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#$Date: 2024-09-06 02:20:14 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294443 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/32/7133287.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_7133287
loop_
_publ_author_name
'Shekhawat, Bhawana'
'Gahlaut, Puneet Singh'
'Gautam, Deepak'
'Jana, Barun'
_publ_section_title
;
 N-Alkylation of amines with primary/secondary alcohols using a
 novel cobalt(II) inverse triazolyl-pyridine complex.
;
_journal_issue                   65
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              8581
_journal_page_last               8584
_journal_paper_doi               10.1039/d4cc01996b
_journal_volume                  60
_journal_year                    2024
_chemical_formula_sum            'C30 H22 Co N12 O6 S4'
_chemical_formula_weight         833.76
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2024-03-05 deposited with the CCDC.	2024-07-08 downloaded from the CCDC.
;
_cell_angle_alpha                103.0640(10)
_cell_angle_beta                 92.2400(10)
_cell_angle_gamma                112.2260(10)
_cell_formula_units_Z            1
_cell_length_a                   7.7485(4)
_cell_length_b                   10.1105(5)
_cell_length_c                   12.1657(6)
_cell_measurement_reflns_used    8572
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.34
_cell_measurement_theta_min      2.25
_cell_volume                     851.18(7)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_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  0.0278
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13509
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.345
_diffrn_reflns_theta_min         2.461
_exptl_absorpt_coefficient_mu    0.814
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_description       block
_exptl_crystal_F_000             425
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.664
_refine_diff_density_min         -0.563
_refine_diff_density_rms         0.181
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         4230
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.944
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0342
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²+0.1613P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1150
_refine_ls_wR_factor_ref         0.1226
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3778
_reflns_number_total             4230
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc01996b2.cif
_cod_data_source_block           16marb_0m_a
_cod_depositor_comments          'Adding full bibliography for 7133287.cif.'
_cod_database_code               7133287
_shelx_shelxl_version_number     2016/6
_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.
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.500000 0.000000 0.500000 0.01944(11) Uani 1 2 d S . P . .
S1 S 0.16117(7) 0.15684(5) 0.96041(4) 0.02745(13) Uani 1 1 d . . . . .
S2 S 0.31791(6) 0.47140(5) 1.09645(4) 0.02657(13) Uani 1 1 d . . . . .
O1 O 0.73360(19) 0.16607(15) 0.60231(13) 0.0360(3) Uani 1 1 d . . . . .
O2 O 0.62860(19) 0.33726(15) 0.66096(12) 0.0340(3) Uani 1 1 d . . . . .
O3 O 0.9104(2) 0.39477(17) 0.61551(14) 0.0411(3) Uani 1 1 d . . . . .
N4 N 0.4240(2) 0.14661(16) 0.42961(12) 0.0231(3) Uani 1 1 d . . . . .
N1 N 0.23956(19) 0.13687(15) 0.57490(11) 0.0211(3) Uani 1 1 d . . . . .
N2 N 0.30566(19) 0.04189(15) 0.60367(11) 0.0222(3) Uani 1 1 d . . . . .
N3 N 0.2341(2) 0.00662(16) 0.69342(12) 0.0247(3) Uani 1 1 d . . . . .
N6 N 0.1446(2) 0.38830(16) 0.88799(13) 0.0249(3) Uani 1 1 d . . . . .
N5 N 0.7563(2) 0.30251(17) 0.62677(13) 0.0281(3) Uani 1 1 d . . . . .
C5 C 0.2986(2) 0.19266(18) 0.47952(14) 0.0217(3) Uani 1 1 d . . . . .
C7 C 0.1222(2) 0.08223(18) 0.72429(15) 0.0237(3) Uani 1 1 d . . . . .
C10 C 0.1997(2) 0.54101(18) 0.92660(15) 0.0241(3) Uani 1 1 d . . . . .
C13 C 0.3214(3) 0.8435(2) 1.02319(17) 0.0315(4) Uani 1 1 d . . . . .
