# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2012


#######################################################################
#
#                 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 
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#  data retrieval see:
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#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
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data_I
_database_code_depnum_ccdc_archive 'CCDC 882504'
#TrackingRef '11365_web_deposit_cif_file_0_AkikoOkamoto_1337253476.Ogawa_Ph_indenol.cif'

_chemical_name_systematic        
;
2,3-bis(5-methyl-2-phenyl-4-thiazolyl)-1-phenylinden-1-ol
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H26 N2 O S2, C H Cl3'
_chemical_formula_sum            'C36 H27 Cl3 N2 O S2'
_chemical_formula_weight         674.07

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14

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                   14.4711(2)
_cell_length_b                   28.8500(5)
_cell_length_c                   7.69730(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.099(1)
_cell_angle_gamma                90.00
_cell_volume                     3208.86(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    50965
_cell_measurement_theta_min      3.06
_cell_measurement_theta_max      68.27

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1392
_exptl_absorpt_coefficient_mu    4.059
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_correction_T_min  0.217
_exptl_absorpt_correction_T_max  0.666

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            57196
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_sigmaI/netI    0.0183
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.06
_diffrn_reflns_theta_max         68.22
_reflns_number_total             5867
_reflns_number_gt                5332
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'RAPID AUTO (Rigaku, 2009)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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.
;

_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^)+(0.0797P)^2^+2.1419P] 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    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00075(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         5867
_refine_ls_number_parameters     404
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.1460
_refine_ls_wR_factor_gt          0.1425
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_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
Cl1 Cl 0.19299(10) 0.11918(4) -0.07928(15) 0.1073(4) Uani 1 1 d . . .
Cl2 Cl 0.28466(7) 0.03451(3) 0.01586(13) 0.0786(3) Uani 1 1 d . . .
Cl3 Cl 0.37921(8) 0.12100(4) 0.06891(14) 0.1026(4) Uani 1 1 d . . .
S1 S 0.75203(4) 0.02839(2) 0.37588(8) 0.04280(18) Uani 1 1 d . . .
S2 S 0.37319(4) 0.08206(2) 0.57301(8) 0.04114(18) Uani 1 1 d . . .
O1 O 0.80568(12) 0.09819(6) 1.0065(2) 0.0416(4) Uani 1 1 d . . .
N1 N 0.79021(12) 0.04710(6) 0.6954(3) 0.0352(4) Uani 1 1 d . . .
N2 N 0.46694(12) 0.15612(6) 0.6313(2) 0.0323(4) Uani 1 1 d . . .
C1 C 0.76689(15) 0.13279(7) 0.8912(3) 0.0332(5) Uani 1 1 d . . .
C2 C 0.69287(15) 0.11226(7) 0.7633(3) 0.0314(4) Uani 1 1 d . . .
C3 C 0.60922(15) 0.13130(7) 0.7879(3) 0.0312(4) Uani 1 1 d . . .
C4 C 0.61864(15) 0.16631(7) 0.9282(3) 0.0314(4) Uani 1 1 d . . .
C5 C 0.55413(16) 0.19530(7) 0.9994(3) 0.0364(5) Uani 1 1 d . . .
H5 H 0.4916 0.1956 0.9547 0.044 Uiso 1 1 calc R . .
C6 C 0.58276(17) 0.22391(8) 1.1372(3) 0.0418(5) Uani 1 1 d . . .
H6 H 0.5395 0.2442 1.1862 0.050 Uiso 1 1 calc R . .
C7 C 0.67375(18) 0.22324(8) 1.2041(3) 0.0423(5) Uani 1 1 d . . .
H7 H 0.6917 0.2425 1.3002 0.051 Uiso 1 1 calc R . .
C8 C 0.73901(17) 0.19462(8) 1.1320(3) 0.0394(5) Uani 1 1 d . . .
H8 H 0.8015 0.1944 1.1766 0.047 Uiso 1 1 calc R . .
