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

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#
#                 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.
#
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#  fide research purposes only. It may contain copyright material
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data_xicj-15

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H19 N O2 S'
_chemical_formula_sum            'C22 H19 N O2 S'
_chemical_formula_weight         361.44

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'
O O 0.0106 0.0060 '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   P2(1)/c
_symmetry_space_group_name_Hall  '-P 2ybc'

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                   8.669(2)
_cell_length_b                   20.723(5)
_cell_length_c                   10.750(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.14(2)
_cell_angle_gamma                90.00
_cell_volume                     1855.3(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    45
_cell_measurement_theta_min      6.15
_cell_measurement_theta_max      12.63

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.40
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             760
_exptl_absorpt_coefficient_mu    0.190
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(2)
_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 P4'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         3
_diffrn_standards_interval_count 97
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            4420
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_av_sigmaI/netI    0.0520
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.97
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3454
_reflns_number_gt                2039
_reflns_threshold_expression     I>2sigma(I)

_computing_data_collection       'XSCANS (Bruker, 1997)'
_computing_cell_refinement       'XSCANS (Bruker, 1997)'
_computing_data_reduction        'XSCANS (Bruker, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'SHELXTL (Bruker, 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^)+(0.0010P)^2^+0.8000P] 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     SHELXL
_refine_ls_extinction_coef       0.00230(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         3454
_refine_ls_number_parameters     237
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0528
_refine_ls_wR_factor_ref         0.1026
_refine_ls_wR_factor_gt          0.0881
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.098
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

_iucr_refine_instructions_details 
;
TITL XICJ-15 in P2(1)/c
CELL 0.71073   8.6693  20.7234  10.7503  90.000 106.136  90.000
ZERR    4.00   0.0022   0.0051   0.0029   0.000   0.021   0.000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C  H  N  O  S
UNIT 88 76 4 8 4
 
