# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Sofia I Pascu' _publ_contact_author_email s.pascu@bath.ac.uk _publ_section_title ; Fluorescent Gallium and Indium bis(thiosemicarbazonates) and their Radiolabelled Analogues: Synthesis and Cellular Confocal Fluorescence Imaging Investigations ; _publ_author_name S.I.Pascu # Attachment '- Combined_cif_808724_808728.cif' #TrackingRef '- Combined_cif_808724_808728.cif' #========================================================================== ############################## ## denoted 1 in text ## ############################## data_compound_1 _database_code_depnum_ccdc_archive 'CCDC 808724' #TrackingRef '- Combined_cif_808724_808728.cif' _audit_creation_date 06-04-12 _audit_creation_method CRYSTALS_ver_12-03-99 # arc1614 #============================================================= # Diffractometer details #============================================================= _diffrn_measurement_device_type ; Nonius KappaCCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; KappaCCD software 'Collect' (Nonius, 2000) ; _computing_data_reduction ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; KappaCCD software 'DENZO' (Otwinowski & Minor, 1996) ; #============================================================= # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al, 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al, 2001) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? _exptl_crystal_thermal_history ; The material was crystallised at ambient temperature. A suitable crystal was cooled rapidly to 150K for single-crystal X-ray diffraction analysis. ; _refine_ls_matrix_type full _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_special_details ; The NH hydrogen atoms were located in a difference Fourier map and their coordinates and isotropic displacemnt parameters subsequently refined. Other hydrogen atoms were positioned geometrically, the preferred orientations of the methyl groups having been identified previously by examination of the Fourier map. ; #============================================================= _cell_length_a 7.4933(2) _cell_angle_alpha 71.9381(8) _cell_length_b 8.4063(2) _cell_angle_beta 88.2968(9) _cell_length_c 13.1279(3) _cell_angle_gamma 63.9387(11) _cell_volume 700.74(3) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'Cl ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 International_Tables_Vol_IV_Table_2.2B 'Ga ' 0.2307 1.6083 15.2354 3.0669 6.7006 0.2412 4.3591 10.7805 2.9623 61.4135 1.7189 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'S ' 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 2 _chemical_formula_sum ' C8 H14 Cl Ga N6 S2 ' _chemical_formula_moiety ' C8 H14 Cl Ga N6 S2 ' _chemical_compound_source ; synthesis described ; _chemical_formula_weight 363.54 _cell_measurement_reflns_used 3604 _cell_measurement_theta_min 5 _cell_measurement_theta_max 28 _cell_measurement_temperature 150 _exptl_crystal_description ' block ' _exptl_crystal_colour ' orange ' _exptl_crystal_size_min 0.16 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_max 0.30 _exptl_crystal_density_diffrn 1.723 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 368 _exptl_absorpt_coefficient_mu 2.443 _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.53 _exptl_absorpt_correction_T_max 0.68 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150 _diffrn_reflns_number 9604 _reflns_number_total 3143 _diffrn_reflns_av_R_equivalents 0.025 _diffrn_reflns_theta_min 5.123 _diffrn_reflns_theta_max 27.399 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.399 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _reflns_limit_h_min -9 _reflns_limit_h_max 9 _reflns_limit_k_min -10 _reflns_limit_k_max 10 _reflns_limit_l_min 0 _reflns_limit_l_max 16 _refine_diff_density_min -0.50 _refine_diff_density_max 0.41 _refine_ls_number_reflns 2664 _refine_ls_number_restraints 0 _refine_ls_number_parameters 171 #_refine_ls_R_factor_ref 0.0235 _refine_ls_wR_factor_ref 0.0279 _refine_ls_goodness_of_fit_ref 1.0651 #_reflns_number_all 3143 _refine_ls_R_factor_all 0.0294 _refine_ls_wR_factor_all 0.0312 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 2664 _refine_ls_R_factor_gt 0.0235 _refine_ls_wR_factor_gt 0.0279 _refine_ls_shift/su_max 0.017623 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.616 0.133 0.348 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 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_occupancy _atom_site_adp_type Ga1 Ga 0.05944(3) 0.67511(3) 0.196409(16) 0.0153 1.0000 Uani Cl1 Cl -0.14162(7) 0.77678(7) 0.31598(4) 0.0230 1.0000 Uani S1 S -0.11637(7) 0.87509(6) 0.02973(4) 0.0222 1.0000 Uani C1 C -0.2372(3) 0.7415(3) 0.01990(15) 0.0178 1.0000 Uani N1 N -0.1979(2) 0.5710(2) 0.08537(13) 0.0182 1.0000 Uani N2 N -0.0431(2) 0.5040(2) 0.16364(12) 0.0167 1.0000 Uani C2 C 0.0280(3) 0.3328(3) 0.22994(15) 0.0176 1.0000 Uani C3 C 0.2065(3) 0.2765(3) 0.30426(15) 0.0182 1.0000 Uani N3 N 0.2539(2) 0.4099(2) 0.29628(12) 0.0169 1.0000 Uani N4 N 0.4235(2) 0.3764(2) 0.35348(13) 0.0189 1.0000 Uani C4 C 0.4675(3) 0.5193(3) 0.31723(15) 0.0176 1.0000 Uani S2 S 0.33471(7) 0.72716(6) 0.20771(4) 0.0202 1.0000 Uani N5 N -0.3800(3) 0.8203(2) -0.06427(14) 0.0224 1.0000 Uani C5 C -0.4931(3) 0.7281(3) -0.08489(17) 0.0252 1.0000 Uani C6 C -0.0569(3) 0.2035(3) 0.22773(17) 0.0224 1.0000 Uani C7 C 0.3272(3) 0.0790(3) 0.37613(18) 0.0291 1.0000 Uani N6 N 0.6300(2) 0.5055(2) 0.36662(14) 0.0221 1.0000 Uani C8 C 0.7554(3) 0.3455(3) 0.45925(17) 0.0268 1.0000 Uani H1 H -0.413(4) 0.927(4) -0.099(2) 0.033(7) 1.0000 Uiso H2 H 0.662(4) 0.594(4) 0.344(2) 0.032(7) 1.0000 Uiso H51 H -0.5912 0.8115 -0.1514 0.0314 1.0000 Uiso H52 H -0.5666 0.7022 -0.0220 0.0314 1.0000 Uiso H53 H -0.3992 0.6072 -0.0955 0.0314 1.0000 Uiso H61 H 0.0203 0.0796 0.2854 0.0296 1.0000 Uiso H62 H -0.2004 0.2586 0.2407 0.0296 1.0000 Uiso H63 H -0.0477 0.1854 0.1556 0.0296 1.0000 Uiso H71 H 0.4402 0.0709 0.4195 0.0330 1.0000 Uiso H72 H 0.2403 0.0383 0.4259 0.0330 1.0000 Uiso H73 H 0.3820 -0.0047 0.3312 0.0330 1.0000 Uiso H81 H 0.8676 0.3653 0.4827 0.0318 1.0000 Uiso H82 H 0.6734 0.3320 0.5199 0.0318 1.0000 Uiso H83 H 0.8114 0.2290 0.4389 0.0318 1.0000 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ga1 0.01425(10) 0.01409(10) 0.01968(11) -0.00612(7) 0.00158(7) -0.00789(8) Cl1 0.0226(2) 0.0252(2) 0.0284(2) -0.01410(18) 0.00964(17) -0.01400(18) S1 0.0263(2) 0.0189(2) 0.0224(2) -0.00184(18) -0.00368(18) -0.01422(19) C1 0.0152(8) 0.0188(8) 0.0214(9) -0.0076(7) 0.0010(6) -0.0087(7) N1 0.0170(7) 0.0168(7) 0.0235(8) -0.0074(6) -0.0007(6) -0.0092(6) N2 0.0154(7) 0.0174(7) 0.0194(7) -0.0067(6) 0.0016(6) -0.0087(6) C2 0.0176(8) 0.0170(8) 0.0215(9) -0.0085(7) 0.0033(7) -0.0091(7) C3 0.0202(8) 0.0177(8) 0.0185(8) -0.0060(7) 0.0018(7) -0.0101(7) N3 0.0153(7) 0.0176(7) 0.0193(7) -0.0061(6) 0.0009(6) -0.0086(6) N4 0.0173(7) 0.0196(7) 0.0212(8) -0.0065(6) -0.0010(6) -0.0094(6) C4 0.0166(8) 0.0204(8) 0.0185(8) -0.0091(7) 0.0038(6) -0.0091(7) S2 0.0169(2) 0.0189(2) 0.0258(2) -0.00359(18) 0.00033(17) -0.01137(17) N5 0.0218(8) 0.0188(8) 0.0252(8) -0.0038(7) -0.0052(6) -0.0099(6) C5 0.0238(9) 0.0284(10) 0.0261(10) -0.0093(8) -0.0029(7) -0.0137(8) C6 0.0251(9) 0.0196(9) 0.0294(10) -0.0095(8) 0.0014(7) -0.0150(8) C7 0.0306(10) 0.0189(9) 0.0330(11) 0.0005(8) -0.0089(9) -0.0125(8) N6 0.0199(8) 0.0247(8) 0.0244(8) -0.0058(7) -0.0001(6) -0.0138(7) C8 0.0224(9) 0.0351(11) 0.0220(9) -0.0072(8) -0.0030(7) -0.0133(8) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ga1 . Cl1 . 2.2415(5) yes Ga1 . S1 . 2.3009(5) yes Ga1 . N2 . 2.0538(15) yes Ga1 . N3 . 2.0638(15) yes Ga1 . S2 . 2.3065(5) yes S1 . C1 . 1.7570(18) yes C1 . N1 . 1.327(2) yes C1 . N5 . 1.341(2) yes N1 . N2 . 1.363(2) yes N2 . C2 . 1.300(2) yes C2 . C3 . 1.483(2) yes C2 . C6 . 1.489(2) yes C3 . N3 . 1.292(2) yes C3 . C7 . 1.492(3) yes N3 . N4 . 1.367(2) yes N4 . C4 . 1.328(2) yes C4 . S2 . 1.7634(19) yes C4 . N6 . 1.339(2) yes N5 . C5 . 1.454(2) yes N5 . H1 . 0.80(3) no C5 . H51 . 1.000 no C5 . H52 . 1.000 no C5 . H53 . 1.000 no C6 . H61 . 1.000 no C6 . H62 . 1.000 no C6 . H63 . 1.000 no C7 . H71 . 1.000 no C7 . H72 . 1.000 no C7 . H73 . 1.000 no N6 . C8 . 1.454(3) yes N6 . H2 . 0.84(3) no C8 . H81 . 1.000 no C8 . H82 . 1.000 no C8 . H83 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag Cl1 . Ga1 . S1 . 105.13(2) yes Cl1 . Ga1 . N2 . 101.45(4) yes S1 . Ga1 . N2 . 82.47(4) yes Cl1 . Ga1 . N3 . 99.31(5) yes S1 . Ga1 . N3 . 150.19(5) yes N2 . Ga1 . N3 . 76.09(6) yes Cl1 . Ga1 . S2 . 108.891(19) yes S1 . Ga1 . S2 . 105.250(18) yes N2 . Ga1 . S2 . 145.07(4) yes N3 . Ga1 . S2 . 82.20(4) yes Ga1 . S1 . C1 . 94.64(6) yes S1 . C1 . N1 . 126.65(14) yes S1 . C1 . N5 . 115.75(14) yes N1 . C1 . N5 . 117.58(17) yes C1 . N1 . N2 . 111.39(15) yes Ga1 . N2 . N1 . 122.14(11) yes Ga1 . N2 . C2 . 117.00(12) yes N1 . N2 . C2 . 120.28(15) yes N2 . C2 . C3 . 113.66(16) yes N2 . C2 . C6 . 122.88(17) yes C3 . C2 . C6 . 123.40(16) yes C2 . C3 . N3 . 114.27(16) yes C2 . C3 . C7 . 122.11(16) yes N3 . C3 . C7 . 123.50(17) yes Ga1 . N3 . C3 . 117.05(13) yes Ga1 . N3 . N4 . 121.79(12) yes C3 . N3 . N4 . 121.14(16) yes N3 . N4 . C4 . 111.48(15) yes N4 . C4 . S2 . 126.38(14) yes N4 . C4 . N6 . 117.74(17) yes S2 . C4 . N6 . 115.87(14) yes Ga1 . S2 . C4 . 94.48(6) yes C1 . N5 . C5 . 122.81(17) yes C1 . N5 . H1 . 117(2) no C5 . N5 . H1 . 119(2) no N5 . C5 . H51 . 109.467 no N5 . C5 . H52 . 109.467 no H51 . C5 . H52 . 109.476 no N5 . C5 . H53 . 109.467 no H51 . C5 . H53 . 109.475 no H52 . C5 . H53 . 109.476 no C2 . C6 . H61 . 109.467 no C2 . C6 . H62 . 109.467 no H61 . C6 . H62 . 109.476 no C2 . C6 . H63 . 109.467 no H61 . C6 . H63 . 109.476 no H62 . C6 . H63 . 109.476 no C3 . C7 . H71 . 109.467 no C3 . C7 . H72 . 109.466 no H71 . C7 . H72 . 109.475 no C3 . C7 . H73 . 109.467 no H71 . C7 . H73 . 109.476 no H72 . C7 . H73 . 109.476 no C4 . N6 . C8 . 123.30(17) yes C4 . N6 . H2 . 118.9(19) no C8 . N6 . H2 . 117.8(19) no N6 . C8 . H81 . 109.467 no N6 . C8 . H82 . 109.467 no H81 . C8 . H82 . 109.476 no N6 . C8 . H83 . 109.467 no H81 . C8 . H83 . 109.476 no H82 . C8 . H83 . 109.476 no loop_ _geom_hbond_atom_site_label_d _geom_hbond_atom_site_label_h _geom_hbond_atom_site_label_a _geom_hbond_site_symmetry_a _geom_hbond_distance_dh _geom_hbond_distance_ha _geom_hbond_distance_da _geom_hbond_angle_dha _geom_hbond_publ_flag N6 H2 Cl1 1_655 0.84(3) 2.51(3) 3.3151(18) 161(3) yes #===END #========================================================================== ################################ ## denoted 3a and 3b in text ## ################################ data_Compounds_3a_and_3b _database_code_depnum_ccdc_archive 'CCDC 808725' #TrackingRef '- Combined_cif_808724_808728.