#------------------------------------------------------------------------------
#$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $
#$Revision: 91933 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/13/2011360.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_2011360
loop_
_publ_author_name
'Wallet, J.-C.'
'Molins, Elies'
'Miravitlles, Carlos'
_publ_section_title
;
 A second triclinic modification of 2',6'-dimethoxyflavone
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              e414
_journal_page_last               e414
_journal_volume                  56
_journal_year                    2000
_chemical_formula_moiety         'C17 H14 O4'
_chemical_formula_structural     'C17 H14 O4'
_chemical_formula_sum            'C17 H14 O4'
_chemical_formula_weight         282.28
_chemical_name_systematic        2-(2,6-dimethoxyphenyl)-4H-1-benzopyran-4-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'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.1beta3
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                97.57(4)
_cell_angle_beta                 105.69(3)
_cell_angle_gamma                103.60(3)
_cell_formula_units_Z            2
_cell_length_a                   7.721(2)
_cell_length_b                   8.905(5)
_cell_length_c                   11.231(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.89
_cell_measurement_theta_min      2.41
_cell_volume                     706.7(5)
_computing_cell_refinement       'CAD-4 EXPRESS'
_computing_data_collection       'CAD-4 EXPRESS (Enraf-Nonius, 1994)'
_computing_data_reduction        'XCAD-4 (Harms & Wocadlo, 1995)'
_computing_publication_material  'WinGX (Farrugia, 1998)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full .974
_diffrn_measured_fraction_theta_max .974
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       'non-profiled \w'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .05
_diffrn_reflns_av_sigmaI/netI    .1116
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4215
_diffrn_reflns_theta_full        29.99
_diffrn_reflns_theta_max         29.99
_diffrn_reflns_theta_min         2.41
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 76
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .095
_exptl_absorpt_correction_T_max  .979
_exptl_absorpt_correction_T_min  .907
_exptl_absorpt_correction_type   '\y scan'
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             296
_exptl_crystal_size_max          .42
_exptl_crystal_size_mid          .40
_exptl_crystal_size_min          .05
_refine_diff_density_max         .133
_refine_diff_density_min         -.161
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   .917
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         4021
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      .917
_refine_ls_R_factor_all          .203
_refine_ls_R_factor_gt           .055
_refine_ls_shift/su_max          .004
_refine_ls_shift/su_mean         .001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w = 1/[(\s^2^(F~o~^2^)+(0.0566P)^2^] where P = [2F~c~^2^+max(F~o~^2^,0)]/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .143
_reflns_number_gt                1476
_reflns_number_total             4021
_reflns_threshold_expression     I>2\s(I)
_[local]_cod_data_source_file    qd0002.cif
_[local]_cod_data_source_block   I
_cod_database_code               2011360
