data_ad3-190-76
_audit_creation_date               2019-10-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number       '2014/7'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           '2(C19 H20 O5), H2 O'
_chemical_formula_sum              'C38 H42 O11'
_chemical_formula_weight           674.71
_chemical_absolute_configuration   ?
_chemical_melting_point            ?
_chemical_oxdiff_formula           C30H20O6
_chemical_oxdiff_usercomment       'colourless rod 0.40 0.18 0.14'
loop_
  _atom_type_symbol
  _atom_type_description
  _atom_type_scat_dispersion_real
  _atom_type_scat_dispersion_imag
  _atom_type_scat_source
 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system        'monoclinic'
_space_group_IT_number             4
_space_group_name_H-M_alt          'P 1 21 1'
_space_group_name_Hall             'P 2yb'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z'

_cell_length_a                     6.33660(10)
_cell_length_b                     15.3568(2)
_cell_length_c                     16.6789(2)
_cell_angle_alpha                  90
_cell_angle_beta                   99.6180(10)
_cell_angle_gamma                  90
_cell_volume                       1600.21(4)
_cell_formula_units_Z              2
_cell_measurement_reflns_used      18670
_cell_measurement_temperature      150.00(14)
_cell_measurement_theta_max        29.0600
_cell_measurement_theta_min        3.7030
_shelx_estimated_absorpt_T_max     0.986
_shelx_estimated_absorpt_T_min     0.960
_exptl_absorpt_coefficient_mu      0.103
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.90684
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              colourless
_exptl_crystal_density_diffrn      1.400
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               716
_exptl_crystal_size_max            0.4
_exptl_crystal_size_mid            0.18
_exptl_crystal_size_min            0.14
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0391
_diffrn_reflns_av_unetI/netI       0.0273
_diffrn_reflns_Laue_measured_fraction_full  0.998
_diffrn_reflns_Laue_measured_fraction_max  0.952
_diffrn_reflns_limit_h_max         8
_diffrn_reflns_limit_h_min         -8
_diffrn_reflns_limit_k_max         21
_diffrn_reflns_limit_k_min         -20
_diffrn_reflns_limit_l_max         22
_diffrn_reflns_limit_l_min         -22
_diffrn_reflns_number              56739
_diffrn_reflns_point_group_measured_fraction_full  0.998
_diffrn_reflns_point_group_measured_fraction_max  0.917
_diffrn_reflns_theta_full          27.000
_diffrn_reflns_theta_max           29.357
_diffrn_reflns_theta_min           3.521
_diffrn_ambient_environment        N~2~
_diffrn_ambient_temperature        150.00(14)
_diffrn_detector                   'CCD plate'
_diffrn_detector_area_resol_mean   16.1695
_diffrn_detector_type              Eos
_diffrn_measured_fraction_theta_full  0.998
_diffrn_measured_fraction_theta_max  0.952
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω     32.00  96.00   1.00   24.00    --   18.95-178.00 -30.00   64
  2  ω     -2.00  88.00   1.00   24.00    --   18.95  57.00  90.00   90
  3  ω    -92.00   6.00   1.00   24.00    --  -19.50 -37.00-180.00   98
  4  ω    -95.00 -35.00   1.00   24.00    --  -19.50-178.00 -30.00   60
  5  ω    -50.00  51.00   1.00   24.00    --  -19.50  77.00 -30.00  101
  6  ω    -25.00  22.00   1.00   24.00    --  -19.50 -99.00 -90.00   47
  7  ω    -50.00  39.00   1.00   24.00    --   18.95 -57.00 150.00   89
  8  ω    -25.00  22.00   1.00   24.00    --  -19.50 -99.00 120.00   47
  9  ω    -88.00   2.00   1.00   24.00    --  -19.50 -57.00  90.00   90
 10  ω    -78.00   2.00   1.00   24.00    --  -19.50 127.00  50.00   80
 11  ω    -88.00   2.00   1.00   24.00    --  -19.50 -57.00 -60.00   90
 12  ω     -7.00  91.00   1.00   24.00    --   18.95  37.00   0.00   98
 13  ω    -51.00  49.00   1.00   24.00    --   18.95 -77.00-150.00  100
 14  ω    -25.00  61.00   1.00   24.00    --   18.95 -99.00 -90.00   86
 15  ω    -95.00 -35.00   1.00   24.00    --  -19.50-178.00-180.00   60
 16  ω    -25.00  22.00   1.00   24.00    --  -19.50 -99.00-150.00   47
 17  ω    -54.00  92.00   1.00   24.00    --   18.95   0.00-180.00  146
 18  ω    -54.00  92.00   1.00   24.00    --   18.95   0.00-150.00  146
 19  ω    -54.00  32.00   1.00   24.00    --   18.95   0.00-120.00   86
 20  ω    -54.00  45.00   1.00   24.00    --   18.95 -37.00 -30.00   99
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'Xcalibur, Eos'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        0.0091568000
_diffrn_orient_matrix_UB_12        -0.0090727000
_diffrn_orient_matrix_UB_13        0.0421420000
_diffrn_orient_matrix_UB_21        0.0167274000
_diffrn_orient_matrix_UB_22        0.0449017000
_diffrn_orient_matrix_UB_23        0.0088410000
_diffrn_orient_matrix_UB_31        -0.1118981000
_diffrn_orient_matrix_UB_32        0.0059710000
_diffrn_orient_matrix_UB_33        -0.0025481000
_diffrn_radiation_monochromator    graphite
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             MoK\a
_diffrn_radiation_wavelength       0.71073
_diffrn_source                     'fine-focus sealed X-ray tube'
_diffrn_source_type                'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage           0.862
_reflns_Friedel_fraction_full      0.998
_reflns_Friedel_fraction_max       0.879
_reflns_number_gt                  7390
_reflns_number_total               8066
_reflns_odcompleteness_completeness  99.73
_reflns_odcompleteness_iscentric   1
_reflns_odcompleteness_theta       26.32
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection         'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction          'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics      'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement    'ShelXL (Sheldrick, 2015)'
_computing_structure_solution      'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max           0.267
_refine_diff_density_min           -0.253
_refine_diff_density_rms           0.042
_refine_ls_abs_structure_details
;
 Flack x determined using 3155 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack     -0.2(2)
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.032
_refine_ls_hydrogen_treatment      mixed
_refine_ls_matrix_type             full
_refine_ls_number_parameters       458
_refine_ls_number_reflns           8066
_refine_ls_number_restraints       3
_refine_ls_R_factor_all            0.0404
_refine_ls_R_factor_gt             0.0354
_refine_ls_restrained_S_all        1.033
_refine_ls_shift/su_max            0.001
_refine_ls_shift/su_mean           0.000
_refine_ls_structure_factor_coef   Fsqd
_refine_ls_weighting_details      
 'w=1/[σ²(Fo²)+(0.0478P)²+0.2319P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.0822
_refine_ls_wR_factor_ref           0.0846
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All O(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 O30-H30B
 0.95 with sigma of 0.02
 O30-H30A
 0.95 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C1'(H1'), C3'(H3'), C4'(H4'A), C7'(H7'), C11'(H11'), C13'(H13'), C14'(H14A),
 C17'(H17')
3.b Secondary CH2 refined with riding coordinates:
 C5'(H5'A,H5'B), C15'(H15A,H15B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C8(H8), C13(H13), C14(H14), C18(H18)
3.d Idealised Me refined as rotating group:
 C8'(H8'A,H8'B,H8'C), C9'(H9'A,H9'B,H9'C), C10'(H10A,H10B,H10C), C18'(H18A,
 H18B,H18C), C19'(H19A,H19B,H19C), C20'(H20A,H20B,H20C)
3.e Idealised tetrahedral OH refined as rotating group:
 O4'(H4'), O5(H5), O14'(H14'), O15(H15)
;
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary       direct
_atom_sites_solution_secondary     ?
loop_
  _atom_site_label
  _atom_site_type_symbol
  _atom_site_fract_x
  _atom_site_fract_y
  _atom_site_fract_z