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H14 Cl Ga N6 S2, C2 H6 O S' _chemical_formula_sum 'C18 H20 Cl Ga N6 O S3' _chemical_formula_weight 537.75 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.3928(3) _cell_length_b 23.1560(10) _cell_length_c 13.3698(6) _cell_angle_alpha 90.00 _cell_angle_beta 103.968(3) _cell_angle_gamma 90.00 _cell_volume 2221.07(17) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 26682 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 25.350 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.608 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1096 _exptl_absorpt_coefficient_mu 1.665 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7319 _exptl_absorpt_correction_T_max 0.9518 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method '229 1.4 degree images with \w scans' _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 24326 _diffrn_reflns_av_R_equivalents 0.1392 _diffrn_reflns_av_sigmaI/netI 0.0785 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.85 _diffrn_reflns_theta_max 25.38 _reflns_number_total 4051 _reflns_number_gt 2668 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinski & Minor, 1997)' _computing_data_reduction ; DENZO-SCALEPACK Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R. M. Sweet, Eds., Academic Press. ; _computing_structure_solution ; SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. , Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. (1999) J. Appl. Cryst. 32, 115-119 ; _computing_structure_refinement ; SHELXL97 -Program for Crystal Structure Analysis (Release 97-2). Sheldrick, G.M., Instit\"ut f\"ur Anorganische Chemie der Universit\"at, Tammanstrasse 4, D-3400 G\"ottingen, Germany, 1998 ; _computing_molecular_graphics 'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565' _computing_publication_material ; WinGX publication routines, Farrugia, L. J., J. Appl. Crystallogr., 1999, 32, 837-838 ; _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^)+(0.0279P)^2^+11.1132P] 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 4051 _refine_ls_number_parameters 303 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1208 _refine_ls_R_factor_gt 0.0726 _refine_ls_wR_factor_ref 0.1529 _refine_ls_wR_factor_gt 0.1364 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _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 Ga Ga 0.55769(11) 0.12632(3) 0.76843(7) 0.0404(2) Uani 1 1 d . . . Cl Cl 0.3019(2) 0.15708(8) 0.80977(15) 0.0465(5) Uani 1 1 d . A . S1 S 0.7338(3) 0.20549(9) 0.74828(15) 0.0489(5) Uani 1 1 d . A . N1 N 0.6179(9) 0.2702(3) 0.5853(5) 0.0589(18) Uani 1 1 d . . . H1A H 0.6888 0.2955 0.6258 0.071 Uiso 1 1 calc R . . N2 N 0.4820(8) 0.1806(3) 0.5663(5) 0.0540(17) Uani 1 1 d . . . N3 N 0.4716(8) 0.1308(3) 0.6146(5) 0.0497(16) Uani 1 1 d . A . N4 N 0.4496(18) 0.0029(6) 0.6987(15) 0.033(4) Uani 0.65(3) 1 d P A 1 N5 N 0.5466(18) 0.0433(5) 0.7682(13) 0.035(4) Uani 0.65(3) 1 d P A 1 S2 S 0.7339(8) 0.0823(4) 0.9377(10) 0.0410(18) Uani 0.65(3) 1 d P A 1 S2A S 0.7257(14) 0.0744(4) 0.891(3) 0.050(4) Uani 0.35(3) 1 d P A 2 N4A N 0.497(3) -0.0002(11) 0.760(3) 0.041(7) Uani 0.35(3) 1 d P A 2 N5A N 0.472(3) 0.0451(10) 0.699(2) 0.035(8) Uani 0.35(3) 1 d P A 2 N6 N 0.6401(8) -0.0306(3) 0.9007(5) 0.0477(16) Uani 1 1 d . A . H6A H 0.5853 -0.0597 0.8629 0.057 Uiso 1 1 calc R . . C1 C 0.5958(10) 0.2173(3) 0.6231(6) 0.0430(17) Uani 1 1 d . A . C2 C 0.5317(12) 0.2865(4) 0.4830(7) 0.074(3) Uani 1 1 d . . . H2A H 0.5563 0.2571 0.4352 0.111 Uiso 1 1 calc R . . H2B H 0.5820 0.3237 0.4675 0.111 Uiso 1 1 calc R . . H2C H 0.3969 0.2900 0.4753 0.111 Uiso 1 1 calc R . . C3 C 0.3790(10) 0.0867(4) 0.5577(7) 0.058(2) Uani 1 1 d . . . C4 C 0.2819(10) 0.0827(3) 0.4532(6) 0.0442(18) Uani 1 1 d . A . C5 C 0.2379(11) 0.1204(4) 0.3702(6) 0.056(2) Uani 1 1 d . . . H5 H 0.2795 0.1593 0.3768 0.067 Uiso 1 1 calc R A . C6 C 0.1323(12) 0.0997(5) 0.2781(7) 0.068(2) Uani 1 1 d . A . H6 H 0.1051 0.1260 0.2218 0.082 Uiso 1 1 calc R . . C7 C 0.0625(12) 0.0446(5) 0.2598(6) 0.064(2) Uani 1 1 d . . . H7 H -0.0131 0.0337 0.1946 0.076 Uiso 1 1 calc R A . C8 C 0.1093(10) 0.0040(4) 0.3447(7) 0.057(2) Uani 1 1 d . A . C9 C 0.2151(9) 0.0252(4) 0.4369(6) 0.0459(19) Uani 1 1 d . . . C10 C 0.0603(11) -0.0531(4) 0.3441(8) 0.067(3) Uani 1 1 d . . . H10 H -0.0109 -0.0689 0.2813 0.081 Uiso 1 1 calc R A . C11 C 0.1063(12) -0.0883(4) 0.4264(10) 0.073(3) Uani 1 1 d . A . H11 H 0.0657 -0.1274 0.4206 0.087 Uiso 1 1 calc R . . C12 C 0.2190(12) -0.0667(4) 0.5251(8) 0.068(3) Uani 1 1 d . . . H12 H 0.2539 -0.0906 0.5843 0.082 Uiso 1 1 calc R A . C13 C 0.2716(9) -0.0090(3) 0.5267(6) 0.0400(17) Uani 1 1 d . A . C14 C 0.3768(10) 0.0301(4) 0.6068(6) 0.0494(19) Uani 1 1 d . A . C15 C 0.6265(10) 0.0197(4) 0.8582(6) 0.049(2) Uani 1 1 d . . . C16 C 0.7387(12) -0.0429(4) 1.0060(7) 0.071(3) Uani 1 1 d . . . H16A H 0.8726 -0.0457 1.0102 0.107 Uiso 1 1 calc R A . H16B H 0.6942 -0.0796 1.0278 0.107 Uiso 1 1 calc R . . H16C H 0.7160 -0.0118 1.0511 0.107 Uiso 1 1 calc R . . S3 S 0.6249(3) 0.17337(11) 0.1340(2) 0.0829(9) Uani 1 1 d . . . O O 0.4372(8) 0.1510(2) 0.1477(6) 0.080(2) Uani 1 1 d . . . C21 C 0.7407(14) 0.1970(4) 0.2564(8) 0.086(3) Uani 1 1 d . . . H21A H 0.6542 0.2188 0.2872 0.129 Uiso 1 1 calc R . . H21B H 0.8451 0.2219 0.2510 0.129 Uiso 1 1 calc R . . H21C H 0.7881 0.1636 0.2999 0.129 Uiso 1 1 calc R . . C22 C 0.5777(12) 0.2414(4) 0.0755(8) 0.077(3) Uani 1 1 d . . . H22A H 0.5065 0.2366 0.0040 0.116 Uiso 1 1 calc R . . H22B H 0.6953 0.2612 0.0765 0.116 Uiso 1 1 calc R . . H22C H 0.5050 0.2645 0.1133 0.116 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 Ga 0.0370(4) 0.0293(4) 0.0563(5) -0.0021(4) 0.0138(4) -0.0003(3) Cl 0.0459(10) 0.0439(10) 0.0539(12) 0.0027(8) 0.0200(9) 0.0082(8) S1 0.0448(11) 0.0529(12) 0.0473(12) -0.0073(9) 0.0080(9) -0.0162(9) N1 0.053(4) 0.060(4) 0.065(5) 0.009(4) 0.017(4) 0.002(3) N2 0.037(4) 0.073(5) 0.051(4) -0.012(4) 0.008(3) 0.004(3) N3 0.035(3) 0.062(4) 0.052(4) -0.009(4) 0.011(3) 0.005(3) N4 0.021(6) 0.031(8) 0.045(10) -0.009(7) 0.004(6) 0.002(5) N5 0.035(6) 0.034(7) 0.036(10) -0.003(5) 0.010(7) -0.003(5) S2 0.0406(19) 0.031(3) 0.047(4) 0.000(2) 0.002(2) 0.0012(16) S2A 0.033(3) 0.036(4) 0.076(11) -0.024(5) 0.005(5) -0.006(3) N4A 0.027(11) 0.032(14) 0.055(18) -0.009(13) -0.007(12) 0.001(8) N5A 0.029(11) 0.032(13) 0.04(2) -0.007(9) 0.004(13) -0.002(8) N6 0.039(3) 0.042(4) 0.061(4) -0.016(3) 0.008(3) -0.003(3) C1 0.040(4) 0.047(4) 0.046(4) -0.002(4) 0.017(4) 0.006(3) C2 0.062(6) 0.101(7) 0.068(6) 0.029(6) 0.030(5) 0.018(5) C3 0.029(4) 0.072(6) 0.078(6) -0.028(5) 0.023(4) -0.005(4) C4 0.040(4) 0.042(4) 0.055(5) 0.002(4) 0.020(4) 0.002(3) C5 0.055(5) 0.057(5) 0.063(6) -0.001(4) 0.026(4) 0.003(4) C6 0.052(5) 0.094(7) 0.055(6) 0.003(5) 0.010(5) 0.007(5) C7 0.049(5) 0.105(8) 0.036(5) -0.006(5) 0.007(4) 0.011(5) C8 0.040(4) 0.067(6) 0.068(6) -0.027(5) 0.020(4) 0.004(4) C9 0.023(3) 0.075(5) 0.040(4) -0.019(4) 0.007(3) 0.005(3) C10 0.041(5) 0.074(7) 0.093(7) -0.035(6) 0.028(5) -0.015(5) C11 0.048(5) 0.045(5) 0.138(10) -0.028(6) 0.049(6) -0.009(4) C12 0.053(5) 0.068(6) 0.097(8) 0.013(5) 0.047(5) 0.009(5) C13 0.030(4) 0.044(4) 0.048(5) -0.003(3) 0.013(3) 0.004(3) C14 0.032(4) 0.071(6) 0.048(5) -0.001(5) 0.017(4) 0.010(4) C15 0.036(4) 0.062(5) 0.052(5) 0.015(4) 0.017(4) 0.019(4) C16 0.059(5) 0.082(7) 0.077(6) 0.040(5) 0.023(5) 0.024(5) S3 0.0606(15) 0.0583(14) 0.135(3) -0.0385(15) 0.0344(16) -0.0090(12) O 0.058(4) 0.051(3) 0.130(6) -0.013(4) 0.021(4) -0.020(3) C21 0.076(7) 0.050(5) 0.120(9) 0.001(5) 0.001(6) -0.022(5) C22 0.054(5) 0.088(7) 0.097(7) -0.005(6) 0.031(5) -0.020(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 Ga N5 1.924(11) . ? Ga N3 2.004(6) . ? Ga N5A 2.13(3) . ? Ga S2A 2.17(2) . ? Ga Cl 2.2121(19) . ? Ga S1 2.302(2) . ? Ga S2 2.537(9) . ? S1 C1 1.758(8) . ? N1 C1 1.351(9) . ? N1 C2 1.414(10) . ? N1 H1A 0.8800 . ? N2 C1 1.302(9) . ? N2 N3 1.332(9) . ? N3 C3 1.356(9) . ? N4 C14 1.37(2) . ? N4 N5 1.39(3) . ? N5 C15 1.324(19) . ? S2 C15 1.860(16) . ? S2A C15 1.478(15) . ? N4A N5A 1.32(5) . ? N4A C15 1.50(4) . ? N5A C14 1.30(3) . ? N6 C15 1.290(9) . ? N6 C16 1.448(10) . ? N6 H6A 0.8800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.412(11) . ? C3 C14 1.468(12) . ? C4 C5 1.388(10) . ? C4 C9 1.417(10) . ? C5 C6 1.375(11) . ? C5 H5 0.9500 . ? C6 C7 1.376(12) . ? C6 H6 0.9500 . ? C7 C8 1.450(12) . ? C7 H7 0.9500 . ? C8 C10 1.370(12) . ? C8 C9 1.382(10) . ? C9 C13 1.414(10) . ? C10 C11 1.346(13) . ? C10 H10 0.9500 . ? C11 C12 1.469(13) . ? C11 H11 0.9500 . ? C12 C13 1.389(11) . ? C12 H12 0.9500 . ? C13 C14 1.473(11) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? S3 O 1.532(6) . ? S3 C21 1.742(10) . ? S3 C22 1.757(10) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? 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 N5 Ga N3 92.7(6) . . ? N5 Ga N5A 26.9(6) . . ? N3 Ga N5A 67.0(9) . . ? N5 Ga S2A 57.6(4) . . ? N3 Ga S2A 142.1(7) . . ? N5A Ga S2A 84.2(6) . . ? N5 Ga Cl 106.5(3) . . ? N3 Ga Cl 99.25(17) . . ? N5A Ga Cl 102.2(4) . . ? S2A Ga Cl 110.9(6) . . ? N5 Ga S1 145.2(3) . . ? N3 Ga S1 83.5(2) . . ? N5A Ga S1 140.4(6) . . ? S2A Ga S1 107.1(3) . . ? Cl Ga S1 108.33(8) . . ? N5 Ga S2 67.2(4) . . ? N3 Ga S2 154.8(3) . . ? N5A Ga S2 94.1(7) . . ? S2A Ga S2 12.7(4) . . ? Cl Ga S2 101.1(2) . . ? S1 Ga S2 103.96(19) . . ? C1 S1 Ga 91.2(3) . . ? C1 N1 C2 122.5(8) . . ? C1 N1 H1A 118.7 . . ? C2 N1 H1A 118.7 . . ? C1 N2 N3 112.7(7) . . ? N2 N3 C3 117.5(7) . . ? N2 N3 Ga 120.1(5) . . ? C3 N3 Ga 121.9(6) . . ? C14 N4 N5 108.5(14) . . ? C15 N5 N4 112.0(13) . . ? C15 N5 Ga 113.7(10) . . ? N4 N5 Ga 133.5(16) . . ? C15 S2 Ga 75.3(5) . . ? C15 S2A Ga 95.5(13) . . ? N5A N4A C15 106(3) . . ? C14 N5A N4A 110(3) . . ? C14 N5A Ga 133.2(18) . . ? N4A N5A Ga 117(3) . . ? C15 N6 C16 125.0(7) . . ? C15 N6 H6A 117.5 . . ? C16 N6 H6A 117.5 . . ? N2 C1 N1 119.5(7) . . ? N2 C1 S1 126.8(6) . . ? N1 C1 S1 113.7(6) . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N3 C3 C4 132.2(9) . . ? N3 C3 C14 118.8(8) . . ? C4 C3 C14 109.0(7) . . ? C5 C4 C3 135.7(8) . . ? C5 C4 C9 117.5(7) . . ? C3 C4 C9 106.8(7) . . ? C6 C5 C4 118.1(8) . . ? C6 C5 H5 120.9 . . ? C4 C5 H5 120.9 . . ? C5 C6 C7 126.0(9) . . ? C5 C6 H6 117.0 . . ? C7 C6 H6 117.0 . . ? C6 C7 C8 117.0(8) . . ? C6 C7 H7 121.5 . . ? C8 C7 H7 121.5 . . ? C10 C8 C9 116.1(9) . . ? C10 C8 C7 127.5(9) . . ? C9 C8 C7 116.4(8) . . ? C8 C9 C13 123.1(8) . . ? C8 C9 C4 124.9(8) . . ? C13 C9 C4 112.0(6) . . ? C11 C10 C8 124.5(9) . . ? C11 C10 H10 117.8 . . ? C8 C10 H10 117.8 . . ? C10 C11 C12 120.3(8) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C13 C12 C11 116.0(8) . . ? C13 C12 H12 122.0 . . ? C11 C12 H12 122.0 . . ? C12 C13 C9 120.1(8) . . ? C12 C13 C14 134.3(8) . . ? C9 C13 C14 105.6(6) . . ? N5A C14 C3 96.9(12) . . ? N4 C14 C3 140.1(9) . . ? N5A C14 C13 156.5(13) . . ? N4 C14 C13 113.2(9) . . ? C3 C14 C13 106.5(7) . . ? N6 C15 N5 138.1(9) . . ? N6 C15 S2A 131.5(13) . . ? N5 C15 S2A 89.9(11) . . ? N6 C15 N4A 94.3(13) . . ? S2A C15 N4A 133.8(12) . . ? N6 C15 S2 118.4(6) . . ? N5 C15 S2 103.4(7) . . ? N4A C15 S2 146.6(11) . . ? N6 C16 H16A 109.5 . . ? N6 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N6 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O S3 C21 104.3(5) . . ? O S3 C22 105.5(4) . . ? C21 S3 C22 97.8(5) . . ? S3 C21 H21A 109.5 . . ? S3 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? S3 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? S3 C22 H22A 109.5 . . ? S3 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? S3 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.38 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.043 _refine_diff_density_min -0.650 _refine_diff_density_rms 0.108 #===END #========================================================================== ######################## ## denoted 4b in text ## ######################## data_complex_4b _database_code_depnum_ccdc_archive 'CCDC 808726' #TrackingRef '- Combined_cif_808724_808728.cif' _audit_creation_date 10-03-19 _audit_creation_method CRYSTALS_ver_12.80 _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 13.5804(2) _cell_length_b 13.9045(2) _cell_length_c 14.2719(3) _cell_angle_alpha 85.0325(8) _cell_angle_beta 78.5068(9) _cell_angle_gamma 78.8082(7) _cell_volume 2587.46(8) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Ga 0.2307 1.6083 15.2354 3.0669 6.7006 0.2412 4.3591 10.7805 2.9623 61.4135 1.7189 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 _chemical_formula_sum 'C40.00 H36.00 Cl2 Ga2 N12.00 S4' _chemical_formula_moiety 'C40.00 H36.00 Cl2 Ga2 N12.00 S4' _chemical_compound_source ? _chemical_formula_weight 1023.42 _cell_measurement_reflns_used 11684 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_max 0.30 _exptl_crystal_density_diffrn 1.314 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1040.000 _exptl_absorpt_coefficient_mu 1.345 # Sheldrick geometric approximatio 0.76 0.87 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.76 _exptl_absorpt_correction_T_max 0.87 _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w _computing_data_collection 'Nonius (1997-2001). COLLECT.' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time ? _diffrn_standards_interval_count ? _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 150 _diffrn_reflns_number 11684 _reflns_number_total 11684 _diffrn_reflns_av_R_equivalents 0.014 # Number of reflections with Friedels Law is 11684 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 11884 _diffrn_reflns_theta_min 5.118 _diffrn_reflns_theta_max 27.501 _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.000 _diffrn_measured_fraction_theta_full 0.990 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _reflns_limit_h_min -17 _reflns_limit_h_max 17 _reflns_limit_k_min -17 _reflns_limit_k_max 18 _reflns_limit_l_min 0 _reflns_limit_l_max 18 _oxford_diffrn_Wilson_B_factor 3.57 _oxford_diffrn_Wilson_scale 2.74 _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.65 _refine_diff_density_max 1.64 _refine_ls_number_reflns 7921 _refine_ls_number_restraints 244 _refine_ls_number_parameters 613 #_refine_ls_R_factor_ref 0.0748 _refine_ls_wR_factor_ref 0.0889 _refine_ls_goodness_of_fit_ref 1.0999 #_reflns_number_all 11684 _refine_ls_R_factor_all 0.1010 _refine_ls_wR_factor_all 0.1093 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 7921 _refine_ls_R_factor_gt 0.0748 _refine_ls_wR_factor_gt 0.0889 _refine_ls_shift/su_max 0.019294 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_hydrogen_treatment noref _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 2.61 1.03 1.75 ; _exptl_special_details ; Treatment of rezidual electron density using the SQUEEZE procedure (P. v.d. Sluis & A. L. Spek, Acta Crystallogr. 1990, A46, 194.), implemented in PLATON (PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands, A. L. Spek, 1998.). The fourier difference map indicated the presence of diffuse electron density believed to be approximately 1.5 molecules of highly disordered THF per asymmetric unit. Platon squeeze was used leaving a void of ca 626 A**3. Identification of the crystalising solvent as THF is reliant upon additional chemical evidence from NMR; it cannot be deduced from the X-ray data alone. Because from this analysis it is unclear exactly how many molecules of solvent are present, the formula given for the crystal structure and associated parametres such as formula weight, denisty F(000)are those emerging post-SQUEEZE treatment. Two of the allyl groups were disordered over more than two positions and refinement was performed using similarity restrains (244) in order to achieve convergence. ; # Check this file using the IUCr facility at: # http://checkcif.iucr.org/ # The content below is held in the file 'script/refcif.dat'. This is a text # file which you may edit to reflect local conditions. # Items which need looking at are represented by a '?'. # Items for which there are choices are prefixed with 'choose from'. # Insert your own references if required - in alphabetical order _publ_section_references ; P. v.d. Sluis & A. L. Spek, Acta Crystallogr. 1990, A46, 194. PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands, A. L. Spek, 1998. Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Nonius BV, COLLECT Software, 1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K., Carruthers, J.R., Betteridge, P.W. & Cooper R.I. (2001) CRYSTALS Issue 11. Chemical Crystallography Laboratory, OXFORD, UK. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Ga1 Ga 0.58850(5) 0.29399(4) 0.36478(4) 0.0444 1.0000 Uani . . . . . . Ga2 Ga 0.96537(5) -0.07461(5) 0.20235(4) 0.0528 1.0000 Uani . . . . . . Cl1 Cl 0.72985(10) 0.33994(9) 0.38944(10) 0.0504 1.0000 Uani . . . . . . Cl2 Cl 0.82215(14) -0.11493(11) 0.17886(11) 0.0623 1.0000 Uani . . . . . . S1 S 0.61229(13) 0.30527(11) 0.18424(11) 0.0578 1.0000 Uani . . . . . . S2 S 0.45224(11) 0.41189(10) 0.41384(12) 0.0527 1.0000 Uani . . . . . . S3 S 0.98917(14) 0.06761(12) 0.08552(12) 0.0653 1.0000 Uani . . . . . . S4 S 1.09546(16) -0.20049(13) 0.15165(11) 0.0701 1.0000 Uani . . . . . . N1 N 0.6304(4) 0.1660(3) 0.3113(3) 0.0448 1.0000 Uani . U . . . . N2 N 0.6550(3) 0.0721(3) 0.3462(3) 0.0431 1.0000 Uani . U . . . . N3 N 0.5415(3) 0.2240(3) 0.4924(3) 0.0454 1.0000 Uani . U . . . . N4 N 0.4817(4) 0.2784(3) 0.5645(3) 0.0501 1.0000 Uani . U . . . . N5 N 0.6924(4) 0.1114(4) 0.1568(3) 0.0541 1.0000 Uani . U . . . . N6 N 0.3773(5) 0.4246(4) 0.5969(4) 0.0669 1.0000 Uani . U . . . . N7 N 0.9254(4) 0.0530(4) 0.2634(3) 0.0535 1.0000 Uani . U . . . . N8 N 0.8853(4) 0.0841(4) 0.3523(3) 0.0528 1.0000 Uani . U . . . . N9 N 0.9747(5) -0.1370(4) 0.3342(4) 0.0704 1.0000 Uani . U . . . . N10 N 1.0029(8) -0.2383(7) 0.3385(6) 0.0690 0.6667 Uani . U . . . . N11 N 1.0884(8) -0.3705(7) 0.2543(6) 0.0743 0.6667 Uani . U . . . . N12 N 0.8941(4) 0.2176(4) 0.2003(3) 0.0560 1.0000 Uani . U . . . . N13 N 1.0517(17) -0.2221(15) 0.3468(13) 0.0724 0.3333 Uani . U . . . . N14 N 1.1732(16) -0.3383(15) 0.2729(13) 0.0776 0.3333 Uani . U . . . . C1 C 0.6496(4) 0.1818(4) 0.2144(4) 0.0491 1.0000 Uani . U . . . . C2 C 0.6291(4) 0.0597(3) 0.4389(3) 0.0380 1.0000 Uani . . . . . . C3 C 0.5715(4) 0.1304(4) 0.5114(3) 0.0397 1.0000 Uani . . . . . . C4 C 0.4396(5) 0.3652(4) 0.5337(4) 0.0553 1.0000 Uani . U . . . . C5 C 0.6469(4) -0.0368(4) 0.4887(3) 0.0398 1.0000 Uani . . . . . . C6 C 0.6936(4) -0.1279(4) 0.4594(4) 0.0432 1.0000 Uani . . . . . . C7 C 0.6981(4) -0.2063(4) 0.5293(4) 0.0496 1.0000 Uani . . . . . . C8 C 0.6572(5) -0.1945(4) 0.6245(4) 0.0501 1.0000 Uani . . . . . . C9 C 0.5564(5) -0.0739(5) 0.7516(4) 0.0548 1.0000 Uani . . . . . . C10 C 0.5089(5) 0.0202(5) 0.7689(4) 0.0569 1.0000 Uani . . . . . . C11 C 0.5068(4) 0.0959(4) 0.6957(4) 0.0492 1.0000 Uani . . . . . . C12 C 0.5544(4) 0.0733(4) 0.6043(3) 0.0414 1.0000 Uani . . . . . . C13 C 0.6028(4) -0.0237(4) 0.5855(4) 0.0426 1.0000 Uani . . . . . . C14 C 0.6058(4) -0.1006(4) 0.6564(4) 0.0454 1.0000 Uani . . . . . . C15 C 1.111(2) -0.2517(18) 0.2645(16) 0.0744 0.3333 Uani . U . . . . C16 C 0.9344(4) -0.0927(5) 0.4145(4) 0.0559 1.0000 Uani . . . . . . C17 C 0.8913(4) 0.0117(5) 0.4184(4) 0.0528 1.0000 Uani . . . . . . C18 C 0.9294(5) 0.1230(4) 0.1915(4) 0.0530 1.0000 Uani . U . . . . C19 C 0.9264(4) -0.1366(4) 0.5147(4) 0.0496 1.0000 Uani . . . . . . C20 C 0.9546(5) -0.2267(5) 0.5571(4) 0.0592 1.0000 Uani . . . . . . C21 C 0.9283(5) -0.2363(5) 0.6584(4) 0.0582 1.0000 Uani . . . . . . C22 C 0.8780(5) -0.1602(5) 0.7154(4) 0.0543 1.0000 Uani . . . . . . C23 C 0.8003(5) 0.0219(5) 0.7192(4) 0.0618 1.0000 Uani . . . . . . C24 C 0.7793(5) 0.1090(6) 0.6673(5) 0.0654 1.0000 Uani . . . . . . C25 C 0.8051(5) 0.1161(5) 0.5668(5) 0.0573 1.0000 Uani . . . . . . C26 C 0.8544(4) 0.0327(5) 0.5189(4) 0.0507 1.0000 Uani . . . . . . C27 C 0.8767(4) -0.0571(4) 0.5719(4) 0.0472 1.0000 Uani . . . . . . C404 C 1.0568(10) -0.2738(9) 0.2568(7) 0.0701 0.6667 Uani . U . . . . C28 C 0.8509(4) -0.0655(5) 0.6714(4) 0.0505 1.0000 Uani . . . . . . C101 C 0.7125(5) 0.1228(5) 0.0511(4) 0.0619 1.0000 Uani D U . . . . C102 C 0.6566(9) 0.0616(8) 0.0115(8) 0.0630 0.5000 Uani D U . . . . C103 C 0.6911(11) -0.0200(8) -0.0299(8) 0.0644 0.5000 Uani D U . . . . C104 C 0.6264(8) 0.1183(10) 0.0056(8) 0.0659 0.5000 Uani D U . . . . C105 C 0.5878(11) 0.1820(10) -0.0543(9) 0.0699 0.5000 Uani D U . . . . C204 C 0.3617(5) 0.4011(5) 0.6984(6) 0.0796 1.0000 Uani D U . . . . C205 C 0.2724(5) 0.3544(6) 0.7286(6) 0.0908 1.0000 Uani D U . . . . C206 C 0.1902(7) 0.3866(7) 0.7877(7) 0.0996 1.0000 Uani D U . . . . C301 C 0.8980(5) 0.2910(5) 0.1224(5) 0.0647 1.0000 Uani D U . . . . C302 C 0.9747(9) 0.3517(9) 0.1203(11) 0.0695 0.5000 Uani D U . . . . C303 C 1.0168(11) 0.4280(8) 