# ic980243g.cif #==== manuscript no. IC980243G (Inorganic Chemistry), Bernhardt & Hayes == #==== [Cu(HL^2)](ClO_4)_3 data_1193eh4 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C12 H31 Cl3 Cu N10 O14' _chemical_formula_weight 709.36 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P bar 1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.489(1) _cell_length_b 12.340(2) _cell_length_c 24.496(4) _cell_angle_alpha 87.74(1) _cell_angle_beta 85.51(1) _cell_angle_gamma 70.95(1) _cell_volume 2702.6(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10 _cell_measurement_theta_max 12.5 _exptl_crystal_description 'prism' _exptl_crystal_colour 'purple' _exptl_crystal_size_max 0.67 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.743 _exptl_crystal_density_method ? _exptl_crystal_F_000 1460 _exptl_absorpt_coefficient_mu 1.187 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.81 _exptl_absorpt_correction_T_max 1.00 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf-Nonius CAD4' _diffrn_measurement_method 'omega-2 theta scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 250 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10124 _diffrn_reflns_av_R_equivalents 0.0520 _diffrn_reflns_av_sigmaI/netI 0.1025 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 24.98 _reflns_number_total 9499 _reflns_number_observed 4918 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'CAD4' _computing_cell_refinement 'CAD4' _computing_data_reduction 'XTAL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'PLATON' _computing_publication_material 'SHELXL-93' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 11 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0981P)^2^+48.5312P] 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 9488 _refine_ls_number_parameters 700 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1787 _refine_ls_R_factor_obs 0.0921 _refine_ls_wR_factor_all 0.3340 _refine_ls_wR_factor_obs 0.2744 _refine_ls_goodness_of_fit_all 1.092 _refine_ls_goodness_of_fit_obs 1.306 _refine_ls_restrained_S_all 1.124 _refine_ls_restrained_S_obs 1.306 _refine_ls_shift/esd_max 0.070 _refine_ls_shift/esd_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu1 Cu 0.2491(2) 0.46831(13) 0.13949(6) 0.0368(4) Uani 1 d . . N1 N 0.0457(12) 0.5844(10) 0.1566(4) 0.047(3) Uani 1 d . . H1 H 0.0224(12) 0.5732(10) 0.1927(4) 0.057 Uiso 1 calc R . N2 N 0.1367(12) 0.3755(10) 0.1072(4) 0.043(3) Uani 1 d . . H2 H 0.1419(12) 0.3877(10) 0.0703(4) 0.051 Uiso 1 calc R . N3 N 0.4521(12) 0.3506(8) 0.1259(4) 0.034(2) Uani 1 d . . H3 H 0.4860(12) 0.3641(8) 0.0913(4) 0.040 Uiso 1 calc R . N4 N 0.3573(12) 0.5547(9) 0.1782(4) 0.041(3) Uani 1 d . . H4 H 0.3430(12) 0.5417(9) 0.2147(4) 0.049 Uiso 1 calc R . N5 N 0.3522(12) 0.2099(9) 0.0958(4) 0.042(3) Uani 1 d . . N6 N 0.5282(12) 0.1603(9) 0.0240(4) 0.040(3) Uani 1 d . . N7 N 0.6919(13) 0.1133(11) -0.0516(5) 0.057(3) Uani 1 d . . H7A H 0.7619(13) 0.1202(11) -0.0331(5) 0.068 Uiso 1 calc R . H7B H 0.7101(13) 0.0946(11) -0.0855(5) 0.068 Uiso 1 calc R . N8 N 0.4553(13) 0.1167(10) -0.0587(4) 0.046(3) Uani 1 d . . H8 H 0.4779(13) 0.0966(10) -0.0923(4) 0.056 Uiso 1 calc R . N9 N 0.2153(14) 0.1123(11) -0.0648(5) 0.058(3) Uani 1 d . . H9A H 0.1268(14) 0.1196(11) -0.0507(5) 0.069 Uiso 1 calc R . H9B H 0.2401(14) 0.0905(11) -0.0981(5) 0.069 Uiso 1 calc R . N10 N 0.2787(13) 0.1672(10) 0.0148(4) 0.043(3) Uani 1 d . . C1 C -0.0216(18) 0.4236(16) 0.1264(6) 0.066(5) Uani 1 d . . H1A H -0.0379(18) 0.3943(16) 0.1629(6) 0.079 Uiso 1 calc R . H1B H -0.0835(18) 0.4022(16) 0.1021(6) 0.079 Uiso 1 calc R . C2 C -0.0629(16) 0.5557(15) 0.1274(6) 0.058(4) Uani 1 d . . H2A H -0.0636(16) 0.5861(15) 0.0902(6) 0.070 Uiso 1 calc R . H2B H -0.1618(16) 0.5891(15) 0.1453(6) 0.070 Uiso 1 calc R . C3 C 0.0385(20) 0.7082(14) 0.1513(7) 0.070(5) Uani 1 d . . H3A H -0.0631(20) 0.7568(14) 0.1606(7) 0.083 Uiso 1 calc R . H3B H 0.0646(20) 0.7246(14) 0.1136(7) 0.083 