# This journal is © Deutsche Bunsen-Gesellschaft für Physikalische Chemie, # Koninklijke Nederlandse Chemische Vereniging, The Royal Society of Chemistry # and Società Chimica Italiana 2000 # CCDC Number: 1326/11 data_j _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C19 H12 N2 S' _chemical_formula_weight 300.37 _chemical_melting_point ? _chemical_compound_source ? 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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.437(2) _cell_length_b 12.707(3) _cell_length_c 12.841(3) _cell_angle_alpha 91.22(3) _cell_angle_beta 108.34(3) _cell_angle_gamma 111.03(3) _cell_volume 1491.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.338 _exptl_crystal_density_method ? _exptl_crystal_F_000 624 _exptl_absorpt_coefficient_mu 0.214 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5723 _diffrn_reflns_av_R_equivalents 0.0265 _diffrn_reflns_av_sigmaI/netI 0.0954 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 30.07 _reflns_number_total 5409 _reflns_number_observed 2219 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 6 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0694P)^2^+0.6544P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5403 _refine_ls_number_parameters 421 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1759 _refine_ls_R_factor_obs 0.0471 _refine_ls_wR_factor_all 0.1828 _refine_ls_wR_factor_obs 0.1225 _refine_ls_goodness_of_fit_all 1.046 _refine_ls_goodness_of_fit_obs 1.204 _refine_ls_restrained_S_all 1.090 _refine_ls_restrained_S_obs 1.204 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group S11 S 0.24686(13) 0.82155(10) 0.47471(10) 0.0563(4) Uani 1 d . . N11 N 0.3804(4) 0.7230(3) 0.6675(3) 0.0467(9) Uani 1 d . . N21 N 0.0848(4) 0.1491(3) 0.6418(4) 0.0708(13) Uani 1 d . . C11 C 0.4250(4) 0.8219(3) 0.5154(4) 0.0454(12) Uani 1 d . . C21 C 0.5138(6) 0.8695(4) 0.4536(5) 0.0618(14) Uani 1 d . . H21 H 0.4809(6) 0.9030(4) 0.3925(5) 0.062(17) Uiso 1 calc R . C31 C 0.6510(6) 0.8665(4) 0.4842(6) 0.074(2) Uani 1 d . . H31 H 0.7086(6) 0.8942(4) 0.4407(6) 0.081(18) Uiso 1 calc R . C41 C 0.7041(6) 0.8232(4) 0.5779(6) 0.071(2) Uani 1 d . . H41 H 0.7983(6) 0.8240(4) 0.5986(6) 0.078(16) Uiso 1 calc R . C51 C 0.6175(5) 0.7782(4) 0.6416(5) 0.0592(14) Uani 1 d . . H51 H 0.6540(5) 0.7507(4) 0.7062(5) 0.090(21) Uiso 1 calc R . C61 C 0.4765(5) 0.7749(3) 0.6077(4) 0.0483(12) Uani 1 d . . C71 C 0.3051(4) 0.7905(3) 0.6910(4) 0.0438(12) Uani 1 d . . C81 C 0.3026(5) 0.8067(3) 0.7972(4) 0.0501(12) Uani 1 d . . H81 H 0.3531(5) 0.7773(3) 0.8542(4) 