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#$Date: 2025-04-05 06:41:36 +0300 (Sat, 05 Apr 2025) $
#$Revision: 299000 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/37/1573728.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1573728
loop_
_publ_author_name
'Korica, Milenko'
'Komar, Mario'
'Molnar, Maja'
'Nemec, Vinko'
'Cinčić, Dominik'
'Balić, Tomislav'
_publ_section_title
;
 Structural and thermal properties of 3-substituted quinazolinone Schiff
 base conjugates
;
_journal_issue                   8
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3067
_journal_page_last               3077
_journal_paper_doi               10.1039/D4NJ04028G
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C16 H13 N3 O3'
_chemical_formula_sum            'C16 H13 N3 O3'
_chemical_formula_weight         295.29
_chemical_melting_point          226
_chemical_name_common            2
_chemical_name_systematic
3-{(E)-[(2,4-dihydroxyphenyl)methylidene]amino}-2-methylquinazolin-4(3H)-one
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-08-28 deposited with the CCDC.	2025-01-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.592(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   3.93860(10)
_cell_length_b                   29.5669(7)
_cell_length_c                   11.7999(2)
_cell_measurement_reflns_used    4912
_cell_measurement_temperature    294.98(11)
_cell_measurement_theta_max      76.5080
_cell_measurement_theta_min      3.0100
_cell_volume                     1365.04(5)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      294.98(11)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10228
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.446
_diffrn_reflns_theta_max         67.446
_diffrn_reflns_theta_min         2.989
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.843
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74269
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_description       needle
_exptl_crystal_F_000             616
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         2459
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0442
_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/[σ²(Fo²)+(0.0825P)²+0.0969P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1192
_refine_ls_wR_factor_ref         0.1275
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2006
_reflns_number_total             2459
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4nj04028g2.cif
_cod_data_source_block           SB1
_cod_depositor_comments
'Adding full bibliography for 1573726--1573730.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1573728
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.5590(3) 0.46804(4) 0.64989(10) 0.0523(3) Uani 1 1 d . . . . .
H2 H 0.577493 0.455213 0.589294 0.078 Uiso 1 1 calc R U . . .
O1 O 0.4460(3) 0.31912(4) 0.49837(9) 0.0508(3) Uani 1 1 d . . . . .
O3 O 0.7716(4) 0.44462(4) 1.04466(10) 0.0626(4) Uani 1 1 d . . . . .
H3 H 0.806536 0.423419 1.089282 0.094 Uiso 1 1 calc R U . . .
N2 N 0.7222(3) 0.37609(4) 0.41440(10) 0.0391(3) Uani 1 1 d . . . . .
N1 N 0.7801(3) 0.37720(4) 0.21837(11) 0.0406(3) Uani 1 1 d . . . . .
N3 N 0.7321(3) 0.40264(4) 0.51478(11) 0.0429(3) Uani 1 1 d . . . . .
C12 C 0.7075(4) 0.44251(5) 0.73752(13) 0.0402(4) Uani 1 1 d . . . . .
C2 C 0.5535(4) 0.33419(5) 0.41293(13) 0.0395(3) Uani 1 1 d . . . . .
C8 C 0.6306(4) 0.33442(5) 0.20868(13) 0.0402(4) Uani 1 1 d . . . . .
C1 C 0.8203(4) 0.39649(5) 0.31759(13) 0.0387(3) Uani 1 1 d . . . . .
C11 C 0.8752(4) 0.40152(5) 0.71667(13) 0.0396(3) Uani 1 1 d . . . . .
C10 C 0.8811(4) 0.38296(5) 0.60482(13) 0.0403(4) Uani 1 1 d . . . . .
H10 H 0.995989 0.355876 0.596740 0.048 Uiso 1 1 calc R U . . .
C3 C 0.5221(4) 0.31216(5) 0.30284(13) 0.0397(4) Uani 1 1 d . . . . .
C16 C 1.0240(4) 0.37707(5) 0.81166(14) 0.0444(4) Uani 1 1 d . . . . .
H16 H 1.142475 0.350570 0.800045 0.053 Uiso 1 1 calc R U . . .
C13 C 0.6842(4) 0.45704(5) 0.84724(14) 0.0460(4) Uani 1 1 d . . . . .
H13 H 0.577468 0.484348 0.859859 0.055 Uiso 1 1 calc R U . . .
