data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 loop_ _publ_author_name 'Masami Sakamoto' 'Tsutomu Fujita' 'Takashi Mino' 'Tomoko Ohtake' 'Ayako Saitoh' 'Masaki Shigekura' _publ_contact_author_name 'Prof Masami Sakamoto' _publ_contact_author_address ; Materials Technology Faculty of Engineering, Chiba Univerisity Yayoi-cho, Inage-ku Chiba 363-8522 JAPAN ; _publ_contact_author_email SAKAMOTOM@FACULTY.CHIBA-U.JP _publ_section_title ; Diastereoselective Photocycloaddition of Axially Chiral Monothiosuccinimides to 1,1-Diphenylethylene ; _publ_section_references ; Mackay, S., Gilmore, C. J.,Edwards, C., Stewart, N. & Shankland, K. (1999). maXus Computer Program for the Solution and Refinement of Crystal Structures. Bruker Nonius, The Netherlands, MacScience, Japan & The University of Glasgow. Johnson, C. K. (1976). ORTEP-II. A Fortran Thermal-Ellipsoid Plot Program. Report ORNL-5138. Oak Ridge National Laboratory, Oak Ridge, Tennessee, USA. Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Waasmaier, D. & Kirfel, A. (1995). Acta Cryst. A51, 416-431. ; data_compound_1 _database_code_CSD 208847 _chemical_name_common N-(2,5-dimethylphenyl)monothiosuccinimide _audit_creation_method maXus _publ_section_abstract ; We present the crystal and molecular structure of N-(2,5- dimethylphenyl)monothiosuccinimide 1d ; _publ_section_comment ; The study of the titled structure was undertaken to establish its three dimensional structure. Geometries are tabulated below. All diagrams and calculations were performed using maXus (Bruker Nonius, Delft & MacScience, Japan). ; _chemical_compound_source 'Local laboratory' _exptl_crystal_description Cube _exptl_crystal_colour 'slightly yellow' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _cell_measurement_temperature 298 _refine_ls_hydrogen_treatment refxyz _diffrn_measurement_device 'Mac Science MXC18' _diffrn_measurement_method '\q \w scans' _computing_cell_refinement 'MXC(MAC Science)' _computing_data_collection 'MXC(MAC Science)' _computing_data_reduction 'maXus (Mackay et al., 1999)' _cell_measurement_reflns_used 21 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 loop_ _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_wavelength_id all _diffrn_orient_matrix_type X=UH _diffrn_orient_matrix_UB_11 0.09291 _diffrn_orient_matrix_UB_12 -0.02256 _diffrn_orient_matrix_UB_13 0.05486 _diffrn_orient_matrix_UB_21 0.02110 _diffrn_orient_matrix_UB_22 0.03029 _diffrn_orient_matrix_UB_23 -0.10497 _diffrn_orient_matrix_UB_31 0.00995 _diffrn_orient_matrix_UB_32 0.14721 _diffrn_orient_matrix_UB_33 0.03000 _cell_formula_units_Z 2 _exptl_crystal_density_diffrn 1.247 _exptl_crystal_density_method 'not measured' _exptl_special_details ; ? ; _chemical_formula_weight 219.306 _diffrn_radiation_type ' CuK\a' loop_ _symmetry_equiv_pos_as_xyz +X,+Y,+Z '-X,+Y+ 1/2,-Z' _symmetry_space_group_name_H-M 'P 21 ' _symmetry_cell_setting Monoclinic _chemical_formula_moiety 'C12 H13 N O S ' _chemical_formula_sum 'C12 H13 N O S ' _chemical_name_systematic ; ? ; _cell_length_a 10.847(3) _cell_length_b 6.580(2) _cell_length_c 8.505(2) _cell_angle_alpha 90.00 _cell_angle_beta 105.76(2) _cell_angle_gamma 90.00 _cell_volume 584.2(3) _diffrn_reflns_number 1297 _diffrn_reflns_theta_max 69.93 _diffrn_reflns_theta_min 4.23 _diffrn_reflns_theta_full 69.93 _diffrn_reflns_av_R_equivalents 0.048 _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_coefficient_mu 2.24 _exptl_crystal_F_000 232 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 'Waasmaier & Kirfel, 1995' 'H ' 'H ' 0.0000 0.0000 'Waasmaier & Kirfel, 1995' 'O ' 'O ' 0.0492 0.0322 'Waasmaier & Kirfel, 1995' 'N ' 'N ' 0.0311 0.0180 'Waasmaier & Kirfel, 1995' 'S ' 'S ' 0.3331 0.5567 'Waasmaier & Kirfel, 1995' # Refinement statistics _reflns_d_resolution_low 2.28 _reflns_d_resolution_high 0.64 _reflns_limit_h_max 13 _reflns_limit_h_min 0 _reflns_limit_k_max 8 _reflns_limit_k_min 0 _reflns_limit_l_max 9 _reflns_limit_l_min -10 _refine_ls_matrix_type full _refine_ls_shift/su_max 0.042 _refine_ls_shift/su_mean 0.004 _reflns_number_total 1220 _refine_ls_R_factor_all 0.049 _refine_ls_wR_factor_all 0.135 _refine_ls_goodness_of_fit_all 1.188 _reflns_number_gt 1176 _reflns_threshold_expression 'I> 3.00 sigma(I)' _refine_ls_R_factor_gt 0.048 _refine_ls_wR_factor_gt 0.135 _refine_ls_goodness_of_fit_gt 0.989 _refine_ls_number_reflns 1176 _refine_ls_number_parameters 165 _refine_ls_number_restraints 0 _refine_ls_number_constraints 6 _refine_ls_wR_factor_ref 0.135 _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_abs_structure_details ; ; _refine_ls_abs_structure_Rogers '_' _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ; w = exp ( 10.00 sin(\q)/\l^2^ )/ s^2^(Fo^2^) + 0.03000 * Fo^2^ ; _refine_ls_extinction_method none _refine_ls_extinction_coef ? _computing_structure_refinement 'maXus(Mackay et al., 1999)' _computing_molecular_graphics 'Ortep (Johnson, 1976)' _computing_publication_material 'maXus(Mackay et al., 1999)' _atom_sites_solution_hydrogens 'geom, diff' _refine_diff_density_max 0.25 _refine_diff_density_min -0.35 _refine_diff_density_rms 0.07 #================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type S1 -0.213825(10) -0.28888(3) -0.106615(11) 0.05956(5) 1.00 Uij O2 0.00676(4) -0.09368(9) -0.52377(6) 0.06559(18) 1.00 Uij N3 -0.11614(3) -0.17912(6) -0.35152(4) 0.04251(14) 1.00 Uij C4 -0.23694(3) -0.13200(6) -0.46602(4) 0.04216(14) 1.00 Uij C5 -0.29523(4) 0.05540(7) -0.45636(5) 0.04938(17) 1.00 Uij C6 0.00013(3) -0.15553(7) -0.39307(6) 0.04789(16) 1.00 Uij C7 -0.10057(4) -0.25398(7) -0.19717(4) 0.04458(13) 1.00 Uij C8 -0.40932(5) 0.09511(9) -0.57665(6) 0.0585(2) 1.00 Uij C9 -0.40051(4) -0.22932(10) -0.70764(5) 0.05415(19) 1.00 Uij C10 -0.23858(5) 0.20807(9) -0.32511(7) 0.0639(2) 1.00 Uij C11 -0.28705(4) -0.27187(8) -0.58735(5) 0.04903(17) 1.00 Uij C12 0.04014(4) -0.29506(11) -0.12572(6) 0.0608(2) 1.00 Uij C13 -0.45941(4) -0.04183(11) -0.70005(6) 0.0596(2) 1.00 Uij C14 0.10657(5) -0.21558(12) -0.24790(6) 0.0601(2) 1.00 Uij C15 -0.45597(7) -0.38117(16) -0.84043(7) 0.0774(3) 1.00 Uij H11 -0.2578(8) -0.3889(17) -0.5966(11) 0.0491(17) 1.00 Uiso H12A 0.0569(10) -0.424(2) -0.1127(12) 0.0557(18) 1.00 Uiso H8 -0.4441(9) 0.2313(17) -0.5654(12) 0.0568(18) 1.00 Uiso H13 -0.5326(11) -0.0051(18) -0.7864(14) 0.061(2) 1.00 Uiso H14A 