# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2013

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# 
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#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
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#  fide research purposes only. It may contain copyright material
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data_ubql08
#TrackingRef '19045_web_deposit_cif_file_0_ZHIPENGYU_1364683405.ubql08.cif'


_vrf_PLAT301_ubql08              
;
PROBLEM: _G Note: Main Residue Disorder ................... 28 Perc.
RESPONSE: The central ring (CN~4~) is modeled as disordered over the two
possible coplanar orientations (62:38). One of the end rings (S4) is also
modeled as disordered over two coplanar orientations (90:10).
;

_vrf_PLAT860_ubql08              
;
PROBLEM: _G Note: Number of Least-Squares Restraints ....... 12
RESPONSE: The central ring disorder was modeled by refining the occupancies
of the two atomic sites containing a mix of carbon and nitrogen. The two
atoms in each site were constrained to be isopositional and have equivalent
anisotropic displacement parameters. Corresponding bond lengths and angles
in the terminal thiophene disorder were restrained to be similar. Anisotropic
displacement parameters for pairs of proximal atoms were constrained to be
equivalent.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ubql08
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H10 N4 S4'
_chemical_formula_sum            'C17 H10 N4 S4'
_chemical_formula_weight         398.53

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'

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'

_cell_length_a                   14.1335(10)
_cell_length_b                   5.6166(4)
_cell_length_c                   22.0910(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.335(1)
_cell_angle_gamma                90.00
_cell_volume                     1674.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(5)
_cell_measurement_reflns_used    3995
_cell_measurement_theta_min      2.78
_cell_measurement_theta_max      33.74

_exptl_crystal_description       needle
_exptl_crystal_colour            orange-brown
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             816
_exptl_absorpt_coefficient_mu    0.575
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8648
_exptl_absorpt_correction_T_max  0.9342
_exptl_absorpt_process_details   'TWINABS (Sheldrick, 2008)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100.0(5)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD Platform'
_diffrn_measurement_method       'area detector, \w scans per \f'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            70918
_diffrn_reflns_av_R_equivalents  0.0943
_diffrn_reflns_av_sigmaI/netI    0.0566
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         34.97
_reflns_number_total             7326
_reflns_number_gt                5086
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2011)'
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.

The central ring (CN~4~) is modeled as disordered over the two possible
coplanar orientations (62:38). One of the end rings (S4) is also modeled
as disordered over two coplanar orientations (90:10). The central ring
disorder was modeled by refining the occupancies of the two atomic sites
containing a mix of carbon and nitrogen. The two atoms in each site were
constrained to be isopositional and have equivalent anisotropic
displacement parameters. Corresponding bond lengths and angles in the
terminal thiophene disorder were restrained to be similar. Anisotropic
displacement parameters for pairs of proximal atoms were constrained to
be equivalent.

