# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Mr Hua Xia' _publ_contact_author_email caihua223@gmail.com _publ_section_title ; Supramolecular architectures based on various macrocyclic metallic tectons with 1,3,5-triazine-2,4,6-triamine hexaacetic acid ligand ; loop_ _publ_author_name 'Xiang Jiang' 'Bo Tao' 'Hua Xia' 'Gui Liao' # Attachment '6.txt' data_6 _database_code_depnum_ccdc_archive 'CCDC 807011' #TrackingRef '6.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H50 N12 Ni O16' _chemical_formula_weight 857.50 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' 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)/n 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 10.3672(16) _cell_length_b 21.911(3) _cell_length_c 17.808(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.316(2) _cell_angle_gamma 90.00 _cell_volume 4012.2(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.420 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 0.565 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8533 _exptl_absorpt_correction_T_max 0.8670 _exptl_absorpt_process_details ? _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_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22266 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0356 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7867 _reflns_number_gt 5905 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. It should be noted oxygen atoms of water molecules in the compound were treated by disorder and these atoms were refined anisotropically with application of restrains on interatomic distances and thermal parameters (ISOR instructions in SHELXL). The detail restrains used in the refinement are as follow: ISOR 0.01 0 O3W O4W O6W O7W ; _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^)+(0.1165P)^2^+4.6396P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0002(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7867 _refine_ls_number_parameters 541 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.0758 _refine_ls_R_factor_gt 0.0563 _refine_ls_wR_factor_ref 0.1944 _refine_ls_wR_factor_gt 0.1752 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 0.999 _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 C1 C 0.1467(4) 0.8458(2) 0.1130(3) 0.0582(12) Uani 1 1 d . . . H1A H 0.1197 0.8822 0.1378 0.070 Uiso 1 1 calc R . . H1B H 0.1203 0.8102 0.1395 0.070 Uiso 1 1 calc R . . C2 C 0.0891(4) 0.8445(2) 0.0306(3) 0.0688(14) Uani 1 1 d . . . H2A H 0.0405 0.8071 0.0192 0.083 Uiso 1 1 calc R . . H2B H 0.0310 0.8789 0.0190 0.083 Uiso 1 1 calc R . . C3 C 0.2400(5) 0.7913(3) -0.0412(2) 0.0634(13) Uani 1 1 d . . . H3A H 0.3173 0.7976 -0.0657 0.076 Uiso 1 1 calc R . . H3B H 0.1720 0.7767 -0.0794 0.076 Uiso 1 1 calc R . . C4 C 0.3014(4) 0.8762(2) 0.0373(2) 0.0520(10) Uani 1 1 d . . . H4A H 0.2872 0.9198 0.0405 0.062 Uiso 1 1 calc R . . H4B H 0.3864 0.8691 0.0216 0.062 Uiso 1 1 calc R . . C5 C 0.3352(5) 0.6898(2) -0.0129(3) 0.0605(12) Uani 1 1 d . . . H5A H 0.2797 0.6708 -0.0543 0.073 Uiso 1 1 calc R . . H5B H 0.4153 0.7026 -0.0309 0.073 Uiso 1 1 calc R . . C6 C 0.3625(5) 0.64699(19) 0.0512(3) 0.0638(13) Uani 1 1 d . . . H6A H 0.4172 0.6139 0.0377 0.077 Uiso 1 1 calc R . . H6B H 0.2819 0.6297 0.0640 0.077 Uiso 1 1 calc R . . C7 C 0.5745(4) 0.6855(2) 0.1173(3) 0.0646(13) Uani 1 1 d . . . H7A H 0.5983 0.7236 0.0950 0.077 Uiso 1 1 calc R . . H7B H 0.6058 0.6519 0.0892 0.077 Uiso 1 1 calc R . . C8 C 0.6301(4) 0.6822(3) 0.2006(4) 0.0827(18) Uani 1 1 d . . . H8A H 0.6865 0.6469 0.2099 0.099 Uiso 1 1 calc R . . H8B H 0.6800 0.7187 0.2155 0.099 Uiso 1 1 calc R . . C9 C 0.4769(5) 0.7345(3) 0.2704(3) 0.0684(15) Uani 1 1 d . . . H9A H 0.5445 0.7490 0.3090 0.082 Uiso 1 1 calc R . . H9B H 0.3993 0.7281 0.2946 0.082 Uiso 1 1 calc R . . C10 C 0.4188(4) 0.6497(2) 0.1899(3) 0.0622(13) Uani 1 1 d . . . H10A H 0.3331 0.6556 0.2051 0.075 Uiso 1 1 calc R . . H10B H 0.4344 0.6063 0.1853 0.075 Uiso 1 1 calc R . . C11 C 0.3876(5) 0.8378(2) 0.2409(2) 0.0603(12) Uani 1 1 d . . . H11A H 0.4448 0.8562 0.2821 0.072 Uiso 1 1 calc R . . H11B H 0.3065 0.8268 0.2593 0.072 Uiso 1 1 calc R . . C12 C 0.3634(5) 0.8808(2) 0.1759(3) 0.0614(12) Uani 1 1 d . . . H12A H 0.4452 0.8958 0.1620 0.074 Uiso 1 1 calc R . . H12B H 0.3125 0.9154 0.1892 0.074 Uiso 1 1 calc R . . C13 C 0.0315(4) 0.70021(18) 0.3090(2) 0.0443(9) Uani 1 1 d . . . H13A H -0.0547 0.7164 0.3126 0.053 Uiso 1 1 calc R . . H13B H 0.0309 0.6572 0.3221 0.053 Uiso 1 1 calc R . . C14 C 0.0604(4) 0.70662(17) 0.2295(2) 0.0412(8) Uani 1 1 d . . . C15 C 0.2170(4) 0.69753(17) 0.4154(2) 0.0433(9) Uani 1 1 d . . . H15A H 0.2995 0.7189 0.4223 0.052 Uiso 1 1 calc R . . H15B H 0.2313 0.6578 0.3938 0.052 Uiso 1 1 calc R . . C16 C 0.1699(4) 0.68915(17) 0.4906(2) 0.0405(8) Uani 1 1 d . . . C17 C 0.3572(3) 0.87918(19) 0.53086(19) 0.0399(8) Uani 1 1 d . . . H17A H 0.3050 0.8484 0.5519 0.048 Uiso 1 1 calc R . . H17B H 0.3875 0.9074 0.5712 0.048 Uiso 1 1 calc R . . C18 C 0.4742(4) 0.8484(2) 0.5042(2) 0.0443(9) Uani 1 1 d . . . C19 C 0.2845(4) 0.97772(17) 0.4650(2) 0.0441(9) Uani 1 1 d . . . H19A H 0.3298 0.9943 0.5116 0.053 Uiso 1 1 calc R . . H19B H 0.1974 0.9947 0.4584 0.053 Uiso 1 1 calc R . . C20 C 0.3538(5) 0.9980(2) 0.3999(3) 0.0569(11) Uani 1 1 d . . . C21 C -0.0621(4) 0.97811(16) 0.2843(2) 0.0420(8) Uani 1 1 d . . . H21A H -0.1175 0.9951 0.2414 0.050 Uiso 1 1 calc R . . H21B H 0.0218 0.9982 0.2870 0.050 Uiso 1 1 calc R . . C22 C -0.1215(5) 0.9926(2) 0.3562(3) 0.0572(11) Uani 1 1 d . . . C23 C -0.1231(3) 0.88363(17) 0.20889(18) 0.0358(8) Uani 1 1 d . . . H23A H -0.0738 0.8497 0.1923 0.043 Uiso 1 1 calc R . . H23B H -0.1383 0.9121 0.1670 0.043 Uiso 1 1 calc R . . C24 C -0.2513(4) 0.86017(19) 0.2256(2) 0.0463(9) Uani 1 1 d . . . C25 C 0.1214(3) 0.79317(16) 0.36680(18) 0.0346(7) Uani 1 1 d . . . C26 C 0.1943(3) 0.88074(16) 0.42049(18) 0.0327(7) Uani 1 1 d . . . C27 C 0.0397(3) 0.88140(16) 0.32008(18) 0.0324(7) Uani 1 1 d . . . N1 N 0.4488(3) 0.78391(17) 0.21187(17) 0.0457(8) Uani 1 1 d . . . H1C H 0.5284 0.7970 0.2022 0.055 Uiso 1 1 calc R . . N2 N 0.4301(3) 0.68161(15) 0.1173(2) 0.0487(8) Uani 1 1 d . . . N3 N 0.2687(3) 0.74242(15) 0.01748(18) 0.0429(7) Uani 1 1 d . . . H3C H 0.1897 0.7281 0.0264 0.051 Uiso 1 1 calc R . . N4 N 0.2903(3) 0.84591(14) 0.11117(18) 0.0422(7) Uani 1 1 d . . . N5 N 0.5168(4) 0.6771(2) 0.2434(3) 0.0717(12) Uani 1 1 d . . . N6 N 0.2011(4) 0.84801(19) -0.0142(2) 0.0607(10) Uani 1 1 d . . . N7 N 0.2004(3) 0.82009(13) 0.42299(16) 0.0355(6) Uani 1 1 d . . . N8 N 0.0386(3) 0.82097(13) 0.31353(15) 0.0342(6) Uani 1 1 d . . . N9 N 0.1167(3) 0.91451(13) 0.37141(16) 0.0365(7) Uani 1 1 d . . . N10 N 0.1251(3) 0.73168(14) 0.36308(17) 0.0437(8) Uani 1 1 d . . . N11 N 0.2753(3) 0.91208(14) 0.47266(16) 0.0371(7) Uani 1 1 d . . . N12 N -0.0445(3) 0.91371(13) 0.27077(16) 0.0351(6) Uani 1 1 d . . . Ni1 Ni 0.35815(4) 0.763302(19) 0.11493(2) 0.03223(17) Uani 1 1 d . . . O1 O 0.0590(3) 0.69581(15) 0.50141(17) 0.0569(8) Uani 1 1 d . . . O2 O 0.2641(3) 0.67478(19) 0.54324(17) 0.0719(10) Uani 1 1 d . . . H2 H 0.2354 0.6716 0.5839 0.108 Uiso 1 1 calc R . . O3 O -0.0400(3) 0.6958(2) 0.18038(17) 0.0788(12) Uani 1 1 d . . . H3 H -0.0161 0.6883 0.1392 0.118 Uiso 1 1 calc R . . O4 O 0.1659(3) 0.72090(14) 0.21254(16) 0.0500(7) Uani 1 1 d . . . O5 O -0.2879(3) 0.86700(16) 0.28859(16) 0.0644(9) Uani 1 1 d . . . O6 O -0.3175(3) 0.83314(19) 0.17097(17) 0.0758(11) Uani 1 1 d . . . O7 O -0.1993(4) 0.95199(15) 0.38099(19) 0.0660(9) Uani 1 1 d . . . H7 H -0.2289 0.9298 0.3459 0.099 Uiso 1 1 calc R . . O8 O -0.0985(5) 1.04022(17) 0.3884(3) 0.1042(16) Uani 1 1 d . . . O9 O 0.5140(3) 0.86511(15) 0.44439(16) 0.0587(8) Uani 1 1 d . . . O10 O 0.5258(3) 0.80742(16) 0.54638(17) 0.0639(9) Uani 1 1 d . . . O12 O 0.3292(5) 1.04732(16) 0.3706(3) 0.0994(14) Uani 1 1 d . . . O13 O 0.4408(4) 0.96196(15) 0.3763(2) 0.0670(9) Uani 1 1 d . . . H13 H 0.4593 0.9348 0.4074 0.101 Uiso 1 1 calc R . . O1W O 0.6005(7) 0.5868(2) 0.3557(3) 0.151(3) Uani 1 1 d . . . O2W O 0.3946(16) 0.5111(5) 0.3866(7) 0.172(6) Uani 0.50 1 d P . . O3W O 0.1726(9) 0.5602(4) 0.2856(5) 0.206(3) Uani 1 1 d U . . O4W O 0.892(3) 0.4628(15) 0.4741(18) 0.146(11) Uani 0.20 1 d PU . . O5W O -0.0804(12) 0.5163(9) 0.2462(9) 0.205(8) Uani 0.50 1 d P . . O6W O 0.844(3) 0.5149(12) 0.3743(15) 0.174(9) Uani 0.30 1 d PU . . O7W O 0.648(2) 0.4767(9) 0.4694(12) 0.233(8) Uani 0.50 1 d PU . . 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 C1 0.039(2) 0.059(3) 0.080(3) 0.018(2) 0.023(2) 0.0133(19) C2 0.039(2) 0.073(3) 0.094(4) 0.021(3) 0.007(2) 0.013(2) C3 0.057(3) 0.093(4) 0.037(2) 0.005(2) -0.0059(19) -0.012(3) C4 0.050(2) 0.049(2) 0.060(2) 0.019(2) 0.018(2) 0.0057(19) C5 0.060(3) 0.059(3) 0.066(3) -0.023(2) 0.022(2) -0.016(2) C6 0.061(3) 0.038(2) 0.096(4) -0.022(2) 0.026(3) -0.007(2) C7 0.039(2) 0.062(3) 0.098(4) 0.022(3) 0.030(2) 0.011(2) C8 0.036(2) 0.097(4) 0.116(5) 0.043(4) 0.011(3) 0.017(3) C9 0.052(3) 0.109(4) 0.041(2) 0.023(2) -0.004(2) -0.014(3) C10 0.046(2) 0.051(3) 0.092(4) 0.031(2) 0.021(2) 0.011(2) C11 0.062(3) 0.073(3) 0.047(2) -0.022(2) 0.013(2) -0.015(2) C12 0.069(3) 0.045(2) 0.072(3) -0.022(2) 0.017(2) -0.008(2) C13 0.053(2) 0.039(2) 0.041(2) -0.0007(16) 0.0093(17) -0.0089(17) C14 0.038(2) 0.044(2) 0.042(2) -0.0115(16) 0.0064(16) -0.0059(16) C15 0.051(2) 0.039(2) 0.042(2) 0.0045(15) 0.0106(17) 0.0107(16) C16 0.040(2) 0.0397(19) 0.042(2) 0.0069(15) 0.0060(16) 0.0067(16) C17 0.0289(17) 0.061(2) 0.0279(17) -0.0043(16) -0.0021(14) 0.0046(16) C18 0.0322(18) 0.065(3) 0.0345(19) 0.0022(17) -0.0001(15) 0.0100(17) C19 0.0362(19) 0.046(2) 0.049(2) -0.0164(17) -0.0027(16) 0.0020(16) C20 0.060(3) 0.046(2) 0.066(3) -0.003(2) 0.012(2) 0.000(2) C21 0.038(2) 0.0380(19) 0.048(2) 0.0069(16) -0.0021(16) -0.0006(15) C22 0.061(3) 0.047(2) 0.065(3) -0.009(2) 0.012(2) -0.006(2) C23 0.0296(17) 0.050(2) 0.0267(16) 0.0021(14) -0.0001(13) -0.0016(15) C24 0.040(2) 0.058(2) 0.041(2) -0.0104(17) 0.0078(17) -0.0138(18) C25 0.0345(18) 0.0399(19) 0.0299(17) 0.0011(14) 0.0064(14) 0.0001(14) C26 0.0261(16) 0.0420(19) 0.0298(16) -0.0020(14) 0.0025(13) 0.0010(14) C27 0.0260(16) 0.0415(19) 0.0291(16) -0.0007(14) 0.0017(13) -0.0021(14) N1 0.0321(16) 0.067(2) 0.0383(17) 0.0045(15) 0.0051(13) -0.0076(15) N2 0.0364(17) 0.0418(17) 0.072(2) 0.0131(16) 0.0221(16) 0.0041(14) N3 0.0338(16) 0.0491(18) 0.0463(18) -0.0097(14) 0.0069(14) -0.0088(14) N4 0.0400(17) 0.0376(16) 0.0510(18) 0.0038(14) 0.0137(14) 0.0019(13) N5 0.051(2) 0.086(3) 0.078(3) 0.042(2) 0.008(2) 0.015(2) N6 0.050(2) 0.071(3) 0.059(2) 0.0199(19) 0.0013(18) 0.0069(18) N7 0.0335(15) 0.0415(16) 0.0304(14) 0.0013(12) -0.0005(12) 0.0028(12) N8 0.0334(15) 0.0353(15) 0.0323(14) -0.0002(12) -0.0017(12) 0.0000(12) N9 0.0303(15) 0.0352(15) 0.0415(16) -0.0021(12) -0.0047(13) -0.0018(12) N10 0.058(2) 0.0345(16) 0.0363(16) 0.0026(12) -0.0015(15) 0.0008(14) N11 0.0290(14) 0.0453(17) 0.0352(15) -0.0074(13) -0.0032(12) 0.0024(12) N12 0.0304(14) 0.0371(15) 0.0355(15) 0.0020(12) -0.0046(12) -0.0025(12) Ni1 0.0268(3) 0.0317(3) 0.0379(3) 0.00117(18) 0.00323(18) -0.00123(17) O1 0.0378(15) 0.079(2) 0.0543(17) 0.0127(15) 0.0070(13) 0.0038(14) O2 0.0450(17) 0.128(3) 0.0445(17) 0.0281(19) 0.0106(13) 0.0323(19) O3 0.0502(18) 0.144(4) 0.0441(17) -0.029(2) 0.0124(14) -0.038(2) O4 0.0364(14) 0.0621(17) 0.0523(16) -0.0069(13) 0.0092(12) -0.0035(13) O5 0.0581(18) 0.096(2) 0.0432(16) -0.0227(16) 0.0214(14) -0.0343(17) O6 0.0550(18) 0.125(3) 0.0500(18) -0.0406(19) 0.0183(15) -0.048(2) O7 0.081(2) 0.0583(19) 0.064(2) -0.0202(15) 0.0283(18) -0.0196(17) O8 0.142(4) 0.058(2) 0.122(4) -0.043(2) 0.054(3) -0.034(2) O9 0.0472(16) 0.087(2) 0.0452(16) 0.0147(15) 0.0183(13) 0.0248(15) O10 0.0527(17) 0.091(2) 0.0503(17) 0.0211(16) 0.0150(14) 0.0344(17) O12 0.138(4) 0.049(2) 0.121(3) 0.021(2) 0.054(3) 0.027(2) O13 0.074(2) 0.0571(19) 0.076(2) 0.0150(16) 0.0334(18) 0.0146(17) O1W 0.273(8) 0.082(3) 0.083(3) -0.008(2) -0.039(4) -0.016(4) O2W 0.298(18) 0.093(7) 0.141(10) -0.025(7) 0.084(11) -0.090(10) O3W 0.208(3) 0.206(3) 0.206(3) -0.0011(10) 0.0276(11) -0.0002(10) O4W 0.146(11) 0.145(11) 0.146(11) -0.0001(10) 0.0186(17) 0.0001(10) O5W 0.104(9) 0.32(2) 0.192(14) -0.142(15) 0.023(9) -0.026(11) O6W 0.174(9) 0.174(9) 0.174(9) -0.0004(10) 0.0220(15) 0.0001(10) O7W 0.233(8) 0.233(8) 0.233(8) -0.0004(10) 0.0300(14) -0.0003(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N4 1.493(5) . ? C1 C2 1.512(7) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 N6 1.492(6) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N6 1.411(7) . ? C3 N3 1.499(6) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 N6 1.435(6) . ? C4 N4 1.491(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.476(7) . ? C5 N3 1.481(5) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N2 1.497(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 N2 1.500(5) . ? C7 C8 1.522(8) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N5 1.485(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 N5 1.427(7) . ? C9 N1 1.505(6) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N5 1.433(7) . ? C10 N2 1.487(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N1 1.466(6) . ? C11 C12 1.488(7) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N4 1.505(5) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 N10 1.451(5) . ? C13 C14 1.491(5) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 O4 1.212(4) . ? C14 O3 1.294(5) . ? C15 N10 1.453(5) . ? C15 C16 1.494(5) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 O1 1.199(4) . ? C16 O2 1.303(5) . ? C17 N11 1.446(4) . ? C17 C18 1.516(5) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 O10 1.246(5) . ? C18 O9 1.246(5) . ? C19 N11 1.449(5) . ? C19 C20 1.506(6) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 O12 1.212(6) . ? C20 O13 1.309(5) . ? C21 N12 1.447(5) . ? C21 C22 1.524(6) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 O8 1.199(5) . ? C22 O7 1.315(5) . ? C23 N12 1.444(4) . ? C23 C24 1.490(5) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 O5 1.238(5) . ? C24 O6 1.264(5) . ? C25 N8 1.341(4) . ? C25 N7 1.346(4) . ? C25 N10 1.350(5) . ? C26 N7 1.331(4) . ? C26 N9 1.334(4) . ? C26 N11 1.357(4) . ? C27 N8 1.329(4) . ? C27 N9 1.347(4) . ? C27 N12 1.356(4) . ? N1 Ni1 1.912(3) . ? N1 H1C 0.9100 . ? N2 Ni1 1.937(3) . ? N3 Ni1 1.916(3) . ? N3 H3C 0.9100 . ? N4 Ni1 1.940(3) . ? O2 H2 0.8200 . ? O3 H3 0.8200 . ? O7 H7 0.8200 . ? O13 H13 0.8200 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 C1 C2 104.5(3) . . ? N4 C1 H1A 110.8 . . ? C2 C1 H1A 110.8 . . ? N4 C1 H1B 110.8 . . ? C2 C1 H1B 110.8 . . ? H1A C1 H1B 108.9 . . ? N6 C2 C1 106.2(4) . . ? N6 C2 H2A 110.5 . . ? C1 C2 H2A 110.5 . . ? N6 C2 H2B 110.5 . . ? C1 C2 H2B 110.5 . . ? H2A C2 H2B 108.7 . . ? N6 C3 N3 115.5(4) . . ? N6 C3 H3A 108.4 . . ? N3 C3 H3A 108.4 . . ? N6 C3 H3B 108.4 . . ? N3 C3 H3B 108.4 . . ? H3A C3 H3B 107.5 . . ? N6 C4 N4 104.0(3) . . ? N6 C4 H4A 111.0 . . ? N4 C4 H4A 111.0 . . ? N6 C4 H4B 111.0 . . ? N4 C4 H4B 111.0 . . ? H4A C4 H4B 109.0 . . ? C6 C5 N3 105.4(4) . . ? C6 C5 H5A 110.7 . . ? N3 C5 H5A 110.7 . . ? C6 C5 H5B 110.7 . . ? N3 C5 H5B 110.7 . . ? H5A C5 H5B 108.8 . . ? C5 C6 N2 108.1(3) . . ? C5 C6 H6A 110.1 . . ? N2 C6 H6A 110.1 . . ? C5 C6 H6B 110.1 . . ? N2 C6 H6B 110.1 . . ? H6A C6 H6B 108.4 . . ? N2 C7 C8 104.6(4) . . ? N2 C7 H7A 110.8 . . ? C8 C7 H7A 110.8 . . ? N2 C7 H7B 110.8 . . ? C8 C7 H7B 110.8 . . ? H7A C7 H7B 108.9 . . ? N5 C8 C7 106.1(4) . . ? N5 C8 H8A 110.5 . . ? C7 C8 H8A 110.5 . . ? N5 C8 H8B 110.5 . . ? C7 C8 H8B 110.5 . . ? H8A C8 H8B 108.7 . . ? N5 C9 N1 116.0(4) . . ? N5 C9 H9A 108.3 . . ? N1 C9 H9A 108.3 . . ? N5 C9 H9B 108.3 . . ? N1 C9 H9B 108.3 . . ? H9A C9 H9B 107.4 . . ? N5 C10 N2 104.7(3) . . ? N5 C10 H10A 110.8 . . ? N2 C10 H10A 110.8 . . ? N5 C10 H10B 110.8 . . ? N2 C10 H10B 110.8 . . ? H10A C10 H10B 108.9 . . ? N1 C11 C12 105.8(3) . . ? N1 C11 H11A 110.6 . . ? C12 C11 H11A 110.6 . . ? N1 C11 H11B 110.6 . . ? C12 C11 H11B 110.6 . . ? H11A C11 H11B 108.7 . . ? C11 C12 N4 107.1(3) . . ? C11 C12 H12A 110.3 . . ? N4 C12 H12A 110.3 . . ? C11 C12 H12B 110.3 . . ? N4 C12 H12B 110.3 . . ? H12A C12 H12B 108.6 . . ? N10 C13 C14 112.7(3) . . ? N10 C13 H13A 109.0 . . ? C14 C13 H13A 109.0 . . ? N10 C13 H13B 109.0 . . ? C14 C13 H13B 109.0 . . ? H13A C13 H13B 107.8 . . ? O4 C14 O3 123.6(4) . . ? O4 C14 C13 123.9(3) . . ? O3 C14 C13 112.5(3) . . ? N10 C15 C16 112.1(3) . . ? N10 C15 H15A 109.2 . . ? C16 C15 H15A 109.2 . . ? N10 C15 H15B 109.2 . . ? C16 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? O1 C16 O2 124.0(4) . . ? O1 C16 C15 124.0(3) . . ? O2 C16 C15 112.0(3) . . ? N11 C17 C18 114.7(3) . . ? N11 C17 H17A 108.6 . . ? C18 C17 H17A 108.6 . . ? N11 C17 H17B 108.6 . . ? C18 C17 H17B 108.6 . . ? H17A C17 H17B 107.6 . . ? O10 C18 O9 124.3(4) . . ? O10 C18 C17 115.6(3) . . ? O9 C18 C17 120.1(3) . . ? N11 C19 C20 114.1(3) . . ? N11 C19 H19A 108.7 . . ? C20 C19 H19A 108.7 . . ? N11 C19 H19B 108.7 . . ? C20 C19 H19B 108.7 . . ? H19A C19 H19B 107.6 . . ? O12 C20 O13 121.0(5) . . ? O12 C20 C19 120.0(4) . . ? O13 C20 C19 119.0(4) . . ? N12 C21 C22 114.6(3) . . ? N12 C21 H21A 108.6 . . ? C22 C21 H21A 108.6 . . ? N12 C21 H21B 108.6 . . ? C22 C21 H21B 108.6 . . ? H21A C21 H21B 107.6 . . ? O8 C22 O7 121.4(5) . . ? O8 C22 C21 120.5(4) . . ? O7 C22 C21 118.1(4) . . ? N12 C23 C24 115.9(3) . . ? N12 C23 H23A 108.3 . . ? C24 C23 H23A 108.3 . . ? N12 C23 H23B 108.3 . . ? C24 C23 H23B 108.3 . . ? H23A C23 H23B 107.4 . . ? O5 C24 O6 123.7(4) . . ? O5 C24 C23 121.6(3) . . ? O6 C24 C23 114.7(3) . . ? N8 C25 N7 126.9(3) . . ? N8 C25 N10 116.0(3) . . ? N7 C25 N10 117.1(3) . . ? N7 C26 N9 126.7(3) . . ? N7 C26 N11 117.3(3) . . ? N9 C26 N11 115.9(3) . . ? N8 C27 N9 126.4(3) . . ? N8 C27 N12 117.8(3) . . ? N9 C27 N12 115.8(3) . . ? C11 N1 C9 112.9(4) . . ? C11 N1 Ni1 108.9(3) . . ? C9 N1 Ni1 119.0(3) . . ? C11 N1 H1C 104.9 . . ? C9 N1 H1C 104.9 . . ? Ni1 N1 H1C 104.9 . . ? C10 N2 C6 111.4(3) . . ? C10 N2 C7 102.4(3) . . ? C6 N2 C7 113.4(4) . . ? C10 N2 Ni1 112.4(3) . . ? C6 N2 Ni1 108.1(3) . . ? C7 N2 Ni1 109.2(3) . . ? C5 N3 C3 111.2(4) . . ? C5 N3 Ni1 108.8(3) . . ? C3 N3 Ni1 119.4(3) . . ? C5 N3 H3C 105.4 . . ? C3 N3 H3C 105.4 . . ? Ni1 N3 H3C 105.4 . . ? C4 N4 C1 102.1(3) . . ? C4 N4 C12 111.2(3) . . ? C1 N4 C12 113.0(3) . . ? C4 N4 Ni1 112.2(2) . . ? C1 N4 Ni1 110.9(2) . . ? C12 N4 Ni1 107.6(3) . . ? C9 N5 C10 112.5(4) . . ? C9 N5 C8 112.9(4) . . ? C10 N5 C8 103.3(4) . . ? C3 N6 C4 112.4(4) . . ? C3 N6 C2 114.4(4) . . ? C4 N6 C2 103.4(4) . . ? C26 N7 C25 113.0(3) . . ? C27 N8 C25 113.1(3) . . ? C26 N9 C27 113.7(3) . . ? C25 N10 C13 119.1(3) . . ? C25 N10 C15 120.2(3) . . ? C13 N10 C15 120.6(3) . . ? C26 N11 C17 119.6(3) . . ? C26 N11 C19 118.7(3) . . ? C17 N11 C19 121.5(3) . . ? C27 N12 C23 120.7(3) . . ? C27 N12 C21 119.1(3) . . ? C23 N12 C21 120.0(3) . . ? N1 Ni1 N3 179.50(14) . . ? N1 Ni1 N2 93.16(16) . . ? N3 Ni1 N2 86.53(15) . . ? N1 Ni1 N4 86.86(15) . . ? N3 Ni1 N4 93.44(14) . . ? N2 Ni1 N4 178.36(13) . . ? C16 O2 H2 109.5 . . ? C14 O3 H3 109.5 . . ? C22 O7 H7 109.5 . . ? C20 O13 H13 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2 O6 0.82 1.71 2.532(4) 177.0 4_676 O7 H7 O5 0.82 1.77 2.576(4) 165.2 . O7 H7 N12 0.82 2.50 2.817(4) 104.7 . O13 H13 O9 0.82 1.73 2.513(4) 159.5 . O13 H13 N11 0.82 2.41 2.799(4) 110.1 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.741 _refine_diff_density_min -0.522 _refine_diff_density_rms 0.091 # Attachment '5.txt' data_tb10_0m _database_code_depnum_ccdc_archive 'CCDC 832528' #TrackingRef '5.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H52 N12 Ni O17' _chemical_formula_weight 875.52 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' O O 0.0106 0.0060 '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' 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 P21/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 10.3859(2) _cell_length_b 21.9719(3) _cell_length_c 19.4185(3) _cell_angle_alpha 90.00 _cell_angle_beta 114.5890(10) _cell_angle_gamma 90.00 _cell_volume 4029.42(11) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.443 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1848 _exptl_absorpt_coefficient_mu 0.566 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8715 _exptl_absorpt_correction_T_max 0.9199 _exptl_absorpt_process_details ? _exptl_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. During the refinement of the structure, electron density peaks were located that were believed to be highly disordered solvent molecules. Attempts made to model the disordered solvent molecules were not successful. So the SQUEEZE routine of the program PLATON was used in order to eliminate the contribution of these disordered molecules and ions (Spek, 2003). Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13 ; _diffrn_ambient_temperature 296(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31119 _diffrn_reflns_av_R_equivalents 0.0390 _diffrn_reflns_av_sigmaI/netI 0.0326 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7095 _reflns_number_gt 5547 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0591P)^2^+0.3228P] 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 SHELXL _refine_ls_extinction_coef 0.00028(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7095 _refine_ls_number_parameters 494 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0498 _refine_ls_R_factor_gt 0.0378 _refine_ls_wR_factor_ref 0.1056 _refine_ls_wR_factor_gt 0.1004 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2805(2) 0.11803(10) 0.32014(11) 0.0337(5) Uani 1 1 d . . . C2 C 0.1985(2) 0.30152(10) 0.41539(13) 0.0467(6) Uani 1 1 d . . . H2A H 0.1240 0.2796 0.4226 0.056 Uiso 1 1 calc R . . H2B H 0.1612 0.3409 0.3938 0.056 Uiso 1 1 calc R . . C3 C 0.2456(2) 0.20660(10) 0.36707(11) 0.0362(5) Uani 1 1 d . . . C4 C 0.2782(3) 0.29919(10) 0.30925(13) 0.0470(6) Uani 1 1 d . . . H4A H 0.3674 0.2827 0.3128 0.056 Uiso 1 1 calc R . . H4B H 0.2923 0.3421 0.3222 0.056 Uiso 1 1 calc R . . C5 C 0.1737(2) 0.12032(11) 0.53094(12) 0.0429(5) Uani 1 1 d . . . H5A H 0.2472 0.1508 0.5524 0.051 Uiso 1 1 calc R . . H5B H 0.1826 0.0921 0.5711 0.051 Uiso 1 1 calc R . . C6 C 0.3323(2) 0.11616(10) 0.20865(12) 0.0383(5) Uani 1 1 d . . . H6A H 0.2671 0.1502 0.1923 0.046 Uiso 1 1 calc R . . H6B H 0.3051 0.0879 0.1666 0.046 Uiso 1 1 calc R . . C7 C 0.2262(2) 0.11879(10) 0.42053(12) 0.0359(5) Uani 1 1 d . . . C8 C 0.8137(3) 0.11923(12) 0.17564(17) 0.0661(8) Uani 1 1 d . . . H8A H 0.7183 0.1043 0.1619 0.079 Uiso 1 1 calc R . . H8B H 0.8778 0.0847 0.1886 0.079 Uiso 1 1 calc R . . C9 C 0.0311(2) 0.15147(12) 0.50409(13) 0.0474(6) Uani 1 1 d . . . C10 C 0.7188(3) 0.20947(15) -0.04180(15) 0.0678(8) Uani 1 1 d . . . H10A H 0.6172 0.2034 -0.0666 0.081 Uiso 1 1 calc R . . H10B H 0.7493 0.2242 -0.0797 0.081 Uiso 1 1 calc R . . C11 C 0.8550(3) 0.16182(13) 0.24089(15) 0.0656(8) Uani 1 1 d . . . H11A H 0.8397 0.1433 0.2822 0.079 Uiso 1 1 calc R . . H11B H 0.9540 0.1730 0.2589 0.079 Uiso 1 1 calc R . . C12 C 0.1802(2) 0.02204(10) 0.46495(14) 0.0474(6) Uani 1 1 d . . . H12A H 0.1803 0.0055 0.5113 0.057 Uiso 1 1 calc R . . H12B H 0.2608 0.0050 0.4587 0.057 Uiso 1 1 calc R . . C13 C 0.6526(3) 0.30976(13) -0.01273(17) 0.0647(8) Uani 1 1 d . . . H13A H 0.6658 0.3285 -0.0545 0.078 Uiso 1 1 calc R . . H13B H 0.5547 0.2969 -0.0303 0.078 Uiso 1 1 calc R . . C14 C 0.4776(2) 0.13927(11) 0.22533(13) 0.0478(6) Uani 1 1 d . . . C15 C 0.3462(3) 0.02165(10) 0.28442(13) 0.0466(6) Uani 1 1 d . . . H15A H 0.3570 0.0043 0.2412 0.056 Uiso 1 1 calc R . . H15B H 0.2656 0.0020 0.2881 0.056 Uiso 1 1 calc R . . C16 C 0.3211(2) 0.31058(10) 0.49086(13) 0.0434(5) Uani 1 1 d . . . C17 C 0.7362(3) 0.12405(12) 0.03688(15) 0.0569(7) Uani 1 1 d . . . H17A H 0.7530 0.0805 0.0400 0.068 Uiso 1 1 calc R . . H17B H 0.6359 0.1314 0.0212 0.068 Uiso 1 1 calc R . . C18 C 0.5714(3) 0.31677(17) 0.2011(2) 0.0902(11) Uani 1 1 d . . . H18A H 0.5240 0.3517 0.2105 0.108 Uiso 1 1 calc R . . H18B H 0.5372 0.2802 0.2161 0.108 Uiso 1 1 calc R . . C19 C 0.7719(3) 0.34968(13) 0.19017(19) 0.0690(9) Uani 1 1 d . . . H19A H 0.8726 0.3438 0.2054 0.083 Uiso 1 1 calc R . . H19B H 0.7516 0.3930 0.1855 0.083 Uiso 1 1 calc R . . C20 C 0.6899(3) 0.35253(12) 0.05092(19) 0.0719(9) Uani 1 1 d . . . H20A H 0.6219 0.3856 0.0374 0.086 Uiso 1 1 calc R . . H20B H 0.7830 0.3696 0.0634 0.086 Uiso 1 1 calc R . . C21 C 0.7957(3) 0.26462(17) 0.27140(16) 0.0761(10) Uani 1 1 d . . . H21A H 0.7673 0.2501 0.3102 0.091 Uiso 1 1 calc R . . H21B H 0.8972 0.2711 0.2951 0.091 Uiso 1 1 calc R . . C22 C 0.9664(3) 0.15452(13) 0.11234(17) 0.0645(8) Uani 1 1 d . . . H22A H 1.0186 0.1183 0.1370 0.077 Uiso 1 1 calc R . . H22B H 1.0192 0.1901 0.1388 0.077 Uiso 1 1 calc R . . C23 C 0.5442(3) 0.31368(13) 0.11808(19) 0.0718(9) Uani 1 1 d . . . H23A H 0.4983 0.2757 0.0956 0.086 Uiso 1 1 calc R . . H23B H 0.4849 0.3473 0.0901 0.086 Uiso 1 1 calc R . . C24 C 0.0468(3) 0.00206(12) 0.39940(16) 0.0606(7) Uani 1 1 d . . . C25 C 0.4775(3) 0.00714(12) 0.35526(16) 0.0610(7) Uani 1 1 d . . . C26 C 0.9409(3) 0.15603(15) 0.02966(19) 0.0749(9) Uani 1 1 d . . . H26A H 0.9767 0.1936 0.0180 0.090 Uiso 1 1 calc R . . H26B H 0.9879 0.1221 0.0179 0.090 Uiso 1 1 calc R . . C27 C 0.1686(2) 0.29261(10) 0.22931(13) 0.0425(5) Uani 1 1 d . . . H1M H 0.576(4) 0.0774(17) 0.348(2) 0.118(14) Uiso 1 1 d . . . H2M H 0.126(5) 0.299(2) 0.120(3) 0.179(18) Uiso 1 1 d . . . H3M H 0.358(4) 0.3306(19) 0.585(2) 0.148(17) Uiso 1 1 d . . . H4M H -0.059(4) 0.0709(17) 0.401(2) 0.114(14) Uiso 1 1 d . . . H5M H 0.674(3) 0.2019(12) 0.2000(15) 0.065(8) Uiso 1 1 d . . . H6M H 0.834(3) 0.2703(11) 0.0297(14) 0.053(7) Uiso 1 1 d . . . N1 N 0.7494(2) 0.25736(9) 0.01748(12) 0.0480(5) Uani 1 1 d . . . N2 N 0.82137(19) 0.15415(8) 0.11104(11) 0.0443(5) Uani 1 1 d . . . N3 N 0.7635(2) 0.21571(10) 0.21181(11) 0.0491(5) Uani 1 1 d . . . N4 N 0.6886(2) 0.31777(9) 0.11791(13) 0.0529(5) Uani 1 1 d . . . N5 N 0.7273(3) 0.32231(13) 0.24365(16) 0.0794(8) Uani 1 1 d . . . N6 N 0.7852(2) 0.15184(11) -0.01445(13) 0.0655(6) Uani 1 1 d . . . N7 N 0.27482(18) 0.17881(8) 0.31352(10) 0.0372(4) Uani 1 1 d . . . N8 N 0.25542(18) 0.08525(8) 0.37131(10) 0.0385(4) Uani 1 1 d . . . N9 N 0.22325(18) 0.17990(8) 0.42296(10) 0.0380(4) Uani 1 1 d . . . N10 N 0.31525(18) 0.08610(8) 0.27046(10) 0.0371(4) Uani 1 1 d . . . N11 N 0.19782(18) 0.08761(8) 0.47299(10) 0.0396(4) Uani 1 1 d . . . N12 N 0.2378(2) 0.26817(8) 0.36302(10) 0.0461(5) Uani 1 1 d . . . Ni4 Ni 0.75748(3) 0.236539(12) 0.114991(16) 0.03479(11) Uani 1 1 d . . . O1 O 0.44256(17) 0.30443(9) 0.50103(10) 0.0610(5) Uani 1 1 d . . . O2 O 0.2803(2) 0.32505(11) 0.54360(11) 0.0768(7) Uani 1 1 d . . . O3 O 0.48975(18) 0.16629(10) 0.17097(10) 0.0795(7) Uani 1 1 d . . . O4 O 0.57649(18) 0.13260(9) 0.28839(10) 0.0668(5) Uani 1 1 d . . . O5 O 0.5797(2) 0.04746(9) 0.38050(12) 0.0698(6) Uani 1 1 d . . . O6 O 0.4877(3) -0.04046(10) 0.38768(15) 0.1105(9) Uani 1 1 d . . . O7 O 0.0407(3) -0.04684(9) 0.36925(15) 0.1019(8) Uani 1 1 d . . . O8 O -0.0636(2) 0.03772(10) 0.37608(12) 0.0705(6) Uani 1 1 d . . . O9 O 0.02127(18) 0.19304(9) 0.54635(10) 0.0664(5) Uani 1 1 d . . . O10 O -0.06857(17) 0.13508(9) 0.44443(10) 0.0618(5) Uani 1 1 d . . . O11 O 0.04754(16) 0.27888(8) 0.21274(10) 0.0521(4) Uani 1 1 d . . . O12 O 0.22028(19) 0.30332(11) 0.17968(11) 0.0776(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0292(11) 0.0442(12) 0.0294(11) 0.0002(9) 0.0138(9) -0.0015(9) C2 0.0477(14) 0.0420(13) 0.0449(14) -0.0046(11) 0.0138(11) 0.0069(10) C3 0.0329(11) 0.0422(12) 0.0301(12) -0.0018(10) 0.0099(10) -0.0016(9) C4 0.0530(14) 0.0397(13) 0.0431(14) 0.0006(10) 0.0150(12) -0.0063(10) C5 0.0357(12) 0.0678(15) 0.0279(12) 0.0077(11) 0.0161(10) 0.0069(10) C6 0.0365(12) 0.0515(13) 0.0301(12) -0.0025(10) 0.0171(10) -0.0029(9) C7 0.0288(11) 0.0476(13) 0.0321(12) 0.0038(10) 0.0135(9) 0.0027(9) C8 0.0660(18) 0.0500(15) 0.078(2) 0.0233(15) 0.0255(16) 0.0053(13) C9 0.0386(13) 0.0698(16) 0.0362(14) 0.0028(12) 0.0180(12) 0.0099(11) C10 0.0640(17) 0.105(2) 0.0384(15) -0.0015(16) 0.0251(13) -0.0150(17) C11 0.0553(17) 0.084(2) 0.0473(17) 0.0217(15) 0.0114(13) -0.0033(14) C12 0.0488(14) 0.0495(14) 0.0532(15) 0.0197(11) 0.0305(12) 0.0114(11) C13 0.0518(16) 0.0635(17) 0.071(2) 0.0258(15) 0.0181(14) -0.0005(13) C14 0.0375(13) 0.0644(15) 0.0393(14) 0.0085(12) 0.0138(12) -0.0075(11) C15 0.0554(14) 0.0414(13) 0.0498(15) -0.0089(11) 0.0288(12) -0.0057(11) C16 0.0417(13) 0.0443(13) 0.0428(14) -0.0080(11) 0.0163(11) 0.0026(10) C17 0.0484(15) 0.0513(15) 0.0678(18) -0.0206(13) 0.0211(14) -0.0049(11) C18 0.0540(18) 0.109(3) 0.125(3) -0.051(2) 0.055(2) -0.0136(17) C19 0.0456(15) 0.0614(17) 0.101(2) -0.0349(17) 0.0317(16) -0.0069(13) C20 0.0570(17) 0.0452(15) 0.108(3) 0.0250(17) 0.0289(17) 0.0060(12) C21 0.0625(19) 0.126(3) 0.0423(17) -0.0266(18) 0.0242(15) -0.0311(19) C22 0.0377(14) 0.0628(17) 0.091(2) -0.0185(15) 0.0245(14) 0.0033(12) C23 0.0367(14) 0.0617(17) 0.115(3) -0.0267(17) 0.0293(16) -0.0031(12) C24 0.0625(17) 0.0490(15) 0.0688(19) 0.0063(14) 0.0259(15) 0.0026(13) C25 0.0659(18) 0.0476(15) 0.0663(19) 0.0102(14) 0.0244(15) -0.0012(13) C26 0.0574(18) 0.089(2) 0.092(2) -0.0243(18) 0.0450(17) -0.0006(15) C27 0.0397(13) 0.0428(13) 0.0445(14) 0.0097(11) 0.0170(11) 0.0005(10) N1 0.0365(11) 0.0582(12) 0.0491(13) 0.0098(10) 0.0175(10) -0.0056(9) N2 0.0350(10) 0.0410(10) 0.0531(12) -0.0046(9) 0.0145(9) -0.0004(8) N3 0.0381(11) 0.0725(14) 0.0366(11) -0.0038(10) 0.0155(9) -0.0115(10) N4 0.0348(10) 0.0426(11) 0.0795(15) -0.0132(11) 0.0219(10) -0.0014(8) N5 0.0632(16) 0.095(2) 0.0882(19) -0.0483(16) 0.0395(15) -0.0103(14) N6 0.0597(14) 0.0809(17) 0.0608(15) -0.0235(13) 0.0299(12) -0.0051(12) N7 0.0409(10) 0.0381(10) 0.0345(10) 0.0007(8) 0.0176(8) -0.0007(8) N8 0.0442(11) 0.0408(10) 0.0390(11) 0.0020(8) 0.0257(9) -0.0002(8) N9 0.0403(10) 0.0444(11) 0.0312(10) -0.0005(8) 0.0167(8) 0.0018(8) N10 0.0420(10) 0.0417(10) 0.0346(10) -0.0025(8) 0.0229(9) -0.0026(8) N11 0.0389(10) 0.0508(11) 0.0361(10) 0.0071(9) 0.0226(9) 0.0048(8) N12 0.0627(13) 0.0397(11) 0.0362(11) -0.0024(8) 0.0208(10) -0.0019(9) Ni4 0.03196(16) 0.03503(16) 0.03973(18) -0.00143(12) 0.01727(13) -0.00164(11) O1 0.0391(10) 0.0886(13) 0.0562(11) -0.0163(10) 0.0208(8) -0.0033(9) O2 0.0434(11) 0.136(2) 0.0464(12) -0.0314(12) 0.0143(9) 0.0125(11) O3 0.0462(11) 0.1317(18) 0.0514(12) 0.0419(12) 0.0113(9) -0.0230(11) O4 0.0404(10) 0.0995(15) 0.0466(11) 0.0230(10) 0.0043(8) -0.0187(9) O5 0.0602(12) 0.0655(12) 0.0648(13) 0.0233(11) 0.0071(10) -0.0066(10) O6 0.1092(19) 0.0607(14) 0.130(2) 0.0409(14) 0.0179(16) -0.0076(12) O7 0.0983(17) 0.0540(13) 0.123(2) -0.0203(13) 0.0160(15) 0.0110(11) O8 0.0536(12) 0.0635(13) 0.0779(15) -0.0146(11) 0.0110(10) 0.0045(10) O9 0.0484(10) 0.0945(14) 0.0482(11) -0.0201(10) 0.0119(9) 0.0196(9) O10 0.0375(9) 0.0929(14) 0.0446(10) -0.0145(10) 0.0067(8) 0.0148(9) O11 0.0370(9) 0.0660(11) 0.0535(11) 0.0064(8) 0.0189(8) -0.0019(8) O12 0.0463(11) 0.1382(19) 0.0450(11) 0.0240(12) 0.0156(9) -0.0213(11) _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. During the refinement of the structure, electron density peaks were located that were believed to be highly disordered solvent molecules. Attempts made to model the disordered solvent molecules were not successful. So the SQUEEZE routine of the program PLATON was used in order to eliminate the contribution of these disordered molecules and ions (Spek, 2003). Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13 ; 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 C1 N8 1.338(3) . ? C1 N7 1.341(3) . ? C1 N10 1.357(3) . ? C2 N12 1.443(3) . ? C2 C16 1.502(3) . ? C3 N9 1.336(3) . ? C3 N7 1.345(3) . ? C3 N12 1.356(3) . ? C4 N12 1.448(3) . ? C4 C27 1.502(3) . ? C5 N11 1.442(3) . ? C5 C9 1.514(3) . ? C6 N10 1.444(3) . ? C6 C14 1.494(3) . ? C7 N8 1.338(3) . ? C7 N9 1.344(3) . ? C7 N11 1.358(3) . ? C8 C11 1.488(4) . ? C8 N2 1.500(3) . ? C9 O10 1.243(3) . ? C9 O9 1.260(3) . ? C10 N6 1.434(4) . ? C10 N1 1.493(4) . ? C11 N3 1.475(3) . ? C12 N11 1.452(3) . ? C12 C24 1.505(4) . ? C13 C20 1.471(4) . ? C13 N1 1.480(3) . ? C14 O4 1.237(3) . ? C14 O3 1.262(3) . ? C15 N10 1.452(3) . ? C15 C25 1.514(4) . ? C16 O1 1.201(3) . ? C16 O2 1.300(3) . ? C17 N6 1.431(3) . ? C17 N2 1.494(3) . ? C18 N5 1.485(4) . ? C18 C23 1.518(5) . ? C19 N5 1.434(4) . ? C19 N4 1.483(3) . ? C20 N4 1.513(4) . ? C21 N5 1.443(4) . ? C21 N3 1.511(3) . ? C22 N2 1.496(3) . ? C22 C26 1.515(4) . ? C23 N4 1.504(3) . ? C24 O7 1.212(3) . ? C24 O8 1.304(3) . ? C25 O6 1.202(3) . ? C25 O5 1.311(3) . ? C26 N6 1.484(3) . ? C27 O11 1.199(2) . ? C27 O12 1.305(3) . ? N1 Ni4 1.915(2) . ? N2 Ni4 1.9406(18) . ? N3 Ni4 1.911(2) . ? N4 Ni4 1.9322(18) . ? 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 N8 C1 N7 126.39(19) . . ? N8 C1 N10 116.18(18) . . ? N7 C1 N10 117.44(18) . . ? N12 C2 C16 112.42(19) . . ? N9 C3 N7 126.9(2) . . ? N9 C3 N12 117.30(19) . . ? N7 C3 N12 115.81(19) . . ? N12 C4 C27 112.17(19) . . ? N11 C5 C9 114.79(18) . . ? N10 C6 C14 115.94(18) . . ? N8 C7 N9 126.19(19) . . ? N8 C7 N11 116.27(19) . . ? N9 C7 N11 117.54(19) . . ? C11 C8 N2 107.1(2) . . ? O10 C9 O9 123.7(2) . . ? O10 C9 C5 120.4(2) . . ? O9 C9 C5 115.9(2) . . ? N6 C10 N1 114.9(2) . . ? N3 C11 C8 105.5(2) . . ? N11 C12 C24 114.26(19) . . ? C20 C13 N1 105.4(2) . . ? O4 C14 O3 123.6(2) . . ? O4 C14 C6 121.5(2) . . ? O3 C14 C6 115.0(2) . . ? N10 C15 C25 114.86(19) . . ? O1 C16 O2 124.2(2) . . ? O1 C16 C2 123.5(2) . . ? O2 C16 C2 112.3(2) . . ? N6 C17 N2 104.07(19) . . ? N5 C18 C23 105.8(2) . . ? N5 C19 N4 104.5(2) . . ? C13 C20 N4 107.8(2) . . ? N5 C21 N3 114.9(2) . . ? N2 C22 C26 104.5(2) . . ? N4 C23 C18 104.8(2) . . ? O7 C24 O8 120.2(3) . . ? O7 C24 C12 120.8(2) . . ? O8 C24 C12 119.0(2) . . ? O6 C25 O5 120.7(3) . . ? O6 C25 C15 120.5(3) . . ? O5 C25 C15 118.7(2) . . ? N6 C26 C22 106.2(2) . . ? O11 C27 O12 123.7(2) . . ? O11 C27 C4 124.1(2) . . ? O12 C27 C4 112.2(2) . . ? C13 N1 C10 110.6(2) . . ? C13 N1 Ni4 108.72(17) . . ? C10 N1 Ni4 120.12(17) . . ? C17 N2 C22 101.92(19) . . ? C17 N2 C8 111.31(19) . . ? C22 N2 C8 113.1(2) . . ? C17 N2 Ni4 112.08(15) . . ? C22 N2 Ni4 110.65(14) . . ? C8 N2 Ni4 107.81(15) . . ? C11 N3 C21 112.1(2) . . ? C11 N3 Ni4 108.73(16) . . ? C21 N3 Ni4 119.31(18) . . ? C19 N4 C23 102.5(2) . . ? C19 N4 C20 111.4(2) . . ? C23 N4 C20 113.4(2) . . ? C19 N4 Ni4 112.79(17) . . ? C23 N4 Ni4 109.05(15) . . ? C20 N4 Ni4 107.78(16) . . ? C19 N5 C21 112.4(2) . . ? C19 N5 C18 103.8(3) . . ? C21 N5 C18 112.9(3) . . ? C17 N6 C10 112.3(2) . . ? C17 N6 C26 104.0(2) . . ? C10 N6 C26 113.5(2) . . ? C1 N7 C3 113.15(17) . . ? C1 N8 C7 113.97(18) . . ? C3 N9 C7 113.31(18) . . ? C1 N10 C6 121.01(17) . . ? C1 N10 C15 118.35(17) . . ? C6 N10 C15 120.46(17) . . ? C7 N11 C5 119.75(18) . . ? C7 N11 C12 118.47(18) . . ? C5 N11 C12 121.54(18) . . ? C3 N12 C2 119.56(19) . . ? C3 N12 C4 118.90(19) . . ? C2 N12 C4 121.41(19) . . ? N3 Ni4 N1 179.42(8) . . ? N3 Ni4 N4 93.06(10) . . ? N1 Ni4 N4 86.78(9) . . ? N3 Ni4 N2 86.77(9) . . ? N1 Ni4 N2 93.37(9) . . ? N4 Ni4 N2 178.44(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N11 C5 C9 O10 20.0(3) . . . . ? N11 C5 C9 O9 -161.3(2) . . . . ? N2 C8 C11 N3 52.6(3) . . . . ? N10 C6 C14 O4 0.2(3) . . . . ? N10 C6 C14 O3 -178.9(2) . . . . ? N12 C2 C16 O1 16.9(3) . . . . ? N12 C2 C16 O2 -162.3(2) . . . . ? N1 C13 C20 N4 -51.8(3) . . . . ? N5 C18 C23 N4 -0.1(3) . . . . ? N11 C12 C24 O7 153.3(3) . . . . ? N11 C12 C24 O8 -27.9(3) . . . . ? N10 C15 C25 O6 153.0(3) . . . . ? N10 C15 C25 O5 -26.9(4) . . . . ? N2 C22 C26 N6 -4.1(3) . . . . ? N12 C4 C27 O11 19.5(3) . . . . ? N12 C4 C27 O12 -160.2(2) . . . . ? C20 C13 N1 C10 178.3(2) . . . . ? C20 C13 N1 Ni4 44.5(2) . . . . ? N6 C10 N1 C13 -167.4(2) . . . . ? N6 C10 N1 Ni4 -39.5(3) . . . . ? N6 C17 N2 C22 -43.5(2) . . . . ? N6 C17 N2 C8 -164.3(2) . . . . ? N6 C17 N2 Ni4 74.8(2) . . . . ? C26 C22 N2 C17 28.0(3) . . . . ? C26 C22 N2 C8 147.6(2) . . . . ? C26 C22 N2 Ni4 -91.3(2) . . . . ? C11 C8 N2 C17 -160.1(2) . . . . ? C11 C8 N2 C22 85.8(3) . . . . ? C11 C8 N2 Ni4 -36.8(2) . . . . ? C8 C11 N3 C21 -178.3(2) . . . . ? C8 C11 N3 Ni4 -44.3(2) . . . . ? N5 C21 N3 C11 170.1(2) . . . . ? N5 C21 N3 Ni4 41.4(3) . . . . ? N5 C19 N4 C23 41.9(3) . . . . ? N5 C19 N4 C20 163.4(2) . . . . ? N5 C19 N4 Ni4 -75.2(2) . . . . ? C18 C23 N4 C19 -24.6(3) . . . . ? C18 C23 N4 C20 -144.8(3) . . . . ? C18 C23 N4 Ni4 95.1(2) . . . . ? C13 C20 N4 C19 159.8(2) . . . . ? C13 C20 N4 C23 -85.3(3) . . . . ? C13 C20 N4 Ni4 35.6(2) . . . . ? N4 C19 N5 C21 80.0(3) . . . . ? N4 C19 N5 C18 -42.3(3) . . . . ? N3 C21 N5 C19 -62.9(3) . . . . ? N3 C21 N5 C18 54.1(3) . . . . ? C23 C18 N5 C19 25.7(3) . . . . ? C23 C18 N5 C21 -96.2(3) . . . . ? N2 C17 N6 C10 -82.0(2) . . . . ? N2 C17 N6 C26 41.2(2) . . . . ? N1 C10 N6 C17 63.6(3) . . . . ? N1 C10 N6 C26 -54.1(3) . . . . ? C22 C26 N6 C17 -22.8(3) . . . . ? C22 C26 N6 C10 99.5(3) . . . . ? N8 C1 N7 C3 2.6(3) . . . . ? N10 C1 N7 C3 -177.32(17) . . . . ? N9 C3 N7 C1 0.0(3) . . . . ? N12 C3 N7 C1 -179.69(18) . . . . ? N7 C1 N8 C7 -2.0(3) . . . . ? N10 C1 N8 C7 177.92(18) . . . . ? N9 C7 N8 C1 -1.4(3) . . . . ? N11 C7 N8 C1 179.06(18) . . . . ? N7 C3 N9 C7 -2.8(3) . . . . ? N12 C3 N9 C7 176.95(18) . . . . ? N8 C7 N9 C3 3.5(3) . . . . ? N11 C7 N9 C3 -176.93(17) . . . . ? N8 C1 N10 C6 174.47(18) . . . . ? N7 C1 N10 C6 -5.6(3) . . . . ? N8 C1 N10 C15 -10.5(3) . . . . ? N7 C1 N10 C15 169.45(18) . . . . ? C14 C6 N10 C1 89.1(2) . . . . ? C14 C6 N10 C15 -85.9(3) . . . . ? C25 C15 N10 C1 -65.5(3) . . . . ? C25 C15 N10 C6 109.6(2) . . . . ? N8 C7 N11 C5 176.27(17) . . . . ? N9 C7 N11 C5 -3.4(3) . . . . ? N8 C7 N11 C12 -9.1(3) . . . . ? N9 C7 N11 C12 171.23(18) . . . . ? C9 C5 N11 C7 74.7(3) . . . . ? C9 C5 N11 C12 -99.7(2) . . . . ? C24 C12 N11 C7 -70.1(3) . . . . ? C24 C12 N11 C5 104.4(2) . . . . ? N9 C3 N12 C2 -3.5(3) . . . . ? N7 C3 N12 C2 176.26(18) . . . . ? N9 C3 N12 C4 172.53(18) . . . . ? N7 C3 N12 C4 -7.7(3) . . . . ? C16 C2 N12 C3 81.5(3) . . . . ? C16 C2 N12 C4 -94.4(2) . . . . ? C27 C4 N12 C3 74.5(3) . . . . ? C27 C4 N12 C2 -109.6(2) . . . . ? C11 N3 Ni4 N1 124(9) . . . . ? C21 N3 Ni4 N1 -106(9) . . . . ? C11 N3 Ni4 N4 -162.14(17) . . . . ? C21 N3 Ni4 N4 -31.9(2) . . . . ? C11 N3 Ni4 N2 19.41(16) . . . . ? C21 N3 Ni4 N2 149.6(2) . . . . ? C13 N1 Ni4 N3 54(9) . . . . ? C10 N1 Ni4 N3 -75(9) . . . . ? C13 N1 Ni4 N4 -20.16(17) . . . . ? C10 N1 Ni4 N4 -148.9(2) . . . . ? C13 N1 Ni4 N2 158.29(17) . . . . ? C10 N1 Ni4 N2 29.6(2) . . . . ? C19 N4 Ni4 N3 48.82(18) . . . . ? C23 N4 Ni4 N3 -64.29(19) . . . . ? C20 N4 Ni4 N3 172.20(16) . . . . ? C19 N4 Ni4 N1 -131.74(18) . . . . ? C23 N4 Ni4 N1 115.15(19) . . . . ? C20 N4 Ni4 N1 -8.36(16) . . . . ? C19 N4 Ni4 N2 133(3) . . . . ? C23 N4 Ni4 N2 19(3) . . . . ? C20 N4 Ni4 N2 -104(3) . . . . ? C17 N2 Ni4 N3 132.70(17) . . . . ? C22 N2 Ni4 N3 -114.27(17) . . . . ? C8 N2 Ni4 N3 9.86(16) . . . . ? C17 N2 Ni4 N1 -46.73(17) . . . . ? C22 N2 Ni4 N1 66.29(17) . . . . ? C8 N2 Ni4 N1 -169.57(16) . . . . ? C17 N2 Ni4 N4 49(3) . . . . ? C22 N2 Ni4 N4 162(3) . . . . ? C8 N2 Ni4 N4 -74(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.328 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.046 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 _platon_squeeze_void_content 1 -0.028 0.000 0.000 426 95 ' ' 2 0.210 0.500 0.500 426 95 ' ' _platon_squeeze_details ; ; # Attachment '7.txt' data_9 _database_code_depnum_ccdc_archive 'CCDC 838383' #TrackingRef '7.