#------------------------------------------------------------------------------
#$Date: 2024-12-06 19:29:44 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296459 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/93/7249381.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7249381
loop_
_publ_author_name
'Jeon, Ie-Rang'
'Jeannin, Olivier'
'Robert, Antoine'
'Barrière, Frédéric'
'Fourmigué, Marc'
_publ_section_title
;
 N-Iodophthalimide as a halogen bond donor, a comparison with
 N-iodosuccinimide and N-iodosaccharin
;
_journal_issue                   42
_journal_name_full               CrystEngComm
_journal_page_first              6075
_journal_page_last               6081
_journal_paper_doi               10.1039/D4CE00654B
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C24 H16 I2 N4 O6 S2'
_chemical_formula_sum            'C24 H16 I2 N4 O6 S2'
_chemical_formula_weight         774.33
_chemical_name_systematic        Bis(N-iodosaccharin)(2,2'-bipyridine)
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_creation_date             2018-03-20T11:56:20-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2024-06-27 deposited with the CCDC.	2024-09-25 downloaded from the CCDC.
;
_cell_angle_alpha                94.170(2)
_cell_angle_beta                 102.710(2)
_cell_angle_gamma                105.874(2)
_cell_formula_units_Z            2
_cell_length_a                   8.0405(6)
_cell_length_b                   12.0158(8)
_cell_length_c                   17.3956(12)
_cell_measurement_reflns_used    9599
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.08
_cell_measurement_theta_min      2.29
_cell_measurement_wavelength     0.71073
_cell_volume                     1561.04(19)
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SIR-92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_orient_matrix_UB_11      -0.04268
_diffrn_orient_matrix_UB_12      0.018529
_diffrn_orient_matrix_UB_13      -0.054646
_diffrn_orient_matrix_UB_21      -0.027423
_diffrn_orient_matrix_UB_22      0.069321
_diffrn_orient_matrix_UB_23      0.02349
_diffrn_orient_matrix_UB_31      0.123534
_diffrn_orient_matrix_UB_32      0.049907
_diffrn_orient_matrix_UB_33      0.002429
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_unetI/netI     0.0659
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            19283
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.464
_diffrn_reflns_theta_min         2.687
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.189
_exptl_absorpt_correction_T_max  0.957
_exptl_absorpt_correction_T_min  0.810
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.647
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             748
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CH2Cl2/pentane'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.862
_refine_diff_density_min         -0.57
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     344
_refine_ls_number_reflns         7101
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0725
_refine_ls_R_factor_gt           0.0423
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0471P)²+0.1928P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.1054
_reflns_Friedel_coverage         0
_reflns_number_gt                4889
_reflns_number_total             7101
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00654b1.cif
_cod_data_source_block           shelx_CCDC4
_cod_depositor_comments
'Adding full bibliography for 7249377--7249386.cif.'
_cod_database_code               7249381
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9448(6) 0.0144(4) 0.1372(3) 0.0360(10) Uani 1 1 d . . . . .
C2 C 0.8672(6) 0.0537(4) 0.1936(3) 0.0383(11) Uani 1 1 d . . . . .
C3 C 0.6826(7) 0.0233(4) 0.1786(3) 0.0513(13) Uani 1 1 d . . . . .
H3 H 0.6277 0.047 0.216 0.062 Uiso 1 1 calc R U . . .
C4 C 0.5822(7) -0.0433(5) 0.1066(3) 0.0556(14) Uani 1 1 d . . . . .
H4 H 0.4583 -0.063 0.0948 0.067 Uiso 1 1 calc R U . . .
C5 C 0.6628(7) -0.0807(4) 0.0525(3) 0.0516(14) Uani 1 1 d . . . . .
H5 H 0.5922 -0.1262 0.0049 0.062 Uiso 1 1 calc R U . . .
C6 C 0.8461(7) -0.0525(4) 0.0667(3) 0.0469(12) Uani 1 1 d . . . . .
H6 H 0.9002 -0.0782 0.0297 0.056 Uiso 1 1 calc R U . . .
C7 C 1.0006(7) 0.1264(4) 0.2643(3) 0.0461(12) Uani 1 1 d . . . . .
C8 C 1.1615(6) 0.2963(4) 0.8225(3) 0.0430(12) Uani 1 1 d . . . . .
