#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/94/2229416.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_2229416
loop_
_publ_author_name
'Aridoss, G.'
'Sundaramoorthy, S.'
'Velmurugan, D.'
'Jeong, Y. T.'
_publ_section_title
;
 Ethyl
 1-benzoyl-4-hydroxy-2,6-diphenyl-1,2,5,6-tetrahydropyridine-3-carboxylate
;
_journal_coeditor_code           IS2669
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o540
_journal_paper_doi               10.1107/S1600536811003266
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C27 H25 N O4'
_chemical_formula_moiety         'C27 H25 N O4'
_chemical_formula_sum            'C27 H25 N O4'
_chemical_formula_weight         427.48
_chemical_name_systematic
;
Ethyl 1-benzoyl-4-hydroxy-2,6-diphenyl-1,2,5,6-tetrahydropyridine-3-carboxylate
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                85.681(4)
_cell_angle_beta                 89.963(4)
_cell_angle_gamma                82.508(5)
_cell_formula_units_Z            2
_cell_length_a                   8.2784(7)
_cell_length_b                   10.6116(9)
_cell_length_c                   12.7572(11)
_cell_measurement_reflns_used    1225
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.40
_cell_measurement_theta_min      1.60
_cell_volume                     1107.91(16)
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material
'SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART APEXII area-detector'
_diffrn_measurement_method       'ω and φ'
_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  0.0244
_diffrn_reflns_av_sigmaI/netI    0.0201
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20295
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.40
_diffrn_reflns_theta_min         1.60
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2008)'
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.152
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         5526
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0429
_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)+(0.0497P)²+0.2116P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1082
_refine_ls_wR_factor_ref         0.1196
_reflns_number_gt                4179
_reflns_number_total             5526
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            is2669.cif
_cod_data_source_block           I
_cod_database_code               2229416
_cod_database_fobs_code          2229416
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
C C1 0.35152(15) 0.26735(12) 0.41384(9) 0.0431(3) Uani d . 1 . .
H H1 0.3276 0.2416 0.4870 0.052 Uiso calc R 1 . .
C C2 0.44264(18) 0.38303(14) 0.41541(11) 0.0551(3) Uani d . 1 . .
H H2A 0.4025 0.4326 0.4731 0.066 Uiso calc R 1 . .
H H2B 0.5573 0.3539 0.4285 0.066 Uiso calc R 1 . .
C C3 0.42551(17) 0.46663(12) 0.31645(11) 0.0483(3) Uani d . 1 . .
C C4 0.31584(15) 0.45704(11) 0.23982(9) 0.0421(3) Uani d . 1 . .
C C5 0.19897(14) 0.35828(11) 0.24886(9) 0.0382(2) Uani d . 1 . .
H H5 0.0906 0.4048 0.2328 0.046 Uiso calc R 1 . .
C C6 0.22569(15) 0.25498(11) 0.17071(9) 0.0410(3) Uani d . 1 . .
C C7 0.34280(18) 0.25430(15) 0.09352(12) 0.0585(4) Uani d . 1 . .
H H7 0.4142 0.3152 0.0911 0.070 Uiso calc R 1 . .
C C8 0.3555(2) 0.16428(18) 0.01975(15) 0.0758(5) Uani d . 1 . .
H H8 0.4340 0.1660 -0.0324 0.091 Uiso calc R 1 . .
C C9 0.2530(2) 0.07296(16) 0.02343(14) 0.0739(5) Uani d . 1 . .
H H9 0.2626 0.0117 -0.0255 0.089 Uiso calc R 1 . .
C C10 0.1359(2) 0.07199(15) 0.09956(12) 0.0663(4) Uani d . 1 . .
H H10 0.0657 0.0102 0.1020 0.080 Uiso calc R 1 . .
C C11 0.12177(19) 0.16256(13) 0.17261(11) 0.0528(3) Uani d . 1 . .
H H11 0.0416 0.1614 0.2236 0.063 Uiso calc R 1 . .
C C12 0.44595(15) 0.15211(13) 0.36780(10) 0.0447(3) Uani d . 1 . .
C C13 0.59156(19) 0.15546(17) 0.31517(14) 0.0692(4) Uani d . 1 . .
H H13 0.6367 0.2313 0.3062 0.083 Uiso calc R 1 . .
C C14 0.6700(2) 0.0462(2) 0.27598(19) 0.0929(7) Uani d . 1 . .
H H14 0.7676 0.0494 0.2403 0.112 Uiso calc R 1 . .
C C15 0.6072(2) -0.0660(2) 0.28857(17) 0.0873(6) Uani d . 1 . .
H H15 0.6602 -0.1385 0.2606 0.105 Uiso calc R 1 . .
C C16 0.4653(2) -0.07137(17) 0.34282(16) 0.0748(5) Uani d . 1 . .
