#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/79/2207990.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_2207990
loop_
_publ_author_name
'Zhi-Fang Hao'
'Qiang Xu'
'Zhi-Feng Lu'
'Jian-Xin Li'
_publ_section_title
;
 5,7-Bis(benzyloxy)-4H-benzopyran-4-one
;
_journal_coeditor_code           CF6483
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o552
_journal_page_last               o554
_journal_paper_doi               10.1107/S1600536806000614
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C23 H18 O4'
_chemical_formula_moiety         'C23 H18 O4'
_chemical_formula_sum            'C23 H18 O4'
_chemical_formula_weight         358.37
_chemical_melting_point          423.2
_chemical_name_systematic
;
5,7-bis(benzyloxy)-4H-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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                92.881(2)
_cell_angle_beta                 95.480(2)
_cell_angle_gamma                90.096(2)
_cell_formula_units_Z            4
_cell_length_a                   9.2510(10)
_cell_length_b                   13.493(2)
_cell_length_c                   14.785(2)
_cell_measurement_reflns_used    2940
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.83
_cell_measurement_theta_min      2.59
_cell_volume                     1834.7(4)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL and PLATON (Spek, 2003)'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker SMART Apex CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0209
_diffrn_reflns_av_sigmaI/netI    0.0432
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9179
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.00
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.97
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.145
_refine_diff_density_min         -0.204
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         6337
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0588
_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)+(0.0748P)²+0.255P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1349
_refine_ls_wR_factor_ref         0.1414
_reflns_number_gt                4578
_reflns_number_total             6337
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cf6483.cif
_cod_data_source_block           I
_cod_original_cell_volume        1834.8(4)
_cod_database_code               2207990
_cod_database_fobs_code          2207990
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
C1 -0.0581(3) 1.26419(17) 0.05385(17) 0.0500(6) Uani d . 1 C
H1 -0.1138 1.3141 0.0785 0.060 Uiso calc R 1 H
C2 -0.0473(3) 1.26131(17) -0.03357(17) 0.0499(6) Uani d . 1 C
