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#$Date: 2023-10-13 02:09:49 +0300 (Fri, 13 Oct 2023) $
#$Revision: 286946 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/42/7714205.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_7714205
loop_
_publ_author_name
'Kariyawasam, Rasika Janadari'
'Zibaseresht, Ramin'
'Polson, Matthew Ian James'
'Houlihan, Joanna C.C.'
'Wikaira, Jan L.'
'Hartshorn, Richard M.'
_publ_section_title
;
 Synthesis of Nitrogen Mustards on Cobalt(III)
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT01634J
_journal_year                    2023
_chemical_formula_moiety         'C8 H22 Co N4 O2, F6 P'
_chemical_formula_sum            'C8 H22 Co F6 N4 O2 P'
_chemical_formula_weight         410.19
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-03-08
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-03-31 deposited with the CCDC.	2023-10-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.0855(6)
_cell_length_b                   18.6517(10)
_cell_length_c                   7.9440(4)
_cell_measurement_reflns_used    2613
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      76.1204
_cell_measurement_theta_min      4.3802
_cell_volume                     1494.36(14)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector_area_resol_mean 10.6501
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6525
_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         68.424
_diffrn_reflns_theta_min         4.742
_exptl_absorpt_coefficient_mu    10.788
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60216
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.823
_exptl_crystal_description       block
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.2612
_exptl_crystal_size_mid          0.2139
_exptl_crystal_size_min          0.0342
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1384
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0350
_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)+(0.0590P)²+0.4696P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.0973
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1221
_reflns_number_total             1384
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt01634j2.cif
_cod_data_source_block           kjk33ab
_cod_database_code               7714205
_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.
;
_exptl_absorpt_special_details
;
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All N(H) groups, All N(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1C,H1D), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, 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
Co1 Co 0.500000 0.58398(2) 0.750000 0.01453(19) Uani 1 2 d S T P . .
P1 P 0.000000 0.63536(4) 0.250000 0.0186(2) Uani 1 2 d S T P . .
F1 F -0.00755(18) 0.69587(11) 0.1083(3) 0.0546(6) Uani 1 1 d . . . . .
F2 F 0.15735(17) 0.63582(13) 0.23689(17) 0.0499(6) Uani 1 1 d . . . . .
F3 F 0.00680(18) 0.57710(10) 0.3935(2) 0.0484(6) Uani 1 1 d . . . . .
O1 O 0.48132(16) 0.58361(8) 0.5112(2) 0.0203(4) Uani 1 1 d . . . . .
N2 N 0.3554(2) 0.65442(11) 0.75121(19) 0.0188(4) Uani 1 1 d . . . . .
H2 H 0.380(3) 0.6950(16) 0.800(4) 0.028 Uiso 1 1 d . U . . .
N1 N 0.3647(2) 0.51148(12) 0.7732(3) 0.0266(5) Uani 1 1 d . . . . .
H1A H 0.391(3) 0.4871(16) 0.863(4) 0.040 Uiso 1 1 d . U . . .
H1B H 0.368(3) 0.4829(17) 0.686(4) 0.040 Uiso 1 1 d . U . . .
C1 C 0.2307(3) 0.54409(16) 0.7882(4) 0.0363(6) Uani 1 1 d . . . . .
H1C H 0.177550 0.517053 0.867683 0.044 Uiso 1 1 calc R U . . .
H1D H 0.186379 0.543343 0.679854 0.044 Uiso 1 1 calc R U . . .
C2 C 0.2463(2) 0.62065(14) 0.8484(3) 0.0307(5) Uani 1 1 d . . . . .
H2A H 0.164460 0.646915 0.831133 0.037 Uiso 1 1 calc R U . . .
H2B H 0.267088 0.621305 0.967659 0.037 Uiso 1 1 calc R U . . .
C3 C 0.3166(2) 0.67119(11) 0.5728(3) 0.0215(5) Uani 1 1 d . . . . .
H3A H 0.297194 0.721891 0.561308 0.026 Uiso 1 1 calc R U . . .
H3B H 0.238090 0.644235 0.541784 0.026 Uiso 1 1 calc R U . . .
C4 C 0.4320(2) 0.65068(11) 0.4595(2) 0.0201(4) Uani 1 1 d . . . . .
H4A H 0.402569 0.648079 0.343429 0.024 Uiso 1 1 calc R U . . .
H4B H 0.501329 0.686591 0.467121 0.024 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'
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'
P P 0.2955 0.4335 '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
O1 Co1 O1 179.59(9) . 3_656 ?
O1 Co1 N2 86.21(7) . . ?
O1 Co1 N2 94.07(7) 3_656 . ?
O1 Co1 N2 94.07(7) . 3_656 ?