OMIT -2 4 1
 
L.S. 8
DAMP 500
ACTA
BOND $H
FMAP 2
PLAN 10
 
TEMP 22
 
DELU 0.001 N1 C13 S1 C6 C15 C16
 
DFIX 1.54 0.01 C13 C14 C15 C16
 
WGHT    0.001000    0.800000
EXTI    0.002297
FVAR       0.37633
S1    5    0.367081    0.419598    0.711617    11.00000    0.07187    0.09174 =
         0.08177   -0.01312    0.00135   -0.01162
O1    4    0.828716    0.507814    1.028319    11.00000    0.07961    0.10712 =
         0.08055    0.00145   -0.01833   -0.00572
O2    4    0.610013    0.626630    0.667998    11.00000    0.08192    0.08991 =
         0.09737    0.01103   -0.00541   -0.00352
N1    3    0.745411    0.576229    0.855544    11.00000    0.06541    0.08193 =
         0.07999   -0.00559   -0.00574   -0.00435
C1    1    0.527407    0.427039    0.848925    11.00000    0.05895    0.08623 =
         0.06763   -0.01137    0.01014    0.00426
C2    1    0.596219    0.485528    0.845139    11.00000    0.05801    0.07398 =
         0.06523   -0.01102    0.00617    0.00190
C3    1    0.736927    0.520621    0.924794    11.00000    0.06578    0.07987 =
         0.07361   -0.00796    0.00411    0.00285
C4    1    0.622136    0.581670    0.740912    11.00000    0.06775    0.07952 =
         0.07240   -0.00689    0.00090    0.00637
C5    1    0.525583    0.522715    0.734401    11.00000    0.05894    0.07532 =
         0.06534   -0.01158    0.00407    0.00267
C6    1    0.396251    0.494264    0.649734    11.00000    0.06203    0.08655 =
         0.06576   -0.01432    0.00557    0.00175
C7    1    0.566498    0.374325    0.942331    11.00000    0.06159    0.08275 =
         0.08478   -0.00470    0.01872    0.00606
C8    1    0.645738    0.386626    1.071146    11.00000    0.08479    0.09501 =
         0.08250    0.00358    0.01873    0.01058
AFIX  43
H8    2    0.675557    0.428584    1.098034    11.00000   -1.20000
AFIX   0
C9    1    0.680296    0.336674    1.159315    11.00000    0.09811    0.12544 =
         0.09220    0.01467    0.02201    0.02166
AFIX  43
H9    2    0.734520    0.345246    1.245267    11.00000   -1.20000
AFIX   0
C10   1    0.636212    0.275040    1.122373    11.00000    0.10967    0.11052 =
         0.13974    0.03275    0.04827    0.02126
AFIX  43
H10   2    0.659159    0.241937    1.183155    11.00000   -1.20000
AFIX   0
C11   1    0.558238    0.261729    0.996023    11.00000    0.11540    0.08186 =
         0.14920    0.00810    0.04120    0.00668
AFIX  43
H11   2    0.529738    0.219477    0.970594    11.00000   -1.20000
AFIX   0
C12   1    0.522056    0.310580    0.906849    11.00000    0.08573    0.09041 =
         0.10870   -0.00688    0.02319   -0.00034
AFIX  43
H12   2    0.467108    0.301242    0.821404    11.00000   -1.20000
AFIX   0
C13   1    0.876659    0.623172    0.894823    11.00000    0.06668    0.09382 =
         0.10576   -0.00618    0.00222   -0.00952
AFIX  23
H13A  2    0.899031    0.641144    0.818347    11.00000   -1.20000
H13B  2    0.972908    0.601539    0.945433    11.00000   -1.20000
AFIX   0
C14   1    0.834738    0.676012    0.972602    11.00000    0.10177    0.10152 =
         0.14657   -0.03700    0.00985   -0.00159
AFIX  23
H14A  2    0.817139    0.658469    1.051192    11.00000   -1.20000
H14B  2    0.736293    0.696741    0.923537    11.00000   -1.20000
AFIX   0
C15   1    0.972173    0.726134    1.007609    11.00000    0.11524    0.14285 =
         0.21876   -0.07665    0.02844   -0.04133
AFIX  23
H15A  2    1.064610    0.706936    1.068876    11.00000   -1.20000
H15B  2    1.003084    0.737001    0.930102    11.00000   -1.20000
AFIX   0
C16   1    0.930159    0.782617    1.061095    11.00000    0.19088    0.14740 =
         0.40544   -0.13603    0.02558   -0.02314
AFIX 137
H16A  2    0.835815    0.800889    1.002633    11.00000   -1.50000
H16B  2    1.016930    0.812998    1.075410    11.00000   -1.50000
H16C  2    0.908848    0.772796    1.142013    11.00000   -1.50000
AFIX   0
C17   1    0.286749    0.515422    0.526878    11.00000    0.06096    0.09593 =
         0.06500   -0.01653    0.00305    0.00234
C18   1    0.292622    0.576916    0.482358    11.00000    0.09943    0.10425 =
         0.09083   -0.00292   -0.02650   -0.00522
AFIX  43
H18   2    0.368291    0.605657    0.530593    11.00000   -1.20000
AFIX   0
C19   1    0.188048    0.597166    0.366857    11.00000    0.11596    0.11877 =
         0.09974    0.01053   -0.02924   -0.00200
AFIX  43
H19   2    0.194532    0.639098    0.337904    11.00000   -1.20000
AFIX   0
C20   1    0.076560    0.556237    0.295998    11.00000    0.08081    0.14333 =
         0.07558   -0.00678   -0.00683    0.00646
AFIX  43
H20   2    0.007097    0.569775    0.217922    11.00000   -1.20000
AFIX   0
C21   1    0.066421    0.495988    0.338680    11.00000    0.07411    0.14009 =
         0.07268   -0.02589    0.00050   -0.00959
AFIX  43
H21   2   -0.011243    0.468004    0.290381    11.00000   -1.20000
AFIX   0
C22   1    0.170388    0.475120    0.453823    11.00000    0.07442    0.11449 =
         0.06863   -0.01925    0.00425   -0.00802
AFIX  43
H22   2    0.161522    0.433262    0.482262    11.00000   -1.20000
HKLF 4
 