  _atom_site_U_iso_or_equiv
  _atom_site_adp_type
  _atom_site_occupancy
  _atom_site_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 O1 O -1.5273(2) -0.75535(9) -0.67252(9) 0.0193(3) Uani 1 1 d . . . . .
 C1' C -0.9675(3) -0.46629(12) -0.61628(11) 0.0137(4) Uani 1 1 d . . . . .
 H1' H -0.9332 -0.4461 -0.6697 0.016 Uiso 1 1 calc R . . . .
 O2 O -1.8386(3) -0.81637(10) -0.71089(10) 0.0295(4) Uani 1 1 d . . . . .
 C2 C -1.7351(3) -0.75037(13) -0.71173(12) 0.0188(4) Uani 1 1 d . . . . .
 C2' C -1.0086(3) -0.38451(12) -0.56309(11) 0.0155(4) Uani 1 1 d . . . . .
 C3 C -1.8050(3) -0.66883(13) -0.74948(12) 0.0184(4) Uani 1 1 d . . . . .
 H3 H -1.9454 -0.6643 -0.7798 0.022 Uiso 1 1 calc R . . . .
 C3' C -0.7999(3) -0.40819(12) -0.50213(11) 0.0147(4) Uani 1 1 d . . . . .
 H3' H -0.6878 -0.3619 -0.4982 0.018 Uiso 1 1 calc R . . . .
 O4' O -0.6206(2) -0.44635(10) -0.36551(9) 0.0240(3) Uani 1 1 d . . . . .
 H4' H -0.5844 -0.3946 -0.3541 0.029 Uiso 1 1 calc GR . . . .
 C4 C -1.6752(3) -0.59874(13) -0.74262(12) 0.0169(4) Uani 1 1 d . . . . .
 H4 H -1.7247 -0.5458 -0.7687 0.020 Uiso 1 1 calc R . . . .
 C4' C -0.8220(3) -0.44744(13) -0.41931(11) 0.0173(4) Uani 1 1 d . . . . .
 H4'A H -0.9349 -0.4167 -0.3948 0.021 Uiso 1 1 calc R . . . .
 O5 O -1.3646(2) -0.45234(9) -0.71306(8) 0.0170(3) Uani 1 1 d . . . . .
 H5 H -1.4915 -0.4512 -0.7377 0.020 Uiso 1 1 calc GR . . . .
 C5 C -1.3203(3) -0.53242(12) -0.68011(11) 0.0139(4) Uani 1 1 d . . . . .
 C5' C -0.8811(3) -0.54263(13) -0.43704(11) 0.0164(4) Uani 1 1 d . . . . .
 H5'A H -1.0375 -0.5491 -0.4544 0.020 Uiso 1 1 calc R . . . .
 H5'B H -0.8355 -0.5791 -0.3883 0.020 Uiso 1 1 calc R . . . .
 C6 C -1.1212(3) -0.54110(12) -0.63004(11) 0.0133(3) Uani 1 1 d . . . . .
 C6' C -0.7602(3) -0.56859(12) -0.50610(11) 0.0143(4) Uani 1 1 d . . . . .
 O7 O -0.8683(2) -0.64075(9) -0.55322(8) 0.0168(3) Uani 1 1 d . . . . .
 C7 C -1.0623(3) -0.62423(12) -0.59933(11) 0.0145(4) Uani 1 1 d . . . . .
 C7' C -0.7565(3) -0.48584(12) -0.55715(11) 0.0139(4) Uani 1 1 d . . . . .
 H7' H -0.6244 -0.4791 -0.5820 0.017 Uiso 1 1 calc R . . . .
 C8 C -1.1951(3) -0.69627(12) -0.61588(12) 0.0160(4) Uani 1 1 d . . . . .
 H8 H -1.1505 -0.7523 -0.5956 0.019 Uiso 1 1 calc R . . . .
 C8' C -0.9797(4) -0.30028(13) -0.60885(13) 0.0240(5) Uani 1 1 d . . . . .
 H8'A H -1.0977 -0.2940 -0.6546 0.036 Uiso 1 1 calc GR . . . .
 H8'B H -0.8435 -0.3023 -0.6293 0.036 Uiso 1 1 calc GR . . . .
 H8'C H -0.9794 -0.2506 -0.5720 0.036 Uiso 1 1 calc GR . . . .
 C9 C -1.3931(3) -0.68385(12) -0.66247(11) 0.0151(4) Uani 1 1 d . . . . .
 C9' C -1.2177(3) -0.38045(14) -0.52946(13) 0.0201(4) Uani 1 1 d . . . . .
 H9'A H -1.2092 -0.3339 -0.4889 0.030 Uiso 1 1 calc GR . . . .
 H9'B H -1.2421 -0.4363 -0.5040 0.030 Uiso 1 1 calc GR . . . .
 H9'C H -1.3362 -0.3686 -0.5739 0.030 Uiso 1 1 calc GR . . . .
 C10 C -1.4632(3) -0.60312(13) -0.69643(11) 0.0143(4) Uani 1 1 d . . . . .
 C10' C -0.5381(3) -0.60396(14) -0.47493(12) 0.0187(4) Uani 1 1 d . . . . .
 H10A H -0.5492 -0.6547 -0.4403 0.028 Uiso 1 1 calc GR . . . .
 H10B H -0.4519 -0.5589 -0.4433 0.028 Uiso 1 1 calc GR . . . .
 H10C H -0.4698 -0.6211 -0.5211 0.028 Uiso 1 1 calc GR . . . .
 O11 O -0.9532(2) -0.18676(9) -0.80088(9) 0.0206(3) Uani 1 1 d . . . . .
 C11' C -1.5804(3) 0.07250(12) -0.89444(11) 0.0153(4) Uani 1 1 d . . . . .
 H11' H -1.6289 0.0959 -0.8446 0.018 Uiso 1 1 calc R . . . .
 O12 O -0.6277(3) -0.23047(10) -0.74862(11) 0.0297(4) Uani 1 1 d . . . . .
 C12 C -0.7517(3) -0.16957(14) -0.76012(13) 0.0207(4) Uani 1 1 d . . . . .
 C12' C -1.5462(3) 0.14990(13) -0.95311(12) 0.0172(4) Uani 1 1 d . . . . .
 C13 C -0.7041(3) -0.08170(13) -0.73321(12) 0.0194(4) Uani 1 1 d . . . . .
 H13 H -0.5658 -0.0680 -0.7044 0.023 Uiso 1 1 calc R . . . .
 C13' C -1.7378(3) 0.11399(14) -1.01665(11) 0.0182(4) Uani 1 1 d . . . . .
 H13' H -1.8598 0.1558 -1.0295 0.022 Uiso 1 1 calc R . . . .
 O14' O -1.8653(2) 0.06618(12) -1.15491(9) 0.0275(4) Uani 1 1 d . . . . .
 H14' H -1.8262 0.0617 -1.2004 0.033 Uiso 1 1 calc GR . . . .
 C14 C -0.8533(3) -0.01854(13) -0.74828(12) 0.0181(4) Uani 1 1 d . . . . .
 H14 H -0.8209 0.0385 -0.7277 0.022 Uiso 1 1 calc R . . . .
 C14' C -1.6787(3) 0.06909(14) -1.09159(12) 0.0190(4) Uani 1 1 d . . . . .
 H14A H -1.5587 0.1006 -1.1110 0.023 Uiso 1 1 calc R . . . .
 O15 O -1.2013(2) 0.11150(9) -0.79631(9) 0.0209(3) Uani 1 1 d . . . . .
 H15 H -1.0822 0.1193 -0.7665 0.025 Uiso 1 1 calc GR . . . .
 C15 C -1.2197(3) 0.02679(12) -0.81979(11) 0.0154(4) Uani 1 1 d . . . . .
 C15' C -1.6091(3) -0.02279(14) -1.06332(12) 0.0202(4) Uani 1 1 d . . . . .
 H15A H -1.4543 -0.0241 -1.0410 0.024 Uiso 1 1 calc R . . . .
 H15B H -1.6382 -0.0645 -1.1091 0.024 Uiso 1 1 calc R . . . .
 C16 C -1.4098(3) 0.00519(13) -0.87079(11) 0.0157(4) Uani 1 1 d . . . . .
 C16' C -1.7423(3) -0.04589(14) -0.99690(12) 0.0188(4) Uani 1 1 d . . . . .
 O17 O -1.6303(2) -0.10942(10) -0.93993(9) 0.0207(3) Uani 1 1 d . . . . .
 C17 C -1.4444(3) -0.08196(13) -0.89323(11) 0.0168(4) Uani 1 1 d . . . . .
 C17' C -1.7766(3) 0.04098(14) -0.95590(11) 0.0177(4) Uani 1 1 d . . . . .
 H17' H -1.9162 0.0456 -0.9357 0.021 Uiso 1 1 calc R . . . .
 C18 C -1.2937(3) -0.14681(13) -0.86793(12) 0.0181(4) Uani 1 1 d . . . . .
 H18 H -1.3210 -0.2060 -0.8829 0.022 Uiso 1 1 calc R . . . .
 C18' C -1.3304(3) 0.15883(15) -0.98089(13) 0.0219(4) Uani 1 1 d . . . . .
 H18A H -1.3406 0.2027 -1.0240 0.033 Uiso 1 1 calc GR . . . .
 H18B H -1.2895 0.1027 -1.0017 0.033 Uiso 1 1 calc GR . . . .
 H18C H -1.2222 0.1768 -0.9348 0.033 Uiso 1 1 calc GR . . . .
 C19 C -1.1045(3) -0.12208(13) -0.82065(12) 0.0166(4) Uani 1 1 d . . . . .
 C19' C -1.6057(4) 0.23633(15) -0.91702(14) 0.0262(5) Uani 1 1 d . . . . .
 H19A H -1.4997 0.2505 -0.8690 0.039 Uiso 1 1 calc GR . . . .
 H19B H -1.7475 0.2313 -0.9014 0.039 Uiso 1 1 calc GR . . . .
 H19C H -1.6079 0.2826 -0.9576 0.039 Uiso 1 1 calc GR . . . .
 C20 C -1.0596(3) -0.03615(13) -0.79485(11) 0.0155(4) Uani 1 1 d . . . . .
 C20' C -1.9523(3) -0.09060(15) -1.03118(14) 0.0262(5) Uani 1 1 d . . . . .
 H20A H -1.9226 -0.1452 -1.0576 0.039 Uiso 1 1 calc GR . . . .
 H20B H -2.0377 -0.0523 -1.0711 0.039 Uiso 1 1 calc GR . . . .
 H20C H -2.0319 -0.1031 -0.9869 0.039 Uiso 1 1 calc GR . . . .
 O30 O -0.7160(2) -0.39428(10) -0.79783(10) 0.0248(3) Uani 1 1 d D . . . .
 H30A H -0.852(3) -0.4001(19) -0.8202(16) 0.037 Uiso 1 1 d DR . . . .
 H30B H -0.705(4) -0.3386(15) -0.7841(17) 0.037 Uiso 1 1 d DR . . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
  _geom_bond_atom_site_label_1
  _geom_bond_atom_site_label_2
  _geom_bond_distance
  _geom_bond_site_symmetry_2
  _geom_bond_publ_flag
 O1 C2 1.371(2) . ?
 O1 C9 1.382(2) . ?
 C1' C2' 1.584(3) . ?
 C1' C6 1.499(2) . ?
 C1' C7' 1.552(2) . ?
 O2 C2 1.209(3) . ?
 C2 C3 1.438(3) . ?
 C2' C3' 1.570(3) . ?
 C2' C8' 1.528(3) . ?
 C2' C9' 1.524(3) . ?
 C3 C4 1.348(3) . ?
 C3' C4' 1.535(3) . ?
 C3' C7' 1.557(3) . ?
 O4' C4' 1.432(2) . ?
 C4 C10 1.434(3) . ?
 C4' C5' 1.526(3) . ?
 O5 C5 1.357(2) . ?
 C5 C6 1.398(3) . ?
 C5 C10 1.410(3) . ?
 C5' C6' 1.539(3) . ?
 C6 C7 1.403(3) . ?
 C6' O7 1.461(2) . ?
 C6' C7' 1.532(3) . ?
 C6' C10' 1.517(3) . ?
 O7 C7 1.361(2) . ?
 C7 C8 1.389(3) . ?
 C8 C9 1.374(3) . ?
 C9 C10 1.404(3) . ?
 O11 C12 1.368(2) . ?
 O11 C19 1.382(2) . ?
 C11' C12' 1.577(3) . ?
 C11' C16 1.500(3) . ?
 C11' C17' 1.551(3) . ?
 O12 C12 1.216(3) . ?
 C12 C13 1.438(3) . ?
 C12' C13' 1.572(3) . ?
 C12' C18' 1.521(3) . ?
 C12' C19' 1.530(3) . ?
 C13 C14 1.348(3) . ?
 C13' C14' 1.528(3) . ?
 C13' C17' 1.558(3) . ?
 O14' C14' 1.449(2) . ?
 C14 C20 1.431(3) . ?
 C14' C15' 1.529(3) . ?
 O15 C15 1.358(2) . ?
 C15 C16 1.394(3) . ?
 C15 C20 1.413(3) . ?
 C15' C16' 1.542(3) . ?
 C16 C17 1.397(3) . ?
 C16' O17 1.460(2) . ?
 C16' C17' 1.531(3) . ?
 C16' C20' 1.522(3) . ?
 O17 C17 1.366(2) . ?
 C17 C18 1.395(3) . ?
 C18 C19 1.374(3) . ?
 C19 C20 1.402(3) . ?

