#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/25/2222526.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2222526
loop_
_publ_author_name
'Jasinski, Jerry P.'
'Butcher, Ray J.'
'Hakim Al-Arique, Q. N. M.'
'Yathirajan, H. S.'
'Narayana, B.'
_publ_section_title
;
 Propiverinium picrate
;
_journal_coeditor_code           AT2814
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1738
_journal_page_last               o1739
_journal_paper_doi               10.1107/S1600536809022995
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C23 H30 N O3 +, C6 H2 N3 O7 -'
_chemical_formula_moiety         'C23 H30 N O3 +, C6 H2 N3 O7 -'
_chemical_formula_sum            'C29 H32 N4 O10'
_chemical_formula_weight         596.59
_chemical_name_systematic
;
4-(2,2-Diphenyl-2-propoxyacetoxy)-1-methylpiperidin-1-ium picrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                97.652(3)
_cell_angle_beta                 97.630(3)
_cell_angle_gamma                104.301(4)
_cell_formula_units_Z            2
_cell_length_a                   8.9379(4)
_cell_length_b                   9.2885(4)
_cell_length_c                   18.0750(7)
_cell_measurement_reflns_used    8020
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      32.6076
_cell_measurement_theta_min      4.7376
_cell_volume                     1419.53(11)
_computing_cell_refinement
'CrysAlisPro (Oxford Diffraction, 2007)'
_computing_data_collection
'CrysAlisPro (Oxford Diffraction, 2007)'
_computing_data_reduction
'CrysAlisPro (Oxford Diffraction, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      110(2)
_diffrn_detector_area_resol_mean 10.5081
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.895
_diffrn_measurement_device_type  'Oxford Diffraction Gemini R CCD'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_av_sigmaI/netI    0.0463
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            18429
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         32.68
_diffrn_reflns_theta_min         4.75
_diffrn_standards_decay_%        <2%
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.910
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis RED; Oxford Diffraction, 2007)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             628
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.308
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         9328
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0462
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0682P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1189
_refine_ls_wR_factor_ref         0.1256
_reflns_number_gt                6353
_reflns_number_total             9328
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2814.cif
_cod_data_source_block           I
_cod_original_cell_volume        1419.54(10)
_cod_database_code               2222526
_cod_database_fobs_code          2222526
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
O O1A 0.10752(10) 0.23733(10) 0.53343(5) 0.02465(19) Uani d . 1 . .
O O2A 0.12422(13) 0.08237(12) 0.64704(6) 0.0414(3) Uani d . 1 . .
O O3A 0.14903(16) -0.14166(12) 0.61794(7) 0.0549(3) Uani d . 1 . .
O O4AA 0.4251(3) -0.2570(3) 0.4160(2) 0.0556(8) Uani d PU 0.825(10) A 1
O O5AA 0.4834(4) -0.0983(5) 0.33859(12) 0.0463(8) Uani d PU 0.825(10) A 1
O O4AB 0.4136(17) -0.2763(15) 0.4447(10) 0.0556(8) Uani d PU 0.175(10) A 2
O O5AB 0.4388(16) -0.1576(18) 0.3475(7) 0.0463(8) Uani d PU 0.175(10) A 2
O O6A 0.19712(11) 0.28535(11) 0.33215(5) 0.0302(2) Uani d . 1 . .
O O7A 0.24781(13) 0.42205(10) 0.44357(5) 0.0365(2) Uani d . 1 . .
N N1A 0.15738(14) -0.01478(13) 0.60401(7) 0.0341(3) Uani d . 1 . .
N N2A 0.41627(16) -0.14450(15) 0.39320(9) 0.0470(4) Uani d . 1 . .
N N3A 0.22611(12) 0.30132(12) 0.40164(6) 0.0234(2) Uani d . 1 . .
C C1A 0.18060(13) 0.15168(13) 0.50522(6) 0.0197(2) Uani d . 1 . .
