#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/38/7123841.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_7123841
loop_
_publ_author_name
'Alexandropoulos, Dimitris I.'
'Dolinar, Brian'
'Xie, Haomiao'
'Vignesh, Kuduva'
'Dunbar, Kim R.'
_publ_section_title
;
 A Co8 Metallacycle Stabilized by Double Anion-π interactions
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC04151F
_journal_year                    2019
_chemical_formula_moiety         'C42 H44 Co2 N4 O8, 2(N O3)'
_chemical_formula_sum            'C42 H44 Co2 N6 O14'
_chemical_formula_weight         974.69
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_block_doi                 10.5517/ccdc.csd.cc21wbs2
_audit_creation_date             2018-02-08
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2019-05-29 deposited with the CCDC.    2019-07-11 downloaded from the CCDC.
;
_cell_angle_alpha                97.9340(10)
_cell_angle_beta                 104.9220(10)
_cell_angle_gamma                112.4450(10)
_cell_formula_units_Z            1
_cell_length_a                   9.4457(3)
_cell_length_b                   10.5805(3)
_cell_length_c                   12.3374(3)
_cell_measurement_reflns_used    7950
_cell_measurement_temperature    114(1)
_cell_measurement_theta_max      25.40
_cell_measurement_theta_min      2.48
_cell_volume                     1061.91(5)
_computing_cell_refinement       'SAINT+ Ver. 8.34A (Bruker-AXS, 2014)'
_computing_data_collection       'APEX3(Bruker-AXS, 2015)'
_computing_data_reduction        'SAINT+ Ver. 8.34A (Bruker-AXS, 2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008-2013)'
_diffrn_ambient_temperature      114(1)
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker PHOTON area detector'
_diffrn_measurement_method       '0.5\ ω and 0.5\ φ scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11476
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.402
_diffrn_reflns_theta_max         25.402
_diffrn_reflns_theta_min         2.404
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.857
_exptl_absorpt_correction_T_max  0.9209
_exptl_absorpt_correction_T_min  0.8237
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1158 before and 0.0321 after correction. The Ratio of minimum to maximum transmission is 0.8945. The λ/2 correction factor is 0.00150.'
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.488
_exptl_crystal_size_mid          0.285
_exptl_crystal_size_min          0.156
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     297
_refine_ls_number_reflns         3884
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0282
_refine_ls_R_factor_gt           0.0251
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0278P)²+0.6209P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0623
_refine_ls_wR_factor_ref         0.0641
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3596
_reflns_number_total             3884
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9cc04151f2.cif
_cod_data_source_block           da73bb
_cod_database_code               7123841
_shelx_shelxl_version_number     2016/6
_publ_section_exptl
;
Any special experimental details
;
_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
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3A), C4(H4A), C5(H5), C8(H8), C11(H11), C12(H12),
 C13(H13), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Co1 Co 0.59917(3) 0.18959(2) 0.36101(2) 0.01479(8) Uani 1 1 d .
O1 O 0.55406(14) 0.34707(12) 0.30821(10) 0.0192(2) Uani 1 1 d .
O2 O 0.74363(14) 0.20217(12) 0.26690(10) 0.0202(3) Uani 1 1 d .
O3 O 0.78807(16) 0.34047(13) 0.50993(11) 0.0265(3) Uani 1 1 d .
H3 H 0.841(3) 0.317(3) 0.547(2) 0.040 Uiso 1 1 d R
O4 O 0.38941(15) 0.04287(13) 0.22004(10) 0.0210(3) Uani 1 1 d .
H4 H 0.320(3) -0.021(2) 0.2269(19) 0.032 Uiso 1 1 d R
N1 N 0.44458(16) 0.13756(13) 0.46428(11) 0.0145(3) Uani 1 1 d .
N2 N 0.35956(16) -0.02189(14) 0.57772(11) 0.0142(3) Uani 1 1 d .
C1 C 0.4268(2) 0.52730(18) 0.24499(16) 0.0237(4) Uani 1 1 d .
H1 H 0.375600 0.458892 0.281927 0.028 Uiso 1 1 calc R
C2 C 0.3693(2) 0.62692(19) 0.22237(18) 0.0299(4) Uani 1 1 d .
H2 H 0.279281 0.626351 0.243515 0.036 Uiso 1 1 calc R
C3 C 0.4437(2) 0.72725(19) 0.16887(15) 0.0273(4) Uani 1 1 d .
