#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:00:24 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180407 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/76/7207647.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_7207647
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 H16 Cu N14'
_chemical_formula_weight         347.88
_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                103.1330(10)
_cell_angle_beta                 98.0200(10)
_cell_angle_gamma                105.2750(10)
_cell_formula_units_Z            2
_cell_length_a                   7.0326(2)
_cell_length_b                   8.4673(3)
_cell_length_c                   12.2837(4)
_cell_measurement_reflns_used    2563
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.520
_cell_measurement_theta_min      2.70
_cell_volume                     671.51(4)
_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 0.970
_diffrn_measured_fraction_theta_max 0.970
_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  0.0247
_diffrn_reflns_av_sigmaI/netI    0.0290
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7130
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         2.70
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    1.648
_exptl_absorpt_correction_T_max  0.799
_exptl_absorpt_correction_T_min  0.696
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.720
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             358
_exptl_crystal_size_max          0.242
_exptl_crystal_size_mid          0.188
_exptl_crystal_size_min          0.136
_refine_diff_density_max         0.740
_refine_diff_density_min         -0.657
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       0.011(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         2987
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.111
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0304
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0604P)²+0.2424P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0986
_refine_ls_wR_factor_ref         0.1031
_reflns_number_gt                2563
_reflns_number_total             2987
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce06606h.txt
_cod_data_source_block           5
_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               7207647
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
Cu2 Cu 0.0000 0.5000 0.0000 0.02731(14) Uani 1 2 d S
Cu1 Cu 0.0000 0.0000 0.5000 0.02716(14) Uani 1 2 d S
N3 N 0.0651(4) 0.2272(3) 0.76870(18) 0.0381(5) Uani 1 1 d .
N2 N 0.0354(3) 0.0689(3) 0.71006(17) 0.0359(5) Uani 1 1 d .
N1 N 0.0094(4) -0.0327(3) 0.7776(2) 0.0433(5) Uani 1 1 d .
N4 N 0.0596(4) 0.2331(3) 0.87691(18) 0.0451(5) Uani 1 1 d .
C1 C 0.0252(4) 0.0726(4) 0.8791(2) 0.0418(6) Uani 1 1 d .
N14 N 0.4646(3) 0.9246(2) 0.96902(16) 0.0323(4) Uani 1 1 d .
N10 N 0.3815(3) 0.7553(3) 0.77705(18) 0.0375(5) Uani 1 1 d .
N11 N 0.3995(3) 0.7848(3) 0.67635(18) 0.0411(5) Uani 1 1 d .
N13 N 0.5304(3) 1.0311(3) 0.80330(17) 0.0341(4) Uani 1 1 d .
N12 N 0.4894(3) 0.9492(3) 0.69235(17) 0.0393(5) Uani 1 1 d .
C6 C 0.4616(3) 0.9081(3) 0.85247(19) 0.0277(4) Uani 1 1 d .
N8 N 0.0214(3) 0.4175(2) 0.14250(17) 0.0304(4) Uani 1 1 d D
N9 N 0.2997(3) 0.5993(3) 0.04969(18) 0.0324(4) Uani 1 1 d D
C5 C 0.2291(4) 0.4962(4) 0.2108(2) 0.0417(6) Uani 1 1 d D
C4 C 0.3694(4) 0.5094(4) 0.1290(2) 0.0382(5) Uani 1 1 d D
N7 N 0.2998(3) 0.1139(3) 0.51839(17) 0.0319(4) Uani 1 1 d .
H7A H 0.1900 0.0486 0.4715 0.038 Uiso 1 1 calc R
H7B H 0.3858 0.0704 0.5468 0.038 Uiso 1 1 calc R
N6 N 0.0213(3) -0.2375(3) 0.49003(18) 0.0337(4) Uani 1 1 d D
C2 C 0.3402(4) 0.2989(3) 0.5499(2) 0.0436(6) Uani 1 1 d .
