##############################################################################
###                                                                        ###
###        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/  #
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#            Copyright International Union of Crystallography                #
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##############################################################################
                                             
data_global
_audit_creation_method     'from SHELXL97 CIF and IUCr SHELXL97-template'
_journal_date_recd_electronic     2007-09-07
_journal_date_accepted     2007-09-14
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2007
_journal_volume     63
_journal_issue     10
_journal_page_first     o4120
_journal_page_last     o4120
_journal_paper_category     QO
_journal_coeditor_code     IS2207
_publ_contact_author_name     'Prof. Noriyuki Yonezawa'
_publ_contact_author_address
;
Department of Organic and Polymer Materials Chemistry
Tokyo University of Agriculture & Technology
Koganei
Tokyo 184-8588
Japan
;
_publ_contact_author_email     'yonezawa@cc.tuat.ac.jp'
_publ_contact_author_fax     '+81-42-388-7291'
_publ_contact_author_phone     '+81-42-388-7053'
_publ_section_title
;
1,8-Bis(4-chlorobenzoyl)-2,7-dimethoxynaphthalene
;
loop_
    _publ_author_name
    _publ_author_address
    'Nakaema, Kosuke'
;
    Department of Organic and Polymer Materials Chemistry
    Tokyo University of Agriculture and Technology
    Koganei
    Tokyo 184-8588
    Japan
;
    'Okamoto, Akiko'
;
    Department of Organic and Polymer Materials Chemistry
    Tokyo University of Agriculture and Technology
    Koganei
    Tokyo 184-8588
    Japan
;
    'Noguchi, Keiichi'
;
    Instrumentation Analysis Center
    Tokyo University of Agriculture and Technology
    Koganei
    Tokyo 184-8588
    Japan
;
    'Yonezawa, Noriyuki'
;
    Department of Organic and Polymer Materials Chemistry
    Tokyo University of Agriculture and Technology
    Koganei
    Tokyo 184-8588
    Japan
;
data_I
_chemical_name_systematic
;
 1,8-Bis(4-chlorobenzoyl)-2,7-dimethoxynaphthalene
;
_chemical_name_common     ?
_chemical_formula_moiety     'C26 H18 Cl2 O4'
_chemical_formula_sum     'C26 H18 Cl2 O4'
_chemical_formula_iupac     'C26 H18 Cl2 O4'
_chemical_formula_weight     465.30
_chemical_melting_point     '489-490'
_symmetry_cell_setting     orthorhombic
_symmetry_space_group_name_H-M     'P n a 21'
_symmetry_space_group_name_Hall     'P 2c -2n'
loop_
    _symmetry_equiv_pos_site_id
    _symmetry_equiv_pos_as_xyz
    1 'x, y, z'
    2 '-x+1/2, y+1/2, z+1/2'
    3 'x+1/2, -y+1/2, z'
    4 '-x, -y, z+1/2'
_cell_length_a     20.3750(12)
_cell_length_b     13.3513(8)
_cell_length_c     7.7876(5)
_cell_angle_alpha     90.00
_cell_angle_beta     90.00
_cell_angle_gamma     90.00
_cell_volume     2118.5(2)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     31902
_cell_measurement_theta_min     3.3
_cell_measurement_theta_max     68.2
_cell_measurement_temperature     223
_exptl_crystal_description     'platelet'
_exptl_crystal_colour     'colorless'
_exptl_crystal_size_max     0.40
_exptl_crystal_size_mid     0.20
_exptl_crystal_size_min     0.10
_exptl_crystal_density_diffrn     1.459
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     960
_exptl_absorpt_coefficient_mu     3.030
_exptl_absorpt_correction_type     numerical
_exptl_absorpt_process_details
;
(NUMABS; Higashi, 1999)
;
