# Copyright The Royal Society of Chemistry, 1998 # CCDC Number: 186/1172 ###################################################################### # # Paper No. 8/06466K/DAP # # 'Nitrogen versus oxygen coordination of carboxamide-functionalized # triazacyclononane ligands in transition metal ion complexes' # # by Thomas Weyhermuller, Karl Wieghardt, Phalguni Chaudhuri # # subm. for publ. to J. Chem. Soc., Dalton Trans. 1998 # # ##### containing five crystal structures ###### # ###################################################################### data_1 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural '[C12 H24 Cl N6 O3 V]2+, 2 (ClO4)-, 2 MeOH' _chemical_formula_analytical ? _chemical_formula_sum 'C14 H32 Cl3 N6 O13 V' _chemical_formula_weight 649.75 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 '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' 'V' 'V' 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 13.284(3) _cell_length_b 11.925(3) _cell_length_c 32.508(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5149.7(20) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8192 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'transparent block' _exptl_crystal_colour orange _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.676 _exptl_crystal_density_method ? _exptl_crystal_F_000 2688 _exptl_absorpt_coefficient_mu 0.770 _exptl_absorpt_correction_type 'SADABS, G. Sheldrick 1994' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Siemens SMART CCD-Detector' _diffrn_measurement_method '\w-scan, 0.3 deg./frame' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 44301 _diffrn_reflns_av_R_equivalents 0.0989 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -49 _diffrn_reflns_limit_l_max 49 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5865 _reflns_number_observed 5261 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 139 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0589P)^2^+9.8247P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5726 _refine_ls_number_parameters 356 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0596 _refine_ls_R_factor_obs 0.0528 _refine_ls_wR_factor_all 0.1381 _refine_ls_wR_factor_obs 0.1319 _refine_ls_goodness_of_fit_all 1.147 _refine_ls_goodness_of_fit_obs 1.175 _refine_ls_restrained_S_all 1.162 _refine_ls_restrained_S_obs 1.175 _refine_ls_shift/esd_max 0.002 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group V1 V 0.43248(3) -0.45736(3) 0.100630(13) 0.01177(13) Uani 1 d . . N1 N 0.2953(2) -0.5241(2) 0.13700(7) 0.0152(5) Uani 1 d . . N2 N 0.5190(2) -0.5927(2) 0.12089(7) 0.0140(4) Uani 1 d . . N3 N 0.4757(2) -0.4157(2) 0.16457(7) 0.0141(4) Uani 1 d . . N4 N 0.1486(2) -0.5635(2) 0.04044(8) 0.0226(5) Uani 1 d . . H4C H 0.1668(30) -0.5684(33) 0.0167(13) 0.029 Uiso 1 d . . H4D H 0.0788(31) -0.5638(32) 0.0480(12) 0.029 Uiso 1 d . . N5 N 0.6494(2) -0.5907(2) 0.01841(8) 0.0197(5) Uani 1 d . . H5C H 0.6939(30) -0.6287(35) 0.0211(12) 0.026 Uiso 1 d . . H5D H 0.6417(28) -0.5564(31) -0.0050(12) 0.026 Uiso 1 d . . N6 N 0.5893(2) -0.1871(2) 0.11958(9) 0.0228(5) Uani 1 d . . H6C H 0.6134(30) -0.1702(34) 0.0960(13) 0.030 Uiso 1 d . . H6D H 0.5839(30) -0.1490(35) 0.1379(13) 0.030 Uiso 1 d . . C1 C 0.3289(2) -0.6302(2) 0.14836(8) 0.0174(5) Uani 1 d . . H1A H 0.2741(2) -0.6851(2) 0.14383(8) 0.023 Uiso 1 calc R . H1B H 0.3450(2) -0.6299(2) 0.17810(8) 0.023 Uiso 1 calc R . C2 C 0.4272(2) -0.6695(2) 0.12292(8) 0.0173(5) Uani 1 d . . H2A H 0.4496(2) -0.7420(2) 0.13466(8) 0.023 Uiso 1 calc R . H2B H 0.4056(2) -0.6846(2) 0.09430(8) 0.023 Uiso 1 calc R . C3 C 0.5718(2) -0.5798(2) 0.16253(8) 0.0162(5) Uani 1 d . . H3A H 0.5315(2) -0.6176(2) 0.18405(8) 0.021 Uiso 1 calc R . H3B H 0.6385(2) -0.6167(2) 0.16136(8) 0.021 Uiso 1 calc R . C4 C 0.5841(2) -0.4691(2) 0.17286(8) 0.0159(5) Uani 1 d . . H4A H 0.6360(2) -0.4332(2) 0.15542(8) 0.021 Uiso 1 calc R . H4B H 0.6036(2) -0.4611(2) 0.20210(8) 0.021 Uiso 1 calc R . C5 C 0.3884(2) -0.4442(2) 0.19586(8) 0.0163(5) Uani 1 d . . H5A H 0.3839(2) -0.3831(2) 0.21638(8) 0.021 Uiso 1 calc R . H5B H 0.4062(2) -0.5138(2) 0.21076(8) 0.021 Uiso 1 calc R . C6 C 0.2772(2) -0.4609(2) 0.17455(8) 0.0167(5) Uani 1 d . . H6A H 0.2317(2) -0.5028(2) 0.19315(8) 0.022 Uiso 1 calc R . H6B H 0.2464(2) -0.3874(2) 0.16820(8) 0.022 Uiso 1 calc R . C7 C 0.1914(2) -0.5243(2) 0.11187(9) 0.0178(5) Uani 1 d . . H7A H 0.1466(2) -0.5854(2) 0.12127(9) 0.023 Uiso 1 calc R . H7B H 0.1559(2) -0.4517(2) 0.11475(9) 0.023 Uiso 1 calc R . C8 C 0.2254(2) -0.5431(2) 0.06794(9) 0.0177(6) Uani 1 d . . C9 C 0.6048(2) -0.6235(2) 0.08979(8) 0.0171(5) Uani 1 d . . H9A H 0.6709(2) -0.6033(2) 0.10180(8) 0.022 Uiso 1 calc R . H9B H 0.6044(2) -0.7054(2) 0.08478(8) 0.022 Uiso 1 calc R . C10 C 0.5912(2) -0.5639(2) 0.05055(8) 0.0146(5) Uani 1 d . . C11 C 0.4947(2) -0.3049(2) 0.16525(8) 0.0167(5) Uani 1 d . . H11A H 0.5374(2) -0.2855(2) 0.18918(8) 0.022 Uiso 1 calc R . H11B H 0.4312(2) -0.2619(2) 0.16704(8) 0.022 Uiso 1 calc R . C12 C 0.5495(2) -0.2787(2) 0.12511(8) 0.0164(5) Uani 1 d . . O1 O 0.3277(2) -0.53651(15) 0.05907(6) 0.0162(4) Uani 1 d . . O2 O 0.52674(15) -0.48923(15) 0.04993(5) 0.0154(4) Uani 1 d . . O3 O 0.5538(2) -0.34538(15) 0.09769(6) 0.0168(4) Uani 1 d . . Cl1 Cl 0.62228(5) 0.06563(5) 0.07588(2) 0.0172(2) Uani 1 d . . O10 O 0.6997(2) 0.0365(2) 0.10726(8) 0.0366(6) Uani 1 d . . O11 O 0.5274(2) 0.1156(2) 0.09353(8) 0.0327(5) Uani 1 d . . O12 O 0.6759(2) 0.1314(2) 0.04670(7) 0.0354(6) Uani 1 d . . O13 O 0.5857(2) -0.0235(2) 0.05406(7) 0.0289(5) Uani 1 d . . Cl2 Cl 0.74927(7) 0.28442(6) 0.24266(2) 0.0296(2) Uani 1 d . . O20 O 0.6973(2) 0.2152(2) 0.27080(8) 0.0439(7) Uani 1 d . . O21 O 0.7454(2) 0.2454(2) 0.20156(7) 0.0385(6) Uani 1 d . . O22 O 0.6922(2) 0.3799(2) 0.24438(7) 0.0430(7) Uani 1 d . . O23 O 0.8656(2) 0.2978(2) 0.25436(8) 0.0447(7) Uani 1 d . . Cl3 Cl 0.31152(5) -0.31688(5) 0.08570(2) 0.0194(2) Uani 1 d . . O30 O 0.8345(2) -0.7254(2) 0.03190(6) 0.0227(4) Uani 1 d . . H30 H 0.7815(3) -0.7172(34) 0.01817(11) 0.034 Uiso 1 calc R . C30 C 0.9244(3) -0.7287(3) 0.00300(11) 0.0315(7) Uani 1 d . . H30A H 0.9144(10) -0.7878(15) -0.0176(5) 0.047 Uiso 1 calc R . H30B H 0.9857(4) -0.7443(22) 0.0188(2) 0.047 Uiso 1 calc R . H30C H 0.9311(12) -0.6561(8) -0.0109(6) 0.047 Uiso 1 calc R . C40 C 0.5678(5) 0.0326(3) 0.19896(13) 0.0577(14) Uani 1 d . . H40A H 0.5919(25) 0.0727(15) 0.1745(2) 0.087 Uiso 1 calc R . H40B H 0.6246(17) 0.0175(3) 0.2174(9) 0.087 Uiso 1 calc R . H40C H 0.5179(9) 0.0787(13) 0.2133(10) 0.087 Uiso 1 calc R . O40 O 0.5258(4) -0.0639(2) 0.18758(9) 0.0739(13) Uani 1 d . . H40 H 0.5476(41) -0.1159(10) 0.2025(15) 0.111 Uiso 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 V1 0.0199(2) 0.0054(2) 0.0101(2) -0.00058(14) 0.0000(2) 0.0011(2) N1 0.0232(12) 0.0090(10) 0.0133(11) -0.0014(8) 0.0014(9) 0.0003(8) N2 0.0241(12) 0.0073(9) 0.0105(10) 0.0003(7) -0.0010(9) 0.0019(8) N3 0.0247(12) 0.0038(9) 0.0139(11) -0.0009(7) 0.0006(9) -0.0001(8) N4 0.0288(15) 0.0200(12) 0.0190(13) -0.0022(9) -0.0031(11) -0.0016(10) N5 0.0285(14) 0.0152(11) 0.0154(12) -0.0012(9) 0.0012(10) 0.0077(10) N6 0.041(2) 0.0082(10) 0.0190(13) 0.0005(9) 0.0020(11) -0.0049(10) C1 0.0288(15) 0.0066(11) 0.0167(13) 0.0003(9) 0.0014(11) -0.0027(10) C2 0.030(2) 0.0076(11) 0.0141(12) -0.0013(9) 0.0004(11) -0.0003(10) C3 0.0278(15) 0.0089(11) 0.0120(12) 0.0011(9) -0.0027(10) 0.0045(10) C4 0.0231(14) 0.0118(12) 0.0129(12) -0.0007(9) -0.0041(10) 0.0010(10) C5 0.0276(15) 0.0098(11) 0.0114(12) -0.0004(9) 0.0029(11) -0.0016(10) C6 0.0260(15) 0.0102(11) 0.0139(12) -0.0031(9) 0.0044(11) 0.0004(10) C7 0.0185(14) 0.0160(12) 0.0190(13) -0.0007(10) 0.0014(10) -0.0015(10) C8 0.027(2) 0.0068(11) 0.0189(13) 0.0002(9) -0.0026(11) -0.0004(10) C9 0.0248(14) 0.0122(12) 0.0144(12) 0.0004(9) 0.0032(11) 0.0051(10) C10 0.0195(13) 0.0084(10) 0.0158(13) -0.0017(9) -0.0025(10) -0.0017(10) C11 0.0295(15) 0.0053(10) 0.0153(13) -0.0029(9) -0.0001(11) -0.0016(10) C12 0.0228(14) 0.0093(11) 0.0172(13) 0.0015(9) -0.0032(11) -0.0014(10) O1 0.0261(10) 0.0093(8) 0.0133(9) -0.0017(7) -0.0022(8) -0.0004(7) O2 0.0263(10) 0.0083(8) 0.0117(9) 0.0001(6) 0.0017(8) 0.0017(7) O3 0.0290(11) 0.0070(8) 0.0144(9) -0.0016(7) 0.0017(8) -0.0010(7) Cl1 0.0226(3) 0.0102(3) 0.0187(3) 0.0001(2) 0.0015(3) -0.0007(2) O10 0.044(2) 0.0350(13) 0.0309(13) -0.0002(10) -0.0102(11) 0.0074(11) O11 0.0401(14) 0.0160(10) 0.0420(14) -0.0073(9) 0.0078(11) 0.0059(10) O12 0.055(2) 0.0197(11) 0.0319(13) 0.0029(9) 0.0077(11) -0.0174(11) O13 0.0412(13) 0.0087(9) 0.0367(13) -0.0049(8) 0.0023(11) -0.0043(9) Cl2 0.0535(5) 0.0193(3) 0.0159(3) 0.0019(2) -0.0013(3) 0.0179(3) O20 0.074(2) 0.0267(12) 0.0307(13) 0.0112(10) 0.0082(13) 0.0147(13) O21 0.070(2) 0.0245(12) 0.0211(11) -0.0039(9) -0.0012(12) 0.0198(12) O22 0.089(2) 0.0198(11) 0.0200(11) -0.0014(9) -0.0044(12) 0.0284(13) O23 0.061(2) 0.0368(14) 0.0359(14) 0.0078(11) -0.0134(13) 0.0086(13) Cl3 0.0279(4) 0.0104(3) 0.0198(3) 0.0002(2) -0.0012(3) 0.0059(2) O30 0.0328(12) 0.0106(9) 0.0248(11) 0.0033(7) -0.0027(9) 0.0000(8) C30 0.039(2) 0.024(2) 0.031(2) -0.0069(13) 0.0034(15) 0.0015(14) C40 0.121(5) 0.021(2) 0.031(2) -0.0082(14) 0.017(2) -0.001(2) O40 0.169(4) 0.0142(12) 0.038(2) -0.0048(11) 0.032(2) -0.006(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 N2 2.088(2) . ? V1 O3 2.095(2) . ? V1 O2 2.104(2) . ? V1 O1 2.157(2) . ? V1 N3 2.213(2) . ? V1 N1 2.313(2) . ? V1 Cl3 2.3715(8) . ? N1 C1 1.391(3) . ? N1 C6 1.455(3) . ? N1 C7 1.604(4) . ? N2 C2 1.527(3) . ? N2 C3 1.532(3) . ? N2 C9 1.567(3) . ? N3 C11 1.345(3) . ? N3 C5 1.580(3) . ? N3 C4 1.597(4) . ? N4 C8 1.378(4) . ? N4 H4C 0.81(4) . ? N4 H4D 0.96(4) . ? N5 C10 1.338(4) . ? N5 H5C 0.75(4) . ? N5 H5D 0.87(4) . ? N6 C12 1.227(4) . ? N6 H6C 0.85(4) . ? N6 H6D 0.75(4) . ? C1 C2 1.616(4) . ? C1 H1A 0.99 . ? C1 H1B 0.99 . ? C2 H2A 0.99 . ? C2 H2B 0.99 . ? C3 C4 1.371(3) . ? C3 H3A 0.99 . ? C3 H3B 0.99 . ? C4 H4A 0.99 . ? C4 H4B 0.99 . ? C5 C6 1.643(4) . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 H6A 0.99 . ? C6 H6B 0.99 . ? C7 C8 1.515(4) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 O1 1.392(4) . ? C9 C10 1.471(4) . ? C9 H9A 0.99 . ? C9 H9B 0.99 . ? C10 O2 1.236(3) . ? C11 C12 1.527(4) . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C12 O3 1.196(3) . ? Cl1 O13 1.367(2) . ? Cl1 O12 1.422(2) . ? Cl1 O10 1.490(3) . ? Cl1 O11 1.507(2) . ? Cl2 O22 1.369(2) . ? Cl2 O20 1.413(3) . ? Cl2 O21 1.416(2) . ? Cl2 O23 1.599(3) . ? O30 C30 1.520(4) . ? O30 H30 0.84 . ? C30 H30A 0.98 . ? C30 H30B 0.98 . ? C30 H30C 0.98 . ? C40 O40 1.332(5) . ? C40 H40A 0.98 . ? C40 H40B 0.98 . ? C40 H40C 0.98 . ? O40 H40 0.84 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 V1 O3 94.78(9) . . ? N2 V1 O2 77.28(8) . . ? O3 V1 O2 67.76(7) . . ? N2 V1 O1 102.39(8) . . ? O3 V1 O1 138.29(7) . . ? O2 V1 O1 79.30(8) . . ? N2 V1 N3 74.58(8) . . ? O3 V1 N3 72.55(8) . . ? O2 V1 N3 128.43(8) . . ? O1 V1 N3 148.65(8) . . ? N2 V1 N1 90.38(8) . . ? O3 V1 N1 148.06(8) . . ? O2 V1 N1 143.78(8) . . ? O1 V1 N1 70.21(8) . . ? N3 V1 N1 78.57(8) . . ? N2 V1 Cl3 169.61(7) . . ? O3 V1 Cl3 93.54(6) . . ? O2 V1 Cl3 111.74(6) . . ? O1 V1 Cl3 75.15(6) . . ? N3 V1 Cl3 102.11(6) . . ? N1 V1 Cl3 79.28(6) . . ? C1 N1 C6 107.5(2) . . ? C1 N1 C7 114.2(2) . . ? C6 N1 C7 106.6(2) . . ? C1 N1 V1 101.3(2) . . ? C6 N1 V1 112.4(2) . . ? C7 N1 V1 114.70(15) . . ? C2 N2 C3 112.8(2) . . ? C2 N2 C9 117.9(2) . . ? C3 N2 C9 105.1(2) . . ? C2 N2 V1 92.14(15) . . ? C3 N2 V1 116.93(15) . . ? C9 N2 V1 112.20(15) . . ? C11 N3 C5 109.8(2) . . ? C11 N3 C4 102.7(2) . . ? C5 N3 C4 117.9(2) . . ? C11 N3 V1 106.5(2) . . ? C5 N3 V1 111.4(2) . . ? C4 N3 V1 107.64(15) . . ? C8 N4 H4C 114.2(28) . . ? C8 N4 H4D 123.5(24) . . ? H4C N4 H4D 122.0(37) . . ? C10 N5 H5C 120.7(30) . . ? C10 N5 H5D 120.2(24) . . ? H5C N5 H5D 118.5(38) . . ? C12 N6 H6C 120.2(27) . . ? C12 N6 H6D 112.4(31) . . ? H6C N6 H6D 127.1(41) . . ? N1 C1 C2 112.8(2) . . ? N1 C1 H1A 109.0(2) . . ? C2 C1 H1A 109.03(13) . . ? N1 C1 H1B 109.03(14) . . ? C2 C1 H1B 109.03(14) . . ? H1A C1 H1B 107.8 . . ? N2 C2 C1 119.6(2) . . ? N2 C2 H2A 107.43(13) . . ? C1 C2 H2A 107.43(13) . . ? N2 C2 H2B 107.43(13) . . ? C1 C2 H2B 107.43(14) . . ? H2A C2 H2B 107.0 . . ? C4 C3 N2 111.6(2) . . ? C4 C3 H3A 109.3(2) . . ? N2 C3 H3A 109.31(14) . . ? C4 C3 H3B 109.3(2) . . ? N2 C3 H3B 109.31(13) . . ? H3A C3 H3B 108.0 . . ? C3 C4 N3 103.6(2) . . ? C3 C4 H4A 111.0(2) . . ? N3 C4 H4A 111.05(12) . . ? C3 C4 H4B 111.0(2) . . ? N3 C4 H4B 111.05(12) . . ? H4A C4 H4B 109.0 . . ? N3 C5 C6 114.5(2) . . ? N3 C5 H5A 108.63(12) . . ? C6 C5 H5A 108.63(13) . . ? N3 C5 H5B 108.63(12) . . ? C6 C5 H5B 108.63(13) . . ? H5A C5 H5B 107.6 . . ? N1 C6 C5 105.5(2) . . ? N1 C6 H6A 110.63(14) . . ? C5 C6 H6A 110.63(13) . . ? N1 C6 H6B 110.63(14) . . ? C5 C6 H6B 110.63(13) . . ? H6A C6 H6B 108.8 . . ? C8 C7 N1 102.9(2) . . ? C8 C7 H7A 111.18(14) . . ? N1 C7 H7A 111.18(12) . . ? C8 C7 H7B 111.18(14) . . ? N1 C7 H7B 111.18(12) . . ? H7A C7 H7B 109.1 . . ? N4 C8 O1 126.8(3) . . ? N4 C8 C7 114.6(3) . . ? O1 C8 C7 118.6(2) . . ? C10 C9 N2 110.9(2) . . ? C10 C9 H9A 109.5(2) . . ? N2 C9 H9A 109.45(14) . . ? C10 C9 H9B 109.45(14) . . ? N2 C9 H9B 109.45(12) . . ? H9A C9 H9B 108.0 . . ? O2 C10 N5 124.1(3) . . ? O2 C10 C9 116.5(2) . . ? N5 C10 C9 119.4(2) . . ? N3 C11 C12 106.1(2) . . ? N3 C11 H11A 110.5(2) . . ? C12 C11 H11A 110.52(15) . . ? N3 C11 H11B 110.5(2) . . ? C12 C11 H11B 110.52(15) . . ? H11A C11 H11B 108.7 . . ? O3 C12 N6 117.5(3) . . ? O3 C12 C11 121.6(2) . . ? N6 C12 C11 120.9(3) . . ? C8 O1 V1 121.7(2) . . ? C10 O2 V1 122.0(2) . . ? C12 O3 V1 110.7(2) . . ? O13 Cl1 O12 105.11(14) . . ? O13 Cl1 O10 114.80(15) . . ? O12 Cl1 O10 103.9(2) . . ? O13 Cl1 O11 101.98(14) . . ? O12 Cl1 O11 117.01(15) . . ? O10 Cl1 O11 114.13(15) . . ? O22 Cl2 O20 100.9(2) . . ? O22 Cl2 O21 106.95(14) . . ? O20 Cl2 O21 113.7(2) . . ? O22 Cl2 O23 116.3(2) . . ? O20 Cl2 O23 112.1(2) . . ? O21 Cl2 O23 107.0(2) . . ? C30 O30 H30 109.5(2) . . ? O30 C30 H30A 109.47(15) . . ? O30 C30 H30B 109.5(2) . . ? H30A C30 H30B 109.5 . . ? O30 C30 H30C 109.47(15) . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O40 C40 H40A 109.5(2) . . ? O40 C40 H40B 109.5(3) . . ? H40A C40 H40B 109.5 . . ? O40 C40 H40C 109.5(3) . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C40 O40 H40 109.5(3) . . ? _refine_diff_density_max 0.674 _refine_diff_density_min -0.567 _refine_diff_density_rms 0.099 #=END data_2 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural '[C12 H24 Br N6 O4 V]+, (ClO4)-, MeOH' _chemical_formula_analytical ? _chemical_formula_sum 'C13 H28 Br Cl N6 O9 V' _chemical_formula_weight 578.71 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 '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' 'V' 'V' 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.877(2) _cell_length_b 12.315(3) _cell_length_c 17.779(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2162.6(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8192 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'transparent fragment' _exptl_crystal_colour blue _exptl_crystal_size_max 0.53 _exptl_crystal_size_mid 0.39 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.777 _exptl_crystal_density_method ? _exptl_crystal_F_000 1180 _exptl_absorpt_coefficient_mu 2.489 _exptl_absorpt_correction_type 'SADABS, G. Sheldrick 1994' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Siemens SMART CCD-Detector' _diffrn_measurement_method '\w-scan, 0.3 deg./frame' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24528 _diffrn_reflns_av_R_equivalents 0.0393 _diffrn_reflns_av_sigmaI/netI 0.0605 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 33.19 _reflns_number_total 8060 _reflns_number_observed 6653 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0315P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.017(5) _refine_ls_number_reflns 8060 _refine_ls_number_parameters 300 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0531 _refine_ls_R_factor_obs 0.0362 _refine_ls_wR_factor_all 0.0724 _refine_ls_wR_factor_obs 0.0670 _refine_ls_goodness_of_fit_all 0.994 _refine_ls_goodness_of_fit_obs 1.015 _refine_ls_restrained_S_all 0.993 _refine_ls_restrained_S_obs 1.014 _refine_ls_shift/esd_max -0.004 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group V V -0.51209(4) 0.08519(3) 0.01282(2) 0.01103(7) Uani 1 d . . O1 O -0.34400(15) 0.12984(12) -0.04301(9) 0.0135(3) Uani 1 d . . O2 O -0.8419(2) 0.14763(14) -0.19690(10) 0.0227(4) Uani 1 d . . O3 O -0.41170(15) 0.01736(12) 0.09988(8) 0.0132(3) Uani 1 d . . O4 O -0.5614(2) 0.19848(13) 0.04818(9) 0.0177(3) Uani 1 d . . N1 N -0.4521(2) -0.06766(14) -0.05179(10) 0.0118(3) Uani 1 d . . N2 N -0.6494(2) 0.09532(15) -0.08285(10) 0.0130(4) Uani 1 d . . N3 N -0.6563(2) -0.0290(2) 0.05111(10) 0.0143(4) Uani 1 d . . N4 N -0.1550(2) 0.0828(2) -0.10550(12) 0.0180(4) Uani 1 d D . H4C H -0.1060(27) 0.0371(20) -0.1207(16) 0.023 Uiso 1 d D . H4D H -0.1376(30) 0.1422(16) -0.1095(16) 0.023 Uiso 1 d D . N5 N -0.7617(2) 0.3184(2) -0.20665(13) 0.0216(4) Uani 1 d D . H5C H -0.8121(29) 0.3355(25) -0.2390(15) 0.028 Uiso 1 d D . H5D H -0.7240(29) 0.3674(20) -0.1882(16) 0.028 Uiso 1 d D . N6 N -0.4433(2) -0.0753(2) 0.20816(11) 0.0146(4) Uani 1 d D . H6C H -0.4934(29) -0.1032(20) 0.2356(13) 0.019 Uiso 1 d D . H6D H -0.3658(20) -0.0749(22) 0.2161(15) 0.019 Uiso 1 d D . C1 C -0.5225(2) -0.0691(2) -0.12621(12) 0.0155(4) Uani 1 d . . H1A H -0.5964(2) -0.1209(2) -0.12444(12) 0.019 Uiso 1 calc R . H1B H -0.4594(2) -0.0928(2) -0.16466(12) 0.019 Uiso 1 calc R . C2 C -0.5779(2) 0.0416(2) -0.14725(13) 0.0156(4) Uani 1 d . . H2A H -0.5039(2) 0.0876(2) -0.16377(13) 0.019 Uiso 1 calc R . H2B H -0.6404(2) 0.0336(2) -0.18896(13) 0.019 Uiso 1 calc R . C3 C -0.7783(2) 0.0373(2) -0.06033(13) 0.0165(5) Uani 1 d . . H3A H -0.7828(2) -0.0319(2) -0.08628(13) 0.020 Uiso 1 calc R . H3B H -0.8555(2) 0.0803(2) -0.07608(13) 0.020 Uiso 1 calc R . C4 C -0.7869(2) 0.0177(2) 0.02402(14) 0.0190(5) Uani 1 d . . H4A H -0.8049(2) 0.0857(2) 0.04976(14) 0.023 Uiso 1 calc R . H4B H -0.8604(2) -0.0320(2) 0.03493(14) 0.023 Uiso 1 calc R . C5 C -0.6369(2) -0.1430(2) 0.02274(13) 0.0169(4) Uani 1 d . . H5A H -0.6997(2) -0.1566(2) -0.01815(13) 0.020 Uiso 1 calc R . H5B H -0.6571(2) -0.1939(2) 0.06285(13) 0.020 Uiso 1 calc R . C6 C -0.4927(2) -0.16177(15) -0.00482(11) 0.0150(4) Uani 1 d . . H6A H -0.4318(2) -0.16892(15) 0.03771(11) 0.018 Uiso 1 calc R . H6B H -0.4882(2) -0.22806(15) -0.03419(11) 0.018 Uiso 1 calc R . C7 C -0.3036(2) -0.0596(2) -0.05956(13) 0.0135(4) Uani 1 d . . H7A H -0.2736(2) -0.1017(2) -0.10251(13) 0.016 Uiso 1 calc R . H7B H -0.2599(2) -0.0881(2) -0.01488(13) 0.016 Uiso 1 calc R . C8 C -0.2661(2) 0.0583(2) -0.07018(12) 0.0126(4) Uani 1 d . . C9 C -0.6804(2) 0.2099(2) -0.10324(13) 0.0155(4) Uani 1 d . . H9A H -0.5959(2) 0.2483(2) -0.11131(13) 0.019 Uiso 1 calc R . H9B H -0.7263(2) 0.2442(2) -0.06123(13) 0.019 Uiso 1 calc R . C10 C -0.7691(2) 0.2221(2) -0.17393(13) 0.0158(4) Uani 1 d . . C11 C -0.6390(2) -0.0243(2) 0.13420(13) 0.0170(5) Uani 1 d . . H11A H -0.6837(2) -0.0854(2) 0.15802(13) 0.020 Uiso 1 calc R . H11B H -0.6771(2) 0.0424(2) 0.15411(13) 0.020 Uiso 1 calc R . C12 C -0.4881(2) -0.0284(2) 0.14821(11) 0.0132(4) Uani 1 d . . Br Br 0.00328(2) -0.14847(2) -0.153656(12) 0.01709(5) Uani 1 d . . Cl Cl -0.58662(5) -0.42441(4) -0.14609(3) 0.01686(11) Uani 1 d . . O10 O -0.5832(2) -0.52096(15) -0.10026(12) 0.0302(4) Uani 1 d . . O11 O -0.6700(2) -0.34333(15) -0.11021(10) 0.0247(4) Uani 1 d . . O12 O -0.6455(2) -0.45223(14) -0.21831(9) 0.0223(4) Uani 1 d . . O13 O -0.4526(2) -0.3824(2) -0.15707(11) 0.0282(4) Uani 1 d . . C20 C -0.3350(3) 0.3016(2) -0.2095(2) 0.0283(6) Uani 1 d . . H20A H -0.3776(4) 0.2835(14) -0.1626(4) 0.042 Uiso 1 calc R . H20B H -0.3752(5) 0.2598(12) -0.2492(7) 0.042 Uiso 1 calc R . H20C H -0.3471(3) 0.3775(4) -0.2196(11) 0.042 Uiso 1 calc R . O20 O -0.1959(2) 0.2779(2) -0.20524(11) 0.0308(4) Uani 1 d . . H20 H -0.1570(6) 0.3041(24) -0.2417(10) 0.046 Uiso 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 V 0.0108(2) 0.01229(15) 0.00997(15) -0.00162(12) 0.00036(14) -0.00036(13) O1 0.0134(7) 0.0120(7) 0.0151(8) -0.0006(6) 0.0034(6) -0.0006(6) O2 0.0284(9) 0.0199(8) 0.0199(9) 0.0021(7) -0.0128(7) -0.0058(7) O3 0.0111(7) 0.0169(7) 0.0116(7) 0.0000(6) 0.0005(6) -0.0014(6) O4 0.0202(8) 0.0179(8) 0.0148(8) -0.0020(6) 0.0003(6) 0.0029(6) N1 0.0140(8) 0.0103(8) 0.0112(8) 0.0014(7) -0.0002(6) -0.0028(6) N2 0.0134(9) 0.0143(9) 0.0114(9) -0.0007(7) -0.0028(7) -0.0022(7) N3 0.0114(9) 0.0211(10) 0.0105(9) 0.0023(7) -0.0005(7) -0.0014(7) N4 0.0166(10) 0.0137(9) 0.0237(11) -0.0007(8) 0.0075(8) 0.0002(8) N5 0.0288(12) 0.0158(10) 0.0203(11) 0.0024(9) -0.0111(9) -0.0004(8) N6 0.0119(8) 0.0207(10) 0.0111(9) 0.0005(8) -0.0004(7) -0.0020(7) C1 0.0191(12) 0.0159(10) 0.0114(9) -0.0020(8) -0.0012(8) -0.0014(8) C2 0.0185(11) 0.0174(10) 0.0108(10) -0.0015(9) -0.0017(9) -0.0009(8) C3 0.0129(11) 0.0229(12) 0.0137(11) 0.0028(9) -0.0031(8) -0.0054(8) C4 0.0096(10) 0.0287(13) 0.0185(12) 0.0055(10) -0.0019(9) -0.0004(8) C5 0.0182(11) 0.0143(10) 0.0183(11) 0.0035(9) -0.0020(9) -0.0060(8) C6 0.0184(10) 0.0107(9) 0.0159(9) 0.0006(7) -0.0024(9) -0.0036(9) C7 0.0139(10) 0.0132(10) 0.0134(10) 0.0008(8) 0.0037(8) 0.0007(7) C8 0.0133(10) 0.0147(10) 0.0097(10) 0.0000(8) -0.0016(8) -0.0015(8) C9 0.0179(11) 0.0153(11) 0.0134(11) 0.0001(8) -0.0030(8) 0.0003(8) C10 0.0155(10) 0.0182(11) 0.0136(11) -0.0014(8) -0.0008(8) 0.0034(8) C11 0.0111(10) 0.0264(12) 0.0136(11) 0.0029(9) 0.0010(8) 0.0012(8) C12 0.0134(10) 0.0140(9) 0.0122(9) -0.0038(7) 0.0009(9) -0.0004(8) Br 0.01725(10) 0.01563(9) 0.01840(10) -0.00301(8) 0.00007(10) 0.00028(9) Cl 0.0121(2) 0.0198(2) 0.0186(3) 0.0021(2) -0.0030(2) -0.0021(2) O10 0.0226(10) 0.0287(10) 0.0392(11) 0.0156(9) -0.0098(8) -0.0043(7) O11 0.0245(9) 0.0245(9) 0.0250(10) -0.0088(7) 0.0045(7) -0.0027(7) O12 0.0188(9) 0.0310(10) 0.0171(9) -0.0044(7) -0.0003(7) -0.0012(7) O13 0.0128(8) 0.0374(10) 0.0346(11) 0.0070(9) -0.0026(7) -0.0073(7) C20 0.034(2) 0.0236(13) 0.0270(14) -0.0006(11) -0.0069(12) -0.0038(11) O20 0.0360(12) 0.0319(11) 0.0245(11) 0.0063(9) 0.0061(8) 0.0008(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 V O4 1.606(2) . ? V O1 2.011(2) . ? V O3 2.019(2) . ? V N3 2.114(2) . ? V N2 2.179(2) . ? V N1 2.283(2) . ? O1 C8 1.266(3) . ? O2 C10 1.235(3) . ? O3 C12 1.274(3) . ? N1 C7 1.477(3) . ? N1 C6 1.483(3) . ? N1 C1 1.495(3) . ? N2 C9 1.489(3) . ? N2 C2 1.499(3) . ? N2 C3 1.514(3) . ? N3 C11 1.488(3) . ? N3 C4 1.492(3) . ? N3 C5 1.505(3) . ? N4 C8 1.300(3) . ? N5 C10 1.323(3) . ? N6 C12 1.290(3) . ? C1 C2 1.515(3) . ? C3 C4 1.521(3) . ? C5 C6 1.524(3) . ? C7 C8 1.510(3) . ? C9 C10 1.539(3) . ? C11 C12 1.512(3) . ? Cl O13 1.435(2) . ? Cl O10 1.442(2) . ? Cl O11 1.443(2) . ? Cl O12 1.451(2) . ? C20 O20 1.406(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 V O1 101.88(7) . . ? O4 V O3 102.02(7) . . ? O1 V O3 94.94(6) . . ? O4 V N3 104.33(8) . . ? O1 V N3 153.77(7) . . ? O3 V N3 78.98(7) . . ? O4 V N2 93.85(8) . . ? O1 V N2 96.49(7) . . ? O3 V N2 158.08(7) . . ? N3 V N2 82.53(7) . . ? O4 V N1 172.67(8) . . ? O1 V N1 76.29(6) . . ? O3 V N1 85.25(6) . . ? N3 V N1 77.78(7) . . ? N2 V N1 79.39(7) . . ? C8 O1 V 120.00(14) . . ? C12 O3 V 114.15(13) . . ? C7 N1 C6 111.9(2) . . ? C7 N1 C1 112.3(2) . . ? C6 N1 C1 111.3(2) . . ? C7 N1 V 104.42(12) . . ? C6 N1 V 106.92(12) . . ? C1 N1 V 109.54(13) . . ? C9 N2 C2 109.2(2) . . ? C9 N2 C3 109.8(2) . . ? C2 N2 C3 112.9(2) . . ? C9 N2 V 111.87(13) . . ? C2 N2 V 106.12(13) . . ? C3 N2 V 106.86(13) . . ? C11 N3 C4 113.9(2) . . ? C11 N3 C5 110.8(2) . . ? C4 N3 C5 111.2(2) . . ? C11 N3 V 102.48(13) . . ? C4 N3 V 102.82(13) . . ? C5 N3 V 115.29(13) . . ? N1 C1 C2 112.1(2) . . ? N2 C2 C1 112.2(2) . . ? N2 C3 C4 112.5(2) . . ? N3 C4 C3 109.3(2) . . ? N3 C5 C6 111.6(2) . . ? N1 C6 C5 108.3(2) . . ? N1 C7 C8 108.7(2) . . ? O1 C8 N4 122.4(2) . . ? O1 C8 C7 118.2(2) . . ? N4 C8 C7 119.4(2) . . ? N2 C9 C10 114.1(2) . . ? O2 C10 N5 123.5(2) . . ? O2 C10 C9 121.9(2) . . ? N5 C10 C9 114.6(2) . . ? N3 C11 C12 106.0(2) . . ? O3 C12 N6 123.5(2) . . ? O3 C12 C11 117.2(2) . . ? N6 C12 C11 119.3(2) . . ? O13 Cl O10 110.66(11) . . ? O13 Cl O11 109.69(11) . . ? O10 Cl O11 109.53(12) . . ? O13 Cl O12 109.56(11) . . ? O10 Cl O12 108.35(11) . . ? O11 Cl O12 109.02(10) . . ? _refine_diff_density_max 0.698 _refine_diff_density_min -0.690 _refine_diff_density_rms 0.094 #=END data_3 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural '[C12 H23 Cr N6 O3]2+, (PF6)-, Cl-, MeOH' _chemical_formula_analytical ? _chemical_formula_sum 'C13 H27 Cl Cr F6 N6 O4 P' _chemical_formula_weight 563.83 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cr' 'Cr' 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 11.886(1) _cell_length_b 16.362(2) _cell_length_c 11.335(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2204.