#------------------------------------------------------------------------------ #$Date: 2014-06-06 07:55:44 +0300 (Fri, 06 Jun 2014) $ #$Revision: 116014 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/21/64/7216402.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7216402 loop_ _publ_author_name 'Lochenie, Charles' 'Schlamp, Stephan' 'Railliet, Antoine P.' 'Robeyns, Koen' 'Weber, Birgit' 'Garcia, Yann' _publ_section_title ; Water channels and zipper structures in Schiff base-like Cu(ii) and Ni(ii) mononuclear complexes ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/c4ce00710g _journal_year 2014 _chemical_formula_moiety 'C22 H26 Cu N2 O8' _chemical_formula_sum 'C22 H26 Cu N2 O8' _chemical_formula_weight 510.00 _chemical_name_systematic ; ? ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_date 2009-04-01 _audit_creation_method SHELXL-2013 _cell_angle_alpha 90 _cell_angle_beta 105.1720(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 6.74840(10) _cell_length_b 21.9827(3) _cell_length_c 16.0526(2) _cell_measurement_reflns_used 10333 _cell_measurement_temperature 200(2) _cell_measurement_theta_max 27.485 _cell_measurement_theta_min 0.998 _cell_volume 2298.37(6) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_data_reduction ; 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' ; _computing_molecular_graphics ORTEP _computing_publication_material PLATON _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_structure_solution SIR97 _diffrn_ambient_temperature 200(2) _diffrn_detector_area_resol_mean 9 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD; rotation images; thick slices' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0542 _diffrn_reflns_av_unetI/netI 0.0404 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 19693 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.473 _diffrn_reflns_theta_min 3.197 _diffrn_source 55.00 _exptl_absorpt_coefficient_mu 1.000 _exptl_absorpt_correction_type none _exptl_crystal_colour brown _exptl_crystal_density_diffrn 1.474 _exptl_crystal_description rod _exptl_crystal_F_000 1060 _exptl_crystal_size_max 0.390 _exptl_crystal_size_mid 0.017 _exptl_crystal_size_min 0.012 _refine_diff_density_max 0.559 _refine_diff_density_min -0.410 _refine_diff_density_rms 0.059 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 302 _refine_ls_number_reflns 5266 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.038 _refine_ls_R_factor_all 0.0656 _refine_ls_R_factor_gt 0.0401 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; w=1/[\s^2^(Fo^2^)+(0.0489P)^2^+1.0370P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0960 _refine_ls_wR_factor_ref 0.1067 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3889 _reflns_number_total 5266 _reflns_threshold_expression 'I > 2\s(I)' _[local]_cod_data_source_file c4ce00710g2.cif _[local]_cod_data_source_block nn150 _cod_database_code 7216402 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.696 _shelx_estimated_absorpt_t_max 0.988 _diffrn_reflns_laue_measured_fraction_max 0.998 _diffrn_reflns_laue_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_point_group_measured_fraction_full 0.997 _shelxl_version_number 2013-2 _shelx_res_file ; TITL nn150 in P 21/n New: P21/c CELL 0.71073 6.7484 21.9827 16.0526 90.000 105.172 90.000 ZERR 4 0.0001 0.0003 0.0002 0.000 0.001 0.000 LATT 1 SYMM - X , 0.50000 + Y , 0.50000 - Z SFAC SFAC C 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 = 0.2156 0.0033 0.0016 11.5000 0.680 12.01000 SFAC SFAC H 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 = 0.0030 0.0000 0.0000 0.6240 0.350 1.00800 SFAC SFAC Cu 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8127 = 1.1910 0.3201 1.2651 5180.0000 1.520 63.55000 SFAC SFAC N 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 = -11.5290 0.0061 0.0033 19.6000 0.680 14.01000 SFAC SFAC O 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 = 0.2508 0.0106 0.0060 32.5000 0.680 16.00000 UNIT 88 104 4 8 32 OMIT -3 6 3 OMIT -6 0 6 OMIT -6 3 9 L.S. 20 ACTA BOND $H FMAP 2 PLAN 20 HTAB SIZE 0.39 0.017 0.012 CONF HTAB TEMP -73 WGHT 0.048900 1.037000 FVAR 0.19597 CU1 3 0.223617 0.395737 0.503443 11.00000 0.04199 0.03251 = 0.02686 0.00051 0.00651 0.00145 O2 5 0.288541 0.338147 0.596487 11.00000 0.04997 0.03522 = 0.03075 0.00202 0.00729 -0.00159 C3 1 0.365730 0.348700 0.675335 11.00000 0.03323 0.03958 = 0.03297 0.00455 0.01186 0.00092 C4 1 0.415656 0.407396 0.712881 11.00000 0.03691 0.04291 = 0.02601 0.00259 0.00768 0.00092 C5 1 0.388468 0.460270 0.662647 11.00000 0.03200 0.03821 = 0.02921 -0.00203 0.00850 0.00016 AFIX 43 H5 2 0.427205 0.497593 0.692267 11.00000 -1.20000 AFIX 0 N6 4 0.314119 0.463318 0.577989 11.00000 0.03510 0.03293 = 0.02733 0.00129 0.00767 0.00167 C7 1 0.290385 0.519503 0.533235 11.00000 0.02882 0.03485 = 0.03259 0.00167 0.01016 0.00257 C8 1 0.350215 0.576033 0.569117 11.00000 0.03903 0.04016 = 0.03253 0.00077 0.00865 0.00001 AFIX 43 H8 2 0.414815 0.579328 0.629092 11.00000 -1.20000 AFIX 0 C9 1 0.316579 0.627743 0.518245 11.00000 0.04594 0.03449 = 0.04116 -0.00183 0.00791 0.00016 AFIX 43 H9 2 0.357462 0.666376 0.543438 11.00000 -1.20000 AFIX 0 C10 1 0.223534 0.623334 0.430755 11.00000 