#------------------------------------------------------------------------------
#$Date: 2022-02-17 00:54:33 +0100 (jue 17 de feb de 2022) $
#$Revision: 272994 $
#$URL: svn://www.crystallography.net/cod/cif/7/70/95/7709552.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_7709552
loop_
_publ_author_name
'Chen, Yating'
'Zhang, Shaonan'
'Wang, Zhen-Feng'
'Wei, Qingmin'
'Zhang, Shuhua'
_publ_section_title
;
 Discovery of thirteen cobalt (II) and copper (II) salicylaldehyde Schiff
 base complexes that induce apoptosis and autophagy in human lung
 adenocarcinoma A549/DDP cells and that can overcome cisplatin resistance
 in vitro and in vivo
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT03749H
_journal_year                    2022
_chemical_formula_moiety         '2(C24 H16 Br2 Cl2 Co N6 O2), 0.5(H2O)'
_chemical_formula_sum            'C48 H33 Br4 Cl4 Co2 N12 O4.5'
_chemical_formula_weight         1429.12
_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   mixed
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2021-12-07 deposited with the CCDC.	2022-02-15 downloaded from the CCDC.
;
_cell_angle_alpha                63.376(6)
_cell_angle_beta                 71.616(6)
_cell_angle_gamma                79.004(5)
_cell_formula_units_Z            1
_cell_length_a                   10.0668(8)
_cell_length_b                   12.2845(7)
_cell_length_c                   13.5174(8)
_cell_measurement_reflns_used    3436
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.1860
_cell_measurement_theta_min      3.494
_cell_volume                     1415.71(18)
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.0233
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0477
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9727
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.008
_diffrn_reflns_theta_min         3.494
_exptl_absorpt_coefficient_mu    3.650
_exptl_absorpt_correction_T_max  0.579
_exptl_absorpt_correction_T_min  0.505
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.676
_exptl_crystal_description       block
_exptl_crystal_F_000             703
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.936
_refine_diff_density_min         -1.464
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     340
_refine_ls_number_reflns         4941
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.991
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0544
_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)+(0.0534P)²+4.9927P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1246
_refine_ls_wR_factor_ref         0.1380
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3815
_reflns_number_total             4941
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt03749h2.cif
_cod_data_source_block           5
_cod_original_cell_volume        1415.73(18)
_cod_original_formula_sum        'C48 H33 Br4 Cl4 Co2 N12 O4.50 '
_cod_database_code               7709552
_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.
;
_shelxl_version_number           2014-3
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 0.43280(7) 0.25058(6) 0.01223(6) 0.02854(19) Uani 1 1 d . . . . .
Br1 Br 0.72688(9) 0.04521(8) 0.52106(6) 0.0713(3) Uani 1 1 d . . . . .
Br2 Br 1.02233(10) 0.27932(8) -0.50359(7) 0.0857(3) Uani 1 1 d . . . . .
Cl1 Cl 0.13920(17) 0.21273(14) 0.25354(13) 0.0493(4) Uani 1 1 d . . . . .
Cl2 Cl 0.1844(2) 0.33117(15) -0.15811(17) 0.0701(6) Uani 1 1 d . . . . .
O2 O 0.5435(4) 0.1145(3) 0.1141(3) 0.0359(9) Uani 1 1 d . . . . .
N6 N 0.4246(4) 0.3424(3) 0.1099(3) 0.0287(9) Uani 1 1 d . . . . .
O1 O 0.5909(4) 0.3560(3) -0.1120(3) 0.0399(9) Uani 1 1 d . . . . .
N1 N 0.4596(5) 0.1604(4) -0.0905(4) 0.0312(10) Uani 1 1 d . . . . .
C20 C 0.2807(6) 0.4881(4) -0.0011(4) 0.0334(12) Uani 1 1 d . . . . .
N3 N 0.2535(5) 0.1334(4) 0.0946(4) 0.0318(10) Uani 1 1 d . . . . .
N5 N 0.3554(5) 0.4551(4) 0.0770(4) 0.0379(11) Uani 1 1 d . . . . .
H5 H 0.3591 0.5042 0.1054 0.046 Uiso 1 1 calc R U . . .
