#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:00:24 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180407 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/76/7207646.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_7207646
loop_
_publ_author_name
'Lin, Jiao-Min'
'Qiu, Yan-Xuan'
'Chen, Wen-Bin'
'Yang, Meng'
'Zhou, Ai-Ju'
'Dong, Wen'
'Tian, Chang-En'
_publ_section_title
;
 Unusual π−--π− stacking interactions between
 5,5′-azotetrazolate(AT) anions in six AT based 3d metal
 photochromic complexes
;
_journal_issue                   8
_journal_name_full               CrystEngComm
_journal_page_first              2779
_journal_paper_doi               10.1039/c2ce06606h
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C6 H18 Cu N14 O2'
_chemical_formula_weight         381.89
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                77.665(5)
_cell_angle_beta                 74.131(4)
_cell_angle_gamma                71.317(4)
_cell_formula_units_Z            2
_cell_length_a                   7.9461(6)
_cell_length_b                   8.2084(6)
_cell_length_c                   12.8870(10)
_cell_measurement_reflns_used    2563
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.69
_cell_measurement_theta_min      1.66
_cell_volume                     758.55(10)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean none
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_sigmaI/netI    0.0284
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10968
_diffrn_reflns_theta_full        27.69
_diffrn_reflns_theta_max         27.69
_diffrn_reflns_theta_min         1.66
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    1.476
_exptl_absorpt_correction_T_max  0.832
_exptl_absorpt_correction_T_min  0.721
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.672
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             394.0
_exptl_crystal_size_max          0.245
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.125
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.840
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       0.00
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         3363
_refine_ls_number_restraints     27
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0447
_refine_ls_shift/su_max          0.042
_refine_ls_shift/su_mean         0.014
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0815P)²+0.3062P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1302
_refine_ls_wR_factor_ref         0.1416
_reflns_number_gt                2530
_reflns_number_total             3363
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce06606h.txt
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7207646
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu1 Cu 0.5000 0.0000 0.0000 0.0596(2) Uani 1 2 d S
Cu2 Cu 0.5000 0.5000 0.5000 0.0418(2) Uani 1 2 d S
N14 N 0.7582(4) 0.4858(4) 0.4986(2) 0.0418(6) Uani 1 1 d D
N11 N 0.2350(4) 0.0473(5) 0.0071(3) 0.0612(8) Uani 1 1 d D
N1 N 0.3566(4) 0.0882(4) 0.2832(2) 0.0521(7) Uani 1 1 d .
N2 N 0.4396(4) -0.0308(4) 0.2164(2) 0.0537(7) Uani 1 1 d .
N5 N 0.2639(3) 0.0888(3) 0.4715(2) 0.0423(6) Uani 1 1 d .
N6 N 0.2557(3) -0.0077(3) 0.5618(2) 0.0431(6) Uani 1 1 d .
N4 N 0.4276(4) -0.1723(3) 0.3795(2) 0.0455(6) Uani 1 1 d .
N3 N 0.4817(4) -0.1860(4) 0.2735(2) 0.0498(7) Uani 1 1 d .
C1 C 0.3520(4) -0.0021(4) 0.3820(2) 0.0399(7) Uani 1 1 d .
N9 N -0.0348(4) 0.2611(4) 0.7507(2) 0.0550(8) Uani 1 1 d .
N10 N 0.0398(4) 0.2424(3) 0.6468(2) 0.0492(7) Uani 1 1 d .
N7 N 0.1432(5) 0.0004(4) 0.7505(2) 0.0635(9) Uani 1 1 d .
N13 N 0.6073(4) 0.4051(4) 0.3589(2) 0.0426(6) Uani 1 1 d D
C6 C 0.8809(4) 0.3778(5) 0.4160(3) 0.0485(8) Uani 1 1 d D
C5 C 0.7946(5) 0.4203(5) 0.3201(3) 0.0507(8) Uani 1 1 d D
N12 N 0.4439(5) 0.2606(5) -0.0203(3) 0.0653(9) Uani 1 1 d D
C4 C 0.1479(7) 0.2253(8) 0.0332(7) 0.108(2) Uani 1 1 d D
C3 C 0.2575(9) 0.3379(7) -0.0229(6) 0.1064(19) Uani 1 1 d D
C2 C 0.1499(4) 0.0820(4) 0.6499(2) 0.0400(7) Uani 1 1 d .