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H46 N12 Ni O14' _chemical_formula_weight 821.47 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' 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 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 10.406(9) _cell_length_b 23.14(2) _cell_length_c 16.882(15) _cell_angle_alpha 90.00 _cell_angle_beta 94.791(13) _cell_angle_gamma 90.00 _cell_volume 4051(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.347 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1729 _exptl_absorpt_coefficient_mu 0.566 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8397 _exptl_absorpt_correction_T_max 0.8762 _exptl_absorpt_process_details ? _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_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10941 _diffrn_reflns_av_R_equivalents 0.1044 _diffrn_reflns_av_sigmaI/netI 0.1222 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 26.50 _reflns_number_total 4174 _reflns_number_gt 2484 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. It should be noted oxygen atoms of water molecules in the compound were treated by disorder and these atoms were refined anisotropically with application of restrains on interatomic distances and thermal parameters (ISOR instructions in SHELXL). The detail restrains used in the refinement are as follow: ISOR 0.01 o8 ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.011(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4174 _refine_ls_number_parameters 258 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1676 _refine_ls_R_factor_gt 0.1219 _refine_ls_wR_factor_ref 0.3550 _refine_ls_wR_factor_gt 0.3225 _refine_ls_goodness_of_fit_ref 1.166 _refine_ls_restrained_S_all 1.166 _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 C1 C 0.5943(9) 0.6986(5) 0.9547(4) 0.090(3) Uani 1 1 d . . . H40A H 0.5476 0.7304 0.9763 0.108 Uiso 1 1 calc R . . H40B H 0.6293 0.6745 0.9984 0.108 Uiso 1 1 calc R . . C2 C 0.5025(9) 0.6625(4) 0.8959(4) 0.077(2) Uani 1 1 d . . . H2A H 0.4933 0.6233 0.9151 0.093 Uiso 1 1 calc R . . H2B H 0.4179 0.6802 0.8880 0.093 Uiso 1 1 calc R . . C3 C 0.7096(7) 0.6779(4) 0.8483(4) 0.0637(18) Uani 1 1 d . . . H3A H 0.7548 0.6439 0.8697 0.076 Uiso 1 1 calc R . . H3B H 0.7552 0.6932 0.8051 0.076 Uiso 1 1 calc R . . C4 C 0.6775(8) 0.7776(4) 0.8778(5) 0.070(2) Uani 1 1 d . . . H4A H 0.7507 0.7884 0.8489 0.084 Uiso 1 1 calc R . . H4B H 0.6742 0.8043 0.9218 0.084 Uiso 1 1 calc R . . C5 C 0.5582(7) 0.8407(3) 0.7814(6) 0.074(2) Uani 1 1 d . . . H5A H 0.6379 0.8450 0.7560 0.089 Uiso 1 1 calc R . . H5B H 0.5513 0.8723 0.8185 0.089 Uiso 1 1 calc R . . C6 C 0.5646(10) 0.6076(3) 0.7746(5) 0.081(3) Uani 1 1 d . . . H6A H 0.5704 0.5749 0.8108 0.097 Uiso 1 1 calc R . . H6B H 0.6348 0.6052 0.7404 0.097 Uiso 1 1 calc R . . C7 C 0.9570(7) 0.6017(3) 0.6869(3) 0.0538(17) Uani 1 1 d . . . C8 C 0.9245(12) 0.5110(3) 0.6195(4) 0.090(3) Uani 1 1 d . . . H8C H 0.8793 0.4957 0.5714 0.108 Uiso 1 1 calc R . . H8D H 0.8868 0.4939 0.6646 0.108 Uiso 1 1 calc R . . C9 C 1.0794(16) 0.4929(5) 0.6220(5) 0.111(4) Uani 1 1 d . . . C10 C 0.8555(7) 0.6026(3) 0.5517(3) 0.0584(18) Uani 1 1 d . . . H10A H 0.7980 0.6323 0.5686 0.070 Uiso 1 1 calc R . . H10B H 0.8044 0.5761 0.5174 0.070 Uiso 1 1 calc R . . C11 C 0.9564(8) 0.6311(3) 0.5034(3) 0.0602(18) Uani 1 1 d . . . C12 C 0.9757(7) 0.7750(3) 0.6753(4) 0.0545(16) Uani 1 1 d . . . H12A H 1.0225 0.7559 0.6354 0.065 Uiso 1 1 calc R . . H12B H 1.0094 0.8139 0.6819 0.065 Uiso 1 1 calc R . . C13 C 0.8347(7) 0.7784(3) 0.6454(4) 0.0546(16) Uani 1 1 d . . . C14 C 1.0000 0.6851(4) 0.7500 0.0424(18) Uani 1 2 d S . . N1 N 0.5559(6) 0.7847(3) 0.8231(4) 0.0593(15) Uani 1 1 d . . . H1A H 0.4915 0.7881 0.8560 0.071 Uiso 1 1 calc R . . N2 N 0.5708(6) 0.6634(3) 0.8200(3) 0.0591(15) Uani 1 1 d . . . N3 N 0.6993(6) 0.7208(3) 0.9093(3) 0.0680(18) Uani 1 1 d . . . N4 N 0.9547(5) 0.6587(2) 0.6814(2) 0.0469(12) Uani 1 1 d . . . N5 N 0.9085(7) 0.5711(2) 0.6214(3) 0.0625(16) Uani 1 1 d . . . N6 N 1.0000 0.5699(3) 0.7500 0.066(2) Uani 1 2 d S . . N9 N 1.0000 0.7443(4) 0.7500 0.0535(18) Uani 1 2 d S . . Ni1 Ni 0.5000 0.72400(5) 0.7500 0.0478(5) Uani 1 2 d S . . O1 O 1.1232(13) 0.4487(4) 0.6521(6) 0.165(4) Uani 1 1 d . . . O2 O 1.1598(9) 0.5290(3) 0.5870(4) 0.109(2) Uani 1 1 d . . . H2 H 1.1174 0.5531 0.5606 0.163 Uiso 1 1 calc R . . O3 O 1.0692(5) 0.6130(3) 0.5084(3) 0.0715(15) Uani 1 1 d . . . O4 O 0.9180(6) 0.6718(3) 0.4589(4) 0.102(2) Uani 1 1 d . . . O5 O 0.8226(6) 0.8027(4) 0.5747(3) 0.094(2) Uani 1 1 d . . . H5 H 0.7562 0.7913 0.5502 0.141 Uiso 1 1 calc R . . O6 O 0.7455(4) 0.7617(2) 0.6816(3) 0.0652(14) Uani 1 1 d . . . O7 O 0.354(2) 0.4179(12) 0.7211(18) 0.202(11) Uani 0.50 1 d P . . O8 O 0.667(4) 0.5075(14) 0.638(2) 0.234(14) Uani 0.50 1 d PU . . 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 C1 0.080(6) 0.137(8) 0.049(4) 0.002(4) -0.009(4) 0.002(6) C2 0.071(6) 0.099(6) 0.059(4) 0.015(4) -0.009(4) 0.000(5) C3 0.048(4) 0.084(5) 0.056(3) -0.001(3) -0.014(3) 0.016(4) C4 0.048(4) 0.088(6) 0.072(4) -0.025(4) -0.010(4) -0.005(4) C5 0.052(5) 0.056(5) 0.114(6) -0.012(4) 0.006(4) -0.004(3) C6 0.105(7) 0.057(4) 0.074(5) 0.001(3) -0.034(5) 0.015(4) C7 0.069(5) 0.062(4) 0.032(2) -0.002(2) 0.010(3) -0.007(3) C8 0.171(11) 0.055(4) 0.045(3) -0.003(3) 0.016(5) -0.022(5) C9 0.189(14) 0.074(6) 0.068(5) -0.001(4) -0.004(7) -0.021(7) C10 0.061(4) 0.077(4) 0.036(3) -0.005(3) -0.001(3) -0.021(4) C11 0.057(5) 0.081(5) 0.041(3) 0.015(3) -0.003(3) -0.009(4) C12 0.042(4) 0.056(4) 0.063(4) 0.011(3) -0.007(3) -0.006(3) C13 0.048(4) 0.064(4) 0.050(3) 0.014(3) -0.009(3) 0.002(3) C14 0.035(4) 0.056(5) 0.036(3) 0.000 -0.003(3) 0.000 N1 0.038(3) 0.070(4) 0.069(3) -0.010(3) -0.001(3) 0.006(3) N2 0.053(4) 0.070(4) 0.051(3) -0.001(2) -0.014(3) 0.006(3) N3 0.045(3) 0.104(5) 0.052(3) -0.016(3) -0.015(3) 0.003(3) N4 0.051(3) 0.053(3) 0.036(2) -0.0019(19) 0.000(2) -0.002(2) N5 0.095(5) 0.058(3) 0.034(2) -0.003(2) 0.004(3) -0.016(3) N6 0.117(8) 0.051(4) 0.030(3) 0.000 0.005(4) 0.000 N9 0.049(5) 0.057(4) 0.052(4) 0.000 -0.011(3) 0.000 Ni1 0.0368(8) 0.0586(8) 0.0461(7) 0.000 -0.0083(5) 0.000 O1 0.259(14) 0.075(5) 0.160(8) 0.028(5) 0.006(8) 0.021(6) O2 0.152(7) 0.090(5) 0.083(4) 0.002(3) 0.004(5) 0.007(5) O3 0.056(3) 0.107(4) 0.051(2) 0.017(2) -0.003(2) 0.010(3) O4 0.062(4) 0.137(6) 0.106(4) 0.067(4) 0.004(3) 0.000(4) O5 0.060(4) 0.146(6) 0.075(3) 0.054(4) -0.002(3) 0.001(4) O6 0.037(3) 0.099(4) 0.059(3) 0.024(2) -0.001(2) 0.003(2) O7 0.117(16) 0.19(2) 0.30(3) -0.04(2) 0.030(19) -0.033(16) O8 0.235(16) 0.232(16) 0.235(16) 0.003(10) 0.019(10) -0.010(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N3 1.479(11) . ? C1 C2 1.561(12) . ? C1 H40A 0.9700 . ? C1 H40B 0.9700 . ? C2 N2 1.517(10) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N3 1.440(9) . ? C3 N2 1.521(10) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 N3 1.429(11) . ? C4 N1 1.513(10) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N1 1.476(10) . ? C5 C5 1.541(18) 2_656 ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N2 1.502(9) . ? C6 C6 1.520(18) 2_656 ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 N4 1.323(8) . ? C7 N6 1.341(8) . ? C7 N5 1.374(8) . ? C8 N5 1.401(10) . ? C8 C9 1.663(19) . ? C8 H8C 0.9700 . ? C8 H8D 0.9700 . ? C9 O1 1.213(13) . ? C9 O2 1.353(14) . ? C10 N5 1.453(8) . ? C10 C11 1.532(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 O3 1.242(9) . ? C11 O4 1.249(9) . ? C12 N9 1.450(8) . ? C12 C13 1.513(10) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 O6 1.217(8) . ? C13 O5 1.316(8) . ? C14 N4 1.358(6) 2_756 ? C14 N4 1.358(6) . ? C14 N9 1.370(12) . ? N1 Ni1 1.927(6) . ? N1 H1A 0.9100 . ? N2 Ni1 1.939(6) . ? N6 C7 1.341(8) 2_756 ? N9 C12 1.450(8) 2_756 ? Ni1 N1 1.927(6) 2_656 ? Ni1 N2 1.939(6) 2_656 ? O2 H2 0.8200 . ? O5 H5 0.8200 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 C1 C2 107.2(6) . . ? N3 C1 H40A 110.3 . . ? C2 C1 H40A 110.3 . . ? N3 C1 H40B 110.3 . . ? C2 C1 H40B 110.3 . . ? H40A C1 H40B 108.5 . . ? N2 C2 C1 103.0(6) . . ? N2 C2 H2A 111.2 . . ? C1 C2 H2A 111.2 . . ? N2 C2 H2B 111.2 . . ? C1 C2 H2B 111.2 . . ? H2A C2 H2B 109.1 . . ? N3 C3 N2 104.6(6) . . ? N3 C3 H3A 110.8 . . ? N2 C3 H3A 110.8 . . ? N3 C3 H3B 110.8 . . ? N2 C3 H3B 110.8 . . ? H3A C3 H3B 108.9 . . ? N3 C4 N1 115.2(6) . . ? N3 C4 H4A 108.5 . . ? N1 C4 H4A 108.5 . . ? N3 C4 H4B 108.5 . . ? N1 C4 H4B 108.5 . . ? H4A C4 H4B 107.5 . . ? N1 C5 C5 106.5(5) . 2_656 ? N1 C5 H5A 110.4 . . ? C5 C5 H5A 110.4 2_656 . ? N1 C5 H5B 110.4 . . ? C5 C5 H5B 110.4 2_656 . ? H5A C5 H5B 108.6 . . ? N2 C6 C6 106.1(6) . 2_656 ? N2 C6 H6A 110.5 . . ? C6 C6 H6A 110.5 2_656 . ? N2 C6 H6B 110.5 . . ? C6 C6 H6B 110.5 2_656 . ? H6A C6 H6B 108.7 . . ? N4 C7 N6 127.3(6) . . ? N4 C7 N5 117.1(5) . . ? N6 C7 N5 115.6(6) . . ? N5 C8 C9 111.5(8) . . ? N5 C8 H8C 109.3 . . ? C9 C8 H8C 109.3 . . ? N5 C8 H8D 109.3 . . ? C9 C8 H8D 109.3 . . ? H8C C8 H8D 108.0 . . ? O1 C9 O2 118.6(15) . . ? O1 C9 C8 123.6(12) . . ? O2 C9 C8 117.8(9) . . ? N5 C10 C11 114.6(6) . . ? N5 C10 H10A 108.6 . . ? C11 C10 H10A 108.6 . . ? N5 C10 H10B 108.6 . . ? C11 C10 H10B 108.6 . . ? H10A C10 H10B 107.6 . . ? O3 C11 O4 123.2(6) . . ? O3 C11 C10 120.3(6) . . ? O4 C11 C10 116.4(7) . . ? N9 C12 C13 114.2(5) . . ? N9 C12 H12A 108.7 . . ? C13 C12 H12A 108.7 . . ? N9 C12 H12B 108.7 . . ? C13 C12 H12B 108.7 . . ? H12A C12 H12B 107.6 . . ? O6 C13 O5 124.9(7) . . ? O6 C13 C12 125.1(6) . . ? O5 C13 C12 110.0(6) . . ? N4 C14 N4 126.7(8) 2_756 . ? N4 C14 N9 116.7(4) 2_756 . ? N4 C14 N9 116.7(4) . . ? C5 N1 C4 109.9(6) . . ? C5 N1 Ni1 110.6(5) . . ? C4 N1 Ni1 120.3(5) . . ? C5 N1 H1A 104.9 . . ? C4 N1 H1A 104.9 . . ? Ni1 N1 H1A 104.9 . . ? C6 N2 C2 114.6(7) . . ? C6 N2 C3 110.5(6) . . ? C2 N2 C3 103.7(5) . . ? C6 N2 Ni1 108.3(4) . . ? C2 N2 Ni1 110.2(5) . . ? C3 N2 Ni1 109.5(5) . . ? C4 N3 C3 112.8(6) . . ? C4 N3 C1 114.3(7) . . ? C3 N3 C1 103.5(7) . . ? C7 N4 C14 112.7(5) . . ? C7 N5 C8 119.7(6) . . ? C7 N5 C10 118.8(6) . . ? C8 N5 C10 121.1(5) . . ? C7 N6 C7 113.4(8) 2_756 . ? C14 N9 C12 119.3(4) . 2_756 ? C14 N9 C12 119.3(4) . . ? C12 N9 C12 121.4(8) 2_756 . ? N1 Ni1 N1 86.4(4) . 2_656 ? N1 Ni1 N2 175.0(2) . 2_656 ? N1 Ni1 N2 93.3(3) 2_656 2_656 ? N1 Ni1 N2 93.3(3) . . ? N1 Ni1 N2 175.0(2) 2_656 . ? N2 Ni1 N2 87.4(3) 2_656 . ? C9 O2 H2 109.5 . . ? C13 O5 H5 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 C1 C2 N2 4.1(9) . . . . ? N5 C8 C9 O1 149.1(10) . . . . ? N5 C8 C9 O2 -32.3(10) . . . . ? N5 C10 C11 O3 22.1(10) . . . . ? N5 C10 C11 O4 -159.0(7) . . . . ? N9 C12 C13 O6 5.7(10) . . . . ? N9 C12 C13 O5 -175.0(7) . . . . ? C5 C5 N1 C4 172.0(7) 2_656 . . . ? C5 C5 N1 Ni1 36.9(8) 2_656 . . . ? N3 C4 N1 C5 -167.9(6) . . . . ? N3 C4 N1 Ni1 -37.8(8) . . . . ? C6 C6 N2 C2 82.8(9) 2_656 . . . ? C6 C6 N2 C3 -160.5(8) 2_656 . . . ? C6 C6 N2 Ni1 -40.5(10) 2_656 . . . ? C1 C2 N2 C6 141.2(7) . . . . ? C1 C2 N2 C3 20.7(8) . . . . ? C1 C2 N2 Ni1 -96.5(7) . . . . ? N3 C3 N2 C6 -163.1(6) . . . . ? N3 C3 N2 C2 -39.9(7) . . . . ? N3 C3 N2 Ni1 77.7(6) . . . . ? N1 C4 N3 C3 59.9(8) . . . . ? N1 C4 N3 C1 -57.9(8) . . . . ? N2 C3 N3 C4 -81.7(7) . . . . ? N2 C3 N3 C1 42.3(7) . . . . ? C2 C1 N3 C4 94.3(9) . . . . ? C2 C1 N3 C3 -28.7(9) . . . . ? N6 C7 N4 C14 -1.4(8) . . . . ? N5 C7 N4 C14 177.6(5) . . . . ? N4 C14 N4 C7 0.6(4) 2_756 . . . ? N9 C14 N4 C7 -179.4(4) . . . . ? N4 C7 N5 C8 171.2(7) . . . . ? N6 C7 N5 C8 -9.7(10) . . . . ? N4 C7 N5 C10 -1.4(9) . . . . ? N6 C7 N5 C10 177.7(5) . . . . ? C9 C8 N5 C7 -63.4(8) . . . . ? C9 C8 N5 C10 109.0(8) . . . . ? C11 C10 N5 C7 74.3(8) . . . . ? C11 C10 N5 C8 -98.2(9) . . . . ? N4 C7 N6 C7 0.8(5) . . . 2_756 ? N5 C7 N6 C7 -178.3(7) . . . 2_756 ? N4 C14 N9 C12 -11.3(4) 2_756 . . 2_756 ? N4 C14 N9 C12 168.7(4) . . . 2_756 ? N4 C14 N9 C12 168.7(4) 2_756 . . . ? N4 C14 N9 C12 -11.3(4) . . . . ? C13 C12 N9 C14 79.3(6) . . . . ? C13 C12 N9 C12 -100.7(6) . . . 2_756 ? C5 N1 Ni1 N1 -13.9(3) . . . 2_656 ? C4 N1 Ni1 N1 -143.7(6) . . . 2_656 ? C5 N1 Ni1 N2 -101(3) . . . 2_656 ? C4 N1 Ni1 N2 129(3) . . . 2_656 ? C5 N1 Ni1 N2 161.2(5) . . . . ? C4 N1 Ni1 N2 31.4(6) . . . . ? C6 N2 Ni1 N1 -170.1(5) . . . . ? C2 N2 Ni1 N1 63.9(5) . . . . ? C3 N2 Ni1 N1 -49.6(4) . . . . ? C6 N2 Ni1 N1 -84(3) . . . 2_656 ? C2 N2 Ni1 N1 151(3) . . . 2_656 ? C3 N2 Ni1 N1 37(3) . . . 2_656 ? C6 N2 Ni1 N2 14.8(5) . . . 2_656 ? C2 N2 Ni1 N2 -111.2(6) . . . 2_656 ? C3 N2 Ni1 N2 135.3(5) . . . 2_656 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2 O3 0.82 1.70 2.494(9) 164.0 . O5 H5 O4 0.82 2.00 2.589(9) 128.5 7_666 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.148 _refine_diff_density_min -0.585 _refine_diff_density_rms 0.183 # Attachment '8.txt' data_tb9_0m _database_code_depnum_ccdc_archive 'CCDC 838384' #TrackingRef '8.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H50 N12 Ni O15' _chemical_formula_weight 853.51 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' O O 0.0106 0.0060 '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' 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 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 39.9690(9) _cell_length_b 10.2540(2) _cell_length_c 20.2422(5) _cell_angle_alpha 90.00 _cell_angle_beta 113.1710(10) _cell_angle_gamma 90.00 _cell_volume 7626.9(3) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9951 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 24.11 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.487 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3600 _exptl_absorpt_coefficient_mu 0.582 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.8925 _exptl_absorpt_correction_T_max 0.9178 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28696 _diffrn_reflns_av_R_equivalents 0.0279 _diffrn_reflns_av_sigmaI/netI 0.0272 _diffrn_reflns_limit_h_min -47 _diffrn_reflns_limit_h_max 47 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6702 _reflns_number_gt 5057 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. During the refinement of the structure, electron density peaks were located that were believed to be highly disordered solvent molecules. Attempts made to model the disordered solvent molecules were not successful. So the SQUEEZE routine of the program PLATON was used in order to eliminate the contribution of these disordered molecules and ions (Spek, 2003). Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13 ; _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^)+(0.0462P)^2^+10.7792P] 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 6702 _refine_ls_number_parameters 479 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0603 _refine_ls_R_factor_gt 0.0452 _refine_ls_wR_factor_ref 0.1135 _refine_ls_wR_factor_gt 0.1075 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.991 _refine_ls_shift/su_max 0.056 _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 C1 C 0.40197(6) 0.3400(2) 0.94198(13) 0.0374(5) Uani 1 1 d . . . C2 C 0.37893(6) 0.1384(2) 0.92172(12) 0.0367(5) Uani 1 1 d . . . C3 C 0.34325(6) 0.3106(2) 0.87269(13) 0.0396(6) Uani 1 1 d . . . C4 C 0.34258(7) -0.1029(3) 0.82172(14) 0.0437(6) Uani 1 1 d . . . C5 C 0.35314(6) -0.0796(2) 0.90078(13) 0.0415(6) Uani 1 1 d . . . H5A H 0.3324 -0.0438 0.9080 0.050 Uiso 1 1 calc R . . H5B H 0.3591 -0.1625 0.9257 0.050 Uiso 1 1 calc R . . C6 C 0.43385(7) -0.0551(3) 1.04542(15) 0.0563(7) Uani 1 1 d . . . C7 C 0.42580(7) 0.5595(3) 0.95869(16) 0.0527(7) Uani 1 1 d . . . H7A H 0.4471 0.6051 0.9917 0.063 Uiso 1 1 calc R . . H7B H 0.4050 0.5889 0.9680 0.063 Uiso 1 1 calc R . . C8 C 0.48306(6) 0.2972(3) 0.97005(17) 0.0492(7) Uani 1 1 d . . . C9 C 0.46598(6) 0.3630(3) 1.01602(14) 0.0479(6) Uani 1 1 d . . . H9A H 0.4631 0.2993 1.0488 0.058 Uiso 1 1 calc R . . H9B H 0.4823 0.4304 1.0446 0.058 Uiso 1 1 calc R . . C10 C 0.42008(6) -0.0458(2) 0.96612(13) 0.0424(6) Uani 1 1 d . . . H10A H 0.4366 0.0084 0.9536 0.051 Uiso 1 1 calc R . . H10B H 0.4203 -0.1322 0.9468 0.051 Uiso 1 1 calc R . . C11 C 0.28017(7) 0.2702(3) 0.79585(16) 0.0605(8) Uani 1 1 d . . . H11A H 0.2871 0.2061 0.7684 0.073 Uiso 1 1 calc R . . H11B H 0.2597 0.3187 0.7624 0.073 Uiso 1 1 calc R . . C12 C 0.30542(7) 0.4997(3) 0.81900(16) 0.0545(7) Uani 1 1 d . . . H12A H 0.2864 0.5163 0.7721 0.065 Uiso 1 1 calc R . . H12B H 0.3277 0.5377 0.8195 0.065 Uiso 1 1 calc R . . C13 C 0.42008(8) 0.5978(3) 0.88346(17) 0.0573(7) Uani 1 1 d . . . C14 C 0.29559(8) 0.5666(3) 0.87489(19) 0.0655(9) Uani 1 1 d . . . C15 C 0.33125(14) 0.7245(5) 0.6516(2) 0.1108(16) Uani 1 1 d . . . H15A H 0.3074 0.6887 0.6231 0.133 Uiso 1 1 calc R . . H15B H 0.3307 0.7620 0.6951 0.133 Uiso 1 1 calc R . . C16 C 0.41792(14) 0.7221(5) 0.6836(3) 0.1134(15) Uani 1 1 d . . . H16A H 0.4317 0.7495 0.6558 0.136 Uiso 1 1 calc R . . H16B H 0.4327 0.6592 0.7188 0.136 Uiso 1 1 calc R . . C17 C 0.26819(7) 0.1999(3) 0.8479(2) 0.0669(9) Uani 1 1 d . . . C18 C 0.44693(9) 0.9127(5) 0.7592(2) 0.0869(12) Uani 1 1 d . . . C19 C 0.39446(15) 1.2173(5) 0.7404(3) 0.1104(15) Uani 1 1 d . . . H19A H 0.3907 1.2045 0.7845 0.132 Uiso 1 1 calc R . . H19B H 0.4135 1.2819 0.7501 0.132 Uiso 1 1 calc R . . C20 C 0.43646(10) 1.0343(5) 0.7834(2) 0.0898(12) Uani 1 1 d . . . H20A H 0.4280 1.0171 0.8214 0.108 Uiso 1 1 calc R . . H20B H 0.4571 1.0931 0.8019 0.108 Uiso 1 1 calc R . . C21 C 0.33162(13) 1.1825(5) 0.6745(2) 0.1005(14) Uani 1 1 d . . . H21A H 0.3089 1.2297 0.6523 0.121 Uiso 1 1 calc R . . H21B H 0.3326 1.1437 0.7189 0.121 Uiso 1 1 calc R . . C22 C 0.30978(12) 0.8916(6) 0.5550(2) 0.1232(18) Uani 1 1 d . . . H22A H 0.2892 0.8326 0.5369 0.148 Uiso 1 1 calc R . . H22B H 0.3155 0.9207 0.5150 0.148 Uiso 1 1 calc R . . C23 C 0.36262(13) 0.7424(5) 0.5776(2) 0.1005(14) Uani 1 1 d . . . H23A H 0.3462 0.6902 0.5382 0.121 Uiso 1 1 calc R . . H23B H 0.3773 0.7964 0.5599 0.121 Uiso 1 1 calc R . . C24 C 0.30115(11) 1.0049(6) 0.5912(3) 0.1181(16) Uani 1 1 d . . . H24A H 0.2824 1.0583 0.5566 0.142 Uiso 1 1 calc R . . H24B H 0.2927 0.9756 0.6275 0.142 Uiso 1 1 calc R . . C25 C 0.36303(19) 1.2799(5) 0.6147(3) 0.143(2) Uani 1 1 d . . . H25A H 0.3880 1.2822 0.6185 0.172 Uiso 1 1 calc R . . H25B H 0.3509 1.3594 0.5914 0.172 Uiso 1 1 calc R . . C26 C 0.34329(14) 1.1605(5) 0.5716(2) 0.1116(15) Uani 1 1 d . . . H26A H 0.3211 1.1859 0.5319 0.134 Uiso 1 1 calc R . . H26B H 0.3587 1.1134 0.5529 0.134 Uiso 1 1 calc R . . C27 C 0.36040(18) 0.6198(5) 0.6694(3) 0.141(2) Uani 1 1 d . . . H27A H 0.3732 0.6116 0.7211 0.169 Uiso 1 1 calc R . . H27B H 0.3495 0.5363 0.6502 0.169 Uiso 1 1 calc R . . N1 N 0.34533(5) 0.1808(2) 0.88138(11) 0.0416(5) Uani 1 1 d . . . N2 N 0.37030(5) 0.3960(2) 0.90206(11) 0.0423(5) Uani 1 1 d . . . N3 N 0.40851(5) 0.21207(19) 0.95326(10) 0.0383(5) Uani 1 1 d . . . N4 N 0.31037(5) 0.3596(2) 0.82909(12) 0.0480(5) Uani 1 1 d . . . N5 N 0.43068(5) 0.4212(2) 0.97407(11) 0.0432(5) Uani 1 1 d . . . N6 N 0.38360(5) 0.00770(19) 0.93216(11) 0.0418(5) Uani 1 1 d . . . N7 N 0.34192(8) 0.8245(3) 0.60997(14) 0.0748(8) Uani 1 1 d . . . N8 N 0.41196(7) 0.8375(3) 0.72224(14) 0.0734(7) Uani 1 1 d . . . N9 N 0.40736(8) 1.0924(3) 0.72146(15) 0.0763(8) Uani 1 1 d . . . N10 N 0.33506(8) 1.0796(3) 0.62444(15) 0.0783(8) Uani 1 1 d . . . N11 N 0.36206(15) 1.2676(4) 0.6877(2) 0.1159(13) Uani 1 1 d . . . N12 N 0.38569(13) 0.6593(4) 0.6369(2) 0.1130(12) Uani 1 1 d . . . C28 C 0.47634(11) 0.8391(5) 0.8208(2) 0.1265(18) Uani 1 1 d . . . H28A H 0.4656 0.7986 0.8505 0.190 Uiso 1 1 calc R . . H28B H 0.4948 0.8993 0.8491 0.190 Uiso 1 1 calc R . . H28C H 0.4870 0.7735 0.8013 0.190 Uiso 1 1 calc R . . H1M H 0.5222 0.1891 0.9728 0.152 Uiso 1 1 d R . . H2M H 0.3080 -0.2249 0.8321 0.152 Uiso 1 1 d R . . H3M H 0.2738 0.3371 0.9082 0.152 Uiso 1 1 d R . . H5M H 0.4571 0.9420 0.7190 0.152 Uiso 1 1 d R . . H6M H 0.4143 1.0980 0.6834 0.152 Uiso 1 1 d R . . H7M H 0.4010 0.7984 0.7555 0.152 Uiso 1 1 d R . . H4M H 0.4496 0.4659 0.8791 0.152 Uiso 1 1 d R . . Ni1 Ni 0.373205(10) 0.95701(4) 0.670070(19) 0.05591(14) Uani 1 1 d . . . O1 O 0.35768(5) -0.05084(19) 0.78780(10) 0.0583(5) Uani 1 1 d . . . O2 O 0.31504(5) -0.1830(2) 0.79160(10) 0.0636(5) Uani 1 1 d . . . O3 O 0.46546(6) -0.1128(3) 1.07621(11) 0.0888(8) Uani 1 1 d . . . O4 O 0.41752(6) -0.0132(3) 1.08039(11) 0.0848(8) Uani 1 1 d . . . O5 O 0.47518(5) 0.3341(2) 0.90745(12) 0.0670(6) Uani 1 1 d . . . O6 O 0.50608(5) 0.2099(2) 1.00119(11) 0.0663(6) Uani 1 1 d . . . O7 O 0.40350(6) 0.6971(2) 0.85660(13) 0.0761(6) Uani 1 1 d . . . O8 O 0.43439(6) 0.5257(2) 0.84813(12) 0.0703(6) Uani 1 1 d . . . O9 O 0.29624(7) 0.6896(2) 0.87555(15) 0.0871(8) Uani 1 1 d . . . O10 O 0.28645(8) 0.5000(2) 0.91677(16) 0.0979(9) Uani 1 1 d . . . O11 O 0.26929(6) 0.2625(2) 0.90441(14) 0.0741(6) Uani 1 1 d . . . O12 O 0.25693(7) 0.0892(3) 0.83567(15) 0.1012(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0301(12) 0.0402(14) 0.0429(14) -0.0029(11) 0.0153(10) 0.0023(10) C2 0.0303(12) 0.0394(14) 0.0378(13) -0.0016(11) 0.0108(10) 0.0041(10) C3 0.0296(12) 0.0459(15) 0.0407(14) -0.0016(11) 0.0111(10) 0.0045(11) C4 0.0421(14) 0.0417(15) 0.0441(15) -0.0016(12) 0.0137(12) 0.0017(12) C5 0.0424(13) 0.0383(14) 0.0434(14) -0.0009(11) 0.0163(12) -0.0029(11) C6 0.0478(15) 0.070(2) 0.0508(17) 0.0060(15) 0.0191(13) 0.0153(14) C7 0.0403(14) 0.0395(16) 0.077(2) -0.0130(14) 0.0219(14) -0.0059(11) C8 0.0288(12) 0.0507(16) 0.0632(19) -0.0040(14) 0.0128(13) -0.0011(12) C9 0.0305(12) 0.0506(16) 0.0536(16) -0.0079(13) 0.0067(11) -0.0056(11) C10 0.0388(13) 0.0394(14) 0.0461(15) -0.0022(11) 0.0137(11) 0.0063(11) C11 0.0325(13) 0.070(2) 0.0599(19) -0.0033(16) -0.0025(13) 0.0060(13) C12 0.0391(14) 0.0558(17) 0.0603(18) 0.0124(14) 0.0106(13) 0.0127(12) C13 0.0510(16) 0.0442(17) 0.073(2) 0.0001(15) 0.0201(15) -0.0017(14) C14 0.0502(16) 0.057(2) 0.099(3) -0.0052(18) 0.0403(18) -0.0064(14) C15 0.155(4) 0.107(3) 0.103(3) -0.050(3) 0.085(3) -0.062(3) C16 0.118(4) 0.116(4) 0.107(3) -0.005(3) 0.045(3) 0.040(3) C17 