# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_rf1865 _database_code_depnum_ccdc_archive 'CCDC 907099' #TrackingRef 'SM12J.DEP' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[Cu(bedmpza)(N3)2]2.2(ClO4)' _chemical_formula_moiety 'C28 H46 Cu2 N16, 2(Cl O4)' _chemical_formula_sum 'C28 H46 Cl2 Cu2 N16 O8' _chemical_formula_weight 932.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 18.9947(10) _cell_length_b 21.8380(12) _cell_length_c 20.7195(11) _cell_angle_alpha 90.00 _cell_angle_beta 110.143(2) _cell_angle_gamma 90.00 _cell_volume 8068.9(8) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2000 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 25.00 _exptl_crystal_description irregular _exptl_crystal_colour green _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.536 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3856 _exptl_absorpt_coefficient_mu 1.253 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5730 _exptl_absorpt_correction_T_max 0.7530 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 191304 _diffrn_reflns_av_R_equivalents 0.0396 _diffrn_reflns_av_sigmaI/netI 0.0193 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 26.00 _reflns_number_total 15850 _reflns_number_gt 13295 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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 fullcycle _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0402P)^2^+19.8427P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 15850 _refine_ls_number_parameters 1109 _refine_ls_number_restraints 144 _refine_ls_R_factor_all 0.0512 _refine_ls_R_factor_gt 0.0391 _refine_ls_wR_factor_ref 0.1073 _refine_ls_wR_factor_gt 0.0957 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.103 _refine_ls_shift/su_max 0.003 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.19274(5) 0.44661(3) 0.06307(4) 0.02724(16) Uani 1 d . . . O2 O 0.11989(14) 0.47564(11) 0.03923(13) 0.0357(6) Uani 1 d . . . O4 O 0.19350(15) 0.39786(11) 0.01524(13) 0.0365(6) Uani 1 d . . . O1 O 0.20644(16) 0.42032(12) 0.12990(13) 0.0413(6) Uani 1 d . . . O3 O 0.24968(17) 0.49025(13) 0.06587(17) 0.0516(7) Uani 1 d . . . Cl2 Cl 0.42758(5) 0.57922(4) 0.78382(5) 0.03712(19) Uani 1 d . . . O6 O 0.42256(16) 0.53500(13) 0.73055(15) 0.0517(7) Uani 1 d . . . O8 O 0.41900(13) 0.63991(11) 0.75433(12) 0.0340(5) Uani 1 d . . . O5 O 0.50004(18) 0.57402(14) 0.83614(14) 0.0583(9) Uani 1 d . . . O7 O 0.3700(2) 0.56816(18) 0.8118(3) 0.1002(17) Uani 1 d U . . Cl3 Cl 0.93293(5) 0.76070(4) 0.80129(4) 0.03476(19) Uani 1 d D . . O10A O 0.9173(3) 0.7229(3) 0.7472(4) 0.144(4) Uani 0.728(6) d PDU A 1 O11A O 0.9219(2) 0.7459(3) 0.8627(2) 0.145(3) Uani 0.728(6) d PDU A 1 O12A O 0.9055(4) 0.8193(2) 0.7820(3) 0.082(2) Uani 0.728(6) d PDU A 1 O13A O 1.01687(19) 0.76506(19) 0.82885(18) 0.0466(12) Uani 0.728(6) d PDU A 1 O10B O 0.9219(2) 0.7459(3) 0.8627(2) 0.145(3) Uani 0.272(6) d PDU A 2 O11B O 0.8448(4) 0.7556(4) 0.7589(4) 0.038(3) Uani 0.272(6) d PDU A 2 O12B O 0.9597(6) 0.7096(4) 0.7788(5) 0.045(3) Uani 0.272(6) d PDU A 2 O13B O 0.9512(7) 0.8143(4) 0.7888(6) 0.062(4) Uani 0.272(6) d PDU A 2 Cl4A Cl 0.07088(7) 0.54831(5) 0.69400(6) 0.0248(3) Uani 0.752(4) d PD B 1 O20A O 0.0590(4) 0.5886(2) 0.6421(3) 0.113(3) Uani 0.752(4) d PDU B 1 O21A O 0.0331(4) 0.4944(3) 0.6693(3) 0.124(3) Uani 0.752(4) d PDU B 1 O22A O 0.0528(4) 0.5757(3) 0.7490(3) 0.083(2) Uani 0.752(4) d PDU B 1 O23A O 0.1493(3) 0.5372(3) 0.7200(3) 0.117(3) Uani 0.752(4) d PDU B 1 Cl4B Cl 0.0341(3) 0.53436(18) 0.7092(2) 0.0431(15) Uani 0.248(4) d PD B 2 O20B O 0.0950(5) 0.4987(5) 0.7355(6) 0.047(2) Uani 0.248(4) d PDU B 2 O21B O -0.0297(6) 0.5143(6) 0.7255(7) 0.061(4) Uani 0.248(4) d PDU B 2 O22B O 0.0079(6) 0.5329(5) 0.6339(5) 0.047(2) Uani 0.248(4) d PDU B 2 O23B O 0.0422(8) 0.5987(5) 0.7215(7) 0.044(4) Uani 0.248(4) d PDU B 2 Cu1 Cu 0.179845(19) 0.731654(16) 0.479199(17) 0.01780(7) Uani 1 d . . . Cu2 Cu 0.18331(2) 0.760189(17) 0.629215(18) 0.02154(8) Uani 1 d . . . N1 N 0.26708(14) 0.66520(12) 0.48581(12) 0.0220(5) Uani 1 d . . . N2 N 0.28747(14) 0.65480(11) 0.42984(12) 0.0211(5) Uani 1 d . . . N3 N 0.21420(13) 0.79024(11) 0.41611(12) 0.0182(5) Uani 1 d D . . H60 H 0.2372(18) 0.8218(12) 0.4452(15) 0.027 Uiso 1 d D . . N4 N 0.07237(15) 0.72691(13) 0.34215(13) 0.0273(6) Uani 1 d . . . N5 N 0.10444(14) 0.69239(13) 0.39962(13) 0.0252(6) Uani 1 d . . . N8 N 0.26786(16) 0.78443(12) 0.71207(13) 0.0265(6) Uani 1 d . . . N7 N 0.29784(16) 0.74392(12) 0.76479(13) 0.0259(6) Uani 1 d . . . N6 N 0.13340(15) 0.71115(13) 0.68591(14) 0.0253(6) Uani 1 d D . . H61 H 0.118(2) 0.6745(10) 0.6632(18) 0.038 Uiso 1 d D . . N9 N 0.06695(17) 0.84895(13) 0.65332(15) 0.0329(7) Uani 1 d . . . N10 N 0.10704(17) 0.83965(14) 0.61043(15) 0.0326(7) Uani 1 d . . . N21 N 0.12425(15) 0.71153(14) 0.54399(14) 0.0309(6) Uani 1 d . . . N22 N 0.06054(16) 0.69293(16) 0.52778(14) 0.0356(7) Uani 1 d . . . N23 N 0.00125(19) 0.6737(2) 0.51303(18) 0.0646(13) Uani 1 d . . . N31 N 0.23963(14) 0.77808(12) 0.56375(12) 0.0209(5) Uani 1 d . . . N32 N 0.30717(15) 0.78001(13) 0.57597(12) 0.0254(6) Uani 1 d . . . N33 N 0.36993(17) 0.78199(18) 0.58489(15) 0.0428(8) Uani 1 d . . . C2 C 0.26503(18) 0.69792(14) 0.37216(15) 0.0221(6) Uani 1 d . . . H2A H 0.2114 0.6917 0.3449 0.027 Uiso 1 calc R . . H2B H 0.2945 0.6897 0.3419 0.027 Uiso 1 calc R . . C4 C 0.33882(19) 0.58124(15) 0.50252(17) 0.0300(7) Uani 1 d . . . H4 H 0.3660 0.5457 0.5236 0.036 Uiso 1 calc R . . C1 C 0.27745(17) 0.76426(14) 0.39726(16) 0.0216(6) Uani 1 d . . . H1A H 0.3240 0.7664 0.4379 0.026 Uiso 1 calc R . . H1B H 0.2848 0.7899 0.3607 0.026 Uiso 1 calc R . . C5 C 0.29874(18) 0.62057(15) 0.53038(16) 0.0261(7) Uani 1 d . . . C7 C 0.2886(2) 0.61769(17) 0.59890(16) 0.0369(8) Uani 1 d . . . H7A H 0.3080 0.6553 0.6247 0.055 Uiso 1 calc R . . H7B H 0.3159 0.5823 0.6247 0.055 Uiso 1 calc R . . H7C H 0.2351 0.6136 0.5921 0.055 Uiso 1 calc R . . C3 C 0.33118(18) 0.60422(14) 0.43832(17) 0.0261(7) Uani 1 d . . . C6 C 0.3626(2) 0.58257(17) 0.3855(2) 0.0379(8) Uani 1 d . . . H6A H 0.3217 0.5760 0.3418 0.057 Uiso 1 calc R . . H6B H 0.3897 0.5440 0.4008 0.057 Uiso 1 calc R . . H6C H 0.3972 0.6135 0.3793 0.057 Uiso 1 calc R . . C8 C 0.15389(17) 0.81681(15) 0.35522(15) 0.0241(6) Uani 1 d . . . H8A H 0.1648 0.8067 0.3130 0.029 Uiso 1 calc R . . H8B H 0.1545 0.8620 0.3597 0.029 Uiso 1 calc R . . C9 C 0.07653(18) 0.79332(16) 0.34784(17) 0.0285(7) Uani 1 d . . . H9A H 0.0638 0.8062 0.3883 0.034 Uiso 1 calc R . . H9B H 0.0392 0.8117 0.3064 0.034 Uiso 1 calc R . . C14 C 0.1173(2) 0.58210(17) 0.42967(19) 0.0404(9) Uani 1 d . . . H14A H 0.1661 0.5678 0.4296 0.061 Uiso 1 calc R . . H14B H 0.0810 0.5484 0.4161 0.061 Uiso 1 calc R . . H14C H 0.1220 0.5962 0.4759 0.061 Uiso 1 calc R . . C12 C 0.09091(19) 0.63365(16) 0.38004(17) 0.0307(7) Uani 1 d . . . C10 C 0.0400(2) 0.69115(19) 0.28696(18) 0.0381(9) Uani 1 d . . . C11 C 0.0511(2) 0.63144(18) 0.30975(18) 0.0393(9) Uani 1 d . . . H11 H 0.0347 0.5956 0.2827 0.047 Uiso 1 calc R . . C13 C -0.0003(3) 0.7178(2) 0.21776(19) 0.0572(12) Uani 1 d . . . H13A H -0.0433 0.7417 0.2193 0.086 Uiso 1 calc R . . H13B H -0.0178 0.6847 0.1841 0.086 Uiso 1 calc R . . H13C H 0.0339 0.7444 0.2044 0.086 Uiso 1 calc R . . C16 C 0.2624(2) 0.68454(15) 0.76285(16) 0.0286(7) Uani 1 d . . . H16A H 0.2895 0.6614 0.8053 0.034 Uiso 1 calc R . . H16B H 0.2650 0.6607 0.7231 0.034 Uiso 1 calc R . . C18 C 0.3610(2) 0.82889(18) 0.79629(18) 0.0387(9) Uani 1 d . . . H18 H 0.3961 0.8587 0.8217 0.046 Uiso 1 calc R . . C17 C 0.3541(2) 0.76976(17) 0.81645(17) 0.0315(7) Uani 1 d . . . C19 C 0.3066(2) 0.83650(16) 0.73128(17) 0.0333(8) Uani 1 d . . . C15 C 0.1817(2) 0.69267(15) 0.75688(16) 0.0304(7) Uani 1 d . . . H15A H 0.1626 0.6538 0.7691 0.036 Uiso 1 calc R . . H15B H 0.1785 0.7243 0.7900 0.036 Uiso 1 calc R . . C20 C 0.3953(2) 0.7359(2) 0.88085(19) 0.0457(10) Uani 1 d . . . H20A H 0.3615 0.7278 0.9065 0.069 Uiso 1 calc R . . H20B H 0.4378 0.7605 0.9091 0.069 Uiso 1 calc R . . H20C H 0.4138 0.6969 0.8692 0.069 Uiso 1 calc R . . C21 C 0.2896(3) 0.89240(17) 0.6866(2) 0.0463(10) Uani 1 d . . . H21A H 0.2896 0.8817 0.6407 0.069 Uiso 1 calc R . . H21B H 0.3278 0.9237 0.7069 0.069 Uiso 1 calc R . . H21C H 0.2402 0.9084 0.6831 0.069 Uiso 1 calc R . . C24 C 0.0243(2) 0.90007(16) 0.63622(19) 0.0330(8) Uani 1 d . . . C23 C 0.0748(3) 0.80700(17) 0.7102(2) 0.0429(10) Uani 1 d . . . H23A H 0.0379 0.8181 0.7323 0.052 Uiso 1 calc R . . H23B H 0.1256 0.8116 0.7449 0.052 Uiso 1 calc R . . C22 C 0.0629(2) 0.74018(17) 0.6870(2) 0.0372(9) Uani 1 d . . . H22A H 0.0437 0.7170 0.7186 0.045 Uiso 1 calc R . . H22B H 0.0245 0.7381 0.6404 0.045 Uiso 1 calc R . . C27 C -0.0256(2) 0.92090(18) 0.6742(2) 0.0446(10) Uani 1 d . . . H27A H -0.0582 0.8871 0.6772 0.067 Uiso 1 calc R . . H27B H -0.0563 0.9553 0.6497 0.067 Uiso 1 calc R . . H27C H 0.0052 0.9339 0.7206 0.067 Uiso 1 calc R . . C25 C 0.03698(19) 0.92487(16) 0.58026(18) 0.0314(7) Uani 1 d . . . H25 H 0.0153 0.9612 0.5563 0.038 Uiso 1 calc R . . C28 C 0.1188(2) 0.89274(17) 0.50841(18) 0.0379(9) Uani 1 d . . . H28A H 0.1601 0.9223 0.5217 0.057 Uiso 1 calc R . . H28B H 0.0792 0.9072 0.4669 0.057 Uiso 1 calc R . . H28C H 0.1372 0.8529 0.4993 0.057 Uiso 1 calc R . . C26 C 0.08786(19) 0.88634(15) 0.56552(17) 0.0294(7) Uani 1 d . . . Cu3 Cu 0.149830(19) 0.695090(16) 0.031773(17) 0.01732(7) Uani 1 d . . . Cu4 Cu 0.21104(2) 0.832197(16) 0.068272(18) 0.02085(8) Uani 1 d . . . N13 N 0.06104(14) 0.66656(12) -0.05276(13) 0.0204(5) Uani 1 d D . . H62 H 0.0411(19) 0.7039(9) -0.0699(17) 0.031 Uiso 1 d D . . N11 N 0.12597(15) 0.63475(12) 0.09235(13) 0.0236(5) Uani 1 d . . . N14 N 0.21672(14) 0.60353(11) -0.04558(13) 0.0221(5) Uani 1 d . . . N15 N 0.23550(14) 0.65049(11) 0.00072(13) 0.0222(5) Uani 1 d . . . N12 N 0.05399(16) 0.61955(13) 0.08456(14) 0.0284(6) Uani 1 d . . . N17 N 0.15625(14) 0.91615(11) 0.16278(13) 0.0200(5) Uani 1 d . . . N18 N 0.30560(14) 0.85788(12) 0.15020(14) 0.0253(6) Uani 1 d D . . H63 H 0.330(2) 0.8216(10) 0.1671(19) 0.038 Uiso 1 d D . . N16 N 0.13202(14) 0.87721(12) 0.10778(13) 0.0219(5) Uani 1 d . . . N20 N 0.2301(2) 0.89435(13) 0.00661(15) 0.0366(7) Uani 1 d . . . N19 N 0.3015(2) 0.90471(14) 0.00718(18) 0.0453(9) Uani 1 d . . . N41 N 0.20493(15) 0.75102(12) 0.11348(12) 0.0225(5) Uani 1 d . . . N42 N 0.1804(2) 0.74455(15) 0.21748(16) 0.0502(10) Uani 1 d . . . N43 N 0.19193(17) 0.74814(12) 0.16698(13) 0.0291(6) Uani 1 d . . . N51 N 0.15757(16) 0.77652(11) -0.01436(12) 0.0236(5) Uani 1 d . . . N52 N 0.18159(17) 0.77817(12) -0.06216(13) 0.0293(6) Uani 1 d . . . N53 N 0.2044(2) 0.78069(15) -0.10636(16) 0.0475(9) Uani 1 d . . . C29 C 0.00069(17) 