0.1114(11) 0.0733 0.5000 Uani D U . . . . C304 C 1.0618(8) -0.4398(9) 0.3358(7) 0.0800 0.6667 Uani D U . . . . C305 C 1.1280(6) -0.4465(5) 0.4058(5) 0.0848 1.0000 Uani D U . . . . C306 C 1.1643(7) -0.5255(6) 0.4507(6) 0.0914 1.0000 Uani D U . . . . C402 C 0.9979(6) 0.3198(11) 0.0947(9) 0.0681 0.5000 Uani D U . . . . C403 C 1.0592(11) 0.3159(11) 0.0133(8) 0.0718 0.5000 Uani D U . . . . C405 C 1.2040(14) -0.3874(15) 0.3609(16) 0.0815 0.3333 Uani D U . . . . H61 H 0.7230 -0.1384 0.3941 0.0611 1.0000 Uiso . . . . . . H71 H 0.7306 -0.2704 0.5096 0.0701 1.0000 Uiso . . . . . . H81 H 0.6623 -0.2478 0.6694 0.0729 1.0000 Uiso . . . . . . H91 H 0.5583 -0.1218 0.8017 0.0760 1.0000 Uiso . . . . . . H101 H 0.4755 0.0348 0.8316 0.0798 1.0000 Uiso . . . . . . H111 H 0.4741 0.1615 0.7103 0.0689 1.0000 Uiso . . . . . . H201 H 0.9880 -0.2824 0.5207 0.0812 1.0000 Uiso . . . . . . H211 H 0.9482 -0.2996 0.6888 0.0800 1.0000 Uiso . . . . . . H221 H 0.8607 -0.1703 0.7832 0.0769 1.0000 Uiso . . . . . . H231 H 0.7826 0.0192 0.7868 0.0831 1.0000 Uiso . . . . . . H241 H 0.7458 0.1659 0.7008 0.0900 1.0000 Uiso . . . . . . H251 H 0.7911 0.1767 0.5316 0.0831 1.0000 Uiso . . . . . . H1051 H 0.6036 0.2409 -0.0780 0.0931 0.5000 Uiso . . . . . . H1052 H 0.5235 0.1677 -0.0774 0.0931 0.5000 Uiso . . . . . . H2051 H 0.2762 0.2926 0.7001 0.1193 1.0000 Uiso . . . . . . H2061 H 0.1781 0.4545 0.8135 0.1283 1.0000 Uiso . . . . . . H2062 H 0.1264 0.3582 0.7993 0.1283 1.0000 Uiso . . . . . . H3061 H 1.2094 -0.5250 0.4968 0.1258 1.0000 Uiso . . . . . . H3062 H 1.1436 -0.5881 0.4428 0.1255 1.0000 Uiso . . . . . . H1 H 0.8656 0.2367 0.2589 0.0823 1.0000 Uiso . . . . . . H2 H 0.9047 0.2613 0.0600 0.1129 1.0000 Uiso . . . . . . H3 H 1.1034 -0.3911 0.1934 0.1341 0.6667 Uiso . . . . . . H4 H 0.3422 0.4796 0.5764 0.0922 1.0000 Uiso . . . . . . H5 H 0.8345 0.3381 0.1263 0.1132 1.0000 Uiso . . . . . . H1041 H 0.5968 0.0571 0.0260 0.0739 0.5000 Uiso . . . . . . H1021 H 0.5818 0.0876 0.0175 0.0709 0.5000 Uiso . . . . . . H1031 H 0.7687 -0.0537 -0.0400 0.0717 0.5000 Uiso . . . . . . H1032 H 0.6469 -0.0601 -0.0556 0.0717 0.5000 Uiso . . . . . . H1011 H 0.7343 0.1878 0.0309 0.0700 0.5000 Uiso . . . . . . H1012 H 0.7716 0.0692 0.0239 0.0700 0.5000 Uiso . . . . . . H1013 H 0.7893 0.1012 0.0455 0.0700 0.5000 Uiso . . . . . . H1014 H 0.6781 0.1851 0.0797 0.0700 0.5000 Uiso . . . . . . H3021 H 0.9441 0.3742 0.2002 0.0803 0.5000 Uiso . . . . . . H3031 H 1.0560 0.4597 0.1355 0.0834 0.5000 Uiso . . . . . . H3032 H 1.0635 0.4180 0.0230 0.0834 0.5000 Uiso . . . . . . H4021 H 1.0196 0.3513 0.1505 0.0777 0.5000 Uiso . . . . . . H4031 H 1.1240 0.3412 -0.0026 0.0804 0.5000 Uiso . . . . . . H4032 H 1.0346 0.2913 -0.0444 0.0804 0.5000 Uiso . . . . . . H6 H 1.2041 -0.3730 0.2097 0.0910 0.3333 Uiso . . . . . . H4051 H 1.2745 -0.4285 0.3487 0.0948 0.3333 Uiso . . . . . . H4052 H 1.2060 -0.3347 0.4071 0.0948 0.3333 Uiso . . . . . . H7 H 0.7136 0.0455 0.1840 0.0500 1.0000 Uiso . . . . . . H2041 H 0.3501 0.4623 0.7349 0.0901 1.0000 Uiso . . . . . . H2042 H 0.4231 0.3551 0.7157 0.0901 1.0000 Uiso . . . . . . H3051 H 1.1468 -0.3832 0.4195 0.0962 0.6667 Uiso . . . . . . H3052 H 1.0541 -0.4269 0.4010 0.0962 0.3333 Uiso . . . . . . H3041 H 1.0703 -0.5062 0.3102 0.0911 0.6667 Uiso . . . . . . H3042 H 0.9901 -0.4177 0.3675 0.0911 0.6667 Uiso . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ga1 0.0496(3) 0.0324(3) 0.0478(3) 0.0031(2) -0.0025(2) -0.0081(2) Ga2 0.0688(4) 0.0463(3) 0.0332(3) -0.0050(2) 0.0073(3) -0.0016(3) Cl1 0.0481(7) 0.0398(6) 0.0597(8) -0.0030(5) -0.0033(6) -0.0064(5) Cl2 0.0808(10) 0.0512(8) 0.0504(7) -0.0072(6) 0.0006(7) -0.0124(7) S1 0.0701(9) 0.0487(7) 0.0496(7) 0.0138(6) -0.0081(7) -0.0089(7) S2 0.0499(7) 0.0340(6) 0.0701(9) 0.0045(6) -0.0043(6) -0.0077(5) S3 0.0753(10) 0.0561(9) 0.0510(8) -0.0028(6) 0.0096(7) -0.0007(8) S4 0.0908(12) 0.0615(9) 0.0377(7) -0.0010(6) 0.0080(7) 0.0143(8) N1 0.0550(17) 0.0426(15) 0.0351(14) 0.0045(12) -0.0031(13) -0.0132(14) N2 0.0535(18) 0.0409(16) 0.0341(16) 0.0025(13) -0.0034(14) -0.0135(15) N3 0.0510(18) 0.0358(16) 0.0493(18) -0.0074(14) -0.0009(15) -0.0138(14) N4 0.0552(17) 0.0394(14) 0.0542(17) -0.0100(13) 0.0009(14) -0.0126(13) N5 0.0651(18) 0.0563(17) 0.0380(15) 0.0024(13) -0.0006(14) -0.0155(15) N6 0.074(2) 0.0480(17) 0.0719(19) -0.0150(15) 0.0041(17) -0.0072(16) N7 0.0589(18) 0.0529(17) 0.0418(15) 0.0021(13) -0.0007(14) -0.0040(15) N8 0.057(2) 0.0513(19) 0.0439(17) -0.0006(15) -0.0003(16) -0.0046(17) N9 0.085(3) 0.068(2) 0.0479(19) 0.0042(18) -0.001(2) -0.002(2) N10 0.082(3) 0.067(2) 0.049(2) 0.0034(19) -0.004(2) -0.005(2) N11 0.086(3) 0.068(2) 0.059(2) 0.004(2) -0.006(2) -0.003(2) N12 0.0631(18) 0.0531(16) 0.0462(16) 0.0033(14) -0.0035(15) -0.0066(15) N13 0.086(3) 0.069(3) 0.051(2) 0.005(2) -0.002(2) -0.001(2) N14 0.088(3) 0.073(3) 0.059(3) 0.006(2) -0.005(3) 0.002(2) C1 0.0590(18) 0.0498(16) 0.0368(14) 0.0050(13) -0.0030(14) -0.0146(15) C2 0.044(3) 0.034(2) 0.035(2) -0.0022(17) -0.0039(19) -0.0081(19) C3 0.043(3) 0.038(2) 0.039(2) -0.0008(19) -0.0050(19) -0.013(2) C4 0.0614(18) 0.0409(15) 0.0611(18) -0.0108(14) 0.0008(16) -0.0117(15) C5 0.046(3) 0.041(2) 0.033(2) 0.0013(18) -0.0044(19) -0.014(2) C6 0.048(3) 0.037(2) 0.045(3) -0.002(2) -0.007(2) -0.008(2) C7 0.055(3) 0.038(3) 0.056(3) 0.002(2) -0.009(2) -0.012(2) C8 0.057(3) 0.041(3) 0.053(3) 0.013(2) -0.013(2) -0.014(2) C9 0.069(4) 0.059(3) 0.040(3) 0.013(2) -0.011(3) -0.026(3) C10 0.068(4) 0.069(4) 0.034(2) -0.005(2) 0.003(2) -0.024(3) C11 0.057(3) 0.053(3) 0.038(2) -0.008(2) -0.001(2) -0.017(3) C12 0.047(3) 0.042(3) 0.034(2) -0.0007(19) -0.003(2) -0.012(2) C13 0.047(3) 0.045(3) 0.037(2) 0.003(2) -0.008(2) -0.014(2) C14 0.054(3) 0.043(3) 0.041(3) 0.008(2) -0.007(2) -0.018(2) C15 0.087(3) 0.071(3) 0.054(3) 0.005(2) -0.003(3) 0.001(3) C16 0.050(3) 0.081(4) 0.031(2) -0.001(2) 0.004(2) -0.011(3) C17 0.049(3) 0.069(4) 0.037(3) 0.005(2) -0.003(2) -0.012(3) C18 0.0586(18) 0.0521(16) 0.0423(16) 0.0035(14) -0.0021(15) -0.0056(15) C19 0.047(3) 0.062(3) 0.034(2) 0.003(2) -0.001(2) -0.006(3) C20 0.063(4) 0.064(4) 0.045(3) 0.001(3) -0.006(3) -0.004(3) C21 0.063(4) 0.062(4) 0.046(3) 0.017(3) -0.011(3) -0.010(3) C22 0.054(3) 0.076(4) 0.033(2) 0.011(2) -0.007(2) -0.018(3) C23 0.060(4) 0.079(4) 0.038(3) -0.003(3) 0.003(2) -0.006(3) C24 0.057(4) 0.076(4) 0.059(4) -0.012(3) -0.008(3) -0.002(3) C25 0.058(3) 0.052(3) 0.060(3) 0.004(3) -0.014(3) -0.004(3) C26 0.045(3) 0.068(4) 0.038(3) 0.012(2) -0.007(2) -0.015(3) C27 0.043(3) 0.056(3) 0.040(3) 0.004(2) -0.002(2) -0.010(2) C404 0.083(3) 0.067(2) 0.052(2) 0.003(2) -0.005(2) -0.005(2) C28 0.045(3) 0.070(4) 0.033(2) 0.004(2) -0.003(2) -0.011(3) C101 0.074(2) 0.068(2) 0.0408(16) 0.0015(16) 0.0010(16) -0.0178(18) C102 0.075(3) 0.071(3) 0.041(2) 0.002(2) 0.000(2) -0.019(2) C103 0.077(3) 0.072(3) 0.042(3) 0.001(3) 0.000(3) -0.021(3) C104 0.078(3) 0.071(3) 0.046(2) -0.001(2) -0.001(2) -0.018(2) C105 0.082(3) 0.074(3) 0.050(3) 0.000(3) -0.003(3) -0.017(3) C204 0.088(2) 0.061(2) 0.078(2) -0.0134(18) 0.006(2) -0.0038(19) C205 0.096(3) 0.072(2) 0.091(3) -0.010(2) 0.009(2) -0.008(2) C206 0.102(3) 0.081(3) 0.099(3) -0.008(3) 0.012(3) -0.006(3) C301 0.073(2) 0.059(2) 0.0552(19) 0.0098(16) -0.0054(17) -0.0065(17) C302 0.078(3) 0.063(3) 0.061(3) 0.010(2) -0.006(2) -0.009(2) C303 0.081(3) 0.066(3) 0.066(3) 0.009(3) -0.006(3) -0.011(3) C304 0.090(3) 0.072(2) 0.066(2) 0.008(2) -0.006(2) -0.002(2) C305 0.093(3) 0.078(2) 0.072(2) 0.009(2) -0.009(2) -0.001(2) C306 0.098(3) 0.083(3) 0.080(3) 0.012(2) -0.010(2) 0.001(3) C402 0.075(3) 0.063(3) 0.059(3) 0.011(2) -0.004(2) -0.008(2) C403 0.078(3) 0.067(3) 0.062(3) 0.011(3) -0.002(3) -0.008(3) C405 0.091(3) 0.076(3) 0.066(3) 0.007(2) -0.007(2) 0.002(2) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.6481(15) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ga1 . Cl1 . 2.2363(15) yes Ga1 . S1 . 2.5270(16) yes Ga1 . S2 . 2.2599(15) yes Ga1 . N1 . 1.935(4) yes Ga1 . N3 . 2.035(4) yes Ga2 . Cl2 . 2.2193(19) yes Ga2 . S3 . 2.5015(17) yes Ga2 . S4 . 2.2843(17) yes Ga2 . N7 . 1.976(5) yes Ga2 . N9 . 2.020(5) yes S1 . C1 . 1.735(6) yes S2 . C4 . 1.763(7) yes S3 . C18 . 1.735(6) yes S4 . C15 . 1.74(2) yes S4 . C404 . 1.788(11) yes N1 . N2 . 1.358(6) yes N1 . C1 . 1.362(6) yes N2 . C2 . 1.305(6) yes N3 . N4 . 1.362(6) yes N3 . C3 . 1.308(6) yes N4 . C4 . 1.310(8) yes N5 . C1 . 1.305(8) yes N5 . C101 . 1.478(7) yes N5 . H7 . 0.977 no N6 . C4 . 1.329(8) yes N6 . C204 . 1.440(10) yes N6 . H4 . 0.880 no N7 . N8 . 1.350(7) yes N7 . C18 . 1.352(7) yes N8 . C17 . 1.321(7) yes N9 . N10 . 1.386(11) yes N9 . N13 . 1.44(2) yes N9 . C16 . 1.317(8) yes N10 . N13 . 0.77(2) yes N10 . C15 . 1.62(3) yes N10 . C404 . 1.326(14) yes N11 . N14 . 1.39(2) yes N11 . C15 . 1.76(3) yes N11 . C404 . 1.330(15) yes N11 . C304 . 1.479(14) yes N11 . H3 . 0.911 no N12 . C18 . 1.318(8) yes N12 . C301 . 1.443(8) yes N12 . H1 . 0.888 no N13 . C15 . 1.33(3) yes N13 . C404 . 1.51(2) yes N14 . C15 . 1.34(3) yes N14 . C404 . 1.71(2) yes N14 . C405 . 1.47(3) yes N14 . H6 . 1.034 no C2 . C3 . 1.485(7) yes C2 . C5 . 1.464(7) yes C3 . C12 . 1.486(7) yes C5 . C6 . 1.361(7) yes C5 . C13 . 1.404(7) yes C6 . C7 . 1.414(7) yes C6 . H61 . 0.950 no C7 . C8 . 1.373(8) yes C7 . H71 . 0.954 no C8 . C14 . 1.421(8) yes C8 . H81 . 0.939 no C9 . C10 . 1.361(9) yes C9 . C14 . 1.436(8) yes C9 . H91 . 0.934 no C10 . C11 . 1.418(8) yes C10 . H101 . 0.939 no C11 . C12 . 1.368(7) yes C11 . H111 . 0.955 no C12 . C13 . 1.405(7) yes C13 . C14 . 1.408(7) yes C15 . C404 . 0.89(3) yes C16 . C17 . 1.457(9) yes C16 . C19 . 1.498(7) yes C17 . C26 . 1.458(8) yes C19 . C20 . 1.363(8) yes C19 . C27 . 1.410(8) yes C20 . C21 . 1.419(8) yes C20 . H201 . 0.956 no C21 . C22 . 1.376(9) yes C21 . H211 . 0.962 no C22 . C28 . 1.422(9) yes C22 . H221 . 0.955 no C23 . C24 . 1.375(10) yes C23 . C28 . 1.430(9) yes C23 . H231 . 0.946 no C24 . C25 . 1.407(9) yes C24 . H241 . 0.950 no C25 . C26 . 1.383(9) yes C25 . H251 . 0.949 no C26 . C27 . 1.416(8) yes C27 . C28 . 1.393(7) yes C101 . C102 . 1.458(2) yes C101 . C104 . 1.460(2) yes C101 . H1011 . 1.006 no C101 . H1012 . 1.021 no C101 . H1013 . 1.016 no C101 . H1014 . 0.981 no C102 . C103 . 1.286(2) yes C102 . C104 . 0.821(15) yes C102 . H1041 . 0.811 no C102 . H1021 . 0.999 no C103 . H1031 . 1.053 no C103 . H1032 . 1.029 no C104 . C105 . 1.287(2) yes C104 . H1041 . 1.007 no C104 . H1021 . 0.791 no C105 . H1051 . 0.907 no C105 . H1052 . 1.051 no C204 . C205 . 1.458(2) yes C204 . H2041 . 1.006 no C204 . H2042 . 