#------------------------------------------------------------------------------
#$Date: 2025-07-05 09:59:34 +0200 (Sat 05 de Jul de 2025) $
#$Revision: 300364 $
#$URL: svn://www.crystallography.net/cod/cif/7/71/90/7719024.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_7719024
loop_
_publ_author_name
'Benz, Maximilian'
'Endraß, Simon M J'
'Klapötke, Thomas M'
'Stierstorfer, Jörg'
'Strey, Sadiq'
_publ_section_title
;
 1-Amino-5-nitriminotetrazolate as a promising anion in safe yet powerful
 energetic coordination compounds.
;
_journal_issue                   15
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6156
_journal_page_last               6166
_journal_paper_doi               10.1039/d4dt03086a
_journal_volume                  54
_journal_year                    2025
_chemical_compound_source
'1,4-ditetrazol-1-yl-butane bis(1-amino-5-nitriminotetrazolato) copper(II)'
_chemical_formula_moiety         'C8 H14 Cu N22 O4'
_chemical_formula_sum            'C8 H14 Cu N22 O4'
_chemical_formula_weight         545.95
_chemical_name_systematic
'1,4-ditetrazol-1-yl-butane bis(1-amino-5-nitriminotetrazolato) copper(II)'
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-02-26
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-10-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_cell_angle_alpha                90.076(5)
_cell_angle_beta                 104.597(6)
_cell_angle_gamma                110.881(6)
_cell_formula_units_Z            2
_cell_length_a                   7.5130(5)
_cell_length_b                   10.4994(6)
_cell_length_c                   13.9744(10)
_cell_measurement_reflns_used    2957
_cell_measurement_temperature    123
_cell_measurement_theta_max      32.4330
_cell_measurement_theta_min      2.4410
_cell_volume                     991.61(12)
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      123
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.895
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     10.00  94.00   1.00   15.00    --   24.63  38.00 -60.00   84
  2  ω     42.00  97.00   1.00   15.00    --   24.63 178.00-180.00   55
  3  ω    -28.00  -2.00   1.00   15.00    --   24.63 126.00-150.66   26
  4  ω     63.00  97.00   1.00   15.00    --   24.63 178.00  90.00   34
  5  ω     59.00  85.00   1.00   15.00    --   24.63 178.00 -90.00   26
  6  ω    -32.00  -7.00   1.00   15.00    --   24.63 131.00-121.78   25
  7  ω     50.00  77.00   1.00   15.00    --   24.63-131.00 -48.50   27
  8  ω     30.00  63.00   1.00   15.00    --   24.63 -99.00 120.00   33
  9  ω    -44.00  85.00   1.00   15.00    --   24.63   0.00  90.00  129
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XCalibur Sapphire 3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0447427000
_diffrn_orient_matrix_UB_12      -0.0710268000
_diffrn_orient_matrix_UB_13      0.0039946000
_diffrn_orient_matrix_UB_21      -0.0555772000
_diffrn_orient_matrix_UB_22      -0.0098247000
_diffrn_orient_matrix_UB_23      -0.0504715000
_diffrn_orient_matrix_UB_31      0.0769668000
_diffrn_orient_matrix_UB_32      -0.0118494000
_diffrn_orient_matrix_UB_33      -0.0146960000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_sigmaI/netI    0.0894
_diffrn_reflns_av_unetI/netI     0.0762
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.895
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11878
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.895
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.638
_diffrn_reflns_theta_min         2.087
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.178
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.828
_exptl_crystal_description       block
_exptl_crystal_F_000             554
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.987
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         6501
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0750
_refine_ls_R_factor_gt           0.0464
_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/[σ²(Fo²)+(0.0333P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0886
_refine_ls_wR_factor_ref         0.1041
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4682
_reflns_number_total             6501
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt03086a2.cif
_cod_data_source_block           sx030
_cod_database_code               7719024
_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   0.843
_shelx_estimated_absorpt_t_max   0.943
_olex2_submission_original_sample_id sx030
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_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
Cu2 Cu -0.500000 0.500000 0.500000 0.01327(9) Uani 1 2 d S . P . .
Cu1 Cu 0.500000 1.000000 0.000000 0.01570(10) Uani 1 2 d S . P . .
O1 O 0.7037(3) 0.90381(17) -0.04154(13) 0.0220(4) Uani 1 1 d . . . . .
O3 O -0.4685(2) 0.72227(17) 0.45089(13) 0.0211(4) Uani 1 1 d . . . . .
