# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Rosa Pedrido Castineiras' _publ_contact_author_email QIROSAPC@USC.ES _publ_section_title ; Pentadentate thiosemicarbazones as versatile chelating systems. A structural comparative study about their metallic complexes ; _publ_requested_category FM loop_ _publ_author_name 'Rosa Pedrido Castineiras' 'Manuel Bermejo' 'Esther Gomez-Forneas' 'Ana M. Gonzalez-Noya' ; M.Martinez-Calvo ; 'M. Jose Romero' 'Miguel Vazquez Lopez' 'Guillermo Zaragoza' # Attachment '12.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2008-02-07 at 17:12:23 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : e:\xprogs\wingx\files\archive.dat # CIF files read : be07rp1n struct data_be07rp1n _database_code_depnum_ccdc_archive 'CCDC 692050' _audit_creation_date 2008-02-07T17:12:23-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C30 H42 Cd2 N14 S4, C2 H6 O S' _chemical_formula_sum 'C32 H48 Cd2 N14 O S5' _chemical_formula_weight 1029.94 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 12.573(2) _cell_length_b 27.187(4) _cell_length_c 12.4839(18) _cell_angle_alpha 90 _cell_angle_beta 90.736(3) _cell_angle_gamma 90 _cell_volume 4267.0(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 709 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 25.79 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description Needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.603 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2088 loop_ _exptl_special_details 'Poor difracction data' ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.287 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'BRUKER SADABS' _exptl_absorpt_correction_T_min 0.7309 _exptl_absorpt_correction_T_max 0.9385 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoK\a _diffrn_radiation_probe x-ray _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromador graphite _diffrn_measurement_device_type 'Smart-CCD-1000 BRUKER' _diffrn_measurement_method 'omega scans' _diffrn_reflns_av_R_equivalents 0.1138 _diffrn_reflns_av_unetI/netI 0.1132 _diffrn_reflns_number 26025 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 21.97 _diffrn_reflns_theta_full 21.97 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 5214 _reflns_number_gt 2811 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SIR97 (Giacovazzo et all, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0831P)^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_number_reflns 5214 _refine_ls_number_parameters 522 _refine_ls_number_restraints 37 _refine_ls_R_factor_all 0.1157 _refine_ls_R_factor_gt 0.0587 _refine_ls_wR_factor_ref 0.1518 _refine_ls_wR_factor_gt 0.131 _refine_ls_goodness_of_fit_ref 0.899 _refine_ls_restrained_S_all 0.897 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.68 _refine_diff_density_min -1.044 _refine_diff_density_rms 0.117 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 '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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Cd1 Cd 0.17676(6) 0.13817(3) 0.08339(6) 0.0494(3) Uani 1 1 d . B . N4 N 0.0754(7) 0.2067(3) 0.1458(7) 0.052(3) Uani 1 1 d . . . C10 C 0.1154(8) 0.2364(5) 0.2193(9) 0.052(3) Uani 1 1 d . . . C9 C 0.0596(10) 0.2737(4) 0.2643(9) 0.063(4) Uani 1 1 d . . . H9 H 0.0886 0.2927 0.3193 0.076 Uiso 1 1 calc R . . C8 C -0.0424(10) 0.2822(5) 0.2247(11) 0.074(4) Uani 1 1 d . . . H8 H -0.0823 0.3083 0.2505 0.088 Uiso 1 1 calc R . . C7 C -0.0829(9) 0.2525(5) 0.1490(10) 0.064(4) Uani 1 1 d . . . H7 H -0.1521 0.2576 0.1244 0.077 Uiso 1 1 calc R . . C6 C -0.0250(10) 0.2152(5) 0.1076(9) 0.063(4) Uani 1 1 d . . . C11 C 0.2847(10) 0.2602(5) 0.3309(11) 0.093(5) Uani 1 1 d . . . H11A H 0.3512 0.2458 0.3528 0.139 Uiso 1 1 calc R . . H11B H 0.24 0.264 0.3921 0.139 Uiso 1 1 calc R . . H11C H 0.2974 0.2918 0.2991 0.139 Uiso 1 1 calc R . . C12 C 0.2295(9) 0.2266(5) 0.2486(9) 0.057(3) Uani 1 1 d . . . N5 N 0.2795(7) 0.1910(3) 0.2012(7) 0.054(3) Uani 1 1 d . . . N6 N 0.3864(7) 0.1879(4) 0.2249(8) 0.064(3) Uani 1 1 d . . . C13 C 0.4305(10) 0.1471(5) 0.1908(9) 0.056(3) Uani 1 1 d . B . N7 N 0.5356(8) 0.1453(4) 0.2094(8) 0.074(3) Uani 1 1 d D . . H7N H 0.5665 0.1186 0.1899 0.089 Uiso 1 1 calc R A 1 C14 C 0.606(2) 0.1828(10) 0.259(2) 0.097(8) Uani 0.639(16) 1 d PDU B 1 H14A H 0.6783 0.1704 0.2611 0.117 Uiso 0.639(16) 1 calc PR B 1 H14B H 0.5839 0.1888 0.3317 0.117 Uiso 0.639(16) 1 calc PR B 1 C15 C 0.603(2) 0.2304(9) 0.197(3) 0.089(7) Uani 0.639(16) 1 d PDU B 1 H15A H 0.6214 0.2244 0.1241 0.133 Uiso 0.639(16) 1 calc PR B 1 H15B H 0.6538 0.2529 0.2286 0.133 Uiso 0.639(16) 1 calc PR B 1 H15C H 0.5333 0.2443 0.2006 0.133 Uiso 0.639(16) 1 calc PR B 1 C14B C 0.576(5) 0.182(2) 0.282(3) 0.097(8) Uani 0.361(16) 1 d PDU B 2 H14C H 0.6232 0.1688 0.3368 0.117 Uiso 0.361(16) 1 calc PR B 2 H14D H 0.5195 0.201 0.316 0.117 Uiso 0.361(16) 1 calc PR B 2 C15B C 0.634(5) 0.212(2) 0.200(6) 0.089(7) Uani 0.361(16) 1 d PDU B 2 H15D H 0.6681 0.1904 0.1506 0.133 Uiso 0.361(16) 1 calc PR B 2 H15E H 0.6873 0.232 0.2355 0.133 Uiso 0.361(16) 1 calc PR B 2 H15F H 0.5849 0.2329 0.1625 0.133 Uiso 0.361(16) 1 calc PR B 2 S2 S 0.3719(2) 0.09617(12) 0.1289(2) 0.0532(8) Uani 1 1 d . . . C4 C -0.1709(9) 0.1858(5) -0.0217(10) 0.075(4) Uani 1 1 d . . . C5 C -0.0610(9) 0.1818(5) 0.0225(9) 0.057(3) Uani 1 1 d . B . H5A H -0.1811 0.1613 -0.0764 0.085 Uiso 0.639(16) 1 d P B 1 H5B H -0.1813 0.2178 -0.0518 0.085 Uiso 0.639(16) 1 d P B 1 H5C H -0.2209 0.1804 0.0345 0.085 Uiso 0.639(16) 1 d P B 1 H5D H -0.2078 0.2117 0.014 0.085 Uiso 0.361(16) 1 d P B 2 H5E H -0.2076 0.1552 -0.0107 0.085 Uiso 0.361(16) 1 d P B 2 H5F H -0.168 0.1926 -0.097 0.085 Uiso 0.361(16) 1 d P B 2 N3 N 0.0112(7) 0.1519(4) -0.0178(7) 0.053(3) Uani 1 1 d . . . N2 N -0.0168(8) 0.1236(4) -0.1010(7) 0.056(3) Uani 1 1 d . B . C3 C 0.0671(10) 0.1014(4) -0.1449(10) 0.054(3) Uani 1 1 d . . . N1 N 0.0417(9) 0.0724(4) -0.2274(8) 0.077(3) Uani 1 1 d . B . H1 H -0.025 0.0704 -0.2429 0.092 Uiso 1 1 calc R . . C2 C 0.1112(12) 0.0442(6) -0.2937(11) 0.102(5) Uani 1 1 d . . . H2A H 0.1346 0.0153 -0.2542 0.123 Uiso 1 1 calc R B . H2B H 0.1736 0.0637 -0.3093 0.123 Uiso 1 1 calc R . . C1 C 0.0624(12) 0.0287(7) -0.3932(11) 0.124(7) Uani 1 1 d . B . H1A H -0.0067 0.0152 -0.3794 0.187 Uiso 1 1 calc R . . H1B H 0.106 0.0041 -0.426 0.187 Uiso 1 1 calc R . . H1C H 0.0553 0.0564 -0.4404 0.187 Uiso 1 1 calc R . . S1 S 0.2006(2) 0.10693(13) -0.1097(2) 0.0614(9) Uani 1 1 d . B . Cd2 Cd 0.28274(7) 0.05348(3) 0.29740(7) 0.0543(3) Uani 1 1 d . B . N11 N 0.3931(7) 0.0898(4) 0.4314(7) 0.055(3) Uani 1 1 d . . . C21 C 0.4955(10) 0.0757(5) 0.4377(9) 0.058(3) Uani 1 1 d . B . C22 C 0.5657(10) 0.1000(6) 0.5062(11) 0.074(4) Uani 1 1 d . . . H22 H 0.6347 0.0883 0.5159 0.089 Uiso 1 1 calc R B . C23 C 0.5326(12) 0.1417(6) 0.5599(11) 0.092(5) Uani 1 1 d . B . H23 H 0.5804 0.1597 0.6016 0.11 Uiso 1 1 calc R . . C24 C 0.4280(12) 0.1561(5) 0.5507(10) 0.079(4) Uani 1 1 d . . . H24 H 0.4036 0.1837 0.5871 0.095 Uiso 1 1 calc R B . C25 C 0.3576(10) 0.1280(5) 0.4841(10) 0.069(4) Uani 1 1 d . B . C19 C 0.6395(9) 0.0113(5) 0.3852(10) 0.080(4) Uani 1 1 d . B . H19A H 0.6629 0.009 0.4586 0.12 Uiso 1 1 calc R . . H19B H 0.6851 0.0335 0.3473 0.12 Uiso 1 1 calc R . . H19C H 0.6424 -0.0207 0.3526 0.12 Uiso 1 1 calc R . . C20 C 0.5282(9) 0.0300(5) 0.3808(10) 0.054(3) Uani 1 1 d . . . N10 N 0.4491(8) 0.0110(4) 0.3284(8) 0.061(3) Uani 1 1 d . B . N9 N 0.4711(7) -0.0326(4) 0.2755(8) 0.063(3) Uani 1 1 d . . . C18 C 0.3814(10) -0.0559(5) 0.2490(10) 0.067(4) Uani 1 1 d . B . N8 N 0.3909(8) -0.0988(4) 0.1928(8) 0.070(3) Uani 1 1 d D . . H8N H 0.3353 -0.1166 0.1818 0.083 Uiso 1 1 calc R B . C17 C 0.4919(10) -0.1151(5) 0.1512(10) 0.079(4) Uani 1 1 d D B . H17A H 0.5426 -0.1191 0.2098 0.095 Uiso 1 1 calc R . . H17B H 0.5195 -0.0905 0.1027 0.095 Uiso 1 1 calc