##############################################################################
#                                                                            #
# This CIF contains the data for a data article accepted for                 #
# publication in IUCrData. It conforms to the requirements of                #
# Notes for Authors for IUCrData, and has been                               #
# peer reviewed under the auspices of IUCrData.                              #
#                                                                            #
# 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 data    # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_I
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_journal_date_recd_electronic     2015-12-23
_journal_date_accepted     2016-01-04
_journal_name_full     'IUCrData'
_journal_year     2016
_journal_volume     1
_journal_issue      1
_journal_page_first     0
_journal_page_last     0
_journal_paper_category     HO
_journal_paper_doi     10.1107/S2414314616000146
_journal_coeditor_code     HB4009
_publ_contact_author_name
;
'Dr. Madan Kumar S'
;
_publ_contact_author_address
;
PURSE Lab, Mangalagangotri
Mangalore University
Mangaluru 574 199
INDIA
;
_publ_contact_author_email     madanmx@mangaloreuniversity.ac.in
_publ_contact_author_phone        .91E-306
_publ_section_title
;
Tramadolium 2-chlorobenzoate
;
loop_
    _publ_author_name
    _publ_author_address
    'Sheshadri, S. N.'
;
Department of Chemistry,
GSSS Institute of Engineering Technology for Women,
Mysuru  570016, India
;
    'Nagendra, P.'
;
Department of Chemistry,
BET Academy of Higher Education,
Bharathi College, Bharthi Nagara,
Mandya  571422, India
;
    'Siddaraju, B. P.'
;
Department of Engineering Chemistry,
Cauvery Institute of Technology,
Mandya  571402, India
;
    'Byrappa, K.'
;
Department of Materials Science, Mangalagangotri,
Mangalore University, Mangaluru 574 199, India
;
    'Lokanath, N. K.'
;
Department of Studies in Physics,
University of Mysore,
Manasagangotri,
Mysore 570006, India
;
    'Madan Kumar, S.'
;
PURSE Lab, Mangalagangotri
Mangalore University
Mangaluru 574 199
India
;
_database_code_depnum_ccdc_archive     'CCDC 1425992'
_chemical_name_systematic
;
[2-Hydroxy-2-(3-methoxyphenyl)cyclohexylmethyl]dimethylammonium 2-chlorobenzoate
;
_chemical_name_common
;
Tramadolium 2-chlorobenzoate
;
_chemical_formula_moiety     'C7 H4 Cl O2, C16 H26 N O2'
_chemical_formula_sum     'C23 H30 Cl N O4'
_chemical_formula_iupac     'C16 H26 N O2 + , C7 H4 Cl O2 -'
_chemical_formula_weight     419.93
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system     triclinic
_space_group_name_H-M_alt     'P -1'
_space_group_name_Hall     '-P 1'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     9.205(6)
_cell_length_b     9.688(7)
_cell_length_c     12.943(9)
_cell_angle_alpha     104.871(11)
_cell_angle_beta     91.465(7)
_cell_angle_gamma     100.983(12)
_cell_volume     1091.8(13)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     3759
_cell_measurement_theta_min     3.1
_cell_measurement_theta_max     25.3
_cell_measurement_temperature     293(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.47
_exptl_crystal_size_mid     0.46
_exptl_crystal_size_min     0.23
_exptl_crystal_density_diffrn     1.277
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     448
_exptl_absorpt_coefficient_mu     0.203
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(NUMABS; Rigaku 1999)
;
_shelx_estimated_absorpt_T_min     0.910
_shelx_estimated_absorpt_T_max     0.955
_exptl_absorpt_correction_T_min     0.909
_exptl_absorpt_correction_T_max     0.954
_diffrn_ambient_temperature     293.15
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_monochromator     Confocal
_diffrn_measurement_device_type     'Rigaku Saturn724+'
_diffrn_measurement_device     'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_method     'profile data from ω-scans'
_diffrn_detector_area_resol_mean     28.5714
_diffrn_reflns_number     5644
_diffrn_reflns_av_R_equivalents     0.0206
_diffrn_reflns_theta_min     3.052
_diffrn_reflns_theta_max     25.290
_diffrn_reflns_theta_full     25.242
_diffrn_measured_fraction_theta_max     0.945
_diffrn_measured_fraction_theta_full     0.946
_diffrn_reflns_limit_h_min     -11
_diffrn_reflns_limit_h_max     11
_diffrn_reflns_limit_k_min     -10
_diffrn_reflns_limit_k_max     11
_diffrn_reflns_limit_l_min     -13
_diffrn_reflns_limit_l_max     15
_refine_special_details     ?