H2 -0.0977 1.3079 -0.0684 0.060 Uiso calc R 1 H
C3 0.0395(2) 1.18906(17) -0.07842(16) 0.0454(5) Uani d . 1 C
C4 0.1100(2) 1.11601(16) -0.01759(15) 0.0420(5) Uani d . 1 C
C5 0.1975(2) 1.03559(15) -0.04395(15) 0.0411(5) Uani d . 1 C
C6 0.2595(2) 0.97263(16) 0.01739(15) 0.0410(5) Uani d . 1 C
H6 0.3174 0.9209 -0.0018 0.049 Uiso calc R 1 H
C7 0.2360(2) 0.98582(16) 0.10893(15) 0.0430(5) Uani d . 1 C
C8 0.1544(2) 1.06419(16) 0.13942(16) 0.0434(5) Uani d . 1 C
H8 0.1422 1.0752 0.2008 0.052 Uiso calc R 1 H
C9 0.0917(2) 1.12539(16) 0.07489(15) 0.0429(5) Uani d . 1 C
C10 0.2939(3) 0.94700(17) -0.16984(15) 0.0464(5) Uani d . 1 C
H10A 0.2573 0.8843 -0.1519 0.056 Uiso calc R 1 H
H10B 0.3957 0.9531 -0.1474 0.056 Uiso calc R 1 H
C11 0.2757(3) 0.95195(17) -0.27061(16) 0.0474(5) Uani d . 1 C
C12 0.1884(3) 1.02277(18) -0.31407(17) 0.0514(6) Uani d . 1 C
H12 0.1391 1.0690 -0.2799 0.062 Uiso calc R 1 H
C13 0.1749(3) 1.02443(19) -0.40865(16) 0.0518(6) Uani d . 1 C
H13 0.1168 1.0720 -0.4373 0.062 Uiso calc R 1 H
C14 0.2461(3) 0.95710(19) -0.45939(17) 0.0525(6) Uani d . 1 C
H14 0.2368 0.9583 -0.5225 0.063 Uiso calc R 1 H
C15 0.3332(3) 0.88633(19) -0.41564(17) 0.0531(6) Uani d . 1 C
H15 0.3831 0.8407 -0.4500 0.064 Uiso calc R 1 H
C16 0.3463(3) 0.88297(18) -0.32285(16) 0.0506(6) Uani d . 1 C
H16 0.4029 0.8342 -0.2948 0.061 Uiso calc R 1 H
C17 0.2697(3) 0.92815(18) 0.25860(15) 0.0468(5) Uani d . 1 C
H17A 0.1658 0.9305 0.2628 0.056 Uiso calc R 1 H
H17B 0.3133 0.9886 0.2875 0.056 Uiso calc R 1 H
C18 0.3340(3) 0.83856(17) 0.30443(15) 0.0466(5) Uani d . 1 C
C19 0.4828(3) 0.83063(18) 0.32802(16) 0.0508(6) Uani d . 1 C
H19 0.5461 0.8791 0.3122 0.061 Uiso calc R 1 H
C20 0.5362(3) 0.74995(18) 0.37522(16) 0.0517(6) Uani d . 1 C
H20 0.6353 0.7450 0.3920 0.062 Uiso calc R 1 H
C21 0.4417(3) 0.67658(18) 0.39740(16) 0.0512(6) Uani d . 1 C
H21 0.4779 0.6218 0.4277 0.061 Uiso calc R 1 H
C22 0.2938(3) 0.68516(18) 0.37432(16) 0.0516(6) Uani d . 1 C
H22 0.2304 0.6368 0.3903 0.062 Uiso calc R 1 H
C23 0.2399(3) 0.76603(18) 0.32725(16) 0.0501(6) Uani d . 1 C
H23 0.1407 0.7714 0.3111 0.060 Uiso calc R 1 H
C1' 0.5705(3) 0.76848(18) 0.07014(18) 0.0522(6) Uani d . 1 C
H1' 0.6293 0.8192 0.0984 0.063 Uiso calc R 1 H
C2' 0.5432(3) 0.76731(17) -0.01890(18) 0.0499(6) Uani d . 1 C
H2' 0.5884 0.8141 -0.0510 0.060 Uiso calc R 1 H
C3' 0.4447(2) 0.69525(16) -0.06870(17) 0.0455(5) Uani d . 1 C
C4' 0.3887(2) 0.62048(16) -0.01010(16) 0.0453(5) Uani d . 1 C
C5' 0.2967(2) 0.54123(16) -0.04290(16) 0.0451(5) Uani d . 1 C
C6' 0.2483(2) 0.47515(17) 0.01711(16) 0.0463(5) Uani d . 1 C
H6' 0.1866 0.4231 -0.0049 0.056 Uiso calc R 1 H
C7' 0.2912(3) 0.48644(17) 0.10869(17) 0.0483(6) Uani d . 1 C
