#------------------------------------------------------------------------------ #$Date: 2020-09-06 12:42:30 +0300 (Sun, 06 Sep 2020) $ #$Revision: 256102 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/49/7704980.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_7704980 loop_ _publ_author_name 'Shamsieva, Aliia V.' 'Musina, Elvira I.' 'Gerasimova, Tatiana P.' 'Strelnik, Igor D.' 'Strelnik, Anna G.' 'Kolesnikov, Ilya E.' 'Kalinichev, Alexey A.' 'Islamov, Daut R.' 'Samigullina, Aida I.' 'L\"onnecke, Peter' 'Katsyuba, Sergey A.' 'Hey-Hawkins, Evamarie' 'Karasik, Andrey A.' 'Sinyashin, Oleg G.' _publ_section_title ; Triple-bridged helical binuclear copper(i) complexes: Head-to-head and head-to-tail isomerism and the solid-state luminescence. ; _journal_issue 34 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 11997 _journal_page_last 12008 _journal_paper_doi 10.1039/d0dt01843k _journal_volume 49 _journal_year 2020 _chemical_formula_moiety 'C27 H36 BR0.18 Cl0.82 Cu2 N3 P3 1+,CL 1-,3(H2 O)' _chemical_formula_sum 'C27 H42 Br0.18 Cl1.82 Cu2 N3 O3 P3' _chemical_formula_weight 755.53 _space_group_crystal_system trigonal _space_group_IT_number 165 _space_group_name_Hall '-P 3 2"c' _space_group_name_H-M_alt 'P -3 c 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2020-07-30 deposited with the CCDC. 2020-07-31 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_formula_units_Z 4 _cell_length_a 14.2957(2) _cell_length_b 14.2957(2) _cell_length_c 17.8833(2) _cell_measurement_reflns_used 10945 _cell_measurement_temperature 130(2) _cell_measurement_theta_max 31.0840 _cell_measurement_theta_min 2.7820 _cell_volume 3165.11(7) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) ; _computing_molecular_graphics ; ORTEP3 for Windows L. J. Farrugia, J. Appl. Crystallogr. 1997, 30, 565. ; _computing_publication_material ; WINGX L.J. Farrugia, J. Appl. Cryst., 2012, 45, 849-854. ; _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution ; SHELXT-2014 Program for Crystal Structure Analysis (Release 2014-4) G. M. Sheldrick, Instit\"ut f\"ur Anorganische Chemie der Universit\"at, Tammanstrasse 4, D-3400 G\"ottingen, Germany. G. M. Sheldrick, Acta. Cryst., 2015, A71, 3 - 8 ; _diffrn_ambient_temperature 130(2) _diffrn_detector_area_resol_mean 16.3560 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.963 _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini' _diffrn_measurement_method '\w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0413 _diffrn_reflns_av_unetI/netI 0.0227 