##############################################################################
#                                                                            #
# 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 Acta Crystallographica 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.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_global
_audit_creation_method     'PLATON <TABLE ACC> option'
_journal_date_recd_electronic     2014-12-08
_journal_date_accepted     2014-12-10
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2015
_journal_volume     71
_journal_issue      2
_journal_page_first     o77
_journal_page_last     o78
_journal_paper_category     HO
_journal_paper_doi     10.1107/S2056989014027078
_journal_coeditor_code     HB7338
_publ_contact_author_name
;
Mustafa R. Albayati
;
_publ_contact_author_address
;
Kirkuk University,
College of Science,
Department of Chemistry,
Kirkuk,
Iraq
;
_publ_contact_author_email     'shaabankamel@yahoo.com'
_publ_contact_author_fax     ?
_publ_contact_author_phone     ?
_publ_section_title
;
Crystal structure of
4-[1-(2-hydroxypropyl)-4,5-diphenyl-1H-imidazol-2-yl]benzoic acid
;
loop_
    _publ_author_name
    _publ_author_address
    'Jerry P. Jasinski'
;
Department of Chemistry,
Keene State College,
229 Main Street,
Keene, NH 03435-2001,
USA
;
    'Mohamed, Shaaban K.'
;
Chemistry and Environmental Division,
Manchester Metropolitan University,
Manchester M1 5GD,
England
Chemistry Department,
Faculty of Science,
Minia University,
61519 El-Minia,
Egypt
;
    'Akkurt, Mehmet'
;
Department of Physics,
Faculty of Sciences,
Erciyes University,
38039 Kayseri,
Turkey
;
    'Antar A. Abdelhamid'
;
Chemistry Department,
Faculty of Science,
Sohag University,
Sohag,
Egypt
;
    'Mustafa R. Albayati'
;
Kirkuk University,
College of Science,
Department of Chemistry,
Kirkuk,
Iraq
;
data_I
_database_code_depnum_ccdc_archive 'CCDC 1038591'
_chemical_name_systematic
;
4-[1-(2-Hydroxypropyl)-4,5-diphenyl-1H-imidazol-2-yl]benzoic acid
;
_chemical_name_common     ?
_chemical_formula_moiety     'C25 H22 N2 O3'
_chemical_formula_sum     'C25 H22 N2 O3'
_chemical_formula_structural     ?
_chemical_formula_iupac     'C25 H22 N2 O3'
_chemical_formula_weight     398.45
_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_site_id
    _symmetry_equiv_pos_as_xyz
    1 x,y,z
    2 -x,-y,-z
_cell_length_a     6.8710(4)
_cell_length_b     10.7188(6)
_cell_length_c     14.9178(7)
_cell_angle_alpha     103.569(4)
_cell_angle_beta     93.094(4)
_cell_angle_gamma     105.878(5)
_cell_volume     1019.03(10)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     2716
_cell_measurement_theta_min     4.68
_cell_measurement_theta_max     70.87
_cell_measurement_temperature     293(2)
_cell_special_details
;
;
_exptl_crystal_description     Irregular
_exptl_crystal_colour     Colourless
_exptl_crystal_size_max     0.36
_exptl_crystal_size_mid     0.32
_exptl_crystal_size_min     0.24
_exptl_crystal_size_rad     ?