O4 O -0.3876(3) 0.88218(18) 0.35249(14) 0.0277(4) Uani 1 1 d . . . . .
N19 N -0.2111(3) 0.60239(19) 0.52504(14) 0.0141(4) Uani 1 1 d . . . . .
O2 O 0.8637(3) 0.7661(2) -0.02195(15) 0.0358(5) Uani 1 1 d . . . . .
N14 N -0.5175(3) 0.42762(19) 0.36237(14) 0.0162(4) Uani 1 1 d . . . . .
N16 N 0.0834(3) 0.73497(19) 0.52602(14) 0.0155(4) Uani 1 1 d . . . . .
N1 N 0.9554(3) 1.0447(2) 0.24615(15) 0.0181(4) Uani 1 1 d . . . . .
N11 N 0.3663(3) 0.8394(2) 0.06869(15) 0.0194(4) Uani 1 1 d . . . . .
N22 N -0.3424(3) 0.8014(2) 0.41062(15) 0.0186(4) Uani 1 1 d . . . . .
N21 N -0.1583(3) 0.8065(2) 0.42795(15) 0.0190(4) Uani 1 1 d . . . . .
N4 N 0.7272(3) 1.0553(2) 0.12112(15) 0.0175(4) Uani 1 1 d . . . . .
N13 N -0.4417(3) 0.5068(2) 0.29996(15) 0.0212(4) Uani 1 1 d . . . . .
N3 N 0.7497(3) 1.1425(2) 0.19984(16) 0.0225(4) Uani 1 1 d . . . . .
N18 N -0.0756(3) 0.5565(2) 0.58334(15) 0.0176(4) Uani 1 1 d . . . . .
N7 N 0.8201(3) 0.8557(2) 0.01367(16) 0.0204(4) Uani 1 1 d . . . . .
N15 N -0.5945(3) 0.2933(2) 0.32694(16) 0.0218(4) Uani 1 1 d . . . . .
N5 N 1.1028(3) 1.0071(2) 0.30870(16) 0.0210(4) Uani 1 1 d . . . . .
N12 N -0.4694(3) 0.4217(2) 0.22141(15) 0.0217(4) Uani 1 1 d . . . . .
N17 N 0.1013(3) 0.6362(2) 0.58532(15) 0.0174(4) Uani 1 1 d . . . . .
N20 N 0.2431(3) 0.8444(2) 0.51096(18) 0.0220(5) Uani 1 1 d . . . . .
N2 N 0.8854(3) 1.1365(2) 0.27517(16) 0.0223(4) Uani 1 1 d . . . . .
N6 N 0.9038(3) 0.8960(2) 0.11024(16) 0.0229(4) Uani 1 1 d . . . . .
N8 N 0.2414(3) 0.7118(2) 0.17204(16) 0.0239(5) Uani 1 1 d . . . . .
C8 C -0.1101(3) 0.7162(2) 0.49001(17) 0.0147(4) Uani 1 1 d . . . . .
C1 C 0.8576(3) 0.9941(2) 0.15086(17) 0.0166(4) Uani 1 1 d . . . . .
C2 C 0.2873(4) 0.8352(3) 0.14319(19) 0.0233(5) Uani 1 1 d . . . . .
H2 H 0.266882 0.909462 0.171405 0.028 Uiso 1 1 calc R U . . .
N10 N 0.3681(4) 0.7137(2) 0.0531(2) 0.0445(7) Uani 1 1 d . . . . .
C7 C -0.5611(4) 0.2936(3) 0.2389(2) 0.0245(5) Uani 1 1 d . . . . .
H7 H -0.596917 0.214376 0.194627 0.029 Uiso 1 1 calc R U . . .
N9 N 0.2915(5) 0.6352(3) 0.1150(2) 0.0493(8) Uani 1 1 d . . . . .
C6 C -0.3984(4) 0.4722(3) 0.1342(2) 0.0311(6) Uani 1 1 d . . . . .
H6A H -0.428117 0.555121 0.116596 0.037 Uiso 1 1 calc R U . . .
H6B H -0.468994 0.401377 0.076856 0.037 Uiso 1 1 calc R U . . .
C5 C -0.1743(4) 0.5067(3) 0.1556(2) 0.0362(7) Uani 1 1 d . . . . .
H5C H -0.145177 0.424328 0.175737 0.043 Uiso 1 1 calc R U . . .
H5D H -0.134270 0.530854 0.093696 0.043 Uiso 1 1 calc R U . . .
C3 C 0.1619(4) 0.6576(3) 0.2559(2) 0.0359(7) Uani 1 1 d . . . . .
