# Electronic Supplementary Material (ESI) for CrystEngComm # 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_1 _database_code_depnum_ccdc_archive 'CCDC 898788' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 4-p-tolyl-1,2,3,5-dithiadiazolyl _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H7 N2 S2' _chemical_formula_weight 195.28 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' N N 0.0061 0.0033 '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 monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.940(4) _cell_length_b 10.563(2) _cell_length_c 14.998(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.14(3) _cell_angle_gamma 90.00 _cell_volume 3316.8(11) _cell_formula_units_Z 16 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 37872 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 25.35 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.564 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1616 _exptl_absorpt_coefficient_mu 0.579 _exptl_absorpt_correction_type none _exptl_absorpt_process_details none _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36732 _diffrn_reflns_av_R_equivalents 0.0597 _diffrn_reflns_av_sigmaI/netI 0.0248 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 25.34 _reflns_number_total 3030 _reflns_number_gt 2426 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0419P)^2^+2.4887P] 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 3030 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0466 _refine_ls_R_factor_gt 0.0330 _refine_ls_wR_factor_ref 0.0844 _refine_ls_wR_factor_gt 0.0770 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _refine_ls_shift/su_max 0.000 _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 S11 S 0.43285(3) 0.06996(5) -0.13993(4) 0.03000(15) Uani 1 1 d . . . S21 S 0.41615(3) -0.13406(5) -0.00098(4) 0.03075(15) Uani 1 1 d . . . S22 S 0.31655(3) -0.12641(5) -0.01419(4) 0.03298(16) Uani 1 1 d . . . S12 S 0.33348(3) 0.09017(5) -0.15046(4) 0.02917(15) Uani 1 1 d . . . N12 N 0.33044(8) 0.20461(16) -0.07695(11) 0.0274(4) Uani 1 1 d . . . N21 N 0.41949(8) -0.03272(15) 0.08104(11) 0.0270(4) Uani 1 1 d . . . N22 N 0.30762(8) -0.02597(16) 0.06734(11) 0.0301(4) Uani 1 1 d . . . C11 C 0.39040(9) 0.34410(18) 0.02279(13) 0.0229(4) Uani 1 1 d . . . C22 C 0.41604(10) 0.15709(18) 0.21408(13) 0.0259(4) Uani 1 1 d . . . H22 H 0.4561 0.1261 0.1950 0.031 Uiso 1 1 calc R . . C16 C 0.33501(10) 0.39958(19) 0.05415(14) 0.0286(5) Uani 1 1 d . . . H16 H 0.2945 0.3676 0.0358 0.034 Uiso 1 1 calc R . . C23 C 0.41385(10) 0.25151(19) 0.27834(13) 0.0267(5) Uani 1 1 d . . . H23 H 0.4526 0.2841 0.3029 0.032 Uiso 1 1 calc R . . C26 C 0.30160(9) 0.15314(19) 0.20738(13) 0.0273(5) Uani 1 1 d . . . H26 H 0.2628 0.1195 0.1836 0.033 Uiso 1 1 calc R . . C12 C 0.44912(10) 0.39062(19) 0.05209(14) 0.0288(5) Uani 1 1 d . . . H12 H 0.4874 0.3522 0.0325 0.035 Uiso 1 1 calc R . . C24 C 0.35604(9) 0.29923(18) 0.30743(13) 0.0252(4) Uani 1 1 d . . . C25 C 0.30012(10) 0.2471(2) 0.27163(13) 0.0281(5) Uani 1 1 d . . . H25 H 0.2601 0.2767 0.2917 0.034 Uiso 1 1 calc R . . C13 C 0.45222(10) 0.49338(19) 0.11007(14) 0.0313(5) Uani 1 1 d . . . H13 H 0.4928 0.5249 0.1290 0.038 Uiso 1 1 calc R . . C21 C 0.35982(9) 0.10776(18) 0.17764(13) 0.0229(4) Uani 1 1 d . . . C10 C 0.38711(9) 0.23844(18) -0.04249(13) 0.0239(4) Uani 1 1 d . . . N11 N 0.44161(8) 0.18229(16) -0.06661(12) 0.0288(4) Uani 1 1 d . . . C20 C 0.36240(9) 0.01175(18) 0.10596(13) 0.0244(4) Uani 1 1 d . . . C27 C 0.35424(11) 0.4070(2) 0.37306(15) 0.0335(5) Uani 1 1 d . . . H27A H 0.3097 0.4279 0.3857 0.050 Uiso 0.50 1 calc PR . . H27B H 0.3754 0.4812 0.3477 0.050 Uiso 0.50 1 calc PR . . H27C H 0.3764 0.3821 0.4285 0.050 Uiso 0.50 1 calc PR . . H27D H 0.3980 0.4328 0.3889 0.050 Uiso 0.50 1 calc PR . . H27E H 0.3323 0.3796 0.4269 0.050 Uiso 0.50 1 calc PR . . H27F H 0.3313 0.4787 0.3461 0.050 Uiso 0.50 1 calc PR . . C15 C 0.33881(10) 0.50163(19) 0.11226(14) 0.0303(5) Uani 1 1 d . . . H15 H 0.3006 0.5388 0.1330 0.036 Uiso 1 1 calc R . . C14 C 0.39743(10) 0.55066(19) 0.14080(13) 0.0293(5) Uani 1 1 d . . . C17 C 0.40126(12) 0.6633(2) 0.20229(15) 0.0414(6) Uani 1 1 d . . . H17A H 0.3580 0.6908 0.2169 0.062 Uiso 0.50 1 calc PR . . H17B H 0.4237 0.7325 0.1728 0.062 Uiso 0.50 1 calc PR . . H17C H 0.4245 0.6398 0.2572 0.062 Uiso 0.50 1 calc PR . . H17D H 0.4462 0.6846 0.2143 0.062 Uiso 0.50 1 calc PR . . H17E H 0.3805 0.6429 0.2585 0.062 Uiso 0.50 1 calc PR . . H17F H 0.3797 0.7357 0.1741 0.062 Uiso 0.50 1 calc PR . . 