#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/25/2222594.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_2222594
loop_
_publ_author_name
'Nirmala, S.'
'Kamala, E. Theboral Sugi'
'Sudha, L.'
'Kathiravan, S.'
'Raghunathan, R.'
_publ_section_title
;Methyl
 4-(4-methoxyphenyl)-1,2,3,3a,4,4a,5,12c-octahydrobenzo[f]chromeno[3,4-b]pyrrolizine-4a-carboxylate
;
_journal_coeditor_code           BT5001
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1938
_journal_paper_doi               10.1107/S1600536809027639
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C27 H27 N O4'
_chemical_formula_moiety         'C27 H27 N O4'
_chemical_formula_sum            'C27 H27 N O4'
_chemical_formula_weight         429.50
_chemical_name_systematic
;
Methyl 4-(4-methoxyphenyl)-1,2,3,3a,4,4a,5,12c-
octahydrobenzo[f]chromeno[3,4-b]pyrrolizine-4a-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                104.127(2)
_cell_angle_beta                 91.824(3)
_cell_angle_gamma                101.555(2)
_cell_formula_units_Z            2
_cell_length_a                   8.7484(4)
_cell_length_b                   11.4284(5)
_cell_length_c                   11.4444(6)
_cell_measurement_reflns_used    6981
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.96
_cell_measurement_theta_min      2.27
_cell_volume                     1083.19(9)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  '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 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker Kappa 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  0.0286
_diffrn_reflns_av_sigmaI/netI    0.0248
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            22194
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.15
_diffrn_reflns_theta_min         2.27
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.9826
_exptl_absorpt_correction_T_min  0.9741
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Blessing, 1995)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.160
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4310
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0463
_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)+(0.0551P)²+0.3082P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1150
_refine_ls_wR_factor_ref         0.1309
_reflns_number_gt                2976
_reflns_number_total             4310
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt5001.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               2222594
_cod_database_fobs_code          2222594
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 0.3428(2) 0.57705(16) 0.31111(15) 0.0445(4) Uani d . 1 . .
H H1 0.2866 0.5752 0.3836 0.053 Uiso calc R 1 . .
C C2 0.26413(19) 0.64642(15) 0.23992(15) 0.0431(4) Uani d . 1 . .
C C3 0.2290(2) 0.76283(16) 0.29772(16) 0.0464(4) Uani d . 1 . .
C C4 0.2730(2) 0.82056(17) 0.42105(17) 0.0548(5) Uani d . 1 . .
H H4 0.3284 0.7834 0.4669 0.066 Uiso calc R 1 . .
C C5 0.2352(3) 0.93069(19) 0.4741(2) 0.0657(6) Uani d . 1 . .
H H5 0.2634 0.9668 0.5559 0.079 Uiso calc R 1 . .
C C6 0.1550(3) 0.9895(2) 0.4072(2) 0.0716(6) Uani d . 1 . .
H H6 0.1308 1.0648 0.4441 0.086 Uiso calc R 1 . .
C C7 0.1123(2) 0.93691(19) 0.2880(2) 0.0661(6) Uani d . 1 . .
H H7 0.0594 0.9770 0.2437 0.079 Uiso calc R 1 . .
C C8 0.1466(2) 0.82244(17) 0.23017(18) 0.0521(5) Uani d . 1 . .
C C9 0.0967(2) 0.76322(19) 0.10731(19) 0.0582(5) Uani d . 1 . .
H H9 0.0404 0.8008 0.0627 0.070 Uiso calc R 1 . .
C C10 0.1295(2) 0.65353(18) 0.05396(17) 0.0538(5) Uani d . 1 . .
H H10 0.0945 0.6155 -0.0266 0.065 Uiso calc R 1 . .
C C11 0.2164(2) 0.59630(16) 0.11972(16) 0.0462(4) Uani d . 1 . .
C C12 0.3576(2) 0.43780(17) 0.10894(15) 0.0479(4) Uani d . 1 . .
H H12A 0.4615 0.4851 0.1043 0.057 Uiso calc R 1 . .
H H12B 0.3522 0.3530 0.0643 0.057 Uiso calc R 1 . .
C C13 0.3321(2) 0.44172(15) 0.23988(14) 0.0425(4) Uani d . 1 . .
C C14 0.4659(2) 0.40757(17) 0.30803(15) 0.0477(4) Uani d . 1 . .
