#------------------------------------------------------------------------------
#$Date: 2016-08-07 11:52:49 +0300 (Sun, 07 Aug 2016) $
#$Revision: 185363 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/03/93/7039331.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_7039331
loop_
_publ_author_name
'McCarney, Eoin P.'
'Hawes, Chris S.'
'Blasco, Salvador'
'Gunnlaugsson, Thorfinnur'
_publ_section_title
;
 Synthesis and structural studies of 1,4-di(2-pyridyl)-1,2,3-triazole and
 its transition metal complexes; a versatile and subtly unsymmetric
 ligand.
;
_journal_issue                   25
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10209
_journal_page_last               10221
_journal_paper_doi               10.1039/c6dt01416j
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C24 H18 Co N12 O6'
_chemical_formula_sum            'C24 H18 Co N12 O6'
_chemical_formula_weight         629.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-03-23
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-04-06 deposited with the CCDC.
2016-05-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.314(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.454(2)
_cell_length_b                   8.717(3)
_cell_length_c                   19.132(5)
_cell_measurement_reflns_used    2406
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.93
_cell_measurement_theta_min      2.57
_cell_volume                     1237.8(6)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.01
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1669
_diffrn_reflns_av_unetI/netI     0.1094
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            17941
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.123
_diffrn_reflns_theta_min         2.138
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.764
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.2925
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1687 before and 0.1075 after correction.
The Ratio of minimum to maximum transmission is 0.3924.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_description       Block
_exptl_crystal_F_000             642
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.461
_refine_diff_density_min         -0.855
_refine_diff_density_rms         0.125
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         2673
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.1214
_refine_ls_R_factor_gt           0.0695
_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)+(0.1029P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1603
_refine_ls_wR_factor_ref         0.1866
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1703
_reflns_number_total             2673
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6dt01416j2.cif
_cod_data_source_block           4
_cod_depositor_comments
'Adding full bibliography for 7039327--7039332.cif.'
_cod_database_code               7039331
_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_max   0.985
_shelx_estimated_absorpt_t_min   0.941
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C9(H9), C3(H3), C11(H11), C12(H12), C1(H1), C7(H7), C2(H2), C10(H10)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Co1 Co 0.5000 0.0000 0.0000 0.0199(3) Uani 1 2 d S T P
O1 O 0.6245(4) 0.2017(4) 0.03817(17) 0.0270(8) Uani 1 1 d . . .
N2 N 0.6796(5) -0.1495(4) 0.0578(2) 0.0229(9) Uani 1 1 d . . .
N4 N 0.8706(5) -0.3048(4) 0.1059(2) 0.0235(9) Uani 1 1 d . . .
N3 N 0.8333(5) -0.2148(4) 0.0502(2) 0.0235(9) Uani 1 1 d . . .
N1 N 0.3642(5) -0.0392(4) 0.0912(2) 0.0215(9) Uani 1 1 d . . .
N5 N 1.0655(5) -0.4510(5) 0.1790(2) 0.0259(9) Uani 1 1 d . . .
C5 C 0.4448(6) -0.1374(5) 0.1383(2) 0.0205(10) Uani 1 1 d . . .
O2 O 0.6874(5) 0.1397(4) 0.14791(17) 0.0323(8) Uani 1 1 d . . .
C8 C 1.0336(6) -0.3928(5) 0.1155(2) 0.0223(10) Uani 1 1 d . . .
C6 C 0.6155(6) -0.2001(5) 0.1190(2) 0.0233(10) Uani 1 1 d . . .
C4 C 0.3745(6) -0.1731(5) 0.2008(2) 0.0232(10) Uani 1 1 d . . .
H4 H 0.4339 -0.2440 0.2328 0.028 Uiso 1 1 calc R . .
N6 N 0.7034(6) 0.2265(5) 0.0979(2) 0.0289(10) Uani 1 1 d . . .
C9 C 1.1423(6) -0.4104(6) 0.0610(3) 0.0272(11) Uani 1 1 d . . .
H9 H 1.1140 -0.3631 0.0167 0.033 Uiso 1 1 calc R . .
