#------------------------------------------------------------------------------ #$Date: 2018-01-16 04:34:49 +0200 (Tue, 16 Jan 2018) $ #$Revision: 205237 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/99/7229969.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_7229969 loop_ _publ_author_name 'Dankhoff, Katja' 'Weber, Birgit' _publ_section_title ; Novel Cu(II) complexes with NNO-Schiff base-like ligands -- structures and magnetic properties ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/C7CE02007D _journal_year 2018 _chemical_formula_moiety 'C14 H17 Cl Cu N2 O4' _chemical_formula_sum 'C14 H17 Cl Cu N2 O4' _chemical_formula_weight 376.28 _chemical_name_common '[CuL30cCl]' _chemical_name_systematic ; ? ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_date 2017-07-27 _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2018-01-11 deposited with the CCDC. 2018-01-15 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 94.232(3) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 10.9871(5) _cell_length_b 20.1512(12) _cell_length_c 13.9510(6) _cell_measurement_reflns_used 10686 _cell_measurement_temperature 133(2) _cell_measurement_theta_max 28.59 _cell_measurement_theta_min 1.78 _cell_volume 3080.4(3) _computing_cell_refinement X-AREA-STOE _computing_data_collection X-AREA-STOE _computing_data_reduction X-AREA-STOE _computing_molecular_graphics ORTEP-III _computing_publication_material PLATON _computing_structure_refinement 'SHELXL-2014 (Sheldrick, 2014)' _computing_structure_solution SIR97 _diffrn_ambient_temperature 133(2) _diffrn_detector_area_resol_mean 9 _diffrn_measured_fraction_theta_full 0.981 _diffrn_measured_fraction_theta_max 0.927 _diffrn_measurement_device_type STOE-STADIVARI _diffrn_measurement_method omega-scan _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.2943 _diffrn_reflns_av_unetI/netI 0.1956 _diffrn_reflns_Laue_measured_fraction_full 0.981 _diffrn_reflns_Laue_measured_fraction_max 0.927 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 18260 _diffrn_reflns_point_group_measured_fraction_full 0.981 _diffrn_reflns_point_group_measured_fraction_max 0.927 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.497 _diffrn_reflns_theta_min 1.779 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 1.610 _exptl_absorpt_correction_type none _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.623 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1544 _exptl_crystal_size_max 0.179 _exptl_crystal_size_mid 0.112 _exptl_crystal_size_min 0.094 _refine_diff_density_max 1.511 _refine_diff_density_min -1.948 _refine_diff_density_rms 0.257 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.956 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 397 _refine_ls_number_reflns 7232 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.956 _refine_ls_R_factor_all 0.1126 _refine_ls_R_factor_gt 0.0711 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1730P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1847 _refine_ls_wR_factor_ref 0.2785 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4234 _reflns_number_total 7232 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7ce02007d2.cif _cod_data_source_block cl114 _cod_database_code 7229969 _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_res_file ; shelx.res created by SHELXL-2014/7 TITL SIR97 run in space group P -1 New: P21/n CELL 0.71073 10.9871 20.1512 13.9510 90.000 94.232 90.000 ZERR 8.00 0.0005 0.0012 0.0006 0.000 0.003 0.000 LATT 1 SYMM 1/2 - X, 1/2 + Y, 1/2 - Z SFAC C H CL CU N O UNIT 112 136 8 8 16 32 MERG 2 FMAP 2 PLAN 10 ACTA BOND $H CONF LIST 4 L.S. 20 TEMP -140.00 WGHT 0.173000 FVAR 0.16558 C11 1 0.229553 0.254279 -0.152157 11.00000 0.02445 0.03332 = 0.02103 0.00444 0.00828 0.00777 AFIX 43 H11 2 0.167107 0.282281 -0.131384 11.00000 -1.20000 AFIX 0 C12 1 0.279167 0.269024 -0.237551 11.00000 0.02931 0.03340 = 0.01687 0.00960 0.01017 0.01137 AFIX 43 H12 2 0.252721 0.307030 -0.273612 11.00000 -1.20000 AFIX 0 C13 1 0.368028 0.227734 -0.270086 11.00000 0.02062 0.03456 = 0.02706 0.00999 0.00913 -0.00092 AFIX 43 H13 2 0.403774 0.237090 -0.328558 11.00000 -1.20000 AFIX 0 C14 1 0.403773 0.172793 -0.216175 11.00000 0.01580 0.02998 = 0.02080 0.00103 0.01141 0.00155 AFIX 43 H14 2 0.463170 0.143041 -0.237500 11.00000 -1.20000 AFIX 0 C15 1 0.350671 0.161769 -0.129305 11.00000 0.01686 0.02344 = 0.01459 0.00436 0.00131 0.00173 C16 1 0.388350 0.104641 -0.065430 11.00000 0.02999 0.03341 = 0.00688 0.00542 0.01132 0.01017 AFIX 23 H16A 2 0.381570 0.062854 -0.102758 11.00000 -1.20000 H16B 2 0.474631 0.110195 -0.040942 11.00000 -1.20000 AFIX 0 C17 1 0.331640 0.052766 0.076827 11.00000 0.01662 0.02402 = 0.01566 -0.00139 0.00563 0.00304 AFIX 43 H17 2 0.391441 0.021137 0.061758 11.00000 -1.20000 AFIX 0 C18 1 0.275209 0.042460 0.163023 11.00000 0.01683 0.02586 = 0.00683 -0.00223 0.00336 -0.00036 C19 1 0.181982 0.084989 0.190601 11.00000 0.01798 0.01470 = 0.01316 -0.00287 0.00585 -0.00169 C20 1 0.028727 0.113035 0.295301 11.00000 0.01984 0.02908 = 0.02512 -0.00387 0.01539 0.00553 AFIX 23 H20A 2 -0.040766 0.111357 0.245976 11.00000 -1.20000 H20B 2 0.057869 0.159438 0.301401 11.00000 -1.20000 AFIX 0 C21 1 -0.009711 0.087815 0.391043 11.00000 0.02837 0.04476 = 0.03074 -0.00065 0.01949 0.00287 AFIX 133 H21A 2 -0.035749 0.041429 0.384319 11.00000 -1.50000 H21B 2 -0.077553 0.114774 0.411163 11.00000 -1.50000 H21C 2 0.059351 0.090958 0.439461 11.00000 -1.50000 AFIX 0 C22 1 0.317744 -0.018634 0.214601 11.00000 0.01462 0.02810 = 0.01243 -0.00128 0.00699 -0.00265 C23 1 0.316699 -0.084315 0.353975 11.00000 0.03063 0.02166 = 0.01373 0.00620 0.00612 0.00177 AFIX 23 H23A 2 0.404044 -0.080222 0.376216 11.00000 -1.20000 H23B 2 0.306280 -0.123960 0.312267 11.00000 -1.20000 AFIX 0 C24 1 0.238964 -0.090432 0.439493 11.00000 0.03229 0.04058 = 0.02171 0.01046 0.00873 0.00200 AFIX 133 H24A 2 0.240520 -0.048346 0.474762 11.00000 -1.50000 H24B 2 0.271607 -0.125847 0.482139 11.00000 -1.50000 H24C 2 0.154734 -0.101041 0.416619 11.00000 -1.50000 