Uiso 1 calc R . C4 C 0.1422(21) 0.7365(14) 0.1878(8) 0.072(5) Uani 1 d . . H4A H 0.1229(21) 0.7127(14) 0.2251(8) 0.087 Uiso 1 calc R . H4B H 0.1211(21) 0.8189(14) 0.1876(8) 0.087 Uiso 1 calc R . C5 C 0.3091(19) 0.6778(13) 0.1699(8) 0.065(5) Uani 1 d . . H5A H 0.3261(19) 0.6947(13) 0.1314(8) 0.079 Uiso 1 calc R . H5B H 0.3694(19) 0.7096(13) 0.1904(8) 0.079 Uiso 1 calc R . C6 C 0.5214(16) 0.5029(13) 0.1633(6) 0.053(4) Uani 1 d . . H6A H 0.5789(16) 0.5233(13) 0.1898(6) 0.064 Uiso 1 calc R . H6B H 0.5471(16) 0.5296(13) 0.1273(6) 0.064 Uiso 1 calc R . C7 C 0.5530(16) 0.3741(13) 0.1636(6) 0.054(4) Uani 1 d . . H7C H 0.6564(16) 0.3353(13) 0.1514(6) 0.065 Uiso 1 calc R . H7D H 0.5346(16) 0.3469(13) 0.2003(6) 0.065 Uiso 1 calc R . C8 C 0.4597(17) 0.2291(11) 0.1284(5) 0.045(3) Uani 1 d . . H8A H 0.5591(17) 0.1815(11) 0.1156(5) 0.054 Uiso 1 calc R . H8B H 0.4416(17) 0.2073(11) 0.1661(5) 0.054 Uiso 1 calc R . C9 C 0.1996(18) 0.2496(13) 0.1165(6) 0.056(4) Uani 1 d . . H9C H 0.1926(18) 0.2321(13) 0.1553(6) 0.067 Uiso 1 calc R . H9D H 0.1429(18) 0.2111(13) 0.0980(6) 0.067 Uiso 1 calc R . C10 C 0.3863(15) 0.1781(11) 0.0421(5) 0.040(3) Uani 1 d . . C11 C 0.5597(15) 0.1311(11) -0.0285(5) 0.040(3) Uani 1 d . . C12 C 0.3106(15) 0.1339(12) -0.0360(5) 0.043(3) Uani 1 d . . Cu2 Cu 0.8155(2) 0.95564(14) 0.35696(6) 0.0382(4) Uani 1 d . . N11 N 0.7032(11) 0.8553(10) 0.3929(4) 0.040(3) Uani 1 d . . H11 H 0.6907(11) 0.8698(10) 0.4294(4) 0.048 Uiso 1 calc R . N12 N 0.6139(13) 1.0587(10) 0.3359(4) 0.049(3) Uani 1 d . . H12 H 0.6081(13) 1.0409(10) 0.3007(4) 0.059 Uiso 1 calc R . N13 N 0.9270(13) 1.0533(10) 0.3191(4) 0.044(3) Uani 1 d . . H13 H 0.9373(13) 1.0367(10) 0.2829(4) 0.053 Uiso 1 calc R . N14 N 1.0226(11) 0.8517(9) 0.3773(4) 0.036(2) Uani 1 d . . H14 H 1.0331(11) 0.8701(9) 0.4121(4) 0.043 Uiso 1 calc R . N15 N 0.9264(14) 0.7006(10) 0.4098(4) 0.049(3) Uani 1 d . . N16 N 1.0651(13) 0.6556(10) 0.4859(5) 0.047(3) Uani 1 d . . N17 N 1.1926(15) 0.6106(12) 0.5633(5) 0.062(4) Uani 1 d . . H17A H 1.2714(15) 0.6182(12) 0.5460(5) 0.074 Uiso 1 calc R . H17B H 1.1936(15) 0.5919(12) 0.5975(5) 0.074 Uiso 1 calc R . N18 N 0.9445(15) 0.6155(11) 0.5660(5) 0.056(3) Uani 1 d . . H18 H 0.9475(15) 0.5987(11) 0.6004(5) 0.067 Uiso 1 calc R . N19 N 0.7040(16) 0.6167(12) 0.5694(5) 0.066(4) Uani 1 d . . H19A H 0.6217(16) 0.6276(12) 0.5541(5) 0.079 Uiso 1 calc R . H19B H 0.7101(16) 0.5973(12) 0.6034(5) 0.079 Uiso 1 calc R . N20 N 0.8123(14) 0.6595(10) 0.4888(4) 0.048(3) Uani 1 d . . C13 C 0.5526(17) 0.8920(15) 0.3711(7) 0.063(4) Uani 1 d . . H13A H 0.4844(17) 0.8652(15) 0.3951(7) 0.075 Uiso 1 calc R . H13B H 0.5582(17) 0.8603(15) 0.3351(7) 0.075 Uiso 1 calc R . C14 C 0.4974(15) 1.0232(15) 0.3677(7) 0.061(4) Uani 1 d . . H14A H 0.4043(15) 1.0504(15) 0.3498(7) 0.074 Uiso 1 calc R . H14B H 0.4802(15) 1.0549(15) 0.4042(7) 0.074 Uiso 1 calc R . C15 C 0.5859(21) 1.1838(16) 0.3351(7) 0.075(5) Uani 1 d . . H15A H 0.5819(21) 1.2095(16) 0.3723(7) 0.090 Uiso 1 calc R . H15B H 0.4896(21) 1.2225(16) 0.3207(7) 0.090 Uiso 1 calc R . C16 C 0.7048(22) 1.2164(14) 0.3009(7) 0.072(5) Uani 1 d . . H16A H 0.6726(22) 1.2992(14) 0.2969(7) 0.087 Uiso 1 calc R . H16B H 0.7133(22) 1.1849(14) 0.2647(7) 0.087 Uiso 1 calc R . C17 C 0.8588(22) 1.1767(14) 0.3233(8) 0.074(5) Uani 1 d . . H17C H 0.9221(22) 1.2143(14) 0.3030(8) 0.089 Uiso 1 calc R . H17D H 0.8500(22) 1.1984(14) 0.3614(8) 0.089 Uiso 1 calc R . C18 C 1.1317(15) 0.8862(12) 0.3421(5) 0.046(3) Uani 1 d . . H18A H 1.1406(15) 0.8545(12) 0.3059(5) 0.055 Uiso 1 calc R . H18B H 1.2288(15) 0.8584(12) 0.3572(5) 0.055 Uiso 1 calc R . C19 C 1.0778(16) 1.0163(13) 0.3387(6) 0.051(4) Uani 1 d . . H19C H 1.0759(16) 1.0479(13) 0.3745(6) 0.062 Uiso 1 calc R . H19D H 1.1445(16) 1.0427(13) 0.3137(6) 0.062 Uiso 1 calc R . C20 C 1.0460(17) 0.7291(12) 0.3780(5) 0.049(4) Uani 1 d . . H20A H 1.0518(17) 0.7034(12) 0.3407(5) 0.059 Uiso 1 calc R . H20B H 1.1404(17) 0.6887(12) 0.3935(5) 0.059 Uiso 1 calc