#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:15:46 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179565 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/34/4503401.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_4503401
loop_
_publ_author_name
'Huang, Xue-Feng'
'Fu, Da-Wei'
'Xiong, Ren-Gen'
_publ_section_title
;
 Copper(I) Bromide-Mediated Coupling of Imidazoles. Trapping and X-Ray
 Crystal Structures of the Reaction Intermediates
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1795
_journal_paper_doi               10.1021/cg701085c
_journal_volume                  8
_journal_year                    2008
_chemical_formula_moiety         '2(C51 H57 Br5 Cu5 N6), 0.5(H4 O2)'
_chemical_formula_sum            'C102 H116 Br10 Cu10 N12 O'
_chemical_formula_weight         2960.57
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                102.0430(10)
_cell_angle_beta                 102.7270(10)
_cell_angle_gamma                94.078(2)
_cell_formula_units_Z            1
_cell_length_a                   11.0486(7)
_cell_length_b                   15.4850(10)
_cell_length_c                   16.3158(11)
_cell_measurement_reflns_used    1165
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      18.44
_cell_measurement_theta_min      2.42
_cell_volume                     2642.8(3)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker Smart Apex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_sigmaI/netI    0.0525
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14517
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.66
_exptl_absorpt_coefficient_mu    5.801
_exptl_absorpt_correction_T_max  0.50
_exptl_absorpt_correction_T_min  0.40
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS,Bruker(2000)
_exptl_crystal_density_diffrn    1.860
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1460
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.617
_refine_diff_density_min         -0.884
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     622
_refine_ls_number_reflns         10105
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0617
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.09P)²+1.99P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1507
_refine_ls_wR_factor_ref         0.1602
_reflns_number_gt                7528
_reflns_number_total             10105
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg701085c-file002.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P-1   '
_cod_database_code               4503401
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Br1 Br 0.49345(8) 0.74009(5) 0.33209(6) 0.0557(2) Uani 1 1 d .
Br2 Br 0.39038(7) 0.51739(5) 0.16867(4) 0.0474(2) Uani 1 1 d .
Br3 Br 0.14152(7) 0.59101(5) 0.32261(5) 0.0493(2) Uani 1 1 d .
Br4 Br 0.29203(7) 0.81115(5) 0.49169(5) 0.0506(2) Uani 1 1 d .
Br5 Br 0.17097(7) 1.06421(5) 0.02058(5) 0.0532(2) Uani 1 1 d .
C1 C 0.3778(6) 0.5234(4) 0.5711(4) 0.0350(13) Uani 1 1 d .
C2 C 0.2773(5) 0.5726(4) 0.5439(4) 0.0341(13) Uani 1 1 d .
H2 H 0.2858 0.6136 0.5106 0.041 Uiso 1 1 calc R
C3 C 0.1650(7) 0.5570(5) 0.5694(5) 0.0467(17) Uani 1 1 d .
H3 H 0.0964 0.5821 0.5444 0.056 Uiso 1 1 calc R
C4 C 0.1488(8) 0.5090(6) 0.6264(6) 0.063(2) Uani 1 1 d .
H4 H 0.0768 0.5067 0.6469 0.076 Uiso 1 1 calc R
C5 C 0.2539(8) 0.4601(5) 0.6538(6) 0.058(2) Uani 1 1 d .
H5 H 0.2467 0.4214 0.6895 0.070 Uiso 1 1 calc R
C6 C 0.3657(6) 0.4714(5) 0.6267(5) 0.0410(15) Uani 1 1 d .
H6 H 0.4326 0.4424 0.6475 0.049 Uiso 1 1 calc R
C7 C 0.5001(5) 0.5344(4) 0.5408(4) 0.0287(12) Uani 1 1 d .
C8 C 0.6204(7) 0.6620(5) 0.5723(4) 0.0423(15) Uani 1 1 d .
C9 C 0.7120(9) 0.7461(5) 0.5993(7) 0.071(3) Uani 1 1 d .
C10 C 0.8289(9) 0.7156(6) 0.5601(6) 0.071(3) Uani 1 1 d .
H10A H 0.8017 0.6841 0.4999 0.086 Uiso 1 1 calc R
H10B H 0.8902 0.7659 0.5658 0.086 Uiso 1 1 calc R
C11 C 0.8775(7) 0.6571(6) 0.6151(5) 0.056(2) Uani 1 1 d .
