#------------------------------------------------------------------------------ #$Date: 2019-10-10 03:45:15 +0300 (Thu, 10 Oct 2019) $ #$Revision: 219229 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/23/45/7234508.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_7234508 loop_ _publ_author_name 'He, Yuan-Chun' 'Zhang, Jie' 'Xiao, Li-Yuan' 'Yuan, Zi-Han' 'Yu, Yang' 'Wang, Yan' 'Zhu, Kunlei' 'Kan, Wei-Qiu' _publ_section_title ; A Novel Coordination Polymer based on a New Multidentate Ligand: Synthesis, Structure and Properties ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/C9CE01307E _journal_year 2019 _chemical_formula_moiety 'C20 H16 Cu N2 O7' _chemical_formula_sum 'C20 H16 Cu N2 O7' _chemical_formula_weight 459.89 _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 mixed _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2019-10-06 deposited with the CCDC. 2019-10-09 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 101.510(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 17.3980(8) _cell_length_b 12.7610(4) _cell_length_c 8.5510(3) _cell_measurement_reflns_used 4298 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 29.1291 _cell_measurement_theta_min 3.0439 _cell_volume 1860.28(13) _computing_cell_refinement CrysAlis _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_data_reduction CrysAlis _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXL-97 (Sheldrick, 2008)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 10.0 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0410 _diffrn_reflns_av_unetI/netI 0.0397 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 11982 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 25.000 _diffrn_reflns_theta_max 25.337 _diffrn_reflns_theta_min 3.324 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 1.223 _exptl_absorpt_correction_T_max 0.8009 _exptl_absorpt_correction_T_min 0.7579 _exptl_absorpt_correction_type multi-scan _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.642 _exptl_crystal_description block _exptl_crystal_F_000 940 _exptl_crystal_size_max 0.240 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.190 _refine_diff_density_max 0.376 _refine_diff_density_min -0.348 _refine_diff_density_rms 0.055 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 298 _refine_ls_number_reflns 3409 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.040 _refine_ls_R_factor_all 0.0646 _refine_ls_R_factor_gt 0.0439 _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^)+(0.0451P)^2^+1.0008P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0986 _refine_ls_wR_factor_ref 0.1094 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2588 _reflns_number_total 3409 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9ce01307e1.cif _cod_data_source_block shelx _cod_database_code 7234508 _shelx_shelxl_version_number 2018/3 _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 0.758 _shelx_estimated_absorpt_t_max 0.801 _shelx_res_file ; TITL p21c in P2(1)/c shelx.res created by SHELXL-2018/3 at 17:42:00 on 26-Jul-2019 CELL 0.71069 17.3980 12.7610 8.5510 90.000 101.510 90.000 ZERR 4.00 0.0008 0.0004 0.0003 0.000 0.004 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N O CU UNIT 80 64 8 28 4 MERG 2 dfix 0.85 0.01 o1w h1a o1w h1b EQIV $1 +X,-1/2+Y,+Z+1/2 delu 0.01 Cu1 O6_$1 shel 9999 0.83 EQIV $4 -x+2, y-1/2, -z+3/2 HTAB C5 O2_$4 EQIV $5 x, y+1, z+1 HTAB O1W O4_$5 FMAP 2 PLAN 25 SIZE 0.190 0.200 0.240 ACTA 50.00 BOND $H CONF L.S. 12 TEMP 20.00 WGHT 0.045100 1.000800 FVAR 0.09683 0.62527 0.45954 0.80654 PART 1 CU1 5 0.768477 0.636580 0.471315 21.00000 0.03996 0.04033 = 0.02628 0.00016 0.00133 0.00003 PART 2 CU1A 5 0.758532 0.640013 0.478438 -21.00000 0.14005 0.07378 = 0.04254 0.00058 -0.01979 -0.00685 PART 0 C1 1 0.888128 0.599936 0.760253 11.00000 0.06134 0.04895 = 0.03529 -0.00243 0.00233 -0.00390 C2 1 0.920454 0.508796 0.683435 11.00000 0.04454 0.04488 = 0.03342 0.00044 0.00619 -0.01074 C3 1 0.984681 0.456455 0.767691 11.00000 0.05363 0.05650 = 0.03715 0.00378 0.00491 -0.00997 AFIX 43 H3 2 1.006054 0.478273 0.870987 11.00000 -1.20000 AFIX 0 C4 1 1.018937 0.371949 0.704084 11.00000 0.04960 0.05302 = 0.05135 0.01044 0.00917 -0.00263 AFIX 43 H4 2 1.062110 0.337309 0.763414 11.00000 -1.20000 AFIX 0 C5 1 0.987591 0.342258 0.554551 11.00000 0.04345 0.04796 = 0.06103 0.00063 0.01919 -0.00447 AFIX 43 H5 2 1.009646 0.286161 0.509777 11.00000 -1.20000 AFIX 0 C6 1 0.887252 0.475512 0.525110 11.00000 0.03716 0.04390 = 0.03857 -0.00262 0.01086 -0.00994 C7 1 0.892367 0.357878 0.301969 11.00000 0.04831 0.06363 = 0.04514 -0.02007 0.01721 -0.01010 AFIX 23 H7A 2 0.932387 0.319254 0.261829 11.00000 -1.20000 H7B 2 0.878789 0.419065 0.234835 11.00000 -1.20000 AFIX 0 C8 1 0.820721 0.289643 0.291234 11.00000 0.04191 0.05170 = 0.04516 -0.02183 0.01246 -0.00601 C9 1 0.826349 0.188132 0.345869 11.00000 0.04320 0.05859 = 0.06316 -0.01261 0.00536 -0.00121 AFIX 43 H9 2 0.874832 0.162084 0.396768 11.00000 -1.20000 AFIX 0 C10 1 0.761180 0.124302 0.326355 11.00000 0.05854 0.05332 = 0.06143 -0.00648 0.00951 -0.00461 AFIX 