R . C21 C 0.7853(18) 0.7308(14) 0.3861(6) 0.057(4) Uani 1 d . . H21A H 0.7262(18) 0.6866(14) 0.4037(6) 0.068 Uiso 1 calc R . H21B H 0.8010(18) 0.7127(14) 0.3475(6) 0.068 Uiso 1 calc R . C22 C 0.9366(17) 0.6715(11) 0.4648(5) 0.043(3) Uani 1 d . . C23 C 1.0697(17) 0.6275(12) 0.5373(6) 0.047(3) Uani 1 d . . C24 C 0.8178(15) 0.6296(12) 0.5412(6) 0.043(3) Uani 1 d . . Cl1 Cl 0.0722(4) 0.9361(3) 0.84637(13) 0.0447(8) Uani 1 d . . O11 O 0.1226(16) 0.8262(12) 0.8630(8) 0.130(7) Uani 1 d . . O12 O 0.1917(16) 0.9777(13) 0.8303(6) 0.096(4) Uani 1 d . . O13 O -0.0132(16) 0.9476(16) 0.8007(5) 0.114(6) Uani 1 d . . O14 O -0.0206(14) 1.0019(11) 0.8900(5) 0.082(4) Uani 1 d . . Cl2 Cl 0.7416(4) 0.4546(4) 0.00042(14) 0.0563(10) Uani 1 d . . O21 O 0.6993(26) 0.5708(13) 0.0110(7) 0.143(8) Uani 1 d . . O22 O 0.7030(14) 0.4365(11) -0.0530(4) 0.072(3) Uani 1 d . . O23 O 0.9042(15) 0.4031(20) 0.0000(6) 0.143(8) Uani 1 d . . O24 O 0.6864(16) 0.3937(13) 0.0399(5) 0.098(5) Uani 1 d . . Cl3 Cl 0.5476(5) 0.0560(3) -0.20466(14) 0.0547(10) Uani 1 d . . O31 O 0.5322(20) -0.0390(11) -0.2303(6) 0.103(5) Uani 1 d . . O32 O 0.6441(17) 0.0235(12) -0.1619(5) 0.096(4) Uani 1 d . . O33 O 0.4044(17) 0.1235(16) -0.1799(7) 0.125(6) Uani 1 d . . O34 O 0.5944(21) 0.1237(14) -0.2443(5) 0.116(6) Uani 1 d . . Cl4 Cl 1.4866(4) 0.4446(3) 0.6605(2) 0.0539(9) Uani 1 d . . O41 O 1.3269(17) 0.4821(13) 0.6683(6) 0.101(4) Uiso 1 d . . O42 O 1.5428(32) 0.3594(28) 0.6188(12) 0.090(11) Uiso 0.49(3) d P 1 O43 O 1.5314(47) 0.4291(41) 0.7103(19) 0.144(17) Uiso 0.49(3) d P 1 O44 O 1.5037(40) 0.5428(32) 0.6319(15) 0.118(15) Uiso 0.49(3) d P 1 O42' O 1.5623(41) 0.5172(31) 0.6810(16) 0.124(15) Uiso 0.51(3) d P 2 O43' O 1.5305(46) 0.4433(41) 0.6030(18) 0.145(16) Uiso 0.51(3) d P 2 O44' O 1.5333(43) 0.3427(38) 0.6946(16) 0.137(16) Uiso 0.51(3) d P 2 Cl5 Cl 0.2487(5) 0.9538(4) 0.5029(2) 0.0680(12) Uani 1 d . . O51 O 0.2149(19) 0.8933(14) 0.4634(7) 0.114(5) Uiso 1 d . . O52 O 0.2411(31) 1.0674(20) 0.4923(9) 0.098(8) Uiso 0.70(3) d P 1 O53 O 0.4107(24) 0.8881(21) 0.5033(8) 0.096(8) Uiso 0.70(3) d P 1 O54 O 0.1782(29) 0.9454(20) 0.5544(9) 0.079(7) Uiso 0.70(3) d P 1 O52' O 0.3856(48) 0.9792(42) 0.4987(17) 0.076(16) Uiso 0.30(3) d P 2 O53' O 0.1393(57) 1.0820(35) 0.4948(16) 0.072(15) Uiso 0.30(3) d P 2 O54' O 0.2366(51) 0.9114(35) 0.5587(15) 0.050(11) Uiso 0.30(3) d P 2 Cl6 Cl 0.8717(5) 0.6044(5) 0.7165(2) 0.0729(13) Uani 1 d . . O61 O 1.0070(30) 0.6004(22) 0.7368(11) 0.191(10) Uiso 1 d . . O62 O 0.7628(28) 0.6137(25) 0.7589(10) 0.076(8) Uiso 0.62(5) d P 1 O63 O 0.8452(33) 0.7053(28) 0.6832(12) 0.111(12) Uiso 0.62(5) d P 1 O64 O 0.8971(42) 0.5185(34) 0.6833(19) 0.159(17) Uiso 0.62(5) d P 1 O62' O 0.7991(59) 0.6534(47) 0.6721(21) 0.117(20) Uiso 0.38(5) d P 2 O63' O 0.8859(62) 0.4763(52) 0.7234(28) 0.146(26) Uiso 0.38(5) d P 2 O64' O 0.7829(41) 0.6525(38) 0.7634(15) 0.068(12) Uiso 0.38(5) d P 2 O1 O 0.7610(15) 0.6615(11) 0.2449(5) 0.081(4) Uani 1 d . . O2 O 1.4460(13) 0.6464(12) 0.5002(5) 0.082(4) Uani 1 d . . O3 O 0.8399(12) 0.8579(9) 0.2666(4) 0.059(3) Uani 1 d . . O4 O 1.0650(12) -0.1423(10) -0.0056(4) 0.067(3) 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 Cu1 0.0363(9) 0.0401(9) 0.0338(8) -0.0030(7) -0.0028(7) -0.0120(7) N1 0.043(7) 0.055(7) 0.032(6) 0.002(5) 0.003(5) -0.001(6) N2 0.042(7) 0.064(8) 0.025(5) 0.003(5) -0.003(5) -0.022(6) N3 0.047(6) 0.038(6) 0.018(5) -0.006(4) 0.000(4) -0.015(5) N4 0.053(7) 0.043(6) 0.032(6) -0.003(5) -0.004(5) -0.022(6) N5 0.045(7) 0.047(7) 0.034(6) -0.011(5) 0.006(5) -0.016(5) N6 0.035(6) 0.043(6) 0.042(6) 0.000(5) -0.006(5) -0.014(5) N7 0.042(7) 0.071(9) 0.058(8) -0.009(6) 0.012(6) -0.021(6) N8 0.053(8) 0.061(8) 0.030(6) -0.007(5) -0.003(5) -0.024(6) N9 0.044(7) 0.082(10) 0.049(7) -0.010(7) -0.012(6) -0.018(7) N10 0.051(7) 0.049(7) 0.036(6) 0.003(5) 0.002(5) -0.027(6) C1 0.062(11) 0.103(14) 0.040(9) -0.011(9) -0.007(8) -0.034(10) C2 0.030(8) 0.095(13) 0.040(8) 0.007(8) -0.013(6) -0.006(8) C3 