0.047(12) Uiso 1 calc R . C91 C 0.2239(5) 0.8674(4) 0.8172(5) 0.0581(13) Uani 1 d . . H91 H 0.2189(5) 0.8768(4) 0.8877(5) 0.088(19) Uiso 1 calc R . C101 C 0.1539(5) 0.9134(3) 0.7344(5) 0.0533(13) Uani 1 d . . H101 H 0.1025(5) 0.9549(3) 0.7492(5) 0.073(15) Uiso 1 calc R . C111 C 0.1582(5) 0.8993(3) 0.6290(4) 0.0494(12) Uani 1 d . . H111 H 0.1100(5) 0.9311(3) 0.5729(4) 0.053(13) Uiso 1 calc R . C121 C 0.2346(4) 0.8377(3) 0.6076(4) 0.0433(11) Uani 1 d . . C131 C 0.3152(4) 0.6030(3) 0.6571(3) 0.0409(11) Uani 1 d . . C141 C 0.3878(5) 0.5353(3) 0.6382(4) 0.0519(12) Uani 1 d . . H141 H 0.4775(5) 0.5692(3) 0.6284(4) 0.063(14) Uiso 1 calc R . C151 C 0.3278(5) 0.4190(3) 0.6339(4) 0.0538(13) Uani 1 d . . H151 H 0.3780(5) 0.3750(3) 0.6223(4) 0.038(10) Uiso 1 calc R . C161 C 0.1930(4) 0.3665(3) 0.6467(4) 0.0479(12) Uani 1 d . . C171 C 0.1202(5) 0.4341(3) 0.6630(4) 0.0569(13) Uani 1 d . . H161 H 0.0289(5) 0.3999(3) 0.6703(4) 0.062(14) Uiso 1 calc R . C181 C 0.1796(4) 0.5499(3) 0.6687(4) 0.0537(13) Uani 1 d . . H181 H 0.1289(4) 0.5935(3) 0.6805(4) 0.027(9) Uiso 1 calc R . C191 C 0.1325(5) 0.2453(4) 0.6447(4) 0.0533(12) Uani 1 d . . S12 S 0.20195(14) 0.50934(10) 0.97045(11) 0.0635(4) Uani 1 d . . N12 N 0.3578(4) 0.6954(3) 1.1626(3) 0.0484(10) Uani 1 d . . N22 N 0.0774(5) 1.1048(3) 1.1204(4) 0.0748(13) Uani 1 d . . C12 C 0.3836(5) 0.6086(4) 1.0042(4) 0.0532(12) Uani 1 d . . C22 C 0.4638(6) 0.6035(5) 0.9386(4) 0.0664(15) Uani 1 d . . H22 H 0.4241(6) 0.5459(5) 0.8781(4) 0.079(17) Uiso 1 calc R . C32 C 0.6033(7) 0.6842(5) 0.9631(6) 0.077(2) Uani 1 d . . H32 H 0.6558(7) 0.6835(5) 0.9166(6) 0.101(20) Uiso 1 calc R . C42 C 0.6653(6) 0.7656(5) 1.0554(6) 0.078(2) Uani 1 d . . H42 H 0.7601(6) 0.8190(5) 1.0717(6) 0.053(12) Uiso 1 calc R . C52 C 0.5877(5) 0.7691(4) 1.1248(5) 0.0621(14) Uani 1 d . . H52 H 0.6313(5) 0.8220(4) 1.1893(5) 0.064(14) Uiso 1 calc R . C62 C 0.4446(4) 0.6925(3) 1.0962(4) 0.0448(11) Uani 1 d . . C72 C 0.2805(4) 0.5878(3) 1.1891(4) 0.0441(12) Uani 1 d . . C82 C 0.2828(5) 0.5755(3) 1.2954(4) 0.0539(13) Uani 1 d . . H82 H 0.3380(5) 0.6376(3) 1.3518(4) 0.053(12) Uiso 1 calc R . C92 C 0.2037(5) 0.4715(4) 1.3198(5) 0.0624(14) Uani 1 d . . H92 H 0.2036(5) 0.4643(4) 1.3917(5) 0.056(15) Uiso 1 calc R . C102 C 0.1257(5) 0.3795(4) 1.2373(5) 0.065(2) Uani 1 d . . H102 H 0.0731(5) 0.3096(4) 1.2536(5) 0.063(14) Uiso 1 calc R . C112 C 0.1243(5) 0.3893(4) 1.1304(5) 0.0592(15) Uani 1 d . . H112 H 0.0726(5) 0.3260(4) 1.0752(5) 0.076(15) Uiso 1 calc R . C122 C 0.2001(4) 0.4937(3) 1.1055(4) 0.0463(12) Uani 1 d . . C132 C 0.3014(4) 0.7816(3) 