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4890 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'transparent block' _exptl_crystal_colour red-violet _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.699 _exptl_crystal_density_method ? _exptl_crystal_F_000 1156 _exptl_absorpt_coefficient_mu 0.797 _exptl_absorpt_correction_type 'SADABS; G. Sheldrick 1994' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Siemens SMART CCD-Detector' _diffrn_measurement_method '\w-scan, 0.3 deg./frame' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9808 _diffrn_reflns_av_R_equivalents 0.0570 _diffrn_reflns_av_sigmaI/netI 0.0678 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 24.69 _reflns_number_total 3685 _reflns_number_observed 2975 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0322P)^2^+1.7516P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(3) _refine_ls_number_reflns 3684 _refine_ls_number_parameters 306 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0656 _refine_ls_R_factor_obs 0.0439 _refine_ls_wR_factor_all 0.0932 _refine_ls_wR_factor_obs 0.0842 _refine_ls_goodness_of_fit_all 1.071 _refine_ls_goodness_of_fit_obs 1.089 _refine_ls_restrained_S_all 1.072 _refine_ls_restrained_S_obs 1.089 _refine_ls_shift/esd_max 0.004 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cr1 Cr 0.94990(6) 1.00493(5) 0.04384(6) 0.0195(2) Uani 1 d . . O1 O 0.8790(3) 1.1933(2) 0.2620(3) 0.0329(10) Uani 1 d . . O2 O 1.0189(3) 0.9062(2) 0.1121(3) 0.0235(8) Uani 1 d . . O3 O 0.7929(3) 0.9647(2) 0.0592(3) 0.0228(8) Uani 1 d . . N1 N 0.9136(3) 1.1153(2) -0.0335(3) 0.0217(9) Uani 1 d . . N2 N 1.1133(3) 1.0280(2) -0.0080(3) 0.0226(10) Uani 1 d . . N3 N 0.9320(3) 0.9579(2) -0.1244(3) 0.0201(9) Uani 1 d . . N4 N 0.9509(4) 1.0737(2) 0.1858(3) 0.0222(10) Uani 1 d . . H4C H 0.9723(49) 1.0645(31) 0.2379(44) 0.029 Uiso 1 d . . N5 N 1.1854(4) 0.8470(3) 0.1572(4) 0.0300(12) Uani 1 d . . H5C H 1.2673(47) 0.8484(31) 0.1529(46) 0.039 Uiso 1 d . . H5D H 1.1511(47) 0.8101(33) 0.1957(49) 0.039 Uiso 1 d . . N6 N 0.6644(4) 0.8805(3) -0.0224(4) 0.0291(12) Uani 1 d . . H6C H 0.6474(54) 0.8560(37) -0.0660(51) 0.038 Uiso 1 d . . H6D H 0.6193(47) 0.8826(30) 0.0457(46) 0.038 Uiso 1 d . . C1 C 1.0228(4) 1.1560(3) -0.0711(4) 0.0251(13) Uani 1 d . . H1A H 1.0189(4) 1.2140(3) -0.0540(4) 0.030 Uiso 1 calc R . H1B H 1.0325(4) 1.1496(3) -0.1556(4) 0.030 Uiso 1 calc R . C2 C 1.1240(4) 1.1187(3) -0.0069(5) 0.0259(13) Uani 1 d . . H2A H 1.1932(4) 1.1348(3) -0.0459(5) 0.031 Uiso 1 calc R . H2B H 1.1265(4) 1.1383(3) 0.0738(5) 0.031 Uiso 1 calc R . C3 C 1.1330(4) 0.9932(3) -0.1297(4) 0.0260(12) Uani 1 d . . H3A H 1.2079(4) 0.9699(3) -0.1337(4) 0.031 Uiso 1 calc R . H3B H 1.1282(4) 1.0367(3) -0.1877(4) 0.031 Uiso 1 calc R . C4 C 1.0462(4) 0.9272(3) -0.1586(4) 0.0243(12) Uani 1 d . . H4A H 1.0479(4) 0.9149(3) -0.2423(4) 0.029 Uiso 1 calc R . H4B H 1.0634(4) 0.8775(3) -0.1155(4) 0.029 Uiso 1 calc R . C5 C 0.8937(4) 1.0260(3) -0.2066(4) 0.0252(12) Uani 1 d . . H5A H 0.8391(4) 1.0045(3) -0.2622(4) 0.030 Uiso 1 calc R . H5B H 0.9576(4) 1.0461(3) -0.2512(4) 0.030 Uiso 1 calc R . C6 C 0.8412(4) 1.0961(3) -0.1376(4) 0.0256(12) Uani 1 d . . H6A H 0.8346(4) 1.1439(3) -0.1878(4) 0.031 Uiso 1 calc R . H6B H 0.7664(4) 1.0809(3) -0.1114(4) 0.031 Uiso 1 calc R . C7 C 0.8530(4) 1.1649(3) 0.0581(4) 0.0280(13) Uani 1 d . . H7A H 0.7732(4) 1.1528(3) 0.0554(4) 0.034 Uiso 1 calc R . H7B H 0.8630(4) 1.2227(3) 0.0420(4) 0.034 Uiso 1 calc R . C8 C 0.8990(4) 1.1449(3) 0.1789(4) 0.0242(12) Uani 1 d . . C9 C 1.1836(4) 0.9862(3) 0.0825(5) 0.0284(13) Uani 1 d . . H9A H 1.1931(4) 1.0214(3) 0.1506(5) 0.034 Uiso 1 calc R . H9B H 1.2574(4) 0.9742(3) 0.0503(5) 0.034 Uiso 1 calc R . C10 C 1.1261(4) 0.9082(3) 0.1183(4) 0.0257(12) Uani 1 d . . C11 C 0.8469(4) 0.8923(3) -0.1154(5) 0.0267(12) Uani 1 d . . H11A H 0.8831(4) 0.8410(3) -0.0954(5) 0.032 Uiso 1 calc R . H11B H 0.8089(4) 0.8856(3) -0.1905(5) 0.032 Uiso 1 calc R . C12 C 0.7627(4) 0.9150(3) -0.0211(4) 0.0211(11) Uani 1 d . . Cl1 Cl 1.05219(10) 1.18422(7) 0.61777(10) 0.0222(3) Uani 1 d . . P3 P 1.01497(11) 0.90645(8) -0.52507(12) 0.0227(3) Uani 1 d . . F1 F 1.1125(2) 0.9345(2) -0.6143(3) 0.0403(8) Uani 1 d . . F2 F 1.0377(3) 0.9864(2) -0.4473(2) 0.0382(7) Uani 1 d . . F3 F 0.9191(2) 0.8790(2) -0.4344(3) 0.0413(9) Uani 1 d . . F4 F 0.9930(3) 0.8267(2) -0.6013(3) 0.0442(8) Uani 1 d . . F5 F 0.9248(2) 0.9547(2) -0.6023(3) 0.0352(7) Uani 1 d . . F6 F 1.1059(2) 0.8575(2) -0.4457(2) 0.0334(7) Uani 1 d . . C20 C 1.1880(6) 1.2165(4) 0.3186(6) 0.062(2) Uani 1 d . . H20A H 1.2354(32) 1.2440(12) 0.3746(19) 0.093 Uiso 1 calc R . H20B H 1.1212(7) 1.2483(11) 0.3056(37) 0.093 Uiso 1 calc R . H20C H 1.2278(34) 1.2101(4) 0.2455(22) 0.093 Uiso 1 calc R . O20 O 1.1580(4) 1.1385(3) 0.3633(4) 0.0555(12) Uani 1 d . . H20 H 1.1359(64) 1.1432(7) 0.4315(24) 0.083 Uiso 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 Cr1 0.0181(4) 0.0209(4) 0.0196(4) -0.0001(4) 0.0001(4) -0.0018(4) O1 0.046(3) 0.024(2) 0.029(2) -0.003(2) 0.012(2) -0.008(2) O2 0.024(2) 0.023(2) 0.023(2) 0.003(2) 0.001(2) -0.001(2) O3 0.021(2) 0.025(2) 0.023(2) -0.002(2) 0.003(2) -0.0023(15) N1 0.021(2) 0.022(2) 0.022(2) 0.003(2) 0.000(2) -0.002(2) N2 0.019(2) 0.024(2) 0.024(2) 0.002(2) -0.004(2) 0.001(2) N3 0.016(2) 0.021(2) 0.023(2) 0.000(2) 0.001(2) 0.000(2) N4 0.030(3) 0.021(2) 0.016(2) -0.001(2) -0.005(2) -0.001(2) N5 0.027(3) 0.029(3) 0.034(3) 0.005(2) 0.002(2) 0.001(2) N6 0.024(3) 0.033(3) 0.031(3) -0.006(2) 0.005(2) -0.007(2) C1 0.023(3) 0.020(3) 0.033(3) 0.001(2) 0.006(2) -0.003(2) C2 0.016(3) 0.026(3) 0.036(3) 0.002(2) 0.002(2) -0.003(2) C3 0.019(3) 0.032(3) 0.027(3) 0.004(3) 0.005(2) 0.006(3) C4 0.019(3) 0.031(3) 0.023(3) -0.004(2) -0.002(2) 0.003(3) C5 0.023(3) 0.031(3) 0.022(3) 0.000(2) -0.002(2) -0.001(2) C6 0.021(3) 0.032(3) 0.024(3) 0.010(3) -0.006(2) 0.001(2) C7 0.025(3) 0.021(3) 0.038(3) -0.001(3) 0.006(3) 0.000(2) C8 0.023(3) 0.022(3) 0.028(3) -0.005(2) 0.003(3) -0.011(2) C9 0.022(3) 0.026(3) 0.037(3) 0.001(2) -0.005(2) 0.000(2) C10 0.025(3) 0.029(3) 0.023(3) 0.001(3) -0.002(3) 0.001(3) C11 0.023(3) 0.027(3) 0.030(3) -0.004(3) -0.002(3) -0.002(2) C12 0.019(3) 0.019(3) 0.026(3) -0.001(2) -0.002(2) 0.002(2) Cl1 0.0178(6) 0.0251(6) 0.0237(6) 0.0001(5) -0.0019(6) -0.0070(6) P3 0.0184(7) 0.0236(7) 0.0262(7) -0.0022(6) 0.0016(6) 0.0013(6) F1 0.026(2) 0.066(2) 0.029(2) -0.001(2) 0.010(2) -0.002(2) F2 0.045(2) 0.030(2) 0.040(2) -0.0092(14) 0.005(2) -0.0030(15) F3 0.023(2) 0.059(2) 0.042(2) 0.014(2) 0.0067(15) -0.0095(15) F4 0.056(2) 0.032(2) 0.045(2) -0.0078(15) -0.022(2) 0.004(2) F5 0.028(2) 0.036(2) 0.042(2) 0.0089(15) -0.004(2) 0.0057(14) F6 0.031(2) 0.039(2) 0.030(2) -0.0018(14) -0.0098(15) 0.0095(14) C20 0.072(6) 0.051(5) 0.063(5) -0.008(4) 0.001(4) 0.000(4) O20 0.062(3) 0.044(3) 0.061(3) -0.005(2) -0.006(3) 0.010(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cr1 N4 1.963(4) . ? Cr1 O2 1.970(3) . ? Cr1 O3 1.987(3) . ? Cr1 N1 2.054(4) . ? Cr1 N2 2.065(4) . ? Cr1 N3 2.068(4) . ? O1 C8 1.254(6) . ? O2 C10 1.277(6) . ? O3 C12 1.271(5) . ? N1 C6 1.494(6) . ? N1 C7 1.501(6) . ? N1 C1 1.519(6) . ? N2 C2 1.489(6) . ? N2 C9 1.490(6) . ? N2 C3 1.510(6) . ? N3 C11 1.478(6) . ? N3 C4 1.497(6) . ? N3 C5 1.522(6) . ? N4 C8 1.320(6) . ? N4 H4C 0.66(5) . ? N5 C10 1.301(6) . ? N5 H5C 0.97(5) . ? N5 H5D 0.85(5) . ? N6 C12 1.298(7) . ? N6 H6C 0.67(6) . ? N6 H6D 0.94(5) . ? C1 C2 1.534(7) . ? C1 H1A 0.97 . ? C1 H1B 0.97 . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C3 C4 1.529(7) . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 H4A 0.97 . ? C4 H4B 0.97 . ? C5 C6 1.523(6) . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C7 C8 1.510(7) . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C9 C10 1.504(7) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C11 C12 1.510(7) . ? C11 H11A 0.97 . ? C11 H11B 0.97 . ? P3 F4 1.586(3) . ? P3 F5 1.594(3) . ? P3 F3 1.599(3) . ? P3 F2 1.601(3) . ? P3 F1 1.605(3) . ? P3 F6 1.618(3) . ? C20 O20 1.419(7) . ? C20 H20A 0.96 . ? C20 H20B 0.96 . ? C20 H20C 0.96 . ? O20 H20 0.82 . ? 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 Cr1 O2 98.4(2) . . ? N4 Cr1 O3 97.1(2) . . ? O2 Cr1 O3 94.86(13) . . ? N4 Cr1 N1 81.2(2) . . ? O2 Cr1 N1 167.54(14) . . ? O3 Cr1 N1 97.55(14) . . ? N4 Cr1 N2 97.1(2) . . ? O2 Cr1 N2 82.56(14) . . ? O3 Cr1 N2 165.82(14) . . ? N1 Cr1 N2 85.13(15) . . ? N4 Cr1 N3 165.9(2) . . ? O2 Cr1 N3 95.73(14) . . ? O3 Cr1 N3 82.00(14) . . ? N1 Cr1 N3 85.0(2) . . ? N2 Cr1 N3 84.4(2) . . ? C10 O2 Cr1 114.6(3) . . ? C12 O3 Cr1 114.5(3) . . ? C6 N1 C7 112.5(4) . . ? C6 N1 C1 111.2(4) . . ? C7 N1 C1 111.5(4) . . ? C6 N1 Cr1 105.9(3) . . ? C7 N1 Cr1 106.3(3) . . ? C1 N1 Cr1 109.0(3) . . ? C2 N2 C9 113.8(4) . . ? C2 N2 C3 111.8(4) . . ? C9 N2 C3 111.6(4) . . ? C2 N2 Cr1 105.1(3) . . ? C9 N2 Cr1 104.3(3) . . ? C3 N2 Cr1 109.6(3) . . ? C11 N3 C4 113.3(4) . . ? C11 N3 C5 111.6(4) . . ? C4 N3 C5 111.0(3) . . ? C11 N3 Cr1 106.1(3) . . ? C4 N3 Cr1 105.7(3) . . ? C5 N3 Cr1 108.8(3) . . ? C8 N4 Cr1 117.0(3) . . ? C8 N4 H4C 115.7(47) . . ? Cr1 N4 H4C 127.2(47) . . ? C10 N5 H5C 120.4(31) . . ? C10 N5 H5D 117.4(39) . . ? H5C N5 H5D 121.5(50) . . ? C12 N6 H6C 122.8(58) . . ? C12 N6 H6D 119.2(32) . . ? H6C N6 H6D 117.2(65) . . ? N1 C1 C2 111.2(4) . . ? N1 C1 H1A 109.4(2) . . ? C2 C1 H1A 109.4(3) . . ? N1 C1 H1B 109.4(2) . . ? C2 C1 H1B 109.4(3) . . ? H1A C1 H1B 108.0 . . ? N2 C2 C1 109.0(4) . . ? N2 C2 H2A 109.9(3) . . ? C1 C2 H2A 109.9(3) . . ? N2 C2 H2B 109.9(3) . . ? C1 C2 H2B 109.9(3) . . ? H2A C2 H2B 108.3 . . ? N2 C3 C4 111.0(4) . . ? N2 C3 H3A 109.4(2) . . ? C4 C3 H3A 109.4(3) . . ? N2 C3 H3B 109.4(2) . . ? C4 C3 H3B 109.4(3) . . ? H3A C3 H3B 108.0 . . ? N3 C4 C3 108.6(4) . . ? N3 C4 H4A 110.0(2) . . ? C3 C4 H4A 110.0(3) . . ? N3 C4 H4B 110.0(2) . . ? C3 C4 H4B 110.0(3) . . ? H4A C4 H4B 108.3 . . ? N3 C5 C6 111.1(4) . . ? N3 C5 H5A 109.4(2) . . ? C6 C5 H5A 109.4(3) . . ? N3 C5 H5B 109.4(2) . . ? C6 C5 H5B 109.4(3) . . ? H5A C5 H5B 108.0 . . ? N1 C6 C5 109.1(4) . . ? N1 C6 H6A 109.9(2) . . ? C5 C6 H6A 109.9(3) . . ? N1 C6 H6B 109.9(2) . . ? C5 C6 H6B 109.9(3) . . ? H6A C6 H6B 108.3 . . ? N1 C7 C8 109.7(4) . . ? N1 C7 H7A 109.7(2) . . ? C8 C7 H7A 109.7(3) . . ? N1 C7 H7B 109.7(2) . . ? C8 C7 H7B 109.7(3) . . ? H7A C7 H7B 108.2 . . ? O1 C8 N4 127.0(5) . . ? O1 C8 C7 118.4(4) . . ? N4 C8 C7 114.5(4) . . ? N2 C9 C10 108.7(4) . . ? N2 C9 H9A 109.9(3) . . ? C10 C9 H9A 109.9(3) . . ? N2 C9 H9B 109.9(3) . . ? C10 C9 H9B 109.9(3) . . ? H9A C9 H9B 108.3 . . ? O2 C10 N5 122.7(5) . . ? O2 C10 C9 117.4(5) . . ? N5 C10 C9 119.9(5) . . ? N3 C11 C12 108.9(4) . . ? N3 C11 H11A 109.9(2) . . ? C12 C11 H11A 109.9(3) . . ? N3 C11 H11B 109.9(3) . . ? C12 C11 H11B 109.9(3) . . ? H11A C11 H11B 108.3 . . ? O3 C12 N6 122.7(5) . . ? O3 C12 C11 118.5(4) . . ? N6 C12 C11 118.7(5) . . ? F4 P3 F5 89.9(2) . . ? F4 P3 F3 90.1(2) . . ? F5 P3 F3 90.7(2) . . ? F4 P3 F2 179.5(2) . . ? F5 P3 F2 90.6(2) . . ? F3 P3 F2 89.8(2) . . ? F4 P3 F1 90.6(2) . . ? F5 P3 F1 89.9(2) . . ? F3 P3 F1 179.1(2) . . ? F2 P3 F1 89.5(2) . . ? F4 P3 F6 90.3(2) . . ? F5 P3 F6 179.5(2) . . ? F3 P3 F6 88.8(2) . . ? F2 P3 F6 89.2(2) . . ? F1 P3 F6 90.6(2) . . ? O20 C20 H20A 109.5(4) . . ? O20 C20 H20B 109.5(4) . . ? H20A C20 H20B 109.5 . . ? O20 C20 H20C 109.5(3) . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C20 O20 H20 109.5(3) . . ? _refine_diff_density_max 0.475 _refine_diff_density_min -0.372 _refine_diff_density_rms 0.076 #=END data_5 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural '[C15 H30 Cr N6 O3]3+, 3 (ClO4)-, 3.5 H2O' _chemical_formula_analytical ? _chemical_formula_sum 'C15 H37 Cl3 Cr N6 O18.50' _chemical_formula_weight 755.86 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 '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' 'Cr' 'Cr' 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/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 29.058(5) _cell_length_b 13.680(3) _cell_length_c 15.286(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.39(3) _cell_angle_gamma 90.00 _cell_volume 6059(2) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8192 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'transparent prism' _exptl_crystal_colour red _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.54 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.657 _exptl_crystal_density_method ? _exptl_crystal_F_000 3136 _exptl_absorpt_coefficient_mu 0.730 _exptl_absorpt_correction_type 'SADABS, G. Sheldrick 1994' _exptl_absorpt_correction_T_min 0.465 _exptl_absorpt_correction_T_max 0.888 _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Siemens SMART CCD-Detector' _diffrn_measurement_method '\w-scan, 0.3 deg./frame' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27201 _diffrn_reflns_av_R_equivalents 0.0523 _diffrn_reflns_av_sigmaI/netI 0.0486 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 44 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6826 _reflns_number_observed 4615 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 658 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1172P)^2^+23.9551P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6168 _refine_ls_number_parameters 439 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1135 _refine_ls_R_factor_obs 0.0738 _refine_ls_wR_factor_all 0.2378 _refine_ls_wR_factor_obs 0.1977 _refine_ls_goodness_of_fit_all 1.054 _refine_ls_goodness_of_fit_obs 1.126 _refine_ls_restrained_S_all 1.103 _refine_ls_restrained_S_obs 1.126 _refine_ls_shift/esd_max -0.032 _refine_ls_shift/esd_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cr Cr 0.12372(2) 0.78327(5) 0.06230(4) 0.0308(2) Uani 1 d . . O1 O 0.12939(12) 0.6428(3) 0.0855(2) 0.0425(8) Uani 1 d . . O2 O 0.18922(11) 0.8137(3) 0.0795(2) 0.0447(9) Uani 1 d . . O3 O 0.12247(11) 0.7739(2) -0.0657(2) 0.0366(7) Uani 1 d . . N1 N 0.11036(13) 0.7887(3) 0.1914(2) 0.0350(8) Uani 1 d . . N2 N 0.11788(12) 0.9318(3) 0.0642(2) 0.0345(8) Uani 1 d . . N3 N 0.05357(12) 0.7806(3) 0.0372(2) 0.0316(8) Uani 1 d . . N4 N 0.1385(2) 0.5324(4) 0.1941(3) 0.0632(14) Uani 1 d . . H4 H 0.1436(25) 0.5220(53) 0.2534(48) 0.082 Uiso 1 d . . N5 N 0.2425(2) 0.9267(4) 0.0542(3) 0.0574(13) Uani 1 d . . H5 H 0.2485(26) 0.9818(52) 0.0388(48) 0.075 Uiso 1 d . . N6 N 0.0783(2) 0.7377(3) -0.1868(3) 0.0431(10) Uani 1 d . . H6 H 0.0549(22) 0.7197(45) -0.2036(43) 0.056 Uiso 1 d . . C1 C 0.1284(2) 0.8858(4) 0.2236(3) 0.0405(11) Uani 1 d . . H1A H 0.1619(2) 0.8845(4) 0.2302(3) 0.049 Uiso 1 calc R . H1B H 0.1171(2) 0.9003(4) 0.2802(3) 0.049 Uiso 1 calc R . C2 C 0.1119(2) 0.9639(4) 0.1568(3) 0.0388(10) Uani 1 d . . H2A H 0.0796(2) 0.9780(4) 0.1629(3) 0.047 Uiso 1 calc R . H2B H 0.1293(2) 1.0236(4) 0.1689(3) 0.047 Uiso 1 calc R . C3 C 0.0756(2) 0.9544(3) 0.0048(3) 0.0376(10) Uani 1 d . . H3A H 0.0825(2) 0.9467(3) -0.0560(3) 0.045 Uiso 1 calc R . H3B H 0.0663(2) 1.0215(3) 0.0134(3) 0.045 Uiso 1 calc R . C4 C 0.0370(2) 0.8859(3) 0.0249(3) 0.0377(10) Uani 1 d . . H4A H 0.0130(2) 0.8884(3) -0.0228(3) 0.045 Uiso 1 calc R . H4B H 0.0237(2) 0.9077(3) 0.0779(3) 0.045 Uiso 1 calc R . C5 C 0.0351(2) 0.7336(4) 0.1157(3) 0.0374(10) Uani 1 d . . H5A H 0.0409(2) 0.6638(4) 0.1148(3) 0.045 Uiso 1 calc R . H5B H 0.0021(2) 0.7439(4) 0.1147(3) 0.045 Uiso 1 calc R . C6 C 0.0589(2) 0.7785(4) 0.1986(3) 0.0388(10) Uani 1 d . . H6A H 0.0458(2) 0.8423(4) 0.2084(3) 0.047 Uiso 1 calc R . H6B H 0.0535(2) 0.7375(4) 0.2486(3) 0.047 Uiso 1 calc R . C7 C 0.1370(2) 0.7042(4) 0.2327(3) 0.0461(12) Uani 1 d . . H7A H 0.1237(2) 0.6843(4) 0.2863(3) 0.055 Uiso 1 calc R . H7B H 0.1689(2) 0.7226(4) 0.2469(3) 0.055 Uiso 1 calc R . C8 C 0.1341(2) 0.6219(4) 0.1672(3) 0.0459(12) Uani 1 d . . C9 C 0.1391(4) 0.4501(5) 0.1344(5) 0.100(3) Uani 1 d . . H9A H 0.1427(4) 0.3905(5) 0.1675(5) 0.149 Uiso 1 calc R . H9B H 0.1645(4) 0.4571(5) 0.0982(5) 0.149 Uiso 1 calc R . H9C H 0.1107(4) 0.4481(5) 0.0981(5) 0.149 Uiso 1 calc R . C10 C 0.1611(2) 0.9697(4) 0.0307(3) 0.0455(12) Uani 1 d . . H10A H 0.1681(2) 1.0339(4) 0.0552(3) 0.055 Uiso 1 calc R . H10B H 0.1574(2) 0.9755(4) -0.0327(3) 0.055 Uiso 1 calc R . C11 C 0.2000(2) 0.8989(5) 0.0573(3) 0.0447(12) Uani 1 d . . C12 C 0.2808(2) 0.8590(6) 0.0726(5) 0.077(2) Uani 1 d . . H12A H 0.3095(2) 0.8927(6) 0.0671(5) 0.115 Uiso 1 calc R . H12B H 0.2782(2) 0.8058(6) 0.0316(5) 0.115 Uiso 1 calc R . H12C H 0.2801(2) 0.8341(6) 0.1312(5) 0.115 Uiso 1 calc R . C13 C 0.0455(2) 0.7219(4) -0.0448(3) 0.0387(11) Uani 1 d . . H13A H 0.0159(2) 0.7385(4) -0.0747(3) 0.046 Uiso 1 calc R . H13B H 0.0456(2) 0.6527(4) -0.0310(3) 0.046 Uiso 1 calc R . C14 C 0.0844(2) 0.7457(3) -0.1027(3) 0.0348(10) Uani 1 d . . C15 C 0.1153(2) 0.7618(5) -0.2440(3) 0.056(2) Uani 1 d . . H15A H 0.1045(2) 0.7514(5) -0.3042(3) 0.084 Uiso 1 calc R . H15B H 0.1416(2) 0.7207(5) -0.2294(3) 0.084 Uiso 1 calc R . H15C H 0.1241(2) 0.8290(5) -0.2357(3) 0.084 Uiso 1 calc R . Cl1 Cl 0.09678(4) 0.76282(9) 0.48041(7) 0.0414(3) Uani 1 d . . O10 O 0.0820(2) 0.8238(4) 0.4091(3) 0.096(2) Uani 1 d . . O11 O 0.0620(3) 0.7075(6) 0.5251(5) 0.054(2) Uani 0.50 d P . O12 O 0.1291(3) 0.6928(7) 0.4504(6) 0.070(2) Uani 0.50 d P . O13 O 0.1209(3) 0.8226(7) 0.5470(5) 0.061(2) Uani 0.50 d P . O11X O 0.0808(4) 0.6719(7) 0.4445(7) 0.085(3) Uani 0.50 d P . O12X O 0.1412(4) 0.7592(9) 0.5112(10) 0.098(4) Uani 0.50 d P . O13X O 0.0666(3) 0.7953(7) 0.5432(5) 0.067(3) Uani 0.50 d P . Cl2 Cl 0.0000 0.06703(11) 0.2500 0.0352(4) Uani 1 d S . O20 O 0.01977(12) 0.1256(3) 0.1864(2) 0.0504(9) Uani 1 d . . O21 O 0.0344(2) 0.0092(5) 0.2944(3) 0.120(3) Uani 1 d . . Cl3 Cl 0.27067(5) 0.56159(12) 0.21465(10) 0.0614(4) Uani 1 d . . O30 O 0.2485(2) 0.4764(5) 0.2442(4) 0.113(2) Uani 1 d . . O31 O 0.3092(2) 0.5415(4) 0.1690(3) 0.084(2) Uani 1 d . . O32 O 0.2410(2) 0.6259(5) 0.1677(4) 0.108(2) Uani 1 d . . O33 O 0.2889(2) 0.6070(5) 0.2967(3) 0.107(2) Uani 1 d . . Cl4 Cl 0.0072(3) 0.4769(5) 0.2605(12) 0.046(3) Uiso 0.25 d P . O40 O 0.0014(17) 0.3773(12) 0.2384(28) 0.050(7) Uiso 0.25 d P . Cl4X Cl -0.0017(4) 0.4779(6) 0.2220(7) 0.042(2) Uiso 0.25 d P . O40X O -0.0104(7) 0.3883(15) 0.2775(14) 0.042(6) Uiso 0.25 d P . O41 O 0.0184(6) 0.5531(12) 0.2359(12) 0.141(6) Uiso 0.50 d P . O42 O 0.0308(10) 0.4830(20) 0.1765(18) 0.104(7) Uiso 0.25 d P . O43 O 0.0482(9) 0.5010(18) 0.2332(17) 0.090(6) Uiso 0.25 d P . O44 O 0.0159(8) 0.4808(16) 0.3585(14) 0.084(6) Uiso 0.25 d P . O45 O 0.0458(9) 0.4902(18) 0.3251(16) 0.097(7) Uiso 0.25 d P . O50 O 0.2793(5) 1.1079(11) 0.0504(10) 0.107(4) Uiso 0.50 d P . O60 O 0.1478(4) 0.5333(8) 0.3837(6) 0.071(2) Uiso 0.50 d P . O70 O 0.2521(6) 1.2128(13) -0.1398(13) 0.132(6) Uiso 0.50 d P . O50X O 0.2656(5) 1.1287(10) 0.0117(9) 0.101(4) Uiso 0.50 d P . O60X O 0.1274(4) 0.4955(9) 0.3685(7) 0.090(3) Uiso 0.50 d P . O70X O 0.2410(8) 1.2008(17) -0.1918(16) 0.177(8) Uiso 0.50 d P . O80 O 0.0546(5) 0.5180(12) 0.4507(10) 0.132(5) Uiso 0.50 d P . 