data_global _audit_creation_method 'maXus' _journal_coden_Cambridge 207 loop_ _publ_author_name 'Bergman, Jan' 'Janosik, Tomasz' _publ_requested_journal 'Perkin Transactions 1' _publ_contact_author_name 'Prof Jan Bergman ' _publ_contact_author_address ; Biosciences at Novum Karolinska Institute Novum Research Park Huddinge SE-141 57 SWEDEN ; _publ_contact_author_email 'JABE@BIOSCI.KI.SE' _publ_contact_author_fax '+4686081501' _publ_contact_author_phone '+46 553 252 39' _publ_section_title ; Thionation of Bisindole Derivatives with P4S10 or Elemental Sulfur ; _publ_section_abstract ; We present the crystal and molecular structure of 5H.10H-[1,2,3,4]Tetrathiocino[5,6-b:7-b']diindole, compound (1). ; _publ_section_comment ; The X-ray study of the titled compound was undertaken to establish the 3D molecular structure and crystal packing. Geometries are tabulated below. All Diagrams and calculations were performed using maXus (Nonius, Delft & MacScience, Japan). ; _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. 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. Otwinowski, Z. and Minor, W, (1997). In Methods in Enzymology, 276, edited by C.W. Carter, Jr. & R.M. Sweet pp. 307-326, New York:Academic Press. 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_1 _database_code_CSD 173493 _chemical_compound_source 'Novum /recryst. from DMF' _exptl_crystal_description 'plate' _exptl_crystal_colour 'yellow' _cell_measurement_temperature 'room temp' _refine_ls_hydrogen_treatment 'refxyz' # Submission details _publ_requested_journal ' JCS,Perkin Trans 1 ' _diffrn_measurement_device 'KappaCCD' _computing_data_collection 'KappaCCD' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 loop_ _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_wavelength_id all _cell_formula_units_Z 2 _exptl_crystal_density_diffrn 1.399 _exptl_crystal_density_method 'not measured' _exptl_special_details ; ? ; _chemical_formula_weight 431.621 _diffrn_radiation_type ' MoK\a' loop_ _symmetry_equiv_pos_as_xyz '+X,+Y,+Z' _symmetry_space_group_name_H-M 'P 1 ' _symmetry_cell_setting 'Triclinic' _chemical_formula_moiety 'C19 H17 N3 O S4 ' _chemical_formula_sum 'C19 H17 N3 O S4 ' _chemical_name_systematic ; ? ; _cell_length_a 8.597(1) _cell_length_b 10.120(1) _cell_length_c 13.311(1) _cell_angle_alpha 92.15(1) _cell_angle_beta 101.98(1) _cell_angle_gamma 114.11(1) _cell_volume 1024.3(2) _diffrn_reflns_number 8076 _diffrn_reflns_theta_max 27.54 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _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 0.48 _exptl_crystal_F_000 448 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 'Waasmaier & Kirfel, 1995' 'H ' 'H ' 0.0000 0.0000 'Waasmaier & Kirfel, 1995' 'S ' 'S ' 0.1246 0.1234 'Waasmaier & Kirfel, 1995' 'O ' 'O ' 0.0106 0.0060 'Waasmaier & Kirfel, 1995' 'N ' 'N ' 0.0061 0.0033 'Waasmaier & Kirfel, 1995' _reflns_number_total 8075 _reflns_number_gt 3949 _reflns_threshold_expression 'I> 4.00 sigma(I)' _reflns_d_resolution_low 1.87 _reflns_d_resolution_high 0.63 _reflns_limit_h_max 10 _reflns_limit_h_min -11 _reflns_limit_k_max 13 _reflns_limit_k_min -12 _reflns_limit_l_max 10 _reflns_limit_l_min -11 _refine_ls_matrix_type full _refine_ls_R_factor_all 0.087 _refine_ls_wR_factor_all 0.055 _refine_ls_R_factor_gt 0.039 _refine_ls_wR_factor_gt 0.054 _refine_ls_wR_factor_ref 0.054 _refine_ls_goodness_of_fit_gt 1.015 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_goodness_of_fit_all 0.999 _refine_ls_number_parameters 482 _refine_ls_number_reflns 3949 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_abs_structure_details ; ; _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ; w = 1 / ( s^2^(Fo^2^) + 0.03000 * Fo^2^) ; _refine_ls_extinction_method Zachariasen _refine_ls_extinction_expression ; equ(22) p292 'Crystallographic Computing' (1970) ; _refine_ls_extinction_coef 3181(757) _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 _refine_diff_density_max 0.28 _refine_diff_density_min -0.24 _refine_diff_density_rms 0.04 #================================================== # 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 S10 -0.620000 -0.014000 -0.194000 0.0799(7) 1.00 Uij S11 -0.3738(2) 0.1240(1) -0.0998(1) 0.0896(8) 1.00 Uij S30 -0.1547(2) 0.0466(1) -0.2482(1) 0.0796(7) 1.00 Uij S31 -0.2185(2) 0.2104(1) -0.1993(1) 0.0917(8) 1.00 Uij S50 -0.2895(2) -0.7291(1) -0.8207(1) 0.0810(7) 1.00 Uij S51 -0.5486(2) -0.8814(1) -0.8535(1) 0.0872(8) 1.00 Uij S70 -0.705000 -0.640000 -0.823000 0.0788(7) 1.00 Uij S71 -0.6909(2) -0.7831(1) -0.9339(1) 0.0854(7) 1.00 Uij O81 0.1732(4) -0.3250(4) -0.9759(2) 0.089(2) 1.00 Uij O91 -1.0186(4) 0.1588(3) -0.5429(2) 0.080(2) 1.00 Uij N3 -0.6804(4) -0.2870(4) -0.1500(2) 0.058(2) 1.00 Uij N23 -0.2975(4) -0.0135(3) -0.4563(3) 0.064(2) 1.00 Uij N43 -0.1868(4) -0.6684(3) -0.6101(3) 0.064(2) 1.00 Uij N63 -0.5333(4) -0.3744(3) -0.8788(2) 0.058(2) 1.00 Uij N83 -0.1095(4) -0.3625(4) -1.0326(2) 0.062(2) 1.00 Uij N93 -0.7605(4) 0.1426(4) -0.5293(3) 0.071(2) 1.00 Uij C1 -0.5572(4) -0.2372(4) -0.2861(3) 0.050(2) 1.00 Uij C2 -0.6107(5) -0.1812(4) -0.2102(3) 0.056(2) 1.00 Uij C4 -0.6774(5) -0.4142(4) -0.1863(3) 0.052(2) 1.00 Uij C5 -0.7345(5) -0.5518(5) -0.1525(3) 0.066(2) 1.00 Uij C6 -0.7094(5) -0.6573(4) -0.2043(4) 0.068(3) 1.00 Uij C7 -0.6344(6) -0.6334(4) -0.2884(4) 0.071(3) 1.00 Uij C8 -0.5766(5) -0.4998(4) -0.3226(3) 0.062(2) 1.00 Uij C9 -0.6004(5) -0.3873(4) -0.2713(3) 0.053(2) 1.00 Uij C21 -0.4790(5) -0.1650(4) -0.3676(3) 0.055(2) 1.00 Uij C22 -0.3201(5) -0.0467(4) -0.3587(3) 0.057(2) 1.00 Uij C24 -0.4398(5) -0.1118(4) -0.5284(3) 0.064(3) 1.00 Uij C25 -0.4792(6) -0.1208(5) -0.6378(3) 0.072(3) 1.00 Uij C26 -0.6343(7) -0.2265(6) -0.6908(3) 