#------------------------------------------------------------------------------
#$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2009014.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_2009014
loop_
_publ_author_name
'Linden, A.'
'Moya Argilagos, D.'
'Heimgartner, H.'
'Garc\'ia Trimi\~no, M. I.'
'Mac\'ias Cabrera, A.'
_publ_section_title
;
 `Push--pull' effects in nitroethenamines
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1692
_journal_page_last               1698
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         'C24 H22 N4 O3 S '
_chemical_formula_sum            'C24 H22 N4 O3 S'
_chemical_formula_weight         446.52
_chemical_melting_point          464
_chemical_name_systematic
;S-methyl N-benzoyl-3-(N-methyl-N-phenylamino)-2-nitro-3-
(phenylamino)thioacrylimidate
;
_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'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.922(3)
_cell_length_b                   17.628(3)
_cell_length_c                   10.442(3)
_cell_measurement_reflns_used    22
_cell_measurement_temperature    173.0(10)
_cell_measurement_theta_max      20.0
_cell_measurement_theta_min      17.0
_cell_volume                     2194.5(9)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software (Molecular Structure
Corporation, 1991)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1989)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173.0(10)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku AFC-5R'
_diffrn_measurement_method       '\w/2\q scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode generator'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.016
_diffrn_reflns_av_sigmaI/netI    0.041
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5488
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         2.5
_diffrn_standards_decay_%        insignificant
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.182
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.200
_refine_ls_abs_structure_details ' Flack (1983)'
_refine_ls_abs_structure_Flack   -0.08(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         4327
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.050
_refine_ls_R_factor_gt           0.035
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0329P)^2^+0.5560P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.085
_reflns_number_gt                3764
_reflns_number_total             4327
_reflns_threshold_expression     'I > 2\s(I)'
_[local]_cod_data_source_file    fg1546.cif
_[local]_cod_data_source_block   3a
_[local]_cod_chemical_formula_sum_orig 'C24 H22 N4 O3 S '
_cod_original_cell_volume        2194.3(9)
_cod_database_code               2009014
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
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
S 0.69525(5) 0.59643(4) 0.12569(5) 0.03316(14) Uani d . 1 S
O1 0.82093(13) 0.66659(11) 0.29567(17) 0.0443(5) Uani d . 1 O
