# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a20180275_mp2991
_database_code_depnum_ccdc_archive 'CCDC 1891128'
loop_
_audit_author_name
_audit_author_address
'Leire Sanfelices Mateos'
;Universidad del Pa?s Vasco (UPV/EHU), c/ Barrio Sarriena s/n, 48940 Leioa (Bizkaia)
Spain
;
_audit_update_record             
;
2019-01-15 deposited with the CCDC.	2019-12-24 downloaded from the CCDC.
;

_audit_creation_date             2019-01-09T13:55:11-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C14 H24 N2 O5 S2'
_chemical_formula_sum            'C14 H24 N2 O5 S2'
_chemical_formula_weight         364.48
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_Int_Tables_number      4
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.25874(8)
_cell_length_b                   6.61591(6)
_cell_length_c                   18.72215(18)
_cell_angle_alpha                90
_cell_angle_beta                 91.4852(9)
_cell_angle_gamma                90
_cell_volume                     898.795(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    149.99(10)
_cell_measurement_reflns_used    6625
_cell_measurement_theta_min      4.687
_cell_measurement_theta_max      74.28

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_size_max          0.589
_exptl_crystal_size_mid          0.335
_exptl_crystal_size_min          0.072
_exptl_crystal_density_diffrn    1.35
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_F_000             390
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 0 3 0.1378
1 3 -7 0.2055
-4 1 -3 0.1393
0 -3 7 0.1812
4 1 1 0.198
0 0 1 0.0377
-4 -1 0 0.196
0 0 -1 0.0346


#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.918
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.283
_exptl_absorpt_correction_T_max  0.819

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_ambient_temperature      149.99(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  'Multilayer optics'
_diffrn_source_voltage           50
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 5.2012
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_ub_11      0.0067621
_diffrn_orient_matrix_ub_12      -0.1002634
_diffrn_orient_matrix_ub_13      -0.074161
_diffrn_orient_matrix_ub_21      -0.0772762
_diffrn_orient_matrix_ub_22      0.194557
_diffrn_orient_matrix_ub_23      -0.0346711
_diffrn_orient_matrix_ub_31      0.1976133
_diffrn_orient_matrix_ub_32      0.0794087
_diffrn_orient_matrix_ub_33      -0.0087125
_diffrn_measurement_device       'four-circleκ-geometry diffractometer'
_diffrn_measurement_device_type  'Agilent SuperNova'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_number            7162
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.725
_diffrn_reflns_theta_max         68.949
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.991
_reflns_Friedel_coverage         0.825
_reflns_number_total             3310
_reflns_number_gt                3275
_reflns_threshold_expression     'I > 2σ(I)'
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -102.00 -61.00   1.00    1.00    --  -42.13-152.00   3.00   41
  2  ω   -121.00 -25.00   1.00    1.00    --  -42.13 -19.00  60.00   96
  3  ω     12.00  97.00   1.00    1.00    --   42.13-125.00-120.00   85
  4  ω     80.00 106.00   1.00    1.00    --   42.13 152.00  46.00   26
  5  ω    -25.00  60.00   1.00    1.00    --   42.13 -57.00   0.00   85
  6  ω     73.00 107.00   1.00    1.00    --  107.93 -94.00  60.00   34
  7  ω     27.00  67.00   1.00    1.00    --  107.93 -94.00  60.00   40
  8  ω     32.00 140.00   1.00    1.00    --  107.93 -77.00-120.00  108
  9  ω     35.00  61.00   1.00    1.00    --  107.93 -30.00-120.00   26
 10  ω     84.00 133.00   1.00    1.00    --  107.93  45.00  60.00   49
 11  ω     36.00  62.00   1.00    1.00    --  107.93 -30.00 120.00   26
 12  ω     98.00 147.00   1.00    1.00    --  107.93  45.00  90.00   49
 13  ω     40.00  70.00   1.00    1.00    --  107.93-125.00  60.00   30
 14  ω     79.00 112.00   1.00    1.00    --  107.93-125.00  60.00   33
 15  ω     36.00  67.00   1.00    1.00    --  107.93 -30.00-150.00   31
 16  ω     43.00 116.00   1.00    1.00    --  107.93-125.00-120.00   73
 17  ω     79.00 155.00   1.00    1.00    --  107.93  61.00-180.00   76
 18  ω    123.00 153.00   1.00    1.00    --  107.93  45.00 -90.00   30
 19  ω    126.00 157.00   1.00    1.00    --  107.93  97.00  -8.00   31
 20  ω     83.00 138.00   1.00    1.00    --  107.93 125.00  90.00   55
 21  ω     76.00 158.00   1.00    1.00    --  107.93 125.00-150.00   82
 22  ω    -80.00 -22.00   1.00    1.00    --  -42.13  19.00  90.00   58
 23  ω     39.00  68.00   1.00    1.00    --  107.93 -30.00  60.00   29
 24  ω     37.00  64.00   1.00    1.00    --  107.93 -30.00-180.00   27
 25  ω     69.00  96.00   1.00    1.00    --  107.93-125.00-180.00   27
 26  ω     99.00 157.00   1.00    1.00    --  107.93  77.00 -30.00   58
 27  ω     41.00  67.00   1.00    1.00    --  107.93 -45.00  90.00   26
;