0.04582 0.03504 = 0.04228 0.00749 0.00733 0.00138 AFIX 43 H10 2 0.199529 0.658992 0.396129 11.00000 -1.20000 AFIX 0 C11 1 0.165557 0.567319 0.393691 11.00000 0.03986 0.03931 = 0.03243 0.00496 0.00405 0.00214 AFIX 43 H11 2 0.104256 0.564547 0.333380 11.00000 -1.20000 AFIX 0 C12 1 0.195997 0.514942 0.443751 11.00000 0.02816 0.03486 = 0.03239 -0.00013 0.00912 0.00253 N13 4 0.145881 0.455121 0.413833 11.00000 0.03073 0.03506 = 0.02882 -0.00018 0.00618 0.00221 C14 1 0.047516 0.443334 0.333355 11.00000 0.03311 0.03800 = 0.03335 0.00310 0.00808 0.00499 AFIX 43 H14 2 0.007717 0.477511 0.296556 11.00000 -1.20000 AFIX 0 C15 1 -0.005373 0.386035 0.295629 11.00000 0.03228 0.04191 = 0.02961 -0.00015 0.00561 0.00308 C16 1 0.049240 0.331438 0.344574 11.00000 0.03124 0.04014 = 0.03183 -0.00460 0.00853 0.00071 O17 5 0.142674 0.329875 0.423773 11.00000 0.05420 0.03439 = 0.02976 -0.00150 0.00475 0.00130 O18 5 0.410727 0.301384 0.728650 11.00000 0.05008 0.03597 = 0.03296 0.00503 0.00692 0.00032 C19 1 0.497111 0.414652 0.807007 11.00000 0.04702 0.04129 = 0.03254 0.00100 0.00636 -0.00106 O20 5 0.475921 0.380376 0.862086 11.00000 0.09868 0.05348 = 0.03080 0.00695 0.00768 -0.01733 O21 5 0.600118 0.467483 0.825927 11.00000 0.06654 0.04855 = 0.03077 0.00104 0.00248 -0.01151 C22 1 -0.120527 0.390037 0.203468 11.00000 0.04641 0.04456 = 0.03745 -0.00442 -0.00003 0.00152 O23 5 -0.138404 0.338121 0.159572 11.00000 0.07384 0.04517 = 0.02818 -0.00134 0.00037 0.00515 O24 5 -0.191889 0.436948 0.169937 11.00000 0.10153 0.04678 = 0.05568 -0.00108 -0.03073 0.01311 O25 5 -0.001351 0.278622 0.304630 11.00000 0.04516 0.03480 = 0.03238 -0.00228 0.00565 0.00048 C26 1 0.354448 0.241421 0.692311 11.00000 0.05952 0.03625 = 0.04150 0.00408 0.01266 -0.00193 AFIX 23 H26A 2 0.400080 0.236051 0.638966 11.00000 -1.20000 H26B 2 0.203676 0.235965 0.678037 11.00000 -1.20000 AFIX 0 C27 1 0.459111 0.196197 0.759476 11.00000 0.04487 0.04077 = 0.05959 0.01114 0.01255 0.00330 AFIX 137 H27A 2 0.608244 0.199982 0.769657 11.00000 -1.50000 H27B 2 0.416507 0.154961 0.739313 11.00000 -1.50000 H27C 2 0.420945 0.204107 0.813327 11.00000 -1.50000 AFIX 0 C28 1 0.654658 0.485597 0.915729 11.00000 0.10856 0.06458 = 0.03145 -0.00381 -0.00032 -0.02120 AFIX 23 H28A 2 0.751252 0.455709 0.950695 11.00000 -1.20000 H28B 2 0.530204 0.486951 0.937394 11.00000 -1.20000 AFIX 0 C29 1 0.750149 0.545430 0.923460 11.00000 0.11192 0.06235 = 0.05494 -0.01083 0.00011 -0.01878 AFIX 137 H29A 2 0.876473 0.543360 0.904314 11.00000 -1.50000 H29B 2 0.783050 0.558670 0.983826 11.00000 -1.50000 H29C 2 0.655214 0.574544 0.887445 11.00000 -1.50000 