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#$Date: 2024-09-06 03:55:23 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294578 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/66/7716658.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_7716658
loop_
_publ_author_name
'Zou, Minzhu'
'Kuruppu, Sewwandi'
'Emge, Thomas J.'
'Waldie, Kate M.'
_publ_section_title
;
 Metal- versus ligand-centered reactivity of a
 cobalt-phenylenediamide complex with electrophiles.
;
_journal_issue                   31
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13174
_journal_page_last               13183
_journal_paper_doi               10.1039/d4dt01655f
_journal_volume                  53
_journal_year                    2024
_chemical_formula_sum            'C22 H29 Co F3 N4 O2'
_chemical_formula_weight         497.42
_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
;
2023-09-10 deposited with the CCDC.	2024-07-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.940(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.6398(3)
_cell_length_b                   11.7221(2)
_cell_length_c                   14.7206(3)
_cell_measurement_reflns_used    12151
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      78.4920
_cell_measurement_theta_min      4.0790
_cell_volume                     2325.04(8)
_computing_cell_refinement       'CrysAlisPro 1.171.42.85a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.85a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.85a (Rigaku OD, 2023)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (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 1.000
_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  0.0655
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20895
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.774
_diffrn_reflns_theta_min         4.112
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    6.226
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60756
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlisPro 1.171.42.85a (Rigaku Oxford Diffraction, 2023) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_description       plate
_exptl_crystal_F_000             1036
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.630
_refine_diff_density_min         -0.557
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         4308
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0459
_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)+(0.0770P)²+1.8213P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1176
_refine_ls_wR_factor_ref         0.1241
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3783
_reflns_number_total             4308
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt01655f2.cif
_cod_data_source_block           MZ-9-04a_tBu-Co-CF3_neutral
_cod_depositor_comments
'Adding full bibliography for 7716656--7716662.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7716658
_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
Co1 Co 0.30693(3) 0.30922(3) 0.72789(3) 0.01677(14) Uani 1 1 d . . . . .
F1 F 0.41017(12) 0.49379(13) 0.66831(11) 0.0271(4) Uani 1 1 d . . . . .
F2 F 0.40296(12) 0.49922(13) 0.81421(11) 0.0275(4) Uani 1 1 d . . . . .
F3 F 0.50453(11) 0.38506(14) 0.76184(11) 0.0284(4) Uani 1 1 d . . . . .
O1 O 0.31389(15) 0.14986(16) 0.96268(13) 0.0246(4) Uani 1 1 d . . . . .
O2 O 0.38475(15) 0.10216(16) 0.53384(13) 0.0267(4) Uani 1 1 d . . . . .
N1 N 0.36857(16) 0.22905(18) 0.83521(14) 0.0179(4) Uani 1 1 d . . . . .
N2 N 0.38770(17) 0.20793(18) 0.66719(15) 0.0192(5) Uani 1 1 d . . . . .
N3 N 0.34799(17) 0.3397(2) 0.96019(15) 0.0215(5) Uani 1 1 d . . . . .
H3N H 0.365539 0.394138 0.924807 0.032 Uiso 1 1 calc R U . . .
N4 N 0.38314(18) 0.29639(19) 0.52626(15) 0.0224(5) Uani 1 1 d . . . . .
H4N H 0.382198 0.358694 0.559470 0.034 Uiso 1 1 calc R U . . .
C1 C 0.43967(19) 0.1540(2) 0.82042(17) 0.0177(5) Uani 1 1 d . . . . .
C2 C 0.5025(2) 0.0921(2) 0.88877(18) 0.0208(5) Uani 1 1 d . . . . .
H2 H 0.496091 0.100929 0.951740 0.025 Uiso 1 1 calc R U . . .
C3 C 0.5720(2) 0.0197(2) 0.86416(19) 0.0250(6) Uani 1 1 d . . . . .
H3 H 0.614192 -0.021630 0.910149 0.030 Uiso 1 1 calc R U . . .
