#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/22/2222289.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_2222289
loop_
_publ_author_name
'Wu, Yandong'
'Sun, Yichong'
_publ_section_title
2,6-Bis(2-chloroethyl)-8b,8c-diphenylperhydro-2,3a,4a,6,7a,8a-hexaazacyclopenta[def]fluorene-4,8-dithione
_journal_coeditor_code           CV2576
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1715
_journal_paper_doi               10.1107/S1600536809024118
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C24 H26 Cl2 N6 S2'
_chemical_formula_moiety         'C24 H26 Cl2 N6 S2'
_chemical_formula_sum            'C24 H26 Cl2 N6 S2'
_chemical_formula_weight         533.53
_chemical_name_systematic
;
2,6-Bis(2-chloroethyl)-8b,8c-diphenylperhydro-2,3a,4a,6,7a,8a-
hexaazacyclopenta[def]fluorene-4,8-dithione
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 99.5250(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.7566(2)
_cell_length_b                   14.0877(3)
_cell_length_c                   20.8575(5)
_cell_measurement_reflns_used    2851
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      21.65
_cell_measurement_theta_min      2.45
_cell_volume                     2537.52(10)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART 4K CCD area-detector'
_diffrn_measurement_method       'φ and 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  0.0779
_diffrn_reflns_av_sigmaI/netI    0.0736
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16129
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    0.446
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.629
_refine_diff_density_min         -0.508
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4979
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0973
_refine_ls_R_factor_gt           0.0641
_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)+(0.0798P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1440
_refine_ls_wR_factor_ref         0.1637
_reflns_number_gt                3375
_reflns_number_total             4979
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cv2576.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2222289
_cod_database_fobs_code          2222289
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.5265(5) 0.0996(4) 0.4154(2) 0.0757(13) Uani d . 1 . .
H H1A 0.4497 0.0898 0.4434 0.091 Uiso calc R 1 . .
H H1B 0.5458 0.1673 0.4136 0.091 Uiso calc R 1 . .
C C2 0.4639(4) 0.0657(3) 0.34973(18) 0.0501(9) Uani d . 1 . .
H H2A 0.4466 -0.0022 0.3516 0.060 Uiso calc R 1 . .
H H2B 0.3642 0.0956 0.3356 0.060 Uiso calc R 1 . .
C C3 0.5429(3) 0.0178(2) 0.24750(17) 0.0394(8) Uani d . 1 . .
H H3A 0.5366 -0.0461 0.2641 0.047 Uiso calc R 1 . .
H H3B 0.6324 0.0210 0.2257 0.047 Uiso calc R 1 . .
C C4 0.5586(4) 0.1811(2) 0.27789(16) 0.0393(8) Uani d . 1 . .
H H4A 0.6483 0.1925 0.2572 0.047 Uiso calc R 1 . .
H H4B 0.5643 0.2242 0.3145 0.047 Uiso calc R 1 . .
C C5 0.2613(3) -0.0038(2) 0.19965(15) 0.0319(7) Uani d . 1 . .
C C6 0.2848(3) 0.2397(2) 0.24636(15) 0.0314(7) Uani d . 1 . .
C C7 0.3878(3) 0.13561(19) 0.17632(14) 0.0281(7) Uani d . 1 . .
C C8 0.4933(3) 0.1550(2) 0.12701(15) 0.0342(7) Uani d . 1 . .
C C9 0.5363(4) 0.0818(3) 0.08934(17) 0.0493(9) Uani d . 1 . .
H H9 0.5021 0.0203 0.0947 0.059 Uiso calc R 1 . .
C C10 0.6305(5) 0.1006(4) 0.0436(2) 0.0679(13) Uani d . 1 . .
H H10 0.6592 0.0516 0.0182 0.081 Uiso calc R 1 . .
C C11 0.6819(5) 0.1918(4) 0.0354(2) 0.0725(14) Uani d . 1 . .
H H11 0.7445 0.2041 0.0044 0.087 Uiso calc R 1 . .
C C12 0.6409(4) 0.2640(3) 0.0727(2) 0.0670(12) Uani d . 1 . .
H H12 0.6763 0.3253 0.0676 0.080 Uiso calc R 1 . .
C C13 0.5465(4) 0.2455(3) 0.11833(18) 0.0494(9) Uani d . 1 . .
H H13 0.5184 0.2949 0.1436 0.059 Uiso calc R 1 . .
C C14 0.2095(3) 0.14683(19) 0.15257(14) 0.0278(7) Uani d . 1 . .
