#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/03/2230332.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_2230332
loop_
_publ_author_name
'Sun, Ju-feng'
'Xing, Juan'
'Han, Jing-tian'
_publ_section_title
;
 1-Benzyl-3,5-bis(4-methylbenzylidene)-4-oxopiperidin-1-ium chloride
 acetic acid monosolvate
;
_journal_coeditor_code           HB5860
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1350
_journal_paper_doi               10.1107/S1600536811016138
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C28 H28 N O +, Cl -, C2 H4 O2'
_chemical_formula_moiety         'C28 H28 N O +, Cl -, C2 H4 O2'
_chemical_formula_sum            'C30 H32 Cl N O3'
_chemical_formula_weight         490.02
_chemical_name_systematic
;
1-Benzyl-3,5-bis(4-methylbenzylidene)-4-oxopiperidin-1-ium chloride acetic acid
monosolvate
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
_audit_creation_method
;
Olex2 1.1 (compiled 2011.01.21 svn.r1625, GUI svn.r3464)
;
_cell_angle_alpha                103.181(6)
_cell_angle_beta                 98.087(6)
_cell_angle_gamma                92.407(6)
_cell_formula_units_Z            2
_cell_length_a                   7.1488(5)
_cell_length_b                   11.2799(7)
_cell_length_c                   17.6271(11)
_cell_measurement_reflns_used    6467
_cell_measurement_temperature    288.15
_cell_measurement_theta_max      28.90
_cell_measurement_theta_min      3.29
_cell_volume                     1366.15(16)
_computing_cell_refinement       'CrysAlis PRO (Oxford Diffraction, 2010)'
_computing_data_collection       'CrysAlis PRO (Oxford Diffraction, 2010)'
_computing_data_reduction        'CrysAlis PRO (Oxford Diffraction, 2010)'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  'OLEX2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      288.15
_diffrn_detector_area_resol_mean 16.0355
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur Eos Gemini'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16829
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.29
_exptl_absorpt_coefficient_mu    0.170
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Oxford Diffraction, 2010)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.191
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.61
_exptl_crystal_size_mid          0.54
_exptl_crystal_size_min          0.52
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.287
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         5549
_refine_ls_number_restraints     39
_refine_ls_restrained_S_all      1.123
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0536
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0749P)²+0.3122P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1398
_refine_ls_wR_factor_ref         0.1575
_reflns_number_gt                3895
_reflns_number_total             5549
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb5860.cif
_cod_data_source_block           I
_cod_original_cell_volume        1366.16(16)
_cod_database_code               2230332
_cod_database_fobs_code          2230332
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-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_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl1 0.08804(8) 0.75303(7) 0.28289(4) 0.0748(3) Uani d . 1 1 . .
N N1 0.5035(2) 0.71709(14) 0.26944(10) 0.0393(4) Uani d . 1 1 . .
H H1 0.3839 0.7342 0.2781 0.047 Uiso calc R 1 1 . .
C C9 0.3879(3) 0.65470(19) 0.12495(12) 0.0419(5) Uani d . 1 1 . .
O O1 0.2783(2) 0.82076(15) 0.07466(10) 0.0620(5) Uani d . 1 1 . .
C C13 0.3747(3) 0.7863(2) 0.12748(13) 0.0449(5) Uani d . 1 1 . .
C C12 0.4888(3) 0.87647(18) 0.19513(12) 0.0416(5) Uani d . 1 1 . .
C C11 0.6027(3) 0.82996(18) 0.25930(12) 0.0426(5) Uani d . 1 1 . .
H H11A 0.7271 0.8123 0.2457 0.051 Uiso calc R 1 1 . .
H H11B 0.6192 0.8920 0.3084 0.051 Uiso calc R 1 1 . .
C C10 0.4892(3) 0.61825(18) 0.19628(12) 0.0437(5) Uani d . 1 1 . .
H H10A 0.4218 0.5462 0.2035 0.052 Uiso calc R 1 1 . .
H H10B 0.6156 0.5973 0.1871 0.052 Uiso calc R 1 1 . .
C C5 0.3050(3) 0.4412(2) 0.03506(12) 0.0469(5) Uani d . 1 1 . .
C C8 0.3123(3) 0.5739(2) 0.05816(13) 0.0468(5) Uani d . 1 1 . .
H H8 0.2536 0.6094 0.0193 0.056 Uiso calc R 1 1 . .
