##############################################################################
#                                                                            #
# 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     SHELXL-97
_journal_date_recd_electronic     2011-09-02
_journal_date_accepted     2011-09-05
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2011
_journal_volume     67
_journal_issue     10
_journal_page_first     o2600
_journal_page_last     o2601
_journal_paper_category     QO
_journal_coeditor_code     BT5634
_publ_contact_author_name     'Jasinski, Jerry P.'
_publ_contact_author_address
;
Department of Chemistry
Keene State College
229 Main Street
Keene, New Hampshire 03435, USA
;
_publ_contact_author_email     jjasinski@keene.edu
_publ_contact_author_fax     ?
_publ_contact_author_phone     '603 358-2563'
_publ_section_title
;\
[3-(5-Hydroxy-5H-dibenzo[a,d]cyclohepten-5-\
yl)propyl]dimethylammonium 3-carboxyprop-2-enoate
;
loop_
    _publ_author_name
    _publ_author_address
    'Jasinski, Jerry P.'
;
Department of Chemistry
Keene State College
229 Main Street
Keene, NH 03435-2001, USA
;
    'Golen, James A.'
;
Department of Chemistry
Keene State College
229 Main Street
Keene, NH 03435-2001, USA
;
    'Siddegowda, M. S.'
;
Department of Studies in Chemistry
University of Mysore
Manasagangotri, Mysore 570 006, India
;
    'Yathirajan, H. S.'
;
Department of Studies in Chemistry
University of Mysore
Manasagangotri, Mysore 570 006, India
;
    'Narayana, B.'
;
Department of Studies in Chemistry
Mangalore University
Mangalagangotri, 574 199, India
;
data_I
_chemical_name_systematic
;
[3-(5-Hydroxy-5H-dibenzo[a,d]cyclohepten-5-
yl)propyl]dimethylammonium 3-carboxyprop-2-enoate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C20 H24 N O, C4 H3 O4'
_chemical_formula_sum     'C24 H27 N O5'
_chemical_formula_iupac     'C20 H24 N O +, C4 H3 O4 -'
_chemical_formula_weight     409.47
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21'
_symmetry_space_group_name_Hall     'P 2yb'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z'
_cell_length_a     9.2115(2)
_cell_length_b     11.5840(2)
_cell_length_c     10.4640(2)
_cell_angle_alpha     90.00
_cell_angle_beta     101.591(2)
_cell_angle_gamma     90.00
_cell_volume     1093.80(4)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     5270
_cell_measurement_theta_min     3.21
_cell_measurement_theta_max     32.24
_cell_measurement_temperature     173(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colorless
_exptl_crystal_size_max     0.40
_exptl_crystal_size_mid     0.22
_exptl_crystal_size_min     0.20
_exptl_crystal_density_diffrn     1.243
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     436
_exptl_absorpt_coefficient_mu     0.087
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(CrysAlisRED; Oxford Diffraction, 2010)
;
_exptl_absorpt_correction_T_min     0.9661
_exptl_absorpt_correction_T_max     0.9828
_exptl_special_details     ?
