 
data_06skc0072p21
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
Tetramethylbutylammonium aniline-4-sulphonate
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C14 H26 N2 O3 S'
_chemical_formula_weight          302.43
 
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    P21
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, y+1/2, -z'
 
_cell_length_a                    11.6414(17)
_cell_length_b                    6.2915(8)
_cell_length_c                    22.249(3)
_cell_angle_alpha                 90.00
_cell_angle_beta                  96.148(7)
_cell_angle_gamma                 90.00
_cell_volume                      1620.1(4)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     3064
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        lath
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.23
_exptl_crystal_size_mid           0.11
_exptl_crystal_size_min           0.02
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.240
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              656
_exptl_absorpt_coefficient_mu     0.209
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9535
_exptl_absorpt_correction_T_max   0.9958
_exptl_absorpt_process_details    'SADABS V2.10 (Sheldrick, G.M., 2003)' 
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature           120(2)
_diffrn_radiation_wavelength           0.71073
_diffrn_radiation_type                      MoK\a
_diffrn_radiation_source                  'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_monochromator    'graphite'
_diffrn_measurement_device_type  'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method          'φ & ω scans'
_diffrn_detector_area_resol_mean   9.091
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             14658
_diffrn_reflns_av_R_equivalents   0.2133
_diffrn_reflns_av_sigmaI/netI     0.3756
_diffrn_reflns_limit_h_min        -13
_diffrn_reflns_limit_h_max        15
_diffrn_reflns_limit_k_min        -8
_diffrn_reflns_limit_k_max        8
_diffrn_reflns_limit_l_min        -28
_diffrn_reflns_limit_l_max        23
_diffrn_reflns_theta_min          3.11
_diffrn_reflns_theta_max          27.48
_reflns_number_total              6849
_reflns_number_gt                 2674
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        
'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' 
_computing_structure_solution     ?
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
 
_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 > 2sigma(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.

 Transferable hydrogens could not be located from the electron density map
 therefore were positioned according to bond distances and hydrogen bonding
 interactions.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.0794P)²+0.0000P] where P=(Fo²+2Fc²)/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      SHELXL
_refine_ls_extinction_coef        0.027(3)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_abs_structure_details
 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack    -0.10(19)
_refine_ls_number_reflns          6849
_refine_ls_number_parameters      402
_refine_ls_number_restraints      3
_refine_ls_R_factor_all           0.2587
_refine_ls_R_factor_gt            0.1006
_refine_ls_wR_factor_ref          0.2561
_refine_ls_wR_factor_gt           0.1908
_refine_ls_goodness_of_fit_ref    0.966
_refine_ls_restrained_S_all       0.965
_refine_ls_shift/su_max           0.067
_refine_ls_shift/su_mean          0.004
 
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
C1 C -0.0460(7) 0.6442(13) 0.1868(4) 0.028(2) Uani 1 1 d . . .
C2 C -0.1145(7) 0.4968(13) 0.2112(4) 0.030(2) Uani 1 1 d . . .
H2 H -0.1138 0.3538 0.1975 0.036 Uiso 1 1 calc R . .
C3 C -0.1834(7) 0.5497(14) 0.2546(4) 0.032(2) Uani 1 1 d . . .
H3 H -0.2313 0.4445 0.2697 0.038 Uiso 1 1 calc R . .
C4 C -0.1845(7) 0.7576(14) 0.2772(4) 0.034(2) Uani 1 1 d . . .
C5 C -0.1118(8) 0.9083(14) 0.2549(4) 0.038(2) Uani 1 1 d . . .
H5 H -0.1081 1.0481 0.2711 0.046 Uiso 1 1 calc R . .
C6 C -0.0435(7) 0.8532(14) 0.2081(4) 0.029(2) Uani 1 1 d . . .
H6 H 0.0033 0.9569 0.1916 0.035 Uiso 1 1 calc R . .
N4 N -0.2544(6) 0.8118(12) 0.3198(3) 0.039(2) Uani 1 1 d . . .
H4A H -0.2541 0.9429 0.3336 0.047 Uiso 1 1 calc R . .
H4B H -0.2999 0.7159 0.3336 0.047 Uiso 1 1 calc R . .