O2 0.76535(13) 0.73223(9) 0.46073(15) 0.0340(4) Uani d . 1 O
O3 0.45237(13) 0.54349(8) 0.43581(14) 0.0292(3) Uani d . 1 O
N1 0.49689(14) 0.59041(10) 0.23566(16) 0.0253(4) Uani d . 1 N
N2 0.74603(14) 0.68512(10) 0.37128(19) 0.0287(4) Uani d . 1 N
N3 0.58108(14) 0.64591(9) 0.58275(16) 0.0232(4) Uani d . 1 N
N4 0.47811(14) 0.72424(10) 0.44992(16) 0.0230(4) Uani d . 1 N
H4 0.420(2) 0.7303(14) 0.505(2) 0.042(7) Uiso d . 1 H
C1 0.60013(17) 0.61417(11) 0.25258(19) 0.0231(4) Uani d . 1 C
C2 0.63771(16) 0.65710(11) 0.3604(2) 0.0225(4) Uani d . 1 C
C3 0.56386(16) 0.67718(11) 0.46870(18) 0.0203(4) Uani d . 1 C
C4 0.42465(18) 0.56960(11) 0.3305(2) 0.0249(4) Uani d . 1 C
C5 0.30296(18) 0.57432(11) 0.2943(2) 0.0254(4) Uani d . 1 C
C6 0.26844(19) 0.57503(13) 0.1673(2) 0.0309(5) Uani d . 1 C
H6 0.3225 0.5724 0.1006 0.037 Uiso calc R 1 H
C7 0.1548(2) 0.57960(13) 0.1373(2) 0.0371(6) Uani d . 1 C
H7 0.1315 0.5791 0.0504 0.045 Uiso calc R 1 H
C8 0.0761(2) 0.58479(13) 0.2338(3) 0.0395(6) Uani d . 1 C
H8 -0.0013 0.5886 0.2131 0.047 Uiso calc R 1 H
C9 0.1097(2) 0.58449(14) 0.3603(3) 0.0403(6) Uani d . 1 C
H9 0.0553 0.5887 0.4265 0.048 Uiso calc R 1 H
C10 0.22262(19) 0.57801(13) 0.3913(2) 0.0345(5) Uani d . 1 C
H10 0.2451 0.5761 0.4786 0.041 Uiso calc R 1 H
C11 0.6051(2) 0.54317(16) 0.0194(2) 0.0441(6) Uani d . 1 C
H111 0.5751 0.4989 0.0648 0.066 Uiso calc R 1 H
H112 0.6483 0.5262 -0.0552 0.066 Uiso calc R 1 H
H113 0.5430 0.5755 -0.0091 0.066 Uiso calc R 1 H
C12 0.66034(18) 0.58284(12) 0.5998(2) 0.0310(5) Uani d . 1 C
H121 0.6694 0.5558 0.5184 0.047 Uiso calc R 1 H
H122 0.6314 0.5478 0.6648 0.047 Uiso calc R 1 H
H123 0.7331 0.6028 0.6276 0.047 Uiso calc R 1 H
C13 0.51257(17) 0.66444(11) 0.69278(19) 0.0235(4) Uani d . 1 C
C14 0.41658(19) 0.62303(13) 0.7170(2) 0.0322(5) Uani d . 1 C
H14 0.3928 0.5848 0.6590 0.039 Uiso calc R 1 H
C15 0.3550(2) 0.63802(15) 0.8276(2) 0.0383(6) Uani d . 1 C
H15 0.2889 0.6099 0.8457 0.046 Uiso calc R 1 H
C16 0.3905(2) 0.69397(14) 0.9108(2) 0.0389(6) Uani d . 1 C
H16 0.3482 0.7045 0.9858 0.047 Uiso calc R 1 H
C17 0.4866(2) 0.73474(14) 0.8862(2) 0.0395(6) Uani d . 1 C
H17 0.5108 0.7726 0.9448 0.047 Uiso calc R 1 H
C18 0.5482(2) 0.72077(13) 0.7763(2) 0.0319(5) Uani d . 1 C
H18 0.6140 0.7493 0.7583 0.038 Uiso calc R 1 H
C19 0.46829(17) 0.77435(11) 0.34188(19) 0.0229(4) Uani d . 1 C
C20 0.55295(19) 0.82600(12) 0.3152(2) 0.0300(5) Uani d . 1 C
H20 0.6206 0.8257 0.3633 0.036 Uiso calc R 1 H
C21 0.5373(2) 0.87814(13) 0.2172(3) 0.0377(6) Uani d . 1 C
H21 0.5948 0.9137 0.1980 0.045 Uiso calc R 1 H
C22 0.4391(2) 0.87883(13) 0.1475(2) 0.0366(6) Uani d . 1 C
H22 0.4287 0.9153 0.0816 0.044 Uiso calc R 1 H
C23 0.3560(2) 0.82670(13) 0.1733(2) 0.0320(5) Uani d . 1 C
H23 0.2889 0.8267 0.1242 0.038 Uiso calc R 1 H
C24 0.37018(19) 0.77396(12) 0.2715(2) 0.0275(5) Uani d . 1 C
H24 0.3129 0.7381 0.2899 0.033 Uiso calc R 1 H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S 0.0280(3) 0.0432(3) 0.0282(3) 0.0049(3) 0.0075(2) -0.0064(3)