H11A H 0.9648 0.6770 0.6432 0.067 Uiso 1 1 calc R
H11B H 0.8709 0.5969 0.5809 0.067 Uiso 1 1 calc R
C12 C 0.7968(7) 0.6592(5) 0.6864(6) 0.057(2) Uani 1 1 d .
H12 H 0.8319 0.6408 0.7398 0.068 Uiso 1 1 calc R
C13 C 0.6763(7) 0.6069(5) 0.6248(4) 0.0412(15) Uani 1 1 d .
C14 C 0.7552(7) 0.7522(5) 0.6917(5) 0.0510(19) Uani 1 1 d .
C15 C 0.8668(7) 0.8285(5) 0.7399(5) 0.0503(18) Uani 1 1 d .
H15A H 0.9173 0.8378 0.7008 0.075 Uiso 1 1 calc R
H15B H 0.9171 0.8114 0.7884 0.075 Uiso 1 1 calc R
H15C H 0.8337 0.8826 0.7596 0.075 Uiso 1 1 calc R
C16 C 0.6540(10) 0.7680(6) 0.7423(7) 0.076(3) Uani 1 1 d .
H16A H 0.6391 0.8291 0.7502 0.114 Uiso 1 1 calc R
H16B H 0.6814 0.7542 0.7977 0.114 Uiso 1 1 calc R
H16C H 0.5781 0.7304 0.7107 0.114 Uiso 1 1 calc R
C17 C 0.6700(9) 0.8237(6) 0.5587(5) 0.067(3) Uani 1 1 d .
H17A H 0.5803 0.8183 0.5431 0.100 Uiso 1 1 calc R
H17B H 0.7014 0.8220 0.5081 0.100 Uiso 1 1 calc R
H17C H 0.7020 0.8791 0.5997 0.100 Uiso 1 1 calc R
C18 C 0.0504(6) 0.7088(4) 0.0836(4) 0.0351(14) Uani 1 1 d .
C19 C 0.0602(8) 0.6306(5) 0.1116(5) 0.0530(19) Uani 1 1 d .
H19 H 0.1355 0.6195 0.1441 0.064 Uiso 1 1 calc R
C20 C -0.0466(7) 0.5690(6) 0.0896(5) 0.055(2) Uani 1 1 d .
H20 H -0.0416 0.5184 0.1118 0.066 Uiso 1 1 calc R
C21 C -0.1560(9) 0.5776(6) 0.0388(5) 0.063(2) Uani 1 1 d .
H21 H -0.2243 0.5344 0.0266 0.075 Uiso 1 1 calc R
C22 C -0.1649(8) 0.6520(5) 0.0050(6) 0.055(2) Uani 1 1 d .
H22 H -0.2374 0.6583 -0.0337 0.066 Uiso 1 1 calc R
C23 C -0.0616(7) 0.7180(5) 0.0306(5) 0.0467(16) Uani 1 1 d .
H23 H -0.0689 0.7701 0.0111 0.056 Uiso 1 1 calc R
C24 C 0.1606(7) 0.7782(4) 0.1042(4) 0.0399(15) Uani 1 1 d .
C25 C 0.3141(6) 0.7471(4) 0.0439(4) 0.0329(13) Uani 1 1 d .
C26 C 0.4169(8) 0.7218(6) -0.0059(5) 0.0541(19) Uani 1 1 d .
C27 C 0.4978(8) 0.8171(5) 0.0164(5) 0.0525(18) Uani 1 1 d .
H27A H 0.5106 0.8455 0.0770 0.063 Uiso 1 1 calc R
H27B H 0.5787 0.8115 0.0032 0.063 Uiso 1 1 calc R
C28 C 0.4187(7) 0.8728(5) -0.0422(5) 0.0483(17) Uani 1 1 d .
H28A H 0.4578 0.8823 -0.0879 0.058 Uiso 1 1 calc R
H28B H 0.4086 0.9300 -0.0083 0.058 Uiso 1 1 calc R
C29 C 0.2863(7) 0.8106(5) -0.0811(5) 0.0486(17) Uani 1 1 d .
H29 H 0.2289 0.8265 -0.1291 0.058 Uiso 1 1 calc R
C30 C 0.2355(7) 0.8017(4) -0.0054(4) 0.0383(14) Uani 1 1 d .