0.064(11) 0.057(10) 0.069(11) -0.003(8) -0.004(9) 0.007(9) C4 0.085(14) 0.044(9) 0.082(13) -0.003(9) -0.011(11) -0.013(9) C5 0.069(11) 0.041(9) 0.091(13) 0.001(8) -0.016(10) -0.021(8) C6 0.049(9) 0.063(10) 0.051(9) -0.024(7) -0.006(7) -0.018(8) C7 0.040(8) 0.068(10) 0.051(9) -0.013(7) -0.021(7) -0.007(7) C8 0.060(9) 0.040(8) 0.035(7) -0.001(6) -0.014(7) -0.012(7) C9 0.086(12) 0.070(10) 0.032(7) -0.011(7) 0.018(7) -0.057(9) C10 0.041(8) 0.035(7) 0.043(8) 0.007(6) 0.000(6) -0.012(6) C11 0.038(8) 0.038(7) 0.042(8) 0.006(6) 0.006(6) -0.012(6) C12 0.044(8) 0.046(8) 0.036(7) -0.006(6) 0.000(6) -0.011(7) Cu2 0.0377(9) 0.0444(10) 0.0343(9) 0.0018(7) -0.0038(7) -0.0156(8) N11 0.033(6) 0.065(8) 0.025(5) 0.003(5) -0.008(4) -0.020(6) N12 0.051(7) 0.058(8) 0.034(6) 0.010(5) -0.016(5) -0.010(6) N13 0.052(7) 0.058(7) 0.030(6) -0.002(5) -0.008(5) -0.026(6) N14 0.038(6) 0.046(6) 0.029(5) 0.006(5) -0.007(5) -0.021(5) N15 0.061(8) 0.051(7) 0.038(6) 0.009(5) -0.006(6) -0.021(6) N16 0.038(7) 0.053(7) 0.045(7) -0.002(6) 0.001(5) -0.009(6) N17 0.055(8) 0.083(10) 0.052(8) 0.008(7) -0.009(6) -0.027(7) N18 0.069(9) 0.067(9) 0.034(6) 0.006(6) -0.014(6) -0.024(7) N19 0.068(9) 0.091(11) 0.040(7) 0.002(7) 0.000(7) -0.029(8) N20 0.059(8) 0.054(7) 0.032(6) -0.003(5) 0.002(6) -0.021(6) C13 0.052(10) 0.088(13) 0.059(10) 0.000(9) -0.014(8) -0.035(9) C14 0.025(8) 0.094(13) 0.061(10) -0.009(9) -0.017(7) -0.010(8) C15 0.073(12) 0.078(13) 0.049(10) -0.012(9) -0.006(9) 0.010(10) C16 0.098(15) 0.040(9) 0.062(11) 0.004(8) -0.007(10) 0.001(9) C17 0.097(15) 0.051(10) 0.073(12) -0.011(9) 0.027(11) -0.027(10) C18 0.040(8) 0.063(9) 0.037(7) 0.003(6) 0.010(6) -0.023(7) C19 0.050(9) 0.069(10) 0.049(9) 0.008(7) -0.004(7) -0.038(8) C20 0.061(10) 0.057(9) 0.024(7) 0.004(6) 0.008(6) -0.014(7) C21 0.076(11) 0.079(12) 0.034(8) 0.004(7) -0.007(7) -0.051(10) C22 0.056(9) 0.029(7) 0.042(8) 0.004(6) 0.007(7) -0.012(6) C23 0.050(9) 0.042(8) 0.051(9) 0.003(6) -0.008(7) -0.018(7) C24 0.039(8) 0.046(8) 0.042(8) 0.001(6) 0.005(6) -0.014(6) Cl1 0.042(2) 0.049(2) 0.040(2) -0.0008(15) 0.0079(15) -0.013(2) O11 0.076(10) 0.070(9) 0.209(19) 0.036(10) 0.047(11) 0.008(8) O12 0.088(10) 0.123(12) 0.092(10) 0.001(8) 0.015(8) -0.059(9) O13 0.084(10) 0.196(17) 0.058(8) -0.022(9) -0.006(7) -0.040(11) O14 0.072(8) 0.097(10) 0.056(7) -0.018(6) 0.015(6) 0.001(7) Cl2 0.062(3) 0.075(3) 0.038(2) 0.010(2) -0.002(2) -0.032(2) O21 0.264(24) 0.068(10) 0.095(12) -0.016(8) -0.004(13) -0.051(13) O22 0.093(9) 0.095(9) 0.043(6) 0.012(6) -0.014(6) -0.049(8) O23 0.049(8) 0.313(26) 0.060(9) 0.018(12) -0.010(7) -0.049(12) O24 0.113(11) 0.126(12) 0.060(8) 0.040(8) 0.012(7) -0.055(10) Cl3 0.075(3) 0.061(2) 0.037(2) 0.003(2) -0.012(2) -0.033(2) O31 0.177(16) 0.078(9) 0.086(9) 0.001(7) -0.036(10) -0.078(10) O32 0.113(11) 0.106(11) 0.056(8) -0.008(7) -0.026(7) -0.013(9) O33 0.077(10) 0.178(17) 0.103(12) -0.048(11) 0.002(9) -0.016(11) O34 0.203(17) 0.128(12) 0.062(8) 0.014(8) 0.018(9) -0.122(13) Cl4 0.061(2) 0.055(2) 0.047(2) 0.003(2) 0.005(2) -0.023(2) Cl5 0.080(3) 0.097(3) 0.035(2) -0.020(2) 0.001(2) -0.039(3) Cl6 0.068(3) 0.111(4) 0.043(2) 0.004(2) -0.004(2) -0.034(3) O1 0.100(10) 0.081(9) 0.071(8) -0.009(6) 0.016(7) -0.046(8) O2 0.058(7) 0.112(11) 0.074(8) 0.013(7) -0.002(6) -0.026(7) O3 0.064(7) 0.074(7) 0.043(6) -0.009(5) -0.002(5) -0.027(6) O4 0.052(7) 0.089(9) 0.064(7) 0.001(6) -0.011(5) -0.025(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N4 2.008(10) . ? Cu1 N3 2.010(10) . ? Cu1 N1 2.017(11) . ? Cu1 N2 2.019(11) . ? N1 C2 1.44(2) . ? N1 C3 1.51(2) . ? N2 C1 1.47(2) . ? N2 C9 1.49(2) . ? N3 C8 1.48(2) . ? N3 C7 1.48(2) . ? N4 C5 1.45(2) . ? N4 C6 1.50(2) . ? N5 C10 1.37(2) . ? N5 C9 1.43(2) . ? N5 C8 1.43(2) . ? N6 C11 1.33(2) . ? N6 C10 1.33(2) . ? N7 C11 1.29(2) . ? N8 C11 1.34(2) . ? N8 C12 1.39(2) . ? N9 C12 1.29(2) . ? N10 C10 1.31(2) . ? N10 C12 1.31(2) . ? C1 C2 1.55(2) . ? C3 C4 1.51(2) . ? C4 C5 1.55(2) . ? C6 C7 1.52(2) . ? Cu2 