#------------------------------------------------------------------------------
#$Date: 2016-08-06 09:20:25 +0300 (Sat, 06 Aug 2016) $
#$Revision: 185055 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/01/7040169.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_7040169
loop_
_publ_author_name
'Brede, Franziska A.'
'Mühlbach, Friedrich'
'Sextl, Gerhard'
'Müller-Buschbaum, Klaus'
_publ_section_title
;
 Mechanochemical and thermal formation of 1H-benzotriazole coordination
 polymers and complexes of 3d-transition metals with intriguing dielectric
 properties.
;
_journal_issue                   26
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10609
_journal_page_last               10619
_journal_paper_doi               10.1039/c6dt01597b
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C12 H10 Cl2 Co N6'
_chemical_formula_sum            'C12 H10 Cl2 Co N6'
_chemical_formula_weight         368.09
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2016-03-22 deposited with the CCDC.
2016-05-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.069(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.560(4)
_cell_length_b                   13.9232(9)
_cell_length_c                   13.849(3)
_cell_measurement_reflns_used    5089
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.394
_cell_measurement_theta_min      2.926
_cell_volume                     1456.8(8)
_computing_cell_refinement       'Saint-NT v. 7.23'
_computing_data_collection       'APEX2 ver. 2014.1 (Bruker AXS)'
_computing_data_reduction        'Saint-NT v. 7.23'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'Olex2 (Dolomanov et al., 2009)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            21969
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.306
_diffrn_reflns_theta_min         2.075
_diffrn_source                   'rotating anode'
_exptl_absorpt_coefficient_mu    1.545
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6687
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   'Sadabs 2014/3 (Bruker 2014)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             740
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.400
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3621
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0319
_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)+(0.0275P)²+1.1161P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0682
_refine_ls_wR_factor_ref         0.0736
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2940
_reflns_number_total             3621
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6dt01597b2.cif
_cod_data_source_block           fb-co-371-2blau
_cod_database_code               7040169
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N6(H6), N3(H3), C5(H5), C8(H8), C10(H10), C11(H11), C3(H3A), C4(H4), C2(H2),
 C9(H9)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Co1 Co 0.24900(4) 0.57342(2) 0.27697(2) 0.01256(8) Uani 1 1 d .
Cl2 Cl 0.52708(7) 0.51573(4) 0.27923(4) 0.01768(12) Uani 1 1 d .
Cl1 Cl 0.03738(7) 0.46315(4) 0.24647(4) 0.01566(12) Uani 1 1 d .
N5 N 0.1381(3) 0.56287(13) 0.46862(13) 0.0165(4) Uani 1 1 d .
N1 N 0.2151(2) 0.68175(13) 0.18326(12) 0.0139(4) Uani 1 1 d .
N6 N 0.1249(2) 0.60412(13) 0.55459(13) 0.0158(4) Uani 1 1 d .
H6 H 0.0814 0.5765 0.6039 0.019 Uiso 1 1 calc R
N4 N 0.2107(2) 0.62565(13) 0.41095(12) 0.0138(4) Uani 1 1 d .
N2 N 0.1382(2) 0.76026(13) 0.21463(13) 0.0159(4) Uani 1 1 d .
N3 N 0.1279(2) 0.82204(13) 0.14157(13) 0.0163(4) Uani 1 1 d .
H3 H 0.0821 0.8784 0.1451 0.020 Uiso 1 1 calc R
C12 C 0.2452(3) 0.70934(15) 0.46086(15) 0.0133(4) Uani 1 1 d .
C5 C 0.3308(3) 0.63085(17) 0.02194(16) 0.0192(5) Uani 1 1 d .
H5 H 0.3663 0.5691 0.0394 0.023 Uiso 1 1 calc R
C7 C 0.1890(3) 0.69588(16) 0.55489(15) 0.0142(4) Uani 1 1 d .
C8 C 0.2017(3) 0.76775(17) 0.62538(16) 0.0188(5) Uani 1 1 d .
H8 H 0.1613 0.7586 0.6874 0.023 Uiso 1 1 calc R
C1 C 0.1987(3) 0.78524(15) 0.06027(15) 0.0142(4) Uani 1 1 d .
C10 C 0.3362(3) 0.86645(17) 0.50263(17) 0.0193(5) Uani 1 1 d .
H10 H 0.3869 0.9250 0.4871 0.023 Uiso 1 1 calc R
C11 C 0.3213(3) 0.79665(16) 0.43295(16) 0.0156(4) Uani 1 1 d .
H11 H 0.3595 0.8066 0.3706 0.019 Uiso 1 1 calc R
C6 C 0.2534(3) 0.69324(16) 0.08748(15) 0.0137(4) Uani 1 1 d .
C3 C 0.2984(3) 0.7603(2) -0.09586(17) 0.0262(6) Uani 1 1 d .
H3A H 0.3171 0.7814 -0.1584 0.031 Uiso 1 1 calc R
C4 C 0.3511(3) 0.66621(19) -0.06987(17) 0.0246(6) Uani 1 1 d .
H4 H 0.4010 0.6271 -0.1160 0.030 Uiso 1 1 calc R
C2 C 0.2211(3) 0.82136(18) -0.03297(16) 0.0220(5) Uani 1 1 d .
H2 H 0.1855 0.8830 -0.0508 0.026 Uiso 1 1 calc R
C9 C 0.2769(3) 0.85232(17) 0.59771(17) 0.0211(5) Uani 1 1 d .