C C2A 0.20815(15) 0.02039(13) 0.53354(7) 0.0251(3) Uani d . 1 A .
C C3A 0.27856(16) -0.07744(14) 0.49621(8) 0.0318(3) Uani d . 1 . .
H H3AA 0.2900 -0.1645 0.5161 0.038 Uiso calc R 1 A .
C C4A 0.33233(15) -0.04861(14) 0.42997(8) 0.0301(3) Uani d . 1 A .
C C5A 0.31226(14) 0.07552(14) 0.39838(7) 0.0245(3) Uani d . 1 . .
H H5AA 0.3472 0.0938 0.3522 0.029 Uiso calc R 1 A .
C C6A 0.24091(14) 0.17030(13) 0.43558(6) 0.0193(2) Uani d . 1 A .
O O1B 0.60822(9) 0.83673(9) 0.95805(4) 0.01743(16) Uani d . 1 . .
O O2B 0.65404(10) 0.61445(9) 0.85595(5) 0.02139(18) Uani d . 1 . .
O O3B 0.49768(9) 0.66911(8) 0.76153(4) 0.01681(16) Uani d . 1 . .
N N1B 0.14290(11) 0.41809(11) 0.66309(5) 0.0195(2) Uani d . 1 . .
H H1BD 0.1429 0.3307 0.6313 0.023 Uiso calc R 1 . .
C C1B 0.7672(2) 0.65985(16) 1.04798(8) 0.0374(3) Uani d . 1 . .
H H1BA 0.6537 0.6194 1.0317 0.056 Uiso calc R 1 . .
H H1BB 0.7985 0.6305 1.0966 0.056 Uiso calc R 1 . .
H H1BC 0.8215 0.6193 1.0099 0.056 Uiso calc R 1 . .
C C2B 0.81046(16) 0.83003(14) 1.05690(7) 0.0266(3) Uani d . 1 . .
H H2BA 0.9237 0.8703 1.0776 0.032 Uiso calc R 1 . .
H H2BB 0.7522 0.8696 1.0941 0.032 Uiso calc R 1 . .
C C3B 0.77559(13) 0.88685(13) 0.98354(6) 0.0199(2) Uani d . 1 . .
H H3BA 0.8118 0.9984 0.9919 0.024 Uiso calc R 1 . .
H H3BB 0.8303 0.8461 0.9450 0.024 Uiso calc R 1 . .
C C4B 0.55382(13) 0.83591(12) 0.88023(6) 0.0144(2) Uani d . 1 . .
C C5B 0.37558(13) 0.80952(12) 0.87150(6) 0.0161(2) Uani d . 1 . .
C C6B 0.29341(14) 0.72390(13) 0.91802(6) 0.0210(2) Uani d . 1 . .
H H6BA 0.3488 0.6901 0.9578 0.025 Uiso calc R 1 . .
C C7B 0.13033(15) 0.68740(15) 0.90661(7) 0.0270(3) Uani d . 1 . .
H H7BA 0.0751 0.6295 0.9389 0.032 Uiso calc R 1 . .
C C8B 0.04823(15) 0.73485(14) 0.84858(7) 0.0273(3) Uani d . 1 . .
H H8BA -0.0630 0.7092 0.8408 0.033 Uiso calc R 1 . .
C C9B 0.12932(14) 0.82027(14) 0.80174(7) 0.0252(3) Uani d . 1 . .
H H9BA 0.0734 0.8531 0.7618 0.030 Uiso calc R 1 . .
C C10B 0.29213(14) 0.85778(13) 0.81321(6) 0.0195(2) Uani d . 1 . .
H H10A 0.3470 0.9167 0.7812 0.023 Uiso calc R 1 . .
C C11B 0.63706(13) 0.98164(12) 0.85584(6) 0.0154(2) Uani d . 1 . .
C C12B 0.60946(14) 1.11664(13) 0.88757(6) 0.0211(2) Uani d . 1 . .
