#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/63/2206351.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_2206351
loop_
_publ_author_name
'Baughman, Russell G.'
'Paulos, Chrystal M.'
_publ_section_title
;
 O,O-Diethyl phthalimidophosphonothioate (Ditalimphos)
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2352
_journal_page_last               o2353
_journal_paper_doi               10.1107/S1600536805019872
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C12 H14 N O4 P S'
_chemical_formula_moiety         'C12 H14 N O4 P S'
_chemical_formula_sum            'C12 H14 N O4 P S'
_chemical_formula_weight         299.27
_chemical_name_common            Ditalimphos
_chemical_name_systematic
;
O,O-Diethyl phthalimidophosphonothioate
;
_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           SHELXL97
_cell_angle_alpha                101.277(4)
_cell_angle_beta                 90.134(5)
_cell_angle_gamma                96.332(5)
_cell_formula_units_Z            4
_cell_length_a                   8.1696(6)
_cell_length_b                   12.4578(8)
_cell_length_c                   14.8541(9)
_cell_measurement_reflns_used    100
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      18.28
_cell_measurement_theta_min      10.41
_cell_volume                     1473.10(17)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Bruker, 1996)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990b)'
_computing_publication_material  'SHELXTL/PC and SHELXL97'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990a)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'Bruker P4'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_sigmaI/netI    0.0360
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6338
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.96
_diffrn_standards_decay_%        'average in \s(I) of 1.2'
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.336
_exptl_absorpt_correction_T_max  0.916
_exptl_absorpt_correction_T_min  0.851
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   '(XSHELL; Bruker, 1999)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelpiped
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.321
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         5158
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0962
_refine_ls_R_factor_gt           0.0635
_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)+(0.1005P)²+0.8864P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1749
_refine_ls_wR_factor_ref         0.2003
_reflns_number_gt                3394
_reflns_number_total             5158
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6684.cif
_cod_data_source_block           I
_cod_database_code               2206351
_cod_database_fobs_code          2206351
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_type_symbol
S1A 0.3393(2) 0.84877(12) 0.85668(10) 0.1155(6) Uani d . 1 S
P1A 0.46208(17) 0.94544(9) 0.78947(7) 0.0773(4) Uani d . 1 P
O1A 0.1813(5) 0.9938(3) 0.6675(3) 0.1194(13) Uani d . 1 O
O2A 0.6333(5) 0.8072(3) 0.6240(3) 0.1162(13) Uani d . 1 O
O3A 0.4333(4) 1.0694(2) 0.8100(2) 0.0901(9) Uani d . 1 O
O4A 0.6521(4) 0.9549(2) 0.7957(2) 0.0881(9) Uani d . 1 O
N1A 0.4241(4) 0.9150(3) 0.6737(2) 0.0704(8) Uani d . 1 N
C1A 0.2886(6) 0.9466(4) 0.6291(4) 0.0854(13) Uani d . 1 C
C2A 0.5188(7) 0.8517(4) 0.6069(3) 0.0805(12) Uani d . 1 C
