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_7058549
_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         'C14 H13 Cl Cu N4 S'
_chemical_formula_sum            'C14 H13 Cl Cu N4 S'
_chemical_formula_weight         368.33
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-01-11
_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                93.465(7)
_cell_angle_beta                 94.684(8)
_cell_angle_gamma                110.405(11)
_cell_formula_units_Z            2
_cell_length_a                   7.0086(9)
_cell_length_b                   8.3881(9)
_cell_length_c                   13.5011(9)
_cell_measurement_reflns_used    1300
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.4020
_cell_measurement_theta_min      5.6330
_cell_volume                     738.06(14)
_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 0.993
_diffrn_measured_fraction_theta_max 0.974
_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    -24.00  62.00   1.00    1.00    --   35.48 -19.00  60.00   86
  2  \w     -4.00  71.00   1.00    1.00    --   35.48 -99.00   0.00   75
  3  \w     27.00  61.00   1.00    1.00    --   35.48 -99.00 -90.00   34
  4  \w     39.00 125.00   1.00    1.75    --  108.00 -30.00 -90.00   86
  5  \w    125.00 151.00   1.00    1.75    --  108.00  30.00 -30.00   26
  6  \w    138.00 175.00   1.00    1.75    --  108.00  61.00 -90.00   37
  7  \w    129.00 155.00   1.00    1.75    --  108.00  61.00-150.00   26
  8  \w    101.00 174.00   1.00    1.75    --  108.00  45.00-120.00   73
  9  \w     96.00 122.00   1.00    1.75    --  108.00  61.00-150.00   26
 10  \w     93.00 120.00   1.00    1.75    --  108.00  61.00 -90.00   27
 11  \w     87.00 121.00   1.00    1.75    --  108.00  30.00 -30.00   34
 12  \w     94.00 126.00   1.00    1.75    --  108.00 -61.00  90.00   32
 13  \w     83.00 110.00   1.00    1.75    --  108.00-111.00 120.00   27
 14  \w     73.00 108.00   1.00    1.75    --  108.00 -94.00  30.00   35
 15  \w     67.00 115.00   1.00    1.75    --  108.00-111.00 -60.00   48
 16  \w     65.00 132.00   1.00    1.75    --  108.00 -77.00 -90.00   67
 17  \w     58.00 126.00   1.00    1.75    --  108.00 -61.00-180.00   68
 18  \w     92.00 145.00   1.00    1.75    --  108.00  45.00-180.00   53
 19  \w     44.00 103.00   1.00    1.75    --  108.00 -94.00-180.00   59
 20  \w    -20.00  38.00   1.00    1.00    --   35.48 -57.00-120.00   58
 21  \w    -60.00  34.00   1.00    1.00    --  -33.50  77.00-180.00   94
 22  \w    -96.00  -7.00   1.00    1.00    --  -33.50 -77.00  60.00   89
 23  \w     38.00  76.00   1.00    1.75    --  108.00-111.00 120.00   38
 24  \w     38.00  67.00   1.00    1.75    --  108.00-111.00  90.00   29
 25  \w     46.00  88.00   1.00    1.75    --  108.00 -61.00  90.00   42
 26  \w     74.00 119.00   1.00    1.75    --  108.00 178.00  90.00   45
;
_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      0.0790680000
_diffrn_orient_matrix_UB_12      0.1554656000
_diffrn_orient_matrix_UB_13      -0.0604697000
_diffrn_orient_matrix_UB_21      0.2194524000
_diffrn_orient_matrix_UB_22      -0.0002558000
_diffrn_orient_matrix_UB_23      0.0199777000
_diffrn_orient_matrix_UB_31      -0.0352226000
_diffrn_orient_matrix_UB_32      -0.1206501000
_diffrn_orient_matrix_UB_33      -0.0957356000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_unetI/netI     0.0574
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4659
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.326
_diffrn_reflns_theta_min         3.299
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.051
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46892
_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            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_description       prism
_exptl_crystal_F_000             374
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.563
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       0.0022(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2792
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0464
_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/[\s^2^(Fo^2^)+(0.0565P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1102
_refine_ls_wR_factor_ref         0.1235
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2141
_reflns_number_total             2792
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9nj01459d2.cif
_cod_data_source_block           4
_cod_depositor_comments
'Adding full bibliography for 7058549--7058555.cif.'
_cod_database_code               7058549
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'C14 H13 N4 S Cl Cu'
_chemical_oxdiff_usercomment     'Lobana's JPL-251'
_shelx_estimated_absorpt_t_max   0.751
_shelx_estimated_absorpt_t_min   0.226
_reflns_odcompleteness_completeness 99.59
_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) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13)
2.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
_shelx_res_checksum              8422
_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 1.971
_oxdiff_exptl_absorpt_empirical_full_min 0.670