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 S11 0.0280(3) 0.0312(3) 0.0309(3) -0.0071(2) 0.0032(2) -0.0002(2) S21 0.0311(3) 0.0276(3) 0.0333(3) -0.0064(2) -0.0055(2) 0.0048(2) S22 0.0305(3) 0.0344(3) 0.0339(3) -0.0074(2) -0.0027(2) -0.0060(2) S12 0.0288(3) 0.0306(3) 0.0280(3) -0.0032(2) -0.0048(2) 0.0003(2) N12 0.0258(9) 0.0274(9) 0.0290(10) -0.0029(7) -0.0026(8) 0.0010(7) N21 0.0256(9) 0.0283(9) 0.0268(10) -0.0032(7) -0.0057(7) 0.0027(7) N22 0.0267(9) 0.0362(10) 0.0273(10) -0.0043(8) 0.0008(8) -0.0041(8) C11 0.0269(11) 0.0196(10) 0.0221(10) 0.0024(8) 0.0007(8) -0.0004(8) C22 0.0239(11) 0.0284(11) 0.0254(11) 0.0010(9) 0.0015(9) 0.0025(8) C16 0.0268(11) 0.0287(11) 0.0304(12) 0.0022(9) 0.0003(9) -0.0012(9) C23 0.0239(11) 0.0318(11) 0.0244(11) -0.0004(9) -0.0039(8) -0.0008(8) C26 0.0218(11) 0.0332(11) 0.0266(11) 0.0027(9) -0.0020(9) -0.0017(9) C12 0.0248(11) 0.0281(11) 0.0336(12) -0.0013(9) 0.0003(9) 0.0020(9) C24 0.0281(11) 0.0256(10) 0.0219(11) 0.0051(8) 0.0036(9) 0.0018(8) C25 0.0224(11) 0.0346(12) 0.0273(11) 0.0020(9) 0.0032(9) 0.0057(9) C13 0.0304(12) 0.0281(11) 0.0351(13) -0.0036(9) -0.0031(10) -0.0054(9) C21 0.0249(10) 0.0235(10) 0.0202(10) 0.0055(8) -0.0021(8) -0.0003(8) C10 0.0247(11) 0.0215(10) 0.0256(11) 0.0034(8) -0.0006(8) 0.0004(8) N11 0.0255(9) 0.0293(9) 0.0316(10) -0.0052(8) 0.0015(8) -0.0017(7) C20 0.0254(11) 0.0257(10) 0.0222(11) 0.0039(8) -0.0007(8) -0.0015(8) C27 0.0346(12) 0.0318(12) 0.0343(13) -0.0025(9) 0.0037(10) 0.0042(9) C15 0.0314(12) 0.0302(11) 0.0294(12) -0.0018(9) 0.0058(9) 0.0067(9) C14 0.0406(13) 0.0227(10) 0.0244(11) 0.0029(9) 0.0012(9) 0.0005(9) C17 0.0565(16) 0.0332(12) 0.0347(13) -0.0074(10) 0.0043(12) -0.0002(11) _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 S11 N11 1.6257(17) . ? S11 S12 2.0945(8) . ? S21 N21 1.6311(17) . ? S21 S22 2.0927(9) . ? S22 N22 1.6325(18) . ? S12 N12 1.6382(17) . ? N12 C10 1.334(2) . ? N21 C20 1.344(3) . ? N22 C20 1.336(3) . ? C11 C12 1.387(3) . ? C11 C16 1.390(3) . ? C11 C10 1.485(3) . ? C22 C23 1.388(3) . ? C22 C21 1.389(3) . ? C16 C15 1.387(3) . ? C23 C24 1.390(3) . ? C26 C25 1.384(3) . ? C26 C21 1.392(3) . ? C12 C13 1.391(3) . ? C24 C25 1.392(3) . ? C24 C27 1.506(3) . ? C13 C14 1.384(3) . ? C21 C20 1.480(3) . ? C10 N11 1.342(3) . ? C15 C14 1.392(3) . ? C14 C17 1.507(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N11 S11 S12 94.32(7) . . ? N21 S21 S22 94.23(7) . . ? N22 S22 S21 94.76(7) . . ? N12 S12 S11 94.37(7) . . ? C10 N12 S12 114.36(14) . . ? C20 N21 S21 114.45(14) . . ? C20 N22 S22 114.12(14) . . ? C12 C11 C16 118.93(19) . . ? C12 C11 C10 120.28(18) . . ? C16 C11 C10 120.78(18) . . ? C23 C22 C21 120.20(18) . . ? C15 C16 C11 120.2(2) . . ? C22 C23 C24 121.30(19) . . ? C25 C26 C21 120.14(19) . . ? C11 C12 C13 120.28(19) . . ? C23 C24 C25 117.83(19) . . ? C23 C24 C27 120.85(19) . . ? C25 C24 C27 121.28(18) . . ? C26 C25 C24 121.45(19) . . ? C14 C13 C12 121.4(2) . . ? C22 C21 C26 119.05(18) . . ? C22 C21 C20 120.00(18) . . ? C26 C21 C20 120.92(18) . . ? N12 C10 N11 122.14(18) . . ? N12 C10 C11 119.09(17) . . ? N11 C10 C11 118.75(18) . . ? C10 N11 S11 114.81(14) . . ? N22 C20 N21 122.41(18) . . ? N22 C20 C21 118.43(18) . . ? N21 C20 C21 119.14(17) . . ? C16 C15 C14 121.43(19) . . ? C13 C14 C15 117.82(19) . . ? C13 C14 C17 121.0(2) . . ? C15 C14 C17 121.2(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.295 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.055 data_2 _database_code_depnum_ccdc_archive 'CCDC 898789' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 4-m-tolyl-1,2,3,5-dithiadiazolyl _chemical_melting_point ? _chemical_formula_moiety 'C8 H7 N2 S2' _chemical_formula_sum 'C8 H7 N2 S2' _chemical_formula_weight 195.28 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' N N 0.0061 0.0033 '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 Monoclinic _symmetry_space_group_name_H-M P2(1) _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 5.9118(12) _cell_length_b 13.360(3) _cell_length_c 10.963(2) _cell_angle_alpha 90.00 _cell_angle_beta 105.11(3) _cell_angle_gamma 90.00 _cell_volume 836.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8292 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 28.29 _exptl_crystal_description lathe _exptl_crystal_colour red _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.552 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_absorpt_coefficient_mu 0.574 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7702 _exptl_absorpt_correction_T_max 0.9188 _exptl_absorpt_process_details sadabs _exptl_special_details ; Saint Plus, Bruker AXS, Madison, WI, USA. ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 9329 _diffrn_reflns_av_R_equivalents 0.0507 _diffrn_reflns_av_sigmaI/netI 0.0558 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 28.29 _reflns_number_total 3842 _reflns_number_gt 3715 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT, v6.45a' _computing_data_reduction 'Bruker SHELXTL XPREP' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0470P)^2^+0.1008P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.07(6) _refine_ls_number_reflns 3842 _refine_ls_number_parameters 219 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0371 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0945 _refine_ls_wR_factor_gt 0.0935 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.000 _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 C10 C 0.0579(4) 0.32773(15) 0.06086(19) 0.0230(4) Uani 1 1 d . . . S11 S -0.27455(8) 0.44732(4) -0.01479(5) 0.02848(13) Uani 1 1 d . . . N11 N -0.1463(3) 0.35845(14) 0.07945(17) 0.0262(4) Uani 1 1 d . . . C11 C 0.1879(3) 0.24587(15) 0.14039(19) 0.0216(4) Uani 1 1 d . . . S12 S -0.01189(10) 0.45490(4) -0.11136(5) 0.03204(14) Uani 1 1 d . . . N12 N 0.1476(4) 0.36670(15) -0.02826(19) 0.0302(4) Uani 1 1 d . . . C12 C 0.1095(4) 0.20853(15) 0.24025(19) 0.0229(4) Uani 1 1 d . . . H12 H -0.0280 0.2357 0.2568 0.027 Uiso 1 1 calc R . . C13 C 0.2293(4) 0.13191(15) 0.31661(19) 0.0252(4) Uani 1 1 d . . . C14 C 0.4307(4) 0.09392(16) 0.2904(2) 0.0292(5) Uani 1 1 d . . . H14 H 0.5153 0.0418 0.3416 0.035 Uiso 1 1 calc R . . C15 C 0.5097(3) 0.13087(15) 0.1910(2) 0.0272(4) Uani 1 1 d . . . H15 H 0.6473 0.1037 0.1744 0.033 Uiso 1 1 calc R . . C16 C 0.3902(4) 0.20689(15) 0.1156(2) 0.0250(4) Uani 1 1 d . . . H16 H 0.4452 0.2323 0.0476 0.030 Uiso 1 1 calc R . . C17 C 0.1444(4) 0.09111(18) 0.4242(2) 0.0373(5) Uani 1 1 d . . . H17A H 0.1481 0.0178 0.4224 0.056 Uiso 1 1 calc R . . H17B H -0.0165 0.1137 0.4162 0.056 Uiso 1 1 calc R . . H17C H 0.2460 0.1151 0.5043 0.056 Uiso 1 1 calc R . . C20 C 0.2785(3) 0.50239(15) 0.27295(18) 0.0243(4) Uani 1 1 d . . . S21 S -0.05752(10) 0.61175(4) 0.16397(5) 0.03303(14) Uani 1 1 d . . . C21 C 0.3977(3) 0.42951(16) 0.36929(18) 0.0226(4) Uani 1 1 d . . . N21 N 0.0628(3) 0.53275(15) 0.27463(17) 0.0293(4) Uani 1 1 d . . . S22 S 0.23317(10) 0.61757(4) 0.08837(5) 0.03360(14) Uani 1 1 d . . . N22 N 0.3860(3) 0.53651(15) 0.18870(18) 0.0304(4) Uani 1 1 d . . . C22 C 0.3057(4) 0.40593(16) 0.47056(19) 0.0239(4) Uani 1 1 d . . . H22 H 0.1635 0.4366 0.4758 0.029 Uiso 1 1 calc R . . C23 C 0.4152(4) 0.33913(16) 0.5637(2) 0.0271(4) Uani 1 1 d . . . C24 C 0.6216(4) 0.29326(18) 0.5537(2) 0.0305(5) Uani 1 1 d . . . H24 H 0.6989 0.2462 0.6156 0.037 Uiso 1 1 calc R . . C25 C 0.7142(4) 0.31676(18) 0.4522(2) 0.0309(5) Uani 1 1 d . . . H25 H 0.8555 0.2856 0.4464 0.037 Uiso 1 1 calc R . . C26 C 0.6062(4) 0.38357(16) 0.3609(2) 0.0261(4) Uani 1 1 d . . . H26 H 0.6718 0.3986 0.2926 0.031 Uiso 1 1 calc R . . C27 C 0.3172(4) 0.3166(2) 0.6746(2) 0.0382(5) Uani 1 1 d . . . H27A H 0.4108 0.3511 0.7498 0.057 Uiso 1 1 calc R . . H27B H 0.3226 0.2443 0.6899 0.057 Uiso 1 1 calc R . . H27C H 0.1546 0.3398 0.6562 0.057 Uiso 1 1 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_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C10 0.0253(9) 0.0212(9) 0.0226(9) -0.0014(7) 0.0066(8) -0.0016(7) S11 0.0225(2) 0.0315(3) 0.0303(3) 0.0079(2) 0.00466(19) 0.0029(2) N11 0.0222(8) 0.0257(9) 0.0302(9) 0.0076(7) 0.0059(7) 0.0024(7) C11 0.0219(9) 0.0196(9) 0.0224(9) -0.0030(7) 0.0041(7) -0.0015(7) S12 0.0379(3) 0.0352(3) 0.0253(3) 0.0089(2) 0.0121(2) 0.0071(3) N12 0.0334(9) 0.0314(9) 0.0279(9) 0.0073(7) 0.0115(8) 0.0084(8) C12 0.0211(9) 0.0207(9) 0.0265(10) -0.0001(8) 0.0057(8) -0.0002(7) C13 0.0277(9) 0.0202(10) 0.0261(10) 0.0006(8) 0.0040(8) -0.0031(8) C14 0.0259(10) 0.0223(10) 0.0351(11) -0.0004(8) 0.0002(9) 0.0029(8) C15 0.0210(9) 0.0234(10) 0.0351(11) -0.0079(9) 0.0037(8) 0.0016(8) C16 0.0248(10) 0.0237(10) 0.0268(10) -0.0057(8) 0.0075(8) -0.0033(8) C17 0.0409(13) 0.0339(13) 0.0377(12) 0.0121(10) 0.0115(10) 0.0047(10) C20 0.0242(9) 0.0254(10) 0.0220(9) -0.0017(8) 0.0037(7) -0.0028(8) S21 0.0361(3) 0.0336(3) 0.0300(3) 0.0046(2) 0.0100(2) 0.0118(2) C21 0.0216(9) 0.0257(10) 0.0194(9) -0.0019(7) 0.0030(7) -0.0040(7) N21 0.0301(9) 0.0348(10) 0.0242(9) 0.0047(7) 0.0090(7) 0.0077(8) S22 0.0338(3) 0.0337(3) 0.0329(3) 0.0102(2) 0.0081(2) -0.0026(2) N22 0.0266(9) 0.0348(10) 0.0296(9) 0.0079(8) 0.0070(7) -0.0025(8) C22 0.0199(9) 0.0275(10) 0.0240(9) -0.0050(8) 0.0049(8) -0.0027(8) C23 0.0279(10) 0.0283(11) 0.0243(10) -0.0012(8) 0.0055(8) -0.0076(8) C24 0.0291(10) 0.0290(11) 0.0292(11) 0.0028(8) 0.0000(9) -0.0002(9) C25 0.0261(10) 0.0318(11) 0.0341(12) -0.0023(9) 0.0065(9) 0.0024(8) C26 0.0245(10) 0.0294(10) 0.0244(9) -0.0048(8) 0.0065(8) -0.0027(8) C27 0.0397(12) 0.0482(15) 0.0270(11) 0.0063(10) 0.0093(10) 0.0000(11) _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 C10 N12 1.333(3) . ? C10 N11 1.340(3) . ? C10 C11 1.482(3) . ? S11 N11 1.6259(18) . ? S11 S12 2.0974(9) . ? C11 C12 1.388(3) . ? C11 C16 1.395(3) . ? S12 N12 1.631(2) . ? C12 C13 1.393(3) . ? C13 C14 1.392(3) . ? C13 C17 1.500(3) . ? C14 C15 1.384(3) . ? C15 C16 1.382(3) . ? C20 N22 1.331(3) . ? C20 N21 1.343(3) . ? C20 C21 1.474(3) . ? S21 N21 1.6254(19) . ? S21 S22 2.0949(9) . ? C21 C22 1.394(3) . ? C21 C26 1.401(3) . ? S22 N22 1.637(2) . ? C22 C23 1.384(3) . ? C23 C24 1.395(3) . ? C23 C27 1.507(3) . ? C24 C25 1.399(3) . ? C25 C26 1.368(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N12 C10 N11 122.5(2) . . ? N12 C10 C11 118.37(18) . . ? N11 C10 C11 119.07(18) . . ? N11 S11 S12 94.14(7) . . ? C10 N11 S11 114.60(15) . . ? C12 C11 C16 119.9(2) . . ? C12 C11 