data_raj26k4 _audit_creation_date 2016-02-12 _audit_creation_method ; Olex2 1.2 (compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103) ; _publ_contact_author_address ? _publ_contact_author_email ? _publ_contact_author_name '' _publ_contact_author_phone ? _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. ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'Cl6 Sb, C24 H36 N2' _chemical_formula_sum 'C24 H36 Cl6 N2 Sb' _chemical_formula_weight 687.00 _chemical_melting_point ? _chemical_oxdiff_formula 'C24 H36 N2 Sb Cl6' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 'N' 'N' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Sb' 'Sb' -0.0562 5.8946 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system 'monoclinic' _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/n 1' _space_group_name_Hall '-P 2yn' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x+1/2, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.1227(6) _cell_length_b 12.7639(8) _cell_length_c 12.5204(9) _cell_angle_alpha 90.00 _cell_angle_beta 93.258(6) _cell_angle_gamma 90.00 _cell_volume 1455.53(17) _cell_formula_units_Z 2 _cell_measurement_reflns_used 3334 _cell_measurement_temperature 100.00(10) _cell_measurement_theta_max 73.9250 _cell_measurement_theta_min 5.8080 _exptl_absorpt_coefficient_mu 12.706 _exptl_absorpt_correction_T_max 0.779 _exptl_absorpt_correction_T_min 0.345 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour brown _exptl_crystal_colour_primary brown _exptl_crystal_density_diffrn 1.568 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 694 _exptl_crystal_size_max 0.1285 _exptl_crystal_size_mid 0.079 _exptl_crystal_size_min 0.0208 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.1097 _diffrn_reflns_av_unetI/netI 0.0634 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 14114 _diffrn_reflns_theta_full 72.00 _diffrn_reflns_theta_max 74.26 _diffrn_reflns_theta_min 4.95 _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100.00(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 10.3756 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.984 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -124.00 -79.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -41.3987 -99.0000 -120.0000 45 #__ type_ start__ end____ width___ exp.time_ 2 omega -124.00 -79.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -41.3987 -99.0000 -150.0000 45 #__ type_ start__ end____ width___ exp.time_ 3 omega -71.00 33.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -41.3987 57.0000 120.0000 104 #__ type_ start__ end____ width___ exp.time_ 4 omega -124.00 -79.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -41.3987 -99.0000 30.0000 45 #__ type_ start__ end____ width___ exp.time_ 5 omega -124.00 -79.