H2A H 0.4641 0.3528 0.5288 0.052 Uiso 1 1 calc R
H2B H 0.3560 0.3421 0.6319 0.052 Uiso 1 1 calc R
C3 C 0.1659(5) 0.3393(3) 0.4880(3) 0.0449(6) Uani 1 1 d D
H5 H 0.040(5) -0.281(4) 0.4220(19) 0.047(9) Uiso 1 1 d D
H4 H 0.120(4) -0.239(4) 0.542(2) 0.051(9) Uiso 1 1 d D
H3 H 0.171(4) 0.453(2) 0.513(3) 0.044(8) Uiso 1 1 d D
H6 H 0.507(3) 0.567(4) 0.166(3) 0.058(9) Uiso 1 1 d D
H7 H 0.352(4) 0.395(3) 0.087(2) 0.043(8) Uiso 1 1 d D
H8 H 0.268(5) 0.436(4) 0.259(3) 0.065(10) Uiso 1 1 d D
H11 H -0.006(4) 0.308(2) 0.117(2) 0.034(7) Uiso 1 1 d D
H9 H 0.233(5) 0.606(3) 0.254(3) 0.054(9) Uiso 1 1 d D
H10 H -0.064(4) 0.435(4) 0.184(2) 0.038(8) Uiso 1 1 d D
H12 H 0.365(4) 0.579(4) 0.000(2) 0.041(8) Uiso 1 1 d D
H13 H 0.334(4) 0.710(2) 0.086(2) 0.039(7) Uiso 1 1 d D
H14 H 0.166(5) 0.308(4) 0.4115(17) 0.063(10) Uiso 1 1 d D
N5 N 0.0169(6) 0.0754(6) 0.9959(5) 0.0263(9) Uani 0.50 1 d P
N15 N 0.0063(7) 0.0461(7) 1.0478(4) 0.0325(9) Uani 0.50 1 d P
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
N9 Cu2 N9 180.0 2_565 .
N9 Cu2 N8 95.49(8) 2_565 .
N9 Cu2 N8 84.51(8) . .
N9 Cu2 N8 84.51(8) 2_565 2_565
N9 Cu2 N8 95.49(8) . 2_565
N8 Cu2 N8 180.00(10) . 2_565
N7 Cu1 N7 180.0 2_556 .
N7 Cu1 N6 84.29(9) 2_556 .
N7 Cu1 N6 95.71(8) . .
N7 Cu1 N6 95.71(8) 2_556 2_556
N7 Cu1 N6 84.29(9) . 2_556
N6 Cu1 N6 180.000(1) . 2_556
N7 Cu1 N2 89.09(8) 2_556 .
N7 Cu1 N2 90.91(8) . .
N6 Cu1 N2 92.26(8) . .
N6 Cu1 N2 87.74(8) 2_556 .
N7 Cu1 N2 90.91(8) 2_556 2_556
N7 Cu1 N2 89.09(8) . 2_556
N6 Cu1 N2 87.74(8) . 2_556
N6 Cu1 N2 92.26(8) 2_556 2_556
N2 Cu1 N2 180.0 . 2_556
N2 N3 N4 109.5(2) . .
N3 N2 N1 110.2(2) . .
N3 N2 Cu1 119.29(15) . .
N1 N2 Cu1 130.16(16) . .
N2 N1 C1 103.5(2) . .
C1 N4 N3 103.9(2) . .
N4 C1 N1 113.0(2) . .
N4 C1 N5 105.0(3) . .
N1 C1 N5 142.0(3) . .
N4 C1 N15 145.1(3) . 2_557
N1 C1 N15 101.9(3) . 2_557
N5 C1 N15 40.1(2) . 2_557
N14 N14 C6 113.8(2) 2_677 .
N11 N10 C6 104.4(2) . .
N12 N11 N10 109.26(19) . .
N12 N13 C6 103.77(19) . .
N11 N12 N13 110.01(19) . .
N10 C6 N13 112.6(2) . .
N10 C6 N14 119.7(2) . .
N13 C6 N14 127.7(2) . .
C5 N8 Cu2 108.72(15) . .
C5 N8 H11 111.3(18) . .
Cu2 N8 H11 104.8(19) . .
C5 N8 H10 110(2) . .
Cu2 N8 H10 115(2) . .
H11 N8 H10 107(3) . .
C4 N9 Cu2 107.67(15) . .
C4 N9 H12 100(2) . .
Cu2 N9 H12 116(2) . .
C4 N9 H13 109(2) . .
Cu2 N9 H13 110.5(19) . .
H12 N9 H13 113(3) . .
