#------------------------------------------------------------------------------
#$Date: 2021-06-05 21:48:02 +0300 (Sat, 05 Jun 2021) $
#$Revision: 266066 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/69/7706908.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_7706908
loop_
_publ_author_name
'Møller, Mads Sondrup'
'Kongsted, Jacob'
'McKenzie, Christine J.'
_publ_section_title
;
 Preparation of organocobalt(iii) complexes via O₂ activation.
;
_journal_issue                   14
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4819
_journal_page_last               4829
_journal_paper_doi               10.1039/d1dt00563d
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C16 H14 Co N3 O4'
_chemical_formula_sum            'C16 H14 Co N3 O4'
_chemical_formula_weight         371.23
_chemical_name_systematic
(N,N'-Ethylene-bis(salicylideneiminato))-nitro-cobalt(iii)
_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_date             2020-11-06
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2020-11-20 deposited with the CCDC.	2021-03-15 downloaded from the CCDC.
;
_cell_angle_alpha                72.008(2)
_cell_angle_beta                 74.808(2)
_cell_angle_gamma                79.890(2)
_cell_formula_units_Z            2
_cell_length_a                   7.7899(2)
_cell_length_b                   8.7278(2)
_cell_length_c                   13.7362(3)
_cell_measurement_reflns_used    14929
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      75.7430
_cell_measurement_theta_min      5.3500
_cell_volume                     852.63(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.27b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.27b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.27b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            30176
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.112
_diffrn_reflns_theta_min         3.470
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    8.112
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64125
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.27b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_description       block
_exptl_crystal_F_000             380
_exptl_crystal_size_max          0.148
_exptl_crystal_size_mid          0.041
_exptl_crystal_size_min          0.028
_refine_diff_density_max         0.597
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3481
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0397
_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)+(0.0619P)²+0.5818P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1056
_refine_ls_wR_factor_ref         0.1073
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3301
_reflns_number_total             3481
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt00563d2.cif
_cod_data_source_block           exp_349_a
_cod_depositor_comments
'Adding full bibliography for 7706901--7706909.cif.'
_cod_database_code               7706908
_shelx_shelxl_version_number     2018/1
_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, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C10(H10), C12(H12), C13(H13),
 C14(H14), C15(H15)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 45 electrons were 
found in a volume of 170Å³ in 1 void per unit cell. 
This is consistent with the presence of 
0.5[C2H5NO2] per Asymmetric Unit 
which account for 40 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6438(2) 0.09002(18) 0.31516(12) 0.0227(3) Uani 1 1 d . . . . .
O2 O 0.6499(2) 0.01035(18) 0.51930(12) 0.0214(3) Uani 1 1 d . . . . .
O3 O 0.6824(3) 0.4304(2) 0.29420(16) 0.0478(5) Uani 1 1 d . . . . .
O4 O 0.7809(3) 0.3298(3) 0.43327(18) 0.0485(5) Uani 1 1 d . . . . .
N1 N 0.3523(3) 0.3155(2) 0.35254(16) 0.0275(4) Uani 1 1 d . . . . .
N2 N 0.3805(3) 0.2494(2) 0.54233(16) 0.0246(4) Uani 1 1 d . . . . .
N3 N 0.6773(3) 0.3303(2) 0.38189(16) 0.0277(4) Uani 1 1 d . . . . .
C1 C 0.6129(3) 0.1336(3) 0.22034(18) 0.0267(5) Uani 1 1 d . . . . .
Co1 Co 0.51291(4) 0.17062(4) 0.42809(3) 0.01999(12) Uani 1 1 d . . . . .
C2 C 0.7197(4) 0.0521(3) 0.1477(2) 0.0329(5) Uani 1 1 d . . . . .
H2 H 0.812034 -0.025393 0.167228 0.039 Uiso 1 1 calc R U . . .
C3 C 0.6898(4) 0.0851(4) 0.0486(2) 0.0460(7) Uani 1 1 d . . . . .
H3 H 0.759555 0.027267 0.002901 0.055 Uiso 1 1 calc R U . . .
C4 C 0.5562(5) 0.2042(5) 0.0157(2) 0.0571(9) Uani 1 1 d . . . . .
H4 H 0.538281 0.227279 -0.051879 0.069 Uiso 1 1 calc R U . . .
C5 C 0.4522(4) 0.2863(4) 0.0838(2) 0.0502(8) Uani 1 1 d . . . . .
H5 H 0.363820 0.366367 0.061660 0.060 Uiso 1 1 calc R U . . .
C6 C 0.4754(4) 0.2529(3) 0.1870(2) 0.0333(5) Uani 1 1 d . . . . .
C7 C 0.3532(3) 0.3375(3) 0.2557(2) 0.0332(5) Uani 1 1 d . . . . .
H7 H 0.267485 0.414696 0.227667 0.040 Uiso 1 1 calc R U . . .
C8 C 0.2220(3) 0.4138(3) 0.4141(2) 0.0329(5) Uani 1 1 d . . . . .
H8A H 0.108138 0.433341 0.393804 0.039 Uiso 1 1 calc R U . . .