C3A 0.4435(7) 0.8526(4) 0.5170(3) 0.0890(15) Uani d . 1 C
C4A 0.4916(8) 0.8073(4) 0.4299(4) 0.115(2) Uani d . 1 C
H4A 0.5847 0.7700 0.4218 0.080 Uiso calc R 1 H
C5A 0.4010(13) 0.8183(7) 0.3570(5) 0.157(4) Uani d . 1 C
H5A 0.4312 0.7875 0.2980 0.080 Uiso calc R 1 H
C6A 0.2683(13) 0.8729(7) 0.3683(6) 0.159(4) Uani d . 1 C
H6A 0.2081 0.8798 0.3169 0.080 Uiso calc R 1 H
C7A 0.2193(9) 0.9184(5) 0.4533(5) 0.126(2) Uani d . 1 C
H7A 0.1269 0.9564 0.4601 0.080 Uiso calc R 1 H
C8A 0.3090(7) 0.9075(4) 0.5296(3) 0.0895(14) Uani d . 1 C
C9A 0.7453(9) 0.8758(5) 0.8278(5) 0.126(2) Uani d . 1 C
H9AA 0.6776 0.8386 0.8686 0.080 Uiso calc R 1 H
H9AB 0.7708 0.8206 0.7756 0.080 Uiso calc R 1 H
C10A 0.8840(10) 0.9227(6) 0.8717(7) 0.186(4) Uani d . 1 C
H10A 0.9417 0.8674 0.8905 0.080 Uiso calc R 1 H
H10B 0.8592 0.9754 0.9248 0.080 Uiso calc R 1 H
H10C 0.9517 0.9594 0.8316 0.080 Uiso calc R 1 H
C11A 0.3381(10) 1.1226(5) 0.8792(6) 0.168(4) Uani d . 1 C
H11A 0.2234 1.1027 0.8600 0.080 Uiso calc R 1 H
H11B 0.3541 1.0921 0.9335 0.080 Uiso calc R 1 H
C12A 0.3619(9) 1.2297(5) 0.9039(6) 0.162(3) Uani d . 1 C
H12A 0.3052 1.2524 0.9598 0.080 Uiso calc R 1 H
H12B 0.3202 1.2625 0.8565 0.080 Uiso calc R 1 H
H12C 0.4776 1.2529 0.9136 0.080 Uiso calc R 1 H
S1B 0.1033(2) 0.39707(9) 0.14291(8) 0.0977(5) Uani d . 1 S
P1B 0.22108(15) 0.53253(8) 0.20508(7) 0.0696(3) Uani d . 1 P
O1B -0.0689(4) 0.6381(3) 0.3085(2) 0.0982(10) Uani d . 1 O
O2B 0.3957(4) 0.4977(3) 0.3837(2) 0.1001(11) Uani d . 1 O
O3B 0.1895(4) 0.6413(2) 0.17456(19) 0.0836(9) Uani d . 1 O
O4B 0.4122(4) 0.5428(2) 0.2045(2) 0.0864(9) Uani d . 1 O
N1B 0.1811(4) 0.5672(2) 0.31908(19) 0.0611(7) Uani d . 1 N
C1B 0.0389(5) 0.6175(3) 0.3551(3) 0.0685(10) Uani d . 1 C
C2B 0.2773(5) 0.5467(3) 0.3927(3) 0.0660(10) Uani d . 1 C
C3B 0.1971(5) 0.5944(3) 0.4783(3) 0.0616(9) Uani d . 1 C
C4B 0.2467(6) 0.5997(4) 0.5687(3) 0.0765(11) Uani d . 1 C
H4B 0.3416 0.5711 0.5833 0.080 Uiso calc R 1 H
C5B 0.1475(7) 0.6497(4) 0.6356(3) 0.0890(14) Uani d . 1 C
H5B 0.1774 0.6564 0.6970 0.080 Uiso calc R 1 H
C6B 0.0075(7) 0.6893(4) 0.6138(3) 0.0916(14) Uani d . 1 C
H6B -0.0570 0.7211 0.6609 0.080 Uiso calc R 1 H
C7B -0.0423(6) 0.6839(4) 0.5242(3) 0.0851(13) Uani d . 1 C
H7B -0.1382 0.7116 0.5101 0.080 Uiso calc R 1 H
C8B 0.0571(5) 0.6353(3) 0.4559(3) 0.0637(9) Uani d . 1 C
C9B 0.5149(8) 0.4526(5) 0.1873(5) 0.125(2) Uani d . 1 C
H9BA 0.5682 0.4480 0.2447 0.080 Uiso calc R 1 H
H9BB 0.4448 0.3841 0.1666 0.080 Uiso calc R 1 H
C10B 0.6303(9) 0.4631(6) 0.1252(6) 0.161(3) Uani d . 1 C
H10D 0.7094 0.4123 0.1283 0.080 Uiso calc R 1 H
H10E 0.6846 0.5370 0.1377 0.080 Uiso calc R 1 H
H10F 0.5798 0.4475 0.0650 0.080 Uiso calc R 1 H
C11B 0.0991(8) 0.6497(4) 0.0956(3) 0.1025(16) Uani d . 1 C
H11C -0.0169 0.6281 0.1035 0.080 Uiso calc R 1 H
H11D 0.1355 0.5999 0.0427 0.080 Uiso calc R 1 H
C12B 0.1211(8) 0.7604(4) 0.0797(4) 0.1146(19) Uani d . 1 C
H12D 0.0539 0.7653 0.0279 0.080 Uiso calc R 1 H
H12E 0.2347 0.7799 0.0675 0.080 Uiso calc R 1 H
H12F 0.0894 0.8100 0.1331 0.080 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'
P P 0.1023 0.0942 '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_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-1 0 -5
-1 -3 -2
-2 -2 1
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
S1A P1A O3A 118.19(14) y
S1A P1A O4A 118.08(14) y
S1A P1A N1A 114.73(13) y
O3A P1A O4A 100.82(18) y
O3A P1A N1A 99.79(17) y
O4A P1A N1A 102.35(18) y
C11A O3A P1A 127.3(4) ?
