#------------------------------------------------------------------------------
#$Date: 2017-02-04 15:25:57 +0200 (Sat, 04 Feb 2017) $
#$Revision: 191488 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/94/7119435.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_7119435
loop_
_publ_author_name
'Lv, Xiu-Xiu'
'Shi, Lu-Lu'
'Li, Ke'
'Li, Bao-Long'
'Li, Hai-Yan'
_publ_section_title
;
 An unusual porous cationic metal-organic framework based on a
 tetranuclear hydroxyl-copper(ii) cluster for fast and highly efficient
 dichromate trapping through a single-crystal to single-crystal process.
;
_journal_issue                   11
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1860
_journal_page_last               1863
_journal_paper_doi               10.1039/c6cc09676j
_journal_volume                  53
_journal_year                    2017
_chemical_formula_moiety         'C22 H21 Cu2 N6 O5, Br'
_chemical_formula_sum            'C22 H21 Br Cu2 N6 O5'
_chemical_formula_weight         656.44
_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
_atom_sites_solution_primary     direct
_audit_creation_date             2016-06-11
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2016.02.24 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-11-29 deposited with the CCDC.
2017-01-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.231(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.6552(2)
_cell_length_b                   17.1958(5)
_cell_length_c                   20.8804(6)
_cell_measurement_reflns_used    5533
_cell_measurement_temperature    223.01(10)
_cell_measurement_theta_max      30.1330
_cell_measurement_theta_min      3.1740
_cell_volume                     3457.30(16)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      223.01(10)
_diffrn_detector_area_resol_mean 10.4471
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -16.00   63.00   1.0000   22.1100
omega____ theta____ kappa____ phi______ frames
    -       13.6514   57.0000  -60.0000 79

#__ type_ start__ end____ width___ exp.time_
  2 omega   22.00   86.00   1.0000   22.1100
omega____ theta____ kappa____ phi______ frames
    -       13.6514   37.0000  150.0000 64

#__ type_ start__ end____ width___ exp.time_
  3 omega   35.00   76.00   1.0000   22.1100
omega____ theta____ kappa____ phi______ frames
    -       13.6514 -178.0000  -90.0000 41

#__ type_ start__ end____ width___ exp.time_
  4 omega  -49.00  -23.00   1.0000   22.1100
omega____ theta____ kappa____ phi______ frames
    -      -14.4327  -37.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
  5 omega -104.00  -79.00   1.0000   22.1100
omega____ theta____ kappa____ phi______ frames
    -      -14.4327 -178.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
  6 omega  -80.00  -31.00   1.0000   22.1100
omega____ theta____ kappa____ phi______ frames
    -      -14.4327  -37.0000  -60.0000 49
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0093148000
_diffrn_orient_matrix_UB_12      -0.0284736000
_diffrn_orient_matrix_UB_13      0.0238762000
_diffrn_orient_matrix_UB_21      -0.0726799000
_diffrn_orient_matrix_UB_22      0.0066680000
_diffrn_orient_matrix_UB_23      -0.0031255000
_diffrn_orient_matrix_UB_31      -0.0075031000
_diffrn_orient_matrix_UB_32      -0.0290719000
_diffrn_orient_matrix_UB_33      -0.0241112000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            20439
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.986
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.419
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_description       block
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.295
_refine_diff_density_min         -2.933
_refine_diff_density_rms         0.148
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         6095
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0815
_refine_ls_R_factor_gt           0.0660
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1150P)²+19.3958P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2029
_refine_ls_wR_factor_ref         0.2118
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4864
_reflns_number_total             6095
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6cc09676j2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 7119434--7119435.cif.'
_cod_original_cell_volume        3457.31(16)
_cod_database_code               7119435
_chemical_oxdiff_formula         'C H O N'
_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.
;
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 H5-O5
 0.85 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C10(H10A,H10B), C14(H14A,H14B), C21(H21A,H21B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C5(H5A), C6(H6), C7(H7), C9(H9), C11(H11), C12(H12), C16(H16),
  C17(H17), C19(H19), C20(H20)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
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
Cu1 Cu 0.29918(6) 0.49341(4) 0.52393(3) 0.0150(2) Uani 1 1 d .
Cu2 Cu 0.00104(6) 0.52158(4) 0.42825(3) 0.0160(2) Uani 1 1 d .
O1 O 0.3127(4) 0.4043(2) 0.5816(2) 0.0240(9) Uani 1 1 d .
O2 O 0.1072(4) 0.4027(3) 0.62553(19) 0.0247(9) Uani 1 1 d .