H H12A 0.5343 1.1146 0.9202 0.025 Uiso calc R 1 . .
C C13B 0.69100(16) 1.25303(13) 0.87166(7) 0.0256(3) Uani d . 1 . .
H H13A 0.6711 1.3440 0.8932 0.031 Uiso calc R 1 . .
C C14B 0.80181(16) 1.25757(14) 0.82429(7) 0.0272(3) Uani d . 1 . .
H H14A 0.8573 1.3513 0.8133 0.033 Uiso calc R 1 . .
C C15B 0.83122(15) 1.12444(14) 0.79297(7) 0.0239(2) Uani d . 1 . .
H H15A 0.9075 1.1270 0.7609 0.029 Uiso calc R 1 . .
C C16B 0.74833(13) 0.98724(12) 0.80886(6) 0.0178(2) Uani d . 1 . .
H H16A 0.7683 0.8964 0.7872 0.021 Uiso calc R 1 . .
C C17B 0.57857(12) 0.69440(12) 0.83240(6) 0.0154(2) Uani d . 1 . .
C C18B 0.48344(13) 0.52459(12) 0.71359(6) 0.0174(2) Uani d . 1 . .
H H18A 0.5894 0.5082 0.7114 0.021 Uiso calc R 1 . .
C C19B 0.38094(14) 0.39610(12) 0.74338(7) 0.0199(2) Uani d . 1 . .
H H19A 0.3784 0.2990 0.7124 0.024 Uiso calc R 1 . .
H H19B 0.4277 0.3959 0.7962 0.024 Uiso calc R 1 . .
C C20B 0.21450(14) 0.40916(13) 0.74143(6) 0.0208(2) Uani d . 1 . .
H H20A 0.1506 0.3204 0.7583 0.025 Uiso calc R 1 . .
H H20B 0.2153 0.5006 0.7767 0.025 Uiso calc R 1 . .
C C21B -0.02218(15) 0.42444(16) 0.65909(8) 0.0303(3) Uani d . 1 . .
H H21A -0.0258 0.5157 0.6921 0.045 Uiso calc R 1 . .
H H21B -0.0833 0.3353 0.6758 0.045 Uiso calc R 1 . .
H H21C -0.0665 0.4264 0.6068 0.045 Uiso calc R 1 . .
C C22B 0.23950(15) 0.54977(13) 0.63493(7) 0.0216(2) Uani d . 1 . .
H H22A 0.2411 0.6449 0.6675 0.026 Uiso calc R 1 . .
H H22B 0.1915 0.5522 0.5827 0.026 Uiso calc R 1 . .
C C23B 0.40595(14) 0.53774(13) 0.63573(6) 0.0208(2) Uani d . 1 . .
H H23A 0.4686 0.6280 0.6195 0.025 Uiso calc R 1 . .
H H23B 0.4045 0.4482 0.5989 0.025 Uiso calc R 1 . .
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'
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'
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
O3A N1A O2A . . 122.35(13) ?
O3A N1A C2A . . 118.08(13) ?
O2A N1A C2A . . 119.58(11) ?
O5AB N2A O4AA . . 104.2(9) ?
O5AB N2A O5AA . . 27.2(10) ?
O4AA N2A O5AA . . 123.4(2) ?
O5AB N2A C4A . . 133.0(8) ?
O4AA N2A C4A . . 119.5(3) ?
O5AA N2A C4A . . 117.02(17) ?
O5AB N2A O4AB . . 119.9(9) ?
O4AA N2A O4AB . . 15.8(6) ?
O5AA N2A O4AB . . 138.1(5) ?
C4A N2A O4AB . . 104.3(6) ?
O7A N3A O6A . . 123.43(10) ?
O7A N3A C6A . . 118.42(10) ?
O6A N3A C6A . . 118.10(10) ?
O1A C1A C2A . . 125.93(11) ?
