# Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2000
# CCDC Number: 186/2074
 
data_bluegs 
#Structure 4d in text  

_publ_contact_author_name              'Jack Passmore'
_publ_contact_author_address
;
Department of Chemistry
University of New Brunswick
Post Office Box 45222
Fredericton, NB E3B 6E2
Canada
;

_publ_contact_author_email        'passmore@unb.ca'
_publ_contact_author_fax          '(506) 455-4981'
_publ_contact_author_phone      '(506) 453-4821'
_publ_requested_journal           'J. Chem. Soc., Dalton Transactions'
_publ_section_title 
;
The isolation, characterisation, gas phase electron diffraction and 
X-ray crystal structure of the thermally stable radical [CF3CSNSCCF3]
;

_audit_creation_method            SHELXL 
_chemical_name_systematic 
; 
4,5-Bis(trifluoromethyl)-1,3,2-dithiazol-2-yl 
; 
_chemical_name_common             ? 
_chemical_formula_moiety            F3CCSNSCCF3 
_chemical_formula_structural      CF3CSNSCCF3 
_chemical_formula_analytical      ? 
_chemical_formula_sum             'C4 F6 N S2' 
_chemical_formula_weight          240.17 
_chemical_melting_point           '11.9-12.5' 
_chemical_compound_source         ? 
 
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' 
 'N'  'N'   0.0061   0.0033 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'F'  'F'   0.0171   0.0103 
 '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            Triclinic
_symmetry_space_group_name_H-M    P-1 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
 
_cell_length_a                    7.976(3) 
_cell_length_b                    8.806(3) 
_cell_length_c                    11.830(4) 
_cell_angle_alpha                 102.15(2) 
_cell_angle_beta                  93.40(2) 
_cell_angle_gamma                 108.16(2) 
_cell_volume                      764.8(4) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     220(2) 
_cell_measurement_reflns_used     24 
_cell_measurement_theta_min       15 
_cell_measurement_theta_max       16 
 
_exptl_crystal_description        cylinder 
_exptl_crystal_colour             Blue-black 
_exptl_crystal_size_max           0.39 
_exptl_crystal_size_mid           0.30 
_exptl_crystal_size_min           0.30 
_exptl_crystal_density_meas       1.97(2) 
_exptl_crystal_density_diffrn     2.086 
_exptl_crystal_density_method     ? 
_exptl_crystal_F_000              468 
_exptl_absorpt_coefficient_mu     0.752 
_exptl_absorpt_correction_type    ? 
_exptl_absorpt_correction_T_min   ? 
_exptl_absorpt_correction_T_max   ? 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       220(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 
;
Stoe Stadi-4 diffractometer equipped with an Oxford Cryosystems lt device.
;
_diffrn_measurement_method        omega-theta 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  60 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             5384 
_diffrn_reflns_av_R_equivalents   0.0421 
_diffrn_reflns_av_sigmaI/netI     0.0490 
_diffrn_reflns_limit_h_min        -9 
_diffrn_reflns_limit_h_max        9 
_diffrn_reflns_limit_k_min        -10 
_diffrn_reflns_limit_k_max        10 
_diffrn_reflns_limit_l_min        0 
_diffrn_reflns_limit_l_max        14 
_diffrn_reflns_theta_min          2.51 
_diffrn_reflns_theta_max          25.03 
_reflns_number_total              2697 
_reflns_number_observed           1953 
_reflns_observed_criterion        >2sigma(I) 
 