1.1563(3) 0.0424(11) Uani 1 d . . C142 C 0.3731(5) 0.8886(3) 1.1319(4) 0.0566(13) Uani 1 d . . H142 H 0.4607(5) 0.9040(3) 1.1194(4) 0.045(11) Uiso 1 calc R . C152 C 0.3166(5) 0.9715(4) 1.1259(4) 0.0561(13) Uani 1 d . . H152 H 0.3671(5) 1.0425(4) 1.1102(4) 0.084(17) Uiso 1 calc R . C162 C 0.1866(5) 0.9514(3) 1.1426(4) 0.0479(12) Uani 1 d . . C172 C 0.1155(5) 0.8457(4) 1.1687(4) 0.0595(13) Uani 1 d . . H172 H 0.0290(5) 0.8313(4) 1.1826(4) 0.080(16) Uiso 1 calc R . C182 C 0.1709(5) 0.7621(4) 1.1743(4) 0.0521(12) Uani 1 d . . H182 H 0.1203(5) 0.6914(4) 1.1904(4) 0.041(11) Uiso 1 calc R . C192 C 0.1249(5) 1.0369(4) 1.1308(4) 0.0564(13) Uani 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S11 0.0579(7) 0.0580(7) 0.0464(9) 0.0016(6) 0.0135(6) 0.0189(5) N11 0.052(2) 0.042(2) 0.057(3) 0.012(2) 0.028(2) 0.022(2) N21 0.067(3) 0.050(2) 0.095(4) 0.015(2) 0.025(2) 0.025(2) C11 0.052(3) 0.034(2) 0.046(3) -0.002(2) 0.020(2) 0.009(2) C21 0.076(4) 0.047(2) 0.058(4) 0.003(3) 0.031(3) 0.012(2) C31 0.077(4) 0.053(3) 0.101(5) 0.003(3) 0.058(4) 0.011(3) C41 0.055(3) 0.060(3) 0.097(5) 0.000(3) 0.038(3) 0.011(2) C51 0.052(3) 0.054(3) 0.071(4) 0.006(3) 0.025(3) 0.017(2) C61 0.055(3) 0.037(2) 0.052(4) 0.000(2) 0.023(3) 0.013(2) C71 0.048(2) 0.033(2) 0.052(3) 0.006(2) 0.020(2) 0.015(2) C81 0.062(3) 0.051(2) 0.046(3) 0.020(2) 0.023(2) 0.028(2) C91 0.067(3) 0.051(3) 0.059(4) 0.006(2) 0.030(3) 0.019(2) C101 0.057(3) 0.043(2) 0.069(4) 0.009(3) 0.030(3) 0.022(2) C111 0.049(2) 0.050(2) 0.055(4) 0.016(2) 0.023(2) 0.022(2) C121 0.043(2) 0.038(2) 0.045(3) 0.003(2) 0.016(2) 0.011(2) C131 0.046(2) 0.044(2) 0.038(3) 0.010(2) 0.018(2) 0.020(2) C141 0.058(3) 0.048(2) 0.064(4) 0.013(2) 0.032(2) 0.025(2) C151 0.062(3) 0.051(2) 0.059(3) 0.005(2) 0.024(2) 0.032(2) C161 0.047(2) 0.043(2) 0.052(3) 0.006(2) 0.014(2) 0.019(2) C171 0.042(3) 0.050(2) 0.079(4) 0.006(2) 0.024(2) 0.015(2) C181 0.048(3) 0.047(2) 0.072(4) 0.006(2) 0.025(2) 0.022(2) C191 0.048(3) 0.053(3) 0.061(4) 0.007(2) 0.019(2) 0.022(2) S12 0.0668(8) 0.0702(8) 0.0473(9) 0.0005(7) 0.0102(6) 0.0279(6) N12 0.048(2) 0.040(2) 0.061(3) 0.010(2) 0.026(2) 0.015(2) N22 0.088(3) 0.069(3) 0.075(3) 0.002(2) 0.020(2) 0.048(2) C12 0.061(3) 0.062(3) 0.052(3) 0.019(2) 0.022(2) 0.039(2) C22 0.087(4) 0.090(4) 0.053(4) 0.027(3) 0.034(3) 0.060(3) C32 0.094(4) 0.106(5) 0.086(5) 0.053(4) 0.060(4) 0.072(4) C42 0.056(3) 0.099(4) 0.102(5) 0.047(4) 0.042(3) 0.041(3) C52 0.056(3) 0.067(3) 0.072(4) 0.020(3) 0.028(3) 0.028(2) C62 0.048(2) 0.055(2) 0.044(3) 0.021(2) 0.023(2) 0.027(2) C72 0.044(2) 0.046(2) 0.046(3) 0.006(2) 0.016(2) 