#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/13/2201312.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_2201312
loop_
_publ_author_name
'Elgemeie, Galal H.'
'Hussein, Mona M.'
'Jones, Peter G.'
_publ_section_title
2-(2',3',4',6'-Tetra-O-acetyl-β-<small>D</small>-glucopyranosylthio)-4-pyridin-4-yl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carbonitrile
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1244
_journal_page_last               o1246
_journal_paper_doi               10.1107/S160053680201872X
_journal_volume                  58
_journal_year                    2002
_chemical_formula_sum            'C30 H33 N3 O9 S'
_chemical_formula_weight         611.65
_chemical_name_systematic
;
 2-(2',3',4',6'-Tetra-O-acetyl-β-D-glucopyranosylthio)-4-pyridin-4-yl-
 6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carbonitrile
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.0237(14)
_cell_length_b                   10.2293(14)
_cell_length_c                   38.636(6)
_cell_measurement_reflns_used    61
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      4.5
_cell_volume                     3171.1(9)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Fait, 1991)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    'XP (Siemens, 1994)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       ω-scans
_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  0.0218
_diffrn_reflns_av_sigmaI/netI    0.0497
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            7824
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.16
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 247
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.158
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tablet
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.430
_refine_diff_density_min         -0.276
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.09(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         7289
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.957
_refine_ls_R_factor_all          0.0636
_refine_ls_R_factor_gt           0.0446
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0643P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1046
_refine_ls_wR_factor_ref         0.1110
_reflns_number_gt                5529
_reflns_number_total             7289
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6201.cif
_cod_data_source_block           4
_cod_database_code               2201312
_cod_database_fobs_code          2201312
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_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
_atom_site_type_symbol
S 0.60092(7) 0.49702(6) 0.878323(16) 0.03099(13) Uani d . 1 . . S