C4 C 0.5819(2) 0.0057(2) 0.77015(19) 0.0253(6) Uani 1 1 d . . . . .
H4 H 0.630414 -0.045548 0.754263 0.030 Uiso 1 1 calc R U . . .
C5 C 0.5231(2) 0.0643(2) 0.70191(18) 0.0217(5) Uani 1 1 d . . . . .
H5 H 0.531049 0.053878 0.639462 0.026 Uiso 1 1 calc R U . . .
C6 C 0.44989(19) 0.1411(2) 0.72535(17) 0.0187(5) Uani 1 1 d . . . . .
C7 C 0.34144(19) 0.2345(2) 0.92550(17) 0.0197(5) Uani 1 1 d . . . . .
C8 C 0.3285(2) 0.3739(2) 1.05291(18) 0.0234(6) Uani 1 1 d . . . . .
C9 C 0.3469(2) 0.5022(3) 1.0589(2) 0.0296(6) Uani 1 1 d . . . . .
H9A H 0.414287 0.518563 1.047265 0.044 Uiso 1 1 calc R U . . .
H9B H 0.339446 0.529278 1.120471 0.044 Uiso 1 1 calc R U . . .
H9C H 0.298769 0.541199 1.012917 0.044 Uiso 1 1 calc R U . . .
C10 C 0.4011(2) 0.3123(3) 1.1263(2) 0.0307(7) Uani 1 1 d . . . . .
H10A H 0.387023 0.230248 1.123604 0.046 Uiso 1 1 calc R U . . .
H10B H 0.393651 0.341548 1.187223 0.046 Uiso 1 1 calc R U . . .
H10C H 0.469162 0.325517 1.115159 0.046 Uiso 1 1 calc R U . . .
C11 C 0.2209(2) 0.3472(3) 1.0629(2) 0.0331(7) Uani 1 1 d . . . . .
H11A H 0.176054 0.389458 1.016225 0.050 Uiso 1 1 calc R U . . .
H11B H 0.208898 0.369981 1.124271 0.050 Uiso 1 1 calc R U . . .
H11C H 0.208833 0.265213 1.054558 0.050 Uiso 1 1 calc R U . . .
C12 C 0.3861(2) 0.1959(2) 0.57078(18) 0.0219(6) Uani 1 1 d . . . . .
C13 C 0.3814(2) 0.3111(2) 0.42551(18) 0.0242(6) Uani 1 1 d . . . . .
C14 C 0.3715(2) 0.4393(3) 0.40742(19) 0.0290(6) Uani 1 1 d . . . . .
H14A H 0.309614 0.466930 0.425763 0.043 Uiso 1 1 calc R U . . .
H14B H 0.370536 0.454118 0.341772 0.043 Uiso 1 1 calc R U . . .
H14C H 0.427915 0.479049 0.443126 0.043 Uiso 1 1 calc R U . . .
C15 C 0.4784(2) 0.2651(3) 0.39928(19) 0.0284(6) Uani 1 1 d . . . . .
H15A H 0.534538 0.308439 0.431930 0.043 Uiso 1 1 calc R U . . .
H15B H 0.476965 0.273078 0.332817 0.043 Uiso 1 1 calc R U . . .
H15C H 0.485833 0.184389 0.416344 0.043 Uiso 1 1 calc R U . . .
C16 C 0.2915(2) 0.2492(3) 0.37258(19) 0.0299(7) Uani 1 1 d . . . . .
H16A H 0.298009 0.166995 0.384307 0.045 Uiso 1 1 calc R U . . .
H16B H 0.288162 0.263590 0.306595 0.045 Uiso 1 1 calc R U . . .
H16C H 0.230806 0.277195 0.392914 0.045 Uiso 1 1 calc R U . . .
C17 C 0.1610(2) 0.2615(3) 0.7428(2) 0.0262(6) Uani 1 1 d . . . . .
