#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/43/2224312.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_2224312
loop_
_publ_author_name
'Ziegler, Katharina'
'Schollmeyer, Dieter'
'Laufer, Stefan'
_publ_section_title
N-{4-[4-(4-Fluorophenyl)-1-(2-methoxyethyl)-2-methylsulfanyl-1H-imidazol-5-yl]-2-pyridyl}-2-methyl-3-phenylpropionamide
_journal_coeditor_code           IM2161
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3128
_journal_paper_doi               10.1107/S1600536809048661
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C28 H29 F N4 O2 S'
_chemical_formula_moiety         'C28 H29 F N4 O2 S'
_chemical_formula_sum            'C28 H29 F N4 O2 S'
_chemical_formula_weight         504.61
_chemical_name_systematic
;
N-{4-[4-(4-Fluorophenyl)-1-(2-methoxyethyl)-2-methylsulfanyl-
1H-imidazol-5-yl]-2-pyridyl}-2-methyl-3-phenylpropionamide
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 117.9530(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.6254(5)
_cell_length_b                   28.5420(10)
_cell_length_c                   9.8380(4)
_cell_measurement_reflns_used    9849
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.8
_cell_measurement_theta_min      2.3
_cell_volume                     2635.49(19)
_computing_cell_refinement       'SAINT (Bruker, 2006)'
_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_data_reduction        'SAINT (Bruker, 2006)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare et al.,  1999)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       'CCD scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_av_sigmaI/netI    0.0177
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            21744
_diffrn_reflns_theta_full        27.83
_diffrn_reflns_theta_max         27.83
_diffrn_reflns_theta_min         1.43
_exptl_absorpt_coefficient_mu    0.162
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.685
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2006)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.168
_refine_ls_abs_structure_details 'Flack (1983), 3058 Friedel pairs'
_refine_ls_abs_structure_Flack   0.13(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         6183
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0296
_refine_ls_R_factor_gt           0.0286
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0517P)²+0.6111P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0772
_refine_ls_wR_factor_ref         0.0781
_reflns_number_gt                6019
_reflns_number_total             6183
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            im2161.cif
_cod_data_source_block           I
_cod_original_cell_volume        2635.5(2)
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               2224312
_cod_database_fobs_code          2224312
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -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
C C1 0.24375(13) 0.39688(4) 0.21997(14) 0.0222(2) Uani d . 1 . .
H H1 0.2260 0.4140 0.1298 0.027 Uiso calc R 1 . .
C C2 0.28100(12) 0.34968(4) 0.23423(13) 0.0205(2) Uani d . 1 . .
C C3 0.30589(15) 0.32580(5) 0.36839(15) 0.0281(3) Uani d . 1 . .
H H3 0.3316 0.2936 0.3816 0.034 Uiso calc R 1 . .
C C4 0.29180(17) 0.35060(5) 0.48168(16) 0.0331(3) Uani d . 1 . .
H H4 0.3079 0.3343 0.5726 0.040 Uiso calc R 1 . .
N N5 0.25706(13) 0.39587(4) 0.47118(13) 0.0295(2) Uani d . 1 . .
C C6 0.23312(13) 0.41848(4) 0.34154(14) 0.0225(2) Uani d . 1 . .
N N7 0.19830(12) 0.46584(4) 0.34381(12) 0.0262(2) Uani d . 1 . .
H H7 0.1880 0.4758 0.4166 0.031 Uiso d R 1 . .
C C8 0.17895(15) 0.49964(4) 0.23856(15) 0.0268(3) Uani d . 1 . .
O O9 0.18466(13) 0.49193(3) 0.11861(11) 0.0367(2) Uani d . 1 . .
C C10 0.15915(17) 0.54895(5) 0.28535(17) 0.0317(3) Uani d . 1 . .
H H10 0.1283 0.5465 0.3667 0.038 Uiso calc R 1 . .
C C11 0.30411(19) 0.57371(6) 0.35365(19) 0.0403(3) Uani d . 1 . .
H H11A 0.2944 0.6056 0.3846 0.060 Uiso calc R 1 . .
H H11B 0.3375 0.5751 0.2763 0.060 Uiso calc R 1 . .
H H11C 0.3730 0.5563 0.4437 0.060 Uiso calc R 1 . .
C C12 0.04625(17) 0.57601(5) 0.14924(18) 0.0349(3) Uani d . 1 . .