loop_
  _geom_angle_atom_site_label_1
  _geom_angle_atom_site_label_2
  _geom_angle_atom_site_label_3
  _geom_angle
  _geom_angle_site_symmetry_1
  _geom_angle_site_symmetry_3
  _geom_angle_publ_flag
 C2 O1 C9 122.41(15) . . ?
 C6 C1' C2' 121.99(15) . . ?
 C6 C1' C7' 114.69(15) . . ?
 C7' C1' C2' 90.13(13) . . ?
 O1 C2 C3 117.30(17) . . ?
 O2 C2 O1 115.32(18) . . ?
 O2 C2 C3 127.37(19) . . ?
 C3' C2' C1' 88.83(13) . . ?
 C8' C2' C1' 110.28(15) . . ?
 C8' C2' C3' 111.17(16) . . ?
 C9' C2' C1' 118.23(15) . . ?
 C9' C2' C3' 117.46(16) . . ?
 C9' C2' C8' 109.46(17) . . ?
 C4 C3 C2 121.27(18) . . ?
 C4' C3' C2' 118.71(15) . . ?
 C4' C3' C7' 106.34(15) . . ?
 C7' C3' C2' 90.48(14) . . ?
 C3 C4 C10 120.78(18) . . ?
 O4' C4' C3' 110.72(16) . . ?
 O4' C4' C5' 107.27(15) . . ?
 C5' C4' C3' 104.96(15) . . ?
 O5 C5 C6 115.66(16) . . ?
 O5 C5 C10 122.46(16) . . ?
 C6 C5 C10 121.86(17) . . ?
 C4' C5' C6' 104.87(15) . . ?
 C5 C6 C1' 121.13(17) . . ?
 C5 C6 C7 117.60(17) . . ?
 C7 C6 C1' 121.01(16) . . ?
 O7 C6' C5' 110.60(15) . . ?
 O7 C6' C7' 112.29(14) . . ?
 O7 C6' C10' 103.74(15) . . ?
 C7' C6' C5' 104.88(15) . . ?
 C10' C6' C5' 112.68(16) . . ?
 C10' C6' C7' 112.83(15) . . ?
 C7 O7 C6' 117.45(14) . . ?
 O7 C7 C6 122.42(17) . . ?
 O7 C7 C8 115.08(16) . . ?
 C8 C7 C6 122.47(17) . . ?
 C1' C7' C3' 90.46(14) . . ?
 C6' C7' C1' 114.97(15) . . ?
 C6' C7' C3' 106.69(14) . . ?
 C9 C8 C7 117.85(17) . . ?
 O1 C9 C10 120.42(16) . . ?
 C8 C9 O1 116.32(17) . . ?
 C8 C9 C10 123.22(17) . . ?
 C5 C10 C4 125.51(17) . . ?
 C9 C10 C4 117.56(17) . . ?
 C9 C10 C5 116.90(16) . . ?
 C12 O11 C19 122.17(16) . . ?
 C16 C11' C12' 120.99(15) . . ?
 C16 C11' C17' 114.94(16) . . ?
 C17' C11' C12' 90.18(14) . . ?
 O11 C12 C13 117.75(18) . . ?
 O12 C12 O11 117.05(19) . . ?
 O12 C12 C13 125.19(19) . . ?
 C13' C12' C11' 89.04(15) . . ?
 C18' C12' C11' 118.71(16) . . ?
 C18' C12' C13' 117.29(16) . . ?
 C18' C12' C19' 109.54(18) . . ?
 C19' C12' C11' 109.96(15) . . ?
 C19' C12' C13' 110.86(16) . . ?
 C14 C13 C12 120.88(18) . . ?
 C14' C13' C12' 116.26(15) . . ?
 C14' C13' C17' 107.10(17) . . ?
 C17' C13' C12' 90.11(14) . . ?
 C13 C14 C20 120.91(18) . . ?
 C13' C14' C15' 105.17(16) . . ?
 O14' C14' C13' 109.18(15) . . ?
 O14' C14' C15' 110.76(17) . . ?
 O15 C15 C16 115.34(17) . . ?
 O15 C15 C20 123.20(17) . . ?
 C16 C15 C20 121.46(17) . . ?
 C14' C15' C16' 105.65(16) . . ?
 C15 C16 C11' 120.52(17) . . ?
 C15 C16 C17 118.19(17) . . ?
 C17 C16 C11' 121.05(17) . . ?
 O17 C16' C15' 110.89(16) . . ?
 O17 C16' C17' 112.41(15) . . ?
 O17 C16' C20' 104.03(17) . . ?
 C17' C16' C15' 104.83(17) . . ?
 C20' C16' C15' 112.53(17) . . ?
 C20' C16' C17' 112.36(17) . . ?
 C17 O17 C16' 116.35(15) . . ?
 O17 C17 C16 122.02(17) . . ?
 O17 C17 C18 115.68(17) . . ?
 C18 C17 C16 122.28(18) . . ?
 C11' C17' C13' 90.53(14) . . ?
 C16' C17' C11' 114.15(16) . . ?
 C16' C17' C13' 106.68(15) . . ?
 C19 C18 C17 117.62(18) . . ?
 O11 C19 C20 120.43(17) . . ?
 C18 C19 O11 116.26(17) . . ?
 C18 C19 C20 123.29(18) . . ?
 C15 C20 C14 125.23(18) . . ?
 C19 C20 C14 117.67(18) . . ?
 C19 C20 C15 117.05(17) . . ?


_olex2_submission_special_instructions  'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max  1.059
_oxdiff_exptl_absorpt_empirical_full_min  0.930

######END

data_citran
_audit_creation_date               2019-10-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number       '2014/7'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C19 H18 Br2 O4'
_chemical_formula_sum              'C19 H18 Br2 O4'
_chemical_formula_weight           470.15
_chemical_melting_point            ?
_chemical_oxdiff_formula           C30H30O4Br2
loop_
  _atom_type_symbol
  _atom_type_description
  _atom_type_scat_dispersion_real
  _atom_type_scat_dispersion_imag
  _atom_type_scat_source
 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Br' 'Br' -0.2901 2.4595
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system        'triclinic'
_space_group_IT_number             2
_space_group_name_H-M_alt          'P -1'
_space_group_name_Hall             '-P 1'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, -z'