O1 0.37769(19) 0.42109(14) 0.92324(4) 0.0277(3) Uani d . 1 . . O
O2 0.64631(18) 0.18940(15) 0.87778(4) 0.0304(4) Uani d . 1 . . O
O3 0.5351(2) 0.04489(14) 0.93768(4) 0.0304(4) Uani d . 1 . . O
O4 0.2138(2) 0.11383(15) 0.95799(4) 0.0341(4) Uani d . 1 . . O
O5 0.0610(2) 0.51253(18) 0.93864(5) 0.0414(4) Uani d . 1 . . O
O6 0.8998(3) 0.2544(3) 0.89351(7) 0.0785(8) Uani d . 1 . . O
O7 0.4022(3) -0.09843(16) 0.90312(4) 0.0432(4) Uani d . 1 . . O
O8 0.2244(3) 0.1743(2) 1.01388(5) 0.0497(5) Uani d . 1 . . O
O9 0.2129(3) 0.66015(19) 0.96802(5) 0.0523(5) Uani d . 1 . . O
N1 0.2985(3) 0.52590(19) 0.84962(6) 0.0386(5) Uani d . 1 . . N
C2 0.4462(3) 0.5818(2) 0.85412(6) 0.0297(5) Uani d . 1 . . C
C3 0.4818(3) 0.7062(2) 0.84100(6) 0.0266(5) Uani d . 1 . . C
C4 0.3653(3) 0.7689(2) 0.82020(6) 0.0331(5) Uani d . 1 . . C
C5 0.0740(4) 0.7722(3) 0.79327(9) 0.0528(8) Uani d . 1 . . C
H5A -0.0228 0.7914 0.8083 0.063 Uiso calc R 1 . . H
H5B 0.1161 0.8566 0.7843 0.063 Uiso calc R 1 . . H
C6 0.0156(5) 0.6917(4) 0.76345(9) 0.0723(10) Uani d . 1 . . C
H6A 0.1137 0.6502 0.7525 0.087 Uiso calc R 1 . . H
H6B -0.0356 0.7505 0.7461 0.087 Uiso calc R 1 . . H
C7 -0.1100(5) 0.5851(3) 0.77267(9) 0.0672(9) Uani d . 1 . . C
H7A -0.2078 0.6266 0.7838 0.081 Uiso calc R 1 . . H
H7B -0.1489 0.5435 0.7510 0.081 Uiso calc R 1 . . H
C8 -0.0437(4) 0.4786(3) 0.79671(10) 0.0707(10) Uani d . 1 . . C
H8A -0.1322 0.4122 0.8000 0.085 Uiso calc R 1 . . H
H8B 0.0514 0.4350 0.7852 0.085 Uiso calc R 1 . . H
C9 0.0117(3) 0.5247(3) 0.83142(9) 0.0523(8) Uani d . 1 . . C
H9A 0.0150 0.4488 0.8473 0.063 Uiso calc R 1 . . H
H9B -0.0724 0.5867 0.8405 0.063 Uiso calc R 1 . . H
C10 0.1800(3) 0.5906(3) 0.83190(7) 0.0407(6) Uani d . 1 . . C
C11 0.2089(3) 0.7105(3) 0.81512(7) 0.0403(6) Uani d . 1 . . C
C12 0.6375(3) 0.7688(2) 0.84973(6) 0.0310(5) Uani d . 1 . . C
N13 0.7596(3) 0.8178(2) 0.85719(7) 0.0454(6) Uani d . 1 . . N
C14 0.4056(3) 0.9003(2) 0.80537(6) 0.0328(5) Uani d . 1 . . C
C15 0.4877(4) 0.9112(3) 0.77388(7) 0.0430(6) Uani d . 1 . . C
H15 0.5193 0.8356 0.7612 0.052 Uiso calc R 1 . . H
C16 0.5222(4) 1.0348(3) 0.76147(8) 0.0530(8) Uani d . 1 . . C
H16 0.5783 1.0410 0.7399 0.064 Uiso calc R 1 . . H
N17 0.4835(4) 1.1445(2) 0.77724(7) 0.0569(7) Uani d . 1 . . N
C18 0.4039(6) 1.1327(3) 0.80750(8) 0.0648(10) Uani d . 1 . . C
H18 0.3732 1.2104 0.8194 0.078 Uiso calc R 1 . . H
C19 0.3636(4) 1.0138(3) 0.82255(7) 0.0513(8) Uani d . 1 . . C
H19 0.3082 1.0105 0.8443 0.062 Uiso calc R 1 . . H
C20 0.4705(3) 0.3686(2) 0.89534(6) 0.0250(5) Uani d . 1 . . C
H20 0.3915 0.3397 0.8768 0.030 Uiso calc R 1 . . H
C21 0.5714(3) 0.2505(2) 0.90755(6) 0.0249(5) Uani d . 1 . . C
H21 0.6568 0.2756 0.9252 0.030 Uiso calc R 1 . . H
C22 0.4460(3) 0.1521(2) 0.92205(6) 0.0260(5) Uani d . 1 . . C