N13 2.005(11) . ? Cu2 N12 2.015(11) . ? Cu2 N11 2.017(11) . ? Cu2 N14 2.052(10) . ? N11 C13 1.49(2) . ? N11 C21 1.49(2) . ? N12 C14 1.47(2) . ? N12 C15 1.48(2) . ? N13 C17 1.45(2) . ? N13 C19 1.47(2) . ? N14 C18 1.454(15) . ? N14 C20 1.46(2) . ? N15 C22 1.38(2) . ? N15 C21 1.43(2) . ? N15 C20 1.46(2) . ? N16 C23 1.29(2) . ? N16 C22 1.31(2) . ? N17 C23 1.33(2) . ? N18 C24 1.35(2) . ? N18 C23 1.38(2) . ? N19 C24 1.29(2) . ? N20 C24 1.32(2) . ? N20 C22 1.32(2) . ? C13 C14 1.53(2) . ? C15 C16 1.50(3) . ? C16 C17 1.52(3) . ? C18 C19 1.52(2) . ? Cl1 O11 1.341(14) . ? Cl1 O13 1.409(13) . ? Cl1 O12 1.413(13) . ? Cl1 O14 1.426(11) . ? Cl2 O24 1.377(11) . ? Cl2 O21 1.386(15) . ? Cl2 O22 1.431(11) . ? Cl2 O23 1.463(14) . ? Cl3 O34 1.396(12) . ? Cl3 O31 1.405(12) . ? Cl3 O32 1.406(13) . ? Cl3 O33 1.442(15) . ? Cl4 O43 1.31(5) . ? Cl4 O44 1.42(4) . ? Cl4 O41 1.43(2) . ? Cl4 O43' 1.44(4) . ? Cl4 O42 1.44(3) . ? Cl4 O42' 1.44(4) . ? Cl4 O44' 1.44(4) . ? Cl5 O51 1.36(2) . ? Cl5 O52 1.40(2) . ? Cl5 O54 1.40(2) . ? Cl5 O52' 1.43(4) . ? Cl5 O54' 1.45(4) . ? Cl5 O53 1.49(2) . ? Cl5 O53' 1.60(4) . ? Cl6 O64 1.31(4) . ? Cl6 O62' 1.35(5) . ? Cl6 O62 1.39(2) . ? Cl6 O61 1.40(3) . ? Cl6 O64' 1.40(4) . ? Cl6 O63 1.42(3) . ? Cl6 O63' 1.55(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Cu1 N3 85.1(4) . . ? N4 Cu1 N1 94.0(5) . . ? N3 Cu1 N1 177.5(4) . . ? N4 Cu1 N2 174.9(4) . . ? N3 Cu1 N2 95.3(4) . . ? N1 Cu1 N2 85.4(5) . . ? C2 N1 C3 114.8(12) . . ? C2 N1 Cu1 109.1(9) . . ? C3 N1 Cu1 115.4(10) . . ? C1 N2 C9 113.3(12) . . ? C1 N2 Cu1 108.0(9) . . ? C9 N2 Cu1 114.9(9) . . ? C8 N3 C7 111.8(10) . . ? C8 N3 Cu1 116.9(8) . . ? C7 N3 Cu1 107.6(8) . . ? C5 N4 C6 110.8(11) . . ? C5 N4 Cu1 116.7(9) . . ? C6 N4 Cu1 108.3(8) . . ? C10 N5 C9 119.4(11) . . ? C10 N5 C8 121.8(11) . . ? C9 N5 C8 117.3(11) . . ? C11 N6 C10 114.7(11) . . ? C11 N8 C12 120.5(11) . . ? C10 N10 C12 118.0(12) . . ? N2 C1 C2 108.1(13) . . ? N1 C2 C1 108.8(12) . . ? N1 C3 C4 112.5(13) . . ? C3 C4 C5 112.8(14) . . ? N4 C5 C4 112.9(13) . . ? N4 C6 C7 106.0(12) . . ? N3 C7 C6 107.4(11) . . ? N5 C8 N3 111.2(10) . . ? N5 C9 N2 109.5(10) . . ? N10 C10 N6 127.4(12) . . ? N10 C10 N5 117.4(12) . . ? N6 C10 N5 115.2(12) . . ? N7 C11 N6 121.3(13) . . ? N7 C11 N8 117.7(12) . . ? N6 C11 N8 121.0(12) . . ? N9 C12 N10 122.5(13) . . ? N9 C12 N8 119.2(12) . . ? N10 C12 N8 118.2(12) . . ? N13 Cu2 N12 94.3(5) . . ? N13 Cu2 N11 178.3(4) . . ? N12 Cu2 N11 85.4(5) . . ? N13 Cu2 N14 84.8(4) . . ? N12 Cu2 N14 179.1(4) . . ? N11 Cu2 N14 95.4(4) . . ? C13 N11 C21 113.2(11) . . ? C13 N11 Cu2 107.5(9) . . ? C21 N11 Cu2 112.9(8) . . ? C14 N12 C15 114.0(13) . . ? C14 N12 Cu2 108.6(9) . . ? C15 N12 Cu2 117.8(10) . . ? C17 N13 C19 110.6(12) . . ? C17 N13 Cu2 117.2(10) . . ? C19 N13 Cu2 107.8(8) . . ? C18 N14 C20 114.3(10) . . ? C18 N14 Cu2 106.7(8) . . ? C20 N14 Cu2 115.8(8) . . ? C22 N15 C21 120.1(12) . . ? C22 N15 C20 121.3(12) . . ? C21 N15 C20 116.9(11) . . ? C23 N16 C22 115.7(12) . . ? C24 N18 C23 121.3(12) . . ? C24 N20 C22 115.5(12) . . ? N11 C13 C14 107.6(12) . . ? N12 C14 C13 107.5(12) . . ? N12 C15 C16 112.1(13) . . ? C15 C16 C17 115.4(14) . . ? N13 C17 C16 111.0(14) . . ? N14 C18 C19 107.6(11) . . ? N13 C19 C18 107.6(11) . . ? N15 C20 N14 112.0(11) . . ? N15 C21 N11 110.3(11) . . ? N16 C22 N20 128.7(13) . . ? N16 C22 N15 117.9(12) . . ? N20 C22 N15 113.4(13) . . ? N16 C23 N17 121.3(14) . . ? N16 C23 N18 119.8(13) . . ? N17 C23 N18 118.9(13) . . ? N19 C24 N20 121.6(14) . . ? N19 C24 N18 119.3(13) . . ? N20 C24 N18 119.0(12) . . ? O11 Cl1 O13 110.4(12) . . ? O11 Cl1 O12 111.2(9) . . ? O13 Cl1 O12 107.2(9) . . ? O11 Cl1 O14 108.4(9) . . ? O13 Cl1 O14 108.7(8) . . ? O12 Cl1 O14 111.0(9) . . ? O24 Cl2 O21 113.4(10) . . ? O24 Cl2 O22 111.5(8) . . ? O21 Cl2 O22 110.6(9) . . ? O24 Cl2 O23 104.9(10) . . ? O21 Cl2 O23 110.3(13) . . ? O22 Cl2 O23 105.8(8) . . ? O34 Cl3 O31 108.8(8) . . ? O34 Cl3 O32 112.1(10) . . ? O31 Cl3 O32 112.3(9) . . ? O34 