The structure was refined successfully to R1 = 0.054, but with slightly
larger-than-normal peaks of electron density remaining. After the
non-merohedral twin law, [ 0.187 0 -0.594 / 0 -1 0 / -1.625 0 -0.187 ],
a 180 degree rotation about direct lattice [ -2 0 1 ], was determined,
the data were re-integrated, and a new absorption correction was applied.
There were 6638 unique reflections solely in the first component, 6473
unique reflections solely in the second component, and 1858 unique
overlapping reflections. The mass ratio of the two components refined to
88:12.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0564P)^2^+0.6354P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7326
_refine_ls_number_parameters     244
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0828
_refine_ls_R_factor_gt           0.0498
_refine_ls_wR_factor_ref         0.1283
_refine_ls_wR_factor_gt          0.1128
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.58725(3) 0.20502(8) 0.54976(2) 0.01802(9) Uani 1 1 d . A .
S2 S 0.23224(3) 0.17841(8) 0.73102(2) 0.01974(10) Uani 1 1 d . A .
S3 S 0.83982(4) -0.09582(9) 0.50194(2) 0.02547(11) Uani 1 1 d . A .
N1 N 0.45162(12) -0.0633(3) 0.66842(7) 0.0193(3) Uani 1 1 d . . .
N2 N 0.47799(12) 0.0735(3) 0.62689(7) 0.0180(3) Uani 0.619(18) 1 d P A 1
C17 C 0.37978(12) 0.0673(3) 0.67927(8) 0.0188(3) Uani 0.619(18) 1 d P A 1
N2' N 0.37978(12) 0.0673(3) 0.67927(8) 0.0188(3) Uani 0.381(18) 1 d P A 5
C17' C 0.47799(12) 0.0735(3) 0.62689(7) 0.0180(3) Uani 0.381(18) 1 d P A 5
N3 N 0.36391(13) 0.2754(3) 0.64692(8) 0.0241(3) Uani 1 1 d . . .
N4 N 0.42665(13) 0.2777(3) 0.61348(8) 0.0237(3) Uani 1 1 d . A .
C1 C 0.55332(13) 0.0094(3) 0.59941(8) 0.0173(3) Uani 1 1 d . . .
C2 C 0.60563(13) -0.1988(3) 0.60808(8) 0.0190(3) Uani 1 1 d . A .
H2 H 0.5965 -0.3263 0.6341 0.023 Uiso 1 1 calc R . .
C3 C 0.67524(13) -0.2002(3) 0.57333(8) 0.0191(3) Uani 1 1 d . . .
H3 H 0.7183 -0.3303 0.5735 0.023 Uiso 1 1 calc R A .
C4 C 0.67432(13) 0.0052(3) 0.53946(8) 0.0171(3) Uani 1 1 d . A .
C5 C 0.32377(13) -0.0043(3) 0.72026(8) 0.0192(3) Uani 1 1 d . . .
C6 C 0.33153(14) -0.2131(3) 0.75295(9) 0.0205(3) Uani 1 1 d . A .
H6 H 0.3774 -0.3358 0.7521 0.025 Uiso 1 1 calc R . .
C7 C 0.26288(13) -0.2247(3) 0.78829(9) 0.0191(3) Uani 1 1 d . . .
H7 H 0.2580 -0.3567 0.8141 0.023 Uiso 1 1 calc R A .
C8 C 0.20427(13) -0.0263(3) 0.78151(8) 0.0174(3) Uani 1 1 d . A .
C9 C 0.73545(13) 0.0675(3) 0.49943(8) 0.0183(3) Uani 1 1 d . . .
C10 C 0.72354(13) 0.2597(3) 0.45783(8) 0.0198(3) Uani 1 1 d . A .
H10 H 0.6713 0.3726 0.4504 0.024 Uiso 1 1 calc R . .
C11 C 0.80022(15) 0.2645(4) 0.42792(9) 0.0255(4) Uani 1 1 d . . .
H11 H 0.8038 0.3805 0.3974 0.031 Uiso 1 1 calc R A .
C12 C 0.86786(15) 0.0858(4) 0.44759(9) 0.0268(4) Uani 1 1 d D A .
H12 H 0.9239 0.0648 0.4328 0.032 Uiso 1 1 calc R . .
C13 C 0.1259(4) 0.0239(6) 0.8102(3) 0.0170(5) Uani 0.905(2) 1 d PD A 1
C14 C 0.0609(5) 0.2074(10) 0.7999(3) 0.0213(7) Uani 0.905(2) 1 d PD A 1
H14 H 0.0616 0.3349 0.7718 0.026 Uiso 0.905(2) 1 calc PR A 1
C15 C -0.0083(2) 0.1925(4) 0.83478(17) 0.0219(5) Uani 0.905(2) 1 d PD A 1
H15 H -0.0590 0.3062 0.8325 0.026 Uiso 0.905(2) 1 calc PR A 1
C16 C 0.00693(19) -0.0058(5) 0.87213(13) 0.0234(5) Uani 0.905(2) 1 d PD A 1
H16 H -0.0320 -0.0465 0.8990 0.028 Uiso 0.905(2) 1 calc PR A 1
S4 S 0.10422(6) -0.17283(13) 0.86494(4) 0.02171(15) Uani 0.905(2) 1 d PD A 1
C13' C 0.127(4) -0.010(7) 0.810(3) 0.0170(5) Uani 0.095(2) 1 d PD A 5
C14' C 0.108(3) -0.141(6) 0.8556(18) 0.02171(15) Uani 0.095(2) 1 d PD A 5
H14' H 0.1466 -0.2741 0.8749 0.026 Uiso 0.095(2) 1 calc PR A 5
C15' C 0.025(2) -0.058(5) 0.8720(14) 0.0234(5) Uani 0.095(2) 1 d PD A 5
H15' H -0.0006 -0.1313 0.9026 0.028 Uiso 0.095(2) 1 calc PR A 5
C16' C -0.014(2) 0.140(5) 0.8385(19) 0.0219(5) Uani 0.095(2) 1 d PD A 5
H16' H -0.0730 0.2134 0.8407 0.026 Uiso 0.095(2) 1 calc PR A 5
S4' S 0.0553(15) 0.244(3) 0.7917(9) 0.0213(7) Uani 0.095(2) 1 d PD A 5