0.087(4) 1.00 Uij C27 -0.7524(6) -0.3264(5) -0.6404(4) 0.077(3) 1.00 Uij C28 -0.7127(6) -0.3177(5) -0.5350(3) 0.071(3) 1.00 Uij C29 -0.5540(5) -0.2072(4) -0.4765(3) 0.051(2) 1.00 Uij C41 -0.2833(5) -0.5078(4) -0.6824(3) 0.052(2) 1.00 Uij C42 -0.2603(5) -0.6322(4) -0.7031(3) 0.060(2) 1.00 Uij C44 -0.1611(5) -0.5643(4) -0.5301(3) 0.054(2) 1.00 Uij C45 -0.0903(5) -0.5546(4) -0.4242(3) 0.066(3) 1.00 Uij C46 -0.0823(5) -0.4410(5) -0.3629(3) 0.078(3) 1.00 Uij C47 -0.1421(6) -0.3393(5) -0.4017(3) 0.079(3) 1.00 Uij C48 -0.2112(5) -0.3491(5) -0.5074(3) 0.071(3) 1.00 Uij C49 -0.2202(5) -0.4645(4) -0.5732(3) 0.053(2) 1.00 Uij C61 -0.3540(5) -0.4316(4) -0.7582(3) 0.053(2) 1.00 Uij C62 -0.5217(5) -0.4795(4) -0.8183(3) 0.055(2) 1.00 Uij C64 -0.3738(5) -0.2556(4) -0.8551(3) 0.058(2) 1.00 Uij C65 -0.3199(6) -0.1243(4) -0.8955(3) 0.064(3) 1.00 Uij C66 -0.1458(7) -0.0248(5) -0.8612(4) 0.080(3) 1.00 Uij C67 -0.0296(5) -0.0566(4) -0.7878(3) 0.071(3) 1.00 Uij C68 -0.0810(5) -0.1862(4) -0.7472(3) 0.061(2) 1.00 Uij C69 -0.2562(5) -0.2873(4) -0.7803(3) 0.050(2) 1.00 Uij C82 0.0133(6) -0.3946(5) -0.9844(3) 0.078(3) 1.00 Uij C84 -0.2911(7) -0.4541(6) -1.0447(4) 0.102(3) 1.00 Uij C85 -0.0633(7) -0.2288(6) -1.0780(4) 0.118(4) 1.00 Uij C92 -0.8645(7) 0.2017(5) -0.5551(3) 0.082(3) 1.00 Uij C94 -0.8192(7) 0.0080(5) -0.4802(4) 0.106(4) 1.00 Uij C95 -0.5872(7) 0.1924(8) -0.5420(5) 0.130(5) 1.00 Uij H5 -0.768202 -0.570933 -0.095442 0.050000 1.00 Uiso H6 -0.727126 -0.752650 -0.183733 0.050000 1.00 Uiso H7 -0.599781 -0.713782 -0.321103 0.050000 1.00 Uiso H8 -0.507070 -0.477380 -0.378423 0.050000 1.00 Uiso H26 -0.659956 -0.229393 -0.764818 0.050000 1.00 Uiso H27 -0.851014 -0.400850 -0.682216 0.050000 1.00 Uiso H28 -0.779613 -0.385253 -0.499618 0.050000 1.00 Uiso H45 -0.031308 -0.624211 -0.394627 0.050000 1.00 Uiso H46 -0.026932 -0.434730 -0.290270 0.050000 1.00 Uiso H47 -0.126469 -0.260570 -0.353939 0.050000 1.00 Uiso H48 -0.247683 -0.281441 -0.537738 0.050000 1.00 Uiso H65 -0.402130 -0.103858 -0.946426 0.050000 1.00 Uiso H66 -0.114882 0.067523 -0.888231 0.050000 1.00 Uiso H67 0.082771 0.013804 -0.764640 0.050000 1.00 Uiso H68 0.001265 -0.211998 -0.699165 0.050000 1.00 Uiso H82 -0.010879 -0.482339 -0.953555 0.050000 1.00 Uiso H84A -0.286209 -0.534008 -1.007378 0.050000 1.00 Uiso H84B -0.337570 -0.399858 -1.014798 0.050000 1.00 Uiso H84C -0.339009 -0.487048 -1.115788 0.050000 1.00 Uiso H85A 0.061920 -0.177458 -1.063844 0.050000 1.00 Uiso H85B -0.110980 -0.253788 -1.150804 0.050000 1.00 Uiso H85C -0.109540 -0.166598 -1.049824 0.050000 1.00 Uiso H92 -0.840102 0.287849 -0.587914 0.050000 1.00 Uiso H94A -0.939114 -0.018535 -0.474566 0.050000 1.00 Uiso H94B -0.816564 -0.069625 -0.522766 0.050000 1.00 Uiso H94C -0.745634 0.025255 -0.413415 0.050000 1.00 Uiso H95A -0.570725 0.275550 -0.575782 0.050000 1.00 Uiso H95B -0.518795 0.207970 -0.476712 0.050000 1.00 Uiso H95C -0.589725 0.113080 -0.586062 0.050000 1.00 Uiso H25 -0.404471 -0.059082 -0.676565 0.050000 1.00 Uiso H23 -0.209421 0.063130 -0.479038 0.050000 1.00 Uiso H3 -0.719881 -0.285225 -0.090142 0.050000 1.00 Uiso H63 -0.620367 -0.370892 -0.930945 0.050000 1.00 Uiso H43 -0.135278 -0.748246 -0.596234 0.050000 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 S10 0.0875(8) 0.0688(7) 0.0690(7) 0.0431(6) 0.0274(6) 0.0222(6) S11 0.115(1) 0.0605(7) 0.0630(7) 0.0252(7) 0.0229(7) 0.0080(6) S30 0.0577(7) 0.0721(7) 0.0794(8) 0.0116(6) 0.0048(6) 0.0076(6) S31 0.106(1) 0.0531(6) 0.0817(9) 0.0089(7) 0.0315(8) 0.0093(6) S50 0.0878(8) 0.0677(7) 0.0701(8) 0.0404(7) 0.0219(6) 0.0107(6) S51 0.101(1) 0.0537(6) 0.0781(8) 0.0250(7) 0.0102(7) 0.0132(6) S70 0.0522(7) 0.0753(7) 0.0875(8) 0.0199(6) 0.0172(6) 0.0275(6) S71 0.0832(9) 0.0631(7) 0.0754(8) 0.0133(7) 0.0008(7) 0.0134(6) O81 0.051(2) 0.130(3) 0.066(2) 0.047(2) 0.013(1) 0.034(2) O91 0.057(2) 0.082(2) 0.092(2) 0.043(2) 0.031(2) 0.036(2) N3 0.049(2) 0.061(2) 0.049(2) 0.018(2) 0.018(2) 0.018(2) N23 0.059(2) 0.052(2) 0.066(2) 0.019(2) 0.031(2) 0.025(2) N43 0.063(2) 0.054(2) 0.064(2) 0.033(2) 0.013(2) 0.022(2) N63 0.055(2) 0.057(2) 0.048(2) 0.029(2) 0.003(2) 0.016(2) N83 0.041(2) 0.075(2) 0.053(2) 0.026(2) 0.006(2) 0.009(2) N93 0.052(2) 0.080(2) 0.067(2) 0.038(2) 0.008(2) 0.010(2) C1 0.043(2) 0.046(2) 0.047(2) 0.014(2) 0.008(2) 0.014(2) C2 0.049(2) 0.052(2) 0.052(2) 0.017(2) 0.013(2) 0.016(2) C4 0.032(2) 0.052(2) 0.054(2) 0.008(2) 0.002(2) 0.011(2) C5 0.048(2) 0.061(3) 0.062(3) 0.005(2) 0.009(2) 0.027(2) C6 0.063(3) 0.037(2) 0.079(3) 0.008(2) -.004(2) 0.010(2) C7 0.072(3) 0.054(3) 0.063(3) 0.019(2) 0.012(2) 0.005(2) C8 0.058(3) 0.053(2) 0.053(3) 0.015(2) 0.004(2) -.001(2) C9 0.047(2) 0.052(2) 0.042(2) 0.013(2) 0.008(2) 0.008(2) C21 0.051(2) 0.054(2) 0.046(2) 0.025(2) 0.009(2) 0.012(2) C22 0.050(2) 0.049(2) 0.056(3) 0.016(2) 0.014(2) 0.014(2) C24 0.061(3) 0.061(3) 0.060(3) 0.038(2) 0.018(2) 0.014(2) C25 0.080(3) 0.070(3) 0.052(3) 0.040(3) 0.029(3) 0.021(2) C26 0.096(4) 0.102(4) 0.048(3) 0.065(3) 0.019(3) 0.012(3) C27 0.062(3) 0.083(3) 0.064(3) 0.033(3) 0.002(2) -.001(2) C28 0.071(3) 0.071(3) 0.057(3) 0.037(3) 0.026(2) 0.018(2) C29 0.034(2) 0.045(2) 0.062(3) 0.015(2) 0.018(2) 0.011(2) C41 0.047(2) 0.047(2) 0.049(2) 0.021(2) 0.011(2) 0.017(2) C42 0.061(3) 0.048(2) 0.053(3) 0.022(2) 0.007(2) 0.013(2) C44 0.041(2) 0.051(2) 0.056(3) 0.020(2) 0.009(2) 0.020(2) C45 0.052(3) 0.063(3) 0.068(3) 0.034(2) 0.008(2) 0.024(2) C46 0.058(3) 0.089(3) 0.063(3) 0.028(3) 0.009(2) 0.025(3) C47 0.081(3) 0.080(3) 0.055(3) 0.038(3) 0.007(2) 0.002(2) C48 0.060(3) 0.063(2) 0.075(3) 0.035(2) 0.010(2) 0.017(2) C49 0.041(2) 0.048(2) 0.058(3) 0.019(2) 0.012(2) 0.016(2) C61 0.048(2) 0.051(2) 0.047(2) 0.024(2) 0.004(2) 0.008(2) C62 0.045(2) 0.046(2) 0.056(2) 