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#$Date: 2022-06-21 12:19:13 +0300 (Tue, 21 Jun 2022) $
#$Revision: 276130 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/54/8105443.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8105443
loop_
_publ_author_name
'Li, Ying Fen'
'Wei, Xian'
'Bai, Song'
'Lv, Meng Lan'
_publ_section_title
;
 Crystal structure of
 1-(2-(1H-indol-3-yl)ethyl)-4-benzyl-3-hydroxy-3,6-diphenylpiperazine-2,5-dione,
 C33H29N3O3
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1279
_journal_page_last               1280
_journal_paper_doi               10.1515/ncrs-2020-0257
_journal_volume                  235
_journal_year                    2020
_chemical_formula_sum            'C33 H29 N3 O3'
_chemical_formula_weight         515.59
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                92.354(2)
_cell_angle_beta                 103.338(2)
_cell_angle_gamma                91.502(2)
_cell_formula_units_Z            2
_cell_length_a                   7.1229(8)
_cell_length_b                   12.8851(13)
_cell_length_c                   15.0472(15)
_cell_measurement_reflns_used    4097
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.79
_cell_volume                     1341.7(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0180
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6862
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         3.137
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.270
_refine_diff_density_max         0.190
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.031
_refine_ls_extinction_coef       0.047(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         4688
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.964
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0364
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0646P)²+0.2652P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1074
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3871
_reflns_number_total             4688
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2020-0257_suppl.cif
_cod_data_source_block           1
_cod_database_code               8105443
_shelx_shelxl_version_number     2014/7
_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   0.976
_shelx_estimated_absorpt_t_max   0.978
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.05577(14) 0.31690(7) 0.19289(7) 0.0420(3) Uani 1 1 d . . . . .
O2 O 1.12495(12) 0.22906(8) 0.36611(6) 0.0360(2) Uani 1 1 d . . . . .
H2 H 1.2189 0.2281 0.3433 0.054 Uiso 1 1 calc R U . . .
O3 O 0.50126(13) 0.21694(8) 0.36264(7) 0.0430(3) Uani 1 1 d . . . . .
N1 N 0.81535(19) 0.69119(9) -0.02533(8) 0.0431(3) Uani 1 1 d . . . . .
H1 H 0.8534 0.7118 -0.0721 0.052 Uiso 1 1 calc R U . . .
N2 N 0.76650(16) 0.35307(8) 0.22118(7) 0.0312(3) Uani 1 1 d . . . . .
N3 N 0.80410(14) 0.19376(8) 0.34729(7) 0.0276(2) Uani 1 1 d . . . . .
C1 C 0.5113(2) 0.79071(11) -0.03781(9) 0.0413(4) Uani 1 1 d . . . . .
H1A H 0.5184 0.8246 -0.0904 0.050 Uiso 1 1 calc R U . . .
C2 C 0.3618(2) 0.80656(12) 0.00410(11) 0.0470(4) Uani 1 1 d . . . . .
H2A H 0.2649 0.8509 -0.0212 0.056 Uiso 1 1 calc R U . . .
C3 C 0.3525(2) 0.75725(12) 0.08416(11) 0.0488(4) Uani 1 1 d . . . . .
H3 H 0.2507 0.7704 0.1117 0.059 Uiso 1 1 calc R U . . .
C4 C 0.4913(2) 0.68950(11) 0.12308(10) 0.0412(3) Uani 1 1 d . . . . .
H4 H 0.4834 0.6570 0.1762 0.049 Uiso 1 1 calc R U . . .
C5 C 0.64436(19) 0.67045(10) 0.08126(9) 0.0320(3) Uani 1 1 d . . . . .
C6 C 0.6524(2) 0.72210(10) 0.00096(9) 0.0330(3) Uani 1 1 d . . . . .
C7 C 0.9074(2) 0.62201(11) 0.03528(11) 0.0429(4) Uani 1 1 d . . . . .
H7 H 1.0208 0.5898 0.0314 0.051 Uiso 1 1 calc R U . . .
C8 C 0.8100(2) 0.60677(10) 0.10202(9) 0.0360(3) Uani 1 1 d . . . . .
C9 C 0.8562(2) 0.53299(11) 0.17795(10) 0.0441(4) Uani 1 1 d . . . . .
H9A H 0.8298 0.5648 0.2332 0.053 Uiso 1 1 calc R U . . .
H9B H 0.9921 0.5178 0.1903 0.053 Uiso 1 1 calc R U . . .
C10 C 0.7342(2) 0.43218(10) 0.15125(9) 0.0369(3) Uani 1 1 d . . . . .
