#------------------------------------------------------------------------------
#$Date: 2023-07-15 04:47:13 +0300 (Sat, 15 Jul 2023) $
#$Revision: 285218 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/28/2022817.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_2022817
loop_
_publ_author_name
Vinaya,
'Basavaraju, Yeriyur B.'
'Yathirajan, Hemmige S.'
'Parkin, Sean'
_publ_section_title
;
 Crystal structures of four organic salts of trihexyphenidyl at
 90 K
;
_journal_coeditor_code           VM2286
_journal_issue                   8
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_paper_doi               10.1107/S2056989023005960
_journal_volume                  79
_journal_year                    2023
_chemical_formula_iupac          'C20 H32 N O +, C7 H5 O -'
_chemical_formula_moiety         'C20 H32 N O +, C7 H5 O -'
_chemical_formula_sum            'C27 H37 N O4'
_chemical_formula_weight         439.57
_chemical_name_common
;
Trihexyphenidylium 4-hydroxybenzoate
;
_chemical_name_systematic
;
1-(3-Cyclohexyl-3-hydroxy-3-phenylpropyl)piperidin-1-ium 4-hydroxybenzoate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'SHELXL-2019/2 and CIFFIX'
_cell_angle_alpha                90
_cell_angle_beta                 101.789(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   45.098(2)
_cell_length_b                   8.5314(5)
_cell_length_c                   12.3516(6)
_cell_measurement_reflns_used    9845
_cell_measurement_temperature    90.0(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.43
_cell_volume                     4652.0(4)
_computing_cell_refinement
;
APEX3 (Bruker, 2016)
;
_computing_data_collection
;
APEX3 (Bruker, 2016)
;
_computing_data_reduction
;
APEX3 (Bruker, 2016)
;
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008) and
Mercury (Macrae et al., 2020)
;
_computing_publication_material
;
SHELX (Sheldrick, 2008) and publCIF (Westrip,
2010)
;
_computing_structure_refinement
;
SHELXL2019/2 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      90.0(2)
_diffrn_detector_area_resol_mean 7.41
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker D8 Venture dual source'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_av_unetI/netI     2.4891
_diffrn_reflns_limit_h_max       57
_diffrn_reflns_limit_h_min       -58
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5327
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.527
_diffrn_reflns_theta_min         2.431
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_correction_T_min  0.706
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(TWINABS; Sheldrick, 2012)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_description       plate
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.284
_refine_ls_extinction_coef       0.0030(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method
;
SHELXL-2019/2 (Sheldrick 2008)
;
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     303
_refine_ls_number_reflns         5327
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0414
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0332P)²+1.3379P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0855
_refine_ls_wR_factor_ref         0.0900
_reflns_number_gt                4543
_reflns_number_total             5327
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            vm2286sup1.cif
_cod_data_source_block           II
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2022817
_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.
;
_shelx_estimated_absorpt_t_min   0.980
_shelx_estimated_absorpt_t_max   0.997
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
O O1 0.64503(3) 0.47657(16) 0.23197(10) 0.0197(3) Uani d 1 . .
H H1O 0.6394(5) 0.395(3) 0.267(2) 0.037(6) Uiso d 1 . .
N N1 0.58510(3) 0.60731(17) 0.40624(11) 0.0145(3) Uani d 1 . .
H H1N 0.5832(4) 0.499(3) 0.3955(17) 0.023(5) Uiso d 1 . .
C C1 0.66057(4) 0.5819(2) 0.31582(14) 0.0168(3) Uani d 1 . .
C C2 0.64073(3) 0.5992(2) 0.40316(14) 0.0166(3) Uani d 1 . .
H H2A 0.638047 0.495231 0.435376 0.020 Uiso calc 1 . .
H H2B 0.651117 0.668315 0.463538 0.020 Uiso calc 1 . .
C C3 0.60976(3) 0.6679(2) 0.35289(14) 0.0185(4) Uani d 1 . .