H22 0.3760 0.1179 0.9027 0.031 Uiso calc R 1 . . H
C23 0.3333(3) 0.2134(2) 0.94904(6) 0.0271(5) Uani d . 1 . . C
H23 0.3995 0.2392 0.9699 0.033 Uiso calc R 1 . . H
C24 0.2474(3) 0.3324(2) 0.93358(6) 0.0299(5) Uani d . 1 . . C
H24 0.1830 0.3049 0.9126 0.036 Uiso calc R 1 . . H
C30 0.1334(3) 0.4050(2) 0.95776(7) 0.0378(6) Uani d . 1 . . C
H30A 0.0446 0.3461 0.9663 0.045 Uiso calc R 1 . . H
H30B 0.1969 0.4383 0.9779 0.045 Uiso calc R 1 . . H
C31 0.8125(3) 0.1985(3) 0.87389(8) 0.0404(6) Uani d . 1 . . C
C32 0.4965(3) -0.0777(2) 0.92633(6) 0.0337(6) Uani d . 1 . . C
C33 0.1739(3) 0.1009(3) 0.99221(7) 0.0371(6) Uani d . 1 . . C
C34 0.1195(3) 0.6331(2) 0.94491(7) 0.0398(6) Uani d . 1 . . C
C35 0.8684(4) 0.1336(3) 0.84150(8) 0.0544(8) Uani d . 1 . . C
H35A 0.9894 0.1427 0.8392 0.082 Uiso calc R 1 . . H
H35B 0.8134 0.1746 0.8216 0.082 Uiso calc R 1 . . H
H35C 0.8391 0.0406 0.8423 0.082 Uiso calc R 1 . . H
C36 0.5863(4) -0.1782(2) 0.94682(8) 0.0510(7) Uani d . 1 . . C
H36A 0.5232 -0.1975 0.9679 0.077 Uiso calc R 1 . . H
H36B 0.6970 -0.1454 0.9530 0.077 Uiso calc R 1 . . H
H36C 0.5978 -0.2581 0.9330 0.077 Uiso calc R 1 . . H
C37 0.0610(4) -0.0132(3) 0.99696(8) 0.0641(10) Uani d . 1 . . C
H37A 0.1169 -0.0928 0.9889 0.096 Uiso calc R 1 . . H
H37B -0.0413 0.0004 0.9836 0.096 Uiso calc R 1 . . H
H37C 0.0331 -0.0224 1.0215 0.096 Uiso calc R 1 . . H
C38 0.0523(4) 0.7278(3) 0.91904(9) 0.0583(8) Uani d . 1 . . C
H38A 0.0242 0.8101 0.9307 0.088 Uiso calc R 1 . . H
H38B -0.0479 0.6913 0.9083 0.088 Uiso calc R 1 . . H
H38C 0.1366 0.7443 0.9012 0.088 Uiso calc R 1 . . H
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'
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
_geom_angle_publ_flag
C2 S C20 98.15(11) y
C20 O1 C24 110.72(16) ?
C31 O2 C21 118.2(2) ?
C32 O3 C22 116.89(18) ?
C33 O4 C23 117.14(19) ?
C34 O5 C30 117.8(2) ?
C2 N1 C10 119.1(2) y
N1 C2 C3 121.7(2) ?
N1 C2 S 118.82(17) ?
C3 C2 S 119.42(17) ?
C4 C3 C2 119.5(2) ?
C4 C3 C12 120.8(2) ?
C2 C3 C12 119.7(2) ?
C3 C4 C11 119.1(2) ?
C3 C4 C14 119.4(2) ?
C11 C4 C14 121.5(2) ?
C6 C5 C11 115.2(3) ?
C6 C5 H5A 108.5 ?
C11 C5 H5A 108.5 ?
C6 C5 H5B 108.5 ?
C11 C5 H5B 108.5 ?
H5A C5 H5B 107.5 ?
C5 C6 C7 114.9(3) ?
C5 C6 H6A 108.5 ?
C7 C6 H6A 108.5 ?
C5 C6 H6B 108.5 ?
C7 C6 H6B 108.5 ?
H6A C6 H6B 107.5 ?
C8 C7 C6 114.9(3) ?
C8 C7 H7A 108.5 ?
C6 C7 H7A 108.5 ?
C8 C7 H7B 108.5 ?
C6 C7 H7B 108.5 ?
H7A C7 H7B 107.5 ?
C9 C8 C7 115.2(3) ?
C9 C8 H8A 108.5 ?
C7 C8 H8A 108.5 ?
C9 C8 H8B 108.5 ?
C7 C8 H8B 108.5 ?
H8A C8 H8B 107.5 ?
C8 C9 C10 114.8(3) ?
C8 C9 H9A 108.6 ?
C10 C9 H9A 108.6 ?
C8 C9 H9B 108.6 ?
C10 C9 H9B 108.6 ?
H9A C9 H9B 107.5 ?
N1 C10 C11 123.2(2) ?
N1 C10 C9 114.7(2) ?
C11 C10 C9 122.1(2) ?
C4 C11 C10 117.0(2) ?
C4 C11 C5 122.8(2) ?
C10 C11 C5 120.3(2) ?
N13 C12 C3 178.8(3) ?