Cl3 O33 108.3(12) . . ? O31 Cl3 O33 109.2(10) . . ? O32 Cl3 O33 106.0(9) . . ? O43 Cl4 O44 115.6(25) . . ? O43 Cl4 O41 104.1(20) . . ? O44 Cl4 O41 98.8(16) . . ? O41 Cl4 O43' 109.5(18) . . ? O43 Cl4 O42 123.0(24) . . ? O44 Cl4 O42 100.6(19) . . ? O41 Cl4 O42 112.4(13) . . ? O41 Cl4 O42' 117.3(16) . . ? O43' Cl4 O42' 101.6(23) . . ? O41 Cl4 O44' 103.8(17) . . ? O43' Cl4 O44' 121.9(24) . . ? O42' Cl4 O44' 103.5(22) . . ? O51 Cl5 O52 119.5(12) . . ? O51 Cl5 O54 113.9(12) . . ? O52 Cl5 O54 109.5(13) . . ? O51 Cl5 O52' 121.1(19) . . ? O51 Cl5 O54' 115.7(16) . . ? O52' Cl5 O54' 104.7(23) . . ? O51 Cl5 O53 97.8(11) . . ? O52 Cl5 O53 105.4(13) . . ? O54 Cl5 O53 109.5(13) . . ? O51 Cl5 O53' 104.4(17) . . ? O52' Cl5 O53' 97.2(23) . . ? O54' Cl5 O53' 112.3(22) . . ? O64 Cl6 O62 116.5(21) . . ? O64 Cl6 O61 108.6(20) . . ? O62' Cl6 O61 134.1(28) . . ? O62 Cl6 O61 110.8(16) . . ? O62' Cl6 O64' 108.4(25) . . ? O61 Cl6 O64' 95.5(20) . . ? O64 Cl6 O63 106.7(22) . . ? O62 Cl6 O63 113.3(16) . . ? O61 Cl6 O63 99.5(18) . . ? O62' Cl6 O63' 112.5(32) . . ? O61 Cl6 O63' 99.1(24) . . ? O64' Cl6 O63' 102.5(27) . . ? _refine_diff_density_max 1.200 _refine_diff_density_min -0.719 _refine_diff_density_rms 0.154 #==== {[CuL^3]}_2 (ClO_4)_4 ===== data_1234eh7 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H54 Cl4 Cu2 N18 O20' _chemical_formula_weight 1183.74 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x, -y+1/2, z-1/2' _cell_length_a 18.624(8) _cell_length_b 17.160(2) _cell_length_c 15.998(6) _cell_angle_alpha 90.00 _cell_angle_beta 117.82(2) _cell_angle_gamma 90.000(9) _cell_volume 4521.8(26) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10 _cell_measurement_theta_max 12.5 _exptl_crystal_description 'prism' _exptl_crystal_colour 'purple' _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.60 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.739 _exptl_crystal_density_method ? _exptl_crystal_F_000 2440 _exptl_absorpt_coefficient_mu 1.272 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.50 _exptl_absorpt_correction_T_max 1.00 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf-Nonius CAD4' _diffrn_measurement_method 'omega-2 theta scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 250 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4087 _diffrn_reflns_av_R_equivalents 0.0893 _diffrn_reflns_av_sigmaI/netI 0.0378 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 24.97 _reflns_number_total 3957 _reflns_number_observed 2881 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'CAD4' _computing_cell_refinement 'CAD4' _computing_data_reduction 'XTAL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'PLATON' _computing_publication_material 'SHELXL-93' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1885P)^2^+4.0423P] 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 3957 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1165 _refine_ls_R_factor_obs 0.0898 _refine_ls_wR_factor_all 0.2653 _refine_ls_wR_factor_obs 0.2344 _refine_ls_goodness_of_fit_all 1.138 _refine_ls_goodness_of_fit_obs 1.188 _refine_ls_restrained_S_all 1.138 _refine_ls_restrained_S_obs 1.188 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu1 Cu 0.03147(5) 0.23431(4) 0.21520(5) 0.0307(3) Uani 1 d . . N1 N 0.1383(3) 0.2937(3) 0.2563(4) 0.0325(12) Uani 1 d . . H1 H 0.1634(3) 0.2697(3) 0.2264(4) 0.039 Uiso 1 calc R . N2 N -0.0154(3) 0.3134(3) 0.1114(4) 0.0369(13) Uani 1 d . . H2 H -0.0474(3) 0.3461(3) 0.1244(4) 0.044 Uiso 1 calc R . N3 N -0.0762(3) 0.1821(3) 0.1759(4) 0.0387(13) Uani 1 d . . H3 H -0.1071(3) 0.2151(3) 0.1903(4) 0.046 Uiso 1 calc R . N4 N 0.0729(3) 0.1599(3) 0.3249(4) 0.0319(12) Uani 1 d . . H4 H 0.0936(3) 0.1185(3) 0.3077(4) 0.038 Uiso 1 calc R . C1 C 0.1981(4) 0.2932(4) 0.3580(5) 0.0355(14) Uani 1 d . . H1A H 0.2504(4) 0.3109(4) 0.3658(5) 0.043 Uiso 1 calc R . H1B H 0.1806(4) 0.3288(4) 0.3921(5) 0.043 Uiso 1 calc R . C2 C 0.1160(4) 0.3713(4) 0.2136(5) 