R . . C16 C 0.4788(11) -0.1631(5) 0.0928(11) 0.100(5) Uani 1 1 d D . . H16A H 0.4587 -0.1883 0.1426 0.151 Uiso 1 1 calc R B . H16B H 0.5448 -0.1719 0.0601 0.151 Uiso 1 1 calc R . . H16C H 0.4245 -0.1598 0.0385 0.151 Uiso 1 1 calc R . . S3 S 0.2493(3) -0.03946(14) 0.2799(3) 0.0740(11) Uani 1 1 d . . . C26 C 0.1948(11) 0.1752(6) 0.5459(11) 0.109(6) Uani 1 1 d . B . H26A H 0.2159 0.2078 0.5258 0.164 Uiso 1 1 calc R . . H26B H 0.219 0.1685 0.6177 0.164 Uiso 1 1 calc R . . H26C H 0.1187 0.1726 0.5422 0.164 Uiso 1 1 calc R . . C27 C 0.2428(10) 0.1389(5) 0.4713(10) 0.069(4) Uani 1 1 d . . . N12 N 0.1926(8) 0.1148(4) 0.3971(8) 0.066(3) Uani 1 1 d . B . N13 N 0.0868(9) 0.1269(4) 0.3890(8) 0.076(3) Uani 1 1 d . . . C28 C 0.0362(10) 0.1070(5) 0.3076(9) 0.058(3) Uani 1 1 d D B . S4 S 0.0885(2) 0.07051(12) 0.2045(2) 0.0521(8) Uani 1 1 d . . . N14 N -0.0671(15) 0.1212(14) 0.294(3) 0.075(11) Uani 0.639(16) 1 d PD B 1 H14E H -0.1035 0.1098 0.2411 0.09 Uiso 0.639(16) 1 calc PR B 1 C29 C -0.1173(18) 0.1555(8) 0.3685(16) 0.077(6) Uani 0.639(16) 1 d PDU B 1 H29A H -0.1825 0.1681 0.3365 0.093 Uiso 0.639(16) 1 calc PR B 1 H29B H -0.07 0.1832 0.3816 0.093 Uiso 0.639(16) 1 calc PR B 1 C30 C -0.1419(18) 0.1308(9) 0.4732(16) 0.104(8) Uani 0.639(16) 1 d PDU B 1 H30A H -0.0861 0.1081 0.4913 0.156 Uiso 0.639(16) 1 calc PR B 1 H30B H -0.2081 0.1134 0.4666 0.156 Uiso 0.639(16) 1 calc PR B 1 H30C H -0.1472 0.1552 0.5285 0.156 Uiso 0.639(16) 1 calc PR B 1 N14B N -0.0724(19) 0.106(3) 0.308(5) 0.075(11) Uani 0.361(16) 1 d PD B 2 H14F H -0.1015 0.0942 0.2516 0.09 Uiso 0.361(16) 1 calc PR B 2 C29B C -0.148(3) 0.1230(13) 0.389(3) 0.077(6) Uani 0.361(16) 1 d PDU B 2 H29C H -0.1351 0.1054 0.4557 0.093 Uiso 0.361(16) 1 calc PR B 2 H29D H -0.2199 0.1157 0.365 0.093 Uiso 0.361(16) 1 calc PR B 2 C30B C -0.137(4) 0.1774(12) 0.409(4) 0.104(8) Uani 0.361(16) 1 d PDU B 2 H30D H -0.1947 0.1885 0.4523 0.156 Uiso 0.361(16) 1 calc PR B 2 H30E H -0.1394 0.1945 0.3412 0.156 Uiso 0.361(16) 1 calc PR B 2 H30F H -0.0707 0.1839 0.4444 0.156 Uiso 0.361(16) 1 calc PR B 2 S5 S 0.7337(4) 0.0644(2) 0.0501(5) 0.071(2) Uani 0.770(12) 1 d P C 1 S5B S 0.7516(13) 0.0355(7) 0.1271(15) 0.072(8) Uani 0.230(12) 1 d P C 2 O1 O 0.7441(7) 0.0842(4) 0.1602(7) 0.086(3) Uani 1 1 d . . . C31 C 0.6397(10) 0.0152(5) 0.0524(11) 0.088(5) Uani 1 1 d . . . H31A H 0.6633 -0.009 0.1037 0.132 Uiso 0.770(12) 1 d P C 1 H31B H 0.6325 0.0018 -0.0161 0.132 Uiso 0.770(12) 1 d P C 1 H31C H 0.5723 0.0286 0.0764 0.132 Uiso 0.770(12) 1 d P C 1 H31D H 0.5799 0.0367 0.0639 0.132 Uiso 0.230(12) 1 d P C 2 H31E H 0.6184 -0.0178 0.0774 0.132 Uiso 0.230(12) 1 d P C 2 H31F H 0.6543 0.0131 -0.0218 0.132 Uiso 0.230(12) 1 d P C 2 C32 C 0.8462(10) 0.0303(5) 0.0199(10) 0.075(4) Uani 1 1 d . . . H32A H 0.9081 0.0507 0.0276 0.113 Uiso 0.770(12) 1 d P C 1 H32B H 0.8404 0.0187 -0.0525 0.113 Uiso 0.770(12) 1 d P C 1 H32C H 0.8526 0.0026 0.0676 0.113 Uiso 0.770(12) 1 d P C 1 H32D H 0.828 0.051 -0.0387 0.113 Uiso 0.230(12) 1 d P C 2 H32E H 0.8505 -0.0036 -0.0052 0.113 Uiso 0.230(12) 1 d P C 2 H32F H 0.9172 0.0392 0.0463 0.113 Uiso 0.230(12) 1 d P C 2 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 Cd1 0.0517(5) 0.0489(6) 0.0473(5) -0.0029(5) -0.0031(4) 0.0022(4) N4 0.049(6) 0.052(7) 0.055(6) 0.006(6) -0.007(5) -0.008(5) C10 0.046(7) 0.056(9) 0.054(8) 0.010(7) -0.005(6) -0.017(7) C9 0.074(9) 0.052(9) 0.064(8) -0.020(7) 0.005(7) 0.016(7) C8 0.057(9) 0.087(12) 0.076(10) -0.011(9) 0.004(7) 0.006(8) C7 0.048(8) 0.071(10) 0.073(9) -0.019(8) 0.001(7) 0.024(7) C6 0.061(9) 0.074(10) 0.052(8) -0.016(8) -0.002(7) -0.008(8) C11 0.093(10) 0.061(10) 0.124(12) -0.061(9) -0.043(9) 0.009(8) C12 0.044(7) 0.069(10) 0.059(8) -0.009(8) -0.019(6) 0.000(7) N5 0.054(7) 0.035(6) 0.072(7) -0.001(6) -0.002(5) 0.008(5) N6 0.045(7) 0.067(8) 0.080(8) -0.010(7) -0.019(5) -0.005(6) C13 0.058(9) 0.057(9) 0.052(8) 0.007(7) -0.003(6) -0.009(7) N7 0.047(7) 0.077(9) 0.098(8) -0.034(7) -0.008(6) 0.000(6) C14 0.032(19) 0.117(15) 0.143(18) -0.004(13) 0.005(12) 0.010(12) C15 0.052(19) 0.09(2) 0.126(15) -0.040(17) 0.024(14) 0.019(14) C14B 0.032(19) 0.117(15) 0.143(18) -0.004(13) 0.005(12) 0.010(12) C15B 0.052(19) 0.09(2) 0.126(15) -0.040(17) 0.024(14) 0.019(14) S2 0.0496(18) 0.060(2) 0.0499(18) -0.0064(17) 0.0033(14) 0.0040(16) C4 0.040(8) 0.101(12) 0.084(9) -0.018(9) -0.007(7) 0.012(7) C5 0.043(8) 0.071(10) 0.057(8) 0.012(8) 0.008(6) -0.007(7) N3 0.066(7) 0.056(7) 0.037(6) -0.005(5) 0.007(5) -0.011(6) N2 0.075(7) 0.053(7) 0.041(6) 0.002(6) -0.004(5) 0.001(6) C3 0.064(9) 0.048(8) 0.049(8) 0.003(7) -0.007(7) -0.003(7) N1 0.077(8) 0.082(9) 0.072(8) -0.020(7) -0.019(6) 0.001(7) C2 0.110(13) 0.126(15) 0.071(10) -0.039(11) 0.002(9) 0.021(11) C1 0.128(15) 0.168(19) 0.077(11) -0.029(12) -0.007(10) 0.024(13) S1 0.066(2) 0.065(2) 0.0528(19) -0.0124(19) -0.0019(16) 0.0049(18) Cd2 0.0514(5) 0.0638(7) 0.0476(5) 0.0003(5) -0.0031(4) 0.0068(5) N11 0.038(6) 0.075(8) 0.051(6) 0.003(6) -0.007(5) 0.012(5) C21 0.059(9) 0.076(10) 0.037(7) 0.016(7) -0.010(6) -0.018(8) C22 0.051(8) 0.096(12) 0.075(10) 0.015(9) -0.013(8) -0.012(8) C23 0.084(12) 0.119(15) 0.071(10) -0.029(10) -0.026(8) 0.000(10) C24 0.094(11) 0.090(12) 0.053(8) -0.032(8) -0.019(8) 0.012(9) C25 0.063(9) 0.082(11) 0.062(9) -0.007(9) -0.006(7) 0.011(8) C19 0.047(8) 0.111(13) 0.083(10) 0.012(9) 0.001(7) 0.017(8) C20 0.051(8) 0.058(9) 0.053(8) 0.008(7) 0.007(6) -0.002(7) N10 0.063(7) 0.071(8) 0.050(6) 0.001(6) -0.003(5) 0.003(6) N9 0.046(6) 0.082(9) 0.060(7) 0.006(7) 0.003(5) -0.018(6) C18 0.073(10) 0.069(10) 0.060(9) 0.025(8) 0.002(7) 0.006(8) N8 0.060(7) 0.079(9) 0.070(7) -0.018(7) 0.006(6) 0.009(6) C17 0.078(10) 0.084(11) 0.074(10) -0.006(9) 0.007(8) 0.017(8) C16 0.098(12) 0.100(13) 0.104(12) -0.018(11) -0.002(9) 0.029(10) S3 0.054(2) 0.074(3) 0.094(3) -0.009(2) -0.0048(19) 0.0054(18) C26 0.094(11) 0.147(16) 0.086(11) -0.041(11) -0.018(9) 0.043(11) C27 0.070(9) 0.084(11) 0.054(8) -0.019(8) -0.001(7) 0.025(8) N12 0.049(7) 0.087(9) 0.063(7) -0.001(7) -0.003(5) -0.001(6) N13 0.072(8) 0.095(10) 0.061(7) -0.010(7) -0.001(6) 0.016(7) C28 0.057(8) 0.073(10) 0.043(7) -0.010(7) 0.012(6) 0.019(7) S4 0.0453(18) 0.057(2) 0.0542(19) 0.0052(17) -0.0002(14) 0.0047(15) N14 0.048(7) 0.12(3) 0.061(11) -0.010(17) -0.005(6) 0.032(8) C29 0.039(13) 0.118(18) 0.075(12) -0.034(13) -0.015(10) 0.009(13) C30 0.081(15) 0.106(17) 0.125(18) -0.007(15) 0.027(16) -0.006(15) N14B 0.048(7) 0.12(3) 0.061(11) -0.010(17) -0.005(6) 0.032(8) C29B 0.039(13) 0.118(18) 0.075(12) -0.034(13) -0.015(10) 0.009(13) C30B 0.081(15) 0.106(17) 0.125(18) -0.007(15) 0.027(16) -0.006(15) S5 0.086(4) 0.060(4) 0.066(4) 0.002(3) -0.015(3) 0.002(3) S5B 0.080(11) 0.078(15) 0.057(13) -0.001(11) 0.005(8) -0.001(9) O1 0.085(7) 0.078(8) 0.095(7) -0.033(6) -0.005(5) -0.008(6) C31 0.074(10) 0.083(11) 0.107(11) -0.025(10) -0.002(8) -0.003(8) C32 0.071(9) 0.077(10) 0.078(9) -0.014(8) 0.006(7) 0.001(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Cd1 N4 2.395(9) . ? Cd1 N5 2.418(9) . ? Cd1 N3 2.449(9) . ? Cd1 S1 2.577(3) . ? Cd1 S4 2.635(3) . ? Cd1 S2 2.759(3) . ? N4 C10 1.317(13) . ? N4 C6 1.363(13) . ? C10 C9 1.357(15) . ? C10 C12 1.500(15) . ? C9 C8 1.389(15) . ? C9 H9 0.93 . ? C8 C7 1.338(15) . ? C8 H8 0.93 . ? C7 C6 1.354(15) . ? C7 H7 0.93 . ? C6 C5 1.465(15) . ? C11 C12 1.535(15) . ? C11 H11A 0.96 . ? C11 H11B 0.96 . ? C11 H11C 0.96 . ? C12 N5 1.299(13) . ? N5 N6 1.376(12) . ? N6 C13 1.313(14) . ? C13 N7 1.340(13) . ? C13 S2 1.745(12) . ? N7 C14B 1.45(2) . ? N7 C14 1.479(17) . ? N7 H7N 0.86 . ? C14 C15 1.50(2) . ? C14 H14A 0.97 . ? C14 H14B 0.97 . ? C15 H15A 0.96 . ? C15 H15B 0.96 . ? C15 H15C 0.96 . ? C14B C15B 1.50(2) . ? C14B H14C 0.97 . ? C14B H14D 0.97 . ? C15B H15D 0.96 . ? C15B H15E 0.96 . ? C15B H15F 0.96 . ? S2 Cd2 2.662(3) . ? C4 C5 1.486(15) . ? C4 H5A 0.962(13) . ? C4 H5B 0.956(14) . ? C4 H5C 0.959(12) . ? C4 