#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/05/2230521.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_2230521
loop_
_publ_author_name
'Vinduvahini, M.'
'Saha, Binoy Krishna'
Mahalakhmi
'Revanasiddappa, H. D.'
'Devarajegowda, H. C.'
_publ_section_title
;
 N-{3-[2-(4-Fluorophenoxy)ethyl]-2,4-dioxo-1,3-diazaspiro[4.5]decan-7-yl}-4-methylbenzamide
;
_journal_coeditor_code           WN2425
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1440
_journal_page_last               o1441
_journal_paper_doi               10.1107/S1600536811017946
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C24 H26 F N3 O4'
_chemical_formula_moiety         'C24 H26 F N3 O4'
_chemical_formula_sum            'C24 H26 F N3 O4'
_chemical_formula_weight         439.48
_chemical_melting_point          419
_chemical_name_systematic
;
N-{3-[2-(4-Fluorophenoxy)ethyl]-2,4-dioxo-1,3-diazaspiro[4.5]decan-
7-yl}-4-methylbenzamide
;
_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                99.239(15)
_cell_angle_beta                 106.550(14)
_cell_angle_gamma                107.417(18)
_cell_formula_units_Z            2
_cell_length_a                   9.1436(17)
_cell_length_b                   10.103(2)
_cell_length_c                   13.939(2)
_cell_measurement_reflns_used    3967
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.65
_cell_volume                     1134.4(4)
_computing_cell_refinement
'CrysAlis PRO CCD (Oxford Diffraction, 2010)'
_computing_data_collection
'CrysAlis PRO CCD (Oxford Diffraction, 2010)'
_computing_data_reduction
'CrysAlis PRO RED (Oxford Diffraction, 2010)'
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, 1997) and CAMERON (Watkin et
al.,
1993)
;
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur'
_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  0.0449
_diffrn_reflns_av_sigmaI/netI    0.0669
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7145
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.65
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7700
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'(CrysAlis PRO RED; Oxford Diffraction, 2010)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.189
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.897
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3967
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.897
_refine_ls_R_factor_all          0.1021
_refine_ls_R_factor_gt           0.0515
_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)+(0.0758P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1207
_refine_ls_wR_factor_ref         0.1347
_reflns_number_gt                2163
_reflns_number_total             3967
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            wn2425.cif
_cod_data_source_block           I
_cod_original_cell_volume        1134.5(4)
_cod_database_code               2230521
_cod_database_fobs_code          2230521
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_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
F F1 -0.5189(2) 1.1248(2) -0.66068(14) 0.1221(8) Uani d . 1 1 . .
O O2 -0.0604(2) 1.1356(2) -0.30513(13) 0.0641(5) Uani d . 1 1 . .
O O3 -0.1769(2) 0.91403(17) -0.11175(13) 0.0591(5) Uani d . 1 1 . .
O O4 0.32910(19) 1.06151(17) -0.14001(13) 0.0621(5) Uani d . 1 1 . .
O O5 0.18882(18) 0.46876(16) 0.09178(12) 0.0594(5) Uani d . 1 1 . .
N N6 0.0690(2) 1.01919(18) -0.13490(14) 0.0458(5) Uani d . 1 1 . .
N N7 -0.0049(2) 0.79320(18) -0.12864(13) 0.0459(5) Uani d . 1 1 . .
H H7 -0.0661 0.7084 -0.1313 0.055 Uiso calc R 1 1 . .
N N8 0.3607(2) 0.67071(18) 0.07755(14) 0.0447(5) Uani d . 1 1 . .
H H8 0.4547 0.7397 0.1050 0.054 Uiso calc R 1 1 . .
C C9 -0.4037(4) 1.1332(3) -0.5707(3) 0.0780(10) Uani d . 1 1 . .
C C10 -0.4070(4) 1.1951(3) -0.4784(3) 0.0768(9) Uani d . 1 1 . .
H H10 -0.4858 1.2350 -0.4762 0.092 Uiso calc R 1 1 . .
C C11 -0.2930(3) 1.1989(3) -0.3869(2) 0.0626(7) Uani d . 1 1 . .
H H11 -0.2940 1.2426 -0.3231 0.075 Uiso calc R 1 1 . .