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0199(2) 0.01419(18) 0.01978(19) 0.00110(15) 0.00554(15) 0.00123(15)
S2 0.0223(2) 0.01523(19) 0.0227(2) 0.00199(15) 0.00822(16) 0.00280(16)
S3 0.0253(2) 0.0257(2) 0.0265(2) 0.00337(19) 0.00935(18) 0.00598(19)
N1 0.0192(7) 0.0175(7) 0.0205(7) 0.0014(5) 0.0049(5) 0.0003(6)
N2 0.0185(7) 0.0167(7) 0.0182(7) 0.0003(6) 0.0043(5) 0.0003(6)
C17 0.0193(7) 0.0167(7) 0.0207(7) 0.0004(6) 0.0062(6) 0.0008(6)
N2' 0.0193(7) 0.0167(7) 0.0207(7) 0.0004(6) 0.0062(6) 0.0008(6)
C17' 0.0185(7) 0.0167(7) 0.0182(7) 0.0003(6) 0.0043(5) 0.0003(6)
N3 0.0272(8) 0.0197(7) 0.0280(8) 0.0047(6) 0.0120(7) 0.0035(6)
N4 0.0280(8) 0.0181(7) 0.0273(8) 0.0036(6) 0.0118(6) 0.0053(6)
C1 0.0174(7) 0.0164(7) 0.0172(7) -0.0005(6) 0.0037(6) -0.0013(6)
C2 0.0203(8) 0.0158(7) 0.0197(7) 0.0010(6) 0.0040(6) -0.0006(6)
C3 0.0198(8) 0.0157(8) 0.0206(8) 0.0022(6) 0.0040(6) 0.0020(6)
C4 0.0156(7) 0.0167(7) 0.0174(7) -0.0005(6) 0.0026(6) 0.0007(6)
C5 0.0189(8) 0.0188(8) 0.0199(7) -0.0006(6) 0.0058(6) 0.0021(6)
C6 0.0218(8) 0.0166(8) 0.0228(8) 0.0014(6) 0.0062(6) 0.0036(6)
C7 0.0193(8) 0.0164(8) 0.0211(8) 0.0019(6) 0.0053(6) 0.0020(6)
C8 0.0174(7) 0.0159(7) 0.0176(7) 0.0006(6) 0.0031(6) -0.0001(6)
C9 0.0166(7) 0.0181(8) 0.0187(7) -0.0020(6) 0.0028(6) 0.0000(6)
C10 0.0181(8) 0.0218(8) 0.0186(7) 0.0024(6) 0.0042(6) -0.0024(6)
C11 0.0272(9) 0.0256(9) 0.0243(9) 0.0034(7) 0.0088(7) -0.0026(8)
C12 0.0250(9) 0.0319(11) 0.0256(9) 0.0021(8) 0.0107(7) 0.0013(8)
C13 0.0179(7) 0.0139(14) 0.0181(7) -0.0001(12) 0.0036(6) 0.0000(11)
C14 0.0237(12) 0.019(2) 0.020(2) 0.0025(11) 0.0043(14) 0.0047(14)
C15 0.0226(9) 0.0205(14) 0.0222(9) -0.0016(11) 0.0063(7) 0.0051(11)
C16 0.0213(12) 0.0273(13) 0.0232(9) 0.0006(9) 0.0091(9) 0.0049(8)
S4 0.0234(3) 0.0193(3) 0.0234(4) 0.0050(2) 0.0084(2) 0.0027(2)
C13' 0.0179(7) 0.0139(14) 0.0181(7) -0.0001(12) 0.0036(6) 0.0000(11)
C14' 0.0234(3) 0.0193(3) 0.0234(4) 0.0050(2) 0.0084(2) 0.0027(2)
C15' 0.0213(12) 0.0273(13) 0.0232(9) 0.0006(9) 0.0091(9) 0.0049(8)
C16' 0.0226(9) 0.0205(14) 0.0222(9) -0.0016(11) 0.0063(7) 0.0051(11)
S4' 0.0237(12) 0.019(2) 0.020(2) 0.0025(11) 0.0043(14) 0.0047(14)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
S1 C1 1.7185(18) . ?
S1 C4 1.7301(18) . ?
S2 C5 1.7222(18) . ?
S2 C8 1.7278(18) . ?
S3 C12 1.710(2) . ?
S3 C9 1.7237(18) . ?
N1 C17 1.331(2) . ?
N1 N2 1.332(2) . ?
N2 N4 1.342(2) . ?
N2 C1 1.420(2) . ?
C17 N3 1.353(2) . ?
C17 C5 1.427(2) . ?
N3 N4 1.312(2) . ?
C1 C2 1.367(2) . ?
C2 C3 1.417(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.373(2) . ?
C3 H3 0.9500 . ?
C4 C9 1.451(3) . ?
C5 C6 1.365(3) . ?
C6 C7 1.416(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.370(2) . ?
C7 H7 0.9500 . ?
C8 C13' 1.418(10) . ?
C8 C13 1.458(3) . ?
C9 C10 1.395(3) . ?
C10 C11 1.428(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.365(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.354(5) . ?
C13 S4 1.732(3) . ?
C14 C15 1.417(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.364(3) . ?
C15 H15 0.9500 . ?
C16 S4 1.711(2) . ?
C16 H16 0.9500 . ?
C13' C14' 1.338(17) . ?
C13' S4' 1.727(10) . ?
C14' C15' 1.405(19) . ?
C14' H14' 0.9500 . ?
C15' C16' 1.356(17) . ?
C15' H15' 0.9500 . ?
C16' S4' 1.723(18) . ?
C16' H16' 0.9500 . ?