0.016(2) 0.002(2) 0.011(2) C64 0.057(3) 0.053(2) 0.051(2) 0.033(2) 0.010(2) 0.008(2) C65 0.068(3) 0.053(2) 0.057(3) 0.033(2) 0.007(2) 0.020(2) C66 0.091(4) 0.054(2) 0.080(3) 0.036(3) 0.024(3) 0.032(2) C67 0.061(3) 0.049(2) 0.076(3) 0.004(2) 0.012(2) 0.008(2) C68 0.050(3) 0.056(2) 0.058(3) 0.021(2) 0.008(2) 0.005(2) C69 0.057(3) 0.048(2) 0.035(2) 0.030(2) 0.009(2) 0.008(2) C82 0.061(3) 0.090(3) 0.066(3) 0.038(3) 0.022(2) 0.031(2) C84 0.060(3) 0.123(4) 0.092(4) 0.039(3) 0.000(3) -.031(3) C85 0.109(4) 0.127(4) 0.106(4) 0.082(4) 0.035(3) 0.038(4) C92 0.087(4) 0.072(3) 0.069(3) 0.038(3) 0.023(3) 0.029(2) C94 0.109(4) 0.071(3) 0.104(4) 0.042(3) -.018(3) 0.004(3) C95 0.079(4) 0.177(6) 0.111(4) 0.071(4) 0.030(3) 0.013(4) 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 C2 S10 S11 S31 89.3(2) . . . . ? S11 S10 C2 N3 97.7(4) . . . . ? S11 S10 C2 C1 -90.2(4) . . . . ? S10 S11 S31 S30 -77.0(1) . . . . ? C22 S30 S31 S11 90.7(2) . . . . ? S31 S30 C22 N23 94.9(4) . . . . ? S31 S30 C22 C21 -90.6(4) . . . . ? C42 S50 S51 S71 89.3(2) . . . . ? S51 S50 C42 N43 96.5(4) . . . . ? S51 S50 C42 C41 -90.5(4) . . . . ? S50 S51 S71 S70 -77.1(1) . . . . ? C62 S70 S71 S51 90.1(2) . . . . ? S71 S70 C62 N63 93.2(3) . . . . ? S71 S70 C62 C61 -89.2(4) . . . . ? C4 N3 C2 S10 172.2(5) . . . . ? C4 N3 C2 C1 -1.3(4) . . . . ? C2 N3 C4 C5 -179.2(6) . . . . ? C2 N3 C4 C9 1.0(4) . . . . ? C24 N23 C22 S30 174.3(5) . . . . ? C24 N23 C22 C21 -1.2(4) . . . . ? C22 N23 C24 C25 178.2(6) . . . . ? C22 N23 C24 C29 0.4(4) . . . . ? C44 N43 C42 S50 173.5(5) . . . . ? C44 N43 C42 C41 -0.8(4) . . . . ? C42 N43 C44 C45 -179.6(6) . . . . ? C42 N43 C44 C49 0.6(4) . . . . ? C64 N63 C62 S70 176.0(5) . . . . ? C64 N63 C62 C61 -2.1(4) . . . . ? C62 N63 C64 C65 179.3(6) . . . . ? C62 N63 C64 C69 1.9(4) . . . . ? C84 N83 C82 O81 175.5(8) . . . . ? C85 N83 C82 O81 -3.8(5) . . . . ? C94 N93 C92 O91 0.6(5) . . . . ? C95 N93 C92 O91 -179.1(8) . . . . ? C9 C1 C2 S10 -171.8(5) . . . . ? C9 C1 C2 N3 1.0(4) . . . . ? C2 C1 C9 C4 -0.3(4) . . . . ? C2 C1 C9 C8 -179.0(6) . . . . ? C21 C1 C2 S10 6.2(4) . . . . ? C21 C1 C2 N3 178.9(6) . . . . ? C2 C1 C21 C22 64.2(5) . . . . ? C2 C1 C21 C29 -117.4(6) . . . . ? C21 C1 C9 C4 -178.4(6) . . . . ? C21 C1 C9 C8 2.9(4) . . . . ? C9 C1 C21 C22 -118.2(6) . . . . ? C9 C1 C21 C29 60.2(5) . . . . ? N3 C4 C5 C6 -178.6(7) . . . . ? N3 C4 C9 C1 -0.4(3) . . . . ? N3 C4 C9 C8 178.5(5) . . . . ? C5 C4 C9 C1 179.8(5) . . . . ? C9 C4 C5 C6 1.2(4) . . . . ? C5 C4 C9 C8 -1.3(4) . . . . ? C4 C5 C6 C7 -1.4(4) . . . . ? C5 C6 C7 C8 1.8(5) . . . . ? C6 C7 C8 C9 -1.8(4) . . . . ? C7 C8 C9 C1 -179.9(7) . . . . ? C7 C8 C9 C4 1.6(4) . . . . ? C1 C21 C22 S30 5.1(4) . . . . ? C1 C21 C22 N23 -179.9(6) . . . . ? C1 C21 C29 C24 -179.9(6) . . . . ? C1 C21 C29 C28 1.9(5) . . . . ? C29 C21 C22 S30 -173.6(5) . . . . ? C29 C21 C22 N23 1.4(4) . . . . ? C22 C21 C29 C24 -1.1(4) . . . . ? C22 C21 C29 C28 -179.4(6) . . . . ? N23 C24 C25 C26 -177.2(8) . . . . ? N23 C24 C29 C21 0.4(4) . . . . ? N23 C24 C29 C28 179.0(6) . . . . ? C25 C24 C29 C21 -177.5(6) . . . . ? C29 C24 C25 C26 0.2(5) . . . . ? C25 C24 C29 C28 1.0(4) . . . . ? C24 C25 C26 C27 -1.0(5) . . . . ? C25 C26 C27 C28 0.6(5) . . . . ? C26 C27 C28 C29 0.7(5) . . . . ? C27 C28 C29 C21 176.7(8) . . . . ? C27 C28 C29 C24 -1.5(5) . . . . ? C49 C41 C42 S50 -172.9(5) . . . . ? C49 C41 C42 N43 0.7(4) . . . . ? C42 C41 C49 C44 -0.3(4) . . . . ? C42 C41 C49 C48 -179.2(6) . . . . ? C61 C41 C42 S50 5.3(4) . . . . ? C61 C41 C42 N43 178.9(6) . . . . ? C42 C41 C61 C62 67.6(5) . . . . ? C42 C41 C61 C69 -114.3(6) . . . . ? C61 C41 C49 C44 -178.6(6) . . . . ? C61 C41 C49 C48 2.6(5) . . . . ? C49 C41 C61 C62 -114.5(6) . . . . ? C49 C41 C61 C69 63.6(5) . . . . ? N43 C44 C45 C46 -179.4(7) . . . . ? N43 C44 C49 C41 -0.2(4) . . . . ? N43 C44 C49 C48 178.9(5) . . . . ? C45 C44 C49 C41 180.0(6) . . . . ? C49 C44 C45 C46 0.4(4) . . . . ? C45 C44 C49 C48 -1.0(4) . . . . ? C44 C45 C46 C47 0.6(5) . . . . ? C45 C46 C47 C48 -1.2(5) . . . . ? C46 C47 C48 C49 0.6(5) . . . . ? C47 C48 C49 C41 179.2(7) . . . . ? C47 C48 C49 C44 0.4(4) . . . . ? C41 C61 C62 S70 1.9(3) . . . . ? C41 C61 C62 N63 179.8(6) . . . . ? C41 C61 C69 C64 -178.6(5) . . . . ? C41 C61 C69 C68 4.3(4) . . . . ? C69 C61 C62 S70 -176.4(5) . . . . ? C69 C61 C62 N63 1.4(3) . . . . ? C62 C61 C69 C64 -0.2(4) . . . . ? C62 C61 C69 C68 -177.3(6) . . . . ? N63 C64 C65 C66 -176.3(7) . . . . ? N63 C64 C69 C61 -1.1(4) . . . . ? N63 C64 C69 C68 176.5(5) . . . . ? C65 C64 C69 C61 -178.7(5) . . . . ? C69 C64 C65 C66 0.7(4) . . . . ? C65 C64 C69 C68 -1.1(4) . . . . ? C64 C65 C66 C67 -0.4(5) . . . . ? C65 C66 C67 C68 0.4(5) . . . . ? C66 C67 C68 C69 -0.8(4) . . . . ? C67 C68 C69 C61 177.9(7) . . . . ? C67 C68 C69 C64 1.1(4) . . . . ? H3 N3 C2 S10 -12.2(4) . . . . ? H3 N3 C2 C1 174.3(6) . . . . ? H3 N3 C4 C5 4.5(4) . . . . ? H3 N3 C4 C9 -175.3(5) . . . . ? H23 N23 C22 S30 -9.4(4) . . . . ? H23 N23 C22 C21 175.2(7) . . . . ? H23 N23 C24 C25 1.3(5) . . . . ? H23 N23 C24 C29 -176.5(6) . . . . ? H63 N63 C62 S70 -7.6(4) . . . . ? H63 N63 C62 C61 174.4(6) . . . . ? H63 N63 C64 C65 2.1(4) . . . . ? H63 N63 C64 C69 -175.2(5) . . . . ? C84 N83 C82 H82 -0.2(5) . . . . ? C82 N83 C84 H84A 1.3(5) . . . . ? C82 N83 C84 H84B 121.0(7) . . . . ? C82 N83 C84 H84C -114.4(7) . . . . ? C85 N83 C82 H82 -179.5(8) . . . . ? C82 N83 C85 H85A -1.1(5) . . . . ? C82 N83 C85 H85B 117.9(7) . . . . ? C82 N83 C85 H85C -121.5(7) . . . . ? C85 N83 C84 H84A -179.4(6) . . . . ? C85 N83 C84 H84B -59.7(5) . . . . ? C85 N83 C84 H84C 65.0(5) . . . . ? C84 N83 C85 H85A 179.5(7) . . . . ? C84 N83 C85 H85B -61.4(6) . . . . ? C84 N83 C85 H85C 59.2(6) . . . . ? C94 N93 C92 H92 -179.2(8) . . . . ? C92 N93 C94 H94A 