AFIX 0 C31 1 0.275596 0.255519 0.309335 11.00000 0.02062 0.02228 = 0.02688 -0.00164 0.00781 0.00318 AFIX 43 H31 2 0.285381 0.279567 0.251841 11.00000 -1.20000 AFIX 0 C32 1 0.198731 0.280799 0.372801 11.00000 0.02349 0.02120 = 0.02780 -0.00433 0.00929 0.00434 AFIX 43 H32 2 0.155754 0.321095 0.359824 11.00000 -1.20000 AFIX 0 C33 1 0.185647 0.245579 0.456820 11.00000 0.02058 0.03040 = 0.02594 -0.00434 0.00749 0.00357 AFIX 43 H33 2 0.131283 0.261096 0.501739 11.00000 -1.20000 AFIX 0 C34 1 0.251003 0.188378 0.475263 11.00000 0.01637 0.02496 = 0.02664 0.00350 0.00772 -0.00123 AFIX 43 H34 2 0.244321 0.164581 0.533423 11.00000 -1.20000 AFIX 0 C35 1 0.327542 0.165982 0.406540 11.00000 0.01382 0.01739 = 0.02406 -0.00588 0.00280 -0.00362 C36 1 0.402883 0.104286 0.422276 11.00000 0.02205 0.02856 = 0.00821 0.00385 0.00592 0.00324 AFIX 23 H36A 2 0.452928 0.107456 0.484089 11.00000 -1.20000 H36B 2 0.348744 0.065172 0.425120 11.00000 -1.20000 AFIX 0 C37 1 0.561117 0.047398 0.350890 11.00000 0.01770 0.02464 = 0.01122 0.00543 0.00337 -0.00179 AFIX 43 H37 2 0.558532 0.019998 0.406116 11.00000 -1.20000 AFIX 0 C38 1 0.649842 0.031172 0.284703 11.00000 0.01564 0.02937 = 0.01360 0.00063 0.00447 0.00380 C39 1 0.655537 0.067701 0.198276 11.00000 0.01960 0.01902 = 0.01038 -0.00447 0.00609 -0.00302 C40 1 0.757619 0.092917 0.056763 11.00000 0.02307 0.03439 = 0.01838 -0.00039 0.01098 -0.00044 AFIX 23 H40A 2 0.760152 0.140812 0.072589 11.00000 -1.20000 H40B 2 0.687915 0.084672 0.009160 11.00000 -1.20000 AFIX 0 C41 1 0.875729 0.071324 0.017472 11.00000 0.01999 0.04870 = 0.02724 -0.00437 0.01421 -0.00247 AFIX 133 H41A 2 0.943914 0.081071 0.064660 11.00000 -1.50000 H41B 2 0.887092 0.095356 -0.042282 11.00000 -1.50000 H41C 2 0.872858 0.023529 0.004531 11.00000 -1.50000 AFIX 0 C42 1 0.727441 -0.024243 0.318448 11.00000 0.02115 0.02366 = 0.02111 -0.00069 0.01082 -0.00087 C43 1 0.893269 -0.095403 0.288935 11.00000 0.01978 0.02736 = 0.02768 0.00967 0.00756 0.00799 AFIX 23 H43A 2 0.847169 -0.137373 0.293310 11.00000 -1.20000 H43B 2 0.934421 -0.085500 0.352860 11.00000 -1.20000 AFIX 0 C44 1 0.985868 -0.101460 0.214867 11.00000 0.01945 0.03993 = 0.03539 0.00296 0.00970 0.00790 AFIX 133 H44A 2 0.944323 -0.113208 0.152604 11.00000 -1.50000 H44B 2 1.045150 -0.136086 0.234592 11.00000 -1.50000 H44C 2 1.028322 -0.059022 0.209258 11.00000 -1.50000 AFIX 0 CL1 3 0.067354 0.256986 0.034958 11.00000 0.03096 0.03028 = 0.02906 0.00992 0.01908 0.01661 CL2 3 0.434442 0.234712 0.122243 11.00000 0.02645 0.02534 = 0.01701 0.00469 0.00977 0.00437 CU1 4 0.204513 0.176347 0.028843 11.00000 0.01653 0.02062 = 0.01458 0.00206 0.00793 0.00412 CU2 4 0.458597 0.159407 0.239269 11.00000 0.01466 0.02043 = 0.01308 0.00047 0.00576 0.00136 N11 5 0.265301 0.202193 -0.096907 11.00000 0.01575 0.02666 = 0.01676 -0.00046 0.00579 -0.00081 N12 5 0.310900 0.100710 0.015772 11.00000 0.01602 0.02595 = 0.01012 0.00066 0.00462 0.00241 N31 5 0.338157 0.198625 0.323496 11.00000 0.01884 0.01960 = 0.00879 -0.00560 0.00495 0.00012 N32 5 0.483156 