O1A C1A C6A . . 122.04(10) ?
C2A C1A C6A . . 111.94(10) ?
C3A C2A C1A . . 123.20(12) ?
C3A C2A N1A . . 117.22(11) ?
C1A C2A N1A . . 119.56(12) ?
C2A C3A C4A . . 120.02(12) ?
C2A C3A H3AA . . 120.0 ?
C4A C3A H3AA . . 120.0 ?
C3A C4A C5A . . 121.07(12) ?
C3A C4A N2A . . 120.50(13) ?
C5A C4A N2A . . 118.39(14) ?
C6A C5A C4A . . 118.15(12) ?
C6A C5A H5AA . . 120.9 ?
C4A C5A H5AA . . 120.9 ?
C5A C6A C1A . . 125.55(11) ?
C5A C6A N3A . . 116.38(11) ?
C1A C6A N3A . . 118.07(10) ?
C4B O1B C3B . . 116.70(8) ?
C17B O3B C18B . . 117.48(8) ?
C21B N1B C20B . . 111.66(9) ?
C21B N1B C22B . . 111.21(9) ?
C20B N1B C22B . . 110.85(9) ?
C21B N1B H1BD . . 107.6 ?
C20B N1B H1BD . . 107.6 ?
C22B N1B H1BD . . 107.6 ?
C2B C1B H1BA . . 109.5 ?
C2B C1B H1BB . . 109.5 ?
H1BA C1B H1BB . . 109.5 ?
C2B C1B H1BC . . 109.5 ?
H1BA C1B H1BC . . 109.5 ?
H1BB C1B H1BC . . 109.5 ?
C1B C2B C3B . . 113.52(10) ?
C1B C2B H2BA . . 108.9 ?
C3B C2B H2BA . . 108.9 ?
C1B C2B H2BB . . 108.9 ?
C3B C2B H2BB . . 108.9 ?
H2BA C2B H2BB . . 107.7 ?
O1B C3B C2B . . 107.54(10) ?
O1B C3B H3BA . . 110.2 ?
C2B C3B H3BA . . 110.2 ?
O1B C3B H3BB . . 110.2 ?
C2B C3B H3BB . . 110.2 ?
H3BA C3B H3BB . . 108.5 ?
O1B C4B C11B . . 110.90(8) ?
O1B C4B C5B . . 106.28(8) ?
C11B C4B C5B . . 113.50(8) ?
O1B C4B C17B . . 108.42(8) ?
C11B C4B C17B . . 112.01(9) ?
C5B C4B C17B . . 105.37(8) ?
C6B C5B C10B . . 119.00(10) ?
C6B C5B C4B . . 119.43(10) ?
C10B C5B C4B . . 121.29(10) ?
C5B C6B C7B . . 120.33(11) ?
C5B C6B H6BA . . 119.8 ?
C7B C6B H6BA . . 119.8 ?
C8B C7B C6B . . 120.44(12) ?
C8B C7B H7BA . . 119.8 ?
C6B C7B H7BA . . 119.8 ?
C7B C8B C9B . . 119.64(11) ?
C7B C8B H8BA . . 120.2 ?
C9B C8B H8BA . . 120.2 ?
C8B C9B C10B . . 120.12(11) ?
C8B C9B H9BA . . 119.9 ?
C10B C9B H9BA . . 119.9 ?
C9B C10B C5B . . 120.47(11) ?
C9B C10B H10A . . 119.8 ?
C5B C10B H10A . . 119.8 ?
C16B C11B C12B . . 118.87(10) ?
C16B C11B C4B . . 122.62(9) ?
C12B C11B C4B . . 118.27(10) ?
C13B C12B C11B . . 120.43(11) ?
C13B C12B H12A . . 119.8 ?
C11B C12B H12A . . 119.8 ?
C12B C13B C14B . . 120.32(11) ?
C12B C13B H13A . . 119.8 ?
C14B C13B H13A . . 119.8 ?