AFIX 0 C30 1 -0.245976 0.343587 0.068126 11.00000 0.10455 0.05145 = 0.03506 -0.00001 -0.01116 -0.00170 AFIX 23 H30A 2 -0.382609 0.362238 0.061916 11.00000 -1.20000 H30B 2 -0.166771 0.370043 0.038656 11.00000 -1.20000 AFIX 0 C31 1 -0.269307 0.283792 0.029305 11.00000 0.09753 0.06051 = 0.04551 -0.00125 0.00679 0.00091 AFIX 137 H31A 2 -0.133917 0.264953 0.037583 11.00000 -1.50000 H31B 2 -0.335586 0.287369 -0.032575 11.00000 -1.50000 H31C 2 -0.354233 0.258517 0.056589 11.00000 -1.50000 AFIX 0 C32 1 0.059872 0.223523 0.356414 11.00000 0.06072 0.03591 = 0.03807 0.00031 0.00772 0.00011 AFIX 23 H32A 2 0.011676 0.225444 0.409542 11.00000 -1.20000 H32B 2 0.211262 0.219498 0.373210 11.00000 -1.20000 AFIX 0 C33 1 -0.035265 0.170759 0.302415 11.00000 0.05510 0.04135 = 0.05942 -0.00682 0.00509 -0.00672 AFIX 137 H33A 2 -0.185015 0.175066 0.286660 11.00000 -1.50000 H33B 2 0.003597 0.133023 0.335116 11.00000 -1.50000 H33C 2 0.013014 0.169464 0.249933 11.00000 -1.50000 AFIX 0 HKLF 4 1 -1.0000 0.0000 0.0000 0.0000 -1.0000 0.0000 1.0000 0.0000 1.0000 REM nn150 in P 21/n New: P21/c REM R1 = 0.0401 for 3889 Fo > 4sig(Fo) and 0.0656 for all 5266 data REM 302 parameters refined using 0 restraints END WGHT 0.0489 1.0370 REM Instructions for potential hydrogen bonds EQIV $1 x+1, -y+1/2, z+1/2 HTAB C27 O25_$1 REM Highest difference peak 0.559, deepest hole -0.410, 1-sigma level 0.059 Q1 1 -0.1460 0.3148 0.0176 11.00000 0.05 0.56 Q2 1 0.2138 0.5118 0.5008 11.00000 0.05 0.33 Q3 1 -0.0464 0.3883 0.2591 11.00000 0.05 0.30 Q4 1 0.1002 0.3351 0.3985 11.00000 0.05 0.28 Q5 1 0.3460 0.3933 0.4827 11.00000 0.05 0.27 Q6 1 0.0741 0.4522 0.3933 11.00000 0.05 0.27 Q7 1 0.3459 0.4591 0.6087 11.00000 0.05 0.26 Q8 1 0.4562 0.4091 0.7529 11.00000 0.05 0.25 Q9 1 0.0219 0.4081 0.3148 11.00000 0.05 0.23 Q10 1 0.3496 0.3372 0.6047 11.00000 0.05 0.23 Q11 1 -0.2560 0.4277 0.1991 11.00000 0.05 0.22 Q12 1 0.2578 0.5133 0.4601 11.00000 0.05 0.22 Q13 1 -0.0091 0.3193 0.1708 11.00000 0.05 0.22 Q14 1 0.1173 0.5700 0.3755 11.00000 0.05 0.21 Q15 1 -0.3824 0.3114 0.0434 11.00000 0.05 0.21 Q16 1 0.8122 0.4887 0.8995 11.00000 0.05 0.21 Q17 1 0.2194 0.6284 0.4835 11.00000 0.05 0.20 Q18 1 0.3087 0.4942 0.5631 11.00000 0.05 0.19 Q19 1 0.6628 0.4692 0.7822 11.00000 0.05 0.19 Q20 1 0.6877 0.4639 0.8017 11.00000 0.05 0.19 ; _shelx_res_checksum 58044 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp Cu1 Cu 0.22362(4) 0.39574(2) 0.50344(2) 0.03425(11) Uani 1 1 d . . O2 O 0.2885(3) 0.33815(7) 0.59649(10) 0.0393(4) Uani 1 1 d . . C3 C 0.3657(3) 0.34870(11) 0.67533(14) 0.0347(5) Uani 1 1 d . . C4 C 0.4157(4) 