H H3A 0.610726 0.783437 0.360334 0.022 Uiso calc 1 . .
H H3B 0.604764 0.642710 0.272994 0.022 Uiso calc 1 . .
C C4 0.59104(4) 0.6392(2) 0.52798(13) 0.0170(4) Uani d 1 . .
H H4A 0.592245 0.753753 0.541102 0.020 Uiso calc 1 . .
H H4B 0.610672 0.592309 0.563876 0.020 Uiso calc 1 . .
C C5 0.56583(4) 0.5702(2) 0.57793(14) 0.0185(4) Uani d 1 . .
H H5A 0.569629 0.595026 0.657884 0.022 Uiso calc 1 . .
H H5B 0.565790 0.454786 0.569906 0.022 Uiso calc 1 . .
C C6 0.53495(4) 0.6349(2) 0.52184(14) 0.0215(4) Uani d 1 . .
H H6A 0.518871 0.581952 0.552046 0.026 Uiso calc 1 . .
H H6B 0.534062 0.748444 0.537538 0.026 Uiso calc 1 . .
C C7 0.52948(4) 0.6091(2) 0.39728(15) 0.0194(4) Uani d 1 . .
H H7A 0.527524 0.495443 0.381295 0.023 Uiso calc 1 . .
H H7B 0.510274 0.660366 0.361565 0.023 Uiso calc 1 . .
C C8 0.55528(3) 0.6755(2) 0.34958(14) 0.0183(4) Uani d 1 . .
H H8A 0.551751 0.651862 0.269500 0.022 Uiso calc 1 . .
H H8B 0.555856 0.790859 0.358541 0.022 Uiso calc 1 . .
C C9 0.66395(3) 0.7379(2) 0.25866(14) 0.0161(4) Uani d 1 . .
C C10 0.65862(4) 0.7484(2) 0.14377(15) 0.0203(4) Uani d 1 . .
H H10 0.652558 0.657720 0.100257 0.024 Uiso calc 1 . .
C C11 0.66205(4) 0.8899(2) 0.09203(16) 0.0240(4) Uani d 1 . .
H H11 0.658087 0.895399 0.013573 0.029 Uiso calc 1 . .
C C12 0.67121(4) 1.0227(2) 0.15405(16) 0.0251(4) Uani d 1 . .
H H12 0.673865 1.118945 0.118511 0.030 Uiso calc 1 . .
C C13 0.67646(4) 1.0144(2) 0.26827(16) 0.0222(4) Uani d 1 . .
H H13 0.682632 1.105283 0.311469 0.027 Uiso calc 1 . .
C C14 0.67272(4) 0.8732(2) 0.31970(15) 0.0192(4) Uani d 1 . .
H H14 0.676227 0.868889 0.398139 0.023 Uiso calc 1 . .
C C15 0.69159(4) 0.5071(2) 0.36817(14) 0.0176(4) Uani d 1 . .
H H15 0.686969 0.402152 0.396860 0.021 Uiso calc 1 . .
C C16 0.71081(4) 0.4760(2) 0.28197(16) 0.0244(4) Uani d 1 . .
H H16A 0.716442 0.577069 0.252371 0.029 Uiso calc 1 . .
H H16B 0.698755 0.415569 0.219800 0.029 Uiso calc 1 . .
C C17 0.73957(4) 0.3845(3) 0.33156(16) 0.0281(4) Uani d 1 . .
H H17A 0.733941 0.278419 0.352781 0.034 Uiso calc 1 . .
H H17B 0.752121 0.372668 0.274999 0.034 Uiso calc 1 . .
C C18 0.75806(4) 0.4665(3) 0.43271(17) 0.0276(4) Uani d 1 . .
H H18A 0.775308 0.398936 0.466766 0.033 Uiso calc 1 . .
H H18B 0.766361 0.565645 0.409679 0.033 Uiso calc 1 . .