_cell_length_a                     7.0199(2)
_cell_length_b                     8.2476(2)
_cell_length_c                     15.7704(4)
_cell_angle_alpha                  88.837(2)
_cell_angle_beta                   78.506(2)
_cell_angle_gamma                  76.606(3)
_cell_volume                       870.10(4)
_cell_formula_units_Z              2
_cell_measurement_reflns_used      6866
_cell_measurement_temperature      150(2)
_cell_measurement_theta_max        28.3500
_cell_measurement_theta_min        3.5810
_shelx_estimated_absorpt_T_max     0.627
_shelx_estimated_absorpt_T_min     0.256
_exptl_absorpt_coefficient_mu      4.680
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.45145
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              colourless
_exptl_crystal_density_diffrn      1.795
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         rod
_exptl_crystal_F_000               468
_exptl_crystal_size_max            0.4
_exptl_crystal_size_mid            0.3
_exptl_crystal_size_min            0.11
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0573
_diffrn_reflns_av_unetI/netI       0.0424
_diffrn_reflns_Laue_measured_fraction_full  0.998
_diffrn_reflns_Laue_measured_fraction_max  0.910
_diffrn_reflns_limit_h_max         9
_diffrn_reflns_limit_h_min         -9
_diffrn_reflns_limit_k_max         11
_diffrn_reflns_limit_k_min         -11
_diffrn_reflns_limit_l_max         21
_diffrn_reflns_limit_l_min         -21
_diffrn_reflns_number              30830
_diffrn_reflns_point_group_measured_fraction_full  0.998
_diffrn_reflns_point_group_measured_fraction_max  0.910
_diffrn_reflns_theta_full          27.000
_diffrn_reflns_theta_max           29.381
_diffrn_reflns_theta_min           3.483
_diffrn_ambient_environment        N~2~
_diffrn_ambient_temperature        150(2)
_diffrn_detector                   'CCD plate'
_diffrn_detector_area_resol_mean   16.1695
_diffrn_detector_type              Eos
_diffrn_measured_fraction_theta_full  0.998
_diffrn_measured_fraction_theta_max  0.910
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -25.00  61.00   1.00    6.00    --   18.95 -99.00-120.00   86
  2  ω    -90.00  11.00   1.00    6.00    --  -19.50 -77.00-180.00  101
  3  ω    -88.00   2.00   1.00    6.00    --  -19.50 -57.00  60.00   90
  4  ω    -41.00  49.00   1.00    6.00    --  -19.50  57.00 120.00   90
  5  ω    -95.00 -35.00   1.00    6.00    --  -19.50-178.00-180.00   60
  6  ω    -88.00   2.00   1.00    6.00    --  -19.50 -57.00-150.00   90
  7  ω    -88.00   2.00   1.00    6.00    --  -19.50 -57.00 -30.00   90
  8  ω    -45.00  53.00   1.00    6.00    --  -19.50  37.00  30.00   98
  9  ω    -25.00  22.00   1.00    6.00    --  -19.50 -99.00 -90.00   47
 10  ω    -90.00 -10.00   1.00    6.00    --  -19.50 146.00 -68.06   80
 11  ω    -25.00  61.00   1.00    6.00    --   18.95 -99.00 150.00   86
 12  ω    -25.00  61.00   1.00    6.00    --   18.95 -99.00 -60.00   86
 13  ω    -54.00  92.00   1.00    6.00    --   18.95   0.00-180.00  146
 14  ω    -54.00  92.00   1.00    6.00    --   18.95   0.00-150.00  146
 15  ω    -54.00  92.00   1.00    6.00    --   18.95   0.00-120.00  146
 16  ω    -54.00  92.00   1.00    6.00    --   18.95   0.00 -90.00  146
 17  ω    -54.00  -3.00   1.00    6.00    --   18.95   0.00 -60.00   51
 18  ω    -92.00   6.00   1.00    6.00    --  -19.50 -37.00 -60.00   98
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'Xcalibur, Eos'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        -0.0524151000
_diffrn_orient_matrix_UB_12        0.0472254000
_diffrn_orient_matrix_UB_13        0.0380998000
_diffrn_orient_matrix_UB_21        0.0776745000
_diffrn_orient_matrix_UB_22        0.0429084000
_diffrn_orient_matrix_UB_23        -0.0030603000
_diffrn_orient_matrix_UB_31        -0.0495704000
_diffrn_orient_matrix_UB_32        0.0612363000
_diffrn_orient_matrix_UB_33        -0.0254390000
_diffrn_radiation_monochromator    graphite
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             MoK\a
_diffrn_radiation_wavelength       0.71073
_diffrn_source                     'fine-focus sealed X-ray tube'
_diffrn_source_type                'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  3439
_reflns_number_total               4360
_reflns_odcompleteness_completeness  99.80
_reflns_odcompleteness_iscentric   1
_reflns_odcompleteness_theta       26.32
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_data_collection         'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_data_reduction          'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_molecular_graphics      'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement    'ShelXL (Sheldrick, 2015)'
_computing_structure_solution      'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max           0.722
_refine_diff_density_min           -0.501
_refine_diff_density_rms           0.100
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.057
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       229
_refine_ls_number_reflns           4360
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0567
_refine_ls_R_factor_gt             0.0367
_refine_ls_restrained_S_all        1.057
_refine_ls_shift/su_max            0.001
_refine_ls_shift/su_mean           0.000
_refine_ls_structure_factor_coef   Fsqd
_refine_ls_weighting_details      
 'w=1/[σ²(Fo²)+(0.0314P)²+0.8262P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.0719
_refine_ls_wR_factor_ref           0.0777
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1'(H1'), C2'(H2'), C6'(H6')
2.b Secondary CH2 refined with riding coordinates:
 C4'(H4'A,H4'B), C5'(H5'A,H5'B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4)
2.d Idealised Me refined as rotating group:
 C8'(H8'A,H8'B,H8'C), C9'(H9'A,H9'B,H9'C), C10'(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       direct
_atom_sites_solution_secondary     ?
loop_
  _atom_site_label
  _atom_site_type_symbol
  _atom_site_fract_x
  _atom_site_fract_y
  _atom_site_fract_z
  _atom_site_U_iso_or_equiv
  _atom_site_adp_type
  _atom_site_occupancy
  _atom_site_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 O1 O 0.8194(3) 0.3280(2) 0.51854(12) 0.0185(4) Uani 1 1 d . . . . .
 C1' C 0.6364(4) 0.5392(3) 0.19796(18) 0.0170(6) Uani 1 1 d . . . . .
 H1' H 0.5595 0.4637 0.1787 0.020 Uiso 1 1 calc R . . . .
 Br2' Br 0.47407(5) 0.79474(4) 0.08883(2) 0.02610(9) Uani 1 1 d . . . . .
 O2 O 0.8432(3) 0.3643(3) 0.65349(13) 0.0268(5) Uani 1 1 d . . . . .
 C2 C 0.8004(4) 0.4315(4) 0.58866(18) 0.0219(6) Uani 1 1 d . . . . .
 C2' C 0.5156(4) 0.7180(4) 0.20405(17) 0.0171(6) Uani 1 1 d . . . . .
 H2' H 0.3823 0.7231 0.2423 0.021 Uiso 1 1 calc R . . . .
 C3 C 0.7321(4) 0.6073(4) 0.57742(19) 0.0226(6) Uani 1 1 d . . . . .
 H3 H 0.7193 0.6826 0.6241 0.027 Uiso 1 1 calc R . . . .
 C3' C 0.6237(4) 0.8261(4) 0.24516(18) 0.0181(6) Uani 1 1 d . . . . .
 C4 C 0.6858(4) 0.6680(4) 0.50228(18) 0.0202(6) Uani 1 1 d . . . . .
 H4 H 0.6402 0.7848 0.4968 0.024 Uiso 1 1 calc R . . . .
 C4' C 0.8417(4) 0.8001(3) 0.19705(18) 0.0180(6) Uani 1 1 d . . . . .
 H4'A H 0.9128 0.8546 0.2321 0.022 Uiso 1 1 calc R . . . .
 H4'B H 0.8424 0.8596 0.1419 0.022 Uiso 1 1 calc R . . . .
 O5 O 0.6067(3) 0.7753(2) 0.33624(12) 0.0187(4) Uani 1 1 d . . . . .
 C5 C 0.6599(4) 0.6088(3) 0.34985(18) 0.0154(5) Uani 1 1 d . . . . .
 C5' C 0.9629(4) 0.6203(3) 0.17612(18) 0.0176(6) Uani 1 1 d . . . . .
 H5'A H 1.0049 0.5715 0.2292 0.021 Uiso 1 1 calc R . . . .
 H5'B H 1.0853 0.6221 0.1326 0.021 Uiso 1 1 calc R . . . .
 C6 C 0.6780(4) 0.4924(3) 0.28609(17) 0.0157(5) Uani 1 1 d . . . . .
 C6' C 0.8475(4) 0.5077(3) 0.14128(17) 0.0162(6) Uani 1 1 d . . . . .
 H6' H 0.8350 0.5409 0.0809 0.019 Uiso 1 1 calc R . . . .
 O7 O 0.8505(3) 0.2346(2) 0.21892(12) 0.0207(4) Uani 1 1 d . . . . .
 C7 C 0.7873(4) 0.3301(3) 0.29267(17) 0.0164(6) Uani 1 1 d . . . . .
 C7' C 0.9392(5) 0.3171(4) 0.14017(18) 0.0209(6) Uani 1 1 d . . . . .
 Br8 Br 0.95760(4) 0.04848(4) 0.38425(2) 0.02311(9) Uani 1 1 d . . . . .
 C8 C 0.8300(4) 0.2724(4) 0.37154(18) 0.0176(6) Uani 1 1 d . . . . .
 C8' C 0.5190(5) 1.0088(4) 0.2547(2) 0.0248(7) Uani 1 1 d . . . . .
 H8'A H 0.3771 1.0202 0.2800 0.037 Uiso 1 1 calc GR . . . .
 H8'B H 0.5323 1.0593 0.1976 0.037 Uiso 1 1 calc GR . . . .
 H8'C H 0.5797 1.0654 0.2925 0.037 Uiso 1 1 calc GR . . . .
 C9 C 0.7805(4) 0.3870(4) 0.44022(17) 0.0168(6) Uani 1 1 d . . . . .
 C9' C 1.1626(5) 0.2733(4) 0.1370(2) 0.0323(8) Uani 1 1 d . . . . .
 H9'A H 1.1897 0.3141 0.1903 0.048 Uiso 1 1 calc GR . . . .
 H9'B H 1.2298 0.3255 0.0871 0.048 Uiso 1 1 calc GR . . . .
 H9'C H 1.2127 0.1520 0.1316 0.048 Uiso 1 1 calc GR . . . .
 C10 C 0.7051(4) 0.5577(4) 0.43088(18) 0.0165(6) Uani 1 1 d . . . . .
 C10' C 0.8892(6) 0.2297(4) 0.0669(2) 0.0343(8) Uani 1 1 d . . . . .
 H10A H 0.9320 0.1088 0.0722 0.051 Uiso 1 1 calc GR . . . .
 H10B H 0.9586 0.2630 0.0114 0.051 Uiso 1 1 calc GR . . . .
 H10C H 0.7446 0.2608 0.0696 0.051 Uiso 1 1 calc GR . . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
  _geom_bond_atom_site_label_1
  _geom_bond_atom_site_label_2
  _geom_bond_distance
  _geom_bond_site_symmetry_2
  _geom_bond_publ_flag
 O1 C2 1.377(3) . ?
 O1 C9 1.373(3) . ?
 C1' H1' 1.0000 . ?
 C1' C2' 1.516(4) . ?
 C1' C6 1.501(4) . ?
 C1' C6' 1.538(4) . ?
 Br2' C2' 1.966(3) . ?
 O2 C2 1.210(3) . ?
 C2 C3 1.437(4) . ?
 C2' H2' 1.0000 . ?
 C2' C3' 1.524(4) . ?
 C3 H3 0.9500 . ?
 C3 C4 1.347(4) . ?
 C3' C4' 1.535(4) . ?
 C3' O5 1.478(3) . ?
 C3' C8' 1.512(4) . ?
 C4 H4 0.9500 . ?
 C4 C10 1.428(4) . ?
 C4' H4'A 0.9900 . ?
 C4' H4'B 0.9900 . ?
 C4' C5' 1.535(4) . ?
 O5 C5 1.361(3) . ?
 C5 C6 1.372(4) . ?
 C5 C10 1.410(4) . ?
 C5' H5'A 0.9900 . ?
 C5' H5'B 0.9900 . ?
 C5' C6' 1.539(4) . ?
 C6 C7 1.393(4) . ?
 C6' H6' 1.0000 . ?
 C6' C7' 1.553(4) . ?
 O7 C7 1.356(3) . ?
 O7 C7' 1.499(3) . ?
 C7 C8 1.386(4) . ?
 C7' C9' 1.516(4) . ?
 C7' C10' 1.514(4) . ?
 Br8 C8 1.883(3) . ?
 C8 C9 1.388(4) . ?
 C8' H8'A 0.9800 . ?
 C8' H8'B 0.9800 . ?
 C8' H8'C 0.9800 . ?
 C9 C10 1.400(4) . ?
 C9' H9'A 0.9800 . ?
 C9' H9'B 0.9800 . ?
 C9' H9'C 0.9800 . ?
 C10' H10A 0.9800 . ?
 C10' H10B 0.9800 . ?
 C10' H10C 0.9800 . ?

loop_
  _geom_angle_atom_site_label_1
  _geom_angle_atom_site_label_2
  _geom_angle_atom_site_label_3
  _geom_angle
  _geom_angle_site_symmetry_1
  _geom_angle_site_symmetry_3
  _geom_angle_publ_flag
 C9 O1 C2 122.7(2) . . ?
 C2' C1' H1' 110.1 . . ?
 C2' C1' C6' 115.9(2) . . ?
 C6 C1' H1' 110.1 . . ?
 C6 C1' C2' 107.8(2) . . ?
 C6 C1' C6' 102.6(2) . . ?
 C6' C1' H1' 110.1 . . ?
 O1 C2 C3 116.9(2) . . ?
 O2 C2 O1 116.3(3) . . ?
 O2 C2 C3 126.8(3) . . ?
 C1' C2' Br2' 110.23(19) . . ?
 C1' C2' H2' 108.6 . . ?
 C1' C2' C3' 108.8(2) . . ?
 Br2' C2' H2' 108.6 . . ?
 C3' C2' Br2' 111.98(19) . . ?
 C3' C2' H2' 108.6 . . ?
 C2 C3 H3 119.2 . . ?
 C4 C3 C2 121.6(3) . . ?
 C4 C3 H3 119.2 . . ?
 C2' C3' C4' 110.6(2) . . ?
 O5 C3' C2' 105.2(2) . . ?
 O5 C3' C4' 112.5(2) . . ?
 O5 C3' C8' 102.2(2) . . ?
 C8' C3' C2' 114.2(2) . . ?
 C8' C3' C4' 111.7(2) . . ?
 C3 C4 H4 119.9 . . ?
 C3 C4 C10 120.3(3) . . ?
 C10 C4 H4 119.9 . . ?
 C3' C4' H4'A 107.9 . . ?
 C3' C4' H4'B 107.9 . . ?
 C3' C4' C5' 117.7(2) . . ?
 H4'A C4' H4'B 107.2 . . ?
 C5' C4' H4'A 107.9 . . ?
 C5' C4' H4'B 107.9 . . ?
 C5 O5 C3' 116.6(2) . . ?
 O5 C5 C6 121.7(2) . . ?
 O5 C5 C10 118.1(2) . . ?
 C6 C5 C10 120.1(3) . . ?
 C4' C5' H5'A 108.8 . . ?
 C4' C5' H5'B 108.8 . . ?
 C4' C5' C6' 113.7(2) . . ?
 H5'A C5' H5'B 107.7 . . ?
 C6' C5' H5'A 108.8 . . ?
 C6' C5' H5'B 108.8 . . ?
 C5 C6 C1' 122.6(3) . . ?
 C5 C6 C7 119.5(2) . . ?
 C7 C6 C1' 115.7(2) . . ?
 C1' C6' C5' 108.1(2) . . ?
 C1' C6' H6' 108.4 . . ?
 C1' C6' C7' 107.3(2) . . ?
 C5' C6' H6' 108.4 . . ?
 C5' C6' C7' 116.2(2) . . ?
 C7' C6' H6' 108.4 . . ?
 C7 O7 C7' 116.0(2) . . ?
 O7 C7 C6 117.0(2) . . ?
 O7 C7 C8 122.5(2) . . ?
 C8 C7 C6 120.5(3) . . ?
 O7 C7' C6' 112.6(2) . . ?
 O7 C7' C9' 105.4(2) . . ?
 O7 C7' C10' 103.1(2) . . ?
 C9' C7' C6' 113.6(2) . . ?
 C10' C7' C6' 110.9(2) . . ?
 C10' C7' C9' 110.8(3) . . ?
 C7 C8 Br8 121.3(2) . . ?
 C7 C8 C9 117.5(3) . . ?
 C9 C8 Br8 121.2(2) . . ?
 C3' C8' H8'A 109.5 . . ?
 C3' C8' H8'B 109.5 . . ?
 C3' C8' H8'C 109.5 . . ?
 H8'A C8' H8'B 109.5 . . ?
 H8'A C8' H8'C 109.5 . . ?
 H8'B C8' H8'C 109.5 . . ?
 O1 C9 C8 117.1(2) . . ?
 O1 C9 C10 120.1(2) . . ?
 C8 C9 C10 122.7(3) . . ?
 C7' C9' H9'A 109.5 . . ?
 C7' C9' H9'B 109.5 . . ?
 C7' C9' H9'C 109.5 . . ?
 H9'A C9' H9'B 109.5 . . ?
 H9'A C9' H9'C 109.5 . . ?
 H9'B C9' H9'C 109.5 . . ?
 C5 C10 C4 124.6(3) . . ?
 C9 C10 C4 118.3(3) . . ?
 C9 C10 C5 117.1(3) . . ?
 C7' C10' H10A 109.5 . . ?
 C7' C10' H10B 109.5 . . ?
 C7' C10' H10C 109.5 . . ?
 H10A C10' H10B 109.5 . . ?
 H10A C10' H10C 109.5 . . ?
 H10B C10' H10C 109.5 . . ?