C19 C14 C15 118.0(2) ?
C19 C14 C4 121.3(2) ?
C15 C14 C4 120.7(2) ?
C16 C15 C14 118.3(3) ?
C16 C15 H15 120.9 ?
C14 C15 H15 120.9 ?
N17 C16 C15 125.0(3) ?
N17 C16 H16 117.5 ?
C15 C16 H16 117.5 ?
C16 N17 C18 116.1(3) ?
N17 C18 C19 123.8(3) ?
N17 C18 H18 118.1 ?
C19 C18 H18 118.1 ?
C14 C19 C18 118.7(3) ?
C14 C19 H19 120.7 ?
C18 C19 H19 120.7 ?
O1 C20 C21 110.08(17) ?
O1 C20 S 107.84(14) ?
C21 C20 S 112.40(15) ?
O1 C20 H20 108.8 ?
C21 C20 H20 108.8 ?
S C20 H20 108.8 ?
O2 C21 C20 108.50(17) ?
O2 C21 C22 106.38(17) ?
C20 C21 C22 106.52(17) ?
O2 C21 H21 111.7 ?
C20 C21 H21 111.7 ?
C22 C21 H21 111.7 ?
O3 C22 C23 108.80(18) ?
O3 C22 C21 109.10(17) ?
C23 C22 C21 111.88(18) ?
O3 C22 H22 109.0 ?
C23 C22 H22 109.0 ?
C21 C22 H22 109.0 ?
O4 C23 C22 105.63(17) ?
O4 C23 C24 110.98(18) ?
C22 C23 C24 109.32(18) ?
O4 C23 H23 110.3 ?
C22 C23 H23 110.3 ?
C24 C23 H23 110.3 ?
O1 C24 C30 107.60(19) ?
O1 C24 C23 106.49(17) ?
C30 C24 C23 115.3(2) ?
O1 C24 H24 109.1 ?
C30 C24 H24 109.1 ?
C23 C24 H24 109.1 ?
O5 C30 C24 107.6(2) ?
O5 C30 H30A 110.2 ?
C24 C30 H30A 110.2 ?
O5 C30 H30B 110.2 ?
C24 C30 H30B 110.2 ?
H30A C30 H30B 108.5 ?
O6 C31 O2 123.4(3) ?
O6 C31 C35 125.4(3) ?
O2 C31 C35 111.2(3) ?
O7 C32 O3 123.3(2) ?
O7 C32 C36 125.9(2) ?
O3 C32 C36 110.8(2) ?
O8 C33 O4 122.5(2) ?
O8 C33 C37 127.8(3) ?
O4 C33 C37 109.7(2) ?
O9 C34 O5 124.4(2) ?
O9 C34 C38 125.1(3) ?
O5 C34 C38 110.5(2) ?
C31 C35 H35A 109.5 ?
C31 C35 H35B 109.5 ?
H35A C35 H35B 109.5 ?
C31 C35 H35C 109.5 ?
H35A C35 H35C 109.5 ?
H35B C35 H35C 109.5 ?
C32 C36 H36A 109.5 ?
C32 C36 H36B 109.5 ?
H36A C36 H36B 109.5 ?
C32 C36 H36C 109.5 ?
H36A C36 H36C 109.5 ?
H36B C36 H36C 109.5 ?
C33 C37 H37A 109.5 ?
C33 C37 H37B 109.5 ?
H37A C37 H37B 109.5 ?
C33 C37 H37C 109.5 ?
H37A C37 H37C 109.5 ?
H37B C37 H37C 109.5 ?
C34 C38 H38A 109.5 ?
C34 C38 H38B 109.5 ?
H38A C38 H38B 109.5 ?
C34 C38 H38C 109.5 ?
H38A C38 H38C 109.5 ?
H38B C38 H38C 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
S C2 . 1.780(2) y
S C20 . 1.803(2) y
O1 C20 . 1.416(3) ?
O1 C24 . 1.441(3) ?
O2 C31 . 1.345(3) ?
O2 C21 . 1.440(3) ?
O3 C32 . 1.364(3) ?
