#------------------------------------------------------------------------------
#$Date: 2021-09-06 14:20:08 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268787 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/77/7707754.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_7707754
loop_
_publ_author_name
'Gruhne, Michael S.'
'Lenz, Tobias'
'Rösch, Markus'
'Lommel, Marcus'
'Wurzenberger, Maximilian H. H.'
'Klapötke, Thomas M'
'Stierstorfer, Jörg'
_publ_section_title
;
 Nitratoethyl-5H-tetrazoles: improving the oxygen balance through
 application of organic nitrates in energetic coordination compounds.
;
_journal_issue                   31
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10811
_journal_page_last               10825
_journal_paper_doi               10.1039/d1dt01898a
_journal_volume                  50
_journal_year                    2021
_chemical_formula_sum            'C30 H34 Cu N36 O36'
_chemical_formula_weight         1538.47
_chemical_name_common
;          
trinitrophloroglucinato tetrakis(2-nitratoethyl-5H-tetrazole) copper(II) 
di(2-nitratoethyl-5H-tetrazole)
;
_chemical_name_systematic
;
trinitrophloroglucinato tetrakis(2-nitratoethyl-5H-tetrazole) copper(II) 
di(2-nitratoethyl-5H-tetrazole)
;
_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   geom
_atom_sites_solution_primary     difmap
_audit_creation_date             2020-10-17
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-05-17 deposited with the CCDC.	2021-06-29 downloaded from the CCDC.
;
_cell_angle_alpha                101.080(5)
_cell_angle_beta                 103.168(5)
_cell_angle_gamma                107.579(6)
_cell_formula_units_Z            1
_cell_length_a                   8.4568(6)
_cell_length_b                   11.2204(8)
_cell_length_c                   16.7588(10)
_cell_measurement_reflns_used    2541
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      25.0820
_cell_measurement_theta_min      2.0580
_cell_volume                     1416.56(19)
_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  'Microsoft Word 2016'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      123(2)
_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 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -14.00  44.00   1.00    5.00    --  -28.70  38.00 -90.00   58
  2  ω    -55.00 -27.00   1.00    5.00    --  -28.70  38.00 -90.00   28
  3  ω    -59.00  36.00   1.00    5.00    --  -28.70  77.00  60.00   95
  4  ω    -57.00  38.00   1.00    5.00    --  -28.70  78.00 140.00   95
  5  ω      6.00 100.00   1.00    5.00    --   29.64  57.00-150.00   94
  6  ω      6.00  99.00   1.00    5.00    --   29.64  57.00  30.00   93
  7  ω      6.00  97.00   1.00    5.00    --   29.64  57.00 -60.00   91
  8  ω    -40.00  44.00   1.00    5.00    --   29.64 -57.00 -30.00   84
  9  ω    -32.00  -3.00   1.00    5.00    --   29.64 128.00 -26.97   29
 10  ω      6.00  99.00   1.00    5.00    --   29.64  57.00 120.00   93
 11  ω    -31.00  -2.00   1.00    5.00    --   29.64 126.00-127.22   29
 12  ω    -14.00  74.00   1.00    5.00    --   29.64 -99.00 -90.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0886967000
_diffrn_orient_matrix_UB_12      -0.0064128000
_diffrn_orient_matrix_UB_13      -0.0083472000
_diffrn_orient_matrix_UB_21      -0.0225163000
_diffrn_orient_matrix_UB_22      -0.0512915000
_diffrn_orient_matrix_UB_23      -0.0375264000
_diffrn_orient_matrix_UB_31      -0.0127989000
_diffrn_orient_matrix_UB_32      -0.0458565000
_diffrn_orient_matrix_UB_33      0.0239511000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0866
_diffrn_reflns_av_sigmaI/netI    0.2028
_diffrn_reflns_av_unetI/netI     0.1001
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            21342
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         1.984
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.524
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95373
_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            green
_exptl_crystal_density_diffrn    1.803
_exptl_crystal_description       platelet
_exptl_crystal_F_000             783
_exptl_crystal_size_max          0.382
_exptl_crystal_size_mid          0.304
_exptl_crystal_size_min          0.058
_refine_diff_density_max         0.720
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     468
_refine_ls_number_reflns         5794
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0967
_refine_ls_R_factor_gt           0.0534
_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)+(0.0299P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0963
_refine_ls_wR_factor_ref         0.1184
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3757
_reflns_number_total             5794
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt01898a2.cif
_cod_data_source_block           px372
_cod_depositor_comments
'Adding full bibliography for 7707739--7707758.cif.'