C10 120.05(17) . . ? C16 C11 C10 120.00(18) . . ? N12 S12 S11 94.55(8) . . ? C10 N12 S12 114.16(16) . . ? C11 C12 C13 121.09(18) . . ? C14 C13 C12 118.18(19) . . ? C14 C13 C17 120.64(19) . . ? C12 C13 C17 121.18(19) . . ? C15 C14 C13 121.00(19) . . ? C16 C15 C14 120.56(19) . . ? C15 C16 C11 119.2(2) . . ? N22 C20 N21 122.2(2) . . ? N22 C20 C21 119.86(19) . . ? N21 C20 C21 117.92(18) . . ? N21 S21 S22 94.29(7) . . ? C22 C21 C26 119.1(2) . . ? C22 C21 C20 120.47(18) . . ? C26 C21 C20 120.45(19) . . ? C20 N21 S21 114.73(15) . . ? N22 S22 S21 94.34(7) . . ? C20 N22 S22 114.39(16) . . ? C23 C22 C21 121.93(19) . . ? C22 C23 C24 118.43(19) . . ? C22 C23 C27 121.3(2) . . ? C24 C23 C27 120.2(2) . . ? C23 C24 C25 119.7(2) . . ? C26 C25 C24 121.6(2) . . ? C25 C26 C21 119.2(2) . . ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.403 _refine_diff_density_min -0.306 _refine_diff_density_rms 0.068 data_3 _database_code_depnum_ccdc_archive 'CCDC 898790' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 4-o-tolyl-1,2,3,5-dithiadiazolyl _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H7 N2 S2' _chemical_formula_weight 195.28 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' N N 0.0061 0.0033 '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 monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.8589(16) _cell_length_b 14.917(3) _cell_length_c 55.362(11) _cell_angle_alpha 90.00 _cell_angle_beta 92.445(3) _cell_angle_gamma 90.00 _cell_volume 6484(2) _cell_formula_units_Z 32 _cell_measurement_temperature 105(2) _cell_measurement_reflns_used 2008 _cell_measurement_theta_min 2.209 _cell_measurement_theta_max 26.12 _exptl_crystal_description plate _exptl_crystal_colour black _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.067 _exptl_crystal_size_min 0.035 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.600 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3232 _exptl_absorpt_coefficient_mu 0.592 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6386 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_process_details 'symmetry-related measurements' _exptl_special_details ; Several datasets were collected for this material, of which this was the best. The relatively high R-factors seem to be a result of psuedo-translational symmetry. There is no evidence for twinning or missed symmetry. ; _diffrn_ambient_temperature 105(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41346 _diffrn_reflns_av_R_equivalents 0.1111 _diffrn_reflns_av_sigmaI/netI 0.1603 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -72 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 28.34 _reflns_number_total 15526 _reflns_number_gt 7694 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0543P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 15526 _refine_ls_number_parameters 873 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1679 _refine_ls_R_factor_gt 0.0746 _refine_ls_wR_factor_ref 0.1696 _refine_ls_wR_factor_gt 0.1366 _refine_ls_goodness_of_fit_ref 0.983 _refine_ls_restrained_S_all 0.983 _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 S11 S 0.03301(16) 0.09987(9) 0.02530(2) 0.0169(3) Uani 1 1 d . . . S81 S 1.02423(17) -0.18261(9) 0.18685(3) 0.0179(3) Uani 1 1 d . . . S12 S -0.14515(16) 0.00361(9) 0.03417(3) 0.0173(3) Uani 1 1 d . . . S21 S 0.18394(16) 0.08795(9) 0.07830(2) 0.0168(3) Uani 1 1 d . . . S71 S 0.87935(17) -0.16282(9) 0.13208(3) 0.0187(3) Uani 1 1 d . . . S22 S 0.00729(17) -0.01111(9) 0.08641(3) 0.0179(3) Uani 1 1 d . . . S62 S 0.49840(17) -0.06264(9) 0.08366(3) 0.0191(3) Uani 1 1 d . . . S52 S 0.35149(17) -0.03448(9) 0.03167(3) 0.0175(3) Uani 1 1 d . . . S31 S 0.38269(17) 0.07008(9) 0.14419(3) 0.0199(3) Uani 1 1 d . . . S51 S 0.53034(17) -0.12087(9) 0.01749(2) 0.0169(3) Uani 1 1 d . . . S42 S 0.34912(18) -0.04398(9) 0.20619(3) 0.0225(3) Uani 1 1 d . . . S61 S 0.67540(16) -0.15200(9) 0.07004(3) 0.0177(3) Uani 1 1 d . . . S41 S 0.52867(17) 0.05470(9) 0.19919(3) 0.0215(3) Uani 1 1 d . . . S72 S 0.70429(17) -0.07184(9) 0.14511(3) 0.0193(3) Uani 1 1 d . . . S32 S 0.20593(17) -0.02826(9) 0.15271(3) 0.0195(3) Uani 1 1 d . . . S82 S 0.84323(17) -0.08694(9) 0.19566(3) 0.0195(3) Uani 1 1 d . . . N22 N -0.1345(6) 0.0594(3) 0.09587(8) 0.0188(10) Uani 1 1 d . . . N62 N 0.3552(5) -0.1400(3) 0.08833(8) 0.0140(9) Uani 1 1 d . . . N72 N 0.5567(5) -0.1468(3) 0.14919(8) 0.0175(10) Uani 1 1 d . . . N82 N 0.7014(5) -0.1603(3) 0.20295(8) 0.0163(10) Uani 1 1 d . . . N21 N 0.0625(5) 0.1703(3) 0.08627(8) 0.0158(10) Uani 1 1 d . . . N31 N 0.2594(5) 0.1534(3) 0.15063(8) 0.0177(10) Uani 1 1 d . . . N11 N -0.0901(5) 0.1837(3) 0.03088(8) 0.0168(10) Uani 1 1 d . . . N42 N 0.2091(5) 0.0265(3) 0.21595(8) 0.0195(10) Uani 1 1 d . . . N61 N 0.5535(5) -0.2391(3) 0.07234(8) 0.0173(10) Uani 1 1 d . . . N52 N 0.2029(5) -0.1114(3) 0.03255(8) 0.0150(10) Uani 1 1 d . . . N32 N 0.0606(5) 0.0434(3) 0.16022(8) 0.0161(10) Uani 1 1 d . . . N71 N 