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# This journal is © The Royal Society of Chemistry 2013


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# 
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#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
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#  fide research purposes only. It may contain copyright material 
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data_py05
_database_code_depnum_ccdc_archive 'CCDC 883759'
#TrackingRef 'py05final.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
5-methyl-2-dodecanamidothiazole
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H28 N2 O S'
_chemical_formula_sum            'C16 H28 N2 O S'
_chemical_formula_weight         296.46
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   'P 21/c'
_symmetry_space_group_name_HALL  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a                   20.0515(9)
_cell_length_b                   15.1825(9)
_cell_length_c                   5.5558(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.410(5)
_cell_angle_gamma                90.00
_cell_volume                     1689.87(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3546
_cell_measurement_theta_min      3.7599
_cell_measurement_theta_max      28.8422
_exptl_crystal_description       'plate shaped'
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             648
_exptl_absorpt_coefficient_mu    0.191
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.80360
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'crysalisPro RED'
_exptl_special_details           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      293(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  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean 16.1049
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            7960
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_av_sigmaI/netI    0.0984
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         3.91
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3280
_reflns_number_gt                1954
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'CrysAlisPro,Oxford Diff.Ltd,Ver 1.171.34.40'
_computing_cell_refinement       'CrysAlisPro,Oxford Diff.Ltd,Ver 1.171.34.40'
_computing_data_reduction        'CrysAlisPro,Oxford Diff.Ltd,Ver 1.171.34.40'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997)'
_computing_publication_material  'PLATON(Spek,1999)& PARST(1995)'
_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^)+(0.0394P)^2^+0.0000P] 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_number_reflns         3280
_refine_ls_number_parameters     183
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1130
_refine_ls_R_factor_gt           0.0637
_refine_ls_wR_factor_ref         0.1416
_refine_ls_wR_factor_gt          0.1206
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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 -0.00549(4) 0.16642(5) 0.02411(13) 0.0410(3) Uani 1 1 d . . .
O1 O 0.12213(9) 0.18258(13) -0.1339(3) 0.0470(6) Uani 1 1 d . . .
C2 C 0.00110(13) 0.09331(18) -0.2131(4) 0.0328(7) Uani 1 1 d . . .
N3 N -0.04939(10) 0.04191(15) -0.2546(4) 0.0365(6) Uani 1 1 d . . .
C4 C -0.09757(13) 0.0609(2) -0.0916(5) 0.0407(7) Uani 1 1 d . . .
H3 H -0.1375 0.0298 -0.0925 0.049 Uiso 1 1 calc R . .
C5 C -0.08472(13) 0.1257(2) 0.0677(5) 0.0385(7) Uani 1 1 d . . .
C6 C -0.12797(14) 0.1588(2) 0.2618(5) 0.0534(9) Uani 1 1 d . . .
H6A H -0.1687 0.1255 0.2598 0.080 Uiso 1 1 calc R . .
H6B H -0.1380 0.2198 0.2344 0.080 Uiso 1 1 calc R . .
H6C H -0.1049 0.1521 0.4157 0.080 Uiso 1 1 calc R . .
N7 N 0.05624(10) 0.08981(15) -0.3529(4) 0.0360(6) Uani 1 1 d . . .
H7 H 0.0535 0.0570 -0.4790 0.043 Uiso 1 1 calc R . .
C8 C 0.11505(13) 0.1340(2) -0.3090(5) 0.0346(7) Uani 1 1 d . . .
C9 C 0.16682(13) 0.11642(19) -0.4916(5) 0.0378(7) Uani 1 1 d . . .
H9A H 0.1511 0.1404 -0.6456 0.045 Uiso 1 1 calc R . .
H9B H 0.1714 0.0532 -0.5109 0.045 Uiso 1 1 calc R . .
C10 C 0.23491(13) 0.15507(19) -0.4263(5) 0.0399(7) Uani 1 1 d . . .
H10A H 0.2293 0.2166 -0.3846 0.048 Uiso 1 1 calc R . .
H10B H 0.2617 0.1528 -0.5675 0.048 Uiso 1 1 calc R . .
C11 C 0.27296(12) 0.1096(2) -0.2199(5) 0.0414(8) Uani 1 1 d . . .
H11A H 0.2755 0.0471 -0.2536 0.050 Uiso 1 1 calc R . .
H11B H 0.2488 0.1170 -0.0736 0.050 Uiso 1 1 calc R . .
C12 C 0.34332(13) 0.1461(2) -0.1800(5) 0.0468(8) Uani 1 1 d . . .
H12A H 0.3668 0.1390 -0.3279 0.056 Uiso 1 1 calc R . .
H12B H 0.3401 0.2088 -0.1485 0.056 Uiso 1 1 calc R . .
C13 C 0.38495(13) 0.1042(2) 0.0240(5) 0.0478(8) Uani 1 1 d . . .
H13A H 0.3618 0.1111 0.1728 0.057 Uiso 1 1 calc R . .
H13B H 0.3890 0.0416 -0.0073 0.057 Uiso 1 1 calc R . .
C14 C 0.45434(13) 0.1434(2) 0.0570(5) 0.0483(8) Uani 1 1 d . . .
H14A H 0.4772 0.1364 -0.0924 0.058 Uiso 1 1 calc R . .
H14B H 0.4500 0.2061 0.0865 0.058 Uiso 1 1 calc R . .
