#------------------------------------------------------------------------------
#$Date: 2019-11-25 23:01:00 +0200 (Mon, 25 Nov 2019) $
#$Revision: 242010 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/19/4131931.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4131931
loop_
_publ_author_name
'Wurzenberger, Maximilian H. H.'
'Szimhardt, Norbert'
'Stierstorfer, Jörg'
_publ_section_title
;
 Copper(II) Chlorate Complexes: The Renaissance of a Forgotten and
 Misjudged Energetic Anion.
;
_journal_issue                   9
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3206
_journal_page_last               3209
_journal_paper_doi               10.1021/jacs.7b13230
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         ' C12 H20 Cl2 Cu N16 O6'
_chemical_formula_sum            'C12 H20 Cl2 Cu N16 O6'
_chemical_formula_weight         618.88
_chemical_name_common            'bis(ditetrazolylbutane) copper(II) chlorate'
_chemical_name_systematic
;
bis(ditetrazolylbutane) copper(II) chlorate
;
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date
;
'Thu May 25 19:39:46 2017'
;
_audit_creation_method           SHELXL-2013
_audit_update_record             29.06.2017
_cell_angle_alpha                90
_cell_angle_beta                 100.469(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.7286(6)
_cell_length_b                   6.8178(4)
_cell_length_c                   15.5263(12)
_cell_measurement_reflns_used    2173
_cell_measurement_temperature    143(2)
_cell_measurement_theta_max      31.2040
_cell_measurement_theta_min      4.7480
_cell_volume                     1116.77(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      143(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -109.00  -36.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994 -179.0000   30.0000 73

#__ type_ start__ end____ width___ exp.time_
  2 omega  -25.00    2.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994  -89.0000  152.0000 27

#__ type_ start__ end____ width___ exp.time_
  3 omega -101.00    4.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994  -77.0000    0.0000 105

#__ type_ start__ end____ width___ exp.time_
  4 omega   -8.00   73.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -99.0000  -90.0000 81

#__ type_ start__ end____ width___ exp.time_
  5 omega   34.00   89.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932   38.0000  -30.0000 55

#__ type_ start__ end____ width___ exp.time_
  6 omega  -40.00   26.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -57.0000   60.0000 66

#__ type_ start__ end____ width___ exp.time_
  7 omega   31.00  100.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932   57.0000 -150.0000 69