0.7540(5) -0.2491(3) 0.13458(8) 0.0171(10) Uani 1 1 d . . . N41 N 0.4098(5) 0.1373(3) 0.20826(8) 0.0177(10) Uani 1 1 d . . . N12 N -0.2930(5) 0.0761(3) 0.04020(8) 0.0176(10) Uani 1 1 d . . . C20 C -0.0879(6) 0.1452(3) 0.09446(9) 0.0118(11) Uani 1 1 d . . . C60 C 0.4030(6) -0.2222(3) 0.08161(9) 0.0150(11) Uani 1 1 d . . . C30 C 0.1082(6) 0.1294(3) 0.15842(9) 0.0161(12) Uani 1 1 d . . . N51 N 0.4064(5) -0.2075(3) 0.01779(7) 0.0148(10) Uani 1 1 d . . . C21 C -0.2095(6) 0.2158(3) 0.10169(9) 0.0119(11) Uani 1 1 d . . . N81 N 0.9025(5) -0.2669(3) 0.19308(8) 0.0169(10) Uani 1 1 d . . . C31 C -0.0144(6) 0.2007(4) 0.16484(10) 0.0176(12) Uani 1 1 d . . . C80 C 0.7510(6) -0.2458(4) 0.20100(9) 0.0162(12) Uani 1 1 d . . . C71 C 0.4797(6) -0.3043(3) 0.14642(9) 0.0146(11) Uani 1 1 d . . . C41 C 0.1423(6) 0.1808(3) 0.22551(9) 0.0163(12) Uani 1 1 d . . . C10 C -0.2462(6) 0.1624(3) 0.03768(9) 0.0128(11) Uani 1 1 d . . . C50 C 0.2507(7) -0.1929(3) 0.02512(9) 0.0161(12) Uani 1 1 d . . . C76 C 0.3068(7) -0.2825(4) 0.14501(9) 0.0178(12) Uani 1 1 d . . . H76 H 0.2739 -0.2221 0.1420 0.021 Uiso 1 1 calc R . . C24 C -0.4567(7) 0.3388(4) 0.11331(10) 0.0218(13) Uani 1 1 d . . . H24 H -0.5407 0.3820 0.1169 0.026 Uiso 1 1 calc R . . C40 C 0.2598(7) 0.1117(4) 0.21644(10) 0.0188(12) Uani 1 1 d . . . C63 C 0.2060(7) -0.4507(4) 0.08956(9) 0.0188(12) Uani 1 1 d . . . H63 H 0.2385 -0.5115 0.0919 0.023 Uiso 1 1 calc R . . C61 C 0.2816(6) -0.2968(3) 0.08460(9) 0.0149(11) Uani 1 1 d . . . C32 C 0.0321(7) 0.2867(3) 0.17274(9) 0.0151(11) Uani 1 1 d . . . C26 C -0.3817(7) 0.1916(3) 0.10062(9) 0.0177(12) Uani 1 1 d . . . H26 H -0.4140 0.1325 0.0959 0.021 Uiso 1 1 calc R . . C23 C -0.2859(7) 0.3613(3) 0.11503(9) 0.0185(12) Uani 1 1 d . . . H23 H -0.2546 0.4198 0.1204 0.022 Uiso 1 1 calc R . . C37 C 0.2141(7) 0.3194(3) 0.17472(10) 0.0202(12) Uani 1 1 d . . . H37A H 0.2574 0.3265 0.1585 0.030 Uiso 1 1 calc R . . H37B H 0.2843 0.2756 0.1838 0.030 Uiso 1 1 calc R . . H37C H 0.2186 0.3772 0.1831 0.030 Uiso 1 1 calc R . . C22 C -0.1581(7) 0.3012(3) 0.10920(9) 0.0148(11) Uani 1 1 d . . . C73 C 0.4015(7) -0.4565(4) 0.15429(9) 0.0190(12) Uani 1 1 d . . . H73 H 0.4321 -0.5168 0.1578 0.023 Uiso 1 1 calc R . . C70 C 0.6036(6) -0.2308(3) 0.14328(9) 0.0133(11) Uani 1 1 d . . . C86 C 0.4580(6) -0.2978(4) 0.20651(10) 0.0168(12) Uani 1 1 d . . . H86 H 0.4224 -0.2403 0.2008 0.020 Uiso 1 1 calc R . . C81 C 0.6316(6) -0.3180(3) 0.20807(9) 0.0156(12) Uani 1 1 d . . . C47 C 0.3778(7) 0.2936(4) 0.23750(10) 0.0239(13) Uani 1 1 d . . . H47A H 0.4482 0.2460 0.2449 0.036 Uiso 1 1 calc R . . H47B H 0.3844 0.3471 0.2478 0.036 Uiso 1 1 calc R . . H47C H 0.4191 0.3080 0.2215 0.036 Uiso 1 1 calc R . . C16 C -0.5429(6) 0.2111(3) 0.04081(9) 0.0167(12) Uani 1 1 d . . . H16 H -0.5732 0.1499 0.0387 0.020 Uiso 1 1 calc R . . C56 C -0.0477(6) -0.2434(3) 0.02513(9) 0.0166(12) Uani 1 1 d . . . H56 H -0.0788 -0.1820 0.0263 0.020 Uiso 1 1 calc R . . C11 C -0.3711(6) 0.2348(3) 0.04165(9) 0.0143(11) Uani 1 1 d . . . C36 C -0.1877(7) 0.1780(4) 0.16320(10) 0.0189(12) Uani 1 1 d . . . H36 H -0.2197 0.1197 0.1578 0.023 Uiso 1 1 calc R . . C75 C 0.1831(7) -0.3463(4) 0.14789(10) 0.0198(12) Uani 1 1 d . . . H75 H 0.0660 -0.3304 0.1466 0.024 Uiso 1 1 calc R . . C27 C 0.0239(7) 0.3323(3) 0.11191(9) 0.0183(12) Uani 1 1 d . . . H27A H 0.0916 0.2875 0.1210 0.028 Uiso 1 1 calc R . . H27B H 0.0286 0.3896 0.1206 0.028 Uiso 1 1 calc R . . H27C H 0.0701 0.3402 0.0959 0.028 Uiso 1 1 calc R . . C35 C -0.3142(7) 0.2382(4) 0.16928(10) 0.0202(12) Uani 1 1 d . . . H35 H -0.4311 0.2218 0.1679 0.024 Uiso 1 1 calc R . . C62 C 0.3320(6) -0.3869(4) 0.08714(9) 0.0163(12) Uani 1 1 d . . . C65 C -0.0160(7) -0.3410(4) 0.08625(10) 0.0211(13) Uani 1 1 d . . . H65 H -0.1334 -0.3255 0.0860 0.025 Uiso 1 1 calc R . . C44 C -0.1000(7) 0.2983(4) 0.24249(10) 0.0237(13) Uani 1 1 d . . . H44 H -0.1816 0.3386 0.2485 0.028 Uiso 1 1 calc R . . C66 C 0.1073(7) -0.2759(4) 0.08427(10) 0.0189(12) Uani 1 1 d . . . H66 H 0.0732 -0.2150 0.0826 0.023 Uiso 1 1 calc R . . C12 C -0.3237(6) 0.3249(3) 0.04517(9) 0.0153(11) Uani 1 1 d . . . C72 C 0.5304(6) -0.3939(3) 0.15086(9) 0.0153(11) Uani 1 1 d . . . C25 C -0.5049(7) 0.2531(3) 0.10632(9) 0.0185(12) Uani 1 1 d . . . H25 H -0.6218 0.2367 0.1055 0.022 Uiso 1 1 calc R . . C77 C 0.7109(6) -0.4249(3) 0.15254(10) 0.0176(12) Uani 1 1 d . . . H77A H 0.7589 -0.4223 0.1365 0.026 Uiso 1 1 calc R . . H77B H 0.7154 -0.4867 0.1585 0.026 Uiso 1 1 calc R . . H77C H 0.7770 -0.3860 0.1637 0.026 Uiso 1 1 calc R . . C74 C 0.2307(7) -0.4335(4) 0.15270(10) 0.0199(12) Uani 1 1 d . . . H74 H 0.1463 -0.4780 0.1549 0.024 Uiso 1 1 calc R . . C83 C 0.5617(7) -0.4624(4) 0.22335(10) 0.0227(13) Uani 1 1 d . . . H83 H 0.5962 -0.5194 0.2295 0.027 Uiso 1 1 calc R . . C82 C 0.6864(6) -0.4015(3) 0.21643(9) 0.0167(12) Uani 1 1 d . . . C34 C -0.2656(7) 0.3220(4) 0.17737(10) 0.0208(13) Uani 1 1 d . . . H34 H -0.3495 0.3637 0.1820 0.025 Uiso 1 1 calc R . . C64 C 