H17 H 0.143135 0.199534 0.778468 0.031 Uiso 1 1 calc R U . . .
C18 C 0.1709(2) 0.2571(3) 0.6499(2) 0.0324(7) Uani 1 1 d . . . . .
H18 H 0.160929 0.191800 0.611273 0.039 Uiso 1 1 calc R U . . .
C19 C 0.1984(2) 0.3673(3) 0.6234(2) 0.0348(7) Uani 1 1 d . . . . .
H19 H 0.211328 0.388680 0.564132 0.042 Uiso 1 1 calc R U . . .
C20 C 0.2031(2) 0.4391(3) 0.6998(2) 0.0329(7) Uani 1 1 d . . . . .
H20 H 0.218090 0.518292 0.701086 0.039 Uiso 1 1 calc R U . . .
C21 C 0.18190(19) 0.3734(3) 0.77463(18) 0.0242(6) Uani 1 1 d . . . . .
H21 H 0.181747 0.399973 0.835578 0.029 Uiso 1 1 calc R U . . .
C22 C 0.4100(2) 0.4228(2) 0.74349(18) 0.0235(6) 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'
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'
F F 0.0727 0.0534 '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
N1 Co1 C22 91.27(10) . . ?
N1 Co1 N2 82.60(9) . . ?
C22 Co1 N2 91.26(11) . . ?
N1 Co1 C20 136.22(12) . . ?
C22 Co1 C20 88.80(12) . . ?
N2 Co1 C20 141.18(12) . . ?
N1 Co1 C21 100.50(10) . . ?
C22 Co1 C21 109.39(12) . . ?
N2 Co1 C21 158.94(11) . . ?
C20 Co1 C21 39.71(12) . . ?
N1 Co1 C19 160.42(11) . . ?
C22 Co1 C19 106.55(13) . . ?
N2 Co1 C19 104.54(11) . . ?
C20 Co1 C19 39.34(13) . . ?
C21 Co1 C19 66.36(11) . . ?
N1 Co1 C17 94.84(10) . . ?
C22 Co1 C17 148.64(12) . . ?
N2 Co1 C17 120.01(11) . . ?
C20 Co1 C17 65.82(11) . . ?
C21 Co1 C17 39.25(12) . . ?
C19 Co1 C17 65.72(12) . . ?
N1 Co1 C18 122.78(12) . . ?
C22 Co1 C18 145.88(13) . . ?
N2 Co1 C18 94.96(11) . . ?
C20 Co1 C18 65.81(13) . . ?
C21 Co1 C18 65.69(11) . . ?
C19 Co1 C18 39.50(14) . . ?
C17 Co1 C18 38.58(12) . . ?
C1 N1 C7 118.2(2) . . ?
C1 N1 Co1 114.85(17) . . ?
C7 N1 Co1 126.74(17) . . ?
C6 N2 C12 118.9(2) . . ?
C6 N2 Co1 114.13(17) . . ?
C12 N2 Co1 126.94(18) . . ?
C7 N3 C8 126.2(2) . . ?
C7 N3 H3N 116.9 . . ?
C8 N3 H3N 116.9 . . ?
C12 N4 C13 125.5(2) . . ?
C12 N4 H4N 117.2 . . ?
C13 N4 H4N 117.2 . . ?
N1 C1 C2 126.1(2) . . ?
N1 C1 C6 114.0(2) . . ?
C2 C1 C6 119.9(2) . . ?
C3 C2 C1 120.0(2) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 120.4(2) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 121.6(3) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 119.4(2) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
N2 C6 C5 127.2(2) . . ?
N2 C6 C1 114.1(2) . . ?
C5 C6 C1 118.7(2) . . ?
O1 C7 N3 126.0(2) . . ?
O1 C7 N1 121.4(2) . . ?
N3 C7 N1 112.6(2) . . ?
N3 C8 C9 105.5(2) . . ?
N3 C8 C10 109.5(2) . . ?
C9 C8 C10 110.0(2) . . ?