C C15 0.1585(3) 0.1754(2) 0.08262(15) 0.0336(7) Uani d . 1 . .
C C16 0.1323(4) 0.1075(3) 0.03430(17) 0.0496(9) Uani d . 1 . .
H H16 0.1440 0.0436 0.0450 0.060 Uiso calc R 1 . .
C C17 0.0888(5) 0.1341(3) -0.02984(19) 0.0687(12) Uani d . 1 . .
H H17 0.0719 0.0879 -0.0621 0.082 Uiso calc R 1 . .
C C18 0.0703(5) 0.2282(4) -0.0463(2) 0.0752(14) Uani d . 1 . .
H H18 0.0392 0.2458 -0.0894 0.090 Uiso calc R 1 . .
C C19 0.0978(5) 0.2958(3) 0.0012(2) 0.0714(13) Uani d . 1 . .
H H19 0.0870 0.3597 -0.0098 0.086 Uiso calc R 1 . .
C C20 0.1416(4) 0.2694(3) 0.06534(18) 0.0522(10) Uani d . 1 . .
H H20 0.1599 0.3159 0.0973 0.063 Uiso calc R 1 . .
C C21 -0.0141(3) 0.0516(2) 0.17475(16) 0.0345(7) Uani d . 1 . .
H H21A -0.0784 0.0657 0.1334 0.041 Uiso calc R 1 . .
H H21B -0.0404 -0.0117 0.1876 0.041 Uiso calc R 1 . .
C C22 0.0005(3) 0.2145(2) 0.20563(17) 0.0384(8) Uani d . 1 . .
H H22A -0.0628 0.2341 0.1652 0.046 Uiso calc R 1 . .
H H22B -0.0163 0.2593 0.2391 0.046 Uiso calc R 1 . .
C C23 0.0225(4) 0.0944(2) 0.28981(15) 0.0383(8) Uani d . 1 . .
H H23A 0.0157 0.1485 0.3180 0.046 Uiso calc R 1 . .
H H23B 0.1313 0.0806 0.2906 0.046 Uiso calc R 1 . .
C C24 -0.0531(4) 0.0101(2) 0.31604(17) 0.0429(8) Uani d . 1 . .
H H24A -0.0589 -0.0425 0.2857 0.052 Uiso calc R 1 . .
H H24B -0.1573 0.0262 0.3223 0.052 Uiso calc R 1 . .
Cl Cl1 0.69817(17) 0.04249(16) 0.44949(7) 0.1337(8) Uani d . 1 . .
Cl Cl2 0.06244(11) -0.02216(7) 0.39222(5) 0.0585(3) Uani d . 1 . .
N N1 0.5631(3) 0.08436(18) 0.30145(13) 0.0382(7) Uani d . 1 . .
N N2 0.4172(3) 0.20160(16) 0.23108(12) 0.0304(6) Uani d . 1 . .
N N3 0.4014(3) 0.03855(16) 0.20014(13) 0.0301(6) Uani d . 1 . .
N N4 0.1644(3) 0.21709(16) 0.19809(12) 0.0303(6) Uani d . 1 . .
N N5 0.1496(3) 0.05305(16) 0.16642(12) 0.0289(6) Uani d . 1 . .
N N6 -0.0485(3) 0.11945(18) 0.22321(13) 0.0356(6) Uani d . 1 . .
S S1 0.23332(10) -0.10921(6) 0.23090(5) 0.0516(3) Uani d . 1 . .
S S2 0.27222(11) 0.30702(6) 0.31074(4) 0.0461(3) 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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 Cl1 . . 113.1(3) ?
C2 C1 H1A . . 109.0 ?
Cl1 C1 H1A . . 109.0 ?
C2 C1 H1B . . 109.0 ?
Cl1 C1 H1B . . 109.0 ?
H1A C1 H1B . . 107.8 ?
N1 C2 C1 . . 114.3(3) ?
N1 C2 H2A . . 108.7 ?
C1 C2 H2A . . 108.7 ?
N1 C2 H2B . . 108.7 ?
C1 C2 H2B . . 108.7 ?
H2A C2 H2B . . 107.6 ?
N1 C3 N3 . . 111.8(2) ?
N1 C3 H3A . . 109.3 ?
N3 C3 H3A . . 109.3 ?
N1 C3 H3B . . 109.3 ?
N3 C3 H3B . . 109.3 ?
H3A C3 H3B . . 107.9 ?
N1 C4 N2 . . 112.5(2) ?
N1 C4 H4A . . 109.1 ?
N2 C4 H4A . . 109.1 ?