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
C1 S1 C4 90.80(9) . . ?
C5 S2 C8 91.05(9) . . ?
C12 S3 C9 92.02(10) . . ?
C17 N1 N2 101.00(15) . . ?
N1 N2 N4 113.65(15) . . ?
N1 N2 C1 123.18(15) . . ?
N4 N2 C1 123.17(16) . . ?
N1 C17 N3 113.34(16) . . ?
N1 C17 C5 123.79(16) . . ?
N3 C17 C5 122.86(16) . . ?
N4 N3 C17 105.79(16) . . ?
N3 N4 N2 106.20(15) . . ?
C2 C1 N2 126.90(17) . . ?
C2 C1 S1 113.23(14) . . ?
N2 C1 S1 119.88(13) . . ?
C1 C2 C3 111.28(16) . . ?
C1 C2 H2 124.4 . . ?
C3 C2 H2 124.4 . . ?
C4 C3 C2 113.29(16) . . ?
C4 C3 H3 123.4 . . ?
C2 C3 H3 123.4 . . ?
C3 C4 C9 128.61(17) . . ?
C3 C4 S1 111.41(14) . . ?
C9 C4 S1 119.98(13) . . ?
C6 C5 C17 127.29(17) . . ?
C6 C5 S2 112.60(14) . . ?
C17 C5 S2 120.09(14) . . ?
C5 C6 C7 111.76(17) . . ?
C5 C6 H6 124.1 . . ?
C7 C6 H6 124.1 . . ?
C8 C7 C6 113.19(17) . . ?
C8 C7 H7 123.4 . . ?
C6 C7 H7 123.4 . . ?
C7 C8 C13' 121.7(8) . . ?
C7 C8 C13 128.55(18) . . ?
C7 C8 S2 111.38(14) . . ?
C13' C8 S2 126.7(8) . . ?
C13 C8 S2 120.06(15) . . ?
C10 C9 C4 127.66(17) . . ?
C10 C9 S3 111.54(14) . . ?
C4 C9 S3 120.75(13) . . ?
C9 C10 C11 111.11(17) . . ?
C9 C10 H10 124.4 . . ?
C11 C10 H10 124.4 . . ?
C12 C11 C10 113.27(18) . . ?
C12 C11 H11 123.4 . . ?
C10 C11 H11 123.4 . . ?
C11 C12 S3 112.06(16) . . ?
C11 C12 H12 124.0 . . ?
S3 C12 H12 124.0 . . ?
C14 C13 C8 129.8(4) . . ?
C14 C13 S4 110.5(3) . . ?
C8 C13 S4 119.67(19) . . ?
C13 C14 C15 114.0(3) . . ?
C13 C14 H14 123.0 . . ?
C15 C14 H14 123.0 . . ?
C16 C15 C14 111.5(3) . . ?
C16 C15 H15 124.2 . . ?
C14 C15 H15 124.2 . . ?
C15 C16 S4 112.2(2) . . ?
C15 C16 H16 123.9 . . ?
S4 C16 H16 123.9 . . ?
C16 S4 C13 91.67(12) . . ?
C14' C13' C8 131(2) . . ?
C14' C13' S4' 113.3(12) . . ?
C8 C13' S4' 115.2(13) . . ?
C13' C14' C15' 112.4(17) . . ?
C13' C14' H14' 123.8 . . ?
C15' C14' H14' 123.8 . . ?
C16' C15' C14' 111.2(18) . . ?
C16' C15' H15' 124.4 . . ?
C14' C15' H15' 124.4 . . ?
C15' C16' S4' 113.5(16) . . ?
C15' C16' H16' 123.2 . . ?
S4' C16' H16' 123.2 . . ?
C16' S4' C13' 88.5(9) . . ?