N8 N 0.0267(5) 0.1165(4) 0.8122(2) 0.0639(9) Uani 1 1 d .
O1 O 0.3463(4) 0.4476(4) 0.2074(3) 0.0790(9) Uani 1 1 d D
O2 O 0.6842(7) 0.2967(7) 0.1091(4) 0.1415(17) Uani 1 1 d .
H15 H 0.891(4) 0.261(3) 0.451(2) 0.041(9) Uiso 1 1 d D
H17 H 0.774(4) 0.590(3) 0.484(3) 0.040(9) Uiso 1 1 d D
H16 H 0.996(3) 0.394(4) 0.399(3) 0.051(9) Uiso 1 1 d D
H10 H 0.187(6) -0.029(5) 0.061(3) 0.085(15) Uiso 1 1 d D
H12 H 0.602(5) 0.298(3) 0.365(3) 0.043(9) Uiso 1 1 d D
H11 H 0.546(5) 0.437(5) 0.307(2) 0.054(10) Uiso 1 1 d D
H14 H 0.789(5) 0.538(2) 0.286(3) 0.055(10) Uiso 1 1 d D
H18 H 0.784(5) 0.438(5) 0.562(2) 0.051(10) Uiso 1 1 d D
H4 H 0.473(5) 0.294(5) 0.032(3) 0.058(11) Uiso 1 1 d D
H3 H 0.490(9) 0.309(9) -0.086(3) 0.15(3) Uiso 1 1 d D
H2 H 0.255(4) 0.531(4) 0.209(4) 0.085(16) Uiso 1 1 d D
H1 H 0.315(7) 0.357(4) 0.225(6) 0.18(3) Uiso 1 1 d D
H13 H 0.872(5) 0.346(3) 0.269(2) 0.067(11) Uiso 1 1 d D
H5 H 0.219(6) 0.460(2) -0.028(4) 0.079(13) Uiso 1 1 d D
H7 H 0.029(4) 0.270(7) 0.022(4) 0.108(18) Uiso 1 1 d D
H6 H 0.212(11) 0.335(6) -0.083(5) 0.18(4) Uiso 1 1 d D
H9 H 0.223(8) 0.050(7) -0.061(2) 0.101(18) Uiso 1 1 d D
H8 H 0.128(10) 0.292(13) 0.089(8) 0.28(6) Uiso 1 1 d 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'
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
N11 Cu1 N11 180.0(2) 2_655 .
N11 Cu1 N12 84.20(16) 2_655 2_655
N11 Cu1 N12 95.80(16) . 2_655
N11 Cu1 N12 95.80(16) 2_655 .
N11 Cu1 N12 84.20(16) . .
N12 Cu1 N12 180.0(2) 2_655 .
N13 Cu2 N13 180.000(1) . 2_666
N13 Cu2 N14 95.08(11) . 2_666
N13 Cu2 N14 84.92(11) 2_666 2_666
N13 Cu2 N14 84.92(11) . .
N13 Cu2 N14 95.08(11) 2_666 .
N14 Cu2 N14 180.0 2_666 .
C6 N14 Cu2 108.4(2) . .
C6 N14 H17 111(2) . .
Cu2 N14 H17 111(2) . .
C6 N14 H18 109(3) . .
Cu2 N14 H18 111(3) . .
H17 N14 H18 108(3) . .
C4 N11 Cu1 106.4(4) . .
C4 N11 H10 110(3) . .
Cu1 N11 H10 110(3) . .
C4 N11 H9 106(4) . .
Cu1 N11 H9 107(4) . .