C3 C 0.2155(6) -0.1033(5) 0.2156(2) 0.0256(11) Uani 1 1 d . . .
H3 H 0.1650 -0.1246 0.2584 0.031 Uiso 1 1 calc R . .
C11 C 1.3300(7) -0.5640(6) 0.1397(3) 0.0321(12) Uani 1 1 d . . .
H11 H 1.4334 -0.6268 0.1497 0.039 Uiso 1 1 calc R . .
C12 C 1.2144(6) -0.5363(6) 0.1908(3) 0.0298(12) Uani 1 1 d . . .
H12 H 1.2419 -0.5796 0.2361 0.036 Uiso 1 1 calc R . .
C1 C 0.2101(6) 0.0277(5) 0.1061(2) 0.0238(10) Uani 1 1 d . . .
H1 H 0.1526 0.0983 0.0735 0.029 Uiso 1 1 calc R . .
C7 C 0.7388(6) -0.2988(5) 0.1504(2) 0.0244(10) Uani 1 1 d . . .
H7 H 0.7340 -0.3516 0.1936 0.029 Uiso 1 1 calc R . .
O3 O 0.7883(8) 0.3471(6) 0.1067(2) 0.088(2) Uani 1 1 d . . .
C2 C 0.1317(6) -0.0030(5) 0.1680(2) 0.0249(10) Uani 1 1 d . . .
H2 H 0.0218 0.0449 0.1771 0.030 Uiso 1 1 calc R . .
C10 C 1.2938(6) -0.5002(6) 0.0747(3) 0.0305(11) Uani 1 1 d . . .
H10 H 1.3724 -0.5176 0.0392 0.037 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'
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'
O O 0.0106 0.0060 '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
O1 Co1 O1 180.00(17) . 3_655
O1 Co1 N2 84.44(14) 3_655 .
O1 Co1 N2 95.56(14) . .
O1 Co1 N2 95.56(14) 3_655 3_655
O1 Co1 N2 84.44(14) . 3_655
O1 Co1 N1 85.50(13) . 3_655
O1 Co1 N1 94.50(13) 3_655 3_655
O1 Co1 N1 85.50(13) 3_655 .
O1 Co1 N1 94.50(13) . .
N2 Co1 N2 180.0 3_655 .
N2 Co1 N1 78.31(14) . .
N2 Co1 N1 78.31(14) 3_655 3_655
N2 Co1 N1 101.69(14) 3_655 .
N2 Co1 N1 101.68(14) . 3_655
N1 Co1 N1 180.0 3_655 .
N6 O1 Co1 128.3(3) . .
N3 N2 Co1 137.4(3) . .
N3 N2 C6 109.5(4) . .
C6 N2 Co1 113.0(3) . .
N3 N4 C8 122.0(4) . .
N3 N4 C7 111.7(4) . .
C7 N4 C8 126.4(4) . .
N2 N3 N4 106.9(3) . .
C5 N1 Co1 115.9(3) . .
C1 N1 Co1 126.0(3) . .
C1 N1 C5 118.1(4) . .
C8 N5 C12 116.4(4) . .
N1 C5 C6 114.4(4) . .
N1 C5 C4 122.8(4) . .
C4 C5 C6 122.8(4) . .
N5 C8 N4 113.7(4) . .
N5 C8 C9 125.6(4) . .
C9 C8 N4 120.7(4) . .
N2 C6 C5 118.3(4) . .
C7 C6 N2 107.7(4) . .
C7 C6 C5 133.9(4) . .
C5 C4 H4 120.7 . .
C3 C4 C5 118.5(4) . .
C3 C4 H4 120.7 . .
O2 N6 O1 122.0(4) . .
O3 N6 O1 117.7(4) . .
O3 N6 O2 120.1(4) . .
C8 C9 H9 121.8 . .
C10 C9 C8 116.5(4) . .
C10 C9 H9 121.8 . .
C4 C3 H3 120.3 . .
C2 C3 C4 119.4(4) . .
C2 C3 H3 120.3 . .
C12 C11 H11 120.4 . .