#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     dual
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
 shelx_SHELXL_version_number            2018/3

 The Friedel pair coverage of the experiment is almost complete (99%).
 Analysis of the absolute structure using likelihood methods
 (Hooft, Straver & Spek, 2008) was performed using PLATON (Spek, 2009).
 The results indicated that the absolute structure had been correctly
 assigned. The method calculated that the probability that the structure 
 is inverted is smaller than 10-99. The absolute structure parameter y 
 (Hooft, Straver & Spek, 2008) was calculated using PLATON (Spek,
 2010). The resulting value was y=-0.001(6), which together with Flack
 parameter value, indicate that the absolute structure has sureley been
 determined correctly.

 Flack, H. D. (1983), Acta Cryst. A39, 876-881
 Flack & G. Bernardinelli, Acta Cryst. 1999, A55, 908-915;  
 H. D. Flack & G. Bernardinelli, J. Appl. Cryst. 2000, 33, 1143-1148.

 R. W. W. Hooft, L. H. Straver & A. L. Spek, J. Appl. Cryst. 2008, 41, 
 96-103
 Dolomanov, O.V. (2009) OLEX2, J. Appl. Cryst., 42, 339-341. 
 Spek, A.L. (2003). J. Appl. Cryst. 36, 7-13.
 Spek, A.L. (2009). Acta Cryst. D65, 148-155.
 A. L. Spek (2010) PLATON, Utrecht, The Netherlands; 
 A. L. Spek, J. Appl. Cryst. 2003, 36, 7-13
 A. L. Thompson & D. J. Watkin, Tetrahedron: Asymmetry 2009, 20, 712--717


;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0409P)²+0.1130P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3310
_refine_ls_number_parameters     229
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0251
_refine_ls_R_factor_gt           0.0248
_refine_ls_wR_factor_ref         0.0657
_refine_ls_wR_factor_gt          0.0655
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 1456 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
 The Friedel pair coverage of the experiment is almost complete 
 (99%). Analysis of the absolute structure using likelihood methods
 (Hooft, Straver & Spek, 2008) was performed using PLATON
 (Spek, 2009). The resulting value was y=-0.001(6)
 
;
_refine_ls_abs_structure_Flack   0.005(7)
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.054