0.0355(7) -0.4295(4) 0.08867(9) 0.0207(12) Uani 1 1 d . . . H64 H -0.0472 -0.4757 0.0897 0.025 Uiso 1 1 calc R . . C42 C 0.1957(7) 0.2625(4) 0.23494(9) 0.0183(12) Uani 1 1 d . . . C15 C -0.6700(7) 0.2738(4) 0.04297(10) 0.0209(13) Uani 1 1 d . . . H15 H -0.7864 0.2564 0.0421 0.025 Uiso 1 1 calc R . . C57 C 0.3524(6) -0.3909(3) 0.02217(10) 0.0191(12) Uani 1 1 d . . . H57A H 0.3537 -0.4566 0.0227 0.029 Uiso 1 1 calc R . . H57B H 0.4195 -0.3672 0.0361 0.029 Uiso 1 1 calc R . . H57C H 0.4017 -0.3705 0.0072 0.029 Uiso 1 1 calc R . . C53 C 0.0396(6) -0.4208(3) 0.02239(9) 0.0164(11) Uani 1 1 d . . . H53 H 0.0681 -0.4826 0.0218 0.020 Uiso 1 1 calc R . . C52 C 0.1714(6) -0.3580(3) 0.02305(9) 0.0145(11) Uani 1 1 d . . . C17 C -0.1420(6) 0.3585(3) 0.04648(10) 0.0200(12) Uani 1 1 d . . . H17A H -0.1397 0.4206 0.0523 0.030 Uiso 1 1 calc R . . H17B H -0.0951 0.3559 0.0304 0.030 Uiso 1 1 calc R . . H17C H -0.0733 0.3209 0.0577 0.030 Uiso 1 1 calc R . . C67 C 0.5171(6) -0.4153(3) 0.08878(10) 0.0196(12) Uani 1 1 d . . . H67A H 0.5244 -0.4795 0.0925 0.029 Uiso 1 1 calc R . . H67B H 0.5776 -0.3813 0.1016 0.029 Uiso 1 1 calc R . . H67C H 0.5691 -0.4037 0.0733 0.029 Uiso 1 1 calc R . . C14 C -0.6247(7) 0.3632(4) 0.04653(9) 0.0198(12) Uani 1 1 d . . . H14 H -0.7101 0.4077 0.0481 0.024 Uiso 1 1 calc R . . C84 C 0.3909(7) -0.4422(4) 0.22156(10) 0.0237(13) Uani 1 1 d . . . H84 H 0.3095 -0.4853 0.2262 0.028 Uiso 1 1 calc R . . C54 C -0.1301(7) -0.3973(4) 0.02251(10) 0.0222(13) Uani 1 1 d . . . H54 H -0.2161 -0.4421 0.0217 0.027 Uiso 1 1 calc R . . C55 C -0.1726(7) -0.3084(4) 0.02382(10) 0.0199(12) Uani 1 1 d . . . H55 H -0.2891 -0.2913 0.0238 0.024 Uiso 1 1 calc R . . C46 C -0.0314(7) 0.1580(4) 0.22450(9) 0.0213(13) Uani 1 1 d . . . H46 H -0.0664 0.1016 0.2180 0.026 Uiso 1 1 calc R . . C85 C 0.3374(7) -0.3592(4) 0.21298(10) 0.0232(13) Uani 1 1 d . . . H85 H 0.2196 -0.3449 0.2116 0.028 Uiso 1 1 calc R . . C33 C -0.0945(7) 0.3460(4) 0.17886(9) 0.0202(12) Uani 1 1 d . . . H33 H -0.0638 0.4045 0.1842 0.024 Uiso 1 1 calc R . . C13 C -0.4543(7) 0.3868(4) 0.04780(9) 0.0191(12) Uani 1 1 d . . . H13 H -0.4251 0.4478 0.0506 0.023 Uiso 1 1 calc R . . C87 C 0.8705(7) -0.4302(4) 0.21915(10) 0.0232(13) Uani 1 1 d . . . H87A H 0.9170 -0.4374 0.2031 0.035 Uiso 1 1 calc R . . H87B H 0.8780 -0.4874 0.2279 0.035 Uiso 1 1 calc R . . H87C H 0.9359 -0.3846 0.2283 0.035 Uiso 1 1 calc R . . C43 C 0.0706(8) 0.3212(4) 0.24339(10) 0.0254(14) Uani 1 1 d . . . H43 H 0.1045 0.3777 0.2499 0.030 Uiso 1 1 calc R . . C51 C 0.1245(6) -0.2671(3) 0.02481(9) 0.0148(11) Uani 1 1 d . . . C45 C -0.1519(7) 0.2168(4) 0.23282(10) 0.0276(14) Uani 1 1 d . . . H45 H -0.2692 0.2012 0.2319 0.033 Uiso 1 1 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_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S11 0.0125(7) 0.0173(7) 0.0211(8) -0.0009(6) 0.0044(6) 0.0009(5) S81 0.0107(7) 0.0202(8) 0.0230(8) -0.0001(6) 0.0034(6) -0.0014(5) S12 0.0136(7) 0.0146(7) 0.0237(8) -0.0025(6) 0.0020(6) 0.0002(5) S21 0.0114(6) 0.0168(7) 0.0224(8) -0.0028(6) 0.0033(6) -0.0002(5) S71 0.0142(7) 0.0189(7) 0.0233(8) 0.0006(6) 0.0044(6) -0.0017(6) S22 0.0159(7) 0.0137(7) 0.0243(8) 0.0002(6) 0.0034(6) -0.0002(5) S62 0.0169(7) 0.0156(7) 0.0250(8) -0.0023(6) 0.0020(6) -0.0015(5) S52 0.0133(7) 0.0135(7) 0.0256(8) 0.0004(6) 0.0015(6) -0.0006(5) S31 0.0150(7) 0.0190(7) 0.0262(8) 0.0007(6) 0.0086(6) 0.0002(6) S51 0.0132(7) 0.0171(7) 0.0207(8) 0.0004(6) 0.0037(6) -0.0026(5) S42 0.0165(7) 0.0205(8) 0.0310(9) 0.0028(6) 0.0046(6) 0.0005(6) S61 0.0120(7) 0.0179(7) 0.0232(8) 0.0024(6) 0.0009(6) -0.0015(5) S41 0.0125(7) 0.0213(8) 0.0311(9) 0.0005(6) 0.0050(6) 0.0003(6) S72 0.0144(7) 0.0157(7) 0.0280(8) 0.0015(6) 0.0036(6) 0.0002(5) S32 0.0144(7) 0.0180(7) 0.0265(8) -0.0024(6) 0.0048(6) -0.0005(5) S82 0.0137(7) 0.0200(7) 0.0251(8) -0.0025(6) 0.0055(6) -0.0020(6) N22 0.024(3) 0.009(2) 0.024(3) -0.0010(19) 0.008(2) -0.0003(19) N62 0.009(2) 0.012(2) 0.021(2) 0.0000(19) 0.0025(18) 0.0004(17) N72 0.011(2) 0.018(2) 0.023(3) -0.001(2) 0.0040(19) -0.0003(18) N82 0.015(2) 0.013(2) 0.021(3) 0.0008(19) 0.0076(19) -0.0020(18) N21 0.010(2) 0.013(2) 0.024(3) 0.0002(19) 0.0053(19) -0.0022(17) N31 0.009(2) 0.018(2) 0.026(3) 0.000(2) 0.0045(19) 0.0007(18) N11 0.013(2) 0.020(2) 0.018(2) -0.001(2) 0.0017(19) 0.0008(18) N42 0.015(2) 0.021(3) 0.023(3) 0.005(2) 0.007(2) -0.0013(19) N61 0.015(2) 0.016(2) 0.021(3) 0.002(2) 0.0012(19) -0.0023(18) N52 0.010(2) 0.009(2) 0.026(3) -0.0046(19) 0.0001(19) -0.0021(17) N32 0.014(2) 0.013(2) 0.021(3) 0.0024(19) 0.0030(19) 0.0011(18) N71 0.014(2) 0.019(2) 0.019(3) 0.0027(19) 0.0026(19) 0.0022(19) N41 0.014(2) 0.019(2) 0.021(3) 0.002(2) 0.0036(19) 0.0012(18) N12 0.014(2) 0.014(2) 0.025(3) -0.001(2) -0.0004(19) -0.0034(18) C20 0.006(2) 0.017(3) 0.013(3) -0.001(2) 0.002(2) -0.001(2) C60 0.014(3) 0.021(3) 0.010(3) 0.002(2) 0.001(2) -0.001(2) C30 0.012(3) 0.019(3) 0.017(3) 0.001(2) -0.003(2) -0.004(2) N51 0.015(2) 0.017(2) 0.012(2) -0.0014(18) 