#------------------------------------------------------------------------------
#$Date: 2024-03-04 22:08:04 +0200 (Mon, 04 Mar 2024) $
#$Revision: 290148 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/80/7248026.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_7248026
loop_
_publ_author_name
'Kim, Gyeongmin'
'Han, Jihun'
'Kim, Dongwon'
'Jung, Ok-Sang'
_publ_section_title
;
 Construction and catalytic effects of solvent- and metal(ii)-dependent
 products: the process of transformation of 0D structures into 3D
 structures
;
_journal_issue                   7
_journal_name_full               CrystEngComm
_journal_page_first              918
_journal_page_last               925
_journal_paper_doi               10.1039/D3CE01298K
_journal_volume                  26
_journal_year                    2024
_chemical_formula_sum            'C33 H34 Co N6 O11'
_chemical_formula_weight         749.59
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-12-19 deposited with the CCDC.	2024-01-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.49(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.551(4)
_cell_length_b                   14.217(3)
_cell_length_c                   14.235(3)
_cell_measurement_reflns_used    48885
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      33.547
_cell_measurement_theta_min      0.361
_cell_volume                     3281.8(14)
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_collection       'PAL BL2D-SMDC Program (Shin et. al, 2016)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_structure_refinement  SHELXL
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.818
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.630
_diffrn_reflns_av_R_equivalents  0.1036
_diffrn_reflns_av_unetI/netI     0.1625
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.818
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            25431
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.792
_diffrn_reflns_theta_full        22.210
_diffrn_reflns_theta_max         33.472
_diffrn_reflns_theta_min         1.689
_diffrn_source                   'PLSII 2D bending magnet'
_exptl_absorpt_coefficient_mu    0.430
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.961
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_crystal_colour            'pale red'
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_description       rod
_exptl_crystal_F_000             1556
_exptl_crystal_size_max          0.029
_exptl_crystal_size_mid          0.019
_exptl_crystal_size_min          0.013
_refine_diff_density_max         0.988
_refine_diff_density_min         -1.015
_refine_diff_density_rms         0.085
_refine_ls_abs_structure_details
;
 Flack x determined using 2341 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.009(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.851
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     472
_refine_ls_number_reflns         14624
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.851
_refine_ls_R_factor_all          0.1329
_refine_ls_R_factor_gt           0.0631
_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)+(0.0381P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1092
_refine_ls_wR_factor_ref         0.1256
_reflns_Friedel_coverage         0.936
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.767
_reflns_number_gt                7276
_reflns_number_total             14624
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce01298k2.cif
_cod_data_source_block           Co_3D
_cod_depositor_comments
'Adding full bibliography for 7248022--7248026.cif.'
_cod_original_cell_volume        3281.8(13)
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               7248026
_shelx_shelxl_version_number     2018/3
_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_min   0.988
_shelx_estimated_absorpt_t_max   0.994
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, 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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.40369(18) 0.3081(2) -0.0325(2) 0.0369(7) Uani 1 1 d . . . . .
N1 N 0.2501(2) 0.6109(3) -0.1015(3) 0.0250(8) Uani 1 1 d . . . . .
O2 O 0.45691(16) 0.3417(2) 0.2577(2) 0.0356(7) Uani 1 1 d . . . . .
N2 N 0.6719(2) 0.2402(3) 0.7115(3) 0.0275(8) Uani 1 1 d . . . . .
Co2 Co 0.65592(3) 0.21789(4) 0.84879(4) 0.02534(12) Uani 1 1 d . . . . .
O3 O 0.5608(2) 0.1225(3) 0.7981(3) 0.0370(8) Uani 1 1 d . . . . .
H1 H 0.541(3) 0.085(4) 0.830(4) 0.055 Uiso 1 1 d . U . . .
H5 H 0.520(3) 0.128(4) 0.745(4) 0.055 Uiso 1 1 d . U . . .
O4 O 0.6574(2) 0.2338(2) 0.3563(3) 0.0324(6) Uani 1 1 d . . . . .
