# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_8a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H34 S4' _chemical_formula_sum 'C20 H34 S4' _chemical_formula_weight 402.71 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 18.522(4) _cell_length_b 11.470(3) _cell_length_c 20.220(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4295.5(17) _cell_formula_units_Z 8 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 10061 _cell_measurement_theta_min 2.8 _cell_measurement_theta_max 28.7 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.245 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1744 _exptl_absorpt_coefficient_mu 0.443 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.777 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type CCD _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25926 _diffrn_reflns_av_R_equivalents 0.0922 _diffrn_reflns_av_sigmaI/netI 0.0865 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.83 _diffrn_reflns_theta_max 25.35 _reflns_number_total 3916 _reflns_number_gt 2818 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2004)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2004)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1306P)^2^+9.5556P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3916 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0781 _refine_ls_R_factor_gt 0.0467 _refine_ls_wR_factor_ref 0.1693 _refine_ls_wR_factor_gt 0.1307 _refine_ls_goodness_of_fit_ref 0.707 _refine_ls_restrained_S_all 0.707 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 0.14131(17) 0.2778(3) 0.83559(18) 0.0242(8) Uani 1 1 d . . . C2 C 0.17228(17) 0.3461(3) 0.77638(16) 0.0217(7) Uani 1 1 d . . . H2A H 0.2041 0.4087 0.7933 0.026 Uiso 1 1 calc R . . H2B H 0.1319 0.3835 0.7523 0.026 Uiso 1 1 calc R . . C3 C 0.21519(17) 0.2707(3) 0.72793(17) 0.0221(7) Uani 1 1 d . . . H3A H 0.1829 0.2094 0.7102 0.026 Uiso 1 1 calc R . . H3B H 0.2545 0.2314 0.7525 0.026 Uiso 1 1 calc R . . C4 C 0.24848(17) 0.3378(3) 0.66940(17) 0.0213(7) Uani 1 1 d . . . C5 C 0.19275(17) 0.4037(3) 0.62714(17) 0.0225(8) Uani 1 1 d . . . H5A H 0.1707 0.4657 0.6546 0.027 Uiso 1 1 calc R . . H5B H 0.2184 0.4422 0.5901 0.027 Uiso 1 1 calc R . . C6 C 0.13254(18) 0.3284(3) 0.59861(19) 0.0262(8) Uani 1 1 d . . . H6A H 0.1077 0.2875 0.6352 0.031 Uiso 1 1 calc R . . H6B H 0.1540 0.2686 0.5693 0.031 Uiso 1 1 calc R . . C7 C 0.07673(19) 0.3994(3) 0.5591(2) 0.0344(9) Uani 1 1 d . . . H7A H 0.0986 0.4245 0.5168 0.041 Uiso 1 1 calc R . . H7B H 0.0638 0.4702 0.5845 0.041 Uiso 1 1 calc R . . C8 C 0.0079(2) 0.3290(4) 0.5447(2) 0.0385(10) Uani 1 1 d . . . H8A H -0.0230 0.3735 0.5138 0.046 Uiso 1 1 calc R . . H8B H 0.0212 0.2547 0.5230 0.046 Uiso 1 1 calc R . . C9 C -0.0338(2) 0.3034(4) 0.6068(2) 0.0370(10) Uani 1 1 d . . . H9A H -0.0548 0.3682 0.6288 0.044 Uiso 1 1 calc R . . C10 C -0.04422(18) 0.1996(4) 0.6339(2) 0.0338(9) Uani 1 1 d . . . H10A H -0.0267 0.1337 0.6104 0.041 Uiso 1 1 calc R . . C11 C -0.0813(2) 0.1777(4) 0.6983(2) 0.0392(10) Uani 1 1 d . . . H11A H -0.1203 0.1198 0.6916 0.047 Uiso 1 1 calc R . . H11B H -0.1039 0.2511 0.7138 0.047 Uiso 1 1 calc R . . C12 C -0.02920(19) 0.1326(3) 0.7517(2) 0.0370(10) Uani 1 1 d . . . H12A H -0.0569 0.1111 0.7918 0.044 Uiso 1 1 calc R . . H12B H -0.0044 0.0618 0.7354 0.044 Uiso 1 1 calc R . . C13 C 0.02706(19) 0.2255(3) 0.7696(2) 0.0319(9) Uani 1 1 d . . . H13A H 0.0021 0.2922 0.7906 0.038 Uiso 1 1 calc R . . H13B H 0.0498 0.2541 0.7284 0.038 Uiso 1 1 calc R . . C14 C 0.08639(18) 0.1827(3) 0.81620(18) 0.0277(8) Uani 1 1 d . . . H14A H 0.0637 0.1518 0.8569 0.033 Uiso 1 1 calc R . . H14B H 0.1125 0.1177 0.7947 0.033 Uiso 1 1 calc R . . S15 S 0.09416(5) 0.37745(8) 0.89197(4) 0.0254(3) Uani 1 1 d . . . C16 C 0.16712(19) 0.4700(3) 0.92065(19) 0.0305(9) Uani 1 1 d . . . H16A H 0.1867 0.5136 0.8824 0.037 Uiso 1 1 calc R . . H16B H 0.1472 0.5276 0.9522 0.037 Uiso 1 1 calc R . . C17 C 0.2292(2) 0.4049(4) 0.95431(19) 0.0344(9) Uani 1 1 d . . . H17A H 0.2643 0.4624 0.9714 0.041 Uiso 1 1 calc R . . H17B H 0.2098 0.3609 0.9925 0.041 Uiso 1 1 calc R . . C18 C 0.2681(2) 0.3207(4) 0.90847(19) 0.0350(9) Uani 1 1 d . . . H18A H 0.3110 0.2893 0.9316 0.042 Uiso 1 1 calc R . . H18B H 0.2852 0.3639 0.8691 0.042 Uiso 1 1 calc R . . S19 S 0.21183(5) 0.19994(9) 0.88154(5) 0.0312(3) Uani 1 1 d . . . S20 S 0.31429(4) 0.44008(7) 0.70517(4) 0.0246(3) Uani 1 1 d . . . C21 C 0.36029(18) 0.4930(3) 0.63197(19) 0.0286(8) Uani 1 1 d . . . H21A H 0.3249 0.5340 0.6036 0.034 Uiso 1 1 calc R . . H21B H 0.3972 0.5506 0.6456 0.034 Uiso 1 1 calc R . . C22 C 0.39677(18) 0.3983(4) 0.59136(19) 0.0311(9) Uani 1 1 d . . . H22A H 0.4314 0.3560 0.6199 0.037 Uiso 1 1 calc R . . H22B H 0.4245 0.4353 0.5552 0.037 Uiso 1 1 calc R . . C23 C 0.34411(18) 0.3105(3) 0.56149(17) 0.0273(8) Uani 1 1 d . . . H23A H 0.3711 0.2573 0.5319 0.033 Uiso 1 1 calc R . . H23B H 0.3085 0.3531 0.5341 0.033 Uiso 1 1 calc R . . S24 S 0.29619(5) 0.22448(8) 0.62228(4) 0.0232(2) Uani 1 1 d . . . 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 0.0235(18) 0.0246(19) 0.025(2) 0.0031(15) 0.0005(14) 0.0037(14) C2 0.0230(17) 0.0204(18) 0.0217(19) -0.0001(14) -0.0007(14) 0.0016(14) C3 0.0243(17) 0.0175(17) 0.024(2) -0.0006(14) -0.0019(14) -0.0011(14) C4 0.0243(18) 0.0170(17) 0.0226(19) -0.0042(14) -0.0001(14) 0.0006(13) C5 0.0214(18) 0.0211(18) 0.025(2) 0.0023(15) 0.0032(14) 0.0004(14) C6 0.0261(19) 0.0206(18) 0.032(2) 0.0025(15) -0.0047(15) 0.0037(15) C7 0.031(2) 0.036(2) 0.037(2) 0.0056(18) -0.0042(17) 0.0017(17) C8 0.032(2) 0.041(2) 0.044(3) 0.004(2) -0.0125(18) 0.0016(17) C9 0.024(2) 0.035(2) 0.052(3) -0.0119(19) -0.0061(18) 0.0000(17) C10 0.0190(19) 0.037(2) 0.045(2) -0.0134(19) -0.0027(16) 0.0017(16) C11 0.0246(19) 0.044(2) 0.049(3) -0.018(2) 0.0017(18) -0.0069(17) C12 0.029(2) 0.040(2) 0.042(2) -0.0124(19) 0.0121(17) -0.0119(17) C13 0.0290(19) 0.031(2) 0.035(2) -0.0057(17) 0.0031(17) -0.0060(16) C14 0.0290(19) 0.0233(19) 0.031(2) -0.0044(15) 0.0101(16) -0.0037(15) S15 0.0221(5) 0.0293(5) 0.0249(5) -0.0044(4) 0.0026(3) -0.0013(4) C16 0.033(2) 0.033(2) 0.026(2) -0.0063(17) -0.0005(16) -0.0043(16) C17 0.033(2) 0.043(2) 0.027(2) 0.0072(18) -0.0037(16) -0.0095(18) C18 0.029(2) 0.047(2) 0.029(2) 0.0105(19) -0.0042(16) -0.0002(17) S19 0.0308(5) 0.0339(6) 0.0288(6) 0.0101(4) 0.0040(4) 0.0074(4) S20 0.0257(5) 0.0240(5) 0.0242(5) -0.0012(4) -0.0009(3) -0.0035(3) C21 0.0261(19) 0.028(2) 0.031(2) 0.0038(16) -0.0004(15) -0.0109(15) C22 0.0181(18) 0.047(2) 0.028(2) 0.0050(18) 0.0016(15) -0.0023(16) C23 0.0266(18) 0.034(2) 0.0214(19) 0.0034(16) 0.0020(15) 0.0016(16) S24 0.0244(5) 0.0221(5) 0.0229(5) -0.0015(3) 0.0004(3) 0.0034(3) _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 C1 C2 1.541(5) . ? C1 C14 1.542(5) . ? C1 S15 1.835(4) . ? C1 S19 1.835(3) . ? C2 C3 1.529(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.540(5) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.539(5) . ? C4 S20 1.840(3) . ? C4 S24 1.838(3) . ? C5 C6 1.524(5) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.539(5) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.536(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.502(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.324(6) . ? C9 H9A 0.9500 . ? C10 C11 1.494(6) . ? C10 H10A 0.9500 . ? C11 C12 1.539(6) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.533(5) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.528(5) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? S15 C16 1.813(4) . ? C16 C17 1.530(5) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.520(6) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 S19 1.817(4) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? S20 C21 1.813(4) . ? C21 C22 1.521(5) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.526(5) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 S24 1.809(4) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? 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 C1 C14 114.0(3) . . ? C2 C1 S15 110.1(2) . . ? C14 C1 S15 106.5(2) . . ? C2 C1 S19 112.1(2) . . ? C14 C1 S19 104.7(2) . . ? S15 C1 S19 109.10(19) . . ? C1 C2 C3 113.8(3) . . ? C1 C2 H2A 108.8 . . ? C3 C2 H2A 108.8 . . ? C1 C2 H2B 108.8 . . ? C3 C2 H2B 108.8 . . ? H2A C2 H2B 107.7 . . ? C2 C3 C4 114.7(3) . . ? C2 C3 H3A 108.6 . . ? C4 C3 H3A 108.6 . . ? C2 C3 H3B 108.6 . . ? C4 C3 H3B 108.6 . . ? H3A C3 H3B 107.6 . . ? C3 C4 C5 113.8(3) . . ? C3 C4 S20 106.3(2) . . ? C5 C4 S20 110.4(2) . . ? C3 C4 S24 103.8(2) . . ? C5 C4 S24 112.5(2) . . ? S20 C4 S24 109.64(17) . . ? C6 C5 C4 115.0(3) . . ? C6 C5 H5A 108.5 . . ? C4 C5 H5A 108.5 . . ? C6 C5 H5B 108.5 . . ? C4 C5 H5B 108.5 . . ? H5A C5 H5B 107.5 . . ? C5 C6 C7 112.8(3) . . ? C5 C6 H6A 109.0 . . ? C7 C6 H6A 109.0 . . ? C5 C6 H6B 109.0 . . ? C7 C6 H6B 109.0 . . ? H6A C6 H6B 107.8 . . ? C6 C7 C8 112.2(3) . . ? C6 C7 H7A 109.2 . . ? C8 C7 H7A 109.2 . . ? C6 C7 H7B 109.2 . . ? C8 C7 H7B 109.2 . . ? H7A C7 H7B 107.9 . . ? C9 C8 C7 111.8(3) . . ? C9 C8 H8A 109.3 . . ? C7 C8 H8A 109.3 . . ? C9 C8 H8B 109.3 . . ? C7 C8 H8B 109.3 . . ? H8A C8 H8B 107.9 . . ? C10 C9 C8 126.6(4) . . ? C10 C9 H9A 116.7 . . ? C8 C9 H9A 116.7 . . ? C9 C10 C11 125.4(4) . . ? C9 C10 H10A 117.3 . . ? C11 C10 H10A 117.3 . . ? C10 C11 C12 112.3(3) . . ? C10 C11 H11A 109.1 . . ? C12 C11 H11A 109.1 . . ? C10 C11 H11B 109.1 . . ? C12 C11 H11B 109.1 . . ? H11A C11 H11B 107.9 . . ? C13 C12 C11 111.0(3) . . ? C13 C12 H12A 109.4 . . ? C11 C12 H12A 109.4 . . ? C13 C12 H12B 109.4 . . ? C11 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? C12 C13 C14 114.3(3) . . ? C12 C13 H13A 108.7 . . ? C14 C13 H13A 108.7 . . ? C12 C13 H13B 108.7 . . ? C14 C13 H13B 108.7 . . ? H13A C13 H13B 107.6 . . ? C1 C14 C13 113.8(3) . . ? C1 C14 H14A 108.8 . . ? C13 C14 H14A 108.8 . . ? C1 C14 H14B 108.8 . . ? C13 C14 H14B 108.8 . . ? H14A C14 H14B 107.7 . . ? C16 S15 C1 102.03(16) . . ? C17 C16 S15 114.6(3) . . ? C17 C16 H16A 108.6 . . ? S15 C16 H16A 108.6 . . ? C17 C16 H16B 108.6 . . ? S15 C16 H16B 108.6 . . ? H16A C16 H16B 107.6 . . ? C18 C17 C16 113.3(3) . . ? C18 C17 H17A 108.9 . . ? C16 C17 H17A 108.9 . . ? C18 C17 H17B 108.9 . . ? C16 C17 H17B 108.9 . . ? H17A C17 H17B 107.7 . . ? C17 C18 S19 113.3(3) . . ? C17 C18 H18A 108.9 . . ? S19 C18 H18A 108.9 . . ? C17 C18 H18B 108.9 . . ? S19 C18 H18B 108.9 . . ? H18A C18 H18B 107.7 . . ? C18 S19 C1 100.88(17) . . ? C21 S20 C4 101.77(16) . . ? C22 C21 S20 114.2(3) . . ? C22 C21 H21A 108.7 . . ? S20 C21 H21A 108.7 . . ? C22 C21 H21B 108.7 . . ? S20 C21 H21B 108.7 . . ? H21A C21 H21B 107.6 . . ? C21 C22 C23 113.6(3) . . ? C21 C22 H22A 108.8 . . ? C23 C22 H22A 108.8 . . ? C21 C22 H22B 108.8 . . ? C23 C22 H22B 108.8 . . ? H22A C22 H22B 107.7 . . ? C22 C23 S24 113.9(3) . . ? C22 C23 H23A 108.8 . . ? S24 C23 H23A 108.8 . . ? C22 C23 H23B 108.8 . . ? S24 C23 H23B 108.8 . . ? H23A C23 H23B 107.7 . . ? C23 S24 C4 101.69(17) . . ? 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 C14 C1 C2 C3 -62.6(4) . . . . ? S15 C1 C2 C3 177.7(2) . . . . ? S19 C1 C2 C3 56.1(3) . . . . ? C1 C2 C3 C4 -178.3(3) . . . . ? C2 C3 C4 C5 -58.1(4) . . . . ? C2 C3 C4 S20 63.7(3) . . . . ? C2 C3 C4 S24 179.4(2) . . . . ? C3 C4 C5 C6 -56.7(4) . . . . ? S20 C4 C5 C6 -176.2(2) . . . . ? S24 C4 C5 C6 61.0(3) . . . . ? C4 C5 C6 C7 177.7(3) . . . . ? C5 C6 C7 C8 -166.5(3) . . . . ? C6 C7 C8 C9 67.3(4) . . . . ? C7 C8 C9 C10 -113.1(4) . . . . ? C8 C9 C10 C11 175.2(3) . . . . ? C9 C10 C11 C12 -111.9(4) . . . . ? C10 C11 C12 C13 65.4(4) . . . . ? C11 C12 C13 C14 -173.0(3) . . . . ? C2 C1 C14 C13 -49.8(4) . . . . ? S15 C1 C14 C13 71.8(3) . . . . ? S19 C1 C14 C13 -172.7(2) . . . . ? C12 C13 C14 C1 -178.2(3) . . . . ? C2 C1 S15 C16 -64.3(3) . . . . ? C14 C1 S15 C16 171.5(2) . . . . ? S19 C1 S15 C16 59.0(2) . . . . ? C1 S15 C16 C17 -58.0(3) . . . . ? S15 C16 C17 C18 63.1(4) . . . . ? C16 C17 C18 S19 -65.7(4) . . . . ? C17 C18 S19 C1 62.8(3) . . . . ? C2 C1 S19 C18 61.2(3) . . . . ? C14 C1 S19 C18 -174.7(2) . . . . ? S15 C1 S19 C18 -61.0(2) . . . . ? C3 C4 S20 C21 170.1(2) . . . . ? C5 C4 S20 C21 -65.9(3) . . . . ? S24 C4 S20 C21 58.5(2) . . . . ? C4 S20 C21 C22 -59.2(3) . . . . ? S20 C21 C22 C23 64.3(4) . . . . ? C21 C22 C23 S24 -64.8(4) . . . . ? C22 C23 S24 C4 60.1(3) . . . . ? C3 C4 S24 C23 -172.4(2) . . . . ? C5 C4 S24 C23 64.2(3) . . . . ? S20 C4 S24 C23 -59.1(2) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.336 _refine_diff_density_min -0.303 _refine_diff_density_rms 0.076 _database_code_depnum_ccdc_archive 'CCDC 961315' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_8b _chemical_formula_sum 'C20 H34 S4' _chemical_formula_moiety 'C20 H34 S4' _chemical_formula_weight 402.73 _chemical_melting_point ? _chemical_absolute_configuration ad #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 c 1' _symmetry_space_group_name_Hall 'C -2yc' _symmetry_Int_Tables_number 9 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 +X,-Y,1/2+Z 3 1/2+X,1/2+Y,+Z 4 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 7.101(5) _cell_length_b 36.72(3) _cell_length_c 8.124(5) _cell_angle_alpha 90.0000 _cell_angle_beta 97.633(15) _cell_angle_gamma 90.0000 _cell_volume 2100(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 4285 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 26.37 _cell_measurement_temperature 125 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.090 _exptl_crystal_size_min 0.030 _exptl_crystal_density_diffrn 1.274 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872.00 _exptl_absorpt_coefficient_mu 0.453 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_absorpt_correction_T_min 0.617 _exptl_absorpt_correction_T_max 0.987 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 125 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn724' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 28.944 _diffrn_reflns_number 8541 _diffrn_reflns_av_R_equivalents 0.0670 _diffrn_reflns_theta_min 1.109 _diffrn_reflns_theta_max 26.334 _diffrn_reflns_theta_full 25.000 _diffrn_measured_fraction_theta_max 0.990 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.990 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.929 _diffrn_reflns_point_group_measured_fraction_full 0.957 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -38 _diffrn_reflns_limit_k_max 45 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3976 _reflns_number_gt 3684 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0616 _refine_ls_wR_factor_ref 0.2222 _refine_ls_number_restraints 2 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3976 _refine_ls_number_parameters 217 _refine_ls_goodness_of_fit_ref 1.163 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1318P)^2^+1.2396P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.990 _refine_diff_density_min -1.010 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ' Flack x determined using 1453 quotients' _refine_ls_abs_structure_Flack -0.01(15) 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; S S 0.1246 0.1234 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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 S1 S 0.1036(3) 0.94234(6) 0.3326(3) 0.0302(6) Uani 1.0 4 d . . . S2 S 0.4034(3) 0.96277(6) 0.1186(3) 0.0287(5) Uani 1.0 4 d . . . S3 S 1.1107(3) 0.79489(6) 0.2403(3) 0.0304(6) Uani 1.0 4 d . . . S4 S 0.7338(3) 0.76409(6) 0.3097(3) 0.0298(5) Uani 1.0 4 d . . . C1 C 0.3332(12) 0.9295(3) 0.2686(11) 0.0256(17) Uani 1.0 4 d . . . C2 C 0.3256(12) 0.8910(3) 0.2054(11) 0.0266(18) Uani 1.0 4 d . . . C3 C 0.5111(12) 0.8745(3) 0.1545(10) 0.0263(18) Uani 1.0 4 d . . . C4 C 0.6137(14) 0.8490(3) 0.2889(12) 0.031(2) Uani 1.0 4 d . . . C5 C 0.7984(13) 0.8346(3) 0.2313(12) 0.031(2) Uani 1.0 4 d . . . C6 C 0.8962(11) 0.8035(3) 0.3367(11) 0.0259(18) Uani 1.0 4 d . . . C7 C 0.9353(12) 0.8128(3) 0.5228(11) 0.0272(18) Uani 1.0 4 d . . . C8 C 1.0720(13) 0.8444(3) 0.5705(12) 0.0309(19) Uani 1.0 4 d . . . C9 C 1.0580(14) 0.8582(3) 0.7477(13) 0.039(3) Uani 1.0 4 d . . . C10 C 0.8720(16) 0.8767(3) 0.7716(14) 0.042(3) Uani 1.0 4 d . . . C11 C 0.7973(16) 0.9047(4) 0.6939(15) 0.050(3) Uani 1.0 4 d . . . C12 C 0.6155(16) 0.9216(3) 0.7234(14) 0.042(3) Uani 1.0 4 d . . . C13 C 0.4494(12) 0.9164(3) 0.5791(12) 0.033(2) Uani 1.0 4 d . . . C14 C 0.4863(13) 0.9354(3) 0.4216(11) 0.0294(19) Uani 1.0 4 d . . . C15 C -0.0471(13) 0.9442(3) 0.1348(13) 0.032(2) Uani 1.0 4 d . . . C16 C 0.0178(14) 0.9717(3) 0.0115(13) 0.037(3) Uani 1.0 4 d . . . C17 C 0.2037(13) 0.9609(3) -0.0464(13) 0.034(2) Uani 1.0 4 d . . . C18 C 1.2007(12) 0.7519(3) 0.3308(13) 0.032(2) Uani 1.0 4 d . . . C19 C 1.0556(13) 0.7204(3) 0.2973(13) 0.033(2) Uani 1.0 4 d . . . C20 C 0.8846(14) 0.7264(3) 0.3883(12) 0.034(2) Uani 1.0 4 d . . . H2A H 0.2263 0.8897 0.1077 0.0319 Uiso 1.0 4 calc R . . H2B H 0.2838 0.8752 0.2924 0.0319 Uiso 1.0 4 calc R . . H3A H 0.4798 0.8607 0.0498 0.0315 Uiso 1.0 4 calc R . . H3B H 0.5980 0.8946 0.1335 0.0315 Uiso 1.0 4 calc R . . H4A H 0.6440 0.8624 0.3947 0.0374 Uiso 1.0 4 calc R . . H4B H 0.5296 0.8283 0.3079 0.0374 Uiso 1.0 4 calc R . . H5A H 0.7688 0.8259 0.1153 0.0374 Uiso 1.0 4 calc R . . H5B H 0.8890 0.8550 0.2315 0.0374 Uiso 1.0 4 calc R . . H7A H 0.8126 0.8185 0.5621 0.0326 Uiso 1.0 4 calc R . . H7B H 0.9870 0.7907 0.5830 0.0326 Uiso 1.0 4 calc R . . H8A H 1.0424 0.8646 0.4905 0.0370 Uiso 1.0 4 calc R . . H8B H 1.2037 0.8363 0.5636 0.0370 Uiso 1.0 4 calc R . . H9A H 1.0776 0.8374 0.8251 0.0464 Uiso 1.0 4 calc R . . H9B H 1.1629 0.8757 0.7792 0.0464 Uiso 1.0 4 calc R . . H10 H 0.8035 0.8664 0.8530 0.0501 Uiso 1.0 4 calc R . . H11 H 0.8634 0.9153 0.6116 0.0598 Uiso 1.0 4 calc R . . H12A H 0.6365 0.9480 0.7421 0.0508 Uiso 1.0 4 calc R . . H12B H 0.5768 0.9112 0.8262 0.0508 Uiso 1.0 4 calc R . . H13A H 0.4312 0.8900 0.5564 0.0396 Uiso 1.0 4 calc R . . H13B H 0.3307 0.9260 0.6141 0.0396 Uiso 1.0 4 calc R . . H14A H 0.6101 0.9270 0.3926 0.0353 Uiso 1.0 4 calc R . . H14B H 0.4974 0.9619 0.4442 0.0353 Uiso 1.0 4 calc R . . H15A H -0.0519 0.9197 0.0838 0.0380 Uiso 1.0 4 calc R . . H15B H -0.1776 0.9506 0.1547 0.0380 Uiso 1.0 4 calc R . . H16A H -0.0813 0.9736 -0.0860 0.0440 Uiso 1.0 4 calc R . . H16B H 0.0321 0.9959 0.0649 0.0440 Uiso 1.0 4 calc R . . H17A H 0.2291 0.9775 -0.1372 0.0405 Uiso 1.0 4 calc R . . H17B H 0.1923 0.9359 -0.0917 0.0405 Uiso 1.0 4 calc R . . H18A H 1.3183 0.7454 0.2846 0.0383 Uiso 1.0 4 calc R . . H18B H 1.2337 0.7551 0.4523 0.0383 Uiso 1.0 4 calc R . . H19A H 1.0129 0.7186 0.1766 0.0401 Uiso 1.0 4 calc R . . H19B H 1.1179 0.6971 0.3342 0.0401 Uiso 1.0 4 calc R . . H20A H 0.9300 0.7308 0.5072 0.0412 Uiso 1.0 4 calc R . . H20B H 0.8074 0.7039 0.3807 0.0412 Uiso 1.0 4 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S1 0.0291(10) 0.0297(12) 0.0334(12) 0.0029(9) 0.0099(9) 0.0017(9) S2 0.0261(10) 0.0280(11) 0.0326(12) -0.0017(8) 0.0065(9) 0.0023(9) S3 0.0273(10) 0.0319(12) 0.0340(12) 0.0027(8) 0.0115(9) 0.0021(9) S4 0.0248(10) 0.0291(12) 0.0351(12) -0.0016(8) 0.0020(9) -0.0032(9) C1 0.025(4) 0.027(5) 0.025(4) -0.006(4) 0.004(4) 0.002(4) C2 0.027(4) 0.025(5) 0.027(5) 0.000(4) 0.004(4) 0.002(4) C3 0.032(5) 0.028(5) 0.020(4) 0.008(4) 0.006(4) -0.001(4) C4 0.036(5) 0.031(5) 0.027(5) 0.005(4) 0.005(4) -0.003(4) C5 0.039(5) 0.025(5) 0.031(5) 0.010(4) 0.009(4) 0.002(4) C6 0.020(4) 0.029(5) 0.029(5) 0.001(3) 0.007(4) -0.002(4) C7 0.030(5) 0.025(5) 0.027(5) -0.003(4) 0.002(4) 0.000(4) C8 0.029(5) 0.027(5) 0.036(5) -0.001(4) 0.001(4) -0.005(4) C9 0.034(5) 0.039(6) 0.040(6) -0.003(4) -0.003(5) -0.012(5) C10 0.049(6) 0.042(6) 0.034(6) 0.004(5) 0.002(5) -0.004(5) C11 0.049(7) 0.053(8) 0.044(7) 0.009(5) -0.008(5) -0.007(6) C12 0.047(6) 0.039(6) 0.040(6) 0.006(5) 0.005(5) -0.008(5) C13 0.027(5) 0.041(6) 0.031(5) 0.005(4) 0.001(4) -0.003(4) C14 0.027(5) 0.038(6) 0.023(5) 0.001(4) 0.003(4) -0.007(4) C15 0.024(4) 0.031(5) 0.037(5) -0.003(4) -0.005(4) -0.001(4) C16 0.033(5) 0.038(6) 0.038(6) -0.001(4) -0.002(4) 0.005(5) C17 0.030(5) 0.038(6) 0.031(5) -0.001(4) -0.003(4) -0.002(4) C18 0.026(5) 0.036(6) 0.034(5) 0.001(4) 0.006(4) 0.003(4) C19 0.034(5) 0.027(5) 0.037(5) 0.009(4) -0.003(4) -0.001(4) C20 0.042(5) 0.029(5) 0.031(5) -0.000(4) 0.001(4) -0.000(4) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r5' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r5' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 S1 C1 1.838(9) yes . . S1 C15 1.810(10) yes . . S2 C1 1.839(9) yes . . S2 C17 1.819(10) yes . . S3 C6 1.830(9) yes . . S3 C18 1.820(11) yes . . S4 C6 1.847(9) yes . . S4 C20 1.814(10) yes . . C1 C2 1.504(13) yes . . C1 C14 1.554(12) yes . . C2 C3 1.554(13) yes . . C3 C4 1.547(13) yes . . C4 C5 1.544(14) yes . . C5 C6 1.535(13) yes . . C6 C7 1.538(13) yes . . C7 C8 1.529(13) yes . . C8 C9 1.543(15) yes . . C9 C10 1.520(16) yes . . C10 C11 1.283(17) yes . . C11 C12 1.481(17) yes . . C12 C13 1.560(14) yes . . C13 C14 1.512(14) yes . . C15 C16 1.534(15) yes . . C16 C17 1.512(15) yes . . C18 C19 1.550(14) yes . . C19 C20 1.519(15) yes . . C2 H2A 0.990 no . . C2 H2B 0.990 no . . C3 H3A 0.990 no . . C3 H3B 0.990 no . . C4 H4A 0.990 no . . C4 H4B 0.990 no . . C5 H5A 0.990 no . . C5 H5B 0.990 no . . C7 H7A 0.990 no . . C7 H7B 0.990 no . . C8 H8A 0.990 no . . C8 H8B 0.990 no . . C9 H9A 0.990 no . . C9 H9B 0.990 no . . C10 H10 0.950 no . . C11 H11 0.950 no . . C12 H12A 0.990 no . . C12 H12B 0.990 no . . C13 H13A 0.990 no . . C13 H13B 0.990 no . . C14 H14A 0.990 no . . C14 H14B 0.990 no . . C15 H15A 0.990 no . . C15 H15B 0.990 no . . C16 H16A 0.990 no . . C16 H16B 0.990 no . . C17 H17A 0.990 no . . C17 H17B 0.990 no . . C18 H18A 0.990 no . . C18 H18B 0.990 no . . C19 H19A 0.990 no . . C19 H19B 0.990 no . . C20 H20A 0.990 no . . C20 H20B 0.990 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C1 S1 C15 101.6(5) yes . . . C1 S2 C17 102.1(5) yes . . . C6 S3 C18 104.2(5) yes . . . C6 S4 C20 103.1(4) yes . . . S1 C1 S2 110.3(5) yes . . . S1 C1 C2 110.2(6) yes . . . S1 C1 C14 106.9(6) yes . . . S2 C1 C2 113.5(7) yes . . . S2 C1 C14 102.4(6) yes . . . C2 C1 C14 113.2(7) yes . . . C1 C2 C3 117.6(8) yes . . . C2 C3 C4 112.6(8) yes . . . C3 C4 C5 109.5(8) yes . . . C4 C5 C6 115.2(8) yes . . . S3 C6 S4 110.8(5) yes . . . S3 C6 C5 103.3(7) yes . . . S3 C6 C7 114.0(6) yes . . . S4 C6 C5 106.6(6) yes . . . S4 C6 C7 108.5(6) yes . . . C5 C6 C7 113.2(8) yes . . . C6 C7 C8 116.2(8) yes . . . C7 C8 C9 111.7(8) yes . . . C8 C9 C10 115.6(8) yes . . . C9 C10 C11 127.1(11) yes . . . C10 C11 C12 124.7(12) yes . . . C11 C12 C13 114.5(10) yes . . . C12 C13 C14 112.4(8) yes . . . C1 C14 C13 115.6(8) yes . . . S1 C15 C16 114.3(7) yes . . . C15 C16 C17 112.5(9) yes . . . S2 C17 C16 112.9(7) yes . . . S3 C18 C19 112.8(6) yes . . . C18 C19 C20 111.2(8) yes . . . S4 C20 C19 114.3(7) yes . . . C1 C2 H2A 107.901 no . . . C1 C2 H2B 107.902 no . . . C3 C2 H2A 107.895 no . . . C3 C2 H2B 107.891 no . . . H2A C2 H2B 107.194 no . . . C2 C3 H3A 109.068 no . . . C2 C3 H3B 109.060 no . . . C4 C3 H3A 109.068 no . . . C4 C3 H3B 109.065 no . . . H3A C3 H3B 107.823 no . . . C3 C4 H4A 109.769 no . . . C3 C4 H4B 109.777 no . . . C5 C4 H4A 109.776 no . . . C5 C4 H4B 109.778 no . . . H4A C4 H4B 108.243 no . . . C4 C5 H5A 108.483 no . . . C4 C5 H5B 108.494 no . . . C6 C5 H5A 108.474 no . . . C6 C5 H5B 108.484 no . . . H5A C5 H5B 107.506 no . . . C6 C7 H7A 108.234 no . . . C6 C7 H7B 108.237 no . . . C8 C7 H7A 108.229 no . . . C8 C7 H7B 108.236 no . . . H7A C7 H7B 107.373 no . . . C7 C8 H8A 109.275 no . . . C7 C8 H8B 109.267 no . . . C9 C8 H8A 109.279 no . . . C9 C8 H8B 109.276 no . . . H8A C8 H8B 107.949 no . . . C8 C9 H9A 108.394 no . . . C8 C9 H9B 108.389 no . . . C10 C9 H9A 108.401 no . . . C10 C9 H9B 108.383 no . . . H9A C9 H9B 107.446 no . . . C9 C10 H10 116.430 no . . . C11 C10 H10 116.434 no . . . C10 C11 H11 117.662 no . . . C12 C11 H11 117.667 no . . . C11 C12 H12A 108.642 no . . . C11 C12 H12B 108.642 no . . . C13 C12 H12A 108.638 no . . . C13 C12 H12B 108.642 no . . . H12A C12 H12B 107.583 no . . . C12 C13 H13A 109.129 no . . . C12 C13 H13B 109.126 no . . . C14 C13 H13A 109.126 no . . . C14 C13 H13B 109.121 no . . . H13A C13 H13B 107.873 no . . . C1 C14 H14A 108.397 no . . . C1 C14 H14B 108.373 no . . . C13 C14 H14A 108.392 no . . . C13 C14 H14B 108.380 no . . . H14A C14 H14B 107.440 no . . . S1 C15 H15A 108.681 no . . . S1 C15 H15B 108.680 no . . . C16 C15 H15A 108.685 no . . . C16 C15 H15B 108.674 no . . . H15A C15 H15B 107.606 no . . . C15 C16 H16A 109.083 no . . . C15 C16 H16B 109.098 no . . . C17 C16 H16A 109.085 no . . . C17 C16 H16B 109.094 no . . . H16A C16 H16B 107.862 no . . . S2 C17 H17A 109.015 no . . . S2 C17 H17B 108.998 no . . . C16 C17 H17A 109.015 no . . . C16 C17 H17B 109.012 no . . . H17A C17 H17B 107.777 no . . . S3 C18 H18A 109.049 no . . . S3 C18 H18B 109.034 no . . . C19 C18 H18A 109.013 no . . . C19 C18 H18B 109.026 no . . . H18A C18 H18B 107.801 no . . . C18 C19 H19A 109.375 no . . . C18 C19 H19B 109.402 no . . . C20 C19 H19A 109.385 no . . . C20 C19 H19B 109.392 no . . . H19A C19 H19B 108.019 no . . . S4 C20 H20A 108.671 no . . . S4 C20 H20B 108.665 no . . . C19 C20 H20A 108.672 no . . . C19 C20 H20B 108.682 no . . . H20A C20 H20B 107.604 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C1 S1 C15 C16 -59.4(7) no . . . . C15 S1 C1 S2 56.8(5) no . . . . C15 S1 C1 C2 -69.2(6) no . . . . C15 S1 C1 C14 167.4(5) no . . . . C1 S2 C17 C16 60.8(7) no . . . . C17 S2 C1 S1 -57.8(6) no . . . . C17 S2 C1 C2 66.4(6) no . . . . C17 S2 C1 C14 -171.2(5) no . . . . C6 S3 C18 C19 58.9(7) no . . . . C18 S3 C6 S4 -53.5(6) no . . . . C18 S3 C6 C5 -167.4(5) no . . . . C18 S3 C6 C7 69.3(6) no . . . . C6 S4 C20 C19 -59.6(7) no . . . . C20 S4 C6 S3 53.0(6) no . . . . C20 S4 C6 C5 164.8(5) no . . . . C20 S4 C6 C7 -72.9(6) no . . . . S1 C1 C2 C3 -176.6(5) no . . . . S1 C1 C14 C13 54.1(8) no . . . . S2 C1 C2 C3 59.2(8) no . . . . S2 C1 C14 C13 170.0(6) no . . . . C2 C1 C14 C13 -67.4(10) no . . . . C14 C1 C2 C3 -57.0(10) no . . . . C1 C2 C3 C4 101.2(9) no . . . . C2 C3 C4 C5 -178.5(6) no . . . . C3 C4 C5 C6 -169.3(7) no . . . . C4 C5 C6 S3 -177.6(6) no . . . . C4 C5 C6 S4 65.5(9) no . . . . C4 C5 C6 C7 -53.8(9) no . . . . S3 C6 C7 C8 54.5(9) no . . . . S4 C6 C7 C8 178.5(5) no . . . . C5 C6 C7 C8 -63.3(9) no . . . . C6 C7 C8 C9 163.9(7) no . . . . C7 C8 C9 C10 -67.4(10) no . . . . C8 C9 C10 C11 -58.0(14) no . . . . C9 C10 C11 C12 -179.7(9) no . . . . C10 C11 C12 C13 -110.0(13) no . . . . C11 C12 C13 C14 -65.2(12) no . . . . C12 C13 C14 C1 176.4(8) no . . . . S1 C15 C16 C17 67.0(9) no . . . . C15 C16 C17 S2 -66.9(10) no . . . . S3 C18 C19 C20 -67.5(9) no . . . . C18 C19 C20 S4 68.6(9) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 S1 C13 3.106(9) no . . S1 C17 3.322(11) no . . S2 C3 3.333(10) no . . S2 C15 3.291(10) no . . S3 C8 3.281(10) no . . S3 C20 3.296(11) no . . S4 C4 3.230(10) no . . S4 C18 3.327(10) no . . C1 C4 3.558(13) no . . C1 C16 3.245(13) no . . C2 C13 3.186(13) no . . C2 C15 3.279(13) no . . C2 C17 3.326(14) no . . C3 C14 3.137(13) no . . C4 C7 3.073(13) no . . C4 C14 3.510(14) no . . C5 C8 3.174(13) no . . C6 C19 3.287(13) no . . C7 C10 3.170(15) no . . C7 C18 3.428(14) no . . C7 C20 3.358(13) no . . C8 C11 3.200(16) no . . C10 C13 3.510(14) no . . C11 C14 3.123(14) no . . S1 C16 3.563(11) no . 2_575 C16 S1 3.563(11) no . 2_574 S1 H2A 2.8732 no . . S1 H2B 2.8163 no . . S1 H13A 3.3596 no . . S1 H13B 2.6852 no . . S1 H14B 2.9126 no . . S1 H16B 2.9267 no . . S1 H17B 3.5937 no . . S2 H2A 2.9587 no . . S2 H3B 2.8553 no . . S2 H14A 2.8228 no . . S2 H14B 2.6408 no . . S2 H15A 3.5764 no . . S2 H16B 2.8843 no . . S3 H5A 2.7514 no . . S3 H5B 2.7080 no . . S3 H7B 3.0326 no . . S3 H8A 3.3429 no . . S3 H8B 3.0300 no . . S3 H19A 2.9149 no . . S3 H20A 3.5541 no . . S4 H4B 2.7666 no . . S4 H5A 2.7960 no . . S4 H7A 2.8645 no . . S4 H7B 2.8392 no . . S4 H19A 2.9075 no . . C1 H3A 3.3344 no . . C1 H3B 2.6336 no . . C1 H4A 3.3762 no . . C1 H13A 2.7616 no . . C1 H13B 2.8127 no . . C1 H15A 2.9615 no . . C1 H16B 3.5089 no . . C1 H17B 2.9739 no . . C2 H4A 2.7675 no . . C2 H4B 2.7885 no . . C2 H13A 2.8516 no . . C2 H13B 3.5563 no . . C2 H14A 2.7068 no . . C2 H14B 3.3763 no . . C2 H15A 2.9273 no . . C2 H17B 2.9719 no . . C3 H5A 2.6066 no . . C3 H5B 2.7679 no . . C3 H13A 3.4350 no . . C3 H14A 2.7544 no . . C4 H2A 3.3012 no . . C4 H2B 2.5367 no . . C4 H7A 2.7095 no . . C4 H8A 3.3102 no . . C4 H13A 3.0700 no . . C4 H14A 2.9878 no . . C5 H3A 2.7075 no . . C5 H3B 2.6857 no . . C5 H7A 2.7407 no . . C5 H7B 3.3957 no . . C5 H8A 2.7720 no . . C6 H4A 2.8856 no . . C6 H4B 2.7380 no . . C6 H8A 2.7048 no . . C6 H8B 2.9221 no . . C6 H18B 3.0327 no . . C6 H19A 3.5192 no . . C6 H20A 3.0049 no . . C7 H4A 2.8481 no . . C7 H4B 3.2148 no . . C7 H5A 3.3988 no . . C7 H5B 2.8127 no . . C7 H9A 2.6854 no . . C7 H9B 3.3763 no . . C7 H10 3.5530 no . . C7 H18B 3.1034 no . . C7 H20A 3.0135 no . . C8 H4A 3.2497 no . . C8 H5B 2.9113 no . . C8 H10 3.2746 no . . C8 H11 3.0371 no . . C9 H7A 2.5968 no . . C9 H7B 2.8301 no . . C9 H11 2.6675 no . . C10 H4A 3.3098 no . . C10 H7A 2.7303 no . . C10 H8A 2.7593 no . . C10 H8B 3.4161 no . . C10 H12A 3.0999 no . . C10 H12B 2.5381 no . . C10 H13A 3.4113 no . . C11 H4A 2.9668 no . . C11 H7A 3.3477 no . . C11 H8A 2.9489 no . . C11 H9A 3.2630 no . . C11 H9B 2.8067 no . . C11 H13A 2.7431 no . . C11 H13B 3.3827 no . . C11 H14A 2.7505 no . . C11 H14B 3.4520 no . . C12 H4A 3.4708 no . . C12 H10 2.5747 no . . C12 H14A 2.6900 no . . C12 H14B 2.7439 no . . C13 H2B 2.8921 no . . C13 H4A 2.9379 no . . C13 H11 2.9167 no . . C14 H2A 3.3873 no . . C14 H2B 2.7666 no . . C14 H3B 2.9749 no . . C14 H4A 2.9254 no . . C14 H11 3.0007 no . . C14 H12A 2.7195 no . . C14 H12B 3.3839 no . . C15 H2A 2.8174 no . . C15 H2B 3.5755 no . . C15 H17A 3.3721 no . . C15 H17B 2.6836 no . . C16 H2A 3.3983 no . . C17 H2A 2.8947 no . . C17 H15A 2.6862 no . . C17 H15B 3.3648 no . . C18 H7B 3.0589 no . . C18 H20A 2.6611 no . . C18 H20B 3.3733 no . . C19 H7B 3.5497 no . . C20 H7B 2.8830 no . . C20 H18A 3.3718 no . . C20 H18B 2.6803 no . . H2A H3A 2.1958 no . . H2A H3B 2.6261 no . . H2A H4B 3.3830 no . . H2A H15A 2.2473 no . . H2A H17B 2.3353 no . . H2B H3A 2.6145 no . . H2B H3B 2.8134 no . . H2B H4A 2.6251 no . . H2B H4B 2.4444 no . . H2B H13A 2.3231 no . . H2B H13B 3.1915 no . . H2B H14A 3.0242 no . . H2B H15A 3.1860 no . . H3A H4A 2.8897 no . . H3A H4B 2.3969 no . . H3A H5A 2.4164 no . . H3A H5B 3.0866 no . . H3A H17B 3.5336 no . . H3B H4A 2.4128 no . . H3B H4B 2.8896 no . . H3B H5A 2.8100 no . . H3B H5B 2.5639 no . . H3B H14A 2.4099 no . . H3B H17B 3.5430 no . . H4A H5A 2.8758 no . . H4A H5B 2.3392 no . . H4A H7A 2.3342 no . . H4A H8A 2.8339 no . . H4A H11 2.9285 no . . H4A H13A 2.3593 no . . H4A H14A 2.3839 no . . H4B H5A 2.4593 no . . H4B H5B 2.8781 no . . H4B H7A 2.7074 no . . H4B H13A 3.1751 no . . H5B H7A 3.1141 no . . H5B H8A 2.2647 no . . H5B H8B 3.3389 no . . H7A H8A 2.4729 no . . H7A H8B 2.8512 no . . H7A H9A 2.7419 no . . H7A H9B 3.5419 no . . H7A H10 2.9537 no . . H7A H11 3.5902 no . . H7A H20A 3.3723 no . . H7B H8A 2.8539 no . . H7B H8B 2.2910 no . . H7B H9A 2.6221 no . . H7B H18B 2.5318 no . . H7B H20A 2.3083 no . . H8A H9A 2.8754 no . . H8A H9B 2.4220 no . . H8A H10 3.5893 no . . H8A H11 2.5275 no . . H8B H9A 2.4128 no . . H8B H9B 2.3201 no . . H8B H18B 3.1312 no . . H9A H10 2.2575 no . . H9A H11 3.5795 no . . H9B H10 2.7201 no . . H9B H11 2.7793 no . . H10 H11 2.7335 no . . H10 H12A 3.3050 no . . H10 H12B 2.2918 no . . H10 H13A 3.4428 no . . H11 H12A 2.3709 no . . H11 H12B 2.8542 no . . H11 H13A 3.1804 no . . H11 H14A 2.3947 no . . H11 H14B 3.2548 no . . H12A H13A 2.8904 no . . H12A H13B 2.4193 no . . H12A H14A 2.9245 no . . H12A H14B 2.5408 no . . H12B H13A 2.4242 no . . H12B H13B 2.3495 no . . H12B H14B 3.5983 no . . H13A H14A 2.3826 no . . H13A H14B 2.8509 no . . H13B H14A 2.8504 no . . H13B H14B 2.3403 no . . H15A H16A 2.4056 no . . H15A H16B 2.8694 no . . H15A H17A 3.5570 no . . H15A H17B 2.4595 no . . H15B H16A 2.3154 no . . H15B H16B 2.4100 no . . H15B H17B 3.5493 no . . H16A H17A 2.3011 no . . H16A H17B 2.3913 no . . H16B H17A 2.3922 no . . H16B H17B 2.8554 no . . H18A H19A 2.4356 no . . H18A H19B 2.3404 no . . H18A H20A 3.5331 no . . H18B H19A 2.8868 no . . H18B H19B 2.4321 no . . H18B H20A 2.4294 no . . H18B H20B 3.5456 no . . H19A H20A 2.8602 no . . H19A H20B 2.4120 no . . H19B H20A 2.4044 no . . H19B H20B 2.2993 no . . S1 H5B 3.5975 no . 1_455 S1 H8A 3.1843 no . 1_455 S1 H11 3.1715 no . 1_455 S1 H16A 3.4525 no . 2_575 S1 H16B 3.0356 no . 2_575 S1 H17A 3.0777 no . 2_575 S2 H12B 3.3942 no . 1_554 S2 H14B 3.2188 no . 2_574 S2 H15B 2.9841 no . 1_655 S2 H17A 3.3075 no . 2_575 S3 H2B 3.2022 no . 1_655 S3 H4B 3.1972 no . 1_655 S3 H20A 3.2798 no . 4_564 S3 H20B 3.4017 no . 4_564 S4 H7B 3.1084 no . 4_464 S4 H18A 3.0102 no . 1_455 S4 H18B 2.9879 no . 4_464 S4 H20A 3.0530 no . 4_464 C1 H17A 3.5989 no . 2_575 C2 H5B 3.4026 no . 1_455 C2 H8A 3.4049 no . 1_455 C2 H9B 3.5464 no . 1_454 C3 H10 3.4284 no . 1_554 C3 H12B 3.0787 no . 1_554 C3 H15B 3.5623 no . 1_655 C5 H10 3.2931 no . 1_554 C5 H15A 3.5615 no . 1_655 C5 H19B 3.5080 no . 4_464 C7 H18A 3.2004 no . 4_465 C7 H19A 3.5898 no . 4_465 C8 H2B 3.0908 no . 1_655 C8 H13A 3.0678 no . 1_655 C8 H13B 3.5091 no . 1_655 C8 H20B 3.3415 no . 4_565 C9 H2A 3.2236 no . 1_656 C9 H13A 3.4488 no . 1_655 C9 H13B 3.4167 no . 1_655 C9 H17B 3.2269 no . 1_656 C9 H20B 2.9997 no . 4_565 C10 H2A 3.4917 no . 1_656 C10 H5A 3.5150 no . 1_556 C10 H15A 2.9756 no . 1_656 C10 H17B 3.2342 no . 1_656 C10 H19B 3.3333 no . 4_465 C11 H15A 3.2532 no . 1_656 C11 H16A 3.1518 no . 1_656 C11 H17B 3.3041 no . 1_656 C12 H3B 3.4949 no . 1_556 C12 H15A 3.5101 no . 1_656 C12 H16A 3.1289 no . 1_656 C12 H17B 3.5723 no . 1_556 C13 H8A 3.4554 no . 1_455 C13 H8B 3.4147 no . 1_455 C13 H9B 3.1450 no . 