# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2005

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

_publ_contact_author_name        'Prof James Davis Jr'
_publ_contact_author_address     
;
Department of Chemistry
University of South Alabama
Chemistry 223
Mobile
Alabama
AL 36688
UNITED STATES OF AMERICA
;

_publ_contact_author_email       JDAVIS@JAGUAR1.USOUTHAL.EDU
_publ_contact_author_phone       251-460-7427
_publ_contact_author_fax         251-460-7359

_publ_section_title              
;
Putting an old wine into a new bottle:
Room-temperature ionic liquids based upon (N-alkylimidazole)(amine)BH2+
boronium ions
;
loop_
_publ_author_name
'J.Davies Junior'
'Eugene A. Cioffi'
'Phillip A. Fox'
'Scott T. Griffin'
'W. Matthew Reichert'
;
R.D.Rogers
;
'Alan Salter'
'Ashley B. Smith'
'Morgan D. Tickell'
'Benjamin F. Wicker'
'Andrzej Wierzbicki'

data_s1
_database_code_depnum_ccdc_archive 'CCDC 268268'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          60.17
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H17 B F6 N4 O4 S2'
_chemical_formula_weight         434.20

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'
B B 0.0013 0.0007 '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'
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                   9.1544(14)
_cell_length_b                   10.1383(16)
_cell_length_c                   10.7424(17)
_cell_angle_alpha                77.628(3)
_cell_angle_beta                 72.260(3)
_cell_angle_gamma                80.393(3)
_cell_volume                     922.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    910
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      23.28

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             444
_exptl_absorpt_coefficient_mu    0.369
_exptl_absorpt_correction_type   Sphere
_exptl_absorpt_correction_T_min  0.988
_exptl_absorpt_correction_T_max  1.011
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(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            4238
_diffrn_reflns_av_R_equivalents  0.0129
_diffrn_reflns_av_sigmaI/netI    0.0210
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         23.29
_reflns_number_total             2628
_reflns_number_gt                2288
_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           fullcycle
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0454P)^2^+0.4563P] 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    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0051(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         2628
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0916
_refine_ls_wR_factor_gt          0.0869
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.594
_refine_ls_shift/su_mean         0.034