H5D 0.956(13) . ? C4 H5E 0.962(14) . ? C4 H5F 0.960(13) . ? C5 N3 1.324(13) . ? N3 N2 1.337(11) . ? N2 C3 1.338(13) . ? C3 N1 1.332(13) . ? C3 S1 1.736(12) . ? N1 C2 1.434(15) . ? N1 H1 0.86 . ? C2 C1 1.442(17) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C1 H1A 0.96 . ? C1 H1B 0.96 . ? C1 H1C 0.96 . ? Cd2 N11 2.375(9) . ? Cd2 N12 2.376(11) . ? Cd2 N10 2.416(10) . ? Cd2 S3 2.570(4) . ? Cd2 S4 2.729(3) . ? N11 C25 1.310(14) . ? N11 C21 1.344(14) . ? C21 C22 1.388(15) . ? C21 C20 1.491(16) . ? C22 C23 1.385(17) . ? C22 H22 0.93 . ? C23 C24 1.375(17) . ? C23 H23 0.93 . ? C24 C25 1.428(16) . ? C24 H24 0.93 . ? C25 C27 1.481(16) . ? C19 C20 1.490(15) . ? C19 H19A 0.96 . ? C19 H19B 0.96 . ? C19 H19C 0.96 . ? C20 N10 1.291(13) . ? N10 N9 1.387(13) . ? N9 C18 1.331(15) . ? C18 N8 1.366(15) . ? C18 S3 1.767(13) . ? N8 C17 1.447(12) . ? N8 H8N 0.86 . ? C17 C16 1.504(14) . ? C17 H17A 0.97 . ? C17 H17B 0.97 . ? C16 H16A 0.96 . ? C16 H16B 0.96 . ? C16 H16C 0.96 . ? C26 C27 1.490(16) . ? C26 H26A 0.96 . ? C26 H26B 0.96 . ? C26 H26C 0.96 . ? C27 N12 1.293(14) . ? N12 N13 1.373(12) . ? N13 C28 1.309(14) . ? C28 N14 1.36(3) . ? C28 N14B 1.36(2) . ? C28 S4 1.759(11) . ? N14 C29 1.464(17) . ? N14 H14E 0.86 . ? C29 C30 1.506(18) . ? C29 H29A 0.97 . ? C29 H29B 0.97 . ? C30 H30A 0.96 . ? C30 H30B 0.96 . ? C30 H30C 0.96 . ? N14B C29B 1.466(18) . ? N14B H14F 0.86 . ? C29B C30B 1.50(2) . ? C29B H29C 0.97 . ? C29B H29D 0.97 . ? C30B H30D 0.96 . ? C30B H30E 0.96 . ? C30B H30F 0.96 . ? S5 O1 1.480(10) . ? S5 C32 1.736(13) . ? S5 C31 1.786(14) . ? S5 H32D 1.674(5) . ? S5B O1 1.389(19) . ? S5B C31 1.77(2) . ? S5B C32 1.81(2) . ? S5B H31A 1.667(17) . ? S5B H32C 1.729(16) . ? C31 H31A 0.963(15) . ? C31 H31B 0.933(14) . ? C31 H31C 0.973(13) . ? C31 H31D 0.965(14) . ? C31 H31E 0.988(15) . ? C31 H31F 0.948(14) . ? C32 H32A 0.960(13) . ? C32 H32B 0.959(12) . ? C32 H32C 0.963(14) . ? C32 H32D 0.949(13) . ? C32 H32E 0.976(13) . ? C32 H32F 0.978(12) . ? 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 N4 Cd1 N5 67.8(3) . . ? N4 Cd1 N3 66.2(3) . . ? N5 Cd1 N3 131.8(3) . . ? N4 Cd1 S1 129.0(2) . . ? N5 Cd1 S1 134.2(2) . . ? N3 Cd1 S1 71.1(2) . . ? N4 Cd1 S4 97.3(2) . . ? N5 Cd1 S4 106.9(2) . . ? N3 Cd1 S4 92.4(2) . . ? S1 Cd1 S4 111.21(11) . . ? N4 Cd1 S2 137.0(2) . . ? N5 Cd1 S2 69.7(2) . . ? N3 Cd1 S2 156.5(2) . . ? S1 Cd1 S2 86.71(10) . . ? S4 Cd1 S2 88.44(9) . . ? C10 N4 C6 118.9(10) . . ? C10 N4 Cd1 120.3(8) . . ? C6 N4 Cd1 120.8(8) . . ? N4 C10 C9 123.4(11) . . ? N4 C10 C12 114.5(11) . . ? C9 C10 C12 122.0(12) . . ? C10 C9 C8 117.2(12) . . ? C10 C9 H9 121.4 . . ? C8 C9 H9 121.4 . . ? C7 C8 C9 119.5(13) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C8 C7 C6 121.3(12) . . ? C8 C7 H7 119.3 . . ? C6 C7 H7 119.3 . . ? C7 C6 N4 119.5(11) . . ? C7 C6 C5 125.3(12) . . ? N4 C6 C5 115.1(11) . . ? C12 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C12 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N5 C12 C10 119.3(11) . . ? N5 C12 C11 122.0(10) . . ? C10 C12 C11 118.6(11) . . ? C12 N5 N6 115.2(10) . . ? C12 N5 Cd1 117.4(7) . . ? N6 N5 Cd1 127.4(7) . . ? C13 N6 N5 113.4(10) . . ? N6 C13 N7 113.2(11) . . ? N6 C13 S2 129.5(10) . . ? N7 C13 S2 117.2(10) . . ? C13 N7 C14B 115(3) . . ? C13 N7 C14 129.0(16) . . ? C13 N7 H7N 115.5 . . ? C14B N7 H7N 127.7 . . ? C14 N7 H7N 115.5 . . ? N7 C14 C15 112(2) . . ? N7 C14 H14A 109.2 . . ? C15 C14 H14A 109.2 . . ? N7 C14 H14B 109.2 . . ? C15 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? N7 C14B C15B 97(4) . . ? N7 C14B H14C 112.4 . . ? C15B C14B H14C 112.4 . . ? N7 C14B H14D 112.4 . . ? C15B C14B H14D 112.4 . . ? H14C C14B H14D 110 . . ? C14B C15B H15D 109.5 . . ? C14B C15B H15E 109.5 . . ? H15D C15B H15E 109.5 . . ? C14B C15B H15F 109.5 . . ? H15D C15B H15F 109.5 . . ? H15E C15B H15F 109.5 . . ? C13 S2 Cd2 100.1(4) . . ? C13 S2 Cd1 97.6(5) . . ? Cd2 S2 Cd1 87.74(9) . . ? C5 C4 H5A 109.2(11) . . ? C5 C4 H5B 109.5(11) . . ? H5A C4 H5B 109.5(12) . . ? C5 C4 H5C 109.5(11) . . ? H5A C4 H5C 109.3(13) . . ? H5B C4 H5C 109.8(12) . . ? C5 C4 H5D 109.6(11) . . ? H5A C4 H5D 141.2(12) . . ? H5B C4 H5D 56.5(8) . . ? H5C C4 H5D 56.4(7) . . ? C5 C4 H5E 109.3(12) . . ? H5A C4 H5E 56.1(8) . . ? H5B C4 H5E 141.2(12) . . ? H5C C4 H5E 56.2(7) . . ? H5D C4 H5E 109.5(11) . . ? C5 C4 H5F 109.3(10) . . ? H5A C4 H5F 56.2(7) . . ? H5B C4 H5F 56.4(8) . . ? H5C C4 H5F 141.2(12) . . ? H5D C4 H5F 109.8(13) . . ? H5E C4 H5F 109.3(12) . . ? N3 C5 C6 116.8(10) . . ? N3 C5 C4 122.9(12) . . ? C6 C5 C4 120.1(12) . . ? C5 N3 N2 118.4(10) . . ? C5 N3 Cd1 118.7(7) . . ? N2 N3 Cd1 121.8(7) . . ? N3 N2 C3 112.1(10) . . ? N1 C3 N2 113.6(11) . . ? N1 C3 S1 117.9(10) . . ? N2 C3 S1 128.5(10) . . ? C3 N1 C2 128.4(12) . . ? C3 N1 H1 115.8 . . ? C2 N1 H1 115.8 . . ? N1 C2 C1 113.5(13) . . ? N1 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? N1 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.7 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 S1 Cd1 98.1(4) . . ? N11 Cd2 N12 67.5(3) . . ? N11 Cd2 N10 65.7(4) . . ? N12 Cd2 N10 132.0(4) . . ? N11 Cd2 S3 124.2(3) . . ? N12 Cd2 S3 130.9(3) . . ? N10 Cd2 S3 71.6(3) . . ? N11 Cd2 S2 97.3(2) . . ? N12 Cd2 S2 108.5(3) . . ? N10 Cd2 S2 87.8(2) . . ? S3 Cd2 S2 115.56(11) . . ? N11 Cd2 S4 137.8(3) . . ? N12 Cd2 S4 70.9(3) . . ? N10 Cd2 S4 156.5(3) . . ? S3 Cd2 S4 89.21(10) . . ? S2 Cd2 S4 88.53(9) . . ? C25 N11 C21 121.9(11) . . ? C25 N11 Cd2 118.9(8) . . ? C21 N11 Cd2 118.2(8) . . ? N11 C21 C22 120.1(13) . . ? N11 C21 C20 118.7(11) . . ? C22 C21 C20 120.8(13) . . ? C23 C22 C21 119.7(13) . . ? C23 C22 H22 120.2 . . ? C21 C22 H22 120.2 . . ? C24 C23 C22 119.1(13) . . ? C24 C23 H23 120.5 . . ? C22 C23 H23 120.5 . . ? C23 C24 C25 118.7(13) . . ? C23 C24 H24 120.6 . . ? C25 C24 H24 120.6 . . ? N11 C25 C24 120.3(12) . . ? N11 C25 C27 116.2(12) . . ? C24 C25 C27 123.5(13) . . ? C20 C19 H19A 109.5 . . ? C20 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C20 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? N10 C20 C19 126.8(12) . . ? N10 C20 C21 111.1(11) . . ? C19 C20 C21 122.1(12) . . ? C20 N10 N9 115.3(10) . . ? C20 N10 Cd2 123.3(9) . . ? N9 N10 Cd2 120.6(7) . . ? C18 N9 N10 110.6(11) . . ? N9 C18 N8 117.0(12) . . ? N9 C18 S3 128.3(12) . . ? N8 C18 S3 114.6(10) . . ? C18 N8 C17 121.9(11) . . ? C18 N8 H8N 119 . . ? C17 N8 H8N 119 . . ? N8 C17 C16 110.5(11) . . ? N8 C17 H17A 109.6 . . ? C16 C17 H17A 109.6 . . ? N8 C17 H17B 109.6 . . ? C16 C17 H17B 109.6 . . ? H17A C17 H17B 108.1 . . ? C17 C16 H16A 109.5 . . ? C17 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C17 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 S3 Cd2 96.6(5) . . ? C27 C26 H26A 109.5 . . ? C27 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C27 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N12 C27 C25 116.3(12) . . ? N12 C27 C26 125.9(12) . . ? C25 C27 C26 117.8(12) . . ? C27 N12 N13 113.2(11) . . ? C27 N12 Cd2 119.9(8) . . ? N13 N12 Cd2 126.8(8) . . ? C28 N13 N12 114.7(11) . . ? N13 C28 N14 115.5(13) . . ? N13 C28 N14B 118(2) . . ? N13 C28 S4 128.2(10) . . ? N14 C28 S4 115.8(14) . . ? N14B C28 S4 112.5(18) . . ? C28 S4 Cd1 101.0(4) . . ? C28 S4 Cd2 97.2(4) . . ? Cd1 S4 Cd2 88.92(9) . . ? C28 N14 C29 121(2) . . ? C28 N14 H14E 119.3 . . ? C29 N14 H14E 119.3 . . ? N14 C29 C30 111(2) . . ? N14 C29 H29A 109.4 . . ? C30 C29 H29A 109.4 . . ? N14 C29 H29B 109.4 . . ? C30 C29 H29B 109.4 . . ? H29A C29 H29B 108 . . ? C28 N14B C29B 131(4) . . ? C28 N14B H14F 114.4 . . ? C29B N14B H14F 114.4 . . ? N14B C29B C30B 111(3) . . ? N14B C29B H29C 109.5 . . ? C30B C29B H29C 109.5 . . ? N14B C29B H29D 109.5 . . ? C30B C29B H29D 109.5 . . ? H29C C29B H29D 108.1 . . ? C29B C30B H30D 109.5 . . ? C29B C30B H30E 109.5 . . ? H30D C30B H30E 109.5 . . ? C29B C30B H30F 109.5 . . ? H30D C30B H30F 109.5 . . ? H30E C30B H30F 109.5 . . ? O1 S5 