C13B C14B C15B . . 119.78(11) ?
C13B C14B H14A . . 120.1 ?
C15B C14B H14A . . 120.1 ?
C14B C15B C16B . . 119.72(11) ?
C14B C15B H15A . . 120.1 ?
C16B C15B H15A . . 120.1 ?
C11B C16B C15B . . 120.87(10) ?
C11B C16B H16A . . 119.6 ?
C15B C16B H16A . . 119.6 ?
O2B C17B O3B . . 124.27(10) ?
O2B C17B C4B . . 125.00(10) ?
O3B C17B C4B . . 110.66(8) ?
O3B C18B C23B . . 105.04(8) ?
O3B C18B C19B . . 110.30(9) ?
C23B C18B C19B . . 110.25(9) ?
O3B C18B H18A . . 110.4 ?
C23B C18B H18A . . 110.4 ?
C19B C18B H18A . . 110.4 ?
C20B C19B C18B . . 112.27(9) ?
C20B C19B H19A . . 109.1 ?
C18B C19B H19A . . 109.1 ?
C20B C19B H19B . . 109.1 ?
C18B C19B H19B . . 109.1 ?
H19A C19B H19B . . 107.9 ?
N1B C20B C19B . . 110.68(9) ?
N1B C20B H20A . . 109.5 ?
C19B C20B H20A . . 109.5 ?
N1B C20B H20B . . 109.5 ?
C19B C20B H20B . . 109.5 ?
H20A C20B H20B . . 108.1 ?
N1B C21B H21A . . 109.5 ?
N1B C21B H21B . . 109.5 ?
H21A C21B H21B . . 109.5 ?
N1B C21B H21C . . 109.5 ?
H21A C21B H21C . . 109.5 ?
H21B C21B H21C . . 109.5 ?
N1B C22B C23B . . 110.62(9) ?
N1B C22B H22A . . 109.5 ?
C23B C22B H22A . . 109.5 ?
N1B C22B H22B . . 109.5 ?
C23B C22B H22B . . 109.5 ?
H22A C22B H22B . . 108.1 ?
C22B C23B C18B . . 112.20(9) ?
C22B C23B H23A . . 109.2 ?
C18B C23B H23A . . 109.2 ?
C22B C23B H23B . . 109.2 ?
C18B C23B H23B . . 109.2 ?
H23A C23B H23B . . 107.9 ?
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
O1A C1A . 1.2477(14) ?
O2A N1A . 1.2302(16) ?
O3A N1A . 1.2241(15) ?
O4AA N2A . 1.190(4) ?
O5AA N2A . 1.289(4) ?
O4AB N2A . 1.632(16) ?
O5AB N2A . 0.876(12) ?
O6A N3A . 1.2295(12) ?
O7A N3A . 1.2235(13) ?
N1A C2A . 1.4580(18) ?
N2A C4A . 1.4501(18) ?
N3A C6A . 1.4601(15) ?
C1A C2A . 1.4461(17) ?
C1A C6A . 1.4481(16) ?
C2A C3A . 1.3817(19) ?
C3A C4A . 1.382(2) ?
C3A H3AA . 0.9500 ?
C4A C5A . 1.3921(19) ?
C5A C6A . 1.3665(16) ?
C5A H5AA . 0.9500 ?
O1B C4B . 1.4243(12) ?
O1B C3B . 1.4431(14) ?
O2B C17B . 1.2013(13) ?
O3B C17B . 1.3450(12) ?
O3B C18B . 1.4647(12) ?
N1B C21B . 1.4838(16) ?
N1B C20B . 1.4961(14) ?
N1B C22B . 1.5039(15) ?
N1B H1BD . 0.9300 ?
C1B C2B . 1.5126(19) ?
C1B H1BA . 0.9800 ?
C1B H1BB . 0.9800 ?
C1B H1BC . 0.9800 ?
C2B C3B . 1.5140(16) ?