C15 C 0.9994(4) 0.39119(6) 0.92096(14) 0.0463(4) Uani 1 1 d . . . . .
H15 H 1.100942 0.374565 0.982662 0.056 Uiso 1 1 calc R U . . .
C14 C 0.8201(4) 0.43086(6) 0.93874(13) 0.0458(4) Uani 1 1 d . . . . .
C4 C 0.3739(4) 0.26893(5) 0.29039(16) 0.0484(4) Uani 1 1 d . . . . .
H4 H 0.304030 0.254150 0.353309 0.058 Uiso 1 1 calc R U . . .
C9 C 0.9799(4) 0.44217(5) 0.33181(14) 0.0475(4) Uani 1 1 d . . . . .
H9A H 1.069111 0.450711 0.262527 0.071 Uiso 1 1 calc R U . . .
H9B H 1.162232 0.441422 0.393199 0.071 Uiso 1 1 calc R U . . .
H9C H 0.811049 0.463775 0.348853 0.071 Uiso 1 1 calc R U . . .
C7 C 0.5855(4) 0.31295(6) 0.10221(14) 0.0497(4) Uani 1 1 d . . . . .
H7 H 0.655105 0.327257 0.038586 0.060 Uiso 1 1 calc R U . . .
C5 C 0.3326(5) 0.24859(6) 0.18522(17) 0.0555(5) Uani 1 1 d . . . . .
H5 H 0.233909 0.220046 0.176584 0.067 Uiso 1 1 calc R U . . .
C6 C 0.4388(5) 0.27080(6) 0.09157(16) 0.0570(5) Uani 1 1 d . . . . .
H6 H 0.409984 0.256866 0.020460 0.068 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N2 C2 123.36(12) . . ?
C1 N2 N3 117.68(12) . . ?
C2 N2 N3 117.77(12) . . ?
C1 N1 C8 118.70(13) . . ?
C10 N3 N2 113.84(12) . . ?
O2 C12 C13 118.23(14) . . ?
O2 C12 C11 120.85(14) . . ?
C13 C12 C11 120.90(14) . . ?
O1 C2 N2 121.31(14) . . ?
O1 C2 C3 125.12(14) . . ?
N2 C2 C3 113.57(13) . . ?
N1 C8 C3 121.74(13) . . ?
N1 C8 C7 119.59(14) . . ?
C3 C8 C7 118.68(14) . . ?
N1 C1 N2 122.47(13) . . ?
N1 C1 C9 120.45(14) . . ?
N2 C1 C9 117.08(13) . . ?
C16 C11 C12 117.55(14) . . ?
C16 C11 C10 119.27(14) . . ?
C12 C11 C10 123.07(13) . . ?
N3 C10 C11 122.11(14) . . ?
C8 C3 C4 120.37(14) . . ?
C8 C3 C2 119.92(14) . . ?
C4 C3 C2 119.69(14) . . ?
C15 C16 C11 121.77(15) . . ?
C12 C13 C14 119.78(15) . . ?
C16 C15 C14 119.28(14) . . ?
O3 C14 C13 118.07(15) . . ?
O3 C14 C15 121.34(14) . . ?
C13 C14 C15 120.59(15) . . ?
C5 C4 C3 119.85(17) . . ?
C6 C7 C8 120.14(16) . . ?
C4 C5 C6 119.78(16) . . ?
C7 C6 C5 121.18(16) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C12 1.3574(18) . ?
O1 C2 1.2215(19) . ?
O3 C14 1.349(2) . ?
N2 C1 1.3853(19) . ?
N2 C2 1.405(2) . ?
N2 N3 1.4177(17) . ?
N1 C1 1.296(2) . ?
N1 C8 1.394(2) . ?
N3 C10 1.292(2) . ?
C12 C13 1.377(2) . ?
C12 C11 1.415(2) . ?
C2 C3 1.446(2) . ?
C8 C3 1.400(2) . ?
C8 C7 1.401(2) . ?
C1 C9 1.491(2) . ?
C11 C16 1.404(2) . ?
C11 C10 1.432(2) . ?
C3 C4 1.406(2) . ?
C16 C15 1.370(2) . ?
C13 C14 1.385(2) . ?
C15 C14 1.397(2) . ?
C4 C5 1.372(3) . ?
C7 C6 1.373(2) . ?
C5 C6 1.391(3) . ?