H H16 0.4226 -0.1482 0.3531 0.090 Uiso calc R 1 . .
C C17 0.38547(18) 0.03709(14) 0.38216(12) 0.0573(4) Uani d . 1 . .
H H17 0.2892 0.0326 0.4190 0.069 Uiso calc R 1 . .
C C18 0.29783(17) 0.55330(12) 0.15177(10) 0.0477(3) Uani d . 1 . .
C C19 0.1465(2) 0.63209(17) -0.00422(12) 0.0685(4) Uani d . 1 . .
H H19A 0.1880 0.7112 0.0078 0.082 Uiso calc R 1 . .
H H19B 0.0311 0.6514 -0.0203 0.082 Uiso calc R 1 . .
C C20 0.2327(2) 0.5731(2) -0.09393(13) 0.0832(6) Uani d . 1 . .
H H20A 0.3479 0.5599 -0.0799 0.125 Uiso calc R 1 . .
H H20B 0.2108 0.6286 -0.1567 0.125 Uiso calc R 1 . .
H H20C 0.1954 0.4927 -0.1033 0.125 Uiso calc R 1 . .
C C21 0.04496(15) 0.30444(11) 0.40464(10) 0.0416(3) Uani d . 1 . .
C C22 0.03654(15) 0.27946(12) 0.52150(10) 0.0433(3) Uani d . 1 . .
C C23 -0.04315(18) 0.18014(14) 0.56215(11) 0.0549(3) Uani d . 1 . .
H H23 -0.0836 0.1265 0.5172 0.066 Uiso calc R 1 . .
C C24 -0.0628(2) 0.16050(17) 0.66984(12) 0.0655(4) Uani d . 1 . .
H H24 -0.1142 0.0925 0.6971 0.079 Uiso calc R 1 . .
C C25 -0.0065(2) 0.24121(17) 0.73612(12) 0.0643(4) Uani d . 1 . .
H H25 -0.0203 0.2280 0.8083 0.077 Uiso calc R 1 . .
C C26 0.0700(2) 0.34139(15) 0.69651(12) 0.0620(4) Uani d . 1 . .
H H26 0.1068 0.3965 0.7417 0.074 Uiso calc R 1 . .
C C27 0.09253(18) 0.36049(13) 0.58943(11) 0.0531(3) Uani d . 1 . .
H H27 0.1454 0.4280 0.5628 0.064 Uiso calc R 1 . .
N N1 0.19330(12) 0.30648(9) 0.35920(7) 0.0388(2) Uani d . 1 . .
O O1 0.52511(14) 0.55669(10) 0.31367(9) 0.0663(3) Uani d . 1 . .
H H1A 0.5089 0.6028 0.2592 0.099 Uiso calc R 1 . .
O O2 0.38767(14) 0.63583(10) 0.13602(9) 0.0687(3) Uani d . 1 . .
O O3 0.17091(12) 0.54509(9) 0.08975(7) 0.0530(2) Uani d . 1 . .
O O4 -0.08244(11) 0.32515(10) 0.35338(8) 0.0563(3) Uani d . 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
N1 C1 C12 . . 111.53(9) ?
N1 C1 C2 . . 108.76(10) ?
C12 C1 C2 . . 114.90(11) ?
N1 C1 H1 . . 107.1 ?
C12 C1 H1 . . 107.1 ?
C2 C1 H1 . . 107.1 ?
C3 C2 C1 . . 113.62(10) ?
C3 C2 H2A . . 108.8 ?
C1 C2 H2A . . 108.8 ?
C3 C2 H2B . . 108.8 ?
C1 C2 H2B . . 108.8 ?
H2A C2 H2B . . 107.7 ?
O1 C3 C4 . . 123.70(12) ?
O1 C3 C2 . . 112.47(11) ?
C4 C3 C2 . . 123.74(11) ?
C3 C4 C18 . . 118.69(11) ?
C3 C4 C5 . . 122.01(11) ?
C18 C4 C5 . . 118.95(11) ?
N1 C5 C4 . . 109.42(9) ?
N1 C5 C6 . . 113.34(9) ?
C4 C5 C6 . . 115.47(10) ?
N1 C5 H5 . . 105.9 ?
C4 C5 H5 . . 105.9 ?
C6 C5 H5 . . 105.9 ?
C7 C6 C11 . . 118.09(12) ?
C7 C6 C5 . . 122.82(11) ?
C11 C6 C5 . . 118.96(11) ?
C6 C7 C8 . . 121.02(14) ?
C6 C7 H7 . . 119.5 ?
C8 C7 H7 . . 119.5 ?
C9 C8 C7 . . 120.12(16) ?
C9 C8 H8 . . 119.9 ?
C7 C8 H8 . . 119.9 ?