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 Cr 0.0274(4) 0.0449(4) 0.0195(3) -0.0023(3) -0.0019(3) 0.0108(3) O1 0.049(2) 0.048(2) 0.030(2) -0.0001(14) -0.0002(14) 0.016(2) O2 0.031(2) 0.071(3) 0.032(2) -0.008(2) -0.0021(14) 0.010(2) O3 0.033(2) 0.054(2) 0.0230(14) -0.0035(13) 0.0005(12) 0.0064(14) N1 0.034(2) 0.049(2) 0.021(2) -0.002(2) -0.0012(15) 0.009(2) N2 0.027(2) 0.048(2) 0.028(2) 0.000(2) -0.0022(14) 0.004(2) N3 0.028(2) 0.041(2) 0.024(2) -0.0022(15) -0.0024(14) 0.006(2) N4 0.094(4) 0.054(3) 0.042(3) 0.013(2) 0.009(3) 0.019(3) N5 0.033(2) 0.093(4) 0.047(3) -0.024(3) 0.008(2) -0.006(2) N6 0.048(3) 0.056(3) 0.024(2) -0.006(2) -0.005(2) 0.013(2) C1 0.039(3) 0.058(3) 0.024(2) -0.010(2) 0.001(2) 0.004(2) C2 0.038(3) 0.046(3) 0.032(2) -0.008(2) 0.003(2) 0.005(2) C3 0.035(2) 0.040(3) 0.036(2) 0.003(2) -0.006(2) 0.008(2) C4 0.030(2) 0.046(3) 0.036(2) -0.002(2) -0.005(2) 0.013(2) C5 0.031(2) 0.050(3) 0.031(2) -0.001(2) 0.000(2) -0.003(2) C6 0.037(3) 0.051(3) 0.029(2) -0.002(2) 0.005(2) 0.004(2) C7 0.050(3) 0.061(3) 0.026(2) 0.008(2) -0.002(2) 0.017(2) C8 0.047(3) 0.056(3) 0.034(2) 0.007(2) 0.001(2) 0.014(2) C9 0.169(9) 0.054(4) 0.075(5) 0.009(4) 0.006(5) 0.017(5) C10 0.041(3) 0.062(3) 0.034(2) 0.001(2) 0.005(2) -0.006(2) C11 0.033(3) 0.078(4) 0.022(2) -0.013(2) 0.002(2) 0.002(2) C12 0.027(3) 0.119(6) 0.084(5) -0.045(4) 0.004(3) 0.009(3) C13 0.040(3) 0.045(3) 0.029(2) -0.004(2) -0.007(2) 0.001(2) C14 0.041(3) 0.037(2) 0.025(2) -0.002(2) -0.005(2) 0.012(2) C15 0.064(4) 0.081(4) 0.024(2) 0.003(2) 0.007(2) 0.025(3) Cl1 0.0406(6) 0.0512(7) 0.0320(6) -0.0032(5) 0.0008(5) -0.0020(5) O10 0.151(5) 0.097(4) 0.039(2) 0.015(2) -0.012(3) 0.006(4) O11 0.042(4) 0.063(5) 0.058(5) 0.022(4) 0.004(3) -0.013(4) O12 0.078(6) 0.085(7) 0.051(5) -0.013(5) 0.021(4) -0.014(5) O13 0.087(6) 0.063(5) 0.031(4) 0.002(3) -0.018(4) -0.023(5) O11X 0.097(8) 0.055(5) 0.099(8) -0.018(5) -0.020(6) -0.001(5) O12X 0.051(6) 0.080(7) 0.163(12) -0.009(8) 0.008(7) 0.003(5) O13X 0.080(6) 0.085(7) 0.041(4) 0.007(4) 0.023(4) 0.032(5) Cl2 0.0458(9) 0.0339(8) 0.0263(7) 0.000 0.0068(6) 0.000 O20 0.046(2) 0.067(2) 0.036(2) 0.013(2) -0.006(2) -0.016(2) O21 0.186(6) 0.140(5) 0.039(2) 0.028(3) 0.030(3) 0.132(5) Cl3 0.0543(8) 0.0792(10) 0.0514(8) 0.0235(7) 0.0080(6) 0.0212(7) O30 0.112(5) 0.123(5) 0.107(5) 0.055(4) 0.023(4) -0.012(4) O31 0.091(4) 0.105(4) 0.061(3) 0.017(3) 0.029(2) 0.033(3) O32 0.089(4) 0.140(5) 0.096(4) 0.051(4) 0.007(3) 0.052(4) O33 0.115(5) 0.147(6) 0.061(3) -0.008(3) 0.018(3) 0.035(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cr O2 1.946(3) . ? Cr O1 1.959(4) . ? Cr O3 1.959(3) . ? Cr N2 2.039(4) . ? Cr N1 2.041(4) . ? Cr N3 2.046(4) . ? O1 C8 1.278(6) . ? O2 C11 1.261(7) . ? O3 C14 1.264(6) . ? N1 C1 1.496(6) . ? N1 C7 1.503(6) . ? N1 C6 1.513(6) . ? N2 C10 1.485(6) . ? N2 C3 1.502(5) . ? N2 C2 1.504(5) . ? N3 C13 1.491(6) . ? N3 C5 1.496(6) . ? N3 C4 1.526(6) . ? N4 C8 1.295(7) . ? N4 C9 1.451(9) . ? N5 C11 1.297(7) . ? N5 C12 1.458(8) . ? N6 C14 1.289(6) . ? N6 C15 1.474(7) . ? C1 C2 1.530(7) . ? C3 C4 1.512(7) . ? C5 C6 1.526(6) . ? C7 C8 1.505(7) . ? C10 C11 1.520(7) . ? C13 C14 1.523(7) . ? Cl1 O12X 1.341(11) . ? Cl1 O10 1.413(5) . ? Cl1 O13X 1.419(8) . ? Cl1 O11X 1.423(9) . ? Cl1 O12 1.440(10) . ? Cl1 O13 1.444(7) . ? Cl1 O11 1.472(7) . ? O11 O13X 1.237(12) . ? O11 O11X 1.468(13) . ? O12 O12X 1.33(2) . ? O12 O11X 1.429(13) . ? O13 O12X 1.204(14) . ? O13 O13X 1.617(13) . ? Cl2 O21 1.408(4) 2 ? Cl2 O21 1.408(4) . ? Cl2 O20 1.415(3) 2 ? Cl2 O20 1.415(3) . ? Cl3 O31 1.391(5) . ? Cl3 O32 1.392(5) . ? Cl3 O30 1.422(6) . ? Cl3 O33 1.462(6) . ? Cl4 Cl4X 0.32(2) 2 ? Cl4 Cl4 0.51(2) 2 ? Cl4 Cl4X 0.625(11) . ? Cl4 O41 1.16(2) . ? Cl4 O41 1.28(2) 2 ? Cl4 O43 1.33(2) . ? Cl4 O40X 1.35(2) . ? Cl4 O40X 1.35(3) 2 ? Cl4 O40 1.39(2) 2 ? Cl4 O40 1.41(2) . ? Cl4 O45 1.45(3) . ? Cl4 O44 1.50(3) . ? O40 O40 0.37(9) 2 ? O40 O40X 0.40(5) 2 ? O40 O40X 0.73(4) . ? O40 Cl4 1.39(2) 2 ? O40 Cl4X 1.40(2) . ? O40 Cl4X 1.50(3) 2 ? Cl4X Cl4 0.32(2) 2 ? Cl4X Cl4X 0.86(2) 2 ? Cl4X O41 1.19(2) . ? Cl4X O42 1.22(3) . ? Cl4X O44 1.27(2) 2 ? Cl4X O40X 1.28(2) 2 ? Cl4X O41 1.32(2) 2 ? Cl4X O45 1.43(3) 2 ? Cl4X O43 1.48(3) . ? Cl4X O40 1.50(3) 2 ? O40X O40 0.40(5) 2 ? O40X O40X 1.07(4) 2 ? O40X Cl4X 1.28(2) 2 ? O40X Cl4 1.35(3) 2 ? O40X O42 1.61(3) 2 ? O41 O43 1.13(2) . ? O41 O41 1.18(3) 2 ? O41 Cl4 1.28(2) 2 ? O41 Cl4X 1.32(2) 2 ? O41 O42 1.39(3) . ? O41 O45 1.75(3) . ? O42 O43 1.00(3) . ? O42 O44 1.42(3) 2 ? O42 Cl4 1.52(3) 2 ? O42 O40X 1.61(3) 2 ? O42 Cl4X 1.82(3) 2 ? O43 O45 1.42(3) . ? O43 Cl4X 1.59(3) 2 ? O43 Cl4 1.65(3) 2 ? O44 O45 1.05(3) . ? O44 Cl4X 1.27(2) 2 ? O44 O42 1.42(3) 2 ? O44 O80 1.81(3) . ? O44 Cl4 1.89(3) 2 ? O45 Cl4X 1.43(3) 2 ? O45 Cl4 1.95(3) 2 ? O50 O50X 0.74(2) . ? O60 O60X 0.805(13) . ? O70 O70X 0.85(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cr O1 96.7(2) . . ? O2 Cr O3 95.27(14) . . ? O1 Cr O3 96.41(14) . . ? O2 Cr N2 82.4(2) . . ? O1 Cr N2 168.74(14) . . ? O3 Cr N2 94.85(14) . . ? O2 Cr N1 96.79(15) . . ? O1 Cr N1 83.13(14) . . ? O3 Cr N1 167.90(14) . . ? N2 Cr N1 85.83(15) . . ? O2 Cr N3 168.3(2) . . ? O1 Cr N3 94.91(15) . . ? O3 Cr N3 82.49(14) . . ? N2 Cr N3 86.41(15) . . ? N1 Cr N3 85.50(15) . . ? C8 O1 Cr 113.4(3) . . ? C11 O2 Cr 114.9(3) . . ? C14 O3 Cr 114.5(3) . . ? C1 N1 C7 112.8(4) . . ? C1 N1 C6 112.4(4) . . ? C7 N1 C6 112.1(4) . . ? C1 N1 Cr 105.2(3) . . ? C7 N1 Cr 104.4(3) . . ? C6 N1 Cr 109.2(3) . . ? C10 N2 C3 113.1(4) . . ? C10 N2 C2 112.5(4) . . ? C3 N2 C2 111.2(3) . . ? C10 N2 Cr 105.6(3) . . ? C3 N2 Cr 105.2(3) . . ? C2 N2 Cr 108.7(3) . . ? C13 N3 C5 113.5(4) . . ? C13 N3 C4 112.2(3) . . ? C5 N3 C4 112.1(3) . . ? C13 N3 Cr 104.9(3) . . ? C5 N3 Cr 105.6(3) . . ? C4 N3 Cr 107.9(3) . . ? C8 N4 C9 122.7(5) . . ? C11 N5 C12 121.5(6) . . ? C14 N6 C15 121.5(5) . . ? N1 C1 C2 108.5(3) . . ? N2 C2 C1 111.8(4) . . ? N2 C3 C4 109.5(4) . . ? C3 C4 N3 112.2(4) . . ? N3 C5 C6 109.1(4) . . ? N1 C6 C5 111.3(4) . . ? N1 C7 C8 107.2(4) . . ? O1 C8 N4 121.5(5) . . ? O1 C8 C7 118.7(4) . . ? N4 C8 C7 119.8(4) . . ? N2 C10 C11 108.4(4) . . ? O2 C11 N5 122.5(5) . . ? O2 C11 C10 117.8(4) . . ? N5 C11 C10 119.7(6) . . ? N3 C13 C14 107.3(4) . . ? O3 C14 N6 121.3(5) . . ? O3 C14 C13 117.9(4) . . ? N6 C14 C13 120.8(4) . . ? O12X Cl1 O10 121.3(6) . . ? O12X Cl1 O13X 113.7(7) . . ? O10 Cl1 O13X 99.8(4) . . ? O12X Cl1 O11X 112.4(7) . . ? O10 Cl1 O11X 98.5(5) . . ? O13X Cl1 O11X 109.5(7) . . ? O12X Cl1 O12 56.9(7) . . ? O10 Cl1 O12 108.3(4) . . ? O13X Cl1 O12 151.0(5) . . ? O11X Cl1 O12 59.9(6) . . ? O12X Cl1 O13 51.1(6) . . ? O10 Cl1 O13 108.2(4) . . ? O13X Cl1 O13 68.7(6) . . ? O11X Cl1 O13 153.3(6) . . ? O12 Cl1 O13 107.9(6) . . ? O12X Cl1 O11 119.7(7) . . ? O10 Cl1 O11 118.9(4) . . ? O13X Cl1 O11 50.6(5) . . ? O11X Cl1 O11 60.9(6) . . ? O12 Cl1 O11 107.1(5) . . ? O13 Cl1 O11 106.1(5) . . ? O13X O11 O11X 118.0(7) . . ? O13X O11 Cl1 62.5(5) . . ? O11X O11 Cl1 57.9(5) . . ? O12X O12 O11X 112.9(9) . . ? O12X O12 Cl1 57.8(6) . . ? O11X O12 Cl1 59.5(5) . . ? O12X O13 Cl1 60.0(7) . . ? O12X O13 O13X 109.2(8) . . ? Cl1 O13 O13X 54.9(4) . . ? Cl1 O11X O12 60.6(6) . . ? Cl1 O11X O11 61.2(5) . . ? O12 O11X O11 107.9(7) . . ? O13 O12X O12 134.2(11) . . ? O13 O12X Cl1 68.9(6) . . ? O12 O12X Cl1 65.3(8) . . ? O11 O13X Cl1 66.9(5) . . ? O11 O13X O13 108.8(7) . . ? Cl1 O13X O13 56.4(4) . . ? O21 Cl2 O21 111.7(7) 2 . ? O21 Cl2 O20 109.8(3) 2 2 ? O21 Cl2 O20 107.3(2) . 2 ? O21 Cl2 O20 107.3(2) 2 . ? O21 Cl2 O20 109.8(3) . . ? O20 Cl2 O20 111.1(4) 2 . ? O31 Cl3 O32 110.9(3) . . ? O31 Cl3 O30 113.5(4) . . ? O32 Cl3 O30 113.8(4) . . ? O31 Cl3 O33 105.1(4) . . ? O32 Cl3 O33 110.1(4) . . ? O30 Cl3 O33 102.6(4) . . ? Cl4X Cl4 Cl4 95.0(32) 2 2 ? Cl4X Cl4 Cl4X 125.9(34) 2 . ? Cl4 Cl4 Cl4X 31.0(23) 2 . ? Cl4X Cl4 O41 113.4(29) 2 . ? Cl4 Cl4 O41 91.9(22) 2 . ? Cl4X Cl4 O41 77.4(20) . . ? Cl4X Cl4 O41 66.8(28) 2 2 ? Cl4 Cl4 O41 64.8(14) 2 2 ? Cl4X Cl4 O41 79.8(14) . 2 ? O41 Cl4 O41 57.5(15) . 2 ? Cl4X Cl4 O43 139.4(47) 2 . ? Cl4 Cl4 O43 121.1(44) 2 . ? Cl4X Cl4 O43 91.0(25) . . ? O41 Cl4 O43 53.1(12) . . ? O41 Cl4 O43 110.3(15) 2 . ? Cl4X Cl4 O40X 70.1(25) 2 . ? Cl4 Cl4 O40X 79.4(16) 2 . ? Cl4X Cl4 O40X 93.7(16) . . ? O41 Cl4 O40X 171.0(19) . . ? O41 Cl4 O40X 119.5(13) 2 . ? O43 Cl4 O40X 130.0(15) . . ? Cl4X Cl4 O40X 116.7(28) 2 2 ? Cl4 Cl4 O40X 79.0(21) 2 2 ? Cl4X Cl4 O40X 69.6(17) . 