# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2011


data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Clayden, J'
_publ_contact_author_email       j.p.Clayden@man.ac.uk

_publ_section_title              
;
Enantioselective synthesis of tertiary thiols
by intramolecular arylation of lithiated thiocarbamates

;
loop_
_publ_author_name
J.Clayden
P.MacLellan

# Attachment '- Paul thiocarbamate s3328catw.cif'

data_s3328catw
_database_code_depnum_ccdc_archive 'CCDC 781954'
#TrackingRef '- Paul thiocarbamate s3328catw.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H19 N O3 S'
_chemical_formula_weight         377.44

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)

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

_cell_length_a                   7.686(4)
_cell_length_b                   6.722(3)
_cell_length_c                   18.277(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.998(8)
_cell_angle_gamma                90.00
_cell_volume                     942.0(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    990
_cell_measurement_theta_min      2.66
_cell_measurement_theta_max      26.33

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             396
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.459
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2701
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0641
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -1
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.23
_diffrn_reflns_theta_max         23.25
_reflns_number_total             2701
_reflns_number_gt                2554
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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^)+(0.0218P)^2^+0.9651P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.09(15)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         2701
_refine_ls_number_parameters     247
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0576
_refine_ls_wR_factor_ref         0.1250
_refine_ls_wR_factor_gt          0.1236
_refine_ls_goodness_of_fit_ref   1.223
_refine_ls_restrained_S_all      1.223
_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 0.23432(14) 0.66581(19) 0.74511(7) 0.0229(3) Uani 1 1 d . . .
O1 O -0.4462(4) 0.7379(8) 0.4578(2) 0.0575(14) Uani 1 1 d . . .
O2 O -0.2623(4) 0.7283(6) 0.37401(19) 0.0383(10) Uani 1 1 d . . .
O3 O 0.4244(4) 0.7857(5) 0.63676(19) 0.0291(9) Uani 1 1 d . . .
N1 N -0.2978(5) 0.7299(6) 0.4380(2) 0.0310(11) Uani 1 1 d . . .
C1 C -0.1521(6) 0.7282(7) 0.4958(3) 0.0236(11) Uani 1 1 d . . .
C2 C -0.1861(6) 0.7232(7) 0.5681(3) 0.0245(12) Uani 1 1 d . . .
H2 H -0.3030 0.7181 0.5817 0.029 Uiso 1 1 calc R . .
C3 C -0.0492(6) 0.7255(7) 0.6213(3) 0.0267(12) Uani 1 1 d . . .
H3 H -0.0717 0.7221 0.6717 0.032 Uiso 1 1 calc R . .
C4 C 0.1235(6) 0.7327(7) 0.6005(3) 0.0223(11) Uani 1 1 d . . .
C5 C 0.1556(6) 0.7371(7) 0.5262(3) 0.0231(11) Uani 1 1 d . . .
H5 H 0.2720 0.7424 0.5120 0.028 Uiso 1 1 calc R . .
C6 C 0.0179(6) 0.7338(7) 0.4733(3) 0.0255(12) Uani 1 1 d . . .
H6 H 0.0384 0.7353 0.4227 0.031 Uiso 1 1 calc R . .
C7 C 0.2795(6) 0.7374(8) 0.6546(3) 0.0272(12) Uani 1 1 d . . .
C8 C 0.4350(6) 0.7181(6) 0.8048(3) 0.0209(11) Uani 1 1 d . . .
C9 C 0.4890(7) 0.9372(8) 0.7962(3) 0.0320(13) Uani 1 1 d . . .