N5 N 0.7295(2) 0.2944(3) 1.0244(3) 0.0324(8) Uani 1 1 d . . . . .
O5 O 0.7669(2) 0.3316(3) 1.1082(2) 0.0520(9) Uani 1 1 d . . . . .
O6 O 0.67190(19) 0.2368(3) 1.0084(2) 0.0400(8) Uani 1 1 d . . . . .
N4 N 0.5704(2) 0.6642(2) 0.3085(2) 0.0274(8) Uani 1 1 d . . . . .
N3 N 0.5146(2) 0.2033(2) 0.1534(2) 0.0266(7) Uani 1 1 d . . . . .
C6 C 0.5148(3) 0.4238(3) 0.0264(3) 0.0312(9) Uani 1 1 d . . . . .
H6 H 0.556404 0.377789 0.047304 0.037 Uiso 1 1 calc R U . . .
O7 O 0.74902(16) 0.3141(2) 0.9493(2) 0.0307(6) Uani 1 1 d . . . . .
O8 O 0.5189(2) -0.0050(3) 0.9141(3) 0.0545(9) Uani 1 1 d . . . . .
C9 C 0.7207(2) 0.3385(3) 0.6077(3) 0.0263(8) Uani 1 1 d . . . . .
O10 O 0.3986(3) 0.0346(4) 0.8100(4) 0.0774(13) Uani 1 1 d . . . . .
O11 O 0.4401(2) 0.1281(4) 0.6122(3) 0.0724(14) Uani 1 1 d . . . . .
H9 H 0.397(5) 0.131(6) 0.614(6) 0.109 Uiso 1 1 d . U . . .
H10 H 0.440(5) 0.124(6) 0.552(6) 0.109 Uiso 1 1 d . U . . .
C2 C 0.3304(2) 0.6311(3) -0.0635(3) 0.0286(9) Uani 1 1 d . . . . .
H2 H 0.345663 0.694924 -0.057288 0.034 Uiso 1 1 calc R U . . .
C3 C 0.2299(2) 0.5180(3) -0.1077(3) 0.0304(9) Uani 1 1 d . . . . .
H3 H 0.173806 0.501687 -0.131884 0.036 Uiso 1 1 calc R U . . .
C4 C 0.2865(2) 0.4476(3) -0.0810(3) 0.0295(9) Uani 1 1 d . . . . .
H4 H 0.268659 0.384733 -0.088247 0.035 Uiso 1 1 calc R U . . .
C7 C 0.4789(3) 0.5888(3) 0.0093(3) 0.0344(10) Uani 1 1 d . . . . .
H7 H 0.495301 0.652181 0.017291 0.041 Uiso 1 1 calc R U . . .
C8 C 0.7126(2) 0.3152(3) 0.6998(3) 0.0295(9) Uani 1 1 d . . . . .
H8 H 0.737385 0.354955 0.756034 0.035 Uiso 1 1 calc R U . . .
C11 C 0.6415(2) 0.1978(3) 0.5379(3) 0.0276(9) Uani 1 1 d . . . . .
H11 H 0.616388 0.155645 0.483994 0.033 Uiso 1 1 calc R U . . .
C12 C 0.6368(2) 0.1829(3) 0.6292(3) 0.0282(8) Uani 1 1 d . . . . .
H12 H 0.607495 0.129877 0.636596 0.034 Uiso 1 1 calc R U . . .
C18 C 0.3319(2) 0.4361(3) 0.1901(3) 0.0336(10) Uani 1 1 d . . . . .
H18 H 0.296735 0.383523 0.173080 0.040 Uiso 1 1 calc R U . . .
C19 C 0.2988(2) 0.5280(4) 0.1708(3) 0.0364(11) Uani 1 1 d . . . . .
H19 H 0.241288 0.535292 0.140357 0.044 Uiso 1 1 calc R U . . .
C20 C 0.3468(2) 0.6060(4) 0.1943(3) 0.0322(10) Uani 1 1 d . . . . .
H20 H 0.322941 0.666257 0.181173 0.039 Uiso 1 1 calc R U . . .