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -41.3987 -99.0000 90.0000 45 #__ type_ start__ end____ width___ exp.time_ 6 omega 30.00 90.00 1.0000 4.5000 omega____ theta____ kappa____ phi______ frames - 108.2878 -30.0000 60.0000 60 #__ type_ start__ end____ width___ exp.time_ 7 omega 30.00 90.00 1.0000 4.5000 omega____ theta____ kappa____ phi______ frames - 108.2878 -30.0000 -60.0000 60 #__ type_ start__ end____ width___ exp.time_ 8 omega 78.00 178.00 1.0000 4.5000 omega____ theta____ kappa____ phi______ frames - 108.2878 30.0000 -30.0000 100 #__ type_ start__ end____ width___ exp.time_ 9 omega 34.00 98.00 1.0000 4.5000 omega____ theta____ kappa____ phi______ frames - 108.2878 -45.0000 60.0000 64 #__ type_ start__ end____ width___ exp.time_ 10 omega 94.00 178.00 1.0000 4.5000 omega____ theta____ kappa____ phi______ frames - 108.2878 125.0000 150.0000 84 #__ type_ start__ end____ width___ exp.time_ 11 omega 30.00 90.00 1.0000 4.5000 omega____ theta____ kappa____ phi______ frames - 108.2878 -30.0000 150.0000 60 #__ type_ start__ end____ width___ exp.time_ 12 omega 30.00 90.00 1.0000 4.5000 omega____ theta____ kappa____ phi______ frames - 108.2878 -30.0000 -180.0000 60 #__ type_ start__ end____ width___ exp.time_ 13 omega 30.00 142.00 1.0000 4.5000 omega____ theta____ kappa____ phi______ frames - 108.2878 -77.0000 -120.0000 112 #__ type_ start__ end____ width___ exp.time_ 14 omega -115.00 -12.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -41.3987 -57.0000 -150.0000 103 #__ type_ start__ end____ width___ exp.time_ 15 omega -115.00 -12.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -41.3987 -57.0000 -30.0000 103 #__ type_ start__ end____ width___ exp.time_ 16 omega -115.00 -12.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -41.3987 -57.0000 90.0000 103 #__ type_ start__ end____ width___ exp.time_ 17 omega 23.00 99.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 41.3987 -125.0000 -60.0000 76 #__ type_ start__ end____ width___ exp.time_ 18 omega 78.00 178.00 1.0000 4.5000 omega____ theta____ kappa____ phi______ frames - 108.2878 61.0000 -150.0000 100 #__ type_ start__ end____ width___ exp.time_ 19 omega 33.00 122.00 1.0000 4.5000 omega____ theta____ kappa____ phi______ frames - 108.2878 -125.0000 -150.0000 89 #__ type_ start__ end____ width___ exp.time_ 20 omega 78.00 178.00 1.0000 4.5000 omega____ theta____ kappa____ phi______ frames - 108.2878 30.0000 120.0000 100 #__ type_ start__ end____ width___ exp.time_ 21 omega 81.00 128.00 1.0000 4.5000 omega____ theta____ kappa____ phi______ frames - 108.2878 45.0000 -90.0000 47 #__ type_ start__ end____ width___ exp.time_ 22 omega 81.00 178.00 1.0000 4.5000 omega____ theta____ kappa____ phi______ frames - 108.2878 45.0000 30.0000 97 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.1498805000 _diffrn_orient_matrix_UB_12 -0.0561322000 _diffrn_orient_matrix_UB_13 -0.0091314000 _diffrn_orient_matrix_UB_21 0.0210404000 _diffrn_orient_matrix_UB_22 -0.0229369000 _diffrn_orient_matrix_UB_23 -0.1189288000 _diffrn_orient_matrix_UB_31 0.0756243000 _diffrn_orient_matrix_UB_32 -0.1043751000 _diffrn_orient_matrix_UB_33 0.0308337000 loop_ _diffrn_oxdiff_twin_id _diffrn_oxdiff_twin_ratio _diffrn_oxdiff_twin_reflns_isolated _diffrn_oxdiff_twin_reflns_overlapped 1 0.5419 11773 2686 2 0.4581 11761 2686 _diffrn_oxdiff_twin_integration_method simultaneous _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_source 'sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _reflns_number_gt 2403 _reflns_number_total 2930 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) ; _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'ShelXS (Sheldrick, 2008)' _refine_diff_density_max 1.774 _refine_diff_density_min -1.462 _refine_diff_density_rms 0.154 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 155 _refine_ls_number_reflns 2930 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0675 _refine_ls_R_factor_gt 0.0555 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0909P)^2^+2.3440P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1410 _refine_ls_wR_factor_ref 0.1507 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Ternary CH refined with riding coordinates: C7(H7), C10(H10) 2.b Aromatic/amide H refined with riding coordinates: C2(H2), C3(H3), C5(H5), C6(H6) 2.c Idealised Me refined as rotating group: C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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_calc_flag _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_site_symmetry_order _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy Sb1 Sb 0.0000 0.0000 0.5000 0.02519(18) Uani 1 d . . 2 S T P Cl1 Cl 0.03605(16) 0.18269(10) 0.51361(12) 0.0378(3) Uani 1 d . . 1 . . . Cl2 Cl 0.1552(2) -0.02569(13) 0.65555(13) 0.0489(4) Uani 1 d . . 1 . . . Cl3 Cl 0.20442(19) -0.01558(14) 0.39322(16) 0.0523(4) Uani 1 d . . 1 . . . N1 N 0.4589(5) 0.3040(4) 0.4433(3) 0.0285(9) Uani 1 d . . 1 . . . C1 C 0.0662(6) 0.4717(4) 0.4917(4) 0.0275(10) Uani 1 d . . 1 . . . C2 C 0.1707(6) 0.4471(4) 0.5767(4) 0.0279(10) Uani 1 d . . 1 . . . H2 H 0.1516 0.4690 0.6471 0.033 Uiso 1 calc . . 1 R . . C3 C 0.2972(6) 0.3934(4) 0.5615(4) 0.0298(11) Uani 1 d . . 1 . . . H3 H 0.3626 0.3791 0.6215 0.036 Uiso 1 calc . . 1 R . . C4 C 0.3345(6) 0.3578(4) 0.4582(4) 0.0281(10) Uani 1 d . . 1 . . . C5 C 0.2301(6) 0.3823(4) 0.3720(4) 0.0310(11) Uani 1 d . . 1 . . . H5 H 0.2496 0.3612 0.3015 0.037 Uiso 1 calc . . 1 R . . C6 C 0.1031(6) 0.4352(4) 0.3888(4) 0.0311(11) Uani 1 d . . 1 . . . H6 H 0.0364 0.4483 0.3293 0.037 Uiso 1 calc . . 1 R . . C7 C 0.5458(6) 0.2494(4) 0.5307(4) 0.0308(11) Uani 1 d . . 1 . . . H7 H 0.6144 0.2024 0.4936 0.037 Uiso 1 calc . . 