0.0016(18) -0.0050(18) C21 0.010(3) 0.014(3) 0.011(3) 0.003(2) 0.001(2) -0.001(2) N81 0.017(2) 0.012(2) 0.022(3) 0.0013(19) 0.003(2) -0.0062(18) C31 0.009(3) 0.024(3) 0.020(3) 0.005(2) 0.004(2) 0.002(2) C80 0.013(3) 0.024(3) 0.012(3) 0.000(2) 0.002(2) -0.001(2) C71 0.012(3) 0.015(3) 0.017(3) -0.002(2) 0.000(2) -0.002(2) C41 0.015(3) 0.020(3) 0.014(3) 0.003(2) 0.003(2) -0.002(2) C10 0.008(2) 0.019(3) 0.011(3) 0.001(2) 0.000(2) 0.000(2) C50 0.014(3) 0.018(3) 0.016(3) 0.001(2) 0.001(2) -0.002(2) C76 0.018(3) 0.020(3) 0.015(3) 0.001(2) 0.002(2) 0.003(2) C24 0.018(3) 0.023(3) 0.025(3) 0.000(3) 0.009(2) 0.006(2) C40 0.017(3) 0.022(3) 0.016(3) 0.003(2) 0.000(2) -0.004(2) C63 0.022(3) 0.015(3) 0.019(3) 0.001(2) 0.004(2) -0.001(2) C61 0.016(3) 0.016(3) 0.012(3) -0.001(2) 0.001(2) -0.001(2) C32 0.018(3) 0.016(3) 0.012(3) 0.005(2) 0.001(2) -0.006(2) C26 0.020(3) 0.014(3) 0.019(3) 0.001(2) 0.005(2) 0.000(2) C23 0.028(3) 0.007(3) 0.019(3) -0.001(2) -0.001(2) -0.002(2) C37 0.020(3) 0.020(3) 0.022(3) 0.001(2) 0.002(2) -0.001(2) C22 0.019(3) 0.008(3) 0.017(3) 0.001(2) -0.002(2) -0.001(2) C73 0.019(3) 0.022(3) 0.016(3) -0.001(2) 0.000(2) -0.001(2) C70 0.015(3) 0.013(3) 0.012(3) -0.002(2) 0.002(2) 0.005(2) C86 0.012(3) 0.016(3) 0.022(3) -0.003(2) -0.001(2) -0.001(2) C81 0.009(3) 0.023(3) 0.015(3) -0.004(2) 0.006(2) -0.005(2) C47 0.021(3) 0.026(3) 0.024(3) -0.001(3) -0.001(3) -0.003(2) C16 0.014(3) 0.013(3) 0.024(3) 0.001(2) 0.004(2) 0.000(2) C56 0.015(3) 0.015(3) 0.020(3) -0.003(2) 0.001(2) 0.002(2) C11 0.012(3) 0.020(3) 0.011(3) 0.000(2) 0.004(2) 0.003(2) C36 0.016(3) 0.017(3) 0.024(3) 0.005(2) 0.002(2) -0.003(2) C75 0.012(3) 0.023(3) 0.024(3) -0.009(3) 0.003(2) -0.003(2) C27 0.022(3) 0.016(3) 0.017(3) -0.005(2) 0.005(2) -0.002(2) C35 0.011(3) 0.026(3) 0.023(3) 0.003(3) 0.002(2) -0.001(2) C62 0.013(3) 0.023(3) 0.013(3) -0.001(2) 0.006(2) 0.001(2) C65 0.010(3) 0.029(3) 0.024(3) 0.004(3) 0.003(2) 0.000(2) C44 0.020(3) 0.029(3) 0.022(3) -0.005(3) 0.004(3) 0.005(3) C66 0.016(3) 0.019(3) 0.022(3) -0.001(2) 0.003(2) 0.003(2) C12 0.015(3) 0.019(3) 0.012(3) 0.001(2) 0.003(2) -0.002(2) C72 0.015(3) 0.019(3) 0.012(3) -0.002(2) 0.002(2) -0.001(2) C25 0.016(3) 0.019(3) 0.021(3) 0.000(2) 0.004(2) -0.003(2) C77 0.015(3) 0.013(3) 0.025(3) -0.001(2) 0.006(2) 0.001(2) C74 0.013(3) 0.020(3) 0.027(3) -0.001(2) 0.005(2) -0.003(2) C83 0.028(3) 0.017(3) 0.023(3) 0.004(2) 0.002(3) -0.002(2) C82 0.014(3) 0.020(3) 0.017(3) 0.001(2) 0.006(2) -0.003(2) C34 0.018(3) 0.025(3) 0.020(3) 0.002(2) 0.006(2) 0.005(2) C64 0.021(3) 0.021(3) 0.020(3) 0.005(2) 0.002(2) -0.004(2) C42 0.018(3) 0.024(3) 0.013(3) 0.005(2) 0.000(2) 0.002(2) C15 0.013(3) 0.030(3) 0.020(3) -0.001(3) 0.004(2) 0.004(2) C57 0.016(3) 0.019(3) 0.022(3) 0.000(2) 0.005(2) 0.002(2) C53 0.016(3) 0.016(3) 0.017(3) -0.002(2) 0.003(2) 0.001(2) C52 0.012(3) 0.018(3) 0.014(3) -0.002(2) 0.005(2) 0.003(2) C17 0.019(3) 0.016(3) 0.025(3) -0.001(2) 0.001(2) -0.006(2) C67 0.021(3) 0.015(3) 0.024(3) 0.005(2) 0.004(2) 0.004(2) C14 0.018(3) 0.021(3) 0.021(3) -0.005(2) 0.006(2) 0.004(2) C84 0.016(3) 0.026(3) 0.029(3) 0.008(3) 0.003(2) -0.009(2) C54 0.020(3) 0.020(3) 0.027(3) -0.003(3) 0.004(2) -0.009(2) C55 0.014(3) 0.021(3) 0.024(3) 0.000(2) 0.001(2) -0.006(2) C46 0.017(3) 0.032(3) 0.015(3) 0.003(3) -0.001(2) 0.002(2) C85 0.017(3) 0.033(4) 0.019(3) -0.003(3) 0.004(2) -0.002(2) C33 0.023(3) 0.019(3) 0.019(3) -0.001(2) 0.001(2) 0.003(2) C13 0.023(3) 0.018(3) 0.017(3) 0.000(2) 0.001(2) -0.001(2) C87 0.019(3) 0.025(3) 0.026(3) 0.005(3) 0.004(2) -0.001(2) C43 0.032(4) 0.025(3) 0.019(3) -0.001(3) 0.001(3) 0.002(3) C51 0.012(3) 0.020(3) 0.013(3) -0.002(2) 0.006(2) -0.004(2) C45 0.017(3) 0.045(4) 0.020(3) 0.003(3) 0.001(2) -0.002(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 S11 N11 1.619(4) . ? S11 S12 2.0789(19) . ? S81 N81 1.625(4) . ? S81 S82 2.0873(19) . ? S12 N12 1.632(4) . ? S21 N21 1.628(4) . ? S21 S22 2.0894(19) . ? S71 N71 1.631(4) . ? S71 S72 2.0832(19) . ? S22 N22 1.635(4) . ? S62 N62 1.640(4) . ? S62 S61 2.0903(19) . ? S52 N52 1.639(4) . ? S52 S51 2.0848(19) . ? S31 N31 1.625(4) . ? S31 S32 2.0881(19) . ? S51 N51 1.619(4) . ? S42 N42 1.631(4) . ? S42 S41 2.087(2) . ? S61 N61 1.623(4) . ? S41 N41 1.638(4) . ? S72 N72 1.634(4) . ? S32 N32 1.632(4) . ? S82 N82 1.625(4) . ? N22 C20 1.335(6) . ? N62 C60 1.340(6) . ? N72 C70 1.350(6) . ? N82 C80 1.338(6) . ? N21 C20 1.337(6) . ? N31 C30 1.330(6) . ? N11 C10 1.337(6) . ? N42 C40 1.331(6) . ? N61 C60 1.333(6) . ? N52 C50 1.342(6) . ? N32 C30 1.341(6) . ? N71 C70 1.323(6) . ? N41 C40 1.337(6) . ? N12 C10 1.348(6) . ? C20 C21 1.488(7) . ? C60 C61 1.480(7) . ? C30 C31 1.488(7) . ? N51 C50 1.323(6) . ? C21 C22 1.395(7) . ? C21 C26 1.399(7) . ? N81 C80 1.324(6) . ? C31 C32 1.399(7) . ? C31 C36 1.403(7) . ? C80 C81 1.491(7) . ? C71 C76 1.396(7) . ? C71 C72 1.414(7) . ? C71 C70 1.481(7) . ? C41 C42 1.383(7) . ? C41 C46 1.405(7) . ? C41 C40 1.486(7) . ? C10 C11 1.482(7) . ? C50 C51 