C8' 0.3817(3) 0.56351(17) 0.14392(17) 0.0488(6) Uani d . 1 C
H8' 0.4102 0.5716 0.2059 0.059 Uiso calc R 1 H
C9' 0.4281(3) 0.62851(16) 0.08214(16) 0.0462(5) Uani d . 1 C
C10' 0.1820(3) 0.44947(18) -0.17246(16) 0.0500(6) Uani d . 1 C
H10C 0.0828 0.4507 -0.1564 0.060 Uiso calc R 1 H
H10D 0.2276 0.3894 -0.1507 0.060 Uiso calc R 1 H
C11' 0.1838(3) 0.45163(18) -0.27329(17) 0.0505(6) Uani d . 1 C
C12' 0.2542(3) 0.52625(18) -0.31296(17) 0.0504(6) Uani d . 1 C
H12' 0.3021 0.5766 -0.2765 0.060 Uiso calc R 1 H
C13' 0.2540(3) 0.52646(19) -0.40722(17) 0.0536(6) Uani d . 1 C
H13' 0.3039 0.5753 -0.4340 0.064 Uiso calc R 1 H
C14' 0.1785(3) 0.45289(19) -0.46000(18) 0.0533(6) Uani d . 1 C
H14' 0.1759 0.4526 -0.5230 0.064 Uiso calc R 1 H
C15' 0.1070(3) 0.37990(18) -0.41999(17) 0.0526(6) Uani d . 1 C
H15' 0.0553 0.3314 -0.4566 0.063 Uiso calc R 1 H
C16' 0.1101(3) 0.37701(18) -0.32751(16) 0.0518(6) Uani d . 1 C
H16' 0.0637 0.3260 -0.3013 0.062 Uiso calc R 1 H
C17' 0.2906(3) 0.42000(19) 0.25486(17) 0.0522(6) Uani d . 1 C
H17C 0.2649 0.4825 0.2843 0.063 Uiso calc R 1 H
H17D 0.3955 0.4138 0.2620 0.063 Uiso calc R 1 H
C18' 0.2216(3) 0.33567(18) 0.29664(17) 0.0500(6) Uani d . 1 C
C19' 0.3084(3) 0.26727(19) 0.34161(18) 0.0560(6) Uani d . 1 C
H19' 0.4090 0.2712 0.3438 0.067 Uiso calc R 1 H
C20' 0.2409(3) 0.1921(2) 0.38376(18) 0.0569(6) Uani d . 1 C
H20' 0.2978 0.1456 0.4149 0.068 Uiso calc R 1 H
C21' 0.0942(3) 0.18515(19) 0.38041(17) 0.0540(6) Uani d . 1 C
H21' 0.0516 0.1333 0.4077 0.065 Uiso calc R 1 H
C22' 0.0103(3) 0.25323(19) 0.33769(17) 0.0554(6) Uani d . 1 C
H22' -0.0902 0.2483 0.3360 0.066 Uiso calc R 1 H
C23' 0.0722(3) 0.33096(19) 0.29604(17) 0.0534(6) Uani d . 1 C
H23' 0.0140 0.3790 0.2682 0.064 Uiso calc R 1 H
O1 0.00772(17) 1.19819(11) 0.11100(11) 0.0479(4) Uani d . 1 O
O2 0.05588(17) 1.19208(12) -0.15917(11) 0.0510(4) Uani d . 1 O
O3 0.21337(17) 1.02751(11) -0.13400(10) 0.0437(4) Uani d . 1 O
O4 0.30011(17) 0.91831(11) 0.16402(10) 0.0456(4) Uani d . 1 O
O1' 0.51889(17) 0.70133(12) 0.12266(11) 0.0514(4) Uani d . 1 O
O2' 0.41105(18) 0.70030(13) -0.14952(12) 0.0561(4) Uani d . 1 O
O3' 0.25970(17) 0.53455(11) -0.13217(10) 0.0477(4) Uani d . 1 O
O4' 0.23893(18) 0.41731(12) 0.15978(11) 0.0513(4) Uani d . 1 O
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
C2 C1 O1 123.7(2) ?
C2 C1 H1 118.2 ?
O1 C1 H1 118.2 ?
C1 C2 C3 122.8(2) ?
C1 C2 H2 118.6 ?
C3 C2 H2 118.6 ?
O2 C3 C2 121.5(2) ?
O2 C3 C4 124.2(2) ?
C2 C3 C4 114.2(2) ?
C9 C4 C5 115.29(19) ?
C9 C4 C3 118.57(19) ?
C5 C4 C3 126.1(2) ?
O3 C5 C6 123.72(19) ?
O3 C5 C4 114.37(18) ?
C6 C5 C4 121.9(2) ?
C5 C6 C7 119.9(2) ?
C5 C6 H6 120.0 ?
C7 C6 H6 120.0 ?
O4 C7 C8 123.6(2) ?
O4 C7 C6 115.33(19) ?