loop_
  _geom_torsion_atom_site_label_1
  _geom_torsion_atom_site_label_2
  _geom_torsion_atom_site_label_3
  _geom_torsion_atom_site_label_4
  _geom_torsion
  _geom_torsion_site_symmetry_1
  _geom_torsion_site_symmetry_2
  _geom_torsion_site_symmetry_3
  _geom_torsion_site_symmetry_4
  _geom_torsion_publ_flag
 O1 C2 C3 C4 1.0(4) . . . . ?
 O1 C9 C10 C4 4.9(4) . . . . ?
 O1 C9 C10 C5 -177.2(2) . . . . ?
 C1' C2' C3' C4' 52.7(3) . . . . ?
 C1' C2' C3' O5 -69.1(3) . . . . ?
 C1' C2' C3' C8' 179.7(2) . . . . ?
 C1' C6 C7 O7 2.4(4) . . . . ?
 C1' C6 C7 C8 -178.4(2) . . . . ?
 C1' C6' C7' O7 -25.7(3) . . . . ?
 C1' C6' C7' C9' -145.4(2) . . . . ?
 C1' C6' C7' C10' 89.1(3) . . . . ?
 Br2' C2' C3' C4' -69.4(3) . . . . ?
 Br2' C2' C3' O5 168.82(16) . . . . ?
 Br2' C2' C3' C8' 57.6(3) . . . . ?
 O2 C2 C3 C4 -179.0(3) . . . . ?
 C2 O1 C9 C8 171.8(2) . . . . ?
 C2 O1 C9 C10 -4.5(4) . . . . ?
 C2 C3 C4 C10 -0.4(4) . . . . ?
 C2' C1' C6 C5 -17.5(3) . . . . ?
 C2' C1' C6 C7 179.5(2) . . . . ?
 C2' C1' C6' C5' 57.0(3) . . . . ?
 C2' C1' C6' C7' -177.0(2) . . . . ?
 C2' C3' C4' C5' -46.9(3) . . . . ?
 C2' C3' O5 C5 50.3(3) . . . . ?
 C3 C4 C10 C5 179.8(3) . . . . ?
 C3 C4 C10 C9 -2.5(4) . . . . ?
 C3' C4' C5' C6' 43.7(3) . . . . ?
 C3' O5 C5 C6 -16.5(3) . . . . ?
 C3' O5 C5 C10 160.9(2) . . . . ?
 C4' C3' O5 C5 -70.2(3) . . . . ?
 C4' C5' C6' C1' -44.9(3) . . . . ?
 C4' C5' C6' C7' -165.5(2) . . . . ?
 O5 C3' C4' C5' 70.5(3) . . . . ?
 O5 C5 C6 C1' -1.4(4) . . . . ?
 O5 C5 C6 C7 161.0(2) . . . . ?
 O5 C5 C10 C4 4.6(4) . . . . ?
 O5 C5 C10 C9 -173.2(2) . . . . ?
 C5 C6 C7 O7 -161.1(2) . . . . ?
 C5 C6 C7 C8 18.1(4) . . . . ?
 C5' C6' C7' O7 95.3(3) . . . . ?
 C5' C6' C7' C9' -24.3(3) . . . . ?
 C5' C6' C7' C10' -149.8(3) . . . . ?
 C6 C1' C2' Br2' 175.34(17) . . . . ?
 C6 C1' C2' C3' 52.2(3) . . . . ?
 C6 C1' C6' C5' -60.2(3) . . . . ?
 C6 C1' C6' C7' 65.8(3) . . . . ?
 C6 C5 C10 C4 -178.1(3) . . . . ?
 C6 C5 C10 C9 4.2(4) . . . . ?
 C6 C7 C8 Br8 174.6(2) . . . . ?
 C6 C7 C8 C9 -7.3(4) . . . . ?
 C6' C1' C2' Br2' 61.2(3) . . . . ?
 C6' C1' C2' C3' -62.0(3) . . . . ?
 C6' C1' C6 C5 105.2(3) . . . . ?
 C6' C1' C6 C7 -57.7(3) . . . . ?
 O7 C7 C8 Br8 -6.3(4) . . . . ?
 O7 C7 C8 C9 171.8(2) . . . . ?
 C7 O7 C7' C6' -30.6(3) . . . . ?
 C7 O7 C7' C9' 93.8(3) . . . . ?
 C7 O7 C7' C10' -150.1(3) . . . . ?
 C7 C8 C9 O1 178.7(2) . . . . ?
 C7 C8 C9 C10 -5.1(4) . . . . ?
 C7' O7 C7 C6 44.6(3) . . . . ?
 C7' O7 C7 C8 -134.6(3) . . . . ?
 Br8 C8 C9 O1 -3.2(3) . . . . ?
 Br8 C8 C9 C10 173.0(2) . . . . ?
 C8 C9 C10 C4 -171.2(3) . . . . ?
 C8 C9 C10 C5 6.7(4) . . . . ?
 C8' C3' C4' C5' -175.3(2) . . . . ?
 C8' C3' O5 C5 169.9(2) . . . . ?
 C9 O1 C2 O2 -178.5(2) . . . . ?
 C9 O1 C2 C3 1.5(4) . . . . ?
 C10 C5 C6 C1' -178.6(2) . . . . ?
 C10 C5 C6 C7 -16.3(4) . . . . ?


_olex2_submission_special_instructions  'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max  1.864
_oxdiff_exptl_absorpt_empirical_full_min  0.745

######END

data_C:\Users\chris\DOCUME~1\X-RAYC~1\George\OL5DA5~1\Br2citran
_audit_creation_date               2019-10-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number             2014/6
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C19 H16.98 Br2.03 O4'
_chemical_formula_sum              'C19 H17.98 Br2.03 O4'
_chemical_formula_weight           472.13
_chemical_melting_point            ?
_chemical_oxdiff_formula           C19H22O4Br2
loop_
  _atom_type_symbol
  _atom_type_description
  _atom_type_scat_dispersion_real
  _atom_type_scat_dispersion_imag
  _atom_type_scat_source
 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Br' 'Br' -0.2901 2.4595
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system        'monoclinic'
_space_group_IT_number             14
_space_group_name_H-M_alt          'P 1 21/c 1'
_space_group_name_Hall             '-P 2ybc'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y-1/2, z-1/2'

