# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sx013
_database_code_depnum_ccdc_archive 'CCDC 2394588'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2024-10-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2024-01-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;

_chemical_name_systematic        
'1,4-ditetrazol-1-yl-propane bis(1-amino-5-nitriminotetrazolato) copper(II)'
_chemical_name_common            ?
_chemical_compound_source        
'1,4-ditetrazol-1-yl-propane bis(1-amino-5-nitriminotetrazolato) copper(II)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H20 Cu N30 O4'
_chemical_formula_sum            'C12 H20 Cu N30 O4'
_chemical_formula_weight         712.12

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'



_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.1719(5)
_cell_length_b                   8.6415(6)
_cell_length_c                   10.9893(9)
_cell_angle_alpha                81.323(6)
_cell_angle_beta                 77.233(6)
_cell_angle_gamma                86.399(6)
_cell_volume                     656.33(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    123
_cell_measurement_reflns_used    1856
_cell_measurement_theta_min      2.3880
_cell_measurement_theta_max      29.6880

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.922
_shelx_estimated_absorpt_T_min   0.656
_shelx_estimated_absorpt_T_max   0.913
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.69839
_exptl_absorpt_correction_T_max  1.00000
_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_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.802
_exptl_crystal_F_000             363
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      123
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XCalibur Sapphire 3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            4779
_diffrn_reflns_av_unetI/netI     0.0658
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_sigmaI/netI    0.0675
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.919
_diffrn_reflns_theta_max         26.364
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             2631
_reflns_number_gt                2256
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0840P)²+0.0068P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2631
_refine_ls_number_parameters     222
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.1419
_refine_ls_wR_factor_gt          0.1298
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3



_diffrn_orient_matrix_UB_11      -0.0169797000
_diffrn_orient_matrix_UB_12      0.0464474000
_diffrn_orient_matrix_UB_13      0.0495639000
_diffrn_orient_matrix_UB_21      -0.0790362000
_diffrn_orient_matrix_UB_22      -0.0462793000
_diffrn_orient_matrix_UB_23      0.0320700000
_diffrn_orient_matrix_UB_31      0.0613032000
_diffrn_orient_matrix_UB_32      -0.0510043000
_diffrn_orient_matrix_UB_33      0.0313585000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     18.00  87.00   1.00    3.00    --   20.19  57.00-180.00   69
  2  ω     -5.00  39.00   1.00    3.00    --   20.19  77.00 150.00   44
  3  ω     -5.00  30.00   1.00    3.00    --   20.19  77.00 -90.00   35
  4  ω    -42.00  37.00   1.00    3.00    --   20.19 -57.00 -90.00   79
  5  ω     -7.00  33.00   1.00    3.00    --   20.19  77.00  30.00   40
  6  ω    -41.00 -14.00   1.00    3.00    --   20.19 -57.00   0.00   27
  7  ω    -43.00  37.00   1.00    3.00    --   20.19 -57.00  30.00   80
;



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_
_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 0.500000 0.000000 1.000000 0.0169(2) Uani 1 2 d S . P . .
O1 O 0.4972(3) -0.0242(2) 0.7850(2) 0.0242(5) Uani 1 1 d . . . . .
N11 N 0.4131(3) 0.2235(3) 0.9641(2) 0.0170(5) Uani 1 1 d . . . . .
O2 O 0.5960(4) -0.1418(3) 0.6194(2) 0.0351(6) Uani 1 1 d . . . . .
N8 N 0.3562(3) 0.4574(3) 0.8826(2) 0.0180(5) Uani 1 1 d . . . . .
N4 N 0.7593(3) 0.0601(3) 0.8993(2) 0.0189(5) Uani 1 1 d . . . . .
N12 N 0.1358(3) 0.5983(3) 0.5959(2) 0.0218(6) Uani 1 1 d . . . . .
N1 N 1.0247(3) 0.0973(3) 0.7645(3) 0.0241(6) Uani 1 1 d . . . . .
N3 N 0.8758(4) 0.1460(3) 0.9448(3) 0.0247(6) Uani 1 1 d . . . . .
N10 N 0.3016(4) 0.3009(3) 1.0543(2) 0.0223(6) Uani 1 1 d . . . . .
N7 N 0.6332(4) -0.0723(3) 0.7013(3) 0.0244(6) Uani 1 1 d . . . . .
N9 N 0.2683(4) 0.4427(3) 1.0057(3) 0.0253(6) Uani 1 1 d . . . . .
N13 N 0.2142(4) 0.4746(3) 0.5400(3) 0.0266(6) Uani 1 1 d . . . . .
N6 N 0.8155(4) -0.0487(3) 0.6956(3) 0.0231(6) Uani 1 1 d . . . . .
N14 N 0.2857(4) 0.5277(3) 0.4235(3) 0.0310(6) Uani 1 1 d . . . . .
N2 N 1.0356(4) 0.1690(3) 0.8635(3) 0.0273(6) Uani 1 1 d . . . . .
N15 N 0.2565(4) 0.6849(3) 0.4021(3) 0.0339(7) Uani 1 1 d . . . . .
N5 N 1.1717(4) 0.0910(4) 0.6572(3) 0.0326(7) Uani 1 1 d . . . . .
C4 C 0.1533(4) 0.6718(3) 0.7992(3) 0.0206(6) Uani 1 1 d . . . . .
H4A H 0.080639 0.669747 0.887132 0.025 Uiso 1 1 calc R U . . .
H4B H 0.160268 0.782551 0.759432 0.025 Uiso 1 1 calc R U . . .
C2 C 0.4450(4) 0.3221(3) 0.8584(3) 0.0187(6) Uani 1 1 d . . . . .
H2 H 0.518101 0.300398 0.779221 0.022 Uiso 1 1 calc R U . . .
C3 C 0.3547(4) 0.6090(3) 0.8017(3) 0.0202(6) Uani 1 1 d . . . . .
H3A H 0.423536 0.596896 0.714905 0.024 Uiso 1 1 calc R U . . .
H3B H 0.423425 0.685452 0.832787 0.024 Uiso 1 1 calc R U . . .
C5 C 0.0432(4) 0.5844(4) 0.7301(3) 0.0224(6) Uani 1 1 d . . . . .
H5C H 0.037735 0.472546 0.767104 0.027 Uiso 1 1 calc R U . . .
H5D H -0.089416 0.627859 0.739545 0.027 Uiso 1 1 calc R U . . .
C1 C 0.8542(4) 0.0309(3) 0.7851(3) 0.0203(6) Uani 1 1 d . . . . .
C6 C 0.1632(5) 0.7259(4) 0.5100(3) 0.0309(8) Uani 1 1 d . . . . .
H6 H 0.122005 0.829498 0.524416 0.037 Uiso 1 1 calc R U . . .
H5A H 1.280(7) 0.061(5) 0.690(5) 0.061(14) Uiso 1 1 d . . . . .
H5B H 1.175(6) 0.184(5) 0.631(5) 0.051(14) Uiso 1 1 d . . . . .


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 O1 2.408(2) 2_657 ?
Cu1 O1 2.408(2) . ?
Cu1 N11 2.001(2) 2_657 ?
Cu1 N11 2.001(2) . ?
Cu1 N4 1.998(2) 2_657 ?
Cu1 N4 1.998(2) . ?
O1 N7 1.280(3) . ?
N11 N10 1.360(3) . ?
N11 C2 1.317(4) . ?
O2 N7 1.238(3) . ?
N8 N9 1.350(4) . ?
N8 C2 1.330(4) . ?
N8 C3 1.469(4) . ?
N4 N3 1.369(3) . ?
N4 C1 1.341(4) . ?
N12 N13 1.344(3) . ?
N12 C5 1.468(4) . ?
N12 C6 1.333(4) . ?
N1 N2 1.349(4) . ?
N1 N5 1.403(4) . ?
N1 C1 1.342(4) . ?
N3 N2 1.294(4) . ?
N10 N9 1.291(4) . ?
N7 N6 1.322(4) . ?
N13 N14 1.294(4) . ?
N6 C1 1.366(4) . ?
N14 N15 1.355(4) . ?
N15 C6 1.313(4) . ?
N5 H5A 0.93(5) . ?
N5 H5B 0.81(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.515(4) . ?
C4 C5 1.511(4) . ?
C2 H2 0.9500 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C5 H5C 0.9900 . ?
C5 H5D 0.9900 . ?
C6 H6 0.9500 . ?

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
O1 Cu1 O1 180.0 . 2_657 ?
N11 Cu1 O1 92.34(9) . 2_657 ?
N11 Cu1 O1 87.66(9) . . ?
N11 Cu1 O1 87.66(9) 2_657 2_657 ?
N11 Cu1 O1 92.34(9) 2_657 . ?
N11 Cu1 N11 180.0 2_657 . ?
N4 Cu1 O1 106.01(9) 2_657 . ?
N4 Cu1 O1 106.01(9) . 2_657 ?
N4 Cu1 O1 73.99(9) . . ?
N4 Cu1 O1 73.99(9) 2_657 2_657 ?
N4 Cu1 N11 91.75(9) 2_657 . ?
N4 Cu1 N11 88.25(9) . . ?
N4 Cu1 N11 91.75(9) . 2_657 ?
N4 Cu1 N11 88.25(9) 2_657 2_657 ?
N4 Cu1 N4 180.0 . 2_657 ?
N7 O1 Cu1 128.05(18) . . ?
N10 N11 Cu1 122.38(19) . . ?
C2 N11 Cu1 130.3(2) . . ?
C2 N11 N10 107.3(2) . . ?
N9 N8 C3 120.6(2) . . ?
C2 N8 N9 108.8(2) . . ?
C2 N8 C3 130.5(3) . . ?
N3 N4 Cu1 121.2(2) . . ?
C1 N4 Cu1 131.6(2) . . ?
C1 N4 N3 107.2(2) . . ?
N13 N12 C5 122.6(3) . . ?
C6 N12 N13 108.1(3) . . ?
C6 N12 C5 129.2(3) . . ?
N2 N1 N5 124.7(3) . . ?
C1 N1 N2 110.0(3) . . ?
C1 N1 N5 125.2(3) . . ?
N2 N3 N4 109.8(3) . . ?
N9 N10 N11 109.3(2) . . ?
O1 N7 N6 123.1(3) . . ?
O2 N7 O1 119.8(3) . . ?
O2 N7 N6 117.1(3) . . ?
N10 N9 N8 107.1(2) . . ?
N14 N13 N12 106.7(3) . . ?
N7 N6 C1 116.5(3) . . ?
N13 N14 N15 110.3(3) . . ?
N3 N2 N1 106.8(2) . . ?
C6 N15 N14 106.1(3) . . ?
N1 N5 H5A 104(3) . . ?
N1 N5 H5B 98(3) . . ?
H5A N5 H5B 109(4) . . ?
H4A C4 H4B 107.5 . . ?
C3 C4 H4A 108.4 . . ?
C3 C4 H4B 108.4 . . ?
C5 C4 H4A 108.4 . . ?
C5 C4 H4B 108.4 . . ?
C5 C4 C3 115.4(2) . . ?
N11 C2 N8 107.6(3) . . ?
N11 C2 H2 126.2 . . ?
N8 C2 H2 126.2 . . ?
N8 C3 C4 112.1(2) . . ?
N8 C3 H3A 109.2 . . ?
N8 C3 H3B 109.2 . . ?
C4 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
N12 C5 C4 110.2(2) . . ?
N12 C5 H5C 109.6 . . ?
N12 C5 H5D 109.6 . . ?
C4 C5 H5C 109.6 . . ?
C4 C5 H5D 109.6 . . ?
H5C C5 H5D 108.1 . . ?
N4 C1 N1 106.2(3) . . ?
N4 C1 N6 134.8(3) . . ?
N1 C1 N6 119.0(3) . . ?
N12 C6 H6 125.6 . . ?
N15 C6 N12 108.8(3) . . ?
N15 C6 H6 125.6 . . ?