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
C17 N1 N2 N4 0.80(19) . . . . ?
C17 N1 N2 C1 -179.21(16) . . . . ?
N2 N1 C17 N3 -1.0(2) . . . . ?
N2 N1 C17 C5 178.33(17) . . . . ?
N1 C17 N3 N4 0.8(2) . . . . ?
C5 C17 N3 N4 -178.49(17) . . . . ?
C17 N3 N4 N2 -0.3(2) . . . . ?
N1 N2 N4 N3 -0.3(2) . . . . ?
C1 N2 N4 N3 179.66(17) . . . . ?
N1 N2 C1 C2 3.4(3) . . . . ?
N4 N2 C1 C2 -176.64(17) . . . . ?
N1 N2 C1 S1 -176.25(13) . . . . ?
N4 N2 C1 S1 3.7(2) . . . . ?
C4 S1 C1 C2 0.08(14) . . . . ?
C4 S1 C1 N2 179.75(14) . . . . ?
N2 C1 C2 C3 -179.75(17) . . . . ?
S1 C1 C2 C3 -0.1(2) . . . . ?
C1 C2 C3 C4 0.1(2) . . . . ?
C2 C3 C4 C9 179.25(17) . . . . ?
C2 C3 C4 S1 0.0(2) . . . . ?
C1 S1 C4 C3 -0.03(14) . . . . ?
C1 S1 C4 C9 -179.37(15) . . . . ?
N1 C17 C5 C6 -1.9(3) . . . . ?
N3 C17 C5 C6 177.39(18) . . . . ?
N1 C17 C5 S2 -179.99(14) . . . . ?
N3 C17 C5 S2 -0.7(3) . . . . ?
C8 S2 C5 C6 0.87(15) . . . . ?
C8 S2 C5 C17 179.26(15) . . . . ?
C17 C5 C6 C7 -179.12(18) . . . . ?
S2 C5 C6 C7 -0.9(2) . . . . ?
C5 C6 C7 C8 0.4(2) . . . . ?
C6 C7 C8 C13' 176(4) . . . . ?
C6 C7 C8 C13 179.7(4) . . . . ?
C6 C7 C8 S2 0.3(2) . . . . ?
C5 S2 C8 C7 -0.65(14) . . . . ?
C5 S2 C8 C13' -176(4) . . . . ?
C5 S2 C8 C13 179.9(4) . . . . ?
C3 C4 C9 C10 169.21(18) . . . . ?
S1 C4 C9 C10 -11.6(3) . . . . ?
C3 C4 C9 S3 -13.7(3) . . . . ?
S1 C4 C9 S3 165.56(10) . . . . ?
C12 S3 C9 C10 -0.62(15) . . . . ?
C12 S3 C9 C4 -178.19(16) . . . . ?
C4 C9 C10 C11 178.56(18) . . . . ?
S3 C9 C10 C11 1.2(2) . . . . ?
C9 C10 C11 C12 -1.4(3) . . . . ?
C10 C11 C12 S3 0.9(2) . . . . ?
C9 S3 C12 C11 -0.16(17) . . . . ?
C7 C8 C13 C14 -173.2(6) . . . . ?
S2 C8 C13 C14 6.2(9) . . . . ?
C7 C8 C13 S4 5.1(7) . . . . ?
S2 C8 C13 S4 -175.5(3) . . . . ?
C8 C13 C14 C15 177.5(6) . . . . ?
S4 C13 C14 C15 -0.9(8) . . . . ?
C13 C14 C15 C16 0.7(8) . . . . ?
C14 C15 C16 S4 -0.1(5) . . . . ?
C15 C16 S4 C13 -0.4(3) . . . . ?
C14 C13 S4 C16 0.7(6) . . . . ?
C8 C13 S4 C16 -177.9(5) . . . . ?
C7 C8 C13' C14' 16(10) . . . . ?
S2 C8 C13' C14' -169(6) . . . . ?
C7 C8 C13' S4' -176(3) . . . . ?
S2 C8 C13' S4' -1(7) . . . . ?
C8 C13' C14' C15' 177(6) . . . . ?
S4' C13' C14' C15' 9(7) . . . . ?
C13' C14' C15' C16' -2(6) . . . . ?
C14' C15' C16' S4' -5(5) . . . . ?
C15' C16' S4' C13' 8(4) . . . . ?
C14' C13' S4' C16' -10(6) . . . . ?
C8 C13' S4' C16' 180(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        34.97
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.602
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.095
_database_code_depnum_ccdc_archive 'CCDC 931876'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_ubql09
#TrackingRef '19046_web_deposit_cif_file_1_ZHIPENGYU_1364683405.ubql09.cif'


_vrf_PLAT420_ubql09              
;
PROBLEM: _C D-H Without Acceptor *N3 - *H6 ... ?
D-H Without Acceptor *N4 - *H7 ... ?
RESPONSE: These are not donors (no H atoms are attached to the nitrogens).
;

_vrf_PLAT007_ubql09              
;
PROBLEM: _G Note: Number of Unrefined D-H Atoms ............ 2
RESPONSE: See above.
;