0.3(5) . . . . ? C92 N93 C94 H94B 119.5(6) . . . . ? C92 N93 C94 H94C -118.8(7) . . . . ? C95 N93 C92 H92 1.1(5) . . . . ? C92 N93 C95 H95A -2.2(5) . . . . ? C92 N93 C95 H95B 120.6(8) . . . . ? C92 N93 C95 H95C -119.9(8) . . . . ? C95 N93 C94 H94A -179.9(7) . . . . ? C95 N93 C94 H94B -60.8(6) . . . . ? C95 N93 C94 H94C 60.9(6) . . . . ? C94 N93 C95 H95A 178.1(7) . . . . ? C94 N93 C95 H95B -59.1(6) . . . . ? C94 N93 C95 H95C 60.5(6) . . . . ? N3 C4 C5 H5 -9.4(5) . . . . ? C9 C4 C5 H5 170.3(7) . . . . ? C4 C5 C6 H6 170.9(7) . . . . ? H5 C5 C6 C7 -171.4(7) . . . . ? H5 C5 C6 H6 0.9(5) . . . . ? H6 C6 C7 C8 -171.5(7) . . . . ? N23 C24 C25 H25 3.6(5) . . . . ? C29 C24 C25 H25 -178.9(8) . . . . ? C24 C25 C26 H26 178.6(8) . . . . ? H25 C25 C26 C27 178.2(8) . . . . ? H25 C25 C26 H26 -2.2(5) . . . . ? C25 C26 C27 H27 -174.5(8) . . . . ? H26 C26 C27 C28 -179.0(9) . . . . ? H26 C26 C27 H27 6.0(6) . . . . ? C26 C27 C28 H28 -173.5(8) . . . . ? H27 C27 C28 C29 175.5(8) . . . . ? H27 C27 C28 H28 1.2(5) . . . . ? H28 C28 C29 C21 -8.7(5) . . . . ? H28 C28 C29 C24 173.2(7) . . . . ? C44 C45 C46 H46 -177.0(7) . . . . ? C45 C46 C47 H47 -177.0(8) . . . . ? H46 C46 C47 C48 176.3(8) . . . . ? H46 C46 C47 H47 0.4(5) . . . . ? C46 C47 C48 H48 -176.7(8) . . . . ? H47 C47 C48 C49 176.3(7) . . . . ? H47 C47 C48 H48 -1.0(5) . . . . ? H48 C48 C49 C41 -3.3(4) . . . . ? H48 C48 C49 C44 177.9(7) . . . . ? N63 C64 C65 H65 3.3(4) . . . . ? C69 C64 C65 H65 -179.7(7) . . . . ? C64 C65 C66 H66 -176.7(7) . . . . ? H65 C65 C66 C67 -180.0(7) . . . . ? H65 C65 C66 H66 3.7(5) . . . . ? C65 C66 C67 H67 -176.9(7) . . . . ? H66 C66 C67 C68 176.4(8) . . . . ? H66 C66 C67 H67 -0.9(5) . . . . ? C66 C67 C68 H68 175.8(7) . . . . ? H67 C67 C68 C69 176.5(7) . . . . ? H67 C67 C68 H68 -6.9(5) . . . . ? H68 C68 C69 C61 1.2(4) . . . . ? H68 C68 C69 C64 -175.6(6) . . . . ? _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 S10 S11 2.087(1) . . ? S10 C2 1.734(4) . . ? S11 S31 2.042(2) . . ? S30 S31 2.070(2) . . ? S30 C22 1.734(4) . . ? S50 S51 2.066(2) . . ? S50 C42 1.731(4) . . ? S51 S71 2.041(2) . . ? S70 S71 2.085(2) . . ? S70 C62 1.728(4) . . ? O81 C82 1.239(5) . . ? O91 C92 1.263(5) . . ? N3 C2 1.373(4) . . ? N3 C4 1.370(4) . . ? N23 C22 1.387(5) . . ? N23 C24 1.362(5) . . ? N43 C42 1.402(4) . . ? N43 C44 1.386(5) . . ? N63 C62 1.381(4) . . ? N63 C64 1.368(4) . . ? N83 C82 1.284(5) . . ? N83 C84 1.423(6) . . ? N83 C85 1.441(6) . . ? N93 C92 1.265(5) . . ? N93 C94 1.476(6) . . ? N93 C95 1.414(6) . . ? C1 C2 1.384(5) . . ? C1 C9 1.441(5) . . ? C1 C21 1.457(5) . . ? C4 C5 1.401(5) . . ? C4 C9 1.407(5) . . ? C5 C6 1.363(6) . . ? C6 C7 1.385(6) . . ? C7 C8 1.369(5) . . ? C8 C9 1.412(5) . . ? C21 C22 1.379(5) . . ? C21 C29 1.429(5) . . ? C24 C25 1.416(6) . . ? C24 C29 1.389(5) . . ? C25 C26 1.344(6) . . ? C26 C27 1.413(6) . . ? C27 C28 1.364(6) . . ? C28 C29 1.402(5) . . ? C41 C42 1.379(5) . . ? C41 C49 1.424(5) . . ? C41 C61 1.472(4) . . ? C44 C45 1.397(5) . . ? C44 C49 1.397(4) . . ? C45 C46 1.354(6) . . ? C46 C47 1.397(6) . . ? C47 C48 1.392(6) . . ? C48 C49 1.399(5) . . ? C61 C62 1.369(5) . . ? C61 C69 1.435(5) . . ? C64 C65 1.386(5) . . ? C64 C69 1.410(5) . . ? C65 C66 1.384(6) . . ? C66 C67 1.392(6) . . ? C67 C68 1.373(5) . . ? C68 C69 1.393(5) . . ? N3 H3 0.931(3) . . ? N23 H23 0.948(3) . . ? N63 H63 0.923(3) . . ? C5 H5 0.869(4) . . ? C6 H6 0.973(4) . . ? C25 H25 0.950(4) . . ? C26 H26 0.961(4) . . ? C27 H27 0.920(4) . . ? C28 H28 0.914(4) . . ? C46 H46 0.972(4) . . ? C47 H47 0.946(4) . . ? C48 H48 0.935(4) . . ? C65 H65 0.966(4) . . ? C66 H66 0.967(4) . . ? C67 H67 0.913(4) . . ? C68 H68 0.976(4) . . ? C82 H82 0.955(4) . . ? C84 H84A 0.976(6) . . ? C84 H84B 0.920(5) . . ? C84 H84C 0.938(5) . . ? C85 H85A 0.957(6) . . ? C85 H85B 0.950(6) . . ? C85 H85C 0.971(5) . . ? C92 H92 0.955(4) . . ? C94 H94A 0.974(6) . . ? C94 H94B 0.961(5) . . ? C94 H94C 0.941(5) . . ? C95 H95A 0.942(7) . . ? C95 H95B 0.910(6) . . ? C95 H95C 0.967(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 S11 S10 C2 104.1(2) . . . ? S10 S11 S31 105.4(1) . . . ? S31 S30 C22 103.7(2) . . . ? S11 S31 S30 105.4(1) . . . ? S51 S50 C42 103.7(2) . . . ? S50 S51 S71 105.7(1) . . . ? S71 S70 C62 103.3(2) . . . ? S51 S71 S70 105.4(1) . . . ? C2 N3 C4 109.4(3) . . . ? C22 N23 C24 108.3(3) . . . ? C42 N43 C44 108.1(3) . . . ? C62 N63 C64 108.5(3) . . . ? C82 N83 C84 123.0(4) . . . ? C82 N83 C85 119.1(4) . . . ? C84 N83 C85 117.9(4) . . . ? C92 N93 C94 119.1(4) . . . ? C92 N93 C95 126.6(5) . . . ? C94 N93 C95 114.2(4) . . . ? C2 C1 C9 105.7(4) . . . ? C2 C1 C21 128.6(4) . . . ? C9 C1 C21 125.7(4) . . . ? S10 C2 N3 120.6(3) . . . ? S10 C2 C1 129.3(3) . . . ? N3 C2 C1 109.7(4) . . . ? N3 C4 C5 131.2(4) . . . ? N3 C4 C9 107.6(3) . . . ? C5 C4 C9 121.2(4) . . . ? C4 C5 C6 117.2(4) . . . ? C5 C6 C7 122.6(4) . . . ? C6 C7 C8 121.4(4) . . . ? C7 C8 C9 117.8(4) . . . ? C1 C9 C4 107.5(4) . . . ? C1 C9 C8 132.8(4) . . . ? C4 C9 C8 119.7(4) . . . ? C1 C21 C22 129.1(4) . . . ? C1 C21 C29 125.8(4) . . . ? C22 C21 C29 105.1(4) . . . ? S30 C22 N23 120.9(3) . . . ? S30 C22 C21 128.9(3) . . . ? N23 C22 C21 110.0(4) . . . ? N23 C24 C25 129.4(4) . . . ? N23 C24 C29 108.1(4) . . . ? C25 C24 C29 122.4(5) . . . ? C24 C25 C26 117.0(4) . . . ? C25 C26 C27 122.0(5) . . . ? C26 C27 C28 120.6(5) . . . ? C27 C28 C29 119.3(4) . . . ? C21 C29 C24 108.4(4) . . . ? C21 C29 C28 132.9(4) . . . ? C24 C29 C28 118.6(4) . . . ? C42 C41 C49 106.5(3) . . . ? C42 C41 C61 126.9(4) . . . ? C49 C41 C61 126.6(4) . . . ? S50 C42 N43 120.4(3) . . . ? S50 C42 C41 130.0(3) . . . ? N43 C42 C41 109.3(4) . . . ? N43 C44 C45 128.7(4) . . . ? N43 C44 C49 107.7(4) . . . ? C45 C44 C49 123.6(4) . . . ? C44 C45 C46 116.0(4) . . . ? C45 