C C12 -0.1786(3) 1.1383(3) -0.39054(19) 0.0532(7) Uani d . 1 1 . .
C C13 -0.1785(3) 1.0763(3) -0.4859(2) 0.0733(8) Uani d . 1 1 . .
H H13 -0.1014 1.0347 -0.4891 0.088 Uiso calc R 1 1 . .
C C14 -0.2902(4) 1.0748(4) -0.5763(2) 0.0835(10) Uani d . 1 1 . .
H H14 -0.2879 1.0343 -0.6404 0.100 Uiso calc R 1 1 . .
C C15 -0.0734(3) 1.1746(3) -0.20599(18) 0.0560(7) Uani d . 1 1 . .
H H15A -0.1757 1.1104 -0.2052 0.067 Uiso calc R 1 1 . .
H H15B -0.0723 1.2721 -0.1916 0.067 Uiso calc R 1 1 . .
C C16 0.0680(3) 1.1645(2) -0.12513(19) 0.0585(7) Uani d . 1 1 . .
H H16A 0.1691 1.2258 -0.1293 0.070 Uiso calc R 1 1 . .
H H16B 0.0656 1.2010 -0.0571 0.070 Uiso calc R 1 1 . .
C C17 -0.0530(3) 0.9055(2) -0.12341(17) 0.0447(6) Uani d . 1 1 . .
C C18 0.2006(3) 0.9841(2) -0.13550(16) 0.0458(6) Uani d . 1 1 . .
C C19 0.1618(2) 0.8280(2) -0.12944(16) 0.0393(5) Uani d . 1 1 . .
C C20 0.2797(3) 0.8245(2) -0.02788(16) 0.0402(6) Uani d . 1 1 . .
H H20A 0.3916 0.8675 -0.0249 0.048 Uiso calc R 1 1 . .
H H20B 0.2671 0.8808 0.0304 0.048 Uiso calc R 1 1 . .
C C21 0.2468(3) 0.6706(2) -0.01947(16) 0.0411(6) Uani d . 1 1 . .
H H21 0.1354 0.6307 -0.0189 0.049 Uiso calc R 1 1 . .
C C22 0.2571(3) 0.5788(3) -0.11345(19) 0.0598(7) Uani d . 1 1 . .
H H22A 0.3678 0.6149 -0.1138 0.072 Uiso calc R 1 1 . .
H H22B 0.2324 0.4805 -0.1083 0.072 Uiso calc R 1 1 . .
C C23 0.1382(3) 0.5806(3) -0.21441(19) 0.0645(8) Uani d . 1 1 . .
H H23A 0.0267 0.5373 -0.2168 0.077 Uiso calc R 1 1 . .
H H23B 0.1504 0.5240 -0.2727 0.077 Uiso calc R 1 1 . .
C C24 0.1700(3) 0.7340(3) -0.22326(18) 0.0571(7) Uani d . 1 1 . .
H H24A 0.0890 0.7334 -0.2860 0.069 Uiso calc R 1 1 . .
H H24B 0.2773 0.7738 -0.2282 0.069 Uiso calc R 1 1 . .
C C25 0.3252(3) 0.5671(2) 0.12644(17) 0.0408(6) Uani d . 1 1 . .
C C26 0.4538(2) 0.5767(2) 0.22404(17) 0.0391(5) Uani d . 1 1 . .
C C27 0.6002(3) 0.6884(3) 0.27164(19) 0.0662(8) Uani d . 1 1 . .
H H27 0.6238 0.7647 0.2420 0.079 Uiso calc R 1 1 . .
C C28 0.7148(3) 0.6921(3) 0.3625(2) 0.0723(9) Uani d . 1 1 . .
H H28 0.8133 0.7705 0.3921 0.087 Uiso calc R 1 1 . .
C C29 0.6874(3) 0.5846(3) 0.40928(19) 0.0638(8) Uani d . 1 1 . .
C C30 0.5429(4) 0.4727(4) 0.3620(3) 0.1180(16) Uani d . 1 1 . .
H H30 0.5198 0.3969 0.3922 0.142 Uiso calc R 1 1 . .
C C31 0.4285(3) 0.4671(3) 0.2704(3) 0.1025(13) Uani d . 1 1 . .