C31 C 0.3313(7) 0.7138(5) -0.1007(5) 0.0510(18) Uani 1 1 d .
C32 C 0.2226(8) 0.6410(5) -0.1256(5) 0.0545(19) Uani 1 1 d .
H32A H 0.1468 0.6644 -0.1471 0.082 Uiso 1 1 calc R
H32B H 0.2157 0.6188 -0.0759 0.082 Uiso 1 1 calc R
H32C H 0.2360 0.5935 -0.1697 0.082 Uiso 1 1 calc R
C33 C 0.4174(7) 0.7035(5) -0.1649(5) 0.0474(17) Uani 1 1 d .
H33A H 0.4353 0.6430 -0.1775 0.071 Uiso 1 1 calc R
H33B H 0.4940 0.7424 -0.1395 0.071 Uiso 1 1 calc R
H33C H 0.3759 0.7185 -0.2173 0.071 Uiso 1 1 calc R
C34 C 0.4505(7) 0.6290(5) 0.0000(5) 0.0442(16) Uani 1 1 d .
H34A H 0.4772 0.6269 0.0596 0.066 Uiso 1 1 calc R
H34B H 0.5168 0.6158 -0.0282 0.066 Uiso 1 1 calc R
H34C H 0.3785 0.5859 -0.0276 0.066 Uiso 1 1 calc R
C35 C 0.2943(7) 0.9157(4) 0.2293(5) 0.0414(15) Uani 1 1 d .
C36 C 0.3545(7) 0.9527(5) 0.1761(5) 0.0487(18) Uani 1 1 d .
H36 H 0.3215 0.9385 0.1167 0.058 Uiso 1 1 calc R
C37 C 0.4641(6) 1.0108(5) 0.2116(5) 0.0463(17) Uani 1 1 d .
H37 H 0.5044 1.0356 0.1760 0.056 Uiso 1 1 calc R
C38 C 0.5135(7) 1.0321(5) 0.3004(5) 0.0482(17) Uani 1 1 d .
H38 H 0.5869 1.0710 0.3242 0.058 Uiso 1 1 calc R
C39 C 0.4533(7) 0.9951(5) 0.3537(4) 0.0498(18) Uani 1 1 d .
H39 H 0.4863 1.0093 0.4131 0.060 Uiso 1 1 calc R
C40 C 0.3437(6) 0.9370(5) 0.3181(4) 0.0473(19) Uani 1 1 d .
H40 H 0.3033 0.9122 0.3537 0.057 Uiso 1 1 calc R
C41 C 0.1733(7) 0.8524(4) 0.1915(4) 0.0411(15) Uani 1 1 d .
C42 C 0.0343(7) 0.8344(4) 0.2691(5) 0.0450(17) Uani 1 1 d .
C43 C -0.0670(7) 0.8237(5) 0.3185(4) 0.0487(18) Uani 1 1 d .
C44 C -0.1782(6) 0.7644(5) 0.2481(4) 0.0443(17) Uani 1 1 d .
H44A H -0.2430 0.7433 0.2733 0.053 Uiso 1 1 calc R
H44B H -0.1503 0.7140 0.2140 0.053 Uiso 1 1 calc R
C45 C -0.2235(7) 0.8335(5) 0.1933(5) 0.0502(18) Uani 1 1 d .
H45A H -0.3078 0.8449 0.1962 0.060 Uiso 1 1 calc R
H45B H -0.2224 0.8113 0.1334 0.060 Uiso 1 1 calc R
C46 C -0.1274(6) 0.9223(5) 0.2350(5) 0.0460(16) Uani 1 1 d .
H46 H -0.1524 0.9781 0.2213 0.055 Uiso 1 1 calc R
C47 C -0.0093(7) 0.8927(5) 0.2150(5) 0.0476(17) Uani 1 1 d .
C48 C -0.1006(7) 0.9159(5) 0.3304(4) 0.0416(15) Uani 1 1 d .
C49 C 0.0108(8) 0.9853(6) 0.3840(5) 0.059(2) Uani 1 1 d .
H49A H 0.0662 0.9585 0.4227 0.088 Uiso 1 1 calc R
H49B H -0.0195 1.0345 0.4166 0.088 Uiso 1 1 calc R
H49C H 0.0549 1.0062 0.3460 0.088 Uiso 1 1 calc R
C50 C -0.2109(8) 0.9272(5) 0.3704(5) 0.0509(19) Uani 1 1 d .