;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0286529000
_diffrn_orient_matrix_UB_12      0.0219833000
_diffrn_orient_matrix_UB_13      0.0366007000
_diffrn_orient_matrix_UB_21      0.0256014000
_diffrn_orient_matrix_UB_22      -0.0874470000
_diffrn_orient_matrix_UB_23      0.0208400000
_diffrn_orient_matrix_UB_31      0.0551282000
_diffrn_orient_matrix_UB_32      0.0519133000
_diffrn_orient_matrix_UB_33      0.0196608000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_sigmaI/netI    0.0864
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8061
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.990
_diffrn_reflns_theta_min         4.118
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.289
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68375
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.840
_exptl_crystal_description       block
_exptl_crystal_F_000             630
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.175
_exptl_crystal_size_min          0.084
_refine_diff_density_max         0.900
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         2186
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0433
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0597P)²+0.7013P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1069
_refine_ls_wR_factor_ref         0.1155
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1756
_reflns_number_total             2186
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja7b13230_si_002.cif
_cod_data_source_block           mx241
_cod_database_code               4131931
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.691
_shelx_estimated_absorpt_t_max   0.899
_shelxl_version_number           2013-4
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'
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
Cu1 Cu 0.5000 -0.5000 0.5000 0.01991(19) Uani 1 2 d S . P
Cl1 Cl 0.70041(8) -0.23878(12) 0.64548(6) 0.0310(3) Uani 1 1 d . . .
C3 C 0.5712(3) 0.0294(5) 0.1631(2) 0.0258(7) Uani 1 1 d . . .
H3A H 0.4854 -0.0273 0.1455 0.031 Uiso 1 1 calc R U .
H3B H 0.6326 -0.0607 0.1432 0.031 Uiso 1 1 calc R U .
C2 C 0.6022(3) 0.0476(5) 0.2624(2) 0.0254(7) Uani 1 1 d . . .
H2A H 0.6917 0.0880 0.2804 0.030 Uiso 1 1 calc R U .
H2B H 0.5481 0.1504 0.2816 0.030 Uiso 1 1 calc R U .
N4 N 0.5443(2) -0.3603(4) 0.39509(17) 0.0221(6) Uani 1 1 d . . .
C1 C 0.5537(3) -0.1707(5) 0.3835(2) 0.0236(7) Uani 1 1 d . . .
H1 H 0.5424 -0.0723 0.4247 0.028 Uiso 1 1 calc R U .
N7 N 0.7156(3) -0.7320(5) 0.45188(19) 0.0311(7) Uani 1 1 d . . .
N2 N 0.5906(3) -0.3138(4) 0.26655(19) 0.0295(7) Uani 1 1 d . . .
N1 N 0.5815(2) -0.1386(4) 0.30497(17) 0.0221(6) Uani 1 1 d . . .
N8 N 0.6669(2) -0.6539(4) 0.51957(17) 0.0211(6) Uani 1 1 d . . .
C4 C 0.5765(3) 0.2289(5) 0.1192(2) 0.0277(8) Uani 1 1 d . . .
H4A H 0.6546 0.2975 0.1476 0.033 Uiso 1 1 calc R U .
H4B H 0.5829 0.2075 0.0570 0.033 Uiso 1 1 calc R U .
N5 N 0.8467(2) -0.7863(4) 0.56891(17) 0.0227(6) Uani 1 1 d . . .
O2 O 0.7076(3) -0.0645(4) 0.70324(17) 0.0431(7) Uani 1 1 d . . .
O1 O 0.5801(2) -0.2217(4) 0.58225(16) 0.0337(6) Uani 1 1 d . . .
N6 N 0.8233(3) -0.8116(5) 0.48125(18) 0.0314(7) Uani 1 1 d . . .
C5 C 0.7496(3) -0.6929(5) 0.5913(2) 0.0221(7) Uani 1 1 d . . .
H5 H 0.7407 -0.6595 0.6493 0.027 Uiso 1 1 calc R U .
N3 N 0.5675(3) -0.4475(4) 0.32064(19) 0.0301(7) Uani 1 1 d . . .
C6 C 0.9638(3) -0.8611(5) 0.6226(2) 0.0272(8) Uani 1 1 d . . .
H6A H 0.9817 -0.9936 0.6017 0.033 Uiso 1 1 calc R U .
H6B H 0.9518 -0.8731 0.6841 0.033 Uiso 1 1 calc R U .
O3 O 0.8019(3) -0.2298(5) 0.5960(3) 0.0746(12) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cl Cl 0.1484 0.1585 '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'
