#============================================================================== # The Beginning of the File = #============================================================================== data_global _audit_creation_date 11-07-2007 _audit_creation_method 'SHELXL-97, STOE X-RED' _audit_author_name 'Kurt J. Schenk' _audit_contact_author 'Kurt J. Schenk' _audit_contact_author_address ; Kurt J. Schenk Laboratoire de Cristallographie \'Ecole Polytechnique F\'ed\'erale de Lausanne Le Cubotron, bureau 521 Dorigny CH-1015 Lauasanne Suisse ; _audit_contact_author_email Kurt.Schenk@EPFL.CH _audit_contact_author_fax '+41 21 693 0504' _audit_contact_author_phone '+41 21 693 0635' #============================================================================== # Debut du fichier *.CIF produit par Shelx Acta #============================================================================== # These CIF file from wowabs = AB356F2 data_Compound_30 #============================================================================== # 5. CHEMICAL DATA #============================================================================== _chemical_name_systematic ; 4-Benzoyl-3a-hydroxy-7a-methyl-5-propyl-octahydro-inden-1-one ; _chemical_name_common ? _chemical_melting_point '405.9' _chemical_formula_moiety 'C20 H26 O3' _chemical_formula_sum 'C20 H26 O3' _chemical_formula_weight 314.41 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' #============================================================================= # 6. CRYSTAL DATA #============================================================================= _symmetry_cell_setting 'triclinic' _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.454(5) _cell_length_b 10.416(5) _cell_length_c 11.534(5) _cell_angle_alpha 111.416(5) _cell_angle_beta 94.438(5) _cell_angle_gamma 104.322(5) _cell_volume 900.2(8) _cell_formula_units_Z 2 _cell_measurement_temperature 292(2) _cell_measurement_reflns_used 8296 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 29.42 _exptl_crystal_description 'platelet' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.160 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 340 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type 'integration' _exptl_absorpt_correction_T_min 0.9755 _exptl_absorpt_correction_T_max 0.9891 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 -1 0.0990 0 0 1 0.1060 0 -4 3 0.1900 5 1 -3 0.1380 2 5 -2 0.1050 -5 -1 -1 0.1360 _exptl_absorpt_process_details 'Stoe XRed32 1.31, Stoe (2005)' _exptl_special_details ; ? ; #============================================================================== # 7. EXPERIMENTAL DATA #============================================================================== _diffrn_ambient_temperature 292(2) _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_detector 'image plate (34 cm diameter)' _diffrn_detector_type 'STOE' _diffrn_detector_area_resol_mean 6.67 _diffrn_source 'sealed X-ray tube, 12 x 0.4 mm long-fine focus' _diffrn_source_voltage 55 _diffrn_source_current 45 _diffrn_source_power 2.48 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator 'plane graphite' _diffrn_radiation_polarisn_norm 0 _diffrn_radiation_collimation '0.5 mm diameter, multiple pinhole' _diffrn_measurement_method 'rotation method' _diffrn_measurement_details ; 180 frames, detector distance = 100 mm ; _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3865 _diffrn_reflns_av_R_equivalents 0.1302 _diffrn_reflns_av_sigmaI/netI 0.0889 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.61 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2666 _reflns_number_gt 2047 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X_Area, 1.36 (Stoe, 2006)' _computing_cell_refinement 'X_Area, 1.36 (Stoe, 2006)' _computing_data_reduction 'X_Area, 1.36 (Stoe, 2006)' _computing_structure_solution 'DirDif (Beurskens et al., 1996)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL, (Bruker, 1996)' _computing_publication_material 'Bruker SHELXTL, PLATON (Spek, 