#------------------------------------------------------------------------------
#$Date: 2023-11-18 00:54:47 +0200 (Sat, 18 Nov 2023) $
#$Revision: 287673 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/23/7132366.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_7132366
loop_
_publ_author_name
'Zou, Minzhu'
'Waldie, Kate MacKenzie'
_publ_section_title
;
 Redox-Active Ligand Promoted Electrophile Addition at Cobalt
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC04869A
_journal_year                    2023
_chemical_formula_sum            'C17 H23 Co I4 N2'
_chemical_formula_weight         821.90
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-08-05 deposited with the CCDC.	2023-11-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.4775(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.55250(7)
_cell_length_b                   11.72077(9)
_cell_length_c                   22.80175(18)
_cell_measurement_reflns_used    23479
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      78.6160
_cell_measurement_theta_min      4.2260
_cell_volume                     2266.25(3)
_computing_cell_refinement       'CrysAlisPro 1.171.42.71a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.71a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.71a (Rigaku OD, 2022)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            30732
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.486
_diffrn_reflns_theta_min         3.911
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    48.731
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.527
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
; 
CrysAlisPro 1.171.42.71a (Rigaku Oxford Diffraction, 2022) 
Numerical absorption correction based on gaussian integration over 
a multifaceted crystal model 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.409
_exptl_crystal_description       block
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.114
_exptl_crystal_size_mid          0.064
_exptl_crystal_size_min          0.027
_refine_diff_density_max         1.500
_refine_diff_density_min         -1.202
_refine_diff_density_rms         0.186
_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     225
_refine_ls_number_reflns         4620
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0284
_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)+(0.0516P)²+3.4530P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0759
_refine_ls_wR_factor_ref         0.0769
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4393
_reflns_number_total             4620
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc04869a2.cif
_cod_data_source_block           MZ-7-47_iPr-Co-I_final
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7132366
_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. 
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
I1 I 0.47536(3) 0.20499(2) 0.73194(2) 0.01678(8) Uani 1 1 d . . . . .
I2 I 0.44459(3) 0.68343(2) 0.54813(2) 0.01619(8) Uani 1 1 d . . . . .
I3 I 0.17290(3) 0.74870(2) 0.46497(2) 0.02718(9) Uani 1 1 d . . . . .
I4A I 0.72478(7) 0.63579(5) 0.63183(4) 0.02051(15) Uani 0.861(3) 1 d D . P . .
I4B I 0.7484(4) 0.6179(3) 0.61544(19) 0.02051(15) Uani 0.139(3) 1 d D . P . .
Co1 Co 0.26412(7) 0.29760(5) 0.65499(2) 0.01163(13) Uani 1 1 d . . . . .
N1 N 0.0933(4) 0.2314(3) 0.69237(13) 0.0152(6) Uani 1 1 d . . . . .
N2 N 0.2476(4) 0.1576(3) 0.61192(13) 0.0126(6) Uani 1 1 d . . . . .
C1 C 0.0483(4) 0.1304(3) 0.67131(15) 0.0148(7) Uani 1 1 d . . . . .
C2 C -0.0824(5) 0.0618(4) 0.68629(16) 0.0198(8) Uani 1 1 d . . . . .
H2 H -0.150196 0.090698 0.712627 0.024 Uiso 1 1 calc R U . . .
C3 C -0.1069(5) -0.0432(4) 0.66259(17) 0.0214(8) Uani 1 1 d . . . . .
H3 H -0.193227 -0.087232 0.672305 0.026 Uiso 1 1 calc R U . . .
C4 C -0.0058(5) -0.0902(3) 0.62301(17) 0.0198(8) Uani 1 1 d . . . . .
H4 H -0.021976 -0.166538 0.609630 0.024 Uiso 1 1 calc R U . . .
C5 C 0.1117(5) -0.0282(3) 0.60439(16) 0.0158(7) Uani 1 1 d . . . . .
H5 H 0.174294 -0.059913 0.576957 0.019 Uiso 1 1 calc R U . . .