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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
O1 .3903(2) .13655(16) .38961(14) .0527(4) Uani d . 1 . . O
C10 .5925(3) .3901(2) .3910(2) .0483(5) Uani d . 1 . . C
C3 .3429(3) .2339(2) .2008(2) .0528(6) Uani d . 1 . . C
H3 .2742 .2179 .1159 .063 Uiso calc R 1 . . H
C2 .2990(3) .1228(2) .2653(2) .0470(5) Uani d . 1 . . C
C1' .1486(3) -.0278(2) .2112(2) .0480(5) Uani d . 1 . . C
C9 .5369(3) .2702(2) .4518(2) .0480(5) Uani d . 1 . . C
C4 .4931(3) .3779(3) .2579(2) .0546(6) Uani d . 1 . . C
C5 .7430(3) .5194(3) .4620(2) .0615(6) Uani d . 1 . . C
H5 .7836 .6016 .4237 .074 Uiso calc R 1 . . H
C2' .1630(3) -.1396(3) .1183(2) .0560(6) Uani d . 1 . . C
O11 .5341(3) .48088(18) .19920(15) .0837(6) Uani d . 1 . . O
C8 .6257(3) .2768(3) .5772(2) .0634(6) Uani d . 1 . . C
H8 .5863 .195 .616 .076 Uiso calc R 1 . . H
O12 .3234(2) -.10196(18) .08639(16) .0777(5) Uani d . 1 . . O
C6' -.0116(3) -.0578(3) .2495(2) .0552(6) Uani d . 1 . . C
O14 -.0153(2) .06115(19) .33827(17) .0752(5) Uani d . 1 . . O
C6 .8323(3) .5280(3) .5867(3) .0689(7) Uani d . 1 . . C
H6 .9322 .6155 .6328 .083 Uiso calc R 1 . . H
C3' .0199(3) -.2799(3) .0652(2) .0637(7) Uani d . 1 . . C
H3' .0288 -.3546 .0027 .076 Uiso calc R 1 . . H
C5' -.1522(3) -.1989(3) .1976(2) .0665(7) Uani d . 1 . . C
H5' -.2575 -.2203 .2246 .08 Uiso calc R 1 . . H
C7 .7731(4) .4057(3) .6437(2) .0733(7) Uani d . 1 . . C
H7 .8343 .4113 .7285 .088 Uiso calc R 1 . . H
C4' -.1340(4) -.3065(3) .1062(2) .0689(7) Uani d . 1 . . C
H4' -.2292 -.4005 .0708 .083 Uiso calc R 1 . . H
C15 -.1799(4) .0424(4) .3772(3) .0997(10) Uani d . 1 . . C
H15A -.2877 .0259 .3047 .15 Uiso calc R 1 . . H
H15B -.1668 .1358 .4364 .15 Uiso calc R 1 . . H
H15C -.1955 -.047 .4167 .15 Uiso calc R 1 . . H
C13 .3466(4) -.2108(4) -.0092(3) .1141(12) Uani d . 1 . . C
H13A .3431 -.3096 .0168 .171 Uiso calc R 1 . . H
H13B .4651 -.1689 -.022 .171 Uiso calc R 1 . . H
H13C .2471 -.2271 -.0867 .171 Uiso calc R 1 . . H
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 .0564(9) .0485(9) .0589(10) .0138(8) .0249(8) .0179(7)
C10 .0436(12) .0441(12) .0636(15) .0142(10) .0262(12) .0094(11)
C3 .0554(14) .0551(14) .0497(13) .0101(12) .0232(11) .0127(11)
C2 .0503(13) .0477(13) .0513(14) .0173(11) .0261(11) .0112(10)
C1' .0471(13) .0412(12) .0588(14) .0089(10) .0227(11) .0148(10)
C9 .0453(13) .0450(13) .0593(15) .0182(11) .0217(11) .0085(11)
C4 .0616(15) .0502(14) .0601(16) .0106(12) .0361(13) .0124(12)
C5 .0524(14) .0558(15) .0819(19) .0149(13) .0324(14) .0103(13)
C2' .0539(14) .0515(14) .0640(15) .0098(12) .0258(12) .0105(12)
O11 .1061(14) .0632(11) .0765(12) -.0065(10) .0414(11) .0246(9)
C8 .0663(17) .0645(16) .0641(17) .0282(14) .0162(14) .0200(13)
O12 .0748(12) .0631(10) .0962(13) .0059(9) .0518(10) -.0084(9)
C6' .0506(14) .0558(14) .0652(16) .0144(12) .0237(12) .0224(12)
O14 .0718(11) .0721(11) .1010(13) .0209(9) .0585(10) .0158(10)
C6 .0546(16) .0590(16) .083(2) .0156(13) .0125(15) -.0008(14)
C3' .0668(16) .0524(15) .0643(16) .0087(13) .0175(14) .0079(12)
C5' .0522(15) .0658(16) .0837(18) .0063(13) .0274(14) .0287(14)
C7 .0685(18) .0791(19) .0670(17) .0312(16) .0062(14) .0104(15)
C4' .0601(16) .0526(15) .0838(19) .0018(12) .0155(14) .0200(14)
C15 .084(2) .120(2) .128(3) .0381(18) .076(2) .031(2)
C13 .116(3) .095(2) .128(3) .0052(19) .079(2) -.0305(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 . 1.357(2) ?
