#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/17/2211721.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_2211721
loop_
_publ_author_name
'Hu, Zhi-Yan'
'Fan, Jie-Ping'
_publ_section_title
;
 5,7-Dimethoxy-2H-chromen-2-one
;
_journal_coeditor_code           BH2068
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o345
_journal_page_last               o346
_journal_paper_doi               10.1107/S1600536806053803
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C11 H10 O4'
_chemical_formula_moiety         'C11 H10 O4'
_chemical_formula_sum            'C11 H10 O4'
_chemical_formula_weight         206.19
_chemical_melting_point          422.0(10)
_chemical_name_systematic
;
5,7-Dimethoxy-2H-chromen-2-one
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.518(3)
_cell_length_b                   6.706(2)
_cell_length_c                   13.652(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     962.9(6)
_computing_cell_refinement       'CAD-4 EXPRESS'
_computing_data_collection       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0174
_diffrn_reflns_av_sigmaI/netI    0.0238
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -1
_diffrn_reflns_number            1021
_diffrn_reflns_theta_full        25.17
_diffrn_reflns_theta_max         25.17
_diffrn_reflns_theta_min         2.98
_diffrn_standards_decay_%        0.3
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_T_min  0.928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chunk
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.116
_refine_ls_extinction_coef       0.038(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         938
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0323
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0424P)²+0.1836P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0803
_refine_ls_wR_factor_ref         0.0903
_reflns_number_gt                704
_reflns_number_total             938
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bh2068.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '421-423' was changed to '422.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' value '421-423' was changed to '422.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2211721
_cod_database_fobs_code          2211721
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -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
O O1 0.77824(12) 0.2500 0.50449(10) 0.0460(4) Uani d S 1
O O2 0.62281(14) 0.2500 0.39770(13) 0.0763(7) Uani d S 1
O O3 1.21138(13) 0.2500 0.41131(10) 0.0529(5) Uani d S 1
O O4 1.10359(14) 0.2500 0.74683(11) 0.0532(5) Uani d S 1
C C1 1.0597(2) 0.2500 0.65329(16) 0.0411(5) Uani d S 1
C C2 1.15577(19) 0.2500 0.58222(15) 0.0417(5) Uani d S 1
C C3 1.12518(19) 0.2500 0.48502(15) 0.0386(5) Uani d S 1
C C4 0.9553(2) 0.2500 0.35510(16) 0.0426(5) Uani d S 1
C C5 0.8312(2) 0.2500 0.33380(17) 0.0492(6) Uani d S 1
C C6 0.7368(2) 0.2500 0.40872(17) 0.0488(6) Uani d S 1
C C7 0.9331(2) 0.2500 0.62717(15) 0.0414(5) Uani d S 1
C C8 0.90584(18) 0.2500 0.52798(15) 0.0374(5) Uani d S 1
C C9 0.99642(17) 0.2500 0.45456(15) 0.0366(5) Uani d S 1
C C10 1.3428(2) 0.2500 0.4386(2) 0.0632(8) Uani d S 1