C9 C 0.71070(15) 0.16652(7) 0.9939(3) 0.0328(5) Uani 1 1 d . . .
C10 C 0.84173(15) 0.15916(7) 0.7990(3) 0.0340(5) Uani 1 1 d . . .
C11 C 0.82165(16) 0.18216(8) 0.6422(3) 0.0396(5) Uani 1 1 d . . .
H11 H 0.7617 0.1793 0.5865 0.048 Uiso 1 1 calc R . .
C12 C 0.88752(18) 0.20915(9) 0.5663(3) 0.0469(6) Uani 1 1 d . . .
H12 H 0.8726 0.2247 0.4596 0.056 Uiso 1 1 calc R . .
C13 C 0.97501(18) 0.21343(10) 0.6459(4) 0.0491(6) Uani 1 1 d . . .
H13 H 1.0205 0.2318 0.5938 0.059 Uiso 1 1 calc R . .
C14 C 0.99617(17) 0.19094(9) 0.8015(4) 0.0491(6) Uani 1 1 d . . .
H14 H 1.0563 0.1940 0.8564 0.059 Uiso 1 1 calc R . .
C15 C 0.93024(16) 0.16392(9) 0.8782(3) 0.0424(5) Uani 1 1 d . . .
H15 H 0.9455 0.1486 0.9852 0.051 Uiso 1 1 calc R . .
C16 C 0.72089(15) 0.07769(7) 0.6374(3) 0.0326(5) Uani 1 1 d . . .
C17 C 0.69195(15) 0.07326(7) 0.4658(3) 0.0355(5) Uani 1 1 d . . .
C18 C 0.81220(16) 0.01861(8) 0.5732(3) 0.0380(5) Uani 1 1 d . . .
C19 C 0.62387(18) 0.10079(9) 0.3548(3) 0.0442(6) Uani 1 1 d . . .
H19A H 0.5630 0.0858 0.3541 0.053 Uiso 1 1 calc R . .
H19B H 0.6445 0.1023 0.2358 0.053 Uiso 1 1 calc R . .
H19C H 0.6195 0.1322 0.4020 0.053 Uiso 1 1 calc R . .
C20 C 0.88222(17) -0.01827(8) 0.5962(4) 0.0443(6) Uani 1 1 d . . .
C21 C 0.9267(2) -0.02531(10) 0.7593(4) 0.0570(7) Uani 1 1 d . . .
H21 H 0.9108 -0.0068 0.8553 0.068 Uiso 1 1 calc R . .
C22 C 0.9944(2) -0.05936(11) 0.7816(5) 0.0688(9) Uani 1 1 d . . .
H22 H 1.0244 -0.0640 0.8931 0.083 Uiso 1 1 calc R . .
C23 C 1.0182(2) -0.08625(11) 0.6445(6) 0.0710(10) Uani 1 1 d . . .
H23 H 1.0650 -0.1091 0.6606 0.085 Uiso 1 1 calc R . .
C24 C 0.9743(2) -0.08007(11) 0.4840(6) 0.0719(10) Uani 1 1 d . . .
H24 H 0.9903 -0.0990 0.3892 0.086 Uiso 1 1 calc R . .
C25 C 0.9060(2) -0.04608(9) 0.4590(4) 0.0570(7) Uani 1 1 d . . .
H25 H 0.8757 -0.0421 0.3474 0.068 Uiso 1 1 calc R . .
C26 C 0.51912(15) 0.11994(7) 0.7001(3) 0.0326(5) Uani 1 1 d . . .
C27 C 0.47982(16) 0.07685(8) 0.6836(3) 0.0365(5) Uani 1 1 d . . .
C28 C 0.38935(15) 0.14156(8) 0.5579(3) 0.0349(5) Uani 1 1 d . . .
C29 C 0.51581(19) 0.03120(8) 0.7494(4) 0.0493(6) Uani 1 1 d . . .
H29A H 0.4648 0.0130 0.7933 0.059 Uiso 1 1 calc R . .
