##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_global
_audit_creation_method     'from SHELXL-97 CIF and IUCr SHELXL97-template'
_journal_date_recd_electronic     2005-04-14
_journal_date_accepted     2005-04-21
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2005
_journal_volume     61
_journal_issue      5
_journal_page_first     o1520
_journal_page_last     o1522
_journal_paper_category     EO
_publ_contact_author_name     'Jin Long-Fei'
_publ_contact_author_address
;
 College of Chemistry
 Central China Normal University
 Wuhan 430079
 People's Republic of China
;
_publ_contact_author_email     jlf163@public.wh.hb.cn
_publ_contact_author_fax     '86 27 67867985'
_publ_contact_author_phone     '86-27-62812177'
_publ_section_title
;
Methyl 1-hydroxy-2-naphthoate
;
loop_
    _publ_author_name
    _publ_author_address
    'Jin, Long-Fei'
;
College of Chemistry
Central China Normal University
Wuhan 430079
People's Republic of China
;
    'Xiao, Feng-Ping'
;
College of Chemistry
Central China Normal University
Wuhan 430079
People's Republic of China
;
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
Methyl 1-hydroxy-2-naphthoate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C12 H10 O3'
_chemical_formula_sum     'C12 H10 O3'
_chemical_formula_iupac     'C12 H10 O3'
_chemical_formula_weight     202.20
_chemical_melting_point     ?
_symmetry_cell_setting     Triclinic
_symmetry_space_group_name_H-M     'P -1'
_symmetry_space_group_name_Hall     '-P 1'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     8.7325(11)
_cell_length_b     9.0677(12)
_cell_length_c     13.6287(17)
_cell_angle_alpha     98.410(2)
_cell_angle_beta     108.229(2)
_cell_angle_gamma     102.689(2)
_cell_volume     972.7(2)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     1216
_cell_measurement_theta_min     2.4
_cell_measurement_theta_max     24.4
_cell_measurement_temperature     292(2)
_exptl_crystal_description     prism
_exptl_crystal_colour     yellow
_exptl_crystal_size_max     0.30
_exptl_crystal_size_mid     0.20
_exptl_crystal_size_min     0.10
_exptl_crystal_density_diffrn     1.381
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     424
_exptl_absorpt_coefficient_mu     0.099
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_correction_T_min     0.971
_exptl_absorpt_correction_T_max     0.990
_exptl_special_details
;
;
_diffrn_ambient_temperature     292(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker SMART CCD area-detector'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     5729
_diffrn_reflns_av_R_equivalents     0.019
_diffrn_reflns_av_sigmaI/netI     0.043
_diffrn_reflns_theta_min     1.6
_diffrn_reflns_theta_max     27.0
_diffrn_reflns_theta_full     27.0
_diffrn_measured_fraction_theta_max     0.968
_diffrn_measured_fraction_theta_full     0.968
_diffrn_reflns_limit_h_min     -10