_diffrn_ambient_temperature     173(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator     'graphite'
_diffrn_measurement_device_type     'Oxford Diffraction Xcalibur Eos Gemini'
_diffrn_measurement_method     'ω scans'
_diffrn_reflns_number     9674
_diffrn_reflns_av_R_equivalents     0.0160
_diffrn_reflns_av_sigmaI/netI     0.0144
_diffrn_reflns_theta_min     3.21
_diffrn_reflns_theta_max     28.28
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     0.998
_diffrn_measured_fraction_theta_full     0.997
_diffrn_reflns_limit_h_min     -12
_diffrn_reflns_limit_h_max     9
_diffrn_reflns_limit_k_min     -15
_diffrn_reflns_limit_k_max     15
_diffrn_reflns_limit_l_min     -13
_diffrn_reflns_limit_l_max     13
_diffrn_standards_number     0
_diffrn_standards_interval_count     0
_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 >
σ(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     2834
_reflns_number_gt     2683
_reflns_threshold_expression     >2sigma(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0356
_refine_ls_R_factor_gt     0.0334
_refine_ls_wR_factor_gt     0.0910
_refine_ls_wR_factor_ref     0.0933
_refine_ls_goodness_of_fit_ref     1.039
_refine_ls_restrained_S_all     1.039
_refine_ls_number_reflns     2834
_refine_ls_number_parameters     282
_refine_ls_number_restraints     4
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0573P)²+0.1521P] 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     0.002
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.326
_refine_diff_density_min     -0.264
_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 0.0000
                         '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' 0.0061 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'CrysAlisPRO (Oxford Diffraction, 2010)'
_computing_cell_refinement     'CrysAlisPRO (Oxford Diffraction, 2010)'
_computing_data_reduction     'CrysAlisRED (Oxford Diffraction, 2010)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics     'SHELXTL  (Sheldrick, 2008)'
_computing_publication_material     'SHELXTL  (Sheldrick, 2008)'
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_symmetry_multiplicity
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    O O1 0.41330(14) 0.34062(11) 0.16548(12) 0.0302(3) Uani d D 1 1 . .
    H H1O 0.348(2) 0.353(2) 0.208(2) 0.036 Uiso d D 1 1 . .
    O O2 -0.0516(2) 0.7602(3) 0.6263(2) 0.0758(7) Uani d D 1 1 . .
    H H2O 0.037(3) 0.759(4) 0.606(3) 0.091 Uiso d D 1 1 . .
    O O3 -0.2140(2) 0.8844(3) 0.6744(2) 0.0924(10) Uani d . 1 1 . .
    O O4 0.18355(17) 0.77043(15) 0.55298(16) 0.0460(4) Uani d . 1 1 . .
    O O5 0.32094(17) 0.90841(13) 0.49397(16) 0.0450(3) Uani d . 1 1 . .
    N N1 0.46816(15) 0.73787(12) 0.40245(12) 0.0244(3) Uani d D 1 1 . .
    H H1N 0.412(2) 0.7907(18) 0.430(2) 0.029 Uiso d D 1 1 . .
    C C1 0.39082(17) 0.42003(14) 0.06008(14) 0.0240(3) Uani d . 1 1 . .
    C C2 0.53853(18) 0.42751(15) 0.01408(16) 0.0277(3) Uani d . 1 1 . .
    C C3 0.6595(2) 0.36330(18) 0.0782(2) 0.0372(4) Uani d . 1 1 . .
    H H3A 0.6485 0.3144 0.1485 0.045 Uiso calc R 1 1 . .
    C C4 0.7959(2) 0.3695(2) 0.0410(3) 0.0502(6) Uani d . 1 1 . .
    H H4A 0.8766 0.3244 0.0852 0.060 Uiso calc R 1 1 . .
    C C5 0.8143(2) 0.4409(2) -0.0598(3) 0.0527(6) Uani d . 1 1 . .
    H H5A 0.9076 0.4455 -0.0850 0.063 Uiso calc R 1 1 . .
    C C6 0.6963(3) 0.5059(2) -0.1237(2) 0.0455(5) Uani d . 1 1 . .
    H H6A 0.7101 0.5559 -0.1922 0.055 Uiso calc R 1 1 . .
    C C7 0.5557(2) 0.49996(16) -0.09015(18) 0.0328(4) Uani d . 1 1 . .
    C C8 0.4376(2) 0.56887(17) -0.16865(17) 0.0366(4) Uani d . 1 1 . .
    H H8A 0.4668 0.6404 -0.2000 0.044 Uiso calc R 1 1 . .
    C C9 0.2936(2) 0.54318(16) -0.20162(17) 0.0348(4) Uani d . 1 1 . .
    H H9A 0.2312 0.5988 -0.2522 0.042 Uiso calc R 1 1 . .