0.096469 0.342479 11.00000 0.01726 0.01734 = 0.02108 0.00846 0.00882 0.00178 O11 6 0.147907 0.136863 0.146813 11.00000 0.01948 0.02789 = 0.01486 0.00338 0.01212 0.00363 O12 6 0.126270 0.069724 0.268971 11.00000 0.02059 0.02568 = 0.01810 0.00944 0.01253 0.00700 O13 6 0.387520 -0.057990 0.181650 11.00000 0.03214 0.02160 = 0.01843 0.00798 0.01190 0.00924 O14 6 0.276005 -0.025856 0.302173 11.00000 0.02823 0.02241 = 0.00932 0.00223 0.00958 0.00405 O31 6 0.584439 0.114161 0.170627 11.00000 0.01700 0.02480 = 0.01627 0.00008 0.00678 0.00449 O32 6 0.745828 0.053266 0.143361 11.00000 0.01955 0.03907 = 0.01751 0.00187 0.01120 0.00426 O33 6 0.716455 -0.054438 0.393166 11.00000 0.03760 0.03430 = 0.02555 0.01174 0.01692 0.01588 O34 6 0.812204 -0.042116 0.258451 11.00000 0.02049 0.03759 = 0.01720 0.00269 0.00989 0.01018 HKLF 4 REM SIR97 run in space group P -1 New: P21/n REM R1 = 0.0711 for 4234 Fo > 4sig(Fo) and 0.1126 for all 7232 data REM 397 parameters refined using 0 restraints END WGHT 0.1730 0.0000 REM Highest difference peak 1.511, deepest hole -1.948, 1-sigma level 0.257 Q1 1 0.2944 0.1346 0.0014 11.00000 0.05 1.51 Q2 1 0.3824 0.2051 0.2759 11.00000 0.05 1.44 Q3 1 0.1313 0.2184 0.0595 11.00000 0.05 1.28 Q4 1 0.5412 0.1119 0.2043 11.00000 0.05 1.25 Q5 1 0.1843 0.2152 0.0274 11.00000 0.05 1.24 Q6 1 0.5364 0.2042 0.2019 11.00000 0.05 1.20 Q7 1 0.2971 0.2169 0.0028 11.00000 0.05 1.15 Q8 1 0.2642 0.1592 0.0598 11.00000 0.05 1.13 Q9 1 0.4331 0.2725 0.1242 11.00000 0.05 1.10 Q10 1 0.2004 0.1391 0.0288 11.00000 0.05 1.10 ; _shelx_res_checksum 98349 loop_ _space_group_symop_operation_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' 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 C11 C 0.2296(6) 0.2543(4) -0.1522(5) 0.0259(14) Uani 1 1 d . . H11 H 0.1671 0.2823 -0.1314 0.031 Uiso 1 1 calc R U C12 C 0.2792(6) 0.2690(4) -0.2376(5) 0.0261(15) Uani 1 1 d . . H12 H 0.2527 0.3070 -0.2736 0.031 Uiso 1 1 calc R U C13 C 0.3680(6) 0.2277(4) -0.2701(5) 0.0271(15) Uani 1 1 d . . H13 H 0.4038 0.2371 -0.3286 0.032 Uiso 1 1 calc R U C14 C 0.4038(5) 0.1728(4) -0.2162(5) 0.0217(13) Uani 1 1 d . . H14 H 0.4632 0.1430 -0.2375 0.026 Uiso 1 1 calc R U C15 C 0.3507(5) 0.1618(3) -0.1293(5) 0.0183(12) Uani 1 1 d . . C16 C 0.3884(6) 0.1046(4) -0.0654(4) 0.0229(14) Uani 1 1 d . . H16A H 0.3816 0.0629 -0.1028 0.028 Uiso 1 1 calc R U H16B H 0.4746 0.1102 -0.0409 0.028 Uiso 1 1 calc R U C17 C 0.3316(5) 0.0528(3) 0.0768(4) 0.0185(12) Uani 1 1 d . . H17 H 0.3914 0.0211 0.0618 0.022 Uiso 1 1 calc R U C18 C 0.2752(5) 0.0425(3) 0.1630(4) 0.0164(12) Uani 1 1 d . . C19 C 0.1820(5) 0.0850(3) 0.1906(4) 0.0150(11) Uani 1 1 d . . C20 C 0.0287(6) 0.1130(4) 0.2953(5) 0.0240(14) Uani 1 1 d . . H20A H -0.0408 0.1114 0.2460 0.029 Uiso 1 1 calc R U H20B H 0.0579 0.1594 0.3014 0.029 Uiso 1 1 calc R U C21 C -0.0097(6) 0.0878(4) 0.3910(6) 0.0338(17) Uani 1 1 d . . H21A H -0.0357 0.0414 0.3843 0.051 Uiso 1 1 calc R U H21B H -0.0776 0.1148 0.4112 0.051 Uiso 1 1 calc R U H21C H 0.0594 0.0910 0.4395 0.051 Uiso 1 