H H31 0.3321 0.3868 0.2397 0.123 Uiso calc R 1 1 . .
C C32 0.8132(4) 0.5897(4) 0.5090(2) 0.1124(14) Uani d . 1 1 . .
H H32A 0.7719 0.5052 0.5309 0.169 Uiso calc R 1 1 . .
H H32B 0.8347 0.6739 0.5619 0.169 Uiso calc R 1 1 . .
H H32C 0.9127 0.5933 0.4975 0.169 Uiso calc R 1 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'
F F 0.0171 0.0103 '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
C12 O2 C15 . . 118.2(2) ?
C18 N6 C17 . . 111.22(18) ?
C18 N6 C16 . . 123.88(18) ?
C17 N6 C16 . . 123.7(2) ?
C17 N7 C19 . . 113.54(17) ?
C17 N7 H7 . . 123.2 ?
C19 N7 H7 . . 123.2 ?
C25 N8 C21 . . 122.74(17) ?
C25 N8 H8 . . 118.6 ?
C21 N8 H8 . . 118.6 ?
C10 C9 C14 . . 121.4(3) ?
C10 C9 F1 . . 120.1(4) ?
C14 C9 F1 . . 118.5(4) ?
C9 C10 C11 . . 119.9(3) ?
C9 C10 H10 . . 120.0 ?
C11 C10 H10 . . 120.0 ?
C12 C11 C10 . . 119.8(3) ?
C12 C11 H11 . . 120.1 ?
C10 C11 H11 . . 120.1 ?
C11 C12 O2 . . 124.8(2) ?
C11 C12 C13 . . 118.9(3) ?
O2 C12 C13 . . 116.3(3) ?
C14 C13 C12 . . 121.1(3) ?
C14 C13 H13 . . 119.5 ?
C12 C13 H13 . . 119.5 ?
C9 C14 C13 . . 118.9(3) ?
C9 C14 H14 . . 120.5 ?
C13 C14 H14 . . 120.5 ?
O2 C15 C16 . . 108.8(2) ?
O2 C15 H15A . . 109.9 ?
C16 C15 H15A . . 109.9 ?
O2 C15 H15B . . 109.9 ?
C16 C15 H15B . . 109.9 ?
H15A C15 H15B . . 108.3 ?
N6 C16 C15 . . 114.0(2) ?
N6 C16 H16A . . 108.7 ?
C15 C16 H16A . . 108.7 ?
N6 C16 H16B . . 108.7 ?
C15 C16 H16B . . 108.7 ?
H16A C16 H16B . . 107.6 ?
O3 C17 N7 . . 128.92(19) ?
O3 C17 N6 . . 124.1(2) ?
N7 C17 N6 . . 106.9(2) ?
O4 C18 N6 . . 127.1(2) ?
O4 C18 C19 . . 125.1(2) ?
N6 C18 C19 . . 107.82(17) ?
N7 C19 C24 . . 112.72(18) ?
N7 C19 C20 . . 111.68(16) ?
C24 C19 C20 . . 111.41(19) ?
N7 C19 C18 . . 99.91(19) ?
C24 C19 C18 . . 111.22(16) ?
C20 C19 C18 . . 109.34(17) ?
C21 C20 C19 . . 111.03(17) ?
C21 C20 H20A . . 109.4 ?
C19 C20 H20A . . 109.4 ?
C21 C20 H20B . . 109.4 ?
C19 C20 H20B . . 109.4 ?
H20A C20 H20B . . 108.0 ?
N8 C21 C22 . . 112.08(19) ?
N8 C21 C20 . . 109.75(17) ?
C22 C21 C20 . . 110.07(16) ?
N8 C21 H21 . . 108.3 ?
C22 C21 H21 . . 108.3 ?
C20 C21 H21 . . 108.3 ?
C23 C22 C21 . . 111.5(2) ?
C23 C22 H22A . . 109.3 ?
C21 C22 H22A . . 109.3 ?
C23 C22 H22B . . 109.3 ?
C21 C22 H22B . . 109.3 ?
H22A C22 H22B . . 108.0 ?
C22 C23 C24 . . 110.7(2) ?
C22 C23 H23A . . 109.5 ?