C23 C 0.6020(2) 0.5755(3) 0.3252(3) 0.0309(9) Uani 1 1 d . . . . .
H23 H 0.659645 0.568617 0.353766 0.037 Uiso 1 1 calc R U . . .
C24 C 0.5552(2) 0.4963(3) 0.3032(3) 0.0296(9) Uani 1 1 d . . . . .
H24 H 0.580475 0.436824 0.317342 0.036 Uiso 1 1 calc R U . . .
C25 C 0.4884(2) 0.6719(3) 0.2655(3) 0.0271(9) Uani 1 1 d . . . . .
H25 H 0.465511 0.732615 0.251860 0.033 Uiso 1 1 calc R U . . .
C26 C 0.7635(2) 0.4197(3) 0.5970(3) 0.0325(9) Uani 1 1 d . . . . .
H26 H 0.786550 0.461612 0.651747 0.039 Uiso 1 1 calc R U . . .
C27 C 0.7710(2) 0.4364(3) 0.5073(3) 0.0359(10) Uani 1 1 d . . . . .
H27 H 0.799181 0.490537 0.500476 0.043 Uiso 1 1 calc R U . . .
C28 C 0.7379(2) 0.3749(3) 0.4241(3) 0.0341(10) Uani 1 1 d . . . . .
H28 H 0.745696 0.387091 0.363454 0.041 Uiso 1 1 calc R U . . .
C33 C 0.5359(3) 0.5187(4) 0.0371(4) 0.0376(11) Uani 1 1 d . . . . .
H33 H 0.592069 0.535050 0.064853 0.045 Uiso 1 1 calc R U . . .
C1 C 0.3935(2) 0.5642(3) -0.0323(3) 0.0254(8) Uani 1 1 d . . . . .
C5 C 0.4330(2) 0.3972(3) -0.0149(3) 0.0274(9) Uani 1 1 d . . . . .
N6 N 0.4418(3) -0.0182(4) 0.8783(4) 0.0537(12) Uani 1 1 d . . . . .
O9 O 0.4115(4) -0.0831(4) 0.9108(4) 0.1007(19) Uani 1 1 d . . . . .
C10 C 0.6847(2) 0.2773(3) 0.5242(3) 0.0240(8) Uani 1 1 d . . . . .
C13 C 0.4565(3) 0.2306(3) -0.0327(3) 0.0313(9) Uani 1 1 d . . . . .
H13A H 0.510960 0.254375 -0.025018 0.038 Uiso 1 1 calc R U . . .
H13B H 0.433089 0.196975 -0.097584 0.038 Uiso 1 1 calc R U . . .
C14 C 0.4648(3) 0.1645(3) 0.0534(3) 0.0339(10) Uani 1 1 d . . . . .
H14A H 0.409714 0.149491 0.051474 0.041 Uiso 1 1 calc R U . . .
H14B H 0.490039 0.105720 0.043674 0.041 Uiso 1 1 calc R U . . .
C15 C 0.4778(3) 0.1831(3) 0.2274(3) 0.0304(9) Uani 1 1 d . . . . .
H15A H 0.520921 0.182889 0.296019 0.036 Uiso 1 1 calc R U . . .
H15B H 0.452400 0.120565 0.214161 0.036 Uiso 1 1 calc R U . . .
C16 C 0.4140(3) 0.2552(3) 0.2214(3) 0.0331(9) Uani 1 1 d . . . . .
H16A H 0.374683 0.262235 0.151079 0.040 Uiso 1 1 calc R U . . .
H16B H 0.383699 0.236329 0.263619 0.040 Uiso 1 1 calc R U . . .
C17 C 0.4167(2) 0.4243(3) 0.2343(3) 0.0278(9) Uani 1 1 d . . . . .
C21 C 0.4345(2) 0.5948(3) 0.2396(3) 0.0247(8) Uani 1 1 d . . . . .
C22 C 0.4681(2) 0.5038(3) 0.2587(3) 0.0259(8) Uani 1 1 d . . . . .