O3 O 0.0498(5) 0.0626(3) 0.8334(2) 0.0349(11) Uani 1 1 d .
O4 O -0.1190(4) 0.0676(3) 0.8986(2) 0.0281(10) Uani 1 1 d .
O5 O 0.1230(4) 0.4598(2) 0.48512(18) 0.0159(8) Uani 1 1 d D
H5 H 0.132(7) 0.4111(13) 0.484(3) 0.028(19) Uiso 1 1 d D
N1 N 0.2778(5) 0.5902(3) 0.4681(2) 0.0198(10) Uani 1 1 d .
N2 N 0.1499(5) 0.6031(3) 0.4365(2) 0.0213(11) Uani 1 1 d .
N3 N 0.2845(5) 0.7015(3) 0.4188(2) 0.0241(11) Uani 1 1 d .
N4 N 0.5799(5) 0.9327(3) 0.0566(2) 0.0221(11) Uani 1 1 d .
N5 N 0.4557(5) 0.9601(3) 0.0778(2) 0.0187(10) Uani 1 1 d .
N6 N 0.5776(5) 0.9125(3) 0.1592(2) 0.0255(12) Uani 1 1 d .
C1 C 0.3559(6) 0.6505(4) 0.4569(3) 0.0234(13) Uani 1 1 d .
H1 H 0.4475 0.6569 0.4731 0.028 Uiso 1 1 calc R
C2 C 0.1566(6) 0.6708(4) 0.4081(3) 0.0258(13) Uani 1 1 d .
H2 H 0.0835 0.6943 0.3839 0.031 Uiso 1 1 calc R
C3 C 0.3321(7) 0.7751(4) 0.3925(3) 0.0293(14) Uani 1 1 d .
H3A H 0.4060 0.7961 0.4215 0.035 Uiso 1 1 calc R
H3B H 0.2559 0.8120 0.3903 0.035 Uiso 1 1 calc R
C4 C 0.3847(6) 0.7665(4) 0.3263(3) 0.0254(13) Uani 1 1 d .
C5 C 0.3518(7) 0.7044(4) 0.2857(3) 0.0338(15) Uani 1 1 d .
H5A H 0.2947 0.6649 0.2990 0.041 Uiso 1 1 calc R
C6 C 0.4029(8) 0.7006(5) 0.2257(4) 0.0415(18) Uani 1 1 d .
H6 H 0.3800 0.6588 0.1987 0.050 Uiso 1 1 calc R
C7 C 0.4885(7) 0.7593(4) 0.2057(3) 0.0371(16) Uani 1 1 d .
H7 H 0.5235 0.7564 0.1655 0.044 Uiso 1 1 calc R
C8 C 0.5219(6) 0.8219(4) 0.2454(3) 0.0294(15) Uani 1 1 d .
C9 C 0.4686(6) 0.8263(4) 0.3054(3) 0.0262(14) Uani 1 1 d .
H9 H 0.4889 0.8690 0.3317 0.031 Uiso 1 1 calc R
C10 C 0.6187(7) 0.8857(5) 0.2264(3) 0.0352(17) Uani 1 1 d .
H10A H 0.6147 0.9291 0.2559 0.042 Uiso 1 1 calc R
H10B H 0.7134 0.8665 0.2288 0.042 Uiso 1 1 calc R
C11 C 0.6492(6) 0.9053(4) 0.1070(3) 0.0269(14) Uani 1 1 d .
H11 H 0.7373 0.8833 0.1069 0.032 Uiso 1 1 calc R
C12 C 0.4577(6) 0.9469(4) 0.1393(3) 0.0279(14) Uani 1 1 d .
H12 H 0.3868 0.9595 0.1653 0.033 Uiso 1 1 calc R
C13 C 0.2262(6) 0.3767(4) 0.6178(3) 0.0252(13) Uani 1 1 d .
C14 C 0.2767(8) 0.3068(5) 0.6566(4) 0.051(2) Uani 1 1 d .
H14A H 0.3565 0.3223 0.6846 0.061 Uiso 1 1 calc R
H14B H 0.3079 0.2678 0.6273 0.061 Uiso 1 1 calc R
C15 C 0.1713(7) 0.2698(5) 0.6971(4) 0.044(2) Uani 1 1 d .
C16 C 0.1549(8) 0.2976(5) 0.7588(5) 0.055(2) Uani 1 1 d .
H16 H 0.2075 0.3396 0.7749 0.066 Uiso 1 1 calc R
C17 C 0.0598(9) 0.2625(5) 0.7960(4) 0.053(2) Uani 1 1 d .
