# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1040785'
_audit_update_record             
;
2014-12-22 deposited with the CCDC.
2015-01-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
3-(Dodecane-1-thiyl)-4-(hydroxymethyl)-2,2,5,5-tetramethyl-1-pyrrolinoxyl
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H40 N O2 S'
_chemical_formula_weight         370.60
_chemical_oxdiff_usercomment     'Stefanie Alexander sample SA-C4-114'


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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.8562(3)
_cell_length_b                   8.0977(4)
_cell_length_c                   23.1501(11)
_cell_angle_alpha                84.648(4)
_cell_angle_beta                 86.401(4)
_cell_angle_gamma                84.429(4)
_cell_volume                     1086.27(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    130.0(1)
_cell_measurement_reflns_used    3240
_cell_measurement_theta_min      5.4900
_cell_measurement_theta_max      76.5600

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.133
_exptl_crystal_F_000             410
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    1.411
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.75622
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      130.0(1)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7334
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         5.510
_diffrn_reflns_theta_max         76.843
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4408
_reflns_number_gt                3830
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0482P)²+0.5614P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4408
_refine_ls_number_parameters     230
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1266
_refine_ls_wR_factor_gt          0.1208
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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_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 0.61892(7) 0.35624(6) 0.79006(2) 0.03347(14) Uani 1 1 d . . . . .
O1 O 0.1669(2) -0.04777(16) 0.92729(6) 0.0359(3) Uani 1 1 d . . . . .
O2 O 0.1822(2) 0.63656(18) 0.88611(7) 0.0428(4) Uani 1 1 d . . . . .
N1 N 0.2500(2) 0.08618(18) 0.90616(7) 0.0288(3) Uani 1 1 d . . . . .
C5 C 0.2961(3) 0.2120(2) 0.99629(8) 0.0313(4) Uani 1 1 d . . . . .
H5A H 0.2693 0.3127 1.0155 0.047 Uiso 1 1 calc R U . . .
H5B H 0.2167 0.1259 1.0180 0.047 Uiso 1 1 calc R U . . .
H5C H 0.4578 0.1781 0.9938 0.047 Uiso 1 1 calc R U . . .
C9 C 0.3721(3) 0.5311(2) 0.90759(9) 0.0321(4) Uani 1 1 d . . . . .
H9A H 0.3767 0.5359 0.9492 0.039 Uiso 1 1 calc R U . . .
H9B H 0.5144 0.5675 0.8893 0.039 Uiso 1 1 calc R U . . .
C6 C -0.0493(3) 0.2981(2) 0.93830(9) 0.0342(4) Uani 1 1 d . . . . .
H6A H -0.0762 0.3992 0.9573 0.051 Uiso 1 1 calc R U . . .
H6B H -0.1023 0.3172 0.8996 0.051 Uiso 1 1 calc R U . . .
H6C H -0.1310 0.2129 0.9597 0.051 Uiso 1 1 calc R U . . .
C12 C 0.2685(4) 0.4472(3) 0.68042(9) 0.0409(5) Uani 1 1 d . . . . .
H12A H 0.3722 0.5039 0.6527 0.049 Uiso 1 1 calc R U . . .