C8 C7 C6 121.0(2) ?
C9 C8 C7 117.2(2) ?
C9 C8 H8 121.4 ?
C7 C8 H8 121.4 ?
O1 C9 C8 112.95(19) ?
O1 C9 C4 122.45(19) ?
C8 C9 C4 124.6(2) ?
O3 C10 C11 106.65(18) ?
O3 C10 H10A 110.4 ?
C11 C10 H10A 110.4 ?
O3 C10 H10B 110.4 ?
C11 C10 H10B 110.4 ?
H10A C10 H10B 108.6 ?
C16 C11 C12 119.0(2) ?
C16 C11 C10 118.8(2) ?
C12 C11 C10 122.2(2) ?
C13 C12 C11 120.1(2) ?
C13 C12 H12 120.0 ?
C11 C12 H12 120.0 ?
C14 C13 C12 120.5(2) ?
C14 C13 H13 119.7 ?
C12 C13 H13 119.7 ?
C13 C14 C15 119.2(2) ?
C13 C14 H14 120.4 ?
C15 C14 H14 120.4 ?
C16 C15 C14 121.0(2) ?
C16 C15 H15 119.5 ?
C14 C15 H15 119.5 ?
C15 C16 C11 120.2(2) ?
C15 C16 H16 119.9 ?
C11 C16 H16 119.9 ?
O4 C17 C18 106.92(17) ?
O4 C17 H17A 110.3 ?
C18 C17 H17A 110.3 ?
O4 C17 H17B 110.3 ?
C18 C17 H17B 110.3 ?
H17A C17 H17B 108.6 ?
C23 C18 C19 120.2(2) ?
C23 C18 C17 118.1(2) ?
C19 C18 C17 121.6(2) ?
C20 C19 C18 119.6(2) ?
C20 C19 H19 120.2 ?
C18 C19 H19 120.2 ?
C19 C20 C21 120.1(2) ?
C19 C20 H20 119.9 ?
C21 C20 H20 119.9 ?
C22 C21 C20 120.0(2) ?
C22 C21 H21 120.0 ?
C20 C21 H21 120.0 ?
C21 C22 C23 120.0(2) ?
C21 C22 H22 120.0 ?
C23 C22 H22 120.0 ?
C18 C23 C22 120.0(2) ?
C18 C23 H23 120.0 ?
C22 C23 H23 120.0 ?
C2' C1' O1' 124.1(2) ?
C2' C1' H1' 117.9 ?
O1' C1' H1' 117.9 ?
C1' C2' C3' 122.1(2) ?
C1' C2' H2' 119.0 ?
C3' C2' H2' 119.0 ?
O2' C3' C2' 121.3(2) ?
O2' C3' C4' 125.3(2) ?
C2' C3' C4' 113.4(2) ?
C9' C4' C5' 117.2(2) ?
C9' C4' C3' 118.8(2) ?
C5' C4' C3' 124.0(2) ?
O3' C5' C6' 123.5(2) ?
O3' C5' C4' 116.4(2) ?
C6' C5' C4' 120.1(2) ?
C7' C6' C5' 120.3(2) ?
C7' C6' H6' 119.8 ?
C5' C6' H6' 119.8 ?
O4' C7' C6' 115.0(2) ?
O4' C7' C8' 123.6(2) ?
C6' C7' C8' 121.4(2) ?
C7' C8' C9' 116.8(2) ?
C7' C8' H8' 121.6 ?
C9' C8' H8' 121.6 ?
O1' C9' C4' 123.1(2) ?
O1' C9' C8' 112.8(2) ?
C4' C9' C8' 124.1(2) ?
O3' C10' C11' 107.92(19) ?
O3' C10' H10C 110.1 ?
C11' C10' H10C 110.1 ?
O3' C10' H10D 110.1 ?
C11' C10' H10D 110.1 ?
H10C C10' H10D 108.4 ?
C12' C11' C16' 120.1(2) ?
