Synthesis of ciprofloxacin-linked 1,2,3-triazole conjugates as potent antibacterial agents using click chemistry: exploring their function as DNA gyrase inhibitors via in silico- and in vitro-based studies
Patel, Upendra Kumar; Tiwari, Punit; Tilak, Ragini; Joshi, Gaurav; Kumar, Roshan; Agarwal, Alka; RSC Advances 14 (2024) 17051–17070; doi:10.1039/D4RA01332H

data_7248760
_publ_section_title
;
 Synthesis of ciprofloxacin-linked 1,2,3-triazole conjugates as potent
 antibacterial agents using click chemistry: exploring their function as
 DNA gyrase inhibitors via in silico- and in vitro-based studies
;
_journal_issue                   24
_journal_name_full               'RSC Advances'
_journal_page_first              17051
_journal_page_last               17070
_journal_paper_doi               10.1039/D4RA01332H
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         'C28 H25 Cl F2 N6 O4'
_chemical_formula_sum            'C28 H25 Cl F2 N6 O4'
_chemical_formula_weight         582.99
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2023-03-24
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-06-10 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   22.1700(4)
_cell_length_b                   7.54141(12)
_cell_length_c                   34.4865(4)
_cell_measurement_temperature    293(2)
_cell_volume                     5765.90(15)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            34455
_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         68.166
_diffrn_reflns_theta_min         2.562
_exptl_absorpt_coefficient_mu    1.668
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_F_000             2416
_refine_diff_density_max         0.232
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.00019(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     376
_refine_ls_number_reflns         5236
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0539
_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^)+(0.0853P)^2^+1.8346P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1532
_refine_ls_wR_factor_ref         0.1619
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4259
_reflns_number_total             5236
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ra01332h2.cif
_cod_data_source_block           cpr-019_auto
_cod_original_cell_volume        5765.92(16)
_cod_database_code               7248760
_shelx_shelxl_version_number     2018/3
_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 Riding coordinates:
 C15(H15A)
2.b Ternary CH refined with riding coordinates:
 C1A(H1A)
2.c Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C2(H2A,H2B), C7(H7A,H7B), C1G(H1GA,H1GB), C8(H8A,H8B), C12(H12A,
 H12B)
2.d Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C17(H17), C1C(H1C), C1I(H1I), C1J(H1J), C1K(H1K)
2.e Idealised Me refined as rotating group:
 C(HA,HB,HC)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              90023
_shelx_hkl_checksum              34686
_shelx_fab_checksum              3037
_olex2_submission_special_instructions 'No special instructions were received'