H13 H 0.360326 0.944772 1.054399 0.038 Uiso 1 1 calc R U . . .
C8 C 0.0159(2) 0.06622(19) 0.82269(15) 0.0271(4) Uani 1 1 d . . . . .
H8A H -0.049465 -0.038298 0.817761 0.033 Uiso 1 1 calc R U . . .
H8B H -0.078383 0.106766 0.817521 0.033 Uiso 1 1 calc R U . . .
C11 C 0.1672(3) 0.6298(2) 0.86271(16) 0.0288(4) Uani 1 1 d . . . . .
H11 H 0.104631 0.588411 0.788600 0.035 Uiso 1 1 calc R U . . .
C12 C 0.2294(3) 0.7805(2) 0.91113(18) 0.0321(4) Uani 1 1 d . . . . .
H12 H 0.209796 0.840602 0.868675 0.039 Uiso 1 1 calc R U . . .
C9 C 0.1997(2) 0.34092(18) 0.96840(14) 0.0243(3) Uani 1 1 d . . . . .
C4 C 0.2287(3) 0.28543(19) 0.44405(15) 0.0276(4) Uani 1 1 d . . . . .
H4 H 0.139818 0.312965 0.480846 0.033 Uiso 1 1 calc R U . . .
C15 C 0.2938(2) 0.60622(19) 1.03852(15) 0.0246(3) Uani 1 1 d . . . . .
C6 C 0.1263(2) 0.16638(19) 0.64990(14) 0.0242(3) Uani 1 1 d . . . . .
H6 H 0.064824 0.229723 0.650740 0.029 Uiso 1 1 calc R U . . .
C14 C 0.3553(2) 0.7579(2) 1.08825(17) 0.0290(4) Uani 1 1 d . . . . .
H14 H 0.416995 0.799822 1.162546 0.035 Uiso 1 1 calc R U . . .
C1 C 0.4884(3) 0.1967(2) 0.33982(15) 0.0297(4) Uani 1 1 d . . . . .
H1 H 0.576073 0.166545 0.303904 0.036 Uiso 1 1 calc R U . . .
C3 C 0.2971(3) 0.3355(2) 0.35117(17) 0.0344(4) Uani 1 1 d . . . . .
H3 H 0.254514 0.398308 0.324133 0.041 Uiso 1 1 calc R U . . .
C2 C 0.4290(3) 0.2917(2) 0.29873(17) 0.0353(4) Uani 1 1 d . . . . .
H2 H 0.477039 0.325516 0.236826 0.042 Uiso 1 1 calc R U . . .
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'
S S 0.1246 0.1234 '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
_geom_angle_publ_flag
O1 Co1 O1 180.0 2_656 . ?
O1 Co1 N2 95.20(6) 2_656 2_656 ?
O1 Co1 N2 84.80(6) . 2_656 ?
O1 Co1 N2 84.80(6) 2_656 . ?
O1 Co1 N2 95.20(6) . . ?
N2 Co1 N2 180.0 2_656 . ?
O1 Co1 N4 93.78(6) 2_656 2_656 ?
O1 Co1 N4 86.21(6) . 2_656 ?
N2 Co1 N4 76.86(5) 2_656 2_656 ?
N2 Co1 N4 103.14(5) . 2_656 ?
O1 Co1 N4 86.22(6) 2_656 . ?
O1 Co1 N4 93.79(6) . . ?
N2 Co1 N4 103.14(5) 2_656 . ?
N2 Co1 N4 76.86(5) . . ?
N4 Co1 N4 180.00(4) 2_656 . ?
C9 S1 C8 100.16(8) . . ?
C15 S2 C9 88.43(8) . . ?
N5 O1 Co1 122.50(11) . . ?
C5 N4 C1 117.27(14) . . ?
C5 N4 Co1 116.42(11) . . ?
C1 N4 Co1 126.30(12) . . ?