_reflns_number_total     3759
_reflns_number_gt     2737
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0667
_refine_ls_R_factor_gt     0.0471
_refine_ls_wR_factor_gt     0.1022
_refine_ls_wR_factor_ref     0.1113
_refine_ls_goodness_of_fit_ref     1.025
_refine_ls_restrained_S_all     1.025
_refine_ls_number_reflns     3759
_refine_ls_number_parameters     266
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0438P)²+0.2710P] 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     0.229
_refine_diff_density_min     -0.259
_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'
    Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    N N 0.0061 0.0033 '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
;
CrystalClear SM Expert (Rigaku, 2011)
;
_computing_cell_refinement
;
CrystalClear SM Expert (Rigaku, 2011)
;
_computing_data_reduction
;
CrystalClear SM Expert (Rigaku, 2011)
;
_computing_structure_solution
;
SHELXS-1997 (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL-2014/7 (Sheldrick, 2015)
;
_computing_molecular_graphics
;
Mercury (Macrae et al., 2008)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  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_adp_type
    _atom_site_calc_flag
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Cl Cl1 0.18349(7) 0.60882(6) 0.56379(5) 0.0535(2) Uani d 1 . .
    O O27 0.4450(2) 0.97619(19) 0.78882(17) 0.0728(6) Uani d 1 . .
    O O28 0.34218(16) 0.74702(16) 0.77727(13) 0.0451(4) Uani d 1 . .
    C C20 0.1255(2) 0.7722(2) 0.61387(17) 0.0375(5) Uani d 1 . .
    C C21 0.2059(2) 0.8822(2) 0.69885(16) 0.0357(5) Uani d 1 . .
    C C22 0.1524(3) 1.0101(3) 0.72920(18) 0.0487(6) Uani d 1 . .
    H H22 0.2047 1.0868 0.7842 0.058 Uiso calc 1 . .
    C C23 0.0248(3) 1.0276(3) 0.68102(19) 0.0533(7) Uani d 1 . .
    H H23 -0.0095 1.1138 0.7047 0.064 Uiso calc 1 . .
    C C24 -0.0514(3) 0.9175(3) 0.5981(2) 0.0542(7) Uani d 1 . .
    H H24 -0.1377 0.9289 0.5652 0.065 Uiso calc 1 . .
    C C25 -0.0009(3) 0.7906(3) 0.56338(19) 0.0498(6) Uani d 1 . .
    H H25 -0.0516 0.7168 0.5059 0.060 Uiso calc 1 . .
    C C26 0.3432(3) 0.8682(2) 0.75872(17) 0.0398(5) Uani d 1 . .
    O O7 1.02381(18) 0.2539(2) 0.99917(13) 0.0586(5) Uani d 1 . .
    O O10 0.54164(16) 0.26798(16) 0.81780(12) 0.0416(4) Uani d 1 . .
    H H10 0.5134 0.1793 0.7962 0.062 Uiso calc 1 . .
    N N17 0.60162(19) 0.71995(18) 0.84805(13) 0.0347(4) Uani d 1 . .
    H H17 0.5020 0.7134 0.8162 0.042 Uiso calc 1 . .
    C C1 0.9828(2) 0.3083(2) 0.91759(17) 0.0388(5) Uani d 1 . .
    C C2 1.0957(2) 0.3841(3) 0.87499(18) 0.0448(6) Uani d 1 . .