O3 C22 . 1.442(3) ?
O4 C33 . 1.367(3) ?
O4 C23 . 1.441(3) ?
O5 C34 . 1.342(3) ?
O5 C30 . 1.447(3) ?
O6 C31 . 1.179(3) ?
O7 C32 . 1.192(3) ?
O8 C33 . 1.195(3) ?
O9 C34 . 1.198(3) ?
N1 C2 . 1.327(3) y
N1 C10 . 1.346(3) y
C2 C3 . 1.399(3) ?
C3 C4 . 1.390(3) ?
C3 C12 . 1.444(3) ?
C4 C11 . 1.404(4) ?
C4 C14 . 1.496(3) ?
C5 C6 . 1.492(5) ?
C5 C11 . 1.510(4) ?
C5 H5A . 0.9900 ?
C5 H5B . 0.9900 ?
C6 C7 . 1.527(5) ?
C6 H6A . 0.9900 ?
C6 H6B . 0.9900 ?
C7 C8 . 1.527(5) ?
C7 H7A . 0.9900 ?
C7 H7B . 0.9900 ?
C8 C9 . 1.490(5) ?
C8 H8A . 0.9900 ?
C8 H8B . 0.9900 ?
C9 C10 . 1.510(4) ?
C9 H9A . 0.9900 ?
C9 H9B . 0.9900 ?
C10 C11 . 1.407(4) ?
C12 N13 . 1.138(3) ?
C14 C19 . 1.379(4) ?
C14 C15 . 1.388(4) ?
C15 C16 . 1.380(4) ?
C15 H15 . 0.9500 ?
C16 N17 . 1.315(4) ?
C16 H16 . 0.9500 ?
N17 C18 . 1.338(4) ?
C18 C19 . 1.387(4) ?
C18 H18 . 0.9500 ?
C19 H19 . 0.9500 ?
C20 C21 . 1.529(3) ?
C20 H20 . 1.0000 ?
C21 C22 . 1.529(3) ?
C21 H21 . 1.0000 ?
C22 C23 . 1.516(3) ?
C22 H22 . 1.0000 ?
C23 C24 . 1.521(3) ?
C23 H23 . 1.0000 ?
C24 C30 . 1.504(3) ?
C24 H24 . 1.0000 ?
C30 H30A . 0.9900 ?
C30 H30B . 0.9900 ?
C31 C35 . 1.486(4) ?
C32 C36 . 1.484(4) ?
C33 C37 . 1.489(4) ?
C34 C38 . 1.493(4) ?
C35 H35A . 0.9800 ?
C35 H35B . 0.9800 ?
C35 H35C . 0.9800 ?
C36 H36A . 0.9800 ?
C36 H36B . 0.9800 ?
C36 H36C . 0.9800 ?
C37 H37A . 0.9800 ?
C37 H37B . 0.9800 ?
C37 H37C . 0.9800 ?
C38 H38A . 0.9800 ?
C38 H38B . 0.9800 ?
C38 H38C . 0.9800 ?
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
C37 H37C O1 4_457 0.98 2.68 3.544(3) 147.2
C24 H24 O6 1_455 1.00 2.45 3.288(3) 141.6
C19 H19 O7 1_565 0.95 2.64 3.332(3) 129.9
C38 H38C O7 1_565 0.98 2.67 3.379(4) 129.4
C21 H21 O8 4_557 1.00 2.47 3.364(3) 148.6
C5 H5A N13 1_455 0.99 2.59 3.561(4) 168.3
C35 H35C N13 1_545 0.98 2.44 3.401(4) 168.2
C15 H15 N17 3_646 0.95 2.45 3.375(4) 163.3
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_publ_flag
C10 N1 C2 C3 0.1(4) ?
C10 N1 C2 S 178.7(2) ?
C20 S C2 N1 -10.7(2) ?
C20 S C2 C3 167.95(19) y
N1 C2 C3 C4 -5.6(4) ?
S C2 C3 C4 175.83(18) ?
N1 C2 C3 C12 173.3(2) ?