_exptl_crystal_density_diffrn     1.299
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'Not Measured'
_exptl_crystal_F_000     420
_exptl_absorpt_coefficient_mu     0.691
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(CrysAlis Pro; Agilent, 2014)
;
_exptl_absorpt_correction_T_min     0.92795
_exptl_absorpt_correction_T_max     1.00000
_exptl_special_details
;
;
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator     'graphite'
_diffrn_measurement_device_type     'Agilent Xcalibur (Eos, Gemini)'
_diffrn_measurement_device     'four-circle diffractometer'
_diffrn_measurement_method     'ω scans'
_diffrn_detector_area_resol_mean     16.0416
_diffrn_reflns_number     6591
_diffrn_reflns_av_R_equivalents     0.0219
_diffrn_reflns_av_sigmaI/netI     0.0339
_diffrn_reflns_theta_min     3.07
_diffrn_reflns_theta_max     71.26
_diffrn_reflns_theta_full     67.68
_diffrn_measured_fraction_theta_max     0.973
_diffrn_measured_fraction_theta_full     0.997
_diffrn_reflns_limit_h_min     -8
_diffrn_reflns_limit_h_max     8
_diffrn_reflns_limit_k_min     -13
_diffrn_reflns_limit_k_max     11
_diffrn_reflns_limit_l_min     -15
_diffrn_reflns_limit_l_max     18
_diffrn_reflns_reduction_process
;
;
_refine_special_details
;
Refinement on F² for ALL reflections except those flagged by the user
for potential systematic errors. Weighted R-factors wR and all
goodnesses of fit S are based on F², conventional
R-factors R are based on F, with F set to zero for
negative F². The observed criterion of F² > σ(F²)
is used only for calculating -R-factor-obs 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     3859
_reflns_number_gt     3209
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0574
_refine_ls_R_factor_gt     0.0482
_refine_ls_wR_factor_gt     0.1269
_refine_ls_wR_factor_ref     0.1358
_refine_ls_goodness_of_fit_ref     1.020
_refine_ls_restrained_S_all     1.020
_refine_ls_number_reflns     3859
_refine_ls_number_parameters     274
_refine_ls_number_restraints     0
_refine_ls_number_constraints     ?
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0703P)²+0.2833P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary     ?
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.250
_refine_diff_density_min     -0.251
_refine_ls_extinction_method     'none'
_refine_ls_abs_structure_details     ?
_refine_ls_abs_structure_Flack     .
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'
    N N 0.0311 0.0180 ' 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
;
CrysAlis PRO (Agilent, 2014)
;
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2014)
;
_computing_data_reduction
;
CrysAlis PRO (Agilent, 2014)
;
_computing_structure_solution
;
SHELXS2013 (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2013 (Sheldrick, 2008)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
PLATON (Spek, 2009)
;
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_thermal_displace_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    O O1 0.8499(3) 1.73494(13) 0.98882(10) 0.0517(5) Uani d . 1.000 . .
    O O2 0.8373(2) 1.64288(12) 1.10828(8) 0.0388(4) Uani d . 1.000 . .
    O O3 0.02746(18) 1.11133(11) 0.77597(8) 0.0320(3) Uani d . 1.000 . .
    N N1 0.6209(2) 1.07389(14) 0.70106(10) 0.0308(4) Uani d . 1.000 . .
    N N2 0.3691(2) 0.99670(14) 0.77918(10) 0.0303(4) Uani d . 1.000 . .
    C C1 0.5243(2) 1.10427(16) 0.77304(11) 0.0296(5) Uani d . 1.000 . .
    C C2 0.3686(3) 0.89049(17) 0.70448(12) 0.0307(5) Uani d . 1.000 . .
    C C3 0.5245(3) 0.93989(17) 0.65689(12) 0.0304(5) Uani d . 1.000 . .
    C C4 0.5945(3) 0.87422(17) 0.57186(12) 0.0323(5) Uani d . 1.000 . .
    C C5 0.5483(3) 0.73492(19) 0.53904(14) 0.0420(6) Uani d . 1.000 . .
    C C6 0.6122(3) 0.6785(2) 0.45708(15) 0.0480(6) Uani d . 1.000 . .
    C C7 0.7243(3) 0.7582(2) 0.40643(13) 0.0441(6) Uani d . 1.000 . .
    C C8 0.7719(3) 0.8962(2) 0.43826(13) 0.0421(6) Uani d . 1.000 . .
    C C9 0.7082(3) 0.95396(19) 0.52012(13) 0.0376(6) Uani d . 1.000 . .
    C C10 0.5889(2) 1.23891(17) 0.83951(12) 0.0306(5) Uani d . 1.000 . .