H9A H 0.5751 0.9733 0.8361 0.048 Uiso 1 1 calc R . .
H9B H 0.3861 1.0227 0.7981 0.048 Uiso 1 1 calc R . .
H9C H 0.5401 0.9549 0.7490 0.048 Uiso 1 1 calc R . .
C10 C 0.3664(6) 0.6721(9) 0.8806(3) 0.0274(11) Uani 1 1 d . . .
C11 C 0.2787(6) 0.8177(9) 0.9181(3) 0.0328(13) Uani 1 1 d . . .
H11 H 0.2664 0.9480 0.8983 0.039 Uiso 1 1 calc R . .
C12 C 0.2091(7) 0.7729(10) 0.9845(3) 0.0364(15) Uani 1 1 d . . .
H12 H 0.1503 0.8732 1.0098 0.044 Uiso 1 1 calc R . .
C13 C 0.2249(7) 0.5842(11) 1.0140(3) 0.0418(16) Uani 1 1 d . . .
H13 H 0.1770 0.5545 1.0593 0.050 Uiso 1 1 calc R . .
C14 C 0.3118(7) 0.4374(9) 0.9767(3) 0.0342(14) Uani 1 1 d . . .
H14 H 0.3247 0.3075 0.9968 0.041 Uiso 1 1 calc R . .
C15 C 0.3794(6) 0.4815(9) 0.9101(3) 0.0311(13) Uani 1 1 d . . .
H15 H 0.4355 0.3800 0.8843 0.037 Uiso 1 1 calc R . .
C16 C 0.5897(6) 0.5808(7) 0.7901(3) 0.0218(11) Uani 1 1 d . . .
C17 C 0.7404(6) 0.6000(7) 0.8367(3) 0.0251(12) Uani 1 1 d . . .
H17 H 0.7478 0.7021 0.8728 0.030 Uiso 1 1 calc R . .
C18 C 0.8811(6) 0.4690(8) 0.8307(3) 0.0276(12) Uani 1 1 d . . .
H18 H 0.9811 0.4805 0.8641 0.033 Uiso 1 1 calc R . .
C19 C 0.8768(6) 0.3236(8) 0.7771(3) 0.0258(12) Uani 1 1 d . . .
C20 C 0.7285(6) 0.3096(8) 0.7284(3) 0.0267(12) Uani 1 1 d . . .
H20 H 0.7236 0.2128 0.6905 0.032 Uiso 1 1 calc R . .
C21 C 0.5873(6) 0.4384(7) 0.7356(3) 0.0230(11) Uani 1 1 d . . .
H21 H 0.4874 0.4273 0.7022 0.028 Uiso 1 1 calc R . .
C22 C 1.0232(6) 0.1752(10) 0.7732(3) 0.0401(13) Uani 1 1 d . . .
H22A H 1.0498 0.1571 0.7220 0.060 Uiso 1 1 calc R . .
H22B H 0.9878 0.0475 0.7934 0.060 Uiso 1 1 calc R . .
H22C H 1.1270 0.2245 0.8017 0.060 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 0.0113(6) 0.0257(6) 0.0319(7) 0.0036(6) 0.0020(5) -0.0013(6)
O1 0.016(2) 0.108(4) 0.048(3) -0.003(2) 0.0051(18) 0.011(2)
O2 0.030(2) 0.054(3) 0.030(2) 0.0050(19) -0.0020(16) 0.0032(18)
O3 0.0163(18) 0.032(2) 0.040(2) 0.0020(16) 0.0065(15) -0.0045(15)
N1 0.027(2) 0.031(3) 0.034(3) -0.001(2) -0.003(2) 0.007(2)
C1 0.016(2) 0.017(2) 0.037(3) 0.000(2) -0.001(2) 0.0057(19)
C2 0.017(2) 0.024(3) 0.033(3) -0.001(2) 0.006(2) 0.002(2)
C3 0.025(3) 0.026(3) 0.030(3) 0.003(2) 0.008(2) 0.006(2)
C4 0.021(3) 0.008(2) 0.038(3) 0.003(2) 0.003(2) 0.0041(19)
C5 0.014(2) 0.022(3) 0.034(3) 0.002(2) 0.009(2) 0.000(2)
C6 0.025(3) 0.020(3) 0.031(3) 0.004(2) 0.004(2) 0.005(2)
C7 0.024(3) 0.023(3) 0.035(3) 0.000(2) 0.004(2) 0.002(2)
C8 0.016(2) 0.012(3) 0.034(3) 0.000(2) 0.0002(19) 0.0009(19)
C9 0.022(3) 0.037(3) 0.036(3) 0.000(3) 0.000(2) -0.003(2)
C10 0.018(2) 0.028(3) 0.036(3) -0.010(3) 0.001(2) 0.000(3)
C11 0.029(3) 0.033(3) 0.035(3) -0.006(3) -0.002(3) 0.006(3)
C12 0.019(3) 0.060(4) 0.031(3) -0.010(3) 0.004(2) 0.013(3)
C13 0.022(3) 0.072(5) 0.031(3) 0.003(3) -0.002(3) -0.001(3)
C14 0.022(3) 0.039(3) 0.043(4) 0.010(3) 0.010(3) -0.001(2)
C15 0.017(3) 0.038(3) 0.038(3) -0.005(3) 0.003(2) 0.006(2)
C16 0.018(3) 0.016(2) 0.032(3) 0.007(2) 0.007(2) 0.000(2)
C17 0.017(3) 0.022(3) 0.037(3) -0.003(2) 0.005(2) -0.004(2)
C18 0.013(3) 0.035(3) 0.035(3) 0.004(3) 0.005(2) -0.001(2)
C19 0.014(2) 0.022(3) 0.042(3) 0.009(2) 0.010(2) -0.004(2)
C20 0.023(3) 0.024(3) 0.035(3) 0.001(2) 0.010(2) 0.000(2)
C21 0.018(3) 0.018(3) 0.034(3) 0.002(2) 0.005(2) 0.000(2)
C22 0.031(3) 0.040(3) 0.050(3) 0.012(3) 0.008(2) 0.011(3)