2001)' #============================================================================== # 8. REFINEMENT DATA #============================================================================== _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0469P)^2^+0.1733P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2666 _refine_ls_number_parameters 212 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0724 _refine_ls_R_factor_gt 0.0468 _refine_ls_wR_factor_ref 0.1176 _refine_ls_wR_factor_gt 0.1066 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 #============================================================================== # 9. Atomic Co-ordinates and Displacement Parameters = #============================================================================== 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3116(2) 0.23940(16) 0.25060(14) 0.0428(4) Uani 1 1 d . . . H1A H 0.2412 0.1406 0.1994 0.051 Uiso 1 1 calc R . . C2 C 0.2059(2) 0.31757(17) 0.33797(15) 0.0478(4) Uani 1 1 d . . . H2A H 0.2698 0.4197 0.3823 0.057 Uiso 1 1 calc R . . C3 C 0.1532(2) 0.1619(2) -0.02127(16) 0.0552(5) Uani 1 1 d . . . C4 C 0.2196(2) 0.31728(18) 0.07799(16) 0.0520(5) Uani 1 1 d . . . C5 C 0.4752(2) 0.08703(17) 0.32036(14) 0.0446(4) Uani 1 1 d . . . C6 C 0.3711(2) 0.30931(17) 0.15753(16) 0.0492(4) Uani 1 1 d . . . O3 O 0.57229(18) 0.34023(13) 0.39103(14) 0.0757(5) Uani 1 1 d . . . O2 O 0.48381(18) 0.45195(14) 0.22276(15) 0.0690(4) Uani 1 1 d . . . C9 C 0.1631(3) 0.2557(2) 0.43721(16) 0.0580(5) Uani 1 1 d . . . H9A H 0.0896 0.1579 0.3941 0.070 Uiso 1 1 calc R . . H9B H 0.2644 0.2506 0.4784 0.070 Uiso 1 1 calc R . . C10 C 0.0511(2) 0.3073(2) 0.25295(17) 0.0579(5) Uani 1 1 d . . . H10A H -0.0135 0.2067 0.2085 0.070 Uiso 1 1 calc R . . H10B H -0.0170 0.3574 0.3052 0.070 Uiso 1 1 calc R . . C11 C 0.2925(3) 0.0937(2) -0.03846(17) 0.0620(5) Uani 1 1 d . . . H11A H 0.3127 0.0676 -0.1245 0.074 Uiso 1 1 calc R . . H11B H 0.2657 0.0077 -0.0205 0.074 Uiso 1 1 calc R . . C12 C 0.3520(2) -0.04379(18) 0.25326(17) 0.0533(5) Uani 1 1 d . . . H12A H 0.2543 -0.0451 0.2093 0.064 Uiso 1 1 calc R . . C13 C 0.4607(2) 0.22884(18) 0.32571(15) 0.0483(4) Uani 1 1 d . . . C14 C 0.4446(2) 0.2090(2) 0.05602(17) 0.0604(5) Uani 1 1 d . . . H14A H 0.5131 0.2619 0.0149 0.072 Uiso 1 1 calc R . . H14B H 0.5112 0.1655 0.0935 0.072 Uiso 1 1 calc R . . O1 O 0.01153(18) 0.10462(16) -0.07929(14) 0.0783(5) Uani 1 1 d . . . C16 C 0.2741(3) 0.4102(2) 0.0012(2) 0.0755(6) Uani 1 1 d . . . H16A H 0.1775 0.4129 -0.0464 0.113 Uiso 1 1 calc R . . H16B H 0.3419 0.3688 -0.0559 0.113 Uiso 1 1 calc R . . H16C H 0.3366 0.5066 0.0583 0.113 Uiso 1 1 calc R . . C17 C 0.6196(2) 0.0839(2) 0.38637(17) 0.0585(5) Uani 1 1 d . . . H17A H 0.7031 0.1697 0.4330 0.070 Uiso 1 1 calc R . . C18 C 0.0807(3) 0.3412(2) 0.53878(18) 0.0640(5) Uani 1 1 d . . . H18A H 0.1502 0.4408 0.5786 0.077 Uiso 1 1 calc R . . H18B H -0.0251 0.3402 0.4989 0.077 Uiso 1 1 calc R . . C19 C 0.0951(3) 0.3724(2) 0.15615(18) 0.0640(5) Uani 1 1 d . . . H19A H -0.0063 0.3528 0.0988 0.077 Uiso 1 1 calc R . . H19B H 0.1397 0.4764 0.2007 0.077 Uiso 1 1 calc R . . C20 C 0.3741(3) -0.1714(2) 0.25160(19) 0.0627(5) Uani 1 1 d . . . H20A H 0.2909 -0.2580 0.2065 0.075 Uiso 1 1 calc R . . C21 C 0.5174(3) -0.1720(2) 0.3158(2) 0.0684(6) Uani 1 1 d . . . H21A H 0.5317 -0.2585 0.3137 0.082 Uiso 1 1 calc R . . C22 C 0.6394(3) -0.0441(2) 0.3831(2) 0.0712(6) Uani 1 1 d . . . H22A H 0.7365 -0.0442 0.4269 0.085 Uiso 1 1 calc R . . C23 C 0.0519(3) 0.2820(3) 0.6400(2) 0.0920(8) Uani 1 1 d . . . H23A H 0.0004 0.3400 0.7014 0.138 Uiso 1 1 calc R . . H23B H 0.1564 0.2843 0.6811 0.138 Uiso 1 1 calc R . . H23C H -0.0193 0.1842 0.6016 0.138 Uiso 1 1 calc R . . H2 H 0.531(4) 0.447(3) 0.292(3) 0.115(10) Uiso 1 1 d . . . #============================================================================== # 10. Anisotropic Displacement Parameters = #============================================================================== 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 C1 0.0469(9) 0.0300(7) 0.0432(8) 0.0091(6) 0.0016(7) 0.0076(7) C2 