43 H10 2 0.766346 0.055509 0.362846 11.00000 -1.20000 AFIX 0 C11 1 0.688760 0.161264 0.253621 11.00000 0.04720 0.05510 = 0.05088 -0.02510 0.01824 -0.00976 C12 1 0.682664 0.263586 0.200458 11.00000 0.04273 0.06466 = 0.08257 -0.01906 0.00285 -0.00215 AFIX 43 H12 2 0.633997 0.290130 0.151629 11.00000 -1.20000 AFIX 0 C13 1 0.748148 0.326833 0.219130 11.00000 0.05730 0.05125 = 0.07344 -0.00990 0.00299 -0.00621 AFIX 43 H13 2 0.743127 0.395584 0.182429 11.00000 -1.20000 AFIX 0 C14 1 0.616719 0.092942 0.226308 11.00000 0.05398 0.07061 = 0.05074 -0.02310 0.02155 -0.01458 AFIX 23 H14A 2 0.629405 0.025763 0.278119 11.00000 -1.20000 H14B 2 0.576376 0.125770 0.273162 11.00000 -1.20000 AFIX 0 C15 1 0.527911 0.137246 -0.026860 11.00000 0.04651 0.05331 = 0.08337 -0.01690 0.02582 -0.01274 AFIX 43 H15 2 0.504827 0.186583 0.029265 11.00000 -1.20000 AFIX 0 C16 1 0.501751 0.128383 -0.184816 11.00000 0.04788 0.05973 = 0.07365 0.00146 0.00758 -0.00628 AFIX 43 H16 2 0.461161 0.170328 -0.238193 11.00000 -1.20000 AFIX 0 C17 1 0.537681 0.053802 -0.266490 11.00000 0.05653 0.06136 = 0.05360 -0.00106 0.00696 -0.00911 AFIX 43 H17 2 0.520276 0.046552 -0.376061 11.00000 -1.20000 AFIX 0 C18 1 0.597325 -0.008631 -0.191062 11.00000 0.04442 0.05345 = 0.04205 -0.00525 0.00401 -0.00538 C19 1 0.625367 0.001529 -0.021451 11.00000 0.03832 0.05135 = 0.04608 -0.00945 0.00957 -0.01071 C20 1 0.632881 -0.086105 -0.290024 11.00000 0.06447 0.07011 = 0.03881 -0.00835 -0.00512 0.00887 N1 3 0.924355 0.392109 0.466698 11.00000 0.03918 0.05174 = 0.04270 -0.00757 0.01266 -0.01043 N2 3 0.586963 0.076692 0.054151 11.00000 0.04241 0.05561 = 0.05250 -0.01366 0.01261 -0.00899 O1 4 0.834777 0.656004 0.678978 11.00000 0.08711 0.06147 = 0.03918 -0.01363 -0.01174 0.02146 O2 4 0.915056 0.619174 0.901369 11.00000 0.09152 0.08311 = 0.03519 -0.01722 -0.01368 0.01968 O3 4 0.828766 0.513398 0.433034 11.00000 0.04412 0.05779 = 0.03546 -0.01062 0.00208 -0.00076 O4 4 0.700211 -0.125018 -0.237742 11.00000 0.07146 0.07916 = 0.03328 -0.01215 -0.00572 0.02001 PART 1 O5 4 0.604597 -0.085099 -0.440358 31.00000 0.10430 0.15175 = 0.02663 -0.00277 -0.00792 0.05089 PART 2 O5' 4 0.589541 -0.122024 -0.409036 -31.00000 0.07408 0.08277 = 0.04502 -0.02128 -0.01971 0.01557 PART 0 O6 4 0.677670 -0.050486 0.064022 11.00000 0.04747 0.07410 = 0.03679 -0.00773 0.00744 -0.00082 O1W 4 0.750905 0.791551 0.463289 11.00000 0.10939 0.07292 = 0.06344 0.00146 0.00990 0.01147 H1A 2 0.728728 0.815124 0.370653 11.00000 -1.50000 H1B 2 0.750799 0.817582 0.556213 11.00000 -1.50000 HKLF 4 REM p21c