H3A H 0.404237 0.795323 0.152861 0.033 Uiso 1 1 calc R
C4 C 0.5747(3) 0.7282(2) 0.13891(16) 0.0309(4) Uani 1 1 d .
H4A H 0.626063 0.797777 0.102916 0.037 Uiso 1 1 calc R
C5 C 0.6323(2) 0.62843(19) 0.16089(15) 0.0258(4) Uani 1 1 d .
H5 H 0.722477 0.629709 0.139505 0.031 Uiso 1 1 calc R
C6 C 0.55824(19) 0.52600(16) 0.21439(13) 0.0153(3) Uani 1 1 d .
C7 C 0.61413(19) 0.41550(16) 0.24134(13) 0.0143(3) Uani 1 1 d .
C8 C 0.7238(2) 0.39219(16) 0.19177(14) 0.0162(3) Uani 1 1 d .
H8 H 0.762243 0.451702 0.144580 0.019 Uiso 1 1 calc R
C9 C 0.78127(19) 0.28971(16) 0.20560(13) 0.0142(3) Uani 1 1 d .
C10 C 0.89575(19) 0.27523(15) 0.14580(13) 0.0139(3) Uani 1 1 d .
C11 C 0.9172(2) 0.33158(16) 0.05180(14) 0.0166(3) Uani 1 1 d .
H11 H 0.863071 0.387238 0.026726 0.020 Uiso 1 1 calc R
C12 C 1.0168(2) 0.30671(17) -0.00492(15) 0.0208(4) Uani 1 1 d .
H12 H 1.029086 0.344130 -0.069396 0.025 Uiso 1 1 calc R
C13 C 1.0986(2) 0.22753(19) 0.03188(16) 0.0256(4) Uani 1 1 d .
H13 H 1.166535 0.210527 -0.007339 0.031 Uiso 1 1 calc R
C14 C 1.0807(2) 0.17321(19) 0.12638(16) 0.0251(4) Uani 1 1 d .
H14 H 1.138033 0.120345 0.152706 0.030 Uiso 1 1 calc R
C15 C 0.9794(2) 0.19599(17) 0.18228(14) 0.0186(3) Uani 1 1 d .
H15 H 0.966636 0.157354 0.246128 0.022 Uiso 1 1 calc R
C16 C 0.3444(2) 0.19314(17) 0.48409(14) 0.0172(3) Uani 1 1 d .
H16 H 0.338937 0.267901 0.451175 0.021 Uiso 1 1 calc R
C17 C 0.2493(2) 0.14421(17) 0.55114(14) 0.0179(3) Uani 1 1 d .
H17 H 0.178659 0.183879 0.564875 0.021 Uiso 1 1 calc R
C18 C 0.26061(19) 0.03538(17) 0.59752(13) 0.0164(3) Uani 1 1 d .
H18 H 0.197061 0.000193 0.644470 0.020 Uiso 1 1 calc R
C19 C 0.44615(18) 0.03216(16) 0.51175(13) 0.0127(3) Uani 1 1 d .
C20 C 0.8343(3) 0.4873(2) 0.54991(18) 0.0361(5) Uani 1 1 d .
H20A H 0.852870 0.533158 0.487816 0.054 Uiso 1 1 calc GR
H20B H 0.934545 0.529734 0.617587 0.054 Uiso 1 1 calc GR
H20C H 0.747333 0.500487 0.571997 0.054 Uiso 1 1 calc GR
C21 C 0.3665(2) 0.03809(18) 0.10023(14) 0.0209(4) Uani 1 1 d .
H21A H 0.250513 -0.015590 0.054306 0.031 Uiso 1 1 calc GR
H21B H 0.427817 -0.008253 0.072970 0.031 Uiso 1 1 calc GR
H21C H 0.405503 0.134833 0.091217 0.031 Uiso 1 1 calc GR
O5 O 0.98856(15) 0.24271(13) 0.62917(11) 0.0255(3) Uani 1 1 d .
O6 O 0.80468(14) 0.16764(13) 0.71030(10) 0.0232(3) Uani 1 1 d .
O7 O 0.98178(16) 0.08169(14) 0.72196(12) 0.0307(3) Uani 1 1 d .
N3 N 0.92620(16) 0.16260(14) 0.68789(11) 0.0177(3) 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 0.0033 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_3
O1 Co1 O3 89.34(5) .