1.485(7) . ? C76 C75 1.375(7) . ? C24 C23 1.383(7) . ? C24 C25 1.383(7) . ? C63 C64 1.376(7) . ? C63 C62 1.384(7) . ? C61 C66 1.404(7) . ? C61 C62 1.406(7) . ? C32 C33 1.383(7) . ? C32 C37 1.511(7) . ? C26 C25 1.380(7) . ? C23 C22 1.395(7) . ? C22 C27 1.506(7) . ? C73 C74 1.385(7) . ? C73 C72 1.396(7) . ? C86 C85 1.377(7) . ? C86 C81 1.396(7) . ? C81 C82 1.391(7) . ? C47 C42 1.505(7) . ? C16 C15 1.378(7) . ? C16 C11 1.394(7) . ? C56 C55 1.380(7) . ? C56 C51 1.400(7) . ? C11 C12 1.407(7) . ? C36 C35 1.392(7) . ? C75 C74 1.377(7) . ? C35 C34 1.377(7) . ? C62 C67 1.514(7) . ? C65 C66 1.380(7) . ? C65 C64 1.386(7) . ? C44 C43 1.382(8) . ? C44 C45 1.383(8) . ? C12 C13 1.393(7) . ? C12 C17 1.513(7) . ? C72 C77 1.491(7) . ? C83 C84 1.375(7) . ? C83 C82 1.402(7) . ? C82 C87 1.510(7) . ? C34 C33 1.390(7) . ? C42 C43 1.411(7) . ? C15 C14 1.392(7) . ? C57 C52 1.507(7) . ? C53 C54 1.379(7) . ? C53 C52 1.396(7) . ? C52 C51 1.410(7) . ? C14 C13 1.383(7) . ? C84 C85 1.385(8) . ? C54 C55 1.371(7) . ? C46 C45 1.384(7) . ? 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 N11 S11 S12 94.28(17) . . ? N81 S81 S82 93.79(17) . . ? N12 S12 S11 94.78(16) . . ? N21 S21 S22 94.17(16) . . ? N71 S71 S72 94.27(16) . . ? N22 S22 S21 94.70(16) . . ? N62 S62 S61 94.60(16) . . ? N52 S52 S51 94.06(16) . . ? N31 S31 S32 94.53(16) . . ? N51 S51 S52 94.25(16) . . ? N42 S42 S41 94.46(17) . . ? N61 S61 S62 94.48(17) . . ? N41 S41 S42 94.30(17) . . ? N72 S72 S71 94.88(16) . . ? N32 S32 S31 94.41(16) . . ? N82 S82 S81 94.51(17) . . ? C20 N22 S22 113.9(4) . . ? C60 N62 S62 113.4(3) . . ? C70 N72 S72 113.5(3) . . ? C80 N82 S82 114.6(4) . . ? C20 N21 S21 114.7(3) . . ? C30 N31 S31 114.5(4) . . ? C10 N11 S11 115.7(4) . . ? C40 N42 S42 114.6(4) . . ? C60 N61 S61 114.5(4) . . ? C50 N52 S52 114.6(3) . . ? C30 N32 S32 114.0(4) . . ? C70 N71 S71 114.9(4) . . ? C40 N41 S41 114.3(4) . . ? C10 N12 S12 114.3(3) . . ? N22 C20 N21 122.5(4) . . ? N22 C20 C21 118.8(4) . . ? N21 C20 C21 118.7(4) . . ? N61 C60 N62 122.9(5) . . ? N61 C60 C61 119.2(5) . . ? N62 C60 C61 117.9(4) . . ? N31 C30 N32 122.5(5) . . ? N31 C30 C31 118.8(5) . . ? N32 C30 C31 118.7(4) . . ? C50 N51 S51 115.9(4) . . ? C22 C21 C26 121.0(5) . . ? C22 C21 C20 123.0(5) . . ? C26 C21 C20 116.0(4) . . ? C80 N81 S81 115.6(4) . . ? C32 C31 C36 118.8(5) . . ? C32 C31 C30 124.5(5) . . ? C36 C31 C30 116.7(5) . . ? N81 C80 N82 121.5(5) . . ? N81 C80 C81 120.0(5) . . ? N82 C80 C81 118.6(4) . . ? C76 C71 C72 119.8(5) . . ? C76 C71 C70 117.7(5) . . ? C72 C71 C70 122.6(5) . . ? C42 C41 C46 120.5(5) . . ? C42 C41 C40 123.7(5) . . ? C46 C41 C40 115.8(5) . . ? N11 C10 N12 121.0(5) . . ? N11 C10 C11 119.4(5) . . ? N12 C10 C11 119.6(4) . . ? N51 C50 N52 121.1(5) . . ? N51 C50 C51 120.0(5) . . ? N52 C50 C51 118.9(4) . . ? C75 C76 C71 121.6(5) . . ? C23 C24 C25 119.8(5) . . ? N42 C40 N41 122.3(5) . . ? N42 C40 C41 118.7(5) . . ? N41 C40 C41 119.0(5) . . ? C64 C63 C62 122.6(5) . . ? C66 C61 C62 119.0(5) . . ? C66 C61 C60 117.7(5) . . ? C62 C61 C60 123.3(5) . . ? C33 C32 C31 118.8(5) . . ? C33 C32 C37 117.7(5) . . ? C31 C32 C37 123.5(5) . . ? C25 C26 C21 120.4(5) . . ? C24 C23 C22 122.3(5) . . ? C21 C22 C23 117.0(5) . . ? C21 C22 C27 125.0(5) . . ? C23 C22 C27 118.0(5) . . ? C74 C73 C72 122.2(5) . . ? N71 C70 N72 122.5(5) . . ? N71 C70 C71 119.5(4) . . ? N72 C70 C71 118.1(4) . . ? C85 C86 C81 121.5(5) . . ? C82 C81 C86 120.1(5) . . ? C82 C81 C80 123.0(5) . . ? C86 C81 C80 116.9(5) . . ? C15 C16 C11 122.0(5) . . ? C55 C56 C51 120.6(5) . . ? C16 C11 C12 119.8(5) . . ? C16 C11 C10 117.2(5) . . ? C12 C11 C10 122.9(5) . . ? C35 C36 C31 122.0(5) . . ? C76 C75 C74 119.3(5) . . ? C34 C35 C36 118.2(5) . . ? C63 C62 C61 117.8(5) . . ? C63 C62 C67 119.4(5) . . ? C61 C62 C67 122.7(5) . . ? C66 C65 C64 118.3(5) . . ? C43 C44 C45 120.0(5) . . ? C65 C66 C61 122.1(5) . . ? C13 C12 C11 117.1(5) . . ? C13 C12 C17 118.3(5) . . ? C11 C12 C17 124.6(5) . . ? C73 C72 C71 117.1(5) . . ? C73 C72 C77 118.6(5) . . ? C71 C72 C77 124.3(5) . . ? C26 C25 C24 119.4(5) . . ? C75 C74 C73 120.0(5) . . ? C84 C83 C82 122.0(5) . . ? C81 C82 C83 117.5(5) . . ? C81 C82 C87 124.7(5) . . ? C83 C82 C87 117.8(5) . . ? C35 C34 C33 120.5(5) . . ? C63 C64 C65 120.2(5) . . ? C41 C42 C43 117.8(5) . . ? C41 C42 C47 125.4(5) . . ? C43 C42 C47 116.7(5) . . ? C16 C15 C14 118.7(5) . . ? C54 C53 C52 123.1(5) . . ? C53 C52 C51 116.8(4) . . ? C53 C52 C57 118.8(5) . . ? C51 C52 C57 124.4(5) . . ? C13 C14 C15 119.5(5) . . ? C83 C84 C85 120.2(5) . . ? C55 C54 C53 118.9(5) . . ? C54 C55 C56 120.5(5) . . ? C45 C46 C41 120.7(6) . . ? C86 C85 C84 118.8(5) . . ? C32 C33 C34 121.7(5) . . ? C14 C13 C12 122.8(5) . . ? C44 C43 C42 121.6(5) . . ? C56 C51 C52 120.0(5) . . ? C56 C51 C50 117.2(5) . . ? C52 C51 C50 122.7(5) . . ? C44 C45 C46 119.4(5) . . ? _diffrn_measured_fraction_theta_max 0.959 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.496 _refine_diff_density_min -0.700 _refine_diff_density_rms 0.123 #=== END