C6 C 0.1418(4) 0.0865(3) 0.62639(14) 0.0123(6) Uani 1 1 d . . . . .
C7 C 0.0091(6) 0.2805(4) 0.73962(18) 0.0246(8) Uani 1 1 d . . . . .
H7 H -0.050302 0.216596 0.755559 0.030 Uiso 1 1 calc R U . . .
C8 C -0.1121(5) 0.3671(4) 0.71359(19) 0.0237(8) Uani 1 1 d . . . . .
H8A H -0.058151 0.434959 0.701099 0.036 Uiso 1 1 calc R U . . .
H8B H -0.179227 0.388705 0.743491 0.036 Uiso 1 1 calc R U . . .
H8C H -0.177259 0.333682 0.679358 0.036 Uiso 1 1 calc R U . . .
C9 C 0.1235(6) 0.3257(4) 0.79074(19) 0.0308(10) Uani 1 1 d . . . . .
H9A H 0.192443 0.263737 0.807320 0.046 Uiso 1 1 calc R U . . .
H9B H 0.064417 0.355962 0.821361 0.046 Uiso 1 1 calc R U . . .
H9C H 0.187520 0.386642 0.776563 0.046 Uiso 1 1 calc R U . . .
C10 C 0.3506(4) 0.1318(3) 0.56508(15) 0.0139(7) Uani 1 1 d . . . . .
H10 H 0.415095 0.201910 0.561185 0.017 Uiso 1 1 calc R U . . .
C11 C 0.2491(5) 0.1152(3) 0.50501(16) 0.0177(7) Uani 1 1 d . . . . .
H11A H 0.196638 0.040791 0.504234 0.027 Uiso 1 1 calc R U . . .
H11B H 0.316401 0.118516 0.473393 0.027 Uiso 1 1 calc R U . . .
H11C H 0.169547 0.175709 0.499072 0.027 Uiso 1 1 calc R U . . .
C12 C 0.4675(5) 0.0357(3) 0.58230(17) 0.0209(8) Uani 1 1 d . . . . .
H12A H 0.512248 0.044314 0.623869 0.031 Uiso 1 1 calc R U . . .
H12B H 0.552397 0.038809 0.557310 0.031 Uiso 1 1 calc R U . . .
H12C H 0.413204 -0.037904 0.576809 0.031 Uiso 1 1 calc R U . . .
C13 C 0.3965(5) 0.4491(3) 0.66892(18) 0.0215(8) Uani 1 1 d . . . . .
H13 H 0.478960 0.463447 0.700150 0.026 Uiso 1 1 calc R U . . .
C14 C 0.2372(5) 0.4738(3) 0.66967(18) 0.0220(8) Uani 1 1 d . . . . .
H14 H 0.192426 0.506770 0.701692 0.026 Uiso 1 1 calc R U . . .
C15 C 0.1533(5) 0.4409(3) 0.61406(18) 0.0215(8) Uani 1 1 d . . . . .
H15 H 0.042890 0.447776 0.602537 0.026 Uiso 1 1 calc R U . . .
C16 C 0.2638(5) 0.3965(3) 0.57928(16) 0.0183(7) Uani 1 1 d . . . . .
H16 H 0.240801 0.369735 0.539768 0.022 Uiso 1 1 calc R U . . .
C17 C 0.4145(5) 0.3984(3) 0.61311(16) 0.0179(7) Uani 1 1 d . . . . .
H17 H 0.509948 0.371057 0.601046 0.022 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 0.0181 0.0091 '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 -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 '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'
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
I3 I2 I4A 175.697(13) . . ?
I3 I2 I4B 170.58(10) . . ?
I4A I2 I4B 9.67(8) . . ?
N2 Co1 N1 82.70(13) . . ?
N2 Co1 C17 105.20(14) . . ?
N1 Co1 C17 167.69(14) . . ?
N2 Co1 C16 93.43(14) . . ?