_vrf_PLAT301_ubql09              
;
PROBLEM: _G Note: Main Residue Disorder ................... 100 Perc.
RESPONSE: The inner thiophene ring and the CN~4~ ring are modeled as
disordered with each other across a crystallographic inversion center
(50:50). The outer thiophene ring is modeled as disordered over the two
coplanar orientations (83:17).
;

_vrf_PLAT860_ubql09              
;
PROBLEM: _G Note: Number of Least-Squares Restraints ....... 18
RESPONSE: For the inner thiophene/CN~4~ ring disorder, corresponding bond
lengths and angles in each type of ring were restrained to be similar to
the same in the opposite direction around each ring (e.g., S2-C5-C6-C7-C8
bond lengths and angles were restrained to be the same as those of
S2-C8-C7-C6-C5, in that respective order). Anisotropic displacement
parameters for spatially close atoms from the different overlapped rings
(due to symmetry) were constrained to be equivalent. Corresponding bond
lengths and angles in the outer thiophene ring disorder (S1, C1-C4) were
restrained to be similar, and anisotropic displacement parameters for
proximal atoms from the two orientations were constrained to be equivalent.
Atoms C1 and C1' were constrained to be isopositional.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ubql09
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H8 N4 S3'
_chemical_formula_sum            'C13 H8 N4 S3'
_chemical_formula_weight         316.41

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   5.7210(6)
_cell_length_b                   6.5534(7)
_cell_length_c                   17.6873(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.855(2)
_cell_angle_gamma                90.00
_cell_volume                     662.78(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.0(5)
_cell_measurement_reflns_used    4044
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      37.32

_exptl_crystal_description       block
_exptl_crystal_colour            yellow-green
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.585
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             324
_exptl_absorpt_coefficient_mu    0.552
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8432
_exptl_absorpt_correction_T_max  0.8789
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100.0(5)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD Platform'
_diffrn_measurement_method       'area detector, \w scans per \f'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23455
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_sigmaI/netI    0.0226
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.30
_diffrn_reflns_theta_max         37.78
_reflns_number_total             3539
_reflns_number_gt                2736
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2011)'
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.

The inner thiophene ring and the CN~4~ ring are modeled as disordered with
each other across a crystallographic inversion center (50:50). The outer
thiophene ring is modeled as disordered over the two coplanar orientations
(83:17). For the inner thiophene/CN~4~ ring disorder, corresponding bond
lengths and angles in each type of ring were restrained to be similar to
the same in the opposite direction around each ring (e.g., S2-C5-C6-C7-C8
bond lengths and angles were restrained to be the same as those of
S2-C8-C7-C6-C5, in that respective order). Anisotropic displacement
parameters for spatially close atoms from the different overlapped rings
(due to symmetry) were constrained to be equivalent. Corresponding bond
lengths and angles in the outer thiophene ring disorder (S1, C1-C4) were
restrained to be similar, and anisotropic displacement parameters for
proximal atoms from the two orientations were constrained to be equivalent.
Atoms C1 and C1' were constrained to be isopositional.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0502P)^2^+0.0892P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3539
_refine_ls_number_parameters     119
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.1025
_refine_ls_wR_factor_gt          0.0951
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.59468(5) 0.32742(7) 0.19731(2) 0.03210(10) Uani 0.8306(13) 1 d PD A 1
C1 C 0.42532(13) 0.44695(12) 0.13009(4) 0.02259(14) Uani 0.8306(13) 1 d PD A 1
C2 C 0.2171(5) 0.3431(7) 0.1168(2) 0.0274(4) Uani 0.8306(13) 1 d PD A 1
H2 H 0.1004 0.3855 0.0807 0.033 Uiso 0.8306(13) 1 calc PR A 1
C3 C 0.1966(5) 0.1677(4) 0.1624(2) 0.0296(3) Uani 0.8306(13) 1 d PD A 1
H3 H 0.0633 0.0812 0.1617 0.036 Uiso 0.8306(13) 1 calc PR A 1
C4 C 0.3912(6) 0.1371(4) 0.20759(19) 0.0304(4) Uani 0.8306(13) 1 d PD A 1
H4 H 0.4119 0.0241 0.2408 0.037 Uiso 0.8306(13) 1 calc PR A 1
S1' S 0.1726(7) 0.3391(9) 0.1062(3) 0.0274(4) Uani 0.1694(13) 1 d PD A 5
C1' C 0.42532(13) 0.44695(12) 0.13009(4) 0.02259(14) Uani 0.1694(13) 1 d PD A 5
C2' C 0.5431(14) 0.3279(16) 0.1890(6) 0.03210(10) Uani 0.1694(13) 1 d PD A 5
H2' H 0.6962 0.3572 0.2085 0.039 Uiso 0.1694(13) 1 calc PR A 5
C3' C 0.408(3) 0.166(3) 0.2142(11) 0.0304(4) Uani 0.1694(13) 1 d PD A 5
H3' H 0.4422 0.0838 0.2576 0.037 Uiso 0.1694(13) 1 calc PR A 5
C4' C 0.221(3) 0.144(3) 0.1672(12) 0.0296(3) Uani 0.1694(13) 1 d PD A 5
H4' H 0.1228 0.0275 0.1681 0.036 Uiso 0.1694(13) 1 calc PR A 5
S2 S 0.30870(7) 0.76593(6) 0.02946(2) 0.02142(8) Uani 0.50 1 d PD A 1
C5 C 0.5149(3) 0.9499(3) 0.01394(10) 0.02059(19) Uani 0.50 1 d PD . 1
C6 C 0.7196(5) 0.9206(4) 0.05402(14) 0.0256(3) Uani 0.50 1 d PD A 1
H6 H 0.8521 1.0076 0.0522 0.031 Uiso 0.50 1 calc PR A 1
C7 C 0.7071(10) 0.7413(8) 0.0990(3) 0.0272(5) Uani 0.50 1 d PD A 1
H7 H 0.8317 0.6964 0.1317 0.033 Uiso 0.50 1 calc PR A 1
C8 C 0.497(3) 0.638(3) 0.0907(11) 0.0200(9) Uani 0.50 1 d PD A 1
N1 N 0.3868(3) 0.7369(2) 0.04897(9) 0.02142(8) Uani 0.50 1 d PD A 5
N2 N 0.5341(3) 0.8900(2) 0.03612(9) 0.02059(19) Uani 0.50 1 d PD . 5
N3 N 0.7355(4) 0.8775(3) 0.07510(12) 0.0256(3) Uani 0.50 1 d PD A 5
N4 N 0.7239(8) 0.7103(7) 0.1153(2) 0.0272(5) Uani 0.50 1 d PD A 5
C9 C 0.510(3) 0.629(3) 0.1001(11) 0.0200(9) Uani 0.50 1 d PD A 5