_cod_original_cell_volume        1416.55(18)
_cod_database_code               7707754
_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   0.825
_shelx_estimated_absorpt_t_max   0.970
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
Cu4 Cu 0.500000 0.500000 0.500000 0.01758(17) Uani 1 2 d S . P . .
O4 O 0.4852(3) 0.9544(2) 0.32791(14) 0.0214(6) Uani 1 1 d . . . . .
H4 H 0.533256 1.025908 0.319143 0.032 Uiso 1 1 calc R U . . .
O5 O 0.7194(3) 1.1797(2) 0.36650(15) 0.0247(6) Uani 1 1 d . . . . .
O9 O 0.7497(3) 0.8939(2) 0.68806(14) 0.0211(6) Uani 1 1 d . . . . .
O1 O 0.5296(3) 0.7173(2) 0.52616(14) 0.0187(6) Uani 1 1 d . . . . .
O8 O 0.9980(3) 0.9349(2) 0.66279(15) 0.0236(6) Uani 1 1 d . . . . .
O7 O 0.9901(3) 1.1168(2) 0.57902(15) 0.0208(6) Uani 1 1 d . . . . .
H7 H 1.018863 1.177063 0.556186 0.031 Uiso 1 1 calc R U . . .
O10 O 0.1881(3) 0.2078(2) 0.81162(15) 0.0242(6) Uani 1 1 d . . . . .
O6 O 0.9523(3) 1.2468(2) 0.47564(15) 0.0229(6) Uani 1 1 d . . . . .
O13 O 0.1226(3) 0.3758(2) 0.17561(15) 0.0254(6) Uani 1 1 d . . . . .
O12 O 0.3264(3) 0.0664(2) 0.79870(16) 0.0271(6) Uani 1 1 d . . . . .
N8 N 0.3123(4) 0.4516(3) 0.70016(17) 0.0173(7) Uani 1 1 d . . . . .
N15 N 0.2526(3) 0.4521(3) 0.42903(17) 0.0159(6) Uani 1 1 d . . . . .
N6 N 0.8409(4) 0.9164(3) 0.64093(17) 0.0175(7) Uani 1 1 d . . . . .
O15 O 0.3099(4) 0.4654(3) 0.11515(17) 0.0397(8) Uani 1 1 d . . . . .
O2 O 0.2216(3) 0.7414(3) 0.37966(18) 0.0365(7) Uani 1 1 d . . . . .
N5 N 0.8058(4) 1.1603(3) 0.43131(18) 0.0197(7) Uani 1 1 d . . . . .
N4 N 0.3573(4) 0.7372(3) 0.36882(18) 0.0180(7) Uani 1 1 d . . . . .
O11 O 0.1527(4) 0.0571(3) 0.87693(17) 0.0356(7) Uani 1 1 d . . . . .
N12 N -0.0067(4) 0.4592(3) 0.37407(18) 0.0209(7) Uani 1 1 d . . . . .
N13 N 0.0296(4) 0.3716(3) 0.32355(18) 0.0181(7) Uani 1 1 d . . . . .
N7 N 0.4065(4) 0.5774(3) 0.73705(18) 0.0193(7) Uani 1 1 d . . . . .
O3 O 0.3644(3) 0.6523(3) 0.31396(17) 0.0397(8) Uani 1 1 d . . . . .
O14 O 0.2016(4) 0.2533(3) 0.08256(18) 0.0432(8) Uani 1 1 d . . . . .
N14 N 0.1828(4) 0.3641(3) 0.35361(18) 0.0190(7) Uani 1 1 d . . . . .
O18 O 0.4461(4) 1.0920(3) 0.19169(18) 0.0411(8) Uani 1 1 d . . . . .
N10 N 0.4186(3) 0.5093(3) 0.60607(17) 0.0179(7) Uani 1 1 d . . . . .
N11 N 0.2276(4) 0.1010(3) 0.8304(2) 0.0251(7) Uani 1 1 d . . . . .
N9 N 0.3143(4) 0.4070(3) 0.62226(18) 0.0198(7) Uani 1 1 d . . . . .
N16 N 0.2167(4) 0.3614(4) 0.1190(2) 0.0300(8) Uani 1 1 d . . . . .
O16 O 0.2986(4) 0.9646(3) 0.05821(19) 0.0489(8) Uani 1 1 d . . . . .
N18 N 0.2695(4) 0.7031(3) 0.05031(19) 0.0298(8) Uani 1 1 d . . . . .
