#------------------------------------------------------------------------------ #$Date: 2020-08-22 05:20:15 +0300 (Sat, 22 Aug 2020) $ #$Revision: 255579 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/52/7705253.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_7705253 loop_ _publ_author_name 'Shen, Guodong' 'Wang, Zeyou' 'Huang, Xianqiang' 'Gong, Shuwen' 'Zhang, Jiangong' 'Tang, Zhenfei' 'Sun, Manman' 'Lv, Xin' _publ_section_title ; Bonded- and Discreted- Linqvist Hexatungstate-Based Copper hybrids as Heterogeneous Catalysts for One-pot Synthesis of 2-Phenylquinoxalines via 2-Haloanilines with Vinyl Azides or 3-Phenyl-2H-azirines ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D0DT02625E _journal_year 2020 _chemical_formula_sum 'C48 H37 Cl Cu2 N8 O21 W6' _chemical_formula_weight 2327.48 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2020-06-09 deposited with the CCDC. 2020-08-19 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 118.393(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 26.174(2) _cell_length_b 16.2204(14) _cell_length_c 14.0404(12) _cell_measurement_reflns_used 2573 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 24.251 _cell_measurement_theta_min 2.512 _cell_volume 5243.8(8) _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _diffrn_ambient_temperature 298(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0524 _diffrn_reflns_av_unetI/netI 0.0632 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 12977 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.019 _diffrn_reflns_theta_max 25.019 _diffrn_reflns_theta_min 2.511 _exptl_absorpt_coefficient_mu 14.039 _exptl_absorpt_correction_T_max 0.256 _exptl_absorpt_correction_T_min 0.208 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details sadabs _exptl_crystal_colour green _exptl_crystal_density_diffrn 2.948 _exptl_crystal_description block _exptl_crystal_F_000 4272 _exptl_crystal_size_max 0.220 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.180 _refine_diff_density_max 1.933 _refine_diff_density_min -3.936 _refine_diff_density_rms 0.309 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 390 _refine_ls_number_reflns 4636 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.073 _refine_ls_R_factor_all 0.1045 _refine_ls_R_factor_gt 0.0551 _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^)+(0.1001P)^2^+8.3574P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1587 _refine_ls_wR_factor_ref 0.1894 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2813 _reflns_number_total 4636 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt02625e2.cif _cod_data_source_block 190312d _cod_original_cell_volume 5243.9(8) _cod_original_sg_symbol_H-M 'C 2/c' _cod_database_code 7705253 _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 0.148 _shelx_estimated_absorpt_t_max 0.187 _shelx_res_file ; TITL 190312d in C2/c 190312d.res created by SHELXL-2018/3 at 10:32:47 on 28-May-2019 CELL 0.71073 26.1745 16.2204 14.0404 90.000 118.393 90.000 ZERR 4.00 0.0023 0.0014 0.0012 0.000 0.004 0.000 LATT 7 SYMM -X, Y, 0.5-Z SFAC C H N O Cl Cu W UNIT 192 148 32 84 4 8 24 OMIT -1.00 50.04 L.S. 8 ACTA BOND $h FMAP 2 PLAN 20 size 0.22 0.20 0.18 htab 2 TEMP 25 WGHT 0.100100 8.357400 FVAR 0.06431 W1 7 0.245669 0.392030 0.505466 11.00000 0.03704 0.02283 = 0.05146 -0.00407 0.02289 -0.00340 W2 7 0.226155 0.256005 0.319598 11.00000 0.06387 0.03763 = 0.03843 -0.00241 0.02864 -0.00127 W3 7 0.346951 0.256914 0.547201 11.00000 0.04098 0.04375 = 0.08855 -0.01086 0.03513 -0.00547 CU1 6 0.468293 0.250404 0.377129 11.00000 0.02455 0.02627 = 0.05885 0.00862 0.00965 -0.00217 CL1 5 0.500000 0.182252 0.250000 10.50000 0.04762 0.03698 = 0.05013 0.00000 0.03362 0.00000 N1 3 0.498621 0.175732 0.511059 11.00000 0.03557 0.00909 = 0.04449 0.00493 0.02312 0.00780 N2 3 0.401450 0.175108 0.324933 11.00000 0.02267 0.03227 = 0.04564 -0.00564 0.01424 0.00024 N3 3 0.423782 0.361153 0.334121 11.00000 0.04669 0.03652 = 0.04209 0.01409 0.02968 0.00764 N4 3 0.536467 0.325734 0.423030 11.00000 0.04155 0.03015 = 0.05243 -0.00097 0.02687 -0.00575 O1 4 0.242999 0.495658 0.511191 11.00000 0.05012 0.02452 = 0.07016 -0.00100 0.03048 -0.00459 O2 4 0.264907 0.361275 0.649404 11.00000 0.04445 0.03712 = 0.03810 -0.01272 0.02138 -0.00458 O3 4 0.167544 0.358462 0.463051 11.00000 0.02396 0.02904 = 0.06122 -0.00876 0.02029 0.00670 O4 4 0.228081 0.369108 0.359898 11.00000 0.05795 0.03672 = 0.04285 0.01219 0.02373 -0.00308 O5 4 0.325242 0.371112 0.540777 11.00000 0.03368 0.02450 = 0.06523 -0.00968 0.02846 -0.01534 O6 4 0.250000 0.250000 0.500000 10.50000 0.02528 0.01751 = 0.03714 -0.00866 0.01290 -0.00184 O7 4 0.206970 0.262680 0.186666 11.00000 0.18291 0.04154 = 0.05570 0.00393 0.06928 0.00298 O8 4 0.308690 0.260867 0.392944 11.00000 0.05547 0.04083 = 0.06999 -0.00768 0.05001 -0.01539 O9 4 0.417656 0.264659 0.579477 11.00000 0.03783 0.04044 = 0.15410 -0.02949 0.04846 -0.00976 AFIX 83 H9 2 0.425271 0.230332 0.545212 10.50000 -1.20000 AFIX 0 O10 4 0.348394 0.253255 0.683770 11.00000 0.03828 0.03151 = 0.04653 -0.00810 0.01347 0.00200 O11 4 0.239151 0.326450 0.047681 11.00000 0.45503 0.15478 = 0.19990 0.01552 0.25052 -0.01474 AFIX 3 H11C 2 0.228341 0.312590 0.093721 11.00000 -1.20000 H11D 2 0.238821 0.378740 0.043511 11.00000 -1.20000 AFIX 0 C1 1 0.547100 0.174945 0.607130 11.00000 0.03237 0.02231 = 0.05004 -0.00891 0.01872 -0.00144 AFIX 43 H1 2 0.572626 0.218969 0.622807 11.00000 -1.20000 AFIX 0 C2 1 0.561988 0.114467 0.683952 11.00000 0.06190 0.04518 = 0.03574 0.00602 0.01940 0.02287 AFIX 43 H2 2 0.597221 0.116034 0.747518 11.00000 -1.20000 AFIX 0 C3 1 0.523714 0.052420 0.664213 11.00000 0.07281 0.04396 = 0.05586 0.03088 0.04981 0.02148 AFIX 43 H3 2 