H3A H 0.229906 0.726683 0.314426 0.043 Uiso 1 1 calc R U . . .
H3B H 0.191947 0.574631 0.272894 0.043 Uiso 1 1 calc R U . . .
C4 C -0.0538(4) 0.6225(3) 0.2352(2) 0.0289(6) Uani 1 1 d . . . . .
H4A H -0.084270 0.704470 0.215301 0.035 Uiso 1 1 calc R U . . .
H4B H -0.093312 0.597866 0.297184 0.035 Uiso 1 1 calc R U . . .
H5A H 1.049(4) 0.955(3) 0.353(2) 0.027(8) Uiso 1 1 d . . . . .
H20A H 0.291(4) 0.904(3) 0.560(2) 0.022(7) Uiso 1 1 d . . . . .
H5B H 1.200(4) 1.086(3) 0.337(2) 0.018(7) Uiso 1 1 d . . . . .
H20B H 0.330(4) 0.813(3) 0.502(2) 0.037(9) Uiso 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'
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
_geom_angle_publ_flag
O3 Cu2 O3 180.0 2_466 . ?
N19 Cu2 O3 105.21(7) 2_466 . ?
N19 Cu2 O3 105.21(7) . 2_466 ?
N19 Cu2 O3 74.79(7) . . ?
N19 Cu2 O3 74.79(7) 2_466 2_466 ?
N19 Cu2 N19 180.0 . 2_466 ?
N19 Cu2 N14 88.99(7) 2_466 . ?
N19 Cu2 N14 91.01(7) . . ?
N19 Cu2 N14 88.99(7) . 2_466 ?
N19 Cu2 N14 91.01(7) 2_466 2_466 ?
N14 Cu2 O3 87.45(7) 2_466 . ?
N14 Cu2 O3 92.55(7) 2_466 2_466 ?
N14 Cu2 O3 92.55(7) . . ?
N14 Cu2 O3 87.45(7) . 2_466 ?
N14 Cu2 N14 180.0 2_466 . ?
O1 Cu1 O1 180.0 . 2_675 ?
N11 Cu1 O1 85.65(7) . 2_675 ?
N11 Cu1 O1 85.65(7) 2_675 . ?
N11 Cu1 O1 94.35(7) . . ?
N11 Cu1 O1 94.35(7) 2_675 2_675 ?
N11 Cu1 N11 180.0 2_675 . ?
N4 Cu1 O1 78.06(7) . . ?
N4 Cu1 O1 101.94(7) . 2_675 ?
N4 Cu1 O1 101.94(7) 2_675 . ?
N4 Cu1 O1 78.06(7) 2_675 2_675 ?
N4 Cu1 N11 87.37(8) . . ?
N4 Cu1 N11 92.63(8) . 2_675 ?
N4 Cu1 N11 87.37(8) 2_675 2_675 ?
N4 Cu1 N11 92.63(8) 2_675 . ?
N4 Cu1 N4 180.0 2_675 . ?
N7 O1 Cu1 129.09(14) . . ?
N22 O3 Cu2 128.68(13) . . ?
N18 N19 Cu2 121.65(14) . . ?
C8 N19 Cu2 131.15(16) . . ?
C8 N19 N18 107.13(17) . . ?
N13 N14 Cu2 122.48(15) . . ?
N13 N14 N15 112.29(18) . . ?
N15 N14 Cu2 125.06(15) . . ?
N17 N16 N20 124.22(19) . . ?
N17 N16 C8 109.68(18) . . ?
C8 N16 N20 126.0(2) . . ?
N2 N1 N5 123.9(2) . . ?
C1 N1 N5 126.56(19) . . ?
C1 N1 N2 109.5(2) . . ?
C2 N11 Cu1 130.12(17) . . ?
C2 N11 N10 106.1(2) . . ?
N10 N11 Cu1 123.22(15) . . ?
O3 N22 N21 123.6(2) . . ?
O4 N22 O3 120.29(19) . . ?
O4 N22 N21 116.12(19) . . ?
N22 N21 C8 116.08(19) . . ?
N3 N4 Cu1 124.52(15) . . ?
C1 N4 Cu1 126.89(16) . . ?
C1 N4 N3 107.03(19) . . ?
N14 N13 N12 105.00(19) . . ?
N2 N3 N4 110.43(18) . . ?
N17 N18 N19 110.53(18) . . ?
O1 N7 N6 124.01(19) . . ?
O2 N7 O1 119.7(2) . . ?
