#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/31/2223135.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_2223135
loop_
_publ_author_name
'Aridoss, G.'
'Gayathri, D.'
'Velmurugan, D.'
'Kim, M. S.'
'Jeong, Yeon Tae'
_publ_section_title
;
 1-Chloroacetyl-2,6-bis(2-methoxyphenyl)-3,5-dimethylpiperidin-4-one
;
_journal_coeditor_code           IS2452
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2276
_journal_page_last               o2277
_journal_paper_doi               10.1107/S1600536809033674
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C23 H26 Cl N O4'
_chemical_formula_moiety         'C23 H26 Cl N O4'
_chemical_formula_sum            'C23 H26 Cl N O4'
_chemical_formula_weight         415.90
_chemical_name_systematic
;
1-Chloroacetyl-2,6-bis(2-methoxyphenyl)-3,5-dimethylpiperidin-4-one
;
_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                71.6300(10)
_cell_angle_beta                 68.4650(10)
_cell_angle_gamma                72.9030(10)
_cell_formula_units_Z            2
_cell_length_a                   8.9921(6)
_cell_length_b                   11.3725(8)
_cell_length_c                   11.9373(8)
_cell_measurement_reflns_used    3104
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.00
_cell_measurement_theta_min      1.89
_cell_volume                     1055.45(12)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material
'SHELXL97 (Sheldrick, 2008) and PARST (Nardelli, 1995)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_device       'Bruker SMART APEX'
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       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  0.0261
_diffrn_reflns_av_sigmaI/netI    0.0290
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11114
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.00
_diffrn_reflns_theta_min         1.89
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.351
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         4603
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0499
_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)+(0.0778P)²+0.248P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1408
_refine_ls_wR_factor_ref         0.1453
_reflns_number_gt                4054
_reflns_number_total             4603
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            is2452.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2223135
_cod_database_fobs_code          2223135
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 0.62492(17) 0.76769(12) 0.18450(12) 0.0365(3) Uani d . 1 . .
H H1 0.5887 0.7813 0.1125 0.044 Uiso calc R 1 . .
C C2 0.75304(18) 0.84927(13) 0.14741(13) 0.0409(3) Uani d . 1 . .
H H2 0.7983 0.8264 0.2164 0.049 Uiso calc R 1 . .
C C3 0.6724(2) 0.98870(15) 0.13142(15) 0.0493(4) Uani d . 1 . .
C C4 0.51873(19) 1.02296(13) 0.23286(14) 0.0435(3) Uani d . 1 . .
H H4 0.5333 1.0870 0.2648 0.052 Uiso calc R 1 . .
C C5 0.47941(17) 0.90843(12) 0.34028(13) 0.0376(3) Uani d . 1 . .
H H5 0.3655 0.9344 0.3879 0.045 Uiso calc R 1 . .
C C6 0.33625(18) 0.76953(14) 0.31911(14) 0.0415(3) Uani d . 1 . .
C C7 0.3312(2) 0.6876(2) 0.2420(2) 0.0677(5) Uani d . 1 . .
H H7A 0.4139 0.6108 0.2494 0.081 Uiso calc R 1 . .
H H7B 0.3572 0.7327 0.1556 0.081 Uiso calc R 1 . .
C C8 0.70453(17) 0.62802(13) 0.21844(13) 0.0391(3) Uani d . 1 . .
C C9 0.7535(2) 0.57969(14) 0.32461(14) 0.0457(3) Uani d . 1 . .
H H9 0.7322 0.6323 0.3769 0.055 Uiso calc R 1 . .
C C10 0.8335(2) 0.45490(16) 0.35465(17) 0.0557(4) Uani d . 1 . .
H H10 0.8653 0.4242 0.4261 0.067 Uiso calc R 1 . .
C C11 0.8647(2) 0.37779(16) 0.27738(19) 0.0609(5) Uani d . 1 . .
H H11 0.9186 0.2942 0.2968 0.073 Uiso calc R 1 . .
C C12 0.8177(2) 0.42187(16) 0.17127(19) 0.0591(4) Uani d . 1 . .
H H12 0.8392 0.3681 0.1201 0.071 Uiso calc R 1 . .
C C13 0.73780(19) 0.54777(15) 0.14083(15) 0.0465(3) Uani d . 1 . .
C C14 0.7241(3) 0.5234(2) -0.0467(2) 0.0764(6) Uani d . 1 . .
H H14A 0.8404 0.4997 -0.0800 0.115 Uiso calc R 1 . .