0.0586(10) 0.0357(8) 0.0442(8) 0.0097(7) 0.0055(7) 0.0166(7) C3 0.0632(11) 0.0519(10) 0.0435(9) 0.0191(8) 0.0025(9) 0.0069(9) C4 0.0616(11) 0.0430(9) 0.0506(9) 0.0200(8) 0.0057(8) 0.0133(8) C5 0.0453(9) 0.0455(8) 0.0417(8) 0.0152(7) 0.0092(7) 0.0144(7) C6 0.0497(9) 0.0361(8) 0.0520(9) 0.0138(7) 0.0040(8) 0.0036(7) O3 0.0690(9) 0.0455(7) 0.0850(9) 0.0138(7) -0.0265(8) 0.0009(6) O2 0.0731(9) 0.0431(7) 0.0718(9) 0.0225(6) -0.0047(7) -0.0091(6) C9 0.0705(12) 0.0540(10) 0.0524(10) 0.0191(8) 0.0153(9) 0.0254(9) C10 0.0620(11) 0.0581(10) 0.0578(10) 0.0183(9) 0.0139(9) 0.0310(9) C11 0.0747(13) 0.0547(10) 0.0480(9) 0.0108(8) 0.0159(9) 0.0179(10) C12 0.0522(10) 0.0449(9) 0.0603(10) 0.0196(8) 0.0052(8) 0.0135(8) C13 0.0476(9) 0.0406(8) 0.0457(8) 0.0096(7) 0.0015(7) 0.0080(7) C14 0.0580(11) 0.0649(11) 0.0583(10) 0.0246(9) 0.0184(9) 0.0158(9) O1 0.0703(9) 0.0711(9) 0.0711(9) 0.0202(7) -0.0145(8) 0.0034(8) C16 0.0956(16) 0.0623(12) 0.0716(12) 0.0380(11) 0.0082(12) 0.0133(11) C17 0.0536(10) 0.0609(11) 0.0581(10) 0.0225(9) 0.0019(9) 0.0166(9) C18 0.0586(11) 0.0686(12) 0.0609(11) 0.0192(10) 0.0162(9) 0.0206(10) C19 0.0771(13) 0.0588(11) 0.0651(11) 0.0282(9) 0.0064(10) 0.0322(10) C20 0.0716(13) 0.0438(9) 0.0734(12) 0.0239(9) 0.0148(10) 0.0170(9) C21 0.0904(15) 0.0626(12) 0.0742(12) 0.0382(10) 0.0247(12) 0.0409(11) C22 0.0736(13) 0.0803(14) 0.0743(12) 0.0379(11) 0.0073(11) 0.0390(12) C23 0.1012(18) 0.126(2) 0.0710(14) 0.0442(14) 0.0398(13) 0.0576(17) _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. ; #============================================================================== # 11. Bond Lengths = #============================================================================== 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 C1 C13 1.523(2) . ? C1 C2 1.542(3) . ? C1 C6 1.552(2) . ? C1 H1A 0.9800 . ? C2 C10 1.530(2) . ? C2 C9 1.531(3) . ? C2 H2A 0.9800 . ? C3 O1 1.212(2) . ? C3 C11 1.509(3) . ? C3 C4 1.531(2) . ? C4 C19 1.522(3) . ? C4 C16 1.550(3) . ? C4 C6 1.555(3) . ? C5 C12 1.394(2) . ? C5 C17 1.402(3) . ? C5 C13 1.492(3) . ? C6 O2 1.433(2) . ? C6 C14 1.546(3) . ? O3 C13 1.2305(19) . ? O2 H2 0.89(3) . ? C9 C18 1.524(3) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C19 1.529(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C14 1.532(2) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C20 1.381(3) . ? C12 H12A 0.9300 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C22 1.372(3) . ? C17 H17A 0.9300 . ? C18 C23 1.516(3) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.373(3) . ? C20 H20A 0.9300 . ? C21 C22 1.372(3) . ? C21 H21A 0.9300 . ? C22 H22A 0.9300 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? #============================================================================== # 12. Bond Angles = #============================================================================== 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 C13 C1 C2 111.91(13) . . ? C13 C1 C6 109.56(14) . . ? C2 C1 C6 113.16(14) . . ? C13 C1 H1A 107.3 . . ? C2 C1 H1A 107.3 . . ? C6 C1 H1A 107.3 . . ? C10 C2 C9 112.49(16) . . ? C10 C2 C1 107.22(13) . . ? C9 C2 C1 112.07(14) . . ? C10 C2 H2A 108.3 . . ? C9 C2 H2A 108.3 . . ? C1 C2 H2A 108.3 . . ? O1 C3 C11 125.60(17) . . ? O1 C3 C4 124.89(19) . . ? C11 C3 C4 109.48(15) . . ? C19 C4 C3 115.25(16) . . ? C19 C4 C16 109.24(17) . . ? C3 C4 C16 104.87(15) . . ? C19 C4 C6 113.73(15) . . ? C3 C4 C6 101.45(15) . . ? C16 C4 C6 111.82(16) . . ? C12 C5 C17 117.71(18) . . ? C12 C5 C13 123.51(15) . . ? C17 C5 C13 118.78(15) . . ? O2 C6 C14 112.61(16) . . ? O2 C6 C1 111.89(14) . . ? C14 C6 C1 110.12(15) . . ? O2 C6 C4 108.84(15) . . ? C14 C6 C4 102.97(14) . . ? C1 C6 C4 110.03(14) . . ? C6 O2 H2 102(2) . . ? C18 C9 C2 115.02(16) . . ? C18 C9 H9A 108.5 . . ? C2 C9 H9A 108.5 . . ? C18 C9 H9B 108.5 . . ? C2 C9 H9B 108.5 . . ? H9A C9 H9B 107.5 . . ? C19 C10 C2 112.11(16) . . ? C19 C10 H10A 109.2 . . ? C2 C10 H10A 109.2 . . ? C19 C10 H10B 109.2 . . ? C2 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? C3 C11 C14 105.35(15) . . ? C3 C11 H11A 