    C C11 0.6297(3) 1.35063(18) 0.80399(12) 0.0355(5) Uani d . 1.000 . .
    C C12 0.7025(3) 1.47865(18) 0.86269(12) 0.0357(5) Uani d . 1.000 . .
    C C13 0.7361(2) 1.49682(16) 0.95828(12) 0.0303(5) Uani d . 1.000 . .
    C C14 0.6976(3) 1.38537(18) 0.99390(12) 0.0338(5) Uani d . 1.000 . .
    C C15 0.6249(3) 1.25733(17) 0.93528(12) 0.0338(5) Uani d . 1.000 . .
    C C16 0.8137(3) 1.63675(17) 1.01870(12) 0.0337(5) Uani d . 1.000 . .
    C C17 0.2157(3) 0.99226(18) 0.84355(12) 0.0335(5) Uani d . 1.000 . .
    C C18 0.0062(3) 0.98690(17) 0.80001(13) 0.0332(5) Uani d . 1.000 . .
    C C19 -0.1480(3) 0.9614(2) 0.86693(15) 0.0434(6) Uani d . 1.000 . .
    C C20 0.2276(3) 0.75300(17) 0.69024(12) 0.0333(5) Uani d . 1.000 . .
    C C21 0.0656(3) 0.70164(19) 0.61958(14) 0.0434(6) Uani d . 1.000 . .
    C C22 -0.0584(3) 0.5708(2) 0.60422(17) 0.0544(7) Uani d . 1.000 . .
    C C23 -0.0218(4) 0.4910(2) 0.65886(17) 0.0563(7) Uani d . 1.000 . .
    C C24 0.1364(4) 0.5410(2) 0.72990(16) 0.0581(8) Uani d . 1.000 . .
    C C25 0.2614(4) 0.6721(2) 0.74577(14) 0.0465(6) Uani d . 1.000 . .
    H H2 0.88300 1.72160 1.13820 0.0580 Uiso c RU 1.000 . .
    H H3 -0.08050 1.10880 0.74830 0.0480 Uiso c RU 1.000 . .
    H H5 0.47390 0.67970 0.57260 0.0500 Uiso c RU 1.000 . .
    H H6 0.57920 0.58550 0.43580 0.0580 Uiso c RU 1.000 . .
    H H7 0.76740 0.71960 0.35150 0.0530 Uiso c RU 1.000 . .
    H H8 0.84730 0.95070 0.40450 0.0500 Uiso c RU 1.000 . .
    H H9 0.74160 1.04700 0.54090 0.0450 Uiso c RU 1.000 . .
    H H11 0.60790 1.33940 0.74010 0.0430 Uiso c RU 1.000 . .
    H H12 0.72910 1.55290 0.83810 0.0430 Uiso c RU 1.000 . .
    H H14 0.72080 1.39670 1.05770 0.0410 Uiso c RU 1.000 . .
    H H15 0.60000 1.18320 0.95980 0.0410 Uiso c RU 1.000 . .
    H H17A 0.26330 1.07110 0.89580 0.0400 Uiso c RU 1.000 . .
    H H17B 0.20180 0.91390 0.86740 0.0400 Uiso c RU 1.000 . .
    H H18 -0.03550 0.91320 0.74320 0.0400 Uiso c RU 1.000 . .
    H H19A -0.10920 1.03390 0.92250 0.0650 Uiso c RU 1.000 . .
    H H19B -0.15270 0.87860 0.88230 0.0650 Uiso c RU 1.000 . .
    H H19C -0.28010 0.95570 0.83860 0.0650 Uiso c RU 1.000 . .
    H H21 0.04000 0.75520 0.58230 0.0520 Uiso c RU 1.000 . .
    H H22 -0.16690 0.53690 0.55670 0.0650 Uiso c RU 1.000 . .
    H H23 -0.10430 0.40290 0.64770 0.0680 Uiso c RU 1.000 . .
    H H24 0.15990 0.48720 0.76740 0.0700 Uiso c RU 1.000 . .
    H H25 0.36850 0.70580 0.79400 0.0560 Uiso c RU 1.000 . .