0.533252 0.010360 0.714878 11.00000 -1.20000 AFIX 0 C4 1 0.470012 0.049715 0.569434 11.00000 0.05102 0.01667 = 0.05357 -0.00451 0.03951 -0.00587 C5 1 0.458512 0.113292 0.490798 11.00000 0.03691 0.01528 = 0.02427 -0.00106 0.01248 0.00427 C6 1 0.406765 0.111722 0.390464 11.00000 0.03414 0.02663 = 0.04916 0.00079 0.02660 -0.00074 C7 1 0.368069 0.051024 0.369740 11.00000 0.02310 0.04006 = 0.06255 -0.01621 0.02947 -0.01361 C8 1 0.377257 -0.011950 0.445430 11.00000 0.05463 0.02617 = 0.09981 -0.01866 0.05962 -0.01591 AFIX 43 H8 2 0.349380 -0.052523 0.430737 11.00000 -1.20000 AFIX 0 C9 1 0.423512 -0.012064 0.532388 11.00000 0.08020 0.03018 = 0.09962 0.00178 0.07616 -0.00469 AFIX 43 H9A 2 0.429206 -0.056051 0.578882 11.00000 -1.20000 AFIX 0 C10 1 0.317834 0.054926 0.264623 11.00000 0.04125 0.06098 = 0.11338 -0.04155 0.05091 -0.02224 AFIX 43 H10 2 0.288848 0.015266 0.244262 11.00000 -1.20000 AFIX 0 C11 1 0.312635 0.116614 0.194825 11.00000 0.04203 0.06240 = 0.06469 -0.02494 0.02079 -0.00823 AFIX 43 H11 2 0.280996 0.118514 0.125665 11.00000 -1.20000 AFIX 0 C12 1 0.353443 0.173667 0.227378 11.00000 0.03133 0.05407 = 0.05259 0.00397 0.01816 0.00390 AFIX 43 H12 2 0.348732 0.216127 0.179366 11.00000 -1.20000 AFIX 0 C13 1 0.369036 0.378445 0.297338 11.00000 0.04479 0.05787 = 0.02876 0.01397 0.02291 0.01568 AFIX 43 H13 2 0.342884 0.336236 0.287203 11.00000 -1.20000 AFIX 0 C14 1 0.348417 0.462110 0.272119 11.00000 0.08102 0.10898 = 0.03869 0.02551 0.04394 0.05564 AFIX 43 H14 2 0.309024 0.472879 0.244879 11.00000 -1.20000 AFIX 0 C15 1 0.384260 0.523571 0.286893 11.00000 0.07657 0.06511 = 0.04658 0.01713 0.03884 0.01879 AFIX 43 H15 2 0.369883 0.576636 0.265591 11.00000 -1.20000 AFIX 0 C16 1 0.444660 0.508719 0.335219 11.00000 0.07054 0.05468 = 0.03638 0.01720 0.03430 0.02311 C17 1 0.460703 0.424582 0.355076 11.00000 0.06333 0.01776 = 0.03850 -0.00253 0.03698 -0.00115 C18 1 0.521224 0.405165 0.400471 11.00000 0.04702 0.03090 = 0.04100 -0.00488 0.03317 -0.01428 C19 1 0.564852 0.468273 0.424274 11.00000 0.08480 0.05745 = 0.03560 -0.00966 0.04836 -0.01027 C20 1 0.546426 0.551953 0.403036 11.00000 0.11101 0.05766 = 0.07520 0.00542 0.06349 -0.01623 AFIX 43 H20 2 0.573256 0.594242 0.418784 11.00000 -1.20000 AFIX 0 C21 1 0.489485 0.568451 0.359790 11.00000 0.16724 0.01307 = 0.05887 -0.00709 0.07717 -0.01433 AFIX 43 H21 2 0.478194 0.623310 0.344494 11.00000 -1.20000 AFIX 0 C22 1 0.622142 0.444462 0.464811 11.00000 0.07166 0.08629 = 0.05850 -0.01763 0.04922 -0.05349 AFIX 43 H22 2 0.651496 0.482331 0.478342 11.00000 -1.20000 AFIX 0 C23 1 0.633185 0.362001 0.483884 11.00000 0.05740 0.09253 = 0.06570 -0.01362 0.03988 -0.01180 AFIX 43 H23 2 0.671479 0.344158 0.513520 11.00000 -1.20000 AFIX 0 C24 1 0.591990 0.306063 0.462231 11.00000 0.02842 0.05258 = 0.06735 0.00078 0.01971 -0.00753 AFIX 43 H24 2 0.602572 0.250815 0.475129 11.00000 -1.20000 