2 ? O41 Cl4 O40X 129.5(18) . 2 ? O41 Cl4 O40X 143.7(16) 2 2 ? O43 Cl4 O40X 89.7(16) . 2 ? O40X Cl4 O40X 46.8(16) . 2 ? Cl4X Cl4 O40 86.0(31) 2 2 ? Cl4 Cl4 O40 82.4(18) 2 2 ? Cl4X Cl4 O40 88.3(22) . 2 ? O41 Cl4 O40 160.2(26) . 2 ? O41 Cl4 O40 133.8(22) 2 2 ? O43 Cl4 O40 114.4(24) . 2 ? O40X Cl4 O40 16.7(23) . 2 ? O40X Cl4 O40 30.8(19) 2 2 ? Cl4X Cl4 O40 100.5(32) 2 . ? Cl4 Cl4 O40 76.8(19) 2 . ? Cl4X Cl4 O40 76.2(21) . . ? O41 Cl4 O40 145.1(25) . . ? O41 Cl4 O40 137.3(21) 2 . ? O43 Cl4 O40 104.9(24) . . ? O40X Cl4 O40 30.4(19) . . ? O40X Cl4 O40 16.5(22) 2 . ? O40 Cl4 O40 15.2(36) 2 . ? Cl4X Cl4 O45 80.4(47) 2 . ? Cl4 Cl4 O45 171.6(24) 2 . ? Cl4X Cl4 O45 152.2(24) . . ? O41 Cl4 O45 83.6(14) . . ? O41 Cl4 O45 106.8(16) 2 . ? O43 Cl4 O45 61.3(14) . . ? O40X Cl4 O45 105.4(17) . . ? O40X Cl4 O45 109.4(15) 2 . ? O40 Cl4 O45 104.2(21) 2 . ? O40 Cl4 O45 110.9(21) . . ? Cl4X Cl4 O44 39.2(43) 2 . ? Cl4 Cl4 O44 134.2(41) 2 . ? Cl4X Cl4 O44 164.8(21) . . ? O41 Cl4 O44 105.1(15) . . ? O41 Cl4 O44 89.0(15) 2 . ? O43 Cl4 O44 102.5(15) . . ? O40X Cl4 O44 82.9(15) . . ? O40X Cl4 O44 116.7(14) 2 . ? O40 Cl4 O44 92.2(21) 2 . ? O40 Cl4 O44 106.3(20) . . ? O45 Cl4 O44 41.6(12) . . ? O40 O40 O40X 141.6(100) 2 2 ? O40 O40 O40X 20.0(97) 2 . ? O40X O40 O40X 142.5(87) 2 . ? O40 O40 Cl4 86.3(34) 2 2 ? O40X O40 Cl4 76.4(51) 2 2 ? O40X O40 Cl4 71.9(35) . 2 ? O40 O40 Cl4X 99.0(26) 2 . ? O40X O40 Cl4X 63.7(50) 2 . ? O40X O40 Cl4X 85.2(35) . . ? Cl4 O40 Cl4X 13.3(8) 2 . ? O40 O40 Cl4 78.5(28) 2 . ? O40X O40 Cl4 73.1(56) 2 . ? O40X O40 Cl4 70.0(31) . . ? Cl4 O40 Cl4 20.9(10) 2 . ? Cl4X O40 Cl4 25.7(5) . . ? O40 O40 Cl4X 66.9(19) 2 2 ? O40X O40 Cl4X 85.2(58) 2 2 ? O40X O40 Cl4X 57.9(28) . 2 ? Cl4 O40 Cl4X 24.6(6) 2 2 ? Cl4X O40 Cl4X 34.0(9) . 2 ? Cl4 O40 Cl4X 12.2(7) . 2 ? Cl4 Cl4X Cl4 54.0(34) 2 . ? Cl4 Cl4X Cl4X 36.3(29) 2 2 ? Cl4 Cl4X Cl4X 17.8(10) . 2 ? Cl4 Cl4X O41 98.8(33) 2 . ? Cl4 Cl4X O41 71.8(16) . . ? Cl4X Cl4X O41 78.6(13) 2 . ? Cl4 Cl4X O42 158.7(50) 2 . ? Cl4 Cl4X O42 104.7(24) . . ? Cl4X Cl4X O42 122.4(25) 2 . ? O41 Cl4X O42 70.3(15) . . ? Cl4 Cl4X O44 131.6(47) 2 2 ? Cl4 Cl4X O44 174.4(23) . 2 ? Cl4X Cl4X O44 167.7(24) 2 2 ? O41 Cl4X O44 105.4(15) . 2 ? O42 Cl4X O44 69.7(17) . 2 ? Cl4 Cl4X O40X 96.2(28) 2 2 ? Cl4 Cl4X O40X 83.0(18) . 2 ? Cl4X Cl4X O40X 89.0(12) 2 2 ? O41 Cl4X O40X 134.2(17) . 2 ? O42 Cl4X O40X 80.4(16) . 2 ? O44 Cl4X O40X 96.0(15) 2 2 ? Cl4 Cl4X O41 53.6(25) 2 2 ? Cl4 Cl4X O41 72.6(15) . 2 ? Cl4X Cl4X O41 62.1(10) 2 2 ? O41 Cl4X O41 55.6(14) . 2 ? O42 Cl4X O41 124.2(17) . 2 ? O44 Cl4X O41 110.1(15) 2 2 ? O40X Cl4X O41 148.7(14) 2 2 ? Cl4 Cl4X O40 80.7(31) 2 . ? Cl4 Cl4X O40 78.1(21) . . ? Cl4X Cl4X O40 79.6(18) 2 . ? O41 Cl4X O40 142.3(23) . . ? O42 Cl4X O40 96.7(24) . . ? O44 Cl4X O40 102.5(21) 2 . ? O40X Cl4X O40 16.3(24) 2 . ? O41 Cl4X O40 134.2(21) 2 . ? Cl4 Cl4X O45 86.8(43) 2 2 ? Cl4 Cl4X O45 140.2(21) . 2 ? Cl4X Cl4X O45 122.4(21) 2 2 ? O41 Cl4X O45 113.3(15) . 2 ? O42 Cl4X O45 114.2(18) . 2 ? O44 Cl4X O45 45.2(12) 2 2 ? O40X Cl4X O45 110.6(16) 2 2 ? O41 Cl4X O45 78.9(14) 2 2 ? O40 Cl4X O45 104.4(22) . 2 ? Cl4 Cl4X O43 117.0(45) 2 . ? Cl4 Cl4X O43 64.1(19) . . ? Cl4X Cl4X O43 81.1(19) 2 . ? O41 Cl4X O43 48.3(11) . . ? O42 Cl4X O43 42.1(14) . . ? O44 Cl4X O43 110.4(15) 2 . ? O40X Cl4X O43 86.4(15) 2 . ? O41 Cl4X O43 99.7(15) 2 . ? O40 Cl4X O43 98.0(23) . . ? O45 Cl4X O43 149.8(14) 2 . ? Cl4 Cl4X O40 67.3(31) 2 2 ? Cl4 Cl4X O40 67.1(19) . 2 ? Cl4X Cl4X O40 66.4(15) 2 2 ? O41 Cl4X O40 136.8(21) . 2 ? O42 Cl4X O40 107.5(23) . 2 ? O44 Cl4X O40 114.3(19) 2 2 ? O40X Cl4X O40 28.9(16) 2 2 ? O41 Cl4X O40 120.4(19) 2 2 ? O40 Cl4X O40 14.1(34) . 2 ? O45 Cl4X O40 106.8(21) 2 2 ? O43 Cl4X O40 99.9(21) . 2 ? O40 O40X O40 18.4(91) 2 . ? O40 O40X O40X 24.4(66) 2 2 ? O40 O40X O40X 13.1(27) . 2 ? O40 O40X Cl4X 100.0(68) 2 2 ? O40 O40X Cl4X 93.3(27) . 2 ? O40X O40X Cl4X 80.4(11) 2 2 ? O40 O40X Cl4 86.9(65) 2 . ? O40 O40X Cl4 79.5(26) . . ? O40X O40X Cl4 66.7(11) 2 . ? Cl4X O40X Cl4 13.8(8) 2 . ? O40 O40X Cl4 90.4(69) 2 2 ? O40 O40X Cl4 77.3(26) . 2 ? O40X O40X Cl4 66.5(11) 2 2 ? Cl4X O40X Cl4 27.4(6) 2 2 ? Cl4 O40X Cl4 21.7(11) . 2 ? O40 O40X Cl4X 79.7(67) 2 . ? O40 O40X Cl4X 66.4(23) . . ? O40X O40X Cl4X 55.7(8) 2 . ? Cl4X O40X Cl4X 34.1(10) 2 . ? Cl4 O40X Cl4X 24.2(6) . . ? Cl4 O40X Cl4X 10.9(7) 2 . ? O40 O40X O42 148.1(71) 2 2 ? O40 O40X O42 137.6(32) . 2 ? O40X O40X O42 126.2(13) 2 2 ? Cl4X O40X O42 48.2(12) 2 2 ? Cl4 O40X O42 61.2(13) . 2 ? Cl4 O40X O42 60.3(15) 2 2 ? Cl4X O40X O42 71.2(14) . 2 ? O43 O41 Cl4 71.2(16) . . ? O43 O41 O41 137.1(17) . 2 ? Cl4 O41 O41 66.4(9) . 2 ? O43 O41 Cl4X 79.3(17) . . ? Cl4 O41 Cl4X 30.7(7) . . ? O41 O41 Cl4X 67.8(10) 2 . ? O43 O41 Cl4 86.4(17) . 2 ? Cl4 O41 Cl4 23.3(12) . 2 ? O41 O41 Cl4 56.1(9) 2 2 ? Cl4X O41 Cl4 14.4(9) . 2 ? O43 O41 Cl4X 80.6(17) . 2 ? Cl4 O41 Cl4X 12.9(9) . 2 ? O41 O41 Cl4X 56.6(9) 2 2 ? Cl4X O41 Cl4X 39.3(11) . 2 ? Cl4 O41 Cl4X 27.7(6) 2 2 ? O43 O41 O42 45.4(15) . . ? Cl4 O41 O42 71.6(17) . . ? O41 O41 O42 121.7(19) 2 . ? Cl4X O41 O42 55.6(13) . . ? Cl4 O41 O42 69.3(15) 2 . ? Cl4X O41 O42 84.5(16) 2 . ? O43 O41 O45 54.0(17) . . ? Cl4 O41 O45 55.2(13) . . ? O41 O41 O45 94.9(19) 2 . ? Cl4X O41 O45 84.4(14) . . ? Cl4 O41 O45 78.3(14) 2 . ? Cl4X O41 O45 53.2(12) 2 . ? O42 O41 O45 92.5(17) . . ? O43 O42 Cl4X 83.2(26) . . ? O43 O42 O41 53.3(20) . . ? Cl4X O42 O41 54.1(14) . . ? O43 O42 O44 137.5(32) . 2 ? Cl4X O42 O44 56.8(15) . 2 ? O41 O42 O44 88.4(20) . 2 ? O43 O42 Cl4 60.4(21) . . ? Cl4X O42 Cl4 23.7(6) . . ? O41 O42 Cl4 47.2(12) . . ? O44 O42 Cl4 80.6(16) 2 . ? O43 O42 Cl4 78.9(23) . 2 ? Cl4X O42 Cl4 4.4(11) . 2 ? O41 O42 Cl4 52.1(12) . 2 ? O44 O42 Cl4 61.3(16) 2 2 ? Cl4 O42 Cl4 19.3(10) . 2 ? O43 O42 O40X 89.9(25) . 2 ? Cl4X O42 O40X 51.4(13) . 2 ? O41 O42 O40X 98.5(19) . 2 ? O44 O42 O40X 77.0(17) 2 2 ? Cl4 O42 O40X 51.3(12) . 2 ? Cl4 O42 O40X 51.0(12) 2 2 ? O43 O42 Cl4X 60.6(20) . 2 ? Cl4X O42 Cl4X 23.3(12) . 2 ? O41 O42 Cl4X 46.3(11) . 2 ? O44 O42 Cl4X 80.2(17) 2 2 ? Cl4 O42 Cl4X 1.1(6) . 2 ? Cl4 O42 Cl4X 18.9(4) 2 2 ? O40X O42 Cl4X 52.2(12) 2 2 ? O42 O43 O41 81.3(26) . . ? O42 O43 Cl4 78.8(26) . . ? O41 O43 Cl4 55.7(14) . . ? O42 O43 O45 140.6(30) . . ? O41 O43 O45 86.2(21) . . ? Cl4 O43 O45 63.4(16) . . ? O42 O43 Cl4X 54.6(21) . . ? O41 O43 Cl4X 52.4(14) . . ? Cl4 O43 Cl4X 25.0(8) . . ? O45 O43 Cl4X 88.4(17) . . ? O42 O43 Cl4X 86.3(24) . 2 ? O41 O43 Cl4X 55.2(14) . 2 ? Cl4 O43 Cl4X 7.6(11) . 2 ? O45 O43 Cl4X 56.4(14) . 2 ? Cl4X O43 Cl4X 32.1(9) . 2 ? O42 O43 Cl4 64.6(21) . 2 ? O41 O43 Cl4 50.8(13) . 2 ? Cl4 O43 Cl4 15.2(14) . 2 ? O45 O43 Cl4 78.5(17) . 2 ? Cl4X O43 Cl4 10.0(9) . 2 ? Cl4X O43 Cl4 22.1(6) 2 2 ? O45 O44 Cl4X 75.6(20) . 2 ? O45 O44 O42 128.1(26) . 2 ? Cl4X O44 O42 53.5(14) 2 2 ? O45 O44 Cl4 66.5(19) . . ? Cl4X O44 Cl4 9.3(6) 2 . ? O42 O44 Cl4 62.7(14) 2 . ? O45 O44 O80 81.7(20) . . ? Cl4X O44 O80 154.4(19) 2 . ? O42 O44 O80 143.8(20) 2 . ? Cl4 O44 O80 146.7(17) . . ? O45 O44 Cl4 77.4(19) . 2 ? Cl4X O44 Cl4 1.8(8) 2 2 ? O42 O44 Cl4 51.6(13) 2 2 ? Cl4 O44 Cl4 11.1(7) . 2 ? O80 O44 Cl4 155.8(15) . 2 ? O45 O44 Cl4X 70.7(19) . . ? Cl4X O44 Cl4X 5.0(9) 2 . ? O42 O44 Cl4X 58.3(14) 2 . ? Cl4 O44 Cl4X 4.4(5) . . ? O80 O44 Cl4X 150.0(14) . . ? Cl4 O44 Cl4X 6.8(4) 2 . ? O44 O45 O43 126.8(27) . . ? O44 O45 Cl4X 59.1(18) . 2 ? O43 O45 Cl4X 67.9(15) . 2 ? O44 O45 Cl4 71.9(20) . . ? O43 O45 Cl4 55.3(14) . . ? Cl4X O45 Cl4 12.9(7) 2 . ? O44 O45 O41 95.4(22) . . ? O43 O45 O41 39.9(12) . . ? Cl4X O45 O41 47.9(9) 2 . ? Cl4 O45 O41 41.2(9) . . ? O44 O45 Cl4 71.0(19) . 2 ? O43 O45 Cl4 56.1(14) . 2 ? Cl4X O45 Cl4 11.8(7) 2 2 ? Cl4 O45 Cl4 2.2(6) . 2 ? O41 O45 Cl4 40.1(8) . 2 ? O44 O45 Cl4X 80.1(20) . . ? O43 O45 Cl4X 47.1(12) . . ? Cl4X O45 Cl4X 20.9(7) 2 . ? Cl4 O45 Cl4X 8.3(8) . . ? O41 O45 Cl4X 36.0(7) . . ? Cl4 O45 Cl4X 9.1(5) 2 . ? _refine_diff_density_max 1.422 _refine_diff_density_min -0.553 _refine_diff_density_rms 0.105 #=END data_9 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural '[C12 H24 N6 Ni O3]2+, 2 (ClO4)-' _chemical_formula_analytical ? _chemical_formula_sum 'C12 H24 Cl2 N6 Ni O11' _chemical_formula_weight 557.98 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ni' 'Ni' 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 18.034(1) _cell_length_b 11.874(1) _cell_length_c 10.573(2) _cell_angle_alpha 90.00 _cell_angle_beta 106.43(1) _cell_angle_gamma 90.00 _cell_volume 2171.