1_455 C13 H17B 3.5070 no . 1_556 C14 H15B 3.4761 no . 1_655 C15 H3B 3.1096 no . 1_455 C15 H5B 3.4124 no . 1_455 C15 H14A 3.4738 no . 1_455 C16 H12A 3.3618 no . 1_454 C16 H17A 3.5707 no . 2_575 C17 H9B 3.4332 no . 1_454 C17 H12B 3.4866 no . 1_554 C17 H13B 3.2761 no . 1_554 C17 H14B 3.5253 no . 2_574 C17 H16B 3.5982 no . 2_574 C18 H7A 3.5424 no . 4_564 C18 H7B 3.4254 no . 4_564 C18 H19A 3.5096 no . 4_565 C18 H20A 3.3330 no . 4_564 C19 H5A 3.2890 no . 4_565 C19 H7A 3.1542 no . 4_564 C19 H8B 3.5940 no . 4_464 C19 H18B 3.4920 no . 4_464 C20 H3A 3.4897 no . 4_565 C20 H7B 3.5580 no . 4_464 C20 H9A 3.1936 no . 4_464 C20 H18A 3.4740 no . 4_465 H2A C9 3.2236 no . 1_454 H2A C10 3.4917 no . 1_454 H2A H5B 3.0020 no . 1_455 H2A H9A 3.0728 no . 1_454 H2A H9B 2.6970 no . 1_454 H2A H10 3.5188 no . 1_454 H2B S3 3.2022 no . 1_455 H2B C8 3.0908 no . 1_455 H2B H5B 2.8786 no . 1_455 H2B H8A 2.5329 no . 1_455 H2B H8B 2.7495 no . 1_455 H3A C20 3.4897 no . 4_464 H3A H9A 3.2927 no . 1_454 H3A H9B 2.9807 no . 1_454 H3A H10 2.9762 no . 1_554 H3A H12B 2.7465 no . 1_554 H3A H19B 2.9998 no . 4_464 H3A H20A 3.3915 no . 4_464 H3A H20B 2.9265 no . 4_464 H3B C12 3.4949 no . 1_554 H3B C15 3.1096 no . 1_655 H3B H10 3.0457 no . 1_554 H3B H12B 2.5554 no . 1_554 H3B H15A 2.7320 no . 1_655 H3B H15B 2.5938 no . 1_655 H4B S3 3.1972 no . 1_455 H4B H8B 3.3223 no . 1_455 H4B H18A 3.3894 no . 1_455 H4B H19A 3.4713 no . 4_465 H4B H20A 3.2731 no . 4_464 H5A C10 3.5150 no . 1_554 H5A C19 3.2890 no . 4_464 H5A H9A 3.4519 no . 1_554 H5A H10 2.6365 no . 1_554 H5A H18B 3.2513 no . 4_464 H5A H19B 2.5358 no . 4_464 H5A H20A 3.2144 no . 4_464 H5B S1 3.5975 no . 1_655 H5B C2 3.4026 no . 1_655 H5B C15 3.4124 no . 1_655 H5B H2A 3.0020 no . 1_655 H5B H2B 2.8786 no . 1_655 H5B H10 3.0827 no . 1_554 H5B H15A 2.7184 no . 1_655 H5B H15B 3.5846 no . 1_655 H7A C18 3.5424 no . 4_465 H7A C19 3.1542 no . 4_465 H7A H18A 2.9580 no . 4_465 H7A H19A 2.7894 no . 4_465 H7A H19B 2.8174 no . 4_465 H7B S4 3.1084 no . 4_565 H7B C18 3.4254 no . 4_465 H7B C20 3.5580 no . 4_565 H7B H18A 2.5296 no . 4_465 H7B H19A 3.5656 no . 4_465 H7B H19B 3.5573 no . 4_465 H7B H20B 3.0992 no . 4_565 H8A S1 3.1843 no . 1_655 H8A C2 3.4049 no . 1_655 H8A C13 3.4554 no . 1_655 H8A H2B 2.5329 no . 1_655 H8A H13A 2.8970 no . 1_655 H8A H13B 3.1211 no . 1_655 H8B C13 3.4147 no . 1_655 H8B C19 3.5940 no . 4_565 H8B H2B 2.7495 no . 1_655 H8B H4B 3.3223 no . 1_655 H8B H13A 2.5574 no . 1_655 H8B H13B 3.4269 no . 1_655 H8B H19A 3.0315 no . 4_565 H8B H20B 2.9743 no . 4_565 H9A C20 3.1936 no . 4_565 H9A H2A 3.0728 no . 1_656 H9A H3A 3.2927 no . 1_656 H9A H5A 3.4519 no . 1_556 H9A H18A 3.5449 no . 4_465 H9A H19B 3.5116 no . 4_465 H9A H20B 2.2277 no . 4_565 H9B C2 3.5464 no . 1_656 H9B C13 3.1450 no . 1_655 H9B C17 3.4332 no . 1_656 H9B H2A 2.6970 no . 1_656 H9B H3A 2.9807 no . 1_656 H9B H12B 3.1921 no . 1_655 H9B H13A 2.8456 no . 1_655 H9B H13B 2.6560 no . 1_655 H9B H15A 3.4739 no . 1_656 H9B H17B 2.4444 no . 1_656 H9B H20B 3.1690 no . 4_565 H10 C3 3.4284 no . 1_556 H10 C5 3.2931 no . 1_556 H10 H2A 3.5188 no . 1_656 H10 H3A 2.9762 no . 1_556 H10 H3B 3.0457 no . 1_556 H10 H5A 2.6365 no . 1_556 H10 H5B 3.0827 no . 1_556 H10 H15A 2.8091 no . 1_656 H10 H19B 2.6739 no . 4_465 H11 S1 3.1715 no . 1_655 H11 H13B 3.3390 no . 1_655 H11 H16A 3.2429 no . 1_656 H11 H16B 3.5116 no . 2_675 H11 H17B 3.2160 no . 1_656 H12A C16 3.3618 no . 1_656 H12A H15A 3.4724 no . 1_656 H12A H15B 3.4370 no . 1_656 H12A H16A 2.4707 no . 1_656 H12A H17A 3.3541 no . 1_556 H12B S2 3.3942 no . 1_556 H12B C3 3.0787 no . 1_556 H12B C17 3.4866 no . 1_556 H12B H3A 2.7465 no . 1_556 H12B H3B 2.5554 no . 1_556 H12B H9B 3.1921 no . 1_455 H12B H15A 3.1564 no . 1_656 H12B H15B 3.3190 no . 1_656 H12B H16A 3.3450 no . 1_656 H12B H17A 3.5068 no . 1_556 H12B H17B 3.0343 no . 1_556 H13A C8 3.0678 no . 1_455 H13A C9 3.4488 no . 1_455 H13A H8A 2.8970 no . 1_455 H13A H8B 2.5574 no . 1_455 H13A H9B 2.8456 no . 1_455 H13B C8 3.5091 no . 1_455 H13B C9 3.4167 no . 1_455 H13B C17 3.2761 no . 1_556 H13B H8A 3.1211 no . 1_455 H13B H8B 3.4269 no . 1_455 H13B H9B 2.6560 no . 1_455 H13B H11 3.3390 no . 1_455 H13B H16B 3.5575 no . 2_575 H13B H17A 2.9260 no . 1_556 H13B H17B 2.7270 no . 1_556 H14A C15 3.4738 no . 1_655 H14A H15B 2.7448 no . 1_655 H14B S2 3.2188 no . 2_575 H14B C17 3.5253 no . 2_575 H14B H15B 3.5317 no . 1_655 H14B H17A 2.9489 no . 2_575 H15A C5 3.5615 no . 1_455 H15A C10 2.9756 no . 1_454 H15A C11 3.2532 no . 1_454 H15A C12 3.5101 no . 1_454 H15A H3B 2.7320 no . 1_455 H15A H5B 2.7184 no . 1_455 H15A H9B 3.4739 no . 1_454 H15A H10 2.8091 no . 1_454 H15A H12A 3.4724 no . 1_454 H15A H12B 3.1564 no . 1_454 H15B S2 2.9841 no . 1_455 H15B C3 3.5623 no . 1_455 H15B C14 3.4761 no . 1_455 H15B H3B 2.5938 no . 1_455 H15B H5B 3.5846 no . 1_455 H15B H12A 3.4370 no . 1_454 H15B H12B 3.3190 no . 1_454 H15B H14A 2.7448 no . 1_455 H15B H14B 3.5317 no . 1_455 H15B H16A 3.5030 no . 2_575 H16A S1 3.4525 no . 2_574 H16A C11 3.1518 no . 1_454 H16A C12 3.1289 no . 1_454 H16A H11 3.2429 no . 1_454 H16A H12A 2.4707 no . 1_454 H16A H12B 3.3450 no . 1_454 H16A H15B 3.5030 no . 2_574 H16A H16B 3.2485 no . 2_574 H16B S1 3.0356 no . 2_574 H16B C17 3.5982 no . 2_575 H16B H11 3.5116 no . 2_474 H16B H13B 3.5575 no . 2_574 H16B H16A 3.2485 no . 2_575 H16B H17A 2.8056 no . 2_575 H17A S1 3.0777 no . 2_574 H17A S2 3.3075 no . 2_574 H17A C1 3.5989 no . 2_574 H17A C16 3.5707 no . 2_574 H17A H12A 3.3541 no . 1_554 H17A H12B 3.5068 no . 1_554 H17A H13B 2.9260 no . 1_554 H17A H14B 2.9489 no . 2_574 H17A H16B 2.8056 no . 2_574 H17B C9 3.2269 no . 1_454 H17B C10 3.2342 no . 1_454 H17B C11 3.3041 no . 1_454 H17B C12 3.5723 no . 1_554 H17B C13 3.5070 no . 1_554 H17B H9B 2.4444 no . 1_454 H17B H11 3.2160 no . 1_454 H17B H12B 3.0343 no . 1_554 H17B H13B 2.7270 no . 1_554 H18A S4 3.0102 no . 1_655 H18A C7 3.2004 no . 4_564 H18A C20 3.4740 no . 4_564 H18A H4B 3.3894 no . 1_655 H18A H7A 2.9580 no . 4_564 H18A H7B 2.5296 no . 4_564 H18A H9A 3.5449 no . 4_564 H18A H19A 3.5534 no . 4_565 H18A H20A 2.6370 no . 4_564 H18B S4 2.9879 no . 4_565 H18B C19 3.4920 no . 4_565 H18B H5A 3.2513 no . 4_565 H18B H19A 2.6874 no . 4_565 H19A C7 3.5898 no . 4_564 H19A C18 3.5096 no . 4_464 H19A H4B 3.4713 no . 4_564 H19A H7A 2.7894 no . 4_564 H19A H7B 3.5656 no . 4_564 H19A H8B 3.0315 no . 4_464 H19A H18A 3.5534 no . 4_464 H19A H18B 2.6874 no . 4_464 H19B C5 3.5080 no . 4_565 H19B C10 3.3333 no . 4_564 H19B H3A 2.9998 no . 4_565 H19B H5A 2.5358 no . 4_565 H19B H7A 2.8174 no . 4_564 H19B H7B 3.5573 no . 4_564 H19B H9A 3.5116 no . 4_564 H19B H10 2.6739 no . 4_564 H20A S3 3.2798 no . 4_465 H20A S4 3.0530 no . 4_565 H20A C18 3.3330 no . 4_465 H20A H3A 3.3915 no . 4_565 H20A H4B 3.2731 no . 4_565 H20A H5A 3.2144 no . 4_565 H20A H18A 2.6370 no . 4_465 H20B S3 3.4017 no . 4_465 H20B C8 3.3415 no . 4_464 H20B C9 2.9997 no . 4_464 H20B H3A 2.9265 no . 4_565 H20B H7B 3.0992 no . 4_464 H20B H8B 2.9743 no . 4_464 H20B H9A 2.2277 no . 4_464 H20B H9B 3.1690 no . 4_464 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 961316' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_8d _chemical_formula_sum 'C22 H38 S4' _chemical_formula_moiety 'C22 H38 S4' _chemical_formula_weight 430.78 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,+Y,1/2-Z 3 -X,-Y,-Z 4 +X,-Y,1/2+Z 5 1/2+X,1/2+Y,+Z 6 1/2-X,1/2+Y,1/2-Z 7 1/2-X,1/2-Y,-Z 8 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 23.528(7) _cell_length_b 9.944(3) _cell_length_c 10.012(4) _cell_angle_alpha 90.0000 _cell_angle_beta 97.812(9) _cell_angle_gamma 90.0000 _cell_volume 2320.6(13) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 25.35 _cell_measurement_temperature 93 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.233 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936.00 _exptl_absorpt_coefficient_mu 0.414 _exptl_absorpt_correction_type none #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 93 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Mercury70' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.629 _diffrn_reflns_number 6994 _diffrn_reflns_av_R_equivalents 0.0374 _diffrn_reflns_theta_max 25.33 _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.980 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 12 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2063 _reflns_number_gt 1851 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0358 _refine_ls_wR_factor_ref 0.1309 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2063 _refine_ls_number_parameters 118 _refine_ls_goodness_of_fit_ref 0.613 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1459P)^2^+10.1848P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_diff_density_max 0.350 _refine_diff_density_min -0.330 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; S S 0.1246 0.1234 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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 S4 S 0.85203(2) 0.04890(5) 0.37049(6) 0.0229(3) Uani 1.0 8 d . . . S8 S 0.80679(2) 0.23250(5) 0.14042(5) 0.0197(2) Uani 1.0 8 d . . . C1 C 0.97475(9) 0.1413(3) 0.2905(3) 0.0239(5) Uani 1.0 8 d . . . C2 C 0.91741(9) 0.1623(3) 0.1998(2) 0.0203(5) Uani 1.0 8 d . . . C3 C 0.86664(9) 0.1989(2) 0.2746(2) 0.0174(5) Uani 1.0 8 d . . . C5 C 0.78461(9) 0.0918(3) 0.4283(3) 0.0242(5) Uani 1.0 8 d . . . C6 C 0.73604(9) 0.1199(3) 0.3152(3) 0.0235(5) Uani 1.0 8 d . . . C7 C 0.74613(9) 0.2451(3) 0.2338(3) 0.0199(5) Uani 1.0 8 d . . . C9 C 0.87860(9) 0.3227(2) 0.3668(2) 0.0191(5) Uani 1.0 8 d . . . C10 C 0.90296(9) 0.4447(2) 0.3009(3) 0.0204(5) Uani 1.0 8 d . . . C11 C 0.90530(10) 0.5703(3) 0.3896(3) 0.0232(5) Uani 1.0 8 d . . . C12 C 0.92601(9) 0.6963(3) 0.3204(3) 0.0257(5) Uani 1.0 8 d . . . C13 C 0.98877(10) 0.6935(3) 0.3070(3) 0.0251(5) Uani 1.0 8 d . . . H1A H 0.9802 0.2138 0.3588 0.0287 Uiso 1.0 8 calc R . . H1B H 0.9738 0.0545 0.3387 0.0287 Uiso 1.0 8 calc R . . H2A H 0.9078 0.0788 0.1477 0.0244 Uiso 1.0 8 calc R . . H2B H 0.9223 0.2347 0.1345 0.0244 Uiso 1.0 8 calc R . . H5A H 0.7731 0.0169 0.4840 0.0290 Uiso 1.0 8 calc R . . H5B H 0.7905 0.1723 0.4867 0.0290 Uiso 1.0 8 calc R . . H6A H 0.6999 0.1311 0.3543 0.0282 Uiso 1.0 8 calc R . . H6B H 0.7314 0.0414 0.2539 0.0282 Uiso 1.0 8 calc R . . H7A H 0.7523 0.3228 0.2960 0.0238 Uiso 1.0 8 calc R . . H7B H 0.7111 0.2634 0.1696 0.0238 Uiso 1.0 8 calc R . . H9A H 0.8424 0.3497 0.3992 0.0229 Uiso 1.0 8 calc R . . H9B H 0.9059 0.2964 0.4465 0.0229 Uiso 1.0 8 calc R . . H10A H 0.8789 0.4636 0.2139 0.0245 Uiso 1.0 8 calc R . . H10B H 0.9421 0.4233 0.2817 0.0245 Uiso 1.0 8 calc R . . H11A H 0.9314 0.5533 0.4740 0.0279 Uiso 1.0 8 calc R . . H11B H 0.8666 0.5879 0.4140 0.0279 Uiso 1.0 8 calc R . . H12A H 0.9038 0.7049 0.2295 0.0308 Uiso 1.0 8 calc R . . H12B H 0.9180 0.7768 0.3730 0.0308 Uiso 1.0 8 calc R . . H13 H 1.0148 0.6914 0.3882 0.0301 Uiso 1.0 8 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S4 0.0194(4) 0.0191(4) 0.0310(4) 0.00322(19) 0.0061(3) 0.0060(2) S8 0.0173(4) 0.0227(4) 0.0187(4) -0.00057(19) 0.0004(3) -0.00100(19) C1 0.0169(12) 0.0292(13) 0.0266(12) 0.0028(9) 0.0060(10) 0.0039(10) C2 0.0187(11) 0.0211(12) 0.0220(11) -0.0003(9) 0.0056(9) -0.0020(9) C3 0.0150(11) 0.0184(11) 0.0182(10) 0.0007(8) 0.0003(8) 0.0014(9) C5 0.0234(12) 0.0208(12) 0.0298(12) 0.0016(9) 0.0094(10) 0.0066(10) C6 0.0169(11) 0.0207(12) 0.0340(12) -0.0021(9) 0.0077(9) 0.0001(10) C7 0.0169(11) 0.0187(12) 0.0238(12) 0.0008(8) 0.0019(9) -0.0002(9) C9 0.0177(11) 0.0222(12) 0.0176(10) -0.0002(9) 0.0027(8) 0.0006(9) C10 0.0182(11) 0.0209(12) 0.0223(11) -0.0009(8) 0.0035(9) -0.0008(9) C11 0.0209(12) 0.0238(12) 0.0249(11) -0.0004(9) 0.0028(9) -0.0047(9) C12 0.0239(13) 0.0208(12) 0.0319(12) 0.0009(9) 0.0024(10) -0.0033(10) C13 0.0224(12) 0.0217(12) 0.0294(12) -0.0004(9) -0.0028(9) -0.0017(9) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 rc13' _computing_data_reduction 'CrystalClear-SM Expert 2.0 rc13' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 S4 C3 1.832(3) yes . . S4 C5 1.812(3) yes . . S8 C3 1.840(2) yes . . S8 C7 1.814(3) yes . . C1 C1 1.527(4) yes . 2_755 C1 C2 1.535(3) yes . . C2 C3 1.537(4) yes . . C3 C9 1.542(3) yes . . C5 C6 1.521(3) yes . . C6 C7 1.524(4) yes . . C9 C10 1.529(3) yes . . C10 C11 1.529(3) yes . . C11 C12 1.543(4) yes . . C12 C13 1.501(4) yes . . C13 C13 1.320(4) yes . 2_755 C1 H1A 0.990 no . . C1 H1B 0.990 no . . C2 H2A 0.990 no . . C2 H2B 0.990 no . . C5 H5A 0.990 no . . C5 H5B 0.990 no . . C6 H6A 0.990 no . . C6 H6B 0.990 no . . C7 H7A 0.990 no . . C7 H7B 0.990 no . . C9 H9A 0.990 no . . C9 H9B 0.990 no . . C10 H10A 0.990 no . . C10 H10B 0.990 no . . C11 H11A 0.990 no . . C11 H11B 0.990 no . . C12 H12A 0.990 no . . C12 H12B 0.990 no . . C13 H13 0.950 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C3 S4 C5 102.15(11) yes . . . C3 S8 C7 102.37(10) yes . . . C1 C1 C2 111.75(18) yes 2_755 . . C1 C2 C3 115.00(18) yes . . . S4 C3 S8 110.56(11) yes . . . S4 C3 C2 106.04(15) yes . . . S4 C3 C9 111.63(15) yes . . . S8 C3 C2 104.81(14) yes . . . S8 C3 C9 110.57(14) yes . . . C2 C3 C9 112.96(18) yes . . . S4 C5 C6 114.02(17) yes . . . C5 C6 C7 113.09(18) yes . . . S8 C7 C6 114.18(16) yes . . . C3 C9 C10 115.08(18) yes . . . C9 C10 C11 112.55(19) yes . . . C10 C11 C12 113.03(19) yes . . . C11 C12 C13 113.53(19) yes . . . C12 C13 C13 126.3(2) yes . . 2_755 C1 C1 H1A 109.269 no 2_755 . . C1 C1 H1B 109.276 no 2_755 . . C2 C1 H1A 109.263 no . . . C2 C1 H1B 109.264 no . . . H1A C1 H1B 107.940 no . . . C1 C2 H2A 108.517 no . . . C1 C2 H2B 108.531 no . . . C3 C2 H2A 108.517 no . . . C3 C2 H2B 108.514 no . . . H2A C2 H2B 107.521 no . . . S4 C5 H5A 108.741 no . . . S4 C5 H5B 108.741 no . . . C6 C5 H5A 108.759 no . . . C6 C5 H5B 108.755 no . . . H5A C5 H5B 107.644 no . . . C5 C6 H6A 108.958 no . . . C5 C6 H6B 108.973 no . . . C7 C6 H6A 108.959 no . . . C7 C6 H6B 108.969 no . . . H6A C6 H6B 107.756 no . . . S8 C7 H7A 108.700 no . . . S8 C7 H7B 108.714 no . . . C6 C7 H7A 108.707 no . . . C6 C7 H7B 108.713 no . . . H7A C7 H7B 107.633 no . . . C3 C9 H9A 108.497 no . . . C3 C9 H9B 108.499 no . . . C10 C9 H9A 108.504 no . . . C10 C9 H9B 108.489 no . . . H9A C9 H9B 107.524 no . . . C9 C10 H10A 109.078 no . . . C9 C10 H10B 109.088 no . . . C11 C10 H10A 109.086 no . . . C11 C10 H10B 109.087 no . . . H10A C10 H10B 107.838 no . . . C10 C11 H11A 108.980 no . . . C10 C11 H11B 108.977 no . . . C12 C11 H11A 108.978 no . . . C12 C11 H11B 108.974 no . . . H11A C11 H11B 107.769 no . . . C11 C12 H12A 108.860 no . . . C11 C12 H12B 108.859 no . . . C13 C12 H12A 108.862 no . . . C13 C12 H12B 108.863 no . . . H12A C12 H12B 107.705 no . . . C12 C13 H13 116.859 no . . . C13 C13 H13 116.888 no 2_755 . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C3 S4 C5 C6 59.74(16) no . . . . C5 S4 C3 S8 -56.90(13) no . . . . C5 S4 C3 C2 -169.97(11) no . . . . C5 S4 C3 C9 66.63(14) no . . . . C3 S8 C7 C6 -58.39(15) no . . . . C7 S8 C3 S4 56.41(13) no . . . . C7 S8 C3 C2 170.26(11) no . . . . C7 S8 C3 C9 -67.72(14) no . . . . C1 C1 C2 C3 -165.34(17) no 2_755 . . . C2 C1 C1 C2 163.13(17) no . . 2_755 2_755 C1 C2 C3 S4 -68.1(2) no . . . . C1 C2 C3 S8 174.95(16) no . . . . C1 C2 C3 C9 54.5(3) no . . . . S4 C3 C9 C10 168.17(12) no . . . . S8 C3 C9 C10 -68.31(19) no . . . . C2 C3 C9 C10 48.8(3) no . . . . S4 C5 C6 C7 -65.8(2) no . . . . C5 C6 C7 S8 65.1(3) no . . . . C3 C9 C10 C11 171.26(15) no . . . . C9 C10 C11 C12 -176.16(15) no . . . . C10 C11 C12 C13 -71.7(3) no . . . . C11 C12 C13 C13 117.4(3) no . . . 2_755 C12 C13 C13 C12 177.28(19) no . . 2_755 2_755 loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 S4 C1 3.233(3) no . . S4 C7 3.311(3) no . . S8 C5 3.308(3) no . . S8 C10 3.342(3) no . . C1 C9 3.070(4) no . . C1 C10 3.466(4) no . . C2 C10 3.020(4) no . . C3 C6 3.250(4) no . . C5 C9 3.303(4) no . . C7 C9 3.310(3) no . . C10 C13 3.188(4) no . . C11 C13 3.594(4) no . 2_755 S4 H1A 3.4482 no . . S4 H1B 2.9251 no . . S4 H2A 2.7532 no . . S4 H2B 3.5770 no . . S4 H6B 2.9197 no . . S4 H9A 3.0162 no . . S4 H9B 2.8255 no . . S8 H2A 2.8175 no . . S8 H2B 2.7270 no . . S8 H5B 3.5898 no . . S8 H6B 2.9320 no . . S8 H9A 2.8605 no . . S8 H10A 2.8915 no . . C1 H2A 2.8185 no . 2_755 C1 H2B 2.6074 no . 2_755 C1 H9B 2.8512 no . . C1 H10B 2.9061 no . . C1 H10B 3.5494 no . 2_755 C2 H1A 2.6069 no . 2_755 C2 H1B 2.8497 no . 2_755 C2 H9A 3.3967 no . . C2 H9B 2.8524 no . . C2 H10A 3.1388 no . . C2 H10B 2.7605 no . . C3 H1A 2.6939 no . . C3 H1B 2.8958 no . . C3 H5B 2.9709 no . . C3 H6B 3.5275 no . . C3 H7A 2.9938 no . . C3 H10A 2.7253 no . . C3 H10B 2.8473 no . . C5 H7A 2.7082 no . . C5 H7B 3.3751 no . . C5 H9A 2.9346 no . . C5 H9B 3.4900 no . . C6 H9A 3.4076 no . . C7 H5A 3.3755 no . . C7 H5B 2.7031 no . . C7 H9A 2.8161 no . . C9 H1A 2.6352 no . . C9 H1B 3.5183 no . . C9 H2A 3.4023 no . . C9 H2B 2.8078 no . . C9 H5B 2.9417 no . . C9 H7A 2.9607 no . . C9 H11A 2.7553 no . . C9 H11B 2.7000 no . . C10 H1A 2.9364 no . . C10 H2B 2.7477 no . . C10 H12A 2.6856 no . . C10 H12B 3.3889 no . . C11 H9A 2.6565 no . . C11 H9B 2.7825 no . . C11 H13 2.8461 no . . C12 H10A 2.7203 no . . C12 H10B 2.7756 no . . C12 H13 2.6630 no . 2_755 C13 H10A 3.4814 no . . C13 H10B 2.8995 no . . C13 H10B 3.3224 no . 2_755 C13 H11A 2.6785 no . . C13 H11B 3.3695 no . . C13 H12A 2.6061 no . 2_755 C13 H12B 3.1330 no . 2_755 H1A H1A 2.4832 no . 2_755 H1A H1B 2.8588 no . 2_755 H1A H2A 2.8622 no . . H1A H2A 2.9668 no . 2_755 H1A H2B 2.4715 no . . H1A H2B 2.2953 no . 2_755 H1A H9A 3.5865 no . . H1A H9B 2.2170 no . . H1A H10B 2.3558 no . . H1A H10B 3.2186 no . 2_755 H1B H1B 2.2959 no . 2_755 H1B H2A 2.3060 no . . H1B H2A 2.7826 no . 2_755 H1B H2B 2.8604 no . . H1B H2B 3.0139 no . 2_755 H1B H9B 3.1572 no . . H2B H9B 3.2577 no . . H2B H10A 2.6601 no . . H2B H10B 2.3919 no . . H5A H6A 2.3091 no . . H5A H6B 2.3902 no . . H5A H7A 3.5752 no . . H5B H6A 2.3878 no . . H5B H6B 2.8603 no . . H5B H7A 2.4951 no . . H5B H7B 3.5742 no . . H5B H9A 2.3782 no . . H5B H9B 3.0596 no . . H6A H7A 2.3854 no . . H6A H7B 2.3144 no . . H6B H7A 2.8621 no . . H6B H7B 2.3880 no . . H7A H9A 2.2444 no . . H7A H10A 3.4899 no . . H9A H10A 2.4288 no . . H9A H10B 2.8609 no . . H9A H11A 2.9373 no . . H9A H11B 2.4361 no . . H9B H10A 2.8616 no . . H9B H10B 2.3287 no . . H9B H11A 2.6299 no . . H9B H11B 3.0465 no . . H10A H11A 2.8688 no . . H10A H11B 2.4042 no . . H10A H12A 2.4702 no . . H10A H12B 3.5619 no . . H10B H10B 2.8787 no . 2_755 H10B H11A 2.3606 no . . H10B H11B 2.8689 no . . H10B H12A 2.9670 no . . H10B H13 3.2669 no . . H10B H13 3.3906 no . 2_755 H11A H12A 2.8740 no . . H11A H12B 2.4449 no . . H11A H13 2.6331 no . . H11B H12A 2.4437 no . . H11B H12B 2.3021 no . . H12A H13 2.8712 no . . H12A H13 2.3855 no . 2_755 H12B H13 2.4160 no . . H12B H13 3.3434 no . 2_755 H13 H13 2.7604 no . 2_755 S4 H2A 3.1693 no . 4_555 S4 H7A 3.5698 no . 6_645 S4 H7B 3.2047 no . 6_645 S4 H12B 3.1177 no . 1_545 S8 H5A 2.9825 no . 4_554 S8 H5A 3.5276 no . 6_655 S8 H6B 3.4088 no . 6_655 S8 H7B 3.0747 no . 7_655 S8 H11B 3.3431 no . 4_564 C2 H12B 3.3292 no . 4_564 C5 H5B 3.1231 no . 7_656 C5 H6A 3.4997 no . 7_656 C5 H7A 3.5247 no . 6_645 C5 H7A 3.1214 no . 7_656 C5 H7B 3.4152 no . 6_645 C6 H5B 2.9877 no . 7_656 C6 H7A 3.1826 no . 6_645 C6 H10A 3.0986 no . 6_645 C6 H11B 3.1127 no . 6_645 C6 H12A 3.3664 no . 6_645 C7 H5A 3.4630 no . 6_655 C7 H5B 3.1465 no . 7_656 C7 H6B 2.9927 no . 6_655 C7 H11B 3.2558 no . 6_645 C9 H6A 3.5803 no . 7_656 C9 H6B 3.4690 no . 6_655 C9 H13 3.2638 no . 3_766 C10 H6A 3.2682 no . 6_655 C10 H6B 3.2781 no . 6_655 C10 H11A 3.4284 no . 4_564 C11 H2B 3.1082 no . 4_565 C11 H6A 3.2877 no . 6_655 C11 H6B 3.3517 no . 6_655 C11 H7B 3.3319 no . 6_655 C11 H10A 3.4045 no . 4_565 C12 H2B 3.2312 no . 4_565 C12 H6A 3.2932 no . 6_655 C12 H7B 3.3102 no . 6_655 C13 H1A 3.4524 no . 3_766 C13 H9B 3.2521 no . 3_766 H1A C13 3.4524 no . 3_766 H1A H11A 3.3976 no . 3_766 H1A H12B 3.3480 no . 3_766 H1A H13 2.6902 no . 3_766 H1B H1B 3.4717 no . 3_756 H1B H12B 3.0960 no . 1_545 H2A S4 3.1693 no . 4_554 H2A H5A 3.4962 no . 4_554 H2A H12B 3.1404 no . 4_564 H2B C11 3.1082 no . 4_564 H2B C12 3.2312 no . 4_564 H2B H11A 2.6763 no . 4_564 H2B H11B 2.9864 no . 4_564 H2B H12B 2.6088 no . 4_564 H2B H13 3.5796 no . 4_564 H5A S8 2.9825 no . 4_555 H5A S8 3.5276 no . 6_645 H5A C7 3.4630 no . 6_645 H5A H2A 3.4962 no . 4_555 H5A H5B 3.4628 no . 7_656 H5A H6B 3.0531 no . 4_555 H5A H7A 3.3887 no . 6_645 H5A H7A 2.8474 no . 7_656 H5A H7B 3.0018 no . 6_645 H5A H9A 3.3715 no . 7_656 H5B C5 3.1231 no . 7_656 H5B C6 2.9877 no . 7_656 H5B C7 3.1465 no . 7_656 H5B H5A 3.4628 no . 7_656 H5B H5B 2.4945 no . 7_656 H5B H6A 2.5117 no . 7_656 H5B H7A 2.5181 no . 7_656 H5B H7B 3.5055 no . 7_656 H5B H9A 3.4768 no . 7_656 H5B H12A 3.5689 no . 4_565 H6A C5 3.4997 no . 7_656 H6A C9 3.5803 no . 7_656 H6A C10 3.2682 no . 6_645 H6A C11 3.2877 no . 6_645 H6A C12 3.2932 no . 6_645 H6A H5B 2.5117 no . 7_656 H6A H7A 3.5587 no . 7_656 H6A H9A 2.7889 no . 7_656 H6A H9B 3.4705 no . 7_656 H6A H10A 2.5162 no . 6_645 H6A H11B 2.9500 no . 6_645 H6A H12A 2.5754 no . 6_645 H6B S8 3.4088 no . 6_645 H6B C7 2.9927 no . 6_645 H6B C9 3.4690 no . 6_645 H6B C10 3.2781 no . 6_645 H6B C11 3.3517 no . 6_645 H6B H5A 3.0531 no . 4_554 H6B H7A 2.2750 no . 6_645 H6B H7B 3.1268 no . 6_645 H6B H9A 2.8762 no . 6_645 H6B H10A 2.7683 no . 6_645 H6B H11B 2.7015 no . 6_645 H6B H12A 3.5954 no . 6_645 H7A S4 3.5698 no . 6_655 H7A C5 3.5247 no . 6_655 H7A C5 3.1214 no . 7_656 H7A C6 3.1826 no . 6_655 H7A H5A 3.3887 no . 6_655 H7A H5A 2.8474 no . 7_656 H7A H5B 2.5181 no . 7_656 H7A H6A 3.5587 no . 7_656 H7A H6B 2.2750 no . 6_655 H7B S4 3.2047 no . 6_655 H7B S8 3.0747 no . 7_655 H7B C5 3.4152 no . 6_655 H7B C11 3.3319 no . 6_645 H7B C12 3.3102 no . 6_645 H7B H5A 3.0018 no . 6_655 H7B H5B 3.5055 no . 7_656 H7B H6B 3.1268 no . 6_655 H7B H11B 2.5835 no . 6_645 H7B H12A 3.0677 no . 6_645 H7B H12B 3.0140 no . 6_645 H9A H5A 3.3715 no . 7_656 H9A H5B 3.4768 no . 7_656 H9A H6A 2.7889 no . 7_656 H9A H6B 2.8762 no . 6_655 H9A H12A 3.4660 no . 4_565 H9B C13 3.2521 no . 3_766 H9B H6A 3.4705 no . 7_656 H9B H12A 2.8400 no . 4_565 H9B H13 2.3214 no . 3_766 H10A C6 3.0986 no . 6_655 H10A C11 3.4045 no . 4_564 H10A H6A 2.5162 no . 6_655 H10A H6B 2.7683 no . 6_655 H10A H11A 2.8514 no . 4_564 H10A H11B 3.0210 no . 4_564 H10B H11A 3.5922 no . 3_766 H10B H11A 3.0652 no . 4_564 H10B H13 3.5124 no . 3_766 H11A C10 3.4284 no . 4_565 H11A H1A 3.3976 no . 3_766 H11A H2B 2.6763 no . 4_565 H11A H10A 2.8514 no . 4_565 H11A H10B 3.5922 no . 3_766 H11A H10B 3.0652 no . 4_565 H11A H11A 3.3689 no . 3_766 H11A H13 2.9916 no . 3_766 H11B S8 3.3431 no . 4_565 H11B C6 3.1127 no . 6_655 H11B C7 3.2558 no . 6_655 H11B H2B 2.9864 no . 4_565 H11B H6A 2.9500 no . 6_655 H11B H6B 2.7015 no . 6_655 H11B H7B 2.5835 no . 6_655 H11B H10A 3.0210 no . 4_565 H12A C6 3.3664 no . 6_655 H12A H5B 3.5689 no . 4_564 H12A H6A 2.5754 no . 6_655 H12A H6B 3.5954 no . 6_655 H12A H7B 3.0677 no . 6_655 H12A H9A 3.4660 no . 4_564 H12A H9B 2.8400 no . 4_564 H12B S4 3.1177 no . 1_565 H12B C2 3.3292 no . 4_565 H12B H1A 3.3480 no . 3_766 H12B H1B 3.0960 no . 1_565 H12B H2A 3.1404 no . 4_565 H12B H2B 2.6088 no . 4_565 H12B H7B 3.0140 no . 6_655 H13 C9 3.2638 no . 3_766 H13 H1A 2.6902 no . 3_766 H13 H2B 3.5796 no . 4_565 H13 H9B 2.3214 no . 3_766 H13 H10B 3.5124 no . 3_766 H13 H11A 2.9916 no . 3_766 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 961317' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_10a _chemical_formula_sum 'C20 H36 S4' _chemical_formula_moiety 'C20 H36 S4' _chemical_formula_weight 404.74 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 10.897(4) _cell_length_b 10.212(4) _cell_length_c 19.565(6) _cell_angle_alpha 90.0000 _cell_angle_beta 96.714(9) _cell_angle_gamma 90.0000 _cell_volume 2162.1(12) _cell_formula_units_Z 4 _cell_measurement_reflns_used 6210 _cell_measurement_theta_min 1.88 _cell_measurement_theta_max 25.35 _cell_measurement_temperature 93 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.120 _exptl_crystal_size_mid 0.050 _exptl_crystal_size_min 0.050 _exptl_crystal_density_diffrn 1.243 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880.00 _exptl_absorpt_coefficient_mu 0.440 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_absorpt_correction_T_min 0.582 _exptl_absorpt_correction_T_max 0.978 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 93 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Mercury70' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.629 _diffrn_reflns_number 13407 _diffrn_reflns_av_R_equivalents 0.0672 _diffrn_reflns_theta_min 1.882 _diffrn_reflns_theta_max 25.349 _diffrn_reflns_theta_full 25.000 _diffrn_measured_fraction_theta_max 0.990 _diffrn_measured_fraction_theta_full 0.994 _diffrn_reflns_Laue_measured_fraction_max 0.990 _diffrn_reflns_Laue_measured_fraction_full 0.994 _diffrn_reflns_point_group_measured_fraction_max 0.990 _diffrn_reflns_point_group_measured_fraction_full 0.994 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3915 _reflns_number_gt 2899 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0503 _refine_ls_wR_factor_ref 0.1212 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3915 _refine_ls_number_parameters 217 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0384P)^2^+0.4048P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.340 _refine_diff_density_min -0.410 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; S S 0.1246 0.1234 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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 S15 S 0.74344(8) 0.62244(8) 0.33557(4) 0.0214(3) Uani 1.0 4 d . . . S19 S 0.56490(8) 0.72969(8) 0.42818(4) 0.0206(3) Uani 1.0 4 d . . . S20 S 0.93295(8) 0.70337(8) 0.59920(4) 0.0217(3) Uani 1.0 4 d . . . S24 S 0.76101(8) 0.55327(8) 0.68013(4) 0.0211(3) Uani 1.0 4 d . . . C1 C 0.6636(3) 0.5905(3) 0.41192(14) 0.0198(8) Uani 1.0 4 d . . . C2 C 0.7697(3) 0.5899(3) 0.47113(14) 0.0200(8) Uani 1.0 4 d . . . C3 C 0.7296(3) 0.5765(3) 0.54345(14) 0.0188(7) Uani 1.0 4 d . . . C4 C 0.8363(3) 0.5567(3) 0.60096(14) 0.0158(7) Uani 1.0 4 d . . . C5 C 0.9123(3) 0.4329(3) 0.59223(14) 0.0179(8) Uani 1.0 4 d . . . C6 C 0.8426(3) 0.3031(3) 0.58905(15) 0.0207(8) Uani 1.0 4 d . . . C7 C 0.9229(3) 0.1908(3) 0.56830(15) 0.0239(8) Uani 1.0 4 d . . . C8 C 0.8593(4) 0.0553(3) 0.56493(16) 0.0289(9) Uani 1.0 4 d . . . C9 C 0.7415(4) 0.0477(4) 0.51429(14) 0.0285(9) Uani 1.0 4 d . . . C10 C 0.7646(4) 0.0596(4) 0.43902(15) 0.0286(9) Uani 1.0 4 d . . . C11 C 0.6471(4) 0.0866(3) 0.38937(16) 0.0295(9) Uani 1.0 4 d . . . C12 C 0.5823(3) 0.2154(3) 0.40125(15) 0.0224(8) Uani 1.0 4 d . . . C13 C 0.6603(3) 0.3374(3) 0.39390(15) 0.0228(8) Uani 1.0 4 d . . . C14 C 0.5891(3) 0.4623(3) 0.40566(15) 0.0198(8) Uani 1.0 4 d . . . C16 C 0.6166(3) 0.6513(3) 0.26959(14) 0.0217(8) Uani 1.0 4 d . . . C17 C 0.5374(3) 0.7686(3) 0.28527(14) 0.0228(8) Uani 1.0 4 d . . . C18 C 0.4677(3) 0.7477(4) 0.34718(14) 0.0237(8) Uani 1.0 4 d . . . C21 C 1.0360(3) 0.6892(4) 0.67793(14) 0.0236(8) Uani 1.0 4 d . . . C22 C 0.9709(3) 0.6818(4) 0.74249(15) 0.0273(9) Uani 1.0 4 d . . . C23 C 0.8911(3) 0.5604(3) 0.74660(14) 0.0241(8) Uani 1.0 4 d . . . H2A H 0.8261 0.5167 0.4637 0.0240 Uiso 1.0 4 calc R . . H2B H 0.8171 0.6723 0.4692 0.0240 Uiso 1.0 4 calc R . . H3A H 0.6834 0.6563 0.5537 0.0225 Uiso 1.0 4 calc R . . H3B H 0.6723 0.5013 0.5436 0.0225 Uiso 1.0 4 calc R . . H5A H 0.9519 0.4420 0.5494 0.0214 Uiso 1.0 4 calc R . . H5B H 0.9793 0.4285 0.6310 0.0214 Uiso 1.0 4 calc R . . H6A H 0.7678 0.3103 0.5553 0.0248 Uiso 1.0 4 calc R . . H6B H 0.8158 0.2842 0.6347 0.0248 Uiso 1.0 4 calc R . . H7A H 0.9984 0.1861 0.6017 0.0287 Uiso 1.0 4 calc R . . H7B H 0.9489 0.2107 0.5226 0.0287 Uiso 1.0 4 calc R . . H8A H 0.9185 -0.0110 0.5518 0.0347 Uiso 1.0 4 calc R . . H8B H 0.8387 0.0325 0.6114 0.0347 Uiso 1.0 4 calc R . . H9A H 0.6999 -0.0369 0.5208 0.0342 Uiso 1.0 4 calc R . . H9B H 0.6848 0.1186 0.5250 0.0342 Uiso 1.0 4 calc R . . H10A H 0.8027 -0.0227 0.4250 0.0344 Uiso 1.0 4 calc R . . H10B H 0.8244 0.1313 0.4349 0.0344 Uiso 1.0 4 calc R . . H11A H 0.6692 0.0860 0.3417 0.0354 Uiso 1.0 4 calc R . . H11B H 0.5880 0.0141 0.3933 0.0354 Uiso 1.0 4 calc R . . H12A H 0.5066 0.2214 0.3681 0.0269 Uiso 1.0 4 calc R . . H12B H 0.5564 0.2144 0.4481 0.0269 Uiso 1.0 4 calc R . . H13A H 0.6867 0.3394 0.3472 0.0274 Uiso 1.0 4 calc R . . H13B H 0.7354 0.3333 0.4276 0.0274 Uiso 1.0 4 calc R . . H14A H 0.5494 0.4511 0.4483 0.0237 Uiso 1.0 4 calc R . . H14B H 0.5223 0.4720 0.3671 0.0237 Uiso 1.0 4 calc R . . H16A H 0.6497 0.6665 0.2252 0.0261 Uiso 1.0 4 calc R . . H16B H 0.5639 0.5722 0.2645 0.0261 Uiso 1.0 4 calc R . . H17A H 0.5914 0.8464 0.2936 0.0274 Uiso 1.0 4 calc R . . H17B H 0.4773 0.7871 0.2445 0.0274 Uiso 1.0 4 calc R . . H18A H 0.4159 0.6682 0.3392 0.0285 Uiso 1.0 4 calc R . . H18B H 0.4116 0.8229 0.3508 0.0285 Uiso 1.0 4 calc R . . H21A H 1.0872 0.6095 0.6754 0.0283 Uiso 1.0 4 calc R . . H21B H 1.0924 0.7655 0.6818 0.0283 Uiso 1.0 4 calc R . . H22A H 0.9182 0.7604 0.7444 0.0327 Uiso 1.0 4 calc R . . H22B H 1.0339 0.6838 0.7833 0.0327 Uiso 1.0 4 calc R . . H23A H 0.8600 0.5583 0.7921 0.0289 Uiso 1.0 4 calc R . . H23B H 0.9431 0.4817 0.7431 0.0289 Uiso 1.0 4 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S15 0.0196(5) 0.0248(5) 0.0198(4) 0.0002(4) 0.0028(4) 0.0025(4) S19 0.0215(6) 0.0211(5) 0.0189(4) 0.0024(4) 0.0009(4) -0.0009(4) S20 0.0235(6) 0.0194(5) 0.0218(5) -0.0036(4) 0.0007(4) 0.0004(4) S24 0.0193(5) 0.0250(5) 0.0192(4) -0.0014(4) 0.0032(4) -0.0014(4) C1 0.0177(19) 0.0254(19) 0.0167(16) 0.0002(15) 0.0039(14) 0.0001(14) C2 0.0180(19) 0.0237(18) 0.0177(15) -0.0043(15) -0.0010(14) 0.0018(14) C3 0.0163(19) 0.0196(18) 0.0209(16) 0.0010(14) 0.0037(14) 0.0020(14) C4 0.0136(18) 0.0187(17) 0.0152(15) -0.0045(13) 0.0018(13) 0.0018(13) C5 0.0170(19) 0.0244(19) 0.0120(14) 0.0058(14) 0.0004(13) -0.0007(13) C6 0.0169(19) 0.0231(18) 0.0212(16) -0.0042(15) -0.0013(14) 0.0039(14) C7 0.026(2) 0.0216(18) 0.0240(17) 0.0036(15) 0.0013(15) 0.0008(14) C8 0.040(3) 0.0204(19) 0.0252(17) -0.0050(16) 0.0001(16) 0.0028(15) C9 0.040(3) 0.022(2) 0.0225(17) -0.0108(17) 0.0006(16) 0.0045(15) C10 0.033(3) 0.0202(19) 0.0331(19) 0.0061(16) 0.0069(17) 0.0002(15) C11 0.044(3) 0.0197(19) 0.0239(17) -0.0024(17) -0.0013(16) -0.0011(15) C12 0.026(3) 0.0211(19) 0.0192(16) 0.0021(15) -0.0003(15) -0.0033(14) C13 0.020(2) 0.0216(18) 0.0260(17) -0.0017(15) -0.0022(15) -0.0011(14) C14 0.017(2) 0.0207(18) 0.0208(16) 0.0013(14) -0.0015(14) 0.0011(14) C16 0.021(2) 0.0287(19) 0.0147(15) -0.0018(15) -0.0004(14) 0.0023(14) C17 0.027(3) 0.0243(19) 0.0160(16) -0.0003(15) -0.0023(14) 0.0008(14) C18 0.021(2) 0.0265(19) 0.0224(17) 0.0028(15) -0.0042(15) 0.0022(14) C21 0.023(2) 0.0249(19) 0.0216(16) -0.0014(16) -0.0024(14) -0.0070(14) C22 0.024(3) 0.035(3) 0.0215(17) -0.0061(17) -0.0000(15) -0.0040(15) C23 0.026(2) 0.032(2) 0.0138(15) 0.0015(16) 0.0009(14) -0.0022(14) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 rc13' _computing_data_reduction 'CrystalClear-SM Expert 2.0 rc13' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 S15 C1 1.844(4) yes . . S15 C16 1.802(3) yes . . S19 C1 1.832(4) yes . . S19 C18 1.809(3) yes . . S20 C4 1.833(3) yes . . S20 C21 1.803(3) yes . . S24 C4 1.836(4) yes . . S24 C23 1.810(3) yes . . C1 C2 1.538(4) yes . . C1 C14 1.537(5) yes . . C2 C3 1.535(5) yes . . C3 C4 1.534(4) yes . . C4 C5 1.532(5) yes . . C5 C6 1.525(5) yes . . C6 C7 1.527(5) yes . . C7 C8 1.545(5) yes . . C8 C9 1.529(5) yes . . C9 C10 1.528(5) yes . . C10 C11 1.539(5) yes . . C11 C12 1.524(5) yes . . C12 C13 1.524(5) yes . . C13 C14 1.524(5) yes . . C16 C17 1.528(5) yes . . C17 C18 1.518(5) yes . . C21 C22 1.521(5) yes . . C22 C23 1.522(5) yes . . C2 H2A 0.990 no . . C2 H2B 0.990 no . . C3 H3A 0.990 no . . C3 H3B 0.990 no . . C5 H5A 0.990 no . . C5 H5B 0.990 no . . C6 H6A 0.990 no . . C6 H6B 0.990 no . . C7 H7A 0.990 no . . C7 H7B 0.990 no . . C8 H8A 0.990 no . . C8 H8B 0.990 no . . C9 H9A 0.990 no . . C9 H9B 0.990 no . . C10 H10A 0.990 no . . C10 H10B 0.990 no . . C11 H11A 0.990 no . . C11 H11B 0.990 no . . C12 H12A 0.990 no . . C12 H12B 0.990 no . . C13 H13A 0.990 no . . C13 H13B 0.990 no . . C14 H14A 0.990 no . . C14 H14B 0.990 no . . C16 H16A 0.990 no . . C16 H16B 0.990 no . . C17 H17A 0.990 no . . C17 H17B 0.990 no . . C18 H18A 0.990 no . . C18 H18B 0.990 no . . C21 H21A 0.990 no . . C21 H21B 0.990 no . . C22 H22A 0.990 no . . C22 H22B 0.990 no . . C23 H23A 0.990 no . . C23 H23B 0.990 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C1 S15 C16 102.38(15) yes . . . C1 S19 C18 102.82(14) yes . . . C4 S20 C21 102.71(14) yes . . . C4 S24 C23 102.45(15) yes . . . S15 C1 S19 110.21(16) yes . . . S15 C1 C2 103.1(2) yes . . . S15 C1 C14 112.4(2) yes . . . S19 C1 C2 106.1(2) yes . . . S19 C1 C14 111.1(3) yes . . . C2 C1 C14 113.6(3) yes . . . C1 C2 C3 115.1(3) yes . . . C2 C3 C4 114.5(3) yes . . . S20 C4 S24 110.23(15) yes . . . S20 C4 C3 105.4(2) yes . . . S20 C4 C5 110.7(3) yes . . . S24 C4 C3 104.2(2) yes . . . S24 C4 C5 112.3(2) yes . . . C3 C4 C5 113.6(3) yes . . . C4 C5 C6 116.6(3) yes . . . C5 C6 C7 111.4(3) yes . . . C6 C7 C8 114.6(3) yes . . . C7 C8 C9 114.3(3) yes . . . C8 C9 C10 113.6(3) yes . . . C9 C10 C11 113.8(3) yes . . . C10 C11 C12 115.1(3) yes . . . C11 C12 C13 114.7(3) yes . . . C12 C13 C14 111.8(3) yes . . . C1 C14 C13 116.9(3) yes . . . S15 C16 C17 112.9(2) yes . . . C16 C17 C18 113.4(3) yes . . . S19 C18 C17 114.6(3) yes . . . S20 C21 C22 114.1(3) yes . . . C21 C22 C23 114.1(3) yes . . . S24 C23 C22 113.5(2) yes . . . C1 C2 H2A 108.501 no . . . C1 C2 H2B 108.494 no . . . C3 C2 H2A 108.489 no . . . C3 C2 H2B 108.493 no . . . H2A C2 H2B 107.513 no . . . C2 C3 H3A 108.644 no . . . C2 C3 H3B 108.649 no . . . C4 C3 H3A 108.641 no . . . C4 C3 H3B 108.641 no . . . H3A