#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/29/2222936.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_2222936
loop_
_publ_author_name
'Luo, Jia-Lu'
'Wu, Jin-Long'
_publ_section_title
N-Cyclohexyl-5H,7H-13,15-dimethyl-9-nitro-5-oxophenanthrido[4,4a,5-bc][1,4]benzoxazepine-7-carboxamide
_journal_coeditor_code           XU2558
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1996
_journal_paper_doi               10.1107/S1600536809028712
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C29 H27 N3 O5'
_chemical_formula_moiety         'C29 H27 N3 O5'
_chemical_formula_sum            'C29 H27 N3 O5'
_chemical_formula_weight         497.54
_chemical_name_systematic
;
N-Cyclohexyl-5H,7H-13,15-dimethyl-9-nitro-5-
oxophenanthrido[4,4a,5-bc][1,4]benzoxazepine-7-carboxamide
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 105.428(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.7451(4)
_cell_length_b                   27.8791(7)
_cell_length_c                   8.4917(3)
_cell_measurement_reflns_used    15928
_cell_measurement_temperature    296.0(10)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     2452.1(2)
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 2006)'
_computing_data_collection       'PROCESS-AUTO (Rigaku, 2006)'
_computing_data_reduction        'CrystalStructure (Rigaku, 2007)'
_computing_molecular_graphics    'ORTEP-3 for windows (Farrugia, 1997)'
_computing_publication_material  'CrystalStructure (Rigaku, 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare et al.,  1999)'
_diffrn_ambient_temperature      296.0(10)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rolling anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_sigmaI/netI    0.0516
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            23870
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.10
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chunk
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.231
_refine_ls_extinction_coef       0.0051(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         5594
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0505
_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)+(0.0432P)²+1P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1136
_refine_ls_wR_factor_ref         0.1273
_reflns_number_gt                3756
_reflns_number_total             5594
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu2558.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2222936
_cod_database_fobs_code          2222936
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O2 0.52077(12) 0.14876(4) 0.75758(15) 0.0441(3) Uani d . 1 . .
N N1 0.30895(13) 0.12575(5) 0.46737(17) 0.0363(3) Uani d . 1 . .
O O5 0.53052(13) 0.12552(5) 0.37217(15) 0.0509(4) Uani d . 1 . .
C C13 0.43278(17) 0.18313(6) 0.6721(2) 0.0371(4) Uani d . 1 . .
C C14 0.32745(16) 0.17213(6) 0.5375(2) 0.0355(4) Uani d . 1 . .
N N3 0.63285(14) 0.07287(6) 0.56536(19) 0.0429(4) Uani d . 1 . .
H H3 0.6229 0.0498 0.6281 0.052 Uiso calc R 1 . .
C C10 0.27335(18) 0.25731(7) 0.5195(2) 0.0423(4) Uani d . 1 . .
C C9 0.23969(17) 0.20945(6) 0.4689(2) 0.0383(4) Uani d . 1 . .
C C22 0.40912(16) 0.07561(6) 0.7002(2) 0.0381(4) Uani d . 1 . .
O O1 0.20934(15) 0.07613(5) 0.25999(19) 0.0654(4) Uani d . 1 . .
C C12 0.46090(18) 0.22939(7) 0.7269(2) 0.0419(4) Uani d . 1 . .
C C1 0.40183(16) 0.08658(6) 0.5246(2) 0.0364(4) Uani d . 1 . .
H H1 0.3657 0.0581 0.4615 0.044 Uiso calc R 1 . .
C C16 0.76257(17) 0.08427(6) 0.5510(2) 0.0406(4) Uani d . 1 . .
H H16 0.7586 0.0869 0.4347 0.049 Uiso calc R 1 . .
C C3 0.10767(18) 0.15002(7) 0.2797(2) 0.0437(4) Uani d . 1 . .
C C11 0.38132(19) 0.26588(7) 0.6456(2) 0.0453(4) Uani d . 1 . .
H H11 0.4019 0.2974 0.6779 0.054 Uiso calc R 1 . .