    C C10 0.22200(19) 0.43761(15) -0.16756(16) 0.0284(3) Uani d . 1 1 . .
    C C11 0.1030(2) 0.39442(19) -0.26041(17) 0.0369(4) Uani d . 1 1 . .
    H H11A 0.0649 0.4393 -0.3357 0.044 Uiso calc R 1 1 . .
    C C12 0.0399(2) 0.2891(2) -0.2456(2) 0.0423(5) Uani d . 1 1 . .
    H H12A -0.0394 0.2610 -0.3106 0.051 Uiso calc R 1 1 . .
    C C13 0.0926(2) 0.22432(19) -0.1354(2) 0.0419(4) Uani d . 1 1 . .
    H H13A 0.0516 0.1505 -0.1253 0.050 Uiso calc R 1 1 . .
    C C14 0.2057(2) 0.26732(17) -0.03967(18) 0.0336(4) Uani d . 1 1 . .
    H H14A 0.2395 0.2229 0.0368 0.040 Uiso calc R 1 1 . .
    C C15 0.27125(18) 0.37390(14) -0.05244(15) 0.0253(3) Uani d . 1 1 . .
    C C16 0.34051(18) 0.53637(14) 0.10869(15) 0.0257(3) Uani d . 1 1 . .
    H H16A 0.3252 0.5924 0.0357 0.031 Uiso calc R 1 1 . .
    H H16B 0.2442 0.5252 0.1352 0.031 Uiso calc R 1 1 . .
    C C17 0.45116(19) 0.58700(16) 0.22342(16) 0.0293(3) Uani d . 1 1 . .
    H H17A 0.4873 0.5258 0.2880 0.035 Uiso calc R 1 1 . .
    H H17B 0.5373 0.6196 0.1925 0.035 Uiso calc R 1 1 . .
    C C18 0.37420(18) 0.68131(15) 0.28617(15) 0.0269(3) Uani d . 1 1 . .
    H H18A 0.3389 0.7413 0.2198 0.032 Uiso calc R 1 1 . .
    H H18B 0.2860 0.6476 0.3127 0.032 Uiso calc R 1 1 . .
    C C19 0.5987(2) 0.79753(19) 0.3701(2) 0.0382(4) Uani d . 1 1 . .
    H H19A 0.6437 0.8475 0.4429 0.057 Uiso calc R 1 1 . .
    H H19B 0.5672 0.8444 0.2914 0.057 Uiso calc R 1 1 . .
    H H19C 0.6713 0.7401 0.3546 0.057 Uiso calc R 1 1 . .
    C C20 0.5116(3) 0.65885(18) 0.51531(18) 0.0389(4) Uani d . 1 1 . .
    H H20A 0.5644 0.7025 0.5907 0.058 Uiso calc R 1 1 . .
    H H20B 0.5763 0.5981 0.4931 0.058 Uiso calc R 1 1 . .
    H H20C 0.4226 0.6238 0.5367 0.058 Uiso calc R 1 1 . .
    C C21 -0.0942(3) 0.8652(3) 0.6456(2) 0.0626(8) Uani d . 1 1 . .
    C C22 0.0010(3) 0.9628(3) 0.6312(3) 0.0649(8) Uani d . 1 1 . .
    H H22A -0.0342 1.0349 0.6559 0.078 Uiso calc R 1 1 . .
    C C23 0.1278(2) 0.9692(2) 0.5899(3) 0.0547(7) Uani d . 1 1 . .
    H H23A 0.1684 1.0446 0.5898 0.066 Uiso calc R 1 1 . .
    C C24 0.2169(2) 0.87546(18) 0.54356(19) 0.0359(4) Uani d . 1 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
    O1 C1 . 1.4191(19) ?
    O1 H1O . 0.826(16) ?
    O2 C21 . 1.306(5) ?
    O2 H2O . 0.885(19) ?
    O3 C21 . 1.221(3) ?
    O4 C24 . 1.264(3) ?
    O5 C24 . 1.238(2) ?
    N1 C19 . 1.484(2) ?
    N1 C20 . 1.484(2) ?
    N1 C18 . 1.495(2) ?
    N1 H1N . 0.884(16) ?
    C1 C2 . 1.534(2) ?
    C1 C15 . 1.537(2) ?
    C1 C16 . 1.544(2) ?
    C2 C3 . 1.394(3) ?
    C2 C7 . 1.410(3) ?
    C3 C4 . 1.390(3) ?
    C3 H3A . 0.9500 ?
    C4 C5 . 1.377(4) ?
    C4 H4A . 0.9500 ?
    C5 C6 . 1.380(4) ?
    C5 H5A . 0.9500 ?
    C6 C7 . 1.410(3) ?
    C6 H6A . 0.9500 ?
    C7 C8 . 1.461(3) ?
    C8 C9 . 1.336(3) ?
    C8 H8A . 0.9500 ?
    C9 C10 . 1.467(3) ?
    C9 H9A . 0.9500 ?
    C10 C11 . 1.403(2) ?
    C10 C15 . 1.408(2) ?
    C11 C12 . 1.374(3) ?
    C11 H11A . 0.9500 ?
    C12 C13 . 1.379(3) ?
    C12 H12A . 0.9500 ?
    C13 C14 . 1.385(3) ?
    C13 H13A . 0.9500 ?
    C14 C15 . 1.392(2) ?
    C14 H14A . 0.9500 ?
    C16 C17 . 1.527(2) ?
    C16 H16A . 0.9900 ?
    C16 H16B . 0.9900 ?
    C17 C18 . 1.521(2) ?
    C17 H17A . 0.9900 ?
    C17 H17B . 0.9900 ?
    C18 H18A . 0.9900 ?
    C18 H18B . 0.9900 ?
    C19 H19A . 0.9800 ?
    C19 H19B . 0.9800 ?
    C19 H19C . 0.9800 ?
    C20 H20A . 0.9800 ?
    C20 H20B . 0.9800 ?
    C20 H20C . 0.9800 ?
    C21 C22 . 1.457(5) ?
    C22 C23 . 1.327(3) ?
    C22 H22A . 0.9500 ?
    C23 C24 . 1.500(3) ?
    C23 H23A . 0.9500 ?
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
    C1 O1 H1O . . 107.3(17) ?
    C21 O2 H2O . . 112(3) ?
    C19 N1 C20 . . 111.58(15) ?
    C19 N1 C18 . . 112.43(13) ?
    C20 N1 C18 . . 113.37(14) ?
    C19 N1 H1N . . 107.7(14) ?
    C20 N1 H1N . . 104.6(15) ?
    C18 N1 H1N . . 106.5(14) ?
    O1 C1 C2 . . 106.28(13) ?
    O1 C1 C15 . . 109.89(13) ?
    C2 C1 C15 . . 108.87(12) ?
    O1 C1 C16 . . 108.44(12) ?
    C2 C1 C16 . . 113.44(13) ?
    C15 C1 C16 . . 109.84(13) ?
    C3 C2 C7 . . 119.14(16) ?
    C3 C2 C1 . . 119.49(16) ?
    C7 C2 C1 . . 121.36(15) ?
    C4 C3 C2 . . 121.2(2) ?
    C4 C3 H3A . . 119.4 ?
    C2 C3 H3A . . 119.4 ?
    C5 C4 C3 . . 120.2(2) ?
    C5 C4 H4A . . 119.9 ?
    C3 C4 H4A . . 119.9 ?
    C4 C5 C6 . . 119.49(19) ?
    C4 C5 H5A . . 120.3 ?
    C6 C5 H5A . . 120.3 ?
    C5 C6 C7 . . 121.8(2) ?
    C5 C6 H6A . . 119.1 ?
    C7 C6 H6A . . 119.1 ?
    C6 C7 C2 . . 118.20(19) ?
    C6 C7 C8 . . 116.77(18) ?