C C14 0.4858(3) 0.9947(2) 0.19560(13) 0.0498(5) Uani d . 1 1 . .
H H14 0.3996 1.0132 0.1561 0.060 Uiso calc R 1 1 . .
C C4 0.1820(3) 0.3827(2) -0.03376(13) 0.0538(6) Uani d . 1 1 . .
H H4 0.1132 0.4299 -0.0629 0.065 Uiso calc R 1 1 . .
C C22 0.5994(3) 0.6717(2) 0.33817(12) 0.0502(5) Uani d . 1 1 . .
H H22A 0.5301 0.5970 0.3402 0.060 Uiso calc R 1 1 . .
H H22B 0.7261 0.6518 0.3288 0.060 Uiso calc R 1 1 . .
C C23 0.6138(3) 0.7602(2) 0.41694(13) 0.0522(6) Uani d . 1 1 . .
C C6 0.4122(3) 0.3656(2) 0.07377(14) 0.0543(6) Uani d . 1 1 . .
H H6 0.5010 0.4004 0.1180 0.065 Uiso calc R 1 1 . .
C C15 0.5982(4) 1.0990(2) 0.24915(13) 0.0557(6) Uani d U 1 1 . .
C C2 0.2600(3) 0.1835(2) -0.01829(14) 0.0571(6) Uani d . 1 1 . .
C C28 0.7816(4) 0.8286(3) 0.45080(15) 0.0677(7) Uani d . 1 1 . .
H H28 0.8854 0.8218 0.4240 0.081 Uiso calc R 1 1 . .
C C3 0.1601(3) 0.2573(2) -0.05945(14) 0.0591(6) Uani d . 1 1 . .
H H3A 0.0767 0.2218 -0.1052 0.071 Uiso calc R 1 1 . .
C C7 0.3887(4) 0.2404(2) 0.04754(14) 0.0583(6) Uani d . 1 1 . .
H H7 0.4615 0.1927 0.0749 0.070 Uiso calc R 1 1 . .
C C24 0.4610(4) 0.7721(3) 0.45812(16) 0.0724(8) Uani d . 1 1 . .
H H24 0.3459 0.7279 0.4360 0.087 Uiso calc R 1 1 . .
C C20 0.7861(4) 1.0932(2) 0.28108(15) 0.0649(7) Uani d U 1 1 . .
H H20 0.8430 1.0198 0.2699 0.078 Uiso calc R 1 1 . .
C C19 0.8889(5) 1.1962(3) 0.32947(17) 0.0867(9) Uani d U 1 1 . .
H H19 1.0147 1.1917 0.3502 0.104 Uiso calc R 1 1 . .
C C1 0.2305(5) 0.0466(2) -0.04400(18) 0.0793(8) Uani d . 1 1 . .
H H1A 0.1202 0.0239 -0.0836 0.119 Uiso calc R 1 1 . .
H H1B 0.2132 0.0140 0.0005 0.119 Uiso calc R 1 1 . .
H H1C 0.3394 0.0145 -0.0653 0.119 Uiso calc R 1 1 . .
C C16 0.5197(5) 1.2108(2) 0.26610(17) 0.0773(8) Uani d U 1 1 . .
H H16 0.3962 1.2174 0.2434 0.093 Uiso calc R 1 1 . .
C C27 0.7962(5) 0.9078(3) 0.52492(17) 0.0869(10) Uani d . 1 1 . .
H H27 0.9094 0.9542 0.5472 0.104 Uiso calc R 1 1 . .
C C18 0.8059(6) 1.3060(3) 0.34730(18) 0.0944(10) Uani d U 1 1 . .
C C25 0.4813(6) 0.8509(4) 0.53299(19) 0.0936(11) Uani d . 1 1 . .
H H25 0.3800 0.8573 0.5611 0.112 Uiso calc R 1 1 . .
C C26 0.6465(7) 0.9179(3) 0.56492(18) 0.0940(11) Uani d . 1 1 . .
H H26 0.6576 0.9710 0.6144 0.113 Uiso calc R 1 1 . .
C C17 0.6200(6) 1.3104(3) 0.3151(2) 0.0997(11) Uani d U 1 1 . .
H H17 0.5620 1.3831 0.3273 0.120 Uiso calc R 1 1 . .
O O2 0.1938(3) 0.4138(2) 0.24132(14) 0.0879(6) Uani d . 1 1 . .