_cell_length_a                     11.3644(6)
_cell_length_b                     8.7153(5)
_cell_length_c                     17.5002(11)
_cell_angle_alpha                  90
_cell_angle_beta                   90.885(5)
_cell_angle_gamma                  90
_cell_volume                       1733.09(17)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      5818
_cell_measurement_temperature      150(2)
_cell_measurement_theta_max        28.7440
_cell_measurement_theta_min        4.1690
_shelx_estimated_absorpt_T_max     0.408
_shelx_estimated_absorpt_T_min     0.213
_exptl_absorpt_coefficient_mu      4.757
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.80685
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              colourless
_exptl_crystal_density_diffrn      1.809
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               939
_exptl_crystal_size_max            0.47
_exptl_crystal_size_mid            0.32
_exptl_crystal_size_min            0.23
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0361
_diffrn_reflns_av_unetI/netI       0.0311
_diffrn_reflns_Laue_measured_fraction_full  0.996
_diffrn_reflns_Laue_measured_fraction_max  0.903
_diffrn_reflns_limit_h_max         15
_diffrn_reflns_limit_h_min         -14
_diffrn_reflns_limit_k_max         11
_diffrn_reflns_limit_k_min         -11
_diffrn_reflns_limit_l_max         23
_diffrn_reflns_limit_l_min         -23
_diffrn_reflns_number              20229
_diffrn_reflns_point_group_measured_fraction_full  0.996
_diffrn_reflns_point_group_measured_fraction_max  0.903
_diffrn_reflns_theta_full          27.000
_diffrn_reflns_theta_max           29.378
_diffrn_reflns_theta_min           3.586
_diffrn_ambient_environment        N~2~
_diffrn_ambient_temperature        150(2)
_diffrn_detector                   'CCD plate'
_diffrn_detector_area_resol_mean   16.1695
_diffrn_detector_type              Eos
_diffrn_measured_fraction_theta_full  0.996
_diffrn_measured_fraction_theta_max  0.903
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -25.00  92.00   1.00   20.00    --   19.03  19.00   0.00  117
  2  ω     35.00  95.00   1.00   20.00    --   19.03 178.00 -30.00   60
  3  ω    -53.00  45.00   1.00   20.00    --   19.03 -37.00 120.00   98
  4  ω    -95.00 -35.00   1.00   20.00    --  -19.50-178.00-120.00   60
  5  ω    -88.00   2.00   1.00   20.00    --  -19.50 -57.00  60.00   90
  6  ω    -92.00   6.00   1.00   20.00    --  -19.50 -37.00 150.00   98
  7  ω    -25.00   0.00   1.00   20.00    --  -19.50 -99.00 -30.00   25
  8  ω    -25.00  22.00   1.00   20.00    --  -19.50 -99.00 150.00   47
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'Xcalibur, Eos'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        -0.0387335000
_diffrn_orient_matrix_UB_12        0.0210906000
_diffrn_orient_matrix_UB_13        -0.0303531000
_diffrn_orient_matrix_UB_21        0.0213608000
_diffrn_orient_matrix_UB_22        -0.0618590000
_diffrn_orient_matrix_UB_23        -0.0222225000
_diffrn_orient_matrix_UB_31        -0.0440535000
_diffrn_orient_matrix_UB_32        -0.0485344000
_diffrn_orient_matrix_UB_33        0.0150599000
_diffrn_radiation_monochromator    graphite
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             MoK\a
_diffrn_radiation_wavelength       0.71073
_diffrn_source                     'fine-focus sealed X-ray tube'
_diffrn_source_type                'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  3529
_reflns_number_total               4303
_reflns_odcompleteness_completeness  99.66
_reflns_odcompleteness_iscentric   1
_reflns_odcompleteness_theta       26.32
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection         'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction          'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics      'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement    'ShelXL (Sheldrick, 2015)'
_computing_structure_solution      'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max           0.967
_refine_diff_density_min           -0.568
_refine_diff_density_rms           0.089
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.044
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       239
_refine_ls_number_reflns           4303
_refine_ls_number_restraints       1
_refine_ls_R_factor_all            0.0464
_refine_ls_R_factor_gt             0.0323
_refine_ls_restrained_S_all        1.081
_refine_ls_shift/su_max            0.002
_refine_ls_shift/su_mean           0.000
_refine_ls_structure_factor_coef   Fsqd
_refine_ls_weighting_details      
 'w=1/[σ²(Fo²)+(0.0286P)²+2.1433P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.0684
_refine_ls_wR_factor_ref           0.0738
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{C3, C3B}
3. Restrained distances
 C3B-Br3B
 -1.95 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(C3) = Uanis(C3B)
5. Others
 Fixed Sof: C3(0.975) H3(0.975) Br3B(0.025) C3B(0.025)
6.a Ternary CH refined with riding coordinates:
 C1'(H1'), C2'(H2'), C6'(H6')
6.b Secondary CH2 refined with riding coordinates:
 C4'(H4'1,H4'2), C5'(H5'1,H5'2)
6.c Aromatic/amide H refined with riding coordinates:
 C3(H3)
6.d Idealised Me refined as rotating group:
 C8'(H8'1,H8'2,H8'3), C9'(H9'1,H9'2,H9'3), C10'(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       direct
_atom_sites_solution_secondary     ?
loop_
  _atom_site_label
  _atom_site_type_symbol
  _atom_site_fract_x
  _atom_site_fract_y
  _atom_site_fract_z
  _atom_site_U_iso_or_equiv
  _atom_site_adp_type
  _atom_site_occupancy
  _atom_site_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 O1 O 1.16530(14) 0.4378(2) 0.20864(11) 0.0212(4) Uani 1 1 d . . . . .
 C1' C 0.6829(2) 0.5397(3) 0.24721(14) 0.0163(5) Uani 1 1 d . . . . .
 H1' H 0.6694 0.6408 0.2727 0.020 Uiso 1 1 calc R U . . .
 Br2' Br 0.62449(2) 0.71904(3) 0.11535(2) 0.02650(8) Uani 1 1 d . . . . .
 O2 O 1.32281(15) 0.3933(2) 0.14045(12) 0.0289(5) Uani 1 1 d . . . . .
 C2 C 1.2165(2) 0.4011(3) 0.14018(16) 0.0218(6) Uani 1 1 d . . . . .
 C2' C 0.6103(2) 0.5284(3) 0.17427(14) 0.0176(5) Uani 1 1 d . . . . .
 H2' H 0.5259 0.5135 0.1878 0.021 Uiso 1 1 calc R U . . .
 C3 C 1.1388(2) 0.3750(3) 0.07559(16) 0.0232(6) Uani 0.975 1 d . . P A 1
 H3 H 1.1710 0.3485 0.0276 0.028 Uiso 0.975 1 calc R U P A 1
 C3' C 0.6510(2) 0.3903(3) 0.12877(15) 0.0188(5) Uani 1 1 d . . . . .
 C4 C 1.0217(2) 0.3876(3) 0.08224(15) 0.0200(5) Uani 1 1 d . . . . .
 H4 H 0.9719 0.3646 0.0397 0.024 Uiso 1 1 calc R U . A 1
 C4' C 0.6313(2) 0.2492(3) 0.18069(15) 0.0213(5) Uani 1 1 d . . . . .
 H4'1 H 0.5454 0.2329 0.1848 0.026 Uiso 1 1 calc R U . . .
 H4'2 H 0.6640 0.1582 0.1547 0.026 Uiso 1 1 calc R U . . .
 O5 O 0.77405(14) 0.4094(2) 0.10731(10) 0.0196(4) Uani 1 1 d . . . . .
 C5 C 0.8496(2) 0.4575(3) 0.16350(14) 0.0163(5) Uani 1 1 d . . . . .
 C5' C 0.6838(2) 0.2550(3) 0.26166(15) 0.0205(5) Uani 1 1 d . . . . .
 H5'1 H 0.7701 0.2403 0.2591 0.025 Uiso 1 1 calc R U . . .
 H5'2 H 0.6513 0.1691 0.2918 0.025 Uiso 1 1 calc R U . . .
 C6 C 0.8105(2) 0.5194(3) 0.23046(15) 0.0169(5) Uani 1 1 d . . . . .
 C6' C 0.6584(2) 0.4070(3) 0.30305(14) 0.0181(5) Uani 1 1 d . . . . .
 H6' H 0.5732 0.4094 0.3163 0.022 Uiso 1 1 calc R U . . .
 O7 O 0.83317(15) 0.5435(2) 0.36288(10) 0.0210(4) Uani 1 1 d . . . . .
 C7 C 0.8849(2) 0.5221(3) 0.29415(14) 0.0176(5) Uani 1 1 d . . . . .
 C7' C 0.7324(2) 0.4369(3) 0.37705(15) 0.0201(5) Uani 1 1 d . . . . .
 Br8 Br 1.10314(2) 0.49536(4) 0.37468(2) 0.03069(9) Uani 1 1 d . . . . .
 C8 C 1.0047(2) 0.4949(3) 0.28767(15) 0.0195(5) Uani 1 1 d . . . . .
 C8' C 0.5866(2) 0.3671(3) 0.05349(16) 0.0261(6) Uani 1 1 d . . . . .
 H8'1 H 0.6082 0.4488 0.0179 0.039 Uiso 1 1 calc R U . . .
 H8'2 H 0.5015 0.3700 0.0618 0.039 Uiso 1 1 calc R U . . .
 H8'3 H 0.6082 0.2674 0.0319 0.039 Uiso 1 1 calc R U . . .
 C9 C 1.0464(2) 0.4586(3) 0.21548(15) 0.0187(5) Uani 1 1 d . . . . .
 C9' C 0.6599(2) 0.5248(3) 0.43476(16) 0.0255(6) Uani 1 1 d . . . . .
 H9'1 H 0.7096 0.5515 0.4791 0.038 Uiso 1 1 calc R U . . .
 H9'2 H 0.5942 0.4607 0.4514 0.038 Uiso 1 1 calc R U . . .
 H9'3 H 0.6291 0.6187 0.4111 0.038 Uiso 1 1 calc R U . . .
 C10 C 0.9711(2) 0.4353(3) 0.15276(14) 0.0171(5) Uani 1 1 d . . . . .
 C10' C 0.7869(3) 0.2934(3) 0.41207(16) 0.0270(6) Uani 1 1 d . . . . .
 H10A H 0.8471 0.2531 0.3780 0.041 Uiso 1 1 calc R U . . .
 H10B H 0.7256 0.2158 0.4192 0.041 Uiso 1 1 calc R U . . .
 H10C H 0.8231 0.3189 0.4616 0.041 Uiso 1 1 calc R U . . .
 Br3B Br 1.2105(9) 0.3392(13) -0.0003(6) 0.030(2) Uani 0.025 1 d D . P A 2
 C3B C 1.1388(2) 0.3750(3) 0.07559(16) 0.0232(6) Uani 0.025 1 d D . P A 2


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
  _geom_bond_atom_site_label_1
  _geom_bond_atom_site_label_2
  _geom_bond_distance
  _geom_bond_site_symmetry_2
  _geom_bond_publ_flag
 O1 C2 1.377(3) . ?
 O1 C9 1.371(3) . ?
 C1' C2' 1.513(3) . ?
 C1' C6 1.494(3) . ?
 C1' C6' 1.542(3) . ?
 Br2' C2' 1.963(2) . ?
 O2 C2 1.210(3) . ?
 C2 C3 1.441(4) . ?
 C2 C3B 1.441(4) . ?
 C2' C3' 1.519(3) . ?
 C3 C4 1.342(3) . ?
 C3' C4' 1.547(4) . ?
 C3' O5 1.463(3) . ?
 C3' C8' 1.511(4) . ?
 C4 C10 1.431(3) . ?
 C4 C3B 1.342(3) . ?
 C4' C5' 1.530(4) . ?
 O5 C5 1.362(3) . ?
 C5 C6 1.370(3) . ?
 C5 C10 1.410(3) . ?
 C5' C6' 1.540(3) . ?
 C6 C7 1.389(3) . ?
 C6' C7' 1.555(4) . ?
 O7 C7 1.360(3) . ?
 O7 C7' 1.498(3) . ?
 C7 C8 1.388(3) . ?
 C7' C9' 1.520(3) . ?
 C7' C10' 1.520(4) . ?
 Br8 C8 1.876(3) . ?
 C8 C9 1.393(4) . ?
 C9 C10 1.396(3) . ?
 Br3B C3B 1.599(10) . ?

loop_
  _geom_angle_atom_site_label_1
  _geom_angle_atom_site_label_2
  _geom_angle_atom_site_label_3
  _geom_angle
  _geom_angle_site_symmetry_1
  _geom_angle_site_symmetry_3
  _geom_angle_publ_flag
 C9 O1 C2 122.5(2) . . ?
 C2' C1' C6' 112.6(2) . . ?
 C6 C1' C2' 110.2(2) . . ?
 C6 C1' C6' 102.72(19) . . ?
 O1 C2 C3 117.2(2) . . ?
 O1 C2 C3B 117.2(2) . . ?
 O2 C2 O1 116.4(2) . . ?
 O2 C2 C3 126.4(3) . . ?
 O2 C2 C3B 126.4(3) . . ?
 C1' C2' Br2' 109.86(16) . . ?
 C1' C2' C3' 109.1(2) . . ?
 C3' C2' Br2' 111.53(17) . . ?
 C4 C3 C2 121.0(3) . . ?
 C2' C3' C4' 105.9(2) . . ?
 O5 C3' C2' 110.16(19) . . ?
 O5 C3' C4' 112.84(19) . . ?
 O5 C3' C8' 104.1(2) . . ?
 C8' C3' C2' 114.6(2) . . ?
 C8' C3' C4' 109.5(2) . . ?
 C3 C4 C10 120.7(2) . . ?
 C3B C4 C10 120.7(2) . . ?
 C5' C4' C3' 117.4(2) . . ?
 C5 O5 C3' 116.38(19) . . ?
 O5 C5 C6 122.0(2) . . ?
 O5 C5 C10 118.0(2) . . ?
 C6 C5 C10 119.9(2) . . ?
 C4' C5' C6' 113.0(2) . . ?
 C5 C6 C1' 122.9(2) . . ?
 C5 C6 C7 119.5(2) . . ?
 C7 C6 C1' 114.9(2) . . ?
 C1' C6' C7' 107.53(19) . . ?
 C5' C6' C1' 108.1(2) . . ?
 C5' C6' C7' 115.7(2) . . ?
 C7 O7 C7' 113.80(19) . . ?
 O7 C7 C6 116.5(2) . . ?
 O7 C7 C8 122.3(2) . . ?
 C8 C7 C6 121.1(2) . . ?
 O7 C7' C6' 111.78(19) . . ?
 O7 C7' C9' 102.8(2) . . ?
 O7 C7' C10' 105.6(2) . . ?
 C9' C7' C6' 110.2(2) . . ?
 C9' C7' C10' 111.6(2) . . ?
 C10' C7' C6' 114.2(2) . . ?
 C7 C8 Br8 120.4(2) . . ?
 C7 C8 C9 117.4(2) . . ?
 C9 C8 Br8 121.99(18) . . ?
 O1 C9 C8 117.3(2) . . ?
 O1 C9 C10 120.3(2) . . ?
 C8 C9 C10 122.2(2) . . ?
 C5 C10 C4 124.2(2) . . ?
 C9 C10 C4 118.1(2) . . ?
 C9 C10 C5 117.7(2) . . ?
 C2 C3B Br3B 111.6(5) . . ?
 C4 C3B C2 121.0(3) . . ?
 C4 C3B Br3B 127.3(5) . . ?