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
B B 0.7116(3) 0.2397(3) 0.2863(3) 0.0423(6) Uani 1 1 d . . .
H100 H 0.789(3) 0.230(2) 0.349(2) 0.054(7) Uiso 1 1 d . . .
H101 H 0.747(2) 0.180(2) 0.205(2) 0.045(6) Uiso 1 1 d . . .
S1A S 0.11336(11) 0.49208(11) 0.41088(11) 0.0370(3) Uani 0.50 1 d P . 1
S1B S -0.13653(12) 0.51539(11) 0.63677(11) 0.0393(3) Uani 0.50 1 d P . 2
S2 S 0.41368(7) 0.11648(6) 0.95353(6) 0.04532(19) Uani 1 1 d . . .
O1A O 0.0300(4) 0.4131(4) 0.3681(3) 0.0527(8) Uani 0.50 1 d P . 1
O2A O 0.2688(3) 0.4517(3) 0.3995(3) 0.0511(8) Uani 0.50 1 d P A 1
O3A O 0.4198(4) 0.1863(3) 0.8171(3) 0.0618(9) Uani 0.50 1 d P B 1
O4A O 0.4469(4) 0.1842(3) 1.0364(3) 0.0480(8) Uani 0.50 1 d P . 1
O1B O -0.2471(4) 0.5247(4) 0.5656(3) 0.0588(9) Uani 0.50 1 d P C 2
O2B O -0.1737(3) 0.5925(3) 0.7414(3) 0.0490(8) Uani 0.50 1 d P D 2
O3B O 0.4660(4) 0.0919(3) 0.8294(3) 0.0518(8) Uani 0.50 1 d P B 2
O4B O 0.3844(5) 0.2548(3) 0.9840(4) 0.0750(11) Uani 0.50 1 d P B 2
F1A F -0.0347(4) 0.7111(4) 0.3092(3) 0.0844(11) Uani 0.50 1 d P . 1
F2A F 0.1768(5) 0.7424(3) 0.3412(4) 0.0886(11) Uani 0.50 1 d P . 1
F3A F 0.1805(4) 0.6448(4) 0.1805(3) 0.0785(10) Uani 0.50 1 d P . 1
F4A F 0.1393(4) 0.0931(5) 1.1375(3) 0.0918(12) Uani 0.50 1 d P B 1
F5A F 0.2118(4) -0.0622(3) 1.0201(3) 0.0753(9) Uani 0.50 1 d P B 1
F6A F 0.1320(4) 0.1380(4) 0.9375(4) 0.0955(12) Uani 0.50 1 d P B 1
F1B F -0.2732(4) 0.3194(3) 0.8069(3) 0.0773(9) Uani 0.50 1 d P . 2
F2B F -0.0345(4) 0.3132(4) 0.7958(3) 0.0884(11) Uani 0.50 1 d P . 2
F3B F -0.0956(5) 0.2519(3) 0.6452(3) 0.0854(11) Uani 0.50 1 d P . 2
F4B F 0.2022(4) -0.0031(4) 1.1360(4) 0.0869(10) Uani 0.50 1 d P B 2
F5B F 0.1768(4) 0.0167(4) 0.9398(4) 0.0984(13) Uani 0.50 1 d P B 2
F6B F 0.1286(4) 0.1878(4) 1.0347(4) 0.0901(11) Uani 0.50 1 d P B 2
N1 N 0.55147(19) 0.20138(17) 0.37831(16) 0.0349(4) Uani 1 1 d . . .
N3 N 0.3265(2) 0.12586(17) 0.44703(17) 0.0384(4) Uani 1 1 d . . .
N4 N 0.69765(18) 0.39565(18) 0.21531(16) 0.0344(4) Uani 1 1 d . . .
N5 N 0.0358(4) 0.5275(4) 0.5550(3) 0.0356(8) Uani 0.50 1 d P . .
N6 N 0.5145(4) -0.0291(4) 0.9320(3) 0.0422(9) Uani 0.50 1 d P . .
C1 C 0.1876(3) 0.0743(3) 0.4445(3) 0.0544(6) Uani 1 1 d . . .
H1A H 0.1948 0.0675 0.3531 0.082 Uiso 1 1 calc R . .
H1B H 0.0968 0.1366 0.4782 0.082 Uiso 1 1 calc R . .
H1C H 0.1781 -0.0157 0.5004 0.082 Uiso 1 1 calc R . .
C2 C 0.4448(2) 0.1570(2) 0.3423(2) 0.0376(5) Uani 1 1 d . . .
H2A H 0.4521 0.1486 0.2541 0.045 Uiso 1 1 calc R . .
C4 C 0.3578(3) 0.1504(2) 0.5562(2) 0.0422(5) Uani 1 1 d . . .
H4A H 0.2937 0.1368 0.6450 0.051 Uiso 1 1 calc R . .
C5 C 0.4968(3) 0.1973(2) 0.5137(2) 0.0403(5) Uani 1 1 d . . .
H5A H 0.5485 0.2232 0.5676 0.048 Uiso 1 1 calc R . .
C6 C 0.8546(3) 0.4252(3) 0.1284(2) 0.0532(6) Uani 1 1 d . . .
H6B H 0.8502 0.5200 0.0831 0.080 Uiso 1 1 calc R . .
H6C H 0.8898 0.3650 0.0623 0.080 Uiso 1 1 calc R . .
H6D H 0.9266 0.4099 0.1827 0.080 Uiso 1 1 calc R . .
C7 C 0.5906(3) 0.4223(3) 0.1303(2) 0.0461(6) Uani 1 1 d . . .
H7B H 0.5846 0.5185 0.0894 0.069 Uiso 1 1 calc R . .
H7C H 0.4878 0.3997 0.1848 0.069 Uiso 1 1 calc R . .
H7D H 0.6291 0.3663 0.0607 0.069 Uiso 1 1 calc R . .
C8 C 0.6460(3) 0.4892(2) 0.3136(2) 0.0437(5) Uani 1 1 d . . .
H8A H 0.6377 0.5833 0.2670 0.066 Uiso 1 1 calc R . .
H8B H 0.7212 0.4776 0.3645 0.066 Uiso 1 1 calc R . .
H8C H 0.5452 0.4683 0.3741 0.066 Uiso 1 1 calc R . .
C9 C 0.1220(3) 0.6593(3) 0.2898(3) 0.0637(7) Uani 1 1 d . . .
C10 C 0.2163(3) 0.0721(3) 1.0184(3) 0.0605(7) Uani 1 1 d . B .

