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_7231896
_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         'C14 H12 N2 O3'
_chemical_formula_sum            'C14 H12 N2 O3'
_chemical_formula_weight         256.26
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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                 115.0059(19)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.30704(18)
_cell_length_b                   10.56186(12)
_cell_length_c                   11.46113(18)
_cell_measurement_reflns_used    9166
_cell_measurement_temperature    100
_cell_measurement_theta_max      75.8870
_cell_measurement_theta_min      4.5810
_cell_volume                     1240.43(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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.2603
_diffrn_detector_type            Onyx
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
;
  1 omega  -25.00   53.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       43.9316  -57.0000    0.0000 78

  2 omega    8.00   58.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       43.9316  -57.0000 -120.0000 50

  3 omega   28.00   91.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -95.0000 -180.0000 63

  4 omega   69.00  105.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -95.0000 -150.0000 36

  5 omega   38.00  139.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -77.0000  -90.0000 101

  6 omega   89.00  116.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000 -125.0000   30.0000 27

  7 omega   28.00  107.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -95.0000   90.0000 79

  8 omega   85.00  177.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000  -30.0000 92

  9 omega  122.00  173.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000   30.0000 51

 10 omega  131.00  167.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000  150.0000 36

 11 omega   84.00  111.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000   30.0000 27

 12 omega   86.00  115.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000    0.0000 29

 13 omega   80.00  106.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000  -30.0000 26

 14 omega   84.00  110.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000  -60.0000 26

 15 omega   84.00  115.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000  -90.0000 31

 16 omega   84.00  136.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000 -120.0000 52

 17 omega   84.00  178.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000 -180.0000 94

 18 omega   79.00  106.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000 -180.0000 27

 19 omega   84.00  113.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000 -150.0000 29

 20 omega   79.00  176.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000  -90.0000 97

 21 omega   85.00  175.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000   90.0000 90

 22 omega   86.00  176.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000  120.0000 90

 23 omega   87.00  117.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000  150.0000 30

 24 omega   79.00  105.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000   90.0000 26

 25 omega   84.00  115.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000   60.0000 31

 26 omega   80.00  115.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000   60.0000 35

 27 omega   79.00  104.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000   30.0000 25

 28 omega   79.00  171.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000    0.0000 92

 29 omega   79.00  105.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000  120.0000 26

 30 omega   79.00  105.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000  150.0000 26

 31 omega   79.00  106.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000  -60.0000 27

 32 omega   79.00  168.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000 -120.0000 89

 33 omega   79.00  105.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000 -150.0000 26

 34 omega  -51.00   25.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.9316   57.0000  130.0000 76

 35 omega  -52.00  -15.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.9316  -77.0000   60.0000 37

 36 omega  -55.00  -17.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.9316  -77.0000  -60.0000 38

 37 omega  -54.00  -26.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.9316  -38.0000 -150.0000 28

 38 omega  -79.00  -14.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.9316  -77.0000 -120.0000 65

 39 omega  -98.00  -24.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.9316  -38.0000   30.0000 74

 40 omega -112.00  -14.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.9316  -77.0000  150.0000 98

 41 omega -114.00  -17.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.9316  -77.0000    0.0000 97

 42 omega -102.00  -77.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.9316  -38.0000 -150.0000 25

 43 omega -130.00  -40.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.9316  178.0000  120.0000 90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx, Ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.1325201000
_diffrn_orient_matrix_UB_12      0.0496306000
_diffrn_orient_matrix_UB_13      -0.0111728000
_diffrn_orient_matrix_UB_21      -0.0111210000
_diffrn_orient_matrix_UB_22      0.0854530000
_diffrn_orient_matrix_UB_23      -0.1131319000
_diffrn_orient_matrix_UB_31      -0.0700350000
_diffrn_orient_matrix_UB_32      -0.1072067000
_diffrn_orient_matrix_UB_33      -0.0953619000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            19112
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.249
_diffrn_reflns_theta_min         4.606
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.814
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80752
_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    1.372
_exptl_crystal_description       irregular
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2591
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0427
_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^)+(0.0767P)^2^+0.2933P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1155
_refine_ls_wR_factor_ref         0.1237
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2239
_reflns_number_total             2591
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8ra08426b2.cif
_cod_data_source_block           amar-41-59
_cod_database_code               7231896
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         C14H12N2O3
_reflns_odcompleteness_completeness 100.00
_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,H,H,H) groups
2. Others
 Sof(H14A)=Sof(H14B)=Sof(H14C)=Sof(C13A)=Sof(H13A)=Sof(H13B)=1-FVAR(1)
 Sof(C13B)=Sof(H19A)=Sof(H19B)=Sof(H3AA)=Sof(H3AB)=Sof(H3AC)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C13B(H19A,H19B), C3(H3A,H3B), C13A(H13A,H13B)
3.b Me refined with riding coordinates:
 C14(H3AA,H3AB,H3AC), C14(H14A,H14B,H14C)
3.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C8(H8), C6(H6), C7(H7)
3.d :
 C1(H1)
;
_olex2_date_sample_data_collection 2017-02-06
_olex2_exptl_crystal_mounting_method 'mounted on a Kyroloop using paratone oil'
_olex2_submission_special_instructions 'No special instructions were received'