O2 N7 N6 116.3(2) . . ?
C7 N15 N14 104.1(2) . . ?
N1 N5 H5A 107.6(17) . . ?
N1 N5 H5B 105.2(17) . . ?
H5A N5 H5B 113(2) . . ?
N13 N12 C6 121.9(2) . . ?
C7 N12 N13 108.92(19) . . ?
C7 N12 C6 129.2(2) . . ?
N18 N17 N16 106.49(18) . . ?
N16 N20 H20A 110.0(19) . . ?
N16 N20 H20B 108(2) . . ?
H20A N20 H20B 111(3) . . ?
N3 N2 N1 106.58(19) . . ?
N7 N6 C1 117.2(2) . . ?
C2 N8 N9 108.6(2) . . ?
C2 N8 C3 129.9(2) . . ?
N9 N8 C3 121.4(2) . . ?
N19 C8 N16 106.13(19) . . ?
N19 C8 N21 135.5(2) . . ?
N16 C8 N21 118.3(2) . . ?
N1 C1 N6 117.6(2) . . ?
N4 C1 N1 106.41(19) . . ?
N4 C1 N6 135.9(2) . . ?
N11 C2 H2 125.6 . . ?
N8 C2 N11 108.8(2) . . ?
N8 C2 H2 125.6 . . ?
N9 N10 N11 109.9(2) . . ?
N15 C7 N12 109.6(2) . . ?
N15 C7 H7 125.2 . . ?
N12 C7 H7 125.2 . . ?
N10 N9 N8 106.6(2) . . ?
N12 C6 H6A 109.4 . . ?
N12 C6 H6B 109.4 . . ?
N12 C6 C5 111.1(2) . . ?
H6A C6 H6B 108.0 . . ?
C5 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
C6 C5 H5C 108.9 . . ?
C6 C5 H5D 108.9 . . ?
H5C C5 H5D 107.7 . . ?
C4 C5 C6 113.3(2) . . ?
C4 C5 H5C 108.9 . . ?
C4 C5 H5D 108.9 . . ?
N8 C3 H3A 108.9 . . ?
N8 C3 H3B 108.9 . . ?
N8 C3 C4 113.5(2) . . ?
H3A C3 H3B 107.7 . . ?
C4 C3 H3A 108.9 . . ?
C4 C3 H3B 108.9 . . ?
C5 C4 H4A 108.8 . . ?
C5 C4 H4B 108.8 . . ?
C3 C4 C5 113.9(2) . . ?
C3 C4 H4A 108.8 . . ?
C3 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
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
Cu2 O3 2.3802(16) 2_466 ?
Cu2 O3 2.3803(16) . ?
Cu2 N19 1.9857(18) . ?
Cu2 N19 1.9857(18) 2_466 ?
Cu2 N14 2.0225(18) 2_466 ?
Cu2 N14 2.0226(18) . ?
Cu1 O1 2.2906(15) 2_675 ?
Cu1 O1 2.2906(15) . ?
Cu1 N11 2.0140(19) . ?
Cu1 N11 2.0140(19) 2_675 ?
Cu1 N4 1.988(2) 2_675 ?
Cu1 N4 1.988(2) . ?
O1 N7 1.261(3) . ?
O3 N22 1.270(2) . ?
O4 N22 1.250(3) . ?
N19 N18 1.366(3) . ?
N19 C8 1.336(3) . ?
O2 N7 1.241(2) . ?
N14 N13 1.301(3) . ?
N14 N15 1.357(3) . ?
N16 N17 1.352(3) . ?
N16 N20 1.397(3) . ?
N16 C8 1.353(3) . ?
N1 N5 1.404(3) . ?
N1 N2 1.356(3) . ?
N1 C1 1.350(3) . ?
N11 C2 1.316(3) . ?
N11 N10 1.342(3) . ?
N22 N21 1.324(3) . ?
N21 C8 1.368(3) . ?
N4 N3 1.368(3) . ?
N4 C1 1.337(3) . ?
N13 N12 1.340(3) . ?
N3 N2 1.287(3) . ?
N18 N17 1.287(3) . ?
N7 N6 1.333(3) . ?
N15 C7 1.316(3) . ?
N5 H5A 0.91(3) . ?
N5 H5B 0.89(3) . ?
N12 C7 1.330(3) . ?
N12 C6 1.476(3) . ?
N20 H20A 0.84(3) . ?
N20 H20B 0.87(3) . ?
N6 C1 1.363(3) . ?
N8 C2 1.308(3) . ?