H10 N11 H9 117(5) . .
C1 N1 N2 104.2(3) . .
N3 N2 N1 109.8(2) . .
N6 N5 C1 113.6(2) . .
N5 N6 C2 113.1(2) . .
N3 N4 C1 103.9(2) . .
N2 N3 N4 109.6(3) . .
N1 C1 N4 112.6(3) . .
N1 C1 N5 117.6(3) . .
N4 C1 N5 129.7(3) . .
N8 N9 N10 109.4(3) . .
C2 N10 N9 104.3(2) . .
C2 N7 N8 104.4(3) . .
C5 N13 Cu2 108.4(2) . .
C5 N13 H12 112(2) . .
Cu2 N13 H12 112(2) . .
C5 N13 H11 113(3) . .
Cu2 N13 H11 120(3) . .
H12 N13 H11 90(3) . .
N14 C6 C5 107.7(3) . .
N14 C6 H15 105(2) . .
C5 C6 H15 113(2) . .
N14 C6 H16 110(2) . .
C5 C6 H16 114(2) . .
H15 C6 H16 107(2) . .
N13 C5 C6 108.5(3) . .
N13 C5 H14 108(2) . .
C6 C5 H14 110(2) . .
N13 C5 H13 116(2) . .
C6 C5 H13 107(2) . .
H14 C5 H13 107(2) . .
C3 N12 Cu1 110.1(4) . .
C3 N12 H4 112(3) . .
Cu1 N12 H4 110(3) . .
C3 N12 H3 97(5) . .
Cu1 N12 H3 115(5) . .
H4 N12 H3 112(5) . .
C3 C4 N11 111.4(4) . .
C3 C4 H7 111(3) . .
N11 C4 H7 113(4) . .
C3 C4 H8 81(8) . .
N11 C4 H8 140(6) . .
H7 C4 H8 94.8(18) . .
N12 C3 C4 112.1(5) . .
N12 C3 H5 115(3) . .
C4 C3 H5 125(3) . .
N12 C3 H6 121(5) . .
C4 C3 H6 83(5) . .
H5 C3 H6 94.3(18) . .
N7 C2 N10 112.2(3) . .
N7 C2 N6 119.6(3) . .
N10 C2 N6 128.0(3) . .
N9 N8 N7 109.8(3) . .
H2 O1 H1 109(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N11 1.995(3) 2_655
Cu1 N11 1.995(3) .
Cu1 N12 2.014(4) 2_655
Cu1 N12 2.014(4) .
Cu2 N13 1.993(3) .
Cu2 N13 1.993(3) 2_666
Cu2 N14 2.013(3) 2_666
Cu2 N14 2.013(3) .
N14 C6 1.466(4) .
N14 H17 0.877(18) .
N14 H18 0.877(19) .
N11 C4 1.471(7) .
N11 H10 0.92(2) .
N11 H9 0.90(2) .
N1 C1 1.328(4) .
N1 N2 1.329(4) .
N2 N3 1.318(4) .
N5 N6 1.259(4) .
N5 C1 1.403(4) .
N6 C2 1.406(4) .
N4 N3 1.332(4) .
N4 C1 1.335(4) .
N9 N8 1.309(4) .
N9 N10 1.328(4) .
N10 C2 1.326(4) .
N7 C2 1.321(4) .
N7 N8 1.324(4) .
N13 C5 1.471(4) .
N13 H12 0.882(18) .
N13 H11 0.879(19) .
C6 C5 1.498(5) .
C6 H15 0.953(17) .
C6 H16 0.926(17) .
C5 H14 0.968(18) .
C5 H13 0.945(18) .
N12 C3 1.419(7) .
N12 H4 0.885(19) .
N12 H3 0.89(2) .
C4 C3 1.422(10) .
C4 H7 0.93(2) .
C4 H8 0.946(15) .
C3 H5 0.939(14) .
C3 H6 0.95(2) .
O1 H2 0.820(19) .
O1 H1 0.82(2) .