_exptl_absorpt_correction_T_min     0.469
_exptl_absorpt_correction_T_max     0.739
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     223
_diffrn_radiation_type     CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_source     'rotating anode'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Rigaku R-AXIS RAPID'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     10.00
_diffrn_reflns_number     32358
_diffrn_reflns_av_R_equivalents     0.0390
_diffrn_reflns_av_sigmaI/netI     0.0236
_diffrn_reflns_theta_min     3.96
_diffrn_reflns_theta_max     68.18
_diffrn_reflns_theta_full     68.18
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -24
_diffrn_reflns_limit_h_max     24
_diffrn_reflns_limit_k_min     -16
_diffrn_reflns_limit_k_max     16
_diffrn_reflns_limit_l_min     -9
_diffrn_reflns_limit_l_max     9
_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     3800
_reflns_number_gt     3554
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0298
_refine_ls_R_factor_gt     0.0278
_refine_ls_wR_factor_gt     0.0728
_refine_ls_wR_factor_ref     0.0749
_refine_ls_goodness_of_fit_ref     1.078
_refine_ls_restrained_S_all     1.078
_refine_ls_number_reflns     3800
_refine_ls_number_parameters     291
_refine_ls_number_restraints     3
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0468P)²+0.0953P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.117
_refine_diff_density_min     -0.197
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
_refine_ls_abs_structure_details     'Flack (1983), 1700 Friedel pairs'
_refine_ls_abs_structure_Flack     0.006(10)
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0181 0.0091
                         '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'
    'Cl' 'Cl' 0.3639 0.7018
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0492 0.0322
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'PROCESS-AUTO (Rigaku, 1998)'
_computing_cell_refinement     'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction     'CrystalStructure (Rigaku/MSC, 2004)'
_computing_structure_solution     'SIR92 (Altomare et al.,  1994)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'ORTEPIII (Burnett & Johnson, 1996)'
_computing_publication_material     'SHELXL97 (Sheldrick, 1997)'
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
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Cl Cl1 0.32552(2) 0.90210(4) 1.19556(7) 0.05618(15) Uani d . 1 . .
    Cl Cl2 0.29868(3) 0.63123(4) 0.00821(7) 0.05820(15) Uani d . 1 . .
    O O1 0.14460(6) 0.88124(9) 0.48055(16) 0.0385(3) Uani d . 1 . .
    O O2 0.13748(6) 0.67260(10) 0.75073(16) 0.0441(3) Uani d . 1 . .
    O O3 0.06248(6) 1.04973(10) 0.73866(19) 0.0556(4) Uani d . 1 . .
    O O4 0.03508(6) 0.53236(10) 0.4943(2) 0.0584(4) Uani d U 1 . .
    C C1 0.05413(8) 0.88005(13) 0.6674(2) 0.0378(4) Uani d . 1 . .
    C C2 0.02311(9) 0.96871(15) 0.7127(2) 0.0453(4) Uani d . 1 . .
    C C3 -0.04597(10) 0.97323(18) 0.7289(3) 0.0558(5) Uani d U 1 . .
    H H3 -0.0665 1.0325 0.7659 0.067 Uiso calc R 1 . .
    C C4 -0.08219(9) 0.89153(18) 0.6905(3) 0.0584(6) Uani d U 1 . .
    H H4 -0.1281 0.8956 0.6987 0.070 Uiso calc R 1 . .
    C C5 -0.05357(9) 0.80051(17) 0.6387(3) 0.0486(5) Uani d . 1 . .
    C C6 -0.09200(10) 0.7168(2) 0.5924(3) 0.0604(6) Uani d . 1 . .
    H H6 -0.1380 0.7223 0.5973 0.073 Uiso calc R 1 . .
    C C7 -0.06547(10) 0.62956(19) 0.5416(3) 0.0589(6) Uani d . 1 . .
    H H7 -0.0927 0.5758 0.5096 0.071 Uiso calc R 1 . .
    C C8 0.00361(10) 0.61901(15) 0.5364(3) 0.0466(5) Uani d U 1 . .