C12' C11' C10' 121.7(2) ?
C16' C11' C10' 118.3(2) ?
C11' C12' C13' 120.4(2) ?
C11' C12' H12' 119.8 ?
C13' C12' H12' 119.8 ?
C14' C13' C12' 118.8(2) ?
C14' C13' H13' 120.6 ?
C12' C13' H13' 120.6 ?
C15' C14' C13' 120.4(2) ?
C15' C14' H14' 119.8 ?
C13' C14' H14' 119.8 ?
C16' C15' C14' 121.5(2) ?
C16' C15' H15' 119.2 ?
C14' C15' H15' 119.2 ?
C15' C16' C11' 118.8(3) ?
C15' C16' H16' 120.6 ?
C11' C16' H16' 120.6 ?
O4' C17' C18' 107.88(19) ?
O4' C17' H17C 110.1 ?
C18' C17' H17C 110.1 ?
O4' C17' H17D 110.1 ?
C18' C17' H17D 110.1 ?
H17C C17' H17D 108.4 ?
C19' C18' C23' 120.5(2) ?
C19' C18' C17' 119.4(2) ?
C23' C18' C17' 119.9(2) ?
C18' C19' C20' 118.1(2) ?
C18' C19' H19' 121.0 ?
C20' C19' H19' 121.0 ?
C21' C20' C19' 121.4(3) ?
C21' C20' H20' 119.3 ?
C19' C20' H20' 119.3 ?
C22' C21' C20' 120.1(2) ?
C22' C21' H21' 120.0 ?
C20' C21' H21' 120.0 ?
C21' C22' C23' 120.8(2) ?
C21' C22' H22' 119.6 ?
C23' C22' H22' 119.6 ?
C18' C23' C22' 119.0(2) ?
C18' C23' H23' 120.5 ?
C22' C23' H23' 120.5 ?
C1 O1 C9 118.3(2) ?
C5 O3 C10 119.9(2) yes
C7 O4 C17 115.7(2) yes
C1' O1' C9' 118.4(2) yes
C5' O3' C10' 119.9(2) yes
C7' O4' C17' 117.4(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.304(3) ?
C1 O1 1.363(3) ?
C1 H1 0.930 ?
C2 C3 1.440(3) ?
C2 H2 0.930 ?
C3 O2 1.220(3) yes
C3 C4 1.478(3) ?
C4 C9 1.393(3) ?
C4 C5 1.416(3) ?
C5 O3 1.352(3) yes
C5 C6 1.361(3) ?
C6 C7 1.394(3) ?
C6 H6 0.930 ?
C7 O4 1.352(3) yes
C7 C8 1.383(3) ?
C8 C9 1.380(3) ?
C8 H8 0.930 ?
C9 O1 1.372(3) ?
C10 O3 1.427(3) ?
C10 C11 1.488(3) ?
C10 H10A 0.970 ?
C10 H10B 0.970 ?
C11 C16 1.384(3) ?
C11 C12 1.394(3) ?
C12 C13 1.393(3) ?
C12 H12 0.930 ?
C13 C14 1.360(3) ?
C13 H13 0.930 ?
C14 C15 1.394(4) ?
C14 H14 0.930 ?
C15 C16 1.369(3) ?
C15 H15 0.930 ?
C16 H16 0.930 ?
C17 O4 1.452(3) ?
C17 C18 1.511(3) ?
C17 H17A 0.970 ?
C17 H17B 0.970 ?
C18 C23 1.384(3) ?
C18 C19 1.393(3) ?
C19 C20 1.389(3) ?
C19 H19 0.930 ?
C20 C21 1.391(4) ?
C20 H20 0.930 ?
C21 C22 1.385(3) ?
C21 H21 0.930 ?
C22 C23 1.391(3) ?
C22 H22 0.930 ?
C23 H23 0.930 ?
C1' C2' 1.316(3) ?
C1' O1' 1.339(3) ?
C1' H1' 0.930 ?