O O3 -0.0627(3) 0.4934(2) 0.19550(14) 0.0900(7) Uani d . 1 1 . .
H H3 -0.0103 0.5553 0.2265 0.135 Uiso calc R 1 1 . .
C C29 0.0411(4) 0.4005(3) 0.19967(18) 0.0713(8) Uani d . 1 1 . .
C C30 -0.0443(5) 0.2837(3) 0.1471(2) 0.0894(9) Uani d . 1 1 . .
H H30A -0.0568 0.2901 0.0932 0.134 Uiso calc R 1 1 . .
H H30B -0.1671 0.2656 0.1596 0.134 Uiso calc R 1 1 . .
H H30C 0.0355 0.2195 0.1541 0.134 Uiso calc R 1 1 . .
C C21 0.9236(8) 1.4166(4) 0.4024(3) 0.1380(15) Uani d U 1 1 . .
H H21A 1.0508 1.3954 0.4156 0.207 Uiso calc R 1 1 . .
H H21B 0.8685 1.4410 0.4496 0.207 Uiso calc R 1 1 . .
H H21C 0.9255 1.4828 0.3765 0.207 Uiso calc R 1 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'
O O 0.0106 0.0060 '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'
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
C11 N1 H1 . . 108.1 ?
C11 N1 C22 . . 113.02(16) ?
C10 N1 H1 . . 108.1 ?
C10 N1 C11 . . 110.26(16) ?
C10 N1 C22 . . 109.03(14) ?
C22 N1 H1 . . 108.1 ?
C13 C9 C10 . . 118.82(17) ?
C8 C9 C13 . . 117.84(18) ?
C8 C9 C10 . . 123.32(19) ?
C9 C13 C12 . . 117.95(17) ?
O1 C13 C9 . . 121.50(19) ?
O1 C13 C12 . . 120.50(19) ?
C13 C12 C11 . . 118.64(17) ?
C14 C12 C13 . . 118.29(19) ?
C14 C12 C11 . . 123.07(19) ?
N1 C11 C12 . . 109.89(16) ?
N1 C11 H11A . . 109.7 ?
N1 C11 H11B . . 109.7 ?
C12 C11 H11A . . 109.7 ?
C12 C11 H11B . . 109.7 ?
H11A C11 H11B . . 108.2 ?
N1 C10 C9 . . 112.41(15) ?
N1 C10 H10A . . 109.1 ?
N1 C10 H10B . . 109.1 ?
C9 C10 H10A . . 109.1 ?
C9 C10 H10B . . 109.1 ?
H10A C10 H10B . . 107.9 ?
C4 C5 C8 . . 117.3(2) ?
C6 C5 C8 . . 126.42(19) ?
C6 C5 C4 . . 116.3(2) ?
C9 C8 C5 . . 132.1(2) ?
C9 C8 H8 . . 113.9 ?
C5 C8 H8 . . 113.9 ?
C12 C14 H14 . . 115.4 ?
C12 C14 C15 . . 129.2(2) ?
C15 C14 H14 . . 115.4 ?
C5 C4 H4 . . 119.0 ?
C3 C4 C5 . . 121.9(2) ?
C3 C4 H4 . . 119.0 ?
N1 C22 H22A . . 108.6 ?
N1 C22 H22B . . 108.6 ?
H22A C22 H22B . . 107.5 ?
C23 C22 N1 . . 114.79(16) ?
C23 C22 H22A . . 108.6 ?
C23 C22 H22B . . 108.6 ?
C28 C23 C22 . . 120.3(2) ?
C28 C23 C24 . . 118.8(2) ?
C24 C23 C22 . . 120.9(2) ?
C5 C6 H6 . . 119.4 ?
C7 C6 C5 . . 121.1(2) ?
C7 C6 H6 . . 119.4 ?
C20 C15 C14 . . 122.6(2) ?
C16 C15 C14 . . 119.2(2) ?
C16 C15 C20 . . 118.1(2) ?
C3 C2 C7 . . 117.4(2) ?
C3 C2 C1 . . 121.4(2) ?
C7 C2 C1 . . 121.2(2) ?
C23 C28 H28 . . 119.9 ?
C23 C28 C27 . . 120.2(3) ?
C27 C28 H28 . . 119.9 ?
C4 C3 C2 . . 121.1(2) ?
C4 C3 H3A . . 119.4 ?