_computing_data_collection        ? 
_computing_cell_refinement        ? 
_computing_data_reduction         ? 
_computing_structure_solution     DIRDIF
_computing_structure_refinement   SHELXTL
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement on F^2^ for ALL reflections except for 7 with very negative F^2^ 
 or flagged by the user for potential systematic errors.  Weighted R-factors 
 wR and all goodnesses 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 observed criterion 
 of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0586P)^2^+0.1020P] where P=(Fo^2^+2Fc^2^)/3' 
_atom_sites_solution_primary      Patterson 
_atom_sites_solution_secondary    ? 
_atom_sites_solution_hydrogens    ? 
_refine_ls_hydrogen_treatment     ? 
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.0071(24) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' 
_refine_ls_number_reflns          2690 
_refine_ls_number_parameters      348 
_refine_ls_number_restraints      192 
_refine_ls_R_factor_all           0.0641 
_refine_ls_R_factor_obs           0.0404 
_refine_ls_wR_factor_all          0.1077
_refine_ls_wR_factor_obs          0.0956 
_refine_ls_goodness_of_fit_all    1.034 
_refine_ls_goodness_of_fit_obs    1.108 
_refine_ls_restrained_S_all       1.095 
_refine_ls_restrained_S_obs       1.125 
_refine_ls_shift/esd_max          -0.002 
_refine_ls_shift/esd_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_thermal_displace_type 
 _atom_site_occupancy 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_group 
S1 S -0.00057(11) 0.57012(11) 0.77346(7) 0.0432(3) Uani 1 d . . 
N2 N 0.0223(4) 0.5663(4) 0.6356(2) 0.0440(7) Uani 1 d . . 
S3 S 0.22845(11) 0.60940(11) 0.60740(7) 0.0416(3) Uani 1 d . . 
C4 C 0.3344(4) 0.6538(4) 0.7491(3) 0.0367(7) Uani 1 d . . 
C41 C 0.5331(5) 0.7094(5) 0.7672(3) 0.0512(10) Uani 1 d D . 
F42 F 0.6043(9) 0.8693(6) 0.7971(7) 0.113(3) Uani 0.70 d PDU 1 
F43 F 0.5957(10) 0.6500(8) 0.8446(4) 0.072(2) Uani 0.70 d PDU 1 
F44 F 0.5941(9) 0.6570(9) 0.6691(5) 0.096(2) Uani 0.70 d PDU 1 
F45 F 0.5991(25) 0.6034(18) 0.7937(14) 0.100(6) Uani 0.30 d PDU 2 
F46 F 0.5996(20) 0.7583(18) 0.6785(10) 0.085(5) Uani 0.30 d PDU 2 
F47 F 0.5968(20) 0.8414(14) 0.8578(10) 0.091(5) Uani 0.30 d PDU 2 
C5 C 0.2221(4) 0.6360(4) 0.8302(3) 0.0371(7) Uani 1 d . . 
C51 C 0.2699(5) 0.6710(5) 0.9593(3) 0.0552(10) Uani 1 d D . 
F52 F 0.4067(10) 0.8116(9) 0.9938(8) 0.083(2) Uani 0.60 d PDU 1 
F53 F 0.3160(13) 0.5603(10) 0.9964(9) 0.083(3) Uani 0.60 d PDU 1 
F54 F 0.1371(9) 0.6969(9) 1.0126(7) 0.092(2) Uani 0.60 d PDU 1 
F55 F 0.1303(13) 0.6014(13) 1.0103(10) 0.097(4) Uani 0.40 d PDU 2 
F56 F 0.3402(18) 0.8234(11) 1.0165(12) 0.086(4) Uani 0.40 d PDU 2 
F57 F 0.3870(17) 0.5956(18) 0.9829(14) 0.087(4) Uani 0.40 d PDU 2 
S6 S 0.13739(12) 0.23170(11) 0.52421(7) 0.0455(3) Uani 1 d . . 
N7 N -0.0617(4) 0.2168(4) 0.5594(2) 0.0462(7) Uani 1 d . . 
S8 S -0.09469(11) 0.17517(11) 0.68657(8) 0.0431(3) Uani 1 d . . 
C9 C 0.1075(4) 0.1503(4) 0.7227(3) 0.0364(7) Uani 1 d . . 
C91 C 0.1365(5) 0.1020(4) 0.8349(3) 0.0495(9) Uani 1 d D . 
F92 F 0.2391(7) 0.0081(6) 0.8290(4) 0.0772(11) Uani 0.75 d PDU 1 
F93 F 0.2148(8) 0.2301(4) 0.9208(3) 0.0797(12) Uani 0.75 d PDU 1 
F94 F -0.0153(5) 0.0197(8) 0.8645(4) 0.0875(13) Uani 0.75 d PDU 1 
F95 F 0.0381(23) 0.1506(22) 0.9116(10) 0.093(4) Uani 0.25 d PDU 2 
F96 F 0.0901(26) -0.0566(11) 0.8148(11) 0.096(4) Uani 0.25 d PDU 2 
F97 F 0.2982(14) 0.1694(23) 0.8851(13) 0.103(5) Uani 0.25 d PDU 2 
C10 C 0.2210(4) 0.1781(4) 0.6434(3) 0.0387(8) Uani 1 d . . 
C101 C 0.4066(5) 0.1744(5) 0.6490(4) 0.0554(10) Uani 1 d D . 
F102 F 0.4993(8) 0.2513(9) 0.5755(5) 0.098(2) Uani 0.70 d PDU 1 
F103 F 0.4216(12) 0.0263(7) 0.6277(6) 0.086(2) Uani 0.70 d PDU 1 
F104 F 0.5009(9) 0.2518(7) 0.7538(5) 0.070(2) Uani 0.70 d PDU 1 
F105 F 0.4048(29) 0.0374(16) 0.6758(15) 0.094(6) Uani 0.30 d PDU 2 
F106 F 0.5212(25) 0.2991(17) 0.7154(12) 0.101(6) Uani 0.30 d PDU 2 
F107 F 0.4429(21) 0.1594(19) 0.5406(9) 0.097(5) Uani 0.30 d PDU 2 
 