H10A H 0.5989 0.4490 0.1379 0.044 Uiso 1 1 calc R U . . .
H10B H 0.7610 0.4021 0.0955 0.044 Uiso 1 1 calc R U . . .
C11 C 0.61472(18) 0.33756(10) 0.27115(9) 0.0300(3) Uani 1 1 d . . . . .
H11 H 0.4927 0.3265 0.2253 0.036 Uiso 1 1 calc R U . . .
C12 C 0.63777(17) 0.24360(10) 0.32988(8) 0.0289(3) Uani 1 1 d . . . . .
C13 C 0.95630(17) 0.20753(9) 0.29776(8) 0.0262(3) Uani 1 1 d . . . . .
C14 C 0.92629(18) 0.29877(10) 0.23300(8) 0.0290(3) Uani 1 1 d . . . . .
C15 C 0.59419(19) 0.43426(10) 0.32943(9) 0.0338(3) Uani 1 1 d . . . . .
C16 C 0.7512(2) 0.47782(13) 0.39306(11) 0.0516(4) Uani 1 1 d . . . . .
H16 H 0.8710 0.4480 0.4006 0.062 Uiso 1 1 calc R U . . .
C17 C 0.7309(3) 0.56593(14) 0.44580(12) 0.0643(5) Uani 1 1 d . . . . .
H17 H 0.8370 0.5948 0.4886 0.077 Uiso 1 1 calc R U . . .
C18 C 0.5551(3) 0.61054(14) 0.43504(13) 0.0651(5) Uani 1 1 d . . . . .
H18 H 0.5418 0.6695 0.4705 0.078 Uiso 1 1 calc R U . . .
C19 C 0.3999(3) 0.56832(14) 0.37238(15) 0.0658(5) Uani 1 1 d . . . . .
H19 H 0.2807 0.5988 0.3651 0.079 Uiso 1 1 calc R U . . .
C20 C 0.4180(2) 0.47988(12) 0.31911(12) 0.0497(4) Uani 1 1 d . . . . .
H20 H 0.3111 0.4515 0.2765 0.060 Uiso 1 1 calc R U . . .
C21 C 0.8224(2) 0.10543(10) 0.40939(9) 0.0350(3) Uani 1 1 d . . . . .
H21A H 0.9286 0.0637 0.4006 0.042 Uiso 1 1 calc R U . . .
H21B H 0.7053 0.0619 0.3924 0.042 Uiso 1 1 calc R U . . .
C22 C 0.8565(2) 0.13885(11) 0.50956(10) 0.0432(4) Uani 1 1 d . . . . .
C23 C 1.0352(3) 0.17620(15) 0.55799(12) 0.0684(5) Uani 1 1 d . . . . .
H23 H 1.1358 0.1822 0.5284 0.082 Uiso 1 1 calc R U . . .
C24 C 1.0677(4) 0.20509(18) 0.65068(14) 0.0925(8) Uani 1 1 d . . . . .
H24 H 1.1893 0.2307 0.6821 0.111 Uiso 1 1 calc R U . . .
C25 C 0.9255(6) 0.19635(18) 0.69508(15) 0.0953(9) Uani 1 1 d . . . . .
H25 H 0.9485 0.2160 0.7569 0.114 Uiso 1 1 calc R U . . .
C26 C 0.7470(5) 0.1586(2) 0.64936(17) 0.0974(9) Uani 1 1 d . . . . .
H26 H 0.6488 0.1520 0.6804 0.117 Uiso 1 1 calc R U . . .
C27 C 0.7108(3) 0.12975(17) 0.55583(13) 0.0729(6) Uani 1 1 d . . . . .
H27 H 0.5887 0.1045 0.5250 0.087 Uiso 1 1 calc R U . . .
C28 C 0.96301(18) 0.11024(9) 0.23576(8) 0.0294(3) Uani 1 1 d . . . . .
C29 C 1.1305(2) 0.08695(12) 0.20803(11) 0.0438(4) Uani 1 1 d . . . . .
H29 H 1.2441 0.1257 0.2325 0.053 Uiso 1 1 calc R U . . .
C30 C 1.1293(3) 0.00591(13) 0.14382(12) 0.0551(4) Uani 1 1 d . . . . .
H30 H 1.2415 -0.0083 0.1247 0.066 Uiso 1 1 calc R U . . .
C31 C 0.9640(3) -0.05317(12) 0.10855(11) 0.0529(4) Uani 1 1 d . . . . .