N1 Co1 C16 131.76(15) . . ?
C17 Co1 C16 39.85(16) . . ?
N2 Co1 C15 117.57(15) . . ?
N1 Co1 C15 101.16(15) . . ?
C17 Co1 C15 66.91(16) . . ?
C16 Co1 C15 39.56(16) . . ?
N2 Co1 C13 143.55(15) . . ?
N1 Co1 C13 133.56(15) . . ?
C17 Co1 C13 40.06(15) . . ?
C16 Co1 C13 66.31(15) . . ?
C15 Co1 C13 66.00(17) . . ?
N2 Co1 C14 157.11(15) . . ?
N1 Co1 C14 102.55(15) . . ?
C17 Co1 C14 66.52(15) . . ?
C16 Co1 C14 66.28(15) . . ?
C15 Co1 C14 39.73(16) . . ?
C13 Co1 C14 38.63(17) . . ?
N2 Co1 I1 89.24(9) . . ?
N1 Co1 I1 91.92(9) . . ?
C17 Co1 I1 97.54(11) . . ?
C16 Co1 I1 136.24(12) . . ?
C15 Co1 I1 151.24(12) . . ?
C13 Co1 I1 86.40(12) . . ?
C14 Co1 I1 112.58(12) . . ?
C1 N1 C7 117.8(3) . . ?
C1 N1 Co1 113.5(2) . . ?
C7 N1 Co1 128.7(3) . . ?
C6 N2 C10 122.8(3) . . ?
C6 N2 Co1 115.3(2) . . ?
C10 N2 Co1 121.9(2) . . ?
N1 C1 C2 127.6(3) . . ?
N1 C1 C6 114.1(3) . . ?
C2 C1 C6 118.3(3) . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 121.7(4) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 121.6(4) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 119.7(3) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
N2 C6 C5 127.2(3) . . ?
N2 C6 C1 114.2(3) . . ?
C5 C6 C1 118.6(3) . . ?
N1 C7 C8 110.3(3) . . ?
N1 C7 C9 111.6(4) . . ?
C8 C7 C9 114.0(4) . . ?
N1 C7 H7 106.9 . . ?
C8 C7 H7 106.9 . . ?
C9 C7 H7 106.9 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 C12 113.1(3) . . ?
N2 C10 C11 110.1(3) . . ?
C12 C10 C11 114.3(3) . . ?
N2 C10 H10 106.2 . . ?
C12 C10 H10 106.2 . . ?
C11 C10 H10 106.2 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C17 108.4(4) . . ?
C14 C13 Co1 70.8(2) . . ?
C17 C13 Co1 68.5(2) . . ?
C14 C13 H13 125.8 . . ?
C17 C13 H13 125.8 . . ?
Co1 C13 H13 126.5 . . ?
C13 C14 C15 108.2(4) . . ?
C13 C14 Co1 70.6(2) . . ?
C15 C14 Co1 69.4(2) . . ?
C13 C14 H14 125.9 . . ?
C15 C14 H14 125.9 . . ?
Co1 C14 H14 125.7 . . ?
C16 C15 C14 107.6(4) . . ?
C16 C15 Co1 69.9(2) . . ?
C14 C15 Co1 70.9(2) . . ?
C16 C15 H15 126.2 . . ?
C14 C15 H15 126.2 . . ?
Co1 C15 H15 124.6 . . ?
C15 C16 C17 108.5(3) . . ?
C15 C16 Co1 70.6(2) . . ?
C17 C16 Co1 69.7(2) . . ?
C15 C16 H16 125.7 . . ?
C17 C16 H16 125.7 . . ?
Co1 C16 H16 125.6 . . ?
C16 C17 C13 107.2(4) . . ?
C16 C17 Co1 70.4(2) . . ?
C13 C17 Co1 71.4(2) . . ?
C16 C17 H17 126.4 . . ?
C13 C17 H17 126.4 . . ?
Co1 C17 H17 123.4 . . ?