N1 C4 H4B . . 109.1 ?
N2 C4 H4B . . 109.1 ?
H4A C4 H4B . . 107.8 ?
N5 C5 N3 . . 108.4(2) ?
N5 C5 S1 . . 126.0(2) ?
N3 C5 S1 . . 125.5(2) ?
N2 C6 N4 . . 108.5(3) ?
N2 C6 S2 . . 125.9(2) ?
N4 C6 S2 . . 125.5(2) ?
N3 C7 N2 . . 109.7(2) ?
N3 C7 C8 . . 112.1(2) ?
N2 C7 C8 . . 111.5(2) ?
N3 C7 C14 . . 103.0(2) ?
N2 C7 C14 . . 102.7(2) ?
C8 C7 C14 . . 117.1(2) ?
C13 C8 C9 . . 118.9(3) ?
C13 C8 C7 . . 120.8(3) ?
C9 C8 C7 . . 120.3(3) ?
C10 C9 C8 . . 119.8(4) ?
C10 C9 H9 . . 120.1 ?
C8 C9 H9 . . 120.1 ?
C11 C10 C9 . . 120.4(4) ?
C11 C10 H10 . . 119.8 ?
C9 C10 H10 . . 119.8 ?
C12 C11 C10 . . 120.0(4) ?
C12 C11 H11 . . 120.0 ?
C10 C11 H11 . . 120.0 ?
C11 C12 C13 . . 119.7(4) ?
C11 C12 H12 . . 120.1 ?
C13 C12 H12 . . 120.1 ?
C8 C13 C12 . . 121.2(4) ?
C8 C13 H13 . . 119.4 ?
C12 C13 H13 . . 119.4 ?
N5 C14 N4 . . 109.6(2) ?
N5 C14 C15 . . 111.8(2) ?
N4 C14 C15 . . 112.1(2) ?
N5 C14 C7 . . 102.5(2) ?
N4 C14 C7 . . 102.9(2) ?
C15 C14 C7 . . 117.0(2) ?
C20 C15 C16 . . 118.6(3) ?
C20 C15 C14 . . 120.8(3) ?
C16 C15 C14 . . 120.5(3) ?
C17 C16 C15 . . 120.4(3) ?
C17 C16 H16 . . 119.8 ?
C15 C16 H16 . . 119.8 ?
C18 C17 C16 . . 120.4(4) ?
C18 C17 H17 . . 119.8 ?
C16 C17 H17 . . 119.8 ?
C19 C18 C17 . . 119.6(4) ?
C19 C18 H18 . . 120.2 ?
C17 C18 H18 . . 120.2 ?
C18 C19 C20 . . 120.1(4) ?
C18 C19 H19 . . 120.0 ?
C20 C19 H19 . . 120.0 ?
C15 C20 C19 . . 121.0(4) ?
C15 C20 H20 . . 119.5 ?
C19 C20 H20 . . 119.5 ?
N6 C21 N5 . . 112.9(2) ?
N6 C21 H21A . . 109.0 ?
N5 C21 H21A . . 109.0 ?
N6 C21 H21B . . 109.0 ?
N5 C21 H21B . . 109.0 ?
H21A C21 H21B . . 107.8 ?
N4 C22 N6 . . 112.3(2) ?
N4 C22 H22A . . 109.1 ?
N6 C22 H22A . . 109.1 ?
N4 C22 H22B . . 109.1 ?
N6 C22 H22B . . 109.1 ?
H22A C22 H22B . . 107.9 ?
N6 C23 C24 . . 113.0(3) ?
N6 C23 H23A . . 109.0 ?
C24 C23 H23A . . 109.0 ?
N6 C23 H23B . . 109.0 ?
C24 C23 H23B . . 109.0 ?
H23A C23 H23B . . 107.8 ?
C23 C24 Cl2 . . 107.7(2) ?
C23 C24 H24A . . 110.2 ?
Cl2 C24 H24A . . 110.2 ?
C23 C24 H24B . . 110.2 ?
Cl2 C24 H24B . . 110.2 ?
H24A C24 H24B . . 108.5 ?
C4 N1 C3 . . 110.6(3) ?
C4 N1 C2 . . 114.7(3) ?
C3 N1 C2 . . 114.1(3) ?
C6 N2 C7 . . 112.7(2) ?
C6 N2 C4 . . 125.2(3) ?
C7 N2 C4 . . 114.4(2) ?
C5 N3 C7 . . 112.7(2) ?
C5 N3 C3 . . 124.9(3) ?
C7 N3 C3 . . 115.2(2) ?