O1A O 0.0347(5) 0.3515(9) 0.1225(3) 0.0348(16) Uani 1 1 d . . .
O1B O 0.1558(4) 0.6594(9) 0.1466(3) 0.0359(16) Uani 1 1 d . . .
O1C O -0.0127(5) 0.6812(9) 0.0737(3) 0.0370(17) Uani 1 1 d . . .
S1 S 0.03991(18) 0.5806(3) 0.12937(11) 0.0307(6) Uani 1 1 d . . .
C21A C -0.387(5) 0.043(7) 0.1708(18) 0.033(7) Uani 0.494(17) 1 d PD A 1
H21A H -0.4686 0.0339 0.1780 0.050 Uiso 0.494(17) 1 calc PR A 1
H21B H -0.3451 0.1299 0.2026 0.050 Uiso 0.494(17) 1 calc PR A 1
H21C H -0.3536 -0.0997 0.1715 0.050 Uiso 0.494(17) 1 calc PR A 1
C22A C -0.378(4) 0.145(5) 0.1100(18) 0.044(6) Uani 0.494(17) 1 d PD A 1
C28A C -0.476(2) 0.031(5) 0.0723(12) 0.055(8) Uani 0.494(17) 1 d P A 1
H28A H -0.5498 0.0767 0.0850 0.083 Uiso 0.494(17) 1 calc PR A 1
H28B H -0.4671 -0.1231 0.0781 0.083 Uiso 0.494(17) 1 calc PR A 1
H28C H -0.4731 0.0651 0.0295 0.083 Uiso 0.494(17) 1 calc PR A 1
C29A C -0.4057(14) 0.375(3) 0.1126(9) 0.037(6) Uani 0.494(17) 1 d P A 1
H29A H -0.4871 0.3923 0.1192 0.056 Uiso 0.494(17) 1 calc PR A 1
H29B H -0.3917 0.4429 0.0745 0.056 Uiso 0.494(17) 1 calc PR A 1
H29C H -0.3567 0.4411 0.1460 0.056 Uiso 0.494(17) 1 calc PR A 1
C21B C -0.371(5) 0.101(7) 0.1744(18) 0.033(7) Uani 0.506(17) 1 d PD A 2
H21D H -0.3538 -0.0235 0.2003 0.050 Uiso 0.506(17) 1 calc PR A 2
H21E H -0.4460 0.1606 0.1824 0.050 Uiso 0.506(17) 1 calc PR A 2
H21F H -0.3108 0.2083 0.1832 0.050 Uiso 0.506(17) 1 calc PR A 2
C22B C -0.377(4) 0.036(4) 0.1089(17) 0.044(6) Uani 0.506(17) 1 d PD A 2
C28B C -0.4679(19) 0.163(4) 0.0706(11) 0.038(6) Uani 0.506(17) 1 d P A 2
H28D H -0.4417 0.3101 0.0675 0.057 Uiso 0.506(17) 1 calc PR A 2
H28E H -0.5402 0.1602 0.0895 0.057 Uiso 0.506(17) 1 calc PR A 2
H28F H -0.4808 0.1002 0.0301 0.057 Uiso 0.506(17) 1 calc PR A 2
C29B C -0.4051(17) -0.204(3) 0.1013(10) 0.052(7) Uani 0.506(17) 1 d P A 2
H29D H -0.3502 -0.2870 0.1283 0.078 Uiso 0.506(17) 1 calc PR A 2
H29E H -0.3995 -0.2464 0.0594 0.078 Uiso 0.506(17) 1 calc PR A 2
H29F H -0.4838 -0.2301 0.1115 0.078 Uiso 0.506(17) 1 calc PR A 2
C23 C -0.2548(6) 0.0878(16) 0.0936(4) 0.034(2) Uani 1 1 d . . .
H23A H -0.1994 0.1738 0.1203 0.041 Uiso 1 1 calc R A 1
H23B H -0.2406 -0.0626 0.1051 0.041 Uiso 1 1 calc R A 1
C24 C -0.2212(7) 0.1136(14) 0.0287(4) 0.036(2) Uani 1 1 d . A .