0.021(2) C82 0.060(3) 0.046(2) 0.052(4) 0.001(2) 0.018(2) 0.018(2) C92 0.070(3) 0.061(3) 0.060(4) 0.022(3) 0.027(3) 0.025(3) C102 0.054(3) 0.044(3) 0.094(5) 0.013(3) 0.026(3) 0.013(2) C112 0.056(3) 0.049(3) 0.069(4) 0.001(3) 0.017(3) 0.019(2) C122 0.045(2) 0.045(2) 0.050(3) 0.007(2) 0.015(2) 0.020(2) C132 0.044(2) 0.041(2) 0.040(3) 0.001(2) 0.012(2) 0.017(2) C142 0.055(3) 0.046(2) 0.082(4) 0.017(2) 0.041(3) 0.019(2) C152 0.062(3) 0.044(2) 0.068(4) 0.012(2) 0.027(3) 0.022(2) C162 0.054(3) 0.047(2) 0.042(3) 0.002(2) 0.014(2) 0.021(2) C172 0.055(3) 0.074(3) 0.061(4) 0.015(3) 0.029(3) 0.030(2) C182 0.048(3) 0.049(2) 0.063(4) 0.011(2) 0.024(2) 0.020(2) C192 0.067(3) 0.057(3) 0.050(3) 0.001(2) 0.019(2) 0.031(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S11 C121 1.764(5) . ? S11 C11 1.764(4) . ? N11 C131 1.412(5) . ? N11 C71 1.437(5) . ? N11 C61 1.437(5) . ? N21 C191 1.136(5) . ? C11 C61 1.382(6) . ? C11 C21 1.392(6) . ? C21 C31 1.375(7) . ? C31 C41 1.373(8) . ? C41 C51 1.388(7) . ? C51 C61 1.381(6) . ? C71 C121 1.377(6) . ? C71 C81 1.385(6) . ? C81 C91 1.384(6) . ? C91 C101 1.360(6) . ? C101 C111 1.378(6) . ? C111 C121 1.380(5) . ? C131 C181 1.390(6) . ? C131 C141 1.396(5) . ? C141 C151 1.375(6) . ? C151 C161 1.388(6) . ? C161 C171 1.385(5) . ? C161 C191 1.436(6) . ? C171 C181 1.367(6) . ? S12 C122 1.755(5) . ? S12 C12 1.765(5) . ? N12 C132 1.411(5) . ? N12 C72 1.428(5) . ? N12 C62 1.434(5) . ? N22 C192 1.131(5) . ? C12 C22 1.377(6) . ? C12 C62 1.387(6) . ? C22 C32 1.378(8) . ? C32 C42 1.371(8) . ? C42 C52 1.390(7) . ? C52 C62 1.382(6) . ? C72 C82 1.371(6) . ? C72 C122 1.395(5) . ? C82 C92 1.387(6) . ? C92 C102 1.368(7) . ? C102 C112 1.377(7) . ? C112 C122 1.382(6) . ? C132 C182 1.388(6) . ? C132 C142 1.393(6) . ? C142 C152 1.373(6) . ? C152 C162 1.374(6) . ? C162 C172 1.388(6) . ? C162 C192 1.438(6) . ? C172 C182 1.374(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_3 _geom_angle_publ_flag C121 S11 C11 98.5(2) . . ? C131 N11 C71 119.2(3) . . ? C131 N11 C61 120.2(3) . . ? C71 N11 C61 114.4(3) . . ? C61 C11 C21 119.9(5) . . ? C61 C11 S11 120.6(4) . . ? C21 C11 S11 119.5(4) . . ? C31 C21 C11 119.1(6) . . ? C41 C31 C21 121.0(6) . . ? C31 C41 C51 120.1(6) . . ? C61 C51 C41 119.1(6) . . ? C51 C61 C11 120.6(5) . . ? C51 C61 N11 120.9(5) . . ? C11 C61 N11 118.5(4) . . ? C121 C71 C81 120.3(4) . . ? C121 C71 N11 119.9(4) . . ? C81 C71 N11 119.8(4) . . ? C91 C81 C71 119.1(5) . . ? C101 C91 C81 120.3(5) . . ? C91 C101 C111 120.9(4) . . ? C101 C111 C121 119.3(4) . . ? C71 C121 C111 120.0(4) . . ? C71 C121 S11 