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
Cu1 O1 N7 O2 148.5(2) . . . . ?
Cu1 O1 N7 N6 -33.1(4) . . . . ?
Cu1 N11 N10 N9 179.61(19) . . . . ?
Cu1 N11 C2 N8 179.91(18) . . . . ?
Cu1 N4 N3 N2 179.50(19) . . . . ?
Cu1 N4 C1 N1 -179.05(19) . . . . ?
Cu1 N4 C1 N6 -0.5(5) . . . . ?
O1 N7 N6 C1 0.2(4) . . . . ?
N11 N10 N9 N8 0.9(3) . . . . ?
O2 N7 N6 C1 178.7(3) . . . . ?
N4 N3 N2 N1 -0.3(3) . . . . ?
N12 N13 N14 N15 0.4(4) . . . . ?
N3 N4 C1 N1 0.7(3) . . . . ?
N3 N4 C1 N6 179.2(3) . . . . ?
N10 N11 C2 N8 0.3(3) . . . . ?
N7 N6 C1 N4 20.6(5) . . . . ?
N7 N6 C1 N1 -161.1(3) . . . . ?
N9 N8 C2 N11 0.2(3) . . . . ?
N9 N8 C3 C4 -57.8(3) . . . . ?
N13 N12 C5 C4 115.2(3) . . . . ?
N13 N12 C6 N15 0.0(4) . . . . ?
N13 N14 N15 C6 -0.4(4) . . . . ?
N14 N15 C6 N12 0.2(4) . . . . ?
N2 N1 C1 N4 -0.9(3) . . . . ?
N2 N1 C1 N6 -179.6(2) . . . . ?
N5 N1 N2 N3 -178.2(3) . . . . ?
N5 N1 C1 N4 178.1(3) . . . . ?
N5 N1 C1 N6 -0.7(4) . . . . ?
C2 N11 N10 N9 -0.7(3) . . . . ?
C2 N8 N9 N10 -0.7(3) . . . . ?
C2 N8 C3 C4 127.4(3) . . . . ?
C3 N8 N9 N10 -176.5(2) . . . . ?
C3 N8 C2 N11 175.5(3) . . . . ?
C3 C4 C5 N12 -64.0(3) . . . . ?
C5 N12 N13 N14 -178.8(3) . . . . ?
C5 N12 C6 N15 178.5(3) . . . . ?
C5 C4 C3 N8 -70.5(3) . . . . ?
C1 N4 N3 N2 -0.2(3) . . . . ?
C1 N1 N2 N3 0.7(3) . . . . ?
C6 N12 N13 N14 -0.3(3) . . . . ?
C6 N12 C5 C4 -63.1(4) . . . . ?

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
? ? ? ? ? ? ? ?

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;



_refine_diff_density_max         0.936
_refine_diff_density_min         -0.743
_refine_diff_density_rms         0.108

_shelxl_version_number           ?




_olex2_submission_original_sample_id sx013
_olex2_submission_special_instructions 'No special instructions were received'

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sx030
_database_code_depnum_ccdc_archive 'CCDC 2394623'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2024-10-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2024-02-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;


_chemical_name_systematic        
'1,4-ditetrazol-1-yl-butane bis(1-amino-5-nitriminotetrazolato) copper(II)'
_chemical_name_common            ?
_chemical_compound_source        
'1,4-ditetrazol-1-yl-butane bis(1-amino-5-nitriminotetrazolato) copper(II)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H14 Cu N22 O4'
_chemical_formula_sum            'C8 H14 Cu N22 O4'
_chemical_formula_weight         545.95

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'



_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5130(5)
_cell_length_b                   10.4994(6)
_cell_length_c                   13.9744(10)
_cell_angle_alpha                90.076(5)
_cell_angle_beta                 104.597(6)
_cell_angle_gamma                110.881(6)
_cell_volume                     991.61(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    123
_cell_measurement_reflns_used    2957
_cell_measurement_theta_min      2.4410
_cell_measurement_theta_max      32.4330

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    1.178
_shelx_estimated_absorpt_T_min   0.843
_shelx_estimated_absorpt_T_max   0.943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.92998
_exptl_absorpt_correction_T_max  1.00000
_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_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.828
_exptl_crystal_F_000             554
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      123
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XCalibur Sapphire 3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            11878
_diffrn_reflns_av_unetI/netI     0.0762
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_sigmaI/netI    0.0894
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.087
_diffrn_reflns_theta_max         32.638
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.895
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.895
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.895
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6501
_reflns_number_gt                4682
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0333P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6501
_refine_ls_number_parameters     335
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0750
_refine_ls_R_factor_gt           0.0464
_refine_ls_wR_factor_ref         0.1041
_refine_ls_wR_factor_gt          0.0886
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3



_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_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
;



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_
_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_
_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_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_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) . . . . ?

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
? ? ? ? ? ? ? ?

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;



_refine_diff_density_max         0.987
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.095

_shelxl_version_number           ?




_olex2_submission_original_sample_id sx030
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cv065
_database_code_depnum_ccdc_archive 'CCDC 2394622'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2024-10-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2024-03-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;


_chemical_name_systematic        
'diaqua bis(1-amino-5-nitriminotetrazolato) iron(II) dihydrate'
_chemical_name_common            ?
_chemical_compound_source        
'diaqua bis(1-amino-5-nitriminotetrazolato) iron(II) dihydrate'
_chemical_melting_point          ?
_chemical_formula_moiety         'C2 H8 Fe N14 O6, 2(H2 O)'
_chemical_formula_sum            'C2 H12 Fe N14 O8'
_chemical_formula_weight         416.11

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'



_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.4691(4)
_cell_length_b                   6.9872(4)
_cell_length_c                   8.3330(5)
_cell_angle_alpha                74.463(2)
_cell_angle_beta                 71.796(2)
_cell_angle_gamma                86.373(2)
_cell_volume                     344.65(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    173.00
_cell_measurement_reflns_used    6159
_cell_measurement_theta_min      3.03
_cell_measurement_theta_max      29.58

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    1.177
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.6458
_exptl_absorpt_correction_T_max  0.6947
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;

_exptl_special_details           ?


_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.005
_exptl_crystal_F_000             212
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      173.00
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode generator'
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            8421
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.666
_diffrn_reflns_theta_max         29.592
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1924
_reflns_number_gt                1836
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0168P)²+0.1948P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1924
_refine_ls_number_parameters     139
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0245
_refine_ls_wR_factor_ref         0.0609
_refine_ls_wR_factor_gt          0.0599
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_restrained_S_all      1.128
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       ?

_diffrn_detector                 ?
_diffrn_detector_type            ?



_diffrn_orient_matrix_UB_11      ?
_diffrn_orient_matrix_UB_12      ?
_diffrn_orient_matrix_UB_13      ?
_diffrn_orient_matrix_UB_21      ?
_diffrn_orient_matrix_UB_22      ?
_diffrn_orient_matrix_UB_23      ?
_diffrn_orient_matrix_UB_31      ?
_diffrn_orient_matrix_UB_32      ?
_diffrn_orient_matrix_UB_33      ?
_diffrn_measurement_details      ?



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'
Fe Fe 0.3463 0.8444 '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_
_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
Fe1 Fe 1.000000 0.500000 0.000000 0.01223(8) Uani 1 2 d S . P . .
O4 O 0.42055(17) 0.21479(16) 0.26553(13) 0.0179(2) Uani 1 1 d . . . . .
O3 O 0.72684(17) 0.39220(16) -0.02795(14) 0.0169(2) Uani 1 1 d . . . . .
O2 O 0.67142(18) 0.85644(15) 0.34755(14) 0.0205(2) Uani 1 1 d . . . . .
O1 O 0.7524(2) 0.90277(17) 0.06638(15) 0.0335(3) Uani 1 1 d . . . . .
N1 N 0.87818(18) 0.30216(16) 0.38351(14) 0.0124(2) Uani 1 1 d . . . . .
N7 N 0.74022(19) 0.79527(17) 0.21282(15) 0.0168(2) Uani 1 1 d . . . . .
N5 N 0.98399(19) 0.23819(17) 0.23318(14) 0.0136(2) Uani 1 1 d . . . . .
N4 N 0.72450(18) 0.49859(17) 0.54582(14) 0.0146(2) Uani 1 1 d . . . . .
N6 N 0.80670(18) 0.60791(16) 0.22057(14) 0.0135(2) Uani 1 1 d . . . . .
N2 N 0.85880(19) 0.19893(17) 0.54979(14) 0.0159(2) Uani 1 1 d . . . . .
N3 N 0.76641(19) 0.31794(17) 0.64433(14) 0.0164(2) Uani 1 1 d . . . . .
C1 C 0.79652(19) 0.48608(18) 0.38170(16) 0.0118(2) Uani 1 1 d . . . . .
H5A H 0.909(3) 0.137(3) 0.241(3) 0.025(5) Uiso 1 1 d . . . . .
H5B H 1.111(3) 0.208(3) 0.240(2) 0.022(5) Uiso 1 1 d . . . . .
H4A H 0.460(4) 0.114(4) 0.303(3) 0.037(6) Uiso 1 1 d . . . . .
H4B H 0.388(4) 0.269(3) 0.338(3) 0.033(6) Uiso 1 1 d . . . . .
H3A H 0.628(4) 0.347(3) 0.052(3) 0.029(5) Uiso 1 1 d . . . . .
H3B H 0.736(4) 0.342(3) -0.099(3) 0.039(6) Uiso 1 1 d . . . . .


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
Fe1 O3 2.0649(10) . ?
Fe1 O3 2.0649(10) 2_765 ?
Fe1 N5 2.2642(11) . ?
Fe1 N5 2.2642(11) 2_765 ?
Fe1 N6 2.1674(11) . ?
Fe1 N6 2.1674(11) 2_765 ?
O4 H4A 0.76(3) . ?
O4 H4B 0.77(2) . ?
O3 H3A 0.77(2) . ?
O3 H3B 0.75(2) . ?
O2 N7 1.2498(15) . ?
O1 N7 1.2313(16) . ?
N1 N5 1.4011(15) . ?
N1 N2 1.3503(15) . ?
N1 C1 1.3563(16) . ?
N7 N6 1.3430(15) . ?
N5 H5A 0.86(2) . ?
N5 H5B 0.85(2) . ?
N4 N3 1.3716(16) . ?
N4 C1 1.3251(16) . ?
N6 C1 1.3680(16) . ?
N2 N3 1.2897(16) . ?

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 Fe1 O3 180.0 . 2_765 ?
O3 Fe1 N5 90.31(4) . . ?
O3 Fe1 N5 89.69(4) 2_765 . ?
O3 Fe1 N5 89.69(4) . 2_765 ?
O3 Fe1 N5 90.31(4) 2_765 2_765 ?
O3 Fe1 N6 91.95(4) . . ?
O3 Fe1 N6 88.05(4) . 2_765 ?
O3 Fe1 N6 91.95(4) 2_765 2_765 ?
O3 Fe1 N6 88.05(4) 2_765 . ?
N5 Fe1 N5 180.0 2_765 . ?
N6 Fe1 N5 103.37(4) 2_765 . ?
N6 Fe1 N5 103.37(4) . 2_765 ?
N6 Fe1 N5 76.63(4) . . ?
N6 Fe1 N5 76.63(4) 2_765 2_765 ?
N6 Fe1 N6 180.0 . 2_765 ?
H4A O4 H4B 108(2) . . ?
Fe1 O3 H3A 121.8(15) . . ?
Fe1 O3 H3B 121.0(18) . . ?
H3A O3 H3B 109(2) . . ?
N2 N1 N5 125.75(10) . . ?
N2 N1 C1 109.65(10) . . ?
C1 N1 N5 124.36(10) . . ?
O2 N7 N6 121.40(11) . . ?
O1 N7 O2 122.18(12) . . ?
O1 N7 N6 116.42(11) . . ?
Fe1 N5 H5A 115.4(13) . . ?
Fe1 N5 H5B 110.5(13) . . ?
N1 N5 Fe1 106.98(7) . . ?
N1 N5 H5A 105.3(13) . . ?
N1 N5 H5B 104.9(13) . . ?
H5A N5 H5B 112.9(18) . . ?
C1 N4 N3 105.24(10) . . ?
N7 N6 Fe1 125.54(8) . . ?
N7 N6 C1 117.51(11) . . ?
C1 N6 Fe1 115.20(8) . . ?
N3 N2 N1 105.12(10) . . ?
N2 N3 N4 112.37(10) . . ?
N1 C1 N6 115.95(11) . . ?
N4 C1 N1 107.62(11) . . ?
N4 C1 N6 136.43(12) . . ?