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
B 0.0359(13) 0.0409(15) 0.0489(15) -0.0148(12) -0.0094(12) 0.0035(11)
S1A 0.0292(6) 0.0397(6) 0.0426(6) -0.0053(5) -0.0141(5) 0.0005(4)
S1B 0.0301(6) 0.0476(7) 0.0411(6) -0.0071(5) -0.0134(5) -0.0012(5)
S2 0.0604(4) 0.0349(3) 0.0453(4) -0.0050(3) -0.0261(3) 0.0008(3)
O1A 0.0473(19) 0.065(2) 0.052(2) -0.0223(18) -0.0115(17) -0.0139(17)
O2A 0.0320(16) 0.056(2) 0.061(2) -0.0073(16) -0.0165(15) 0.0092(14)
O3A 0.086(3) 0.055(2) 0.0437(19) -0.0006(16) -0.0321(18) 0.0100(18)
O4A 0.073(2) 0.0359(17) 0.0451(18) -0.0152(14) -0.0281(16) -0.0006(15)
O1B 0.0353(17) 0.094(3) 0.055(2) -0.0187(19) -0.0237(16) 0.0011(17)
O2B 0.0469(18) 0.058(2) 0.0423(18) -0.0247(15) -0.0049(14) -0.0006(15)
O3B 0.073(2) 0.059(2) 0.0224(15) -0.0035(14) -0.0163(15) -0.0037(17)
O4B 0.105(3) 0.0317(19) 0.098(3) -0.0177(19) -0.047(3) 0.0073(19)
F1A 0.075(2) 0.087(2) 0.0619(19) 0.0096(17) -0.0161(16) 0.0353(18)
F2A 0.117(3) 0.058(2) 0.090(3) -0.0014(18) -0.021(2) -0.037(2)
F3A 0.088(2) 0.090(2) 0.0328(17) 0.0028(15) 0.0014(16) 0.0065(18)
F4A 0.060(2) 0.141(3) 0.067(2) -0.035(2) -0.0096(17) 0.015(2)
F5A 0.068(2) 0.070(2) 0.094(2) -0.0112(18) -0.0263(18) -0.0202(16)
F6A 0.075(2) 0.123(3) 0.095(3) -0.005(2) -0.056(2) 0.015(2)
F1B 0.070(2) 0.070(2) 0.067(2) -0.0027(16) 0.0183(16) -0.0228(16)
F2B 0.094(3) 0.085(2) 0.075(2) 0.0219(18) -0.040(2) 0.0064(19)
F3B 0.127(3) 0.0464(18) 0.065(2) -0.0192(16) 0.0081(19) -0.0150(18)
F4B 0.067(2) 0.087(2) 0.085(3) 0.003(2) 0.0018(18) -0.0159(18)
F5B 0.064(2) 0.124(3) 0.135(3) -0.081(3) -0.030(2) -0.007(2)
F6B 0.063(2) 0.084(2) 0.118(3) -0.043(2) -0.020(2) 0.0286(18)
N1 0.0392(10) 0.0315(9) 0.0352(10) -0.0102(7) -0.0112(8) 0.0002(7)
N3 0.0415(10) 0.0333(10) 0.0400(10) -0.0052(8) -0.0106(9) -0.0066(8)
N4 0.0261(9) 0.0452(10) 0.0333(9) -0.0107(8) -0.0073(7) -0.0048(7)
N5 0.0261(17) 0.051(2) 0.0319(18) -0.0126(16) -0.0063(14) -0.0065(15)
N6 0.052(2) 0.046(2) 0.035(2) -0.0185(17) -0.0187(17) 0.0042(17)
C1 0.0516(15) 0.0488(14) 0.0634(16) -0.0033(12) -0.0153(12) -0.0172(12)
C2 0.0473(13) 0.0339(12) 0.0330(12) -0.0102(9) -0.0103(10) -0.0038(10)
C4 0.0477(14) 0.0402(13) 0.0339(12) -0.0036(10) -0.0098(10) 0.0018(10)
C5 0.0468(13) 0.0402(12) 0.0360(12) -0.0091(10) -0.0174(10) 0.0035(10)
C6 0.0319(12) 0.0718(17) 0.0529(15) -0.0100(13) -0.0032(11) -0.0142(11)
C7 0.0402(12) 0.0651(16) 0.0361(12) -0.0042(11) -0.0149(10) -0.0120(11)
C8 0.0440(13) 0.0433(13) 0.0472(13) -0.0170(10) -0.0112(10) -0.0053(10)
C9 0.0668(18) 0.0562(17) 0.0641(18) -0.0041(15) -0.0206(15) 0.0006(14)
C10 0.0598(16) 0.0637(17) 0.0611(17) -0.0220(15) -0.0214(14) 0.0075(14)