C15 C 0.49741(13) 0.1038(2) 0.2592(5) 0.0495(8) Uani 1 1 d . . .
H15A H 0.5022 0.0412 0.2296 0.059 Uiso 1 1 calc R . .
H15B H 0.4748 0.1106 0.4090 0.059 Uiso 1 1 calc R . .
C16 C 0.56624(14) 0.1446(2) 0.2884(5) 0.0520(9) Uani 1 1 d . . .
H16A H 0.5613 0.2071 0.3179 0.062 Uiso 1 1 calc R . .
H16B H 0.5888 0.1379 0.1383 0.062 Uiso 1 1 calc R . .
C17 C 0.60994(13) 0.1052(2) 0.4907(5) 0.0515(9) Uani 1 1 d . . .
H17A H 0.5876 0.1119 0.6410 0.062 Uiso 1 1 calc R . .
H17B H 0.6150 0.0426 0.4614 0.062 Uiso 1 1 calc R . .
C18 C 0.67826(15) 0.1464(2) 0.5173(6) 0.0611(10) Uani 1 1 d . . .
H18A H 0.6731 0.2091 0.5432 0.073 Uiso 1 1 calc R . .
H18B H 0.7009 0.1386 0.3679 0.073 Uiso 1 1 calc R . .
C19 C 0.72186(16) 0.1086(3) 0.7223(6) 0.0744(12) Uani 1 1 d . . .
H19A H 0.6990 0.1133 0.8702 0.112 Uiso 1 1 calc R . .
H19B H 0.7630 0.1409 0.7361 0.112 Uiso 1 1 calc R . .
H19C H 0.7311 0.0478 0.6903 0.112 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 0.0410(5) 0.0416(5) 0.0404(5) -0.0057(4) 0.0024(3) -0.0031(4)
O1 0.0406(12) 0.0549(15) 0.0459(13) -0.0185(11) 0.0041(9) -0.0106(10)
C2 0.0304(15) 0.0371(18) 0.0303(16) 0.0044(13) -0.0072(12) -0.0010(13)
N3 0.0296(13) 0.0415(15) 0.0379(13) -0.0075(12) -0.0040(10) -0.0072(11)
C4 0.0281(16) 0.047(2) 0.0471(19) 0.0062(16) 0.0014(13) -0.0008(14)
C5 0.0383(17) 0.0395(19) 0.0376(17) -0.0018(15) 0.0008(12) 0.0034(15)
C6 0.0469(19) 0.065(2) 0.050(2) -0.0029(17) 0.0156(15) 0.0016(17)
N7 0.0289(13) 0.0439(16) 0.0347(14) -0.0089(11) -0.0041(10) -0.0081(11)
C8 0.0298(16) 0.0376(18) 0.0361(17) 0.0008(14) -0.0028(12) -0.0020(14)
C9 0.0334(16) 0.0422(19) 0.0379(17) -0.0055(14) 0.0030(12) 0.0012(14)
C10 0.0272(15) 0.044(2) 0.0486(18) -0.0010(15) 0.0026(13) -0.0017(14)
C11 0.0325(16) 0.046(2) 0.0450(18) -0.0022(15) -0.0011(13) 0.0011(14)
C12 0.0306(16) 0.056(2) 0.054(2) 0.0023(17) -0.0038(14) 0.0014(15)
C13 0.0361(17) 0.060(2) 0.0467(19) -0.0026(16) -0.0028(14) 0.0036(16)
C14 0.0335(17) 0.060(2) 0.0510(19) -0.0005(17) -0.0003(14) 0.0078(15)
C15 0.0351(17) 0.066(2) 0.0472(19) 0.0034(17) -0.0028(14) 0.0030(16)
C16 0.0371(18) 0.063(2) 0.056(2) -0.0007(18) -0.0047(15) 0.0014(16)
C17 0.0342(17) 0.069(3) 0.051(2) 0.0034(17) -0.0074(14) 0.0052(16)
C18 0.0382(19) 0.079(3) 0.065(2) -0.002(2) -0.0067(16) -0.0001(18)
C19 0.045(2) 0.104(3) 0.072(3) -0.001(2) -0.0172(18) 0.012(2)
_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 C5 1.731(3) . ?
S1 C2 1.732(3) . ?
O1 C8 1.225(3) . ?
C2 N3 1.291(3) . ?
C2 N7 1.379(3) . ?
N3 C4 1.382(3) . ?
C4 C5 1.341(4) . ?
C4 H3 0.9300 . ?
C5 C6 1.499(3) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
N7 C8 1.369(3) . ?
N7 H7 0.8600 . ?
C8 C9 1.506(3) . ?
C9 C10 1.516(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.517(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.523(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.519(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.518(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.513(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.515(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.519(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.508(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.519(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
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
C5 S1 C2 88.70(13) . . ?
N3 C2 N7 121.2(2) . . ?
N3 C2 S1 116.0(2) . . ?
N7 C2 S1 122.8(2) . . ?
C2 N3 C4 108.8(2) . . ?
C5 C4 N3 117.7(3) . . ?
C5 C4 H3 121.1 . . ?
N3 C4 H3 121.1 . . ?
C4 C5 C6 128.3(3) . . ?
C4 C5 S1 108.8(2) . . ?
C6 C5 S1 122.9(2) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 N7 C2 125.9(2) . . ?
C8 N7 H7 117.1 . . ?