AFIX 0 HKLF 4 REM 190312d in C2/c REM wR2 = 0.1894, GooF = S = 1.073, Restrained GooF = 1.073 for all data REM R1 = 0.0551 for 2813 Fo > 4sig(Fo) and 0.1045 for all 4636 data REM 390 parameters refined using 0 restraints END WGHT 0.1001 8.3731 REM Instructions for potential hydrogen bonds HTAB O9 N1 HTAB O11 O7 EQIV $3 x, -y+1, z-1/2 HTAB O11 O1_$3 EQIV $4 -x+1, y, -z+3/2 HTAB C1 O10_$4 HTAB C2 O10_$4 EQIV $5 -x+1/2, y-1/2, -z+1/2 HTAB C11 O1_$5 EQIV $6 -x+1/2, -y+1/2, -z HTAB C11 O11_$6 HTAB C13 O8 REM Highest difference peak 1.933, deepest hole -3.936, 1-sigma level 0.309 Q1 1 0.2581 0.2675 0.3530 11.00000 0.05 1.93 Q2 1 0.4615 0.2637 0.4193 11.00000 0.05 1.84 Q3 1 0.2564 0.3683 0.5586 11.00000 0.05 1.70 Q4 1 0.2160 0.3984 0.4869 11.00000 0.05 1.67 Q5 1 0.6263 0.1090 0.7833 11.00000 0.05 1.31 Q6 1 0.3682 0.6121 0.2325 11.00000 0.05 1.25 Q7 1 0.4760 0.0868 0.5346 11.00000 0.05 1.24 Q8 1 0.3985 0.2408 0.6030 11.00000 0.05 1.18 Q9 1 0.2984 0.3918 0.5801 11.00000 0.05 1.12 Q10 1 0.2178 0.2293 0.2634 11.00000 0.05 1.09 Q11 1 0.3186 0.3955 0.3652 11.00000 0.05 1.09 Q12 1 0.2981 0.3537 0.5611 11.00000 0.05 1.05 Q13 1 0.2526 0.3054 0.5133 11.00000 0.05 0.97 Q14 1 0.2179 0.4126 0.4009 11.00000 0.05 0.95 Q15 1 0.3097 0.3034 0.5445 11.00000 0.05 0.95 Q16 1 0.2180 0.3572 0.4049 11.00000 0.05 0.95 Q17 1 0.3050 0.0755 0.1987 11.00000 0.05 0.94 Q18 1 0.3146 0.2278 0.4377 11.00000 0.05 0.93 Q19 1 0.2034 0.3454 0.5061 11.00000 0.05 0.93 Q20 1 0.3916 0.2971 0.5584 11.00000 0.05 0.91 ; _shelx_res_checksum 94489 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' 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 W1 W 0.24567(3) 0.39203(4) 0.50547(6) 0.0364(3) Uani 1 1 d . . . . . W2 W 0.22616(4) 0.25601(4) 0.31960(6) 0.0449(3) Uani 1 1 d . . . . . W3 W 0.34695(4) 0.25691(5) 0.54720(9) 0.0560(3) Uani 1 1 d . . . . . Cu1 Cu 0.46829(9) 0.25040(11) 0.37713(19) 0.0407(6) Uani 1 1 d . . . . . Cl1 Cl 0.500000 0.1823(4) 0.250000 0.0407(15) Uani 1 2 d S T P . . N1 N 0.4986(6) 0.1757(7) 0.5111(11) 0.028(3) Uani 1 1 d . . . . . N2 N 0.4015(5) 0.1751(8) 0.3249(11) 0.034(3) Uani 1 1 d . . . . . N3 N 0.4238(6) 0.3612(8) 0.3341(11) 0.038(3) Uani 1 1 d . . . . . N4 N 0.5365(6) 0.3257(8) 0.4230(11) 0.040(3) Uani 1 1 d . . . . . O1 O 0.2430(5) 0.4957(7) 0.5112(9) 0.047(3) Uani 1 1 d . . . . . O2 O 0.2649(5) 0.3613(7) 0.6494(9) 0.039(3) Uani 1 1 d . . . . . O3 O 0.1675(4) 0.3585(7) 0.4631(9) 0.038(3) Uani 1 1 d . . . . . O4 O 0.2281(5) 0.3691(7) 0.3599(9) 0.046(3) Uani 1 1 d . . . . . O5 O 0.3252(5) 0.3711(6) 0.5408(10) 0.039(3) Uani 1 1 d . . . . . O6 O 0.250000 0.250000 0.500000 0.027(4) Uani 1 2 d S . P . . O7 O 0.2070(10) 0.2627(8) 0.1867(13) 0.088(6) Uani 1 1 d . . . . . O8 O 0.3087(6) 0.2609(7) 0.3929(11) 0.047(3) Uani 1 1 d . . . . . O9 O 0.4177(6) 0.2647(8) 0.5795(16) 0.076(5) Uani 1 1 d . . . . . H9 H 0.425271 0.230332 