REM  XICJ-15 in P2(1)/c
REM R1 =  0.0528 for   2039 Fo > 4sig(Fo)  and  0.0994 for all   3454 data
REM    237 parameters refined using      5 restraints
 
END  
;

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 0.36708(8) 0.41960(3) 0.71162(6) 0.0858(2) Uani 1 1 d U . .
O1 O 0.82872(19) 0.50781(9) 1.02832(15) 0.0972(6) Uani 1 1 d . . .
O2 O 0.6100(2) 0.62663(9) 0.66800(16) 0.0958(6) Uani 1 1 d . . .
N1 N 0.7454(2) 0.57623(10) 0.85554(18) 0.0810(6) Uani 1 1 d U . .
C1 C 0.5274(3) 0.42704(12) 0.8489(2) 0.0724(7) Uani 1 1 d . . .
C2 C 0.5962(2) 0.48553(11) 0.8451(2) 0.0679(6) Uani 1 1 d . . .
C3 C 0.7369(3) 0.52062(12) 0.9248(2) 0.0762(7) Uani 1 1 d . . .
C4 C 0.6221(3) 0.58167(12) 0.7409(2) 0.0770(7) Uani 1 1 d . . .
C5 C 0.5256(2) 0.52272(11) 0.7344(2) 0.0692(7) Uani 1 1 d . . .
C6 C 0.3963(3) 0.49426(12) 0.6497(2) 0.0739(6) Uani 1 1 d U . .
C7 C 0.5665(3) 0.37432(12) 0.9423(2) 0.0767(7) Uani 1 1 d . . .
C8 C 0.6457(3) 0.38663(14) 1.0711(2) 0.0883(8) Uani 1 1 d . . .
H8 H 0.6756 0.4286 1.0980 0.106 Uiso 1 1 calc R . .
C9 C 0.6803(3) 0.33667(15) 1.1593(3) 0.1061(10) Uani 1 1 d . . .
H9 H 0.7345 0.3452 1.2453 0.127 Uiso 1 1 calc R . .
C10 C 0.6362(3) 0.27504(16) 1.1224(3) 0.1172(11) Uani 1 1 d . . .
H10 H 0.6592 0.2419 1.1832 0.141 Uiso 1 1 calc R . .
C11 C 0.5582(3) 0.26173(15) 0.9960(3) 0.1146(11) Uani 1 1 d . . .
H11 H 0.5297 0.2195 0.9706 0.138 Uiso 1 1 calc R . .
C12 C 0.5221(3) 0.31058(14) 0.9068(3) 0.0957(9) Uani 1 1 d . . .
H12 H 0.4671 0.3012 0.8214 0.115 Uiso 1 1 calc R . .
C13 C 0.8767(3) 0.62317(12) 0.8948(3) 0.0931(8) Uani 1 1 d DU . .
H13A H 0.8990 0.6411 0.8183 0.112 Uiso 1 1 calc R . .
H13B H 0.9729 0.6015 0.9454 0.112 Uiso 1 1 calc R . .
C14 C 0.8347(3) 0.67601(14) 0.9726(3) 0.1216(12) Uani 1 1 d D . .
H14A H 0.8171 0.6585 1.0512 0.146 Uiso 1 1 calc R . .
H14B H 0.7363 0.6967 0.9235 0.146 Uiso 1 1 calc R . .
C15 C 0.9722(4) 0.72613(16) 1.0076(4) 0.1626(14) Uani 1 1 d DU . .
H15A H 1.0646 0.7069 1.0689 0.195 Uiso 1 1 calc R . .
H15B H 1.0031 0.7370 0.9301 0.195 Uiso 1 1 calc R . .
C16 C 0.9302(6) 0.7826(2) 1.0611(6) 0.259(3) Uani 1 1 d DU . .
H16A H 0.8358 0.8009 1.0026 0.389 Uiso 1 1 calc R . .
H16B H 1.0169 0.8130 1.0754 0.389 Uiso 1 1 calc R . .
H16C H 0.9088 0.7728 1.1420 0.389 Uiso 1 1 calc R . .
C17 C 0.2867(3) 0.51542(13) 0.5269(2) 0.0769(7) Uani 1 1 d . . .
C18 C 0.2926(3) 0.57692(15) 0.4824(3) 0.1088(10) Uani 1 1 d . . .
H18 H 0.3683 0.6057 0.5306 0.131 Uiso 1 1 calc R . .
C19 C 0.1880(4) 0.59717(16) 0.3669(3) 0.1234(12) Uani 1 1 d . . .
H19 H 0.1945 0.6391 0.3379 0.148 Uiso 1 1 calc R . .
C20 C 0.0766(3) 0.55624(16) 0.2960(3) 0.1056(10) Uani 1 1 d . . .
H20 H 0.0071 0.5698 0.2179 0.127 Uiso 1 1 calc R . .
C21 C 0.0664(3) 0.49599(16) 0.3387(2) 0.0996(10) Uani 1 1 d . . .
H21 H -0.0112 0.4680 0.2904 0.120 Uiso 1 1 calc R . .
C22 C 0.1704(3) 0.47512(14) 0.4538(2) 0.0890(8) Uani 1 1 d . . .
H22 H 0.1615 0.4333 0.4823 0.107 Uiso 1 1 calc R . .