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
I1 Co1 2.5875(6) . ?
I2 I3 2.9039(3) . ?
I2 I4A 2.9166(4) . ?
I2 I4B 2.943(3) . ?
Co1 N2 1.908(3) . ?
Co1 N1 1.946(3) . ?
Co1 C17 2.069(4) . ?
Co1 C16 2.079(4) . ?
Co1 C15 2.088(4) . ?
Co1 C13 2.107(4) . ?
Co1 C14 2.109(4) . ?
N1 C1 1.316(5) . ?
N1 C7 1.488(5) . ?
N2 C6 1.303(5) . ?
N2 C10 1.501(4) . ?
C1 C2 1.454(5) . ?
C1 C6 1.472(5) . ?
C2 C3 1.349(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.438(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.353(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.446(5) . ?
C5 H5 0.9500 . ?
C7 C8 1.516(6) . ?
C7 C9 1.516(6) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C12 1.524(5) . ?
C10 C11 1.535(5) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.395(6) . ?
C13 C17 1.431(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.426(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.410(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.414(6) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C11 H11B I2 0.98 3.17 3.838(4) 126.5 3_666 yes
C12 H12A I1 0.98 3.15 3.940(4) 138.8 . yes
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
C7 N1 C1 C2 3.9(6) . . . . ?
Co1 N1 C1 C2 -175.2(3) . . . . ?
C7 N1 C1 C6 -177.8(3) . . . . ?
Co1 N1 C1 C6 3.1(4) . . . . ?
N1 C1 C2 C3 -176.5(4) . . . . ?
C6 C1 C2 C3 5.3(5) . . . . ?
C1 C2 C3 C4 0.6(6) . . . . ?
C2 C3 C4 C5 -4.8(6) . . . . ?
C3 C4 C5 C6 2.6(6) . . . . ?
C10 N2 C6 C5 4.4(6) . . . . ?
Co1 N2 C6 C5 -175.1(3) . . . . ?
C10 N2 C6 C1 -177.2(3) . . . . ?
Co1 N2 C6 C1 3.2(4) . . . . ?
C4 C5 C6 N2 -178.4(4) . . . . ?
C4 C5 C6 C1 3.3(5) . . . . ?
N1 C1 C6 N2 -4.2(5) . . . . ?
C2 C1 C6 N2 174.3(3) . . . . ?
N1 C1 C6 C5 174.3(3) . . . . ?
C2 C1 C6 C5 -7.2(5) . . . . ?
C1 N1 C7 C8 -100.1(4) . . . . ?
Co1 N1 C7 C8 78.9(4) . . . . ?
C1 N1 C7 C9 132.2(4) . . . . ?
Co1 N1 C7 C9 -48.8(5) . . . . ?
C6 N2 C10 C12 -67.4(4) . . . . ?
Co1 N2 C10 C12 112.1(3) . . . . ?
C6 N2 C10 C11 61.9(4) . . . . ?
Co1 N2 C10 C11 -118.6(3) . . . . ?
C17 C13 C14 C15 -1.0(4) . . . . ?
Co1 C13 C14 C15 -59.4(3) . . . . ?
C17 C13 C14 Co1 58.4(2) . . . . ?
C13 C14 C15 C16 -0.3(4) . . . . ?
Co1 C14 C15 C16 -60.5(3) . . . . ?
C13 C14 C15 Co1 60.2(3) . . . . ?
C14 C15 C16 C17 1.6(4) . . . . ?
Co1 C15 C16 C17 -59.6(2) . . . . ?
C14 C15 C16 Co1 61.2(3) . . . . ?
C15 C16 C17 C13 -2.2(4) . . . . ?
Co1 C16 C17 C13 -62.4(2) . . . . ?
C15 C16 C17 Co1 60.2(3) . . . . ?
C14 C13 C17 C16 2.0(4) . . . . ?
Co1 C13 C17 C16 61.7(2) . . . . ?
C14 C13 C17 Co1 -59.7(3) . . . . ?