0.545212 0.092 Uiso 0.5 1 calc R U P . . O10 O 0.3484(5) 0.2533(6) 0.6838(10) 0.042(3) Uani 1 1 d . . . . . O11 O 0.2392(15) 0.3264(16) 0.048(2) 0.231(16) Uani 1 1 d . . . . . H11C H 0.228341 0.312590 0.093721 0.277 Uiso 1 1 d R U . . . H11D H 0.238821 0.378740 0.043511 0.277 Uiso 1 1 d R U . . . C1 C 0.5471(7) 0.1749(9) 0.6071(14) 0.035(4) Uani 1 1 d . . . . . H1 H 0.572626 0.218969 0.622807 0.042 Uiso 1 1 calc R U . . . C2 C 0.5620(9) 0.1145(11) 0.6840(15) 0.049(5) Uani 1 1 d . . . . . H2 H 0.597221 0.116034 0.747518 0.059 Uiso 1 1 calc R U . . . C3 C 0.5237(9) 0.0524(12) 0.6642(16) 0.050(5) Uani 1 1 d . . . . . H3 H 0.533252 0.010360 0.714878 0.060 Uiso 1 1 calc R U . . . C4 C 0.4700(8) 0.0497(9) 0.5694(14) 0.034(4) Uani 1 1 d . . . . . C5 C 0.4585(7) 0.1133(9) 0.4908(12) 0.026(3) Uani 1 1 d . . . . . C6 C 0.4068(7) 0.1117(10) 0.3905(14) 0.034(4) Uani 1 1 d . . . . . C7 C 0.3681(7) 0.0510(11) 0.3697(15) 0.038(4) Uani 1 1 d . . . . . C8 C 0.3773(9) -0.0120(11) 0.4454(19) 0.051(6) Uani 1 1 d . . . . . H8 H 0.349380 -0.052523 0.430737 0.061 Uiso 1 1 calc R U . . . C9 C 0.4235(10) -0.0121(11) 0.532(2) 0.056(6) Uani 1 1 d . . . . . H9A H 0.429206 -0.056051 0.578882 0.068 Uiso 1 1 calc R U . . . C10 C 0.3178(9) 0.0549(14) 0.265(2) 0.066(7) Uani 1 1 d . . . . . H10 H 0.288848 0.015266 0.244262 0.079 Uiso 1 1 calc R U . . . C11 C 0.3126(9) 0.1166(13) 0.1948(18) 0.058(6) Uani 1 1 d . . . . . H11 H 0.280996 0.118514 0.125665 0.070 Uiso 1 1 calc R U . . . C12 C 0.3534(8) 0.1737(12) 0.2274(15) 0.047(5) Uani 1 1 d . . . . . H12 H 0.348732 0.216127 0.179366 0.056 Uiso 1 1 calc R U . . . C13 C 0.3690(8) 0.3784(12) 0.2973(13) 0.042(4) Uani 1 1 d . . . . . H13 H 0.342884 0.336236 0.287203 0.050 Uiso 1 1 calc R U . . . C14 C 0.3484(10) 0.4621(16) 0.2721(15) 0.070(8) Uani 1 1 d . . . . . H14 H 0.309024 0.472879 0.244879 0.084 Uiso 1 1 calc R U . . . C15 C 0.3843(10) 0.5236(14) 0.2869(16) 0.059(6) Uani 1 1 d . . . . . H15 H 0.369883 0.576636 0.265591 0.071 Uiso 1 1 calc R U . . . C16 C 0.4447(9) 0.5087(12) 0.3352(14) 0.050(5) Uani 1 1 d . . . . . C17 C 0.4607(8) 0.4246(9) 0.3551(13) 0.035(4) Uani 1 1 d . . . . . C18 C 0.5212(7) 0.4052(10) 0.4005(13) 0.035(4) Uani 1 1 d . . . . . C19 C 0.5649(10) 0.4683(13) 0.4243(14) 0.051(5) Uani 1 1 d . . . . . C20 C 0.5464(13) 0.5520(15) 0.4030(19) 0.073(7) Uani 1 1 d . . . . . H20 H 0.573256 0.594242 0.418784 0.088 Uiso 1 1 calc R U . . . C21 C 0.4895(13) 0.5685(11) 0.3598(17) 0.070(8) Uani 1 1 d . . . . . H21 H 0.478194 0.623310 0.344494 0.084 Uiso 1 1 calc R U . . . C22 C 0.6221(10) 0.4445(15) 0.4648(16) 0.065(7) Uani 1 1 d . . . . . H22 H 0.651496 0.482331 0.478342 0.078 Uiso 1 1 calc R U . . . C23 C 0.6332(10) 0.3620(16) 0.4839(17) 0.068(6) Uani 1 1 d . . . . . H23 H 0.671479 0.344158 0.513520 0.081 Uiso 1 1 calc R U . . . C24 C 0.5920(8) 0.3061(13) 0.4622(16) 0.051(5) Uani 1 1 