C32 109.4(6) . . ? O1 S5 C31 107.9(7) . . ? C32 S5 C31 98.3(7) . . ? O1 S5 H32D 129.8(5) . . ? C31 S5 H32D 108.8(5) . . ? O1 S5B C31 113.5(13) . . ? O1 S5B C32 110.1(13) . . ? C31 S5B C32 96.4(10) . . ? O1 S5B H31A 134.2(12) . . ? C32 S5B H31A 104.9(10) . . ? O1 S5B H32C 132.3(12) . . ? C31 S5B H32C 101.3(10) . . ? H31A S5B H32C 92.3(9) . . ? S5B O1 S5 51.9(8) . . ? S5B C31 H31A 68.1(10) . . ? S5 C31 H31A 109.0(10) . . ? S5B C31 H31B 132.3(13) . . ? S5 C31 H31B 109.5(12) . . ? H31A C31 H31B 111.6(14) . . ? S5B C31 H31C 114.3(12) . . ? S5 C31 H31C 107.7(11) . . ? H31A C31 H31C 108.2(14) . . ? H31B C31 H31C 110.7(13) . . ? S5B C31 H31D 110.4(12) . . ? S5 C31 H31D 93.7(10) . . ? H31A C31 H31D 123.3(15) . . ? H31B C31 H31D 107.9(13) . . ? S5B C31 H31E 109.6(13) . . ? S5 C31 H31E 150.2(12) . . ? H31B C31 H31E 84.9(11) . . ? H31C C31 H31E 90.1(12) . . ? H31D C31 H31E 106.8(13) . . ? S5B C31 H31F 111.8(12) . . ? S5 C31 H31F 83.8(10) . . ? H31A C31 H31F 123.2(15) . . ? H31C C31 H31F 120.2(15) . . ? H31D C31 H31F 110.1(14) . . ? H31E C31 H31F 108.1(13) . . ? S5 C32 H32A 109.4(10) . . ? S5B C32 H32A 115.0(11) . . ? S5 C32 H32B 109.1(10) . . ? S5B C32 H32B 132.9(12) . . ? H32A C32 H32B 109.6(12) . . ? S5 C32 H32C 110.2(10) . . ? S5B C32 H32C 69.8(10) . . ? H32A C32 H32C 109.2(12) . . ? H32B C32 H32C 109.3(13) . . ? S5 C32 H32D 70.3(8) . . ? S5B C32 H32D 111.7(12) . . ? H32A C32 H32D 85.5(11) . . ? H32B C32 H32D 56.8(7) . . ? H32C C32 H32D 163.4(15) . . ? S5 C32 H32E 128.6(11) . . ? S5B C32 H32E 110.6(12) . . ? H32A C32 H32E 122.0(13) . . ? H32B C32 H32E 52.4(7) . . ? H32C C32 H32E 57.0(8) . . ? H32D C32 H32E 109.0(12) . . ? S5 C32 H32F 122.5(11) . . ? S5B C32 H32F 109.8(11) . . ? H32B C32 H32F 117.1(12) . . ? H32C C32 H32F 85.2(10) . . ? H32D C32 H32F 108.8(13) . . ? H32E C32 H32F 106.7(12) . . ? # Attachment '15.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2008-08-13 at 13:26:50 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : e:\xprogs\wingx\files\archive.dat # CIF files read : be82rp1n 1archive data_be82rp1n _database_code_depnum_ccdc_archive 'CCDC 692051' _audit_creation_date 2008-08-13T13:26:50-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C34 H54 N14 O2 Pb2 S6' _chemical_formula_sum 'C34 H54 N14 O2 Pb2 S6' _chemical_formula_weight 1297.73 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7498(3) _cell_length_b 10.0206(3) _cell_length_c 13.6415(4) _cell_angle_alpha 104.716(2) _cell_angle_beta 91.567(2) _cell_angle_gamma 98.443(2) _cell_volume 1141.68(6) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1999 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 29.91 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour Orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.887 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 632 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 7.687 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'BRUKER SADABS' _exptl_absorpt_correction_T_min 0.12 _exptl_absorpt_correction_T_max 0.22 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoK\a _diffrn_radiation_probe x-ray _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromador graphite _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'BRUKER APPEX-II CCD' _diffrn_measurement_method 'omega and phi scans' _diffrn_reflns_av_R_equivalents 0.0365 _diffrn_reflns_av_unetI/netI 0.0274 _diffrn_reflns_number 28749 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 4668 _reflns_number_gt 4415 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'APPEX2 (BRUKER AXS, 2005)' _computing_cell_refinement 'APPEX2 (BRUKER AXS, 2005)' _computing_data_reduction 'APPEX2 (BRUKER AXS, 2005)' _computing_structure_solution 'DIRDIF99 (Beurskens et all, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0144P)^2^+0.7840P] 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 mixed _refine_ls_extinction_method none _refine_ls_number_reflns 4668 _refine_ls_number_parameters 276 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.019 _refine_ls_R_factor_gt 0.0171 _refine_ls_wR_factor_ref 0.0373 _refine_ls_wR_factor_gt 0.0368 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.425 _refine_diff_density_min -0.835 _refine_diff_density_rms 0.103 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pb Pb -3.3944 10.1111 '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' 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 Pb1 Pb 0.048831(11) 0.424199(10) 0.300820(7) 0.00742(4) Uani 1 1 d . . . N4 N -0.0150(3) 0.6552(2) 0.27283(17) 0.0100(5) Uani 1 1 d . . . C6 C -0.0803(3) 0.7418(3) 0.3468(2) 0.0095(6) Uani 1 1 d . . . C7 C -0.0750(3) 0.8827(3) 0.3483(2) 0.0141(6) Uani 1 1 d . . . H7 H -0.1213 0.9432 0.4002 0.017 Uiso 1 1 calc R . . C8 C -0.0016(3) 0.9325(3) 0.2734(2) 0.0141(6) Uani 1 1 d . . . H8 H 0.0024 1.0277 0.2733 0.017 Uiso 1 1 calc R . . C9 C 0.0657(3) 0.8441(3) 0.1987(2) 0.0135(6) Uani 1 1 d . . . H9 H 0.1169 0.8776 0.1471 0.016 Uiso 1 1 calc R . . C10 C 0.0576(3) 0.7046(3) 0.2003(2) 0.0099(6) Uani 1 1 d . . . C5 C -0.1552(3) 0.6809(3) 0.4243(2) 0.0104(6) Uani 1 1 d . . . N3 N -0.1504(2) 0.5493(2) 0.41542(16) 0.0084(5) Uani 1 1 d . . . N2 N -0.2137(3) 0.4975(2) 0.49132(16) 0.0100(5) Uani 1 1 d . . . C3 C -0.2324(3) 0.3578(3) 0.4728(2) 0.0094(6) Uani 1 1 d . . . S1 S -0.18373(8) 0.23995(7) 0.36664(5) 0.01173(14) Uani 1 1 d . . . N1 N -0.3009(3) 0.3102(3) 0.54743(18) 0.0118(5) Uani 1 1 d . . . C2 C -0.3287(3) 0.1653(3) 0.5511(2) 0.0167(6) Uani 1 1 d . . . H2A H -0.2287 0.1314 0.5558 0.02 Uiso 1 1 calc R . . H2B H -0.3882 0.1071 0.4882 0.02 Uiso 1 1 calc R . . C1 C -0.4186(3) 0.1526(3) 0.6424(2) 0.0192(7) Uani 1 1 d . . . H1A H -0.3609 0.2127 0.7044 0.029 Uiso 1 1 calc R . . H1B H -0.4335 0.0553 0.6464 0.029 Uiso 1 1 calc R . . H1C H -0.5198 0.1816 0.6357 0.029 Uiso 1 1 calc R . . C4 C -0.2309(3) 0.7674(3) 0.5091(2) 0.0147(6) Uani 1 1 d . . . H4A H -0.3273 0.7127 0.5216 0.022 Uiso 1 1 calc R . . H4B H -0.254 0.8511 0.4907 0.022 Uiso 1 1 calc R . . H4C H -0.161 0.7953 0.5707 0.022 Uiso 1 1 calc R . . C12 C 0.1289(3) 0.6050(3) 0.1235(2) 0.0100(6) Uani 1 1 d . . . N5 N 0.0968(3) 0.4752(2) 0.12490(16) 0.0102(5) Uani 1 1 d . . . N6 N 0.1655(3) 0.3832(2) 0.05427(17) 0.0113(5) Uani 1 1 d . . . C13 C 0.1208(3) 0.2521(3) 0.0543(2) 0.0110(6) Uani 1 1 d . . . S2 S -0.01821(8) 0.18639(7) 0.12711(5) 0.01243(15) Uani 1 1 d . . . N7 N 0.1934(3) 0.1574(3) -0.00904(18) 0.0128(5) Uani 1 1 d . . . C14 C 0.3071(3) 0.1977(3) -0.0767(2) 0.0147(6) Uani 1 1 d . . . H14A H 0.3877 0.2736 -0.0372 0.018 Uiso 1 1 calc R . . H14B H 0.2558 0.2329 -0.1284 0.018 Uiso 1 1 calc R . . C15 C 0.3811(4) 0.0735(3) -0.1284(2) 0.0229(7) Uani 1 1 d . . . H15A H 0.4324 0.0393 -0.0771 0.034 Uiso 1 1 calc R . . H15B H 0.4577 0.1015 -0.1735 0.034 Uiso 1 1 calc R . . H15C H 0.3013 -0.001 -0.1683 0.034 Uiso 1 1 calc R . . C11 C 0.2341(3) 0.6546(3) 0.0510(2) 0.0143(6) Uani 1 1 d . . . H11A H 0.3051 0.5877 0.0281 0.021 Uiso 1 1 calc R . . H11B H 0.2938 0.7462 0.0851 0.021 Uiso 1 1 calc R . . H11C H 0.1723 0.6625 -0.0077 0.021 Uiso 1 1 calc R . . S1D S 0.50158(8) 0.39958(8) 0.28885(5) 0.01638(16) Uani 1 1 d . . . O1D O 0.3765(2) 0.4867(2) 0.28165(15) 0.0194(5) Uani 1 1 d . . . C1D C 0.4147(4) 0.2220(3) 0.2365(2) 0.0231(7) Uani 1 1 d . . . H1D1 H 0.3359 0.1953 0.2806 0.035 Uiso 1 1 calc R . . H1D2 H 0.4943 0.1616 0.2313 0.035 Uiso 1 1 calc R . . H1D3 H 0.3663 0.2115 0.1688 0.035 Uiso 1 1 calc R . . C2D C 0.6184(4) 0.4149(4) 0.1856(2) 0.0257(8) Uani 1 1 d . . . H2D1 H 0.5516 0.3988 0.1235 0.038 Uiso 1 1 calc R . . H2D2 H 0.6884 0.3454 0.1757 0.038 Uiso 1 1 calc R . . H2D3 H 0.6793 0.5088 0.2009 0.038 Uiso 1 1 calc R . . H7A H 0.154(4) 0.076(3) -0.022(2) 0.012(8) Uiso 1 1 d . . . H1 H -0.332(4) 0.375(3) 0.593(2) 0.019(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pb1 0.00860(5) 