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.963 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_number 41937 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.963 _diffrn_reflns_theta_full 30.510 _diffrn_reflns_theta_max 32.560 _diffrn_reflns_theta_min 2.278 _diffrn_source 'Enhance (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 1.910 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.90525 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear colourless' _exptl_crystal_density_diffrn 1.586 _exptl_crystal_description needle _exptl_crystal_F_000 1557 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.549 _refine_diff_density_min -1.086 _refine_diff_density_rms 0.083 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 136 _refine_ls_number_reflns 3716 _refine_ls_number_restraints 21 _refine_ls_restrained_S_all 1.033 _refine_ls_R_factor_all 0.0714 _refine_ls_R_factor_gt 0.0449 _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^)+(0.0559P)^2^+3.8825P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1165 _refine_ls_wR_factor_ref 0.1304 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2630 _reflns_number_total 3716 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt01843k2.cif _cod_data_source_block 3hh_cl_x2329fin _cod_depositor_comments 'Adding full bibliography for 7704978--7704982.cif.' _cod_original_cell_volume 3165.11(10) _cod_database_code 7704980 _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_res_file ; TITL x2329fin in P-3c1 3hh_cl_x2329fin.res created by SHELXL-2018/3 at 10:45:12 on 27-Jul-2020 CELL 0.71073 14.2957 14.2957 17.8833 90.000 90.000 120.000 ZERR 4.00 0.0002 0.0002 0.0002 0.000 0.000 0.000 LATT 1 SYMM - Y, X - Y, Z SYMM - X + Y, - X, Z SYMM Y, X, 1/2 - Z SYMM X - Y, - Y, 1/2 - Z SYMM - X, - X + Y, 1/2 - Z SFAC BR CU CL P O N C H UNIT 0.72 8 7.28 12 12 12 108 168 MERG 2 EADP CL1,BR1 EXYZ CL1,BR1 EADP C6,C6' EADP C9,C9' SADI P1,C6 P1,C9 P1,C6' P1,C9' SADI C6,C7 C7,C8 C8,C9 C6',C7' C7',C8' C8',C9' FMAP 2 PLAN 5 ACTA 61.02 L.S. 10 TEMP -143.00 WGHT 0.055900 3.882500 FVAR 0.25650 0.77682 0.81899 CU1 2 0.333333 0.666667 0.406029 10.33333 0.04005 0.04005 = 0.01926 0.00000 0.00000 0.02003 CU2 2 0.333333 0.666667 0.253344 10.33333 0.03705 0.03705 = 0.02126 0.00000 0.00000 0.01852 PART 1 CL1 3 0.333333 0.666667 0.537846 30.33333 0.04439 0.04439 = 0.01946 0.00000 0.00000 0.02220 PART 2 BR1 1 0.333333 0.666667 0.537846 -30.33333 0.04439 0.04439 = 0.01946 0.00000 0.00000 0.02220 PART 1 CL2 3 0.022014 -0.145584 -0.050222 10.33333 