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 0.0719(4) 0.0917(4) 0.0818(4) -0.0131(4) 0.0013(3) -0.0116(4)
O1 0.0796(11) 0.1071(13) 0.0805(10) 0.0014(10) -0.0183(9) -0.0057(10)
O2 0.0819(11) 0.0899(12) 0.0974(12) 0.0110(10) -0.0054(9) -0.0035(10)
N1 0.0654(10) 0.0819(13) 0.0800(12) -0.0056(11) -0.0057(10) -0.0044(8)
C1 0.0589(12) 0.0862(17) 0.0676(13) -0.0114(13) 0.0101(11) 0.0043(12)
C2 0.0580(12) 0.0740(15) 0.0652(13) -0.0110(12) 0.0062(10) 0.0019(12)
C3 0.0658(13) 0.0799(16) 0.0736(14) -0.0080(13) 0.0041(12) 0.0028(13)
C4 0.0678(14) 0.0795(17) 0.0724(14) -0.0069(13) 0.0009(12) 0.0064(13)
C5 0.0589(12) 0.0753(15) 0.0653(13) -0.0116(12) 0.0041(10) 0.0027(12)
C6 0.0620(13) 0.0865(11) 0.0658(13) -0.0143(10) 0.0056(11) 0.0017(12)
C7 0.0616(13) 0.0828(16) 0.0848(15) -0.0047(14) 0.0187(12) 0.0061(12)
C8 0.0848(16) 0.0950(19) 0.0825(16) 0.0036(15) 0.0187(14) 0.0106(15)
C9 0.0981(19) 0.125(2) 0.0922(19) 0.0147(18) 0.0220(16) 0.0217(19)
C10 0.110(2) 0.111(2) 0.140(3) 0.033(2) 0.0483(19) 0.0213(19)
C11 0.115(2) 0.082(2) 0.149(3) 0.008(2) 0.041(2) 0.0067(18)
C12 0.0857(17) 0.090(2) 0.109(2) -0.0069(17) 0.0232(15) -0.0003(16)
C13 0.0667(13) 0.0938(18) 0.1058(19) -0.0062(16) 0.0022(14) -0.0095(11)
C14 0.102(2) 0.102(2) 0.147(3) -0.037(2) 0.0098(19) -0.0016(18)
C15 0.115(2) 0.1429(18) 0.219(4) -0.077(2) 0.028(2) -0.041(2)
C16 0.191(4) 0.147(3) 0.405(7) -0.136(3) 0.026(4) -0.023(3)
C17 0.0610(13) 0.0959(18) 0.0650(13) -0.0165(13) 0.0031(11) 0.0023(13)
C18 0.0994(19) 0.104(2) 0.0908(18) -0.0029(17) -0.0265(16) -0.0052(18)
C19 0.116(2) 0.119(2) 0.100(2) 0.0105(19) -0.0292(18) -0.002(2)
C20 0.0808(17) 0.143(3) 0.0756(17) -0.0068(18) -0.0068(14) 0.0065(18)
C21 0.0741(16) 0.140(3) 0.0727(16) -0.0259(17) 0.0005(13) -0.0096(18)
C22 0.0744(15) 0.114(2) 0.0686(14) -0.0192(15) 0.0042(13) -0.0080(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
S1 C1 1.730(2) . ?
S1 C6 1.730(3) . ?
O1 C3 1.204(3) . ?
O2 C4 1.203(3) . ?
N1 C3 1.385(3) . ?
N1 C4 1.393(3) . ?
N1 C13 1.467(3) . ?
C1 C2 1.357(3) . ?
C1 C7 1.459(3) . ?
C2 C5 1.407(3) . ?
C2 C3 1.473(3) . ?
C4 C5 1.472(3) . ?
C5 C6 1.366(3) . ?
C6 C17 1.463(3) . ?
C7 C8 1.388(3) . ?
C7 C12 1.399(3) . ?
C8 C9 1.379(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.360(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.367(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.369(4) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.483(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.546(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.396(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.367(4) . ?
C17 C22 1.375(3) . ?
C18 C19 1.383(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.351(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.342(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.383(3) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?