H31 H 0.9640 -0.1070 0.0654 0.063 Uiso 1 1 calc R U . . .
C32 C 0.7979(2) -0.03254(12) 0.13726(10) 0.0486(4) Uani 1 1 d . . . . .
H32 H 0.6864 -0.0735 0.1146 0.058 Uiso 1 1 calc R U . . .
C33 C 0.7969(2) 0.04945(11) 0.20009(9) 0.0380(3) Uani 1 1 d . . . . .
H33 H 0.6838 0.0637 0.2184 0.046 Uiso 1 1 calc R U . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C13 O2 H2 109.5 . .
C7 N1 C6 108.77(11) . .
C7 N1 H1 125.6 . .
C6 N1 H1 125.6 . .
C14 N2 C11 124.30(10) . .
C14 N2 C10 118.78(11) . .
C11 N2 C10 116.89(10) . .
C12 N3 C13 124.34(10) . .
C12 N3 C21 118.10(10) . .
C13 N3 C21 116.67(10) . .
C2 C1 C6 117.93(13) . .
C2 C1 H1A 121.0 . .
C6 C1 H1A 121.0 . .
C1 C2 C3 121.21(14) . .
C1 C2 H2A 119.4 . .
C3 C2 H2A 119.4 . .
C4 C3 C2 121.29(14) . .
C4 C3 H3 119.4 . .
C2 C3 H3 119.4 . .
C3 C4 C5 118.92(13) . .
C3 C4 H4 120.5 . .
C5 C4 H4 120.5 . .
C4 C5 C6 118.89(13) . .
C4 C5 C8 133.94(13) . .
C6 C5 C8 107.17(12) . .
N1 C6 C1 130.91(13) . .
N1 C6 C5 107.35(12) . .
C1 C6 C5 121.73(13) . .
C8 C7 N1 110.72(13) . .
C8 C7 H7 124.6 . .
N1 C7 H7 124.6 . .
C7 C8 C5 105.99(12) . .
C7 C8 C9 127.51(14) . .
C5 C8 C9 126.36(13) . .
C8 C9 C10 109.99(12) . .
C8 C9 H9A 109.7 . .
C10 C9 H9A 109.7 . .
C8 C9 H9B 109.7 . .
C10 C9 H9B 109.7 . .
H9A C9 H9B 108.2 . .
N2 C10 C9 115.03(11) . .
N2 C10 H10A 108.5 . .
C9 C10 H10A 108.5 . .
N2 C10 H10B 108.5 . .
C9 C10 H10B 108.5 . .
H10A C10 H10B 107.5 . .
N2 C11 C12 114.75(10) . .
N2 C11 C15 111.41(10) . .
C12 C11 C15 109.51(10) . .
N2 C11 H11 106.9 . .
C12 C11 H11 106.9 . .
C15 C11 H11 106.9 . .
O3 C12 N3 121.62(12) . .
O3 C12 C11 117.97(11) . .
N3 C12 C11 120.38(11) . .
O2 C13 N3 104.75(9) . .
O2 C13 C28 114.62(10) . .
N3 C13 C28 110.01(10) . .
O2 C13 C14 108.46(10) . .
N3 C13 C14 114.05(10) . .
C28 C13 C14 105.19(9) . .
O1 C14 N2 122.75(12) . .
O1 C14 C13 116.58(11) . .
N2 C14 C13 120.66(10) . .
C20 C15 C16 118.97(14) . .
C20 C15 C11 120.25(13) . .
C16 C15 C11 120.77(12) . .
C15 C16 C17 120.30(16) . .
C15 C16 H16 119.8 . .
C17 C16 H16 119.8 . .
C18 C17 C16 120.22(17) . .
C18 C17 H17 119.9 . .
C16 C17 H17 119.9 . .
C19 C18 C17 119.85(16) . .
C19 C18 H18 120.1 . .
C17 C18 H18 120.1 . .
C18 C19 C20 120.57(17) . .
C18 C19 H19 119.7 . .
C20 C19 H19 119.7 . .
C15 C20 C19 120.08(16) . .
C15 C20 H20 120.0 . .
C19 C20 H20 120.0 . .
N3 C21 C22 113.85(11) . .
N3 C21 H21A 108.8 . .
C22 C21 H21A 108.8 . .
N3 C21 H21B 108.8 . .
C22 C21 H21B 108.8 . .
H21A C21 H21B 107.7 . .
C23 C22 C27 118.03(17) . .
C23 C22 C21 120.95(15) . .
C27 C22 C21 120.99(16) . .
C22 C23 C24 121.0(2) . .