C26 C -0.2656(8) -0.0603(16) -0.0152(4) 0.044(3) Uani 1 1 d . . .
H26A H -0.3500 -0.0522 -0.0223 0.065 Uiso 1 1 calc R A .
H26B H -0.2429 -0.1994 0.0020 0.065 Uiso 1 1 calc R . .
H26C H -0.2325 -0.0414 -0.0535 0.065 Uiso 1 1 calc R . .
C27 C -0.2439(7) 0.3305(15) 0.0027(5) 0.045(3) Uani 1 1 d . . .
H27A H -0.2056 0.3454 -0.0342 0.067 Uiso 1 1 calc R A .
H27B H -0.2138 0.4377 0.0323 0.067 Uiso 1 1 calc R . .
H27C H -0.3273 0.3506 -0.0069 0.067 Uiso 1 1 calc R . .
N25 N -0.0900(5) 0.0908(11) 0.0360(3) 0.0308(17) Uani 1 1 d . . .
H25A H -0.0626 0.1116 -0.0003 0.046 Uiso 1 1 calc R A .
H25B H -0.0705 -0.0419 0.0498 0.046 Uiso 1 1 calc R . .
H25C H -0.0586 0.1891 0.0630 0.046 Uiso 1 1 calc R . .
C31 C 0.4842(7) 0.2460(14) 0.3209(4) 0.031(2) Uani 1 1 d . . .
C32 C 0.4474(7) 0.4085(14) 0.2787(4) 0.031(2) Uani 1 1 d . . .
H32 H 0.4750 0.5500 0.2840 0.037 Uiso 1 1 calc R . .
C33 C 0.3709(8) 0.3537(13) 0.2305(4) 0.036(2) Uani 1 1 d . . .
H33 H 0.3447 0.4609 0.2022 0.043 Uiso 1 1 calc R . .
C34 C 0.3301(7) 0.1503(14) 0.2211(4) 0.033(2) Uani 1 1 d . . .
C35 C 0.3674(7) -0.0035(15) 0.2630(5) 0.036(2) Uani 1 1 d . . .
H35 H 0.3391 -0.1446 0.2577 0.043 Uiso 1 1 calc R . .
C36 C 0.4438(8) 0.0438(13) 0.3114(5) 0.034(2) Uani 1 1 d . . .
H36 H 0.4696 -0.0653 0.3392 0.041 Uiso 1 1 calc R . .
N34 N 0.2552(6) 0.1034(13) 0.1709(4) 0.044(2) Uani 1 1 d . . .
H34A H 0.2331 0.2039 0.1447 0.053 Uiso 1 1 calc R . .
H34B H 0.2293 -0.0271 0.1650 0.053 Uiso 1 1 calc R . .
O31A O 0.5796(5) 0.5442(9) 0.3897(3) 0.0381(16) Uani 1 1 d . . .
O31B O 0.6964(5) 0.2369(9) 0.3704(3) 0.0432(18) Uani 1 1 d . . .
O31C O 0.5463(5) 0.2077(9) 0.4352(3) 0.0364(16) Uani 1 1 d . . .
S31 S 0.58458(19) 0.3140(3) 0.38254(11) 0.0345(6) Uani 1 1 d . . .
C41 C 0.8273(8) 0.1291(15) 0.6666(5) 0.055(3) Uani 1 1 d . . .
H41A H 0.8915 0.1516 0.6982 0.083 Uiso 1 1 calc R . .
H41B H 0.7592 0.0806 0.6851 0.083 Uiso 1 1 calc R . .
H41C H 0.8094 0.2628 0.6450 0.083 Uiso 1 1 calc R . .
C42 C 0.8616(7) -0.0401(15) 0.6218(4) 0.037(2) Uani 1 1 d . . .
C43 C 0.7528(7) -0.0612(14) 0.5745(4) 0.037(2) Uani 1 1 d . . .
H43A H 0.6879 -0.1011 0.5976 0.044 Uiso 1 1 calc R . .
H43B H 0.7356 0.0835 0.5585 0.044 Uiso 1 1 calc R . .