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 '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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.16151(7) 0.52109(8) 0.30614(3) 0.01808(13) Uani 1 1 d . . . . .
S2 S 0.71808(8) 0.33097(8) 0.07290(3) 0.02379(15) Uani 1 1 d . . . . .
O1 O 0.0859(2) 0.6438(3) 0.36171(9) 0.0258(4) Uani 1 1 d . . . . .
O2 O 0.0787(2) 0.5271(3) 0.23584(8) 0.0274(4) Uani 1 1 d . . . . .
O3 O 0.7679(2) 0.2300(3) 0.13806(9) 0.0315(4) Uani 1 1 d . . . . .
O4 O 0.6020(3) 0.2303(3) 0.02094(10) 0.0389(5) Uani 1 1 d . . . . .
O5 O 0.6349(3) 0.7081(4) 0.49996(10) 0.0428(5) Uani 1 1 d . . . . .
N1 N 0.3753(3) 0.5809(3) 0.30027(10) 0.0222(4) Uani 1 1 d . . . . .
N2 N 0.6138(3) 0.5375(4) 0.09203(10) 0.0254(4) Uani 1 1 d D . . . .
C1 C 0.4785(3) 0.5337(4) 0.23616(10) 0.0201(4) Uani 1 1 d . . . . .
H1A H 0.39768 0.469194 0.200934 0.024 Uiso 1 1 calc R . . . .
H1B H 0.577902 0.440752 0.2482 0.024 Uiso 1 1 calc R . . . .
C2 C 0.5578(3) 0.7289(3) 0.20500(11) 0.0199(4) Uani 1 1 d . . . . .
C3 C 0.6690(3) 0.8401(4) 0.26402(12) 0.0218(5) Uani 1 1 d . . . . .
H3A H 0.781434 0.765102 0.27433 0.026 Uiso 1 1 calc R . . . .
H3B H 0.703798 0.972095 0.246327 0.026 Uiso 1 1 calc R . . . .
C4 C 0.5650(3) 0.8675(4) 0.33361(13) 0.0237(5) Uani 1 1 d . . . . .
H4A H 0.648917 0.921468 0.369989 0.028 Uiso 1 1 calc R . . . .
H4B H 0.466962 0.965309 0.325779 0.028 Uiso 1 1 calc R . . . .
C5 C 0.4823(3) 0.6708(4) 0.36070(11) 0.0211(4) Uani 1 1 d . . . . .
H5 H 0.396419 0.704169 0.398485 0.025 Uiso 1 1 calc R . . . .
C6 C 0.1523(3) 0.2715(3) 0.33609(13) 0.0231(5) Uani 1 1 d . . . . .
H6 H 0.207634 0.23776 0.379849 0.028 Uiso 1 1 calc R . . . .
C7 C 0.0690(4) 0.1307(4) 0.29806(16) 0.0330(6) Uani 1 1 d D . . . .
H7A H 0.066(4) -0.006(3) 0.3164(14) 0.037(8) Uiso 1 1 d D . . . .
H7B H 0.013(4) 0.163(5) 0.2512(10) 0.044(9) Uiso 1 1 d D . . . .
H2 H 0.548(4) 0.581(6) 0.0549(13) 0.052 Uiso 1 1 d DR . . . .
C8 C 0.6941(3) 0.6737(4) 0.14651(12) 0.0228(5) Uani 1 1 d . . . . .
H8A H 0.734774 0.796678 0.123512 0.027 Uiso 1 1 calc R . . . .
H8B H 0.801444 0.609506 0.168532 0.027 Uiso 1 1 calc R . . . .
C9 C 0.9222(4) 0.3969(4) 0.03039(14) 0.0320(6) Uani 1 1 d . . . . .
H9 H 0.915171 0.442658 -0.016572 0.038 Uiso 1 1 calc R . . . .
C10 C 1.0831(4) 0.3838(5) 0.06247(18) 0.0439(7) Uani 1 1 d D . . . .
H10A H 1.094(5) 0.340(6) 0.1120(10) 0.061(11) Uiso 1 1 d D . . . .
H10B H 1.197(3) 0.419(5) 0.0385(15) 0.042(9) Uiso 1 1 d D . . . .
C11 C 0.4021(3) 0.8607(4) 0.17324(13) 0.0267(5) Uani 1 1 d . . . . .
H11A H 0.340891 0.789498 0.134768 0.04 Uiso 1 1 calc GR . . . .
H11B H 0.452798 0.984429 0.155519 0.04 Uiso 1 1 calc GR . . . .
H11C H 0.315242 0.890716 0.209565 0.04 Uiso 1 1 calc GR . . . .
C12 C 0.6235(3) 0.5196(4) 0.39108(11) 0.0223(4) Uani 1 1 d . . . . .
H12A H 0.567919 0.386273 0.391149 0.027 Uiso 1 1 calc R . . . .
H12B H 0.727604 0.514902 0.359656 0.027 Uiso 1 1 calc R . . . .
C13 C 0.6937(3) 0.5676(4) 0.46593(12) 0.0262(5) Uani 1 1 d . . . . .
C14 C 0.8400(4) 0.4294(4) 0.49491(13) 0.0333(6) Uani 1 1 d . . . . .
H14A H 0.952294 0.452048 0.470102 0.05 Uiso 1 1 calc GR . . . .
H14B H 0.801661 0.29162 0.488311 0.05 Uiso 1 1 calc GR . . . .
H14C H 0.860295 0.455547 0.54493 0.05 Uiso 1 1 calc GR . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 O1 1.4397(17) . ?
S1 O2 1.4333(16) . ?
S1 N1 1.6079(19) . ?
S1 C6 1.746(2) . ?
S2 O3 1.4292(17) . ?
S2 O4 1.4343(18) . ?
S2 N2 1.607(2) . ?
S2 C9 1.755(3) . ?
O5 C13 1.210(3) . ?
N1 C1 1.465(3) . ?
N1 C5 1.481(3) . ?
N2 H2 0.879(13) . ?
N2 C8 1.470(3) . ?
C1 H1A 0.97 . ?
C1 H1B 0.97 . ?
C1 C2 1.535(3) . ?
C2 C3 1.539(3) . ?
C2 C8 1.539(3) . ?
C2 C11 1.535(3) . ?
C3 H3A 0.97 . ?
C3 H3B 0.97 . ?
C3 C4 1.534(3) . ?
C4 H4A 0.97 . ?
C4 H4B 0.97 . ?
C4 C5 1.525(3) . ?
C5 H5 0.98 . ?
C5 C12 1.531(3) . ?
C6 H6 0.93 . ?
C6 C7 1.311(4) . ?
C7 H7A 0.968(13) . ?
C7 H7B 0.979(13) . ?
C8 H8A 0.97 . ?
C8 H8B 0.97 . ?
C9 H9 0.93 . ?
C9 C10 1.303(4) . ?
C10 H10A 0.973(13) . ?
C10 H10B 0.978(13) . ?
C11 H11A 0.96 . ?
C11 H11B 0.96 . ?
C11 H11C 0.96 . ?
C12 H12A 0.97 . ?
C12 H12B 0.97 . ?
C12 C13 1.512(3) . ?
C13 C14 1.493(3) . ?
C14 H14A 0.96 . ?
C14 H14B 0.96 . ?
C14 H14C 0.96 . ?