C46 C47 122.8(4) . . . ? C46 C47 C48 120.8(4) . . . ? C47 C48 C49 117.9(4) . . . ? C41 C49 C44 108.4(4) . . . ? C41 C49 C48 132.8(4) . . . ? C44 C49 C48 118.8(4) . . . ? C41 C61 C62 128.2(4) . . . ? C41 C61 C69 125.0(4) . . . ? C62 C61 C69 106.8(3) . . . ? S70 C62 N63 120.5(3) . . . ? S70 C62 C61 129.7(3) . . . ? N63 C62 C61 109.8(4) . . . ? N63 C64 C65 130.1(4) . . . ? N63 C64 C69 108.4(3) . . . ? C65 C64 C69 121.4(4) . . . ? C64 C65 C66 118.1(4) . . . ? C65 C66 C67 120.3(4) . . . ? C66 C67 C68 122.2(4) . . . ? C67 C68 C69 118.3(4) . . . ? C61 C69 C64 106.5(4) . . . ? C61 C69 C68 133.8(3) . . . ? C64 C69 C68 119.6(4) . . . ? O81 C82 N83 126.7(4) . . . ? O91 C92 N93 127.0(4) . . . ? C2 N3 H3 132.7(4) . . . ? C4 N3 H3 117.8(3) . . . ? C22 N23 H23 132.8(4) . . . ? C24 N23 H23 118.8(4) . . . ? C62 N63 H63 134.1(4) . . . ? C64 N63 H63 117.2(3) . . . ? C4 C5 H5 124.9(5) . . . ? C6 C5 H5 117.1(5) . . . ? C5 C6 H6 126.0(5) . . . ? C7 C6 H6 111.0(5) . . . ? C24 C25 H25 125.3(5) . . . ? C26 C25 H25 117.7(5) . . . ? C25 C26 H26 115.8(6) . . . ? C27 C26 H26 122.2(6) . . . ? C26 C27 H27 116.8(6) . . . ? C28 C27 H27 122.4(6) . . . ? C27 C28 H28 123.6(5) . . . ? C29 C28 H28 116.8(5) . . . ? C45 C46 H46 113.8(5) . . . ? C47 C46 H46 123.4(5) . . . ? C46 C47 H47 117.3(5) . . . ? C48 C47 H47 121.7(5) . . . ? C47 C48 H48 124.3(5) . . . ? C49 C48 H48 117.7(5) . . . ? C64 C65 H65 120.5(5) . . . ? C66 C65 H65 121.3(4) . . . ? C65 C66 H66 115.6(5) . . . ? C67 C66 H66 124.0(5) . . . ? C66 C67 H67 117.6(4) . . . ? C68 C67 H67 120.1(5) . . . ? C67 C68 H68 122.6(4) . . . ? C69 C68 H68 119.0(4) . . . ? O81 C82 H82 111.1(5) . . . ? N83 C82 H82 122.1(5) . . . ? N83 C84 H84A 101.6(4) . . . ? N83 C84 H84B 107.0(5) . . . ? N83 C84 H84C 106.5(5) . . . ? H84A C84 H84B 114.0(6) . . . ? H84A C84 H84C 110.4(5) . . . ? H84B C84 H84C 115.9(6) . . . ? N83 C85 H85A 109.5(4) . . . ? N83 C85 H85B 107.8(6) . . . ? N83 C85 H85C 110.9(5) . . . ? H85A C85 H85B 109.5(6) . . . ? H85A C85 H85C 109.0(6) . . . ? H85B C85 H85C 110.1(5) . . . ? O91 C92 H92 107.2(5) . . . ? N93 C92 H92 125.8(6) . . . ? N93 C94 H94A 108.8(4) . . . ? N93 C94 H94B 109.2(6) . . . ? N93 C94 H94C 109.3(5) . . . ? H94A C94 H94B 109.3(5) . . . ? H94A C94 H94C 109.1(6) . . . ? H94B C94 H94C 111.1(5) . . . ? N93 C95 H95A 104.3(5) . . . ? N93 C95 H95B 104.8(5) . . . ? N93 C95 H95C 104.5(6) . . . ? H95A C95 H95B 116.4(8) . . . ? H95A C95 H95C 112.0(6) . . . ? H95B C95 H95C 113.4(6) . . . ? 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 S30 C6 3.681(4) 1_555 1_665 ? S31 C5 3.758(4) 1_555 1_665 ? S50 C66 3.734(4) 1_555 1_545 ? O81 N3 2.826(4) 1_555 1_654 ? O81 N63 2.830(4) 1_555 1_655 ? O81 H3 1.909(3) 1_555 1_654 ? O81 H63 1.994(3) 1_555 1_655 ? O91 N23 2.828(4) 1_555 1_455 ? O91 N43 2.756(3) 1_555 1_465 ? O91 C44 3.497(4) 1_555 1_465 ? O91 H23 1.922(3) 1_555 1_455 ? O91 H43 1.709(2) 1_555 1_465 ? N43 C92 3.485(5) 1_555 1_645 ? N43 C95 3.477(6) 1_555 1_545 ? C1 C46 4.000(5) 1_555 1_455 ? C2 C46 3.866(6) 1_555 1_455 ? C4 C45 3.940(5) 1_555 1_455 ? C4 C46 3.674(5) 1_555 1_455 ? C4 C84 3.647(6) 1_555 1_556 ? C4 H46 2.955(3) 1_555 1_455 ? C5 C84 3.480(6) 1_555 1_556 ? C5 H84C 3.114(4) 1_555 1_556 ? C5 H63 3.153(5) 1_555 1_556 ? C6 C84 3.483(6) 1_555 1_556 ? C6 H84C 2.882(4) 1_555 1_556 ? C7 C84 3.706(6) 1_555 1_556 ? C7 C92 3.640(6) 1_555 1_545 ? C7 C94 3.890(6) 1_555 1_545 ? C7 C95 3.921(7) 1_555 1_545 ? C7 H84C 2.858(4) 1_555 1_556 ? C8 C84 3.886(6) 1_555 1_556 ? C8 C92 3.852(6) 1_555 1_545 ? C8 H84C 3.032(4) 1_555 1_556 ? C9 C45 3.887(5) 1_555 1_455 ? C9 C46 3.868(5) 1_555 1_455 ? C9 C84 3.862(6) 1_555 1_556 ? C26 C68 3.948(6) 1_555 1_455 ? C26 H68 3.175(5) 1_555 1_455 ? C27 C44 3.975(6) 1_555 1_455 ? C27 C49 3.991(6) 1_555 1_455 ? C27 C68 3.712(5) 1_555 1_455 ? C27 H68 2.797(4) 1_555 1_455 ? C28 C44 3.654(5) 1_555 1_455 ? C28 C45 3.789(5) 1_555 1_455 ? C28 C49 3.902(5) 1_555 1_455 ? C41 C95 3.937(7) 1_555 1_545 ? C41 H95A 3.192(3) 1_555 1_545 ? C42 C95 3.790(7) 1_555 1_545 ? C44 C95 3.445(7) 1_555 1_545 ? C44 H28 2.957(3) 1_555 1_655 ? C44 H95A 3.126(3) 1_555 1_545 ? C45 C95 3.905(7) 1_555 1_545 ? C45 H28 2.930(4) 1_555 1_655 ? C47 C94 3.829(7) 1_555 1_655 ? C48 C94 3.741(6) 1_555 1_655 ? C48 H94A 3.151(4) 1_555 1_655 ? C49 C95 3.727(7) 1_555 1_545 ? C49 H95A 3.079(3) 1_555 1_545 ? C67 C92 3.603(6) 1_555 1_655 ? C68 C94 3.754(6) 1_555 1_655 ? C68 H94B 3.195(4) 1_555 1_655 ? C82 H3 2.802(4) 1_555 1_654 ? C82 H63 2.986(5) 1_555 1_655 ? C92 H67 3.158(5) 1_555 1_455 ? C92 H23 3.121(5) 1_555 1_455 ? C92 H43 2.536(5) 1_555 1_465 ? C94 H7 3.087(5) 1_555 1_565 ? C95 H7 3.093(6) 1_555 1_565 ? H92 H43 2.3892 1_555 1_465 ? S30 C6 3.681(4) 1_555 1_665 ? S31 C5 3.758(4) 1_555 1_665 ? S50 C66 3.734(4) 1_555 1_545 ? O81 N3 2.826(4) 1_555 1_654 ? O81 N63 2.830(4) 1_555 1_655 ? O81 H3 1.909(3) 1_555 1_654 ? O81 H63 1.994(3) 1_555 1_655 ? O91 N23 2.828(4) 1_555 1_455 ? O91 N43 2.756(3) 1_555 1_465 ? O91 C44 3.497(4) 1_555 1_465 ? O91 H23 1.922(3) 1_555 1_455 ? O91 H43 1.709(2) 1_555 1_465 ? N43 C92 3.485(5) 1_555 1_645 ? N43 C95 3.477(6) 1_555 1_545 ? C1 C46 4.000(5) 1_555 1_455 ? C2 C46 3.866(6) 1_555 1_455 ? C4 C45 3.940(5) 1_555 1_455 ? C4 C46 3.674(5) 1_555 1_455 ? C4 C84 3.647(6) 1_555 1_556 ? C4 H46 2.955(3) 1_555 1_455 ? C5 C84 3.480(6) 1_555 1_556 ? C5 H84C 3.114(4) 1_555 1_556 ? C5 H63 3.153(5) 1_555 1_556 ? C6 C84 3.483(6) 1_555 1_556 ? C6 H84C 2.882(4) 1_555 1_556 ? C7 C84 3.706(6) 1_555 1_556 ? C7 C92 3.640(6) 1_555 1_545 ? C7 C94 3.890(6) 1_555 1_545 ? C7 C95 3.921(7) 1_555 1_545 ? C7 H84C 2.858(4) 1_555 1_556 ? C8 C84 3.886(6) 1_555 1_556 ? C8 C92 3.852(6) 1_555 1_545 ? C8 H84C 3.032(4) 1_555 1_556 ? C9 C45 3.887(5) 1_555 1_455 ? C9 C46 3.868(5) 1_555 1_455 ? C9 