    H H2 1.1932 0.3986 0.9028 0.054 Uiso calc 1 . .
    C C3 1.0643(2) 0.4392(3) 0.79062(19) 0.0467(6) Uani d 1 . .
    H H3 1.1407 0.4914 0.7618 0.056 Uiso calc 1 . .
    C C4 0.9191(2) 0.4169(3) 0.74858(18) 0.0421(6) Uani d 1 . .
    H H4 0.8992 0.4520 0.6904 0.050 Uiso calc 1 . .
    C C5 0.8031(2) 0.3428(2) 0.79229(16) 0.0320(5) Uani d 1 . .
    C C6 0.8359(2) 0.2882(2) 0.87754(16) 0.0356(5) Uani d 1 . .
    H H6 0.7598 0.2381 0.9080 0.043 Uiso calc 1 . .
    C C8 0.9107(3) 0.1785(4) 1.0477(2) 0.0814(10) Uani d 1 . .
    H H8A 0.8580 0.0929 0.9955 0.122 Uiso calc 1 . .
    H H8B 0.8432 0.2408 1.0751 0.122 Uiso calc 1 . .
    H H8C 0.9540 0.1505 1.1054 0.122 Uiso calc 1 . .
    C C9 0.6417(2) 0.3177(2) 0.74684(16) 0.0324(5) Uani d 1 . .
    C C11 0.6219(2) 0.2069(2) 0.63600(17) 0.0422(6) Uani d 1 . .
    H H11A 0.6982 0.2398 0.5924 0.051 Uiso calc 1 . .
    H H11B 0.6365 0.1139 0.6448 0.051 Uiso calc 1 . .
    C C12 0.4703(3) 0.1842(3) 0.5766(2) 0.0536(7) Uani d 1 . .
    H H12A 0.4688 0.1204 0.5051 0.064 Uiso calc 1 . .
    H H12B 0.3943 0.1376 0.6142 0.064 Uiso calc 1 . .
    C C13 0.4369(3) 0.3285(3) 0.56868(19) 0.0517(7) Uani d 1 . .
    H H13A 0.3374 0.3125 0.5354 0.062 Uiso calc 1 . .
    H H13B 0.5060 0.3695 0.5238 0.062 Uiso calc 1 . .
    C C14 0.4494(2) 0.4356(2) 0.67874(17) 0.0426(6) Uani d 1 . .
    H H14A 0.3752 0.3976 0.7218 0.051 Uiso calc 1 . .
    H H14B 0.4295 0.5274 0.6711 0.051 Uiso calc 1 . .
    C C15 0.6030(2) 0.4623(2) 0.73608(15) 0.0317(5) Uani d 1 . .
    H H15 0.6758 0.5041 0.6927 0.038 Uiso calc 1 . .
    C C16 0.6174(2) 0.5690(2) 0.84660(16) 0.0364(5) Uani d 1 . .
    H H16A 0.5425 0.5303 0.8889 0.044 Uiso calc 1 . .
    H H16B 0.7137 0.5743 0.8813 0.044 Uiso calc 1 . .
    C C18 0.6123(3) 0.8113(3) 0.96057(18) 0.0555(7) Uani d 1 . .
    H H18A 0.5395 0.7656 0.9997 0.083 Uiso calc 1 . .
    H H18B 0.5947 0.9059 0.9610 0.083 Uiso calc 1 . .
    H H18C 0.7097 0.8212 0.9936 0.083 Uiso calc 1 . .
    C C19 0.7097(3) 0.7899(3) 0.7845(2) 0.0543(7) Uani d 1 . .
    H H19A 0.8086 0.7877 0.8085 0.082 Uiso calc 1 . .
    H H19B 0.7003 0.8892 0.7937 0.082 Uiso calc 1 . .
    H H19C 0.6903 0.7379 0.7100 0.082 Uiso calc 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 C20 . 1.739(2) ?
    O27 C26 . 1.234(3) ?
    O28 C26 . 1.255(3) ?
    C20 C21 . 1.396(3) ?
