#------------------------------------------------------------------------------
#$Date: 2025-08-19 21:17:10 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301807 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/08/2240892.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2240892
loop_
_publ_author_name
'Ishikawa, Yoshinobu'
_publ_section_title
;
 Crystal structure of 3-acetyl-4H-chromen-4-one
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o527
_journal_paper_doi               10.1107/S2056989015012098
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          'C11 H8 O3'
_chemical_formula_moiety         'C11 H8 O3'
_chemical_formula_sum            'C11 H8 O3'
_chemical_formula_weight         188.18
_chemical_name_systematic
;
3-Acetyl-4H-chromen-4-one
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0000
_cell_angle_beta                 94.79(14)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   8.016(13)
_cell_length_b                   25.93(6)
_cell_length_c                   4.091(8)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    100
_cell_measurement_theta_max      17.45
_cell_measurement_theta_min      15.19
_cell_volume                     847(3)
_computing_cell_refinement
;
WinAFC Diffractometer Control Software (Rigaku, 1999)
;
_computing_data_collection
;
WinAFC Diffractometer Control Software (Rigaku, 1999)
;
_computing_data_reduction
;
WinAFC Diffractometer Control Software (Rigaku, 1999)
;
_computing_molecular_graphics
;
CrystalStructure (Rigaku, 2010)
;
_computing_publication_material
;
CrystalStructure (Rigaku, 2010)
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008)
;
_computing_structure_solution
;
SIR2008 (Burla, et al., 2007)
;
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku AFC-7R'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            2377
_diffrn_reflns_theta_full        27.59
_diffrn_reflns_theta_max         27.59
_diffrn_standards_decay_%        -0.462
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             392.00
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.310
_refine_diff_density_min         -0.200
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     128
_refine_ls_number_reflns         1959
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0409
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0509P)²+0.3687P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1118
_reflns_number_gt                1510
_reflns_number_total             1962
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            hb7454sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2240892
_cod_database_fobs_code          2240892
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+X,1/2-Y,1/2+Z
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
O O1 -0.18103(13) 0.09136(4) 1.0184(3) 0.0256(3) Uani d . 1.0 4
O O2 0.27801(13) 0.14078(4) 0.7749(3) 0.0296(3) Uani d . 1.0 4
O O3 0.22177(14) 0.01208(4) 1.3956(4) 0.0352(3) Uani d . 1.0 4
C C1 -0.03986(18) 0.06711(6) 1.1256(4) 0.0239(4) Uani d . 1.0 4
C C2 0.11774(18) 0.08077(5) 1.0636(4) 0.0212(3) Uani d . 1.0 4
C C3 0.14176(18) 0.12556(6) 0.8560(4) 0.0210(3) Uani d . 1.0 4
C C4 -0.01216(18) 0.19777(6) 0.5570(4) 0.0233(4) Uani d . 1.0 4
C C5 -0.1584(2) 0.22372(6) 0.4646(4) 0.0264(4) Uani d . 1.0 4
C C6 -0.31159(19) 0.20407(6) 0.5507(4) 0.0268(4) Uani d . 1.0 4
C C7 -0.31830(18) 0.15967(6) 0.7318(4) 0.0251(4) Uani d . 1.0 4
C C8 -0.01438(17) 0.15278(5) 0.7452(4) 0.0202(3) Uani d . 1.0 4
C C9 -0.16842(18) 0.13482(5) 0.8296(4) 0.0212(3) Uani d . 1.0 4
C C10 0.25597(19) 0.04850(6) 1.2256(4) 0.0232(4) Uani d . 1.0 4
C C11 0.43401(19) 0.06180(6) 1.1822(5) 0.0270(4) Uani d . 1.0 4
H H1 -0.0510 0.0374 1.2581 0.0286 Uiso calc R 1.0 4
H H2 0.0912 0.2105 0.4924 0.0280 Uiso calc R 1.0 4
H H3 -0.1554 0.2549 0.3429 0.0316 Uiso calc R 1.0 4
H H4 -0.4124 0.2217 0.4826 0.0322 Uiso calc R 1.0 4
H H5 -0.4223 0.1463 0.7889 0.0301 Uiso calc R 1.0 4
H H6A 0.5082 0.0387 1.3165 0.0324 Uiso calc R 1.0 4
H H7B 0.4557 0.0976 1.2506 0.0324 Uiso calc R 1.0 4
H H8C 0.4550 0.0579 0.9509 0.0324 Uiso calc R 1.0 4
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, 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_publ_flag
C1 O1 C9 118.05(15) no
O1 C1 C2 126.32(18) no
C1 C2 C3 119.10(15) no
C1 C2 C10 115.94(17) no
C3 C2 C10 124.94(16) no
O2 C3 C2 125.01(15) no
O2 C3 C8 120.81(18) no
C2 C3 C8 114.17(16) no
C5 C4 C8 120.61(17) no
C4 C5 C6 119.81(19) no
C5 C6 C7 121.01(16) no
C6 C7 C9 118.14(17) no
C3 C8 C4 121.26(16) no
C3 C8 C9 120.79(17) no
C4 C8 C9 117.95(15) no
O1 C9 C7 116.03(16) no
O1 C9 C8 121.52(15) no
C7 C9 C8 122.45(17) no
O3 C10 C2 119.50(17) no
O3 C10 C11 120.67(16) no
C2 C10 C11 119.82(17) no
O1 C1 H1 116.840 no
C2 C1 H1 116.843 no
C5 C4 H2 119.697 no
C8 C4 H2 119.697 no
C4 C5 H3 120.092 no
C6 C5 H3 120.097 no
C5 C6 H4 119.500 no
C7 C6 H4 119.487 no
C6 C7 H5 120.923 no
C9 C7 H5 120.937 no
C10 C11 H6A 109.476 no
C10 C11 H7B 109.464 no
C10 C11 H8C 109.473 no
H6A C11 H7B 109.469 no
H6A C11 H8C 109.475 no
H7B C11 H8C 109.471 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 1.336(3) no
O1 C9 1.375(3) no
O2 C3 1.233(3) no
O3 C10 1.218(3) no
C1 C2 1.356(3) no
C2 C3 1.461(3) no
C2 C10 1.498(3) no
C3 C8 1.475(3) no
C4 C5 1.377(3) no
C4 C8 1.399(3) no
C5 C6 1.401(3) no
C6 C7 1.373(4) no
C7 C9 1.392(3) no
C8 C9 1.390(3) no
C10 C11 1.493(3) no
C1 H1 0.950 no
C4 H2 0.950 no
C5 H3 0.950 no
C6 H4 0.950 no
C7 H5 0.950 no
C11 H6A 0.980 no
C11 H7B 0.980 no
C11 H8C 0.980 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C7 H5 O2 1_455 0.95 2.40 3.292(6) 155
C1 H1 O3 3_558 0.95 2.31 3.264(5) 148
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
C1 O1 C9 C7 -178.13(12) no
C1 O1 C9 C8 1.35(19) no
C9 O1 C1 C2 -0.8(3) no
C9 O1 C1 H1 179.2 no
O1 C1 C2 C3 -1.2(3) no
O1 C1 C2 C10 177.31(13) no
H1 C1 C2 C3 178.9 no
H1 C1 C2 C10 -2.7 no
C1 C2 C3 O2 -177.82(14) no
C1 C2 C3 C8 2.4(2) no
C1 C2 C10 O3 1.2(2) no
C1 C2 C10 C11 -177.68(13) no
C3 C2 C10 O3 179.57(13) no
C3 C2 C10 C11 0.7(3) no
C10 C2 C3 O2 3.9(3) no
C10 C2 C3 C8 -175.94(12) no
O2 C3 C8 C4 -2.7(3) no
O2 C3 C8 C9 178.31(13) no
C2 C3 C8 C4 177.09(12) no
C2 C3 C8 C9 -1.87(19) no
C5 C4 C8 C3 -177.81(13) no
C5 C4 C8 C9 1.2(2) no
C8 C4 C5 C6 -2.0(3) no
C8 C4 C5 H3 177.9 no
H2 C4 C5 C6 178.0 no
H2 C4 C5 H3 -2.1 no
H2 C4 C8 C3 2.2 no
H2 C4 C8 C9 -178.8 no
C4 C5 C6 C7 1.3(3) no
C4 C5 C6 H4 -178.7 no
H3 C5 C6 C7 -178.7 no
H3 C5 C6 H4 1.3 no
C5 C6 C7 C9 0.4(3) no
C5 C6 C7 H5 -179.6 no
H4 C6 C7 C9 -179.6 no
H4 C6 C7 H5 0.4 no
C6 C7 C9 O1 178.20(13) no
C6 C7 C9 C8 -1.3(3) no
H5 C7 C9 O1 -1.8 no
H5 C7 C9 C8 178.7 no
C3 C8 C9 O1 0.0(2) no
C3 C8 C9 C7 179.50(12) no
C4 C8 C9 O1 -178.94(12) no
C4 C8 C9 C7 0.5(2) no
O3 C10 C11 H6A -3.2 no
O3 C10 C11 H7B -123.2 no
O3 C10 C11 H8C 116.8 no
C2 C10 C11 H6A 175.7 no
C2 C10 C11 H7B 55.7 no
C2 C10 C11 H8C -64.3 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 714857