C3 H3B 107.585 no . . . C4 C5 H5A 108.141 no . . . C4 C5 H5B 108.132 no . . . C6 C5 H5A 108.139 no . . . C6 C5 H5B 108.128 no . . . H5A C5 H5B 107.314 no . . . C5 C6 H6A 109.336 no . . . C5 C6 H6B 109.340 no . . . C7 C6 H6A 109.337 no . . . C7 C6 H6B 109.342 no . . . H6A C6 H6B 107.976 no . . . C6 C7 H7A 108.608 no . . . C6 C7 H7B 108.621 no . . . C8 C7 H7A 108.608 no . . . C8 C7 H7B 108.625 no . . . H7A C7 H7B 107.580 no . . . C7 C8 H8A 108.675 no . . . C7 C8 H8B 108.681 no . . . C9 C8 H8A 108.669 no . . . C9 C8 H8B 108.680 no . . . H8A C8 H8B 107.619 no . . . C8 C9 H9A 108.852 no . . . C8 C9 H9B 108.851 no . . . C10 C9 H9A 108.850 no . . . C10 C9 H9B 108.839 no . . . H9A C9 H9B 107.700 no . . . C9 C10 H10A 108.793 no . . . C9 C10 H10B 108.801 no . . . C11 C10 H10A 108.790 no . . . C11 C10 H10B 108.793 no . . . H10A C10 H10B 107.669 no . . . C10 C11 H11A 108.493 no . . . C10 C11 H11B 108.483 no . . . C12 C11 H11A 108.487 no . . . C12 C11 H11B 108.489 no . . . H11A C11 H11B 107.504 no . . . C11 C12 H12A 108.588 no . . . C11 C12 H12B 108.590 no . . . C13 C12 H12A 108.599 no . . . C13 C12 H12B 108.590 no . . . H12A C12 H12B 107.558 no . . . C12 C13 H13A 109.260 no . . . C12 C13 H13B 109.266 no . . . C14 C13 H13A 109.263 no . . . C14 C13 H13B 109.268 no . . . H13A C13 H13B 107.936 no . . . C1 C14 H14A 108.080 no . . . C1 C14 H14B 108.076 no . . . C13 C14 H14A 108.075 no . . . C13 C14 H14B 108.076 no . . . H14A C14 H14B 107.296 no . . . S15 C16 H16A 109.019 no . . . S15 C16 H16B 109.019 no . . . C17 C16 H16A 109.011 no . . . C17 C16 H16B 109.021 no . . . H16A C16 H16B 107.796 no . . . C16 C17 H17A 108.900 no . . . C16 C17 H17B 108.904 no . . . C18 C17 H17A 108.894 no . . . C18 C17 H17B 108.903 no . . . H17A C17 H17B 107.730 no . . . S19 C18 H18A 108.609 no . . . S19 C18 H18B 108.607 no . . . C17 C18 H18A 108.601 no . . . C17 C18 H18B 108.604 no . . . H18A C18 H18B 107.569 no . . . S20 C21 H21A 108.723 no . . . S20 C21 H21B 108.729 no . . . C22 C21 H21A 108.721 no . . . C22 C21 H21B 108.726 no . . . H21A C21 H21B 107.629 no . . . C21 C22 H22A 108.724 no . . . C21 C22 H22B 108.722 no . . . C23 C22 H22A 108.720 no . . . C23 C22 H22B 108.720 no . . . H22A C22 H22B 107.625 no . . . S24 C23 H23A 108.861 no . . . S24 C23 H23B 108.863 no . . . C22 C23 H23A 108.864 no . . . C22 C23 H23B 108.862 no . . . H23A C23 H23B 107.710 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C1 S15 C16 C17 60.9(2) no . . . . C16 S15 C1 S19 -57.45(18) no . . . . C16 S15 C1 C2 -170.30(16) no . . . . C16 S15 C1 C14 67.0(2) no . . . . C1 S19 C18 C17 -57.2(3) no . . . . C18 S19 C1 S15 55.31(19) no . . . . C18 S19 C1 C2 166.22(17) no . . . . C18 S19 C1 C14 -69.91(19) no . . . . C4 S20 C21 C22 -58.1(3) no . . . . C21 S20 C4 S24 56.66(19) no . . . . C21 S20 C4 C3 168.60(17) no . . . . C21 S20 C4 C5 -68.14(19) no . . . . C4 S24 C23 C22 59.0(3) no . . . . C23 S24 C4 S20 -57.14(18) no . . . . C23 S24 C4 C3 -169.86(16) no . . . . C23 S24 C4 C5 66.7(2) no . . . . S15 C1 C2 C3 175.12(18) no . . . . S15 C1 C14 C13 57.5(3) no . . . . S19 C1 C2 C3 59.3(3) no . . . . S19 C1 C14 C13 -178.47(16) no . . . . C2 C1 C14 C13 -59.0(4) no . . . . C14 C1 C2 C3 -63.0(4) no . . . . C1 C2 C3 C4 171.8(3) no . . . . C2 C3 C4 S20 60.9(3) no . . . . C2 C3 C4 S24 177.0(2) no . . . . C2 C3 C4 C5 -60.5(4) no . . . . S20 C4 C5 C6 -177.03(15) no . . . . S24 C4 C5 C6 59.3(3) no . . . . C3 C4 C5 C6 -58.6(3) no . . . . C4 C5 C6 C7 170.4(2) no . . . . C5 C6 C7 C8 179.2(2) no . . . . C6 C7 C8 C9 59.2(4) no . . . . C7 C8 C9 C10 67.6(4) no . . . . C8 C9 C10 C11 -165.5(3) no . . . . C9 C10 C11 C12 62.6(4) no . . . . C10 C11 C12 C13 60.6(4) no . . . . C11 C12 C13 C14 179.4(2) no . . . . C12 C13 C14 C1 169.9(2) no . . . . S15 C16 C17 C18 -66.7(3) no . . . . C16 C17 C18 S19 64.8(3) no . . . . S20 C21 C22 C23 64.5(3) no . . . . C21 C22 C23 S24 -64.9(4) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 S15 C13 3.292(4) no . . S15 C18 3.297(4) no . . S19 C3 3.131(3) no . . S19 C16 3.316(3) no . . S20 C2 3.121(3) no . . S20 C23 3.311(4) no . . S24 C6 3.295(4) no . . S24 C21 3.307(4) no . . C1 C17 3.247(4) no . . C2 C5 3.121(4) no . . C2 C13 3.152(5) no . . C3 C6 3.139(5) no . . C3 C14 3.163(4) no . . C4 C22 3.240(4) no . . C5 C21 3.309(5) no . . C5 C23 3.322(4) no . . C6 C9 3.128(5) no . . C7 C10 3.186(5) no . . C9 C12 3.153(5) no . . C10 C13 3.144(5) no . . C14 C16 3.330(5) no . . C14 C18 3.346(5) no . . S15 H2A 2.7809 no . . S15 H2B 2.6918 no . . S15 H13A 2.9698 no . . S15 H13B 3.4641 no . . S15 H14B 2.9825 no . . S15 H17A 2.8865 no . . S19 H2A 3.5854 no . . S19 H2B 2.8320 no . . S19 H3A 2.7419 no . . S19 H3B 3.3599 no . . S19 H14A 2.8795 no . . S19 H14B 2.9046 no . . S19 H16B 3.5829 no . . S19 H17A 2.9343 no . . S20 H2A 3.3610 no . . S20 H2B 2.7231 no . . S20 H3A 2.8022 no . . S20 H3B 3.5758 no . . S20 H5A 2.8569 no . . S20 H5B 2.9062 no . . S20 H22A 2.9235 no . . S24 H3A 2.7298 no . . S24 H3B 2.7833 no . . S24 H5B 2.9560 no . . S24 H6A 3.4882 no . . S24 H6B 2.9704 no . . S24 H22A 2.9133 no . . C1 H3A 2.8378 no . . C1 H3B 2.7238 no . . C1 H13A 2.8836 no . . C1 H13B 2.7468 no . . C1 H16B 2.9670 no . . C1 H17A 3.5184 no . . C1 H18A 3.0061 no . . C2 H5A 2.8035 no . . C2 H6A 3.2981 no . . C2 H13A 3.5678 no . . C2 H13B 2.7670 no . . C2 H14A 2.7787 no . . C2 H14B 3.4022 no . . C3 H5A 2.7759 no . . C3 H5B 3.3963 no . . C3 H6A 2.7565 no . . C3 H6B 3.5482 no . . C3 H13B 3.3681 no . . C3 H14A 2.8473 no . . C4 H2A 2.7060 no . . C4 H2B 2.8211 no . . C4 H6A 2.7446 no . . C4 H6B 2.8748 no . . C4 H21A 2.9917 no . . C4 H22A 3.5238 no . . C4 H23B 2.9857 no . . C5 H2A 2.7178 no . . C5 H2B 3.5024 no . . C5 H3A 3.3996 no . . C5 H3B 2.7668 no . . C5 H7A 2.6880 no . . C5 H7B 2.7002 no . . C5 H21A 2.9671 no . . C5 H23B 2.9729 no . . C6 H2A 3.2710 no . . C6 H3B 2.8188 no . . C6 H8A 3.4128 no . . C6 H8B 2.7996 no . . C6 H9B 2.7527 no . . C6 H10B 3.4753 no . . C6 H13B 3.2522 no . . C6 H23B 3.5819 no . . C7 H5A 2.6162 no . . C7 H5B 2.7570 no . . C7 H9A 3.4122 no . . C7 H9B 2.7351 no . . C7 H10B 2.7716 no . . C7 H13B 3.5439 no . . C8 H6A 2.7866 no . . C8 H6B 2.7748 no . . C8 H10A 2.8493 no . . C8 H10B 2.6452 no . . C9 H6A 2.8043 no . . C9 H6B 3.4045 no . . C9 H7A 3.4118 no . . C9 H7B 2.7961 no . . C9 H11A 3.3990 no . . C9 H11B 2.7552 no . . C9 H12B 2.8343 no . . C9 H13B 3.3715 no . . C10 H6A 3.4226 no . . C10 H7B 2.8844 no . . C10 H8A 2.7080 no . . C10 H8B 3.3867 no . . C10 H12A 3.4134 no . . C10 H12B 2.7879 no . . C10 H13A 3.4291 no . . C10 H13B 2.8198 no . . C11 H9A 2.8615 no . . C11 H9B 2.6572 no . . C11 H13A 2.7598 no . . C11 H13B 2.7688 no . . C12 H6A 3.5616 no . . C12 H9B 2.7304 no . . C12 H10A 3.4115 no . . C12 H10B 2.7791 no . . C12 H14A 2.6160 no . . C12 H14B 2.7632 no . . C13 H2A 2.8117 no . . C13 H3B 3.3629 no . . C13 H6A 3.2492 no . . C13 H9B 3.3887 no . . C13 H10B 2.8164 no . . C13 H11A 2.7687 no . . C13 H11B 3.3941 no . . C13 H16B 3.5553 no . . C14 H2A 2.7532 no . . C14 H2B 3.4039 no . . C14 H3A 3.5596 no . . C14 H3B 2.7733 no . . C14 H12A 2.6923 no . . C14 H12B 2.7017 no . . C14 H16B 2.9640 no . . C14 H18A 3.0163 no . . C16 H13A 3.5727 no . . C16 H14B 2.9173 no . . C16 H18A 2.7134 no . . C16 H18B 3.3790 no . . C17 H14B 3.4394 no . . C18 H14B 2.8941 no . . C18 H16A 3.3792 no . . C18 H16B 2.7064 no . . C21 H5B 2.8593 no . . C21 H23A 3.3855 no . . C21 H23B 2.7281 no . . C22 H5B 3.3913 no . . C23 H5B 2.8910 no . . C23 H21A 2.7297 no . . C23 H21B 3.3846 no . . H2A H3A 2.8625 no . . H2A H3B 2.4278 no . . H2A H5A 2.1763 no . . H2A H6A 2.8858 no . . H2A H7B 3.5387 no . . H2A H13A 3.1575 no . . H2A H13B 2.1951 no . . H2A H14A 3.0692 no . . H2B H3A 2.3336 no . . H2B H3B 2.8628 no . . H2B H5A 3.1010 no . . H3A H14A 3.1738 no . . H3B H5A 3.0959 no . . H3B H6A 2.2105 no . . H3B H6B 3.1444 no . . H3B H13B 2.9891 no . . H3B H14A 2.2250 no . . H5A H6A 2.4297 no . . H5A H6B 2.8558 no . . H5A H7A 2.8301 no . . H5A H7B 2.4193 no . . H5A H13B 3.3414 no . . H5A H21A 3.2127 no . . H5B H6A 2.8576 no . . H5B H6B 2.3195 no . . H5B H7A 2.5554 no . . H5B H7B 3.0649 no . . H5B H21A 2.3048 no . . H5B H23B 2.3366 no . . H6A H7A 2.8663 no . . H6A H7B 2.3739 no . . H6A H8B 3.1067 no . . H6A H9B 2.2083 no . . H6A H10B 3.1006 no . . H6A H12B 3.0878 no . . H6A H13B 2.4940 no . . H6A H14A 3.3093 no . . H6B H7A 2.3833 no . . H6B H7B 2.8665 no . . H6B H8B 2.6272 no . . H6B H9B 2.9644 no . . H6B H23B 3.1303 no . . H7A H8A 2.3585 no . . H7A H8B 2.3674 no . . H7B H8A 2.3668 no . . H7B H8B 2.8742 no . . H7B H9B 3.0332 no . . H7B H10A 3.3394 no . . H7B H10B 2.2135 no . . H7B H13B 3.0702 no . . H8A H9A 2.4029 no . . H8A H9B 2.8636 no . . H8A H10A 2.6514 no . . H8A H10B 2.8014 no . . H8B H9A 2.3032 no . . H8B H9B 2.4048 no . . H8B H10B 3.5849 no . . H9A H10A 2.2987 no . . H9A H10B 2.8548 no . . H9A H11B 2.6960 no . . H9A H12B 3.2453 no . . H9B H10A 2.8548 no . . H9B H10B 2.4631 no . . H9B H11A 3.5854 no . . H9B H11B 2.8726 no . . H9B H12A 3.5922 no . . H9B H12B 2.1646 no . . H9B H13B 2.9988 no . . H10A H11A 2.3342 no . . H10A H11B 2.3792 no . . H10B H11A 2.3823 no . . H10B H11B 2.8703 no . . H10B H12B 3.0805 no . . H10B H13A 3.0175 no . . H10B H13B 2.2767 no . . H11A H12A 2.3520 no . . H11A H12B 2.8564 no . . H11A H13A 2.5962 no . . H11A H13B 3.0725 no . . H11B H12A 2.3264 no . . H11B H12B 2.3531 no . . H12A H13A 2.3792 no . . H12A H13B 2.8636 no . . H12A H14A 2.8300 no . . H12A H14B 2.5649 no . . H12B H13A 2.8638 no . . H12B H13B 2.3718 no . . H12B H14A 2.4189 no . . H12B H14B 3.0712 no . . H13A H14A 2.8535 no . . H13A H14B 2.3149 no . . H13A H16B 3.0907 no . . H13B H14A 2.4309 no . . H13B H14B 2.8554 no . . H14A H18A 3.2950 no . . H14B H16B 2.3448 no . . H14B H18A 2.3469 no . . H16A H17A 2.4021 no . . H16A H17B 2.3144 no . . H16A H18A 3.5763 no . . H16B H17A 2.8666 no . . H16B H17B 2.4034 no . . H16B H18A 2.5000 no . . H16B H18B 3.5806 no . . H17A H18A 2.8563 no . . H17A H18B 2.3791 no . . H17B H18A 2.3761 no . . H17B H18B 2.3072 no . . H21A H22A 2.8580 no . . H21A H22B 2.3775 no . . H21A H23A 3.5974 no . . H21A H23B 2.5319 no . . H21B H22A 2.3774 no . . H21B H22B 2.3105 no . . H21B H23B 3.5977 no . . H22A H23A 2.3812 no . . H22A H23B 2.8594 no . . H22B H23A 2.3115 no . . H22B H23B 2.3828 no . . S15 H5B 3.0602 no . 3_766 S15 H7A 3.5260 no . 3_766 S15 H21A 3.0260 no . 3_766 S15 H22A 3.0054 no . 4_564 S19 H3B 3.5891 no . 3_666 S19 H9A 3.2417 no . 1_565 S19 H9B 3.3506 no . 3_666 S19 H11B 3.0004 no . 1_565 S19 H12B 2.9462 no . 3_666 S19 H14A 3.3922 no . 3_666 S20 H7B 2.9705 no . 3_766 S20 H8A 3.0596 no . 1_565 S20 H8B 3.5304 no . 1_565 S20 H10B 3.2707 no . 3_766 S24 H14B 3.1280 no . 3_666 S24 H16A 3.2694 no . 4_565 S24 H17A 3.2184 no . 4_565 S24 H18A 2.9676 no . 3_666 C2 H5A 3.1234 no . 3_766 C2 H5B 3.5760 no . 3_766 C3 H14A 3.0757 no . 3_666 C3 H14B 3.4584 no . 3_666 C5 H2A 3.2112 no . 3_766 C5 H2B 3.4815 no . 3_766 C5 H5A 3.5299 no . 3_766 C5 H22B 3.5234 no . 2_746 C6 H18A 3.3042 no . 3_666 C6 H18B 3.3874 no . 3_666 C6 H22B 2.9581 no . 2_746 C7 H2B 3.3176 no . 3_766 C7 H8A 3.5809 no . 3_756 C7 H10A 3.4363 no . 3_756 C7 H22B 2.8881 no . 2_746 C8 H8A 3.5454 no . 3_756 C8 H22B 3.3299 no . 2_746 C9 H18B 3.5388 no . 3_666 C10 H8A 3.4717 no . 3_756 C10 H21B 3.4737 no . 3_766 C10 H23A 3.3891 no . 4_554 C11 H16B 3.5705 no . 2_645 C11 H17A 3.1027 no . 1_545 C11 H17B 3.4724 no . 2_645 C11 H23A 3.4961 no . 4_554 C12 H3A 3.3865 no . 3_666 C12 H16A 3.3619 no . 2_645 C12 H17B 2.9417 no . 2_645 C13 H17B 2.9818 no . 2_645 C13 H21A 3.2524 no . 3_766 C13 H21B 3.3899 no . 3_766 C14 H3A 3.3870 no . 3_666 C14 H3B 3.1460 no . 3_666 C14 H14A 3.4980 no . 3_666 C14 H17B 3.4434 no . 2_645 C16 H12A 2.9537 no . 2_655 C16 H22A 3.4978 no . 4_564 C17 H11B 3.2835 no . 1_565 C17 H12A 3.0214 no . 2_655 C17 H13A 3.4242 no . 2_655 C17 H16B 3.3947 no . 2_655 C18 H6A 3.4230 no . 3_666 C18 H6B 3.1678 no . 3_666 C18 H9B 3.4430 no . 3_666 C18 H11B 3.1076 no . 1_565 C21 H10B 3.3657 no . 3_766 C21 H13A 3.1304 no . 3_766 C21 H13B 3.4232 no . 3_766 C21 H23B 3.3587 no . 2_756 C22 H5B 3.5291 no . 2_756 C22 H6B 3.3110 no . 2_756 C22 H7A 3.0285 no . 2_756 C22 H23B 3.2053 no . 2_756 C23 H7A 3.3276 no . 2_756 C23 H11A 3.5497 no . 4_555 C23 H21B 3.3173 no . 2_746 H2A C5 3.2112 no . 3_766 H2A H5A 2.4976 no . 3_766 H2A H5B 3.0264 no . 3_766 H2A H21A 3.2493 no . 3_766 H2B C5 3.4815 no . 3_766 H2B C7 3.3176 no . 3_766 H2B H5A 2.8368 no . 3_766 H2B H5B 3.2931 no . 3_766 H2B H7A 2.9505 no . 3_766 H2B H7B 2.8039 no . 3_766 H2B H9A 3.4307 no . 1_565 H2B H10A 3.2317 no . 1_565 H3A C12 3.3865 no . 3_666 H3A C14 3.3870 no . 3_666 H3A H9A 3.2080 no . 1_565 H3A H12A 2.9875 no . 3_666 H3A H12B 2.9242 no . 3_666 H3A H14A 2.7597 no . 3_666 H3A H14B 3.1546 no . 3_666 H3B S19 3.5891 no . 3_666 H3B C14 3.1460 no . 3_666 H3B H14A 2.4869 no . 3_666 H3B H14B 2.9127 no . 3_666 H3B H18A 3.1133 no . 3_666 H5A C2 3.1234 no . 3_766 H5A C5 3.5299 no . 3_766 H5A H2A 2.4976 no . 3_766 H5A H2B 2.8368 no . 3_766 H5A H5A 2.5916 no . 3_766 H5B S15 3.0602 no . 3_766 H5B C2 3.5760 no . 3_766 H5B C22 3.5291 no . 2_746 H5B H2A 3.0264 no . 3_766 H5B H2B 3.2931 no . 3_766 H5B H22A 3.0816 no . 2_746 H5B H22B 3.0227 no . 2_746 H6A C18 3.4230 no . 3_666 H6A H18A 3.0462 no . 3_666 H6A H18B 3.1432 no . 3_666 H6B C18 3.1678 no . 3_666 H6B C22 3.3110 no . 2_746 H6B H18A 2.6791 no . 3_666 H6B H18B 2.7534 no . 3_666 H6B H22A 3.5280 no . 2_746 H6B H22B 2.3863 no . 2_746 H7A S15 3.5260 no . 3_766 H7A C22 3.0285 no . 2_746 H7A C23 3.3276 no . 2_746 H7A H2B 2.9505 no . 3_766 H7A H10A 2.8308 no . 3_756 H7A H22A 3.1343 no . 2_746 H7A H22B 2.3193 no . 2_746 H7A H23A 2.7661 no . 2_746 H7B S20 2.9705 no . 3_766 H7B H2B 2.8039 no . 3_766 H7B H8A 2.9755 no . 3_756 H7B H10A 3.3783 no . 3_756 H8A S20 3.0596 no . 1_545 H8A C7 3.5809 no . 3_756 H8A C8 3.5454 no . 3_756 H8A C10 3.4717 no . 3_756 H8A H7B 2.9755 no . 3_756 H8A H8A 2.8540 no . 3_756 H8A H10A 3.0372 no . 3_756 H8A H10B 3.0422 no . 3_756 H8B S20 3.5304 no . 1_545 H8B H18B 3.2611 no . 3_666 H8B H22B 2.8088 no . 2_746 H8B H23B 3.5277 no . 2_746 H9A S19 3.2417 no . 1_545 H9A H2B 3.4307 no . 1_545 H9A H3A 3.2080 no . 1_545 H9A H12B 3.4429 no . 3_656 H9B S19 3.3506 no . 3_666 H9B C18 3.4430 no . 3_666 H9B H18B 2.8213 no . 3_666 H10A C7 3.4363 no . 3_756 H10A H2B 3.2317 no . 1_545 H10A H7A 2.8308 no . 3_756 H10A H7B 3.3783 no . 3_756 H10A H8A 3.0372 no . 3_756 H10A H17A 3.5086 no . 1_545 H10A H23A 2.7665 no . 4_554 H10B S20 3.2707 no . 3_766 H10B C21 3.3657 no . 3_766 H10B H8A 3.0422 no . 3_756 H10B H21B 2.7614 no . 3_766 H10B H23A 3.4571 no . 4_554 H11A C23 3.5497 no . 4_554 H11A H16B 3.0907 no . 2_645 H11A H17A 2.7208 no . 1_545 H11A H17B 2.9966 no . 2_645 H11A H21B 3.0886 no . 3_766 H11A H23A 2.8119 no . 4_554 H11B S19 3.0004 no . 1_545 H11B C17 3.2835 no . 1_545 H11B C18 3.1076 no . 1_545 H11B H16B 3.3807 no . 2_645 H11B H17A 2.5986 no . 1_545 H11B H18B 2.7972 no . 1_545 H12A C16 2.9537 no . 2_645 H12A C17 3.0214 no . 2_645 H12A H3A 2.9875 no . 3_666 H12A H16A 2.4129 no . 2_645 H12A H16B 3.0288 no . 2_645 H12A H17A 3.4627 no . 2_645 H12A H17B 2.3287 no . 2_645 H12B S19 2.9462 no . 3_666 H12B H3A 2.9242 no . 3_666 H12B H9A 3.4429 no . 3_656 H13A C17 3.4242 no . 2_645 H13A C21 3.1304 no . 3_766 H13A H17B 2.4384 no . 2_645 H13A H21A 2.6063 no . 3_766 H13A H21B 2.7530 no . 3_766 H13B C21 3.4232 no . 3_766 H13B H21A 3.0079 no . 3_766 H13B H21B 3.1711 no . 3_766 H14A S19 3.3922 no . 3_666 H14A C3 3.0757 no . 3_666 H14A C14 3.4980 no . 3_666 H14A H3A 2.7597 no . 3_666 H14A H3B 2.4869 no . 3_666 H14A H14A 2.6006 no . 3_666 H14B S24 3.1280 no . 3_666 H14B C3 3.4584 no . 3_666 H14B H3A 3.1546 no . 3_666 H14B H3B 2.9127 no . 3_666 H14B H17A 3.4874 no . 2_645 H14B H17B 2.8870 no . 2_645 H16A S24 3.2694 no . 4_564 H16A C12 3.3619 no . 2_655 H16A H12A 2.4129 no . 2_655 H16A H22A 3.0003 no . 4_564 H16B C11 3.5705 no . 2_655 H16B C17 3.3947 no . 2_645 H16B H11A 3.0907 no . 2_655 H16B H11B 3.3807 no . 2_655 H16B H12A 3.0288 no . 2_655 H16B H17A 3.0036 no . 2_645 H16B H17B 2.9473 no . 2_645 H16B H18B 3.4322 no . 2_645 H17A S24 3.2184 no . 4_564 H17A C11 3.1027 no . 1_565 H17A H10A 3.5086 no . 1_565 H17A H11A 2.7208 no . 1_565 H17A H11B 2.5986 no . 1_565 H17A H12A 3.4627 no . 2_655 H17A H14B 3.4874 no . 2_655 H17A H16B 3.0036 no . 2_655 H17A H23A 3.0878 no . 4_564 H17B C11 3.4724 no . 2_655 H17B C12 2.9417 no . 2_655 H17B C13 2.9818 no . 2_655 H17B C14 3.4434 no . 2_655 H17B H11A 2.9966 no . 2_655 H17B H12A 2.3287 no . 2_655 H17B H13A 2.4384 no . 2_655 H17B H14B 2.8870 no . 2_655 H17B H16B 2.9473 no . 2_655 H18A S24 2.9676 no . 3_666 H18A C6 3.3042 no . 3_666 H18A H3B 3.1133 no . 3_666 H18A H6A 3.0462 no . 3_666 H18A H6B 2.6791 no . 3_666 H18B C6 3.3874 no . 3_666 H18B C9 3.5388 no . 3_666 H18B H6A 3.1432 no . 3_666 H18B H6B 2.7534 no . 3_666 H18B H8B 3.2611 no . 3_666 H18B H9B 2.8213 no . 3_666 H18B H11B 2.7972 no . 1_565 H18B H16B 3.4322 no . 2_655 H21A S15 3.0260 no . 3_766 H21A C13 3.2524 no . 3_766 H21A H2A 3.2493 no . 3_766 H21A H13A 2.6063 no . 3_766 H21A H13B 3.0079 no . 3_766 H21B C10 3.4737 no . 3_766 H21B C13 3.3899 no . 3_766 H21B C23 3.3173 no . 2_756 H21B H10B 2.7614 no . 3_766 H21B H11A 3.0886 no . 3_766 H21B H13A 2.7530 no . 3_766 H21B H13B 3.1711 no . 3_766 H21B H23A 3.0672 no . 2_756 H21B H23B 2.7049 no . 2_756 H22A S15 3.0054 no . 4_565 H22A C16 3.4978 no . 4_565 H22A H5B 3.0816 no . 2_756 H22A H6B 3.5280 no . 2_756 H22A H7A 3.1343 no . 2_756 H22A H16A 3.0003 no . 4_565 H22A H23B 2.7137 no . 2_756 H22B C5 3.5234 no . 2_756 H22B C6 2.9581 no . 2_756 H22B C7 2.8881 no . 2_756 H22B C8 3.3299 no . 2_756 H22B H5B 3.0227 no . 2_756 H22B H6B 2.3863 no . 2_756 H22B H7A 2.3193 no . 2_756 H22B H8B 2.8088 no . 2_756 H22B H23B 3.1001 no . 2_756 H23A C10 3.3891 no . 4_555 H23A C11 3.4961 no . 4_555 H23A H7A 2.7661 no . 2_756 H23A H10A 2.7665 no . 4_555 H23A H10B 3.4571 no . 4_555 H23A H11A 2.8119 no . 4_555 H23A H17A 3.0878 no . 4_565 H23A H21B 3.0672 no . 2_746 H23B C21 3.3587 no . 2_746 H23B C22 3.2053 no . 2_746 H23B H8B 3.5277 no . 2_756 H23B H21B 2.7049 no . 2_746 H23B H22A 2.7137 no . 2_746 H23B H22B 3.1001 no . 2_746 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 961318' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_10b _chemical_formula_sum 'C20 H36 S4' _chemical_formula_moiety 'C20 H36 S4' _chemical_formula_weight 404.74 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 6.748(5) _cell_length_b 17.135(12) _cell_length_c 19.118(13) _cell_angle_alpha 90.0000 _cell_angle_beta 92.551(19) _cell_angle_gamma 90.0000 _cell_volume 2208(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 1474 _cell_measurement_theta_min 41.03 _cell_measurement_theta_max 68.25 _cell_measurement_temperature 173 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.120 _exptl_crystal_size_mid 0.020 _exptl_crystal_size_min 0.020 _exptl_crystal_density_diffrn 1.217 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880.00 _exptl_absorpt_coefficient_mu 3.928 _exptl_absorpt_correction_type none #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 173 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type ? _diffrn_reflns_number 22778 _diffrn_reflns_av_R_equivalents 0.2113 _diffrn_reflns_theta_min 4.631 _diffrn_reflns_theta_max 68.431 _diffrn_reflns_theta_full 67.000 _diffrn_measured_fraction_theta_max 0.985 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_Laue_measured_fraction_max 0.985 _diffrn_reflns_Laue_measured_fraction_full 0.995 _diffrn_reflns_point_group_measured_fraction_max 0.985 _diffrn_reflns_point_group_measured_fraction_full 0.995 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3989 _reflns_number_gt 2467 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.1106 _refine_ls_wR_factor_ref 0.3265 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3989 _refine_ls_number_parameters 218 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1775P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.400 _refine_diff_density_min -0.530 _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0057(13) 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; S S 0.3331 0.5567 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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 S15 S 0.1096(2) 0.14645(9) 0.68747(8) 0.0831(6) Uani 1.0 4 d . . . S19 S 0.5011(2) 0.08392(8) 0.74516(8) 0.0860(6) Uani 1.0 4 d . . . S20 S 0.7702(2) 0.15985(8) 0.35442(8) 0.0820(6) Uani 1.0 4 d . . . S24 S 1.1817(2) 0.18865(9) 0.41603(8) 0.0855(6) Uani 1.0 4 d . . . C1 C 0.3799(8) 0.1544(3) 0.6845(3) 0.0766(14) Uani 1.0 4 d . . . C2 C 0.4244(8) 0.1274(4) 0.6097(3) 0.0813(14) Uani 1.0 4 d . . . C3 C 0.6401(9) 0.1364(4) 0.5892(4) 0.0866(16) Uani 1.0 4 d . . . C4 C 0.6706(8) 0.1113(4) 0.5148(4) 0.0850(15) Uani 1.0 4 d . . . C5 C 0.8876(8) 0.1229(4) 0.4934(4) 0.0862(15) Uani 1.0 4 d . . . C6 C 0.9192(8) 0.1832(4) 0.4350(3) 0.0790(14) Uani 1.0 4 d . . . C7 C 0.8472(9) 0.2662(4) 0.4533(4) 0.0853(15) Uani 1.0 4 d . . . C8 C 0.9642(11) 0.3073(4) 0.5131(4) 0.101(2) Uani 1.0 4 d . . . C9 C 0.8869(14) 0.3910(4) 0.5242(5) 0.119(3) Uani 1.0 4 d . . . C10 C 0.6842(13) 0.3967(4) 0.5561(4) 0.110(3) Uani 1.0 4 d . . . C11 C 0.6889(11) 0.3807(4) 0.6348(4) 0.1023(19) Uani 1.0 4 d . . . C12 C 0.4851(11) 0.3790(4) 0.6654(4) 0.1017(19) Uani 1.0 4 d . . . C13 C 0.3718(11) 0.3015(4) 0.6527(4) 0.0952(18) Uani 1.0 4 d . . . C14 C 0.4526(9) 0.2376(4) 0.7020(4) 0.0846(16) Uani 1.0 4 d . . . C16 C 0.0646(10) 0.1610(4) 0.7798(4) 0.0868(16) Uani 1.0 4 d . . . C17 C 0.1717(10) 0.1041(4) 0.8280(4) 0.0906(16) Uani 1.0 4 d . . . C18 C 0.3975(10) 0.1105(4) 0.8286(4) 0.0949(18) Uani 1.0 4 d . . . C21 C 0.8783(9) 0.0693(4) 0.3277(4) 0.0898(16) Uani 1.0 4 d . . . C22 C 1.0972(9) 0.0751(4) 0.3121(4) 0.0933(17) Uani 1.0 4 d . . . C23 C 1.2277(9) 0.0941(4) 0.3777(4) 0.0953(18) Uani 1.0 4 d . . . H2A H 0.3869 0.0717 0.6049 0.0976 Uiso 1.0 4 calc R . . H2B H 0.3387 0.1573 0.5760 0.0976 Uiso 1.0 4 calc R . . H3A H 0.6802 0.1917 0.5949 0.1039 Uiso 1.0 4 calc R . . H3B H 0.7266 0.1047 0.6213 0.1039 Uiso 1.0 4 calc R . . H4A H 0.5809 0.1418 0.4828 0.1020 Uiso 1.0 4 calc R . . H4B H 0.6347 0.0555 0.5096 0.1020 Uiso 1.0 4 calc R . . H5A H 0.9684 0.1389 0.5354 0.1035 Uiso 1.0 4 calc R . . H5B H 0.9391 0.0720 0.4779 0.1035 Uiso 1.0 4 calc R . . H7A H 0.8522 0.2991 0.4108 0.1023 Uiso 1.0 4 calc R . . H7B H 0.7066 0.2628 0.4658 0.1023 Uiso 1.0 4 calc R . . H8A H 1.1062 0.3094 0.5022 0.1217 Uiso 1.0 4 calc R . . H8B H 0.9527 0.2770 0.5568 0.1217 Uiso 1.0 4 calc R . . H9A H 0.9846 0.4192 0.5550 0.1431 Uiso 1.0 4 calc R . . H9B H 0.8801 0.4181 0.4784 0.1431 Uiso 1.0 4 calc R . . H10A H 0.5932 0.3590 0.5321 0.1320 Uiso 1.0 4 calc R . . H10B H 0.6301 0.4497 0.5473 0.1320 Uiso 1.0 4 calc R . . H11A H 0.7548 0.3298 0.6440 0.1228 Uiso 1.0 4 calc R . . H11B H 0.7698 0.4214 0.6591 0.1228 Uiso 1.0 4 calc R . . H12A H 0.4047 0.4222 0.6448 0.1221 Uiso 1.0 4 calc R . . H12B H 0.5002 0.3883 0.7165 0.1221 Uiso 1.0 4 calc R . . H13A H 0.2291 0.3097 0.6604 0.1143 Uiso 1.0 4 calc R . . H13B H 0.3850 0.2848 0.6036 0.1143 Uiso 1.0 4 calc R . . H14A H 0.4154 0.2505 0.7502 0.1016 Uiso 1.0 4 calc R . . H14B H 0.5992 0.2382 0.7016 0.1016 Uiso 1.0 4 calc R . . H16A H 0.1057 0.2145 0.7933 0.1042 Uiso 1.0 4 calc R . . H16B H -0.0796 0.1566 0.7864 0.1042 Uiso 1.0 4 calc R . . H17A H 0.1329 0.0504 0.8139 0.1087 Uiso 1.0 4 calc R . . H17B H 0.1281 0.1125 0.8762 0.1087 Uiso 1.0 4 calc R . . H18A H 0.4554 0.0761 0.8658 0.1139 Uiso 1.0 4 calc R . . H18B H 0.4364 0.1648 0.8403 0.1139 Uiso 1.0 4 calc R . . H21A H 0.8628 0.0301 0.3652 0.1078 Uiso 1.0 4 calc R . . H21B H 0.8040 0.0501 0.2853 0.1078 Uiso 1.0 4 calc R . . H22A H 1.1147 0.1163 0.2765 0.1120 Uiso 1.0 4 calc R . . H22B H 1.1411 0.0250 0.2921 0.1120 Uiso 1.0 4 calc R . . H23A H 1.3685 0.0916 0.3654 0.1143 Uiso 1.0 4 calc R . . H23B H 1.2066 0.0534 0.4133 0.1143 Uiso 1.0 4 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S15 0.0693(9) 0.0866(10) 0.0926(11) -0.0012(6) -0.0051(7) -0.0074(7) S19 0.0779(10) 0.0847(10) 0.0946(11) 0.0039(6) -0.0039(8) 0.0032(7) S20 0.0705(9) 0.0865(10) 0.0880(11) -0.0015(6) -0.0081(7) -0.0017(7) S24 0.0672(9) 0.0921(11) 0.0964(11) -0.0055(7) -0.0047(7) 0.0073(7) C1 0.064(3) 0.074(3) 0.091(4) -0.002(3) -0.005(3) 0.004(3) C2 0.072(3) 0.084(4) 0.087(4) -0.007(3) -0.008(3) -0.002(3) C3 0.075(4) 0.089(4) 0.095(4) -0.010(3) -0.003(3) -0.005(3) C4 0.072(4) 0.087(4) 0.095(4) -0.010(3) -0.002(3) 0.002(3) C5 0.069(3) 0.100(4) 0.089(4) -0.005(3) 0.002(3) 0.011(3) C6 0.061(3) 0.083(4) 0.093(4) 0.000(3) -0.005(3) 0.010(3) C7 0.083(4) 0.082(4) 0.091(4) -0.002(3) -0.006(3) -0.006(3) C8 0.103(5) 0.096(5) 0.104(5) -0.018(4) -0.001(4) -0.011(4) C9 0.161(8) 0.087(5) 0.110(6) -0.027(5) 0.013(5) -0.003(4) C10 0.147(7) 0.083(4) 0.100(5) -0.004(4) 0.006(5) -0.001(4) C11 0.117(5) 0.083(4) 0.107(5) -0.021(4) -0.001(4) -0.011(4) C12 0.112(5) 0.082(4) 0.111(5) -0.001(4) -0.000(4) -0.002(4) C13 0.104(5) 0.077(4) 0.102(5) 0.000(3) -0.014(4) -0.005(3) C14 0.083(4) 0.074(3) 0.095(4) -0.008(3) -0.013(3) 0.002(3) C16 0.084(4) 0.086(4) 0.090(4) -0.000(3) 0.004(3) -0.012(3) C17 0.091(4) 0.090(4) 0.091(4) 0.001(3) 0.007(3) 0.002(3) C18 0.101(5) 0.098(4) 0.086(4) 0.009(4) 0.006(4) -0.002(4) C21 0.073(4) 0.087(4) 0.109(5) -0.007(3) 0.003(3) -0.015(4) C22 0.084(4) 0.084(4) 0.112(5) -0.004(3) 0.009(4) -0.003(4) C23 0.073(4) 0.087(4) 0.126(6) 0.007(3) 0.009(4) 0.006(4) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.1 b6 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.1 b6' _computing_data_reduction 'CrystalClear-SM Expert 2.1 b6' _computing_structure_solution 'SIR2002 (Burla, et al., 2003)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 S15 C1 1.833(6) yes . . S15 C16 1.822(7) yes . . S19 C1 1.841(6) yes . . S19 C18 1.828(7) yes . . S20 C6 1.845(6) yes . . S20 C21 1.799(7) yes . . S24 C6 1.826(6) yes . . S24 C23 1.811(7) yes . . C1 C2 1.546(9) yes . . C1 C14 1.540(8) yes . . C2 C3 1.532(8) yes . . C3 C4 1.509(9) yes . . C4 C5 1.551(8) yes . . C5 C6 1.543(9) yes . . C6 C7 1.549(8) yes . . C7 C8 1.531(9) yes . . C8 C9 1.544(10) yes . . C9 C10 1.525(13) yes . . C10 C11 1.529(10) yes . . C11 C12 1.519(11) yes . . C12 C13 1.546(9) yes . . C13 C14 1.529(9) yes . . C16 C17 1.504(9) yes . . C17 C18 1.527(9) yes . . C21 C22 1.523(9) yes . . C22 C23 1.535(10) yes . . C2 H2A 0.990 no . . C2 H2B 0.990 no . . C3 H3A 0.990 no . . C3 H3B 0.990 no . . C4 H4A 0.990 no . . C4 H4B 0.990 no . . C5 H5A 0.990 no . . C5 H5B 0.990 no . . C7 H7A 0.990 no . . C7 H7B 0.990 no . . C8 H8A 0.990 no . . C8 H8B 0.990 no . . C9 H9A 0.990 no . . C9 H9B 0.990 no . . C10 H10A 0.990 no . . C10 H10B 0.990 no . . C11 H11A 0.990 no . . C11 H11B 0.990 no . . C12 H12A 0.990 no . . C12 H12B 0.990 no . . C13 H13A 0.990 no . . C13 H13B 0.990 no . . C14 H14A 0.990 no . . C14 H14B 0.990 no . . C16 H16A 0.990 no . . C16 H16B 0.990 no . . C17 H17A 0.990 no . . C17 H17B 0.990 no . . C18 H18A 0.990 no . . C18 H18B 0.990 no . . C21 H21A 0.990 no . . C21 H21B 0.990 no . . C22 H22A 0.990 no . . C22 H22B 0.990 no . . C23 H23A 0.990 no . . C23 H23B 0.990 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C1 S15 C16 103.2(3) yes . . . C1 S19 C18 102.1(3) yes . . . C6 S20 C21 102.2(3) yes . . . C6 S24 C23 102.7(3) yes . . . S15 C1 S19 110.3(3) yes . . . S15 C1 C2 103.9(4) yes . . . S15 C1 C14 111.7(4) yes . . . S19 C1 C2 106.7(4) yes . . . S19 C1 C14 110.0(4) yes . . . C2 C1 C14 114.0(5) yes . . . C1 C2 C3 115.6(5) yes . . . C2 C3 C4 112.5(5) yes . . . C3 C4 C5 112.5(5) yes . . . C4 C5 C6 116.1(5) yes . . . S20 C6 S24 110.1(3) yes . . . S20 C6 C5 111.8(4) yes . . . S20 C6 C7 102.9(4) yes . . . S24 C6 C5 110.1(4) yes . . . S24 C6 C7 108.4(4) yes . . . C5 C6 C7 113.3(5) yes . . . C6 C7 C8 115.8(5) yes . . . C7 C8 C9 111.3(6) yes . . . C8 C9 C10 115.4(6) yes . . . C9 C10 C11 113.7(7) yes . . . C10 C11 C12 113.8(6) yes . . . C11 C12 C13 113.9(6) yes . . . C12 C13 C14 111.0(6) yes . . . C1 C14 C13 115.3(5) yes . . . S15 C16 C17 114.2(5) yes . . . C16 C17 C18 114.2(6) yes . . . S19 C18 C17 113.4(5) yes . . . S20 C21 C22 114.1(5) yes . . . C21 C22 C23 112.3(6) yes . . . S24 C23 C22 114.7(5) yes . . . C1 C2 H2A 108.380 no . . . C1 C2 H2B 108.387 no . . . C3 C2 H2A 108.380 no . . . C3 C2 H2B 108.387 no . . . H2A C2 H2B 107.450 no . . . C2 C3 H3A 109.095 no . . . C2 C3 H3B 109.102 no . . . C4 C3 H3A 109.091 no . . . C4 C3 H3B 109.084 no . . . H3A C3 H3B 107.844 no . . . C3 C4 H4A 109.098 no . . . C3 C4 H4B 109.099 no . . . C5 C4 H4A 109.101 no . . . C5 C4 H4B 109.092 no . . . H4A C4 H4B 107.840 no . . . C4 C5 H5A 108.254 no . . . C4 C5 H5B 108.270 no . . . C6 C5 H5A 108.258 no . . . C6 C5 H5B 108.259 no . . . H5A C5 H5B 107.384 no . . . C6 C7 H7A 108.339 no . . . C6 C7 H7B 108.333 no . . . C8 C7 H7A 108.347 no . . . C8 C7 H7B 108.345 no . . . H7A C7 H7B 107.424 no . . . C7 C8 H8A 109.363 no . . . C7 C8 H8B 109.367 no . . . C9 C8 H8A 109.356 no . . . C9 C8 H8B 109.362 no . . . H8A C8 H8B 107.996 no . . . C8 C9 H9A 108.420 no . . . C8 C9 H9B 108.428 no . . . C10 C9 H9A 108.426 no . . . C10 C9 H9B 108.429 no . . . H9A C9 H9B 107.468 no . . . C9 C10 H10A 108.818 no . . . C9 C10 H10B 108.811 no . . . C11 C10 H10A 108.822 no . . . C11 C10 H10B 108.818 no . . . H10A C10 H10B 107.678 no . . . C10 C11 H11A 108.798 no . . . C10 C11 H11B 108.805 no . . . C12 C11 H11A 108.791 no . . . C12 C11 H11B 108.796 no . . . H11A C11 H11B 107.670 no . . . C11 C12 H12A 108.761 no . . . C11 C12 H12B 108.768 no . . . C13 C12 H12A 108.765 no . . . C13 C12 H12B 108.769 no . . . H12A C12 H12B 107.653 no . . . C12 C13 H13A 109.445 no . . . C12 C13 H13B 109.448 no . . . C14 C13 H13A 109.451 no . . . C14 C13 H13B 109.449 no . . . H13A C13 H13B 108.041 no . . . C1 C14 H14A 108.449 no . . . C1 C14 H14B 108.453 no . . . C13 C14 H14A 108.456 no . . . C13 C14 H14B 108.456 no . . . H14A C14 H14B 107.485 no . . . S15 C16 H16A 108.726 no . . . S15 C16 H16B 108.725 no . . . C17 C16 H16A 108.711 no . . . C17 C16 H16B 108.711 no . . . H16A C16 H16B 107.620 no . . . C16 C17 H17A 108.715 no . . . C16 C17 H17B 108.710 no . . . C18 C17 H17A 108.711 no . . . C18 C17 H17B 108.704 no . . . H17A C17 H17B 107.623 no . . . S19 C18 H18A 108.900 no . . . S19 C18 H18B 108.900 no . . . C17 C18 H18A 108.903 no . . . C17 C18 H18B 108.903 no . . . H18A C18 H18B 107.734 no . . . S20 C21 H21A 108.732 no . . . S20 C21 H21B 108.736 no . . . C22 C21 H21A 108.730 no . . . C22 C21 H21B 108.738 no . . . H21A C21 H21B 107.635 no . . . C21 C22 H22A 109.134 no . . . C21 C22 H22B 109.143 no . . . C23 C22 H22A 109.140 no . . . C23 C22 H22B 109.140 no . . . H22A C22 H22B 107.865 no . . . S24 C23 H23A 108.581 no . . . S24 C23 H23B 108.582 no . . . C22 C23 H23A 108.581 no . . . C22 C23 H23B 108.583 no . . . H23A C23 H23B 107.565 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C1 S15 C16 C17 -57.4(4) no . . . . C16 S15 C1 S19 55.9(4) no . . . . C16 S15 C1 C2 169.9(3) no . . . . C16 S15 C1 C14 -66.8(4) no . . . . C1 S19 C18 C17 59.5(5) no . . . . C18 S19 C1 S15 -56.9(4) no . . . . C18 S19 C1 C2 -169.1(3) no . . . . C18 S19 C1 C14 66.8(4) no . . . . C6 S20 C21 C22 -60.9(5) no . . . . C21 S20 C6 S24 57.4(4) no . . . . C21 S20 C6 C5 -65.3(4) no . . . . C21 S20 C6 C7 172.8(3) no . . . . C6 S24 C23 C22 58.2(5) no . . . . C23 S24 C6 S20 -56.1(4) no . . . . C23 S24 C6 C5 67.6(4) no . . . . C23 S24 C6 C7 -168.0(4) no . . . . S15 C1 C2 C3 173.6(4) no . . . . S15 C1 C14 C13 -60.5(6) no . . . . S19 C1 C2 C3 -69.8(5) no . . . . S19 C1 C14 C13 176.7(4) no . . . . C2 C1 C14 C13 56.9(6) no . . . . C14 C1 C2 C3 51.8(6) no . . . . C1 C2 C3 C4 -178.1(5) no . . . . C2 C3 C4 C5 178.2(5) no . . . . C3 C4 C5 C6 -115.1(6) no . . . . C4 C5 C6 S20 -56.8(6) no . . . . C4 C5 C6 S24 -179.5(5) no . . . . C4 C5 C6 C7 58.9(7) no . . . . S20 C6 C7 C8 -172.0(4) no . . . . S24 C6 C7 C8 -55.4(6) no . . . . C5 C6 C7 C8 67.1(6) no . . . . C6 C7 C8 C9 176.9(5) no . . . . C7 C8 C9 C10 71.3(8) no . . . . C8 C9 C10 C11 76.2(8) no . . . . C9 C10 C11 C12 -174.7(5) no . . . . C10 C11 C12 C13 79.5(7) no . . . . C11 C12 C13 C14 76.6(7) no . . . . C12 C13 C14 C1 -168.4(5) no . . . . S15 C16 C17 C18 64.3(6) no . . . . C16 C17 C18 S19 -65.8(7) no . . . . S20 C21 C22 C23 65.9(6) no . . . . C21 C22 C23 S24 -64.3(7) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 S15 C13 3.276(7) no . . S15 C18 3.311(7) no . . S19 C3 3.290(7) no . . S19 C16 3.322(7) no . . S20 C4 3.276(7) no . . S20 C23 3.298(7) no . . S24 C8 3.158(8) no . . S24 C21 3.305(7) no . . C1 C17 3.254(9) no . . C2 C13 3.119(9) no . . C3 C13 3.599(9) no . . C3 C14 3.083(9) no . . C4 C7 3.158(9) no . . C5 C8 3.221(10) no . . C5 C21 3.296(10) no . . C5 C23 3.295(10) no . . C6 C22 3.263(9) no . . C7 C10 3.203(10) no . . C8 C11 3.291(11) no . . C10 C13 3.297(11) no . . C11 C14 3.223(10) no . . C14 C16 3.338(9) no . . C14 C18 3.289(9) no . . S15 H2A 2.8101 no . . S15 H2B 2.6950 no . . S15 H13A 2.9628 no . . S15 H13B 3.4504 no . . S15 H14A 2.9417 no . . S15 H17A 2.9232 no . . S15 H18B 3.5956 no . . S19 H2A 2.7650 no . . S19 H2B 3.5959 no . . S19 H3B 2.8924 no . . S19 H14A 2.9142 no . . S19 H14B 2.8588 no . . S19 H17A 2.9199 no . . S20 H4A 2.8340 no . . S20 H5B 2.9838 no . . S20 H7A 2.6667 no . . S20 H7B 2.8128 no . . S20 H22A 2.9134 no . . S24 H5A 2.8808 no . . S24 H5B 2.8727 no . . S24 H7A 2.9183 no . . S24 H8A 2.7075 no . . S24 H8B 3.5063 no . . S24 H21A 3.5732 no . . S24 H22A 2.9577 no . . C1 H3A 2.7859 no . . C1 H3B 2.8124 no . . C1 H13A 2.8781 no . . C1 H13B 2.7177 no . . C1 H16A 3.0248 no . . C1 H17A 3.5278 no . . C1 H18B 2.9913 no . . C2 H4A 2.6999 no . . C2 H4B 2.7268 no . . C2 H13A 3.5419 no . . C2 H13B 2.7118 no . . C2 H14A 3.4183 no . . C2 H14B 2.8114 no . . C3 H5A 2.4844 no . . C3 H5B 3.1938 no . . C3 H7B 3.2500 no . . C3 H8B 3.2796 no . . C3 H11A 3.5508 no . . C3 H13B 3.0897 no . . C3 H14B 2.7910 no . . C4 H2A 2.7177 no . . C4 H2B 2.6904 no . . C4 H7B 2.7749 no . . C4 H8B 3.4917 no . . C4 H21A 3.4832 no . . C5 H3A 2.7120 no . . C5 H3B 2.7388 no . . C5 H7A 3.4099 no . . C5 H7B 2.7313 no . . C5 H8A 3.5199 no . . C5 H8B 2.9303 no . . C5 H21A 2.9200 no . . C5 H23B 2.9474 no . . C6 H3A 3.5228 no . . C6 H4A 2.5959 no . . C6 H4B 3.2791 no . . C6 H8A 2.7885 no . . C6 H8B 2.8309 no . . C6 H21A 2.9595 no . . C6 H22A 3.5474 no . . C6 H23B 2.9916 no . . C7 H3A 3.2403 no . . C7 H4A 2.8608 no . . C7 H5A 2.7887 no . . C7 H5B 3.4151 no . . C7 H9A 3.3693 no . . C7 H9B 2.6531 no . . C7 H10A 2.8224 no . . C8 H3A 3.2109 no . . C8 H5A 2.9164 no . . C8 H10A 2.6955 no . . C8 H10B 3.4053 no . . C8 H11A 2.9534 no . . C9 H7A 2.6805 no . . C9 H7B 2.7258 no . . C9 H11A 2.7056 no . . C9 H11B 2.7809 no . . C10 H3A 3.5912 no . . C10 H7A 3.4745 no . . C10 H7B 2.8791 no . . C10 H8A 3.4156 no . . C10 H8B 2.7361 no . . C10 H12A 2.6288 no . . C10 H12B 3.3626 no . . C10 H13B 2.9579 no . . C11 H3A 3.3268 no . . C11 H8B 2.9636 no . . C11 H9A 2.6493 no . . C11 H9B 3.3703 no . . C11 H13A 3.3883 no . . C11 H13B 2.6746 no . . C11 H14B 2.8324 no . . C12 H10A 2.7035 no . . C12 H10B 2.7785 no . . C12 H14A 2.7870 no . . C12 H14B 2.6154 no . . C13 H2B 2.8769 no . . C13 H3A 3.0501 no . . C13 H10A 2.9710 no . . C13 H11A 2.6424 no . . C13 H11B 3.3800 no . . C14 H2A 3.4143 no . . C14 H2B 2.8511 no . . C14 H3A 2.7310 no . . C14 H3B 3.3530 no . . C14 H11A 2.8439 no . . C14 H12A 3.3580 no . . C14 H12B 2.6146 no . . C14 H16A 3.0067 no . . C14 H18B 2.9296 no . . C16 H14A 2.8976 no . . C16 H18A 3.3737 no . . C16 H18B 2.7166 no . . C17 H14A 3.3802 no . . C18 H14A 2.8331 no . . C18 H14B 3.5821 no . . C18 H16A 2.7193 no . . C18 H16B 3.3776 no . . C21 H5B 2.8838 no . . C21 H23A 3.3756 no . . C21 H23B 2.7090 no . . C22 H5B 3.3909 no . . C23 H5B 2.8184 no . . C23 H21A 2.6958 no . . C23 H21B 3.3779 no . . H2A H3A 2.8663 no . . H2A H3B 2.3686 no . . H2A H4A 2.9793 no . . H2A H4B 2.5427 no . . H2B H3A 2.3904 no . . H2B H3B 2.8661 no . . H2B H4A 2.4847 no . . H2B H4B 2.9781 no . . H2B H13A 3.1733 no . . H2B H13B 2.2647 no . . H2B H14B 3.2257 no . . H3A H4A 2.3755 no . . H3A H4B 2.8553 no . . H3A H5A 2.4673 no . . H3A H5B 3.5506 no . . H3A H7B 2.7659 no . . H3A H8B 2.4833 no . . H3A H10A 3.1529 no . . H3A H11A 2.5875 no . . H3A H13B 2.5636 no . . H3A H14B 2.2800 no . . H3B H4A 2.8551 no . . H3B H4B 2.3543 no . . H3B H5A 2.4381 no . . H3B H5B 3.1998 no . . H3B H8B 3.5685 no . . H3B H14B 2.9063 no . . H4A H5A 2.7599 no . . H4A H5B 2.7022 no . . H4A H7A 3.5691 no . . H4A H7B 2.2700 no . . H4A H21A 3.5662 no . . H4B H5A 2.6946 no . . H4B H5B 2.1854 no . . H4B H21A 3.2496 no . . H5A H7B 3.0318 no . . H5A H8A 3.1383 no . . H5A H8B 2.4039 no . . H5A H23B 3.2426 no . . H5B H21A 2.3081 no . . H5B H23B 2.2546 no . . H7A H8A 2.3985 no . . H7A H8B 2.8672 no . . H7A H9A 3.5226 no . . H7A H9B 2.4158 no . . H7A H10A 3.1381 no . . H7B H8A 2.8678 no . . H7B H8B 2.3636 no . . H7B H9B 2.9118 no . . H7B H10A 2.2352 no . . H7B H11A 3.5960 no . . H7B H13B 3.5081 no . . H8A H9A 2.3036 no . . H8A H9B 2.4371 no . . H8B H9A 2.4470 no . . H8B H9B 2.8743 no . . H8B H10A 2.8246 no . . H8B H11A 2.3619 no . . H8B H11B 3.4190 no . . H9A H10A 2.8514 no . . H9A H10B 2.4468 no . . H9A H11A 2.8076 no . . H9A H11B 2.5148 no . . H9B H10A 2.4508 no . . H9B H10B 2.2530 no . . H9B H11B 3.5672 no . . H10A H11A 2.4089 no . . H10A H11B 2.8641 no . . H10A H12A 2.7700 no . . H10A H13B 2.3729 no . . H10B H11A 2.8640 no . . H10B H11B 2.3482 no . . H10B H12A 2.5016 no . . H10B H12B 3.5477 no . . H10B H13B 3.4699 no . . H11A H12A 2.8445 no . . H11A H12B 2.4675 no . . H11A H13A 3.5916 no . . H11A H13B 2.6922 no . . H11A H14A 3.4111 no . . H11A H14B 2.2095 no . . H11B H12A 2.4673 no . . H11B H12B 2.2389 no . . H11B H14B 3.4528 no . . H12A H13A 2.2898 no . . H12A H13B 2.4850 no . . H12A H14A 3.5665 no . . H12A H14B 3.5660 no . . H12B H13A 2.4775 no . . H12B H13B 2.8739 no . . H12B H14A 2.5210 no . . H12B H14B 2.6751 no . . H13A H14A 2.3172 no . . H13A H14B 2.8605 no . . H13A H16A 3.1612 no . . H13B H14A 2.8624 no . . H13B H14B 2.4485 no . . H14A H16A 2.3615 no . . H14A H18B 2.2625 no . . H14B H18B 3.1752 no . . H16A H17A 2.8447 no . . H16A H17B 2.3607 no . . H16A H18A 3.5815 no . . H16A H18B 2.5178 no . . H16B H17A 2.3608 no . . H16B H17B 2.2946 no . . H16B H18B 3.5902 no . . H17A H18A 2.3917 no . . H17A H18B 2.8636 no . . H17B H18A 2.3124 no . . H17B H18B 2.3937 no . . H21A H22A 2.8627 no . . H21A H22B 2.3912 no . . H21A H23A 3.5710 no . . H21A H23B 2.4896 no . . H21B H22A 2.3955 no . . H21B H22B 2.3130 no . . H21B H23B 3.5756 no . . H22A H23A 2.3954 no . . H22A H23B 2.8706 no . . H22B H23A 2.3293 no . . H22B H23B 2.3897 no . . S15 H3A 3.4165 no . 