H H14 0.4235 0.3968 0.3839 0.057 Uiso calc R 1 . .
C C15 0.5928(2) 0.52759(18) 0.34653(17) 0.0546(5) Uani d . 1 . .
H H15 0.6344 0.5349 0.4291 0.066 Uiso calc R 1 . .
C C16 0.7312(2) 0.5558(2) 0.2738(2) 0.0688(6) Uani d . 1 . .
H H16A 0.8211 0.5289 0.3014 0.083 Uiso calc R 1 . .
H H16B 0.7050 0.5168 0.1882 0.083 Uiso calc R 1 . .
C C17 0.7619(3) 0.6949(2) 0.2989(3) 0.0855(8) Uani d . 1 . .
H H17A 0.8176 0.7342 0.3778 0.103 Uiso calc R 1 . .
H H17B 0.8215 0.7239 0.2376 0.103 Uiso calc R 1 . .
C C18 0.5994(3) 0.7186(2) 0.2943(3) 0.0773(7) Uani d . 1 . .
H H18A 0.5985 0.8025 0.3386 0.093 Uiso calc R 1 . .
H H18B 0.5579 0.7056 0.2114 0.093 Uiso calc R 1 . .
C C19 0.5143(2) 0.28744(16) 0.25383(15) 0.0454(4) Uani d . 1 . .
C C20 0.5936(2) 0.26369(18) 0.15102(17) 0.0542(5) Uani d . 1 . .
H H20 0.6166 0.3239 0.1085 0.065 Uiso calc R 1 . .
C C21 0.6397(2) 0.15321(18) 0.10964(18) 0.0570(5) Uani d . 1 . .
H H21 0.6940 0.1404 0.0407 0.068 Uiso calc R 1 . .
C C22 0.6059(2) 0.06275(17) 0.16960(19) 0.0562(5) Uani d . 1 . .
C C23 0.5197(3) 0.0811(2) 0.2683(2) 0.0646(6) Uani d . 1 . .
H H23 0.4905 0.0184 0.3071 0.077 Uiso calc R 1 . .
C C24 0.4769(2) 0.19191(19) 0.30954(18) 0.0570(5) Uani d . 1 . .
H H24 0.4206 0.2034 0.3775 0.068 Uiso calc R 1 . .
C C25 0.7526(3) -0.0636(2) 0.0442(2) 0.0881(8) Uani d . 1 . .
H H25A 0.7767 -0.1440 0.0309 0.132 Uiso calc R 1 . .
H H25B 0.8476 -0.0015 0.0663 0.132 Uiso calc R 1 . .
H H25C 0.7019 -0.0565 -0.0286 0.132 Uiso calc R 1 . .
C C26 0.1780(2) 0.35504(17) 0.24530(17) 0.0488(4) Uani d . 1 . .
C C27 -0.0206(3) 0.3004(3) 0.3694(3) 0.0902(8) Uani d . 1 . .
H H27A -0.0501 0.3283 0.4498 0.135 Uiso calc R 1 . .
H H27B -0.0039 0.2179 0.3572 0.135 Uiso calc R 1 . .
H H27C -0.1026 0.3010 0.3119 0.135 Uiso calc R 1 . .
N N1 0.50894(18) 0.62899(14) 0.35141(14) 0.0554(4) Uani d . 1 . .
O O1 0.24421(15) 0.48642(12) 0.05440(10) 0.0547(3) Uani d . 1 . .
O O2 0.12217(17) 0.38163(14) 0.35295(13) 0.0697(4) Uani d . 1 . .
O O3 0.11479(19) 0.27038(15) 0.16475(14) 0.0831(5) Uani d . 1 . .
O O4 0.6519(2) -0.04732(14) 0.13839(16) 0.0803(5) 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 C2 . . 116.27(15) ?
N1 C1 C13 . . 106.30(14) ?
C2 C1 C13 . . 111.88(14) ?
N1 C1 H1 . . 107.3 ?
C2 C1 H1 . . 107.3 ?
C13 C1 H1 . . 107.3 ?
C11 C2 C3 . . 118.40(16) ?
C11 C2 C1 . . 120.71(15) ?
C3 C2 C1 . . 120.79(15) ?
C4 C3 C8 . . 118.32(17) ?