_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
B N1 1.555(3) . ?
B N4 1.604(3) . ?
S1A N5 1.339(3) 2_566 ?
S1A O2A 1.389(3) . ?
S1A O1A 1.417(3) . ?
S1A N5 1.586(4) . ?
S1A C9 1.900(3) . ?
S1A S1A 2.366(2) 2_566 ?
S1B O1B 1.424(3) . ?
S1B O2B 1.430(3) . ?
S1B N5 1.565(3) . ?
S1B C9 1.779(3) 2_566 ?
S1B N5 2.092(4) 2_566 ?
S2 O3B 1.335(3) . ?
S2 O4A 1.362(3) . ?
S2 O4B 1.470(3) . ?
S2 O3A 1.474(3) . ?
S2 N6 1.600(3) 2_657 ?
S2 N6 1.627(3) . ?
S2 C10 1.823(3) . ?
O1A N5 1.094(4) 2_566 ?
O4A N6 1.540(5) 2_657 ?
O3B N6 1.567(5) . ?
F1A C9 1.411(4) . ?
F2A C9 1.332(4) . ?
F3A C9 1.163(4) . ?
F4A C10 1.302(4) . ?
F5A C10 1.365(4) . ?
F6A C10 1.337(4) . ?
F1B C9 1.472(4) 2_566 ?
F2B C9 1.353(4) 2_566 ?
F3B C9 1.204(4) 2_566 ?
F4B C10 1.309(4) . ?
F5B C10 1.271(4) . ?
F6B C10 1.319(4) . ?
N1 C2 1.326(3) . ?
N1 C5 1.380(3) . ?
N3 C2 1.326(3) . ?
N3 C4 1.368(3) . ?
N3 C1 1.463(3) . ?
N4 C8 1.488(3) . ?
N4 C7 1.489(3) . ?
N4 C6 1.494(3) . ?
N5 O1A 1.094(4) 2_566 ?
N5 S1A 1.339(3) 2_566 ?
N5 N5 1.737(7) 2_566 ?
N5 S1B 2.092(4) 2_566 ?
N6 O4A 1.540(5) 2_657 ?
N6 S2 1.600(3) 2_657 ?
N6 N6 1.623(6) 2_657 ?
C4 C5 1.344(3) . ?
C9 F3B 1.204(4) 2_566 ?
C9 F2B 1.353(4) 2_566 ?
C9 F1B 1.472(4) 2_566 ?
C9 S1B 1.779(3) 2_566 ?

