#------------------------------------------------------------------------------
#$Date: 2016-03-26 19:32:58 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180439 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/08/7210832.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_7210832
loop_
_publ_author_name
'Yang, Meng'
'OuYang, Zhen-Jie'
'Chen, Wen-Bin'
'Zhou, Rong-Fu'
'Li, Nan'
'Dong, Wen'
_publ_section_title
;
 Structures of six photochromic 3d complexes containing
 3,3′-azobis-1,2,4-triazole ligand
;
_journal_issue                   42
_journal_name_full               CrystEngComm
_journal_page_first              8529
_journal_paper_doi               10.1039/c3ce40736e
_journal_volume                  15
_journal_year                    2013
_chemical_formula_sum            'C8 H18 Cu N12'
_chemical_formula_weight         345.89
_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                103.213(4)
_cell_angle_beta                 97.971(4)
_cell_angle_gamma                105.300(3)
_cell_formula_units_Z            2
_cell_length_a                   7.0262(4)
_cell_length_b                   8.4500(5)
_cell_length_c                   12.2755(9)
_cell_measurement_reflns_used    3085
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.530
_cell_measurement_theta_min      1.90
_cell_volume                     668.83(8)
_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 0.983
_diffrn_measured_fraction_theta_max 0.983
_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  0.0145
_diffrn_reflns_av_sigmaI/netI    0.0138
_diffrn_reflns_limit_h_max       8
_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       -15
_diffrn_reflns_number            10528
_diffrn_reflns_theta_full        27.59
_diffrn_reflns_theta_max         27.59
_diffrn_reflns_theta_min         1.74
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    1.650
_exptl_absorpt_correction_T_max  0.743
_exptl_absorpt_correction_T_min  0.714
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.718
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             358
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.778
_refine_diff_density_min         -0.779
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       0.011(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         3035
_refine_ls_number_restraints     28
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0331
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
calc w=1/[σ²(Fo²)+(0.0684P)²+0.4811P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1033
_refine_ls_wR_factor_ref         0.1076
_reflns_number_gt                2663
_reflns_number_total             3085
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce40736e.txt
_cod_data_source_block           1
_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               7210832
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 0.0000 0.0000 0.0000 0.02784(14) Uani 1 2 d S
Cu2 Cu 0.0000 -0.5000 -0.5000 0.02743(14) Uani 1 2 d S
C7 C 0.5382(3) 0.5916(3) 0.14764(19) 0.0293(4) Uani 1 1 d .
N10 N 0.4698(3) 0.4691(3) 0.19662(16) 0.0342(4) Uani 1 1 d .
N12 N 0.6188(3) 0.7452(3) 0.22291(18) 0.0392(5) Uani 1 1 d .
C8 C 0.6003(4) 0.7149(3) 0.32310(18) 0.0323(5) Uani 1 1 d .
H8 H 0.6437 0.7972 0.3936 0.039 Uiso 1 1 calc R
N11 N 0.5112(3) 0.5506(3) 0.30773(17) 0.0399(5) Uani 1 1 d .
N13 N 0.5354(3) 0.5756(3) 0.03096(16) 0.0326(4) Uani 1 1 d .
N2 N 0.0353(3) -0.4315(3) -0.29023(17) 0.0365(5) Uani 1 1 d .
C1 C 0.0252(4) -0.4292(4) -0.1215(2) 0.0434(6) Uani 1 1 d .
C2 C 0.0639(4) -0.2741(3) -0.23099(18) 0.0298(5) Uani 1 1 d .
H2 H 0.0848 -0.1804 -0.2605 0.036 Uiso 1 1 calc R
N1 N 0.0092(4) -0.5332(3) -0.2226(2) 0.0446(5) Uani 1 1 d .
N3 N 0.0588(4) -0.2682(3) -0.12278(18) 0.0455(6) Uani 1 1 d .