C4 C3 C2 . . 122.10(17) ?
C8 C3 C2 . . 119.58(17) ?
C5 C4 C3 . . 120.65(19) ?
C5 C4 H4 . . 119.7 ?
C3 C4 H4 . . 119.7 ?
C4 C5 C6 . . 120.9(2) ?
C4 C5 H5 . . 119.6 ?
C6 C5 H5 . . 119.6 ?
C7 C6 C5 . . 119.9(2) ?
C7 C6 H6 . . 120.1 ?
C5 C6 H6 . . 120.1 ?
C6 C7 C8 . . 121.1(2) ?
C6 C7 H7 . . 119.4 ?
C8 C7 H7 . . 119.4 ?
C7 C8 C3 . . 119.12(19) ?
C7 C8 C9 . . 122.01(19) ?
C3 C8 C9 . . 118.83(17) ?
C10 C9 C8 . . 121.16(18) ?
C10 C9 H9 . . 119.4 ?
C8 C9 H9 . . 119.4 ?
C9 C10 C11 . . 120.08(18) ?
C9 C10 H10 . . 120.0 ?
C11 C10 H10 . . 120.0 ?
O1 C11 C2 . . 123.82(16) ?
O1 C11 C10 . . 114.28(15) ?
C2 C11 C10 . . 121.87(17) ?
O1 C12 C13 . . 112.03(14) ?
O1 C12 H12A . . 109.2 ?
C13 C12 H12A . . 109.2 ?
O1 C12 H12B . . 109.2 ?
C13 C12 H12B . . 109.2 ?
H12A C12 H12B . . 107.9 ?
C12 C13 C26 . . 108.88(15) ?
C12 C13 C1 . . 109.10(14) ?
C26 C13 C1 . . 114.22(14) ?
C12 C13 C14 . . 113.80(14) ?
C26 C13 C14 . . 109.63(14) ?
C1 C13 C14 . . 101.16(13) ?
C19 C14 C15 . . 118.94(15) ?
C19 C14 C13 . . 118.49(14) ?
C15 C14 C13 . . 104.79(14) ?
C19 C14 H14 . . 104.3 ?
C15 C14 H14 . . 104.3 ?
C13 C14 H14 . . 104.3 ?
N1 C15 C16 . . 105.10(16) ?
N1 C15 C14 . . 105.46(14) ?
C16 C15 C14 . . 122.97(16) ?
N1 C15 H15 . . 107.5 ?
C16 C15 H15 . . 107.5 ?
C14 C15 H15 . . 107.5 ?
C17 C16 C15 . . 102.37(17) ?
C17 C16 H16A . . 111.3 ?
C15 C16 H16A . . 111.3 ?
C17 C16 H16B . . 111.3 ?
C15 C16 H16B . . 111.3 ?
H16A C16 H16B . . 109.2 ?
C18 C17 C16 . . 102.44(18) ?
C18 C17 H17A . . 111.3 ?
C16 C17 H17A . . 111.3 ?
C18 C17 H17B . . 111.3 ?
C16 C17 H17B . . 111.3 ?
H17A C17 H17B . . 109.2 ?
N1 C18 C17 . . 104.1(2) ?
N1 C18 H18A . . 110.9 ?
C17 C18 H18A . . 110.9 ?
N1 C18 H18B . . 110.9 ?
C17 C18 H18B . . 110.9 ?
H18A C18 H18B . . 109.0 ?
C20 C19 C24 . . 116.18(17) ?
C20 C19 C14 . . 125.22(16) ?
C24 C19 C14 . . 118.60(15) ?
C21 C20 C19 . . 121.92(18) ?
C21 C20 H20 . . 119.0 ?
C19 C20 H20 . . 119.0 ?
C22 C21 C20 . . 120.22(18) ?
C22 C21 H21 . . 119.9 ?
C20 C21 H21 . . 119.9 ?
C21 C22 O4 . . 124.41(19) ?
C21 C22 C23 . . 119.14(18) ?
O4 C22 C23 . . 116.45(19) ?
C24 C23 C22 . . 119.95(19) ?
C24 C23 H23 . . 120.0 ?
C22 C23 H23 . . 120.0 ?
C23 C24 C19 . . 122.43(18) ?
C23 C24 H24 . . 118.8 ?
C19 C24 H24 . . 118.8 ?