_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 C7 1.780(5) . ?
S1 C8 1.860(5) . ?
O1 N1 1.221(5) . ?
O2 N1 1.219(5) . ?
O3 C7 1.225(6) . ?
N1 C1 1.486(6) . ?
C1 C2 1.364(7) . ?
C1 C6 1.397(7) . ?
C2 C3 1.382(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.407(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.397(7) . ?
C4 C7 1.500(7) . ?
C5 C6 1.383(7) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C8 C9 1.541(7) . ?
C8 C16 1.544(6) . ?
C8 C10 1.547(7) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C15 1.391(8) . ?
C10 C11 1.396(7) . ?
C11 C12 1.393(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.380(9) . ?
C12 H12 0.9500 . ?
C13 C14 1.396(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(7) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C21 1.381(7) . ?
C16 C17 1.395(7) . ?
C17 C18 1.405(7) . ?
C17 H17 0.9500 . ?
C18 C19 1.383(7) . ?
C18 H18 0.9500 . ?
C19 C20 1.399(7) . ?
C19 C22 1.509(7) . ?
C20 C21 1.402(7) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

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
C7 S1 C8 106.7(2) . . ?
O2 N1 O1 124.1(4) . . ?
O2 N1 C1 118.3(4) . . ?
O1 N1 C1 117.6(4) . . ?
C2 C1 C6 122.1(4) . . ?
C2 C1 N1 120.2(4) . . ?
C6 C1 N1 117.7(4) . . ?
C1 C2 C3 119.5(4) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C2 C3 C4 119.8(5) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 119.8(4) . . ?
C5 C4 C7 116.9(4) . . ?
C3 C4 C7 123.3(5) . . ?
C6 C5 C4 120.1(4) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C1 118.7(5) . . ?
C5 C6 H6 120.7 . . ?
C1 C6 H6 120.7 . . ?
O3 C7 C4 122.0(5) . . ?
O3 C7 S1 124.0(4) . . ?
C4 C7 S1 114.1(3) . . ?
C9 C8 C16 109.7(4) . . ?
C9 C8 C10 113.2(4) . . ?
C16 C8 C10 110.6(4) . . ?
C9 C8 S1 109.8(3) . . ?
C16 C8 S1 113.7(3) . . ?
C10 C8 S1 99.6(3) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C15 C10 C11 118.6(5) . . ?
C15 C10 C8 120.8(4) . . ?
C11 C10 C8 120.4(5) . . ?
C12 C11 C10 120.3(5) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C13 C12 C11 120.7(5) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C14 119.4(5) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 H13 120.3 . . ?
C15 C14 C13 119.9(5) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C10 121.1(5) . . ?
C14 C15 H15 119.5 . . ?
C10 C15 H15 119.5 . . ?
C21 C16 C17 118.3(4) . . ?