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
Fe1 N6 C1 N1 -10.05(14) . . . . ?
Fe1 N6 C1 N4 170.12(12) . . . . ?
O2 N7 N6 Fe1 -164.17(9) . . . . ?
O2 N7 N6 C1 -0.05(18) . . . . ?
O1 N7 N6 Fe1 15.34(18) . . . . ?
O1 N7 N6 C1 179.46(12) . . . . ?
N1 N2 N3 N4 -0.36(14) . . . . ?
N7 N6 C1 N1 -175.80(11) . . . . ?
N7 N6 C1 N4 4.4(2) . . . . ?
N5 N1 N2 N3 175.03(11) . . . . ?
N5 N1 C1 N4 -175.08(11) . . . . ?
N5 N1 C1 N6 5.04(18) . . . . ?
N2 N1 N5 Fe1 -171.50(10) . . . . ?
N2 N1 C1 N4 -0.45(14) . . . . ?
N2 N1 C1 N6 179.67(10) . . . . ?
N3 N4 C1 N1 0.22(13) . . . . ?
N3 N4 C1 N6 -179.94(14) . . . . ?
C1 N1 N5 Fe1 2.26(14) . . . . ?
C1 N1 N2 N3 0.50(14) . . . . ?
C1 N4 N3 N2 0.09(14) . . . . ?

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 H4B N4 0.77(2) 2.09(2) 2.8088(16) 157(2) 2_666
_geom_special_details            
;
All esds (except the esd in the dihedral
are estimated using the full covariance matrix.  The cell
into account individually in the estimation of esds in
and torsion angles; correlations between esds in cell parameters
used when they are defined by crystal symmetry.  
;



_refine_diff_density_max         0.424
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.061

_shelxl_version_number           ?




_olex2_submission_original_sample_id cv065
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sx008
_database_code_depnum_ccdc_archive 'CCDC 2394589'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2024-10-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2024-01-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;


_chemical_name_systematic        
;
bis(1-azidopropyl-5H-tetrazole) bis(1-amino-5-nitriminotetrazolato) 
copper(II)
;
_chemical_name_common            ?
_chemical_compound_source        
;
bis(1-azidopropyl-5H-tetrazole) bis(1-amino-5-nitriminotetrazolato) 
copper(II)
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H18 Cu N28 O4'
_chemical_formula_sum            'C10 H18 Cu N28 O4'
_chemical_formula_weight         658.06

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'




_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.4578(7)
_cell_length_b                   5.8393(4)
_cell_length_c                   18.8934(13)
_cell_angle_alpha                90
_cell_angle_beta                 92.536(6)
_cell_angle_gamma                90
_cell_volume                     1262.83(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    123
_cell_measurement_reflns_used    2942
_cell_measurement_theta_min      3.5430
_cell_measurement_theta_max      32.3520

_exptl_crystal_description       block
_exptl_crystal_colour            violet
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.948
_shelx_estimated_absorpt_T_min   0.798
_shelx_estimated_absorpt_T_max   0.871
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.96744
_exptl_absorpt_correction_T_max  1.00000
_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_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.731
_exptl_crystal_F_000             670
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      123
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XCalibur Sapphire 3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            14870
_diffrn_reflns_av_unetI/netI     0.0525
_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_av_sigmaI/netI    0.0652
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.040
_diffrn_reflns_theta_max         32.806
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.920
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.920
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4314
_reflns_number_gt                3095
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0436P)²+0.5804P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4314
_refine_ls_number_parameters     204
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0715
_refine_ls_R_factor_gt           0.0422
_refine_ls_wR_factor_ref         0.1076
_refine_ls_wR_factor_gt          0.0920
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000


_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3



_diffrn_orient_matrix_UB_11      -0.0212034000
_diffrn_orient_matrix_UB_12      -0.0326725000
_diffrn_orient_matrix_UB_13      -0.0343694000
_diffrn_orient_matrix_UB_21      0.0344053000
_diffrn_orient_matrix_UB_22      -0.1009243000
_diffrn_orient_matrix_UB_23      0.0023244000
_diffrn_orient_matrix_UB_31      -0.0470023000
_diffrn_orient_matrix_UB_32      -0.0591386000
_diffrn_orient_matrix_UB_33      0.0149994000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -96.00 -50.00   1.00    7.50    --  -23.53-178.00 -30.00   46
  2  ω     50.00  85.00   1.00    7.50    --   24.78 178.00  90.00   35
  3  ω     22.00  64.00   1.00    7.50    --   24.78 -99.00-180.00   42
  4  ω     -3.00  96.00   1.00    7.50    --   24.78  19.00-150.00   99
  5  ω     10.00  61.00   1.00    7.50    --   24.78 -99.00 -60.00   51
  6  ω    -29.00  -3.00   1.00    7.50    --   24.78 128.00  54.09   26
  7  ω    -30.00  -5.00   1.00    7.50    --   24.78 127.00 138.54   25
  8  ω      9.00  34.00   1.00    7.50    --   24.78  57.00 -60.00   25
  9  ω    -29.00  -4.00   1.00    7.50    --   24.78 126.00  21.04   25
 10  ω     -2.00  95.00   1.00    7.50    --   24.78  19.00 -60.00   97
;



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_
_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 0.500000 0.500000 0.500000 0.01531(9) Uani 1 2 d S . P . .
O1 O 0.47971(12) 0.8215(2) 0.57152(7) 0.0203(3) Uani 1 1 d . . . . .
O2 O 0.49181(15) 0.9814(3) 0.67543(8) 0.0301(4) Uani 1 1 d . . . . .
N11 N 0.61405(14) 0.3662(3) 0.57204(8) 0.0177(3) Uani 1 1 d . . . . .
N4 N 0.36844(14) 0.4124(3) 0.56039(9) 0.0179(3) Uani 1 1 d . . . . .
N1 N 0.25978(14) 0.3635(3) 0.64883(8) 0.0180(3) Uani 1 1 d . . . . .
N7 N 0.45471(14) 0.8256(3) 0.63588(9) 0.0202(3) Uani 1 1 d . . . . .
N8 N 0.73292(14) 0.1433(3) 0.62848(9) 0.0198(3) Uani 1 1 d . . . . .
N6 N 0.38705(15) 0.6706(3) 0.66568(9) 0.0215(4) Uani 1 1 d . . . . .
N2 N 0.23034(15) 0.1994(3) 0.60100(9) 0.0225(4) Uani 1 1 d . . . . .
N10 N 0.63892(16) 0.4549(3) 0.63741(9) 0.0249(4) Uani 1 1 d . . . . .
N3 N 0.29587(15) 0.2310(3) 0.54798(9) 0.0218(4) Uani 1 1 d . . . . .
N5 N 0.20962(16) 0.3885(4) 0.71419(9) 0.0226(4) Uani 1 1 d . . . . .
N9 N 0.71111(16) 0.3211(3) 0.67176(10) 0.0264(4) Uani 1 1 d . . . . .
C1 C 0.34511(15) 0.4980(3) 0.62387(10) 0.0158(3) Uani 1 1 d . . . . .
N12 N 1.01596(18) -0.3433(4) 0.63045(11) 0.0339(5) Uani 1 1 d . . . . .
C2 C 0.67262(16) 0.1730(3) 0.56761(10) 0.0173(4) Uani 1 1 d . . . . .
H2 H 0.671817 0.072863 0.527953 0.021 Uiso 1 1 calc R U . . .
N13 N 1.05738(18) -0.2889(4) 0.57358(12) 0.0372(5) Uani 1 1 d . . . . .
C3 C 0.81005(18) -0.0448(4) 0.65053(12) 0.0239(4) Uani 1 1 d . . . . .
H3A H 0.808290 -0.163690 0.613132 0.029 Uiso 1 1 calc R U . . .
H3B H 0.781529 -0.114883 0.694241 0.029 Uiso 1 1 calc R U . . .
C4 C 0.93482(18) 0.0369(4) 0.66420(12) 0.0260(5) Uani 1 1 d . . . . .
H4A H 0.962441 0.111105 0.620898 0.031 Uiso 1 1 calc R U . . .
H4B H 0.936817 0.152588 0.702535 0.031 Uiso 1 1 calc R U . . .
C5 C 1.0159(2) -0.1582(4) 0.68502(12) 0.0300(5) Uani 1 1 d . . . . .
H5C H 1.096222 -0.098061 0.692537 0.036 Uiso 1 1 calc R U . . .
H5D H 0.991806 -0.223957 0.730431 0.036 Uiso 1 1 calc R U . . .
N14 N 1.0925(3) -0.2627(6) 0.51923(14) 0.0609(8) Uani 1 1 d . . . . .
H5A H 0.136(2) 0.424(4) 0.7068(14) 0.027(7) Uiso 1 1 d . . . . .
H5B H 0.216(2) 0.261(5) 0.7374(14) 0.029(7) Uiso 1 1 d . . . . .


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 O1 2.3308(14) . ?
Cu1 O1 2.3308(14) 3_666 ?
Cu1 N11 2.0034(17) 3_666 ?
Cu1 N11 2.0034(17) . ?
Cu1 N4 1.9969(15) . ?
Cu1 N4 1.9969(15) 3_666 ?
O1 N7 1.262(2) . ?
O2 N7 1.240(2) . ?
N11 N10 1.358(2) . ?
N11 C2 1.317(3) . ?
N4 N3 1.361(2) . ?
N4 C1 1.337(2) . ?
N1 N2 1.350(2) . ?
N1 N5 1.392(2) . ?
N1 C1 1.355(2) . ?
N7 N6 1.333(2) . ?
N8 N9 1.352(2) . ?
N8 C2 1.327(2) . ?
N8 C3 1.459(3) . ?
N6 C1 1.355(3) . ?
N2 N3 1.291(2) . ?
N10 N9 1.292(3) . ?
N5 H5A 0.87(3) . ?
N5 H5B 0.86(3) . ?
N12 N13 1.235(3) . ?
N12 C5 1.494(3) . ?
C2 H2 0.9500 . ?
N13 N14 1.130(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.518(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.511(3) . ?
C5 H5C 0.9900 . ?
C5 H5D 0.9900 . ?

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
O1 Cu1 O1 180.0 3_666 . ?
N11 Cu1 O1 89.95(6) . . ?
N11 Cu1 O1 90.05(6) 3_666 . ?
N11 Cu1 O1 89.95(6) 3_666 3_666 ?
N11 Cu1 O1 90.05(6) . 3_666 ?
N11 Cu1 N11 180.0 3_666 . ?
N4 Cu1 O1 77.17(6) 3_666 3_666 ?
N4 Cu1 O1 102.83(6) 3_666 . ?
N4 Cu1 O1 77.17(6) . . ?
N4 Cu1 O1 102.83(6) . 3_666 ?
N4 Cu1 N11 89.89(7) 3_666 3_666 ?
N4 Cu1 N11 90.11(7) 3_666 . ?
N4 Cu1 N11 89.89(7) . . ?
N4 Cu1 N11 90.11(7) . 3_666 ?
N4 Cu1 N4 180.0 3_666 . ?
N7 O1 Cu1 127.35(12) . . ?
N10 N11 Cu1 124.99(13) . . ?
C2 N11 Cu1 127.57(13) . . ?
C2 N11 N10 107.32(16) . . ?
N3 N4 Cu1 124.88(12) . . ?
C1 N4 Cu1 127.07(13) . . ?
C1 N4 N3 107.50(15) . . ?
N2 N1 N5 124.57(16) . . ?
N2 N1 C1 109.94(15) . . ?
C1 N1 N5 125.48(17) . . ?
O1 N7 N6 123.73(17) . . ?
O2 N7 O1 120.53(17) . . ?
O2 N7 N6 115.73(16) . . ?
N9 N8 C3 122.11(17) . . ?
C2 N8 N9 108.72(17) . . ?
C2 N8 C3 129.17(18) . . ?
N7 N6 C1 117.18(16) . . ?
N3 N2 N1 106.34(16) . . ?
N9 N10 N11 109.27(17) . . ?
N2 N3 N4 110.45(16) . . ?
N1 N5 H5A 108.5(17) . . ?
N1 N5 H5B 109.3(17) . . ?
H5A N5 H5B 110(2) . . ?
N10 N9 N8 106.99(17) . . ?
N4 C1 N1 105.77(17) . . ?
N4 C1 N6 136.12(17) . . ?
N1 C1 N6 118.08(16) . . ?
N13 N12 C5 115.3(2) . . ?
N11 C2 N8 107.70(17) . . ?
N11 C2 H2 126.1 . . ?
N8 C2 H2 126.1 . . ?
N14 N13 N12 172.5(3) . . ?
N8 C3 H3A 109.3 . . ?
N8 C3 H3B 109.3 . . ?
N8 C3 C4 111.46(17) . . ?
H3A C3 H3B 108.0 . . ?
C4 C3 H3A 109.3 . . ?
C4 C3 H3B 109.3 . . ?
C3 C4 H4A 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 C3 111.74(19) . . ?
C5 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
N12 C5 C4 112.65(19) . . ?
N12 C5 H5C 109.1 . . ?
N12 C5 H5D 109.1 . . ?
C4 C5 H5C 109.1 . . ?
C4 C5 H5D 109.1 . . ?
H5C C5 H5D 107.8 . . ?