C6 N4 C14 . . 112.0(2) ?
C6 N4 C22 . . 125.0(3) ?
C14 N4 C22 . . 115.1(2) ?
C5 N5 C14 . . 112.3(2) ?
C5 N5 C21 . . 124.3(2) ?
C14 N5 C21 . . 115.0(2) ?
C21 N6 C23 . . 113.2(2) ?
C21 N6 C22 . . 108.8(2) ?
C23 N6 C22 . . 111.1(3) ?
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 . 1.469(6) ?
C1 Cl1 . 1.749(4) ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9700 ?
C2 N1 . 1.459(4) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 N1 . 1.453(4) ?
C3 N3 . 1.480(4) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 N1 . 1.447(4) ?
C4 N2 . 1.473(4) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 N5 . 1.362(4) ?
C5 N3 . 1.363(4) ?
C5 S1 . 1.656(3) ?
C6 N2 . 1.362(4) ?
C6 N4 . 1.369(4) ?
C6 S2 . 1.662(3) ?
C7 N3 . 1.453(3) ?
C7 N2 . 1.462(4) ?
C7 C8 . 1.517(4) ?
C7 C14 . 1.565(4) ?
C8 C13 . 1.379(4) ?
C8 C9 . 1.385(4) ?
C9 C10 . 1.386(5) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.381(6) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.364(6) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.384(5) ?
C12 H12 . 0.9300 ?
C13 H13 . 0.9300 ?
C14 N5 . 1.468(3) ?
C14 N4 . 1.470(3) ?
C14 C15 . 1.508(4) ?
C15 C20 . 1.374(4) ?
C15 C16 . 1.381(4) ?
C16 C17 . 1.381(5) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.372(6) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.366(6) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.381(5) ?
C19 H19 . 0.9300 ?
C20 H20 . 0.9300 ?
C21 N6 . 1.458(4) ?
C21 N5 . 1.472(4) ?
C21 H21A . 0.9700 ?
C21 H21B . 0.9700 ?
C22 N4 . 1.470(4) ?
C22 N6 . 1.471(4) ?
C22 H22A . 0.9700 ?
C22 H22B . 0.9700 ?
C23 N6 . 1.468(4) ?
C23 C24 . 1.506(4) ?
C23 H23A . 0.9700 ?
C23 H23B . 0.9700 ?
C24 Cl2 . 1.795(3) ?
C24 H24A . 0.9700 ?
C24 H24B . 0.9700 ?
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
C24 H24B N1 1_455 0.97 2.55 3.485(4) 161.8
C22 H22B S1 2 0.97 2.80 3.607(3) 141.4
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Cl1 C1 C2 N1 . . . . -63.9(4) ?
N3 C7 C8 C13 . . . . -153.4(3) ?
N2 C7 C8 C13 . . . . -29.9(4) ?
C14 C7 C8 C13 . . . . 88.0(4) ?
N3 C7 C8 C9 . . . . 27.4(4) ?
N2 C7 C8 C9 . . . . 150.9(3) ?
C14 C7 C8 C9 . . . . -91.2(3) ?
C13 C8 C9 C10 . . . . -0.4(5) ?
C7 C8 C9 C10 . . . . 178.8(3) ?
C8 C9 C10 C11 . . . . 0.1(6) ?
C9 C10 C11 C12 . . . . 0.4(7) ?
C10 C11 C12 C13 . . . . -0.6(7) ?
C9 C8 C13 C12 . . . . 0.2(5) ?
C7 C8 C13 C12 . . . . -179.0(3) ?
C11 C12 C13 C8 . . . . 0.3(6) ?
N3 C7 C14 N5 . . . . -0.4(3) ?
N2 C7 C14 N5 . . . . -114.4(2) ?
C8 C7 C14 N5 . . . . 123.1(3) ?
N3 C7 C14 N4 . . . . 113.5(2) ?
N2 C7 C14 N4 . . . . -0.6(3) ?
C8 C7 C14 N4 . . . . -123.1(3) ?
N3 C7 C14 C15 . . . . -123.1(3) ?
N2 C7 C14 C15 . . . . 122.9(3) ?
C8 C7 C14 C15 . . . . 0.3(4) ?
N5 C14 C15 C20 . . . . 151.7(3) ?
N4 C14 C15 C20 . . . . 28.1(4) ?
C7 C14 C15 C20 . . . . -90.5(3) ?
N5 C14 C15 C16 . . . . -30.2(4) ?
N4 C14 C15 C16 . . . . -153.9(3) ?
C7 C14 C15 C16 . . . . 87.5(4) ?