C10 C11 H11 120.4 . .
C10 C11 C12 119.3(5) . .
N5 C12 C11 122.7(5) . .
N5 C12 H12 118.7 . .
C11 C12 H12 118.7 . .
N1 C1 H1 118.9 . .
N1 C1 C2 122.1(4) . .
C2 C1 H1 118.9 . .
N4 C7 H7 127.9 . .
C6 C7 N4 104.2(4) . .
C6 C7 H7 127.9 . .
C3 C2 C1 119.1(4) . .
C3 C2 H2 120.5 . .
C1 C2 H2 120.5 . .
C9 C10 H10 120.2 . .
C11 C10 C9 119.5(4) . .
C11 C10 H10 120.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O1 2.088(3) .
Co1 O1 2.088(3) 3_655
Co1 N2 2.107(4) 3_655
Co1 N2 2.107(4) .
Co1 N1 2.124(4) 3_655
Co1 N1 2.124(4) .
O1 N6 1.254(5) .
N2 N3 1.299(5) .
N2 C6 1.378(6) .
N4 N3 1.331(5) .
N4 C8 1.434(6) .
N4 C7 1.360(6) .
N1 C5 1.344(6) .
N1 C1 1.343(6) .
N5 C8 1.318(6) .
N5 C12 1.338(6) .
C5 C6 1.463(6) .
C5 C4 1.385(6) .
O2 N6 1.235(5) .
C8 C9 1.386(6) .
C6 C7 1.358(6) .
C4 H4 0.9500 .
C4 C3 1.385(7) .
N6 O3 1.231(6) .
C9 H9 0.9500 .
C9 C10 1.379(7) .
C3 H3 0.9500 .
C3 C2 1.370(6) .
C11 H11 0.9500 .
C11 C12 1.382(7) .
C11 C10 1.366(7) .
C12 H12 0.9500 .
C1 H1 0.9500 .
C1 C2 1.394(7) .
C7 H7 0.9500 .
C2 H2 0.9500 .
C10 H10 0.9500 .
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 O1 N6 O2 -14.5(6)
Co1 O1 N6 O3 170.6(4)
Co1 N2 N3 N4 -176.6(3)
Co1 N2 C6 C5 -4.5(5)
Co1 N2 C6 C7 178.0(3)
Co1 N1 C5 C6 0.7(5)
Co1 N1 C5 C4 179.1(3)
Co1 N1 C1 C2 -178.9(3)
N2 C6 C7 N4 -0.9(5)
N4 C8 C9 C10 -178.4(4)
N3 N2 C6 C5 178.6(4)
N3 N2 C6 C7 1.1(5)
N3 N4 C8 N5 167.4(4)
N3 N4 C8 C9 -12.3(6)
N3 N4 C7 C6 0.4(5)
N1 C5 C6 N2 2.6(6)
N1 C5 C6 C7 179.3(5)
N1 C5 C4 C3 -0.8(7)
N1 C1 C2 C3 0.8(7)
N5 C8 C9 C10 1.9(7)
C5 N1 C1 C2 -0.7(6)
C5 C6 C7 N4 -177.8(5)
C5 C4 C3 C2 0.8(7)
C8 N4 N3 N2 -178.8(4)
C8 N4 C7 C6 179.4(4)
C8 N5 C12 C11 -0.3(7)
C8 C9 C10 C11 -0.9(7)
C6 N2 N3 N4 -0.8(5)
C6 C5 C4 C3 177.5(4)
C4 C5 C6 N2 -175.8(4)
C4 C5 C6 C7 0.9(8)
C4 C3 C2 C1 -0.8(7)
C12 N5 C8 N4 179.0(4)
C12 N5 C8 C9 -1.3(7)
C12 C11 C10 C9 -0.5(8)
C1 N1 C5 C6 -177.7(4)
C1 N1 C5 C4 0.7(6)
C7 N4 N3 N2 0.3(5)
C7 N4 C8 N5 -11.6(6)
C7 N4 C8 C9 168.7(4)
C10 C11 C12 N5 1.2(8)
