1,2,3-Triazole–quinazolin-4(3H)-one conjugates: evolution of ergosterol inhibitor as anticandidal agent
Masood, Mir Mohammad; Irfan, Mohammad; Khan, Parvez; Alajmi, Mohamed F.; Hussain, Afzal; Garrison, Jered; Rehman, Md. Tabish; Abid, Mohammad; RSC Advances 8 (2018) 39611–; doi:10.1039/C8RA08426B

data_7231895
_publ_section_title
;
 1,2,3-Triazole--quinazolin-4(3H)-one conjugates: evolution of ergosterol
 inhibitor as anticandidal agent
;
_journal_issue                   69
_journal_name_full               'RSC Advances'
_journal_page_first              39611
_journal_paper_doi               10.1039/C8RA08426B
_journal_volume                  8
_journal_year                    2018
_chemical_formula_moiety         'C20 H16 F N5 O3'
_chemical_formula_sum            'C20 H16 F N5 O3'
_chemical_formula_weight         393.38
_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     direct
_audit_creation_date             2017-02-20
_audit_creation_method
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_audit_update_record
;
2018-10-18 deposited with the CCDC.
2018-11-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.6170(13)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.36164(16)
_cell_length_b                   20.0007(2)
_cell_length_c                   7.35270(9)
_cell_measurement_reflns_used    7725
_cell_measurement_temperature    100
_cell_measurement_theta_max      75.9940
_cell_measurement_theta_min      4.2600
_cell_volume                     1773.99(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.2603
_diffrn_detector_type            Onyx
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details
;
  1 omega  -11.00   83.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       43.8691  -99.0000  -60.0000 94

  2 omega   40.00   73.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -45.0000   30.0000 33

  3 omega   45.00   73.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -45.0000   60.0000 28

  4 omega   45.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -45.0000   90.0000 30

  5 omega   59.00  107.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -95.0000   90.0000 48

  6 omega   49.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -95.0000    0.0000 60

  7 omega   43.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -45.0000    0.0000 26

  8 omega   38.00   67.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -30.0000  -60.0000 29

  9 omega   66.00  175.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000    0.0000  -60.0000 109

 10 omega  124.00  177.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   45.0000  -30.0000 53

 11 omega   92.00  119.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   45.0000  -30.0000 27

 12 omega   40.00   73.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -45.0000 -120.0000 33

 13 omega   38.00   67.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -30.0000  -90.0000 29

 14 omega   36.00   63.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -30.0000  -30.0000 27

 15 omega   35.00   61.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -95.0000 -120.0000 26

 16 omega   42.00  107.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -95.0000 -180.0000 65

 17 omega   32.00  106.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -95.0000  -90.0000 74

 18 omega   39.00   64.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -30.0000  150.0000 25

 19 omega  -74.00  -25.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.8691  -57.0000   60.0000 49

 20 omega -113.00  -44.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.8691  -38.0000   30.0000 69

 21 omega  -64.00   26.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.8691   38.0000 -150.0000 90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx, Ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.1032759000
_diffrn_orient_matrix_UB_12      0.0325769000
_diffrn_orient_matrix_UB_13      -0.1237313000
_diffrn_orient_matrix_UB_21      0.0684513000
_diffrn_orient_matrix_UB_22      0.0186586000
_diffrn_orient_matrix_UB_23      -0.1444591000
_diffrn_orient_matrix_UB_31      -0.0310707000
_diffrn_orient_matrix_UB_32      -0.0672038000
_diffrn_orient_matrix_UB_33      -0.0997699000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            11976
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.059
_diffrn_reflns_theta_min         4.280
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.921
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         3629
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0399
_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^)+(0.0625P)^2^+0.6034P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1031
_refine_ls_wR_factor_ref         0.1074
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3376
_reflns_number_total             3629
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8ra08426b2.cif
_cod_data_source_block           amar-41-60
_cod_original_cell_volume        1774.00(4)
_cod_database_code               7231895
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         C20H16FN5O3
_reflns_odcompleteness_completeness 98.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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:
 C12(H12A,H12B), C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C20(H20), C8(H8), C7(H7), C17(H17), C14(H14), C6(H6), C19(H19),
 C18(H18)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_olex2_date_sample_data_collection 2017-02-10
_olex2_exptl_crystal_mounting_method 'mounted on a Kryoloop using paratone oil'
_olex2_submission_special_instructions 'No special instructions were received'