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.02099(15) 0.04030(16) 0.03470(18) 0.00982(11) -0.00367(12) 0.00012(13)
C1 0.0205(3) 0.0245(3) 0.0229(3) -0.0030(3) 0.0016(2) 0.0002(2)
C2 0.0257(12) 0.0274(3) 0.0288(11) 0.0021(6) -0.0022(7) -0.0008(8)
C3 0.0238(8) 0.0291(9) 0.0360(7) 0.0016(6) 0.0022(6) -0.0007(6)
C4 0.0288(7) 0.0300(10) 0.0327(8) 0.0071(7) 0.0025(5) 0.0021(6)
S1' 0.0257(12) 0.0274(3) 0.0288(11) 0.0021(6) -0.0022(7) -0.0008(8)
C1' 0.0205(3) 0.0245(3) 0.0229(3) -0.0030(3) 0.0016(2) 0.0002(2)
C2' 0.02099(15) 0.04030(16) 0.03470(18) 0.00982(11) -0.00367(12) 0.00012(13)
C3' 0.0288(7) 0.0300(10) 0.0327(8) 0.0071(7) 0.0025(5) 0.0021(6)
C4' 0.0238(8) 0.0291(9) 0.0360(7) 0.0016(6) 0.0022(6) -0.0007(6)
S2 0.01724(16) 0.02130(16) 0.02565(19) -0.00082(13) -0.00045(12) -0.00166(12)
C5 0.0183(4) 0.0210(6) 0.0224(7) -0.0014(3) 0.0001(4) -0.0015(4)
C6 0.0190(4) 0.0261(9) 0.0315(11) 0.0011(6) -0.0043(6) -0.0014(5)
C7 0.0200(7) 0.0270(14) 0.0343(17) 0.0004(9) -0.0044(10) -0.0010(8)
C8 0.0183(13) 0.0232(14) 0.019(4) -0.0026(18) -0.0010(10) -0.0003(12)
N1 0.01724(16) 0.02130(16) 0.02565(19) -0.00082(13) -0.00045(12) -0.00166(12)
N2 0.0183(4) 0.0210(6) 0.0224(7) -0.0014(3) 0.0001(4) -0.0015(4)
N3 0.0190(4) 0.0261(9) 0.0315(11) 0.0011(6) -0.0043(6) -0.0014(5)
N4 0.0200(7) 0.0270(14) 0.0343(17) 0.0004(9) -0.0044(10) -0.0010(8)
C9 0.0183(13) 0.0232(14) 0.019(4) -0.0026(18) -0.0010(10) -0.0003(12)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
S1 C1 1.7004(9) . ?
S1 C4 1.720(2) . ?
C1 C2 1.385(3) . ?
C1 C8 1.498(17) . ?
C2 C3 1.411(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.364(3) . ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
S1' C4' 1.690(14) . ?
C2' C3' 1.398(15) . ?
C2' H2' 0.9500 . ?
C3' C4' 1.338(15) . ?
C3' H3' 0.9500 . ?
C4' H4' 0.9500 . ?
S2 C5 1.7149(18) . ?
S2 C8 1.718(11) . ?
C5 C6 1.363(3) . ?
C5 N2 1.395(3) 3_675 ?
C6 C7 1.422(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.384(13) . ?
C7 H7 0.9500 . ?
N1 C9 1.331(12) . ?
N1 N2 1.335(2) . ?
N2 N3 1.326(3) . ?
N2 C5 1.395(3) 3_675 ?
N3 N4 1.309(4) . ?
N4 C9 1.350(12) . ?