C2 N7 H7 117.1 . . ?
O1 C8 N7 120.4(2) . . ?
O1 C8 C9 125.6(2) . . ?
N7 C8 C9 114.0(2) . . ?
C8 C9 C10 114.2(2) . . ?
C8 C9 H9A 108.7 . . ?
C10 C9 H9A 108.7 . . ?
C8 C9 H9B 108.7 . . ?
C10 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
C9 C10 C11 115.1(2) . . ?
C9 C10 H10A 108.5 . . ?
C11 C10 H10A 108.5 . . ?
C9 C10 H10B 108.5 . . ?
C11 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
C10 C11 C12 112.2(2) . . ?
C10 C11 H11A 109.2 . . ?
C12 C11 H11A 109.2 . . ?
C10 C11 H11B 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C13 C12 C11 115.6(2) . . ?
C13 C12 H12A 108.4 . . ?
C11 C12 H12A 108.4 . . ?
C13 C12 H12B 108.4 . . ?
C11 C12 H12B 108.4 . . ?
H12A C12 H12B 107.4 . . ?
C14 C13 C12 113.4(3) . . ?
C14 C13 H13A 108.9 . . ?
C12 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
C12 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C15 C14 C13 115.2(3) . . ?
C15 C14 H14A 108.5 . . ?
C13 C14 H14A 108.5 . . ?
C15 C14 H14B 108.5 . . ?
C13 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
C14 C15 C16 114.0(3) . . ?
C14 C15 H15A 108.8 . . ?
C16 C15 H15A 108.8 . . ?
C14 C15 H15B 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C15 C16 C17 114.4(3) . . ?
C15 C16 H16A 108.7 . . ?
C17 C16 H16A 108.7 . . ?
C15 C16 H16B 108.7 . . ?
C17 C16 H16B 108.7 . . ?
H16A C16 H16B 107.6 . . ?
C18 C17 C16 113.8(3) . . ?
C18 C17 H17A 108.8 . . ?
C16 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
C16 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C17 C18 C19 114.2(3) . . ?
C17 C18 H18A 108.7 . . ?
C19 C18 H18A 108.7 . . ?
C17 C18 H18B 108.7 . . ?
C19 C18 H18B 108.7 . . ?
H18A C18 H18B 107.6 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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
C5 S1 C2 N3 -1.4(2) . . . . ?
C5 S1 C2 N7 177.9(2) . . . . ?
N7 C2 N3 C4 -178.7(2) . . . . ?
S1 C2 N3 C4 0.6(3) . . . . ?
C2 N3 C4 C5 0.8(4) . . . . ?
N3 C4 C5 C6 -179.8(3) . . . . ?
N3 C4 C5 S1 -1.9(3) . . . . ?
C2 S1 C5 C4 1.7(2) . . . . ?
C2 S1 C5 C6 179.8(2) . . . . ?
N3 C2 N7 C8 -172.3(2) . . . . ?
S1 C2 N7 C8 8.4(4) . . . . ?
C2 N7 C8 O1 -0.8(4) . . . . ?
C2 N7 C8 C9 179.3(2) . . . . ?
O1 C8 C9 C10 7.8(4) . . . . ?
N7 C8 C9 C10 -172.2(2) . . . . ?
C8 C9 C10 C11 71.4(3) . . . . ?
C9 C10 C11 C12 174.5(2) . . . . ?
C10 C11 C12 C13 180.0(2) . . . . ?
C11 C12 C13 C14 -179.6(3) . . . . ?
C12 C13 C14 C15 179.7(3) . . . . ?
C13 C14 C15 C16 -179.7(3) . . . . ?
C14 C15 C16 C17 -179.9(2) . . . . ?
C15 C16 C17 C18 180.0(3) . . . . ?
C16 C17 C18 C19 178.9(3) . . . . ?
_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.053


data_py04f
_database_code_depnum_ccdc_archive 'CCDC 895760'
#TrackingRef '13226_web_deposit_cif_file_0_AmarBallabh_1344682987.py04f.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H32 N2 O S'
_chemical_formula_weight         324.52
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/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a                   22.304(5)
_cell_length_b                   14.610(3)
_cell_length_c                   5.5379(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.678(4)
_cell_angle_gamma                90.00
_cell_volume                     1803.7(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2825
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      27.76
_exptl_crystal_description       plates
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             712
_exptl_absorpt_coefficient_mu    0.184
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9747
_exptl_absorpt_correction_T_max  0.9945
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      293(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  'BRUKER SMART APEX CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA-PHI SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9505
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_sigmaI/netI    0.0524
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         1.67
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3541
_reflns_number_gt                3245
_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    ORTEP
_computing_publication_material  ?
_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^)+(0.0196P)^2^+3.8871P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3541
_refine_ls_number_parameters     205
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0930
_refine_ls_R_factor_gt           0.0837
_refine_ls_wR_factor_ref         0.1520
_refine_ls_wR_factor_gt          0.1484
_refine_ls_goodness_of_fit_ref   1.261
_refine_ls_restrained_S_all      1.261
_refine_ls_shift/su_max          0.002
_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 1.00552(4) 0.33114(5) 0.03521(14) 0.0147(2) Uani 1 1 d . . .
O1 O 0.88905(10) 0.31661(15) -0.1488(4) 0.0190(5) Uani 1 1 d . . .