H H12A 0.0524 0.6095 0.1780 0.042 Uiso calc R 1 . .
H H12B 0.0682 0.5737 0.0621 0.042 Uiso calc R 1 . .
C C13 -0.10448(17) 0.55944(5) 0.09573(18) 0.0344(3) Uani d . 1 . .
C C14 -0.1682(2) 0.52638(6) -0.0202(2) 0.0451(4) Uani d . 1 . .
H H14 -0.1143 0.5122 -0.0635 0.054 Uiso calc R 1 . .
C C15 -0.3093(2) 0.51393(7) -0.0734(3) 0.0575(5) Uani d . 1 . .
H H15 -0.3517 0.4915 -0.1537 0.069 Uiso calc R 1 . .
C C16 -0.3892(2) 0.53379(7) -0.0109(3) 0.0623(6) Uani d . 1 . .
H H16 -0.4863 0.5253 -0.0484 0.075 Uiso calc R 1 . .
C C17 -0.3265(2) 0.56607(7) 0.1068(3) 0.0559(5) Uani d . 1 . .
H H17 -0.3806 0.5798 0.1506 0.067 Uiso calc R 1 . .
C C18 -0.1852(2) 0.57843(6) 0.1611(2) 0.0424(4) Uani d . 1 . .
H H18 -0.1424 0.6001 0.2437 0.051 Uiso calc R 1 . .
C C19 0.29361(12) 0.32572(4) 0.10753(13) 0.0203(2) Uani d . 1 . .
N N20 0.42522(11) 0.31378(4) 0.11967(11) 0.0215(2) Uani d . 1 . .
C C21 0.39870(12) 0.29288(4) -0.01583(13) 0.0215(2) Uani d . 1 . .
N N22 0.26214(11) 0.29049(4) -0.11212(12) 0.0224(2) Uani d . 1 . .
C C23 0.19440(13) 0.31074(4) -0.03559(13) 0.0203(2) Uani d . 1 . .
C C24 0.56487(13) 0.32057(5) 0.25437(14) 0.0254(2) Uani d . 1 . .
H H24A 0.6281 0.2944 0.2598 0.031 Uiso calc R 1 . .
H H24B 0.5531 0.3194 0.3484 0.031 Uiso calc R 1 . .
C C25 0.63583(15) 0.36626(5) 0.25252(17) 0.0320(3) Uani d . 1 . .
H H25A 0.5692 0.3926 0.2341 0.038 Uiso calc R 1 . .
H H25B 0.7210 0.3713 0.3532 0.038 Uiso calc R 1 . .
O O26 0.67588(14) 0.36466(4) 0.13492(14) 0.0423(3) Uani d . 1 . .
C C27 0.7462(4) 0.40628(8) 0.1299(4) 0.0772(8) Uani d . 1 . .
H H27A 0.8367 0.4091 0.2247 0.116 Uiso calc R 1 . .
H H27B 0.6859 0.4334 0.1204 0.116 Uiso calc R 1 . .
H H27C 0.7645 0.4052 0.0412 0.116 Uiso calc R 1 . .
S S28 0.53568(3) 0.271151(12) -0.04958(4) 0.03048(8) Uani d . 1 . .
C C29 0.43761(19) 0.22789(7) -0.1920(2) 0.0564(6) Uani d . 1 . .
H H29A 0.3579 0.2429 -0.2797 0.085 Uiso calc R 1 . .
H H29B 0.4008 0.2042 -0.1475 0.085 Uiso calc R 1 . .
H H29C 0.5004 0.2128 -0.2267 0.085 Uiso calc R 1 . .
C C30 0.03784(13) 0.31078(4) -0.11083(14) 0.0210(2) Uani d . 1 . .
C C31 -0.03604(13) 0.29825(4) -0.26672(14) 0.0244(2) Uani d . 1 . .
H H31 0.0158 0.2916 -0.3212 0.029 Uiso calc R 1 . .
C C32 -0.18352(14) 0.29538(5) -0.34257(15) 0.0287(3) Uani d . 1 . .
H H32 -0.2330 0.2862 -0.4476 0.034 Uiso calc R 1 . .
C C34 -0.25631(14) 0.30601(5) -0.26286(16) 0.0299(3) Uani d . 1 . .