C84 3.862(6) 1_555 1_556 ? C26 C68 3.948(6) 1_555 1_455 ? C26 H68 3.175(5) 1_555 1_455 ? C27 C44 3.975(6) 1_555 1_455 ? C27 C49 3.991(6) 1_555 1_455 ? C27 C68 3.712(5) 1_555 1_455 ? C27 H68 2.797(4) 1_555 1_455 ? C28 C44 3.654(5) 1_555 1_455 ? C28 C45 3.789(5) 1_555 1_455 ? C28 C49 3.902(5) 1_555 1_455 ? C41 C95 3.937(7) 1_555 1_545 ? C41 H95A 3.192(3) 1_555 1_545 ? C42 C95 3.790(7) 1_555 1_545 ? C44 C95 3.445(7) 1_555 1_545 ? C44 H28 2.957(3) 1_555 1_655 ? C44 H95A 3.126(3) 1_555 1_545 ? C45 C95 3.905(7) 1_555 1_545 ? C45 H28 2.930(4) 1_555 1_655 ? C47 C94 3.829(7) 1_555 1_655 ? C48 C94 3.741(6) 1_555 1_655 ? C48 H94A 3.151(4) 1_555 1_655 ? C49 C95 3.727(7) 1_555 1_545 ? C49 H95A 3.079(3) 1_555 1_545 ? C67 C92 3.603(6) 1_555 1_655 ? C68 C94 3.754(6) 1_555 1_655 ? C68 H94B 3.195(4) 1_555 1_655 ? C82 H3 2.802(4) 1_555 1_654 ? C82 H63 2.986(5) 1_555 1_655 ? C92 H67 3.158(5) 1_555 1_455 ? C92 H23 3.121(5) 1_555 1_455 ? C92 H43 2.536(5) 1_555 1_465 ? C94 H7 3.087(5) 1_555 1_565 ? C95 H7 3.093(6) 1_555 1_565 ? H92 H43 2.3892 1_555 1_465 ? #=================================================== # Intensity data # maXus/CIF Copied by cif2cif, version 0.0.8 - beta ( 2 Apr 98) data_2 _database_code_CSD 173494 _audit_creation_method 'maXus' _chemical_compound_source 'Novum / recryst. from acetonitrile' _exptl_crystal_description 'plate' _exptl_crystal_colour 'yellow' _cell_measurement_temperature room temp _refine_ls_hydrogen_treatment 'refxyz' # Submission details _publ_requested_journal ' JCS,Perkin Trans 1 ' _diffrn_measurement_device 'KappaCCD' _computing_data_collection 'KappaCCD' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 loop_ _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_wavelength_id all _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.604 _exptl_crystal_density_method 'not measured' _exptl_special_details ; ? ; _chemical_formula_weight 414.612 _diffrn_radiation_type ' MoK\a' loop_ _symmetry_equiv_pos_as_xyz '+X,+Y,+Z' '-X,-Y,-Z' '-X+ 1/2,+Y+ 1/2,-Z+ 1/2' '+X+ 1/2,-Y+ 1/2,+Z+ 1/2' _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_cell_setting 'Monoclinic' _chemical_formula_moiety 'C18 H10 N2 S5 ' _chemical_formula_sum 'C18 H10 N2 S5 ' _chemical_name_systematic ; ? ; _cell_length_a 8.9090(10) _cell_length_b 15.5350(10) _cell_length_c 12.6510(10) _cell_angle_alpha 90.000(10) _cell_angle_beta 101.260(10) _cell_angle_gamma 90.000(10) _cell_volume 1717.2(3) _diffrn_reflns_number 12709 _diffrn_reflns_theta_max 27.91 _diffrn_reflns_av_R_equivalents 0.043 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _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 0.68 _exptl_crystal_F_000 848 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 'Waasmaier & Kirfel, 1995' 'H ' 'H ' 0.0000 0.0000 'Waasmaier & Kirfel, 1995' 'S ' 'S ' 0.1246 0.1234 'Waasmaier & Kirfel, 1995' 'N ' 'N ' 0.0061 0.0033 'Waasmaier & Kirfel, 1995' _reflns_number_total 3992 _reflns_number_gt 2214 _reflns_threshold_expression 'I> 3.00 sigma(I)' _reflns_d_resolution_low 1.81 _reflns_d_resolution_high 0.62 _reflns_limit_h_max 11 _reflns_limit_h_min 0 _reflns_limit_k_max 20 _reflns_limit_k_min 0 _reflns_limit_l_max 11 _reflns_limit_l_min 0 _refine_ls_matrix_type full _refine_ls_R_factor_all 0.102 _refine_ls_wR_factor_all 0.040 _refine_ls_R_factor_gt 0.036 _refine_ls_wR_factor_gt 0.036 _refine_ls_wR_factor_ref 0.036 _refine_ls_goodness_of_fit_gt 1.409 _refine_ls_goodness_of_fit_ref 1.409 _refine_ls_goodness_of_fit_all 1.939 _refine_ls_number_parameters 226 _refine_ls_number_reflns 2214 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ; w = 1 / ( 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 _refine_diff_density_max 0.25 _refine_diff_density_min -0.23 _refine_diff_density_rms 0.06 #================================================== # 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 S10 0.57308(9) 0.22713(5) 0.32629(6) 0.0467(4) 1.00 Uij S11 0.39990(9) 0.27653(5) 0.39405(7) 0.0535(5) 1.00 Uij S22 1.05767(8) 0.27007(5) 0.52061(6) 0.0394(4) 1.00 Uij S23 0.63383(9) 0.33147(5) 0.61745(6) 0.0422(4) 1.00 Uij S24 0.49324(9) 0.38144(5) 0.48198(6) 0.0472(4) 1.00 Uij N3 0.6329(3) 0.07050(10) 0.4223(2) 0.0400(10) 1.00 Uij N20 1.1675(2) 0.43500(10) 0.5990(2) 0.0370(10) 1.00 Uij C1 0.7947(3) 0.1724(2) 0.5051(2) 0.0320(10) 1.00 Uij C2 0.6695(3) 0.1570(2) 0.4241(2) 0.0370(10) 1.00 Uij C4 0.7367(3) 0.0289(2) 0.5005(2) 0.0350(10) 1.00 Uij C5 0.7468(3) -0.0581(2) 0.5294(2) 0.042(2) 1.00 Uij C6 0.8640(4) -0.0807(2) 0.6111(2) 0.047(2) 1.00 Uij C7 0.9703(4) -0.0211(2) 0.6636(2) 0.047(2) 1.00 Uij C8 0.9586(3) 0.0650(2) 0.6359(2) 0.040(2) 1.00 Uij C9 0.8397(3) 0.0906(2) 0.5531(2) 0.0320(10) 1.00 Uij C11 0.8674(3) 0.2557(2) 0.5359(2) 0.0300(10) 1.00 Uij C12 0.8140(3) 0.3267(2) 0.5812(2) 0.0300(10) 1.00 Uij C13 0.9235(3) 0.3943(2) 0.6027(2) 0.0280(10) 1.00 Uij C14 0.9498(3) 0.4776(2) 0.6551(2) 0.0290(10) 1.00 Uij C15 0.8659(3) 0.5320(2) 0.7100(2) 0.037(2) 1.00 Uij C16 0.9322(4) 0.6072(2) 0.7535(2) 0.044(2) 1.00 Uij C17 1.0790(4) 0.6306(2) 0.7428(2) 0.047(2) 1.00 Uij C18 1.1646(3) 0.5784(2) 0.6894(2) 0.041(2) 1.00 Uij C19 1.1010(3) 0.5007(2) 0.6484(2) 0.0320(10) 1.00 Uij C21 1.0582(3) 0.3720(2) 0.5718(2) 0.0310(10) 1.00 Uij H5 0.676714 -0.101177 0.494958 0.050000 1.00 Uiso H6 0.871332 -0.140156 0.632193 0.050000 1.00 Uiso H7 1.052075 -0.040497 0.719631 0.050000 1.00 Uiso H8 1.030113 0.106699 0.672056 0.050000 1.00 Uiso H15 0.763759 0.517552 0.717607 0.050000 1.00 Uiso H16 0.874531 0.643973 0.791805 0.050000 1.00 Uiso H17 1.120972 0.684050 0.773348 0.050000 1.00 Uiso H18 1.265342 0.594240 0.679976 0.050000 1.00 Uiso H3 0.552010 0.038601 0.377926 0.050000 1.00 Uiso H20 1.267758 0.427355 0.583180 0.050000 