N1 N 0.94943(11) 0.40908(19) -0.3622(5) 0.0142(6) Uani 1 1 d . . .
N3 N 1.04553(11) 0.45791(18) -0.2427(5) 0.0150(6) Uani 1 1 d . . .
C4 C 0.59022(14) 0.3557(2) -0.0392(6) 0.0180(7) Uani 1 1 d . . .
H4A H 0.5695 0.3636 -0.1944 0.022 Uiso 1 1 calc R . .
H4B H 0.5940 0.2905 -0.0095 0.022 Uiso 1 1 calc R . .
C5 C 0.48967(14) 0.3553(2) 0.1671(6) 0.0180(7) Uani 1 1 d . . .
H5A H 0.4692 0.3632 0.0116 0.022 Uiso 1 1 calc R . .
H5B H 0.4937 0.2900 0.1959 0.022 Uiso 1 1 calc R . .
C6 C 0.69001(14) 0.3538(2) -0.2488(6) 0.0184(7) Uani 1 1 d . . .
H6A H 0.6688 0.3617 -0.4029 0.022 Uiso 1 1 calc R . .
H6B H 0.6928 0.2885 -0.2177 0.022 Uiso 1 1 calc R . .
C7 C 0.78753(13) 0.3451(2) -0.4698(6) 0.0162(7) Uani 1 1 d . . .
H7A H 0.7632 0.3479 -0.6177 0.019 Uiso 1 1 calc R . .
H7B H 0.7925 0.2810 -0.4279 0.019 Uiso 1 1 calc R . .
C8 C 0.45136(14) 0.3961(2) 0.3613(6) 0.0186(7) Uani 1 1 d . . .
H8A H 0.4473 0.4613 0.3326 0.022 Uiso 1 1 calc R . .
H8B H 0.4718 0.3880 0.5168 0.022 Uiso 1 1 calc R . .
C100 C 0.84906(14) 0.3852(2) -0.5194(6) 0.0175(7) Uani 1 1 d . . .
H10A H 0.8628 0.3606 -0.6708 0.021 Uiso 1 1 calc R . .
H10B H 0.8452 0.4510 -0.5382 0.021 Uiso 1 1 calc R . .
C10 C 0.38879(14) 0.3540(2) 0.3721(6) 0.0183(7) Uani 1 1 d . . .
H10C H 0.3684 0.3622 0.2165 0.022 Uiso 1 1 calc R . .
H10D H 0.3928 0.2887 0.4002 0.022 Uiso 1 1 calc R . .
C11 C 0.99908(14) 0.4051(2) -0.2098(6) 0.0152(7) Uani 1 1 d . . .
C12 C 1.07764(14) 0.3738(2) 0.0937(6) 0.0149(7) Uani 1 1 d . . .
C13 C 0.55231(14) 0.3975(2) 0.1556(6) 0.0196(7) Uani 1 1 d . . .
H13A H 0.5484 0.4627 0.1261 0.024 Uiso 1 1 calc R . .
H13B H 0.5729 0.3896 0.3110 0.024 Uiso 1 1 calc R . .
C14 C 0.35013(14) 0.3946(2) 0.5674(6) 0.0199(7) Uani 1 1 d . . .
H14A H 0.3706 0.3868 0.7229 0.024 Uiso 1 1 calc R . .
H14B H 0.3457 0.4598 0.5386 0.024 Uiso 1 1 calc R . .
C15 C 0.65306(14) 0.3973(2) -0.0527(6) 0.0185(7) Uani 1 1 d . . .
H15A H 0.6495 0.4624 -0.0840 0.022 Uiso 1 1 calc R . .
H15B H 0.6739 0.3896 0.1021 0.022 Uiso 1 1 calc R . .
C16 C 1.08929(14) 0.4391(2) -0.0691(6) 0.0170(7) Uani 1 1 d . . .
H16 H 1.1256 0.4704 -0.0648 0.020 Uiso 1 1 calc R . .
C17 C 0.89611(13) 0.3656(2) -0.3223(6) 0.0131(6) Uani 1 1 d . . .
C18 C 1.11699(15) 0.3397(2) 0.2982(6) 0.0211(7) Uani 1 1 d . . .
H18A H 1.1548 0.3711 0.2977 0.032 Uiso 1 1 calc R . .
H18B H 1.1235 0.2751 0.2795 0.032 Uiso 1 1 calc R . .
H18C H 1.0979 0.3508 0.4484 0.032 Uiso 1 1 calc R . .
C19 C 0.28827(15) 0.3518(2) 0.5780(6) 0.0237(8) Uani 1 1 d . . .
H19A H 0.2926 0.2865 0.6056 0.028 Uiso 1 1 calc R . .
H19B H 0.2676 0.3600 0.4230 0.028 Uiso 1 1 calc R . .
C20 C 0.75357(14) 0.3921(2) -0.2697(6) 0.0176(7) Uani 1 1 d . . .
H20A H 0.7513 0.4573 -0.3026 0.021 Uiso 1 1 calc R . .
H20B H 0.7754 0.3839 -0.1172 0.021 Uiso 1 1 calc R . .
C21 C 0.25001(16) 0.3922(3) 0.7749(7) 0.0294(9) Uani 1 1 d . . .
H21A H 0.2692 0.3816 0.9298 0.044 Uiso 1 1 calc R . .
H21B H 0.2112 0.3636 0.7698 0.044 Uiso 1 1 calc R . .