110.7 . . ? C14 C11 H11A 110.7 . . ? C3 C11 H11B 110.7 . . ? C14 C11 H11B 110.7 . . ? H11A C11 H11B 108.8 . . ? C20 C12 C5 120.50(17) . . ? C20 C12 H12A 119.7 . . ? C5 C12 H12A 119.7 . . ? O3 C13 C5 119.55(15) . . ? O3 C13 C1 118.86(16) . . ? C5 C13 C1 121.58(13) . . ? C11 C14 C6 104.44(15) . . ? C11 C14 H14A 110.9 . . ? C6 C14 H14A 110.9 . . ? C11 C14 H14B 110.9 . . ? C6 C14 H14B 110.9 . . ? H14A C14 H14B 108.9 . . ? C4 C16 H16A 109.5 . . ? C4 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C4 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C22 C17 C5 120.91(18) . . ? C22 C17 H17A 119.5 . . ? C5 C17 H17A 119.5 . . ? C23 C18 C9 113.08(19) . . ? C23 C18 H18A 109.0 . . ? C9 C18 H18A 109.0 . . ? C23 C18 H18B 109.0 . . ? C9 C18 H18B 109.0 . . ? H18A C18 H18B 107.8 . . ? C4 C19 C10 115.16(15) . . ? C4 C19 H19A 108.5 . . ? C10 C19 H19A 108.5 . . ? C4 C19 H19B 108.5 . . ? C10 C19 H19B 108.5 . . ? H19A C19 H19B 107.5 . . ? C21 C20 C12 120.75(18) . . ? C21 C20 H20A 119.6 . . ? C12 C20 H20A 119.6 . . ? C22 C21 C20 119.5(2) . . ? C22 C21 H21A 120.2 . . ? C20 C21 H21A 120.2 . . ? C17 C22 C21 120.60(19) . . ? C17 C22 H22A 119.7 . . ? C21 C22 H22A 119.7 . . ? C18 C23 H23A 109.5 . . ? C18 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C18 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? #============================================================================== # 13. Torsion Angles = #============================================================================== 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 C13 C1 C2 C10 -173.98(14) . . . . ? C6 C1 C2 C10 61.65(17) . . . . ? C13 C1 C2 C9 -50.07(18) . . . . ? C6 C1 C2 C9 -174.44(13) . . . . ? O1 C3 C4 C19 33.2(3) . . . . ? C11 C3 C4 C19 -148.72(16) . . . . ? O1 C3 C4 C16 -86.9(2) . . . . ? C11 C3 C4 C16 91.13(19) . . . . ? O1 C3 C4 C6 156.55(18) . . . . ? C11 C3 C4 C6 -25.4(2) . . . . ? C13 C1 C6 O2 -60.24(18) . . . . ? C2 C1 C6 O2 65.40(18) . . . . ? C13 C1 C6 C14 65.81(16) . . . . ? C2 C1 C6 C14 -168.54(13) . . . . ? C13 C1 C6 C4 178.64(13) . . . . ? C2 C1 C6 C4 -55.72(16) . . . . ? C19 C4 C6 O2 -77.41(19) . . . . ? C3 C4 C6 O2 158.22(15) . . . . ? C16 C4 C6 O2 46.9(2) . . . . ? C19 C4 C6 C14 162.89(15) . . . . ? C3 C4 C6 C14 38.52(18) . . . . ? C16 C4 C6 C14 -72.78(18) . . . . ? C19 C4 C6 C1 45.53(19) . . . . ? C3 C4 C6 C1 -78.85(16) . . . . ? C16 C4 C6 C1 169.85(14) . . . . ? C10 C2 C9 C18 -67.6(2) . . . . ? C1 C2 C9 C18 171.49(15) . . . . ? C9 C2 C10 C19 178.69(15) . . . . ? C1 C2 C10 C19 -57.66(19) . . . . ? O1 C3 C11 C14 -179.95(18) . . . . ? C4 C3 C11 C14 2.0(2) . . . . ? C17 C5 C12 C20 -0.7(3) . . . . ? C13 C5 C12 C20 179.55(18) . . . . ? C12 C5 C13 O3 177.25(18) . . . . ? C17 C5 C13 O3 -2.5(3) . . . . ? C12 C5 C13 C1 -3.6(3) . . . . ? C17 C5 C13 C1 176.64(16) . . . . ? C2 C1 C13 O3 -67.2(2) . . . . ? C6 C1 C13 O3 59.1(2) . . . . ? C2 C1 C13 C5 113.62(17) . . . . ? C6 C1 C13 C5 -120.02(17) . . . . ? C3 C11 C14 C6 22.64(19) . . . . ? O2 C6 C14 C11 -155.55(16) . . . . ? C1 C6 C14 C11 78.81(17) . . . . ? C4 C6 C14 C11 -38.50(18) . . . . ? C12 C5 C17 C22 1.0(3) . . . . ? C13 C5 C17 C22 -179.25(19) . . . . ? C2 C9 C18 C23 -175.90(17) . . . . ? C3 C4 C19 C10 71.7(2) . . . . ? C16 C4 C19 C10 -170.58(15) . . . . ? C6 C4 C19 C10 -44.9(2) . . . . ? C2 C10 C19 C4 51.6(2) . . . . ? C5 C12 C20 C21 0.0(3) . . . . ? C12 C20 C21 C22 0.5(3) . . . . ? C5 C17 C22 C21 -0.5(3) . . . . ? C20 C21 C22 C17 -0.2(4) . . . . ? #============================================================================== # 14. Hydrogen Bonds Lenths and Angles = #============================================================================== loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2 O3 0.89(3) 1.93(3) 2.745(2) 152(3) . C12 H12A O1 0.93 2.41 3.321(3) 167.5 2 #============================================================================== # 15. Miscellany = #============================================================================== _diffrn_measured_fraction_theta_max 0.840 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.840 _refine_diff_density_max 0.121 _refine_diff_density_min -0.089 _refine_diff_density_rms 0.020 #============================================================================== # Debut du fichier *.CIF produit par Shelx Acta #============================================================================== # These CIF file from wowabs = AB3 data_Compound_31 #============================================================================== # 5. CHEMICAL DATA #============================================================================== _chemical_name_systematic ; 5-Benzoyl-4a-hydroxy-8a-methyl-6-propyl-octahydro-naphthalen-1-one ; _chemical_name_common ? _chemical_melting_point '421.5' _chemical_formula_moiety 'C21 H28 O3' _chemical_formula_sum 'C21 H28 O3' _chemical_formula_weight 328.43 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' #============================================================================= # 6. CRYSTAL DATA #============================================================================= _symmetry_cell_setting 'Triclinic' _symmetry_space_group_name_H-M 'P-1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5042(11) _cell_length_b 10.5571(13) _cell_length_c 11.4890(15) _cell_angle_alpha 110.098(10) _cell_angle_beta 95.633(10) _cell_angle_gamma 104.645(10) _cell_volume 917.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 292(2) _cell_measurement_reflns_used 15075 _cell_measurement_theta_min 1.93 _cell_measurement_theta_max 29.54 _exptl_crystal_description 'irregular' _exptl_crystal_colour 'colourles' _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.189 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 356 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.9608 _exptl_absorpt_correction_T_max 0.9866 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 -5 0.0990 -1 0 4 0.0920 6 5 -1 0.3330 -2 2 -1 0.1490 -3 -8 2 0.4680 3 -5 2 0.2530 -6 -1 -1 0.2940 4 -5 2 0.2340 _exptl_absorpt_process_details 'Stoe XRed32 1.31, Stoe (2005)' _exptl_special_details ; These are approximate faces used to describe the irregular morphology of the crystal. ; #============================================================================== # 7. EXPERIMENTAL DATA #============================================================================== _diffrn_ambient_temperature 292(2) _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_detector 'image plate (34 cm diameter)' _diffrn_detector_type 'STOE' _diffrn_detector_area_resol_mean 6.67 _diffrn_source 'sealed X-ray tube, 12 x 0.4 mm long-fine focus' _diffrn_source_voltage 55 _diffrn_source_current 43 _diffrn_source_power 2.37 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator 'plane graphite' _diffrn_radiation_polarisn_norm 0 _diffrn_radiation_collimation '0.8 mm diameter, multiple pinhole' _diffrn_measurement_method 'rotation method' _diffrn_measurement_details ; 417 frames, detector distance = 100 mm ; _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20292 _diffrn_reflns_av_R_equivalents 0.0256 _diffrn_reflns_av_sigmaI/netI 0.0270 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 29.37 _reflns_number_total 4966 _reflns_number_gt 3122 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X_Area, 1.36 (Stoe, 2006)' _computing_cell_refinement 'X_Area, 1.36 (Stoe, 2006)' _computing_data_reduction 'X_Area, 1.36 (Stoe, 2006)' _computing_structure_solution 'DirDif (Beurskens et al., 1996)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL, (Bruker, 1996)' _computing_publication_material 'Bruker SHELXTL, PLATON (Spek, 2001)' #============================================================================== # 8. REFINEMENT DATA #============================================================================== _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0635P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.031(4) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4966 _refine_ls_number_parameters 220 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0712 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.1156 _refine_ls_wR_factor_gt 0.1073 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 #============================================================================== # 9. Atomic Co-ordinates and Displacement Parameters = #============================================================================== 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.02777(12) 0.02727(8) 0.75910(9) 0.0629(3) Uani 1 1 d . . . H1O H -0.0285 0.0259 0.6963 0.094 Uiso 1 1 calc R . . O2 O 0.53843(12) 0.34118(12) 1.01878(10) 0.0726(3) Uani 1 1 d . . . O3 O -0.07408(11) 0.15565(9) 0.60695(9) 0.0662(3) Uani 1 1 d . . . C1 C 0.13219(14) 0.16897(11) 0.83226(11) 0.0428(3) Uani 1 1 d . . . C2 C 0.03713(16) 0.24769(14) 0.92321(13) 0.0544(3) Uani 1 1 d . . . H2A H -0.0549 0.2582 0.8743 0.065 Uiso 1 1 calc R . . H2B H -0.0087 0.1909 0.9698 0.065 Uiso 1 1 calc R . . C3 C 0.14380(18) 0.39340(14) 1.01702(12) 0.0563(3) Uani 1 1 d . . . H3A H 0.1754 0.4554 0.9719 0.068 Uiso 1 1 calc R . . H3B H 0.0795 0.4334 1.0768 0.068 Uiso 1 1 calc R . . C4 C 0.29908(19) 0.38648(15) 1.08861(12) 0.0605(4) Uani 1 1 d . . . H4A H 0.3736 0.4820 1.1341 0.073 Uiso 1 1 calc R . . H4B H 0.2686 0.3464 1.1506 0.073 Uiso 1 1 calc R . . C5 C 0.38903(17) 0.29988(13) 1.00470(11) 0.0491(3) Uani 1 1 d . . . C6 C 0.28610(15) 0.15426(11) 0.90600(11) 0.0455(3) Uani 1 1 d . . . C7 C 0.38853(18) 0.08781(13) 0.81469(13) 0.0554(3) Uani 1 1 d . . . H7A H 0.4891 0.0893 0.8637 0.067 Uiso 1 1 calc R . . H7B H 0.3257 -0.0106 0.7654 0.067 Uiso 1 1 calc R . . C8 C 0.43629(16) 0.16075(14) 0.72430(12) 0.0517(3) Uani 1 1 d . . . H8A H 0.4939 0.1083 0.6661 0.062 Uiso 1 1 calc R . . H8B H 0.5120 0.2553 0.7722 0.062 Uiso 1 1 calc R . . C9 C 0.28598(15) 0.17124(11) 0.64910(10) 0.0434(3) Uani 1 1 d . . . H9 H 0.2134 0.0747 0.5987 0.052 Uiso 1 1 calc R . . C10 C 0.19014(13) 0.24702(10) 0.74346(10) 0.0365(2) Uani 1 1 d . . . H10 H 0.2641 0.3422 0.7964 0.044 Uiso 1 1 calc R . . C11 C 0.2325(2) 0.05898(15) 0.98092(15) 0.0658(4) Uani 1 1 d . . . H11A H 0.1732 0.1015 1.0424 0.099 Uiso 1 1 calc R . . H11B H 0.3292 0.0491 1.0232 0.099 Uiso 1 1 calc R . . H11C H 0.1620 -0.0327 0.9236 0.099 Uiso 1 1 calc R . . C12 C 0.33260(17) 0.24489(13) 0.55839(11) 0.0508(3) Uani 1 1 d . . . H12A H 0.2335 0.2566 0.5196 0.061 Uiso 1 1 calc R . . H12B H 0.4096 0.3387 0.6068 0.061 Uiso 1 1 calc R . . C13 C 0.41097(16) 0.16671(14) 0.45397(13) 0.0546(3) Uani 1 1 d . . . H13A H 0.5172 0.1652 0.4919 0.065 Uiso 1 1 calc R . . H13B H 0.3403 0.0694 0.4116 0.065 Uiso 1 1 calc R . . C14 C 0.4369(2) 0.2323(2) 0.35751(16) 0.0818(5) Uani 1 1 d . . . H14A H 0.4858 0.1783 0.2942 0.123 Uiso 1 1 calc R . . H14B H 0.5095 0.3278 0.3983 0.123 Uiso 1 1 calc R . . H14C H 0.3320 0.2326 0.3184 0.123 Uiso 1 1 calc R . . C15 C 0.04050(13) 0.26236(11) 0.67166(10) 0.0405(3) Uani 1 1 d . . . C16 C 0.03019(13) 0.40303(11) 0.67750(9) 0.0358(2) Uani 1 1 d . . . C17 C 0.15821(14) 0.52827(11) 0.74160(11) 0.0409(3) Uani 1 1 d . . . H17 H 0.2567 0.5266 0.7832 0.049 Uiso 1 1 calc R . . C18 C 0.14029(16) 0.65599(13) 0.74413(12) 0.0508(3) Uani 1 1 d . . . H18 H 0.2265 0.7396 0.7880 0.061 Uiso 1 1 calc R . . C19 C -0.00369(18) 0.66002(14) 0.68232(13) 0.0568(3) Uani 1 1 d . . . H19 H -0.0148 0.7459 0.6838 0.068 Uiso 1 1 calc R . . C20 C -0.13135(17) 0.53667(15) 0.61817(13) 0.0594(4) Uani 1 1 d . . . H20 H -0.2292 0.5394 0.5766 0.071 Uiso 1 1 calc R . . C21 C -0.11538(15) 0.40886(13) 0.61497(12) 0.0498(3) Uani 1 1 d . . . H21 H -0.2023 0.3259 0.5708 0.060 Uiso 1 1 calc R . . #============================================================================== # 10. Anisotropic Displacement Parameters = #============================================================================== 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 O1 0.0670(6) 0.0317(4) 0.0736(6) 0.0207(4) -0.0093(5) -0.0046(4) O2 0.0549(6) 0.0775(7) 0.0636(6) 0.0158(5) -0.0096(5) 0.0078(5) O3 0.0609(5) 0.0367(4) 0.0746(6) 0.0108(4) -0.0256(5) 0.0002(4) C1 0.0472(6) 0.0277(5) 0.0480(6) 0.0149(5) 0.0023(5) 0.0043(4) C2 0.0534(7) 0.0582(8) 