1 calc R U C22 C 0.3177(5) -0.0186(3) 0.2146(4) 0.0181(12) Uani 1 1 d . . C23 C 0.3167(6) -0.0843(3) 0.3540(5) 0.0218(13) Uani 1 1 d . . H23A H 0.4040 -0.0802 0.3762 0.026 Uiso 1 1 calc R U H23B H 0.3063 -0.1240 0.3123 0.026 Uiso 1 1 calc R U C24 C 0.2390(6) -0.0904(4) 0.4395(5) 0.0312(16) Uani 1 1 d . . H24A H 0.2405 -0.0483 0.4748 0.047 Uiso 1 1 calc R U H24B H 0.2716 -0.1258 0.4821 0.047 Uiso 1 1 calc R U H24C H 0.1547 -0.1010 0.4166 0.047 Uiso 1 1 calc R U C31 C 0.2756(5) 0.2555(3) 0.3093(5) 0.0230(14) Uani 1 1 d . . H31 H 0.2854 0.2796 0.2518 0.028 Uiso 1 1 calc R U C32 C 0.1987(6) 0.2808(4) 0.3728(5) 0.0238(14) Uani 1 1 d . . H32 H 0.1558 0.3211 0.3598 0.029 Uiso 1 1 calc R U C33 C 0.1856(6) 0.2456(4) 0.4568(5) 0.0254(14) Uani 1 1 d . . H33 H 0.1313 0.2611 0.5017 0.030 Uiso 1 1 calc R U C34 C 0.2510(5) 0.1884(4) 0.4753(5) 0.0224(13) Uani 1 1 d . . H34 H 0.2443 0.1646 0.5334 0.027 Uiso 1 1 calc R U C35 C 0.3275(5) 0.1660(3) 0.4065(5) 0.0184(12) Uani 1 1 d . . C36 C 0.4029(5) 0.1043(3) 0.4223(4) 0.0194(12) Uani 1 1 d . . H36A H 0.4529 0.1075 0.4841 0.023 Uiso 1 1 calc R U H36B H 0.3487 0.0652 0.4251 0.023 Uiso 1 1 calc R U C37 C 0.5611(5) 0.0474(3) 0.3509(4) 0.0177(12) Uani 1 1 d . . H37 H 0.5585 0.0200 0.4061 0.021 Uiso 1 1 calc R U C38 C 0.6498(5) 0.0312(4) 0.2847(4) 0.0194(13) Uani 1 1 d . . C39 C 0.6555(5) 0.0677(3) 0.1983(4) 0.0161(11) Uani 1 1 d . . C40 C 0.7576(6) 0.0929(4) 0.0568(5) 0.0248(14) Uani 1 1 d . . H40A H 0.7602 0.1408 0.0726 0.030 Uiso 1 1 calc R U H40B H 0.6879 0.0847 0.0092 0.030 Uiso 1 1 calc R U C41 C 0.8757(6) 0.0713(4) 0.0175(5) 0.0314(17) Uani 1 1 d . . H41A H 0.9439 0.0811 0.0647 0.047 Uiso 1 1 calc R U H41B H 0.8871 0.0954 -0.0423 0.047 Uiso 1 1 calc R U H41C H 0.8729 0.0235 0.0045 0.047 Uiso 1 1 calc R U C42 C 0.7274(5) -0.0242(3) 0.3184(5) 0.0215(13) Uani 1 1 d . . C43 C 0.8933(5) -0.0954(4) 0.2889(5) 0.0247(14) Uani 1 1 d . . H43A H 0.8472 -0.1374 0.2933 0.030 Uiso 1 1 calc R U H43B H 0.9344 -0.0855 0.3529 0.030 Uiso 1 1 calc R U C44 C 0.9859(6) -0.1015(4) 0.2149(6) 0.0312(16) Uani 1 1 d . . H44A H 0.9443 -0.1132 0.1526 0.047 Uiso 1 1 calc R U H44B H 1.0452 -0.1361 0.2346 0.047 Uiso 1 1 calc R U H44C H 1.0283 -0.0590 0.2093 0.047 Uiso 1 1 calc R U Cl1 Cl 0.06735(15) 0.25699(9) 0.03496(13) 0.0293(4) Uani 1 1 d . . Cl2 Cl 0.43444(13) 0.23471(8) 0.12224(11) 0.0225(4) Uani 1 1 d . . Cu1 Cu 0.20451(6) 0.17635(4) 0.02884(5) 0.0169(2) Uani 1 1 d . . Cu2 Cu 0.45860(6) 0.15941(4) 0.23927(5) 0.0158(2) Uani 1 1 d . . N11 N 0.2653(4) 0.2022(3) -0.0969(4) 0.0195(11) Uani 1 1 d . . N12 N 0.3109(4) 0.1007(3) 0.0158(4) 0.0172(10) Uani 1 1 d . . N31 N 0.3382(4) 0.1986(3) 0.3235(4) 0.0155(10) Uani 1 1 d . . N32 N 0.4832(4) 0.0965(3) 0.3425(4) 0.0182(11) Uani 1 1 d . . O11 O 0.1479(4) 0.1369(2) 0.1468(3) 0.0202(9) Uani 1 1 d . . O12 O 0.1263(4) 0.0697(2) 0.2690(3) 0.0209(10) Uani 1 1 d . . O13 O 0.3875(4) -0.0580(2) 0.1817(3) 0.0236(10) Uani 1 1 d . . O14 O 0.2760(4) -0.0259(2) 0.3022(3) 0.0196(9) Uani 1 1 d . . O31 O 0.5844(4) 0.1142(2) 0.1706(3) 