C C19 0.73880(4) 0.5015(2) 0.51730(16) 0.0254(4) Uani d 1 . .
H H19A 0.750942 0.561859 0.579318 0.030 Uiso calc 1 . .
H H19B 0.732701 0.401767 0.547398 0.030 Uiso calc 1 . .
C C20 0.71056(4) 0.5949(2) 0.46637(15) 0.0210(4) Uani d 1 . .
H H20A 0.716603 0.698106 0.441359 0.025 Uiso calc 1 . .
H H20B 0.698238 0.613178 0.522950 0.025 Uiso calc 1 . .
O O2 0.61716(3) 0.24225(15) 0.33577(10) 0.0223(3) Uani d 1 . .
O O3 0.57253(2) 0.30007(14) 0.37676(10) 0.0182(3) Uani d 1 . .
O O4 0.53273(3) -0.20004(15) -0.00636(10) 0.0197(3) Uani d 1 . .
H H4O 0.5455(5) -0.227(3) -0.042(2) 0.042(7) Uiso d 1 . .
C C21 0.58953(4) 0.2187(2) 0.32616(14) 0.0166(3) Uani d 1 . .
C C22 0.57456(3) 0.0946(2) 0.24782(13) 0.0145(3) Uani d 1 . .
C C23 0.54314(4) 0.0716(2) 0.22493(14) 0.0164(3) Uani d 1 . .
H H23 0.531016 0.126006 0.267150 0.020 Uiso calc 1 . .
C C24 0.52947(4) -0.0294(2) 0.14147(15) 0.0170(4) Uani d 1 . .
H H24 0.508153 -0.044621 0.127228 0.020 Uiso calc 1 . .
C C25 0.54707(4) -0.10839(19) 0.07870(14) 0.0150(3) Uani d 1 . .
C C26 0.57859(4) -0.0913(2) 0.10326(14) 0.0165(3) Uani d 1 . .
H H26 0.590788 -0.148204 0.062676 0.020 Uiso calc 1 . .
C C27 0.59185(3) 0.0093(2) 0.18711(14) 0.0158(3) Uani d 1 . .
H H27 0.613258 0.020403 0.203686 0.019 Uiso calc 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
C1 O1 H1O . . 106.6(15) ?
C3 N1 C4 . . 112.50(13) ?
C3 N1 C8 . . 109.68(13) ?
C4 N1 C8 . . 110.94(13) ?
C3 N1 H1N . . 109.6(12) ?
C4 N1 H1N . . 108.3(13) ?
C8 N1 H1N . . 105.6(12) ?
O1 C1 C9 . . 106.91(13) ?
O1 C1 C2 . . 107.21(13) ?
C9 C1 C2 . . 111.47(14) ?
O1 C1 C15 . . 107.90(14) ?
C9 C1 C15 . . 112.59(13) ?
C2 C1 C15 . . 110.48(14) ?
C3 C2 C1 . . 111.46(14) ?
C3 C2 H2A . . 109.3 ?
C1 C2 H2A . . 109.3 ?
C3 C2 H2B . . 109.3 ?
C1 C2 H2B . . 109.3 ?
H2A C2 H2B . . 108.0 ?
N1 C3 C2 . . 112.92(14) ?
N1 C3 H3A . . 109.0 ?
C2 C3 H3A . . 109.0 ?
N1 C3 H3B . . 109.0 ?
C2 C3 H3B . . 109.0 ?
H3A C3 H3B . . 107.8 ?
N1 C4 C5 . . 110.01(13) ?
N1 C4 H4A . . 109.7 ?
C5 C4 H4A . . 109.7 ?
N1 C4 H4B . . 109.7 ?
C5 C4 H4B . . 109.7 ?
H4A C4 H4B . . 108.2 ?
C4 C5 C6 . . 111.40(14) ?
C4 C5 H5A . . 109.3 ?
C6 C5 H5A . . 109.3 ?
C4 C5 H5B . . 109.3 ?