C24 C23 H23A . . 109.5 ?
C22 C23 H23B . . 109.5 ?
C24 C23 H23B . . 109.5 ?
H23A C23 H23B . . 108.1 ?
C23 C24 C19 . . 110.85(17) ?
C23 C24 H24A . . 109.5 ?
C19 C24 H24A . . 109.5 ?
C23 C24 H24B . . 109.5 ?
C19 C24 H24B . . 109.5 ?
H24A C24 H24B . . 108.1 ?
O5 C25 N8 . . 120.7(2) ?
O5 C25 C26 . . 121.51(17) ?
N8 C25 C26 . . 117.78(18) ?
C27 C26 C31 . . 115.8(2) ?
C27 C26 C25 . . 124.64(18) ?
C31 C26 C25 . . 119.5(2) ?
C26 C27 C28 . . 122.2(2) ?
C26 C27 H27 . . 118.9 ?
C28 C27 H27 . . 118.9 ?
C29 C28 C27 . . 121.6(2) ?
C29 C28 H28 . . 119.2 ?
C27 C28 H28 . . 119.2 ?
C28 C29 C30 . . 116.6(2) ?
C28 C29 C32 . . 121.3(2) ?
C30 C29 C32 . . 122.1(2) ?
C29 C30 C31 . . 122.2(2) ?
C29 C30 H30 . . 118.9 ?
C31 C30 H30 . . 118.9 ?
C26 C31 C30 . . 121.5(2) ?
C26 C31 H31 . . 119.2 ?
C30 C31 H31 . . 119.2 ?
C29 C32 H32A . . 109.5 ?
C29 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C29 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
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
F1 C9 . 1.360(3) ?
O2 C12 . 1.372(3) ?
O2 C15 . 1.423(3) ?
O3 C17 . 1.216(3) ?
O4 C18 . 1.226(2) ?
O5 C25 . 1.239(2) ?
N6 C18 . 1.355(3) ?
N6 C17 . 1.408(3) ?
N6 C16 . 1.455(3) ?
N7 C17 . 1.332(3) ?
N7 C19 . 1.462(3) ?
N7 H7 . 0.8600 ?
N8 C25 . 1.348(2) ?
N8 C21 . 1.453(3) ?
N8 H8 . 0.8600 ?
C9 C10 . 1.350(4) ?
C9 C14 . 1.353(4) ?
C10 C11 . 1.385(4) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.369(3) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.377(4) ?
C13 C14 . 1.372(4) ?
C13 H13 . 0.9300 ?
C14 H14 . 0.9300 ?
C15 C16 . 1.496(3) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C18 C19 . 1.531(3) ?
C19 C24 . 1.522(3) ?
C19 C20 . 1.529(3) ?
C20 C21 . 1.523(3) ?
C20 H20A . 0.9700 ?
C20 H20B . 0.9700 ?
C21 C22 . 1.522(3) ?
C21 H21 . 0.9800 ?
C22 C23 . 1.520(3) ?
C22 H22A . 0.9700 ?
C22 H22B . 0.9700 ?
C23 C24 . 1.521(3) ?
C23 H23A . 0.9700 ?
C23 H23B . 0.9700 ?
C24 H24A . 0.9700 ?
C24 H24B . 0.9700 ?
C25 C26 . 1.490(3) ?
C26 C27 . 1.362(3) ?
C26 C31 . 1.364(3) ?
C27 C28 . 1.381(3) ?
C27 H27 . 0.9300 ?
C28 C29 . 1.351(3) ?
C28 H28 . 0.9300 ?
C29 C30 . 1.352(4) ?
C29 C32 . 1.513(4) ?
C30 C31 . 1.381(4) ?
C30 H30 . 0.9300 ?
C31 H31 . 0.9300 ?
C32 H32A . 0.9600 ?
C32 H32B . 0.9600 ?
C32 H32C . 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
_geom_hbond_publ_flag
N7 H7 O5 2_565 0.86 2.06 2.892(3) 163 yes
N8 H8 O4 2_675 0.86 2.22 3.060(3) 165 yes
C27 H27 O4 2_675 0.93 2.45 3.370(3) 172 yes
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
C14 C9 C10 C11 . . . . -0.4(4) ?