C2B H2BA . 0.9900 ?
C2B H2BB . 0.9900 ?
C3B H3BA . 0.9900 ?
C3B H3BB . 0.9900 ?
C4B C11B . 1.5259(15) ?
C4B C5B . 1.5339(15) ?
C4B C17B . 1.5543(14) ?
C5B C6B . 1.3901(16) ?
C5B C10B . 1.3962(15) ?
C6B C7B . 1.3927(17) ?
C6B H6BA . 0.9500 ?
C7B C8B . 1.3825(19) ?
C7B H7BA . 0.9500 ?
C8B C9B . 1.3891(19) ?
C8B H8BA . 0.9500 ?
C9B C10B . 1.3900(17) ?
C9B H9BA . 0.9500 ?
C10B H10A . 0.9500 ?
C11B C16B . 1.3869(16) ?
C11B C12B . 1.4004(15) ?
C12B C13B . 1.3840(17) ?
C12B H12A . 0.9500 ?
C13B C14B . 1.3892(19) ?
C13B H13A . 0.9500 ?
C14B C15B . 1.3901(18) ?
C14B H14A . 0.9500 ?
C15B C16B . 1.3939(16) ?
C15B H15A . 0.9500 ?
C16B H16A . 0.9500 ?
C18B C23B . 1.5180(16) ?
C18B C19B . 1.5217(16) ?
C18B H18A . 1.0000 ?
C19B C20B . 1.5183(17) ?
C19B H19A . 0.9900 ?
C19B H19B . 0.9900 ?
C20B H20A . 0.9900 ?
C20B H20B . 0.9900 ?
C21B H21A . 0.9800 ?
C21B H21B . 0.9800 ?
C21B H21C . 0.9800 ?
C22B C23B . 1.5175(17) ?
C22B H22A . 0.9900 ?
C22B H22B . 0.9900 ?
C23B H23A . 0.9900 ?
C23B H23B . 0.9900 ?
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
N1B H1BD O1A . 0.93 1.81 2.6276(12) 144.6
N1B H1BD O2A . 0.93 2.33 3.0537(15) 134.5
C20B H20B Cg2 . 0.99 2.77 3.7553(13) 173
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
O1A C1A C2A C3A . . . . 174.36(11) ?
C6A C1A C2A C3A . . . . -2.28(16) ?
O1A C1A C2A N1A . . . . -4.32(18) ?
C6A C1A C2A N1A . . . . 179.04(10) ?
O3A N1A C2A C3A . . . . -15.05(17) ?
O2A N1A C2A C3A . . . . 165.15(12) ?
O3A N1A C2A C1A . . . . 163.71(12) ?
O2A N1A C2A C1A . . . . -16.09(17) ?
C1A C2A C3A C4A . . . . 2.68(19) ?
N1A C2A C3A C4A . . . . -178.61(11) ?
C2A C3A C4A C5A . . . . -2.15(19) ?
C2A C3A C4A N2A . . . . 175.61(11) ?
O5AB N2A C4A C3A . . . . 163.1(14) ?
O4AA N2A C4A C3A . . . . 7.5(2) ?
O5AA N2A C4A C3A . . . . -169.72(17) ?
O4AB N2A C4A C3A . . . . 3.0(6) ?
O5AB N2A C4A C5A . . . . -19.1(15) ?
O4AA N2A C4A C5A . . . . -174.66(18) ?
O5AA N2A C4A C5A . . . . 8.1(2) ?
O4AB N2A C4A C5A . . . . -179.2(5) ?
C3A C4A C5A C6A . . . . 1.44(18) ?
N2A C4A C5A C6A . . . . -176.37(11) ?
C4A C5A C6A C1A . . . . -1.26(18) ?
C4A C5A C6A N3A . . . . 178.35(11) ?
O1A C1A C6A C5A . . . . -175.18(11) ?
C2A C1A C6A C5A . . . . 1.61(16) ?
