# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2173 #Paper ref. B005402J (submitted to JCS Dalton Transactions) #Paper Caption: #Divalent first-row metal complexes of the novel rigid pendant-arm #ligand 1,4,7-tris(2-aminophenyl)-1,4,7-triazacyclononane #Authors: #Ian A. Fallis, K.M. Abdul Malik and Hayley J. Smith data_(1) _audit_creation_method SHELXL-96 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety '[Fe(C24H30N6)], 2(ClO4)' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H30 Cl2 Fe N6 O8' _chemical_formula_weight 657.29 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhobmic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 14.298(2) _cell_length_b 13.7595(15) _cell_length_c 28.230(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5554.0(13) _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 prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.572 _exptl_crystal_density_method ? _exptl_crystal_F_000 2720 _exptl_absorpt_coefficient_mu 0.795 _exptl_absorpt_correction_type DIFABS _exptl_absorpt_correction_T_min 0.789 _exptl_absorpt_correction_T_max 0.999 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enraf Nonius FR590 generator' _diffrn_radiation_monochromator graphite _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius Turbo CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time '120 min' _diffrn_standards_decay_% 0 _diffrn_reflns_number 5498 _diffrn_reflns_av_R_equivalents 0.0344 _diffrn_reflns_av_sigmaI/netI 0.0970 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 25.08 _reflns_number_total 4931 _reflns_number_observed 2674 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius (1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-96 (Sheldrick, 1996)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1998)' _computing_publication_material 'SHELXL-86 (Sheldrick, 1996)' _refine_special_details ; Refinement of F^2^ against ALL reflections. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. One of the perchlorate groups was disordered, with two positions for each oxygen atom. This ClO4 group was refined with Cl-O distances constrained to refine to the same value, and anisotropic displacement coefficients of these oxygen atoms were constrained with ISOR = 0.012. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0478P)^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 'calculated positions (riding model)' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4931 _refine_ls_number_parameters 407 _refine_ls_number_restraints 80 _refine_ls_R_factor_all 0.1089 _refine_ls_R_factor_obs 0.0413 _refine_ls_wR_factor_all 0.1044 _refine_ls_wR_factor_obs 0.0935 _refine_ls_goodness_of_fit_all 0.950 _refine_ls_goodness_of_fit_obs 1.201 _refine_ls_restrained_S_all 1.002 _refine_ls_restrained_S_obs 1.293 _refine_ls_shift/esd_max 0.002 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Fe1 Fe 0.51731(4) 0.21881(4) 0.395833(17) 0.03940(16) Uani 1 d . . N1 N 0.42149(19) 0.3107(2) 0.43019(10) 0.0364(7) Uani 1 d . . N2 N 0.5381(2) 0.3392(2) 0.35127(10) 0.0400(8) Uani 1 d . . N3 N 0.4024(2) 0.1897(2) 0.35101(9) 0.0386(7) Uani 1 d . . N4 N 0.6010(2) 0.2560(2) 0.45416(11) 0.0511(9) Uani 1 d . . H4A H 0.6342 0.2041 0.4638 0.061 Uiso 1 calc R . H4B H 0.6411 0.3037 0.4462 0.061 Uiso 1 calc R . N5 N 0.6274(3) 0.1631(2) 0.35397(11) 0.0593(10) Uani 1 d . . H5A H 0.6633 0.1224 0.3711 0.071 Uiso 1 calc R . H5B H 0.6045 0.1305 0.3289 0.071 Uiso 1 calc R . N6 N 0.4766(2) 0.0852(2) 0.42460(11) 0.0498(8) Uani 1 d . . H6A H 0.5267 0.0526 0.4355 0.060 Uiso 1 calc R . H6B H 0.4363 0.0943 0.4487 0.060 Uiso 1 calc R . C1 C 0.4268(3) 0.4107(3) 0.40836(13) 0.0458(10) Uani 1 d . . H1A H 0.4208 0.4594 0.4330 0.055 Uiso 1 calc R . H1B H 0.3753 0.4192 0.3864 0.055 Uiso 1 calc R . C2 C 0.5188(3) 0.4248(3) 0.38244(13) 0.0452(10) Uani 1 d . . H2A H 0.5159 0.4834 0.3634 0.054 Uiso 1 calc R . H2B H 0.5691 0.4323 0.4052 0.054 Uiso 1 calc R . C3 C 0.4705(3) 0.3336(3) 0.31039(13) 0.0488(10) Uani 1 d . . H3A H 0.5025 0.3526 0.2815 0.059 Uiso 1 calc R . H3B H 0.4198 0.3792 0.3157 0.059 Uiso 1 calc R . C4 C 0.4302(3) 0.2322(3) 0.30416(12) 0.0468(10) Uani 1 d . . H4C H 0.3760 0.2352 0.2835 0.056 Uiso 1 calc R . H4D H 0.4765 0.1906 0.2893 0.056 Uiso 1 calc R . C5 C 0.3162(3) 0.2376(3) 0.37072(14) 0.0488(10) Uani 1 d . . H5C H 0.2637 0.1933 0.3679 0.059 Uiso 1 calc R . H5D H 0.3021 0.2952 0.3522 0.059 Uiso 1 calc R . C6 C 0.3282(2) 0.2660(3) 0.42228(13) 0.0447(10) Uani 1 d . . H6C H 0.2797 0.3119 0.4311 0.054 Uiso 1 calc R . H6D H 0.3217 0.2089 0.4421 0.054 Uiso 1 calc R . C7 C 0.4488(3) 0.3143(3) 0.47983(12) 0.0387(9) Uani 1 d . . C8 C 0.3878(3) 0.3434(3) 0.51514(13) 0.0538(11) Uani 1 d . . H8 H 0.3269 0.3610 0.5074 0.065 Uiso 1 calc R . C9 C 0.4168(4) 0.3466(3) 0.56170(15) 0.0667(13) Uani 1 d . . H9 H 0.3752 0.3652 0.5853 0.080 Uiso 1 calc R . C10 C 0.5063(4) 0.3224(3) 0.57319(16) 0.0688(14) Uani 1 d . . H10 H 0.5261 0.3259 0.6045 0.083 Uiso 1 calc R . C11 C 0.5673(3) 0.2928(3) 0.53849(15) 0.0606(12) Uani 1 d . . H11 H 0.6280 0.2752 0.5466 0.073 Uiso 1 calc R . C12 C 0.5395(3) 0.2888(3) 0.49177(13) 0.0415(9) Uani 1 d . . C13 C 0.6358(3) 0.3349(3) 0.33627(13) 0.0479(10) Uani 1 d . . C14 C 0.6824(4) 0.4173(4) 0.32035(15) 0.0713(14) Uani 1 d . . H14 H 0.6519 0.4766 0.3170 0.086 Uiso 1 calc R . C15 C 0.7784(4) 0.4069(5) 0.30944(17) 0.096(2) Uani 1 d . . H15 H 0.8123 0.4609 0.2996 0.115 Uiso 1 calc R . C16 C 0.8221(4) 0.3199(6) 0.31303(19) 0.102(2) Uani 1 d . . H16 H 0.8853 0.3152 0.3056 0.123 Uiso 1 calc R . C17 C 0.7746(3) 0.2388(5) 0.32751(16) 0.0762(15) Uani 1 d . . H17 H 0.8052 0.1793 0.3299 0.091 Uiso 1 calc R . C18 C 0.6813(3) 0.2461(3) 0.33854(14) 0.0523(11) Uani 1 d . . C19 C 0.3945(2) 0.0837(3) 0.34926(13) 0.0403(9) Uani 1 d . . C20 C 0.3528(3) 0.0350(3) 0.31178(14) 0.0524(11) Uani 1 d . . H20 H 0.3255 0.0696 0.2871 