C6 C 0.7584(4) 0.9221(3) 0.5562(2) 0.0150(7) Uani 1 1 d . . . . .
N20 N 0.2233(5) 0.5793(3) -0.0705(2) 0.0356(9) Uani 1 1 d . . . . .
O17 O 0.5421(5) 1.1239(3) 0.0861(2) 0.0614(10) Uani 1 1 d . . . . .
N19 N 0.1459(4) 0.6312(3) -0.0211(2) 0.0344(8) Uani 1 1 d . . . . .
C5 C 0.8350(4) 1.0294(3) 0.5311(2) 0.0161(8) Uani 1 1 d . . . . .
N17 N 0.4266(4) 0.7032(3) 0.0513(2) 0.0317(8) Uani 1 1 d . . . . .
C4 C 0.7419(4) 1.0471(3) 0.4539(2) 0.0164(8) Uani 1 1 d . . . . .
N21 N 0.4403(5) 1.0695(4) 0.1181(2) 0.0400(9) Uani 1 1 d . . . . .
C1 C 0.5977(4) 0.8181(3) 0.5053(2) 0.0167(8) Uani 1 1 d . . . . .
C3 C 0.5807(4) 0.9481(3) 0.4010(2) 0.0177(8) Uani 1 1 d . . . . .
C10 C 0.1374(4) 0.5080(3) 0.4401(2) 0.0192(8) Uani 1 1 d . . . . .
H10 H 0.156425 0.574908 0.489447 0.023 Uiso 1 1 calc R U . . .
C9 C 0.2865(4) 0.2680(3) 0.7601(2) 0.0202(8) Uani 1 1 d . . . . .
H9A H 0.269589 0.203673 0.706489 0.024 Uiso 1 1 calc R U . . .
H9B H 0.412374 0.308870 0.791897 0.024 Uiso 1 1 calc R U . . .
C7 C 0.4702(4) 0.6104(4) 0.6762(2) 0.0196(8) Uani 1 1 d . . . . .
H7A H 0.544236 0.696048 0.681363 0.023 Uiso 1 1 calc R U . . .
C2 C 0.5205(4) 0.8388(3) 0.4264(2) 0.0152(7) Uani 1 1 d . . . . .
C11 C -0.0902(4) 0.2889(4) 0.2386(2) 0.0205(8) Uani 1 1 d . . . . .
H11A H -0.161152 0.336215 0.213641 0.025 Uiso 1 1 calc R U . . .
H11B H -0.170222 0.208626 0.244772 0.025 Uiso 1 1 calc R U . . .
C8 C 0.2099(4) 0.3696(3) 0.7424(2) 0.0203(8) Uani 1 1 d . . . . .
H8A H 0.087550 0.326155 0.705393 0.024 Uiso 1 1 calc R U . . .
H8B H 0.211142 0.424088 0.796716 0.024 Uiso 1 1 calc R U . . .
C12 C 0.0085(5) 0.2531(3) 0.1797(2) 0.0219(8) Uani 1 1 d . . . . .
H12A H 0.076938 0.202726 0.202488 0.026 Uiso 1 1 calc R U . . .
H12B H -0.072346 0.200278 0.122327 0.026 Uiso 1 1 calc R U . . .
C13 C 0.3919(5) 0.6251(4) -0.0250(3) 0.0339(10) Uani 1 1 d . . . . .
H13 H 0.478167 0.603446 -0.045784 0.041 Uiso 1 1 calc R U . . .
C14 C 0.2369(6) 0.7810(5) 0.1219(3) 0.0439(12) Uani 1 1 d . . . . .
H14A H 0.344051 0.819645 0.171400 0.053 Uiso 1 1 calc R U . . .
H14B H 0.144221 0.723774 0.139088 0.053 Uiso 1 1 calc R U . . .
C15 C 0.1821(6) 0.8882(5) 0.0970(3) 0.0505(13) Uani 1 1 d . . . . .
H15A H 0.062824 0.849244 0.056169 0.061 Uiso 1 1 calc R U . . .
H15B H 0.178762 0.946751 0.148417 0.061 Uiso 1 1 calc R U . . .
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
N15 Cu4 N15 180.0 . 2_666 ?
N15 Cu4 N10 88.72(11) . . ?
N15 Cu4 N10 91.28(11) 2_666 . ?
N15 Cu4 N10 91.28(11) . 2_666 ?
N15 Cu4 N10 88.72(11) 2_666 2_666 ?
N10 Cu4 N10 180.0 . 2_666 ?
