# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Wei Huang' _publ_contact_author_email whuang@nju.edu.cn _publ_author_name 'Wei Huang' data_1 _database_code_depnum_ccdc_archive 'CCDC 887806' #TrackingRef '- 1-10-rev1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H11 N4 S, F6 P, C H4 O' _chemical_formula_sum 'C18 H15 F6 N4 O P S' _chemical_formula_weight 480.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 6.919(3) _cell_length_b 21.908(10) _cell_length_c 14.415(5) _cell_angle_alpha 90.00 _cell_angle_beta 112.974(17) _cell_angle_gamma 90.00 _cell_volume 2011.7(14) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 1338 _cell_measurement_theta_min 2.411 _cell_measurement_theta_max 20.335 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.586 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 976 _exptl_absorpt_coefficient_mu 0.314 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9633 _exptl_absorpt_correction_T_max 0.9693 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; The structure was solved by direct methods (Bruker, 2000) and successive difference Fourier syntheses. ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9845 _diffrn_reflns_av_R_equivalents 0.0733 _diffrn_reflns_av_sigmaI/netI 0.0752 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3506 _reflns_number_gt 1556 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker 2000)' _computing_structure_solution 'SHELXTL (BRUKER 2000)' _computing_structure_refinement 'SHELXTL (BRUKER 2000)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.1281P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3506 _refine_ls_number_parameters 336 _refine_ls_number_restraints 48 _refine_ls_R_factor_all 0.1414 _refine_ls_R_factor_gt 0.0752 _refine_ls_wR_factor_ref 0.2124 _refine_ls_wR_factor_gt 0.1866 _refine_ls_goodness_of_fit_ref 0.848 _refine_ls_restrained_S_all 0.874 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.4115(2) 1.14528(6) 0.64943(10) 0.0748(5) Uani 1 1 d . . . N1 N 0.0575(6) 0.8157(2) 0.3225(3) 0.0760(12) Uani 1 1 d . . . H1A H 0.0088 0.8112 0.2582 0.091 Uiso 1 1 d R . . N2 N -0.0179(7) 0.9099(2) 0.1923(3) 0.0784(12) Uani 1 1 d . . . N3 N 0.3173(6) 0.96547(16) 0.5952(3) 0.0627(10) Uani 1 1 d . . . H3A H 0.3573 0.9452 0.6507 0.075 Uiso 1 1 d R . . N4 N 0.2555(6) 1.04480(16) 0.4899(3) 0.0645(10) Uani 1 1 d . . . C1 C 0.0840(8) 0.7667(3) 0.3792(5) 0.0832(16) Uani 1 1 d . . . H1 H 0.0487 0.7285 0.3494 0.100 Uiso 1 1 calc R . . C2 C 0.1641(9) 0.7720(2) 0.4832(5) 0.0904(17) Uani 1 1 d . . . H2 H 0.1826 0.7376 0.5234 0.108 Uiso 1 1 calc R . . C3 C 0.2163(8) 0.8291(2) 0.5266(4) 0.0769(14) Uani 1 1 d . . . H3 H 0.2702 0.8333 0.5964 0.092 Uiso 1 1 calc R . . C4 C 0.1879(7) 0.8804(2) 0.4657(4) 0.0598(12) Uani 1 1 d . . . C5 C 0.2336(7) 0.9416(2) 0.4998(3) 0.0587(11) Uani 1 1 d . . . C6 C 0.1969(7) 0.9905(2) 0.4363(3) 0.0614(12) Uani 1 1 d . . . C7 C 0.1087(7) 0.9832(2) 0.3299(4) 0.0663(12) Uani 1 1 d . . . C8 C 0.0640(8) 1.0296(2) 0.2592(4) 0.0817(15) Uani 1 1 d . . . H8 H 0.0911 1.0699 0.2806 0.098 Uiso 1 1 calc R . . C9 C -0.0190(10) 1.0168(3) 0.1592(4) 0.0983(19) Uani 1 1 d . . . H9 H -0.0487 1.0479 0.1116 0.118 Uiso 1 1 calc R . . C10 C -0.0586(10) 0.9560(3) 0.1296(4) 0.0999(19) Uani 1 1 d . . . H10 H -0.1178 0.9476 0.0610 0.120 Uiso 1 1 calc R . . C11 C 0.0630(7) 0.9235(2) 0.2914(4) 0.0669(13) Uani 1 1 d . . . C12 C 0.1038(7) 0.8733(2) 0.3613(4) 0.0633(12) Uani 1 1 d . . . C13 C 0.3262(7) 1.0276(2) 0.5857(4) 0.0626(12) Uani 1 1 d . . . C14 C 0.4037(7) 1.06823(19) 0.6709(4) 0.0610(12) Uani 1 1 d . . . C15 C 0.4745(8) 1.0556(2) 0.7723(4) 0.0692(13) Uani 1 1 d . . . H15 H 0.4821 1.0166 0.7990 0.083 Uiso 1 1 calc R . . C16 C 0.5342(9) 1.1093(3) 0.8306(4) 0.0874(16) Uani 1 1 d . . . H16 H 0.5877 1.1098 0.9007 0.105 Uiso 1 1 calc R . . C17 C 0.5050(8) 1.1600(2) 0.7732(4) 0.0831(16) Uani 1 1 d . . . H17 H 0.5340 1.1992 0.7999 0.100 Uiso 1 1 calc R . . P1 P 0.5309(3) 0.64765(7) 0.35487(11) 0.0883(6) Uani 1 1 d D . . O1 O 0.9002(8) 0.7733(2) 0.1292(3) 0.1237(16) Uani 1 1 d . . . H1B H 0.8145 0.7985 0.0891 0.186 Uiso 1 1 d R . . C18 C 0.7985(12) 0.7154(4) 0.1134(5) 0.148(3) Uani 1 1 d . . . H18A H 0.7516 0.7045 0.0435 0.221 Uiso 1 1 calc R . . H18B H 0.6801 0.7176 0.1323 0.221 Uiso 1 1 calc R . . H18C H 0.8952 0.6852 0.1537 0.221 Uiso 1 1 calc R . . F1 F 0.579(3) 0.6971(7) 0.2956(12) 0.247(13) Uani 0.440(16) 1 d PD A 1 F2 F 0.3021(13) 0.6587(7) 0.2979(11) 0.248(13) Uani 0.440(16) 1 d PD A 1 F3 F 0.528(2) 0.6028(7) 0.2779(9) 0.208(10) Uani 0.440(16) 1 d PD A 1 F4 F 0.7616(13) 0.6378(6) 0.4138(9) 0.180(9) Uani 0.440(16) 1 d PD A 1 F5 F 0.528(2) 0.6944(8) 0.4315(11) 0.224(11) Uani 0.440(16) 1 d PD A 1 F6 F 0.486(3) 0.5993(8) 0.4155(11) 0.314(17) Uani 0.440(16) 1 d PD A 1 F1' F 0.454(2) 0.6605(5) 0.4344(8) 0.244(10) Uani 0.560(16) 1 d PD A 2 F2' F 0.7510(14) 0.6643(7) 0.4210(9) 0.206(8) Uani 0.560(16) 1 d PDU A 2 F3' F 0.480(2) 0.7094(3) 0.3134(9) 0.225(9) Uani 0.560(16) 1 d PD A 2 F4' F 0.605(2) 0.6311(6) 0.2724(8) 0.197(7) Uani 0.560(16) 1 d PD A 2 F5' F 0.3161(13) 0.6262(7) 0.2829(7) 0.190(7) Uani 0.560(16) 1 d PD A 2 F6' F 0.5775(19) 0.5830(3) 0.3951(7) 0.169(6) Uani 0.560(16) 1 d PDU A 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 S1 0.0755(10) 0.0548(8) 0.0950(10) -0.0029(7) 0.0343(8) 0.0008(6) N1 0.075(3) 0.071(3) 0.083(3) -0.018(2) 0.032(2) -0.002(2) N2 0.074(3) 0.085(3) 0.073(3) -0.004(3) 0.025(2) -0.007(2) N3 0.066(3) 0.054(2) 0.069(2) -0.0029(19) 0.027(2) 0.0035(19) N4 0.060(3) 0.051(2) 0.084(3) -0.005(2) 0.029(2) -0.0004(18) C1 0.082(4) 0.065(4) 0.100(4) -0.014(3) 0.033(3) -0.003(3) C2 0.107(5) 0.057(3) 0.100(4) -0.004(3) 0.032(4) 0.003(3) C3 0.078(4) 0.065(3) 0.084(3) -0.009(3) 0.028(3) 0.000(3) C4 0.053(3) 0.053(3) 0.075(3) -0.003(2) 0.027(3) 0.002(2) C5 0.055(3) 0.057(3) 0.065(3) -0.004(3) 0.025(2) 0.000(2) C6 0.051(3) 0.063(3) 0.073(3) -0.004(3) 0.027(2) 0.002(2) C7 0.056(3) 0.068(3) 0.077(3) -0.003(3) 0.028(3) 0.002(2) C8 0.082(4) 0.075(4) 0.087(4) 0.009(3) 0.033(3) 0.002(3) C9 0.118(5) 0.094(5) 0.073(4) 0.005(3) 0.027(4) 0.004(4) C10 0.094(5) 0.126(6) 0.073(4) -0.010(4) 0.026(3) 0.000(4) C11 0.049(3) 0.079(4) 0.073(3) -0.006(3) 0.025(3) 0.001(2) C12 0.051(3) 0.064(3) 0.077(3) -0.016(3) 0.027(3) -0.002(2) C13 0.050(3) 0.062(3) 0.078(3) -0.004(3) 0.028(3) 0.000(2) C14 0.058(3) 0.048(3) 0.079(3) -0.006(2) 0.030(3) 0.001(2) C15 0.078(4) 0.054(3) 0.077(3) -0.009(2) 0.031(3) -0.003(2) C16 0.103(5) 0.077(4) 0.079(4) -0.010(3) 0.033(3) 0.002(3) C17 0.085(4) 0.058(3) 0.105(4) -0.015(3) 0.036(3) 0.001(3) P1 0.1150(15) 0.0614(10) 0.0783(10) -0.0056(8) 0.0265(10) 0.0002(10) O1 0.156(4) 0.088(3) 0.114(3) -0.023(3) 0.039(3) 0.002(3) C18 0.140(7) 0.187(9) 0.113(6) -0.032(5) 0.046(5) -0.010(6) F1 0.241(19) 0.20(2) 0.25(2) 0.130(18) 0.039(16) -0.077(16) F2 0.135(13) 0.24(2) 0.254(18) -0.135(16) -0.052(12) 0.095(13) F3 0.30(2) 0.125(12) 0.135(14) -0.103(11) 0.018(13) 0.004(12) F4 0.178(16) 0.108(11) 0.162(13) -0.001(8) -0.032(10) 0.053(10) F5 0.192(16) 0.232(18) 0.191(17) -0.160(15) 0.014(12) 0.030(12) F6 0.31(3) 0.42(4) 0.202(17) 0.13(2) 0.084(18) -0.19(3) F1' 0.48(3) 0.162(13) 0.216(14) 0.068(10) 0.272(19) 0.087(14) F2' 0.139(11) 0.224(13) 0.215(12) -0.044(10) 0.025(9) -0.094(9) F3' 0.45(3) 0.032(5) 0.223(14) 0.036(6) 0.161(16) 0.054(9) F4' 0.265(15) 0.190(15) 0.208(13) 0.039(10) 0.171(13) 0.082(11) F5' 0.132(10) 0.226(15) 0.161(9) 0.026(9) 0.003(8) -0.067(9) F6' 0.234(12) 0.061(5) 0.156(10) 0.023(5) 0.017(7) 0.038(6) _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 C17 1.675(6) . ? S1 C14 1.721(4) . ? N1 C1 1.318(6) . ? N1 C12 1.366(6) . ? N1 H1A 0.8601 . ? N2 C10 1.311(7) . ? N2 C11 1.350(6) . ? N3 C5 1.371(5) . ? N3 C13 1.373(5) . ? N3 H3A 0.8601 . ? N4 C13 1.327(5) . ? N4 C6 1.390(5) . ? C1 C2 1.385(7) . ? C1 H1 0.9300 . ? C2 C3 1.382(6) . ? C2 H2 0.9300 . ? C3 C4 1.393(6) . ? C3 H3 0.9300 . ? C4 C12 1.394(6) . ? C4 C5 1.420(6) . ? C5 C6 1.366(6) . ? C6 C7 1.421(6) . ? C7 C8 1.387(6) . ? C7 C11 1.407(6) . ? C8 C9 1.357(7) . ? C8 H8 0.9300 . ? C9 C10 1.393(8) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.442(7) . ? C13 C14 1.440(6) . ? C14 C15 1.376(6) . ? C15 C16 1.412(6) . ? C15 H15 0.9300 . ? C16 C17 1.352(7) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? P1 F3' 1.465(6) . ? P1 F1' 1.469(6) . ? P1 F3 1.477(7) . ? P1 F6 1.483(7) . ? P1 F2 1.492(7) . ? P1 F2' 1.492(7) . ? P1 F1 1.494(7) . ? P1 F4 1.502(7) . ? P1 F4' 1.512(6) . ? P1 F5 1.512(7) . ? P1 F6' 1.516(6) . ? P1 F5' 1.517(6) . ? O1 C18 1.424(8) . ? O1 H1B 0.8502 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? 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 C17 S1 C14 91.3(2) . . ? C1 N1 C12 123.0(5) . . ? C1 N1 H1A 118.5 . . ? C12 N1 H1A 118.5 . . ? C10 N2 C11 116.6(5) . . ? C5 N3 C13 107.2(4) . . ? C5 N3 H3A 126.4 . . ? C13 N3 H3A 126.4 . . ? C13 N4 C6 104.2(4) . . ? N1 C1 C2 120.2(5) . . ? N1 C1 H1 119.9 . . ? C2 C1 H1 119.9 . . ? C3 C2 C1 119.3(5) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C2 C3 C4 119.8(5) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C3 C4 C12 119.2(4) . . ? C3 C4 C5 125.8(4) . . ? C12 C4 C5 115.0(4) . . ? C6 C5 N3 105.6(4) . . ? C6 C5 C4 123.4(4) . . ? N3 C5 C4 131.1(4) . . ? C5 C6 N4 111.2(4) . . ? C5 C6 C7 121.6(4) . . ? N4 C6 C7 127.2(4) . . ? C8 C7 C11 116.1(5) . . ? C8 C7 C6 126.1(5) . . ? C11 C7 C6 117.8(4) . . ? C9 C8 C7 120.7(5) . . ? C9 C8 H8 119.6 . . ? C7 C8 H8 119.6 . . ? C8 C9 C10 118.2(6) . . ? C8 C9 H9 120.9 . . ? C10 C9 H9 120.9 . . ? N2 C10 C9 124.3(5) . . ? N2 C10 H10 117.9 . . ? C9 C10 H10 117.9 . . ? N2 C11 C7 124.0(5) . . ? N2 C11 C12 117.2(5) . . ? C7 C11 C12 118.7(4) . . ? N1 C12 C4 118.5(4) . . ? N1 C12 C11 117.9(4) . . ? C4 C12 C11 123.6(4) . . ? N4 C13 N3 111.9(4) . . ? N4 C13 C14 125.2(4) . . ? N3 C13 C14 123.0(4) . . ? C15 C14 C13 129.9(4) . . ? C15 C14 S1 111.5(3) . . ? C13 C14 S1 118.7(4) . . ? C14 C15 C16 111.4(4) . . ? C14 C15 H15 124.3 . . ? C16 C15 H15 124.3 . . ? C17 C16 C15 112.4(5) . . ? C17 C16 H16 123.8 . . ? C15 C16 H16 123.8 . . ? C16 C17 S1 113.4(4) . . ? C16 C17 H17 123.3 . . ? S1 C17 H17 123.3 . . ? F3' P1 F1' 92.3(5) . . ? F3' P1 F3 112.1(8) . . ? F1' P1 F3 144.3(7) . . ? F3' P1 F6 146.0(9) . . ? F1' P1 F6 56.8(8) . . ? F3 P1 F6 91.4(5) . . ? F3' P1 F2 65.9(8) . . ? F1' P1 F2 76.5(9) . . ? F3 P1 F2 89.8(5) . . ? F6 P1 F2 91.0(6) . . ? F3' P1 F2' 93.2(5) . . ? F1' P1 F2' 92.7(5) . . ? F3 P1 F2' 110.7(8) . . ? F6 P1 F2' 101.3(8) . . ? F2 P1 F2' 155.6(7) . . ? F3' P1 F1 33.7(8) . . ? F1' P1 F1 122.4(8) . . ? F3 P1 F1 89.6(6) . . ? F6 P1 F1 178.9(7) . . ? F2 P1 F1 89.5(5) . . ? F2' P1 F1 77.9(8) . . ? F3' P1 F4 113.2(7) . . ? F1' P1 F4 102.5(9) . . ? F3 P1 F4 91.6(5) . . ? F6 P1 F4 89.2(5) . . ? F2 P1 F4 178.6(6) . . ? F2' P1 F4 23.1(7) . . ? F1 P1 F4 90.2(5) . . ? F3' P1 F4' 90.0(5) . . ? F1' P1 F4' 177.0(6) . . ? F3 P1 F4' 32.6(7) . . ? F6 P1 F4' 120.5(8) . . ? F2 P1 F4' 102.7(9) . . ? F2' P1 F4' 89.2(5) . . ? F1 P1 F4' 60.4(8) . . ? F4 P1 F4' 78.3(9) . . ? F3' P1 F5 66.7(9) . . ? F1' P1 F5 35.7(7) . . ? F3 P1 F5 178.4(6) . . ? F6 P1 F5 89.3(5) . . ? F2 P1 F5 88.8(5) . . ? F2' P1 F5 70.6(8) . . ? F1 P1 F5 89.7(5) . . ? F4 P1 F5 89.8(5) . . ? F4' P1 F5 147.3(7) . . ? F3' P1 F6' 178.3(6) . . ? F1' P1 F6' 88.2(4) . . ? F3 P1 F6' 66.7(8) . . ? F6 P1 F6' 33.9(9) . . ? F2 P1 F6' 112.6(8) . . ? F2' P1 F6' 88.4(5) . . ? F1 P1 F6' 146.6(8) . . ? F4 P1 F6' 68.3(7) . . ? F4' P1 F6' 89.4(4) . . ? F5 P1 F6' 114.5(9) . . ? F3' P1 F5' 89.6(5) . . ? F1' P1 F5' 92.0(5) . . ? F3 P1 F5' 63.8(7) . . ? F6 P1 F5' 78.8(8) . . ? F2 P1 F5' 29.3(7) . . ? F2' P1 F5' 174.5(6) . . ? F1 P1 F5' 102.1(7) . . ? F4 P1 F5' 152.0(7) . . ? F4' P1 F5' 86.1(5) . . ? F5 P1 F5' 114.9(7) . . ? F6' P1 F5' 88.7(5) . . ? C18 O1 H1B 107.4 . . ? O1 C18 H18A 109.5 . . ? O1 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O1 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 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 C12 N1 C1 C2 -0.7(8) . . . . ? N1 C1 C2 C3 -0.1(8) . . . . ? C1 C2 C3 C4 0.0(8) . . . . ? C2 C3 C4 C12 1.0(7) . . . . ? C2 C3 C4 C5 179.7(5) . . . . ? C13 N3 C5 C6 0.5(5) . . . . ? C13 N3 C5 C4 -179.4(4) . . . . ? C3 C4 C5 C6 -178.0(4) . . . . ? C12 C4 C5 C6 0.7(7) . . . . ? C3 C4 C5 N3 1.8(8) . . . . ? C12 C4 C5 N3 -179.5(4) . . . . ? N3 C5 C6 N4 -0.1(5) . . . . ? C4 C5 C6 N4 179.8(4) . . . . ? N3 C5 C6 C7 -179.8(4) . . . . ? C4 C5 C6 C7 0.0(7) . . . . ? C13 N4 C6 C5 -0.3(5) . . . . ? C13 N4 C6 C7 179.4(4) . . . . ? C5 C6 C7 C8 179.5(4) . . . . ? N4 C6 C7 C8 -0.2(8) . . . . ? C5 C6 C7 C11 -1.0(7) . . . . ? N4 C6 C7 C11 179.3(4) . . . . ? C11 C7 C8 C9 0.0(7) . . . . ? C6 C7 C8 C9 179.5(5) . . . . ? C7 C8 C9 C10 0.2(9) . . . . ? C11 N2 C10 C9 1.6(8) . . . . ? C8 C9 C10 N2 -1.1(9) . . . . ? C10 N2 C11 C7 -1.4(7) . . . . ? C10 N2 C11 C12 178.5(5) . . . . ? C8 C7 C11 N2 0.6(7) . . . . ? C6 C7 C11 N2 -179.0(4) . . . . ? C8 C7 C11 C12 -179.3(4) . . . . ? C6 C7 C11 C12 1.1(6) . . . . ? C1 N1 C12 C4 1.7(7) . . . . ? C1 N1 C12 C11 -178.4(4) . . . . ? C3 C4 C12 N1 -1.8(7) . . . . ? C5 C4 C12 N1 179.4(4) . . . . ? C3 C4 C12 C11 178.3(4) . . . . ? C5 C4 C12 C11 -0.5(7) . . . . ? N2 C11 C12 N1 -0.2(6) . . . . ? C7 C11 C12 N1 179.7(4) . . . . ? N2 C11 C12 C4 179.7(4) . . . . ? C7 C11 C12 C4 -0.4(7) . . . . ? C6 N4 C13 N3 0.6(5) . . . . ? C6 N4 C13 C14 -179.3(4) . . . . ? C5 N3 C13 N4 -0.7(5) . . . . ? C5 N3 C13 C14 179.2(4) . . . . ? N4 C13 C14 C15 178.0(5) . . . . ? N3 C13 C14 C15 -2.0(8) . . . . ? N4 C13 C14 S1 -1.2(6) . . . . ? N3 C13 C14 S1 178.9(3) . . . . ? C17 S1 C14 C15 -0.5(4) . . . . ? C17 S1 C14 C13 178.8(4) . . . . ? C13 C14 C15 C16 -179.3(5) . . . . ? S1 C14 C15 C16 -0.1(5) . . . . ? C14 C15 C16 C17 0.8(7) . . . . ? C15 C16 C17 S1 -1.2(6) . . . . ? C14 S1 C17 C16 1.0(5) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.408 _refine_diff_density_min -0.324 _refine_diff_density_rms 0.081 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 887807' #TrackingRef '- 1-10-rev1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H10 Br N4 S, Cl O4, 2(H2 O)' _chemical_formula_sum 'C17 H14 Br Cl N4 O6 S' _chemical_formula_weight 517.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.325(8) _cell_length_b 10.985(9) _cell_length_c 11.008(9) _cell_angle_alpha 99.610(11) _cell_angle_beta 105.840(10) _cell_angle_gamma 109.486(12) _cell_volume 980.4(14) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 1342 _cell_measurement_theta_min 2.428 _cell_measurement_theta_max 23.108 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.754 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 520 _exptl_absorpt_coefficient_mu 2.384 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7629 _exptl_absorpt_correction_T_max 0.7965 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; The structure was solved by direct methods (Bruker, 2000) and successive difference Fourier syntheses. ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 4938 _diffrn_reflns_av_R_equivalents 0.0846 _diffrn_reflns_av_sigmaI/netI 0.0982 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3377 _reflns_number_gt 1939 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker 2000)' _computing_structure_solution 'SHELXTL (BRUKER 2000)' _computing_structure_refinement 'SHELXTL (BRUKER 2000)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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. ; _publ_section_exptl_refinement ; The high value of the weighted R is mainly due to the following two reasons: (a) The overall quality of the data is poor due to the crystal quality. (b) The crystal is very weakly diffracting, so that a large proportion of essentially 'unobserved' reflections are being used in the refinement. ; _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^)+(0.1791P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3377 _refine_ls_number_parameters 284 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.1240 _refine_ls_R_factor_gt 0.0782 _refine_ls_wR_factor_ref 0.2969 _refine_ls_wR_factor_gt 0.2234 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O5 O 0.6998(9) 0.1173(8) 0.7798(7) 0.077(2) Uani 1 1 d . . . Br1 Br 1.25369(12) 1.01305(12) -0.42995(9) 0.0718(5) Uani 1 1 d . . . C1 C 0.2460(12) 0.6087(13) -0.0410(11) 0.080(3) Uani 1 1 d . . . H1 H 0.1424 0.5802 -0.0363 0.096 Uiso 1 1 calc R . . C2 C 0.2648(12) 0.6393(13) -0.1539(11) 0.077(3) Uani 1 1 d . . . H2 H 0.1748 0.6281 -0.2244 0.092 Uiso 1 1 calc R . . C3 C 0.4194(10) 0.6869(10) -0.1615(9) 0.060(3) Uani 1 1 d . . . H3 H 0.4344 0.7100 -0.2360 0.072 Uiso 1 1 calc R . . C4 C 0.5509(11) 0.6995(10) -0.0562(9) 0.057(2) Uani 1 1 d . . . C5 C 0.7187(10) 0.7462(10) -0.0466(8) 0.052(2) Uani 1 1 d . . . C6 C 0.8395(10) 0.7550(10) 0.0600(8) 0.052(2) Uani 1 1 d . . . C7 C 0.8130(10) 0.7151(9) 0.1732(8) 0.050(2) Uani 1 1 d . . . C8 C 0.9292(11) 0.7213(10) 0.2861(9) 0.059(2) Uani 1 1 d . . . H8 H 1.0384 0.7548 0.2949 0.070 Uiso 1 1 calc R . . C9 C 0.8836(11) 0.6778(10) 0.3864(9) 0.061(3) Uani 1 1 d . . . H9 H 0.9608 0.6778 0.4606 0.073 Uiso 1 1 calc R . . C10 C 0.7237(12) 0.6349(10) 0.3748(9) 0.058(2) Uani 1 1 d . . . H10 H 0.6924 0.6072 0.4423 0.069 Uiso 1 1 calc R . . C11 C 0.6494(11) 0.6680(10) 0.1641(9) 0.056(2) Uani 1 1 d . . . C12 C 0.5199(11) 0.6624(11) 0.0538(9) 0.062(3) Uani 1 1 d . . . C13 C 0.9475(10) 0.8285(10) -0.0781(8) 0.052(2) Uani 1 1 d . . . C14 C 1.0661(10) 0.8861(10) -0.1357(8) 0.052(2) Uani 1 1 d . . . C15 C 1.2305(11) 0.9331(10) -0.0824(8) 0.054(2) Uani 1 1 d . . . H15 H 1.2855 0.9346 0.0025 0.065 Uiso 1 1 calc R . . C16 C 1.3095(11) 0.9792(10) -0.1679(9) 0.054(2) Uani 1 1 d . . . H16 H 1.4217 1.0129 -0.1464 0.065 Uiso 1 1 calc R . . C17 C 1.2042(12) 0.9693(11) -0.2849(9) 0.067(3) Uani 1 1 d . . . Cl1 Cl 0.2501(3) 0.5680(3) 0.3649(3) 0.0834(10) Uani 1 1 d D . . N1 N 0.3668(9) 0.6179(9) 0.0601(8) 0.065(2) Uani 1 1 d . . . N2 N 0.6138(10) 0.6324(9) 0.2687(8) 0.060(2) Uani 1 1 d . . . H2A H 0.5146 0.6070 0.2652 0.072 Uiso 1 1 calc R . . N3 N 0.7882(9) 0.7947(8) -0.1333(7) 0.055(2) Uani 1 1 d . . . H3A H 0.7387 0.8018 -0.2084 0.066 Uiso 1 1 calc R . . N4 N 0.9868(8) 0.8089(8) 0.0416(7) 0.0489(18) Uani 1 1 d . . . H5A H 0.6319 0.0854 0.7010 0.073 Uiso 1 1 d R . . H5B H 0.7106 0.1986 0.7901 0.073 Uiso 1 1 d R . . O6 O 0.6120(10) 0.8574(9) 0.6439(8) 0.100(3) Uani 1 1 d . . . H6A H 0.7074 0.9049 0.6486 0.150 Uiso 1 1 d R . . H6B H 0.5449 0.8649 0.5787 0.150 Uiso 1 1 d R . . S1 S 1.0055(3) 0.8975(3) -0.2959(2) 0.0596(7) Uani 1 1 d . . . O1 O 0.186(2) 0.557(2) 0.4612(16) 0.158(7) Uani 0.881(12) 1 d P A 1 O2 O 0.1249(12) 0.5337(14) 0.2413(13) 0.130(5) Uani 0.881(12) 1 d P A 1 O3 O 0.3462(13) 0.4911(14) 0.3600(12) 0.107(4) Uani 0.881(12) 1 d P A 1 O4 O 0.3567(15) 0.7023(11) 0.3813(11) 0.119(4) Uani 0.881(12) 1 d P A 1 O1' O 0.220(8) 0.582(7) 0.235(3) 0.158(7) Uani 0.119(12) 1 d PD A 2 O2' O 0.399(4) 0.552(6) 0.411(6) 0.130(5) Uani 0.119(12) 1 d PD A 2 O3' O 0.261(8) 0.687(4) 0.451(5) 0.107(4) Uani 0.119(12) 1 d PD A 2 O4' O 0.119(5) 0.454(5) 0.365(7) 0.119(4) Uani 0.119(12) 1 d PD A 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 O5 0.073(5) 0.081(5) 0.069(5) 0.033(4) 0.011(4) 0.028(4) Br1 0.0675(7) 0.0916(9) 0.0514(7) 0.0332(6) 0.0305(5) 0.0123(6) C1 0.037(5) 0.107(9) 0.077(7) 0.035(7) 0.015(5) 0.004(5) C2 0.040(5) 0.101(9) 0.065(6) 0.021(6) 0.007(5) 0.008(5) C3 0.042(5) 0.075(7) 0.054(5) 0.029(5) 0.010(4) 0.012(4) C4 0.045(5) 0.066(6) 0.047(5) 0.021(4) 0.015(4) 0.005(4) C5 0.044(5) 0.064(6) 0.035(4) 0.019(4) 0.013(4) 0.005(4) C6 0.048(5) 0.067(6) 0.042(5) 0.025(4) 0.021(4) 0.013(4) C7 0.046(5) 0.061(6) 0.037(4) 0.020(4) 0.019(4) 0.010(4) C8 0.043(5) 0.079(7) 0.049(5) 0.028(5) 0.016(4) 0.015(5) C9 0.053(6) 0.082(7) 0.046(5) 0.031(5) 0.017(4) 0.021(5) C10 0.070(6) 0.063(6) 0.051(5) 0.028(5) 0.029(5) 0.028(5) C11 0.056(5) 0.070(6) 0.046(5) 0.030(5) 0.027(4) 0.019(5) C12 0.045(5) 0.076(7) 0.044(5) 0.023(5) 0.015(4) -0.002(4) C13 0.038(5) 0.076(6) 0.039(4) 0.024(4) 0.015(4) 0.015(4) C14 0.049(5) 0.071(6) 0.032(4) 0.023(4) 0.015(4) 0.014(4) C15 0.052(5) 0.061(6) 0.043(5) 0.018(4) 0.016(4) 0.013(4) C16 0.050(5) 0.062(6) 0.057(5) 0.022(5) 0.028(4) 0.019(4) C17 0.054(5) 0.091(8) 0.042(5) 0.019(5) 0.029(4) 0.001(5) Cl1 0.0603(16) 0.103(2) 0.094(2) 0.0521(18) 0.0358(15) 0.0239(15) N1 0.046(4) 0.077(6) 0.069(5) 0.029(5) 0.028(4) 0.012(4) N2 0.052(4) 0.073(5) 0.057(5) 0.034(4) 0.027(4) 0.014(4) N3 0.049(4) 0.075(5) 0.036(4) 0.024(4) 0.017(3) 0.012(4) N4 0.040(4) 0.065(5) 0.038(4) 0.020(3) 0.017(3) 0.011(3) O6 0.076(5) 0.132(8) 0.073(5) 0.053(5) 0.009(4) 0.021(5) S1 0.0491(13) 0.0808(17) 0.0380(11) 0.0212(11) 0.0162(10) 0.0104(12) O1 0.206(15) 0.254(19) 0.186(14) 0.171(15) 0.171(13) 0.167(15) O2 0.052(6) 0.165(12) 0.134(10) 0.032(9) -0.001(6) 0.032(7) O3 0.076(7) 0.139(10) 0.128(10) 0.048(8) 0.043(6) 0.059(7) O4 0.118(9) 0.103(8) 0.105(8) 0.064(7) 0.019(7) 0.008(6) O1' 0.206(15) 0.254(19) 0.186(14) 0.171(15) 0.171(13) 0.167(15) O2' 0.052(6) 0.165(12) 0.134(10) 0.032(9) -0.001(6) 0.032(7) O3' 0.076(7) 0.139(10) 0.128(10) 0.048(8) 0.043(6) 0.059(7) O4' 0.118(9) 0.103(8) 0.105(8) 0.064(7) 0.019(7) 0.008(6) _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 O5 H5A 0.8520 . ? O5 H5B 0.8486 . ? Br1 C17 1.872(9) . ? C1 N1 1.311(14) . ? C1 C2 1.382(16) . ? C1 H1 0.9300 . ? C2 C3 1.392(13) . ? C2 H2 0.9300 . ? C3 C4 1.386(13) . ? C3 H3 0.9300 . ? C4 C12 1.412(12) . ? C4 C5 1.442(12) . ? C5 C6 1.351(13) . ? C5 N3 1.375(10) . ? C6 N4 1.389(10) . ? C6 C7 1.443(12) . ? C7 C8 1.382(13) . ? C7 C11 1.406(12) . ? C8 C9 1.388(13) . ? C8 H8 0.9300 . ? C9 C10 1.367(13) . ? C9 H9 0.9300 . ? C10 N2 1.316(13) . ? C10 H10 0.9300 . ? C11 N2 1.365(11) . ? C11 C12 1.436(13) . ? C12 N1 1.371(11) . ? C13 N3 1.334(11) . ? C13 N4 1.342(11) . ? C13 C14 1.441(11) . ? C14 C15 1.356(12) . ? C14 S1 1.738(8) . ? C15 C16 1.405(12) . ? C15 H15 0.9300 . ? C16 C17 1.351(14) . ? C16 H16 0.9300 . ? C17 S1 1.715(9) . ? Cl1 O1 1.354(10) . ? Cl1 O2 1.423(12) . ? Cl1 O1' 1.425(9) . ? Cl1 O4 1.426(10) . ? Cl1 O2' 1.426(9) . ? Cl1 O3 1.427(11) . ? Cl1 O4' 1.428(9) . ? Cl1 O3' 1.440(9) . ? N2 H2A 0.8600 . ? N3 H3A 0.8600 . ? O6 H6A 0.8500 . ? O6 H6B 0.8501 . ? 