0.1496(12) -0.3523(19) -0.2944(15) 0.067(2) 1.00 Uiso H12B 0.0685(8) -0.2371(14) -0.0336(12) 0.0483(15) 1.00 Uiso H14B 0.1494(11) -0.1352(17) -0.2330(11) 0.0468(17) 1.00 Uiso H15A -0.533(4) -0.327(8) -0.912(5) 0.077722 1.00 Uiso H15B -0.475(6) -0.505(14) -0.792(9) 0.077722 1.00 Uiso H15C -0.395(6) -0.408(14) -0.902(9) 0.077722 1.00 Uiso H10A -0.292(6) 0.326(14) -0.339(9) 0.067908 1.00 Uiso H10B -0.155(6) 0.246(14) -0.331(9) 0.067908 1.00 Uiso H10C -0.233(6) 0.148(14) -0.220(9) 0.067908 1.00 Uiso 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 0.05975(9) 0.06657(11) 0.04782(10) -.00987(4) 0.01371(4) 0.00589(4) O2 0.06175(17) 0.0698(2) 0.0623(2) 0.00012(15) 0.02372(14) 0.01110(18) N3 0.04040(16) 0.04408(16) 0.03822(16) 0.00069(12) 0.00487(12) 0.00049(12) C4 0.04115(16) 0.0451(2) 0.03653(16) 0.00787(12) 0.00833(13) 0.00325(12) C5 0.0532(2) 0.0435(2) 0.04793(17) 0.00972(14) 0.01535(16) 0.00579(15) C6 0.04213(16) 0.0473(2) 0.0495(2) -.00046(13) 0.00851(14) -.00398(15) C7 0.04593(18) 0.04217(18) 0.03864(16) -.00251(12) -.00095(11) 0.00098(12) C8 0.0567(2) 0.0580(3) 0.0567(2) 0.02008(19) 0.01718(19) 0.01506(18) C9 0.04913(18) 0.0735(3) 0.03421(17) 0.00429(17) 0.00360(15) -.00181(17) C10 0.0684(2) 0.0492(2) 0.0692(2) -.00104(18) 0.02045(18) -.0104(2) C11 0.04720(18) 0.0549(2) 0.03963(16) 0.00757(16) 0.00548(13) -.00031(16) C12 0.04768(19) 0.0791(4) 0.0464(2) 0.0050(2) -.00511(13) 0.0094(2) C13 0.04938(19) 0.0812(3) 0.04308(17) 0.0199(2) 0.00748(14) 0.0147(2) C14 0.03998(17) 0.0762(3) 0.0566(2) -.0065(2) 0.00091(15) -.0042(2) C15 0.0683(3) 0.1058(5) 0.0471(2) 0.0017(3) -.00588(19) -.0208(3) 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 C4 N3 C6 O2 0.78(4) . . . . ? C6 N3 C4 C5 -98.60(5) . . . . ? C6 N3 C4 C11 77.97(4) . . . . ? C4 N3 C6 C14 179.60(5) . . . . ? C4 N3 C7 S1 -4.93(3) . . . . ? C7 N3 C4 C5 83.11(5) . . . . ? C7 N3 C4 C11 -100.32(5) . . . . ? C4 N3 C7 C12 175.91(5) . . . . ? C6 N3 C7 S1 176.66(5) . . . . ? C7 N3 C6 O2 179.26(6) . . . . ? C6 N3 C7 C12 -2.50(4) . . . . ? C7 N3 C6 C14 -1.91(4) . . . . ? C5 C4 N3 C6 -98.60(5) . . . . ? C5 C4 N3 C7 83.11(5) . . . . ? N3 C4 C5 C8 176.88(6) . . . . ? N3 C4 C5 C10 -2.59(4) . . . . ? C11 C4 N3 C6 77.97(4) . . . . ? C11 C4 N3 C7 -100.32(5) . . . . ? N3 C4 C11 C9 -176.37(6) . . . . ? C11 C4 C5 C8 0.49(4) . . . . ? C5 C4 C11 C9 0.09(4) . . . . ? C11 C4 C5 C10 -178.99(7) . . . . ? C8 C5 C4 N3 176.88(6) . . . . ? C8 C5 C4 C11 0.49(4) . . . . ? C4 C5 C8 C13 -1.52(5) . . . . ? C10 C5 C4 N3 -2.59(4) . . . . ? C10 C5 C4 C11 -178.99(7) . . . . ? C10 C5 C8 C13 177.96(8) . . . . ? O2 C6 N3 C4 0.78(4) . . . . ? O2 C6 N3 C7 179.26(6) . . . . ? O2 C6 C14 C12 -175.86(8) . . . . ? C14 C6 N3 C4 179.60(5) . . . . ? C14 C6 N3 C7 -1.91(4) . . . . ? N3 C6 C14 C12 5.40(4) . . . . ? S1 C7 N3 C4 -4.93(3) . . . . ? S1 C7 N3 C6 176.66(5) . . . . ? S1 C7 C12 C14 -173.34(6) . . . . ? C12 C7 N3 C4 175.91(5) . . . . ? C12 C7 N3 C6 -2.50(4) . . . . ? N3 C7 C12 C14 5.82(4) . . . . ? C13 C8 C5 C4 -1.52(5) . . . . ? C5 C8 C13 C9 2.01(5) . . . . ? C13 C8 C5 C10 177.96(8) . . . . ? C13 C9 C11 C4 0.31(4) . . . . ? C11 C9 C13 C8 -1.35(5) . . . . ? C15 C9 C11 C4 -179.93(7) . . . . ? C15 C9 C13 C8 178.90(9) . . . . ? C9 C11 C4 N3 -176.37(6) . . . . ? C9 C11 C4 C5 0.10(4) . . . . ? C4 C11 C9 C13 0.31(4) . . . . ? C4 C11 C9 C15 -179.93(7) . . . . ? C14 C12 C7 S1 -173.34(6) . . . . ? C14 C12 C7 N3 5.82(4) . . . . ? C7 C12 C14 C6 -6.72(4) . . . . ? C9 C13 C8 C5 2.01(5) . . . . ? C8 C13 C9 C11 -1.35(5) . . . . ? C8 C13 C9 C15 178.90(9) . . . . ? C12 C14 C6 O2 -175.86(8) . . . . ? C12 C14 C6 N3 5.40(4) . . . . ? C6 C14 C12 C7 -6.72(4) . . . . ? N3 C4 C11 H11 6.5(8) . . . . ? C5 C4 C11 H11 -177.1(8) . . . . ? C4 C5 C8 H8 -178.1(6) . . . . ? C4 C5 C10 H10A 180.(5) . . . . ? C4 C5 C10 H10B 60.(5) . . . . ? C4 C5 C10 H10C -60.(5) . . . . ? C10 C5 C8 H8 1.4(6) . . . . ? C8 C5 C10 H10A 1.(5) . . . . ? C8 C5 C10 H10B -120.(5) . . . . ? C8 C5 C10 H10C 120.(5) . . . . ? O2 C6 C14 H14A -64.7(7) . . . . ? N3 C6 C14 H14A 116.5(6) . . . . ? S1 C7 C12 H12A 69.1(8) . . . . ? S1 C7 C12 H12B -52.3(7) . . . . ? N3 C7 C12 H12A -111.8(8) . . . . ? N3 C7 C12 H12B 126.9(7) . . . . ? C5 C8 C13 H13 -173.8(8) . . . . ? H8 C8 C5 C4 -178.1(6) . . . . ? H8 C8 C5 C10 1.4(6) . . . . ? H8 C8 C13 C9 178.1(7) . . . . ? H8 C8 C13 H13 2.2(11) . . . . ? C13 C9 C11 H11 177.8(7) . . . . ? C11 C9 C13 H13 174.5(8) . . . . ? C15 C9 C11 H11 -2.4(7) . . . . ? C11 C9 C15 H15A -180.(3) . . . . ? C11 C9 C15 H15B 60.(5) . . . . ? C11 C9 C15 H15C -60.(5) . . . . ? C15 C9 C13 H13 -5.3(8) . . . . ? C13 C9 C15 H15A 0.(3) . . . . ? C13 C9 C15 H15B -120.(5) . . . . ? C13 C9 C15 H15C 120.(5) . . . . ? H10A C10 C5 C4 180.(5) . . . . ? H10A C10 C5 C8 1.(5) . . . . ? H10B C10 C5 C4 60.(5) . . . . ? H10B C10 C5 C8 -120.(5) . . . . ? H10C C10 C5 C4 -60.(5) . . . . ? H10C C10 C5 C8 120.(5) . . . . ? H11 C11 C4 N3 6.5(8) . . . . ? H11 C11 C4 C5 -177.1(8) . . . . ? H11 C11 C9 C13 177.8(7) . . . . ? H11 C11 C9 C15 -2.4(7) . . . . ? C7 C12 C14 H14A -115.1(7) . . . . ? H12A C12 C7 S1 69.1(8) . . . . ? H12A C12 C7 N3 -111.8(8) . . . . ? H12B C12 C7 S1 -52.3(7) . . . . ? H12B C12 C7 N3 126.9(7) . . . . ? H12A C12 C14 C6 113.9(8) . . . . ? H12A C12 C14 H14A 5.5(10) . . . . ? H12B C12 C14 C6 -128.0(7) . . . . ? H12B C12 C14 H14A 123.6(9) . . . . ? C9 C13 C8 H8 178.1(7) . . . . ? H13 C13 C8 C5 -173.8(8) . . . . ? H13 C13 C8 H8 2.2(11) . . . . ? H13 C13 C9 C11 174.5(8) . . . . ? H13 C13 C9 C15 -5.3(8) . . . . ? C6 C14 C12 H12A 113.9(8) . . . . ? C6 C14 C12 H12B -128.0(7) . . . . ? H14A C14 C6 O2 -64.7(7) . . . . ? H14A C14 C6 N3 116.5(6) . . . . ? H14A C14 C12 C7 -115.1(7) . . . . ? H14A C14 C12 H12A 5.5(10) . . . . ? H14A C14 C12 H12B 123.6(9) . . . . ? H15A C15 C9 C11 -180.(3) . . . . ? H15A C15 C9 C13 0.(3) . . . . ? H15B C15 C9 C11 60.(5) . . . . ? H15B C15 C9 C13 -120.(5) . . . . ? H15C C15 C9 C11 -60.(5) . . . . ? H15C C15 C9 C13 120.(5) . . . . ? _geom_special_details ; All standard uncertainties (except dihedral angles between l.s. planes) are estimated using the full covariance matrix. The standard uncertainties in cell dimensions are are used in calculating the standard uncertainties of bond distances, angles and torsion angles. Angles between l.s. planes have standard uncertainties calculated from atomic positional standard uncertainties; the errors in cell dimensions are not used in this case. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C7 1.6338(4) . . ? O2 C6 1.2042(7) . . ? N3 C4 1.4381(4) . . ? N3 C6 1.4077(5) . . ? N3 C7 1.3689(4) . . ? C4 C5 1.3983(5) . . ? C4 C11 1.3792(6) . . ? C5 C8 1.3995(6) . . ? C5 C10 1.5033(6) . . ? C6 C14 1.4963(6) . . ? C7 C12 1.5059(5) . . ? C8 C13 1.3779(9) . . ? C9 C11 1.3985(5) . . ? C9 C13 1.3988(8) . . ? C9 C15 1.5054(8) . . ? C12 C14 1.5097(8) . . ? C8 H8 0.987(11) . . ? C10 H10A 0.9600(6) . . ? C10 H10B 0.9600(5) . . ? C10 H10C 0.9600(6) . . ? C11 H11 0.845(11) . . ? C12 H12A 0.869(14) . . ? C12 H12B 0.850(11) . . ? C13 H13 0.955(12) . . ? C14 H14A 1.133(13) . . ? C15 H15A 0.9600(7) . . ? C15 H15B 0.9600(11) . . ? C15 H15C 0.9600(8) . . ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 N3 C6 121.32(3) . . . ? C4 N3 C7 125.40(3) . . . ? C6 N3 C7 113.26(3) . . . ? N3 C4 C5 119.58(4) . . . ? N3 C4 C11 117.65(3) . . . ? C5 C4 C11 122.67(4) . . . ? C4 C5 C8 116.48(4) . . . ? C4 C5 C10 122.19(4) . . . ? C8 C5 C10 121.33(4) . . . ? O2 C6 N3 123.45(4) . . . ? O2 C6 C14 128.67(4) . . . ? N3 C6 C14 107.87(4) . . . ? S1 C7 N3 126.15(3) . . . ? S1 C7 C12 126.44(3) . . . ? N3 C7 C12 107.40(3) . . . ? C5 C8 C13 121.47(4) . . . ? C11 C9 C13 117.71(4) . . . ? C11 C9 C15 120.59(5) . . . ? C13 C9 C15 121.71(5) . . . ? C4 C11 C9 120.22(4) . . . ? C7 C12 C14 106.32(3) . . . ? C8 C13 C9 121.43(4) . . . ? C6 C14 C12 104.71(4) . . . ? C5 C8 H8 112.6(6) . . . ? C13 C8 H8 125.8(5) . . . ? C5 C10 H10A 109.80(5) . . . ? C5 C10 H10B 109.59(4) . . . ? C5 C10 H10C 109.02(5) . . . ? H10A C10 H10B 109.47(6) . . . ? H10A C10 H10C 109.47(5) . . . ? H10B C10 H10C 109.48(5) . . . ? C4 C11 H11 126.6(6) . . . ? C9 C11 H11 113.1(6) . . . ? C7 C12 H12A 112.4(7) . . . ? C7 C12 H12B 111.4(5) . . . ? C14 C12 H12A 107.7(6) . . . ? C14 C12 H12B 111.0(5) . . . ? H12A C12 H12B 108.0(9) . . . ? C8 C13 H13 119.6(7) . . . ? C9 C13 H13 118.9(7) . . . ? C6 C14 H14A 102.7(6) . . . ? C12 C14 H14A 106.5(6) . . . ? C9 C15 H15A 109.38(8) . . . ? C9 C15 H15B 109.32(5) . . . ? C9 C15 H15C 109.71(6) . . . ? H15A C15 H15B 109.47(8) . . . ? H15A C15 H15C 109.47(7) . . . ? H15B C15 H15C 109.47(10) . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag S1 H12A 3.227(13) 1_555 2_555 ? S1 H13 3.009(12) 1_555 2_444 ? S1 H12B 3.404(10) 1_555 2_545 ? S1 H14B 3.596(11) 1_555 2_545 ? S1 H15C 3.06528(14) 1_555 1_556 ? S1 H10A 3.1820(2) 1_555 1_545 ? O2 O2 3.32286(13) 1_555 2_544 ? O2 O2 3.32286(10) 1_555 2_554 ? O2 N3 3.2645(6) 1_555 2_554 ? O2 C6 2.9646(7) 1_555 2_554 ? O2 C10 3.3812(7) 1_555 2_544 ? O2 C12 3.4903(8) 1_555 2_554 ? O2 C14 3.1898(8) 1_555 2_554 ? O2 H11 2.960(10) 1_555 2_554 ? O2 H12A 3.182(10) 1_555 2_554 ? O2 H14A 2.523(12) 1_555 2_554 ? O2 H10B 2.5044(4) 1_555 2_544 ? C4 H14A 3.080(13) 1_555 2_554 ? C5 H8 3.586(10) 1_555 2_444 ? C5 H14A 3.030(13) 1_555 2_554 ? C6 H11 3.321(10) 1_555 2_554 ? C6 H14A 3.367(12) 1_555 2_554 ? C6 H10B 3.2939(4) 1_555 2_544 ? C7 H12A 3.347(12) 1_555 2_555 ? C7 H10A 3.4694(4) 1_555 1_545 ? C7 H10B 3.4787(4) 1_555 1_545 ? C8 H8 3.281(11) 1_555 2_444 ? C8 H14A 3.307(13) 1_555 2_554 ? C8 H15B 3.1746(5) 1_555 1_565 ? C8 H10A 3.5860(6) 1_555 2_444 ? C9 H8 3.229(9) 1_555 2_444 ? C9 H10A 3.4814(4) 1_555 2_444 ? C10 H11 3.485(10) 1_555 1_565 ? C10 H13 3.450(11) 1_555 2_454 ? C10 H12B 3.128(10) 1_555 2_555 ? C10 H15A 3.5993(5) 1_555 2_454 ? C11 H8 3.500(9) 1_555 2_444 ? C11 H14A 3.416(13) 1_555 2_554 ? C11 H14B 3.394(11) 1_555 2_544 ? C11 H10A 3.3932(5) 1_555 1_545 ? C12 H12A 3.512(12) 1_555 2_555 ? C12 H12B 3.543(9) 1_555 2_545 ? C12 H10C 3.1340(4) 1_555 2_545 ? C13 H8 3.115(10) 1_555 2_444 ? C13 H14A 3.597(13) 1_555 2_554 ? C13 H15A 3.5706(5) 1_555 2_453 ? C13 H15C 3.4391(5) 1_555 2_453 ? C13 H10A 2.9338(5) 1_555 2_444 ? C14 H11 3.200(11) 1_555 2_554 ? C15 H8 3.439(11) 1_555 1_545 ? C15 H13 3.247(11) 1_555 2_443 ? C15 H15A 3.5957(9) 1_555 2_443 ? C15 H10C 3.5587(8) 1_555 2_444 ? H11 H8 3.270(14) 1_555 1_545 ? H11 H14A 3.48(2) 1_555 2_544 ? H11 H14B 2.652(15) 1_555 2_544 ? H11 H10A 2.982(9) 1_555 1_545 ? H11 H10B 3.276(10) 1_555 1_545 ? H12A H12B 2.925(15) 1_555 2_545 ? H12A H10B 3.334(11) 1_555 1_545 ? H12A H10C 2.991(10) 1_555 2_545 ? H8 H13 3.526(14) 1_555 2_454 ? H8 H15B 2.547(10) 1_555 1_565 ? H13 H15A 3.076(11) 1_555 2_453 ? H13 H15B 3.352(11) 1_555 1_565 ? H13 H15C 2.632(12) 1_555 2_453 ? H13 H10A 2.661(10) 1_555 2_444 ? H13 H10C 3.431(11) 1_555 2_444 ? H14A H10B 3.262(12) 1_555 2_544 ? H12B H10A 3.454(10) 1_555 2_545 ? H12B H10B 2.991(10) 1_555 2_545 ? H12B H10C 2.513(10) 1_555 2_545 ? H14B H15B 3.583(12) 1_555 2_554 ? H14B H15C 3.000(13) 1_555 2_554 ? H15A H15B 3.3105 1_555 2_453 ? H15A H15C 3.1695 1_555 2_453 ? H15A H10A 3.3702 1_555 2_444 ? H15A H10C 3.0489 1_555 2_444 ? H15B H10C 3.3575 1_555 2_444 ? S1 H12A 3.227(13) 1_555 2_555 ? S1 H13 3.009(12) 1_555 2_444 ? S1 H12B 3.404(10) 1_555 2_545 ? S1 H14B 3.596(11) 1_555 2_545 ? S1 H15C 3.06528(14) 1_555 1_556 ? S1 H10A 3.1820(2) 1_555 1_545 ? O2 O2 3.32286(13) 1_555 2_544 ? O2 O2 3.32286(10) 1_555 2_554 ? O2 N3 3.2645(6) 1_555 2_554 ? O2 C6 2.9646(7) 1_555 2_554 ? O2 C10 3.3812(7) 1_555 2_544 ? O2 C12 3.4903(8) 1_555 2_554 ? O2 C14 3.1898(8) 1_555 2_554 ? O2 H11 2.960(10) 1_555 2_554 ? O2 H12A 3.182(10) 1_555 2_554 ? O2 H14A 2.523(12) 1_555 2_554 ? O2 H10B 2.5044(4) 1_555 2_544 ? C4 H14A 3.080(13) 1_555 2_554 ? C5 H8 3.586(10) 1_555 2_444 ? C5 H14A 3.030(13) 1_555 2_554 ? C6 H11 3.321(10) 1_555 2_554 ? C6 H14A 3.367(12) 1_555 2_554 ? C6 H10B 3.2939(4) 1_555 2_544 ? C7 H12A 3.347(12) 1_555 2_555 ? C7 H10A 3.4694(4) 1_555 1_545 ? C7 H10B 3.4787(4) 1_555 1_545 ? C8 H8 3.281(11) 1_555 2_444 ? C8 H14A 3.307(13) 1_555 2_554 ? C8 H15B 3.1746(5) 1_555 1_565 ? C8 H10A 3.5860(6) 1_555 2_444 ? C9 H8 3.229(9) 1_555 2_444 ? C9 H10A 3.4814(4) 1_555 2_444 ? C10 H11 3.485(10) 1_555 1_565 ? C10 H13 3.450(11) 1_555 2_454 ? C10 H12B 3.128(10) 1_555 2_555 ? C10 H15A 3.5993(5) 1_555 2_454 ? C11 H8 3.500(9) 1_555 2_444 ? C11 H14A 3.416(13) 1_555 2_554 ? C11 H14B 3.394(11) 1_555 2_544 ? C11 H10A 3.3932(5) 1_555 1_545 ? C12 H12A 3.512(12) 1_555 2_555 ? C12 H12B 3.543(9) 1_555 2_545 ? C12 H10C 3.1340(4) 1_555 2_545 ? C13 H8 3.115(10) 1_555 2_444 ? C13 H14A 3.597(13) 1_555 2_554 ? C13 H15A 3.5706(5) 1_555 2_453 ? C13 H15C 3.4391(5) 1_555 2_453 ? C13 H10A 2.9338(5) 1_555 2_444 ? C14 H11 3.200(11) 1_555 2_554 ? C15 H8 3.439(11) 