_geom_special_details
;
Bond distances, angles etc. have been calculated using the rounded
fractional coordinates. All su's are estimated from the variances of the
(full) variance-covariance matrix. The cell e.s.d.'s are taken into account in
the estimation of distances, angles and torsion angles
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_1
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    O1 C16 . . 1.207(2) no
    O2 C16 . . 1.321(2) no
    O3 C18 . . 1.433(2) no
    N1 C1 . . 1.316(2) no
    N1 C3 . . 1.387(2) no
    N2 C1 . . 1.365(2) no
    N2 C2 . . 1.393(2) no
    N2 C17 . . 1.462(2) no
    O2 H2 . . 0.8200 no
    O3 H3 . . 0.8200 no
    C1 C10 . . 1.481(2) no
    C2 C20 . . 1.485(3) no
    C2 C3 . . 1.371(3) no
    C3 C4 . . 1.472(3) no
    C4 C9 . . 1.395(3) no
    C4 C5 . . 1.397(3) no
    C5 C6 . . 1.382(3) no
    C6 C7 . . 1.378(3) no
    C7 C8 . . 1.382(3) no
    C8 C9 . . 1.385(3) no
    C10 C15 . . 1.394(2) no
    C10 C11 . . 1.387(3) no
    C11 C12 . . 1.383(3) no
    C12 C13 . . 1.391(2) no
    C13 C14 . . 1.386(3) no
    C13 C16 . . 1.491(2) no
    C14 C15 . . 1.383(3) no
    C17 C18 . . 1.528(3) no
    C18 C19 . . 1.509(3) no
    C20 C25 . . 1.385(3) no
    C20 C21 . . 1.385(3) no
    C21 C22 . . 1.386(3) no
    C22 C23 . . 1.372(3) no
    C23 C24 . . 1.372(4) no
    C24 C25 . . 1.389(3) no
    C5 H5 . . 0.9300 no
    C6 H6 . . 0.9300 no
    C7 H7 . . 0.9300 no
    C8 H8 . . 0.9300 no
    C9 H9 . . 0.9300 no
    C11 H11 . . 0.9300 no
    C12 H12 . . 0.9300 no
    C14 H14 . . 0.9300 no
    C15 H15 . . 0.9300 no
    C17 H17A . . 0.9700 no
    C17 H17B . . 0.9700 no
    C18 H18 . . 0.9800 no
    C19 H19A . . 0.9600 no
    C19 H19B . . 0.9600 no
    C19 H19C . . 0.9600 no
    C21 H21 . . 0.9300 no
    C22 H22 . . 0.9300 no
    C23 H23 . . 0.9300 no
    C24 H24 . . 0.9300 no
    C25 H25 . . 0.9300 no
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_2
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C1 N1 C3 . . . 106.24(15) no
    C1 N2 C2 . . . 106.50(14) no
    C1 N2 C17 . . . 128.48(15) no
    C2 N2 C17 . . . 124.71(15) no
    C16 O2 H2 . . . 109.00 no
    C18 O3 H3 . . . 109.00 no
    N1 C1 N2 . . . 111.74(15) no
    N1 C1 C10 . . . 122.02(15) no
    N2 C1 C10 . . . 126.19(14) no
    N2 C2 C3 . . . 106.17(16) no
    C3 C2 C20 . . . 131.12(17) no
    N2 C2 C20 . . . 122.60(16) no
    N1 C3 C4 . . . 120.13(17) no
    N1 C3 C2 . . . 109.35(16) no
    C2 C3 C4 . . . 130.52(17) no
    C3 C4 C9 . . . 118.87(16) no
    C3 C4 C5 . . . 123.02(17) no
    C5 C4 C9 . . . 118.10(17) no