C6 C5 H5B . . 109.3 ?
H5A C5 H5B . . 108.0 ?
C7 C6 C5 . . 110.52(14) ?
C7 C6 H6A . . 109.5 ?
C5 C6 H6A . . 109.5 ?
C7 C6 H6B . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 108.1 ?
C8 C7 C6 . . 111.06(14) ?
C8 C7 H7A . . 109.4 ?
C6 C7 H7A . . 109.4 ?
C8 C7 H7B . . 109.4 ?
C6 C7 H7B . . 109.4 ?
H7A C7 H7B . . 108.0 ?
N1 C8 C7 . . 111.06(14) ?
N1 C8 H8A . . 109.4 ?
C7 C8 H8A . . 109.4 ?
N1 C8 H8B . . 109.4 ?
C7 C8 H8B . . 109.4 ?
H8A C8 H8B . . 108.0 ?
C14 C9 C10 . . 118.00(16) ?
C14 C9 C1 . . 121.08(15) ?
C10 C9 C1 . . 120.92(16) ?
C11 C10 C9 . . 120.83(17) ?
C11 C10 H10 . . 119.6 ?
C9 C10 H10 . . 119.6 ?
C12 C11 C10 . . 120.39(17) ?
C12 C11 H11 . . 119.8 ?
C10 C11 H11 . . 119.8 ?
C11 C12 C13 . . 119.49(18) ?
C11 C12 H12 . . 120.3 ?
C13 C12 H12 . . 120.3 ?
C12 C13 C14 . . 119.97(18) ?
C12 C13 H13 . . 120.0 ?
C14 C13 H13 . . 120.0 ?
C13 C14 C9 . . 121.31(16) ?
C13 C14 H14 . . 119.3 ?
C9 C14 H14 . . 119.3 ?
C16 C15 C20 . . 109.43(14) ?
C16 C15 C1 . . 111.85(14) ?
C20 C15 C1 . . 116.04(15) ?
C16 C15 H15 . . 106.3 ?
C20 C15 H15 . . 106.3 ?
C1 C15 H15 . . 106.3 ?
C15 C16 C17 . . 111.40(15) ?
C15 C16 H16A . . 109.3 ?
C17 C16 H16A . . 109.3 ?
C15 C16 H16B . . 109.3 ?
C17 C16 H16B . . 109.3 ?
H16A C16 H16B . . 108.0 ?
C18 C17 C16 . . 111.82(17) ?
C18 C17 H17A . . 109.3 ?
C16 C17 H17A . . 109.3 ?
C18 C17 H17B . . 109.3 ?
C16 C17 H17B . . 109.3 ?
H17A C17 H17B . . 107.9 ?
C19 C18 C17 . . 111.13(14) ?
C19 C18 H18A . . 109.4 ?
C17 C18 H18A . . 109.4 ?
C19 C18 H18B . . 109.4 ?
C17 C18 H18B . . 109.4 ?
H18A C18 H18B . . 108.0 ?
C18 C19 C20 . . 111.47(16) ?
C18 C19 H19A . . 109.3 ?
C20 C19 H19A . . 109.3 ?
C18 C19 H19B . . 109.3 ?
C20 C19 H19B . . 109.3 ?
H19A C19 H19B . . 108.0 ?
C19 C20 C15 . . 110.86(15) ?
C19 C20 H20A . . 109.5 ?
C15 C20 H20A . . 109.5 ?
C19 C20 H20B . . 109.5 ?
C15 C20 H20B . . 109.5 ?
H20A C20 H20B . . 108.1 ?
C25 O4 H4O . . 107.3(17) ?
O2 C21 O3 . . 123.43(16) ?
O2 C21 C22 . . 119.08(15) ?
O3 C21 C22 . . 117.42(14) ?
C27 C22 C23 . . 118.22(15) ?
C27 C22 C21 . . 119.29(14) ?
C23 C22 C21 . . 122.17(15) ?
C24 C23 C22 . . 120.95(15) ?