C29 C 0.6941(2) 0.2970(3) 0.4313(3) 0.0281(9) Uani 1 1 d . . . . .
C30 C 0.6021(2) 0.1784(3) 0.1866(3) 0.0323(10) Uani 1 1 d . . . . .
H30A H 0.616149 0.172677 0.126488 0.039 Uiso 1 1 calc R U . . .
H30B H 0.610752 0.116686 0.219794 0.039 Uiso 1 1 calc R U . . .
C31 C 0.6590(3) 0.2473(4) 0.2578(3) 0.0357(10) Uani 1 1 d . . . . .
H31A H 0.715102 0.238140 0.260389 0.043 Uiso 1 1 calc R U . . .
H31B H 0.641582 0.311541 0.234235 0.043 Uiso 1 1 calc R U . . .
C34 C 0.3711(2) 0.4676(3) -0.0428(3) 0.0252(8) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0024 0.0013 '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 0.0048 0.0026 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0085 0.0048 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3355 0.7890 '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
C5 O1 C13 121.1(3) . . ?
C2 N1 C3 116.3(4) . . ?
C2 N1 Co2 122.6(3) . 3_454 ?
C3 N1 Co2 121.0(3) . 3_454 ?
C17 O2 C16 120.5(3) . . ?
C8 N2 C12 117.4(3) . . ?
C8 N2 Co2 120.5(3) . . ?
C12 N2 Co2 122.0(3) . . ?
O3 Co2 N2 98.78(16) . . ?
O3 Co2 N1 93.89(12) . 3_546 ?
N2 Co2 N1 93.06(14) . 3_546 ?
O3 Co2 N4 91.70(14) . 2_565 ?
N2 Co2 N4 87.85(13) . 2_565 ?
N1 Co2 N4 174.13(14) 3_546 2_565 ?
O3 Co2 O7 160.72(14) . . ?
N2 Co2 O7 100.44(13) . . ?
N1 Co2 O7 86.54(12) 3_546 . ?
N4 Co2 O7 87.59(12) 2_565 . ?
O3 Co2 O6 102.07(15) . . ?
N2 Co2 O6 158.98(13) . . ?
N1 Co2 O6 88.18(14) 3_546 . ?
N4 Co2 O6 88.90(13) 2_565 . ?
O7 Co2 O6 58.66(12) . . ?
C29 O4 C31 120.2(4) . . ?
O5 N5 O6 123.2(4) . . ?
O5 N5 O7 120.1(4) . . ?
O6 N5 O7 116.7(3) . . ?
N5 O6 Co2 92.4(2) . . ?
C25 N4 C23 116.8(4) . . ?
C25 N4 Co2 124.8(3) . 2_564 ?
C23 N4 Co2 118.3(3) . 2_564 ?
C15 N3 C14 111.3(3) . . ?
C15 N3 C30 114.7(3) . . ?
C14 N3 C30 112.6(3) . . ?
C5 C6 C33 120.2(4) . . ?
N5 O7 Co2 92.2(2) . . ?
C8 C9 C10 117.8(4) . . ?
C8 C9 C26 122.5(4) . . ?
C10 C9 C26 119.7(4) . . ?
N1 C2 C1 124.6(4) . . ?
C4 C3 N1 123.6(4) . . ?
C3 C4 C34 120.8(4) . . ?
C33 C7 C1 118.7(4) . . ?
N2 C8 C9 123.7(4) . . ?
C12 C11 C10 119.4(4) . . ?
C11 C12 N2 123.9(4) . . ?
C17 C18 C19 119.3(4) . . ?
C20 C19 C18 122.6(4) . . ?
C19 C20 C21 118.7(4) . . ?
C24 C23 N4 123.9(4) . . ?
C23 C24 C22 119.6(4) . . ?
N4 C25 C21 123.8(4) . . ?
C27 C26 C9 119.4(4) . . ?
C26 C27 C28 121.9(4) . . ?
C29 C28 C27 120.0(4) . . ?
C7 C33 C6 122.9(4) . . ?