    C C9 0.04402(8) 0.69843(14) 0.5811(2) 0.0385(4) Uani d . 1 . .
    C C10 0.01669(8) 0.79240(15) 0.6304(2) 0.0390(4) Uani d . 1 . .
    C C11 0.12709(8) 0.88543(12) 0.6302(2) 0.0338(4) Uani d . 1 . .
    C C12 0.17524(8) 0.89343(12) 0.7723(2) 0.0320(4) Uani d . 1 . .
    C C13 0.15574(9) 0.89425(13) 0.9437(2) 0.0382(4) Uani d . 1 . .
    H H13 0.1108 0.8925 0.9708 0.046 Uiso calc R 1 . .
    C C14 0.20150(9) 0.89768(14) 1.0747(3) 0.0399(4) Uani d . 1 . .
    H H14 0.1882 0.8985 1.1903 0.048 Uiso calc R 1 . .
    C C15 0.26734(9) 0.89991(12) 1.0318(2) 0.0374(4) Uani d . 1 . .
    C C16 0.28802(8) 0.89981(14) 0.8630(3) 0.0399(4) Uani d . 1 . .
    H H16 0.3330 0.9022 0.8368 0.048 Uiso calc R 1 . .
    C C17 0.24226(8) 0.89622(12) 0.7340(2) 0.0357(4) Uani d . 1 . .
    H H17 0.2561 0.8956 0.6188 0.043 Uiso calc R 1 . .
    C C18 0.11656(8) 0.67558(13) 0.6044(2) 0.0342(4) Uani d . 1 . .
    C C19 0.16038(8) 0.66156(12) 0.4552(2) 0.0337(4) Uani d . 1 . .
    C C20 0.22786(8) 0.65045(12) 0.4826(2) 0.0364(4) Uani d . 1 . .
    H H20 0.2443 0.6490 0.5953 0.044 Uiso calc R 1 . .
    C C21 0.27030(9) 0.64168(13) 0.3462(2) 0.0401(4) Uani d . 1 . .
    H H21 0.3157 0.6350 0.3650 0.048 Uiso calc R 1 . .
    C C22 0.24542(9) 0.64286(12) 0.1807(3) 0.0398(4) Uani d . 1 . .
    C C23 0.17872(10) 0.65289(15) 0.1491(2) 0.0443(5) Uani d . 1 . .
    H H23 0.1625 0.6528 0.0361 0.053 Uiso calc R 1 . .
    C C24 0.13658(9) 0.66302(13) 0.2872(2) 0.0389(4) Uani d . 1 . .
    H H24 0.0914 0.6710 0.2677 0.047 Uiso calc R 1 . .
    C C25 0.03606(12) 1.14600(16) 0.6982(3) 0.0600(6) Uani d . 1 . .
    H H25A 0.0703 1.1961 0.7074 0.072 Uiso calc R 1 . .
    H H25B 0.0010 1.1619 0.7779 0.072 Uiso calc R 1 . .
    H H25C 0.0189 1.1454 0.5820 0.072 Uiso calc R 1 . .
    C C26 -0.00149(13) 0.44196(19) 0.4806(4) 0.0782(8) Uani d . 1 . .
    H H26A 0.0282 0.3865 0.4595 0.094 Uiso calc R 1 . .
    H H26B -0.0324 0.4474 0.3862 0.094 Uiso calc R 1 . .
    H H26C -0.0253 0.4303 0.5866 0.094 Uiso calc R 1 . .
_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
    Cl1 C15 . 1.7412(18) ?
    Cl2 C22 . 1.734(2) ?
    O1 C11 . 1.220(2) ?
    O2 C18 . 1.217(2) ?
    O3 C2 . 1.362(2) ?
    O3 C25 . 1.429(2) ?
    O4 C8 . 1.363(3) ?
    O4 C26 . 1.423(2) ?