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
N4 Cu1 N4 180.0 3_646 .
N4 Cu1 N8 88.08(10) 3_646 .
N4 Cu1 N8 91.92(10) . .
N4 Cu1 N8 91.92(10) 3_646 3_646
N4 Cu1 N8 88.08(10) . 3_646
N8 Cu1 N8 180.0 . 3_646
N4 Cu1 O1 86.63(10) 3_646 3_646
N4 Cu1 O1 93.37(10) . 3_646
N8 Cu1 O1 83.75(9) . 3_646
N8 Cu1 O1 96.25(9) 3_646 3_646
N4 Cu1 O1 93.37(10) 3_646 .
N4 Cu1 O1 86.63(10) . .
N8 Cu1 O1 96.25(9) . .
N8 Cu1 O1 83.75(9) 3_646 .
O1 Cu1 O1 180.0 3_646 .
O3 Cl1 O1 107.2(2) . .
O3 Cl1 O2 109.08(18) . .
O1 Cl1 O2 106.37(15) . .
C2 C3 C4 111.1(3) . .
C2 C3 H3A 109.4 . .
C4 C3 H3A 109.4 . .
C2 C3 H3B 109.4 . .
C4 C3 H3B 109.4 . .
H3A C3 H3B 108.0 . .
N1 C2 C3 111.3(3) . .
N1 C2 H2A 109.4 . .
C3 C2 H2A 109.4 . .
N1 C2 H2B 109.4 . .
C3 C2 H2B 109.4 . .
H2A C2 H2B 108.0 . .
C1 N4 N3 106.5(3) . .
C1 N4 Cu1 127.7(2) . .
N3 N4 Cu1 125.8(2) . .
N4 C1 N1 108.9(3) . .
N4 C1 H1 125.5 . .
N1 C1 H1 125.5 . .
N6 N7 N8 109.7(3) . .
N3 N2 N1 107.4(3) . .
C1 N1 N2 107.9(3) . .
C1 N1 C2 129.5(3) . .
N2 N1 C2 122.6(3) . .
C5 N8 N7 106.2(3) . .
C5 N8 Cu1 131.6(2) . .
N7 N8 Cu1 122.1(2) . .
C6 C4 C3 114.8(3) 4 .
C6 C4 H4A 108.6 4 .
C3 C4 H4A 108.6 . .
C6 C4 H4B 108.6 4 .
C3 C4 H4B 108.6 . .
H4A C4 H4B 107.6 . .
C5 N5 N6 108.4(3) . .
C5 N5 C6 130.8(3) . .
N6 N5 C6 120.8(3) . .
Cl1 O1 Cu1 118.97(14) . .
N7 N6 N5 107.2(3) . .
N8 C5 N5 108.4(3) . .
N8 C5 H5 125.8 . .
N5 C5 H5 125.8 . .
N2 N3 N4 109.2(3) . .
N5 C6 C4 112.3(3) . 4_656
N5 C6 H6A 109.1 . .
C4 C6 H6A 109.1 4_656 .
N5 C6 H6B 109.1 . .
C4 C6 H6B 109.1 4_656 .
H6A C6 H6B 107.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N4 2.017(3) 3_646
Cu1 N4 2.017(3) .
Cu1 N8 2.050(3) .
Cu1 N8 2.050(3) 3_646
Cu1 O1 2.360(2) 3_646
Cu1 O1 2.360(2) .
Cl1 O3 1.444(3) .
Cl1 O1 1.477(2) .
Cl1 O2 1.482(3) .
C3 C2 1.521(4) .
C3 C4 1.528(5) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C2 N1 1.467(4) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
N4 C1 1.312(4) .
N4 N3 1.362(4) .
C1 N1 1.325(4) .
C1 H1 0.9500 .
N7 N6 1.283(4) .
N7 N8 1.364(4) .
N2 N3 1.294(4) .
N2 N1 1.346(4) .
N8 C5 1.319(4) .
C4 C6 1.517(5) 4
C4 H4A 0.9900 .
C4 H4B 0.9900 .
N5 C5 1.321(4) .
N5 N6 1.349(4) .
N5 C6 1.468(4) .
C5 H5 0.9500 .
C6 C4 1.517(5) 4_656
C6 H6A 0.9900 .
C6 H6B 0.9900 .
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
C3 H3A O3 0.99 2.58 3.537(5) 162.4 4
C3 H3B N7 0.99 2.66 3.616(5) 162.8 2_655
C3 H3B N6 0.99 2.69 3.554(5) 146.5 2_655
C2 H2A N2 0.99 2.66 3.536(4) 148.1 2_655
C1 H1 O1 0.95 2.39 3.127(4) 134.3 3_656
C5 H5 O2 0.95 2.35 3.258(4) 160.8 2_646
C6 H6A O3 0.99 2.50 3.041(5) 113.9 1_545
C6 H6B N3 0.99 2.56 3.340(4) 135.1 4_646
C3 H3A O3 0.99 2.58 3.537(5) 162.4 4
C3 H3B N7 0.99 2.66 3.616(5) 162.8 2_655
C3 H3B N6 0.99 2.69 3.554(5) 146.5 2_655
C2 H2A N2 0.99 2.66 3.536(4) 148.1 2_655
C1 H1 O1 0.95 2.39 3.127(4) 134.3 3_656
C5 H5 O2 0.95 2.35 3.258(4) 160.8 2_646
C6 H6A O3 0.99 2.50 3.041(5) 113.9 1_545
C6 H6B N3 0.99 2.56 3.340(4) 135.1 4_646
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_4
C4 C3 C2 N1 172.8(3) .
N3 N4 C1 N1 0.0(4) .
Cu1 N4 C1 N1 -178.42(19) .
N4 C1 N1 N2 -0.4(4) .
N4 C1 N1 C2 -179.6(3) .
N3 N2 N1 C1 0.6(3) .
N3 N2 N1 C2 179.9(3) .
C3 C2 N1 C1 -153.5(3) .
C3 C2 N1 N2 27.4(4) .
N6 N7 N8 C5 -0.9(4) .
N6 N7 N8 Cu1 176.7(2) .
C2 C3 C4 C6 -75.9(4) 4
O3 Cl1 O1 Cu1 78.9(2) .
O2 Cl1 O1 Cu1 -164.54(15) .
N8 N7 N6 N5 -0.1(4) .
C5 N5 N6 N7 1.1(4) .
C6 N5 N6 N7 -179.9(3) .
N7 N8 C5 N5 1.6(4) .
Cu1 N8 C5 N5 -175.7(2) .
N6 N5 C5 N8 -1.7(4) .
C6 N5 C5 N8 179.4(3) .
N1 N2 N3 N4 -0.6(4) .
C1 N4 N3 N2 0.3(4) .
Cu1 N4 N3 N2 178.8(2) .
C5 N5 C6 C4 -102.1(4) 4_656
N6 N5 C6 C4 79.1(4) 4_656