C44 C 0.7463(7) -0.2058(15) 0.5210(4) 0.040(2) Uani 1 1 d . . .
C46 C 0.9687(8) 0.033(2) 0.5942(5) 0.062(4) Uani 1 1 d . . .
H46A H 0.9465 0.1347 0.5618 0.094 Uiso 1 1 calc R . .
H46B H 1.0063 -0.0903 0.5777 0.094 Uiso 1 1 calc R . .
H46C H 1.0223 0.1006 0.6254 0.094 Uiso 1 1 calc R . .
C47 C 0.8851(9) -0.2463(16) 0.6591(6) 0.059(3) Uani 1 1 d . . .
H47A H 0.8115 -0.3116 0.6665 0.088 Uiso 1 1 calc R . .
H47B H 0.9295 -0.2121 0.6978 0.088 Uiso 1 1 calc R . .
H47C H 0.9292 -0.3457 0.6366 0.088 Uiso 1 1 calc R . .
C48 C 0.8279(8) -0.150(2) 0.4732(5) 0.073(4) Uani 1 1 d . . .
H48A H 0.8260 0.0039 0.4660 0.109 Uiso 1 1 calc R . .
H48B H 0.8029 -0.2244 0.4354 0.109 Uiso 1 1 calc R . .
H48C H 0.9069 -0.1932 0.4878 0.109 Uiso 1 1 calc R . .
C49 C 0.7577(11) -0.4439(16) 0.5364(6) 0.080(4) Uani 1 1 d . . .
H49A H 0.8385 -0.4771 0.5500 0.120 Uiso 1 1 calc R . .
H49B H 0.7322 -0.5283 0.5004 0.120 Uiso 1 1 calc R . .
H49C H 0.7095 -0.4778 0.5687 0.120 Uiso 1 1 calc R . .
N45 N 0.6264(5) -0.1820(12) 0.4892(3) 0.0321(18) Uani 1 1 d . . .
H45A H 0.5738 -0.2147 0.5152 0.048 Uiso 1 1 calc R . .
H45B H 0.6173 -0.2714 0.4569 0.048 Uiso 1 1 calc R . .
H45C H 0.6155 -0.0455 0.4763 0.048 Uiso 1 1 calc R . .
 
 
_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
C1 C2 1.373(11) . ?
C1 C6 1.397(11) . ?
C1 S1 1.751(9) . ?
C2 C3 1.360(11) . ?
C2 H2 0.9500 . ?
C3 C4 1.402(12) . ?
C3 H3 0.9500 . ?
C4 N4 1.357(11) . ?
C4 C5 1.397(12) . ?
C5 C6 1.418(12) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
N4 H4A 0.8800 . ?
N4 H4B 0.8800 . ?
O1A S1 1.450(6) . ?
O1B S1 1.450(5) . ?
O1C S1 1.466(7) . ?
C21A C22A 1.511(19) . ?
C21A H21A 0.9800 . ?
C21A H21B 0.9800 . ?
C21A H21C 0.9800 . ?
C22A C29A 1.49(4) . ?
C22A C28A 1.52(5) . ?
C22A C23 1.56(4) . ?
C28A H28A 0.9800 . ?
C28A H28B 0.9800 . ?
C28A H28C 0.9800 . ?
C29A H29A 0.9800 . ?
C29A H29B 0.9800 . ?
C29A H29C 0.9800 . ?
C21B C22B 1.510(19) . ?
C21B H21D 0.9800 . ?
C21B H21E 0.9800 . ?
C21B H21F 0.9800 . ?
C22B C28B 1.52(5) . ?
C22B C23 1.53(4) . ?
C22B C29B 1.55(3) . ?
C28B H28D 0.9800 . ?
C28B H28E 0.9800 . ?
C28B H28F 0.9800 . ?
C29B H29D 0.9800 . ?
C29B H29E 0.9800 . ?
C29B H29F 0.9800 . ?
C23 C24 1.544(12) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C27 1.494(13) . ?
C24 C26 1.520(13) . ?
C24 N25 1.525(10) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
N25 H25A 0.9100 . ?
N25 H25B 0.9100 . ?
N25 H25C 0.9100 . ?
C31 C36 1.365(12) . ?