C2' C3' 1.454(3) ?
C2' H2' 0.930 ?
C3' O2' 1.211(3) yes
C3' C4' 1.486(3) ?
C4' C9' 1.376(3) ?
C4' C5' 1.403(3) ?
C5' O3' 1.330(3) yes
C5' C6' 1.392(3) ?
C6' C7' 1.375(3) ?
C6' H6' 0.930 ?
C7' O4' 1.347(3) yes
C7' C8' 1.383(3) ?
C8' C9' 1.393(3) ?
C8' H8' 0.930 ?
C9' O1' 1.368(3) ?
C10' O3' 1.427(3) ?
C10' C11' 1.494(3) ?
C10' H10C 0.970 ?
C10' H10D 0.970 ?
C11' C12' 1.383(3) ?
C11' C16' 1.391(3) ?
C12' C13' 1.394(3) ?
C12' H12' 0.930 ?
C13' C14' 1.378(4) ?
C13' H13' 0.930 ?
C14' C15' 1.374(4) ?
C14' H14' 0.930 ?
C15' C16' 1.367(3) ?
C15' H15' 0.930 ?
C16' H16' 0.930 ?
C17' O4' 1.440(3) ?
C17' C18' 1.492(3) ?
C17' H17C 0.970 ?
C17' H17D 0.970 ?
C18' C19' 1.379(4) ?
C18' C23' 1.382(3) ?
C19' C20' 1.394(3) ?
C19' H19' 0.930 ?
C20' C21' 1.356(4) ?
C20' H20' 0.930 ?
C21' C22' 1.346(4) ?
C21' H21' 0.930 ?
C22' C23' 1.392(3) ?
C22' H22' 0.930 ?
C23' H23' 0.930 ?
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 H12 O2 . 0.93 2.55 3.462(3) 167 yes
C12 H12 O3 . 0.93 2.30 2.648(3) 102 yes
C12' H12' O2' . 0.93 2.58 3.494(3) 169 yes
C12' H12' O3' . 0.93 2.30 2.665(3) 103 yes
C1 H1 O3' 2_575 0.93 2.58 3.508(3) 173 yes
C1' H1' O3 2_675 0.93 2.53 3.439(3) 165 yes
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
O1 C1 C2 C3 -1.8(4) ?
C1 C2 C3 O2 -174.9(2) ?
C1 C2 C3 C4 2.5(3) ?
O2 C3 C4 C9 174.9(2) ?
C2 C3 C4 C9 -2.4(3) ?
O2 C3 C4 C5 -4.7(4) ?
C2 C3 C4 C5 178.1(2) ?
C9 C4 C5 O3 179.70(19) ?
C3 C4 C5 O3 -0.7(3) ?
C9 C4 C5 C6 -0.4(3) ?
C3 C4 C5 C6 179.2(2) ?
O3 C5 C6 C7 -179.3(2) ?
C4 C5 C6 C7 0.8(3) ?
C5 C6 C7 O4 178.8(2) ?
C5 C6 C7 C8 -2.2(3) ?
O4 C7 C8 C9 -178.0(2) ?
C6 C7 C8 C9 3.1(3) ?
C7 C8 C9 O1 177.27(19) ?
C7 C8 C9 C4 -2.8(3) ?
C5 C4 C9 O1 -178.7(2) ?
C3 C4 C9 O1 1.7(3) ?
C5 C4 C9 C8 1.4(3) ?
C3 C4 C9 C8 -178.2(2) ?
O3 C10 C11 C16 178.4(2) ?
O3 C10 C11 C12 -2.5(3) yes
C16 C11 C12 C13 -1.0(4) ?
C10 C11 C12 C13 179.9(2) ?
C11 C12 C13 C14 0.2(4) ?
C12 C13 C14 C15 -0.1(4) ?
C13 C14 C15 C16 0.9(4) ?
C14 C15 C16 C11 -1.7(4) ?
C12 C11 C16 C15 1.7(4) ?