N8 C5 C4 107.7(2) . .
N8 C5 H8 114(2) . .
C4 C5 H8 108(2) . .
N8 C5 H9 106(2) . .
C4 C5 H9 111(2) . .
H8 C5 H9 110(3) . .
N9 C4 C5 107.4(2) . .
N9 C4 H6 110(2) . .
C5 C4 H6 113(2) . .
N9 C4 H7 108.6(19) . .
C5 C4 H7 106.0(18) . .
H6 C4 H7 111(3) . .
C2 N7 Cu1 108.98(16) . .
C2 N7 H7A 120.0 . .
Cu1 N7 H7A 34.5 . .
C2 N7 H7B 120.0 . .
Cu1 N7 H7B 119.9 . .
H7A N7 H7B 120.0 . .
C3 N6 Cu1 107.76(16) 2_556 .
C3 N6 H5 112(2) 2_556 .
Cu1 N6 H5 109(2) . .
C3 N6 H4 106(2) 2_556 .
Cu1 N6 H4 113(2) . .
H5 N6 H4 109(3) . .
N7 C2 C3 108.7(2) . .
N7 C2 H2A 109.9 . .
C3 C2 H2A 109.9 . .
N7 C2 H2B 109.9 . .
C3 C2 H2B 109.9 . .
H2A C2 H2B 108.3 . .
N6 C3 C2 108.2(2) 2_556 .
N6 C3 H3 106.7(19) 2_556 .
C2 C3 H3 113.5(19) . .
N6 C3 H14 110(2) 2_556 .
C2 C3 H14 107(2) . .
H3 C3 H14 112(3) . .
N15 N5 N15 88.3(7) . 2_557
N15 N5 N5 52.5(5) . 2_557
N15 N5 N5 35.8(4) 2_557 2_557
N15 N5 C1 160.8(8) . .
N15 N5 C1 72.6(7) 2_557 .
N5 N5 C1 108.4(6) 2_557 .
N5 N15 N5 91.7(7) . 2_557
N5 N15 N15 54.7(5) . 2_557
N5 N15 N15 37.0(3) 2_557 2_557
N5 N15 C1 159.1(8) . 2_557
N5 N15 C1 67.3(6) 2_557 2_557
N15 N15 C1 104.3(7) 2_557 2_557
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu2 N9 1.999(2) 2_565
Cu2 N9 1.999(2) .
Cu2 N8 2.0280(19) .
Cu2 N8 2.0280(19) 2_565
Cu1 N7 2.030(2) 2_556
Cu1 N7 2.030(2) .
Cu1 N6 2.033(2) .
Cu1 N6 2.033(2) 2_556
Cu1 N2 2.474(2) .
Cu1 N2 2.474(2) 2_556
N3 N2 1.315(3) .
N3 N4 1.325(3) .
N2 N1 1.321(3) .
N1 C1 1.329(4) .
N4 C1 1.324(4) .
C1 N5 1.439(6) .
C1 N15 1.488(7) 2_557
N14 N14 1.255(4) 2_677
N14 C6 1.403(3) .
N10 N11 1.332(3) .
N10 C6 1.332(3) .
N11 N12 1.325(3) .
N13 N12 1.333(3) .
N13 C6 1.336(3) .
N8 C5 1.474(3) .
N8 H11 0.868(17) .
N8 H10 0.857(17) .
N9 C4 1.473(3) .
N9 H12 0.831(18) .
N9 H13 0.889(17) .
C5 C4 1.505(4) .
C5 H8 0.927(18) .
C5 H9 0.950(18) .
C4 H6 0.953(18) .
C4 H7 0.956(17) .
N7 C2 1.465(3) .
N7 H7A 0.8600 .
N7 H7B 0.8600 .
N6 C3 1.468(4) 2_556
N6 H5 0.877(18) .
N6 H4 0.883(18) .
C2 C3 1.509(4) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 N6 1.468(4) 2_556
C3 H3 0.933(17) .
C3 H14 0.918(18) .
N5 N15 0.740(5) .
N5 N15 1.004(5) 2_557
N5 N5 1.266(9) 2_557
N15 N5 1.004(5) 2_557
N15 N15 1.229(9) 2_557
N15 C1 1.488(7) 2_557