C2 C3 H3A . . 119.4 ?
C6 C7 C2 . . 122.0(2) ?
C6 C7 H7 . . 119.0 ?
C2 C7 H7 . . 119.0 ?
C23 C24 H24 . . 120.2 ?
C23 C24 C25 . . 119.6(3) ?
C25 C24 H24 . . 120.2 ?
C15 C20 H20 . . 119.9 ?
C19 C20 C15 . . 120.3(3) ?
C19 C20 H20 . . 119.9 ?
C20 C19 H19 . . 119.7 ?
C20 C19 C18 . . 120.6(3) ?
C18 C19 H19 . . 119.7 ?
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1B . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
C15 C16 H16 . . 119.4 ?
C17 C16 C15 . . 121.1(3) ?
C17 C16 H16 . . 119.4 ?
C28 C27 H27 . . 119.7 ?
C26 C27 C28 . . 120.5(3) ?
C26 C27 H27 . . 119.7 ?
C19 C18 C21 . . 118.7(4) ?
C17 C18 C19 . . 118.4(3) ?
C17 C18 C21 . . 122.8(3) ?
C24 C25 H25 . . 119.7 ?
C26 C25 C24 . . 120.7(3) ?
C26 C25 H25 . . 119.7 ?
C27 C26 H26 . . 119.9 ?
C25 C26 C27 . . 120.2(3) ?
C25 C26 H26 . . 119.9 ?
C16 C17 C18 . . 121.4(3) ?
C16 C17 H17 . . 119.3 ?
C18 C17 H17 . . 119.3 ?
C29 O3 H3 . . 109.5 ?
O2 C29 O3 . . 121.5(3) ?
O2 C29 C30 . . 124.9(3) ?
O3 C29 C30 . . 113.5(3) ?
C29 C30 H30A . . 109.5 ?
C29 C30 H30B . . 109.5 ?
C29 C30 H30C . . 109.5 ?
H30A C30 H30B . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
C18 C21 H21A . . 109.5 ?
C18 C21 H21B . . 109.5 ?
C18 C21 H21C . . 109.5 ?
H21A C21 H21B . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
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
N1 H1 . 0.9100 ?
N1 C11 . 1.490(3) ?
N1 C10 . 1.488(3) ?
N1 C22 . 1.510(3) ?
C9 C13 . 1.482(3) ?
C9 C10 . 1.510(3) ?
C9 C8 . 1.341(3) ?
O1 C13 . 1.225(2) ?
C13 C12 . 1.492(3) ?
C12 C11 . 1.505(3) ?
C12 C14 . 1.333(3) ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C5 C8 . 1.456(3) ?
C5 C4 . 1.402(3) ?
C5 C6 . 1.397(3) ?
C8 H8 . 0.9300 ?
C14 H14 . 0.9300 ?
C14 C15 . 1.457(3) ?
C4 H4 . 0.9300 ?
C4 C3 . 1.378(3) ?
C22 H22A . 0.9700 ?
C22 H22B . 0.9700 ?
C22 C23 . 1.501(3) ?
C23 C28 . 1.379(4) ?
C23 C24 . 1.388(3) ?
C6 H6 . 0.9300 ?
C6 C7 . 1.377(3) ?
C15 C20 . 1.392(4) ?
C15 C16 . 1.389(3) ?
C2 C3 . 1.382(4) ?
C2 C7 . 1.384(3) ?
C2 C1 . 1.504(4) ?
C28 H28 . 0.9300 ?
C28 C27 . 1.392(4) ?
C3 H3A . 0.9300 ?
C7 H7 . 0.9300 ?
C24 H24 . 0.9300 ?
C24 C25 . 1.398(4) ?
C20 H20 . 0.9300 ?
C20 C19 . 1.385(4) ?
C19 H19 . 0.9300 ?
C19 C18 . 1.386(5) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C16 H16 . 0.9300 ?
C16 C17 . 1.356(4) ?
C27 H27 . 0.9300 ?
C27 C26 . 1.357(5) ?
C18 C17 . 1.377(5) ?
C18 C21 . 1.528(5) ?
C25 H25 . 0.9300 ?
C25 C26 . 1.352(5) ?
C26 H26 . 0.9300 ?
C17 H17 . 0.9300 ?
O2 C29 . 1.210(3) ?
O3 H3 . 0.8200 ?
O3 C29 . 1.320(3) ?