    C1 C2 . 1.388(2) ?
    C1 C10 . 1.426(3) ?
    C1 C11 . 1.516(2) ?
    C2 C3 . 1.414(3) ?
    C3 C4 . 1.350(3) ?
    C3 H3 . 0.9400 ?
    C4 C5 . 1.407(3) ?
    C4 H4 . 0.9400 ?
    C5 C6 . 1.412(3) ?
    C5 C10 . 1.437(2) ?
    C6 C7 . 1.343(3) ?
    C6 H6 . 0.9400 ?
    C7 C8 . 1.415(3) ?
    C7 H7 . 0.9400 ?
    C8 C9 . 1.387(2) ?
    C9 C10 . 1.425(3) ?
    C9 C18 . 1.520(2) ?
    C11 C12 . 1.482(2) ?
    C12 C13 . 1.393(3) ?
    C12 C17 . 1.398(2) ?
    C13 C14 . 1.383(3) ?
    C13 H13 . 0.9400 ?
    C14 C15 . 1.383(3) ?
    C14 H14 . 0.9400 ?
    C15 C16 . 1.380(3) ?
    C16 C17 . 1.372(3) ?
    C16 H16 . 0.9400 ?
    C17 H17 . 0.9400 ?
    C18 C19 . 1.477(2) ?
    C19 C24 . 1.395(2) ?
    C19 C20 . 1.399(2) ?
    C20 C21 . 1.375(2) ?
    C20 H20 . 0.9400 ?
    C21 C22 . 1.385(3) ?
    C21 H21 . 0.9400 ?
    C22 C23 . 1.387(3) ?
    C23 C24 . 1.383(3) ?
    C23 H23 . 0.9400 ?
    C24 H24 . 0.9400 ?
    C25 H25A . 0.9700 ?
    C25 H25B . 0.9700 ?
    C25 H25C . 0.9700 ?
    C26 H26A . 0.9700 ?
    C26 H26B . 0.9700 ?
    C26 H26C . 0.9700 ?
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
    C2 O3 C25 . . 117.40(15) ?
    C8 O4 C26 . . 119.47(17) ?
    C2 C1 C10 . . 120.50(16) ?
    C2 C1 C11 . . 117.05(16) ?
    C10 C1 C11 . . 121.65(15) ?
    O3 C2 C1 . . 116.56(15) ?
    O3 C2 C3 . . 122.62(18) ?
    C1 C2 C3 . . 120.8(2) ?
    C4 C3 C2 . . 119.31(19) ?
    C4 C3 H3 . . 120.3 ?
    C2 C3 H3 . . 120.3 ?
    C3 C4 C5 . . 122.32(18) ?
    C3 C4 H4 . . 118.8 ?
    C5 C4 H4 . . 118.8 ?
    C4 C5 C6 . . 121.82(18) ?
    C4 C5 C10 . . 119.40(19) ?
    C6 C5 C10 . . 118.8(2) ?
    C7 C6 C5 . . 122.58(18) ?
    C7 C6 H6 . . 118.7 ?
    C5 C6 H6 . . 118.7 ?
    C6 C7 C8 . . 119.7(2) ?
    C6 C7 H7 . . 120.2 ?
    C8 C7 H7 . . 120.2 ?
    O4 C8 C9 . . 115.48(16) ?
    O4 C8 C7 . . 124.01(18) ?
    C9 C8 C7 . . 120.5(2) ?
    C8 C9 C10 . . 120.58(17) ?
    C8 C9 C18 . . 116.99(17) ?
    C10 C9 C18 . . 121.61(15) ?
    C9 C10 C1 . . 124.59(15) ?
    C9 C10 C5 . . 117.88(17) ?
    C1 C10 C5 . . 117.51(17) ?
    O1 C11 C12 . . 121.52(15) ?
    O1 C11 C1 . . 117.82(15) ?