C20 C15 C16 C17 . . . . -0.5(5) ?
C14 C15 C16 C17 . . . . -178.6(3) ?
C15 C16 C17 C18 . . . . -0.3(6) ?
C16 C17 C18 C19 . . . . 1.1(7) ?
C17 C18 C19 C20 . . . . -1.0(7) ?
C16 C15 C20 C19 . . . . 0.7(5) ?
C14 C15 C20 C19 . . . . 178.7(3) ?
C18 C19 C20 C15 . . . . 0.1(7) ?
N6 C23 C24 Cl2 . . . . 171.8(2) ?
N2 C4 N1 C3 . . . . 54.4(3) ?
N2 C4 N1 C2 . . . . -76.3(3) ?
N3 C3 N1 C4 . . . . -53.6(3) ?
N3 C3 N1 C2 . . . . 77.5(3) ?
C1 C2 N1 C4 . . . . -77.7(4) ?
C1 C2 N1 C3 . . . . 153.3(3) ?
N4 C6 N2 C7 . . . . -10.6(3) ?
S2 C6 N2 C7 . . . . 172.3(2) ?
N4 C6 N2 C4 . . . . -158.2(3) ?
S2 C6 N2 C4 . . . . 24.7(4) ?
N3 C7 N2 C6 . . . . -102.3(3) ?
C8 C7 N2 C6 . . . . 132.9(3) ?
C14 C7 N2 C6 . . . . 6.7(3) ?
N3 C7 N2 C4 . . . . 48.9(3) ?
C8 C7 N2 C4 . . . . -75.9(3) ?
C14 C7 N2 C4 . . . . 157.9(2) ?
N1 C4 N2 C6 . . . . 93.6(3) ?
N1 C4 N2 C7 . . . . -53.5(3) ?
N5 C5 N3 C7 . . . . 10.2(3) ?
S1 C5 N3 C7 . . . . -172.8(2) ?
N5 C5 N3 C3 . . . . 158.9(3) ?
S1 C5 N3 C3 . . . . -24.0(4) ?
N2 C7 N3 C5 . . . . 103.0(3) ?
C8 C7 N3 C5 . . . . -132.5(3) ?
C14 C7 N3 C5 . . . . -5.8(3) ?
N2 C7 N3 C3 . . . . -48.9(3) ?
C8 C7 N3 C3 . . . . 75.5(3) ?
C14 C7 N3 C3 . . . . -157.8(2) ?
N1 C3 N3 C5 . . . . -95.3(3) ?
N1 C3 N3 C7 . . . . 52.8(3) ?
N2 C6 N4 C14 . . . . 10.1(3) ?
S2 C6 N4 C14 . . . . -172.8(2) ?
N2 C6 N4 C22 . . . . 157.3(2) ?
S2 C6 N4 C22 . . . . -25.5(4) ?
N5 C14 N4 C6 . . . . 102.9(3) ?
C15 C14 N4 C6 . . . . -132.2(3) ?
C7 C14 N4 C6 . . . . -5.6(3) ?
N5 C14 N4 C22 . . . . -47.8(3) ?
C15 C14 N4 C22 . . . . 77.1(3) ?
C7 C14 N4 C22 . . . . -156.4(2) ?
N6 C22 N4 C6 . . . . -92.4(3) ?
N6 C22 N4 C14 . . . . 54.0(3) ?
N3 C5 N5 C14 . . . . -10.4(3) ?
S1 C5 N5 C14 . . . . 172.6(2) ?
N3 C5 N5 C21 . . . . -156.7(3) ?
S1 C5 N5 C21 . . . . 26.3(4) ?
N4 C14 N5 C5 . . . . -102.4(3) ?
C15 C14 N5 C5 . . . . 132.6(3) ?
C7 C14 N5 C5 . . . . 6.5(3) ?
N4 C14 N5 C21 . . . . 47.2(3) ?
C15 C14 N5 C21 . . . . -77.8(3) ?
C7 C14 N5 C21 . . . . 156.1(2) ?
N6 C21 N5 C5 . . . . 92.0(3) ?
N6 C21 N5 C14 . . . . -53.5(3) ?
N5 C21 N6 C23 . . . . -68.8(3) ?
N5 C21 N6 C22 . . . . 55.2(3) ?
C24 C23 N6 C21 . . . . -71.7(3) ?
C24 C23 N6 C22 . . . . 165.6(2) ?
N4 C22 N6 C21 . . . . -55.4(3) ?
N4 C22 N6 C23 . . . . 69.9(3) ?