O1 0.0208(8) 0.0634(12) 0.0488(10) -0.0028(8) 0.0129(8) -0.0122(9)
O2 0.0270(8) 0.0436(9) 0.0312(8) -0.0088(7) -0.0039(7) -0.0064(7)
O3 0.0341(8) 0.0289(8) 0.0246(7) -0.0036(7) -0.0018(7) 0.0002(6)
N1 0.0233(8) 0.0285(9) 0.0240(9) -0.0017(8) 0.0010(7) -0.0020(8)
N2 0.0203(9) 0.0348(9) 0.0310(9) 0.0004(8) 0.0003(8) -0.0002(9)
N3 0.0220(9) 0.0237(8) 0.0239(8) 0.0039(7) -0.0015(7) 0.0009(7)
N4 0.0191(9) 0.0275(9) 0.0224(8) 0.0044(8) 0.0015(7) 0.0024(8)
C1 0.0231(10) 0.0230(10) 0.0232(10) 0.0039(8) 0.0031(9) 0.0004(8)
C2 0.0170(9) 0.0244(9) 0.0262(10) -0.0001(8) 0.0018(8) -0.0006(9)
C3 0.0189(10) 0.0203(9) 0.0218(9) -0.0022(8) -0.0007(8) -0.0027(8)
C4 0.0280(11) 0.0211(9) 0.0254(10) -0.0016(9) -0.0015(9) -0.0062(8)
C5 0.0269(10) 0.0211(9) 0.0283(10) -0.0050(9) 0.0021(9) -0.0019(8)
C6 0.0313(12) 0.0339(11) 0.0276(11) -0.0051(10) 0.0011(10) -0.0039(9)
C7 0.0331(12) 0.0399(13) 0.0384(13) -0.0023(11) -0.0099(11) -0.0045(12)
C8 0.0262(12) 0.0348(13) 0.0576(16) -0.0037(10) -0.0066(12) -0.0057(12)
C9 0.0291(12) 0.0439(14) 0.0478(14) -0.0034(11) 0.0108(11) -0.0040(13)
C10 0.0343(12) 0.0382(12) 0.0309(12) -0.0054(10) 0.0051(10) -0.0001(10)
C11 0.0431(15) 0.0591(16) 0.0300(12) 0.0114(13) -0.0023(11) -0.0162(12)
C12 0.0325(12) 0.0284(11) 0.0321(12) 0.0081(9) -0.0049(10) 0.0015(9)
C13 0.0254(10) 0.0241(10) 0.0210(9) 0.0041(9) -0.0019(9) 0.0021(8)
C14 0.0351(12) 0.0367(12) 0.0250(11) -0.0039(10) -0.0017(10) -0.0001(9)
C15 0.0345(13) 0.0476(14) 0.0329(12) -0.0080(12) 0.0061(11) 0.0057(11)
C16 0.0434(14) 0.0437(13) 0.0296(12) 0.0071(12) 0.0135(11) 0.0019(11)
C17 0.0486(15) 0.0377(13) 0.0322(12) -0.0007(12) 0.0060(12) -0.0108(11)
C18 0.0325(12) 0.0303(11) 0.0331(11) -0.0018(10) 0.0020(10) -0.0034(10)
C19 0.0243(11) 0.0223(9) 0.0221(10) 0.0048(8) 0.0024(8) -0.0006(8)
C20 0.0270(11) 0.0278(11) 0.0351(12) 0.0003(9) -0.0004(10) 0.0019(10)
C21 0.0342(13) 0.0286(11) 0.0504(15) -0.0015(10) 0.0089(12) 0.0113(11)
C22 0.0423(14) 0.0338(12) 0.0337(13) 0.0109(11) 0.0080(11) 0.0118(10)
C23 0.0330(12) 0.0368(12) 0.0261(11) 0.0064(10) -0.0039(10) 0.0008(10)
C24 0.0269(11) 0.0281(10) 0.0273(10) 0.0019(9) 0.0005(9) 0.0016(9)
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 for Crystallography (1992).
Vol.C, Tables 4.2.6.8 and 6.1.1.4
;
H H 0.0000 0.0000
; International Tables for Crystallography (1992).
Vol.C, Tables 4.2.6.8 and 6.1.1.4
;
N N 0.0061 0.0033
; International Tables for Crystallography (1992).
Vol.C, Tables 4.2.6.8 and 6.1.1.4
;
O O 0.0106 0.0060
; International Tables for Crystallography (1992).
Vol.C, Tables 4.2.6.8 and 6.1.1.4
;
S S 0.1246 0.1234
; International Tables for Crystallography (1992).
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
-2 2 2
-1 3 2
2 2 2
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
C1 S C11 99.80(11) ?
C1 N1 C4 125.52(18) yes
O1 N2 O2 120.75(17) ?
O1 N2 C2 121.75(19) ?
O2 N2 C2 117.48(18) ?
C3 N3 C13 122.07(16) ?
C3 N3 C12 121.46(17) ?
C13 N3 C12 115.94(17) ?
C3 N4 C19 124.13(17) ?
C3 N4 H4 124.6(16) ?
C19 N4 H4 111.2(16) ?