    C12 C11 C1 . . 120.65(15) ?
    C13 C12 C17 . . 118.88(17) ?
    C13 C12 C11 . . 121.81(15) ?
    C17 C12 C11 . . 119.27(16) ?
    C14 C13 C12 . . 121.00(17) ?
    C14 C13 H13 . . 119.5 ?
    C12 C13 H13 . . 119.5 ?
    C15 C14 C13 . . 118.47(18) ?
    C15 C14 H14 . . 120.8 ?
    C13 C14 H14 . . 120.8 ?
    C16 C15 C14 . . 121.74(17) ?
    C16 C15 Cl1 . . 119.31(14) ?
    C14 C15 Cl1 . . 118.96(15) ?
    C17 C16 C15 . . 119.36(16) ?
    C17 C16 H16 . . 120.3 ?
    C15 C16 H16 . . 120.3 ?
    C16 C17 C12 . . 120.55(17) ?
    C16 C17 H17 . . 119.7 ?
    C12 C17 H17 . . 119.7 ?
    O2 C18 C19 . . 121.37(15) ?
    O2 C18 C9 . . 117.32(16) ?
    C19 C18 C9 . . 121.27(15) ?
    C24 C19 C20 . . 119.07(16) ?
    C24 C19 C18 . . 121.70(16) ?
    C20 C19 C18 . . 119.17(15) ?
    C21 C20 C19 . . 120.62(17) ?
    C21 C20 H20 . . 119.7 ?
    C19 C20 H20 . . 119.7 ?
    C20 C21 C22 . . 119.20(17) ?
    C20 C21 H21 . . 120.4 ?
    C22 C21 H21 . . 120.4 ?
    C21 C22 C23 . . 121.61(18) ?
    C21 C22 Cl2 . . 119.40(15) ?
    C23 C22 Cl2 . . 118.99(16) ?
    C24 C23 C22 . . 118.69(17) ?
    C24 C23 H23 . . 120.7 ?
    C22 C23 H23 . . 120.7 ?
    C23 C24 C19 . . 120.79(17) ?
    C23 C24 H24 . . 119.6 ?
    C19 C24 H24 . . 119.6 ?
    O3 C25 H25A . . 109.5 ?
    O3 C25 H25B . . 109.5 ?
    H25A C25 H25B . . 109.5 ?
    O3 C25 H25C . . 109.5 ?
    H25A C25 H25C . . 109.5 ?
    H25B C25 H25C . . 109.5 ?
    O4 C26 H26A . . 109.5 ?
    O4 C26 H26B . . 109.5 ?
    H26A C26 H26B . . 109.5 ?
    O4 C26 H26C . . 109.5 ?
    H26A C26 H26C . . 109.5 ?
    H26B C26 H26C . . 109.5 ?
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
    C25 O3 C2 C1 . . . . 148.54(19) ?
    C25 O3 C2 C3 . . . . -30.9(3) ?
    C10 C1 C2 O3 . . . . -177.28(16) ?
    C11 C1 C2 O3 . . . . -7.3(3) ?
    C10 C1 C2 C3 . . . . 2.2(3) ?
    C11 C1 C2 C3 . . . . 172.14(17) ?
    O3 C2 C3 C4 . . . . 175.8(2) ?
    C1 C2 C3 C4 . . . . -3.6(3) ?
    C2 C3 C4 C5 . . . . 1.6(3) ?
    C3 C4 C5 C6 . . . . -177.4(2) ?
    C3 C4 C5 C10 . . . . 1.8(3) ?
    C4 C5 C6 C7 . . . . 179.5(2) ?
    C10 C5 C6 C7 . . . . 0.3(3) ?
    C5 C6 C7 C8 . . . . 1.2(3) ?
    C26 O4 C8 C9 . . . . 167.4(2) ?
    C26 O4 C8 C7 . . . . -10.5(3) ?
    C6 C7 C8 O4 . . . . 176.9(2) ?