H50A H -0.2558 0.8699 0.3642 0.076 Uiso 1 1 calc R
H50B H -0.2652 0.9633 0.3419 0.076 Uiso 1 1 calc R
H50C H -0.1818 0.9556 0.4306 0.076 Uiso 1 1 calc R
C51 C -0.0455(8) 0.7828(5) 0.3975(5) 0.058(2) Uani 1 1 d .
H51A H 0.0057 0.8253 0.4466 0.086 Uiso 1 1 calc R
H51B H -0.0042 0.7306 0.3863 0.086 Uiso 1 1 calc R
H51C H -0.1244 0.7668 0.4093 0.086 Uiso 1 1 calc R
Cu1 Cu 0.41441(11) 0.69508(7) 0.44982(7) 0.0643(3) Uani 1 1 d .
Cu2 Cu 0.33959(10) 0.54919(7) 0.30624(6) 0.0565(3) Uani 1 1 d .
Cu3 Cu 0.35926(10) 0.67041(7) 0.19370(7) 0.0556(3) Uani 1 1 d .
Cu4 Cu 0.24194(10) 0.73739(7) 0.33162(6) 0.0543(3) Uani 1 1 d .
Cu5 Cu 0.05220(8) 0.94248(7) 0.05232(6) 0.0488(2) Uani 1 1 d .
N1 N 0.5176(5) 0.6277(4) 0.5225(4) 0.0431(13) Uani 1 1 d .
N2 N 0.6059(5) 0.5331(4) 0.6109(4) 0.0412(13) Uani 1 1 d .
N3 N 0.2777(5) 0.7350(3) 0.1088(3) 0.0312(11) Uani 1 1 d .
N4 N 0.1499(5) 0.8250(3) 0.0318(3) 0.0355(12) Uani 1 1 d .
N5 N 0.1408(5) 0.8072(4) 0.2570(4) 0.0404(13) Uani 1 1 d .
N6 N 0.0665(5) 0.9079(4) 0.1691(4) 0.0424(13) Uani 1 1 d .
O1 O 0.1281(9) 0.8383(7) 0.6390(6) 0.051(3) Uani 0.50 1 d P
H1D H 0.1704 0.8315 0.6009 0.061 Uiso 0.50 1 d PR
H1C H 0.0994 0.7877 0.6438 0.076 Uiso 0.50 1 d PR
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'
Br Br -0.2901 2.4595 '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
Cu3 Br1 Cu1 111.04(5) . .
Cu3 Br1 Cu4 67.37(4) . .
Cu1 Br1 Cu4 59.51(4) . .
Cu3 Br2 Cu2 75.24(4) . .
Cu2 Br3 Cu4 82.40(4) . .
Cu1 Br4 Cu4 63.95(4) . .
Cu5 Br5 Cu5 71.01(4) . 2_575
C6 C1 C2 118.8(6) . .
C6 C1 C7 121.3(5) . .
C2 C1 C7 119.9(6) . .
C3 C2 C1 117.9(6) . .
C3 C2 H2 121.1 . .
C1 C2 H2 121.1 . .
C4 C3 C2 125.6(7) . .
C4 C3 H3 117.2 . .
C2 C3 H3 117.2 . .
C3 C4 C5 114.6(8) . .
C3 C4 H4 122.7 . .
C5 C4 H4 122.7 . .
C6 C5 C4 120.8(8) . .
C6 C5 H5 119.6 . .
C4 C5 H5 119.6 . .
C1 C6 C5 121.6(7) . .
C1 C6 H6 119.2 . .
C5 C6 H6 119.2 . .
N2 C7 C7 112.0(6) . 2_666
N2 C7 N1 105.1(5) . .
C7 C7 N1 108.2(6) 2_666 .
N2 C7 C1 109.4(5) . .
C7 C7 C1 112.7(6) 2_666 .
N1 C7 C1 109.1(5) . .
N1 C8 C13 114.0(7) . .
N1 C8 C9 142.2(8) . .
C13 C8 C9 103.8(7) . .
C14 C9 C8 100.9(7) . .
C14 C9 C17 124.9(7) . .