    C2 C7 C8 . . 125.02(16) ?
    C9 C8 C7 . . 127.72(17) ?
    C9 C8 H8A . . 116.1 ?
    C7 C8 H8A . . 116.1 ?
    C8 C9 C10 . . 126.48(17) ?
    C8 C9 H9A . . 116.8 ?
    C10 C9 H9A . . 116.8 ?
    C11 C10 C15 . . 118.57(17) ?
    C11 C10 C9 . . 117.12(16) ?
    C15 C10 C9 . . 124.18(16) ?
    C12 C11 C10 . . 121.86(18) ?
    C12 C11 H11A . . 119.1 ?
    C10 C11 H11A . . 119.1 ?
    C11 C12 C13 . . 119.46(18) ?
    C11 C12 H12A . . 120.3 ?
    C13 C12 H12A . . 120.3 ?
    C12 C13 C14 . . 119.77(19) ?
    C12 C13 H13A . . 120.1 ?
    C14 C13 H13A . . 120.1 ?
    C13 C14 C15 . . 121.80(18) ?
    C13 C14 H14A . . 119.1 ?
    C15 C14 H14A . . 119.1 ?
    C14 C15 C10 . . 118.40(15) ?
    C14 C15 C1 . . 119.49(14) ?
    C10 C15 C1 . . 122.08(15) ?
    C17 C16 C1 . . 113.39(13) ?
    C17 C16 H16A . . 108.9 ?
    C1 C16 H16A . . 108.9 ?
    C17 C16 H16B . . 108.9 ?
    C1 C16 H16B . . 108.9 ?
    H16A C16 H16B . . 107.7 ?
    C18 C17 C16 . . 108.65(13) ?
    C18 C17 H17A . . 110.0 ?
    C16 C17 H17A . . 110.0 ?
    C18 C17 H17B . . 110.0 ?
    C16 C17 H17B . . 110.0 ?
    H17A C17 H17B . . 108.3 ?
    N1 C18 C17 . . 114.97(13) ?
    N1 C18 H18A . . 108.5 ?
    C17 C18 H18A . . 108.5 ?
    N1 C18 H18B . . 108.5 ?
    C17 C18 H18B . . 108.5 ?
    H18A C18 H18B . . 107.5 ?
    N1 C19 H19A . . 109.5 ?
    N1 C19 H19B . . 109.5 ?
    H19A C19 H19B . . 109.5 ?
    N1 C19 H19C . . 109.5 ?
    H19A C19 H19C . . 109.5 ?
    H19B C19 H19C . . 109.5 ?
    N1 C20 H20A . . 109.5 ?
    N1 C20 H20B . . 109.5 ?
    H20A C20 H20B . . 109.5 ?
    N1 C20 H20C . . 109.5 ?
    H20A C20 H20C . . 109.5 ?
    H20B C20 H20C . . 109.5 ?
    O3 C21 O2 . . 121.5(3) ?
    O3 C21 C22 . . 118.4(4) ?
    O2 C21 C22 . . 120.1(2) ?
    C23 C22 C21 . . 131.7(3) ?
    C23 C22 H22A . . 114.2 ?
    C21 C22 H22A . . 114.2 ?
    C22 C23 C24 . . 129.8(3) ?
    C22 C23 H23A . . 115.1 ?
    C24 C23 H23A . . 115.1 ?
    O5 C24 O4 . . 123.40(18) ?
    O5 C24 C23 . . 115.6(2) ?
    O4 C24 C23 . . 120.98(19) ?
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 . . . . -1.1(2) ?
    C15 C1 C2 C3 . . . . -119.38(16) ?
    C16 C1 C2 C3 . . . . 118.00(16) ?
    O1 C1 C2 C7 . . . . -179.70(14) ?
    C15 C1 C2 C7 . . . . 61.98(19) ?
    C16 C1 C2 C7 . . . . -60.64(19) ?
    C7 C2 C3 C4 . . . . -0.1(3) ?