C C27 0.46631(17) 0.10965(7) 0.8143(2) 0.0411(4) Uani d . 1 . .
C C15 0.52969(17) 0.09773(6) 0.4828(2) 0.0378(4) Uani d . 1 . .
C C2 0.21089(18) 0.11460(7) 0.3296(2) 0.0440(4) Uani d . 1 . .
N N2 0.3006(2) -0.01158(8) 0.9665(3) 0.0698(6) Uani d . 1 . .
C C8 0.11937(18) 0.19597(7) 0.3490(2) 0.0430(4) Uani d . 1 . .
C C23 0.35448(18) 0.03542(7) 0.7497(2) 0.0455(5) Uani d . 1 . .
H H23 0.3150 0.0120 0.6749 0.055 Uiso calc R 1 . .
C C24 0.3602(2) 0.03099(8) 0.9136(3) 0.0521(5) Uani d . 1 . .
C C26 0.4739(2) 0.10462(8) 0.9787(2) 0.0531(5) Uani d . 1 . .
H H26 0.5151 0.1276 1.0540 0.064 Uiso calc R 1 . .
O O3 0.3241(2) -0.01856(7) 1.1134(2) 0.0931(7) Uani d . 1 . .
C C25 0.4187(2) 0.06458(8) 1.0275(3) 0.0581(6) Uani d . 1 . .
H H25 0.4211 0.0604 1.1369 0.070 Uiso calc R 1 . .
C C4 -0.0059(2) 0.13491(9) 0.1673(3) 0.0583(6) Uani d . 1 . .
H H4 -0.0109 0.1043 0.1223 0.070 Uiso calc R 1 . .
C C28 0.2043(2) 0.30111(7) 0.4341(3) 0.0576(5) Uani d . 1 . .
H H28A 0.1288 0.3071 0.4712 0.086 Uiso calc R 1 . .
H H28B 0.1793 0.2957 0.3183 0.086 Uiso calc R 1 . .
H H28C 0.2609 0.3283 0.4585 0.086 Uiso calc R 1 . .
C C29 0.5782(2) 0.24052(8) 0.8644(3) 0.0555(5) Uani d . 1 . .
H H29A 0.5820 0.2744 0.8856 0.067 Uiso calc PR 0.50 . .
H H29B 0.6544 0.2307 0.8345 0.067 Uiso calc PR 0.50 . .
H H29C 0.5729 0.2236 0.9608 0.067 Uiso calc PR 0.50 . .
H H29D 0.6243 0.2114 0.9017 0.067 Uiso calc PR 0.50 . .
H H29E 0.5518 0.2551 0.9528 0.067 Uiso calc PR 0.50 . .
H H29F 0.6333 0.2622 0.8265 0.067 Uiso calc PR 0.50 . .
C C21 0.8092(2) 0.13172(8) 0.6321(3) 0.0585(6) Uani d . 1 . .
H H21A 0.8113 0.1302 0.7469 0.070 Uiso calc R 1 . .
H H21B 0.7498 0.1570 0.5819 0.070 Uiso calc R 1 . .
C C7 0.0090(2) 0.22515(8) 0.3054(3) 0.0586(6) Uani d . 1 . .
H H7 0.0109 0.2553 0.3529 0.070 Uiso calc R 1 . .
C C19 1.0384(2) 0.10368(9) 0.6890(3) 0.0697(7) Uani d . 1 . .
H H19A 1.1223 0.1111 0.6728 0.084 Uiso calc R 1 . .
H H19B 1.0475 0.1017 0.8055 0.084 Uiso calc R 1 . .
C C18 0.9917(2) 0.05620(8) 0.6100(3) 0.0624(6) Uani d . 1 . .
H H18A 1.0508 0.0311 0.6621 0.075 Uiso calc R 1 . .
H H18B 0.9910 0.0573 0.4956 0.075 Uiso calc R 1 . .
O O4 0.2348(2) -0.03785(8) 0.8627(3) 0.1074(8) Uani d . 1 . .
C C17 0.85656(19) 0.04450(8) 0.6240(3) 0.0560(5) Uani d . 1 . .