_diffrn_reflns_limit_h_max     11
_diffrn_reflns_limit_k_min     -11
_diffrn_reflns_limit_k_max     11
_diffrn_reflns_limit_l_min     -17
_diffrn_reflns_limit_l_max     11
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0
_refine_special_details
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_reflns_number_total     4115
_reflns_number_gt     2602
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.106
_refine_ls_R_factor_gt     0.068
_refine_ls_wR_factor_gt     0.179
_refine_ls_wR_factor_ref     0.216
_refine_ls_goodness_of_fit_ref     1.04
_refine_ls_restrained_S_all     1.04
_refine_ls_number_reflns     4115
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
          'w = 1/[σ²(Fo²)+(0.0941P)²+0.2807P] where P = (Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.17
_refine_diff_density_min     -0.20
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
_computing_data_collection     'SMART (Bruker, 2001)'
_computing_cell_refinement     'SAINT-Plus (Bruker, 2001)'
_computing_data_reduction     'SAINT-Plus'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'SHELXTL (Bruker, 2001)'
_computing_publication_material     'SHELXTL'
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
    C1 0.6693(3) 0.4240(3) 0.3988(2) 0.0533(7) Uani d . 1 . . C
    C2 0.7799(3) 0.4180(3) 0.4952(2) 0.0527(7) Uani d . 1 . . C
    C3 0.8241(4) 0.5424(4) 0.5846(2) 0.0621(8) Uani d . 1 . . C
    H3 0.8985 0.5397 0.6498 0.075 Uiso calc R 1 . . H
    C4 0.7601(4) 0.6638(4) 0.5764(2) 0.0658(8) Uani d . 1 . . C
    H4A 0.7903 0.7434 0.6362 0.079 Uiso calc R 1 . . H
    C5 0.6472(4) 0.6729(3) 0.4780(2) 0.0579(7) Uani d . 1 . . C
    C6 0.5791(4) 0.7991(4) 0.4655(3) 0.0713(9) Uani d . 1 . . C
    H6 0.6087 0.8809 0.5238 0.086 Uiso calc R 1 . . H
    C7 0.4713(4) 0.8040(4) 0.3701(3) 0.0766(10) Uani d . 1 . . C
    H7 0.4279 0.8885 0.3637 0.092 Uiso calc R 1 . . H
    C8 0.4258(4) 0.6815(4) 0.2816(3) 0.0700(9) Uani d . 1 . . C
    H8 0.3516 0.6851 0.2165 0.084 Uiso calc R 1 . . H
    C9 0.4880(4) 0.5590(4) 0.2894(2) 0.0612(8) Uani d . 1 . . C
    H9 0.4562 0.4786 0.2298 0.073 Uiso calc R 1 . . H
    C10 0.6012(3) 0.5508(3) 0.3873(2) 0.0519(7) Uani d . 1 . . C
    C11 0.8444(4) 0.2824(4) 0.5027(2) 0.0605(8) Uani d . 1 . . C
    C12 1.0149(5) 0.1567(4) 0.6133(3) 0.0802(10) Uani d . 1 . . C
    H12A 0.9237 0.0632 0.5906 0.120 Uiso calc R 1 . . H
    H12B 1.0805 0.1702 0.6868 0.120 Uiso calc R 1 . . H
    H12C 1.0845 0.1496 0.5715 0.120 Uiso calc R 1 . . H
    C13 0.0459(3) 0.7925(3) -0.0588(2) 0.0519(7) Uani d . 1 . . C
    C14 0.0306(3) 0.7756(3) 0.0374(2) 0.0497(6) Uani d . 1 . . C
    C15 0.1403(3) 0.8888(3) 0.1310(2) 0.0545(7) Uani d . 1 . . C
    H15 0.1300 0.8791 0.1958 0.065 Uiso calc R 1 . . H
    C16 0.2594(4) 1.0105(3) 0.1284(2) 0.0558(7) Uani d . 1 . . C
    H16 0.3295 1.0826 0.1910 0.067 Uiso calc R 1 . . H
    C17 0.2782(3) 1.0289(3) 0.0308(2) 0.0499(7) Uani d . 1 . . C