H29B H 0.5630 0.0363 0.8437 0.059 Uiso 1 1 calc R . .
H29C H 0.5432 0.0143 0.6545 0.059 Uiso 1 1 calc R . .
C30 C 0.32265(16) 0.17217(9) 0.4640(3) 0.0386(5) Uani 1 1 d . . .
C31 C 0.22987(17) 0.16044(11) 0.4334(4) 0.0499(6) Uani 1 1 d . . .
H31 H 0.2063 0.1323 0.4775 0.060 Uiso 1 1 calc R . .
C32 C 0.1718(2) 0.19093(14) 0.3364(4) 0.0678(9) Uani 1 1 d . . .
H32 H 0.1087 0.1831 0.3121 0.081 Uiso 1 1 calc R . .
C33 C 0.2060(3) 0.23222(14) 0.2761(4) 0.0721(10) Uani 1 1 d . . .
H33 H 0.1662 0.2525 0.2099 0.087 Uiso 1 1 calc R . .
C34 C 0.2961(2) 0.24421(12) 0.3105(4) 0.0651(8) Uani 1 1 d . . .
H34 H 0.3185 0.2731 0.2713 0.078 Uiso 1 1 calc R . .
C35 C 0.35510(19) 0.21420(10) 0.4026(3) 0.0488(6) Uani 1 1 d . . .
H35 H 0.4183 0.2224 0.4242 0.059 Uiso 1 1 calc R . .
C36 C 0.2731(2) 0.09311(11) 0.0671(4) 0.0599(7) Uani 1 1 d . . .
H36 H 0.2492 0.0954 0.1863 0.072 Uiso 1 1 calc R . .
H1 H 0.815(2) 0.0785(11) 0.948(4) 0.042(9) Uiso 1 1 d . . .

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
Cl1 0.1320(10) 0.1017(8) 0.0866(7) 0.0029(6) -0.0094(6) 0.0498(7)
Cl2 0.0917(6) 0.0545(5) 0.0914(6) 0.0048(4) 0.0217(5) 0.0038(4)
Cl3 0.1058(8) 0.1235(9) 0.0816(7) -0.0376(6) 0.0339(6) -0.0523(7)
S1 0.0481(3) 0.0373(3) 0.0432(4) -0.0072(2) 0.0043(3) 0.0009(2)
S2 0.0380(3) 0.0347(3) 0.0501(4) -0.0001(2) -0.0031(2) -0.0072(2)
O1 0.0470(10) 0.0351(9) 0.0416(10) 0.0061(8) -0.0066(7) 0.0081(7)
N1 0.0351(9) 0.0271(9) 0.0434(11) 0.0014(8) 0.0023(8) 0.0023(7)
N2 0.0322(9) 0.0282(9) 0.0362(10) 0.0012(7) -0.0003(7) 0.0012(7)
C1 0.0344(11) 0.0298(10) 0.0350(12) 0.0026(9) -0.0024(9) 0.0033(8)
C2 0.0357(11) 0.0253(10) 0.0331(11) 0.0035(8) -0.0008(8) 0.0001(8)
C3 0.0348(11) 0.0258(10) 0.0327(11) 0.0036(8) -0.0006(8) 0.0006(8)
C4 0.0366(11) 0.0260(10) 0.0314(11) 0.0045(8) 0.0012(8) -0.0004(8)
C5 0.0366(11) 0.0310(11) 0.0418(13) 0.0004(9) 0.0030(9) 0.0012(9)
C6 0.0462(13) 0.0355(12) 0.0446(14) -0.0054(10) 0.0098(10) 0.0028(10)
C7 0.0513(14) 0.0375(12) 0.0380(13) -0.0064(10) 0.0025(10) -0.0047(10)
C8 0.0428(12) 0.0373(12) 0.0375(12) -0.0010(9) -0.0021(10) -0.0040(9)
C9 0.0368(11) 0.0295(10) 0.0322(11) 0.0031(8) 0.0015(9) -0.0001(8)