O4 C25 H25A . . 109.5 ?
O4 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
O4 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
O3 C26 O2 . . 122.82(18) ?
O3 C26 C13 . . 124.82(17) ?
O2 C26 C13 . . 112.33(16) ?
O2 C27 H27A . . 109.5 ?
O2 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
O2 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C18 N1 C1 . . 119.67(16) ?
C18 N1 C15 . . 108.60(15) ?
C1 N1 C15 . . 109.70(14) ?
C11 O1 C12 . . 116.10(13) ?
C26 O2 C27 . . 116.63(18) ?
C22 O4 C25 . . 117.36(18) ?
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 . 1.468(2) ?
C1 C2 . 1.505(2) ?
C1 C13 . 1.545(2) ?
C1 H1 . 0.9800 ?
C2 C11 . 1.370(2) ?
C2 C3 . 1.432(2) ?
C3 C4 . 1.409(3) ?
C3 C8 . 1.414(3) ?
C4 C5 . 1.367(3) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.391(3) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.355(3) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.410(3) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.415(3) ?
C9 C10 . 1.344(3) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.405(3) ?
C10 H10 . 0.9300 ?
C11 O1 . 1.368(2) ?
C12 O1 . 1.426(2) ?
C12 C13 . 1.513(2) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 C26 . 1.518(3) ?
C13 C14 . 1.550(2) ?
C14 C19 . 1.511(2) ?
C14 C15 . 1.540(3) ?
C14 H14 . 0.9800 ?
C15 N1 . 1.482(2) ?
C15 C16 . 1.517(3) ?
C15 H15 . 0.9800 ?
C16 C17 . 1.511(3) ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C17 C18 . 1.501(3) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C18 N1 . 1.462(3) ?
C18 H18A . 0.9700 ?
C18 H18B . 0.9700 ?
C19 C20 . 1.383(2) ?
C19 C24 . 1.384(3) ?
C20 C21 . 1.380(2) ?
C20 H20 . 0.9300 ?
C21 C22 . 1.365(3) ?
C21 H21 . 0.9300 ?
C22 O4 . 1.366(2) ?
C22 C23 . 1.375(3) ?
C23 C24 . 1.369(3) ?
C23 H23 . 0.9300 ?
C24 H24 . 0.9300 ?
C25 O4 . 1.415(3) ?
C25 H25A . 0.9600 ?
C25 H25B . 0.9600 ?
C25 H25C . 0.9600 ?
C26 O3 . 1.187(2) ?
C26 O2 . 1.328(2) ?
C27 O2 . 1.447(3) ?
C27 H27A . 0.9600 ?
C27 H27B . 0.9600 ?
C27 H27C . 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
C1 H1 O2 . 0.98 2.32 2.792(2) 108
C23 H23 Cg1 1_545 0.93 2.92 3.633(3) 135
C25 H25C Cg2 2_655 0.96 2.90 3.715(3) 143
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 C11 . . . . 111.83(18) ?
C13 C1 C2 C11 . . . . -10.5(2) ?
N1 C1 C2 C3 . . . . -72.0(2) ?
C13 C1 C2 C3 . . . . 165.67(14) ?
C11 C2 C3 C4 . . . . 179.67(17) ?
C1 C2 C3 C4 . . . . 3.4(3) ?
C11 C2 C3 C8 . . . . 0.1(2) ?
C1 C2 C3 C8 . . . . -176.21(16) ?
C8 C3 C4 C5 . . . . 0.8(3) ?
C2 C3 C4 C5 . . . . -178.80(17) ?
C3 C4 C5 C6 . . . . -1.2(3) ?
C4 C5 C6 C7 . . . . 0.6(3) ?
C5 C6 C7 C8 . . . . 0.5(3) ?
C6 C7 C8 C3 . . . . -0.9(3) ?
C6 C7 C8 C9 . . . . 177.03(19) ?
C4 C3 C8 C7 . . . . 0.2(3) ?
C2 C3 C8 C7 . . . . 179.84(16) ?
C4 C3 C8 C9 . . . . -177.72(17) ?
C2 C3 C8 C9 . . . . 1.9(2) ?
C7 C8 C9 C10 . . . . -179.41(18) ?
C3 C8 C9 C10 . . . . -1.5(3) ?
C8 C9 C10 C11 . . . . -0.9(3) ?