H12B H 0.3373 0.3346 0.6893 0.049 Uiso 1 1 calc R U . . .
C18 C -0.3446(4) 0.1536(3) 0.43176(9) 0.0452(5) Uani 1 1 d . . . . .
H18A H -0.2352 0.2025 0.4036 0.054 Uiso 1 1 calc R U . . .
H18B H -0.2836 0.0402 0.4429 0.054 Uiso 1 1 calc R U . . .
C8 C 0.2353(3) 0.0668(2) 0.80115(9) 0.0346(4) Uani 1 1 d . . . . .
H8A H 0.3229 0.0760 0.7647 0.052 Uiso 1 1 calc R U . . .
H8B H 0.1866 -0.0435 0.8083 0.052 Uiso 1 1 calc R U . . .
H8C H 0.1031 0.1467 0.7998 0.052 Uiso 1 1 calc R U . . .
C10 C 0.4676(4) 0.5535(2) 0.76284(9) 0.0417(5) Uani 1 1 d . . . . .
H10A H 0.4371 0.6236 0.7947 0.050 Uiso 1 1 calc R U . . .
H10B H 0.5677 0.6096 0.7340 0.050 Uiso 1 1 calc R U . . .
C7 C 0.6006(3) -0.0225(2) 0.85221(9) 0.0323(4) Uani 1 1 d . . . . .
H7A H 0.6869 -0.0127 0.8156 0.048 Uiso 1 1 calc R U . . .
H7B H 0.6933 0.0024 0.8825 0.048 Uiso 1 1 calc R U . . .
H7C H 0.5572 -0.1340 0.8600 0.048 Uiso 1 1 calc R U . . .
C3 C 0.4379(3) 0.2798(2) 0.84830(8) 0.0272(4) Uani 1 1 d . . . . .
C13 C 0.0422(4) 0.4399(3) 0.65256(9) 0.0458(5) Uani 1 1 d . . . . .
H13A H -0.0268 0.5526 0.6440 0.055 Uiso 1 1 calc R U . . .
H13B H -0.0611 0.3830 0.6803 0.055 Uiso 1 1 calc R U . . .
C16 C -0.1402(4) 0.2536(3) 0.51417(9) 0.0438(5) Uani 1 1 d . . . . .
H16A H -0.0303 0.3030 0.4863 0.053 Uiso 1 1 calc R U . . .
H16B H -0.0801 0.1397 0.5248 0.053 Uiso 1 1 calc R U . . .
C20 C -0.5484(4) 0.0463(3) 0.35094(10) 0.0504(6) Uani 1 1 d . . . . .
H20A H -0.4393 0.0929 0.3222 0.061 Uiso 1 1 calc R U . . .
H20B H -0.4874 -0.0663 0.3632 0.061 Uiso 1 1 calc R U . . .
C19 C -0.5687(4) 0.1490(3) 0.40304(9) 0.0431(5) Uani 1 1 d . . . . .
H19A H -0.6270 0.2622 0.3906 0.052 Uiso 1 1 calc R U . . .
H19B H -0.6798 0.1037 0.4315 0.052 Uiso 1 1 calc R U . . .
C14 C 0.0646(4) 0.3517(3) 0.59694(9) 0.0418(5) Uani 1 1 d . . . . .
H14A H 0.1719 0.4063 0.5697 0.050 Uiso 1 1 calc R U . . .
H14B H 0.1289 0.2378 0.6058 0.050 Uiso 1 1 calc R U . . .
C21 C -0.7733(4) 0.0391(3) 0.32286(10) 0.0517(6) Uani 1 1 d . . . . .
H21A H -0.7479 -0.0274 0.2904 0.078 Uiso 1 1 calc R U . . .
H21B H -0.8814 -0.0096 0.3507 0.078 Uiso 1 1 calc R U . . .
H21C H -0.8333 0.1498 0.3096 0.078 Uiso 1 1 calc R U . . .
C4 C 0.3841(3) 0.1003(2) 0.84992(8) 0.0274(4) Uani 1 1 d . . . . .
C17 C -0.3645(4) 0.2513(3) 0.48530(9) 0.0434(5) Uani 1 1 d . . . . .
H17A H -0.4236 0.3651 0.4742 0.052 Uiso 1 1 calc R U . . .
H17B H -0.4751 0.2033 0.5133 0.052 Uiso 1 1 calc R U . . .
C11 C 0.2428(4) 0.5365(3) 0.73589(9) 0.0430(5) Uani 1 1 d . . . . .
H11A H 0.1659 0.6469 0.7273 0.052 Uiso 1 1 calc R U . . .
H11B H 0.1452 0.4763 0.7641 0.052 Uiso 1 1 calc R U . . .
C15 C -0.1600(4) 0.3491(3) 0.56811(9) 0.0446(5) Uani 1 1 d . . . . .
H15A H -0.2204 0.4630 0.5575 0.054 Uiso 1 1 calc R U . . .
H15B H -0.2697 0.2997 0.5960 0.054 Uiso 1 1 calc R U . . .
C2 C 0.3467(3) 0.3561(2) 0.89439(8) 0.0276(4) Uani 1 1 d . . . . .
C1 C 0.2080(3) 0.2424(2) 0.93550(8) 0.0269(4) Uani 1 1 d . . . . .
H H 0.184(5) 0.725(4) 0.8983(13) 0.062(8) Uiso 1 1 d . . . . .