C24 C23 H23 . . 119.5 ?
C22 C23 H23 . . 119.5 ?
C23 C24 C25 . . 119.81(15) ?
C23 C24 H24 . . 120.1 ?
C25 C24 H24 . . 120.1 ?
O4 C25 C24 . . 118.21(14) ?
O4 C25 C26 . . 121.89(15) ?
C24 C25 C26 . . 119.90(15) ?
C27 C26 C25 . . 119.45(16) ?
C27 C26 H26 . . 120.3 ?
C25 C26 H26 . . 120.3 ?
C26 C27 C22 . . 121.58(15) ?
C26 C27 H27 . . 119.2 ?
C22 C27 H27 . . 119.2 ?
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 . 1.440(2) ?
O1 H1O . 0.88(3) ?
N1 C3 . 1.496(2) ?
N1 C4 . 1.497(2) ?
N1 C8 . 1.501(2) ?
N1 H1N . 0.94(2) ?
C1 C9 . 1.529(2) ?
C1 C2 . 1.543(2) ?
C1 C15 . 1.553(2) ?
C2 C3 . 1.525(2) ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
C3 H3A . 0.9900 ?
C3 H3B . 0.9900 ?
C4 C5 . 1.519(2) ?
C4 H4A . 0.9900 ?
C4 H4B . 0.9900 ?
C5 C6 . 1.526(2) ?
C5 H5A . 0.9900 ?
C5 H5B . 0.9900 ?
C6 C7 . 1.524(2) ?
C6 H6A . 0.9900 ?
C6 H6B . 0.9900 ?
C7 C8 . 1.517(2) ?
C7 H7A . 0.9900 ?
C7 H7B . 0.9900 ?
C8 H8A . 0.9900 ?
C8 H8B . 0.9900 ?
C9 C14 . 1.391(2) ?
C9 C10 . 1.393(2) ?
C10 C11 . 1.389(3) ?
C10 H10 . 0.9500 ?
C11 C12 . 1.383(3) ?
C11 H11 . 0.9500 ?
C12 C13 . 1.384(3) ?
C12 H12 . 0.9500 ?
C13 C14 . 1.388(3) ?
C13 H13 . 0.9500 ?
C14 H14 . 0.9500 ?
C15 C16 . 1.527(2) ?
C15 C20 . 1.530(2) ?
C15 H15 . 1.0000 ?
C16 C17 . 1.530(2) ?
C16 H16A . 0.9900 ?
C16 H16B . 0.9900 ?
C17 C18 . 1.523(3) ?
C17 H17A . 0.9900 ?
C17 H17B . 0.9900 ?
C18 C19 . 1.519(3) ?
C18 H18A . 0.9900 ?
C18 H18B . 0.9900 ?
C19 C20 . 1.525(2) ?
C19 H19A . 0.9900 ?
C19 H19B . 0.9900 ?
C20 H20A . 0.9900 ?
C20 H20B . 0.9900 ?
O2 C21 . 1.244(2) ?
O3 C21 . 1.287(2) ?
O4 C25 . 1.362(2) ?
O4 H4O . 0.82(2) ?
C21 C22 . 1.499(2) ?
C22 C27 . 1.392(2) ?
C22 C23 . 1.401(2) ?
C23 C24 . 1.388(2) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.392(2) ?
C24 H24 . 0.9500 ?
C25 C26 . 1.400(2) ?
C26 C27 . 1.383(2) ?
C26 H26 . 0.9500 ?
C27 H27 . 0.9500 ?
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
O1 H1O O2 . 0.88(3) 1.94(3) 2.8068(18) 165(2) yes
N1 H1N O3 . 0.94(2) 1.76(2) 2.6908(19) 169.4(17) yes
C2 H2A O2 . 0.99 2.57 3.277(2) 129 yes
C4 H4B O1 6_566 0.99 2.40 3.278(2) 148 yes
C7 H7A O3 . 0.99 2.64 3.314(2) 126 yes
O4 H4O O3 6 0.82(2) 1.84(3) 2.6633(18) 176(3) yes
C26 H26 O3 6 0.95 2.62 3.281(2) 127 yes
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 . . . . -60.92(18) ?