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
N1 B N4 110.16(17) . . ?
N5 S1A O2A 154.5(2) 2_566 . ?
N5 S1A O1A 46.64(18) 2_566 . ?
O2A S1A O1A 118.8(2) . . ?
N5 S1A N5 72.3(2) 2_566 . ?
O2A S1A N5 107.41(19) . . ?
O1A S1A N5 115.6(2) . . ?
N5 S1A C9 103.01(18) 2_566 . ?
O2A S1A C9 101.41(18) . . ?
O1A S1A C9 105.08(18) . . ?
N5 S1A C9 106.90(17) . . ?
N5 S1A S1A 39.68(15) 2_566 2_566 ?
O2A S1A S1A 135.34(17) . 2_566 ?
O1A S1A S1A 84.30(16) . 2_566 ?
N5 S1A S1A 32.63(12) . 2_566 ?
C9 S1A S1A 108.80(11) . 2_566 ?
O1B S1B O2B 117.9(2) . . ?
O1B S1B N5 117.9(2) . . ?
O2B S1B N5 108.62(18) . . ?
O1B S1B C9 103.0(2) . 2_566 ?
O2B S1B C9 107.31(18) . 2_566 ?
N5 S1B C9 99.66(17) . 2_566 ?
O1B S1B N5 67.49(17) . 2_566 ?
O2B S1B N5 156.57(18) . 2_566 ?
N5 S1B N5 54.43(18) . 2_566 ?
C9 S1B N5 92.57(14) 2_566 2_566 ?
O3B S2 O4A 140.75(16) . . ?
O3B S2 O4B 122.4(2) . . ?
O4A S2 O4B 42.08(15) . . ?
O3B S2 O3A 40.38(14) . . ?
O4A S2 O3A 118.6(2) . . ?
O4B S2 O3A 84.33(16) . . ?
O3B S2 N6 121.06(19) . 2_657 ?
O4A S2 N6 62.04(17) . 2_657 ?
O4B S2 N6 103.52(19) . 2_657 ?
O3A S2 N6 154.7(2) . 2_657 ?
O3B S2 N6 62.96(18) . . ?
O4A S2 N6 116.69(18) . . ?
O4B S2 N6 155.3(2) . . ?
O3A S2 N6 103.17(18) . . ?
N6 S2 N6 60.40(19) 2_657 . ?
O3B S2 C10 107.12(17) . . ?
O4A S2 C10 110.69(17) . . ?
O4B S2 C10 98.2(2) . . ?
O3A S2 C10 102.77(18) . . ?
N6 S2 C10 99.92(17) 2_657 . ?
N6 S2 C10 102.93(16) . . ?
N5 O1A S1A 62.9(2) 2_566 . ?
S2 O4A N6 66.60(17) . 2_657 ?
S2 O3B N6 67.65(17) . . ?
C2 N1 C5 106.55(18) . . ?
C2 N1 B 126.03(18) . . ?
C5 N1 B 127.27(18) . . ?
C2 N3 C4 108.06(18) . . ?
C2 N3 C1 125.33(19) . . ?
C4 N3 C1 126.61(19) . . ?
C8 N4 C7 109.24(16) . . ?
C8 N4 C6 108.44(17) . . ?
C7 N4 C6 108.09(16) . . ?
C8 N4 B 111.65(17) . . ?
C7 N4 B 111.99(17) . . ?
C6 N4 B 107.30(17) . . ?
O1A N5 S1A 70.4(3) 2_566 2_566 ?
O1A N5 S1B 54.7(2) 2_566 . ?
S1A N5 S1B 18.07(7) 2_566 . ?
O1A N5 S1A 158.7(4) 2_566 . ?
S1A N5 S1A 107.7(2) 2_566 . ?
S1B N5 S1A 125.7(2) . . ?
O1A N5 N5 126.3(4) 2_566 2_566 ?
S1A N5 N5 60.42(19) 2_566 2_566 ?
S1B N5 N5 78.4(2) . 2_566 ?
S1A N5 N5 47.27(18) . 2_566 ?
O1A N5 S1B 157.6(3) 2_566 2_566 ?
S1A N5 S1B 107.5(2) 2_566 2_566 ?
S1B N5 S1B 125.57(18) . 2_566 ?
S1A N5 S1B 1.13(5) . 2_566 ?
N5 N5 S1B 47.14(18) 2_566 2_566 ?