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
Cu1 O1 N7 O2 149.75(15) . . . . ?
Cu1 O1 N7 N6 -31.4(3) . . . . ?
Cu1 N11 N10 N9 176.63(13) . . . . ?
Cu1 N11 C2 N8 -176.46(12) . . . . ?
Cu1 N4 N3 N2 171.13(14) . . . . ?
Cu1 N4 C1 N1 -170.84(13) . . . . ?
Cu1 N4 C1 N6 7.0(3) . . . . ?
O1 N7 N6 C1 1.1(3) . . . . ?
O2 N7 N6 C1 -179.98(18) . . . . ?
N11 N10 N9 N8 -0.3(2) . . . . ?
N1 N2 N3 N4 0.4(2) . . . . ?
N7 N6 C1 N4 14.3(3) . . . . ?
N7 N6 C1 N1 -168.08(17) . . . . ?
N8 C3 C4 C5 -178.37(18) . . . . ?
N2 N1 C1 N4 -0.7(2) . . . . ?
N2 N1 C1 N6 -178.93(17) . . . . ?
N10 N11 C2 N8 -0.4(2) . . . . ?
N3 N4 C1 N1 0.9(2) . . . . ?
N3 N4 C1 N6 178.7(2) . . . . ?
N5 N1 N2 N3 -179.53(19) . . . . ?
N5 N1 C1 N4 179.04(18) . . . . ?
N5 N1 C1 N6 0.8(3) . . . . ?
N9 N8 C2 N11 0.2(2) . . . . ?
N9 N8 C3 C4 -64.4(2) . . . . ?
C1 N4 N3 N2 -0.8(2) . . . . ?
C1 N1 N2 N3 0.2(2) . . . . ?
C2 N11 N10 N9 0.4(2) . . . . ?
C2 N8 N9 N10 0.0(2) . . . . ?
C2 N8 C3 C4 116.8(2) . . . . ?
N13 N12 C5 C4 66.8(3) . . . . ?
C3 N8 N9 N10 -178.96(17) . . . . ?
C3 N8 C2 N11 179.15(18) . . . . ?
C3 C4 C5 N12 57.7(3) . . . . ?

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
N5 H5B N6 0.86(3) 2.29(3) 2.867(2) 125(2) 2_546
_geom_special_details            
;
All esds (except the esd in the dihedral
are estimated using the full covariance matrix.  The cell
into account individually in the estimation of esds in
and torsion angles; correlations between esds in cell parameters
used when they are defined by crystal symmetry.  
;



_refine_diff_density_max         0.505
_refine_diff_density_min         -0.577
_refine_diff_density_rms         0.091

_shelxl_version_number           ?




_olex2_submission_original_sample_id sx008
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sx026
_database_code_depnum_ccdc_archive 'CCDC 2394590'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2024-10-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2024-02-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;


_chemical_name_systematic        
;
 1,4-ditetrazol-1-yl-butane bis(1-amino-5-nitriminotetrazolato) copper(II)
semi 1,4-ditetrazol-1-yl-butane adduct
;
_chemical_name_common            ?
_chemical_compound_source        
;
 1,4-ditetrazol-1-yl-butane bis(1-amino-5-nitriminotetrazolato) copper(II)
semi 1,4-ditetrazol-1-yl-butane adduct
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H14 Cu N22 O4, C3 H5 N4'
_chemical_formula_sum            'C11 H19 Cu N26 O4'
_chemical_formula_weight         643.06

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'


_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5054(5)
_cell_length_b                   9.3145(6)
_cell_length_c                   16.4303(10)
_cell_angle_alpha                73.794(5)
_cell_angle_beta                 78.909(5)
_cell_angle_gamma                80.601(5)
_cell_volume                     1218.27(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    123
_cell_measurement_reflns_used    2337
_cell_measurement_theta_min      2.3170
_cell_measurement_theta_max      31.5740

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    0.978
_shelx_estimated_absorpt_T_min   0.641
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88312
_exptl_absorpt_correction_T_max  1.00000
_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_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.753
_exptl_crystal_F_000             656
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      123
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XCalibur Sapphire 3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            13732
_diffrn_reflns_av_unetI/netI     0.0783
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_av_sigmaI/netI    0.0729
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.293
_diffrn_reflns_theta_max         31.915
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.878
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.878
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.878
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7379
_reflns_number_gt                5249
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0263P)²+0.2959P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7379
_refine_ls_number_parameters     395
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1016
_refine_ls_wR_factor_gt          0.0886
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000


_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3



_diffrn_orient_matrix_UB_11      -0.0823945000
_diffrn_orient_matrix_UB_12      0.0272354000
_diffrn_orient_matrix_UB_13      -0.0021267000
_diffrn_orient_matrix_UB_21      -0.0223399000
_diffrn_orient_matrix_UB_22      -0.0710720000
_diffrn_orient_matrix_UB_23      0.0251213000
_diffrn_orient_matrix_UB_31      -0.0057361000
_diffrn_orient_matrix_UB_32      0.0241220000
_diffrn_orient_matrix_UB_33      0.0378841000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -94.00 -69.00   1.00   10.00    --  -21.67-178.00 120.00   25
  2  ω    -88.00  -7.00   1.00   10.00    --  -21.67 -57.00-180.00   81
  3  ω     53.00  90.00   1.00   10.00    --   22.76  57.00  60.00   37
  4  ω     69.00  95.00   1.00   10.00    --   22.76 178.00-150.00   26
  5  ω     14.00  40.00   1.00   10.00    --   22.76  57.00  90.00   26
  6  ω    -39.00  -1.00   1.00   10.00    --   22.76 -57.00 150.00   38
  7  ω    -28.00   0.00   1.00   10.00    --   22.76 121.00 110.72   28
  8  ω     65.00  90.00   1.00   10.00    --   22.76  57.00  90.00   25
  9  ω    -31.00  -5.00   1.00   10.00    --   22.76 127.00-179.00   26
 10  ω      7.00  44.00   1.00   10.00    --   22.76  57.00  60.00   37
 11  ω    -39.00  49.00   1.00   10.00    --   22.76 -77.00 -60.00   88
;



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_
_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 0.59649(3) 0.34995(3) 0.29672(2) 0.01221(8) Uani 1 1 d . . . . .
O1 O 0.66512(19) 0.10165(19) 0.37380(9) 0.0153(3) Uani 1 1 d . . . . .
O3 O 0.5132(2) 0.5980(2) 0.22189(10) 0.0174(4) Uani 1 1 d . . . . .
O2 O 0.7793(2) -0.0613(2) 0.47451(11) 0.0227(4) Uani 1 1 d . . . . .
O4 O 0.3789(2) 0.7511(2) 0.12631(11) 0.0264(4) Uani 1 1 d . . . . .
N22 N 1.3987(2) 1.2815(2) 0.27648(11) 0.0135(4) Uani 1 1 d . . . . .
N18 N 0.7946(2) 0.4155(2) 0.31794(11) 0.0131(4) Uani 1 1 d . . . . .
N19 N 1.2010(2) 1.1593(2) 0.28527(12) 0.0140(4) Uani 1 1 d . . . . .
N4 N 0.4909(2) 0.3492(2) 0.41461(12) 0.0138(4) Uani 1 1 d . . . . .
N7 N 0.6876(2) 0.0550(2) 0.45133(12) 0.0152(4) Uani 1 1 d . . . . .
N11 N 0.7013(2) 0.3622(2) 0.17630(12) 0.0147(4) Uani 1 1 d . . . . .
N1 N 0.4117(2) 0.3020(2) 0.55026(12) 0.0156(4) Uani 1 1 d . . . . .
N15 N 0.9893(2) 0.5349(2) 0.31652(13) 0.0164(4) Uani 1 1 d . . . . .
N17 N 0.8818(2) 0.3350(2) 0.38047(12) 0.0167(4) Uani 1 1 d . . . . .
N3 N 0.3761(2) 0.4614(2) 0.43382(13) 0.0179(4) Uani 1 1 d . . . . .
N20 N 1.1956(3) 1.2775(2) 0.21576(13) 0.0205(5) Uani 1 1 d . . . . .
N23 N 0.3080(2) 0.0305(3) 0.93601(12) 0.0184(4) Uani 1 1 d . . . . .
N16 N 0.9998(2) 0.4071(2) 0.37947(13) 0.0194(5) Uani 1 1 d . . . . .
N14 N 0.4844(2) 0.6442(2) 0.14626(12) 0.0169(4) Uani 1 1 d . . . . .
N2 N 0.3268(2) 0.4328(2) 0.51524(13) 0.0184(4) Uani 1 1 d . . . . .
N6 N 0.6125(2) 0.1201(2) 0.51278(12) 0.0160(4) Uani 1 1 d . . . . .
N21 N 1.3151(2) 1.3513(2) 0.21115(12) 0.0188(5) Uani 1 1 d . . . . .
N13 N 0.5648(2) 0.5869(3) 0.08181(12) 0.0187(4) Uani 1 1 d . . . . .
N8 N 0.7821(2) 0.4211(3) 0.04038(12) 0.0187(4) Uani 1 1 d . . . . .
N10 N 0.8259(2) 0.2603(2) 0.15593(12) 0.0185(4) Uani 1 1 d . . . . .
N5 N 0.3816(3) 0.2393(3) 0.63818(13) 0.0217(5) Uani 1 1 d . . . . .
N26 N 0.4866(3) -0.0741(3) 0.85055(14) 0.0247(5) Uani 1 1 d . . . . .
N9 N 0.8758(3) 0.2947(3) 0.07436(13) 0.0223(5) Uani 1 1 d . . . . .
N24 N 0.3003(3) 0.1173(3) 0.85581(14) 0.0253(5) Uani 1 1 d . . . . .
N25 N 0.4085(3) 0.0532(3) 0.80513(14) 0.0279(5) Uani 1 1 d . . . . .
N12 N 0.8078(3) 0.4833(3) -0.04826(14) 0.0296(6) Uani 1 1 d . . . . .
C8 C 1.3253(3) 1.1639(3) 0.32169(14) 0.0147(5) Uani 1 1 d . . . . .
H8 H 1.356291 1.094127 0.371971 0.018 Uiso 1 1 calc R U . . .
C1 C 0.5138(3) 0.2490(3) 0.48859(14) 0.0133(5) Uani 1 1 d . . . . .
C3 C 0.8627(3) 0.5391(3) 0.27924(14) 0.0151(5) Uani 1 1 d . . . . .
H3 H 0.827647 0.617139 0.233012 0.018 Uiso 1 1 calc R U . . .
C5 C 1.0326(3) 0.7904(3) 0.31750(17) 0.0217(5) Uani 1 1 d . . . . .
H5C H 0.990886 0.770075 0.379686 0.026 Uiso 1 1 calc R U . . .
H5D H 0.940741 0.834527 0.285940 0.026 Uiso 1 1 calc R U . . .
C2 C 0.6733(3) 0.4644(3) 0.10350(14) 0.0149(5) Uani 1 1 d . . . . .
C9 C 0.4202(3) -0.0855(3) 0.93134(16) 0.0206(5) Uani 1 1 d . . . . .
H9 H 0.448498 -0.164476 0.978850 0.025 Uiso 1 1 calc R U . . .
C11 C 0.0538(3) -0.0213(3) 1.03473(15) 0.0204(5) Uani 1 1 d . . . . .
H11A H -0.010634 -0.002089 1.088421 0.024 Uiso 1 1 calc R U . . .
H11B H 0.091338 -0.130312 1.045977 0.024 Uiso 1 1 calc R U . . .
C4 C 1.1062(3) 0.6449(3) 0.29541(18) 0.0217(6) Uani 1 1 d . . . . .
H4A H 1.148859 0.665915 0.233309 0.026 Uiso 1 1 calc R U . . .
H4B H 1.197907 0.601127 0.327161 0.026 Uiso 1 1 calc R U . . .
C6 C 1.1564(3) 0.9018(3) 0.29435(17) 0.0216(5) Uani 1 1 d . . . . .
H6A H 1.245236 0.859685 0.328348 0.026 Uiso 1 1 calc R U . . .
H6B H 1.202640 0.917267 0.232877 0.026 Uiso 1 1 calc R U . . .
C7 C 1.0826(3) 1.0502(3) 0.31138(16) 0.0191(5) Uani 1 1 d . . . . .
H7A H 0.990598 1.090179 0.279427 0.023 Uiso 1 1 calc R U . . .
H7B H 1.040830 1.035495 0.373329 0.023 Uiso 1 1 calc R U . . .
C10 C 0.1990(3) 0.0654(3) 1.01061(16) 0.0232(6) Uani 1 1 d . . . . .
H10A H 0.162109 0.174702 0.997465 0.028 Uiso 1 1 calc R U . . .
H10B H 0.258371 0.040241 1.059962 0.028 Uiso 1 1 calc R U . . .
H12A H 0.825(3) 0.572(4) -0.0605(18) 0.026(9) Uiso 1 1 d . . . . .
H5A H 0.366(4) 0.147(4) 0.6469(18) 0.031(9) Uiso 1 1 d . . . . .
H12B H 0.720(4) 0.473(4) -0.0664(18) 0.036(9) Uiso 1 1 d . . . . .
H5B H 0.462(3) 0.252(3) 0.6598(17) 0.028(8) Uiso 1 1 d . . . . .