C10 0.0334(11) 0.0297(10) 0.0387(12) -0.0047(9) 0.0008(9) 0.0029(8)
C11 0.0380(12) 0.0389(12) 0.0412(13) 0.0018(10) -0.0032(10) -0.0026(9)
C12 0.0497(14) 0.0488(14) 0.0420(14) 0.0038(11) 0.0012(11) -0.0069(11)
C13 0.0421(13) 0.0489(14) 0.0573(16) 0.0008(12) 0.0101(11) -0.0068(11)
C14 0.0323(12) 0.0498(15) 0.0645(17) -0.0025(12) -0.0030(11) -0.0013(10)
C15 0.0376(12) 0.0405(13) 0.0483(14) 0.0011(10) -0.0039(10) 0.0048(10)
C16 0.0326(10) 0.0242(10) 0.0410(12) 0.0020(8) 0.0012(9) -0.0009(8)
C17 0.0373(11) 0.0299(11) 0.0392(12) 0.0005(9) 0.0019(9) -0.0034(9)
C18 0.0375(12) 0.0282(11) 0.0485(14) 0.0008(9) 0.0051(10) -0.0014(9)
C19 0.0491(14) 0.0447(13) 0.0386(13) 0.0065(10) 0.0003(10) 0.0028(11)
C20 0.0394(12) 0.0300(11) 0.0642(17) -0.0009(11) 0.0080(11) 0.0006(9)
C21 0.0521(15) 0.0443(15) 0.074(2) 0.0015(13) 0.0006(14) 0.0140(12)
C22 0.0568(17) 0.0514(17) 0.097(3) 0.0102(17) -0.0034(17) 0.0173(14)
C23 0.0497(16) 0.0420(16) 0.122(3) 0.0054(17) 0.0126(18) 0.0141(13)
C24 0.0641(19) 0.0421(16) 0.112(3) -0.0166(17) 0.027(2) 0.0085(14)
C25 0.0571(16) 0.0395(14) 0.075(2) -0.0110(13) 0.0115(14) 0.0049(12)
C26 0.0357(11) 0.0279(10) 0.0343(11) 0.0008(8) 0.0022(9) 0.0013(8)
C27 0.0376(11) 0.0312(11) 0.0408(12) 0.0022(9) 0.0022(9) -0.0027(9)
C28 0.0359(11) 0.0328(11) 0.0359(12) 0.0002(9) 0.0008(9) -0.0003(9)
C29 0.0510(14) 0.0320(12) 0.0645(17) 0.0078(11) -0.0010(12) -0.0002(10)
C30 0.0361(11) 0.0455(13) 0.0340(12) -0.0016(10) 0.0000(9) 0.0074(10)
C31 0.0382(13) 0.0635(17) 0.0474(15) -0.0091(12) -0.0012(11) 0.0059(11)
C32 0.0405(14) 0.105(3) 0.0571(18) -0.0171(18) -0.0089(13) 0.0248(16)
C33 0.074(2) 0.089(3) 0.0526(18) 0.0088(17) -0.0064(15) 0.0398(19)
C34 0.073(2) 0.0672(19) 0.0551(17) 0.0169(15) 0.0042(15) 0.0269(16)
C35 0.0512(14) 0.0499(15) 0.0451(14) 0.0105(11) 0.0020(11) 0.0089(11)
C36 0.0706(19) 0.0622(18) 0.0474(16) -0.0051(13) 0.0086(14) 0.0002(15)

_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
Cl1 C36 1.743(3) . ?
Cl2 C36 1.746(3) . ?
Cl3 C36 1.732(3) . ?
S1 C17 1.725(2) . ?
S1 C18 1.732(3) . ?
S2 C27 1.728(2) . ?
S2 C28 1.737(2) . ?
O1 C1 1.431(3) . ?
O1 H1 0.74(3) . ?
N1 C18 1.301(3) . ?
N1 C16 1.392(3) . ?
