#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/01/1520148.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1520148
loop_
_publ_author_name
'McDonald, E.'
'Horton, Peter N.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C21H19NO5S
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              591
_journal_year                    2008
_chemical_formula_sum            'C21 H19 N O5 S'
_chemical_formula_weight         397.43
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                104.436(2)
_cell_angle_beta                 107.828(2)
_cell_angle_gamma                104.170(2)
_cell_formula_units_Z            2
_cell_length_a                   9.5497(4)
_cell_length_b                   10.3189(4)
_cell_length_c                   11.1034(4)
_cell_measurement_reflns_used    4177
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     945.56(7)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997b)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
'Bruker-Nonius Roper CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_sigmaI/netI    0.0432
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            21235
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.22
_exptl_absorpt_coefficient_mu    0.205
_exptl_absorpt_correction_T_max  0.9759
_exptl_absorpt_correction_T_min  0.9449
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2007/2 (Sheldrick, G.M., 2007)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Cut Block'
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     288
_refine_ls_number_reflns         4327
_refine_ls_number_restraints     52
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0527P)²+0.3253P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1008
_refine_ls_wR_factor_ref         0.1126
_reflns_number_gt                3334
_reflns_number_total             4327
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-591.cif
_cod_data_source_block           2008src0842
_cod_depositor_comments
;
Citation :
McDonald, E and Horton, Peter N. and Hursthouse, Michael B. (2008) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/591)

More at:
http://ecrystals.chem.soton.ac.uk/591/
;
_cod_original_cell_volume        945.55(6)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1520148
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.14843(17) 0.68649(16) 0.48821(15) 0.0170(3) Uani 1 1 d . . .
C2 C 0.06360(17) 0.84511(16) 0.39416(15) 0.0166(3) Uani 1 1 d . . .
C3 C -0.06573(17) 0.70095(16) 0.31323(15) 0.0170(3) Uani 1 1 d . . .
H3 H -0.1689 0.7013 0.3172 0.020 Uiso 1 1 calc R . .
C4 C -0.00728(17) 0.59573(15) 0.37293(15) 0.0168(3) Uani 1 1 d . A .
H4 H -0.0833 0.5426 0.4040 0.020 Uiso 1 1 calc R . .
C5 C 0.00697(18) 0.49489(16) 0.24972(15) 0.0181(3) Uani 1 1 d D . .
C6 C -0.16128(18) 0.39766(16) 0.14867(16) 0.0215(3) Uani 1 1 d . A .
H6A H -0.2258 0.3594 0.1952 0.026 Uiso 1 1 calc R . .
H6B H -0.1603 0.3174 0.0784 0.026 Uiso 1 1 calc R . .
C7 C -0.22105(19) 0.50330(17) 0.08797(16) 0.0222(3) Uani 1 1 d . . .
H7A H -0.2470 0.4730 -0.0105 0.027 Uiso 1 1 calc R A .
H7B H -0.3141 0.5137 0.1054 0.027 Uiso 1 1 calc R . .
C8 C -0.07774(17) 0.64216(16) 0.16568(15) 0.0177(3) Uani 1 1 d . A .
C9 C -0.06551(18) 0.75102(16) 0.09632(15) 0.0187(3) Uani 1 1 d . . .
C10 C -0.1961(2) 0.8962(2) 0.01050(19) 0.0300(4) Uani 1 1 d . . .
H10A H -0.1798 0.8681 -0.0748 0.036 Uiso 1 1 calc R A .
H10B H -0.1106 0.9867 0.0736 0.036 Uiso 1 1 calc R . .
C11 C -0.3518(3) 0.9152(3) -0.0164(3) 0.0621(8) Uani 1 1 d . A .
H11A H -0.4355 0.8247 -0.0781 0.093 Uiso 1 1 calc R . .
H11B H -0.3559 0.9886 -0.0575 0.093 Uiso 1 1 calc R . .
H11C H -0.3658 0.9446 0.0688 0.093 Uiso 1 1 calc R . .
C12 C 0.32314(17) 0.94255(15) 0.58839(15) 0.0166(3) Uani 1 1 d . . .
C13 C 0.46747(18) 0.92683(16) 0.60758(15) 0.0194(3) Uani 1 1 d . . .
H13 H 0.4737 0.8400 0.5589 0.023 Uiso 1 1 calc R . .
C14 C 0.60243(18) 1.03935(17) 0.69862(16) 0.0207(3) Uani 1 1 d . . .
H14 H 0.7018 1.0289 0.7138 0.025 Uiso 1 1 calc R . .
C15 C 0.59403(19) 1.16725(17) 0.76792(16) 0.0213(3) Uani 1 1 d . . .
H15 H 0.6873 1.2450 0.8281 0.026 Uiso 1 1 calc R . .