119.4(3) . . ? C111 C121 S11 120.6(4) . . ? C181 C131 C141 118.5(4) . . ? C181 C131 N11 120.9(3) . . ? C141 C131 N11 120.6(4) . . ? C151 C141 C131 120.6(4) . . ? C141 C151 C161 120.6(4) . . ? C171 C161 C151 118.4(4) . . ? C171 C161 C191 121.2(4) . . ? C151 C161 C191 120.4(4) . . ? C181 C171 C161 121.4(4) . . ? C171 C181 C131 120.4(4) . . ? N21 C191 C161 179.1(5) . . ? C122 S12 C12 98.7(2) . . ? C132 N12 C72 119.4(3) . . ? C132 N12 C62 119.1(4) . . ? C72 N12 C62 115.2(3) . . ? C22 C12 C62 120.2(5) . . ? C22 C12 S12 120.1(4) . . ? C62 C12 S12 119.8(4) . . ? C12 C22 C32 119.6(5) . . ? C42 C32 C22 120.5(6) . . ? C32 C42 C52 120.5(5) . . ? C62 C52 C42 118.8(5) . . ? C52 C62 C12 120.2(4) . . ? C52 C62 N12 121.0(4) . . ? C12 C62 N12 118.7(4) . . ? C82 C72 C122 119.3(4) . . ? C82 C72 N12 121.1(4) . . ? C122 C72 N12 119.6(4) . . ? C72 C82 C92 120.7(4) . . ? C102 C92 C82 119.6(6) . . ? C92 C102 C112 120.7(5) . . ? C102 C112 C122 119.8(4) . . ? C112 C122 C72 119.9(5) . . ? C112 C122 S12 121.1(4) . . ? C72 C122 S12 119.0(4) . . ? C182 C132 C142 117.6(4) . . ? C182 C132 N12 120.6(4) . . ? C142 C132 N12 121.8(4) . . ? C152 C142 C132 121.1(4) . . ? C142 C152 C162 121.1(4) . . ? C152 C162 C172 118.2(4) . . ? C152 C162 C192 120.7(4) . . ? C172 C162 C192 121.1(4) . . ? C182 C172 C162 121.0(4) . . ? C172 C182 C132 120.9(4) . . ? N22 C192 C162 178.9(6) . . ? 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 C121 S11 C11 C61 33.9(3) . . . . ? C121 S11 C11 C21 -146.4(3) . . . . ? C61 C11 C21 C31 1.6(6) . . . . ? S11 C11 C21 C31 -178.2(3) . . . . ? C11 C21 C31 C41 -3.7(7) . . . . ? C21 C31 C41 C51 2.0(7) . . . . ? C31 C41 C51 C61 1.8(6) . . . . ? C41 C51 C61 C11 -3.9(6) . . . . ? C41 C51 C61 N11 176.3(4) . . . . ? C21 C11 C61 C51 2.2(5) . . . . ? S11 C11 C61 C51 -178.1(3) . . . . ? C21 C11 C61 N11 -177.9(3) . . . . ? S11 C11 C61 N11 1.8(5) . . . . ? C131 N11 C61 C51 -75.3(5) . . . . ? C71 N11 C61 C51 132.6(4) . . . . ? C131 N11 C61 C11 104.8(4) . . . . ? C71 N11 C61 C11 -47.3(5) . . . . ? C131 N11 C71 C121 -103.7(5) . . . . ? C61 N11 C71 C121 48.7(5) . . . . ? C131 N11 C71 C81 75.7(5) . . . . ? C61 N11 C71 C81 -131.9(4) . . . . ? C121 C71 C81 C91 2.4(6) . . . . ? N11 C71 C81 C91 -177.0(4) . . . . ? C71 C81 C91 C101 -2.0(7) . . . . ? C81 C91 C101 C111 0.9(7) . . . . ? C91 C101 C111 C121 0.0(6) . . . . ? C81 C71 C121 C111 -1.5(6) . . . . ? N11 C71 C121 C111 177.8(3) . . . . ? C81 C71 C121 S11 177.0(3) . . . . ? N11 C71 C121 S11 -3.7(5) . . . . ? C101 C111 C121 C71 0.3(6) . . . . ? C101 C111 C121 S11 -178.1(3) . . . . ? C11 S11 C121 C71 -32.7(3) . . . . ? C11 S11 C121 C111 145.7(3) . . . . ? C71 N11 C131 C181 0.3(6) . . . . ? C61 N11 C131 C181 -150.5(4) . . . . ? C71 N11 C131 C141 -177.7(4) . . . . ? C61 N11 C131 C141 31.5(6) . . . . ? C181 C131 C141 C151 -1.6(7) . . . . ? N11 C131 C141 C151 176.6(4) . . . . ? C131 C141 C151 C161 0.9(7) . . . . ? C141 C151 C161 C171 0.5(7) . . . . ? C141 C151 C161 C191 -178.5(4) . . . . ? C151 C161 C171 C181 -1.2(7) . . . . ? C191 C161 C171 C181 177.7(4) . . . . ? C161 C171 C181 C131 0.6(7) . . . . ? C141 C131 C181 C171 0.8(7) . . . . ? N11 C131 C181 C171 -177.3(4) . . . . ? C171 C161 C191 N21 122.6(310) . . . . ? C151 C161 C191 N21 -58.4(312) . . . . ? C122 S12 C12 C22 144.6(4) . . . . ? C122 S12 C12 C62 -36.1(4) . . . . ? C62 C12 C22 C32 -1.9(7) . . . . ? S12 C12 C22 C32 177.4(4) . . . . ? C12 C22 C32 C42 3.5(8) . . . . ? C22 C32 C42 C52 -1.0(8) . . . . ? C32 C42 C52 C62 -3.1(8) . . . . ? C42 C52 C62 C12 4.6(7) . . . . ? C42 C52 C62 N12 -177.5(4) . . . . ? C22 C12 C62 C52 -2.1(7) . . . . ? S12 C12 C62 C52 178.6(3) . . . . ? C22 C12 C62 N12 179.9(4) . . . . ? S12 C12 C62 N12 0.6(6) . . . . ? C132 N12 C62 C52 75.6(5) . . . . ? C72 N12 C62 C52 -132.1(4) . . . . ? C132 N12 C62 C12 -106.4(4) . . . . ? C72 N12 C62 C12 45.9(5) . . . . ? C132 N12 C72 C82 -74.9(5) . . . . ? C62 N12 C72 C82 132.9(4) . . . . ? C132 N12 C72 C122 104.4(4) . . . . ? C62 N12 C72 C122 -47.8(5) . . . . ? C122 C72 C82 C92 -1.4(6) . . . . ? N12 C72 C82 C92 177.9(4) . . . . ? C72 C82 C92 C102 1.8(7) . . . . ? C82 C92 C102 C112 -0.4(7) . . . . ? C92 C102 C112 C122 -1.3(7) . . . . ? C102 C112 C122 C72 1.6(6) . . . . ? C102 C112 C122 S12 179.5(3) . . . . ? C82 C72 C122 C112 -0.3(6) . . . . ? N12 C72 C122 C112 -179.6(4) . . . . ? C82 C72 C122 S12 -178.2(3) . . . . ? N12 C72 C122 S12 2.4(5) . . . . ? C12 S12 C122 C112 -143.5(4) . . . . ? C12 S12 C122 C72 34.4(4) . . . . ? C72 N12 C132 C182 -0.8(6) . . . . ? C62 N12 C132 C182 150.3(4) . . . . ? C72 N12 C132 C142 179.3(4) . . . . ? C62 N12 C132 C142 -29.5(6) . . . . ? C182 C132 C142 C152 0.0(7) . . . . ? N12 C132 C142 C152 179.9(4) . . . . ? C132 C142 C152 C162 -0.7(7) . . . . ? C142 C152 C162 C172 1.7(7) . . . . ? C142 C152 C162 C192 -177.0(4) . . . . ? C152 C162 C172 C182 -2.0(7) . . . . ? C192 C162 C172 C182 176.6(4) . . . . ? C162 C172 C182 C132 1.4(7) . . . . ? C142 C132 C182 C172 -0.4(7) . . . . ? N12 C132 C182 C172 179.8(4) . . . . ? C152 C162 C192 N22 26.6(273) . . . . ? C172 C162 C192 N22 -152.0(269) . . . . ? _refine_diff_density_max 0.233 _refine_diff_density_min -0.233 _refine_diff_density_rms 0.054