C21 C16 C8 124.7(4) . . ?
C17 C16 C8 117.0(4) . . ?
C16 C17 C18 120.3(5) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C19 C18 C17 121.2(5) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C18 C19 C20 118.4(5) . . ?
C18 C19 C22 121.3(4) . . ?
C20 C19 C22 120.2(5) . . ?
C19 C20 C21 120.1(5) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C16 C21 C20 121.6(5) . . ?
C16 C21 H21 119.2 . . ?
C20 C21 H21 119.2 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
O2 N1 C1 C2 -177.8(4) . . . . ?
O1 N1 C1 C2 4.0(7) . . . . ?
O2 N1 C1 C6 2.7(7) . . . . ?
O1 N1 C1 C6 -175.4(5) . . . . ?
C6 C1 C2 C3 0.6(7) . . . . ?
N1 C1 C2 C3 -178.8(4) . . . . ?
C1 C2 C3 C4 -0.1(7) . . . . ?
C2 C3 C4 C5 -0.1(7) . . . . ?
C2 C3 C4 C7 179.5(5) . . . . ?
C3 C4 C5 C6 -0.2(7) . . . . ?
C7 C4 C5 C6 -179.8(5) . . . . ?
C4 C5 C6 C1 0.7(7) . . . . ?
C2 C1 C6 C5 -0.9(7) . . . . ?
N1 C1 C6 C5 178.5(4) . . . . ?
C5 C4 C7 O3 15.4(7) . . . . ?
C3 C4 C7 O3 -164.2(5) . . . . ?
C5 C4 C7 S1 -164.2(4) . . . . ?
C3 C4 C7 S1 16.2(7) . . . . ?
C8 S1 C7 O3 8.6(5) . . . . ?
C8 S1 C7 C4 -171.8(3) . . . . ?
C7 S1 C8 C9 54.6(4) . . . . ?
C7 S1 C8 C16 -68.7(4) . . . . ?
C7 S1 C8 C10 173.7(3) . . . . ?
C9 C8 C10 C15 -153.3(5) . . . . ?
C16 C8 C10 C15 -29.7(6) . . . . ?
S1 C8 C10 C15 90.2(4) . . . . ?
C9 C8 C10 C11 31.4(6) . . . . ?
C16 C8 C10 C11 155.0(4) . . . . ?
S1 C8 C10 C11 -85.1(4) . . . . ?
C15 C10 C11 C12 1.3(7) . . . . ?
C8 C10 C11 C12 176.7(5) . . . . ?
C10 C11 C12 C13 -0.4(8) . . . . ?
C11 C12 C13 C14 0.1(9) . . . . ?
C12 C13 C14 C15 -0.8(8) . . . . ?
C13 C14 C15 C10 1.8(8) . . . . ?
C11 C10 C15 C14 -2.0(7) . . . . ?
C8 C10 C15 C14 -177.4(4) . . . . ?
C9 C8 C16 C21 -120.1(5) . . . . ?
C10 C8 C16 C21 114.4(5) . . . . ?
S1 C8 C16 C21 3.3(6) . . . . ?
C9 C8 C16 C17 61.7(6) . . . . ?
C10 C8 C16 C17 -63.8(5) . . . . ?
S1 C8 C16 C17 -174.9(4) . . . . ?
C21 C16 C17 C18 -3.7(7) . . . . ?
C8 C16 C17 C18 174.6(4) . . . . ?
C16 C17 C18 C19 2.4(7) . . . . ?
C17 C18 C19 C20 0.2(7) . . . . ?
C17 C18 C19 C22 -176.4(5) . . . . ?
C18 C19 C20 C21 -1.4(7) . . . . ?
C22 C19 C20 C21 175.3(5) . . . . ?
C17 C16 C21 C20 2.5(7) . . . . ?
C8 C16 C21 C20 -175.6(4) . . . . ?
C19 C20 C21 C16 0.0(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        23.25
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.060