_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 C3 1.7653(18) . ?
S1 C10 1.828(2) . ?
O1 N1 1.275(2) . ?
O2 C9 1.421(2) . ?
O2 H 0.79(3) . ?
N1 C4 1.479(2) . ?
N1 C1 1.4838(19) . ?
C5 C1 1.520(3) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C9 C2 1.500(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C6 C1 1.529(2) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C12 C13 1.518(3) . ?
C12 C11 1.524(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C18 C19 1.513(3) . ?
C18 C17 1.524(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C8 C4 1.528(2) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C10 C11 1.515(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C7 C4 1.534(2) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C3 C2 1.339(2) . ?
C3 C4 1.514(2) . ?
C13 C14 1.522(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C16 C17 1.513(3) . ?
C16 C15 1.522(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C20 C21 1.513(3) . ?
C20 C19 1.520(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C14 C15 1.515(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C2 C1 1.516(3) . ?

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
C3 S1 C10 104.47(9) . . ?
C9 O2 H 108(2) . . ?
O1 N1 C4 123.12(13) . . ?
O1 N1 C1 121.67(14) . . ?
C4 N1 C1 115.15(14) . . ?
C1 C5 H5A 109.5 . . ?
C1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O2 C9 C2 108.74(14) . . ?
O2 C9 H9A 109.9 . . ?
C2 C9 H9A 109.9 . . ?
O2 C9 H9B 109.9 . . ?
C2 C9 H9B 109.9 . . ?
H9A C9 H9B 108.3 . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C13 C12 C11 113.32(17) . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C19 C18 C17 114.39(17) . . ?
C19 C18 H18A 108.7 . . ?
C17 C18 H18A 108.7 . . ?
C19 C18 H18B 108.7 . . ?
C17 C18 H18B 108.7 . . ?
H18A C18 H18B 107.6 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C11 C10 S1 114.53(15) . . ?
C11 C10 H10A 108.6 . . ?
S1 C10 H10A 108.6 . . ?
C11 C10 H10B 108.6 . . ?
S1 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C3 C4 113.19(16) . . ?
C2 C3 S1 129.10(14) . . ?
C4 C3 S1 117.62(12) . . ?
C12 C13 C14 114.05(17) . . ?
C12 C13 H13A 108.7 . . ?
C14 C13 H13A 108.7 . . ?
C12 C13 H13B 108.7 . . ?
C14 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C17 C16 C15 114.21(17) . . ?
C17 C16 H16A 108.7 . . ?
C15 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
C15 C16 H16B 108.7 . . ?
H16A C16 H16B 107.6 . . ?
C21 C20 C19 113.95(18) . . ?
C21 C20 H20A 108.8 . . ?
C19 C20 H20A 108.8 . . ?
C21 C20 H20B 108.8 . . ?
C19 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
C18 C19 C20 113.94(18) . . ?
C18 C19 H19A 108.8 . . ?
C20 C19 H19A 108.8 . . ?
C18 C19 H19B 108.8 . . ?
C20 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?
C15 C14 C13 114.05(17) . . ?
C15 C14 H14A 108.7 . . ?
C13 C14 H14A 108.7 . . ?
C15 C14 H14B 108.7 . . ?
C13 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N1 C4 C3 99.57(13) . . ?
N1 C4 C8 109.69(14) . . ?
C3 C4 C8 113.72(15) . . ?
N1 C4 C7 109.89(15) . . ?
C3 C4 C7 112.55(14) . . ?
C8 C4 C7 110.84(14) . . ?
C16 C17 C18 114.07(17) . . ?
C16 C17 H17A 108.7 . . ?
C18 C17 H17A 108.7 . . ?
C16 C17 H17B 108.7 . . ?
C18 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
C10 C11 C12 114.35(17) . . ?
C10 C11 H11A 108.7 . . ?
C12 C11 H11A 108.7 . . ?
C10 C11 H11B 108.7 . . ?
C12 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
C14 C15 C16 114.17(17) . . ?
C14 C15 H15A 108.7 . . ?
C16 C15 H15A 108.7 . . ?
C14 C15 H15B 108.7 . . ?
C16 C15 H15B 108.7 . . ?
H15A C15 H15B 107.6 . . ?
C3 C2 C9 127.24(17) . . ?
C3 C2 C1 111.89(15) . . ?
C9 C2 C1 120.86(15) . . ?
N1 C1 C2 100.01(13) . . ?
N1 C1 C5 109.08(15) . . ?
C2 C1 C5 113.99(14) . . ?
N1 C1 C6 109.59(13) . . ?
C2 C1 C6 113.14(16) . . ?
C5 C1 C6 110.46(14) . . ?