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 H5A O5 H5B 97.6 . . ? N1 C1 C2 123.4(9) . . ? N1 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? C1 C2 C3 119.5(10) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C4 C3 C2 119.0(9) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C3 C4 C12 117.7(8) . . ? C3 C4 C5 126.8(8) . . ? C12 C4 C5 115.5(8) . . ? C6 C5 N3 107.6(7) . . ? C6 C5 C4 122.9(8) . . ? N3 C5 C4 129.4(8) . . ? C5 C6 N4 109.0(7) . . ? C5 C6 C7 123.5(8) . . ? N4 C6 C7 127.5(8) . . ? C8 C7 C11 118.8(8) . . ? C8 C7 C6 127.2(8) . . ? C11 C7 C6 114.0(8) . . ? C7 C8 C9 120.2(8) . . ? C7 C8 H8 119.9 . . ? C9 C8 H8 119.9 . . ? C10 C9 C8 119.2(9) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? N2 C10 C9 120.5(9) . . ? N2 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? N2 C11 C7 118.0(8) . . ? N2 C11 C12 118.5(8) . . ? C7 C11 C12 123.4(8) . . ? N1 C12 C4 122.3(9) . . ? N1 C12 C11 117.1(8) . . ? C4 C12 C11 120.6(8) . . ? N3 C13 N4 112.1(7) . . ? N3 C13 C14 124.6(8) . . ? N4 C13 C14 123.3(8) . . ? C15 C14 C13 128.5(8) . . ? C15 C14 S1 110.8(6) . . ? C13 C14 S1 120.7(7) . . ? C14 C15 C16 113.5(8) . . ? C14 C15 H15 123.2 . . ? C16 C15 H15 123.2 . . ? C17 C16 C15 112.4(8) . . ? C17 C16 H16 123.8 . . ? C15 C16 H16 123.8 . . ? C16 C17 S1 112.3(7) . . ? C16 C17 Br1 127.3(7) . . ? S1 C17 Br1 120.2(6) . . ? O1 Cl1 O2 110.3(9) . . ? O1 Cl1 O1' 144(3) . . ? O2 Cl1 O1' 37(3) . . ? O1 Cl1 O4 113.3(10) . . ? O2 Cl1 O4 103.9(8) . . ? O1' Cl1 O4 75(3) . . ? O1 Cl1 O2' 106(3) . . ? O2 Cl1 O2' 137(3) . . ? O1' Cl1 O2' 110.2(9) . . ? O4 Cl1 O2' 83(3) . . ? O1 Cl1 O3 112.5(8) . . ? O2 Cl1 O3 111.7(8) . . ? O1' Cl1 O3 98(3) . . ? O4 Cl1 O3 104.7(8) . . ? O2' Cl1 O3 29(2) . . ? O1 Cl1 O4' 53(3) . . ? O2 Cl1 O4' 75(3) . . ? O1' Cl1 O4' 109.7(9) . . ? O4 Cl1 O4' 163(3) . . ? O2' Cl1 O4' 110.0(9) . . ? O3 Cl1 O4' 91(3) . . ? O1 Cl1 O3' 60(3) . . ? O2 Cl1 O3' 110(3) . . ? O1' Cl1 O3' 109.1(9) . . ? O4 Cl1 O3' 55(3) . . ? O2' Cl1 O3' 108.9(9) . . ? O3 Cl1 O3' 138(2) . . ? O4' Cl1 O3' 108.9(9) . . ? C1 N1 C12 118.1(8) . . ? C10 N2 C11 123.2(8) . . ? C10 N2 H2A 118.4 . . ? C11 N2 H2A 118.4 . . ? C13 N3 C5 106.5(7) . . ? C13 N3 H3A 126.8 . . ? C5 N3 H3A 126.8 . . ? C13 N4 C6 104.8(7) . . ? H6A O6 H6B 107.9 . . ? C17 S1 C14 90.9(4) . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.949 _refine_diff_density_min -1.285 _refine_diff_density_rms 0.149 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 887808' #TrackingRef '- 1-10-rev1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H10 Br N4 S, C2 H6 O, Cl O4' _chemical_formula_sum 'C19 H16 Br Cl N4 O5 S' _chemical_formula_weight 527.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 15.333(11) _cell_length_b 8.370(8) _cell_length_c 17.857(13) _cell_angle_alpha 90.00 _cell_angle_beta 111.57(3) _cell_angle_gamma 90.00 _cell_volume 2131(3) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 3245 _cell_measurement_theta_min 2.453 _cell_measurement_theta_max 26.717 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.645 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 2.192 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7789 _exptl_absorpt_correction_T_max 0.8106 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; The structure was solved by direct methods (Bruker, 2000) and successive difference Fourier syntheses. ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9567 _diffrn_reflns_av_R_equivalents 0.1265 _diffrn_reflns_av_sigmaI/netI 0.0907 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3716 _reflns_number_gt 2822 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker 2000)' _computing_structure_solution 'SHELXTL (BRUKER 2000)' _computing_structure_refinement 'SHELXTL (BRUKER 2000)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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. ; _publ_section_exptl_refinement ; A little high value of the Rint (0.1265) is mainly because of the following: the overall quality of the data is poor due to the crystal quality. ; _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^)+(0.0653P)^2^] 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 SHELXL _refine_ls_extinction_coef 0.0045(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3716 _refine_ls_number_parameters 283 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0614 _refine_ls_R_factor_gt 0.0487 _refine_ls_wR_factor_ref 0.1330 _refine_ls_wR_factor_gt 0.1275 _refine_ls_goodness_of_fit_ref 0.987 _refine_ls_restrained_S_all 0.987 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.20630(3) 0.51987(5) 0.32058(3) 0.0683(2) Uani 1 1 d . . . C1 C 0.6745(3) 1.2273(4) 0.8365(2) 0.0493(9) Uani 1 1 d . . . H1 H 0.6913 1.2940 0.8812 0.059 Uiso 1 1 calc R . . C2 C 0.5821(3) 1.1816(4) 0.7989(2) 0.0497(9) Uani 1 1 d . . . H2 H 0.5366 1.2170 0.8179 0.060 Uiso 1 1 calc R . . C3 C 0.5584(3) 1.0834(4) 0.73289(19) 0.0417(8) Uani 1 1 d . . . H3 H 0.4963 1.0517 0.7071 0.050 Uiso 1 1 calc R . . C4 C 0.6267(2) 1.0304(3) 0.70412(18) 0.0333(7) Uani 1 1 d . . . C5 C 0.6100(2) 0.9296(4) 0.63564(17) 0.0327(7) Uani 1 1 d . . . C6 C 0.6813(2) 0.8856(3) 0.61022(17) 0.0323(7) Uani 1 1 d . . . C7 C 0.7767(2) 0.9306(4) 0.65078(19) 0.0350(7) Uani 1 1 d . . . C8 C 0.8529(2) 0.8855(4) 0.6293(2) 0.0439(8) Uani 1 1 d . . . H8 H 0.8437 0.8212 0.5846 0.053 Uiso 1 1 calc R . . C9 C 0.9419(3) 0.9391(5) 0.6764(2) 0.0541(10) Uani 1 1 d . . . H9 H 0.9938 0.9082 0.6648 0.065 Uiso 1 1 calc R . . C10 C 0.9524(3) 1.0393(5) 0.7411(2) 0.0581(10) Uani 1 1 d . . . H10 H 1.0122 1.0779 0.7704 0.070 Uiso 1 1 calc R . . C11 C 0.7960(2) 1.0306(4) 0.71897(19) 0.0379(8) Uani 1 1 d . . . C12 C 0.7200(2) 1.0781(4) 0.74394(18) 0.0354(7) Uani 1 1 d . . . C13 C 0.5462(2) 0.7877(3) 0.52967(17) 0.0326(7) Uani 1 1 d . . . C14 C 0.4775(2) 0.7024(4) 0.46394(18) 0.0355(7) Uani 1 1 d . . . C15 C 0.4886(2) 0.6145(4) 0.40329(18) 0.0403(8) Uani 1 1 d . . . H15 H 0.5460 0.6010 0.3974 0.048 Uiso 1 1 calc R . . C16 C 0.4039(3) 0.5464(4) 0.3507(2) 0.0439(8) Uani 1 1 d . . . H16 H 0.3989 0.4842 0.3062 0.053 Uiso 1 1 calc R . . C17 C 0.3312(2) 0.5825(4) 0.37302(19) 0.0419(8) Uani 1 1 d . . . C18 C 0.0429(5) 0.7710(9) 0.5143(4) 0.125(2) Uani 1 1 d . . . H18A H 0.0055 0.8565 0.4812 0.149 Uiso 1 1 calc R . . H18B H 0.0006 0.7003 0.5276 0.149 Uiso 1 1 calc R . . C19 C 0.0851(7) 0.6839(10) 0.4680(5) 0.168(3) Uani 1 1 d . . . H19A H 0.1294 0.7509 0.4565 0.253 Uiso 1 1 calc R . . H19B H 0.0375 0.6499 0.4185 0.253 Uiso 1 1 calc R . . H19C H 0.1168 0.5920 0.4979 0.253 Uiso 1 1 calc R . . Cl1 Cl 0.74323(7) 0.77993(11) 0.38434(5) 0.0503(3) Uani 1 1 d . . . N1 N 0.7399(2) 1.1765(3) 0.80935(15) 0.0429(7) Uani 1 1 d . . . H1A H 0.7969 1.2069 0.8340 0.051 Uiso 1 1 calc R . . N2 N 0.8825(2) 1.0838(4) 0.76375(17) 0.0495(7) Uani 1 1 d . . . N3 N 0.52460(18) 0.8684(3) 0.58517(14) 0.0348(6) Uani 1 1 d . . . N4 N 0.63881(19) 0.7947(3) 0.54179(14) 0.0361(6) Uani 1 1 d . . . H4 H 0.6659 0.7509 0.5125 0.043 Uiso 1 1 calc R . . O1 O 0.6613(3) 0.7973(6) 0.3146(2) 0.1201(14) Uani 1 1 d . . . O2 O 0.8165(3) 0.7325(6) 0.3593(2) 0.1218(14) Uani 1 1 d . . . O3 O 0.7286(2) 0.6580(3) 0.43526(18) 0.0747(9) Uani 1 1 d . . . O4 O 0.7669(4) 0.9214(4) 0.4292(2) 0.1220(16) Uani 1 1 d . . . O5 O 0.1066(2) 0.8383(4) 0.58659(18) 0.0734(8) Uani 1 1 d . . . H5 H 0.1388 0.9062 0.5758 0.110 Uiso 1 1 calc R . . S1 S 0.36208(6) 0.70018(11) 0.45795(5) 0.0434(3) Uani 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 Br1 0.0365(3) 0.0662(3) 0.0840(4) 0.0034(2) 0.0007(2) -0.01276(19) C1 0.058(3) 0.051(2) 0.0431(19) -0.0095(17) 0.0237(18) -0.0063(19) C2 0.062(3) 0.045(2) 0.054(2) -0.0040(17) 0.036(2) 0.0023(19) C3 0.041(2) 0.0397(17) 0.0483(19) -0.0002(16) 0.0210(16) -0.0023(17) C4 0.0308(19) 0.0314(16) 0.0383(17) 0.0048(13) 0.0135(14) 0.0004(14) C5 0.0300(18) 0.0348(16) 0.0328(16) 0.0047(13) 0.0110(14) -0.0008(14) C6 0.0326(18) 0.0320(17) 0.0317(16) 0.0035(13) 0.0110(13) 0.0005(14) C7 0.0304(18) 0.0347(17) 0.0368(16) 0.0059(14) 0.0087(13) 0.0030(14) C8 0.033(2) 0.050(2) 0.048(2) -0.0021(16) 0.0136(16) 0.0046(17) C9 0.032(2) 0.061(2) 0.070(3) -0.004(2) 0.0195(18) 0.0067(19) C10 0.026(2) 0.068(2) 0.071(3) -0.016(2) 0.0058(18) -0.0014(19) C11 0.035(2) 0.0371(18) 0.0393(18) 0.0025(14) 0.0105(14) 0.0016(15) C12 0.0351(19) 0.0353(16) 0.0346(16) 0.0023(14) 0.0115(14) 0.0044(15) C13 0.0305(18) 0.0338(17) 0.0318(15) 0.0074(13) 0.0094(13) 0.0008(14) C14 0.0310(18) 0.0384(18) 0.0347(16) 0.0062(14) 0.0092(14) -0.0017(14) C15 0.037(2) 0.0425(19) 0.0413(18) -0.0010(15) 0.0145(15) -0.0011(15) C16 0.039(2) 0.0466(19) 0.0409(18) -0.0030(15) 0.0081(15) -0.0034(17) C17 0.033(2) 0.0378(18) 0.0451(19) 0.0049(15) 0.0025(15) -0.0023(16) C18 0.089(5) 0.153(6) 0.099(4) -0.032(4) -0.004(4) 0.022(4) C19 0.209(10) 0.174(7) 0.113(5) -0.038(5) 0.048(6) 0.024(7) Cl1 0.0452(6) 0.0609(6) 0.0448(5) -0.0029(4) 0.0165(4) -0.0037(4) N1 0.0411(18) 0.0453(16) 0.0381(15) -0.0052(13) 0.0098(13) -0.0037(14) N2 0.0272(16) 0.0574(18) 0.0534(17) -0.0100(15) 0.0027(13) 0.0025(14) N3 0.0312(15) 0.0365(14) 0.0363(14) 0.0034(11) 0.0120(12) -0.0010(12) N4 0.0382(17) 0.0389(15) 0.0331(13) -0.0031(11) 0.0151(12) -0.0007(12) O1 0.069(3) 0.160(4) 0.091(2) 0.029(2) -0.0179(19) 0.002(3) O2 0.085(3) 0.178(4) 0.131(3) 0.006(3) 0.073(3) 0.010(3) O3 0.091(2) 0.0579(17) 0.090(2) 0.0168(15) 0.0512(19) 0.0077(16) O4 0.219(5) 0.062(2) 0.090(3) -0.0192(19) 0.062(3) -0.040(3) O5 0.061(2) 0.073(2) 0.0747(19) 0.0124(16) 0.0120(16) -0.0009(16) S1 0.0324(5) 0.0497(5) 0.0475(5) 0.0016(4) 0.0141(4) -0.0005(4) _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 Br1 C17 1.870(4) . ? C1 N1 1.334(5) . ? C1 C2 1.380(5) . ? C1 H1 0.9300 . ? C2 C3 1.372(5) . ? C2 H2 0.9300 . ? C3 C4 1.398(4) . ? C3 H3 0.9300 . ? C4 C12 1.402(5) . ? C4 C5 1.429(4) . ? C5 C6 1.379(4) . ? C5 N3 1.387(4) . ? C6 N4 1.383(4) . ? C6 C7 1.423(5) . ? C7 C8 1.408(5) . ? C7 C11 1.416(5) . ? C8 C9 1.389(5) . ? C8 H8 0.9300 . ? C9 C10 1.388(5) . ? C9 H9 0.9300 . ? C10 N2 1.331(5) . ? C10 H10 0.9300 . ? C11 N2 1.349(4) . ? C11 C12 1.447(4) . ? C12 N1 1.369(4) . ? C13 N3 1.337(4) . ? C13 N4 1.357(4) . ? C13 C14 1.445(4) . ? C14 C15 1.371(4) . ? C14 S1 1.733(4) . ? C15 C16 1.413(5) . ? C15 H15 0.9300 . ? C16 C17 1.349(5) . ? C16 H16 0.9300 . ? C17 S1 1.723(4) . ? C18 O5 1.419(6) . ? C18 C19 1.423(9) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? Cl1 O4 1.400(3) . ? Cl1 O2 1.410(3) . ? Cl1 O1 1.414(4) . ? Cl1 O3 1.438(3) . ? N1 H1A 0.8600 . ? N4 H4 0.8600 . ? O5 H5 0.8200 . ? 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 N1 C1 C2 120.6(3) . . ? N1 C1 H1 119.7 . . ? C2 C1 H1 119.7 . . ? C3 C2 C1 119.0(3) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 120.5(3) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C3 C4 C12 119.1(3) . . ? C3 C4 C5 125.4(3) . . ? C12 C4 C5 115.5(3) . . ? C6 C5 N3 111.2(3) . . ? C6 C5 C4 121.7(3) . . ? N3 C5 C4 127.1(3) . . ? C5 C6 N4 105.3(3) . . ? C5 C6 C7 123.5(3) . . ? N4 C6 C7 131.1(3) . . ? C8 C7 C11 117.4(3) . . ? C8 C7 C6 126.2(3) . . ? C11 C7 C6 116.4(3) . . ? C9 C8 C7 118.5(3) . . ? C9 C8 H8 120.7 . . ? C7 C8 H8 120.7 . . ? C10 C9 C8 119.1(3) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? N2 C10 C9 124.2(3) . . ? N2 C10 H10 117.9 . . ? C9 C10 H10 117.9 . . ? N2 C11 C7 123.6(3) . . ? N2 C11 C12 117.0(3) . . ? C7 C11 C12 119.3(3) . . ? N1 C12 C4 118.0(3) . . ? N1 C12 C11 118.5(3) . . ? C4 C12 C11 123.5(3) . . ? N3 C13 N4 112.9(3) . . ? N3 C13 C14 123.1(3) . . ? N4 C13 C14 123.9(3) . . ? C15 C14 C13 129.9(3) . . ? C15 C14 S1 111.5(3) . . ? C13 C14 S1 118.6(2) . . ? C14 C15 C16 112.9(3) . . ? C14 C15 H15 123.5 . . ? C16 C15 H15 123.5 . . ? C17 C16 C15 111.8(3) . . ? C17 C16 H16 124.1 . . ? C15 C16 H16 124.1 . . ? C16 C17 S1 113.4(3) . . ? C16 C17 Br1 126.5(3) . . ? S1 C17 Br1 120.1(2) . . ? O5 C18 C19 115.1(6) . . ? O5 C18 H18A 108.5 . . ? C19 C18 H18A 108.5 . . ? O5 C18 H18B 108.5 . . ? C19 C18 H18B 108.5 . . ? H18A C18 H18B 107.5 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O4 Cl1 O2 110.5(3) . . ? O4 Cl1 O1 112.1(3) . . ? O2 Cl1 O1 107.7(3) . . ? O4 Cl1 O3 107.8(2) . . ? O2 Cl1 O3 109.1(2) . . ? O1 Cl1 O3 109.6(2) . . ? C1 N1 C12 122.8(3) . . ? C1 N1 H1A 118.6 . . ? C12 N1 H1A 118.6 . . ? C10 N2 C11 117.0(3) . . ? C13 N3 C5 103.7(3) . . ? C13 N4 C6 106.9(2) . . ? C13 N4 H4 126.6 . . ? C6 N4 H4 126.6 . . ? C18 O5 H5 109.5 . . ? C17 S1 C14 90.27(16) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.601 _refine_diff_density_min -0.588 _refine_diff_density_rms 0.088 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 887809' #TrackingRef '- 1-10-rev1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H10 Hg I2 N4 S, 2(C H4 O)' _chemical_formula_sum 'C19 H18 Hg I2 N4 O2 S' _chemical_formula_weight 820.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.562(2) _cell_length_b 14.037(4) _cell_length_c 22.806(7) _cell_angle_alpha 90.00 _cell_angle_beta 105.568(4) _cell_angle_gamma 90.00 _cell_volume 2332.0(12) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 2306 _cell_measurement_theta_min 2.355 _cell_measurement_theta_max 21.653 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.338 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1512 _exptl_absorpt_coefficient_mu 9.359 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3997 _exptl_absorpt_correction_T_max 0.4546 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; The structure was solved by direct methods (Bruker, 2000) and successive difference Fourier syntheses. ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 11676 _diffrn_reflns_av_R_equivalents 0.0700 _diffrn_reflns_av_sigmaI/netI 0.0752 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4084 _reflns_number_gt 2617 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker 2000)' _computing_structure_solution 'SHELXTL (BRUKER 2000)' _computing_structure_refinement 'SHELXTL (BRUKER 2000)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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. ; _publ_section_exptl_refinement ; As for the goodness of fit value of this structure, which is lower than the expected vaule, we have tried very small coefficient (0.0186) for the final refinement and it is close to the limit of 0.80 (0.790). ; _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^)+(0.0186P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4084 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0589 _refine_ls_R_factor_gt 0.0345 _refine_ls_wR_factor_ref 0.0675 _refine_ls_wR_factor_gt 0.0630 _refine_ls_goodness_of_fit_ref 0.790 _refine_ls_restrained_S_all 0.790 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Hg1 Hg 0.39676(4) 0.93073(2) 0.159031(14) 0.05350(12) Uani 1 1 d . . . C1 C 0.2723(9) 0.7383(5) 0.2220(3) 0.048(2) Uani 1 1 d . . . H1 H 0.3525 0.7636 0.2568 0.058 Uiso 1 1 calc R . . C2 C 0.1864(10) 0.6544(5) 0.2266(3) 0.049(2) Uani 1 1 d . . . H2 H 0.2063 0.6249 0.2643 0.059 Uiso 1 1 calc R . . C3 C 0.0729(9) 0.6137(5) 0.1771(3) 0.0406(18) Uani 1 1 d . . . H3 H 0.0140 0.5565 0.1803 0.049 Uiso 1 1 calc R . . C4 C 0.0458(8) 0.6600(5) 0.1205(3) 0.0348(17) Uani 1 1 d . . . C5 C -0.0627(8) 0.6239(5) 0.0641(3) 0.0309(16) Uani 1 1 d . . . C6 C -0.0965(8) 0.6740(5) 0.0096(3) 0.0333(16) Uani 1 1 d . . . C7 C -0.0093(8) 0.7628(5) 0.0071(3) 0.0329(16) Uani 1 1 d . . . C8 C -0.0252(9) 0.8158(5) -0.0465(3) 0.0442(19) Uani 1 1 d . . . H8 H -0.1036 0.7957 -0.0832 0.053 Uiso 1 1 calc R . . C9 C 0.0756(10) 0.8969(5) -0.0439(3) 0.052(2) Uani 1 1 d . . . H9 H 0.0704 0.9308 -0.0794 0.063 Uiso 1 1 calc R . . C10 C 0.1844(10) 0.9288(5) 0.0106(4) 0.050(2) Uani 1 1 d . . . H10 H 0.2490 0.9854 0.0115 0.060 Uiso 1 1 calc R . . C11 C 0.1078(9) 0.8005(5) 0.0617(3) 0.0341(16) Uani 1 1 d . . . C12 C 0.1336(8) 0.7481(5) 0.1185(3) 0.0336(16) Uani 1 1 d . . . C13 C -0.2388(9) 0.5421(5) -0.0116(3) 0.0350(17) Uani 1 1 d . . . C14 C -0.3483(9) 0.4634(5) -0.0433(3) 0.0350(17) Uani 1 1 d . . . C15 C -0.3847(9) 0.3760(5) -0.0194(3) 0.0408(18) Uani 1 1 d . . . H15 H -0.3399 0.3585 0.0212 0.049 Uiso 1 1 calc R . . C16 C -0.4972(9) 0.3180(5) -0.0644(4) 0.047(2) Uani 1 1 d . . . H16 H -0.5348 0.2573 -0.0565 0.057 Uiso 1 1 calc R . . C17 C -0.5458(9) 0.3583(5) -0.1200(3) 0.047(2) Uani 1 1 d . . . H17 H -0.6199 0.3290 -0.1545 0.056 Uiso 1 1 calc R . . C18 C 0.9978(12) 0.3489(6) 0.1742(4) 0.086(3) Uani 1 1 d . . . H18A H 1.1094 0.3618 0.1632 0.128 Uiso 1 1 calc R . . H18B H 0.9798 0.2813 0.1752 0.128 Uiso 1 1 calc R . . H18C H 1.0056 0.3754 0.2136 0.128 Uiso 1 1 calc R . . C19 C 0.4646(12) 0.7001(6) 0.4018(4) 0.078(3) Uani 1 1 d . . . H19A H 0.4864 0.7062 0.4451 0.117 Uiso 1 1 calc R . . H19B H 0.5544 0.6581 0.3930 0.117 Uiso 1 1 calc R . . H19C H 0.3440 0.6746 0.3847 0.117 Uiso 1 1 calc R . . I1 I 0.73466(8) 0.91205(4) 0.14671(3) 0.07040(19) Uani 1 1 d . . . I2 I 0.25254(8) 1.06619(4) 0.21301(2) 0.06487(18) Uani 1 1 d . . . N1 N 0.2458(7) 0.7857(4) 0.1695(3) 0.0405(15) Uani 1 1 d . . . N2 N 0.2006(7) 0.8816(4) 0.0620(3) 0.0394(15) Uani 1 1 d . . . N3 N -0.1542(7) 0.5401(4) 0.0490(2) 0.0370(14) Uani 1 1 d . . . H3A H -0.1576 0.4940 0.0735 0.044 Uiso 1 1 calc R . . N4 N -0.2088(7) 0.6226(4) -0.0376(2) 0.0373(14) Uani 1 1 d . . . O1 O 0.8528(7) 0.3892(4) 0.1320(3) 0.0713(17) Uani 1 1 d . . . H1A H 0.7575 0.3620 0.1329 0.107 Uiso 1 1 calc R . . O2 O 0.4779(8) 0.7907(4) 0.3762(2) 0.0709(16) Uani 1 1 d . . . H2A H 0.5490 0.8241 0.4014 0.106 Uiso 1 1 calc R . . S1 S -0.4547(3) 0.46991(14) -0.11953(8) 0.0485(5) Uani 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 Hg1 0.0526(2) 0.0508(2) 0.0556(2) -0.00681(17) 0.01193(15) -0.00914(17) C1 0.051(5) 0.057(6) 0.031(5) -0.001(4) 0.002(3) -0.009(4) C2 0.063(5) 0.053(5) 0.032(5) 0.004(4) 0.015(4) -0.005(4) C3 0.044(5) 0.042(4) 0.035(5) 0.008(4) 0.008(4) -0.002(4) C4 0.033(4) 0.036(4) 0.035(4) -0.006(3) 0.008(3) 0.002(3) C5 0.025(4) 0.031(4) 0.038(5) 0.000(3) 0.010(3) -0.003(3) C6 0.027(4) 0.036(4) 0.036(4) -0.003(3) 0.007(3) 0.001(3) C7 0.027(4) 0.039(4) 0.033(4) -0.001(3) 0.009(3) 0.002(3) C8 0.043(5) 0.044(5) 0.044(5) -0.001(4) 0.008(3) 0.000(4) C9 0.060(6) 0.051(5) 0.049(6) 0.015(4) 0.020(4) 0.002(4) C10 0.049(5) 0.048(5) 0.051(5) 0.003(4) 0.010(4) -0.009(4) C11 0.031(4) 0.032(4) 0.042(5) -0.003(3) 0.015(3) 0.007(3) C12 0.030(4) 0.038(4) 0.032(4) -0.003(3) 0.007(3) 0.003(3) C13 0.028(4) 0.038(4) 0.038(5) -0.001(3) 0.006(3) 0.007(3) C14 0.034(4) 0.044(4) 0.026(4) -0.004(3) 0.005(3) 0.002(3) C15 0.043(5) 0.044(5) 0.035(5) -0.002(4) 0.011(3) 0.009(4) C16 0.047(5) 0.034(5) 0.065(6) -0.001(4) 0.022(4) -0.002(4) C17 0.039(5) 0.044(5) 0.054(5) -0.020(4) 0.008(4) -0.005(4) C18 0.091(8) 0.075(7) 0.080(7) 0.005(6) 0.004(6) 0.005(6) C19 0.084(7) 0.070(7) 0.080(7) -0.018(5) 0.022(5) -0.014(5) I1 0.0518(4) 0.0641(4) 0.0967(5) -0.0105(3) 0.0224(3) -0.0126(3) I2 0.0691(4) 0.0710(4) 0.0519(4) -0.0153(3) 0.0118(3) 0.0040(3) N1 0.041(4) 0.039(4) 0.043(4) -0.004(3) 0.013(3) -0.004(3) N2 0.042(4) 0.031(3) 0.044(4) -0.004(3) 0.008(3) -0.002(3) N3 0.041(4) 0.035(4) 0.037(4) 0.005(3) 0.015(3) 0.001(3) N4 0.045(4) 0.035(4) 0.032(4) -0.003(3) 0.011(3) -0.004(3) O1 0.061(4) 0.075(4) 0.070(4) 0.033(3) 0.003(3) -0.003(3) O2 0.073(4) 0.056(4) 0.069(4) -0.011(3) -0.006(3) -0.006(3) S1 0.0532(13) 0.0480(12) 0.0411(12) -0.0028(9) 0.0071(9) 0.0001(10) _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 Hg1 N1 2.377(5) . ? Hg1 N2 2.410(5) . ? Hg1 I2 2.6535(8) . ? Hg1 I1 2.6575(10) . ? C1 N1 1.337(8) . ? C1 C2 1.362(9) . ? C1 H1 0.9300 . ? C2 C3 1.348(9) . ? C2 H2 0.9300 . ? C3 C4 1.410(8) . ? C3 H3 0.9300 . ? C4 C12 1.411(9) . ? C4 C5 1.421(8) . ? C5 N3 1.362(8) . ? C5 C6 1.390(8) . ? C6 N4 1.383(7) . ? C6 C7 1.418(9) . ? C7 C8 1.409(8) . ? C7 C11 1.422(8) . ? C8 C9 1.362(9) . ? C8 H8 0.9300 . ? C9 C10 1.368(9) . ? C9 H9 0.9300 . ? C10 N2 1.324(8) . ? C10 H10 0.9300 . ? C11 N2 1.336(8) . ? C11 C12 1.457(8) . ? C12 N1 1.350(7) . ? C13 N4 1.325(8) . ? C13 N3 1.357(8) . ? C13 C14 1.452(9) . ? C14 C15 1.399(9) . ? C14 S1 1.711(6) . ? C15 C16 1.404(9) . ? C15 H15 0.9300 . ? C16 C17 1.346(9) . ? C16 H16 0.9300 . ? C17 S1 1.711(7) . ? C17 H17 0.9300 . ? C18 O1 1.371(8) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 O2 1.413(9) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? N3 H3A 0.8600 . ? O1 H1A 0.8200 . ? O2 H2A 0.8200 . ? 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 N1 Hg1 N2 69.7(2) . . ? N1 Hg1 I2 107.38(13) . . ? N2 Hg1 I2 113.73(13) . . ? N1 Hg1 I1 115.31(13) . . ? N2 Hg1 I1 104.31(13) . . ? I2 Hg1 I1 130.26(2) . . ? N1 C1 C2 122.6(7) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C3 C2 C1 120.8(7) . . ? C3 C2 H2 119.6 . . ? C1 C2 H2 119.6 . . ? C2 C3 C4 118.3(7) . . ? C2 C3 H3 120.8 . . ? C4 C3 H3 120.8 . . ? C3 C4 C12 118.7(6) . . ? C3 C4 C5 124.9(6) . . ? C12 C4 C5 116.4(6) . . ? N3 C5 C6 104.6(6) . . ? N3 C5 C4 131.8(6) . . ? C6 C5 C4 123.6(6) . . ? N4 C6 C5 111.1(6) . . ? N4 C6 C7 128.5(6) . . ? C5 C6 C7 120.3(6) . . ? C8 C7 C6 124.5(6) . . ? C8 C7 C11 116.8(6) . . ? C6 C7 C11 118.6(6) . . ? C9 C8 C7 119.2(7) . . ? C9 C8 H8 120.4 . . ? C7 C8 H8 120.4 . . ? C8 C9 C10 120.4(7) . . ? C8 C9 H9 119.8 . . ? C10 C9 H9 119.8 . . ? N2 C10 C9 122.1(7) . . ? N2 C10 H10 119.0 . . ? C9 C10 H10 119.0 . . ? N2 C11 C7 121.6(6) . . ? N2 C11 C12 118.7(6) . . ? C7 C11 C12 119.6(6) . . ? N1 C12 C4 120.5(6) . . ? N1 C12 C11 118.2(6) . . ? C4 C12 C11 121.3(6) . . ? N4 C13 N3 112.5(6) . . ? N4 C13 C14 124.7(6) . . ? N3 C13 C14 122.8(6) . . ? C15 C14 C13 128.2(6) . . ? C15 C14 S1 110.8(5) . . ? C13 C14 S1 121.0(5) . . ? C14 C15 C16 111.6(6) . . ? C14 C15 H15 124.2 . . ? C16 C15 H15 124.2 . . ? C17 C16 C15 113.8(7) . . ? C17 C16 H16 123.1 . . ? C15 C16 H16 123.1 . . ? C16 C17 S1 111.8(5) . . ? C16 C17 H17 124.1 . . ? S1 C17 H17 124.1 . . ? O1 C18 H18A 109.5 . . ? O1 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O1 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O2 C19 H19A 109.5 . . ? O2 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? O2 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C1 N1 C12 119.0(6) . . ? C1 N1 Hg1 123.8(5) . . ? C12 N1 Hg1 117.1(4) . . ? C10 N2 C11 119.9(6) . . ? C10 N2 Hg1 123.9(5) . . ? C11 N2 Hg1 116.2(5) . . ? C13 N3 C5 108.0(5) . . ? C13 N3 H3A 126.0 . . ? C5 N3 H3A 126.0 . . ? C13 N4 C6 103.8(5) . . ? C18 O1 H1A 109.5 . . ? C19 O2 H2A 109.5 . . ? C17 S1 C14 92.1(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.767 _refine_diff_density_min -0.836 _refine_diff_density_rms 0.120 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 887810' #TrackingRef '- 1-10-rev1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H9 Br Hg I2 N4 S, C3 H7 N O' _chemical_formula_sum 'C20 H16 Br Hg I2 N5 O S' _chemical_formula_weight 908.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.6661(11) _cell_length_b 24.296(3) _cell_length_c 14.8623(16) _cell_angle_alpha 90.00 _cell_angle_beta 116.268(5) _cell_angle_gamma 90.00 _cell_volume 2482.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 3309 _cell_measurement_theta_min 2.943 _cell_measurement_theta_max 23.014 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.432 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 10.404 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3683 _exptl_absorpt_correction_T_max 0.4227 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; The structure was solved by direct methods (Bruker, 2000) and successive difference Fourier syntheses. ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 12456 _diffrn_reflns_av_R_equivalents 0.0745 _diffrn_reflns_av_sigmaI/netI 0.0659 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4351 _reflns_number_gt 3012 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker 2000)' _computing_structure_solution 'SHELXTL (BRUKER 2000)' _computing_structure_refinement 'SHELXTL (BRUKER 2000)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0355P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4351 _refine_ls_number_parameters 282 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0574 _refine_ls_R_factor_gt 0.0381 _refine_ls_wR_factor_ref 0.0862 _refine_ls_wR_factor_gt 0.0816 _refine_ls_goodness_of_fit_ref 0.883 _refine_ls_restrained_S_all 0.883 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Hg1 Hg -0.11655(5) 0.842886(12) 0.61750(2) 0.05652(12) Uani 1 1 d . . . I1 I -0.35644(9) 0.83621(3) 0.70339(5) 0.0865(2) Uani 1 1 d . . . I2 I -0.16555(10) 0.83564(2) 0.43103(4) 0.07392(19) Uani 1 1 d . . . Br1 Br 1.38015(15) 0.92337(4) 1.47167(7) 0.0897(3) Uani 1 1 d . . . S1 S 1.0524(3) 0.89688(8) 1.26324(14) 0.0618(5) Uani 1 1 d . . . N1 N 0.1260(8) 0.9126(2) 0.6851(4) 0.0469(14) Uani 1 1 d . . . N2 N 0.1620(8) 0.8096(2) 0.7625(4) 0.0501(15) Uani 1 1 d . . . N3 N 0.7132(8) 0.9589(2) 0.9935(4) 0.0513(15) Uani 1 1 d . . . H3A H 0.7379 0.9930 0.9886 0.062 Uiso 1 1 d R . . N4 N 0.7393(8) 0.8744(2) 1.0570(4) 0.0484(15) Uani 1 1 d . . . C1 C 0.1122(11) 0.9618(3) 0.6432(5) 0.057(2) Uani 1 1 d . . . H1 H 0.0081 0.9687 0.5811 0.069 Uiso 1 1 calc R . . C2 C 0.2487(12) 1.0035(3) 0.6891(6) 0.060(2) Uani 1 1 d . . . H2 H 0.2377 1.0370 0.6567 0.072 Uiso 1 1 calc R . . C3 C 0.3964(10) 0.9948(3) 0.7809(5) 0.0503(18) Uani 1 1 d . . . H3 H 0.4836 1.0230 0.8133 0.060 Uiso 1 1 calc R . . C4 C 0.4188(9) 0.9438(3) 0.8271(5) 0.0424(16) Uani 1 1 d . . . C5 C 0.5660(10) 0.9291(3) 0.9217(5) 0.0452(17) Uani 1 1 d . . . C6 C 0.5869(10) 0.8769(3) 0.9632(5) 0.0483(18) Uani 1 1 d . . . C7 C 0.4524(10) 0.8344(3) 0.9104(5) 0.0443(17) Uani 1 1 d . . . C8 C 0.4660(11) 0.7809(3) 0.9462(5) 0.058(2) Uani 1 1 d . . . H8 H 0.5686 0.7710 1.0070 0.069 Uiso 1 1 calc R . . C9 C 0.3255(11) 0.7424(3) 0.8907(6) 0.064(2) Uani 1 1 d . . . H9 H 0.3316 0.7064 0.9131 0.076 Uiso 1 1 calc R . . C10 C 0.1770(11) 0.7595(3) 0.8013(6) 0.060(2) Uani 1 1 d . . . H10 H 0.0801 0.7341 0.7654 0.072 Uiso 1 1 calc R . . C11 C 0.2968(10) 0.8478(3) 0.8163(5) 0.0453(17) Uani 1 1 d . . . C12 C 0.2811(10) 0.9024(3) 0.7750(5) 0.0418(16) Uani 1 1 d . . . C13 C 0.8147(10) 0.9255(3) 1.0734(5) 0.0499(18) Uani 1 1 d . . . C14 C 0.9743(10) 0.9425(3) 1.1647(5) 0.0480(18) Uani 1 1 d . . . C15 C 1.0764(11) 0.9900(3) 1.1907(6) 0.060(2) Uani 1 1 d . . . H15 H 1.0531 1.0195 1.1469 0.072 Uiso 1 1 calc R . . C16 C 1.2203(12) 0.9904(4) 1.2899(6) 0.064(2) Uani 1 1 d . . . H16 H 1.3027 1.0201 1.3189 0.076 Uiso 1 1 calc R . . C17 C 1.2271(10) 0.9436(4) 1.3387(6) 0.063(2) Uani 1 1 d . . . O1 O 0.2502(9) 0.9301(2) 0.0255(4) 0.0792(17) Uani 1 1 d . . . N5 N 0.2161(11) 0.8427(3) 0.0650(5) 0.0647(18) Uani 1 1 d . . . C18 C 0.0987(15) 0.7931(4) 0.0425(7) 0.096(3) Uani 1 1 d . . . H18A H 0.0257 0.7928 0.0809 0.144 Uiso 1 1 calc R . . H18B H 0.1820 0.7614 0.0596 0.144 Uiso 1 1 calc R . . H18C H 0.0108 0.7922 -0.0277 0.144 Uiso 1 1 calc R . . C19 C 0.3920(15) 0.8449(4) 0.1580(8) 0.099(3) Uani 1 1 d . . . H19A H 0.4779 0.8722 0.1529 0.149 Uiso 1 1 calc R . . H19B H 0.4547 0.8096 0.1712 0.149 Uiso 1 1 calc R . . H19C H 0.3604 0.8545 0.2117 0.149 Uiso 1 1 calc R . . C20 C 0.1615(14) 0.8870(4) 0.0091(7) 0.073(2) Uani 1 1 d . . . H20 H 0.0437 0.8852 -0.0484 0.087 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 Hg1 0.0584(2) 0.0539(2) 0.0536(2) 0.00283(15) 0.02156(16) 0.00214(15) I1 0.0759(4) 0.1122(6) 0.0851(4) 0.0104(4) 0.0480(4) 0.0112(4) I2 0.0919(5) 0.0732(4) 0.0542(3) 0.0072(3) 0.0300(3) 0.0049(3) Br1 0.0832(7) 0.0797(7) 0.0665(6) -0.0092(5) -0.0029(5) 0.0102(5) S1 0.0659(13) 0.0460(12) 0.0583(12) -0.0038(10) 0.0136(11) 0.0036(10) N1 0.049(4) 0.043(4) 0.046(3) 0.003(3) 0.019(3) 0.005(3) N2 0.053(4) 0.032(3) 0.064(4) 0.006(3) 0.025(3) 0.004(3) N3 0.060(4) 0.043(4) 0.053(4) 0.000(3) 0.026(3) -0.006(3) N4 0.046(4) 0.046(4) 0.046(3) 0.005(3) 0.015(3) 0.008(3) C1 0.069(5) 0.052(5) 0.049(4) 0.017(4) 0.024(4) 0.012(4) C2 0.081(6) 0.035(4) 0.073(5) 0.008(4) 0.044(5) 0.003(4) C3 0.062(5) 0.038(4) 0.052(4) 0.002(3) 0.026(4) 0.000(4) C4 0.044(4) 0.036(4) 0.051(4) 0.005(3) 0.024(4) 0.009(3) C5 0.047(4) 0.043(4) 0.049(4) -0.002(4) 0.024(4) 0.000(3) C6 0.051(5) 0.041(4) 0.055(5) -0.002(4) 0.025(4) 0.003(3) C7 0.049(4) 0.032(4) 0.052(4) 0.002(3) 0.023(4) 0.007(3) C8 0.060(5) 0.048(5) 0.056(5) 0.009(4) 0.016(4) 0.012(4) C9 0.067(5) 0.029(4) 0.074(5) 0.007(4) 0.012(5) -0.001(4) C10 0.062(5) 0.045(5) 0.072(5) -0.008(4) 0.027(5) -0.006(4) C11 0.048(4) 0.045(4) 0.048(4) 0.003(3) 0.026(4) 0.008(3) C12 0.048(4) 0.035(4) 0.052(4) 0.000(3) 0.030(4) 0.004(3) C13 0.054(5) 0.048(5) 0.052(4) 0.005(4) 0.027(4) 0.005(4) C14 0.046(4) 0.046(5) 0.049(4) 0.000(4) 0.019(4) 0.003(4) C15 0.063(5) 0.056(5) 0.063(5) 0.004(4) 0.030(5) 0.000(4) C16 0.059(5) 0.063(6) 0.068(6) -0.011(5) 0.028(5) -0.007(4) C17 0.045(5) 0.071(6) 0.057(5) -0.018(4) 0.007(4) -0.003(4) O1 0.101(5) 0.045(4) 0.100(4) 0.000(3) 0.052(4) -0.011(3) N5 0.078(5) 0.053(5) 0.064(4) 0.003(4) 0.032(4) 0.001(4) C18 0.122(8) 0.054(6) 0.129(8) -0.014(6) 0.071(7) -0.019(6) C19 0.097(8) 0.109(9) 0.085(7) 0.004(6) 0.034(7) 0.006(6) C20 0.087(7) 0.061(6) 0.084(6) -0.001(5) 0.050(6) 0.005(5) _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 Hg1 N1 2.383(6) . ? Hg1 N2 2.405(6) . ? Hg1 I2 2.6327(7) . ? Hg1 I1 2.6674(7) . ? Br1 C17 1.863(8) . ? S1 C14 1.718(7) . ? S1 C17 1.735(8) . ? N1 C1 1.330(8) . ? N1 C12 1.362(8) . ? N2 C10 1.330(9) . ? N2 C11 1.356(9) . ? N3 C13 1.362(8) . ? N3 C5 1.368(9) . ? N3 H3A 0.8601 . ? N4 C13 1.348(9) . ? N4 C6 1.367(8) . ? C1 C2 1.400(10) . ? C1 H1 0.9300 . ? C2 C3 1.348(9) . ? C2 H2 0.9300 . ? C3 C4 1.390(9) . ? C3 H3 0.9300 . ? C4 C5 1.405(9) . ? C4 C12 1.416(9) . ? C5 C6 1.389(9) . ? C6 C7 1.423(9) . ? C7 C8 1.391(9) . ? C7 C11 1.417(9) . ? C8 C9 1.388(10) . ? C8 H8 0.9300 . ? C9 C10 1.376(10) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.443(9) . ? C13 C14 1.428(10) . ? C14 C15 1.352(10) . ? C15 C16 1.397(10) . ? C15 H15 0.9300 . ? C16 C17 1.336(11) . ? C16 H16 0.9300 . ? O1 C20 1.213(9) . ? N5 C20 1.309(10) . ? N5 C19 1.443(11) . ? N5 C18 1.453(10) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20 0.9300 . ? 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 N1 Hg1 N2 69.11(19) . . ? N1 Hg1 I2 102.25(13) . . ? N2 Hg1 I2 125.26(14) . . ? N1 Hg1 I1 114.60(13) . . ? N2 Hg1 I1 94.44(14) . . ? I2 Hg1 I1 133.81(2) . . ? C14 S1 C17 90.4(4) . . ? C1 N1 C12 118.5(6) . . ? C1 N1 Hg1 123.7(5) . . ? C12 N1 Hg1 117.7(4) . . ? C10 N2 C11 118.3(7) . . ? C10 N2 Hg1 124.6(5) . . ? C11 N2 Hg1 116.1(4) . . ? C13 N3 C5 108.7(6) . . ? C13 N3 H3A 125.8 . . ? C5 N3 H3A 125.5 . . ? C13 N4 C6 104.4(6) . . ? N1 C1 C2 122.4(7) . . ? N1 C1 H1 118.8 . . ? C2 C1 H1 118.8 . . ? C3 C2 C1 119.4(7) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C2 C3 C4 120.3(7) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C3 C4 C5 126.2(7) . . ? C3 C4 C12 117.6(6) . . ? C5 C4 C12 116.1(6) . . ? N3 C5 C6 104.2(6) . . ? N3 C5 C4 131.7(7) . . ? C6 C5 C4 124.1(7) . . ? N4 C6 C5 111.8(6) . . ? N4 C6 C7 127.9(6) . . ? C5 C6 C7 120.3(7) . . ? C8 C7 C11 118.7(6) . . ? C8 C7 C6 123.6(7) . . ? C11 C7 C6 117.7(6) . . ? C9 C8 C7 119.7(7) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C10 C9 C8 117.6(7) . . ? C10 C9 H9 121.2 . . ? C8 C9 H9 121.2 . . ? N2 C10 C9 124.7(7) . . ? N2 C10 H10 117.6 . . ? C9 C10 H10 117.6 . . ? N2 C11 C7 120.9(6) . . ? N2 C11 C12 118.7(6) . . ? C7 C11 C12 120.4(6) . . ? N1 C12 C4 121.6(6) . . ? N1 C12 C11 117.1(6) . . ? C4 C12 C11 121.3(6) . . ? N4 C13 N3 111.0(6) . . ? N4 C13 C14 123.8(6) . . ? N3 C13 C14 125.2(7) . . ? C15 C14 C13 131.4(7) . . ? C15 C14 S1 111.6(6) . . ? C13 C14 S1 117.0(5) . . ? C14 C15 C16 113.2(7) . . ? C14 C15 H15 123.4 . . ? C16 C15 H15 123.4 . . ? C17 C16 C15 113.0(7) . . ? C17 C16 H16 123.5 . . ? C15 C16 H16 123.5 . . ? C16 C17 S1 111.8(6) . . ? C16 C17 Br1 130.9(6) . . ? S1 C17 Br1 117.1(5) . . ? C20 N5 C19 118.5(8) . . ? C20 N5 C18 123.0(9) . . ? C19 N5 C18 118.2(7) . . ? N5 C18 H18A 109.5 . . ? N5 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? N5 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N5 C19 H19A 109.5 . . ? N5 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? N5 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O1 C20 N5 126.1(9) . . ? O1 C20 H20 117.0 . . ? N5 C20 H20 117.0 . . ? 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 N2 Hg1 N1 C1 175.8(6) . . . . ? I2 Hg1 N1 C1 52.5(5) . . . . ? I1 Hg1 N1 C1 -99.0(5) . . . . ? N2 Hg1 N1 C12 -8.7(4) . . . . ? I2 Hg1 N1 C12 -132.0(4) . . . . ? I1 Hg1 N1 C12 76.6(4) . . . . ? N1 Hg1 N2 C10 178.5(6) . . . . ? I2 Hg1 N2 C10 -91.0(6) . . . . ? I1 Hg1 N2 C10 63.9(6) . . . . ? N1 Hg1 N2 C11 9.6(4) . . . . ? I2 Hg1 N2 C11 100.1(5) . . . . ? I1 Hg1 N2 C11 -105.1(5) . . . . ? C12 N1 C1 C2 -1.3(10) . . . . ? Hg1 N1 C1 C2 174.2(5) . . . . ? N1 C1 C2 C3 -2.5(12) . . . . ? C1 C2 C3 C4 3.4(11) . . . . ? C2 C3 C4 C5 179.6(7) . . . . ? C2 C3 C4 C12 -0.6(10) . . . . ? C13 N3 C5 C6 -0.3(7) . . . . ? C13 N3 C5 C4 178.6(7) . . . . ? C3 C4 C5 N3 4.0(12) . . . . ? C12 C4 C5 N3 -175.9(7) . . . . ? C3 C4 C5 C6 -177.4(7) . . . . ? C12 C4 C5 C6 2.8(10) . . . . ? C13 N4 C6 C5 -0.5(8) . . . . ? C13 N4 C6 C7 -177.6(7) . . . . ? N3 C5 C6 N4 0.5(8) . . . . ? C4 C5 C6 N4 -178.5(6) . . . . ? N3 C5 C6 C7 177.8(6) . . . . ? C4 C5 C6 C7 -1.2(11) . . . . ? N4 C6 C7 C8 -4.5(12) . . . . ? C5 C6 C7 C8 178.7(7) . . . . ? N4 C6 C7 C11 175.6(6) . . . . ? C5 C6 C7 C11 -1.3(10) . . . . ? C11 C7 C8 C9 -1.5(11) . . . . ? C6 C7 C8 C9 178.5(7) . . . . ? C7 C8 C9 C10 0.0(12) . . . . ? C11 N2 C10 C9 -3.2(11) . . . . ? Hg1 N2 C10 C9 -171.9(6) . . . . ? C8 C9 C10 N2 2.5(12) . . . . ? C10 N2 C11 C7 1.4(10) . . . . ? Hg1 N2 C11 C7 171.1(5) . . . . ? C10 N2 C11 C12 -179.7(6) . . . . ? Hg1 N2 C11 C12 -10.0(8) . . . . ? C8 C7 C11 N2 0.9(10) . . . . ? C6 C7 C11 N2 -179.1(6) . . . . ? C8 C7 C11 C12 -178.0(6) . . . . ? C6 C7 C11 C12 2.0(9) . . . . ? C1 N1 C12 C4 4.2(9) . . . . ? Hg1 N1 C12 C4 -171.6(5) . . . . ? C1 N1 C12 C11 -177.2(6) . . . . ? Hg1 N1 C12 C11 7.0(7) . . . . ? C3 C4 C12 N1 -3.3(9) . . . . ? C5 C4 C12 N1 176.6(6) . . . . ? C3 C4 C12 C11 178.1(6) . . . . ? C5 C4 C12 C11 -2.0(9) . . . . ? N2 C11 C12 N1 2.1(9) . . . . ? C7 C11 C12 N1 -179.0(6) . . . . ? N2 C11 C12 C4 -179.2(6) . . . . ? C7 C11 C12 C4 -0.3(10) . . . . ? C6 N4 C13 N3 0.3(8) . . . . ? C6 N4 C13 C14 177.7(6) . . . . ? C5 N3 C13 N4 0.0(8) . . . . ? C5 N3 C13 C14 -177.3(6) . . . . ? N4 C13 C14 C15 174.1(7) . . . . ? N3 C13 C14 C15 -8.9(13) . . . . ? N4 C13 C14 S1 -8.2(10) . . . . ? N3 C13 C14 S1 168.7(5) . . . . ? C17 S1 C14 C15 -0.7(6) . . . . ? C17 S1 C14 C13 -178.8(6) . . . . ? C13 C14 C15 C16 178.3(7) . . . . ? S1 C14 C15 C16 0.6(9) . . . . ? C14 C15 C16 C17 -0.1(10) . . . . ? C15 C16 C17 S1 -0.5(9) . . . . ? C15 C16 C17 Br1 -176.8(6) . . . . ? C14 S1 C17 C16 0.7(7) . . . . ? C14 S1 C17 Br1 177.6(5) . . . . ? C19 N5 C20 O1 3.7(13) . . . . ? C18 N5 C20 O1 177.7(8) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.891 _refine_diff_density_min -0.889 _refine_diff_density_rms 0.129 #===END data_6 _database_code_depnum_ccdc_archive 'CCDC 887811' #TrackingRef '- 1-10-rev1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H20 Hg2 N8 S2, 2(Cl O4)' _chemical_formula_sum 'C34 H20 Cl2 Hg2 N8 O8 S2' _chemical_formula_weight 1204.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.8723(8) _cell_length_b 9.9382(8) _cell_length_c 10.7007(16) _cell_angle_alpha 91.615(2) _cell_angle_beta 102.813(2) _cell_angle_gamma 119.4700(10) _cell_volume 879.54(17) _cell_formula_units_Z 1 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 1203 _cell_measurement_theta_min 2.397 _cell_measurement_theta_max 22.247 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.275 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 570 _exptl_absorpt_coefficient_mu 9.055 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4646 _exptl_absorpt_correction_T_max 0.4962 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; The structure was solved by direct methods (Bruker, 2000) and successive difference Fourier syntheses. ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 4526 _diffrn_reflns_av_R_equivalents 0.0375 _diffrn_reflns_av_sigmaI/netI 0.0946 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3063 _reflns_number_gt 1925 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker 2000)' _computing_structure_solution 'SHELXTL (BRUKER 2000)' _computing_structure_refinement 'SHELXTL (BRUKER 2000)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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. ; _publ_section_exptl_refinement ; As for the goodness of fit value of this structure, which is lower than the expected vaule, we have already used zero coefficient of least-squares weighting as suggested by program for the final refinement and it still falls outside of the lower limit of 0.80 (0.738). ; _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^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3063 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0664 _refine_ls_R_factor_gt 0.0336 _refine_ls_wR_factor_ref 0.0471 _refine_ls_wR_factor_gt 0.0424 _refine_ls_goodness_of_fit_ref 0.738 _refine_ls_restrained_S_all 0.738 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Hg1 Hg 1.37221(4) 1.00290(5) 0.45798(3) 0.06166(13) Uani 1 1 d . . . C1 C 1.0390(9) 0.7081(10) 0.2790(6) 0.053(2) Uani 1 1 d . . . H1 H 1.1002 0.6598 0.2914 0.064 Uiso 1 1 calc R . . C2 C 0.8820(8) 0.6234(9) 0.2005(6) 0.048(2) Uani 1 1 d . . . H2 H 0.8391 0.5215 0.1599 0.058 Uiso 1 1 calc R . . C3 C 0.7913(8) 0.6946(9) 0.1844(5) 0.039(2) Uani 1 1 d . . . H3 H 0.6856 0.6408 0.1318 0.046 Uiso 1 1 calc R . . C4 C 0.8562(8) 0.8445(9) 0.2455(5) 0.0350(19) Uani 1 1 d . . . C5 C 0.7767(7) 0.9329(9) 0.2403(5) 0.0299(18) Uani 1 1 d . . . C6 C 0.8468(7) 1.0821(9) 0.3003(5) 0.0306(18) Uani 1 1 d . . . C7 C 1.0135(7) 1.1694(9) 0.3748(5) 0.0302(17) Uani 1 1 d . . . C8 C 1.0923(8) 1.3194(9) 0.4393(6) 0.046(2) Uani 1 1 d . . . H8 H 1.0385 1.3747 0.4352 0.055 Uiso 1 1 calc R . . C9 C 1.2509(8) 1.3884(9) 0.5102(6) 0.054(2) Uani 1 1 d . . . H9 H 1.3072 1.4911 0.5534 0.065 Uiso 1 1 calc R . . C10 C 1.3243(8) 1.2985(10) 0.5150(6) 0.051(2) Uani 1 1 d . . . H10 H 1.4318 1.3450 0.5630 0.062 Uiso 1 1 calc R . . C11 C 1.0970(7) 1.0863(9) 0.3856(5) 0.0341(18) Uani 1 1 d . . . C12 C 1.0173(8) 0.9216(9) 0.3209(5) 0.0338(18) Uani 1 1 d . . . C13 C 0.6021(8) 1.0130(8) 0.2052(6) 0.0311(17) Uani 1 1 d . . . C14 C 0.4536(7) 1.0132(8) 0.1544(5) 0.0319(17) Uani 1 1 d . . . C15 C 0.3085(7) 0.8944(8) 0.0785(5) 0.0337(18) Uani 1 1 d . . . H15 H 0.2891 0.7958 0.0494 0.040 Uiso 1 1 calc R . . C16 C 0.1921(8) 0.9404(9) 0.0498(6) 0.0419(19) Uani 1 1 d . . . H16 H 0.0869 0.8746 -0.0013 0.050 Uiso 1 1 calc R . . C17 C 0.2477(8) 1.0884(9) 0.1035(6) 0.046(2) Uani 1 1 d . . . H17 H 0.1856 1.1357 0.0946 0.055 Uiso 1 1 calc R . . Cl1 Cl 0.2953(2) 0.5072(2) 0.18054(17) 0.0471(5) Uani 1 1 d . . . N1 N 1.1062(6) 0.8530(7) 0.3368(5) 0.0365(15) Uani 1 1 d . . . N2 N 1.2526(6) 1.1526(7) 0.4566(5) 0.0363(15) Uani 1 1 d . . . N3 N 0.6202(6) 0.8901(6) 0.1772(4) 0.0319(14) Uani 1 1 d . . . H3A H 0.5477 0.8020 0.1290 0.038 Uiso 1 1 calc R . . N4 N 0.7392(6) 1.1355(7) 0.2787(5) 0.0362(15) Uani 1 1 d . . . O1 O 0.3632(6) 0.5746(6) 0.0767(4) 0.0594(15) Uani 1 1 d . . . O2 O 0.3246(5) 0.6278(6) 0.2763(4) 0.0503(14) Uani 1 1 d . . . O3 O 0.1306(7) 0.4033(7) 0.1313(5) 0.110(2) Uani 1 1 d . . . O4 O 0.3749(8) 0.4304(7) 0.2402(5) 0.097(2) Uani 1 1 d . . . S1 S 0.4467(2) 1.1789(2) 0.19037(16) 0.0456(5) Uani 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 Hg1 0.03747(19) 0.1175(3) 0.04455(17) 0.02193(18) 0.01022(13) 0.0502(2) C1 0.056(6) 0.084(8) 0.049(5) 0.010(5) 0.015(4) 0.056(6) C2 0.045(5) 0.053(6) 0.048(4) -0.011(4) 0.003(4) 0.031(5) C3 0.029(4) 0.050(6) 0.031(4) -0.010(4) -0.006(3) 0.023(4) C4 0.035(4) 0.056(6) 0.025(4) 0.002(4) 0.009(3) 0.030(5) C5 0.027(4) 0.047(6) 0.025(4) 0.008(4) 0.008(3) 0.025(4) C6 0.027(4) 0.044(6) 0.026(4) 0.007(4) 0.006(3) 0.023(4) C7 0.027(4) 0.035(5) 0.024(4) 0.003(4) 0.007(3) 0.012(4) C8 0.045(5) 0.054(6) 0.039(4) 0.008(4) 0.010(4) 0.025(5) C9 0.039(5) 0.053(6) 0.045(4) -0.010(4) -0.006(4) 0.012(5) C10 0.025(4) 0.066(7) 0.037(4) 0.012(4) 0.001(3) 0.006(5) C11 0.021(4) 0.049(6) 0.026(4) 0.009(4) 0.005(3) 0.014(4) C12 0.031(4) 0.050(6) 0.024(3) 0.006(4) 0.007(3) 0.024(4) C13 0.028(4) 0.035(5) 0.035(4) 0.009(4) 0.009(3) 0.019(4) C14 0.030(4) 0.039(5) 0.029(4) 0.004(4) 0.006(3) 0.020(4) C15 0.033(4) 0.041(5) 0.038(4) 0.015(4) 0.011(3) 0.026(4) C16 0.023(4) 0.050(6) 0.048(4) 0.010(4) 0.006(3) 0.017(4) C17 0.035(5) 0.063(6) 0.050(4) 0.014(4) 0.009(4) 0.034(5) Cl1 0.0432(12) 0.0386(14) 0.0484(11) -0.0022(11) 0.0027(9) 0.0172(11) N1 0.034(4) 0.050(5) 0.037(3) 0.005(3) 0.006(3) 0.032(4) N2 0.019(3) 0.048(5) 0.027(3) 0.004(3) 0.003(3) 0.007(3) N3 0.022(3) 0.034(4) 0.033(3) -0.005(3) -0.001(2) 0.013(3) N4 0.029(3) 0.039(4) 0.043(3) 0.006(3) 0.005(3) 0.021(3) O1 0.063(4) 0.058(4) 0.049(3) 0.003(3) 0.021(3) 0.023(3) O2 0.055(3) 0.048(4) 0.055(3) -0.003(3) 0.015(3) 0.033(3) O3 0.047(4) 0.111(6) 0.086(4) -0.015(4) 0.000(3) -0.014(4) O4 0.167(6) 0.089(5) 0.085(4) 0.016(4) 0.022(4) 0.108(5) S1 0.0405(12) 0.0518(16) 0.0498(11) 0.0028(10) 0.0068(9) 0.0299(12) _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 Hg1 N1 2.308(5) . ? Hg1 N2 2.309(5) . ? Hg1 Hg1 2.5136(5) 2_876 ? C1 N1 1.313(8) . ? C1 C2 1.384(8) . ? C1 H1 0.9300 . ? C2 C3 1.376(7) . ? C2 H2 0.9300 . ? C3 C4 1.371(8) . ? C3 H3 0.9300 . ? C4 C12 1.402(8) . ? C4 C5 1.432(7) . ? C5 C6 1.353(8) . ? C5 N3 1.378(6) . ? C6 N4 1.384(6) . ? C6 C7 1.439(8) . ? C7 C8 1.366(8) . ? C7 C11 1.418(7) . ? C8 C9 1.373(8) . ? C8 H8 0.9300 . ? C9 C10 1.397(8) . ? C9 H9 0.9300 . ? C10 N2 1.318(8) . ? C10 H10 0.9300 . ? C11 N2 1.352(7) . ? C11 C12 1.485(9) . ? C12 N1 1.340(6) . ? C13 N4 1.336(7) . ? C13 N3 1.354(6) . ? C13 C14 1.447(7) . ? C14 C15 1.368(8) . ? C14 S1 1.718(6) . ? C15 C16 1.411(7) . ? C15 H15 0.9300 . ? C16 C17 1.347(8) . ? C16 H16 0.9300 . ? C17 S1 1.714(6) . ? C17 H17 0.9300 . ? Cl1 O3 1.387(5) . ? Cl1 O4 1.415(4) . ? Cl1 O2 1.424(4) . ? Cl1 O1 1.437(5) . ? N3 H3A 0.8600 . ? 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 N1 Hg1 N2 71.79(19) . . ? N1 Hg1 Hg1 143.19(14) . 2_876 ? N2 Hg1 Hg1 144.99(14) . 2_876 ? N1 C1 C2 123.5(6) . . ? N1 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? C3 C2 C1 118.0(6) . . ? C3 C2 H2 121.0 . . ? C1 C2 H2 121.0 . . ? C4 C3 C2 120.2(6) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C12 117.5(6) . . ? C3 C4 C5 126.8(6) . . ? C12 C4 C5 115.7(6) . . ? C6 C5 N3 105.6(5) . . ? C6 C5 C4 124.7(6) . . ? N3 C5 C4 129.7(6) . . ? C5 C6 N4 111.4(6) . . ? C5 C6 C7 122.2(5) . . ? N4 C6 C7 126.4(6) . . ? C8 C7 C11 118.8(6) . . ? C8 C7 C6 125.7(6) . . ? C11 C7 C6 115.4(6) . . ? C7 C8 C9 120.1(6) . . ? C7 C8 H8 120.0 . . ? C9 C8 H8 120.0 . . ? C8 C9 C10 117.4(7) . . ? C8 C9 H9 121.3 . . ? C10 C9 H9 121.3 . . ? N2 C10 C9 124.8(6) . . ? N2 C10 H10 117.6 . . ? C9 C10 H10 117.6 . . ? N2 C11 C7 121.6(6) . . ? N2 C11 C12 116.8(6) . . ? C7 C11 C12 121.6(6) . . ? N1 C12 C4 122.5(6) . . ? N1 C12 C11 117.2(6) . . ? C4 C12 C11 120.3(6) . . ? N4 C13 N3 112.0(5) . . ? N4 C13 C14 124.5(6) . . ? N3 C13 C14 123.3(6) . . ? C15 C14 C13 128.6(6) . . ? C15 C14 S1 111.9(4) . . ? C13 C14 S1 119.5(5) . . ? C14 C15 C16 111.5(6) . . ? C14 C15 H15 124.3 . . ? C16 C15 H15 124.3 . . ? C17 C16 C15 113.7(6) . . ? C17 C16 H16 123.2 . . ? C15 C16 H16 123.2 . . ? C16 C17 S1 111.7(5) . . ? C16 C17 H17 124.1 . . ? S1 C17 H17 124.1 . . ? O3 Cl1 O4 111.2(4) . . ? O3 Cl1 O2 110.5(3) . . ? O4 Cl1 O2 107.5(3) . . ? O3 Cl1 O1 109.4(3) . . ? O4 Cl1 O1 108.3(3) . . ? O2 Cl1 O1 109.9(3) . . ? C1 N1 C12 118.3(6) . . ? C1 N1 Hg1 124.4(4) . . ? C12 N1 Hg1 117.2(5) . . ? C10 N2 C11 117.3(6) . . ? C10 N2 Hg1 125.7(5) . . ? C11 N2 Hg1 116.9(5) . . ? C13 N3 C5 107.1(5) . . ? C13 N3 H3A 126.4 . . ? C5 N3 H3A 126.4 . . ? C13 N4 C6 103.8(5) . . ? C17 S1 C14 91.2(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 -1.1(11) . . . . ? C1 C2 C3 C4 -0.4(10) . . . . ? C2 C3 C4 C12 1.6(10) . . . . ? C2 C3 C4 C5 -178.8(6) . . . . ? C3 C4 C5 C6 -178.6(7) . . . . ? C12 C4 C5 C6 1.1(9) . . . . ? C3 C4 C5 N3 1.4(11) . . . . ? C12 C4 C5 N3 -178.9(6) . . . . ? N3 C5 C6 N4 0.7(7) . . . . ? C4 C5 C6 N4 -179.2(6) . . . . ? N3 C5 C6 C7 -178.7(5) . . . . ? C4 C5 C6 C7 1.3(10) . . . . ? C5 C6 C7 C8 -179.2(6) . . . . ? N4 C6 C7 C8 1.5(10) . . . . ? C5 C6 C7 C11 -2.5(9) . . . . ? N4 C6 C7 C11 178.1(6) . . . . ? C11 C7 C8 C9 1.7(10) . . . . ? C6 C7 C8 C9 178.2(6) . . . . ? C7 C8 C9 C10 -1.3(10) . . . . ? C8 C9 C10 N2 0.0(11) . . . . ? C8 C7 C11 N2 -0.8(9) . . . . ? C6 C7 C11 N2 -177.7(6) . . . . ? C8 C7 C11 C12 178.4(6) . . . . ? C6 C7 C11 C12 1.5(8) . . . . ? C3 C4 C12 N1 -1.5(9) . . . . ? C5 C4 C12 N1 178.8(6) . . . . ? C3 C4 C12 C11 177.6(6) . . . . ? C5 C4 C12 C11 -2.1(9) . . . . ? N2 C11 C12 N1 -0.8(9) . . . . ? C7 C11 C12 N1 180.0(6) . . . . ? N2 C11 C12 C4 -180.0(5) . . . . ? C7 C11 C12 C4 0.8(9) . . . . ? N4 C13 C14 C15 179.7(6) . . . . ? N3 C13 C14 C15 3.6(10) . . . . ? N4 C13 C14 S1 -0.9(9) . . . . ? N3 C13 C14 S1 -177.0(5) . . . . ? C13 C14 C15 C16 179.5(6) . . . . ? S1 C14 C15 C16 0.1(7) . . . . ? C14 C15 C16 C17 -0.6(8) . . . . ? C15 C16 C17 S1 0.7(8) . . . . ? C2 C1 N1 C12 1.2(11) . . . . ? C2 C1 N1 Hg1 -176.1(5) . . . . ? C4 C12 N1 C1 0.1(9) . . . . ? C11 C12 N1 C1 -179.0(6) . . . . ? C4 C12 N1 Hg1 177.6(5) . . . . ? C11 C12 N1 Hg1 -1.5(7) . . . . ? N2 Hg1 N1 C1 179.5(6) . . . . ? Hg1 Hg1 N1 C1 -2.1(7) 2_876 . . . ? N2 Hg1 N1 C12 2.1(4) . . . . ? Hg1 Hg1 N1 C12 -179.5(3) 2_876 . . . ? C9 C10 N2 C11 0.9(10) . . . . ? C9 C10 N2 Hg1 178.3(5) . . . . ? C7 C11 N2 C10 -0.5(9) . . . . ? C12 C11 N2 C10 -179.7(6) . . . . ? C7 C11 N2 Hg1 -178.1(4) . . . . ? C12 C11 N2 Hg1 2.7(7) . . . . ? N1 Hg1 N2 C10 -179.9(6) . . . . ? Hg1 Hg1 N2 C10 1.7(7) 2_876 . . . ? N1 Hg1 N2 C11 -2.6(4) . . . . ? Hg1 Hg1 N2 C11 179.1(3) 2_876 . . . ? N4 C13 N3 C5 2.4(7) . . . . ? C14 C13 N3 C5 179.0(6) . . . . ? C6 C5 N3 C13 -1.9(7) . . . . ? C4 C5 N3 C13 178.1(6) . . . . ? N3 C13 N4 C6 -1.9(7) . . . . ? C14 C13 N4 C6 -178.4(6) . . . . ? C5 C6 N4 C13 0.7(7) . . . . ? C7 C6 N4 C13 -179.9(6) . . . . ? C16 C17 S1 C14 -0.5(6) . . . . ? C15 C14 S1 C17 0.2(5) . . . . ? C13 C14 S1 C17 -179.3(5) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.475 _refine_diff_density_min -0.634 _refine_diff_density_rms 0.120 #===END data_7 _database_code_depnum_ccdc_archive 'CCDC 887812' #TrackingRef '- 1-10-rev1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H26 Br2 Cl4 N8 Ni2 O2 S2' _chemical_formula_sum 'C36 H26 Br2 Cl4 N8 Ni2 O2 S2' _chemical_formula_weight 1085.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.1860(14) _cell_length_b 10.3316(17) _cell_length_c 12.858(2) _cell_angle_alpha 109.506(2) _cell_angle_beta 93.424(2) _cell_angle_gamma 102.044(2) _cell_volume 992.6(3) _cell_formula_units_Z 1 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 1630 _cell_measurement_theta_min 2.874 _cell_measurement_theta_max 27.736 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.817 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 540 _exptl_absorpt_coefficient_mu 3.382 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6870 _exptl_absorpt_correction_T_max 0.7285 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; The structure was solved by direct methods (Bruker, 2000) and successive difference Fourier syntheses. ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 4998 _diffrn_reflns_av_R_equivalents 0.0468 _diffrn_reflns_av_sigmaI/netI 0.0704 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3434 _reflns_number_gt 2371 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker 2000)' _computing_structure_solution 'SHELXTL (BRUKER 2000)' _computing_structure_refinement 'SHELXTL (BRUKER 2000)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0452P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3434 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0603 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.0991 _refine_ls_wR_factor_gt 0.0937 _refine_ls_goodness_of_fit_ref 0.910 _refine_ls_restrained_S_all 0.910 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.40457(7) 0.37852(5) 0.55431(5) 0.03185(18) Uani 1 1 d . . . Br1 Br -0.17507(9) -0.43493(6) 1.07956(5) 0.0689(2) Uani 1 1 d . . . C1 C 0.6076(6) 0.3074(5) 0.7271(4) 0.0383(11) Uani 1 1 d . . . H1 H 0.7013 0.3684 0.7173 0.046 Uiso 1 1 calc R . . C2 C 0.6293(6) 0.2371(5) 0.8009(4) 0.0466(13) Uani 1 1 d . . . H2 H 0.7361 0.2499 0.8376 0.056 Uiso 1 1 calc R . . C3 C 0.4926(6) 0.1494(5) 0.8190(4) 0.0396(11) Uani 1 1 d . . . H3 H 0.5051 0.1026 0.8683 0.048 Uiso 1 1 calc R . . C4 C 0.3340(6) 0.1316(4) 0.7619(3) 0.0348(11) Uani 1 1 d . . . C5 C 0.1783(6) 0.0474(4) 0.7747(3) 0.0332(10) Uani 1 1 d . . . C6 C 0.0283(6) 0.0407(4) 0.7177(3) 0.0313(10) Uani 1 1 d . . . C7 C 0.0111(5) 0.1137(4) 0.6424(3) 0.0292(10) Uani 1 1 d . . . C8 C -0.1398(5) 0.1108(4) 0.5820(3) 0.0346(11) Uani 1 1 d . . . H8 H -0.2423 0.0573 0.5887 0.042 Uiso 1 1 calc R . . C9 C -0.1338(6) 0.1869(5) 0.5140(4) 0.0375(11) Uani 1 1 d . . . H9 H -0.2326 0.1877 0.4749 0.045 Uiso 1 1 calc R . . C10 C 0.0212(6) 0.2638(5) 0.5031(4) 0.0362(11) Uani 1 1 d . . . H10 H 0.0237 0.3134 0.4545 0.043 Uiso 1 1 calc R . . C11 C 0.1634(5) 0.1945(4) 0.6281(3) 0.0286(10) Uani 1 1 d . . . C12 C 0.3239(5) 0.2053(4) 0.6888(3) 0.0307(10) Uani 1 1 d . . . C13 C -0.0092(6) -0.0898(5) 0.8216(4) 0.0385(11) Uani 1 1 d . . . C14 C -0.1016(6) -0.1830(5) 0.8744(4) 0.0410(12) Uani 1 1 d . . . C15 C -0.2682(7) -0.2357(6) 0.8641(4) 0.0622(16) Uani 1 1 d . . . H15 H -0.3468 -0.2162 0.8199 0.075 Uiso 1 1 calc R . . C16 C -0.3129(8) -0.3238(6) 0.9267(4) 0.0644(17) Uani 1 1 d . . . H16 H -0.4231 -0.3691 0.9282 0.077 Uiso 1 1 calc R . . C17 C -0.1769(7) -0.3335(5) 0.9834(4) 0.0486(13) Uani 1 1 d . . . C18 C 0.2177(7) 0.5999(6) 0.7051(5) 0.0648(17) Uani 1 1 d . . . H18A H 0.1648 0.6061 0.6388 0.097 Uiso 1 1 calc R . . H18B H 0.2370 0.6896 0.7647 0.097 Uiso 1 1 calc R . . H18C H 0.1455 0.5285 0.7250 0.097 Uiso 1 1 calc R . . Cl1 Cl 0.45399(14) 0.18465(11) 0.39858(9) 0.0385(3) Uani 1 1 d . . . Cl2 Cl 0.31244(14) 0.48456(11) 0.42722(9) 0.0375(3) Uani 1 1 d . . . N1 N 0.4605(4) 0.2910(3) 0.6711(3) 0.0311(8) Uani 1 1 d . . . N2 N 0.1661(4) 0.2694(4) 0.5591(3) 0.0321(8) Uani 1 1 d . . . N3 N 0.1553(5) -0.0336(4) 0.8407(3) 0.0369(9) Uani 1 1 d . . . N4 N -0.0929(5) -0.0483(4) 0.7487(3) 0.0353(9) Uani 1 1 d . . . H4 H -0.1996 -0.0726 0.7264 0.042 Uiso 1 1 calc R . . O1 O 0.3758(4) 0.5634(3) 0.6851(2) 0.0449(8) Uani 1 1 d . . . H1A H 0.4389 0.6337 0.6752 0.054 Uiso 1 1 d R . . S1 S 0.00864(17) -0.23597(14) 0.96458(11) 0.0504(4) Uani 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 Ni1 0.0273(3) 0.0357(3) 0.0377(4) 0.0209(3) 0.0046(3) 0.0055(2) Br1 0.1101(6) 0.0569(4) 0.0658(4) 0.0435(3) 0.0412(4) 0.0313(4) C1 0.031(3) 0.048(3) 0.041(3) 0.024(2) 0.003(2) 0.006(2) C2 0.037(3) 0.062(3) 0.047(3) 0.028(3) -0.001(2) 0.012(3) C3 0.041(3) 0.049(3) 0.041(3) 0.028(2) 0.004(2) 0.014(2) C4 0.037(3) 0.036(3) 0.033(3) 0.015(2) 0.001(2) 0.008(2) C5 0.036(3) 0.034(2) 0.033(3) 0.016(2) 0.006(2) 0.006(2) C6 0.034(3) 0.031(2) 0.032(2) 0.016(2) 0.006(2) 0.006(2) C7 0.030(3) 0.028(2) 0.031(2) 0.0124(19) 0.006(2) 0.0051(19) C8 0.030(3) 0.038(3) 0.039(3) 0.018(2) 0.007(2) 0.008(2) C9 0.024(3) 0.047(3) 0.048(3) 0.025(2) 0.003(2) 0.012(2) C10 0.033(3) 0.040(3) 0.047(3) 0.029(2) 0.005(2) 0.011(2) C11 0.031(3) 0.026(2) 0.034(2) 0.0154(19) 0.008(2) 0.0081(19) C12 0.033(3) 0.034(2) 0.032(2) 0.018(2) 0.009(2) 0.010(2) C13 0.048(3) 0.035(3) 0.034(3) 0.016(2) 0.012(2) 0.005(2) C14 0.054(3) 0.038(3) 0.031(3) 0.017(2) 0.006(2) 0.004(2) C15 0.048(4) 0.080(4) 0.055(4) 0.042(3) -0.011(3) -0.018(3) C16 0.064(4) 0.068(4) 0.055(4) 0.035(3) 0.003(3) -0.017(3) C17 0.069(4) 0.041(3) 0.042(3) 0.022(2) 0.022(3) 0.011(3) C18 0.073(4) 0.073(4) 0.074(4) 0.040(3) 0.037(3) 0.040(3) Cl1 0.0322(6) 0.0376(6) 0.0461(7) 0.0168(5) 0.0032(5) 0.0069(5) Cl2 0.0301(6) 0.0424(6) 0.0461(7) 0.0264(5) 0.0029(5) 0.0049(5) N1 0.026(2) 0.037(2) 0.034(2) 0.0176(17) 0.0045(17) 0.0068(17) N2 0.030(2) 0.035(2) 0.037(2) 0.0212(17) 0.0047(17) 0.0071(17) N3 0.044(3) 0.036(2) 0.037(2) 0.0218(18) 0.0068(19) 0.0080(19) N4 0.032(2) 0.044(2) 0.034(2) 0.0225(18) 0.0060(17) 0.0038(18) O1 0.046(2) 0.0443(19) 0.049(2) 0.0205(16) 0.0113(17) 0.0129(16) S1 0.0570(9) 0.0557(8) 0.0587(9) 0.0398(7) 0.0196(7) 0.0208(7) _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 Ni1 N2 2.056(3) . ? Ni1 N1 2.069(3) . ? Ni1 O1 2.150(3) . ? Ni1 Cl2 2.4013(12) 2_666 ? Ni1 Cl2 2.4150(12) . ? Ni1 Cl1 2.4375(13) . ? Br1 C17 1.870(5) . ? C1 N1 1.315(5) . ? C1 C2 1.397(6) . ? C1 H1 0.9300 . ? C2 C3 1.370(6) . ? C2 H2 0.9300 . ? C3 C4 1.398(6) . ? C3 H3 0.9300 . ? C4 C12 1.402(5) . ? C4 C5 1.437(6) . ? C5 C6 1.368(6) . ? C5 N3 1.373(5) . ? C6 N4 1.378(5) . ? C6 C7 1.430(6) . ? C7 C11 1.407(5) . ? C7 C8 1.409(6) . ? C8 C9 1.353(6) . ? C8 H8 0.9300 . ? C9 C10 1.392(6) . ? C9 H9 0.9300 . ? C10 N2 1.330(5) . ? C10 H10 0.9300 . ? C11 N2 1.357(5) . ? C11 C12 1.451(6) . ? C12 N1 1.355(5) . ? C13 N3 1.322(6) . ? C13 N4 1.359(6) . ? C13 C14 1.468(6) . ? C14 C15 1.339(7) . ? C14 S1 1.721(5) . ? C15 C16 1.413(7) . ? C15 H15 0.9300 . ? C16 C17 1.334(7) . ? C16 H16 0.9300 . ? C17 S1 1.717(5) . ? C18 O1 1.436(6) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? Cl2 Ni1 2.4013(12) 2_666 ? N4 H4 0.8600 . ? O1 H1A 0.8500 . ? 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 N2 Ni1 N1 80.32(13) . . ? N2 Ni1 O1 91.01(13) . . ? N1 Ni1 O1 90.15(12) . . ? N2 Ni1 Cl2 173.11(10) . 2_666 ? N1 Ni1 Cl2 94.76(10) . 2_666 ? O1 Ni1 Cl2 84.14(9) . 2_666 ? N2 Ni1 Cl2 94.86(10) . . ? N1 Ni1 Cl2 173.83(10) . . ? O1 Ni1 Cl2 86.07(9) . . ? Cl2 Ni1 Cl2 89.71(4) 2_666 . ? N2 Ni1 Cl1 93.69(10) . . ? N1 Ni1 Cl1 93.68(10) . . ? O1 Ni1 Cl1 174.38(9) . . ? Cl2 Ni1 Cl1 91.44(4) 2_666 . ? Cl2 Ni1 Cl1 90.45(4) . . ? N1 C1 C2 122.8(4) . . ? N1 C1 H1 118.6 . . ? C2 C1 H1 118.6 . . ? C3 C2 C1 119.7(4) . . ? C3 C2 H2 120.1 . . ? C1 C2 H2 120.1 . . ? C2 C3 C4 118.8(4) . . ? C2 C3 H3 120.6 . . ? C4 C3 H3 120.6 . . ? C3 C4 C12 117.8(4) . . ? C3 C4 C5 125.3(4) . . ? C12 C4 C5 116.9(4) . . ? C6 C5 N3 111.2(4) . . ? C6 C5 C4 120.9(4) . . ? N3 C5 C4 127.9(4) . . ? C5 C6 N4 105.7(4) . . ? C5 C6 C7 124.5(4) . . ? N4 C6 C7 129.8(4) . . ? C11 C7 C8 118.3(4) . . ? C11 C7 C6 114.9(4) . . ? C8 C7 C6 126.8(4) . . ? C9 C8 C7 119.2(4) . . ? C9 C8 H8 120.4 . . ? C7 C8 H8 120.4 . . ? C8 C9 C10 119.6(4) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? N2 C10 C9 122.9(4) . . ? N2 C10 H10 118.6 . . ? C9 C10 H10 118.6 . . ? N2 C11 C7 121.3(4) . . ? N2 C11 C12 116.8(3) . . ? C7 C11 C12 121.8(4) . . ? N1 C12 C4 122.8(4) . . ? N1 C12 C11 116.1(3) . . ? C4 C12 C11 121.0(4) . . ? N3 C13 N4 113.2(4) . . ? N3 C13 C14 126.1(4) . . ? N4 C13 C14 120.6(4) . . ? C15 C14 C13 128.9(5) . . ? C15 C14 S1 111.7(4) . . ? C13 C14 S1 119.3(4) . . ? C14 C15 C16 113.6(5) . . ? C14 C15 H15 123.2 . . ? C16 C15 H15 123.2 . . ? C17 C16 C15 111.3(5) . . ? C17 C16 H16 124.3 . . ? C15 C16 H16 124.3 . . ? C16 C17 S1 113.3(4) . . ? C16 C17 Br1 126.4(4) . . ? S1 C17 Br1 120.2(3) . . ? O1 C18 H18A 109.5 . . ? O1 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O1 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? Ni1 Cl2 Ni1 90.29(4) 2_666 . ? C1 N1 C12 118.1(4) . . ? C1 N1 Ni1 128.6(3) . . ? C12 N1 Ni1 113.3(3) . . ? C10 N2 C11 118.7(4) . . ? C10 N2 Ni1 128.0(3) . . ? C11 N2 Ni1 113.3(3) . . ? C13 N3 C5 103.9(4) . . ? C13 N4 C6 105.9(4) . . ? C13 N4 H4 127.0 . . ? C6 N4 H4 127.0 . . ? C18 O1 Ni1 124.5(3) . . ? C18 O1 H1A 105.9 . . ? Ni1 O1 H1A 105.9 . . ? C17 S1 C14 90.1(3) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.663 _refine_diff_density_min -0.357 _refine_diff_density_rms 0.086 #===END data_8 _database_code_depnum_ccdc_archive 'CCDC 887813' #TrackingRef '- 1-10-rev1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H18 Br2 La N11 O9 S2, 2(C2 H6 O)' _chemical_formula_sum 'C38 H30 Br2 La N11 O11 S2' _chemical_formula_weight 1179.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.896(5) _cell_length_b 9.8455(19) _cell_length_c 18.182(3) _cell_angle_alpha 90.00 _cell_angle_beta 110.564(2) _cell_angle_gamma 90.00 _cell_volume 4340.2(14) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 6869 _cell_measurement_theta_min 2.233 _cell_measurement_theta_max 28.181 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.805 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2328 _exptl_absorpt_coefficient_mu 2.995 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7152 _exptl_absorpt_correction_T_max 0.7539 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; The structure was solved by direct methods (Bruker, 2000) and successive difference Fourier syntheses. ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10655 _diffrn_reflns_av_R_equivalents 0.0450 _diffrn_reflns_av_sigmaI/netI 0.0359 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3819 _reflns_number_gt 3393 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker 2000)' _computing_structure_solution 'SHELXTL (BRUKER 2000)' _computing_structure_refinement 'SHELXTL (BRUKER 2000)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0343P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3819 _refine_ls_number_parameters 297 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0278 _refine_ls_R_factor_gt 0.0239 _refine_ls_wR_factor_ref 0.0613 _refine_ls_wR_factor_gt 0.0602 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group La1 La 0.0000 0.704297(19) 0.2500 0.02966(8) Uani 1 2 d SU . . Br1 Br 0.338872(12) 1.48223(3) 0.813053(18) 0.05350(11) Uani 1 1 d . . . C1 C 0.14547(10) 0.6830(3) 0.29697(15) 0.0368(6) Uani 1 1 d . . . H1 H 0.1325 0.6160 0.2588 0.044 Uiso 1 1 calc R . . C2 C 0.20241(10) 0.6946(3) 0.33582(15) 0.0361(6) Uani 1 1 d . . . H2 H 0.2265 0.6363 0.3237 0.043 Uiso 1 1 calc R . . C3 C 0.22210(9) 0.7924(2) 0.39167(15) 0.0336(6) Uani 1 1 d . . . H3 H 0.2598 0.8018 0.4182 0.040 Uiso 1 1 calc R . . C4 C 0.18485(9) 0.8783(2) 0.40864(13) 0.0290(5) Uani 1 1 d . . . C5 C 0.19946(9) 0.9834(2) 0.46703(13) 0.0290(5) Uani 1 1 d . . . C6 C 0.16116(9) 1.0602(2) 0.48452(14) 0.0304(5) Uani 1 1 d . . . C7 C 0.10344(9) 1.0438(2) 0.44308(14) 0.0327(5) Uani 1 1 d . . . C8 C 0.06242(10) 1.1214(3) 0.45666(17) 0.0447(7) Uani 1 1 d . . . H8 H 0.0718 1.1870 0.4960 0.054 Uiso 1 1 calc R . . C9 C 0.00843(11) 1.0998(3) 0.41157(19) 0.0541(8) Uani 1 1 d . . . H9 H -0.0194 1.1511 0.4193 0.065 Uiso 1 1 calc R . . C10 C -0.00429(11) 1.0000(3) 0.35391(18) 0.0480(7) Uani 1 1 d . . . H10 H -0.0411 0.9867 0.3232 0.058 Uiso 1 1 calc R . . C11 C 0.08734(9) 0.9446(2) 0.38412(14) 0.0305(5) Uani 1 1 d . . . C12 C 0.12801(9) 0.8601(2) 0.36759(13) 0.0292(5) Uani 1 1 d . . . C13 C 0.23994(9) 1.1278(2) 0.56122(13) 0.0309(5) Uani 1 1 d . . . C14 C 0.28187(10) 1.1997(2) 0.62336(14) 0.0324(5) Uani 1 1 d . . . C15 C 0.33805(10) 1.1950(3) 0.64856(16) 0.0393(6) Uani 1 1 d . . . H15 H 0.3574 1.1389 0.6261 0.047 Uiso 1 1 calc R . . C16 C 0.36391(10) 1.2829(3) 0.71163(16) 0.0400(6) Uani 1 1 d . . . H16 H 0.4019 1.2912 0.7359 0.048 Uiso 1 1 calc R . . C17 C 0.32677(9) 1.3538(3) 0.73263(14) 0.0355(6) Uani 1 1 d . . . C18 C 0.36898(13) 1.0070(3) 0.4493(2) 0.0609(9) Uani 1 1 d . . . H18A H 0.4069 1.0359 0.4749 0.073 Uiso 1 1 calc R . . H18B H 0.3468 1.0874 0.4293 0.073 Uiso 1 1 calc R . . C19 C 0.36560(16) 0.9165(5) 0.3827(2) 0.0852(12) Uani 1 1 d . . . H19A H 0.3846 0.8330 0.4025 0.128 Uiso 1 1 calc R . . H19B H 0.3824 0.9602 0.3496 0.128 Uiso 1 1 calc R . . H19C H 0.3276 0.8976 0.3529 0.128 Uiso 1 1 calc R . . N1 N 0.10915(7) 0.7624(2) 0.31164(11) 0.0321(5) Uani 1 1 d . . . N2 N 0.03326(8) 0.9228(2) 0.34045(12) 0.0369(5) Uani 1 1 d . . . N3 N 0.25004(8) 1.02836(19) 0.51628(11) 0.0315(5) Uani 1 1 d . . . H3A H 0.2818 0.9993 0.5182 0.038 Uiso 1 1 calc R . . N4 N 0.18649(8) 1.1502(2) 0.54419(11) 0.0336(5) Uani 1 1 d . . . N5 N -0.00055(9) 0.6611(2) 0.08483(14) 0.0429(5) Uani 1 1 d . . . N6 N 0.0000 0.3997(4) 0.2500 0.0506(8) Uani 1 2 d S . . O1 O 0.04282(7) 0.69958(19) 0.13892(11) 0.0465(5) Uani 1 1 d U . . O2 O -0.04150(7) 0.6301(2) 0.10574(11) 0.0483(5) Uani 1 1 d . . . O3 O -0.00378(9) 0.6537(2) 0.01694(12) 0.0649(6) Uani 1 1 d . . . O4 O 0.04182(7) 0.46792(19) 0.25003(13) 0.0515(5) Uani 1 1 d . . . O5 O 0.0000 0.2774(3) 0.2500 0.0892(13) Uani 1 2 d S . . O6 O 0.35034(8) 0.9425(2) 0.50571(12) 0.0585(6) Uani 1 1 d . . . H6 H 0.3761 0.9018 0.5378 0.088 Uiso 1 1 calc R . . S1 S 0.25981(2) 1.31531(7) 0.67685(4) 0.04101(17) Uani 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 La1 0.02149(11) 0.03295(13) 0.03034(12) 0.000 0.00386(8) 0.000 Br1 0.04698(18) 0.0603(2) 0.05020(19) -0.02435(15) 0.01323(15) -0.01117(13) C1 0.0326(13) 0.0406(15) 0.0365(15) -0.0109(12) 0.0112(11) -0.0006(11) C2 0.0303(13) 0.0431(15) 0.0370(14) -0.0018(12) 0.0143(11) 0.0060(11) C3 0.0226(11) 0.0427(15) 0.0345(13) 0.0010(12) 0.0087(10) 0.0008(10) C4 0.0255(11) 0.0314(13) 0.0299(13) 0.0019(10) 0.0093(10) -0.0006(10) C5 0.0249(12) 0.0330(13) 0.0261(12) 0.0008(10) 0.0052(10) -0.0010(9) C6 0.0271(12) 0.0322(13) 0.0298(13) -0.0016(11) 0.0073(10) -0.0009(10) C7 0.0280(12) 0.0344(14) 0.0344(14) -0.0028(11) 0.0092(11) 0.0011(10) C8 0.0346(14) 0.0441(16) 0.0525(17) -0.0177(13) 0.0118(12) 0.0022(12) C9 0.0323(14) 0.0543(19) 0.072(2) -0.0197(16) 0.0133(14) 0.0094(13) C10 0.0246(13) 0.0518(17) 0.0592(19) -0.0149(15) 0.0044(13) 0.0052(12) C11 0.0241(12) 0.0318(13) 0.0334(13) 0.0009(11) 0.0071(10) 0.0010(10) C12 0.0274(12) 0.0311(13) 0.0286(13) 0.0000(10) 0.0095(10) 0.0002(10) C13 0.0303(12) 0.0335(14) 0.0266(13) 0.0011(10) 0.0072(10) -0.0031(10) C14 0.0314(13) 0.0362(14) 0.0284(13) -0.0006(11) 0.0090(11) -0.0029(10) C15 0.0319(13) 0.0448(16) 0.0394(15) -0.0066(12) 0.0105(11) 0.0011(11) C16 0.0265(13) 0.0458(16) 0.0420(15) -0.0071(12) 0.0050(11) -0.0035(11) C17 0.0314(13) 0.0398(15) 0.0303(13) -0.0067(11) 0.0047(11) -0.0064(11) C18 0.0473(18) 0.055(2) 0.074(2) 0.0149(18) 0.0130(17) 0.0088(14) C19 0.094(3) 0.104(3) 0.067(2) 0.000(2) 0.039(2) -0.006(2) N1 0.0255(10) 0.0373(12) 0.0321(11) -0.0078(9) 0.0083(9) -0.0026(9) N2 0.0250(10) 0.0380(12) 0.0419(12) -0.0066(10) 0.0043(9) 0.0031(9) N3 0.0229(10) 0.0372(12) 0.0321(11) -0.0018(9) 0.0067(9) -0.0016(8) N4 0.0294(11) 0.0374(12) 0.0325(11) -0.0048(9) 0.0088(9) -0.0021(9) N5 0.0429(13) 0.0449(14) 0.0413(14) 0.0011(11) 0.0153(11) -0.0028(10) N6 0.0424(19) 0.041(2) 0.068(2) 0.000 0.0197(17) 0.000 O1 0.0317(10) 0.0625(13) 0.0452(11) -0.0050(9) 0.0133(8) -0.0076(8) O2 0.0342(10) 0.0708(14) 0.0389(10) -0.0101(10) 0.0118(8) -0.0130(9) O3 0.0752(15) 0.0850(16) 0.0396(12) -0.0034(11) 0.0263(11) -0.0175(12) O4 0.0350(10) 0.0412(11) 0.0826(15) -0.0034(10) 0.0261(10) -0.0022(8) O5 0.064(2) 0.0300(19) 0.182(4) 0.000 0.054(2) 0.000 O6 0.0348(10) 0.0911(17) 0.0477(12) 0.0070(12) 0.0120(10) 0.0156(11) S1 0.0275(3) 0.0536(4) 0.0397(4) -0.0131(3) 0.0090(3) -0.0029(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag La1 O2 2.5667(18) . ? La1 O2 2.5667(18) 2 ? La1 O4 2.5668(19) 2 ? La1 O4 2.5668(19) . ? La1 O1 2.6238(19) 2 ? La1 O1 2.6238(19) . ? La1 N2 2.661(2) . ? La1 N2 2.661(2) 2 ? La1 N1 2.7104(19) . ? La1 N1 2.7104(19) 2 ? La1 N5 3.028(2) 2 ? Br1 C17 1.874(2) . ? C1 N1 1.320(3) . ? C1 C2 1.398(3) . ? C1 H1 0.9300 . ? C2 C3 1.362(3) . ? C2 H2 0.9300 . ? C3 C4 1.397(3) . ? C3 H3 0.9300 . ? C4 C12 1.409(3) . ? C4 C5 1.434(3) . ? C5 C6 1.371(3) . ? C5 N3 1.375(3) . ? C6 N4 1.376(3) . ? C6 C7 1.427(3) . ? C7 C8 1.399(3) . ? C7 C11 1.401(3) . ? C8 C9 1.366(4) . ? C8 H8 0.9300 . ? C9 C10 1.390(4) . ? C9 H9 0.9300 . ? C10 N2 1.323(3) . ? C10 H10 0.9300 . ? C11 N2 1.362(3) . ? C11 C12 1.454(3) . ? C12 N1 1.360(3) . ? C13 N4 1.326(3) . ? C13 N3 1.358(3) . ? C13 C14 1.447(3) . ? C14 C15 1.364(3) . ? C14 S1 1.720(2) . ? C15 C16 1.405(4) . ? C15 H15 0.9300 . ? C16 C17 1.348(4) . ? C16 H16 0.9300 . ? C17 S1 1.716(2) . ? C18 O6 1.427(4) . ? C18 C19 1.481(5) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? N3 H3A 0.8600 . ? N5 O3 1.210(3) . ? N5 O1 1.263(3) . ? N5 O2 1.283(3) . ? N6 O5 1.204(4) . ? N6 O4 1.274(3) 2 ? N6 O4 1.274(3) . ? O6 H6 0.8200 . ? 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 O2 La1 O2 146.93(10) . 2 ? O2 La1 O4 73.53(7) . 2 ? O2 La1 O4 76.55(7) 2 2 ? O2 La1 O4 76.55(7) . . ? O2 La1 O4 73.53(7) 2 . ? O4 La1 O4 49.90(8) 2 . ? O2 La1 O1 130.02(6) . 2 ? O2 La1 O1 49.22(6) 2 2 ? O4 La1 O1 72.05(6) 2 2 ? O4 La1 O1 106.03(6) . 2 ? O2 La1 O1 49.22(6) . . ? O2 La1 O1 130.02(6) 2 . ? O4 La1 O1 106.03(6) 2 . ? O4 La1 O1 72.05(6) . . ? O1 La1 O1 177.97(8) 2 . ? O2 La1 N2 142.20(7) . . ? O2 La1 N2 70.74(7) 2 . ? O4 La1 N2 141.10(7) 2 . ? O4 La1 N2 133.47(6) . . ? O1 La1 N2 70.80(6) 2 . ? O1 La1 N2 110.94(6) . . ? O2 La1 N2 70.74(7) . 2 ? O2 La1 N2 142.20(7) 2 2 ? O4 La1 N2 133.47(6) 2 2 ? O4 La1 N2 141.10(7) . 2 ? O1 La1 N2 110.94(6) 2 2 ? O1 La1 N2 70.80(6) . 2 ? N2 La1 N2 72.08(9) . 2 ? O2 La1 N1 118.95(6) . . ? O2 La1 N1 68.65(6) 2 . ? O4 La1 N1 124.74(6) 2 . ? O4 La1 N1 79.19(6) . . ? O1 La1 N1 110.29(6) 2 . ? O1 La1 N1 70.17(6) . . ? N2 La1 N1 60.64(6) . . ? N2 La1 N1 98.58(6) 2 . ? O2 La1 N1 68.65(6) . 2 ? O2 La1 N1 118.95(6) 2 2 ? O4 La1 N1 79.19(6) 2 2 ? O4 La1 N1 124.74(6) . 2 ? O1 La1 N1 70.17(6) 2 2 ? O1 La1 N1 110.29(6) . 2 ? N2 La1 N1 98.58(6) . 2 ? N2 La1 N1 60.64(6) 2 2 ? N1 La1 N1 155.65(9) . 2 ? O2 La1 N5 145.89(6) . 2 ? O2 La1 N5 24.79(5) 2 2 ? O4 La1 N5 74.22(7) 2 2 ? O4 La1 N5 91.00(6) . 2 ? O1 La1 N5 24.52(5) 2 2 ? O1 La1 N5 154.80(6) . 2 ? N2 La1 N5 67.22(6) . 2 ? N2 La1 N5 127.89(6) 2 2 ? N1 La1 N5 88.77(6) . 2 ? N1 La1 N5 94.63(6) 2 2 ? N1 C1 C2 123.3(2) . . ? N1 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? C3 C2 C1 119.1(2) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C2 C3 C4 119.1(2) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C3 C4 C12 118.7(2) . . ? C3 C4 C5 125.3(2) . . ? C12 C4 C5 116.0(2) . . ? C6 C5 N3 105.8(2) . . ? C6 C5 C4 123.1(2) . . ? N3 C5 C4 131.1(2) . . ? C5 C6 N4 110.8(2) . . ? C5 C6 C7 121.6(2) . . ? N4 C6 C7 127.6(2) . . ? C8 C7 C11 118.4(2) . . ? C8 C7 C6 124.4(2) . . ? C11 C7 C6 117.3(2) . . ? C9 C8 C7 119.3(2) . . ? C9 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? C8 C9 C10 119.0(2) . . ? C8 C9 H9 120.5 . . ? C10 C9 H9 120.5 . . ? N2 C10 C9 123.4(2) . . ? N2 C10 H10 118.3 . . ? C9 C10 H10 118.3 . . ? N2 C11 C7 121.6(2) . . ? N2 C11 C12 117.4(2) . . ? C7 C11 C12 121.0(2) . . ? N1 C12 C4 121.4(2) . . ? N1 C12 C11 117.6(2) . . ? C4 C12 C11 121.0(2) . . ? N4 C13 N3 112.6(2) . . ? N4 C13 C14 122.4(2) . . ? N3 C13 C14 124.9(2) . . ? C15 C14 C13 131.7(2) . . ? C15 C14 S1 111.07(18) . . ? C13 C14 S1 117.26(18) . . ? C14 C15 C16 113.6(2) . . ? C14 C15 H15 123.2 . . ? C16 C15 H15 123.2 . . ? C17 C16 C15 111.6(2) . . ? C17 C16 H16 124.2 . . ? C15 C16 H16 124.2 . . ? C16 C17 S1 113.06(19) . . ? C16 C17 Br1 129.05(19) . . ? S1 C17 Br1 117.88(14) . . ? O6 C18 C19 112.5(3) . . ? O6 C18 H18A 109.1 . . ? C19 C18 H18A 109.1 . . ? O6 C18 H18B 109.1 . . ? C19 C18 H18B 109.1 . . ? H18A C18 H18B 107.8 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C1 N1 C12 118.4(2) . . ? C1 N1 La1 120.35(16) . . ? C12 N1 La1 120.45(14) . . ? C10 N2 C11 118.3(2) . . ? C10 N2 La1 118.63(17) . . ? C11 N2 La1 122.06(15) . . ? C13 N3 C5 106.46(19) . . ? C13 N3 H3A 126.8 . . ? C5 N3 H3A 126.8 . . ? C13 N4 C6 104.26(19) . . ? O3 N5 O1 122.4(2) . . ? O3 N5 O2 121.3(2) . . ? O1 N5 O2 116.2(2) . . ? O5 N6 O4 121.82(16) . 2 ? O5 N6 O4 121.82(16) . . ? O4 N6 O4 116.4(3) 2 . ? N5 O1 La1 95.96(14) . . ? N5 O2 La1 98.17(14) . . ? N6 O4 La1 96.87(17) . . ? C18 O6 H6 109.5 . . ? C17 S1 C14 90.75(12) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.762 _refine_diff_density_min -0.690 _refine_diff_density_rms 0.063 #===END data_9 _database_code_depnum_ccdc_archive 'CCDC 887814' #TrackingRef '- 1-10-rev1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C51 H30 Fe N12 S3), 2(C2 H6 O), 4(Cl O4), 5(H2 O)' _chemical_formula_sum 'C106 H82 Cl4 Fe2 N24 O23 S6' _chemical_formula_weight 2505.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 '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 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 18.229(5) _cell_length_b 18.329(5) _cell_length_c 19.533(5) _cell_angle_alpha 62.294(3) _cell_angle_beta 76.676(4) _cell_angle_gamma 68.310(4) _cell_volume 5355(2) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 4404 _cell_measurement_theta_min 2.301 _cell_measurement_theta_max 21.284 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.554 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2572 _exptl_absorpt_coefficient_mu 0.574 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9395 _exptl_absorpt_correction_T_max 0.9448 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; The structure was solved by direct methods (Bruker, 2000) and successive difference Fourier syntheses. ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 26740 _diffrn_reflns_av_R_equivalents 0.0691 _diffrn_reflns_av_sigmaI/netI 0.1324 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 25.00 _reflns_number_total 18456 _reflns_number_gt 8770 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker 2000)' _computing_structure_solution 'SHELXTL (BRUKER 2000)' _computing_structure_refinement 'SHELXTL (BRUKER 2000)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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. ; _publ_section_exptl_refinement ; The high values of R factor and weighted R are mainly due to the following two reasons: (a) The overall quality of the data is poor due to the crystal quality. (b) The crystal is very weakly diffracting, so that a large proportion of essentially 'unobserved' reflections are being used in the refinement. ; _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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 18456 _refine_ls_number_parameters 1490 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1827 _refine_ls_R_factor_gt 0.1154 _refine_ls_wR_factor_ref 0.3682 _refine_ls_wR_factor_gt 0.3431 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.30542(7) 0.40654(8) 0.23621(7) 0.0372(3) Uani 1 1 d . . . Fe2 Fe 0.22185(7) 0.88531(9) 0.33115(8) 0.0440(4) Uani 1 1 d . . . C1 C 0.4822(5) 0.3292(6) 0.2352(6) 0.050(2) Uani 1 1 d . . . H1 H 0.4836 0.3713 0.2483 0.060 Uiso 1 1 calc R . . C2 C 0.5532(5) 0.2720(7) 0.2246(6) 0.058(3) Uani 1 1 d . . . H2 H 0.6005 0.2763 0.2302 0.069 Uiso 1 1 calc R . . C3 C 0.5538(6) 0.2081(7) 0.2054(5) 0.054(3) Uani 1 1 d . . . H3 H 0.6011 0.1690 0.1975 0.065 Uiso 1 1 calc R . . C4 C 0.4817(5) 0.2043(6) 0.1984(5) 0.039(2) Uani 1 1 d . . . C5 C 0.4718(5) 0.1422(5) 0.1788(5) 0.041(2) Uani 1 1 d . . . C6 C 0.3957(5) 0.1405(6) 0.1734(5) 0.044(2) Uani 1 1 d . . . C7 C 0.3256(5) 0.2019(6) 0.1860(5) 0.043(2) Uani 1 1 d . . . C8 C 0.2509(5) 0.2014(6) 0.1861(5) 0.044(2) Uani 1 1 d . . . H8 H 0.2427 0.1579 0.1796 0.053 Uiso 1 1 calc R . . C9 C 0.1876(6) 0.2678(7) 0.1960(6) 0.058(3) Uani 1 1 d . . . H9 H 0.1363 0.2713 0.1927 0.070 Uiso 1 1 calc R . . C10 C 0.2006(5) 0.3290(7) 0.2109(5) 0.052(3) Uani 1 1 d . . . H10 H 0.1577 0.3726 0.2183 0.063 Uiso 1 1 calc R . . C11 C 0.3356(5) 0.2656(6) 0.2021(5) 0.040(2) Uani 1 1 d . . . C12 C 0.4110(5) 0.2648(5) 0.2101(5) 0.038(2) Uani 1 1 d . . . C13 C 0.4819(6) 0.0401(5) 0.1435(5) 0.044(2) Uani 1 1 d . . . C14 C 0.5202(6) -0.0328(6) 0.1226(5) 0.046(2) Uani 1 1 d . . . C15 C 0.5970(6) -0.0793(6) 0.1233(6) 0.055(3) Uani 1 1 d . . . H15 H 0.6362 -0.0711 0.1395 0.066 Uiso 1 1 calc R . . C16 C 0.6104(8) -0.1443(6) 0.0953(7) 0.072(3) Uani 1 1 d . . . H16 H 0.6601 -0.1810 0.0889 0.086 Uiso 1 1 calc R . . C17 C 0.5431(8) -0.1456(7) 0.0797(6) 0.068(3) Uani 1 1 d . . . H17 H 0.5404 -0.1854 0.0643 0.081 Uiso 1 1 calc R . . C18 C 0.3723(5) 0.4838(6) 0.0721(5) 0.047(2) Uani 1 1 d . . . H18 H 0.4153 0.4337 0.0836 0.056 Uiso 1 1 calc R . . C19 C 0.3731(6) 0.5523(7) 0.0003(5) 0.055(3) Uani 1 1 d . . . H19 H 0.4167 0.5484 -0.0351 0.066 Uiso 1 1 calc R . . C20 C 0.3096(6) 0.6261(7) -0.0187(5) 0.053(3) Uani 1 1 d . . . H20 H 0.3102 0.6728 -0.0666 0.064 Uiso 1 1 calc R . . C21 C 0.2448(5) 0.6304(6) 0.0338(5) 0.044(2) Uani 1 1 d . . . C22 C 0.1738(6) 0.7015(6) 0.0207(5) 0.051(2) Uani 1 1 d . . . C23 C 0.1106(5) 0.6982(6) 0.0783(5) 0.047(2) Uani 1 1 d . . . C24 C 0.1124(5) 0.6274(6) 0.1500(5) 0.043(2) Uani 1 1 d . . . C25 C 0.0518(5) 0.6183(6) 0.2111(6) 0.052(2) Uani 1 1 d . . . H25 H 0.0038 0.6621 0.2047 0.062 Uiso 1 1 calc R . . C26 C 0.0639(5) 0.5453(6) 0.2796(5) 0.048(2) Uani 1 1 d . . . H26 H 0.0241 0.5384 0.3195 0.058 Uiso 1 1 calc R . . C27 C 0.1369(5) 0.4820(6) 0.2879(5) 0.045(2) Uani 1 1 d . . . H27 H 0.1446 0.4329 0.3347 0.054 Uiso 1 1 calc R . . C28 C 0.1836(5) 0.5579(5) 0.1650(5) 0.039(2) Uani 1 1 d . . . C29 C 0.2481(5) 0.5607(6) 0.1045(5) 0.040(2) Uani 1 1 d . . . C30 C 0.0846(7) 0.8233(7) -0.0240(6) 0.056(3) Uani 1 1 d . . . C31 C 0.0388(6) 0.9134(7) -0.0689(6) 0.062(3) Uani 1 1 d . . . C32 C -0.0325(7) 0.9622(8) -0.0517(7) 0.081(4) Uani 1 1 d . . . H32 H -0.0636 0.9405 -0.0066 0.097 Uiso 1 1 calc R . . C33 C -0.0558(9) 1.0468(8) -0.1064(8) 0.092(4) Uani 1 1 d . . . H33 H -0.1028 1.0881 -0.1015 0.111 Uiso 1 1 calc R . . C34 C -0.0024(9) 1.0622(9) -0.1675(9) 0.103(5) Uani 1 1 d . . . H34 H -0.0078 1.1154 -0.2101 0.123 Uiso 1 1 calc R . . C35 C 0.2693(5) 0.2709(6) 0.3897(5) 0.046(2) Uani 1 1 d . . . H35 H 0.2575 0.2466 0.3627 0.055 Uiso 1 1 calc R . . C36 C 0.2605(6) 0.2330(6) 0.4709(5) 0.052(2) Uani 1 1 d . . . H36 H 0.2428 0.1846 0.4970 0.063 Uiso 1 1 calc R . . C37 C 0.2781(5) 0.2676(6) 0.5116(5) 0.047(2) Uani 1 1 d . . . H37 H 0.2717 0.2432 0.5655 0.057 Uiso 1 1 calc R . . C38 C 0.3056(5) 0.3391(5) 0.4723(5) 0.038(2) Uani 1 1 d . . . C39 C 0.3269(5) 0.3830(6) 0.5046(5) 0.040(2) Uani 1 1 d . E . C40 C 0.3531(5) 0.4530(6) 0.4616(6) 0.045(2) Uani 1 1 d . E . C41 C 0.3618(5) 0.4880(6) 0.3791(5) 0.043(2) Uani 1 1 d . . . C42 C 0.3920(5) 0.5577(6) 0.3304(6) 0.049(2) Uani 1 1 d . . . H42 H 0.4088 0.5846 0.3514 0.058 Uiso 1 1 calc R . . C43 C 0.3961(6) 0.5854(6) 0.2512(5) 0.054(3) Uani 1 1 d . . . H43 H 0.4156 0.6313 0.2178 0.065 Uiso 1 1 calc R . . C44 C 0.3701(5) 0.5421(6) 0.2217(5) 0.044(2) Uani 1 1 d . . . H44 H 0.3736 0.5605 0.1683 0.053 Uiso 1 1 calc R . . C45 C 0.3405(5) 0.4478(5) 0.3449(5) 0.038(2) Uani 1 1 d . . . C46 C 0.3111(5) 0.3751(5) 0.3901(5) 0.0345(19) Uani 1 1 d . . . C47 C 0.3493(6) 0.4245(6) 0.5836(5) 0.050(2) Uani 1 1 d . E . C48 C 0.3555(6) 0.4315(7) 0.6520(6) 0.058(3) Uani 1 1 d . . . C50 C 0.3520(9) 0.4089(10) 0.7823(7) 0.091(4) Uani 1 1 d . . . H50 H 0.3455 0.3861 0.8362 0.109 Uiso 1 1 calc R A 1 C51 C 0.3857(8) 0.4728(9) 0.7404(7) 0.084(4) Uani 1 1 d . E . H51 H 0.4017 0.4987 0.7631 0.101 Uiso 1 1 calc R B 1 C52 C 0.1990(5) 0.8113(7) 0.2327(6) 0.053(2) Uani 1 1 d . . . H52 H 0.2078 0.8597 0.1900 0.064 Uiso 1 1 calc R . . C53 C 0.1852(6) 0.7468(7) 0.2219(6) 0.055(3) Uani 1 1 d . . . H53 H 0.1843 0.7533 0.1719 0.066 Uiso 1 1 calc R . . C54 C 0.1730(5) 0.6750(6) 0.2837(5) 0.040(2) Uani 1 1 d . . . H54 H 0.1646 0.6323 0.2763 0.048 Uiso 1 1 calc R . . C55 C 0.1735(5) 0.6665(6) 0.3583(5) 0.044(2) Uani 1 1 d . . . C56 C 0.1621(5) 0.5964(6) 0.4291(5) 0.044(2) Uani 1 1 d . . . C57 C 0.1674(5) 0.5934(6) 0.4984(5) 0.044(2) Uani 1 1 d . . . C58 C 0.1917(5) 0.6541(6) 0.5078(5) 0.040(2) Uani 1 1 d . . . C59 C 0.2066(6) 0.6499(7) 0.5777(6) 0.061(3) Uani 1 1 d . . . H59 H 0.2016 0.6041 0.6251 0.073 Uiso 1 1 calc R . . C60 C 0.2284(7) 0.7156(7) 0.5730(6) 0.063(3) Uani 1 1 d . . . H60 H 0.2383 0.7146 0.6181 0.076 Uiso 1 1 calc R . . C61 C 0.2362(6) 0.7835(7) 0.5032(6) 0.059(3) Uani 1 1 d . . . H61 H 0.2513 0.8269 0.5028 0.071 Uiso 1 1 calc R . . C62 C 0.2012(5) 0.7244(6) 0.4389(5) 0.039(2) Uani 1 1 d . . . C63 C 0.1917(5) 0.7309(6) 0.3654(6) 0.044(2) Uani 1 1 d . . . C64 C 0.1298(5) 0.4858(6) 0.5130(5) 0.044(2) Uani 1 1 d . . . C65 C 0.1060(5) 0.4095(6) 0.5504(5) 0.047(2) Uani 1 1 d . . . C66 C 0.1090(6) 0.3485(7) 0.6264(6) 0.061(3) Uani 1 1 d . . . H66 H 0.1285 0.3521 0.6643 0.074 Uiso 1 1 calc R . . C67 C 0.0800(7) 0.2805(7) 0.6420(8) 0.073(3) Uani 1 1 d . . . H67 H 0.0780 0.2349 0.6903 0.087 Uiso 1 1 calc R . . C68 C 0.0551(7) 0.2909(7) 0.5752(8) 0.075(3) Uani 1 1 d . . . H68 H 0.0343 0.2526 0.5734 0.090 Uiso 1 1 calc R . . C69 C 0.3798(6) 0.7781(6) 0.2876(5) 0.050(2) Uani 1 1 d . . . H69 H 0.3524 0.7505 0.2775 0.060 Uiso 1 1 calc R . . C70 C 0.4614(6) 0.7534(6) 0.2761(6) 0.051(2) Uani 1 1 d . . . H70 H 0.4882 0.7103 0.2587 0.061 Uiso 1 1 calc R . . C71 C 0.5013(6) 0.7933(6) 0.2907(5) 0.047(2) Uani 1 1 d . . . H71 H 0.5562 0.7773 0.2828 0.057 Uiso 1 1 calc R . . C72 C 0.4640(5) 0.8555(6) 0.3163(5) 0.041(2) Uani 1 1 d . . . C73 C 0.4966(5) 0.9048(6) 0.3324(5) 0.042(2) Uani 1 1 d . E . C74 C 0.4532(6) 0.9665(6) 0.3595(6) 0.054(3) Uani 1 1 d . E . C75 C 0.3677(6) 0.9885(6) 0.3719(5) 0.044(2) Uani 1 1 d . . . C76 C 0.3192(6) 1.0495(6) 0.4001(6) 0.054(3) Uani 1 1 d . . . H76 H 0.3409 1.0785 0.4146 0.065 Uiso 1 1 calc R . . C77 C 0.2393(6) 1.0654(7) 0.4059(6) 0.062(3) Uani 1 1 d . . . H77 H 0.2053 1.1079 0.4218 0.075 Uiso 1 1 calc R . . C78 C 0.2095(6) 1.0176(7) 0.3879(7) 0.061(3) Uani 1 1 d . . . H78 H 0.1551 1.0276 0.3947 0.073 Uiso 1 1 calc R . . C79 C 0.3336(5) 0.9430(6) 0.3546(5) 0.044(2) Uani 1 1 d . . . C80 C 0.3808(5) 0.8779(5) 0.3274(5) 0.040(2) Uani 1 1 d . . . C81 C 0.5775(6) 0.9554(7) 0.3521(5) 0.052(2) Uani 1 1 d . E . C82 C 0.6462(6) 0.9720(7) 0.3582(6) 0.059(3) Uani 1 1 d . . . C84 C 0.7801(7) 0.9682(9) 0.3484(7) 0.079(4) Uani 1 1 d . . . H84 H 0.8348 0.9556 0.3390 0.094 Uiso 1 1 calc R C 1 C85 C 0.7392(8) 1.0185(9) 0.3852(8) 0.086(4) Uani 1 1 d . E . H85 H 0.7632 1.0426 0.4031 0.103 Uiso 1 1 calc R D 2 C86 C 0.2585(6) 0.9948(7) 0.1651(6) 0.054(3) Uani 1 1 d . . . H86 H 0.3085 0.9546 0.1682 0.064 Uiso 1 1 calc R . . C87 C 0.2393(6) 1.0682(7) 0.0957(6) 0.062(3) Uani 1 1 d . . . H87 H 0.2762 1.0749 0.0532 0.074 Uiso 1 1 calc R . . C88 C 0.1679(6) 1.1303(7) 0.0888(6) 0.054(3) Uani 1 1 d . . . H88 H 0.1565 1.1793 0.0423 0.065 Uiso 1 1 calc R . . C89 C 0.1113(6) 1.1197(6) 0.1526(6) 0.053(2) Uani 1 1 d . . . C90 C 0.0355(6) 1.1769(6) 0.1576(6) 0.051(2) Uani 1 1 d . . . C91 C -0.0158(6) 1.1563(7) 0.2236(6) 0.055(3) Uani 1 1 d . . . C92 C 0.0028(6) 1.0776(7) 0.2896(6) 0.054(3) Uani 1 1 d . . . C93 C -0.0458(6) 1.0512(8) 0.3560(6) 0.063(3) Uani 1 1 d . . . H93 H -0.0965 1.0875 0.3602 0.076 Uiso 1 1 calc R . . C94 C -0.0198(6) 0.9725(8) 0.4148(7) 0.073(3) Uani 1 1 d . . . H94 H -0.0532 0.9534 0.4586 0.087 Uiso 1 1 calc R . . C95 C 0.0569(6) 0.9208(7) 0.4092(6) 0.058(3) Uani 1 1 d . . . H95 H 0.0744 0.8675 0.4507 0.069 Uiso 1 1 calc R . . C96 C 0.0795(5) 1.0213(6) 0.2869(6) 0.048(2) Uani 1 1 d . . . C97 C 0.1332(5) 1.0414(6) 0.2209(5) 0.043(2) Uani 1 1 d . . . C98 C -0.0690(7) 1.2869(7) 0.1342(7) 0.062(3) Uani 1 1 d . . . C99 C -0.1270(7) 1.3726(6) 0.0974(5) 0.071(3) Uani 1 1 d D . . C100 C -0.2072(6) 1.4054(6) 0.1296(6) 0.056(3) Uani 1 1 d . . . H100 H -0.2324 1.3772 0.1767 0.068 Uiso 1 1 calc R . . C101 C -0.2378(9) 1.4930(10) 0.0698(9) 0.099(5) Uani 1 1 d . . . H101 H -0.2885 1.5285 0.0753 0.118 Uiso 1 1 calc R . . C102 C -0.1914(8) 1.5181(9) 0.0097(10) 0.116(6) Uani 1 1 d D . . H102 H -0.2057 1.5730 -0.0306 0.139 Uiso 1 1 calc R . . C103 C 0.1180(14) 0.485(2) 0.7784(14) 0.218(13) Uani 1 1 d . . . H10A H 0.1460 0.5237 0.7720 0.261 Uiso 1 1 calc R . . H10B H 0.1562 0.4276 0.7945 0.261 Uiso 1 1 calc R . . C104 C 0.060(2) 0.483(3) 0.8463(19) 0.37(3) Uani 1 1 d . . . H10C H 0.0828 0.4885 0.8822 0.554 Uiso 1 1 d R . . H10D H 0.0498 0.4278 0.8703 0.554 Uiso 1 1 d R . . H10E H 0.0105 0.5283 0.8319 0.554 Uiso 1 1 d R . . C105 C 0.3052(14) 0.8738(15) 0.9659(12) 0.212(13) Uani 1 1 d D . . H10F H 0.2480 0.8898 0.9752 0.254 Uiso 1 1 calc R . . H10G H 0.3189 0.8194 0.9619 0.254 Uiso 1 1 calc R . . C106 C 0.3242(16) 0.841(3) 1.0413(13) 0.31(2) Uani 1 1 d D . . H10H H 0.3789 0.8065 1.0457 0.460 Uiso 1 1 calc R . . H10I H 0.2917 0.8049 1.0755 0.460 Uiso 1 1 calc R . . H10J H 0.3151 0.8872 1.0551 0.460 Uiso 1 1 calc R . . Cl1 Cl 0.0302(2) 0.2532(3) 0.3850(3) 0.0974(11) Uani 1 1 d . . . Cl2 Cl 0.1607(2) 0.1632(3) 0.8599(2) 0.0920(11) Uani 1 1 d . . . Cl3 Cl 0.56584(19) 0.2605(2) 0.4289(2) 0.0759(9) Uani 1 1 d . . . Cl4 Cl 0.5152(2) 0.6557(2) 0.0430(2) 0.0866(10) Uani 1 1 d . . . N1 N 0.4115(4) 0.3284(5) 0.2281(4) 0.0390(17) Uani 1 1 d . . . N2 N 0.2738(4) 0.3258(5) 0.2147(4) 0.0359(16) Uani 1 1 d . . . N3 N 0.5255(4) 0.0773(5) 0.1599(4) 0.0432(18) Uani 1 1 d . . . H3A H 0.5762 0.0627 0.1585 0.052 Uiso 1 1 calc R . . N4 N 0.4057(5) 0.0750(5) 0.1527(4) 0.049(2) Uani 1 1 d . . . N5 N 0.3120(4) 0.4868(5) 0.1256(4) 0.0436(18) Uani 1 1 d . . . N6 N 0.1977(4) 0.4866(4) 0.2327(4) 0.0375(17) Uani 1 1 d . . . N7 N 0.1545(5) 0.7817(5) -0.0418(5) 0.055(2) Uani 1 1 d . . . N8 N 0.0537(5) 0.7777(5) 0.0471(5) 0.054(2) Uani 1 1 d . . . H8A H 0.0079 0.7948 0.0686 0.065 Uiso 1 1 calc R . . N9 N 0.2941(4) 0.3409(4) 0.3496(4) 0.0384(17) Uani 1 1 d . . . N10 N 0.3416(4) 0.4785(5) 0.2655(4) 0.0396(17) Uani 1 1 d . . . N11 N 0.3227(4) 0.3655(5) 0.5833(4) 0.0454(19) Uani 1 1 d . . . N12 N 0.3698(4) 0.4787(5) 0.5104(4) 0.0466(19) Uani 1 1 d . . . H12 H 0.3890 0.5200 0.4978 0.056 Uiso 1 1 calc R E . N13 N 0.1995(4) 0.8030(5) 0.3030(4) 0.0380(17) Uani 1 1 d . . . N14 N 0.2231(4) 0.7896(5) 0.4363(4) 0.0470(19) Uani 1 1 d . . . N15 N 0.1385(4) 0.5277(5) 0.4377(5) 0.0468(19) Uani 1 1 d . . . N16 N 0.1477(4) 0.5204(5) 0.5538(4) 0.0471(19) Uani 1 1 d . . . H16A H 0.1468 0.5009 0.6034 0.056 Uiso 1 1 calc R . . N17 N 0.3379(4) 0.8400(5) 0.3125(4) 0.0409(17) Uani 1 1 d . . . N18 N 0.2526(4) 0.9591(5) 0.3620(4) 0.0468(19) Uani 1 1 d . . . N19 N 0.5763(4) 0.8982(5) 0.3281(4) 0.0453(18) Uani 1 1 d . . . N20 N 0.5039(5) 0.9988(5) 0.3713(4) 0.050(2) Uani 1 1 d . . . H20A H 0.4915 1.0384 0.3875 0.059 Uiso 1 1 calc R E . N21 N 0.2072(4) 0.9809(5) 0.2270(5) 0.0475(19) Uani 1 1 d . . . N22 N 0.1072(4) 0.9437(5) 0.3472(5) 0.0480(19) Uani 1 1 d . . . N23 N 0.0017(5) 1.2598(6) 0.1013(5) 0.064(2) Uani 1 1 d . . . N24 N -0.0828(5) 1.2285(6) 0.2064(6) 0.064(2) Uani 1 1 d . . . H24 H -0.1252 1.2349 0.2363 0.077 Uiso 1 1 calc R . . O1 O 0.0073(19) 0.3217(17) 0.3139(12) 0.40(2) Uani 1 1 d . . . O2 O 0.0373(14) 0.1811(11) 0.3847(13) 0.256(10) Uani 1 1 d . . . O3 O -0.0224(8) 0.2709(13) 0.4409(9) 0.220(8) Uani 1 1 d . . . O4 O 0.1028(9) 0.2495(17) 0.3926(17) 0.307(15) Uani 1 1 d . . . O5 O 0.0807(7) 0.1828(9) 0.8551(8) 0.158(5) Uani 1 1 d . . . O6 O 0.1824(12) 0.1114(17) 0.9328(9) 0.290(12) Uani 1 1 d . . . O7 O 0.1845(11) 0.2369(12) 0.8258(12) 0.246(10) Uani 1 1 d . . . O8 O 0.2023(8) 0.1116(10) 0.8212(9) 0.183(6) Uani 1 1 d . . . O9 O 0.4943(7) 0.2502(9) 0.4248(9) 0.158(5) Uani 1 1 d . . . O10 O 0.6314(7) 0.1971(10) 0.4204(9) 0.168(6) Uani 1 1 d . . . O11 O 0.5697(9) 0.2677(10) 0.4939(8) 0.168(6) Uani 1 1 d . . . O12 O 0.5714(12) 0.3368(10) 0.3656(9) 0.221(9) Uani 1 1 d . . . O13 O 0.5279(8) 0.5679(7) 0.0961(6) 0.138(4) Uani 1 1 d . . . O14 O 0.4833(8) 0.6678(9) -0.0214(7) 0.157(5) Uani 1 1 d . . . O15 O 0.5894(7) 0.6724(10) 0.0173(10) 0.184(6) Uani 1 1 d . . . O16 O 0.4677(10) 0.7078(8) 0.0795(8) 0.189(7) Uani 1 1 d . . . O17 O 0.2997(4) 0.2226(5) 0.7031(4) 0.074(2) Uani 1 1 d . . . H17A H 0.3067 0.2682 0.6652 0.112 Uiso 1 1 d R . . H17B H 0.3370 0.1787 0.7012 0.112 Uiso 1 1 d R . . O18 O 0.2496(5) 0.8313(5) 0.8182(5) 0.087(3) Uani 1 1 d . . . H18A H 0.2661 0.8586 0.8335 0.131 Uiso 1 1 d R . . H18B H 0.2034 0.8300 0.8391 0.131 Uiso 1 1 d R . . O19 O 0.7672(5) 0.2162(6) 0.2893(5) 0.101(3) Uani 1 1 d . . . H19A H 0.7303 0.2105 0.3253 0.151 Uiso 1 1 d R . . H19B H 0.7478 0.2374 0.2459 0.151 Uiso 1 1 d R . . O20 O 0.1004(6) 0.5066(8) 0.7060(6) 0.113(4) Uani 1 1 d . . . H20B H 0.0566 0.5427 0.6972 0.169 Uiso 1 1 calc R . . O21 O 0.3096(5) 0.9353(6) 0.8757(6) 0.099(3) Uani 1 1 d . . . H21 H 0.2708 0.9785 0.8659 0.149 Uiso 1 1 calc R . . O22 O 0.4447(7) 0.6046(8) 0.4589(6) 0.136(4) Uani 1 1 d . . . H22A H 0.4401 0.6436 0.4731 0.205 Uiso 1 1 d R . . H22B H 0.4906 0.5681 0.4674 0.205 Uiso 1 1 d R . . O23 O 0.4484(6) 0.1142(9) 0.4426(8) 0.147(5) Uani 1 1 d . . . H23A H 0.4627 0.1565 0.4358 0.220 Uiso 1 1 d R . . H23B H 0.4547 0.0764 0.4891 0.220 Uiso 1 1 d R . . S1 S 0.46370(17) -0.06625(18) 0.09131(16) 0.0583(7) Uani 1 1 d . . . S2 S 0.0755(2) 0.9729(2) -0.1572(2) 0.1109(14) Uani 1 1 d . . . S4 S 0.06685(16) 0.38158(18) 0.49695(17) 0.0604(7) Uani 1 1 d . . . S6 S -0.1015(3) 1.4438(3) 0.0090(2) 0.1170(14) Uani 1 1 d D . . C49 C 0.3249(4) 0.3763(4) 0.7353(3) 0.081(2) Uani 0.615(9) 1 d P E 1 H49 H 0.2983 0.3358 0.7516 0.097 Uiso 0.615(9) 1 calc PR E 1 C83 C 0.7334(3) 0.9317(4) 0.3223(4) 0.081(2) Uani 0.615(9) 1 d P E 1 H83 H 0.7497 0.8977 0.2948 0.097 Uiso 0.615(9) 1 calc PR E 1 S3 S 0.3962(3) 0.5003(3) 0.6495(3) 0.0759(16) Uani 0.615(9) 1 d P E 1 S5 S 0.6447(3) 1.0345(3) 0.3962(3) 0.0813(16) Uani 0.615(9) 1 d P E 1 C49' C 0.3962(3) 0.5003(3) 0.6495(3) 0.0759(16) Uani 0.385(9) 1 d P E 2 H49' H 0.4178 0.5410 0.6088 0.091 Uiso 0.385(9) 1 calc PR E 2 C83' C 0.6447(3) 1.0345(3) 0.3962(3) 0.0813(16) Uani 0.385(9) 1 d P E 2 H83' H 0.6035 1.0682 0.4173 0.098 Uiso 0.385(9) 1 calc PR E 2 S3' S 0.3249(4) 0.3763(4) 0.7353(3) 0.081(2) Uani 0.385(9) 1 d P E 2 S5' S 0.7334(3) 0.9317(4) 0.3223(4) 0.081(2) Uani 0.385(9) 1 d P E 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 Fe1 0.0383(7) 0.0420(7) 0.0400(7) -0.0226(6) -0.0037(5) -0.0138(6) Fe2 0.0404(7) 0.0507(8) 0.0541(8) -0.0272(7) -0.0035(6) -0.0208(6) C1 0.052(6) 0.048(6) 0.068(7) -0.035(5) -0.009(5) -0.019(5) C2 0.031(5) 0.074(7) 0.081(8) -0.046(6) -0.017(5) -0.006(5) C3 0.039(5) 0.063(7) 0.054(6) -0.020(5) -0.008(5) -0.011(5) C4 0.032(5) 0.044(5) 0.047(5) -0.023(4) -0.004(4) -0.013(4) C5 0.039(5) 0.034(5) 0.051(5) -0.020(4) -0.010(4) -0.005(4) C6 0.039(5) 0.047(5) 0.055(6) -0.028(5) 0.000(4) -0.018(4) C7 0.049(6) 0.046(5) 0.039(5) -0.020(4) -0.002(4) -0.018(4) C8 0.039(5) 0.060(6) 0.062(6) -0.045(5) 0.007(4) -0.025(4) C9 0.044(6) 0.083(8) 0.083(8) -0.060(7) 0.003(5) -0.026(5) C10 0.034(5) 0.070(7) 0.059(6) -0.037(5) 0.000(4) -0.012(5) C11 0.052(6) 0.045(5) 0.041(5) -0.023(4) -0.010(4) -0.021(4) C12 0.035(5) 0.038(5) 0.041(5) -0.013(4) -0.002(4) -0.015(4) C13 0.054(6) 0.030(5) 0.052(6) -0.019(4) -0.006(5) -0.015(4) C14 0.060(6) 0.042(5) 0.047(5) -0.024(4) 0.005(5) -0.025(5) C15 0.051(6) 0.059(6) 0.064(6) -0.039(5) 0.002(5) -0.014(5) C16 0.097(10) 0.033(6) 0.076(8) -0.026(5) 0.001(7) -0.011(6) C17 0.098(9) 0.055(7) 0.062(7) -0.038(6) 0.011(7) -0.027(6) C18 0.045(5) 0.057(6) 0.046(6) -0.026(5) 0.004(4) -0.022(5) C19 0.051(6) 0.068(7) 0.046(6) -0.032(5) 0.014(5) -0.019(5) C20 0.059(6) 0.061(7) 0.035(5) -0.017(5) 0.008(5) -0.025(5) C21 0.051(6) 0.050(6) 0.035(5) -0.016(4) -0.007(4) -0.018(5) C22 0.059(6) 0.058(6) 0.046(6) -0.029(5) -0.004(5) -0.020(5) C23 0.039(5) 0.046(6) 0.056(6) -0.023(5) -0.011(5) -0.005(4) C24 0.039(5) 0.045(5) 0.048(5) -0.022(5) -0.004(4) -0.014(4) C25 0.042(5) 0.047(6) 0.063(6) -0.022(5) -0.006(5) -0.012(4) C26 0.043(5) 0.055(6) 0.052(6) -0.029(5) 0.003(4) -0.015(5) C27 0.051(6) 0.057(6) 0.031(5) -0.020(4) -0.002(4) -0.021(5) C28 0.042(5) 0.041(5) 0.045(5) -0.025(4) -0.009(4) -0.013(4) C29 0.039(5) 0.046(5) 0.042(5) -0.026(4) -0.004(4) -0.010(4) C30 0.067(7) 0.051(6) 0.047(6) -0.010(5) -0.011(5) -0.025(6) C31 0.062(7) 0.048(6) 0.075(7) -0.020(6) -0.022(6) -0.014(5) C32 0.073(8) 0.070(8) 0.084(9) -0.020(7) -0.033(7) -0.005(7) C33 0.099(11) 0.061(8) 0.088(10) -0.018(7) -0.046(9) 0.013(7) C34 0.114(12) 0.067(9) 0.095(11) 0.003(8) -0.041(10) -0.023(8) C35 0.054(6) 0.042(5) 0.050(6) -0.023(5) -0.003(4) -0.019(4) C36 0.065(6) 0.042(6) 0.051(6) -0.009(5) -0.014(5) -0.026(5) C37 0.059(6) 0.038(5) 0.042(5) -0.011(4) -0.005(4) -0.019(5) C38 0.040(5) 0.040(5) 0.044(5) -0.022(4) -0.009(4) -0.013(4) C39 0.046(5) 0.040(5) 0.038(5) -0.016(4) -0.015(4) -0.011(4) C40 0.046(5) 0.046(6) 0.060(6) -0.032(5) -0.010(5) -0.015(4) C41 0.051(5) 0.045(5) 0.043(5) -0.022(4) -0.013(4) -0.015(4) C42 0.047(5) 0.052(6) 0.065(7) -0.033(5) -0.001(5) -0.024(5) C43 0.074(7) 0.055(6) 0.040(6) -0.014(5) -0.003(5) -0.035(5) C44 0.059(6) 0.048(6) 0.036(5) -0.015(4) -0.012(4) -0.024(5) C45 0.041(5) 0.037(5) 0.044(5) -0.018(4) -0.014(4) -0.011(4) C46 0.034(4) 0.035(5) 0.040(5) -0.018(4) -0.009(4) -0.010(4) C47 0.056(6) 0.052(6) 0.044(6) -0.026(5) -0.016(5) -0.005(5) C48 0.049(6) 0.067(7) 0.068(7) -0.042(6) 0.004(5) -0.016(5) C50 0.116(11) 0.105(11) 0.054(7) -0.038(8) -0.007(7) -0.027(9) C51 0.109(11) 0.104(11) 0.067(8) -0.055(8) -0.025(7) -0.026(9) C52 0.049(6) 0.061(7) 0.048(6) -0.019(5) -0.001(5) -0.022(5) C53 0.070(7) 0.067(7) 0.042(6) -0.024(5) -0.007(5) -0.033(6) C54 0.046(5) 0.051(6) 0.044(5) -0.029(5) -0.002(4) -0.025(4) C55 0.038(5) 0.046(5) 0.061(6) -0.032(5) 0.000(4) -0.014(4) C56 0.042(5) 0.047(6) 0.048(6) -0.023(5) -0.001(4) -0.015(4) C57 0.046(5) 0.039(5) 0.048(6) -0.018(4) -0.004(4) -0.016(4) C58 0.034(5) 0.054(6) 0.048(5) -0.034(5) -0.007(4) -0.010(4) C59 0.082(8) 0.065(7) 0.042(6) -0.016(5) -0.015(5) -0.031(6) C60 0.090(8) 0.073(8) 0.054(7) -0.033(6) -0.005(6) -0.045(7) C61 0.068(7) 0.072(7) 0.064(7) -0.043(6) -0.002(5) -0.030(6) C62 0.033(5) 0.052(6) 0.044(5) -0.026(5) -0.005(4) -0.016(4) C63 0.034(5) 0.046(6) 0.062(6) -0.026(5) -0.005(4) -0.017(4) C64 0.049(6) 0.041(5) 0.047(6) -0.024(5) 0.008(4) -0.019(4) C65 0.039(5) 0.049(6) 0.048(6) -0.020(5) -0.003(4) -0.009(4) C66 0.061(7) 0.056(7) 0.067(7) -0.030(6) 0.008(5) -0.020(5) C67 0.078(8) 0.054(7) 0.085(9) -0.024(6) 0.001(7) -0.030(6) C68 0.068(8) 0.058(7) 0.101(10) -0.034(7) 0.003(7) -0.027(6) C69 0.053(6) 0.051(6) 0.059(6) -0.029(5) -0.011(5) -0.018(5) C70 0.049(6) 0.047(6) 0.068(7) -0.037(5) -0.004(5) -0.010(5) C71 0.051(6) 0.042(5) 0.053(6) -0.021(5) -0.003(5) -0.016(4) C72 0.040(5) 0.043(5) 0.043(5) -0.016(4) -0.008(4) -0.015(4) C73 0.039(5) 0.047(6) 0.049(5) -0.025(5) -0.009(4) -0.012(4) C74 0.075(7) 0.043(6) 0.061(6) -0.020(5) -0.014(5) -0.034(5) C75 0.056(6) 0.044(5) 0.042(5) -0.019(4) -0.011(4) -0.021(5) C76 0.058(6) 0.049(6) 0.076(7) -0.039(5) -0.006(5) -0.020(5) C77 0.064(7) 0.061(7) 0.085(8) -0.050(6) -0.022(6) -0.007(5) C78 0.035(5) 0.063(7) 0.105(9) -0.051(7) -0.017(5) -0.009(5) C79 0.054(6) 0.044(5) 0.045(5) -0.019(4) -0.010(4) -0.022(4) C80 0.050(5) 0.028(5) 0.042(5) -0.012(4) -0.015(4) -0.010(4) C81 0.050(6) 0.057(6) 0.043(6) -0.010(5) -0.005(5) -0.023(5) C82 0.059(6) 0.055(6) 0.057(6) -0.005(5) -0.016(5) -0.029(5) C84 0.064(8) 0.099(10) 0.073(8) -0.022(7) 0.001(6) -0.046(7) C85 0.084(9) 0.088(10) 0.102(10) -0.025(8) -0.025(8) -0.052(8) C86 0.049(6) 0.062(7) 0.061(7) -0.026(6) 0.000(5) -0.031(5) C87 0.065(7) 0.076(8) 0.062(7) -0.036(6) 0.008(6) -0.038(6) C88 0.059(7) 0.060(6) 0.045(6) -0.020(5) -0.003(5) -0.022(5) C89 0.064(7) 0.053(6) 0.057(6) -0.026(5) -0.011(5) -0.026(5) C90 0.051(6) 0.048(6) 0.052(6) -0.017(5) -0.016(5) -0.013(5) C91 0.043(6) 0.067(7) 0.066(7) -0.038(6) -0.008(5) -0.011(5) C92 0.043(6) 0.059(7) 0.070(7) -0.031(6) -0.010(5) -0.018(5) C93 0.044(6) 0.078(8) 0.059(7) -0.022(6) -0.010(5) -0.015(5) C94 0.045(6) 0.088(9) 0.071(8) -0.024(7) 0.013(6) -0.028(6) C95 0.056(6) 0.061(7) 0.056(6) -0.023(5) 0.010(5) -0.029(5) C96 0.035(5) 0.050(6) 0.069(7) -0.029(5) -0.004(5) -0.016(4) C97 0.043(5) 0.052(6) 0.050(6) -0.031(5) -0.001(4) -0.021(4) C98 0.057(7) 0.063(7) 0.078(8) -0.035(7) -0.027(6) -0.009(6) C99 0.088(9) 0.060(7) 0.068(7) -0.023(6) -0.033(7) -0.014(6) C100 0.050(6) 0.044(6) 0.071(7) -0.024(5) -0.041(5) 0.011(5) C101 0.083(10) 0.102(12) 0.112(12) -0.063(10) -0.035(9) 0.013(8) C102 0.143(16) 0.072(10) 0.116(13) -0.035(10) -0.058(12) 0.009(10) C103 0.17(2) 0.38(4) 0.15(2) -0.14(3) -0.020(18) -0.08(2) C104 0.39(5) 0.72(9) 0.33(4) -0.39(6) 0.20(4) -0.42(6) C105 0.16(2) 0.151(19) 0.20(2) 0.037(18) -0.04(2) -0.050(16) C106 0.25(3) 0.70(8) 0.15(2) -0.29(4) 0.08(2) -0.25(4) Cl1 0.071(2) 0.101(3) 0.123(3) -0.061(3) 0.018(2) -0.0256(19) Cl2 0.069(2) 0.113(3) 0.082(2) -0.043(2) 0.0117(18) -0.024(2) Cl3 0.078(2) 0.081(2) 0.091(2) -0.0467(19) -0.0083(17) -0.0331(17) Cl4 0.097(3) 0.097(3) 0.074(2) -0.041(2) -0.0018(18) -0.035(2) N1 0.038(4) 0.049(5) 0.043(4) -0.025(4) -0.003(3) -0.018(3) N2 0.029(4) 0.057(5) 0.024(3) -0.016(3) 0.001(3) -0.017(3) N3 0.042(4) 0.044(4) 0.051(5) -0.028(4) 0.003(3) -0.014(4) N4 0.057(5) 0.052(5) 0.054(5) -0.033(4) 0.006(4) -0.026(4) N5 0.043(4) 0.051(5) 0.046(4) -0.025(4) -0.004(4) -0.018(4) N6 0.046(4) 0.045(4) 0.035(4) -0.023(4) -0.002(3) -0.019(3) N7 0.056(5) 0.053(5) 0.050(5) -0.014(4) -0.014(4) -0.015(4) N8 0.053(5) 0.053(5) 0.059(5) -0.027(4) -0.011(4) -0.011(4) N9 0.049(4) 0.037(4) 0.036(4) -0.017(3) -0.006(3) -0.016(3) N10 0.037(4) 0.056(5) 0.033(4) -0.023(4) 0.001(3) -0.018(4) N11 0.052(5) 0.053(5) 0.042(4) -0.027(4) -0.011(4) -0.015(4) N12 0.056(5) 0.046(5) 0.049(5) -0.022(4) -0.012(4) -0.020(4) N13 0.033(4) 0.046(4) 0.035(4) -0.014(3) -0.005(3) -0.014(3) N14 0.036(4) 0.059(5) 0.057(5) -0.032(4) 0.001(4) -0.019(4) N15 0.046(4) 0.051(5) 0.058(5) -0.034(4) 0.004(4) -0.019(4) N16 0.046(4) 0.048(5) 0.047(5) -0.015(4) -0.007(4) -0.019(4) N17 0.049(4) 0.040(4) 0.048(4) -0.025(4) -0.009(4) -0.017(3) N18 0.037(4) 0.071(6) 0.051(5) -0.035(4) 0.003(3) -0.026(4) N19 0.040(4) 0.049(5) 0.055(5) -0.021(4) -0.007(4) -0.020(4) N20 0.055(5) 0.049(5) 0.067(5) -0.033(4) -0.015(4) -0.021(4) N21 