C9A O4A P1A 124.4(4) ?
C1A N1A C2A 109.2(4) ?
C1A N1A P1A 124.7(3) ?
C2A N1A P1A 126.1(3) ?
O1A C1A N1A 124.7(5) ?
O1A C1A C8A 129.1(5) ?
N1A C1A C8A 106.1(5) ?
O2A C2A N1A 124.9(4) ?
O2A C2A C3A 129.0(5) ?
N1A C2A C3A 106.1(4) ?
C8A C3A C4A 121.2(6) ?
C8A C3A C2A 109.3(4) ?
C4A C3A C2A 129.5(6) ?
C5A C4A C3A 118.7(8) ?
C5A C4A H4A 120.7 ?
C3A C4A H4A 120.7 ?
C6A C5A C4A 120.8(9) ?
C6A C5A H5A 119.6 ?
C4A C5A H5A 119.6 ?
C5A C6A C7A 121.4(9) ?
C5A C6A H6A 119.3 ?
C7A C6A H6A 119.3 ?
C6A C7A C8A 119.1(8) ?
C6A C7A H7A 120.5 ?
C8A C7A H7A 120.5 ?
C3A C8A C7A 118.8(6) ?
C3A C8A C1A 109.1(4) ?
C7A C8A C1A 132.1(7) ?
C10A C9A O4A 112.5(6) ?
C10A C9A H9AA 109.1 ?
O4A C9A H9AA 109.1 ?
C10A C9A H9AB 109.1 ?
O4A C9A H9AB 109.1 ?
H9AA C9A H9AB 107.8 ?
C9A C10A H10A 109.5 ?
C9A C10A H10B 109.5 ?
H10A C10A H10B 109.5 ?
C9A C10A H10C 109.5 ?
H10A C10A H10C 109.5 ?
H10B C10A H10C 109.5 ?
C12A C11A O3A 119.4(6) ?
C12A C11A H11A 107.5 ?
O3A C11A H11A 107.5 ?
C12A C11A H11B 107.5 ?
O3A C11A H11B 107.5 ?
H11A C11A H11B 107.0 ?
C11A C12A H12A 109.5 ?
C11A C12A H12B 109.5 ?
H12A C12A H12B 109.5 ?
C11A C12A H12C 109.5 ?
H12A C12A H12C 109.5 ?
H12B C12A H12C 109.5 ?
S1B P1B O3B 118.71(13) y
S1B P1B O4B 117.75(13) y
S1B P1B N1B 114.52(12) y
O3B P1B O4B 100.51(18) y
O3B P1B N1B 99.70(15) y
O4B P1B N1B 102.80(16) y
C11B O3B P1B 126.1(3) ?
C9B O4B P1B 126.8(4) ?
C2B N1B C1B 109.4(3) ?
C2B N1B P1B 126.1(3) ?
C1B N1B P1B 124.5(3) ?
O1B C1B N1B 124.1(4) ?
O1B C1B C8B 129.9(4) ?
N1B C1B C8B 106.0(3) ?
O2B C2B N1B 124.8(4) ?
O2B C2B C3B 129.0(4) ?
N1B C2B C3B 106.2(3) ?
C8B C3B C4B 122.4(4) ?
C8B C3B C2B 108.9(3) ?
C4B C3B C2B 128.7(4) ?
C5B C4B C3B 116.3(4) ?
C5B C4B H4B 121.8 ?
C3B C4B H4B 121.8 ?
C6B C5B C4B 121.6(4) ?