1_455 S15 H3B 2.9154 no . 1_455 S15 H5A 3.0212 no . 1_455 S15 H8B 3.4832 no . 1_455 S15 H21A 3.1968 no . 3_656 S15 H21B 3.4543 no . 3_656 S15 H22B 3.4210 no . 3_656 S19 H12A 3.5201 no . 2_646 S19 H12B 3.4314 no . 2_646 S19 H16B 3.1588 no . 1_655 S19 H21B 3.1224 no . 3_656 S19 H22B 3.1580 no . 3_756 S20 H12B 3.2447 no . 4_554 S20 H14A 3.4115 no . 4_554 S20 H14B 3.5518 no . 4_554 S20 H16A 3.3704 no . 4_654 S20 H16B 3.5676 no . 4_654 S20 H23A 2.9686 no . 1_455 S24 H2B 3.2360 no . 1_655 S24 H4A 3.0376 no . 1_655 S24 H16A 2.9012 no . 4_654 S24 H17B 3.5060 no . 4_654 S24 H18B 3.4024 no . 4_654 C2 H5A 3.3367 no . 1_455 C2 H21A 3.3698 no . 3_656 C3 H23B 3.4136 no . 3_756 C4 H4B 3.5424 no . 3_656 C4 H23A 3.4518 no . 1_455 C4 H23B 3.2307 no . 3_756 C5 H2B 3.4178 no . 1_655 C5 H5B 3.5725 no . 3_756 C5 H23B 3.5798 no . 3_756 C6 H16A 3.5064 no . 4_654 C7 H16B 3.5082 no . 4_654 C7 H17B 3.2140 no . 4_654 C8 H13A 3.2677 no . 1_655 C8 H13B 3.2818 no . 1_655 C8 H17B 3.1960 no . 4_654 C9 H17B 3.3265 no . 4_654 C10 H18A 3.5631 no . 2_656 C11 H17A 3.2810 no . 2_656 C11 H18A 3.4876 no . 2_656 C11 H21B 3.1759 no . 4_555 C12 H18A 3.4566 no . 2_656 C12 H21B 3.3043 no . 4_555 C12 H22A 3.3522 no . 4_455 C13 H8A 3.3245 no . 1_455 C13 H8B 3.3284 no . 1_455 C13 H22A 3.3107 no . 4_455 C16 H7A 3.0190 no . 4_455 C17 H7A 3.1950 no . 4_455 C17 H9B 3.5753 no . 4_455 C17 H11B 3.1627 no . 2_646 C17 H21B 3.4253 no . 3_656 C18 H11B 3.4423 no . 2_646 C18 H12A 3.5200 no . 2_646 C21 H2A 3.3021 no . 3_656 C21 H11B 3.2764 no . 4_554 C21 H12B 3.3283 no . 4_554 C21 H17A 3.3948 no . 3_656 C21 H23A 3.5669 no . 1_455 C22 H3B 3.5203 no . 3_756 C22 H11B 3.5858 no . 4_554 C22 H12B 3.4015 no . 4_654 C22 H17A 3.5365 no . 3_656 C23 H3B 3.4202 no . 3_756 C23 H4A 3.1569 no . 1_655 C23 H4B 3.4503 no . 3_756 H2A C21 3.3021 no . 3_656 H2A H4B 3.0879 no . 3_656 H2A H5A 3.2759 no . 1_455 H2A H21A 2.5097 no . 3_656 H2A H21B 3.2666 no . 3_656 H2A H23A 3.2851 no . 3_756 H2A H23B 3.5112 no . 3_756 H2B S24 3.2360 no . 1_455 H2B C5 3.4178 no . 1_455 H2B H5A 2.6024 no . 1_455 H2B H5B 3.5323 no . 1_455 H2B H8A 3.3230 no . 1_455 H2B H8B 3.3230 no . 1_455 H3A S15 3.4165 no . 1_655 H3B S15 2.9154 no . 1_655 H3B C22 3.5203 no . 3_756 H3B C23 3.4202 no . 3_756 H3B H16B 3.4779 no . 1_655 H3B H22B 2.8883 no . 3_756 H3B H23A 3.4353 no . 3_756 H3B H23B 2.8299 no . 3_756 H4A S24 3.0376 no . 1_455 H4A C23 3.1569 no . 1_455 H4A H23A 2.7477 no . 1_455 H4A H23B 3.1847 no . 1_455 H4B C4 3.5424 no . 3_656 H4B C23 3.4503 no . 3_756 H4B H2A 3.0879 no . 3_656 H4B H4B 2.6457 no . 3_656 H4B H23A 3.2812 no . 1_455 H4B H23A 3.4747 no . 3_756 H4B H23B 3.3555 no . 1_455 H4B H23B 2.5813 no . 3_756 H5A S15 3.0212 no . 1_655 H5A C2 3.3367 no . 1_655 H5A H2A 3.2759 no . 1_655 H5A H2B 2.6024 no . 1_655 H5B C5 3.5725 no . 3_756 H5B H2B 3.5323 no . 1_655 H5B H5B 2.7214 no . 3_756 H5B H23B 3.1753 no . 3_756 H7A C16 3.0190 no . 4_654 H7A C17 3.1950 no . 4_654 H7A H16A 2.8940 no . 4_654 H7A H16B 2.5572 no . 4_654 H7A H17B 2.5110 no . 4_654 H7A H18A 3.5043 no . 4_554 H7A H18B 3.1203 no . 4_554 H7B H18B 3.1975 no . 4_554 H8A C13 3.3245 no . 1_655 H8A H2B 3.3230 no . 1_655 H8A H10A 3.4182 no . 1_655 H8A H13A 3.0993 no . 1_655 H8A H13B 2.6740 no . 1_655 H8A H17B 2.7654 no . 4_654 H8B S15 3.4832 no . 1_655 H8B C13 3.3284 no . 1_655 H8B H2B 3.3230 no . 1_655 H8B H13A 2.7176 no . 1_655 H8B H13B 3.0161 no . 1_655 H9A H9A 3.4871 no . 3_766 H9A H9B 3.0108 no . 3_766 H9A H12A 3.2484 no . 1_655 H9A H13A 3.1641 no . 1_655 H9A H17A 3.4840 no . 2_656 H9B C17 3.5753 no . 4_654 H9B H9A 3.0108 no . 3_766 H9B H9B 3.3266 no . 3_766 H9B H17B 2.6800 no . 4_654 H9B H18A 3.5090 no . 4_554 H10A H8A 3.4182 no . 1_455 H10A H18A 3.4575 no . 4_554 H10B H10B 3.0072 no . 3_666 H10B H17A 3.4922 no . 2_656 H10B H17B 3.5176 no . 2_656 H10B H18A 2.8055 no . 2_656 H11A H13A 3.2210 no . 1_655 H11A H21B 3.3996 no . 4_555 H11A H22A 3.5537 no . 4_555 H11B C17 3.1627 no . 2_656 H11B C18 3.4423 no . 2_656 H11B C21 3.2764 no . 4_555 H11B C22 3.5858 no . 4_555 H11B H17A 2.3563 no . 2_656 H11B H17B 3.4198 no . 2_656 H11B H18A 3.0817 no . 2_656 H11B H21B 2.4608 no . 4_555 H11B H22A 3.2260 no . 4_555 H12A S19 3.5201 no . 2_656 H12A C18 3.5200 no . 2_656 H12A H9A 3.2484 no . 1_455 H12A H18A 2.8112 no . 2_656 H12A H22A 3.3238 no . 4_455 H12A H22B 3.5163 no . 4_455 H12B S19 3.4314 no . 2_656 H12B S20 3.2447 no . 4_555 H12B C21 3.3283 no . 4_555 H12B C22 3.4015 no . 4_455 H12B H21B 2.6089 no . 4_555 H12B H22A 2.8907 no . 4_455 H12B H22B 3.2377 no . 4_455 H12B H23A 3.0391 no . 4_455 H13A C8 3.2677 no . 1_455 H13A H8A 3.0993 no . 1_455 H13A H8B 2.7176 no . 1_455 H13A H9A 3.1641 no . 1_455 H13A H11A 3.2210 no . 1_455 H13A H22A 2.7003 no . 4_455 H13B C8 3.2818 no . 1_455 H13B H8A 2.6740 no . 1_455 H13B H8B 3.0161 no . 1_455 H14A S20 3.4115 no . 4_555 H14A H22A 3.1107 no . 4_455 H14A H23A 3.5122 no . 4_455 H14B S20 3.5518 no . 4_555 H14B H16B 2.9955 no . 1_655 H16A S20 3.3704 no . 4_455 H16A S24 2.9012 no . 4_455 H16A C6 3.5064 no . 4_455 H16A H7A 2.8940 no . 4_455 H16A H22A 2.9176 no . 4_455 H16B S19 3.1588 no . 1_455 H16B S20 3.5676 no . 4_455 H16B C7 3.5082 no . 4_455 H16B H3B 3.4779 no . 1_455 H16B H7A 2.5572 no . 4_455 H16B H14B 2.9955 no . 1_455 H16B H18B 3.4706 no . 1_455 H16B H22B 3.4715 no . 3_656 H17A C11 3.2810 no . 2_646 H17A C21 3.3948 no . 3_656 H17A C22 3.5365 no . 3_656 H17A H9A 3.4840 no . 2_646 H17A H10B 3.4922 no . 2_646 H17A H11B 2.3563 no . 2_646 H17A H21B 2.6116 no . 3_656 H17A H22B 2.9776 no . 3_656 H17B S24 3.5060 no . 4_455 H17B C7 3.2140 no . 4_455 H17B C8 3.1960 no . 4_455 H17B C9 3.3265 no . 4_455 H17B H7A 2.5110 no . 4_455 H17B H8A 2.7654 no . 4_455 H17B H9B 2.6800 no . 4_455 H17B H10B 3.5176 no . 2_646 H17B H11B 3.4198 no . 2_646 H18A C10 3.5631 no . 2_646 H18A C11 3.4876 no . 2_646 H18A C12 3.4566 no . 2_646 H18A H7A 3.5043 no . 4_555 H18A H9B 3.5090 no . 4_555 H18A H10A 3.4575 no . 4_555 H18A H10B 2.8055 no . 2_646 H18A H11B 3.0817 no . 2_646 H18A H12A 2.8112 no . 2_646 H18B S24 3.4024 no . 4_455 H18B H7A 3.1203 no . 4_555 H18B H7B 3.1975 no . 4_555 H18B H16B 3.4706 no . 1_655 H21A S15 3.1968 no . 3_656 H21A C2 3.3698 no . 3_656 H21A H2A 2.5097 no . 3_656 H21A H23A 3.4980 no . 1_455 H21B S15 3.4543 no . 3_656 H21B S19 3.1224 no . 3_656 H21B C11 3.1759 no . 4_554 H21B C12 3.3043 no . 4_554 H21B C17 3.4253 no . 3_656 H21B H2A 3.2666 no . 3_656 H21B H11A 3.3996 no . 4_554 H21B H11B 2.4608 no . 4_554 H21B H12B 2.6089 no . 4_554 H21B H17A 2.6116 no . 3_656 H21B H23A 3.4480 no . 1_455 H22A C12 3.3522 no . 4_654 H22A C13 3.3107 no . 4_654 H22A H11A 3.5537 no . 4_554 H22A H11B 3.2260 no . 4_554 H22A H12A 3.3238 no . 4_654 H22A H12B 2.8907 no . 4_654 H22A H13A 2.7003 no . 4_654 H22A H14A 3.1107 no . 4_654 H22A H16A 2.9176 no . 4_654 H22B S15 3.4210 no . 3_656 H22B S19 3.1580 no . 3_756 H22B H3B 2.8883 no . 3_756 H22B H12A 3.5163 no . 4_654 H22B H12B 3.2377 no . 4_654 H22B H16B 3.4715 no . 3_656 H22B H17A 2.9776 no . 3_656 H23A S20 2.9686 no . 1_655 H23A C4 3.4518 no . 1_655 H23A C21 3.5669 no . 1_655 H23A H2A 3.2851 no . 3_756 H23A H3B 3.4353 no . 3_756 H23A H4A 2.7477 no . 1_655 H23A H4B 3.2812 no . 1_655 H23A H4B 3.4747 no . 3_756 H23A H12B 3.0391 no . 4_654 H23A H14A 3.5122 no . 4_654 H23A H21A 3.4980 no . 1_655 H23A H21B 3.4480 no . 1_655 H23B C3 3.4136 no . 3_756 H23B C4 3.2307 no . 3_756 H23B C5 3.5798 no . 3_756 H23B H2A 3.5112 no . 3_756 H23B H3B 2.8299 no . 3_756 H23B H4A 3.1847 no . 1_655 H23B H4B 3.3555 no . 1_655 H23B H4B 2.5813 no . 3_756 H23B H5B 3.1753 no . 3_756 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 961319' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_10c _chemical_formula_sum 'C22 H40 S4' _chemical_formula_moiety 'C22 H40 S4' _chemical_formula_weight 432.80 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 12.281(4) _cell_length_b 11.346(4) _cell_length_c 17.065(6) _cell_angle_alpha 90.0000 _cell_angle_beta 92.239(9) _cell_angle_gamma 90.0000 _cell_volume 2376.1(12) _cell_formula_units_Z 4 _cell_measurement_reflns_used 5366 _cell_measurement_theta_min 2.16 _cell_measurement_theta_max 25.35 _cell_measurement_temperature 93 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.180 _exptl_crystal_size_mid 0.180 _exptl_crystal_size_min 0.020 _exptl_crystal_density_diffrn 1.210 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 944.00 _exptl_absorpt_coefficient_mu 0.405 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_absorpt_correction_T_min 0.428 _exptl_absorpt_correction_T_max 0.992 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 93 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Mercury70' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.629 _diffrn_reflns_number 14804 _diffrn_reflns_av_R_equivalents 0.0993 _diffrn_reflns_theta_min 2.156 _diffrn_reflns_theta_max 25.388 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.994 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.994 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 16 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 4353 _reflns_number_gt 2564 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0656 _refine_ls_wR_factor_ref 0.2642 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 4353 _refine_ls_number_parameters 235 _refine_ls_goodness_of_fit_ref 0.807 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.025 _refine_diff_density_max 0.540 _refine_diff_density_min -0.450 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; S S 0.1246 0.1234 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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 S17 S 0.13527(11) 0.33126(11) 0.53356(8) 0.0356(4) Uani 1.0 4 d . . . S21 S 0.32510(11) 0.48938(11) 0.50305(7) 0.0347(4) Uani 1.0 4 d . . . S22 S 0.59219(11) 0.58987(11) 0.75347(8) 0.0358(4) Uani 1.0 4 d . . . S26 S 0.56010(11) 0.43822(11) 0.89420(7) 0.0325(4) Uani 1.0 4 d . . . C1 C 0.2257(4) 0.4443(4) 0.5753(3) 0.0307(12) Uani 1.0 4 d . . . C2 C 0.2823(4) 0.4013(4) 0.6518(3) 0.0261(11) Uani 1.0 4 d . . . C3 C 0.3513(4) 0.4926(4) 0.6964(3) 0.0299(12) Uani 1.0 4 d . . . C4 C 0.4169(4) 0.4349(4) 0.7639(3) 0.0246(11) Uani 1.0 4 d . . . C5 C 0.4905(4) 0.5184(4) 0.8130(3) 0.0278(12) Uani 1.0 4 d . . . C6 C 0.4288(4) 0.6198(4) 0.8507(3) 0.0298(12) Uani 1.0 4 d . . . C7 C 0.3274(4) 0.5809(4) 0.8955(3) 0.0308(12) Uani 1.0 4 d . . . C8 C 0.2707(4) 0.6843(5) 0.9323(3) 0.0348(13) Uani 1.0 4 d . . . C9 C 0.1661(5) 0.6500(5) 0.9721(4) 0.0456(15) Uani 1.0 4 d . . . C10 C 0.0793(5) 0.5938(5) 0.9175(4) 0.0421(14) Uani 1.0 4 d . . . C11 C 0.0540(5) 0.6613(5) 0.8423(4) 0.0408(14) Uani 1.0 4 d . . . C12 C -0.0451(5) 0.6138(5) 0.7956(4) 0.0460(15) Uani 1.0 4 d . . . C13 C -0.0700(5) 0.6743(6) 0.7178(4) 0.0534(16) Uani 1.0 4 d . . . C14 C 0.0229(5) 0.6720(5) 0.6615(4) 0.0417(14) Uani 1.0 4 d . . . C15 C 0.0674(5) 0.5486(5) 0.6446(4) 0.0424(14) Uani 1.0 4 d . . . C16 C 0.1576(5) 0.5559(5) 0.5851(3) 0.0365(13) Uani 1.0 4 d . . . C18 C 0.2319(5) 0.2170(5) 0.5078(4) 0.0410(14) Uani 1.0 4 d . . . C19 C 0.3134(5) 0.2556(5) 0.4498(4) 0.0450(15) Uani 1.0 4 d . . . C20 C 0.3901(5) 0.3509(5) 0.4816(3) 0.0380(13) Uani 1.0 4 d . . . C23 C 0.6657(5) 0.4615(5) 0.7197(4) 0.0440(14) Uani 1.0 4 d . . . C24 C 0.7184(5) 0.3893(5) 0.7858(4) 0.0447(15) Uani 1.0 4 d . . . C25 C 0.6397(5) 0.3338(5) 0.8414(3) 0.0381(13) Uani 1.0 4 d . . . H2A H 0.2259 0.3722 0.6868 0.0314 Uiso 1.0 4 calc R . . H2B H 0.3295 0.3337 0.6394 0.0314 Uiso 1.0 4 calc R . . H3A H 0.3034 0.5543 0.7173 0.0359 Uiso 1.0 4 calc R . . H3B H 0.4016 0.5307 0.6602 0.0359 Uiso 1.0 4 calc R . . H4A H 0.4629 0.3722 0.7420 0.0295 Uiso 1.0 4 calc R . . H4B H 0.3654 0.3965 0.7991 0.0295 Uiso 1.0 4 calc R . . H6A H 0.4052 0.6763 0.8092 0.0358 Uiso 1.0 4 calc R . . H6B H 0.4794 0.6618 0.8876 0.0358 Uiso 1.0 4 calc R . . H7A H 0.2756 0.5403 0.8588 0.0369 Uiso 1.0 4 calc R . . H7B H 0.3502 0.5242 0.9371 0.0369 Uiso 1.0 4 calc R . . H8A H 0.2531 0.7436 0.8912 0.0418 Uiso 1.0 4 calc R . . H8B H 0.3212 0.7215 0.9716 0.0418 Uiso 1.0 4 calc R . . H9A H 0.1846 0.5941 1.0151 0.0547 Uiso 1.0 4 calc R . . H9B H 0.1349 0.7214 0.9959 0.0547 Uiso 1.0 4 calc R . . H10A H 0.1036 0.5135 0.9038 0.0505 Uiso 1.0 4 calc R . . H10B H 0.0112 0.5858 0.9463 0.0505 Uiso 1.0 4 calc R . . H11A H 0.1182 0.6579 0.8091 0.0489 Uiso 1.0 4 calc R . . H11B H 0.0410 0.7450 0.8553 0.0489 Uiso 1.0 4 calc R . . H12A H -0.0335 0.5288 0.7856 0.0551 Uiso 1.0 4 calc R . . H12B H -0.1096 0.6210 0.8282 0.0551 Uiso 1.0 4 calc R . . H13A H -0.0894 0.7574 0.7280 0.0641 Uiso 1.0 4 calc R . . H13B H -0.1345 0.6360 0.6921 0.0641 Uiso 1.0 4 calc R . . H14A H 0.0833 0.7211 0.6835 0.0500 Uiso 1.0 4 calc R . . H14B H -0.0026 0.7082 0.6113 0.0500 Uiso 1.0 4 calc R . . H15A H 0.0968 0.5128 0.6939 0.0509 Uiso 1.0 4 calc R . . H15B H 0.0076 0.4978 0.6235 0.0509 Uiso 1.0 4 calc R . . H16A H 0.1237 0.5768 0.5334 0.0437 Uiso 1.0 4 calc R . . H16B H 0.2073 0.6210 0.6010 0.0437 Uiso 1.0 4 calc R . . H18A H 0.2715 0.1901 0.5562 0.0491 Uiso 1.0 4 calc R . . H18B H 0.1908 0.1487 0.4858 0.0491 Uiso 1.0 4 calc R . . H19A H 0.2740 0.2855 0.4022 0.0540 Uiso 1.0 4 calc R . . H19B H 0.3569 0.1865 0.4344 0.0540 Uiso 1.0 4 calc R . . H20A H 0.4465 0.3653 0.4429 0.0456 Uiso 1.0 4 calc R . . H20B H 0.4274 0.3215 0.5302 0.0456 Uiso 1.0 4 calc R . . H23A H 0.6146 0.4106 0.6889 0.0528 Uiso 1.0 4 calc R . . H23B H 0.7230 0.4880 0.6845 0.0528 Uiso 1.0 4 calc R . . H24A H 0.7620 0.3258 0.7625 0.0536 Uiso 1.0 4 calc R . . H24B H 0.7692 0.4407 0.8165 0.0536 Uiso 1.0 4 calc R . . H25A H 0.6817 0.2845 0.8797 0.0457 Uiso 1.0 4 calc R . . H25B H 0.5896 0.2812 0.8110 0.0457 Uiso 1.0 4 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S17 0.0322(8) 0.0357(8) 0.0386(9) -0.0046(6) -0.0042(6) -0.0064(6) S21 0.0404(9) 0.0332(8) 0.0306(8) -0.0039(6) 0.0021(6) 0.0046(6) S22 0.0355(9) 0.0321(7) 0.0399(9) -0.0050(6) 0.0029(7) 0.0020(6) S26 0.0363(8) 0.0338(8) 0.0268(8) 0.0050(6) -0.0071(6) -0.0016(6) C1 0.033(3) 0.028(3) 0.031(3) -0.004(2) 0.003(3) -0.002(3) C2 0.024(3) 0.029(3) 0.026(3) -0.001(2) -0.000(2) 0.001(2) C3 0.035(3) 0.026(3) 0.028(3) -0.003(2) -0.006(3) -0.001(2) C4 0.024(3) 0.025(3) 0.024(3) -0.0013(19) -0.001(2) -0.003(2) C5 0.027(3) 0.030(3) 0.026(3) -0.001(2) -0.006(3) 0.001(3) C6 0.030(3) 0.030(3) 0.029(3) -0.000(2) -0.006(3) -0.010(3) C7 0.032(3) 0.028(3) 0.032(3) 0.000(2) -0.007(3) 0.000(3) C8 0.038(4) 0.036(3) 0.029(3) 0.005(3) -0.006(3) -0.010(3) C9 0.062(4) 0.038(3) 0.038(4) 0.013(3) 0.011(3) -0.004(3) C10 0.045(4) 0.037(3) 0.045(4) 0.001(3) 0.016(3) 0.000(3) C11 0.039(4) 0.040(3) 0.044(4) 0.001(3) 0.012(3) -0.003(3) C12 0.033(4) 0.053(4) 0.052(4) 0.002(3) 0.002(3) -0.006(3) C13 0.041(4) 0.059(4) 0.060(4) 0.008(3) -0.005(3) -0.014(4) C14 0.036(4) 0.048(4) 0.041(4) 0.010(3) -0.006(3) -0.006(3) C15 0.040(4) 0.037(3) 0.050(4) -0.001(3) -0.001(3) -0.009(3) C16 0.045(4) 0.032(3) 0.031(3) 0.007(3) -0.008(3) 0.004(3) C18 0.047(4) 0.030(3) 0.045(4) -0.004(3) -0.008(3) -0.010(3) C19 0.052(4) 0.045(4) 0.039(4) 0.008(3) 0.005(3) -0.011(3) C20 0.034(3) 0.045(4) 0.036(3) 0.004(3) 0.008(3) 0.001(3) C23 0.053(4) 0.041(4) 0.039(4) -0.001(3) 0.017(3) -0.001(3) C24 0.032(4) 0.046(4) 0.057(4) 0.006(3) 0.007(3) -0.001(3) C25 0.039(4) 0.038(3) 0.037(3) 0.012(3) -0.014(3) -0.005(3) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 rc13' _computing_data_reduction 'CrystalClear-SM Expert 2.0 rc13' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 S17 C1 1.823(5) yes . . S17 C18 1.823(6) yes . . S21 C1 1.842(6) yes . . S21 C20 1.806(6) yes . . S22 C5 1.830(5) yes . . S22 C23 1.818(6) yes . . S26 C5 1.841(5) yes . . S26 C25 1.800(6) yes . . C1 C2 1.534(7) yes . . C1 C16 1.530(7) yes . . C2 C3 1.522(7) yes . . C3 C4 1.527(7) yes . . C4 C5 1.536(7) yes . . C5 C6 1.533(7) yes . . C6 C7 1.550(7) yes . . C7 C8 1.513(7) yes . . C8 C9 1.527(8) yes . . C9 C10 1.527(8) yes . . C10 C11 1.517(8) yes . . C11 C12 1.527(8) yes . . C12 C13 1.515(9) yes . . C13 C14 1.521(9) yes . . C14 C15 1.534(8) yes . . C15 C16 1.534(8) yes . . C18 C19 1.500(8) yes . . C19 C20 1.521(8) yes . . C23 C24 1.518(8) yes . . C24 C25 1.517(8) yes . . C2 H2A 0.990 no . . C2 H2B 0.990 no . . C3 H3A 0.990 no . . C3 H3B 0.990 no . . C4 H4A 0.990 no . . C4 H4B 0.990 no . . C6 H6A 0.990 no . . C6 H6B 0.990 no . . C7 H7A 0.990 no . . C7 H7B 0.990 no . . C8 H8A 0.990 no . . C8 H8B 0.990 no . . C9 H9A 0.990 no . . C9 H9B 0.990 no . . C10 H10A 0.990 no . . C10 H10B 0.990 no . . C11 H11A 0.990 no . . C11 H11B 0.990 no . . C12 H12A 0.990 no . . C12 H12B 0.990 no . . C13 H13A 0.990 no . . C13 H13B 0.990 no . . C14 H14A 0.990 no . . C14 H14B 0.990 no . . C15 H15A 0.990 no . . C15 H15B 0.990 no . . C16 H16A 0.990 no . . C16 H16B 0.990 no . . C18 H18A 0.990 no . . C18 H18B 0.990 no . . C19 H19A 0.990 no . . C19 H19B 0.990 no . . C20 H20A 0.990 no . . C20 H20B 0.990 no . . C23 H23A 0.990 no . . C23 H23B 0.990 no . . C24 H24A 0.990 no . . C24 H24B 0.990 no . . C25 H25A 0.990 no . . C25 H25B 0.990 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C1 S17 C18 101.7(3) yes . . . C1 S21 C20 101.8(3) yes . . . C5 S22 C23 100.3(3) yes . . . C5 S26 C25 101.2(3) yes . . . S17 C1 S21 110.1(3) yes . . . S17 C1 C2 111.0(4) yes . . . S17 C1 C16 107.3(4) yes . . . S21 C1 C2 111.6(4) yes . . . S21 C1 C16 102.9(4) yes . . . C2 C1 C16 113.7(4) yes . . . C1 C2 C3 115.7(4) yes . . . C2 C3 C4 110.6(4) yes . . . C3 C4 C5 115.4(4) yes . . . S22 C5 S26 109.2(3) yes . . . S22 C5 C4 111.7(4) yes . . . S22 C5 C6 105.1(3) yes . . . S26 C5 C4 110.6(3) yes . . . S26 C5 C6 106.1(3) yes . . . C4 C5 C6 113.7(4) yes . . . C5 C6 C7 114.4(4) yes . . . C6 C7 C8 112.1(4) yes . . . C7 C8 C9 113.3(5) yes . . . C8 C9 C10 114.5(5) yes . . . C9 C10 C11 114.9(5) yes . . . C10 C11 C12 113.4(5) yes . . . C11 C12 C13 115.3(5) yes . . . C12 C13 C14 114.5(5) yes . . . C13 C14 C15 114.6(5) yes . . . C14 C15 C16 110.3(5) yes . . . C1 C16 C15 116.1(5) yes . . . S17 C18 C19 114.1(4) yes . . . C18 C19 C20 113.1(5) yes . . . S21 C20 C19 114.7(4) yes . . . S22 C23 C24 113.6(4) yes . . . C23 C24 C25 115.2(5) yes . . . S26 C25 C24 114.3(4) yes . . . C1 C2 H2A 108.356 no . . . C1 C2 H2B 108.359 no . . . C3 C2 H2A 108.356 no . . . C3 C2 H2B 108.355 no . . . H2A C2 H2B 107.435 no . . . C2 C3 H3A 109.526 no . . . C2 C3 H3B 109.527 no . . . C4 C3 H3A 109.534 no . . . C4 C3 H3B 109.520 no . . . H3A C3 H3B 108.084 no . . . C3 C4 H4A 108.426 no . . . C3 C4 H4B 108.423 no . . . C5 C4 H4A 108.423 no . . . C5 C4 H4B 108.417 no . . . H4A C4 H4B 107.475 no . . . C5 C6 H6A 108.650 no . . . C5 C6 H6B 108.645 no . . . C7 C6 H6A 108.654 no . . . C7 C6 H6B 108.657 no . . . H6A C6 H6B 107.592 no . . . C6 C7 H7A 109.194 no . . . C6 C7 H7B 109.198 no . . . C8 C7 H7A 109.191 no . . . C8 C7 H7B 109.186 no . . . H7A C7 H7B 107.896 no . . . C7 C8 H8A 108.900 no . . . C7 C8 H8B 108.911 no . . . C9 C8 H8A 108.919 no . . . C9 C8 H8B 108.915 no . . . H8A C8 H8B 107.738 no . . . C8 C9 H9A 108.634 no . . . C8 C9 H9B 108.630 no . . . C10 C9 H9A 108.633 no . . . C10 C9 H9B 108.631 no . . . H9A C9 H9B 107.587 no . . . C9 C10 H10A 108.551 no . . . C9 C10 H10B 108.557 no . . . C11 C10 H10A 108.548 no . . . C11 C10 H10B 108.546 no . . . H10A C10 H10B 107.537 no . . . C10 C11 H11A 108.905 no . . . C10 C11 H11B 108.903 no . . . C12 C11 H11A 108.897 no . . . C12 C11 H11B 108.901 no . . . H11A C11 H11B 107.733 no . . . C11 C12 H12A 108.453 no . . . C11 C12 H12B 108.452 no . . . C13 C12 H12A 108.460 no . . . C13 C12 H12B 108.459 no . . . H12A C12 H12B 107.482 no . . . C12 C13 H13A 108.636 no . . . C12 C13 H13B 108.638 no . . . C14 C13 H13A 108.641 no . . . C14 C13 H13B 108.649 no . . . H13A C13 H13B 107.582 no . . . C13 C14 H14A 108.615 no . . . C13 C14 H14B 108.616 no . . . C15 C14 H14A 108.622 no . . . C15 C14 H14B 108.620 no . . . H14A C14 H14B 107.573 no . . . C14 C15 H15A 109.599 no . . . C14 C15 H15B 109.602 no . . . C16 C15 H15A 109.605 no . . . C16 C15 H15B 109.613 no . . . H15A C15 H15B 108.130 no . . . C1 C16 H16A 108.269 no . . . C1 C16 H16B 108.273 no . . . C15 C16 H16A 108.268 no . . . C15 C16 H16B 108.267 no . . . H16A C16 H16B 107.385 no . . . S17 C18 H18A 108.725 no . . . S17 C18 H18B 108.731 no . . . C19 C18 H18A 108.723 no . . . C19 C18 H18B 108.728 no . . . H18A C18 H18B 107.636 no . . . C18 C19 H19A 108.956 no . . . C18 C19 H19B 108.964 no . . . C20 C19 H19A 108.959 no . . . C20 C19 H19B 108.959 no . . . H19A C19 H19B 107.759 no . . . S21 C20 H20A 108.578 no . . . S21 C20 H20B 108.573 no . . . C19 C20 H20A 108.575 no . . . C19 C20 H20B 108.579 no . . . H20A C20 H20B 107.562 no . . . S22 C23 H23A 108.859 no . . . S22 C23 H23B 108.852 no . . . C24 C23 H23A 108.852 no . . . C24 C23 H23B 108.851 no . . . H23A C23 H23B 107.702 no . . . C23 C24 H24A 108.479 no . . . C23 C24 H24B 108.469 no . . . C25 C24 H24A 108.481 no . . . C25 C24 H24B 108.476 no . . . H24A C24 H24B 107.500 no . . . S26 C25 H25A 108.686 no . . . S26 C25 H25B 108.689 no . . . C24 C25 H25A 108.676 no . . . C24 C25 H25B 108.673 no . . . H25A C25 H25B 107.606 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C1 S17 C18 C19 -60.3(4) no . . . . C18 S17 C1 S21 57.9(3) no . . . . C18 S17 C1 C2 -66.0(4) no . . . . C18 S17 C1 C16 169.2(3) no . . . . C1 S21 C20 C19 58.7(4) no . . . . C20 S21 C1 S17 -57.5(3) no . . . . C20 S21 C1 C2 66.1(4) no . . . . C20 S21 C1 C16 -171.6(3) no . . . . C5 S22 C23 C24 -60.6(4) no . . . . C23 S22 C5 S26 61.8(3) no . . . . C23 S22 C5 C4 -60.9(4) no . . . . C23 S22 C5 C6 175.3(3) no . . . . C5 S26 C25 C24 58.5(4) no . . . . C25 S26 C5 S22 -61.2(3) no . . . . C25 S26 C5 C4 62.2(4) no . . . . C25 S26 C5 C6 -174.0(3) no . . . . S17 C1 C2 C3 -174.2(3) no . . . . S17 C1 C16 C15 65.6(5) no . . . . S21 C1 C2 C3 62.7(5) no . . . . S21 C1 C16 C15 -178.3(3) no . . . . C2 C1 C16 C15 -57.5(6) no . . . . C16 C1 C2 C3 -53.1(6) no . . . . C1 C2 C3 C4 -171.2(4) no . . . . C2 C3 C4 C5 179.6(4) no . . . . C3 C4 C5 S22 -60.3(5) no . . . . C3 C4 C5 S26 177.8(4) no . . . . C3 C4 C5 C6 58.5(5) no . . . . S22 C5 C6 C7 172.2(3) no . . . . S26 C5 C6 C7 -72.1(4) no . . . . C4 C5 C6 C7 49.7(5) no . . . . C5 C6 C7 C8 179.3(4) no . . . . C6 C7 C8 C9 176.0(4) no . . . . C7 C8 C9 C10 -59.9(6) no . . . . C8 C9 C10 C11 -49.9(6) no . . . . C9 C10 C11 C12 -170.8(4) no . . . . C10 C11 C12 C13 -176.9(4) no . . . . C11 C12 C13 C14 57.4(7) no . . . . C12 C13 C14 C15 54.3(6) no . . . . C13 C14 C15 C16 177.9(4) no . . . . C14 C15 C16 C1 167.7(4) no . . . . S17 C18 C19 C20 65.2(5) no . . . . C18 C19 C20 S21 -64.8(6) no . . . . S22 C23 C24 C25 63.4(6) no . . . . C23 C24 C25 S26 -62.3(6) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 S17 C15 3.239(6) no . . S17 C20 3.293(6) no . . S21 C3 3.302(5) no . . S21 C18 3.298(6) no . . S22 C3 3.271(6) no . . S22 C25 3.311(6) no . . S26 C7 3.286(5) no . . S26 C23 3.304(6) no . . C1 C19 3.243(8) no . . C2 C15 3.122(7) no . . C2 C18 3.268(7) no . . C2 C20 3.289(8) no . . C3 C6 3.119(7) no . . C3 C7 3.567(7) no . . C3 C16 3.070(8) no . . C4 C7 3.033(7) no . . C4 C23 3.190(8) no . . C4 C25 3.206(7) no . . C5 C24 3.209(8) no . . C7 C10 3.089(8) no . . C7 C11 3.563(8) no . . C8 C11 3.032(8) no . . C11 C14 3.096(8) no . . C12 C15 3.061(9) no . . S17 H2A 2.8406 no . . S17 H2B 2.9362 no . . S17 H15A 3.4720 no . . S17 H15B 2.9279 no . . S17 H16A 2.7892 no . . S17 H16B 3.5829 no . . S17 H19A 2.9152 no . . S17 H20B 3.5927 no . . S21 H2B 2.9211 no . . S21 H3B 2.8451 no . . S21 H16A 2.7332 no . . S21 H16B 2.7028 no . . S21 H18A 3.5821 no . . S21 H19A 2.9366 no . . S22 H3A 3.5993 no . . S22 H3B 2.8591 no . . S22 H4A 2.9382 no . . S22 H6A 2.7031 no . . S22 H6B 2.8412 no . . S22 H24B 2.9265 no . . S26 H4A 2.9135 no . . S26 H4B 2.8765 no . . S26 H6A 3.5778 no . . S26 H6B 2.7244 no . . S26 H7B 2.8781 no . . S26 H24B 2.9358 no . . C1 H3A 2.8558 no . . C1 H3B 2.7349 no . . C1 H15A 2.7303 no . . C1 H15B 2.8966 no . . C1 H18A 2.9589 no . . C1 H19A 3.5311 no . . C1 H20B 2.9709 no . . C2 H4A 2.6701 no . . C2 H4B 2.6756 no . . C2 H15A 2.7265 no . . C2 H15B 3.5619 no . . C2 H16A 3.3963 no . . C2 H16B 2.7841 no . . C2 H18A 2.8994 no . . C2 H20B 2.9318 no . . C3 H6A 2.8961 no . . C3 H7A 3.0071 no . . C3 H15A 3.1323 no . . C3 H16B 2.7700 no . . C3 H20B 3.5907 no . . C3 H23A 3.3719 no . . C4 H2A 2.7376 no . . C4 H2B 2.6074 no . . C4 H6A 2.8505 no . . C4 H6B 3.3989 no . . C4 H7A 2.6994 no . . C4 H7B 3.2599 no . . C4 H23A 2.8022 no . . C4 H25B 2.8380 no . . C5 H3A 2.7962 no . . C5 H3B 2.7908 no . . C5 H7A 2.7929 no . . C5 H7B 2.7829 no . . C5 H23A 2.9254 no . . C5 H24B 3.5333 no . . C5 H25B 2.9549 no . . C6 H3A 2.7989 no . . C6 H3B 3.4090 no . . C6 H4A 3.4008 no . . C6 H4B 2.7829 no . . C6 H8A 2.6878 no . . C6 H8B 2.7468 no . . C7 H3A 3.0597 no . . C7 H4B 2.7138 no . . C7 H9A 2.7458 no . . C7 H9B 3.3736 no . . C7 H10A 2.8620 no . . C7 H11A 3.0405 no . . C8 H6A 2.7256 no . . C8 H6B 2.7154 no . . C8 H10A 2.8506 no . . C8 H10B 3.3941 no . . C8 H11A 2.7775 no . . C8 H11B 3.1418 no . . C9 H7A 2.7018 no . . C9 H7B 2.7590 no . . C9 H11A 2.8229 no . . C9 H11B 2.6941 no . . C10 H7A 2.7157 no . . C10 H7B 3.4232 no . . C10 H8A 2.7790 no . . C10 H8B 3.4012 no . . C10 H12A 2.6993 no . . C10 H12B 2.7430 no . . C11 H7A 3.0510 no . . C11 H8A 2.7183 no . . C11 H9A 3.3890 no . . C11 H9B 2.8500 no . . C11 H13A 2.7976 no . . C11 H13B 3.3974 no . . C11 H14A 2.8296 no . . C11 H15A 3.1030 no . . C12 H10A 2.7889 no . . C12 H10B 2.6571 no . . C12 H14A 2.8036 no . . C12 H14B 3.3821 no . . C12 H15A 2.7555 no . . C12 H15B 3.3043 no . . C13 H11A 2.7430 no . . C13 H11B 2.7854 no . . C13 H15A 2.7904 no . . C13 H15B 2.7617 no . . C14 H11A 2.7399 no . . C14 H11B 3.4084 no . . C14 H12A 2.7786 no . . C14 H12B 3.3828 no . . C14 H16A 2.7724 no . . C14 H16B 2.5905 no . . C15 H2A 2.8642 no . . C15 H3A 3.1086 no . . C15 H11A 3.1093 no . . C15 H12A 2.7582 no . . C15 H13A 3.4002 no . . C15 H13B 2.8184 no . . C16 H2A 2.8191 no . . C16 H2B 3.3946 no . . C16 H3A 2.8246 no . . C16 H3B 3.2252 no . . C16 H14A 2.6995 no . . C16 H14B 2.6688 no . . C18 H2A 3.5299 no . . C18 H2B 2.8335 no . . C18 H20A 3.3526 no . . C18 H20B 2.6926 no . . C19 H2B 3.3536 no . . C20 H2B 2.8289 no . . C20 H18A 2.6863 no . . C20 H18B 3.3576 no . . C23 H3B 3.4516 no . . C23 H4A 2.7296 no . . C23 H25A 3.3888 no . . C23 H25B 2.7563 no . . C24 H4A 3.2027 no . . C25 H4A 2.7378 no . . C25 H4B 3.4914 no . . C25 H23A 2.7509 no . . C25 H23B 3.3898 no . . H2A H3A 2.3251 no . . H2A H3B 2.8594 no . . H2A H4A 3.0242 no . . H2A H4B 2.5347 no . . H2A H7A 3.5328 no . . H2A H15A 2.2553 no . . H2A H15B 3.1871 no . . H2A H16B 3.1850 no . . H2A H18A 3.1064 no . . H2B H3A 2.8578 no . . H2B H3B 2.4251 no . . H2B H4A 2.3902 no . . H2B H4B 2.8337 no . . H2B H18A 2.2583 no . . H2B H20B 2.2619 no . . H3A H4A 2.8665 no . . H3A H4B 2.3766 no . . H3A H6A 2.4052 no . . H3A H7A 2.4571 no . . H3A H11A 3.0468 no . . H3A H14A 3.3318 no . . H3A H15A 2.5958 no . . H3A H16B 2.3919 no . . H3B H4A 2.3807 no . . H3B H4B 2.8664 no . . H3B H6A 3.0308 no . . H3B H16B 2.7520 no . . H3B H20B 3.2729 no . . H3B H23A 2.9728 no . . H4A H23A 2.1483 no . . H4A H25B 2.1748 no . . H4B H6A 3.2146 no . . H4B H7A 2.2370 no . . H4B H7B 2.7774 no . . H4B H25B 3.0482 no . . H6A H7A 2.3954 no . . H6A H7B 2.8836 no . . H6A H8A 2.4984 no . . H6A H8B 3.0391 no . . H6A H11A 3.5310 no . . H6B H7A 2.8836 no . . H6B H7B 2.4035 no . . H6B H8A 2.9337 no . . H6B H8B 2.5505 no . . H7A H8A 2.3909 no . . H7A H8B 2.8571 no . . H7A H9A 2.9945 no . . H7A H10A 2.2956 no . . H7A H11A 2.4710 no . . H7A H15A 3.5143 no . . H7B H8A 2.8568 no . . H7B H8B 2.3452 no . . H7B H9A 2.5971 no . . H7B H10A 3.0613 no . . H8A H9A 2.8627 no . . H8A H9B 2.3593 no . . H8A H10A 3.2038 no . . H8A H11A 2.3395 no . . H8A H11B 2.6524 no . . H8B H9A 2.3564 no . . H8B H9B 2.3421 no . . H9A H10A 2.2987 no . . H9A H10B 2.3929 no . . H9B H10A 2.8519 no . . H9B H10B 2.2995 no . . H9B H11A 3.2678 no . . H9B H11B 2.6353 no . . H10A H11A 2.3141 no . . H10A H11B 2.8511 no . . H10A H12A 2.5825 no . . H10A H12B 3.1218 no . . H10A H15A 3.5799 no . . H10B H11A 2.8506 no . . H10B H11B 2.4202 no . . H10B H12A 2.8505 no . . H10B H12B 2.4885 no . . H11A H12A 2.3913 no . . H11A H12B 2.8609 no . . H11A H13A 3.0685 no . . H11A H14A 2.2840 no . . H11A H15A 2.5690 no . . H11B H12A 2.8606 no . . H11B H12B 2.3559 no . . H11B H13A 2.6516 no . . H11B H14A 3.0089 no . . H12A H13A 2.8489 no . . H12A H13B 2.3261 no . . H12A H14A 3.1700 no . . H12A H15A 2.2885 no . . H12A H15B 2.8528 no . . H12B H13A 2.3278 no . . H12B H13B 2.3370 no . . H13A H14A 2.3170 no . . H13A H14B 2.3627 no . . H13B H14A 2.8523 no . . H13B H14B 2.3174 no . . H13B H15A 3.1650 no . . H13B H15B 2.6522 no . . H14A H15A 2.3758 no . . H14A H15B 2.8741 no . . H14A H16A 3.0971 no . . H14A H16B 2.4006 no . . H14B H15A 2.8737 no . . H14B H15B 2.3991 no . . H14B H16A 2.5602 no . . H14B H16B 2.7732 no . . H15A H16A 2.8657 no . . H15A H16B 2.4567 no . . H15B H16A 2.3183 no . . H15B H16B 2.8630 no . . H18A H19A 2.8441 no . . H18A H19B 2.3647 no . . H18A H20A 3.5549 no . . H18A H20B 2.4804 no . . H18B H19A 2.3671 no . . H18B H19B 2.2920 no . . H18B H20B 3.5624 no . . H19A H20A 2.3823 no . . H19A H20B 2.8585 no . . H19B H20A 2.3100 no . . H19B H20B 2.3785 no . . H23A H24A 2.3680 no . . H23A H24B 2.8542 no . . H23A H25B 2.5772 no . . H23B H24A 2.3108 no . . H23B H24B 2.3641 no . . H24A H25A 2.3122 no . . H24A H25B 2.3582 no . . H24B H25A 2.3561 no . . H24B H25B 2.8521 no . . S17 H9B 3.5613 no . 