0.07699 PART 0 P1 4 0.321210 0.508080 0.376970 11.00000 0.03547 0.03898 = 0.01955 0.00264 0.00224 0.01911 PART 1 O1 5 0.000000 0.000000 0.177965 10.33333 0.01181 0.01181 = 0.01948 0.00000 0.00000 0.00590 AFIX 3 H1O1 8 0.000000 0.000000 0.232763 10.33333 -1.20000 H2O1 8 -0.034528 0.040035 0.159698 10.33333 -1.50000 AFIX 0 O2 5 -0.100042 -0.145085 0.075237 10.66667 0.05861 AFIX 3 H1O2 8 -0.057450 -0.089384 0.111516 10.66667 -1.20000 H2O2 8 -0.053099 -0.140539 0.034531 10.66667 -1.20000 PART 0 AFIX 0 N1 6 0.245297 0.506007 0.240253 11.00000 0.02992 0.03633 = 0.02157 0.00190 0.00192 0.01603 C1 7 0.240413 0.437985 0.294643 11.00000 0.02808 0.03861 = 0.02420 0.00264 0.00377 0.01736 C2 7 0.180970 0.326740 0.285918 11.00000 0.03116 0.03720 = 0.03238 0.00634 0.00527 0.01372 AFIX 43 H2 8 0.178514 0.280454 0.324927 11.00000 -1.20000 AFIX 0 C3 7 0.125211 0.283681 0.219853 11.00000 0.03110 0.03557 = 0.03979 -0.00127 0.00140 0.00793 AFIX 43 H3 8 0.084764 0.207703 0.212676 11.00000 -1.20000 AFIX 0 C4 7 0.129507 0.353114 0.164737 11.00000 0.03188 0.04525 = 0.03164 -0.00154 -0.00284 0.01216 AFIX 43 H4 8 0.090912 0.325639 0.119291 11.00000 -1.20000 AFIX 0 C5 7 0.190541 0.462949 0.176415 11.00000 0.03451 0.04280 = 0.02655 0.00189 -0.00212 0.01797 AFIX 43 H5 8 0.194121 0.510260 0.137793 11.00000 -1.20000 AFIX 0 PART 1 C6 7 0.278731 0.403634 0.449368 21.00000 0.05738 0.04141 = 0.02190 0.00478 0.00547 0.02818 AFIX 23 H6A 8 0.283567 0.435597 0.499325 21.00000 -1.20000 H6B 8 0.202923 0.346470 0.440804 21.00000 -1.20000 AFIX 0 C7 7 0.353627 0.355289 0.445624 21.00000 0.08572 0.06554 = 0.04444 0.00664 -0.01133 0.05540 AFIX 23 H7A 8 0.398644 0.374653 0.491308 21.00000 -1.20000 H7B 8 0.309953 0.275559 0.442668 21.00000 -1.20000 AFIX 0 C8 7 0.425077 0.398922 0.377496 21.00000 0.04067 0.03792 = 0.08074 -0.00273 -0.01601 0.02271 AFIX 23 H8A 8 0.388910 0.350708 0.334397 21.00000 -1.20000 H8B 8 0.493710 0.399670 0.386818 21.00000 -1.20000 AFIX 0 C9 7 0.449302 0.512353 0.358531 21.00000 0.03071 0.03490 = 0.03651 -0.00236 -0.00284 0.01348 AFIX 23 H9A 8 0.470694 0.529733 0.305458 21.00000 -1.20000 H9B 8 0.507682 0.566549 0.390649 21.00000 -1.20000 PART 2 AFIX 0 C6' 7 0.262686 0.408886 0.453719 -21.00000 0.05738 0.04141 = 0.02190 0.00478 0.00547 0.02818 AFIX 23 H6F1 8 0.245844 0.440199 0.497534 -21.00000 -1.20000 H6F2 8 0.196071 0.343197 0.437353 -21.00000 -1.20000 AFIX 0 C7' 7 0.349998 0.384197 0.471445 -21.00000 0.04837 AFIX 23 H7F1 8 0.374569 0.411375 0.522763 -21.00000 -1.20000 H7F2 8 0.314798 0.304512 0.474207 -21.00000 -1.20000 AFIX 0 C8' 7 0.447350 0.420053 0.426999 -21.00000 0.04243 AFIX 23 H8F1 8 0.453530 0.357602 0.409641 -21.00000 -1.20000 H8F2 8 0.512463 0.468627 0.456473 -21.00000 -1.20000 AFIX 0 C9' 7 0.434531 0.479323 0.361638 -21.00000 0.03071 0.03490 = 0.03651 -0.00236 -0.00284 0.01348 AFIX 23 H9F1 8 0.420014 0.435292 0.315817 -21.00000 -1.20000 H9F2 8 0.502762 0.548271 0.354018 -21.00000 -1.20000 AFIX 0 HKLF 4 REM x2329fin in P-3c1 REM wR2 = 0.1304, GooF = S = 1.026, Restrained GooF = 1.033 for all data REM R1 = 0.0449 for 2630 Fo > 4sig(Fo) and 0.0714 for all 3716 data REM 136 parameters refined using 21 restraints END WGHT 0.0559 3.8824 REM Highest difference peak 0.549, deepest hole -1.086, 1-sigma level 0.083 Q1 1 0.2794 0.6506 0.3934 11.00000 0.05 0.55 Q2 1 0.3333 0.6667 0.4773 10.33333 0.05 0.48 Q3 1 0.3729 0.5496 0.3730 11.00000 0.05 0.47 Q4 1 0.0000 0.0000 0.1119 10.33333 0.05 0.41 Q5 1 0.2810 0.6382 0.2386 11.00000 0.05 0.38 ; _shelx_res_checksum 89485 loop_ _space_group_symop_operation_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, 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 0.333333 0.666667 0.40603(3) 0.03312(14) Uani 1 3 d S T P A . Cu2 Cu 0.333333 0.666667 0.25334(3) 0.03178(14) Uani 1 3 d S T P A . Cl1 Cl 0.333333 0.666667 0.53785(4) 0.0361(3) Uani 0.819(4) 3 d S T P A 1 Br1 Br 0.333333 0.666667 0.53785(4) 0.0361(3) Uani 0.181(4) 3 d S T P A 2 Cl2 Cl 0.0220(3) -0.1456(3) -0.0502(2) 0.0770(8) Uiso 0.3333 1 d . . P B 1 P1 P 0.32121(5) 0.50808(5) 0.37697(3) 0.03112(15) Uani 1 1 d D . . . . O1 O 0.000000 0.000000 0.17796(12) 0.0144(4) Uani 1 3 d S T P C 1 H1O1 H 0.000000 0.000000 0.232763 0.017 Uiso 1 3 d R U P C 1 H2O1 H -0.034528 0.040035 0.159698 0.022 Uiso 0.3333 1 d R U P C 1 O2 O -0.1000(3) -0.1451(3) 0.0752(2) 0.0586(9) Uiso 0.6667 1 d . . P D 1 H1O2 H -0.057450 -0.089384 0.111516 0.070 Uiso 0.6667 1 d R U P D 1 H2O2 H -0.053099 -0.140539 0.034531 0.070 Uiso 0.6667 1 d R U P D 1 N1 N 0.24530(16) 0.50601(17) 0.24025(10) 0.0295(4) Uani 1 1 d . . . . . C1 C 0.24041(19) 0.4380(2) 0.29464(12) 0.0300(5) Uani 1 1 d . . . . . C2 C 0.1810(2) 0.3267(2) 0.28592(14) 0.0351(5) Uani 1 1 d . . . . . H2 H 0.178514 0.280454 0.324927 0.042 Uiso 1 1 calc R U . . . C3 C 0.1252(2) 0.2837(2) 0.21985(15) 0.0394(6) Uani 1 1 d . . . . . H3 H 0.084764 0.207703 0.212676 0.047 Uiso 1 1 calc R U . . . C4 C 0.1295(2) 0.3531(2) 0.16474(14) 0.0394(6) Uani 1 1 d . . . . . H4 H 0.090912 0.325639 0.119291 0.047 Uiso 1 1 calc R U . . . C5 C 0.1905(2) 0.4629(2) 0.17642(13) 0.0352(5) Uani 