N3 C8 C11 110.2(2) . . ?
C9 C8 C11 110.3(2) . . ?
C10 C8 C11 111.2(3) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O2 C12 N4 124.9(2) . . ?
O2 C12 N2 121.9(2) . . ?
N4 C12 N2 113.2(2) . . ?
N4 C13 C14 105.9(2) . . ?
N4 C13 C16 109.9(2) . . ?
C14 C13 C16 109.6(2) . . ?
N4 C13 C15 109.2(2) . . ?
C14 C13 C15 111.0(2) . . ?
C16 C13 C15 111.1(2) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C21 108.4(3) . . ?
C18 C17 Co1 70.84(16) . . ?
C21 C17 Co1 69.02(15) . . ?
C18 C17 H17 125.8 . . ?
C21 C17 H17 125.8 . . ?
Co1 C17 H17 125.9 . . ?
C17 C18 C19 107.8(3) . . ?
C17 C18 Co1 70.58(17) . . ?
C19 C18 Co1 68.79(17) . . ?
C17 C18 H18 126.1 . . ?
C19 C18 H18 126.1 . . ?
Co1 C18 H18 126.1 . . ?
C20 C19 C18 108.0(3) . . ?
C20 C19 Co1 70.29(17) . . ?
C18 C19 Co1 71.71(16) . . ?
C20 C19 H19 126.0 . . ?
C18 C19 H19 126.0 . . ?
Co1 C19 H19 123.6 . . ?
C19 C20 C21 108.1(3) . . ?
C19 C20 Co1 70.36(17) . . ?
C21 C20 Co1 70.16(16) . . ?
C19 C20 H20 126.0 . . ?
C21 C20 H20 126.0 . . ?
Co1 C20 H20 125.1 . . ?
C17 C21 C20 107.7(3) . . ?
C17 C21 Co1 71.73(16) . . ?
C20 C21 Co1 70.13(16) . . ?
C17 C21 H21 126.1 . . ?
C20 C21 H21 126.1 . . ?
Co1 C21 H21 123.6 . . ?
F3 C22 F1 103.7(2) . . ?
F3 C22 F2 103.7(2) . . ?
F1 C22 F2 102.7(2) . . ?
F3 C22 Co1 117.03(18) . . ?
F1 C22 Co1 114.37(18) . . ?
F2 C22 Co1 113.70(18) . . ?
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 N1 1.916(2) . ?
Co1 C22 1.924(3) . ?
Co1 N2 1.931(2) . ?
Co1 C20 2.076(3) . ?
Co1 C21 2.077(3) . ?
Co1 C19 2.077(3) . ?
Co1 C17 2.112(3) . ?
Co1 C18 2.115(3) . ?
F1 C22 1.385(3) . ?
F2 C22 1.388(3) . ?
F3 C22 1.351(3) . ?
O1 C7 1.220(3) . ?
O2 C12 1.225(3) . ?
N1 C1 1.352(3) . ?
N1 C7 1.435(3) . ?
N2 C6 1.357(3) . ?
N2 C12 1.423(3) . ?
N3 C7 1.332(4) . ?
N3 C8 1.486(3) . ?
N3 H3N 0.8800 . ?
N4 C12 1.345(4) . ?
N4 C13 1.489(3) . ?
N4 H4N 0.8800 . ?
C1 C2 1.416(4) . ?
C1 C6 1.436(4) . ?
C2 C3 1.363(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.420(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.368(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.427(4) . ?
C5 H5 0.9500 . ?
C8 C9 1.525(4) . ?
C8 C10 1.529(4) . ?
C8 C11 1.529(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 C14 1.529(4) . ?
C13 C16 1.529(4) . ?
C13 C15 1.534(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.396(4) . ?
C17 C21 1.407(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.417(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.398(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.410(4) . ?
C20 H20 0.9500 . ?