in P2(1)/c REM wR2 = 0.1094, GooF = S = 1.040, Restrained GooF = 1.040 for all data REM R1 = 0.0439 for 2588 Fo > 4sig(Fo) and 0.0646 for all 3409 data REM 298 parameters refined using 2 restraints END WGHT 0.0451 1.0008 REM Highest difference peak 0.376, deepest hole -0.348, 1-sigma level 0.055 Q1 1 0.6527 -0.1548 -0.1934 11.00000 0.05 0.38 Q2 1 0.7798 0.6324 0.6940 11.00000 0.05 0.34 Q3 1 0.8319 0.5780 0.4648 11.00000 0.05 0.24 Q4 1 0.8856 0.5579 0.8963 11.00000 0.05 0.24 Q5 1 0.8219 0.2334 0.2583 11.00000 0.05 0.24 Q6 1 0.6791 0.6867 0.4628 11.00000 0.05 0.23 Q7 1 0.6279 -0.0258 -0.2372 11.00000 0.05 0.21 Q8 1 0.6850 -0.1359 0.1146 11.00000 0.05 0.21 Q9 1 0.8249 0.8436 0.4606 11.00000 0.05 0.20 Q10 1 0.7407 0.3783 0.2157 11.00000 0.05 0.20 Q11 1 0.5582 -0.0099 -0.2132 11.00000 0.05 0.18 Q12 1 0.6899 0.8384 0.5014 11.00000 0.05 0.18 Q13 1 0.8680 0.6443 0.5801 11.00000 0.05 0.18 Q14 1 0.8024 0.3306 0.2288 11.00000 0.05 0.18 Q15 1 0.9369 0.6242 0.9477 11.00000 0.05 0.18 Q16 1 0.7559 0.5522 0.3984 11.00000 0.05 0.18 Q17 1 0.7231 0.1579 0.3374 11.00000 0.05 0.18 Q18 1 0.8700 0.4129 0.2562 11.00000 0.05 0.17 Q19 1 0.7215 0.2820 0.1683 11.00000 0.05 0.17 Q20 1 0.6699 -0.1190 0.0556 11.00000 0.05 0.17 Q21 1 0.6890 -0.0800 -0.0265 11.00000 0.05 0.17 Q22 1 0.9206 0.4630 0.7301 11.00000 0.05 0.17 Q23 1 0.7809 0.4438 0.3604 11.00000 0.05 0.17 Q24 1 0.7566 0.1232 0.2267 11.00000 0.05 0.17 Q25 1 0.7614 -0.0368 -0.2170 11.00000 0.05 0.16 ; _shelx_res_checksum 49975 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 _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.76848(15) 0.63658(19) 0.4713(3) 0.0363(11) Uani 0.63(3) 1 d . . P A 1 Cu1A Cu 0.7585(7) 0.6400(5) 0.4784(8) 0.091(3) Uani 0.37(3) 1 d . . P A 2 C1 C 0.8881(2) 0.5999(3) 0.7603(4) 0.0495(8) Uani 1 1 d . . . . . C2 C 0.92045(19) 0.5088(2) 0.6834(3) 0.0412(7) Uani 1 1 d . . . . . C3 C 0.9847(2) 0.4565(3) 0.7677(4) 0.0497(8) Uani 1 1 d . . . . . H3 H 1.006054 0.478273 0.870987 0.060 Uiso 1 1 calc R U . . . C4 C 1.0189(2) 0.3719(3) 0.7041(4) 0.0515(8) Uani 1 1 d . . . . . H4 H 1.062110 0.337309 0.763414 0.062 Uiso 1 1 calc R U . . . C5 C 0.9876(2) 0.3423(2) 0.5546(4) 0.0496(8) Uani 1 1 d . . . . . H5 H 1.009646 0.286161 0.509777 0.060 Uiso 1 1 calc R U . . . C6 C 0.88725(18) 0.4755(2) 0.5251(3) 0.0394(7) Uani 1 1 d . . . . . C7 C 0.8924(2) 0.3579(3) 0.3020(4) 0.0513(9) Uani 1 1 d . . . . . H7A H 0.932387 0.319254 0.261829 0.062 Uiso 1 1 calc R U . . . H7B H 0.878789 0.419065 0.234835 0.062 Uiso 1 1 calc R U . . . C8 C 0.82072(19) 0.2896(2) 