C C35 -0.18915(14) 0.31932(5) -0.11006(16) 0.0299(3) Uani d . 1 . .
H H35 -0.2426 0.3268 -0.0580 0.036 Uiso calc R 1 . .
C C36 -0.04094(14) 0.32145(5) -0.03438(15) 0.0261(3) Uani d . 1 . .
H H36 0.0073 0.3303 0.0710 0.031 Uiso calc R 1 . .
F F37 -0.40101(9) 0.30368(4) -0.33851(11) 0.0470(2) 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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 '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
C2 C1 C6 . . 118.29(11) ?
C2 C1 H1 . . 120.9 ?
C6 C1 H1 . . 120.9 ?
C1 C2 C3 . . 119.11(11) ?
C1 C2 C19 . . 119.69(10) ?
C3 C2 C19 . . 121.20(11) ?
C4 C3 C2 . . 117.82(11) ?
C4 C3 H3 . . 121.1 ?
C2 C3 H3 . . 121.1 ?
N5 C4 C3 . . 124.21(12) ?
N5 C4 H4 . . 117.9 ?
C3 C4 H4 . . 117.9 ?
C4 N5 C6 . . 117.46(11) ?
N5 C6 C1 . . 123.09(11) ?
N5 C6 N7 . . 112.43(11) ?
C1 C6 N7 . . 124.48(11) ?
C8 N7 C6 . . 128.19(11) ?
C8 N7 H7 . . 112.5 ?
C6 N7 H7 . . 119.3 ?
O9 C8 N7 . . 123.12(11) ?
O9 C8 C10 . . 122.05(12) ?
N7 C8 C10 . . 114.71(11) ?
C12 C10 C8 . . 111.44(12) ?
C12 C10 C11 . . 111.51(12) ?
C8 C10 C11 . . 107.76(12) ?
C12 C10 H10 . . 108.7 ?
C8 C10 H10 . . 108.7 ?
C11 C10 H10 . . 108.7 ?
C10 C11 H11A . . 109.5 ?
C10 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C10 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C13 C12 C10 . . 114.68(12) ?
C13 C12 H12A . . 108.6 ?
C10 C12 H12A . . 108.6 ?
C13 C12 H12B . . 108.6 ?
C10 C12 H12B . . 108.6 ?
H12A C12 H12B . . 107.6 ?
C14 C13 C18 . . 118.23(17) ?
C14 C13 C12 . . 121.94(14) ?
C18 C13 C12 . . 119.81(14) ?
C15 C14 C13 . . 120.69(18) ?
C15 C14 H14 . . 119.7 ?
C13 C14 H14 . . 119.7 ?
C16 C15 C14 . . 120.62(19) ?
C16 C15 H15 . . 119.7 ?
C14 C15 H15 . . 119.7 ?
C17 C16 C15 . . 119.40(19) ?
C17 C16 H16 . . 120.3 ?
C15 C16 H16 . . 120.3 ?
C16 C17 C18 . . 120.22(19) ?
C16 C17 H17 . . 119.9 ?
C18 C17 H17 . . 119.9 ?
C17 C18 C13 . . 120.78(17) ?
C17 C18 H18 . . 119.6 ?
C13 C18 H18 . . 119.6 ?
C23 C19 N20 . . 105.65(10) ?
C23 C19 C2 . . 132.66(11) ?
N20 C19 C2 . . 121.69(10) ?
C21 N20 C19 . . 106.55(10) ?
C21 N20 C24 . . 126.79(10) ?
C19 N20 C24 . . 126.61(10) ?
N22 C21 N20 . . 112.37(10) ?
N22 C21 S28 . . 125.54(9) ?
N20 C21 S28 . . 122.07(9) ?
C21 N22 C23 . . 105.42(10) ?
C19 C23 N22 . . 109.99(10) ?
C19 C23 C30 . . 131.29(11) ?
N22 C23 C30 . . 118.63(10) ?
N20 C24 C25 . . 113.73(11) ?
N20 C24 H24A . . 108.8 ?
C25 C24 H24A . . 108.8 ?
N20 C24 H24B . . 108.8 ?
C25 C24 H24B . . 108.8 ?
H24A C24 H24B . . 107.7 ?
O26 C25 C24 . . 109.06(11) ?
O26 C25 H25A . . 109.9 ?
C24 C25 H25A . . 109.9 ?