0.00683(6) 0.00674(6) 0.00128(4) 0.00105(4) 0.00176(4) N4 0.0114(11) 0.0102(12) 0.0084(12) 0.0031(10) 0.0007(9) 0.0007(9) C6 0.0114(13) 0.0066(14) 0.0103(14) 0.0016(11) -0.0009(11) 0.0026(11) C7 0.0171(14) 0.0110(15) 0.0140(15) 0.0022(12) 0.0013(12) 0.0037(12) C8 0.0175(14) 0.0076(15) 0.0178(16) 0.0047(12) -0.0026(12) 0.0021(12) C9 0.0159(14) 0.0107(15) 0.0157(15) 0.0064(12) 0.0018(12) 0.0025(12) C10 0.0095(13) 0.0103(14) 0.0091(14) 0.0027(11) -0.0016(10) -0.0005(11) C5 0.0115(13) 0.0089(14) 0.0092(14) -0.0002(11) -0.0013(11) 0.0014(11) N3 0.0103(11) 0.0094(12) 0.0062(11) 0.0025(10) 0.0027(9) 0.0026(9) N2 0.0120(11) 0.0121(13) 0.0062(12) 0.0024(10) 0.0037(9) 0.0026(10) C3 0.0091(13) 0.0106(14) 0.0077(14) 0.0009(11) 0.0003(10) 0.0021(11) S1 0.0151(3) 0.0082(3) 0.0107(4) 0.0000(3) 0.0042(3) 0.0016(3) N1 0.0172(12) 0.0095(13) 0.0085(12) 0.0021(10) 0.0062(10) 0.0006(10) C2 0.0189(15) 0.0141(16) 0.0169(16) 0.0061(13) 0.0028(12) -0.0022(12) C1 0.0213(16) 0.0193(17) 0.0170(16) 0.0095(14) 0.0006(13) -0.0047(13) C4 0.0209(15) 0.0106(15) 0.0138(15) 0.0022(12) 0.0067(12) 0.0064(12) C12 0.0113(13) 0.0112(15) 0.0072(14) 0.0034(11) -0.0004(11) -0.0010(11) N5 0.0126(11) 0.0108(13) 0.0062(12) -0.0003(10) 0.0003(9) 0.0031(10) N6 0.0144(12) 0.0107(13) 0.0084(12) 0.0014(10) 0.0035(9) 0.0015(10) C13 0.0125(13) 0.0141(15) 0.0060(14) 0.0020(12) -0.0003(11) 0.0021(12) S2 0.0170(3) 0.0092(4) 0.0102(4) 0.0017(3) 0.0054(3) 0.0001(3) N7 0.0162(12) 0.0076(13) 0.0132(13) 0.0005(11) 0.0053(10) 0.0013(11) C14 0.0127(14) 0.0148(16) 0.0125(15) -0.0016(12) 0.0042(11) -0.0022(12) C15 0.0202(16) 0.0238(18) 0.0213(18) -0.0009(14) 0.0106(13) 0.0028(14) C11 0.0174(15) 0.0118(15) 0.0152(15) 0.0058(12) 0.0071(12) 0.0017(12) S1D 0.0118(3) 0.0260(4) 0.0098(4) 0.0004(3) 0.0012(3) 0.0055(3) O1D 0.0158(10) 0.0257(13) 0.0165(11) 0.0014(9) 0.0042(9) 0.0092(9) C1D 0.0205(16) 0.0259(19) 0.0219(18) 0.0024(15) 0.0029(13) 0.0070(14) C2D 0.0155(15) 0.041(2) 0.0191(17) 0.0054(16) 0.0066(13) 0.0047(15) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Pb1 N4 2.575(2) . ? Pb1 N5 2.610(2) . ? Pb1 N3 2.617(2) . ? Pb1 S1 2.8626(7) . ? Pb1 S2 2.8779(7) . ? N4 C10 1.348(3) . ? N4 C6 1.352(3) . ? C6 C7 1.401(4) . ? C6 C5 1.473(4) . ? C7 C8 1.381(4) . ? C7 H7 0.95 . ? C8 C9 1.377(4) . ? C8 H8 0.95 . ? C9 C10 1.396(4) . ? C9 H9 0.95 . ? C10 C12 1.473(4) . ? C5 N3 1.301(3) . ? C5 C4 1.493(4) . ? N3 N2 1.367(3) . ? N2 C3 1.342(3) . ? C3 N1 1.349(3) . ? C3 S1 1.728(3) . ? N1 C2 1.450(4) . ? N1 H1 0.86(3) . ? C2 C1 1.515(4) . ? C2 H2A 0.99 . ? C2 H2B 0.99 . ? C1 H1A 0.98 . ? C1 H1B 0.98 . ? C1 H1C 0.98 . ? C4 H4A 0.98 . ? C4 H4B 0.98 . ? C4 H4C 0.98 . ? C12 N5 1.296(3) . ? C12 C11 1.496(4) . ? N5 N6 1.372(3) . ? N6 C13 1.315(4) . ? C13 N7 1.357(4) . ? C13 S2 1.750(3) . ? N7 C14 1.458(4) . ? N7 H7A 0.81(3) . ? C14 C15 1.511(4) . ? C14 H14A 0.99 . ? C14 H14B 0.99 . ? C15 H15A 0.98 . ? C15 H15B 0.98 . ? C15 H15C 0.98 . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? S1D O1D 1.512(2) . ? S1D C1D 1.784(3) . ? S1D C2D 1.788(3) . ? C1D H1D1 0.98 . ? C1D H1D2 0.98 . ? C1D H1D3 0.98 . ? C2D H2D1 0.98 . ? C2D H2D2 0.98 . ? C2D H2D3 0.98 . ? 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 N4 Pb1 N5 61.65(7) . . ? N4 Pb1 N3 61.84(7) . . ? N5 Pb1 N3 119.48(7) . . ? N4 Pb1 S1 119.71(5) . . ? N5 Pb1 S1 132.75(5) . . ? N3 Pb1 S1 65.42(5) . . ? N4 Pb1 S2 115.23(5) . . ? N5 Pb1 S2 64.29(5) . . ? N3 Pb1 S2 127.24(5) . . ? S1 Pb1 S2 76.60(2) . . ? C10 N4 C6 120.0(2) . . ? C10 N4 Pb1 117.70(17) . . ? C6 N4 Pb1 119.37(16) . . ? N4 C6 C7 120.6(2) . . ? N4 C6 C5 116.9(2) . . ? C7 C6 C5 122.5(2) . . ? C8 C7 C6 119.1(3) . . ? C8 C7 H7 120.4 . . ? C6 C7 H7 120.4 . . ? C9 C8 C7 120.0(3) . . ? C9 C8 H8 120 . . ? C7 C8 H8 120 . . ? C8 C9 C10 118.8(3) . . ? C8 C9 H9 120.6 . . ? C10 C9 H9 120.6 . . ? N4 C10 C9 121.4(2) . . ? N4 C10 C12 117.1(2) . . ? C9 C10 C12 121.6(2) . . ? N3 C5 C6 116.6(2) . . ? N3 C5 C4 122.2(2) . . ? C6 C5 C4 121.2(2) . . ? C5 N3 N2 115.3(2) . . ? C5 N3 Pb1 120.09(17) . . ? N2 N3 Pb1 121.23(15) . . ? C3 N2 N3 114.6(2) . . ? N2 C3 N1 113.0(2) . . ? N2 C3 S1 127.6(2) . . ? N1 C3 S1 119.4(2) . . ? C3 S1 Pb1 98.43(9) . . ? C3 N1 C2 125.4(2) . . ? C3 N1 H1 113(2) . . ? C2 N1 H1 122(2) . . ? N1 C2 C1 109.6(2) . . ? N1 C2 H2A 109.7 . . ? C1 C2 H2A 109.7 . . ? N1 C2 H2B 109.7 . . ? C1 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C5 C4 H4A 109.5 . . ? C5 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C5 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N5 C12 C10 115.8(2) . . ? N5 C12 C11 123.4(2) . . ? C10 C12 C11 120.8(2) . . ? C12 N5 N6 115.6(2) . . ? C12 N5 Pb1 117.13(17) . . ? N6 N5 Pb1 118.70(15) . . ? C13 N6 N5 113.0(2) . . ? N6 C13 N7 115.5(2) . . ? N6 C13 S2 127.8(2) . . ? N7 C13 S2 116.7(2) . . ? C13 S2 Pb1 94.69(10) . . ? C13 N7 C14 122.1(2) . . ? C13 N7 H7A 118(2) . . ? C14 N7 H7A 117(2) . . ? N7 C14 C15 110.0(2) . . ? N7 C14 H14A 109.7 . . ? C15 C14 H14A 109.7 . . ? N7 C14 H14B 109.7 . . ? C15 C14 H14B 109.7 . . ? H14A C14 H14B 108.2 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C12 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C12 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? O1D S1D C1D 106.14(14) . . ? O1D S1D C2D 104.48(14) . . ? C1D S1D C2D 96.81(16) . . ? S1D C1D H1D1 109.5 . . ? S1D C1D H1D2 109.5 . . ? H1D1 C1D H1D2 109.5 . . ? S1D C1D H1D3 109.5 . . ? H1D1 C1D H1D3 109.5 . . ? H1D2 C1D H1D3 109.5 . . ? S1D C2D H2D1 109.5 . . ? S1D C2D H2D2 109.5 . . ? H2D1 C2D H2D2 109.5 . . ? S1D C2D H2D3 109.5 . . ? H2D1 C2D H2D3 109.5 . . ? H2D2 C2D H2D3 109.5 . . ? 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 N5 Pb1 N4 C10 -23.11(18) . . . . ? N3 Pb1 N4 C10 179.5(2) . . . . ? S1 Pb1 N4 C10 -148.58(17) . . . . ? S2 Pb1 N4 C10 -60.1(2) . . . . ? N5 Pb1 N4 C6 176.1(2) . . . . ? N3 Pb1 N4 C6 18.74(18) . . . . ? S1 Pb1 N4 C6 50.7(2) . . . . ? S2 Pb1 N4 C6 139.17(18) . . . . ? C10 N4 C6 C7 0.7(4) . . . . ? Pb1 N4 C6 C7 161.0(2) . . . . ? C10 N4 C6 C5 -179.0(2) . . . . ? Pb1 N4 C6 C5 -18.7(3) . . . . ? N4 C6 C7 C8 -0.2(4) . . . . ? C5 C6 C7 C8 179.5(3) . . . . ? C6 C7 C8 C9 -0.3(4) . . . . ? C7 C8 C9 C10 0.3(4) . . . . ? C6 N4 C10 C9 -0.8(4) . . . . ? Pb1 N4 C10 C9 -161.4(2) . . . . ? C6 N4 C10 C12 178.7(2) . . . . ? Pb1 N4 C10 C12 18.1(3) . . . . ? C8 C9 C10 N4 0.3(4) . . . . ? C8 C9 C10 C12 -179.2(3) . . . . ? N4 C6 C5 N3 0.7(4) . . . . ? C7 C6 C5 N3 -179.0(2) . . . . ? N4 C6 C5 C4 -179.9(2) . . . . ? C7 C6 C5 C4 0.4(4) . . . . ? C6 C5 N3 N2 176.8(2) . . . . ? C4 C5 N3 N2 -2.6(4) . . . . ? C6 C5 N3 Pb1 17.4(3) . . . . ? C4 C5 N3 Pb1 -162.0(2) . . . . ? N4 Pb1 N3 C5 -18.84(19) . . . . ? N5 Pb1 N3 C5 -41.7(2) . . . . ? S1 Pb1 N3 C5 -168.5(2) . . . . ? S2 Pb1 N3 C5 -120.40(19) . . . . ? N4 Pb1 N3 N2 -177.0(2) . . . . ? N5 Pb1 N3 N2 160.15(17) . . . . ? S1 Pb1 N3 N2 33.36(17) . . . . ? S2 Pb1 N3 N2 81.46(18) . . . . ? C5 N3 N2 C3 169.1(2) . . . . ? Pb1 N3 N2 C3 -31.8(3) . . . . ? N3 N2 C3 N1 -177.5(2) . . . . ? N3 N2 C3 S1 0.9(3) . . . . ? N2 C3 S1 Pb1 23.5(2) . . . . ? N1 C3 S1 Pb1 -158.2(2) . . . . ? N4 Pb1 S1 C3 -53.70(11) . . . . ? N5 Pb1 S1 C3 -131.17(11) . . . . ? N3 Pb1 S1 C3 -22.86(10) . . . . ? S2 Pb1 S1 C3 -165.33(9) . . . . ? N2 C3 N1 C2 -176.6(2) . . . . ? S1 C3 N1 C2 4.9(4) . . . . ? C3 N1 C2 C1 -175.7(3) . . . . ? N4 C10 C12 N5 9.1(4) . . . . ? C9 C10 C12 N5 -171.4(2) . . . . ? N4 C10 C12 C11 -169.6(2) . . . . ? C9 C10 C12 C11 9.9(4) . . . . ? C10 C12 N5 N6 -179.0(2) . . . . ? C11 C12 N5 N6 -0.3(4) . . . . ? C10 C12 N5 Pb1 -31.5(3) . . . . ? C11 C12 N5 Pb1 147.2(2) . . . . ? N4 Pb1 N5 C12 28.73(18) . . . . ? N3 Pb1 N5 C12 51.6(2) . . . . ? S1 Pb1 N5 C12 134.29(17) . . . . ? S2 Pb1 N5 C12 171.6(2) . . . . ? N4 Pb1 N5 N6 175.2(2) . . . . ? N3 Pb1 N5 N6 -161.91(17) . . . . ? S1 Pb1 N5 N6 -79.27(19) . . . . ? S2 Pb1 N5 N6 -41.95(17) . . . . ? C12 N5 N6 C13 -175.6(2) . . . . ? Pb1 N5 N6 C13 37.5(3) . . . . ? N5 N6 C13 N7 -175.5(2) . . . . ? N5 N6 C13 S2 3.6(3) . . . . ? N6 C13 S2 Pb1 -33.5(3) . . . . ? N7 C13 S2 Pb1 145.5(2) . . . . ? N4 Pb1 S2 C13 65.78(10) . . . . ? N5 Pb1 S2 C13 29.82(10) . . . . ? N3 Pb1 S2 C13 138.50(10) . . . . ? S1 Pb1 S2 C13 -177.41(9) . . . . ? N6 C13 N7 C14 -3.3(4) . . . . ? S2 C13 N7 C14 177.6(2) . . . . ? C13 N7 C14 C15 173.4(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N7 H7A S2 0.81(3) 2.73(3) 3.508(3) 162(3) 2 N1 H1 O1D 0.86(3) 1.99(3) 2.844(3) 168(3) 2_566 # Attachment '2.