C8 C9 C17 116.0(8) . .
C14 C9 C10 104.4(8) . .
C8 C9 C10 103.2(6) . .
C17 C9 C10 105.2(8) . .
C11 C10 C9 100.7(8) . .
C11 C10 H10A 111.6 . .
C9 C10 H10A 111.6 . .
C11 C10 H10B 111.6 . .
C9 C10 H10B 111.6 . .
H10A C10 H10B 109.4 . .
C10 C11 C12 108.2(7) . .
C10 C11 H11A 110.1 . .
C12 C11 H11A 110.1 . .
C10 C11 H11B 110.1 . .
C12 C11 H11B 110.1 . .
H11A C11 H11B 108.4 . .
C13 C12 C14 97.1(6) . .
C13 C12 C11 96.8(6) . .
C14 C12 C11 100.2(7) . .
C13 C12 H12 119.3 . .
C14 C12 H12 119.3 . .
C11 C12 H12 119.3 . .
N2 C13 C8 110.8(6) . .
N2 C13 C12 140.4(7) . .
C8 C13 C12 108.4(6) . .
C9 C14 C12 97.9(6) . .
C9 C14 C16 114.4(8) . .
C12 C14 C16 112.8(7) . .
C9 C14 C15 114.5(7) . .
C12 C14 C15 112.1(6) . .
C16 C14 C15 105.4(6) . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C14 C16 H16A 109.5 . .
C14 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C14 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C9 C17 H17A 109.5 . .
C9 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C9 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C23 C18 C19 118.0(7) . .
C23 C18 C24 120.8(6) . .
C19 C18 C24 121.1(7) . .
C18 C19 C20 117.7(7) . .
C18 C19 H19 121.2 . .
C20 C19 H19 121.2 . .
C21 C20 C19 124.6(8) . .
C21 C20 H20 117.7 . .
C19 C20 H20 117.7 . .
C20 C21 C22 118.5(8) . .
C20 C21 H21 120.8 . .
C22 C21 H21 120.8 . .
C21 C22 C23 118.2(8) . .
C21 C22 H22 120.9 . .
C23 C22 H22 120.9 . .
C18 C23 C22 122.8(7) . .
C18 C23 H23 118.6 . .
C22 C23 H23 118.6 . .
N3 C24 C18 109.8(5) . .
N3 C24 N4 106.5(5) . .
C18 C24 N4 108.9(5) . .
N3 C24 C41 109.7(5) . .
C18 C24 C41 114.2(5) . .
N4 C24 C41 107.5(5) . .
N3 C25 C30 113.2(5) . .
N3 C25 C26 140.9(6) . .
C30 C25 C26 105.8(5) . .
C34 C26 C25 110.5(6) . .
C34 C26 C27 133.3(7) . .
C25 C26 C27 99.1(6) . .
C34 C26 C31 107.4(6) . .
C25 C26 C31 96.6(6) . .
C27 C26 C31 104.0(6) . .
C28 C27 C26 105.3(6) . .
C28 C27 H27A 110.7 . .
C26 C27 H27A 110.7 . .
C28 C27 H27B 110.7 . .
C26 C27 H27B 110.7 . .
H27A C27 H27B 108.8 . .
C27 C28 C29 103.0(6) . .
C27 C28 H28A 111.2 . .
C29 C28 H28A 111.2 . .
C27 C28 H28B 111.2 . .
C29 C28 H28B 111.2 . .
H28A C28 H28B 109.1 . .
C30 C29 C31 97.7(6) . .
C30 C29 C28 106.1(6) . .
C31 C29 C28 101.2(6) . .
C30 C29 H29 116.4 . .
C31 C29 H29 116.4 . .
C28 C29 H29 116.4 . .
N4 C30 C25 109.3(5) . .
N4 C30 C29 142.2(6) . .
C25 C30 C29 108.5(6) . .
C32 C31 C33 113.2(7) . .
C32 C31 C26 113.1(6) . .
C33 C31 C26 107.9(6) . .
C32 C31 C29 111.6(6) . .
C33 C31 C29 113.6(6) . .
C26 C31 C29 96.2(6) . .
C31 C32 H32A 109.5 . .
C31 C32 H32B 109.5 . .
H32A C32 H32B 109.5 . .
C31 C32 H32C 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
C31 C33 H33A 109.5 . .