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
C3 S1 C10 C11 -65.98(17) . . . . ?
C10 S1 C3 C2 -52.43(19) . . . . ?
C10 S1 C3 C4 131.36(14) . . . . ?
C11 C12 C13 C14 179.76(19) . . . . ?
C17 C18 C19 C20 -178.0(2) . . . . ?
C21 C20 C19 C18 179.0(2) . . . . ?
C12 C13 C14 C15 -178.15(19) . . . . ?
O1 N1 C4 C3 -179.18(15) . . . . ?
C1 N1 C4 C3 3.75(18) . . . . ?
O1 N1 C4 C8 61.2(2) . . . . ?
C1 N1 C4 C8 -115.83(16) . . . . ?
O1 N1 C4 C7 -60.8(2) . . . . ?
C1 N1 C4 C7 122.08(15) . . . . ?
C2 C3 C4 N1 -1.34(19) . . . . ?
S1 C3 C4 N1 175.47(11) . . . . ?
C2 C3 C4 C8 115.23(17) . . . . ?
S1 C3 C4 C8 -67.96(17) . . . . ?
C2 C3 C4 C7 -117.67(17) . . . . ?
S1 C3 C4 C7 59.14(19) . . . . ?
C15 C16 C17 C18 -179.24(19) . . . . ?
C19 C18 C17 C16 179.34(19) . . . . ?
S1 C10 C11 C12 -65.6(2) . . . . ?
C13 C12 C11 C10 -176.97(19) . . . . ?
C13 C14 C15 C16 -177.11(19) . . . . ?
C17 C16 C15 C14 -179.92(19) . . . . ?
C4 C3 C2 C9 177.89(16) . . . . ?
S1 C3 C2 C9 1.5(3) . . . . ?
C4 C3 C2 C1 -1.4(2) . . . . ?
S1 C3 C2 C1 -177.74(13) . . . . ?
O2 C9 C2 C3 94.3(2) . . . . ?
O2 C9 C2 C1 -86.4(2) . . . . ?
O1 N1 C1 C2 178.41(15) . . . . ?
C4 N1 C1 C2 -4.47(18) . . . . ?
O1 N1 C1 C5 58.5(2) . . . . ?
C4 N1 C1 C5 -124.33(16) . . . . ?
O1 N1 C1 C6 -62.5(2) . . . . ?
C4 N1 C1 C6 114.63(17) . . . . ?
C3 C2 C1 N1 3.42(18) . . . . ?
C9 C2 C1 N1 -175.91(15) . . . . ?
C3 C2 C1 C5 119.64(16) . . . . ?
C9 C2 C1 C5 -59.7(2) . . . . ?
C3 C2 C1 C6 -113.05(16) . . . . ?
C9 C2 C1 C6 67.6(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C5 H5B O1 0.96 2.61 3.451(2) 146.1 2_557
C10 H10A O2 0.97 2.52 3.307(3) 138.6 .
O2 H O1 0.79(3) 2.01(3) 2.8018(18) 176(3) 1_565

_refine_diff_density_max         0.287
_refine_diff_density_min         -0.533
_refine_diff_density_rms         0.047

_shelxl_version_number           2014-3