H8B H 0.264944 0.517327 0.402039 0.039 Uiso 1 1 calc R U . . .
C9 C 0.2009(3) 0.3195(3) 0.5283(2) 0.0302(5) Uani 1 1 d . . . . .
H9A H 0.149850 0.390554 0.573064 0.036 Uiso 1 1 calc R U . . .
H9B H 0.123232 0.234864 0.545757 0.036 Uiso 1 1 calc R U . . .
C10 C 0.4306(3) 0.2400(3) 0.62581(19) 0.0280(5) Uani 1 1 d . . . . .
H10 H 0.353306 0.288198 0.674753 0.034 Uiso 1 1 calc R U . . .
C11 C 0.5994(3) 0.1592(3) 0.64856(18) 0.0262(5) Uani 1 1 d . . . . .
C12 C 0.6580(4) 0.1873(3) 0.72887(19) 0.0322(5) Uani 1 1 d . . . . .
H12 H 0.588021 0.258238 0.765603 0.039 Uiso 1 1 calc R U . . .
C13 C 0.8170(4) 0.1122(3) 0.7546(2) 0.0354(6) Uani 1 1 d . . . . .
H13 H 0.855537 0.134191 0.806994 0.042 Uiso 1 1 calc R U . . .
C14 C 0.9202(3) 0.0025(3) 0.70128(19) 0.0325(5) Uani 1 1 d . . . . .
H14 H 1.027284 -0.049586 0.718857 0.039 Uiso 1 1 calc R U . . .
C15 C 0.8636(3) -0.0290(3) 0.62212(18) 0.0267(5) Uani 1 1 d . . . . .
H15 H 0.933106 -0.102149 0.587088 0.032 Uiso 1 1 calc R U . . .
C16 C 0.7041(3) 0.0478(3) 0.59482(17) 0.0227(4) 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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C1 O1 Co1 126.11(15) . . ?
Co1 O2 Co1 99.31(7) . 2_656 ?
C16 O2 Co1 121.00(13) . . ?
C16 O2 Co1 115.47(13) . 2_656 ?
C7 N1 Co1 126.14(17) . . ?
C7 N1 C8 120.1(2) . . ?
C8 N1 Co1 113.70(16) . . ?
C9 N2 Co1 111.56(15) . . ?
C10 N2 Co1 127.07(17) . . ?
C10 N2 C9 121.3(2) . . ?
O3 N3 Co1 118.62(17) . . ?
O4 N3 O3 120.2(2) . . ?
O4 N3 Co1 121.08(17) . . ?
O1 C1 C2 117.7(2) . . ?
O1 C1 C6 124.6(2) . . ?
C2 C1 C6 117.7(2) . . ?
O1 Co1 O2 89.28(6) . . ?
O1 Co1 O2 91.81(6) . 2_656 ?
O1 Co1 N1 95.24(8) . . ?
O1 Co1 N2 179.39(7) . . ?
O1 Co1 N3 87.10(8) . . ?
O2 Co1 O2 80.69(7) . 2_656 ?
N1 Co1 O2 92.96(8) . 2_656 ?
N1 Co1 O2 172.33(8) . . ?
N1 Co1 N2 85.01(9) . . ?
N1 Co1 N3 90.60(9) . . ?
N2 Co1 O2 90.40(7) . . ?
N2 Co1 O2 87.62(7) . 2_656 ?
N2 Co1 N3 93.46(8) . . ?
N3 Co1 O2 176.35(7) . 2_656 ?
N3 Co1 O2 95.81(8) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 C1 121.2(3) . . ?
C3 C2 H2 119.4 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.9(3) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 119.2 . . ?
C4 C5 C6 121.6(3) . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C7 122.5(2) . . ?
C5 C6 C1 119.4(2) . . ?
C5 C6 C7 118.1(2) . . ?
N1 C7 C6 125.4(2) . . ?
N1 C7 H7 117.3 . . ?
C6 C7 H7 117.3 . . ?
N1 C8 H8A 110.3 . . ?
N1 C8 H8B 110.3 . . ?
N1 C8 C9 107.17(18) . . ?
H8A C8 H8B 108.5 . . ?
C9 C8 H8A 110.3 . . ?
C9 C8 H8B 110.3 . . ?
N2 C9 C8 106.09(19) . . ?
N2 C9 H9A 110.5 . . ?
N2 C9 H9B 110.5 . . ?
C8 C9 H9A 110.5 . . ?
C8 C9 H9B 110.5 . . ?
H9A C9 H9B 108.7 . . ?
N2 C10 H10 118.0 . . ?
N2 C10 C11 124.0(2) . . ?
C11 C10 H10 118.0 . . ?
C12 C11 C10 118.8(2) . . ?
C12 C11 C16 119.1(2) . . ?
C16 C11 C10 122.0(2) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.3(2) . . ?
C13 C12 H12 119.4 . . ?
C12 C13 H13 120.2 . . ?
C12 C13 C14 119.5(2) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.2(2) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.7(2) . . ?
C16 C15 H15 119.7 . . ?
O2 C16 C11 121.7(2) . . ?
O2 C16 C15 119.10(19) . . ?
