#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/19/7051959.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_7051959
loop_
_publ_author_name
'Altamura, Maria'
'Dapporto, Paolo'
'Guidi, Antonio'
'Harmat, Nicholas J. S.'
'Jierry, Loïc'
'Libralesso, Elisa'
'Paoli, Paola'
'Rossi, Patrizia'
_publ_section_title
;
 Investigation on the flexibility of chiral tricyclic derivatives
;
_journal_issue                   9
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1617
_journal_paper_doi               10.1039/b801569d
_journal_volume                  32
_journal_year                    2008
_chemical_formula_sum            'C15 H11 N O3 S'
_chemical_formula_weight         285.31
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 104.66(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.7680(9)
_cell_length_b                   11.736(1)
_cell_length_c                   14.923(2)
_cell_measurement_temperature    150
_cell_volume                     1316.2(3)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET)
(compiled Jan 20 2006,12:36:28)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET)
(compiled Jan 20 2006,12:36:28)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET)
(compiled Jan 20 2006,12:36:28)
;
_computing_molecular_graphics    'ORTEP-3 (Farruggia, 1997)'
_computing_publication_material  'PARST97 (Nardelli, 1995)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare, 1999)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measurement_device_type  'Xcalibur3 4 circles diffractometer'
_diffrn_measurement_method       'intensity from ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_wavelength     1.54018
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_av_sigmaI/netI    0.3092
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8055
_diffrn_reflns_theta_full        70.00
_diffrn_reflns_theta_max         88.06
_diffrn_reflns_theta_min         8.14
_exptl_absorpt_coefficient_mu    2.252
_exptl_absorpt_correction_type   empirical
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.372
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.887
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         2807
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.887
_refine_ls_R_factor_all          0.1361
_refine_ls_R_factor_gt           0.0555
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0408P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1117
_refine_ls_wR_factor_ref         0.1194
_reflns_number_gt                1018
_reflns_number_total             2807
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b801569d.txt
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      P21/a
_cod_database_code               7051959
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, 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
S1 S 0.13227(14) -0.05069(9) 0.63337(7) 0.0374(3) Uani 1 1 d . . .
O1 O 0.4525(3) -0.1374(2) 0.90000(17) 0.0305(7) Uani 1 1 d . . .
O2 O 0.0689(4) -0.1555(3) 0.87435(18) 0.0346(8) Uani 1 1 d . . .
O3 O 0.1380(3) -0.1145(2) 1.02520(17) 0.0412(8) Uani 1 1 d . . .
N1 N 0.2834(4) 0.0109(3) 0.83762(18) 0.0245(8) Uani 1 1 d . . .
C1 C 0.4677(5) -0.0874(3) 0.7475(2) 0.0270(10) Uani 1 1 d . . .
C2 C 0.3626(5) -0.0840(3) 0.6584(3) 0.0283(10) Uani 1 1 d . . .
C3 C 0.4349(5) -0.1093(3) 0.5838(3) 0.0342(11) Uani 1 1 d . . .
H3 H 0.3634 -0.1088 0.5235 0.041 Uiso 1 1 calc R . .
C4 C 0.6151(6) -0.1352(3) 0.6010(3) 0.0380(12) Uani 1 1 d . . .
H4 H 0.6649 -0.1512 0.5519 0.046 Uiso 1 1 calc R . .
C5 C 0.7200(6) -0.1373(3) 0.6904(3) 0.0345(11) Uani 1 1 d . . .
H5 H 0.8403 -0.1546 0.7012 0.041 Uiso 1 1 calc R . .
C6 C 0.6491(5) -0.1143(3) 0.7637(3) 0.0276(10) Uani 1 1 d . . .
H6 H 0.7207 -0.1165 0.8239 0.033 Uiso 1 1 calc R . .
C7 C 0.4007(5) -0.0726(4) 0.8331(3) 0.0288(10) Uani 1 1 d . . .
C8 C 0.2338(5) 0.1043(3) 0.7740(3) 0.0252(10) Uani 1 1 d . . .