0.042(2) Uani 1 d . . H2A H 0.1630(4) 0.3973(4) 0.2157(5) 0.051 Uiso 1 calc R . H2B H 0.0950(4) 0.4029(4) 0.2476(5) 0.051 Uiso 1 calc R . C3 C 0.0516(4) 0.3600(4) 0.1122(6) 0.045(2) Uani 1 d . . H3A H 0.0313(4) 0.4102(4) 0.0827(6) 0.054 Uiso 1 calc R . H3B H 0.0746(4) 0.3333(4) 0.0768(6) 0.054 Uiso 1 calc R . C4 C -0.0657(5) 0.2782(4) 0.0188(5) 0.045(2) Uani 1 d . . H4A H -0.0339(5) 0.2401(4) 0.0056(5) 0.054 Uiso 1 calc R . H4B H -0.0828(5) 0.3182(4) -0.0295(5) 0.054 Uiso 1 calc R . C5 C -0.1391(5) 0.2393(5) 0.0152(6) 0.054(2) Uani 1 d . . H5A H -0.1763(5) 0.2272(5) -0.0501(6) 0.065 Uiso 1 calc R . H5B H -0.1662(5) 0.2760(5) 0.0374(6) 0.065 Uiso 1 calc R . C6 C -0.1219(5) 0.1650(4) 0.0733(5) 0.048(2) Uani 1 d . . H6A H -0.1727(5) 0.1396(4) 0.0596(5) 0.057 Uiso 1 calc R . H6B H -0.0906(5) 0.1296(4) 0.0557(5) 0.057 Uiso 1 calc R . C7 C -0.0617(5) 0.1115(5) 0.2346(6) 0.051(2) Uani 1 d . . H7A H -0.0436(5) 0.0691(5) 0.2089(6) 0.061 Uiso 1 calc R . H7B H -0.1116(5) 0.0956(5) 0.2349(6) 0.061 Uiso 1 calc R . C8 C 0.0020(5) 0.1298(5) 0.3333(6) 0.047(2) Uani 1 d . . H8A H -0.0177(5) 0.1687(5) 0.3616(6) 0.056 Uiso 1 calc R . H8B H 0.0166(5) 0.0832(5) 0.3722(6) 0.056 Uiso 1 calc R . C9 C 0.1392(4) 0.1900(4) 0.4125(5) 0.0368(15) Uani 1 d . . H9A H 0.1198(4) 0.2330(4) 0.4357(5) 0.044 Uiso 1 calc R . H9B H 0.1583(4) 0.1494(4) 0.4602(5) 0.044 Uiso 1 calc R . C10 C 0.2548(4) 0.1621(4) 0.3868(4) 0.0294(13) Uani 1 d . . C11 C 0.3658(4) 0.1317(4) 0.3675(5) 0.0350(14) Uani 1 d . . C12 C 0.2804(4) 0.0346(4) 0.3826(5) 0.039(2) Uani 1 d . . N5 N 0.2060(3) 0.2163(3) 0.3960(4) 0.0325(12) Uani 1 d . . N6 N 0.3161(3) 0.1870(3) 0.3717(4) 0.0322(12) Uani 1 d . . N7 N 0.2338(3) 0.0882(3) 0.3909(4) 0.0359(13) Uani 1 d . . N8 N 0.3462(4) 0.0532(3) 0.3727(4) 0.0419(14) Uani 1 d . . H8 H 0.3766(4) 0.0168(3) 0.3694(4) 0.050 Uiso 1 calc R . N9 N 0.2629(5) -0.0400(4) 0.3823(6) 0.061(2) Uani 1 d . . H9C H 0.2208(5) -0.0537(4) 0.3875(6) 0.073 Uiso 1 calc R . H9D H 0.2936(5) -0.0749(4) 0.3768(6) 0.073 Uiso 1 calc R . O1 O 0.4271(3) 0.1451(3) 0.3597(4) 0.0470(13) Uani 1 d . . Cl1 Cl 0.17094(12) -0.02720(11) 0.56121(14) 0.0487(5) Uani 1 d . . O11 O 0.1396(8) -0.0457(8) 0.4659(7) 0.158(6) Uani 1 d . . O12 O 0.2020(9) 0.0451(6) 0.5838(8) 0.148(5) Uani 1 d . . O13 O 0.1166(7) -0.0424(5) 0.5984(8) 0.124(4) Uani 1 d . . O14 O 0.2282(8) -0.0853(9) 0.6033(12) 0.189(7) Uani 1 d . . Cl2 Cl -0.0170(6) 0.3997(5) 0.3489(5) 0.049(2) Uani 0.45(2) d P 1 Cl2' Cl -0.0555(12) 0.3811(6) 0.3167(12) 0.086(4) Uani 0.55(2) d P 2 O21 O -0.0773(9) 0.4002(8) 0.3820(9) 0.181(7) Uani 1 d . . O22 O 0.0007(10) 0.3263(6) 0.3391(11) 0.166(6) Uani 1 d . . O23 O -0.0513(7) 0.4416(8) 0.2652(9) 0.149(5) Uani 1 d . . O24 O 0.0603(22) 0.4236(18) 0.4048(23) 0.166(14) Uiso 0.45(2) d P 1 O24' O -0.1262(20) 0.3350(17) 0.2226(22) 0.197(14) Uiso 0.55(2) d P 2 OW1 O 0.2735(12) -0.1818(9) 0.7398(17) 0.107(6) Uani 0.50 d P . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0258(5) 0.0347(5) 0.0395(5) 0.0040(3) 0.0220(4) -0.0006(3) N1 0.033(3) 0.028(3) 0.043(3) 0.000(2) 0.024(3) 0.002(2) N2 0.031(3) 0.040(3) 0.045(3) 0.011(2) 0.022(3) 0.008(2) N3 0.026(3) 0.048(3) 0.050(3) 0.005(3) 0.024(3) 0.002(2) N4 0.032(3) 0.036(3) 0.040(3) 0.008(2) 0.027(2) 0.002(2) C1 0.032(4) 0.031(3) 0.045(4) -0.007(3) 0.020(3) -0.001(3) C2 0.042(4) 0.034(3) 0.059(4) 0.007(3) 0.030(4) 0.001(3) C3 0.038(4) 0.045(4) 0.063(5) 0.018(3) 0.033(4) 0.000(3) C4 0.043(4) 0.051(4) 0.047(4) 0.006(3) 0.027(4) 0.002(3) C5 0.034(4) 0.076(6) 0.046(4) 0.004(4) 0.014(4) -0.006(4) C6 0.037(4) 0.053(4) 0.055(4) 0.002(4) 0.024(4) -0.008(3) C7 0.034(4) 0.066(5) 0.065(5) 0.008(4) 0.033(4) -0.011(3) C8 0.039(4) 0.061(5) 0.055(4) 0.014(4) 0.034(4) -0.002(3) C9 0.035(4) 0.046(4) 0.039(3) 0.003(3) 0.025(3) 0.004(3) C10 0.025(3) 0.038(3) 0.031(3) 0.003(3) 0.018(3) 0.003(3) C11 0.035(4) 0.044(4) 0.038(3) 0.008(3) 0.026(3) 0.002(3) C12 0.040(4) 0.035(4) 0.052(4) 0.002(3) 0.031(3) 0.004(3) N5 