C8 C9 C10 . . 119.73(14) ?
C8 C9 H9 . . 120.1 ?
C10 C9 H9 . . 120.1 ?
C9 C10 C11 . . 120.26(15) ?
C9 C10 H10 . . 119.9 ?
C11 C10 H10 . . 119.9 ?
C10 C11 C6 . . 120.77(14) ?
C10 C11 H11 . . 119.6 ?
C6 C11 H11 . . 119.6 ?
C17 C12 C13 . . 118.23(14) ?
C17 C12 C1 . . 118.10(12) ?
C13 C12 C1 . . 123.64(13) ?
C14 C13 C12 . . 120.02(17) ?
C14 C13 H13 . . 120.0 ?
C12 C13 H13 . . 120.0 ?
C15 C14 C13 . . 121.17(18) ?
C15 C14 H14 . . 119.4 ?
C13 C14 H14 . . 119.4 ?
C14 C15 C16 . . 119.40(17) ?
C14 C15 H15 . . 120.3 ?
C16 C15 H15 . . 120.3 ?
C15 C16 C17 . . 120.01(18) ?
C15 C16 H16 . . 120.0 ?
C17 C16 H16 . . 120.0 ?
C12 C17 C16 . . 121.14(15) ?
C12 C17 H17 . . 119.4 ?
C16 C17 H17 . . 119.4 ?
O2 C18 O3 . . 122.55(12) ?
O2 C18 C4 . . 124.16(13) ?
O3 C18 C4 . . 113.28(11) ?
O3 C19 C20 . . 109.75(14) ?
O3 C19 H19A . . 109.7 ?
C20 C19 H19A . . 109.7 ?
O3 C19 H19B . . 109.7 ?
C20 C19 H19B . . 109.7 ?
H19A C19 H19B . . 108.2 ?
C19 C20 H20A . . 109.5 ?
C19 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C19 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
O4 C21 N1 . . 122.22(11) ?
O4 C21 C22 . . 118.89(11) ?
N1 C21 C22 . . 118.87(11) ?
C23 C22 C27 . . 119.20(13) ?
C23 C22 C21 . . 118.91(12) ?
C27 C22 C21 . . 121.59(12) ?
C22 C23 C24 . . 120.09(14) ?
C22 C23 H23 . . 120.0 ?
C24 C23 H23 . . 120.0 ?
C25 C24 C23 . . 120.07(15) ?
C25 C24 H24 . . 120.0 ?
C23 C24 H24 . . 120.0 ?
C24 C25 C26 . . 120.31(14) ?
C24 C25 H25 . . 119.8 ?
C26 C25 H25 . . 119.8 ?
C25 C26 C27 . . 120.03(14) ?
C25 C26 H26 . . 120.0 ?
C27 C26 H26 . . 120.0 ?
C26 C27 C22 . . 120.27(14) ?
C26 C27 H27 . . 119.9 ?
C22 C27 H27 . . 119.9 ?
C21 N1 C5 . . 118.15(10) ?
C21 N1 C1 . . 124.93(10) ?
C5 N1 C1 . . 116.82(9) ?
C3 O1 H1A . . 109.5 ?
C18 O3 C19 . . 118.01(12) ?
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
C1 N1 . 1.4798(15) ?
C1 C12 . 1.5197(19) ?
C1 C2 . 1.5237(18) ?
C1 H1 . 0.9800 ?
C2 C3 . 1.4831(19) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 O1 . 1.3397(15) ?
C3 C4 . 1.3531(18) ?
C4 C18 . 1.4543(18) ?
C4 C5 . 1.5145(16) ?
C5 N1 . 1.4751(14) ?
C5 C6 . 1.5315(16) ?
C5 H5 . 0.9800 ?
C6 C7 . 1.3812(19) ?
C6 C11 . 1.3852(18) ?
C7 C8 . 1.385(2) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.367(3) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.372(3) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.383(2) ?
C10 H10 . 0.9300 ?
C11 H11 . 0.9300 ?
C12 C17 . 1.3782(19) ?
C12 C13 . 1.383(2) ?
C13 C14 . 1.381(3) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.359(3) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.369(3) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.379(2) ?
C16 H16 . 0.9300 ?
C17 H17 . 0.9300 ?
C18 O2 . 1.2263(16) ?
C18 O3 . 1.3315(17) ?
C19 O3 . 1.4545(16) ?
C19 C20 . 1.484(2) ?
C19 H19A . 0.9700 ?
C19 H19B . 0.9700 ?
C20 H20A . 0.9600 ?
C20 H20B . 0.9600 ?
C20 H20C . 0.9600 ?
C21 O4 . 1.2276(15) ?
C21 N1 . 1.3597(16) ?
C21 C22 . 1.4976(17) ?
C22 C23 . 1.3833(19) ?