0.62932(16) -0.04055(16) 0.0256(7) Uani 1 d . . . H29A H 0.0127 0.5853 -0.0414 0.031 Uiso 1 calc R . . H29B H -0.0475 0.6370 -0.0781 0.031 Uiso 1 calc R . . C30 C -0.00779(18) 0.64458(16) 0.02768(17) 0.0294(7) Uani 1 d . . . H30A H -0.0093 0.6896 0.0327 0.035 Uiso 1 calc R . . H30B H -0.0557 0.6276 0.0288 0.035 Uiso 1 calc R . . C33 C 0.1705(2) 0.60264(15) 0.14667(16) 0.0331(8) Uani 1 d . . . C35 C 0.2535(2) 0.60651(17) 0.17000(19) 0.0416(9) Uani 1 d . . . H35A H 0.2709 0.5923 0.1332 0.062 Uiso 1 calc R . . H35B H 0.2752 0.5807 0.2107 0.062 Uiso 1 calc R . . H35C H 0.2692 0.6491 0.1815 0.062 Uiso 1 calc R . . C31 C 0.0526(3) 0.57774(17) 0.13273(18) 0.0416(10) Uani 1 d . . . C32 C 0.1257(3) 0.56745(16) 0.17297(18) 0.0450(11) Uani 1 d . . . H32 H 0.1427 0.5411 0.2117 0.054 Uiso 1 calc R . . C34 C -0.0193(3) 0.5511(2) 0.1345(2) 0.0620(15) Uani 1 d . . . H34A H -0.0085 0.5217 0.1724 0.093 Uiso 1 calc R . . H34B H -0.0453 0.5301 0.0909 0.093 Uiso 1 calc R . . H34C H -0.0512 0.5839 0.1412 0.093 Uiso 1 calc R . . C37 C 0.13947(17) 0.58343(14) -0.07566(16) 0.0244(6) Uani 1 d . . . H37A H 0.1245 0.5626 -0.0400 0.029 Uiso 1 calc R . . H37B H 0.1357 0.5533 -0.1124 0.029 Uiso 1 calc R . . C36 C 0.08569(17) 0.63618(15) -0.10569(15) 0.0232(6) Uani 1 d . . . H36A H 0.1107 0.6667 -0.1259 0.028 Uiso 1 calc R . . H36B H 0.0412 0.6205 -0.1430 0.028 Uiso 1 calc R . . C40 C 0.30992(18) 0.65724(15) 0.01704(18) 0.0282(7) Uani 1 d . . . C38 C 0.27753(19) 0.58058(14) -0.05715(18) 0.0278(7) Uani 1 d . . . C39 C 0.33762(19) 0.61448(15) -0.0180(2) 0.0327(8) Uani 1 d . . . H39 H 0.3883 0.6098 -0.0153 0.039 Uiso 1 calc R . . C41 C 0.2717(2) 0.52723(17) -0.1042(2) 0.0413(9) Uani 1 d . . . H41A H 0.2499 0.4922 -0.0883 0.062 Uiso 1 calc R . . H41B H 0.3218 0.5164 -0.1041 0.062 Uiso 1 calc R . . H41C H 0.2396 0.5382 -0.1509 0.062 Uiso 1 calc R . . C42 C 0.3516(2) 0.70636(18) 0.0650(2) 0.0446(10) Uani 1 d . . . H42A H 0.3286 0.7461 0.0483 0.067 Uiso 1 calc R . . H42B H 0.4039 0.7066 0.0672 0.067 Uiso 1 calc R . . H42C H 0.3496 0.6986 0.1109 0.067 Uiso 1 calc R . . C44 C 0.23374(17) 0.93690(14) 0.18881(17) 0.0251(7) Uani 1 d . . . H44A H 0.2409 0.9638 0.2290 0.030 Uiso 1 calc R . . H44B H 0.2439 0.9615 0.1529 0.030 Uiso 1 calc R . . C43 C 0.28972(17) 0.88469(15) 0.20986(16) 0.0260(7) Uani 1 d . . . H43A H 0.3371 0.8999 0.2439 0.031 Uiso 1 calc R . . H43B H 0.2698 0.8523 0.2323 0.031 Uiso 1 calc R . . C46 C 0.03901(18) 0.89653(15) 0.14903(17) 0.0273(7) Uani 1 d . . . H46 H -0.0088 0.8957 0.1542 0.033 Uiso 1 calc R . . C48 C 0.1120(2) 0.97065(16) 0.24820(18) 0.0304(7) Uani 1 d . . . H48A H 0.1586 0.9600 0.2853 0.046 Uiso 1 calc R . . H48B H 0.0696 0.9663 0.2646 0.046 Uiso 1 calc R . . H48C H 0.1148 1.0131 0.2338 0.046 Uiso 1 calc R . . C45 C 0.10126(17) 0.92867(14) 0.18849(16) 0.0227(6) Uani 1 d . . . C47 C 0.06021(17) 0.86529(15) 0.09979(17) 0.0261(7) Uani 1 d . . . C49 C 0.0141(2) 0.82278(19) 0.0447(2) 0.0434(10) Uani 1 d . . . H49A H -0.0156 0.8466 0.0045 0.065 Uiso 1 calc R . . H49B H -0.0195 0.7991 0.0620 0.065 Uiso 1 calc R . . H49C H 0.0473 0.7948 0.0317 0.065 Uiso 1 calc R . . C50 C 0.3609(2) 0.89728(19) 0.1331(2) 0.0410(9) Uani 1 d . . . H50A H 0.4110 0.8917 0.1686 0.049 Uiso 1 calc R . . H50B H 0.3465 0.9408 0.1340 0.049 Uiso 1 calc R . . C52 C 0.2984(4) 0.93707(19) -0.0503(3) 0.0671(17) Uani 1 d . . . C51 C 0.3656(3) 0.88267(19) 0.0633(3) 0.0532(12) Uani 1 d . . . H51A H 0.4117 0.9013 0.0598 0.064 Uiso 1 calc R . . H51B H 0.3696 0.8378 0.0590 0.064 Uiso 1 calc R . . C56 C 0.0999(3) 0.91736(18) -0.0710(2) 0.0594(14) Uani 1 d . . . H56A H 0.0819 0.8772 -0.0910 0.089 Uiso 1 calc R . . H56B H 0.0770 0.9494 -0.1048 0.089 Uiso 1 calc R . . H56C H 0.0862 0.9236 -0.0300 0.089 Uiso 1 calc R . . C53 C 0.2243(4) 0.9470(2) -0.0878(3) 0.0695(17) Uani 1 d . . . H53 H 0.2049 0.9681 -0.1303 0.083 Uiso 1 calc R . . C55 C 0.3695(4) 0.9544(2) -0.0629(3) 0.097(2) Uani 1 d . . . H55A H 0.3997 0.9814 -0.0260 0.145 Uiso 1 calc R . . H55B H 0.3568 0.9757 -0.1071 0.145 Uiso 1 calc R . . H55C H 0.3982 0.9174 -0.0639 0.145 Uiso 1 calc R . . C54 C 0.1827(3) 0.92010(16) -0.05171(19) 0.0509(12) Uani 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl1 0.0337(4) 0.0207(4) 0.0291(4) -0.0004(3) 0.0130(3) -0.0006(3) O2 0.0381(14) 0.0307(13) 0.0370(14) -0.0016(11) 0.0113(11) 0.0092(11) O4 0.0468(15) 0.0280(13) 0.0340(13) -0.0041(10) 0.0131(11) 0.0093(11) O1 0.0518(16) 0.0434(15) 0.0288(13) 0.0066(11) 0.0141(12) 0.0053(13) O3 0.0501(17) 0.0379(15) 0.073(2) -0.0028(14) 0.0295(16) -0.0155(13) Cl2 0.0329(4) 0.0357(5) 0.0487(5) 0.0093(4) 0.0217(4) 0.0094(4) O6 0.0429(16) 0.0402(16) 0.0550(18) -0.0080(13) -0.0049(14) 0.0006(13) O8 0.0289(12) 0.0348(13) 0.0366(13) 0.0045(11) 0.0091(11) -0.0016(10) O5 0.069(2) 0.0504(18) 0.0355(15) -0.0098(13) -0.0077(14) 0.0225(16) O7 0.103(3) 0.071(2) 0.178(4) 0.065(3) 0.115(3) 0.044(2) Cl3 0.0430(5) 0.0320(4) 0.0369(5) 0.0073(3) 0.0234(4) 0.0070(4) O10A 0.047(3) 0.141(6) 0.215(8) -0.139(6) 0.006(4) -0.008(4) O11A 0.103(3) 0.216(6) 0.168(4) 0.156(4) 0.113(3) 0.112(4) O12A 0.108(5) 0.050(3) 0.071(3) 0.018(3) 0.010(4) 0.044(3) O13A 0.036(2) 0.064(3) 0.033(2) 0.0150(18) 0.0039(16) -0.0048(18) O10B 0.103(3) 0.216(6) 0.168(4) 0.156(4) 0.113(3) 0.112(4) O11B 0.026(5) 0.055(6) 0.029(5) -0.006(4) 0.004(4) -0.004(4) O12B 0.045(5) 0.049(5) 0.053(5) 0.002(4) 0.031(4) 0.024(4) O13B 0.081(10) 0.045(7) 0.074(9) 0.016(6) 0.043(9) -0.004(7) Cl4A 0.0239(6) 0.0237(6) 0.0251(6) -0.0055(4) 0.0062(4) 0.0005(4) O20A 0.215(7) 0.045(3) 0.051(3) 0.006(2) 0.010(4) -0.003(4) O21A 0.163(6) 0.122(5) 0.110(5) -0.087(5) 0.075(5) -0.112(5) O22A 0.088(4) 0.123(6) 0.052(3) -0.047(4) 0.041(3) -0.023(4) O23A 0.066(4) 0.142(6) 0.116(5) -0.046(4) -0.003(3) 0.029(4) Cl4B 0.056(3) 0.030(2) 0.036(2) 0.0095(17) 0.006(2) 0.0086(19) O20B 0.033(4) 0.047(5) 0.057(5) 0.033(4) 0.010(4) 0.011(4) O21B 0.046(7) 0.062(8) 0.078(9) 0.026(7) 0.025(6) 0.016(6) O22B 0.033(4) 0.047(5) 0.057(5) 0.033(4) 0.010(4) 0.011(4) O23B 0.035(5) 0.046(6) 0.057(6) -0.020(4) 0.022(5) -0.010(4) Cu1 0.01609(17) 0.02374(18) 0.01411(16) 0.00012(14) 0.00589(13) -0.00295(14) Cu2 0.02544(19) 0.02525(19) 0.01843(17) 0.00126(14) 0.01334(15) 0.00182(15) N1 0.0269(13) 0.0239(13) 0.0154(12) -0.0006(10) 0.0075(10) 0.0022(11) N2 0.0245(13) 0.0199(13) 0.0195(12) -0.0005(10) 0.0085(10) 0.0007(10) N3 0.0180(12) 0.0202(12) 0.0173(12) 0.0000(10) 0.0074(10) 0.0017(10) N4 0.0206(13) 0.0376(16) 0.0198(13) 0.0010(11) 0.0019(11) -0.0039(12) N5 0.0223(13) 0.0326(15) 0.0187(13) 0.0033(11) 0.0043(10) -0.0062(11) N8 0.0420(16) 0.0226(13) 0.0178(12) -0.0001(10) 0.0141(12) -0.0019(12) N7 0.0349(15) 0.0249(14) 0.0188(13) -0.0011(10) 0.0104(11) -0.0021(12) N6 0.0305(14) 0.0275(14) 0.0246(13) 0.0004(11) 0.0180(12) -0.0008(12) N9 0.0425(17) 0.0324(16) 0.0355(16) -0.0009(13) 0.0284(14) 0.0067(13) N10 0.0403(17) 0.0373(16) 0.0301(15) 0.0052(12) 0.0247(13) 0.0126(13) N21 0.0228(14) 0.0503(18) 0.0243(14) -0.0052(13) 0.0139(11) -0.0123(13) N22 0.0245(16) 0.059(2) 0.0236(14) 0.0132(14) 0.0091(12) -0.0048(14) N23 0.0265(18) 0.124(4) 0.040(2) 0.027(2) 0.0065(15) -0.024(2) N31 0.0197(13) 0.0272(14) 0.0168(12) -0.0006(10) 0.0078(10) -0.0021(10) N32 0.0273(16) 0.0354(15) 0.0127(12) 0.0006(11) 0.0059(10) -0.0053(12) N33 0.0232(16) 0.079(3) 0.0231(15) 0.0023(15) 0.0044(12) -0.0119(16) C2 0.0256(16) 0.0234(15) 0.0194(14) 0.0008(12) 0.0103(12) 0.0016(12) C4 0.0336(18) 0.0223(16) 0.0308(17) 0.0027(13) 0.0069(14) 0.0048(14) C1 0.0223(15) 0.0216(15) 0.0252(15) 0.0023(12) 0.0139(13) -0.0005(12) C5 0.0299(17) 0.0233(16) 0.0205(15) 0.0006(12) 0.0027(13) 0.0018(13) C7 0.055(2) 0.0342(19) 0.0180(16) 0.0051(14) 0.0072(15) 0.0090(17) C3 0.0267(16) 0.0198(15) 0.0321(17) -0.0021(13) 0.0105(14) 0.0016(13) C6 0.047(2) 0.0290(18) 0.044(2) -0.0024(16) 0.0247(18) 0.0088(16) C8 0.0257(16) 0.0284(16) 0.0177(14) 0.0061(12) 0.0070(12) 0.0033(13) C9 0.0239(16) 0.0361(19) 0.0233(16) 0.0044(14) 0.0053(13) 0.0048(14) C14 0.047(2) 0.034(2) 0.0337(19) 0.0005(16) 0.0053(17) -0.0173(17) C12 0.0258(17) 0.0367(19) 0.0259(16) -0.0032(14) 0.0043(14) -0.0122(14) C10 0.0317(19) 0.050(2) 0.0241(17) -0.0047(16) -0.0017(14) -0.0053(17) C11 0.037(2) 0.042(2) 0.0291(18) -0.0097(16) -0.0010(15) -0.0114(17) C13 0.062(3) 0.066(3) 0.0232(19) -0.0021(19) -0.0112(19) 0.005(2) C16 0.0411(19) 0.0230(16) 0.0212(15) 0.0014(12) 0.0100(14) 0.0017(14) C18 0.050(2) 0.039(2) 0.0305(18) -0.0128(16) 0.0185(17) -0.0154(17) C17 0.0349(18) 0.0378(19) 0.0230(16) -0.0044(14) 0.0115(14) -0.0039(15) C19 0.051(2) 0.0277(18) 0.0271(17) -0.0071(14) 0.0208(16) -0.0092(16) C15 0.048(2) 0.0267(17) 0.0218(16) 0.0013(13) 0.0192(15) -0.0074(15) C20 0.045(2) 0.054(3) 0.0301(19) -0.0012(18) 0.0023(17) -0.0043(19) C21 0.082(3) 0.0242(18) 0.039(2) -0.0030(16) 0.028(2) -0.0115(19) C24 0.0338(19) 0.0270(17) 0.044(2) -0.0106(15) 0.0214(16) 0.0005(14) C23 0.066(3) 0.037(2) 0.047(2) 0.0037(17) 0.046(2) 0.0105(19) C22 0.043(2) 0.037(2) 0.048(2) 0.0052(16) 0.0363(18) 0.0034(16) C27 0.048(2) 0.032(2) 0.068(3) -0.0128(19) 0.039(2) 0.0024(17) C25 0.0321(18) 0.0267(17) 0.0358(18) -0.0032(14) 0.0121(15) 0.0037(14) C28 0.053(2) 0.035(2) 0.0313(19) 0.0087(15) 0.0219(17) 0.0132(17) C26 0.0335(18) 0.0280(17) 0.0279(17) -0.0009(14) 0.0123(14) 0.0051(14) Cu3 0.02072(18) 0.01771(17) 0.01454(16) -0.00124(13) 0.00737(14) 0.00201(14) Cu4 0.0302(2) 0.01793(18) 0.01761(17) -0.00195(14) 0.01238(15) 0.00254(15) N13 0.0200(12) 0.0224(13) 0.0197(12) 0.0014(10) 0.0082(10) 0.0008(10) N11 0.0322(15) 0.0195(13) 0.0198(12) -0.0017(10) 0.0097(11) -0.0009(11) N14 0.0242(13) 0.0164(12) 0.0294(14) -0.0046(10) 0.0140(11) -0.0005(10) N15 0.0213(13) 0.0164(12) 0.0293(14) -0.0073(10) 0.0091(11) -0.0003(10) N12 0.0415(16) 0.0253(14) 0.0233(13) -0.0059(11) 0.0174(12) -0.0096(12) N17 0.0211(13) 0.0185(12) 0.0226(12) -0.0069(10) 0.0102(10) -0.0026(10) N18 0.0204(13) 0.0244(14) 0.0331(15) -0.0032(11) 0.0118(11) 0.0006(11) N16 0.0227(13) 0.0217(13) 0.0208(12) -0.0080(10) 0.0067(10) 0.0018(10) N20 0.066(2) 0.0216(14) 0.0315(16) -0.0040(12) 0.0293(15) -0.0038(14) N19 0.081(3) 0.0249(16) 0.051(2) -0.0102(14) 0.051(2) -0.0108(16) N41 0.0320(14) 0.0203(13) 0.0160(12) -0.0013(10) 0.0090(11) 0.0011(11) N42 0.101(3) 0.0327(17) 0.0248(16) -0.0036(13) 0.0317(18) -0.0055(18) N43 0.0455(17) 0.0198(13) 0.0199(14) -0.0011(10) 0.0086(12) 0.0003(12) N51 0.0374(15) 0.0189(13) 0.0169(12) 0.0004(10) 0.0126(11) 0.0030(11) N52 0.0496(18) 0.0220(14) 0.0191(13) -0.0056(11) 0.0154(13) -0.0060(12) N53 0.087(3) 0.0363(18) 0.0331(17) -0.0123(14) 0.0380(18) -0.0186(18) C29 0.0172(15) 0.0345(18) 0.0246(16) 0.0004(13) 0.0066(12) -0.0028(13) C30 0.0280(17) 0.0306(18) 0.0369(18) -0.0051(14) 0.0205(15) -0.0031(14) C33 