C9 C 1.3309(6) 0.3298(4) 0.8737(3) 0.0441(12) Uani 1 1 d . . . . .
C10 C 1.3530(8) 0.3659(5) 0.9539(4) 0.0650(16) Uani 1 1 d . . . . .
H10 H 1.4653 0.3885 0.9893 0.078 Uiso 1 1 calc R U . . .
C11 C 1.2035(9) 0.3673(6) 0.9794(4) 0.0737(18) Uani 1 1 d . . . . .
H11 H 1.2163 0.3912 1.033 0.088 Uiso 1 1 calc R U . . .
C12 C 1.0361(9) 0.3348(6) 0.9289(4) 0.0784(19) Uani 1 1 d . . . . .
H12 H 0.9383 0.337 0.9485 0.094 Uiso 1 1 calc R U . . .
C13 C 1.0116(7) 0.2984(5) 0.8484(4) 0.0626(16) Uani 1 1 d . . . . .
H13 H 0.8988 0.2764 0.8134 0.075 Uiso 1 1 calc R U . . .
C14 C 1.4718(7) 0.3227(4) 0.8329(3) 0.0495(13) Uani 1 1 d . . . . .
C15 C 1.7359(5) 0.3546(3) 0.5109(3) 0.0314(10) Uani 1 1 d . . . . .
C16 C 1.8321(6) 0.4408(4) 0.5747(3) 0.0369(11) Uani 1 1 d . . . . .
H16 H 1.8872 0.4213 0.6225 0.044 Uiso 1 1 calc R U . . .
C17 C 1.8452(6) 0.5563(4) 0.5665(3) 0.0444(12) Uani 1 1 d . . . . .
H17 H 1.9097 0.6152 0.6087 0.053 Uiso 1 1 calc R U . . .
C18 C 1.7619(7) 0.5834(4) 0.4955(3) 0.0478(13) Uani 1 1 d . . . . .
H18 H 1.7709 0.6606 0.4883 0.057 Uiso 1 1 calc R U . . .
C19 C 1.6651(7) 0.4930(4) 0.4355(3) 0.0464(13) Uani 1 1 d . . . . .
H19 H 1.6058 0.5106 0.3879 0.056 Uiso 1 1 calc R U . . .
C20 C 1.7335(5) 0.2300(3) 0.5152(3) 0.0311(10) Uani 1 1 d . . . . .
C21 C 1.7819(6) 0.1715(4) 0.4560(3) 0.0387(11) Uani 1 1 d . . . . .
H21 H 1.8047 0.2064 0.4119 0.046 Uiso 1 1 calc R U . . .
C22 C 1.7954(6) 0.0606(4) 0.4636(3) 0.0454(13) Uani 1 1 d . . . . .
H22 H 1.83 0.02 0.4255 0.055 Uiso 1 1 calc R U . . .
C23 C 1.7568(7) 0.0118(4) 0.5288(3) 0.0448(12) Uani 1 1 d . . . . .
H23 H 1.7645 -0.0629 0.5352 0.054 Uiso 1 1 calc R U . . .
C24 C 1.7065(7) 0.0734(4) 0.5844(3) 0.0429(12) Uani 1 1 d . . . . .
H24 H 1.6811 0.0393 0.6285 0.051 Uiso 1 1 calc R U . . .
N1 N 1.1703(5) 0.1350(3) 0.2573(2) 0.0446(10) Uani 1 1 d . . . . .
N2 N 1.3942(5) 0.2845(4) 0.7526(2) 0.0466(10) Uani 1 1 d . . . . .
N3 N 1.6518(5) 0.3818(3) 0.4421(2) 0.0367(9) Uani 1 1 d . . . . .
N4 N 1.6930(5) 0.1806(3) 0.5775(2) 0.0321(8) Uani 1 1 d . . . . .
O1 O 1.2537(5) -0.0288(4) 0.1918(3) 0.0722(12) Uani 1 1 d . . . . .
O2 O 1.2592(5) 0.1447(4) 0.1271(2) 0.0744(13) Uani 1 1 d . . . . .
O3 O 0.9690(5) 0.1728(3) 0.3218(2) 0.0680(12) Uani 1 1 d . . . . .
O4 O 1.0910(5) 0.1342(3) 0.6977(2) 0.0624(10) Uani 1 1 d . . . . .