H17 H 0.0517 0.2808 0.8374 0.064 Uiso 1 1 calc R
C18 C -0.0208(7) 0.2033(5) 0.7748(4) 0.043(2) Uani 1 1 d .
C19 C -0.0048(8) 0.1755(5) 0.7143(5) 0.057(3) Uani 1 1 d .
H19 H -0.0590 0.1338 0.6989 0.069 Uiso 1 1 calc R
C20 C 0.0913(8) 0.2084(5) 0.6751(4) 0.050(2) Uani 1 1 d .
H20 H 0.1006 0.1885 0.6342 0.060 Uiso 1 1 calc R
C21 C -0.1205(8) 0.1643(5) 0.8171(5) 0.059(3) Uani 1 1 d .
H21A H -0.2033 0.1490 0.7911 0.070 Uiso 1 1 calc R
H21B H -0.1478 0.2012 0.8490 0.070 Uiso 1 1 calc R
C22 C -0.0574(7) 0.0929(4) 0.8511(3) 0.0312(15) Uani 1 1 d .
Br1 Br 0.4043(3) 0.19710(13) 0.46669(11) 0.1614(10) Uani 1 1 d .
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'
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Cu1 N1 176.19(19) . .
O1 Cu1 N4 94.49(18) . 2_645
O1 Cu1 N5 87.32(19) . 4_576
O5 Cu1 O1 92.37(17) . .
O5 Cu1 N1 87.41(17) . .
O5 Cu1 N4 92.05(16) . 2_645
O5 Cu1 N5 167.23(18) . 4_576
N1 Cu1 N4 89.31(19) . 2_645
N5 Cu1 N1 92.05(19) 4_576 .
N5 Cu1 N4 100.70(18) 4_576 2_645
O2 Cu2 O4 93.41(18) 3_566 4_565
O2 Cu2 O5 94.17(15) 3_566 3_566
O2 Cu2 N2 86.21(18) 3_566 .
O4 Cu2 O5 91.55(15) 4_565 3_566
O4 Cu2 N2 163.92(18) 4_565 .
O5 Cu2 O2 171.86(17) . 3_566
O5 Cu2 O4 94.72(17) . 4_565
O5 Cu2 O5 85.45(15) . 3_566
O5 Cu2 N2 86.02(18) . .
N2 Cu2 O5 104.52(17) . 3_566
C13 O1 Cu1 130.6(4) . .
C13 O2 Cu2 128.0(4) . 3_566
C22 O4 Cu2 102.2(4) . 4_566
Cu1 O5 Cu2 125.2(2) . .
Cu1 O5 Cu2 97.17(16) . 3_566
Cu1 O5 H5 103(5) . .
Cu2 O5 Cu2 94.55(15) . 3_566
Cu2 O5 H5 103(5) 3_566 .
Cu2 O5 H5 126(5) . .
N2 N1 Cu1 117.2(3) . .
C1 N1 Cu1 135.5(4) . .
C1 N1 N2 107.1(5) . .
N1 N2 Cu2 122.8(4) . .
C2 N2 Cu2 129.8(4) . .
C2 N2 N1 106.7(5) . .
C1 N3 C2 105.6(5) . .
C1 N3 C3 128.7(5) . .
C2 N3 C3 125.7(5) . .
N5 N4 Cu1 124.1(4) . 2_655
C11 N4 Cu1 119.2(4) . 2_655
C11 N4 N5 105.8(5) . .
N4 N5 Cu1 126.5(4) . 4_575
C12 N5 Cu1 125.7(4) . 4_575
C12 N5 N4 107.7(5) . .
C11 N6 C10 128.0(5) . .
C12 N6 C10 126.1(5) . .
C12 N6 C11 105.9(5) . .
N1 C1 N3 110.2(5) . .
N1 C1 H1 124.9 . .
N3 C1 H1 124.9 . .
N2 C2 N3 110.3(5) . .
N2 C2 H2 124.8 . .
N3 C2 H2 124.8 . .
N3 C3 H3A 108.9 . .
N3 C3 H3B 108.9 . .
N3 C3 C4 113.2(5) . .
H3A C3 H3B 107.8 . .
C4 C3 H3A 108.9 . .
C4 C3 H3B 108.9 . .
C5 C4 C3 123.8(6) . .
C5 C4 C9 119.2(6) . .
C9 C4 C3 117.0(6) . .
C4 C5 H5A 119.6 . .
C6 C5 C4 120.7(6) . .