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 C6 94.57(11) . . ?
C3 N1 C4 113.61(19) . . ?
C3 N1 C13 123.36(18) . . ?
C4 N1 C13 122.9(2) . . ?
C2 C1 C7 132.1(2) . . ?
C2 C1 S1 108.04(17) . . ?
C7 C1 S1 119.89(18) . . ?
C1 C2 C5 115.03(19) . . ?
C1 C2 C3 136.4(2) . . ?
C5 C2 C3 108.5(2) . . ?
O1 C3 N1 124.1(2) . . ?
O1 C3 C2 131.0(2) . . ?
N1 C3 C2 104.92(18) . . ?
O2 C4 N1 123.1(2) . . ?
O2 C4 C5 131.8(2) . . ?
N1 C4 C5 105.1(2) . . ?
C6 C5 C2 114.3(2) . . ?
C6 C5 C4 137.8(2) . . ?
C2 C5 C4 107.84(18) . . ?
C5 C6 C17 132.7(2) . . ?
C5 C6 S1 108.08(17) . . ?
C17 C6 S1 119.18(17) . . ?
C8 C7 C12 117.9(2) . . ?
C8 C7 C1 120.4(2) . . ?
C12 C7 C1 121.7(2) . . ?
C9 C8 C7 120.0(3) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C10 C9 C8 121.0(3) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C9 C10 C11 120.1(3) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C10 C11 C12 120.0(3) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 C7 121.0(3) . . ?
C11 C12 H12 119.5 . . ?
C7 C12 H12 119.5 . . ?
N1 C13 C14 111.1(2) . . ?
N1 C13 H13A 109.4 . . ?
C14 C13 H13A 109.4 . . ?
N1 C13 H13B 109.4 . . ?
C14 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C13 C14 C15 109.9(3) . . ?
C13 C14 H14A 109.7 . . ?
C15 C14 H14A 109.7 . . ?
C13 C14 H14B 109.7 . . ?
C15 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
C16 C15 C14 113.1(3) . . ?
C16 C15 H15A 109.0 . . ?
C14 C15 H15A 109.0 . . ?
C16 C15 H15B 109.0 . . ?
C14 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C22 117.3(2) . . ?
C18 C17 C6 121.2(2) . . ?
C22 C17 C6 121.5(2) . . ?
C17 C18 C19 121.2(3) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 H18 119.4 . . ?
C20 C19 C18 120.2(3) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C21 C20 C19 119.7(3) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 C22 120.6(3) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C17 C22 C21 120.9(3) . . ?
C17 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.040
_database_code_depnum_ccdc_archive 'CCDC 952362'