N15 Cu4 O1 88.71(10) . . ?
N15 Cu4 O1 91.29(10) 2_666 . ?
N10 Cu4 O1 84.12(10) . . ?
N10 Cu4 O1 95.88(10) 2_666 . ?
N15 Cu4 O1 91.29(10) . 2_666 ?
N15 Cu4 O1 88.71(10) 2_666 2_666 ?
N10 Cu4 O1 95.88(10) . 2_666 ?
N10 Cu4 O1 84.12(10) 2_666 2_666 ?
O1 Cu4 O1 180.0 . 2_666 ?
C3 O4 H4 109.5 . . ?
C1 O1 Cu4 141.1(2) . . ?
C5 O7 H7 109.5 . . ?
N11 O10 C9 113.2(2) . . ?
N16 O13 C12 113.4(3) . . ?
N9 N8 N7 115.0(3) . . ?
N9 N8 C8 122.4(3) . . ?
N7 N8 C8 122.6(3) . . ?
N14 N15 C10 107.2(3) . . ?
N14 N15 Cu4 122.7(2) . . ?
C10 N15 Cu4 129.6(2) . . ?
O9 N6 O8 122.9(3) . . ?
O9 N6 C6 118.0(3) . . ?
O8 N6 C6 119.1(3) . . ?
O5 N5 O6 118.6(3) . . ?
O5 N5 C4 120.7(3) . . ?
O6 N5 C4 120.6(3) . . ?
O2 N4 O3 123.4(3) . . ?
O2 N4 C2 117.8(3) . . ?
O3 N4 C2 118.8(3) . . ?
C10 N12 N13 100.9(3) . . ?
N14 N13 N12 115.2(3) . . ?
N14 N13 C11 121.5(3) . . ?
N12 N13 C11 123.3(3) . . ?
C7 N7 N8 101.3(3) . . ?
N13 N14 N15 104.4(3) . . ?
N9 N10 C7 106.3(3) . . ?
N9 N10 Cu4 124.5(2) . . ?
C7 N10 Cu4 128.9(2) . . ?
O11 N11 O12 129.6(3) . . ?
O11 N11 O10 112.3(3) . . ?
O12 N11 O10 118.1(3) . . ?
N8 N9 N10 104.8(3) . . ?
O14 N16 O15 128.6(4) . . ?
O14 N16 O13 118.8(3) . . ?
O15 N16 O13 112.7(3) . . ?
N21 O16 C15 113.3(3) . . ?
N19 N18 N17 114.3(3) . . ?
N19 N18 C14 122.7(3) . . ?
N17 N18 C14 123.0(3) . . ?
C5 C6 C1 124.0(3) . . ?
C5 C6 N6 118.0(3) . . ?
C1 C6 N6 118.0(3) . . ?
N19 N20 C13 105.5(3) . . ?
N18 N19 N20 105.7(3) . . ?
O7 C5 C6 120.3(3) . . ?
O7 C5 C4 120.9(3) . . ?
C6 C5 C4 118.8(3) . . ?
C13 N17 N18 100.9(3) . . ?
N5 C4 C3 119.8(3) . . ?
N5 C4 C5 120.5(3) . . ?
C3 C4 C5 119.7(3) . . ?
O17 N21 O18 128.8(4) . . ?
O17 N21 O16 112.5(4) . . ?
O18 N21 O16 118.8(4) . . ?
O1 C1 C2 122.1(3) . . ?
O1 C1 C6 124.6(3) . . ?
C2 C1 C6 113.3(3) . . ?
O4 C3 C2 117.7(3) . . ?
O4 C3 C4 124.4(3) . . ?
C2 C3 C4 118.0(3) . . ?
N12 C10 N15 112.2(3) . . ?
N12 C10 H10 123.9 . . ?
N15 C10 H10 123.9 . . ?
O10 C9 C8 102.9(3) . . ?
O10 C9 H9A 111.2 . . ?
C8 C9 H9A 111.2 . . ?
O10 C9 H9B 111.2 . . ?
C8 C9 H9B 111.2 . . ?
H9A C9 H9B 109.1 . . ?
N7 C7 N10 112.5(3) . . ?
N7 C7 H7A 123.7 . . ?
N10 C7 H7A 123.7 . . ?
C3 C2 C1 125.8(3) . . ?
C3 C2 N4 116.3(3) . . ?
C1 C2 N4 117.8(3) . . ?
N13 C11 C12 111.1(3) . . ?
N13 C11 H11A 109.4 . . ?
C12 C11 H11A 109.4 . . ?