1_555 1_545 ? C15 H13 3.247(11) 1_555 2_443 ? C15 H15A 3.5957(9) 1_555 2_443 ? C15 H10C 3.5587(8) 1_555 2_444 ? H11 H8 3.270(14) 1_555 1_545 ? H11 H14A 3.48(2) 1_555 2_544 ? H11 H14B 2.652(15) 1_555 2_544 ? H11 H10A 2.982(9) 1_555 1_545 ? H11 H10B 3.276(10) 1_555 1_545 ? H12A H12B 2.925(15) 1_555 2_545 ? H12A H10B 3.334(11) 1_555 1_545 ? H12A H10C 2.991(10) 1_555 2_545 ? H8 H13 3.526(14) 1_555 2_454 ? H8 H15B 2.547(10) 1_555 1_565 ? H13 H15A 3.076(11) 1_555 2_453 ? H13 H15B 3.352(11) 1_555 1_565 ? H13 H15C 2.632(12) 1_555 2_453 ? H13 H10A 2.661(10) 1_555 2_444 ? H13 H10C 3.431(11) 1_555 2_444 ? H14A H10B 3.262(12) 1_555 2_544 ? H12B H10A 3.454(10) 1_555 2_545 ? H12B H10B 2.991(10) 1_555 2_545 ? H12B H10C 2.513(10) 1_555 2_545 ? H14B H15B 3.583(12) 1_555 2_554 ? H14B H15C 3.000(13) 1_555 2_554 ? H15A H15B 3.3105 1_555 2_453 ? H15A H15C 3.1695 1_555 2_453 ? H15A H10A 3.3702 1_555 2_444 ? H15A H10C 3.0489 1_555 2_444 ? H15B H10C 3.3575 1_555 2_444 ? #=================================================== data_compound_2 _database_code_CSD 208848 _chemical_name_common ;5-(2,5-Dimethyl-phenyl)-3,3-diphenyl-1-thia-5-aza- spiro(3.4)octan-6-one ; _audit_creation_method maXus _publ_section_abstract ; We present the crystal and molecular structure of thietane 3d ; _publ_section_comment ; The study of the titled structure was undertaken to establish its three dimensional structure. Geometries are tabulated below. All diagrams and calculations were performed using maXus (Bruker Nonius, Delft & MacScience, Japan). ; _chemical_compound_source 'Local laboratory' _exptl_crystal_description Cube _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _cell_measurement_temperature 298 _refine_ls_hydrogen_treatment refxyz _diffrn_measurement_device 'Mac Science MXC18' _diffrn_measurement_method '\q \w scans' _computing_cell_refinement 'MXC(MAC Science)' _computing_data_collection 'MXC(MAC Science)' _computing_data_reduction 'maXus (Mackay et al., 1999)' _cell_measurement_reflns_used 21 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 11 loop_ _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_wavelength_id all _diffrn_orient_matrix_type X=UH _diffrn_orient_matrix_UB_11 0.01666 _diffrn_orient_matrix_UB_12 0.03115 _diffrn_orient_matrix_UB_13 -0.08379 _diffrn_orient_matrix_UB_21 0.00251 _diffrn_orient_matrix_UB_22 0.09997 _diffrn_orient_matrix_UB_23 0.03623 _diffrn_orient_matrix_UB_31 0.03412 _diffrn_orient_matrix_UB_32 -0.02249 _diffrn_orient_matrix_UB_33 0.04478 _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.216 _exptl_crystal_density_method 'not measured' _exptl_special_details ; ? ; _chemical_formula_weight 442.645 _diffrn_radiation_type ' CuK\a' loop_ _symmetry_equiv_pos_as_xyz +X,+Y,+Z -X,-Y,-Z '-X,+Y+ 1/2,-Z+ 1/2' '+X,-Y+ 1/2,+Z+ 1/2' _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_cell_setting Monoclinic _chemical_formula_moiety 'C29 H32 N O S ' _chemical_formula_sum 'C29 H32 N O S ' _chemical_name_systematic ; ? ; _cell_length_a 9.851(3) _cell_length_b 9.336(2) _cell_length_c 27.569(9) _cell_angle_alpha 90.00 _cell_angle_beta 107.60(9) _cell_angle_gamma 90.00 _cell_volume 2417.1(12) _diffrn_reflns_number 4989 _diffrn_reflns_theta_max 70.05 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_full 70.05 _diffrn_reflns_av_R_equivalents 0.016 _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_coefficient_mu 1.34 _exptl_crystal_F_000 948 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 'Waasmaier & Kirfel, 1995' 'H ' 'H ' 0.0000 0.0000 'Waasmaier & Kirfel, 1995' 'O ' 'O ' 0.0492 0.0322 'Waasmaier & Kirfel, 1995' 'N ' 'N ' 0.0311 0.0180 'Waasmaier & Kirfel, 1995' 'S ' 'S ' 0.3331 0.5567 'Waasmaier & Kirfel, 1995' # Refinement statistics _reflns_d_resolution_low 2.56 _reflns_d_resolution_high 0.64 _reflns_limit_h_max 12 _reflns_limit_h_min 0 _reflns_limit_k_max 11 _reflns_limit_k_min 0 _reflns_limit_l_max 32 _reflns_limit_l_min -33 _refine_ls_matrix_type full _refine_ls_shift/su_max 0.422 _refine_ls_shift/su_mean 0.013 _reflns_number_total 4864 _refine_ls_R_factor_all 0.084 _refine_ls_wR_factor_all 0.186 _refine_ls_goodness_of_fit_all 1.521 _reflns_number_gt 3506 _reflns_threshold_expression 'I> 3.00 sigma(I)' _refine_ls_R_factor_gt 0.068 _refine_ls_wR_factor_gt 0.184 _refine_ls_goodness_of_fit_gt 1.166 _refine_ls_number_reflns 3506 _refine_ls_number_parameters 357 _refine_ls_number_restraints 0 _refine_ls_number_constraints 8 _refine_ls_wR_factor_ref 0.184 _refine_ls_goodness_of_fit_ref 1.166 _refine_ls_structure_factor_coef F^2^ _refine_special_details ; Refinement on F^2^. ; _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ; w = 1 / ( s^2^(Fo^2^) + 0.10000 * Fo^2^) ; _refine_ls_extinction_method none _refine_ls_extinction_coef ? _computing_structure_refinement 'maXus(Mackay et al., 1999)' _computing_molecular_graphics 'Ortep (Johnson, 1976)' _computing_publication_material 'maXus(Mackay et al., 1999)' _atom_sites_solution_hydrogens 'geom, diff' _refine_diff_density_max 0.94 _refine_diff_density_min -0.55 _refine_diff_density_rms 0.08 #================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type S1 0.36492(8) 0.16074(9) 0.17676(3) 0.0622(4) 1.00 Uij N2 0.3558(2) 0.0099(2) 0.08972(8) 0.0481(11) 1.00 Uij O3 0.2930(3) -0.0205(3) 0.00326(9) 0.0737(14) 1.00 Uij C4 0.6318(3) -0.1629(3) 0.11354(11) 0.0535(14) 1.00 Uij C5 0.3612(3) 0.0411(3) 0.04187(11) 0.0563(15) 1.00 Uij C6 0.4505(3) 0.1018(3) 0.12922(10) 0.0490(13) 1.00 Uij C7 0.6187(3) -0.1240(3) 0.16049(11) 0.0486(12) 1.00 Uij C8 0.7056(3) 0.1186(3) 0.19255(11) 0.0543(14) 1.00 Uij C9 0.5722(3) 0.0234(3) 0.17232(10) 0.0483(13) 1.00 Uij C10 0.4636(4) 0.1615(4) 0.04505(13) 0.0651(18) 1.00 Uij C11 0.4876(4) 0.2230(3) 0.09779(13) 0.0624(16) 1.00 Uij C12 0.1085(3) -0.0377(4) 0.08480(12) 0.0582(15) 1.00 Uij C13 0.2494(3) -0.0857(3) 0.09755(11) 0.0499(13) 1.00 Uij C14 0.6522(4) -0.2261(4) 0.19905(13) 0.0640(17) 1.00 Uij C15 0.2856(3) -0.2233(3) 0.11618(12) 0.0552(14) 1.00 Uij C16 0.0640(4) 0.1071(4) 0.06310(15) 0.0703(18) 1.00 Uij C17 0.0083(3) -0.1329(4) 0.09282(15) 0.0697(18) 1.00 Uij C18 0.6714(4) -0.3012(4) 0.10499(15) 0.0670(17) 1.00 Uij C19 0.4819(3) 0.0179(4) 0.20970(12) 0.0578(15) 1.00 Uij C20 0.7008(4) -0.4019(4) 0.14378(18) 0.079(2) 1.00 Uij C21 0.1853(3) -0.3153(4) 0.12462(12) 0.0602(15) 1.00 Uij C22 0.0456(4) -0.2675(4) 0.11288(15) 