2_546 S17 H10B 3.3404 no . 2_546 S17 H11B 3.0925 no . 2_546 S17 H12B 3.3788 no . 2_546 S17 H14B 2.9410 no . 3_566 S17 H16A 3.4963 no . 3_566 S21 H8B 3.3241 no . 4_564 S21 H20A 3.3522 no . 3_666 S21 H23A 3.5710 no . 3_666 S21 H23B 3.2413 no . 3_666 S22 H2B 3.4317 no . 2_656 S22 H4A 3.2758 no . 2_656 S22 H13B 3.5938 no . 1_655 S22 H19A 3.4778 no . 3_666 S22 H20A 3.4035 no . 3_666 S22 H25B 3.2731 no . 2_656 S26 H7B 3.0721 no . 3_667 S26 H8B 3.2232 no . 3_667 S26 H9A 3.4612 no . 3_667 S26 H19B 2.9725 no . 4_555 C2 H13A 3.5869 no . 2_546 C3 H25A 3.5741 no . 2_656 C3 H25B 3.3575 no . 2_656 C4 H19B 3.3284 no . 4_555 C5 H19B 3.5576 no . 4_555 C6 H4A 3.5558 no . 2_656 C6 H20B 3.4934 no . 2_656 C6 H23A 3.4056 no . 2_656 C6 H25B 3.3117 no . 2_656 C7 H18B 3.4899 no . 4_555 C7 H19B 3.1239 no . 4_555 C8 H25A 3.2573 no . 3_667 C9 H14B 3.5922 no . 4_565 C9 H16A 3.3190 no . 4_565 C9 H16B 3.4285 no . 4_565 C9 H18B 3.4100 no . 4_555 C9 H25A 3.1742 no . 3_667 C10 H10B 3.3144 no . 3_567 C10 H18B 3.2681 no . 4_555 C11 H24A 3.4795 no . 2_656 C12 H24B 3.0413 no . 1_455 C13 H2A 3.4054 no . 2_556 C13 H19A 3.2049 no . 3_566 C13 H23B 3.3383 no . 1_455 C14 H9B 3.4117 no . 4_564 C14 H24A 3.3820 no . 2_656 C16 H9B 2.9575 no . 4_564 C16 H25A 3.3001 no . 2_656 C18 H7B 3.3451 no . 4_554 C18 H9A 3.5790 no . 4_554 C18 H10A 3.4996 no . 4_554 C18 H10B 3.4526 no . 2_546 C18 H12B 3.4058 no . 2_546 C18 H14B 3.5117 no . 3_566 C19 H4B 3.1831 no . 4_554 C19 H7B 3.2146 no . 4_554 C19 H13B 3.4336 no . 3_566 C20 H6B 3.4459 no . 2_646 C23 H6A 3.3831 no . 2_646 C23 H8A 3.2924 no . 2_646 C23 H13B 3.2025 no . 1_655 C24 H6A 3.2526 no . 2_646 C24 H8A 3.4727 no . 2_646 C24 H9A 3.5617 no . 3_667 C24 H12A 3.4345 no . 1_655 C24 H12B 3.4316 no . 1_655 C24 H14A 3.1227 no . 2_646 C25 H3A 3.4064 no . 2_646 C25 H3B 3.4762 no . 2_646 C25 H6A 3.1609 no . 2_646 C25 H8B 3.2690 no . 3_667 C25 H9A 3.3028 no . 3_667 C25 H16B 3.1904 no . 2_646 H2A C13 3.4054 no . 2_546 H2A H12B 3.1937 no . 2_546 H2A H13A 2.6088 no . 2_546 H2A H13B 3.5898 no . 2_546 H2B S22 3.4317 no . 2_646 H2B H6B 3.0991 no . 2_646 H3A C25 3.4064 no . 2_656 H3A H24A 3.2057 no . 2_656 H3A H25A 3.1012 no . 2_656 H3A H25B 2.9391 no . 2_656 H3B C25 3.4762 no . 2_656 H3B H20A 2.8672 no . 3_666 H3B H25A 3.1215 no . 2_656 H3B H25B 2.8858 no . 2_656 H4A S22 3.2758 no . 2_646 H4A C6 3.5558 no . 2_646 H4A H6A 2.9056 no . 2_646 H4A H6B 3.3492 no . 2_646 H4B C19 3.1831 no . 4_555 H4B H19A 2.9623 no . 4_555 H4B H19B 2.5001 no . 4_555 H6A C23 3.3831 no . 2_656 H6A C24 3.2526 no . 2_656 H6A C25 3.1609 no . 2_656 H6A H4A 2.9056 no . 2_656 H6A H23A 2.6705 no . 2_656 H6A H24A 2.8982 no . 2_656 H6A H25A 3.5730 no . 2_656 H6A H25B 2.3738 no . 2_656 H6B C20 3.4459 no . 2_656 H6B H2B 3.0991 no . 2_656 H6B H4A 3.3492 no . 2_656 H6B H18A 3.1865 no . 2_656 H6B H19B 3.5874 no . 2_656 H6B H20B 2.5359 no . 2_656 H6B H23A 3.2992 no . 2_656 H7A H18B 3.2491 no . 4_555 H7A H19B 3.0304 no . 4_555 H7B S26 3.0721 no . 3_667 H7B C18 3.3451 no . 4_555 H7B C19 3.2146 no . 4_555 H7B H18A 3.3363 no . 4_555 H7B H18B 2.9151 no . 4_555 H7B H19B 2.3921 no . 4_555 H8A C23 3.2924 no . 2_656 H8A C24 3.4727 no . 2_656 H8A H16A 3.5866 no . 4_565 H8A H23A 2.8763 no . 2_656 H8A H23B 3.0772 no . 2_656 H8A H24A 2.7837 no . 2_656 H8B S21 3.3241 no . 4_565 H8B S26 3.2232 no . 3_667 H8B C25 3.2690 no . 3_667 H8B H16A 3.5266 no . 4_565 H8B H16B 3.2037 no . 4_565 H8B H20A 3.5504 no . 2_656 H8B H20B 3.2897 no . 2_656 H8B H23A 3.5910 no . 2_656 H8B H25A 2.5398 no . 3_667 H9A S26 3.4612 no . 3_667 H9A C18 3.5790 no . 4_555 H9A C24 3.5617 no . 3_667 H9A C25 3.3028 no . 3_667 H9A H10B 3.2414 no . 3_567 H9A H16B 3.5555 no . 4_565 H9A H18A 3.4594 no . 4_555 H9A H18B 2.8014 no . 4_555 H9A H24B 2.9337 no . 3_667 H9A H25A 2.7546 no . 3_667 H9B S17 3.5613 no . 2_556 H9B C14 3.4117 no . 4_565 H9B C16 2.9575 no . 4_565 H9B H14A 3.3518 no . 4_565 H9B H14B 2.7611 no . 4_565 H9B H16A 2.3828 no . 4_565 H9B H16B 2.6605 no . 4_565 H9B H25A 3.0355 no . 3_667 H10A C18 3.4996 no . 4_555 H10A H10B 3.1745 no . 3_567 H10A H18B 2.5245 no . 4_555 H10B S17 3.3404 no . 2_556 H10B C10 3.3144 no . 3_567 H10B C18 3.4526 no . 2_556 H10B H9A 3.2414 no . 3_567 H10B H10A 3.1745 no . 3_567 H10B H10B 2.6945 no . 3_567 H10B H18B 2.8690 no . 2_556 H10B H18B 3.5044 no . 4_555 H11A H24A 2.7251 no . 2_656 H11B S17 3.0925 no . 2_556 H11B H15A 3.5618 no . 2_556 H11B H15B 2.9539 no . 2_556 H11B H24A 3.3340 no . 2_656 H12A C24 3.4345 no . 1_455 H12A H13A 3.4405 no . 2_546 H12A H14A 3.5864 no . 2_546 H12A H23B 3.4261 no . 1_455 H12A H24A 3.4190 no . 1_455 H12A H24B 2.6925 no . 1_455 H12B S17 3.3788 no . 2_556 H12B C18 3.4058 no . 2_556 H12B C24 3.4316 no . 1_455 H12B H2A 3.1937 no . 2_556 H12B H18A 2.9606 no . 2_556 H12B H18B 3.3789 no . 2_556 H12B H23B 3.4823 no . 1_455 H12B H24B 2.5323 no . 1_455 H13A C2 3.5869 no . 2_556 H13A H2A 2.6088 no . 2_556 H13A H12A 3.4405 no . 2_556 H13A H15A 3.1917 no . 2_556 H13A H19A 3.1489 no . 3_566 H13B S22 3.5938 no . 1_455 H13B C19 3.4336 no . 3_566 H13B C23 3.2025 no . 1_455 H13B H2A 3.5898 no . 2_556 H13B H19A 2.4698 no . 3_566 H13B H23B 2.4263 no . 1_455 H13B H24B 3.3189 no . 1_455 H14A C24 3.1227 no . 2_656 H14A H9B 3.3518 no . 4_564 H14A H12A 3.5864 no . 2_556 H14A H24A 2.3944 no . 2_656 H14A H24B 3.0806 no . 2_656 H14A H25A 3.2027 no . 2_656 H14B S17 2.9410 no . 3_566 H14B C9 3.5922 no . 4_564 H14B C18 3.5117 no . 3_566 H14B H9B 2.7611 no . 4_564 H14B H18B 3.2283 no . 3_566 H14B H19A 3.3328 no . 3_566 H15A H11B 3.5618 no . 2_546 H15A H13A 3.1917 no . 2_546 H15B H11B 2.9539 no . 2_546 H15B H16A 3.1853 no . 3_566 H16A S17 3.4963 no . 3_566 H16A C9 3.3190 no . 4_564 H16A H8A 3.5866 no . 4_564 H16A H8B 3.5266 no . 4_564 H16A H9B 2.3828 no . 4_564 H16A H15B 3.1853 no . 3_566 H16B C9 3.4285 no . 4_564 H16B C25 3.1904 no . 2_656 H16B H8B 3.2037 no . 4_564 H16B H9A 3.5555 no . 4_564 H16B H9B 2.6605 no . 4_564 H16B H24A 3.3011 no . 2_656 H16B H25A 2.3173 no . 2_656 H16B H25B 3.3894 no . 2_656 H18A H6B 3.1865 no . 2_646 H18A H7B 3.3363 no . 4_554 H18A H9A 3.4594 no . 4_554 H18A H12B 2.9606 no . 2_546 H18B C7 3.4899 no . 4_554 H18B C9 3.4100 no . 4_554 H18B C10 3.2681 no . 4_554 H18B H7A 3.2491 no . 4_554 H18B H7B 2.9151 no . 4_554 H18B H9A 2.8014 no . 4_554 H18B H10A 2.5245 no . 4_554 H18B H10B 2.8690 no . 2_546 H18B H10B 3.5044 no . 4_554 H18B H12B 3.3789 no . 2_546 H18B H14B 3.2283 no . 3_566 H19A S22 3.4778 no . 3_666 H19A C13 3.2049 no . 3_566 H19A H4B 2.9623 no . 4_554 H19A H13A 3.1489 no . 3_566 H19A H13B 2.4698 no . 3_566 H19A H14B 3.3328 no . 3_566 H19A H23B 2.9656 no . 3_666 H19B S26 2.9725 no . 4_554 H19B C4 3.3284 no . 4_554 H19B C5 3.5576 no . 4_554 H19B C7 3.1239 no . 4_554 H19B H4B 2.5001 no . 4_554 H19B H6B 3.5874 no . 2_646 H19B H7A 3.0304 no . 4_554 H19B H7B 2.3921 no . 4_554 H20A S21 3.3522 no . 3_666 H20A S22 3.4035 no . 3_666 H20A H3B 2.8672 no . 3_666 H20A H8B 3.5504 no . 2_646 H20A H23A 3.4562 no . 3_666 H20A H23B 3.3865 no . 3_666 H20A H25A 3.5546 no . 4_554 H20A H25B 3.3506 no . 4_554 H20B C6 3.4934 no . 2_646 H20B H6B 2.5359 no . 2_646 H20B H8B 3.2897 no . 2_646 H23A S21 3.5710 no . 3_666 H23A C6 3.4056 no . 2_646 H23A H6A 2.6705 no . 2_646 H23A H6B 3.2992 no . 2_646 H23A H8A 2.8763 no . 2_646 H23A H8B 3.5910 no . 2_646 H23A H20A 3.4562 no . 3_666 H23B S21 3.2413 no . 3_666 H23B C13 3.3383 no . 1_655 H23B H8A 3.0772 no . 2_646 H23B H12A 3.4261 no . 1_655 H23B H12B 3.4823 no . 1_655 H23B H13B 2.4263 no . 1_655 H23B H19A 2.9656 no . 3_666 H23B H20A 3.3865 no . 3_666 H24A C11 3.4795 no . 2_646 H24A C14 3.3820 no . 2_646 H24A H3A 3.2057 no . 2_646 H24A H6A 2.8982 no . 2_646 H24A H8A 2.7837 no . 2_646 H24A H11A 2.7251 no . 2_646 H24A H11B 3.3340 no . 2_646 H24A H12A 3.4190 no . 1_655 H24A H14A 2.3944 no . 2_646 H24A H16B 3.3011 no . 2_646 H24B C12 3.0413 no . 1_655 H24B H9A 2.9337 no . 3_667 H24B H12A 2.6925 no . 1_655 H24B H12B 2.5323 no . 1_655 H24B H13B 3.3189 no . 1_655 H24B H14A 3.0806 no . 2_646 H25A C3 3.5741 no . 2_646 H25A C8 3.2573 no . 3_667 H25A C9 3.1742 no . 3_667 H25A C16 3.3001 no . 2_646 H25A H3A 3.1012 no . 2_646 H25A H3B 3.1215 no . 2_646 H25A H6A 3.5730 no . 2_646 H25A H8B 2.5398 no . 3_667 H25A H9A 2.7546 no . 3_667 H25A H9B 3.0355 no . 3_667 H25A H14A 3.2027 no . 2_646 H25A H16B 2.3173 no . 2_646 H25A H20A 3.5546 no . 4_555 H25B S22 3.2731 no . 2_646 H25B C3 3.3575 no . 2_646 H25B C6 3.3117 no . 2_646 H25B H3A 2.9391 no . 2_646 H25B H3B 2.8858 no . 2_646 H25B H6A 2.3738 no . 2_646 H25B H16B 3.3894 no . 2_646 H25B H20A 3.3506 no . 4_555 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 961320' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_10d _chemical_formula_sum 'C22 H40 S4' _chemical_formula_moiety 'C22 H40 S4' _chemical_formula_weight 432.80 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,+Y,1/2-Z 3 -X,-Y,-Z 4 +X,-Y,1/2+Z 5 1/2+X,1/2+Y,+Z 6 1/2-X,1/2+Y,1/2-Z 7 1/2-X,1/2-Y,-Z 8 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 23.971(8) _cell_length_b 9.904(3) _cell_length_c 9.922(3) _cell_angle_alpha 90.0000 _cell_angle_beta 98.697(9) _cell_angle_gamma 90.0000 _cell_volume 2328.4(13) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 25.35 _cell_measurement_temperature 93 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.150 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.150 _exptl_crystal_density_diffrn 1.235 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 944.00 _exptl_absorpt_coefficient_mu 0.413 _exptl_absorpt_correction_type none #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 93 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Mercury70' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.629 _diffrn_reflns_number 7101 _diffrn_reflns_av_R_equivalents 0.0482 _diffrn_reflns_theta_max 25.36 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2117 _reflns_number_gt 1759 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0450 _refine_ls_wR_factor_ref 0.1126 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2117 _refine_ls_number_parameters 118 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0536P)^2^+0.5983P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.580 _refine_diff_density_min -0.280 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; S S 0.1246 0.1234 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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 S4 S 0.85898(3) 0.06597(6) 0.88256(6) 0.0316(3) Uani 1.0 8 d . . . S8 S 0.80800(2) 0.23001(6) 0.63797(5) 0.0274(2) Uani 1.0 8 d . . . C1 C 0.97537(9) 0.1575(3) 0.7906(2) 0.0265(6) Uani 1.0 8 d . . . C2 C 0.91841(9) 0.1694(2) 0.6985(2) 0.0240(5) Uani 1.0 8 d . . . C3 C 0.86894(9) 0.2104(2) 0.7726(2) 0.0219(5) Uani 1.0 8 d . . . C5 C 0.79244(10) 0.1043(3) 0.9382(3) 0.0355(6) Uani 1.0 8 d . . . C6 C 0.74352(10) 0.1191(3) 0.8227(3) 0.0356(6) Uani 1.0 8 d . . . C7 C 0.74967(10) 0.2409(3) 0.7342(3) 0.0277(6) Uani 1.0 8 d . . . C9 C 0.88034(9) 0.3427(2) 0.8542(2) 0.0227(5) Uani 1.0 8 d . . . C10 C 0.90123(10) 0.4604(2) 0.7752(2) 0.0245(5) Uani 1.0 8 d . . . C11 C 0.90902(9) 0.5907(2) 0.8581(3) 0.0278(6) Uani 1.0 8 d . . . C12 C 0.92000(10) 0.7152(2) 0.7748(3) 0.0318(6) Uani 1.0 8 d . . . C13 C 0.97233(10) 0.7097(3) 0.7022(3) 0.0301(6) Uani 1.0 8 d . . . H1A H 0.9798 0.2340 0.8556 0.0318 Uiso 1.0 8 calc R . . H1B H 0.9762 0.0729 0.8440 0.0318 Uiso 1.0 8 calc R . . H2A H 0.9094 0.0814 0.6530 0.0288 Uiso 1.0 8 calc R . . H2B H 0.9218 0.2369 0.6266 0.0288 Uiso 1.0 8 calc R . . H5A H 0.7834 0.0316 0.9999 0.0426 Uiso 1.0 8 calc R . . H5B H 0.7965 0.1894 0.9912 0.0426 Uiso 1.0 8 calc R . . H6A H 0.7410 0.0368 0.7656 0.0427 Uiso 1.0 8 calc R . . H6B H 0.7080 0.1272 0.8615 0.0427 Uiso 1.0 8 calc R . . H7A H 0.7548 0.3221 0.7930 0.0332 Uiso 1.0 8 calc R . . H7B H 0.7143 0.2527 0.6697 0.0332 Uiso 1.0 8 calc R . . H9A H 0.8451 0.3706 0.8870 0.0272 Uiso 1.0 8 calc R . . H9B H 0.9088 0.3244 0.9354 0.0272 Uiso 1.0 8 calc R . . H10A H 0.9377 0.4352 0.7468 0.0294 Uiso 1.0 8 calc R . . H10B H 0.8738 0.4767 0.6917 0.0294 Uiso 1.0 8 calc R . . H11A H 0.9411 0.5789 0.9327 0.0334 Uiso 1.0 8 calc R . . H11B H 0.8747 0.6066 0.9003 0.0334 Uiso 1.0 8 calc R . . H12A H 0.9237 0.7945 0.8363 0.0381 Uiso 1.0 8 calc R . . H12B H 0.8864 0.7305 0.7051 0.0381 Uiso 1.0 8 calc R . . H13A H 0.9703 0.6271 0.6454 0.0362 Uiso 1.0 8 calc R . . H13B H 0.9716 0.7884 0.6404 0.0362 Uiso 1.0 8 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S4 0.0295(4) 0.0261(4) 0.0416(4) 0.0049(3) 0.0125(3) 0.0099(3) S8 0.0236(4) 0.0336(4) 0.0238(4) -0.0009(3) -0.0006(3) -0.0051(3) C1 0.0216(13) 0.0293(13) 0.0290(13) 0.0035(10) 0.0047(10) 0.0031(10) C2 0.0265(13) 0.0220(12) 0.0242(11) -0.0003(10) 0.0057(10) -0.0022(10) C3 0.0205(13) 0.0241(12) 0.0210(11) 0.0007(9) 0.0029(9) 0.0008(9) C5 0.0389(16) 0.0250(13) 0.0473(16) 0.0017(11) 0.0213(12) 0.0098(12) C6 0.0274(15) 0.0238(13) 0.0578(16) -0.0047(11) 0.0136(12) -0.0009(13) C7 0.0201(13) 0.0260(12) 0.0360(14) -0.0014(10) 0.0014(10) -0.0042(11) C9 0.0199(12) 0.0281(12) 0.0195(11) 0.0007(10) 0.0015(9) -0.0003(10) C10 0.0237(13) 0.0245(12) 0.0253(12) 0.0004(10) 0.0034(10) -0.0034(10) C11 0.0254(14) 0.0259(12) 0.0316(13) -0.0006(10) 0.0021(10) -0.0069(11) C12 0.0278(15) 0.0213(12) 0.0443(15) 0.0028(10) -0.0004(11) -0.0042(11) C13 0.0325(15) 0.0241(12) 0.0310(13) -0.0008(10) -0.0043(11) 0.0023(10) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 rc13' _computing_data_reduction 'CrystalClear-SM Expert 2.0 rc13' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 S4 C3 1.836(3) yes . . S4 C5 1.805(3) yes . . S8 C3 1.835(2) yes . . S8 C7 1.812(3) yes . . C1 C1 1.526(4) yes . 2_756 C1 C2 1.528(3) yes . . C2 C3 1.541(4) yes . . C3 C9 1.542(3) yes . . C5 C6 1.517(4) yes . . C6 C7 1.512(4) yes . . C9 C10 1.531(3) yes . . C10 C11 1.526(3) yes . . C11 C12 1.530(4) yes . . C12 C13 1.539(4) yes . . C13 C13 1.510(4) yes . 2_756 C1 H1A 0.990 no . . C1 H1B 0.990 no . . C2 H2A 0.990 no . . C2 H2B 0.990 no . . C5 H5A 0.990 no . . C5 H5B 0.990 no . . C6 H6A 0.990 no . . C6 H6B 0.990 no . . C7 H7A 0.990 no . . C7 H7B 0.990 no . . C9 H9A 0.990 no . . C9 H9B 0.990 no . . C10 H10A 0.990 no . . C10 H10B 0.990 no . . C11 H11A 0.990 no . . C11 H11B 0.990 no . . C12 H12A 0.990 no . . C12 H12B 0.990 no . . C13 H13A 0.990 no . . C13 H13B 0.990 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C3 S4 C5 102.59(11) yes . . . C3 S8 C7 102.44(11) yes . . . C1 C1 C2 112.18(18) yes 2_756 . . C1 C2 C3 114.68(18) yes . . . S4 C3 S8 110.75(12) yes . . . S4 C3 C2 104.86(14) yes . . . S4 C3 C9 112.22(15) yes . . . S8 C3 C2 105.42(14) yes . . . S8 C3 C9 110.54(14) yes . . . C2 C3 C9 112.73(18) yes . . . S4 C5 C6 114.03(19) yes . . . C5 C6 C7 112.55(19) yes . . . S8 C7 C6 114.19(17) yes . . . C3 C9 C10 115.07(18) yes . . . C9 C10 C11 113.00(18) yes . . . C10 C11 C12 114.02(19) yes . . . C11 C12 C13 116.31(19) yes . . . C12 C13 C13 114.0(2) yes . . 2_756 C1 C1 H1A 109.172 no 2_756 . . C1 C1 H1B 109.176 no 2_756 . . C2 C1 H1A 109.174 no . . . C2 C1 H1B 109.168 no . . . H1A C1 H1B 107.881 no . . . C1 C2 H2A 108.589 no . . . C1 C2 H2B 108.594 no . . . C3 C2 H2A 108.598 no . . . C3 C2 H2B 108.592 no . . . H2A C2 H2B 107.564 no . . . S4 C5 H5A 108.744 no . . . S4 C5 H5B 108.745 no . . . C6 C5 H5A 108.750 no . . . C6 C5 H5B 108.748 no . . . H5A C5 H5B 107.643 no . . . C5 C6 H6A 109.090 no . . . C5 C6 H6B 109.081 no . . . C7 C6 H6A 109.091 no . . . C7 C6 H6B 109.089 no . . . H6A C6 H6B 107.833 no . . . S8 C7 H7A 108.701 no . . . S8 C7 H7B 108.710 no . . . C6 C7 H7A 108.709 no . . . C6 C7 H7B 108.709 no . . . H7A C7 H7B 107.625 no . . . C3 C9 H9A 108.505 no . . . C3 C9 H9B 108.500 no . . . C10 C9 H9A 108.505 no . . . C10 C9 H9B 108.499 no . . . H9A C9 H9B 107.516 no . . . C9 C10 H10A 108.982 no . . . C9 C10 H10B 108.985 no . . . C11 C10 H10A 108.979 no . . . C11 C10 H10B 108.988 no . . . H10A C10 H10B 107.778 no . . . C10 C11 H11A 108.755 no . . . C10 C11 H11B 108.749 no . . . C12 C11 H11A 108.745 no . . . C12 C11 H11B 108.745 no . . . H11A C11 H11B 107.644 no . . . C11 C12 H12A 108.211 no . . . C11 C12 H12B 108.205 no . . . C13 C12 H12A 108.206 no . . . C13 C12 H12B 108.215 no . . . H12A C12 H12B 107.360 no . . . C12 C13 H13A 108.754 no . . . C12 C13 H13B 108.751 no . . . C13 C13 H13A 108.751 no 2_756 . . C13 C13 H13B 108.754 no 2_756 . . H13A C13 H13B 107.651 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C3 S4 C5 C6 59.13(16) no . . . . C5 S4 C3 S8 -55.28(14) no . . . . C5 S4 C3 C2 -168.53(11) no . . . . C5 S4 C3 C9 68.77(15) no . . . . C3 S8 C7 C6 -59.00(15) no . . . . C7 S8 C3 S4 55.04(13) no . . . . C7 S8 C3 C2 167.93(11) no . . . . C7 S8 C3 C9 -69.98(15) no . . . . C1 C1 C2 C3 -163.39(16) no 2_756 . . . C2 C1 C1 C2 170.47(16) no . . 2_756 2_756 C1 C2 C3 S4 -67.41(19) no . . . . C1 C2 C3 S8 175.63(15) no . . . . C1 C2 C3 C9 55.0(3) no . . . . S4 C3 C9 C10 167.70(12) no . . . . S8 C3 C9 C10 -68.13(19) no . . . . C2 C3 C9 C10 49.6(2) no . . . . S4 C5 C6 C7 -66.7(3) no . . . . C5 C6 C7 S8 66.6(3) no . . . . C3 C9 C10 C11 177.10(16) no . . . . C9 C10 C11 C12 -170.07(16) no . . . . C10 C11 C12 C13 -59.1(3) no . . . . C11 C12 C13 C13 -67.5(3) no . . . 2_756 C12 C13 C13 C12 -175.53(16) no . . 2_756 2_756 loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 S4 C1 3.195(3) no . . S4 C7 3.296(3) no . . S8 C5 3.301(3) no . . S8 C10 3.337(3) no . . C1 C9 3.064(4) no . . C1 C10 3.478(4) no . . C2 C10 3.025(3) no . . C3 C6 3.249(4) no . . C5 C9 3.352(4) no . . C7 C9 3.334(4) no . . C10 C13 3.146(4) no . . C11 C13 3.217(4) no . 2_756 S4 H1A 3.3855 no . . S4 H1B 2.8927 no . . S4 H2A 2.7394 no . . S4 H2B 3.5692 no . . S4 H6A 2.9056 no . . S4 H7A 3.5758 no . . S4 H9A 3.0360 no . . S4 H9B 2.8392 no . . S8 H2A 2.8258 no . . S8 H2B 2.7485 no . . S8 H5B 3.5797 no . . S8 H6A 2.9091 no . . S8 H9A 2.8584 no . . S8 H10B 2.9131 no . . C1 H2A 2.8363 no . 2_756 C1 H2B 2.5989 no . 2_756 C1 H9B 2.8349 no . . C1 H10A 2.9071 no . . C1 H10A 3.5042 no . 2_756 C2 H1A 2.6548 no . 2_756 C2 H1B 2.7926 no . 2_756 C2 H9A 3.3990 no . . C2 H9B 2.8456 no . . C2 H10A 2.7034 no . . C2 H10B 3.2230 no . . C3 H1A 2.6704 no . . C3 H1B 2.9004 no . . C3 H5B 2.9838 no . . C3 H6A 3.5085 no . . C3 H7A 2.9855 no . . C3 H10A 2.8048 no . . C3 H10B 2.7640 no . . C5 H7A 2.6734 no . . C5 H7B 3.3553 no . . C5 H9A 2.9992 no . . C5 H9B 3.5429 no . . C6 H9A 3.4734 no . . C7 H5A 3.3543 no . . C7 H5B 2.6748 no . . C7 H9A 2.8514 no . . C9 H1A 2.6139 no . . C9 H1B 3.5347 no . . C9 H2A 3.4039 no . . C9 H2B 2.8043 no . . C9 H5B 3.0030 no . . C9 H7A 2.9849 no . . C9 H11A 2.8033 no . . C9 H11B 2.6610 no . . C10 H1A 2.9591 no . . C10 H2B 2.7454 no . . C10 H12A 3.3919 no . . C10 H12B 2.7730 no . . C10 H13A 2.7874 no . . C10 H13A 3.4789 no . 2_756 C11 H9A 2.7047 no . . C11 H9B 2.7464 no . . C11 H13A 2.7712 no . . C11 H13A 2.9217 no . 2_756 C11 H13B 3.4249 no . . C11 H13B 3.4667 no . 2_756 C12 H10A 2.8253 no . . C12 H10B 2.6853 no . . C12 H13A 2.7711 no . 2_756 C12 H13B 2.7072 no . 2_756 C13 H10A 2.8958 no . . C13 H10A 3.4594 no . 2_756 C13 H10B 3.2925 no . . C13 H11A 2.8267 no . . C13 H11A 2.9355 no . 2_756 C13 H11B 3.4311 no . . C13 H12A 2.7099 no . 2_756 C13 H12B 3.3779 no . 2_756 H1A H1A 2.4373 no . 2_756 H1A H1B 2.8655 no . 2_756 H1A H2A 2.8539 no . . H1A H2A 3.0684 no . 2_756 H1A H2B 2.4772 no . . H1A H2B 2.3385 no . 2_756 H1A H9A 3.5580 no . . H1A H9B 2.1756 no . . H1A H10A 2.4138 no . . H1A H10A 3.0861 no . 2_756 H1B H1B 2.3298 no . 2_756 H1B H2A 2.2899 no . . H1B H2A 2.7402 no . 2_756 H1B H2B 2.8524 no . . H1B H2B 2.9131 no . 2_756 H1B H9B 3.1743 no . . H2B H9B 3.2438 no . . H2B H10A 2.2993 no . . H2B H10B 2.7577 no . . H5A H6A 2.3939 no . . H5A H6B 2.3028 no . . H5A H7A 3.5406 no . . H5B H6A 2.8578 no . . H5B H6B 2.3902 no . . H5B H7A 2.4495 no . . H5B H7B 3.5430 no . . H5B H9A 2.4512 no . . H5B H9B 3.1292 no . . H6A H7A 2.8531 no . . H6A H7B 2.3879 no . . H6B H7A 2.3839 no . . H6B H7B 2.2971 no . . H7A H9A 2.2740 no . . H7A H10B 3.5148 no . . H9A H10A 2.8652 no . . H9A H10B 2.3954 no . . H9A H11A 3.0731 no . . H9A H11B 2.4415 no . . H9B H10A 2.3620 no . . H9B H10B 2.8653 no . . H9B H11A 2.6382 no . . H9B H11B 2.9183 no . . H10A H10A 2.9783 no . 2_756 H10A H11A 2.3216 no . . H10A H11B 2.8594 no . . H10A H12B 3.1745 no . . H10A H13A 2.3392 no . . H10A H13A 2.9853 no . 2_756 H10B H11A 2.8598 no . . H10B H11B 2.4348 no . . H10B H12A 3.5885 no . . H10B H12B 2.5328 no . . H10B H13A 2.8459 no . . H11A H12A 2.3507 no . . H11A H12B 2.8597 no . . H11A H13A 3.0740 no . . H11A H13A 2.4172 no . 2_756 H11A H13B 3.1105 no . 2_756 H11B H12A 2.3389 no . . H11B H12B 2.3454 no . . H12A H13A 2.8664 no . . H12A H13A 3.0157 no . 2_756 H12A H13B 2.4018 no . . H12A H13B 2.4858 no . 2_756 H12B H13A 2.4075 no . . H12B H13B 2.3024 no . . H12B H13B 3.5623 no . 2_756 H13A H13A 2.3342 no . 2_756 H13A H13B 2.8491 no . 2_756 H13B H13B 2.3858 no . 2_756 S4 H2A 3.1320 no . 4_555 S4 H7B 3.5639 no . 6_646 S4 H12A 3.1729 no . 1_545 S8 H5A 2.9485 no . 4_554 S8 H6A 3.4444 no . 6_656 S8 H7B 3.0234 no . 7_656 S8 H11B 3.4460 no . 4_564 C1 H13B 3.5269 no . 4_565 C5 H5B 3.1080 no . 7_657 C5 H6B 3.3204 no . 7_657 C5 H7A 3.1375 no . 7_657 C5 H12B 3.5999 no . 4_565 C6 H5B 2.9082 no . 7_657 C6 H7A 3.1604 no . 6_646 C6 H10B 3.1305 no . 6_646 C6 H11B 3.3245 no . 6_646 C6 H12B 3.2765 no . 6_646 C7 H5B 3.1674 no . 7_657 C7 H6A 2.9396 no . 6_656 C7 H11B 3.3523 no . 6_646 C7 H12B 3.4075 no . 6_646 C9 H6A 3.5381 no . 6_656 C9 H12B 3.5367 no . 4_565 C9 H13A 3.3461 no . 4_565 C9 H13B 3.5567 no . 4_565 C10 H6A 3.4547 no . 6_656 C10 H6B 3.2165 no . 6_656 C11 H2B 3.1401 no . 4_565 C11 H6B 3.3009 no . 6_656 C11 H7B 3.3372 no . 6_656 C11 H10B 3.5993 no . 4_565 C12 H2B 3.5170 no . 4_565 C12 H6B 3.2777 no . 6_656 C12 H7B 3.3666 no . 6_656 C12 H9B 3.3600 no . 4_564 C13 H1A 3.5150 no . 4_564 C13 H9B 2.8672 no . 4_564 H1A C13 3.5150 no . 4_565 H1A H11A 3.1998 no . 3_767 H1A H12A 3.5546 no . 3_767 H1A H13A 3.2266 no . 4_565 H1A H13B 2.8711 no . 4_565 H1B H1B 3.4505 no . 3_757 H1B H12A 3.0268 no . 1_545 H1B H13B 3.4591 no . 1_545 H1B H13B 3.0782 no . 2_746 H1B H13B 3.2628 no . 4_565 H2A S4 3.1320 no . 4_554 H2A H5A 3.3598 no . 4_554 H2A H12A 3.3637 no . 1_545 H2A H12A 3.4393 no . 4_564 H2A H12B 3.5688 no . 1_545 H2A H13B 3.2733 no . 1_545 H2B C11 3.1401 no . 4_564 H2B C12 3.5170 no . 4_564 H2B H11A 2.7406 no . 4_564 H2B H11B 2.8195 no . 4_564 H2B H12A 2.9046 no . 4_564 H5A S8 2.9485 no . 4_555 H5A H2A 3.3598 no . 4_555 H5A H5B 3.3709 no . 7_657 H5A H6A 3.0422 no . 4_555 H5A H7A 3.5759 no . 6_646 H5A H7A 2.7808 no . 7_657 H5A H7B 3.2398 no . 6_646 H5A H9A 3.5682 no . 7_657 H5B C5 3.1080 no . 7_657 H5B C6 2.9082 no . 7_657 H5B C7 3.1674 no . 7_657 H5B H5A 3.3709 no . 7_657 H5B H5B 2.5606 no . 7_657 H5B H6B 2.3438 no . 7_657 H5B H7A 2.6283 no . 7_657 H5B H7B 3.4603 no . 7_657 H5B H12B 2.8976 no . 4_565 H6A S8 3.4444 no . 6_646 H6A C7 2.9396 no . 6_646 H6A C9 3.5381 no . 6_646 H6A C10 3.4547 no . 6_646 H6A H5A 3.0422 no . 4_554 H6A H7A 2.2107 no . 6_646 H6A H7B 3.0453 no . 6_646 H6A H9A 2.8830 no . 6_646 H6A H10B 2.9077 no . 6_646 H6A H11B 3.0817 no . 6_646 H6B C5 3.3204 no . 7_657 H6B C10 3.2165 no . 6_646 H6B C11 3.3009 no . 6_646 H6B C12 3.2777 no . 6_646 H6B H5B 2.3438 no . 7_657 H6B H7A 3.5620 no . 6_646 H6B H7A 3.4460 no . 7_657 H6B H9A 2.9664 no . 7_657 H6B H10B 2.4555 no . 6_646 H6B H11B 3.0271 no . 6_646 H6B H12B 2.4800 no . 6_646 H7A C5 3.1375 no . 7_657 H7A C6 3.1604 no . 6_656 H7A H5A 3.5759 no . 6_656 H7A H5A 2.7808 no . 7_657 H7A H5B 2.6283 no . 7_657 H7A H6A 2.2107 no . 6_656 H7A H6B 3.5620 no . 6_656 H7A H6B 3.4460 no . 7_657 H7A H12B 3.5085 no . 6_646 H7B S4 3.5639 no . 6_656 H7B S8 3.0234 no . 7_656 H7B C11 3.3372 no . 6_646 H7B C12 3.3666 no . 6_646 H7B H5A 3.2398 no . 6_656 H7B H5B 3.4603 no . 7_657 H7B H6A 3.0453 no . 6_656 H7B H11B 2.5839 no . 6_646 H7B H12A 3.3253 no . 6_646 H7B H12B 2.8850 no . 6_646 H9A H5A 3.5682 no . 7_657 H9A H6A 2.8830 no . 6_656 H9A H6B 2.9664 no . 7_657 H9A H10B 3.3573 no . 4_565 H9A H12B 3.3157 no . 4_565 H9B C12 3.3600 no . 4_565 H9B C13 2.8672 no . 4_565 H9B H10B 3.4202 no . 4_565 H9B H12B 2.8592 no . 4_565 H9B H13A 2.4112 no . 4_565 H9B H13B 2.5929 no . 4_565 H10A H11A 3.1323 no . 4_564 H10A H11B 3.5631 no . 4_564 H10B C6 3.1305 no . 6_656 H10B C11 3.5993 no . 4_564 H10B H6A 2.9077 no . 6_656 H10B H6B 2.4555 no . 6_656 H10B H9A 3.3573 no . 4_564 H10B H9B 3.4202 no . 4_564 H10B H11A 3.2801 no . 4_564 H10B H11B 3.0096 no . 4_564 H11A H1A 3.1998 no . 3_767 H11A H2B 2.7406 no . 4_565 H11A H10A 3.1323 no . 4_565 H11A H10B 3.2801 no . 4_565 H11A H11A 3.3257 no . 3_767 H11A H13A 2.9423 no . 4_565 H11B S8 3.4460 no . 4_565 H11B C6 3.3245 no . 6_656 H11B C7 3.3523 no . 6_656 H11B H2B 2.8195 no . 4_565 H11B H6A 3.0817 no . 6_656 H11B H6B 3.0271 no . 6_656 H11B H7B 2.5839 no . 6_656 H11B H10A 3.5631 no . 4_565 H11B H10B 3.0096 no . 4_565 H12A S4 3.1729 no . 1_565 H12A H1A 3.5546 no . 3_767 H12A H1B 3.0268 no . 1_565 H12A H2A 3.3637 no . 1_565 H12A H2A 3.4393 no . 4_565 H12A H2B 2.9046 no . 4_565 H12A H7B 3.3253 no . 6_656 H12B C5 3.5999 no . 4_564 H12B C6 3.2765 no . 6_656 H12B C7 3.4075 no . 6_656 H12B C9 3.5367 no . 4_564 H12B H2A 3.5688 no . 1_565 H12B H5B 2.8976 no . 4_564 H12B H6B 2.4800 no . 6_656 H12B H7A 3.5085 no . 6_656 H12B H7B 2.8850 no . 6_656 H12B H9A 3.3157 no . 4_564 H12B H9B 2.8592 no . 4_564 H13A C9 3.3461 no . 4_564 H13A H1A 3.2266 no . 4_564 H13A H9B 2.4112 no . 4_564 H13A H11A 2.9423 no . 4_564 H13B C1 3.5269 no . 4_564 H13B C9 3.5567 no . 4_564 H13B H1A 2.8711 no . 4_564 H13B H1B 3.4591 no . 1_565 H13B H1B 3.0782 no . 2_766 H13B H1B 3.2628 no . 4_564 H13B H2A 3.2733 no . 1_565 H13B H9B 2.5929 no . 4_564 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 961321' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_11a _chemical_formula_sum 'C14 H24 F4' _chemical_formula_moiety 'C14 H24 F4' _chemical_formula_weight 268.34 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,-Y,-Z #------------------------------------------------------------------------------ _cell_length_a 8.785(7) _cell_length_b 9.455(7) _cell_length_c 9.834(7) _cell_angle_alpha 98.507(10) _cell_angle_beta 105.386(9) _cell_angle_gamma 112.507(12) _cell_volume 698.5(9) _cell_formula_units_Z 2 _cell_measurement_reflns_used 1742 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 25.35 _cell_measurement_temperature 93 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.060 _exptl_crystal_size_min 0.010 _exptl_crystal_density_diffrn 1.276 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 288.00 _exptl_absorpt_coefficient_mu 0.109 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_absorpt_correction_T_min 0.589 _exptl_absorpt_correction_T_max 0.999 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 93 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Mercury70' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.629 _diffrn_reflns_number 4449 _diffrn_reflns_av_R_equivalents 0.0407 _diffrn_reflns_theta_min 2.682 _diffrn_reflns_theta_max 25.332 _diffrn_reflns_theta_full 25.000 _diffrn_measured_fraction_theta_max 0.968 _diffrn_measured_fraction_theta_full 0.972 _diffrn_reflns_Laue_measured_fraction_max 0.968 _diffrn_reflns_Laue_measured_fraction_full 0.972 _diffrn_reflns_point_group_measured_fraction_max 0.968 _diffrn_reflns_point_group_measured_fraction_full 0.972 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 9 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2473 _reflns_number_gt 1368 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0914 _refine_ls_wR_factor_ref 0.3114 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2473 _refine_ls_number_parameters 163 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1617P)^2^+0.1939P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.005 _refine_diff_density_max 0.850 _refine_diff_density_min -0.570 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; F F 0.0171 0.0103 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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 F1 F 0.3887(4) 0.4045(4) 0.6279(3) 0.0594(9) Uani 1.0 2 d . . . F2 F 0.5311(4) 0.5758(3) 0.8430(3) 0.0618(10) Uani 1.0 2 d . . . F3 F 1.0287(4) 0.6904(3) 0.6808(3) 0.0522(9) Uani 1.0 2 d . . . F4 F 1.1487(5) 0.6548(4) 0.8904(3) 0.0718(11) Uani 1.0 2 d . . . C1 C 0.5268(6) 0.4461(6) 0.7551(6) 0.0454(12) Uani 1.0 2 d . . . C2 C 0.6917(9) 0.4983(6) 0.6974(6) 0.0727(19) Uani 1.0 2 d . . . C3 C 0.8474(10) 0.5559(7) 0.8176(6) 0.085(3) Uani 1.0 2 d . . . C4 C 1.0061(6) 0.5802(6) 0.7609(6) 0.0464(13) Uani 1.0 2 d . . . C5 C 1.0150(6) 0.4380(5) 0.6799(5) 0.0396(11) Uani 1.0 2 d . . . C6 C 1.0023(6) 0.3120(5) 0.7618(5) 0.0373(11) Uani 1.0 2 d . . . C7 C 0.9707(6) 0.1534(5) 0.6670(5) 0.0390(11) Uani 1.0 2 d . . . C8 C 0.9500(6) 0.0238(5) 0.7478(5) 0.0427(12) Uani 1.0 2 d . . . C9 C 0.7954(6) -0.0194(5) 0.8037(5) 0.0403(12) Uani 1.0 2 d . . . C10 C 0.6150(6) -0.0908(5) 0.6821(5) 0.0414(12) Uani 1.0 2 d . . . C11 C 0.4596(7) -0.1158(5) 0.7352(5) 0.0440(12) Uani 1.0 2 d . . . C12 C 0.4642(7) 0.0352(5) 0.8202(5) 0.0428(12) Uani 1.0 2 d . . . C13 C 0.4734(6) 0.1593(5) 0.7349(5) 0.0379(11) Uani 1.0 2 d . . . C14 C 0.4882(6) 0.3126(5) 0.8252(5) 0.0402(12) Uani 1.0 2 d . . . H2A H 0.6796 0.4054 0.6263 0.0872 Uiso 1.0 2 calc R . . H2B H 0.6936 0.5821 0.6474 0.0872 Uiso 1.0 2 calc R . . H3A H 0.8372 0.4792 0.8771 0.1026 Uiso 1.0 2 calc R . . H3B H 0.8691 0.6587 0.8804 0.1026 Uiso 1.0 2 calc R . . H5A H 1.1273 0.4740 0.6613 0.0475 Uiso 1.0 2 calc R . . H5B H 0.9178 0.3893 0.5835 0.0475 Uiso 1.0 2 calc R . . H6A H 0.9050 0.2938 0.8001 0.0448 Uiso 1.0 2 calc R . . H6B H 1.1128 0.3527 0.8470 0.0448 Uiso 1.0 2 calc R . . H7A H 1.0706 0.1709 0.6323 0.0468 Uiso 1.0 2 calc R . . H7B H 0.8629 0.1151 0.5796 0.0468 Uiso 1.0 2 calc R . . H8A H 0.9343 -0.0737 0.6805 0.0513 Uiso 1.0 2 calc R . . H8B H 1.0601 0.0604 0.8324 0.0513 Uiso 1.0 2 calc R . . H9A H 0.7985 -0.0967 0.8609 0.0483 Uiso 1.0 2 calc R . . H9B H 0.8110 0.0780 0.8711 0.0483 Uiso 1.0 2 calc R . . H10A H 0.5937 -0.1950 0.6223 0.0497 Uiso 1.0 2 calc R . . H10B H 0.6178 -0.0199 0.6171 0.0497 Uiso 1.0 2 calc R . . H11A H 0.3493 -0.1698 0.6486 0.0528 Uiso 1.0 2 calc R . . H11B H 0.4555 -0.1885 0.7985 0.0528 Uiso 1.0 2 calc R . . H12A H 0.5677 0.0837 0.9125 0.0514 Uiso 1.0 2 calc R . . H12B H 0.3575 0.0058 0.8471 0.0514 Uiso 1.0 2 calc R . . H13A H 0.5765 0.1847 0.7033 0.0455 Uiso 1.0 2 calc R . . H13B H 0.3665 0.1133 0.6456 0.0455 Uiso 1.0 2 calc R . . H14A H 0.3764 0.2895 0.8428 0.0483 Uiso 1.0 2 calc R . . H14B H 0.5827 0.3479 0.9220 0.0483 Uiso 1.0 2 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 F1 0.082(3) 0.0614(19) 0.0517(18) 0.0415(17) 0.0277(16) 0.0288(15) F2 0.084(3) 0.0453(17) 0.067(2) 0.0417(17) 0.0250(17) 0.0128(15) F3 0.0551(18) 0.0322(15) 0.0679(19) 0.0183(13) 0.0191(15) 0.0178(14) F4 0.108(3) 0.0363(17) 0.0504(19) 0.0183(18) 0.0217(19) 0.0045(14) C1 0.046(3) 0.033(3) 0.067(4) 0.021(3) 0.030(3) 0.014(3) C2 0.125(6) 0.039(3) 0.048(4) 0.039(4) 0.016(4) 0.015(3) C3 0.170(8) 0.047(4) 0.041(3) 0.060(5) 0.022(4) 0.013(3) C4 0.046(3) 0.032(3) 0.074(4) 0.017(3) 0.037(3) 0.023(3) C5 0.042(3) 0.034(3) 0.036(3) 0.016(2) 0.005(2) 0.007(2) C6 0.045(3) 0.033(3) 0.041(3) 0.021(3) 0.019(3) 0.010(2) C7 0.044(3) 0.031(3) 0.043(3) 0.016(2) 0.017(2) 0.010(2) C8 0.049(3) 0.035(3) 0.051(3) 0.025(3) 0.019(3) 0.012(3) C9 0.047(3) 0.030(3) 0.044(3) 0.017(3) 0.014(3) 0.015(2) C10 0.049(3) 0.030(3) 0.038(3) 0.014(3) 0.012(3) 0.004(2) C11 0.051(3) 0.030(3) 0.048(3) 0.015(3) 0.018(3) 0.011(2) C12 0.052(3) 0.037(3) 0.043(3) 0.019(3) 0.020(3) 0.013(3) C13 0.041(3) 0.034(3) 0.037(3) 0.015(2) 0.014(2) 0.010(2) C14 0.049(3) 0.037(3) 0.034(3) 0.022(3) 0.011(3) 0.006(2) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 rc13' _computing_data_reduction 'CrystalClear-SM Expert 2.0 rc13' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 F1 C1 1.369(6) yes . . F2 C1 1.373(7) yes . . F3 C4 1.383(7) yes . . F4 C4 1.379(5) yes . . C1 C2 1.623(10) yes . . C1 C14 1.496(8) yes . . C2 C3 1.395(9) yes . . C3 C4 1.585(11) yes . . C4 C5 1.498(8) yes . . C5 C6 1.520(7) yes . . C6 C7 1.524(7) yes . . C7 C8 1.536(8) yes . . C8 C9 1.534(8) yes . . C9 C10 1.528(6) yes . . C10 C11 1.537(8) yes . . C11 C12 1.524(8) yes . . C12 C13 1.530(8) yes . . C13 C14 1.523(7) yes . . C2 H2A 0.990 no . . C2 H2B 0.990 no . . C3 H3A 0.990 no . . C3 H3B 0.990 no . . C5 H5A 0.990 no . . C5 H5B 0.990 no . . C6 H6A 0.990 no . . C6 H6B 0.990 no . . C7 H7A 0.990 no . . C7 H7B 0.990 no . . C8 H8A 0.990 no . . C8 H8B 0.990 no . . C9 H9A 0.990 no . . C9 H9B 0.990 no . . C10 H10A 0.990 no . . C10 H10B 0.990 no . . C11 H11A 0.990 no . . C11 H11B 0.990 no . . C12 H12A 0.990 no . . C12 H12B 0.990 no . . C13 H13A 0.990 no . . C13 H13B 0.990 no . . C14 H14A 0.990 no . . C14 H14B 0.990 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 F1 C1 F2 104.4(5) yes . . . F1 C1 C2 101.4(5) yes . . . F1 C1 C14 109.2(4) yes . . . F2 C1 C2 111.1(4) yes . . . F2 C1 C14 109.3(5) yes . . . C2 C1 C14 120.0(5) yes . . . C1 C2 C3 108.8(6) yes . . . C2 C3 C4 109.4(6) yes . . . F3 C4 F4 105.0(3) yes . . . F3 C4 C3 111.8(5) yes . . . F3 C4 C5 108.7(5) yes . . . F4 C4 C3 101.7(5) yes . . . F4 C4 C5 108.8(5) yes . . . C3 C4 C5 119.7(4) yes . . . C4 C5 C6 113.5(5) yes . . . C5 C6 C7 113.4(4) yes . . . C6 C7 C8 113.5(4) yes . . . C7 C8 C9 114.5(5) yes . . . C8 C9 C10 114.0(4) yes . . . C9 C10 C11 115.2(4) yes . . . C10 C11 C12 115.5(4) yes . . . C11 C12 C13 113.7(5) yes . . . C12 C13 C14 112.7(4) yes . . . C1 C14 C13 114.3(5) yes . . . C1 C2 H2A 109.917 no . . . C1 C2 H2B 109.918 no . . . C3 C2 H2A 109.917 no . . . C3 C2 H2B 109.924 no . . . H2A C2 H2B 108.323 no . . . C2 C3 H3A 109.803 no . . . C2 C3 H3B 109.799 no . . . C4 C3 H3A 109.801 no . . . C4 C3 H3B 109.801 no . . . H3A C3 H3B 108.244 no . . . C4 C5 H5A 108.854 no . . . C4 C5 H5B 108.861 no . . . C6 C5 H5A 108.855 no . . . C6 C5 H5B 108.859 no . . . H5A C5 H5B 107.714 no . . . C5 C6 H6A 108.878 no . . . C5 C6 H6B 108.884 no . . . C7 C6 H6A 108.882 no . . . C7 C6 H6B 108.893 no . . . H6A C6 H6B 107.716 no . . . C6 C7 H7A 108.863 no . . . C6 C7 H7B 108.873 no . . . C8 C7 H7A 108.872 no . . . C8 C7 H7B 108.871 no . . . H7A C7 H7B 107.710 no . . . C7 C8 H8A 108.631 no . . . C7 C8 H8B 108.633 no . . . C9 C8 H8A 108.624 no . . . C9 C8 H8B 108.628 no . . . H8A C8 H8B 107.582 no . . . C8 C9 H9A 108.747 no . . . C8 C9 H9B 108.741 no . . . C10 C9 H9A 108.748 no . . . C10 C9 H9B 108.748 no . . . H9A C9 H9B 107.646 no . . . C9 C10 H10A 108.481 no . . . C9 C10 H10B 108.477 no . . . C11 C10 H10A 108.474 no . . . C11 C10 H10B 108.465 no . . . H10A C10 H10B 107.497 no . . . C10 C11 H11A 108.395 no . . . C10 C11 H11B 108.389 no . . . C12 C11 H11A 108.393 no . . . C12 C11 H11B 108.392 no . . . H11A C11 H11B 107.450 no . . . C11 C12 H12A 108.819 no . . . C11 C12 H12B 108.823 no . . . C13 C12 H12A 108.824 no . . . C13 C12 H12B 108.823 no . . . H12A C12 H12B 107.686 no . . . C12 C13 H13A 109.056 no . . . C12 C13 H13B 109.057 no . . . C14 C13 H13A 109.058 no . . . C14 C13 H13B 109.060 no . . . H13A C13 H13B 107.811 no . . . C1 C14 H14A 108.695 no . . . C1 C14 H14B 108.691 no . . . C13 C14 H14A 108.689 no . . . C13 C14 H14B 108.689 no . . . H14A C14 H14B 107.617 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 F1 C1 C2 C3 175.8(4) no . . . . F1 C1 C14 C13 64.3(6) no . . . . F2 C1 C2 C3 65.4(6) no . . . . F2 C1 C14 C13 177.9(4) no . . . . C2 C1 C14 C13 -52.0(5) no . . . . C14 C1 C2 C3 -63.9(5) no . . . . C1 C2 C3 C4 170.6(4) no . . . . C2 C3 C4 F3 61.3(6) no . . . . C2 C3 C4 F4 172.8(5) no . . . . C2 C3 C4 C5 -67.4(7) no . . . . F3 C4 C5 C6 176.7(3) no . . . . F4 C4 C5 C6 62.9(5) no . . . . C3 C4 C5 C6 -53.2(6) no . . . . C4 C5 C6 C7 167.3(4) no . . . . C5 C6 C7 C8 -177.6(4) no . . . . C6 C7 C8 C9 60.4(5) no . . . . C7 C8 C9 C10 63.1(5) no . . . . C8 C9 C10 C11 -172.7(4) no . . . . C9 C10 C11 C12 62.5(6) no . . . . C10 C11 C12 C13 57.4(5) no . . . . C11 C12 C13 C14 -176.8(4) no . . . . C12 C13 C14 C1 170.6(4) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 F1 C3 3.545(9) no . . F1 C13 2.943(7) no . . F2 C3 2.928(10) no . . F3 C2 2.884(8) no . . F4 C2 3.535(8) no . . F4 C6 2.915(6) no . . C2 C5 3.145(10) no . . C2 C13 3.179(8) no . . C3 C6 3.146(11) no . . C3 C14 3.143(9) no . . C6 C9 3.116(7) no . . C7 C10 3.153(7) no . . C9 C12 3.183(9) no . . C10 C13 3.105(9) no . . F1 C2 3.427(7) no . 