1.006 no C205 . C206 . 1.287(2) yes C205 . H2051 . 0.970 no C206 . H2061 . 1.014 no C206 . H2062 . 0.999 no C301 . C302 . 1.458(2) yes C301 . C402 . 1.459(2) yes C301 . H2 . 0.994 no C301 . H5 . 0.971 no C302 . C303 . 1.285(2) yes C302 . C403 . 1.763(18) yes C302 . H3021 . 1.181 no C302 . H4021 . 0.813 no C303 . H3031 . 0.887 no C303 . H3032 . 1.300 no C303 . H4021 . 1.157 no C304 . C305 . 1.458(2) yes C304 . H3052 . 0.944 no C304 . H3041 . 0.999 no C304 . H3042 . 0.989 no C305 . C306 . 1.285(2) yes C305 . C405 . 1.458(2) yes C305 . H3051 . 1.008 no C305 . H3052 . 1.003 no C306 . H3061 . 0.986 no C306 . H3062 . 0.986 no C402 . C403 . 1.286(2) yes C402 . H4021 . 1.057 no C403 . H4031 . 0.988 no C403 . H4032 . 1.054 no C405 . H4051 . 1.006 no C405 . H4052 . 1.035 no C405 . H3051 . 1.020 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag Cl1 . Ga1 . S1 . 102.14(6) yes Cl1 . Ga1 . S2 . 109.06(5) yes S1 . Ga1 . S2 . 104.81(6) yes Cl1 . Ga1 . N1 . 106.84(14) yes S1 . Ga1 . N1 . 68.13(13) yes S2 . Ga1 . N1 . 144.08(14) yes Cl1 . Ga1 . N3 . 101.72(14) yes S1 . Ga1 . N3 . 149.79(13) yes S2 . Ga1 . N3 . 84.45(13) yes N1 . Ga1 . N3 . 87.36(17) yes Cl2 . Ga2 . S3 . 103.67(7) yes Cl2 . Ga2 . S4 . 107.16(7) yes S3 . Ga2 . S4 . 106.47(6) yes Cl2 . Ga2 . N7 . 106.36(16) yes S3 . Ga2 . N7 . 67.24(14) yes S4 . Ga2 . N7 . 146.41(17) yes Cl2 . Ga2 . N9 . 101.3(2) yes S3 . Ga2 . N9 . 148.2(2) yes S4 . Ga2 . N9 . 84.35(17) yes N7 . Ga2 . N9 . 87.0(2) yes Ga1 . S1 . C1 . 74.79(18) yes Ga1 . S2 . C4 . 92.6(2) yes Ga2 . S3 . C18 . 76.6(2) yes Ga2 . S4 . C15 . 97.0(8) yes Ga2 . S4 . C404 . 90.6(4) yes C15 . S4 . C404 . 29.1(9) yes Ga1 . N1 . N2 . 135.9(3) yes Ga1 . N1 . C1 . 106.5(3) yes N2 . N1 . C1 . 117.0(4) yes N1 . N2 . C2 . 114.7(4) yes Ga1 . N3 . N4 . 118.5(3) yes Ga1 . N3 . C3 . 123.6(3) yes N4 . N3 . C3 . 117.8(4) yes N3 . N4 . C4 . 112.5(5) yes C1 . N5 . C101 . 125.0(5) yes C1 . N5 . H7 . 119.0 no C101 . N5 . H7 . 116.0 no C4 . N6 . C204 . 122.7(6) yes C4 . N6 . H4 . 119.3 no C204 . N6 . H4 . 118.0 no Ga2 . N7 . N8 . 136.4(4) yes Ga2 . N7 . C18 . 106.5(4) yes N8 . N7 . C18 . 116.5(5) yes N7 . N8 . C17 . 112.2(5) yes Ga2 . N9 . N10 . 115.4(5) yes Ga2 . N9 . N13 . 120.6(8) yes Ga2 . N9 . C16 . 124.3(5) yes N10 . N9 . C16 . 118.4(6) yes N13 . N9 . C16 . 112.7(9) yes N9 . N10 . N13 . 78.3(19) yes N9 . N10 . C15 . 100.5(11) yes N13 . N10 . C15 . 54.7(19) yes N9 . N10 . C404 . 113.3(8) yes N13 . N10 . C404 . 87.8(19) yes C15 . N10 . C404 . 33.1(10) yes N14 . N11 . C15 . 48.4(12) yes N14 . N11 . C404 . 77.6(11) yes C15 . N11 . C404 . 29.3(9) yes N14 . N11 . C304 . 104.5(10) yes C15 . N11 . C304 . 125.0(10) yes C404 . N11 . C304 . 123.4(9) yes N14 . N11 . H3 . 108.4 no C15 . N11 . H3 . 114.4 no C404 . N11 . H3 . 111.9 no C304 . N11 . H3 . 120.0 no C18 . N12 . C301 . 124.9(5) yes C18 . N12 . H1 . 116.6 no C301 . N12 . H1 . 118.5 no N9 . N13 . N10 . 70.1(18) yes N9 . N13 . C15 . 113.0(16) yes N10 . N13 . C15 . 97(2) yes N9 . N13 . C404 . 100.2(13) yes N10 . N13 . C404 . 61.5(17) yes C15 . N13 . C404 . 35.7(13) yes N11 . N14 . C15 . 80.4(17) yes N11 . N14 . C404 . 49.6(9) yes N11 . N14 . C405 . 111.0(14) yes C15 . N14 . C405 . 127.4(20) yes C404 . N14 . C405 . 129.1(15) yes C15 . N14 . H6 . 115.6 no C404 . N14 . H6 . 105.2 no C405 . N14 . H6 . 117.0 no S1 . C1 . N1 . 110.1(4) yes S1 . C1 . N5 . 127.7(4) yes N1 . C1 . N5 . 122.2(5) yes N2 . C2 . C3 . 130.3(4) yes N2 . C2 . C5 . 122.3(4) yes C3 . C2 . C5 . 107.2(4) yes C2 . C3 . N3 . 124.2(4) yes C2 . C3 . C12 . 106.8(4) yes N3 . C3 . C12 . 128.9(5) yes S2 . C4 . N6 . 114.8(5) yes S2 . C4 . N4 . 126.7(4) yes N6 . C4 . N4 . 118.4(6) yes C2 . C5 . C6 . 133.5(4) yes C2 . C5 . C13 . 106.7(4) yes C6 . C5 . C13 . 119.9(5) yes C5 . C6 . C7 . 118.1(5) yes C5 . C6 . H61 . 121.2 no C7 . C6 . H61 . 120.8 no C6 . C7 . C8 . 122.8(5) yes C6 . C7 . H71 . 118.8 no C8 . C7 . H71 . 118.4 no C7 . C8 . C14 . 120.2(5) yes C7 . C8 . H81 . 120.9 no C14 . C8 . H81 . 119.0 no C10 . C9 . C14 . 120.5(5) yes C10 . C9 . H91 . 120.5 no C14 . C9 . H91 . 119.1 no C9 . C10 . C11 . 122.4(5) yes C9 . C10 . H101 . 118.4 no C11 . C10 . H101 . 119.2 no C10 . C11 . C12 . 118.7(5) yes C10 . C11 . H111 . 120.4 no C12 . C11 . H111 . 120.9 no C3 . C12 . C11 . 134.7(5) yes C3 . C12 . C13 . 105.8(4) yes C11 . C12 . C13 . 119.4(5) yes C12 . C13 . C5 . 113.4(4) yes C12 . C13 . C14 . 123.3(5) yes C5 . C13 . C14 . 123.2(5) yes C9 . C14 . C8 . 128.5(5) yes C9 . C14 . C13 . 115.7(5) yes C8 . C14 . C13 . 115.8(5) yes N10 . C15 . S4 . 110.6(15) yes N10 . C15 . N14 . 115.2(18) yes S4 . C15 . N14 . 120.0(17) yes S4 . C15 . N13 . 124.8(18) yes N14 . C15 . N13 . 113.8(19) yes N10 . C15 . N11 . 84.2(14) yes S4 . C15 . N11 . 99.7(14) yes N14 . C15 . N11 . 51.1(13) yes N13 . C15 . N11 . 104.3(18) yes N10 . C15 . C404 . 54.8(16) yes S4 . C15 . C404 . 78.5(18) yes N14 . C15 . C404 . 98(3) yes N13 . C15 . C404 . 83(2) yes N9 . C16 . C17 . 123.6(5) yes N9 . C16 . C19 . 127.8(6) yes C17 . C16 . C19 . 108.6(5) yes C16 . C17 . N8 . 133.1(5) yes C16 . C17 . C26 . 107.3(5) yes N8 . C17 . C26 . 119.5(6) yes S3 . C18 . N7 . 108.6(4) yes S3 . C18 . N12 . 125.6(4) yes N7 . C18 . N12 . 125.8(5) yes C16 . C19 . C20 . 136.4(6) yes C16 . C19 . C27 . 103.9(5) yes C20 . C19 . C27 . 119.7(5) yes C19 . C20 . C21 . 117.2(6) yes C19 . C20 . H201 . 122.1 no C21 . C20 . H201 . 120.6 no C20 . C21 . C22 . 123.9(5) yes C20 . C21 . H211 . 117.6 no C22 . C21 . H211 . 118.4 no C21 . C22 . C28 . 118.9(5) yes C21 . C22 . H221 . 121.1 no C28 . C22 . H221 . 120.1 no C24 . C23 . C28 . 120.2(5) yes C24 . C23 . H231 . 120.5 no C28 . C23 . H231 . 119.3 no C23 . C24 . C25 . 122.2(6) yes C23 . C24 . H241 . 118.5 no C25 . C24 . H241 . 119.3 no C24 . C25 . C26 . 118.6(6) yes C24 . C25 . H251 . 121.7 no C26 . C25 . H251 . 119.7 no C17 . C26 . C25 . 134.2(5) yes C17 . C26 . C27 . 106.4(5) yes C25 . C26 . C27 . 119.4(5) yes C26 . C27 . C19 . 113.8(5) yes C26 . C27 . C28 . 122.6(5) yes C19 . C27 . C28 . 123.6(5) yes N13 . C404 . S4 . 111.6(11) yes N13 . C404 . N14 . 88.0(12) yes S4 . C404 . N14 . 99.8(9) yes N13 . C404 . N11 . 120.0(11) yes S4 . C404 . N11 . 117.7(8) yes S4 . C404 . N10 . 124.6(9) yes N14 . C404 . N10 . 110.7(11) yes N11 . C404 . N10 . 117.7(10) yes S4 . C404 . C15 . 72.5(17) yes N14 . C404 . C15 . 50.9(18) yes N11 . C404 . C15 . 104(2) yes N10 . C404 . C15 . 92.1(19) yes C23 . C28 . C22 . 126.5(5) yes C23 . C28 . C27 . 116.9(5) yes C22 . C28 . C27 . 116.6(5) yes N5 . C101 . C102 . 110.1(6) yes N5 . C101 . C104 . 115.4(6) yes N5 . C101 . H1011 . 109.3 no C102 . C101 . H1011 . 134.4 no C104 . C101 . H1011 . 107.6 no N5 . C101 . H1012 . 109.4 no C102 . C101 . H1012 . 80.1 no C104 . C101 . H1012 . 107.5 no H1011 . C101 . H1012 . 107.3 no N5 . C101 . H1013 . 93.6 no C102 . C101 . H1013 . 118.3 no C104 . C101 . H1013 . 143.4 no H1011 . C101 . H1013 . 80.9 no H1012 . C101 . H1013 . 38.2 no N5 . C101 . H1014 . 69.1 no C102 . C101 . H1014 . 121.4 no C104 . C101 . H1014 . 92.0 no H1011 . C101 . H1014 . 55.8 no H1012 . C101 . H1014 . 158.1 no H1013 . C101 . H1014 . 120.3 no C101 . C102 . C103 . 128.6(11) yes C101 . C102 . C104 . 73.8(4) yes C103 . C102 . C104 . 145.1(15) yes C101 . C102 . H1041 . 129.0 no C103 . C102 . H1041 . 98.9 no C104 . C102 . H1041 . 76.2 no C101 . C102 . H1021 . 114.6 no C103 . C102 . H1021 . 116.8 no C104 . C102 . H1021 . 50.3 no C102 . C103 . H1031 . 122.9 no C102 . C103 . H1032 . 124.5 no H1031 . C103 . H1032 . 112.5 no C101 . C104 . C102 . 73.5(4) yes C101 . C104 . C105 . 127.3(11) yes C102 . C104 . C105 . 143.4(17) yes C101 . C104 . H1041 . 112.5 no C105 . C104 . H1041 . 120.2 no C101 . C104 . H1021 . 133.3 no C102 . C104 . H1021 . 76.6 no C105 . C104 . H1021 . 97.8 no H1041 . C104 . H1021 . 25.6 no C104 . C105 . H1051 . 131.2 no C104 . C105 . H1052 . 116.6 no H1051 . C105 . H1052 . 112.1 no N6 . C204 . C205 . 110.5(7) yes N6 . C204 . H2041 . 110.6 no C205 . C204 . H2041 . 108.0 no N6 . C204 . H2042 . 110.5 no C205 . C204 . H2042 . 108.7 no H2041 . C204 . H2042 . 108.5 no C204 . C205 . C206 . 127.1(8) yes C204 . C205 . H2051 . 115.5 no C206 . C205 . H2051 . 117.4 no C205 . C206 . H2061 . 120.9 no C205 . C206 . H2062 . 124.9 no H2061 . C206 . H2062 . 112.3 no N12 . C301 . C302 . 113.8(8) yes N12 . C301 . C402 . 112.7(7) yes C302 . C301 . C402 . 23.7(7) yes N12 . C301 . H2 . 111.3 no C302 . C301 . H2 . 112.1 no C402 . C301 . H2 . 92.2 no N12 . C301 . H5 . 112.2 no C302 . C301 . H5 . 103.7 no C402 . C301 . H5 . 122.5 no H2 . C301 . H5 . 103.0 no C301 . C302 . C303 . 160.1(15) yes C301 . C302 . C403 . 100.6(10) yes C303 . C302 . C403 . 85.8(11) yes C301 . C302 . H3021 . 93.8 no C303 . C302 . H3021 . 84.7 no C403 . C302 . H3021 . 161.0 no C301 . C302 . H4021 . 134.8 no C303 . C302 . H4021 . 62.2 no C403 . C302 . H4021 . 94.8 no H3021 . C302 . H4021 . 66.2 no C302 . C303 . H3031 . 145.5 no C402 . C303 . H3031 . 143.6 no H3031 . C303 . H3032 . 103.1 no H3031 . C303 . H4021 . 107.8 no H3032 . C303 . H4021 . 109.1 no N11 . C304 . C305 . 112.0(9) yes N11 . C304 . H3052 . 125.0 no C305 . C304 . H3052 . 43.0 no N11 . C304 . H3041 . 108.0 no C305 . C304 . H3041 . 108.3 no H3052 . C304 . H3041 . 125.4 no N11 . C304 . H3042 . 109.0 no C305 . C304 . H3042 . 109.0 no H3041 . C304 . H3042 . 110.4 no C304 . C305 . C306 . 125.8(9) yes C304 . C305 . C405 . 103.7(12) yes C306 . C305 . C405 . 114.3(12) yes C304 . C305 . H3051 . 116.4 no C306 . C305 . H3051 . 117.8 no C306 . C305 . H3052 . 123.6 no C405 . C305 . H3052 . 122.1 no H3051 . C305 . H3052 . 103.2 no C305 . C306 . H3061 . 121.7 no C305 . C306 . H3062 . 120.2 no H3061 . C306 . H3062 . 118.0 no C303 . C402 . C301 . 122.6(10) yes C301 . C402 . C403 . 129.8(12) yes C301 . C402 . H4021 . 113.1 no C403 . C402 . H4021 . 117.1 no C302 . C403 . H4031 . 118.0 no C402 . C403 . H4031 . 126.1 no C302 . C403 . H4032 . 122.3 no C402 . C403 . H4032 . 117.4 no H4031 . C403 . H4032 . 116.0 no N14 . C405 . C305 . 108.3(16) yes N14 . C405 . H4051 . 112.7 no C305 . C405 . H4051 . 111.2 no N14 . C405 . H4052 . 109.1 no C305 . C405 . H4052 . 109.3 no H4051 . C405 . H4052 . 106.3 no N14 . C405 . H3051 . 114.7 no H4051 . C405 . H3051 . 