    C4 C5 C6 . . . 120.58(19) no
    C5 C6 C7 . . . 120.9(2) no
    C6 C7 C8 . . . 119.21(19) no
    C7 C8 C9 . . . 120.50(19) no
    C4 C9 C8 . . . 120.76(18) no
    C11 C10 C15 . . . 119.05(16) no
    C1 C10 C11 . . . 118.17(15) no
    C1 C10 C15 . . . 122.60(16) no
    C10 C11 C12 . . . 120.58(16) no
    C11 C12 C13 . . . 120.27(17) no
    C12 C13 C16 . . . 118.27(16) no
    C12 C13 C14 . . . 119.29(16) no
    C14 C13 C16 . . . 122.44(16) no
    C13 C14 C15 . . . 120.49(16) no
    C10 C15 C14 . . . 120.32(17) no
    O2 C16 C13 . . . 113.42(15) no
    O1 C16 C13 . . . 123.33(16) no
    O1 C16 O2 . . . 123.25(17) no
    N2 C17 C18 . . . 113.88(14) no
    O3 C18 C17 . . . 107.26(15) no
    O3 C18 C19 . . . 112.97(16) no
    C17 C18 C19 . . . 109.78(16) no
    C2 C20 C21 . . . 120.99(17) no
    C21 C20 C25 . . . 118.92(18) no
    C2 C20 C25 . . . 120.05(18) no
    C20 C21 C22 . . . 120.29(19) no
    C21 C22 C23 . . . 120.3(2) no
    C22 C23 C24 . . . 120.1(2) no
    C23 C24 C25 . . . 120.0(2) no
    C20 C25 C24 . . . 120.4(2) no
    C4 C5 H5 . . . 120.00 no
    C6 C5 H5 . . . 120.00 no
    C5 C6 H6 . . . 120.00 no
    C7 C6 H6 . . . 120.00 no
    C6 C7 H7 . . . 120.00 no
    C8 C7 H7 . . . 120.00 no
    C7 C8 H8 . . . 120.00 no
    C9 C8 H8 . . . 120.00 no
    C4 C9 H9 . . . 120.00 no
    C8 C9 H9 . . . 120.00 no
    C10 C11 H11 . . . 120.00 no
    C12 C11 H11 . . . 120.00 no
    C11 C12 H12 . . . 120.00 no
    C13 C12 H12 . . . 120.00 no
    C13 C14 H14 . . . 120.00 no
    C15 C14 H14 . . . 120.00 no
    C10 C15 H15 . . . 120.00 no
    C14 C15 H15 . . . 120.00 no
    N2 C17 H17A . . . 109.00 no
    N2 C17 H17B . . . 109.00 no
    C18 C17 H17A . . . 109.00 no
    C18 C17 H17B . . . 109.00 no
    H17A C17 H17B . . . 108.00 no
    O3 C18 H18 . . . 109.00 no
    C17 C18 H18 . . . 109.00 no
    C19 C18 H18 . . . 109.00 no
    C18 C19 H19A . . . 109.00 no
    C18 C19 H19B . . . 109.00 no
    C18 C19 H19C . . . 109.00 no
    H19A C19 H19B . . . 109.00 no
    H19A C19 H19C . . . 109.00 no
    H19B C19 H19C . . . 110.00 no
    C20 C21 H21 . . . 120.00 no
    C22 C21 H21 . . . 120.00 no
    C21 C22 H22 . . . 120.00 no
    C23 C22 H22 . . . 120.00 no
    C22 C23 H23 . . . 120.00 no
    C24 C23 H23 . . . 120.00 no
    C23 C24 H24 . . . 120.00 no
    C25 C24 H24 . . . 120.00 no
    C20 C25 H25 . . . 120.00 no
    C24 C25 H25 . . . 120.00 no
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
    C3 N1 C1 N2 . . . . 0.37(19) no
    C3 N1 C1 C10 . . . . 177.80(15) no
    C1 N1 C3 C4 . . . . 179.15(17) no