C15 C16 C11 119.2(2) . . ?
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 C1 1.314(3) . ?
O1 Co1 1.8800(15) . ?
O2 Co1 2.0355(16) 2_656 ?
O2 Co1 1.9389(15) . ?
O2 C16 1.360(3) . ?
O3 N3 1.246(3) . ?
O4 N3 1.202(3) . ?
N1 Co1 1.886(2) . ?
N1 C7 1.283(3) . ?
N1 C8 1.474(3) . ?
N2 Co1 1.8888(19) . ?
N2 C9 1.462(3) . ?
N2 C10 1.280(3) . ?
N3 Co1 1.907(2) . ?
C1 C2 1.410(3) . ?
C1 C6 1.418(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.376(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.394(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.363(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.409(4) . ?
C6 C7 1.433(4) . ?
C7 H7 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.510(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10 0.9300 . ?
C10 C11 1.442(3) . ?
C11 C12 1.399(3) . ?
C11 C16 1.416(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.375(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.397(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.390(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.389(3) . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 176.7(3) . . . . ?
O1 C1 C6 C5 -178.3(3) . . . . ?
O1 C1 C6 C7 -0.8(4) . . . . ?
N1 C8 C9 N2 41.2(2) . . . . ?
N2 C10 C11 C12 165.5(2) . . . . ?
N2 C10 C11 C16 -16.9(4) . . . . ?
C1 O1 Co1 O2 92.58(18) . . . 2_656 ?
C1 O1 Co1 O2 173.24(18) . . . . ?
C1 O1 Co1 N1 -0.56(19) . . . . ?
C1 O1 Co1 N3 -90.90(19) . . . . ?
C1 C2 C3 C4 2.1(5) . . . . ?
C1 C6 C7 N1 -0.6(4) . . . . ?
Co1 O1 C1 C2 -176.31(17) . . . . ?
Co1 O1 C1 C6 1.3(3) . . . . ?
Co1 O2 C16 C11 -86.1(2) 2_656 . . . ?
Co1 O2 C16 C11 33.6(3) . . . . ?
Co1 O2 C16 C15 91.8(2) 2_656 . . . ?
Co1 O2 C16 C15 -148.46(18) . . . . ?
Co1 N1 C7 C6 1.3(4) . . . . ?
Co1 N1 C8 C9 -25.5(2) . . . . ?
Co1 N2 C9 C8 -40.8(2) . . . . ?
Co1 N2 C10 C11 -2.6(4) . . . . ?
C2 C1 C6 C5 -0.7(4) . . . . ?
C2 C1 C6 C7 176.8(2) . . . . ?
C2 C3 C4 C5 -1.2(6) . . . . ?
C3 C4 C5 C6 -0.5(6) . . . . ?
C4 C5 C6 C1 1.5(5) . . . . ?
C4 C5 C6 C7 -176.1(3) . . . . ?
C5 C6 C7 N1 176.9(3) . . . . ?
C6 C1 C2 C3 -1.1(4) . . . . ?
C7 N1 Co1 O1 -0.7(2) . . . . ?
C7 N1 Co1 O2 -92.8(2) . . . 2_656 ?
C7 N1 Co1 N2 179.8(2) . . . . ?
C7 N1 Co1 N3 86.4(2) . . . . ?
C7 N1 C8 C9 157.1(2) . . . . ?
C8 N1 Co1 O1 -177.95(16) . . . . ?
C8 N1 Co1 O2 89.96(16) . . . 2_656 ?
C8 N1 Co1 N2 2.61(16) . . . . ?
C8 N1 Co1 N3 -90.81(17) . . . . ?
C8 N1 C7 C6 178.4(2) . . . . ?
C9 N2 Co1 O2 -70.89(15) . . . 2_656 ?
C9 N2 Co1 O2 -151.56(15) . . . . ?
C9 N2 Co1 N1 22.29(16) . . . . ?
C9 N2 Co1 N3 112.60(16) . . . . ?
C9 N2 C10 C11 174.1(2) . . . . ?
C10 N2 Co1 O2 106.1(2) . . . 2_656 ?
C10 N2 Co1 O2 25.4(2) . . . . ?
C10 N2 Co1 N1 -160.7(2) . . . . ?
C10 N2 Co1 N3 -70.4(2) . . . . ?
C10 N2 C9 C8 142.0(2) . . . . ?
C10 C11 C12 C13 179.3(2) . . . . ?
C10 C11 C16 O2 -0.5(4) . . . . ?
C10 C11 C16 C15 -178.5(2) . . . . ?
C11 C12 C13 C14 -1.6(4) . . . . ?
C12 C11 C16 O2 177.0(2) . . . . ?
C12 C11 C16 C15 -0.9(4) . . . . ?
C12 C13 C14 C15 0.7(4) . . . . ?
C13 C14 C15 C16 0.0(4) . . . . ?
C14 C15 C16 O2 -177.9(2) . . . . ?
C14 C15 C16 C11 0.1(4) . . . . ?
C16 C11 C12 C13 1.7(4) . . . . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 0.000 170.4 44.5 '1 C2H5NO2'