C9 C 0.1555(5) 0.0878(3) 0.6811(2) 0.0259(10) Uani 1 1 d . . .
C10 C 0.1000(5) 0.1826(4) 0.6259(2) 0.0350(11) Uani 1 1 d . . .
H10 H 0.0489 0.1725 0.5630 0.042 Uiso 1 1 calc R . .
C11 C 0.1182(5) 0.2907(4) 0.6615(3) 0.0400(12) Uani 1 1 d . . .
H11 H 0.0747 0.3528 0.6239 0.048 Uiso 1 1 calc R . .
C12 C 0.2019(6) 0.3066(4) 0.7542(3) 0.0424(12) Uani 1 1 d . . .
H12 H 0.2178 0.3799 0.7786 0.051 Uiso 1 1 calc R . .
C13 C 0.2617(5) 0.2141(3) 0.8105(3) 0.0343(11) Uani 1 1 d . . .
H13 H 0.3205 0.2250 0.8724 0.041 Uiso 1 1 calc R . .
C14 C 0.2244(5) 0.0163(3) 0.9233(2) 0.0278(10) Uani 1 1 d . . .
H14A H 0.1386 0.0775 0.9180 0.033 Uiso 1 1 calc R . .
H14B H 0.3258 0.0348 0.9742 0.033 Uiso 1 1 calc R . .
C15 C 0.1416(5) -0.0922(3) 0.9464(3) 0.0278(10) Uani 1 1 d . . .
H2O H 0.037(6) -0.229(5) 0.890(3) 0.12(2) Uiso 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
_geom_angle_publ_flag
C9 S1 C2 97.06(18) . . ?
C7 N1 C8 126.3(3) . . ?
C7 N1 C14 116.0(3) . . ?
C8 N1 C14 116.9(3) . . ?
C2 C1 C6 119.9(3) . . ?
C2 C1 C7 124.6(3) . . ?
C6 C1 C7 115.3(4) . . ?
C1 C2 C3 120.2(4) . . ?
C1 C2 S1 122.1(3) . . ?
C3 C2 S1 117.7(3) . . ?
C4 C3 C2 119.2(4) . . ?
C5 C4 C3 120.3(4) . . ?
C6 C5 C4 120.7(4) . . ?
C5 C6 C1 119.7(4) . . ?
O1 C7 N1 119.4(3) . . ?
O1 C7 C1 120.1(4) . . ?
N1 C7 C1 120.6(4) . . ?
C9 C8 C13 120.4(3) . . ?
C9 C8 N1 122.3(3) . . ?
C13 C8 N1 117.3(3) . . ?
C8 C9 C10 118.4(4) . . ?
C8 C9 S1 120.6(3) . . ?
C10 C9 S1 121.0(3) . . ?
C11 C10 C9 121.9(4) . . ?
C10 C11 C12 119.3(4) . . ?
C13 C12 C11 120.3(4) . . ?
C12 C13 C8 119.6(4) . . ?
N1 C14 C15 114.2(3) . . ?
O3 C15 O2 124.2(4) . . ?
O3 C15 C14 121.4(4) . . ?
O2 C15 C14 114.3(3) . . ?
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 C9 1.765(4) . ?
S1 C2 1.776(4) . ?
O1 C7 1.239(4) . ?
O2 C15 1.312(4) . ?
O3 C15 1.212(4) . ?
N1 C7 1.352(4) . ?
N1 C8 1.436(4) . ?
N1 C14 1.465(4) . ?
C1 C2 1.373(5) . ?
C1 C6 1.403(5) . ?
C1 C7 1.507(4) . ?
C2 C3 1.400(4) . ?
C3 C4 1.392(5) . ?
C4 C5 1.376(5) . ?
C5 C6 1.370(4) . ?
C8 C9 1.380(5) . ?
C8 C13 1.395(5) . ?
C9 C10 1.386(5) . ?
C10 C11 1.369(5) . ?
C11 C12 1.384(5) . ?
C12 C13 1.379(5) . ?
C14 C15 1.505(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 25936669