C31 C33 H33B 109.5 . .
H33A C33 H33B 109.5 . .
C31 C33 H33C 109.5 . .
H33A C33 H33C 109.5 . .
H33B C33 H33C 109.5 . .
C26 C34 H34A 109.5 . .
C26 C34 H34B 109.5 . .
H34A C34 H34B 109.5 . .
C26 C34 H34C 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
C36 C35 C40 120.0(6) . .
C36 C35 C41 120.8(6) . .
C40 C35 C41 119.2(6) . .
C37 C36 C35 120.0(7) . .
C37 C36 H36 120.0 . .
C35 C36 H36 120.0 . .
C36 C37 C38 120.0(7) . .
C36 C37 H37 120.0 . .
C38 C37 H37 120.0 . .
C39 C38 C37 120.0(6) . .
C39 C38 H38 120.0 . .
C37 C38 H38 120.0 . .
C38 C39 C40 120.0(6) . .
C38 C39 H39 120.0 . .
C40 C39 H39 120.0 . .
C39 C40 C35 120.0(6) . .
C39 C40 H40 120.0 . .
C35 C40 H40 120.0 . .
N5 C41 C35 111.0(5) . .
N5 C41 N6 105.3(5) . .
C35 C41 N6 108.1(5) . .
N5 C41 C24 108.0(5) . .
C35 C41 C24 119.2(6) . .
N6 C41 C24 104.2(5) . .
N5 C42 C47 111.7(6) . .
N5 C42 C43 143.2(7) . .
C47 C42 C43 105.1(6) . .
C48 C43 C51 117.4(6) . .
C48 C43 C42 98.2(6) . .
C51 C43 C42 122.3(7) . .
C48 C43 C44 105.9(6) . .
C51 C43 C44 107.7(6) . .
C42 C43 C44 103.5(6) . .
C43 C44 C45 100.2(5) . .
C43 C44 H44A 111.7 . .
C45 C44 H44A 111.7 . .
C43 C44 H44B 111.7 . .
C45 C44 H44B 111.7 . .
H44A C44 H44B 109.5 . .
C44 C45 C46 105.9(6) . .
C44 C45 H45A 110.6 . .
C46 C45 H45A 110.6 . .
C44 C45 H45B 110.6 . .
C46 C45 H45B 110.6 . .
H45A C45 H45B 108.7 . .
C47 C46 C48 98.5(6) . .
C47 C46 C45 101.5(6) . .
C48 C46 C45 98.7(6) . .
C47 C46 H46 118.1 . .
C48 C46 H46 118.1 . .
C45 C46 H46 118.1 . .
N6 C47 C42 112.3(7) . .
N6 C47 C46 139.5(8) . .
C42 C47 C46 108.0(6) . .
C43 C48 C50 112.6(6) . .
C43 C48 C49 112.2(6) . .
C50 C48 C49 109.7(6) . .
C43 C48 C46 98.2(5) . .
C50 C48 C46 114.3(6) . .
C49 C48 C46 109.5(6) . .
C48 C49 H49A 109.5 . .
C48 C49 H49B 109.5 . .
H49A C49 H49B 109.5 . .
C48 C49 H49C 109.5 . .
H49A C49 H49C 109.5 . .
H49B C49 H49C 109.5 . .
C48 C50 H50A 109.5 . .
C48 C50 H50B 109.5 . .
H50A C50 H50B 109.5 . .
C48 C50 H50C 109.5 . .
H50A C50 H50C 109.5 . .
H50B C50 H50C 109.5 . .
C43 C51 H51A 109.5 . .
C43 C51 H51B 109.5 . .
H51A C51 H51B 109.5 . .
C43 C51 H51C 109.5 . .
H51A C51 H51C 109.5 . .
H51B C51 H51C 109.5 . .
N1 Cu1 Br4 128.81(19) . .
N1 Cu1 Br1 118.60(18) . .
Br4 Cu1 Br1 103.28(4) . .
N1 Cu1 Cu4 162.95(18) . .
Br4 Cu1 Cu4 60.63(4) . .
Br1 Cu1 Cu4 65.85(4) . .
N1 Cu1 Cu2 94.01(18) . .
Br4 Cu1 Cu2 126.51(5) . .
Br1 Cu1 Cu2 74.05(4) . .
Cu4 Cu1 Cu2 70.86(4) . .