N7 N 0.2987(3) -0.3865(3) -0.48159(18) 0.0325(4) Uani 1 1 d D
N6 N 0.0214(3) -0.7378(3) -0.51010(18) 0.0346(4) Uani 1 1 d D
N8 N 0.0209(3) -0.0820(3) 0.14281(17) 0.0312(4) Uani 1 1 d D
N9 N 0.2999(3) 0.0987(3) 0.04971(18) 0.0325(4) Uani 1 1 d D
C5 C 0.2285(4) -0.0042(4) 0.2108(2) 0.0415(6) Uani 1 1 d D
C6 C 0.3693(4) 0.0094(4) 0.1285(2) 0.0392(5) Uani 1 1 d D
C3 C -0.1668(5) -0.8403(3) -0.4889(2) 0.0445(6) Uani 1 1 d D
C4 C 0.3390(4) -0.2011(4) -0.4496(2) 0.0447(6) Uani 1 1 d D
N4 N 0.0171(6) -0.4245(5) -0.0031(5) 0.0278(8) Uani 0.50 1 d PU
N5 N 0.0053(7) -0.4545(7) 0.0484(4) 0.0321(9) Uani 0.50 1 d PU
H1 H 0.129(3) -0.734(4) -0.459(2) 0.039 Uiso 1 1 d D
H3 H 0.037(5) -0.781(4) -0.5809(18) 0.039 Uiso 1 1 d D
H10 H 0.335(5) -0.416(4) -0.5468(19) 0.039 Uiso 1 1 d D
H9 H 0.366(4) -0.413(4) -0.426(2) 0.039 Uiso 1 1 d D
H4 H -0.169(4) -0.809(4) -0.4094(16) 0.039 Uiso 1 1 d D
H5 H -0.183(4) -0.958(2) -0.513(2) 0.039 Uiso 1 1 d D
H7 H 0.463(3) -0.146(4) -0.466(2) 0.039 Uiso 1 1 d D
H6 H 0.348(4) -0.163(4) -0.3699(16) 0.039 Uiso 1 1 d D
H11 H -0.062(4) -0.059(4) 0.187(2) 0.039 Uiso 1 1 d D
H12 H -0.009(4) -0.196(2) 0.118(2) 0.039 Uiso 1 1 d D
H13 H 0.235(4) 0.110(3) 0.254(2) 0.039 Uiso 1 1 d D
H14 H 0.255(4) -0.078(3) 0.257(2) 0.039 Uiso 1 1 d D
H16 H 0.356(4) -0.104(3) 0.083(2) 0.039 Uiso 1 1 d D
H15 H 0.508(3) 0.059(4) 0.172(2) 0.039 Uiso 1 1 d D
H17 H 0.341(5) 0.078(4) -0.0142(19) 0.039 Uiso 1 1 d D
H18 H 0.338(4) 0.207(2) 0.085(2) 0.039 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'
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 Cu1 N9 180.00(5) 2 .
N9 Cu1 N8 84.45(8) 2 2
N9 Cu1 N8 95.55(8) . 2
N9 Cu1 N8 95.55(8) 2 .
N9 Cu1 N8 84.45(8) . .
N8 Cu1 N8 180.00(10) 2 .
N7 Cu2 N7 180.00(12) . 2_544
N7 Cu2 N6 84.38(9) . 2_544
N7 Cu2 N6 95.62(9) 2_544 2_544
N7 Cu2 N6 95.62(9) . .
N7 Cu2 N6 84.38(9) 2_544 .
N6 Cu2 N6 180.000(1) 2_544 .
N7 Cu2 N2 89.10(8) . 2_544
N7 Cu2 N2 90.90(8) 2_544 2_544
N6 Cu2 N2 92.14(8) 2_544 2_544
N6 Cu2 N2 87.86(8) . 2_544
N7 Cu2 N2 90.90(8) . .
N7 Cu2 N2 89.10(8) 2_544 .
N6 Cu2 N2 87.86(8) 2_544 .
N6 Cu2 N2 92.14(8) . .
N2 Cu2 N2 180.0 2_544 .
N10 C7 N12 112.8(2) . .
N10 C7 N13 127.9(2) . .
N12 C7 N13 119.3(2) . .
C7 N10 N11 104.00(19) . .
C8 N12 C7 103.8(2) . .
N11 C8 N12 109.9(2) . .
N11 C8 H8 125.0 . .
N12 C8 H8 125.0 . .
C8 N11 N10 109.49(19) . .
N13 N13 C7 113.6(2) 2_665 .
C2 N2 N1 109.6(2) . .
C2 N2 Cu2 119.64(15) . .
N1 N2 Cu2 130.36(17) . .
N1 C1 N3 113.1(2) . .
N1 C1 N4 142.9(3) . .
N3 C1 N4 104.0(3) . .
N1 C1 N5 102.7(3) . 2_545
N3 C1 N5 144.2(3) . 2_545
N4 C1 N5 40.2(2) . 2_545
N2 C2 N3 109.9(2) . .
N2 C2 H2 125.1 . .
N3 C2 H2 125.1 . .
C1 N1 N2 103.9(2) . .
C1 N3 C2 103.5(2) . .
C4 N7 Cu2 108.85(17) . .
C4 N7 H10 108(2) . .
Cu2 N7 H10 110(2) . .
C4 N7 H9 108(2) . .
Cu2 N7 H9 109(2) . .
H10 N7 H9 113(3) . .