0.0355(14) 0.060(2) 0.078(2) 0.0074(18) -0.0067(15) -0.0049(14) C18 0.0527(19) 0.138(4) 0.064(2) 0.011(2) 0.0166(17) 0.000(2) C19 0.152(4) 0.088(3) 0.106(4) -0.026(3) 0.066(3) -0.031(3) C20 0.065(2) 0.134(4) 0.067(2) -0.010(2) 0.0218(19) -0.031(2) C21 0.122(3) 0.111(3) 0.084(3) 0.020(3) 0.057(3) 0.053(3) C22 0.080(3) 0.187(5) 0.072(3) -0.029(3) -0.003(2) -0.029(3) C23 0.132(4) 0.114(3) 0.078(3) -0.041(3) 0.065(3) -0.027(3) C24 0.069(3) 0.177(5) 0.092(3) -0.005(3) 0.014(2) 0.023(3) C25 0.245(7) 0.110(4) 0.105(4) 0.028(3) 0.102(4) 0.015(4) C26 0.149(4) 0.122(4) 0.076(3) 0.033(3) 0.058(3) 0.040(3) C27 0.212(6) 0.087(4) 0.144(5) -0.020(3) 0.091(5) -0.045(4) N1 0.0280(10) 0.0432(13) 0.0456(12) -0.0043(10) 0.0061(9) 0.0011(9) N2 0.0290(10) 0.0408(12) 0.0528(13) 0.0010(10) 0.0116(9) 0.0052(9) N3 0.0254(9) 0.0401(12) 0.0441(12) -0.0007(9) 0.0081(8) 0.0018(8) N4 0.0294(10) 0.0481(13) 0.0560(14) 0.0043(11) 0.0056(10) 0.0085(9) N5 0.0288(10) 0.0399(12) 0.0560(13) -0.0048(10) 0.0114(9) -0.0018(9) N6 0.0324(10) 0.0360(11) 0.0481(13) -0.0023(9) 0.0061(9) 0.0019(9) N7 0.0803(18) 0.094(2) 0.0545(16) -0.0241(15) 0.0317(15) -0.0239(16) N8 0.0736(17) 0.090(2) 0.0644(17) -0.0001(15) 0.0359(14) 0.0052(15) N9 0.0841(19) 0.091(2) 0.0643(18) -0.0100(16) 0.0408(16) -0.0221(16) N10 0.0786(19) 0.099(2) 0.0605(17) 0.0096(16) 0.0304(15) 0.0199(17) N11 0.175(4) 0.081(2) 0.106(3) 0.007(2) 0.070(3) 0.010(3) N12 0.159(4) 0.081(2) 0.117(3) -0.024(2) 0.073(3) 0.004(3) C28 0.070(2) 0.198(5) 0.097(3) 0.033(3) 0.018(2) -0.001(3) Ni1 0.0535(2) 0.0708(3) 0.0452(2) -0.00466(18) 0.02145(17) -0.00185(18) O1 0.0730(13) 0.0567(12) 0.0531(12) 0.0007(9) 0.0334(10) -0.0043(10) O2 0.0556(11) 0.0689(13) 0.0561(12) -0.0157(10) 0.0109(9) -0.0160(10) O3 0.0635(13) 0.136(2) 0.0544(13) 0.0142(14) 0.0092(11) 0.0525(14) O4 0.0791(15) 0.128(2) 0.0542(13) 0.0151(13) 0.0344(12) 0.0457(15) O5 0.0642(12) 0.0732(14) 0.0713(15) 0.0131(12) 0.0350(11) 0.0240(11) O6 0.0465(11) 0.0760(14) 0.0709(14) 0.0054(11) 0.0170(10) 0.0228(10) O7 0.0827(15) 0.0470(13) 0.0912(17) 0.0095(12) 0.0262(13) 0.0171(11) O8 0.0841(15) 0.0593(13) 0.0749(15) 0.0122(11) 0.0391(13) 0.0188(11) O9 0.0968(17) 0.0521(14) 0.139(2) -0.0132(14) 0.0750(17) -0.0119(12) O10 0.125(2) 0.0673(15) 0.146(2) -0.0126(16) 0.101(2) -0.0174(15) O11 0.0643(13) 0.0708(15) 0.0843(17) 0.0158(13) 0.0260(12) -0.0088(11) O12 0.0806(16) 0.0691(17) 0.112(2) 0.0064(15) -0.0065(15) -0.0259(14) _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 C1 N2 1.334(3) . ? C1 N3 1.340(3) . ? C1 N5 1.358(3) . ? C2 N3 1.335(3) . ? C2 N1 1.340(3) . ? C2 N6 1.358(3) . ? C3 N2 1.336(3) . ? C3 N1 1.341(3) . ? C3 N4 1.359(3) . ? C4 O1 1.203(3) . ? C4 O2 1.316(3) . ? C4 C5 1.505(3) . ? C5 N6 1.441(3) . ? C6 O4 1.215(3) . ? C6 O3 1.309(3) . ? C6 C10 1.481(4) . ? C7 N5 1.448(3) . ? C7 C13 1.501(4) . ? C8 O5 1.238(3) . ? C8 O6 1.260(3) . ? C8 C9 1.513(4) . ? C9 N5 1.458(3) . ? C10 N6 1.453(3) . ? C11 N4 1.453(3) . ? C11 C17 1.503(5) . ? C12 N4 1.454(3) . ? C12 C14 1.502(4) . ? C13 O7 1.220(3) . ? C13 O8 1.307(3) . ? C14 O10 1.250(4) . ? C14 O9 1.261(4) . ? C15 N7 1.492(5) . ? C15 C27 1.520(7) . ? C16 N12 1.417(6) . ? C16 N8 1.488(5) . ? C17 O12 1.210(4) . ? C17 O11 1.297(4) . ? C18 C20 1.460(6) . ? C18 N8 1.512(5) . ? C18 C28 1.534(5) . ? C19 N11 1.412(6) . ? C19 N9 1.487(5) . ? C20 N9 1.460(5) . ? C21 N11 1.434(6) . ? C21 N10 1.507(5) . ? C22 N7 1.495(5) . ? C22 C24 1.485(6) . ? C23 N12 1.465(6) . ? C23 N7 1.500(5) . ? C24 N10 1.469(5) . ? C25 N11 1.499(6) . ? C25 C26 1.530(7) . ? C26 N10 1.489(5) . ? C27 N12 1.464(6) . ? N7 Ni1 1.921(3) . ? N8 Ni1 1.931(3) . ? N9 Ni1 1.938(3) . ? N10 Ni1 1.910(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 N2 C1 N3 126.8(2) . . ? N2 C1 N5 116.6(2) . . ? N3 C1 N5 116.6(2) . . ? N3 C2 N1 126.5(2) . . ? N3 C2 N6 116.25(19) . . ? N1 C2 N6 117.3(2) . . ? N2 C3 N1 126.5(2) . . ? N2 C3 N4 116.9(2) . . ? N1 C3 N4 116.5(2) . . ? O1 C4 O2 121.9(2) . . ? O1 C4 C5 122.9(2) . . ? O2 C4 C5 115.2(2) . . ? N6 C5 C4 113.7(2) . . ? O4 C6 O3 121.4(3) . . ? O4 C6 C10 123.6(2) . . ? O3 C6 C10 115.0(2) . . ? N5 C7 C13 115.4(2) . . ? O5 C8 O6 124.8(3) . . ? O5 C8 C9 119.9(2) . . ? O6 C8 C9 115.3(3) . . ? N5 C9 C8 113.1(2) . . ? N6 C10 C6 114.4(2) . . ? N4 C11 C17 114.5(2) . . ? N4 C12 C14 114.0(3) . . ? O7 C13 O8 120.4(3) . . ? O7 C13 C7 120.7(3) . . ? O8 C13 C7 118.8(3) . . ? O10 C14 O9 123.3(3) . . ? O10 C14 C12 119.7(3) . . ? O9 C14 C12 117.0(3) . . ? N7 C15 C27 104.9(4) . . ? N12 C16 N8 114.8(3) . . ? O12 C17 O11 121.7(4) . . ? O12 C17 C11 120.1(4) . . ? O11 C17 C11 118.1(3) . . ? C20 C18 N8 105.7(3) . . ? C20 C18 C28 112.1(4) . . ? N8 C18 C28 114.5(4) . . ? N11 C19 N9 115.3(4) . . ? N9 C20 C18 107.2(3) . . ? N11 C21 N10 104.9(3) . . ? N7 C22 C24 106.9(3) . . ? N12 C23 N7 104.2(3) . . ? N10 C24 C22 106.4(3) . . ? N11 C25 C26 106.7(4) . . ? N10 C26 C25 104.3(3) . . ? N12 C27 C15 107.4(4) . . ? C3 N1 C2 113.4(2) . . ? C3 N2 C1 113.3(2) . . ? C2 N3 C1 113.34(19) . . ? C3 N4 C12 120.0(2) . . ? C3 N4 C11 118.8(2) . . ? C12 N4 C11 121.1(2) . . ? C1 N5 C7 118.7(2) . . ? C1 N5 C9 118.0(2) . . ? C7 N5 C9 122.9(2) . . ? C2 N6 C5 120.23(19) . . ? C2 N6 C10 119.80(19) . . ? C5 N6 C10 119.4(2) . . ? C15 N7 C22 112.6(3) . . ? C15 N7 C23 101.0(3) . . ? C22 N7 C23 113.1(3) . . ? C15 N7 Ni1 112.8(2) . . ? C22 N7 Ni1 107.5(3) . . ? C23 N7 Ni1 109.9(2) . . ? C16 N8 C18 111.0(3) . . ? C16 N8 Ni1 118.5(2) . . ? C18 N8 Ni1 109.4(2) . . ? C20 N9 C19 111.7(3) . . ? C20 N9 Ni1 108.9(2) . . ? C19 N9 Ni1 120.9(3) . . ? C24 N10 C26 112.7(3) . . ? C24 N10 C21 111.2(3) . . ? C26 N10 C21 101.3(3) . . ? C24 N10 Ni1 107.2(3) . . ? C26 N10 Ni1 110.8(2) . . ? C21 N10 Ni1 113.7(2) . . ? C19 N11 C21 112.1(4) . . ? C19 N11 C25 113.8(5) . . ? C21 N11 C25 102.5(4) . . ? C16 N12 C23 113.3(4) . . ? C16 N12 C27 115.7(4) . . ? C23 N12 C27 101.9(4) . . ? N10 Ni1 N7 87.84(14) . . ? N10 Ni1 N8 176.22(12) . . ? N7 Ni1 N8 94.57(13) . . ? N10 Ni1 N9 92.75(14) . . ? N7 Ni1 N9 172.67(11) . . ? N8 Ni1 N9 85.24(13) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C4 C5 N6 -1.7(4) . . . . ? O2 C4 C5 N6 179.5(2) . . . . ? O5 C8 C9 N5 26.3(3) . . . . ? O6 C8 C9 N5 -156.6(2) . . . . ? O4 C6 C10 N6 -5.3(4) . . . . ? O3 C6 C10 N6 174.7(3) . . . . ? N5 C7 C13 O7 153.9(3) . . . . ? N5 C7 C13 O8 -28.7(4) . . . . ? N4 C12 C14 O10 -12.0(4) . . . . ? N4 C12 C14 O9 169.7(3) . . . . ? N4 C11 C17 O12 -146.0(3) . . . . ? N4 C11 C17 O11 36.0(4) . . . . ? N8 C18 C20 N9 -52.0(4) . . . . ? C28 C18 C20 N9 -177.4(3) . . . . ? N7 C22 C24 N10 53.1(5) . . . . ? N11 C25 C26 N10 -5.1(5) . . . . ? N7 C15 C27 N12 -1.5(5) . . . . ? N2 C3 N1 C2 -2.9(4) . . . . ? N4 C3 N1 C2 176.5(2) . . . . ? N3 C2 N1 C3 1.5(3) . . . . ? N6 C2 N1 C3 -178.8(2) . . . . ? N1 C3 N2 C1 1.7(4) . . . . ? N4 C3 N2 C1 -177.7(2) . . . . ? N3 C1 N2 C3 1.2(3) . . . . ? N5 C1 N2 C3 -179.5(2) . . . . ? N1 C2 N3 C1 0.8(3) . . . . ? N6 C2 N3 C1 -178.9(2) . . . . ? N2 C1 N3 C2 -2.3(3) . . . . ? N5 C1 N3 C2 178.4(2) . . . . ? N2 C3 N4 C12 -3.0(3) . . . . ? N1 C3 N4 C12 177.6(2) . . . . ? N2 C3 N4 C11 179.9(2) . . . . ? N1 C3 N4 C11 0.5(3) . . . . ? C14 C12 N4 C3 -86.3(3) . . . . ? C14 C12 N4 C11 90.8(3) . . . . ? C17 C11 N4 C3 64.8(3) . . . . ? C17 C11 N4 C12 -112.3(3) . . . . ? N2 C1 N5 C7 -4.6(3) . . . . ? N3 C1 N5 C7 174.8(2) . . . . ? N2 C1 N5 C9 -177.9(2) . . . . ? N3 C1 N5 C9 1.6(3) . . . . ? C13 C7 N5 C1 -68.3(3) . . . . ? C13 C7 N5 C9 104.6(3) . . . . ? C8 C9 N5 C1 72.0(3) . . . . ? C8 C9 N5 C7 -101.0(3) . . . . ? N3 C2 N6 C5 179.4(2) . . . . ? N1 C2 N6 C5 -0.3(3) . . . . ? N3 C2 N6 C10 -9.5(3) . . . . ? N1 C2 N6 C10 170.9(2) . . . . ? C4 C5 N6 C2 77.2(3) . . . . ? C4 C5 N6 C10 -94.0(3) . . . . ? C6 C10 N6 C2 89.8(3) . . . . ? C6 C10 N6 C5 -99.0(3) . . . . ? C27 C15 N7 C22 148.0(4) . . . . ? C27 C15 N7 C23 27.1(4) . . . . ? C27 C15 N7 Ni1 -90.2(3) . . . . ? C24 C22 N7 C15 88.3(4) . . . . ? C24 C22 N7 C23 -158.0(4) . . . . ? C24 C22 N7 Ni1 -36.5(4) . . . . ? N12 C23 N7 C15 -44.2(4) . . . . ? N12 C23 N7 C22 -164.8(4) . . . . ? N12 C23 N7 Ni1 75.1(3) . . . . ? N12 C16 N8 C18 -169.1(4) . . . . ? N12 C16 N8 Ni1 -41.2(5) . . . . ? C20 C18 N8 C16 169.9(3) . . . . ? C28 C18 N8 C16 -66.2(4) . . . . ? C20 C18 N8 Ni1 37.3(3) . . . . ? C28 C18 N8 Ni1 161.1(3) . . . . ? C18 C20 N9 C19 179.7(3) . . . . ? C18 C20 N9 Ni1 43.7(3) . . . . ? N11 C19 N9 C20 -168.7(4) . . . . ? N11 C19 N9 Ni1 -38.6(5) . . . . ? C22 C24 N10 C26 77.8(5) . . . . ? C22 C24 N10 C21 -169.2(4) . . . . ? C22 C24 N10 Ni1 -44.3(4) . . . . ? C25 C26 N10 C24 148.1(4) . . . . ? C25 C26 N10 C21 29.2(4) . . . . ? C25 C26 N10 Ni1 -91.8(4) . . . . ? N11 C21 N10 C24 -165.3(4) . . . . ? N11 C21 N10 C26 -45.3(4) . . . . ? N11 C21 N10 Ni1 73.6(4) . . . . ? N9 C19 N11 C21 63.1(5) . . . . ? N9 C19 N11 C25 -52.7(6) . . . . ? N10 C21 N11 C19 -80.7(4) . . . . ? N10 C21 N11 C25 41.7(4) . . . . ? C26 C25 N11 C19 98.9(5) . . . . ? C26 C25 N11 C21 -22.4(5) . . . . ? N8 C16 N12 C23 63.1(5) . . . . ? N8 C16 N12 C27 -54.1(6) . . . . ? N7 C23 N12 C16 -81.5(4) . . . . ? N7 C23 N12 C27 43.4(4) . . . . ? C15 C27 N12 C16 97.9(5) . . . . ? C15 C27 N12 C23 -25.5(5) . . . . ? C24 N10 Ni1 N7 19.4(3) . . . . ? C26 N10 Ni1 N7 -104.0(3) . . . . ? C21 N10 Ni1 N7 142.7(3) . . . . ? C24 N10 Ni1 N8 -110(2) . . . . ? C26 N10 Ni1 N8 126.5(19) . . . . ? C21 N10 Ni1 N8 13(2) . . . . ? C24 N10 Ni1 N9 -167.9(3) . . . . ? C26 N10 Ni1 N9 68.7(3) . . . . ? C21 N10 Ni1 N9 -44.6(3) . . . . ? C15 N7 Ni1 N10 -115.0(3) . . . . ? C22 N7 Ni1 N10 9.7(3) . . . . ? C23 N7 Ni1 N10 133.2(3) . . . . ? C15 N7 Ni1 N8 62.1(3) . . . . ? C22 N7 Ni1 N8 -173.2(3) . . . . ? C23 N7 Ni1 N8 -49.7(3) . . . . ? C15 N7 Ni1 N9 150.3(10) . . . . ? C22 N7 Ni1 N9 -85.0(11) . . . . ? C23 N7 Ni1 N9 38.5(12) . . . . ? C16 N8 Ni1 N10 162.5(19) . . . . ? C18 N8 Ni1 N10 -69(2) . . . . ? C16 N8 Ni1 N7 33.1(3) . . . . ? C18 N8 Ni1 N7 161.7(2) . . . . ? C16 N8 Ni1 N9 -139.5(3) . . . . ? C18 N8 Ni1 N9 -11.0(2) . . . . ? C20 N9 Ni1 N10 159.0(2) . . . . ? C19 N9 Ni1 N10 27.8(3) . . . . ? C20 N9 Ni1 N7 -106.6(11) . . . . ? C19 N9 Ni1 N7 122.2(10) . . . . ? C20 N9 Ni1 N8 -17.8(2) . . . . ? C19 N9 Ni1 N8 -149.0(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.408 _refine_diff_density_min -0.299 _refine_diff_density_rms 0.045 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 _platon_squeeze_void_content 1 0.000 0.101 0.250 127 31 ' ' 2 0.000 -0.101 0.750 127 32 ' ' 3 0.250 0.250 0.500 72 26 ' ' 4 0.250 -0.250 1.000 72 26 ' ' 5 0.750 0.250 0.000 72 26 ' ' 6 0.750 -0.250 0.500 72 26 ' ' 7 0.500 0.399 0.750 127 32 ' ' 8 0.500 0.601 0.250 127 31 ' ' _platon_squeeze_details ; ; # Attachment '10.txt' data_jx01_2_0m _database_code_depnum_ccdc_archive 'CCDC 838385' #TrackingRef '10.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H53 Cl N12 Ni O20' _chemical_formula_weight 971.98 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' O O 0.0106 0.0060 '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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 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 10.4506(2) _cell_length_b 23.1249(5) _cell_length_c 19.9968(3) _cell_angle_alpha 90.00 _cell_angle_beta 120.9850(10) _cell_angle_gamma 90.00 _cell_volume 4143.00(13) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 8911 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 27.43 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.558 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2040 _exptl_absorpt_coefficient_mu 0.626 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8693 _exptl_absorpt_correction_T_max 0.9230 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31511 _diffrn_reflns_av_R_equivalents 0.0349 _diffrn_reflns_av_sigmaI/netI 0.0290 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7304 _reflns_number_gt 6062 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. It should be noted oxygen atoms of ClO4 and water molecules in the compoud were treated by disorder and these atoms were refined anisotropically with application of restrains on interatomic distances and thermal parameters (DFIX, eadp instructions in SHELXL). The detail restrains used in the refinement are as follow: dfix 0.9 0.01 n4 h3m n1 h2m dfix 1.25 0.01 h1w h2w h3w h4w h5w h6w h7w h8w dfix 0.85 0.01 o19 h5w o19 h6w o20 h7w o20 h8w dfix 0.85 0.01 o17 h1w o17 h2w o18 h3w o18 h4w eadp o16 o16' eadp o15 o15' eadp o14 o14' eadp o13 o13' ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0580P)^2^+5.7463P] 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 7304 _refine_ls_number_parameters 573 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0597 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_ref 0.1325 _refine_ls_wR_factor_gt 0.1259 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.051 _refine_ls_shift/su_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_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 C1 C 0.7541(3) 0.39060(12) 0.13434(16) 0.0229(6) Uani 1 1 d . . . C2 C 0.8805(3) 0.39332(12) 0.26494(16) 0.0233(6) Uani 1 1 d . . . C3 C 0.8108(3) 0.30827(12) 0.20323(16) 0.0227(6) Uani 1 1 d . . . C4 C 1.0184(3) 0.39425(14) 0.40647(17) 0.0301(7) Uani 1 1 d . . . H4A H 0.9491 0.3662 0.4061 0.036 Uiso 1 1 calc R . . H4B H 1.0407 0.4219 0.4475 0.036 Uiso 1 1 calc R . . C5 C 0.6255(3) 0.38556(14) -0.00708(16) 0.0290(7) Uani 1 1 d . . . H5A H 0.6741 0.3483 0.0013 0.035 Uiso 1 1 calc R . . H5B H 0.6370 0.4061 -0.0460 0.035 Uiso 1 1 calc R . . C6 C 0.8952(3) 0.21878(13) 0.27740(18) 0.0284(6) Uani 1 1 d . . . H6A H 0.8487 0.1817 0.2736 0.034 Uiso 1 1 calc R . . H6B H 0.8959 0.2404 0.3192 0.034 Uiso 1 1 calc R . . C7 C 0.5594(3) 0.22047(13) 0.09463(17) 0.0288(7) Uani 1 1 d . . . C8 C 0.7269(3) 0.21834(13) 0.13182(18) 0.0294(7) Uani 1 1 d . . . H8A H 0.7590 0.1783 0.1411 0.035 Uiso 1 1 calc R . . H8B H 0.7535 0.2344 0.0957 0.035 Uiso 1 1 calc R . . C9 C 1.1608(3) 0.36338(15) 0.42589(18) 0.0332(7) Uani 1 1 d . . . C10 C 0.7141(3) 0.47993(13) 0.06135(18) 0.0288(7) Uani 1 1 d . . . H10A H 0.7078 0.4976 0.1035 0.035 Uiso 1 1 calc R . . H10B H 0.6305 0.4939 0.0126 0.035 Uiso 1 1 calc R . . C11 C 0.1898(4) 0.33951(18) 0.0751(2) 0.0483(9) Uani 1 1 d . . . H11A H 0.2828 0.3260 0.0808 0.058 Uiso 1 1 calc R . . H11B H 0.1808 0.3808 0.0651 0.058 Uiso 1 1 calc R . . C12 C 1.0545(3) 0.20884(13) 0.29812(17) 0.0297(7) Uani 1 1 d . . . C13 C 0.9529(4) 0.48671(13) 0.32817(18) 0.0326(7) Uani 1 1 d . . . H13A H 0.9854 0.5032 0.3791 0.039 Uiso 1 1 calc R . . H13B H 0.8540 0.5016 0.2919 0.039 Uiso 1 1 calc R . . C14 C 0.8572(3) 0.49907(14) 0.06685(19) 0.0344(7) Uani 1 1 d . . . C15 C 0.4595(3) 0.37568(13) -0.03901(17) 0.0278(7) Uani 1 1 d . . . C16 C 0.5890(4) 0.19930(18) 0.3087(2) 0.0474(9) Uani 1 1 d . . . H16A H 0.6276 0.1687 0.3475 0.057 Uiso 1 1 calc R . . H16B H 0.6271 0.1928 0.2742 0.057 Uiso 1 1 calc R . . C17 C 0.0210(3) 0.31227(16) 0.11249(19) 0.0369(8) Uani 1 1 d . . . H17A H 0.0052 0.2916 0.1498 0.044 Uiso 1 1 calc R . . H17B H -0.0378 0.3475 0.0974 0.044 Uiso 1 1 calc R . . C18 C 0.4551(4) 0.30457(16) 0.35739(18) 0.0372(8) Uani 1 1 d . . . H18A H 0.3698 0.2830 0.3510 0.045 Uiso 1 1 calc R . . H18B H 0.4617 0.3409 0.3832 0.045 Uiso 1 1 calc R . . C19 C 0.3948(4) 0.37454(16) 0.2495(2) 0.0523(10) Uani 1 1 d . . . H19A H 0.4340 0.3855 0.2166 0.063 Uiso 1 1 calc R . . H19B H 0.4310 0.4018 0.2923 0.063 Uiso 1 1 calc R . . C20 C 0.5974(4) 0.30247(17) 0.2967(2) 0.0418(9) Uani 1 1 d . . . H20A H 0.5966 0.2936 0.2491 0.050 Uiso 1 1 calc R . . H20B H 0.6624 0.3354 0.3218 0.050 Uiso 1 1 calc R . . C21 C 0.2119(4) 0.14767(16) 0.1518(3) 0.0492(10) Uani 1 1 d . . . H21A H 0.1811 0.1193 0.1106 0.059 Uiso 1 1 calc R . . H21B H 0.1550 0.1414 0.1771 0.059 Uiso 1 1 calc R . . C22 C 1.0587(4) 0.50495(14) 0.3021(2) 0.0389(8) Uani 1 1 d . . . C23 C 0.2273(4) 0.37421(16) 0.2032(2) 0.0494(10) Uani 1 1 d . . . H23A H 0.1880 0.3683 0.2373 0.059 Uiso 1 1 calc R . . H23B H 0.1896 0.4106 0.1760 0.059 Uiso 1 1 calc R . . C24 C 0.5999(4) 0.26931(19) 0.4041(2) 0.0484(10) Uani 1 1 d . . . H24A H 0.6765 0.2923 0.4463 0.058 Uiso 1 1 calc R . . H24B H 0.5821 0.2349 0.4259 0.058 Uiso 1 1 calc R . . C25 C 0.3751(5) 0.14213(15) 0.2096(3) 0.0489(10) Uani 1 1 d . . . C26 C 0.0226(4) 0.21792(18) 0.0659(2) 0.0478(9) Uani 1 1 d . . . H26A H -0.0112 0.1962 0.0182 0.057 Uiso 1 1 calc R . . H26B H -0.0299 0.2029 0.0905 0.057 Uiso 1 1 calc R . . C27 C 0.0551(5) 0.3067(2) 0.0088(2) 0.0600(11) Uani 1 1 d . . . H27A H -0.0132 0.3334 -0.0310 0.072 Uiso 1 1 calc R . . H27B H 0.0884 0.2786 -0.0151 0.072 Uiso 1 1 calc R . . C28 C 0.4013(6) 0.0838(2) 0.2488(3) 0.0740(14) Uani 1 1 d . . . H28A H 0.3421 0.0808 0.2728 0.111 Uiso 1 1 calc R . . H28B H 0.5050 0.0799 0.2879 0.111 Uiso 1 1 calc R . . H28C H 0.3732 0.0538 0.2106 0.111 Uiso 1 1 calc R . . Cl1 Cl 0.73485(14) 0.44796(7) 0.46807(9) 0.0908(5) Uani 1 1 d . . . H1M H 0.4276 0.1446 0.1830 0.109 Uiso 1 1 d R A . H2M H 0.2263 0.2094 0.0890 0.109 Uiso 1 1 d RD . . H3M H 0.3994 0.1896 0.2989 0.109 Uiso 1 1 d RD . . H4M H 0.4042 0.2033 0.0073 0.109 Uiso 1 1 d R . . H5M H 1.2040 0.1723 0.3692 0.109 Uiso 1 1 d R . . H6M H 1.2000 0.4125 0.3681 0.109 Uiso 1 1 d R . . H7M H 1.1042 0.5650 0.2603 0.109 Uiso 1 1 d R . . H8M H 0.7866 0.5726 0.0507 0.109 Uiso 1 1 d R . . H1W H 0.5646 0.4552 0.1600 0.109 Uiso 1 1 d RD . . H2W H 0.4672 0.4358 0.0949 0.109 Uiso 1 1 d RD . . H3W H 0.3265 0.5798 0.2964 0.109 Uiso 1 1 d RD . . H4W H 0.2613 0.5580 0.2293 0.109 Uiso 1 1 d RD . . H5W H 0.1595 0.5121 0.1028 0.109 Uiso 1 1 d RD . . H6W H 0.2931 0.5016 0.1249 0.109 Uiso 1 1 d RD . . H7W H 0.4562 0.4309 0.6001 0.109 Uiso 1 1 d RD . . H8W H 0.5428 0.4614 0.5891 0.109 Uiso 1 1 d RD . . N1 N 0.1863(3) 0.20707(12) 0.11919(17) 0.0386(7) Uani 1 1 d D . . N2 N 0.1831(3) 0.32585(12) 0.14673(15) 0.0317(6) Uani 1 1 d . . . N3 N 0.4423(3) 0.31482(12) 0.27968(15) 0.0323(6) Uani 1 1 d . . . N4 N 0.4222(3) 0.19439(12) 0.26195(17) 0.0378(7) Uani 1 1 d D . . N5 N 0.6463(3) 0.25338(15) 0.34793(16) 0.0449(8) Uani 1 1 d . . . N6 N -0.0190(3) 0.27716(15) 0.04597(16) 0.0455(8) Uani 1 1 d . . . N7 N 0.8870(3) 0.33576(10) 0.27195(14) 0.0257(5) Uani 1 1 d . . . N8 N 0.7383(2) 0.33313(10) 0.13228(13) 0.0240(5) Uani 1 1 d . . . N9 N 0.8177(3) 0.42391(11) 0.19855(13) 0.0274(6) Uani 1 1 d . . . N10 N 0.7006(3) 0.41791(11) 0.06509(14) 0.0277(6) Uani 1 1 d . . . N11 N 0.8062(3) 0.24980(10) 0.20496(14) 0.0281(6) Uani 1 1 d . . . N12 N 0.9459(3) 0.42435(11) 0.33248(14) 0.0272(5) Uani 1 1 d . . . Ni1 Ni 0.30749(4) 0.260753(17) 0.20196(2) 0.02664(13) Uani 1 1 d . . . O1 O 1.2063(3) 0.32303(12) 0.47162(15) 0.0500(7) Uani 1 1 d . . . O2 O 1.2372(3) 0.38130(11) 0.39503(15) 0.0453(6) Uani 1 1 d . . . O3 O 1.1607(3) 0.47413(11) 0.31032(16) 0.0478(6) Uani 1 1 d . . . O4 O 1.0317(3) 0.55598(11) 0.27099(19) 0.0626(8) Uani 1 1 d . . . O5 O 1.1298(3) 0.18251(13) 0.36522(14) 0.0515(7) Uani 1 1 d . . . O6 O 1.1039(3) 0.22257(12) 0.25792(14) 0.0467(6) Uani 1 1 d . . . O7 O 0.4942(3) 0.23494(11) 0.12698(13) 0.0424(6) Uani 1 1 d . . . O8 O 0.4928(3) 0.20315(13) 0.02163(13) 0.0499(7) Uani 1 1 d . . . O9 O 0.3995(2) 0.39690(10) -0.00484(13) 0.0357(5) Uani 1 1 d . . . O10 O 0.3939(3) 0.34614(13) -0.10049(14) 0.0504(7) Uani 1 1 d . . . O11 O 0.9574(3) 0.46714(11) 0.07824(17) 0.0525(7) Uani 1 1 d . . . O12 O 0.8680(3) 0.55565(10) 0.05900(16) 0.0469(6) Uani 1 1 d . . . O13 O 0.7003(8) 0.4390(4) 0.3902(4) 0.146(3) Uani 0.715(5) 1 d P A 1 O14 O 0.5886(9) 0.4389(4) 0.4535(6) 0.183(4) Uani 0.715(5) 1 d P A 1 O15 O 0.8541(11) 0.4155(4) 0.5208(5) 0.198(5) Uani 0.715(5) 1 d P A 1 O16 O 0.800(3) 0.4995(10) 0.4736(9) 0.271(12) Uani 0.715(5) 1 d P A 1 O17 O 0.4709(3) 0.45810(14) 0.12962(15) 0.0595(8) Uani 1 1 d D . . O18 O 0.2501(4) 0.58637(12) 0.25243(19) 0.0689(9) Uani 1 1 d D . . O19 O 0.2428(3) 0.52915(15) 0.1277(2) 0.0780(10) Uani 1 1 d D . . O20 O 0.5321(5) 0.42553(17) 0.5939(3) 0.1027(13) Uani 1 1 d D . . O13' O 0.751(2) 0.3940(12) 0.4435(12) 0.146(3) Uani 0.285(5) 1 d P A 2 O14' O 0.767(2) 0.4247(13) 0.5487(16) 0.183(4) Uani 0.285(5) 1 d P A 2 O15' O 0.710(3) 0.4876(13) 0.5064(17) 0.198(5) Uani 0.285(5) 1 d P A 2 O16' O 0.752(10) 0.498(3) 0.500(3) 0.271(12) Uani 0.285(5) 1 d P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0169(13) 0.0264(16) 0.0244(14) 0.0027(12) 0.0100(11) 0.0014(11) C2 0.0171(13) 0.0284(16) 0.0238(14) -0.0001(12) 0.0102(12) 0.0005(11) C3 0.0151(13) 0.0250(15) 0.0272(15) 0.0002(12) 0.0103(12) -0.0008(11) C4 0.0262(15) 0.0393(18) 0.0226(15) -0.0016(13) 