0.40740(11) 0.71288(14) 0.0354(5) Uani 1 1 d . . C5 C 0.3885(4) 0.46027(11) 0.66265(14) 0.0330(5) Uani 1 1 d . . H5 H 0.4272 0.4976 0.6923 0.040 Uiso 1 1 calc R U N6 N 0.3141(3) 0.46332(8) 0.57799(11) 0.0319(4) Uani 1 1 d . . C7 C 0.2904(3) 0.51950(10) 0.53323(14) 0.0317(5) Uani 1 1 d . . C8 C 0.3502(4) 0.57603(11) 0.56912(15) 0.0374(5) Uani 1 1 d . . H8 H 0.4148 0.5793 0.6291 0.045 Uiso 1 1 calc R U C9 C 0.3166(4) 0.62774(11) 0.51824(16) 0.0412(6) Uani 1 1 d . . H9 H 0.3575 0.6664 0.5434 0.049 Uiso 1 1 calc R U C10 C 0.2235(4) 0.62333(11) 0.43075(16) 0.0418(6) Uani 1 1 d . . H10 H 0.1995 0.6590 0.3961 0.050 Uiso 1 1 calc R U C11 C 0.1656(4) 0.56732(11) 0.39369(15) 0.0382(5) Uani 1 1 d . . H11 H 0.1043 0.5645 0.3334 0.046 Uiso 1 1 calc R U C12 C 0.1960(3) 0.51494(10) 0.44375(14) 0.0316(5) Uani 1 1 d . . N13 N 0.1459(3) 0.45512(8) 0.41383(11) 0.0318(4) Uani 1 1 d . . C14 C 0.0475(4) 0.44333(11) 0.33336(14) 0.0349(5) Uani 1 1 d . . H14 H 0.0077 0.4775 0.2966 0.042 Uiso 1 1 calc R U C15 C -0.0054(4) 0.38604(11) 0.29563(14) 0.0351(5) Uani 1 1 d . . C16 C 0.0492(3) 0.33144(11) 0.34457(14) 0.0344(5) Uani 1 1 d . . O17 O 0.1427(3) 0.32987(7) 0.42377(10) 0.0406(4) Uani 1 1 d . . O18 O 0.4107(3) 0.30138(7) 0.72865(10) 0.0404(4) Uani 1 1 d . . C19 C 0.4971(4) 0.41465(11) 0.80701(15) 0.0410(6) Uani 1 1 d . . O20 O 0.4759(4) 0.38038(9) 0.86209(12) 0.0627(6) Uani 1 1 d . . O21 O 0.6001(3) 0.46748(8) 0.82593(10) 0.0505(5) Uani 1 1 d . . C22 C -0.1205(4) 0.39004(12) 0.20347(17) 0.0449(6) Uani 1 1 d . . O23 O -0.1384(3) 0.33812(8) 0.15957(10) 0.0515(5) Uani 1 1 d . . O24 O -0.1919(4) 0.43695(9) 0.16994(13) 0.0776(8) Uani 1 1 d . . O25 O -0.0014(3) 0.27862(7) 0.30463(10) 0.0383(4) Uani 1 1 d . . C26 C 0.3544(4) 0.24142(11) 0.69231(16) 0.0459(6) Uani 1 1 d . . H26A H 0.4001 0.2361 0.6390 0.055 Uiso 1 1 calc R U H26B H 0.2037 0.2360 0.6780 0.055 Uiso 1 1 calc R U C27 C 0.4591(4) 0.19620(12) 0.75948(18) 0.0486(6) Uani 1 1 d . . H27A H 0.6082 0.2000 0.7697 0.073 Uiso 1 1 calc R U H27B H 0.4165 0.1550 0.7393 0.073 Uiso 1 1 calc R U H27C H 0.4209 0.2041 0.8133 0.073 Uiso 1 1 calc R U C28 C 0.6547(6) 0.48560(15) 0.91573(18) 0.0717(10) Uani 1 1 d . . H28A H 0.7513 0.4557 0.9507 0.086 Uiso 1 1 calc R U H28B H 0.5302 0.4870 0.9374 0.086 Uiso 1 1 calc R U C29 C 0.7501(6) 0.54543(15) 0.9235(2) 0.0805(11) Uani 1 1 d . . H29A H 0.8765 0.5434 0.9043 0.121 Uiso 1 1 calc R U H29B H 0.7831 0.5587 0.9838 0.121 Uiso 1 1 calc R U H29C H 0.6552 0.5745 0.8874 0.121 Uiso 1 1 calc R U C30 C -0.2460(6) 0.34359(14) 0.06813(18) 0.0692(10) Uani 1 1 d . . H30A H -0.3826 0.3622 0.0619 0.083 Uiso 1 1 