d . . . . . H24 H 0.602572 0.250815 0.475129 0.061 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 W1 0.0370(4) 0.0228(4) 0.0515(5) -0.0041(3) 0.0229(4) -0.0034(3) W2 0.0639(6) 0.0376(5) 0.0384(5) -0.0024(3) 0.0286(4) -0.0013(4) W3 0.0410(5) 0.0437(5) 0.0886(7) -0.0109(4) 0.0351(5) -0.0055(4) Cu1 0.0245(11) 0.0263(12) 0.0589(15) 0.0086(10) 0.0097(10) -0.0022(9) Cl1 0.048(4) 0.037(3) 0.050(4) 0.000 0.034(3) 0.000 N1 0.036(8) 0.009(6) 0.044(8) 0.005(6) 0.023(7) 0.008(5) N2 0.023(7) 0.032(8) 0.046(9) -0.006(7) 0.014(7) 0.000(6) N3 0.047(9) 0.037(9) 0.042(9) 0.014(7) 0.030(8) 0.008(7) N4 0.042(9) 0.030(8) 0.052(9) -0.001(7) 0.027(8) -0.006(7) O1 0.050(8) 0.025(7) 0.070(9) -0.001(6) 0.030(7) -0.005(5) O2 0.044(7) 0.037(7) 0.038(7) -0.013(5) 0.021(6) -0.005(5) O3 0.024(6) 0.029(6) 0.061(8) -0.009(6) 0.020(6) 0.007(5) O4 0.058(8) 0.037(7) 0.043(7) 0.012(6) 0.024(7) -0.003(6) O5 0.034(7) 0.025(6) 0.065(8) -0.010(6) 0.028(6) -0.015(5) O6 0.025(8) 0.018(8) 0.037(9) -0.009(6) 0.013(7) -0.002(6) O7 0.18(2) 0.042(9) 0.056(10) 0.004(7) 0.069(12) 0.003(9) O8 0.055(9) 0.041(8) 0.070(9) -0.008(6) 0.050(8) -0.015(6) O9 0.038(8) 0.040(8) 0.154(16) -0.029(9) 0.048(10) -0.010(6) O10 0.038(7) 0.032(7) 0.047(7) -0.008(5) 0.013(6) 0.002(5) O11 0.46(5) 0.15(3) 0.20(3) 0.02(2) 0.25(3) -0.01(3) C1 0.032(10) 0.022(9) 0.050(11) -0.009(8) 0.019(9) -0.001(7) C2 0.062(13) 0.045(12) 0.036(11) 0.006(9) 0.019(10) 0.023(10) C3 0.073(14) 0.044(12) 0.056(13) 0.031(10) 0.050(12) 0.021(10) C4 0.051(11) 0.017(8) 0.054(12) -0.005(8) 0.040(10) -0.006(7) C5 0.037(9) 0.015(8) 0.024(8) -0.001(7) 0.012(8) 0.004(7) C6 0.034(9) 0.027(9) 0.049(11) 0.001(8) 0.027(9) -0.001(7) C7 0.023(9) 0.040(10) 0.063(12) -0.016(9) 0.029(9) -0.014(8) C8 0.055(13) 0.026(10) 0.100(17) -0.019(11) 0.060(14) -0.016(9) C9 0.080(16) 0.030(11) 0.100(18) 0.002(11) 0.076(16) -0.005(11) C10 0.041(12) 0.061(15) 0.11(2) -0.042(14) 0.051(14) -0.022(11) C11 0.042(12) 0.062(14) 0.065(14) -0.025(12) 0.021(11) -0.008(11) C12 0.031(10) 0.054(12) 0.053(12) 0.004(10) 0.018(10) 0.004(9) C13 0.045(11) 0.058(12) 0.029(9) 0.014(9) 0.023(9) 0.016(9) C14 0.081(17) 0.11(2) 0.039(12) 0.026(13) 0.044(13) 0.056(16) C15 0.077(16) 0.065(15) 0.047(12) 0.017(11) 0.039(13) 0.019(13) C16 0.071(14) 0.055(13) 0.036(11) 0.017(9) 0.034(11) 0.023(11) C17 0.063(12) 0.018(8) 0.038(10) -0.003(7) 0.037(10) -0.001(8) C18 0.047(11) 0.031(10) 0.041(10) -0.005(8) 0.033(9) -0.014(8) C19 0.085(16) 0.057(13) 0.036(11) -0.010(10) 0.048(12) -0.010(11) C20 0.11(2) 0.058(16) 0.075(17) 0.005(13) 0.063(18) -0.016(15) C21 0.17(3) 0.013(10) 0.059(15) -0.007(9) 0.077(18) -0.014(14) C22 0.072(16) 0.086(18) 0.058(14) -0.018(13) 0.049(13) -0.053(14) C23 0.057(15) 0.09(2) 0.066(15) -0.014(14) 0.040(13) -0.012(13) C24 0.028(10) 0.053(13) 0.067(14) 0.001(11) 0.020(10) -0.008(9) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 '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 _geom_angle_publ_flag O1 W1 O2 101.9(5) . . ? O1 W1 O4 104.6(5) . . ? O2 W1 O4 153.5(5) . . ? O1 W1 O3 103.6(5) . . ? O2 W1 O3 87.7(5) . . ? O4 W1 O3 86.2(5) . . ? O1 W1 O5 103.1(5) . . ? O2 W1 O5 88.4(5) . . ? O4 W1 O5 85.5(5) . . ? O3 W1 O5 153.2(5) . . ? O1 W1 O6 179.3(4) . . ? O2 W1 O6 77.4(3) . . ? O4 W1 O6 76.1(3) . . ? O3 W1 O6 76.6(3) . . ? O5 W1 O6 76.6(3) . . ? O7 W2 O8 105.1(9) . . ? O7 W2 O4 102.6(6) . . ? O8 W2 O4 86.4(5) . . ? O7 W2 O10 102.2(9) . 7_556 ? O8 W2 O10 152.7(5) . 7_556 ? O4 W2 O10 88.1(5) . 7_556 ? O7 W2 O2 104.6(5) . 7_556 ? O8 W2 O2 86.2(5) . 7_556 ? O4 W2 O2 152.9(5) . 7_556 ? O10 W2 O2 86.7(4) 7_556 7_556 ? O7 W2 O6 178.1(7) . . ? O8 W2 O6 76.3(4) . . ? O4 W2 O6 76.1(3) . . ? O10 W2 O6 76.5(4) 7_556 . ? O2 W2 O6 76.8(3) 7_556 . ? O9 W3 O10 103.8(8) . . ? O9 W3 O3 104.3(5) . 7_556 ? O10 W3 O3 87.3(5) . 7_556 ? O9 W3 O8 102.7(8) . . ? O10 W3 O8 153.5(5) . . ? O3 W3 O8 88.2(5) 7_556 . ? O9 W3 O5 101.7(5) . . ? O10 W3 O5 86.6(5) . . ? O3 W3 O5 154.0(5) 7_556 . ? O8 W3 O5 86.0(5) . . ? O9 W3 O6 178.2(6) . . ? O10 W3 O6 77.2(4) . . ? O3 W3 O6 77.1(3) 7_556 . ? O8 W3 O6 76.3(4) . . ? O5 W3 O6 76.9(3) . . ? N2 Cu1 N4 177.0(6) . . ? N2 Cu1 N1 82.1(5) . . ? N4 Cu1 N1 99.7(5) . . ? N2 Cu1 N3 98.8(6) . . ? N4 Cu1 N3 81.7(6) . . ? N1 Cu1 N3 134.3(5) . . ? N2 Cu1 Cl1 89.9(4) . . ? N4 Cu1 Cl1 87.3(4) . . ? N1 Cu1 Cl1 105.8(3) . . ? N3 Cu1 Cl1 119.8(4) . . ? Cu1 Cl1 Cu1 128.6(3) . 2_655 ? C1 N1 C5 117.4(13) . . ? C1 N1 Cu1 134.0(11) . . ? C5 N1 Cu1 108.5(10) . . ? C6 N2 C12 115.2(15) . . ? C6 N2 Cu1 115.9(11) . . ? C12 N2 Cu1 128.5(12) . . ? C13 N3 C17 117.6(15) . . ? C13 N3 Cu1 131.6(13) . . ? C17 N3 Cu1 110.7(11) . . ? C24 N4 C18 118.3(15) . . ? C24 N4 Cu1 128.4(12) . . ? C18 N4 Cu1 113.0(11) . . ? W1 O2 W2 116.0(5) . 7_556 ? W3 O3 W1 116.6(5) 7_556 . ? W1 O4 W2 117.6(6) . . ? W3 O5 W1 116.1(5) . . ? W3 O6 W3 180.0 . 7_556 ? W3 O6 W2 89.98(3) . . ? W3 O6 W2 90.02(3) 7_556 . ? W3 O6 W2 90.02(3) . 7_556 ? W3 O6 W2 89.98(3) 7_556 7_556 ? W2 O6 W2 180.0 . 7_556 ? W3 O6 W1 89.62(3) . 7_556 ? W3 O6 W1 90.38(3) 7_556 7_556 ? W2 O6 W1 89.86(3) . 7_556 ? W2 O6 W1 90.14(3) 7_556 7_556 ? W3 O6 W1 90.38(3) . . ? W3 O6 W1 89.62(3) 7_556 . ? W2 O6 W1 90.14(3) . . ? W2 O6 W1 89.86(3) 7_556 . ? W1 O6 W1 180.0 7_556 . ? W2 O8 W3 117.5(6) . . ? W3 O9 H9 109.5 . . ? W3 O10 W2 116.2(6) . 7_556 ? H11C O11 H11D 108.7 . . ? N1 C1 C2 125.2(16) . . ? N1 C1 H1 117.4 . . ? C2 C1 H1 117.4 . . ? C3 C2 C1 117.8(18) . . ? C3 C2 H2 121.1 . . ? C1 C2 H2 121.1 . . ? C2 C3 C4 121.9(16) . . ? C2 C3 H3 119.1 . . ? C4 C3 H3 119.1 . . ? C3 C4 C5 117.2(14) . . ? C3 C4 C9 130.2(17) . . ? C5 C4 C9 112.5(16) . . ? N1 C5 C6 119.3(13) . . ? N1 C5 C4 120.4(14) . . ? C6 C5 C4 120.3(14) . . ? C7 C6 N2 126.3(17) . . ? C7 C6 C5 119.7(16) . . ? N2 C6 C5 114.0(14) . . ? C6 C7 C8 