0.0110(12) 0.0006(13) C5 0.0260(15) 0.0359(17) 0.0203(14) 0.0010(12) 0.0086(12) -0.0025(13) C6 0.0256(15) 0.0256(15) 0.0345(16) 0.0056(13) 0.0158(13) 0.0025(12) C7 0.0278(15) 0.0302(16) 0.0295(16) -0.0031(13) 0.0157(14) -0.0086(13) C8 0.0273(15) 0.0238(15) 0.0370(17) -0.0036(13) 0.0165(14) -0.0015(12) C9 0.0275(16) 0.0424(19) 0.0263(16) 0.0035(14) 0.0113(13) 0.0037(14) C10 0.0247(15) 0.0271(16) 0.0303(16) 0.0053(12) 0.0110(13) 0.0008(12) C11 0.043(2) 0.061(2) 0.044(2) 0.0186(18) 0.0248(17) 0.0057(18) C12 0.0283(16) 0.0310(17) 0.0297(16) 0.0069(13) 0.0149(14) 0.0039(13) C13 0.0322(16) 0.0290(17) 0.0306(16) -0.0068(13) 0.0118(14) 0.0028(13) C14 0.0296(17) 0.0359(18) 0.0347(17) 0.0052(14) 0.0145(14) 0.0003(14) C15 0.0246(15) 0.0305(16) 0.0250(15) 0.0020(13) 0.0104(13) -0.0018(12) C16 0.0383(19) 0.062(3) 0.048(2) 0.0152(19) 0.0266(17) 0.0220(18) C17 0.0266(16) 0.051(2) 0.0334(17) 0.0070(15) 0.0157(14) 0.0074(14) C18 0.0348(18) 0.049(2) 0.0315(17) -0.0001(15) 0.0197(15) 0.0020(15) C19 0.057(2) 0.035(2) 0.042(2) 0.0020(16) 0.0101(18) -0.0096(17) C20 0.0263(16) 0.067(2) 0.0340(18) -0.0024(17) 0.0171(14) -0.0113(16) C21 0.058(2) 0.034(2) 0.075(3) -0.0123(18) 0.049(2) -0.0095(17) C22 0.043(2) 0.0304(18) 0.0386(18) -0.0010(14) 0.0173(16) -0.0020(15) C23 0.054(2) 0.0332(19) 0.044(2) 0.0016(16) 0.0130(18) 0.0092(16) C24 0.039(2) 0.079(3) 0.0280(17) 0.0126(18) 0.0179(16) 0.0146(19) C25 0.062(2) 0.0302(19) 0.076(3) 0.0048(18) 0.051(2) 0.0065(17) C26 0.0343(19) 0.063(3) 0.044(2) -0.0186(18) 0.0188(17) -0.0136(17) C27 0.064(3) 0.081(3) 0.036(2) 0.010(2) 0.027(2) 0.004(2) C28 0.069(3) 0.058(3) 0.095(4) 0.011(3) 0.042(3) 0.007(2) Cl1 0.0613(8) 0.1024(11) 0.0979(10) -0.0582(9) 0.0332(7) -0.0125(7) N1 0.0393(16) 0.0427(17) 0.0459(16) -0.0082(13) 0.0305(14) -0.0043(13) N2 0.0284(13) 0.0366(15) 0.0283(13) 0.0046(11) 0.0132(11) 0.0015(11) N3 0.0274(13) 0.0376(15) 0.0282(13) 0.0038(11) 0.0117(11) -0.0021(11) N4 0.0399(15) 0.0406(16) 0.0465(16) 0.0120(13) 0.0320(14) 0.0111(13) N5 0.0280(15) 0.075(2) 0.0322(15) 0.0086(15) 0.0157(13) 0.0128(14) N6 0.0321(15) 0.066(2) 0.0316(15) -0.0033(14) 0.0117(13) -0.0035(14) N7 0.0212(12) 0.0277(13) 0.0243(12) 0.0013(10) 0.0089(10) -0.0003(10) N8 0.0196(11) 0.0261(13) 0.0241(12) 0.0008(10) 0.0096(10) 0.0003(9) N9 0.0252(13) 0.0259(13) 0.0236(12) -0.0018(10) 0.0072(10) -0.0002(10) N10 0.0264(13) 0.0253(13) 0.0237(12) 0.0033(10) 0.0073(10) -0.0033(10) N11 0.0240(13) 0.0241(14) 0.0286(13) 0.0015(10) 0.0082(11) 0.0009(10) N12 0.0235(12) 0.0295(14) 0.0232(12) -0.0031(10) 0.0081(10) 0.0010(10) Ni1 0.0228(2) 0.0297(2) 0.0295(2) 0.00316(16) 0.01493(17) 0.00143(15) O1 0.0410(14) 0.0615(17) 0.0468(15) 0.0237(13) 0.0223(12) 0.0154(12) O2 0.0339(13) 0.0544(15) 0.0544(15) 0.0158(12) 0.0276(12) 0.0126(11) O3 0.0455(14) 0.0414(14) 0.0644(17) 0.0099(12) 0.0340(13) 0.0046(12) O4 0.077(2) 0.0361(15) 0.088(2) 0.0175(14) 0.0523(18) 0.0102(14) O5 0.0345(13) 0.082(2) 0.0434(14) 0.0338(14) 0.0238(12) 0.0237(13) O6 0.0357(13) 0.0694(18) 0.0433(14) 0.0225(13) 0.0263(12) 0.0109(12) O7 0.0329(12) 0.0652(17) 0.0346(12) -0.0129(11) 0.0213(11) -0.0101(11) O8 0.0347(13) 0.086(2) 0.0318(13) -0.0227(13) 0.0188(11) -0.0171(13) O9 0.0297(11) 0.0384(13) 0.0374(12) -0.0045(10) 0.0160(10) 0.0031(10) O10 0.0301(12) 0.0813(19) 0.0400(14) -0.0293(13) 0.0180(11) -0.0194(12) O11 0.0350(13) 0.0431(15) 0.082(2) 0.0113(14) 0.0325(14) 0.0104(11) O12 0.0375(13) 0.0336(13) 0.0739(18) 0.0099(12) 0.0317(13) -0.0013(10) O13 0.115(5) 0.209(9) 0.095(5) -0.075(5) 0.041(5) -0.043(6) O14 0.115(5) 0.242(9) 0.225(9) -0.132(8) 0.110(6) -0.079(6) O15 0.183(8) 0.192(9) 0.147(7) -0.019(6) 0.033(6) 0.133(7) O16 0.36(2) 0.204(9) 0.121(12) -0.047(11) 0.035(11) -0.207(12) O17 0.0488(16) 0.083(2) 0.0497(16) -0.0107(14) 0.0273(13) 0.0049(14) O18 0.089(2) 0.0401(16) 0.104(2) 0.0109(16) 0.068(2) 0.0057(15) O19 0.0576(19) 0.082(2) 0.096(2) -0.0191(19) 0.0404(19) -0.0069(17) O20 0.109(3) 0.087(3) 0.114(3) -0.002(2) 0.059(3) 0.004(2) O13' 0.115(5) 0.209(9) 0.095(5) -0.075(5) 0.041(5) -0.043(6) O14' 0.115(5) 0.242(9) 0.225(9) -0.132(8) 0.110(6) -0.079(6) O15' 0.183(8) 0.192(9) 0.147(7) -0.019(6) 0.033(6) 0.133(7) O16' 0.36(2) 0.204(9) 0.121(12) -0.047(11) 0.035(11) -0.207(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N8 1.337(4) . ? C1 N9 1.344(4) . ? C1 N10 1.353(4) . ? C2 N7 1.336(4) . ? C2 N9 1.340(4) . ? C2 N12 1.362(4) . ? C3 N7 1.342(4) . ? C3 N8 1.346(4) . ? C3 N11 1.354(4) . ? C4 N12 1.447(4) . ? C4 C9 1.510(4) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N10 1.447(4) . ? C5 C15 1.526(4) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N11 1.446(4) . ? C6 C12 1.512(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O7 1.204(4) . ? C7 O8 1.315(4) . ? C7 C8 1.510(4) . ? C8 N11 1.452(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O1 1.219(4) . ? C9 O2 1.303(4) . ? C10 N10 1.447(4) . ? C10 C14 1.508(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.503(4) . ? C11 C27 1.548(6) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 O6 1.201(4) . ? C12 O5 1.305(4) . ? C13 N12 1.449(4) . ? C13 C22 1.505(5) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 O11 1.204(4) . ? C14 O12 1.329(4) . ? C15 O9 1.242(4) . ? C15 O10 1.257(4) . ? C16 N5 1.433(5) . ? C16 N4 1.499(5) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 N6 1.425(4) . ? C17 N2 1.497(4) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 N3 1.509(4) . ? C18 C24 1.540(5) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 N3 1.486(4) . ? C19 C23 1.501(5) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 N5 1.435(5) . ? C20 N3 1.502(4) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 N1 1.485(5) . ? C21 C25 1.494(6) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 O3 1.220(4) . ? C22 O4 1.295(4) . ? C23 N2 1.484(4) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 N5 1.481(4) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 N4 1.506(5) . ? C25 C28 1.512(6) . ? C25 H1M 0.9418 . ? C26 N6 1.431(5) . ? C26 N1 1.500(4) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 N6 1.486(5) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? Cl1 O16' 1.30(7) . ? Cl1 O15' 1.30(2) . ? Cl1 O16 1.349(14) . ? Cl1 O15 1.370(7) . ? Cl1 O13' 1.38(2) . ? Cl1 O14 1.416(7) . ? Cl1 O13 1.420(7) . ? Cl1 O14' 1.56(3) . ? N1 Ni1 1.930(3) . ? N1 H2M 0.8947 . ? N2 Ni1 1.923(3) . ? N3 Ni1 1.926(3) . ? N4 Ni1 1.937(3) . ? N4 H3M 0.8930 . ? O2 H6M 0.8643 . ? O4 H7M 0.9116 . ? O5 H5M 0.7746 . ? O8 H4M 0.8164 . ? O12 H8M 0.8719 . ? O17 H1W 0.8482 . ? O17 H2W 0.8500 . ? O18 H3W 0.8431 . ? O18 H4W 0.8441 . ? O19 H5W 0.8454 . ? O19 H6W 0.8474 . ? O20 H7W 0.8727 . ? O20 H8W 0.8478 . ? 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 N8 C1 N9 126.3(3) . . ? N8 C1 N10 116.9(2) . . ? N9 C1 N10 116.8(3) . . ? N7 C2 N9 127.0(3) . . ? N7 C2 N12 116.6(2) . . ? N9 C2 N12 116.4(3) . . ? N7 C3 N8 126.3(3) . . ? N7 C3 N11 117.2(2) . . ? N8 C3 N11 116.4(2) . . ? N12 C4 C9 114.7(3) . . ? N12 C4 H4A 108.6 . . ? C9 C4 H4A 108.6 . . ? N12 C4 H4B 108.6 . . ? C9 C4 H4B 108.6 . . ? H4A C4 H4B 107.6 . . ? N10 C5 C15 114.3(3) . . ? N10 C5 H5A 108.7 . . ? C15 C5 H5A 108.7 . . ? N10 C5 H5B 108.7 . . ? C15 C5 H5B 108.7 . . ? H5A C5 H5B 107.6 . . ? N11 C6 C12 113.5(2) . . ? N11 C6 H6A 108.9 . . ? C12 C6 H6A 108.9 . . ? N11 C6 H6B 108.9 . . ? C12 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? O7 C7 O8 124.0(3) . . ? O7 C7 C8 125.3(3) . . ? O8 C7 C8 110.7(3) . . ? N11 C8 C7 113.3(3) . . ? N11 C8 H8A 108.9 . . ? C7 C8 H8A 108.9 . . ? N11 C8 H8B 108.9 . . ? C7 C8 H8B 108.9 . . ? H8A C8 H8B 107.7 . . ? O1 C9 O2 120.1(3) . . ? O1 C9 C4 120.4(3) . . ? O2 C9 C4 119.4(3) . . ? N10 C10 C14 114.0(3) . . ? N10 C10 H10A 108.8 . . ? C14 C10 H10A 108.8 . . ? N10 C10 H10B 108.8 . . ? C14 C10 H10B 108.8 . . ? H10A C10 H10B 107.6 . . ? N2 C11 C27 104.2(3) . . ? N2 C11 H11A 110.9 . . ? C27 C11 H11A 110.9 . . ? N2 C11 H11B 110.9 . . ? C27 C11 H11B 110.9 . . ? H11A C11 H11B 108.9 . . ? O6 C12 O5 124.9(3) . . ? O6 C12 C6 124.7(3) . . ? O5 C12 C6 110.4(3) . . ? N12 C13 C22 111.6(3) . . ? N12 C13 H13A 109.3 . . ? C22 C13 H13A 109.3 . . ? N12 C13 H13B 109.3 . . ? C22 C13 H13B 109.3 . . ? H13A C13 H13B 108.0 . . ? O11 C14 O12 120.5(3) . . ? O11 C14 C10 124.6(3) . . ? O12 C14 C10 114.9(3) . . ? O9 C15 O10 125.2(3) . . ? O9 C15 C5 119.9(3) . . ? O10 C15 C5 114.9(3) . . ? N5 C16 N4 115.6(3) . . ? N5 C16 H16A 108.4 . . ? N4 C16 H16A 108.4 . . ? N5 C16 H16B 108.4 . . ? N4 C16 H16B 108.4 . . ? H16A C16 H16B 107.4 . . ? N6 C17 N2 105.4(3) . . ? N6 C17 H17A 110.7 . . ? N2 C17 H17A 110.7 . . ? N6 C17 H17B 110.7 . . ? N2 C17 H17B 110.7 . . ? H17A C17 H17B 108.8 . . ? N3 C18 C24 104.2(3) . . ? N3 C18 H18A 110.9 . . ? C24 C18 H18A 110.9 . . ? N3 C18 H18B 110.9 . . ? C24 C18 H18B 110.9 . . ? H18A C18 H18B 108.9 . . ? N3 C19 C23 106.6(3) . . ? N3 C19 H19A 110.4 . . ? C23 C19 H19A 110.4 . . ? N3 C19 H19B 110.4 . . ? C23 C19 H19B 110.4 . . ? H19A C19 H19B 108.6 . . ? N5 C20 N3 105.0(3) . . ? N5 C20 H20A 110.8 . . ? N3 C20 H20A 110.8 . . ? N5 C20 H20B 110.8 . . ? N3 C20 H20B 110.8 . . ? H20A C20 H20B 108.8 . . ? N1 C21 C25 107.2(3) . . ? N1 C21 H21A 110.3 . . ? C25 C21 H21A 110.3 . . ? N1 C21 H21B 110.3 . . ? C25 C21 H21B 110.3 . . ? H21A C21 H21B 108.5 . . ? O3 C22 O4 123.8(3) . . ? O3 C22 C13 122.4(3) . . ? O4 C22 C13 113.8(3) . . ? N2 C23 C19 106.3(3) . . ? N2 C23 H23A 110.5 . . ? C19 C23 H23A 110.5 . . ? N2 C23 H23B 110.5 . . ? C19 C23 H23B 110.5 . . ? H23A C23 H23B 108.7 . . ? N5 C24 C18 106.0(3) . . ? N5 C24 H24A 110.5 . . ? C18 C24 H24A 110.5 . . ? N5 C24 H24B 110.5 . . ? C18 C24 H24B 110.5 . . ? H24A C24 H24B 108.7 . . ? C21 C25 N4 107.7(3) . . ? C21 C25 C28 107.9(3) . . ? N4 C25 C28 116.6(4) . . ? C21 C25 H1M 108.8 . . ? N4 C25 H1M 105.5 . . ? C28 C25 H1M 110.2 . . ? N6 C26 N1 115.4(3) . . ? N6 C26 H26A 108.4 . . ? N1 C26 H26A 108.4 . . ? N6 C26 H26B 108.4 . . ? N1 C26 H26B 108.4 . . ? H26A C26 H26B 107.5 . . ? N6 C27 C11 106.0(3) . . ? N6 C27 H27A 110.5 . . ? C11 C27 H27A 110.5 . . ? N6 C27 H27B 110.5 . . ? C11 C27 H27B 110.5 . . ? H27A C27 H27B 108.7 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? O16' Cl1 O15' 25(4) . . ? O16' Cl1 O16 40(3) . . ? O15' Cl1 O16 64.8(19) . . ? O16' Cl1 O15 106(4) . . ? O15' Cl1 O15 108.0(12) . . ? O16 Cl1 O15 101.5(14) . . ? O16' Cl1 O13' 167(4) . . ? O15' Cl1 O13' 160(2) . . ? O16 Cl1 O13' 132.6(17) . . ? O15 Cl1 O13' 63.3(9) . . ? O16' Cl1 O14 96(4) . . ? O15' Cl1 O14 73.0(16) . . ? O16 Cl1 O14 126.4(15) . . ? O15 Cl1 O14 122.4(8) . . ? O13' Cl1 O14 96.3(9) . . ? O16' Cl1 O13 125(2) . . ? O15' Cl1 O13 137.0(14) . . ? O16 Cl1 O13 92.9(8) . . ? O15 Cl1 O13 112.4(5) . . ? O13' Cl1 O13 59.2(9) . . ? O14 Cl1 O13 96.6(5) . . ? O16' Cl1 O14' 84(2) . . ? O15' Cl1 O14' 68.8(16) . . ? O16 Cl1 O14' 112.8(10) . . ? O15 Cl1 O14' 52.3(9) . . ? O13' Cl1 O14' 93.1(14) . . ? O14 Cl1 O14' 78.5(9) . . ? O13 Cl1 O14' 151.4(10) . . ? C21 N1 C26 110.4(3) . . ? C21 N1 Ni1 109.1(2) . . ? C26 N1 Ni1 120.4(2) . . ? C21 N1 H2M 108.1 . . ? C26 N1 H2M 105.6 . . ? Ni1 N1 H2M 102.2 . . ? C23 N2 C17 110.0(3) . . ? C23 N2 C11 114.7(3) . . ? C17 N2 C11 101.8(2) . . ? C23 N2 Ni1 107.40(19) . . ? C17 N2 Ni1 111.7(2) . . ? C11 N2 Ni1 111.2(2) . . ? C19 N3 C20 111.4(3) . . ? C19 N3 C18 113.5(3) . . ? C20 N3 C18 102.9(2) . . ? C19 N3 Ni1 108.8(2) . . ? C20 N3 Ni1 108.4(2) . . ? C18 N3 Ni1 111.7(2) . . ? C16 N4 C25 110.7(3) . . ? C16 N4 Ni1 118.5(2) . . ? C25 N4 Ni1 109.2(2) . . ? C16 N4 H3M 102.3 . . ? C25 N4 H3M 110.1 . . ? Ni1 N4 H3M 105.5 . . ? C16 N5 C20 113.9(3) . . ? C16 N5 C24 115.0(3) . . ? C20 N5 C24 102.1(3) . . ? C17 N6 C26 112.6(3) . . ? C17 N6 C27 103.1(3) . . ? C26 N6 C27 114.7(3) . . ? C2 N7 C3 113.2(2) . . ? C1 N8 C3 113.5(2) . . ? C2 N9 C1 113.1(2) . . ? C1 N10 C5 120.4(2) . . ? C1 N10 C10 121.0(2) . . ? C5 N10 C10 118.6(2) . . ? C3 N11 C6 120.5(2) . . ? C3 N11 C8 119.0(2) . . ? C6 N11 C8 120.0(2) . . ? C2 N12 C4 119.5(2) . . ? C2 N12 C13 118.7(2) . . ? C4 N12 C13 121.6(2) . . ? N2 Ni1 N3 87.29(11) . . ? N2 Ni1 N1 93.43(12) . . ? N3 Ni1 N1 173.66(11) . . ? N2 Ni1 N4 174.85(11) . . ? N3 Ni1 N4 93.00(12) . . ? N1 Ni1 N4 86.86(13) . . ? C9 O2 H6M 111.8 . . ? C22 O4 H7M 108.6 . . ? C12 O5 H5M 106.9 . . ? C7 O8 H4M 104.2 . . ? C14 O12 H8M 109.3 . . ? H1W O17 H2W 95.0 . . ? H3W O18 H4W 96.2 . . ? H5W O19 H6W 95.5 . . ? H7W O20 H8W 93.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O7 C7 C8 N11 -15.6(5) . . . . ? O8 C7 C8 N11 165.7(3) . . . . ? N12 C4 C9 O1 -156.9(3) . . . . ? N12 C4 C9 O2 25.0(4) . . . . ? N11 C6 C12 O6 -3.1(5) . . . . ? N11 C6 C12 O5 177.8(3) . . . . ? N10 C10 C14 O11 -4.5(5) . . . . ? N10 C10 C14 O12 176.3(3) . . . . ? N10 C5 C15 O9 2.9(4) . . . . ? N10 C5 C15 O10 -178.0(3) . . . . ? N12 C13 C22 O3 -23.7(4) . . . . ? N12 C13 C22 O4 156.8(3) . . . . ? N3 C19 C23 N2 -52.3(4) . . . . ? N3 C18 C24 N5 -9.1(4) . . . . ? N1 C21 C25 N4 48.3(4) . . . . ? N1 C21 C25 C28 174.9(3) . . . . ? N2 C11 C27 N6 0.3(4) . . . . ? C25 C21 N1 C26 -174.8(3) . . . . ? C25 C21 N1 Ni1 -40.3(3) . . . . ? N6 C26 N1 C21 165.4(3) . . . . ? N6 C26 N1 Ni1 36.8(4) . . . . ? C19 C23 N2 C17 165.4(3) . . . . ? C19 C23 N2 C11 -80.6(4) . . . . ? C19 C23 N2 Ni1 43.6(3) . . . . ? N6 C17 N2 C23 165.1(3) . . . . ? N6 C17 N2 C11 43.1(3) . . . . ? N6 C17 N2 Ni1 -75.7(3) . . . . ? C27 C11 N2 C23 -143.6(3) . . . . ? C27 C11 N2 C17 -24.9(4) . . . . ? C27 C11 N2 Ni1 94.3(3) . . . . ? C23 C19 N3 C20 155.9(3) . . . . ? C23 C19 N3 C18 -88.5(3) . . . . ? C23 C19 N3 Ni1 36.5(4) . . . . ? N5 C20 N3 C19 161.3(3) . . . . ? N5 C20 N3 C18 39.4(3) . . . . ? N5 C20 N3 Ni1 -79.0(3) . . . . ? C24 C18 N3 C19 -137.8(3) . . . . ? C24 C18 N3 C20 -17.3(3) . . . . ? C24 C18 N3 Ni1 98.8(3) . . . . ? N5 C16 N4 C25 167.2(3) . . . . ? N5 C16 N4 Ni1 40.0(4) . . . . ? C21 C25 N4 C16 -166.5(3) . . . . ? C28 C25 N4 C16 72.2(4) . . . . ? C21 C25 N4 Ni1 -34.3(3) . . . . ? C28 C25 N4 Ni1 -155.7(3) . . . . ? N4 C16 N5 C20 -58.3(4) . . . . ? N4 C16 N5 C24 59.0(4) . . . . ? N3 C20 N5 C16 79.5(3) . . . . ? N3 C20 N5 C24 -45.2(3) . . . . ? C18 C24 N5 C16 -90.7(4) . . . . ? C18 C24 N5 C20 33.2(4) . . . . ? N2 C17 N6 C26 81.1(3) . . . . ? N2 C17 N6 C27 -43.1(3) . . . . ? N1 C26 N6 C17 -60.4(4) . . . . ? N1 C26 N6 C27 57.1(4) . . . . ? C11 C27 N6 C17 25.9(4) . . . . ? C11 C27 N6 C26 -96.9(4) . . . . ? N9 C2 N7 C3 -5.3(4) . . . . ? N12 C2 N7 C3 175.3(2) . . . . ? N8 C3 N7 C2 2.8(4) . . . . ? N11 C3 N7 C2 -177.4(2) . . . . ? N9 C1 N8 C3 -8.3(4) . . . . ? N10 C1 N8 C3 171.8(2) . . . . ? N7 C3 N8 C1 3.4(4) . . . . ? N11 C3 N8 C1 -176.4(2) . . . . ? N7 C2 N9 C1 1.3(4) . . . . ? N12 C2 N9 C1 -179.4(2) . . . . ? N8 C1 N9 C2 6.2(4) . . . . ? N10 C1 N9 C2 -173.9(2) . . . . ? N8 C1 N10 C5 2.2(4) . . . . ? N9 C1 N10 C5 -177.7(3) . . . . ? N8 C1 N10 C10 -179.2(2) . . . . ? N9 C1 N10 C10 0.9(4) . . . . ? C15 C5 N10 C1 85.1(3) . . . . ? C15 C5 N10 C10 -93.6(3) . . . . ? C14 C10 N10 C1 88.6(3) . . . . ? C14 C10 N10 C5 -92.7(3) . . . . ? N7 C3 N11 C6 -7.3(4) . . . . ? N8 C3 N11 C6 172.5(2) . . . . ? N7 C3 N11 C8 -179.1(2) . . . . ? N8 C3 N11 C8 0.8(4) . . . . ? C12 C6 N11 C3 -83.3(3) . . . . ? C12 C6 N11 C8 88.4(3) . . . . ? C7 C8 N11 C3 -76.3(3) . . . . ? C7 C8 N11 C6 111.9(3) . . . . ? N7 C2 N12 C4 0.6(4) . . . . ? N9 C2 N12 C4 -178.9(2) . . . . ? N7 C2 N12 C13 174.9(3) . . . . ? N9 C2 N12 C13 -4.6(4) . . . . ? C9 C4 N12 C2 69.7(4) . . . . ? C9 C4 N12 C13 -104.5(3) . . . . ? C22 C13 N12 C2 -69.2(3) . . . . ? C22 C13 N12 C4 105.0(3) . . . . ? C23 N2 Ni1 N3 -19.0(2) . . . . ? C17 N2 Ni1 N3 -139.7(2) . . . . ? C11 N2 Ni1 N3 107.2(2) . . . . ? C23 N2 Ni1 N1 167.3(2) . . . . ? C17 N2 Ni1 N1 46.6(2) . . . . ? C11 N2 Ni1 N1 -66.5(2) . . . . ? C23 N2 Ni1 N4 74.3(14) . . . . ? C17 N2 Ni1 N4 -46.4(14) . . . . ? C11 N2 Ni1 N4 -159.4(13) . . . . ? C19 N3 Ni1 N2 -10.0(2) . . . . ? C20 N3 Ni1 N2 -131.3(2) . . . . ? C18 N3 Ni1 N2 116.0(2) . . . . ? C19 N3 Ni1 N1 86.6(11) . . . . ? C20 N3 Ni1 N1 -34.7(12) . . . . ? C18 N3 Ni1 N1 -147.4(10) . . . . ? C19 N3 Ni1 N4 175.1(2) . . . . ? C20 N3 Ni1 N4 53.8(2) . . . . ? C18 N3 Ni1 N4 -58.9(2) . . . . ? C21 N1 Ni1 N2 -157.7(2) . . . . ? C26 N1 Ni1 N2 -28.6(3) . . . . ? C21 N1 Ni1 N3 106.0(11) . . . . ? C26 N1 Ni1 N3 -124.9(10) . . . . ? C21 N1 Ni1 N4 17.1(2) . . . . ? C26 N1 Ni1 N4 146.3(3) . . . . ? C16 N4 Ni1 N2 -129.1(13) . . . . ? C25 N4 Ni1 N2 103.0(14) . . . . ? C16 N4 Ni1 N3 -36.0(3) . . . . ? C25 N4 Ni1 N3 -163.9(2) . . . . ? C16 N4 Ni1 N1 137.7(3) . . . . ? C25 N4 Ni1 N1 9.7(2) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.214 _refine_diff_density_min -0.500 _refine_diff_density_rms 0.061 # Attachment '11.txt' data_11 _database_code_depnum_ccdc_archive 'CCDC 838386' #TrackingRef '11.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H51 N12 Ni O14 S' _chemical_formula_weight 894.60 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 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 16.958(3) _cell_length_b 24.820(15) _cell_length_c 10.321(2) _cell_angle_alpha 90.00 _cell_angle_beta 92.33(3) _cell_angle_gamma 90.00 _cell_volume 4340(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.369 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1884 _exptl_absorpt_coefficient_mu 0.569 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18718 _diffrn_reflns_av_R_equivalents 0.1162 _diffrn_reflns_av_sigmaI/netI 0.0904 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.28 _diffrn_reflns_theta_max 26.04 _reflns_number_total 4279 _reflns_number_gt 2193 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0700P)^2^+4.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4279 _refine_ls_number_parameters 293 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1460 _refine_ls_R_factor_gt 0.0718 _refine_ls_wR_factor_ref 0.1884 _refine_ls_wR_factor_gt 0.1546 _refine_ls_goodness_of_fit_ref 1.121 _refine_ls_restrained_S_all 1.121 _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 Ni1 Ni 0.5000 0.26090(3) 0.2500 0.0426(3) Uani 1 2 d S . 2 O5 O 0.4338(2) 0.23255(15) 0.4996(3) 0.0627(10) Uani 1 1 d . A 2 O6 O 0.3270(2) 0.19713(16) 0.5853(3) 0.0770(13) Uani 1 1 d . A 2 H2 H 0.3120 0.1893 0.5080 0.092 Uiso 1 1 d R A 2 O3 O 0.2592(2) 0.37501(15) 0.8113(3) 0.0684(11) Uani 1 1 d . B 2 O4 O 0.2056(2) 0.32658(17) 0.6497(3) 0.0798(13) Uani 1 1 d . B 2 O2 O 0.3669(4) 0.54145(18) 0.8298(4) 0.1127(18) Uani 1 1 d . B 2 O1 O 0.3211(3) 0.46280(16) 0.8842(4) 0.0804(13) Uani 1 1 d . B 2 H6 H 0.3047 0.4343 0.8461 0.097 Uiso 1 1 d R B 2 N3 N 0.4329(2) 0.31709(15) 0.1773(3) 0.0461(10) Uani 1 1 d . C 2 N1 N 0.4284(3) 0.20471(16) 0.1941(4) 0.0575(12) Uani 1 1 d . C 2 H2C H 0.3938 0.2016 0.2588 0.069 Uiso 1 1 calc R C 2 N2 N 0.3466(3) 0.2647(2) 0.0513(4) 0.0652(13) Uani 1 1 d . C 2 N7 N 0.5000 0.2554(2) 0.7500 0.0456(14) Uani 1 2 d S . 2 N5 N 0.4334(2) 0.33451(15) 0.7041(3) 0.0398(9) Uani 1 1 d . B 2 N6 N 0.3743(2) 0.41557(14) 0.6568(3) 0.0417(9) Uani 1 1 d . B 2 N4 N 0.5000 0.4181(2) 0.7500 0.0418(13) Uani 1 2 d S . 2 C6 C 0.4073(3) 0.3046(2) 0.0406(4) 0.0583(15) Uani 1 1 d . C 2 H1A H 0.3868 0.3365 -0.0032 0.070 Uiso 1 1 calc R C 2 H1B H 0.4510 0.2906 -0.0071 0.070 Uiso 1 1 calc R C 2 C4 C 0.2988(3) 0.2861(3) 0.1558(5) 0.0750(18) Uani 1 1 d . C 2 H2A H 0.2749 0.2569 0.2028 0.090 Uiso 1 1 calc R C 2 H2B H 0.2573 0.3093 0.1204 0.090 Uiso 1 1 calc R C 2 C5 C 0.3560(3) 0.3180(2) 0.2455(5) 0.0627(15) Uani 1 1 d . C 2 H3A H 0.3376 0.3547 0.2562 0.075 Uiso 1 1 calc R C 2 H3B H 0.3617 0.3011 0.3300 0.075 Uiso 1 1 calc R C 2 C7 C 0.4772(3) 0.3685(2) 0.1863(5) 0.0614(15) Uani 1 1 d . . 2 H4A H 0.4410 0.3987 0.1817 0.074 Uiso 1 1 calc R . 2 H4B H 0.5128 0.3714 0.1154 0.074 Uiso 1 1 calc R . 2 C3 C 0.3782(4) 0.2106(3) 0.0731(5) 0.0696(17) Uani 1 1 d . C 2 H5A H 0.4092 0.2007 -0.0001 0.084 Uiso 1 1 calc R C 2 H5B H 0.3345 0.1855 0.0763 0.084 Uiso 1 1 calc R C 2 C2 C 0.4702(5) 0.1520(2) 0.1914(5) 0.083(2) Uani 1 1 d . . 2 H6A H 0.5016 0.1531 0.1137 0.100 Uiso 1 1 d R . 2 C1 C 0.4374(8) 0.1005(4) 0.1969(12) 0.081(4) Uani 0.50 1 d P D 2 H7A H 0.4790 0.0742 0.2007 0.121 Uiso 0.50 1 d PR D 2 H7B H 0.4042 0.0944 0.1208 0.121 Uiso 0.50 1 d PR D 2 H7C H 0.4066 0.0973 0.2726 0.121 Uiso 0.50 1 d PR D 2 C15 C 0.3970(3) 0.21942(19) 0.5928(5) 0.0472(12) Uani 1 1 d . A 2 C14 C 0.4262(3) 0.22625(18) 0.7308(4) 0.0498(13) Uani 1 1 d . A 2 H9A H 0.3860 0.2449 0.7776 0.060 Uiso 1 1 calc R A 2 H9B H 0.4327 0.1908 0.7693 0.060 Uiso 1 1 calc R A 2 C9 C 0.5000 0.3106(2) 0.7500 0.0392(16) Uani 1 2 d S . 