C16 C 0.44902(19) 1.18091(17) 0.74889(17) 0.0264(4) Uani 1 1 d . . .
H16 H 0.4430 1.2681 0.7969 0.032 Uiso 1 1 calc R . .
C17 C 0.31207(19) 1.06791(17) 0.65996(17) 0.0231(4) Uani 1 1 d . . .
H17 H 0.2124 1.0765 0.6484 0.028 Uiso 1 1 calc R . .
N1 N 0.18233(14) 0.82784(13) 0.49234(12) 0.0164(3) Uani 1 1 d . . .
O1 O 0.23249(13) 0.64817(11) 0.56719(11) 0.0216(3) Uani 1 1 d . . .
O2 O 0.06534(12) 0.95673(11) 0.37680(11) 0.0206(3) Uani 1 1 d . . .
O3 O 0.05319(12) 0.59288(11) 0.18375(10) 0.0179(2) Uani 1 1 d . A .
O4 O 0.04415(13) 0.80059(12) 0.07003(11) 0.0244(3) Uani 1 1 d . A .
O5 O -0.19572(13) 0.78436(12) 0.06994(11) 0.0237(3) Uani 1 1 d . A .
S1 S 0.3116(3) 0.4923(3) 0.2981(3) 0.0242(4) Uani 0.494(3) 1 d PD A 1
C18 C 0.122(8) 0.421(8) 0.283(9) 0.0189(6) Uani 0.494(3) 1 d PDU A 1
C19 C 0.356(2) 0.378(2) 0.346(3) 0.0224(16) Uani 0.494(3) 1 d PDU A 1
H19 H 0.4626 0.3854 0.3692 0.027 Uiso 0.494(3) 1 calc PR A 1
C20 C 0.261(2) 0.266(2) 0.360(2) 0.021(2) Uani 0.494(3) 1 d PDU A 1
H20 H 0.2810 0.1888 0.3859 0.026 Uiso 0.494(3) 1 calc PR A 1
C21 C 0.1043(10) 0.3041(8) 0.3192(10) 0.0301(18) Uani 0.494(3) 1 d PDU A 1
H21 H 0.0088 0.2505 0.3205 0.036 Uiso 0.494(3) 1 calc PR A 1
S2 S 0.0686(2) 0.26904(19) 0.3210(2) 0.0216(4) Uani 0.506(3) 1 d PDU A 2
C118 C 0.123(8) 0.422(8) 0.284(9) 0.0189(6) Uani 0.506(3) 1 d PDU A 2
C119 C 0.2354(19) 0.266(2) 0.361(2) 0.022(3) Uani 0.506(3) 1 d PD A 2
H119 H 0.2545 0.1946 0.3966 0.026 Uiso 0.506(3) 1 calc PR A 2
C120 C 0.360(2) 0.355(2) 0.352(3) 0.0224(16) Uani 0.506(3) 1 d PD A 2
H120 H 0.4638 0.3551 0.3688 0.027 Uiso 0.506(3) 1 calc PR A 2
C121 C 0.2761(11) 0.4598(10) 0.3021(12) 0.037(3) Uani 0.506(3) 1 d PD A 2
H121 H 0.3287 0.5410 0.2865 0.044 Uiso 0.506(3) 1 calc PR A 2
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'
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
O1 C1 N1 123.84(14) . .
O1 C1 C4 127.49(14) . .
N1 C1 C4 108.67(12) . .
O2 C2 N1 125.28(14) . .
O2 C2 C3 126.32(14) . .
N1 C2 C3 108.40(12) . .
C2 C3 C4 105.23(12) . .
C2 C3 C8 112.33(12) . .
C4 C3 C8 101.56(11) . .
C2 C3 H3 112.3 . .
C4 C3 H3 112.3 . .
C8 C3 H3 112.3 . .
C1 C4 C3 104.99(12) . .
C1 C4 C5 113.84(12) . .
C3 C4 C5 101.65(11) . .
C1 C4 H4 111.9 . .
C3 C4 H4 111.9 . .
C5 C4 H4 111.9 . .
O3 C5 C18 111(4) . .
O3 C5 C118 111(4) . .
C18 C5 C118 1(7) . .
O3 C5 C6 103.01(12) . .
C18 C5 C6 116(3) . .
C118 C5 C6 116(3) . .
O3 C5 C4 101.68(11) . .
C18 C5 C4 116(4) . .
C118 C5 C4 115(4) . .
C6 C5 C4 107.44(12) . .
C5 C6 C7 101.47(12) . .
C5 C6 H6A 111.5 . .
C7 C6 H6A 111.5 . .
C5 C6 H6B 111.5 . .
C7 C6 H6B 111.5 . .
H6A C6 H6B 109.3 . .