0.045(5) 0.053(5) 0.062(5) -0.033(4) 0.001(4) -0.026(4) N22 0.038(4) 0.053(5) 0.063(5) -0.027(4) -0.005(4) -0.020(4) N23 0.055(6) 0.082(7) 0.066(6) -0.036(5) -0.014(5) -0.020(5) N24 0.052(5) 0.062(6) 0.081(7) -0.034(5) -0.013(5) -0.010(5) O1 0.41(4) 0.30(3) 0.169(18) 0.004(18) 0.00(2) 0.08(3) O2 0.36(3) 0.134(13) 0.32(2) -0.114(16) -0.07(2) -0.066(15) O3 0.102(10) 0.32(2) 0.205(15) -0.152(16) 0.044(10) -0.013(12) O4 0.089(11) 0.45(3) 0.59(4) -0.41(4) -0.003(16) -0.051(15) O5 0.085(8) 0.166(11) 0.168(11) -0.061(9) 0.006(8) 0.001(7) O6 0.27(2) 0.45(3) 0.103(11) -0.057(15) -0.070(13) -0.11(2) O7 0.230(18) 0.222(17) 0.33(2) -0.159(17) 0.159(17) -0.163(15) O8 0.140(11) 0.173(13) 0.223(15) -0.122(12) 0.056(10) -0.024(9) O9 0.097(8) 0.180(12) 0.255(16) -0.117(12) -0.030(9) -0.061(8) O10 0.101(8) 0.222(14) 0.261(16) -0.193(14) -0.028(9) -0.005(9) O11 0.218(15) 0.212(14) 0.151(11) -0.142(11) 0.000(10) -0.067(11) O12 0.36(2) 0.171(13) 0.165(12) 0.030(10) -0.131(14) -0.178(16) O13 0.194(12) 0.093(8) 0.101(8) -0.035(7) 0.003(8) -0.031(8) O14 0.177(12) 0.225(14) 0.108(8) -0.073(9) -0.057(8) -0.069(10) O15 0.080(8) 0.211(15) 0.275(18) -0.116(14) 0.016(9) -0.057(9) O16 0.269(18) 0.113(9) 0.153(11) -0.090(9) 0.036(11) -0.008(10) O17 0.077(5) 0.058(5) 0.071(5) -0.016(4) -0.002(4) -0.018(4) O18 0.088(6) 0.100(7) 0.081(6) -0.042(5) 0.002(5) -0.036(5) O19 0.071(6) 0.140(8) 0.109(7) -0.065(6) 0.002(5) -0.039(6) O20 0.105(8) 0.180(12) 0.090(7) -0.077(8) 0.020(6) -0.071(8) O21 0.064(6) 0.098(7) 0.140(8) -0.062(7) 0.008(5) -0.024(5) O22 0.175(11) 0.178(11) 0.127(9) -0.086(8) 0.028(8) -0.123(10) O23 0.125(9) 0.201(13) 0.210(13) -0.151(11) 0.035(8) -0.093(9) S1 0.0663(17) 0.0574(16) 0.0622(16) -0.0329(14) 0.0024(13) -0.0245(13) S2 0.101(3) 0.075(2) 0.102(3) 0.004(2) -0.009(2) -0.022(2) S4 0.0612(17) 0.0593(17) 0.0712(18) -0.0302(14) -0.0023(14) -0.0273(13) S6 0.141(4) 0.096(3) 0.104(3) -0.035(2) -0.028(3) -0.024(3) C49 0.109(5) 0.092(5) 0.059(4) -0.045(3) -0.001(3) -0.036(4) C83 0.068(4) 0.093(5) 0.092(4) -0.031(4) -0.012(3) -0.041(3) S3 0.088(3) 0.094(3) 0.075(3) -0.053(3) -0.017(2) -0.030(3) S5 0.074(3) 0.100(4) 0.099(4) -0.046(3) -0.015(2) -0.046(3) C49' 0.088(3) 0.094(3) 0.075(3) -0.053(3) -0.017(2) -0.030(3) C83' 0.074(3) 0.100(4) 0.099(4) -0.046(3) -0.015(2) -0.046(3) S3' 0.109(5) 0.092(5) 0.059(4) -0.045(3) -0.001(3) -0.036(4) S5' 0.068(4) 0.093(5) 0.092(4) -0.031(4) -0.012(3) -0.041(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N1 1.959(7) . ? Fe1 N6 1.963(7) . ? Fe1 N9 1.973(7) . ? Fe1 N5 1.975(7) . ? Fe1 N2 2.004(7) . ? Fe1 N10 2.005(7) . ? Fe2 N21 1.967(8) . ? Fe2 N17 1.981(7) . ? Fe2 N14 1.985(8) . ? Fe2 N22 1.992(7) . ? Fe2 N18 1.995(7) . ? Fe2 N13 2.017(7) . ? C1 N1 1.335(11) . ? C1 C2 1.375(13) . ? C1 H1 0.9300 . ? C2 C3 1.381(14) . ? C2 H2 0.9300 . ? C3 C4 1.382(12) . ? C3 H3 0.9300 . ? C4 C12 1.409(11) . ? C4 C5 1.437(12) . ? C5 N3 1.375(10) . ? C5 C6 1.426(12) . ? C6 N4 1.375(11) . ? C6 C7 1.418(12) . ? C7 C8 1.364(12) . ? C7 C11 1.420(12) . ? C8 C9 1.388(13) . ? C8 H8 0.9300 . ? C9 C10 1.390(13) . ? C9 H9 0.9300 . ? C10 N2 1.332(11) . ? C10 H10 0.9300 . ? C11 N2 1.324(11) . ? C11 C12 1.414(12) . ? C12 N1 1.368(11) . ? C13 N4 1.305(11) . ? C13 N3 1.387(11) . ? C13 C14 1.457(12) . ? C14 C15 1.342(13) . ? C14 S1 1.708(9) . ? C15 C16 1.451(14) . ? C15 H15 0.9300 . ? C16 C17 1.341(17) . ? C16 H16 0.9300 . ? C17 S1 1.691(11) . ? C17 H17 0.9300 . ? C18 N5 1.335(11) . ? C18 C19 1.383(13) . ? C18 H18 0.9300 . ? C19 C20 1.371(13) . ? C19 H19 0.9300 . ? C20 C21 1.379(12) . ? C20 H20 0.9300 . ? C21 C29 1.373(12) . ? C21 C22 1.426(13) . ? C22 N7 1.385(12) . ? C22 C23 1.410(13) . ? C23 N8 1.385(11) . ? C23 C24 1.395(13) . ? C24 C28 1.414(11) . ? C24 C25 1.419(12) . ? C25 C26 1.372(13) . ? C25 H25 0.9300 . ? C26 C27 1.388(12) . ? C26 H26 0.9300 . ? C27 N6 1.353(10) . ? C27 H27 0.9300 . ? C28 N6 1.351(10) . ? C28 C29 1.459(12) . ? C29 N5 1.377(11) . ? C30 N7 1.286(12) . ? C30 N8 1.362(12) . ? C30 C31 1.471(14) . ? C31 C32 1.349(15) . ? C31 S2 1.695(12) . ? C32 C33 1.382(16) . ? C32 H32 0.9300 . ? C33 C34 1.344(19) . ? C33 H33 0.9300 . ? C34 S2 1.687(15) . ? C34 H34 0.9300 . ? C35 N9 1.340(11) . ? C35 C36 1.403(12) . ? C35 H35 0.9300 . ? C36 C37 1.368(13) . ? C36 H36 0.9300 . ? C37 C38 1.390(12) . ? C37 H37 0.9300 . ? C38 C39 1.418(11) . ? C38 C46 1.419(11) . ? C39 C40 1.358(12) . ? C39 N11 1.408(10) . ? C40 N12 1.372(11) . ? C40 C41 1.424(12) . ? C41 C45 1.390(11) . ? C41 C42 1.410(12) . ? C42 C43 1.378(13) . ? C42 H42 0.9300 . ? C43 C44 1.419(13) . ? C43 H43 0.9300 . ? C44 N10 1.295(11) . ? C44 H44 0.9300 . ? C45 N10 1.380(10) . ? C45 C46 1.434(11) . ? C46 N9 1.354(10) . ? C47 N11 1.342(12) . ? C47 N12 1.370(12) . ? C47 C48 1.432(13) . ? C48 C49 1.565(12) . ? C48 S3 1.662(11) . ? C50 C51 1.351(18) . ? C50 C49 1.544(15) . ? C50 H50 0.9300 . ? C51 S3 1.590(12) . ? C51 H51 0.9300 . ? C52 N13 1.312(11) . ? C52 C53 1.408(14) . ? C52 H52 0.9300 . ? C53 C54 1.361(13) . ? C53 H53 0.9300 . ? C54 C55 1.393(12) . ? C54 H54 0.9300 . ? C55 C63 1.408(12) . ? C55 C56 1.420(13) . ? C56 C57 1.354(12) . ? C56 N15 1.404(11) . ? C57 N16 1.385(11) . ? C57 C58 1.435(12) . ? C58 C62 1.395(12) . ? C58 C59 1.416(12) . ? C59 C60 1.361(14) . ? C59 H59 0.9300 . ? C60 C61 1.375(14) . ? C60 H60 0.9300 . ? C61 N14 1.329(12) . ? C61 H61 0.9300 . ? C62 N14 1.368(11) . ? C62 C63 1.431(12) . ? C63 N13 1.347(11) . ? C64 N15 1.308(11) . ? C64 N16 1.375(11) . ? C64 C65 1.424(13) . ? C65 C66 1.380(13) . ? C65 S4 1.724(10) . ? C66 C67 1.409(15) . ? C66 H66 0.9300 . ? C67 C68 1.386(16) . ? C67 H67 0.9300 . ? C68 S4 1.701(12) . ? C68 H68 0.9300 . ? C69 N17 1.345(11) . ? C69 C70 1.382(13) . ? C69 H69 0.9300 . ? C70 C71 1.352(13) . ? C70 H70 0.9300 . ? C71 C72 1.346(12) . ? C71 H71 0.9300 . ? C72 C80 1.410(12) . ? C72 C73 1.421(12) . ? C73 C74 1.374(13) . ? C73 N19 1.398(11) . ? C74 N20 1.374(11) . ? C74 C75 1.451(13) . ? C75 C79 1.393(12) . ? C75 C76 1.396(12) . ? C76 C77 1.364(14) . ? C76 H76 0.9300 . ? C77 C78 1.382(13) . ? C77 H77 0.9300 . ? C78 N18 1.312(12) . ? C78 H78 0.9300 . ? C79 N18 1.382(11) . ? C79 C80 1.436(12) . ? C80 N17 1.369(11) . ? C81 N19 1.340(12) . ? C81 N20 1.352(12) . ? C81 C82 1.436(13) . ? C82 S5 1.619(12) . ? C82 C83 1.634(12) . ? C84 C85 1.336(17) . ? C84 C83 1.540(14) . ? C84 H84 0.9300 . ? C85 H85 0.9300 . ? C86 N21 1.332(11) . ? C86 C87 1.394(14) . ? C86 H86 0.9300 . ? C87 C88 1.361(14) . ? C87 H87 0.9300 . ? C88 C89 1.410(13) . ? C88 H88 0.9300 . ? C89 C90 1.407(14) . ? C89 C97 1.429(13) . ? C90 C91 1.390(13) . ? C90 N23 1.401(12) . ? C91 N24 1.392(12) . ? C91 C92 1.402(14) . ? C92 C93 1.379(14) . ? C92 C96 1.405(13) . ? C93 C94 1.353(15) . ? C93 H93 0.9300 . ? C94 C95 1.383(14) . ? C94 H94 0.9300 . ? C95 N22 1.335(11) . ? C95 H95 0.9300 . ? C96 N22 1.360(12) . ? C96 C97 1.414(12) . ? C97 N21 1.380(11) . ? C98 N23 1.328(13) . ? C98 N24 1.353(14) . ? C98 C99 1.474(14) . ? C99 C100 1.473(15) . ? C99 S6 1.698(8) . ? C100 C101 1.465(17) . ? C100 H100 0.9300 . ? C101 C102 1.28(2) . ? C101 H101 0.9300 . ? C102 S6 1.702(9) . ? C102 H102 0.9300 . ? C103 O20 1.36(2) . ? C103 C104 1.49(3) . ? C103 H10A 0.9700 . ? C103 H10B 0.9700 . ? C104 H10C 0.9601 . ? C104 H10D 0.9599 . ? C104 H10E 0.9601 . ? C105 C106 1.380(10) . ? C105 O21 1.59(2) . ? C105 H10F 0.9700 . ? C105 H10G 0.9700 . ? C106 H10H 0.9600 . ? C106 H10I 0.9600 . ? C106 H10J 0.9600 . ? Cl1 O2 1.282(16) . ? Cl1 O4 1.339(14) . ? Cl1 O3 1.355(12) . ? Cl1 O1 1.39(2) . ? Cl2 O6 1.346(15) . ? Cl2 O5 1.382(12) . ? Cl2 O8 1.383(13) . ? Cl2 O7 1.386(15) . ? Cl3 O11 1.356(10) . ? Cl3 O10 1.367(12) . ? Cl3 O12 1.391(13) . ? Cl3 O9 1.410(10) . ? Cl4 O16 1.382(11) . ? Cl4 O14 1.396(10) . ? Cl4 O13 1.415(11) . ? Cl4 O15 1.425(12) . ? N3 H3A 0.8600 . ? N8 H8A 0.8600 . ? N12 H12 0.8600 . ? N16 H16A 0.8600 . ? N20 H20A 0.8600 . ? N24 H24 0.8600 . ? O17 H17A 0.8499 . ? O17 H17B 0.8500 . ? O18 H18A 0.8500 . ? O18 H18B 0.8501 . ? O19 H19A 0.8499 . ? O19 H19B 0.8500 . ? O20 H20B 0.8200 . ? O21 H21 0.8200 . ? O22 H22A 0.8499 . ? O22 H22B 0.8500 . ? O23 H23A 0.8500 . ? O23 H23B 0.8500 . ? C49 H49 0.9300 . ? C83 H83 0.9300 . ? 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 N1 Fe1 N6 173.5(3) . . ? N1 Fe1 N9 92.5(3) . . ? N6 Fe1 N9 93.0(3) . . ? N1 Fe1 N5 92.7(3) . . ? N6 Fe1 N5 82.2(3) . . ? N9 Fe1 N5 171.9(3) . . ? N1 Fe1 N2 82.1(3) . . ? N6 Fe1 N2 94.2(3) . . ? N9 Fe1 N2 93.3(3) . . ? N5 Fe1 N2 93.5(3) . . ? N1 Fe1 N10 95.2(3) . . ? N6 Fe1 N10 88.8(3) . . ? N9 Fe1 N10 82.8(3) . . ? N5 Fe1 N10 90.7(3) . . ? N2 Fe1 N10 175.1(3) . . ? N21 Fe2 N17 94.5(3) . . ? N21 Fe2 N14 173.0(3) . . ? N17 Fe2 N14 91.7(3) . . ? N21 Fe2 N22 82.1(3) . . ? N17 Fe2 N22 173.4(3) . . ? N14 Fe2 N22 92.0(3) . . ? N21 Fe2 N18 88.0(3) . . ? N17 Fe2 N18 82.6(3) . . ? N14 Fe2 N18 95.9(3) . . ? N22 Fe2 N18 91.6(3) . . ? N21 Fe2 N13 94.7(3) . . ? N17 Fe2 N13 93.3(3) . . ? N14 Fe2 N13 81.8(3) . . ? N22 Fe2 N13 92.7(3) . . ? N18 Fe2 N13 175.2(3) . . ? N1 C1 C2 124.6(9) . . ? N1 C1 H1 117.7 . . ? C2 C1 H1 117.7 . . ? C1 C2 C3 119.6(9) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? C2 C3 C4 117.6(9) . . ? C2 C3 H3 121.2 . . ? C4 C3 H3 121.2 . . ? C3 C4 C12 120.0(8) . . ? C3 C4 C5 124.8(8) . . ? C12 C4 C5 115.2(7) . . ? N3 C5 C6 105.6(8) . . ? N3 C5 C4 132.0(8) . . ? C6 C5 C4 122.4(8) . . ? N4 C6 C7 130.2(8) . . ? N4 C6 C5 108.7(8) . . ? C7 C6 C5 121.1(8) . . ? C8 C7 C6 124.3(8) . . ? C8 C7 C11 119.1(8) . . ? C6 C7 C11 116.5(8) . . ? C7 C8 C9 118.1(8) . . ? C7 C8 H8 121.0 . . ? C9 C8 H8 121.0 . . ? C8 C9 C10 120.4(9) . . ? C8 C9 H9 119.8 . . ? C10 C9 H9 119.8 . . ? N2 C10 C9 120.7(9) . . ? N2 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? N2 C11 C12 116.7(8) . . ? N2 C11 C7 121.2(8) . . ? C12 C11 C7 122.0(8) . . ? N1 C12 C4 121.7(7) . . ? N1 C12 C11 115.6(7) . . ? C4 C12 C11 122.7(8) . . ? N4 C13 N3 112.3(8) . . ? N4 C13 C14 126.2(8) . . ? N3 C13 C14 121.4(8) . . ? C15 C14 C13 128.8(9) . . ? C15 C14 S1 112.6(7) . . ? C13 C14 S1 118.6(7) . . ? C14 C15 C16 110.8(10) . . ? C14 C15 H15 124.6 . . ? C16 C15 H15 124.6 . . ? C17 C16 C15 112.4(10) . . ? C17 C16 H16 123.8 . . ? C15 C16 H16 123.8 . . ? C16 C17 S1 112.2(9) . . ? C16 C17 H17 123.9 . . ? S1 C17 H17 123.9 . . ? N5 C18 C19 122.4(9) . . ? N5 C18 H18 118.8 . . ? C19 C18 H18 118.8 . . ? C20 C19 C18 120.0(9) . . ? C20 C19 H19 120.0 . . ? C18 C19 H19 120.0 . . ? C19 C20 C21 119.4(9) . . ? C19 C20 H20 120.3 . . ? C21 C20 H20 120.3 . . ? C29 C21 C20 117.8(8) . . ? C29 C21 C22 116.8(8) . . ? C20 C21 C22 125.4(9) . . ? N7 C22 C23 109.1(8) . . ? N7 C22 C21 130.4(9) . . ? C23 C22 C21 120.4(9) . . ? N8 C23 C24 131.7(9) . . ? N8 C23 C22 104.7(8) . . ? C24 C23 C22 123.6(8) . . ? C23 C24 C28 116.5(8) . . ? C23 C24 C25 127.5(8) . . ? C28 C24 C25 115.9(8) . . ? C26 C25 C24 120.3(8) . . ? C26 C25 H25 119.8 . . ? C24 C25 H25 119.8 . . ? C25 C26 C27 118.4(9) . . ? C25 C26 H26 120.8 . . ? C27 C26 H26 120.8 . . ? N6 C27 C26 124.6(8) . . ? N6 C27 H27 117.7 . . ? C26 C27 H27 117.7 . . ? N6 C28 C24 124.8(8) . . ? N6 C28 C29 115.6(7) . . ? C24 C28 C29 119.6(8) . . ? C21 C29 N5 123.9(8) . . ? C21 C29 C28 122.8(8) . . ? N5 C29 C28 113.3(7) . . ? N7 C30 N8 113.6(9) . . ? N7 C30 C31 127.6(10) . . ? N8 C30 C31 118.7(10) . . ? C32 C31 C30 130.5(11) . . ? C32 C31 S2 109.3(9) . . ? C30 C31 S2 120.2(9) . . ? C31 C32 C33 114.7(13) . . ? C31 C32 H32 122.7 . . ? C33 C32 H32 122.7 . . ? C34 C33 C32 111.8(13) . . ? C34 C33 H33 124.1 . . ? C32 C33 H33 124.1 . . ? C33 C34 S2 111.5(10) . . ? C33 C34 H34 124.3 . . ? S2 C34 H34 124.3 . . ? N9 C35 C36 122.2(8) . . ? N9 C35 H35 118.9 . . ? C36 C35 H35 118.9 . . ? C37 C36 C35 119.7(9) . . ? C37 C36 H36 120.2 . . ? C35 C36 H36 120.2 . . ? C36 C37 C38 119.9(9) . . ? C36 C37 H37 120.1 . . ? C38 C37 H37 120.1 . . ? C37 C38 C39 127.7(8) . . ? C37 C38 C46 117.2(8) . . ? C39 C38 C46 115.1(8) . . ? C40 C39 N11 108.4(8) . . ? C40 C39 C38 123.8(8) . . ? N11 C39 C38 127.7(8) . . ? C39 C40 N12 109.1(8) . . ? C39 C40 C41 121.8(8) . . ? N12 C40 C41 129.1(9) . . ? C45 C41 C42 118.0(8) . . ? C45 C41 C40 116.4(8) . . ? C42 C41 C40 125.5(8) . . ? C43 C42 C41 119.1(9) . . ? C43 C42 H42 120.4 . . ? C41 C42 H42 120.4 . . ? C42 C43 C44 118.5(9) . . ? C42 C43 H43 120.7 . . ? C44 C43 H43 120.7 . . ? N10 C44 C43 123.3(8) . . ? N10 C44 H44 118.4 . . ? C43 C44 H44 118.4 . . ? N10 C45 C41 122.2(8) . . ? N10 C45 C46 115.9(7) . . ? C41 C45 C46 121.8(8) . . ? N9 C46 C38 123.0(8) . . ? N9 C46 C45 115.8(7) . . ? C38 C46 C45 121.0(7) . . ? N11 C47 N12 112.4(8) . . ? N11 C47 C48 124.5(9) . . ? N12 C47 C48 123.1(9) . . ? C47 C48 C49 124.0(9) . . ? C47 C48 S3 122.4(8) . . ? C49 C48 S3 113.6(7) . . ? C51 C50 C49 115.8(10) . . ? C51 C50 H50 122.1 . . ? C49 C50 H50 122.1 . . ? C50 C51 S3 115.2(10) . . ? C50 C51 H51 122.4 . . ? S3 C51 H51 122.4 . . ? N13 C52 C53 120.0(9) . . ? N13 C52 H52 120.0 . . ? C53 C52 H52 120.0 . . ? C54 C53 C52 120.8(9) . . ? C54 C53 H53 119.6 . . ? C52 C53 H53 119.6 . . ? C53 C54 C55 119.0(8) . . ? C53 C54 H54 120.5 . . ? C55 C54 H54 120.5 . . ? C54 C55 C63 117.5(8) . . ? C54 C55 C56 126.7(8) . . ? C63 C55 C56 115.7(8) . . ? C57 C56 N15 111.8(8) . . ? C57 C56 C55 121.4(9) . . ? N15 C56 C55 126.5(8) . . ? C56 C57 N16 105.7(8) . . ? C56 C57 C58 124.4(8) . . ? N16 C57 C58 129.9(8) . . ? C62 C58 C59 118.0(8) . . ? C62 C58 C57 114.6(8) . . ? C59 C58 C57 127.5(9) . . ? C60 C59 C58 117.4(9) . . ? C60 C59 H59 121.3 . . ? C58 C59 H59 121.3 . . ? C59 C60 C61 121.7(10) . . ? C59 C60 H60 119.2 . . ? C61 C60 H60 119.2 . . ? N14 C61 C60 122.7(10) . . ? N14 C61 H61 118.6 . . ? C60 C61 H61 118.6 . . ? N14 C62 C58 123.1(8) . . ? N14 C62 C63 115.5(8) . . ? C58 C62 C63 121.4(8) . . ? N13 C63 C55 121.4(8) . . ? N13 C63 C62 116.3(8) . . ? C55 C63 C62 122.2(8) . . ? N15 C64 N16 114.1(8) . . ? N15 C64 C65 123.7(9) . . ? N16 C64 C65 122.2(8) . . ? C66 C65 C64 131.1(10) . . ? C66 C65 S4 109.6(8) . . ? C64 C65 S4 119.3(7) . . ? C65 C66 C67 114.8(11) . . ? C65 C66 H66 122.6 . . ? C67 C66 H66 122.6 . . ? C68 C67 C66 110.6(11) . . ? C68 C67 H67 124.7 . . ? C66 C67 H67 124.7 . . ? C67 C68 S4 112.5(9) . . ? C67 C68 H68 123.8 . . ? S4 C68 H68 123.8 . . ? N17 C69 C70 123.3(9) . . ? N17 C69 H69 118.4 . . ? C70 C69 H69 118.4 . . ? C71 C70 C69 118.5(9) . . ? C71 C70 H70 120.7 . . ? C69 C70 H70 120.7 . . ? C72 C71 C70 122.0(9) . . ? C72 C71 H71 119.0 . . ? C70 C71 H71 119.0 . . ? C71 C72 C80 117.2(8) . . ? C71 C72 C73 128.9(8) . . ? C80 C72 C73 113.8(8) . . ? C74 C73 N19 107.2(8) . . ? C74 C73 C72 124.5(8) . . ? N19 C73 C72 128.2(8) . . ? N20 C74 C73 108.9(9) . . ? N20 C74 C75 129.6(9) . . ? C73 C74 C75 121.5(8) . . ? C79 C75 C76 119.4(9) . . ? C79 C75 C74 115.4(8) . . ? C76 C75 C74 125.2(8) . . ? C77 C76 C75 118.4(9) . . ? C77 C76 H76 120.8 . . ? C75 C76 H76 120.8 . . ? C76 C77 C78 119.1(9) . . ? C76 C77 H77 120.5 . . ? C78 C77 H77 120.5 . . ? N18 C78 C77 124.8(9) . . ? N18 C78 H78 117.6 . . ? C77 C78 H78 117.6 . . ? N18 C79 C75 121.3(8) . . ? N18 C79 C80 116.9(8) . . ? C75 C79 C80 121.7(8) . . ? N17 C80 C72 122.8(8) . . ? N17 C80 C79 114.2(8) . . ? C72 C80 C79 123.0(8) . . ? N19 C81 N20 112.1(8) . . ? N19 C81 C82 126.7(10) . . ? N20 C81 C82 121.2(10) . . ? C81 C82 S5 124.4(9) . . ? C81 C82 C83 121.3(9) . . ? S5 C82 C83 114.2(7) . . ? C85 C84 C83 117.5(10) . . ? C85 C84 H84 121.3 . . ? C83 C84 H84 121.3 . . ? C84 C85 H85 122.5 . . ? N21 C86 C87 121.7(10) . . ? N21 C86 H86 119.2 . . ? C87 C86 H86 119.2 . . ? C88 C87 C86 121.5(10) . . ? C88 C87 H87 119.2 . . ? C86 C87 H87 119.2 . . ? C87 C88 C89 119.4(9) . . ? C87 C88 H88 120.3 . . ? C89 C88 H88 120.3 . . ? C90 C89 C88 128.0(9) . . ? C90 C89 C97 115.7(9) . . ? C88 C89 C97 116.3(9) . . ? C91 C90 N23 110.9(9) . . ? C91 C90 C89 121.8(9) . . ? N23 C90 C89 127.2(9) . . ? C90 C91 N24 104.5(9) . . ? C90 C91 C92 123.4(9) . . ? N24 C91 C92 132.1(10) . . ? C93 C92 C91 126.8(9) . . ? C93 C92 C96 117.7(10) . . ? C91 C92 C96 115.5(9) . . ? C94 C93 C92 120.1(10) . . ? C94 C93 H93 119.9 . . ? C92 C93 H93 119.9 . . ? C93 C94 C95 119.3(10) . . ? C93 C94 H94 120.3 . . ? C95 C94 H94 120.3 . . ? N22 C95 C94 123.3(10) . . ? N22 C95 H95 118.4 . . ? C94 C95 H95 118.4 . . ? N22 C96 C92 122.5(9) . . ? N22 C96 C97 115.4(8) . . ? C92 C96 C97 122.1(9) . . ? N21 C97 C96 115.8(8) . . ? N21 C97 C89 122.8(8) . . ? C96 C97 C89 121.3(9) . . ? N23 C98 N24 113.3(9) . . ? N23 C98 C99 124.1(11) . . ? N24 C98 C99 122.5(10) . . ? C100 C99 C98 126.8(9) . . ? C100 C99 S6 114.4(8) . . ? C98 C99 S6 118.8(9) . . ? C101 C100 C99 103.7(10) . . ? C101 C100 H100 128.1 . . ? C99 C100 H100 128.1 . . ? C102 C101 C100 116.7(13) . . ? C102 C101 H101 121.6 . . ? C100 C101 H101 121.6 . . ? C101 C102 S6 115.1(12) . . ? C101 C102 H102 122.4 . . ? S6 C102 H102 122.4 . . ? O20 C103 C104 126(2) . . ? O20 C103 H10A 105.9 . . ? C104 C103 H10A 105.9 . . ? O20 C103 H10B 105.9 . . ? C104 C103 H10B 105.9 . . ? H10A C103 H10B 106.2 . . ? C103 C104 H10C 107.7 . . ? C103 C104 H10D 108.3 . . ? H10C C104 H10D 109.5 . . ? C103 C104 H10E 112.4 . . ? H10C C104 H10E 109.5 . . ? H10D C104 H10E 109.5 . . ? C106 C105 O21 154(3) . . ? C106 C105 H10F 98.1 . . ? O21 C105 H10F 98.1 . . ? C106 C105 H10G 98.1 . . ? O21 C105 H10G 98.1 . . ? H10F C105 H10G 103.7 . . ? C105 C106 H10H 109.5 . . ? C105 C106 H10I 109.5 . . ? H10H C106 H10I 109.5 . . ? C105 C106 H10J 109.5 . . ? H10H C106 H10J 109.5 . . ? H10I C106 H10J 109.5 . . ? O2 Cl1 O4 106.2(14) . . ? O2 Cl1 O3 114.3(14) . . ? O4 Cl1 O3 111.2(12) . . ? O2 Cl1 O1 110.7(17) . . ? O4 Cl1 O1 106.4(19) . . ? O3 Cl1 O1 107.8(13) . . ? O6 Cl2 O5 111.9(11) . . ? O6 Cl2 O8 102.3(13) . . ? O5 Cl2 O8 108.7(10) . . ? O6 Cl2 O7 113.5(14) . . ? O5 Cl2 O7 111.8(11) . . ? O8 Cl2 O7 108.1(10) . . ? O11 Cl3 O10 109.0(9) . . ? O11 Cl3 O12 107.9(10) . . ? O10 Cl3 O12 105.5(12) . . ? O11 Cl3 O9 114.2(9) . . ? O10 Cl3 O9 113.3(8) . . ? O12 Cl3 O9 106.3(9) . . ? O16 Cl4 O14 114.1(10) . . ? O16 Cl4 O13 109.2(8) . . ? O14 Cl4 O13 107.5(8) . . ? O16 Cl4 O15 109.4(10) . . ? O14 Cl4 O15 107.5(9) . . ? O13 Cl4 O15 109.0(9) . . ? C1 N1 C12 116.5(7) . . ? C1 N1 Fe1 130.5(6) . . ? C12 N1 Fe1 113.0(5) . . ? C11 N2 C10 120.3(8) . . ? C11 N2 Fe1 112.5(5) . . ? C10 N2 Fe1 127.1(6) . . ? C5 N3 C13 106.5(7) . . ? C5 N3 H3A 126.7 . . ? C13 N3 H3A 126.7 . . ? C13 N4 C6 106.9(7) . . ? C18 N5 C29 116.5(8) . . ? C18 N5 Fe1 129.2(6) . . ? C29 N5 Fe1 113.8(6) . . ? C28 N6 C27 115.9(7) . . ? C28 N6 Fe1 114.1(5) . . ? C27 N6 Fe1 130.0(6) . . ? C30 N7 C22 105.9(8) . . ? C30 N8 C23 106.6(8) . . ? C30 N8 H8A 126.7 . . ? C23 N8 H8A 126.7 . . ? C35 N9 C46 117.9(7) . . ? C35 N9 Fe1 128.4(6) . . ? C46 N9 Fe1 113.7(6) . . ? C44 N10 C45 118.6(7) . . ? C44 N10 Fe1 129.6(6) . . ? C45 N10 Fe1 111.6(6) . . ? C47 N11 C39 104.7(7) . . ? C47 N12 C40 105.2(8) . . ? C47 N12 H12 127.4 . . ? C40 N12 H12 127.4 . . ? C52 N13 C63 120.8(8) . . ? C52 N13 Fe2 126.3(6) . . ? C63 N13 Fe2 112.7(6) . . ? C61 N14 C62 117.2(8) . . ? C61 N14 Fe2 129.5(7) . . ? C62 N14 Fe2 113.2(6) . . ? C64 N15 C56 102.8(7) . . ? C64 N16 C57 105.5(7) . . ? C64 N16 H16A 127.2 . . ? C57 N16 H16A 127.3 . . ? C69 N17 C80 116.2(8) . . ? C69 N17 Fe2 129.4(6) . . ? C80 N17 Fe2 114.4(6) . . ? C78 N18 C79 117.0(8) . . ? C78 N18 Fe2 131.1(6) . . ? C79 N18 Fe2 111.9(6) . . ? C81 N19 C73 106.0(7) . . ? C81 N20 C74 105.8(8) . . ? C81 N20 H20A 127.1 . . ? C74 N20 H20A 127.1 . . ? C86 N21 C97 118.1(8) . . ? C86 N21 Fe2 129.0(7) . . ? C97 N21 Fe2 112.9(6) . . ? C95 N22 C96 117.0(8) . . ? C95 N22 Fe2 129.7(7) . . ? C96 N22 Fe2 113.0(6) . . ? C98 N23 C90 103.8(9) . . ? C98 N24 C91 107.5(9) . . ? C98 N24 H24 126.2 . . ? C91 N24 H24 126.2 . . ? H17A O17 H17B 109.5 . . ? H18A O18 H18B 109.5 . . ? H19A O19 H19B 109.5 . . ? C103 O20 H20B 109.5 . . ? C105 O21 H21 109.5 . . ? H22A O22 H22B 109.5 . . ? H23A O23 H23B 109.5 . . ? C17 S1 C14 91.8(6) . . ? C34 S2 C31 92.6(7) . . ? C68 S4 C65 92.6(6) . . ? C99 S6 C102 90.1(8) . . ? C50 C49 C48 99.5(8) . . ? C50 C49 H49 130.3 . . ? C48 C49 H49 130.3 . . ? C84 C83 C82 97.2(7) . . ? C84 C83 H83 131.4 . . ? C82 C83 H83 131.4 . . ? C51 S3 C48 95.8(7) . . ? 