2 C8 C 0.4384(3) 0.38860(18) 0.7060(4) 0.0391(11) Uani 1 1 d . B 2 C12 C 0.3081(3) 0.38664(19) 0.5993(4) 0.0466(12) Uani 1 1 d . B 2 H12A H 0.3280 0.3588 0.5434 0.056 Uiso 1 1 calc R B 2 H12B H 0.2772 0.4114 0.5450 0.056 Uiso 1 1 calc R B 2 C13 C 0.2543(3) 0.3608(2) 0.6937(5) 0.0550(14) Uani 1 1 d . B 2 C10 C 0.3722(3) 0.47400(18) 0.6696(4) 0.0482(12) Uani 1 1 d . B 2 H14A H 0.3328 0.4880 0.6075 0.058 Uiso 1 1 calc R B 2 H14B H 0.4229 0.4883 0.6463 0.058 Uiso 1 1 calc R B 2 C11 C 0.3540(4) 0.4950(2) 0.8018(6) 0.0662(16) Uani 1 1 d . B 2 S1 S 0.4106(5) 0.0581(2) 0.8064(7) 0.174(3) Uani 0.50 1 d P E 1 O7 O 0.4591(11) 0.1036(5) 0.8405(13) 0.187(7) Uani 0.50 1 d P E 1 C16 C 0.3221(10) 0.0796(5) 0.8471(18) 0.119(6) Uani 0.50 1 d P E 1 C17 C 0.3760(11) 0.0500(8) 0.6431(15) 0.140(7) Uani 0.50 1 d P E 1 O8 O 0.3612(7) 0.0166(4) 0.8185(9) 0.106(3) Uani 0.50 1 d P F 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 Ni1 0.0416(6) 0.0463(5) 0.0398(5) 0.000 0.0005(4) 0.000 O5 0.057(2) 0.089(3) 0.0432(19) -0.0074(18) 0.0056(17) -0.025(2) O6 0.069(3) 0.113(3) 0.048(2) -0.009(2) 0.0045(19) -0.044(3) O3 0.070(3) 0.091(3) 0.045(2) -0.0109(19) 0.0097(18) -0.031(2) O4 0.074(3) 0.111(3) 0.054(2) -0.016(2) 0.005(2) -0.053(3) O2 0.183(6) 0.062(3) 0.094(3) -0.019(2) 0.021(3) -0.027(3) O1 0.113(4) 0.072(3) 0.058(2) -0.017(2) 0.020(2) -0.027(3) N3 0.042(3) 0.052(2) 0.044(2) 0.0022(18) 0.0006(18) 0.0011(19) N1 0.070(3) 0.062(3) 0.041(2) -0.001(2) 0.004(2) -0.018(2) N2 0.045(3) 0.107(4) 0.043(2) -0.011(3) -0.005(2) -0.014(3) N7 0.050(4) 0.044(3) 0.042(3) 0.000 -0.005(3) 0.000 N5 0.034(2) 0.044(2) 0.041(2) 0.0006(18) -0.0021(17) -0.0014(18) N6 0.032(2) 0.047(2) 0.046(2) 0.0049(18) -0.0022(18) -0.0002(18) N4 0.033(3) 0.042(3) 0.050(3) 0.000 -0.005(3) 0.000 C6 0.053(4) 0.079(4) 0.042(3) 0.003(3) -0.005(3) 0.003(3) C4 0.033(3) 0.126(5) 0.065(4) -0.010(4) -0.001(3) 0.000(3) C5 0.036(3) 0.095(4) 0.058(3) -0.002(3) 0.003(3) 0.014(3) C7 0.065(4) 0.047(3) 0.071(4) 0.014(2) -0.003(3) 0.001(3) C3 0.073(5) 0.089(5) 0.047(3) -0.015(3) 0.002(3) -0.033(4) C2 0.149(7) 0.048(4) 0.054(3) -0.006(3) 0.019(4) -0.016(4) C1 0.089(11) 0.054(7) 0.099(10) -0.007(7) 0.004(8) -0.026(7) C15 0.047(3) 0.052(3) 0.043(3) -0.002(2) 0.003(2) -0.013(2) C14 0.066(4) 0.043(3) 0.040(3) 0.001(2) 0.001(2) -0.011(2) C9 0.047(5) 0.039(4) 0.032(3) 0.000 0.002(3) 0.000 C8 0.038(3) 0.045(3) 0.035(2) 0.002(2) 0.001(2) 0.003(2) C12 0.039(3) 0.059(3) 0.042(3) 0.002(2) -0.007(2) -0.004(2) C13 0.043(3) 0.074(4) 0.049(3) -0.005(3) 0.005(2) -0.014(3) C10 0.045(3) 0.045(3) 0.054(3) 0.006(2) -0.004(2) 0.006(2) C11 0.081(5) 0.054(4) 0.064(4) -0.005(3) -0.003(3) -0.002(3) S1 0.166(7) 0.106(4) 0.247(8) 0.013(4) -0.034(5) -0.024(4) O7 0.252(19) 0.094(8) 0.209(14) -0.003(8) -0.066(12) -0.033(10) C16 0.081(12) 0.064(9) 0.210(19) -0.026(10) -0.034(12) 0.007(8) C17 0.123(15) 0.192(19) 0.100(12) -0.025(12) -0.058(11) 0.027(14) O8 0.123(9) 0.095(7) 0.100(7) -0.003(6) -0.005(6) 0.003(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N1 1.923(4) 2_655 ? Ni1 N1 1.923(4) . ? Ni1 N3 1.932(4) 2_655 ? Ni1 N3 1.932(4) . ? O5 C15 1.213(5) . ? O6 C15 1.310(6) . ? O6 H2 0.8499 . ? O3 C13 1.263(5) . ? O4 C13 1.257(6) . ? O2 C11 1.206(6) . ? O1 C11 1.309(7) . ? O1 H6 0.8501 . ? N3 C7 1.480(6) . ? N3 C6 1.492(5) . ? N3 C5 1.507(6) . ? N1 C2 1.488(7) . ? N1 C3 1.489(6) . ? N1 H2C 0.9100 . ? N2 C6 1.436(6) . ? N2 C3 1.458(7) . ? N2 C4 1.475(7) . ? N7 C9 1.370(7) . ? N7 C14 1.452(5) 2_656 ? N7 C14 1.452(5) . ? N5 C9 1.345(4) . ? N5 C8 1.345(5) . ? N6 C8 1.357(5) . ? N6 C12 1.440(6) . ? N6 C10 1.457(6) . ? N4 C8 1.340(5) 2_656 ? N4 C8 1.340(5) . ? C6 H1A 0.9700 . ? C6 H1B 0.9700 . ? C4 C5 1.535(7) . ? C4 H2A 0.9700 . ? C4 H2B 0.9700 . ? C5 H3A 0.9700 . ? C5 H3B 0.9700 . ? C7 C7 1.498(9) 2_655 ? C7 H4A 0.9700 . ? C7 H4B 0.9700 . ? C3 H5A 0.9700 . ? C3 H5B 0.9700 . ? C2 C1 1.398(11) . ? C2 C2 1.544(12) 2_655 ? C2 H6A 0.9801 . ? C1 H7A 0.9600 . ? C1 H7B 0.9600 . ? C1 H7C 0.9600 . ? C15 C14 1.499(6) . ? C14 H9A 0.9700 . ? C14 H9B 0.9700 . ? C9 N5 1.345(4) 2_656 ? C12 C13 1.505(7) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 C11 1.504(7) . ? C10 H14A 0.9700 . ? C10 H14B 0.9700 . ? S1 O7 1.433(14) . ? S1 C16 1.663(18) . ? S1 C17 1.773(15) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni1 N1 87.0(3) 2_655 . ? N1 Ni1 N3 93.01(18) 2_655 2_655 ? N1 Ni1 N3 174.27(17) . 2_655 ? N1 Ni1 N3 174.27(17) 2_655 . ? N1 Ni1 N3 93.01(18) . . ? N3 Ni1 N3 87.6(2) 2_655 . ? C15 O6 H2 112.7 . . ? C11 O1 H6 110.4 . . ? C7 N3 C6 111.5(4) . . ? C7 N3 C5 113.8(4) . . ? C6 N3 C5 102.7(4) . . ? C7 N3 Ni1 108.0(3) . . ? C6 N3 Ni1 111.2(3) . . ? C5 N3 Ni1 109.7(3) . . ? C2 N1 C3 109.1(4) . . ? C2 N1 Ni1 110.3(4) . . ? C3 N1 Ni1 120.8(3) . . ? C2 N1 H2C 105.1 . . ? C3 N1 H2C 105.1 . . ? Ni1 N1 H2C 105.1 . . ? C6 N2 C3 112.8(5) . . ? C6 N2 C4 103.0(5) . . ? C3 N2 C4 115.3(5) . . ? C9 N7 C14 119.9(3) . 2_656 ? C9 N7 C14 119.9(3) . . ? C14 N7 C14 120.1(5) 2_656 . ? C9 N5 C8 112.5(4) . . ? C8 N6 C12 120.5(4) . . ? C8 N6 C10 118.7(4) . . ? C12 N6 C10 120.8(4) . . ? C8 N4 C8 113.7(5) 2_656 . ? N2 C6 N3 104.6(4) . . ? N2 C6 H1A 110.8 . . ? N3 C6 H1A 110.8 . . ? N2 C6 H1B 110.8 . . ? N3 C6 H1B 110.8 . . ? H1A C6 H1B 108.9 . . ? N2 C4 C5 105.9(4) . . ? N2 C4 H2A 110.6 . . ? C5 C4 H2A 110.6 . . ? N2 C4 H2B 110.6 . . ? C5 C4 H2B 110.6 . . ? H2A C4 H2B 108.7 . . ? N3 C5 C4 104.4(4) . . ? N3 C5 H3A 110.9 . . ? C4 C5 H3A 110.9 . . ? N3 C5 H3B 110.9 . . ? C4 C5 H3B 110.9 . . ? H3A C5 H3B 108.9 . . ? N3 C7 C7 107.3(3) . 2_655 ? N3 C7 H4A 110.3 . . ? C7 C7 H4A 110.3 2_655 . ? N3 C7 H4B 110.3 . . ? C7 C7 H4B 110.3 2_655 . ? H4A C7 H4B 108.5 . . ? N2 C3 N1 114.4(4) . . ? N2 C3 H5A 108.6 . . ? N1 C3 H5A 108.6 . . ? N2 C3 H5B 108.6 . . ? N1 C3 H5B 108.6 . . ? H5A C3 H5B 107.6 . . ? C1 C2 N1 127.8(8) . . ? C1 C2 C2 102.5(6) . 2_655 ? N1 C2 C2 106.4(3) . 2_655 ? C1 C2 H6A 106.7 . . ? N1 C2 H6A 105.5 . . ? C2 C2 H6A 106.4 2_655 . ? C2 C1 H7A 109.3 . . ? C2 C1 H7B 109.3 . . ? H7A C1 H7B 109.5 . . ? C2 C1 H7C 109.8 . . ? H7A C1 H7C 109.5 . . ? H7B C1 H7C 109.5 . . ? O5 C15 O6 124.2(4) . . ? O5 C15 C14 124.3(5) . . ? O6 C15 C14 111.6(4) . . ? N7 C14 C15 115.8(4) . . ? N7 C14 H9A 108.3 . . ? C15 C14 H9A 108.3 . . ? N7 C14 H9B 108.3 . . ? C15 C14 H9B 108.3 . . ? H9A C14 H9B 107.4 . . ? N5 C9 N5 127.7(6) 2_656 . ? N5 C9 N7 116.1(3) 2_656 . ? N5 C9 N7 116.1(3) . . ? N4 C8 N5 126.8(4) . . ? N4 C8 N6 117.3(4) . . ? N5 C8 N6 116.0(4) . . ? N6 C12 C13 115.4(4) . . ? N6 C12 H12A 108.4 . . ? C13 C12 H12A 108.4 . . ? N6 C12 H12B 108.4 . . ? C13 C12 H12B 108.4 . . ? H12A C12 H12B 107.5 . . ? O4 C13 O3 123.5(5) . . ? O4 C13 C12 117.4(4) . . ? O3 C13 C12 119.0(4) . . ? N6 C10 C11 115.8(4) . . ? N6 C10 H14A 108.3 . . ? C11 C10 H14A 108.3 . . ? N6 C10 H14B 108.3 . . ? C11 C10 H14B 108.3 . . ? H14A C10 H14B 107.4 . . ? O2 C11 O1 120.4(5) . . ? O2 C11 C10 120.5(6) . . ? O1 C11 C10 119.1(5) . . ? O7 S1 C16 101.5(9) . . ? O7 S1 C17 119.1(10) . . ? C16 S1 C17 90.5(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Ni1 N3 C7 -81.9(18) 2_655 . . . ? N1 Ni1 N3 C7 -171.7(3) . . . . ? N3 Ni1 N3 C7 14.0(2) 2_655 . . . ? N1 Ni1 N3 C6 40.7(19) 2_655 . . . ? N1 Ni1 N3 C6 -49.1(3) . . . . ? N3 Ni1 N3 C6 136.6(4) 2_655 . . . ? N1 Ni1 N3 C5 153.6(17) 2_655 . . . ? N1 Ni1 N3 C5 63.8(3) . . . . ? N3 Ni1 N3 C5 -110.5(3) 2_655 . . . ? N1 Ni1 N1 C2 -13.9(2) 2_655 . . . ? N3 Ni1 N1 C2 -104.0(18) 2_655 . . . ? N3 Ni1 N1 C2 160.4(3) . . . . ? N1 Ni1 N1 C3 -142.7(5) 2_655 . . . ? N3 Ni1 N1 C3 127.2(17) 2_655 . . . ? N3 Ni1 N1 C3 31.6(4) . . . . ? C3 N2 C6 N3 -80.7(5) . . . . ? C4 N2 C6 N3 44.2(5) . . . . ? C7 N3 C6 N2 -162.8(4) . . . . ? C5 N3 C6 N2 -40.5(5) . . . . ? Ni1 N3 C6 N2 76.7(4) . . . . ? C6 N2 C4 C5 -30.2(6) . . . . ? C3 N2 C4 C5 93.0(6) . . . . ? C7 N3 C5 C4 141.1(4) . . . . ? C6 N3 C5 C4 20.4(5) . . . . ? Ni1 N3 C5 C4 -97.9(4) . . . . ? N2 C4 C5 N3 5.4(6) . . . . ? C6 N3 C7 C7 -161.2(5) . . . 2_655 ? C5 N3 C7 C7 83.2(6) . . . 2_655 ? Ni1 N3 C7 C7 -38.8(6) . . . 2_655 ? C6 N2 C3 N1 60.4(6) . . . . ? C4 N2 C3 N1 -57.5(6) . . . . ? C2 N1 C3 N2 -168.1(5) . . . . ? Ni1 N1 C3 N2 -38.8(6) . . . . ? C3 N1 C2 C1 -67.1(9) . . . . ? Ni1 N1 C2 C1 158.0(8) . . . . ? C3 N1 C2 C2 172.0(6) . . . 2_655 ? Ni1 N1 C2 C2 37.1(7) . . . 2_655 ? C9 N7 C14 C15 82.3(4) . . . . ? C14 N7 C14 C15 -97.7(4) 2_656 . . . ? O5 C15 C14 N7 6.3(7) . . . . ? O6 C15 C14 N7 -174.1(4) . . . . ? C8 N5 C9 N5 0.7(3) . . . 2_656 ? C8 N5 C9 N7 -179.3(3) . . . . ? C14 N7 C9 N5 -14.1(3) 2_656 . . 2_656 ? C14 N7 C9 N5 165.9(3) . . . 2_656 ? C14 N7 C9 N5 165.9(3) 2_656 . . . ? C14 N7 C9 N5 -14.1(3) . . . . ? C8 N4 C8 N5 0.8(3) 2_656 . . . ? C8 N4 C8 N6 -178.4(5) 2_656 . . . ? C9 N5 C8 N4 -1.5(6) . . . . ? C9 N5 C8 N6 177.8(3) . . . . ? C12 N6 C8 N4 175.6(3) . . . . ? C10 N6 C8 N4 -7.7(6) . . . . ? C12 N6 C8 N5 -3.8(6) . . . . ? C10 N6 C8 N5 173.0(4) . . . . ? C8 N6 C12 C13 77.2(6) . . . . ? C10 N6 C12 C13 -99.5(5) . . . . ? N6 C12 C13 O4 -166.0(5) . . . . ? N6 C12 C13 O3 15.1(7) . . . . ? C8 N6 C10 C11 -76.3(6) . . . . ? C12 N6 C10 C11 100.4(5) . . . . ? N6 C10 C11 O2 164.4(6) . . . . ? N6 C10 C11 O1 -18.3(8) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H6 O3 0.85 1.69 2.520(5) 163.4 . O6 H2 O4 0.85 1.69 2.535(5) 172.9 7_556 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.04 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.485 _refine_diff_density_min -0.598 _refine_diff_density_rms 0.083 # Attachment '12.txt' data_110223bm _database_code_depnum_ccdc_archive 'CCDC 838387' #TrackingRef '12.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H49 N13 Ni O13' _chemical_formula_weight 870.54 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' Ni Ni 0.3393 1.1124 '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 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 16.9154(19) _cell_length_b 24.920(3) _cell_length_c 10.3143(11) _cell_angle_alpha 90.00 _cell_angle_beta 92.829(2) _cell_angle_gamma 90.00 _cell_volume 4342.5(9) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.332 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1832 _exptl_absorpt_coefficient_mu 0.519 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9216 _exptl_absorpt_correction_T_max 0.9499 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20787 _diffrn_reflns_av_R_equivalents 0.0686 _diffrn_reflns_av_sigmaI/netI 0.0496 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3807 _reflns_number_gt 3009 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The detail restrains used in the refinement are as follow: DFIX 2.45 0.02 C1S C2S O1S N1S DFIX 1.28 0.01 C3S O1S DFIX 1.38 C3S N1S DFIX 1.42 0.01 C1S N1S C2S N1S DFIX 0.86 0.01 N1 H1 ; _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^)+(0.1260P)^2^+6.2432P] 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 3807 _refine_ls_number_parameters 295 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0948 _refine_ls_R_factor_gt 0.0766 _refine_ls_wR_factor_ref 0.2103 _refine_ls_wR_factor_gt 0.1990 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.088 _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 Ni1 Ni 0.0000 0.73618(3) 0.7500 0.0322(3) Uani 1 2 d S . 2 C1 C 0.0592(10) 0.8979(5) 0.7949(15) 0.092(4) Uani 0.50 1 d P A 1 H1A H 0.0517 0.9174 0.8736 0.139 Uiso 0.50 1 calc PR A 1 H1B H 0.0313 0.9155 0.7237 0.139 Uiso 0.50 1 calc PR A 1 H1C H 0.1147 0.8965 0.7791 0.139 Uiso 0.50 1 calc PR A 1 C2 C 0.0294(4) 0.8442(2) 0.8077(5) 0.0697(18) Uani 1 1 d . . . H2 H -0.0007 0.8445 0.8865 0.084 Uiso 0.50 1 d PR A 1 C3 C 0.1244(3) 0.7852(3) 0.9267(5) 0.0602(15) Uani 1 1 d . . . H3A H 0.1689 0.8096 0.9232 0.072 Uiso 1 1 calc R A . H3B H 0.0944 0.7955 1.0005 0.072 Uiso 1 1 calc R . . C4 C 0.2016(3) 0.7116(3) 0.8430(6) 0.0702(17) Uani 1 1 d . . . H4A H 0.2438 0.6886 0.8777 0.084 Uiso 1 1 calc R A . H4B H 0.2248 0.7410 0.7962 0.084 Uiso 1 1 calc R . . C5 C 0.1436(3) 0.6796(2) 0.7526(5) 0.0558(13) Uani 1 1 d . A . H5A H 0.1369 0.6966 0.6682 0.067 Uiso 1 1 calc R . . H5B H 0.1621 0.6431 0.7413 0.067 Uiso 1 1 calc R . . C6 C 0.0943(3) 0.6930(2) 0.9592(4) 0.0492(12) Uani 1 1 d . . . H6A H 0.0508 0.7070 1.0068 0.059 Uiso 1 1 calc R A . H6B H 0.1152 0.6613 1.0032 0.059 Uiso 1 1 calc R . . C7 C 0.0230(3) 0.6290(2) 0.8154(5) 0.0575(13) Uani 1 1 d . . . H7A H -0.0129 0.6269 0.8857 0.069 Uiso 1 1 calc R A . H7B H 0.0590 0.5987 0.8217 0.069 Uiso 1 1 calc R . . C8 C 0.4380(2) 0.88778(17) 0.7055(4) 0.0320(9) Uani 1 1 d . . . C9 C 0.5000 0.8109(2) 0.7500 0.0232(11) Uani 1 2 d S . . C10 C 0.3718(3) 0.97277(18) 0.6711(5) 0.0449(11) Uani 1 1 d . . . H10A H 0.3309 0.9867 0.6110 0.054 Uiso 1 1 calc R . . H10B H 0.4220 0.9871 0.6455 0.054 Uiso 1 1 calc R . . C11 C 0.3566(4) 0.9936(2) 0.8055(6) 0.0639(15) Uani 1 1 d . . . C12 C 0.3069(3) 0.88548(19) 0.5996(4) 0.0409(10) Uani 1 1 d . . . H12A H 0.3268 0.8578 0.5438 0.049 Uiso 1 1 calc R . . H12B H 0.2749 0.9098 0.5455 0.049 Uiso 1 1 calc R . . C13 C 0.2546(3) 0.8595(2) 0.6970(4) 0.0456(11) Uani 1 1 d . . . C14 C 0.4265(3) 0.72660(18) 0.7302(4) 0.0401(10) Uani 1 1 d . . . H14A H 0.3861 0.7447 0.7776 0.048 Uiso 1 1 calc R . . H14B H 0.4335 0.6911 0.7673 0.048 Uiso 1 1 calc R . . C15 C 0.3968(3) 0.72073(18) 0.5910(4) 0.0389(10) Uani 1 1 d . . . N1 N 0.0722(2) 0.79255(17) 0.8045(4) 0.0486(10) Uani 1 1 d D A . H1 H 0.1061 0.7959 0.7392 0.058 Uiso 1 1 calc RD B 2 N2 N 0.1542(2) 0.7324(2) 0.9483(4) 0.0567(12) Uani 1 1 d . A . N3 N 0.0678(2) 0.68033(15) 0.8222(3) 0.0398(9) Uani 1 1 d . A . N4 N 0.5000 0.91739(19) 0.7500 0.0378(12) Uani 1 2 d S . . N5 N 0.43376(19) 0.83430(14) 0.7045(3) 0.0342(8) Uani 1 1 d . . . N6 N 0.3737(2) 0.91518(14) 0.6577(4) 0.0378(8) Uani 1 1 d . . . N7 N 0.5000 0.7558(2) 0.7500 0.0375(12) Uani 1 2 d S . . O1 O 0.3233(3) 0.96095(16) 0.8868(4) 0.0746(12) Uani 1 1 d . . . H1D H 0.3158 0.9317 0.8520 0.112 Uiso 1 1 calc R . . O2 O 0.3723(4) 1.03896(18) 0.8345(5) 0.1059(18) Uani 1 1 d . . . O3 O 0.2596(2) 0.87449(15) 0.8129(3) 0.0581(10) Uani 1 1 d . . . O4 O 0.2076(2) 0.82422(17) 0.6537(3) 0.0670(11) Uani 1 1 d . . . O5 O 0.4338(2) 0.73364(15) 0.4988(3) 0.0572(10) Uani 1 1 d . . . O6 O 0.3266(2) 0.69866(18) 0.5827(3) 0.0649(11) Uani 1 1 d . . . H6 H 0.3140 0.6925 0.5064 0.097 Uiso 1 1 calc R . . C1S C 0.3211(17) 0.5748(11) 0.764(3) 0.194(12) Uani 0.50 1 d PD C -1 H1S1 H 0.3235 0.6117 0.7913 0.291 Uiso 0.50 1 calc PR C -1 H1S2 H 0.2685 0.5613 0.7728 0.291 Uiso 0.50 1 calc PR C -1 H1S3 H 0.3347 0.5723 0.6752 0.291 Uiso 0.50 1 calc PR C -1 C2S C 0.362(2) 0.4927(12) 0.890(4) 0.28(2) Uani 0.50 1 d PD C -1 H2S1 H 0.4107 0.4792 0.9283 0.422 Uiso 0.50 1 calc PR C -1 H2S2 H 0.3433 0.4694 0.8209 0.422 Uiso 0.50 1 calc PR C -1 H2S3 H 0.3229 0.4940 0.9550 0.422 Uiso 0.50 1 calc PR C -1 N1S N 0.3737(12) 0.5449(9) 0.841(2) 0.157(8) Uani 0.50 1 d PD C -1 C3S C 0.4508(16) 0.5641(10) 0.859(3) 0.190(12) Uani 0.50 1 d PD C -1 H3S H 0.4826 0.5400 0.9066 0.228 Uiso 0.50 1 calc PR C -1 O1S O 0.4893(13) 0.6053(9) 0.829(2) 0.194(8) Uani 0.50 1 d PD C -1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0316(4) 0.0434(5) 0.0215(4) 0.000 0.0002(3) 0.000 C1 0.110(11) 0.076(9) 0.092(11) -0.015(8) 0.014(9) -0.014(8) C2 0.124(5) 0.045(3) 0.040(3) -0.007(2) 0.014(3) -0.022(3) C3 0.061(3) 0.092(4) 0.027(3) -0.011(3) -0.001(2) -0.033(3) C4 0.035(3) 0.122(5) 0.053(3) -0.006(3) 0.000(2) -0.002(3) C5 0.041(3) 0.084(4) 0.043(3) -0.002(3) 0.006(2) 0.015(3) C6 0.046(3) 0.077(3) 0.025(2) 0.005(2) -0.0033(19) 0.005(2) C7 0.067(3) 0.047(3) 0.058(3) 0.005(2) -0.006(3) 0.001(2) C8 0.026(2) 0.045(2) 0.026(2) 0.0017(17) 0.0017(16) 0.0039(17) C9 0.026(3) 0.034(3) 0.010(2) 0.000 0.0002(19) 0.000 C10 0.040(2) 0.047(3) 0.048(3) 0.011(2) -0.003(2) 0.002(2) C11 0.080(4) 0.059(3) 0.053(3) -0.001(3) 0.005(3) -0.009(3) C12 0.037(2) 0.060(3) 0.025(2) 0.0019(19) -0.0049(18) 0.000(2) C13 0.037(2) 0.065(3) 0.034(3) -0.001(2) 0.0005(19) -0.006(2) C14 0.046(3) 0.044(3) 0.030(2) 0.0001(18) 0.0028(19) -0.0085(19) C15 0.038(2) 0.051(3) 0.028(2) -0.0058(19) 0.0041(18) -0.0071(19) N1 0.060(3) 0.063(3) 0.0234(19) -0.0070(17) 0.0099(17) -0.024(2) N2 0.045(2) 0.092(4) 0.032(2) -0.006(2) -0.0048(18) -0.011(2) N3 0.0355(19) 0.054(2) 0.0299(19) -0.0015(16) -0.0038(15) 0.0032(16) N4 0.030(3) 0.040(3) 0.044(3) 0.000 -0.001(2) 0.000 N5 0.0330(18) 0.040(2) 0.0297(18) 0.0011(15) -0.0017(14) 0.0000(15) N6 0.0297(18) 0.045(2) 0.039(2) 0.0054(16) -0.0008(15) 0.0012(15) N7 0.039(3) 0.041(3) 0.032(3) 0.000 -0.007(2) 0.000 O1 0.109(3) 0.069(3) 0.047(2) -0.0169(19) 0.021(2) -0.023(2) O2 0.181(6) 0.058(3) 0.080(3) -0.015(2) 0.027(3) -0.035(3) O3 0.062(2) 0.085(3) 0.0278(18) -0.0097(16) 0.0079(15) -0.0227(19) O4 0.061(2) 0.099(3) 0.042(2) -0.0144(19) 0.0060(17) -0.041(2) O5 0.051(2) 0.091(3) 0.0294(18) -0.0073(17) 0.0086(15) -0.0251(18) O6 0.053(2) 0.108(3) 0.0337(19) -0.010(2) 0.0062(16) -0.037(2) C1S 0.17(3) 0.19(3) 0.22(4) 0.01(3) 0.00(2) -0.02(2) C2S 0.26(5) 0.29(5) 0.29(6) 0.01(4) 0.02(4) -0.02(4) N1S 0.157(19) 0.135(16) 0.18(2) 0.021(15) 0.039(17) 0.015(16) C3S 0.19(3) 0.18(3) 0.20(3) 0.00(3) 0.01(3) 0.00(2) O1S 0.187(18) 0.181(17) 0.21(2) 0.009(14) 0.002(17) -0.010(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N1 1.927(4) 2_556 ? Ni1 N1 1.927(4) . ? Ni1 N3 1.929(4) 2_556 ? Ni1 N3 1.929(4) . ? C1 C2 1.438(14) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 N1 1.478(7) . ? C2 C2 1.512(12) 2_556 ? C2 H2 0.9800 . ? C3 N2 1.424(7) . ? C3 N1 1.514(6) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 N2 1.475(7) . ? C4 C5 1.542(8) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N3 1.500(6) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N2 1.418(7) . ? C6 N3 1.495(5) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 N3 1.486(6) . ? C7 C7 1.524(10) 2_556 ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N5 1.335(5) . ? C8 N4 1.344(5) . ? C8 N6 1.356(5) . ? C9 N5 1.328(4) 2_656 ? C9 N5 1.328(4) . ? C9 N7 1.372(7) . ? C10 N6 1.442(6) . ? C10 C11 1.513(8) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 O2 1.197(7) . ? C11 O1 1.314(7) . ? C12 N6 1.455(6) . ? C12 C13 1.516(6) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 O3 1.251(6) . ? C13 O4 1.252(6) . ? C14 N7 1.447(5) . ? C14 C15 1.505(6) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 O5 1.206(5) . ? C15 O6 1.309(5) . ? N1 H1 0.9100 . ? N4 C8 1.344(5) 2_656 ? N7 C14 1.447(5) 2_656 ? O1 H1D 0.8200 . ? O6 H6 0.8200 . ? C1S N1S 1.378(10) . ? C1S H1S1 0.9600 . ? C1S H1S2 0.9600 . ? C1S H1S3 0.9600 . ? C2S N1S 1.417(10) . ? C2S H2S1 0.9600 . ? C2S H2S2 0.9600 . ? C2S H2S3 0.9600 . ? N1S C3S 1.393(17) . ? C3S O1S 1.264(10) . ? C3S H3S 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni1 N1 86.4(3) 2_556 . ? N1 Ni1 N3 93.27(18) 2_556 2_556 ? N1 Ni1 N3 174.04(15) . 2_556 ? N1 Ni1 N3 174.04(15) 2_556 . ? N1 Ni1 N3 93.27(18) . . ? N3 Ni1 N3 87.7(2) 2_556 . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? C1 C2 N1 129.3(9) . . ? C1 C2 C2 98.5(7) . 2_556 ? N1 C2 C2 106.6(3) . 2_556 ? C1 C2 H2 105.5 . . ? N1 C2 H2 107.5 . . ? C2 C2 H2 107.7 2_556 . ? N2 C3 N1 115.4(4) . . ? N2 C3 H3A 108.4 . . ? N1 C3 H3A 108.4 . . ? N2 C3 H3B 108.4 . . ? N1 C3 H3B 108.4 . . ? H3A C3 H3B 107.5 . . ? N2 C4 C5 105.9(4) . . ? N2 C4 H4A 110.6 . . ? C5 C4 H4A 110.6 . . ? N2 C4 H4B 110.6 . . ? C5 C4 H4B 110.6 . . ? H4A C4 H4B 108.7 . . ? N3 C5 C4 103.7(4) . . ? N3 C5 H5A 111.0 . . ? C4 C5 H5A 111.0 . . ? N3 C5 H5B 111.0 . . ? C4 C5 H5B 111.0 . . ? H5A C5 H5B 109.0 . . ? N2 C6 N3 104.7(4) . . ? N2 C6 H6A 110.8 . . ? N3 C6 H6A 110.8 . . ? N2 C6 H6B 110.8 . . ? N3 C6 H6B 110.8 . . ? H6A C6 H6B 108.9 . . ? N3 C7 C7 106.2(3) . 2_556 ? N3 C7 H7A 110.5 . . ? C7 C7 H7A 110.5 2_556 . ? N3 C7 H7B 110.5 . . ? C7 C7 H7B 110.5 2_556 . ? H7A C7 H7B 108.7 . . ? N5 C8 N4 126.3(4) . . ? N5 C8 N6 117.2(4) . . ? N4 C8 N6 116.5(4) . . ? N5 C9 N5 127.9(5) 2_656 . ? N5 C9 N7 116.1(3) 2_656 . ? N5 C9 N7 116.1(3) . . ? N6 C10 C11 115.8(4) . . ? N6 C10 H10A 108.3 . . ? C11 C10 H10A 108.3 . . ? N6 C10 H10B 108.3 . . ? C11 C10 H10B 108.3 . . ? H10A C10 H10B 107.4 . . ? O2 C11 O1 121.5(6) . . ? O2 C11 C10 120.5(5) . . ? O1 C11 C10 118.0(5) . . ? N6 C12 C13 114.3(3) . . ? N6 C12 H12A 108.7 . . ? C13 C12 H12A 108.7 . . ? N6 C12 H12B 108.7 . . ? C13 C12 H12B 108.7 . . ? H12A C12 H12B 107.6 . . ? O3 C13 O4 124.2(4) . . ? O3 C13 C12 119.4(4) . . ? O4 C13 C12 116.4(4) . . ? N7 C14 C15 115.3(3) . . ? N7 C14 H14A 108.5 . . ? C15 C14 H14A 108.5 . . ? N7 C14 H14B 108.5 . . ? C15 C14 H14B 108.5 . . ? H14A C14 H14B 107.5 . . ? O5 C15 O6 124.4(4) . . ? O5 C15 C14 124.4(4) . . ? O6 C15 C14 111.2(4) . . ? C2 N1 C3 110.7(4) . . ? C2 N1 Ni1 109.7(3) . . ? C3 N1 Ni1 119.4(3) . . ? C2 N1 H1 105.3 . . ? C3 N1 H1 105.3 . . ? Ni1 N1 H1 105.3 . . ? C6 N2 C3 113.7(4) . . ? C6 N2 C4 103.5(4) . . ? C3 N2 C4 114.2(5) . . ? C7 N3 C6 110.8(4) . . ? C7 N3 C5 114.4(4) . . ? C6 N3 C5 103.4(3) . . ? C7 N3 Ni1 108.1(3) . . ? C6 N3 Ni1 110.9(3) . . ? C5 N3 Ni1 109.3(3) . . ? C8 N4 C8 113.4(5) . 