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2008-08-13 at 10:19:17 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : e:\xprogs\wingx\files\archive.dat # CIF files read : be01mj1n 1archive data_be01mj1n _database_code_depnum_ccdc_archive 'CCDC 692052' _audit_creation_date 2008-08-13T10:19:17-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C15 H23 N7 S2, C3 H6 O' _chemical_formula_sum 'C18 H29 N7 O S2' _chemical_formula_weight 423.6 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.9033(18) _cell_length_b 9.978(2) _cell_length_c 15.337(3) _cell_angle_alpha 74.844(4) _cell_angle_beta 85.257(4) _cell_angle_gamma 82.037(4) _cell_volume 1154.7(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 791 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 26.36 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description Prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.28 _exptl_crystal_density_diffrn 1.218 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 452 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.253 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'BRUKER SADABS' _exptl_absorpt_correction_T_min 0.9057 _exptl_absorpt_correction_T_max 0.9326 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type 'Smart-CCD-1000 BRUKER' _diffrn_measurement_method 'omega scans' _diffrn_reflns_av_R_equivalents 0.0160 _diffrn_reflns_av_unetI/netI 0.0261 _diffrn_reflns_number 7064 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 25.35 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.984 _diffrn_measured_fraction_theta_max 0.984 _reflns_number_total 4164 _reflns_number_gt 3254 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'BRUKER Smart' _computing_cell_refinement 'BRUKER Smart' _computing_data_reduction 'BRUKER Saint' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0619P)^2^+0.2913P] 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_number_reflns 4164 _refine_ls_number_parameters 259 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0561 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.1236 _refine_ls_wR_factor_gt 0.1128 _refine_ls_goodness_of_fit_ref 1.04 _refine_ls_restrained_S_all 1.04 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.271 _refine_diff_density_min -0.218 _refine_diff_density_rms 0.045 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' O O 0.0106 0.006 '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' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.36620(8) 1.05710(6) -0.12423(4) 0.0650(2) Uani 1 1 d . . . S2 S 0.85875(9) 0.53370(6) 0.33425(4) 0.0713(2) Uani 1 1 d . . . C7 C 0.8228(2) 0.43324(19) -0.08063(13) 0.0449(4) Uani 1 1 d . . . H7 H 0.7827 0.4945 -0.1337 0.054 Uiso 1 1 calc R . . N4 N 0.83788(18) 0.37728(14) 0.08118(10) 0.0383(3) Uani 1 1 d . . . N6 N 0.9317(2) 0.33186(17) 0.24999(11) 0.0532(4) Uani 1 1 d . . . H6 H 0.89 0.3916 0.2032 0.064 Uiso 1 1 calc R . . N5 N 1.0005(2) 0.19898(16) 0.24423(11) 0.0496(4) Uani 1 1 d . . . N3 N 0.62123(19) 0.68075(15) -0.06062(10) 0.0429(4) Uani 1 1 d . . . N2 N 0.5250(2) 0.80508(15) -0.05442(11) 0.0471(4) Uani 1 1 d . . . H2 H 0.5056 0.8246 -0.0028 0.057 Uiso 1 1 calc R . . N1 N 0.4768(2) 0.85102(17) -0.20544(11) 0.0568(4) Uani 1 1 d . . . H1 H 0.5276 0.7679 -0.2018 0.068 Uiso 1 1 calc R . . N7 N 0.9867(3) 0.2659(2) 0.40025(12) 0.0656(5) Uani 1 1 d . . . H7A H 1.0204 0.1844 0.3917 0.079 Uiso 1 1 calc R . . C3 C 0.4607(2) 0.89703(19) -0.13085(13) 0.0466(4) Uani 1 1 d . . . O1 O 0.3727(3) 0.3887(2) 0.28276(13) 0.0923(6) Uani 1 1 d . . . C11 C 1.0057(2) 0.16663(19) 0.16698(13) 0.0442(4) Uani 1 1 d . . . C5 C 0.6110(3) 0.60490(19) 0.10787(12) 0.0482(5) Uani 1 1 d . . . H5A H 0.5122 0.6734 0.1055 0.072 Uiso 1 1 calc R . . H5B H 0.7029 0.6337 0.1331 0.072 Uiso 1 1 calc R . . H5C H 0.5837 0.5163 0.145 0.072 Uiso 1 1 calc R . . C13 C 0.9302(3) 0.3680(2) 0.32990(13) 0.0521(5) Uani 1 1 d . . . C4 C 0.6645(2) 0.59119(17) 0.01380(12) 0.0387(4) Uani 1 1 d . . . C8 C 0.9278(3) 0.3109(2) -0.08239(13) 0.0512(5) Uani 1 1 d . . . H8 H 0.9591 0.289 -0.1373 0.061 Uiso 1 1 calc R . . C10 C 0.9413(2) 0.25725(18) 0.07936(12) 0.0406(4) Uani 1 1 d . . . C9 C 0.9865(2) 0.22069(19) -0.00257(13) 0.0478(5) Uani 1 1 d . . . H9 H 1.0548 0.1372 -0.0034 0.057 Uiso 1 1 calc R . . C12 C 1.0875(3) 0.0192(2) 0.16904(16) 0.0599(6) Uani 1 1 d . . . H12A H 1.1177 -0.0288 0.2296 0.09 Uiso 1 1 calc R . . H12B H 1.1885 0.0229 0.1296 0.09 Uiso 1 1 calc R . . H12C H 1.008 -0.03 0.1492 0.09 Uiso 1 1 calc R . . C2 C 0.4143(3) 0.9318(3) -0.29328(15) 0.0682(6) Uani 1 1 d . . . H2A H 0.3211 1.0018 -0.2842 0.082 Uiso 1 1 calc R . . H2B H 0.3703 0.8699 -0.3229 0.082 Uiso 1 1 calc R . . C6 C 0.7784(2) 0.46217(17) 0.00391(11) 0.0372(4) Uani 1 1 d . . . C16 C 0.3893(3) 0.4493(3) 0.34002(17) 0.0715(7) Uani 1 1 d . . . C18 C 0.3517(4) 0.6046(3) 0.3210(2) 0.0944(9) Uani 1 1 d . . . H18A H 0.3539 0.6443 0.2568 0.142 Uiso 1 1 calc R . . H18B H 0.4364 0.6405 0.3471 0.142 Uiso 1 1 calc R . . H18C H 0.2406 0.629 0.347 0.142 Uiso 1 1 calc R . . C1 C 0.5535(4) 1.0029(3) -0.3532(2) 0.1000(10) Uani 1 1 d . . . H1A H 0.5117 1.0464 -0.4122 0.15 Uiso 1 1 calc R . . H1B H 0.6501 0.9349 -0.3579 0.15 Uiso 1 1 calc R . . H1C H 0.5873 1.0727 -0.3276 0.15 Uiso 1 1 calc R . . C14 C 0.9945(4) 0.2852(3) 0.49151(16) 0.0893(9) Uani 1 1 d . . . H14A H 1.0737 0.3521 0.4897 0.107 Uiso 1 1 calc R . . H14B H 0.8825 0.3237 0.5107 0.107 Uiso 1 1 calc R . . C17 C 0.4511(5) 0.3709(4) 0.4317(2) 0.1108(11) Uani 1 1 d . . . H17A H 0.4564 0.2722 0.4379 0.166 Uiso 1 1 calc R . . H17B H 0.3734 0.397 0.4776 0.166 Uiso 1 1 calc R . . H17C H 0.5629 0.3935 0.438 0.166 Uiso 1 1 calc R . . C15 C 1.0487(6) 0.1554(3) 0.5573(2) 0.1239(14) Uani 1 1 d . . . H15A H 1.0674 0.1752 0.6134 0.186 Uiso 1 1 calc R . . H15B H 1.153 0.111 0.5351 0.186 Uiso 1 1 calc R . . H15C H 0.9615 0.0943 0.5666 0.186 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 S1 0.0756(4) 0.0478(3) 0.0717(4) -0.0221(3) -0.0214(3) 0.0170(3) S2 0.0968(5) 0.0638(4) 0.0589(4) -0.0303(3) -0.0083(3) 0.0016(3) C7 0.0530(11) 0.0438(10) 0.0384(10) -0.0113(8) -0.0033(8) -0.0046(8) N4 0.0423(8) 0.0358(7) 0.0387(8) -0.0130(6) -0.0020(6) -0.0041(6) N6 0.0733(11) 0.0459(9) 0.0398(9) -0.0128(7) -0.0093(8) 0.0025(8) N5 0.0563(10) 0.0456(9) 0.0462(9) -0.0120(7) -0.0072(7) -0.0008(7) N3 0.0486(9) 0.0371(8) 0.0437(9) -0.0129(7) -0.0048(7) -0.0016(6) N2 0.0605(10) 0.0389(8) 0.0409(9) -0.0129(7) -0.0066(7) 0.0053(7) N1 0.0766(12) 0.0449(9) 0.0470(10) -0.0119(7) -0.0138(8) 0.0057(8) N7 0.0886(14) 0.0661(12) 0.0418(10) -0.0155(9) -0.0099(9) -0.0011(10) C3 0.0486(11) 0.0427(10) 0.0489(11) -0.0124(8) -0.0071(9) -0.0025(8) O1 0.1294(17) 0.0867(13) 0.0731(12) -0.0425(10) -0.0065(11) -0.0107(11) C11 0.0445(10) 0.0413(10) 0.0470(11) -0.0129(8) -0.0056(8) -0.0010(8) C5 0.0574(11) 0.0436(10) 0.0410(10) -0.0117(8) 0.0015(9) 0.0028(8) C13 0.0576(12) 0.0602(12) 0.0411(11) -0.0173(9) -0.0026(9) -0.0075(9) C4 0.0414(9) 0.0360(9) 0.0405(10) -0.0117(7) -0.0030(7) -0.0064(7) C8 0.0612(12) 0.0540(11) 0.0425(11) -0.0228(9) 0.0022(9) -0.0031(9) C10 0.0410(9) 0.0397(9) 0.0437(10) -0.0144(8) -0.0025(8) -0.0059(7) C9 0.0526(11) 0.0416(10) 0.0509(12) -0.0192(9) -0.0008(9) 0.0018(8) C12 0.0676(14) 0.0461(11) 0.0642(14) -0.0150(10) -0.0144(11) 