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 O1 2.3457(17) . ?
Cu1 O3 2.3592(18) . ?
Cu1 N22 2.0081(18) 1_445 ?
Cu1 N18 2.0038(18) . ?
Cu1 N4 1.9709(19) . ?
Cu1 N11 1.9876(19) . ?
O1 N7 1.267(2) . ?
O3 N14 1.254(2) . ?
O2 N7 1.239(3) . ?
O4 N14 1.242(3) . ?
N22 N21 1.354(2) . ?
N22 C8 1.316(3) . ?
N18 N17 1.360(3) . ?
N18 C3 1.316(3) . ?
N19 N20 1.349(3) . ?
N19 C8 1.323(3) . ?
N19 C7 1.469(3) . ?
N4 N3 1.370(3) . ?
N4 C1 1.336(3) . ?
N7 N6 1.328(3) . ?
N11 N10 1.359(3) . ?
N11 C2 1.339(3) . ?
N1 N2 1.349(3) . ?
N1 N5 1.389(3) . ?
N1 C1 1.351(3) . ?
N15 N16 1.345(3) . ?
N15 C3 1.328(3) . ?
N15 C4 1.469(3) . ?
N17 N16 1.291(3) . ?
N3 N2 1.288(3) . ?
N20 N21 1.296(3) . ?
N23 N24 1.348(3) . ?
N23 C9 1.329(3) . ?
N23 C10 1.468(3) . ?
N14 N13 1.338(3) . ?
N6 C1 1.355(3) . ?
N13 C2 1.356(3) . ?
N8 N9 1.353(3) . ?
N8 N12 1.397(3) . ?
N8 C2 1.355(3) . ?
N10 N9 1.290(3) . ?
N5 H5A 0.86(3) . ?
N5 H5B 0.87(3) . ?
N26 N25 1.357(3) . ?
N26 C9 1.321(3) . ?
N24 N25 1.304(3) . ?
N12 H12A 0.82(3) . ?
N12 H12B 0.88(3) . ?
C8 H8 0.9500 . ?
C3 H3 0.9500 . ?
C5 H5C 0.9900 . ?
C5 H5D 0.9900 . ?
C5 C4 1.507(4) . ?
C5 C6 1.521(3) . ?
C9 H9 0.9500 . ?
C11 C11 1.526(5) 2_557 ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C10 1.515(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.499(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?

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
O1 Cu1 O3 177.01(6) . . ?
N22 Cu1 O1 87.70(7) 1_445 . ?
N22 Cu1 O3 89.84(7) 1_445 . ?
N18 Cu1 O1 91.52(7) . . ?
N18 Cu1 O3 90.94(7) . . ?
N18 Cu1 N22 179.22(9) . 1_445 ?
N4 Cu1 O1 77.14(7) . . ?
N4 Cu1 O3 101.15(7) . . ?
N4 Cu1 N22 89.23(8) . 1_445 ?
N4 Cu1 N18 90.54(7) . . ?
N4 Cu1 N11 177.05(9) . . ?
N11 Cu1 O1 105.71(7) . . ?
N11 Cu1 O3 76.03(7) . . ?
N11 Cu1 N22 91.64(7) . 1_445 ?
N11 Cu1 N18 88.64(8) . . ?
N7 O1 Cu1 128.00(14) . . ?
N14 O3 Cu1 128.24(15) . . ?
N21 N22 Cu1 124.94(15) . 1_665 ?
C8 N22 Cu1 128.27(16) . 1_665 ?
C8 N22 N21 106.79(18) . . ?
N17 N18 Cu1 123.46(15) . . ?
C3 N18 Cu1 129.24(16) . . ?
C3 N18 N17 107.28(18) . . ?
N20 N19 C7 122.46(19) . . ?
C8 N19 N20 108.36(19) . . ?
C8 N19 C7 129.2(2) . . ?
N3 N4 Cu1 123.11(15) . . ?
C1 N4 Cu1 129.60(17) . . ?
C1 N4 N3 107.29(18) . . ?
O1 N7 N6 123.9(2) . . ?
O2 N7 O1 120.2(2) . . ?
O2 N7 N6 115.84(18) . . ?
N10 N11 Cu1 122.02(15) . . ?
C2 N11 Cu1 130.23(17) . . ?
C2 N11 N10 107.71(18) . . ?
N2 N1 N5 119.7(2) . . ?
N2 N1 C1 110.39(19) . . ?
C1 N1 N5 129.9(2) . . ?
N16 N15 C4 122.61(19) . . ?
C3 N15 N16 108.81(19) . . ?
C3 N15 C4 128.6(2) . . ?
N16 N17 N18 109.08(19) . . ?
N2 N3 N4 110.4(2) . . ?
N21 N20 N19 106.93(17) . . ?
N24 N23 C10 121.7(2) . . ?
C9 N23 N24 108.2(2) . . ?
C9 N23 C10 130.0(2) . . ?
N17 N16 N15 107.22(18) . . ?
O3 N14 N13 123.8(2) . . ?
O4 N14 O3 120.8(2) . . ?
O4 N14 N13 115.43(19) . . ?
N3 N2 N1 106.2(2) . . ?
N7 N6 C1 116.83(19) . . ?
N20 N21 N22 109.48(19) . . ?
N14 N13 C2 116.09(19) . . ?
N9 N8 N12 119.1(2) . . ?
N9 N8 C2 109.79(19) . . ?
C2 N8 N12 131.1(2) . . ?
N9 N10 N11 110.3(2) . . ?
N1 N5 H5A 108.3(19) . . ?
N1 N5 H5B 107.3(19) . . ?
H5A N5 H5B 115(3) . . ?
C9 N26 N25 105.1(2) . . ?
N10 N9 N8 106.5(2) . . ?
N25 N24 N23 106.2(2) . . ?
N24 N25 N26 110.9(2) . . ?
N8 N12 H12A 112(2) . . ?
N8 N12 H12B 105.4(19) . . ?
H12A N12 H12B 112(3) . . ?
N22 C8 N19 108.4(2) . . ?
N22 C8 H8 125.8 . . ?
N19 C8 H8 125.8 . . ?
N4 C1 N1 105.7(2) . . ?
N4 C1 N6 135.9(2) . . ?
N1 C1 N6 118.3(2) . . ?
N18 C3 N15 107.6(2) . . ?
N18 C3 H3 126.2 . . ?
N15 C3 H3 126.2 . . ?
H5C C5 H5D 108.1 . . ?
C4 C5 H5C 109.5 . . ?
C4 C5 H5D 109.5 . . ?
C4 C5 C6 110.9(2) . . ?
C6 C5 H5C 109.5 . . ?
C6 C5 H5D 109.5 . . ?
N11 C2 N13 135.6(2) . . ?
N11 C2 N8 105.7(2) . . ?
N8 C2 N13 118.7(2) . . ?
N23 C9 H9 125.2 . . ?
N26 C9 N23 109.6(2) . . ?
N26 C9 H9 125.2 . . ?
C11 C11 H11A 109.0 2_557 . ?
C11 C11 H11B 109.0 2_557 . ?
H11A C11 H11B 107.8 . . ?
C10 C11 C11 113.0(3) . 2_557 ?
C10 C11 H11A 109.0 . . ?
C10 C11 H11B 109.0 . . ?
N15 C4 C5 112.2(2) . . ?
N15 C4 H4A 109.2 . . ?
N15 C4 H4B 109.2 . . ?
C5 C4 H4A 109.2 . . ?
C5 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
C5 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
C7 C6 C5 111.5(2) . . ?
C7 C6 H6A 109.3 . . ?
C7 C6 H6B 109.3 . . ?
N19 C7 C6 111.2(2) . . ?
N19 C7 H7A 109.4 . . ?
N19 C7 H7B 109.4 . . ?
C6 C7 H7A 109.4 . . ?
C6 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
N23 C10 C11 111.7(2) . . ?
N23 C10 H10A 109.3 . . ?
N23 C10 H10B 109.3 . . ?
C11 C10 H10A 109.3 . . ?
C11 C10 H10B 109.3 . . ?
H10A C10 H10B 107.9 . . ?

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
Cu1 O1 N7 O2 -152.10(16) . . . . ?
Cu1 O1 N7 N6 31.0(3) . . . . ?
Cu1 O3 N14 O4 147.13(18) . . . . ?
Cu1 O3 N14 N13 -34.5(3) . . . . ?
Cu1 N22 N21 N20 179.11(16) 1_665 . . . ?
Cu1 N22 C8 N19 -179.18(16) 1_665 . . . ?
Cu1 N18 N17 N16 -178.66(15) . . . . ?
Cu1 N18 C3 N15 178.50(15) . . . . ?
Cu1 N4 N3 N2 179.73(14) . . . . ?
Cu1 N4 C1 N1 179.73(15) . . . . ?
Cu1 N4 C1 N6 2.2(4) . . . . ?
Cu1 N11 N10 N9 -178.19(15) . . . . ?
Cu1 N11 C2 N13 -4.7(4) . . . . ?
Cu1 N11 C2 N8 178.21(15) . . . . ?
O1 N7 N6 C1 -4.1(3) . . . . ?
O3 N14 N13 C2 5.5(3) . . . . ?
O2 N7 N6 C1 178.84(19) . . . . ?
O4 N14 N13 C2 -176.1(2) . . . . ?
N18 N17 N16 N15 0.2(3) . . . . ?
N19 N20 N21 N22 0.5(3) . . . . ?
N4 N3 N2 N1 1.1(2) . . . . ?
N7 N6 C1 N4 -15.7(4) . . . . ?
N7 N6 C1 N1 167.08(19) . . . . ?
N11 N10 N9 N8 -0.2(3) . . . . ?
N17 N18 C3 N15 0.3(3) . . . . ?
N3 N4 C1 N1 0.6(2) . . . . ?
N3 N4 C1 N6 -176.9(2) . . . . ?
N20 N19 C8 N22 -0.4(3) . . . . ?
N20 N19 C7 C6 108.2(3) . . . . ?
N23 N24 N25 N26 0.2(3) . . . . ?
N16 N15 C3 N18 -0.2(3) . . . . ?
N16 N15 C4 C5 -111.8(3) . . . . ?
N14 N13 C2 N11 17.3(4) . . . . ?
N14 N13 C2 N8 -165.9(2) . . . . ?
N2 N1 C1 N4 0.0(2) . . . . ?
N2 N1 C1 N6 178.04(19) . . . . ?
N21 N22 C8 N19 0.7(3) . . . . ?
N10 N11 C2 N13 177.3(3) . . . . ?
N10 N11 C2 N8 0.2(2) . . . . ?
N5 N1 N2 N3 -178.2(2) . . . . ?
N5 N1 C1 N4 177.2(2) . . . . ?
N5 N1 C1 N6 -4.7(4) . . . . ?
N9 N8 C2 N11 -0.3(3) . . . . ?
N9 N8 C2 N13 -178.0(2) . . . . ?
N24 N23 C9 N26 1.0(3) . . . . ?
N24 N23 C10 C11 95.6(3) . . . . ?
N25 N26 C9 N23 -0.9(3) . . . . ?
N12 N8 N9 N10 -179.0(2) . . . . ?
N12 N8 C2 N11 178.9(3) . . . . ?
N12 N8 C2 N13 1.2(4) . . . . ?
C8 N22 N21 N20 -0.8(3) . . . . ?
C8 N19 N20 N21 -0.1(3) . . . . ?
C8 N19 C7 C6 -72.2(3) . . . . ?
C1 N4 N3 N2 -1.1(2) . . . . ?
C1 N1 N2 N3 -0.7(2) . . . . ?
C3 N18 N17 N16 -0.3(3) . . . . ?
C3 N15 N16 N17 0.0(3) . . . . ?
C3 N15 C4 C5 69.6(3) . . . . ?
C5 C6 C7 N19 -177.4(2) . . . . ?
C2 N11 N10 N9 0.0(3) . . . . ?
C2 N8 N9 N10 0.4(3) . . . . ?
C9 N23 N24 N25 -0.8(3) . . . . ?
C9 N23 C10 C11 -81.1(3) . . . . ?
C9 N26 N25 N24 0.4(3) . . . . ?
C11 C11 C10 N23 -64.2(4) 2_557 . . . ?
C4 N15 N16 N17 -178.9(2) . . . . ?
C4 N15 C3 N18 178.6(2) . . . . ?
C4 C5 C6 C7 176.8(2) . . . . ?
C6 C5 C4 N15 -179.6(2) . . . . ?
C7 N19 N20 N21 179.6(2) . . . . ?
C7 N19 C8 N22 180.0(2) . . . . ?
C10 N23 N24 N25 -178.1(2) . . . . ?
C10 N23 C9 N26 178.0(2) . . . . ?