    C20 C25 . 1.383(3) ?
    C21 C22 . 1.387(3) ?
    C21 C26 . 1.512(3) ?
    C22 H22 . 0.9300 ?
    C22 C23 . 1.375(3) ?
    C23 H23 . 0.9300 ?
    C23 C24 . 1.368(4) ?
    C24 H24 . 0.9300 ?
    C24 C25 . 1.369(3) ?
    C25 H25 . 0.9300 ?
    O7 C1 . 1.370(3) ?
    O7 C8 . 1.411(3) ?
    O10 H10 . 0.8200 ?
    O10 C9 . 1.423(2) ?
    N17 H17 . 0.9800 ?
    N17 C16 . 1.493(3) ?
    N17 C18 . 1.487(3) ?
    N17 C19 . 1.482(3) ?
    C1 C2 . 1.367(3) ?
    C1 C6 . 1.395(3) ?
    C2 H2 . 0.9300 ?
    C2 C3 . 1.379(3) ?
    C3 H3 . 0.9300 ?
    C3 C4 . 1.386(3) ?
    C4 H4 . 0.9300 ?
    C4 C5 . 1.386(3) ?
    C5 C6 . 1.390(3) ?
    C5 C9 . 1.535(3) ?
    C6 H6 . 0.9300 ?
    C8 H8A . 0.9600 ?
    C8 H8B . 0.9600 ?
    C8 H8C . 0.9600 ?
    C9 C11 . 1.538(3) ?
    C9 C15 . 1.548(3) ?
    C11 H11A . 0.9700 ?
    C11 H11B . 0.9700 ?
    C11 C12 . 1.526(3) ?
    C12 H12A . 0.9700 ?
    C12 H12B . 0.9700 ?
    C12 C13 . 1.515(3) ?
    C13 H13A . 0.9700 ?
    C13 H13B . 0.9700 ?
    C13 C14 . 1.519(3) ?
    C14 H14A . 0.9700 ?
    C14 H14B . 0.9700 ?
    C14 C15 . 1.525(3) ?
    C15 H15 . 0.9800 ?
    C15 C16 . 1.520(3) ?
    C16 H16A . 0.9700 ?
    C16 H16B . 0.9700 ?
    C18 H18A . 0.9600 ?
    C18 H18B . 0.9600 ?
    C18 H18C . 0.9600 ?
    C19 H19A . 0.9600 ?
    C19 H19B . 0.9600 ?
    C19 H19C . 0.9600 ?
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
    C21 C20 Cl1 . . 121.50(17) ?
    C25 C20 Cl1 . . 117.08(18) ?
    C25 C20 C21 . . 121.4(2) ?
    C20 C21 C26 . . 124.04(19) ?
    C22 C21 C20 . . 116.4(2) ?
    C22 C21 C26 . . 119.52(19) ?
    C21 C22 H22 . . 118.8 ?
    C23 C22 C21 . . 122.4(2) ?
    C23 C22 H22 . . 118.8 ?
    C22 C23 H23 . . 120.2 ?
    C24 C23 C22 . . 119.6(2) ?
    C24 C23 H23 . . 120.2 ?
    C23 C24 H24 . . 119.9 ?
    C23 C24 C25 . . 120.2(2) ?
    C25 C24 H24 . . 119.9 ?
    C20 C25 H25 . . 120.0 ?
    C24 C25 C20 . . 120.0(2) ?
    C24 C25 H25 . . 120.0 ?
    O27 C26 O28 . . 124.8(2) ?
    O27 C26 C21 . . 118.5(2) ?
    O28 C26 C21 . . 116.63(19) ?
    C1 O7 C8 . . 118.02(18) ?
    C9 O10 H10 . . 109.5 ?
    C16 N17 H17 . . 107.5 ?
    C18 N17 H17 . . 107.5 ?
    C18 N17 C16 . . 109.97(17) ?
    C19 N17 H17 . . 107.5 ?
    C19 N17 C16 . . 113.29(17) ?
    C19 N17 C18 . . 110.81(19) ?