N2 Cu2 Br3 107.77(16) 2_666 .
N2 Cu2 Br2 117.98(17) 2_666 .
Br3 Cu2 Br2 122.17(4) . .
N2 Cu2 Cu1 88.10(17) 2_666 .
Br3 Cu2 Cu1 79.43(4) . .
Br2 Cu2 Cu1 132.40(5) . .
N2 Cu2 Cu3 159.27(17) 2_666 .
Br3 Cu2 Cu3 91.84(4) . .
Br2 Cu2 Cu3 52.20(3) . .
Cu1 Cu2 Cu3 89.00(4) . .
N3 Cu3 Br2 127.61(15) . .
N3 Cu3 Br1 124.54(15) . .
Br2 Cu3 Br1 106.02(4) . .
N3 Cu3 Cu4 98.82(15) . .
Br2 Cu3 Cu4 117.31(4) . .
Br1 Cu3 Cu4 62.58(4) . .
N3 Cu3 Cu2 149.61(16) . .
Br2 Cu3 Cu2 52.56(3) . .
Br1 Cu3 Cu2 73.43(4) . .
Cu4 Cu3 Cu2 65.96(4) . .
N5 Cu4 Br3 114.44(17) . .
N5 Cu4 Br4 113.37(16) . .
Br3 Cu4 Br4 103.98(4) . .
N5 Cu4 Cu1 162.10(17) . .
Br3 Cu4 Cu1 83.02(4) . .
Br4 Cu4 Cu1 55.42(4) . .
N5 Cu4 Br1 116.99(18) . .
Br3 Cu4 Br1 113.14(4) . .
Br4 Cu4 Br1 92.00(4) . .
Cu1 Cu4 Br1 54.64(4) . .
N5 Cu4 Cu3 89.76(16) . .
Br3 Cu4 Cu3 91.92(4) . .
Br4 Cu4 Cu3 142.01(5) . .
Cu1 Cu4 Cu3 93.68(5) . .
Br1 Cu4 Cu3 50.05(3) . .
N6 Cu5 N4 79.6(2) . .
N6 Cu5 Br5 128.26(16) . .
N4 Cu5 Br5 108.21(15) . .
N6 Cu5 Br5 109.57(16) . 2_575
N4 Cu5 Br5 120.50(14) . 2_575
Br5 Cu5 Br5 108.99(4) . 2_575
N6 Cu5 Cu5 145.00(18) . 2_575
N4 Cu5 Cu5 135.03(14) . 2_575
Br5 Cu5 Cu5 55.25(3) . 2_575
Br5 Cu5 Cu5 53.74(3) 2_575 2_575
C8 N1 C7 103.4(5) . .
C8 N1 Cu1 121.6(5) . .
C7 N1 Cu1 134.8(4) . .
C13 N2 C7 106.4(5) . .
C13 N2 Cu2 116.4(5) . 2_666
C7 N2 Cu2 137.0(4) . 2_666
C25 N3 C24 104.3(5) . .
C25 N3 Cu3 126.2(4) . .
C24 N3 Cu3 129.5(4) . .
C30 N4 C24 106.0(5) . .
C30 N4 Cu5 136.0(4) . .
C24 N4 Cu5 112.4(4) . .
C42 N5 C41 105.3(5) . .
C42 N5 Cu4 123.2(5) . .
C41 N5 Cu4 130.5(4) . .
C47 N6 C41 105.3(6) . .
C47 N6 Cu5 135.9(5) . .
C41 N6 Cu5 113.8(4) . .
H1D O1 H1C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 Cu3 2.3961(14) .
Br1 Cu1 2.4798(15) .
Br1 Cu4 2.7745(13) .
Br2 Cu3 2.3819(12) .
Br2 Cu2 2.3936(13) .
Br3 Cu2 2.3804(13) .
Br3 Cu4 2.4128(13) .
Br4 Cu1 2.4012(14) .
Br4 Cu4 2.5416(12) .
Br5 Cu5 2.4287(11) .
Br5 Cu5 2.4748(11) 2_575
C1 C6 1.353(9) .
C1 C2 1.434(8) .
C1 C7 1.548(8) .
C2 C3 1.414(9) .
C2 H2 0.9300 .
C3 C4 1.338(11) .
C3 H3 0.9300 .
