#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/60/2206066.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_2206066
loop_
_publ_author_name
'Hong-Mei Han'
'Cheng-Rong Lu'
'Yong Zhang'
'De-Chun Zhang'
_publ_section_title
;
 3-Acetyl-7-methoxycoumarin
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1864
_journal_page_last               o1866
_journal_paper_doi               10.1107/S1600536805014091
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C12 H10 O4'
_chemical_formula_moiety         'C12 H10 O4'
_chemical_formula_sum            'C12 H10 O4'
_chemical_formula_weight         218.20
_chemical_melting_point          437
_chemical_name_common
;
3-acetyl-7-methoxycoumarin
;
_chemical_name_systematic
;
3-acetyl-7-methoxy-2H-1-benzopyran-2-one
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                80.247(13)
_cell_angle_beta                 69.517(10)
_cell_angle_gamma                72.896(11)
_cell_formula_units_Z            2
_cell_length_a                   7.1501(6)
_cell_length_b                   8.0640(8)
_cell_length_c                   9.6850(10)
_cell_measurement_reflns_used    1600
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      25.3
_cell_measurement_theta_min      3.1
_cell_volume                     498.60(9)
_computing_cell_refinement       CrystalClear
_computing_data_collection
'CrystalClear (Rigaku, 1999; Pflugrath, 1999)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2000)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  CrystalStructure
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      193(2)
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0179
_diffrn_reflns_av_sigmaI/netI    0.0213
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4889
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.14
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_T_max  0.9891
_exptl_absorpt_correction_T_min  0.9359
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Jacobson, 1998)'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             228
_exptl_crystal_size_max          0.61
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.217
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         1810
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0429
_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)+(0.0649P)²+0.0595P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1107
_refine_ls_wR_factor_ref         0.1180
_reflns_number_gt                1465
_reflns_number_total             1810
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj6081.cif
_cod_data_source_block           I
_cod_original_sg_symbol_Hall     '-p 1'
_cod_database_code               2206066
_cod_database_fobs_code          2206066
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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_type_symbol
O1 0.68875(15) 1.14036(12) 0.39689(10) 0.0304(3) Uani d . 1 O
O2 0.9504(2) 0.53708(14) 0.31940(13) 0.0561(4) Uani d . 1 O
O3 0.55725(17) 1.35242(13) 0.86015(11) 0.0396(3) Uani d . 1 O
O4 0.74037(16) 1.05792(13) 0.17913(11) 0.0385(3) Uani d . 1 O
C1 0.7576(2) 1.01039(18) 0.29960(15) 0.0283(3) Uani d . 1 C
C2 0.8383(2) 0.83400(17) 0.35612(16) 0.0276(3) Uani d . 1 C
C3 0.8433(2) 0.80464(17) 0.49713(15) 0.0285(3) Uani d . 1 C
H3 0.8966 0.6893 0.5325 0.034 Uiso calc R 1 H
C4 0.7716(2) 0.94054(17) 0.59379(15) 0.0263(3) Uani d . 1 C
C5 0.7725(2) 0.91761(18) 0.74105(15) 0.0296(3) Uani d . 1 C
H5 0.8245 0.8047 0.7814 0.035 Uiso calc R 1 H
C6 0.6992(2) 1.05602(18) 0.82680(15) 0.0307(4) Uani d . 1 C
H6 0.6992 1.0386 0.9263 0.037 Uiso calc R 1 H
C7 0.6240(2) 1.22394(18) 0.76750(16) 0.0299(3) Uani d . 1 C
C8 0.6217(2) 1.25148(17) 0.62232(15) 0.0295(4) Uani d . 1 C
H8 0.5712 1.3647 0.5816 0.035 Uiso calc R 1 H
C9 0.6952(2) 1.10880(18) 0.53918(14) 0.0261(3) Uani d . 1 C
C10 0.9169(2) 0.68439(18) 0.26165(16) 0.0337(4) Uani d . 1 C
C11 0.9557(3) 0.7126(2) 0.09863(17) 0.0417(4) Uani d . 1 C
H11A 1.0363 0.6035 0.0525 0.063 Uiso calc R 1 H
H11B 1.0326 0.8018 0.0577 0.063 Uiso calc R 1 H
H11C 0.8236 0.7510 0.0787 0.063 Uiso calc R 1 H
C12 0.4877(3) 1.52735(19) 0.80305(18) 0.0429(4) Uani d . 1 C
H12A 0.5990 1.5576 0.7178 0.064 Uiso calc R 1 H
H12B 0.4486 1.6074 0.8800 0.064 Uiso calc R 1 H
H12C 0.3679 1.5366 0.7724 0.064 Uiso calc R 1 H
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 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'
O O 0.0106 0.0060 '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_publ_flag
C9 O1 C1 123.06(11) ?