N13 C11 H11B 109.4 . . ?
C12 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
N8 C8 C9 109.6(3) . . ?
N8 C8 H8A 109.8 . . ?
C9 C8 H8A 109.8 . . ?
N8 C8 H8B 109.8 . . ?
C9 C8 H8B 109.8 . . ?
H8A C8 H8B 108.2 . . ?
O13 C12 C11 105.3(3) . . ?
O13 C12 H12A 110.7 . . ?
C11 C12 H12A 110.7 . . ?
O13 C12 H12B 110.7 . . ?
C11 C12 H12B 110.7 . . ?
H12A C12 H12B 108.8 . . ?
N17 C13 N20 113.4(4) . . ?
N17 C13 H13 123.3 . . ?
N20 C13 H13 123.3 . . ?
N18 C14 C15 110.9(3) . . ?
N18 C14 H14A 109.5 . . ?
C15 C14 H14A 109.5 . . ?
N18 C14 H14B 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 108.0 . . ?
O16 C15 C14 112.8(4) . . ?
O16 C15 H15A 109.0 . . ?
C14 C15 H15A 109.0 . . ?
O16 C15 H15B 109.0 . . ?
C14 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
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
Cu4 N15 2.005(3) . ?
Cu4 N15 2.005(3) 2_666 ?
Cu4 N10 2.043(3) . ?
Cu4 N10 2.043(3) 2_666 ?
Cu4 O1 2.318(2) . ?
Cu4 O1 2.318(2) 2_666 ?
O4 C3 1.332(4) . ?
O4 H4 0.8400 . ?
O5 N5 1.260(3) . ?
O9 N6 1.232(3) . ?
O1 C1 1.258(4) . ?
O8 N6 1.235(3) . ?
O7 C5 1.329(4) . ?
O7 H7 0.8400 . ?
O10 N11 1.410(4) . ?
O10 C9 1.450(4) . ?
O6 N5 1.267(3) . ?
O13 N16 1.387(4) . ?
O13 C12 1.447(4) . ?
O12 N11 1.205(4) . ?
N8 N9 1.311(4) . ?
N8 N7 1.331(4) . ?
N8 C8 1.465(4) . ?
N15 N14 1.322(4) . ?
N15 C10 1.335(4) . ?
N6 C6 1.456(4) . ?
O15 N16 1.218(4) . ?
O2 N4 1.215(4) . ?
N5 C4 1.382(4) . ?
N4 O3 1.217(4) . ?
N4 C2 1.468(4) . ?
O11 N11 1.198(3) . ?
N12 C10 1.326(4) . ?
N12 N13 1.326(4) . ?
N13 N14 1.312(4) . ?
N13 C11 1.477(4) . ?
N7 C7 1.319(4) . ?
O14 N16 1.203(4) . ?
O18 N21 1.197(4) . ?
N10 N9 1.336(4) . ?
N10 C7 1.348(4) . ?
O16 N21 1.405(5) . ?
O16 C15 1.457(5) . ?
N18 N19 1.314(4) . ?
N18 N17 1.325(4) . ?
N18 C14 1.474(5) . ?
C6 C5 1.376(4) . ?
C6 C1 1.438(5) . ?
N20 N19 1.322(4) . ?
N20 C13 1.338(5) . ?
O17 N21 1.192(4) . ?
C5 C4 1.436(4) . ?
N17 C13 1.316(5) . ?
C4 C3 1.427(5) . ?
C1 C2 1.429(4) . ?
C3 C2 1.366(4) . ?
C10 H10 0.9500 . ?
C9 C8 1.514(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C7 H7A 0.9500 . ?
C11 C12 1.503(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13 0.9500 . ?
C14 C15 1.509(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 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
O4 H4 O5 0.84 1.83 2.548(3) 142.5 .
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
C10 N12 N13 N14 -0.1(4) . . . . ?
C10 N12 N13 C11 -179.0(3) . . . . ?
N9 N8 N7 C7 -0.2(4) . . . . ?
C8 N8 N7 C7 -178.6(3) . . . . ?
N12 N13 N14 N15 0.2(4) . . . . ?
C11 N13 N14 N15 179.1(3) . . . . ?
C10 N15 N14 N13 -0.2(3) . . . . ?
Cu4 N15 N14 N13 -172.75(19) . . . . ?
C9 O10 N11 O11 176.0(3) . . . . ?
C9 O10 N11 O12 -4.6(4) . . . . ?
N7 N8 N9 N10 0.8(4) . . . . ?