C6B C5B H5B 119.2 ?
C4B C5B H5B 119.2 ?
C5B C6B C7B 122.2(4) ?
C5B C6B H6B 118.9 ?
C7B C6B H6B 118.9 ?
C6B C7B C8B 117.1(5) ?
C6B C7B H7B 121.5 ?
C8B C7B H7B 121.5 ?
C3B C8B C7B 120.4(4) ?
C3B C8B C1B 109.3(3) ?
C7B C8B C1B 130.3(4) ?
C10B C9B O4B 114.0(5) ?
C10B C9B H9BA 108.8 ?
O4B C9B H9BA 108.8 ?
C10B C9B H9BB 108.8 ?
O4B C9B H9BB 108.8 ?
H9BA C9B H9BB 107.7 ?
C9B C10B H10D 109.5 ?
C9B C10B H10E 109.5 ?
H10D C10B H10E 109.5 ?
C9B C10B H10F 109.5 ?
H10D C10B H10F 109.5 ?
H10E C10B H10F 109.5 ?
O3B C11B C12B 110.8(4) ?
O3B C11B H11C 109.5 ?
C12B C11B H11C 109.5 ?
O3B C11B H11D 109.5 ?
C12B C11B H11D 109.5 ?
H11C C11B H11D 108.1 ?
C11B C12B H12D 109.5 ?
C11B C12B H12E 109.5 ?
H12D C12B H12E 109.5 ?
C11B C12B H12F 109.5 ?
H12D C12B H12F 109.5 ?
H12E C12B H12F 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S1A P1A 1.9135(17) y
P1A O3A 1.559(3) y
P1A O4A 1.545(4) y
P1A N1A 1.707(3) y
O1A C1A 1.194(6) y
O2A C2A 1.189(6) y
O3A C11A 1.397(6) ?
O4A C9A 1.458(6) ?
N1A C1A 1.419(6) ?
N1A C2A 1.427(6) ?
C1A C8A 1.479(7) ?
C2A C3A 1.472(7) ?
C3A C8A 1.351(7) ?
C3A C4A 1.383(7) ?
C4A C5A 1.348(10) ?
C4A H4A 0.9300 ?
C5A C6A 1.336(12) ?
C5A H5A 0.9300 ?
C6A C7A 1.360(11) ?
C6A H6A 0.9300 ?
C7A C8A 1.386(8) ?
C7A H7A 0.9300 ?
C9A C10A 1.324(8) ?
C9A H9AA 0.9700 ?
C9A H9AB 0.9700 ?
C10A H10A 0.9600 ?
C10A H10B 0.9600 ?
C10A H10C 0.9600 ?
C11A C12A 1.305(8) ?
C11A H11A 0.9700 ?
C11A H11B 0.9700 ?
C12A H12A 0.9600 ?
C12A H12B 0.9600 ?
C12A H12C 0.9600 ?
S1B P1B 1.9116(16) y
P1B O3B 1.557(3) y
P1B O4B 1.553(3) y
P1B N1B 1.705(3) y
O1B C1B 1.199(5) y
O2B C2B 1.193(5) y
O3B C11B 1.411(5) ?
O4B C9B 1.458(5) ?
N1B C2B 1.425(5) ?
N1B C1B 1.436(5) ?
C1B C8B 1.474(6) ?
C2B C3B 1.480(5) ?
C3B C8B 1.368(5) ?
C3B C4B 1.389(5) ?
C4B C5B 1.380(6) ?
C4B H4B 0.9300 ?
C5B C6B 1.357(7) ?
C5B H5B 0.9300 ?
C6B C7B 1.378(7) ?
C6B H6B 0.9300 ?
C7B C8B 1.388(6) ?
C7B H7B 0.9300 ?
C9B C10B 1.334(7) ?
C9B H9BA 0.9700 ?
C9B H9BB 0.9700 ?
C10B H10D 0.9600 ?
C10B H10E 0.9600 ?
C10B H10F 0.9600 ?
C11B C12B 1.437(6) ?
C11B H11C 0.9700 ?
C11B H11D 0.9700 ?
C12B H12D 0.9600 ?
C12B H12E 0.9600 ?