calc R U H30B H -0.1668 0.3700 0.0387 0.083 Uiso 1 1 calc R U C31 C -0.2693(6) 0.28379(15) 0.0293(2) 0.0701(9) Uani 1 1 d . . H31A H -0.1339 0.2650 0.0376 0.105 Uiso 1 1 calc R U H31B H -0.3356 0.2874 -0.0326 0.105 Uiso 1 1 calc R U H31C H -0.3542 0.2585 0.0566 0.105 Uiso 1 1 calc R U C32 C 0.0599(5) 0.22352(11) 0.35641(16) 0.0459(6) Uani 1 1 d . . H32A H 0.0117 0.2254 0.4095 0.055 Uiso 1 1 calc R U H32B H 0.2113 0.2195 0.3732 0.055 Uiso 1 1 calc R U C33 C -0.0353(4) 0.17076(12) 0.30241(19) 0.0538(7) Uani 1 1 d . . H33A H -0.1850 0.1751 0.2867 0.081 Uiso 1 1 calc R U H33B H 0.0036 0.1330 0.3351 0.081 Uiso 1 1 calc R U H33C H 0.0130 0.1695 0.2499 0.081 Uiso 1 1 calc R U 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 0.04199(19) 0.03251(17) 0.02686(16) 0.00051(11) 0.00651(12) 0.00145(12) O2 0.0500(10) 0.0352(9) 0.0308(9) 0.0020(7) 0.0073(7) -0.0016(7) C3 0.0332(13) 0.0396(13) 0.0330(12) 0.0046(10) 0.0119(10) 0.0009(10) C4 0.0369(13) 0.0429(14) 0.0260(11) 0.0026(9) 0.0077(9) 0.0009(10) C5 0.0320(12) 0.0382(12) 0.0292(11) -0.0020(9) 0.0085(9) 0.0002(9) N6 0.0351(11) 0.0329(10) 0.0273(9) 0.0013(8) 0.0077(8) 0.0017(8) C7 0.0288(12) 0.0349(12) 0.0326(11) 0.0017(9) 0.0102(9) 0.0026(9) C8 0.0390(14) 0.0402(13) 0.0325(12) 0.0008(10) 0.0087(10) 0.0000(10) C9 0.0459(15) 0.0345(13) 0.0412(13) -0.0018(10) 0.0079(11) 0.0002(11) C10 0.0458(15) 0.0350(13) 0.0423(14) 0.0075(11) 0.0073(11) 0.0014(11) C11 0.0399(14) 0.0393(13) 0.0324(12) 0.0050(10) 0.0040(10) 0.0021(10) C12 0.0282(12) 0.0349(12) 0.0324(11) -0.0001(9) 0.0091(9) 0.0025(9) N13 0.0307(10) 0.0351(10) 0.0288(9) -0.0002(8) 0.0062(8) 0.0022(8) C14 0.0331(13) 0.0380(13) 0.0333(12) 0.0031(10) 0.0081(10) 0.0050(10) C15 0.0323(12) 0.0419(14) 0.0296(11) -0.0001(9) 0.0056(9) 0.0031(10) C16 0.0312(12) 0.0401(13) 0.0318(12) -0.0046(10) 0.0085(9) 0.0007(10) O17 0.0542(11) 0.0344(9) 0.0298(8) -0.0015(7) 0.0048(7) 0.0013(7) O18 0.0501(10) 0.0360(9) 0.0330(8) 0.0050(7) 0.0069(7) 0.0003(7) C19 0.0470(15) 0.0413(13) 0.0325(12) 0.0010(10) 0.0064(11) -0.0011(11) O20 0.0987(17) 0.0535(12) 0.0308(9) 0.0069(8) 0.0077(10) -0.0173(11) O21 0.0665(13) 0.0486(11) 0.0308(9) 0.0010(8) 0.0025(8) -0.0115(9) C22 0.0464(15) 0.0446(15) 0.0375(13) -0.0044(12) 0.0000(11) 0.0015(12) O23 0.0738(13) 0.0452(10) 0.0282(9) -0.0013(8) 0.0004(8) 0.0051(9) O24 0.1015(18) 0.0468(12) 0.0557(13) -0.0011(10) -0.0307(12) 0.0131(12) O25 0.0452(10) 0.0348(9) 0.0324(8) -0.0023(7) 0.0056(7) 0.0005(7) C26 0.0595(17) 0.0362(13) 0.0415(14) 0.0041(11) 0.0127(12) -0.0019(12) C27 0.0449(15) 0.0408(14) 0.0596(16) 0.0111(12) 0.0126(13) 0.0033(12) C28 0.109(3) 