C8 C7 C6 101.45(12) . .
C8 C7 H7A 111.5 . .
C6 C7 H7A 111.5 . .
C8 C7 H7B 111.5 . .
C6 C7 H7B 111.5 . .
H7A C7 H7B 109.3 . .
O3 C8 C9 110.85(12) . .
O3 C8 C7 103.32(11) . .
C9 C8 C7 115.76(13) . .
O3 C8 C3 101.98(11) . .
C9 C8 C3 114.85(12) . .
C7 C8 C3 108.59(12) . .
O4 C9 O5 125.31(14) . .
O4 C9 C8 125.53(14) . .
O5 C9 C8 109.17(12) . .
O5 C10 C11 107.68(15) . .
O5 C10 H10A 110.2 . .
C11 C10 H10A 110.2 . .
O5 C10 H10B 110.2 . .
C11 C10 H10B 110.2 . .
H10A C10 H10B 108.5 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C13 C12 C17 121.10(14) . .
C13 C12 N1 119.71(13) . .
C17 C12 N1 119.19(13) . .
C14 C13 C12 119.07(14) . .
C14 C13 H13 120.5 . .
C12 C13 H13 120.5 . .
C13 C14 C15 120.67(14) . .
C13 C14 H14 119.7 . .
C15 C14 H14 119.7 . .
C16 C15 C14 119.62(15) . .
C16 C15 H15 120.2 . .
C14 C15 H15 120.2 . .
C15 C16 C17 120.47(14) . .
C15 C16 H16 119.8 . .
C17 C16 H16 119.8 . .
C12 C17 C16 119.02(14) . .
C12 C17 H17 120.5 . .
C16 C17 H17 120.5 . .
C2 N1 C1 112.65(12) . .
C2 N1 C12 123.79(12) . .
C1 N1 C12 123.56(12) . .
C8 O3 C5 96.99(10) . .
C9 O5 C10 115.24(12) . .
C19 S1 C18 92(2) . .
C21 C18 C5 128(7) . .
C21 C18 S1 110.0(11) . .
C5 C18 S1 122(6) . .
C20 C19 S1 128(2) . .
C20 C19 H19 116.2 . .
S1 C19 H19 116.2 . .
C19 C20 C21 97.6(18) . .
C19 C20 H20 131.2 . .
C21 C20 H20 131.2 . .
C18 C21 C20 113(3) . .
C18 C21 H21 123.5 . .
C20 C21 H21 123.5 . .
C119 S2 C118 91.3(18) . .
C121 C118 C5 131(7) . .
C121 C118 S2 110.0(13) . .
C5 C118 S2 119(6) . .
C120 C119 S2 127.2(17) . .
C120 C119 H119 116.4 . .
S2 C119 H119 116.4 . .
C119 C120 C121 97.6(17) . .
C119 C120 H120 131.2 . .
C121 C120 H120 131.2 . .
C118 C121 C120 114(3) . .
C118 C121 H121 123.2 . .
C120 C121 H121 123.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.2112(18) .
C1 N1 1.4003(19) .
C1 C4 1.510(2) .
C2 O2 1.2114(18) .
C2 N1 1.3945(19) .
C2 C3 1.517(2) .
C3 C4 1.536(2) .
C3 C8 1.556(2) .
C3 H3 1.0000 .
C4 C5 1.564(2) .
C4 H4 1.0000 .
C5 O3 1.4499(18) .
C5 C18 1.490(9) .
C5 C118 1.496(8) .
C5 C6 1.547(2) .
C6 C7 1.550(2) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C8 1.540(2) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 O3 1.4390(17) .
C8 C9 1.513(2) .
C9 O4 1.2012(19) .
C9 O5 1.3368(18) .
C10 O5 1.4653(19) .
C10 C11 1.496(3) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 C13 1.385(2) .
C12 C17 1.386(2) .
C12 N1 1.4352(19) .
C13 C14 1.384(2) .
C13 H13 0.9500 .
C14 C15 1.387(2) .
C14 H14 0.9500 .
C15 C16 1.383(2) .
C15 H15 0.9500 .
C16 C17 1.391(2) .
C16 H16 0.9500 .
C17 H17 0.9500 .
S1 C19 1.506(16) .
S1 C18 1.72(9) .
C18 C21 1.36(8) .
C19 C20 1.363(11) .
C19 H19 0.9500 .
C20 C21 1.601(17) .
C20 H20 0.9500 .
C21 H21 0.9500 .
S2 C119 1.527(15) .
S2 C118 1.72(9) .
C118 C121 1.35(8) .
C119 C120 1.365(11) .
C119 H119 0.9500 .
C120 C121 1.600(17) .
C120 H120 0.9500 .
C121 H121 0.9500 .