H H14B 0.6782 0.5702 -0.1128 0.115 Uiso calc R 1 . .
H H14C 0.6792 0.4486 -0.0045 0.115 Uiso calc R 1 . .
C C15 0.8945(2) 0.82148(18) 0.03379(16) 0.0550(4) Uani d . 1 . .
H H15A 0.8536 0.8374 -0.0345 0.083 Uiso calc R 1 . .
H H15B 0.9488 0.7345 0.0516 0.083 Uiso calc R 1 . .
H H15C 0.9704 0.8751 0.0128 0.083 Uiso calc R 1 . .
C C16 0.3767(2) 1.08034(17) 0.17668(17) 0.0568(4) Uani d . 1 . .
H H16A 0.4010 1.1535 0.1113 0.085 Uiso calc R 1 . .
H H16B 0.2784 1.1045 0.2397 0.085 Uiso calc R 1 . .
H H16C 0.3621 1.0188 0.1440 0.085 Uiso calc R 1 . .
C C17 0.57351(18) 0.85534(13) 0.43542(13) 0.0380(3) Uani d . 1 . .
C C18 0.51132(19) 0.76226(14) 0.53789(13) 0.0431(3) Uani d . 1 . .
H H18 0.4129 0.7432 0.5475 0.052 Uiso calc R 1 . .
C C19 0.5920(2) 0.69789(16) 0.62510(15) 0.0516(4) Uani d . 1 . .
H H19 0.5477 0.6372 0.6930 0.062 Uiso calc R 1 . .
C C20 0.7387(2) 0.72462(17) 0.61039(16) 0.0541(4) Uani d . 1 . .
H H20 0.7966 0.6782 0.6662 0.065 Uiso calc R 1 . .
C C21 0.8006(2) 0.81951(16) 0.51375(15) 0.0491(4) Uani d . 1 . .
H H21 0.8982 0.8386 0.5060 0.059 Uiso calc R 1 . .
C C22 0.71660(18) 0.88681(13) 0.42754(13) 0.0400(3) Uani d . 1 . .
C C23 0.9135(3) 1.0185(2) 0.3189(2) 0.0691(5) Uani d . 1 . .
H H23A 0.9001 1.0448 0.3915 0.104 Uiso calc R 1 . .
H H23B 0.9348 1.0872 0.2475 0.104 Uiso calc R 1 . .
H H23C 1.0034 0.9479 0.3092 0.104 Uiso calc R 1 . .
N N1 0.48009(14) 0.80640(11) 0.28696(11) 0.0365(3) Uani d . 1 . .
O O1 0.21671(13) 0.80127(12) 0.40297(11) 0.0529(3) Uani d . 1 . .
O O2 0.68636(18) 0.59924(13) 0.03773(12) 0.0640(4) Uani d . 1 . .
O O3 0.7251(2) 1.06760(13) 0.04061(15) 0.0806(5) Uani d . 1 . .
O O4 0.76967(14) 0.98287(11) 0.33137(11) 0.0502(3) Uani d . 1 . .
Cl Cl1 0.14021(6) 0.64709(5) 0.28760(5) 0.06999(18) 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'
Cl Cl 0.1484 0.1585 '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 C8 . . 112.28(11) ?
N1 C1 C2 . . 110.76(11) ?
C8 C1 C2 . . 109.21(11) ?
N1 C1 H1 . . 108.2 ?
C8 C1 H1 . . 108.2 ?
C2 C1 H1 . . 108.2 ?
C3 C2 C15 . . 112.61(13) ?
C3 C2 C1 . . 110.45(12) ?
C15 C2 C1 . . 111.99(12) ?
C3 C2 H2 . . 107.2 ?
C15 C2 H2 . . 107.2 ?
C1 C2 H2 . . 107.2 ?
O3 C3 C4 . . 121.64(15) ?
O3 C3 C2 . . 122.00(16) ?
C4 C3 C2 . . 116.32(13) ?
C3 C4 C5 . . 112.21(11) ?
C3 C4 C16 . . 108.41(13) ?
C5 C4 C16 . . 110.13(14) ?
C3 C4 H4 . . 108.7 ?
C5 C4 H4 . . 108.7 ?
C16 C4 H4 . . 108.7 ?
N1 C5 C17 . . 110.48(10) ?
N1 C5 C4 . . 107.60(11) ?
C17 C5 C4 . . 121.40(12) ?
N1 C5 H5 . . 105.4 ?
C17 C5 H5 . . 105.4 ?