N1 C1 C2 124.71(18) yes
N1 C1 S 116.32(15) yes
C2 C1 S 118.82(15) ?
N2 C2 C1 123.03(19) yes
N2 C2 C3 114.03(18) ?
C1 C2 C3 122.93(17) ?
N3 C3 N4 120.63(18) yes
N3 C3 C2 119.68(17) ?
N4 C3 C2 119.65(18) ?
O3 C4 N1 125.3(2) yes
O3 C4 C5 120.16(19) ?
N1 C4 C5 114.39(18) ?
C6 C5 C10 119.3(2) ?
C6 C5 C4 121.82(19) ?
C10 C5 C4 118.9(2) ?
C5 C6 C7 120.2(2) ?
C5 C6 H6 119.9 ?
C7 C6 H6 119.9 ?
C8 C7 C6 120.1(2) ?
C8 C7 H7 120.0 ?
C6 C7 H7 120.0 ?
C7 C8 C9 120.1(2) ?
C7 C8 H8 119.9 ?
C9 C8 H8 119.9 ?
C8 C9 C10 120.3(2) ?
C8 C9 H9 119.9 ?
C10 C9 H9 119.9 ?
C9 C10 C5 120.0(2) ?
C9 C10 H10 120.0 ?
C5 C10 H10 120.0 ?
S C11 H111 109.5 ?
S C11 H112 109.5 ?
H111 C11 H112 109.5 ?
S C11 H113 109.5 ?
H111 C11 H113 109.5 ?
H112 C11 H113 109.5 ?
N3 C12 H121 109.5 ?
N3 C12 H122 109.5 ?
H121 C12 H122 109.5 ?
N3 C12 H123 109.5 ?
H121 C12 H123 109.5 ?
H122 C12 H123 109.5 ?
C14 C13 C18 121.1(2) ?
C14 C13 N3 119.61(19) ?
C18 C13 N3 119.15(19) ?
C13 C14 C15 119.2(2) ?
C13 C14 H14 120.4 ?
C15 C14 H14 120.4 ?
C16 C15 C14 119.7(2) ?
C16 C15 H15 120.2 ?
C14 C15 H15 120.2 ?
C17 C16 C15 120.7(2) ?
C17 C16 H16 119.6 ?
C15 C16 H16 119.6 ?
C16 C17 C18 120.2(2) ?
C16 C17 H17 119.9 ?
C18 C17 H17 119.9 ?
C17 C18 C13 119.0(2) ?
C17 C18 H18 120.5 ?
C13 C18 H18 120.5 ?
C24 C19 C20 120.84(19) ?
C24 C19 N4 118.90(18) ?
C20 C19 N4 120.08(19) ?
C19 C20 C21 119.0(2) ?
C19 C20 H20 120.5 ?
C21 C20 H20 120.5 ?
C22 C21 C20 120.6(2) ?
C22 C21 H21 119.7 ?
C20 C21 H21 119.7 ?
C23 C22 C21 120.1(2) ?
C23 C22 H22 119.9 ?
C21 C22 H22 119.9 ?
C22 C23 C24 120.1(2) ?
C22 C23 H23 120.0 ?
C24 C23 H23 120.0 ?
C19 C24 C23 119.4(2) ?
C19 C24 H24 120.3 ?
C23 C24 H24 120.3 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S C1 1.772(2) yes
S C11 1.808(3) ?
O1 N2 1.236(2) ?
O2 N2 1.271(2) ?
O3 C4 1.237(2) ?
N1 C1 1.312(3) yes
N1 C4 1.363(3) yes
N2 C2 1.387(3) yes
N3 C3 1.328(2) yes
N3 C13 1.447(3) ?
N3 C12 1.470(3) ?
N4 C3 1.331(3) yes
N4 C19 1.438(3) ?
N4 H4 0.91(3) ?
C1 C2 1.429(3) yes
C2 C3 1.476(3) yes
C4 C5 1.502(3) ?
C5 C6 1.388(3) ?
C5 C10 1.396(3) ?
C6 C7 1.393(3) ?
C6 H6 0.9500 ?
C7 C8 1.380(3) ?
C7 H7 0.9500 ?
C8 C9 1.380(4) ?
C8 H8 0.9500 ?
C9 C10 1.390(3) ?
C9 H9 0.9500 ?
C10 H10 0.9500 ?