0.063 Uiso 1 calc R . C21 C 0.3522(3) -0.0652(3) 0.31148(16) 0.0633(13) Uani 1 d . . H21 H 0.3245 -0.0982 0.2864 0.076 Uiso 1 calc R . C22 C 0.3921(3) -0.1168(3) 0.34793(18) 0.0694(13) Uani 1 d . . H22 H 0.3925 -0.1843 0.3470 0.083 Uiso 1 calc R . C23 C 0.4317(3) -0.0690(3) 0.38588(16) 0.0607(12) Uani 1 d . . H23 H 0.4577 -0.1039 0.4108 0.073 Uiso 1 calc R . C24 C 0.4320(3) 0.0316(3) 0.38632(13) 0.0431(9) Uani 1 d . . Cl1 Cl 0.08589(8) 0.11499(8) 0.28680(4) 0.0554(3) Uani 1 d . . O1 O -0.0038(3) 0.1412(4) 0.30203(13) 0.1262(16) Uani 1 d U . O2 O 0.1334(2) 0.0704(3) 0.32496(11) 0.0885(11) Uani 1 d U . O3 O 0.1347(4) 0.1974(3) 0.27210(14) 0.1434(18) Uani 1 d U . O4 O 0.0782(3) 0.0544(2) 0.24733(12) 0.1089(13) Uani 1 d U . Cl2 Cl 0.30402(8) 0.03343(9) 0.52840(4) 0.0635(3) Uani 1 d D . O5 O 0.3921(3) 0.0808(4) 0.5279(3) 0.098(2) Uani 0.85 d PDU . O6 O 0.3128(4) -0.0557(3) 0.5513(2) 0.078(2) Uani 0.65 d PDU . O7 O 0.2696(6) 0.0315(7) 0.48213(19) 0.133(3) Uani 0.65 d PDU . O8 O 0.2451(6) 0.0908(6) 0.5572(3) 0.150(3) Uani 0.65 d PDU . O5' O 0.3659(18) 0.1100(17) 0.5182(12) 0.071(10) Uani 0.15 d PDU . O6' O 0.2159(6) 0.0698(8) 0.5173(5) 0.095(4) Uani 0.35 d PDU . O7' O 0.2946(12) -0.0146(10) 0.5721(3) 0.114(6) Uani 0.35 d PDU . O8' O 0.3230(7) -0.0466(7) 0.4971(4) 0.093(3) Uani 0.35 d PDU . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0438(3) 0.0385(3) 0.0358(3) -0.0024(3) 0.0048(3) -0.0072(3) N1 0.0345(17) 0.0350(18) 0.0398(17) 0.0024(14) 0.0010(14) 0.0033(14) N2 0.045(2) 0.0371(18) 0.0376(17) 0.0037(14) 0.0000(14) 0.0004(15) N3 0.0349(17) 0.0419(19) 0.0391(17) -0.0016(14) -0.0065(14) 0.0015(15) N4 0.0370(18) 0.0397(19) 0.077(2) -0.0025(17) 0.0005(17) 0.0029(16) N5 0.080(3) 0.051(2) 0.047(2) -0.0018(17) -0.0106(19) 0.013(2) N6 0.0419(19) 0.063(2) 0.0447(19) 0.0060(16) -0.0060(16) -0.0025(17) C1 0.054(3) 0.035(2) 0.049(2) 0.0007(18) -0.0020(19) 0.0103(19) C2 0.058(3) 0.034(2) 0.044(2) 0.0055(17) -0.001(2) 0.000(2) C3 0.056(3) 0.052(3) 0.039(2) 0.0078(19) -0.008(2) -0.004(2) C4 0.054(2) 0.051(3) 0.036(2) 0.0002(19) -0.0044(18) 0.002(2) C5 0.034(2) 0.052(3) 0.061(3) -0.004(2) -0.0092(19) 0.007(2) C6 0.034(2) 0.047(2) 0.053(2) -0.0041(19) 0.0029(18) 0.0035(19) C7 0.043(2) 0.034(2) 0.039(2) 0.0008(17) 0.0041(18) -0.0032(17) C8 0.054(3) 0.058(3) 0.049(3) -0.005(2) 0.010(2) 0.004(2) C9 0.093(4) 0.067(3) 0.041(3) -0.006(2) 0.017(3) -0.010(3) C10 0.102(4) 0.057(3) 0.047(3) 0.002(2) -0.017(3) -0.002(3) C11 0.073(3) 0.047(3) 0.061(3) 0.001(2) -0.024(2) -0.001(2) C12 0.045(2) 0.033(2) 0.047(2) 0.0010(19) -0.0047(18) -0.0028(19) C13 0.049(3) 0.061(3) 0.034(2) -0.006(2) 0.0015(19) -0.015(2) C14 0.083(4) 0.078(3) 0.053(3) -0.003(2) 0.019(3) -0.031(3) C15 0.095(5) 0.129(6) 0.064(3) -0.025(4) 0.030(3) -0.073(4) C16 0.063(4) 0.177(7) 0.067(4) -0.048(5) 0.012(3) -0.018(5) C17 0.054(3) 0.123(5) 0.051(3) -0.019(3) 0.003(2) 0.009(3) C18 0.045(3) 0.072(3) 0.040(2) -0.011(2) -0.001(2) 0.001(2) C19 0.033(2) 0.042(2) 0.046(2) -0.0044(18) 0.0031(18) -0.0025(19) C20 0.054(3) 0.050(3) 0.053(2) -0.005(2) -0.007(2) -0.010(2) C21 0.064(3) 0.064(3) 0.062(3) -0.016(2) 0.003(2) -0.021(3) C22 0.076(3) 0.046(3) 0.086(3) -0.003(3) 0.000(3) -0.004(3) C23 0.063(3) 0.047(3) 0.073(3) 0.011(2) -0.006(2) -0.008(2) C24 0.036(2) 0.045(2) 0.048(2) 0.000(2) 0.0013(18) -0.0045(19) Cl1 0.0717(8) 0.0505(6) 0.0439(6) 0.0055(5) 0.0053(5) 0.0071(6) O1 0.102(3) 0.200(4) 0.076(2) 0.008(3) 0.012(2) 0.079(3) O2 0.065(2) 0.122(3) 0.078(2) 0.047(2) -0.0109(18) -0.003(2) O3 0.225(5) 0.092(3) 0.113(3) 0.038(2) 0.005(3) -0.056(3) O4 0.149(3) 0.091(3) 0.086(2) -0.040(2) -0.006(2) 0.036(2) Cl2 0.0492(7) 0.0671(8) 0.0742(8) 0.0196(7) 0.0061(6) 0.0108(6) O5 0.079(3) 0.089(4) 0.126(5) 0.028(3) -0.006(3) -0.021(3) O6 0.066(4) 0.050(3) 0.118(5) 0.022(3) -0.021(4) 0.008(3) O7 0.129(6) 0.183(7) 0.086(4) 0.054(5) -0.043(4) -0.050(5) O8 0.133(6) 0.153(6) 0.162(6) 0.015(5) 0.055(5) 0.093(5) O5' 0.095(15) 0.047(12) 0.070(13) 0.021(9) 0.017(10) -0.019(10) O6' 0.075(6) 0.091(7) 0.118(8) -0.005(7) -0.037(6) 0.044(6) O7' 0.137(10) 0.118(10) 0.085(8) 0.040(7) 0.009(7) 0.029(8) O8' 0.075(6) 0.081(6) 0.123(8) -0.033(6) 0.038(6) 0.014(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N6 2.0921(31) . ? Fe1 N4 2.0987(31) . ? Fe1 N2 2.1008(28) . ? Fe1 N1 2.1016(27) . ? Fe1 N3 2.1125(27) . ? Fe1 N5 2.1126(34) . ? N1 C7 1.4557(42) . ? N1 C6 1.4855(42) . ? N1 C1 1.5091(43) . ? N2 C13 1.4619(48) . ? N2 C2 1.4965(43) . ? N2 C3 1.5068(44) . ? N3 C19 1.4640(44) . ? N3 C4 1.4998(42) . ? N3 C5 1.5039(44) . ? N4 C12 1.4498(45) . ? N5 C18 1.4448(51) . ? N6 C24 1.4556(45) . ? C1 C2 1.5179(51) . ? C3 C4 1.5202(51) . ? C5 C6 1.5172(51) . ? C7 C8 1.3831(49) . ? C7 C12 1.3856(51) . ? C8 C9 1.3790(54) . ? C9 C10 1.3608(62) . ? C10 C11 1.3732(61) . ? C11 C12 1.3784(51) . ? C13 C18 1.3852(55) . ? C13 C14 1.3898(56) . ? C14 C15 1.4146(74) . ? C15 C16 1.3537(79) . ? C16 C17 1.3692(76) . ? C17 C18 1.3740(57) . ? C19 C24 1.3770(48) . ? C19 C20 1.3868(48) . ? C20 C21 1.3793(57) . ? C21 C22 1.3739(59) . ? C22 C23 1.3779(57) . ? C23 C24 1.3845(54) . ? Cl1 O3 1.3944(38) . ? Cl1 O4 1.3961(31) . ? Cl1 O1 1.3993(36) . ? Cl1 O2 1.4137(30) . ? Cl2 O6' 1.3909(51) . ? Cl2 O6 1.3924(39) . ? Cl2 O7 1.3964(42) . ? Cl2 O7' 1.4048(55) . ? Cl2 O5' 1.4058(60) . ? Cl2 O8 1.4127(44) . ? Cl2 O5 1.4186(36) . ? Cl2 O8' 1.4373(51) . ? O5 O5' 0.6145(313) . ? O6 O7' 0.8542(128) . ? O6 O8' 1.5427(122) . ? O7 O6' 1.3619(125) . ? O7 O8' 1.3846(115) . ? O8 O6' 1.2352(118) . ? O8 O7' 1.6678(133) . ? 