C18 C 0.5797(5) 0.1029(4) 0.2038(4) 0.0307(11) Uani 1 1 d . . . . .
N2 N 0.3662(5) 0.0723(4) -0.0510(4) 0.0360(10) Uani 1 1 d . . . . .
H2 H 0.3768 0.0247 -0.0845 0.043 Uiso 1 1 calc R U . . .
C5 C 0.6836(6) 0.3379(5) -0.1980(4) 0.0363(12) Uani 1 1 d . . . . .
C17 C 0.5521(6) 0.1956(5) 0.2439(4) 0.0326(12) Uani 1 1 d . . . . .
C8 C 0.2580(6) 0.0622(4) 0.0411(5) 0.0344(12) Uani 1 1 d . . . . .
C7 C 0.5557(6) 0.1713(5) -0.1826(5) 0.0376(13) Uani 1 1 d . . . . .
H7 H 0.5529 0.1216 -0.2174 0.045 Uiso 1 1 calc R U . . .
C9 C 0.1559(7) -0.0186(5) 0.0760(6) 0.0515(16) Uani 1 1 d . . . . .
H9 H 0.1620 -0.0662 0.0371 0.062 Uiso 1 1 calc R U . . .
N4 N 0.2771(5) 0.4054(4) -0.0405(4) 0.0339(10) Uani 1 1 d . . . . .
C12 C 0.1450(6) 0.1212(5) 0.1854(5) 0.0394(13) Uani 1 1 d . . . . .
C24 C 0.1989(7) 0.4400(5) -0.1141(5) 0.0437(14) Uani 1 1 d . . . . .
C16 C 0.5971(6) 0.1757(5) 0.3392(5) 0.0401(13) Uani 1 1 d . . . . .
H16 H 0.5812 0.2373 0.3645 0.048 Uiso 1 1 calc R U . . .
C19 C 0.4800(6) 0.3112(5) 0.1932(4) 0.0367(13) Uani 1 1 d . . . . .
H19 H 0.4727 0.3679 0.2229 0.044 Uiso 1 1 calc R U . . .
C6 C 0.8041(7) 0.4026(6) -0.2548(5) 0.0541(17) Uani 1 1 d . . . . .
H6 H 0.8173 0.4592 -0.2311 0.065 Uiso 1 1 calc R U . . .
C3 C 0.7684(7) 0.2408(5) -0.3298(5) 0.0488(15) Uani 1 1 d . . . . .
H3 H 0.7560 0.1867 -0.3566 0.059 Uiso 1 1 calc R U . . .
C13 C 0.6461(6) -0.0062(5) 0.2663(5) 0.0405(13) Uani 1 1 d . . . . .
H13 H 0.6632 -0.0695 0.2431 0.049 Uiso 1 1 calc R U . . .
C14 C 0.6872(6) -0.0239(5) 0.3605(5) 0.0444(14) Uani 1 1 d . . . . .
H14 H 0.7308 -0.0978 0.4003 0.053 Uiso 1 1 calc R U . . .
C2 C 0.8841(7) 0.3055(6) -0.3820(5) 0.0539(17) Uani 1 1 d . . . . .
C15 C 0.6625(6) 0.0698(5) 0.3947(5) 0.0422(14) Uani 1 1 d . . . . .
C4 C 0.6665(6) 0.2528(5) -0.2365(4) 0.0366(12) Uani 1 1 d . . . . .
C22 C 0.1367(7) 0.6316(6) -0.1132(6) 0.0565(17) Uani 1 1 d . . . . .
H22 H 0.0913 0.7086 -0.1394 0.068 Uiso 1 1 calc R U . . .
C23 C 0.1273(7) 0.5491(5) -0.1531(6) 0.0554(17) Uani 1 1 d . . . . .
H23 H 0.0744 0.5674 -0.2044 0.066 Uiso 1 1 calc R U . . .
C1 C 0.9055(7) 0.3869(6) -0.3448(6) 0.0589(18) Uani 1 1 d . . . . .
H1 H 0.9862 0.4303 -0.3794 0.071 Uiso 1 1 calc R U . . .