C6 C5 H5A 119.6 . .
C5 C6 H6 120.1 . .
C5 C6 C7 119.9(7) . .
C7 C6 H6 120.1 . .
C6 C7 H7 119.9 . .
C8 C7 C6 120.3(7) . .
C8 C7 H7 119.9 . .
C7 C8 C9 119.8(6) . .
C7 C8 C10 121.9(6) . .
C9 C8 C10 118.3(6) . .
C4 C9 H9 119.9 . .
C8 C9 C4 120.1(6) . .
C8 C9 H9 119.9 . .
N6 C10 C8 110.0(5) . .
N6 C10 H10A 109.7 . .
N6 C10 H10B 109.7 . .
C8 C10 H10A 109.7 . .
C8 C10 H10B 109.7 . .
H10A C10 H10B 108.2 . .
N4 C11 N6 111.2(5) . .
N4 C11 H11 124.4 . .
N6 C11 H11 124.4 . .
N5 C12 N6 109.4(5) . .
N5 C12 H12 125.3 . .
N6 C12 H12 125.3 . .
O1 C13 C14 114.8(5) . .
O2 C13 O1 126.6(6) . .
O2 C13 C14 118.6(5) . .
C13 C14 H14A 108.4 . .
C13 C14 H14B 108.4 . .
C13 C14 C15 115.6(6) . .
H14A C14 H14B 107.4 . .
C15 C14 H14A 108.4 . .
C15 C14 H14B 108.4 . .
C16 C15 C14 120.0(8) . .
C20 C15 C14 121.6(9) . .
C20 C15 C16 118.4(7) . .
C15 C16 H16 120.2 . .
C17 C16 C15 119.5(9) . .
C17 C16 H16 120.2 . .
C16 C17 H17 118.6 . .
C18 C17 C16 122.8(9) . .
C18 C17 H17 118.6 . .
C17 C18 C19 117.9(7) . .
C17 C18 C21 121.7(9) . .
C19 C18 C21 120.3(9) . .
C18 C19 H19 119.2 . .
C18 C19 C20 121.5(9) . .
C20 C19 H19 119.2 . .
C15 C20 C19 119.8(9) . .
C15 C20 H20 120.1 . .
C19 C20 H20 120.1 . .
C18 C21 H21A 109.1 . .
C18 C21 H21B 109.1 . .
C18 C21 C22 112.4(6) . .
H21A C21 H21B 107.9 . .
C22 C21 H21A 109.1 . .
C22 C21 H21B 109.1 . .
O3 C22 O4 122.6(6) . .
O3 C22 C21 120.9(6) . .
O4 C22 C21 116.5(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.947(4) .
Cu1 O5 1.918(4) .
Cu1 N1 2.034(5) .
Cu1 N4 2.360(5) 2_645
Cu1 N5 1.984(5) 4_576
Cu2 O2 1.968(4) 3_566
Cu2 O4 1.993(4) 4_565
Cu2 O5 2.264(4) 3_566
Cu2 O5 1.928(4) .
Cu2 N2 2.006(5) .
O1 C13 1.261(7) .
O2 Cu2 1.968(4) 3_566
O2 C13 1.255(7) .
O3 C22 1.238(8) .
O4 Cu2 1.993(4) 4_566
O4 C22 1.270(8) .
O5 Cu2 2.264(4) 3_566
O5 H5 0.84(2) .
N1 N2 1.374(6) .
N1 C1 1.313(8) .
N2 C2 1.311(8) .
N3 C1 1.340(8) .
N3 C2 1.346(8) .
N3 C3 1.467(8) .
N4 Cu1 2.360(5) 2_655
N4 N5 1.390(6) .
N4 C11 1.293(8) .
N5 Cu1 1.984(5) 4_575
N5 C12 1.303(8) .
N6 C10 1.501(7) .
N6 C11 1.340(8) .
N6 C12 1.339(8) .
C1 H1 0.9300 .
C2 H2 0.9300 .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C3 C4 1.515(9) .
C4 C5 1.385(9) .
C4 C9 1.398(9) .
C5 H5A 0.9300 .
C5 C6 1.381(10) .
C6 H6 0.9300 .
C6 C7 1.387(10) .
C7 H7 0.9300 .
C7 C8 1.383(10) .
C8 C9 1.391(9) .
C8 C10 1.514(9) .
C9 H9 0.9300 .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 H11 0.9300 .
C12 H12 0.9300 .
C13 C14 1.509(9) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C14 C15 1.512(9) .
C15 C16 1.394(13) .