0.059(2) 0.0170(15) 0.0206(16) -0.0023(12) 0.0094(16) 0.0002(15) C35 0.053(2) 0.0287(19) 0.0290(18) 0.0022(15) -0.0042(17) 0.0098(17) C31 0.077(3) 0.0284(19) 0.0269(18) -0.0097(15) 0.028(2) -0.0261(19) C32 0.087(3) 0.0220(17) 0.0187(17) 0.0007(13) 0.0085(19) -0.0150(19) C34 0.098(4) 0.061(3) 0.034(2) -0.016(2) 0.032(2) -0.054(3) C37 0.0261(16) 0.0210(15) 0.0282(16) -0.0089(13) 0.0118(13) -0.0048(13) C36 0.0257(16) 0.0278(16) 0.0162(14) -0.0034(12) 0.0076(12) -0.0030(13) C40 0.0210(16) 0.0202(16) 0.0435(19) -0.0042(14) 0.0112(14) -0.0009(12) C38 0.0347(18) 0.0185(15) 0.0384(18) 0.0005(13) 0.0230(15) 0.0064(13) C39 0.0241(17) 0.0249(17) 0.055(2) 0.0004(15) 0.0208(16) 0.0044(13) C41 0.048(2) 0.0286(19) 0.057(2) -0.0121(17) 0.030(2) 0.0053(17) C42 0.0225(17) 0.034(2) 0.070(3) -0.0170(19) 0.0070(18) -0.0006(15) C44 0.0231(16) 0.0243(16) 0.0305(17) -0.0085(13) 0.0127(13) -0.0049(13) C43 0.0220(15) 0.0298(17) 0.0238(16) -0.0067(13) 0.0047(13) -0.0031(13) C46 0.0202(15) 0.0256(16) 0.0391(18) -0.0104(14) 0.0139(14) -0.0008(13) C48 0.0344(18) 0.0284(17) 0.0359(18) -0.0122(14) 0.0216(15) -0.0051(14) C45 0.0248(16) 0.0204(15) 0.0275(16) -0.0036(12) 0.0148(13) -0.0011(12) C47 0.0191(15) 0.0235(16) 0.0322(17) -0.0073(13) 0.0042(13) 0.0037(12) C49 0.0236(18) 0.045(2) 0.054(2) -0.0280(19) 0.0034(17) 0.0023(16) C50 0.0274(18) 0.042(2) 0.061(3) -0.0073(19) 0.0252(18) -0.0060(16) C52 0.147(6) 0.022(2) 0.071(3) -0.012(2) 0.088(4) -0.020(3) C51 0.061(3) 0.034(2) 0.093(4) -0.014(2) 0.064(3) -0.008(2) C56 0.102(4) 0.027(2) 0.031(2) 0.0041(16) -0.001(2) 0.011(2) C53 0.153(6) 0.026(2) 0.047(3) 0.0030(19) 0.057(3) -0.002(3) C55 0.181(7) 0.050(3) 0.118(5) -0.021(3) 0.127(5) -0.036(4) C54 0.110(4) 0.0172(17) 0.0283(19) -0.0004(14) 0.028(2) 0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl1 O3 1.428(3) . ? Cl1 O1 1.438(3) . ? Cl1 O2 1.446(3) . ? Cl1 O4 1.458(2) . ? Cl2 O7 1.423(3) . ? Cl2 O5 1.433(3) . ? Cl2 O6 1.445(3) . ? Cl2 O8 1.445(3) . ? Cl3 O13B 1.272(8) . ? Cl3 O10A 1.341(5) . ? Cl3 O12B 1.372(7) . ? Cl3 O12A 1.389(4) . ? Cl3 O11A 1.396(4) . ? Cl3 O13A 1.500(4) . ? Cl3 O11B 1.604(7) . ? Cl4A O20A 1.348(5) . ? Cl4A O21A 1.382(5) . ? Cl4A O23A 1.419(5) . ? Cl4A O22A 1.429(5) . ? Cl4B O20B 1.344(9) . ? Cl4B O23B 1.427(11) . ? Cl4B O21B 1.434(11) . ? Cl4B O22B 1.466(10) . ? Cu1 N5 1.969(3) . ? Cu1 N31 2.004(2) . ? Cu1 N21 2.022(3) . ? Cu1 N3 2.088(2) . ? Cu1 N1 2.171(3) . ? Cu2 N8 1.977(3) . ? Cu2 N31 2.034(2) . ? Cu2 N21 2.035(3) . ? Cu2 N6 2.048(3) . ? Cu2 N10 2.207(3) . ? N1 C5 1.335(4) . ? N1 N2 1.362(3) . ? N2 C3 1.356(4) . ? N2 C2 1.465(4) . ? N3 C1 1.497(4) . ? N3 C8 1.499(4) . ? N4 C10 1.346(4) . ? N4 N5 1.363(4) . ? N4 C9 1.455(4) . ? N5 C12 1.343(4) . ? N8 C19 1.339(4) . ? N8 N7 1.368(4) . ? N7 C17 1.348(4) . ? N7 C16 1.455(4) . ? N6 C22 1.489(4) . ? N6 C15 1.496(4) . ? N9 C24 1.353(5) . ? N9 N10 1.370(4) . ? N9 C23 1.459(5) . ? N10 C26 1.343(4) . ? N21 N22 1.209(4) . ? N22 N23 1.140(4) . ? N31 N32 1.220(4) . ? N32 N33 1.143(4) . ? C2 C1 1.530(4) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C4 C3 1.382(5) . ? C4 C5 1.398(5) . ? C4 H4 0.9500 . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C5 C7 1.499(4) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C3 C6 1.493(5) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C8 C9 1.514(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C14 C12 1.490(5) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C12 C11 1.392(5) . ? C10 C11 1.378(6) . ? C10 C13 1.491(5) . ? C11 H11 0.9500 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C16 C15 1.506(5) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C18 C17 1.378(5) . ? C18 C19 1.397(5) . ? C18 H18 0.9500 . ? C17 C20 1.491(5) . ? C19 C21 1.498(5) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C24 C25 1.374(5) . ? C24 C27 1.496(5) . ? C23 C22 1.529(5) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C25 C26 1.392(5) . ? C25 H25 0.9500 . ? C28 C26 1.498(5) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? Cu3 N11 1.977(3) . ? Cu3 N51 2.048(3) . ? Cu3 N41 2.057(3) . ? Cu3 N13 2.065(3) . ? Cu3 N15 2.175(2) . ? Cu4 N20 1.981(3) . ? Cu4 N41 2.027(3) . ? Cu4 N51 2.060(3) . ? Cu4 N18 2.079(3) . ? Cu4 N16 2.176(2) . ? N13 C36 1.489(4) . ? N13 C29 1.496(4) . ? N11 C33 1.348(4) . ? N11 N12 1.362(4) . ? N14 C38 1.354(4) . ? N14 N15 1.365(3) . ? N14 C37 1.451(4) . ? N15 C40 1.344(4) . ? N12 C31 1.359(4) . ? N12 C30 1.453(5) . ? N17 C45 1.354(4) . ? N17 N16 1.368(3) . ? N17 C44 1.455(4) . ? N18 C43 1.490(4) . ? N18 C50 1.492(4) . ? N16 C47 1.342(4) . ? N20 C54 1.356(5) . ? N20 N19 1.371(5) . ? N19 C52 1.369(6) . ? N19 C51 1.446(6) . ? N41 N43 1.217(4) . ? N42 N43 1.143(4) . ? N51 N52 1.225(4) . ? N52 N53 1.142(4) . ? C29 C30 1.514(4) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C33 C32 1.389(5) . ? C33 C35 1.484(6) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C31 C32 1.370(6) . ? C31 C34 1.497(6) . ? C32 H32 0.9500 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C37 C36 1.523(4) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C40 C39 1.392(5) . ? C40 C42 1.490(5) . ? C38 C39 1.368(5) . ? C38 C41 1.498(5) . ? C39 H39 0.9500 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C44 C43 1.517(4) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C46 C45 1.376(4) . ? C46 C47 1.397(4) . ? C46 H46 0.9500 . ? C48 C45 1.496(4) . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C47 C49 1.497(4) . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C50 C51 1.514(6) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C52 C53 1.371(8) . ? C52 C55 1.509(8) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C56 C54 1.484(7) . ? C56 H56A 0.9800 . ? C56 H56B 0.9800 . ? C56 H56C 0.9800 . ? C53 C54 1.390(7) . ? C53 H53 0.9500 . ? C55 H55A 0.9800 . ? C55 H55B 0.9800 . ? C55 H55C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Cl1 O1 110.13(18) . . ? O3 Cl1 O2 110.10(17) . . ? O1 Cl1 O2 109.79(16) . . ? O3 Cl1 O4 109.30(17) . . ? O1 Cl1 O4 108.80(15) . . ? O2 Cl1 O4 108.69(15) . . ? O7 Cl2 O5 110.5(3) . . ? O7 Cl2 O6 109.9(3) . . ? O5 Cl2 O6 108.56(17) . . ? O7 Cl2 O8 109.70(18) . . ? O5 Cl2 O8 109.37(18) . . ? O6 Cl2 O8 108.78(17) . . ? O13B Cl3 O10A 113.1(7) . . ? O13B Cl3 O12B 121.3(6) . . ? O10A Cl3 O12A 112.0(4) . . ? O12B Cl3 O12A 143.0(5) . . ? O13B Cl3 O11A 122.4(6) . . ? O10A Cl3 O11A 124.0(4) . . ? O12B Cl3 O11A 108.0(4) . . ? O12A Cl3 O11A 108.4(3) . . ? O13B Cl3 O13A 71.9(6) . . ? O10A Cl3 O13A 104.9(3) . . ? O12B Cl3 O13A 73.2(5) . . ? O12A Cl3 O13A 107.2(3) . . ? O11A Cl3 O13A 98.1(2) . . ? O13B Cl3 O11B 105.0(6) . . ? O10A Cl3 O11B 67.0(4) . . ? O12B Cl3 O11B 101.3(5) . . ? O12A Cl3 O11B 71.9(4) . . ? O11A Cl3 O11B 91.6(3) . . ? O13A Cl3 O11B 170.0(3) . . ? O20A Cl4A O21A 109.8(4) . . ? O20A Cl4A O23A 106.3(5) . . ? O21A Cl4A O23A 109.8(5) . . ? O20A Cl4A O22A 110.1(4) . . ? O21A Cl4A O22A 114.4(4) . . ? O23A Cl4A O22A 106.1(4) . . ? O20B Cl4B O23B 118.3(8) . . ? O20B Cl4B O21B 114.0(7) . . ? O23B Cl4B O21B 107.8(8) . . ? O20B Cl4B O22B 110.4(7) . . ? O23B Cl4B O22B 100.8(8) . . ? O21B Cl4B O22B 103.8(7) . . ? N5 Cu1 N31 169.08(11) . . ? N5 Cu1 N21 93.77(11) . . ? N31 Cu1 N21 78.33(10) . . ? N5 Cu1 N3 92.10(10) . . ? N31 Cu1 N3 91.84(10) . . ? N21 Cu1 N3 153.69(11) . . ? N5 Cu1 N1 94.65(11) . . ? N31 Cu1 N1 95.31(10) . . ? N21 Cu1 N1 112.00(11) . . ? N3 Cu1 N1 93.03(9) . . ? N8 Cu2 N31 94.08(10) . . ? N8 Cu2 N21 159.00(12) . . ? N31 Cu2 N21 77.35(10) . . ? N8 Cu2 N6 92.29(11) . . ? N31 Cu2 N6 159.54(11) . . ? N21 Cu2 N6 89.94(11) . . ? N8 Cu2 N10 103.31(12) . . ? N31 Cu2 N10 101.27(10) . . ? N21 Cu2 N10 97.20(12) . . ? N6 Cu2 N10 96.14(11) . . ? C5 N1 N2 106.0(2) . . ? C5 N1 Cu1 133.1(2) . . ? N2 N1 Cu1 119.48(18) . . ? C3 N2 N1 111.5(2) . . ? C3 N2 C2 128.5(3) . . ? N1 N2 C2 119.9(2) . . ? C1 N3 C8 112.1(2) . . ? C1 N3 Cu1 112.53(18) . . ? C8 N3 Cu1 116.82(18) . . ? C10 N4 N5 110.9(3) . . ? C10 N4 C9 130.0(3) . . ? N5 N4 C9 119.0(3) . . ? C12 N5 N4 106.4(3) . . ? C12 N5 Cu1 132.6(2) . . ? N4 N5 Cu1 117.9(2) . . ? C19 N8 N7 106.1(3) . . ? C19 N8 Cu2 133.2(2) . . ? N7 N8 Cu2 120.7(2) . . ? C17 N7 N8 111.2(3) . . ? C17 N7 C16 128.9(3) . . ? N8 N7 C16 119.5(3) . . ? C22 N6 C15 110.5(3) . . ? C22 N6 Cu2 112.5(2) . . ? C15 N6 Cu2 117.2(2) . . ? C24 N9 N10 111.7(3) . . ? C24 N9 C23 128.0(3) . . ? N10 N9 C23 120.4(3) . . ? C26 N10 N9 105.0(3) . . ? C26 N10 Cu2 136.4(2) . . ? N9 N10 Cu2 118.7(2) . . ? N22 N21 Cu1 126.2(2) . . ? N22 N21 Cu2 128.0(2) . . ? Cu1 N21 Cu2 101.82(12) . . ? N23 N22 N21 178.0(4) . . ? N32 N31 Cu1 116.0(2) . . ? N32 N31 Cu2 128.7(2) . . ? Cu1 N31 Cu2 102.47(11) . . ? N33 N32 N31 177.5(3) . . ? N2 C2 C1 111.3(2) . . ? N2 C2 H2A 109.4 . . ? C1 C2 H2A 109.4 . . ? N2 C2 H2B 109.4 . . ? C1 C2 H2B 109.4 . . ? H2A C2 H2B 108.0 . . ? C3 C4 C5 106.4(3) . . ? C3 C4 H4 126.8 . . ? C5 C4 H4 126.8 . . ? N3 C1 C2 113.8(2) . . ? N3 C1 H1A 108.8 . . ? C2 C1 H1A 108.8 . . ? N3 C1 H1B 108.8 . . ? C2 C1 H1B 108.8 . . ? H1A C1 H1B 107.7 . . ? N1 C5 C4 110.0(3) . . ? N1 C5 C7 120.8(3) . . ? C4 C5 C7 129.2(3) . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C3 C4 106.1(3) . . ? N2 C3 C6 123.0(3) . . ? C4 C3 C6 130.9(3) . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C8 C9 112.8(2) . . ? N3 C8 H8A 109.0 . . ? C9 C8 H8A 109.0 . . ? N3 C8 H8B 109.0 . . ? C9 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? N4 C9 C8 111.7(3) . . ? N4 C9 H9A 109.3 . . ? C8 C9 H9A 109.3 . . ? N4 C9 H9B 109.3 . . ? C8 C9 H9B 109.3 . . ? H9A C9 H9B 107.9 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N5 C12 C11 109.1(3) . . ? N5 C12 C14 122.0(3) . . ? C11 C12 C14 128.9(3) . . ? N4 C10 C11 106.7(3) . . ? N4 C10 C13 121.6(4) . . ? C11 C10 C13 131.7(4) . . ? C10 C11 C12 106.8(3) . . ? C10 C11 H11 126.6 . . ? C12 C11 H11 126.6 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N7 C16 C15 110.2(3) . . ? N7 C16 H16A 109.6 . . ? C15 C16 H16A 109.6 . . ? N7 C16 H16B 109.6 . . ? C15 C16 H16B 109.6 . . ? H16A C16 H16B 108.1 . . ? C17 C18 C19 106.7(3) . . ? C17 C18 H18 126.6 . . ? C19 C18 H18 126.6 . . ? N7 C17 C18 106.5(3) . . ? N7 C17 C20 122.1(3) . . ? C18 C17 C20 131.4(3) . . ? N8 C19 C18 109.5(3) . . ? N8 C19 C21 121.9(3) . . ? C18 C19 C21 128.6(3) . . ? N6 C15 C16 112.0(2) . . ? N6 C15 H15A 109.2 . . ? C16 C15 H15A 109.2 . . ? N6 C15 H15B 109.2 . . ? C16 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N9 C24 C25 106.4(3) . . ? N9 C24 C27 122.9(3) . . ? C25 C24 C27 130.6(3) . . ? N9 C23 C22 112.5(3) . . ? N9 C23 H23A 109.1 . . ? C22 C23 H23A 109.1 . . ? N9 C23 H23B 109.1 . . ? C22 C23 H23B 109.1 . . ? H23A C23 H23B 107.8 . . ? N6 C22 C23 112.0(3) . . ? N6 C22 H22A 109.2 . . ? C23 C22 H22A 109.2 . . ? N6 C22 H22B 109.2 . . ? C23 C22 H22B 109.2 . . ? H22A C22 H22B 107.9 . . ? C24 C27 H27A 109.5 . . ? C24 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C24 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C24 C25 C26 106.5(3) . . ? C24 C25 H25 126.8 . . ? C26 C25 H25 126.8 . . ? C26 C28 H28A 109.5 . . ? C26 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C26 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N10 C26 C25 110.5(3) . . ? N10 C26 C28 122.1(3) . . ? C25 C26 C28 127.4(3) . . ? N11 Cu3 N51 160.73(10) . . ? N11 Cu3 N41 92.07(10) . . ? N51 Cu3 N41 76.74(10) . . ? N11 Cu3 N13 92.21(10) . . ? N51 Cu3 N13 92.00(10) . . ? N41 Cu3 N13 155.83(10) . . ? N11 Cu3 N15 104.34(10) . . ? N51 Cu3 N15 93.99(10) . . ? N41 Cu3 N15 106.78(10) . . ? N13 Cu3 N15 95.15(10) . . ? N20 Cu4 N41 161.73(11) . . ? N20 Cu4 N51 90.90(11) . . ? N41 Cu4 N51 77.15(10) . . ? N20 Cu4 N18 92.49(12) . . ? N41 Cu4 N18 91.69(11) . . ? N51 Cu4 N18 151.40(10) . . ? N20 Cu4 N16 103.65(11) . . ? N41 Cu4 N16 93.70(10) . . ? N51 Cu4 N16 111.88(10) . . ? N18 Cu4 N16 94.87(10) . . ? C36 N13 C29 109.6(2) . . ? C36 N13 Cu3 112.77(18) . . ? C29 N13 Cu3 118.03(18) . . ? C33 N11 N12 106.7(3) . . ? C33 N11 Cu3 131.4(2) . . ? N12 N11 Cu3 121.8(2) . . ? C38 N14 N15 111.7(3) . . ? C38 N14 C37 127.6(3) . . ? N15 N14 C37 120.7(2) . . ? C40 N15 N14 104.9(2) . . ? C40 N15 Cu3 134.9(2) . . ? N14 N15 Cu3 120.21(18) . . ? C31 N12 N11 110.4(3) . . ? C31 N12 C30 129.3(3) . . ? N11 N12 C30 120.1(2) . . ? C45 N17 N16 111.7(2) . . ? C45 N17 C44 127.6(2) . . ? N16 N17 C44 120.6(2) . . ? C43 N18 C50 109.3(3) . . ? C43 N18 Cu4 114.76(19) . . ? C50 N18 Cu4 116.3(2) . . ? C47 N16 N17 105.0(2) . . ? C47 N16 Cu4 132.0(2) . . ? N17 N16 Cu4 121.08(18) . . ? C54 N20 N19 106.9(3) . . ? C54 N20 Cu4 130.3(3) . . ? N19 N20 Cu4 120.5(3) . . ? C52 N19 N20 109.4(4) . . ? C52 N19 C51 130.0(4) . . ? N20 N19 C51 120.6(3) . . ? N43 N41 Cu4 121.9(2) . . ? N43 N41 Cu3 120.9(2) . . ? Cu4 N41 Cu3 103.46(11) . . ? N42 N43 N41 178.8(3) . . ? N52 N51 Cu3 120.6(2) . . ? N52 N51 Cu4 116.1(2) . . ? Cu3 N51 Cu4 102.63(11) . . ? N53 N52 N51 178.8(3) . . ? N13 C29 C30 111.9(3) . . ? N13 C29 H29A 109.2 . . ? C30 C29 H29A 109.2 . . ? N13 C29 H29B 109.2 . . ? C30 C29 H29B 109.2 . . ? H29A C29 H29B 107.9 . . ? N12 C30 C29 111.0(3) . . ? N12 C30 H30A 109.4 . . ? C29 C30 H30A 109.4 . . ? N12 C30 H30B 109.4 . . ? C29 C30 H30B 109.4 . . ? H30A C30 H30B 108.0 . . ? N11 C33 C32 108.8(3) . . ? N11 C33 C35 122.2(3) . . ? C32 C33 C35 129.0(3) . . ? C33 C35 H35A 109.5 . . ? C33 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C33 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N12 C31 C32 106.6(3) . . ? N12 C31 C34 121.8(4) . . ? C32 C31 C34 131.6(4) . . ? C31 C32 C33 107.4(3) . . ? C31 C32 H32 126.3 . . ? C33 C32 H32 126.3 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? N14 C37 C36 112.5(2) . . ? N14 C37 H37A 109.1 . . ? C36 C37 H37A 109.1 . . ? N14 C37 H37B 109.1 . . ? C36 C37 H37B 109.1 . . ? H37A C37 H37B 107.8 . . ? N13 C36 C37 111.9(2) . . ? N13 C36 H36A 109.2 . . ? C37 C36 H36A 109.2 . . ? N13 C36 H36B 109.2 . . ? C37 C36 H36B 109.2 . . ? H36A C36 H36B 107.9 . . ? N15 C40 C39 110.4(3) . . ? N15 C40 C42 121.2(3) . . ? C39 C40 C42 128.4(3) . . ? N14 C38 C39 106.4(3) . . ? N14 C38 C41 121.8(3) . . ? C39 C38 C41 131.8(3) . . ? C38 C39 C40 106.5(3) . . ? C38 C39 H39 126.7 . . ? C40 C39 H39 126.7 . . ? C38 C41 H41A 109.5 . . ? C38 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C38 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C40 C42 H42A 109.5 . . ? C40 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C40 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? N17 C44 C43 113.1(3) . . ? N17 C44 H44A 109.0 . . ? C43 C44 H44A 109.0 . . ? N17 C44 H44B 109.0 . . ? C43 C44 H44B 109.0 . . ? H44A C44 H44B 107.8 . . ? N18 C43 C44 112.3(3) . . ? N18 C43 H43A 109.1 . . ? C44 C43 H43A 109.1 . . ? N18 C43 H43B 109.1 . . ? C44 C43 H43B 109.1 . . ? H43A C43 H43B 107.9 . . ? C45 C46 C47 106.2(3) . . ? C45 C46 H46 126.9 . . ? C47 C46 H46 126.9 . . ? C45 C48 H48A 109.5 . . ? C45 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C45 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? N17 C45 C46 106.5(3) . . ? N17 C45 C48 123.0(3) . . ? C46 C45 C48 130.4(3) . . ? N16 C47 C46 110.6(3) . . ? N16 C47 C49 121.1(3) . . ? C46 C47 C49 128.3(3) . . ? C47 C49 H49A 109.5 . . ? C47 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C47 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? N18 C50 C51 112.6(3) . . ? N18 C50 H50A 109.1 . . ? C51 C50 H50A 109.1 . . ? N18 C50 H50B 109.1 . . ? C51 C50 H50B 109.1 . . ? H50A C50 H50B 107.8 . . ? N19 C52 C53 107.6(4) . . ? N19 C52 C55 120.5(6) . . ? C53 C52 C55 131.9(5) . . ? N19 C51 C50 112.8(3) . . ? N19 C51 H51A 109.0 . . ? C50 C51 H51A 109.0 . . ? N19 C51 H51B 109.0 . . ? C50 C51 H51B 109.0 . . ? H51A C51 H51B 107.8 . . ? C54 C56 H56A 109.5 . . ? C54 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? C54 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? C52 C53 C54 107.0(4) . . ? C52 C53 H53 126.5 . . ? C54 C53 H53 126.5 . . ? C52 C55 H55A 109.5 . . ? C52 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? C52 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? N20 C54 C53 109.2(5) . . ? N20 C54 C56 122.7(4) . . ? C53 C54 C56 128.1(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 C5 N1 N2 C2 -176.7(3) . . . . ? C10 N4 N5 C12 -0.8(4) . . . . ? C9 N4 N5 C12 178.7(3) . . . . ? C19 N8 N7 C17 0.4(4) . . . . ? C19 N8 N7 C16 173.4(3) . . . . ? C24 N9 N10 C26 -0.4(4) . . . . ? C23 N9 N10 C26 -178.9(3) . . . . ? C3 N2 C2 C1 -131.7(3) . . . . ? N1 N2 C2 C1 44.8(4) . . . . ? C8 N3 C1 C2 -86.3(3) . . . . ? N2 C2 C1 N3 -84.5(3) . . . . ? N2 N1 C5 C4 -0.6(4) . . . . ? N2 N1 C5 C7 179.6(3) . . . . ? C3 C4 C5 N1 0.7(4) . . . . ? C3 C4 C5 C7 -179.5(3) . . . . ? N1 N2 C3 C4 0.2(4) . . . . ? C2 N2 C3 C4 176.9(3) . . . . ? N1 N2 C3 C6 -179.0(3) . . . . ? C2 N2 C3 C6 -2.3(5) . . . . ? C5 C4 C3 N2 -0.5(4) . . . . ? C5 C4 C3 C6 178.6(4) . . . . ? C1 N3 C8 C9 129.0(3) . . . . ? Cu1 N3 C8 C9 -3.0(3) . . . . ? C10 N4 C9 C8 -105.3(4) . . . . ? N5 N4 C9 C8 75.3(3) . . . . ? N3 C8 C9 N4 -57.8(3) . . . . ? N4 N5 C12 C11 0.8(4) . . . . ? Cu1 N5 C12 C11 -158.3(3) . . . . ? N4 N5 C12 C14 -179.5(3) . . . . ? N5 N4 C10 C11 0.5(4) . . . . ? C9 N4 C10 C11 -178.9(3) . . . . ? N5 N4 C10 C13 178.9(4) . . . . ? C9 N4 C10 C13 -0.5(6) . . . . ? N4 C10 C11 C12 0.0(4) . . . . ? C13 C10 C11 C12 -178.2(4) . . . . ? N5 C12 C11 C10 -0.6(4) . . . . ? C14 C12 C11 C10 179.9(4) . . . . ? C17 N7 C16 C15 114.7(4) . . . . ? N8 N7 C16 C15 -57.0(4) . . . . ? N8 N7 C17 C18 -0.4(4) . . . . ? C16 N7 C17 C18 -172.7(3) . . . . ? N8 N7 C17 C20 178.7(3) . . . . ? C16 N7 C17 C20 6.5(5) . . . . ? C19 C18 C17 N7 0.3(4) . . . . ? C19 C18 C17 C20 -178.7(4) . . . . ? N7 N8 C19 C18 -0.2(4) . . . . ? N7 N8 C19 C21 -179.5(3) . . . . ? C17 C18 C19 N8 -0.1(4) . . . . ? C17 C18 C19 C21 179.2(4) . . . . ? C22 N6 C15 C16 -159.5(3) . . . . ? N7 C16 C15 N6 75.2(3) . . . . ? N10 N9 C24 C25 0.0(4) . . . . ? C23 N9 C24 C25 178.4(4) . . . . ? N10 N9 C24 C27 179.6(3) . . . . ? C23 N9 C24 C27 -2.0(6) . . . . ? C24 N9 C23 C22 129.1(4) . . . . ? N10 N9 C23 C22 -52.7(5) . . . . ? C15 N6 C22 C23 79.6(3) . . . . ? N9 C23 C22 N6 87.0(4) . . . . ? N9 C24 C25 C26 0.3(4) . . . . ? C27 C24 C25 C26 -179.2(4) . . . . ? N9 N10 C26 C25 0.6(4) . . . . ? N9 N10 C26 C28 -179.0(3) . . . . ? C24 C25 C26 N10 -0.6(4) . . . . ? C24 C25 C26 C28 178.9(4) . . . . ? C38 N14 N15 C40 1.1(3) . . . . ? C37 N14 N15 C40 -179.3(3) . . . . ? C33 N11 N12 C31 -0.7(3) . . . . ? C33 N11 N12 C30 -177.0(3) . . . . ? C45 N17 N16 C47 -0.3(3) . . . . ? C44 N17 N16 C47 177.1(3) . . . . ? C54 N20 N19 C52 0.4(4) . . . . ? C54 N20 N19 C51 -180.0(3) . . . . ? C36 N13 C29 C30 160.2(3) . . . . ? C31 N12 C30 C29 -118.6(4) . . . . ? N11 N12 C30 C29 56.9(4) . . . . ? N13 C29 C30 N12 -73.7(3) . . . . ? N12 N11 C33 C32 -0.3(3) . . . . ? N12 N11 C33 C35 178.8(3) . . . . ? N11 N12 C31 C32 1.4(4) . . . . ? C30 N12 C31 C32 177.3(3) . . . . ? N11 N12 C31 C34 -177.6(3) . . . . ? C30 N12 C31 C34 -1.8(5) . . . . ? N12 C31 C32 C33 -1.5(4) . . . . ? C34 C31 C32 C33 177.3(4) . . . . ? N11 C33 C32 C31 1.1(4) . . . . ? C35 C33 C32 C31 -177.8(3) . . . . ? C38 N14 C37 C36 -129.6(3) . . . . ? N15 N14 C37 C36 50.9(4) . . . . ? C29 N13 C36 C37 -79.4(3) . . . . ? N14 C37 C36 N13 -85.6(3) . . . . ? N14 N15 C40 C39 -0.7(4) . . . . ? N14 N15 C40 C42 177.6(3) . . . . ? N15 N14 C38 C39 -1.1(4) . . . . ? C37 N14 C38 C39 179.4(3) . . . . ? N15 N14 C38 C41 177.8(3) . . . . ? C37 N14 C38 C41 -1.7(5) . . . . ? N14 C38 C39 C40 0.6(4) . . . . ? C41 C38 C39 C40 -178.2(4) . . . . ? N15 C40 C39 C38 0.1(4) . . . . ? C42 C40 C39 C38 -178.1(4) . . . . ? C45 N17 C44 C43 119.5(3) . . . . ? N16 N17 C44 C43 -57.4(4) . . . . ? C50 N18 C43 C44 80.4(3) . . . . ? N17 C44 C43 N18 82.5(3) . . . . ? N16 N17 C45 C46 0.3(4) . . . . ? C44 N17 C45 C46 -176.9(3) . . . . ? N16 N17 C45 C48 -179.2(3) . . . . ? C44 N17 C45 C48 3.6(5) . . . . ? C47 C46 C45 N17 -0.1(4) . . . . ? C47 C46 C45 C48 179.3(3) . . . . ? N17 N16 C47 C46 0.2(4) . . . . ? N17 N16 C47 C49 -178.8(3) . . . . ? C45 C46 C47 N16 -0.1(4) . . . . ? C45 C46 C47 C49 178.9(4) . . . . ? C43 N18 C50 C51 -165.7(3) . . . . ? N20 N19 C52 C53 -0.3(4) . . . . ? C51 N19 C52 C53 -180.0(4) . . . . ? N20 N19 C52 C55 -179.6(4) . . . . ? C51 N19 C52 C55 0.8(6) . . . . ? C52 N19 C51 C50 132.3(4) . . . . ? N20 N19 C51 C50 -47.3(5) . . . . ? N18 C50 C51 N19 74.1(4) . . . . ? N19 C52 C53 C54 0.2(5) . . . . ? C55 C52 C53 C54 179.3(4) . . . . ? N19 N20 C54 C53 -0.3(4) . . . . ? N19 N20 C54 C56 178.9(3) . . . . ? C52 C53 C54 N20 0.1(5) . . . . ? C52 C53 C54 C56 -179.1(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.973 _refine_diff_density_min -1.375 _refine_diff_density_rms 0.078 data_s2246b _database_code_depnum_ccdc_archive 'CCDC 907100' #TrackingRef 'SM12J.DEP' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[Ni(dedmpza)(N3)2]2.3/2H2O)' _chemical_formula_moiety '2(C28 H46 N22 Ni2), 3(H2 O)' _chemical_formula_sum 'C56 H98 N44 Ni4 O3' _chemical_formula_weight 1670.54 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 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.732(3) _cell_length_b 10.5610(13) _cell_length_c 15.831(2) _cell_angle_alpha 90.00 _cell_angle_beta 92.25(2) _cell_angle_gamma 90.00 _cell_volume 3630.6(8) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1000 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 25.00 _exptl_crystal_description irregular _exptl_crystal_colour green _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.528 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1756 _exptl_absorpt_coefficient_mu 1.099 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6802 _exptl_absorpt_correction_T_max 0.7340 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12846 _diffrn_reflns_av_R_equivalents 0.1089 _diffrn_reflns_av_sigmaI/netI 0.0800 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3685 _reflns_number_gt 3316 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0688P)^2^+8.6740P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3685 _refine_ls_number_parameters 258 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0639 _refine_ls_R_factor_gt 0.0575 _refine_ls_wR_factor_ref 0.1416 _refine_ls_wR_factor_gt 0.1377 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.083 _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 0.189912(18) 0.26514(4) 0.06244(2) 0.01450(16) Uani 1 1 d . . . N1 N 0.09750(14) 0.2234(3) 0.03341(18) 0.0209(6) Uani 1 1 d . . . N2 N 0.06694(13) 0.1386(3) 0.08058(17) 0.0206(6) Uani 1 1 d . . . N3 N 0.20895(13) 0.0758(2) 0.09948(16) 0.0170(6) Uani 1 1 d D . . H3 H 0.2330(18) 0.063(5) 0.055(2) 0.048(14) Uiso 1 1 d D . . N4 N 0.20231(14) 0.2420(2) 0.25253(17) 0.0176(6) Uani 1 1 d . . . N5 N 0.16975(13) 0.3011(3) 0.18858(16) 0.0171(5) Uani 1 1 d . . . N11 N 0.28778(13) 0.2856(3) 0.06229(16) 0.0171(6) Uani 1 1 d . . . N12 N 0.31801(13) 0.3506(3) 0.10896(16) 0.0198(6) Uani 1 1 d . . . N13 N 0.34696(16) 0.4094(3) 0.1571(2) 0.0349(8) Uani 1 1 d . . . N21 N 0.19000(13) 0.4547(3) 0.02644(17) 0.0216(6) Uani 1 1 d . . . N22 N 0.16704(13) 0.5480(3) 0.05222(17) 0.0196(6) Uani 1 1 d . . . N23 N 0.14546(15) 0.6408(3) 0.0752(2) 0.0313(7) Uani 1 1 d . . . C1 C 0.05409(16) 0.2834(3) -0.0124(2) 0.0236(7) Uani 1 1 d . . . C2 C -0.00370(18) 0.2381(3) 0.0067(2) 0.0284(8) Uani 1 1 d . . . H2 H -0.0423 0.2661 -0.0165 0.034 Uiso 1 1 calc R . . C3 C 0.00596(16) 0.1455(3) 0.0655(2) 0.0255(7) Uani 1 1 d . . . C4 C -0.03774(17) 0.0630(4) 0.1091(3) 0.0336(9) Uani 1 1 d . . . H4A H -0.0326 -0.0247 0.0904 0.050 Uiso 1 1 calc R . . H4B H -0.0800 0.0909 0.0954 0.050 Uiso 1 1 calc R . . H4C H -0.0295 0.0682 0.1703 0.050 Uiso 1 1 calc R . . C5 C 0.06801(18) 0.3857(4) -0.0732(2) 0.0321(8) Uani 1 1 d . . . H5A H 0.0598 0.4681 -0.0475 0.048 Uiso 1 1 calc R . . H5B H 0.0420 0.3755 -0.1247 0.048 Uiso 1 1 calc R . . H5C H 0.1114 0.3809 -0.0874 0.048 Uiso 1 1 calc R . . C6 C 0.09972(16) 0.0409(3) 0.1293(2) 0.0231(7) Uani 1 1 d . . . H6A H 0.0715 -0.0306 0.1391 0.028 Uiso 1 1 calc R . . H6B H 0.1133 0.0758 0.1850 0.028 Uiso 1 1 calc R . . C7 C 0.15521(16) -0.0070(3) 0.0839(2) 0.0225(7) Uani 1 1 d . . . H7A H 0.1654 -0.0937 0.1036 0.027 Uiso 1 1 calc R . . H7B H 0.1452 -0.0109 0.0224 0.027 Uiso 1 1 calc R . . C8 C 0.23821(16) 0.0490(3) 0.1836(2) 0.0216(7) Uani 1 1 d . . . H8A H 0.2760 -0.0013 0.1756 0.026 Uiso 1 1 calc R . . H8B H 0.2098 -0.0039 0.2159 0.026 Uiso 1 1 calc R . . C9 C 0.25515(16) 0.1644(3) 0.2357(2) 0.0212(7) Uani 1 1 d . . . H9A H 0.2750 0.1370 0.2900 0.025 Uiso 1 1 calc R . . H9B H 0.2854 0.2156 0.2053 0.025 Uiso 1 1 calc R . . C10 C 0.20343(18) 0.2083(4) 0.4073(2) 0.0266(8) Uani 1 1 d . . . H10A H 0.2057 0.1158 0.4043 0.040 Uiso 1 1 calc R . . H10B H 0.1776 0.2330 0.4539 0.040 Uiso 1 1 calc R . . H10C H 0.2449 0.2431 0.4170 0.040 Uiso 1 1 calc R . . C11 C 0.17619(17) 0.2587(3) 0.3263(2) 0.0193(7) Uani 1 1 d . . . C12 C 0.12474(16) 0.3296(3) 0.3110(2) 0.0210(7) Uani 1 1 d . . . H12 H 0.0964 0.3570 0.3514 0.025 Uiso 1 1 calc R . . C13 C 0.12185(15) 0.3538(3) 0.2249(2) 0.0195(7) Uani 1 1 d . . . C14 C 0.07233(16) 0.4234(3) 0.1780(2) 0.0246(7) Uani 1 1 d . . . H14A H 0.0851 0.4409 0.1205 0.037 Uiso 1 1 calc R . . H14B H 0.0643 0.5034 0.2069 0.037 Uiso 1 1 calc R . . H14C H 0.0348 0.3720 0.1756 0.037 Uiso 1 1 calc R . . O1 O 0.0648(4) 0.7683(7) 0.2183(5) 0.102(2) Uani 0.75 1 d PD . . H20 H 0.072(2) 0.730(12) 0.175(5) 0.153 Uiso 0.75 1 d PD . . H21 H 0.0972(16) 0.791(12) 0.242(5) 0.153 Uiso 0.75 1 d PD . . 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 0.0122(3) 0.0156(2) 0.0160(2) 0.00116(14) 0.00392(15) 0.00110(15) N1 0.0171(15) 0.0230(14) 0.0230(15) 0.0020(11) 0.0032(11) -0.0018(12) N2 0.0153(14) 0.0228(13) 0.0242(14) -0.0010(11) 0.0069(10) -0.0006(12) N3 0.0171(14) 0.0179(12) 0.0165(13) 0.0020(10) 0.0053(10) 0.0024(11) N4 0.0188(15) 0.0178(12) 0.0164(13) 0.0011(10) 0.0032(10) 0.0004(11) N5 0.0143(14) 0.0183(12) 0.0188(13) 0.0018(11) 0.0019(10) 0.0034(11) N11 0.0148(14) 0.0196(13) 0.0168(13) -0.0012(11) 0.0013(10) -0.0008(11) N12 0.0193(15) 0.0207(13) 0.0199(13) 0.0001(12) 0.0072(11) -0.0004(12) N13 0.0363(19) 0.0403(18) 0.0285(16) -0.0104(15) 0.0061(13) -0.0178(17) N21 0.0240(16) 0.0185(13) 0.0227(14) 0.0037(11) 0.0063(11) 0.0012(12) N22 0.0183(15) 0.0187(14) 0.0220(14) 0.0032(11) 0.0025(10) -0.0006(12) N23 0.0311(18) 0.0217(15) 0.0419(18) -0.0009(13) 0.0116(14) 0.0025(14) C1 0.0173(18) 0.0259(17) 0.0274(18) -0.0033(14) 0.0000(13) 0.0030(14) C2 0.0160(18) 0.0338(19) 0.035(2) -0.0113(16) 0.0000(14) 0.0032(15) C3 0.0171(18) 0.0274(17) 0.0324(18) -0.0123(15) 0.0062(13) -0.0017(15) C4 0.022(2) 0.0344(19) 0.045(2) -0.0149(17) 0.0111(16) -0.0099(17) C5 0.025(2) 0.036(2) 0.035(2) 0.0105(17) -0.0029(15) 0.0048(17) C6 0.0189(18) 0.0234(16) 0.0274(17) 0.0026(14) 0.0070(13) -0.0011(14) C7 0.0246(19) 0.0181(15) 0.0253(17) -0.0008(13) 0.0068(13) -0.0026(14) C8 0.0237(18) 0.0196(15) 0.0216(16) 0.0035(13) 0.0047(13) 0.0059(14) C9 0.0197(17) 0.0243(16) 0.0195(16) 0.0033(13) 0.0015(12) 0.0028(14) C10 0.029(2) 0.0334(18) 0.0174(16) -0.0008(14) 0.0008(13) -0.0002(17) C11 0.0231(19) 0.0182(14) 0.0169(16) -0.0021(12) 0.0045(13) -0.0065(13) C12 0.0232(18) 0.0213(15) 0.0189(15) -0.0035(13) 0.0084(12) -0.0029(14) C13 0.0195(17) 0.0153(14) 0.0242(16) -0.0010(13) 0.0074(12) -0.0020(13) C14 0.0226(18) 0.0264(17) 0.0257(17) 0.0016(14) 0.0098(13) 0.0083(15) O1 0.133(5) 0.082(4) 0.088(4) 0.013(3) -0.033(3) -0.029(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N21 2.082(3) . ? Ni1 N1 2.090(3) . ? Ni1 N5 2.096(3) . ? Ni1 N3 2.120(3) . ? Ni1 N11 2.120(3) 7 ? Ni1 N11 2.138(3) . ? N1 C1 1.328(5) . ? N1 N2 1.356(4) . ? N2 C3 1.339(5) . ? N2 C6 1.457(4) . ? N3 C7 1.472(4) . ? N3 C8 1.480(4) . ? N4 C11 1.330(4) . ? N4 N5 1.364(4) . ? N4 C9 1.444(4) . ? N5 C13 1.331(4) . ? N11 N12 1.188(4) . ? N11 Ni1 2.120(3) 7 ? N12 N13 1.151(4) . ? N21 N22 1.184(4) . ? N22 N23 1.152(4) . ? C1 C2 1.389(5) . ? C1 C5 1.485(5) . ? C2 C3 1.360(5) . ? C2 H2 0.9500 . ? C3 C4 1.479(5) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.514(5) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.509(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.489(5) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.359(5) . ? C12 C13 1.386(5) . ? C12 H12 0.9500 . ? C13 C14 1.479(5) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N21 Ni1 N1 98.84(11) . . ? N21 Ni1 N5 95.11(11) . . ? N1 Ni1 N5 90.73(11) . . ? N21 Ni1 N3 168.71(11) . . ? N1 Ni1 N3 92.14(11) . . ? N5 Ni1 N3 87.32(10) . . ? N21 Ni1 N11 89.15(11) . 7 ? N1 Ni1 N11 89.70(11) . 7 ? N5 Ni1 N11 175.60(10) . 7 ? N3 Ni1 N11 88.29(10) . 7 ? N21 Ni1 N11 83.75(11) . . ? N1 Ni1 N11 165.62(11) . . ? N5 Ni1 N11 103.18(11) . . ? N3 Ni1 N11 84.96(11) . . ? N11 Ni1 N11 76.15(12) 7 . ? C1 N1 N2 105.2(3) . . ? C1 N1 Ni1 132.5(2) . . ? N2 N1 Ni1 120.3(2) . . ? C3 N2 N1 111.6(3) . . ? C3 N2 C6 126.3(3) . . ? N1 N2 C6 121.3(3) . . ? C7 N3 C8 110.3(2) . . ? C7 N3 Ni1 111.7(2) . . ? C8 N3 Ni1 120.1(2) . . ? C11 N4 N5 111.4(3) . . ? C11 N4 C9 127.4(3) . . ? N5 N4 C9 121.1(3) . . ? C13 N5 N4 105.2(3) . . ? C13 N5 Ni1 133.2(2) . . ? N4 N5 Ni1 120.2(2) . . ? N12 N11 Ni1 125.7(2) . 7 ? N12 N11 Ni1 125.7(2) . . ? Ni1 N11 Ni1 103.85(12) 7 . ? N13 N12 N11 176.7(3) . . ? N22 N21 Ni1 134.5(2) . . ? N23 N22 N21 177.8(3) . . ? N1 C1 C2 110.2(3) . . ? N1 C1 C5 122.8(3) . . ? C2 C1 C5 127.0(3) . . ? C3 C2 C1 106.3(3) . . ? C3 C2 H2 126.8 . . ? C1 C2 H2 126.8 . . ? N2 C3 C2 106.6(3) . . ? N2 C3 C4 122.3(3) . . ? C2 C3 C4 131.1(4) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C1 C5 H5A 109.5 . . ? C1 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C1 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C6 C7 111.6(3) . . ? N2 C6 H6A 109.3 . . ? C7 C6 H6A 109.3 . . ? N2 C6 H6B 109.3 . . ? C7 C6 H6B 109.3 . . ? H6A C6 H6B 108.0 . . ? N3 C7 C6 111.3(3) . . ? N3 C7 H7A 109.4 . . ? C6 C7 H7A 109.4 . . ? N3 C7 H7B 109.4 . . ? C6 C7 H7B 109.4 . . ? H7A C7 H7B 108.0 . . ? N3 C8 C9 115.1(3) . . ? N3 C8 H8A 108.5 . . ? C9 C8 H8A 108.5 . . ? N3 C8 H8B 108.5 . . ? C9 C8 H8B 108.5 . . ? H8A C8 H8B 107.5 . . ? N4 C9 C8 112.4(3) . . ? N4 C9 H9A 109.1 . . ? C8 C9 H9A 109.1 . . ? N4 C9 H9B 109.1 . . ? C8 C9 H9B 109.1 . . ? H9A C9 H9B 107.9 . . ? C11 C10 H10A 109.5 . . ? C11 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C11 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N4 C11 C12 107.1(3) . . ? N4 C11 C10 122.7(3) . . ? C12 C11 C10 130.2(3) . . ? C11 C12 C13 106.4(3) . . ? C11 C12 H12 126.8 . . ? C13 C12 H12 126.8 . . ? N5 C13 C12 110.0(3) . . ? N5 C13 C14 123.8(3) . . ? C12 C13 C14 126.2(3) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 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 C1 N1 N2 C3 -0.5(4) . . . . ? C1 N1 N2 C6 170.0(3) . . . . ? C11 N4 N5 C13 -0.9(4) . . . . ? C9 N4 N5 C13 174.6(3) . . . . ? N2 N1 C1 C2 1.0(4) . . . . ? N2 N1 C1 C5 179.7(3) . . . . ? N1 C1 C2 C3 -1.1(4) . . . . ? C5 C1 C2 C3 -179.8(3) . . . . ? N1 N2 C3 C2 -0.2(4) . . . . ? C6 N2 C3 C2 -170.1(3) . . . . ? N1 N2 C3 C4 -179.9(3) . . . . ? C6 N2 C3 C4 10.2(5) . . . . ? C1 C2 C3 N2 0.8(4) . . . . ? C1 C2 C3 C4 -179.6(4) . . . . ? C3 N2 C6 C7 133.6(3) . . . . ? N1 N2 C6 C7 -35.4(4) . . . . ? C8 N3 C7 C6 79.0(3) . . . . ? N2 C6 C7 N3 83.5(3) . . . . ? C7 N3 C8 C9 -134.8(3) . . . . ? C11 N4 C9 C8 110.1(4) . . . . ? N5 N4 C9 C8 -64.5(4) . . . . ? N3 C8 C9 N4 59.9(4) . . . . ? N5 N4 C11 C12 0.6(4) . . . . ? C9 N4 C11 C12 -174.5(3) . . . . ? N5 N4 C11 C10 -177.7(3) . . . . ? C9 N4 C11 C10 7.3(5) . . . . ? N4 C11 C12 C13 -0.1(4) . . . . ? C10 C11 C12 C13 178.0(3) . . . . ? N4 N5 C13 C12 0.8(4) . . . . ? N4 N5 C13 C14 -177.1(3) . . . . ? C11 C12 C13 N5 -0.5(4) . . . . ? C11 C12 C13 C14 177.