N2 N1 C6 110.05(13) . . ?
N2 N1 C5 119.29(12) . . ?
C6 N1 C5 130.63(14) . . ?
N3 N2 N1 108.54(12) . . ?
N3 N2 Co1 137.90(11) . . ?
N1 N2 Co1 113.47(10) . . ?
N2 N3 C7 107.90(14) . . ?
C9 N6 C10 108.74(15) . . ?
O2 N5 O3 122.63(16) . . ?
O2 N5 O1 119.78(16) . . ?
O3 N5 O1 117.59(15) . . ?
N4 C5 C4 124.77(15) . . ?
N4 C5 N1 113.91(13) . . ?
C4 C5 N1 121.32(14) . . ?
N3 C7 C6 108.87(15) . . ?
N3 C7 C8 122.26(16) . . ?
C6 C7 C8 128.85(15) . . ?
N6 C10 C11 124.78(16) . . ?
N6 C10 C15 115.88(15) . . ?
C11 C10 C15 119.33(16) . . ?
C14 C13 C12 121.16(17) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C7 C8 S1 114.12(12) . . ?
C7 C8 H8A 108.7 . . ?
S1 C8 H8A 108.7 . . ?
C7 C8 H8B 108.7 . . ?
S1 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
C12 C11 C10 119.09(18) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C11 C12 C13 120.86(17) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
N6 C9 S2 117.48(13) . . ?
N6 C9 S1 125.64(14) . . ?
S2 C9 S1 116.87(10) . . ?
C5 C4 C3 116.89(16) . . ?
C5 C4 H4 121.6 . . ?
C3 C4 H4 121.6 . . ?
C14 C15 C10 121.88(16) . . ?
C14 C15 S2 128.66(14) . . ?
C10 C15 S2 109.45(13) . . ?
N1 C6 C7 104.61(14) . . ?
N1 C6 H6 127.7 . . ?
C7 C6 H6 127.7 . . ?
C13 C14 C15 117.68(17) . . ?
C13 C14 H14 121.2 . . ?
C15 C14 H14 121.2 . . ?
N4 C1 C2 122.33(17) . . ?
N4 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C2 C3 C4 119.73(17) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C3 C2 C1 118.99(17) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 2.0554(13) 2_656 ?
Co1 O1 2.0554(13) . ?
Co1 N2 2.1041(13) 2_656 ?
Co1 N2 2.1041(13) . ?
Co1 N4 2.1149(14) 2_656 ?
Co1 N4 2.1149(14) . ?
S1 C9 1.7487(17) . ?
S1 C8 1.8143(19) . ?
S2 C15 1.7339(18) . ?
S2 C9 1.7467(18) . ?
O1 N5 1.2841(19) . ?
O2 N5 1.227(2) . ?
O3 N5 1.242(2) . ?
N4 C5 1.338(2) . ?
N4 C1 1.342(2) . ?
N1 N2 1.3481(18) . ?
N1 C6 1.353(2) . ?
N1 C5 1.420(2) . ?
N2 N3 1.3041(19) . ?
N3 C7 1.369(2) . ?
N6 C9 1.305(2) . ?
N6 C10 1.395(2) . ?
C5 C4 1.381(2) . ?
C7 C6 1.369(2) . ?
C7 C8 1.484(2) . ?
C10 C11 1.395(2) . ?
C10 C15 1.405(2) . ?
C13 C14 1.382(3) . ?
C13 C12 1.400(3) . ?
C13 H13 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C11 C12 1.384(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C4 C3 1.384(3) . ?
C4 H4 0.9300 . ?
C15 C14 1.396(2) . ?
C6 H6 0.9300 . ?
C14 H14 0.9300 . ?
C1 C2 1.385(3) . ?
C1 H1 0.9300 . ?
C3 C2 1.383(3) . ?
C3 H3 0.9300 . ?
C2 H2 0.9300 . ?