C11 H111 0.9800 ?
C11 H112 0.9800 ?
C11 H113 0.9800 ?
C12 H121 0.9800 ?
C12 H122 0.9800 ?
C12 H123 0.9800 ?
C13 C14 1.381(3) ?
C13 C18 1.388(3) ?
C14 C15 1.394(3) ?
C14 H14 0.9500 ?
C15 C16 1.380(4) ?
C15 H15 0.9500 ?
C16 C17 1.377(4) ?
C16 H16 0.9500 ?
C17 C18 1.385(3) ?
C17 H17 0.9500 ?
C18 H18 0.9500 ?
C19 C24 1.381(3) ?
C19 C20 1.388(3) ?
C20 C21 1.388(3) ?
C20 H20 0.9500 ?
C21 C22 1.379(3) ?
C21 H21 0.9500 ?
C22 C23 1.378(3) ?
C22 H22 0.9500 ?
C23 C24 1.394(3) ?
C23 H23 0.9500 ?
C24 H24 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
_geom_hbond_publ_flag
N4 H4 O2 3_466 0.91(3) 1.99(3) 2.809(2) 150(2) yes
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
C4 N1 C1 C2 -32.8(3) yes
C4 N1 C1 S 151.79(17) ?
C11 S C1 N1 -3.51(19) ?
C11 S C1 C2 -179.25(17) ?
O1 N2 C2 C1 -9.3(3) ?
O2 N2 C2 C1 169.20(18) ?
O1 N2 C2 C3 172.16(19) yes
O2 N2 C2 C3 -9.4(3) ?
N1 C1 C2 N2 -176.0(2) ?
S C1 C2 N2 -0.7(3) ?
N1 C1 C2 C3 2.4(3) yes
S C1 C2 C3 177.79(15) ?
C13 N3 C3 N4 -3.6(3) ?
C12 N3 C3 N4 167.67(18) ?
C13 N3 C3 C2 178.93(17) yes
C12 N3 C3 C2 -9.8(3) yes
C19 N4 C3 N3 164.19(18) ?
C19 N4 C3 C2 -18.3(3) yes
N2 C2 C3 N3 -70.0(2) yes
C1 C2 C3 N3 111.4(2) yes
N2 C2 C3 N4 112.5(2) yes
C1 C2 C3 N4 -66.1(3) yes
C1 N1 C4 O3 -28.0(3) ?
C1 N1 C4 C5 157.06(19) yes
O3 C4 C5 C6 -155.1(2) ?
N1 C4 C5 C6 20.1(3) yes
O3 C4 C5 C10 24.8(3) ?
N1 C4 C5 C10 -159.97(19) ?
C10 C5 C6 C7 0.2(3) ?
C4 C5 C6 C7 -179.9(2) ?
C5 C6 C7 C8 1.1(4) ?
C6 C7 C8 C9 -0.8(4) ?
C7 C8 C9 C10 -0.8(4) ?
C8 C9 C10 C5 2.1(4) ?
C6 C5 C10 C9 -1.8(3) ?
C4 C5 C10 C9 178.2(2) ?
C3 N3 C13 C14 89.5(2) ?
C12 N3 C13 C14 -82.3(2) ?
C3 N3 C13 C18 -94.3(2) ?
C12 N3 C13 C18 94.0(2) ?
C18 C13 C14 C15 -0.3(3) ?
N3 C13 C14 C15 175.9(2) ?
C13 C14 C15 C16 0.2(3) ?
C14 C15 C16 C17 -0.5(4) ?
C15 C16 C17 C18 0.9(4) ?
C16 C17 C18 C13 -1.0(4) ?
C14 C13 C18 C17 0.7(3) ?
N3 C13 C18 C17 -175.5(2) ?
C3 N4 C19 C24 128.8(2) ?
C3 N4 C19 C20 -55.9(3) ?
C24 C19 C20 C21 0.6(3) ?
N4 C19 C20 C21 -174.51(19) ?
C19 C20 C21 C22 0.2(4) ?
C20 C21 C22 C23 -1.1(4) ?
C21 C22 C23 C24 1.1(4) ?
C20 C19 C24 C23 -0.6(3) ?
N4 C19 C24 C23 174.62(19) ?
C22 C23 C24 C19 -0.3(3) ?