H21C H 0.2455 0.4568 0.7491 0.044 Uiso 1 1 calc R . .
H90 H 0.9523(15) 0.445(2) -0.478(6) 0.013(9) Uiso 1 1 d . . .
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 0.0137(4) 0.0156(4) 0.0148(4) 0.0023(3) 0.0005(3) -0.0011(3)
O1 0.0165(11) 0.0185(12) 0.0220(13) 0.0066(10) 0.0024(9) -0.0036(10)
N1 0.0104(13) 0.0159(14) 0.0165(15) 0.0051(12) 0.0005(11) 0.0016(11)
N3 0.0102(13) 0.0164(14) 0.0184(14) -0.0001(11) 0.0003(11) -0.0001(11)
C4 0.0132(16) 0.0205(18) 0.0204(17) -0.0004(13) 0.0033(13) 0.0002(13)
C5 0.0136(16) 0.0202(18) 0.0203(17) -0.0008(13) 0.0029(13) 0.0001(13)
C6 0.0146(16) 0.0193(18) 0.0213(17) 0.0002(14) 0.0016(13) 0.0012(13)
C7 0.0109(15) 0.0195(17) 0.0181(16) 0.0017(13) 0.0013(12) 0.0000(13)
C8 0.0126(16) 0.0219(18) 0.0215(18) -0.0001(14) 0.0016(13) 0.0009(13)
C100 0.0156(16) 0.0186(17) 0.0184(17) 0.0011(13) 0.0025(13) -0.0017(13)
C10 0.0154(16) 0.0181(17) 0.0215(17) -0.0006(13) 0.0004(13) 0.0024(13)
C11 0.0157(16) 0.0159(16) 0.0143(16) 0.0007(13) 0.0032(13) 0.0040(13)
C12 0.0123(15) 0.0171(16) 0.0155(16) -0.0047(13) 0.0019(12) 0.0019(13)
C13 0.0157(16) 0.0227(18) 0.0205(17) 0.0001(14) 0.0014(14) 0.0018(14)
C14 0.0156(16) 0.0237(18) 0.0205(18) -0.0002(14) 0.0025(14) 0.0019(14)
C15 0.0126(16) 0.0203(17) 0.0227(18) -0.0008(14) -0.0002(13) 0.0006(13)
C16 0.0089(15) 0.0194(17) 0.0227(18) -0.0030(14) 0.0008(13) -0.0022(13)
C17 0.0092(15) 0.0083(14) 0.0221(17) -0.0007(13) 0.0063(13) -0.0015(12)
C18 0.0206(17) 0.0204(18) 0.0222(18) -0.0033(14) 0.0011(14) 0.0006(14)
C19 0.0196(17) 0.0246(19) 0.0270(19) -0.0011(15) 0.0028(15) 0.0011(15)
C20 0.0120(16) 0.0184(17) 0.0224(18) -0.0004(14) 0.0001(13) -0.0001(13)
C21 0.0185(18) 0.039(2) 0.031(2) 0.0003(17) 0.0074(16) -0.0007(16)
_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 C11 1.737(3) . ?
S1 C12 1.747(3) . ?
O1 C17 1.212(4) . ?
N1 C17 1.372(4) . ?
N1 C11 1.374(4) . ?
N1 H90 0.83(4) . ?
N3 C11 1.309(4) . ?
N3 C16 1.378(4) . ?
C4 C13 1.518(4) . ?
C4 C15 1.531(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C8 1.515(4) . ?
C5 C13 1.530(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C15 1.522(4) . ?
C6 C20 1.532(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C20 1.524(4) . ?
C7 C100 1.524(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C10 1.528(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C100 C17 1.519(4) . ?
C100 H10A 0.9700 . ?
C100 H10B 0.9700 . ?
C10 C14 1.523(4) . ?
C10 H10C 0.9700 . ?
C10 H10D 0.9700 . ?
C12 C16 1.342(5) . ?
C12 C18 1.498(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C19 1.518(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C21 1.523(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
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
C11 S1 C12 88.70(15) . . ?
C17 N1 C11 124.6(3) . . ?
C17 N1 H90 120(2) . . ?
C11 N1 H90 115(2) . . ?
C11 N3 C16 109.4(3) . . ?
C13 C4 C15 113.9(3) . . ?
C13 C4 H4A 108.8 . . ?
C15 C4 H4A 108.8 . . ?
C13 C4 H4B 108.8 . . ?
C15 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
C8 C5 C13 113.9(3) . . ?
C8 C5 H5A 108.8 . . ?
C13 C5 H5A 108.8 . . ?
C8 C5 H5B 108.8 . . ?
C13 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
C15 C6 C20 115.0(3) . . ?
C15 C6 H6A 108.5 . . ?
C20 C6 H6A 108.5 . . ?
C15 C6 H6B 108.5 . . ?
C20 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
C20 C7 C100 115.3(3) . . ?
C20 C7 H7A 108.5 . . ?
C100 C7 H7A 108.5 . . ?
C20 C7 H7B 108.5 . . ?
C100 C7 H7B 108.5 . . ?
H7A C7 H7B 107.5 . . ?
C5 C8 C10 113.8(3) . . ?
C5 C8 H8A 108.8 . . ?
C10 C8 H8A 108.8 . . ?
C5 C8 H8B 108.8 . . ?