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 0.0357(5) 0.0524(6) 0.0416(5) 0.0108(4) 0.0060(4) 0.0152(4) 
N2 0.036(2) 0.053(2) 0.045(2) 0.0196(14) -0.0001(13) 0.0126(14) 
S3 0.0341(5) 0.0529(5) 0.0388(5) 0.0240(4) 0.0017(3) 0.0081(4) 
C4 0.036(2) 0.031(2) 0.042(2) 0.0166(14) -0.0040(14) 0.0061(14) 
C41 0.036(2) 0.058(3) 0.057(2) 0.023(2) -0.003(2) 0.007(2) 
F42 0.054(3) 0.068(3) 0.198(8) 0.050(5) -0.007(5) -0.014(2) 
F43 0.046(3) 0.115(5) 0.071(3) 0.042(3) -0.003(2) 0.037(3) 
F44 0.037(2) 0.176(6) 0.070(3) 0.038(4) 0.017(2) 0.023(4) 
F45 0.049(6) 0.079(8) 0.195(17) 0.063(11) 0.021(11) 0.031(6) 
F46 0.037(5) 0.149(12) 0.065(7) 0.057(8) 0.015(5) 0.006(8) 
F47 0.049(6) 0.083(9) 0.085(8) -0.027(6) 0.004(6) -0.024(6) 
C5 0.041(2) 0.030(2) 0.039(2) 0.0085(14) 0.0004(14) 0.0108(14) 
C51 0.063(3) 0.053(2) 0.041(2) 0.001(2) -0.002(2) 0.016(2) 
F52 0.091(5) 0.072(4) 0.046(4) -0.015(3) -0.018(3) -0.004(3) 
F53 0.155(8) 0.072(4) 0.040(3) 0.030(3) 0.013(4) 0.053(5) 
F54 0.085(5) 0.134(6) 0.044(3) -0.010(4) 0.013(3) 0.040(5) 
F55 0.090(7) 0.130(9) 0.037(4) 0.016(6) 0.024(4) -0.012(7) 
F56 0.152(12) 0.052(5) 0.042(5) 0.000(3) 0.004(6) 0.027(6) 
F57 0.117(9) 0.124(10) 0.046(5) 0.043(5) 0.006(6) 0.061(8) 
S6 0.0524(6) 0.0539(6) 0.0345(5) 0.0120(4) 0.0077(4) 0.0225(4) 
N7 0.043(2) 0.056(2) 0.0380(15) 0.0166(14) -0.0049(13) 0.0121(14) 
S8 0.0323(5) 0.0487(5) 0.0501(5) 0.0219(4) 0.0038(4) 0.0097(4) 
C9 0.038(2) 0.030(2) 0.038(2) 0.0084(14) -0.0014(14) 0.0074(13) 
C91 0.052(2) 0.048(2) 0.050(2) 0.020(2) 0.000(2) 0.016(2) 
F92 0.095(3) 0.087(3) 0.085(3) 0.051(2) 0.017(2) 0.058(3) 
F93 0.110(4) 0.070(2) 0.044(2) 0.011(2) -0.020(2) 0.015(3) 
F94 0.062(2) 0.124(4) 0.083(3) 0.072(3) 0.014(2) 0.008(3) 
F95 0.142(14) 0.122(11) 0.058(7) 0.050(8) 0.031(8) 0.085(11) 
F96 0.144(13) 0.054(7) 0.101(9) 0.040(6) 0.009(10) 0.035(9) 
F97 0.079(9) 0.167(16) 0.073(9) 0.046(10) -0.017(7) 0.048(10) 
C10 0.043(2) 0.036(2) 0.039(2) 0.0095(14) 0.0011(15) 0.0165(15) 
C101 0.051(2) 0.057(3) 0.066(3) 0.017(2) 0.010(2) 0.027(2) 
F102 0.057(4) 0.169(7) 0.110(4) 0.086(4) 0.048(3) 0.055(4) 
F103 0.067(3) 0.066(3) 0.124(5) -0.006(3) 0.009(4) 0.041(2) 
F104 0.037(3) 0.088(4) 0.070(2) 0.002(3) -0.005(2) 0.014(3) 
F105 0.085(8) 0.098(10) 0.145(14) 0.062(9) 0.028(10) 0.072(7) 
F106 0.049(6) 0.068(8) 0.154(16) -0.012(9) 0.008(10) -0.001(6) 
F107 0.061(9) 0.143(13) 0.103(9) 0.025(8) 0.039(7) 0.054(8) 
 