C29 C30 . 1.478(4) ?
C30 H30A . 0.9600 ?
C30 H30B . 0.9600 ?
C30 H30C . 0.9600 ?
C21 H21A . 0.9600 ?
C21 H21B . 0.9600 ?
C21 H21C . 0.9600 ?
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
N1 H1 Cl1 . 0.91 2.15 3.0490(17) 171
O3 H3 Cl1 . 0.82 2.26 3.053(2) 162
C11 H11A Cl1 1_655 0.97 2.72 3.602(2) 151
C25 H25 Cg3 2_645 0.93 2.85 3.582(4) 137
C30 H30C Cg3 1_545 0.97 2.96 3.675(4) 133
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
N1 C22 C23 C28 . . . . -100.9(2) ?
N1 C22 C23 C24 . . . . 81.1(3) ?
C9 C13 C12 C11 . . . . -3.3(3) ?
C9 C13 C12 C14 . . . . 176.39(18) ?
O1 C13 C12 C11 . . . . 179.07(19) ?
O1 C13 C12 C14 . . . . -1.3(3) ?
C13 C9 C10 N1 . . . . 20.4(3) ?
C13 C9 C8 C5 . . . . 178.0(2) ?
C13 C12 C11 N1 . . . . -32.5(2) ?
C13 C12 C14 C15 . . . . -172.7(2) ?
C12 C14 C15 C20 . . . . 35.2(4) ?
C12 C14 C15 C16 . . . . -148.4(3) ?
C11 N1 C10 C9 . . . . -57.5(2) ?
C11 N1 C22 C23 . . . . 60.2(2) ?
C11 C12 C14 C15 . . . . 7.0(4) ?
C10 N1 C11 C12 . . . . 63.3(2) ?
C10 N1 C22 C23 . . . . -176.78(19) ?
C10 C9 C13 O1 . . . . -172.6(2) ?
C10 C9 C13 C12 . . . . 9.8(3) ?
C10 C9 C8 C5 . . . . -0.4(4) ?
C5 C4 C3 C2 . . . . -0.3(4) ?
C5 C6 C7 C2 . . . . 0.6(4) ?
C8 C9 C13 O1 . . . . 9.0(3) ?
C8 C9 C13 C12 . . . . -168.70(18) ?
C8 C9 C10 N1 . . . . -161.29(19) ?
C8 C5 C4 C3 . . . . -178.0(2) ?
C8 C5 C6 C7 . . . . 178.0(2) ?
C14 C12 C11 N1 . . . . 147.8(2) ?
C14 C15 C20 C19 . . . . 177.7(2) ?
C14 C15 C16 C17 . . . . -179.5(3) ?
C4 C5 C8 C9 . . . . 167.5(2) ?
C4 C5 C6 C7 . . . . -3.6(3) ?
C22 N1 C11 C12 . . . . -174.39(16) ?
C22 N1 C10 C9 . . . . 177.83(17) ?
C22 C23 C28 C27 . . . . -178.0(2) ?
C22 C23 C24 C25 . . . . 177.0(2) ?
C23 C28 C27 C26 . . . . 0.6(4) ?
C23 C24 C25 C26 . . . . 1.6(5) ?
C6 C5 C8 C9 . . . . -14.1(4) ?
C6 C5 C4 C3 . . . . 3.5(3) ?
C15 C20 C19 C18 . . . . 0.5(5) ?
C15 C16 C17 C18 . . . . 2.9(5) ?
C28 C23 C24 C25 . . . . -1.1(4) ?
C28 C27 C26 C25 . . . . 0.0(5) ?
C3 C2 C7 C6 . . . . 2.7(4) ?
C7 C2 C3 C4 . . . . -2.8(3) ?
C24 C23 C28 C27 . . . . 0.0(4) ?
C24 C25 C26 C27 . . . . -1.1(5) ?
C20 C15 C16 C17 . . . . -2.9(4) ?
C20 C19 C18 C17 . . . . -0.6(5) ?
C20 C19 C18 C21 . . . . 178.7(3) ?
C19 C18 C17 C16 . . . . -1.0(5) ?
C1 C2 C3 C4 . . . . 177.3(2) ?
C1 C2 C7 C6 . . . . -177.4(2) ?
C16 C15 C20 C19 . . . . 1.2(4) ?
C21 C18 C17 C16 . . . . 179.6(4) ?