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 Fe1 N4 93.93(12) . . ? N6 Fe1 N2 164.65(11) . . ? N4 Fe1 N2 101.36(12) . . ? N6 Fe1 N1 99.68(12) . . ? N4 Fe1 N1 82.10(11) . . ? N2 Fe1 N1 83.92(11) . . ? N6 Fe1 N3 81.34(11) . . ? N4 Fe1 N3 163.66(12) . . ? N2 Fe1 N3 84.30(11) . . ? N1 Fe1 N3 83.30(11) . . ? N6 Fe1 N5 96.06(13) . . ? N4 Fe1 N5 95.90(13) . . ? N2 Fe1 N5 81.15(12) . . ? N1 Fe1 N5 164.24(12) . . ? N3 Fe1 N5 100.13(12) . . ? C7 N1 C6 113.6(3) . . ? C7 N1 C1 110.4(3) . . ? C6 N1 C1 111.1(3) . . ? C7 N1 Fe1 106.9(2) . . ? C6 N1 Fe1 105.5(2) . . ? C1 N1 Fe1 109.1(2) . . ? C13 N2 C2 112.2(3) . . ? C13 N2 C3 112.9(3) . . ? C2 N2 C3 111.9(3) . . ? C13 N2 Fe1 106.1(2) . . ? C2 N2 Fe1 104.0(2) . . ? C3 N2 Fe1 109.2(2) . . ? C19 N3 C4 112.3(3) . . ? C19 N3 C5 112.7(3) . . ? C4 N3 C5 111.9(3) . . ? C19 N3 Fe1 105.6(2) . . ? C4 N3 Fe1 104.3(2) . . ? C5 N3 Fe1 109.4(2) . . ? C12 N4 Fe1 107.8(2) . . ? C18 N5 Fe1 106.2(2) . . ? C24 N6 Fe1 106.2(2) . . ? N1 C1 C2 110.9(3) . . ? N2 C2 C1 110.0(3) . . ? N2 C3 C4 112.2(3) . . ? N3 C4 C3 110.9(3) . . ? N3 C5 C6 112.0(3) . . ? N1 C6 C5 110.7(3) . . ? C8 C7 C12 119.2(3) . . ? C8 C7 N1 122.3(3) . . ? C12 C7 N1 118.5(3) . . ? C9 C8 C7 120.4(4) . . ? C10 C9 C8 120.1(4) . . ? C9 C10 C11 119.9(4) . . ? C10 C11 C12 120.8(4) . . ? C11 C12 C7 119.5(4) . . ? C11 C12 N4 122.6(4) . . ? C7 C12 N4 117.9(3) . . ? C18 C13 C14 120.6(4) . . ? C18 C13 N2 118.1(4) . . ? C14 C13 N2 121.3(4) . . ? C13 C14 C15 116.9(5) . . ? C16 C15 C14 121.4(6) . . ? C15 C16 C17 120.9(6) . . ? C16 C17 C18 119.3(6) . . ? C17 C18 C13 120.6(5) . . ? C17 C18 N5 121.9(5) . . ? C13 C18 N5 117.5(4) . . ? C24 C19 C20 119.7(4) . . ? C24 C19 N3 117.6(3) . . ? C20 C19 N3 122.7(3) . . ? C21 C20 C19 119.4(4) . . ? C22 C21 C20 120.6(4) . . ? C21 C22 C23 120.4(4) . . ? C22 C23 C24 119.0(4) . . ? C19 C24 C23 120.8(4) . . ? C19 C24 N6 118.1(3) . . ? C23 C24 N6 121.0(4) . . ? O3 Cl1 O4 106.7(3) . . ? O3 Cl1 O1 109.9(3) . . ? O4 Cl1 O1 109.1(3) . . ? O3 Cl1 O2 109.8(3) . . ? O4 Cl1 O2 112.7(2) . . ? O1 Cl1 O2 108.5(2) . . ? O6' Cl2 O6 120.1(6) . . ? O6' Cl2 O7 58.5(6) . . ? O6 Cl2 O7 116.7(5) . . ? O6' Cl2 O7' 106.2(9) . . ? O6 Cl2 O7' 35.6(5) . . ? O7 Cl2 O7' 141.1(8) . . ? O6' Cl2 O5' 104.7(14) . . ? O6 Cl2 O5' 134.4(13) . . ? O7 Cl2 O5' 92.5(14) . . ? O7' Cl2 O5' 126.4(16) . . ? O6' Cl2 O8 52.3(5) . . ? O6 Cl2 O8 106.2(4) . . ? O7 Cl2 O8 109.8(5) . . ? O7' Cl2 O8 72.6(6) . . ? O5' Cl2 O8 94.3(15) . . ? O6' Cl2 O5 129.6(6) . . ? O6 Cl2 O5 109.3(4) . . ? O7 Cl2 O5 108.2(4) . . ? O7' Cl2 O5 108.1(8) . . ? O5' Cl2 O5 25.1(13) . . ? O8 Cl2 O5 106.2(5) . . ? O6' Cl2 O8' 108.0(7) . . ? O6 Cl2 O8' 66.1(6) . . ? O7 Cl2 O8' 58.5(5) . . ? O7' Cl2 O8' 101.4(8) . . ? O5' Cl2 O8' 109.2(15) . . ? O8 Cl2 O8' 153.5(6) . . ? O5 Cl2 O8' 100.2(5) . . ? O5' O5 Cl2 76.3(9) . . ? O7' O6 Cl2 73.0(5) . . ? O7' O6 O8' 130.9(7) . . ? Cl2 O6 O8' 58.4(4) . . ? O6' O7 O8' 112.8(6) . . ? O6' O7 Cl2 60.5(4) . . ? O8' O7 Cl2 62.2(4) . . ? O6' O8 Cl2 63.0(4) . . ? O6' O8 O7' 99.7(8) . . ? Cl2 O8 O7' 53.5(4) . . ? O5 O5' Cl2 78.6(9) . . ? O8 O6' O7 124.5(6) . . ? O8 O6' Cl2 64.8(4) . . ? O7 O6' Cl2 61.0(4) . . ? O6 O7' Cl2 71.4(5) . . ? O6 O7' O8 122.2(8) . . ? Cl2 O7' O8 53.9(4) . . ? O7 O8' Cl2 59.3(3) . . ? O7 O8' O6 108.3(5) . . ? Cl2 O8' O6 55.6(3) . . ? _refine_diff_density_max 0.372 _refine_diff_density_min -0.287 _refine_diff_density_rms 0.062 # = END data_(2) _audit_creation_method SHELXL-96 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety '[Ni(C24H30N6)], 2(ClO4)' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H30 Cl2 N6 Ni O8' _chemical_formula_weight 660.15 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ni' 'Ni' 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 14.282(4) _cell_length_b 13.765(5) _cell_length_c 28.182(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5540.3(27) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 15 _cell_measurement_theta_max 16 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.583 _exptl_crystal_density_method ? _exptl_crystal_F_000 2736 _exptl_absorpt_coefficient_mu 0.953 _exptl_absorpt_correction_type 'psi-scans' _exptl_absorpt_correction_T_min 0.5392 _exptl_absorpt_correction_T_max 0.9917 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enraf Nonius FR590' _diffrn_radiation_monochromator graphite _diffrn_measurement_device '\k-gepmetry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius Turbo CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 24 _diffrn_reflns_number 6316 _diffrn_reflns_av_R_equivalents 0.0650 _diffrn_reflns_av_sigmaI/netI 0.1435 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 26.30 _reflns_number_total 5618 _reflns_number_observed 2657 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius (1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-96 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-96 (Sheldrick, 1996)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-96 (Sheldrick, 1996)' _refine_special_details ; Refinement of F^2^ against ALL reflections. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. One of the perchlorate ions was disordered, and eight positions with fractional occupancies were refined for the four oxygen atoms. All the Cl-O distances in the perchlorate ions were constrained to refine to the same value. The O atoms were also refined with ISOR = 0.012 constraint. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0900P)^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 'calculated positions (riding model)' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5618 _refine_ls_number_parameters 407 _refine_ls_number_restraints 80 _refine_ls_R_factor_all 0.1820 _refine_ls_R_factor_obs 0.0672 _refine_ls_wR_factor_all 0.1801 _refine_ls_wR_factor_obs 0.1499 _refine_ls_goodness_of_fit_all 0.957 _refine_ls_goodness_of_fit_obs 1.204 _refine_ls_restrained_S_all 0.986 _refine_ls_restrained_S_obs 1.259 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Ni1 Ni 0.51458(5) 0.22112(5) 0.39519(2) 0.0332(2) Uani 1 d . . N1 N 0.4204(3) 0.3125(3) 0.43001(16) 0.0372(12) Uani 1 d . . N2 N 0.5376(4) 0.3408(3) 0.35121(16) 0.0399(12) Uani 1 d . . N3 N 0.4020(4) 0.1907(3) 0.35066(16) 0.0382(12) Uani 1 d . . N4 N 0.6004(3) 0.2572(3) 0.45231(16) 0.0402(12) Uani 1 d . . H4A H 0.6344 0.2053 0.4614 0.048 Uiso 1 calc R . H4B H 0.6399 0.3053 0.4442 0.048 Uiso 1 calc R . N5 N 0.6247(4) 0.1611(4) 0.35439(17) 0.0471(13) Uani 1 d . . H5A H 0.6596 0.1204 0.3720 0.057 Uiso 1 calc R . H5B H 0.6020 0.1284 0.3293 0.057 Uiso 1 calc R . N6 N 0.4766(4) 0.0876(3) 0.42467(17) 0.0428(12) Uani 1 d . . H6A H 0.5274 0.0557 0.4353 0.051 Uiso 1 calc R . H6B H 0.4366 0.0961 0.4490 0.051 Uiso 1 calc R . C1 C 0.4268(5) 0.4121(4) 0.4079(2) 0.0469(17) Uani 1 d . . H1A H 0.4213 0.4611 0.4325 0.056 Uiso 1 calc R . H1B H 0.3752 0.4209 0.3859 0.056 Uiso 1 calc R . C2 C 0.5189(5) 0.4255(4) 0.3817(2) 0.0478(16) Uani 1 d . . H2A H 0.5160 0.4838 0.3624 0.057 Uiso 1 calc R . H2B H 0.5693 0.4332 0.4045 0.057 Uiso 1 calc R . C3 C 0.4692(5) 0.3341(5) 0.3104(2) 0.0513(18) Uani 1 d . . H3A H 0.5007 0.3535 0.2814 0.062 Uiso 1 calc R . H3B H 0.4183 0.3793 0.3159 0.062 Uiso 1 calc R . C4 C 0.4289(5) 0.2329(5) 0.3038(2) 0.0487(17) Uani 1 d . . H4C H 0.3743 0.2362 0.2834 0.058 Uiso 1 calc R . H4D H 0.4750 0.1915 0.2886 0.058 Uiso 1 calc R . C5 C 0.3159(5) 0.2387(5) 0.3699(2) 0.0495(17) Uani 1 d . . H5C H 0.2633 0.1946 0.3671 0.059 Uiso 1 calc R . H5D H 0.3021 0.2961 0.3512 0.059 Uiso 1 calc R . C6 C 0.3281(4) 0.2676(5) 0.4214(2) 0.0483(16) Uani 1 d . . H6C H 0.2792 0.3131 0.4302 0.058 Uiso 1 calc R . H6D H 0.3216 0.2105 0.4413 0.058 Uiso 1 calc R . C7 C 0.4486(5) 0.3148(4) 0.4795(2) 0.0384(14) Uani 1 d . . C8 C 0.3877(5) 0.3434(5) 0.5149(2) 0.0531(18) Uani 1 d . . H8 H 0.3265 0.3612 0.5077 0.064 Uiso 1 calc R . C9 C 0.4198(7) 0.3448(5) 0.5617(2) 0.068(2) Uani 1 d . . H9 H 0.3792 0.3634 0.5859 0.081 Uiso 1 calc R . C10 C 0.5085(7) 0.3199(5) 0.5726(3) 0.066(2) Uani 1 d . . H10 H 0.5284 0.3205 0.6040 0.080 Uiso 1 calc R . C11 C 0.5690(6) 0.2937(4) 0.5374(2) 0.0556(19) Uani 1 d . . H11 H 0.6309 0.2792 0.5448 0.067 Uiso 1 calc R . C12 C 0.5391(4) 0.2885(4) 0.4906(2) 0.0381(14) Uani 1 d . . C13 C 0.6351(5) 0.3325(5) 0.3363(2) 0.0486(17) Uani 1 d . . C14 C 0.6835(6) 0.4141(6) 0.3205(2) 0.070(2) Uani 1 d . . H14 H 0.6533 0.4735 0.3171 0.084 Uiso 1 calc R . C15 C 0.7782(7) 0.4048(8) 0.3099(3) 0.088(3) Uani 1 d . . H15 H 0.8121 0.4589 0.3001 0.106 Uiso 1 calc R . C16 C 0.8219(7) 0.3170(9) 0.3136(3) 0.094(3) Uani 1 d . . H16 H 0.8851 0.3118 0.3063 0.112 Uiso 1 calc R . C17 C 0.7733(5) 0.2359(6) 0.3283(2) 0.0619(19) Uani 1 d . . H17 H 0.8033 0.1762 0.3308 0.074 Uiso 1 calc R . C18 C 0.6801(5) 0.2444(5) 0.3390(2) 0.0497(17) Uani 1 d . . C19 C 0.3944(4) 0.0852(4) 0.3489(2) 0.0416(15) Uani 1 d . . C20 C 0.3540(5) 0.0345(5) 0.3120(2) 0.0557(18) Uani 1 d . . H20 H 0.3266 0.0682 0.2870 0.067 Uiso 1 calc R . C21 C 0.3539(6) -0.0652(5) 0.3117(3) 0.064(2) Uani 1 d . . H21 H 0.3269 -0.0986 0.2865 0.076 Uiso 1 calc R . C22 C 0.3934(6) -0.1157(5) 0.3485(3) 0.071(2) Uani 1 d . . H22 H 0.3935 -0.1832 0.3478 0.085 Uiso 1 calc R . C23 C 0.4332(5) -0.0678(4) 0.3865(2) 0.0558(19) Uani 1 d . . H23 H 0.4599 -0.1023 0.4115 0.067 Uiso 1 calc R . C24 C 0.4323(4) 0.0342(4) 0.3866(2) 0.0428(15) Uani 1 d . . Cl1 Cl 0.08638(14) 0.11542(12) 0.28691(6) 0.0561(5) Uani 1 d . . O1 O -0.0043(5) 0.1387(6) 0.3023(2) 0.122(3) Uani 1 d U . O2 O 0.1351(4) 0.0705(4) 0.32484(19) 0.0877(18) Uani 1 d U . O3 O 0.1342(7) 0.1994(5) 0.2731(2) 0.135(3) Uani 1 d U . O4 O 0.0812(5) 0.0566(4) 0.2469(2) 0.104(2) Uani 1 d U . Cl2 Cl 0.30366(14) 0.03342(14) 0.52856(7) 0.0633(5) Uani 1 d D . O5 O 0.3907(5) 0.0818(7) 0.5277(3) 0.102(3) Uani 0.85 d PDU . O6 O 0.3132(7) -0.0559(5) 0.5516(4) 0.077(3) Uani 0.65 d PDU . O7 O 0.2696(10) 0.0311(10) 0.4819(3) 0.128(4) Uani 0.65 d PDU . O8 O 0.2419(9) 0.0880(9) 0.5567(4) 0.141(4) Uani 0.65 d PDU . O5' O 0.3561(31) 0.1169(23) 0.5180(19) 0.089(18) Uani 0.15 d PDU . O6' O 0.2139(8) 0.0649(13) 0.5162(8) 0.098(6) Uani 0.35 d PDU . O7' O 0.2891(20) -0.0088(19) 0.5732(5) 0.134(9) Uani 0.35 d PDU . O8' O 0.3241(12) -0.0478(10) 0.4995(7) 0.093(5) Uani 0.35 d PDU . 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 0.0360(4) 0.0316(3) 0.0320(4) 0.0016(3) 0.0003(4) 0.0007(3) N1 0.037(3) 0.045(3) 0.030(2) -0.003(2) 0.001(2) -0.001(2) N2 0.049(3) 0.032(2) 0.039(3) 0.006(2) -0.001(3) -0.003(2) N3 0.044(3) 0.037(3) 0.033(3) 0.001(2) -0.002(2) 0.006(2) N4 0.035(3) 0.039(3) 0.047(3) 0.002(2) 0.004(3) 0.004(2) N5 0.049(3) 0.053(3) 0.039(3) 0.001(2) -0.002(3) -0.002(3) N6 0.045(3) 0.041(3) 0.042(3) 0.003(2) -0.001(3) -0.001(3) C1 0.058(5) 0.041(3) 0.041(4) 0.004(3) 0.007(3) 0.008(3) C2 0.063(4) 0.039(3) 0.041(3) 0.007(3) -0.003(4) 0.003(3) C3 0.063(5) 0.058(4) 0.032(3) 0.011(3) -0.005(3) 0.003(4) C4 0.054(4) 0.061(4) 0.031(3) 0.004(3) -0.006(3) -0.003(4) C5 0.038(4) 0.060(4) 0.051(4) -0.009(3) -0.009(3) 0.006(3) C6 0.041(4) 0.049(4) 0.054(4) -0.003(3) -0.006(3) 0.003(3) C7 0.043(4) 0.035(3) 0.037(3) -0.002(3) 0.001(3) 0.002(3) C8 0.056(5) 0.062(4) 0.042(4) -0.006(3) 0.009(4) 0.006(4) C9 0.108(8) 0.057(4) 0.038(4) -0.010(3) 0.023(5) 0.001(5) C10 0.106(7) 0.055(4) 0.037(4) -0.002(3) -0.015(5) 0.006(5) C11 0.076(5) 0.044(4) 0.047(4) -0.002(3) -0.012(4) 0.007(4) C12 0.050(4) 0.031(3) 0.034(3) 0.002(3) -0.004(3) 0.001(3) C13 0.053(4) 0.049(4) 0.044(4) -0.005(3) 0.004(4) -0.017(3) C14 0.082(6) 0.079(5) 0.049(4) -0.007(4) 0.015(5) -0.017(5) C15 0.101(9) 0.101(7) 0.062(5) -0.016(5) 0.031(5) -0.056(6) C16 0.061(6) 0.156(10) 0.064(6) -0.033(6) 0.018(5) -0.033(7) C17 0.049(4) 0.090(5) 0.047(4) -0.013(4) 0.002(4) -0.004(4) C18 0.046(4) 0.068(4) 0.035(3) 0.000(3) 0.009(3) -0.006(4) C19 0.044(4) 0.036(3) 0.045(3) -0.001(3) 0.002(3) 0.000(3) C20 0.053(5) 0.064(4) 0.050(4) -0.008(3) -0.007(4) -0.008(4) C21 0.076(6) 0.059(4) 0.056(4) -0.017(4) 0.002(4) -0.024(4) C22 0.088(6) 0.044(4) 0.080(5) -0.004(4) -0.001(5) -0.007(4) C23 0.067(5) 0.039(3) 0.062(5) 0.003(3) -0.011(4) -0.009(3) C24 0.040(4) 0.042(3) 0.046(4) 0.005(3) -0.005(3) -0.006(3) Cl1 0.0795(14) 0.0488(9) 