_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 N2 1.646(3) . ? 
S1 C5 1.730(3) . ? 
N2 S3 1.639(3) . ? 
S3 C4 1.740(3) . ? 
C4 C5 1.351(5) . ? 
C4 C41 1.493(5) . ? 
C41 F45 1.288(11) . ? 
C41 F43 1.292(6) . ? 
C41 F46 1.297(10) . ? 
C41 F42 1.303(6) . ? 
C41 F44 1.333(6) . ? 
C41 F47 1.342(10) . ? 
C5 C51 1.495(5) . ? 
C51 F53 1.289(8) . ? 
C51 F56 1.295(9) . ? 
C51 F54 1.319(7) . ? 
C51 F52 1.335(7) . ? 
C51 F55 1.337(8) . ? 
C51 F57 1.351(10) . ? 
S6 N7 1.638(3) . ? 
S6 C10 1.737(3) . ? 
N7 S8 1.639(3) . ? 
S8 C9 1.734(3) . ? 
C9 C10 1.349(5) . ? 
C9 C91 1.503(5) . ? 
C91 F97 1.285(9) . ? 
C91 F96 1.293(9) . ? 
C91 F93 1.303(5) . ? 
C91 F94 1.312(5) . ? 
C91 F95 1.324(9) . ? 
C91 F92 1.327(5) . ? 
C10 C101 1.489(5) . ? 
C101 F106 1.259(11) . ? 
C101 F105 1.307(11) . ? 
C101 F103 1.320(7) . ? 
C101 F107 1.320(10) . ? 
C101 F102 1.332(6) . ? 
C101 F104 1.334(6) . ? 
 