0.2912(4) 0.0457(8) Uani 1 1 d . . . . . C9 C 0.8263(2) 0.1881(3) 0.3459(4) 0.0557(9) Uani 1 1 d . . . . . H9 H 0.874832 0.162084 0.396768 0.067 Uiso 1 1 calc R U . . . C10 C 0.7612(2) 0.1243(3) 0.3264(4) 0.0581(9) Uani 1 1 d . . . . . H10 H 0.766346 0.055509 0.362846 0.070 Uiso 1 1 calc R U . . . C11 C 0.6888(2) 0.1613(3) 0.2536(4) 0.0499(9) Uani 1 1 d . . . . . C12 C 0.6827(2) 0.2636(3) 0.2005(5) 0.0647(10) Uani 1 1 d . . . . . H12 H 0.633997 0.290130 0.151629 0.078 Uiso 1 1 calc R U . . . C13 C 0.7481(2) 0.3268(3) 0.2191(4) 0.0621(10) Uani 1 1 d . . . . . H13 H 0.743127 0.395584 0.182429 0.074 Uiso 1 1 calc R U . . . C14 C 0.6167(2) 0.0929(3) 0.2263(4) 0.0569(9) Uani 1 1 d . . . . . H14A H 0.629405 0.025763 0.278119 0.068 Uiso 1 1 calc R U . . . H14B H 0.576376 0.125770 0.273162 0.068 Uiso 1 1 calc R U . . . C15 C 0.5279(2) 0.1372(3) -0.0269(5) 0.0593(10) Uani 1 1 d . . . . . H15 H 0.504827 0.186583 0.029265 0.071 Uiso 1 1 calc R U . . . C16 C 0.5018(2) 0.1284(3) -0.1848(5) 0.0610(10) Uani 1 1 d . . . . . H16 H 0.461161 0.170328 -0.238193 0.073 Uiso 1 1 calc R U . . . C17 C 0.5377(2) 0.0538(3) -0.2665(4) 0.0577(9) Uani 1 1 d . . . . . H17 H 0.520276 0.046552 -0.376061 0.069 Uiso 1 1 calc R U . . . C18 C 0.5973(2) -0.0086(3) -0.1911(4) 0.0473(8) Uani 1 1 d . . . . . C19 C 0.62537(19) 0.0015(2) -0.0215(4) 0.0451(8) Uani 1 1 d . . . . . C20 C 0.6329(2) -0.0861(3) -0.2900(4) 0.0599(10) Uani 1 1 d . . . . . N1 N 0.92435(15) 0.3921(2) 0.4667(3) 0.0439(6) Uani 1 1 d . . . . . N2 N 0.58696(16) 0.0767(2) 0.0542(3) 0.0497(7) Uani 1 1 d . . . . . O1 O 0.83478(16) 0.65600(18) 0.6790(3) 0.0660(8) Uani 1 1 d . . . . . O2 O 0.91506(17) 0.6192(2) 0.9014(3) 0.0736(8) Uani 1 1 d . . . . . O3 O 0.82877(13) 0.51340(17) 0.4330(2) 0.0466(5) Uani 1 1 d . . . . . O4 O 0.70021(16) -0.12502(19) -0.2377(3) 0.0635(7) Uani 1 1 d . . . . . O5 O 0.605(3) -0.085(6) -0.440(2) 0.097(11) Uani 0.46(10) 1 d . . P B 1 O5' O 0.5895(12) -0.1220(19) -0.409(5) 0.072(6) Uani 0.54(10) 1 d . . P B 2 O6 O 0.67767(14) -0.05049(18) 0.0640(2) 0.0529(6) Uani 1 1 d . . . . . O1W O 0.7509(2) 0.7916(2) 0.4633(3) 0.0829(9) Uani 1 1 d D . . . . H1A H 0.729(3) 0.815(4) 0.371(3) 0.124 Uiso 1 1 d D U . . . H1B H 0.751(3) 0.818(4) 0.556(3) 0.124 Uiso 1 1 d D 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 0.0400(18) 0.0403(11) 0.0263(8) 0.0002(5) 0.0013(6) 0.0000(5) Cu1A 0.140(5) 0.074(3) 0.043(2) 0.0006(15) -0.020(2) -0.007(2) C1 0.061(2) 0.0489(18) 0.0353(17) -0.0024(15) 0.0023(16) -0.0039(17) C2 0.0445(19) 0.0449(17) 0.0334(15) 0.0004(13) 