0.0704(19) 1.00 Uij C23 0.6926(4) -0.3626(4) 0.19049(18) 0.078(2) 1.00 Uij C24 0.7198(4) 0.2171(4) 0.23098(13) 0.0663(17) 1.00 Uij C25 0.8392(5) 0.3009(4) 0.24931(16) 0.077(2) 1.00 Uij C26 0.2255(5) -0.4646(4) 0.14568(18) 0.083(2) 1.00 Uij C27 0.8172(4) 0.1086(5) 0.17178(17) 0.082(2) 1.00 Uij C28 0.0413(6) -0.4534(5) -0.00895(18) 0.096(3) 1.00 Uij C29 0.9392(5) 0.1932(6) 0.1900(2) 0.104(3) 1.00 Uij C30 0.9496(5) 0.2894(5) 0.2287(2) 0.091(2) 1.00 Uij C31 0.1950(7) -0.5195(10) 0.0040(3) 0.157(5) 1.00 Uij C32 0.2716(15) -0.3995(12) -0.0173(6) 0.249(11) 1.00 Uij H15 0.394(4) -0.251(4) 0.1235(14) 0.070(10) 1.00 Uiso H18 0.678(5) -0.323(5) 0.0700(18) 0.088(13) 1.00 Uiso H17 -0.091(4) -0.090(4) 0.0832(14) 0.070(10) 1.00 Uiso H14 0.651(4) -0.198(4) 0.2325(16) 0.070(10) 1.00 Uiso H19A 0.533(3) 0.035(3) 0.2485(13) 0.053(8) 1.00 Uiso H19B 0.431(4) -0.072(4) 0.2080(14) 0.070(11) 1.00 Uiso H22 -0.032(5) -0.332(4) 0.1210(17) 0.086(12) 1.00 Uiso H26A 0.331(6) -0.474(6) 0.153(2) 0.111(17) 1.00 Uiso H10A 0.550(6) 0.104(6) 0.041(2) 0.121(18) 1.00 Uiso H20 0.736(5) -0.503(5) 0.1388(17) 0.087(13) 1.00 Uiso H4 0.621(4) -0.079(4) 0.0861(14) 0.066(10) 1.00 Uiso H11A 0.416(5) 0.320(5) 0.0979(18) 0.095(14) 1.00 Uiso H11B 0.587(4) 0.264(4) 0.1142(15) 0.076(11) 1.00 Uiso H10B 0.407(5) 0.233(5) 0.0187(18) 0.097(14) 1.00 Uiso H23 0.715(4) -0.430(5) 0.2183(16) 0.084(12) 1.00 Uiso H26B 0.165(6) -0.535(6) 0.119(2) 0.112(17) 1.00 Uiso H16A -0.037(4) 0.119(4) 0.0571(14) 0.072725 1.00 Uiso H16B 0.086(4) 0.117(4) 0.0316(14) 0.072725 1.00 Uiso H16C 0.115(4) 0.179(4) 0.0866(14) 0.072725 1.00 Uiso H30 1.033(4) 0.347(4) 0.2413(14) 0.089639 1.00 Uiso H29 1.016(4) 0.186(4) 0.1753(14) 0.105980 1.00 Uiso H26C 0.265(16) -0.489(14) 0.227(6) 0.37(8) 1.00 Uiso H27 0.811(4) 0.043(4) 0.1445(14) 0.084943 1.00 Uiso H24 0.645(4) 0.229(4) 0.2461(14) 0.067997 1.00 Uiso H25 0.846(4) 0.368(4) 0.2765(14) 0.076854 1.00 Uiso 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 0.0570(5) 0.0676(5) 0.0576(5) 0.0111(3) 0.0215(3) -.0097(4) N2 0.0440(11) 0.0500(12) 0.0458(12) 0.0036(9) 0.0134(9) -.0003(9) O3 0.0639(13) 0.0981(18) 0.0525(12) 0.0039(12) 0.0151(11) -.0133(12) C4 0.0442(14) 0.0546(15) 0.0572(16) 0.0081(11) 0.0177(12) 0.0015(13) C5 0.0514(15) 0.0657(18) 0.0471(15) 0.0121(13) 0.0160(13) -.0003(13) C6 0.0493(14) 0.0447(14) 0.0484(14) 0.0038(11) 0.0159(12) -.0008(11) C7 0.0398(13) 0.0463(13) 0.0550(15) 0.0023(10) 0.0142(11) 0.0030(11) C8 0.0494(15) 0.0532(15) 0.0536(15) 0.0004(12) 0.0113(12) 0.0026(12) C9 0.0464(14) 0.0480(14) 0.0465(13) 0.0019(11) 0.0157(11) -.0001(11) C10 0.0672(19) 0.066(2) 0.0580(17) 0.0058(16) 0.0269(15) 0.0100(15) C11 0.0657(19) 0.0503(16) 0.0649(18) 0.0002(14) 0.0205(15) 0.0069(13) C12 0.0454(15) 0.0640(19) 0.0594(17) 0.0068(13) 0.0146(13) -.0050(14) C13 0.0438(13) 0.0515(14) 0.0496(14) 0.0029(11) 0.0134(11) -.0041(11) C14 0.0624(18) 0.0602(18) 0.0641(19) 0.0090(14) 0.0224(15) 0.0155(15) C15 0.0465(15) 0.0562(16) 0.0562(16) 0.0024(12) 0.0103(12) -.0045(13) C16 0.0550(18) 0.068(2) 0.080(2) 0.0165(15) 0.0174(16) 0.0025(17) C17 0.0453(16) 0.080(2) 0.079(2) 0.0021(15) 0.0214(15) -.0061(18) C18 0.0551(17) 0.0633(19) 0.076(2) 0.0084(14) 0.0213(15) -.0090(16) C19 0.0558(16) 0.0642(18) 0.0500(16) 0.0033(14) 0.0217(13) 0.0005(13) C20 0.068(2) 0.0509(18) 0.111(3) 0.0078(15) 0.033(2) 0.0012(19) C21 0.0571(16) 0.0565(17) 0.0593(17) -.0074(13) 0.0120(13) -.0031(14) C22 0.0562(18) 0.073(2) 0.076(2) -.0108(16) 0.0222(16) -.0050(18) C23 0.079(2) 0.057(2) 0.092(3) 0.0147(16) 0.032(2) 0.0218(19) C24 0.069(2) 0.0565(18) 0.0644(19) -.0015(15) 0.0127(16) -.0048(15) C25 0.081(2) 0.060(2) 0.075(2) -.0060(17) -.0002(19) -.0072(17) C26 0.082(3) 0.063(2) 0.089(3) -.0072(19) 0.011(2) 0.0057(19) C27 0.063(2) 0.083(2) 0.094(3) -.0193(18) 0.0333(19) -.023(2) C28 0.112(4) 0.083(3) 0.088(3) 0.036(3) 0.043(2) 0.009(2) C29 0.064(2) 0.107(3) 0.134(4) -.024(2) 0.037(2) -.020(3) C30 0.067(2) 0.078(3) 0.109(3) -.0205(19) -.005(2) -.003(2) C31 0.104(4) 0.224(8) 0.139(5) -.031(5) 0.064(4) -.085(6) C32 0.283(13) 0.158(7) 0.304(14) -.094(9) 0.173(12) -.091(9) 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 C6 N2 C5 O3 179.8(4) . . . . ? C5 N2 C6 C9 -119.5(3) . . . . ? C6 N2 C5 C10 -0.1(2) . . . . ? C5 N2 C6 C11 14.5(2) . . . . ? C13 N2 C5 O3 -10.3(3) . . . . ? C13 N2 C5 C10 169.9(4) . . . . ? C5 N2 C13 C12 -72.1(3) . . . . ? C5 N2 C13 C15 106.5(4) . . . . ? C13 N2 C6 C9 71.0(3) . . . . ? C13 N2 C6 C11 -155.1(3) . . . . ? C6 N2 C13 C12 96.6(3) . . . . ? C6 N2 C13 C15 -84.8(3) . . . . ? C18 C4 C7 C9 -178.3(5) . . . . ? C18 C4 C7 C14 2.6(3) . . . . ? C7 C4 C18 C20 -1.0(3) . . . . ? O3 C5 N2 C6 179.8(4) . . . . ? O3 C5 N2 C13 -10.3(3) . . . . ? C10 C5 N2 C6 -0.1(2) . . . . ? N2 C5 C10 C11 -14.6(3) . . . . ? C10 C5 N2 C13 169.9(4) . . . . ? O3 C5 C10 C11 165.5(4) . . . . ? C9 C6 N2 C5 -119.5(3) . . . . ? N2 C6 C9 C7 22.3(2) . . . . ? N2 C6 C9 C8 149.3(3) . . . . ? C9 C6 N2 C13 71.0(3) . . . . ? N2 C6 C9 C19 -95.4(3) . . . . ? C11 C6 N2 C5 14.5(2) . . . . ? N2 C6 C11 C10 -22.7(2) . . . . ? C11 C6 N2 C13 -155.1(3) . . . . ? C11 C6 C9 C7 -103.0(3) . . . . ? C11 C6 C9 C8 23.9(3) . . . . ? C9 C6 C11 C10 109.0(3) . . . . ? C11 C6 C9 C19 139.3(3) . . . . ? C4 C7 C9 C6 38.5(3) . . . . ? C4 C7 C9 C8 -90.0(3) . . . . ? C9 C7 C4 C18 -178.3(5) . . . . ? C4 C7 C9 C19 145.3(4) . . . . ? C14 C7 C4 C18 2.6(3) . . . . ? C4 C7 C14 C23 -2.0(3) . . . . ? C14 C7 C9 C6 -142.4(4) . . . . ? C14 C7 C9 C8 89.1(3) . . . . ? C14 C7 C9 C19 -35.6(3) . . . . ? C9 C7 C14 C23 178.8(5) . . . . ? C24 C8 C9 C6 86.0(3) . . . . ? C24 C8 C9 C7 -142.3(4) . . . . ? C24 C8 C9 C19 -17.2(3) . . . . ? C9 C8 C24 C25 179.4(5) . . . . ? C27 C8 C9 C6 -93.4(4) . . . . ? C27 C8 C9 C7 38.4(3) . . . . ? C27 C8 C9 C19 163.4(4) . . . . ? C9 C8 C27 C29 -179.4(6) . . . . ? C27 C8 C24 C25 -1.2(4) . . . . ? C24 C8 C27 C29 1.2(4) . . . . ? C7 C9 C6 N2 22.3(2) . . . . ? C6 C9 C7 C4 38.5(3) . . . . ? C7 C9 C6 C11 -103.0(3) . . . . ? C6 C9 C7 C14 -142.4(4) . . . . ? C8 C9 C6 N2 149.3(3) . . . . ? C8 C9 C6 C11 23.9(3) . . . . ? C6 C9 C8 C24 86.0(3) . . . . ? C6 C9 C8 C27 -93.4(4) . . . . ? C19 C9 C6 N2 -95.4(3) . . . . ? C19 C9 C6 C11 139.3(3) . . . . ? C8 C9 C7 C4 -90.0(3) . . . . ? C8 C9 C7 C14 89.1(3) . . . . ? C7 C9 C8 C24 -142.3(4) . . . . ? C7 C9 C8 C27 38.4(3) . . . . ? C19 C9 C7 C4 145.3(4) . . . . ? C19 C9 C7 C14 -35.6(3) . . . . ? C19 C9 C8 C24 -17.2(3) . . . . ? C19 C9 C8 C27 163.4(4) . . . . ? C11 C10 C5 N2 -14.6(3) . . . . ? C11 C10 C5 O3 165.5(4) . . . . ? C5 C10 C11 C6 23.0(3) . . . . ? C10 C11 C6 N2 -22.7(2) . . . . ? C6 C11 C10 C5 23.0(3) . . . . ? C10 C11 C6 C9 109.0(3) . . . . ? C16 C12 C13 N2 0.6(3) . . . . ? C16 C12 C13 C15 -177.9(5) . . . . ? C17 C12 C13 N2 180.0(4) . . . . ? C17 C12 C13 C15 1.4(3) . . . . ? C13 C12 C17 C22 0.7(3) . . . . ? C16 C12 C17 C22 -179.9(5) . . . . ? C12 C13 N2 C5 -72.1(3) . . . . ? C12 C13 N2 C6 96.6(3) . . . . ? N2 C13 C12 C16 0.6(3) . . . . ? N2 C13 C12 C17 180.0(4) . . . . ? C15 C13 N2 C5 106.5(4) . . . . ? C15 C13 N2 C6 -84.8(3) . . . . ? N2 C13 C15 C21 179.0(4) . . . . ? C15 C13 C12 C16 -177.9(5) . . . . ? C15 C13 C12 C17 1.4(3) . . . . ? C12 C13 C15 C21 -2.5(3) . . . . ? C23 C14 C7 C4 -2.0(3) . . . . ? C23 C14 C7 C9 178.8(5) . . . . ? C7 C14 C23 C20 -0.2(4) . . . . ? C21 C15 C13 N2 179.0(4) . . . . ? C21 C15 C13 C12 -2.5(3) . . . . ? C13 C15 C21 C22 1.3(3) . . . . ? C13 C15 C21 C26 -179.1(5) . . . . ? C22 C17 C12 C13 0.7(3) . . . . ? C22 C17 C12 C16 -179.9(5) . . . . ? C12 C17 C22 C21 -1.9(3) . . . . ? C20 C18 C4 C7 -1.0(3) . . . . ? C4 C18 C20 C23 -1.2(4) . . . . ? C23 C20 C18 C4 -1.2(4) . . . . ? C18 C20 C23 C14 1.8(4) . . . . ? C22 C21 C15 C13 1.3(3) . . . . ? C15 C21 C22 C17 0.8(3) . . . . ? C26 C21 C15 C13 -179.1(5) . . . . ? C26 C21 C22 C17 -178.7(5) . . . . ? C21 C22 C17 C12 -1.9(3) . . . . ? C17 C22 C21 C15 0.8(3) . . . . ? C17 C22 C21 C26 -178.7(5) . . . . ? C20 C23 C14 C7 -0.2(4) . . . . ? C14 C23 C20 C18 1.8(4) . . . . ? C25 C24 C8 C9 179.4(5) . . . . ? C25 C24 C8 C27 -1.2(4) . . . . ? C8 C24 C25 C30 0.8(4) . . . . ? C30 C25 C24 C8 0.8(4) . . . . ? C24 C25 C30 C29 -0.3(4) . . . . ? C29 C27 C8 C9 -179.4(6) . . . . ? C29 C27 C8 C24 1.2(4) . . . . ? C8 C27 C29 C30 -0.7(4) . . . . ? C28 C28 C31 C32 -178.5(8) . . . . ? C30 C29 C27 C8 -0.7(4) . . . . ? C27 C29 C30 C25 0.3(4) . . . . ? C29 C30 C25 C24 -0.3(4) . . . . ? C25 C30 C29 C27 0.3(4) . . . . ? C7 C4 C18 H18 179.(3) . . . . ? H4 C4 C7 C9 8.(2) . . . . ? H4 C4 C7 C14 -171.(2) . . . . ? H4 C4 C18 C20 172.(2) . . . . ? H4 C4 C18 H18 -7.(4) . . . . ? N2 C5 C10 H10A 103.(3) . . . . ? N2 C5 C10 H10B -129.(3) . . . . ? O3 C5 C10 H10A -77.(3) . . . . ? O3 C5 C10 H10B 51.(3) . . . . ? N2 C6 C11 H11A 99.(2) . . . . ? N2 C6 C11 H11B -149.(2) . . . . ? C9 C6 C11 H11A -130.(2) . . . . ? C9 C6 C11 H11B -17.(2) . . . . ? C9 C7 C4 H4 8.(2) . . . . ? C4 C7 C14 H14 175.(3) . . . . ? C14 C7 C4 H4 -171.(2) . . . . ? C9 C7 C14 H14 -4.(3) . . . . ? C9 C8 C24 H24 0.(3) . . . . ? C9 C8 C27 H27 1.(3) . . . . ? C24 C8 C27 H27 -179.(3) . . . . ? C27 C8 C24 H24 179.(3) . . . . ? C6 C9 C19 H19A -142.(2) . . . . ? C6 C9 C19 H19B 95.(2) . . . . ? C7 C9 C19 H19A 96.(2) . . . . ? C7 C9 C19 H19B -27.(2) . . . . ? C8 C9 C19 H19A -27.(2) . . . . ? C8 C9 C19 H19B -150.(2) . . . . ? C5 C10 C11 H11A -96.(2) . . . . ? C5 C10 C11 H11B 148.(2) . . . . ? H10A C10 C5 N2 103.(3) . . . . ? H10A C10 C5 O3 -77.(3) . . . . ? H10B C10 C5 N2 -129.(3) . . . . ? H10B C10 C5 O3 51.(3) . . . . ? H10A C10 C11 C6 -84.(3) . . . . ? H10A C10 C11 H11A 156.(4) . . . . ? H10A C10 C11 H11B 40.(4) . . . . ? H10B C10 C11 C6 133.(3) . . . . ? H10B C10 C11 H11A 14.(4) . . . . ? H10B C10 C11 H11B -102.(4) . . . . ? C6 C11 C10 H10A -84.(3) . . . . ? C6 C11 C10 H10B 133.(3) . . . . ? H11A C11 C6 N2 99.(2) . . . . ? H11A C11 C6 C9 -130.(2) . . . . ? H11B C11 C6 N2 -149.(2) . . . . ? H11B C11 C6 C9 -17.(2) . . . . ? H11A C11 C10 C5 -96.(2) . . . . ? H11A C11 C10 H10A 156.(4) . . . . ? H11A C11 C10 H10B 14.(4) . . . . ? H11B C11 C10 C5 148.(2) . . . . ? H11B C11 C10 H10A 40.(4) . . . . ? H11B C11 C10 H10B -102.(4) . . . . ? C13 C12 C16 H16A -180.(2) . . . . ? C13 C12 C16 H16B 60.(2) . . . . ? C13 C12 C16 H16C -60.(2) . . . . ? C13 C12 C17 H17 179.(2) . . . . ? C16 C12 C17 H17 -1.(2) . . . . ? C17 C12 C16 H16A 1.(2) . . . . ? C17 C12 C16 H16B -119.(2) . . . . ? C17 C12 C16 H16C 121.(2) . . . . ? N2 C13 C15 H15 -1.(2) . . . . ? C12 C13 C15 H15 178.(2) . . . . ? C7 C14 C23 H23 180.(3) . . . . ? H14 C14 C7 C4 175.(3) . . . . ? H14 C14 C7 C9 -4.(3) . . . . ? H14 C14 C23 C20 -177.(3) . . . . ? H14 C14 C23 H23 2.(4) . . . . ? H15 C15 C13 N2 -1.(2) . . . . ? H15 C15 C13 C12 178.(2) . . . . ? H15 C15 C21 C22 -179.(2) . . . . ? H15 C15 C21 C26 0.(2) . . . . ? H16A C16 C12 C13 -180.(2) . . . . ? H16A C16 C12 C17 1.(2) . . . . ? H16B C16 C12 C13 60.(2) . . . . ? H16B C16 C12 C17 -119.(2) . . . . ? H16C C16 C12 C13 -60.(2) . . . . ? H16C C16 C12 C17 121.(2) . . . . ? C12 C17 C22 H22 175.(3) . . . . ? H17 C17 C12 C13 179.(2) . . . . ? H17 C17 C12 C16 -1.(2) . . . . ? H17 C17 C22 C21 180.(3) . . . . ? H17 C17 C22 H22 -3.(4) . . . . ? C4 C18 C20 H20 -177.(3) . . . . ? C20 C18 C4 H4 172.(2) . . . . ? H18 C18 C4 C7 179.(3) . . . . ? H18 C18 C4 H4 -7.(4) . . . . ? H18 C18 C20 C23 178.(3) . . . . ? H18 C18 C20 H20 3.(4) . . . . ? H19A C19 C9 C6 -142.(2) . . . . ? H19A C19 C9 C7 96.(2) . . . . ? H19A C19 C9 C8 -27.(2) . . . . ? H19B C19 C9 C6 95.(2) . . . . ? H19B C19 C9 C7 -27.(2) . . . . ? H19B C19 C9 C8 -150.(2) . . . . ? C23 C20 C18 H18 178.(3) . . . . ? C18 C20 C23 H23 -178.(3) . . . . ? H20 C20 C18 C4 -177.(3) . . . . ? H20 C20 C18 H18 3.(4) . . . . ? H20 C20 C23 C14 177.(3) . . . . ? H20 C20 C23 H23 -2.(4) . . . . ? C22 C21 C15 H15 -179.(2) . . . . ? C15 C21 C22 H22 -176.(3) . . . . ? C26 C21 C15 H15 0.(2) . . . . ? C15 C21 C26 H26A 4.(3) . . . . ? C15 C21 C26 H26B -120.(3) . . . . ? C26 C21 C22 H22 4.(3) . . . . ? C22 C21 C26 H26A -177.(3) . . . . ? C22 C21 C26 H26B 59.(3) . . . . ? C21 C22 C17 H17 180.(3) . . . . ? H22 C22 C17 C12 175.(3) . . . . ? H22 C22 C17 H17 -3.(4) . . . . ? H22 C22 C21 C15 -176.(3) . . . . ? H22 C22 C21 C26 4.(3) . . . . ? C20 C23 C14 H14 -177.(3) . . . . ? C14 C23 C20 H20 177.(3) . . . . ? H23 C23 C14 C7 180.(3) . . . . ? H23 C23 C14 H14 2.(4) . . . . ? H23 C23 C20 C18 -178.(3) . . . . ? H23 C23 C20 H20 -2.(4) . . . . ? C8 C24 C25 H25 -179.(3) . . . . ? H24 C24 C8 C9 0.(3) . . . . ? H24 C24 C8 C27 179.(3) . . . . ? H24 C24 C25 C30 -179.(3) . . . . ? H24 C24 C25 H25 1.(4) . . . . ? C24 C25 C30 H30 -180.(3) . . . . ? C30 C25 C24 H24 -179.(3) . . . . ? H25 C25 C24 C8 -179.(3) . . . . ? H25 C25 C24 H24 1.(4) . . . . ? H25 C25 C30 C29 180.(3) . . . . ? H25 C25 C30 H30 0.(4) . . . . ? H26A C26 C21 C15 4.