_olex2_submission_special_instructions  'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max  1.174
_oxdiff_exptl_absorpt_empirical_full_min  0.840


########END

data_C:\Users\chris\DOCUME~1\X-RAYC~1\George\OL799C~1\Br3citran
_audit_creation_date               2019-10-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number             2014/6
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C19 H17 Br3 O4'
_chemical_formula_sum              'C19 H17 Br3 O4'
_chemical_formula_weight           549.05
_chemical_melting_point            ?
_chemical_oxdiff_formula           C19H21O4Br3
loop_
  _atom_type_symbol
  _atom_type_description
  _atom_type_scat_dispersion_real
  _atom_type_scat_dispersion_imag
  _atom_type_scat_source
 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Br' 'Br' -0.2901 2.4595
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system        'monoclinic'
_space_group_IT_number             14
_space_group_name_H-M_alt          'P 1 21/c 1'
_space_group_name_Hall             '-P 2ybc'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y-1/2, z-1/2'

_cell_length_a                     11.2865(2)
_cell_length_b                     8.9228(2)
_cell_length_c                     18.4922(4)
_cell_angle_alpha                  90
_cell_angle_beta                   95.950(2)
_cell_angle_gamma                  90
_cell_volume                       1852.26(7)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      5882
_cell_measurement_temperature      150(2)
_cell_measurement_theta_max        28.3850
_cell_measurement_theta_min        4.0120
_shelx_estimated_absorpt_T_max     0.385
_shelx_estimated_absorpt_T_min     0.161
_exptl_absorpt_coefficient_mu      6.556
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.71691
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              colourless
_exptl_crystal_density_diffrn      1.969
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               1072
_exptl_crystal_size_max            0.44
_exptl_crystal_size_mid            0.3
_exptl_crystal_size_min            0.18
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0388
_diffrn_reflns_av_unetI/netI       0.0356
_diffrn_reflns_Laue_measured_fraction_full  0.997
_diffrn_reflns_Laue_measured_fraction_max  0.897
_diffrn_reflns_limit_h_max         14
_diffrn_reflns_limit_h_min         -15
_diffrn_reflns_limit_k_max         11
_diffrn_reflns_limit_k_min         -12
_diffrn_reflns_limit_l_max         25
_diffrn_reflns_limit_l_min         -25
_diffrn_reflns_number              21055
_diffrn_reflns_point_group_measured_fraction_full  0.997
_diffrn_reflns_point_group_measured_fraction_max  0.897
_diffrn_reflns_theta_full          27.000
_diffrn_reflns_theta_max           29.269
_diffrn_reflns_theta_min           3.547
_diffrn_ambient_environment        N~2~
_diffrn_ambient_temperature        150(2)
_diffrn_detector                   'CCD plate'
_diffrn_detector_area_resol_mean   16.1695
_diffrn_detector_type              Eos
_diffrn_measured_fraction_theta_full  0.997
_diffrn_measured_fraction_theta_max  0.897
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω     -7.00  91.00   1.00   15.00    --   19.03  37.00-150.00   98
  2  ω     32.00  96.00   1.00   15.00    --   19.03-178.00 120.00   64
  3  ω    -64.00  53.00   1.00   15.00    --  -19.50  19.00 -30.00  117
  4  ω    -50.00  51.00   1.00   15.00    --  -19.50  77.00 -60.00  101
  5  ω    -25.00  22.00   1.00   15.00    --  -19.50 -99.00  60.00   47
  6  ω     -2.00  52.00   1.00   15.00    --   19.03  57.00 -60.00   54
  7  ω    -53.00  45.00   1.00   15.00    --   19.03 -37.00 120.00   98
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'Xcalibur, Eos'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        -0.0284135000
_diffrn_orient_matrix_UB_12        -0.0667401000
_diffrn_orient_matrix_UB_13        -0.0134770000
_diffrn_orient_matrix_UB_21        0.0238150000
_diffrn_orient_matrix_UB_22        -0.0387544000
_diffrn_orient_matrix_UB_23        0.0317132000
_diffrn_orient_matrix_UB_31        -0.0511690000
_diffrn_orient_matrix_UB_32        0.0190381000
_diffrn_orient_matrix_UB_33        0.0173144000
_diffrn_radiation_monochromator    graphite
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             MoK\a
_diffrn_radiation_wavelength       0.71073
_diffrn_source                     'fine-focus sealed X-ray tube'
_diffrn_source_type                'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  3688
_reflns_number_total               4533
_reflns_odcompleteness_completeness  99.65
_reflns_odcompleteness_iscentric   1
_reflns_odcompleteness_theta       26.32
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection         'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction          'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics      'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement    'ShelXL (Sheldrick, 2015)'
_computing_structure_solution      'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max           0.801
_refine_diff_density_min           -0.579
_refine_diff_density_rms           0.102
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.044
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       238
_refine_ls_number_reflns           4533
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0475
_refine_ls_R_factor_gt             0.0315
_refine_ls_restrained_S_all        1.044
_refine_ls_shift/su_max            0.001
_refine_ls_shift/su_mean           0.000
_refine_ls_structure_factor_coef   Fsqd
_refine_ls_weighting_details      
 'w=1/[σ²(Fo²)+(0.0299P)²+1.0769P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.0620
_refine_ls_wR_factor_ref           0.0672
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1'(H1'), C2'(H2'), C6'(H6')
2.b Secondary CH2 refined with riding coordinates:
 C4'(H4'1,H4'2), C5'(H5'1,H5'2)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4)
2.d Idealised Me refined as rotating group:
 C8'(H8'1,H8'2,H8'3), C9'(H9'1,H9'2,H9'3), C10'(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       direct
_atom_sites_solution_secondary     ?
loop_
  _atom_site_label
  _atom_site_type_symbol
  _atom_site_fract_x
  _atom_site_fract_y
  _atom_site_fract_z
  _atom_site_U_iso_or_equiv
  _atom_site_adp_type
  _atom_site_occupancy
  _atom_site_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 O1 O 0.16220(14) 0.9241(2) 0.23084(10) 0.0186(4) Uani 1 1 d . . . . .
 C1' C -0.3245(2) 1.0151(3) 0.25235(13) 0.0142(5) Uani 1 1 d . . . . .
 H1' H -0.3380 1.1130 0.2766 0.017 Uiso 1 1 calc R . . . .
 Br2' Br -0.38802(2) 1.19240(3) 0.12602(2) 0.02371(8) Uani 1 1 d . . . . .
 O2 O 0.31776(15) 0.8744(2) 0.17133(11) 0.0241(5) Uani 1 1 d . . . . .
 C2 C 0.2106(2) 0.8896(3) 0.16707(15) 0.0170(6) Uani 1 1 d . . . . .
 C2' C -0.4009(2) 1.0042(3) 0.17990(14) 0.0160(5) Uani 1 1 d . . . . .
 H2' H -0.4858 0.9897 0.1893 0.019 Uiso 1 1 calc R . . . .
 Br3 Br 0.19432(2) 0.85426(4) 0.01443(2) 0.02533(8) Uani 1 1 d . . . . .
 C3 C 0.1271(2) 0.8774(3) 0.10257(15) 0.0177(6) Uani 1 1 d . . . . .
 C3' C -0.3619(2) 0.8707(3) 0.13796(14) 0.0174(6) Uani 1 1 d . . . . .
 C4 C 0.0086(2) 0.8862(3) 0.10486(14) 0.0166(6) Uani 1 1 d . . . . .
 H4 H -0.0441 0.8692 0.0622 0.020 Uiso 1 1 calc R . . . .
 C4' C -0.3758(2) 0.7320(3) 0.18549(15) 0.0216(6) Uani 1 1 d . . . . .
 H4'1 H -0.3411 0.6454 0.1617 0.026 Uiso 1 1 calc R . . . .
 H4'2 H -0.4620 0.7120 0.1857 0.026 Uiso 1 1 calc R . . . .
 O5 O -0.23818(14) 0.8925(2) 0.12180(9) 0.0162(4) Uani 1 1 d . . . . .
 C5 C -0.1607(2) 0.9395(3) 0.17820(14) 0.0144(5) Uani 1 1 d . . . . .
 C5' C -0.3199(2) 0.7373(3) 0.26494(14) 0.0190(6) Uani 1 1 d . . . . .
 H5'1 H -0.3509 0.6524 0.2919 0.023 Uiso 1 1 calc R . . . .
 H5'2 H -0.2326 0.7248 0.2661 0.023 Uiso 1 1 calc R . . . .
 C6 C -0.1963(2) 0.9969(3) 0.24102(14) 0.0144(5) Uani 1 1 d . . . . .
 C6' C -0.3461(2) 0.8835(3) 0.30316(14) 0.0163(6) Uani 1 1 d . . . . .
 H6' H -0.4321 0.8837 0.3118 0.020 Uiso 1 1 calc R . . . .
 O7 O -0.16627(15) 1.0158(2) 0.36794(9) 0.0190(4) Uani 1 1 d . . . . .
 C7 C -0.1177(2) 0.9991(3) 0.30412(14) 0.0148(5) Uani 1 1 d . . . . .
 C7' C -0.2701(2) 0.9143(3) 0.37717(14) 0.0186(6) Uani 1 1 d . . . . .
 Br8 Br 0.10951(2) 0.98346(4) 0.38668(2) 0.02990(9) Uani 1 1 d . . . . .
 C8 C 0.0037(2) 0.9767(3) 0.30157(14) 0.0175(6) Uani 1 1 d . . . . .
 C8' C -0.4302(2) 0.8497(4) 0.06390(15) 0.0238(7) Uani 1 1 d . . . . .
 H8'1 H -0.4125 0.9329 0.0321 0.036 Uiso 1 1 calc GR . . . .
 H8'2 H -0.5159 0.8478 0.0688 0.036 Uiso 1 1 calc GR . . . .
 H8'3 H -0.4066 0.7549 0.0428 0.036 Uiso 1 1 calc GR . . . .
 C9 C 0.0420(2) 0.9435(3) 0.23406(14) 0.0160(5) Uani 1 1 d . . . . .
 C9' C -0.3425(2) 1.0030(3) 0.42739(15) 0.0237(6) Uani 1 1 d . . . . .
 H9'1 H -0.2912 1.0321 0.4712 0.036 Uiso 1 1 calc GR . . . .
 H9'2 H -0.4082 0.9410 0.4412 0.036 Uiso 1 1 calc GR . . . .
 H9'3 H -0.3747 1.0932 0.4022 0.036 Uiso 1 1 calc GR . . . .
 C10 C -0.0370(2) 0.9213(3) 0.17178(14) 0.0155(5) Uani 1 1 d . . . . .
 C10' C -0.2174(3) 0.7746(4) 0.41454(16) 0.0296(7) Uani 1 1 d . . . . .
 H10A H -0.1598 0.7295 0.3849 0.044 Uiso 1 1 calc GR . . . .
 H10B H -0.2812 0.7026 0.4206 0.044 Uiso 1 1 calc GR . . . .
 H10C H -0.1773 0.8013 0.4623 0.044 Uiso 1 1 calc GR . . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
  _geom_bond_atom_site_label_1
  _geom_bond_atom_site_label_2
  _geom_bond_distance
  _geom_bond_site_symmetry_2
  _geom_bond_publ_flag
 O1 C2 1.385(3) . ?
 O1 C9 1.375(3) . ?
 C1' C2' 1.519(3) . ?
 C1' C6 1.492(3) . ?
 C1' C6' 1.539(4) . ?
 Br2' C2' 1.965(3) . ?
 O2 C2 1.211(3) . ?
 C2 C3 1.446(4) . ?
 C2' C3' 1.512(4) . ?
 Br3 C3 1.879(3) . ?
 C3 C4 1.344(3) . ?
 C3' C4' 1.535(4) . ?
 C3' O5 1.471(3) . ?
 C3' C8' 1.512(3) . ?
 C4 C10 1.424(4) . ?
 C4' C5' 1.538(4) . ?
 O5 C5 1.356(3) . ?
 C5 C6 1.368(4) . ?
 C5 C10 1.423(3) . ?
 C5' C6' 1.527(4) . ?
 C6 C7 1.391(3) . ?
 C6' C7' 1.562(4) . ?
 O7 C7 1.360(3) . ?
 O7 C7' 1.504(3) . ?
 C7 C8 1.390(3) . ?
 C7' C9' 1.522(4) . ?
 C7' C10' 1.516(4) . ?
 Br8 C8 1.876(2) . ?
 C8 C9 1.395(4) . ?
 C9 C10 1.396(4) . ?