2_656 ? C9 N5 C8 113.0(4) . . ? C8 N6 C10 119.2(4) . . ? C8 N6 C12 119.1(4) . . ? C10 N6 C12 121.6(4) . . ? C9 N7 C14 120.2(3) . . ? C9 N7 C14 120.2(3) . 2_656 ? C14 N7 C14 119.6(5) . 2_656 ? C11 O1 H1D 109.5 . . ? C15 O6 H6 109.5 . . ? C1S N1S C3S 118(2) . . ? C1S N1S C2S 127.1(18) . . ? C3S N1S C2S 115(2) . . ? O1S C3S N1S 137(2) . . ? O1S C3S H3S 111.3 . . ? N1S C3S H3S 111.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 C4 C5 N3 -5.2(6) . . . . ? N6 C10 C11 O2 162.0(6) . . . . ? N6 C10 C11 O1 -20.3(8) . . . . ? N6 C12 C13 O3 16.4(7) . . . . ? N6 C12 C13 O4 -164.6(4) . . . . ? N7 C14 C15 O5 7.8(7) . . . . ? N7 C14 C15 O6 -173.7(4) . . . . ? C1 C2 N1 C3 71.6(10) . . . . ? C2 C2 N1 C3 -172.0(5) 2_556 . . . ? C1 C2 N1 Ni1 -154.6(9) . . . . ? C2 C2 N1 Ni1 -38.2(6) 2_556 . . . ? N2 C3 N1 C2 166.2(4) . . . . ? N2 C3 N1 Ni1 37.5(6) . . . . ? N1 Ni1 N1 C2 14.1(2) 2_556 . . . ? N3 Ni1 N1 C2 101.0(16) 2_556 . . . ? N3 Ni1 N1 C2 -160.0(3) . . . . ? N1 Ni1 N1 C3 143.3(4) 2_556 . . . ? N3 Ni1 N1 C3 -129.8(15) 2_556 . . . ? N3 Ni1 N1 C3 -30.8(4) . . . . ? N3 C6 N2 C3 80.8(5) . . . . ? N3 C6 N2 C4 -43.6(5) . . . . ? N1 C3 N2 C6 -60.0(5) . . . . ? N1 C3 N2 C4 58.4(6) . . . . ? C5 C4 N2 C6 30.0(6) . . . . ? C5 C4 N2 C3 -94.1(6) . . . . ? C7 C7 N3 C6 162.0(5) 2_556 . . . ? C7 C7 N3 C5 -81.6(6) 2_556 . . . ? C7 C7 N3 Ni1 40.3(6) 2_556 . . . ? N2 C6 N3 C7 163.2(4) . . . . ? N2 C6 N3 C5 40.2(5) . . . . ? N2 C6 N3 Ni1 -76.8(4) . . . . ? C4 C5 N3 C7 -140.6(4) . . . . ? C4 C5 N3 C6 -20.1(5) . . . . ? C4 C5 N3 Ni1 98.1(4) . . . . ? N1 Ni1 N3 C7 84.4(17) 2_556 . . . ? N1 Ni1 N3 C7 171.0(3) . . . . ? N3 Ni1 N3 C7 -14.8(2) 2_556 . . . ? N1 Ni1 N3 C6 -37.2(18) 2_556 . . . ? N1 Ni1 N3 C6 49.4(3) . . . . ? N3 Ni1 N3 C6 -136.5(4) 2_556 . . . ? N1 Ni1 N3 C5 -150.5(16) 2_556 . . . ? N1 Ni1 N3 C5 -63.9(3) . . . . ? N3 Ni1 N3 C5 110.2(3) 2_556 . . . ? N5 C8 N4 C8 1.1(3) . . . 2_656 ? N6 C8 N4 C8 -179.3(4) . . . 2_656 ? N5 C9 N5 C8 0.9(2) 2_656 . . . ? N7 C9 N5 C8 -179.1(2) . . . . ? N4 C8 N5 C9 -1.9(5) . . . . ? N6 C8 N5 C9 178.4(3) . . . . ? N5 C8 N6 C10 172.5(4) . . . . ? N4 C8 N6 C10 -7.2(5) . . . . ? N5 C8 N6 C12 -4.6(5) . . . . ? N4 C8 N6 C12 175.7(3) . . . . ? C11 C10 N6 C8 -75.0(5) . . . . ? C11 C10 N6 C12 102.0(5) . . . . ? C13 C12 N6 C8 77.5(5) . . . . ? C13 C12 N6 C10 -99.6(5) . . . . ? N5 C9 N7 C14 166.2(3) 2_656 . . . ? N5 C9 N7 C14 -13.8(3) . . . . ? N5 C9 N7 C14 -13.8(3) 2_656 . . 2_656 ? N5 C9 N7 C14 166.2(3) . . . 2_656 ? C15 C14 N7 C9 81.3(4) . . . . ? C15 C14 N7 C14 -98.7(4) . . . 2_656 ? C1S N1S C3S O1S 4(6) . . . . ? C2S N1S C3S O1S 176(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O6 H6 O4 0.82 1.72 2.543(5) 175.9 7_566 C2 H2 O5 0.98 2.55 3.253(7) 128.7 8_466 C6 H6A O5 0.97 2.47 3.315(6) 145.6 8_466 C7 H7B O2 0.97 2.52 3.292(7) 136.5 4_546 C14 H14B O1S 0.97 2.41 3.35(2) 162.3 . N1 H1 O4 0.91 2.09 2.940(5) 154.6 . O1 H1D O3 0.82 1.75 2.511(5) 153.8 . O1 H1D N6 0.82 2.31 2.794(5) 118.3 . _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.358 _refine_diff_density_min -0.387 _refine_diff_density_rms 0.127 # Attachment '9.txt' data_2 _database_code_depnum_ccdc_archive 'CCDC 845809' #TrackingRef '9.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H47 Cu N12 O13.50' _chemical_formula_weight 831.27 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' Cu Cu 0.3201 1.2651 '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 39.696(7) _cell_length_b 10.2615(18) _cell_length_c 19.738(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.413(2) _cell_angle_gamma 90.00 _cell_volume 7433(2) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.475 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3440 _exptl_absorpt_coefficient_mu 0.667 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8300 _exptl_absorpt_correction_T_max 0.8616 _exptl_absorpt_process_details ? _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_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20213 _diffrn_reflns_av_R_equivalents 0.0579 _diffrn_reflns_av_sigmaI/netI 0.0746 _diffrn_reflns_limit_h_min -48 _diffrn_reflns_limit_h_max 48 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7285 _reflns_number_gt 4169 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0945P)^2^+4.3698P] 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 7285 _refine_ls_number_parameters 501 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1168 _refine_ls_R_factor_gt 0.0654 _refine_ls_wR_factor_ref 0.2043 _refine_ls_wR_factor_gt 0.1755 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.58676(19) 0.7792(7) 0.8215(4) 0.094(2) Uani 1 1 d . . . H1A H 0.5740 0.8479 0.7876 0.113 Uiso 1 1 calc R . . H1B H 0.5721 0.7561 0.8494 0.113 Uiso 1 1 calc R . . C2 C 0.64180(16) 0.7404(7) 0.9296(3) 0.0789(18) Uani 1 1 d . . . H2A H 0.6259 0.6848 0.9440 0.095 Uiso 1 1 calc R . . H2B H 0.6577 0.7883 0.9722 0.095 Uiso 1 1 calc R . . C3 C 0.6466(2) 0.8640(7) 0.8354(4) 0.108(2) Uani 1 1 d . . . H3A H 0.6560 0.9514 0.8494 0.130 Uiso 1 1 calc R . . H3B H 0.6345 0.8606 0.7825 0.130 Uiso 1 1 calc R . . C4 C 0.67731(19) 0.7651(7) 0.8618(3) 0.087(2) Uani 1 1 d . . . H4A H 0.6825 0.7310 0.8210 0.105 Uiso 1 1 calc R . . H4B H 0.6993 0.8042 0.8969 0.105 Uiso 1 1 calc R . . C5 C 0.69377(16) 0.5828(7) 0.9502(3) 0.092(2) Uani 1 1 d . . . H5A H 0.7155 0.6358 0.9716 0.111 Uiso 1 1 calc R . . H5B H 0.6867 0.5519 0.9893 0.111 Uiso 1 1 calc R . . C6 C 0.70105(15) 0.4699(7) 0.9097(3) 0.0853(19) Uani 1 1 d . . . H6A H 0.7093 0.5007 0.8722 0.102 Uiso 1 1 calc R . . H6B H 0.7198 0.4143 0.9432 0.102 Uiso 1 1 calc R . . C7 C 0.65704(19) 0.3168(7) 0.9295(3) 0.093(2) Uani 1 1 d . . . H7A H 0.6430 0.3678 0.9509 0.111 Uiso 1 1 calc R . . H7B H 0.6788 0.2848 0.9685 0.111 Uiso 1 1 calc R . . C8 C 0.6344(3) 0.2038(8) 0.8846(4) 0.120(3) Uani 1 1 d . . . H8A H 0.6448 0.1210 0.9062 0.144 Uiso 1 1 calc R . . H8B H 0.6096 0.2086 0.8823 0.144 Uiso 1 1 calc R . . C9 C 0.66663(18) 0.2939(7) 0.8216(3) 0.0787(18) Uani 1 1 d . . . H9A H 0.6658 0.3337 0.7764 0.094 Uiso 1 1 calc R . . H9B H 0.6884 0.2404 0.8413 0.094 Uiso 1 1 calc R . . C10 C 0.6025(2) 0.2704(7) 0.7569(4) 0.091(2) Uani 1 1 d . . . H10A H 0.5831 0.2074 0.7488 0.109 Uiso 1 1 calc R . . H10B H 0.6056 0.2817 0.7107 0.109 Uiso 1 1 calc R . . C11 C 0.56229(15) 0.4627(7) 0.7172(3) 0.0799(19) Uani 1 1 d . . . H11A H 0.5406 0.4088 0.6993 0.096 Uiso 1 1 calc R . . H11B H 0.5703 0.4772 0.6772 0.096 Uiso 1 1 calc R . . C12 C 0.55407(14) 0.5875(8) 0.7435(3) 0.0821(19) Uani 1 1 d . . . H12 H 0.5448 0.5690 0.7820 0.099 Uiso 1 1 calc R . . C13 C 0.52397(16) 0.6575(9) 0.6814(4) 0.111(3) Uani 1 1 d . . . H13A H 0.5190 0.7398 0.6987 0.166 Uiso 1 1 calc R . . H13B H 0.5023 0.6050 0.6650 0.166 Uiso 1 1 calc R . . H13C H 0.5317 0.6716 0.6414 0.166 Uiso 1 1 calc R . . C14 C 0.62054(10) 0.3586(4) 0.5809(2) 0.0361(9) Uani 1 1 d . . . C15 C 0.65624(10) 0.1848(4) 0.6280(2) 0.0376(10) Uani 1 1 d . . . C16 C 0.59744(10) 0.1565(4) 0.5575(2) 0.0373(9) Uani 1 1 d . . . C18 C 0.71997(11) 0.2201(5) 0.7034(3) 0.0574(13) Uani 1 1 d . . . H18A H 0.7406 0.1703 0.7358 0.069 Uiso 1 1 calc R . . H18B H 0.7139 0.2842 0.7331 0.069 Uiso 1 1 calc R . . C19 C 0.73115(12) 0.2901(6) 0.6489(3) 0.0569(13) Uani 1 1 d . . . C20 C 0.69360(12) -0.0072(5) 0.6819(2) 0.0494(12) Uani 1 1 d . . . H20A H 0.6712 -0.0440 0.6823 0.059 Uiso 1 1 calc R . . H20B H 0.7127 -0.0244 0.7293 0.059 Uiso 1 1 calc R . . C21 C 0.70298(12) -0.0741(5) 0.6233(3) 0.0554(12) Uani 1 1 d . . . C22 C 0.57359(12) -0.0619(4) 0.5384(2) 0.0469(11) Uani 1 1 d . . . H22A H 0.5942 -0.0911 0.5273 0.056 Uiso 1 1 calc R . . H22B H 0.5521 -0.1068 0.5052 0.056 Uiso 1 1 calc R . . C23 C 0.57982(12) -0.1019(5) 0.6158(3) 0.0497(11) Uani 1 1 d . . . C24 C 0.53350(10) 0.1371(5) 0.4824(2) 0.0469(11) Uani 1 1 d . . . H24A H 0.5170 0.0709 0.4527 0.056 Uiso 1 1 calc R . . H24B H 0.5366 0.2019 0.4495 0.056 Uiso 1 1 calc R . . C25 C 0.51642(11) 0.2009(5) 0.5300(3) 0.0493(11) Uani 1 1 d . . . C26 C 0.57980(11) 0.5424(4) 0.5361(2) 0.0411(10) Uani 1 1 d . . . H26A H 0.5788 0.6272 0.5570 0.049 Uiso 1 1 calc R . . H26B H 0.5625 0.4863 0.5459 0.049 Uiso 1 1 calc R . . C27 C 0.56817(13) 0.5569(5) 0.4550(2) 0.0527(12) Uani 1 1 d . . . C28 C 0.64674(11) 0.5759(4) 0.6035(2) 0.0410(10) Uani 1 1 d . . . H28A H 0.6408 0.6587 0.5780 0.049 Uiso 1 1 calc R . . H28B H 0.6673 0.5393 0.5948 0.049 Uiso 1 1 calc R . . C29 C 0.65816(11) 0.6005(4) 0.6845(2) 0.0412(10) Uani 1 1 d . . . Cu1 Cu 0.628913(15) 0.53321(7) 0.82721(3) 0.0558(2) Uani 1 1 d . . . N1 N 0.59089(12) 0.3968(5) 0.7776(2) 0.0704(13) Uani 1 1 d . . . H1C H 0.5807 0.3766 0.8104 0.085 Uiso 1 1 calc R . . N2 N 0.58923(11) 0.6628(5) 0.7780(2) 0.0646(12) Uani 1 1 d . . . H2C H 0.5941 0.6951 0.7398 0.078 Uiso 1 1 calc R . . N3 N 0.66371(11) 0.6611(5) 0.8964(2) 0.0633(12) Uani 1 1 d . . . N4 N 0.66678(12) 0.3971(5) 0.8762(2) 0.0675(12) Uani 1 1 d . . . N5 N 0.6352(2) 0.2180(6) 0.8088(3) 0.0976(17) Uani 1 1 d . . . N6 N 0.62068(18) 0.8292(5) 0.8707(3) 0.0914(16) Uani 1 1 d . . . N7 N 0.65417(8) 0.3145(4) 0.62170(17) 0.0395(8) Uani 1 1 d . . . N8 N 0.62885(8) 0.0985(4) 0.59760(18) 0.0402(8) Uani 1 1 d . . . N9 N 0.59120(8) 0.2844(3) 0.54753(17) 0.0371(8) Uani 1 1 d . . . N10 N 0.56876(8) 0.0769(3) 0.52372(18) 0.0416(8) Uani 1 1 d . . . N11 N 0.61594(9) 0.4893(3) 0.57266(18) 0.0396(8) Uani 1 1 d . . . N12 N 0.68917(8) 0.1326(4) 0.67156(19) 0.0463(9) Uani 1 1 d . . . O1 O 0.71074(11) -0.0103(4) 0.5787(2) 0.0781(11) Uani 1 1 d . . . O2 O 0.70289(11) -0.1974(4) 0.6237(2) 0.0748(11) Uani 1 1 d . . . H2 H 0.6964 -0.2235 0.6561 0.112 Uiso 1 1 calc R . . O3 O 0.72917(10) 0.2270(4) 0.5904(2) 0.0665(10) Uani 1 1 d . . . H3 H 0.7230 0.1515 0.5929 0.100 Uiso 1 1 calc R . . O4 O 0.74342(11) 0.4000(4) 0.6611(2) 0.0899(13) Uani 1 1 d . . . O5 O 0.59672(10) -0.2003(4) 0.64242(19) 0.0676(10) Uani 1 1 d . . . O6 O 0.56505(10) -0.0309(4) 0.65252(18) 0.0621(9) Uani 1 1 d . . . H6 H 0.5508 0.0215 0.6247 0.093 Uiso 1 1 calc R . . O7 O 0.52363(8) 0.1600(4) 0.59364(19) 0.0622(9) Uani 1 1 d . . . O8 O 0.49406(8) 0.2909(4) 0.50072(19) 0.0660(9) Uani 1 1 d . . . O9 O 0.58622(10) 0.5173(4) 0.42152(18) 0.0778(12) Uani 1 1 d . . . O10 O 0.53722(10) 0.6159(5) 0.42121(19) 0.0894(14) Uani 1 1 d . . . H10 H 0.5316 0.6569 0.4510 0.134 Uiso 1 1 calc R . . O11 O 0.68552(8) 0.6783(3) 0.71260(17) 0.0585(9) Uani 1 1 d . . . O12 O 0.64300(8) 0.5465(3) 0.72090(15) 0.0501(8) Uani 1 1 d . . . O13 O 0.7529(2) 0.6255(7) 0.5916(4) 0.163(2) Uani 1 1 d . . . O14 O 0.5305(4) 0.814(2) 0.3112(7) 0.218(8) Uani 0.50 1 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 C1 0.101(5) 0.100(6) 0.088(5) 0.006(4) 0.043(4) 0.042(4) C2 0.095(4) 0.091(5) 0.066(4) -0.026(3) 0.047(3) -0.017(4) C3 0.148(7) 0.082(5) 0.113(6) 0.002(4) 0.070(5) -0.018(5) C4 0.108(5) 0.092(5) 0.082(4) -0.027(4) 0.059(4) -0.035(4) C5 0.070(4) 0.130(6) 0.056(3) -0.016(4) 0.000(3) 0.001(4) C6 0.059(4) 0.114(6) 0.072(4) -0.008(4) 0.013(3) 0.023(4) C7 0.127(5) 0.098(6) 0.059(4) 0.017(4) 0.042(4) 0.022(4) C8 0.213(9) 0.084(6) 0.090(5) 0.013(4) 0.090(6) 0.001(6) C9 0.108(5) 0.078(5) 0.060(3) 0.003(3) 0.044(3) 0.030(4) C10 0.131(6) 0.077(5) 0.074(4) -0.020(4) 0.051(4) -0.028(4) C11 0.058(3) 0.126(6) 0.053(3) -0.009(4) 0.019(3) -0.019(4) C12 0.056(3) 0.132(6) 0.061(3) 0.018(4) 0.024(3) 0.011(4) C13 0.072(4) 0.168(8) 0.092(5) 0.039(5) 0.032(4) 0.012(5) C14 0.031(2) 0.043(3) 0.033(2) -0.0010(18) 0.0112(17) -0.0004(19) C15 0.029(2) 0.046(3) 0.037(2) 0.0007(19) 0.0113(17) 0.0042(19) C16 0.035(2) 0.040(3) 0.038(2) -0.0015(19) 0.0147(18) 0.0004(19) C18 0.034(2) 0.068(4) 0.057(3) -0.009(3) 0.002(2) 0.006(2) C19 0.038(2) 0.051(4) 0.068(3) 0.002(3) 0.006(2) -0.001(2) C20 0.040(2) 0.053(3) 0.053(3) 0.010(2) 0.015(2) 0.011(2) C21 0.049(3) 0.053(4) 0.071(3) -0.003(3) 0.029(3) -0.007(2) C22 0.043(2) 0.038(3) 0.055(3) -0.007(2) 0.014(2) -0.002(2) C23 0.048(3) 0.038(3) 0.066(3) -0.003(2) 0.024(2) -0.002(2) C24 0.035(2) 0.048(3) 0.049(3) 0.000(2) 0.0065(19) -0.002(2) C25 0.033(2) 0.040(3) 0.069(3) 0.001(2) 0.012(2) -0.001(2) C26 0.043(2) 0.037(3) 0.046(2) 0.0010(19) 0.020(2) 0.0087(19) C27 0.053(3) 0.061(4) 0.043(3) 0.005(2) 0.016(2) 0.007(2) C28 0.043(2) 0.038(3) 0.044(2) 0.0035(19) 0.0192(19) -0.001(2) C29 0.042(2) 0.038(3) 0.042(2) -0.002(2) 0.014(2) 0.004(2) Cu1 0.0549(4) 0.0638(5) 0.0471(4) -0.0068(3) 0.0176(3) 0.0041(3) N1 0.076(3) 0.091(4) 0.056(3) -0.007(2) 0.038(2) -0.020(3) N2 0.067(3) 0.084(4) 0.052(2) 0.007(2) 0.033(2) 0.015(2) N3 0.066(3) 0.073(3) 0.051(2) -0.018(2) 0.023(2) -0.008(2) N4 0.073(3) 0.080(3) 0.049(2) 0.002(2) 0.023(2) 0.014(3) N5 0.153(6) 0.074(4) 0.079(4) -0.003(3) 0.059(4) -0.006(4) N6 0.123(5) 0.074(4) 0.092(4) -0.017(3) 0.057(4) 0.013(4) N7 0.0325(17) 0.042(2) 0.0406(19) -0.0021(16) 0.0105(15) -0.0008(16) N8 0.0324(18) 0.040(2) 0.047(2) 0.0030(16) 0.0130(15) 0.0058(16) N9 0.0330(17) 0.037(2) 0.0395(18) 0.0021(15) 0.0117(14) 0.0007(16) N10 0.0355(18) 0.036(2) 0.050(2) -0.0010(16) 0.0127(16) -0.0023(16) N11 0.0377(18) 0.035(2) 0.044(2) 0.0000(15) 0.0123(15) 0.0007(15) N12 0.0311(18) 0.053(3) 0.048(2) 0.0062(18) 0.0079(16) 0.0087(17) O1 0.102(3) 0.062(3) 0.097(3) -0.003(2) 0.067(3) -0.010(2) O2 0.091(3) 0.056(3) 0.101(3) -0.008(2) 0.062(2) -0.012(2) O3 0.066(2) 0.062(3) 0.075(2) 0.009(2) 0.0296(19) -0.0105(19) O4 0.075(3) 0.069(3) 0.100(3) 0.003(2) 0.004(2) -0.019(2) O5 0.078(2) 0.046(2) 0.076(2) 0.0084(18) 0.0258(19) 0.0178(19) O6 0.075(2) 0.052(2) 0.066(2) 0.0139(17) 0.0340(19) 0.0166(18) O7 0.059(2) 0.066(2) 0.069(2) 0.0099(18) 0.0326(18) 0.0199(17) O8 0.0530(19) 0.065(2) 0.075(2) 0.0091(19) 0.0182(17) 0.0172(18) O9 0.082(3) 0.112(3) 0.051(2) 0.013(2) 0.039(2) 0.030(2) O10 0.074(2) 0.125(4) 0.056(2) 0.015(2) 0.0101(19) 0.051(3) O11 0.0531(18) 0.062(2) 0.0534(19) -0.0093(16) 0.0130(15) -0.0155(17) O12 0.0606(19) 0.051(2) 0.0465(17) 0.0000(15) 0.0297(16) -0.0006(16) O13 0.188(6) 0.146(6) 0.158(5) -0.004(4) 0.067(5) -0.035(5) O14 0.162(11) 0.41(3) 0.121(9) 0.028(12) 0.100(9) -0.024(14) _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 C1 N6 1.423(8) . ? C1 N2 1.496(8) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 N6 1.464(8) . ? C2 N3 1.511(7) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N6 1.489(8) . ? C3 C4 1.518(10) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 N3 1.477(7) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.496(9) . ? C5 N3 1.493(7) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N4 1.470(7) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 N4 1.499(7) . ? C7 C8 1.526(10) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N5 1.516(8) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 N5 1.410(8) . ? C9 N4 1.509(7) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N5 1.417(9) . ? C10 N1 1.485(8) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N1 1.461(7) . ? C11 C12 1.464(9) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N2 1.512(7) . ? C12 C13 1.526(8) . ? C12 H12 0.9800 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 N9 1.337(5) . ? C14 N7 1.348(5) . ? C14 N11 1.355(5) . ? C15 N7 1.336(5) . ? C15 N8 1.352(5) . ? C15 N12 1.370(5) . ? C16 N8 1.335(5) . ? C16 N9 1.336(5) . ? C16 N10 1.352(5) . ? C18 N12 1.453(6) . ? C18 C19 1.495(7) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 O4 1.215(6) . ? C19 O3 1.301(6) . ? C20 N12 1.450(6) . ? C20 C21 1.509(7) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 O1 1.227(6) . ? C21 O2 1.265(6) . ? C22 N10 1.452(6) . ? C22 C23 1.509(6) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 O5 1.215(5) . ? C23 O6 1.313(5) . ? C24 N10 1.461(5) . ? C24 C25 1.502(6) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 O7 1.250(5) . ? C25 O8 1.259(5) . ? C26 N11 1.444(5) . ? C26 C27 1.495(6) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 O9 1.215(5) . ? C27 O10 1.302(5) . ? C28 N11 1.445(5) . ? C28 C29 1.507(6) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 O12 1.231(5) . ? C29 O11 1.290(5) . ? Cu1 N2 2.007(4) . ? Cu1 N4 2.009(4) . ? Cu1 N3 2.015(4) . ? Cu1 N1 2.018(4) . ? Cu1 O12 2.373(3) . ? N1 H1C 0.9100 . ? N2 H2C 0.9100 . ? O2 H2 0.8200 . ? O3 H3 0.8200 . ? O6 H6 0.8200 . ? O10 H10 0.8200 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N6 C1 N2 115.4(5) . . ? N6 C1 H1A 108.4 . . ? N2 C1 H1A 108.4 . . ? N6 C1 H1B 108.4 . . ? N2 C1 H1B 108.4 . . ? H1A C1 H1B 107.5 . . ? N6 C2 N3 103.9(4) . . ? N6 C2 H2A 111.0 . . ? N3 C2 H2A 111.0 . . ? N6 C2 H2B 111.0 . . ? N3 C2 H2B 111.0 . . ? H2A C2 H2B 109.0 . . ? N6 C3 C4 106.7(6) . . ? N6 C3 H3A 110.4 . . ? C4 C3 H3A 110.4 . . ? N6 C3 H3B 110.4 . . ? C4 C3 H3B 110.4 . . ? H3A C3 H3B 108.6 . . ? N3 C4 C3 104.7(5) . . ? N3 C4 H4A 110.8 . . ? C3 C4 H4A 110.8 . . ? N3 C4 H4B 110.8 . . ? C3 C4 H4B 110.8 . . ? H4A C4 H4B 108.9 . . ? C6 C5 N3 107.6(4) . . ? C6 C5 H5A 110.2 . . ? N3 C5 H5A 110.2 . . ? C6 C5 H5B 110.2 . . ? N3 C5 H5B 110.2 . . ? H5A C5 H5B 108.5 . . ? N4 C6 C5 107.5(5) . . ? N4 C6 H6A 110.2 . . ? C5 C6 H6A 110.2 . . ? N4 C6 H6B 110.2 . . ? C5 C6 H6B 110.2 . . ? H6A C6 H6B 108.5 . . ? N4 C7 C8 105.2(5) . . ? N4 C7 H7A 110.7 . . ? C8 C7 H7A 110.7 . . ? N4 C7 H7B 110.7 . . ? C8 C7 H7B 110.7 . . ? H7A C7 H7B 108.8 . . ? N5 C8 C7 105.7(6) . . ? N5 C8 H8A 110.6 . . ? C7 C8 H8A 110.6 . . ? N5 C8 H8B 110.6 . . ? C7 C8 H8B 110.6 . . ? H8A C8 H8B 108.7 . . ? N5 C9 N4 106.1(5) . . ? N5 C9 H9A 110.5 . . ? N4 C9 H9A 110.5 . . ? N5 C9 H9B 110.5 . . ? N4 C9 H9B 110.5 . . ? H9A C9 H9B 108.7 . . ? N5 C10 N1 115.3(5) . . ? N5 C10 H10A 108.5 . . ? N1 C10 H10A 108.5 . . ? N5 C10 H10B 108.5 . . ? N1 C10 H10B 108.5 . . ? H10A C10 H10B 107.5 . . ? N1 C11 C12 109.0(5) . . ? N1 C11 H11A 109.9 . . ? C12 C11 H11A 109.9 . . ? N1 C11 H11B 109.9 . . ? C12 C11 H11B 109.9 . . ? H11A C11 H11B 108.3 . . ? C11 C12 N2 108.3(4) . . ? C11 C12 C13 109.9(6) . . ? N2 C12 C13 115.3(6) . . ? C11 C12 H12 107.7 . . ? N2 C12 H12 107.7 . . ? C13 C12 H12 107.7 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N9 C14 N7 125.5(4) . . ? N9 C14 N11 116.9(3) . . ? N7 C14 N11 117.5(3) . . ? N7 C15 N8 126.9(3) . . ? N7 C15 N12 117.2(4) . . ? N8 C15 N12 115.8(4) . . ? N8 C16 N9 127.2(4) . . ? N8 C16 N10 116.3(4) . . ? N9 C16 N10 116.5(3) . . ? N12 C18 C19 114.7(4) . . ? N12 C18 H18A 108.6 . . ? C19 C18 H18A 108.6 . . ? N12 C18 H18B 108.6 . . ? C19 C18 H18B 108.6 . . ? H18A C18 H18B 107.6 . . ? O4 C19 O3 121.4(5) . . ? O4 C19 C18 120.7(5) . . ? O3 C19 C18 117.8(5) . . ? N12 C20 C21 113.2(4) . . ? N12 C20 H20A 108.9 . . ? C21 C20 H20A 108.9 . . ? N12 C20 H20B 108.9 . . ? C21 C20 H20B 108.9 . . ? H20A C20 H20B 107.8 . . ? O1 C21 O2 122.6(5) . . ? O1 C21 C20 120.7(5) . . ? O2 C21 C20 116.7(5) . . ? N10 C22 C23 115.3(4) . . ? N10 C22 H22A 108.5 . . ? C23 C22 H22A 108.5 . . ? N10 C22 H22B 108.5 . . ? C23 C22 H22B 108.5 . . ? H22A C22 H22B 107.5 . . ? O5 C23 O6 120.7(4) . . ? O5 C23 C22 121.0(4) . . ? O6 C23 C22 118.2(4) . . ? N10 C24 C25 113.6(4) . . ? N10 C24 H24A 108.8 . . ? C25 C24 H24A 108.8 . . ? N10 C24 H24B 108.8 . . ? C25 C24 H24B 108.8 . . ? H24A C24 H24B 107.7 . . ? O7 C25 O8 124.0(4) . . ? O7 C25 C24 119.8(4) . . ? O8 C25 C24 116.1(4) . . ? N11 C26 C27 114.5(3) . . ? N11 C26 H26A 108.6 . . ? C27 C26 H26A 108.6 . . ? N11 C26 H26B 108.6 . . ? C27 C26 H26B 108.6 . . ? H26A C26 H26B 107.6 . . ? O9 C27 O10 120.9(4) . . ? O9 C27 C26 123.0(4) . . ? O10 C27 C26 116.1(4) . . ? N11 C28 C29 114.5(3) . . ? N11 C28 H28A 108.6 . . ? C29 C28 H28A 108.6 . . ? N11 C28 H28B 108.6 . . ? C29 C28 H28B 108.6 . . ? H28A C28 H28B 107.6 . . ? O12 C29 O11 123.1(4) . . ? O12 C29 C28 121.8(4) . . ? O11 C29 C28 115.0(4) . . ? N2 Cu1 N4 177.23(19) . . ? N2 Cu1 N3 96.05(19) . . ? N4 Cu1 N3 86.16(19) . . ? N2 Cu1 N1 85.5(2) . . ? N4 Cu1 N1 92.0(2) . . ? N3 Cu1 N1 166.92(16) . . ? N2 Cu1 O12 86.53(13) . . ? N4 Cu1 O12 94.59(14) . . ? N3 Cu1 O12 103.32(14) . . ? N1 Cu1 O12 89.74(13) . . ? C11 N1 C10 114.0(5) . . ? C11 N1 Cu1 106.2(4) . . ? C10 N1 Cu1 119.1(4) . . ? C11 N1 H1C 105.5 . . ? C10 N1 H1C 105.5 . . ? Cu1 N1 H1C 105.5 . . ? C1 N2 C12 114.5(5) . . ? C1 N2 Cu1 