(3) . . . . ? H26A C26 C21 C22 -177.(3) . . . . ? H26B C26 C21 C15 -120.(3) . . . . ? H26B C26 C21 C22 59.(3) . . . . ? C8 C27 C29 H29 -180.(3) . . . . ? H27 C27 C8 C9 1.(3) . . . . ? H27 C27 C8 C24 -179.(3) . . . . ? H27 C27 C29 C30 179.(3) . . . . ? H27 C27 C29 H29 0.(4) . . . . ? C27 C29 C30 H30 180.(3) . . . . ? C30 C29 C27 H27 179.(3) . . . . ? H29 C29 C27 C8 -180.(3) . . . . ? H29 C29 C27 H27 0.(4) . . . . ? H29 C29 C30 C25 179.(3) . . . . ? H29 C29 C30 H30 -1.(4) . . . . ? C25 C30 C29 H29 179.(3) . . . . ? C29 C30 C25 H25 180.(3) . . . . ? H30 C30 C25 C24 -180.(3) . . . . ? H30 C30 C25 H25 0.(4) . . . . ? H30 C30 C29 C27 180.(3) . . . . ? H30 C30 C29 H29 -1.(4) . . . . ? _geom_special_details ; All standard uncertainties (except dihedral angles between l.s. planes) are estimated using the full covariance matrix. The standard uncertainties in cell dimensions are are used in calculating the standard uncertainties of bond distances, angles and torsion angles. Angles between l.s. planes have standard uncertainties calculated from atomic positional standard uncertainties; the errors in cell dimensions are not used in this case. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag N2 C5 1.367(6) . . ? N2 C6 1.476(6) . . ? N2 C13 1.442(6) . . ? O3 C5 1.218(6) . . ? C4 C7 1.387(6) . . ? C4 C18 1.389(7) . . ? C5 C10 1.495(7) . . ? C6 C9 1.589(6) . . ? C6 C11 1.535(7) . . ? C7 C9 1.517(6) . . ? C7 C14 1.391(6) . . ? C8 C9 1.545(6) . . ? C8 C24 1.377(7) . . ? C8 C27 1.387(7) . . ? C9 C19 1.552(6) . . ? C10 C11 1.514(8) . . ? C12 C13 1.399(6) . . ? C12 C16 1.490(8) . . ? C12 C17 1.395(8) . . ? C13 C15 1.389(7) . . ? C14 C23 1.377(8) . . ? C15 C21 1.381(7) . . ? C17 C22 1.377(9) . . ? C18 C20 1.387(9) . . ? C20 C23 1.365(10) . . ? C21 C22 1.389(8) . . ? C21 C26 1.516(8) . . ? C24 C25 1.376(8) . . ? C25 C30 1.376(11) . . ? C27 C29 1.399(9) . . ? C28 C28 1.38(2) . 2_555 ? C28 C31 1.573(13) . . ? C29 C30 1.374(11) . . ? C31 C32 1.56(2) . . ? C4 H4 1.07(6) . . ? C10 H10A 1.04(9) . . ? C10 H10B 1.02(8) . . ? C11 H11A 1.15(7) . . ? C11 H11B 1.02(6) . . ? C14 H14 0.96(6) . . ? C15 H15 1.06(6) . . ? C16 H16A 0.960(5) . . ? C16 H16B 0.960(6) . . ? C16 H16C 0.960(6) . . ? C17 H17 1.02(6) . . ? C18 H18 1.01(7) . . ? C19 H19A 1.05(5) . . ? C19 H19B 0.97(6) . . ? C20 H20 1.03(7) . . ? C22 H22 1.05(7) . . ? C23 H23 0.96(7) . . ? C24 H24 0.960(6) . . ? C25 H25 0.960(6) . . ? C26 H26A 1.00(9) . . ? C26 H26B 1.04(9) . . ? C27 H27 0.960(6) . . ? C29 H29 0.960(7) . . ? C30 H30 0.960(6) . . ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 N2 C6 112.8(4) . . . ? C5 N2 C13 121.2(4) . . . ? C6 N2 C13 125.1(3) . . . ? C7 C4 C18 120.8(5) . . . ? N2 C5 O3 124.8(5) . . . ? N2 C5 C10 109.0(4) . . . ? O3 C5 C10 126.2(5) . . . ? N2 C6 C9 116.7(3) . . . ? N2 C6 C11 102.5(4) . . . ? C9 C6 C11 120.5(4) . . . ? C4 C7 C9 123.9(4) . . . ? C4 C7 C14 117.8(4) . . . ? C9 C7 C14 118.3(4) . . . ? C9 C8 C24 122.7(4) . . . ? C9 C8 C27 120.4(4) . . . ? C24 C8 C27 117.0(5) . . . ? C6 C9 C7 117.8(4) . . . ? C6 C9 C8 111.8(4) . . . ? C6 C9 C19 93.3(3) . . . ? C7 C9 C8 108.7(3) . . . ? C7 C9 C19 112.6(4) . . . ? C8 C9 C19 112.0(4) . . . ? C5 C10 C11 104.4(4) . . . ? C6 C11 C10 105.5(4) . . . ? C13 C12 C16 122.7(5) . . . ? C13 C12 C17 116.9(5) . . . ? C16 C12 C17 120.4(4) . . . ? N2 C13 C12 118.4(4) . . . ? N2 C13 C15 120.7(4) . . . ? C12 C13 C15 120.9(4) . . . ? C7 C14 C23 121.1(5) . . . ? C13 C15 C21 121.4(4) . . . ? C12 C17 C22 122.0(5) . . . ? C4 C18 C20 120.2(5) . . . ? C18 C20 C23 119.2(5) . . . ? C15 C21 C22 118.0(5) . . . ? C15 C21 C26 121.3(5) . . . ? C22 C21 C26 120.6(5) . . . ? C17 C22 C21 120.8(5) . . . ? C14 C23 C20 120.9(6) . . . ? C8 C24 C25 122.7(6) . . . ? C24 C25 C30 119.9(6) . . . ? C8 C27 C29 121.1(6) . . . ? C28 C28 C31 107.6(8) 2_555 . . ? C27 C29 C30 120.1(7) . . . ? C25 C30 C29 119.3(6) . . . ? C28 C31 C32 100.0(13) . . . ? C7 C4 H4 117.(3) . . . ? C18 C4 H4 122.(3) . . . ? C5 C10 H10A 99.(5) . . . ? C5 C10 H10B 104.(4) . . . ? C11 C10 H10A 114.(5) . . . ? C11 C10 H10B 109.(4) . . . ? H10A C10 H10B 123.(6) . . . ? C6 C11 H11A 109.(4) . . . ? C6 C11 H11B 113.(3) . . . ? C10 C11 H11A 113.(4) . . . ? C10 C11 H11B 115.(3) . . . ? H11A C11 H11B 102.(5) . . . ? C7 C14 H14 119.(4) . . . ? C23 C14 H14 120.(4) . . . ? C13 C15 H15 115.(3) . . . ? C21 C15 H15 123.(3) . . . ? C12 C16 H16A 109.6(5) . . . ? C12 C16 H16B 109.4(5) . . . ? C12 C16 H16C 109.3(5) . . . ? H16A C16 H16B 109.5(6) . . . ? H16A C16 H16C 109.5(5) . . . ? H16B C16 H16C 109.5(6) . . . ? C12 C17 H17 112.(3) . . . ? C22 C17 H17 126.(3) . . . ? C4 C18 H18 117.(4) . . . ? C20 C18 H18 123.(4) . . . ? C9 C19 H19A 119.(3) . . . ? C9 C19 H19B 113.(4) . . . ? H19A C19 H19B 105.(4) . . . ? C18 C20 H20 121.(4) . . . ? C23 C20 H20 119.(4) . . . ? C17 C22 H22 119.(4) . . . ? C21 C22 H22 120.(4) . . . ? C14 C23 H23 118.(4) . . . ? C20 C23 H23 121.(4) . . . ? C8 C24 H24 119.8(5) . . . ? C25 C24 H24 117.6(6) . . . ? C24 C25 H25 120.2(7) . . . ? C30 C25 H25 119.9(6) . . . ? C21 C26 H26A 107.(5) . . . ? C21 C26 H26B 106.(4) . . . ? H26A C26 H26B 115.(7) . . . ? C8 C27 H27 119.7(5) . . . ? C29 C27 H27 119.2(6) . . . ? C27 C29 H29 120.5(8) . . . ? C30 C29 H29 119.4(7) . . . ? C25 C30 H30 120.5(8) . . . ? C29 C30 H30 120.2(9) . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag S1 H14 2.87(6) 1_555 3_655 ? S1 H26A 3.47(8) 1_555 1_565 ? S1 H23 3.33(7) 1_555 3_655 ? S1 H26B 3.55(8) 1_555 1_565 ? S1 H29 3.4361(12) 1_555 1_455 ? O3 C10 3.344(7) 1_555 2_655 ? O3 C16 3.532(7) 1_555 2_555 ? O3 H17 2.80(6) 1_555 2_555 ? O3 H10A 2.37(9) 1_555 2_655 ? O3 H4 2.99(6) 1_555 2_655 ? O3 H16A 2.730(4) 1_555 2_555 ? C4 H17 3.16(6) 1_555 1_655 ? C5 H10A 3.00(9) 1_555 2_655 ? C7 H26C 3.2(2) 1_555 3_655 ? C8 H26C 2.4(2) 1_555 3_655 ? C9 H26C 2.7(2) 1_555 3_655 ? C10 H18 3.41(7) 1_555 2_655 ? C10 H10A 3.40(9) 1_555 2_655 ? C10 H4 3.54(6) 1_555 2_655 ? C11 H20 3.48(7) 1_555 1_565 ? C12 H16B 3.284(5) 1_555 2_555 ? C12 H29 3.576(5) 1_555 1_455 ? C14 H19A 3.46(5) 1_555 3_645 ? C14 H30 3.112(5) 1_555 3_745 ? C14 H26C 2.9(2) 1_555 3_655 ? C16 C28 3.580(9) 1_555 2_555 ? C16 H16B 3.321(6) 1_555 2_555 ? C16 H29 3.350(6) 1_555 1_455 ? C17 H18 3.59(7) 1_555 1_455 ? C17 H16B 3.274(6) 1_555 2_555 ? C17 H27 3.189(5) 1_555 1_455 ? C17 H25 3.453(6) 1_555 3_645 ? C18 H17 3.25(6) 1_555 1_655 ? C18 H22 2.83(7) 1_555 1_655 ? C18 H10B 3.32(8) 1_555 