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 S10 0.0561(5) 0.0431(4) 0.0365(4) 0.0001(4) -.0035(3) -.0013(4) S11 0.0357(5) 0.0492(5) 0.0704(5) -.0019(4) -.0055(4) -.0035(4) S22 0.0350(4) 0.0368(4) 0.0451(4) 0.0004(4) 0.0091(3) -.0080(3) S23 0.0377(5) 0.0465(5) 0.0422(4) -.0064(4) 0.0141(3) -.0042(3) S24 0.0358(5) 0.0403(4) 0.0632(5) 0.0040(4) 0.0077(4) -.0025(4) N3 0.042(2) 0.0340(10) 0.0420(10) -.0080(10) 0.0000(10) -.0080(10) N20 0.0240(10) 0.0410(10) 0.0440(10) -.0010(10) 0.0070(10) -.0040(10) C1 0.033(2) 0.030(2) 0.0320(10) -.0040(10) 0.0060(10) -.0060(10) C2 0.040(2) 0.032(2) 0.036(2) -.0010(10) 0.0060(10) -.0050(10) C4 0.036(2) 0.033(2) 0.0350(10) -.0010(10) 0.0110(10) -.0050(10) C5 0.051(2) 0.032(2) 0.044(2) -.0100(10) 0.0170(10) -.0110(10) C6 0.065(2) 0.030(2) 0.045(2) 0.003(2) 0.024(2) 0.0010(10) C7 0.050(2) 0.044(2) 0.044(2) 0.005(2) 0.0080(10) 0.0040(10) C8 0.039(2) 0.040(2) 0.039(2) -.0040(10) 0.0060(10) -.0030(10) C9 0.035(2) 0.030(2) 0.0300(10) -.0020(10) 0.0100(10) -.0040(10) C11 0.030(2) 0.030(2) 0.0280(10) -.0040(10) 0.0040(10) 0.0000(10) C12 0.029(2) 0.030(2) 0.0290(10) -.0030(10) 0.0050(10) 0.0030(10) C13 0.028(2) 0.0280(10) 0.0260(10) -.0020(10) 0.0020(10) 0.0020(10) C14 0.029(2) 0.0290(10) 0.0270(10) -.0020(10) 0.0000(10) 0.0060(10) C15 0.034(2) 0.034(2) 0.041(2) 0.0050(10) 0.0090(10) 0.0000(10) C16 0.049(2) 0.031(2) 0.050(2) 0.0060(10) 0.0080(10) -.0070(10) C17 0.056(2) 0.030(2) 0.050(2) -.009(2) -.003(2) -.0020(10) C18 0.038(2) 0.036(2) 0.045(2) -.0110(10) 0.0000(10) 0.0030(10) C19 0.028(2) 0.035(2) 0.0310(10) -.0020(10) 0.0000(10) 0.0030(10) C21 0.028(2) 0.031(2) 0.0310(10) -.0020(10) 0.0030(10) -.0020(10) 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 C2 S10 S11 S24 87.3(2) . . . . ? S11 S10 C2 N3 93.5(3) . . . . ? S11 S10 C2 C1 -92.7(3) . . . . ? S10 S11 S24 S23 -74.50(10) . . . . ? C11 S22 C21 N20 174.5(3) . . . . ? C21 S22 C11 C1 -178.8(3) . . . . ? C21 S22 C11 C12 -1.6(2) . . . . ? C11 S22 C21 C13 1.9(3) . . . . ? C12 S23 S24 S11 93.40(10) . . . . ? S24 S23 C12 C11 -92.0(3) . . . . ? S24 S23 C12 C13 92.4(3) . . . . ? C4 N3 C2 S10 173.4(3) . . . . ? C4 N3 C2 C1 -1.6(3) . . . . ? C2 N3 C4 C5 179.9(4) . . . . ? C2 N3 C4 C9 0.6(3) . . . . ? C19 N20 C21 S22 -173.3(4) . . . . ? C19 N20 C21 C13 -0.5(3) . . . . ? C21 N20 C19 C14 1.7(3) . . . . ? C21 N20 C19 C18 -179.5(4) . . . . ? C9 C1 C2 S10 -172.6(4) . . . . ? C9 C1 C2 N3 1.8(3) . . . . ? C2 C1 C9 C4 -1.4(3) . . . . ? C2 C1 C9 C8 178.4(4) . . . . ? C11 C1 C2 S10 7.4(3) . . . . ? C2 C1 C11 S22 -116.5(4) . . . . ? C11 C1 C2 N3 -178.2(4) . . . . ? C2 C1 C11 C12 66.9(4) . . . . ? C9 C1 C11 S22 63.4(3) . . . . ? C11 C1 C9 C4 178.6(4) . . . . ? C11 C1 C9 C8 -1.6(3) . . . . ? C9 C1 C11 C12 -113.1(4) . . . . ? N3 C4 C5 C6 180.0(5) . . . . ? N3 C4 C9 C1 0.5(3) . . . . ? N3 C4 C9 C8 -179.4(4) . . . . ? C5 C4 C9 C1 -178.8(4) . . . . ? C9 C4 C5 C6 -0.9(3) . . . . ? C5 C4 C9 C8 1.3(3) . . . . ? C4 C5 C6 C7 -0.6(3) . . . . ? C5 C6 C7 C8 1.5(3) . . . . ? C6 C7 C8 C9 -1.1(3) . . . . ? C7 C8 C9 C1 179.9(5) . . . . ? C7 C8 C9 C4 -0.3(3) . . . . ? S22 C11 C12 S23 -175.0(3) . . . . ? S22 C11 C12 C13 1.0(2) . . . . ? C1 C11 C12 S23 1.8(3) . . . . ? C1 C11 C12 C13 177.7(4) . . . . ? S23 C12 C13 C14 3.8(3) . . . . ? S23 C12 C13 C21 176.4(4) . . . . ? C11 C12 C13 C14 -172.2(5) . . . . ? C11 C12 C13 C21 0.5(3) . . . . ? C12 C13 C14 C15 -1.9(4) . . . . ? C12 C13 C14 C19 174.6(5) . . . . ? C12 C13 C21 S22 -1.7(2) . . . . ? C12 C13 C21 N20 -176.1(3) . . . . ? C14 C13 C21 S22 173.5(3) . . . . ? C14 C13 C21 N20 -0.8(3) . . . . ? C21 C13 C14 C15 -174.7(4) . . . . ? C21 C13 C14 C19 1.8(3) . . . . ? C13 C14 C15 C16 177.6(5) . . . . ? C13 C14 C19 N20 -2.2(3) . . . . ? C13 C14 C19 C18 179.0(4) . . . . ? C15 C14 C19 N20 175.0(4) . . . . ? C19 C14 C15 C16 1.5(3) . . . . ? C15 C14 C19 C18 -3.9(3) . . . . ? C14 C15 C16 C17 0.9(3) . . . . ? C15 C16 C17 C18 -1.0(3) . . . . ? C16 C17 C18 C19 -1.3(3) . . . . ? C17 C18 C19 N20 -174.9(5) . . . . ? C17 C18 C19 C14 3.7(3) . . . . ? H3 N3 C2 S10 -6.6(3) . . . . ? H3 N3 C2 C1 178.4(4) . . . . ? H3 N3 C4 C5 -0.1(3) . . . . ? H3 N3 C4 C9 -179.4(4) . . . . ? H20 N20 C19 C14 -177.6(4) . . . . ? H20 N20 C19 C18 1.1(3) . . . . ? H20 N20 C21 S22 6.2(2) . . . . ? H20 N20 C21 C13 178.9(4) . . . . ? N3 C4 C5 H5 0.0(3) . . . . ? C9 C4 C5 H5 179.2(5) . . . . ? C4 C5 C6 H6 179.4(5) . . . . ? H5 C5 C6 C7 179.4(5) . . . . ? H5 C5 C6 H6 -0.7(3) . . . . ? C5 C6 C7 H7 -178.6(5) . . . . ? H6 C6 C7 C8 -178.4(5) . . . . ? H6 C6 C7 H7 1.5(3) . . . . ? C6 C7 C8 H8 179.1(5) . . . . ? H7 C7 C8 C9 179.1(5) . . . . ? H7 C7 C8 H8 -0.8(3) . . . . ? H8 C8 C9 C1 -0.2(3) . . . . ? H8 C8 C9 C4 179.6(5) . . . . ? C13 C14 C15 H15 -2.3(3) . . . . ? C19 C14 C15 H15 -178.4(5) . . . . ? C14 C15 C16 H16 -179.3(5) . . . . ? H15 C15 C16 C17 -179.2(5) . . . . ? H15 C15 C16 H16 0.6(3) . . . . ? C15 C16 C17 H17 179.1(5) . . . . ? H16 C16 C17 C18 179.1(5) . . . . ? H16 C16 C17 H17 -0.7(3) . . . . ? C16 C17 C18 H18 178.6(5) . . . . ? H17 C17 C18 C19 178.6(5) . . . . ? H17 C17 C18 H18 -1.5(3) . . . . ? H18 C18 C19 N20 5.2(3) . . . . ? H18 C18 C19 C14 -176.2(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 S10 S11 2.0540(10) . . ? S10 C2 1.743(3) . . ? S11 S24 2.0550(10) . . ? S22 C11 1.758(3) . . ? S22 C21 1.710(3) . . ? S23 S24 2.0660(10) . . ? S23 C12 1.755(3) . . ? N3 C2 1.383(3) . . ? N3 C4 1.376(3) . . ? N20 C19 1.389(3) . . ? N20 C21 1.376(3) . . ? C1 C2 1.380(3) . . ? C1 C9 1.432(3) . . ? C1 C11 1.466(3) . . ? C4 C5 1.398(4) . . ? C4 C9 1.402(3) . . ? C5 C6 1.364(4) . . ? C6 C7 1.396(4) . . ? C7 C8 1.381(4) . . ? C8 C9 1.394(3) . . ? C11 C12 1.370(3) . . ? C12 C13 1.423(3) . . ? C13 C14 1.453(3) . . ? C13 C21 1.377(3) . . ? C14 C15 