C10 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
C17 C100 C7 113.9(3) . . ?
C17 C100 H10A 108.8 . . ?
C7 C100 H10A 108.8 . . ?
C17 C100 H10B 108.8 . . ?
C7 C100 H10B 108.8 . . ?
H10A C100 H10B 107.7 . . ?
C14 C10 C8 114.0(3) . . ?
C14 C10 H10C 108.7 . . ?
C8 C10 H10C 108.7 . . ?
C14 C10 H10D 108.7 . . ?
C8 C10 H10D 108.7 . . ?
H10C C10 H10D 107.6 . . ?
N3 C11 N1 121.1(3) . . ?
N3 C11 S1 115.3(2) . . ?
N1 C11 S1 123.6(2) . . ?
C16 C12 C18 128.6(3) . . ?
C16 C12 S1 108.9(2) . . ?
C18 C12 S1 122.5(2) . . ?
C4 C13 C5 113.3(3) . . ?
C4 C13 H13A 108.9 . . ?
C5 C13 H13A 108.9 . . ?
C4 C13 H13B 108.9 . . ?
C5 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C19 C14 C10 113.6(3) . . ?
C19 C14 H14A 108.8 . . ?
C10 C14 H14A 108.8 . . ?
C19 C14 H14B 108.8 . . ?
C10 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C6 C15 C4 112.6(3) . . ?
C6 C15 H15A 109.1 . . ?
C4 C15 H15A 109.1 . . ?
C6 C15 H15B 109.1 . . ?
C4 C15 H15B 109.1 . . ?
H15A C15 H15B 107.8 . . ?
C12 C16 N3 117.6(3) . . ?
C12 C16 H16 121.2 . . ?
N3 C16 H16 121.2 . . ?
O1 C17 N1 122.3(3) . . ?
O1 C17 C100 125.3(3) . . ?
N1 C17 C100 112.4(3) . . ?
C12 C18 H18A 109.5 . . ?
C12 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C12 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C14 C19 C21 113.4(3) . . ?
C14 C19 H19A 108.9 . . ?
C21 C19 H19A 108.9 . . ?
C14 C19 H19B 108.9 . . ?
C21 C19 H19B 108.9 . . ?
H19A C19 H19B 107.7 . . ?
C7 C20 C6 111.8(3) . . ?
C7 C20 H20A 109.3 . . ?
C6 C20 H20A 109.3 . . ?
C7 C20 H20B 109.3 . . ?
C6 C20 H20B 109.3 . . ?
H20A C20 H20B 107.9 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.484
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.070


data_tc12
_database_code_depnum_ccdc_archive 'CCDC 899103'
#TrackingRef 'tc12final.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
N-(thiazole-2-yl)dodecanamide
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H26 N2 O S'
_chemical_formula_sum            'C15 H26 N2 O S'
_chemical_formula_weight         282.44
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   'P 21/c'
_symmetry_space_group_name_HALL  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a                   20.8339(11)
_cell_length_b                   4.9640(3)
_cell_length_c                   15.5893(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.048(5)
_cell_angle_gamma                90.00
_cell_volume                     1611.97(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    11209
_cell_measurement_theta_min      3.8867
_cell_measurement_theta_max      29.0922
_exptl_crystal_description       'rod shaped'
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.164
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             616
_exptl_absorpt_coefficient_mu    0.197
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.65247
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'crysalisPRO RED'
_exptl_special_details           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      293(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  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean 16.1049
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            25241
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_av_sigmaI/netI    0.0306
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.89
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3155
_reflns_number_gt                2500
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'CrysAlisPro,Oxford Diff.Ltd,Ver 1.171.34.40'
_computing_cell_refinement       'CrysAlisPro,Oxford Diff.Ltd,Ver 1.171.34.40'
_computing_data_reduction        'CrysAlisPro,Oxford Diff.Ltd,Ver 1.171.34.40'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997)'
_computing_publication_material  'PLATON(Spek,1999)& PARST(1995)'
_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^)+(0.0875P)^2^+0.4440P] 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_number_reflns         3155
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0569
_refine_ls_wR_factor_ref         0.1603
_refine_ls_wR_factor_gt          0.1449
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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 0.01669(3) 0.57939(11) 0.33698(4) 0.0457(2) Uani 1 1 d . . .
O1 O 0.14056(8) 0.4709(4) 0.38831(14) 0.0700(6) Uani 1 1 d . . .
C2 C 0.01345(9) 0.3139(4) 0.40866(13) 0.0357(5) Uani 1 1 d . . .
N3 N -0.04390(8) 0.2235(4) 0.42420(12) 0.0418(4) Uani 1 1 d . . .
C4 C -0.08840(10) 0.3681(5) 0.37619(15) 0.0469(6) Uani 1 1 d . . .
H4 H -0.1321 0.3311 0.3782 0.056 Uiso 1 1 calc R . .
C5 C -0.06538(11) 0.5629(4) 0.32701(15) 0.0476(6) Uani 1 1 d . . .
H5 H -0.0903 0.6748 0.2920 0.057 Uiso 1 1 calc R . .
N6 N 0.06669(8) 0.2030(4) 0.44867(12) 0.0410(4) Uani 1 1 d . . .
H6 H 0.0608 0.0720 0.4838 0.049 Uiso 1 1 calc R . .
C7 C 0.12829(10) 0.2871(4) 0.43633(15) 0.0449(5) Uani 1 1 d . . .