0.0400(9) 0.0043(7) 0.0047(10) 0.0097(9) O1 0.104(5) 0.180(6) 0.081(4) 0.009(4) 0.012(4) 0.076(5) O2 0.069(4) 0.116(4) 0.078(3) 0.047(3) -0.016(3) -0.009(3) O3 0.213(7) 0.085(4) 0.107(5) 0.032(4) -0.003(5) -0.045(5) O4 0.149(6) 0.083(4) 0.080(4) -0.036(3) 0.004(4) 0.027(4) Cl2 0.0529(12) 0.0645(11) 0.0724(13) 0.0189(10) 0.0073(11) 0.0087(10) O5 0.090(6) 0.093(5) 0.123(6) 0.025(5) -0.003(5) -0.031(5) O6 0.073(6) 0.062(5) 0.097(6) 0.015(5) -0.025(5) 0.009(5) O7 0.136(9) 0.162(9) 0.087(6) 0.043(6) -0.040(7) -0.032(8) O8 0.124(8) 0.145(8) 0.155(9) 0.013(7) 0.040(7) 0.087(7) O5' 0.092(20) 0.075(20) 0.100(20) 0.012(12) -0.003(12) -0.015(12) O6' 0.088(10) 0.096(9) 0.110(11) -0.002(9) -0.038(9) 0.029(8) O7' 0.150(14) 0.131(13) 0.122(13) 0.027(10) 0.010(10) 0.010(11) O8' 0.077(9) 0.084(9) 0.117(10) -0.027(8) 0.025(9) 0.012(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N3 2.0826(49) . ? Ni1 N4 2.0833(48) . ? Ni1 N1 2.0870(46) . ? Ni1 N2 2.0875(44) . ? Ni1 N6 2.0885(46) . ? Ni1 N5 2.1164(52) . ? N1 C7 1.4534(70) . ? N1 C6 1.4757(74) . ? N1 C1 1.5087(71) . ? N2 C13 1.4579(83) . ? N2 C2 1.4740(73) . ? N2 C3 1.5115(75) . ? N3 C19 1.4570(71) . ? N3 C4 1.4936(70) . ? N3 C5 1.4961(76) . ? N4 C12 1.4557(71) . ? N5 C18 1.4592(78) . ? N6 C24 1.4472(74) . ? C1 C2 1.5188(91) . ? C3 C4 1.5186(88) . ? C5 C6 1.5173(83) . ? C7 C12 1.3782(86) . ? C7 C8 1.3796(82) . ? C8 C9 1.3982(93) . ? C9 C10 1.3473(109) . ? C10 C11 1.3648(100) . ? C11 C12 1.3868(80) . ? C13 C18 1.3745(89) . ? C13 C14 1.3927(96) . ? C14 C15 1.3905(123) . ? C15 C16 1.3641(129) . ? C16 C17 1.3765(115) . ? C17 C18 1.3698(92) . ? C19 C20 1.3792(83) . ? C19 C24 1.3818(80) . ? C20 C21 1.3725(96) . ? C21 C22 1.3686(101) . ? C22 C23 1.3804(94) . ? C23 C24 1.4051(83) . ? Cl1 O4 1.3891(51) . ? Cl1 O3 1.3978(64) . ? Cl1 O1 1.4025(65) . ? Cl1 O2 1.4175(50) . ? Cl2 O6 1.3961(51) . ? Cl2 O6' 1.3972(62) . ? Cl2 O7' 1.4023(64) . ? Cl2 O7 1.4029(55) . ? Cl2 O5' 1.4035(66) . ? Cl2 O8 1.4038(56) . ? Cl2 O5 1.4107(50) . ? Cl2 O8' 1.4160(62) . ? O5 O5' 0.7433(479) . ? O6 O7' 0.9542(231) . ? O6 O8' 1.4786(188) . ? O7 O6' 1.3359(199) . ? O7 O8' 1.4256(196) . ? O8 O6' 1.2508(195) . ? O8 O7' 1.5639(249) . ? 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 Ni1 N4 165.46(18) . . ? N3 Ni1 N1 84.64(18) . . ? N4 Ni1 N1 82.68(18) . . ? N3 Ni1 N2 85.56(19) . . ? N4 Ni1 N2 100.25(19) . . ? N1 Ni1 N2 84.56(19) . . ? N3 Ni1 N6 82.09(19) . . ? N4 Ni1 N6 93.15(19) . . ? N1 Ni1 N6 100.15(19) . . ? N2 Ni1 N6 166.28(19) . . ? N3 Ni1 N5 99.68(19) . . ? N4 Ni1 N5 94.32(19) . . ? N1 Ni1 N5 165.89(19) . . ? N2 Ni1 N5 82.41(19) . . ? N6 Ni1 N5 93.8(2) . . ? C7 N1 C6 114.5(5) . . ? C7 N1 C1 111.1(4) . . ? C6 N1 C1 111.5(5) . . ? C7 N1 Ni1 106.6(4) . . ? C6 N1 Ni1 104.3(3) . . ? C1 N1 Ni1 108.3(3) . . ? C13 N2 C2 113.8(5) . . ? C13 N2 C3 113.1(5) . . ? C2 N2 C3 112.0(5) . . ? C13 N2 Ni1 105.1(4) . . ? C2 N2 Ni1 104.4(3) . . ? C3 N2 Ni1 107.5(3) . . ? C19 N3 C4 112.2(5) . . ? C19 N3 C5 113.0(5) . . ? C4 N3 C5 111.1(5) . . ? C19 N3 Ni1 106.1(4) . . ? C4 N3 Ni1 104.8(4) . . ? C5 N3 Ni1 109.1(3) . . ? C12 N4 Ni1 106.8(4) . . ? C18 N5 Ni1 105.0(4) . . ? C24 N6 Ni1 105.4(3) . . ? N1 C1 C2 111.3(5) . . ? N2 C2 C1 110.1(5) . . ? N2 C3 C4 113.3(5) . . ? N3 C4 C3 110.2(5) . . ? N3 C5 C6 111.6(5) . . ? N1 C6 C5 111.6(5) . . ? C12 C7 C8 120.2(6) . . ? C12 C7 N1 118.2(5) . . ? C8 C7 N1 121.6(6) . . ? C7 C8 C9 118.6(7) . . ? C10 C9 C8 121.3(7) . . ? C9 C10 C11 119.8(7) . . ? C10 C11 C12 120.6(7) . . ? C7 C12 C11 119.4(6) . . ? C7 C12 N4 118.3(5) . . ? C11 C12 N4 122.3(6) . . ? C18 C13 C14 119.8(7) . . ? C18 C13 N2 120.0(5) . . ? C14 C13 N2 120.3(6) . . ? C15 C14 C13 118.5(8) . . ? C16 C15 C14 120.6(8) . . ? C15 C16 C17 120.7(8) . . ? C18 C17 C16 119.1(8) . . ? C17 C18 C13 121.2(7) . . ? C17 C18 N5 121.7(7) . . ? C13 C18 N5 117.1(6) . . ? C20 C19 C24 119.0(6) . . ? C20 C19 N3 124.1(6) . . ? C24 C19 N3 116.9(5) . . ? C21 C20 C19 120.8(7) . . ? C22 C21 C20 120.1(7) . . ? C21 C22 C23 121.0(7) . . ? C22 C23 C24 118.3(6) . . ? C19 C24 C23 120.7(6) . . ? C19 C24 N6 118.9(5) . . ? C23 C24 N6 120.3(5) . . ? O4 Cl1 O3 106.4(4) . . ? O4 Cl1 O1 109.5(5) . . ? O3 Cl1 O1 110.4(5) . . ? O4 Cl1 O2 112.5(4) . . ? O3 Cl1 O2 109.3(4) . . ? O1 Cl1 O2 108.7(4) . . ? O6 Cl2 O6' 118.6(10) . . ? O6 Cl2 O7' 39.9(10) . . ? O6' Cl2 O7' 102.5(15) . . ? O6 Cl2 O7 116.7(7) . . ? O6' Cl2 O7 57.0(9) . . ? O7' Cl2 O7 141.3(13) . . ? O6 Cl2 O5' 140.1(22) . . ? O6' Cl2 O5' 100.5(23) . . ? O7' Cl2 O5' 127.5(26) . . ? O7 Cl2 O5' 90.3(23) . . ? O6 Cl2 O8 105.6(7) . . ? O6' Cl2 O8 53.0(9) . . ? O7' Cl2 O8 67.7(12) . . ? O7 Cl2 O8 108.9(9) . . ? O5' Cl2 O8 91.0(23) . . ? O6 Cl2 O5 109.7(6) . . ? O6' Cl2 O5 131.1(9) . . ? O7' Cl2 O5 110.0(13) . . ? O7 Cl2 O5 107.4(7) . . ? O5' Cl2 O5 30.6(20) . . ? O8 Cl2 O5 108.2(8) . . ? O6 Cl2 O8' 63.4(9) . . ? O6' Cl2 O8' 106.8(11) . . ? O7' Cl2 O8' 102.8(14) . . ? O7 Cl2 O8' 60.8(9) . . ? O5' Cl2 O8' 114.5(24) . . ? O8 Cl2 O8' 151.4(10) . . ? O5 Cl2 O8' 100.4(8) . . ? O5' O5 Cl2 74.1(11) . . ? O7' O6 Cl2 70.4(6) . . ? O7' O6 O8' 128.4(10) . . ? Cl2 O6 O8' 58.9(5) . . ? O6' O7 Cl2 61.3(5) . . ? O6' O7 O8' 109.7(10) . . ? Cl2 O7 O8' 60.1(5) . . ? O6' O8 Cl2 63.2(5) . . ? O6' O8 O7' 101.2(13) . . ? Cl2 O8 O7' 56.1(6) . . ? O5 O5' Cl2 75.2(11) . . ? O8 O6' O7 124.0(8) . . ? O8 O6' Cl2 63.7(5) . . ? O7 O6' Cl2 61.7(5) . . ? O6 O7' Cl2 69.7(6) . . ? O6 O7' O8 122.9(10) . . ? Cl2 O7' O8 56.2(6) . . ? Cl2 O8' O7 59.2(5) . . ? Cl2 O8' O6 57.6(5) . . ? O7 O8' O6 110.2(8) . . ? _refine_diff_density_max 0.638 _refine_diff_density_min -0.503 _refine_diff_density_rms 0.098 # = END data_(3) _audit_creation_method SHELXL-96 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural 'Cu(C24H30N6)]. 