2_666 F1 C5 3.576(8) no . 1_455 F2 C11 3.462(7) no . 1_565 F2 C14 3.347(7) no . 2_667 F3 C5 3.443(6) no . 2_766 F3 C8 3.485(7) no . 1_565 F3 C11 3.361(6) no . 1_665 F4 C14 3.514(6) no . 2_767 C2 F1 3.427(7) no . 2_666 C5 F1 3.576(8) no . 1_655 C5 F3 3.443(6) no . 2_766 C8 F3 3.485(7) no . 1_545 C11 F2 3.462(7) no . 1_545 C11 F3 3.361(6) no . 1_445 C14 F2 3.347(7) no . 2_667 C14 F4 3.514(6) no . 2_767 F1 H2A 2.5563 no . . F1 H2B 2.4942 no . . F1 H13A 3.1653 no . . F1 H13B 2.7195 no . . F1 H14A 2.5241 no . . F1 H14B 3.1768 no . . F2 H2A 3.3023 no . . F2 H2B 2.6772 no . . F2 H3A 3.1095 no . . F2 H3B 2.6681 no . . F2 H14A 2.5209 no . . F2 H14B 2.5509 no . . F3 H2A 3.0537 no . . F3 H2B 2.6267 no . . F3 H3A 3.2910 no . . F3 H3B 2.6866 no . . F3 H5A 2.5109 no . . F3 H5B 2.5587 no . . F4 H3A 2.5553 no . . F4 H3B 2.4467 no . . F4 H5A 2.5347 no . . F4 H5B 3.1845 no . . F4 H6A 3.0865 no . . F4 H6B 2.7061 no . . C1 H3A 2.5441 no . . C1 H3B 2.6970 no . . C1 H13A 2.6702 no . . C1 H13B 2.8010 no . . C2 H5B 2.9452 no . . C2 H6A 3.2588 no . . C2 H13A 2.7575 no . . C2 H13B 3.5199 no . . C2 H14A 3.5163 no . . C2 H14B 2.9706 no . . C3 H5A 3.4811 no . . C3 H5B 2.9314 no . . C3 H6A 2.7033 no . . C3 H6B 3.5288 no . . C3 H13A 3.2037 no . . C3 H14B 2.9486 no . . C4 H2A 2.5336 no . . C4 H2B 2.6833 no . . C4 H6A 2.6309 no . . C4 H6B 2.8086 no . . C5 H2A 2.7357 no . . C5 H2B 3.5387 no . . C5 H3A 2.8630 no . . C5 H3B 3.4715 no . . C5 H7A 2.7489 no . . C5 H7B 2.7141 no . . C6 H2A 3.2945 no . . C6 H3A 2.8256 no . . C6 H8A 3.3926 no . . C6 H8B 2.7615 no . . C6 H9B 2.7735 no . . C6 H10B 3.3608 no . . C6 H13A 3.3132 no . . C7 H5A 2.8249 no . . C7 H5B 2.6447 no . . C7 H9A 3.4122 no . . C7 H9B 2.7675 no . . C7 H10A 3.5296 no . . C7 H10B 2.7571 no . . C8 H6A 2.7261 no . . C8 H6B 2.7611 no . . C8 H10A 2.7994 no . . C8 H10B 2.6960 no . . C9 H6A 2.7497 no . . C9 H6B 3.4273 no . . C9 H7A 3.4138 no . . C9 H7B 2.7883 no . . C9 H11A 3.4106 no . . C9 H11B 2.7781 no . . C9 H12A 2.9007 no . . C9 H13A 3.2856 no . . C10 H6A 3.3389 no . . C10 H7B 2.8374 no . . C10 H8A 2.7517 no . . C10 H8B 3.3983 no . . C10 H12A 2.8188 no . . C10 H12B 3.4174 no . . C10 H13A 2.7377 no . . C10 H13B 3.4110 no . . C11 H9A 2.8274 no . . C11 H9B 2.7257 no . . C11 H13A 2.7254 no . . C11 H13B 2.7706 no . . C12 H9A 3.5587 no . . C12 H9B 2.8076 no . . C12 H10A 3.4110 no . . C12 H10B 2.7823 no . . C12 H14A 2.7897 no . . C12 H14B 2.6539 no . . C13 H2A 2.8939 no . . C13 H3A 3.2087 no . . C13 H6A 3.3433 no . . C13 H9B 3.3351 no . . C13 H10B 2.7686 no . . C13 H11A 2.7788 no . . C13 H11B 3.3896 no . . C14 H2A 2.9241 no . . C14 H2B 3.5050 no . . C14 H3A 2.7163 no . . C14 H3B 3.5113 no . . C14 H12A 2.7010 no . . C14 H12B 2.7469 no . . H2A H3A 2.3293 no . . H2A H3B 2.7786 no . . H2A H5B 2.2962 no . . H2A H6A 2.8798 no . . H2A H13A 2.2655 no . . H2A H13B 3.1382 no . . H2A H14B 3.3021 no . . H2B H3A 2.7784 no . . H2B H3B 2.2209 no . . H2B H5B 3.2659 no . . H3A H5B 3.2216 no . . H3A H6A 2.1553 no . . H3A H6B 3.1423 no . . H3A H13A 2.7482 no . . H3A H14B 2.3018 no . . H3B H6A 3.5755 no . . H3B H14B 3.2211 no . . H5A H6A 2.8524 no . . H5A H6B 2.3018 no . . H5A H7A 2.6707 no . . H5A H7B 3.1180 no . . H5B H6A 2.4466 no . . H5B H6B 2.8524 no . . H5B H7A 2.8931 no . . H5B H7B 2.4407 no . . H5B H13A 3.4968 no . . H6A H7A 2.8629 no . . H6A H7B 2.3892 no . . H6A H8B 3.0183 no . . H6A H9B 2.1844 no . . H6A H10B 2.9466 no . . H6A H12A 3.4384 no . . H6A H13A 2.5038 no . . H6A H14B 3.5272 no . . H6B H7A 2.3612 no . . H6B H7B 2.8629 no . . H6B H8B 2.5960 no . . H6B H9B 3.0128 no . . H7A H8A 2.3475 no . . H7A H8B 2.3676 no . . H7B H8A 2.3698 no . . H7B H8B 2.8697 no . . H7B H9B 3.0700 no . . H7B H10A 3.1544 no . . H7B H10B 2.2048 no . . H7B H13A 3.3014 no . . H8A H9A 2.3791 no . . H8A H9B 2.8666 no . . H8A H10A 2.6204 no . . H8A H10B 2.9385 no . . H8B H9A 2.3280 no . . H8B H9B 2.3803 no . . H9A H10A 2.3327 no . . H9A H10B 2.8586 no . . H9A H11B 2.6589 no . . H9A H12A 3.1955 no . . H9B H10A 2.8588 no . . H9B H10B 2.4167 no . . H9B H11B 2.9784 no . . H9B H12A 2.2974 no . . H9B H13A 2.8755 no . . H10A H11A 2.3244 no . . H10A H11B 2.3715 no . . H10B H11A 2.3723 no . . H10B H11B 2.8645 no . . H10B H12A 3.1231 no . . H10B H13A 2.1926 no . . H10B H13B 2.9819 no . . H11A H12A 2.8564 no . . H11A H12B 2.3342 no . . H11A H13A 3.0473 no . . H11A H13B 2.6278 no . . H11B H12A 2.3383 no . . H11B H12B 2.3475 no . . H12A H13A 2.3999 no . . H12A H13B 2.8682 no . . H12A H14A 3.0610 no . . H12A H14B 2.4369 no . . H12B H13A 2.8683 no . . H12B H13B 2.3636 no . . H12B H14A 2.6312 no . . H12B H14B 2.9227 no . . H13A H14A 2.8582 no . . H13A H14B 2.4293 no . . H13B H14A 2.3216 no . . H13B H14B 2.8577 no . . F1 H2A 3.3466 no . 2_666 F1 H2B 2.6457 no . 2_666 F1 H5A 2.7031 no . 1_455 F1 H6B 3.5964 no . 1_455 F1 H7A 2.8385 no . 1_455 F1 H8A 3.5868 no . 2_656 F1 H10A 3.5330 no . 1_565 F1 H10A 2.9992 no . 2_656 F2 H5A 3.1965 no . 1_455 F2 H6B 3.4820 no . 1_455 F2 H6B 3.4991 no . 2_767 F2 H9A 3.0312 no . 1_565 F2 H10A 3.2896 no . 1_565 F2 H11B 2.6213 no . 1_565 F2 H14A 2.9227 no . 2_667 F2 H14B 2.8549 no . 2_667 F3 H5A 3.1611 no . 2_766 F3 H5B 2.8081 no . 2_766 F3 H7A 3.5509 no . 2_766 F3 H7B 3.4918 no . 2_766 F3 H8A 2.6608 no . 1_565 F3 H8B 3.4691 no . 1_565 F3 H11A 2.7435 no . 1_665 F3 H11B 3.2751 no . 1_665 F3 H12B 3.0604 no . 1_665 F4 H3A 2.7706 no . 2_767 F4 H6A 3.1966 no . 2_767 F4 H9B 3.0213 no . 2_767 F4 H11A 3.5585 no . 1_665 F4 H11B 2.9843 no . 1_665 F4 H12A 2.7163 no . 2_767 F4 H12B 3.2755 no . 1_665 F4 H14B 2.5928 no . 2_767 C1 H5A 3.5073 no . 1_455 C1 H7A 3.5793 no . 1_455 C2 H9A 3.5717 no . 1_565 C2 H10A 3.4500 no . 1_565 C2 H10A 3.4702 no . 2_656 C3 H6A 3.5497 no . 2_767 C3 H6B 3.1722 no . 2_767 C3 H9A 3.4526 no . 1_565 C4 H11B 3.5891 no . 1_665 C5 H5A 3.5937 no . 2_766 C5 H5B 3.3242 no . 2_766 C6 H3A 3.4110 no . 2_767 C6 H3B 3.3309 no . 2_767 C6 H14A 3.2672 no . 1_655 C7 H13B 3.4261 no . 2_656 C7 H14A 3.1480 no . 1_655 C8 H12B 3.5296 no . 1_655 C8 H14A 3.3851 no . 1_655 C9 H2B 3.5125 no . 1_545 C9 H3B 3.4904 no . 1_545 C9 H8B 3.5974 no . 2_757 C10 H2A 3.4665 no . 2_656 C10 H2B 3.4066 no . 1_545 C10 H13A 3.5296 no . 2_656 C10 H13B 3.2490 no . 2_656 C11 H12A 3.5131 no . 2_657 C12 H11B 3.5863 no . 2_657 C12 H12A 3.0458 no . 2_657 C12 H12B 3.3800 no . 2_657 C13 H7A 3.4623 no . 1_455 C13 H7B 3.4547 no . 2_656 C13 H10A 3.4940 no . 2_656 C13 H10B 3.2765 no . 2_656 C14 H6B 3.5174 no . 1_455 C14 H7A 3.2626 no . 1_455 H2A F1 3.3466 no . 2_666 H2A C10 3.4665 no . 2_656 H2A H10A 2.7368 no . 2_656 H2A H10B 3.5570 no . 2_656 H2A H11A 3.1232 no . 2_656 H2B F1 2.6457 no . 2_666 H2B C9 3.5125 no . 1_565 H2B C10 3.4066 no . 1_565 H2B H2B 3.4320 no . 2_666 H2B H8A 3.0366 no . 1_565 H2B H9A 3.0704 no . 1_565 H2B H10A 2.5939 no . 1_565 H3A F4 2.7706 no . 2_767 H3A C6 3.4110 no . 2_767 H3A H3A 3.0608 no . 2_767 H3A H6A 3.2035 no . 2_767 H3A H6B 2.7641 no . 2_767 H3B C6 3.3309 no . 2_767 H3B C9 3.4904 no . 1_565 H3B H6A 3.0989 no . 2_767 H3B H6B 2.6635 no . 2_767 H3B H8A 3.3996 no . 1_565 H3B H8B 3.3171 no . 2_767 H3B H9A 2.6343 no . 1_565 H3B H9B 3.0442 no . 2_767 H5A F1 2.7031 no . 1_655 H5A F2 3.1965 no . 1_655 H5A F3 3.1611 no . 2_766 H5A C1 3.5073 no . 1_655 H5A C5 3.5937 no . 2_766 H5A H5A 3.5853 no . 2_766 H5A H5B 2.9040 no . 2_766 H5A H11A 3.2230 no . 1_665 H5A H11B 3.1522 no . 1_665 H5A H14A 3.5756 no . 1_655 H5B F3 2.8081 no . 2_766 H5B C5 3.3242 no . 2_766 H5B H5A 2.9040 no . 2_766 H5B H5B 3.0208 no . 2_766 H5B H11A 2.6551 no . 2_656 H6A F4 3.1966 no . 2_767 H6A C3 3.5497 no . 2_767 H6A H3A 3.2035 no . 2_767 H6A H3B 3.0989 no . 2_767 H6B F1 3.5964 no . 1_655 H6B F2 3.4820 no . 1_655 H6B F2 3.4991 no . 2_767 H6B C3 3.1722 no . 2_767 H6B C14 3.5174 no . 1_655 H6B H3A 2.7641 no . 2_767 H6B H3B 2.6635 no . 2_767 H6B H14A 2.6115 no . 1_655 H6B H14B 3.0672 no . 2_767 H7A F1 2.8385 no . 1_655 H7A F3 3.5509 no . 2_766 H7A C1 3.5793 no . 1_655 H7A C13 3.4623 no . 1_655 H7A C14 3.2626 no . 1_655 H7A H7A 3.3878 no . 2_756 H7A H7B 3.4897 no . 2_756 H7A H8A 3.0606 no . 2_756 H7A H13B 2.8271 no . 1_655 H7A H14A 2.6107 no . 1_655 H7B F3 3.4918 no . 2_766 H7B C13 3.4547 no . 2_656 H7B H7A 3.4897 no . 2_756 H7B H8A 3.5383 no . 2_756 H7B H11A 2.7637 no . 2_656 H7B H13B 2.5520 no . 2_656 H8A F1 3.5868 no . 2_656 H8A F3 2.6608 no . 1_545 H8A H2B 3.0366 no . 1_545 H8A H3B 3.3996 no . 1_545 H8A H7A 3.0606 no . 2_756 H8A H7B 3.5383 no . 2_756 H8A H12B 3.3668 no . 1_655 H8A H13B 3.4344 no . 2_656 H8B F3 3.4691 no . 1_545 H8B C9 3.5974 no . 2_757 H8B H3B 3.3171 no . 2_767 H8B H9A 2.8520 no . 2_757 H8B H9B 3.4642 no . 2_757 H8B H12B 2.8223 no . 1_655 H8B H13B 3.5686 no . 1_655 H8B H14A 2.7564 no . 1_655 H9A F2 3.0312 no . 1_545 H9A C2 3.5717 no . 1_545 H9A C3 3.4526 no . 1_545 H9A H2B 3.0704 no . 1_545 H9A H3B 2.6343 no . 1_545 H9A H8B 2.8520 no . 2_757 H9A H9A 3.4330 no . 2_757 H9B F4 3.0213 no . 2_767 H9B H3B 3.0442 no . 2_767 H9B H8B 3.4642 no . 2_757 H9B H12B 3.5243 no . 2_657 H10A F1 3.5330 no . 1_545 H10A F1 2.9992 no . 2_656 H10A F2 3.2896 no . 1_545 H10A C2 3.4500 no . 1_545 H10A C2 3.4702 no . 2_656 H10A C13 3.4940 no . 2_656 H10A H2A 2.7368 no . 2_656 H10A H2B 2.5939 no . 1_545 H10A H13A 3.1874 no . 2_656 H10A H13B 2.9228 no . 2_656 H10B C13 3.2765 no . 2_656 H10B H2A 3.5570 no . 2_656 H10B H10B 2.8385 no . 2_656 H10B H11A 3.3944 no . 2_656 H10B H13A 2.9878 no . 2_656 H10B H13B 2.6610 no . 2_656 H11A F3 2.7435 no . 1_445 H11A F4 3.5585 no . 1_445 H11A H2A 3.1232 no . 2_656 H11A H5A 3.2230 no . 1_445 H11A H5B 2.6551 no . 2_656 H11A H7B 2.7637 no . 2_656 H11A H10B 3.3944 no . 2_656 H11B F2 2.6213 no . 1_545 H11B F3 3.2751 no . 1_445 H11B F4 2.9843 no . 1_445 H11B C4 3.5891 no . 1_445 H11B C12 3.5863 no . 2_657 H11B H5A 3.1522 no . 1_445 H11B H12A 2.9548 no . 2_657 H11B H12B 3.2917 no . 2_657 H11B H14B 3.3571 no . 2_657 H12A F4 2.7163 no . 2_767 H12A C11 3.5131 no . 2_657 H12A C12 3.0458 no . 2_657 H12A H11B 2.9548 no . 2_657 H12A H12A 2.7089 no . 2_657 H12A H12B 2.6326 no . 2_657 H12B F3 3.0604 no . 1_445 H12B F4 3.2755 no . 1_445 H12B C8 3.5296 no . 1_455 H12B C12 3.3800 no . 2_657 H12B H8A 3.3668 no . 1_455 H12B H8B 2.8223 no . 1_455 H12B H9B 3.5243 no . 2_657 H12B H11B 3.2917 no . 2_657 H12B H12A 2.6326 no . 2_657 H12B H12B 3.4108 no . 2_657 H13A C10 3.5296 no . 2_656 H13A H10A 3.1874 no . 2_656 H13A H10B 2.9878 no . 2_656 H13B C7 3.4261 no . 2_656 H13B C10 3.2490 no . 2_656 H13B H7A 2.8271 no . 1_455 H13B H7B 2.5520 no . 2_656 H13B H8A 3.4344 no . 2_656 H13B H8B 3.5686 no . 1_455 H13B H10A 2.9228 no . 2_656 H13B H10B 2.6610 no . 2_656 H14A F2 2.9227 no . 2_667 H14A C6 3.2672 no . 1_455 H14A C7 3.1480 no . 1_455 H14A C8 3.3851 no . 1_455 H14A H5A 3.5756 no . 1_455 H14A H6B 2.6115 no . 1_455 H14A H7A 2.6107 no . 1_455 H14A H8B 2.7564 no . 1_455 H14B F2 2.8549 no . 2_667 H14B F4 2.5928 no . 2_767 H14B H6B 3.0672 no . 2_767 H14B H11B 3.3571 no . 2_657 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 961322' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_11b _chemical_formula_sum 'C14 H24 F4' _chemical_formula_moiety 'C14 H24 F4' _chemical_formula_weight 268.34 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 9.886(4) _cell_length_b 18.957(7) _cell_length_c 15.410(6) _cell_angle_alpha 90.0000 _cell_angle_beta 102.154(14) _cell_angle_gamma 90.0000 _cell_volume 2823.0(19) _cell_formula_units_Z 8 _cell_measurement_reflns_used 2240 _cell_measurement_theta_min 41.04 _cell_measurement_theta_max 68.25 _cell_measurement_temperature 173 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.120 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.010 _exptl_crystal_density_diffrn 1.263 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152.00 _exptl_absorpt_coefficient_mu 0.926 _exptl_absorpt_correction_type none #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 173 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type ? _diffrn_reflns_number 29376 _diffrn_reflns_av_R_equivalents 0.0809 _diffrn_reflns_theta_max 68.10 _diffrn_reflns_theta_full 67.00 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 5133 _reflns_number_gt 4571 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0524 _refine_ls_wR_factor_ref 0.1564 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 5133 _refine_ls_number_parameters 326 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0953P)^2^+0.4100P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.048 _refine_diff_density_max 0.230 _refine_diff_density_min -0.230 _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0028(3) 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; F F 0.0727 0.0534 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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 F1 F 0.48707(11) 0.23789(5) 0.39307(7) 0.0525(3) Uani 1.0 4 d . . . F2 F 0.69738(10) 0.20542(5) 0.38669(7) 0.0518(3) Uani 1.0 4 d . . . F5 F 0.51004(11) -0.16152(5) 0.36776(7) 0.0540(3) Uani 1.0 4 d . . . F6 F 0.65671(10) -0.17247(5) 0.28083(7) 0.0511(3) Uani 1.0 4 d . . . F21 F 0.00915(12) 0.39808(6) 0.42876(8) 0.0661(4) Uani 1.0 4 d . . . F22 F 0.15455(11) 0.42449(5) 0.34492(8) 0.0617(4) Uani 1.0 4 d . . . F25 F -0.01042(11) 0.00151(5) 0.37585(7) 0.0546(3) Uani 1.0 4 d . . . F26 F 0.19987(10) 0.03919(5) 0.37966(7) 0.0565(3) Uani 1.0 4 d . . . C1 C 0.56074(16) 0.18170(8) 0.36989(11) 0.0407(4) Uani 1.0 4 d . . . C2 C 0.55197(16) 0.12204(8) 0.43365(10) 0.0408(4) Uani 1.0 4 d . . . C3 C 0.63718(16) 0.05646(8) 0.42159(10) 0.0404(4) Uani 1.0 4 d . . . C4 C 0.55349(15) -0.00175(8) 0.36740(11) 0.0400(4) Uani 1.0 4 d . . . C5 C 0.64358(15) -0.06282(8) 0.34783(11) 0.0404(4) Uani 1.0 4 d . . . C6 C 0.56325(16) -0.12517(8) 0.30430(11) 0.0407(4) Uani 1.0 4 d . . . C7 C 0.44675(16) -0.11243(8) 0.22594(11) 0.0433(4) Uani 1.0 4 d . . . C8 C 0.48804(17) -0.07636(9) 0.14694(11) 0.0464(4) Uani 1.0 4 d . . . C9 C 0.36154(18) -0.05057(10) 0.07939(12) 0.0516(5) Uani 1.0 4 d . . . C10 C 0.29503(16) 0.01623(9) 0.10776(12) 0.0482(4) Uani 1.0 4 d . . . C11 C 0.37584(18) 0.08310(9) 0.09742(11) 0.0464(4) Uani 1.0 4 d . . . C12 C 0.32263(18) 0.14924(9) 0.13692(11) 0.0464(4) Uani 1.0 4 d . . . C13 C 0.36341(15) 0.15438(8) 0.23837(10) 0.0402(4) Uani 1.0 4 d . . . C14 C 0.51708(15) 0.16905(8) 0.27130(10) 0.0396(4) Uani 1.0 4 d . . . C21 C 0.06398(18) 0.37213(8) 0.35905(13) 0.0467(4) Uani 1.0 4 d . . . C22 C 0.14606(16) 0.30653(8) 0.39038(11) 0.0426(4) Uani 1.0 4 d . . . C23 C 0.05465(16) 0.24253(8) 0.39707(11) 0.0415(4) Uani 1.0 4 d . . . C24 C 0.13586(17) 0.17984(9) 0.44245(11) 0.0457(4) Uani 1.0 4 d . . . C25 C 0.04891(16) 0.11223(8) 0.43800(11) 0.0421(4) Uani 1.0 4 d . . . C26 C 0.06278(16) 0.06181(8) 0.36450(11) 0.0420(4) Uani 1.0 4 d . . . C27 C 0.02247(16) 0.08502(8) 0.26944(11) 0.0408(4) Uani 1.0 4 d . . . C28 C -0.13215(16) 0.09868(8) 0.23658(10) 0.0411(4) Uani 1.0 4 d . . . C29 C -0.17026(18) 0.11592(9) 0.13721(11) 0.0479(4) Uani 1.0 4 d . . . C30 C -0.12027(18) 0.18743(9) 0.11165(11) 0.0482(4) Uani 1.0 4 d . . . C31 C -0.20141(17) 0.25006(9) 0.13632(12) 0.0474(4) Uani 1.0 4 d . . . C32 C -0.13600(18) 0.32129(10) 0.12267(13) 0.0535(5) Uani 1.0 4 d . . . C33 C -0.00999(18) 0.33951(9) 0.19543(12) 0.0478(4) Uani 1.0 4 d . . . C34 C -0.05220(17) 0.36612(8) 0.27919(13) 0.0484(4) Uani 1.0 4 d . . . H2A H 0.4538 0.1080 0.4265 0.0490 Uiso 1.0 4 calc R . . H2B H 0.5836 0.1397 0.4950 0.0490 Uiso 1.0 4 calc R . . H3A H 0.7128 0.0707 0.3921 0.0485 Uiso 1.0 4 calc R . . H3B H 0.6801 0.0375 0.4809 0.0485 Uiso 1.0 4 calc R . . H4A H 0.5022 0.0182 0.3106 0.0480 Uiso 1.0 4 calc R . . H4B H 0.4848 -0.0200 0.4002 0.0480 Uiso 1.0 4 calc R . . H5A H 0.7042 -0.0455 0.3088 0.0484 Uiso 1.0 4 calc R . . H5B H 0.7038 -0.0784 0.4042 0.0484 Uiso 1.0 4 calc R . . H7A H 0.3759 -0.0831 0.2455 0.0520 Uiso 1.0 4 calc R . . H7B H 0.4034 -0.1583 0.2060 0.0520 Uiso 1.0 4 calc R . . H8A H 0.5409 -0.1099 0.1177 0.0557 Uiso 1.0 4 calc R . . H8B H 0.5490 -0.0357 0.1682 0.0557 Uiso 1.0 4 calc R . . H9A H 0.2914 -0.0887 0.0690 0.0619 Uiso 1.0 4 calc R . . H9B H 0.3894 -0.0412 0.0224 0.0619 Uiso 1.0 4 calc R . . H10A H 0.2000 0.0208 0.0716 0.0579 Uiso 1.0 4 calc R . . H10B H 0.2881 0.0114 0.1706 0.0579 Uiso 1.0 4 calc R . . H11A H 0.3717 0.0913 0.0335 0.0557 Uiso 1.0 4 calc R . . H11B H 0.4741 0.0757 0.1265 0.0557 Uiso 1.0 4 calc R . . H12A H 0.3584 0.1914 0.1111 0.0556 Uiso 1.0 4 calc R . . H12B H 0.2204 0.1502 0.1189 0.0556 Uiso 1.0 4 calc R . . H13A H 0.3094 0.1926 0.2588 0.0483 Uiso 1.0 4 calc R . . H13B H 0.3395 0.1096 0.2646 0.0483 Uiso 1.0 4 calc R . . H14A H 0.5701 0.1285 0.2554 0.0475 Uiso 1.0 4 calc R . . H14B H 0.5422 0.2110 0.2398 0.0475 Uiso 1.0 4 calc R . . H22A H 0.2059 0.3157 0.4494 0.0511 Uiso 1.0 4 calc R . . H22B H 0.2069 0.2955 0.3487 0.0511 Uiso 1.0 4 calc R . . H23A H -0.0165 0.2560 0.4306 0.0498 Uiso 1.0 4 calc R . . H23B H 0.0063 0.2284 0.3366 0.0498 Uiso 1.0 4 calc R . . H24A H 0.1732 0.1918 0.5055 0.0548 Uiso 1.0 4 calc R . . H24B H 0.2153 0.1708 0.4142 0.0548 Uiso 1.0 4 calc R . . H25A H 0.0758 0.0872 0.4954 0.0506 Uiso 1.0 4 calc R . . H25B H -0.0496 0.1257 0.4304 0.0506 Uiso 1.0 4 calc R . . H27A H 0.0517 0.0483 0.2315 0.0490 Uiso 1.0 4 calc R . . H27B H 0.0736 0.1288 0.2621 0.0490 Uiso 1.0 4 calc R . . H28A H -0.1602 0.1385 0.2704 0.0493 Uiso 1.0 4 calc R . . H28B H -0.1844 0.0564 0.2483 0.0493 Uiso 1.0 4 calc R . . H29A H -0.1312 0.0788 0.1045 0.0575 Uiso 1.0 4 calc R . . H29B H -0.2722 0.1141 0.1176 0.0575 Uiso 1.0 4 calc R . . H30A H -0.1261 0.1881 0.0467 0.0578 Uiso 1.0 4 calc R . . H30B H -0.0217 0.1931 0.1410 0.0578 Uiso 1.0 4 calc R . . H31A H -0.2078 0.2457 0.1994 0.0569 Uiso 1.0 4 calc R . . H31B H -0.2967 0.2487 0.0999 0.0569 Uiso 1.0 4 calc R . . H32A H -0.1078 0.3208 0.0647 0.0642 Uiso 1.0 4 calc R . . H32B H -0.2065 0.3587 0.1204 0.0642 Uiso 1.0 4 calc R . . H33A H 0.0487 0.2970 0.2099 0.0574 Uiso 1.0 4 calc R . . H33B H 0.0455 0.3762 0.1732 0.0574 Uiso 1.0 4 calc R . . H34A H -0.0958 0.4131 0.2667 0.0580 Uiso 1.0 4 calc R . . H34B H -0.1230 0.3338 0.2936 0.0580 Uiso 1.0 4 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 F1 0.0617(6) 0.0366(5) 0.0589(7) 0.0084(5) 0.0118(5) -0.0070(4) F2 0.0437(6) 0.0477(6) 0.0610(7) -0.0107(4) 0.0039(5) -0.0034(5) F5 0.0650(7) 0.0427(6) 0.0576(7) -0.0067(5) 0.0207(5) 0.0053(5) F6 0.0508(6) 0.0388(5) 0.0644(7) 0.0078(4) 0.0140(5) -0.0039(5) F21 0.0737(8) 0.0521(7) 0.0756(8) 0.0034(6) 0.0231(7) -0.0203(6) F22 0.0588(7) 0.0370(6) 0.0856(9) -0.0124(5) 0.0069(6) 0.0014(5) F25 0.0673(7) 0.0345(5) 0.0611(7) -0.0075(5) 0.0116(6) 0.0058(4) F26 0.0459(6) 0.0535(6) 0.0679(7) 0.0150(5) 0.0070(5) 0.0113(5) C1 0.0372(8) 0.0347(8) 0.0495(9) 0.0000(6) 0.0077(7) -0.0035(7) C2 0.0439(9) 0.0406(8) 0.0371(8) 0.0004(7) 0.0066(7) -0.0024(6) C3 0.0411(8) 0.0380(8) 0.0390(8) 0.0015(7) 0.0017(7) -0.0005(6) C4 0.0377(8) 0.0362(8) 0.0445(9) -0.0003(6) 0.0052(7) -0.0006(6) C5 0.0377(8) 0.0359(8) 0.0456(9) 0.0011(6) 0.0043(7) 0.0019(7) C6 0.0418(8) 0.0332(8) 0.0495(9) 0.0017(6) 0.0150(7) 0.0004(7) C7 0.0392(8) 0.0374(8) 0.0528(10) -0.0042(7) 0.0083(7) -0.0066(7) C8 0.0461(9) 0.0472(9) 0.0458(9) 0.0043(7) 0.0094(7) -0.0033(7) C9 0.0534(10) 0.0530(10) 0.0442(10) -0.0000(8) 0.0008(8) -0.0091(8) C10 0.0375(8) 0.0549(10) 0.0480(10) 0.0025(7) -0.0008(7) -0.0046(8) C11 0.0465(9) 0.0528(10) 0.0387(9) 0.0043(7) 0.0063(7) 0.0034(7) C12 0.0454(9) 0.0482(10) 0.0434(9) 0.0073(7) 0.0045(7) 0.0068(7) C13 0.0388(8) 0.0386(8) 0.0431(9) 0.0047(6) 0.0084(7) 0.0027(7) C14 0.0385(8) 0.0374(8) 0.0430(9) 0.0006(6) 0.0086(7) 0.0032(6) C21 0.0472(9) 0.0334(8) 0.0608(11) -0.0038(7) 0.0142(8) -0.0062(7) C22 0.0394(8) 0.0386(8) 0.0469(9) -0.0030(7) 0.0028(7) -0.0028(7) C23 0.0402(8) 0.0376(8) 0.0463(9) -0.0013(7) 0.0080(7) -0.0001(7) C24 0.0449(9) 0.0430(9) 0.0449(9) -0.0023(7) -0.0003(7) 0.0032(7) C25 0.0421(8) 0.0418(9) 0.0408(8) -0.0016(7) 0.0049(7) 0.0045(7) C26 0.0390(8) 0.0333(8) 0.0531(10) 0.0020(6) 0.0085(7) 0.0067(7) C27 0.0418(8) 0.0376(8) 0.0444(9) 0.0015(7) 0.0120(7) -0.0001(7) C28 0.0403(8) 0.0403(8) 0.0422(9) -0.0047(7) 0.0075(7) -0.0001(7) C29 0.0508(9) 0.0495(10) 0.0417(9) -0.0041(8) 0.0058(8) -0.0056(7) C30 0.0503(10) 0.0545(10) 0.0403(9) 0.0003(8) 0.0107(7) 0.0050(7) C31 0.0405(9) 0.0504(10) 0.0486(10) -0.0011(7) 0.0033(7) 0.0073(8) C32 0.0511(10) 0.0523(10) 0.0525(11) 0.0001(8) 0.0006(8) 0.0155(8) C33 0.0434(9) 0.0431(9) 0.0561(10) -0.0028(7) 0.0088(8) 0.0117(8) C34 0.0416(9) 0.0353(8) 0.0664(12) 0.0040(7) 0.0074(8) 0.0043(8) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.1 b6 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.1 b6' _computing_data_reduction 'CrystalClear-SM Expert 2.1 b6' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 F1 C1 1.379(2) yes . . F2 C1 1.3952(19) yes . . F5 C6 1.387(2) yes . . F6 C6 1.389(2) yes . . F21 C21 1.391(3) yes . . F22 C21 1.384(2) yes . . F25 C26 1.384(2) yes . . F26 C26 1.3935(19) yes . . C1 C2 1.513(3) yes . . C1 C14 1.509(3) yes . . C2 C3 1.535(3) yes . . C3 C4 1.519(2) yes . . C4 C5 1.529(3) yes . . C5 C6 1.501(3) yes . . C6 C7 1.502(3) yes . . C7 C8 1.525(3) yes . . C8 C9 1.529(3) yes . . C9 C10 1.532(3) yes . . C10 C11 1.524(3) yes . . C11 C12 1.534(3) yes . . C12 C13 1.533(3) yes . . C13 C14 1.522(2) yes . . C21 C22 1.508(3) yes . . C21 C34 1.500(3) yes . . C22 C23 1.529(3) yes . . C23 C24 1.520(3) yes . . C24 C25 1.537(3) yes . . C25 C26 1.510(3) yes . . C26 C27 1.501(3) yes . . C27 C28 1.528(3) yes . . C28 C29 1.533(3) yes . . C29 C30 1.523(3) yes . . C30 C31 1.525(3) yes . . C31 C32 1.531(3) yes . . C32 C33 1.530(3) yes . . C33 C34 1.524(3) yes . . C2 H2A 0.990 no . . C2 H2B 0.990 no . . C3 H3A 0.990 no . . C3 H3B 0.990 no . . C4 H4A 0.990 no . . C4 H4B 0.990 no . . C5 H5A 0.990 no . . C5 H5B 0.990 no . . C7 H7A 0.990 no . . C7 H7B 0.990 no . . C8 H8A 0.990 no . . C8 H8B 0.990 no . . C9 H9A 0.990 no . . C9 H9B 0.990 no . . C10 H10A 0.990 no . . C10 H10B 0.990 no . . C11 H11A 0.990 no . . C11 H11B 0.990 no . . C12 H12A 0.990 no . . C12 H12B 0.990 no . . C13 H13A 0.990 no . . C13 H13B 0.990 no . . C14 H14A 0.990 no . . C14 H14B 0.990 no . . C22 H22A 0.990 no . . C22 H22B 0.990 no . . C23 H23A 0.990 no . . C23 H23B 0.990 no . . C24 H24A 0.990 no . . C24 H24B 0.990 no . . C25 H25A 0.990 no . . C25 H25B 0.990 no . . C27 H27A 0.990 no . . C27 H27B 0.990 no . . C28 H28A 0.990 no . . C28 H28B 0.990 no . . C29 H29A 0.990 no . . C29 H29B 0.990 no . . C30 H30A 0.990 no . . C30 H30B 0.990 no . . C31 H31A 0.990 no . . C31 H31B 0.990 no . . C32 H32A 0.990 no . . C32 H32B 0.990 no . . C33 H33A 0.990 no . . C33 H33B 0.990 no . . C34 H34A 0.990 no . . C34 H34B 0.990 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 F1 C1 F2 104.27(12) yes . . . F1 C1 C2 107.68(15) yes . . . F1 C1 C14 109.20(12) yes . . . F2 C1 C2 107.83(12) yes . . . F2 C1 C14 107.38(14) yes . . . C2 C1 C14 119.47(13) yes . . . C1 C2 C3 114.77(15) yes . . . C2 C3 C4 113.93(13) yes . . . C3 C4 C5 112.70(13) yes . . . C4 C5 C6 114.14(13) yes . . . F5 C6 F6 103.57(12) yes . . . F5 C6 C5 108.64(14) yes . . . F5 C6 C7 107.83(13) yes . . . F6 C6 C5 107.84(13) yes . . . F6 C6 C7 109.50(14) yes . . . C5 C6 C7 118.45(13) yes . . . C6 C7 C8 115.15(14) yes . . . C7 C8 C9 111.64(15) yes . . . C8 C9 C10 114.11(15) yes . . . C9 C10 C11 113.05(16) yes . . . C10 C11 C12 114.02(16) yes . . . C11 C12 C13 114.70(14) yes . . . C12 C13 C14 112.41(14) yes . . . C1 C14 C13 114.74(14) yes . . . F21 C21 F22 103.77(13) yes . . . F21 C21 C22 108.38(15) yes . . . F21 C21 C34 107.75(15) yes . . . F22 C21 C22 108.63(14) yes . . . F22 C21 C34 109.52(15) yes . . . C22 C21 C34 117.87(14) yes . . . C21 C22 C23 112.97(14) yes . . . C22 C23 C24 112.89(13) yes . . . C23 C24 C25 113.29(13) yes . . . C24 C25 C26 115.03(15) yes . . . F25 C26 F26 103.93(12) yes . . . F25 C26 C25 107.20(15) yes . . . F25 C26 C27 109.10(12) yes . . . F26 C26 C25 107.92(12) yes . . . F26 C26 C27 107.63(14) yes . . . C25 C26 C27 119.94(14) yes . . . C26 C27 C28 114.50(15) yes . . . C27 C28 C29 112.67(15) yes . . . C28 C29 C30 115.04(13) yes . . . C29 C30 C31 114.34(16) yes . . . C30 C31 C32 113.14(16) yes . . . C31 C32 C33 113.63(15) yes . . . C32 C33 C34 111.70(16) yes . . . C21 C34 C33 114.90(15) yes . . . C1 C2 H2A 108.570 no . . . C1 C2 H2B 108.572 no . . . C3 C2 H2A 108.575 no . . . C3 C2 H2B 108.570 no . . . H2A C2 H2B 107.553 no . . . C2 C3 H3A 108.764 no . . . C2 C3 H3B 108.771 no . . . C4 C3 H3A 108.764 no . . . C4 C3 H3B 108.771 no . . . H3A C3 H3B 107.664 no . . . C3 C4 H4A 109.052 no . . . C3 C4 H4B 109.050 no . . . C5 C4 H4A 109.057 no . . . C5 C4 H4B 109.051 no . . . H4A C4 H4B 107.810 no . . . C4 C5 H5A 108.720 no . . . C4 C5 H5B 108.723 no . . . C6 C5 H5A 108.715 no . . . C6 C5 H5B 108.720 no . . . H5A C5 H5B 107.628 no . . . C6 C7 H7A 108.478 no . . . C6 C7 H7B 108.486 no . . . C8 C7 H7A 108.487 no . . . C8 C7 H7B 108.491 no . . . H7A C7 H7B 107.500 no . . . C7 C8 H8A 109.294 no . . . C7 C8 H8B 109.297 no . . . C9 C8 H8A 109.290 no . . . C9 C8 H8B 109.292 no . . . H8A C8 H8B 107.950 no . . . C8 C9 H9A 108.723 no . . . C8 C9 H9B 108.726 no . . . C10 C9 H9A 108.726 no . . . C10 C9 H9B 108.734 no . . . H9A C9 H9B 107.630 no . . . C9 C10 H10A 108.973 no . . . C9 C10 H10B 108.974 no . . . C11 C10 H10A 108.969 no . . . C11 C10 H10B 108.968 no . . . H10A C10 H10B 107.769 no . . . C10 C11 H11A 108.757 no . . . C10 C11 H11B 108.755 no . . . C12 C11 H11A 108.734 no . . . C12 C11 H11B 108.741 no . . . H11A C11 H11B 107.649 no . . . C11 C12 H12A 108.588 no . . . C11 C12 H12B 108.594 no . . . C13 C12 H12A 108.588 no . . . C13 C12 H12B 108.584 no . . . H12A C12 H12B 107.559 no . . . C12 C13 H13A 109.130 no . . . C12 C13 H13B 109.116 no . . . C14 C13 H13A 109.118 no . . . C14 C13 H13B 109.115 no . . . H13A C13 H13B 107.850 no . . . C1 C14 H14A 108.578 no . . . C1 C14 H14B 108.582 no . . . C13 C14 H14A 108.579 no . . . C13 C14 H14B 108.580 no . . . H14A C14 H14B 107.556 no . . . C21 C22 H22A 109.000 no . . . C21 C22 H22B 108.989 no . . . C23 C22 H22A 108.993 no . . . C23 C22 H22B 108.988 no . . . H22A C22 H22B 107.775 no . . . C22 C23 H23A 109.010 no . . . C22 C23 H23B 109.013 no . . . C24 C23 H23A 109.006 no . . . C24 C23 H23B 109.005 no . . . H23A C23 H23B 107.786 no . . . C23 C24 H24A 108.909 no . . . C23 C24 H24B 108.907 no . . . C25 C24 H24A 108.921 no . . . C25 C24 H24B 108.925 no . . . H24A C24 H24B 107.745 no . . . C24 C25 H25A 108.509 no . . . C24 C25 H25B 108.510 no . . . C26 C25 H25A 108.512 no . . . C26 C25 H25B 108.510 no . . . H25A C25 H25B 107.527 no . . . C26 C27 H27A 108.636 no . . . C26 C27 H27B 108.634 no . . . C28 C27 H27A 108.632 no . . . C28 C27 H27B 108.637 no . . . H27A C27 H27B 107.589 no . . . C27 C28 H28A 109.052 no . . . C27 C28 H28B 109.059 no . . . C29 C28 H28A 109.054 no . . . C29 C28 H28B 109.059 no . . . H28A C28 H28B 107.826 no . . . C28 C29 H29A 108.514 no . . . C28 C29 H29B 108.509 no . . . C30 C29 H29A 108.508 no . . . C30 C29 H29B 108.518 no . . . H29A C29 H29B 107.512 no . . . C29 C30 H30A 108.680 no . . . C29 C30 H30B 108.679 no . . . C31 C30 H30A 108.669 no . . . C31 C30 H30B 108.661 no . . . H30A C30 H30B 107.609 no . . . C30 C31 H31A 108.957 no . . . C30 C31 H31B 108.959 no . . . C32 C31 H31A 108.942 no . . . C32 C31 H31B 108.947 no . . . H31A C31 H31B 107.760 no . . . C31 C32 H32A 108.832 no . . . C31 C32 H32B 108.836 no . . . C33 C32 H32A 108.839 no . . . C33 C32 H32B 108.837 no . . . H32A C32 H32B 107.704 no . . . C32 C33 H33A 109.277 no . . . C32 C33 H33B 109.284 no . . . C34 C33 H33A 109.277 no . . . C34 C33 H33B 109.280 no . . . H33A C33 H33B 107.949 no . . . C21 C34 H34A 108.544 no . . . C21 C34 H34B 108.551 no . . . C33 C34 H34A 108.537 no . . . C33 C34 H34B 108.536 no . . . H34A C34 H34B 107.536 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 F1 C1 C2 C3 -175.94(10) no . . . . F1 C1 C14 C13 -58.00(16) no . . . . F2 C1 C2 C3 -63.97(15) no . . . . F2 C1 C14 C13 -170.48(10) no . . . . C2 C1 C14 C13 66.48(18) no . . . . C14 C1 C2 C3 58.85(18) no . . . . C1 C2 C3 C4 -97.97(15) no . . . . C2 C3 C4 C5 173.65(12) no . . . . C3 C4 C5 C6 172.81(12) no . . . . C4 C5 C6 F5 -75.49(16) no . . . . C4 C5 C6 F6 172.88(13) no . . . . C4 C5 C6 C7 47.9(2) no . . . . F5 C6 C7 C8 -176.73(11) no . . . . F6 C6 C7 C8 -64.69(16) no . . . . C5 C6 C7 C8 59.5(2) no . . . . C6 C7 C8 C9 -167.18(12) no . . . . C7 C8 C9 C10 75.61(18) no . . . . C8 C9 C10 C11 76.62(19) no . . . . C9 C10 C11 C12 -172.19(12) no . . . . C10 C11 C12 C13 76.57(17) no . . . . C11 C12 C13 C14 70.59(17) no . . . . C12 C13 C14 C1 174.32(12) no . . . . F21 C21 C22 C23 74.98(16) no . . . . F21 C21 C34 C33 178.95(11) no . . . . F22 C21 C22 C23 -172.89(13) no . . . . F22 C21 C34 C33 66.70(16) no . . . . C22 C21 C34 C33 -58.1(2) no . . . . C34 C21 C22 C23 -47.6(3) no . . . . C21 C22 C23 C24 -170.74(13) no . . . . C22 C23 C24 C25 -171.96(13) no . . . . C23 C24 C25 C26 97.26(16) no . . . . C24 C25 C26 F25 174.04(11) no . . . . C24 C25 C26 F26 62.65(16) no . . . . C24 C25 C26 C27 -60.97(18) no . . . . F25 C26 C27 C28 57.09(16) no . . . . F26 C26 C27 C28 169.25(10) no . . . . C25 C26 C27 C28 -66.99(18) no . . . . C26 C27 C28 C29 -174.96(11) no . . . . C27 C28 C29 C30 -70.21(17) no . . . . C28 C29 C30 C31 -74.12(17) no . . . . C29 C30 C31 C32 171.38(12) no . . . . C30 C31 C32 C33 -77.04(19) no . . . . C31 C32 C33 C34 -78.38(18) no . . . . C32 C33 C34 C21 168.97(13) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 F1 C13 2.908(2) no . . F2 C3 2.958(2) no . . F5 C4 3.059(2) no . . F6 C8 2.985(2) no . . F21 C23 3.038(3) no . . F22 C33 2.995(2) no . . F25 C28 2.8913(19) no . . F26 C24 2.950(3) no . . C1 C4 3.478(3) no . . C2 C13 3.247(3) no . . C3 C14 3.189(3) no . . C4 C7 3.049(3) no . . C4 C14 3.547(3) no . . C5 C8 3.164(3) no . . C7 C10 3.219(3) no . . C8 C11 3.255(3) no . . C10 C13 3.285(3) no . . C11 C14 3.195(3) no . . C22 C33 3.137(3) no . . C23 C26 3.466(3) no . . C23 C27 3.553(3) no . . C23 C33 3.551(3) no . . C23 C34 3.016(3) no . . C24 C27 3.215(3) no . . C25 C28 3.250(3) no . . C27 C30 3.198(3) no . . C28 C31 3.263(3) no . . C30 C33 3.252(3) no . . C31 C34 3.240(3) no . . F1 F6 3.2380(17) no . 2_655 F1 C7 3.514(3) no . 2_655 F1 C8 3.592(3) no . 2_655 F2 C23 3.572(3) no . 1_655 F5 C2 3.330(3) no . 3_656 F5 C31 3.470(3) no . 2_545 F6 F1 3.2380(17) no . 2_645 F6 F22 3.4838(19) no . 2_645 F6 C13 3.298(3) no . 2_645 F6 C14 3.470(2) no . 2_645 F6 C33 3.442(3) no . 2_645 F22 F6 3.4838(19) no . 2_655 F22 C8 3.509(3) no . 2_655 F22 C28 3.523(3) no . 2_555 F25 C5 3.571(3) no . 1_455 F25 C33 3.282(3) no . 2_545 C2 F5 3.330(3) no . 3_656 C5 F25 3.571(3) no . 1_655 C7 F1 3.514(3) no . 2_645 C8 F1 3.592(3) no . 2_645 C8 F22 3.509(3) no . 2_645 C13 F6 3.298(3) no . 2_655 C14 F6 3.470(2) no . 2_655 C23 F2 3.572(3) no . 1_455 C28 F22 3.523(3) no . 2_545 C31 F5 3.470(3) no . 2_555 C33 F6 3.442(3) no . 2_655 C33 F25 3.282(3) no . 