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 N1 C1 C2 C3 -0.3(16) . . . . ? C1 C2 C3 C4 -0.5(15) . . . . ? C2 C3 C4 C12 0.5(14) . . . . ? C2 C3 C4 C5 179.9(9) . . . . ? C3 C4 C5 N3 -2.9(16) . . . . ? C12 C4 C5 N3 176.5(9) . . . . ? C3 C4 C5 C6 179.1(9) . . . . ? C12 C4 C5 C6 -1.5(13) . . . . ? N3 C5 C6 N4 0.8(10) . . . . ? C4 C5 C6 N4 179.2(8) . . . . ? N3 C5 C6 C7 -177.3(8) . . . . ? C4 C5 C6 C7 1.2(14) . . . . ? N4 C6 C7 C8 6.2(16) . . . . ? C5 C6 C7 C8 -176.2(9) . . . . ? N4 C6 C7 C11 -176.0(9) . . . . ? C5 C6 C7 C11 1.5(13) . . . . ? C6 C7 C8 C9 -177.4(9) . . . . ? C11 C7 C8 C9 4.9(14) . . . . ? C7 C8 C9 C10 -4.5(15) . . . . ? C8 C9 C10 N2 1.1(15) . . . . ? C8 C7 C11 N2 -2.1(13) . . . . ? C6 C7 C11 N2 -180.0(8) . . . . ? C8 C7 C11 C12 173.9(8) . . . . ? C6 C7 C11 C12 -4.0(13) . . . . ? C3 C4 C12 N1 0.4(13) . . . . ? C5 C4 C12 N1 -179.1(8) . . . . ? C3 C4 C12 C11 178.5(9) . . . . ? C5 C4 C12 C11 -1.0(12) . . . . ? N2 C11 C12 N1 -1.8(12) . . . . ? C7 C11 C12 N1 -177.9(7) . . . . ? N2 C11 C12 C4 180.0(8) . . . . ? C7 C11 C12 C4 3.8(14) . . . . ? N4 C13 C14 C15 -169.2(10) . . . . ? N3 C13 C14 C15 7.2(15) . . . . ? N4 C13 C14 S1 11.8(13) . . . . ? N3 C13 C14 S1 -171.8(7) . . . . ? C13 C14 C15 C16 -177.8(9) . . . . ? S1 C14 C15 C16 1.3(11) . . . . ? C14 C15 C16 C17 -3.4(14) . . . . ? C15 C16 C17 S1 4.1(13) . . . . ? N5 C18 C19 C20 -1.5(15) . . . . ? C18 C19 C20 C21 -1.1(15) . . . . ? C19 C20 C21 C29 2.1(14) . . . . ? C19 C20 C21 C22 -177.6(9) . . . . ? C29 C21 C22 N7 175.8(9) . . . . ? C20 C21 C22 N7 -4.6(17) . . . . ? C29 C21 C22 C23 -0.8(13) . . . . ? C20 C21 C22 C23 178.9(9) . . . . ? N7 C22 C23 N8 1.1(10) . . . . ? C21 C22 C23 N8 178.3(8) . . . . ? N7 C22 C23 C24 -177.5(9) . . . . ? C21 C22 C23 C24 -0.3(15) . . . . ? N8 C23 C24 C28 -175.3(9) . . . . ? C22 C23 C24 C28 2.9(14) . . . . ? N8 C23 C24 C25 1.9(17) . . . . ? C22 C23 C24 C25 -179.9(9) . . . . ? C23 C24 C25 C26 -177.6(9) . . . . ? C28 C24 C25 C26 -0.3(13) . . . . ? C24 C25 C26 C27 1.3(14) . . . . ? C25 C26 C27 N6 -0.4(14) . . . . ? C23 C24 C28 N6 175.9(8) . . . . ? C25 C24 C28 N6 -1.7(13) . . . . ? C23 C24 C28 C29 -4.3(12) . . . . ? C25 C24 C28 C29 178.2(8) . . . . ? C20 C21 C29 N5 -0.6(14) . . . . ? C22 C21 C29 N5 179.2(8) . . . . ? C20 C21 C29 C28 179.5(8) . . . . ? C22 C21 C29 C28 -0.8(13) . . . . ? N6 C28 C29 C21 -176.7(8) . . . . ? C24 C28 C29 C21 3.4(13) . . . . ? N6 C28 C29 N5 3.3(11) . . . . ? C24 C28 C29 N5 -176.5(7) . . . . ? N7 C30 C31 C32 -175.8(12) . . . . ? N8 C30 C31 C32 -0.1(18) . . . . ? N7 C30 C31 S2 3.5(16) . . . . ? N8 C30 C31 S2 179.3(8) . . . . ? C30 C31 C32 C33 176.5(12) . . . . ? S2 C31 C32 C33 -2.9(15) . . . . ? C31 C32 C33 C34 1.9(19) . . . . ? C32 C33 C34 S2 0.1(17) . . . . ? N9 C35 C36 C37 -0.4(14) . . . . ? C35 C36 C37 C38 -0.9(14) . . . . ? C36 C37 C38 C39 -179.8(9) . . . . ? C36 C37 C38 C46 2.4(13) . . . . ? C37 C38 C39 C40 -179.8(9) . . . . ? C46 C38 C39 C40 -1.9(13) . . . . ? C37 C38 C39 N11 -2.1(15) . . . . ? C46 C38 C39 N11 175.8(8) . . . . ? N11 C39 C40 N12 3.0(10) . . . . ? C38 C39 C40 N12 -178.9(8) . . . . ? N11 C39 C40 C41 -178.5(8) . . . . ? C38 C39 C40 C41 -0.4(14) . . . . ? C39 C40 C41 C45 1.3(13) . . . . ? N12 C40 C41 C45 179.5(8) . . . . ? C39 C40 C41 C42 -176.9(9) . . . . ? N12 C40 C41 C42 1.3(16) . . . . ? C45 C41 C42 C43 2.5(13) . . . . ? C40 C41 C42 C43 -179.2(9) . . . . ? C41 C42 C43 C44 -0.2(14) . . . . ? C42 C43 C44 N10 0.8(15) . . . . ? C42 C41 C45 N10 -5.5(13) . . . . ? C40 C41 C45 N10 176.1(8) . . . . ? C42 C41 C45 C46 178.5(8) . . . . ? C40 C41 C45 C46 0.1(12) . . . . ? C37 C38 C46 N9 -2.8(12) . . . . ? C39 C38 C46 N9 179.1(7) . . . . ? C37 C38 C46 C45 -178.6(8) . . . . ? C39 C38 C46 C45 3.3(12) . . . . ? N10 C45 C46 N9 5.2(11) . . . . ? C41 C45 C46 N9 -178.6(7) . . . . ? N10 C45 C46 C38 -178.7(7) . . . . ? C41 C45 C46 C38 -2.5(13) . . . . ? N11 C47 C48 C49 -5.6(15) . . . . ? N12 C47 C48 C49 173.9(8) . . . . ? N11 C47 C48 S3 174.5(7) . . . . ? N12 C47 C48 S3 -6.0(14) . . . . ? C49 C50 C51 S3 -3.2(17) . . . . ? N13 C52 C53 C54 -0.7(15) . . . . ? C52 C53 C54 C55 0.8(14) . . . . ? C53 C54 C55 C63 -4.1(13) . . . . ? C53 C54 C55 C56 -179.9(9) . . . . ? C54 C55 C56 C57 176.8(9) . . . . ? C63 C55 C56 C57 1.0(13) . . . . ? C54 C55 C56 N15 -8.5(15) . . . . ? C63 C55 C56 N15 175.6(8) . . . . ? N15 C56 C57 N16 0.6(10) . . . . ? C55 C56 C57 N16 175.9(8) . . . . ? N15 C56 C57 C58 178.7(8) . . . . ? C55 C56 C57 C58 -6.0(14) . . . . ? C56 C57 C58 C62 7.0(13) . . . . ? N16 C57 C58 C62 -175.4(8) . . . . ? C56 C57 C58 C59 -172.8(9) . . . . ? N16 C57 C58 C59 4.8(16) . . . . ? C62 C58 C59 C60 0.7(14) . . . . ? C57 C58 C59 C60 -179.4(9) . . . . ? C58 C59 C60 C61 -0.3(17) . . . . ? C59 C60 C61 N14 0.0(17) . . . . ? C59 C58 C62 N14 -1.0(13) . . . . ? C57 C58 C62 N14 179.1(8) . . . . ? C59 C58 C62 C63 176.4(8) . . . . ? C57 C58 C62 C63 -3.5(12) . . . . ? C54 C55 C63 N13 7.6(12) . . . . ? C56 C55 C63 N13 -176.2(8) . . . . ? C54 C55 C63 C62 -173.9(8) . . . . ? C56 C55 C63 C62 2.3(12) . . . . ? N14 C62 C63 N13 -4.8(11) . . . . ? C58 C62 C63 N13 177.6(7) . . . . ? N14 C62 C63 C55 176.6(8) . . . . ? C58 C62 C63 C55 -0.9(13) . . . . ? N15 C64 C65 C66 165.3(10) . . . . ? N16 C64 C65 C66 -13.1(15) . . . . ? N15 C64 C65 S4 -13.8(12) . . . . ? N16 C64 C65 S4 167.9(7) . . . . ? C64 C65 C66 C67 -179.5(10) . . . . ? S4 C65 C66 C67 -0.3(11) . . . . ? C65 C66 C67 C68 0.4(14) . . . . ? C66 C67 C68 S4 -0.3(13) . . . . ? N17 C69 C70 C71 0.1(15) . . . . ? C69 C70 C71 C72 0.4(15) . . . . ? C70 C71 C72 C80 -0.1(14) . . . . ? C70 C71 C72 C73 -178.3(9) . . . . ? C71 C72 C73 C74 -179.1(9) . . . . ? C80 C72 C73 C74 2.7(13) . . . . ? C71 C72 C73 N19 -2.6(16) . . . . ? C80 C72 C73 N19 179.2(8) . . . . ? N19 C73 C74 N20 0.6(11) . . . . ? C72 C73 C74 N20 177.7(8) . . . . ? N19 C73 C74 C75 -179.1(8) . . . . ? C72 C73 C74 C75 -2.0(15) . . . . ? N20 C74 C75 C79 -179.6(9) . . . . ? C73 C74 C75 C79 0.0(14) . . . . ? N20 C74 C75 C76 -0.5(17) . . . . ? C73 C74 C75 C76 179.2(9) . . . . ? C79 C75 C76 C77 -3.3(15) . . . . ? C74 C75 C76 C77 177.6(10) . . . . ? C75 C76 C77 C78 3.6(16) . . . . ? C76 C77 C78 N18 -3.0(18) . . . . ? C76 C75 C79 N18 2.4(14) . . . . ? C74 C75 C79 N18 -178.4(8) . . . . ? C76 C75 C79 C80 -178.3(8) . . . . ? C74 C75 C79 C80 0.9(13) . . . . ? C71 C72 C80 N17 -0.7(13) . . . . ? C73 C72 C80 N17 177.7(8) . . . . ? C71 C72 C80 C79 179.9(8) . . . . ? C73 C72 C80 C79 -1.6(12) . . . . ? N18 C79 C80 N17 -0.1(12) . . . . ? C75 C79 C80 N17 -179.5(8) . . . . ? N18 C79 C80 C72 179.3(8) . . . . ? C75 C79 C80 C72 -0.1(14) . . . . ? N19 C81 C82 S5 -173.1(8) . . . . ? N20 C81 C82 S5 6.7(14) . . . . ? N19 C81 C82 C83 10.2(15) . . . . ? N20 C81 C82 C83 -170.0(8) . . . . ? N21 C86 C87 C88 1.9(15) . . . . ? C86 C87 C88 C89 -1.1(15) . . . . ? C87 C88 C89 C90 178.4(10) . . . . ? C87 C88 C89 C97 -1.6(14) . . . . ? C88 C89 C90 C91 177.1(10) . . . . ? C97 C89 C90 C91 -2.8(14) . . . . ? C88 C89 C90 N23 -4.4(17) . . . . ? C97 C89 C90 N23 175.6(9) . . . . ? N23 C90 C91 N24 0.5(11) . . . . ? C89 C90 C91 N24 179.2(9) . . . . ? N23 C90 C91 C92 -179.5(9) . . . . ? C89 C90 C91 C92 -0.8(16) . . . . ? C90 C91 C92 C93 -177.5(10) . . . . ? N24 C91 C92 C93 2.5(19) . . . . ? C90 C91 C92 C96 3.5(15) . . . . ? N24 C91 C92 C96 -176.6(10) . . . . ? C91 C92 C93 C94 179.2(11) . . . . ? C96 C92 C93 C94 -1.7(16) . . . . ? C92 C93 C94 C95 3.0(18) . . . . ? C93 C94 C95 N22 -1.6(18) . . . . ? C93 C92 C96 N22 -1.0(14) . . . . ? C91 C92 C96 N22 178.1(9) . . . . ? C93 C92 C96 C97 178.5(9) . . . . ? C91 C92 C96 C97 -2.4(14) . . . . ? N22 C96 C97 N21 -1.7(12) . . . . ? C92 C96 C97 N21 178.7(8) . . . . ? N22 C96 C97 C89 178.3(8) . . . . ? C92 C96 C97 C89 -1.2(14) . . . . ? C90 C89 C97 N21 -176.1(8) . . . . ? C88 C89 C97 N21 3.9(13) . . . . ? C90 C89 C97 C96 3.8(13) . . . . ? C88 C89 C97 C96 -176.1(8) . . . . ? N23 C98 C99 C100 177.8(10) . . . . ? N24 C98 C99 C100 -3.5(17) . . . . ? N23 C98 C99 S6 -2.9(15) . . . . ? N24 C98 C99 S6 175.9(8) . . . . ? C98 C99 C100 C101 179.5(11) . . . . ? S6 C99 C100 C101 0.2(12) . . . . ? C99 C100 C101 C102 -0.8(18) . . . . ? C100 C101 C102 S6 1(2) . . . . ? C2 C1 N1 C12 1.1(14) . . . . ? C2 C1 N1 Fe1 -176.9(7) . . . . ? C4 C12 N1 C1 -1.1(12) . . . . ? C11 C12 N1 C1 -179.4(8) . . . . ? C4 C12 N1 Fe1 177.2(6) . . . . ? C11 C12 N1 Fe1 -1.0(9) . . . . ? N6 Fe1 N1 C1 125(2) . . . . ? N9 Fe1 N1 C1 -86.7(8) . . . . ? N5 Fe1 N1 C1 87.1(8) . . . . ? N2 Fe1 N1 C1 -179.7(9) . . . . ? N10 Fe1 N1 C1 -3.8(9) . . . . ? N6 Fe1 N1 C12 -53(3) . . . . ? N9 Fe1 N1 C12 95.2(6) . . . . ? N5 Fe1 N1 C12 -90.9(6) . . . . ? N2 Fe1 N1 C12 2.3(6) . . . . ? N10 Fe1 N1 C12 178.2(6) . . . . ? C12 C11 N2 C10 -177.6(8) . . . . ? C7 C11 N2 C10 -1.4(13) . . . . ? C12 C11 N2 Fe1 3.6(10) . . . . ? C7 C11 N2 Fe1 179.8(6) . . . . ? C9 C10 N2 C11 1.9(14) . . . . ? C9 C10 N2 Fe1 -179.5(7) . . . . ? N1 Fe1 N2 C11 -3.2(6) . . . . ? N6 Fe1 N2 C11 171.5(6) . . . . ? N9 Fe1 N2 C11 -95.3(6) . . . . ? N5 Fe1 N2 C11 89.0(6) . . . . ? N10 Fe1 N2 C11 -60(3) . . . . ? N1 Fe1 N2 C10 178.1(8) . . . . ? N6 Fe1 N2 C10 -7.2(8) . . . . ? N9 Fe1 N2 C10 86.0(8) . . . . ? N5 Fe1 N2 C10 -89.6(8) . . . . ? N10 Fe1 N2 C10 122(3) . . . . ? C6 C5 N3 C13 0.5(10) . . . . ? C4 C5 N3 C13 -177.7(9) . . . . ? N4 C13 N3 C5 -1.8(10) . . . . ? C14 C13 N3 C5 -178.7(8) . . . . ? N3 C13 N4 C6 2.2(10) . . . . ? C14 C13 N4 C6 178.9(9) . . . . ? C7 C6 N4 C13 176.0(9) . . . . ? C5 C6 N4 C13 -1.8(10) . . . . ? C19 C18 N5 C29 3.0(13) . . . . ? C19 C18 N5 Fe1 -168.6(7) . . . . ? C21 C29 N5 C18 -2.0(13) . . . . ? C28 C29 N5 C18 178.0(7) . . . . ? C21 C29 N5 Fe1 170.9(7) . . . . ? C28 C29 N5 Fe1 -9.1(9) . . . . ? N1 Fe1 N5 C18 -3.2(8) . . . . ? N6 Fe1 N5 C18 -179.2(8) . . . . ? N9 Fe1 N5 C18 127(2) . . . . ? N2 Fe1 N5 C18 -85.4(8) . . . . ? N10 Fe1 N5 C18 92.0(8) . . . . ? N1 Fe1 N5 C29 -175.0(6) . . . . ? N6 Fe1 N5 C29 9.0(6) . . . . ? N9 Fe1 N5 C29 -45(2) . . . . ? N2 Fe1 N5 C29 102.8(6) . . . . ? N10 Fe1 N5 C29 -79.8(6) . . . . ? C24 C28 N6 C27 2.6(12) . . . . ? C29 C28 N6 C27 -177.3(7) . . . . ? C24 C28 N6 Fe1 -176.0(7) . . . . ? C29 C28 N6 Fe1 4.1(9) . . . . ? C26 C27 N6 C28 -1.5(12) . . . . ? C26 C27 N6 Fe1 176.8(7) . . . . ? N1 Fe1 N6 C28 -46(3) . . . . ? N9 Fe1 N6 C28 166.4(6) . . . . ? N5 Fe1 N6 C28 -7.1(6) . . . . ? N2 Fe1 N6 C28 -100.1(6) . . . . ? N10 Fe1 N6 C28 83.7(6) . . . . ? N1 Fe1 N6 C27 136(2) . . . . ? N9 Fe1 N6 C27 -11.9(8) . . . . ? N5 Fe1 N6 C27 174.6(8) . . . . ? N2 Fe1 N6 C27 81.6(7) . . . . ? N10 Fe1 N6 C27 -94.6(7) . . . . ? N8 C30 N7 C22 0.3(12) . . . . ? C31 C30 N7 C22 176.3(10) . . . . ? C23 C22 N7 C30 -0.9(11) . . . . ? C21 C22 N7 C30 -177.7(10) . . . . ? N7 C30 N8 C23 0.4(12) . . . . ? C31 C30 N8 C23 -176.0(9) . . . . ? C24 C23 N8 C30 177.6(10) . . . . ? C22 C23 N8 C30 -0.9(10) . . . . ? C36 C35 N9 C46 0.1(13) . . . . ? C36 C35 N9 Fe1 -176.9(7) . . . . ? C38 C46 N9 C35 1.5(12) . . . . ? C45 C46 N9 C35 177.5(7) . . . . ? C38 C46 N9 Fe1 179.0(6) . . . . ? C45 C46 N9 Fe1 -5.0(9) . . . . ? N1 Fe1 N9 C35 -85.2(8) . . . . ? N6 Fe1 N9 C35 91.4(8) . . . . ? N5 Fe1 N9 C35 144.4(19) . . . . ? N2 Fe1 N9 C35 -3.0(8) . . . . ? N10 Fe1 N9 C35 179.9(8) . . . . ? N1 Fe1 N9 C46 97.7(6) . . . . ? N6 Fe1 N9 C46 -85.7(6) . . . . ? N5 Fe1 N9 C46 -33(2) . . . . ? N2 Fe1 N9 C46 179.9(6) . . . . ? N10 Fe1 N9 C46 2.8(6) . . . . ? C43 C44 N10 C45 -3.6(13) . . . . ? C43 C44 N10 Fe1 -177.6(7) . . . . ? C41 C45 N10 C44 6.1(12) . . . . ? C46 C45 N10 C44 -177.7(8) . . . . ? C41 C45 N10 Fe1 -178.9(7) . . . . ? C46 C45 N10 Fe1 -2.7(9) . . . . ? N1 Fe1 N10 C44 82.4(8) . . . . ? N6 Fe1 N10 C44 -92.5(8) . . . . ? N9 Fe1 N10 C44 174.3(8) . . . . ? N5 Fe1 N10 C44 -10.3(8) . . . . ? N2 Fe1 N10 C44 138(3) . . . . ? N1 Fe1 N10 C45 -91.9(6) . . . . ? N6 Fe1 N10 C45 93.2(6) . . . . ? N9 Fe1 N10 C45 0.0(5) . . . . ? N5 Fe1 N10 C45 175.4(6) . . . . ? N2 Fe1 N10 C45 -36(3) . . . . ? N12 C47 N11 C39 0.3(10) . . . . ? C48 C47 N11 C39 179.8(9) . . . . ? C40 C39 N11 C47 -2.0(10) . . . . ? C38 C39 N11 C47 180.0(8) . . . . ? N11 C47 N12 C40 1.4(10) . . . . ? C48 C47 N12 C40 -178.1(9) . . . . ? C39 C40 N12 C47 -2.7(10) . . . . ? C41 C40 N12 C47 178.9(9) . . . . ? C53 C52 N13 C63 4.1(13) . . . . ? C53 C52 N13 Fe2 177.7(6) . . . . ? C55 C63 N13 C52 -7.7(13) . . . . ? C62 C63 N13 C52 173.7(8) . . . . ? C55 C63 N13 Fe2 177.9(6) . . . . ? C62 C63 N13 Fe2 -0.7(9) . . . . ? N21 Fe2 N13 C52 15.9(8) . . . . ? N17 Fe2 N13 C52 -78.9(8) . . . . ? N14 Fe2 N13 C52 -170.2(8) . . . . ? N22 Fe2 N13 C52 98.2(8) . . . . ? N18 Fe2 N13 C52 -109(3) . . . . ? N21 Fe2 N13 C63 -170.1(6) . . . . ? N17 Fe2 N13 C63 95.1(6) . . . . ? N14 Fe2 N13 C63 3.8(6) . . . . ? N22 Fe2 N13 C63 -87.8(6) . . . . ? N18 Fe2 N13 C63 65(4) . . . . ? C60 C61 N14 C62 -0.2(14) . . . . ? C60 C61 N14 Fe2 174.2(8) . . . . ? C58 C62 N14 C61 0.7(13) . . . . ? C63 C62 N14 C61 -176.8(8) . . . . ? C58 C62 N14 Fe2 -174.6(6) . . . . ? C63 C62 N14 Fe2 7.9(9) . . . . ? N21 Fe2 N14 C61 -121(2) . . . . ? N17 Fe2 N14 C61 85.9(8) . . . . ? N22 Fe2 N14 C61 -88.6(8) . . . . ? N18 Fe2 N14 C61 3.2(9) . . . . ? N13 Fe2 N14 C61 179.0(9) . . . . ? N21 Fe2 N14 C62 54(3) . . . . ? N17 Fe2 N14 C62 -99.4(6) . . . . ? N22 Fe2 N14 C62 86.0(6) . . . . ? N18 Fe2 N14 C62 177.9(6) . . . . ? N13 Fe2 N14 C62 -6.4(6) . . . . ? N16 C64 N15 C56 -1.6(10) . . . . ? C65 C64 N15 C56 180.0(8) . . . . ? C57 C56 N15 C64 0.6(10) . . . . ? C55 C56 N15 C64 -174.5(9) . . . . ? N15 C64 N16 C57 2.0(10) . . . . ? C65 C64 N16 C57 -179.5(8) . . . . ? C56 C57 N16 C64 -1.5(10) . . . . ? C58 C57 N16 C64 -179.4(9) . . . . ? C70 C69 N17 C80 -0.8(14) . . . . ? C70 C69 N17 Fe2 179.2(7) . . . . ? C72 C80 N17 C69 1.2(12) . . . . ? C79 C80 N17 C69 -179.4(8) . . . . ? C72 C80 N17 Fe2 -178.8(7) . . . . ? C79 C80 N17 Fe2 0.6(9) . . . . ? N21 Fe2 N17 C69 -93.2(8) . . . . ? N14 Fe2 N17 C69 83.7(8) . . . . ? N22 Fe2 N17 C69 -152(2) . . . . ? N18 Fe2 N17 C69 179.4(8) . . . . ? N13 Fe2 N17 C69 1.8(8) . . . . ? N21 Fe2 N17 C80 86.8(6) . . . . ? N14 Fe2 N17 C80 -96.3(6) . . . . ? N22 Fe2 N17 C80 28(3) . . . . ? N18 Fe2 N17 C80 -0.6(6) . . . . ? N13 Fe2 N17 C80 -178.2(6) . . . . ? C77 C78 N18 C79 2.0(16) . . . . ? C77 C78 N18 Fe2 -178.8(8) . . . . ? C75 C79 N18 C78 -1.6(14) . . . . ? C80 C79 N18 C78 179.0(9) . . . . ? C75 C79 N18 Fe2 179.0(7) . . . . ? C80 C79 N18 Fe2 -0.4(10) . . . . ? N21 Fe2 N18 C78 86.4(10) . . . . ? N17 Fe2 N18 C78 -178.7(10) . . . . ? N14 Fe2 N18 C78 -87.8(10) . . . . ? N22 Fe2 N18 C78 4.4(10) . . . . ? N13 Fe2 N18 C78 -148(3) . . . . ? N21 Fe2 N18 C79 -94.3(6) . . . . ? N17 Fe2 N18 C79 0.5(6) . . . . ? N14 Fe2 N18 C79 91.5(6) . . . . ? N22 Fe2 N18 C79 -176.3(6) . . . . ? N13 Fe2 N18 C79 31(4) . . . . ? N20 C81 N19 C73 -0.2(10) . . . . ? C82 C81 N19 C73 179.6(9) . . . . ? C74 C73 N19 C81 -0.3(10) . . . . ? C72 C73 N19 C81 -177.2(9) . . . . ? N19 C81 N20 C74 0.6(11) . . . . ? C82 C81 N20 C74 -179.3(9) . . . . ? C73 C74 N20 C81 -0.7(11) . . . . ? C75 C74 N20 C81 178.9(10) . . . . ? C87 C86 N21 C97 0.3(13) . . . . ? C87 C86 N21 Fe2 -177.6(7) . . . . ? C96 C97 N21 C86 176.8(8) . . . . ? C89 C97 N21 C86 -3.2(13) . . . . ? C96 C97 N21 Fe2 -5.0(9) . . . . ? C89 C97 N21 Fe2 175.0(7) . . . . ? N17 Fe2 N21 C86 10.7(8) . . . . ? N14 Fe2 N21 C86 -143(2) . . . . ? N22 Fe2 N21 C86 -175.0(8) . . . . ? N18 Fe2 N21 C86 93.1(8) . . . . ? N13 Fe2 N21 C86 -83.0(8) . . . . ? N17 Fe2 N21 C97 -167.3(6) . . . . ? N14 Fe2 N21 C97 39(3) . . . . ? N22 Fe2 N21 C97 7.0(6) . . . . ? N18 Fe2 N21 C97 -84.9(6) . . . . ? N13 Fe2 N21 C97 99.0(6) . . . . ? C94 C95 N22 C96 -1.1(15) . . . . ? C94 C95 N22 Fe2 173.3(8) . . . . ? C92 C96 N22 C95 2.4(14) . . . . ? C97 C96 N22 C95 -177.1(8) . . . . ? C92 C96 N22 Fe2 -172.9(7) . . . . ? C97 C96 N22 Fe2 7.5(10) . . . . ? N21 Fe2 N22 C95 177.4(9) . . . . ? N17 Fe2 N22 C95 -123(3) . . . . ? N14 Fe2 N22 C95 1.1(9) . . . . ? N18 Fe2 N22 C95 -94.8(8) . . . . ? N13 Fe2 N22 C95 83.0(8) . . . . ? N21 Fe2 N22 C96 -8.0(6) . . . . ? N17 Fe2 N22 C96 52(3) . . . . ? N14 Fe2 N22 C96 175.7(6) . . . . ? N18 Fe2 N22 C96 79.8(7) . . . . ? N13 Fe2 N22 C96 -102.4(6) . . . . ? N24 C98 N23 C90 0.1(12) . . . . ? C99 C98 N23 C90 179.0(10) . . . . ? C91 C90 N23 C98 -0.4(11) . . . . ? C89 C90 N23 C98 -179.0(10) . . . . ? N23 C98 N24 C91 0.2(12) . . . . ? C99 C98 N24 C91 -178.7(9) . . . . ? C90 C91 N24 C98 -0.4(11) . . . . ? C92 C91 N24 C98 179.6(11) . . . . ? C16 C17 S1 C14 -2.9(9) . . . . ? C15 C14 S1 C17 0.8(8) . . . . ? C13 C14 S1 C17 -180.0(8) . . . . ? C33 C34 S2 C31 -1.4(13) . . . . ? C32 C31 S2 C34 2.4(10) . . . . ? C30 C31 S2 C34 -177.0(10) . . . . ? C67 C68 S4 C65 0.1(9) . . . . ? C66 C65 S4 C68 0.1(8) . . . . ? C64 C65 S4 C68 179.4(8) . . . . ? C100 C99 S6 C102 0.3(10) . . . . ? C98 C99 S6 C102 -179.1(10) . . . . ? C101 C102 S6 C99 -0.8(15) . . . . ? C51 C50 C49 C48 3.8(13) . . . . ? C47 C48 C49 C50 177.1(10) . . . . ? S3 C48 C49 C50 -3.1(9) . . . . ? C85 C84 C83 C82 -2.5(12) . . . . ? C81 C82 C83 C84 -178.3(9) . . . . ? S5 C82 C83 C84 4.6(8) . . . . ? C50 C51 S3 C48 0.9(12) . . . . ? C47 C48 S3 C51 -178.5(9) . . . . ? C49 C48 S3 C51 1.6(8) . . . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 1.281 _refine_diff_density_min -0.709 _refine_diff_density_rms 0.156 #===END data_10 _database_code_depnum_ccdc_archive 'CCDC 887815' #TrackingRef '- 1-10-rev1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '3(C37 H25 N8 Ru S), 6(F6 P), 2(C H4 O), 13(H2 O)' _chemical_formula_sum 'C113 H109 F36 N24 O15 P6 Ru3 S3' _chemical_formula_weight 3312.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'I 21 21 21' _symmetry_space_group_name_Hall 'I 2b 2c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-x+1/2, y+1, -z+1' 'x+1, -y+1, -z+1/2' _cell_length_a 20.2150(11) _cell_length_b 20.9756(12) _cell_length_c 33.8400(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 14348.9(14) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 6018 _cell_measurement_theta_min 2.269 _cell_measurement_theta_max 19.636 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.533 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6676 _exptl_absorpt_coefficient_mu 0.534 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9387 _exptl_absorpt_correction_T_max 0.9485 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; The structure was solved by direct methods (Bruker, 2000) and successive difference Fourier syntheses. ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 36761 _diffrn_reflns_av_R_equivalents 0.0554 _diffrn_reflns_av_sigmaI/netI 0.0878 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 40 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.00 _reflns_number_total 12633 _reflns_number_gt 7049 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker 2000)' _computing_structure_solution 'SHELXTL (BRUKER 2000)' _computing_structure_refinement 'SHELXTL (BRUKER 2000)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0580P)^2^+1.8990P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.49(3) _refine_ls_number_reflns 12633 _refine_ls_number_parameters 920 _refine_ls_number_restraints 74 _refine_ls_R_factor_all 0.1080 _refine_ls_R_factor_gt 0.0567 _refine_ls_wR_factor_ref 0.1359 _refine_ls_wR_factor_gt 0.1244 _refine_ls_goodness_of_fit_ref 0.962 _refine_ls_restrained_S_all 0.983 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 1.0000 0.7500 0.49874(3) 0.0710(3) Uani 1 2 d S . . Ru2 Ru 0.80312(3) 0.60282(3) 0.871824(16) 0.05954(18) Uani 1 1 d . . . C1 C 1.0490(4) 0.8819(4) 0.5202(3) 0.084(3) Uani 1 1 d . . . H1 H 1.0776 0.8612 0.5375 0.101 Uiso 1 1 calc R . . C2 C 1.0487(5) 0.9475(5) 0.5191(3) 0.104(3) Uani 1 1 d U . . H2 H 1.0769 0.9705 0.5355 0.124 Uiso 1 1 calc R . . C3 C 1.0067(5) 0.9789(4) 0.4939(3) 0.110(3) Uani 1 1 d U . . H3 H 1.0058 1.0232 0.4936 0.132 Uiso 1 1 calc R . . C4 C 0.9659(5) 0.9449(4) 0.4689(3) 0.103(3) Uani 1 1 d U . . H4 H 0.9372 0.9649 0.4513 0.123 Uiso 1 1 calc R . . C5 C 0.9702(4) 0.8792(4) 0.4717(2) 0.073(2) Uani 1 1 d . . . C6 C 0.9294(5) 0.8361(5) 0.4461(3) 0.093(3) Uani 1 1 d . . . C7 C 0.8886(6) 0.8575(5) 0.4141(3) 0.130(4) Uani 1 1 d . . . H7 H 0.8845 0.9008 0.4086 0.156 Uiso 1 1 calc R . . C8 C 0.8568(6) 0.8145(7) 0.3926(3) 0.136(4) Uani 1 1 d . . . H8 H 0.8298 0.8278 0.3719 0.163 Uiso 1 1 calc R . . C9 C 0.8627(5) 0.7538(7) 0.4000(3) 0.120(4) Uani 1 1 d . . . H9 H 0.8426 0.7241 0.3835 0.144 Uiso 1 1 calc R . . C10 C 0.8993(5) 0.7331(5) 0.4326(3) 0.106(3) Uani 1 1 d . . . H10 H 0.8977 0.6901 0.4393 0.128 Uiso 1 1 calc R . . C11 C 0.8708(4) 0.7766(4) 0.5442(3) 0.081(2) Uani 1 1 d . . . H11 H 0.8505 0.7814 0.5198 0.097 Uiso 1 1 calc R . . C12 C 0.8333(4) 0.7838(4) 0.5778(3) 0.087(3) Uani 1 1 d . . . H12 H 0.7886 0.7935 0.5757 0.104 Uiso 1 1 calc R . . C13 C 0.8615(4) 0.7769(3) 0.6149(3) 0.077(2) Uani 1 1 d . . . H13 H 0.8364 0.7810 0.6378 0.093 Uiso 1 1 calc R . . C14 C 0.9304(4) 0.7632(3) 0.6165(2) 0.064(2) Uani 1 1 d . . . C15 C 0.9656(3) 0.7571(3) 0.5822(2) 0.0556(18) Uani 1 1 d . . . C16 C 0.9663(3) 0.7556(4) 0.6529(3) 0.071(2) Uani 1 1 d . . . C17 C 1.0000 0.7500 0.7141(3) 0.066(3) Uani 1 2 d S . . C18 C 1.0000 0.7500 0.7558(3) 0.059(2) Uani 1 2 d S . . C19 C 0.93212(18) 0.75496(17) 0.78160(10) 0.0845(10) Uani 0.50 1 d P . . H19 H 0.8880 0.7590 0.7742 0.101 Uiso 0.50 1 calc PR . . C20 C 0.9678(3) 0.7505(4) 0.8249(2) 0.071(2) Uani 1 1 d . . . H20 H 0.9435 0.7488 0.8482 0.085 Uiso 1 1 calc R . . C21 C 0.7440(4) 0.5880(4) 0.7884(2) 0.069(2) Uani 1 1 d . . . H21 H 0.7028 0.5883 0.8006 0.082 Uiso 1 1 calc R . . C22 C 0.7469(4) 0.5832(4) 0.7486(2) 0.078(2) Uani 1 1 d . . . H22 H 0.7080 0.5818 0.7340 0.094 Uiso 1 1 calc R . . C23 C 0.8075(5) 0.5802(3) 0.7294(2) 0.071(2) Uani 1 1 d . . . H23 H 0.8096 0.5752 0.7021 0.085 Uiso 1 1 calc R . . C24 C 0.8645(4) 0.5848(3) 0.7517(2) 0.0597(19) Uani 1 1 d . . . C25 C 0.9300(4) 0.5817(3) 0.7367(2) 0.0571(18) Uani 1 1 d . . . C26 C 0.9839(3) 0.5840(3) 0.7605(2) 0.0538(18) Uani 1 1 d . . . C27 C 0.9789(3) 0.5892(3) 0.80337(19) 0.0528(17) Uani 1 1 d . . . C28 C 1.0337(4) 0.5915(3) 0.8302(2) 0.0628(19) Uani 1 1 d . . . H28 H 1.0771 0.5886 0.8214 0.075 Uiso 1 1 calc R . . C29 C 1.0188(4) 0.5980(3) 0.8691(2) 0.075(2) Uani 1 1 d . . . H29 H 1.0530 0.5994 0.8875 0.090 Uiso 1 1 calc R . . C30 C 0.9538(4) 0.6027(4) 0.8821(2) 0.0619(18) Uani 1 1 d . . . H30 H 0.9459 0.6078 0.9090 0.074 Uiso 1 1 calc R . . C31 C 0.9151(3) 0.5922(3) 0.81844(19) 0.0522(16) Uani 1 1 d . . . C32 C 0.8583(4) 0.5900(3) 0.79310(19) 0.0512(17) Uani 1 1 d . . . C33 C 1.0144(4) 0.5763(3) 0.6987(2) 0.065(2) Uani 1 1 d . . . C34 C 1.0559(4) 0.5700(4) 0.6642(2) 0.069(2) Uani 1 1 d . . . C35 C 1.1230(5) 0.5602(4) 0.6621(2) 0.093(3) Uani 1 1 d . . . H35 H 1.1515 0.5578 0.6836 0.112 Uiso 1 1 calc R . . C36 C 1.1424(6) 0.5543(5) 0.6207(4) 0.117(4) Uani 1 1 d . . . H36 H 1.1857 0.5464 0.6130 0.141 Uiso 1 1 calc R . . C37 C 1.0925(5) 0.5610(4) 0.5946(3) 0.097(3) Uani 1 1 d . . . H37 H 1.0971 0.5589 0.5673 0.117 Uiso 1 1 calc R . . C38 C 0.7916(4) 0.7390(4) 0.8405(2) 0.083(2) Uani 1 1 d . . . H38 H 0.7822 0.7205 0.8161 0.099 Uiso 1 1 calc R . . C39 C 0.7922(5) 0.8041(5) 0.8430(3) 0.105(3) Uani 1 1 d . . . H39 H 0.7837 0.8289 0.8208 0.126 Uiso 1 1 calc R . . C40 C 0.8054(5) 0.8323(4) 0.8785(4) 0.102(3) Uani 1 1 d . . . H40 H 0.8056 0.8765 0.8809 0.123 Uiso 1 1 calc R . . C41 C 0.8179(5) 0.7956(4) 0.9095(3) 0.093(3) Uani 1 1 d . . . H41 H 0.8293 0.8143 0.9334 0.111 Uiso 1 1 calc R . . C42 C 0.8143(4) 0.7300(4) 0.9067(2) 0.070(2) Uani 1 1 d . . . C43 C 0.8245(4) 0.6858(4) 0.9399(2) 0.079(2) Uani 1 1 d . . . C44 C 0.8378(5) 0.7035(5) 0.9775(3) 0.111(3) Uani 1 1 d . . . H44 H 0.8417 0.7465 0.9838 0.133 Uiso 1 1 calc R . . C45 C 0.8455(6) 0.6576(6) 1.0066(3) 0.135(4) Uani 1 1 d . . . H45 H 0.8574 0.6695 1.0321 0.162 Uiso 1 1 calc R . . C46 C 0.8359(5) 0.5970(6) 0.9980(3) 0.115(3) Uani 1 1 d . . . H46 H 0.8387 0.5662 1.0178 0.138 Uiso 1 1 calc R . . C47 C 0.8221(4) 0.5794(4) 0.9603(2) 0.083(3) Uani 1 1 d . . . H47 H 0.8160 0.5364 0.9546 0.100 Uiso 1 1 calc R . . C48 C 0.6603(5) 0.6420(4) 0.8833(2) 0.083(2) Uani 1 1 d . . . H48 H 0.6745 0.6838 0.8801 0.100 Uiso 1 1 calc R . . C49 C 0.5913(5) 0.6288(5) 0.8899(3) 0.093(3) Uani 1 1 d . . . H49 H 0.5603 0.6616 0.8901 0.111 Uiso 1 1 calc R . . C50 C 0.5725(5) 0.5671(7) 0.8959(3) 0.116(4) Uani 1 1 d U . . H50 H 0.5290 0.5580 0.9029 0.140 Uiso 1 1 calc R . . C51 C 0.6159(5) 0.5196(5) 0.8920(3) 0.100(3) Uani 1 1 d U . . H51 H 0.6008 0.4777 0.8932 0.120 Uiso 1 1 calc R . . C52 C 0.6821(4) 0.5303(4) 0.8862(2) 0.083(2) Uani 1 1 d . . . C53 C 0.7321(4) 0.4834(4) 0.8816(2) 0.070(2) Uani 1 1 d . . . C54 C 0.7198(5) 0.4193(5) 0.8823(3) 0.098(3) Uani 1 1 d . . . H54 H 0.6765 0.4046 0.8839 0.117 Uiso 1 1 calc R . . C55 C 0.7695(6) 0.3780(5) 0.8807(3) 0.104(3) Uani 1 1 d . . . H55 H 0.7605 0.3347 0.8830 0.124 Uiso 1 1 calc R . . C56 C 0.8339(5) 0.3976(4) 0.8757(2) 0.084(2) Uani 1 1 d . . . H56 H 0.8688 0.3690 0.8731 0.101 Uiso 1 1 calc R . . C57 C 0.8432(4) 0.4634(4) 0.8748(2) 0.069(2) Uani 1 1 d . . . H57 H 0.8860 0.4790 0.8722 0.082 Uiso 1 1 calc R . . C58 C 0.337(2) 0.489(2) 0.8558(16) 0.84(8) Uani 1 1 d D . . H58A H 0.3060 0.4600 0.8671 1.259 Uiso 1 1 calc R . . H58B H 0.3445 0.5240 0.8737 1.259 Uiso 1 1 calc R . . H58C H 0.3783 0.4676 0.8510 1.259 Uiso 1 1 calc R . . F1 F 0.6558(5) 0.7803(10) 0.7116(5) 0.507(18) Uani 1 1 d DU . . F2 F 0.7438(12) 0.7265(5) 0.6876(4) 0.60(2) Uani 1 1 d DU . . F3 F 0.7233(13) 0.7311(6) 0.7520(3) 0.521(18) Uani 1 1 d DU . . F4 F 0.7192(7) 0.8361(7) 0.7481(4) 0.380(9) Uani 1 1 d DU . . F5 F 0.8109(5) 0.7851(10) 0.7235(4) 0.462(15) Uani 1 1 d DU . . F6 F 0.7441(8) 0.8279(6) 0.6839(3) 0.337(7) Uani 1 1 d DU . . F7 F 0.2565(5) 0.4242(6) 0.9555(2) 0.281(7) Uani 1 1 d D . . F8 F 0.2500 0.4978(5) 1.0000 0.323(11) Uani 1 2 d SD . . F9 F 0.3252(3) 0.4228(4) 1.0067(3) 0.199(4) Uani 1 1 d D . . F10 F 0.2500 0.3503(5) 1.0000 0.346(12) Uani 1 2 d SDU . . F11 F 0.6998(10) 0.4374(14) 0.9756(4) 0.174(15) Uani 0.49(3) 1 d PD A 1 F12 F 0.8030(6) 0.4108(12) 0.9672(3) 0.114(8) Uani 0.49(3) 1 d PD A 1 F13 F 0.7309(15) 0.3350(9) 0.9724(6) 0.201(16) Uani 0.49(3) 1 d PD A 1 F11' F 0.6892(8) 0.3741(14) 0.9723(7) 0.187(14) Uani 0.51(3) 1 d PD A 2 F12' F 0.7637(17) 0.4496(10) 0.9765(6) 0.204(18) Uani 0.51(3) 1 d PD . 