#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/17/7051748.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_7051748
loop_
_publ_author_name
'Altamura, Maria'
'Fedi, Valentina'
'Giannotti, Danilo'
'Paoli, Paola'
'Rossi, Patrizia'
_publ_section_title
;
 Privileged structures: synthesis and structural investigations on
 tricyclic sulfonamides
;
_journal_issue                   11
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              2219
_journal_paper_doi               10.1039/b9nj00279k
_journal_volume                  33
_journal_year                    2009
_chemical_formula_sum            'C12 H9 N O3 S'
_chemical_formula_weight         247.26
_chemical_name_systematic
;
?
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.3420(10)
_cell_length_b                   9.678(2)
_cell_length_c                   13.675(2)
_cell_measurement_temperature    298
_cell_volume                     1104.0(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      298
_diffrn_detector_area_resol_mean 16.4547
_diffrn_measured_fraction_theta_full 0.919
_diffrn_measured_fraction_theta_max 0.919
_diffrn_measurement_device_type  'Xcalibur3 4 circles diffractometer'
_diffrn_measurement_method       'intensity from ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_sigmaI/netI    0.0714
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6149
_diffrn_reflns_theta_full        28.35
_diffrn_reflns_theta_max         28.35
_diffrn_reflns_theta_min         4.21
_exptl_absorpt_coefficient_mu    0.287
_exptl_absorpt_correction_T_max  0.867
_exptl_absorpt_correction_T_min  0.847
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.2 (release 20-01-2006 CrysAlis171 .NET)
(compiled Jan 20 2006,12:36:28)
;
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.54
_exptl_crystal_size_min          0.48
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.147
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.07(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.820
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2174
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.820
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0354
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0306P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0629
_refine_ls_wR_factor_ref         0.0698
_reflns_number_gt                1143
_reflns_number_total             2174
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b9nj00279k.txt
_cod_data_source_block           4a
_cod_original_sg_symbol_H-M      Pna21
_cod_database_code               7051748
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'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 0.41831(10) 1.12382(9) 1.37636(6) 0.0537(2) Uani 1 1 d . . .
O1 O 0.3273(3) 1.1341(2) 1.46434(13) 0.0682(7) Uani 1 1 d . . .
O2 O 0.5888(2) 1.1072(2) 1.3822(2) 0.0636(6) Uani 1 1 d . . .
O3 O 0.5292(2) 1.0507(2) 1.17917(17) 0.0597(6) Uani 1 1 d . . .
N1 N 0.3795(3) 1.2604(3) 1.31255(18) 0.0557(8) Uani 1 1 d . . .
C1 C 0.3432(3) 0.9875(3) 1.3053(2) 0.0451(7) Uani 1 1 d . . .
C2 C 0.4031(4) 0.9711(3) 1.2114(2) 0.0457(8) Uani 1 1 d . . .
C4 C 0.2373(5) 0.7726(4) 1.1916(3) 0.0598(9) Uani 1 1 d . . .
C3 C 0.3481(4) 0.8642(4) 1.1547(3) 0.0555(9) Uani 1 1 d . . .
C5 C 0.1770(5) 0.7890(4) 1.2840(3) 0.0649(11) Uani 1 1 d . . .
C6 C 0.2296(4) 0.8981(4) 1.3402(3) 0.0588(10) Uani 1 1 d . . .
C7 C 0.4417(4) 1.2882(3) 1.2180(2) 0.0465(8) Uani 1 1 d . . .
C8 C 0.5092(3) 1.1916(4) 1.1578(2) 0.0465(8) Uani 1 1 d . . .
C9 C 0.5721(4) 1.2297(5) 1.0674(3) 0.0591(10) Uani 1 1 d . . .
C10 C 0.5665(4) 1.3660(5) 1.0365(3) 0.0685(10) Uani 1 1 d . . .
C11 C 0.4957(5) 1.4610(5) 1.0969(3) 0.0732(12) Uani 1 1 d . . .
C12 C 0.4337(4) 1.4246(4) 1.1864(3) 0.0607(10) Uani 1 1 d . . .
HN1 H 0.296(5) 1.317(4) 1.335(3) 0.106(15) Uiso 1 1 d . . .
H3 H 0.394(4) 0.862(3) 1.094(2) 0.054(10) Uiso 1 1 d . . .
H4 H 0.201(4) 0.693(4) 1.151(2) 0.068(11) Uiso 1 1 d . . .
H5 H 0.113(4) 0.727(3) 1.313(2) 0.060(11) Uiso 1 1 d . . .
H6 H 0.198(3) 0.914(3) 1.398(2) 0.035(9) Uiso 1 1 d . . .
H9 H 0.608(3) 1.167(3) 1.029(2) 0.048(11) Uiso 1 1 d . . .
H10 H 0.644(5) 1.400(4) 0.964(3) 0.116(13) Uiso 1 1 d . . .
H11 H 0.483(4) 1.552(4) 1.079(2) 0.058(10) Uiso 1 1 d . . .
H12 H 0.396(4) 1.500(4) 1.232(3) 0.088(12) 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 0.0033 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
_geom_angle_publ_flag
O1 S1 O2 119.28(15) . . ?
O1 S1 N1 106.98(15) . . ?
O2 S1 N1 108.69(15) . . ?
O1 S1 C1 109.24(15) . . ?
O2 S1 C1 107.49(15) . . ?
N1 S1 C1 104.13(14) . . ?
C2 O3 C8 121.3(2) . . ?
C7 N1 S1 125.0(3) . . ?
C6 C1 C2 120.0(3) . . ?
C6 C1 S1 121.9(3) . . ?
C2 C1 S1 118.1(3) . . ?
C3 C2 O3 119.7(3) . . ?
C3 C2 C1 119.3(3) . . ?
O3 C2 C1 120.5(3) . . ?
C5 C4 C3 120.7(4) . . ?
C2 C3 C4 120.1(4) . . ?
C4 C5 C6 119.2(4) . . ?
C1 C6 C5 120.6(4) . . ?
C8 C7 C12 118.8(3) . . ?
C8 C7 N1 124.7(3) . . ?
C12 C7 N1 116.5(3) . . ?
C7 C8 C9 120.5(3) . . ?
C7 C8 O3 126.0(3) . . ?
C9 C8 O3 113.4(3) . . ?
C10 C9 C8 120.7(4) . . ?
C11 C10 C9 118.0(4) . . ?
C10 C11 C12 121.8(4) . . ?
C11 C12 C7 120.1(4) . . ?
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 O1 1.426(2) . ?
S1 O2 1.4339(19) . ?
S1 N1 1.616(3) . ?
S1 C1 1.754(3) . ?
O3 C2 1.377(3) . ?
O3 C8 1.405(4) . ?
N1 C7 1.420(4) . ?
C1 C6 1.370(4) . ?
C1 C2 1.386(4) . ?
C2 C3 1.373(4) . ?
C4 C5 1.368(5) . ?
C4 C3 1.376(5) . ?
C5 C6 1.378(5) . ?
C7 C8 1.367(4) . ?
C7 C12 1.390(5) . ?
C8 C9 1.392(5) . ?
C9 C10 1.386(5) . ?
C10 C11 1.370(6) . ?
C11 C12 1.375(6) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21408602