1 1 d . . . . . H5 H 0.194121 0.510260 0.137793 0.042 Uiso 1 1 calc R U . . . C6 C 0.2787(7) 0.4036(8) 0.4494(5) 0.0387(11) Uani 0.777(8) 1 d D . P E 1 H6A H 0.283567 0.435597 0.499325 0.046 Uiso 0.777(8) 1 calc R U P E 1 H6B H 0.202923 0.346470 0.440804 0.046 Uiso 0.777(8) 1 calc R U P E 1 C7 C 0.3536(4) 0.3553(4) 0.4456(3) 0.0574(13) Uani 0.777(8) 1 d D . P E 1 H7A H 0.398644 0.374653 0.491308 0.069 Uiso 0.777(8) 1 calc R U P E 1 H7B H 0.309953 0.275559 0.442668 0.069 Uiso 0.777(8) 1 calc R U P E 1 C8 C 0.4251(3) 0.3989(3) 0.3775(3) 0.0517(13) Uani 0.777(8) 1 d D . P E 1 H8A H 0.388910 0.350708 0.334397 0.062 Uiso 0.777(8) 1 calc R U P E 1 H8B H 0.493710 0.399670 0.386818 0.062 Uiso 0.777(8) 1 calc R U P E 1 C9 C 0.4493(3) 0.5124(4) 0.3585(3) 0.0353(9) Uani 0.777(8) 1 d D . P E 1 H9A H 0.470694 0.529733 0.305458 0.042 Uiso 0.777(8) 1 calc R U P E 1 H9B H 0.507682 0.566549 0.390649 0.042 Uiso 0.777(8) 1 calc R U P E 1 C6' C 0.263(2) 0.409(3) 0.4537(19) 0.0387(11) Uani 0.223(8) 1 d D . P E 2 H6F1 H 0.245844 0.440199 0.497534 0.046 Uiso 0.223(8) 1 calc R U P E 2 H6F2 H 0.196071 0.343197 0.437353 0.046 Uiso 0.223(8) 1 calc R U P E 2 C7' C 0.3500(11) 0.3842(14) 0.4714(9) 0.048(4) Uiso 0.223(8) 1 d D . P E 2 H7F1 H 0.374569 0.411375 0.522763 0.058 Uiso 0.223(8) 1 calc R U P E 2 H7F2 H 0.314798 0.304512 0.474207 0.058 Uiso 0.223(8) 1 calc R U P E 2 C8' C 0.4473(10) 0.4201(11) 0.4270(7) 0.042(3) Uiso 0.223(8) 1 d D . P E 2 H8F1 H 0.453530 0.357602 0.409641 0.051 Uiso 0.223(8) 1 calc R U P E 2 H8F2 H 0.512463 0.468627 0.456473 0.051 Uiso 0.223(8) 1 calc R U P E 2 C9' C 0.4345(13) 0.4793(14) 0.3616(10) 0.0353(9) Uani 0.223(8) 1 d D . P E 2 H9F1 H 0.420014 0.435292 0.315817 0.042 Uiso 0.223(8) 1 calc R U P E 2 H9F2 H 0.502762 0.548271 0.354018 0.042 Uiso 0.223(8) 1 calc R U P E 2 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 0.0401(2) 0.0401(2) 0.0193(2) 0.000 0.000 0.02003(10) Cu2 0.03705(19) 0.03705(19) 0.0213(2) 0.000 0.000 0.01852(10) Cl1 0.0444(4) 0.0444(4) 0.0195(3) 0.000 0.000 0.02220(19) Br1 0.0444(4) 0.0444(4) 0.0195(3) 0.000 0.000 0.02220(19) P1 0.0355(3) 0.0390(3) 0.0196(2) 0.0026(2) 0.0022(2) 0.0191(3) O1 0.0118(6) 0.0118(6) 0.0195(10) 0.000 0.000 0.0059(3) N1 0.0299(10) 0.0363(10) 0.0216(8) 0.0019(7) 0.0019(7) 0.0160(8) C1 0.0281(11) 0.0386(13) 0.0242(9) 0.0026(9) 0.0038(8) 0.0174(10) C2 0.0312(12) 0.0372(13) 0.0324(11) 0.0063(10) 0.0053(9) 0.0137(10) C3 0.0311(12) 0.0356(13) 0.0398(13) -0.0013(10) 0.0014(10) 0.0079(10) C4 0.0319(13) 0.0452(15) 0.0316(11) -0.0015(10) -0.0028(9) 