C7 O3 C12 117.84(11) y
O4 C1 O1 115.36(12) y
O4 C1 C2 128.03(14) y
O1 C1 C2 116.60(12) y
C3 C2 C1 119.70(13) y
C3 C2 C10 118.98(13) y
C1 C2 C10 121.32(12) y
C2 C3 C4 122.28(13) ?
C2 C3 H3 118.9 ?
C4 C3 H3 118.9 ?
C9 C4 C5 117.48(13) ?
C9 C4 C3 117.80(13) ?
C5 C4 C3 124.72(13) ?
C6 C5 C4 120.85(13) ?
C6 C5 H5 119.6 ?
C4 C5 H5 119.6 ?
C5 C6 C7 119.96(13) ?
C5 C6 H6 120.0 ?
C7 C6 H6 120.0 ?
O3 C7 C8 123.66(13) y
O3 C7 C6 115.61(12) y
C8 C7 C6 120.73(13) y
C9 C8 C7 117.83(13) ?
C9 C8 H8 121.1 ?
C7 C8 H8 121.1 ?
O1 C9 C8 116.30(12) ?
O1 C9 C4 120.55(13) ?
C8 C9 C4 123.15(13) ?
O2 C10 C2 118.91(13) y
O2 C10 C11 119.91(14) y
C2 C10 C11 121.18(13) ?
C10 C11 H11A 109.5 ?
C10 C11 H11B 109.5 ?
H11A C11 H11B 109.5 ?
C10 C11 H11C 109.5 ?
H11A C11 H11C 109.5 ?
H11B C11 H11C 109.5 ?
O3 C12 H12A 109.5 ?
O3 C12 H12B 109.5 ?
H12A C12 H12B 109.5 ?
O3 C12 H12C 109.5 ?
H12A C12 H12C 109.5 ?
H12B C12 H12C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C9 1.3729(16) y
O1 C1 1.3911(17) y
O2 C10 1.2176(18) y
O3 C7 1.3531(17) y
O3 C12 1.4348(17) y
O4 C1 1.2019(17) y
C1 C2 1.460(2) ?
C2 C3 1.357(2) ?
C2 C10 1.491(2) y
C3 C4 1.422(2) ?
C3 H3 0.9500 ?
C4 C9 1.394(2) ?
C4 C5 1.4087(19) ?
C5 C6 1.370(2) ?
C5 H5 0.9500 ?
C6 C7 1.406(2) ?
C6 H6 0.9500 ?
C7 C8 1.3911(19) ?
C8 C9 1.382(2) ?
C8 H8 0.9500 ?
C10 C11 1.493(2) y
C11 H11A 0.9800 ?
C11 H11B 0.9800 ?
C11 H11C 0.9800 ?
C12 H12A 0.9800 ?
C12 H12B 0.9800 ?
C12 H12C 0.9800 ?
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
_geom_hbond_publ_flag
C12 H12B O3 2_687 0.98 2.58 3.4406(19) 147.1 y
C3 H3 O2 2_766 0.95 2.37 3.2726(17) 158.2 y
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
C9 O1 C1 O4 179.41(11) y
C9 O1 C1 C2 0.32(19) y
O4 C1 C2 C3 -179.12(14) y
O1 C1 C2 C3 -0.2(2) y
O4 C1 C2 C10 1.2(2) y
O1 C1 C2 C10 -179.82(11) y
C1 C2 C3 C4 0.2(2) ?
C10 C2 C3 C4 179.87(11) y
C2 C3 C4 C9 -0.4(2) ?
C2 C3 C4 C5 179.77(12) ?
C9 C4 C5 C6 0.5(2) ?
C3 C4 C5 C6 -179.65(13) ?
C4 C5 C6 C7 -0.7(2) ?
C12 O3 C7 C8 -2.4(2) y
C12 O3 C7 C6 177.23(13) y
C5 C6 C7 O3 -179.25(12) ?
C5 C6 C7 C8 0.4(2) ?
O3 C7 C8 C9 179.72(12) ?
C6 C7 C8 C9 0.1(2) ?
C1 O1 C9 C8 179.83(11) ?
C1 O1 C9 C4 -0.5(2) ?
C7 C8 C9 O1 179.35(11) ?
C7 C8 C9 C4 -0.3(2) ?
C5 C4 C9 O1 -179.62(11) ?
C3 C4 C9 O1 0.5(2) ?
C5 C4 C9 C8 0.0(2) ?
C3 C4 C9 C8 -179.85(12) ?
C3 C2 C10 O2 12.4(2) y
C1 C2 C10 O2 -167.91(14) y
C3 C2 C10 C11 -167.29(13) y
C1 C2 C10 C11 12.4(2) y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 1548606