    C1 N1 C3 C2 . . . . -0.4(2) no
    C17 N2 C1 N1 . . . . -173.96(16) no
    C2 N2 C1 N1 . . . . -0.23(19) no
    C17 N2 C2 C20 . . . . -9.4(3) no
    C2 N2 C1 C10 . . . . -177.53(16) no
    C17 N2 C1 C10 . . . . 8.7(3) no
    C1 N2 C2 C20 . . . . 176.53(17) no
    C1 N2 C2 C3 . . . . 0.0(2) no
    C17 N2 C2 C3 . . . . 174.02(17) no
    C2 N2 C17 C18 . . . . -69.5(2) no
    C1 N2 C17 C18 . . . . 103.2(2) no
    N2 C1 C10 C15 . . . . 49.3(2) no
    N1 C1 C10 C11 . . . . 47.3(2) no
    N1 C1 C10 C15 . . . . -127.74(19) no
    N2 C1 C10 C11 . . . . -135.71(18) no
    N2 C2 C3 N1 . . . . 0.2(2) no
    N2 C2 C20 C21 . . . . 108.0(2) no
    C20 C2 C3 C4 . . . . 4.7(4) no
    C3 C2 C20 C25 . . . . 101.1(3) no
    N2 C2 C3 C4 . . . . -179.22(19) no
    C20 C2 C3 N1 . . . . -175.90(19) no
    N2 C2 C20 C25 . . . . -74.5(3) no
    C3 C2 C20 C21 . . . . -76.4(3) no
    N1 C3 C4 C5 . . . . 160.89(19) no
    C2 C3 C4 C9 . . . . 158.7(2) no
    N1 C3 C4 C9 . . . . -20.7(3) no
    C2 C3 C4 C5 . . . . -19.7(3) no
    C3 C4 C9 C8 . . . . -178.07(19) no
    C5 C4 C9 C8 . . . . 0.4(3) no
    C3 C4 C5 C6 . . . . 177.8(2) no
    C9 C4 C5 C6 . . . . -0.7(3) no
    C4 C5 C6 C7 . . . . 0.6(3) no
    C5 C6 C7 C8 . . . . -0.3(3) no
    C6 C7 C8 C9 . . . . 0.1(3) no
    C7 C8 C9 C4 . . . . -0.2(3) no
    C1 C10 C15 C14 . . . . 175.83(17) no
    C11 C10 C15 C14 . . . . 0.9(3) no
    C15 C10 C11 C12 . . . . -0.9(3) no
    C1 C10 C11 C12 . . . . -176.03(17) no
    C10 C11 C12 C13 . . . . 0.1(3) no
    C11 C12 C13 C16 . . . . -179.71(18) no
    C11 C12 C13 C14 . . . . 0.6(3) no
    C12 C13 C16 O1 . . . . -0.4(3) no
    C12 C13 C16 O2 . . . . 179.00(17) no
    C14 C13 C16 O1 . . . . 179.3(2) no
    C14 C13 C16 O2 . . . . -1.3(3) no
    C12 C13 C14 C15 . . . . -0.5(3) no
    C16 C13 C14 C15 . . . . 179.75(18) no
    C13 C14 C15 C10 . . . . -0.2(3) no
    N2 C17 C18 O3 . . . . -65.48(19) no
    N2 C17 C18 C19 . . . . 171.44(16) no
    C2 C20 C21 C22 . . . . 176.72(19) no
    C25 C20 C21 C22 . . . . -0.9(3) no
    C2 C20 C25 C24 . . . . -176.7(2) no
    C21 C20 C25 C24 . . . . 0.9(3) no
    C20 C21 C22 C23 . . . . 0.0(3) no
    C21 C22 C23 C24 . . . . 0.9(4) no
    C22 C23 C24 C25 . . . . -0.9(4) no
    C23 C24 C25 C20 . . . . 0.0(4) no
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
    O2 H2 O3 2_687 0.82 1.86 2.6718(17) 170 yes
    O3 H3 N1 1_455 0.82 2.04 2.8377(19) 166 yes
    C19 H19B O1 1_445 0.96 2.46 3.355(3) 155 yes
    C24 H24 O2 2_677 0.93 2.57 3.482(3) 167 yes
    C19 H19C Cg1 1_455 0.96 2.53 3.422(2) 154 yes