N8 N9 1.337(3) . ?
N8 C3 1.471(3) . ?
C2 H2 0.9500 . ?
N10 N9 1.294(3) . ?
C7 H7 0.9500 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C5 1.538(4) . ?
C5 H5C 0.9900 . ?
C5 H5D 0.9900 . ?
C5 C4 1.497(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.478(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?
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
? ? ? ? ? ? ? ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu2 O3 N22 O4 149.20(16) . . . . ?
Cu2 O3 N22 N21 -32.3(3) . . . . ?
Cu2 N19 N18 N17 177.26(14) . . . . ?
Cu2 N19 C8 N16 -175.71(14) . . . . ?
Cu2 N19 C8 N21 1.6(4) . . . . ?
Cu2 N14 N13 N12 175.40(14) . . . . ?
Cu2 N14 N15 C7 -175.11(16) . . . . ?
Cu1 O1 N7 O2 153.92(17) . . . . ?
Cu1 O1 N7 N6 -26.8(3) . . . . ?
Cu1 N11 C2 N8 -171.52(17) . . . . ?
Cu1 N11 N10 N9 172.6(2) . . . . ?
Cu1 N4 N3 N2 166.26(16) . . . . ?
Cu1 N4 C1 N1 -166.03(15) . . . . ?
Cu1 N4 C1 N6 11.0(4) . . . . ?
O1 N7 N6 C1 0.7(3) . . . . ?
O3 N22 N21 C8 2.6(3) . . . . ?
O4 N22 N21 C8 -178.8(2) . . . . ?
N19 N18 N17 N16 -1.2(2) . . . . ?
O2 N7 N6 C1 -179.9(2) . . . . ?
N14 N13 N12 C7 -0.1(3) . . . . ?
N14 N13 N12 C6 -178.4(2) . . . . ?
N14 N15 C7 N12 -0.3(3) . . . . ?
N11 N10 N9 N8 -0.6(4) . . . . ?
N22 N21 C8 N19 16.0(4) . . . . ?
N22 N21 C8 N16 -166.9(2) . . . . ?
N4 N3 N2 N1 0.4(3) . . . . ?
N13 N14 N15 C7 0.3(3) . . . . ?
N13 N12 C7 N15 0.3(3) . . . . ?
N13 N12 C6 C5 77.7(3) . . . . ?
N3 N4 C1 N1 0.1(2) . . . . ?
N3 N4 C1 N6 177.2(3) . . . . ?
N18 N19 C8 N16 1.3(2) . . . . ?
N18 N19 C8 N21 178.6(2) . . . . ?
N7 N6 C1 N1 -174.0(2) . . . . ?
N7 N6 C1 N4 9.2(4) . . . . ?
N15 N14 N13 N12 -0.2(2) . . . . ?
N5 N1 N2 N3 -178.4(2) . . . . ?
N5 N1 C1 N4 178.2(2) . . . . ?
N5 N1 C1 N6 0.5(3) . . . . ?
N12 C6 C5 C4 -64.5(3) . . . . ?
N17 N16 C8 N19 -2.0(2) . . . . ?
N17 N16 C8 N21 -179.88(19) . . . . ?
N20 N16 N17 N18 177.8(2) . . . . ?
N20 N16 C8 N19 -177.8(2) . . . . ?
N20 N16 C8 N21 4.4(3) . . . . ?
N2 N1 C1 N4 0.1(3) . . . . ?
N2 N1 C1 N6 -177.60(19) . . . . ?
N8 C3 C4 C5 65.4(3) . . . . ?
C8 N19 N18 N17 -0.1(2) . . . . ?
C8 N16 N17 N18 2.0(2) . . . . ?
C1 N1 N2 N3 -0.3(3) . . . . ?
C1 N4 N3 N2 -0.3(3) . . . . ?
C2 N11 N10 N9 0.6(4) . . . . ?
C2 N8 N9 N10 0.5(4) . . . . ?
C2 N8 C3 C4 80.3(4) . . . . ?
N10 N11 C2 N8 -0.3(3) . . . . ?
C7 N12 C6 C5 -100.3(3) . . . . ?
N9 N8 C2 N11 -0.1(3) . . . . ?
N9 N8 C3 C4 -104.4(3) . . . . ?
C6 N12 C7 N15 178.5(2) . . . . ?
C6 C5 C4 C3 -179.5(2) . . . . ?
C3 N8 C2 N11 175.6(2) . . . . ?
C3 N8 N9 N10 -175.7(3) . . . . ?