C4 C5 H5 . . 105.4 ?
O1 C6 N1 . . 122.87(14) ?
O1 C6 C7 . . 121.45(14) ?
N1 C6 C7 . . 115.66(13) ?
C6 C7 Cl1 . . 112.67(13) ?
C6 C7 H7A . . 109.1 ?
Cl1 C7 H7A . . 109.1 ?
C6 C7 H7B . . 109.1 ?
Cl1 C7 H7B . . 109.1 ?
H7A C7 H7B . . 107.8 ?
C9 C8 C13 . . 118.37(13) ?
C9 C8 C1 . . 120.37(12) ?
C13 C8 C1 . . 121.17(13) ?
C10 C9 C8 . . 121.73(15) ?
C10 C9 H9 . . 119.1 ?
C8 C9 H9 . . 119.1 ?
C11 C10 C9 . . 118.96(16) ?
C11 C10 H10 . . 120.5 ?
C9 C10 H10 . . 120.5 ?
C10 C11 C12 . . 121.17(15) ?
C10 C11 H11 . . 119.4 ?
C12 C11 H11 . . 119.4 ?
C11 C12 C13 . . 119.81(16) ?
C11 C12 H12 . . 120.1 ?
C13 C12 H12 . . 120.1 ?
O2 C13 C8 . . 116.34(13) ?
O2 C13 C12 . . 123.70(15) ?
C8 C13 C12 . . 119.96(15) ?
O2 C14 H14A . . 109.5 ?
O2 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
O2 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C2 C15 H15A . . 109.5 ?
C2 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C2 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C4 C16 H16A . . 109.5 ?
C4 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C4 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C22 C17 C18 . . 117.60(13) ?
C22 C17 C5 . . 126.74(13) ?
C18 C17 C5 . . 115.61(13) ?
C19 C18 C17 . . 121.83(15) ?
C19 C18 H18 . . 119.1 ?
C17 C18 H18 . . 119.1 ?
C20 C19 C18 . . 119.29(15) ?
C20 C19 H19 . . 120.4 ?
C18 C19 H19 . . 120.4 ?
C19 C20 C21 . . 120.68(15) ?
C19 C20 H20 . . 119.7 ?
C21 C20 H20 . . 119.7 ?
C20 C21 C22 . . 119.85(16) ?
C20 C21 H21 . . 120.1 ?
C22 C21 H21 . . 120.1 ?
O4 C22 C21 . . 122.75(14) ?
O4 C22 C17 . . 116.74(13) ?
C21 C22 C17 . . 120.49(14) ?
O4 C23 H23A . . 109.5 ?
O4 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
O4 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C6 N1 C5 . . 117.12(11) ?
C6 N1 C1 . . 122.55(11) ?
C5 N1 C1 . . 119.22(11) ?
C13 O2 C14 . . 118.37(15) ?
C22 O4 C23 . . 119.13(13) ?
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 . 1.4896(17) ?
C1 C8 . 1.5291(18) ?
C1 C2 . 1.542(2) ?
C1 H1 . 0.9800 ?
C2 C3 . 1.520(2) ?
C2 C15 . 1.525(2) ?
C2 H2 . 0.9800 ?
C3 O3 . 1.210(2) ?
C3 C4 . 1.510(2) ?
C4 C5 . 1.533(2) ?
C4 C16 . 1.539(2) ?
C4 H4 . 0.9800 ?
C5 N1 . 1.4866(17) ?
C5 C17 . 1.5308(18) ?
C5 H5 . 0.9800 ?
C6 O1 . 1.2238(18) ?
C6 N1 . 1.3598(19) ?
C6 C7 . 1.521(2) ?
C7 Cl1 . 1.755(2) ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C8 C9 . 1.390(2) ?
C8 C13 . 1.396(2) ?
C9 C10 . 1.389(2) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.369(3) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.379(3) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.399(2) ?
C12 H12 . 0.9300 ?
C13 O2 . 1.370(2) ?
C14 O2 . 1.414(2) ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C16 H16A . 0.9600 ?
C16 H16B . 0.9600 ?
C16 H16C . 0.9600 ?
C17 C22 . 1.397(2) ?
C17 C18 . 1.400(2) ?
C18 C19 . 1.381(2) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.377(3) ?
C19 H19 . 0.9300 ?
C20 C21 . 1.379(3) ?
C20 H20 . 0.9300 ?
C21 C22 . 1.397(2) ?
C21 H21 . 0.9300 ?
C22 O4 . 1.3612(18) ?