2[ClO4], CH3CH2OH)' _chemical_formula_analytical ? _chemical_formula_sum 'C26 H36 Cl2 Cu N6 O9' _chemical_formula_weight 711.05 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.064(6) _cell_length_b 11.197(4) _cell_length_c 13.814(7) _cell_angle_alpha 75.13(3) _cell_angle_beta 74.41(4) _cell_angle_gamma 67.95(3) _cell_volume 1504.4(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 16 _cell_measurement_theta_max 17 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.570 _exptl_crystal_density_method ? _exptl_crystal_F_000 738 _exptl_absorpt_coefficient_mu 0.966 _exptl_absorpt_correction_type DIFABS _exptl_absorpt_correction_T_min 0.707 _exptl_absorpt_correction_T_max 0.999 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enraf Nonius FR590' _diffrn_radiation_monochromator graphite _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius Turbo CAD4' _diffrn_measurement_method 'Non-profiled omega scans' _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 25 _diffrn_reflns_number 6059 _diffrn_reflns_av_R_equivalents 0.0425 _diffrn_reflns_av_sigmaI/netI 0.2794 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 4.42 _diffrn_reflns_theta_max 24.99 _reflns_number_total 5265 _reflns_number_observed 1904 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-96 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-96 (Sheldrick, 1996)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-96' _refine_special_details ; Refinement of F^2^ against ALL reflections. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The crystal quality was rather poor and the data contained a relatively high proportions of 'unobserveds'. O(2) atom of one of the perchlorate anions and C(26) atom of the ethanol solvate were refined with the restraint ISOR = 0.015. The R-values are somewhat high, but the structural features are established beyond doubt. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0795P)^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 'calculated positions (riding model)' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5265 _refine_ls_number_parameters 399 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.2316 _refine_ls_R_factor_obs 0.0838 _refine_ls_wR_factor_all 0.2153 _refine_ls_wR_factor_obs 0.1688 _refine_ls_goodness_of_fit_all 0.875 _refine_ls_goodness_of_fit_obs 1.217 _refine_ls_restrained_S_all 0.878 _refine_ls_restrained_S_obs 1.226 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu1 Cu 0.16707(13) 0.17328(13) 0.22509(10) 0.0349(4) Uani 1 d . . N1 N 0.3711(9) 0.1206(8) 0.2520(6) 0.043(2) Uani 1 d . . N2 N 0.2525(9) 0.2215(7) 0.0781(7) 0.039(2) Uani 1 d . . N3 N 0.1605(8) 0.3661(7) 0.2399(7) 0.035(2) Uani 1 d . . N4 N 0.2387(9) -0.0423(9) 0.2408(7) 0.051(3) Uani 1 d . . H4A H 0.1718 -0.0740 0.2728 0.061 Uiso 1 calc R . H4B H 0.2703 -0.0660 0.1789 0.061 Uiso 1 calc R . N5 N 0.0097(8) 0.1897(9) 0.1617(6) 0.046(2) Uani 1 d . . H5A H -0.0234 0.1244 0.1932 0.056 Uiso 1 calc R . H5B H -0.0556 0.2664 0.1695 0.056 Uiso 1 calc R . N6 N 0.0679(8) 0.1766(7) 0.3719(6) 0.034(2) Uani 1 d . . H6A H 0.0072 0.1360 0.3853 0.041 Uiso 1 calc R . H6B H 0.1253 0.1338 0.4147 0.041 Uiso 1 calc R . C1 C 0.4589(10) 0.1323(10) 0.1493(8) 0.042(3) Uani 1 d . . H1A H 0.4786 0.2132 0.1349 0.051 Uiso 1 calc R . H1B H 0.5421 0.0602 0.1494 0.051 Uiso 1 calc R . C2 C 0.3947(11) 0.1307(11) 0.0675(8) 0.046(3) Uani 1 d . . H2A H 0.3968 0.0424 0.0711 0.055 Uiso 1 calc R . H2B H 0.4446 0.1572 0.0013 0.055 Uiso 1 calc R . C3 C 0.2411(12) 0.3661(10) 0.0562(8) 0.047(3) Uani 1 d . . H3A H 0.3268 0.3730 0.0534 0.057 Uiso 1 calc R . H3B H 0.2161 0.4065 -0.0098 0.057 Uiso 1 calc R . C4 C 0.1403(11) 0.4368(10) 0.1365(8) 0.042(3) Uani 1 d . . H4C H 0.1460 0.5235 0.1274 0.050 Uiso 1 calc R . H4D H 0.0520 0.4469 0.1291 0.050 Uiso 1 calc R . C5 C 0.2903(10) 0.3552(10) 0.2619(8) 0.042(3) Uani 1 d . . H5C H 0.2735 0.4150 0.3075 0.051 Uiso 1 calc R . H5D H 0.3457 0.3816 0.1988 0.051 Uiso 1 calc R . C6 C 0.3650(10) 0.2179(10) 0.3100(9) 0.045(3) Uani 1 d . . H6C H 0.4544 0.2123 0.3106 0.054 Uiso 1 calc R . H6D H 0.3206 0.1986 0.3800 0.054 Uiso 1 calc R . C7 C 0.4058(10) -0.0119(10) 0.3079(7) 0.038(3) Uani 1 d . . C8 C 0.5015(11) -0.0597(12) 0.3674(9) 0.051(3) Uani 1 d . . H8 H 0.5454 -0.0052 0.3713 0.061 Uiso 1 calc R . C9 C 0.5346(12) -0.1871(12) 0.4218(10) 0.061(4) Uani 1 d . . H9 H 0.5969 -0.2166 0.4637 0.073 Uiso 1 calc R . C10 C 0.4737(15) -0.2668(13) 0.4120(10) 0.069(4) Uani 1 d . . H10 H 0.4954 -0.3526 0.4469 0.083 Uiso 1 calc R . C11 C 0.3815(13) -0.2233(11) 0.3520(10) 0.062(4) Uani 1 d . . H11 H 0.3427 -0.2807 0.3452 0.075 Uiso 1 calc R . C12 C 0.3434(10) -0.0937(10) 0.3001(8) 0.039(3) Uani 1 d . . C13 C 0.1813(11) 0.1983(9) 0.0133(8) 0.041(3) Uani 1 d . . C14 C 0.2336(12) 0.1948(11) -0.0918(8) 0.048(3) Uani 1 d . . H14 H 0.3153 0.2070 -0.1207 0.057 Uiso 1 calc R . C15 C 0.1658(12) 0.1737(11) -0.1505(9) 0.053(3) Uani 1 d . . H15 H 0.2022 0.1687 -0.2190 0.063 Uiso 1 calc R . C16 C 0.0424(14) 0.1596(11) -0.1087(9) 0.056(3) Uani 1 d . . H16 H -0.0053 0.1482 -0.1498 0.067 Uiso 1 calc R . C17 C -0.0105(12) 0.1623(10) -0.0055(9) 0.049(3) Uani 1 d . . H17 H -0.0923 0.1502 0.0226 0.059 Uiso 1 calc R . C18 C 0.0582(11) 0.1830(10) 0.0555(7) 0.037(3) Uani 1 d . . C19 C 0.0498(10) 0.4049(9) 0.3217(8) 0.035(3) Uani 1 d . . C20 C -0.0091(11) 0.5361(10) 0.3359(9) 0.045(3) Uani 1 d . . H20 H 0.0253 0.5999 0.2939 0.054 Uiso 1 calc R . C21 C -0.1183(12) 0.5689(12) 0.4126(10) 0.059(3) Uani 1 d . . H21 H -0.1603 0.6556 0.4214 0.070 Uiso 1 calc R . C22 C -0.1643(11) 0.4733(12) 0.4754(9) 0.049(3) Uani 1 d . . H22 H -0.2377 0.4959 0.5274 0.058 Uiso 1 calc R . C23 C -0.1055(12) 0.3443(11) 0.4641(8) 0.048(3) Uani 1 d . . H23 H -0.1387 0.2807 0.5080 0.058 Uiso 1 calc R . C24 C 0.0029(10) 0.3101(10) 0.3872(8) 0.037(3) Uani 1 d . . Cl1 Cl 0.3445(3) -0.3033(3) 0.0880(3) 0.0643(10) Uani 1 d . . O1 O 0.3036(8) -0.1665(8) 0.0498(6) 0.066(2) Uani 1 d . . O2 O 0.4708(10) -0.3449(11) 0.1098(8) 0.107(4) Uani 1 d U . O3 O 0.2569(9) -0.3322(8) 0.1820(7) 0.075(3) Uani 1 d . . O4 O 0.3426(11) -0.3690(10) 0.0066(10) 0.112(4) Uani 1 d . . Cl2 Cl 0.1613(3) 0.0116(3) 0.6187(2) 0.0445(7) Uani 1 d . . O5 O 0.2160(7) 0.1083(7) 0.5553(6) 0.050(2) Uani 1 d . . O6 O 0.1563(8) -0.0701(8) 0.5558(6) 0.065(2) Uani 1 d . . O7 O 0.0339(8) 0.0674(9) 0.6730(7) 0.081(3) Uani 1 d . . O8 O 0.2428(10) -0.0659(9) 0.6895(7) 0.083(3) Uani 1 d . . O9 O 0.7747(9) 0.4158(10) 0.1544(7) 0.077(3) Uani 1 d . . H9A H 0.7256 0.4321 0.1142 0.115 Uiso 1 calc R . C25 C 0.7002(13) 0.4744(13) 0.2426(11) 0.071(4) Uani 1 d . . H25A H 0.6562 0.5669 0.2207 0.085 Uiso 1 calc R . H25B H 0.7612 0.4666 0.2847 0.085 Uiso 1 calc R . C26 C 0.5969(16) 0.4129(15) 0.3063(13) 0.108(6) Uani 1 d U . H26A H 0.6406 0.3251 0.3374 0.161 Uiso 1 calc R . H26B H 0.5424 0.4112 0.2635 0.161 Uiso 1 calc R . H26C H 0.5425 0.4633 0.3585 0.161 Uiso 1 calc R . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0346(8) 0.0305(8) 0.0390(8) -0.0034(6) -0.0038(6) -0.0141(6) N1 0.064(6) 0.029(5) 0.036(5) 0.001(4) -0.008(5) -0.019(5) N2 0.048(6) 0.012(4) 0.051(6) -0.006(4) 0.001(5) -0.012(4) N3 0.033(5) 0.022(5) 0.049(6) -0.012(4) 0.000(4) -0.007(4) N4 0.038(5) 0.051(6) 0.064(7) -0.002(5) -0.007(5) -0.024(5) N5 0.044(6) 0.045(6) 0.042(6) 0.002(5) 0.006(5) -0.022(5) N6 0.042(5) 0.021(5) 0.041(5) -0.004(4) -0.016(4) -0.008(4) C1 0.026(6) 0.029(6) 0.062(8) -0.007(5) 0.012(5) -0.014(5) C2 0.051(7) 0.041(7) 0.044(7) -0.011(5) 0.010(6) -0.025(6) C3 0.067(8) 0.039(7) 0.050(7) 0.002(6) -0.018(6) -0.035(6) C4 0.054(7) 0.038(6) 0.037(7) -0.002(5) -0.009(6) -0.021(6) C5 0.036(7) 0.044(7) 0.050(7) -0.012(6) -0.002(5) -0.017(5) C6 0.029(6) 0.042(7) 0.059(8) -0.001(6) -0.012(5) -0.009(5) C7 0.033(6) 0.033(6) 0.026(6) -0.001(5) 0.007(5) 0.001(5) C8 0.048(7) 0.053(8) 0.056(8) -0.013(6) -0.014(6) -0.018(6) C9 0.059(9) 0.048(8) 0.077(10) -0.005(7) -0.024(7) -0.015(7) C10 0.089(11) 0.041(8) 0.059(9) 0.014(7) -0.029(8) -0.006(8) C11 0.072(9) 0.029(7) 0.080(10) -0.001(7) -0.010(8) -0.020(7) C12 0.031(6) 0.033(6) 0.057(8) -0.005(5) -0.010(5) -0.014(5) C13 0.061(8) 0.011(5) 0.046(7) -0.004(5) -0.012(6) -0.008(5) C14 0.060(8) 0.049(7) 0.029(6) -0.012(5) 0.010(6) -0.023(6) C15 0.056(8) 0.050(8) 0.047(8) -0.017(6) -0.013(7) -0.003(6) C16 0.080(10) 0.050(8) 0.045(8) -0.005(6) -0.017(7) -0.028(7) C17 0.059(8) 0.029(6) 0.062(8) -0.011(6) -0.020(7) -0.008(6) C18 0.050(7) 0.035(6) 0.025(6) -0.006(5) 0.005(5) -0.021(5) C19 0.042(6) 0.016(5) 0.043(7) 0.004(5) -0.016(5) -0.008(5) C20 0.055(8) 0.029(6) 0.051(7) -0.001(5) -0.011(6) -0.017(6) C21 0.048(8) 0.047(8) 0.069(9) -0.007(7) -0.005(7) -0.008(6) C22 0.042(7) 0.056(8) 0.046(7) -0.017(6) -0.003(6) -0.012(6) C23 0.059(8) 0.043(7) 0.040(7) -0.003(6) -0.010(6) -0.017(6) C24 0.034(6) 0.033(6) 0.044(7) -0.018(5) -0.009(5) -0.001(5) Cl1 0.055(2) 0.049(2) 0.086(3) -0.0064(18) -0.0052(19) -0.0242(17) O1 0.072(6) 0.055(6) 0.066(6) -0.001(5) -0.002(5) -0.028(5) O2 0.066(6) 0.132(8) 0.101(7) 0.045(6) -0.049(6) -0.029(6) O3 0.073(6) 0.046(5) 0.085(7) -0.001(5) 0.020(5) -0.029(5) O4 0.119(9) 0.078(8) 0.164(11) -0.062(8) -0.050(8) -0.017(7) Cl2 0.0569(19) 0.0400(17) 0.0432(17) -0.0038(14) -0.0109(15) -0.0247(15) O5 0.055(5) 0.032(4) 0.062(5) 0.006(4) -0.005(4) -0.027(4) O6 0.079(6) 0.071(6) 0.078(6) -0.039(5) -0.013(5) -0.043(5) O7 0.050(6) 0.101(8) 0.093(7) -0.044(6) 0.031(5) -0.037(5) O8 0.117(8) 0.074(6) 0.066(6) 0.036(5) -0.048(6) -0.050(6) O9 0.073(7) 0.092(7) 0.053(6) 0.009(6) -0.016(5) -0.027(6) C25 0.064(9) 0.055(9) 0.073(10) -0.004(8) -0.007(8) -0.006(7) C26 0.096(10) 0.068(9) 0.119(11) 0.016(8) 0.005(9) -0.022(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N2 2.0238(85) . ? Cu1 N6 2.0320(81) . ? Cu1 N5 2.0810(88) . ? Cu1 N3 2.1934(77) . ? Cu1 N4 2.2114(91) . ? Cu1 N1 2.2183(93) . ? N1 C7 1.4455(121) . ? N1 C6 1.4812(130) . ? N1 C1 1.4941(122) . ? N2 C13 1.4635(132) . ? N2 C2 1.5112(130) . ? N2 C3 1.5306(117) . ? N3 C19 1.4407(125) . ? N3 C4 1.4751(121) . ? N3 C5 1.5009(121) . ? N4 C12 1.4526(122) . ? N5 C18 1.4319(118) . ? N6 C24 1.4392(115) . ? C1 C2 1.4925(144) . ? C3 C4 1.4921(145) . ? C5 C6 1.5181(136) . ? C7 C12 1.3765(138) . ? C7 C8 1.3785(141) . ? C8 C9 1.3926(155) . ? C9 C10 1.3528(168) . ? C10 C11 1.3557(169) . ? C11 C12 1.4027(146) . ? C13 C18 1.3858(140) . ? C13 C14 1.4162(138) . ? C14 C15 1.3547(148) . ? C15 C16 1.3832(156) . ? C16 C17 1.3920(152) . ? C17 C18 1.3844(142) . ? C19 C24 1.3727(133) . ? C19 C20 1.4072(134) . ? C20 C21 1.3770(154) . ? C21 C22 1.3609(154) . ? C22 C23 1.3744(148) . ? C23 C24 1.3757(142) . ? Cl1 O2 1.3873(91) . ? Cl1 O1 1.4219(82) . ? Cl1 O3 1.4397(82) . ? Cl1 O4 1.5022(103) . ? Cl2 O7 1.3971(82) . ? Cl2 O8 1.4046(83) . ? Cl2 O5 1.4228(66) . ? Cl2 O6 1.4384(72) . ? O9 C25 1.4347(148) . ? C25 C26 1.5146(173) . ? 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 Cu1 N6 164.8(3) . . ? N2 Cu1 N5 83.8(3) . . ? N6 Cu1 N5 97.6(3) . . ? N2 Cu1 N3 84.5(3) . . ? N6 Cu1 N3 80.9(3) . . ? N5 Cu1 N3 110.9(3) . . ? N2 Cu1 N4 100.1(3) . . ? N6 Cu1 N4 95.1(3) . . ? N5 Cu1 N4 91.5(3) . . ? N3 Cu1 N4 157.6(3) . . ? N2 Cu1 N1 83.2(3) . . ? N6 Cu1 N1 98.3(3) . . ? N5 Cu1 N1 161.6(3) . . ? N3 Cu1 N1 80.8(3) . . ? N4 Cu1 N1 78.0(3) . . ? C7 N1 C6 113.3(8) . . ? C7 N1 C1 112.3(8) . . ? C6 N1 C1 111.2(8) . . ? C7 N1 Cu1 106.9(6) . . ? C6 N1 Cu1 105.9(6) . . ? C1 N1 Cu1 106.6(6) . . ? C13 N2 C2 111.3(8) . . ? C13 N2 C3 110.2(8) . . ? C2 N2 C3 112.9(8) . . ? C13 N2 Cu1 107.6(6) . . ? C2 N2 Cu1 105.3(6) . . ? C3 N2 Cu1 109.3(6) . . ? C19 N3 C4 115.8(8) . . ? C19 N3 C5 112.9(8) . . ? C4 N3 C5 113.4(8) . . ? C19 N3 Cu1 104.9(6) . . ? C4 N3 Cu1 98.8(6) . . ? C5 N3 Cu1 109.4(6) . . ? C12 N4 Cu1 107.5(6) . . ? C18 N5 Cu1 108.2(6) . . ? C24 N6 Cu1 109.5(6) . . ? C2 C1 N1 111.4(8) . . ? C1 C2 N2 111.6(9) . . ? C4 C3 N2 111.1(8) . . ? N3 C4 C3 111.6(9) . . ? N3 C5 C6 113.1(8) . . ? N1 C6 C5 110.5(9) . . ? C12 C7 C8 118.9(10) . . ? C12 