O1 Co1 O4 88.18(5) .
O1 Co1 N1 99.75(5) .
O1 Co1 N2 177.34(5) 2_656
O2 Co1 O1 90.99(4) .
O2 Co1 O3 94.09(5) .
O2 Co1 O4 92.44(5) .
O2 Co1 N1 168.89(5) .
O2 Co1 N2 91.67(5) 2_656
O3 Co1 O4 173.05(5) .
O3 Co1 N1 88.91(5) .
O3 Co1 N2 90.32(5) 2_656
O4 Co1 N1 85.12(5) .
O4 Co1 N2 91.86(5) 2_656
N1 Co1 N2 77.60(5) 2_656
C7 O1 Co1 126.21(10) .
C9 O2 Co1 126.74(10) .
Co1 O3 H3 117.8(19) .
C20 O3 Co1 129.68(12) .
C20 O3 H3 113(2) .
Co1 O4 H4 123.6(16) .
C21 O4 Co1 124.88(10) .
C21 O4 H4 111.2(16) .
C16 N1 Co1 129.08(11) .
C19 N1 Co1 114.30(10) .
C19 N1 C16 116.58(13) .
C18 N2 Co1 129.12(11) 2_656
C19 N2 Co1 114.32(10) 2_656
C19 N2 C18 116.55(13) .
C2 C1 H1 119.5 .
C2 C1 C6 121.01(17) .
C6 C1 H1 119.5 .
C1 C2 H2 120.1 .
C3 C2 C1 119.81(17) .
C3 C2 H2 120.1 .
C2 C3 H3A 120.0 .
C4 C3 C2 119.94(16) .
C4 C3 H3A 120.0 .
C3 C4 H4A 119.7 .
C3 C4 C5 120.52(17) .
C5 C4 H4A 119.7 .
C4 C5 H5 119.9 .
C4 C5 C6 120.26(17) .
C6 C5 H5 119.9 .
C1 C6 C5 118.45(15) .
C1 C6 C7 118.28(14) .
C5 C6 C7 123.27(14) .
O1 C7 C6 115.38(13) .
O1 C7 C8 124.77(14) .
C8 C7 C6 119.84(14) .
C7 C8 H8 117.0 .
C9 C8 C7 126.05(14) .
C9 C8 H8 117.0 .
O2 C9 C8 125.19(14) .
O2 C9 C10 114.52(13) .
C8 C9 C10 120.28(14) .
C11 C10 C9 123.13(14) .
C15 C10 C9 118.27(14) .
C15 C10 C11 118.53(14) .
C10 C11 H11 119.8 .
C12 C11 C10 120.47(15) .
C12 C11 H11 119.8 .
C11 C12 H12 119.8 .
C11 C12 C13 120.41(15) .
C13 C12 H12 119.8 .
C12 C13 H13 120.2 .
C12 C13 C14 119.69(15) .
C14 C13 H13 120.2 .
C13 C14 H14 119.9 .
C15 C14 C13 120.12(15) .
C15 C14 H14 119.9 .
C10 C15 H15 119.6 .
C14 C15 C10 120.77(15) .
C14 C15 H15 119.6 .
N1 C16 H16 119.2 .
N1 C16 C17 121.58(14) .
C17 C16 H16 119.2 .
C16 C17 H17 121.2 .
C16 C17 C18 117.53(14) .
C18 C17 H17 121.2 .
N2 C18 C17 121.51(14) .
N2 C18 H18 119.2 .
C17 C18 H18 119.2 .
N1 C19 C19 117.02(16) 2_656
N2 C19 N1 126.25(13) .
N2 C19 C19 116.73(16) 2_656
O3 C20 H20A 109.5 .
O3 C20 H20B 109.5 .
O3 C20 H20C 109.5 .
H20A C20 H20B 109.5 .
H20A C20 H20C 109.5 .
H20B C20 H20C 109.5 .
O4 C21 H21A 109.5 .
O4 C21 H21B 109.5 .
O4 C21 H21C 109.5 .
H21A C21 H21B 109.5 .
H21A C21 H21C 109.5 .
H21B C21 H21C 109.5 .
O5 N3 O6 118.13(13) .
O7 N3 O5 120.90(14) .
O7 N3 O6 120.96(14) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O1 2.0202(11) .
Co1 O2 1.9869(11) .