H9 H 0.2896 0.9019 0.6424 0.025 Uiso 1 1 calc R
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
Cl1 Co1 Cl2 114.67(3)
N1 Co1 Cl2 112.10(6)
N1 Co1 Cl1 108.64(6)
N1 Co1 N4 107.74(7)
N4 Co1 Cl2 106.28(6)
N4 Co1 Cl1 107.06(6)
N4 N5 N6 107.63(17)
N2 N1 Co1 117.31(13)
N2 N1 C6 109.37(17)
C6 N1 Co1 133.31(15)
N5 N6 H6 124.2
N5 N6 C7 111.64(18)
C7 N6 H6 124.2
N5 N4 Co1 113.22(13)
N5 N4 C12 109.47(17)
C12 N4 Co1 137.27(15)
N1 N2 N3 107.47(17)
N2 N3 H3 124.1
N2 N3 C1 111.81(18)
C1 N3 H3 124.1
N4 C12 C7 107.23(19)
N4 C12 C11 131.85(19)
C7 C12 C11 120.9(2)
C6 C5 H5 121.9
C4 C5 H5 121.9
C4 C5 C6 116.1(2)
N6 C7 C12 104.03(18)
N6 C7 C8 133.3(2)
C12 C7 C8 122.6(2)
C7 C8 H8 122.0
C9 C8 C7 116.0(2)
C9 C8 H8 122.0
N3 C1 C6 104.10(18)
N3 C1 C2 133.6(2)
C6 C1 C2 122.3(2)
C11 C10 H10 118.9
C11 C10 C9 122.3(2)
C9 C10 H10 118.9
C12 C11 H11 121.8
C10 C11 C12 116.3(2)
C10 C11 H11 121.8
N1 C6 C5 131.3(2)
N1 C6 C1 107.24(19)
C1 C6 C5 121.5(2)
C4 C3 H3A 118.7
C2 C3 H3A 118.7
C2 C3 C4 122.6(2)
C5 C4 C3 121.8(2)
C5 C4 H4 119.1
C3 C4 H4 119.1
C1 C2 H2 122.2
C3 C2 C1 115.7(2)
C3 C2 H2 122.2
C8 C9 C10 121.8(2)
C8 C9 H9 119.1
C10 C9 H9 119.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Co1 Cl2 2.2495(12)
Co1 Cl1 2.2464(8)
Co1 N1 2.0003(18)
Co1 N4 2.0236(18)
N5 N6 1.329(2)
N5 N4 1.317(2)
N1 N2 1.319(2)
N1 C6 1.377(3)
N6 H6 0.8600
N6 C7 1.366(3)
N4 C12 1.375(3)
N2 N3 1.328(2)
N3 H3 0.8600
N3 C1 1.364(3)
C12 C7 1.397(3)
C12 C11 1.405(3)
C5 H5 0.9300
C5 C6 1.399(3)
C5 C4 1.377(3)
C7 C8 1.399(3)
C8 H8 0.9300
C8 C9 1.369(3)
C1 C6 1.394(3)
C1 C2 1.402(3)
C10 H10 0.9300
C10 C11 1.371(3)
C10 C9 1.420(3)
C11 H11 0.9300
C3 H3A 0.9300
C3 C4 1.412(4)
C3 C2 1.364(4)
C4 H4 0.9300
C2 H2 0.9300
C9 H9 0.9300
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
Co1 N1 N2 N3 -179.61(13)
Co1 N1 C6 C5 0.2(4)
Co1 N1 C6 C1 179.91(16)
Co1 N4 C12 C7 -177.49(16)
Co1 N4 C12 C11 2.4(4)
N5 N6 C7 C12 -0.2(2)
N5 N6 C7 C8 178.8(2)
N5 N4 C12 C7 -0.2(2)
N5 N4 C12 C11 179.7(2)
N1 N2 N3 C1 -0.2(2)
N6 N5 N4 Co1 178.06(13)
N6 N5 N4 C12 0.0(2)
N6 C7 C8 C9 179.6(2)
N4 N5 N6 C7 0.1(2)
N4 C12 C7 N6 0.2(2)
N4 C12 C7 C8 -178.9(2)
N4 C12 C11 C10 -180.0(2)
N2 N1 C6 C5 -178.6(2)
N2 N1 C6 C1 1.1(2)
N2 N3 C1 C6 0.8(2)
N2 N3 C1 C2 -179.2(2)
N3 C1 C6 N1 -1.1(2)
N3 C1 C6 C5 178.6(2)
N3 C1 C2 C3 -179.4(2)
C12 C7 C8 C9 -1.5(3)
C7 C12 C11 C10 -0.1(3)
C7 C8 C9 C10 0.8(3)
C11 C12 C7 N6 -179.7(2)
C11 C12 C7 C8 1.2(3)
C11 C10 C9 C8 0.2(4)
C6 N1 N2 N3 -0.6(2)
C6 C5 C4 C3 0.6(3)
C6 C1 C2 C3 0.6(3)
C4 C5 C6 N1 -179.6(2)
C4 C5 C6 C1 0.8(3)
C4 C3 C2 C1 0.7(3)
C2 C1 C6 N1 178.88(19)
C2 C1 C6 C5 -1.4(3)
C2 C3 C4 C5 -1.4(4)
C9 C10 C11 C12 -0.6(3)
