data_2005src1222
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 Dr. A. Dervisi
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C28 H38 N4 O8 S2'
_chemical_formula_weight          622.74
 
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            triclinic
_symmetry_space_group_name_H-M    P-1
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    7.6356(3)
_cell_length_b                    9.1896(4)
_cell_length_c                    12.3286(5)
_cell_angle_alpha                 102.333(2)
_cell_angle_beta                  105.058(3)
_cell_angle_gamma                 108.494(2)
_cell_volume                      749.71(5)
_cell_formula_units_Z             1
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     3337
_cell_measurement_theta_min       2.910
_cell_measurement_theta_max       27.485
 
_exptl_crystal_description        'Cut Plate'
_exptl_crystal_colour             Colourless
_exptl_crystal_size_max           0.18
_exptl_crystal_size_mid           0.12
_exptl_crystal_size_min           0.04
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.379
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              330
_exptl_absorpt_coefficient_mu     0.233
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9592
_exptl_absorpt_correction_T_max   0.9907
_exptl_absorpt_process_details       'SADABS V2.10 (Sheldrick, G.M., 2003)'

_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    '10cm confocal mirrors'
_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             14413
_diffrn_reflns_av_R_equivalents   0.0574
_diffrn_reflns_av_sigmaI/netI     0.0491
_diffrn_reflns_limit_h_min        -9
_diffrn_reflns_limit_h_max        9
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_k_max        11
_diffrn_reflns_limit_l_min        -15
_diffrn_reflns_limit_l_max        15
_diffrn_reflns_theta_min          3.40
_diffrn_reflns_theta_max          27.48
_reflns_number_total              3402
_reflns_number_gt                 2738
_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     'SHELXS-97 (Sheldrick, 1997a)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997b)' 
_computing_molecular_graphics     'ORTEP3 for Windows (Farrugia, 1997)'
_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.
;
 
_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)+(0.0373P)²+0.4830P] 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        0.021(3)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          3402
_refine_ls_number_parameters      191
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0599
_refine_ls_R_factor_gt            0.0441
_refine_ls_wR_factor_ref          0.1104
_refine_ls_wR_factor_gt           0.1018
_refine_ls_goodness_of_fit_ref    1.061
_refine_ls_restrained_S_all       1.061
_refine_ls_shift/su_max           0.001
_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
C1 C 0.2367(3) 0.9707(2) 0.90788(16) 0.0240(4) Uani 1 1 d . . .
H1A H 0.1658 0.8601 0.9083 0.029 Uiso 1 1 calc R . .
H1B H 0.2215 1.0483 0.9703 0.029 Uiso 1 1 calc R . .
C2 C 0.4554(3) 1.0036(2) 0.93790(17) 0.0266(4) Uani 1 1 d . . .
H2A H 0.5265 1.1120 0.9341 0.032 Uiso 1 1 calc R . .
H2B H 0.4713 0.9220 0.8787 0.032 Uiso 1 1 calc R . .
C3 C 0.1083(3) 1.1322(2) 0.78379(16) 0.0220(4) Uani 1 1 d . . .
H3 H 0.0566 1.1204 0.6977 0.026 Uiso 1 1 calc R . .
C4 C 0.2996(3) 1.2846(2) 0.84209(19) 0.0277(4) Uani 1 1 d . . .
H4A H 0.3952 1.2735 0.8033 0.033 Uiso 1 1 calc R . .
H4B H 0.3585 1.2973 0.9269 0.033 Uiso 1 1 calc R . .
C5 C 0.2591(3) 1.4347(2) 0.8313(2) 0.0324(5) Uani 1 1 d . . .
H5A H 0.3832 1.5327 0.8724 0.039 Uiso 1 1 calc R . .
H5B H 0.2114 1.4262 0.7465 0.039 Uiso 1 1 calc R . .
C6 C 0.1051(3) 1.4514(2) 0.8853(2) 0.0330(5) Uani 1 1 d . . .
H6A H 0.0788 1.5474 0.8755 0.040 Uiso 1 1 calc R . .
H6B H 0.1562 1.4673 0.9713 0.040 Uiso 1 1 calc R . .
C7 C -0.0861(3) 1.2997(2) 0.82481(18) 0.0292(4) Uani 1 1 d . . .
H7A H -0.1419 1.2883 0.7400 0.035 Uiso 1 1 calc R . .
H7B H -0.1835 1.3106 0.8621 0.035 Uiso 1 1 calc R . .
C8 C -0.0492(3) 1.1483(2) 0.83512(17) 0.0243(4) Uani 1 1 d . . .
H8A H -0.0055 1.1549 0.9196 0.029 Uiso 1 1 calc R . .
H8B H -0.1736 1.0510 0.7919 0.029 Uiso 1 1 calc R . .
C9 C -0.2135(3) 0.7836(2) 0.61700(16) 0.0213(4) Uani 1 1 d . . .
C10 C -0.3508(3) 0.6927(2) 0.65751(16) 0.0219(4) Uani 1 1 d . . .
C11 C -0.5519(3) 0.6492(2) 0.60557(17) 0.0281(4) Uani 1 1 d . . .
H11 H -0.6426 0.5841 0.6333 0.034 Uiso 1 1 calc R . .
C12 C -0.6178(3) 0.7030(3) 0.51205(18) 0.0323(5) Uani 1 1 d . . .
H12 H -0.7550 0.6757 0.4757 0.039 Uiso 1 1 calc R . .
C13 C -0.4849(3) 0.7959(3) 0.47160(18) 0.0311(5) Uani 1 1 d . . .
H13 H -0.5312 0.8338 0.4085 0.037 Uiso 1 1 calc R . .
C14 C -0.2839(3) 0.8347(2) 0.52236(16) 0.0261(4) Uani 1 1 d . . .
H14 H -0.1942 0.8963 0.4923 0.031 Uiso 1 1 calc R . .
N1 N 0.1447(2) 0.98449(18) 0.79142(13) 0.0221(3) Uani 1 1 d . . .
N2 N -0.2900(2) 0.64399(19) 0.76279(14) 0.0234(3) Uani 1 1 d . . .
O1 O 0.07146(19) 0.69440(15) 0.70398(12) 0.0267(3) Uani 1 1 d . . .
O2 O 0.1121(2) 0.87541(17) 0.58175(12) 0.0289(3) Uani 1 1 d . . .
O3 O -0.1813(2) 0.75293(17) 0.85645(12) 0.0335(4) Uani 1 1 d . . .
O4 O -0.3573(2) 0.50063(17) 0.75334(14) 0.0371(4) Uani 1 1 d . . .
S1 S 0.04530(7) 0.82970(5) 0.67269(4) 0.02184(15) Uani 1 1 d . . .
 