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 
N2 S1 C5 98.79(15) . . ? 
S3 N2 S1 114.5(2) . . ? 
N2 S3 C4 98.6(2) . . ? 
C5 C4 C41 128.2(3) . . ? 
C5 C4 S3 114.0(3) . . ? 
C41 C4 S3 117.7(2) . . ? 
F45 C41 F46 110.4(9) . . ? 
F43 C41 F42 108.3(5) . . ? 
F43 C41 F44 105.4(5) . . ? 
F42 C41 F44 107.0(5) . . ? 
F45 C41 F47 104.5(9) . . ? 
F46 C41 F47 105.2(8) . . ? 
F45 C41 C4 114.6(9) . . ? 
F43 C41 C4 112.9(4) . . ? 
F46 C41 C4 111.6(7) . . ? 
F42 C41 C4 112.4(4) . . ? 
F44 C41 C4 110.4(4) . . ? 
F47 C41 C4 109.9(7) . . ? 
C4 C5 C51 127.5(3) . . ? 
C4 C5 S1 114.0(2) . . ? 
C51 C5 S1 118.5(3) . . ? 
F53 C51 F54 109.3(6) . . ? 
F53 C51 F52 107.1(7) . . ? 
F54 C51 F52 106.0(5) . . ? 
F56 C51 F55 107.7(7) . . ? 
F56 C51 F57 106.1(9) . . ? 
F55 C51 F57 103.1(7) . . ? 
F53 C51 C5 115.5(5) . . ? 
F56 C51 C5 117.9(7) . . ? 
F54 C51 C5 109.9(5) . . ? 
F52 C51 C5 108.6(5) . . ? 
F55 C51 C5 111.5(6) . . ? 
F57 C51 C5 109.4(7) . . ? 
N7 S6 C10 98.50(15) . . ? 
S6 N7 S8 114.7(2) . . ? 
N7 S8 C9 98.7(2) . . ? 
C10 C9 C91 128.0(3) . . ? 
C10 C9 S8 113.8(2) . . ? 
C91 C9 S8 118.2(3) . . ? 
F97 C91 F96 110.5(8) . . ? 
F93 C91 F94 107.7(4) . . ? 
F97 C91 F95 105.5(8) . . ? 
F96 C91 F95 107.7(8) . . ? 
F93 C91 F92 105.9(4) . . ? 
F94 C91 F92 107.2(4) . . ? 
F97 C91 C9 112.5(7) . . ? 
F96 C91 C9 109.4(6) . . ? 
F93 C91 C9 111.8(3) . . ? 
F94 C91 C9 111.0(3) . . ? 
F95 C91 C9 111.1(5) . . ? 
F92 C91 C9 112.9(3) . . ? 
C9 C10 C101 127.9(3) . . ? 
C9 C10 S6 114.1(3) . . ? 
C101 C10 S6 117.9(3) . . ? 
F106 C101 F105 112.6(11) . . ? 
F106 C101 F107 110.3(9) . . ? 
F105 C101 F107 105.7(9) . . ? 
F103 C101 F102 106.0(5) . . ? 
F103 C101 F104 104.9(5) . . ? 
F102 C101 F104 104.4(5) . . ? 
F106 C101 C10 114.9(11) . . ? 
F105 C101 C10 107.6(10) . . ? 
F103 C101 C10 115.5(5) . . ? 
F107 C101 C10 105.2(8) . . ? 
F102 C101 C10 112.8(4) . . ? 
F104 C101 C10 112.3(5) . . ? 
 
_refine_diff_density_max    0.345 
_refine_diff_density_min   -0.253 
_refine_diff_density_rms    0.061 


#==END