Acetylene containing 2-(2-hydrazinyl)thiazole derivatives: design, synthesis, and in vitro and in silico evaluation of antimycobacterial activity against Mycobacterium tuberculosis
Maganti, Lakshmi Haritha Bharathi; Ramesh, Deepthi; Vijayakumar, Balaji Gowrivel; Khan, Mohd Imran K.; Dhayalan, Arunkumar; Kamalraja, Jayabal; Kannan, Tharanikkarasu; RSC Advances 12 (2022) 8771–8782; doi:10.1039/D2RA00928E

data_7244658
_publ_section_title
;
 Acetylene containing 2-(2-hydrazinyl)thiazole derivatives: design,
 synthesis, and in vitro and in silico evaluation of antimycobacterial
 activity against Mycobacterium tuberculosis
;
_journal_issue                   14
_journal_name_full               'RSC Advances'
_journal_page_first              8771
_journal_page_last               8782
_journal_paper_doi               10.1039/D2RA00928E
_journal_volume                  12
_journal_year                    2022
_chemical_formula_moiety         'C11 H11 N3 O S'
_chemical_formula_sum            'C11 H11 N3 O S'
_chemical_formula_weight         233.29
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/ccdc.csd.cc26fjmt
_audit_creation_date             2020-10-15
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2016.03.30 svn.r3266 for Rigaku Oxford Diffraction, GUI svn.r5168)
;
_audit_update_record
;
2020-10-16 deposited with the CCDC.	2022-03-10 downloaded from the CCDC.
;
_cell_angle_alpha                95.201(5)
_cell_angle_beta                 95.934(5)
_cell_angle_gamma                107.575(5)
_cell_formula_units_Z            4
_cell_length_a                   8.6009(5)
_cell_length_b                   10.6365(7)
_cell_length_c                   13.6233(9)
_cell_measurement_reflns_used    4261
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      29.3789
_cell_measurement_theta_min      3.1174
_cell_volume                     1171.97(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9975
_diffrn_measured_fraction_theta_max 0.9975
_diffrn_measurement_details
;
  1 omega  -17.00   24.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.8710  -99.0000  150.0000 41

  2 omega  -19.00    9.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.8710  -99.0000    0.0000 28

  3 omega   26.00   65.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   57.0000    0.0000 39

  4 omega   -2.00   80.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   57.0000  -60.0000 82

  5 omega   -6.00   90.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   37.0000 -150.0000 96

  6 omega  -49.00   45.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835  -37.0000   30.0000 94

  7 omega  -93.00  -32.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.8710  178.0000  120.0000 61

  8 omega   -2.00   23.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   57.0000   90.0000 25

  9 omega   32.00   96.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835 -178.0000   60.0000 64
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0659723000
_diffrn_orient_matrix_UB_12      0.0251355000
_diffrn_orient_matrix_UB_13      -0.0274043000
_diffrn_orient_matrix_UB_21      0.0514223000
_diffrn_orient_matrix_UB_22      0.0332202000
_diffrn_orient_matrix_UB_23      0.0447613000
_diffrn_orient_matrix_UB_31      0.0251285000
_diffrn_orient_matrix_UB_32      -0.0569201000
_diffrn_orient_matrix_UB_33      0.0056156000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12789
_diffrn_reflns_theta_full        29.44
_diffrn_reflns_theta_max         29.44
_diffrn_reflns_theta_min         3.12
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.258
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77580
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.981
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5520
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.981
_refine_ls_R_factor_all          0.0782
_refine_ls_R_factor_gt           0.0435
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0475P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0926
_refine_ls_wR_factor_ref         0.1023
_reflns_number_gt                3591
_reflns_number_total             5520
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d2ra00928e2.cif
_cod_data_source_block           4
_cod_depositor_comments
;

2024-06-28
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C22 H22 N6 O2 S2'
_cod_original_formula_weight         466.58
_cod_original_formula_moiety         '2(C11 H11 N3 O S)'
_cod_original_formula_units_Z            2
_cod_original_cell_volume        1171.95(12)
_cod_database_code               7244658
_chemical_oxdiff_formula         'C15 H16 O2 N2'
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C29(H29A,H29B)
2.b Aromatic/amide H refined with riding coordinates:
 N4(H4), N6(H6), C9(H9), C13(H13), C19(H19), C20(H20), C24(H24), C26(H26),
 C27(H27), C28(H28), C30(H30), C31(H31)
2.c X=CH2 refined with riding coordinates:
 N11(H11A,H11B), N14(H14A,H14B)
2.d :
 C25(H25), C32(H32)
;
_olex2_date_sample_data_collection 1566597833.08
_olex2_submission_special_instructions 'No special instructions were received'