0.0191(9) Uani 1 1 d . . O32 O 0.7458(4) 0.0533(3) 0.1434(3) 0.0249(11) Uani 1 1 d . . O33 O 0.7165(5) -0.0544(3) 0.3932(4) 0.0318(12) Uani 1 1 d . . O34 O 0.8122(4) -0.0421(3) 0.2585(3) 0.0247(11) 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 C11 0.024(3) 0.033(4) 0.021(3) 0.004(3) 0.008(2) 0.008(3) C12 0.029(3) 0.033(4) 0.017(3) 0.010(3) 0.010(3) 0.011(3) C13 0.021(3) 0.035(4) 0.027(4) 0.010(3) 0.009(3) -0.001(3) C14 0.016(3) 0.030(4) 0.021(3) 0.001(3) 0.011(2) 0.002(2) C15 0.017(3) 0.023(3) 0.015(3) 0.004(3) 0.001(2) 0.002(2) C16 0.030(3) 0.033(4) 0.007(3) 0.005(3) 0.011(2) 0.010(3) C17 0.017(2) 0.024(3) 0.016(3) -0.001(3) 0.006(2) 0.003(2) C18 0.017(2) 0.026(3) 0.007(2) -0.002(2) 0.003(2) 0.000(2) C19 0.018(2) 0.015(3) 0.013(3) -0.003(2) 0.006(2) -0.002(2) C20 0.020(3) 0.029(4) 0.025(3) -0.004(3) 0.015(2) 0.006(2) C21 0.028(3) 0.045(5) 0.031(4) -0.001(4) 0.019(3) 0.003(3) C22 0.015(2) 0.028(3) 0.012(3) -0.001(3) 0.007(2) -0.003(2) C23 0.031(3) 0.022(3) 0.014(3) 0.006(3) 0.006(2) 0.002(2) C24 0.032(3) 0.041(4) 0.022(3) 0.010(3) 0.009(3) 0.002(3) C31 0.021(3) 0.022(3) 0.027(4) -0.002(3) 0.008(2) 0.003(2) C32 0.023(3) 0.021(3) 0.028(4) -0.004(3) 0.009(3) 0.004(2) C33 0.021(3) 0.030(4) 0.026(4) -0.004(3) 0.007(2) 0.004(2) C34 0.016(3) 0.025(3) 0.027(3) 0.003(3) 0.008(2) -0.001(2) C35 0.014(2) 0.017(3) 0.024(3) -0.006(3) 0.003(2) -0.004(2) C36 0.022(3) 0.029(3) 0.008(3) 0.004(3) 0.006(2) 0.003(2) C37 0.018(3) 0.025(3) 0.011(3) 0.005(2) 0.003(2) -0.002(2) C38 0.016(2) 0.029(3) 0.014(3) 0.001(3) 0.004(2) 0.004(2) C39 0.020(3) 0.019(3) 0.010(3) -0.004(2) 0.006(2) -0.003(2) C40 0.023(3) 0.034(4) 0.018(3) 0.000(3) 0.011(2) 0.000(3) C41 0.020(3) 0.049(5) 0.027(4) -0.004(4) 0.014(3) -0.002(3) C42 0.021(3) 0.024(3) 0.021(3) -0.001(3) 0.011(2) -0.001(2) C43 0.020(3) 0.027(4) 0.028(4) 0.010(3) 0.008(2) 0.008(2) C44 0.019(3) 0.040(4) 0.035(4) 0.003(4) 0.010(3) 0.008(3) Cl1 0.0310(8) 0.0303(9) 0.0291(9) 0.0099(7) 0.0191(7) 0.0166(6) Cl2 0.0264(7) 0.0253(8) 0.0170(7) 0.0047(6) 0.0098(6) 0.0044(6) Cu1 0.0165(4) 0.0206(4) 0.0146(4) 0.0021(3) 0.0079(3) 0.0041(3) Cu2 0.0147(4) 0.0204(4) 0.0131(4) 0.0005(3) 0.0058(3) 0.0014(2) N11 0.016(2) 0.027(3) 0.017(3) 0.000(2) 0.0058(18) -0.0008(19) N12 0.016(2) 0.026(3) 0.010(2) 0.001(2) 0.0046(17) 0.0024(19) N31 0.019(2) 0.020(3) 0.009(2) -0.006(2) 0.0049(17) 0.0001(18) N32 0.017(2) 0.017(3) 0.021(3) 0.008(2) 0.0088(19) 0.0018(18) O11 0.0195(19) 0.028(3) 0.015(2) 0.003(2) 0.0121(16) 0.0036(17) O12 0.0206(19) 0.026(2) 0.018(2) 0.009(2) 0.0125(17) 0.0070(17) O13 0.032(2) 0.022(2) 0.018(2) 0.008(2) 0.0119(18) 0.0092(18) O14 0.028(2) 0.022(2) 0.0093(19) 0.0022(18) 0.0096(16) 0.0041(17) O31 0.0170(19) 0.025(2) 0.016(2) 0.0001(19) 0.0068(16) 0.0045(16) O32 0.020(2) 0.039(3) 0.018(2) 0.002(2) 0.0112(17) 0.0043(19) O33 0.038(3) 0.034(3) 0.026(3) 0.012(2) 0.017(2) 0.016(2) O34 0.020(2) 0.038(3) 0.017(2) 0.003(2) 0.0099(17) 0.0102(19) 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 N11 C11 C12 123.1(6) N11 C11 H11 118.4 C12 C11 