C8 N8 N9 N10 179.3(3) . . . . ?
C7 N10 N9 N8 -1.1(3) . . . . ?
Cu4 N10 N9 N8 172.4(2) . . . . ?
C12 O13 N16 O14 -2.9(4) . . . . ?
C12 O13 N16 O15 178.8(3) . . . . ?
O9 N6 C6 C5 128.7(3) . . . . ?
O8 N6 C6 C5 -50.9(4) . . . . ?
O9 N6 C6 C1 -48.6(4) . . . . ?
O8 N6 C6 C1 131.8(3) . . . . ?
N17 N18 N19 N20 0.5(4) . . . . ?
C14 N18 N19 N20 178.3(3) . . . . ?
C13 N20 N19 N18 -0.5(4) . . . . ?
C1 C6 C5 O7 -175.1(3) . . . . ?
N6 C6 C5 O7 7.8(5) . . . . ?
C1 C6 C5 C4 6.9(5) . . . . ?
N6 C6 C5 C4 -170.1(3) . . . . ?
N19 N18 N17 C13 -0.3(4) . . . . ?
C14 N18 N17 C13 -178.0(4) . . . . ?
O5 N5 C4 C3 3.3(5) . . . . ?
O6 N5 C4 C3 -177.0(3) . . . . ?
O5 N5 C4 C5 -175.6(3) . . . . ?
O6 N5 C4 C5 4.1(5) . . . . ?
O7 C5 C4 N5 -4.9(5) . . . . ?
C6 C5 C4 N5 173.1(3) . . . . ?
O7 C5 C4 C3 176.2(3) . . . . ?
C6 C5 C4 C3 -5.8(5) . . . . ?
C15 O16 N21 O17 173.9(4) . . . . ?
C15 O16 N21 O18 -5.3(5) . . . . ?
Cu4 O1 C1 C2 78.8(4) . . . . ?
Cu4 O1 C1 C6 -100.6(4) . . . . ?
C5 C6 C1 O1 177.3(3) . . . . ?
N6 C6 C1 O1 -5.6(5) . . . . ?
C5 C6 C1 C2 -2.1(5) . . . . ?
N6 C6 C1 C2 175.0(3) . . . . ?
N5 C4 C3 O4 1.8(5) . . . . ?
C5 C4 C3 O4 -179.3(3) . . . . ?
N5 C4 C3 C2 -178.8(3) . . . . ?
C5 C4 C3 C2 0.1(5) . . . . ?
N13 N12 C10 N15 0.0(4) . . . . ?
N14 N15 C10 N12 0.1(4) . . . . ?
Cu4 N15 C10 N12 172.0(2) . . . . ?
N11 O10 C9 C8 175.1(3) . . . . ?
N8 N7 C7 N10 -0.6(4) . . . . ?
N9 N10 C7 N7 1.1(4) . . . . ?
Cu4 N10 C7 N7 -172.0(2) . . . . ?
O4 C3 C2 C1 -175.3(3) . . . . ?
C4 C3 C2 C1 5.2(5) . . . . ?
O4 C3 C2 N4 1.5(5) . . . . ?
C4 C3 C2 N4 -178.0(3) . . . . ?
O1 C1 C2 C3 176.3(3) . . . . ?
C6 C1 C2 C3 -4.3(5) . . . . ?
O1 C1 C2 N4 -0.5(5) . . . . ?
C6 C1 C2 N4 178.9(3) . . . . ?
O2 N4 C2 C3 -90.6(4) . . . . ?
O3 N4 C2 C3 90.7(4) . . . . ?
O2 N4 C2 C1 86.5(4) . . . . ?
O3 N4 C2 C1 -92.2(4) . . . . ?
N14 N13 C11 C12 -28.0(4) . . . . ?
N12 N13 C11 C12 150.8(3) . . . . ?
N9 N8 C8 C9 68.2(4) . . . . ?
N7 N8 C8 C9 -113.5(3) . . . . ?
O10 C9 C8 N8 172.4(3) . . . . ?
N16 O13 C12 C11 -176.0(2) . . . . ?
N13 C11 C12 O13 -58.4(3) . . . . ?
N18 N17 C13 N20 -0.1(4) . . . . ?
N19 N20 C13 N17 0.4(5) . . . . ?
N19 N18 C14 C15 -65.4(5) . . . . ?
N17 N18 C14 C15 112.2(4) . . . . ?
N21 O16 C15 C14 -87.7(4) . . . . ?
N18 C14 C15 O16 -50.1(5) . . . . ?