1.399(3) . . ? C14 C19 1.412(3) . . ? C15 C16 1.375(4) . . ? C16 C17 1.390(4) . . ? C17 C18 1.378(4) . . ? C18 C19 1.390(4) . . ? N3 H3 0.960(2) . . ? N20 H20 0.960(2) . . ? C5 H5 0.960(3) . . ? C6 H6 0.960(3) . . ? C7 H7 0.960(3) . . ? C8 H8 0.960(3) . . ? C15 H15 0.960(3) . . ? C16 H16 0.960(3) . . ? C17 H17 0.960(3) . . ? C18 H18 0.960(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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S11 S10 C2 104.10(10) . . . ? S10 S11 S24 105.30(10) . . . ? C11 S22 C21 90.4(2) . . . ? S24 S23 C12 103.70(10) . . . ? S11 S24 S23 105.50(10) . . . ? C2 N3 C4 108.8(3) . . . ? C19 N20 C21 107.0(3) . . . ? C2 C1 C9 106.3(3) . . . ? C2 C1 C11 127.0(3) . . . ? C9 C1 C11 126.7(3) . . . ? S10 C2 N3 121.0(2) . . . ? S10 C2 C1 129.3(3) . . . ? N3 C2 C1 109.5(3) . . . ? N3 C4 C5 129.9(3) . . . ? N3 C4 C9 107.8(3) . . . ? C5 C4 C9 122.3(3) . . . ? C4 C5 C6 116.6(3) . . . ? C5 C6 C7 122.5(3) . . . ? C6 C7 C8 120.7(3) . . . ? C7 C8 C9 118.4(3) . . . ? C1 C9 C4 107.5(3) . . . ? C1 C9 C8 133.0(3) . . . ? C4 C9 C8 119.5(3) . . . ? S22 C11 C1 117.9(2) . . . ? S22 C11 C12 111.4(2) . . . ? C1 C11 C12 130.6(3) . . . ? S23 C12 C11 123.6(2) . . . ? S23 C12 C13 123.1(2) . . . ? C11 C12 C13 113.1(3) . . . ? C12 C13 C14 142.1(3) . . . ? C12 C13 C21 111.3(3) . . . ? C14 C13 C21 106.4(3) . . . ? C13 C14 C15 135.3(3) . . . ? C13 C14 C19 105.6(3) . . . ? C15 C14 C19 119.0(3) . . . ? C14 C15 C16 118.8(3) . . . ? C15 C16 C17 121.5(3) . . . ? C16 C17 C18 121.0(3) . . . ? C17 C18 C19 118.0(3) . . . ? N20 C19 C14 109.7(3) . . . ? N20 C19 C18 128.9(3) . . . ? C14 C19 C18 121.5(3) . . . ? S22 C21 N20 134.6(3) . . . ? S22 C21 C13 113.8(2) . . . ? N20 C21 C13 111.3(3) . . . ? C2 N3 H3 131.2(3) . . . ? C4 N3 H3 120.1(3) . . . ? C19 N20 H20 132.9(3) . . . ? C21 N20 H20 120.1(3) . . . ? C4 C5 H5 123.5(3) . . . ? C6 C5 H5 119.9(3) . . . ? C5 C6 H6 117.3(3) . . . ? C7 C6 H6 120.2(4) . . . ? C6 C7 H7 119.3(3) . . . ? C8 C7 H7 120.0(3) . . . ? C7 C8 H8 121.5(3) . . . ? C9 C8 H8 120.1(3) . . . ? C14 C15 H15 121.2(3) . . . ? C16 C15 H15 120.0(3) . . . ? C15 C16 H16 118.5(4) . . . ? C17 C16 H16 120.0(3) . . . ? C16 C17 H17 119.1(4) . . . ? C18 C17 H17 119.9(4) . . . ? C17 C18 H18 122.0(3) . . . ? C19 C18 H18 120.0(3) . . . ? 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 S10 C11 3.781(2) 1_555 4_565 ? S10 C12 3.584(2) 1_555 4_565 ? S10 C13 3.444(2) 1_555 4_565 ? S10 C21 3.548(2) 1_555 4_565 ? S11 C16 3.652(3) 1_555 2_666 ? S22 C6 3.518(3) 1_555 2_756 ? S22 C17 3.658(3) 1_555 2_766 ? S22 H6 2.9476 1_555 2_756 ? S23 C6 3.691(3) 1_555 3_656 ? S24 H20 2.6810 1_555 1_455 ? N3 C14 3.535(3) 1_555 4_565 ? N20 C14 3.457(3) 1_555 2_766 ? C1 C6 3.897(4) 1_555 2_756 ? C4 C7 3.640(4) 1_555 2_756 ? C4 C8 3.781(4) 1_555 2_756 ? C4 C15 3.946(4) 1_555 3_646 ? C4 C16 3.907(4) 1_555 3_646 ? C5 C8 3.662(4) 1_555 2_756 ? C5 C15 3.890(4) 1_555 3_646 ? C5 C17 3.812(4) 1_555 4_565 ? C5 H3 3.126(3) 1_555 2_656 ? C6 C8 3.776(4) 1_555 2_756 ? C6 C9 3.668(4) 1_555 2_756 ? C6 C15 3.767(4) 1_555 3_646 ? C6 H15 3.046(3) 1_555 3_646 ? C7 C9 3.655(4) 1_555 2_756 ? C7 C15 3.752(4) 1_555 3_646 ? C7 C18 3.750(4) 1_555 3_746 ? C7 H15 2.862(3) 1_555 3_646 ? C8 C15 3.824(4) 1_555 3_646 ? C8 C18 3.647(4) 1_555 3_746 ? C8 H15 3.056(3) 1_555 3_646 ? C8 H18 3.073(3) 1_555 3_746 ? C9 C15 3.913(4) 1_555 3_646 ? C9 C16 3.773(4) 1_555 3_646 ? C9 H16 3.105(3) 1_555 3_646 ? C11 C18 3.812(4) 1_555 2_766 ? C12 C18 3.766(4) 1_555 2_766 ? C13 C18 3.649(3) 1_555 2_766 ? C13 C19 3.540(3) 1_555 2_766 ? C14 C19 3.792(3) 1_555 2_766 ? C14 C21 3.691(3) 1_555 2_766 ? C14 H3 2.799(2) 1_555 4_666 ? C15 H3 2.663(3) 1_555 4_666 ? C16 H3 2.845(3) 1_555 4_666 ? C17 C21 3.928(4) 1_555 2_766 ? C17 H5 3.172(3) 1_555 4_666 ? C17 H3 3.171(3) 1_555 4_666 ? C18 C21 3.590(3) 1_555 2_766 ? C18 H7 3.158(3) 1_555 3_756 ? C18 H8 2.967(3) 1_555 3_756 ? C19 C19 3.833(5) 1_555 2_766 ? C19 C21 3.484(3) 1_555 2_766 ? C19 H3 3.081(2) 1_555 4_666 ? H8 H18 2.3515 1_555 3_746 ? S10 C11 3.781(2) 1_555 4_565 ? S10 C12 3.584(2) 1_555 4_565 ? S10 C13 3.444(2) 1_555 4_565 ? S10 C21 3.548(2) 1_555 4_565 ? S11 C16 3.652(3) 1_555 2_666 ? S22 C6 3.518(3) 1_555 2_756 ? S22 C17 3.658(3) 1_555 2_766 ? S22 H6 2.9476 1_555 2_756 ? S23 C6 3.691(3) 1_555 3_656 ? S24 H20 2.6810 1_555 1_455 ? N3 C14 3.535(3) 1_555 4_565 ? N20 C14 3.457(3) 1_555 2_766 ? C1 C6 3.897(4) 1_555 2_756 ? C4 C7 3.640(4) 1_555 2_756 ? C4 C8 3.781(4) 1_555 2_756 ? C4 C15 3.946(4) 1_555 3_646 ? C4 C16 3.907(4) 1_555 3_646 ? C5 C8 3.662(4) 1_555 2_756 ? C5 C15 3.890(4) 1_555 3_646 ? C5 C17 3.812(4) 1_555 4_565 ? C5 H3 3.126(3) 1_555 2_656 ? C6 C8 3.776(4) 1_555 2_756 ? C6 C9 3.668(4) 1_555 2_756 ? C6 C15 3.767(4) 1_555 3_646 ? C6 H15 3.046(3) 1_555 3_646 ? C7 C9 3.655(4) 1_555 2_756 ? C7 C15 3.752(4) 1_555 3_646 ? C7 C18 3.750(4) 1_555 3_746 ? C7 H15 2.862(3) 1_555 3_646 ? C8 C15 3.824(4) 1_555 3_646 ? C8 C18 3.647(4) 1_555 3_746 ? C8 H15 3.056(3) 1_555 3_646 ? C8 H18 3.073(3) 1_555 3_746 ? C9 C15 3.913(4) 1_555 3_646 ? C9 C16 3.773(4) 1_555 3_646 ? C9 H16 3.105(3) 1_555 3_646 ? C11 C18 3.812(4) 1_555 2_766 ? C12 C18 3.766(4) 1_555 2_766 ? C13 C18 3.649(3) 1_555 2_766 ? C13 C19 3.540(3) 1_555 2_766 ? C14 C19 3.792(3) 1_555 2_766 ? C14 C21 3.691(3) 1_555 2_766 ? C14 H3 2.799(2) 1_555 4_666 ? C15 H3 2.663(3) 1_555 4_666 ? C16 H3 2.845(3) 1_555 4_666 ? C17 C21 3.928(4) 1_555 2_766 ? C17 H5 3.172(3) 1_555 4_666 ? C17 H3 3.171(3) 1_555 4_666 ? C18 C21 3.590(3) 1_555 2_766 ? C18 H7 3.158(3) 1_555 3_756 ? C18 H8 2.967(3) 1_555 3_756 ? C19 C19 3.833(5) 1_555 2_766 ? C19 C21 3.484(3) 1_555 2_766 ? C19 H3 3.081(2) 1_555 4_666 ? H8 H18 2.3515 1_555 3_746 ? #=================================================== # Intensity data