0.0062(14) -0.0107(15) C3 0.054(2) 0.056(2) 0.0371(16) 0.0038(15) 0.0049(15) -0.0100(17) C4 0.050(2) 0.053(2) 0.051(2) 0.0104(16) 0.0092(16) -0.0026(16) C5 0.043(2) 0.0480(19) 0.061(2) 0.0006(16) 0.0192(17) -0.0045(16) C6 0.0372(19) 0.0439(17) 0.0386(16) -0.0026(14) 0.0109(14) -0.0099(14) C7 0.048(2) 0.064(2) 0.0451(18) -0.0201(16) 0.0172(15) -0.0101(17) C8 0.042(2) 0.0517(19) 0.0452(17) -0.0218(15) 0.0125(15) -0.0060(15) C9 0.043(2) 0.059(2) 0.063(2) -0.0126(18) 0.0054(17) -0.0012(18) C10 0.059(3) 0.053(2) 0.061(2) -0.0065(17) 0.0095(18) -0.0046(18) C11 0.047(2) 0.055(2) 0.0509(19) -0.0251(16) 0.0182(16) -0.0098(16) C12 0.043(2) 0.065(2) 0.083(3) -0.019(2) 0.0028(19) -0.0021(18) C13 0.057(3) 0.051(2) 0.073(2) -0.0099(18) 0.003(2) -0.0062(19) C14 0.054(2) 0.071(2) 0.051(2) -0.0231(17) 0.0216(17) -0.0146(18) C15 0.047(2) 0.053(2) 0.083(3) -0.0169(19) 0.026(2) -0.0127(18) C16 0.048(2) 0.060(2) 0.074(3) 0.0015(19) 0.0076(19) -0.0063(18) C17 0.057(2) 0.061(2) 0.054(2) -0.0011(17) 0.0070(18) -0.0091(19) C18 0.044(2) 0.0534(19) 0.0420(17) -0.0052(15) 0.0040(15) -0.0054(16) C19 0.0383(19) 0.0514(19) 0.0461(18) -0.0095(15) 0.0096(15) -0.0107(16) C20 0.064(3) 0.070(2) 0.0388(18) -0.0083(18) -0.0051(18) 0.009(2) N1 0.0392(16) 0.0517(15) 0.0427(14) -0.0076(12) 0.0127(12) -0.0104(13) N2 0.0424(17) 0.0556(17) 0.0525(16) -0.0137(13) 0.0126(13) -0.0090(14) O1 0.087(2) 0.0615(15) 0.0392(12) -0.0136(11) -0.0117(13) 0.0215(14) O2 0.092(2) 0.0831(18) 0.0352(13) -0.0172(12) -0.0137(13) 0.0197(15) O3 0.0441(14) 0.0578(13) 0.0355(11) -0.0106(10) 0.0021(10) -0.0008(11) O4 0.0715(19) 0.0792(17) 0.0333(12) -0.0122(11) -0.0057(12) 0.0200(14) O5 0.104(13) 0.15(2) 0.027(5) -0.003(8) -0.008(5) 0.051(15) O5' 0.074(6) 0.083(9) 0.045(10) -0.021(5) -0.020(5) 0.016(5) O6 0.0475(15) 0.0741(16) 0.0368(11) -0.0077(11) 0.0074(10) -0.0008(12) O1W 0.109(3) 0.0729(19) 0.0634(17) 0.0015(15) 0.0099(19) 0.0115(17) 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' 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 O1 Cu1 O4 176.90(18) . 4_566 O1 Cu1 O3 90.87(14) . . O4 Cu1 O3 91.99(15) 4_566 . O1 Cu1 O1W 87.93(15) . . O4 Cu1 O1W 88.99(16) 4_566 . O3 Cu1 O1W 150.86(17) . . O1 Cu1 O6 94.18(14) . 4_566 O4 Cu1 O6 86.70(13) 4_566 4_566 O3 Cu1 O6 96.13(13) . 4_566 O1W Cu1 O6 112.99(16) . 4_566 O4 Cu1A O1W 91.1(3) 4_566 . O4 Cu1A O1 169.3(8) 4_566 . O1W Cu1A O1 88.9(3) . . O4 Cu1A O6 91.1(4) 4_566 4_566 O1W Cu1A O6 122.3(7) . 4_566 O1 Cu1A O6 97.9(3) . 