F1 C9 C10 C11 . . . . 177.8(2) ?
C9 C10 C11 C12 . . . . -0.8(4) ?
C10 C11 C12 O2 . . . . -179.9(2) ?
C10 C11 C12 C13 . . . . 0.9(4) ?
C15 O2 C12 C11 . . . . 11.8(3) ?
C15 O2 C12 C13 . . . . -168.9(2) ?
C11 C12 C13 C14 . . . . 0.1(4) ?
O2 C12 C13 C14 . . . . -179.2(2) ?
C10 C9 C14 C13 . . . . 1.4(4) ?
F1 C9 C14 C13 . . . . -176.8(2) ?
C12 C13 C14 C9 . . . . -1.2(4) ?
C12 O2 C15 C16 . . . . -179.74(19) ?
C18 N6 C16 C15 . . . . 129.5(2) ?
C17 N6 C16 C15 . . . . -64.1(3) ?
O2 C15 C16 N6 . . . . -64.6(2) ?
C19 N7 C17 O3 . . . . -172.4(2) ?
C19 N7 C17 N6 . . . . 8.0(2) ?
C18 N6 C17 O3 . . . . 173.5(2) ?
C16 N6 C17 O3 . . . . 5.6(3) ?
C18 N6 C17 N7 . . . . -6.9(2) ?
C16 N6 C17 N7 . . . . -174.82(19) ?
C17 N6 C18 O4 . . . . -176.8(2) ?
C16 N6 C18 O4 . . . . -8.9(4) ?
C17 N6 C18 C19 . . . . 3.2(2) ?
C16 N6 C18 C19 . . . . 171.07(18) ?
C17 N7 C19 C24 . . . . -124.0(2) ?
C17 N7 C19 C20 . . . . 109.7(2) ?
C17 N7 C19 C18 . . . . -5.9(2) ?
O4 C18 C19 N7 . . . . -178.6(2) ?
N6 C18 C19 N7 . . . . 1.4(2) ?
O4 C18 C19 C24 . . . . -59.4(3) ?
N6 C18 C19 C24 . . . . 120.6(2) ?
O4 C18 C19 C20 . . . . 64.1(3) ?
N6 C18 C19 C20 . . . . -115.9(2) ?
N7 C19 C20 C21 . . . . 71.2(2) ?
C24 C19 C20 C21 . . . . -55.8(2) ?
C18 C19 C20 C21 . . . . -179.18(19) ?
C25 N8 C21 C22 . . . . -84.7(2) ?
C25 N8 C21 C20 . . . . 152.6(2) ?
C19 C20 C21 N8 . . . . 179.89(18) ?
C19 C20 C21 C22 . . . . 56.1(2) ?
N8 C21 C22 C23 . . . . -179.60(16) ?
C20 C21 C22 C23 . . . . -57.2(2) ?
C21 C22 C23 C24 . . . . 57.2(3) ?
C22 C23 C24 C19 . . . . -55.8(3) ?
N7 C19 C24 C23 . . . . -71.1(2) ?
C20 C19 C24 C23 . . . . 55.4(3) ?
C18 C19 C24 C23 . . . . 177.7(2) ?
C21 N8 C25 O5 . . . . -2.8(3) ?
C21 N8 C25 C26 . . . . 178.4(2) ?
O5 C25 C26 C27 . . . . -173.7(2) ?
N8 C25 C26 C27 . . . . 5.1(3) ?
O5 C25 C26 C31 . . . . 7.3(4) ?
N8 C25 C26 C31 . . . . -173.8(3) ?
C31 C26 C27 C28 . . . . -1.3(4) ?
C25 C26 C27 C28 . . . . 179.7(3) ?
C26 C27 C28 C29 . . . . -0.2(5) ?
C27 C28 C29 C30 . . . . 0.7(5) ?
C27 C28 C29 C32 . . . . -179.7(3) ?
C28 C29 C30 C31 . . . . 0.2(6) ?
C32 C29 C30 C31 . . . . -179.4(4) ?
C27 C26 C31 C30 . . . . 2.2(5) ?
C25 C26 C31 C30 . . . . -178.7(3) ?
C29 C30 C31 C26 . . . . -1.7(6) ?