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
O1 S1 N1 107.30(10) . . ?
O1 S1 C6 106.44(11) . . ?
O2 S1 O1 119.28(10) . . ?
O2 S1 N1 108.24(10) . . ?
O2 S1 C6 107.61(12) . . ?
N1 S1 C6 107.43(11) . . ?
O3 S2 O4 119.54(12) . . ?
O3 S2 N2 108.51(10) . . ?
O3 S2 C9 107.79(12) . . ?
O4 S2 N2 105.92(11) . . ?
O4 S2 C9 107.20(12) . . ?
N2 S2 C9 107.32(12) . . ?
C1 N1 S1 121.23(15) . . ?
C1 N1 C5 116.27(17) . . ?
C5 N1 S1 122.33(15) . . ?
S2 N2 H2 110(2) . . ?
C8 N2 S2 119.70(15) . . ?
C8 N2 H2 123(3) . . ?
N1 C1 H1A 109.7 . . ?
N1 C1 H1B 109.7 . . ?
N1 C1 C2 109.67(19) . . ?
H1A C1 H1B 108.2 . . ?
C2 C1 H1A 109.7 . . ?
C2 C1 H1B 109.7 . . ?
C1 C2 C3 108.91(17) . . ?
C1 C2 C8 108.98(19) . . ?
C8 C2 C3 106.80(17) . . ?
C11 C2 C1 110.24(18) . . ?
C11 C2 C3 111.95(19) . . ?
C11 C2 C8 109.86(18) . . ?
C2 C3 H3A 108.8 . . ?
C2 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C4 C3 C2 113.95(18) . . ?
C4 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
C3 C4 H4A 109 . . ?
C3 C4 H4B 109 . . ?
H4A C4 H4B 107.8 . . ?
C5 C4 C3 112.84(19) . . ?
C5 C4 H4A 109 . . ?
C5 C4 H4B 109 . . ?
N1 C5 C4 106.98(18) . . ?
N1 C5 H5 108.1 . . ?
N1 C5 C12 110.73(19) . . ?
C4 C5 H5 108.1 . . ?
C4 C5 C12 114.55(18) . . ?
C12 C5 H5 108.1 . . ?
S1 C6 H6 119.4 . . ?
C7 C6 S1 121.2(2) . . ?
C7 C6 H6 119.4 . . ?
C6 C7 H7A 119.1(17) . . ?
C6 C7 H7B 120.5(19) . . ?
H7A C7 H7B 120(2) . . ?
N2 C8 C2 112.86(18) . . ?
N2 C8 H8A 109 . . ?
N2 C8 H8B 109 . . ?
C2 C8 H8A 109 . . ?
C2 C8 H8B 109 . . ?
H8A C8 H8B 107.8 . . ?
S2 C9 H9 118.9 . . ?
C10 C9 S2 122.1(2) . . ?
C10 C9 H9 118.9 . . ?
C9 C10 H10A 120(2) . . ?
C9 C10 H10B 122.1(18) . . ?
H10A C10 H10B 117(2) . . ?
C2 C11 H11A 109.5 . . ?
C2 C11 H11B 109.5 . . ?
C2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C5 C12 H12A 108.7 . . ?
C5 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C13 C12 C5 114.4(2) . . ?
C13 C12 H12A 108.7 . . ?
C13 C12 H12B 108.7 . . ?
O5 C13 C12 122.3(2) . . ?
O5 C13 C14 122.4(2) . . ?
C14 C13 C12 115.3(2) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