S C2 C3 C12 -5.3(3) ?
C2 C3 C4 C11 5.1(4) ?
C12 C3 C4 C11 -173.7(2) ?
C2 C3 C4 C14 -178.2(2) ?
C12 C3 C4 C14 2.9(3) ?
C11 C5 C6 C7 80.5(4) ?
C5 C6 C7 C8 -63.8(4) ?
C6 C7 C8 C9 61.4(5) ?
C7 C8 C9 C10 -77.5(4) ?
C2 N1 C10 C11 5.8(4) ?
C2 N1 C10 C9 -174.0(3) ?
C8 C9 C10 N1 -114.2(3) ?
C8 C9 C10 C11 66.0(4) ?
C3 C4 C11 C10 0.4(4) ?
C14 C4 C11 C10 -176.2(2) ?
C3 C4 C11 C5 179.4(3) ?
C14 C4 C11 C5 2.8(4) ?
N1 C10 C11 C4 -6.0(4) ?
C9 C10 C11 C4 173.8(3) ?
N1 C10 C11 C5 175.0(3) ?
C9 C10 C11 C5 -5.2(4) ?
C6 C5 C11 C4 121.1(3) ?
C6 C5 C11 C10 -59.9(4) ?
C4 C3 C12 N13 126(12) ?
C2 C3 C12 N13 -53(12) ?
C3 C4 C14 C19 -91.6(3) ?
C11 C4 C14 C19 85.0(3) ?
C3 C4 C14 C15 88.0(3) ?
C11 C4 C14 C15 -95.4(3) ?
C19 C14 C15 C16 -0.2(4) ?
C4 C14 C15 C16 -179.8(3) ?
C14 C15 C16 N17 0.1(5) ?
C15 C16 N17 C18 -0.3(5) ?
C16 N17 C18 C19 0.7(5) ?
C15 C14 C19 C18 0.5(4) ?
C4 C14 C19 C18 -179.9(3) ?
N17 C18 C19 C14 -0.8(5) ?
C24 O1 C20 C21 -68.6(2) y
C24 O1 C20 S 168.46(14) ?
C2 S C20 O1 -78.05(16) ?
C2 S C20 C21 160.43(17) y
C31 O2 C21 C20 110.0(2) ?
C31 O2 C21 C22 -135.8(2) ?
O1 C20 C21 O2 172.45(16) ?
S C20 C21 O2 -67.3(2) ?
O1 C20 C21 C22 58.3(2) y
S C20 C21 C22 178.51(15) ?
C32 O3 C22 C23 112.3(2) ?
C32 O3 C22 C21 -125.4(2) ?
O2 C21 C22 O3 71.0(2) ?
C20 C21 C22 O3 -173.38(17) ?
O2 C21 C22 C23 -168.55(17) ?
C20 C21 C22 C23 -52.9(2) y
C33 O4 C23 C22 138.5(2) ?
C33 O4 C23 C24 -103.1(2) ?
O3 C22 C23 O4 -64.3(2) ?
C21 C22 C23 O4 175.06(17) ?
O3 C22 C23 C24 176.19(17) ?
C21 C22 C23 C24 55.6(2) y
C20 O1 C24 C30 -168.38(18) ?
C20 O1 C24 C23 67.5(2) y
O4 C23 C24 O1 -175.80(17) ?
C22 C23 C24 O1 -59.7(2) y
O4 C23 C24 C30 65.0(3) ?
C22 C23 C24 C30 -178.9(2) ?
C34 O5 C30 C24 -104.6(2) ?
O1 C24 C30 O5 62.4(2) ?
C23 C24 C30 O5 -178.97(19) ?
C21 O2 C31 O6 -0.3(4) ?
C21 O2 C31 C35 -178.5(2) ?
C22 O3 C32 O7 4.8(3) ?
C22 O3 C32 C36 -174.9(2) ?
C23 O4 C33 O8 5.7(4) ?
C23 O4 C33 C37 -175.1(2) ?
C30 O5 C34 O9 -9.4(4) ?
C30 O5 C34 C38 170.5(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24731831