C23 O4 . 1.410(2) ?
C23 H23A . 0.9600 ?
C23 H23B . 0.9600 ?
C23 H23C . 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
C23 H23C O1 1_655 0.96 2.50 3.321(3) 144
C9 H9 Cg 1_555 0.93 2.69 3.621(2) 177
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 . . . . -47.55(15) ?
C8 C1 C2 C3 . . . . -171.71(12) ?
N1 C1 C2 C15 . . . . -173.93(12) ?
C8 C1 C2 C15 . . . . 61.92(15) ?
C15 C2 C3 O3 . . . . -4.8(2) ?
C1 C2 C3 O3 . . . . -130.78(19) ?
C15 C2 C3 C4 . . . . 172.96(14) ?
C1 C2 C3 C4 . . . . 46.93(18) ?
O3 C3 C4 C5 . . . . -177.97(18) ?
C2 C3 C4 C5 . . . . 4.31(19) ?
O3 C3 C4 C16 . . . . 60.2(2) ?
C2 C3 C4 C16 . . . . -117.54(16) ?
C3 C4 C5 N1 . . . . -52.29(16) ?
C16 C4 C5 N1 . . . . 68.57(14) ?
C3 C4 C5 C17 . . . . 76.29(16) ?
C16 C4 C5 C17 . . . . -162.84(12) ?
O1 C6 C7 Cl1 . . . . 0.0(2) ?
N1 C6 C7 Cl1 . . . . -178.78(13) ?
N1 C1 C8 C9 . . . . -54.71(18) ?
C2 C1 C8 C9 . . . . 68.55(17) ?
N1 C1 C8 C13 . . . . 128.78(15) ?
C2 C1 C8 C13 . . . . -107.96(16) ?
C13 C8 C9 C10 . . . . -0.1(2) ?
C1 C8 C9 C10 . . . . -176.73(15) ?
C8 C9 C10 C11 . . . . 0.0(3) ?
C9 C10 C11 C12 . . . . -0.2(3) ?
C10 C11 C12 C13 . . . . 0.5(3) ?
C9 C8 C13 O2 . . . . 179.59(15) ?
C1 C8 C13 O2 . . . . -3.8(2) ?
C9 C8 C13 C12 . . . . 0.4(2) ?
C1 C8 C13 C12 . . . . 176.96(15) ?
C11 C12 C13 O2 . . . . -179.72(18) ?
C11 C12 C13 C8 . . . . -0.6(3) ?
N1 C5 C17 C22 . . . . 116.22(15) ?
C4 C5 C17 C22 . . . . -11.1(2) ?
N1 C5 C17 C18 . . . . -61.14(16) ?
C4 C5 C17 C18 . . . . 171.55(12) ?
C22 C17 C18 C19 . . . . -3.6(2) ?
C5 C17 C18 C19 . . . . 173.98(13) ?
C17 C18 C19 C20 . . . . -0.8(2) ?
C18 C19 C20 C21 . . . . 3.7(3) ?
C19 C20 C21 C22 . . . . -2.0(2) ?
C20 C21 C22 O4 . . . . 178.85(14) ?
C20 C21 C22 C17 . . . . -2.6(2) ?
C18 C17 C22 O4 . . . . -176.08(12) ?
C5 C17 C22 O4 . . . . 6.6(2) ?
C18 C17 C22 C21 . . . . 5.3(2) ?
C5 C17 C22 C21 . . . . -171.99(13) ?
O1 C6 N1 C5 . . . . -12.0(2) ?
C7 C6 N1 C5 . . . . 166.80(14) ?
O1 C6 N1 C1 . . . . -179.81(13) ?
C7 C6 N1 C1 . . . . -1.0(2) ?
C17 C5 N1 C6 . . . . 109.92(14) ?
C4 C5 N1 C6 . . . . -115.50(13) ?
C17 C5 N1 C1 . . . . -81.81(14) ?
C4 C5 N1 C1 . . . . 52.77(15) ?
C8 C1 N1 C6 . . . . -72.11(16) ?
C2 C1 N1 C6 . . . . 165.51(12) ?
C8 C1 N1 C5 . . . . 120.29(13) ?
C2 C1 N1 C5 . . . . -2.09(15) ?
C8 C13 O2 C14 . . . . 177.07(18) ?
C12 C13 O2 C14 . . . . -3.7(3) ?
C21 C22 O4 C23 . . . . -1.4(2) ?
C17 C22 O4 C23 . . . . -179.98(15) ?
