Synthesis of Nitrogen Mustards on Cobalt(III)
Kariyawasam, Rasika Janadari; Zibaseresht, Ramin; Polson, Matthew Ian James; Houlihan, Joanna C.C.; Wikaira, Jan L.; Hartshorn, Richard M.; Dalton Transactions  (2023) –; doi:10.1039/D3DT01634J

data_7714207
_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 H24 Cl3 Co N4 O, 2(C F3 O3 S)'
_chemical_formula_sum            'C10 H24 Cl3 Co F6 N4 O7 S2'
_chemical_formula_weight         655.73
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-02-11
_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                 109.284(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.2797(2)
_cell_length_b                   19.2548(4)
_cell_length_c                   12.9988(3)
_cell_measurement_reflns_used    6899
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      76.2890
_cell_measurement_theta_min      4.2290
_cell_volume                     2428.54(9)
_computing_cell_refinement       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      120.15
_diffrn_detector_area_resol_mean 10.6501
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -40.00  28.00   1.00    2.00    --  -40.50  37.00  60.00   68
  2  \w     13.00  44.00   1.00    2.00    --   42.06 -99.00-150.00   31
  3  \w     46.00  77.00   1.00    4.82    --  111.00 -30.00-180.00   31
  4  \w     37.00  90.00   1.00    4.82    --  111.00 -30.00-120.00   53
  5  \w     54.00  95.00   1.00    4.82    --  111.00 -94.00   0.00   41
  6  \w     86.00 116.00   1.00    4.82    --  111.00-111.00 -30.00   30
  7  \w     72.00 102.00   1.00    4.82    --  111.00 -94.00  30.00   30
  8  \w     36.00  78.00   1.00    4.82    --  111.00 -30.00  30.00   42
  9  \w     30.00  65.00   1.00    4.82    --  111.00 -94.00  30.00   35
 10  \w     62.00 112.00   1.00    4.82    --  111.00-111.00-150.00   50
 11  \w     89.00 136.00   1.00    4.82    --  111.00  45.00   0.00   47
 12  \w    102.00 138.00   1.00    4.82    --  111.00 111.00 -60.00   36
 13  \w    101.00 178.00   1.00    4.82    --  111.00 111.00 -30.00   77
 14  \w    153.00 178.00   1.00    4.82    --  111.00 111.00  90.00   25
 15  \w    104.00 150.00   1.00    4.82    --  111.00 178.00  30.00   46
 16  \w     58.00  85.00   1.00    4.82    --  111.00 178.00  30.00   27
 17  \w     57.00 139.00   1.00    4.82    --  111.00 178.00   0.00   82
 18  \w    -49.00  31.00   1.00    2.00    --  -40.50  37.00-180.00   80
 19  \w    -96.00 -20.00   1.00    2.00    --  -40.50 125.00  60.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13412
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.407
_diffrn_reflns_theta_min         4.273
_exptl_absorpt_coefficient_mu    11.000
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.229
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
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            'translucent pale blue'
_exptl_crystal_density_diffrn    1.793
_exptl_crystal_description       plate
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.294
_exptl_crystal_size_mid          0.202
_exptl_crystal_size_min          0.046
_refine_diff_density_max         0.430
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     322
_refine_ls_number_reflns         5040
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0336
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0435P)^2^+0.5395P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0811
_refine_ls_wR_factor_ref         0.0862
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4443
_reflns_number_total             5040
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt01634j2.cif
_cod_data_source_block           rzama
_cod_database_code               7714207
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.632
_shelx_estimated_absorpt_t_min   0.140
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H,H,H,H,H,H) groups
2. Restrained distances
 O1-H1A = O1-H1B = N2-H2A = N2-H2B = N3-H3 = N1-H1 = N4-H4A = N4-H4B
 0.9 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C6(H6A,H6B), C7(H7A,H7B), C3(H3A,H3B), C4(H4C,H4D), C2(H2C,H2D),
 C5(H5A,H5B), C1(H1C,H1D)
;
_shelx_res_checksum              62732
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;