C2 C1 C34 118.1(4) . . ?
C2 C1 C7 122.9(4) . . ?
C34 C1 C7 119.0(4) . . ?
O1 C5 C6 126.5(4) . . ?
O1 C5 C34 114.3(3) . . ?
C6 C5 C34 119.1(4) . . ?
O10 N6 O9 121.6(6) . . ?
O10 N6 O8 117.9(5) . . ?
O9 N6 O8 120.4(6) . . ?
C9 C10 C11 117.8(4) . . ?
C9 C10 C29 119.2(4) . . ?
C11 C10 C29 123.0(4) . . ?
O1 C13 C14 109.7(3) . . ?
N3 C14 C13 113.1(4) . . ?
N3 C15 C16 110.6(3) . . ?
O2 C16 C15 106.8(3) . . ?
O2 C17 C18 126.0(4) . . ?
O2 C17 C22 114.5(3) . . ?
C18 C17 C22 119.4(4) . . ?
C25 C21 C22 118.6(3) . . ?
C25 C21 C20 122.2(4) . . ?
C22 C21 C20 119.2(4) . . ?
C17 C22 C21 120.8(4) . . ?
C17 C22 C24 122.0(4) . . ?
C21 C22 C24 117.2(4) . . ?
O4 C29 C28 125.8(4) . . ?
O4 C29 C10 114.4(4) . . ?
C28 C29 C10 119.7(4) . . ?
N3 C30 C31 114.0(4) . . ?
O4 C31 C30 108.7(4) . . ?
C4 C34 C5 123.4(4) . . ?
C4 C34 C1 116.5(4) . . ?
C5 C34 C1 120.1(4) . . ?
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
O1 C5 1.355(5) . ?
O1 C13 1.440(5) . ?
N1 C2 1.334(5) . ?
N1 C3 1.361(6) . ?
N1 Co2 2.157(4) 3_454 ?
O2 C17 1.345(5) . ?
O2 C16 1.431(5) . ?
N2 C8 1.328(6) . ?
N2 C12 1.365(5) . ?
N2 Co2 2.103(3) . ?
Co2 O3 2.056(3) . ?
Co2 N4 2.175(3) 2_565 ?
Co2 O7 2.191(3) . ?
Co2 O6 2.197(3) . ?
O4 C29 1.356(5) . ?
O4 C31 1.426(6) . ?
N5 O5 1.239(5) . ?
N5 O6 1.253(5) . ?
N5 O7 1.271(5) . ?
N4 C25 1.336(5) . ?
N4 C23 1.362(5) . ?
N3 C15 1.459(5) . ?
N3 C14 1.464(5) . ?
N3 C30 1.467(5) . ?
C6 C5 1.380(6) . ?
C6 C33 1.391(7) . ?
O8 N6 1.263(6) . ?
C9 C8 1.410(6) . ?
C9 C10 1.412(6) . ?
C9 C26 1.418(6) . ?
O10 N6 1.233(6) . ?
C2 C1 1.398(6) . ?
C3 C4 1.357(6) . ?
C4 C34 1.402(5) . ?
C7 C33 1.360(6) . ?
C7 C1 1.428(5) . ?
C11 C12 1.350(5) . ?
C11 C10 1.416(6) . ?
C18 C17 1.387(5) . ?
C18 C19 1.413(7) . ?
C19 C20 1.354(6) . ?
C20 C21 1.433(5) . ?
C23 C24 1.357(6) . ?
C24 C22 1.419(5) . ?
C25 C21 1.402(6) . ?
C26 C27 1.354(6) . ?
C27 C28 1.407(7) . ?
C28 C29 1.374(6) . ?
C1 C34 1.421(6) . ?
C5 C34 1.417(6) . ?
N6 O9 1.240(6) . ?
C10 C29 1.421(5) . ?
C13 C14 1.507(6) . ?
C15 C16 1.496(6) . ?
C17 C22 1.404(6) . ?
C21 C22 1.405(6) . ?
C30 C31 1.487(6) . ?