117.5(3) . . ? C12 N2 Cu1 107.4(4) . . ? C1 N2 H2C 105.4 . . ? C12 N2 H2C 105.4 . . ? Cu1 N2 H2C 105.4 . . ? C4 N3 C5 112.6(5) . . ? C4 N3 C2 100.7(5) . . ? C5 N3 C2 114.7(4) . . ? C4 N3 Cu1 115.7(3) . . ? C5 N3 Cu1 106.7(4) . . ? C2 N3 Cu1 106.6(3) . . ? C6 N4 C7 113.9(5) . . ? C6 N4 C9 115.4(4) . . ? C7 N4 C9 100.6(5) . . ? C6 N4 Cu1 104.9(4) . . ? C7 N4 Cu1 112.0(4) . . ? C9 N4 Cu1 110.2(3) . . ? C9 N5 C10 115.1(5) . . ? C9 N5 C8 103.1(6) . . ? C10 N5 C8 113.1(6) . . ? C1 N6 C2 115.1(6) . . ? C1 N6 C3 114.2(5) . . ? C2 N6 C3 103.5(5) . . ? C15 N7 C14 113.7(3) . . ? C16 N8 C15 112.4(4) . . ? C16 N9 C14 114.2(3) . . ? C16 N10 C22 118.2(3) . . ? C16 N10 C24 117.9(4) . . ? C22 N10 C24 123.5(3) . . ? C14 N11 C28 120.3(3) . . ? C14 N11 C26 119.7(3) . . ? C28 N11 C26 119.9(3) . . ? C15 N12 C18 118.3(4) . . ? C15 N12 C20 120.7(4) . . ? C18 N12 C20 120.9(3) . . ? C21 O2 H2 109.5 . . ? C19 O3 H3 109.5 . . ? C23 O6 H6 109.5 . . ? C27 O10 H10 109.5 . . ? C29 O12 Cu1 151.0(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N6 C3 C4 N3 12.9(7) . . . . ? N3 C5 C6 N4 -57.5(7) . . . . ? N4 C7 C8 N5 5.1(8) . . . . ? N1 C11 C12 N2 53.8(6) . . . . ? N1 C11 C12 C13 -179.5(4) . . . . ? N12 C18 C19 O4 146.8(5) . . . . ? N12 C18 C19 O3 -36.9(6) . . . . ? N12 C20 C21 O1 9.3(6) . . . . ? N12 C20 C21 O2 -171.7(4) . . . . ? N10 C22 C23 O5 -153.0(4) . . . . ? N10 C22 C23 O6 30.1(6) . . . . ? N10 C24 C25 O7 -27.6(6) . . . . ? N10 C24 C25 O8 155.4(4) . . . . ? N11 C26 C27 O9 5.9(7) . . . . ? N11 C26 C27 O10 -173.6(5) . . . . ? N11 C28 C29 O12 2.6(6) . . . . ? N11 C28 C29 O11 -179.6(4) . . . . ? C12 C11 N1 C10 -178.0(5) . . . . ? C12 C11 N1 Cu1 -44.8(5) . . . . ? N5 C10 N1 C11 166.8(5) . . . . ? N5 C10 N1 Cu1 40.0(7) . . . . ? N2 Cu1 N1 C11 19.5(3) . . . . ? N4 Cu1 N1 C11 -161.6(3) . . . . ? N3 Cu1 N1 C11 116.7(8) . . . . ? O12 Cu1 N1 C11 -67.1(3) . . . . ? N2 Cu1 N1 C10 149.8(4) . . . . ? N4 Cu1 N1 C10 -31.3(4) . . . . ? N3 Cu1 N1 C10 -113.0(8) . . . . ? O12 Cu1 N1 C10 63.2(4) . . . . ? N6 C1 N2 C12 162.9(5) . . . . ? N6 C1 N2 Cu1 35.4(7) . . . . ? C11 C12 N2 C1 -167.5(5) . . . . ? C13 C12 N2 C1 69.0(7) . . . . ? C11 C12 N2 Cu1 -35.0(5) . . . . ? C13 C12 N2 Cu1 -158.5(5) . . . . ? N4 Cu1 N2 C1 115(3) . . . . ? N3 Cu1 N2 C1 -27.8(4) . . . . ? N1 Cu1 N2 C1 139.1(4) . . . . ? O12 Cu1 N2 C1 -130.8(4) . . . . ? N4 Cu1 N2 C12 -16(3) . . . . ? N3 Cu1 N2 C12 -158.6(3) . . . . ? N1 Cu1 N2 C12 8.3(3) . . . . ? O12 Cu1 N2 C12 98.3(3) . . . . ? C3 C4 N3 C5 -157.6(5) . . . . ? C3 C4 N3 C2 -35.0(6) . . . . ? C3 C4 N3 Cu1 79.4(5) . . . . ? C6 C5 N3 C4 -91.1(6) . . . . ? C6 C5 N3 C2 154.6(5) . . . . ? C6 C5 N3 Cu1 36.8(6) . . . . ? N6 C2 N3 C4 46.0(5) . . . . ? N6 C2 N3 C5 167.1(5) . . . . ? N6 C2 N3 Cu1 -75.2(5) . . . . ? N2 Cu1 N3 C4 -64.1(4) . . . . ? N4 Cu1 N3 C4 117.5(4) . . . . ? N1 Cu1 N3 C4 -160.1(8) . . . . ? O12 Cu1 N3 C4 23.7(4) . . . . ? N2 Cu1 N3 C5 169.8(3) . . . . ? N4 Cu1 N3 C5 -8.5(4) . . . . ? N1 Cu1 N3 C5 73.8(9) . . . . ? O12 Cu1 N3 C5 -102.4(3) . . . . ? N2 Cu1 N3 C2 46.8(4) . . . . ? N4 Cu1 N3 C2 -131.5(4) . . . . ? N1 Cu1 N3 C2 -49.2(10) . . . . ? O12 Cu1 N3 C2 134.7(3) . . . . ? C5 C6 N4 C7 -75.1(6) . . . . ? C5 C6 N4 C9 169.3(5) . . . . ? C5 C6 N4 Cu1 47.7(5) . . . . ? C8 C7 N4 C6 -152.2(6) . . . . ? C8 C7 N4 C9 -28.1(6) . . . . ? C8 C7 N4 Cu1 89.0(6) . . . . ? N5 C9 N4 C6 167.3(5) . . . . ? N5 C9 N4 C7 44.2(6) . . . . ? N5 C9 N4 Cu1 -74.1(5) . . . . ? N2 Cu1 N4 C6 -165(3) . . . . ? N3 Cu1 N4 C6 -21.5(3) . . . . ? N1 Cu1 N4 C6 171.5(3) . . . . ? O12 Cu1 N4 C6 81.6(3) . . . . ? N2 Cu1 N4 C7 -41(3) . . . . ? N3 Cu1 N4 C7 102.5(4) . . . . ? N1 Cu1 N4 C7 -64.5(4) . . . . ? O12 Cu1 N4 C7 -154.4(4) . . . . ? N2 Cu1 N4 C9 70(3) . . . . ? N3 Cu1 N4 C9 -146.4(4) . . . . ? N1 Cu1 N4 C9 46.6(4) . . . . ? O12 Cu1 N4 C9 -43.3(4) . . . . ? N4 C9 N5 C10 82.5(6) . . . . ? N4 C9 N5 C8 -41.2(6) . . . . ? N1 C10 N5 C9 -63.5(7) . . . . ? N1 C10 N5 C8 54.7(8) . . . . ? C7 C8 N5 C9 21.9(8) . . . . ? C7 C8 N5 C10 -103.1(7) . . . . ? N2 C1 N6 C2 -63.5(7) . . . . ? N2 C1 N6 C3 56.0(8) . . . . ? N3 C2 N6 C1 87.3(6) . . . . ? N3 C2 N6 C3 -37.9(6) . . . . ? C4 C3 N6 C1 -110.3(6) . . . . ? C4 C3 N6 C2 15.6(7) . . . . ? N8 C15 N7 C14 0.8(6) . . . . ? N12 C15 N7 C14 -176.9(3) . . . . ? N9 C14 N7 C15 -1.1(5) . . . . ? N11 C14 N7 C15 179.1(3) . . . . ? N9 C16 N8 C15 -1.9(6) . . . . ? N10 C16 N8 C15 178.5(3) . . . . ? N7 C15 N8 C16 0.6(6) . . . . ? N12 C15 N8 C16 178.3(3) . . . . ? N8 C16 N9 C14 1.6(6) . . . . ? N10 C16 N9 C14 -178.8(3) . . . . ? N7 C14 N9 C16 0.1(5) . . . . ? N11 C14 N9 C16 179.9(3) . . . . ? N8 C16 N10 C22 5.0(5) . . . . ? N9 C16 N10 C22 -174.7(3) . . . . ? N8 C16 N10 C24 177.0(3) . . . . ? N9 C16 N10 C24 -2.7(5) . . . . ? C23 C22 N10 C16 66.4(5) . . . . ? C23 C22 N10 C24 -105.1(4) . . . . ? C25 C24 N10 C16 -71.0(5) . . . . ? C25 C24 N10 C22 100.5(5) . . . . ? N9 C14 N11 C28 -176.5(3) . . . . ? N7 C14 N11 C28 3.3(5) . . . . ? N9 C14 N11 C26 6.7(5) . . . . ? N7 C14 N11 C26 -173.5(3) . . . . ? C29 C28 N11 C14 -79.5(5) . . . . ? C29 C28 N11 C26 97.3(4) . . . . ? C27 C26 N11 C14 -89.5(5) . . . . ? C27 C26 N11 C28 93.6(5) . . . . ? N7 C15 N12 C18 -4.4(5) . . . . ? N8 C15 N12 C18 177.7(4) . . . . ? N7 C15 N12 C20 179.3(4) . . . . ? N8 C15 N12 C20 1.3(5) . . . . ? C19 C18 N12 C15 -63.0(5) . . . . ? C19 C18 N12 C20 113.4(5) . . . . ? C21 C20 N12 C15 86.4(5) . . . . ? C21 C20 N12 C18 -89.8(5) . . . . ? O11 C29 O12 Cu1 21.1(9) . . . . ? C28 C29 O12 Cu1 -161.3(4) . . . . ? N2 Cu1 O12 C29 82.9(6) . . . . ? N4 Cu1 O12 C29 -99.6(6) . . . . ? N3 Cu1 O12 C29 -12.5(6) . . . . ? N1 Cu1 O12 C29 168.4(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10 O8 0.82 1.72 2.508(5) 159.3 5_666 O6 H6 N10 0.82 2.43 2.827(5) 111.1 . O6 H6 O7 0.82 1.75 2.536(5) 160.6 . O3 H3 N12 0.82 2.42 2.823(5) 111.6 . O3 H3 O1 0.82 1.72 2.528(5) 166.6 . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.946 _refine_diff_density_min -0.484 _refine_diff_density_rms 0.082 # Attachment '4.txt' data_8 _database_code_depnum_ccdc_archive 'CCDC 848729' #TrackingRef '4.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H28 Cl2 Cu N6 O8' _chemical_formula_weight 530.85 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 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 17.0877(19) _cell_length_b 9.2378(10) _cell_length_c 14.0442(15) _cell_angle_alpha 90.00 _cell_angle_beta 111.1360(10) _cell_angle_gamma 90.00 _cell_volume 2067.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.705 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1100 _exptl_absorpt_coefficient_mu 1.370 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6683 _exptl_absorpt_correction_T_max 0.7172 _exptl_absorpt_process_details SADABS _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_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11626 _diffrn_reflns_av_R_equivalents 0.0179 _diffrn_reflns_av_sigmaI/netI 0.0217 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 26.50 _reflns_number_total 4288 _reflns_number_gt 3752 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0371P)^2^+0.9045P] 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 SHELXL _refine_ls_extinction_coef 0.0010(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4288 _refine_ls_number_parameters 312 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0342 _refine_ls_R_factor_gt 0.0282 _refine_ls_wR_factor_ref 0.0742 _refine_ls_wR_factor_gt 0.0712 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.88779(12) 0.7166(2) 0.54509(15) 0.0332(4) Uani 1 1 d . . . H1 H 0.8550 0.8014 0.5115 0.040 Uiso 1 1 calc R . . C2 C 0.88266(12) 0.6048(2) 0.46372(15) 0.0357(4) Uani 1 1 d . . . H2A H 0.9025 0.6465 0.4132 0.043 Uiso 1 1 calc R . . H2B H 0.9178 0.5224 0.4945 0.043 Uiso 1 1 calc R . . C3 C 0.97774(14) 0.7642(3) 0.6012(2) 0.0565(7) Uani 1 1 d . . . H3A H 0.9794 0.8332 0.6529 0.085 Uiso 1 1 calc R . . H3B H 0.9994 0.8079 0.5537 0.085 Uiso 1 1 calc R . . H3C H 1.0113 0.6816 0.6323 0.085 Uiso 1 1 calc R . . C4 C 0.78407(14) 0.4339(2) 0.34192(17) 0.0407(5) Uani 1 1 d . . . H4A H 0.7908 0.4700 0.2805 0.049 Uiso 1 1 calc R . . H4B H 0.8285 0.3642 0.3728 0.049 Uiso 1 1 calc R . . C5 C 0.69286(15) 0.2846(2) 0.39664(18) 0.0412(5) Uani 1 1 d . . . H5A H 0.7459 0.2483 0.4440 0.049 Uiso 1 1 calc R . . H5B H 0.6546 0.2039 0.3717 0.049 Uiso 1 1 calc R . . C6 C 0.63005(16) 0.4545(3) 0.27273(19) 0.0525(6) Uani 1 1 d . . . H6A H 0.5903 0.4141 0.2102 0.063 Uiso 1 1 calc R . . H6B H 0.6459 0.5506 0.2585 0.063 Uiso 1 1 calc R . . C7 C 0.59156(14) 0.4606(3) 0.35589(19) 0.0505(6) Uani 1 1 d . . . H7A H 0.5801 0.5598 0.3695 0.061 Uiso 1 1 calc R . . H7B H 0.5398 0.4055 0.3360 0.061 Uiso 1 1 calc R . . C8 C 0.62437(16) 0.3329(3) 0.5226(2) 0.0513(6) Uani 1 1 d . . . H8A H 0.6626 0.2594 0.5629 0.062 Uiso 1 1 calc R . . H8B H 0.5700 0.2884 0.4882 0.062 Uiso 1 1 calc R . . C9 C 0.61670(15) 0.4544(3) 0.5907(2) 0.0512(6) Uani 1 1 d . . . H9A H 0.5752 0.5241 0.5512 0.061 Uiso 1 1 calc R . . H9B H 0.5992 0.4164 0.6442 0.061 Uiso 1 1 calc R . . C10 C 0.69514(13) 0.6721(2) 0.67658(16) 0.0355(4) Uani 1 1 d . . . H10A H 0.6737 0.7417 0.6216 0.043 Uiso 1 1 calc R . . H10B H 0.6591 0.6722 0.7164 0.043 Uiso 1 1 calc R . . C11 C 0.75959(17) 0.4486(2) 0.72683(18) 0.0485(6) Uani 1 1 d . . . H11A H 0.7958 0.3838 0.7071 0.058 Uiso 1 1 calc R . . H11B H 0.7296 0.3931 0.7614 0.058 Uiso 1 1 calc R . . C12 C 0.81045(16) 0.5689(2) 0.79528(17) 0.0470(5) Uani 1 1 d . . . H12A H 0.8019 0.5692 0.8599 0.056 Uiso 1 1 calc R . . H12B H 0.8698 0.5557 0.8086 0.056 Uiso 1 1 calc R . . C13 C 0.83085(13) 0.7589(2) 0.68322(15) 0.0343(4) Uani 1 1 d . . . H13A H 0.8844 0.7916 0.7316 0.041 Uiso 1 1 calc R . . H13B H 0.8029 0.8422 0.6433 0.041 Uiso 1 1 calc R . . Cl1 Cl 0.90447(3) 0.17765(6) 0.61064(4) 0.04400(14) Uani 1 1 d . . . Cl2 Cl 0.61266(3) 0.87783(6) 0.42803(4) 0.04028(13) Uani 1 1 d . . . Cu1 Cu 0.747556(14) 0.53575(2) 0.524598(17) 0.02918(9) Uani 1 1 d . . . H2 H 0.7689(15) 0.626(3) 0.3820(18) 0.043(7) Uiso 1 1 d . . . H1A H 0.8790(13) 0.591(2) 0.6480(17) 0.030(6) Uiso 1 1 d . . . N1 N 0.84698(10) 0.65059(18) 0.61291(12) 0.0288(3) Uani 1 1 d . A . N2 N 0.69965(11) 0.52438(17) 0.63555(13) 0.0350(4) Uani 1 1 d . A . N3 N 0.65678(11) 0.39521(18) 0.44640(13) 0.0363(4) Uani 1 1 d . A . N4 N 0.79460(11) 0.55765(18) 0.41445(13) 0.0299(3) Uani 1 1 d . A . N5 N 0.70463(12) 0.36074(19) 0.31368(14) 0.0419(4) Uani 1 1 d . . . N7 N 0.78032(11) 0.70563(18) 0.73975(12) 0.0354(4) Uani 1 1 d . . . O4 O 0.87772(13) 0.1114(2) 0.51254(16) 0.0768(6) Uani 1 1 d . A . O5 O 0.67979(10) 0.77878(19) 0.43467(14) 0.0558(4) Uani 1 1 d . A . O6 O 0.64223(16) 0.9758(2) 0.51112(16) 0.0813(7) Uani 1 1 d . . . O7 O 0.58903(12) 0.9557(2) 0.33457(15) 0.0661(5) Uani 1 1 d . . . O8 O 0.54485(12) 0.7959(2) 0.43484(19) 0.0754(6) Uani 1 1 d . . . O1 O 0.8763(12) 0.1073(14) 0.6766(11) 0.102(5) Uani 0.48(2) 1 d P A 1 O2 O 0.9904(5) 0.1884(16) 0.6440(8) 0.105(4) Uani 0.48(2) 1 d P A 1 O3 O 0.8710(7) 0.3216(10) 0.5962(8) 0.088(3) Uani 0.48(2) 1 d P A 1 O9 O 0.9839(8) 0.131(2) 0.6711(14) 0.166(6) Uani 0.52(2) 1 d P A 2 O10 O 0.9022(14) 0.3260(10) 0.6096(11) 0.135(5) Uani 0.52(2) 1 d P A 2 O11 O 0.8518(13) 0.1325(18) 0.6575(14) 0.130(6) Uani 0.52(2) 1 d P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0319(10) 0.0361(10) 0.0332(10) 0.0048(9) 0.0136(8) -0.0052(8) C2 0.0325(10) 0.0440(11) 0.0356(11) 0.0041(9) 0.0184(9) -0.0005(9) C3 0.0411(12) 0.0788(18) 0.0501(14) -0.0059(14) 0.0170(11) -0.0205(12) C4 0.0527(13) 0.0401(11) 0.0390(12) -0.0090(10) 0.0283(10) -0.0007(10) C5 0.0517(12) 0.0296(10) 0.0494(13) -0.0120(10) 0.0267(11) -0.0053(9) C6 0.0520(14) 0.0561(15) 0.0394(13) -0.0083(11) 0.0045(11) -0.0045(11) C7 0.0396(12) 0.0493(14) 0.0573(15) -0.0144(12) 0.0110(11) -0.0017(10) C8 0.0575(14) 0.0483(13) 0.0617(15) -0.0183(12) 0.0378(13) -0.0277(11) C9 0.0515(13) 0.0572(15) 0.0604(15) -0.0199(12) 0.0389(12) -0.0235(11) C10 0.0450(11) 0.0337(10) 0.0343(11) -0.0031(9) 0.0222(9) 0.0006(9) C11 0.0755(16) 0.0322(11) 0.0468(13) 0.0090(10) 0.0330(13) 0.0027(11) C12 0.0630(14) 0.0483(13) 0.0314(11) 0.0101(10) 0.0189(11) 0.0031(11) C13 0.0445(11) 0.0287(9) 0.0305(10) -0.0046(8) 0.0144(9) -0.0066(8) Cl1 0.0469(3) 0.0430(3) 0.0466(3) -0.0017(2) 0.0222(3) -0.0025(2) Cl2 0.0419(3) 0.0377(3) 0.0439(3) 0.0053(2) 0.0186(2) 0.0067(2) Cu1 0.03247(14) 0.03068(14) 0.02971(14) -0.00649(10) 0.01762(10) -0.00641(9) N1 0.0327(8) 0.0277(8) 0.0266(8) 0.0034(7) 0.0113(7) 0.0012(7) N2 0.0442(9) 0.0318(9) 0.0377(9) -0.0062(7) 0.0254(8) -0.0082(7) N3 0.0383(9) 0.0329(9) 0.0423(10) -0.0127(8) 0.0203(8) -0.0088(7) N4 0.0344(8) 0.0297(8) 0.0285(8) 0.0000(7) 0.0148(7) 0.0027(7) N5 0.0539(11) 0.0370(9) 0.0388(10) -0.0130(8) 0.0216(9) -0.0060(8) N7 0.0490(10) 0.0331(8) 0.0268(8) -0.0017(7) 0.0168(8) -0.0022(8) O4 0.0799(14) 0.0884(15) 0.0575(12) -0.0257(11) 0.0193(11) 0.0087(12) O5 0.0479(9) 0.0538(10) 0.0701(12) 0.0016(9) 0.0267(9) 0.0138(8) O6 0.1227(19) 0.0546(12) 0.0609(13) -0.0156(10) 0.0261(13) 0.0083(12) O7 0.0679(12) 0.0712(13) 0.0524(11) 0.0219(10) 0.0133(9) 0.0058(9) O8 0.0550(11) 0.0663(12) 0.1196(18) 0.0191(12) 0.0492(12) 0.0021(9) O1 0.183(12) 0.067(4) 0.073(4) 0.005(4) 0.065(6) -0.055(6) O2 0.038(3) 0.201(12) 0.083(5) -0.051(6) 0.032(4) -0.042(6) O3 0.121(6) 0.051(4) 0.068(4) -0.015(3) 0.004(4) 0.044(4) O9 0.091(7) 0.181(11) 0.147(10) -0.100(8) -0.053(5) 0.073(6) O10 0.267(15) 0.044(4) 0.132(9) 0.008(4) 0.118(10) -0.035(6) O11 0.159(10) 0.138(9) 0.156(12) -0.006(7) 0.132(10) -0.031(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.498(2) . ? C1 C3 1.518(3) . ? C1 C2 1.519(3) . ? C2 N4 1.477(2) . ? C4 N5 1.438(3) . ? C4 N4 1.498(3) . ? C5 N5 1.436(3) . ? C5 N3 1.491(3) . ? C6 N5 1.475(3) . ? C6 C7 1.534(4) . ? C7 N3 1.484(3) . ? C8 N3 1.487(3) . ? C8 C9 1.510(3) . ? C9 N2 1.477(3) . ? C10 N7 1.439(3) . ? C10 N2 1.494(2) . ? C11 N2 1.495(3) . ? C11 C12 1.520(3) . ? C12 N7 1.477(3) . ? C13 N7 1.453(3) . ? C13 N1 1.500(2) . ? Cl1 O1 1.354(12) . ? Cl1 O11 1.358(12) . ? Cl1 O10 1.371(9) . ? Cl1 O2 1.375(8) . ? Cl1 O9 1.386(10) . ? Cl1 O4 1.424(2) . ? Cl1 O3 1.432(8) . ? Cl2 O8 1.4157(18) . ? Cl2 O6 1.418(2) . ? Cl2 O7 1.4215(18) . ? Cl2 O5 1.4439(16) . ? Cu1 N4 1.9942(16) . ? Cu1 N2 2.0073(16) . ? Cu1 N1 2.0076(16) . ? Cu1 N3 2.0171(16) . ? Cu1 O5 2.6310(17) . ? Cu1 O3 2.801(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C3 113.87(17) . . ? N1 C1 C2 106.73(15) . . ? C3 C1 C2 111.12(18) . . ? N4 C2 C1 109.00(15) . . ? N5 C4 N4 114.58(16) . . ? N5 C5 N3 104.29(17) . . ? N5 C6 C7 105.79(19) . . ? N3 C7 C6 103.96(18) . . ? N3 C8 C9 107.92(18) . . ? N2 C9 C8 107.86(18) . . ? N7 C10 N2 104.68(16) . . ? N2 C11 C12 105.00(16) . . ? N7 C12 C11 106.28(18) . . ? N7 C13 N1 114.84(15) . . ? O1 Cl1 O11 20.0(15) . . ? O1 Cl1 O10 118.1(8) . . ? O11 Cl1 O10 106.9(8) . . ? O1 Cl1 O2 113.6(9) . . ? O11 Cl1 O2 132.1(10) . . ? O10 Cl1 O2 87.4(8) . . ? O1 Cl1 O9 86.7(12) . . ? O11 Cl1 O9 106.3(10) . . ? O10 Cl1 O9 109.7(8) . . ? O2 Cl1 O9 28.8(11) . . ? O1 Cl1 O4 112.7(6) . . ? O11 Cl1 O4 107.4(8) . . ? O10 Cl1 O4 114.9(6) . . ? O2 Cl1 O4 106.9(4) . . ? O9 Cl1 O4 111.1(5) . . ? O1 Cl1 O3 108.7(8) . . ? O11 Cl1 O3 93.0(9) . . ? O10 Cl1 O3 20.3(10) . . ? O2 Cl1 O3 107.7(7) . . ? O9 Cl1 O3 129.1(7) . . ? O4 Cl1 O3 106.8(4) . . ? O8 Cl2 O6 110.06(15) . . ? O8 Cl2 O7 111.45(13) . . ? O6 Cl2 O7 109.60(13) . . ? O8 Cl2 O5 107.91(11) . . ? O6 Cl2 O5 108.20(13) . . ? O7 Cl2 O5 109.55(12) . . ? N4 Cu1 N2 177.17(7) . . ? N4 Cu1 N1 86.42(7) . . ? N2 Cu1 N1 92.25(7) . . ? N4 Cu1 N3 95.10(7) . . ? N2 Cu1 N3 86.57(7) . . ? N1 Cu1 N3 171.78(7) . . ? N4 Cu1 O5 76.81(6) . . ? N2 Cu1 O5 100.67(6) . . ? N1 Cu1 O5 88.48(6) . . ? N3 Cu1 O5 99.73(6) . . ? N4 Cu1 O3 83.6(3) . . ? N2 Cu1 O3 98.6(3) . . ? N1 Cu1 O3 78.0(2) . . ? N3 Cu1 O3 94.2(2) . . ? O5 Cu1 O3 156.8(3) . . ? C1 N1 C13 112.67(15) . . ? C1 N1 Cu1 107.85(12) . . ? C13 N1 Cu1 116.35(12) . . ? C9 N2 C10 112.93(17) . . ? C9 N2 C11 114.61(18) . . ? C10 N2 C11 102.20(16) . . ? C9 N2 Cu1 106.79(13) . . ? C10 N2 Cu1 110.11(12) . . ? C11 N2 Cu1 110.18(13) . . ? C7 N3 C8 114.49(18) . . ? C7 N3 C5 100.80(17) . . ? C8 N3 C5 113.33(17) . . ? C7 N3 Cu1 113.39(13) . . ? C8 N3 Cu1 105.69(13) . . ? C5 N3 Cu1 109.24(13) . . ? C2 N4 C4 113.31(16) . . ? C2 N4 Cu1 107.10(12) . . ? C4 N4 Cu1 117.84(12) . . ? C5 N5 C4 113.64(18) . . ? C5 N5 C6 104.47(18) . . ? C4 N5 C6 115.37(18) . . ? C10 N7 C13 113.85(16) . . ? C10 N7 C12 102.92(16) . . ? C13 N7 C12 114.57(17) . . ? Cl2 O5 Cu1 140.68(11) . . ? Cl1 O3 Cu1 156.4(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 N4 53.0(2) . . . . ? C3 C1 C2 N4 177.68(18) . . . . ? N5 C6 C7 N3 11.5(2) . . . . ? N3 C8 C9 N2 -56.0(3) . . . . ? N2 C11 C12 N7 -2.0(2) . . . . ? C3 C1 N1 C13 69.3(2) . . . . ? C2 C1 N1 C13 -167.75(16) . . . . ? C3 C1 N1 Cu1 -160.96(17) . . . . ? C2 C1 N1 Cu1 -37.97(17) . . . . ? N7 C13 N1 C1 171.26(16) . . . . ? N7 C13 N1 Cu1 46.0(2) . . . . ? N4 Cu1 N1 C1 13.01(13) . . . . ? N2 Cu1 N1 C1 -164.49(13) . . . . ? N3 Cu1 N1 C1 114.0(4) . . . . ? O5 Cu1 N1 C1 -63.86(12) . . . . ? O3 Cu1 N1 C1 97.2(3) . . . . ? N4 Cu1 N1 C13 140.69(14) . . . . ? N2 Cu1 N1 C13 -36.81(14) . . . . ? N3 Cu1 N1 C13 -118.4(4) . . . . ? O5 Cu1 N1 C13 63.82(13) . . . . ? O3 Cu1 N1 C13 -135.1(3) . . . . ? C8 C9 N2 C10 161.58(19) . . . . ? C8 C9 N2 C11 -81.9(2) . . . . ? C8 C9 N2 Cu1 40.4(2) . . . . ? N7 C10 N2 C9 165.05(17) . . . . ? N7 C10 N2 C11 41.40(19) . . . . ? N7 C10 N2 Cu1 -75.67(16) . . . . ? C12 C11 N2 C9 -145.54(19) . . . . ? C12 C11 N2 C10 -23.0(2) . . . . ? C12 C11 N2 Cu1 94.00(17) . . . . ? N4 Cu1 N2 C9 112.5(14) . . . . ? N1 Cu1 N2 C9 174.41(15) . . . . ? N3 Cu1 N2 C9 -13.73(15) . . . . ? O5 Cu1 N2 C9 85.53(15) . . . . ? O3 Cu1 N2 C9 -107.4(3) . . . . ? N4 Cu1 N2 C10 -10.4(15) . . . . ? N1 Cu1 N2 C10 51.46(14) . . . . ? N3 Cu1 N2 C10 -136.68(14) . . . . ? O5 Cu1 N2 C10 -37.42(14) . . . . ? O3 Cu1 N2 C10 129.6(3) . . . . ? N4 Cu1 N2 C11 -122.4(14) . . . . ? N1 Cu1 N2 C11 -60.53(14) . . . . ? N3 Cu1 N2 C11 111.33(14) . . . . ? O5 Cu1 N2 C11 -149.41(13) . . . . ? O3 Cu1 N2 C11 17.6(3) . . . . ? C6 C7 N3 C8 -155.98(18) . . . . ? C6 C7 N3 C5 -34.0(2) . . . . ? C6 C7 N3 Cu1 82.64(18) . . . . ? C9 C8 N3 C7 -83.5(2) . . . . ? C9 C8 N3 C5 161.6(2) . . . . ? C9 C8 N3 Cu1 42.0(2) . . . . ? N5 C5 N3 C7 46.2(2) . . . . ? N5 C5 N3 C8 168.97(17) . . . . ? N5 C5 N3 Cu1 -73.48(18) . . . . ? N4 Cu1 N3 C7 -67.30(15) . . . . ? N2 Cu1 N3 C7 110.41(15) . . . . ? N1 Cu1 N3 C7 -167.6(4) . . . . ? O5 Cu1 N3 C7 10.15(15) . . . . ? O3 Cu1 N3 C7 -151.2(3) . . . . ? N4 Cu1 N3 C8 166.50(15) . . . . ? N2 Cu1 N3 C8 -15.79(15) . . . . ? N1 Cu1 N3 C8 66.2(5) . . . . ? O5 Cu1 N3 C8 -116.04(14) . . . . ? O3 Cu1 N3 C8 82.6(3) . . . . ? N4 Cu1 N3 C5 44.25(15) . . . . ? N2 Cu1 N3 C5 -138.04(14) . . . . ? N1 Cu1 N3 C5 -56.1(5) . . . . ? O5 Cu1 N3 C5 121.70(14) . . . . ? O3 Cu1 N3 C5 -39.7(3) . . . . ? C1 C2 N4 C4 -172.82(16) . . . . ? C1 C2 N4 Cu1 -41.17(18) . . . . ? N5 C4 N4 C2 164.27(18) . . . . ? N5 C4 N4 Cu1 38.1(2) . . . . ? N2 Cu1 N4 C2 77.6(14) . . . . ? N1 Cu1 N4 C2 15.54(13) . . . . ? N3 Cu1 N4 C2 -156.36(13) . . . . ? O5 Cu1 N4 C2 104.82(13) . . . . ? O3 Cu1 N4 C2 -62.7(3) . . . . ? N2 Cu1 N4 C4 -153.3(14) . . . . ? N1 Cu1 N4 C4 144.64(15) . . . . ? N3 Cu1 N4 C4 -27.27(16) . . . . ? O5 Cu1 N4 C4 -126.08(16) . . . . ? O3 Cu1 N4 C4 66.4(3) . . . . ? N3 C5 N5 C4 87.3(2) . . . . ? N3 C5 N5 C6 -39.3(2) . . . . ? N4 C4 N5 C5 -66.9(2) . . . . ? N4 C4 N5 C6 53.7(3) . . . . ? C7 C6 N5 C5 16.9(2) . . . . ? C7 C6 N5 C4 -108.6(2) . . . . ? N2 C10 N7 C13 81.73(19) . . . . ? N2 C10 N7 C12 -42.86(19) . . . . ? N1 C13 N7 C10 -66.2(2) . . . . ? N1 C13 N7 C12 51.9(2) . . . . ? C11 C12 N7 C10 27.4(2) . . . . ? C11 C12 N7 C13 -96.7(2) . . . . ? O8 Cl2 O5 Cu1 -34.5(2) . . . . ? O6 Cl2 O5 Cu1 84.61(19) . . . . ? O7 Cl2 O5 Cu1 -155.96(16) . . . . ? N4 Cu1 O5 Cl2 164.81(19) . . . . ? N2 Cu1 O5 Cl2 -16.51(18) . . . . ? N1 Cu1 O5 Cl2 -108.51(18) . . . . ? N3 Cu1 O5 Cl2 71.80(18) . . . . ? O3 Cu1 O5 Cl2 -162.2(5) . . . . ? O1 Cl1 O3 Cu1 -72(2) . . . . ? O11 Cl1 O3 Cu1 -59(2) . . . . ? O10 Cl1 O3 Cu1 167(4) . . . . ? O2 Cl1 O3 Cu1 164.4(17) . . . . ? O9 Cl1 O3 Cu1 -173(2) . . . . ? O4 Cl1 O3 Cu1 49.8(19) . . . . ? N4 Cu1 O3 Cl1 -97.9(18) . . . . ? N2 Cu1 O3 Cl1 83.9(18) . . . . ? N1 Cu1 O3 Cl1 174.4(19) . . . . ? N3 Cu1 O3 Cl1 -3.2(18) . . . . ? O5 Cu1 O3 Cl1 -130.1(16) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.311 _refine_diff_density_min -0.308 _refine_diff_density_rms 0.048