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_7714211
_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         'C10 H25 Cl3 Co N5, 2(C F3 O3 S)'
_chemical_formula_sum            'C12 H25 Cl3 Co F6 N5 O6 S2'
_chemical_formula_weight         678.77
_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                 111.555(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.5162(3)
_cell_length_b                   10.8096(2)
_cell_length_c                   16.1940(3)
_cell_measurement_reflns_used    8212
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      76.6120
_cell_measurement_theta_min      4.9610
_cell_volume                     2526.17(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 0.987
_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    -43.00  33.00   1.00    1.00    --  -38.50  37.00  60.00   76
  2  \w     22.00  85.00   1.00    1.00    --   42.63  37.00   0.00   63
  3  \w     44.00 102.00   1.00    2.02    --  111.00 -30.00   0.00   58
  4  \w     74.00 136.00   1.00    2.02    --  111.00 -61.00 -30.00   62
  5  \w     84.00 110.00   1.00    2.02    --  111.00 -77.00 -60.00   26
  6  \w     79.00 105.00   1.00    2.02    --  111.00-125.00 -30.00   26
  7  \w     64.00 114.00   1.00    2.02    --  111.00-125.00  30.00   50
  8  \w     84.00 122.00   1.00    2.02    --  111.00-125.00 120.00   38
  9  \w     43.00  95.00   1.00    1.00    --   42.63-125.00  60.00   52
 10  \w     51.00  84.00   1.00    2.02    --  111.00 -45.00 -30.00   33
 11  \w    114.00 178.00   1.00    2.02    --  111.00  30.00 -30.00   64
 12  \w    128.00 177.00   1.00    2.02    --  111.00 108.00  62.00   49
 13  \w     60.00 178.00   1.00    2.02    --  111.00   0.00  90.00  118
 14  \w     45.00 135.00   1.00    2.02    --  111.00 -61.00 150.00   90
 15  \w     29.00  92.00   1.00    1.00    --   42.63  37.00 150.00   63
;
_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  0.0394
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13382
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.602
_diffrn_reflns_theta_min         3.374
_exptl_absorpt_coefficient_mu    10.582
_exptl_absorpt_correction_T_max  0.527
_exptl_absorpt_correction_T_min  0.084
_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 intense red'
_exptl_crystal_density_diffrn    1.785
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.489
_exptl_crystal_size_mid          0.377
_exptl_crystal_size_min          0.221
_refine_diff_density_max         1.375
_refine_diff_density_min         -0.619
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         5254
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0487
_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^)+(0.0839P)^2^+1.8656P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1302
_refine_ls_wR_factor_ref         0.1329
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4930
_reflns_number_total             5254
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt01634j2.cif
_cod_data_source_block           rzema
_cod_database_code               7714211
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.203
_shelx_estimated_absorpt_t_min   0.079
_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) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 N5-H5 = N4-H4B = N4-H4A = N2-H2A = N2-H2B = N3-H3
 0.9 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C9(H9A,H9B), C4(H4C,H4D), C3(H3A,H3B), C8(H8A,H8B), C7(H7A,H7B),
 C10(H10A,H10B), C5(H5A,H5B)
3.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_shelx_res_checksum              16199
_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
;