C3 C2 C11 O1 . . . . 179.38(15) ?
C1 C2 C11 O1 . . . . -4.3(3) ?
C3 C2 C11 C10 . . . . -2.5(3) ?
C1 C2 C11 C10 . . . . 173.79(16) ?
C9 C10 C11 O1 . . . . -178.78(16) ?
C9 C10 C11 C2 . . . . 3.0(3) ?
O1 C12 C13 C26 . . . . 65.72(19) ?
O1 C12 C13 C1 . . . . -59.54(19) ?
O1 C12 C13 C14 . . . . -171.67(14) ?
N1 C1 C13 C12 . . . . -87.59(17) ?
C2 C1 C13 C12 . . . . 40.32(19) ?
N1 C1 C13 C26 . . . . 150.32(15) ?
C2 C1 C13 C26 . . . . -81.77(18) ?
N1 C1 C13 C14 . . . . 32.66(17) ?
C2 C1 C13 C14 . . . . 160.56(14) ?
C12 C13 C14 C19 . . . . -53.0(2) ?
C26 C13 C14 C19 . . . . 69.19(19) ?
C1 C13 C14 C19 . . . . -169.85(14) ?
C12 C13 C14 C15 . . . . 82.45(17) ?
C26 C13 C14 C15 . . . . -155.35(14) ?
C1 C13 C14 C15 . . . . -34.40(16) ?
C19 C14 C15 N1 . . . . 159.48(15) ?
C13 C14 C15 N1 . . . . 24.27(17) ?
C19 C14 C15 C16 . . . . 39.4(3) ?
C13 C14 C15 C16 . . . . -95.8(2) ?
N1 C15 C16 C17 . . . . 28.2(2) ?
C14 C15 C16 C17 . . . . 148.5(2) ?
C15 C16 C17 C18 . . . . -40.8(2) ?
C16 C17 C18 N1 . . . . 38.3(3) ?
C15 C14 C19 C20 . . . . -58.3(2) ?
C13 C14 C19 C20 . . . . 70.9(2) ?
C15 C14 C19 C24 . . . . 121.98(19) ?
C13 C14 C19 C24 . . . . -108.8(2) ?
C24 C19 C20 C21 . . . . -3.1(3) ?
C14 C19 C20 C21 . . . . 177.25(18) ?
C19 C20 C21 C22 . . . . 0.7(3) ?
C20 C21 C22 O4 . . . . -177.28(18) ?
C20 C21 C22 C23 . . . . 2.8(3) ?
C21 C22 C23 C24 . . . . -3.8(3) ?
O4 C22 C23 C24 . . . . 176.24(19) ?
C22 C23 C24 C19 . . . . 1.4(3) ?
C20 C19 C24 C23 . . . . 2.0(3) ?
C14 C19 C24 C23 . . . . -178.29(18) ?
C12 C13 C26 O3 . . . . 22.6(3) ?
C1 C13 C26 O3 . . . . 144.8(2) ?
C14 C13 C26 O3 . . . . -102.5(2) ?
C12 C13 C26 O2 . . . . -159.46(15) ?
C1 C13 C26 O2 . . . . -37.2(2) ?
C14 C13 C26 O2 . . . . 75.45(18) ?
C17 C18 N1 C1 . . . . -147.84(18) ?
C17 C18 N1 C15 . . . . -20.9(2) ?
C2 C1 N1 C18 . . . . -17.6(2) ?
C13 C1 N1 C18 . . . . 107.66(18) ?
C2 C1 N1 C15 . . . . -144.03(15) ?
C13 C1 N1 C15 . . . . -18.77(18) ?
C16 C15 N1 C18 . . . . -4.7(2) ?
C14 C15 N1 C18 . . . . -136.01(17) ?
C16 C15 N1 C1 . . . . 127.72(16) ?
C14 C15 N1 C1 . . . . -3.54(19) ?
C2 C11 O1 C12 . . . . -14.2(2) ?
C10 C11 O1 C12 . . . . 167.62(15) ?
C13 C12 O1 C11 . . . . 46.8(2) ?
O3 C26 O2 C27 . . . . 1.0(3) ?
C13 C26 O2 C27 . . . . -176.96(17) ?
C21 C22 O4 C25 . . . . 5.7(3) ?
C23 C22 O4 C25 . . . . -174.4(2) ?