O5 O 1.1285(5) 0.3352(4) 0.6740(2) 0.0740(12) Uani 1 1 d . . . . .
O6 O 1.6273(5) 0.3436(4) 0.8635(2) 0.0695(12) Uani 1 1 d . . . . .
S1 S 1.17876(16) 0.06455(12) 0.17411(8) 0.0465(3) Uani 1 1 d . . . . .
S2 S 1.17475(16) 0.25628(12) 0.72589(8) 0.0458(3) Uani 1 1 d . . . . .
I1 I 1.40319(4) 0.24453(3) 0.34133(2) 0.03988(11) Uani 1 1 d . . . . .
I2 I 1.53815(4) 0.24361(3) 0.67021(2) 0.04007(11) Uani 1 1 d . . . . .
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 0 '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 0.006 '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'
I I -0.4742 1.8119 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 122.5(4) . . ?
C6 C1 S1 128.9(4) . . ?
C2 C1 S1 108.6(3) . . ?
C3 C2 C1 119.4(4) . . ?
C3 C2 C7 127.9(5) . . ?
C1 C2 C7 112.7(4) . . ?
C4 C3 C2 118.1(5) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
C5 C4 C3 120.9(5) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 121.7(5) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C1 C6 C5 117.2(5) . . ?
C1 C6 H6 121.4 . . ?
C5 C6 H6 121.4 . . ?
O3 C7 N1 123.4(5) . . ?
O3 C7 C2 126.2(5) . . ?
N1 C7 C2 110.4(4) . . ?
C13 C8 C9 122.2(5) . . ?
C13 C8 S2 128.2(4) . . ?
C9 C8 S2 109.6(4) . . ?
C8 C9 C10 119.8(5) . . ?
C8 C9 C14 112.9(5) . . ?
C10 C9 C14 127.3(5) . . ?
C11 C10 C9 117.8(5) . . ?
C11 C10 H10 121.1 . . ?
C9 C10 H10 121.1 . . ?
C12 C11 C10 122.5(6) . . ?
C12 C11 H11 118.7 . . ?
C10 C11 H11 118.7 . . ?
C11 C12 C13 120.4(6) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C8 C13 C12 117.3(5) . . ?
C8 C13 H13 121.3 . . ?
C12 C13 H13 121.3 . . ?
O6 C14 N2 124.6(5) . . ?
O6 C14 C9 126.3(5) . . ?
N2 C14 C9 109.1(4) . . ?
N3 C15 C16 120.8(4) . . ?
N3 C15 C20 118.6(4) . . ?
C16 C15 C20 120.5(4) . . ?
C17 C16 C15 119.2(4) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C18 C17 C16 119.5(4) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C19 C18 C17 118.0(4) . . ?
C19 C18 H18 121 . . ?
C17 C18 H18 121 . . ?
N3 C19 C18 123.3(5) . . ?
N3 C19 H19 118.3 . . ?
C18 C19 H19 118.3 . . ?
N4 C20 C21 122.0(4) . . ?
N4 C20 C15 119.1(4) . . ?
C21 C20 C15 118.9(4) . . ?
C22 C21 C20 118.9(5) . . ?
C22 C21 H21 120.5 . . ?
C20 C21 H21 120.5 . . ?
C23 C22 C21 118.4(5) . . ?
C23 C22 H22 120.8 . . ?
C21 C22 H22 120.8 . . ?
C22 C23 C24 119.8(4) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
N4 C24 C23 122.1(4) . . ?
N4 C24 H24 118.9 . . ?
C23 C24 H24 118.9 . . ?
C7 N1 S1 114.4(3) . . ?
C7 N1 I1 122.7(3) . . ?
S1 N1 I1 122.6(2) . . ?
C14 N2 S2 115.0(3) . . ?
C14 N2 I2 123.4(3) . . ?
S2 N2 I2 121.2(2) . . ?
C19 N3 C15 119.1(4) . . ?
C19 N3 I1 113.3(3) . . ?
C15 N3 I1 125.0(3) . . ?
C20 N4 C24 118.7(4) . . ?
C20 N4 I2 127.8(3) . . ?
C24 N4 I2 112.4(3) . . ?
O2 S1 O1 117.0(3) . . ?