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.083 _refine_diff_density_min -0.927 _refine_diff_density_rms 0.120 data_rf1803 _database_code_depnum_ccdc_archive 'CCDC 907101' #TrackingRef 'SM12J.DEP' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[Co(bedmpza)(N3)2]' _chemical_formula_moiety 'C14 H23 Co N11' _chemical_formula_sum 'C14 H23 Co N11' _chemical_formula_weight 404.36 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.9378(4) _cell_length_b 15.7877(7) _cell_length_c 12.2822(5) _cell_angle_alpha 90.00 _cell_angle_beta 111.8680(10) _cell_angle_gamma 90.00 _cell_volume 1788.36(13) _cell_formula_units_Z 4 _cell_measurement_temperature 103(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 28.00 _exptl_crystal_description irregular _exptl_crystal_colour red _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.502 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 844 _exptl_absorpt_coefficient_mu 0.984 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6389 _exptl_absorpt_correction_T_max 0.9739 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 103(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 69932 _diffrn_reflns_av_R_equivalents 0.0281 _diffrn_reflns_av_sigmaI/netI 0.0122 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 29.00 _reflns_number_total 4761 _reflns_number_gt 4409 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0274P)^2^+1.1381P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4761 _refine_ls_number_parameters 242 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0278 _refine_ls_R_factor_gt 0.0248 _refine_ls_wR_factor_ref 0.0667 _refine_ls_wR_factor_gt 0.0645 _refine_ls_goodness_of_fit_ref 1.110 _refine_ls_restrained_S_all 1.110 _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 Co1 Co 0.747346(17) 0.097384(10) 0.220455(13) 0.01090(5) Uani 1 1 d . . . N11 N 0.65586(13) -0.01409(7) 0.15327(11) 0.0208(2) Uani 1 1 d . . . N12 N 0.54930(12) -0.05165(7) 0.14647(10) 0.0183(2) Uani 1 1 d . . . N13 N 0.44878(13) -0.09289(8) 0.13892(12) 0.0257(3) Uani 1 1 d . . . N21 N 0.87563(12) 0.14796(8) 0.37591(10) 0.0190(2) Uani 1 1 d . . . N22 N 1.00478(12) 0.15564(7) 0.41703(9) 0.0169(2) Uani 1 1 d . . . N23 N 1.12921(13) 0.16449(9) 0.46109(11) 0.0277(3) Uani 1 1 d . . . N1 N 0.56742(11) 0.12950(7) 0.26610(9) 0.01384(19) Uani 1 1 d . . . N2 N 0.47545(11) 0.19644(6) 0.22658(9) 0.01283(19) Uani 1 1 d . . . N3 N 0.70126(11) 0.19702(6) 0.09979(9) 0.01227(19) Uani 1 1 d . . . H3 H 0.6401(17) 0.1764(10) 0.0318(14) 0.015 Uiso 1 1 d . . . N4 N 0.98436(11) 0.09709(6) 0.10930(9) 0.01310(19) Uani 1 1 d . . . N5 N 0.93501(11) 0.06170(6) 0.18865(9) 0.01300(19) Uani 1 1 d . . . C1 C 0.63116(14) 0.26867(8) 0.13636(11) 0.0163(2) Uani 1 1 d . . . H1A H 0.6268 0.3181 0.0856 0.020 Uiso 1 1 calc R . . H1B H 0.6913 0.2846 0.2180 0.020 Uiso 1 1 calc R . . C2 C 0.47939(14) 0.24783(8) 0.12929(11) 0.0171(2) Uani 1 1 d . . . H2A H 0.4267 0.3014 0.1271 0.020 Uiso 1 1 calc R . . H2B H 0.4277 0.2173 0.0550 0.020 Uiso 1 1 calc R . . C3 C 0.38013(13) 0.20132(8) 0.28177(10) 0.0135(2) Uani 1 1 d . . . C4 C 0.41359(13) 0.13587(8) 0.36176(11) 0.0144(2) Uani 1 1 d . . . H4 H 0.3670 0.1226 0.4145 0.017 Uiso 1 1 calc R . . C5 C 0.53070(13) 0.09274(8) 0.34932(11) 0.0145(2) Uani 1 1 d . . . C6 C 0.26182(14) 0.26554(8) 0.25356(12) 0.0175(2) Uani 1 1 d . . . H6A H 0.3042 0.3221 0.2750 0.026 Uiso 1 1 calc R . . H6B H 0.2001 0.2528 0.2978 0.026 Uiso 1 1 calc R . . H6C H 0.2034 0.2640 0.1693 0.026 Uiso 1 1 calc R . . C7 C 0.60965(15) 0.01625(9) 0.41327(12) 0.0198(3) Uani 1 1 d . . . H7A H 0.5479 -0.0338 0.3861 0.030 Uiso 1 1 calc R . . H7B H 0.6340 0.0237 0.4977 0.030 Uiso 1 1 calc R . . H7C H 0.6989 0.0087 0.3980 0.030 Uiso 1 1 calc R . . C8 C 0.83217(14) 0.22694(8) 0.08047(11) 0.0162(2) Uani 1 1 d . . . H8A H 0.9063 0.2445 0.1566 0.019 Uiso 1 1 calc R . . H8B H 0.8064 0.2772 0.0285 0.019 Uiso 1 1 calc R . . C9 C 0.89623(14) 0.15966(8) 0.02591(11) 0.0166(2) Uani 1 1 d . . . H9A H 0.8162 0.1301 -0.0362 0.020 Uiso 1 1 calc R . . H9B H 0.9567 0.1877 -0.0119 0.020 Uiso 1 1 calc R . . C10 C 1.11049(13) 0.06134(8) 0.11442(11) 0.0150(2) Uani 1 1 d . . . C11 C 1.14512(13) 0.00082(8) 0.20168(11) 0.0162(2) Uani 1 1 d . . . H11 H 1.2276 -0.0352 0.2267 0.019 Uiso 1 1 calc R . . C12 C 1.03402(13) 0.00325(8) 0.24598(11) 0.0143(2) Uani 1 1 d . . . C13 C 1.18821(14) 0.08711(9) 0.03647(12) 0.0194(3) Uani 1 1 d . . . H13A H 1.1323 0.0689 -0.0441 0.029 Uiso 1 1 calc R . . H13B H 1.2842 0.0605 0.0638 0.029 Uiso 1 1 calc R . . H13C H 1.1991 0.1489 0.0385 0.029 Uiso 1 1 calc R . . C14 C 1.01563(15) -0.04880(8) 0.34110(12) 0.0196(2) Uani 1 1 d . . . H14A H 1.0173 -0.0117 0.4056 0.029 Uiso 1 1 calc R . . H14B H 1.0948 -0.0900 0.3700 0.029 Uiso 1 1 calc R . . H14C H 0.9227 -0.0788 0.3100 0.029 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.01279(9) 0.00942(8) 0.01181(8) 0.00120(5) 0.00610(6) 0.00008(5) N11 0.0209(5) 0.0164(5) 0.0291(6) -0.0060(4) 0.0141(5) -0.0051(4) N12 0.0188(5) 0.0147(5) 0.0214(5) -0.0005(4) 0.0074(4) 0.0010(4) N13 0.0189(6) 0.0233(6) 0.0331(7) 0.0007(5) 0.0074(5) -0.0046(4) N21 0.0168(5) 0.0247(6) 0.0162(5) -0.0059(4) 0.0069(4) 0.0006(4) N22 0.0214(5) 0.0179(5) 0.0136(5) -0.0039(4) 0.0092(4) -0.0010(4) N23 0.0200(6) 0.0392(7) 0.0240(6) -0.0093(5) 0.0083(5) -0.0062(5) N1 0.0140(5) 0.0122(5) 0.0166(5) 0.0034(4) 0.0072(4) 0.0030(4) N2 0.0126(5) 0.0122(5) 0.0147(5) 0.0024(4) 0.0064(4) 0.0019(4) N3 0.0134(5) 0.0118(5) 0.0127(5) 0.0002(4) 0.0060(4) -0.0012(3) N4 0.0143(5) 0.0138(5) 0.0135(5) -0.0012(4) 0.0079(4) -0.0013(4) N5 0.0156(5) 0.0122(5) 0.0128(4) -0.0006(4) 0.0071(4) -0.0011(4) C1 0.0181(6) 0.0124(5) 0.0203(6) 0.0026(4) 0.0092(5) 0.0010(4) C2 0.0162(6) 0.0174(6) 0.0191(6) 0.0074(5) 0.0082(5) 0.0037(4) C3 0.0120(5) 0.0142(5) 0.0146(5) -0.0025(4) 0.0054(4) -0.0005(4) C4 0.0146(5) 0.0164(6) 0.0142(5) 0.0000(4) 0.0076(4) 0.0000(4) C5 0.0154(5) 0.0148(5) 0.0148(5) 0.0018(4) 0.0074(4) 0.0001(4) C6 0.0157(6) 0.0163(6) 0.0215(6) -0.0007(5) 0.0082(5) 0.0033(4) C7 0.0225(6) 0.0197(6) 0.0218(6) 0.0083(5) 0.0134(5) 0.0057(5) C8 0.0182(6) 0.0138(5) 0.0196(6) 0.0011(4) 0.0104(5) -0.0021(4) C9 0.0194(6) 0.0182(6) 0.0153(5) 0.0027(5) 0.0100(5) 0.0009(5) C10 0.0129(5) 0.0166(6) 0.0162(5) -0.0070(4) 0.0063(4) -0.0034(4) C11 0.0134(5) 0.0160(6) 0.0184(6) -0.0048(5) 0.0049(4) 0.0002(4) C12 0.0154(5) 0.0125(5) 0.0141(5) -0.0026(4) 0.0045(4) -0.0006(4) C13 0.0173(6) 0.0235(6) 0.0215(6) -0.0068(5) 0.0118(5) -0.0049(5) C14 0.0219(6) 0.0167(6) 0.0200(6) 0.0037(5) 0.0077(5) 0.0031(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 Co1 N11 2.0115(11) . ? Co1 N21 2.0236(11) . ? Co1 N3 2.0916(10) . ? Co1 N5 2.1191(10) . ? Co1 N1 2.1249(10) . ? N11 N12 1.1892(16) . ? N12 N13 1.1667(16) . ? N21 N22 1.1976(16) . ? N22 N23 1.1589(17) . ? N1 C5 1.3389(15) . ? N1 N2 1.3628(14) . ? N2 C3 1.3568(15) . ? N2 C2 1.4569(15) . ? N3 C1 1.4832(16) . ? N3 C8 1.4838(15) . ? N3 H3 0.891(16) . ? N4 C10 1.3546(15) . ? N4 N5 1.3633(14) . ? N4 C9 1.4573(16) . ? N5 C12 1.3414(16) . ? C1 C2 1.5142(17) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.3784(17) . ? C3 C6 1.4923(17) . ? C4 C5 1.4049(16) . ? C4 H4 0.9500 . ? C5 C7 1.4938(17) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.5167(17) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.3803(18) . ? C10 C13 1.4932(17) . ? C11 C12 1.4015(17) . ? C11 H11 0.9500 . ? C12 C14 1.4942(17) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N11 Co1 N21 139.63(5) . . ? N11 Co1 N3 114.91(5) . . ? N21 Co1 N3 105.46(4) . . ? N11 Co1 N5 89.21(4) . . ? N21 Co1 N5 89.45(4) . . ? N3 Co1 N5 92.57(4) . . ? N11 Co1 N1 91.19(4) . . ? N21 Co1 N1 87.32(4) . . ? N3 Co1 N1 91.36(4) . . ? N5 Co1 N1 175.46(4) . . ? N12 N11 Co1 136.03(10) . . ? N13 N12 N11 175.93(14) . . ? N22 N21 Co1 129.60(9) . . ? N23 N22 N21 177.08(13) . . ? C5 N1 N2 105.70(10) . . ? C5 N1 Co1 126.40(8) . . ? N2 N1 Co1 127.57(8) . . ? C3 N2 N1 111.50(10) . . ? C3 N2 C2 127.96(10) . . ? N1 N2 C2 120.31(10) . . ? C1 N3 C8 110.14(9) . . ? C1 N3 Co1 111.26(7) . . ? C8 N3 Co1 112.28(7) . . ? C1 N3 H3 109.2(10) . . ? C8 N3 H3 107.4(10) . . ? Co1 N3 H3 106.3(11) . . ? C10 N4 N5 111.66(10) . . ? C10 N4 C9 128.21(10) . . ? N5 N4 C9 119.88(10) . . ? C12 N5 N4 105.56(10) . . ? C12 N5 Co1 127.58(8) . . ? N4 N5 Co1 126.76(8) . . ? N3 C1 C2 112.78(10) . . ? N3 C1 H1A 109.0 . . ? C2 C1 H1A 109.0 . . ? N3 C1 H1B 109.0 . . ? C2 C1 H1B 109.0 . . ? H1A C1 H1B 107.8 . . ? N2 C2 C1 113.86(10) . . ? N2 C2 H2A 108.8 . . ? C1 C2 H2A 108.8 . . ? N2 C2 H2B 108.8 . . ? C1 C2 H2B 108.8 . . ? H2A C2 H2B 107.7 . . ? N2 C3 C4 106.59(10) . . ? N2 C3 C6 123.98(11) . . ? C4 C3 C6 129.41(11) . . ? C3 C4 C5 105.99(10) . . ? C3 C4 H4 127.0 . . ? C5 C4 H4 127.0 . . ? N1 C5 C4 110.20(11) . . ? N1 C5 C7 120.84(11) . . ? C4 C5 C7 128.96(11) . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 C9 112.64(10) . . ? N3 C8 H8A 109.1 . . ? C9 C8 H8A 109.1 . . ? N3 C8 H8B 109.1 . . ? C9 C8 H8B 109.1 . . ? H8A C8 H8B 107.8 . . ? N4 C9 C8 113.92(10) . . ? N4 C9 H9A 108.8 . . ? C8 C9 H9A 108.8 . . ? N4 C9 H9B 108.8 . . ? C8 C9 H9B 108.8 . . ? H9A C9 H9B 107.7 . . ? N4 C10 C11 106.45(11) . . ? N4 C10 C13 123.18(12) . . ? C11 C10 C13 130.36(12) . . ? C10 C11 C12 106.13(11) . . ? C10 C11 H11 126.9 . . ? C12 C11 H11 126.9 . . ? N5 C12 C11 110.18(11) . . ? N5 C12 C14 120.62(11) . . ? C11 C12 C14 129.19(11) . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 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 C5 N1 N2 C3 -1.19(13) . . . . ? C5 N1 N2 C2 -176.11(11) . . . . ? C10 N4 N5 C12 0.94(13) . . . . ? C9 N4 N5 C12 175.66(10) . . . . ? C10 N4 N5 Co1 177.69(8) . . . . ? C9 N4 N5 Co1 -7.59(15) . . . . ? C8 N3 C1 C2 166.17(10) . . . . ? C3 N2 C2 C1 143.02(12) . . . . ? N1 N2 C2 C1 -42.98(16) . . . . ? N3 C1 C2 N2 78.11(13) . . . . ? N1 N2 C3 C4 1.16(14) . . . . ? C2 N2 C3 C4 175.59(11) . . . . ? N1 N2 C3 C6 -177.14(11) . . . . ? C2 N2 C3 C6 -2.71(19) . . . . ? N2 C3 C4 C5 -0.65(13) . . . . ? C6 C3 C4 C5 177.53(12) . . . . ? N2 N1 C5 C4 0.75(14) . . . . ? N2 N1 C5 C7 -179.91(11) . . . . ? C3 C4 C5 N1 -0.07(14) . . . . ? C3 C4 C5 C7 -179.34(13) . . . . ? C1 N3 C8 C9 -171.59(10) . . . . ? C10 N4 C9 C8 -140.46(12) . . . . ? N5 N4 C9 C8 45.78(15) . . . . ? N3 C8 C9 N4 -79.69(13) . . . . ? N5 N4 C10 C11 -0.65(13) . . . . ? C9 N4 C10 C11 -174.83(11) . . . . ? N5 N4 C10 C13 179.30(11) . . . . ? C9 N4 C10 C13 5.12(19) . . . . ? N4 C10 C11 C12 0.11(13) . . . . ? C13 C10 C11 C12 -179.84(12) . . . . ? N4 N5 C12 C11 -0.85(13) . . . . ? N4 N5 C12 C14 179.84(11) . . . . ? C10 C11 C12 N5 0.47(14) . . . . ? C10 C11 C12 C14 179.71(12) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.533 _refine_diff_density_min -0.359 _refine_diff_density_rms 0.053 data_s2227h _database_code_depnum_ccdc_archive 'CCDC 907102' #TrackingRef 'SM12J.DEP' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[Zn(bedmpza)(N3)]ClO4' _chemical_formula_moiety 'C14 H23 N8 Zn, Cl O4' _chemical_formula_sum 'C14 H23 Cl N8 O4 Zn' _chemical_formula_weight 468.24 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.1519(12) _cell_length_b 11.1050(13) _cell_length_c 12.5115(14) _cell_angle_alpha 96.80(2) _cell_angle_beta 93.16(2) _cell_angle_gamma 99.02(2) _cell_volume 971.