C31 C32 1.422(12) . ?
C31 S31 1.757(9) . ?
C32 C33 1.362(12) . ?
C32 H32 0.9500 . ?
C33 C34 1.374(12) . ?
C33 H33 0.9500 . ?
C34 N34 1.372(11) . ?
C34 C35 1.381(13) . ?
C35 C36 1.355(13) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
N34 H34A 0.8800 . ?
N34 H34B 0.8800 . ?
O31A S31 1.459(6) . ?
O31B S31 1.442(6) . ?
O31C S31 1.460(6) . ?
C41 C42 1.539(13) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 C46 1.518(12) . ?
C42 C47 1.548(14) . ?
C42 C43 1.563(12) . ?
C43 C44 1.495(13) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 N45 1.503(10) . ?
C44 C49 1.539(14) . ?
C44 C48 1.540(14) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
N45 H45A 0.9100 . ?
N45 H45B 0.9100 . ?
N45 H45C 0.9100 . ?
 
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
C2 C1 C6 119.5(8) . . ?
C2 C1 S1 122.4(6) . . ?
C6 C1 S1 118.0(7) . . ?
C3 C2 C1 121.8(8) . . ?
C3 C2 H2 119.1 . . ?
C1 C2 H2 119.1 . . ?
C2 C3 C4 120.8(8) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
N4 C4 C5 120.6(8) . . ?
N4 C4 C3 121.0(8) . . ?
C5 C4 C3 118.4(9) . . ?
C4 C5 C6 120.2(8) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 119.1(8) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 H6 120.4 . . ?
C4 N4 H4A 120.0 . . ?
C4 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
O1B S1 O1A 113.3(4) . . ?
O1B S1 O1C 111.7(4) . . ?
O1A S1 O1C 109.3(4) . . ?
O1B S1 C1 108.5(4) . . ?
O1A S1 C1 106.4(4) . . ?
O1C S1 C1 107.3(4) . . ?
C29A C22A C21A 110(3) . . ?
C29A C22A C28A 109(3) . . ?
C21A C22A C28A 100(3) . . ?
C29A C22A C23 116(3) . . ?
C21A C22A C23 106(3) . . ?
C28A C22A C23 115(3) . . ?
C22B C21B H21D 109.5 . . ?
C22B C21B H21E 109.4 . . ?
H21D C21B H21E 109.5 . . ?
C22B C21B H21F 109.5 . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 109.5 . . ?
C21B C22B C28B 111(4) . . ?
C21B C22B C23 102(3) . . ?
C28B C22B C23 112(2) . . ?
C21B C22B C29B 111(3) . . ?
C28B C22B C29B 109(3) . . ?
C23 C22B C29B 112(2) . . ?
C22B C28B H28D 109.5 . . ?
C22B C28B H28E 109.5 . . ?
H28D C28B H28E 109.5 . . ?
C22B C28B H28F 109.4 . . ?
H28D C28B H28F 109.5 . . ?
H28E C28B H28F 109.5 . . ?
C22B C29B H29D 109.5 . . ?
C22B C29B H29E 109.4 . . ?
H29D C29B H29E 109.5 . . ?
C22B C29B H29F 109.5 . . ?
H29D C29B H29F 109.5 . . ?
H29E C29B H29F 109.5 . . ?
C22B C23 C24 124.4(16) . . ?
C22B C23 C22A 25.7(12) . . ?
C24 C23 C22A 121.7(15) . . ?
C22B C23 H23A 122.9 . . ?
C24 C23 H23A 106.9 . . ?
C22A C23 H23A 106.9 . . ?
C22B C23 H23B 82.5 . . ?
C24 C23 H23B 106.9 . . ?
C22A C23 H23B 106.9 . . ?
H23A C23 H23B 106.7 . . ?
C27 C24 C26 112.0(8) . . ?
C27 C24 N25 105.2(7) . . ?
C26 C24 N25 105.6(7) . . ?
C27 C24 C23 113.9(8) . . ?
C26 C24 C23 114.9(7) . . ?
N25 C24 C23 104.0(7) . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 N25 H25A 109.5 . . ?
C24 N25 H25B 109.5 . . ?