C10 C 0.0463(8) -0.0261(6) 0.1690(6) 0.0611(18) Uani 1 1 d . . . . .
H10 H -0.0239 -0.0789 0.1935 0.073 Uiso 1 1 calc R U . . .
C21 C 0.2114(6) 0.6022(5) -0.0361(5) 0.0446(14) Uani 1 1 d . . . . .
H21 H 0.2159 0.6571 -0.0075 0.054 Uiso 1 1 calc R U . . .
C11 C 0.0391(7) 0.0446(6) 0.2270(6) 0.0554(17) Uani 1 1 d . . . . .
H11 H -0.0340 0.0400 0.2910 0.067 Uiso 1 1 calc R U . . .
O1W O 0.5000 0.5000 -0.5000 0.180(14) Uani 0.5 2 d S . P . .
H1WB H 0.4424 0.4445 -0.4807 0.270 Uiso 0.25 1 d R U P . .
H1WA H 0.4330 0.5717 -0.4969 0.270 Uiso 0.25 1 d R U 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'
Br Br -0.2901 2.4595 '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'
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
_geom_angle_publ_flag
O2 Co1 O1 100.81(16) . . ?
O2 Co1 N6 86.71(14) . . ?
O1 Co1 N6 89.20(15) . . ?
O2 Co1 N1 91.29(15) . . ?
O1 Co1 N1 86.68(15) . . ?
N6 Co1 N1 175.01(18) . . ?
O2 Co1 N3 88.92(15) . . ?
O1 Co1 N3 160.40(15) . . ?
N6 Co1 N3 108.47(16) . . ?
N1 Co1 N3 76.03(16) . . ?
O2 Co1 N4 159.52(15) . . ?
O1 Co1 N4 90.21(16) . . ?
N6 Co1 N4 76.14(15) . . ?
N1 Co1 N4 106.66(16) . . ?
N3 Co1 N4 86.04(16) . . ?
C18 O2 Co1 131.1(3) . . ?
C19 N6 N5 116.1(4) . . ?
C19 N6 Co1 129.3(3) . . ?
N5 N6 Co1 114.6(3) . . ?
C5 O1 Co1 129.8(3) . . ?
C7 N1 N2 116.0(4) . . ?
C7 N1 Co1 128.6(3) . . ?
N2 N1 Co1 115.3(3) . . ?
N4 C20 N5 117.3(4) . . ?
N4 C20 C21 122.9(5) . . ?
N5 C20 C21 119.8(5) . . ?
C12 N3 C8 116.1(5) . . ?
C12 N3 Co1 131.8(3) . . ?
C8 N3 Co1 112.1(3) . . ?
C20 N5 N6 119.1(4) . . ?
C20 N5 H5 120.4 . . ?
N6 N5 H5 120.4 . . ?
O2 C18 C13 119.9(4) . . ?
O2 C18 C17 123.3(4) . . ?
C13 C18 C17 116.8(5) . . ?
C8 N2 N1 118.5(4) . . ?
C8 N2 H2 120.8 . . ?
N1 N2 H2 120.8 . . ?
O1 C5 C6 120.5(5) . . ?
O1 C5 C4 122.5(5) . . ?
C6 C5 C4 117.0(5) . . ?
C16 C17 C18 119.2(5) . . ?
C16 C17 C19 116.6(4) . . ?
C18 C17 C19 124.2(4) . . ?
N2 C8 N3 117.6(5) . . ?
N2 C8 C9 119.3(5) . . ?
N3 C8 C9 123.0(5) . . ?
N1 C7 C4 125.8(4) . . ?
N1 C7 H7 117.1 . . ?
C4 C7 H7 117.1 . . ?
C10 C9 C8 118.2(6) . . ?
C10 C9 H9 120.9 . . ?
C8 C9 H9 120.9 . . ?
C24 N4 C20 115.4(4) . . ?
C24 N4 Co1 133.1(3) . . ?
C20 N4 Co1 110.7(3) . . ?
N3 C12 C11 125.6(5) . . ?
N3 C12 Cl1 116.0(4) . . ?
C11 C12 Cl1 118.3(5) . . ?
N4 C24 C23 125.9(5) . . ?
N4 C24 Cl2 115.8(4) . . ?
