Synthesis of 2-acetylpyridine-N-substituted thiosemicarbazonates of copper(ii) with high antimicrobial activity against methicillin resistant S. aureus, K. pneumoniae 1 and C. albicans
Kaushal, Mani; Lobana, Tarlok S.; Nim, Lovedeep; Bala, Ritu; Arora, Daljit S.; Garcia-Santos, Isabel; Duff, Courtney E.; Jasinski, Jerry P.; New Journal of Chemistry 43 (2019) 11727–; doi:10.1039/C9NJ01459D

data_7058554
_publ_section_title
;
 Synthesis of 2-acetylpyridine-N-substituted thiosemicarbazonates of
 copper(ii) with high antimicrobial activity against methicillin resistant
 S. aureus, K. pneumoniae 1 and C. albicans
;
_journal_issue                   29
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              11727
_journal_paper_doi               10.1039/C9NJ01459D
_journal_volume                  43
_journal_year                    2019
_chemical_formula_moiety         'C8 H9 Br Cu N4 S'
_chemical_formula_sum            'C8 H9 Br Cu N4 S'
_chemical_formula_weight         336.70
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-08-31
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2019-02-05 deposited with the CCDC.    2019-06-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 117.093(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.4808(4)
_cell_length_b                   7.84160(10)
_cell_length_c                   16.8857(4)
_cell_measurement_reflns_used    7675
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.6040
_cell_measurement_theta_min      4.7980
_cell_volume                     2178.54(10)
_computing_cell_refinement       'CrysAlisPro (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015a)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015b)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_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    -42.00 -17.00   1.00    3.08    --  -33.50 -57.00 -90.00   25
  2  \w     43.00  73.00   1.00    3.08    --   35.36 -99.00  30.00   30
  3  \w     15.00  72.00   1.00    3.08    --   35.36 -99.00 -90.00   57
  4  \w     46.00  87.00   1.00   12.30    --  108.00 -61.00 -60.00   41
  5  \w    101.00 126.00   1.00   12.30    --  108.00 -61.00 -60.00   25
  6  \w     94.00 129.00   1.00   12.30    --  108.00 -30.00  30.00   35
  7  \w     78.00 116.00   1.00   12.30    --  108.00-111.00 150.00   38
  8  \w     56.00 124.00   1.00   12.30    --  108.00 -61.00  90.00   68
  9  \w     38.00 106.00   1.00   12.30    --  108.00-111.00  60.00   68
 10  \w     39.00  86.00   1.00   12.30    --  108.00 -94.00  90.00   47
 11  \w     39.00  71.00   1.00   12.30    --  108.00 -30.00  30.00   32
 12  \w     68.00 115.00   1.00   12.30    --  108.00-111.00 -90.00   47
 13  \w    108.00 134.00   1.00   12.30    --  108.00 -77.00-180.00   26
 14  \w     62.00  87.00   1.00   12.30    --  108.00 -77.00-180.00   25
 15  \w     47.00 125.00   1.00   12.30    --  108.00 -45.00-180.00   78
 16  \w     93.00 174.00   1.00   12.30    --  108.00  45.00 -90.00   81
 17  \w    108.00 141.00   1.00   12.30    --  108.00  61.00  60.00   33
 18  \w    111.00 137.00   1.00   12.30    --  108.00 111.00 120.00   26
 19  \w    114.00 149.00   1.00   12.30    --  108.00 178.00  90.00   35
 20  \w     84.00 132.00   1.00   12.30    --  108.00  77.00 -60.00   48
 21  \w     81.00 160.00   1.00   12.30    --  108.00  77.00-150.00   79
 22  \w     90.00 172.00   1.00   12.30    --  108.00  61.00-180.00   82
 23  \w     75.00 101.00   1.00    3.08    --   35.36  77.00-150.00   26
 24  \w     57.00 104.00   1.00    3.08    --   35.36 178.00 -90.00   47
 25  \w     13.00  41.00   1.00    3.08    --   35.36  77.00-150.00   28
 26  \w    -23.00  29.00   1.00    3.08    --  -33.50  77.00-180.00   52
 27  \w    -96.00 -25.00   1.00    3.08    --  -33.50 -37.00-120.00   71
 28  \w    -99.00 -37.00   1.00    3.08    --  -33.50 -57.00 -30.00   62
 29  \w    -39.00  -7.00   1.00    3.08    --  -33.50 -77.00  60.00   32
 30  \w    -66.00 -38.00   1.00    3.08    --  -33.50-178.00  30.00   28
 31  \w    -95.00 -69.00   1.00    3.08    --  -33.50 -77.00  60.00   26
 32  \w    -50.00  34.00   1.00    3.08    --  -33.50  57.00  60.00   84
 33  \w    -60.00 -34.00   1.00    3.08    --  -33.50  77.00-180.00   26
 34  \w     57.00 102.00   1.00   12.30    --  108.00 178.00  90.00   45
 35  \w     41.00  66.00   1.00   12.30    --  108.00-111.00 150.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku, Oxford diffraction'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0014302000
_diffrn_orient_matrix_UB_12      -0.1962234000
_diffrn_orient_matrix_UB_13      0.0038393000
_diffrn_orient_matrix_UB_21      0.0852836000
_diffrn_orient_matrix_UB_22      -0.0067926000
_diffrn_orient_matrix_UB_23      0.0050096000
_diffrn_orient_matrix_UB_31      0.0386202000
_diffrn_orient_matrix_UB_32      0.0076876000
_diffrn_orient_matrix_UB_33      0.1022851000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14418
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.352
_diffrn_reflns_theta_min         5.239
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.687
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.07099
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    2.053
_exptl_crystal_description       prism
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.200
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.122
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         4210
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0382
_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^)+(0.0830P)^2^+0.6427P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1100
_refine_ls_wR_factor_ref         0.1141
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3806
_reflns_number_total             4210
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9nj01459d2.cif
_cod_data_source_block           5
_cod_depositor_comments
'Adding full bibliography for 7058549--7058555.cif.'
_cod_original_cell_volume        2178.54(9)
_cod_database_code               7058554
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'C8 H9 N4 S Cu Br'
_chemical_oxdiff_usercomment     'Lobana's JPL-242'
_shelx_estimated_absorpt_t_max   0.477
_shelx_estimated_absorpt_t_min   0.230
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3A(H3A), C4A(H4A), C5A(H5A), C6A(H6A), C3B(H3B), C4B(H4B), C5B(H5B), C6B(H6B)
2.b X=CH2 refined with riding coordinates:
 N4A(H4AA,H4AB), N4B(H4BA,H4BB)
2.c Idealised Me refined as rotating group:
 C8A(H8AA,H8AB,H8AC), C8B(H8BA,H8BB,H8BC)
;
_shelx_res_checksum              85263
_olex2_exptl_crystal_mounting_method 'POLYMER LOOP'
_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 9.658
_oxdiff_exptl_absorpt_empirical_full_min 0.525