O26 C25 H25B . . 109.9 ?
C24 C25 H25B . . 109.9 ?
H25A C25 H25B . . 108.3 ?
C25 O26 C27 . . 111.64(14) ?
O26 C27 H27A . . 109.5 ?
O26 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
O26 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C21 S28 C29 . . 99.33(7) ?
S28 C29 H29A . . 109.5 ?
S28 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
S28 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C36 C30 C31 . . 118.36(11) ?
C36 C30 C23 . . 123.48(11) ?
C31 C30 C23 . . 118.14(11) ?
C32 C31 C30 . . 121.03(12) ?
C32 C31 H31 . . 119.5 ?
C30 C31 H31 . . 119.5 ?
C34 C32 C31 . . 118.56(12) ?
C34 C32 H32 . . 120.7 ?
C31 C32 H32 . . 120.7 ?
F37 C34 C32 . . 118.24(12) ?
F37 C34 C35 . . 118.93(13) ?
C32 C34 C35 . . 122.82(12) ?
C34 C35 C36 . . 118.15(12) ?
C34 C35 H35 . . 120.9 ?
C36 C35 H35 . . 120.9 ?
C35 C36 C30 . . 121.06(12) ?
C35 C36 H36 . . 119.5 ?
C30 C36 H36 . . 119.5 ?
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
C1 C2 . 1.3926(16) ?
C1 C6 . 1.3963(17) ?
C1 H1 . 0.9500 ?
C2 C3 . 1.3962(17) ?
C2 C19 . 1.4818(16) ?
C3 C4 . 1.3865(19) ?
C3 H3 . 0.9500 ?
C4 N5 . 1.3344(18) ?
C4 H4 . 0.9500 ?
N5 C6 . 1.3429(16) ?
C6 N7 . 1.4047(16) ?
N7 C8 . 1.3584(17) ?
N7 H7 . 0.8242 ?
C8 O9 . 1.2295(16) ?
C8 C10 . 1.5257(17) ?
C10 C12 . 1.524(2) ?
C10 C11 . 1.534(2) ?
C10 H10 . 1.0000 ?
C11 H11A . 0.9800 ?
C11 H11B . 0.9800 ?
C11 H11C . 0.9800 ?
C12 C13 . 1.508(2) ?
C12 H12A . 0.9900 ?
C12 H12B . 0.9900 ?
C13 C14 . 1.388(2) ?
C13 C18 . 1.400(2) ?
C14 C15 . 1.383(3) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.382(3) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.382(3) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.383(3) ?
C17 H17 . 0.9500 ?
C18 H18 . 0.9500 ?
C19 C23 . 1.3730(16) ?
C19 N20 . 1.3891(15) ?
N20 C21 . 1.3638(15) ?
N20 C24 . 1.4670(15) ?
C21 N22 . 1.3111(16) ?
C21 S28 . 1.7511(12) ?
N22 C23 . 1.3882(15) ?
C23 C30 . 1.4700(16) ?
C24 C25 . 1.5106(19) ?
C24 H24A . 0.9900 ?
C24 H24B . 0.9900 ?
C25 O26 . 1.4083(18) ?
C25 H25A . 0.9900 ?
C25 H25B . 0.9900 ?
O26 C27 . 1.416(2) ?
C27 H27A . 0.9800 ?
C27 H27B . 0.9800 ?
C27 H27C . 0.9800 ?
S28 C29 . 1.7902(16) ?
C29 H29A . 0.9800 ?
C29 H29B . 0.9800 ?
C29 H29C . 0.9800 ?
C30 C36 . 1.3962(18) ?
C30 C31 . 1.4026(16) ?
C31 C32 . 1.3867(18) ?
C31 H31 . 0.9500 ?
C32 C34 . 1.369(2) ?
C32 H32 . 0.9500 ?
C34 F37 . 1.3599(15) ?
C34 C35 . 1.381(2) ?
C35 C36 . 1.3924(18) ?
C35 H35 . 0.9500 ?
C36 H36 . 0.9500 ?
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
N7 H7 O9 2_565 0.82 2.21 3.0250(10) 173
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
C6 C1 C2 C3 . . . . 0.14(18) ?
C6 C1 C2 C19 . . . . -179.83(11) ?
C1 C2 C3 C4 . . . . 0.12(19) ?
C19 C2 C3 C4 . . . . -179.91(12) ?