C23 C24 Cl2 118.3(5) . . ?
C15 C16 C17 121.4(5) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
N6 C19 C17 125.1(4) . . ?
N6 C19 H19 117.4 . . ?
C17 C19 H19 117.4 . . ?
C1 C6 C5 123.2(5) . . ?
C1 C6 H6 118.4 . . ?
C5 C6 H6 118.4 . . ?
C2 C3 C4 122.0(5) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C14 C13 C18 122.8(5) . . ?
C14 C13 H13 118.6 . . ?
C18 C13 H13 118.6 . . ?
C13 C14 C15 118.7(5) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 H14 120.6 . . ?
C3 C2 C1 120.5(6) . . ?
C3 C2 Br2 119.7(5) . . ?
C1 C2 Br2 119.7(5) . . ?
C16 C15 C14 121.1(5) . . ?
C16 C15 Br1 121.1(4) . . ?
C14 C15 Br1 117.8(4) . . ?
C3 C4 C5 118.9(5) . . ?
C3 C4 C7 116.3(5) . . ?
C5 C4 C7 124.7(5) . . ?
C21 C22 C23 120.7(6) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C24 C23 C22 116.8(6) . . ?
C24 C23 H23 121.6 . . ?
C22 C23 H23 121.6 . . ?
C2 C1 C6 118.4(6) . . ?
C2 C1 H1 120.8 . . ?
C6 C1 H1 120.8 . . ?
C9 C10 C11 120.4(6) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C22 C21 C20 118.3(5) . . ?
C22 C21 H21 120.9 . . ?
C20 C21 H21 120.9 . . ?
C12 C11 C10 116.7(6) . . ?
C12 C11 H11 121.7 . . ?
C10 C11 H11 121.7 . . ?
H1WB O1W H1WA 101.8 . . ?
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 O2 2.031(3) . ?
Co1 O1 2.045(4) . ?
Co1 N6 2.062(4) . ?
Co1 N1 2.063(4) . ?
Co1 N3 2.203(4) . ?
Co1 N4 2.222(4) . ?
Br1 C15 1.895(5) . ?
Br2 C2 1.898(6) . ?
Cl1 C12 1.728(6) . ?
Cl2 C24 1.733(6) . ?
O2 C18 1.315(6) . ?
N6 C19 1.286(6) . ?
N6 N5 1.369(6) . ?
O1 C5 1.320(6) . ?
N1 C7 1.283(7) . ?
N1 N2 1.376(6) . ?
C20 N4 1.353(6) . ?
C20 N5 1.357(7) . ?
C20 C21 1.384(7) . ?
N3 C12 1.332(7) . ?
N3 C8 1.349(6) . ?
N5 H5 0.8600 . ?
C18 C13 1.399(7) . ?
C18 C17 1.417(7) . ?
N2 C8 1.346(7) . ?
N2 H2 0.8600 . ?
C5 C6 1.388(8) . ?
C5 C4 1.416(7) . ?
C17 C16 1.402(7) . ?
C17 C19 1.435(7) . ?
C8 C9 1.388(8) . ?
C7 C4 1.427(8) . ?
C7 H7 0.9300 . ?
C9 C10 1.366(9) . ?
C9 H9 0.9300 . ?
N4 C24 1.333(7) . ?
C12 C11 1.367(8) . ?
C24 C23 1.354(8) . ?
C16 C15 1.342(8) . ?
C16 H16 0.9300 . ?
C19 H19 0.9300 . ?
C6 C1 1.382(8) . ?
C6 H6 0.9300 . ?
C3 C2 1.348(9) . ?
C3 C4 1.399(8) . ?
C3 H3 0.9300 . ?
C13 C14 1.374(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(8) . ?
C14 H14 0.9300 . ?
C2 C1 1.379(9) . ?
C22 C21 1.354(9) . ?
C22 C23 1.373(9) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C1 H1 0.9300 . ?
C10 C11 1.388(9) . ?
C10 H10 0.9300 . ?
C21 H21 0.9300 . ?
C11 H11 0.9300 . ?
O1W H1WB 0.8741 . ?
O1W H1WA 1.0104 . ?