O1 Co1 N2 86.21(7) 3_656 3_656 ?
O1 Co1 N1 88.42(8) . 3_656 ?
O1 Co1 N1 91.29(8) . . ?
O1 Co1 N1 91.29(8) 3_656 3_656 ?
O1 Co1 N1 88.42(8) 3_656 . ?
N2 Co1 N2 95.96(12) 3_656 . ?
N1 Co1 N2 174.14(8) 3_656 . ?
N1 Co1 N2 86.75(10) 3_656 3_656 ?
N1 Co1 N2 174.14(8) . 3_656 ?
N1 Co1 N2 86.75(10) . . ?
N1 Co1 N1 91.04(15) 3_656 . ?
F1 P1 F1 89.99(19) 3 . ?
F2 P1 F1 89.70(10) 3 . ?
F2 P1 F1 89.70(10) . 3 ?
F2 P1 F1 89.86(10) . . ?
F2 P1 F1 89.87(10) 3 3 ?
F2 P1 F2 179.39(19) 3 . ?
F3 P1 F1 178.53(12) 3 3 ?
F3 P1 F1 88.58(12) 3 . ?
F3 P1 F1 178.53(12) . . ?
F3 P1 F1 88.58(12) . 3 ?
F3 P1 F2 89.98(9) 3 . ?
F3 P1 F2 90.44(10) 3 3 ?
F3 P1 F2 90.44(10) . . ?
F3 P1 F2 89.98(9) . 3 ?
F3 P1 F3 92.86(16) 3 . ?
C4 O1 Co1 108.78(12) . . ?
Co1 N2 H2 112(2) . . ?
C2 N2 Co1 105.61(15) . . ?
C2 N2 H2 110(2) . . ?
C2 N2 C3 112.71(18) . . ?
C3 N2 Co1 109.15(13) . . ?
C3 N2 H2 108.0(19) . . ?
Co1 N1 H1A 103(2) . . ?
Co1 N1 H1B 109(2) . . ?
H1A N1 H1B 108(3) . . ?
C1 N1 Co1 111.32(16) . . ?
C1 N1 H1A 114(2) . . ?
C1 N1 H1B 111(2) . . ?
N1 C1 H1C 110.0 . . ?
N1 C1 H1D 110.0 . . ?
N1 C1 C2 108.5(2) . . ?
H1C C1 H1D 108.4 . . ?
C2 C1 H1C 110.0 . . ?
C2 C1 H1D 110.0 . . ?
N2 C2 C1 108.2(2) . . ?
N2 C2 H2A 110.1 . . ?
N2 C2 H2B 110.1 . . ?
C1 C2 H2A 110.1 . . ?
C1 C2 H2B 110.1 . . ?
H2A C2 H2B 108.4 . . ?
N2 C3 H3A 110.1 . . ?
N2 C3 H3B 110.1 . . ?
N2 C3 C4 107.85(17) . . ?
H3A C3 H3B 108.4 . . ?
C4 C3 H3A 110.1 . . ?
C4 C3 H3B 110.1 . . ?
O1 C4 C3 108.75(17) . . ?
O1 C4 H4A 109.9 . . ?
O1 C4 H4B 109.9 . . ?
C3 C4 H4A 109.9 . . ?
C3 C4 H4B 109.9 . . ?
H4A C4 H4B 108.3 . . ?
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 O1 1.9065(17) . ?
Co1 O1 1.9065(17) 3_656 ?
Co1 N2 1.963(2) 3_656 ?
Co1 N2 1.963(2) . ?
Co1 N1 1.930(2) 3_656 ?
Co1 N1 1.930(2) . ?
P1 F1 1.5958(18) 3 ?
P1 F1 1.5957(18) . ?
P1 F2 1.5904(17) . ?
P1 F2 1.5903(17) 3 ?
P1 F3 1.5767(17) 3 ?
P1 F3 1.5768(17) . ?
O1 C4 1.407(2) . ?
N2 H2 0.88(3) . ?
N2 C2 1.484(3) . ?
N2 C3 1.503(2) . ?
N1 H1A 0.89(3) . ?
N1 H1B 0.87(3) . ?
N1 C1 1.486(4) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C1 C2 1.514(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.520(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
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
Co1 O1 C4 C3 -46.43(18) . . . . ?
Co1 N2 C2 C1 -45.6(2) . . . . ?
Co1 N2 C3 C4 -20.8(2) . . . . ?
Co1 N1 C1 C2 -22.0(2) . . . . ?
N2 C3 C4 O1 43.8(2) . . . . ?
N1 C1 C2 N2 44.7(3) . . . . ?
C2 N2 C3 C4 -137.78(19) . . . . ?
C3 N2 C2 C1 73.4(2) . . . . ?