C21 H21 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
N3 H3N F2 0.88 2.16 3.029(3) 167.2 . yes
N4 H4N F1 0.88 2.24 3.102(3) 165.3 . yes
C5 H5 O2 0.95 2.40 2.903(3) 112.9 . yes
C9 H9C O2 0.98 2.59 3.447(4) 145.9 2_556 yes
C10 H10A O1 0.98 2.60 3.155(3) 116.0 . yes
C11 H11C O1 0.98 2.51 3.118(4) 119.8 . yes
C15 H15C O2 0.98 2.56 3.161(4) 119.4 . yes
C16 H16A O2 0.98 2.45 3.047(3) 118.7 . 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 -11.0(4) . . . . ?
Co1 N1 C1 C2 173.8(2) . . . . ?
C7 N1 C1 C6 170.1(2) . . . . ?
Co1 N1 C1 C6 -5.1(3) . . . . ?
N1 C1 C2 C3 -179.3(3) . . . . ?
C6 C1 C2 C3 -0.5(4) . . . . ?
C1 C2 C3 C4 -0.2(4) . . . . ?
C2 C3 C4 C5 0.5(4) . . . . ?
C3 C4 C5 C6 -0.2(4) . . . . ?
C12 N2 C6 C5 6.2(4) . . . . ?
Co1 N2 C6 C5 -175.2(2) . . . . ?
C12 N2 C6 C1 -175.3(2) . . . . ?
Co1 N2 C6 C1 3.3(3) . . . . ?
C4 C5 C6 N2 178.0(3) . . . . ?
C4 C5 C6 C1 -0.4(4) . . . . ?
N1 C1 C6 N2 1.1(3) . . . . ?
C2 C1 C6 N2 -177.9(2) . . . . ?
N1 C1 C6 C5 179.7(2) . . . . ?
C2 C1 C6 C5 0.7(4) . . . . ?
C8 N3 C7 O1 3.6(4) . . . . ?
C8 N3 C7 N1 -177.9(2) . . . . ?
C1 N1 C7 O1 -55.7(3) . . . . ?
Co1 N1 C7 O1 118.9(2) . . . . ?
C1 N1 C7 N3 125.7(2) . . . . ?
Co1 N1 C7 N3 -59.7(3) . . . . ?
C7 N3 C8 C9 179.6(3) . . . . ?
C7 N3 C8 C10 61.3(4) . . . . ?
C7 N3 C8 C11 -61.3(3) . . . . ?
C13 N4 C12 O2 -2.3(5) . . . . ?
C13 N4 C12 N2 179.7(2) . . . . ?
C6 N2 C12 O2 44.7(4) . . . . ?
Co1 N2 C12 O2 -133.8(2) . . . . ?
C6 N2 C12 N4 -137.2(3) . . . . ?
Co1 N2 C12 N4 44.3(3) . . . . ?
C12 N4 C13 C14 176.5(3) . . . . ?
C12 N4 C13 C16 58.1(4) . . . . ?
C12 N4 C13 C15 -64.0(3) . . . . ?
C21 C17 C18 C19 0.1(3) . . . . ?
Co1 C17 C18 C19 -58.9(2) . . . . ?
C21 C17 C18 Co1 59.01(19) . . . . ?
C17 C18 C19 C20 -1.2(3) . . . . ?
Co1 C18 C19 C20 -61.3(2) . . . . ?
C17 C18 C19 Co1 60.1(2) . . . . ?
C18 C19 C20 C21 1.9(3) . . . . ?
Co1 C19 C20 C21 -60.3(2) . . . . ?
C18 C19 C20 Co1 62.2(2) . . . . ?
C18 C17 C21 C20 1.1(3) . . . . ?
Co1 C17 C21 C20 61.23(19) . . . . ?
C18 C17 C21 Co1 -60.1(2) . . . . ?
C19 C20 C21 C17 -1.8(3) . . . . ?
Co1 C20 C21 C17 -62.25(19) . . . . ?
C19 C20 C21 Co1 60.4(2) . . . . ?