0.0083(10) C2 0.0820(16) 0.0686(14) 0.0513(13) -0.0122(11) -0.0185(12) 0.0036(12) C6 0.0392(9) 0.0374(9) 0.0373(9) -0.0118(7) -0.0014(7) -0.0084(7) C16 0.0779(16) 0.0869(17) 0.0588(15) -0.0329(13) 0.0136(12) -0.0230(13) C18 0.108(2) 0.089(2) 0.095(2) -0.0467(17) 0.0134(17) -0.0052(16) C1 0.118(2) 0.100(2) 0.0697(18) 0.0091(16) -0.0163(17) -0.0222(19) C14 0.119(2) 0.105(2) 0.0445(14) -0.0251(14) -0.0191(14) 0.0056(17) C17 0.149(3) 0.127(3) 0.0625(19) -0.0214(18) -0.0027(19) -0.044(2) C15 0.217(4) 0.096(2) 0.0531(17) -0.0078(16) -0.030(2) -0.010(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 S1 C3 1.6915(19) . ? S2 C13 1.688(2) . ? C7 C8 1.383(3) . ? C7 C6 1.407(2) . ? C7 H7 0.93 . ? N4 C6 1.341(2) . ? N4 C10 1.359(2) . ? N6 C13 1.364(2) . ? N6 N5 1.384(2) . ? N6 H6 0.86 . ? N5 C11 1.303(2) . ? N3 C4 1.290(2) . ? N3 N2 1.384(2) . ? N2 C3 1.371(2) . ? N2 H2 0.86 . ? N1 C3 1.330(2) . ? N1 C2 1.463(3) . ? N1 H1 0.86 . ? N7 C13 1.334(3) . ? N7 C14 1.469(3) . ? N7 H7A 0.86 . ? O1 C16 1.213(3) . ? C11 C10 1.494(3) . ? C11 C12 1.516(3) . ? C5 C4 1.505(2) . ? C5 H5A 0.96 . ? C5 H5B 0.96 . ? C5 H5C 0.96 . ? C4 C6 1.500(2) . ? C8 C9 1.388(3) . ? C8 H8 0.93 . ? C10 C9 1.403(3) . ? C9 H9 0.93 . ? C12 H12A 0.96 . ? C12 H12B 0.96 . ? C12 H12C 0.96 . ? C2 C1 1.505(4) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C16 C18 1.492(4) . ? C16 C17 1.503(4) . ? C18 H18A 0.96 . ? C18 H18B 0.96 . ? C18 H18C 0.96 . ? C1 H1A 0.96 . ? C1 H1B 0.96 . ? C1 H1C 0.96 . ? C14 C15 1.453(4) . ? C14 H14A 0.97 . ? C14 H14B 0.97 . ? C17 H17A 0.96 . ? C17 H17B 0.96 . ? C17 H17C 0.96 . ? C15 H15A 0.96 . ? C15 H15B 0.96 . ? C15 H15C 0.96 . ? 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 C8 C7 C6 117.94(17) . . ? C8 C7 H7 121 . . ? C6 C7 H7 121 . . ? C6 N4 C10 119.80(14) . . ? C13 N6 N5 119.94(16) . . ? C13 N6 H6 120 . . ? N5 N6 H6 120 . . ? C11 N5 N6 119.51(15) . . ? C4 N3 N2 117.64(15) . . ? C3 N2 N3 119.75(15) . . ? C3 N2 H2 120.1 . . ? N3 N2 H2 120.1 . . ? C3 N1 C2 124.67(17) . . ? C3 N1 H1 117.7 . . ? C2 N1 H1 117.7 . . ? C13 N7 C14 123.6(2) . . ? C13 N7 H7A 118.2 . . ? C14 N7 H7A 118.2 . . ? N1 C3 N2 116.20(16) . . ? N1 C3 S1 124.88(15) . . ? N2 C3 S1 118.91(14) . . ? N5 C11 C10 127.51(16) . . ? N5 C11 C12 114.43(17) . . ? C10 C11 C12 118.06(16) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N7 C13 N6 115.86(18) . . ? N7 C13 S2 124.67(16) . . ? N6 C13 S2 119.47(15) . . ? N3 C4 C6 115.88(15) . . ? N3 C4 C5 126.06(16) . . ? C6 C4 C5 118.06(15) . . ? C7 C8 C9 120.27(17) . . ? C7 C8 H8 119.9 . . ? C9 C8 H8 119.9 . . ? N4 C10 C9 120.70(16) . . ? N4 C10 C11 117.91(15) . . ? C9 C10 C11 121.39(16) . . ? C8 C9 C10 119.04(16) . . ? C8 C9 H9 120.5 . . ? C10 C9 H9 120.5 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C2 C1 111.6(2) . . ? N1 C2 H2A 109.3 . . ? C1 C2 H2A 109.3 . . ? N1 C2 H2B 109.3 . . ? C1 C2 H2B 109.3 . . ? H2A C2 H2B 108 . . ? N4 C6 C7 122.20(15) . . ? N4 C6 C4 115.35(14) . . ? C7 C6 C4 122.45(16) . . ? O1 C16 C18 120.9(3) . . ? O1 C16 C17 121.2(3) . . ? C18 C16 C17 117.8(2) . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C15 C14 N7 112.6(2) . . ? C15 C14 H14A 109.1 . . ? N7 C14 H14A 109.1 . . ? C15 C14 H14B 109.1 . . ? N7 C14 H14B 109.1 . . ? H14A C14 H14B 107.8 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? 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 C13 N6 N5 C11 -178.08(18) . . . . ? C4 N3 N2 C3 -173.14(16) . . . . ? C2 N1 C3 N2 178.94(19) . . . . ? C2 N1 C3 S1 -0.3(3) . . . . ? N3 N2 C3 N1 8.7(3) . . . . ? N3 N2 C3 S1 -171.98(13) . . . . ? N6 N5 C11 C10 -1.3(3) . . . . ? N6 N5 C11 C12 178.70(17) . . . . ? C14 N7 C13 N6 180.0(2) . . . . ? C14 N7 C13 S2 -0.2(3) . . . . ? N5 N6 C13 N7 -4.5(3) . . . . ? N5 N6 C13 S2 175.74(14) . . . . ? N2 N3 C4 C6 -176.07(15) . . . . ? N2 N3 C4 C5 4.1(3) . . . . ? C6 C7 C8 C9 0.0(3) . . . . ? C6 N4 C10 C9 -0.2(2) . . . . ? C6 N4 C10 C11 179.45(15) . . . . ? N5 C11 C10 N4 -13.2(3) . . . . ? C12 C11 C10 N4 166.72(17) . . . . ? N5 C11 C10 C9 166.40(19) . . . . ? C12 C11 C10 C9 -13.6(3) . . . . ? C7 C8 C9 C10 -1.6(3) . . . . ? N4 C10 C9 C8 1.8(3) . . . . ? C11 C10 C9 C8 -177.87(17) . . . . ? C3 N1 C2 C1 96.5(3) . . . . ? C10 N4 C6 C7 -1.5(2) . . . . ? C10 N4 C6 C4 179.62(15) . . . . ? C8 C7 C6 N4 1.7(3) . . . . ? C8 C7 C6 C4 -179.59(17) . . . . ? N3 C4 C6 N4 172.97(15) . . . . ? C5 C4 C6 N4 -7.2(2) . . . . ? N3 C4 C6 C7 -5.9(2) . . . . ? C5 C4 C6 C7 173.98(17) . . . . ? C13 N7 C14 C15 175.6(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N6 H6 N4 0.86 1.99 2.659(2) 133.3 . N1 H1 N3 0.86 2.26 2.652(2) 108 . N1 H1 O1 0.86 2.26 3.001(3) 144 2_665 N2 H2 S1 0.86 2.84 3.5812(18) 145.1 2_675 # Attachment '4.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2008-08-13 at 12:37:42 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : e:\xprogs\wingx\files\archive.dat # CIF files read : be89rp1n 1archive data_be89rp1n _database_code_depnum_ccdc_archive 'CCDC 692053' _audit_creation_date 2008-08-13T12:37:42-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C15 H27 Mn N7 O2 S2, 2(C2 H3 O2)' _chemical_formula_sum 'C19 H33 Mn N7 O6 S2' _chemical_formula_weight 574.58 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c n' _symmetry_space_group_name_Hall '-P 2n 2ab' _symmetry_Int_Tables_number 60 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, z' 'x, -y, z+1/2' '-x+1/2, -y+1/2, z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, -z' '-x, y, -z-1/2' 'x-1/2, y-1/2, -z-1/2' _cell_length_a 16.246(3) _cell_length_b 11.198(2) _cell_length_c 14.519(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2641.1(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1024 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 26.09 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour Orange _exptl_crystal_size_max 0.69 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_diffrn 1.445 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1204 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.705 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'BRUKER SADABS' _exptl_absorpt_correction_T_min 0.6419 _exptl_absorpt_correction_T_max 0.9202 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoK\a _diffrn_radiation_probe x-ray _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromador graphite _diffrn_measurement_device_type 'Smart-CCD-1000 BRUKER' _diffrn_measurement_method 'omega scans' _diffrn_reflns_av_R_equivalents 0.0406 _diffrn_reflns_av_unetI/netI 0.0374 _diffrn_reflns_number 11447 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 25.67 _diffrn_reflns_theta_full 25.67 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 2498 _reflns_number_gt 1761 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'BRUKER Smart' _computing_cell_refinement 'BRUKER Smart' _computing_data_reduction 'BRUKER Saint' _computing_structure_solution 'DIRDIF99 (Beurskens et al, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0656P)^2^+0.3963P] 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 mixed _refine_ls_extinction_method none _refine_ls_number_reflns 2498 _refine_ls_number_parameters 175 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0656 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1209 _refine_ls_wR_factor_gt 0.1089 _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_restrained_S_all 1.101 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.453 _refine_diff_density_min -0.312 _refine_diff_density_rms 0.061 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Mn1 Mn 0 0.64301(5) 0.75 0.0325(2) Uani 1 2 d S . . N4 N 0 0.4388(3) 0.75 0.0329(7) Uani 1 2 d S . . C6 C 0.03282(17) 0.3785(2) 0.6791(2) 0.0378(7) Uani 1 1 d . . . C7 C 0.0333(2) 0.2549(3) 0.6770(2) 0.0587(9) Uani 1 1 d . . . H7 H 0.0557 0.2144 0.627 0.07 Uiso 1 1 calc R . . C8 C 0 0.1929(5) 0.75 0.0743(18) Uani 1 2 