2_555 F1 H2A 2.5517 no . . F1 H2B 2.4929 no . . F1 H13A 2.5635 no . . F1 H13B 3.2783 no . . F1 H14A 3.1951 no . . F1 H14B 2.5846 no . . F2 H2A 3.1953 no . . F2 H2B 2.5294 no . . F2 H3A 2.5593 no . . F2 H3B 3.5170 no . . F2 H14A 2.5946 no . . F2 H14B 2.4553 no . . F5 H4A 3.5163 no . . F5 H4B 2.7496 no . . F5 H5A 3.1750 no . . F5 H5B 2.4523 no . . F5 H7A 2.5425 no . . F5 H7B 2.4948 no . . F6 H5A 2.4728 no . . F6 H5B 2.5765 no . . F6 H7A 3.1995 no . . F6 H7B 2.5412 no . . F6 H8A 2.7967 no . . F6 H8B 3.1755 no . . F21 H22A 2.4615 no . . F21 H22B 3.1839 no . . F21 H23A 2.7064 no . . F21 H23B 3.5130 no . . F21 H34A 2.5110 no . . F21 H34B 2.5265 no . . F22 H22A 2.5986 no . . F22 H22B 2.4967 no . . F22 H33A 3.2158 no . . F22 H33B 2.7924 no . . F22 H34A 2.5233 no . . F22 H34B 3.1930 no . . F25 H25A 2.4698 no . . F25 H25B 2.5569 no . . F25 H27A 2.5857 no . . F25 H27B 3.1927 no . . F25 H28A 3.2502 no . . F25 H28B 2.5461 no . . F26 H24A 3.5233 no . . F26 H24B 2.5491 no . . F26 H25A 2.5371 no . . F26 H25B 3.1935 no . . F26 H27A 2.4451 no . . F26 H27B 2.6018 no . . C1 H3A 2.5670 no . . C1 H3B 3.3072 no . . C1 H4A 3.2481 no . . C1 H13A 2.7119 no . . C1 H13B 2.7910 no . . C2 H4A 2.7051 no . . C2 H4B 2.7954 no . . C2 H13A 3.4749 no . . C2 H13B 2.9915 no . . C2 H14A 2.7926 no . . C2 H14B 3.4141 no . . C3 H5A 2.7711 no . . C3 H5B 2.6681 no . . C3 H13B 3.5394 no . . C3 H14A 2.8543 no . . C4 H2A 2.5506 no . . C4 H2B 3.3014 no . . C4 H7A 2.7564 no . . C4 H8B 3.1270 no . . C4 H10B 3.5762 no . . C4 H13B 3.1664 no . . C4 H14A 3.0364 no . . C5 H3A 2.6722 no . . C5 H3B 2.7639 no . . C5 H7A 2.8068 no . . C5 H7B 3.3926 no . . C5 H8A 3.5897 no . . C5 H8B 2.7761 no . . C6 H4A 2.7907 no . . C6 H4B 2.6906 no . . C6 H8A 2.8515 no . . C6 H8B 2.6767 no . . C7 H4A 2.7993 no . . C7 H4B 3.1611 no . . C7 H5A 2.8897 no . . C7 H5B 3.3887 no . . C7 H9A 2.6162 no . . C7 H9B 3.3516 no . . C7 H10B 2.8520 no . . C8 H4A 3.0734 no . . C8 H5A 2.9812 no . . C8 H10A 3.3846 no . . C8 H10B 2.6669 no . . C8 H11B 2.9008 no . . C9 H7A 2.6081 no . . C9 H7B 2.7944 no . . C9 H11A 2.7878 no . . C9 H11B 2.6756 no . . C10 H4A 3.3569 no . . C10 H7A 2.8244 no . . C10 H8A 3.3905 no . . C10 H8B 2.6751 no . . C10 H12A 3.3770 no . . C10 H12B 2.6605 no . . C10 H13B 2.9526 no . . C11 H4A 3.4835 no . . C11 H8B 2.9000 no . . C11 H9A 3.3668 no . . C11 H9B 2.6408 no . . C11 H13A 3.4079 no . . C11 H13B 2.7214 no . . C11 H14A 2.8958 no . . C11 H14B 3.4456 no . . C12 H10A 2.8105 no . . C12 H10B 2.6998 no . . C12 H14A 2.7553 no . . C12 H14B 2.6726 no . . C13 H2A 2.9815 no . . C13 H4A 3.0231 no . . C13 H10B 2.9433 no . . C13 H11A 3.3936 no . . C13 H11B 2.6808 no . . C14 H2A 2.8433 no . . C14 H2B 3.4170 no . . C14 H3A 3.0281 no . . C14 H4A 2.9326 no . . C14 H11B 2.8089 no . . C14 H12A 2.6650 no . . C14 H12B 3.3679 no . . C21 H23A 2.6583 no . . C21 H23B 2.7895 no . . C21 H33A 2.6801 no . . C21 H33B 2.8313 no . . C22 H24A 2.7835 no . . C22 H24B 2.6678 no . . C22 H33A 2.7502 no . . C22 H33B 3.5394 no . . C22 H34A 3.3926 no . . C22 H34B 2.8099 no . . C23 H25A 3.2982 no . . C23 H25B 2.5408 no . . C23 H27B 3.0287 no . . C23 H28A 3.2346 no . . C23 H31A 3.5620 no . . C23 H33A 3.0523 no . . C23 H34B 2.7277 no . . C24 H22A 2.6641 no . . C24 H22B 2.7961 no . . C24 H27B 2.8837 no . . C24 H28A 3.5972 no . . C25 H23A 2.7975 no . . C25 H23B 2.6822 no . . C25 H27A 3.4101 no . . C25 H27B 2.7893 no . . C25 H28A 2.9903 no . . C25 H28B 3.4851 no . . C26 H23B 3.2208 no . . C26 H24A 3.3143 no . . C26 H24B 2.5775 no . . C26 H28A 2.7801 no . . C26 H28B 2.7103 no . . C27 H23B 2.9255 no . . C27 H24B 3.0764 no . . C27 H25A 3.4110 no . . C27 H25B 2.8289 no . . C27 H29A 2.6754 no . . C27 H29B 3.3755 no . . C27 H30B 2.8179 no . . C28 H23B 3.0679 no . . C28 H25B 2.9708 no . . C28 H30A 3.3928 no . . C28 H30B 2.6909 no . . C28 H31A 2.9110 no . . C29 H27A 2.6881 no . . C29 H27B 2.7610 no . . C29 H31A 2.6937 no . . C29 H31B 2.8144 no . . C30 H23B 3.5159 no . . C30 H27A 3.4546 no . . C30 H27B 2.9011 no . . C30 H28A 2.7220 no . . C30 H28B 3.4007 no . . C30 H32A 2.6395 no . . C30 H32B 3.3671 no . . C30 H33A 2.8875 no . . C31 H23B 3.3529 no . . C31 H28A 2.9247 no . . C31 H29A 3.3767 no . . C31 H29B 2.6709 no . . C31 H33A 2.6483 no . . C31 H33B 3.3783 no . . C31 H34B 2.8643 no . . C32 H30A 2.7929 no . . C32 H30B 2.6695 no . . C32 H34A 2.7816 no . . C32 H34B 2.6208 no . . C33 H22B 2.9563 no . . C33 H23B 3.0075 no . . C33 H30B 2.8944 no . . C33 H31A 2.6533 no . . C33 H31B 3.3777 no . . C34 H22A 3.3882 no . . C34 H22B 2.8886 no . . C34 H23A 3.0955 no . . C34 H23B 2.7774 no . . C34 H31A 2.8799 no . . C34 H32A 3.3465 no . . C34 H32B 2.6008 no . . H2A H3A 2.8119 no . . H2A H3B 2.5887 no . . H2A H4A 2.5836 no . . H2A H4B 2.4895 no . . H2A H13A 3.1202 no . . H2A H13B 2.5135 no . . H2A H14A 3.1151 no . . H2B H3A 2.5907 no . . H2B H3B 2.1903 no . . H2B H4B 3.4139 no . . H3A H4A 2.4080 no . . H3A H4B 2.8578 no . . H3A H5A 2.5413 no . . H3A H5B 2.8352 no . . H3A H14A 2.5253 no . . H3B H4A 2.8581 no . . H3B H4B 2.3354 no . . H3B H5A 3.1347 no . . H3B H5B 2.5292 no . . H4A H5A 2.3392 no . . H4A H5B 2.8640 no . . H4A H7A 2.3928 no . . H4A H8B 2.5495 no . . H4A H10B 2.6880 no . . H4A H11B 2.9973 no . . H4A H13B 2.3678 no . . H4A H14A 2.4046 no . . H4B H5A 2.8643 no . . H4B H5B 2.4212 no . . H4B H7A 2.6805 no . . H4B H13B 3.3462 no . . H5A H7A 3.2650 no . . H5A H8A 3.2816 no . . H5A H8B 2.3839 no . . H5A H14A 3.5852 no . . H7A H8A 2.8552 no . . H7A H8B 2.4514 no . . H7A H9A 2.6742 no . . H7A H9B 3.5587 no . . H7A H10A 3.4814 no . . H7A H10B 2.2073 no . . H7B H8A 2.3060 no . . H7B H8B 2.8568 no . . H7B H9A 2.5376 no . . H7B H9B 3.5756 no . . H7B H10B 3.4186 no . . H8A H9A 2.4552 no . . H8A H9B 2.2744 no . . H8A H11B 3.5893 no . . H8B H9A 2.8611 no . . H8B H9B 2.4614 no . . H8B H10B 2.7371 no . . H8B H11A 3.4133 no . . H8B H11B 2.2868 no . . H8B H14A 3.3796 no . . H9A H10A 2.2669 no . . H9A H10B 2.4644 no . . H9A H11A 3.5704 no . . H9B H10A 2.4619 no . . H9B H10B 2.8599 no . . H9B H11A 2.5261 no . . H9B H11B 2.7613 no . . H10A H11A 2.3313 no . . H10A H11B 2.8599 no . . H10A H12A 3.5887 no . . H10A H12B 2.5554 no . . H10A H13B 3.4424 no . . H10B H11A 2.8601 no . . H10B H11B 2.4206 no . . H10B H12B 2.7900 no . . H10B H13B 2.3470 no . . H10B H14A 3.5875 no . . H11A H12A 2.2618 no . . H11A H12B 2.4590 no . . H11B H12A 2.4606 no . . H11B H12B 2.8585 no . . H11B H13B 2.8111 no . . H11B H14A 2.2479 no . . H11B H14B 3.0946 no . . H12A H13A 2.4250 no . . H12A H13B 2.8665 no . . H12A H14A 2.9640 no . . H12A H14B 2.4191 no . . H12B H13A 2.2957 no . . H12B H13B 2.4306 no . . H12B H14B 3.5239 no . . H13A H14A 2.8598 no . . H13A H14B 2.4060 no . . H13B H14A 2.3407 no . . H13B H14B 2.8594 no . . H22A H23A 2.4356 no . . H22A H23B 2.8648 no . . H22A H24A 2.5477 no . . H22A H24B 2.8059 no . . H22B H23A 2.8648 no . . H22B H23B 2.3306 no . . H22B H24A 3.1865 no . . H22B H24B 2.5654 no . . H22B H27B 3.5738 no . . H22B H33A 2.3690 no . . H22B H33B 3.2217 no . . H22B H34B 3.2739 no . . H23A H24A 2.3273 no . . H23A H24B 2.8577 no . . H23A H25A 3.4181 no . . H23A H25B 2.4913 no . . H23A H28A 3.4050 no . . H23A H34B 2.6089 no . . H23B H24A 2.8579 no . . H23B H24B 2.4191 no . . H23B H25A 3.5948 no . . H23B H25B 2.5545 no . . H23B H27B 2.3773 no . . H23B H28A 2.4390 no . . H23B H30B 3.0427 no . . H23B H31A 2.6785 no . . H23B H33A 2.4543 no . . H23B H34B 2.3886 no . . H24A H25A 2.1954 no . . H24A H25B 2.5859 no . . H24B H25A 2.5902 no . . H24B H25B 2.8162 no . . H24B H27B 2.5894 no . . H25B H27B 3.0894 no . . H25B H28A 2.4897 no . . H25B H28B 3.1310 no . . H27A H28A 2.8636 no . . H27A H28B 2.4067 no . . H27A H29A 2.4384 no . . H27A H29B 3.5386 no . . H27A H30B 3.0949 no . . H27B H28A 2.3489 no . . H27B H28B 2.8641 no . . H27B H29A 2.9710 no . . H27B H30B 2.2623 no . . H27B H31A 3.5289 no . . H27B H33A 3.2865 no . . H28A H29A 2.8657 no . . H28A H29B 2.4266 no . . H28A H30B 2.8410 no . . H28A H31A 2.3091 no . . H28A H31B 3.4050 no . . H28B H29A 2.4209 no . . H28B H29B 2.2949 no . . H29A H30A 2.2593 no . . H29A H30B 2.4339 no . . H29B H30A 2.4323 no . . H29B H30B 2.8516 no . . H29B H31A 2.8072 no . . H29B H31B 2.5718 no . . H30A H31A 2.8593 no . . H30A H31B 2.3266 no . . H30A H32A 2.5325 no . . H30A H32B 3.5721 no . . H30A H33A 3.4270 no . . H30B H31A 2.4251 no . . H30B H31B 2.8588 no . . H30B H32A 2.7467 no . . H30B H33A 2.2767 no . . H30B H33B 3.5490 no . . H31A H32A 2.8587 no . . H31A H32B 2.4659 no . . H31A H33A 2.6890 no . . H31A H34A 3.4478 no . . H31A H34B 2.2559 no . . H31B H32A 2.4647 no . . H31B H32B 2.2650 no . . H31B H33A 3.5969 no . . H31B H34B 3.5082 no . . H32A H33A 2.4793 no . . H32A H33B 2.2648 no . . H32A H34A 3.5501 no . . H32A H34B 3.5704 no . . H32B H33A 2.8586 no . . H32B H33B 2.4744 no . . H32B H34A 2.5106 no . . H32B H34B 2.6653 no . . H33A H34A 2.8580 no . . H33A H34B 2.4396 no . . H33B H34A 2.3142 no . . H33B H34B 2.8565 no . . F1 H7B 2.8405 no . 2_655 F1 H8A 2.8993 no . 2_655 F1 H22A 3.4166 no . . F1 H22B 2.9213 no . . F1 H24B 3.0509 no . . F1 H31B 3.4529 no . 4_655 F2 H7B 3.0172 no . 2_655 F2 H23A 2.9277 no . 1_655 F2 H23B 3.3322 no . 1_655 F2 H25B 2.8780 no . 1_655 F2 H28A 2.8040 no . 1_655 F2 H30A 3.3748 no . 4_655 F2 H31A 3.3067 no . 1_655 F2 H31B 3.3869 no . 4_655 F2 H32A 3.0424 no . 4_655 F2 H34B 3.4936 no . 1_655 F5 H2A 3.2754 no . 3_656 F5 H2B 2.5141 no . 3_656 F5 H12A 3.0654 no . 2_645 F5 H14B 2.9145 no . 2_645 F5 H24A 3.3727 no . 3_656 F5 H31A 3.4338 no . 2_545 F5 H31B 2.8357 no . 2_545 F5 H32B 3.0687 no . 2_545 F6 H12A 3.0922 no . 2_645 F6 H13A 2.6677 no . 2_645 F6 H14B 2.9302 no . 2_645 F6 H22B 2.7024 no . 2_645 F6 H24A 3.3872 no . 3_656 F6 H33A 2.9426 no . 2_645 F6 H33B 3.0238 no . 2_645 F21 H9A 2.9896 no . 2_555 F21 H10A 3.1110 no . 2_555 F21 H10A 3.0038 no . 4_555 F21 H12B 3.3478 no . 4_555 F21 H29A 3.3207 no . 4_555 F21 H30A 2.9638 no . 4_555 F22 H5A 3.0461 no . 2_655 F22 H8A 3.0151 no . 2_655 F22 H8B 3.0740 no . 2_655 F22 H10A 3.5809 no . 4_555 F22 H11A 3.2423 no . 4_555 F22 H27A 3.1692 no . 2_555 F22 H28B 2.9299 no . 2_555 F22 H29A 3.0495 no . 2_555 F25 H3A 3.0917 no . 1_455 F25 H5A 2.9312 no . 1_455 F25 H5B 3.3147 no . 1_455 F25 H25A 2.7783 no . 3_556 F25 H32B 3.4460 no . 2_545 F25 H33B 2.4950 no . 2_545 F25 H34A 3.1152 no . 2_545 F26 H2A 2.7857 no . . F26 H3B 2.6585 no . 3_656 F26 H4A 3.4003 no . . F26 H4B 2.9863 no . . F26 H5B 3.3487 no . 3_656 F26 H10B 3.5489 no . . F26 H13B 2.8039 no . . F26 H32B 3.4216 no . 2_545 F26 H34A 3.2987 no . 2_545 C1 H7B 3.2959 no . 2_655 C1 H28A 3.5227 no . 1_655 C2 H4B 3.2900 no . 3_656 C2 H24B 3.4059 no . . C2 H32B 3.3495 no . 4_655 C3 H4B 3.2972 no . 3_656 C3 H25B 3.3390 no . 1_655 C3 H28B 3.4965 no . 1_655 C3 H32B 3.5159 no . 4_655 C5 H24A 3.5559 no . 3_656 C5 H25A 3.3047 no . 3_656 C5 H28B 3.3842 no . 1_655 C5 H33B 3.3633 no . 2_645 C6 H14B 3.3012 no . 2_645 C7 H14B 3.3874 no . 2_645 C7 H34A 3.5289 no . 2_545 C7 H34B 3.3116 no . 2_545 C8 H11A 3.3695 no . 3_655 C9 H11A 3.5362 no . 3_655 C9 H29A 3.2837 no . 3_555 C9 H29B 3.2117 no . 3_555 C10 H27A 3.4242 no . . C11 H9B 3.3513 no . 3_655 C11 H22A 3.1766 no . 4_554 C11 H29B 3.4771 no . 1_655 C12 H22A 2.9532 no . 4_554 C12 H27B 3.4546 no . . C12 H30B 3.5176 no . . C13 H24B 3.3542 no . . C13 H27B 3.0032 no . . C14 H7B 3.3665 no . 2_655 C14 H28A 3.2451 no . 1_655 C14 H31A 3.4652 no . 1_655 C22 H8A 3.5016 no . 2_655 C22 H11A 3.3939 no . 4_555 C22 H12B 3.5386 no . 4_555 C22 H13A 3.5721 no . . C23 H30A 3.4601 no . 4_555 C23 H32A 3.5271 no . 4_555 C24 H2A 3.4814 no . . C24 H5B 3.1956 no . 3_656 C24 H32A 3.3560 no . 4_555 C25 H3A 3.3426 no . 1_455 C25 H5B 3.1293 no . 3_656 C25 H32A 3.0164 no . 4_555 C26 H3A 3.5779 no . 1_455 C26 H13B 3.5284 no . . C26 H34A 3.5239 no . 2_545 C27 H10B 3.5838 no . . C27 H12B 3.5568 no . . C27 H13A 3.5248 no . . C27 H13B 3.1852 no . . C27 H34A 3.4100 no . 2_545 C28 H3A 3.1501 no . 1_455 C28 H5A 3.4763 no . 1_455 C28 H14A 3.0704 no . 1_455 C29 H9A 3.1933 no . 3_555 C29 H9B 3.2407 no . 3_555 C29 H11B 3.5670 no . 1_455 C29 H14A 3.4541 no . 1_455 C30 H9A 3.4836 no . 3_555 C30 H12B 3.4199 no . . C30 H23A 3.3452 no . 4_554 C31 H2B 3.4172 no . 4_454 C31 H14B 3.3490 no . 1_455 C32 H2B 3.1311 no . 4_454 C32 H25B 3.4026 no . 4_554 C34 H7A 3.2861 no . 2_555 C34 H7B 3.5572 no . 2_555 C34 H27A 3.4579 no . 2_555 H2A F5 3.2754 no . 3_656 H2A F26 2.7857 no . . H2A C24 3.4814 no . . H2A H3B 3.4916 no . 3_656 H2A H4B 3.0981 no . 3_656 H2A H5B 3.3546 no . 3_656 H2A H24B 2.6124 no . . H2B F5 2.5141 no . 3_656 H2B C31 3.4172 no . 4_655 H2B C32 3.1311 no . 4_655 H2B H4B 2.9446 no . 3_656 H2B H31B 2.7725 no . 4_655 H2B H32A 3.1052 no . 4_655 H2B H32B 2.5197 no . 4_655 H3A F25 3.0917 no . 1_655 H3A C25 3.3426 no . 1_655 H3A C26 3.5779 no . 1_655 H3A C28 3.1501 no . 1_655 H3A H25B 2.5238 no . 1_655 H3A H28A 2.7817 no . 1_655 H3A H28B 2.6393 no . 1_655 H3A H32A 3.5309 no . 4_655 H3B F26 2.6585 no . 3_656 H3B H2A 3.4916 no . 3_656 H3B H4B 2.7183 no . 3_656 H3B H25A 3.3427 no . 3_656 H3B H25B 3.3776 no . 1_655 H3B H32A 3.4840 no . 4_655 H3B H32B 2.9548 no . 4_655 H4A F26 3.4003 no . . H4A H28B 3.5067 no . 1_655 H4B F26 2.9863 no . . H4B C2 3.2900 no . 3_656 H4B C3 3.2972 no . 3_656 H4B H2A 3.0981 no . 3_656 H4B H2B 2.9446 no . 3_656 H4B H3B 2.7183 no . 3_656 H4B H4B 3.1219 no . 3_656 H4B H32B 3.5478 no . 2_545 H5A F22 3.0461 no . 2_645 H5A F25 2.9312 no . 1_655 H5A C28 3.4763 no . 1_655 H5A H25A 3.4189 no . 3_656 H5A H28B 2.4997 no . 1_655 H5A H33B 2.8487 no . 2_645 H5B F25 3.3147 no . 1_655 H5B F26 3.3487 no . 3_656 H5B C24 3.1956 no . 3_656 H5B C25 3.1293 no . 3_656 H5B H2A 3.3546 no . 3_656 H5B H24A 2.7055 no . 3_656 H5B H24B 3.2546 no . 3_656 H5B H25A 2.3968 no . 3_656 H5B H33B 3.0909 no . 2_645 H7A C34 3.2861 no . 2_545 H7A H32B 3.1222 no . 2_545 H7A H34A 2.7370 no . 2_545 H7A H34B 2.9089 no . 2_545 H7B F1 2.8405 no . 2_645 H7B F2 3.0172 no . 2_645 H7B C1 3.2959 no . 2_645 H7B C14 3.3665 no . 2_645 H7B C34 3.5572 no . 2_545 H7B H14B 2.6341 no . 2_645 H7B H31A 3.2195 no . 2_545 H7B H34A 3.4349 no . 2_545 H7B H34B 2.7771 no . 2_545 H8A F1 2.8993 no . 2_645 H8A F22 3.0151 no . 2_645 H8A C22 3.5016 no . 2_645 H8A H11A 2.6732 no . 3_655 H8A H22A 3.2261 no . 2_645 H8A H22B 3.0246 no . 2_645 H8B F22 3.0740 no . 2_645 H8B H9B 3.4473 no . 3_655 H8B H11A 3.5227 no . 3_655 H8B H28B 3.1864 no . 1_655 H8B H29B 3.5185 no . 1_655 H9A F21 2.9896 no . 2_545 H9A C29 3.1933 no . 3_555 H9A C30 3.4836 no . 3_555 H9A H29A 2.8120 no . 3_555 H9A H29B 2.8823 no . 3_555 H9A H30A 2.8603 no . 3_555 H9A H34A 3.4955 no . 2_545 H9A H34B 3.3014 no . 2_545 H9B C11 3.3513 no . 3_655 H9B C29 3.2407 no . 3_555 H9B H8B 3.4473 no . 3_655 H9B H9B 2.8878 no . 3_655 H9B H11A 2.8419 no . 3_655 H9B H11B 2.9692 no . 3_655 H9B H29A 2.9569 no . 3_555 H9B H29B 2.6173 no . 3_555 H10A F21 3.1110 no . 2_545 H10A F21 3.0038 no . 4_554 H10A F22 3.5809 no . 4_554 H10A H27A 3.1640 no . . H10A H29A 3.5889 no . . H10A H29A 3.2581 no . 3_555 H10A H34A 3.5383 no . 2_545 H10B F26 3.5489 no . . H10B C27 3.5838 no . . H10B H27A 2.7846 no . . H10B H27B 3.5627 no . . H10B H34A 2.9658 no . 2_545 H11A F22 3.2423 no . 4_554 H11A C8 3.3695 no . 3_655 H11A C9 3.5362 no . 3_655 H11A C22 3.3939 no . 4_554 H11A H8A 2.6732 no . 3_655 H11A H8B 3.5227 no . 3_655 H11A H9B 2.8419 no . 3_655 H11A H22A 2.5648 no . 4_554 H11A H29B 3.5124 no . 1_655 H11B C29 3.5670 no . 1_655 H11B H9B 2.9692 no . 3_655 H11B H28B 3.5194 no . 1_655 H11B H29B 2.6420 no . 1_655 H12A F5 3.0654 no . 2_655 H12A F6 3.0922 no . 2_655 H12A H22A 2.6310 no . 4_554 H12A H24A 3.1067 no . 4_554 H12B F21 3.3478 no . 4_554 H12B C22 3.5386 no . 4_554 H12B C27 3.5568 no . . H12B C30 3.4199 no . . H12B H22A 2.6652 no . 4_554 H12B H24A 3.4492 no . 4_554 H12B H27A 3.2779 no . . H12B H27B 2.9144 no . . H12B H30A 3.4468 no . . H12B H30B 2.6175 no . . H13A F6 2.6677 no . 2_655 H13A C22 3.5721 no . . H13A C27 3.5248 no . . H13A H22B 2.7102 no . . H13A H23B 3.5198 no . . H13A H24B 2.7754 no . . H13A H27B 2.6360 no . . H13A H30B 3.3922 no . . H13A H33A 3.2113 no . . H13B F26 2.8039 no . . H13B C26 3.5284 no . . H13B C27 3.1852 no . . H13B H24B 3.0596 no . . H13B H27A 3.0157 no . . H13B H27B 2.6463 no . . H14A C28 3.0704 no . 1_655 H14A C29 3.4541 no . 1_655 H14A H28A 2.6340 no . 1_655 H14A H28B 2.8070 no . 1_655 H14A H29B 2.8994 no . 1_655 H14A H31A 3.3620 no . 1_655 H14B F5 2.9145 no . 2_655 H14B F6 2.9302 no . 2_655 H14B C6 3.3012 no . 2_655 H14B C7 3.3874 no . 2_655 H14B C31 3.3490 no . 1_655 H14B H7B 2.6341 no . 2_655 H14B H28A 3.1907 no . 1_655 H14B H29B 3.4260 no . 1_655 H14B H31A 2.7529 no . 1_655 H14B H31B 3.0234 no . 1_655 H22A F1 3.4166 no . . H22A C11 3.1766 no . 4_555 H22A C12 2.9532 no . 4_555 H22A H8A 3.2261 no . 2_655 H22A H11A 2.5648 no . 4_555 H22A H12A 2.6310 no . 4_555 H22A H12B 2.6652 no . 4_555 H22B F1 2.9213 no . . H22B F6 2.7024 no . 2_655 H22B H8A 3.0246 no . 2_655 H22B H13A 2.7102 no . . H23A F2 2.9277 no . 1_455 H23A C30 3.3452 no . 4_555 H23A H30A 2.5126 no . 4_555 H23A H30B 3.3937 no . 4_555 H23A H32A 2.8263 no . 4_555 H23B F2 3.3322 no . 1_455 H23B H13A 3.5198 no . . H24A F5 3.3727 no . 3_656 H24A F6 3.3872 no . 3_656 H24A C5 3.5559 no . 3_656 H24A H5B 2.7055 no . 3_656 H24A H12A 3.1067 no . 4_555 H24A H12B 3.4492 no . 4_555 H24A H32A 3.1103 no . 4_555 H24A H33B 3.3636 no . 4_555 H24B F1 3.0509 no . . H24B C2 3.4059 no . . H24B C13 3.3542 no . . H24B H2A 2.6124 no . . H24B H5B 3.2546 no . 3_656 H24B H13A 2.7754 no . . H24B H13B 3.0596 no . . H25A F25 2.7783 no . 3_556 H25A C5 3.3047 no . 3_656 H25A H3B 3.3427 no . 3_656 H25A H5A 3.4189 no . 3_656 H25A H5B 2.3968 no . 3_656 H25A H32A 2.8796 no . 4_555 H25A H33B 2.9025 no . 4_555 H25B F2 2.8780 no . 1_455 H25B C3 3.3390 no . 1_455 H25B C32 3.4026 no . 4_555 H25B H3A 2.5238 no . 1_455 H25B H3B 3.3776 no . 1_455 H25B H32A 2.4782 no . 4_555 H27A F22 3.1692 no . 2_545 H27A C10 3.4242 no . . H27A C34 3.4579 no . 2_545 H27A H10A 3.1640 no . . H27A H10B 2.7846 no . . H27A H12B 3.2779 no . . H27A H13B 3.0157 no . . H27A H34A 2.5996 no . 2_545 H27B C12 3.4546 no . . H27B C13 3.0032 no . . H27B H10B 3.5627 no . . H27B H12B 2.9144 no . . H27B H13A 2.6360 no . . H27B H13B 2.6463 no . . H28A F2 2.8040 no . 1_455 H28A C1 3.5227 no . 1_455 H28A C14 3.2451 no . 1_455 H28A H3A 2.7817 no . 1_455 H28A H14A 2.6340 no . 1_455 H28A H14B 3.1907 no . 1_455 H28B F22 2.9299 no . 2_545 H28B C3 3.4965 no . 1_455 H28B C5 3.3842 no . 1_455 H28B H3A 2.6393 no . 1_455 H28B H4A 3.5067 no . 1_455 H28B H5A 2.4997 no . 1_455 H28B H8B 3.1864 no . 1_455 H28B H11B 3.5194 no . 1_455 H28B H14A 2.8070 no . 1_455 H29A F21 3.3207 no . 4_554 H29A F22 3.0495 no . 2_545 H29A C9 3.2837 no . 3_555 H29A H9A 2.8120 no . 3_555 H29A H9B 2.9569 no . 3_555 H29A H10A 3.5889 no . . H29A H10A 3.2581 no . 3_555 H29B C9 3.2117 no . 3_555 H29B C11 3.4771 no . 1_455 H29B H8B 3.5185 no . 1_455 H29B H9A 2.8823 no . 3_555 H29B H9B 2.6173 no . 3_555 H29B H11A 3.5124 no . 1_455 H29B H11B 2.6420 no . 1_455 H29B H14A 2.8994 no . 1_455 H29B H14B 3.4260 no . 1_455 H30A F2 3.3748 no . 4_454 H30A F21 2.9638 no . 4_554 H30A C23 3.4601 no . 4_554 H30A H9A 2.8603 no . 3_555 H30A H12B 3.4468 no . . H30A H23A 2.5126 no . 4_554 H30B C12 3.5176 no . . H30B H12B 2.6175 no . . H30B H13A 3.3922 no . . H30B H23A 3.3937 no . 4_554 H31A F2 3.3067 no . 1_455 H31A F5 3.4338 no . 2_555 H31A C14 3.4652 no . 1_455 H31A H7B 3.2195 no . 2_555 H31A H14A 3.3620 no . 1_455 H31A H14B 2.7529 no . 1_455 H31B F1 3.4529 no . 4_454 H31B F2 3.3869 no . 4_454 H31B F5 2.8357 no . 2_555 H31B H2B 2.7725 no . 4_454 H31B H14B 3.0234 no . 1_455 H32A F2 3.0424 no . 4_454 H32A C23 3.5271 no . 4_554 H32A C24 3.3560 no . 4_554 H32A C25 3.0164 no . 4_554 H32A H2B 3.1052 no . 4_454 H32A H3A 3.5309 no . 4_454 H32A H3B 3.4840 no . 4_454 H32A H23A 2.8263 no . 4_554 H32A H24A 3.1103 no . 4_554 H32A H25A 2.8796 no . 4_554 H32A H25B 2.4782 no . 4_554 H32B F5 3.0687 no . 2_555 H32B F25 3.4460 no . 2_555 H32B F26 3.4216 no . 2_555 H32B C2 3.3495 no . 4_454 H32B C3 3.5159 no . 4_454 H32B H2B 2.5197 no . 4_454 H32B H3B 2.9548 no . 4_454 H32B H4B 3.5478 no . 2_555 H32B H7A 3.1222 no . 2_555 H33A F6 2.9426 no . 2_655 H33A H13A 3.2113 no . . H33B F6 3.0238 no . 2_655 H33B F25 2.4950 no . 2_555 H33B C5 3.3633 no . 2_655 H33B H5A 2.8487 no . 2_655 H33B H5B 3.0909 no . 2_655 H33B H24A 3.3636 no . 4_554 H33B H25A 2.9025 no . 4_554 H34A F25 3.1152 no . 2_555 H34A F26 3.2987 no . 2_555 H34A C7 3.5289 no . 2_555 H34A C26 3.5239 no . 2_555 H34A C27 3.4100 no . 2_555 H34A H7A 2.7370 no . 2_555 H34A H7B 3.4349 no . 2_555 H34A H9A 3.4955 no . 2_555 H34A H10A 3.5383 no . 2_555 H34A H10B 2.9658 no . 2_555 H34A H27A 2.5996 no . 2_555 H34B F2 3.4936 no . 1_455 H34B C7 3.3116 no . 2_555 H34B H7A 2.9089 no . 2_555 H34B H7B 2.7771 no . 2_555 H34B H9A 3.3014 no . 2_555 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 961323' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_11c _chemical_formula_sum 'C16 H28 F4' _chemical_formula_moiety 'C16 H28 F4' _chemical_formula_weight 296.39 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 15.661(3) _cell_length_b 11.1268(16) _cell_length_c 9.4295(13) _cell_angle_alpha 90.0000 _cell_angle_beta 94.714(5) _cell_angle_gamma 90.0000 _cell_volume 1637.6(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used 8325 _cell_measurement_theta_min 4.83 _cell_measurement_theta_max 67.67 _cell_measurement_temperature 173 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.010 _exptl_crystal_density_diffrn 1.202 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 640.00 _exptl_absorpt_coefficient_mu 0.843 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.770 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 173 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku Saturn70' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 29.257 _diffrn_reflns_number 20043 _diffrn_reflns_av_R_equivalents 0.0448 _diffrn_reflns_theta_min 4.881 _diffrn_reflns_theta_max 67.856 _diffrn_reflns_theta_full 67.000 _diffrn_measured_fraction_theta_max 0.964 _diffrn_measured_fraction_theta_full 0.976 _diffrn_reflns_Laue_measured_fraction_max 0.964 _diffrn_reflns_Laue_measured_fraction_full 0.976 _diffrn_reflns_point_group_measured_fraction_max 0.964 _diffrn_reflns_point_group_measured_fraction_full 0.976 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2874 _reflns_number_gt 2637 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0505 _refine_ls_wR_factor_ref 0.1249 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2874 _refine_ls_number_parameters 181 _refine_ls_goodness_of_fit_ref 1.217 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0377P)^2^+0.8134P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.200 _refine_diff_density_min -0.160 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; F F 0.0727 0.0534 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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 F1 F 0.46460(7) 0.41637(13) 0.69683(12) 0.0527(4) Uani 1.0 4 d . . . F2 F 0.52974(8) 0.24343(11) 0.68486(13) 0.0519(4) Uani 1.0 4 d . . . F3 F 0.84225(7) 0.42131(13) 0.31638(12) 0.0528(4) Uani 1.0 4 d . . . F4 F 0.80239(7) 0.24481(11) 0.38787(13) 0.0494(4) Uani 1.0 4 d . . . C1 C 0.54506(12) 0.36503(18) 0.7050(2) 0.0342(5) Uani 1.0 4 d . . . C2 C 0.59058(11) 0.41150(18) 0.58184(19) 0.0325(5) Uani 1.0 4 d . . . C3 C 0.68217(11) 0.36552(17) 0.57827(18) 0.0286(4) Uani 1.0 4 d . . . C4 C 0.72319(12) 0.41342(18) 0.44828(18) 0.0319(5) Uani 1.0 4 d . . . C5 C 0.81108(12) 0.36386(18) 0.43054(19) 0.0343(5) Uani 1.0 4 d . . . C6 C 0.87658(11) 0.36831(17) 0.55586(19) 0.0316(5) Uani 1.0 4 d . . . C7 C 0.89246(12) 0.49331(17) 0.6188(2) 0.0342(5) Uani 1.0 4 d . . . C8 C 0.95189(12) 0.49138(19) 0.7549(2) 0.0372(5) Uani 1.0 4 d . . . C9 C 0.96944(14) 0.6156(2) 0.8208(3) 0.0451(6) Uani 1.0 4 d . . . C10 C 0.89035(13) 0.68576(19) 0.8554(3) 0.0412(5) Uani 1.0 4 d . . . C11 C 0.83319(13) 0.62388(19) 0.9558(2) 0.0395(5) Uani 1.0 4 d . . . C12 C 0.75398(13) 0.69694(19) 0.9824(3) 0.0404(5) Uani 1.0 4 d . . . C13 C 0.69456(14) 0.6387(2) 1.0836(3) 0.0450(6) Uani 1.0 4 d . . . C14 C 0.66221(13) 0.51410(19) 1.03876(19) 0.0377(5) Uani 1.0 4 d . . . C15 C 0.61425(13) 0.50890(17) 0.89155(19) 0.0346(5) Uani 1.0 4 d . . . C16 C 0.58726(12) 0.38153(17) 0.85211(19) 0.0323(5) Uani 1.0 4 d . . . H2A H 0.5918 0.5004 0.5860 0.0390 Uiso 1.0 4 calc R . . H2B H 0.5574 0.3882 0.4921 0.0390 Uiso 1.0 4 calc R . . H3A H 0.7166 0.3912 0.6658 0.0343 Uiso 1.0 4 calc R . . H3B H 0.6818 0.2766 0.5759 0.0343 Uiso 1.0 4 calc R . . H4A H 0.6853 0.3941 0.3620 0.0383 Uiso 1.0 4 calc R . . H4B H 0.7271 0.5020 0.4555 0.0383 Uiso 1.0 4 calc R . . H6A H 0.9314 0.3364 0.5263 0.0379 Uiso 1.0 4 calc R . . H6B H 0.8577 0.3147 0.6311 0.0379 Uiso 1.0 4 calc R . . H7A H 0.9179 0.5449 0.5478 0.0410 Uiso 1.0 4 calc R . . H7B H 0.8370 0.5292 0.6393 0.0410 Uiso 1.0 4 calc R . . H8A H 1.0071 0.4548 0.7339 0.0446 Uiso 1.0 4 calc R . . H8B H 0.9263 0.4396 0.8255 0.0446 Uiso 1.0 4 calc R . . H9A H 1.0072 0.6055 0.9095 0.0541 Uiso 1.0 4 calc R . . H9B H 1.0012 0.6639 0.7544 0.0541 Uiso 1.0 4 calc R . . H10A H 0.9092 0.7636 0.8981 0.0495 Uiso 1.0 4 calc R . . H10B H 0.8557 0.7034 0.7652 0.0495 Uiso 1.0 4 calc R . . H11A H 0.8666 0.6089 1.0478 0.0474 Uiso 1.0 4 calc R . . H11B H 0.8150 0.5450 0.9151 0.0474 Uiso 1.0 4 calc R . . H12A H 0.7209 0.7116 0.8900 0.0485 Uiso 1.0 4 calc R . . H12B H 0.7726 0.7760 1.0219 0.0485 Uiso 1.0 4 calc R . . H13A H 0.7255 0.6328 1.1792 0.0540 Uiso 1.0 4 calc R . . H13B H 0.6446 0.6920 1.0915 0.0540 Uiso 1.0 4 calc R . . H14A H 0.7117 0.4587 1.0407 0.0453 Uiso 1.0 4 calc R . . H14B H 0.6237 0.4848 1.1095 0.0453 Uiso 1.0 4 calc R . . H15A H 0.5628 0.5608 0.8899 0.0416 Uiso 1.0 4 calc R . . H15B H 0.6516 0.5403 0.8202 0.0416 Uiso 1.0 4 calc R . . H16A H 0.6386 0.3294 0.8627 0.0387 Uiso 1.0 4 calc R . . H16B H 0.5473 0.3532 0.9211 0.0387 Uiso 1.0 4 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 F1 0.0267(6) 0.0887(11) 0.0437(7) 0.0080(6) 0.0083(5) 0.0019(7) F2 0.0570(8) 0.0506(8) 0.0497(8) -0.0226(7) 0.0131(6) -0.0103(6) F3 0.0413(7) 0.0871(11) 0.0321(6) -0.0024(7) 0.0143(5) 0.0078(7) F4 0.0423(7) 0.0531(8) 0.0533(8) 0.0016(6) 0.0068(6) -0.0270(6) C1 0.0252(9) 0.0400(12) 0.0382(11) 0.0006(9) 0.0070(8) -0.0024(9) C2 0.0293(10) 0.0427(12) 0.0253(9) 0.0018(9) 0.0017(8) -0.0006(9) C3 0.0273(9) 0.0337(11) 0.0248(9) 0.0026(8) 0.0025(7) -0.0016(8) C4 0.0310(10) 0.0394(12) 0.0250(9) 0.0001(9) 0.0006(8) 0.0004(8) C5 0.0354(10) 0.0409(12) 0.0280(10) -0.0024(9) 0.0099(8) -0.0034(9) C6 0.0276(9) 0.0348(11) 0.0331(10) 0.0036(8) 0.0074(8) -0.0006(9) C7 0.0325(10) 0.0343(11) 0.0356(10) -0.0009(9) 0.0027(8) 0.0022(9) C8 0.0305(10) 0.0422(12) 0.0387(11) 0.0011(9) 0.0014(9) -0.0037(9) C9 0.0395(12) 0.0495(14) 0.0463(12) -0.0106(10) 0.0030(9) -0.0090(11) C10 0.0460(12) 0.0345(12) 0.0435(12) -0.0103(10) 0.0062(10) -0.0085(9) C11 0.0439(12) 0.0376(12) 0.0371(11) -0.0021(10) 0.0046(9) -0.0018(9) C12 0.0479(12) 0.0329(12) 0.0407(11) -0.0019(10) 0.0054(10) -0.0070(9) C13 0.0509(13) 0.0473(14) 0.0380(11) -0.0014(11) 0.0118(10) -0.0131(10) C14 0.0430(12) 0.0427(12) 0.0286(10) -0.0023(10) 0.0094(9) -0.0020(9) C15 0.0371(11) 0.0343(11) 0.0331(10) 0.0060(9) 0.0063(8) -0.0004(9) C16 0.0338(10) 0.0354(11) 0.0286(10) 0.0013(9) 0.0090(8) 0.0032(8) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r2' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r2' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 F1 C1 1.380(3) yes . . F2 C1 1.385(3) yes . . F3 C5 1.376(3) yes . . F4 C5 1.388(3) yes . . C1 C2 1.504(3) yes . . C1 C16 1.498(3) yes . . C2 C3 1.526(3) yes . . C3 C4 1.526(3) yes . . C4 C5 1.505(3) yes . . C5 C6 1.501(3) yes . . C6 C7 1.525(3) yes . . C7 C8 1.522(3) yes . . C8 C9 1.531(3) yes . . C9 C10 1.522(3) yes . . C10 C11 1.520(3) yes . . C11 C12 1.521(3) yes . . C12 C13 1.530(3) yes . . C13 C14 1.524(3) yes . . C14 C15 1.524(3) yes . . C15 C16 1.516(3) yes . . C2 H2A 0.990 no . . C2 H2B 0.990 no . . C3 H3A 0.990 no . . C3 H3B 0.990 no . . C4 H4A 0.990 no . . C4 H4B 0.990 no . . C6 H6A 0.990 no . . C6 H6B 0.990 no . . C7 H7A 0.990 no . . C7 H7B 0.990 no . . C8 H8A 0.990 no . . C8 H8B 0.990 no . . C9 H9A 0.990 no . . C9 H9B 0.990 no . . C10 H10A 0.990 no . . C10 H10B 0.990 no . . C11 H11A 0.990 no . . C11 H11B 0.990 no . . C12 H12A 0.990 no . . C12 H12B 0.990 no . . C13 H13A 0.990 no . . C13 H13B 0.990 no . . C14 H14A 0.990 no . . C14 H14B 0.990 no . . C15 H15A 0.990 no . . C15 H15B 0.990 no . . C16 H16A 0.990 no . . C16 H16B 0.990 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 F1 C1 F2 104.46(15) yes . . . F1 C1 C2 107.64(15) yes . . . F1 C1 C16 109.43(16) yes . . . F2 C1 C2 108.52(16) yes . . . F2 C1 C16 107.78(16) yes . . . C2 C1 C16 118.17(16) yes . . . C1 C2 C3 114.08(16) yes . . . C2 C3 C4 111.05(15) yes . . . C3 C4 C5 114.24(16) yes . . . F3 C5 F4 104.44(15) yes . . . F3 C5 C4 107.66(15) yes . . . F3 C5 C6 109.71(15) yes . . . F4 C5 C4 108.25(15) yes . . . F4 C5 C6 107.71(15) yes . . . C4 C5 C6 118.21(16) yes . . . C5 C6 C7 114.57(16) yes . . . C6 C7 C8 112.60(16) yes . . . C7 C8 C9 114.00(17) yes . . . C8 C9 C10 115.35(18) yes . . . C9 C10 C11 115.62(18) yes . . . C10 C11 C12 113.00(18) yes . . . C11 C12 C13 115.01(18) yes . . . C12 C13 C14 114.67(18) yes . . . C13 C14 C15 114.51(17) yes . . . C14 C15 C16 111.43(16) yes . . . C1 C16 C15 115.76(16) yes . . . C1 C2 H2A 108.735 no . . . C1 C2 H2B 108.738 no . . . C3 C2 H2A 108.737 no . . . C3 C2 H2B 108.732 no . . . H2A C2 H2B 107.636 no . . . C2 C3 H3A 109.428 no . . . C2 C3 H3B 109.432 no . . . C4 C3 H3A 109.423 no . . . C4 C3 H3B 109.429 no . . . H3A C3 H3B 108.022 no . . . C3 C4 H4A 108.687 no . . . C3 C4 H4B 108.697 no . . . C5 C4 H4A 108.699 no . . . C5 C4 H4B 108.702 no . . . H4A C4 H4B 107.618 no . . . C5 C6 H6A 108.618 no . . . C5 C6 H6B 108.618 no . . . C7 C6 H6A 108.620 no . . . C7 C6 H6B 108.624 no . . . H6A C6 H6B 107.575 no . . . C6 C7 H7A 109.077 no . . . C6 C7 H7B 109.073 no . . . C8 C7 H7A 109.076 no . . . C8 C7 H7B 109.078 no . . . H7A C7 H7B 107.827 no . . . C7 C8 H8A 108.753 no . . . C7 C8 H8B 108.751 no . . . C9 C8 H8A 108.755 no . . . C9 C8 H8B 108.748 no . . . H8A C8 H8B 107.653 no . . . C8 C9 H9A 108.438 no . . . C8 C9 H9B 108.435 no . . . C10 C9 H9A 108.438 no . . . C10 C9 H9B 108.441 no . . . H9A C9 H9B 107.477 no . . . C9 C10 H10A 108.373 no . . . C9 C10 H10B 108.374 no . . . C11 C10 H10A 108.377 no . . . C11 C10 H10B 108.376 no . . . H10A C10 H10B 107.443 no . . . C10 C11 H11A 108.988 no . . . C10 C11 H11B 108.983 no . . . C12 C11 H11A 108.977 no . . . C12 C11 H11B 108.984 no . . . H11A C11 H11B 107.775 no . . . C11 C12 H12A 108.519 no . . . C11 C12 H12B 108.527 no . . . C13 C12 H12A 108.511 no . . . C13 C12 H12B 108.514 no . . . H12A C12 H12B 107.519 no . . . C12 C13 H13A 108.600 no . . . C12 C13 H13B 108.601 no . . . C14 C13 H13A 108.591 no . . . C14 C13 H13B 108.599 no . . . H13A C13 H13B 107.557 no . . . C13 C14 H14A 108.635 no . . . C13 C14 H14B 108.629 no . . . C15 C14 H14A 108.641 no . . . C15 C14 H14B 108.632 no . . . H14A C14 H14B 107.586 no . . . C14 C15 H15A 109.346 no . . . C14 C15 H15B 109.335 no . . . C16 C15 H15A 109.346 no . . . C16 C15 H15B 109.335 no . . . H15A C15 H15B 107.979 no . . . C1 C16 H16A 108.344 no . . . C1 C16 H16B 108.339 no . . . C15 C16 H16A 108.346 no . . . C15 C16 H16B 108.337 no . . . H16A C16 H16B 107.428 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 F1 C1 C2 C3 178.31(13) no . . . . F1 C1 C16 C15 -70.5(2) no . . . . F2 C1 C2 C3 -69.18(18) no . . . . F2 C1 C16 C15 176.42(13) no . . . . C2 C1 C16 C15 53.0(3) no . . . . C16 C1 C2 C3 53.8(3) no . . . . C1 C2 C3 C4 178.32(14) no . . . . C2 C3 C4 C5 -175.16(14) no . . . . C3 C4 C5 F3 -175.58(14) no . . . . C3 C4 C5 F4 72.05(18) no . . . . C3 C4 C5 C6 -50.7(3) no . . . . F3 C5 C6 C7 68.30(19) no . . . . F4 C5 C6 C7 -178.59(13) no . . . . C4 C5 C6 C7 -55.6(3) no . . . . C5 C6 C7 C8 173.76(14) no . . . . C6 C7 C8 C9 179.85(14) no . . . . C7 C8 C9 C10 56.7(3) no . . . . C8 C9 C10 C11 57.6(3) no . . . . C9 C10 C11 C12 -178.23(15) no . . . . C10 C11 C12 C13 -179.65(15) no . . . . C11 C12 C13 C14 -56.8(3) no . . . . C12 C13 C14 C15 -57.4(3) no . . . . C13 C14 C15 C16 177.71(15) no . . . . C14 C15 C16 C1 -175.81(15) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 F1 C15 3.036(3) no . . F2 C3 2.991(3) no . . F3 C7 3.004(3) no . . F4 C3 3.021(3) no . . C2 C15 3.109(3) no . . C3 C6 3.069(3) no . . C3 C7 3.579(3) no . . C3 C15 3.594(3) no . . C3 C16 3.089(3) no . . C4 C7 3.115(3) no . . C7 C10 3.095(3) no . . C8 C11 3.130(3) no . . C11 C14 3.102(3) no . . C12 C15 3.097(3) no . . F1 C2 3.309(3) no . 3_666 F1 C13 3.424(3) no . 3_667 F1 C14 3.402(3) no . 3_667 F2 C15 3.485(3) no . 2_646 F3 C8 3.485(3) no . 3_766 F3 C9 3.342(3) no . 3_766 F4 C3 3.560(2) no . 4_554 C2 F1 3.309(3) no . 3_666 C3 F4 3.560(2) no . 4_555 C8 F3 3.485(3) no . 3_766 C9 F3 3.342(3) no . 3_766 C13 F1 3.424(3) no . 3_667 C14 F1 3.402(3) no . 3_667 C15 F2 3.485(3) no . 