Co1 O3 2.1058(13) .
Co1 O4 2.1194(12) .
Co1 N1 2.1439(13) .
Co1 N2 2.1491(13) 2_656
O1 C7 1.2724(19) .
O2 C9 1.2793(19) .
O3 H3 0.73(2) .
O3 C20 1.416(2) .
O4 H4 0.78(2) .
O4 C21 1.4286(19) .
N1 C16 1.343(2) .
N1 C19 1.332(2) .
N2 C18 1.345(2) .
N2 C19 1.331(2) .
C1 H1 0.9500 .
C1 C2 1.387(2) .
C1 C6 1.392(2) .
C2 H2 0.9500 .
C2 C3 1.385(3) .
C3 H3A 0.9500 .
C3 C4 1.377(3) .
C4 H4A 0.9500 .
C4 C5 1.388(2) .
C5 H5 0.9500 .
C5 C6 1.399(2) .
C6 C7 1.498(2) .
C7 C8 1.410(2) .
C8 H8 0.9500 .
C8 C9 1.397(2) .
C9 C10 1.498(2) .
C10 C11 1.400(2) .
C10 C15 1.399(2) .
C11 H11 0.9500 .
C11 C12 1.386(2) .
C12 H12 0.9500 .
C12 C13 1.387(2) .
C13 H13 0.9500 .
C13 C14 1.389(2) .
C14 H14 0.9500 .
C14 C15 1.385(2) .
C15 H15 0.9500 .
C16 H16 0.9500 .
C16 C17 1.380(2) .
C17 H17 0.9500 .
C17 C18 1.382(2) .
C18 H18 0.9500 .
C19 C19 1.486(3) 2_656
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
O5 N3 1.2643(18) .
O6 N3 1.2660(17) .
O7 N3 1.2304(18) .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
Co1 O1 C7 C6 179.11(10) . .
Co1 O1 C7 C8 0.2(2) . .
Co1 O2 C9 C8 -1.4(2) . .
Co1 O2 C9 C10 178.90(10) . .
Co1 N1 C16 C17 178.27(12) . .
Co1 N1 C19 N2 -178.83(12) . .
Co1 N1 C19 C19 0.7(2) . 2_656
Co1 N2 C18 C17 179.74(11) 2_656 .
Co1 N2 C19 N1 -179.15(12) 2_656 .
Co1 N2 C19 C19 1.3(2) 2_656 2_656
O1 C7 C8 C9 1.4(3) . .
O2 C9 C10 C11 162.04(15) . .
O2 C9 C10 C15 -14.9(2) . .
N1 C16 C17 C18 0.0(2) . .
C1 C2 C3 C4 -0.3(3) . .
C1 C6 C7 O1 -11.7(2) . .
C1 C6 C7 C8 167.32(15) . .
C2 C1 C6 C5 0.5(3) . .
C2 C1 C6 C7 179.99(16) . .
C2 C3 C4 C5 0.6(3) . .
C3 C4 C5 C6 -0.3(3) . .
C4 C5 C6 C1 -0.2(3) . .
C4 C5 C6 C7 -179.70(16) . .
C5 C6 C7 O1 167.83(15) . .
C5 C6 C7 C8 -13.2(2) . .
C6 C1 C2 C3 -0.2(3) . .
C6 C7 C8 C9 -177.45(15) . .
C7 C8 C9 O2 -0.8(3) . .
C7 C8 C9 C10 178.91(15) . .
C8 C9 C10 C11 -17.7(2) . .
C8 C9 C10 C15 165.37(15) . .
C9 C10 C11 C12 -175.71(15) . .
C9 C10 C15 C14 176.81(15) . .
C10 C11 C12 C13 -1.0(3) . .
C11 C10 C15 C14 -0.3(2) . .
C11 C12 C13 C14 -0.2(3) . .
C12 C13 C14 C15 1.1(3) . .
C13 C14 C15 C10 -0.9(3) . .
C15 C10 C11 C12 1.2(2) . .
C16 N1 C19 N2 -0.8(2) . .
C16 N1 C19 C19 178.72(16) . 2_656
C16 C17 C18 N2 -0.5(2) . .
C18 N2 C19 N1 0.4(2) . .
C18 N2 C19 C19 -179.16(16) . 2_656
C19 N1 C16 C17 0.6(2) . .
C19 N2 C18 C17 0.3(2) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168350837