loop_
  _geom_angle_atom_site_label_1
  _geom_angle_atom_site_label_2
  _geom_angle_atom_site_label_3
  _geom_angle
  _geom_angle_site_symmetry_1
  _geom_angle_site_symmetry_3
  _geom_angle_publ_flag
 C9 O1 C2 122.9(2) . . ?
 C2' C1' C6' 112.3(2) . . ?
 C6 C1' C2' 109.8(2) . . ?
 C6 C1' C6' 102.7(2) . . ?
 O1 C2 C3 116.0(2) . . ?
 O2 C2 O1 116.7(2) . . ?
 O2 C2 C3 127.3(3) . . ?
 C1' C2' Br2' 109.13(18) . . ?
 C3' C2' C1' 109.5(2) . . ?
 C3' C2' Br2' 111.88(17) . . ?
 C2 C3 Br3 115.87(18) . . ?
 C4 C3 C2 122.4(2) . . ?
 C4 C3 Br3 121.7(2) . . ?
 C2' C3' C4' 106.8(2) . . ?
 C2' C3' C8' 114.5(2) . . ?
 O5 C3' C2' 109.4(2) . . ?
 O5 C3' C4' 112.2(2) . . ?
 O5 C3' C8' 103.8(2) . . ?
 C8' C3' C4' 110.3(2) . . ?
 C3 C4 C10 119.4(2) . . ?
 C3' C4' C5' 117.8(2) . . ?
 C5 O5 C3' 115.79(19) . . ?
 O5 C5 C6 123.1(2) . . ?
 O5 C5 C10 117.4(2) . . ?
 C6 C5 C10 119.4(2) . . ?
 C6' C5' C4' 112.9(2) . . ?
 C5 C6 C1' 122.3(2) . . ?
 C5 C6 C7 120.0(2) . . ?
 C7 C6 C1' 115.1(2) . . ?
 C1' C6' C7' 107.0(2) . . ?
 C5' C6' C1' 108.6(2) . . ?
 C5' C6' C7' 116.2(2) . . ?
 C7 O7 C7' 114.94(19) . . ?
 O7 C7 C6 116.7(2) . . ?
 O7 C7 C8 122.2(2) . . ?
 C8 C7 C6 121.0(2) . . ?
 O7 C7' C6' 111.7(2) . . ?
 O7 C7' C9' 103.3(2) . . ?
 O7 C7' C10' 105.9(2) . . ?
 C9' C7' C6' 110.2(2) . . ?
 C10' C7' C6' 114.1(2) . . ?
 C10' C7' C9' 111.1(2) . . ?
 C7 C8 Br8 120.74(19) . . ?
 C7 C8 C9 117.3(2) . . ?
 C9 C8 Br8 121.88(18) . . ?
 O1 C9 C8 117.7(2) . . ?
 O1 C9 C10 119.7(2) . . ?
 C8 C9 C10 122.5(2) . . ?
 C5 C10 C4 123.0(2) . . ?
 C9 C10 C4 119.4(2) . . ?
 C9 C10 C5 117.6(2) . . ?

loop_
  _geom_torsion_atom_site_label_1
  _geom_torsion_atom_site_label_2
  _geom_torsion_atom_site_label_3
  _geom_torsion_atom_site_label_4
  _geom_torsion
  _geom_torsion_site_symmetry_1
  _geom_torsion_site_symmetry_2
  _geom_torsion_site_symmetry_3
  _geom_torsion_site_symmetry_4
  _geom_torsion_publ_flag
 O1 C2 C3 Br3 172.73(18) . . . . ?
 O1 C2 C3 C4 -5.4(4) . . . . ?
 O1 C9 C10 C4 -3.1(4) . . . . ?
 O1 C9 C10 C5 178.7(2) . . . . ?
 C1' C2' C3' C4' 58.7(2) . . . . ?
 C1' C2' C3' O5 -63.0(3) . . . . ?
 C1' C2' C3' C8' -178.9(2) . . . . ?
 C1' C6 C7 O7 0.7(3) . . . . ?
 C1' C6 C7 C8 177.1(2) . . . . ?
 C1' C6' C7' O7 -24.0(3) . . . . ?
 C1' C6' C7' C9' 90.2(3) . . . . ?
 C1' C6' C7' C10' -144.1(2) . . . . ?
 Br2' C2' C3' C4' 179.87(16) . . . . ?
 Br2' C2' C3' O5 58.2(2) . . . . ?
 Br2' C2' C3' C8' -57.8(3) . . . . ?
 O2 C2 C3 Br3 -6.6(4) . . . . ?
 O2 C2 C3 C4 175.3(3) . . . . ?
 C2 O1 C9 C8 179.4(2) . . . . ?
 C2 O1 C9 C10 3.1(4) . . . . ?
 C2 C3 C4 C10 5.4(4) . . . . ?
 C2' C1' C6 C5 -16.0(4) . . . . ?
 C2' C1' C6 C7 -177.7(2) . . . . ?
 C2' C1' C6' C5' 58.0(3) . . . . ?
 C2' C1' C6' C7' -175.8(2) . . . . ?
 C2' C3' C4' C5' -50.7(3) . . . . ?
 C2' C3' O5 C5 46.6(3) . . . . ?
 Br3 C3 C4 C10 -172.6(2) . . . . ?
 C3 C4 C10 C5 177.1(3) . . . . ?
 C3 C4 C10 C9 -1.0(4) . . . . ?
 C3' C4' C5' C6' 45.8(3) . . . . ?
 C3' O5 C5 C6 -14.9(4) . . . . ?
 C3' O5 C5 C10 162.4(2) . . . . ?
 C4' C3' O5 C5 -71.8(3) . . . . ?
 C4' C5' C6' C1' -45.8(3) . . . . ?
 C4' C5' C6' C7' -166.5(2) . . . . ?
 O5 C3' C4' C5' 69.3(3) . . . . ?
 O5 C5 C6 C1' -1.0(4) . . . . ?
 O5 C5 C6 C7 159.9(2) . . . . ?
 O5 C5 C10 C4 13.3(4) . . . . ?
 O5 C5 C10 C9 -168.6(2) . . . . ?
 C5 C6 C7 O7 -161.5(2) . . . . ?
 C5 C6 C7 C8 14.9(4) . . . . ?
 C5' C6' C7' O7 97.5(3) . . . . ?
 C5' C6' C7' C9' -148.3(2) . . . . ?
 C5' C6' C7' C10' -22.6(3) . . . . ?
 C6 C1' C2' Br2' -76.1(2) . . . . ?
 C6 C1' C2' C3' 46.6(3) . . . . ?
 C6 C1' C6' C5' -59.8(2) . . . . ?
 C6 C1' C6' C7' 66.3(2) . . . . ?
 C6 C5 C10 C4 -169.3(3) . . . . ?
 C6 C5 C10 C9 8.8(4) . . . . ?
 C6 C7 C8 Br8 178.8(2) . . . . ?
 C6 C7 C8 C9 -3.6(4) . . . . ?
 C6' C1' C2' Br2' 170.32(16) . . . . ?
 C6' C1' C2' C3' -66.9(3) . . . . ?
 C6' C1' C6 C5 103.6(3) . . . . ?
 C6' C1' C6 C7 -58.1(3) . . . . ?
 O7 C7 C8 Br8 -5.0(4) . . . . ?
 O7 C7 C8 C9 172.6(2) . . . . ?
 C7 O7 C7' C6' -33.7(3) . . . . ?
 C7 O7 C7' C9' -152.1(2) . . . . ?
 C7 O7 C7' C10' 91.1(3) . . . . ?
 C7 C8 C9 O1 178.7(2) . . . . ?
 C7 C8 C9 C10 -5.0(4) . . . . ?
 C7' O7 C7 C6 48.2(3) . . . . ?
 C7' O7 C7 C8 -128.2(3) . . . . ?
 Br8 C8 C9 O1 -3.7(4) . . . . ?
 Br8 C8 C9 C10 172.6(2) . . . . ?
 C8 C9 C10 C4 -179.3(3) . . . . ?
 C8 C9 C10 C5 2.4(4) . . . . ?
 C8' C3' C4' C5' -175.6(2) . . . . ?
 C8' C3' O5 C5 169.2(2) . . . . ?
 C9 O1 C2 O2 -179.5(2) . . . . ?
 C9 O1 C2 C3 1.1(4) . . . . ?
 C10 C5 C6 C1' -178.3(2) . . . . ?
 C10 C5 C6 C7 -17.4(4) . . . . ?


_olex2_submission_special_instructions  'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max  1.347
_oxdiff_exptl_absorpt_empirical_full_min  0.838


######END