H H17A 0.8275 0.0146 0.5676 0.067 Uiso calc R 1 . .
H H17B 0.8588 0.0403 0.7382 0.067 Uiso calc R 1 . .
C C5 -0.1100(2) 0.16528(10) 0.1235(3) 0.0711(7) Uani d . 1 . .
H H5 -0.1851 0.1557 0.0470 0.085 Uiso calc R 1 . .
C C6 -0.1020(2) 0.21008(10) 0.1942(3) 0.0717(7) Uani d . 1 . .
H H6 -0.1729 0.2305 0.1661 0.086 Uiso calc R 1 . .
C C20 0.9432(2) 0.14320(9) 0.6151(4) 0.0747(7) Uani d . 1 . .
H H20A 0.9397 0.1468 0.5004 0.090 Uiso calc R 1 . .
H H20B 0.9725 0.1733 0.6696 0.090 Uiso calc R 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
C27 O2 C13 . . 115.38(13) ?
C2 N1 C14 . . 123.40(15) ?
C2 N1 C1 . . 114.14(14) ?
C14 N1 C1 . . 122.12(13) ?
C12 C13 O2 . . 114.03(15) ?
C12 C13 C14 . . 122.24(16) ?
O2 C13 C14 . . 123.68(15) ?
C13 C14 N1 . . 122.13(15) ?
C13 C14 C9 . . 118.32(16) ?
N1 C14 C9 . . 119.54(15) ?
C15 N3 C16 . . 121.20(15) ?
C15 N3 H3 . . 119.4 ?
C16 N3 H3 . . 119.4 ?
C11 C10 C9 . . 119.59(17) ?
C11 C10 C28 . . 116.01(18) ?
C9 C10 C28 . . 124.19(18) ?
C14 C9 C10 . . 118.47(16) ?
C14 C9 C8 . . 117.61(16) ?
C10 C9 C8 . . 123.91(16) ?
C27 C22 C23 . . 119.37(17) ?
C27 C22 C1 . . 116.93(16) ?
C23 C22 C1 . . 123.55(17) ?
C13 C12 C11 . . 117.88(17) ?
C13 C12 C29 . . 121.21(17) ?
C11 C12 C29 . . 120.83(17) ?
N1 C1 C22 . . 109.29(14) ?
N1 C1 C15 . . 110.02(14) ?
C22 C1 C15 . . 117.11(14) ?
N1 C1 H1 . . 106.6 ?
C22 C1 H1 . . 106.6 ?
C15 C1 H1 . . 106.6 ?
N3 C16 C21 . . 110.99(15) ?
N3 C16 C17 . . 110.60(15) ?
C21 C16 C17 . . 110.42(17) ?
N3 C16 H16 . . 108.2 ?
C21 C16 H16 . . 108.2 ?
C17 C16 H16 . . 108.2 ?
C4 C3 C8 . . 121.73(18) ?
C4 C3 C2 . . 116.84(18) ?
C8 C3 C2 . . 121.33(16) ?
C10 C11 C12 . . 122.71(18) ?
C10 C11 H11 . . 118.6 ?
C12 C11 H11 . . 118.6 ?
C22 C27 O2 . . 116.68(15) ?
C22 C27 C26 . . 122.35(19) ?
O2 C27 C26 . . 120.94(18) ?
O5 C15 N3 . . 123.95(17) ?
O5 C15 C1 . . 119.73(16) ?
N3 C15 C1 . . 116.14(15) ?
O1 C2 N1 . . 120.96(17) ?
O1 C2 C3 . . 122.76(17) ?
N1 C2 C3 . . 116.18(16) ?
O4 N2 O3 . . 124.5(2) ?
O4 N2 C24 . . 118.7(2) ?
O3 N2 C24 . . 116.8(3) ?
C3 C8 C7 . . 116.36(18) ?
C3 C8 C9 . . 119.33(16) ?
C7 C8 C9 . . 124.15(18) ?
C24 C23 C22 . . 118.1(2) ?