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
? ? ? ? ? ? ? ?

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;



_refine_diff_density_max         0.558
_refine_diff_density_min         -0.527
_refine_diff_density_rms         0.094

_shelxl_version_number           ?




_olex2_submission_original_sample_id sx026
_olex2_submission_special_instructions 'No special instructions were received'

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bv025
_database_code_depnum_ccdc_archive 'CCDC 2394592'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2024-10-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2023-01-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;


_chemical_name_systematic        
'bis(1-azidoethyl-5H-tetrazole) bis(1-amino-5-nitriminotetrazolato) copper(II)'
_chemical_name_common            
'bis(1-azidoethyl-5H-tetrazole) bis(1-amino-5-nitriminotetrazolato) copper(II)'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H14 Cu N28 O4'
_chemical_formula_sum            'C8 H14 Cu N28 O4'
_chemical_formula_weight         630.01

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'


_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.6635(3)
_cell_length_b                   8.3252(3)
_cell_length_c                   8.8503(3)
_cell_angle_alpha                94.1830(10)
_cell_angle_beta                 93.9610(10)
_cell_angle_gamma                92.2070(10)
_cell_volume                     561.26(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    173.00
_cell_measurement_reflns_used    20266
_cell_measurement_theta_min      5.333
_cell_measurement_theta_max      60.81

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    1.062
_shelx_estimated_absorpt_T_min   0.883
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_T_min  0.6956
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.864
_exptl_crystal_F_000             319
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?


_diffrn_source_type              'Bruker TXS'

_diffrn_radiation_collimation    'focusing mirrors'

_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'

_diffrn_ambient_temperature      173.00
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode generator'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            16193
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.244
_diffrn_reflns_theta_max         30.527
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3413
_reflns_number_gt                3053
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0252P)²+0.3515P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3413
_refine_ls_number_parameters     215
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0319
_refine_ls_wR_factor_ref         0.0728
_refine_ls_wR_factor_gt          0.0699
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


_diffrn_radiation_monochromator  ?
_diffrn_measurement_device       ?

_diffrn_detector                 ?
_diffrn_detector_type            ?



_diffrn_orient_matrix_UB_11      ?
_diffrn_orient_matrix_UB_12      ?
_diffrn_orient_matrix_UB_13      ?
_diffrn_orient_matrix_UB_21      ?
_diffrn_orient_matrix_UB_22      ?
_diffrn_orient_matrix_UB_23      ?
_diffrn_orient_matrix_UB_31      ?
_diffrn_orient_matrix_UB_32      ?
_diffrn_orient_matrix_UB_33      ?
_diffrn_measurement_details      ?



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_
_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 0.500000 0.500000 0.500000 0.01357(7) Uani 1 2 d S . P . .
O1 O 0.47347(15) 0.57646(14) 0.75351(13) 0.0216(2) Uani 1 1 d . . . . .
N8 N 0.32434(17) 0.06817(16) 0.64792(14) 0.0179(3) Uani 1 1 d . . . . .
N4 N 0.72982(16) 0.45010(15) 0.59834(14) 0.0164(2) Uani 1 1 d . . . . .
N11 N 0.40452(17) 0.28127(15) 0.54553(14) 0.0168(2) Uani 1 1 d . . . . .
N7 N 0.58935(19) 0.63360(17) 0.85501(15) 0.0224(3) Uani 1 1 d . . . . .
N3 N 0.84769(18) 0.35713(16) 0.52744(16) 0.0203(3) Uani 1 1 d . . . . .
N12 N 0.0294(2) 0.07418(19) 0.83882(19) 0.0307(3) Uani 1 1 d . . . . .
O2 O 0.54415(19) 0.71605(19) 0.96641(15) 0.0379(3) Uani 1 1 d . . . . .
N1 N 0.97140(17) 0.45689(17) 0.73701(15) 0.0208(3) Uani 1 1 d . . . . .
N10 N 0.3339(2) 0.17034(17) 0.43579(15) 0.0243(3) Uani 1 1 d . . . . .
N2 N 0.99283(18) 0.35972(17) 0.61043(16) 0.0231(3) Uani 1 1 d . . . . .
N6 N 0.75898(19) 0.60853(18) 0.85012(15) 0.0242(3) Uani 1 1 d . . . . .
N5 N 1.1031(2) 0.5022(2) 0.85107(18) 0.0292(3) Uani 1 1 d . . . . .
N13 N -0.1307(2) 0.0778(2) 0.84441(17) 0.0329(4) Uani 1 1 d . . . . .
N9 N 0.2847(2) 0.04128(18) 0.49719(16) 0.0266(3) Uani 1 1 d . . . . .
C1 C 0.8076(2) 0.51155(19) 0.73082(17) 0.0182(3) Uani 1 1 d . . . . .
C4 C 0.0914(2) -0.0771(2) 0.7672(2) 0.0232(3) Uani 1 1 d . . . . .
C2 C 0.3969(2) 0.21513(19) 0.67592(18) 0.0179(3) Uani 1 1 d . . . . .
C3 C 0.2859(2) -0.0544(2) 0.75345(19) 0.0215(3) Uani 1 1 d . . . . .
N14 N -0.2735(3) 0.0955(3) 0.8582(2) 0.0572(6) Uani 1 1 d . . . . .
H3A H 0.344(2) -0.019(2) 0.849(2) 0.019(5) Uiso 1 1 d . . . . .
H4A H 0.075(3) -0.165(2) 0.831(2) 0.026(5) Uiso 1 1 d . . . . .
H4B H 0.033(3) -0.102(3) 0.667(3) 0.032(6) Uiso 1 1 d . . . . .
H5A H 1.109(3) 0.413(3) 0.898(3) 0.038(6) Uiso 1 1 d . . . . .
H3B H 0.333(3) -0.154(2) 0.716(2) 0.025(5) Uiso 1 1 d . . . . .
H2 H 0.433(3) 0.258(2) 0.771(2) 0.022(5) Uiso 1 1 d . . . . .
H5B H 1.203(3) 0.516(3) 0.808(2) 0.032(6) Uiso 1 1 d . . . . .


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 O1 2.3120(11) . ?
Cu1 O1 2.3120(11) 2_666 ?
Cu1 N4 1.9822(13) . ?
Cu1 N4 1.9822(13) 2_666 ?
Cu1 N11 2.0146(13) 2_666 ?
Cu1 N11 2.0146(13) . ?
O1 N7 1.2715(17) . ?
N8 N9 1.3481(19) . ?
N8 C2 1.324(2) . ?
N8 C3 1.468(2) . ?
N4 N3 1.3675(18) . ?
N4 C1 1.3359(19) . ?
N11 N10 1.3591(18) . ?
N11 C2 1.3182(19) . ?
N7 O2 1.2370(18) . ?
N7 N6 1.328(2) . ?
N3 N2 1.288(2) . ?
N12 N13 1.233(2) . ?
N12 C4 1.478(2) . ?
N1 N2 1.356(2) . ?
N1 N5 1.398(2) . ?
N1 C1 1.350(2) . ?
N10 N9 1.294(2) . ?
N6 C1 1.363(2) . ?
N5 H5A 0.88(2) . ?
N5 H5B 0.89(2) . ?
N13 N14 1.124(2) . ?
C4 C3 1.510(2) . ?
C4 H4A 0.97(2) . ?
C4 H4B 0.97(2) . ?
C2 H2 0.91(2) . ?
C3 H3A 0.949(19) . ?
C3 H3B 0.97(2) . ?

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
O1 Cu1 O1 180.0 2_666 . ?
N4 Cu1 O1 103.25(5) . 2_666 ?
N4 Cu1 O1 103.25(5) 2_666 . ?
N4 Cu1 O1 76.75(5) . . ?
N4 Cu1 O1 76.75(5) 2_666 2_666 ?
N4 Cu1 N4 180.0 . 2_666 ?
N4 Cu1 N11 89.24(5) . . ?
N4 Cu1 N11 90.76(5) . 2_666 ?
N4 Cu1 N11 89.24(5) 2_666 2_666 ?
N4 Cu1 N11 90.76(5) 2_666 . ?
N11 Cu1 O1 93.64(5) 2_666 . ?
N11 Cu1 O1 86.36(5) . . ?
N11 Cu1 O1 93.64(5) . 2_666 ?
N11 Cu1 O1 86.36(5) 2_666 2_666 ?
N11 Cu1 N11 180.0 2_666 . ?
N7 O1 Cu1 129.63(10) . . ?
N9 N8 C3 121.51(13) . . ?
C2 N8 N9 108.79(13) . . ?
C2 N8 C3 129.69(14) . . ?
N3 N4 Cu1 123.23(10) . . ?
C1 N4 Cu1 128.76(11) . . ?
C1 N4 N3 107.54(12) . . ?
N10 N11 Cu1 122.88(10) . . ?
C2 N11 Cu1 130.37(11) . . ?
C2 N11 N10 106.75(13) . . ?
O1 N7 N6 123.70(13) . . ?
O2 N7 O1 119.28(14) . . ?
O2 N7 N6 117.01(14) . . ?
N2 N3 N4 110.06(13) . . ?
N13 N12 C4 114.68(16) . . ?
N2 N1 N5 124.87(14) . . ?
C1 N1 N2 109.70(13) . . ?
C1 N1 N5 125.29(15) . . ?
N9 N10 N11 109.55(13) . . ?
N3 N2 N1 106.63(13) . . ?
N7 N6 C1 116.93(13) . . ?
N1 N5 H5A 100.5(16) . . ?
N1 N5 H5B 108.5(14) . . ?
H5A N5 H5B 108(2) . . ?
N14 N13 N12 172.9(2) . . ?
N10 N9 N8 106.81(13) . . ?
N4 C1 N1 106.05(14) . . ?
N4 C1 N6 135.35(14) . . ?
N1 C1 N6 118.61(14) . . ?
N12 C4 C3 107.80(14) . . ?
N12 C4 H4A 111.0(12) . . ?
N12 C4 H4B 110.9(13) . . ?
C3 C4 H4A 106.7(12) . . ?
C3 C4 H4B 109.1(13) . . ?
H4A C4 H4B 111.2(17) . . ?
N8 C2 H2 123.3(13) . . ?
N11 C2 N8 108.10(14) . . ?
N11 C2 H2 128.6(13) . . ?
N8 C3 C4 111.30(13) . . ?
N8 C3 H3A 107.3(11) . . ?
N8 C3 H3B 108.1(12) . . ?
C4 C3 H3A 110.5(12) . . ?
C4 C3 H3B 109.9(12) . . ?
H3A C3 H3B 109.7(17) . . ?