1 R . . C8 C 0.4552(6) 0.1768(5) 0.5968(5) 0.0384(13) Uani 1 d . . 1 . . . H8A H 0.3979 0.2184 0.6453 0.058 Uiso 1 calc . . 1 GR . . H8B H 0.5207 0.1295 0.6386 0.058 Uiso 1 calc . . 1 GR . . H8C H 0.3885 0.1357 0.5491 0.058 Uiso 1 calc . . 1 GR . . C9 C 0.6455(7) 0.3233(6) 0.5990(5) 0.0437(14) Uani 1 d . . 1 . . . H9A H 0.6919 0.3736 0.5525 0.066 Uiso 1 calc . . 1 GR . . H9B H 0.7216 0.2823 0.6385 0.066 Uiso 1 calc . . 1 GR . . H9C H 0.5867 0.3610 0.6497 0.066 Uiso 1 calc . . 1 GR . . C10 C 0.5063(6) 0.2830(4) 0.3330(4) 0.0297(11) Uani 1 d . . 1 . . . H10 H 0.4539 0.3340 0.2837 0.036 Uiso 1 calc . . 1 R . . C11 C 0.4601(6) 0.1735(5) 0.2970(5) 0.0350(12) Uani 1 d . . 1 . . . H11A H 0.5176 0.1215 0.3389 0.053 Uiso 1 calc . . 1 GR . . H11B H 0.4776 0.1649 0.2210 0.053 Uiso 1 calc . . 1 GR . . H11C H 0.3555 0.1636 0.3078 0.053 Uiso 1 calc . . 1 GR . . C12 C 0.6702(6) 0.3001(5) 0.3244(5) 0.0384(13) Uani 1 d . . 1 . . . H12A H 0.6979 0.3687 0.3542 0.058 Uiso 1 calc . . 1 GR . . H12B H 0.6938 0.2974 0.2490 0.058 Uiso 1 calc . . 1 GR . . H12C H 0.7247 0.2451 0.3642 0.058 Uiso 1 calc . . 1 GR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sb1 0.0269(3) 0.0211(3) 0.0275(3) -0.00161(16) 0.00084(17) -0.00090(16) Cl1 0.0429(7) 0.0216(6) 0.0484(7) -0.0023(5) -0.0014(5) -0.0034(5) Cl2 0.0617(10) 0.0366(7) 0.0454(8) -0.0023(6) -0.0233(7) 0.0049(7) Cl3 0.0456(9) 0.0502(9) 0.0638(10) -0.0125(8) 0.0277(8) -0.0064(7) N1 0.032(2) 0.025(2) 0.028(2) 0.0040(17) 0.0019(16) 0.0058(17) C1 0.033(3) 0.023(2) 0.026(2) -0.0002(19) 0.0008(19) -0.001(2) C2 0.030(2) 0.027(3) 0.027(2) 0.000(2) 0.0041(19) -0.001(2) C3 0.032(3) 0.030(3) 0.027(2) 0.001(2) 0.0000(19) -0.005(2) C4 0.031(3) 0.021(2) 0.033(3) 0.002(2) 0.003(2) -0.004(2) C5 0.037(3) 0.026(3) 0.029(2) -0.003(2) 0.003(2) 0.003(2) C6 0.037(3) 0.028(3) 0.027(2) -0.001(2) 0.000(2) 0.007(2) C7 0.029(2) 0.034(3) 0.029(2) 0.005(2) -0.001(2) -0.001(2) C8 0.028(3) 0.043(3) 0.044(3) 0.017(3) 0.003(2) 0.006(2) C9 0.038(3) 0.053(4) 0.040(3) -0.001(3) -0.004(2) -0.009(3) C10 0.032(3) 0.027(3) 0.031(2) 0.004(2) 0.005(2) 0.005(2) C11 0.033(3) 0.033(3) 0.039(3) -0.002(2) 0.001(2) 0.001(2) C12 0.038(3) 0.038(3) 0.040(3) 0.006(3) 0.010(2) 0.001(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 Sb1 Cl1 2.3597(13) . ? Sb1 Cl1 2.3598(13) 3_556 ? Sb1 Cl2 2.3645(14) . ? Sb1 Cl2 2.3645(14) 3_556 ? Sb1 Cl3 2.3639(15) . ? Sb1 Cl3 2.3639(15) 3_556 ? N1 C4 1.349(7) . ? N1 C7 1.488(7) . ? N1 C10 1.494(6) . ? C1 C1 1.432(11) 3_566 ? C1 C2 1.424(7) . ? C1 C6 1.428(7) . ? C2 H2 0.9500 . ? C2 C3 1.365(8) . ? C3 H3 0.9500 . ? C3 C4 1.429(7) . ? C4 C5 1.433(7) . ? C5 H5 0.9500 . ? C5 C6 1.368(8) . ? C6 H6 0.9500 . ? C7 H7 1.0000 . ? C7 C8 1.518(7) . ? C7 C9 1.536(8) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10 1.0000 . ? C10 C11 1.520(8) . ? C10 C12 1.521(7) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 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 Cl1 Sb1 Cl1 180.0 . 