N2 C28 1.299(3) . ?
N2 C26 1.377(3) . ?
C1 C9 1.518(3) . ?
C1 C10 1.529(3) . ?
C1 C2 1.534(3) . ?
C2 C3 1.352(3) . ?
C2 C16 1.463(3) . ?
C3 C26 1.472(3) . ?
C3 C4 1.480(3) . ?
C4 C5 1.388(3) . ?
C4 C9 1.399(3) . ?
C5 C6 1.390(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.388(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.392(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.381(3) . ?
C8 H8 0.9500 . ?
C10 C11 1.394(3) . ?
C10 C15 1.395(3) . ?
C11 C12 1.384(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.382(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.382(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.388(4) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.370(3) . ?
C17 C19 1.496(3) . ?
C18 C20 1.473(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C25 1.384(4) . ?
C20 C21 1.394(4) . ?
C21 C22 1.392(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.369(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.370(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.398(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C27 1.370(3) . ?
C27 C29 1.495(3) . ?
C28 C30 1.469(3) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 C31 1.392(3) . ?
C30 C35 1.392(4) . ?
C31 C32 1.403(4) . ?
C31 H31 0.9500 . ?
C32 C33 1.380(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.362(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.384(4) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 H36 1.0000 . ?

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
C17 S1 C18 90.63(11) . . ?
C27 S2 C28 89.95(11) . . ?
C1 O1 H1 104(2) . . ?
C18 N1 C16 111.6(2) . . ?
C28 N2 C26 111.42(18) . . ?
O1 C1 C9 109.10(18) . . ?
O1 C1 C10 111.79(17) . . ?
C9 C1 C10 109.61(17) . . ?
O1 C1 C2 111.47(18) . . ?
C9 C1 C2 101.94(17) . . ?
C10 C1 C2 112.44(18) . . ?
C3 C2 C16 130.7(2) . . ?
C3 C2 C1 110.65(19) . . ?
C16 C2 C1 118.65(18) . . ?
C2 C3 C26 128.5(2) . . ?
C2 C3 C4 109.37(19) . . ?
C26 C3 C4 122.07(19) . . ?
C5 C4 C9 120.1(2) . . ?
C5 C4 C3 131.5(2) . . ?
C9 C4 C3 108.37(18) . . ?
C4 C5 C6 118.7(2) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
C7 C6 C5 120.9(2) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C8 120.7(2) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C9 C8 C7 118.4(2) . . ?
C9 C8 H8 120.8 . . ?
C7 C8 H8 120.8 . . ?
C8 C9 C4 121.2(2) . . ?
C8 C9 C1 129.2(2) . . ?
C4 C9 C1 109.58(19) . . ?
C11 C10 C15 118.4(2) . . ?
C11 C10 C1 121.25(19) . . ?
C15 C10 C1 120.2(2) . . ?
C12 C11 C10 121.1(2) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C13 C12 C11 119.9(2) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C12 C13 C14 119.8(2) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C15 120.5(2) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C14 C15 C10 120.3(2) . . ?
C14 C15 H15 119.8 . . ?
C10 C15 H15 119.8 . . ?
C17 C16 N1 115.3(2) . . ?
C17 C16 C2 128.4(2) . . ?
N1 C16 C2 116.15(19) . . ?
C16 C17 C19 131.2(2) . . ?
C16 C17 S1 108.80(17) . . ?
C19 C17 S1 120.00(18) . . ?
N1 C18 C20 124.2(2) . . ?
N1 C18 S1 113.56(17) . . ?
C20 C18 S1 122.21(19) . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C25 C20 C21 118.7(3) . . ?
C25 C20 C18 121.6(3) . . ?
C21 C20 C18 119.6(2) . . ?
C22 C21 C20 120.1(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C23 C22 C21 120.6(3) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 119.9(3) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C23 C24 C25 120.3(3) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C20 C25 C24 120.3(3) . . ?
C20 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C27 C26 N2 115.8(2) . . ?