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
Cu1 O1 N7 O2 155.68(12) . . . . ?
Cu1 O1 N7 N6 -25.2(2) . . . . ?
Cu1 N4 N3 N2 172.63(10) . . . . ?
Cu1 N4 C1 N1 -171.39(10) . . . . ?
Cu1 N4 C1 N6 9.0(3) . . . . ?
Cu1 N11 N10 N9 179.55(11) . . . . ?
Cu1 N11 C2 N8 -179.27(10) . . . . ?
O1 N7 N6 C1 -2.1(2) . . . . ?
N4 N3 N2 N1 -0.64(17) . . . . ?
N11 N10 N9 N8 -0.30(19) . . . . ?
N7 N6 C1 N4 12.7(3) . . . . ?
N7 N6 C1 N1 -166.85(14) . . . . ?
N3 N4 C1 N1 0.84(16) . . . . ?
N3 N4 C1 N6 -178.74(18) . . . . ?
N12 C4 C3 N8 -65.64(18) . . . . ?
O2 N7 N6 C1 177.08(15) . . . . ?
N10 N11 C2 N8 0.10(17) . . . . ?
N2 N1 C1 N4 -1.25(17) . . . . ?
N2 N1 C1 N6 178.42(14) . . . . ?
N5 N1 N2 N3 -174.69(15) . . . . ?
N5 N1 C1 N4 174.60(15) . . . . ?
N5 N1 C1 N6 -5.7(2) . . . . ?
N13 N12 C4 C3 173.67(15) . . . . ?
N9 N8 C2 N11 -0.29(18) . . . . ?
N9 N8 C3 C4 -69.98(19) . . . . ?
C1 N4 N3 N2 -0.13(17) . . . . ?
C1 N1 N2 N3 1.18(17) . . . . ?
C2 N8 N9 N10 0.36(19) . . . . ?
C2 N8 C3 C4 109.52(18) . . . . ?
C2 N11 N10 N9 0.12(18) . . . . ?
C3 N8 N9 N10 179.95(14) . . . . ?
C3 N8 C2 N11 -179.84(15) . . . . ?

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
? ? ? ? ? ? ? ?

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;



_refine_diff_density_max         0.397
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.066

_shelxl_version_number           ?




_olex2_submission_original_sample_id bv025
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_av310
_database_code_depnum_ccdc_archive 'CCDC 2394591'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2024-10-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             ?
_audit_creation_method           SHELXL-2018/3


_chemical_name_systematic        
'diaqua di(1-amino-5-nitriminotetrazolato) copper(II)'
_chemical_name_common            
'diaqua di(1-amino-5-nitriminotetrazolato) copper(II)'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         '	C2 H8 Cu N14 O6'
_chemical_formula_sum            'C2 H8 Cu N14 O6'
_chemical_formula_weight         387.76

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'


_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   5.605(3)
_cell_length_b                   9.087(6)
_cell_length_c                   11.608(7)
_cell_angle_alpha                90
_cell_angle_beta                 95.790(12)
_cell_angle_gamma                90
_cell_volume                     588.2(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9591
_cell_measurement_theta_min      2.8520
_cell_measurement_theta_max      36.3140

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    1.930
_shelx_estimated_absorpt_T_min   0.699
_shelx_estimated_absorpt_T_max   0.861
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6771
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;

_exptl_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.189
_exptl_crystal_F_000             390
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode generator'
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            18072
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.528
_diffrn_reflns_theta_max         36.345
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2861
_reflns_number_gt                2539
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0254P)²+0.3436P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2861
_refine_ls_number_parameters     120
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0313
_refine_ls_R_factor_gt           0.0262
_refine_ls_wR_factor_ref         0.0690
_refine_ls_wR_factor_gt          0.0669
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000



_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s.
planes) are estimated using the full covariance matrix.  The
cell esds are taken into account individually in the estimation
of esds in distances, angles and torsion angles; correlations
between esds in cell parameters are only used when they are
defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving
l.s. planes
;



_diffrn_radiation_monochromator  ?
_diffrn_measurement_device       ?

_diffrn_detector                 ?
_diffrn_detector_type            ?



_diffrn_orient_matrix_UB_11      ?
_diffrn_orient_matrix_UB_12      ?
_diffrn_orient_matrix_UB_13      ?
_diffrn_orient_matrix_UB_21      ?
_diffrn_orient_matrix_UB_22      ?
_diffrn_orient_matrix_UB_23      ?
_diffrn_orient_matrix_UB_31      ?
_diffrn_orient_matrix_UB_32      ?
_diffrn_orient_matrix_UB_33      ?
_diffrn_measurement_details      ?



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_
_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 0.500000 0.500000 0.500000 0.01513(5) Uani 1 2 d S . P . .
O1 O 0.24767(16) 0.37688(11) 0.56719(7) 0.02170(16) Uani 1 1 d . . . . .
O2 O 0.04277(15) 0.26111(10) 0.68544(8) 0.02251(17) Uani 1 1 d . . . . .
O3 O 0.29217(17) 0.72636(12) 0.52682(8) 0.02474(18) Uani 1 1 d . . . . .
N1 N 0.72940(17) 0.47474(10) 0.83777(8) 0.01508(15) Uani 1 1 d . . . . .
N6 N 0.36892(16) 0.36633(10) 0.76216(8) 0.01594(15) Uani 1 1 d . . . . .
N7 N 0.22240(16) 0.33579(10) 0.67045(8) 0.01526(15) Uani 1 1 d . . . . .
N2 N 0.90696(17) 0.55965(11) 0.80315(8) 0.01829(16) Uani 1 1 d . . . . .
N4 N 0.64935(16) 0.51194(10) 0.65601(8) 0.01482(15) Uani 1 1 d . . . . .
N5 N 0.7198(2) 0.42710(15) 0.95074(9) 0.0246(2) Uani 1 1 d . . . . .
N3 N 0.85767(17) 0.58138(12) 0.69401(8) 0.01921(17) Uani 1 1 d . . . . .
C1 C 0.56801(17) 0.44650(11) 0.74686(8) 0.01247(15) Uani 1 1 d . . . . .
H3A H 0.193(3) 0.720(2) 0.4840(16) 0.019 Uiso 1 1 d . U . . .
H3B H 0.238(3) 0.7427(19) 0.5919(16) 0.019 Uiso 1 1 d . U . . .
H5A H 0.727(5) 0.495(2) 0.989(2) 0.039(6) Uiso 1 1 d . . . . .
H5B H 0.827(4) 0.361(3) 0.962(2) 0.045(6) Uiso 1 1 d . . . . .


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 N4 1.9200(13) 3_666 ?
Cu1 N4 1.9200(13) . ?
Cu1 O1 2.0207(11) . ?
Cu1 O1 2.0207(11) 3_666 ?
Cu1 O3 2.3996(15) . ?
Cu1 O3 2.3996(15) 3_666 ?
O1 N7 1.2769(14) . ?
O2 N7 1.2409(13) . ?
O3 H3A 0.708(19) . ?
O3 H3B 0.856(18) . ?
N1 C1 1.3435(14) . ?
N1 N2 1.3521(14) . ?
N1 N5 1.3872(16) . ?
N6 N7 1.3071(14) . ?
N6 C1 1.3592(14) . ?
N2 N3 1.2844(15) . ?
N4 C1 1.3307(14) . ?
N4 N3 1.3610(14) . ?
N5 H5A 0.75(2) . ?
N5 H5B 0.85(2) . ?

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
N4 Cu1 N4 180.0 3_666 . ?
N4 Cu1 O1 94.43(5) 3_666 . ?
N4 Cu1 O1 85.57(5) . . ?
N4 Cu1 O1 85.57(5) 3_666 3_666 ?
N4 Cu1 O1 94.43(5) . 3_666 ?
O1 Cu1 O1 180.0 . 3_666 ?
N4 Cu1 O3 89.98(4) 3_666 . ?
N4 Cu1 O3 90.02(4) . . ?
O1 Cu1 O3 93.25(5) . . ?
O1 Cu1 O3 86.75(5) 3_666 . ?
N4 Cu1 O3 90.02(4) 3_666 3_666 ?
N4 Cu1 O3 89.98(4) . 3_666 ?
O1 Cu1 O3 86.75(5) . 3_666 ?
O1 Cu1 O3 93.25(5) 3_666 3_666 ?
O3 Cu1 O3 180.0 . 3_666 ?
N7 O1 Cu1 132.26(7) . . ?
Cu1 O3 H3A 101.2(15) . . ?
Cu1 O3 H3B 118.9(12) . . ?
H3A O3 H3B 108.1(19) . . ?
C1 N1 N2 109.46(9) . . ?
C1 N1 N5 126.56(10) . . ?
N2 N1 N5 123.98(9) . . ?
N7 N6 C1 117.66(9) . . ?
O2 N7 O1 117.38(9) . . ?
O2 N7 N6 117.00(10) . . ?
O1 N7 N6 125.61(9) . . ?
N3 N2 N1 106.82(9) . . ?
C1 N4 N3 107.56(9) . . ?
C1 N4 Cu1 124.80(8) . . ?
N3 N4 Cu1 127.60(7) . . ?
N1 N5 H5A 106.9(19) . . ?
N1 N5 H5B 105.9(16) . . ?
H5A N5 H5B 119(3) . . ?
N2 N3 N4 109.92(9) . . ?
N4 C1 N1 106.24(10) . . ?
N4 C1 N6 133.98(9) . . ?
N1 C1 N6 119.76(9) . . ?

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
Cu1 O1 N7 O2 178.76(8) . . . . ?
Cu1 O1 N7 N6 -0.81(17) . . . . ?
C1 N6 N7 O2 179.20(9) . . . . ?
C1 N6 N7 O1 -1.23(16) . . . . ?
C1 N1 N2 N3 -0.76(12) . . . . ?
N5 N1 N2 N3 179.74(11) . . . . ?
N1 N2 N3 N4 0.06(12) . . . . ?
C1 N4 N3 N2 0.66(13) . . . . ?
Cu1 N4 N3 N2 -176.84(8) . . . . ?
N3 N4 C1 N1 -1.09(11) . . . . ?
Cu1 N4 C1 N1 176.50(7) . . . . ?
N3 N4 C1 N6 177.84(11) . . . . ?
Cu1 N4 C1 N6 -4.57(17) . . . . ?
N2 N1 C1 N4 1.15(11) . . . . ?
N5 N1 C1 N4 -179.37(11) . . . . ?
N2 N1 C1 N6 -177.96(9) . . . . ?
N5 N1 C1 N6 1.52(16) . . . . ?
N7 N6 C1 N4 4.27(17) . . . . ?
N7 N6 C1 N1 -176.91(9) . . . . ?

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
? ? ? ? ? ? ? ?





_refine_diff_density_max         0.476
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.076

_shelxl_version_number           ?





####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_av228
_database_code_depnum_ccdc_archive 'CCDC 2394593'
loop_
_audit_author_name
_audit_author_address
'Joerg Stierstorfer'
;University of Munich (LMU)
Germany
;
_audit_update_record             
;
2024-10-29 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2022-05-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;


_chemical_name_systematic        
'bis(1-amino-5-nitraminotetrazolato) bis(di(5H-tetrazol-1-yl)ethane) copper(II)'
_chemical_name_common            
'bis(1-amino-5-nitraminotetrazolato) bis(di(5H-tetrazol-1-yl)ethane) copper(II)'
_chemical_compound_source        ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H16 Cu N30 O4'
_chemical_formula_sum            'C10 H16 Cu N30 O4'
_chemical_formula_weight         684.07

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'


_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.
;

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'

_cell_length_a                   8.5508(2)
_cell_length_b                   11.3930(3)
_cell_length_c                   12.2836(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.9550(10)
_cell_angle_gamma                90
_cell_volume                     1193.81(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173.00
_cell_measurement_reflns_used    9992
_cell_measurement_theta_min      2.3875
_cell_measurement_theta_max      33.1485

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    1.009
_shelx_estimated_absorpt_T_min   0.824
_shelx_estimated_absorpt_T_max   0.942
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.6942
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;

_exptl_special_details           ?


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.903
_exptl_crystal_F_000             694
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?



_diffrn_ambient_temperature      173.00
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode generator'
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'mix of omega and phi scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            33006
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_av_R_equivalents  0.0638
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.983
_diffrn_reflns_theta_max         33.209
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4565
_reflns_number_gt                3707
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0265P)²+0.7879P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details ?