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2200 _cell_measurement_theta_min 1.70 _cell_measurement_theta_max 25.00 _exptl_crystal_description irregular _exptl_crystal_colour colorless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.600 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 484 _exptl_absorpt_coefficient_mu 1.441 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6251 _exptl_absorpt_correction_T_max 0.7714 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker CCD' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7597 _diffrn_reflns_av_R_equivalents 0.0317 _diffrn_reflns_av_sigmaI/netI 0.0483 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 26.35 _reflns_number_total 3890 _reflns_number_gt 3395 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0607P)^2^+1.2260P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3890 _refine_ls_number_parameters 260 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0563 _refine_ls_R_factor_gt 0.0490 _refine_ls_wR_factor_ref 0.1211 _refine_ls_wR_factor_gt 0.1178 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.090 _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 Zn1 Zn 0.24395(5) 0.71003(4) 0.22593(3) 0.01742(14) Uani 1 1 d . . . N1 N 0.2844(4) 0.7903(3) 0.0916(2) 0.0180(6) Uani 1 1 d . . . N2 N 0.2761(4) 0.9126(2) 0.0922(2) 0.0181(6) Uani 1 1 d . . . N3 N 0.3502(4) 0.8617(3) 0.3353(2) 0.0192(6) Uani 1 1 d D . . H3 H 0.246(4) 0.883(4) 0.368(3) 0.029 Uiso 1 1 d D . . N4 N 0.5561(4) 0.6270(3) 0.3402(2) 0.0205(6) Uani 1 1 d . . . N5 N 0.3963(4) 0.5882(3) 0.2711(2) 0.0201(6) Uani 1 1 d . . . N11 N -0.0255(4) 0.6475(3) 0.2246(3) 0.0238(7) Uani 1 1 d . . . N12 N -0.1453(4) 0.6642(3) 0.1595(2) 0.0206(6) Uani 1 1 d . . . N13 N -0.2688(4) 0.6760(3) 0.1001(3) 0.0290(7) Uani 1 1 d . . . C1 C 0.2723(4) 0.7424(3) -0.0125(3) 0.0175(7) Uani 1 1 d . . . C2 C 0.2548(5) 0.8336(3) -0.0784(3) 0.0203(7) Uani 1 1 d . . . H2 H 0.2439 0.8239 -0.1550 0.024 Uiso 1 1 calc R . . C3 C 0.2566(5) 0.9407(3) -0.0095(3) 0.0199(7) Uani 1 1 d . . . C4 C 0.2770(5) 0.9925(3) 0.1945(3) 0.0227(8) Uani 1 1 d . . . H4A H 0.1490 0.9787 0.2216 0.034 Uiso 1 1 calc R . . H4B H 0.3052 1.0794 0.1812 0.034 Uiso 1 1 calc R . . C5 C 0.4209(5) 0.9703(3) 0.2803(3) 0.0214(7) Uani 1 1 d . . . H5A H 0.5394 0.9572 0.2466 0.032 Uiso 1 1 calc R . . H5B H 0.4513 1.0443 0.3347 0.032 Uiso 1 1 calc R . . C6 C 0.2799(5) 0.6088(3) -0.0420(3) 0.0233(8) Uani 1 1 d . . . H6A H 0.3954 0.5889 -0.0073 0.035 Uiso 1 1 calc R . . H6B H 0.2808 0.5905 -0.1205 0.035 Uiso 1 1 calc R . . H6C H 0.1683 0.5595 -0.0175 0.035 Uiso 1 1 calc R . . C7 C 0.2399(5) 1.0673(3) -0.0338(3) 0.0224(7) Uani 1 1 d . . . H7A H 0.1391 1.0974 0.0065 0.034 Uiso 1 1 calc R . . H7B H 0.2089 1.0653 -0.1113 0.034 Uiso 1 1 calc R . . H7C H 0.3606 1.1223 -0.0124 0.034 Uiso 1 1 calc R . . C8 C 0.4985(5) 0.8358(3) 0.4147(3) 0.0221(7) Uani 1 1 d . . . H8A H 0.4352 0.7926 0.4711 0.033 Uiso 1 1 calc R . . H8B H 0.5718 0.9147 0.4503 0.033 Uiso 1 1 calc R . . C9 C 0.6349(5) 0.7579(3) 0.3628(3) 0.0219(7) Uani 1 1 d . . . H9A H 0.6708 0.7886 0.2944 0.033 Uiso 1 1 calc R . . H9B H 0.7519 0.7681 0.4114 0.033 Uiso 1 1 calc R . . C10 C 0.6251(5) 0.5290(3) 0.3720(3) 0.0219(7) Uani 1 1 d . . . C11 C 0.5065(5) 0.4253(3) 0.3226(3) 0.0234(8) Uani 1 1 d . . . H11 H 0.5185 0.3425 0.3291 0.028 Uiso 1 1 calc R . . C12 C 0.3659(5) 0.4651(3) 0.2614(3) 0.0209(7) Uani 1 1 d . . . C13 C 0.8000(5) 0.5410(4) 0.4458(3) 0.0258(8) Uani 1 1 d . . . H13A H 0.7832 0.5890 0.5145 0.039 Uiso 1 1 calc R . . H13B H 0.9087 0.5828 0.4126 0.039 Uiso 1 1 calc R . . H13C H 0.8230 0.4591 0.4588 0.039 Uiso 1 1 calc R . . C14 C 0.2024(5) 0.3902(3) 0.1912(3) 0.0278(8) Uani 1 1 d . . . H14A H 0.0940 0.4343 0.1925 0.042 Uiso 1 1 calc R . . H14B H 0.1671 0.3110 0.2181 0.042 Uiso 1 1 calc R . . H14C H 0.2391 0.3762 0.1170 0.042 Uiso 1 1 calc R . . Cl1 Cl 0.05271(12) 0.86355(8) 0.61182(7) 0.0226(2) Uani 1 1 d . . . O1 O -0.1475(4) 0.8277(3) 0.6214(2) 0.0325(7) Uani 1 1 d . . . O2 O 0.1168(4) 0.9800(3) 0.6770(2) 0.0357(7) Uani 1 1 d . . . O3 O 0.1558(5) 0.7734(3) 0.6479(2) 0.0400(7) Uani 1 1 d . . . O4 O 0.0827(4) 0.8724(3) 0.5002(2) 0.0415(8) 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 Zn1 0.0116(2) 0.0197(2) 0.0200(2) 0.00210(15) -0.00051(14) 0.00049(14) N1 0.0145(14) 0.0173(14) 0.0212(15) -0.0001(11) 0.0012(11) 0.0018(11) N2 0.0153(14) 0.0163(14) 0.0230(15) 0.0034(12) 0.0001(11) 0.0034(11) N3 0.0122(14) 0.0241(15) 0.0213(15) 0.0002(12) 0.0005(11) 0.0049(11) N4 0.0125(14) 0.0234(15) 0.0242(16) 0.0015(12) -0.0020(12) 0.0013(11) N5 0.0145(14) 0.0224(15) 0.0226(15) 0.0010(12) -0.0031(11) 0.0032(11) N11 0.0104(14) 0.0330(17) 0.0278(17) 0.0084(14) -0.0009(12) 0.0004(12) N12 0.0169(15) 0.0142(14) 0.0285(17) -0.0011(12) 0.0029(13) -0.0012(11) N13 0.0232(17) 0.0250(17) 0.0378(19) 0.0021(14) -0.0079(14) 0.0054(13) C1 0.0102(15) 0.0190(17) 0.0212(18) -0.0006(13) -0.0014(12) -0.0007(12) C2 0.0161(17) 0.0239(18) 0.0207(18) 0.0036(14) -0.0013(13) 0.0029(13) C3 0.0107(15) 0.0216(17) 0.0267(19) 0.0026(14) 0.0008(13) 0.0013(13) C4 0.0201(18) 0.0184(17) 0.028(2) -0.0030(14) 0.0026(14) 0.0042(14) C5 0.0191(17) 0.0208(17) 0.0226(18) -0.0003(14) -0.0008(14) 0.0007(13) C6 0.0225(18) 0.0207(18) 0.0242(19) -0.0032(14) -0.0035(14) 0.0018(14) C7 0.0170(17) 0.0209(18) 0.030(2) 0.0057(15) 0.0014(14) 0.0033(13) C8 0.0231(18) 0.0251(18) 0.0177(17) -0.0002(14) -0.0005(14) 0.0051(14) C9 0.0123(16) 0.0235(18) 0.028(2) -0.0012(15) -0.0016(14) 0.0015(13) C10 0.0177(17) 0.0290(19) 0.0209(18) 0.0054(15) 0.0039(14) 0.0076(14) C11 0.0227(18) 0.0236(18) 0.0248(19) 0.0053(15) 0.0034(15) 0.0044(14) C12 0.0168(17) 0.0236(18) 0.0225(18) 0.0053(14) 0.0034(14) 0.0021(14) C13 0.0216(18) 0.031(2) 0.026(2) 0.0052(16) -0.0023(15) 0.0063(15) C14 0.0241(19) 0.0212(18) 0.036(2) 0.0056(16) -0.0042(16) -0.0009(15) Cl1 0.0166(4) 0.0294(5) 0.0215(4) 0.0010(3) 0.0023(3) 0.0042(3) O1 0.0198(13) 0.0359(15) 0.0353(16) -0.0097(12) 0.0072(11) -0.0061(11) O2 0.0227(14) 0.0309(15) 0.0485(18) -0.0047(13) 0.0008(13) -0.0027(11) O3 0.0469(19) 0.0390(17) 0.0370(17) 0.0024(13) -0.0056(14) 0.0212(14) O4 0.0349(17) 0.067(2) 0.0285(16) 0.0136(15) 0.0126(13) 0.0172(15) _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 Zn1 N11 1.942(3) . ? Zn1 N5 1.978(3) . ? Zn1 N1 2.008(3) . ? Zn1 N3 2.056(3) . ? N1 C1 1.341(4) . ? N1 N2 1.368(4) . ? N2 C3 1.351(5) . ? N2 C4 1.467(4) . ? N3 C5 1.493(4) . ? N3 C8 1.497(4) . ? N4 C10 1.355(4) . ? N4 N5 1.374(4) . ? N4 C9 1.462(4) . ? N5 C12 1.340(4) . ? N11 N12 1.200(4) . ? N12 N13 1.156(4) . ? C1 C2 1.394(5) . ? C1 C6 1.496(5) . ? C2 C3 1.382(5) . ? C2 H2 0.9500 . ? C3 C7 1.494(5) . ? C4 C5 1.514(5) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.525(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.377(5) . ? C10 C13 1.492(5) . ? C11 C12 1.388(5) . ? C11 H11 0.9500 . ? C12 C14 1.496(5) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? Cl1 O3 1.432(3) . ? Cl1 O4 1.437(3) . ? Cl1 O2 1.438(3) . ? Cl1 O1 1.441(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 N11 Zn1 N5 110.66(12) . . ? N11 Zn1 N1 107.35(12) . . ? N5 Zn1 N1 123.10(12) . . ? N11 Zn1 N3 116.87(13) . . ? N5 Zn1 N3 101.38(12) . . ? N1 Zn1 N3 97.26(12) . . ? C1 N1 N2 106.1(3) . . ? C1 N1 Zn1 131.2(2) . . ? N2 N1 Zn1 120.4(2) . . ? C3 N2 N1 110.7(3) . . ? C3 N2 C4 128.6(3) . . ? N1 N2 C4 120.5(3) . . ? C5 N3 C8 111.7(3) . . ? C5 N3 Zn1 111.6(2) . . ? C8 N3 Zn1 112.2(2) . . ? C10 N4 N5 110.2(3) . . ? C10 N4 C9 129.4(3) . . ? N5 N4 C9 120.1(3) . . ? C12 N5 N4 106.4(3) . . ? C12 N5 Zn1 133.3(2) . . ? N4 N5 Zn1 119.6(2) . . ? N12 N11 Zn1 125.2(2) . . ? N13 N12 N11 175.8(3) . . ? N1 C1 C2 110.0(3) . . ? N1 C1 C6 119.9(3) . . ? C2 C1 C6 130.1(3) . . ? C3 C2 C1 106.1(3) . . ? C3 C2 H2 127.0 . . ? C1 C2 H2 127.0 . . ? N2 C3 C2 107.0(3) . . ? N2 C3 C7 122.7(3) . . ? C2 C3 C7 130.3(3) . . ? N2 C4 C5 113.1(3) . . ? N2 C4 H4A 109.0 . . ? C5 C4 H4A 109.0 . . ? N2 C4 H4B 109.0 . . ? C5 C4 H4B 109.0 . . ? H4A C4 H4B 107.8 . . ? N3 C5 C4 112.2(3) . . ? N3 C5 H5A 109.2 . . ? C4 C5 H5A 109.2 . . ? N3 C5 H5B 109.2 . . ? C4 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C3 C7 H7A 109.5 . . ? C3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 C9 113.0(3) . . ? N3 C8 H8A 109.0 . . ? C9 C8 H8A 109.0 . . ? N3 C8 H8B 109.0 . . ? C9 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? N4 C9 C8 113.6(3) . . ? N4 C9 H9A 108.8 . . ? C8 C9 H9A 108.8 . . ? N4 C9 H9B 108.8 . . ? C8 C9 H9B 108.8 . . ? H9A C9 H9B 107.7 . . ? N4 C10 C11 106.9(3) . . ? N4 C10 C13 123.1(3) . . ? C11 C10 C13 130.0(3) . . ? C10 C11 C12 106.8(3) . . ? C10 C11 H11 126.6 . . ? C12 C11 H11 126.6 . . ? N5 C12 C11 109.7(3) . . ? N5 C12 C14 121.5(3) . . ? C11 C12 C14 128.8(3) . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O3 Cl1 O4 108.92(18) . . ? O3 Cl1 O2 109.38(18) . . ? O4 Cl1 O2 110.79(19) . . ? O3 Cl1 O1 110.30(19) . . ? O4 Cl1 O1 108.50(18) . . ? O2 Cl1 O1 108.95(16) . . ? 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 C1 N1 N2 C3 0.8(3) . . . . ? C1 N1 N2 C4 177.2(3) . . . . ? C10 N4 N5 C12 0.6(4) . . . . ? C9 N4 N5 C12 176.2(3) . . . . ? N2 N1 C1 C2 -0.5(4) . . . . ? N2 N1 C1 C6 179.2(3) . . . . ? N1 C1 C2 C3 0.0(4) . . . . ? C6 C1 C2 C3 -179.6(3) . . . . ? N1 N2 C3 C2 -0.8(4) . . . . ? C4 N2 C3 C2 -176.9(3) . . . . ? N1 N2 C3 C7 178.8(3) . . . . ? C4 N2 C3 C7 2.7(5) . . . . ? C1 C2 C3 N2 0.5(4) . . . . ? C1 C2 C3 C7 -179.1(3) . . . . ? C3 N2 C4 C5 -140.7(3) . . . . ? N1 N2 C4 C5 43.5(4) . . . . ? C8 N3 C5 C4 176.2(3) . . . . ? N2 C4 C5 N3 -80.7(4) . . . . ? C5 N3 C8 C9 -84.5(4) . . . . ? C10 N4 C9 C8 -124.4(4) . . . . ? N5 N4 C9 C8 60.9(4) . . . . ? N3 C8 C9 N4 -78.2(4) . . . . ? N5 N4 C10 C11 -0.3(4) . . . . ? C9 N4 C10 C11 -175.3(3) . . . . ? N5 N4 C10 C13 178.9(3) . . . . ? C9 N4 C10 C13 3.8(5) . . . . ? N4 C10 C11 C12 -0.2(4) . . . . ? C13 C10 C11 C12 -179.3(3) . . . . ? N4 N5 C12 C11 -0.7(4) . . . . ? N4 N5 C12 C14 -179.8(3) . . . . ? C10 C11 C12 N5 0.6(4) . . . . ? C10 C11 C12 C14 179.