C C11 1.0121(3) 0.2500 0.82405(19) 0.0620(7) Uani d S 1
H H2 1.241(3) 0.2500 0.606(2) 0.074 Uiso d S 1
H H4 1.018(3) 0.2500 0.304(2) 0.074 Uiso d S 1
H H5 0.802(2) 0.2500 0.268(2) 0.074 Uiso d S 1
H H7 0.866(2) 0.2500 0.675(2) 0.074 Uiso d S 1
H H10A 1.3617(16) 0.134(3) 0.4793(13) 0.074 Uiso d . 1
H H10B 1.389(2) 0.2500 0.378(2) 0.074 Uiso d S 1
H H11A 0.9542(16) 0.131(3) 0.8169(13) 0.074 Uiso d . 1
H H11B 1.063(3) 0.2500 0.883(2) 0.074 Uiso d S 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0253(8) 0.0620(10) 0.0507(9) 0.000 -0.0001(6) 0.000
O2 0.0283(9) 0.1245(17) 0.0762(12) 0.000 -0.0114(8) 0.000
O3 0.0260(7) 0.0894(12) 0.0435(9) 0.000 0.0044(6) 0.000
O4 0.0468(9) 0.0753(11) 0.0374(8) 0.000 -0.0038(7) 0.000
C1 0.0400(12) 0.0441(12) 0.0392(11) 0.000 -0.0020(9) 0.000
C2 0.0279(11) 0.0502(13) 0.0469(12) 0.000 -0.0028(10) 0.000
C3 0.0293(11) 0.0445(12) 0.0421(11) 0.000 0.0031(9) 0.000
C4 0.0354(12) 0.0502(13) 0.0421(12) 0.000 0.0019(10) 0.000
C5 0.0419(13) 0.0602(15) 0.0456(12) 0.000 -0.0078(10) 0.000
C6 0.0323(11) 0.0583(14) 0.0558(14) 0.000 -0.0074(10) 0.000
C7 0.0345(11) 0.0470(13) 0.0426(12) 0.000 0.0056(9) 0.000
C8 0.0249(10) 0.0404(12) 0.0469(12) 0.000 0.0005(9) 0.000
C9 0.0292(11) 0.0379(11) 0.0425(11) 0.000 -0.0012(8) 0.000
C10 0.0282(12) 0.109(2) 0.0527(15) 0.000 0.0041(10) 0.000
C11 0.0597(17) 0.087(2) 0.0392(13) 0.000 0.0024(12) 0.000
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
C6 O1 C8 121.89(16)
C3 O3 C10 116.94(17)
C1 O4 C11 117.74(18)
O4 C1 C7 124.9(2)
O4 C1 C2 113.95(18)
C7 C1 C2 121.2(2)
C3 C2 C1 120.20(19)
C3 C2 H2 123.3(17)
C1 C2 H2 116.5(17)
O3 C3 C2 124.35(19)
O3 C3 C9 114.95(18)
C2 C3 C9 120.70(19)
C5 C4 C9 120.2(2)
C5 C4 H4 121.1(16)
C9 C4 H4 118.7(16)
C4 C5 C6 121.6(2)
C4 C5 H5 121.2(16)
C6 C5 H5 117.2(16)
O2 C6 O1 115.6(2)
O2 C6 C5 127.0(2)
O1 C6 C5 117.39(19)
C1 C7 C8 116.9(2)
C1 C7 H7 122.6(16)
C8 C7 H7 120.5(16)
O1 C8 C9 120.10(18)
O1 C8 C7 115.39(18)
C9 C8 C7 124.51(19)
C8 C9 C3 116.48(19)
C8 C9 C4 118.80(19)
C3 C9 C4 124.72(19)
O3 C10 H10A 110.1(11)
O3 C10 H10B 105.1(15)
H10A C10 H10B 112.9(13)
O4 C11 H11A 109.6(10)
O4 C11 H11B 104.3(17)
H11A C11 H11B 114.3(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C6 1.378(3)
O1 C8 1.380(2)
O2 C6 1.208(3)
O3 C3 1.354(2)
O3 C10 1.432(3)
O4 C1 1.358(3)
O4 C11 1.427(3)
C1 C7 1.379(3)
C1 C2 1.401(3)
C2 C3 1.366(3)
C2 H2 0.95(3)
C3 C9 1.417(3)
C4 C5 1.338(3)
C4 C9 1.425(3)
C4 H4 0.96(3)
C5 C6 1.426(3)
C5 H5 0.95(3)
C7 C8 1.384(3)
C7 H7 0.96(3)
C8 C9 1.383(3)
C10 H10A 0.977(18)
C10 H10B 0.96(3)
C11 H11A 1.010(18)
C11 H11B 0.97(3)
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
C11 O4 C1 C7 0.0
C11 O4 C1 C2 180.0
O4 C1 C2 C3 180.0
C7 C1 C2 C3 0.0
C10 O3 C3 C2 0.0
C10 O3 C3 C9 180.0
C1 C2 C3 O3 180.0
C1 C2 C3 C9 0.0
C9 C4 C5 C6 0.0
C8 O1 C6 O2 180.0
C8 O1 C6 C5 0.0
C4 C5 C6 O2 180.0
C4 C5 C6 O1 0.0
O4 C1 C7 C8 180.0
C2 C1 C7 C8 0.0
C6 O1 C8 C9 0.0
C6 O1 C8 C7 180.0
C1 C7 C8 O1 180.0
C1 C7 C8 C9 0.0
O1 C8 C9 C3 180.0
C7 C8 C9 C3 0.0
O1 C8 C9 C4 0.0
C7 C8 C9 C4 180.0
O3 C3 C9 C8 180.0
C2 C3 C9 C8 0.0
O3 C3 C9 C4 0.0
C2 C3 C9 C4 180.0
C5 C4 C9 C8 0.0
C5 C4 C9 C3 180.0
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2673