H11 118.4 C11 C12 C13 119.2(7) C11 C12 H12 120.4 C13 C12 H12 120.4 C14 C13 C12 118.9(6) C14 C13 H13 120.6 C12 C13 H13 120.6 C13 C14 C15 118.6(6) C13 C14 H14 120.7 C15 C14 H14 120.7 N11 C15 C14 122.7(6) N11 C15 C16 115.8(5) C14 C15 C16 121.5(6) N12 C16 C15 110.5(5) N12 C16 H16A 109.5 C15 C16 H16A 109.5 N12 C16 H16B 109.5 C15 C16 H16B 109.5 H16A C16 H16B 108.1 N12 C17 C18 127.1(6) N12 C17 H17 116.4 C18 C17 H17 116.4 C17 C18 C19 121.2(6) C17 C18 C22 113.2(5) C19 C18 C22 125.5(5) O11 C19 O12 117.1(5) O11 C19 C18 124.8(5) O12 C19 C18 118.2(5) O12 C20 C21 106.3(6) O12 C20 H20A 110.5 C21 C20 H20A 110.5 O12 C20 H20B 110.5 C21 C20 H20B 110.5 H20A C20 H20B 108.7 C20 C21 H21A 109.5 C20 C21 H21B 109.5 H21A C21 H21B 109.5 C20 C21 H21C 109.5 H21A C21 H21C 109.5 H21B C21 H21C 109.5 O13 C22 O14 122.7(6) O13 C22 C18 122.8(5) O14 C22 C18 114.5(5) O14 C23 C24 106.8(5) O14 C23 H23A 110.4 C24 C23 H23A 110.4 O14 C23 H23B 110.4 C24 C23 H23B 110.4 H23A C23 H23B 108.6 C23 C24 H24A 109.5 C23 C24 H24B 109.5 H24A C24 H24B 109.5 C23 C24 H24C 109.5 H24A C24 H24C 109.5 H24B C24 H24C 109.5 N31 C31 C32 123.8(7) N31 C31 H31 118.1 C32 C31 H31 118.1 C31 C32 C33 117.7(6) C31 C32 H32 121.2 C33 C32 H32 121.2 C34 C33 C32 120.2(6) C34 C33 H33 119.9 C32 C33 H33 119.9 C33 C34 C35 118.4(6) C33 C34 H34 120.8 C35 C34 H34 120.8 N31 C35 C34 121.9(6) N31 C35 C36 116.7(5) C34 C35 C36 121.4(6) N32 C36 C35 109.3(5) N32 C36 H36A 109.8 C35 C36 H36A 109.8 N32 C36 H36B 109.8 C35 C36 H36B 109.8 H36A C36 H36B 108.3 N32 C37 C38 126.0(6) N32 C37 H37 117.0 C38 C37 H37 117.0 C39 C38 C37 120.4(6) C39 C38 C42 127.5(5) C37 C38 C42 112.1(6) O31 C39 O32 117.2(6) O31 C39 C38 125.5(5) O32 C39 C38 117.3(6) O32 C40 C41 105.9(6) O32 C40 H40A 110.6 C41 C40 H40A 110.6 O32 C40 H40B 110.6 C41 C40 H40B 110.6 H40A C40 H40B 108.7 C40 C41 H41A 109.5 C40 C41 H41B 109.5 H41A C41 H41B 109.5 C40 C41 H41C 109.5 H41A C41 H41C 109.5 H41B C41 H41C 109.5 O33 C42 O34 120.9(6) O33 C42 C38 124.3(6) O34 C42 C38 114.7(6) O34 C43 C44 107.0(5) O34 C43 H43A 110.3 C44 C43 H43A 110.3 O34 C43 H43B 110.3 C44 C43 H43B 110.3 H43A C43 H43B 108.6 C43 C44 H44A 109.5 C43 C44 H44B 109.5 H44A C44 H44B 109.5 C43 C44 H44C 109.5 H44A C44 H44C 109.5 H44B C44 H44C 109.5 N12 Cu1 O11 89.5(2) N12 Cu1 N11 83.0(2) O11 Cu1 N11 171.3(2) N12 Cu1 Cl1 173.94(17) O11 Cu1 Cl1 90.37(14) N11 Cu1 Cl1 96.60(17) N32 Cu2 O31 89.7(2) N32 Cu2 N31 83.3(2) O31 Cu2 N31 172.8(2) N32 Cu2 Cl2 178.08(18) O31 Cu2 Cl2 90.51(14) N31 Cu2 Cl2 96.50(16) C11 N11 C15 117.5(5) C11 N11 Cu1 127.3(4) C15 N11 Cu1 115.1(4) C17 N12 C16 117.6(5) C17 N12 Cu1 127.0(4) C16 N12 Cu1 114.7(4) C31 N31 C35 117.9(5) C31 N31 Cu2 127.2(4) C35 N31 Cu2 114.6(4) C37 N32 C36 115.9(5) C37 N32 Cu2 128.4(4) C36 N32 Cu2 115.8(4) C19 O11 Cu1 130.0(4) C19 O12 C20 117.6(5) C22 O14 C23 115.6(5) C39 O31 Cu2 129.6(4) C39 O32 C40 118.2(5) C42 O34 C43 117.2(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C11 N11 1.344(9) C11 C12 1.379(9) C11 H11 0.9500 C12 C13 1.385(9) C12 H12 0.9500 C13 C14 1.379(10) C13 H13 0.9500 C14 C15 1.401(8) C14 