C10 C11 C16 C15 -179.2(2) ?
O4 C17 C18 C23 -107.2(2) ?
O4 C17 C18 C19 76.2(3) yes
C23 C18 C19 C20 -0.5(4) ?
C17 C18 C19 C20 175.9(2) ?
C18 C19 C20 C21 1.1(4) ?
C19 C20 C21 C22 -1.6(4) ?
C20 C21 C22 C23 1.4(4) ?
C19 C18 C23 C22 0.3(4) ?
C17 C18 C23 C22 -176.2(2) ?
C21 C22 C23 C18 -0.8(4) ?
O1' C1' C2' C3' 4.3(4) ?
C1' C2' C3' O2' 173.6(2) ?
C1' C2' C3' C4' -4.3(3) ?
O2' C3' C4' C9' -175.0(2) ?
C2' C3' C4' C9' 2.8(3) ?
O2' C3' C4' C5' 4.8(4) ?
C2' C3' C4' C5' -177.4(2) ?
C9' C4' C5' O3' 180.0(2) ?
C3' C4' C5' O3' 0.2(3) ?
C9' C4' C5' C6' 0.4(3) ?
C3' C4' C5' C6' -179.4(2) ?
O3' C5' C6' C7' 179.9(2) ?
C4' C5' C6' C7' -0.6(4) ?
C5' C6' C7' O4' -179.2(2) ?
C5' C6' C7' C8' 0.6(4) ?
O4' C7' C8' C9' 179.3(2) ?
C6' C7' C8' C9' -0.5(4) ?
C5' C4' C9' O1' 179.0(2) ?
C3' C4' C9' O1' -1.2(3) ?
C5' C4' C9' C8' -0.3(4) ?
C3' C4' C9' C8' 179.5(2) ?
C7' C8' C9' O1' -179.0(2) ?
C7' C8' C9' C4' 0.3(4) ?
O3' C10' C11' C12' 0.9(3) yes
O3' C10' C11' C16' -178.0(2) ?
C16' C11' C12' C13' -1.1(3) ?
C10' C11' C12' C13' -179.9(2) ?
C11' C12' C13' C14' 2.1(3) ?
C12' C13' C14' C15' -1.1(3) ?
C13' C14' C15' C16' -0.9(3) ?
C14' C15' C16' C11' 2.0(3) ?
C12' C11' C16' C15' -1.0(3) ?
C10' C11' C16' C15' 177.9(2) ?
O4' C17' C18' C19' 123.7(2) yes
O4' C17' C18' C23' -61.3(3) ?
C23' C18' C19' C20' 1.9(4) ?
C17' C18' C19' C20' 176.9(2) ?
C18' C19' C20' C21' 0.5(4) ?
C19' C20' C21' C22' -1.7(4) ?
C20' C21' C22' C23' 0.4(4) ?
C19' C18' C23' C22' -3.2(4) ?
C17' C18' C23' C22' -178.2(2) ?
C21' C22' C23' C18' 2.0(4) ?
C2 C1 O1 C9 0.9(3) ?
C8 C9 O1 C1 179.0(2) ?
C4 C9 O1 C1 -0.9(3) ?
C6 C5 O3 C10 2.7(3) ?
C4 C5 O3 C10 -177.34(19) ?
C11 C10 O3 C5 173.06(18) ?
C8 C7 O4 C17 4.3(3) ?
C6 C7 O4 C17 -176.71(19) ?
C18 C17 O4 C7 172.48(19) ?
C2' C1' O1' C9' -2.3(4) ?
C4' C9' O1' C1' 0.8(3) ?
C8' C9' O1' C1' -179.9(2) ?
C6' C5' O3' C10' -8.4(3) ?
C4' C5' O3' C10' 172.0(2) ?
C11' C10' O3' C5' -167.94(19) ?
C6' C7' O4' C17' 174.5(2) ?
C8' C7' O4' C17' -5.3(3) ?
C18' C17' O4' C7' -178.5(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24735064
