Antibacterial thiamine inspired silver (I) and gold (I) N-heterocyclic carbene compounds
Esarte Palomero, Orhi; Cunningham, Ashley L.; Davies, Bryan W.; Jones, Richard A.; Inorganica Chimica Acta 517 (2021) 120152–; doi:10.1016/j.ica.2020.120152

data_1566179
_publ_section_title
;
 Antibacterial thiamine inspired silver (I) and gold (I) N-heterocyclic
 carbene compounds
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              120152
_journal_paper_doi               10.1016/j.ica.2020.120152
_journal_volume                  517
_journal_year                    2021
_chemical_formula_moiety         'Br, C14 H16 F3 N2, 0.5(H2 O)'
_chemical_formula_sum            'C14 H17 Br F3 N2 O0.5'
_chemical_formula_weight         358.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 105.3650(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.7188(3)
_cell_length_b                   7.86190(10)
_cell_length_c                   19.9650(3)
_cell_measurement_reflns_used    18653
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      75.5150
_cell_measurement_theta_min      2.6990
_cell_volume                     3135.84(8)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2940
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_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     21.00 110.00   1.00    4.00    --   42.42  38.00 120.00   89
  2  \w     92.00 178.00   1.00    4.00    --  111.00  45.00   0.00   86
  3  \w    102.00 178.00   1.00    4.00    --  111.00  30.00 -30.00   76
  4  \w     94.00 173.00   1.00    4.00    --  111.00  30.00  90.00   79
  5  \w     86.00 175.00   1.00    4.00    --  111.00  61.00  30.00   89
  6  \w     69.00 109.00   1.00    4.00    --  111.00 -94.00 -30.00   40
  7  \w     86.00 120.00   1.00    4.00    --  111.00-125.00-120.00   34
  8  \w     43.00 120.00   1.00    4.00    --  111.00-125.00 -30.00   77
  9  \w     57.00 135.00   1.00    4.00    --  111.00 -30.00  30.00   78
 10  \w     58.00 121.00   1.00    4.00    --  111.00-125.00 120.00   63
 11  \w     45.00 135.00   1.00    4.00    --  111.00 -61.00 150.00   90
 12  \w     30.00  57.00   1.00    4.00    --  111.00 -94.00 -30.00   27
 13  \w     44.00 136.00   1.00    4.00    --  111.00 -61.00 -60.00   92
 14  \w     39.00  70.00   1.00    4.00    --  111.00-125.00-120.00   31
 15  \w     39.00 110.00   1.00    4.00    --  111.00-125.00-180.00   71
 16  \w      5.00  82.00   1.00    4.00    --   42.42 -99.00 150.00   77
 17  \w    -66.00  28.00   1.00    4.00    --  -42.42  57.00   0.00   94
 18  \w   -112.00 -18.00   1.00    4.00    --  -42.42 -57.00-150.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0511119000
_diffrn_orient_matrix_UB_12      0.0568762000
_diffrn_orient_matrix_UB_13      -0.0673197000
_diffrn_orient_matrix_UB_21      0.0350017000
_diffrn_orient_matrix_UB_22      -0.1132424000
_diffrn_orient_matrix_UB_23      -0.0427306000
_diffrn_orient_matrix_UB_31      -0.0459256000
_diffrn_orient_matrix_UB_32      -0.1494495000
_diffrn_orient_matrix_UB_33      0.0067549000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23430
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.761
_diffrn_reflns_theta_min         4.426
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.842
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37474
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_description       plank
_exptl_crystal_F_000             1448
_exptl_crystal_recrystallization_method 'Slow evaporation of acetone'
_exptl_crystal_size_max          0.907
_exptl_crystal_size_mid          0.272
_exptl_crystal_size_min          0.127
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         6470
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0277
_refine_ls_R_factor_gt           0.0270
_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/[\s^2^(Fo^2^)+(0.0405P)^2^+1.6912P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0719
_refine_ls_wR_factor_ref         0.0725
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6313
_reflns_number_total             6470
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ICA-2021-517-120152.cif
_cod_data_source_block           oepimi
_cod_depositor_comments
;

2022-05-06
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C28 H34 Br2 F6 N4 O'
_cod_original_formula_weight         716.41
_cod_original_formula_moiety         '2(Br), 2(C14 H16 F3 N2), H2 O'
_cod_original_formula_units_Z            4
_cod_database_code               1566179
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C20(H20), C9(H9), C23(H23), C26(H26), C10(H10), C24(H24), C25(H25),
 C12(H12), C11(H11)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C3(H3A,H3B,H3C), C18(H18A,H18B,H18C), C1(H1A,H1B,H1C),
 C15(H15A,H15B,H15C), C5(H5A,H5B,H5C)
;
_shelx_res_checksum              77374
_shelx_hkl_checksum              37949
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.882
_oxdiff_exptl_absorpt_empirical_full_min 0.425