C7 N1 119.1(10) . . ? C8 C7 N1 122.0(10) . . ? C7 C8 C9 122.1(11) . . ? C10 C9 C8 118.2(12) . . ? C9 C10 C11 121.0(12) . . ? C10 C11 C12 121.4(12) . . ? C7 C12 C11 118.4(10) . . ? C7 C12 N4 119.1(9) . . ? C11 C12 N4 122.5(10) . . ? C18 C13 C14 119.5(10) . . ? C18 C13 N2 119.0(9) . . ? C14 C13 N2 121.5(10) . . ? C15 C14 C13 120.5(11) . . ? C14 C15 C16 120.0(11) . . ? C15 C16 C17 120.2(12) . . ? C18 C17 C16 120.3(11) . . ? C17 C18 C13 119.4(10) . . ? C17 C18 N5 123.8(10) . . ? C13 C18 N5 116.8(9) . . ? C24 C19 C20 120.1(10) . . ? C24 C19 N3 118.3(9) . . ? C20 C19 N3 121.6(9) . . ? C21 C20 C19 119.2(10) . . ? C22 C21 C20 119.4(12) . . ? C21 C22 C23 121.9(11) . . ? C22 C23 C24 119.4(11) . . ? C19 C24 C23 119.9(10) . . ? C19 C24 N6 118.5(9) . . ? C23 C24 N6 121.6(10) . . ? O2 Cl1 O1 110.0(6) . . ? O2 Cl1 O3 107.0(6) . . ? O1 Cl1 O3 110.3(5) . . ? O2 Cl1 O4 111.2(7) . . ? O1 Cl1 O4 106.7(6) . . ? O3 Cl1 O4 111.6(6) . . ? O7 Cl2 O8 108.1(6) . . ? O7 Cl2 O5 112.0(5) . . ? O8 Cl2 O5 109.6(5) . . ? O7 Cl2 O6 109.5(5) . . ? O8 Cl2 O6 109.0(6) . . ? O5 Cl2 O6 108.7(5) . . ? O9 C25 C26 113.3(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 N2 Cu1 N1 C7 -127.5(7) . . . . ? N6 Cu1 N1 C7 67.8(6) . . . . ? N5 Cu1 N1 C7 -81.9(12) . . . . ? N3 Cu1 N1 C7 147.1(7) . . . . ? N4 Cu1 N1 C7 -25.6(6) . . . . ? N2 Cu1 N1 C6 111.4(6) . . . . ? N6 Cu1 N1 C6 -53.3(6) . . . . ? N5 Cu1 N1 C6 156.9(9) . . . . ? N3 Cu1 N1 C6 25.9(6) . . . . ? N4 Cu1 N1 C6 -146.8(7) . . . . ? N2 Cu1 N1 C1 -7.2(6) . . . . ? N6 Cu1 N1 C1 -171.9(6) . . . . ? N5 Cu1 N1 C1 38.3(13) . . . . ? N3 Cu1 N1 C1 -92.7(6) . . . . ? N4 Cu1 N1 C1 94.6(6) . . . . ? N6 Cu1 N2 C13 -114.3(13) . . . . ? N5 Cu1 N2 C13 -18.0(6) . . . . ? N3 Cu1 N2 C13 -129.8(6) . . . . ? N4 Cu1 N2 C13 72.4(6) . . . . ? N1 Cu1 N2 C13 148.9(6) . . . . ? N6 Cu1 N2 C2 126.9(13) . . . . ? N5 Cu1 N2 C2 -136.8(6) . . . . ? N3 Cu1 N2 C2 111.5(6) . . . . ? N4 Cu1 N2 C2 -46.4(6) . . . . ? N1 Cu1 N2 C2 30.1(6) . . . . ? N6 Cu1 N2 C3 5.4(18) . . . . ? N5 Cu1 N2 C3 101.7(7) . . . . ? N3 Cu1 N2 C3 -10.1(7) . . . . ? N4 Cu1 N2 C3 -167.9(7) . . . . ? N1 Cu1 N2 C3 -91.4(7) . . . . ? N2 Cu1 N3 C19 153.0(7) . . . . ? N6 Cu1 N3 C19 -22.9(6) . . . . ? N5 Cu1 N3 C19 71.8(7) . . . . ? N4 Cu1 N3 C19 -104.0(9) . . . . ? N1 Cu1 N3 C19 -123.0(6) . . . . ? N2 Cu1 N3 C4 33.2(6) . . . . ? N6 Cu1 N3 C4 -142.7(6) . . . . ? N5 Cu1 N3 C4 -48.0(6) . . . . ? N4 Cu1 N3 C4 136.2(9) . . . . ? N1 Cu1 N3 C4 117.2(6) . . . . ? N2 Cu1 N3 C5 -85.5(7) . . . . ? N6 Cu1 N3 C5 98.5(7) . . . . ? N5 Cu1 N3 C5 -166.7(6) . . . . ? N4 Cu1 N3 C5 17.5(12) . . . . ? N1 Cu1 N3 C5 -1.5(6) . . . . ? N2 Cu1 N4 C12 104.8(7) . . . . ? N6 Cu1 N4 C12 -73.5(7) . . . . ? N5 Cu1 N4 C12 -171.3(7) . . . . ? N3 Cu1 N4 C12 4.8(13) . . . . ? N1 Cu1 N4 C12 24.0(6) . . . . ? N2 Cu1 N5 C18 18.1(6) . . . . ? N6 Cu1 N5 C18 -177.1(6) . . . . ? N3 Cu1 N5 C18 99.8(7) . . . . ? N4 Cu1 N5 C18 -81.8(7) . . . . ? N1 Cu1 N5 C18 -27.3(14) . . . . ? N2 Cu1 N6 C24 8.4(17) . . . . ? N5 Cu1 N6 C24 -86.1(7) . . . . ? N3 Cu1 N6 C24 23.9(6) . . . . ? N4 Cu1 N6 C24 -178.2(6) . . . . ? N1 Cu1 N6 C24 103.2(6) . . . . ? C7 N1 C1 C2 98.2(10) . . . . ? C6 N1 C1 C2 -133.6(9) . . . . ? Cu1 N1 C1 C2 -18.5(9) . . . . ? N1 C1 C2 N2 46.7(11) . . . . ? C13 N2 C2 C1 -167.2(8) . . . . ? C3 N2 C2 C1 68.3(11) . . . . ? Cu1 N2 C2 C1 -50.9(9) . . . . ? C13 N2 C3 C4 102.0(10) . . . . ? C2 N2 C3 C4 -132.9(9) . . . . ? Cu1 N2 C3 C4 -16.1(10) . . . . ? C19 N3 C4 C3 -163.4(8) . . . . ? C5 N3 C4 C3 63.7(11) . . . . ? Cu1 N3 C4 C3 -52.0(9) . . . . ? N2 C3 C4 N3 49.2(12) . . . . ? C19 N3 C5 C6 92.9(10) . . . . ? C4 N3 C5 C6 -132.8(9) . . . . ? Cu1 N3 C5 C6 -23.6(10) . . . . ? C7 N1 C6 C5 -163.3(8) . . . . ? C1 N1 C6 C5 69.1(11) . . . . ? Cu1 N1 C6 C5 -46.3(9) . . . . ? N3 C5 C6 N1 48.4(11) . . . . ? C6 N1 C7 C12 140.9(10) . . . . ? C1 N1 C7 C12 -92.0(11) . . . . ? Cu1 N1 C7 C12 24.6(11) . . . . ? C6 N1 C7 C8 -40.5(13) . . . . ? C1 N1 C7 C8 86.6(12) . . . . ? Cu1 N1 C7 C8 -156.8(8) . . . . ? C12 C7 C8 C9 -1.7(17) . . . . ? N1 C7 C8 C9 179.7(10) . . . . ? C7 C8 C9 C10 2.6(19) . . . . ? C8 C9 C10 C11 -1.0(21) . . . . ? C9 C10 C11 C12 -1.6(21) . . . . ? C8 C7 C12 C11 -0.8(16) . . . . ? N1 C7 C12 C11 177.8(9) . . . . ? C8 C7 C12 N4 177.5(9) . . . . ? N1 C7 C12 N4 -3.8(14) . . . . ? C10 C11 C12 C7 2.5(18) . . . . ? C10 C11 C12 N4 -175.8(11) . . . . ? Cu1 N4 C12 C7 -19.3(11) . . . . ? Cu1 N4 C12 C11 159.0(9) . . . . ? C2 N2 C13 C18 130.7(9) . . . . ? C3 N2 C13 C18 -103.3(10) . . . . ? Cu1 N2 C13 C18 15.9(10) . . . . ? C2 N2 C13 C14 -51.1(12) . . . . ? C3 N2 C13 C14 74.9(11) . . . . ? Cu1 N2 C13 C14 -165.9(8) . . . . ? C18 C13 C14 C15 -1.5(16) . . . . ? N2 C13 C14 C15 -179.7(10) . . . . ? C13 C14 C15 C16 2.1(17) . . . . ? C14 C15 C16 C17 -2.3(18) . . . . ? C15 C16 C17 C18 1.9(17) . . . . ? C16 C17 C18 C13 -1.3(16) . . . . ? C16 C17 C18 N5 178.7(10) . . . . ? C14 C13 C18 C17 1.1(15) . . . . ? N2 C13 C18 C17 179.3(9) . . . . ? C14 C13 C18 N5 -179.0(9) . . . . ? N2 C13 C18 N5 -0.7(13) . . . . ? Cu1 N5 C18 C17 165.5(8) . . . . ? Cu1 N5 C18 C13 -14.5(11) . . . . ? C4 N3 C19 C24 126.1(10) . . . . ? C5 N3 C19 C24 -100.8(11) . . . . ? Cu1 N3 C19 C24 18.4(11) . . . . ? C4 N3 C19 C20 -54.5(13) . . . . ? C5 N3 C19 C20 78.6(12) . . . . ? Cu1 N3 C19 C20 -162.2(8) . . . . ? C24 C19 C20 C21 -3.4(16) . . . . ? N3 C19 C20 C21 177.2(10) . . . . ? C19 C20 C21 C22 2.2(18) . . . . ? C20 C21 C22 C23 -0.5(19) . . . . ? C21 C22 C23 C24 -0.1(18) . . . . ? C20 C19 C24 C23 2.8(16) . . . . ? N3 C19 C24 C23 -177.8(9) . . . . ? C20 C19 C24 N6 -178.4(9) . . . . ? N3 C19 C24 N6 1.0(14) . . . . ? C22 C23 C24 C19 -1.1(16) . . . . ? C22 C23 C24 N6 -179.8(10) . . . . ? Cu1 N6 C24 C19 -21.9(11) . . . . ? Cu1 N6 C24 C23 156.8(8) . . . . ? _refine_diff_density_max 0.699 _refine_diff_density_min -0.684 _refine_diff_density_rms 0.115 #==============================================