d S . . H8 H 0 0.1098 0.75 0.089 Uiso 1 2 calc SR . . O1 O -0.12658(12) 0.6222(2) 0.70240(16) 0.0429(5) Uani 1 1 d . . . H1E H -0.151(2) 0.681(3) 0.675(2) 0.051 Uiso 1 1 d . . . H1F H -0.139(2) 0.562(3) 0.684(2) 0.051 Uiso 1 1 d . . . O3 O 0.17016(13) 0.4130(2) 0.87590(14) 0.0527(6) Uani 1 1 d . . . C9 C 0.22666(19) 0.3502(3) 0.8415(2) 0.0492(8) Uani 1 1 d . . . O2 O 0.25385(15) 0.2576(2) 0.87831(17) 0.0664(7) Uani 1 1 d . . . C10 C 0.2641(3) 0.3915(5) 0.7524(3) 0.0959(18) Uani 1 1 d . . . H10A H 0.3201 0.4152 0.7628 0.144 Uiso 1 1 calc R . . H10B H 0.2334 0.4582 0.729 0.144 Uiso 1 1 calc R . . H10C H 0.2627 0.3275 0.7084 0.144 Uiso 1 1 calc R . . C5 C 0.07068(16) 0.4502(3) 0.60502(18) 0.0360(6) Uani 1 1 d . . . N3 N 0.06245(13) 0.5640(2) 0.61339(15) 0.0348(5) Uani 1 1 d . . . N2 N 0.09828(16) 0.6385(2) 0.55087(17) 0.0420(6) Uani 1 1 d . . . H2C H 0.127(2) 0.612(3) 0.514(2) 0.05 Uiso 1 1 d . . . C3 C 0.08777(17) 0.7585(3) 0.5581(2) 0.0408(7) Uani 1 1 d . . . S1 S 0.02278(5) 0.82133(7) 0.63505(6) 0.0484(3) Uani 1 1 d . . . N1 N 0.13142(18) 0.8208(2) 0.4987(2) 0.0566(8) Uani 1 1 d D . . H1D H 0.1655(19) 0.788(3) 0.459(2) 0.068 Uiso 1 1 d D . . C2 C 0.1204(3) 0.9473(3) 0.4780(3) 0.0749(12) Uani 1 1 d U . . H2A H 0.0621 0.9659 0.4803 0.09 Uiso 1 1 calc R . . H2B H 0.1392 0.9623 0.4156 0.09 Uiso 1 1 calc R . . C1 C 0.1642(3) 1.0276(4) 0.5406(4) 0.0974(15) Uani 1 1 d U . . H1A H 0.1405 1.0219 0.601 0.146 Uiso 1 1 calc R . . H1B H 0.1596 1.1082 0.5187 0.146 Uiso 1 1 calc R . . H1C H 0.2212 1.0052 0.5432 0.146 Uiso 1 1 calc R . . C4 C 0.1153(2) 0.3884(3) 0.5291(2) 0.0506(8) Uani 1 1 d . . . H4A H 0.1395 0.4468 0.4889 0.076 Uiso 1 1 calc R . . H4B H 0.0774 0.3399 0.4948 0.076 Uiso 1 1 calc R . . H4C H 0.1578 0.3388 0.5545 0.076 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 Mn1 0.0300(3) 0.0324(3) 0.0352(3) 0 0.0010(2) 0 N4 0.0306(15) 0.0343(18) 0.0337(17) 0 0.0010(13) 0 C6 0.0385(14) 0.0362(16) 0.0387(15) -0.0015(14) 0.0040(12) -0.0003(12) C7 0.079(2) 0.0380(18) 0.059(2) -0.0042(17) 0.0258(19) 0.0025(17) C8 0.108(5) 0.034(3) 0.081(4) 0 0.039(4) 0 O1 0.0377(11) 0.0384(12) 0.0525(14) -0.0005(11) -0.0085(10) 0.0020(10) O3 0.0552(13) 0.0533(13) 0.0497(13) 0.0051(11) 0.0126(10) 0.0174(11) C9 0.0450(17) 0.059(2) 0.0430(18) 0.0019(17) 0.0061(14) 0.0130(16) O2 0.0681(15) 0.0611(16) 0.0701(16) 0.0137(14) 0.0255(13) 0.0250(13) C10 0.100(3) 0.120(4) 0.068(3) 0.031(3) 0.039(2) 0.054(3) C5 0.0365(15) 0.0376(16) 0.0338(15) -0.0020(13) 0.0003(11) -0.0010(12) N3 0.0341(12) 0.0380(14) 0.0322(12) 0.0017(11) 0.0016(9) -0.0009(10) N2 0.0466(14) 0.0409(15) 0.0385(14) 0.0047(12) 0.0134(11) -0.0019(12) C3 0.0399(15) 0.0396(17) 0.0428(17) 0.0067(14) 0.0012(13) -0.0006(13) S1 0.0484(5) 0.0404(5) 0.0565(5) 0.0084(4) 0.0153(4) 0.0074(3) N1 0.0655(18) 0.0415(16) 0.0627(19) 0.0072(15) 0.0255(15) 0.0020(14) C2 0.087(3) 0.048(2) 0.089(3) 0.021(2) 0.030(2) 0.008(2) C1 0.110(4) 0.061(3) 0.121(4) 0.009(3) 0.037(3) 0.014(3) C4 0.063(2) 0.0441(19) 0.0448(18) -0.0032(15) 0.0127(16) 0.0039(15) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Mn1 O1 2.182(2) . ? Mn1 O1 2.182(2) 7_557 ? Mn1 N4 2.287(3) . ? Mn1 N3 2.397(2) 7_557 ? Mn1 N3 2.397(2) . ? Mn1 S1 2.6285(10) 7_557 ? Mn1 S1 2.6285(10) . ? N4 C6 1.341(3) 7_557 ? N4 C6 1.341(3) . ? C6 C7 1.384(4) . ? C6 C5 1.477(4) . ? C7 C8 1.378(4) . ? C7 H7 0.93 . ? C8 C7 1.378(4) 7_557 ? C8 H8 0.93 . ? O1 H1E 0.86(3) . ? O1 H1F 0.75(4) . ? O3 C9 1.259(4) . ? C9 O2 1.247(4) . ? C9 C10 1.503(5) . ? C10 H10A 0.96 . ? C10 H10B 0.96 . ? C10 H10C 0.96 . ? C5 N3 1.287(4) . ? C5 C4 1.490(4) . ? N3 N2 1.364(3) . ? N2 C3 1.358(4) . ? N2 H2C 0.78(3) . ? C3 N1 1.317(4) . ? C3 S1 1.691(3) . ? N1 C2 1.459(4) . ? N1 H1D 0.880(18) . ? C2 C1 1.463(7) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C1 H1A 0.96 . ? C1 H1B 0.96 . ? C1 H1C 0.96 . ? C4 H4A 0.96 . ? C4 H4B 0.96 . ? C4 H4C 0.96 . ? 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 O1 Mn1 O1 167.76(12) . 7_557 ? O1 Mn1 N4 83.88(6) . . ? O1 Mn1 N4 83.88(6) 7_557 . ? O1 Mn1 N3 79.85(8) . 7_557 ? O1 Mn1 N3 95.59(8) 7_557 7_557 ? N4 Mn1 N3 68.34(6) . 7_557 ? O1 Mn1 N3 95.59(8) . . ? O1 Mn1 N3 79.85(8) 7_557 . ? N4 Mn1 N3 68.34(6) . . ? N3 Mn1 N3 136.67(12) 7_557 . ? O1 Mn1 S1 98.59(6) . 7_557 ? O1 Mn1 S1 90.72(7) 7_557 7_557 ? N4 Mn1 S1 139.43(2) . 7_557 ? N3 Mn1 S1 72.27(6) 7_557 7_557 ? N3 Mn1 S1 149.93(6) . 7_557 ? O1 Mn1 S1 90.72(7) . . ? O1 Mn1 S1 98.59(6) 7_557 . ? N4 Mn1 S1 139.43(2) . . ? N3 Mn1 S1 149.93(6) 7_557 . ? N3 Mn1 S1 72.27(6) . . ? S1 Mn1 S1 81.14(4) 7_557 . ? C6 N4 C6 119.6(3) 7_557 . ? C6 N4 Mn1 120.21(17) 7_557 . ? C6 N4 Mn1 120.21(17) . . ? N4 C6 C7 121.5(3) . . ? N4 C6 C5 116.8(2) . . ? C7 C6 C5 121.7(3) . . ? C8 C7 C6 119.0(3) . . ? C8 C7 H7 120.5 . . ? C6 C7 H7 120.5 . . ? C7 C8 C7 119.4(5) 7_557 . ? C7 C8 H8 120.3 7_557 . ? C7 C8 H8 120.3 . . ? Mn1 O1 H1E 120(2) . . ? Mn1 O1 H1F 117(3) . . ? H1E O1 H1F 113(3) . . ? O2 C9 O3 123.5(3) . . ? O2 C9 C10 118.8(3) . . ? O3 C9 C10 117.7(3) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N3 C5 C6 115.2(2) . . ? N3 C5 C4 125.5(3) . . ? C6 C5 C4 119.3(3) . . ? C5 N3 N2 119.9(2) . . ? C5 N3 Mn1 119.19(18) . . ? N2 N3 Mn1 120.35(18) . . ? C3 N2 N3 120.0(2) . . ? C3 N2 H2C 120(3) . . ? N3 N2 H2C 120(3) . . ? N1 C3 N2 114.0(3) . . ? N1 C3 S1 123.3(2) . . ? N2 C3 S1 122.8(2) . . ? C3 S1 Mn1 101.04(11) . . ? C3 N1 C2 125.7(3) . . ? C3 N1 H1D 123(2) . . ? C2 N1 H1D 111(2) . . ? N1 C2 C1 114.1(4) . . ? N1 C2 H2A 108.7 . . ? C1 C2 H2A 108.7 . . ? N1 C2 H2B 108.7 . . ? C1 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C5 C4 H4A 109.5 . . ? C5 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C5 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? 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 O1 Mn1 N4 C6 -81.18(15) . . . 7_557 ? O1 Mn1 N4 C6 98.82(15) 7_557 . . 7_557 ? N3 Mn1 N4 C6 0.31(15) 7_557 . . 7_557 ? N3 Mn1 N4 C6 -179.70(15) . . . 7_557 ? S1 Mn1 N4 C6 14.89(14) 7_557 . . 7_557 ? S1 Mn1 N4 C6 -165.11(14) . . . 7_557 ? O1 Mn1 N4 C6 98.82(15) . . . . ? O1 Mn1 N4 C6 -81.18(15) 7_557 . . . ? N3 Mn1 N4 C6 -179.69(15) 7_557 . . . ? N3 Mn1 N4 C6 0.31(15) . . . . ? S1 Mn1 N4 C6 -165.11(14) 7_557 . . . ? S1 Mn1 N4 C6 14.89(14) . . . . ? C6 N4 C6 C7 0.4(2) 7_557 . . . ? Mn1 N4 C6 C7 -179.6(2) . . . . ? C6 N4 C6 C5 -177.8(3) 7_557 . . . ? Mn1 N4 C6 C5 2.2(3) . . . . ? N4 C6 C7 C8 -0.7(5) . . . . ? C5 C6 C7 C8 177.3(3) . . . . ? C6 C7 C8 C7 0.4(2) . . . 7_557 ? N4 C6 C5 N3 -5.0(4) . . . . ? C7 C6 C5 N3 176.8(3) . . . . ? N4 C6 C5 C4 174.1(2) . . . . ? C7 C6 C5 C4 -4.1(4) . . . . ? C6 C5 N3 N2 177.1(2) . . . . ? C4 C5 N3 N2 -2.0(4) . . . . ? C6 C5 N3 Mn1 5.4(3) . . . . ? C4 C5 N3 Mn1 -173.6(2) . . . . ? O1 Mn1 N3 C5 -84.4(2) . . . . ? O1 Mn1 N3 C5 84.1(2) 7_557 . . . ? N4 Mn1 N3 C5 -3.25(18) . . . . ? N3 Mn1 N3 C5 -3.25(18) 7_557 . . . ? S1 Mn1 N3 C5 157.67(16) 7_557 . . . ? S1 Mn1 N3 C5 -173.3(2) . . . . ? O1 Mn1 N3 N2 103.98(19) . . . . ? O1 Mn1 N3 N2 -87.49(19) 7_557 . . . ? N4 Mn1 N3 N2 -174.9(2) . . . . ? N3 Mn1 N3 N2 -174.9(2) 7_557 . . . ? S1 Mn1 N3 N2 -14.0(3) 7_557 . . . ? S1 Mn1 N3 N2 15.01(17) . . . . ? C5 N3 N2 C3 178.2(3) . . . . ? Mn1 N3 N2 C3 -10.3(3) . . . . ? N3 N2 C3 N1 174.2(3) . . . . ? N3 N2 C3 S1 -7.1(4) . . . . ? N1 C3 S1 Mn1 -164.1(3) . . . . ? N2 C3 S1 Mn1 17.2(3) . . . . ? O1 Mn1 S1 C3 -109.79(12) . . . . ? O1 Mn1 S1 C3 62.24(13) 7_557 . . . ? N4 Mn1 S1 C3 -28.37(12) . . . . ? N3 Mn1 S1 C3 179.47(14) 7_557 . . . ? N3 Mn1 S1 C3 -14.15(12) . . . . ? S1 Mn1 S1 C3 151.63(12) 7_557 . . . ? N2 C3 N1 C2 166.9(4) . . . . ? S1 C3 N1 C2 -11.9(5) . . . . ? C3 N1 C2 C1 85.5(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1D O2 0.880(18) 1.92(2) 2.790(4) 168(3) 3_564 N2 H2C O3 0.78(3) 2.13(3) 2.855(3) 154(3) 3_564 O1 H1F O3 0.75(4) 1.95(4) 2.699(3) 174(4) 7_557 O1 H1E O2 0.86(3) 1.93(3) 2.729(3) 153(3) 8_567