131.7 no # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.083 0.569 0.681 7.3 0.0 2 0.500 0.500 0.000 611.6 -9.2 3 0.917 0.431 0.319 7.3 0.0 _platon_squeeze_details ; ? ; # start Validation Reply Form _vrf_PLAT602_complex_4b ; PROBLEM: VERY LARGE Solvent Accessible VOID(S) in Structure ! RESPONSE: The Fourier difference map indicated the presence of diffuse electron density believed to be approximately 1.5 molecules of highly disordered THF per asymmetric unit. PLATON SQUEEZE was used leaving a void of 626 cubic Angstroms. The presence of the THF was supported by NMR spectroscopy. ; #===END #========================================================================== ######################## ## denoted 6 in text ## ######################## data_Compound_6 _database_code_depnum_ccdc_archive 'CCDC 808727' #TrackingRef '- Combined_cif_808724_808728.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H24 Cl1 In1 N6 O1 S2' _chemical_formula_sum 'C23 H24 Cl1 In1 N6 O1 S2' _chemical_formula_weight 614.89 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' In In -0.7276 1.3100 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 32.4924(5) _cell_length_b 7.61040(10) _cell_length_c 23.5627(4) _cell_angle_alpha 90.00 _cell_angle_beta 116.7250(10) _cell_angle_gamma 90.00 _cell_volume 5204.16(14) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 27196 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.570 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2480 _exptl_absorpt_coefficient_mu 1.199 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method '215 1.6 degree images with \w scans' _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 34588 _diffrn_reflns_av_R_equivalents 0.0734 _diffrn_reflns_av_sigmaI/netI 0.0495 _diffrn_reflns_limit_h_min -42 _diffrn_reflns_limit_h_max 42 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.55 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5944 _reflns_number_gt 4673 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinski & Minor, 1997)' _computing_data_reduction ; DENZO-SCALEPACK Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R. M. Sweet, Eds., Academic Press. ; _computing_structure_solution ; SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. , Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. (1999) J. Appl. Cryst. 32, 115-119 ; _computing_structure_refinement ; SHELXL97 -Program for Crystal Structure Analysis (Release 97-2). Sheldrick, G.M., Instit\"ut f\"ur Anorganische Chemie der Universit\"at, Tammanstrasse 4, D-3400 G\"ottingen, Germany, 1998 ; _computing_molecular_graphics 'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565' _computing_publication_material ; WinGX publication routines, Farrugia, L. J., J. Appl. Crystallogr., 1999, 32, 837-838 ; _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^)+(0.0379P)^2^+5.5176P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5944 _refine_ls_number_parameters 331 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0551 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0846 _refine_ls_wR_factor_gt 0.0762 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.004 _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 In In 0.834454(6) 0.22764(3) 0.202690(9) 0.02606(8) Uani 1 1 d . . . Cl Cl 0.86479(3) -0.04217(10) 0.26049(4) 0.03819(18) Uani 1 1 d . . . S1 S 0.90333(3) 0.41300(10) 0.22860(3) 0.03267(17) Uani 1 1 d . . . S2 S 0.77424(2) 0.32492(10) 0.23239(3) 0.03103(17) Uani 1 1 d . . . N1 N 0.95430(9) 0.4007(4) 0.16843(13) 0.0398(6) Uani 1 1 d D . . H1 H 0.9702(11) 0.484(4) 0.1964(15) 0.052(11) Uiso 1 1 d D . . N2 N 0.89073(9) 0.2289(3) 0.11981(12) 0.0330(6) Uani 1 1 d . . . N3 N 0.85027(8) 0.1814(3) 0.11992(11) 0.0276(5) Uani 1 1 d . . . N4 N 0.76844(8) 0.1352(3) 0.11959(11) 0.0261(5) Uani 1 1 d . . . N5 N 0.72705(8) 0.1323(3) 0.12043(11) 0.0286(5) Uani 1 1 d . . . N6 N 0.68765(9) 0.2281(4) 0.17327(13) 0.0332(6) Uani 1 1 d D . . H6 H 0.6865(13) 0.285(5) 0.2050(14) 0.052(11) Uiso 1 1 d D . . C1 C 0.91501(10) 0.3371(4) 0.16665(14) 0.0318(6) Uani 1 1 d . . . C2 C 0.96923(12) 0.3625(5) 0.12005(17) 0.0470(9) Uani 1 1 d . . . H2A H 0.9588 0.2426 0.1035 0.056 Uiso 1 1 calc R . . H2B H 1.0033 0.3628 0.1403 0.056 Uiso 1 1 calc R . . C3 C 0.95201(16) 0.4873(7) 0.0654(2) 0.0698(13) Uani 1 1 d . . . H3 H 0.9580 0.4574 0.0307 0.084 Uiso 1 1 calc R . . C4 C 0.9297(2) 0.6325(9) 0.0604(3) 0.0996(19) Uani 1 1 d . . . H4A H 0.9228 0.6685 0.0938 0.120 Uiso 1 1 calc R . . H4B H 0.9202 0.7029 0.0234 0.120 Uiso 1 1 calc R . . C5 C 0.81869(10) 0.1015(4) 0.07155(13) 0.0277(6) Uani 1 1 d . . . C6 C 0.81528(10) 0.0345(4) 0.01166(13) 0.0294(6) Uani 1 1 d . . . C7 C 0.84586(11) 0.0141(4) -0.01345(15) 0.0365(7) Uani 1 1 d . . . H7 H 0.8769 0.0525 0.0091 0.044 Uiso 1 1 calc R . . C8 C 0.82957(12) -0.0659(4) -0.07398(15) 0.0403(8) Uani 1 1 d . . . H8 H 0.8505 -0.0822 -0.0916 0.048 Uiso 1 1 calc R . . C9 C 0.78458(13) -0.1213(4) -0.10837(15) 0.0403(8) Uani 1 1 d . . . H9 H 0.7752 -0.1744 -0.1488 0.048 Uiso 1 1 calc R . . C10 C 0.75234(11) -0.0994(4) -0.08368(14) 0.0337(7) Uani 1 1 d . . . C11 C 0.76936(10) -0.0231(4) -0.02335(13) 0.0304(6) Uani 1 1 d . . . C12 C 0.70519(12) -0.1475(4) -0.11222(15) 0.0380(7) Uani 1 1 d . . . H12 H 0.6919 -0.1992 -0.1533 0.046 Uiso 1 1 calc R . . C13 C 0.67834(11) -0.1209(4) -0.08172(15) 0.0395(8) Uani 1 1 d . . . H13 H 0.6468 -0.1540 -0.1026 0.047 Uiso 1 1 calc R . . C14 C 0.69597(10) -0.0456(4) -0.01992(14) 0.0329(7) Uani 1 1 d . . . H14 H 0.6769 -0.0294 0.0006 0.040 Uiso 1 1 calc R . . C15 C 0.74171(10) 0.0029(4) 0.00897(13) 0.0291(6) Uani 1 1 d . . . C16 C 0.77271(9) 0.0791(4) 0.07045(13) 0.0259(6) Uani 1 1 d . . . C17 C 0.72797(10) 0.2175(4) 0.17001(14) 0.0277(6) Uani 1 1 d . . . C18 C 0.64397(10) 0.1661(5) 0.12300(15) 0.0374(7) Uani 1 1 d . . . H18A H 0.6435 0.1890 0.0814 0.045 Uiso 1 1 calc R . . H18B H 0.6185 0.2340 0.1246 0.045 Uiso 1 1 calc R . . C19 C 0.63572(12) -0.0234(5) 0.12773(16) 0.0438(8) Uani 1 1 d . . . H19 H 0.6587 -0.1036 0.1297 0.053 Uiso 1 1 calc R . . C20 C 0.59886(14) -0.0886(6) 0.12939(18) 0.0565(10) Uiso 1 1 d . . . H20A H 0.5751 -0.0124 0.1275 0.068 Uiso 1 1 calc R . . H20B H 0.5959 -0.2120 0.1325 0.068 Uiso 1 1 calc R . . O1 O 1.0000 0.6948(4) 0.2500 0.0424(8) Uani 1 2 d S . . C21 C 0.97337(14) 0.8057(5) 0.2713(2) 0.0573(11) Uani 1 1 d . . . H21A H 0.9768 0.7662 0.3132 0.069 Uiso 1 1 calc R . . H21B H 0.9403 0.8025 0.2405 0.069 Uiso 1 1 calc R . . C22 C 0.99224(16) 0.9864(6) 0.2758(2) 0.0640(11) Uani 1 1 d . . . H22A H 1.0184 1.0076 0.3181 0.077 Uiso 1 1 calc R . . H22B H 0.9682 1.0765 0.2676 0.077 Uiso 1 1 calc R . . O2 O 0.9751(6) 0.120(2) -0.0261(10) 0.091(5) Uani 0.25 1 d P . 1 C31 C 0.9920(10) -0.012(3) -0.0528(11) 0.053(5) Uiso 0.25 1 d P . 1 H31A H 0.9711 -0.0199 -0.0989 0.064 Uiso 0.25 1 calc PR . 1 H31B H 1.0226 0.0254 -0.0481 0.064 Uiso 0.25 1 calc PR . 1 C32 C 0.9953(10) -0.140(4) -0.0319(13) 0.102(7) Uiso 0.25 1 d P . 1 H32A H 1.0062 -0.2267 -0.0534 0.122 Uiso 0.25 1 calc PR . 1 H32B H 0.9654 -0.1799 -0.0350 0.122 Uiso 0.25 1 calc PR . 1 O2A O 0.9599(5) 0.041(3) -0.0156(12) 0.104(7) Uani 0.25 1 d P . 2 C31A C 0.9799(8) 0.043(4) -0.0613(10) 0.062(6) Uiso 0.25 1 d P A 2 H31C H 0.9585 -0.0157 -0.1012 0.075 Uiso 0.25 1 calc PR A 2 H31D H 0.9837 0.1665 -0.0716 0.075 Uiso 0.25 1 calc PR A 2 C32A C 1.0153(11) -0.027(3) -0.0402(13) 0.082(7) Uiso 0.25 1 d P . 2 H32C H 1.0337 0.0312 -0.0588 0.099 Uiso 0.25 1 calc PR . 2 H32D H 1.0093 -0.1483 -0.0574 0.099 Uiso 0.25 1 calc PR . 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 In 0.02597(11) 0.02797(12) 0.02425(12) 0.00010(8) 0.01132(8) -0.00222(8) Cl 0.0348(4) 0.0359(4) 0.0460(4) 0.0136(3) 0.0201(3) 0.0045(3) S1 0.0322(4) 0.0337(4) 0.0309(4) -0.0027(3) 0.0132(3) -0.0083(3) S2 0.0310(4) 0.0359(4) 0.0270(4) -0.0044(3) 0.0137(3) -0.0008(3) N1 0.0331(14) 0.0460(17) 0.0408(16) -0.0018(13) 0.0171(12) -0.0108(12) N2 0.0318(13) 0.0351(15) 0.0346(14) 0.0006(11) 0.0170(11) -0.0033(11) N3 0.0270(12) 0.0274(13) 0.0297(13) -0.0003(10) 0.0140(10) -0.0039(10) N4 0.0259(11) 0.0242(13) 0.0279(12) 0.0001(9) 0.0118(10) -0.0004(9) N5 0.0265(12) 0.0304(14) 0.0289(13) 0.0006(10) 0.0126(10) -0.0001(10) N6 0.0303(13) 0.0384(15) 0.0328(14) -0.0015(11) 0.0160(11) 0.0007(11) C1 0.0311(15) 0.0316(16) 0.0313(16) 0.0072(13) 0.0129(13) 0.0010(12) C2 0.0375(18) 0.059(2) 0.052(2) 0.0024(18) 0.0264(16) -0.0061(16) C3 0.069(3) 0.090(4) 0.059(3) 0.017(2) 0.037(2) 0.005(3) C4 0.095(4) 0.121(5) 0.096(4) 0.050(4) 0.054(3) 0.024(4) C5 0.0350(15) 0.0226(14) 0.0272(15) 0.0014(11) 0.0155(12) 0.0001(12) C6 0.0400(16) 0.0221(15) 0.0273(15) 0.0013(11) 0.0162(13) 0.0037(12) C7 0.0447(17) 0.0324(17) 0.0348(17) 0.0021(13) 0.0200(14) 0.0052(14) C8 0.059(2) 0.0344(18) 0.0384(18) 0.0013(14) 0.0318(17) 0.0096(15) C9 0.066(2) 0.0276(17) 0.0281(16) -0.0001(13) 0.0218(16) 0.0089(15) C10 0.0491(18) 0.0213(15) 0.0276(15) 0.0032(12) 0.0144(14) 0.0067(13) C11 0.0414(16) 0.0198(14) 0.0270(15) 0.0011(11) 0.0128(13) 0.0045(12) C12 0.053(2) 0.0234(16) 0.0274(16) -0.0009(12) 0.0086(14) 0.0037(14) C13 0.0390(17) 0.0315(17) 0.0332(17) 0.0016(13) 0.0030(14) 0.0007(14) C14 0.0343(16) 0.0273(16) 0.0304(16) 0.0036(12) 0.0086(13) 0.0022(12) C15 0.0351(15) 0.0210(14) 0.0263(15) 0.0036(11) 0.0095(12) 0.0023(12) C16 0.0300(14) 0.0204(14) 0.0259(14) 0.0009(11) 0.0115(12) 0.0014(11) C17 0.0292(14) 0.0256(14) 0.0285(15) 0.0038(12) 0.0130(12) 0.0014(12) C18 0.0301(15) 0.046(2) 0.0358(17) 0.0010(14) 0.0147(13) 0.0027(14) C19 0.0423(18) 0.047(2) 0.0392(19) 0.0006(15) 0.0156(15) -0.0005(16) O1 0.0376(17) 0.0313(18) 0.066(2) 0.000 0.0305(17) 0.000 C21 0.055(2) 0.038(2) 0.095(3) -0.007(2) 0.048(2) 0.0026(17) C22 0.073(3) 0.038(2) 0.092(3) -0.009(2) 0.047(2) -0.0026(19) O2 0.059(10) 0.086(13) 0.121(16) 0.044(11) 0.034(10) 0.043(9) O2A 0.038(8) 0.107(15) 0.144(18) 0.045(12) 0.023(9) 0.004(8) _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 In N3 2.257(2) . ? In N4 2.270(2) . ? In Cl 2.4157(8) . ? In S2 2.4693(8) . ? In S1 2.4784(7) . ? S1 C1 1.762(3) . ? S2 C17 1.761(3) . ? N1 C1 1.348(4) . ? N1 C2 1.455(4) . ? N1 H1 0.894(18) . ? N2 C1 1.317(4) . ? N2 N3 1.364(3) . ? N3 C5 1.292(4) . ? N4 C16 1.299(4) . ? N4 N5 1.354(3) . ? N5 C17 1.325(4) . ? N6 C17 1.349(4) . ? N6 C18 1.459(4) . ? N6 H6 0.878(19) . ? C2 C3 1.491(6) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.298(8) . ? C3 H3 0.9500 . ? C4 H4A 0.9500 . ? C4 H4B 0.9500 . ? C5 C6 1.457(4) . ? C5 C16 1.492(4) . ? C6 C7 1.375(4) . ? C6 C11 1.411(4) . ? C7 C8 1.417(4) . ? C7 H7 0.9500 . ? C8 C9 1.381(5) . ? C8 H8 0.9500 . ? C9 C10 1.418(5) . ? C9 H9 0.9500 . ? C10 C11 1.399(4) . ? C10 C12 1.417(5) . ? C11 C15 1.429(4) . ? C12 C13 1.372(5) . ? C12 H12 0.9500 . ? C13 C14 1.423(4) . ? C13 H13 0.9500 . ? C14 C15 1.378(4) . ? C14 H14 0.9500 . ? C15 C16 1.462(4) . ? C18 C19 1.480(5) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.313(5) . ? C19 H19 0.9500 . ? C20 H20A 0.9500 . ? C20 H20B 0.9500 . ? O1 C21 1.451(4) 2_755 ? O1 C21 1.451(4) . ? C21 C22 1.490(6) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C22 1.511(9) 2_755 ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? O2 C32 1.28(3) 5_755 ? O2 C31 1.42(3) . ? O2 C31 1.87(3) 5_755 ? C31 C32 1.08(3) . ? C31 O2 1.87(3) 5_755 ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 O2 1.28(3) 5_755 ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? O2A C32A 1.20(3) 5_755 ? O2A C31A 1.49(3) . ? C31A C32A 1.16(3) . ? C31A H31C 0.9900 . ? C31A H31D 0.9900 . ? C32A O2A 1.20(3) 5_755 ? C32A H32C 0.9900 . ? C32A H32D 0.9900 . ? 