C22 C27 . 1.3863(18) ?
C23 C24 . 1.387(2) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.371(2) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.372(2) ?
C25 H25 . 0.9300 ?
C26 C27 . 1.382(2) ?
C26 H26 . 0.9300 ?
C27 H27 . 0.9300 ?
O1 H1A . 0.8200 ?
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 H1A O2 . 0.82 1.85 2.570(2) 146
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 C1 C2 C3 . . . . -39.33(16) ?
C12 C1 C2 C3 . . . . 86.47(15) ?
C1 C2 C3 O1 . . . . -170.79(12) ?
C1 C2 C3 C4 . . . . 12.3(2) ?
O1 C3 C4 C18 . . . . -3.4(2) ?
C2 C3 C4 C18 . . . . 173.15(13) ?
O1 C3 C4 C5 . . . . -176.51(12) ?
C2 C3 C4 C5 . . . . 0.1(2) ?
C3 C4 C5 N1 . . . . 15.95(16) ?
C18 C4 C5 N1 . . . . -157.13(11) ?
C3 C4 C5 C6 . . . . -113.35(13) ?
C18 C4 C5 C6 . . . . 73.57(14) ?
N1 C5 C6 C7 . . . . -130.38(13) ?
C4 C5 C6 C7 . . . . -3.03(17) ?
N1 C5 C6 C11 . . . . 53.88(14) ?
C4 C5 C6 C11 . . . . -178.77(11) ?
C11 C6 C7 C8 . . . . 0.4(2) ?
C5 C6 C7 C8 . . . . -175.42(14) ?
C6 C7 C8 C9 . . . . -1.0(3) ?
C7 C8 C9 C10 . . . . 1.0(3) ?
C8 C9 C10 C11 . . . . -0.3(3) ?
C9 C10 C11 C6 . . . . -0.4(2) ?
C7 C6 C11 C10 . . . . 0.3(2) ?
C5 C6 C11 C10 . . . . 176.29(13) ?
N1 C1 C12 C17 . . . . -68.07(15) ?
C2 C1 C12 C17 . . . . 167.57(11) ?
N1 C1 C12 C13 . . . . 113.98(14) ?
C2 C1 C12 C13 . . . . -10.38(18) ?
C17 C12 C13 C14 . . . . 1.8(2) ?
C1 C12 C13 C14 . . . . 179.77(16) ?
C12 C13 C14 C15 . . . . -0.4(3) ?
C13 C14 C15 C16 . . . . -1.3(3) ?
C14 C15 C16 C17 . . . . 1.4(3) ?
C13 C12 C17 C16 . . . . -1.7(2) ?
C1 C12 C17 C16 . . . . -179.77(14) ?
C15 C16 C17 C12 . . . . 0.1(3) ?
C3 C4 C18 O2 . . . . 8.2(2) ?
C5 C4 C18 O2 . . . . -178.52(12) ?
C3 C4 C18 O3 . . . . -170.63(12) ?
C5 C4 C18 O3 . . . . 2.68(17) ?
O4 C21 C22 C23 . . . . 57.04(17) ?
N1 C21 C22 C23 . . . . -124.55(13) ?
O4 C21 C22 C27 . . . . -116.66(15) ?
N1 C21 C22 C27 . . . . 61.75(17) ?
C27 C22 C23 C24 . . . . -1.6(2) ?
C21 C22 C23 C24 . . . . -175.44(13) ?
C22 C23 C24 C25 . . . . 1.5(2) ?
C23 C24 C25 C26 . . . . -0.3(2) ?
C24 C25 C26 C27 . . . . -0.8(2) ?
C25 C26 C27 C22 . . . . 0.6(2) ?
C23 C22 C27 C26 . . . . 0.5(2) ?
C21 C22 C27 C26 . . . . 174.22(13) ?
O4 C21 N1 C5 . . . . 11.51(17) ?
C22 C21 N1 C5 . . . . -166.85(10) ?
O4 C21 N1 C1 . . . . -172.21(11) ?
C22 C21 N1 C1 . . . . 9.43(17) ?
C4 C5 N1 C21 . . . . 129.05(11) ?
C6 C5 N1 C21 . . . . -100.50(12) ?
C4 C5 N1 C1 . . . . -47.53(13) ?
C6 C5 N1 C1 . . . . 82.92(12) ?
C12 C1 N1 C21 . . . . 116.28(12) ?
C2 C1 N1 C21 . . . . -115.98(13) ?
C12 C1 N1 C5 . . . . -67.39(13) ?
C2 C1 N1 C5 . . . . 60.35(13) ?
O2 C18 O3 C19 . . . . 4.6(2) ?
C4 C18 O3 C19 . . . . -176.56(12) ?
C20 C19 O3 C18 . . . . 90.67(17) ?