C15 C20 1.368(12) .
C16 H16 0.9300 .
C16 C17 1.385(11) .
C17 H17 0.9300 .
C17 C18 1.337(13) .
C18 C19 1.370(13) .
C18 C21 1.510(10) .
C19 H19 0.9300 .
C19 C20 1.401(11) .
C20 H20 0.9300 .
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C21 C22 1.522(9) .
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
C1 H1 N4 0.93 2.59 3.224(8) 125.6 4_576
C1 H1 Br1 0.93 3.11 3.772(7) 129.8 3_666
C3 H3A Br1 0.97 2.86 3.774(7) 157.0 3_666
C11 H11 O3 0.93 2.50 3.125(8) 124.5 3_666
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_1
_geom_torsion_site_symmetry_4
Cu1 O1 C13 O2 -1.0(10) . .
Cu1 O1 C13 C14 -179.0(5) . .
Cu1 N1 N2 Cu2 -13.3(6) . .
Cu1 N1 N2 C2 175.0(4) . .
Cu1 N1 C1 N3 -174.9(4) . .
Cu1 N4 N5 Cu1 38.7(6) 2_655 4_575
Cu1 N4 N5 C12 -143.8(4) 2_655 .
Cu1 N4 C11 N6 146.0(4) 2_655 .
Cu1 N5 C12 N6 177.7(4) 4_575 .
Cu2 O2 C13 O1 14.9(10) 3_566 .
Cu2 O2 C13 C14 -167.1(5) 3_566 .
Cu2 O4 C22 O3 0.4(8) 4_566 .
Cu2 O4 C22 C21 -178.4(6) 4_566 .
Cu2 N2 C2 N3 -169.6(4) . .
O1 C13 C14 C15 -176.3(7) . .
O2 C13 C14 C15 5.6(11) . .
N1 N2 C2 N3 1.3(7) . .
N2 N1 C1 N3 -0.7(7) . .
N3 C3 C4 C5 19.9(9) . .
N3 C3 C4 C9 -161.6(5) . .
N4 N5 C12 N6 0.2(7) . .
N5 N4 C11 N6 0.5(7) . .
C1 N1 N2 Cu2 171.3(4) . .
C1 N1 N2 C2 -0.4(6) . .
C1 N3 C2 N2 -1.8(7) . .
C1 N3 C3 C4 93.2(7) . .
C2 N3 C1 N1 1.5(7) . .
C2 N3 C3 C4 -85.8(7) . .
C3 N3 C1 N1 -177.6(6) . .
C3 N3 C2 N2 177.4(5) . .
C3 C4 C5 C6 179.6(6) . .
C3 C4 C9 C8 179.3(5) . .
C4 C5 C6 C7 0.2(11) . .
C5 C4 C9 C8 -2.1(9) . .
C5 C6 C7 C8 -0.6(11) . .
C6 C7 C8 C9 -0.4(10) . .
C6 C7 C8 C10 177.9(6) . .
C7 C8 C9 C4 1.8(9) . .
C7 C8 C10 N6 47.8(9) . .
C9 C4 C5 C6 1.1(10) . .
C9 C8 C10 N6 -133.8(6) . .
C10 N6 C11 N4 177.8(6) . .
C10 N6 C12 N5 -178.1(6) . .
C10 C8 C9 C4 -176.6(5) . .
C11 N4 N5 Cu1 -177.9(4) . 4_575
C11 N4 N5 C12 -0.4(7) . .
C11 N6 C10 C8 -114.0(7) . .
C11 N6 C12 N5 0.1(7) . .
C12 N6 C10 C8 63.8(9) . .
C12 N6 C11 N4 -0.4(8) . .
C13 C14 C15 C16 -86.4(9) . .
C13 C14 C15 C20 94.2(9) . .
C14 C15 C16 C17 -178.9(7) . .
C14 C15 C20 C19 179.7(6) . .
C15 C16 C17 C18 -1.6(12) . .
C16 C15 C20 C19 0.4(10) . .
C16 C17 C18 C19 1.8(12) . .
C16 C17 C18 C21 178.0(7) . .
C17 C18 C19 C20 -0.9(11) . .
C17 C18 C21 C22 -94.1(10) . .
C18 C19 C20 C15 -0.2(11) . .
C18 C21 C22 O3 -15.2(12) . .
C18 C21 C22 O4 163.6(7) . .
C19 C18 C21 C22 82.0(10) . .
C20 C15 C16 C17 0.5(11) . .
C21 C18 C19 C20 -177.2(7) . .