C9 C1 C2 C3 . . . . 55.77(18) ?
C15 C1 C2 C3 . . . . -178.26(14) ?
C4 N1 C3 C2 . . . . 58.13(19) ?
C8 N1 C3 C2 . . . . -177.89(14) ?
C1 C2 C3 N1 . . . . 147.37(15) ?
C3 N1 C4 C5 . . . . -178.06(14) ?
C8 N1 C4 C5 . . . . 58.66(18) ?
N1 C4 C5 C6 . . . . -57.16(18) ?
C4 C5 C6 C7 . . . . 54.9(2) ?
C5 C6 C7 C8 . . . . -53.8(2) ?
C3 N1 C8 C7 . . . . 176.68(14) ?
C4 N1 C8 C7 . . . . -58.44(18) ?
C6 C7 C8 N1 . . . . 55.9(2) ?
O1 C1 C9 C14 . . . . 167.46(14) ?
C2 C1 C9 C14 . . . . 50.6(2) ?
C15 C1 C9 C14 . . . . -74.2(2) ?
O1 C1 C9 C10 . . . . -13.2(2) ?
C2 C1 C9 C10 . . . . -130.08(16) ?
C15 C1 C9 C10 . . . . 105.11(17) ?
C14 C9 C10 C11 . . . . 0.1(2) ?
C1 C9 C10 C11 . . . . -179.21(15) ?
C9 C10 C11 C12 . . . . 0.8(3) ?
C10 C11 C12 C13 . . . . -1.0(3) ?
C11 C12 C13 C14 . . . . 0.4(3) ?
C12 C13 C14 C9 . . . . 0.5(3) ?
C10 C9 C14 C13 . . . . -0.8(2) ?
C1 C9 C14 C13 . . . . 178.57(15) ?
O1 C1 C15 C16 . . . . 58.47(19) ?
C9 C1 C15 C16 . . . . -59.3(2) ?
C2 C1 C15 C16 . . . . 175.39(15) ?
O1 C1 C15 C20 . . . . -175.03(14) ?
C9 C1 C15 C20 . . . . 67.2(2) ?
C2 C1 C15 C20 . . . . -58.1(2) ?
C20 C15 C16 C17 . . . . 56.8(2) ?
C1 C15 C16 C17 . . . . -173.14(16) ?
C15 C16 C17 C18 . . . . -55.2(2) ?
C16 C17 C18 C19 . . . . 53.4(2) ?
C17 C18 C19 C20 . . . . -54.7(2) ?
C18 C19 C20 C15 . . . . 57.6(2) ?
C16 C15 C20 C19 . . . . -58.0(2) ?
C1 C15 C20 C19 . . . . 174.29(16) ?
O2 C21 C22 C27 . . . . -0.4(2) ?
O3 C21 C22 C27 . . . . 176.72(15) ?
O2 C21 C22 C23 . . . . -173.83(16) ?
O3 C21 C22 C23 . . . . 3.3(2) ?
C27 C22 C23 C24 . . . . -2.1(2) ?
C21 C22 C23 C24 . . . . 171.35(16) ?
C22 C23 C24 C25 . . . . -0.6(3) ?
C23 C24 C25 O4 . . . . -176.52(15) ?
C23 C24 C25 C26 . . . . 2.9(3) ?
O4 C25 C26 C27 . . . . 176.85(15) ?
C24 C25 C26 C27 . . . . -2.6(2) ?
C25 C26 C27 C22 . . . . -0.2(3) ?
C23 C22 C27 C26 . . . . 2.5(3) ?
C21 C22 C27 C26 . . . . -171.18(15) ?

_cod_database_fobs_code 2022817