0.0122(11) C5 0.0345(12) 0.0428(14) 0.0266(10) 0.0019(9) -0.0021(9) 0.0180(11) C6 0.057(3) 0.0414(18) 0.0219(15) 0.0048(14) 0.0055(15) 0.0282(19) C7 0.086(4) 0.066(3) 0.044(2) 0.007(2) -0.011(2) 0.055(3) C8 0.041(2) 0.038(2) 0.081(3) -0.0027(19) -0.0160(19) 0.0227(17) C9 0.0307(18) 0.035(3) 0.0365(13) -0.0024(18) -0.0028(12) 0.013(2) C6' 0.057(3) 0.0414(18) 0.0219(15) 0.0048(14) 0.0055(15) 0.0282(19) C9' 0.0307(18) 0.035(3) 0.0365(13) -0.0024(18) -0.0028(12) 0.013(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' 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 P1 Cu1 P1 114.817(13) . 3_565 ? P1 Cu1 P1 114.819(13) . 2_665 ? P1 Cu1 P1 114.818(13) 3_565 2_665 ? P1 Cu1 Cl1 103.375(18) . . ? P1 Cu1 Cl1 103.375(18) 3_565 . ? P1 Cu1 Cl1 103.375(18) 2_665 . ? P1 Cu1 Br1 103.375(18) . . ? P1 Cu1 Br1 103.375(18) 3_565 . ? P1 Cu1 Br1 103.375(18) 2_665 . ? P1 Cu1 Cu2 76.625(18) . . ? P1 Cu1 Cu2 76.625(18) 3_565 . ? P1 Cu1 Cu2 76.625(18) 2_665 . ? Cl1 Cu1 Cu2 180.0 . . ? Br1 Cu1 Cu2 180.0 . . ? N1 Cu2 N1 118.66(2) 3_565 . ? N1 Cu2 N1 118.66(2) 3_565 2_665 ? N1 Cu2 N1 118.66(2) . 2_665 ? N1 Cu2 Cu1 96.70(5) 3_565 . ? N1 Cu2 Cu1 96.70(5) . . ? N1 Cu2 Cu1 96.70(5) 2_665 . ? C1 P1 C9 102.72(17) . . ? C1 P1 C6 105.1(4) . . ? C9 P1 C6 94.2(2) . . ? C1 P1 C6' 105.0(15) . . ? C1 P1 C9' 98.0(6) . . ? C6' P1 C9' 92.8(8) . . ? C1 P1 Cu1 116.60(8) . . ? C9 P1 Cu1 115.89(14) . . ? C6 P1 Cu1 119.0(3) . . ? C6' P1 Cu1 112.3(13) . . ? C9' P1 Cu1 127.9(6) . . ? C5 N1 C1 118.2(2) . . ? C5 N1 Cu2 120.73(17) . . ? C1 N1 Cu2 121.11(16) . . ? N1 C1 C2 121.7(2) . . ? N1 C1 P1 113.17(18) . . ? C2 C1 P1 125.13(18) . . ? C3 C2 C1 119.5(2) . . ? C4 C3 C2 118.8(3) . . ? C3 C4 C5 119.1(2) . . ? N1 C5 C4 122.8(2) . . ? C7 C6 P1 108.3(3) . . ? C8 C7 C6 109.2(3) . . ? C7 C8 C9 111.6(4) . . ? C8 C9 P1 103.5(3) . . ? C7' C6' P1 103.2(13) . . ? C8' C7' C6' 124.5(14) . . ? C7' C8' C9' 104.9(12) . . ? C8' C9' P1 111.7(10) . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 P1 2.2465(7) . ? Cu1 P1 2.2466(7) 3_565 ? Cu1 P1 2.2466(7) 2_665 ? Cu1 Cl1 2.3573(9) . ? Cu1 Br1 2.3573(9) . ? Cu1 Cu2 2.7305(7) . ? Cu2 N1 2.006(2) 3_565 ? Cu2 N1 2.006(2) . ? Cu2 N1 2.006(2) 2_665 ? Cl2 O2 0.720(4) 9 ? P1 C1 1.830(2) . ? P1 C9 1.831(4) . ? P1 C6 1.835(5) . ? P1 C6' 1.846(15) . ? P1 C9' 1.880(13) . ? N1 C5 1.347(3) . ? N1 C1 1.352(3) . ? C1 C2 1.387(4) . ? C2 C3 1.385(4) . ? C3 C4 1.378(4) . ? C4 C5 1.379(4) . ? C6 C7 1.539(6) . ? C7 C8 1.510(6) . ? C8 C9 1.518(5) . ? C6' C7' 1.491(15) . ? C7' C8' 1.455(13) . ? C8' C9' 1.508(13) . ?