    O7 C1 C6 . . 123.4(2) ?
    C2 C1 O7 . . 116.1(2) ?
    C2 C1 C6 . . 120.5(2) ?
    C1 C2 H2 . . 120.1 ?
    C1 C2 C3 . . 119.7(2) ?
    C3 C2 H2 . . 120.1 ?
    C2 C3 H3 . . 119.9 ?
    C2 C3 C4 . . 120.2(2) ?
    C4 C3 H3 . . 119.9 ?
    C3 C4 H4 . . 119.6 ?
    C3 C4 C5 . . 120.8(2) ?
    C5 C4 H4 . . 119.6 ?
    C4 C5 C6 . . 118.54(19) ?
    C4 C5 C9 . . 121.37(19) ?
    C6 C5 C9 . . 120.08(19) ?
    C1 C6 H6 . . 119.9 ?
    C5 C6 C1 . . 120.2(2) ?
    C5 C6 H6 . . 119.9 ?
    O7 C8 H8A . . 109.5 ?
    O7 C8 H8B . . 109.5 ?
    O7 C8 H8C . . 109.5 ?
    H8A C8 H8B . . 109.5 ?
    H8A C8 H8C . . 109.5 ?
    H8B C8 H8C . . 109.5 ?
    O10 C9 C5 . . 110.70(17) ?
    O10 C9 C11 . . 111.22(17) ?
    O10 C9 C15 . . 105.91(16) ?
    C5 C9 C11 . . 108.63(16) ?
    C5 C9 C15 . . 110.75(16) ?
    C11 C9 C15 . . 109.63(17) ?
    C9 C11 H11A . . 108.8 ?
    C9 C11 H11B . . 108.8 ?
    H11A C11 H11B . . 107.7 ?
    C12 C11 C9 . . 113.94(18) ?
    C12 C11 H11A . . 108.8 ?
    C12 C11 H11B . . 108.8 ?
    C11 C12 H12A . . 109.5 ?
    C11 C12 H12B . . 109.5 ?
    H12A C12 H12B . . 108.1 ?
    C13 C12 C11 . . 110.77(19) ?
    C13 C12 H12A . . 109.5 ?
    C13 C12 H12B . . 109.5 ?
    C12 C13 H13A . . 109.4 ?
    C12 C13 H13B . . 109.4 ?
    C12 C13 C14 . . 111.1(2) ?
    H13A C13 H13B . . 108.0 ?
    C14 C13 H13A . . 109.4 ?
    C14 C13 H13B . . 109.4 ?
    C13 C14 H14A . . 109.3 ?
    C13 C14 H14B . . 109.3 ?
    C13 C14 C15 . . 111.71(18) ?
    H14A C14 H14B . . 107.9 ?
    C15 C14 H14A . . 109.3 ?
    C15 C14 H14B . . 109.3 ?
    C9 C15 H15 . . 108.0 ?
    C14 C15 C9 . . 111.10(17) ?
    C14 C15 H15 . . 108.0 ?
    C16 C15 C9 . . 109.16(16) ?
    C16 C15 C14 . . 112.43(17) ?
    C16 C15 H15 . . 108.0 ?
    N17 C16 C15 . . 115.42(17) ?
    N17 C16 H16A . . 108.4 ?
    N17 C16 H16B . . 108.4 ?
    C15 C16 H16A . . 108.4 ?
    C15 C16 H16B . . 108.4 ?
    H16A C16 H16B . . 107.5 ?
    N17 C18 H18A . . 109.5 ?
    N17 C18 H18B . . 109.5 ?
    N17 C18 H18C . . 109.5 ?
    H18A C18 H18B . . 109.5 ?
    H18A C18 H18C . . 109.5 ?
    H18B C18 H18C . . 109.5 ?
    N17 C19 H19A . . 109.5 ?
    N17 C19 H19B . . 109.5 ?
    N17 C19 H19C . . 109.5 ?
    H19A C19 H19B . . 109.5 ?
    H19A C19 H19C . . 109.5 ?