3_556 ? Cl1 Sb1 Cl2 89.82(5) 3_556 . ? Cl1 Sb1 Cl2 90.18(5) 3_556 3_556 ? Cl1 Sb1 Cl2 90.18(5) . . ? Cl1 Sb1 Cl2 89.82(5) . 3_556 ? Cl1 Sb1 Cl3 90.73(5) . . ? Cl1 Sb1 Cl3 90.73(5) 3_556 3_556 ? Cl1 Sb1 Cl3 89.27(5) . 3_556 ? Cl1 Sb1 Cl3 89.27(5) 3_556 . ? Cl2 Sb1 Cl2 180.0 3_556 . ? Cl3 Sb1 Cl2 89.97(7) 3_556 3_556 ? Cl3 Sb1 Cl2 89.97(7) . . ? Cl3 Sb1 Cl2 90.03(7) 3_556 . ? Cl3 Sb1 Cl2 90.03(7) . 3_556 ? Cl3 Sb1 Cl3 180.0 . 3_556 ? C4 N1 C7 123.6(4) . . ? C4 N1 C10 120.7(4) . . ? C7 N1 C10 115.2(4) . . ? C2 C1 C1 122.5(6) . 3_566 ? C2 C1 C6 114.9(5) . . ? C6 C1 C1 122.7(6) . 3_566 ? C1 C2 H2 118.6 . . ? C3 C2 C1 122.8(5) . . ? C3 C2 H2 118.6 . . ? C2 C3 H3 118.9 . . ? C2 C3 C4 122.2(5) . . ? C4 C3 H3 118.9 . . ? N1 C4 C3 122.2(5) . . ? N1 C4 C5 122.4(5) . . ? C3 C4 C5 115.4(5) . . ? C4 C5 H5 119.2 . . ? C6 C5 C4 121.7(5) . . ? C6 C5 H5 119.2 . . ? C1 C6 H6 118.5 . . ? C5 C6 C1 123.0(5) . . ? C5 C6 H6 118.5 . . ? N1 C7 H7 105.1 . . ? N1 C7 C8 113.8(4) . . ? N1 C7 C9 113.4(5) . . ? C8 C7 H7 105.1 . . ? C8 C7 C9 113.2(5) . . ? C9 C7 H7 105.1 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8B 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9B 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N1 C10 H10 107.5 . . ? N1 C10 C11 110.4(4) . . ? N1 C10 C12 112.2(5) . . ? C11 C10 H10 107.5 . . ? C11 C10 C12 111.6(5) . . ? C12 C10 H10 107.5 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 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 N1 C4 C5 C6 178.8(5) . . . . ? C1 C1 C2 C3 -179.9(6) 3_566 . . . ? C1 C1 C6 C5 179.2(7) 3_566 . . . ? C1 C2 C3 C4 0.1(9) . . . . ? C2 C1 C6 C5 -1.2(8) . . . . ? C2 C3 C4 N1 -179.5(5) . . . . ? C2 C3 C4 C5 -0.1(8) . . . . ? C3 C4 C5 C6 -0.6(8) . . . . ? C4 N1 C7 C8 51.3(7) . . . . ? C4 N1 C7 C9 -80.0(7) . . . . ? C4 N1 C10 C11 -97.8(6) . . . . ? C4 N1 C10 C12 137.0(5) . . . . ? C4 C5 C6 C1 1.3(9) . . . . ? C6 C1 C2 C3 0.4(8) . . . . ? C7 N1 C4 C3 18.7(8) . . . . ? C7 N1 C4 C5 -160.6(5) . . . . ? C7 N1 C10 C11 74.0(6) . . . . ? C7 N1 C10 C12 -51.1(6) . . . . ? C10 N1 C4 C3 -170.2(5) . . . . ? C10 N1 C4 C5 10.5(8) . . . . ? C10 N1 C7 C8 -120.3(5) . . . . ? C10 N1 C7 C9 108.5(6) . . . . ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z -2 -6 5 0.0069 -2.1127 -5.9812 5.2484 0.6045 -0.5315 0.6263 2 6 -5 0.0139 2.1127 5.9812 -5.2484 -0.6045 0.5315 -0.6263 0 -4 -7 0.0488 0.0878 -3.9844 -7.0221 0.2746 0.9284 0.2060 2 3 8 0.0552 1.8960 2.9564 7.7730 -0.5211 -0.9523 0.0745 5 -2 -3 0.0343 5.0317 -2.0611 -2.6311 -0.6144 0.4661 0.5145 -5 2 3 0.0343 -5.0317 2.0611 2.6311 0.6144 -0.4661 -0.5145 _olex2_date_sample_data_collection 2016-02-11 _olex2_date_sample_submission 2016-02-11 _olex2_submission_special_instructions 'No special instructions were received'