O1 C9 . 1.380(3) ?
C10 C9 . 1.388(3) ?
C10 C5 . 1.393(3) ?
C10 C4 . 1.460(3) ?
C3 C2 . 1.335(3) ?
C3 C4 . 1.443(3) ?
C3 H3 . .93 ?
C2 C1' . 1.479(3) ?
C1' C2' . 1.390(3) ?
C1' C6' . 1.397(3) ?
C9 C8 . 1.376(3) ?
C4 O11 . 1.229(2) ?
C5 C6 . 1.366(3) ?
C5 H5 . .93 ?
C2' O12 . 1.361(2) ?
C2' C3' . 1.391(3) ?
C8 C7 . 1.368(3) ?
C8 H8 . .93 ?
O12 C13 . 1.426(3) ?
C6' O14 . 1.367(3) ?
C6' C5' . 1.386(3) ?
O14 C15 . 1.433(3) ?
C6 C7 . 1.384(3) ?
C6 H6 . .93 ?
C3' C4' . 1.369(3) ?
C3' H3' . .93 ?
C5' C4' . 1.369(3) ?
C5' H5' . .93 ?
C7 H7 . .93 ?
C4' H4' . .93 ?
C15 H15A . .96 ?
C15 H15B . .96 ?
C15 H15C . .96 ?
C13 H13A . .96 ?
C13 H13B . .96 ?
C13 H13C . .96 ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
2 1 -1
0 -2 2
1 -1 1
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 O1 C9 118.64(17)
C9 C10 C5 117.4(2)
C9 C10 C4 119.9(2)
C5 C10 C4 122.7(2)
C2 C3 C4 122.4(2)
C2 C3 H3 118.8
C4 C3 H3 118.8
C3 C2 O1 122.9(2)
C3 C2 C1' 124.6(2)
O1 C2 C1' 112.43(18)
C2' C1' C6' 119.1(2)
C2' C1' C2 120.11(19)
C6' C1' C2 120.8(2)
C8 C9 O1 116.1(2)
C8 C9 C10 122.0(2)
O1 C9 C10 121.9(2)
O11 C4 C3 122.8(2)
O11 C4 C10 123.0(2)
C3 C4 C10 114.18(19)
C6 C5 C10 121.3(2)
C6 C5 H5 119.4
C10 C5 H5 119.4
O12 C2' C1' 115.62(19)
O12 C2' C3' 124.1(2)
C1' C2' C3' 120.3(2)
C7 C8 C9 118.9(2)
C7 C8 H8 120.6
C9 C8 H8 120.6
C2' O12 C13 118.58(19)
O14 C6' C5' 125.0(2)
O14 C6' C1' 114.8(2)
C5' C6' C1' 120.3(2)
C6' O14 C15 117.9(2)
C5 C6 C7 119.6(2)
C5 C6 H6 120.2
C7 C6 H6 120.2
C4' C3' C2' 119.1(2)
C4' C3' H3' 120.5
C2' C3' H3' 120.5
C4' C5' C6' 119.2(2)
C4' C5' H5' 120.4
C6' C5' H5' 120.4
C8 C7 C6 120.9(3)
C8 C7 H7 119.6
C6 C7 H7 119.6
C3' C4' C5' 122.1(2)
C3' C4' H4' 119
C5' C4' H4' 119
O14 C15 H15A 109.5
O14 C15 H15B 109.5
H15A C15 H15B 109.5
O14 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
O12 C13 H13A 109.5
O12 C13 H13B 109.5
H13A C13 H13B 109.5
O12 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
_journal_paper_doi 10.1107/S0108270100011008