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 26.35 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 1.346 _refine_diff_density_min -0.646 _refine_diff_density_rms 0.105 data_s2228c _database_code_depnum_ccdc_archive 'CCDC 907103' #TrackingRef 'SM12J.DEP' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[Cd(bedmpza)(N3)2]2.3/2H2O' _chemical_formula_moiety '2(C28 H46 Cd2 N22), 3(H2 O)' _chemical_formula_sum 'C56 H98 Cd4 N44 O3' _chemical_formula_weight 1885.42 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.748(2) _cell_length_b 10.5845(11) _cell_length_c 16.2644(13) _cell_angle_alpha 90.00 _cell_angle_beta 95.56(2) _cell_angle_gamma 90.00 _cell_volume 3897.6(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2000 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 25.00 _exptl_crystal_description irregular _exptl_crystal_colour colorless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.607 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1916 _exptl_absorpt_coefficient_mu 1.149 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7318 _exptl_absorpt_correction_T_max 0.8376 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11840 _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_sigmaI/netI 0.0358 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3758 _reflns_number_gt 3557 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0315P)^2^+7.2868P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3758 _refine_ls_number_parameters 257 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0298 _refine_ls_R_factor_gt 0.0282 _refine_ls_wR_factor_ref 0.0696 _refine_ls_wR_factor_gt 0.0687 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.084 _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 Cd1 Cd 0.187445(7) 0.217485(15) 0.062377(10) 0.01613(8) Uani 1 1 d . . . N11 N 0.29291(10) 0.1989(2) 0.06637(13) 0.0236(5) Uani 1 1 d . . . N12 N 0.32688(9) 0.1545(2) 0.11887(12) 0.0199(4) Uani 1 1 d . . . N13 N 0.35895(11) 0.1111(2) 0.17112(14) 0.0309(5) Uani 1 1 d . . . N21 N 0.18785(11) 0.0186(2) 0.01132(14) 0.0283(5) Uani 1 1 d . . . N22 N 0.16583(10) -0.0700(2) 0.04166(14) 0.0252(5) Uani 1 1 d . . . N23 N 0.14545(11) -0.1588(2) 0.07011(17) 0.0351(6) Uani 1 1 d . . . N1 N 0.08965(10) 0.28381(19) 0.03404(13) 0.0207(5) Uani 1 1 d . . . N2 N 0.06491(9) 0.3712(2) 0.08250(12) 0.0204(4) Uani 1 1 d . . . N3 N 0.20804(9) 0.42795(19) 0.11244(12) 0.0185(4) Uani 1 1 d D . . H3 H 0.2331(10) 0.448(3) 0.0757(14) 0.028 Uiso 1 1 d D . . N4 N 0.19951(9) 0.2527(2) 0.26128(12) 0.0176(4) Uani 1 1 d . . . N5 N 0.16872(10) 0.1835(2) 0.20010(12) 0.0197(4) Uani 1 1 d . . . C1 C 0.00510(11) 0.3671(2) 0.07133(16) 0.0232(5) Uani 1 1 d . . . C2 C -0.00956(13) 0.2748(2) 0.01313(18) 0.0259(6) Uani 1 1 d . . . H2 H -0.0482 0.2498 -0.0080 0.031 Uiso 1 1 calc R . . C3 C 0.04378(12) 0.2256(2) -0.00846(16) 0.0230(6) Uani 1 1 d . . . C4 C -0.03318(12) 0.4522(3) 0.11670(18) 0.0302(6) Uani 1 1 d . . . H4A H -0.0257 0.4368 0.1762 0.045 Uiso 1 1 calc R . . H4B H -0.0748 0.4351 0.0987 0.045 Uiso 1 1 calc R . . H4C H -0.0241 0.5405 0.1049 0.045 Uiso 1 1 calc R . . C5 C 0.05330(13) 0.1236(3) -0.06947(17) 0.0319(6) Uani 1 1 d . . . H5A H 0.0940 0.1276 -0.0843 0.048 Uiso 1 1 calc R . . H5B H 0.0258 0.1354 -0.1191 0.048 Uiso 1 1 calc R . . H5C H 0.0463 0.0411 -0.0449 0.048 Uiso 1 1 calc R . . C6 C 0.10159(11) 0.4586(2) 0.13523(16) 0.0227(5) Uani 1 1 d . . . H6A H 0.1155 0.4150 0.1874 0.027 Uiso 1 1 calc R . . H6B H 0.0770 0.5312 0.1493 0.027 Uiso 1 1 calc R . . C7 C 0.15520(11) 0.5081(2) 0.09494(16) 0.0226(5) Uani 1 1 d . . . H7A H 0.1451 0.5128 0.0344 0.027 Uiso 1 1 calc R . . H7B H 0.1644 0.5947 0.1152 0.027 Uiso 1 1 calc R . . C8 C 0.23742(12) 0.4468(2) 0.19751(15) 0.0222(5) Uani 1 1 d . . . H8A H 0.2114 0.4986 0.2294 0.027 Uiso 1 1 calc R . . H8B H 0.2745 0.4946 0.1940 0.027 Uiso 1 1 calc R . . C9 C 0.25176(11) 0.3240(2) 0.24410(15) 0.0205(5) Uani 1 1 d . . . H9A H 0.2765 0.2706 0.2112 0.025 Uiso 1 1 calc R . . H9B H 0.2752 0.3438 0.2970 0.025 Uiso 1 1 calc R . . C10 C 0.17316(12) 0.2493(2) 0.33192(15) 0.0194(5) Uani 1 1 d . . . C11 C 0.12324(12) 0.1760(2) 0.31649(15) 0.0237(5) Uani 1 1 d . . . H11 H 0.0954 0.1556 0.3543 0.028 Uiso 1 1 calc R . . C12 C 0.12172(11) 0.1375(2) 0.23407(15) 0.0210(5) Uani 1 1 d . . . C13 C 0.19844(13) 0.3137(3) 0.40916(15) 0.0258(6) Uani 1 1 d . . . H13A H 0.2369 0.2763 0.4277 0.039 Uiso 1 1 calc R . . H13B H 0.1716 0.3031 0.4523 0.039 Uiso 1 1 calc R . . H13C H 0.2035 0.4039 0.3982 0.039 Uiso 1 1 calc R . . C14 C 0.07573(13) 0.0598(3) 0.18564(17) 0.0304(6) Uani 1 1 d . . . H14A H 0.0424 0.1138 0.1656 0.046 Uiso 1 1 calc R . . H14B H 0.0620 -0.0068 0.2210 0.046 Uiso 1 1 calc R . . H14C H 0.0927 0.0213 0.1385 0.046 Uiso 1 1 calc R . . O1 O 0.0580(3) 0.7366(5) 0.2097(4) 0.1033(18) Uani 0.75 1 d PD . . H20 H 0.071(4) 0.780(9) 0.174(4) 0.155 Uiso 0.75 1 d PD . . H21 H 0.085(3) 0.715(9) 0.245(4) 0.155 Uiso 0.75 1 d PD . . 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 Cd1 0.01580(12) 0.01777(11) 0.01521(11) -0.00101(6) 0.00347(8) -0.00072(6) N11 0.0194(12) 0.0353(12) 0.0165(10) 0.0032(9) 0.0036(9) 0.0023(10) N12 0.0191(11) 0.0223(10) 0.0192(10) -0.0012(9) 0.0066(10) 0.0015(9) N13 0.0278(13) 0.0402(13) 0.0249(11) 0.0051(11) 0.0032(11) 0.0120(11) N21 0.0346(14) 0.0216(11) 0.0289(11) -0.0059(10) 0.0032(11) 0.0008(10) N22 0.0231(12) 0.0224(11) 0.0287(11) -0.0077(10) -0.0050(10) 0.0038(10) N23 0.0337(14) 0.0222(12) 0.0493(15) -0.0028(11) 0.0034(12) -0.0014(11) N1 0.0180(11) 0.0235(11) 0.0206(10) -0.0027(8) 0.0028(9) 0.0003(8) N2 0.0171(11) 0.0232(10) 0.0214(10) -0.0004(8) 0.0033(9) 0.0015(9) N3 0.0177(10) 0.0212(10) 0.0175(9) -0.0003(8) 0.0053(9) -0.0031(9) N4 0.0177(11) 0.0204(9) 0.0149(9) -0.0002(8) 0.0018(9) 0.0007(9) N5 0.0210(11) 0.0213(9) 0.0172(10) -0.0018(8) 0.0033(9) -0.0017(9) C1 0.0179(13) 0.0273(12) 0.0249(12) 0.0079(11) 0.0049(11) 0.0020(10) C2 0.0175(14) 0.0315(14) 0.0282(14) 0.0064(11) 0.0001(12) -0.0025(11) C3 0.0192(13) 0.0267(13) 0.0221(12) 0.0015(10) -0.0026(11) -0.0017(10) C4 0.0220(14) 0.0335(14) 0.0358(15) 0.0048(12) 0.0076(13) 0.0053(12) C5 0.0279(15) 0.0349(15) 0.0318(14) -0.0082(12) -0.0028(12) -0.0026(12) C6 0.0209(13) 0.0241(12) 0.0235(12) -0.0060(10) 0.0036(11) 0.0014(10) C7 0.0228(14) 0.0192(11) 0.0255(12) 0.0009(10) 0.0015(11) 0.0006(10) C8 0.0230(13) 0.0239(12) 0.0200(11) -0.0035(10) 0.0037(11) -0.0062(10) C9 0.0165(12) 0.0276(12) 0.0177(11) -0.0035(10) 0.0024(10) -0.0018(10) C10 0.0236(14) 0.0201(11) 0.0151(11) 0.0030(10) 0.0054(11) 0.0049(10) C11 0.0272(14) 0.0249(12) 0.0199(12) 0.0031(11) 0.0070(11) -0.0001(11) C12 0.0214(13) 0.0197(11) 0.0220(12) 0.0026(10) 0.0034(11) -0.0009(10) C13 0.0316(15) 0.0308(13) 0.0149(11) -0.0014(11) 0.0024(11) 0.0010(12) C14 0.0290(15) 0.0350(14) 0.0280(14) -0.0034(12) 0.0069(12) -0.0118(12) O1 0.142(4) 0.069(3) 0.087(3) -0.012(2) -0.052(3) 0.036(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N21 2.264(2) . ? Cd1 N1 2.336(2) . ? Cd1 N5 2.348(2) . ? Cd1 N11 2.356(2) 7 ? Cd1 N11 2.402(2) . ? Cd1 N3 2.402(2) . ? N11 N12 1.191(3) . ? N11 Cd1 2.356(2) 7 ? N12 N13 1.160(3) . ? N21 N22 1.192(3) . ? N22 N23 1.164(3) . ? N1 C3 1.344(3) . ? N1 N2 1.371(3) . ? N2 C1 1.356(3) . ? N2 C6 1.466(3) . ? N3 C7 1.476(3) . ? N3 C8 1.490(3) . ? N4 C10 1.347(3) . ? N4 N5 1.372(3) . ? N4 C9 1.458(3) . ? N5 C12 1.342(3) . ? C1 C2 1.378(4) . ? C1 C4 1.496(4) . ? C2 C3 1.396(4) . ? C2 H2 0.9500 . ? C3 C5 1.496(4) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.531(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.524(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.378(4) . ? C10 C13 1.495(4) . ? C11 C12 1.398(3) . ? C11 H11 0.9500 . ? C12 C14 1.494(4) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N21 Cd1 N1 104.17(8) . . ? N21 Cd1 N5 102.42(8) . . ? N1 Cd1 N5 88.68(8) . . ? N21 Cd1 N11 90.89(8) . 7 ? N1 Cd1 N11 88.32(8) . 7 ? N5 Cd1 N11 166.69(8) . 7 ? N21 Cd1 N11 83.93(8) . . ? N1 Cd1 N11 163.69(7) . . ? N5 Cd1 N11 103.58(8) . . ? N11 Cd1 N11 77.28(8) 7 . ? N21 Cd1 N3 168.31(8) . . ? N1 Cd1 N3 86.50(7) . . ? N5 Cd1 N3 82.30(7) . . ? N11 Cd1 N3 84.57(7) 7 . ? N11 Cd1 N3 84.57(7) . . ? N12 N11 Cd1 128.29(18) . 7 ? N12 N11 Cd1 128.94(17) . . ? Cd1 N11 Cd1 102.72(8) 7 . ? N13 N12 N11 178.5(3) . . ? N22 N21 Cd1 124.25(18) . . ? N23 N22 N21 178.0(3) . . ? C3 N1 N2 105.3(2) . . ? C3 N1 Cd1 129.85(17) . . ? N2 N1 Cd1 121.70(15) . . ? C1 N2 N1 111.4(2) . . ? C1 N2 C6 127.2(2) . . ? N1 N2 C6 121.3(2) . . ? C7 N3 C8 112.67(19) . . ? C7 N3 Cd1 109.83(14) . . ? C8 N3 Cd1 119.61(15) . . ? C10 N4 N5 111.5(2) . . ? C10 N4 C9 128.0(2) . . ? N5 N4 C9 120.4(2) . . ? C12 N5 N4 105.45(19) . . ? C12 N5 Cd1 132.37(17) . . ? N4 N5 Cd1 118.90(15) . . ? N2 C1 C2 106.7(2) . . ? N2 C1 C4 122.6(2) . . ? C2 C1 C4 130.7(3) . . ? C1 C2 C3 106.2(2) . . ? C1 C2 H2 126.9 . . ? C3 C2 H2 126.9 . . ? N1 C3 C2 110.5(2) . . ? N1 C3 C5 121.1(2) . . ? C2 C3 C5 128.4(3) . . ? C1 C4 H4A 109.5 . . ? C1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C6 C7 113.4(2) . . ? N2 C6 H6A 108.9 . . ? C7 C6 H6A 108.9 . . ? N2 C6 H6B 108.9 . . ? C7 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? N3 C7 C6 112.8(2) . . ? N3 C7 H7A 109.0 . . ? C6 C7 H7A 109.0 . . ? N3 C7 H7B 109.0 . . ? C6 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? N3 C8 C9 113.7(2) . . ? N3 C8 H8A 108.8 . . ? C9 C8 H8A 108.8 . . ? N3 C8 H8B 108.8 . . ? C9 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? N4 C9 C8 113.4(2) . . ? N4 C9 H9A 108.9 . . ? C8 C9 H9A 108.9 . . ? N4 C9 H9B 108.9 . . ? C8 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? N4 C10 C11 106.7(2) . . ? N4 C10 C13 122.5(2) . . ? C11 C10 C13 130.8(2) . . ? C10 C11 C12 106.4(2) . . ? C10 C11 H11 126.8 . . ? C12 C11 H11 126.8 . . ? N5 C12 C11 110.0(2) . . ? N5 C12 C14 121.9(2) . . ? C11 C12 C14 128.1(2) . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 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 C3 N1 N2 C1 0.6(3) . . . . ? C3 N1 N2 C6 -176.8(2) . . . . ? C10 N4 N5 C12 0.7(3) . . . . ? C9 N4 N5 C12 -175.8(2) . . . . ? N1 N2 C1 C2 -0.5(3) . . . . ? C6 N2 C1 C2 176.6(2) . . . . ? N1 N2 C1 C4 179.9(2) . . . . ? C6 N2 C1 C4 -2.9(4) . . . . ? N2 C1 C2 C3 0.3(3) . . . . ? C4 C1 C2 C3 179.8(3) . . . . ? N2 N1 C3 C2 -0.4(3) . . . . ? N2 N1 C3 C5 179.3(2) . . . . ? C1 C2 C3 N1 0.1(3) . . . . ? C1 C2 C3 C5 -179.6(3) . . . . ? C1 N2 C6 C7 -138.1(2) . . . . ? N1 N2 C6 C7 38.9(3) . . . . ? C8 N3 C7 C6 -76.6(3) . . . . ? N2 C6 C7 N3 -90.2(3) . . . . ? C7 N3 C8 C9 131.7(2) . . . . ? Cd1 N3 C8 C9 0.4(3) . . . . ? C10 N4 C9 C8 -98.8(3) . . . . ? N5 N4 C9 C8 77.1(3) . . . . ? N3 C8 C9 N4 -65.2(3) . . . . ? N5 N4 C10 C11 -0.3(3) . . . . ? C9 N4 C10 C11 175.9(2) . . . . ? N5 N4 C10 C13 178.2(2) . . . . ? C9 N4 C10 C13 -5.6(4) . . . . ? N4 C10 C11 C12 -0.2(3) . . . . ? C13 C10 C11 C12 -178.5(3) . . . . ? N4 N5 C12 C11 -0.8(3) . . . . ? N4 N5 C12 C14 177.9(2) . . . . ? C10 C11 C12 N5 0.6(3) . . . . ? C10 C11 C12 C14 -177.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 25.24 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.757 _refine_diff_density_min -0.725 _refine_diff_density_rms 0.085