    C6 C7 C8 C9 . . . . -0.9(3) ?
    O4 C8 C9 C10 . . . . -178.93(17) ?
    C7 C8 C9 C10 . . . . -0.9(3) ?
    O4 C8 C9 C18 . . . . -9.1(3) ?
    C7 C8 C9 C18 . . . . 168.87(18) ?
    C8 C9 C10 C1 . . . . -175.68(19) ?
    C18 C9 C10 C1 . . . . 15.0(3) n
    C8 C9 C10 C5 . . . . 2.4(3) ?
    C18 C9 C10 C5 . . . . -166.91(16) ?
    C2 C1 C10 C9 . . . . 179.28(17) ?
    C11 C1 C10 C9 . . . . 9.8(3) n
    C2 C1 C10 C5 . . . . 1.2(3) ?
    C11 C1 C10 C5 . . . . -168.31(16) ?
    C4 C5 C10 C9 . . . . 178.65(17) ?
    C6 C5 C10 C9 . . . . -2.1(3) ?
    C4 C5 C10 C1 . . . . -3.1(3) ?
    C6 C5 C10 C1 . . . . 176.11(17) ?
    C2 C1 C11 O1 . . . . -104.9(2) ?
    C10 C1 C11 O1 . . . . 64.9(2) n
    C2 C1 C11 C12 . . . . 76.3(2) n
    C10 C1 C11 C12 . . . . -113.86(19) ?
    O1 C11 C12 C13 . . . . -177.41(16) n
    C1 C11 C12 C13 . . . . 1.3(2) n
    O1 C11 C12 C17 . . . . 0.0(2) n
    C1 C11 C12 C17 . . . . 178.72(15) ?
    C17 C12 C13 C14 . . . . -0.1(2) ?
    C11 C12 C13 C14 . . . . 177.36(16) ?
    C12 C13 C14 C15 . . . . -0.2(3) ?
    C13 C14 C15 C16 . . . . 0.7(3) ?
    C13 C14 C15 Cl1 . . . . -178.93(14) ?
    C14 C15 C16 C17 . . . . -0.8(3) ?
    Cl1 C15 C16 C17 . . . . 178.81(13) ?
    C15 C16 C17 C12 . . . . 0.5(2) ?
    C13 C12 C17 C16 . . . . -0.1(2) ?
    C11 C12 C17 C16 . . . . -177.54(15) ?
    C8 C9 C18 O2 . . . . -105.3(2) ?
    C10 C9 C18 O2 . . . . 64.4(2) n
    C8 C9 C18 C19 . . . . 77.0(2) n
    C10 C9 C18 C19 . . . . -113.28(19) ?
    O2 C18 C19 C24 . . . . 178.79(17) n
    C9 C18 C19 C24 . . . . -3.7(2) n
    O2 C18 C19 C20 . . . . -3.8(3) n
    C9 C18 C19 C20 . . . . 173.77(15) ?
    C24 C19 C20 C21 . . . . 0.4(2) ?
    C18 C19 C20 C21 . . . . -177.12(16) ?
    C19 C20 C21 C22 . . . . -0.7(3) ?
    C20 C21 C22 C23 . . . . 0.1(3) ?
    C20 C21 C22 Cl2 . . . . -179.69(13) ?
    C21 C22 C23 C24 . . . . 0.7(3) ?
    Cl2 C22 C23 C24 . . . . -179.44(15) ?
    C22 C23 C24 C19 . . . . -1.0(3) ?
    C20 C19 C24 C23 . . . . 0.5(3) ?
    C18 C19 C24 C23 . . . . 177.95(17) ?
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
    C3 H3 O1 4_575 0.94 2.58 3.414(3) 148 y
    C14 H14 O1 1_556 0.94 2.44 3.374(3) 172 y
    C23 H23 O2 1_554 0.94 2.30 3.225(3) 170 y