H25A N25 H25B 109.5 . . ?
C24 N25 H25C 109.5 . . ?
H25A N25 H25C 109.5 . . ?
H25B N25 H25C 109.5 . . ?
C36 C31 C32 119.6(9) . . ?
C36 C31 S31 122.4(7) . . ?
C32 C31 S31 117.9(7) . . ?
C33 C32 C31 117.6(8) . . ?
C33 C32 H32 121.2 . . ?
C31 C32 H32 121.2 . . ?
C32 C33 C34 122.8(9) . . ?
C32 C33 H33 118.6 . . ?
C34 C33 H33 118.6 . . ?
N34 C34 C33 120.3(9) . . ?
N34 C34 C35 121.7(9) . . ?
C33 C34 C35 118.1(8) . . ?
C36 C35 C34 121.1(8) . . ?
C36 C35 H35 119.5 . . ?
C34 C35 H35 119.5 . . ?
C35 C36 C31 120.8(8) . . ?
C35 C36 H36 119.6 . . ?
C31 C36 H36 119.6 . . ?
C34 N34 H34A 120.0 . . ?
C34 N34 H34B 120.0 . . ?
H34A N34 H34B 120.0 . . ?
O31B S31 O31A 113.7(4) . . ?
O31B S31 O31C 110.9(4) . . ?
O31A S31 O31C 110.4(4) . . ?
O31B S31 C31 108.0(4) . . ?
O31A S31 C31 107.2(4) . . ?
O31C S31 C31 106.3(4) . . ?
C42 C41 H41A 109.5 . . ?
C42 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C42 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C46 C42 C41 109.5(8) . . ?
C46 C42 C47 111.3(8) . . ?
C41 C42 C47 106.0(8) . . ?
C46 C42 C43 113.2(8) . . ?
C41 C42 C43 104.3(7) . . ?
C47 C42 C43 111.9(8) . . ?
C44 C43 C42 123.8(7) . . ?
C44 C43 H43A 106.4 . . ?
C42 C43 H43A 106.4 . . ?
C44 C43 H43B 106.4 . . ?
C42 C43 H43B 106.4 . . ?
H43A C43 H43B 106.4 . . ?
C43 C44 N45 106.2(7) . . ?
C43 C44 C49 114.7(9) . . ?
N45 C44 C49 104.8(8) . . ?
C43 C44 C48 115.4(9) . . ?
N45 C44 C48 105.3(8) . . ?
C49 C44 C48 109.4(10) . . ?
C42 C46 H46A 109.5 . . ?
C42 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C42 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C42 C47 H47A 109.5 . . ?
C42 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C42 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C44 C48 H48A 109.5 . . ?
C44 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C44 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C44 C49 H49A 109.5 . . ?
C44 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C44 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C44 N45 H45A 109.5 . . ?
C44 N45 H45B 109.5 . . ?
H45A N45 H45B 109.5 . . ?
C44 N45 H45C 109.5 . . ?
H45A N45 H45C 109.5 . . ?
H45B N45 H45C 109.5 . . ?
 
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
N25 H25C O1A  0.91 1.92 2.811(9) 167.3 .
N34 H34A O1A  0.88 2.49 3.098(10) 126.8 .
N45 H45C O31C  0.91 1.97 2.844(9) 161.4 .
N4 H4B O31A  0.88 2.25 3.104(9) 163.1 1_455
N4 H4A O31B  0.88 2.13 2.981(10) 163.5 1_465
N25 H25A O1C  0.91 1.98 2.888(9) 172.4 2_545
N25 H25A S1  0.91 2.92 3.788(7) 160.4 2_545
N25 H25B O1C  0.91 1.92 2.827(9) 172.9 1_545
N34 H34B O1B  0.88 2.17 3.050(10) 176.3 1_545
N45 H45B O31A  0.91 1.91 2.812(9) 173.4 1_545
N45 H45A O31C  0.91 1.93 2.841(9) 175.3 2_646
 
_diffrn_measured_fraction_theta_max    0.980
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.980
_refine_diff_density_max    0.445
_refine_diff_density_min   -0.443
_refine_diff_density_rms    0.104