C27 C26 C3 126.7(2) . . ?
N2 C26 C3 117.47(18) . . ?
C26 C27 C29 129.3(2) . . ?
C26 C27 S2 108.77(17) . . ?
C29 C27 S2 121.95(18) . . ?
N2 C28 C30 123.3(2) . . ?
N2 C28 S2 113.99(16) . . ?
C30 C28 S2 122.65(17) . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C35 119.6(2) . . ?
C31 C30 C28 122.6(2) . . ?
C35 C30 C28 117.8(2) . . ?
C30 C31 C32 118.8(3) . . ?
C30 C31 H31 120.6 . . ?
C32 C31 H31 120.6 . . ?
C33 C32 C31 120.3(3) . . ?
C33 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C34 C33 C32 120.7(3) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C34 C35 119.9(3) . . ?
C33 C34 H34 120.1 . . ?
C35 C34 H34 120.1 . . ?
C34 C35 C30 120.6(3) . . ?
C34 C35 H35 119.7 . . ?
C30 C35 H35 119.7 . . ?
Cl3 C36 Cl1 111.29(19) . . ?
Cl3 C36 Cl2 110.87(18) . . ?
Cl1 C36 Cl2 109.88(18) . . ?
Cl3 C36 H36 108.2 . . ?
Cl1 C36 H36 108.2 . . ?
Cl2 C36 H36 108.2 . . ?

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
O1 C1 C2 C3 116.7(2) . . . . ?
C9 C1 C2 C3 0.5(2) . . . . ?
C10 C1 C2 C3 -116.8(2) . . . . ?
O1 C1 C2 C16 -64.4(2) . . . . ?
C9 C1 C2 C16 179.38(18) . . . . ?
C10 C1 C2 C16 62.1(2) . . . . ?
C16 C2 C3 C26 4.7(4) . . . . ?
C1 C2 C3 C26 -176.6(2) . . . . ?
C16 C2 C3 C4 -177.5(2) . . . . ?
C1 C2 C3 C4 1.2(2) . . . . ?
C2 C3 C4 C5 179.2(2) . . . . ?
C26 C3 C4 C5 -2.9(4) . . . . ?
C2 C3 C4 C9 -2.6(2) . . . . ?
C26 C3 C4 C9 175.36(19) . . . . ?
C9 C4 C5 C6 -0.6(3) . . . . ?
C3 C4 C5 C6 177.5(2) . . . . ?
C4 C5 C6 C7 -0.7(4) . . . . ?
C5 C6 C7 C8 1.5(4) . . . . ?
C6 C7 C8 C9 -0.9(4) . . . . ?
C7 C8 C9 C4 -0.5(3) . . . . ?
C7 C8 C9 C1 179.4(2) . . . . ?
C5 C4 C9 C8 1.2(3) . . . . ?
C3 C4 C9 C8 -177.2(2) . . . . ?
C5 C4 C9 C1 -178.64(19) . . . . ?
C3 C4 C9 C1 2.9(2) . . . . ?
O1 C1 C9 C8 60.1(3) . . . . ?
C10 C1 C9 C8 -62.6(3) . . . . ?
C2 C1 C9 C8 178.1(2) . . . . ?
O1 C1 C9 C4 -120.05(19) . . . . ?
C10 C1 C9 C4 117.24(19) . . . . ?
C2 C1 C9 C4 -2.1(2) . . . . ?
O1 C1 C10 C11 157.5(2) . . . . ?
C9 C1 C10 C11 -81.4(3) . . . . ?
C2 C1 C10 C11 31.2(3) . . . . ?
O1 C1 C10 C15 -27.9(3) . . . . ?
C9 C1 C10 C15 93.2(2) . . . . ?
C2 C1 C10 C15 -154.2(2) . . . . ?
C15 C10 C11 C12 -0.1(4) . . . . ?
C1 C10 C11 C12 174.6(2) . . . . ?
C10 C11 C12 C13 0.3(4) . . . . ?