0.0624(8) 0.0349(6) 0.0189(6) 0.0162(6) C3 0.0769(9) 0.0513(7) 0.0517(7) 0.0220(6) 0.0287(7) 0.0291(7) C4 0.0804(9) 0.0488(7) 0.0442(7) 0.0132(6) 0.0084(6) 0.0146(7) C5 0.0590(7) 0.0458(6) 0.0409(6) 0.0207(5) -0.0017(5) 0.0119(6) C6 0.0564(7) 0.0334(5) 0.0474(6) 0.0189(5) 0.0029(5) 0.0130(5) C7 0.0690(8) 0.0442(6) 0.0598(7) 0.0214(6) 0.0052(6) 0.0297(6) C8 0.0613(7) 0.0489(7) 0.0522(7) 0.0169(6) 0.0130(6) 0.0321(6) C9 0.0565(7) 0.0315(5) 0.0389(6) 0.0080(4) 0.0047(5) 0.0174(5) C10 0.0420(5) 0.0248(4) 0.0364(5) 0.0077(4) -0.0003(4) 0.0087(4) C11 0.0864(10) 0.0494(7) 0.0701(9) 0.0369(7) 0.0084(8) 0.0183(7) C12 0.0674(8) 0.0452(6) 0.0434(6) 0.0147(5) 0.0140(5) 0.0254(6) C13 0.0503(7) 0.0569(7) 0.0526(7) 0.0130(6) 0.0123(5) 0.0201(6) C14 0.0965(12) 0.1069(14) 0.0650(9) 0.0391(10) 0.0397(9) 0.0523(11) C15 0.0425(6) 0.0318(5) 0.0390(5) 0.0087(4) -0.0007(4) 0.0078(4) C16 0.0391(5) 0.0354(5) 0.0329(5) 0.0123(4) 0.0055(4) 0.0130(4) C17 0.0421(6) 0.0345(5) 0.0445(6) 0.0146(5) 0.0041(5) 0.0117(4) C18 0.0588(7) 0.0360(6) 0.0579(7) 0.0189(5) 0.0109(6) 0.0142(5) C19 0.0729(9) 0.0489(7) 0.0642(8) 0.0295(6) 0.0169(7) 0.0329(7) C20 0.0587(8) 0.0658(9) 0.0646(8) 0.0297(7) 0.0041(6) 0.0338(7) C21 0.0439(6) 0.0486(7) 0.0513(7) 0.0159(5) -0.0023(5) 0.0139(5) #============================================================================== # 11. Bond Lengths = #============================================================================== _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 C1 1.4319(13) . ? O1 H1O 0.8200 . ? O2 C5 1.2090(16) . ? O3 C15 1.2241(13) . ? C1 C2 1.5312(18) . ? C1 C6 1.5590(16) . ? C1 C10 1.5601(17) . ? C2 C3 1.5211(19) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.5174(19) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.4976(19) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.5304(16) . ? C6 C7 1.5277(18) . ? C6 C11 1.5494(18) . ? C7 C8 1.5201(19) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.5210(16) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C12 1.5265(18) . ? C9 C10 1.5449(15) . ? C9 H9 0.9800 . ? C10 C15 1.5218(14) . ? C10 H10 0.9800 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 C13 1.5229(17) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.501(2) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C16 1.4887(15) . ? C16 C17 1.3861(15) . ? C16 C21 1.3953(15) . ? C17 C18 1.3856(16) . ? C17 H17 0.9300 . ? C18 C19 1.3718(18) . ? C18 H18 0.9300 . ? C19 C20 1.373(2) . ? C19 H19 0.9300 . ? C20 C21 1.3784(18) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? #============================================================================== # 12. Bond Angles = #============================================================================== 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 C1 O1 H1O 109.5 . . ? O1 C1 C2 109.21(10) . . ? O1 C1 C6 105.85(9) . . ? C2 C1 C6 111.17(10) . . ? O1 C1 C10 110.32(9) . . ? C2 C1 C10 110.86(9) . . ? C6 C1 C10 109.32(9) . . ? C3 C2 C1 113.47(10) . . ? C3 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? C3 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.7 . . ? C4 C3 C2 111.73(11) . . ? C4 C3 H3A 109.3 . . ? C2 C3 H3A 109.3 . . ? C4 C3 H3B 109.3 . . ? C2 C3 H3B 109.3 . . ? H3A C3 H3B 107.9 . . ? C5 C4 C3 113.35(10) . . ? C5 C4 H4A 108.9 . . ? C3 C4 H4A 108.9 . . ? C5 C4 H4B 108.9 . . ? C3 C4 H4B 108.9 . . ? H4A C4 H4B 107.7 . . ? O2 C5 C4 120.91(12) . . ? O2 C5 C6 121.43(12) . . ? C4 C5 C6 117.57(11) . . ? C7 C6 C5 111.80(11) . . ? C7 C6 C11 107.94(10) . . ? C5 C6 C11 106.04(10) . . ? C7 C6 C1 110.59(10) . . ? C5 C6 C1 109.28(9) . . ? C11 C6 C1 111.11(11) . . ? C8 C7 C6 114.51(9) . . ? C8 C7 H7A 108.6 . . ? C6 C7 H7A 108.6 . . ? C8 C7 H7B 108.6 . . ? C6 C7 H7B 108.6 . . ? H7A C7 H7B 107.6 . . ? C7 C8 C9 112.19(11) . . ? C7 C8 H8A 109.2 . . ? C9 C8 H8A 109.2 . . ? C7 C8 H8B 109.2 . . ? C9 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? C8 C9 C12 112.63(11) . . ? C8 C9 C10 108.31(9) . . ? C12 C9 C10 111.90(9) . . ? C8 C9 H9 107.9 . . ? C12 C9 H9 107.9 . . ? C10 