2 F13' F 0.7934(10) 0.3470(14) 0.9740(6) 0.179(12) Uani 0.51(3) 1 d PD A 2 F14 F 0.3511(7) 0.7166(6) 0.9178(6) 0.370(9) Uani 1 1 d DU . . F15 F 0.3277(10) 0.6181(11) 0.9047(7) 0.59(2) Uani 1 1 d DU . . F17 F 0.4432(10) 0.6985(11) 0.9555(8) 0.79(4) Uani 1 1 d DU . . F19 F 0.3426(11) 0.6512(9) 0.9687(5) 0.506(15) Uani 1 1 d DU . . N1 N 1.0101(3) 0.8475(3) 0.4974(2) 0.0769(17) Uani 1 1 d . . . N2 N 0.9364(3) 0.7720(4) 0.45473(19) 0.079(2) Uani 1 1 d . . . N3 N 0.9366(3) 0.7626(3) 0.54536(19) 0.0724(18) Uani 1 1 d . . . N4 N 0.9448(3) 0.7596(3) 0.69246(18) 0.0643(16) Uani 1 1 d . . . N5 N 0.7977(3) 0.5923(3) 0.81072(16) 0.0630(15) Uani 1 1 d . . . N6 N 0.9019(3) 0.6002(3) 0.85743(15) 0.0575(14) Uani 1 1 d . . . N7 N 0.9499(3) 0.5768(3) 0.69712(17) 0.0627(16) Uani 1 1 d . . . N8 N 1.0399(3) 0.5800(3) 0.73693(18) 0.0626(16) Uani 1 1 d . . . N9 N 0.8037(3) 0.7006(3) 0.87112(18) 0.0642(15) Uani 1 1 d . . . N10 N 0.8169(3) 0.6226(3) 0.93056(16) 0.0661(16) Uani 1 1 d . . . N11 N 0.7045(3) 0.5939(3) 0.88158(15) 0.0695(16) Uani 1 1 d . . . N12 N 0.7934(3) 0.5052(3) 0.87743(15) 0.0613(15) Uani 1 1 d . . . P1 P 0.7325(3) 0.7788(3) 0.71795(15) 0.200(2) Uani 1 1 d DU . . P2 P 0.2500 0.4265(2) 1.0000 0.1197(14) Uani 1 2 d SDU . . P3 P 0.7500 0.3909(2) 1.0000 0.0951(10) Uani 1 2 d SD . . P4 P 0.3883(4) 0.6575(4) 0.9291(3) 0.282(4) Uani 1 1 d DU . . S1 S 0.93212(18) 0.75496(17) 0.78160(10) 0.0845(10) Uani 0.50 1 d P . . S2 S 1.02116(12) 0.57389(10) 0.61840(6) 0.0872(7) Uani 1 1 d . . . F16 F 0.4206(9) 0.5949(8) 0.9405(5) 0.58(2) Uani 1 1 d DU . . F18 F 0.4322(9) 0.6594(12) 0.8917(5) 0.532(19) Uani 1 1 d DU . . O1 O 0.1705(3) 0.5811(4) 0.7643(2) 0.148(3) Uani 1 1 d . . . H1A H 0.1801 0.6190 0.7710 0.223 Uiso 1 1 d R . . H1B H 0.1288 0.5769 0.7661 0.223 Uiso 1 1 d R . . O2 O 0.0000 0.7500 0.9243(15) 0.91(5) Uani 1 2 d S . . H2A H 0.0325 0.7753 0.9273 1.359 Uiso 0.50 1 d PR . . H2B H -0.0208 0.7484 0.9461 1.359 Uiso 0.50 1 d PR . . O3 O 0.007(2) 0.656(3) 0.9657(8) 0.79(3) Uani 1 1 d . . . H3B H 0.0380 0.6567 0.9830 1.186 Uiso 1 1 d R . . H3A H -0.0284 0.6461 0.9774 1.186 Uiso 1 1 d R . . O4 O 0.5487(8) 0.3824(8) 0.8390(9) 0.52(2) Uani 1 1 d . . . H4B H 0.5647 0.4199 0.8401 0.787 Uiso 1 1 d R . . H4A H 0.5776 0.3570 0.8483 0.787 Uiso 1 1 d R . . O5 O 0.8535(10) 0.9262(6) 0.9631(5) 0.333(9) Uani 1 1 d . . . H5A H 0.8505 0.9578 0.9475 0.499 Uiso 1 1 d R . . H5B H 0.8249 0.9300 0.9814 0.499 Uiso 1 1 d R . . O6 O 0.309(2) 0.5156(12) 0.8161(11) 0.80(4) Uani 1 1 d D . . H6A H 0.2702 0.5012 0.8144 1.196 Uiso 1 1 d R . . O7 O 0.5000 0.7500 0.6624(13) 0.91(5) Uani 1 2 d S . . H7A H 0.4966 0.7360 0.6859 1.359 Uiso 0.50 1 d PR . . H7B H 0.4823 0.7242 0.6462 1.359 Uiso 0.50 1 d PR . . O8 O 0.4343(16) 0.748(2) 0.7962(8) 0.79(3) Uani 1 1 d . . . H8A H 0.4338 0.7822 0.7829 1.186 Uiso 1 1 d R . . H8B H 0.3952 0.7348 0.8007 1.186 Uiso 1 1 d R . . O9 O 0.219(3) 0.5000 0.7500 0.91(5) Uani 1 2 d S . . H9A H 0.2275 0.5397 0.7488 1.359 Uiso 0.50 1 d PR . . H9B H 0.2563 0.4833 0.7445 1.359 Uiso 0.50 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ru1 0.0726(6) 0.0679(6) 0.0726(6) 0.000 0.000 -0.0124(5) Ru2 0.0709(4) 0.0595(3) 0.0482(3) 0.0008(3) 0.0062(3) 0.0024(3) C1 0.080(6) 0.077(7) 0.095(6) -0.011(5) -0.020(5) -0.019(5) C2 0.106(8) 0.096(8) 0.109(8) -0.011(6) -0.003(5) -0.027(6) C3 0.118(8) 0.071(6) 0.141(9) -0.001(5) 0.004(5) -0.009(5) C4 0.139(9) 0.068(6) 0.101(7) 0.030(5) -0.016(5) -0.005(5) C5 0.071(5) 0.075(6) 0.073(5) 0.000(4) -0.002(4) -0.020(4) C6 0.109(7) 0.090(7) 0.081(6) 0.018(5) -0.010(5) -0.007(6) C7 0.177(11) 0.106(8) 0.106(8) 0.018(7) -0.055(8) -0.026(8) C8 0.167(11) 0.145(11) 0.095(8) 0.036(8) -0.053(7) -0.059(10) C9 0.124(8) 0.128(10) 0.107(8) 0.021(8) -0.046(7) -0.048(8) C10 0.091(7) 0.127(9) 0.101(7) -0.004(7) -0.017(6) -0.029(6) C11 0.054(6) 0.094(6) 0.096(7) 0.010(5) -0.020(5) -0.009(5) C12 0.074(6) 0.088(6) 0.098(7) 0.004(5) 0.006(6) 0.029(5) C13 0.063(6) 0.073(5) 0.096(7) 0.006(5) 0.015(5) -0.001(4) C14 0.072(5) 0.037(4) 0.083(6) 0.012(4) -0.007(4) -0.005(4) C15 0.061(4) 0.054(4) 0.052(4) 0.008(4) 0.006(3) -0.004(4) C16 0.068(5) 0.049(4) 0.095(6) 0.007(5) -0.011(4) 0.007(4) C17 0.077(8) 0.060(7) 0.061(7) 0.000 0.000 0.010(6) C18 0.074(7) 0.045(5) 0.059(6) 0.000 0.000 -0.006(6) C19 0.108(3) 0.063(2) 0.082(2) 0.001(2) 0.003(2) -0.005(2) C20 0.101(6) 0.058(4) 0.052(4) 0.003(4) 0.006(3) 0.013(6) C21 0.054(5) 0.093(6) 0.059(5) -0.002(4) -0.009(4) 0.011(5) C22 0.073(6) 0.109(7) 0.053(5) 0.005(4) -0.009(4) 0.006(5) C23 0.092(6) 0.068(5) 0.053(4) -0.002(4) 0.006(5) 0.002(5) C24 0.070(5) 0.053(5) 0.056(5) -0.008(4) 0.002(4) 0.004(4) C25 0.070(5) 0.044(4) 0.057(5) 0.004(3) 0.005(4) 0.002(4) C26 0.066(5) 0.043(4) 0.052(4) -0.004(3) 0.015(4) -0.004(3) C27 0.063(5) 0.039(4) 0.056(4) -0.001(3) 0.002(4) 0.004(3) C28 0.070(5) 0.051(5) 0.067(5) -0.002(4) -0.003(4) 0.002(4) C29 0.086(6) 0.066(5) 0.074(5) -0.003(5) -0.017(5) -0.001(4) C30 0.071(5) 0.060(4) 0.054(5) -0.002(4) 0.000(4) 0.014(4) C31 0.064(5) 0.039(4) 0.054(4) -0.006(3) 0.001(4) 0.002(4) C32 0.069(5) 0.045(4) 0.039(4) 0.002(3) 0.001(3) 0.000(4) C33 0.083(6) 0.052(4) 0.059(5) -0.012(4) 0.016(4) -0.009(4) C34 0.090(6) 0.056(5) 0.060(5) -0.010(4) 0.021(4) -0.010(4) C35 0.107(8) 0.115(8) 0.058(5) -0.010(5) 0.028(5) 0.007(6) C36 0.111(8) 0.094(7) 0.147(12) -0.007(8) 0.068(8) 0.002(6) C37 0.109(8) 0.097(7) 0.087(7) -0.015(6) 0.039(6) -0.010(6) C38 0.085(6) 0.094(7) 0.069(5) 0.007(5) 0.001(5) 0.009(5) C39 0.128(9) 0.069(6) 0.117(8) 0.012(6) 0.004(7) 0.019(6) C40 0.127(8) 0.049(5) 0.131(9) -0.002(6) 0.016(8) 0.006(5) C41 0.127(8) 0.056(6) 0.094(7) -0.017(5) 0.007(6) 0.008(5) C42 0.084(6) 0.064(5) 0.062(5) -0.005(4) 0.007(4) 0.001(4) C43 0.103(7) 0.070(6) 0.065(6) -0.010(5) 0.011(5) -0.004(5) C44 0.166(10) 0.097(7) 0.071(7) 0.000(6) 0.001(6) -0.031(7) C45 0.195(11) 0.124(10) 0.085(8) -0.003(8) 0.011(7) -0.031(9) C46 0.191(10) 0.110(8) 0.044(5) 0.005(6) -0.007(6) -0.007(7) C47 0.108(7) 0.086(6) 0.056(5) 0.021(4) 0.007(4) -0.004(5) C48 0.094(7) 0.086(6) 0.070(6) 0.002(5) 0.006(5) 0.017(5) C49 0.086(7) 0.106(8) 0.086(6) -0.018(5) 0.016(5) 0.024(6) C50 0.063(7) 0.145(11) 0.141(9) 0.000(9) 0.014(6) -0.002(5) C51 0.092(8) 0.089(7) 0.120(8) 0.007(6) 0.008(6) -0.019(4) C52 0.069(6) 0.090(7) 0.089(6) -0.018(5) 0.013(5) -0.003(5) C53 0.077(6) 0.062(5) 0.072(6) 0.010(4) 0.009(4) -0.009(4) C54 0.079(6) 0.075(6) 0.139(9) 0.011(6) 0.009(6) -0.003(5) C55 0.127(9) 0.078(7) 0.106(8) 0.020(5) 0.000(6) -0.035(6) C56 0.116(7) 0.071(5) 0.065(5) 0.025(5) -0.006(5) 0.002(5) C57 0.083(6) 0.062(5) 0.062(5) 0.004(4) 0.014(5) -0.004(4) C58 0.45(5) 0.52(8) 1.55(18) 0.65(11) -0.52(8) -0.13(5) F1 0.220(6) 0.94(5) 0.36(2) -0.33(3) 0.046(12) -0.183(18) F2 1.42(7) 0.183(11) 0.209(11) -0.069(8) -0.05(2) -0.07(2) F3 1.17(6) 0.257(15) 0.136(8) 0.034(7) -0.063(19) -0.02(2) F4 0.41(2) 0.43(2) 0.300(15) -0.174(13) 0.084(14) 0.020(15) F5 0.218(6) 0.89(4) 0.278(14) -0.08(2) -0.075(11) 0.250(16) F6 0.431(19) 0.383(18) 0.198(10) 0.085(9) 0.025(11) -0.071(15) F7 0.230(9) 0.47(2) 0.142(7) 0.070(9) -0.011(7) 0.049(11) F8 0.35(2) 0.111(10) 0.51(3) 0.000 -0.11(2) 0.000 F9 0.111(5) 0.280(11) 0.205(8) -0.018(7) -0.041(5) -0.010(5) F10 0.38(2) 0.134(3) 0.53(3) 0.000 -0.30(2) 0.000 F11 0.136(19) 0.29(4) 0.092(11) 0.027(14) 0.001(12) 0.08(2) F12 0.096(9) 0.17(2) 0.074(8) -0.008(10) 0.014(6) 0.001(11) F13 0.23(4) 0.20(2) 0.18(2) 0.032(16) -0.09(2) -0.14(2) F11' 0.132(15) 0.26(3) 0.170(18) -0.14(2) 0.042(13) -0.076(17) F12' 0.30(5) 0.141(17) 0.171(17) 0.073(12) 0.00(2) -0.10(3) F13' 0.133(17) 0.23(3) 0.173(16) -0.102(16) 0.030(13) 0.014(17) F14 0.258(13) 0.186(10) 0.67(3) 0.109(14) 0.024(16) 0.042(8) F15 0.40(3) 0.78(6) 0.60(4) -0.09(4) -0.25(3) 0.10(3) F17 0.38(3) 0.51(4) 1.49(10) -0.50(5) 0.15(4) -0.24(3) F19 0.73(4) 0.39(3) 0.40(3) 0.08(2) 0.21(2) -0.05(3) N1 0.076(4) 0.078(4) 0.076(4) 0.000(4) 0.002(4) -0.010(4) N2 0.084(5) 0.081(5) 0.071(5) 0.006(4) -0.004(4) -0.029(4) N3 0.086(5) 0.050(4) 0.081(5) 0.004(3) -0.006(4) -0.010(3) N4 0.086(5) 0.053(4) 0.054(4) 0.001(3) 0.012(3) -0.001(3) N5 0.059(4) 0.068(4) 0.062(4) 0.004(3) 0.011(3) 0.000(4) N6 0.076(4) 0.052(3) 0.044(3) 0.001(3) -0.002(3) -0.005(3) N7 0.075(5) 0.058(4) 0.055(4) 0.000(3) 0.007(3) -0.001(3) N8 0.077(4) 0.047(4) 0.064(4) -0.008(3) 0.015(3) -0.008(3) N9 0.072(4) 0.064(4) 0.057(4) 0.012(3) 0.022(4) -0.001(3) N10 0.072(4) 0.071(4) 0.056(4) 0.002(3) 0.006(3) 0.007(3) N11 0.068(4) 0.078(4) 0.063(4) -0.004(3) 0.011(3) 0.012(4) N12 0.075(5) 0.064(4) 0.045(4) 0.003(3) 0.001(4) 0.001(4) P1 0.255(5) 0.205(5) 0.140(3) -0.002(3) -0.032(4) 0.004(4) P2 0.113(3) 0.134(3) 0.113(4) 0.000 -0.047(3) 0.000 P3 0.092(3) 0.103(3) 0.091(2) 0.000 0.017(2) 0.000 P4 0.247(7) 0.203(6) 0.397(11) 0.044(6) 0.065(7) 0.078(5) S1 0.108(3) 0.063(2) 0.082(2) 0.001(2) 0.003(2) -0.005(2) S2 0.1144(19) 0.0814(14) 0.0659(15) -0.0043(11) 0.0213(12) -0.0132(12) F16 0.64(3) 0.66(3) 0.44(2) 0.35(3) 0.26(2) 0.52(3) F18 0.298(18) 0.89(5) 0.40(2) 0.06(3) 0.095(14) 0.27(3) O1 0.111(5) 0.203(9) 0.131(6) -0.047(6) 0.002(4) -0.030(5) O2 0.75(6) 1.59(15) 0.38(3) 0.000 0.000 -0.58(9) O3 0.79(4) 1.24(7) 0.35(2) -0.36(3) 0.03(3) -0.35(5) O4 0.295(18) 0.180(14) 1.10(7) 0.04(2) -0.03(2) -0.111(13) O5 0.50(3) 0.182(12) 0.320(18) -0.004(11) 0.084(17) -0.065(13) O6 0.87(9) 0.30(3) 1.22(11) 0.36(5) 0.13(7) -0.06(4) O7 0.75(6) 1.59(15) 0.38(3) 0.000 0.000 -0.58(9) O8 0.79(4) 1.24(7) 0.35(2) -0.36(3) 0.03(3) -0.35(5) O9 0.75(6) 1.59(15) 0.38(3) 0.000 0.000 -0.58(9) _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 Ru1 N2 2.021(7) . ? Ru1 N2 2.021(7) 6_664 ? Ru1 N3 2.049(7) 6_664 ? Ru1 N3 2.049(7) . ? Ru1 N1 2.057(6) 6_664 ? Ru1 N1 2.057(6) . ? Ru2 N11 2.030(6) . ? Ru2 N10 2.050(6) . ? Ru2 N9 2.051(5) . ? Ru2 N6 2.056(6) . ? Ru2 N12 2.067(6) . ? Ru2 N5 2.083(5) . ? C1 N1 1.315(9) . ? C1 C2 1.377(12) . ? C1 H1 0.9300 . ? C2 C3 1.371(12) . ? C2 H2 0.9300 . ? C3 C4 1.381(12) . ? C3 H3 0.9300 . ? C4 C5 1.384(11) . ? C4 H4 0.9300 . ? C5 N1 1.360(9) . ? C5 C6 1.498(11) . ? C6 N2 1.383(10) . ? C6 C7 1.433(12) . ? C7 C8 1.327(14) . ? C7 H7 0.9300 . ? C8 C9 1.303(15) . ? C8 H8 0.9300 . ? C9 C10 1.398(12) . ? C9 H9 0.9300 . ? C10 N2 1.336(10) . ? C10 H10 0.9300 . ? C11 N3 1.363(9) . ? C11 C12 1.375(11) . ? C11 H11 0.9300 . ? C12 C13 1.386(11) . ? C12 H12 0.9300 . ? C13 C14 1.423(10) . ? C13 H13 0.9300 . ? C14 C15 1.369(9) . ? C14 C16 1.438(10) . ? C15 N3 1.381(8) . ? C15 C15 1.424(13) 6_664 ? C16 C16 1.385(13) 6_664 ? C16 N4 1.409(9) . ? C17 N4 1.350(7) . ? C17 N4 1.350(7) 6_664 ? C17 C18 1.409(13) . ? C18 S1 1.630(6) 6_664 ? C18 C19 1.630(6) 6_664 ? C18 C19 1.630(6) . ? C19 C20 1.635(7) . ? C19 H19 0.9300 . ? C20 C20 1.301(13) 6_664 ? C20 H20 0.9300 . ? C21 N5 1.325(8) . ? C21 C22 1.352(9) . ? C21 H21 0.9300 . ? C22 C23 1.388(11) . ? C22 H22 0.9300 . ? C23 C24 1.381(10) . ? C23 H23 0.9300 . ? C24 C32 1.411(9) . ? C24 C25 1.418(10) . ? C25 C26 1.357(9) . ? C25 N7 1.404(8) . ? C26 N8 1.388(8) . ? C26 C27 1.457(9) . ? C27 C31 1.390(9) . ? C27 C28 1.431(9) . ? C28 C29 1.359(9) . ? C28 H28 0.9300 . ? C29 C30 1.390(9) . ? C29 H29 0.9300 . ? C30 N6 1.343(8) . ? C30 H30 0.9300 . ? C31 N6 1.357(7) . ? C31 C32 1.434(9) . ? C32 N5 1.362(8) . ? C33 N7 1.305(9) . ? C33 N8 1.397(9) . ? C33 C34 1.442(10) . ? C34 C35 1.373(11) . ? C34 S2 1.705(8) . ? C35 C36 1.459(12) . ? C35 H35 0.9300 . ? C36 C37 1.348(13) . ? C36 H36 0.9300 . ? C37 S2 1.674(9) . ? C37 H37 0.9300 . ? C38 N9 1.336(9) . ? C38 C39 1.368(12) . ? C38 H38 0.9300 . ? C39 C40 1.367(12) . ? C39 H39 0.9300 . ? C40 C41 1.324(11) . ? C40 H40 0.9300 . ? C41 C42 1.381(10) . ? C41 H41 0.9300 . ? C42 N9 1.371(8) . ? C42 C43 1.471(11) . ? C43 C44 1.353(11) . ? C43 N10 1.370(9) . ? C44 C45 1.387(13) . ? C44 H44 0.9300 . ? C45 C46 1.320(14) . ? C45 H45 0.9300 . ? C46 C47 1.357(11) . ? C46 H46 0.9300 . ? C47 N10 1.359(9) . ? C47 H47 0.9300 . ? C48 N11 1.348(9) . ? C48 C49 1.441(12) . ? C48 H48 0.9300 . ? C49 C50 1.365(12) . ? C49 H49 0.9300 . ? C50 C51 1.335(13) . ? C50 H50 0.9300 . ? C51 C52 1.371(11) . ? C51 H51 0.9300 . ? C52 N11 1.417(10) . ? C52 C53 1.419(11) . ? C53 N12 1.328(9) . ? C53 C54 1.366(10) . ? C54 C55 1.328(11) . ? C54 H54 0.9300 . ? C55 C56 1.376(11) . ? C55 H55 0.9300 . ? C56 C57 1.393(11) . ? C56 H56 0.9300 . ? C57 N12 1.337(9) . ? C57 H57 0.9300 . ? C58 O6 1.56(2) . ? C58 H58A 0.9600 . ? C58 H58B 0.9600 . ? C58 H58C 0.9600 . ? F1 P1 1.564(11) . ? F2 P1 1.521(11) . ? F3 P1 1.538(10) . ? F4 P1 1.597(10) . ? F5 P1 1.603(11) . ? F6 P1 1.564(10) . ? F7 P2 1.512(8) . ? F8 P2 1.495(11) . ? F9 P2 1.538(6) . ? F10 P2 1.599(11) . ? F11 P3 1.632(12) . ? F12 P3 1.598(12) . ? F13 P3 1.549(16) . ? F11' P3 1.584(16) . ? F12' P3 1.491(13) . ? F12' F12' 1.69(5) 7_646 ? F13' P3 1.546(12) . ? F14 P4 1.499(10) . ? F15 P4 1.692(15) . ? F17 P4 1.665(15) . ? F19 P4 1.633(14) . ? P2 F7 1.512(8) 7_546 ? P2 F9 1.538(6) 7_546 ? P3 F12' 1.491(13) 7_646 ? P3 F13' 1.546(12) 7_646 ? P3 F13 1.549(16) 7_646 ? P3 F11' 1.584(16) 7_646 ? P3 F12 1.598(12) 7_646 ? P3 F11 1.632(12) 7_646 ? P4 F16 1.517(11) . ? P4 F18 1.545(13) . ? O1 H1A 0.8499 . ? O1 H1B 0.8503 . ? O2 H2A 0.8500 . ? O2 H2B 0.8501 . ? O3 H3B 0.8500 . ? O3 H3A 0.8498 . ? O4 H4B 0.8500 . ? O4 H4A 0.8501 . ? O5 H5A 0.8501 . ? O5 H5B 0.8497 . ? O6 H6A 0.8499 . ? O7 H7A 0.8498 . ? O7 H7B 0.8502 . ? O8 H8A 0.8499 . ? O8 H8B 0.8500 . ? O9 H9A 0.8499 . ? O9 H9B 0.8500 . ? 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 N2 Ru1 N2 85.1(4) . 6_664 ? N2 Ru1 N3 174.0(3) . 6_664 ? N2 Ru1 N3 98.1(3) 6_664 6_664 ? N2 Ru1 N3 98.1(3) . . ? N2 Ru1 N3 174.0(3) 6_664 . ? N3 Ru1 N3 79.3(4) 6_664 . ? N2 Ru1 N1 98.4(3) . 6_664 ? N2 Ru1 N1 79.7(3) 6_664 6_664 ? N3 Ru1 N1 87.2(2) 6_664 6_664 ? N3 Ru1 N1 94.8(3) . 6_664 ? N2 Ru1 N1 79.7(3) . . ? N2 Ru1 N1 98.4(3) 6_664 . ? N3 Ru1 N1 94.8(3) 6_664 . ? N3 Ru1 N1 87.2(2) . . ? N1 Ru1 N1 177.5(4) 6_664 . ? N11 Ru2 N10 89.7(2) . . ? N11 Ru2 N9 95.7(2) . . ? N10 Ru2 N9 78.9(2) . . ? N11 Ru2 N6 171.9(2) . . ? N10 Ru2 N6 95.9(2) . . ? N9 Ru2 N6 91.0(2) . . ? N11 Ru2 N12 78.5(3) . . ? N10 Ru2 N12 97.2(2) . . ? N9 Ru2 N12 173.1(2) . . ? N6 Ru2 N12 95.0(2) . . ? N11 Ru2 N5 95.8(2) . . ? N10 Ru2 N5 172.5(2) . . ? N9 Ru2 N5 95.4(2) . . ? N6 Ru2 N5 79.2(2) . . ? N12 Ru2 N5 88.9(2) . . ? N1 C1 C2 122.0(9) . . ? N1 C1 H1 119.0 . . ? C2 C1 H1 119.0 . . ? C3 C2 C1 119.8(10) . . ? C3 C2 H2 120.1 . . ? C1 C2 H2 120.1 . . ? C2 C3 C4 120.3(9) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C3 C4 C5 115.8(9) . . ? C3 C4 H4 122.1 . . ? C5 C4 H4 122.1 . . ? N1 C5 C4 124.4(8) . . ? N1 C5 C6 113.7(7) . . ? C4 C5 C6 121.8(9) . . ? N2 C6 C7 121.5(9) . . ? N2 C6 C5 114.2(8) . . ? C7 C6 C5 124.3(9) . . ? C8 C7 C6 118.7(11) . . ? C8 C7 H7 120.7 . . ? C6 C7 H7 120.7 . . ? C9 C8 C7 121.0(11) . . ? C9 C8 H8 119.5 . . ? C7 C8 H8 119.5 . . ? C8 C9 C10 120.2(11) . . ? C8 C9 H9 119.9 . . ? C10 C9 H9 119.9 . . ? N2 C10 C9 123.3(10) . . ? N2 C10 H10 118.3 . . ? C9 C10 H10 118.3 . . ? N3 C11 C12 122.6(8) . . ? N3 C11 H11 118.7 . . ? C12 C11 H11 118.7 . . ? C11 C12 C13 120.7(8) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C12 C13 C14 117.3(8) . . ? C12 C13 H13 121.3 . . ? C14 C13 H13 121.3 . . ? C15 C14 C13 119.6(7) . . ? C15 C14 C16 117.1(7) . . ? C13 C14 C16 123.3(7) . . ? C14 C15 N3 122.6(6) . . ? C14 C15 C15 121.8(4) . 6_664 ? N3 C15 C15 115.6(4) . 6_664 ? C16 C16 N4 108.3(4) 6_664 . ? C16 C16 C14 121.0(4) 6_664 . ? N4 C16 C14 130.7(6) . . ? N4 C17 N4 114.2(9) . 6_664 ? N4 C17 C18 122.9(5) . . ? N4 C17 C18 122.9(5) 6_664 . ? C17 C18 S1 122.4(3) . 6_664 ? C17 C18 C19 122.4(3) . 6_664 ? S1 C18 C19 0.0(3) 6_664 6_664 ? C17 C18 C19 122.4(3) . . ? S1 C18 C19 115.1(6) 6_664 . ? C19 C18 C19 115.1(6) 6_664 . ? C18 C19 C20 96.0(4) . . ? C18 C19 H19 132.0 . . ? C20 C19 H19 132.0 . . ? C20 C20 C19 116.2(3) 6_664 . ? C20 C20 H20 121.9 6_664 . ? C19 C20 H20 121.9 . . ? N5 C21 C22 122.4(7) . . ? N5 C21 H21 118.8 . . ? C22 C21 H21 118.8 . . ? C21 C22 C23 120.6(8) . . ? C21 C22 H22 119.7 . . ? C23 C22 H22 119.7 . . ? C24 C23 C22 118.5(7) . . ? C24 C23 H23 120.8 . . ? C22 C23 H23 120.8 . . ? C23 C24 C32 118.2(7) . . ? C23 C24 C25 125.5(7) . . ? C32 C24 C25 116.1(7) . . ? C26 C25 N7 109.8(6) . . ? C26 C25 C24 122.5(7) . . ? N7 C25 C24 127.7(7) . . ? C25 C26 N8 108.2(6) . . ? C25 C26 C27 122.5(6) . . ? N8 C26 C27 129.3(7) . . ? C31 C27 C28 119.0(6) . . ? C31 C27 C26 115.6(6) . . ? C28 C27 C26 125.4(6) . . ? C29 C28 C27 116.6(7) . . ? C29 C28 H28 121.7 . . ? C27 C28 H28 121.7 . . ? C28 C29 C30 121.6(7) . . ? C28 C29 H29 119.2 . . ? C30 C29 H29 119.2 . . ? N6 C30 C29 122.6(6) . . ? N6 C30 H30 118.7 . . ? C29 C30 H30 118.7 . . ? N6 C31 C27 123.0(6) . . ? N6 C31 C32 115.3(6) . . ? C27 C31 C32 121.6(6) . . ? N5 C32 C24 121.2(6) . . ? N5 C32 C31 117.2(6) . . ? C24 C32 C31 121.7(7) . . ? N7 C33 N8 114.0(6) . . ? N7 C33 C34 123.4(7) . . ? N8 C33 C34 122.6(8) . . ? C35 C34 C33 129.2(8) . . ? C35 C34 S2 111.5(6) . . ? C33 C34 S2 119.3(7) . . ? C34 C35 C36 109.2(9) . . ? C34 C35 H35 125.4 . . ? C36 C35 H35 125.4 . . ? C37 C36 C35 114.8(9) . . ? C37 C36 H36 122.6 . . ? C35 C36 H36 122.6 . . ? C36 C37 S2 110.2(8) . . ? C36 C37 H37 124.9 . . ? S2 C37 H37 124.9 . . ? N9 C38 C39 123.5(8) . . ? N9 C38 H38 118.2 . . ? C39 C38 H38 118.2 . . ? C40 C39 C38 119.3(9) . . ? C40 C39 H39 120.4 . . ? C38 C39 H39 120.4 . . ? C41 C40 C39 118.7(8) . . ? C41 C40 H40 120.6 . . ? C39 C40 H40 120.6 . . ? C40 C41 C42 121.1(9) . . ? C40 C41 H41 119.4 . . ? C42 C41 H41 119.4 . . ? N9 C42 C41 121.0(7) . . ? N9 C42 C43 114.1(7) . . ? C41 C42 C43 124.8(8) . . ? C44 C43 N10 120.4(8) . . ? C44 C43 C42 124.9(8) . . ? N10 C43 C42 114.7(7) . . ? C43 C44 C45 120.0(10) . . ? C43 C44 H44 120.0 . . ? C45 C44 H44 120.0 . . ? C46 C45 C44 119.7(11) . . ? C46 C45 H45 120.1 . . ? C44 C45 H45 120.1 . . ? C45 C46 C47 120.0(10) . . ? C45 C46 H46 120.0 . . ? C47 C46 H46 120.0 . . ? C46 C47 N10 122.1(9) . . ? C46 C47 H47 118.9 . . ? N10 C47 H47 118.9 . . ? N11 C48 C49 120.3(8) . . ? N11 C48 H48 119.9 . . ? C49 C48 H48 119.9 . . ? C50 C49 C48 118.4(9) . . ? C50 C49 H49 120.8 . . ? C48 C49 H49 120.8 . . ? C51 C50 C49 120.7(10) . . ? C51 C50 H50 119.7 . . ? C49 C50 H50 119.7 . . ? C50 C51 C52 122.3(10) . . ? C50 C51 H51 118.9 . . ? C52 C51 H51 118.9 . . ? C51 C52 N11 118.7(8) . . ? C51 C52 C53 126.7(9) . . ? N11 C52 C53 114.5(7) . . ? N12 C53 C54 120.7(8) . . ? N12 C53 C52 115.9(7) . . ? C54 C53 C52 123.4(8) . . ? C55 C54 C53 120.2(8) . . ? C55 C54 H54 119.9 . . ? C53 C54 H54 119.9 . . ? C54 C55 C56 121.7(9) . . ? C54 C55 H55 119.1 . . ? C56 C55 H55 119.1 . . ? C55 C56 C57 115.2(9) . . ? C55 C56 H56 122.4 . . ? C57 C56 H56 122.4 . . ? N12 C57 C56 123.2(8) . . ? N12 C57 H57 118.4 . . ? C56 C57 H57 118.4 . . ? O6 C58 H58A 109.5 . . ? O6 C58 H58B 109.5 . . ? H58A C58 H58B 109.5 . . ? O6 C58 H58C 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? P3 F12' F12' 55.6(11) . 7_646 ? C1 N1 C5 117.6(7) . . ? C1 N1 Ru1 126.3(6) . . ? C5 N1 Ru1 116.1(5) . . ? C10 N2 C6 114.7(8) . . ? C10 N2 Ru1 129.1(7) . . ? C6 N2 Ru1 116.2(6) . . ? C11 N3 C15 117.2(7) . . ? C11 N3 Ru1 128.0(6) . . ? C15 N3 Ru1 114.8(5) . . ? C17 N4 C16 104.6(6) . . ? C21 N5 C32 119.0(6) . . ? C21 N5 Ru2 128.0(5) . . ? C32 N5 Ru2 113.0(5) . . ? C30 N6 C31 117.2(6) . . ? C30 N6 Ru2 127.6(4) . . ? C31 N6 Ru2 115.1(4) . . ? C33 N7 C25 104.4(6) . . ? C26 N8 C33 103.6(6) . . ? C38 N9 C42 116.1(6) . . ? C38 N9 Ru2 127.7(6) . . ? C42 N9 Ru2 116.2(5) . . ? C47 N10 C43 117.7(7) . . ? C47 N10 Ru2 126.4(5) . . ? C43 N10 Ru2 115.8(5) . . ? C48 N11 C52 119.3(7) . . ? C48 N11 Ru2 126.0(6) . . ? C52 N11 Ru2 114.7(5) . . ? C53 N12 C57 118.9(7) . . ? C53 N12 Ru2 116.1(5) . . ? C57 N12 Ru2 124.9(5) . . ? F2 P1 F3 93.2(7) . . ? F2 P1 F1 94.1(9) . . ? F3 P1 F1 89.8(10) . . ? F2 P1 F6 87.4(6) . . ? F3 P1 F6 178.1(11) . . ? F1 P1 F6 92.0(9) . . ? F2 P1 F4 177.0(9) . . ? F3 P1 F4 89.5(7) . . ? F1 P1 F4 84.6(8) . . ? F6 P1 F4 90.0(8) . . ? F2 P1 F5 89.4(9) . . ? F3 P1 F5 94.9(9) . . ? F1 P1 F5 174.0(10) . . ? F6 P1 F5 83.3(8) . . ? F4 P1 F5 91.7(8) . . ? F8 P2 F7 91.9(5) . 7_546 ? F8 P2 F7 91.9(5) . . ? F7 P2 F7 176.2(10) 7_546 . ? F8 P2 F9 92.9(4) . . ? F7 P2 F9 86.5(5) 7_546 . ? F7 P2 F9 93.4(5) . . ? F8 P2 F9 92.9(4) . 7_546 ? F7 P2 F9 93.4(5) 7_546 7_546 ? F7 P2 F9 86.5(5) . 7_546 ? F9 P2 F9 174.2(7) . 7_546 ? F8 P2 F10 180.000(6) . . ? F7 P2 F10 88.1(5) 7_546 . ? F7 P2 F10 88.1(5) . . ? F9 P2 F10 87.1(4) . . ? F9 P2 F10 87.1(4) 7_546 . ? F12' P3 F12' 69(2) 7_646 . ? F12' P3 F13' 94.7(10) 7_646 7_646 ? F12' P3 F13' 154(2) . 7_646 ? F12' P3 F13' 154(2) 7_646 . ? F12' P3 F13' 94.7(10) . . ? F13' P3 F13' 107(3) 7_646 . ? F12' P3 F13 110.4(11) 7_646 7_646 ? F12' P3 F13 154(2) . 7_646 ? F13' P3 F13 49.3(10) 7_646 7_646 ? F13' P3 F13 75.5(17) . 7_646 ? F12' P3 F13 154(2) 7_646 . ? F12' P3 F13 110.4(11) . . ? F13' P3 F13 75.5(17) 7_646 . ? F13' P3 F13 49.3(10) . . ? F13 P3 F13 81.5(15) 7_646 . ? F12' P3 F11' 110.8(17) 7_646 . ? F12' P3 F11' 90.7(11) . . ? F13' P3 F11' 76.3(13) 7_646 . ? F13' P3 F11' 88.4(8) . . ? F13 P3 F11' 112(2) 7_646 . ? F13 P3 F11' 44.1(9) . . ? F12' P3 F11' 90.7(11) 7_646 7_646 ? F12' P3 F11' 110.8(17) . 7_646 ? F13' P3 F11' 88.4(8) 7_646 7_646 ? F13' P3 F11' 76.3(13) . 7_646 ? F13 P3 F11' 44.1(9) 7_646 7_646 ? F13 P3 F11' 112(2) . 7_646 ? F11' P3 F11' 154(2) . 7_646 ? F12' P3 F12 44.7(10) 7_646 7_646 ? F12' P3 F12 106(2) . 7_646 ? F13' P3 F12 51.7(8) 7_646 7_646 ? F13' P3 F12 159(2) . 7_646 ? F13 P3 F12 86.9(9) 7_646 7_646 ? F13 P3 F12 116.7(17) . 7_646 ? F11' P3 F12 87.1(8) . 7_646 ? F11' P3 F12 99.6(10) 7_646 7_646 ? F12' P3 F12 106(2) 7_646 . ? F12' P3 F12 44.7(10) . . ? F13' P3 F12 159(2) 7_646 . ? F13' P3 F12 51.7(8) . . ? F13 P3 F12 116.7(17) 7_646 . ? F13 P3 F12 86.9(9) . . ? F11' P3 F12 99.6(10) . . ? F11' P3 F12 87.1(8) 7_646 . ? F12 P3 F12 149.8(18) 7_646 . ? F12' P3 F11 49.6(10) 7_646 7_646 ? F12' P3 F11 70.2(13) . 7_646 ? F13' P3 F11 114.9(11) 7_646 7_646 ? F13' P3 F11 106.9(16) . 7_646 ? F13 P3 F11 89.6(9) 7_646 7_646 ? F13 P3 F11 156(2) . 7_646 ? F11' P3 F11 156(2) . 7_646 ? F11' P3 F11 49.6(10) 7_646 7_646 ? F12 P3 F11 84.8(7) 7_646 7_646 ? F12 P3 F11 77.2(8) . 7_646 ? F12' P3 F11 70.2(13) 7_646 . ? F12' P3 F11 49.6(10) . . ? F13' P3 F11 106.9(16) 7_646 . ? F13' P3 F11 114.9(11) . . ? F13 P3 F11 156(2) 7_646 . ? F13 P3 F11 89.6(9) . . ? F11' P3 F11 49.6(10) . . ? F11' P3 F11 156(2) 7_646 . ? F12 P3 F11 77.2(8) 7_646 . ? F12 P3 F11 84.8(7) . . ? F11 P3 F11 107(2) 7_646 . ? F14 P4 F16 175.3(11) . . ? F14 P4 F18 93.4(10) . . ? F16 P4 F18 89.0(8) . . ? F14 P4 F19 89.5(9) . . ? F16 P4 F19 88.0(9) . . ? F18 P4 F19 176.8(11) . . ? F14 P4 F17 92.5(10) . . ? F16 P4 F17 91.4(11) . . ? F18 P4 F17 92.5(10) . . ? F19 P4 F17 88.8(11) . . ? F14 P4 F15 85.3(9) . . ? F16 P4 F15 90.6(11) . . ? F18 P4 F15 91.7(11) . . ? F19 P4 F15 87.1(9) . . ? F17 P4 F15 175.4(11) . . ? C37 S2 C34 94.3(5) . . ? H1A O1 H1B 107.7 . . ? H2A O2 H2B 107.7 . . ? H3B O3 H3A 107.7 . . ? H4B O4 H4A 107.6 . . ? H5A O5 H5B 109.5 . . ? C58 O6 H6A 105.5 . . ? H7A O7 H7B 110.6 . . ? H8A O8 H8B 110.9 . . ? H9A O9 H9B 102.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.592 _refine_diff_density_min -0.260 _refine_diff_density_rms 0.073 #===END