O4A N6 O3B 145.0(2) 2_657 . ?
O4A N6 S2 51.35(16) 2_657 2_657 ?
O3B N6 S2 162.3(3) . 2_657 ?
O4A N6 N6 107.3(3) 2_657 2_657 ?
O3B N6 N6 106.7(3) . 2_657 ?
S2 N6 N6 60.6(2) 2_657 2_657 ?
O4A N6 S2 155.6(3) 2_657 . ?
O3B N6 S2 49.39(15) . . ?
S2 N6 S2 119.60(19) 2_657 . ?
N6 N6 S2 59.0(2) 2_657 . ?
N1 C2 N3 110.21(18) . . ?
C5 C4 N3 106.82(19) . . ?
C4 C5 N1 108.36(19) . . ?
F3A C9 F3B 138.2(3) . 2_566 ?
F3A C9 F2A 119.4(4) . . ?
F3B C9 F2A 31.9(2) 2_566 . ?
F3A C9 F2B 61.5(2) . 2_566 ?
F3B C9 F2B 110.4(3) 2_566 2_566 ?
F2A C9 F2B 130.6(3) . 2_566 ?
F3A C9 F1A 111.4(3) . . ?
F3B C9 F1A 72.0(2) 2_566 . ?
F2A C9 F1A 103.2(3) . . ?
F2B C9 F1A 49.97(19) 2_566 . ?
F3A C9 F1B 44.2(2) . 2_566 ?
F3B C9 F1B 105.2(3) 2_566 2_566 ?
F2A C9 F1B 77.5(2) . 2_566 ?
F2B C9 F1B 98.6(3) 2_566 2_566 ?
F1A C9 F1B 139.7(2) . 2_566 ?
F3A C9 S1B 97.0(2) . 2_566 ?
F3B C9 S1B 121.8(3) 2_566 2_566 ?
F2A C9 S1B 116.2(2) . 2_566 ?
F2B C9 S1B 112.4(3) 2_566 2_566 ?
F1A C9 S1B 109.7(2) . 2_566 ?
F1B C9 S1B 105.5(2) 2_566 2_566 ?
F3A C9 S1A 112.4(3) . . ?
F3B C9 S1A 106.7(2) 2_566 . ?
F2A C9 S1A 105.7(2) . . ?
F2B C9 S1A 119.5(2) 2_566 . ?
F1A C9 S1A 103.1(2) . . ?
F1B C9 S1A 115.6(2) 2_566 . ?
S1B C9 S1A 15.41(4) 2_566 . ?
F5B C10 F4A 129.1(3) . . ?
F5B C10 F4B 113.2(4) . . ?
F4A C10 F4B 47.3(2) . . ?
F5B C10 F6B 109.5(3) . . ?
F4A C10 F6B 60.2(2) . . ?
F4B C10 F6B 107.5(3) . . ?
F5B C10 F6A 56.1(2) . . ?
F4A C10 F6A 106.8(3) . . ?
F4B C10 F6A 141.3(3) . . ?
F6B C10 F6A 55.9(2) . . ?
F5B C10 F5A 50.5(2) . . ?
F4A C10 F5A 105.4(3) . . ?
F4B C10 F5A 66.5(2) . . ?
F6B C10 F5A 143.1(3) . . ?
F6A C10 F5A 104.6(3) . . ?
F5B C10 S2 112.8(2) . . ?
F4A C10 S2 117.9(2) . . ?
F4B C10 S2 108.0(2) . . ?
F6B C10 S2 105.5(3) . . ?
F6A C10 S2 110.2(3) . . ?
F5A C10 S2 111.0(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
C2 H2A N6 0.95 2.47 3.362(4) 156.5 2_656
C2 H2A O4A 0.95 2.30 3.232(4) 165.9 1_554
C2 H2A O3B 0.95 2.69 3.290(4) 121.8 2_656
C4 H4A F1A 0.95 2.58 3.112(4) 116.1 2_566
C4 H4A O3A 0.95 2.63 3.128(4) 113.5 .
C4 H4A O3B 0.95 2.81 3.283(4) 111.7 .
C5 H5A O3A 0.95 2.55 3.099(4) 117.0 .
C5 H5A O3B 0.95 2.77 3.270(4) 113.5 .

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        23.29
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.036