C3 N6 Cu2 107.72(16) . .
C3 N6 H1 110.5(19) . .
Cu2 N6 H1 111.3(19) . .
C3 N6 H3 111(2) . .
Cu2 N6 H3 107(2) . .
H1 N6 H3 109(3) . .
C5 N8 Cu1 108.78(15) . .
C5 N8 H11 108(2) . .
Cu1 N8 H11 115(2) . .
C5 N8 H12 111.2(19) . .
Cu1 N8 H12 105.7(19) . .
H11 N8 H12 108(3) . .
C6 N9 Cu1 107.89(15) . .
C6 N9 H17 112(2) . .
Cu1 N9 H17 103(2) . .
C6 N9 H18 109(2) . .
Cu1 N9 H18 112(2) . .
H17 N9 H18 112(3) . .
N8 C5 C6 107.8(2) . .
N8 C5 H13 105.6(18) . .
C6 C5 H13 109.7(18) . .
N8 C5 H14 108.1(18) . .
C6 C5 H14 110.5(18) . .
H13 C5 H14 115(2) . .
N9 C6 C5 107.5(2) . .
N9 C6 H16 107.0(18) . .
C5 C6 H16 108.9(18) . .
N9 C6 H15 117.1(19) . .
C5 C6 H15 108.9(18) . .
H16 C6 H15 107(2) . .
N6 C3 C4 108.0(2) . 2_544
N6 C3 H4 110.5(18) . .
C4 C3 H4 106.5(19) 2_544 .
N6 C3 H5 111.7(19) . .
C4 C3 H5 110.7(19) 2_544 .
H4 C3 H5 109(3) . .
N7 C4 C3 109.1(2) . 2_544
N7 C4 H7 110.6(18) . .
C3 C4 H7 111.6(19) 2_544 .
N7 C4 H6 108.1(19) . .
C3 C4 H6 109.0(19) 2_544 .
H7 C4 H6 108(3) . .
N5 N4 N5 89.2(7) . 2_545
N5 N4 N4 53.1(5) . 2_545
N5 N4 N4 36.0(3) 2_545 2_545
N5 N4 C1 159.9(8) . .
N5 N4 C1 70.8(6) 2_545 .
N4 N4 C1 106.8(6) 2_545 .
N4 N5 N4 90.8(7) . 2_545
N4 N5 N5 54.2(5) . 2_545
N4 N5 N5 36.6(3) 2_545 2_545
N4 N5 C1 159.9(8) . 2_545
N4 N5 C1 69.1(6) 2_545 2_545
N5 N5 C1 105.7(7) 2_545 2_545
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N9 1.998(2) 2
Cu1 N9 1.998(2) .
Cu1 N8 2.0281(19) 2
Cu1 N8 2.0281(19) .
Cu2 N7 2.021(2) .
Cu2 N7 2.021(2) 2_544
Cu2 N6 2.031(2) 2_544
Cu2 N6 2.031(2) .
Cu2 N2 2.468(2) 2_544
Cu2 N2 2.468(2) .
C7 N10 1.329(3) .
C7 N12 1.333(3) .
C7 N13 1.404(3) .
N10 N11 1.332(3) .
N12 C8 1.329(3) .
C8 N11 1.320(3) .
C8 H8 0.9300 .
N13 N13 1.254(4) 2_665
N2 C2 1.309(3) .
N2 N1 1.321(3) .
C1 N1 1.317(4) .
C1 N3 1.323(4) .
C1 N4 1.454(6) .
C1 N5 1.470(7) 2_545
C2 N3 1.324(3) .
C2 H2 0.9300 .
N7 C4 1.464(4) .
N7 H10 0.877(17) .
N7 H9 0.887(18) .
N6 C3 1.470(4) .
N6 H1 0.901(18) .
N6 H3 0.896(18) .
N8 C5 1.470(3) .
N8 H11 0.882(17) .
N8 H12 0.895(18) .
N9 C6 1.463(3) .
N9 H17 0.869(18) .
N9 H18 0.870(18) .
C5 C6 1.511(4) .
C5 H13 0.977(17) .
C5 H14 0.966(17) .
C6 H16 0.968(17) .
C6 H15 0.975(17) .
C3 C4 1.500(4) 2_544
C3 H4 0.955(17) .
C3 H5 0.942(17) .
C4 C3 1.500(4) 2_544
C4 H7 0.947(17) .
C4 H6 0.944(17) .
N4 N5 0.739(5) .
N4 N5 1.005(5) 2_545
N4 N4 1.256(9) 2_545
N5 N4 1.005(5) 2_545
N5 N5 1.239(9) 2_545
N5 C1 1.470(7) 2_545