O2 S1 N1 110.4(2) . . ?
O1 S1 N1 109.6(2) . . ?
O2 S1 C1 111.2(2) . . ?
O1 S1 C1 112.3(2) . . ?
N1 S1 C1 93.9(2) . . ?
O5 S2 O4 116.5(3) . . ?
O5 S2 N2 109.8(2) . . ?
O4 S2 N2 110.3(2) . . ?
O5 S2 C8 111.5(3) . . ?
O4 S2 C8 113.0(2) . . ?
N2 S2 C8 93.3(2) . . ?
N1 I1 N3 174.18(14) . . ?
N2 I2 N4 175.42(14) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.364(6) . ?
C1 C2 1.392(6) . ?
C1 S1 1.762(5) . ?
C2 C3 1.388(6) . ?
C2 C7 1.475(6) . ?
C3 C4 1.385(7) . ?
C3 H3 0.93 . ?
C4 C5 1.369(7) . ?
C4 H4 0.93 . ?
C5 C6 1.379(7) . ?
C5 H5 0.93 . ?
C6 H6 0.93 . ?
C7 O3 1.218(5) . ?
C7 N1 1.373(6) . ?
C8 C13 1.382(7) . ?
C8 C9 1.388(6) . ?
C8 S2 1.748(5) . ?
C9 C10 1.389(7) . ?
C9 C14 1.481(7) . ?
C10 C11 1.373(8) . ?
C10 H10 0.93 . ?
C11 C12 1.371(8) . ?
C11 H11 0.93 . ?
C12 C13 1.390(8) . ?
C12 H12 0.93 . ?
C13 H13 0.93 . ?
C14 O6 1.194(6) . ?
C14 N2 1.385(6) . ?
C15 N3 1.348(5) . ?
C15 C16 1.385(6) . ?
C15 C20 1.500(6) . ?
C16 C17 1.383(6) . ?
C16 H16 0.93 . ?
C17 C18 1.377(7) . ?
C17 H17 0.93 . ?
C18 C19 1.375(7) . ?
C18 H18 0.93 . ?
C19 N3 1.326(5) . ?
C19 H19 0.93 . ?
C20 N4 1.333(5) . ?
C20 C21 1.388(6) . ?
C21 C22 1.379(6) . ?
C21 H21 0.93 . ?
C22 C23 1.370(7) . ?
C22 H22 0.93 . ?
C23 C24 1.371(7) . ?
C23 H23 0.93 . ?
C24 N4 1.334(5) . ?
C24 H24 0.93 . ?
N1 S1 1.647(4) . ?
N1 I1 2.131(4) . ?
N2 S2 1.654(4) . ?
N2 I2 2.138(4) . ?
N3 I1 2.455(4) . ?
N4 I2 2.439(4) . ?
O1 S1 1.433(4) . ?
O2 S1 1.422(4) . ?
O4 S2 1.433(4) . ?
O5 S2 1.422(4) . ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.7(7) . . . . ?
S1 C1 C2 C3 -178.7(4) . . . . ?
C6 C1 C2 C7 -178.9(4) . . . . ?
S1 C1 C2 C7 1.7(5) . . . . ?
C1 C2 C3 C4 -1.5(7) . . . . ?
C7 C2 C3 C4 178.0(5) . . . . ?
C2 C3 C4 C5 1.6(8) . . . . ?
C3 C4 C5 C6 -0.9(8) . . . . ?
C2 C1 C6 C5 0.2(7) . . . . ?
S1 C1 C6 C5 179.4(4) . . . . ?
C4 C5 C6 C1 -0.1(8) . . . . ?
C3 C2 C7 O3 -0.5(9) . . . . ?
C1 C2 C7 O3 179.1(5) . . . . ?
C3 C2 C7 N1 179.1(5) . . . . ?
C1 C2 C7 N1 -1.4(6) . . . . ?
C13 C8 C9 C10 0.5(8) . . . . ?
S2 C8 C9 C10 179.7(4) . . . . ?
C13 C8 C9 C14 -178.9(5) . . . . ?
S2 C8 C9 C14 0.2(5) . . . . ?
C8 C9 C10 C11 -0.2(8) . . . . ?
C14 C9 C10 C11 179.2(5) . . . . ?