_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4565
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0826
_refine_ls_wR_factor_gt          0.0765
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


_diffrn_radiation_monochromator  ?
_diffrn_measurement_device       ?

_diffrn_detector                 ?
_diffrn_detector_type            ?



_diffrn_orient_matrix_UB_11      ?
_diffrn_orient_matrix_UB_12      ?
_diffrn_orient_matrix_UB_13      ?
_diffrn_orient_matrix_UB_21      ?
_diffrn_orient_matrix_UB_22      ?
_diffrn_orient_matrix_UB_23      ?
_diffrn_orient_matrix_UB_31      ?
_diffrn_orient_matrix_UB_32      ?
_diffrn_orient_matrix_UB_33      ?
_diffrn_measurement_details      ?



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_
_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 0.000000 0.500000 0.500000 0.01228(6) Uani 1 2 d S . P . .
O2 O -0.05552(13) 0.35130(9) 0.61595(9) 0.0190(2) Uani 1 1 d . . . . .
O1 O -0.15957(13) 0.18921(10) 0.66866(9) 0.0229(2) Uani 1 1 d . . . . .
N12 N 0.60056(15) 0.48249(10) 0.86264(10) 0.0187(2) Uani 1 1 d . . . . .
N11 N 0.22220(14) 0.50485(10) 0.57168(10) 0.0155(2) Uani 1 1 d . . . . .
N8 N 0.45318(14) 0.45925(11) 0.63644(10) 0.0155(2) Uani 1 1 d . . . . .
N7 N -0.09208(14) 0.24438(10) 0.59865(10) 0.0161(2) Uani 1 1 d . . . . .
N4 N 0.05849(14) 0.35849(10) 0.41923(10) 0.0152(2) Uani 1 1 d . . . . .
N1 N 0.08615(15) 0.18502(10) 0.35636(10) 0.0168(2) Uani 1 1 d . . . . .
N13 N 0.46857(16) 0.54392(12) 0.87776(11) 0.0233(3) Uani 1 1 d . . . . .
N6 N -0.05921(15) 0.18616(11) 0.50969(10) 0.0186(2) Uani 1 1 d . . . . .
N15 N 0.67235(17) 0.64137(12) 0.94711(12) 0.0254(3) Uani 1 1 d . . . . .
N3 N 0.14664(15) 0.36224(11) 0.33051(10) 0.0191(2) Uani 1 1 d . . . . .
N2 N 0.16488(15) 0.25805(11) 0.29292(10) 0.0199(2) Uani 1 1 d . . . . .
N10 N 0.30877(15) 0.60458(11) 0.58824(11) 0.0206(2) Uani 1 1 d . . . . .
N14 N 0.51324(18) 0.63899(12) 0.92873(11) 0.0260(3) Uani 1 1 d . . . . .
N9 N 0.44782(16) 0.57789(11) 0.62704(12) 0.0225(3) Uani 1 1 d . . . . .
N5 N 0.07262(19) 0.06449(11) 0.33936(12) 0.0238(3) Uani 1 1 d . . . . .
C1 C 0.02171(15) 0.24613(11) 0.43580(11) 0.0140(2) Uani 1 1 d . . . . .
C5 C 0.72365(19) 0.54354(14) 0.90486(13) 0.0208(3) Uani 1 1 d . . . . .
C2 C 0.31420(17) 0.41643(12) 0.60191(12) 0.0172(3) Uani 1 1 d . . . . .
C3 C 0.59477(17) 0.39723(13) 0.67888(13) 0.0193(3) Uani 1 1 d . . . . .
C4 C 0.59471(19) 0.37350(13) 0.80044(13) 0.0204(3) Uani 1 1 d . . . . .
H5 H 0.823(3) 0.5189(17) 0.9048(17) 0.026(5) Uiso 1 1 d . . . . .
H4A H 0.686(2) 0.3287(17) 0.8238(16) 0.026(5) Uiso 1 1 d . . . . .
H3A H 0.680(2) 0.4435(16) 0.6627(15) 0.017(4) Uiso 1 1 d . . . . .
H4B H 0.508(3) 0.3344(18) 0.8184(17) 0.029(5) Uiso 1 1 d . . . . .
H5A H 0.168(3) 0.032(2) 0.3571(19) 0.037(6) Uiso 1 1 d . . . . .
H3B H 0.601(2) 0.3265(17) 0.6389(16) 0.023(5) Uiso 1 1 d . . . . .
H2 H 0.294(2) 0.3404(17) 0.5973(16) 0.025(5) Uiso 1 1 d . . . . .
H5B H 0.035(3) 0.049(2) 0.270(2) 0.055(7) Uiso 1 1 d . . . . .


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 O2 2.2842(10) . ?
Cu1 O2 2.2841(10) 3_566 ?
Cu1 N11 2.0390(11) 3_566 ?
Cu1 N11 2.0390(12) . ?
Cu1 N4 1.9754(12) 3_566 ?
Cu1 N4 1.9754(12) . ?
O2 N7 1.2719(15) . ?
O1 N7 1.2394(16) . ?
N12 N13 1.3517(18) . ?
N12 C5 1.336(2) . ?
N12 C4 1.4570(19) . ?
N11 N10 1.3638(16) . ?
N11 C2 1.3157(17) . ?
N8 N9 1.3571(18) . ?
N8 C2 1.3270(18) . ?
N8 C3 1.4662(18) . ?
N7 N6 1.3249(17) . ?
N4 N3 1.3678(17) . ?
N4 C1 1.3372(17) . ?
N1 N2 1.3510(17) . ?
N1 N5 1.3926(17) . ?
N1 C1 1.3472(18) . ?
N13 N14 1.295(2) . ?
N6 C1 1.3623(18) . ?
N15 N14 1.364(2) . ?
N15 C5 1.317(2) . ?
N3 N2 1.2870(17) . ?
N10 N9 1.2865(18) . ?
N5 H5A 0.91(2) . ?
N5 H5B 0.90(3) . ?
C5 H5 0.89(2) . ?
C2 H2 0.88(2) . ?
C3 C4 1.518(2) . ?
C3 H3A 0.933(19) . ?
C3 H3B 0.947(19) . ?
C4 H4A 0.96(2) . ?
C4 H4B 0.90(2) . ?

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
O2 Cu1 O2 180.0 3_566 . ?
N11 Cu1 O2 88.76(4) . . ?
N11 Cu1 O2 91.24(4) . 3_566 ?
N11 Cu1 O2 91.24(4) 3_566 . ?
N11 Cu1 O2 88.76(4) 3_566 3_566 ?
N11 Cu1 N11 180.0 3_566 . ?
N4 Cu1 O2 77.21(4) 3_566 3_566 ?
N4 Cu1 O2 102.79(4) 3_566 . ?
N4 Cu1 O2 102.79(4) . 3_566 ?
N4 Cu1 O2 77.21(4) . . ?
N4 Cu1 N11 91.24(5) 3_566 . ?
N4 Cu1 N11 88.76(5) . . ?
N4 Cu1 N11 91.24(5) . 3_566 ?
N4 Cu1 N11 88.76(5) 3_566 3_566 ?
N4 Cu1 N4 180.00(4) . 3_566 ?
N7 O2 Cu1 131.72(9) . . ?
N13 N12 C4 120.97(13) . . ?
C5 N12 N13 108.66(12) . . ?
C5 N12 C4 130.15(14) . . ?
N10 N11 Cu1 124.54(9) . . ?
C2 N11 Cu1 128.49(10) . . ?
C2 N11 N10 106.74(11) . . ?
N9 N8 C3 122.18(12) . . ?
C2 N8 N9 108.35(11) . . ?
C2 N8 C3 129.48(12) . . ?
O2 N7 N6 123.62(12) . . ?
O1 N7 O2 119.38(12) . . ?
O1 N7 N6 116.99(12) . . ?
N3 N4 Cu1 123.18(9) . . ?
C1 N4 Cu1 129.38(10) . . ?
C1 N4 N3 107.43(11) . . ?
N2 N1 N5 124.08(12) . . ?
C1 N1 N2 110.16(11) . . ?
C1 N1 N5 125.75(13) . . ?
N14 N13 N12 106.15(13) . . ?
N7 N6 C1 116.41(12) . . ?
C5 N15 N14 105.86(13) . . ?
N2 N3 N4 110.13(12) . . ?
N3 N2 N1 106.47(11) . . ?
N9 N10 N11 109.67(11) . . ?
N13 N14 N15 110.75(13) . . ?
N10 N9 N8 106.97(11) . . ?
N1 N5 H5A 107.5(15) . . ?
N1 N5 H5B 110.8(18) . . ?
H5A N5 H5B 113(2) . . ?
N4 C1 N1 105.80(12) . . ?
N4 C1 N6 135.82(13) . . ?
N1 C1 N6 118.38(12) . . ?
N12 C5 H5 124.0(13) . . ?
N15 C5 N12 108.58(14) . . ?
N15 C5 H5 127.4(13) . . ?
N11 C2 N8 108.27(12) . . ?
N11 C2 H2 128.5(13) . . ?
N8 C2 H2 123.1(13) . . ?
N8 C3 C4 112.30(12) . . ?
N8 C3 H3A 106.9(11) . . ?
N8 C3 H3B 107.7(12) . . ?
C4 C3 H3A 111.3(11) . . ?
C4 C3 H3B 111.2(12) . . ?
H3A C3 H3B 107.2(16) . . ?
N12 C4 C3 111.21(12) . . ?
N12 C4 H4A 107.4(12) . . ?
N12 C4 H4B 106.9(13) . . ?
C3 C4 H4A 109.5(12) . . ?
C3 C4 H4B 112.5(13) . . ?
H4A C4 H4B 109.2(17) . . ?

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
Cu1 O2 N7 O1 -159.46(10) . . . . ?
Cu1 O2 N7 N6 21.99(19) . . . . ?
Cu1 N11 N10 N9 -174.90(10) . . . . ?
Cu1 N11 C2 N8 174.77(9) . . . . ?
Cu1 N4 N3 N2 -178.96(9) . . . . ?
Cu1 N4 C1 N1 178.00(9) . . . . ?
Cu1 N4 C1 N6 -2.3(2) . . . . ?
O2 N7 N6 C1 1.67(19) . . . . ?
O1 N7 N6 C1 -176.91(12) . . . . ?
N12 N13 N14 N15 0.20(17) . . . . ?
N11 N10 N9 N8 -0.11(17) . . . . ?
N8 C3 C4 N12 -65.04(16) . . . . ?
N7 N6 C1 N4 -13.4(2) . . . . ?
N7 N6 C1 N1 166.25(12) . . . . ?
N4 N3 N2 N1 0.89(16) . . . . ?
N13 N12 C5 N15 0.60(17) . . . . ?
N13 N12 C4 C3 83.80(17) . . . . ?
N3 N4 C1 N1 -0.83(14) . . . . ?
N3 N4 C1 N6 178.84(15) . . . . ?
N2 N1 C1 N4 1.41(15) . . . . ?
N2 N1 C1 N6 -178.33(12) . . . . ?
N10 N11 C2 N8 0.17(16) . . . . ?
N14 N15 C5 N12 -0.46(17) . . . . ?
N9 N8 C2 N11 -0.24(17) . . . . ?
N9 N8 C3 C4 94.16(16) . . . . ?
N5 N1 N2 N3 177.46(14) . . . . ?
N5 N1 C1 N4 -177.48(13) . . . . ?
N5 N1 C1 N6 2.8(2) . . . . ?
C1 N4 N3 N2 -0.04(16) . . . . ?
C1 N1 N2 N3 -1.44(16) . . . . ?
C5 N12 N13 N14 -0.48(17) . . . . ?
C5 N12 C4 C3 -90.17(18) . . . . ?
C5 N15 N14 N13 0.16(18) . . . . ?
C2 N11 N10 N9 -0.03(17) . . . . ?
C2 N8 N9 N10 0.22(17) . . . . ?
C2 N8 C3 C4 -85.72(18) . . . . ?
C3 N8 N9 N10 -179.68(13) . . . . ?
C3 N8 C2 N11 179.65(13) . . . . ?
C4 N12 N13 N14 -175.62(13) . . . . ?
C4 N12 C5 N15 175.14(14) . . . . ?

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
? ? ? ? ? ? ? ?

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;



_refine_diff_density_max         0.353
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.074

_shelxl_version_number           ?




_olex2_submission_special_instructions 'No special instructions were received'