C22 C23 H23 119.5 . .
C24 C23 H23 119.5 . .
C25 C24 C23 120.7(2) . .
C25 C24 H24 119.7 . .
C23 C24 H24 119.7 . .
C24 C25 C26 119.9(2) . .
C24 C25 H25 120.1 . .
C26 C25 H25 120.1 . .
C25 C26 C27 120.4(2) . .
C25 C26 H26 119.8 . .
C27 C26 H26 119.8 . .
C22 C27 C26 120.1(2) . .
C22 C27 H27 120.0 . .
C26 C27 H27 120.0 . .
C29 C28 C33 118.66(12) . .
C29 C28 C13 120.68(12) . .
C33 C28 C13 120.42(11) . .
C28 C29 C30 120.28(15) . .
C28 C29 H29 119.9 . .
C30 C29 H29 119.9 . .
C31 C30 C29 120.53(15) . .
C31 C30 H30 119.7 . .
C29 C30 H30 119.7 . .
C30 C31 C32 119.76(14) . .
C30 C31 H31 120.1 . .
C32 C31 H31 120.1 . .
C31 C32 C33 120.08(15) . .
C31 C32 H32 120.0 . .
C33 C32 H32 120.0 . .
C28 C33 C32 120.65(14) . .
C28 C33 H33 119.7 . .
C32 C33 H33 119.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C14 1.2356(15) .
O2 C13 1.4024(15) .
O2 H2 0.8200 .
O3 C12 1.2345(15) .
N1 C7 1.370(2) .
N1 C6 1.3732(18) .
N1 H1 0.8600 .
N2 C14 1.3323(17) .
N2 C11 1.4663(16) .
N2 C10 1.4792(16) .
N3 C12 1.3398(16) .
N3 C13 1.4614(15) .
N3 C21 1.4915(16) .
C1 C2 1.373(2) .
C1 C6 1.397(2) .
C1 H1A 0.9300 .
C2 C3 1.399(2) .
C2 H2A 0.9300 .
C3 C4 1.379(2) .
C3 H3 0.9300 .
C4 C5 1.4011(19) .
C4 H4 0.9300 .
C5 C6 1.4149(18) .
C5 C8 1.4368(19) .
C7 C8 1.364(2) .
C7 H7 0.9300 .
C8 C9 1.4998(19) .
C9 C10 1.530(2) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 C12 1.5182(17) .
C11 C15 1.5237(18) .
C11 H11 0.9800 .
C13 C28 1.5401(17) .
C13 C14 1.5455(17) .
C15 C20 1.379(2) .
C15 C16 1.383(2) .
C16 C17 1.388(2) .
C16 H16 0.9300 .
C17 C18 1.370(3) .
C17 H17 0.9300 .
C18 C19 1.361(3) .
C18 H18 0.9300 .
C19 C20 1.392(2) .
C19 H19 0.9300 .
C20 H20 0.9300 .
C21 C22 1.513(2) .
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C22 C23 1.377(3) .
C22 C27 1.381(2) .
C23 C24 1.393(3) .
C23 H23 0.9300 .
C24 C25 1.341(4) .
C24 H24 0.9300 .
C25 C26 1.365(4) .
C25 H25 0.9300 .
C26 C27 1.404(3) .
C26 H26 0.9300 .
C27 H27 0.9300 .
C28 C29 1.3879(19) .
C28 C33 1.3874(19) .
C29 C30 1.392(2) .
C29 H29 0.9300 .
C30 C31 1.371(2) .
C30 H30 0.9300 .
C31 C32 1.378(2) .
C31 H31 0.9300 .
C32 C33 1.390(2) .
C32 H32 0.9300 .
C33 H33 0.9300 .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C6 C1 C2 C3 1.2(2) . . . .
C1 C2 C3 C4 -1.1(2) . . . .
C2 C3 C4 C5 0.2(2) . . . .
C3 C4 C5 C6 0.6(2) . . . .
C3 C4 C5 C8 179.85(14) . . . .
C7 N1 C6 C1 -179.83(14) . . . .
C7 N1 C6 C5 0.38(15) . . . .
C2 C1 C6 N1 179.82(14) . . . .
C2 C1 C6 C5 -0.4(2) . . . .
C4 C5 C6 N1 179.33(12) . . . .
C8 C5 C6 N1 -0.12(14) . . . .
C4 C5 C6 C1 -0.49(19) . . . .
C8 C5 C6 C1 -179.93(12) . . . .
C6 N1 C7 C8 -0.52(16) . . . .