    C18 0.4012(4) 1.1525(3) 0.0250(2) 0.0613(8) Uani d . 1 . . C
    H18 0.4718 1.2266 0.0866 0.074 Uiso calc R 1 . . H
    C19 0.4187(4) 1.1658(4) -0.0692(3) 0.0674(8) Uani d . 1 . . C
    H19 0.5011 1.2486 -0.0713 0.081 Uiso calc R 1 . . H
    C20 0.3137(4) 1.0558(4) -0.1632(2) 0.0662(8) Uani d . 1 . . C
    H20 0.3270 1.0653 -0.2273 0.079 Uiso calc R 1 . . H
    C21 0.1929(4) 0.9358(4) -0.1605(2) 0.0613(8) Uani d . 1 . . C
    H21 0.1230 0.8639 -0.2233 0.074 Uiso calc R 1 . . H
    C22 0.1709(3) 0.9176(3) -0.0643(2) 0.0499(7) Uani d . 1 . . C
    C23 -0.0972(4) 0.6446(3) 0.0394(2) 0.0579(7) Uani d . 1 . . C
    C24 -0.2277(4) 0.5154(4) 0.1440(3) 0.0798(10) Uani d . 1 . . C
    H24A -0.3361 0.5284 0.1087 0.120 Uiso calc R 1 . . H
    H24B -0.2113 0.5188 0.2174 0.120 Uiso calc R 1 . . H
    H24C -0.2215 0.4170 0.1109 0.120 Uiso calc R 1 . . H
    H1 0.649(4) 0.239(4) 0.332(3) 0.070(11) Uiso d . 1 . . H
    H4 -0.118(4) 0.611(4) -0.133(3) 0.080(11) Uiso d . 1 . . H
    O1 0.6205(3) 0.3106(3) 0.30983(16) 0.0746(7) Uani d . 1 . . O
    O2 0.8082(3) 0.1719(2) 0.42887(17) 0.0792(7) Uani d . 1 . . O
    O3 0.9481(3) 0.2890(3) 0.59974(15) 0.0706(6) Uani d . 1 . . O
    O4 -0.0550(3) 0.6922(3) -0.15189(15) 0.0684(6) Uani d . 1 . . O
    O5 -0.1979(3) 0.5465(2) -0.03919(17) 0.0748(7) Uani d . 1 . . O
    O6 -0.0991(3) 0.6385(2) 0.13637(16) 0.0683(6) Uani d . 1 . . O
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
    C1 O1 . 1.352(3) yes
    C1 C2 . 1.383(4) ?
    C1 C10 . 1.413(4) ?
    C2 C3 . 1.420(4) ?
    C2 C11 . 1.465(4) yes
    C3 C4 . 1.343(4) ?
    C3 H3 . 0.9300 ?
    C4 C5 . 1.420(4) ?
    C4 H4A . 0.9300 ?
    C5 C6 . 1.408(4) ?
    C5 C10 . 1.417(4) ?
    C6 C7 . 1.359(4) ?
    C6 H6 . 0.9300 ?
    C7 C8 . 1.401(4) ?
    C7 H7 . 0.9300 ?
    C8 C9 . 1.344(4) ?
    C8 H8 . 0.9300 ?
    C9 C10 . 1.414(4) ?
    C9 H9 . 0.9300 ?
    C11 O2 . 1.218(3) yes
    C11 O3 . 1.333(3) yes
    C12 O3 . 1.455(4) yes
    C12 H12A . 0.9600 ?
    C12 H12B . 0.9600 ?
    C12 H12C . 0.9600 ?
    C13 O4 . 1.351(3) yes
    C13 C14 . 1.385(4) ?
    C13 C22 . 1.420(4) ?
    C14 C15 . 1.422(4) ?
    C14 C23 . 1.450(4) yes
    C15 C16 . 1.353(4) ?
    C15 H15 . 0.9300 ?
    C16 C17 . 1.418(4) ?
    C16 H16 . 0.9300 ?
    C17 C18 . 1.403(4) ?
    C17 C22 . 1.421(3) ?
    C18 C19 . 1.359(4) ?
    C18 H18 . 0.9300 ?
    C19 C20 . 1.403(4) ?
    C19 H19 . 0.9300 ?
    C20 C21 . 1.352(4) ?
    C20 H20 . 0.9300 ?
    C21 C22 . 1.412(4) ?
    C21 H21 . 0.9300 ?
    C23 O5 . 1.225(3) yes
    C23 O6 . 1.336(3) yes
    C24 O6 . 1.440(4) yes
    C24 H24A . 0.9600 ?
    C24 H24B . 0.9600 ?
    C24 H24C . 0.9600 ?
    O1 H1 . 0.81(3) ?
    O4 H4 . 0.94(3) ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    O1 C1 C2 . . 122.6(3) yes
    O1 C1 C10 . . 115.8(2) ?
    C2 C1 C10 . . 121.6(2) ?
    C1 C2 C3 . . 118.7(3) ?
    C1 C2 C11 . . 119.2(2) ?