C24 C23 H23 . . 121.0 ?
C22 C23 H23 . . 121.0 ?
C25 C24 C23 . . 122.5(2) ?
C25 C24 N2 . . 119.3(2) ?
C23 C24 N2 . . 118.2(2) ?
C25 C26 C27 . . 118.1(2) ?
C25 C26 H26 . . 120.9 ?
C27 C26 H26 . . 120.9 ?
C24 C25 C26 . . 119.56(18) ?
C24 C25 H25 . . 120.2 ?
C26 C25 H25 . . 120.2 ?
C5 C4 C3 . . 119.9(2) ?
C5 C4 H4 . . 120.0 ?
C3 C4 H4 . . 120.0 ?
C10 C28 H28A . . 109.5 ?
C10 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C10 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C12 C29 H29A . . 109.5 ?
C12 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C12 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C12 C29 H29D . . 109.5 ?
H29A C29 H29D . . 141.1 ?
H29B C29 H29D . . 56.3 ?
H29C C29 H29D . . 56.3 ?
C12 C29 H29E . . 109.5 ?
H29A C29 H29E . . 56.3 ?
H29B C29 H29E . . 141.1 ?
H29C C29 H29E . . 56.3 ?
H29D C29 H29E . . 109.5 ?
C12 C29 H29F . . 109.5 ?
H29A C29 H29F . . 56.3 ?
H29B C29 H29F . . 56.3 ?
H29C C29 H29F . . 141.1 ?
H29D C29 H29F . . 109.5 ?
H29E C29 H29F . . 109.5 ?
C16 C21 C20 . . 110.38(18) ?
C16 C21 H21A . . 109.6 ?
C20 C21 H21A . . 109.6 ?
C16 C21 H21B . . 109.6 ?
C20 C21 H21B . . 109.6 ?
H21A C21 H21B . . 108.1 ?
C6 C7 C8 . . 121.4(2) ?
C6 C7 H7 . . 119.3 ?
C8 C7 H7 . . 119.3 ?
C18 C19 C20 . . 110.2(2) ?
C18 C19 H19A . . 109.6 ?
C20 C19 H19A . . 109.6 ?
C18 C19 H19B . . 109.6 ?
C20 C19 H19B . . 109.6 ?
H19A C19 H19B . . 108.1 ?
C19 C18 C17 . . 111.34(18) ?
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 ?
C16 C17 C18 . . 110.87(18) ?
C16 C17 H17A . . 109.5 ?
C18 C17 H17A . . 109.5 ?
C16 C17 H17B . . 109.5 ?
C18 C17 H17B . . 109.5 ?
H17A C17 H17B . . 108.1 ?
C4 C5 C6 . . 119.3(2) ?
C4 C5 H5 . . 120.4 ?
C6 C5 H5 . . 120.4 ?
C7 C6 C5 . . 121.2(2) ?
C7 C6 H6 . . 119.4 ?
C5 C6 H6 . . 119.4 ?
C19 C20 C21 . . 111.0(2) ?
C19 C20 H20A . . 109.4 ?
C21 C20 H20A . . 109.4 ?
C19 C20 H20B . . 109.4 ?
C21 C20 H20B . . 109.4 ?
H20A C20 H20B . . 108.0 ?
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
O2 C27 . 1.383(2) ?
O2 C13 . 1.405(2) ?
N1 C2 . 1.386(2) ?
N1 C14 . 1.415(2) ?
N1 C1 . 1.472(2) ?
O5 C15 . 1.219(2) ?
C13 C12 . 1.377(2) ?
C13 C14 . 1.412(2) ?
C14 C9 . 1.421(2) ?
N3 C15 . 1.337(2) ?
N3 C16 . 1.466(2) ?
N3 H3 . 0.8600 ?
C10 C11 . 1.374(3) ?
C10 C9 . 1.419(3) ?
C10 C28 . 1.510(3) ?
C9 C8 . 1.466(3) ?
C22 C27 . 1.378(3) ?
C22 C23 . 1.381(3) ?
C22 C1 . 1.503(2) ?