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 18.45 _cell_measurement_theta_max 21.95 _exptl_crystal_description 'transparent block' _exptl_crystal_colour violet _exptl_crystal_size_max 1.12 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.707 _exptl_crystal_density_method ? _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 1.207 _exptl_absorpt_correction_type 'not measured' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Nonius CAD4' _diffrn_measurement_method '2\q/\w-scan' _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 'none' _diffrn_reflns_number 4541 _diffrn_reflns_av_R_equivalents 0.0190 _diffrn_reflns_av_sigmaI/netI 0.0645 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 26.29 _reflns_number_total 4306 _reflns_number_observed 2799 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1160P)^2^+3.5000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4306 _refine_ls_number_parameters 301 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1161 _refine_ls_R_factor_obs 0.0662 _refine_ls_wR_factor_all 0.2126 _refine_ls_wR_factor_obs 0.1768 _refine_ls_goodness_of_fit_all 1.042 _refine_ls_goodness_of_fit_obs 1.091 _refine_ls_restrained_S_all 1.042 _refine_ls_restrained_S_obs 1.091 _refine_ls_shift/esd_max 0.006 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Ni Ni 0.25103(4) 0.60639(5) 0.31636(6) 0.0409(3) Uani 1 d . . O1 O 0.2637(2) 0.6268(3) 0.5135(4) 0.0473(9) Uani 1 d . . O2 O 0.1510(3) 0.6942(4) 0.2535(5) 0.0757(15) Uani 1 d . . O3 O 0.3150(2) 0.7502(3) 0.3099(4) 0.0490(9) Uani 1 d . . N1 N 0.2124(3) 0.4495(4) 0.3550(4) 0.0476(11) Uani 1 d . . N2 N 0.2227(5) 0.5558(5) 0.1231(6) 0.080(2) Uani 1 d . . N3 N 0.3558(3) 0.5312(4) 0.3349(5) 0.0588(13) Uani 1 d . . N4 N 0.2283(4) 0.5520(5) 0.6823(6) 0.064(2) Uani 1 d . . H4C H 0.1831(51) 0.5666(75) 0.6535(88) 0.083 Uiso 1 d . . H4D H 0.2475(49) 0.6089(68) 0.7280(89) 0.083 Uiso 1 d . . N5 N 0.0674(4) 0.7683(9) 0.0730(10) 0.148(5) Uani 1 d . . N6 N 0.4363(5) 0.8120(7) 0.3560(11) 0.110(3) Uani 1 d . . H6C H 0.4150(72) 0.8764(104) 0.3383(136) 0.143 Uiso 1 d . . H6D H 0.4889(67) 0.8141(102) 0.3839(115) 0.143 Uiso 1 d . . C1 C 0.1540(5) 0.4203(6) 0.2306(7) 0.077(2) Uani 1 d . . H1A H 0.1083(5) 0.4664(6) 0.2202(7) 0.092 Uiso 1 calc R . H1B H 0.1392(5) 0.3419(6) 0.2327(7) 0.092 Uiso 1 calc R . C2 C 0.1874(7) 0.4398(7) 0.1141(7) 0.099(3) Uani 1 d . . H2A H 0.2265(7) 0.3834(7) 0.1150(7) 0.119 Uiso 1 calc R . H2B H 0.1467(7) 0.4325(7) 0.0319(7) 0.119 Uiso 1 calc R . C3 C 0.2990(7) 0.5529(7) 0.0941(8) 0.101(3) Uani 1 d . . H3A H 0.3159(7) 0.6293(7) 0.0853(8) 0.122 Uiso 1 calc R . H3B H 0.2934(7) 0.5143(7) 0.0111(8) 0.122 Uiso 1 calc R . C4 C 0.3589(6) 0.4937(7) 0.2017(9) 0.091(3) Uani 1 d . . H4A H 0.3503(6) 0.4130(7) 0.1935(9) 0.110 Uiso 1 calc R . H4B H 0.4098(6) 0.5091(7) 0.1921(9) 0.110 Uiso 1 calc R . C5 C 0.3560(4) 0.4347(6) 0.4253(8) 0.068(2) Uani 1 d . . H5A H 0.3659(4) 0.4624(6) 0.5149(8) 0.081 Uiso 1 calc R . H5B H 0.3972(4) 0.3830(6) 0.4229(8) 0.081 Uiso 1 calc R . C6 C 0.2802(4) 0.3731(5) 0.3870(7) 0.062(2) Uani 1 d . . H6A H 0.2779(4) 0.3261(5) 0.3110(7) 0.075 Uiso 1 calc R . H6B H 0.2774(4) 0.3241(5) 0.4590(7) 0.075 Uiso 1 calc R . C7 C 0.1809(4) 0.4646(5) 0.4661(6) 0.0538(15) Uani 1 d . . H7A H 0.1827(4) 0.3938(5) 0.5127(6) 0.065 Uiso 1 calc R . H7B H 0.1273(4) 0.4884(5) 0.4347(6) 0.065 Uiso 1 calc R . C8 C 0.2285(4) 0.5541(5) 0.5597(6) 0.0480(13) Uani 1 d . . C9 C 0.1695(7) 0.6408(8) 0.0448(8) 0.109(4) Uani 1 d . . H9A H 0.1323(7) 0.6045(8) -0.0283(8) 0.131 Uiso 1 calc R . H9B H 0.1985(7) 0.6950(8) 0.0090(8) 0.131 Uiso 1 calc R . C10 C 0.1274(5) 0.7012(8) 0.1316(10) 0.096(3) Uani 1 d . . C11 C 0.4147(4) 0.6153(6) 0.3929(8) 0.069(2) Uani 1 d . . H11A H 0.4611(4) 0.6002(6) 0.3666(8) 0.083 Uiso 1 calc R . H11B H 0.4278(4) 0.6112(6) 0.4883(8) 0.083 Uiso 1 calc R . C12 C 0.3848(4) 0.7320(5) 0.3475(7) 0.058(2) Uani 1 d . . Cl1 Cl 0.41153(11) 0.14056(14) 0.3073(2) 0.0641(5) Uani 1 d . . O11 O 0.4703(6) 0.2186(8) 0.3207(10) 0.165(4) Uani 1 d . . O12 O 0.3941(5) 0.1331(8) 0.4241(8) 0.140(3) Uani 1 d . . O13 O 0.3488(6) 0.1887(6) 0.2079(7) 0.148(4) Uani 1 d . . O14 O 0.4349(5) 0.0395(5) 0.2605(8) 0.117(2) Uani 1 d . . Cl2 Cl 0.05979(11) 0.1061(2) 0.2439(2) 0.0679(5) Uani 1 d . . O21 O 0.0329(5) 0.0433(10) 0.3288(12) 0.207(6) Uani 1 d . . O22 O 0.0223(5) 0.2068(8) 0.2248(13) 0.182(5) Uani 1 d . . O23 O 0.0387(8) 0.0554(16) 0.1229(11) 0.274(9) Uani 1 d . . O24 O 0.1401(4) 0.1141(5) 0.2856(6) 0.092(2) Uani 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.0551(4) 0.0344(4) 0.0302(4) 0.0019(3) 0.0073(3) -0.0033(3) O1 0.066(2) 0.040(2) 0.040(2) -0.003(2) 0.022(2) -0.011(2) O2 0.059(3) 0.072(3) 0.082(4) 0.028(3) -0.004(2) 0.001(2) O3 0.057(2) 0.043(2) 0.046(2) 0.009(2) 0.013(2) -0.003(2) N1 0.065(3) 0.039(2) 0.034(2) -0.003(2) 0.007(2) -0.011(2) N2 0.139(6) 0.053(3) 0.038(3) 0.003(3) 0.007(4) -0.027(4) N3 0.075(4) 0.046(3) 0.063(3) 0.008(2) 0.033(3) 0.008(3) N4 0.088(4) 0.062(4) 0.048(3) -0.001(3) 0.031(3) -0.010(3) N5 0.064(4) 0.171(9) 0.175(9) 0.115(8) -0.023(5) -0.006(5) N6 0.073(5) 0.072(5) 0.184(9) 0.029(6) 0.036(6) -0.021(4) C1 0.107(6) 0.050(4) 0.054(4) 0.002(3) -0.008(4) -0.033(4) C2 0.175(10) 0.069(5) 0.034(3) 0.000(3) -0.002(5) -0.048(6) C3 0.200(11) 0.065(5) 0.058(5) -0.016(4) 0.068(6) -0.026(6) C4 0.143(8) 0.065(5) 0.093(6) -0.009(5) 0.077(6) 0.002(5) C5 0.081(5) 0.046(3) 0.080(5) 0.020(3) 0.030(4) 0.018(3) C6 0.098(5) 0.032(3) 0.058(4) 0.004(3) 0.025(4) 0.004(3) C7 0.057(4) 0.050(3) 0.056(4) -0.004(3) 0.018(3) -0.014(3) C8 0.060(3) 0.041(3) 0.046(3) 0.002(2) 0.019(3) 0.000(3) C9 0.160(10) 0.090(6) 0.044(4) 0.023(4) -0.026(5) -0.046(6) C10 0.081(5) 0.086(6) 0.089(6) 0.047(5) -0.027(5) -0.034(5) C11 0.061(4) 0.063(4) 0.090(5) 0.017(4) 0.032(4) 0.008(3) C12 0.065(4) 0.053(4) 0.060(4) 0.006(3) 0.024(3) -0.006(3) Cl1 0.0829(11) 0.0475(8) 0.0697(11) -0.0035(7) 0.0342(9) 0.0003(8) O11 0.187(9) 0.126(7) 0.217(10) -0.055(7) 0.113(8) -0.065(6) O12 0.153(7) 0.193(8) 0.102(5) 0.054(5) 0.084(5) 0.048(6) O13 0.239(9) 0.106(5) 0.079(4) -0.005(4) 0.011(5) 0.091(6) O14 0.165(6) 0.065(4) 0.143(6) 0.010(4) 0.079(5) 0.030(4) Cl2 0.0697(11) 0.0766(11) 0.0557(10) 0.0099(9) 0.0153(8) 0.0096(9) O21 0.115(6) 0.257(12) 0.225(11) 0.180(10) 0.008(6) -0.015(7) O22 0.120(6) 0.124(7) 0.320(15) 0.056(8) 0.092(8) 0.040(5) O23 0.200(12) 0.449(23) 0.128(8) -0.133(12) -0.026(8) 0.100(13) O24 0.083(4) 0.106(5) 0.090(4) -0.008(3) 0.029(3) 0.011(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni O2 2.026(5) . ? Ni O1 2.046(4) . ? Ni N3 2.049(5) . ? Ni N2 2.051(6) . ? Ni N1 2.070(5) . ? Ni O3 2.073(4) . ? O1 C8 1.250(7) . ? O2 C10 1.240(10) . ? O3 C12 1.227(8) . ? N1 C7 1.453(8) . ? N1 C1 1.475(8) . ? N1 C6 1.482(8) . ? N2 C9 1.476(12) . ? N2 C3 1.491(13) . ? N2 C2 1.509(9) . ? N3 C11 1.461(9) . ? N3 C5 1.492(8) . ? N3 C4 1.493(9) . ? N4 C8 1.298(8) . ? N5 C10 1.345(11) . ? N6 C12 1.314(9) . ? C1 C2 1.535(13) . ? C3 C4 1.504(13) . ? C5 C6 1.501(10) . ? C7 C8 1.538(8) . ? C9 C10 1.53(2) . ? C11 C12 1.514(9) . ? Cl1 O12 1.360(7) . ? Cl1 O11 1.385(8) . ? Cl1 O14 1.408(6) . ? Cl1 O13 1.428(7) . ? Cl2 O21 1.357(9) . ? Cl2 O22 1.360(9) . ? Cl2 O23 1.367(10) . ? Cl2 O24 1.393(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Ni O1 96.1(2) . . ? O2 Ni N3 165.3(2) . . ? O1 Ni N3 96.9(2) . . ? O2 Ni N2 82.9(3) . . ? O1 Ni N2 167.0(2) . . ? N3 Ni N2 86.0(3) . . ? O2 Ni N1 102.1(2) . . ? O1 Ni N1 81.5(2) . . ? N3 Ni N1 86.6(2) . . ? N2 Ni N1 86.0(2) . . ? O2 Ni O3 91.0(2) . . ? O1 Ni O3 91.9(2) . . ? N3 Ni O3 81.7(2) . . ? N2 Ni O3 101.1(2) . . ? N1 Ni O3 165.8(2) . . ? C8 O1 Ni 113.1(4) . . ? C10 O2 Ni 112.8(6) . . ? C12 O3 Ni 111.9(4) . . ? C7 N1 C1 113.9(6) . . ? C7 N1 C6 112.2(5) . . ? C1 N1 C6 113.2(5) . . ? C7 N1 Ni 106.2(3) . . ? C1 N1 Ni 103.3(4) . . ? C6 N1 Ni 107.1(4) . . ? C9 N2 C3 113.0(7) . . ? C9 N2 C2 113.2(7) . . ? C3 N2 C2 111.3(8) . . ? C9 N2 Ni 107.3(6) . . ? C3 N2 Ni 103.2(5) . . ? C2 N2 Ni 108.2(4) . . ? C11 N3 C5 112.8(6) . . ? C11 N3 C4 112.6(6) . . ? C5 N3 C4 112.4(6) . . ? C11 N3 Ni 106.4(4) . . ? C5 N3 Ni 103.4(4) . . ? C4 N3 Ni 108.6(5) . . ? N1 C1 C2 109.7(7) . . ? N2 C2 C1 110.0(6) . . ? N2 C3 C4 111.2(6) . . ? N3 C4 C3 111.3(7) . . ? N3 C5 C6 111.4(6) . . ? N1 C6 C5 113.1(5) . . ? N1 C7 C8 109.3(5) . . ? O1 C8 N4 123.3(6) . . ? O1 C8 C7 118.6(5) . . ? N4 C8 C7 118.1(6) . . ? N2 C9 C10 109.9(7) . . ? O2 C10 N5 120.9(12) . . ? O2 C10 C9 120.7(8) . . ? N5 C10 C9 118.3(9) . . ? N3 C11 C12 110.0(6) . . ? O3 C12 N6 122.4(7) . . ? O3 C12 C11 120.3(6) . . ? N6 C12 C11 117.3(7) . . ? O12 Cl1 O11 108.5(6) . . ? O12 Cl1 O14 115.6(5) . . ? O11 Cl1 O14 108.0(5) . . ? O12 Cl1 O13 110.9(5) . . ? O11 Cl1 O13 103.4(7) . . ? O14 Cl1 O13 109.6(5) . . ? O21 Cl2 O22 109.0(7) . . ? O21 Cl2 O23 108.7(11) . . ? O22 Cl2 O23 104.7(8) . . ? O21 Cl2 O24 111.2(5) . . ? O22 Cl2 O24 114.6(5) . . ? O23 Cl2 O24 108.3(6) . . ? _refine_diff_density_max 0.928 _refine_diff_density_min -0.666 _refine_diff_density_rms 0.117 #=END