N1 C7 C8 C5 0.43(16) . . . .
N1 C7 C8 C9 176.30(13) . . . .
C4 C5 C8 C7 -179.52(15) . . . .
C6 C5 C8 C7 -0.19(15) . . . .
C4 C5 C8 C9 4.6(2) . . . .
C6 C5 C8 C9 -176.12(12) . . . .
C7 C8 C9 C10 -96.63(18) . . . .
C5 C8 C9 C10 78.44(17) . . . .
C14 N2 C10 C9 -75.52(16) . . . .
C11 N2 C10 C9 106.46(14) . . . .
C8 C9 C10 N2 -179.77(12) . . . .
C14 N2 C11 C12 -8.00(17) . . . .
C10 N2 C11 C12 169.90(10) . . . .
C14 N2 C11 C15 117.15(13) . . . .
C10 N2 C11 C15 -64.94(14) . . . .
C13 N3 C12 O3 167.65(11) . . . .
C21 N3 C12 O3 -1.16(18) . . . .
C13 N3 C12 C11 -14.37(18) . . . .
C21 N3 C12 C11 176.82(10) . . . .
N2 C11 C12 O3 -169.27(11) . . . .
C15 C11 C12 O3 64.58(15) . . . .
N2 C11 C12 N3 12.68(17) . . . .
C15 C11 C12 N3 -113.47(13) . . . .
C12 N3 C13 O2 128.14(12) . . . .
C21 N3 C13 O2 -62.90(13) . . . .
C12 N3 C13 C28 -108.19(13) . . . .
C21 N3 C13 C28 60.77(13) . . . .
C12 N3 C13 C14 9.71(16) . . . .
C21 N3 C13 C14 178.67(10) . . . .
C11 N2 C14 O1 -176.57(11) . . . .
C10 N2 C14 O1 5.56(18) . . . .
C11 N2 C14 C13 4.37(18) . . . .
C10 N2 C14 C13 -173.49(10) . . . .
O2 C13 C14 O1 60.27(14) . . . .
N3 C13 C14 O1 176.57(11) . . . .
C28 C13 C14 O1 -62.81(14) . . . .
O2 C13 C14 N2 -120.61(12) . . . .
N3 C13 C14 N2 -4.32(16) . . . .
C28 C13 C14 N2 116.31(12) . . . .
N2 C11 C15 C20 124.48(14) . . . .
C12 C11 C15 C20 -107.49(14) . . . .
N2 C11 C15 C16 -55.30(17) . . . .
C12 C11 C15 C16 72.73(16) . . . .
C20 C15 C16 C17 0.2(2) . . . .
C11 C15 C16 C17 180.00(14) . . . .
C15 C16 C17 C18 -0.1(3) . . . .
C16 C17 C18 C19 0.0(3) . . . .
C17 C18 C19 C20 0.2(3) . . . .
C16 C15 C20 C19 -0.1(2) . . . .
C11 C15 C20 C19 -179.89(14) . . . .
C18 C19 C20 C15 -0.1(3) . . . .
C12 N3 C21 C22 -76.54(15) . . . .
C13 N3 C21 C22 113.79(13) . . . .
N3 C21 C22 C23 -76.63(18) . . . .
N3 C21 C22 C27 105.41(16) . . . .
C27 C22 C23 C24 -0.7(3) . . . .
C21 C22 C23 C24 -178.74(18) . . . .
C22 C23 C24 C25 0.5(3) . . . .
C23 C24 C25 C26 0.1(4) . . . .
C24 C25 C26 C27 -0.6(4) . . . .
C23 C22 C27 C26 0.3(3) . . . .
C21 C22 C27 C26 178.30(17) . . . .
C25 C26 C27 C22 0.4(3) . . . .
O2 C13 C28 C29 -38.83(16) . . . .
N3 C13 C28 C29 -156.54(12) . . . .
C14 C13 C28 C29 80.21(14) . . . .
O2 C13 C28 C33 146.91(12) . . . .
N3 C13 C28 C33 29.20(15) . . . .
C14 C13 C28 C33 -94.06(13) . . . .
C33 C28 C29 C30 1.7(2) . . . .
C13 C28 C29 C30 -172.62(14) . . . .
C28 C29 C30 C31 -1.3(3) . . . .
C29 C30 C31 C32 -0.4(3) . . . .
C30 C31 C32 C33 1.5(2) . . . .
C29 C28 C33 C32 -0.6(2) . . . .
C13 C28 C33 C32 173.82(12) . . . .
C31 C32 C33 C28 -1.1(2) . . . .