C2 C3 C4 N5 . . . . -0.5(2) ?
C3 C4 N5 C6 . . . . 0.6(2) ?
C4 N5 C6 C1 . . . . -0.4(2) ?
C4 N5 C6 N7 . . . . -179.66(13) ?
C2 C1 C6 N5 . . . . -0.02(19) ?
C2 C1 C6 N7 . . . . 179.20(11) ?
N5 C6 N7 C8 . . . . 174.22(13) ?
C1 C6 N7 C8 . . . . -5.1(2) ?
C6 N7 C8 O9 . . . . 3.0(2) ?
C6 N7 C8 C10 . . . . -173.10(13) ?
O9 C8 C10 C12 . . . . 43.35(19) ?
N7 C8 C10 C12 . . . . -140.48(13) ?
O9 C8 C10 C11 . . . . -79.29(17) ?
N7 C8 C10 C11 . . . . 96.87(14) ?
C8 C10 C12 C13 . . . . 71.17(16) ?
C11 C10 C12 C13 . . . . -168.37(12) ?
C10 C12 C13 C14 . . . . -92.71(17) ?
C10 C12 C13 C18 . . . . 88.86(17) ?
C18 C13 C14 C15 . . . . 2.4(2) ?
C12 C13 C14 C15 . . . . -176.06(16) ?
C13 C14 C15 C16 . . . . -0.8(3) ?
C14 C15 C16 C17 . . . . -0.6(3) ?
C15 C16 C17 C18 . . . . 0.2(3) ?
C16 C17 C18 C13 . . . . 1.5(3) ?
C14 C13 C18 C17 . . . . -2.8(2) ?
C12 C13 C18 C17 . . . . 175.69(15) ?
C1 C2 C19 C23 . . . . -73.36(17) ?
C3 C2 C19 C23 . . . . 106.68(16) ?
C1 C2 C19 N20 . . . . 106.75(13) ?
C3 C2 C19 N20 . . . . -73.21(16) ?
C23 C19 N20 C21 . . . . 0.57(12) ?
C2 C19 N20 C21 . . . . -179.52(10) ?
C23 C19 N20 C24 . . . . -177.12(11) ?
C2 C19 N20 C24 . . . . 2.80(18) ?
C19 N20 C21 N22 . . . . -0.15(14) ?
C24 N20 C21 N22 . . . . 177.53(11) ?
C19 N20 C21 S28 . . . . -178.85(9) ?
C24 N20 C21 S28 . . . . -1.17(18) ?
N20 C21 N22 C23 . . . . -0.33(14) ?
S28 C21 N22 C23 . . . . 178.31(9) ?
N20 C19 C23 N22 . . . . -0.79(13) ?
C2 C19 C23 N22 . . . . 179.31(12) ?
N20 C19 C23 C30 . . . . 175.68(12) ?
C2 C19 C23 C30 . . . . -4.2(2) ?
C21 N22 C23 C19 . . . . 0.70(13) ?
C21 N22 C23 C30 . . . . -176.27(10) ?
C21 N20 C24 C25 . . . . 90.03(15) ?
C19 N20 C24 C25 . . . . -92.74(15) ?
N20 C24 C25 O26 . . . . -68.96(15) ?
C24 C25 O26 C27 . . . . -178.65(19) ?
N22 C21 S28 C29 . . . . -23.44(14) ?
N20 C21 S28 C29 . . . . 155.08(13) ?
C19 C23 C30 C36 . . . . -9.4(2) ?
N22 C23 C30 C36 . . . . 166.83(11) ?
C19 C23 C30 C31 . . . . 172.30(12) ?
N22 C23 C30 C31 . . . . -11.49(16) ?
C36 C30 C31 C32 . . . . -1.56(19) ?
C23 C30 C31 C32 . . . . 176.85(11) ?
C30 C31 C32 C34 . . . . 1.4(2) ?
C31 C32 C34 F37 . . . . 179.18(13) ?
C31 C32 C34 C35 . . . . -0.2(2) ?
F37 C34 C35 C36 . . . . 179.91(13) ?
C32 C34 C35 C36 . . . . -0.7(2) ?
C34 C35 C36 C30 . . . . 0.5(2) ?
C31 C30 C36 C35 . . . . 0.62(19) ?
C23 C30 C36 C35 . . . . -177.70(12) ?