    C3 C2 C11 . . 122.1(3) ?
    C4 C3 C2 . . 121.1(3) ?
    C4 C3 H3 . . 119.5 ?
    C2 C3 H3 . . 119.5 ?
    C3 C4 C5 . . 121.2(3) ?
    C3 C4 H4A . . 119.4 ?
    C5 C4 H4A . . 119.4 ?
    C6 C5 C10 . . 117.8(3) ?
    C6 C5 C4 . . 123.1(3) ?
    C10 C5 C4 . . 119.1(3) ?
    C7 C6 C5 . . 121.6(3) ?
    C7 C6 H6 . . 119.2 ?
    C5 C6 H6 . . 119.2 ?
    C6 C7 C8 . . 119.8(3) ?
    C6 C7 H7 . . 120.1 ?
    C8 C7 H7 . . 120.1 ?
    C9 C8 C7 . . 120.8(3) ?
    C9 C8 H8 . . 119.6 ?
    C7 C8 H8 . . 119.6 ?
    C8 C9 C10 . . 120.7(3) ?
    C8 C9 H9 . . 119.7 ?
    C10 C9 H9 . . 119.7 ?
    C1 C10 C9 . . 122.4(3) ?
    C1 C10 C5 . . 118.4(3) ?
    C9 C10 C5 . . 119.2(3) ?
    O2 C11 O3 . . 121.8(3) yes
    O2 C11 C2 . . 124.5(3) yes
    O3 C11 C2 . . 113.7(3) ?
    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 ?
    O4 C13 C14 . . 122.6(3) yes
    O4 C13 C22 . . 116.2(3) ?
    C14 C13 C22 . . 121.2(2) ?
    C13 C14 C15 . . 118.6(3) ?
    C13 C14 C23 . . 119.3(2) ?
    C15 C14 C23 . . 122.2(3) ?
    C16 C15 C14 . . 121.7(3) ?
    C16 C15 H15 . . 119.1 ?
    C14 C15 H15 . . 119.1 ?
    C15 C16 C17 . . 120.5(2) ?
    C15 C16 H16 . . 119.7 ?
    C17 C16 H16 . . 119.7 ?
    C18 C17 C16 . . 122.2(3) ?
    C18 C17 C22 . . 118.6(3) ?
    C16 C17 C22 . . 119.2(3) ?
    C19 C18 C17 . . 121.0(3) ?
    C19 C18 H18 . . 119.5 ?
    C17 C18 H18 . . 119.5 ?
    C18 C19 C20 . . 120.6(3) ?
    C18 C19 H19 . . 119.7 ?
    C20 C19 H19 . . 119.7 ?
    C21 C20 C19 . . 119.9(3) ?
    C21 C20 H20 . . 120.1 ?
    C19 C20 H20 . . 120.1 ?
    C20 C21 C22 . . 121.3(3) ?
    C20 C21 H21 . . 119.4 ?
    C22 C21 H21 . . 119.4 ?
    C21 C22 C13 . . 122.6(2) ?
    C21 C22 C17 . . 118.7(3) ?
    C13 C22 C17 . . 118.7(2) ?
    O5 C23 O6 . . 121.1(3) yes
    O5 C23 C14 . . 124.8(3) yes
    O6 C23 C14 . . 114.2(2) ?
    O6 C24 H24A . . 109.5 ?
    O6 C24 H24B . . 109.5 ?
    H24A C24 H24B . . 109.5 ?
    O6 C24 H24C . . 109.5 ?
    H24A C24 H24C . . 109.5 ?
    H24B C24 H24C . . 109.5 ?
    C1 O1 H1 . . 103(2) ?
    C11 O3 C12 . . 116.6(2) yes
    C13 O4 H4 . . 105(2) ?
    C23 O6 C24 . . 117.2(2) 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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    O1 C1 C2 C3 . . . . -179.9(3) ?
    C10 C1 C2 C3 . . . . 0.5(4) ?
    O1 C1 C2 C11 . . . . -1.4(4) ?
    C10 C1 C2 C11 . . . . 179.0(2) ?