 
_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 N1 1.477(2) . ?
C1 C2 1.525(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C2 1.530(4) 2_677 ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N1 1.486(2) . ?
C3 C8 1.528(3) . ?
C3 C4 1.529(3) . ?
C3 H3 1.0000 . ?
C4 C5 1.531(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.525(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.527(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.529(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C14 1.393(3) . ?
C9 C10 1.393(3) . ?
C9 S1 1.7873(19) . ?
C10 C11 1.385(3) . ?
C10 N2 1.472(2) . ?
C11 C12 1.388(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.379(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.391(3) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
N1 S1 1.6095(16) . ?
N2 O4 1.220(2) . ?
N2 O3 1.227(2) . ?
O1 S1 1.4342(13) . ?
O2 S1 1.4337(14) . ?
 
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 C1 C2 113.35(16) . . ?
N1 C1 H1A 108.9 . . ?
C2 C1 H1A 108.9 . . ?
N1 C1 H1B 108.9 . . ?
C2 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
C1 C2 C2 110.8(2) . 2_677 ?
C1 C2 H2A 109.5 . . ?
C2 C2 H2A 109.5 2_677 . ?
C1 C2 H2B 109.5 . . ?
C2 C2 H2B 109.5 2_677 . ?
H2A C2 H2B 108.1 . . ?
N1 C3 C8 111.76(15) . . ?
N1 C3 C4 111.39(15) . . ?
C8 C3 C4 111.50(16) . . ?
N1 C3 H3 107.3 . . ?
C8 C3 H3 107.3 . . ?
C4 C3 H3 107.3 . . ?
C3 C4 C5 110.47(16) . . ?
C3 C4 H4A 109.6 . . ?
C5 C4 H4A 109.6 . . ?
C3 C4 H4B 109.6 . . ?
C5 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
C6 C5 C4 111.00(17) . . ?
C6 C5 H5A 109.4 . . ?
C4 C5 H5A 109.4 . . ?
C6 C5 H5B 109.4 . . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C5 C6 C7 110.22(17) . . ?
C5 C6 H6A 109.6 . . ?
C7 C6 H6A 109.6 . . ?
C5 C6 H6B 109.6 . . ?
C7 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
C6 C7 C8 110.89(16) . . ?
C6 C7 H7A 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 108.0 . . ?
C3 C8 C7 110.83(16) . . ?
C3 C8 H8A 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
C14 C9 C10 117.74(17) . . ?
C14 C9 S1 117.65(14) . . ?
C10 C9 S1 124.53(14) . . ?
C11 C10 C9 122.54(18) . . ?
C11 C10 N2 115.58(17) . . ?
C9 C10 N2 121.80(16) . . ?
C10 C11 C12 118.46(19) . . ?
C10 C11 H11 120.8 . . ?
C12 C11 H11 120.8 . . ?
C13 C12 C11 120.29(19) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 120.62(19) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C13 C14 C9 120.32(18) . . ?
C13 C14 H14 119.8 . . ?
C9 C14 H14 119.8 . . ?
C1 N1 C3 120.52(15) . . ?
C1 N1 S1 120.90(12) . . ?
C3 N1 S1 117.63(12) . . ?
O4 N2 O3 124.19(16) . . ?
O4 N2 C10 118.70(16) . . ?
O3 N2 C10 117.00(15) . . ?
O2 S1 O1 119.22(8) . . ?
O2 S1 N1 109.00(8) . . ?
O1 S1 N1 108.27(8) . . ?
O2 S1 C9 103.73(9) . . ?
O1 S1 C9 108.15(8) . . ?
N1 S1 C9 107.95(8) . . ?
 
_diffrn_measured_fraction_theta_max    0.996
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.996
_refine_diff_density_max    0.299
_refine_diff_density_min   -0.379
_refine_diff_density_rms    0.061