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 N3 In N4 72.56(8) . . ? N3 In Cl 99.26(6) . . ? N4 In Cl 102.16(6) . . ? N3 In S2 144.01(6) . . ? N4 In S2 77.03(6) . . ? Cl In S2 105.64(3) . . ? N3 In S1 76.72(6) . . ? N4 In S1 141.93(6) . . ? Cl In S1 104.51(3) . . ? S2 In S1 120.15(3) . . ? C1 S1 In 96.67(10) . . ? C17 S2 In 96.44(10) . . ? C1 N1 C2 123.3(3) . . ? C1 N1 H1 120(2) . . ? C2 N1 H1 116(2) . . ? C1 N2 N3 112.2(2) . . ? C5 N3 N2 120.4(2) . . ? C5 N3 In 115.88(18) . . ? N2 N3 In 123.66(18) . . ? C16 N4 N5 120.9(2) . . ? C16 N4 In 115.63(18) . . ? N5 N4 In 123.49(17) . . ? C17 N5 N4 112.1(2) . . ? C17 N6 C18 123.3(3) . . ? C17 N6 H6 120(3) . . ? C18 N6 H6 117(3) . . ? N2 C1 N1 116.9(3) . . ? N2 C1 S1 128.9(2) . . ? N1 C1 S1 114.2(2) . . ? N1 C2 C3 114.9(3) . . ? N1 C2 H2A 108.5 . . ? C3 C2 H2A 108.5 . . ? N1 C2 H2B 108.5 . . ? C3 C2 H2B 108.5 . . ? H2A C2 H2B 107.5 . . ? C4 C3 C2 126.7(5) . . ? C4 C3 H3 116.6 . . ? C2 C3 H3 116.6 . . ? C3 C4 H4A 120.0 . . ? C3 C4 H4B 120.0 . . ? H4A C4 H4B 120.0 . . ? N3 C5 C6 134.7(3) . . ? N3 C5 C16 117.4(2) . . ? C6 C5 C16 107.7(2) . . ? C7 C6 C11 119.5(3) . . ? C7 C6 C5 134.5(3) . . ? C11 C6 C5 106.0(3) . . ? C6 C7 C8 117.8(3) . . ? C6 C7 H7 121.1 . . ? C8 C7 H7 121.1 . . ? C9 C8 C7 122.7(3) . . ? C9 C8 H8 118.7 . . ? C7 C8 H8 118.7 . . ? C8 C9 C10 120.4(3) . . ? C8 C9 H9 119.8 . . ? C10 C9 H9 119.8 . . ? C11 C10 C12 116.0(3) . . ? C11 C10 C9 116.0(3) . . ? C12 C10 C9 128.0(3) . . ? C10 C11 C6 123.6(3) . . ? C10 C11 C15 122.9(3) . . ? C6 C11 C15 113.5(3) . . ? C13 C12 C10 121.3(3) . . ? C13 C12 H12 119.3 . . ? C10 C12 H12 119.3 . . ? C12 C13 C14 122.5(3) . . ? C12 C13 H13 118.8 . . ? C14 C13 H13 118.8 . . ? C15 C14 C13 117.5(3) . . ? C15 C14 H14 121.2 . . ? C13 C14 H14 121.2 . . ? C14 C15 C11 119.8(3) . . ? C14 C15 C16 134.9(3) . . ? C11 C15 C16 105.4(2) . . ? N4 C16 C15 135.4(3) . . ? N4 C16 C5 117.0(2) . . ? C15 C16 C5 107.5(2) . . ? N5 C17 N6 116.3(3) . . ? N5 C17 S2 129.4(2) . . ? N6 C17 S2 114.3(2) . . ? N6 C18 C19 113.4(3) . . ? N6 C18 H18A 108.9 . . ? C19 C18 H18A 108.9 . . ? N6 C18 H18B 108.9 . . ? C19 C18 H18B 108.9 . . ? H18A C18 H18B 107.7 . . ? C20 C19 C18 124.7(4) . . ? C20 C19 H19 117.7 . . ? C18 C19 H19 117.7 . . ? C19 C20 H20A 120.0 . . ? C19 C20 H20B 120.0 . . ? H20A C20 H20B 120.0 . . ? C21 O1 C21 108.8(4) 2_755 . ? O1 C21 C22 105.7(3) . . ? O1 C21 H21A 110.6 . . ? C22 C21 H21A 110.6 . . ? O1 C21 H21B 110.6 . . ? C22 C21 H21B 110.6 . . ? H21A C21 H21B 108.7 . . ? C21 C22 C22 102.6(3) . 2_755 ? C21 C22 H22A 111.2 . . ? C22 C22 H22A 111.2 2_755 . ? C21 C22 H22B 111.2 . . ? C22 C22 H22B 111.2 2_755 . ? H22A C22 H22B 109.2 . . ? C32 O2 C31 107.6(18) 5_755 . ? C31 O2 C31 88.2(13) . 5_755 ? C32 C31 O2 115(2) . . ? O2 C31 O2 91.8(13) . 5_755 ? C32 C31 H31A 108.6 . . ? O2 C31 H31A 108.6 . . ? O2 C31 H31A 149.9 5_755 . ? C32 C31 H31B 108.6 . . ? O2 C31 H31B 108.6 . . ? O2 C31 H31B 85.3 5_755 . ? H31A C31 H31B 107.6 . . ? C31 C32 O2 105(3) . 5_755 ? C31 C32 H32A 110.8 . . ? O2 C32 H32A 110.8 5_755 . ? C31 C32 H32B 110.8 . . ? O2 C32 H32B 110.8 5_755 . ? H32A C32 H32B 108.9 . . ? C32A O2A C31A 120(2) 5_755 . ? C32A C31A O2A 111(2) . . ? C32A C31A H31C 109.5 . . ? O2A C31A H31C 109.5 . . ? C32A C31A H31D 109.5 . . ? O2A C31A H31D 109.5 . . ? H31C C31A H31D 108.1 . . ? C31A C32A O2A 124(2) . 5_755 ? C31A C32A H32C 106.3 . . ? O2A C32A H32C 106.3 5_755 . ? C31A C32A H32D 106.3 . . ? O2A C32A H32D 106.3 5_755 . ? H32C C32A H32D 106.4 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.827 _refine_diff_density_min -0.931 _refine_diff_density_rms 0.139 #===END #===END #========================================================================== ########################### ## denoted 5 in text ## ########################### data_Compound_5 _database_code_depnum_ccdc_archive 'CCDC 808728' #TrackingRef '- Combined_cif_808724_808728.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H14 Cl In N6 S2' _chemical_formula_sum 'C16 H14 Cl In N6 S2' _chemical_formula_weight 504.72 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' Cl Cl 0.1484 0.1585 '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' In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n c a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z-1/2' _cell_length_a 13.7789(6) _cell_length_b 28.9035(17) _cell_length_c 17.8248(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7098.9(7) _cell_formula_units_Z 16 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 65912 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 25.028 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.889 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4000 _exptl_absorpt_coefficient_mu 1.732 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; Data solved without difficulties in the non-standard Pnca space group. As such, transformation to the standard space group setting Pbcn was not performed for this structure. ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method '222 1.4 degree images with \f scans' _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 41697 _diffrn_reflns_av_R_equivalents 0.1610 _diffrn_reflns_av_sigmaI/netI 0.1138 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 25.04 _reflns_number_total 5990 _reflns_number_gt 3407 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinski & Minor, 1997)' _computing_data_reduction ; DENZO-SCALEPACK Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R. M. Sweet, Eds., Academic Press. ; _computing_structure_solution ; SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. , Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. (1999) J. Appl. Cryst. 32, 115-119 ; _computing_structure_refinement ; SHELXL97 -Program for Crystal Structure Analysis (Release 97-2). Sheldrick, G.M., Institut f\"ur Anorganische Chemie der Universit\"at, Tammanstrasse 4, D-3400 G\"ottingen, Germany, 1998 ; _computing_molecular_graphics 'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565' _computing_publication_material ; WinGX publication routines, Farrugia, L. J., J. Appl. Crystallogr., 1999, 32, 837-838 ; _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^)+(0.0001P)^2^+224.8643P] 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 5990 _refine_ls_number_parameters 453 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1868 _refine_ls_R_factor_gt 0.1062 _refine_ls_wR_factor_ref 0.1982 _refine_ls_wR_factor_gt 0.1747 _refine_ls_goodness_of_fit_ref 1.147 _refine_ls_restrained_S_all 1.147 _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 In1 In -0.06881(8) 0.19468(4) 0.68375(7) 0.0332(3) Uani 1 1 d . . . S1 S -0.0183(4) 0.22781(14) 0.5619(3) 0.0376(11) Uani 1 1 d . . . S2 S -0.0065(4) 0.22263(16) 0.8056(3) 0.0492(13) Uani 1 1 d . . . Cl1 Cl -0.2453(3) 0.19258(13) 0.6871(3) 0.0394(10) Uani 1 1 d . . . N1 N -0.0159(10) 0.1821(5) 0.4324(8) 0.037(4) Uiso 1 1 d . . . H1 H 0.0021 0.2095 0.4160 0.045 Uiso 1 1 calc R . . N2 N -0.0455(10) 0.1337(4) 0.5325(8) 0.031(3) Uani 1 1 d . . . N3 N -0.0560(11) 0.1306(5) 0.6075(8) 0.036(4) Uani 1 1 d . . . N4 N -0.0603(10) 0.1316(4) 0.7584(8) 0.030(4) Uani 1 1 d . . . N5 N -0.0705(11) 0.1323(5) 0.8355(7) 0.036(4) Uani 1 1 d . . . N6 N -0.0518(11) 0.1819(4) 0.9288(8) 0.038(4) Uani 1 1 d . . . H6A H -0.0447 0.2105 0.9450 0.045 Uiso 1 1 calc R . . C1 C -0.0287(13) 0.1764(6) 0.5096(9) 0.032(4) Uani 1 1 d . . . C2 C -0.0302(16) 0.1462(6) 0.3786(9) 0.051(6) Uani 1 1 d . . . H2A H 0.0161 0.1211 0.3881 0.077 Uiso 1 1 calc R . . H2B H -0.0198 0.1586 0.3281 0.077 Uiso 1 1 calc R . . H2C H -0.0965 0.1343 0.3828 0.077 Uiso 1 1 calc R . . C3 C -0.0706(12) 0.0909(5) 0.6423(9) 0.027(4) Uani 1 1 d . . . C4 C -0.0912(15) 0.0450(6) 0.6153(11) 0.047(5) Uani 1 1 d . . . C5 C -0.1004(16) 0.0243(6) 0.5472(11) 0.049(5) Uani 1 1 d . . . H5 H -0.0882 0.0411 0.5023 0.059 Uiso 1 1 calc R . . C6 C -0.1289(16) -0.0229(6) 0.5447(11) 0.054(6) Uani 1 1 d . . . H6 H -0.1362 -0.0375 0.4973 0.065 Uiso 1 1 calc R . . C7 C -0.1462(15) -0.0482(6) 0.6091(12) 0.049(6) Uani 1 1 d . . . H7 H -0.1638 -0.0799 0.6051 0.059 Uiso 1 1 calc R . . C8 C -0.1382(11) -0.0278(5) 0.6810(12) 0.038(4) Uani 1 1 d . . . C9 C -0.1118(10) 0.0184(5) 0.6797(10) 0.028(4) Uani 1 1 d . . . C10 C -0.1523(13) -0.0475(6) 0.7512(13) 0.045(5) Uani 1 1 d . . . H10 H -0.1715 -0.0790 0.7537 0.054 Uiso 1 1 calc R . . C11 C -0.1401(12) -0.0241(6) 0.8159(15) 0.050(5) Uani 1 1 d . . . H11 H -0.1487 -0.0394 0.8626 0.061 Uiso 1 1 calc R . . C12 C -0.1145(11) 0.0236(5) 0.8142(12) 0.037(4) Uani 1 1 d . . . H12 H -0.1084 0.0406 0.8596 0.045 Uiso 1 1 calc R . . C13 C -0.0994(10) 0.0442(5) 0.7488(10) 0.026(4) Uani 1 1 d . . . C14 C -0.0768(12) 0.0920(6) 0.7255(9) 0.028(4) Uani 1 1 d . . . C15 C -0.0452(13) 0.1746(6) 0.8590(11) 0.035(4) Uiso 1 1 d . . . C16 C -0.0717(14) 0.1439(6) 0.9869(10) 0.043(5) Uani 1 1 d . . . H16A H -0.1376 0.1318 0.9798 0.064 Uiso 1 1 calc R . . H16B H -0.0655 0.1568 1.0375 0.064 Uiso 1 1 calc R . . H16C H -0.0247 0.1187 0.9804 0.064 Uiso 1 1 calc R . . In2 In 0.22563(8) 0.19203(4) 0.81358(7) 0.0309(3) Uani 1 1 d . . . S3 S 0.2146(4) 0.22612(14) 0.6845(3) 0.0452(12) Uani 1 1 d . . . S4 S 0.1952(3) 0.22788(14) 0.9386(3) 0.0350(11) Uani 1 1 d . . . Cl2 Cl 0.4014(3) 0.18293(13) 0.8170(2) 0.0354(10) Uani 1 1 d . . . N7 N 0.2212(12) 0.1764(4) 0.5589(8) 0.045(4) Uani 1 1 d . . . H7A H 0.2340 0.2037 0.5392 0.054 Uiso 1 1 calc R . . N8 N 0.1961(10) 0.1310(4) 0.6623(7) 0.028(3) Uani 1 1 d . . . N9 N 0.1894(11) 0.1297(6) 0.7397(8) 0.040(4) Uani 1 1 d . . . N10 N 0.1804(9) 0.1310(4) 0.8891(8) 0.024(3) Uiso 1 1 d . . . N11 N 0.1715(11) 0.1334(5) 0.9657(8) 0.039(4) Uani 1 1 d . . . N12 N 0.1719(11) 0.1833(4) 1.0652(8) 0.044(4) Uani 1 1 d . . . H12A H 0.1721 0.2117 1.0827 0.053 Uiso 1 1 calc R . . C21 C 0.2102(14) 0.1731(6) 0.6338(10) 0.038(5) Uani 