    C1 C2 C3 C4 . . . . -178.74(17) ?
    C2 C3 C4 C5 . . . . 0.8(3) ?
    C3 C4 C5 C6 . . . . -0.2(3) ?
    C4 C5 C6 C7 . . . . -1.0(3) ?
    C5 C6 C7 C2 . . . . 1.7(3) ?
    C5 C6 C7 C8 . . . . -177.35(19) ?
    C3 C2 C7 C6 . . . . -1.1(2) ?
    C1 C2 C7 C6 . . . . 177.53(15) ?
    C3 C2 C7 C8 . . . . 177.82(17) ?
    C1 C2 C7 C8 . . . . -3.5(3) ?
    C6 C7 C8 C9 . . . . 145.99(19) ?
    C2 C7 C8 C9 . . . . -33.0(3) ?
    C7 C8 C9 C10 . . . . -1.2(3) ?
    C8 C9 C10 C11 . . . . -144.80(19) ?
    C8 C9 C10 C15 . . . . 30.9(3) ?
    C15 C10 C11 C12 . . . . -4.1(3) ?
    C9 C10 C11 C12 . . . . 171.89(17) ?
    C10 C11 C12 C13 . . . . 1.2(3) ?
    C11 C12 C13 C14 . . . . 1.7(3) ?
    C12 C13 C14 C15 . . . . -1.6(3) ?
    C13 C14 C15 C10 . . . . -1.3(3) ?
    C13 C14 C15 C1 . . . . 176.88(17) ?
    C11 C10 C15 C14 . . . . 4.0(2) ?
    C9 C10 C15 C14 . . . . -171.64(16) ?
    C11 C10 C15 C1 . . . . -174.11(15) ?
    C9 C10 C15 C1 . . . . 10.2(2) ?
    O1 C1 C15 C14 . . . . -0.9(2) ?
    C2 C1 C15 C14 . . . . 115.13(16) ?
    C16 C1 C15 C14 . . . . -120.10(16) ?
    O1 C1 C15 C10 . . . . 177.21(14) ?
    C2 C1 C15 C10 . . . . -66.78(19) ?
    C16 C1 C15 C10 . . . . 57.99(18) ?
    O1 C1 C16 C17 . . . . 58.28(17) ?
    C2 C1 C16 C17 . . . . -59.54(18) ?
    C15 C1 C16 C17 . . . . 178.38(13) ?
    C1 C16 C17 C18 . . . . -164.67(13) ?
    C19 N1 C18 C17 . . . . 61.9(2) ?
    C20 N1 C18 C17 . . . . -65.79(19) ?
    C16 C17 C18 N1 . . . . 178.82(13) ?
    O3 C21 C22 C23 . . . . -173.0(3) ?
    O2 C21 C22 C23 . . . . 6.2(5) ?
    C21 C22 C23 C24 . . . . -0.1(5) ?
    C22 C23 C24 O5 . . . . 170.5(3) ?
    C22 C23 C24 O4 . . . . -8.0(4) ?
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
    O1 H1O O3 2_546 0.826(16) 1.948(17) 2.770(2) 173(2)
    O2 H2O O4 . 0.885(19) 1.56(2) 2.442(2) 171(4)
    N1 H1N O5 . 0.884(16) 1.801(16) 2.6797(19) 172(2)
    N1 H1N O4 . 0.884(16) 2.691(19) 3.340(2) 131.2(18)
    C16 H16B O3 2_546 0.99 2.63 3.267(3) 122.0
    C19 H19A O3 1_655 0.98 2.55 3.452(3) 153.5
    C20 H20A O3 1_655 0.98 2.94 3.781(4) 144.3
    C9 H9A O4 1_554 0.95 2.82 3.675(2) 150.5
    C12 H12A O4 2_545 0.95 2.62 3.460(3) 147.9
    C17 H17A O5 2_646 0.99 2.92 3.865(2) 158.9
    C20 H20B O5 2_646 0.98 2.39 3.296(3) 154.3