O1A C1A C6A N3A . . . . 5.21(16) ?
C2A C1A C6A N3A . . . . -178.00(10) ?
O7A N3A C6A C5A . . . . -140.18(12) ?
O6A N3A C6A C5A . . . . 37.65(15) ?
O7A N3A C6A C1A . . . . 39.47(16) ?
O6A N3A C6A C1A . . . . -142.70(11) ?
C4B O1B C3B C2B . . . . -161.04(9) ?
C1B C2B C3B O1B . . . . 63.23(14) ?
C3B O1B C4B C11B . . . . -45.26(11) ?
C3B O1B C4B C5B . . . . -169.05(8) ?
C3B O1B C4B C17B . . . . 78.11(11) ?
O1B C4B C5B C6B . . . . -30.91(13) ?
C11B C4B C5B C6B . . . . -153.07(10) ?
C17B C4B C5B C6B . . . . 84.02(11) ?
O1B C4B C5B C10B . . . . 155.10(9) ?
C11B C4B C5B C10B . . . . 32.95(13) ?
C17B C4B C5B C10B . . . . -89.96(11) ?
C10B C5B C6B C7B . . . . -0.18(16) ?
C4B C5B C6B C7B . . . . -174.30(10) ?
C5B C6B C7B C8B . . . . 0.50(18) ?
C6B C7B C8B C9B . . . . -0.40(18) ?
C7B C8B C9B C10B . . . . -0.01(18) ?
C8B C9B C10B C5B . . . . 0.32(17) ?
C6B C5B C10B C9B . . . . -0.22(16) ?
C4B C5B C10B C9B . . . . 173.79(10) ?
O1B C4B C11B C16B . . . . 107.93(11) ?
C5B C4B C11B C16B . . . . -132.52(10) ?
C17B C4B C11B C16B . . . . -13.34(13) ?
O1B C4B C11B C12B . . . . -66.41(12) ?
C5B C4B C11B C12B . . . . 53.14(12) ?
C17B C4B C11B C12B . . . . 172.32(9) ?
C16B C11B C12B C13B . . . . 0.58(16) ?
C4B C11B C12B C13B . . . . 175.13(10) ?
C11B C12B C13B C14B . . . . -0.33(18) ?
C12B C13B C14B C15B . . . . -0.23(18) ?
C13B C14B C15B C16B . . . . 0.52(18) ?
C12B C11B C16B C15B . . . . -0.28(16) ?
C4B C11B C16B C15B . . . . -174.59(10) ?
C14B C15B C16B C11B . . . . -0.26(17) ?
C18B O3B C17B O2B . . . . 8.72(16) ?
C18B O3B C17B C4B . . . . -168.41(9) ?
O1B C4B C17B O2B . . . . -11.26(15) ?
C11B C4B C17B O2B . . . . 111.44(12) ?
C5B C4B C17B O2B . . . . -124.70(11) ?
O1B C4B C17B O3B . . . . 165.86(8) ?
C11B C4B C17B O3B . . . . -71.45(11) ?
C5B C4B C17B O3B . . . . 52.41(11) ?
C17B O3B C18B C23B . . . . -172.99(9) ?
C17B O3B C18B C19B . . . . 68.22(12) ?
O3B C18B C19B C20B . . . . 62.58(12) ?
C23B C18B C19B C20B . . . . -52.98(12) ?
C21B N1B C20B C19B . . . . 177.60(9) ?
C22B N1B C20B C19B . . . . -57.80(12) ?
C18B C19B C20B N1B . . . . 55.83(12) ?
C21B N1B C22B C23B . . . . -177.23(9) ?
C20B N1B C22B C23B . . . . 57.92(12) ?
N1B C22B C23B C18B . . . . -55.98(12) ?
O3B C18B C23B C22B . . . . -65.73(11) ?
C19B C18B C23B C22B . . . . 53.09(12) ?