C8 C 0.17762(10) 0.1299(5) 0.48759(17) 0.0498(6) Uani 1 1 d . . .
H8A H 0.1824 -0.0470 0.4620 0.060 Uiso 1 1 calc R . .
H8B H 0.1622 0.1052 0.5454 0.060 Uiso 1 1 calc R . .
C9 C 0.24288(10) 0.2663(5) 0.49204(16) 0.0468(6) Uani 1 1 d . . .
H9A H 0.2582 0.2910 0.4342 0.056 Uiso 1 1 calc R . .
H9B H 0.2381 0.4433 0.5175 0.056 Uiso 1 1 calc R . .
C10 C 0.29253(10) 0.1092(5) 0.54351(16) 0.0469(5) Uani 1 1 d . . .
H10A H 0.2973 -0.0678 0.5181 0.056 Uiso 1 1 calc R . .
H10B H 0.2772 0.0849 0.6014 0.056 Uiso 1 1 calc R . .
C11 C 0.35778(10) 0.2464(5) 0.54767(16) 0.0462(6) Uani 1 1 d . . .
H11A H 0.3726 0.2722 0.4896 0.055 Uiso 1 1 calc R . .
H11B H 0.3527 0.4231 0.5732 0.055 Uiso 1 1 calc R . .
C12 C 0.40874(10) 0.0940(5) 0.59817(16) 0.0464(6) Uani 1 1 d . . .
H12A H 0.4138 -0.0834 0.5730 0.056 Uiso 1 1 calc R . .
H12B H 0.3944 0.0699 0.6565 0.056 Uiso 1 1 calc R . .
C13 C 0.47372(9) 0.2349(5) 0.60050(15) 0.0460(5) Uani 1 1 d . . .
H13A H 0.4879 0.2593 0.5421 0.055 Uiso 1 1 calc R . .
H13B H 0.4685 0.4123 0.6255 0.055 Uiso 1 1 calc R . .
C14 C 0.52561(10) 0.0862(5) 0.65066(16) 0.0475(6) Uani 1 1 d . . .
H14A H 0.5308 -0.0916 0.6260 0.057 Uiso 1 1 calc R . .
H14B H 0.5118 0.0631 0.7093 0.057 Uiso 1 1 calc R . .
C15 C 0.58998(10) 0.2287(5) 0.65170(15) 0.0470(6) Uani 1 1 d . . .
H15A H 0.6035 0.2522 0.5930 0.056 Uiso 1 1 calc R . .
H15B H 0.5845 0.4066 0.6762 0.056 Uiso 1 1 calc R . .
C16 C 0.64295(11) 0.0851(5) 0.70135(16) 0.0489(6) Uani 1 1 d . . .
H16A H 0.6301 0.0651 0.7605 0.059 Uiso 1 1 calc R . .
H16B H 0.6481 -0.0941 0.6776 0.059 Uiso 1 1 calc R . .
C17 C 0.70687(11) 0.2285(6) 0.69987(18) 0.0578(7) Uani 1 1 d . . .
H17A H 0.7016 0.4070 0.7241 0.069 Uiso 1 1 calc R . .
H17B H 0.7193 0.2505 0.6406 0.069 Uiso 1 1 calc R . .
C18 C 0.76064(13) 0.0862(7) 0.7484(2) 0.0776(9) Uani 1 1 d . . .
H18A H 0.7500 0.0723 0.8078 0.116 Uiso 1 1 calc R . .
H18B H 0.7997 0.1871 0.7430 0.116 Uiso 1 1 calc R . .
H18C H 0.7664 -0.0909 0.7250 0.116 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 0.0435(4) 0.0447(4) 0.0488(4) 0.0093(2) -0.0026(2) -0.0005(2)
O1 0.0362(9) 0.0790(12) 0.0947(14) 0.0421(11) -0.0014(9) -0.0056(8)
C2 0.0324(10) 0.0348(10) 0.0398(11) -0.0010(8) -0.0025(8) -0.0016(8)
N3 0.0291(9) 0.0463(10) 0.0498(11) 0.0084(8) -0.0072(7) -0.0007(7)
C4 0.0304(11) 0.0566(14) 0.0535(13) 0.0067(11) -0.0098(9) 0.0047(9)
C5 0.0431(13) 0.0500(13) 0.0492(13) 0.0054(10) -0.0127(10) 0.0077(10)
N6 0.0281(9) 0.0422(10) 0.0523(11) 0.0112(8) -0.0059(7) -0.0030(7)
C7 0.0294(11) 0.0447(12) 0.0604(14) 0.0080(11) -0.0022(9) -0.0023(9)
C8 0.0300(11) 0.0495(13) 0.0696(16) 0.0165(11) -0.0044(10) -0.0014(9)
C9 0.0305(11) 0.0491(13) 0.0607(14) 0.0096(11) -0.0059(10) -0.0045(9)
C10 0.0332(12) 0.0484(13) 0.0587(14) 0.0075(10) -0.0055(10) -0.0032(9)
C11 0.0324(11) 0.0504(13) 0.0556(14) 0.0067(10) -0.0081(10) -0.0028(9)
C12 0.0337(12) 0.0492(13) 0.0560(14) 0.0059(10) -0.0077(10) -0.0030(9)
C13 0.0338(12) 0.0499(13) 0.0539(13) 0.0037(10) -0.0085(10) -0.0028(9)
C14 0.0345(12) 0.0517(14) 0.0559(14) 0.0057(10) -0.0093(10) -0.0029(9)
C15 0.0352(12) 0.0520(13) 0.0534(13) 0.0043(10) -0.0081(10) -0.0033(10)
C16 0.0374(12) 0.0556(14) 0.0532(14) 0.0065(11) -0.0097(10) -0.0045(10)
C17 0.0387(13) 0.0687(16) 0.0655(16) 0.0051(13) -0.0129(11) -0.0081(11)
C18 0.0414(15) 0.108(3) 0.083(2) 0.0115(17) -0.0213(14) -0.0044(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
S1 C5 1.716(2) . ?