    H19B C19 H19C . . 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
    Cl1 C20 C21 C22 . . . . 177.46(18) ?
    Cl1 C20 C21 C26 . . . . -3.5(3) ?
    Cl1 C20 C25 C24 . . . . -179.2(2) ?
    C20 C21 C22 C23 . . . . 1.8(4) ?
    C20 C21 C26 O27 . . . . 143.1(2) ?
    C20 C21 C26 O28 . . . . -39.3(3) ?
    C21 C20 C25 C24 . . . . -1.4(4) ?
    C21 C22 C23 C24 . . . . -1.8(4) ?
    C22 C21 C26 O27 . . . . -37.9(3) ?
    C22 C21 C26 O28 . . . . 139.7(2) ?
    C22 C23 C24 C25 . . . . 0.1(4) ?
    C23 C24 C25 C20 . . . . 1.5(4) ?
    C25 C20 C21 C22 . . . . -0.2(3) ?
    C25 C20 C21 C26 . . . . 178.8(2) ?
    C26 C21 C22 C23 . . . . -177.3(2) ?
    O7 C1 C2 C3 . . . . 178.3(2) ?
    O7 C1 C6 C5 . . . . -178.0(2) ?
    O10 C9 C11 C12 . . . . 64.1(3) ?
    O10 C9 C15 C14 . . . . -66.7(2) ?
    O10 C9 C15 C16 . . . . 57.8(2) ?
    C1 C2 C3 C4 . . . . -0.5(4) ?
    C2 C1 C6 C5 . . . . 1.3(3) ?
    C2 C3 C4 C5 . . . . 1.8(3) ?
    C3 C4 C5 C6 . . . . -1.6(3) ?
    C3 C4 C5 C9 . . . . 179.80(19) ?
    C4 C5 C6 C1 . . . . 0.0(3) ?
    C4 C5 C9 O10 . . . . -167.60(18) ?
    C4 C5 C9 C11 . . . . 70.0(3) ?
    C4 C5 C9 C15 . . . . -50.4(3) ?
    C5 C9 C11 C12 . . . . -173.8(2) ?
    C5 C9 C15 C14 . . . . 173.22(17) ?
    C5 C9 C15 C16 . . . . -62.2(2) ?
    C6 C1 C2 C3 . . . . -1.1(3) ?
    C6 C5 C9 O10 . . . . 13.8(3) ?
    C6 C5 C9 C11 . . . . -108.6(2) ?
    C6 C5 C9 C15 . . . . 130.95(19) ?
    C8 O7 C1 C2 . . . . 178.2(2) ?
    C8 O7 C1 C6 . . . . -2.5(3) ?
    C9 C5 C6 C1 . . . . 178.68(18) ?
    C9 C11 C12 C13 . . . . 53.9(3) ?
    C9 C15 C16 N17 . . . . 172.82(16) ?
    C11 C9 C15 C14 . . . . 53.4(2) ?
    C11 C9 C15 C16 . . . . 177.90(18) ?
    C11 C12 C13 C14 . . . . -55.0(3) ?
    C12 C13 C14 C15 . . . . 57.8(3) ?
    C13 C14 C15 C9 . . . . -57.2(3) ?
    C13 C14 C15 C16 . . . . -179.84(19) ?
    C14 C15 C16 N17 . . . . -63.4(2) ?
    C15 C9 C11 C12 . . . . -52.7(3) ?
    C18 N17 C16 C15 . . . . 177.93(18) ?
    C19 N17 C16 C15 . . . . -57.5(2) ?
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
    O10 H10 O27 1_545 0.82 1.92 2.721(3) 164
    N17 H17 O28 . 0.98 1.66 2.619(3) 164
    C14 H14B O28 . 0.97 2.50 3.305(3) 140
    C8 H8B O28 2_667 0.96 2.59 3.338(4) 135
    C18 H18A O10 2_667 0.96 2.58 3.428(4) 148
    C23 H23 Cg1 1_465 0.93 2.66 3.546(4) 160