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
C1 S1 C4 92.05(11) . . ?
C2 C1 C8 125.3(4) . . ?
C2 C1 S1 111.08(17) . . ?
C8 C1 S1 123.6(4) . . ?
C1 C2 C3 113.0(2) . . ?
C1 C2 H2 123.5 . . ?
C3 C2 H2 123.5 . . ?
C4 C3 C2 111.9(3) . . ?
C4 C3 H3 124.0 . . ?
C2 C3 H3 124.0 . . ?
C3 C4 S1 112.0(2) . . ?
C3 C4 H4 124.0 . . ?
S1 C4 H4 124.0 . . ?
C3' C2' H2' 123.6 . . ?
C4' C3' C2' 108.7(15) . . ?
C4' C3' H3' 125.7 . . ?
C2' C3' H3' 125.7 . . ?
C3' C4' S1' 115.4(14) . . ?
C3' C4' H4' 122.3 . . ?
S1' C4' H4' 122.3 . . ?
C5 S2 C8 91.3(5) . . ?
C6 C5 N2 125.99(16) . 3_675 ?
C6 C5 S2 113.68(15) . . ?
N2 C5 S2 120.33(11) 3_675 . ?
C5 C6 C7 110.5(3) . . ?
C5 C6 H6 124.8 . . ?
C7 C6 H6 124.8 . . ?
C8 C7 C6 113.7(6) . . ?
C8 C7 H7 123.1 . . ?
C6 C7 H7 123.1 . . ?
C7 C8 C1 127.4(7) . . ?
C7 C8 S2 110.8(10) . . ?
C1 C8 S2 121.7(8) . . ?
C9 N1 N2 100.9(7) . . ?
N3 N2 N1 114.08(16) . . ?
N3 N2 C5 121.98(14) . 3_675 ?
N1 N2 C5 123.94(13) . 3_675 ?
N4 N3 N2 106.0(3) . . ?
N3 N4 C9 106.4(7) . . ?
N1 C9 N4 112.6(12) . . ?

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
C4 S1 C1 C2 0.5(2) . . . . ?
C4 S1 C1 C8 -178.9(12) . . . . ?
C8 C1 C2 C3 -179.9(13) . . . . ?
S1 C1 C2 C3 0.7(4) . . . . ?
C1 C2 C3 C4 -2.0(5) . . . . ?
C2 C3 C4 S1 2.4(5) . . . . ?
C1 S1 C4 C3 -1.7(3) . . . . ?
C2' C3' C4' S1' -12(3) . . . . ?
C8 S2 C5 C6 -0.9(9) . . . . ?
C8 S2 C5 N2 178.9(9) . . . 3_675 ?
N2 C5 C6 C7 -179.7(3) 3_675 . . . ?
S2 C5 C6 C7 0.0(4) . . . . ?
C5 C6 C7 C8 1.2(14) . . . . ?
C6 C7 C8 C1 -179.3(17) . . . . ?
C6 C7 C8 S2 -1.9(19) . . . . ?
C2 C1 C8 C7 -176.2(15) . . . . ?
S1 C1 C8 C7 3(3) . . . . ?
C2 C1 C8 S2 7(2) . . . . ?
S1 C1 C8 S2 -174.0(10) . . . . ?
C5 S2 C8 C7 1.5(16) . . . . ?
C5 S2 C8 C1 179.1(17) . . . . ?
C9 N1 N2 N3 1.0(12) . . . . ?
C9 N1 N2 C5 -179.4(12) . . . 3_675 ?
N1 N2 N3 N4 0.2(3) . . . . ?
C5 N2 N3 N4 -179.4(3) 3_675 . . . ?
N2 N3 N4 C9 -1.4(13) . . . . ?
N2 N1 C9 N4 -2(2) . . . . ?
N3 N4 C9 N1 2(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        37.78
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.452
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.053




_database_code_depnum_ccdc_archive 'CCDC 931877'