H14 0.9500 C15 N11 1.345(8) C15 C16 1.495(9) C16 N12 1.468(7) C16 H16A 0.9900 C16 H16B 0.9900 C17 N12 1.297(8) C17 C18 1.408(8) C17 H17 0.9500 C18 C19 1.411(8) C18 C22 1.484(9) C19 O11 1.254(8) C19 O12 1.328(7) C20 O12 1.450(7) C20 C21 1.518(9) C20 H20A 0.9900 C20 H20B 0.9900 C21 H21A 0.9800 C21 H21B 0.9800 C21 H21C 0.9800 C22 O13 1.217(8) C22 O14 1.344(7) C23 O14 1.436(8) C23 C24 1.523(9) C23 H23A 0.9900 C23 H23B 0.9900 C24 H24A 0.9800 C24 H24B 0.9800 C24 H24C 0.9800 C31 N31 1.344(8) C31 C32 1.366(8) C31 H31 0.9500 C32 C33 1.387(10) C32 H32 0.9500 C33 C34 1.372(10) C33 H33 0.9500 C34 C35 1.396(9) C34 H34 0.9500 C35 N31 1.345(8) C35 C36 1.501(9) C36 N32 1.479(7) C36 H36A 0.9900 C36 H36B 0.9900 C37 N32 1.308(8) C37 C38 1.429(8) C37 H37 0.9500 C38 C39 1.418(9) C38 C42 1.462(9) C39 O31 1.261(8) C39 O32 1.330(7) C40 O32 1.462(8) C40 C41 1.510(8) C40 H40A 0.9900 C40 H40B 0.9900 C41 H41A 0.9800 C41 H41B 0.9800 C41 H41C 0.9800 C42 O33 1.221(8) C42 O34 1.346(7) C43 O34 1.439(8) C43 C44 1.508(9) C43 H43A 0.9900 C43 H43B 0.9900 C44 H44A 0.9800 C44 H44B 0.9800 C44 H44C 0.9800 Cl1 Cu1 2.2221(16) Cl2 Cu2 2.2304(17) Cu1 N12 1.938(5) Cu1 O11 1.970(4) Cu1 N11 1.992(5) Cu2 N32 1.923(5) Cu2 O31 1.964(4) Cu2 N31 1.996(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 N11 C11 C12 C13 1.7(12) C11 C12 C13 C14 0.3(12) C12 C13 C14 C15 -1.5(11) C13 C14 C15 N11 0.8(10) C13 C14 C15 C16 -177.7(6) N11 C15 C16 N12 6.9(8) C14 C15 C16 N12 -174.5(6) N12 C17 C18 C19 2.4(10) N12 C17 C18 C22 178.2(6) C17 C18 C19 O11 -5.5(10) C22 C18 C19 O11 179.2(6) C17 C18 C19 O12 175.1(6) C22 C18 C19 O12 -0.2(9) C17 C18 C22 O13 -5.1(9) C19 C18 C22 O13 170.5(6) C17 C18 C22 O14 172.8(5) C19 C18 C22 O14 -11.5(9) N31 C31 C32 C33 0.4(11) C31 C32 C33 C34 1.7(10) C32 C33 C34 C35 -1.7(10) C33 C34 C35 N31 -0.3(10) C33 C34 C35 C36 179.3(6) N31 C35 C36 N32 5.0(8) C34 C35 C36 N32 -174.6(6) N32 C37 C38 C39 -3.0(10) N32 C37 C38 C42 176.6(6) C37 C38 C39 O31 -2.5(10) C42 C38 C39 O31 178.0(6) C37 C38 C39 O32 175.2(6) C42 C38 C39 O32 -4.4(10) C39 C38 C42 O33 -178.7(7) C37 C38 C42 O33 1.7(10) C39 C38 C42 O34 -1.0(10) C37 C38 C42 O34 179.4(6) C12 C11 N11 C15 -2.4(11) C12 C11 N11 Cu1 178.5(6) C14 C15 N11 C11 1.1(10) C16 C15 N11 C11 179.7(6) C14 C15 N11 Cu1 -179.6(5) C16 C15 N11 Cu1 -1.1(7) C18 C17 N12 C16 174.9(6) C18 C17 N12 Cu1 4.8(10) C15 C16 N12 C17 179.0(6) C15 C16 N12 Cu1 -9.7(7) C32 C31 N31 C35 -2.4(10) C32 C31 N31 Cu2 -176.8(5) C34 C35 N31 C31 2.3(9) C36 C35 N31 C31 -177.3(6) C34 C35 N31 Cu2 177.4(5) C36 C35 N31 Cu2 -2.2(7) C38 C37 N32 C36 -178.2(6) C38 C37 N32 Cu2 2.3(10) C35 C36 N32 C37 174.8(6) C35 C36 N32 Cu2 -5.7(7) O12 C19 O11 Cu1 -179.3(4) C18 C19 O11 Cu1 1.2(9) O11 C19 O12 C20 1.9(8) C18 C19 O12 C20 -178.6(6) C21 C20 O12 C19 -174.9(6) O13 C22 O14 C23 -1.6(9) C18 C22 O14 C23 -179.5(5) C24 C23 O14 C22 -168.1(6) O32 C39 O31 Cu2 -169.3(4) C38 C39 O31 Cu2 8.3(9) O31 C39 O32 C40 1.3(9) C38 C39 O32 C40 -176.5(6) C41 C40 O32 C39 172.7(6) O33 C42 O34 C43 -3.6(10) C38 C42 O34 C43 178.5(6) C44 C43 O34 C42 -174.7(6)