2_655 ? C19 H14 3.54(6) 1_555 3_655 ? C19 H23 3.21(7) 1_555 3_655 ? C19 H26C 2.6(2) 1_555 3_655 ? C19 H24 3.354(5) 1_555 3_645 ? C20 H22 2.96(7) 1_555 1_655 ? C20 H11B 3.34(7) 1_555 1_545 ? C21 H24 3.475(5) 1_555 3_645 ? C21 H25 3.309(5) 1_555 3_645 ? C22 H18 3.49(7) 1_555 1_455 ? C22 H25 3.173(6) 1_555 3_645 ? C23 H19A 3.31(5) 1_555 3_645 ? C23 H30 3.404(7) 1_555 3_745 ? C23 H25 3.475(6) 1_555 1_545 ? C24 H19B 3.23(6) 1_555 3_655 ? C24 H23 3.32(7) 1_555 1_565 ? C25 H19B 3.43(6) 1_555 3_655 ? C25 H20 3.43(7) 1_555 1_565 ? C25 H23 2.81(7) 1_555 1_565 ? C25 H26C 3.0(2) 1_555 3_655 ? C26 H19A 3.16(6) 1_555 3_645 ? C26 H11A 3.29(7) 1_555 1_545 ? C26 H24 3.390(7) 1_555 3_645 ? C27 H17 3.40(6) 1_555 1_655 ? C27 H30 3.425(8) 1_555 3_745 ? C27 H26C 3.3(2) 1_555 3_655 ? C28 C31 2.386(12) 1_555 2_545 ? C28 H26B 3.09(9) 1_555 2_545 ? C28 H16A 3.388(7) 1_555 2_555 ? C28 H16B 3.367(6) 1_555 2_555 ? C28 H16C 3.396(7) 1_555 2_555 ? C29 H20 3.51(7) 1_555 1_565 ? C30 H20 3.34(7) 1_555 1_565 ? C30 H23 3.45(7) 1_555 1_565 ? C31 H18 3.07(8) 1_555 2_645 ? C31 H11A 3.21(7) 1_555 1_545 ? C31 H10B 3.06(8) 1_555 1_545 ? C32 H18 3.08(7) 1_555 2_645 ? C32 H10A 3.44(9) 1_555 2_655 ? C32 H20 3.45(7) 1_555 2_645 ? C32 H11B 3.60(6) 1_555 2_655 ? C32 H10B 3.54(8) 1_555 2_655 ? C32 H16A 3.45(2) 1_555 2_555 ? H18 H17 3.09(9) 1_555 1_655 ? H18 H22 2.78(10) 1_555 1_655 ? H18 H10B 2.48(11) 1_555 2_655 ? H17 H4 2.86(8) 1_555 1_455 ? H17 H16B 3.19(6) 1_555 2_555 ? H17 H29 3.54(6) 1_555 1_455 ? H17 H27 2.51(6) 1_555 1_455 ? H14 H19A 3.21(8) 1_555 3_645 ? H14 H30 3.00(6) 1_555 3_745 ? H14 H26C 2.3(2) 1_555 3_655 ? H14 H24 3.21(6) 1_555 3_645 ? H19A H26A 2.64(10) 1_555 3_655 ? H19A H23 2.88(8) 1_555 3_655 ? H19A H24 3.38(5) 1_555 3_645 ? H19B H23 3.12(9) 1_555 3_655 ? H19B H26C 3.1(2) 1_555 3_655 ? H19B H24 2.49(6) 1_555 3_645 ? H19B H25 2.94(6) 1_555 3_645 ? H22 H20 2.95(10) 1_555 1_455 ? H22 H25 3.42(7) 1_555 3_645 ? H26A H11A 2.74(11) 1_555 1_545 ? H26A H24 3.31(8) 1_555 3_645 ? H10A H10A 2.9(2) 1_555 2_655 ? H10A H4 3.40(10) 1_555 2_655 ? H20 H11A 3.43(10) 1_555 1_545 ? H20 H11B 2.60(9) 1_555 1_545 ? H4 H10B 3.16(9) 1_555 2_655 ? H11A H26B 3.02(10) 1_555 1_565 ? H23 H30 3.52(7) 1_555 3_745 ? H23 H29 3.48(6) 1_555 3_745 ? H23 H24 3.40(7) 1_555 1_545 ? H23 H25 2.56(7) 1_555 1_545 ? H26B H16C 2.81(8) 1_555 1_545 ? H26B H29 3.58(8) 1_555 1_445 ? H16A H16B 3.2170 1_555 2_555 ? H16A H29 3.2018 1_555 1_455 ? H16A H27 3.2784 1_555 1_455 ? H16B H16B 2.9776 1_555 2_555 ? H16C H29 2.8923 1_555 1_455 ? H30 H26C 2.9(2) 1_555 1_665 ? H30 H27 3.5605 1_555 3_755 ? H29 H25 3.3706 1_555 3_745 ? H26C H25 3.5(2) 1_555 3_645 ? S1 H14 2.87(6) 1_555 3_655 ? S1 H26A 3.47(8) 1_555 1_565 ? S1 H23 3.33(7) 1_555 3_655 ? S1 H26B 3.55(8) 1_555 1_565 ? S1 H29 3.4361(12) 1_555 1_455 ? O3 C10 3.344(7) 1_555 2_655 ? O3 C16 3.532(7) 1_555 2_555 ? O3 H17 2.80(6) 1_555 2_555 ? O3 H10A 2.37(9) 1_555 2_655 ? O3 H4 2.99(6) 1_555 2_655 ? O3 H16A 2.730(4) 1_555 2_555 ? C4 H17 3.16(6) 1_555 1_655 ? C5 H10A 3.00(9) 1_555 2_655 ? C7 H26C 3.2(2) 1_555 3_655 ? C8 H26C 2.4(2) 1_555 3_655 ? C9 H26C 2.7(2) 1_555 3_655 ? C10 H18 3.41(7) 1_555 2_655 ? C10 H10A 3.40(9) 1_555 2_655 ? C10 H4 3.54(6) 1_555 2_655 ? C11 H20 3.48(7) 1_555 1_565 ? C12 H16B 3.284(5) 1_555 2_555 ? C12 H29 3.576(5) 1_555 1_455 ? C14 H19A 3.46(5) 1_555 3_645 ? C14 H30 3.112(5) 1_555 3_745 ? C14 H26C 2.9(2) 1_555 3_655 ? C16 C28 3.580(9) 1_555 2_555 ? C16 H16B 3.321(6) 1_555 2_555 ? C16 H29 3.350(6) 1_555 1_455 ? C17 H18 3.59(7) 1_555 1_455 ? C17 H16B 3.274(6) 1_555 2_555 ? C17 H27 3.189(5) 1_555 1_455 ? C17 H25 3.453(6) 1_555 3_645 ? C18 H17 3.25(6) 1_555 1_655 ? C18 H22 2.83(7) 1_555 1_655 ? C18 H10B 3.32(8) 1_555 2_655 ? C19 H14 3.54(6) 1_555 3_655 ? C19 H23 3.21(7) 1_555 3_655 ? C19 H26C 2.6(2) 1_555 3_655 ? C19 H24 3.354(5) 1_555 3_645 ? C20 H22 2.96(7) 1_555 1_655 ? C20 H11B 3.34(7) 1_555 1_545 ? C21 H24 3.475(5) 1_555 3_645 ? C21 H25 3.309(5) 1_555 3_645 ? C22 H18 3.49(7) 1_555 1_455 ? C22 H25 3.173(6) 1_555 3_645 ? C23 H19A 3.31(5) 1_555 3_645 ? C23 H30 3.404(7) 1_555 3_745 ? C23 H25 3.475(6) 1_555 1_545 ? C24 H19B 3.23(6) 1_555 3_655 ? C24 H23 3.32(7) 1_555 1_565 ? C25 H19B 3.43(6) 1_555 3_655 ? C25 H20 3.43(7) 1_555 1_565 ? C25 H23 2.81(7) 1_555 1_565 ? C25 H26C 3.0(2) 1_555 3_655 ? C26 H19A 3.16(6) 1_555 3_645 ? C26 H11A 3.29(7) 1_555 1_545 ? C26 H24 3.390(7) 1_555 3_645 ? C27 H17 3.40(6) 1_555 1_655 ? C27 H30 3.425(8) 1_555 3_745 ? C27 H26C 3.3(2) 1_555 3_655 ? C28 C31 2.386(12) 1_555 2_545 ? C28 H26B 3.09(9) 1_555 2_545 ? C28 H16A 3.388(7) 1_555 2_555 ? C28 H16B 3.367(6) 1_555 2_555 ? C28 H16C 3.396(7) 1_555 2_555 ? C29 H20 3.51(7) 1_555 1_565 ? C30 H20 3.34(7) 1_555 1_565 ? C30 H23 3.45(7) 1_555 1_565 ? C31 H18 3.07(8) 1_555 2_645 ? C31 H11A 3.21(7) 1_555 1_545 ? C31 H10B 3.06(8) 1_555 1_545 ? C32 H18 3.08(7) 1_555 2_645 ? C32 H10A 3.44(9) 1_555 2_655 ? C32 H20 3.45(7) 1_555 2_645 ? C32 H11B 3.60(6) 1_555 2_655 ? C32 H10B 3.54(8) 1_555 2_655 ? C32 H16A 3.45(2) 1_555 2_555 ? H18 H17 3.09(9) 1_555 1_655 ? H18 H22 2.78(10) 1_555 1_655 ? H18 H10B 2.48(11) 1_555 2_655 ? H17 H4 2.86(8) 1_555 1_455 ? H17 H16B 3.19(6) 1_555 2_555 ? H17 H29 3.54(6) 1_555 1_455 ? H17 H27 2.51(6) 1_555 1_455 ? H14 H19A 3.21(8) 1_555 3_645 ? H14 H30 3.00(6) 1_555 3_745 ? H14 H26C 2.3(2) 1_555 3_655 ? H14 H24 3.21(6) 1_555 3_645 ? H19A H26A 2.64(10) 1_555 3_655 ? H19A H23 2.88(8) 1_555 3_655 ? H19A H24 3.38(5) 1_555 3_645 ? H19B H23 3.12(9) 1_555 3_655 ? H19B H26C 3.1(2) 1_555 3_655 ? H19B H24 2.49(6) 1_555 3_645 ? H19B H25 2.94(6) 1_555 3_645 ? H22 H20 2.95(10) 1_555 1_455 ? H22 H25 3.42(7) 1_555 3_645 ? H26A H11A 2.74(11) 1_555 1_545 ? H26A H24 3.31(8) 1_555 3_645 ? H10A H10A 2.9(2) 1_555 2_655 ? H10A H4 3.40(10) 1_555 2_655 ? H20 H11A 3.43(10) 1_555 1_545 ? H20 H11B 2.60(9) 1_555 1_545 ? H4 H10B 3.16(9) 1_555 2_655 ? H11A H26B 3.02(10) 1_555 1_565 ? H23 H30 3.52(7) 1_555 3_745 ? H23 H29 3.48(6) 1_555 3_745 ? H23 H24 3.40(7) 1_555 1_545 ? H23 H25 2.56(7) 1_555 1_545 ? H26B H16C 2.81(8) 1_555 1_545 ? H26B H29 3.58(8) 1_555 1_445 ? H16A H16B 3.2170 1_555 2_555 ? H16A H29 3.2018 1_555 1_455 ? H16A H27 3.2784 1_555 1_455 ? H16B H16B 2.9776 1_555 2_555 ? H16C H29 2.8923 1_555 1_455 ? H30 H26C 2.9(2) 1_555 1_665 ? H30 H27 3.5605 1_555 3_755 ? H29 H25 3.3706 1_555 3_745 ? H26C H25 3.5(2) 1_555 3_645 ? #===================================================