S1 C2 1.730(2) . ?
O1 C7 1.210(3) . ?
C2 N3 1.303(3) . ?
C2 N6 1.377(2) . ?
N3 C4 1.382(3) . ?
C4 C5 1.329(3) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
N6 C7 1.367(3) . ?
N6 H6 0.8600 . ?
C7 C8 1.508(3) . ?
C8 C9 1.519(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.514(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.521(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.513(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.524(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.514(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.516(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.515(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.511(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.515(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
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
C5 S1 C2 88.37(10) . . ?
N3 C2 N6 120.78(19) . . ?
N3 C2 S1 115.41(15) . . ?
N6 C2 S1 123.81(15) . . ?
C2 N3 C4 109.21(19) . . ?
C5 C4 N3 116.4(2) . . ?
C5 C4 H4 121.8 . . ?
N3 C4 H4 121.8 . . ?
C4 C5 S1 110.61(16) . . ?
C4 C5 H5 124.7 . . ?
S1 C5 H5 124.7 . . ?
C7 N6 C2 124.38(18) . . ?
C7 N6 H6 117.8 . . ?
C2 N6 H6 117.8 . . ?
O1 C7 N6 121.8(2) . . ?
O1 C7 C8 124.62(19) . . ?
N6 C7 C8 113.58(18) . . ?
C7 C8 C9 113.23(18) . . ?
C7 C8 H8A 108.9 . . ?
C9 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
C9 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C10 C9 C8 113.39(18) . . ?
C10 C9 H9A 108.9 . . ?
C8 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C8 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C9 C10 C11 113.19(18) . . ?
C9 C10 H10A 108.9 . . ?
C11 C10 H10A 108.9 . . ?
C9 C10 H10B 108.9 . . ?
C11 C10 H10B 108.9 . . ?
H10A C10 H10B 107.8 . . ?
C12 C11 C10 114.63(19) . . ?
C12 C11 H11A 108.6 . . ?
C10 C11 H11A 108.6 . . ?
C12 C11 H11B 108.6 . . ?
C10 C11 H11B 108.6 . . ?
H11A C11 H11B 107.6 . . ?
C11 C12 C13 113.43(19) . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C14 C13 C12 114.45(19) . . ?
C14 C13 H13A 108.6 . . ?
C12 C13 H13A 108.6 . . ?
C14 C13 H13B 108.6 . . ?
C12 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
C13 C14 C15 113.65(19) . . ?
C13 C14 H14A 108.8 . . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14B 108.8 . . ?
C15 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C16 C15 C14 114.97(19) . . ?
C16 C15 H15A 108.5 . . ?
C14 C15 H15A 108.5 . . ?
C16 C15 H15B 108.5 . . ?
C14 C15 H15B 108.5 . . ?
H15A C15 H15B 107.5 . . ?
C17 C16 C15 113.9(2) . . ?
C17 C16 H16A 108.8 . . ?
C15 C16 H16A 108.8 . . ?
C17 C16 H16B 108.8 . . ?
C15 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C16 C17 C18 114.6(2) . . ?
C16 C17 H17A 108.6 . . ?
C18 C17 H17A 108.6 . . ?
C16 C17 H17B 108.6 . . ?
C18 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
C5 S1 C2 N3 -0.61(18) . . . . ?
C5 S1 C2 N6 -179.73(19) . . . . ?
N6 C2 N3 C4 -179.96(18) . . . . ?
S1 C2 N3 C4 0.9(2) . . . . ?
C2 N3 C4 C5 -0.8(3) . . . . ?
N3 C4 C5 S1 0.4(3) . . . . ?
C2 S1 C5 C4 0.13(18) . . . . ?
N3 C2 N6 C7 -179.6(2) . . . . ?
S1 C2 N6 C7 -0.5(3) . . . . ?
C2 N6 C7 O1 0.3(4) . . . . ?
C2 N6 C7 C8 -179.6(2) . . . . ?
O1 C7 C8 C9 15.0(4) . . . . ?
N6 C7 C8 C9 -165.1(2) . . . . ?
C7 C8 C9 C10 180.0(2) . . . . ?
C8 C9 C10 C11 179.9(2) . . . . ?
C9 C10 C11 C12 -179.6(2) . . . . ?
C10 C11 C12 C13 179.46(19) . . . . ?
C11 C12 C13 C14 -180.0(2) . . . . ?
C12 C13 C14 C15 179.6(2) . . . . ?
C13 C14 C15 C16 -180.0(2) . . . . ?
C14 C15 C16 C17 178.8(2) . . . . ?
C15 C16 C17 C18 -179.3(2) . . . . ?
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.502
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.059