    C1 C2 C3 C4 . . . . 0.1(4) ?
    C11 C2 C3 C4 . . . . -178.3(3) ?
    C2 C3 C4 C5 . . . . -0.5(5) ?
    C3 C4 C5 C6 . . . . -179.0(3) ?
    C3 C4 C5 C10 . . . . 0.3(5) ?
    C10 C5 C6 C7 . . . . 0.7(5) ?
    C4 C5 C6 C7 . . . . 180.0(3) ?
    C5 C6 C7 C8 . . . . 0.0(5) ?
    C6 C7 C8 C9 . . . . -0.3(5) ?
    C7 C8 C9 C10 . . . . -0.1(5) ?
    O1 C1 C10 C9 . . . . 0.4(4) ?
    C2 C1 C10 C9 . . . . -180.0(3) ?
    O1 C1 C10 C5 . . . . 179.7(2) yes
    C2 C1 C10 C5 . . . . -0.8(4) ?
    C8 C9 C10 C1 . . . . -180.0(3) ?
    C8 C9 C10 C5 . . . . 0.8(4) ?
    C6 C5 C10 C1 . . . . 179.7(3) ?
    C4 C5 C10 C1 . . . . 0.4(4) ?
    C6 C5 C10 C9 . . . . -1.1(4) ?
    C4 C5 C10 C9 . . . . 179.6(3) ?
    C1 C2 C11 O2 . . . . 0.4(5) ?
    C3 C2 C11 O2 . . . . 178.8(3) yes
    C1 C2 C11 O3 . . . . -179.2(2) ?
    C3 C2 C11 O3 . . . . -0.8(4) ?
    O4 C13 C14 C15 . . . . -178.7(2) ?
    C22 C13 C14 C15 . . . . 1.6(4) ?
    O4 C13 C14 C23 . . . . 0.7(4) ?
    C22 C13 C14 C23 . . . . -179.0(2) ?
    C13 C14 C15 C16 . . . . -0.7(4) ?
    C23 C14 C15 C16 . . . . 179.8(2) ?
    C14 C15 C16 C17 . . . . 0.1(4) ?
    C15 C16 C17 C18 . . . . -179.4(3) ?
    C15 C16 C17 C22 . . . . -0.3(4) ?
    C16 C17 C18 C19 . . . . 178.7(3) ?
    C22 C17 C18 C19 . . . . -0.4(4) ?
    C17 C18 C19 C20 . . . . 0.1(4) ?
    C18 C19 C20 C21 . . . . 0.5(5) ?
    C19 C20 C21 C22 . . . . -0.6(4) ?
    C20 C21 C22 C13 . . . . -179.7(3) ?
    C20 C21 C22 C17 . . . . 0.3(4) ?
    O4 C13 C22 C21 . . . . -1.5(4) ?
    C14 C13 C22 C21 . . . . 178.2(2) ?
    O4 C13 C22 C17 . . . . 178.5(2) yes
    C14 C13 C22 C17 . . . . -1.7(4) ?
    C18 C17 C22 C21 . . . . 0.2(4) ?
    C16 C17 C22 C21 . . . . -178.9(2) ?
    C18 C17 C22 C13 . . . . -179.8(2) ?
    C16 C17 C22 C13 . . . . 1.1(4) ?
    C13 C14 C23 O5 . . . . -1.6(4) ?
    C15 C14 C23 O5 . . . . 177.8(3) yes
    C13 C14 C23 O6 . . . . 179.0(2) ?
    C15 C14 C23 O6 . . . . -1.6(4) ?
    O2 C11 O3 C12 . . . . -0.6(4) ?
    C2 C11 O3 C12 . . . . 179.0(3) yes
    O5 C23 O6 C24 . . . . -2.1(4) ?
    C14 C23 O6 C24 . . . . 177.2(2) yes
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
    O1 H1 O2 . 0.81(3) 1.87(3) 2.596(3) 149(3) yes
    O4 H4 O5 . 0.94(3) 1.74(3) 2.594(3) 149(3) yes