C9 H9 107.9 . . ? C15 C10 C9 109.87(8) . . ? C15 C10 C1 109.58(9) . . ? C9 C10 C1 112.93(8) . . ? C15 C10 H10 108.1 . . ? C9 C10 H10 108.1 . . ? C1 C10 H10 108.1 . . ? C6 C11 H11A 109.5 . . ? C6 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C6 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 C9 114.51(10) . . ? C13 C12 H12A 108.6 . . ? C9 C12 H12A 108.6 . . ? C13 C12 H12B 108.6 . . ? C9 C12 H12B 108.6 . . ? H12A C12 H12B 107.6 . . ? C14 C13 C12 113.30(12) . . ? C14 C13 H13A 108.9 . . ? C12 C13 H13A 108.9 . . ? C14 C13 H13B 108.9 . . ? C12 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O3 C15 C16 119.28(9) . . ? O3 C15 C10 118.84(9) . . ? C16 C15 C10 121.88(9) . . ? C17 C16 C21 118.45(10) . . ? C17 C16 C15 123.23(9) . . ? C21 C16 C15 118.31(10) . . ? C18 C17 C16 120.39(10) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C19 C18 C17 120.47(12) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C18 C19 C20 119.74(11) . . ? C18 C19 H19 120.1 . . ? C20 C19 H19 120.1 . . ? C19 C20 C21 120.43(11) . . ? C19 C20 H20 119.8 . . ? C21 C20 H20 119.8 . . ? C20 C21 C16 120.51(11) . . ? C20 C21 H21 119.7 . . ? C16 C21 H21 119.7 . . ? #============================================================================== # 13. Torsion Angles = #============================================================================== 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 C1 C2 C3 172.74(10) . . . . ? C6 C1 C2 C3 56.32(14) . . . . ? C10 C1 C2 C3 -65.50(13) . . . . ? C1 C2 C3 C4 -53.32(15) . . . . ? C2 C3 C4 C5 47.18(16) . . . . ? C3 C4 C5 O2 136.07(13) . . . . ? C3 C4 C5 C6 -47.30(16) . . . . ? O2 C5 C6 C7 -12.00(16) . . . . ? C4 C5 C6 C7 171.40(10) . . . . ? O2 C5 C6 C11 105.40(14) . . . . ? C4 C5 C6 C11 -71.20(14) . . . . ? O2 C5 C6 C1 -134.76(13) . . . . ? C4 C5 C6 C1 48.64(14) . . . . ? O1 C1 C6 C7 66.73(13) . . . . ? C2 C1 C6 C7 -174.80(10) . . . . ? C10 C1 C6 C7 -52.09(12) . . . . ? O1 C1 C6 C5 -169.79(10) . . . . ? C2 C1 C6 C5 -51.32(13) . . . . ? C10 C1 C6 C5 71.39(12) . . . . ? O1 C1 C6 C11 -53.12(13) . . . . ? C2 C1 C6 C11 65.35(13) . . . . ? C10 C1 C6 C11 -171.94(9) . . . . ? C5 C6 C7 C8 -69.62(13) . . . . ? C11 C6 C7 C8 174.12(11) . . . . ? C1 C6 C7 C8 52.39(14) . . . . ? C6 C7 C8 C9 -54.89(14) . . . . ? C7 C8 C9 C12 179.76(9) . . . . ? C7 C8 C9 C10 55.45(13) . . . . ? C8 C9 C10 C15 178.80(10) . . . . ? C12 C9 C10 C15 54.06(12) . . . . ? C8 C9 C10 C1 -58.54(12) . . . . ? C12 C9 C10 C1 176.73(9) . . . . ? O1 C1 C10 C15 64.27(11) . . . . ? C2 C1 C10 C15 -56.83(11) . . . . ? C6 C1 C10 C15 -179.73(8) . . . . ? O1 C1 C10 C9 -58.56(11) . . . . ? C2 C1 C10 C9 -179.66(9) . . . . ? C6 C1 C10 C9 57.45(11) . . . . ? C8 C9 C12 C13 63.92(14) . . . . ? C10 C9 C12 C13 -173.78(10) . . . . ? C9 C12 C13 C14 173.17(12) . . . . ? C9 C10 C15 O3 67.75(14) . . . . ? C1 C10 C15 O3 -56.87(14) . . . . ? C9 C10 C15 C16 -111.95(11) . . . . ? C1 C10 C15 C16 123.43(11) . . . . ? O3 C15 C16 C17 -175.74(12) . . . . ? C10 C15 C16 C17 3.96(17) . . . . ? O3 C15 C16 C21 4.03(17) . . . . ? C10 C15 C16 C21 -176.27(11) . . . . ? C21 C16 C17 C18 0.67(17) . . . . ? C15 C16 C17 C18 -179.56(11) . . . . ? C16 C17 C18 C19 -0.59(19) . . . . ? C17 C18 C19 C20 0.4(2) . . . . ? C18 C19 C20 C21 -0.3(2) . . . . ? C19 C20 C21 C16 0.4(2) . . . . ? C17 C16 C21 C20 -0.59(19) . . . . ? C15 C16 C21 C20 179.63(12) . . . . ? #============================================================================== # 14. Hydrogen Bonds Lenths and Angles = #============================================================================== loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1O O3 0.82 2.06 2.7509(13) 142.0 . C17 H17 O2 0.93 2.44 3.2147(15) 140.3 2_667 #============================================================================== # 15. Miscellany = #============================================================================== _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 29.37 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.203 _refine_diff_density_min -0.141 _refine_diff_density_rms 0.028 #===END