0.065(2) 0.0315(14) -0.0038(13) -0.0003(16) -0.0212(19) C29 0.112(3) 0.062(2) 0.0549(19) -0.0108(16) 0.0001(19) -0.019(2) C30 0.105(3) 0.0514(17) 0.0351(15) 0.0000(13) -0.0112(16) -0.0017(17) C31 0.098(3) 0.061(2) 0.0455(16) -0.0013(15) 0.0068(17) 0.0009(18) C32 0.0607(17) 0.0359(13) 0.0381(13) 0.0003(11) 0.0077(12) 0.0001(12) C33 0.0551(17) 0.0414(15) 0.0594(17) -0.0068(13) 0.0051(14) -0.0067(13) 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' Cu Cu 0.3201 1.2651 '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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle N6 Cu1 N13 85.40(8) N6 Cu1 O17 176.32(8) N13 Cu1 O17 92.27(7) N6 Cu1 O2 93.16(7) N13 Cu1 O2 176.40(7) O17 Cu1 O2 89.32(7) C3 O2 Cu1 127.70(15) O2 C3 O18 117.9(2) O2 C3 C4 125.6(2) O18 C3 C4 116.5(2) C5 C4 C3 121.8(2) C5 C4 C19 117.3(2) C3 C4 C19 120.9(2) N6 C5 C4 126.3(2) N6 C5 H5 116.8 C4 C5 H5 116.8 C5 N6 C7 121.86(19) C5 N6 Cu1 125.41(16) C7 N6 Cu1 112.72(14) C8 C7 C12 119.4(2) C8 C7 N6 126.1(2) C12 C7 N6 114.48(19) C9 C8 C7 120.5(2) C9 C8 H8 119.8 C7 C8 H8 119.8 C8 C9 C10 120.2(2) C8 C9 H9 119.9 C10 C9 H9 119.9 C11 C10 C9 120.2(2) C11 C10 H10 119.9 C9 C10 H10 119.9 C10 C11 C12 120.6(2) C10 C11 H11 119.7 C12 C11 H11 119.7 C11 C12 N13 126.2(2) C11 C12 C7 119.2(2) N13 C12 C7 114.59(19) C14 N13 C12 122.20(19) C14 N13 Cu1 125.00(16) C12 N13 Cu1 112.73(14) N13 C14 C15 127.4(2) N13 C14 H14 116.3 C15 C14 H14 116.3 C14 C15 C16 121.1(2) C14 C15 C22 112.7(2) C16 C15 C22 126.2(2) O17 C16 O25 117.4(2) O17 C16 C15 124.4(2) O25 C16 C15 118.2(2) C16 O17 Cu1 129.19(15) C3 O18 C26 117.37(18) O20 C19 O21 122.0(2) O20 C19 C4 127.1(2) O21 C19 C4 110.9(2) C19 O21 C28 116.3(2) O24 C22 O23 121.9(2) O24 C22 C15 122.7(2) O23 C22 C15 115.4(2) C22 O23 C30 114.4(2) C16 O25 C32 116.76(18) O18 C26 C27 106.8(2) O18 C26 H26A 110.4 C27 C26 H26A 110.4 O18 C26 H26B 110.4 C27 C26 H26B 110.4 H26A C26 H26B 108.6 C26 C27 H27A 109.5 C26 C27 H27B 109.5 H27A C27 H27B 109.5 C26 C27 H27C 109.5 H27A C27 H27C 109.5 H27B C27 H27C 109.5 O21 C28 C29 109.0(3) O21 C28 H28A 109.9 C29 C28 H28A 109.9 O21 C28 H28B 109.9 C29 C28 H28B 109.9 H28A C28 H28B 108.3 C28 C29 H29A 109.5 C28 C29 H29B 109.5 H29A C29 H29B 109.5 C28 C29 H29C 109.5 H29A C29 H29C 109.5 H29B C29 H29C 109.5 C31 C30 O23 109.1(2) C31 C30 H30A 109.9 O23 C30 H30A 109.9 C31 C30 H30B 109.9 O23 C30 H30B 109.9 H30A C30 H30B 108.3 C30 C31 H31A 109.5 C30 C31 H31B 109.5 H31A C31 H31B 109.5 C30 C31 H31C 109.5 H31A C31 H31C 109.5 H31B C31 H31C 109.5 O25 C32 C33 107.4(2) O25 C32 H32A 110.2 C33 C32 H32A 110.2 O25 C32 H32B 110.2 C33 C32 H32B 110.2 H32A C32 H32B 108.5 C32 C33 