C12B H12F 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
C4B H4B O2B 2_666 0.93 2.48 3.408(6) 176
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
O4A P1A O3A C11A -123.5(6)
N1A P1A O3A C11A 131.8(6)
S1A P1A O3A C11A 6.7(6)
O3A P1A O4A C9A 147.6(4)
N1A P1A O4A C9A -109.7(4)
S1A P1A O4A C9A 17.3(4)
O4A P1A N1A C1A -149.0(3)
O3A P1A N1A C1A -45.5(4)
S1A P1A N1A C1A 81.9(3)
O4A P1A N1A C2A 33.1(4)
O3A P1A N1A C2A 136.5(3)
S1A P1A N1A C2A -96.1(3)
C2A N1A C1A O1A 174.7(5)
P1A N1A C1A O1A -3.5(7)
C2A N1A C1A C8A -4.3(4)
P1A N1A C1A C8A 177.5(3)
C1A N1A C2A O2A -174.5(5)
P1A N1A C2A O2A 3.7(7)
C1A N1A C2A C3A 4.4(4)
P1A N1A C2A C3A -177.3(3)
O2A C2A C3A C8A 176.0(5)
N1A C2A C3A C8A -2.9(5)
O2A C2A C3A C4A -3.9(8)
N1A C2A C3A C4A 177.2(4)
C8A C3A C4A C5A -0.4(7)
C2A C3A C4A C5A 179.5(5)
C3A C4A C5A C6A 0.8(11)
C4A C5A C6A C7A -0.5(13)
C5A C6A C7A C8A -0.2(11)
C4A C3A C8A C7A -0.3(7)
C2A C3A C8A C7A 179.8(4)
C4A C3A C8A C1A -179.8(4)
C2A C3A C8A C1A 0.3(5)
C6A C7A C8A C3A 0.6(8)
C6A C7A C8A C1A 179.9(5)
O1A C1A C8A C3A -176.5(5)
N1A C1A C8A C3A 2.4(5)
O1A C1A C8A C7A 4.1(9)
N1A C1A C8A C7A -177.0(5)
P1A O4A C9A C10A -146.7(7)
P1A O3A C11A C12A 161.0(7)
O4B P1B O3B C11B 119.9(4)
N1B P1B O3B C11B -135.0(4)
S1B P1B O3B C11B -10.0(5)
O3B P1B O4B C9B -150.9(4)
N1B P1B O4B C9B 106.5(4)
S1B P1B O4B C9B -20.4(4)
O4B P1B N1B C2B -32.3(3)
O3B P1B N1B C2B -135.5(3)
S1B P1B N1B C2B 96.7(3)
O4B P1B N1B C1B 150.8(3)
O3B P1B N1B C1B 47.6(3)
S1B P1B N1B C1B -80.2(3)
C2B N1B C1B O1B -175.5(4)
P1B N1B C1B O1B 1.9(6)
C2B N1B C1B C8B 4.1(4)
P1B N1B C1B C8B -178.5(2)
C1B N1B C2B O2B 173.8(4)
P1B N1B C2B O2B -3.5(6)
C1B N1B C2B C3B -4.4(4)
P1B N1B C2B C3B 178.3(2)
O2B C2B C3B C8B -175.1(4)
N1B C2B C3B C8B 3.0(4)
O2B C2B C3B C4B 4.6(7)
N1B C2B C3B C4B -177.3(4)
C8B C3B C4B C5B -0.6(6)
C2B C3B C4B C5B 179.8(4)
C3B C4B C5B C6B 1.3(7)
C4B C5B C6B C7B -1.2(7)
C5B C6B C7B C8B 0.3(7)
C4B C3B C8B C7B -0.3(6)
C2B C3B C8B C7B 179.4(4)
C4B C3B C8B C1B 179.8(3)
C2B C3B C8B C1B -0.5(4)
C6B C7B C8B C3B 0.4(6)
C6B C7B C8B C1B -179.7(4)
O1B C1B C8B C3B 177.4(4)
N1B C1B C8B C3B -2.2(4)
O1B C1B C8B C7B -2.5(7)
N1B C1B C8B C7B 177.9(4)
P1B O4B C9B C10B 130.4(6)
P1B O3B C11B C12B -169.1(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 19939