O1 C2 . 1.223(2) ?
C12 C11 . 1.389(3) ?
C12 C29 . 1.505(3) ?
C1 C15 . 1.540(2) ?
C1 H1 . 0.9800 ?
C16 C21 . 1.514(3) ?
C16 C17 . 1.517(3) ?
C16 H16 . 0.9800 ?
C3 C4 . 1.400(3) ?
C3 C8 . 1.401(3) ?
C3 C2 . 1.461(3) ?
C11 H11 . 0.9300 ?
C27 C26 . 1.384(3) ?
N2 O4 . 1.217(3) ?
N2 O3 . 1.221(3) ?
N2 C24 . 1.474(3) ?
C8 C7 . 1.404(3) ?
C23 C24 . 1.382(3) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.373(3) ?
C26 C25 . 1.379(3) ?
C26 H26 . 0.9300 ?
C25 H25 . 0.9300 ?
C4 C5 . 1.373(3) ?
C4 H4 . 0.9300 ?
C28 H28A . 0.9600 ?
C28 H28B . 0.9600 ?
C28 H28C . 0.9600 ?
C29 H29A . 0.9600 ?
C29 H29B . 0.9600 ?
C29 H29C . 0.9600 ?
C29 H29D . 0.9600 ?
C29 H29E . 0.9600 ?
C29 H29F . 0.9600 ?
C21 C20 . 1.519(3) ?
C21 H21A . 0.9700 ?
C21 H21B . 0.9700 ?
C7 C6 . 1.375(3) ?
C7 H7 . 0.9300 ?
C19 C18 . 1.508(3) ?
C19 C20 . 1.521(4) ?
C19 H19A . 0.9700 ?
C19 H19B . 0.9700 ?
C18 C17 . 1.524(3) ?
C18 H18A . 0.9700 ?
C18 H18B . 0.9700 ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C5 C6 . 1.378(4) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
C20 H20A . 0.9700 ?
C20 H20B . 0.9700 ?
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
N3 H3 O3 3_657 0.86 2.29 3.046(2) 147.0
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
C27 O2 C13 C12 . . . . 129.21(16) ?
C27 O2 C13 C14 . . . . -53.3(2) ?
C12 C13 C14 N1 . . . . 171.12(16) ?
O2 C13 C14 N1 . . . . -6.2(3) ?
C12 C13 C14 C9 . . . . -7.3(3) ?
O2 C13 C14 C9 . . . . 175.38(15) ?
C2 N1 C14 C13 . . . . -176.13(16) ?
C1 N1 C14 C13 . . . . -3.2(2) ?
C2 N1 C14 C9 . . . . 2.3(2) ?
C1 N1 C14 C9 . . . . 175.19(15) ?
C13 C14 C9 C10 . . . . 10.7(2) ?
N1 C14 C9 C10 . . . . -167.78(15) ?
C13 C14 C9 C8 . . . . -169.55(15) ?
N1 C14 C9 C8 . . . . 12.0(2) ?
C11 C10 C9 C14 . . . . -7.5(3) ?
C28 C10 C9 C14 . . . . 167.06(17) ?
C11 C10 C9 C8 . . . . 172.82(17) ?
C28 C10 C9 C8 . . . . -12.7(3) ?
O2 C13 C12 C11 . . . . 177.86(15) ?
C14 C13 C12 C11 . . . . 0.3(3) ?
O2 C13 C12 C29 . . . . 1.1(2) ?
C14 C13 C12 C29 . . . . -176.40(17) ?
C2 N1 C1 C22 . . . . -124.19(16) ?
C14 N1 C1 C22 . . . . 62.3(2) ?
C2 N1 C1 C15 . . . . 105.92(17) ?
C14 N1 C1 C15 . . . . -67.58(19) ?
C27 C22 C1 N1 . . . . -69.71(19) ?
C23 C22 C1 N1 . . . . 105.78(19) ?
C27 C22 C1 C15 . . . . 56.2(2) ?
C23 C22 C1 C15 . . . . -128.31(18) ?