H33A 109.5 C32 C33 H33B 109.5 H33A C33 H33B 109.5 C32 C33 H33C 109.5 H33A C33 H33C 109.5 H33B C33 H33C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance Cu1 N6 1.9051(18) Cu1 N13 1.9114(18) Cu1 O17 1.9143(16) Cu1 O2 1.9191(15) O2 C3 1.258(3) C3 O18 1.331(3) C3 C4 1.427(3) C4 C5 1.399(3) C4 C19 1.475(3) C5 N6 1.321(3) C5 H5 0.9500 N6 C7 1.417(3) C7 C8 1.385(3) C7 C12 1.414(3) C8 C9 1.383(3) C8 H8 0.9500 C9 C10 1.384(3) C9 H9 0.9500 C10 C11 1.379(3) C10 H10 0.9500 C11 C12 1.388(3) C11 H11 0.9500 C12 N13 1.410(3) N13 C14 1.314(3) C14 C15 1.403(3) C14 H14 0.9500 C15 C16 1.429(3) C15 C22 1.483(3) C16 O17 1.263(3) C16 O25 1.327(3) O18 C26 1.451(3) C19 O20 1.198(3) C19 O21 1.347(3) O21 C28 1.447(3) C22 O24 1.204(3) C22 O23 1.330(3) O23 C30 1.462(3) O25 C32 1.466(3) C26 C27 1.500(3) C26 H26A 0.9900 C26 H26B 0.9900 C27 H27A 0.9800 C27 H27B 0.9800 C27 H27C 0.9800 C28 C29 1.456(4) C28 H28A 0.9900 C28 H28B 0.9900 C29 H29A 0.9800 C29 H29B 0.9800 C29 H29C 0.9800 C30 C31 1.446(4) C30 H30A 0.9900 C30 H30B 0.9900 C31 H31A 0.9800 C31 H31B 0.9800 C31 H31C 0.9800 C32 C33 1.489(3) C32 H32A 0.9900 C32 H32B 0.9900 C33 H33A 0.9800 C33 H33B 0.9800 C33 H33C 0.9800 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 Cu1 O2 C3 O18 -175.74(15) Cu1 O2 C3 C4 2.3(3) O2 C3 C4 C5 -2.4(4) O18 C3 C4 C5 175.7(2) O2 C3 C4 C19 177.2(2) O18 C3 C4 C19 -4.8(3) C3 C4 C5 N6 0.9(4) C19 C4 C5 N6 -178.6(2) C4 C5 N6 C7 179.2(2) C4 C5 N6 Cu1 0.4(3) C5 N6 C7 C8 4.0(4) Cu1 N6 C7 C8 -177.04(19) C5 N6 C7 C12 -176.0(2) Cu1 N6 C7 C12 3.0(2) C12 C7 C8 C9 0.6(3) N6 C7 C8 C9 -179.4(2) C7 C8 C9 C10 -0.3(4) C8 C9 C10 C11 -0.6(4) C9 C10 C11 C12 1.3(4) C10 C11 C12 N13 -179.3(2) C10 C11 C12 C7 -1.0(4) C8 C7 C12 C11 0.1(3) N6 C7 C12 C11 -179.9(2) C8 C7 C12 N13 178.57(19) N6 C7 C12 N13 -1.4(3) C11 C12 N13 C14 -5.4(4) C7 C12 N13 C14 176.2(2) C11 C12 N13 Cu1 177.58(19) C7 C12 N13 Cu1 -0.8(2) C12 N13 C14 C15 178.0(2) Cu1 N13 C14 C15 -5.3(3) N13 C14 C15 C16 -0.9(4) N13 C14 C15 C22 178.7(2) C14 C15 C16 O17 1.6(4) C22 C15 C16 O17 -177.9(2) C14 C15 C16 O25 -178.5(2) C22 C15 C16 O25 1.9(4) O25 C16 O17 Cu1 -175.59(14) C15 C16 O17 Cu1 4.3(4) O2 C3 O18 C26 -4.0(3) C4 C3 O18 C26 177.8(2) C5 C4 C19 O20 156.1(3) C3 C4 C19 O20 -23.4(4) C5 C4 C19 O21 -22.5(3) C3 C4 C19 O21 158.0(2) O20 C19 O21 C28 -9.9(4) C4 C19 O21 C28 168.8(3) C14 C15 C22 O24 -12.6(4) C16 C15 C22 O24 167.0(3) C14 C15 C22 O23 166.8(2) C16 C15 C22 O23 -13.7(4) O24 C22 O23 C30 1.5(4) C15 C22 O23 C30 -177.9(3) O17 C16 O25 C32 -1.0(3) C15 C16 O25 C32 179.1(2) C3 O18 C26 C27 168.4(2) C19 O21 C28 C29 -175.7(3) C22 O23 C30 C31 -175.6(3) C16 O25 C32 C33 172.8(2)