C9 C10 C11 C12 -0.1(10) . . . . ?
C10 C11 C12 C13 0.0(11) . . . . ?
C9 C8 C13 C12 -0.5(8) . . . . ?
S2 C8 C13 C12 -179.5(5) . . . . ?
C11 C12 C13 C8 0.3(10) . . . . ?
C8 C9 C14 O6 -177.9(5) . . . . ?
C10 C9 C14 O6 2.7(9) . . . . ?
C8 C9 C14 N2 0.5(6) . . . . ?
C10 C9 C14 N2 -178.9(5) . . . . ?
N3 C15 C16 C17 -1.7(7) . . . . ?
C20 C15 C16 C17 174.2(4) . . . . ?
C15 C16 C17 C18 0.3(7) . . . . ?
C16 C17 C18 C19 1.3(8) . . . . ?
C17 C18 C19 N3 -1.8(8) . . . . ?
N3 C15 C20 N4 -132.7(4) . . . . ?
C16 C15 C20 N4 51.3(6) . . . . ?
N3 C15 C20 C21 50.3(6) . . . . ?
C16 C15 C20 C21 -125.7(5) . . . . ?
N4 C20 C21 C22 -2.7(7) . . . . ?
C15 C20 C21 C22 174.2(4) . . . . ?
C20 C21 C22 C23 1.4(7) . . . . ?
C21 C22 C23 C24 -0.2(7) . . . . ?
C22 C23 C24 N4 0.2(8) . . . . ?
O3 C7 N1 S1 179.9(4) . . . . ?
C2 C7 N1 S1 0.4(6) . . . . ?
O3 C7 N1 I1 -6.2(7) . . . . ?
C2 C7 N1 I1 174.3(3) . . . . ?
O6 C14 N2 S2 177.4(5) . . . . ?
C9 C14 N2 S2 -1.0(5) . . . . ?
O6 C14 N2 I2 4.9(8) . . . . ?
C9 C14 N2 I2 -173.6(3) . . . . ?
C18 C19 N3 C15 0.5(8) . . . . ?
C18 C19 N3 I1 163.0(4) . . . . ?
C16 C15 N3 C19 1.3(7) . . . . ?
C20 C15 N3 C19 -174.7(4) . . . . ?
C16 C15 N3 I1 -159.0(3) . . . . ?
C20 C15 N3 I1 25.0(5) . . . . ?
C21 C20 N4 C24 2.7(6) . . . . ?
C15 C20 N4 C24 -174.1(4) . . . . ?
C21 C20 N4 I2 -163.9(3) . . . . ?
C15 C20 N4 I2 19.2(5) . . . . ?
C23 C24 N4 C20 -1.5(7) . . . . ?
C23 C24 N4 I2 167.1(4) . . . . ?
C7 N1 S1 O2 114.8(4) . . . . ?
I1 N1 S1 O2 -59.1(3) . . . . ?
C7 N1 S1 O1 -114.9(4) . . . . ?
I1 N1 S1 O1 71.2(3) . . . . ?
C7 N1 S1 C1 0.5(4) . . . . ?
I1 N1 S1 C1 -173.4(3) . . . . ?
C6 C1 S1 O2 65.8(5) . . . . ?
C2 C1 S1 O2 -114.8(4) . . . . ?
C6 C1 S1 O1 -67.5(5) . . . . ?
C2 C1 S1 O1 111.8(4) . . . . ?
C6 C1 S1 N1 179.4(5) . . . . ?
C2 C1 S1 N1 -1.3(4) . . . . ?
C14 N2 S2 O5 115.3(4) . . . . ?
I2 N2 S2 O5 -71.9(3) . . . . ?
C14 N2 S2 O4 -114.9(4) . . . . ?
I2 N2 S2 O4 57.8(3) . . . . ?
C14 N2 S2 C8 1.0(4) . . . . ?
I2 N2 S2 C8 173.8(3) . . . . ?
C13 C8 S2 O5 65.5(6) . . . . ?
C9 C8 S2 O5 -113.5(4) . . . . ?
C13 C8 S2 O4 -67.9(5) . . . . ?
C9 C8 S2 O4 113.0(4) . . . . ?
C13 C8 S2 N2 178.4(5) . . . . ?
C9 C8 S2 N2 -0.7(4) . . . . ?