C15 N3 C16 C21 . . . . 70.1(2) ?
C15 N3 C16 C17 . . . . -167.00(17) ?
C9 C10 C11 C12 . . . . 0.4(3) ?
C28 C10 C11 C12 . . . . -174.57(18) ?
C13 C12 C11 C10 . . . . 3.3(3) ?
C29 C12 C11 C10 . . . . 180.00(18) ?
C23 C22 C27 O2 . . . . 179.20(15) ?
C1 C22 C27 O2 . . . . -5.1(2) ?
C23 C22 C27 C26 . . . . 1.5(3) ?
C1 C22 C27 C26 . . . . 177.21(17) ?
C13 O2 C27 C22 . . . . 75.73(19) ?
C13 O2 C27 C26 . . . . -106.56(19) ?
C16 N3 C15 O5 . . . . 12.4(3) ?
C16 N3 C15 C1 . . . . -172.54(15) ?
N1 C1 C15 O5 . . . . -22.8(2) ?
C22 C1 C15 O5 . . . . -148.36(17) ?
N1 C1 C15 N3 . . . . 161.90(15) ?
C22 C1 C15 N3 . . . . 36.3(2) ?
C14 N1 C2 O1 . . . . 169.55(18) ?
C1 N1 C2 O1 . . . . -3.9(3) ?
C14 N1 C2 C3 . . . . -13.8(2) ?
C1 N1 C2 C3 . . . . 172.76(15) ?
C4 C3 C2 O1 . . . . 11.5(3) ?
C8 C3 C2 O1 . . . . -172.22(19) ?
C4 C3 C2 N1 . . . . -165.04(17) ?
C8 C3 C2 N1 . . . . 11.2(3) ?
C4 C3 C8 C7 . . . . 3.0(3) ?
C2 C3 C8 C7 . . . . -173.10(18) ?
C4 C3 C8 C9 . . . . 178.60(18) ?
C2 C3 C8 C9 . . . . 2.5(3) ?
C14 C9 C8 C3 . . . . -14.1(2) ?
C10 C9 C8 C3 . . . . 165.58(17) ?
C14 C9 C8 C7 . . . . 161.12(18) ?
C10 C9 C8 C7 . . . . -19.1(3) ?
C27 C22 C23 C24 . . . . -0.3(3) ?
C1 C22 C23 C24 . . . . -175.65(17) ?
C22 C23 C24 C25 . . . . -0.6(3) ?
C22 C23 C24 N2 . . . . 179.31(17) ?
O4 N2 C24 C25 . . . . 170.6(2) ?
O3 N2 C24 C25 . . . . -11.2(3) ?
O4 N2 C24 C23 . . . . -9.4(3) ?
O3 N2 C24 C23 . . . . 168.84(19) ?
C22 C27 C26 C25 . . . . -1.8(3) ?
O2 C27 C26 C25 . . . . -179.40(17) ?
C23 C24 C25 C26 . . . . 0.3(3) ?
N2 C24 C25 C26 . . . . -179.63(18) ?
C27 C26 C25 C24 . . . . 0.9(3) ?
C8 C3 C4 C5 . . . . -0.6(3) ?
C2 C3 C4 C5 . . . . 175.6(2) ?
N3 C16 C21 C20 . . . . -179.58(19) ?
C17 C16 C21 C20 . . . . 57.4(2) ?
C3 C8 C7 C6 . . . . -3.3(3) ?
C9 C8 C7 C6 . . . . -178.7(2) ?
C20 C19 C18 C17 . . . . -56.0(3) ?
N3 C16 C17 C18 . . . . -179.81(18) ?
C21 C16 C17 C18 . . . . -56.6(2) ?
C19 C18 C17 C16 . . . . 56.3(3) ?
C3 C4 C5 C6 . . . . -1.5(4) ?
C8 C7 C6 C5 . . . . 1.4(4) ?
C4 C5 C6 C7 . . . . 1.1(4) ?
C18 C19 C20 C21 . . . . 57.0(3) ?
C16 C21 C20 C19 . . . . -57.9(3) ?