2_656 F1 H2A 2.5048 no . . F1 H2B 2.5296 no . . F1 H15A 2.7936 no . . F1 H15B 3.3568 no . . F1 H16A 3.1795 no . . F1 H16B 2.4885 no . . F2 H2A 3.1836 no . . F2 H2B 2.4927 no . . F2 H3A 3.3741 no . . F2 H3B 2.6961 no . . F2 H16A 2.4830 no . . F2 H16B 2.5355 no . . F3 H4A 2.5479 no . . F3 H4B 2.4836 no . . F3 H6A 2.5115 no . . F3 H6B 3.1862 no . . F3 H7A 2.7618 no . . F3 H7B 3.2809 no . . F4 H3A 3.4510 no . . F4 H3B 2.7170 no . . F4 H4A 2.4708 no . . F4 H4B 3.1800 no . . F4 H6A 2.5282 no . . F4 H6B 2.5075 no . . C1 H3A 2.7567 no . . C1 H3B 2.7332 no . . C1 H15A 2.7896 no . . C1 H15B 2.7324 no . . C2 H4A 2.6534 no . . C2 H4B 2.7248 no . . C2 H15A 3.4052 no . . C2 H15B 2.7686 no . . C2 H16A 2.8436 no . . C2 H16B 3.3864 no . . C3 H6B 2.8109 no . . C3 H7B 3.0493 no . . C3 H15B 3.0653 no . . C3 H16A 2.8496 no . . C4 H2A 2.7018 no . . C4 H2B 2.6769 no . . C4 H6A 3.3934 no . . C4 H6B 2.8318 no . . C4 H7A 3.4414 no . . C4 H7B 2.7485 no . . C5 H3A 2.7830 no . . C5 H3B 2.7155 no . . C5 H7A 2.7876 no . . C5 H7B 2.7011 no . . C6 H3A 2.8013 no . . C6 H3B 3.2362 no . . C6 H4A 3.3904 no . . C6 H4B 2.8682 no . . C6 H8A 2.7128 no . . C6 H8B 2.7151 no . . C7 H3A 3.0456 no . . C7 H4B 2.9039 no . . C7 H9A 3.3900 no . . C7 H9B 2.7892 no . . C7 H10B 2.7982 no . . C7 H11B 3.1877 no . . C8 H6A 2.7579 no . . C8 H6B 2.6681 no . . C8 H10A 3.4052 no . . C8 H10B 2.8045 no . . C8 H11A 3.4246 no . . C8 H11B 2.7866 no . . C9 H7A 2.7495 no . . C9 H7B 2.7517 no . . C9 H11A 2.7826 no . . C9 H11B 2.7581 no . . C10 H7A 3.3565 no . . C10 H7B 2.7576 no . . C10 H8A 3.4065 no . . C10 H8B 2.8154 no . . C10 H12A 2.7155 no . . C10 H12B 2.7104 no . . C11 H7B 3.1693 no . . C11 H8B 2.8523 no . . C11 H9A 2.8018 no . . C11 H9B 3.3980 no . . C11 H13A 2.8070 no . . C11 H13B 3.4003 no . . C11 H14A 2.8084 no . . C11 H15B 3.1612 no . . C12 H10A 2.7224 no . . C12 H10B 2.6970 no . . C12 H14A 2.7976 no . . C12 H14B 3.4014 no . . C12 H15A 3.4042 no . . C12 H15B 2.7472 no . . C13 H11A 2.7635 no . . C13 H11B 2.7685 no . . C13 H15A 2.7792 no . . C13 H15B 2.7470 no . . C14 H11A 3.3654 no . . C14 H11B 2.7687 no . . C14 H12A 2.8025 no . . C14 H12B 3.3991 no . . C14 H16A 2.6484 no . . C14 H16B 2.7102 no . . C15 H2A 2.8749 no . . C15 H3A 3.0615 no . . C15 H11B 3.1596 no . . C15 H12A 2.8074 no . . C15 H13A 3.3938 no . . C15 H13B 2.7903 no . . C16 H2A 2.8422 no . . C16 H2B 3.3889 no . . C16 H3A 2.7899 no . . C16 H3B 3.3131 no . . C16 H14A 2.6700 no . . C16 H14B 2.7036 no . . H2A H3A 2.3703 no . . H2A H3B 2.8677 no . . H2A H4A 2.9183 no . . H2A H4B 2.5371 no . . H2A H15A 3.0136 no . . H2A H15B 2.3686 no . . H2A H16A 3.2631 no . . H2B H3A 2.8676 no . . H2B H3B 2.3895 no . . H2B H4A 2.4341 no . . H2B H4B 2.9894 no . . H3A H4A 2.8661 no . . H3A H4B 2.3524 no . . H3A H6B 2.4164 no . . H3A H7B 2.4603 no . . H3A H8B 3.5398 no . . H3A H11B 3.1990 no . . H3A H15B 2.4799 no . . H3A H16A 2.4048 no . . H3B H4A 2.4075 no . . H3B H4B 2.8666 no . . H3B H6B 2.7931 no . . H3B H16A 2.9016 no . . H4B H6B 3.2732 no . . H4B H7A 3.0792 no . . H4B H7B 2.3596 no . . H6A H7A 2.3396 no . . H6A H7B 2.8611 no . . H6A H8A 2.5674 no . . H6A H8B 3.0523 no . . H6B H7A 2.8607 no . . H6B H7B 2.4112 no . . H6B H8A 2.9103 no . . H6B H8B 2.4738 no . . H7A H8A 2.3741 no . . H7A H8B 2.8618 no . . H7A H9B 2.6147 no . . H7A H10B 2.9308 no . . H7B H8A 2.8617 no . . H7B H8B 2.3724 no . . H7B H9B 3.0948 no . . H7B H10B 2.2785 no . . H7B H11B 2.6561 no . . H7B H15B 3.4886 no . . H8A H9A 2.3569 no . . H8A H9B 2.3375 no . . H8B H9A 2.3406 no . . H8B H9B 2.8612 no . . H8B H10B 3.1709 no . . H8B H11A 3.0231 no . . H8B H11B 2.3171 no . . H9A H10A 2.3308 no . . H9A H10B 2.8515 no . . H9A H11A 2.6485 no . . H9A H11B 3.0881 no . . H9B H10A 2.3367 no . . H9B H10B 2.3302 no . . H10A H11A 2.3572 no . . H10A H11B 2.8561 no . . H10A H12A 3.0003 no . . H10A H12B 2.5236 no . . H10B H11A 2.8559 no . . H10B H11B 2.3776 no . . H10B H12A 2.5018 no . . H10B H12B 2.9531 no . . H11A H12A 2.8584 no . . H11A H12B 2.3719 no . . H11A H13A 2.6354 no . . H11A H14A 2.9422 no . . H11B H12A 2.3679 no . . H11B H12B 2.8585 no . . H11B H13A 3.1145 no . . H11B H14A 2.2928 no . . H11B H15B 2.6419 no . . H12A H13A 2.8599 no . . H12A H13B 2.3369 no . . H12A H14A 3.1610 no . . H12A H15A 2.9907 no . . H12A H15B 2.2648 no . . H12B H13A 2.3377 no . . H12B H13B 2.3545 no . . H13A H14A 2.3371 no . . H13A H14B 2.3477 no . . H13B H14A 2.8567 no . . H13B H14B 2.3367 no . . H13B H15A 2.6428 no . . H13B H15B 3.0747 no . . H14A H15A 2.8644 no . . H14A H15B 2.3897 no . . H14A H16A 2.4249 no . . H14A H16B 2.9668 no . . H14B H15A 2.3636 no . . H14B H15B 2.8646 no . . H14B H16A 2.9238 no . . H14B H16B 2.5265 no . . H15A H16A 2.8552 no . . H15A H16B 2.3432 no . . H15B H16A 2.3913 no . . H15B H16B 2.8558 no . . F1 H2A 2.8922 no . 3_666 F1 H2B 2.8148 no . 3_666 F1 H4A 3.1712 no . 3_666 F1 H4B 3.3454 no . 3_666 F1 H13A 3.3316 no . 3_667 F1 H13B 2.9869 no . 3_667 F1 H14B 2.6217 no . 3_667 F2 H2B 3.2436 no . 4_555 F2 H4A 3.2248 no . 4_555 F2 H14B 3.0485 no . 4_554 F2 H15A 2.5614 no . 2_646 F2 H16B 2.7445 no . 4_554 F3 H6B 3.1747 no . 4_554 F3 H8A 2.8065 no . 3_766 F3 H9A 3.3190 no . 3_766 F3 H9B 2.7618 no . 3_766 F3 H11A 3.3283 no . 1_554 F3 H13A 3.1887 no . 1_554 F3 H14A 3.1995 no . 1_554 F4 H3A 2.8321 no . 4_554 F4 H3B 3.3707 no . 4_554 F4 H6B 2.7200 no . 4_554 F4 H8B 2.9168 no . 4_554 F4 H11B 3.2399 no . 4_554 F4 H14A 3.0910 no . 4_554 F4 H16A 2.6865 no . 4_554 C2 H2A 3.2985 no . 3_666 C2 H2B 3.2500 no . 3_666 C2 H16A 3.5040 no . 4_554 C2 H16B 3.3563 no . 4_554 C3 H16A 3.0124 no . 4_554 C3 H16B 3.4738 no . 4_554 C4 H12B 3.5963 no . 4_564 C4 H13A 3.5233 no . 1_554 C4 H14B 3.5276 no . 1_554 C4 H16A 3.0873 no . 4_554 C5 H6B 3.5770 no . 4_554 C5 H9B 3.5533 no . 3_766 C5 H16A 3.4707 no . 4_554 C6 H7A 3.5735 no . 3_766 C6 H9A 3.4458 no . 2_746 C6 H9B 3.3874 no . 2_746 C6 H10A 3.5441 no . 2_746 C7 H7A 3.4986 no . 3_766 C7 H10A 3.4360 no . 4_564 C7 H12B 3.2656 no . 4_564 C8 H9A 3.3548 no . 3_767 C8 H11A 3.4521 no . 3_767 C9 H6A 3.1871 no . 2_756 C9 H6B 3.4987 no . 2_756 C9 H9A 3.5351 no . 3_767 C10 H6A 3.3665 no . 2_756 C10 H7A 3.5113 no . 4_565 C10 H8A 3.5318 no . 2_756 C10 H12B 3.5385 no . 4_564 C10 H13A 3.5773 no . 4_564 C11 H10B 3.4880 no . 4_565 C12 H4B 3.3827 no . 4_565 C12 H7B 3.5841 no . 4_565 C12 H10B 3.1912 no . 4_565 C12 H13A 3.4279 no . 4_564 C13 H10B 3.4177 no . 4_565 C13 H12A 3.3309 no . 4_565 C14 H3B 3.2649 no . 4_555 C14 H4A 3.3206 no . 1_556 C15 H16B 3.5515 no . 3_667 C16 H2B 3.3269 no . 4_555 C16 H3B 3.0378 no . 4_555 C16 H4A 3.4272 no . 4_555 C16 H15A 3.5768 no . 3_667 H2A F1 2.8922 no . 3_666 H2A C2 3.2985 no . 3_666 H2A H2A 3.1826 no . 3_666 H2A H2B 2.6940 no . 3_666 H2A H13B 3.5202 no . 4_564 H2B F1 2.8148 no . 3_666 H2B F2 3.2436 no . 4_554 H2B C2 3.2500 no . 3_666 H2B C16 3.3269 no . 4_554 H2B H2A 2.6940 no . 3_666 H2B H2B 3.0814 no . 3_666 H2B H16A 3.0371 no . 4_554 H2B H16B 2.7697 no . 4_554 H3A F4 2.8321 no . 4_555 H3B F4 3.3707 no . 4_555 H3B C14 3.2649 no . 4_554 H3B C16 3.0378 no . 4_554 H3B H4A 3.2960 no . 4_555 H3B H14A 2.6847 no . 4_554 H3B H14B 3.0716 no . 4_554 H3B H16A 2.3805 no . 4_554 H3B H16B 2.8549 no . 4_554 H4A F1 3.1712 no . 3_666 H4A F2 3.2248 no . 4_554 H4A C14 3.3206 no . 1_554 H4A C16 3.4272 no . 4_554 H4A H3B 3.2960 no . 4_554 H4A H13A 3.2565 no . 1_554 H4A H14A 3.1746 no . 1_554 H4A H14B 2.6913 no . 1_554 H4A H16A 2.5921 no . 4_554 H4A H16B 3.5706 no . 4_554 H4B F1 3.3454 no . 3_666 H4B C12 3.3827 no . 4_564 H4B H12A 3.2454 no . 4_564 H4B H12B 2.6315 no . 4_564 H4B H13A 2.9823 no . 1_554 H4B H14B 3.5260 no . 1_554 H6A C9 3.1871 no . 2_746 H6A C10 3.3665 no . 2_746 H6A H7A 2.8424 no . 3_766 H6A H8A 3.5690 no . 3_766 H6A H9A 2.7918 no . 2_746 H6A H9B 2.9517 no . 2_746 H6A H9B 2.9296 no . 3_766 H6A H10A 2.6650 no . 2_746 H6B F3 3.1747 no . 4_555 H6B F4 2.7200 no . 4_555 H6B C5 3.5770 no . 4_555 H6B C9 3.4987 no . 2_746 H6B H9A 3.1899 no . 2_746 H6B H9B 2.9107 no . 2_746 H7A C6 3.5735 no . 3_766 H7A C7 3.4986 no . 3_766 H7A C10 3.5113 no . 4_564 H7A H6A 2.8424 no . 3_766 H7A H7A 2.9682 no . 3_766 H7A H8A 2.9917 no . 3_766 H7A H10A 2.5533 no . 4_564 H7A H12B 3.0188 no . 4_564 H7B C12 3.5841 no . 4_564 H7B H10A 3.4916 no . 4_564 H7B H12B 2.5989 no . 4_564 H8A F3 2.8065 no . 3_766 H8A C10 3.5319 no . 2_746 H8A H6A 3.5690 no . 3_766 H8A H7A 2.9917 no . 3_766 H8A H9A 3.4533 no . 3_767 H8A H9B 3.2412 no . 2_746 H8A H10A 2.8389 no . 2_746 H8A H10B 3.5273 no . 2_746 H8A H11A 2.8251 no . 3_767 H8B F4 2.9168 no . 4_555 H8B H9A 2.6748 no . 3_767 H8B H9B 3.3770 no . 2_746 H8B H11A 3.4060 no . 3_767 H9A F3 3.3190 no . 3_766 H9A C6 3.4458 no . 2_756 H9A C8 3.3548 no . 3_767 H9A C9 3.5351 no . 3_767 H9A H6A 2.7918 no . 2_756 H9A H6B 3.1899 no . 2_756 H9A H8A 3.4533 no . 3_767 H9A H8B 2.6748 no . 3_767 H9A H9A 2.9220 no . 3_767 H9A H11A 3.1033 no . 3_767 H9A H11B 3.5413 no . 3_767 H9B F3 2.7618 no . 3_766 H9B C5 3.5533 no . 3_766 H9B C6 3.3874 no . 2_756 H9B H6A 2.9517 no . 2_756 H9B H6A 2.9296 no . 3_766 H9B H6B 2.9107 no . 2_756 H9B H8A 3.2412 no . 2_756 H9B H8B 3.3770 no . 2_756 H10A C6 3.5441 no . 2_756 H10A C7 3.4360 no . 4_565 H10A H6A 2.6650 no . 2_756 H10A H7A 2.5533 no . 4_565 H10A H7B 3.4916 no . 4_565 H10A H8A 2.8389 no . 2_756 H10A H13A 3.5900 no . 4_564 H10B C11 3.4880 no . 4_564 H10B C12 3.1912 no . 4_564 H10B C13 3.4177 no . 4_564 H10B H8A 3.5273 no . 2_756 H10B H11A 2.9421 no . 4_564 H10B H12B 2.5539 no . 4_564 H10B H13A 2.8051 no . 4_564 H11A F3 3.3283 no . 1_556 H11A C8 3.4521 no . 3_767 H11A H8A 2.8251 no . 3_767 H11A H8B 3.4060 no . 3_767 H11A H9A 3.1033 no . 3_767 H11A H10B 2.9421 no . 4_565 H11B F4 3.2399 no . 4_555 H11B H9A 3.5413 no . 3_767 H12A C13 3.3309 no . 4_564 H12A H4B 3.2454 no . 4_565 H12A H13A 2.6409 no . 4_564 H12A H13B 3.1540 no . 4_564 H12B C4 3.5963 no . 4_565 H12B C7 3.2656 no . 4_565 H12B C10 3.5385 no . 4_565 H12B H4B 2.6315 no . 4_565 H12B H7A 3.0188 no . 4_565 H12B H7B 2.5989 no . 4_565 H12B H10B 2.5539 no . 4_565 H12B H13A 3.4088 no . 4_564 H13A F1 3.3316 no . 3_667 H13A F3 3.1887 no . 1_556 H13A C4 3.5233 no . 1_556 H13A C10 3.5773 no . 4_565 H13A C12 3.4279 no . 4_565 H13A H4A 3.2565 no . 1_556 H13A H4B 2.9823 no . 1_556 H13A H10A 3.5900 no . 4_565 H13A H10B 2.8051 no . 4_565 H13A H12A 2.6409 no . 4_565 H13A H12B 3.4088 no . 4_565 H13B F1 2.9869 no . 3_667 H13B H2A 3.5202 no . 4_565 H13B H12A 3.1540 no . 4_565 H13B H16B 3.0397 no . 3_667 H14A F3 3.1995 no . 1_556 H14A F4 3.0910 no . 4_555 H14A H3B 2.6847 no . 4_555 H14A H4A 3.1746 no . 1_556 H14B F1 2.6217 no . 3_667 H14B F2 3.0485 no . 4_555 H14B C4 3.5276 no . 1_556 H14B H3B 3.0716 no . 4_555 H14B H4A 2.6913 no . 1_556 H14B H4B 3.5260 no . 1_556 H14B H15A 2.9661 no . 3_667 H14B H16B 3.2219 no . 3_667 H15A F2 2.5614 no . 2_656 H15A C16 3.5768 no . 3_667 H15A H14B 2.9661 no . 3_667 H15A H15A 3.2686 no . 3_667 H15A H16B 2.7518 no . 3_667 H16A F4 2.6865 no . 4_555 H16A C2 3.5040 no . 4_555 H16A C3 3.0124 no . 4_555 H16A C4 3.0873 no . 4_555 H16A C5 3.4707 no . 4_555 H16A H2B 3.0371 no . 4_555 H16A H3B 2.3805 no . 4_555 H16A H4A 2.5921 no . 4_555 H16B F2 2.7445 no . 4_555 H16B C2 3.3563 no . 4_555 H16B C3 3.4738 no . 4_555 H16B C15 3.5515 no . 3_667 H16B H2B 2.7697 no . 4_555 H16B H3B 2.8549 no . 4_555 H16B H4A 3.5706 no . 4_555 H16B H13B 3.0397 no . 3_667 H16B H14B 3.2219 no . 3_667 H16B H15A 2.7518 no . 3_667 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 961324' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_11d _chemical_formula_sum 'C16 H28 F4' _chemical_formula_moiety 'C16 H28 F4' _chemical_formula_weight 296.39 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 8.9168(16) _cell_length_b 21.949(4) _cell_length_c 9.1106(18) _cell_angle_alpha 90.0000 _cell_angle_beta 114.469(8) _cell_angle_gamma 90.0000 _cell_volume 1622.9(6) _cell_formula_units_Z 4 _cell_measurement_reflns_used 7449 _cell_measurement_theta_min 3.08 _cell_measurement_theta_max 25.41 _cell_measurement_temperature 93 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.100 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.100 _exptl_crystal_density_diffrn 1.213 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 640.00 _exptl_absorpt_coefficient_mu 0.100 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_absorpt_correction_T_min 0.270 _exptl_absorpt_correction_T_max 0.990 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 93 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn70' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.286 _diffrn_reflns_number 13375 _diffrn_reflns_av_R_equivalents 0.1594 _diffrn_reflns_theta_max 25.35 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.988 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2927 _reflns_number_gt 1403 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0857 _refine_ls_wR_factor_ref 0.2676 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2927 _refine_ls_number_parameters 181 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1227P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_diff_density_max 0.300 _refine_diff_density_min -0.240 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; F F 0.0171 0.0103 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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 F1 F 1.2329(3) 1.03045(10) 0.3368(3) 0.0773(9) Uani 1.0 4 d . . . F2 F 1.4008(3) 0.95412(9) 0.3706(3) 0.0753(9) Uani 1.0 4 d . . . F3 F 1.1052(3) 0.81652(10) 0.9503(3) 0.0759(9) Uani 1.0 4 d . . . F4 F 1.0462(3) 0.73214(9) 0.8099(3) 0.0728(9) Uani 1.0 4 d . . . C1 C 1.2470(6) 0.96834(18) 0.3627(6) 0.0652(13) Uani 1.0 4 d . . . C2 C 1.2442(5) 0.95695(16) 0.5235(5) 0.0607(12) Uani 1.0 4 d . . . C3 C 1.2502(5) 0.88966(17) 0.5708(5) 0.0605(12) Uani 1.0 4 d . . . C4 C 1.1769(6) 0.87859(17) 0.6904(5) 0.0616(12) Uani 1.0 4 d . . . C5 C 1.1661(5) 0.81070(17) 0.7235(5) 0.0603(12) Uani 1.0 4 d . . . C6 C 1.0475(6) 0.79531(18) 0.7940(5) 0.0595(12) Uani 1.0 4 d . . . C7 C 0.8707(5) 0.81609(17) 0.7046(5) 0.0598(12) Uani 1.0 4 d . . . C8 C 0.7944(5) 0.80072(17) 0.5264(5) 0.0605(12) Uani 1.0 4 d . . . C9 C 0.6142(6) 0.82152(18) 0.4427(6) 0.0663(13) Uani 1.0 4 d . . . C10 C 0.5270(6) 0.80371(18) 0.2660(5) 0.0682(13) Uani 1.0 4 d . . . C11 C 0.6014(6) 0.83017(17) 0.1558(5) 0.0649(13) Uani 1.0 4 d . . . C12 C 0.5890(6) 0.89919(18) 0.1389(5) 0.0662(13) Uani 1.0 4 d . . . C13 C 0.6429(6) 0.92370(19) 0.0110(6) 0.0739(14) Uani 1.0 4 d . . . C14 C 0.8223(6) 0.91314(18) 0.0449(5) 0.0676(13) Uani 1.0 4 d . . . C15 C 0.9448(5) 0.94507(17) 0.1955(5) 0.0650(13) Uani 1.0 4 d . . . C16 C 1.1216(5) 0.93648(17) 0.2170(5) 0.0639(12) Uani 1.0 4 d . . . H2A H 1.1428 0.9753 0.5235 0.0728 Uiso 1.0 4 calc R . . H2B H 1.3394 0.9781 0.6070 0.0728 Uiso 1.0 4 calc R . . H3A H 1.1895 0.8652 0.4727 0.0726 Uiso 1.0 4 calc R . . H3B H 1.3663 0.8758 0.6179 0.0726 Uiso 1.0 4 calc R . . H4A H 1.0651 0.8965 0.6485 0.0739 Uiso 1.0 4 calc R . . H4B H 1.2450 0.8994 0.7929 0.0739 Uiso 1.0 4 calc R . . H5A H 1.1344 0.7881 0.6210 0.0724 Uiso 1.0 4 calc R . . H5B H 1.2769 0.7964 0.7980 0.0724 Uiso 1.0 4 calc R . . H7A H 0.8662 0.8608 0.7167 0.0718 Uiso 1.0 4 calc R . . H7B H 0.8034 0.7972 0.7556 0.0718 Uiso 1.0 4 calc R . . H8A H 0.7999 0.7561 0.5132 0.0726 Uiso 1.0 4 calc R . . H8B H 0.8590 0.8205 0.4738 0.0726 Uiso 1.0 4 calc R . . H9A H 0.5525 0.8041 0.5015 0.0796 Uiso 1.0 4 calc R . . H9B H 0.6107 0.8664 0.4510 0.0796 Uiso 1.0 4 calc R . . H10A H 0.4107 0.8169 0.2255 0.0819 Uiso 1.0 4 calc R . . H10B H 0.5274 0.7587 0.2583 0.0819 Uiso 1.0 4 calc R . . H11A H 0.7190 0.8184 0.1984 0.0779 Uiso 1.0 4 calc R . . H11B H 0.5450 0.8117 0.0474 0.0779 Uiso 1.0 4 calc R . . H12A H 0.6585 0.9179 0.2442 0.0795 Uiso 1.0 4 calc R . . H12B H 0.4736 0.9116 0.1105 0.0795 Uiso 1.0 4 calc R . . H13A H 0.5736 0.9045 -0.0937 0.0887 Uiso 1.0 4 calc R . . H13B H 0.6212 0.9681 -0.0005 0.0887 Uiso 1.0 4 calc R . . H14A H 0.8412 0.9273 -0.0492 0.0811 Uiso 1.0 4 calc R . . H14B H 0.8444 0.8688 0.0565 0.0811 Uiso 1.0 4 calc R . . H15A H 0.9192 0.9891 0.1880 0.0780 Uiso 1.0 4 calc R . . H15B H 0.9327 0.9288 0.2914 0.0780 Uiso 1.0 4 calc R . . H16A H 1.1468 0.8924 0.2260 0.0767 Uiso 1.0 4 calc R . . H16B H 1.1321 0.9518 0.1195 0.0767 Uiso 1.0 4 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 F1 0.100(2) 0.0386(15) 0.0910(19) -0.0023(13) 0.0377(15) 0.0017(12) F2 0.0766(19) 0.0619(18) 0.094(2) -0.0046(13) 0.0416(15) -0.0040(12) F3 0.097(2) 0.0695(18) 0.0571(16) 0.0037(13) 0.0273(14) 0.0002(12) F4 0.0939(19) 0.0411(15) 0.0818(18) 0.0084(13) 0.0348(15) 0.0127(12) C1 0.077(4) 0.039(3) 0.085(4) 0.006(3) 0.038(3) -0.000(3) C2 0.066(3) 0.045(3) 0.069(3) -0.005(2) 0.026(3) -0.004(2) C3 0.072(3) 0.042(3) 0.064(3) 0.001(2) 0.025(3) -0.000(2) C4 0.077(3) 0.039(3) 0.066(3) -0.002(2) 0.028(3) -0.003(2) C5 0.076(3) 0.043(3) 0.061(3) 0.003(2) 0.028(3) 0.001(2) C6 0.078(4) 0.044(3) 0.049(3) 0.010(3) 0.018(3) 0.004(2) C7 0.079(4) 0.043(3) 0.062(3) 0.004(2) 0.033(3) 0.002(2) C8 0.080(4) 0.040(3) 0.069(3) 0.008(2) 0.038(3) 0.003(2) C9 0.082(4) 0.046(3) 0.079(4) 0.012(3) 0.041(3) 0.011(3) C10 0.070(3) 0.050(3) 0.081(4) -0.001(3) 0.028(3) -0.001(3) C11 0.076(3) 0.049(3) 0.066(3) 0.002(3) 0.026(3) -0.006(2) C12 0.074(3) 0.052(3) 0.072(3) 0.009(3) 0.029(3) 0.004(3) C13 0.085(4) 0.055(3) 0.073(4) 0.010(3) 0.023(3) 0.003(3) C14 0.086(4) 0.050(3) 0.066(3) 0.003(3) 0.031(3) -0.001(3) C15 0.085(4) 0.041(3) 0.070(3) 0.008(3) 0.033(3) -0.001(2) C16 0.080(4) 0.045(3) 0.069(3) 0.005(3) 0.033(3) 0.003(3) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 rc13' _computing_data_reduction 'CrystalClear-SM Expert 2.0 rc13' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 F1 C1 1.380(5) yes . . F2 C1 1.380(6) yes . . F3 C6 1.379(5) yes . . F4 C6 1.395(5) yes . . C1 C2 1.496(8) yes . . C1 C16 1.507(6) yes . . C2 C3 1.533(6) yes . . C3 C4 1.504(8) yes . . C4 C5 1.531(6) yes . . C5 C6 1.486(8) yes . . C6 C7 1.514(6) yes . . C7 C8 1.515(6) yes . . C8 C9 1.535(6) yes . . C9 C10 1.521(6) yes . . C10 C11 1.529(8) yes . . C11 C12 1.522(6) yes . . C12 C13 1.531(8) yes . . C13 C14 1.515(7) yes . . C14 C15 1.525(6) yes . . C15 C16 1.517(7) yes . . C2 H2A 0.990 no . . C2 H2B 0.990 no . . C3 H3A 0.990 no . . C3 H3B 0.990 no . . C4 H4A 0.990 no . . C4 H4B 0.990 no . . C5 H5A 0.990 no . . C5 H5B 0.990 no . . C7 H7A 0.990 no . . C7 H7B 0.990 no . . C8 H8A 0.990 no . . C8 H8B 0.990 no . . C9 H9A 0.990 no . . C9 H9B 0.990 no . . C10 H10A 0.990 no . . C10 H10B 0.990 no . . C11 H11A 0.990 no . . C11 H11B 0.990 no . . C12 H12A 0.990 no . . C12 H12B 0.990 no . . C13 H13A 0.990 no . . C13 H13B 0.990 no . . C14 H14A 0.990 no . . C14 H14B 0.990 no . . C15 H15A 0.990 no . . C15 H15B 0.990 no . . C16 H16A 0.990 no . . C16 H16B 0.990 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 F1 C1 F2 104.5(4) yes . . . F1 C1 C2 107.1(4) yes . . . F1 C1 C16 109.0(3) yes . . . F2 C1 C2 109.3(3) yes . . . F2 C1 C16 107.5(4) yes . . . C2 C1 C16 118.5(4) yes . . . C1 C2 C3 115.0(4) yes . . . C2 C3 C4 112.6(4) yes . . . C3 C4 C5 112.4(4) yes . . . C4 C5 C6 114.9(4) yes . . . F3 C6 F4 104.1(3) yes . . . F3 C6 C5 110.0(4) yes . . . F3 C6 C7 108.3(4) yes . . . F4 C6 C5 108.0(4) yes . . . F4 C6 C7 107.7(4) yes . . . C5 C6 C7 117.9(4) yes . . . C6 C7 C8 114.5(4) yes . . . C7 C8 C9 112.3(4) yes . . . C8 C9 C10 114.9(5) yes . . . C9 C10 C11 115.3(4) yes . . . C10 C11 C12 114.3(5) yes . . . C11 C12 C13 113.2(4) yes . . . C12 C13 C14 115.4(4) yes . . . C13 C14 C15 114.6(4) yes . . . C14 C15 C16 112.2(4) yes . . . C1 C16 C15 114.1(4) yes . . . C1 C2 H2A 108.506 no . . . C1 C2 H2B 108.512 no . . . C3 C2 H2A 108.512 no . . . C3 C2 H2B 108.514 no . . . H2A C2 H2B 107.505 no . . . C2 C3 H3A 109.079 no . . . C2 C3 H3B 109.083 no . . . C4 C3 H3A 109.076 no . . . C4 C3 H3B 109.071 no . . . H3A C3 H3B 107.827 no . . . C3 C4 H4A 109.113 no . . . C3 C4 H4B 109.117 no . . . C5 C4 H4A 109.112 no . . . C5 C4 H4B 109.111 no . . . H4A C4 H4B 107.851 no . . . C4 C5 H5A 108.555 no . . . C4 C5 H5B 108.550 no . . . C6 C5 H5A 108.547 no . . . C6 C5 H5B 108.551 no . . . H5A C5 H5B 107.533 no . . . C6 C7 H7A 108.637 no . . . C6 C7 H7B 108.631 no . . . C8 C7 H7A 108.636 no . . . C8 C7 H7B 108.632 no . . . H7A C7 H7B 107.584 no . . . C7 C8 H8A 109.151 no . . . C7 C8 H8B 109.149 no . . . C9 C8 H8A 109.149 no . . . C9 C8 H8B 109.149 no . . . H8A C8 H8B 107.867 no . . . C8 C9 H9A 108.553 no . . . C8 C9 H9B 108.558 no . . . C10 C9 H9A 108.543 no . . . C10 C9 H9B 108.551 no . . . H9A C9 H9B 107.541 no . . . C9 C10 H10A 108.456 no . . . C9 C10 H10B 108.453 no . . . C11 C10 H10A 108.449 no . . . C11 C10 H10B 108.450 no . . . H10A C10 H10B 107.484 no . . . C10 C11 H11A 108.689 no . . . C10 C11 H11B 108.685 no . . . C12 C11 H11A 108.685 no . . . C12 C11 H11B 108.689 no . . . H11A C11 H11B 107.621 no . . . C11 C12 H12A 108.937 no . . . C11 C12 H12B 108.929 no . . . C13 C12 H12A 108.941 no . . . C13 C12 H12B 108.940 no . . . H12A C12 H12B 107.747 no . . . C12 C13 H13A 108.443 no . . . C12 C13 H13B 108.435 no . . . C14 C13 H13A 108.445 no . . . C14 C13 H13B 108.431 no . . . H13A C13 H13B 107.473 no . . . C13 C14 H14A 108.618 no . . . C13 C14 H14B 108.607 no . . . C15 C14 H14A 108.619 no . . . C15 C14 H14B 108.618 no . . . H14A C14 H14B 107.576 no . . . C14 C15 H15A 109.158 no . . . C14 C15 H15B 109.157 no . . . C16 C15 H15A 109.159 no . . . C16 C15 H15B 109.158 no . . . H15A C15 H15B 107.871 no . . . C1 C16 H16A 108.727 no . . . C1 C16 H16B 108.726 no . . . C15 C16 H16A 108.729 no . . . C15 C16 H16B 108.724 no . . . H16A C16 H16B 107.635 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 F1 C1 C2 C3 177.2(3) no . . . . F1 C1 C16 C15 -70.1(5) no . . . . F2 C1 C2 C3 -70.1(4) no . . . . F2 C1 C16 C15 177.2(3) no . . . . C2 C1 C16 C15 52.8(5) no . . . . C16 C1 C2 C3 53.4(5) no . . . . C1 C2 C3 C4 -155.6(3) no . . . . C2 C3 C4 C5 173.8(3) no . . . . C3 C4 C5 C6 -160.4(3) no . . . . C4 C5 C6 F3 -69.7(4) no . . . . C4 C5 C6 F4 177.3(3) no . . . . C4 C5 C6 C7 55.1(5) no . . . . F3 C6 C7 C8 175.1(3) no . . . . F4 C6 C7 C8 -72.9(5) no . . . . C5 C6 C7 C8 49.5(5) no . . . . C6 C7 C8 C9 178.7(3) no . . . . C7 C8 C9 C10 -176.1(3) no . . . . C8 C9 C10 C11 -61.6(5) no . . . . C9 C10 C11 C12 -65.6(5) no . . . . C10 C11 C12 C13 -172.2(3) no . . . . C11 C12 C13 C14 -63.7(4) no . . . . C12 C13 C14 C15 -63.4(5) no . . . . C13 C14 C15 C16 -176.0(4) no . . . . C14 C15 C16 C1 178.8(3) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 F1 C15 3.004(5) no . . F2 C3 3.027(6) no . . F3 C4 3.021(6) no . . F4 C8 3.029(4) no . . C2 C15 3.085(5) no . . C3 C15 3.588(5) no . . C3 C16 3.114(6) no . . C4 C7 3.106(7) no . . C4 C8 3.545(6) no . . C5 C8 3.054(6) no . . C8 C11 3.157(6) no . . C9 C12 3.179(7) no . . C11 C14 3.140(8) no . . C12 C15 3.161(7) no . . F1 F2 3.267(3) no . 3_876 F1 C7 3.472(5) no . 3_776 F1 C14 3.529(6) no . 3_775 F2 F1 3.267(3) no . 3_876 F2 F2 3.048(3) no . 3_876 F2 C1 3.513(5) no . 3_876 F2 C2 3.497(5) no . 3_876 F2 C9 3.389(5) no . 1_655 F2 C12 3.414(7) no . 1_655 F3 C16 3.545(5) no . 1_556 F4 C3 3.539(5) no . 4_565 F4 C5 3.590(5) no . 4_565 C1 F2 3.513(5) no . 3_876 C2 F2 3.497(5) no . 3_876 C3 F4 3.539(5) no . 4_564 C5 F4 3.590(5) no . 4_564 C7 F1 3.472(5) no . 3_776 C9 F2 3.389(5) no . 1_455 C12 F2 3.414(7) no . 1_455 C14 F1 3.529(6) no . 3_775 C16 F3 3.545(5) no . 1_554 F1 H2A 2.4767 no . . F1 H2B 2.5185 no . . F1 H15A 2.7094 no . . F1 H15B 3.3755 no . . F1 H16A 3.1865 no . . F1 H16B 2.4968 no . . F2 H2A 3.1793 no . . F2 H2B 2.4893 no . . F2 H3A 3.1117 no . . F2 H3B 2.9502 no . . F2 H16A 2.4965 no . . F2 H16B 2.5372 no . . F3 H4A 3.1554 no . . F3 H4B 2.8990 no . . F3 H5A 3.1794 no . . F3 H5B 2.4950 no . . F3 H7A 2.5015 no . . F3 H7B 2.5717 no . . F4 H5A 2.4924 no . . F4 H5B 2.5324 no . . F4 H7A 3.1848 no . . F4 H7B 2.4668 no . . F4 H8A 2.7375 no . . F4 H8B 3.4200 no . . C1 H3A 2.6117 no . . C1 H3B 2.9353 no . . C1 H15A 2.7258 no . . C1 H15B 2.7421 no . . C2 H4A 2.6676 no . . C2 H4B 2.7575 no . . C2 H15A 3.3021 no . . C2 H15B 2.7757 no . . C2 H16A 2.8571 no . . C2 H16B 3.3928 no . . C3 H5A 2.5758 no . . C3 H5B 2.8508 no . . C3 H8B 3.5634 no . . C3 H15B 3.0439 no . . C3 H16A 2.8855 no . . C4 H2A 2.5549 no . . C4 H2B 2.8917 no . . C4 H7A 2.9044 no . . C4 H8B 2.9866 no . . C4 H15B 3.5518 no . . C5 H3A 2.6625 no . . C5 H3B 2.7524 no . . C5 H7A 2.8681 no . . C5 H7B 3.3789 no . . C5 H8A 3.2536 no . . C5 H8B 2.7497 no . . C6 H4A 2.6246 no . . C6 H4B 2.8876 no . . C6 H8A 2.7353 no . . C6 H8B 2.7534 no . . C7 H4A 2.6672 no . . C7 H4B 3.5928 no . . C7 H5A 2.8233 no . . C7 H5B 3.3876 no . . C7 H9A 2.6821 no . . C7 H9B 2.7378 no . . C8 H4A 3.0430 no . . C8 H5A 2.8014 no . . C8 H10A 3.4029 no . . C8 H10B 2.7689 no . . C8 H11A 2.8056 no . . C8 H12A 3.4801 no . . C9 H7A 2.7159 no . . C9 H7B 2.6969 no . . C9 H11A 2.7492 no . . C9 H11B 3.3998 no . . C9 H12A 2.9141 no . . C9 H12B 3.3912 no . . C10 H8A 2.7462 no . . C10 H8B 2.7999 no . . C10 H12A 2.8083 no . . C10 H12B 2.6988 no . . C11 H8A 3.4061 no . . C11 H8B 2.8639 no . . C11 H9A 3.4028 no . . C11 H9B 2.7735 no . . C11 H13A 2.7243 no . . C11 H13B 3.3803 no . . C11 H14B 2.8024 no . . C11 H15B 3.4520 no . . C12 H8B 3.4640 no . . C12 H9B 2.8611 no . . C12 H10A 2.7296 no . . C12 H10B 3.3888 no . . C12 H14A 3.4006 no . . C12 H14B 2.7586 no . . C12 H15A 3.4170 no . . C12 H15B 2.8665 no . . C13 H11A 2.7855 no . . C13 H11B 2.6743 no . . C13 H15A 2.7282 no . . C13 H15B 2.7834 no . . C14 H11A 2.8622 no . . C14 H11B 3.3335 no . . C14 H12A 2.7632 no . . C14 H12B 3.4003 no . . C14 H16A 2.7109 no . . C14 H16B 2.6940 no . . C15 H2A 2.8492 no . . C15 H3A 3.1064 no . . C15 H11A 3.4395 no . . C15 H12A 2.8304 no . . C15 H13A 3.3860 no . . C15 H13B 2.7393 no . . C16 H2A 2.8497 no . . C16 H2B 3.3934 no . . C16 H3A 2.6597 no . . C16 H14A 2.6740 no . . C16 H14B 2.7313 no . . H2A H3A 2.5281 no . . H2A H3B 2.8398 no . . H2A H4A 2.3285 no . . H2A H4B 2.7885 no . . H2A H15A 2.8919 no . . H2A H15B 2.3966 no . . H2A H16A 3.2782 no . . H2B H3A 2.8420 no . . H2B H3B 2.2577 no . . H2B H4A 3.1783 no . . H2B H4B 2.7824 no . . H3A H4A 2.3965 no . . H3A H4B 2.8500 no . . H3A H5A 2.3402 no . . H3A H5B 3.1239 no . . H3A H8B 3.1093 no . . H3A H15B 2.6056 no . . H3A H16A 2.2015 no . . H3A H16B 3.5871 no . . H3B H4A 2.8500 no . . H3B H4B 2.3258 no . . H3B H5A 2.8329 no . . H3B H5B 2.7296 no . . H3B H16A 3.3049 no . . H4A H5A 2.4977 no . . H4A H5B 2.8506 no . . H4A H7A 2.2489 no . . H4A H8B 2.5040 no . . H4A H15B 3.0501 no . . H4B H5A 2.8487 no . . H4B H5B 2.2777 no . . H4B H7A 3.2663 no . . H5A H7A 3.2795 no . . H5A H8A 2.8156 no . . H5A H8B 2.3682 no . . H7A H8A 2.8563 no . . H7A H8B 2.3594 no . . H7A H9A 2.9454 no . . H7A H9B 2.5491 no . . H7B H8A 2.3742 no . . H7B H8B 2.8561 no . . H7B H9A 2.4693 no . . H7B H9B 3.0022 no . . H8A H9A 2.4064 no . . H8A H9B 2.8699 no . . H8A H10B 2.5737 no . . H8A H11A 2.9831 no . . H8B H9A 2.8697 no . . H8B H9B 2.3623 no . . H8B H10B 3.1027 no . . H8B H11A 2.2938 no . . H8B H12A 3.0064 no . . H8B H15B 3.1219 no . . H9A H10A 2.3167 no . . H9A H10B 2.3537 no . . H9B H10A 2.3548 no . . H9B H10B 2.8534 no . . H9B H11A 3.0308 no . . H9B H12A 2.3819 no . . H9B H12B 2.9935 no . . H10A H11A 2.8611 no . . H10A H11B 2.3858 no . . H10A H12A 3.0836 no . . H10A H12B 2.4932 no . . H10B H11A 2.3882 no . . H10B H11B 2.3063 no . . H10B H12B 3.5730 no . . H11A H12A 2.3283 no . . H11A H12B 2.8574 no . . H11A H13A 3.0783 no . . H11A H14B 2.3111 no . . H11A H15B 2.9806 no . . H11B H12A 2.8573 no . . H11B H12B 2.4173 no . . H11B H13A 2.4770 no . . H11B H13B 3.5596 no . . H11B H14B 2.9188 no . . H12A H13A 2.8646 no . . H12A H13B 2.3832 no . . H12A H14B 3.0302 no . . H12A H15A 3.0166 no . . H12A H15B 2.3131 no . . H12B H13A 2.3781 no . . H12B H13B 2.3221 no . . H13A H14A 2.3031 no . . H13A H14B 2.3619 no . . H13B H14A 2.3600 no . . H13B H14B 2.8503 no . . H13B H15A 2.5388 no . . H13B H15B 3.0677 no . . H14A H15A 2.3986 no . . H14A H15B 2.8628 no . . H14A H16A 2.9390 no . . H14A H16B 2.4651 no . . H14B H15A 2.8632 no . . H14B H15B 2.3533 no . . H14B H16A 2.5444 no . . H14B H16B 3.0015 no . . H15A H16A 2.8584 no . . H15A H16B 2.3758 no . . H15B H16A 2.3626 no . . H15B H16B 2.8584 no . . F1 H4A 3.1522 no . 3_776 F1 H7A 2.5220 no . 3_776 F1 H9B 2.9278 no . 3_776 F1 H14A 2.5945 no . 3_775 F2 H2B 2.6881 no . 3_876 F2 H9A 3.5724 no . 1_655 F2 H9B 2.5704 no . 1_655 F2 H10A 3.3037 no . 1_655 F2 H12A 3.0704 no . 1_655 F2 H12B 2.8600 no . 1_655 F3 H5A 2.7244 no . 4_565 F3 H8A 3.4017 no . 4_565 F3 H10A 2.8369 no . 1_656 F3 H14A 3.3851 no . 1_556 F3 H14B 3.0859 no . 1_556 F3 H16A 2.9055 no . 1_556 F3 H16B 3.3082 no . 1_556 F4 H3A 2.6122 no . 4_565 F4 H5A 2.6457 no . 4_565 F4 H8A 3.4187 no . 4_565 F4 H8B 2.9011 no . 4_565 F4 H11A 2.8845 no . 4_565 F4 H14B 3.1681 no . 4_565 F4 H16A 3.0701 no . 4_565 C1 H14A 3.4880 no . 3_775 C2 H12A 3.3553 no . 3_776 C3 H9A 3.5502 no . 1_655 C3 H13A 3.2347 no . 1_656 C4 H13A 3.3081 no . 1_656 C4 H15A 3.3430 no . 3_776 C5 H10A 3.5459 no . 4_665 C5 H10B 3.4582 no . 4_665 C5 H11B 3.4441 no . 1_656 C6 H5A 3.3036 no . 4_565 C7 H8A 3.5051 no . 4_565 C7 H11A 3.2376 no . 4_565 C7 H14A 3.3980 no . 1_556 C7 H14B 3.5065 no . 1_556 C8 H7B 3.2978 no . 4_564 C8 H11A 3.2577 no . 4_565 C8 H11B 3.3804 no . 4_565 C9 H3B 3.4312 no . 1_455 C9 H11B 3.2145 no . 4_565 C10 H5B 3.2285 no . 4_464 C10 H7B 3.3436 no . 4_564 C10 H9A 3.4511 no . 4_564 C10 H11B 3.5605 no . 4_565 C11 H5B 3.4254 no . 1_454 C11 H7B 3.2448 no . 4_564 C11 H8A 3.2114 no . 4_564 C11 H9A 3.2154 no . 4_564 C12 H2B 3.4339 no . 3_776 C12 H4B 3.3668 no . 1_454 C12 H13B 3.4108 no . 3_675 C13 H3B 3.5637 no . 1_454 C13 H4B 3.3135 no . 1_454 C13 H13B 3.3183 no . 3_675 C14 H7A 3.3743 no . 1_554 C14 H16B 3.4212 no . 3_775 C15 H2A 3.4461 no . 3_776 C15 H16B 3.4929 no . 3_775 C16 H14A 3.4370 no . 3_775 H2A C15 3.4461 no . 3_776 H2A H2A 2.6344 no . 3_776 H2A H4A 3.3762 no . 3_776 H2A H12A 3.1634 no . 3_776 H2A H15A 3.0042 no . 3_776 H2A H15B 2.9442 no . 3_776 H2B F2 2.6881 no . 3_876 H2B C12 3.4339 no . 3_776 H2B H9B 3.5090 no . 3_776 H2B H12A 2.6505 no . 3_776 H2B H12B 3.4214 no . 3_776 H2B H13A 3.1132 no . 1_656 H2B H13B 3.4213 no . 1_656 H2B H15A 3.5898 no . 3_776 H2B H15B 3.5745 no . 3_776 H3A F4 2.6122 no . 4_564 H3A H9A 3.4121 no . 1_655 H3B C9 3.4312 no . 1_655 H3B C13 3.5637 no . 1_656 H3B H9A 2.7957 no . 1_655 H3B H9B 3.1377 no . 1_655 H3B H10B 3.3005 no . 4_665 H3B H13A 2.5881 no . 1_656 H4A F1 3.1522 no . 3_776 H4A H2A 3.3762 no . 3_776 H4A H15A 2.8915 no . 3_776 H4B C12 3.3668 no . 1_656 H4B C13 3.3135 no . 1_656 H4B H11B 3.3308 no . 1_656 H4B H12B 2.7770 no . 1_656 H4B H13A 2.6754 no . 1_656 H4B H13B 3.4399 no . 1_656 H4B H13B 3.4047 no . 3_776 H4B H15A 2.8930 no . 3_776 H5A F3 2.7244 no . 4_564 H5A F4 2.6457 no . 4_564 H5A C6 3.3036 no . 4_564 H5A H10A 3.2167 no . 4_665 H5A H10B 3.3572 no . 4_665 H5B C10 3.2285 no . 4_665 H5B C11 3.4254 no . 1_656 H5B H9A 3.2498 no . 4_665 H5B H10A 3.5982 no . 1_656 H5B H10A 2.9491 no . 4_665 H5B H10B 2.6935 no . 4_665 H5B H11B 2.5476 no . 1_656 H5B H13A 3.3835 no . 1_656 H7A F1 2.5220 no . 3_776 H7A C14 3.3743 no . 1_556 H7A H14A 2.6685 no . 1_556 H7A H14B 3.1857 no . 1_556 H7B C8 3.2978 no . 4_565 H7B C10 3.3436 no . 4_565 H7B C11 3.2448 no . 4_565 H7B H8A 2.6335 no . 4_565 H7B H8B 3.1710 no . 4_565 H7B H10B 2.7588 no . 4_565 H7B H11A 2.6361 no . 4_565 H7B H11B 3.3173 no . 4_565 H7B H14A 3.3062 no . 1_556 H7B H14B 3.0472 no . 1_556 H8A F3 3.4017 no . 4_564 H8A F4 3.4187 no . 4_564 H8A C7 3.5051 no . 4_564 H8A C11 3.2114 no . 4_565 H8A H7B 2.6335 no . 4_564 H8A H11A 2.6553 no . 4_565 H8A H11B 2.8409 no . 4_565 H8A H14B 2.7752 no . 4_565 H8B F4 2.9011 no . 4_564 H8B H7B 3.1710 no . 4_564 H9A F2 3.5724 no . 1_455 H9A C3 3.5502 no . 1_455 H9A C10 3.4511 no . 4_565 H9A C11 3.2154 no . 4_565 H9A H3A 3.4121 no . 1_455 H9A H3B 2.7957 no . 1_455 H9A H5B 3.2498 no . 4_464 H9A H10B 2.8029 no . 4_565 H9A H11A 3.2311 no . 4_565 H9A H11B 2.5815 no . 4_565 H9B F1 2.9278 no . 3_776 H9B F2 2.5704 no . 1_455 H9B H2B 3.5090 no . 3_776 H9B H3B 3.1377 no . 1_455 H10A F2 3.3037 no . 1_455 H10A F3 2.8369 no . 1_454 H10A C5 3.5459 no . 4_464 H10A H5A 3.2167 no . 4_464 H10A H5B 3.5982 no . 1_454 H10A H5B 2.9491 no . 4_464 H10A H16A 2.8779 no . 1_455 H10B C5 3.4582 no . 4_464 H10B H3B 3.3005 no . 4_464 H10B H5A 3.3572 no . 4_464 H10B H5B 2.6935 no . 4_464 H10B H7B 2.7588 no . 4_564 H10B H9A 2.8029 no . 4_564 H10B H11B 3.0022 no . 4_565 H11A F4 2.8845 no . 4_564 H11A C7 3.2376 no . 4_564 H11A C8 3.2577 no . 4_564 H11A H7B 2.6361 no . 4_564 H11A H8A 2.6553 no . 4_564 H11A H9A 3.2311 no . 4_564 H11B C5 3.4441 no . 1_454 H11B C8 3.3804 no . 4_564 H11B C9 3.2145 no . 4_564 H11B C10 3.5605 no . 4_564 H11B H4B 3.3308 no . 1_454 H11B H5B 2.5476 no . 1_454 H11B H7B 3.3173 no . 4_564 H11B H8A 2.8409 no . 4_564 H11B H9A 2.5815 no . 4_564 H11B H10B 3.0022 no . 4_564 H12A F2 3.0704 no . 1_455 H12A C2 3.3553 no . 3_776 H12A H2A 3.1634 no . 3_776 H12A H2B 2.6505 no . 3_776 H12A H13B 3.5817 no . 3_675 H12B F2 2.8600 no . 1_455 H12B H2B 3.4214 no . 3_776 H12B H4B 2.7770 no . 1_454 H12B H13B 2.8271 no . 3_675 H12B H16A 3.5092 no . 1_455 H12B H16B 3.2042 no . 1_455 H13A C3 3.2347 no . 1_454 H13A C4 3.3081 no . 1_454 H13A H2B 3.1132 no . 1_454 H13A H3B 2.5881 no . 1_454 H13A H4B 2.6754 no . 1_454 H13A H5B 3.3835 no . 1_454 H13A H13B 3.5791 no . 3_675 H13B C12 3.4108 no . 3_675 H13B C13 3.3183 no . 3_675 H13B H2B 3.4213 no . 1_454 H13B H4B 3.4399 no . 1_454 H13B H4B 3.4047 no . 3_776 H13B H12A 3.5817 no . 3_675 H13B H12B 2.8271 no . 3_675 H13B H13A 3.5791 no . 3_675 H13B H13B 2.5787 no . 3_675 H13B H16B 3.3299 no . 3_775 H14A F1 2.5945 no . 3_775 H14A F3 3.3851 no . 1_554 H14A C1 3.4880 no . 3_775 H14A C7 3.3980 no . 1_554 H14A C16 3.4370 no . 3_775 H14A H7A 2.6685 no . 1_554 H14A H7B 3.3062 no . 1_554 H14A H15A 3.4303 no . 3_775 H14A H16B 2.7639 no . 3_775 H14B F3 3.0859 no . 1_554 H14B F4 3.1681 no . 4_564 H14B C7 3.5065 no . 1_554 H14B H7A 3.1857 no . 1_554 H14B H7B 3.0472 no . 1_554 H14B H8A 2.7752 no . 4_564 H15A C4 3.3430 no . 3_776 H15A H2A 3.0042 no . 3_776 H15A H2B 3.5898 no . 3_776 H15A H4A 2.8915 no . 3_776 H15A H4B 2.8930 no . 3_776 H15A H14A 3.4303 no . 3_775 H15A H16B 2.9457 no . 3_775 H15B H2A 2.9442 no . 3_776 H15B H2B 3.5745 no . 3_776 H16A F3 2.9055 no . 1_554 H16A F4 3.0701 no . 4_564 H16A H10A 2.8779 no . 1_655 H16A H12B 3.5092 no . 1_655 H16B F3 3.3082 no . 1_554 H16B C14 3.4212 no . 3_775 H16B C15 3.4929 no . 3_775 H16B H12B 3.2042 no . 1_655 H16B H13B 3.3299 no . 3_775 H16B H14A 2.7639 no . 3_775 H16B H15A 2.9457 no . 3_775 H16B H16B 3.2431 no . 3_775 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 961325'