4_566 O4 Cu1A O3 87.8(4) 4_566 . O1W Cu1A O3 141.8(7) . . O1 Cu1A O3 85.7(4) . . O6 Cu1A O3 95.9(2) 4_566 . O2 C1 O1 121.4(3) . . O2 C1 C2 118.8(3) . . O1 C1 C2 119.8(3) . . C3 C2 C6 119.0(3) . . C3 C2 C1 118.9(3) . . C6 C2 C1 122.0(3) . . C2 C3 C4 122.5(3) . . C2 C3 H3 118.8 . . C4 C3 H3 118.8 . . C5 C4 C3 117.8(3) . . C5 C4 H4 121.1 . . C3 C4 H4 121.1 . . C4 C5 N1 121.7(3) . . C4 C5 H5 119.2 . . N1 C5 H5 119.2 . . O3 C6 N1 116.6(3) . . O3 C6 C2 127.3(3) . . N1 C6 C2 116.1(3) . . N1 C7 C8 112.3(2) . . N1 C7 H7A 109.1 . . C8 C7 H7A 109.1 . . N1 C7 H7B 109.1 . . C8 C7 H7B 109.1 . . H7A C7 H7B 107.9 . . C9 C8 C13 118.4(3) . . C9 C8 C7 121.4(3) . . C13 C8 C7 120.1(3) . . C8 C9 C10 121.0(3) . . C8 C9 H9 119.5 . . C10 C9 H9 119.5 . . C11 C10 C9 120.7(3) . . C11 C10 H10 119.7 . . C9 C10 H10 119.7 . . C10 C11 C12 118.5(3) . . C10 C11 C14 122.1(3) . . C12 C11 C14 119.3(3) . . C13 C12 C11 120.5(4) . . C13 C12 H12 119.7 . . C11 C12 H12 119.7 . . C8 C13 C12 120.9(4) . . C8 C13 H13 119.5 . . C12 C13 H13 119.5 . . N2 C14 C11 110.6(3) . . N2 C14 H14A 109.5 . . C11 C14 H14A 109.5 . . N2 C14 H14B 109.5 . . C11 C14 H14B 109.5 . . H14A C14 H14B 108.1 . . C16 C15 N2 122.4(3) . . C16 C15 H15 118.8 . . N2 C15 H15 118.8 . . C15 C16 C17 117.7(4) . . C15 C16 H16 121.2 . . C17 C16 H16 121.2 . . C18 C17 C16 122.3(3) . . C18 C17 H17 118.8 . . C16 C17 H17 118.8 . . C17 C18 C19 119.8(3) . . C17 C18 C20 118.4(3) . . C19 C18 C20 121.9(3) . . O6 C19 N2 117.2(3) . . O6 C19 C18 127.3(3) . . N2 C19 C18 115.5(3) . . O5' C20 O4 121.1(9) . . O4 C20 O5 120.0(11) . . O5' C20 C18 117.1(10) . . O4 C20 C18 120.7(3) . . O5 C20 C18 115.9(16) . . C5 N1 C6 122.9(3) . . C5 N1 C7 119.9(3) . . C6 N1 C7 117.2(3) . . C15 N2 C19 122.4(3) . . C15 N2 C14 120.5(3) . . C19 N2 C14 116.9(3) . . C1 O1 Cu1 132.2(2) . . C1 O1 Cu1A 135.8(4) . . C6 O3 Cu1 127.0(2) . . C6 O3 Cu1A 127.4(2) . . C20 O4 Cu1A 130.3(4) . 4_565 C20 O4 Cu1 134.9(2) . 4_565 C19 O6 Cu1A 124.1(3) . 4_565 C19 O6 Cu1 123.4(2) . 4_565 Cu1A O1W H1A 115(4) . . Cu1 O1W H1A 114(4) . . Cu1A O1W H1B 110(4) . . Cu1 O1W H1B 112(4) . . H1A O1W H1B 129(6) . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Cu1 O1 1.931(3) . Cu1 O4 1.944(3) 4_566 Cu1 O3 1.953(3) . Cu1 O1W 2.000(4) . Cu1 O6 2.198(3) 4_566 Cu1A O4 1.933(6) 4_566 Cu1A O1W 1.941(7) . Cu1A O1 1.958(6) . Cu1A O6 2.057(11) 4_566 Cu1A O3 2.108(12) . C1 O2 1.229(4) . C1 O1 1.265(4) . C1 C2 1.499(4) . C2 C3 1.376(4) . C2 C6 1.426(4) . C3 C4 1.394(5) . C3 H3 0.9300 . C4 C5 1.341(5) . C4 H4 0.9300 . C5 N1 1.360(4) . C5 H5 0.9300 . C6 O3 1.253(4) . C6 N1 1.388(4) . C7 N1 1.474(4) . C7 C8 1.508(4) . C7 H7A 0.9700 . C7 H7B 0.9700 . C8 C9 1.374(5) . C8 C13 1.374(5) . C9 C10 1.379(5) . C9 H9 0.9300 . C10 C11 1.373(5) . C10 H10 0.9300 . C11 C12 1.380(5) . C11 C14 1.506(5) . C12 C13 1.379(5) . C12 H12 0.9300 . C13 H13 0.9300 . C14 N2 1.474(4) . C14 H14A 0.9700 . C14 H14B 0.9700 . C15 C16 1.341(5) . C15 N2 1.360(5) . C15 H15 0.9300 . C16 C17 1.399(5) . C16 H16 0.9300 . C17 C18 1.364(5) . C17 H17 0.9300 . C18 C19 1.441(4) . C18 C20 1.512(5) . C19 O6 1.240(4) . C19 N2 1.399(4) . C20 O5' 1.23(2) . C20 O4 1.269(4) . C20 O5 1.282(18) . O1W H1A 0.863(10) . O1W H1B 0.862(10) . loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag C5 H5 O2 0.93 2.54 3.295(4) 138.9 2_746 yes O1W H1B O4 0.862(10) 2.24(2) 3.057(4) 157(5) 1_566 yes 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_4 O2 C1 C2 C3 -6.9(5) . O1 C1 C2 C3 172.3(3) . O2 C1 C2 C6 173.9(3) . O1 C1 C2 C6 -7.0(5) . C6 C2 C3 C4 0.2(5) . C1 C2 C3 C4 -179.1(3) . C2 C3 C4 C5 0.5(5) . C3 C4 C5 N1 -0.2(5) . C3 C2 C6 O3 179.2(3) . C1 C2 C6 O3 -1.5(5) . C3 C2 C6 N1 -1.2(4) . C1 C2 C6 N1 178.1(3) . N1 C7 C8 C9 -73.0(4) . N1 C7 C8 C13 110.0(4) . C13 C8 C9 C10 1.2(5) . C7 C8 C9 C10 -175.8(3) . C8 C9 C10 C11 -0.9(5) . C9 C10 C11 C12 0.0(5) . C9 C10 C11 C14 178.3(3) . C10 C11 C12 C13 0.5(5) . C14 C11 C12 C13 -177.8(3) . C9 C8 C13 C12 -0.7(5) . C7 C8 C13 C12 176.4(3) . C11 C12 C13 C8 -0.2(6) . C10 C11 C14 N2 -114.2(4) . C12 C11 C14 N2 64.1(4) . N2 C15 C16 C17 -0.2(5) . C15 C16 C17 C18 0.0(5) . C16 C17 C18 C19 -0.2(5) . C16 C17 C18 C20 -179.4(3) . C17 C18 C19 O6 178.5(3) . C20 C18 C19 O6 -2.3(5) . C17 C18 C19 N2 0.6(4) . C20 C18 C19 N2 179.8(3) . C17 C18 C20 O5' -31(2) . C19 C18 C20 O5' 150(2) . C17 C18 C20 O4 160.8(3) . C19 C18 C20 O4 -18.4(5) . C17 C18 C20 O5 2(4) . C19 C18 C20 O5 -178(4) . C4 C5 N1 C6 -0.9(5) . C4 C5 N1 C7 179.2(3) . O3 C6 N1 C5 -178.8(3) . C2 C6 N1 C5 1.5(4) . O3 C6 N1 C7 1.1(4) . C2 C6 N1 C7 -178.5(2) . C8 C7 N1 C5 100.2(3) . C8 C7 N1 C6 -79.7(3) . C16 C15 N2 C19 0.7(5) . C16 C15 N2 C14 176.7(3) . O6 C19 N2 C15 -179.0(3) . C18 C19 N2 C15 -0.9(4) . O6 C19 N2 C14 4.9(4) . C18 C19 N2 C14 -177.0(3) . C11 C14 N2 C15 -96.6(4) . C11 C14 N2 C19 79.6(4) . O2 C1 O1 Cu1 -168.4(3) . C2 C1 O1 Cu1 12.5(5) . O2 C1 O1 Cu1A -162.1(6) . C2 C1 O1 Cu1A 18.8(7) . N1 C6 O3 Cu1 -175.1(2) . C2 C6 O3 Cu1 4.6(4) . N1 C6 O3 Cu1A -179.5(4) . C2 C6 O3 Cu1A 0.1(6) . O5' C20 O4 Cu1A -146(3) 4_565 C18 C20 O4 Cu1A 22.3(7) 4_565 O5 C20 O4 Cu1 176(5) 4_565 C18 C20 O4 Cu1 17.2(6) 4_565 N2 C19 O6 Cu1A -165.4(4) 4_565 C18 C19 O6 Cu1A 16.7(6) 4_565 N2 C19 O6 Cu1 -160.9(2) 4_565 C18 C19 O6 Cu1 21.2(5) 4_565