1 1 d . . . C22 C 0.2129(13) 0.1377(6) 0.5108(10) 0.040(5) Uiso 1 1 d . . . H22A H 0.2659 0.1160 0.5210 0.060 Uiso 1 1 calc R . . H22B H 0.2164 0.1480 0.4585 0.060 Uiso 1 1 calc R . . H22C H 0.1506 0.1223 0.5196 0.060 Uiso 1 1 calc R . . C23 C 0.1705(11) 0.0903(5) 0.7705(9) 0.022(4) Uani 1 1 d . . . C24 C 0.1483(12) 0.0440(5) 0.7482(10) 0.031(4) Uani 1 1 d . . . C25 C 0.1410(11) 0.0230(6) 0.6781(11) 0.035(4) Uani 1 1 d . . . H25 H 0.1511 0.0396 0.6327 0.042 Uiso 1 1 calc R . . C26 C 0.1170(12) -0.0255(5) 0.6787(12) 0.041(4) Uani 1 1 d . . . H26 H 0.1105 -0.0409 0.6319 0.049 Uiso 1 1 calc R . . C27 C 0.1031(14) -0.0508(6) 0.7431(11) 0.044(5) Uani 1 1 d . . . H27 H 0.0895 -0.0830 0.7403 0.052 Uiso 1 1 calc R . . C28 C 0.1091(10) -0.0286(5) 0.8134(10) 0.027(4) Uani 1 1 d . . . C29 C 0.1324(11) 0.0186(5) 0.8109(11) 0.031(4) Uani 1 1 d . . . C30 C 0.0940(13) -0.0486(6) 0.8866(11) 0.041(5) Uani 1 1 d . . . H30 H 0.0777 -0.0804 0.8907 0.049 Uiso 1 1 calc R . . C31 C 0.1028(12) -0.0224(6) 0.9504(11) 0.037(4) Uani 1 1 d . . . H31 H 0.0930 -0.0368 0.9977 0.044 Uiso 1 1 calc R . . C32 C 0.1253(13) 0.0241(6) 0.9481(10) 0.037(5) Uani 1 1 d . . . H32 H 0.1307 0.0413 0.9933 0.044 Uiso 1 1 calc R . . C33 C 0.1400(11) 0.0455(5) 0.8796(10) 0.029(4) Uani 1 1 d . . . C34 C 0.1640(12) 0.0920(5) 0.8543(9) 0.028(4) Uani 1 1 d . . . C35 C 0.1801(12) 0.1767(6) 0.9896(10) 0.033(4) Uani 1 1 d . . . C36 C 0.1629(14) 0.1448(6) 1.1182(10) 0.039(5) Uani 1 1 d . . . H36A H 0.2141 0.1221 1.1085 0.059 Uiso 1 1 calc R . . H36B H 0.0993 0.1301 1.1121 0.059 Uiso 1 1 calc R . . H36C H 0.1691 0.1565 1.1696 0.059 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 In1 0.0464(7) 0.0309(6) 0.0223(7) 0.0050(6) -0.0051(7) 0.0006(6) S1 0.060(3) 0.032(2) 0.021(3) 0.000(2) 0.001(2) -0.007(2) S2 0.079(4) 0.043(3) 0.025(3) 0.004(2) -0.013(3) -0.011(2) Cl1 0.056(3) 0.035(2) 0.027(2) -0.002(2) 0.001(2) 0.004(2) N2 0.041(9) 0.028(8) 0.024(9) 0.004(6) -0.009(7) 0.000(6) N3 0.045(10) 0.046(9) 0.018(9) -0.002(7) -0.007(7) 0.006(8) N4 0.037(9) 0.028(8) 0.024(9) -0.010(6) 0.001(7) 0.012(7) N5 0.048(9) 0.044(9) 0.016(9) 0.003(6) -0.004(7) -0.003(7) N6 0.064(10) 0.028(8) 0.021(9) -0.016(6) -0.004(8) 0.009(7) C1 0.048(11) 0.035(9) 0.014(10) 0.000(7) 0.000(8) -0.008(8) C2 0.101(17) 0.040(11) 0.013(11) 0.005(8) -0.010(10) -0.005(11) C3 0.026(9) 0.031(9) 0.026(10) 0.009(7) 0.010(8) 0.010(8) C4 0.072(15) 0.036(11) 0.035(13) 0.012(9) 0.005(11) 0.007(10) C5 0.087(16) 0.040(11) 0.020(11) 0.017(9) 0.007(11) 0.008(10) C6 0.098(18) 0.043(12) 0.022(12) -0.005(9) -0.003(12) -0.002(11) C7 0.077(15) 0.024(10) 0.047(15) -0.008(9) -0.005(12) 0.000(10) C8 0.036(10) 0.033(9) 0.045(13) 0.009(10) -0.005(10) 0.000(7) C9 0.025(8) 0.025(8) 0.033(10) 0.010(8) 0.000(9) 0.007(6) C10 0.040(12) 0.028(11) 0.068(17) -0.006(10) -0.005(11) 0.006(9) C11 0.040(11) 0.038(10) 0.074(16) 0.024(13) 0.002(13) 0.001(8) C12 0.034(10) 0.034(9) 0.043(12) 0.010(10) 0.027(10) -0.002(7) C13 0.012(9) 0.031(9) 0.036(11) 0.002(8) 0.006(8) -0.003(7) C14 0.027(9) 0.040(10) 0.019(10) 0.015(7) -0.002(8) 0.001(8) C16 0.058(13) 0.033(9) 0.037(12) -0.001(8) -0.006(10) -0.009(9) In2 0.0454(7) 0.0292(6) 0.0180(6) -0.0005(6) -0.0013(6) -0.0036(5) S3 0.083(3) 0.027(2) 0.025(3) -0.005(2) -0.010(3) 0.003(2) S4 0.052(3) 0.027(2) 0.026(3) -0.002(2) 0.004(2) -0.001(2) Cl2 0.043(2) 0.042(2) 0.021(2) 0.001(2) 0.008(2) -0.0053(18) N7 0.090(13) 0.022(7) 0.023(9) -0.005(6) -0.014(9) 0.021(8) N8 0.041(8) 0.015(7) 0.028(10) 0.002(6) 0.000(6) 0.005(6) N9 0.049(10) 0.060(11) 0.012(9) -0.011(7) -0.005(7) 0.009(8) N11 0.056(10) 0.030(8) 0.032(10) 0.000(7) 0.004(8) 0.005(7) N12 0.083(12) 0.017(7) 0.032(10) 0.010(6) -0.004(8) 0.000(7) C21 0.065(13) 0.026(9) 0.022(11) -0.016(7) -0.011(9) -0.002(9) C23 0.021(9) 0.024(9) 0.020(10) 0.000(7) -0.003(7) 0.005(7) C24 0.038(11) 0.027(10) 0.027(11) 0.003(8) -0.001(8) 0.016(8) C25 0.030(9) 0.042(10) 0.032(12) -0.001(9) -0.004(9) -0.002(8) C26 0.051(11) 0.034(9) 0.037(12) 0.007(10) -0.009(11) -0.005(8) C27 0.055(13) 0.020(9) 0.056(15) -0.006(9) -0.007(11) -0.006(8) C28 0.022(8) 0.028(8) 0.032(10) 0.002(9) 0.011(9) 0.008(6) C29 0.037(10) 0.027(8) 0.028(10) -0.003(8) 0.004(9) -0.001(7) C30 0.050(12) 0.026(9) 0.046(14) -0.004(9) -0.001(10) 0.005(9) C31 0.037(11) 0.041(11) 0.031(12) 0.013(9) 0.002(9) -0.005(8) C32 0.052(12) 0.034(10) 0.024(11) 0.001(9) -0.009(9) 0.013(9) C33 0.020(9) 0.033(10) 0.035(12) 0.006(8) -0.001(8) -0.004(7) C34 0.029(10) 0.030(9) 0.025(11) 0.000(7) -0.014(8) -0.005(8) C35 0.037(11) 0.034(9) 0.028(11) -0.015(8) 0.009(8) -0.005(8) C36 0.058(12) 0.038(10) 0.022(11) 0.002(8) -0.010(9) -0.012(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 In1 N4 2.260(13) . ? In1 N3 2.305(14) . ? In1 Cl1 2.434(4) . ? In1 S2 2.472(5) . ? In1 S1 2.474(5) . ? S1 C1 1.761(17) . ? S2 C15 1.766(18) . ? N1 C1 1.40(2) . ? N1 C2 1.43(2) . ? N1 H1 0.8800 . ? N2 C1 1.319(19) . ? N2 N3 1.349(18) . ? N3 C3 1.320(19) . ? N4 C14 1.306(19) . ? N4 N5 1.381(19) . ? N5 C15 1.34(2) . ? N6 C15 1.27(2) . ? N6 C16 1.53(2) . ? N6 H6A 0.8800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.44(2) . ? C3 C14 1.49(2) . ? C4 C5 1.36(2) . ? C4 C9 1.41(2) . ? C5 C6 1.42(2) . ? C5 H5 0.9500 . ? C6 C7 1.38(3) . ? C6 H6 0.9500 . ? C7 C8 1.41(3) . ? C7 H7 0.9500 . ? C8 C9 1.38(2) . ? C8 C10 1.39(3) . ? C9 C13 1.45(2) . ? C10 C11 1.35(3) . ? C10 H10 0.9500 . ? C11 C12 1.42(2) . ? C11 H11 0.9500 . ? C12 C13 1.32(2) . ? C12 H12 0.9500 . ? C13 C14 1.48(2) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? In2 N9 2.288(15) . ? In2 N10 2.304(13) . ? In2 Cl2 2.436(4) . ? In2 S4 2.492(5) . ? In2 S3 2.507(5) . ? S3 C21 1.781(16) . ? S4 C35 1.749(18) . ? N7 C21 1.35(2) . ? N7 C22 1.41(2) . ? N7 H7A 0.8800 . ? N8 C21 1.33(2) . ? N8 N9 1.383(19) . ? N9 C23 1.29(2) . ? N10 C34 1.307(19) . ? N10 N11 1.372(19) . ? N11 C35 1.33(2) . ? N12 C35 1.37(2) . ? N12 C36 1.465(19) . ? N12 H12A 0.8800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.43(2) . ? C23 C34 1.50(2) . ? C24 C29 1.35(2) . ? C24 C25 1.39(2) . ? C25 C26 1.44(2) . ? C25 H25 0.9500 . ? C26 C27 1.38(2) . ? C26 H26 0.9500 . ? C27 C28 1.41(2) . ? C27 H27 0.9500 . ? C28 C29 1.40(2) . ? C28 C30 1.44(2) . ? C29 C33 1.46(2) . ? C30 C31 1.37(2) . ? C30 H30 0.9500 . ? C31 C32 1.38(2) . ? C31 H31 0.9500 . ? C32 C33 1.38(2) . ? C32 H32 0.9500 . ? C33 C34 1.46(2) . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 In1 N3 72.2(4) . . ? N4 In1 Cl1 91.0(4) . . ? N3 In1 Cl1 94.1(4) . . ? N4 In1 S2 74.2(4) . . ? N3 In1 S2 139.0(4) . . ? Cl1 In1 S2 109.51(18) . . ? N4 In1 S1 144.6(4) . . ? N3 In1 S1 76.8(4) . . ? Cl1 In1 S1 108.20(16) . . ? S2 In1 S1 123.19(15) . . ? C1 S1 In1 96.6(6) . . ? C15 S2 In1 96.4(6) . . ? C1 N1 C2 124.0(14) . . ? C1 N1 H1 118.0 . . ? C2 N1 H1 118.0 . . ? C1 N2 N3 112.9(14) . . ? C3 N3 N2 122.8(14) . . ? C3 N3 In1 114.2(11) . . ? N2 N3 In1 122.6(11) . . ? C14 N4 N5 116.2(14) . . ? C14 N4 In1 115.7(10) . . ? N5 N4 In1 124.7(10) . . ? C15 N5 N4 107.3(14) . . ? C15 N6 C16 123.8(14) . . ? C15 N6 H6A 118.1 . . ? C16 N6 H6A 118.1 . . ? N2 C1 N1 115.9(15) . . ? N2 C1 S1 129.8(13) . . ? N1 C1 S1 114.3(12) . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N3 C3 C4 132.4(16) . . ? N3 C3 C14 117.2(15) . . ? C4 C3 C14 110.2(15) . . ? C5 C4 C9 117.9(17) . . ? C5 C4 C3 136.3(17) . . ? C9 C4 C3 105.7(16) . . ? C4 C5 C6 118.5(17) . . ? C4 C5 H5 120.7 . . ? C6 C5 H5 120.7 . . ? C7 C6 C5 121.9(18) . . ? C7 C6 H6 119.0 . . ? C5 C6 H6 119.0 . . ? C6 C7 C8 121.2(16) . . ? C6 C7 H7 119.4 . . ? C8 C7 H7 119.4 . . ? C9 C8 C10 116.7(18) . . ? C9 C8 C7 114.0(18) . . ? C10 C8 C7 129.3(15) . . ? C8 C9 C4 126.4(18) . . ? C8 C9 C13 120.8(16) . . ? C4 C9 C13 112.7(13) . . ? C11 C10 C8 123.2(18) . . ? C11 C10 H10 118.4 . . ? C8 C10 H10 118.4 . . ? C10 C11 C12 120(2) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C13 C12 C11 120(2) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C12 C13 C9 119.9(15) . . ? C12 C13 C14 134.5(16) . . ? C9 C13 C14 105.5(14) . . ? N4 C14 C13 137.0(15) . . ? N4 C14 C3 117.3(15) . . ? C13 C14 C3 105.7(15) . . ? N6 C15 N5 116.2(16) . . ? N6 C15 S2 114.8(14) . . ? N5 C15 S2 128.9(15) . . ? N6 C16 H16A 109.5 . . ? N6 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N6 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N9 In2 N10 71.0(5) . . ? N9 In2 Cl2 98.4(4) . . ? N10 In2 Cl2 99.9(3) . . ? N9 In2 S4 143.6(4) . . ? N10 In2 S4 75.5(3) . . ? Cl2 In2 S4 100.94(15) . . ? N9 In2 S3 76.6(4) . . ? N10 In2 S3 145.1(3) . . ? Cl2 In2 S3 97.23(16) . . ? S4 In2 S3 130.27(14) . . ? C21 S3 In2 97.5(6) . . ? C35 S4 In2 97.6(6) . . ? C21 N7 C22 122.4(15) . . ? C21 N7 H7A 118.8 . . ? C22 N7 H7A 118.8 . . ? C21 N8 N9 114.5(14) . . ? C23 N9 N8 117.5(15) . . ? C23 N9 In2 119.6(11) . . ? N8 N9 In2 122.6(12) . . ? C34 N10 N11 120.0(14) . . ? C34 N10 In2 115.4(11) . . ? N11 N10 In2 124.6(10) . . ? C35 N11 N10 110.9(14) . . ? C35 N12 C36 122.6(14) . . ? C35 N12 H12A 118.7 . . ? C36 N12 H12A 118.7 . . ? N8 C21 N7 117.3(14) . . ? N8 C21 S3 126.7(13) . . ? N7 C21 S3 116.0(13) . . ? N7 C22 H22A 109.5 . . ? N7 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N7 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N9 C23 C24 138.6(16) . . ? N9 C23 C34 114.1(15) . . ? C24 C23 C34 107.2(14) . . ? C29 C24 C25 119.4(16) . . ? C29 C24 C23 108.2(15) . . ? C25 C24 C23 132.4(16) . . ? C24 C25 C26 115.7(17) . . ? C24 C25 H25 122.1 . . ? C26 C25 H25 122.1 . . ? C27 C26 C25 123.9(18) . . ? C27 C26 H26 118.1 . . ? C25 C26 H26 118.1 . . ? C26 C27 C28 119.4(15) . . ? C26 C27 H27 120.3 . . ? C28 C27 H27 120.3 . . ? C29 C28 C27 115.4(16) . . ? C29 C28 C30 116.8(16) . . ? C27 C28 C30 127.8(14) . . ? C24 C29 C28 126.2(17) . . ? C24 C29 C33 113.1(13) . . ? C28 C29 C33 120.7(16) . . ? C31 C30 C28 121.1(16) . . ? C31 C30 H30 119.5 . . ? C28 C30 H30 119.5 . . ? C30 C31 C32 122.2(17) . . ? C30 C31 H31 118.9 . . ? C32 C31 H31 118.9 . . ? C31 C32 C33 119.7(17) . . ? C31 C32 H32 120.1 . . ? C33 C32 H32 120.1 . . ? C32 C33 C29 119.5(15) . . ? C32 C33 C34 136.1(16) . . ? C29 C33 C34 104.4(14) . . ? N10 C34 C33 133.5(16) . . ? N10 C34 C23 119.5(15) . . ? C33 C34 C23 107.0(14) . . ? N11 C35 N12 116.1(16) . . ? N11 C35 S4 130.0(14) . . ? N12 C35 S4 113.9(12) . . ? N12 C36 H36A 109.5 . . ? N12 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? N12 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.952 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.952 _refine_diff_density_max 1.876 _refine_diff_density_min -1.506 _refine_diff_density_rms 0.170