C4 C5 1.469(13) .
C4 H4 0.9300 .
C5 C6 1.412(10) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 N2 1.448(8) .
C7 C7 1.522(11) 2_666
C7 N1 1.542(8) .
C8 N1 1.249(9) .
C8 C13 1.410(10) .
C8 C9 1.515(10) .
C9 C14 1.459(13) .
C9 C17 1.540(14) .
C9 C10 1.620(14) .
C10 C11 1.453(13) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 C12 1.610(11) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C13 1.534(11) .
C12 C14 1.534(12) .
C12 H12 0.9800 .
C13 N2 1.285(9) .
C14 C16 1.534(12) .
C14 C15 1.585(9) .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C18 C23 1.379(10) .
C18 C19 1.385(9) .
C18 C24 1.494(9) .
C19 C20 1.393(11) .
C19 H19 0.9300 .
C20 C21 1.339(12) .
C20 H20 0.9300 .
C21 C22 1.378(11) .
C21 H21 0.9300 .
C22 C23 1.402(11) .
C22 H22 0.9300 .
C23 H23 0.9300 .
C24 N3 1.493(9) .
C24 N4 1.498(8) .
C24 C41 1.605(9) .
C25 N3 1.255(8) .
C25 C30 1.483(9) .
C25 C26 1.563(9) .
C26 C34 1.527(11) .
C26 C27 1.598(11) .
C26 C31 1.600(12) .
C27 C28 1.583(10) .
C27 H27A 0.9700 .
C27 H27B 0.9700 .
C28 C29 1.614(11) .
C28 H28A 0.9700 .
C28 H28B 0.9700 .
C29 C30 1.492(9) .
C29 C31 1.603(10) .
C29 H29 0.9800 .
C30 N4 1.266(9) .
C31 C32 1.511(11) .
C31 C33 1.555(10) .
C32 H32A 0.9600 .
C32 H32B 0.9600 .
C32 H32C 0.9600 .
C33 H33A 0.9600 .
C33 H33B 0.9600 .
C33 H33C 0.9600 .
C34 H34A 0.9600 .
C34 H34B 0.9600 .
C34 H34C 0.9600 .
C35 C36 1.390(10) .
C35 C40 1.390(9) .
C35 C41 1.525(10) .
C36 C37 1.390(9) .
C36 H36 0.9300 .
C37 C38 1.390(10) .
C37 H37 0.9300 .
C38 C39 1.390(10) .
C38 H38 0.9300 .
C39 C40 1.390(9) .
C39 H39 0.9300 .
C40 H40 0.9300 .
C41 N5 1.486(9) .
C41 N6 1.533(9) .
C42 N5 1.318(9) .
C42 C47 1.427(10) .
C42 C43 1.535(10) .
C43 C48 1.486(11) .
C43 C51 1.531(10) .
C43 C44 1.566(9) .
C44 C45 1.573(10) .
C44 H44A 0.9700 .
C44 H44B 0.9700 .
C45 C46 1.601(10) .
C45 H45A 0.9700 .
C45 H45B 0.9700 .
C46 C47 1.494(10) .
C46 C48 1.543(10) .
C46 H46 0.9800 .
C47 N6 1.281(9) .
C48 C50 1.508(10) .
C48 C49 1.543(10) .
C49 H49A 0.9600 .
C49 H49B 0.9600 .
C49 H49C 0.9600 .
C50 H50A 0.9600 .
C50 H50B 0.9600 .
C50 H50C 0.9600 .
C51 H51A 0.9600 .
C51 H51B 0.9600 .
C51 H51C 0.9600 .
Cu1 N1 1.971(6) .
Cu1 Cu4 2.6201(13) .
Cu1 Cu2 2.8190(16) .
Cu2 N2 2.070(5) 2_666
Cu2 Cu3 2.9151(13) .
Cu3 N3 1.972(5) .
Cu3 Cu4 2.8848(15) .
Cu4 N5 2.005(5) .
Cu5 N6 2.060(6) .
Cu5 N4 2.184(6) .
Cu5 Br5 2.4748(11) 2_575
Cu5 Cu5 2.8482(16) 2_575
N2 Cu2 2.070(5) 2_666
O1 H1D 0.8500 .
O1 H1C 0.8500 .
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
O1 H1D Br4 0.85 2.44 3.292(11) 179.8