C11 C12 C13 C14 -0.4(4) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C13 C14 C15 C10 0.0(4) . . . . ?
C11 C10 C15 C14 -0.1(4) . . . . ?
C1 C10 C15 C14 -174.8(2) . . . . ?
C18 N1 C16 C17 -2.1(3) . . . . ?
C18 N1 C16 C2 -178.18(19) . . . . ?
C3 C2 C16 C17 39.1(4) . . . . ?
C1 C2 C16 C17 -139.6(2) . . . . ?
C3 C2 C16 N1 -145.5(2) . . . . ?
C1 C2 C16 N1 35.9(3) . . . . ?
N1 C16 C17 C19 -176.4(2) . . . . ?
C2 C16 C17 C19 -0.9(4) . . . . ?
N1 C16 C17 S1 1.3(2) . . . . ?
C2 C16 C17 S1 176.79(18) . . . . ?
C18 S1 C17 C16 -0.20(17) . . . . ?
C18 S1 C17 C19 177.78(19) . . . . ?
C16 N1 C18 C20 -178.9(2) . . . . ?
C16 N1 C18 S1 1.9(2) . . . . ?
C17 S1 C18 N1 -1.02(18) . . . . ?
C17 S1 C18 C20 179.8(2) . . . . ?
N1 C18 C20 C25 -176.8(2) . . . . ?
S1 C18 C20 C25 2.3(3) . . . . ?
N1 C18 C20 C21 2.6(4) . . . . ?
S1 C18 C20 C21 -178.3(2) . . . . ?
C25 C20 C21 C22 0.8(4) . . . . ?
C18 C20 C21 C22 -178.6(3) . . . . ?
C20 C21 C22 C23 0.0(5) . . . . ?
C21 C22 C23 C24 -0.8(5) . . . . ?
C22 C23 C24 C25 0.7(5) . . . . ?
C21 C20 C25 C24 -0.9(4) . . . . ?
C18 C20 C25 C24 178.5(3) . . . . ?
C23 C24 C25 C20 0.1(5) . . . . ?
C28 N2 C26 C27 -1.8(3) . . . . ?
C28 N2 C26 C3 -179.97(19) . . . . ?
C2 C3 C26 C27 52.4(4) . . . . ?
C4 C3 C26 C27 -125.2(2) . . . . ?
C2 C3 C26 N2 -129.7(2) . . . . ?
C4 C3 C26 N2 52.8(3) . . . . ?
N2 C26 C27 C29 -177.3(2) . . . . ?
C3 C26 C27 C29 0.7(4) . . . . ?
N2 C26 C27 S2 1.1(3) . . . . ?
C3 C26 C27 S2 179.09(18) . . . . ?
C28 S2 C27 C26 -0.14(18) . . . . ?
C28 S2 C27 C29 178.3(2) . . . . ?
C26 N2 C28 C30 -175.9(2) . . . . ?
C26 N2 C28 S2 1.6(2) . . . . ?
C27 S2 C28 N2 -0.87(18) . . . . ?
C27 S2 C28 C30 176.7(2) . . . . ?
N2 C28 C30 C31 -159.4(2) . . . . ?
S2 C28 C30 C31 23.2(3) . . . . ?
N2 C28 C30 C35 21.3(3) . . . . ?
S2 C28 C30 C35 -156.1(2) . . . . ?
C35 C30 C31 C32 1.9(4) . . . . ?
C28 C30 C31 C32 -177.4(2) . . . . ?
C30 C31 C32 C33 -1.5(4) . . . . ?
C31 C32 C33 C34 -0.4(5) . . . . ?
C32 C33 C34 C35 1.9(5) . . . . ?
C33 C34 C35 C30 -1.4(5) . . . . ?
C31 C30 C35 C34 -0.5(4) . . . . ?
C28 C30 C35 C34 178.9(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        68.22
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.762
_refine_diff_density_min         -0.679
_refine_diff_density_rms         0.056