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
S1 N1 C1 C2 122.30(17) . . . . ?
S1 N1 C5 C4 -125.14(17) . . . . ?
S1 N1 C5 C12 109.40(19) . . . . ?
S2 N2 C8 C2 -127.13(18) . . . . ?
O1 S1 N1 C1 -160.75(18) . . . . ?
O1 S1 N1 C5 24.2(2) . . . . ?
O1 S1 C6 C7 124.7(2) . . . . ?
O2 S1 N1 C1 -30.8(2) . . . . ?
O2 S1 N1 C5 154.18(18) . . . . ?
O2 S1 C6 C7 -4.2(2) . . . . ?
O3 S2 N2 C8 48.1(2) . . . . ?
O3 S2 C9 C10 -11.1(3) . . . . ?
O4 S2 N2 C8 177.63(17) . . . . ?
O4 S2 C9 C10 -141.0(3) . . . . ?
N1 S1 C6 C7 -120.6(2) . . . . ?
N1 C1 C2 C3 53.5(2) . . . . ?
N1 C1 C2 C8 169.70(17) . . . . ?
N1 C1 C2 C11 -69.7(2) . . . . ?
N1 C5 C12 C13 -160.67(18) . . . . ?
N2 S2 C9 C10 105.6(3) . . . . ?
C1 N1 C5 C4 59.6(2) . . . . ?
C1 N1 C5 C12 -65.8(2) . . . . ?
C1 C2 C3 C4 -50.3(2) . . . . ?
C1 C2 C8 N2 53.0(2) . . . . ?
C2 C3 C4 C5 51.0(3) . . . . ?
C3 C2 C8 N2 170.53(19) . . . . ?
C3 C4 C5 N1 -51.4(2) . . . . ?
C3 C4 C5 C12 71.7(2) . . . . ?
C4 C5 C12 C13 78.3(2) . . . . ?
C5 N1 C1 C2 -62.4(2) . . . . ?
C5 C12 C13 O5 3.8(3) . . . . ?
C5 C12 C13 C14 -176.4(2) . . . . ?
C6 S1 N1 C1 85.1(2) . . . . ?
C6 S1 N1 C5 -89.88(19) . . . . ?
C8 C2 C3 C4 -167.84(19) . . . . ?
C9 S2 N2 C8 -68.1(2) . . . . ?
C11 C2 C3 C4 71.9(2) . . . . ?
C11 C2 C8 N2 -67.8(2) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