0.028(3) 0.034(3) 0.041(3) -0.002(2) 0.021(2) 0.004(2) N6 0.026(3) 0.033(3) 0.043(3) -0.001(2) 0.021(2) -0.003(2) N7 0.035(3) 0.034(3) 0.051(3) 0.010(2) 0.030(3) 0.004(2) N8 0.043(3) 0.036(3) 0.069(4) 0.005(3) 0.044(3) 0.006(3) N9 0.069(5) 0.034(3) 0.111(6) 0.012(3) 0.068(5) 0.005(3) O1 0.043(3) 0.044(3) 0.075(4) 0.016(2) 0.045(3) 0.007(2) Cl1 0.0516(12) 0.0483(10) 0.0591(11) -0.0032(8) 0.0367(10) -0.0032(8) O11 0.197(11) 0.214(12) 0.088(6) -0.060(7) 0.087(7) -0.159(10) O12 0.268(15) 0.101(7) 0.134(8) -0.041(6) 0.144(10) -0.106(9) O13 0.176(10) 0.108(6) 0.185(9) -0.041(6) 0.164(9) -0.048(7) O14 0.108(9) 0.231(16) 0.224(15) -0.015(11) 0.072(10) 0.075(9) Cl2 0.047(4) 0.052(3) 0.057(4) 0.001(2) 0.033(3) 0.007(3) Cl2' 0.110(9) 0.065(4) 0.135(8) 0.022(5) 0.099(8) 0.035(5) O21 0.241(14) 0.232(13) 0.163(9) 0.103(9) 0.173(10) 0.175(12) O22 0.256(15) 0.098(7) 0.242(13) 0.043(8) 0.200(13) 0.093(9) O23 0.118(8) 0.169(11) 0.176(10) 0.101(9) 0.083(8) 0.046(8) OW1 0.106(17) 0.076(9) 0.152(16) 0.005(11) 0.071(13) -0.011(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N2 2.003(5) . ? Cu1 N4 2.010(5) . ? Cu1 N3 2.011(6) . ? Cu1 N1 2.051(5) . ? Cu1 O1 2.288(5) 2 ? Cu1 O22 2.794(10) . ? N1 C2 1.466(8) . ? N1 C1 1.482(8) . ? N2 C4 1.464(10) . ? N2 C3 1.476(8) . ? N3 C7 1.479(10) . ? N3 C6 1.484(10) . ? N4 C9 1.464(9) . ? N4 C8 1.481(8) . ? C1 N5 1.432(8) . ? C2 C3 1.514(11) . ? C4 C5 1.497(11) . ? C5 C6 1.522(11) . ? C7 C8 1.500(12) . ? C9 N5 1.458(8) . ? C10 N7 1.338(8) . ? C10 N6 1.343(8) . ? C10 N5 1.356(8) . ? C11 O1 1.228(8) . ? C11 N6 1.348(8) . ? C11 N8 1.408(9) . ? C12 N7 1.314(9) . ? C12 N9 1.320(9) . ? C12 N8 1.345(9) . ? O1 Cu1 2.288(5) 2 ? Cl1 O12 1.344(8) . ? Cl1 O14 1.384(12) . ? Cl1 O11 1.391(8) . ? Cl1 O13 1.417(7) . ? Cl2 O22 1.331(11) . ? Cl2 O24 1.36(4) . ? Cl2 O23 1.385(12) . ? Cl2 O21 1.449(13) . ? Cl2' O22 1.325(12) . ? Cl2' O21 1.328(12) . ? Cl2' O23 1.351(12) . ? Cl2' O24' 1.67(4) . ? OW1 OW1 1.07(3) 2_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Cu1 N4 174.7(2) . . ? N2 Cu1 N3 93.3(2) . . ? N4 Cu1 N3 84.8(2) . . ? N2 Cu1 N1 84.9(2) . . ? N4 Cu1 N1 96.7(2) . . ? N3 Cu1 N1 176.5(2) . . ? N2 Cu1 O1 98.2(2) . 2 ? N4 Cu1 O1 86.9(2) . 2 ? N3 Cu1 O1 93.9(2) . 2 ? N1 Cu1 O1 89.3(2) . 2 ? N2 Cu1 O22 92.9(3) . . ? N4 Cu1 O22 82.1(3) . . ? N3 Cu1 O22 88.2(4) . . ? N1 Cu1 O22 88.9(4) . . ? O1 Cu1 O22 168.5(3) 2 . ? C2 N1 C1 114.9(5) . . ? C2 N1 Cu1 106.3(4) . . ? C1 N1 Cu1 118.0(4) . . ? C4 N2 C3 111.9(5) . . ? C4 N2 Cu1 112.6(4) . . ? C3 N2 Cu1 108.7(4) . . ? C7 N3 C6 112.4(6) . . ? C7 N3 Cu1 107.9(4) . . ? C6 N3 Cu1 114.0(4) . . ? C9 N4 C8 115.2(5) . . ? C9 N4 Cu1 114.9(4) . . ? C8 N4 Cu1 107.8(4) . . ? N5 C1 N1 110.2(5) . . ? N1 C2 C3 107.1(6) . . ? N2 C3 C2 108.8(6) . . ? N2 C4 C5 111.4(6) . . ? C4 C5 C6 114.9(7) . . ? N3 C6 C5 111.0(6) . . ? N3 C7 C8 108.5(6) . . ? N4 C8 C7 106.1(5) . . ? N5 C9 N4 110.2(5) . . ? N7 C10 N6 127.1(6) . . ? N7 C10 N5 114.7(5) . . ? N6 C10 N5 118.1(6) . . ? O1 C11 N6 124.4(6) . . ? O1 C11 N8 117.6(6) . . ? N6 C11 N8 118.0(5) . . ? N7 C12 N9 120.4(6) . . ? N7 C12 N8 121.8(6) . . ? N9 C12 N8 117.8(6) . . ? C10 N5 C1 121.8(5) . . ? C10 N5 C9 118.6(5) . . ? C1 N5 C9 115.9(5) . . ? C10 N6 C11 116.4(5) . . ? C12 N7 C10 115.9(5) . . ? C12 N8 C11 120.6(5) . . ? C11 O1 Cu1 137.3(4) . 2 ? O12 Cl1 O14 113.4(10) . . ? O12 Cl1 O11 114.4(6) . . ? O14 Cl1 O11 101.6(10) . . ? O12 Cl1 O13 111.0(6) . . ? O14 Cl1 O13 101.7(9) . . ? O11 Cl1 O13 113.7(6) . . ? O22 Cl2 O24 96.8(16) . . ? O22 Cl2 O23 113.9(10) . . ? O24 Cl2 O23 110.5(16) . . ? O22 Cl2 O21 109.0(10) . . ? O24 Cl2 O21 121.5(16) . . ? O23 Cl2 O21 105.3(8) . . ? O22 Cl2' O21 117.2(11) . . ? O22 Cl2' O23 116.6(10) . . ? O21 Cl2' O23 114.6(11) . . ? O22 Cl2' O24' 95.7(15) . . ? O21 Cl2' O24' 115.2(18) . . ? O23 Cl2' O24' 93.4(15) . . ? Cl2' O22 Cu1 127.4(11) . . ? Cl2 O22 Cu1 139.7(8) . . ? _refine_diff_density_max 1.437 _refine_diff_density_min -2.063 _refine_diff_density_rms 0.197