121.9(17) . . ? C6 C7 C10 114.7(18) . . ? C8 C7 C10 123.4(17) . . ? C9 C8 C7 118.6(18) . . ? C9 C8 H8 120.7 . . ? C7 C8 H8 120.7 . . ? C8 C9 C4 127.0(19) . . ? C8 C9 H9A 116.5 . . ? C4 C9 H9A 116.5 . . ? C11 C10 C7 120.1(18) . . ? C11 C10 H10 120.0 . . ? C7 C10 H10 120.0 . . ? C12 C11 C10 119(2) . . ? C12 C11 H11 120.7 . . ? C10 C11 H11 120.7 . . ? C11 C12 N2 125.0(19) . . ? C11 C12 H12 117.5 . . ? N2 C12 H12 117.5 . . ? N3 C13 C14 120.9(19) . . ? N3 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C15 C14 C13 121(2) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C14 C15 C16 120(2) . . ? C14 C15 H15 120.1 . . ? C16 C15 H15 120.1 . . ? C15 C16 C17 115(2) . . ? C15 C16 C21 127(2) . . ? C17 C16 C21 118.2(19) . . ? N3 C17 C16 125.4(18) . . ? N3 C17 C18 117.2(14) . . ? C16 C17 C18 117.4(16) . . ? N4 C18 C17 117.2(14) . . ? N4 C18 C19 120.7(17) . . ? C17 C18 C19 122.0(16) . . ? C22 C19 C20 123(2) . . ? C22 C19 C18 118.6(19) . . ? C20 C19 C18 118(2) . . ? C21 C20 C19 119(2) . . ? C21 C20 H20 120.7 . . ? C19 C20 H20 120.7 . . ? C20 C21 C16 125(2) . . ? C20 C21 H21 117.3 . . ? C16 C21 H21 117.3 . . ? C23 C22 C19 116.2(18) . . ? C23 C22 H22 121.9 . . ? C19 C22 H22 121.9 . . ? C24 C23 C22 123(2) . . ? C24 C23 H23 118.3 . . ? C22 C23 H23 118.3 . . ? N4 C24 C23 123(2) . . ? N4 C24 H24 118.6 . . ? C23 C24 H24 118.6 . . ? 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 W1 O1 1.686(12) . ? W1 O2 1.902(11) . ? W1 O4 1.906(12) . ? W1 O3 1.917(10) . ? W1 O5 1.928(11) . ? W1 O6 2.3096(7) . ? W2 O7 1.690(15) . ? W2 O8 1.902(14) . ? W2 O4 1.913(12) . ? W2 O10 1.935(13) 7_556 ? W2 O2 1.941(12) 7_556 ? W2 O6 2.3046(8) . ? W3 O9 1.688(13) . ? W3 O10 1.901(13) . ? W3 O3 1.901(11) 7_556 ? W3 O8 1.907(14) . ? W3 O5 1.927(11) . ? W3 O6 2.3004(9) . ? Cu1 N2 1.967(13) . ? Cu1 N4 2.000(13) . ? Cu1 N1 2.053(12) . ? Cu1 N3 2.069(14) . ? Cu1 Cl1 2.551(4) . ? N1 C1 1.34(2) . ? N1 C5 1.387(18) . ? N2 C6 1.34(2) . ? N2 C12 1.35(2) . ? N3 C13 1.30(2) . ? N3 C17 1.34(2) . ? N4 C24 1.33(2) . ? N4 C18 1.34(2) . ? O9 H9 0.8200 . ? O11 H11C 0.8499 . ? O11 H11D 0.8499 . ? C1 C2 1.37(2) . ? C1 H1 0.9300 . ? C2 C3 1.35(3) . ? C2 H2 0.9300 . ? C3 C4 1.40(3) . ? C3 H3 0.9300 . ? C4 C5 1.43(2) . ? C4 C9 1.47(2) . ? C5 C6 1.42(2) . ? C6 C7 1.34(2) . ? C7 C8 1.41(2) . ? C7 C10 1.44(3) . ? C8 C9 1.25(3) . ? C8 H8 0.9300 . ? C9 H9A 0.9300 . ? C10 C11 1.36(3) . ? C10 H10 0.9300 . ? C11 C12 1.32(3) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.44(3) . ? C13 H13 0.9300 . ? C14 C15 1.32(3) . ? C14 H14 0.9300 . ? C15 C16 1.41(3) . ? C15 H15 0.9300 . ? C16 C17 1.42(2) . ? C16 C21 1.43(3) . ? C17 C18 1.43(2) . ? C18 C19 1.45(2) . ? C19 C22 1.38(3) . ? C19 C20 1.42(3) . ? C20 C21 1.34(3) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C23 1.37(3) . ? C22 H22 0.9300 . ? C23 C24 1.33(3) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ?