#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/17/7051749.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_7051749
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 Br N2 O2 S'
_chemical_formula_weight         325.18
_chemical_name_systematic
;
?
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.41(2)
_cell_angle_beta                 90.145(17)
_cell_angle_gamma                91.61(2)
_cell_formula_units_Z            2
_cell_length_a                   7.3326(15)
_cell_length_b                   8.131(3)
_cell_length_c                   10.314(2)
_cell_measurement_temperature    298
_cell_volume                     609.5(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 0.572
_diffrn_measured_fraction_theta_max 0.572
_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  0.0205
_diffrn_reflns_av_sigmaI/netI    0.0393
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2963
_diffrn_reflns_theta_full        31.88
_diffrn_reflns_theta_max         31.88
_diffrn_reflns_theta_min         4.35
_exptl_absorpt_coefficient_mu    3.537
_exptl_absorpt_correction_T_max  0.322
_exptl_absorpt_correction_T_min  0.222
_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    1.772
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             324
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.538
_refine_diff_density_min         -0.538
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2394
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.978
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0441
_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)+(0.0783P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1141
_refine_ls_wR_factor_ref         0.1309
_reflns_number_gt                1481
_reflns_number_total             2394
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b9nj00279k.txt
_cod_data_source_block           8b
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7051749
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
S1 S 0.85248(11) 0.74344(12) 1.03060(9) 0.0352(3) Uani 1 1 d . . .
Br1 Br 0.09968(6) 0.78942(8) 0.60305(5) 0.0813(3) Uani 1 1 d . . .
O1 O 1.0256(3) 0.8115(3) 1.0798(3) 0.0457(7) Uani 1 1 d . . .
O2 O 0.8480(3) 0.5968(3) 0.9384(2) 0.0402(6) Uani 1 1 d . . .
N1 N 0.7526(5) 0.8867(5) 0.9682(3) 0.0377(9) Uani 1 1 d . . .
N2 N 0.4254(4) 0.6915(5) 1.0307(3) 0.0380(8) Uani 1 1 d . . .
C1 C 0.7134(5) 0.7073(5) 1.1623(3) 0.0350(8) Uani 1 1 d . . .
C2 C 0.5235(5) 0.6851(4) 1.1446(3) 0.0331(8) Uani 1 1 d . . .
C3 C 0.4242(5) 0.6479(5) 1.2531(4) 0.0411(9) Uani 1 1 d . . .
C4 C 0.5059(6) 0.6377(6) 1.3712(4) 0.0518(11) Uani 1 1 d . . .
C5 C 0.6925(6) 0.6640(6) 1.3878(4) 0.0582(12) Uani 1 1 d . . .
C6 C 0.7945(6) 0.7000(6) 1.2827(4) 0.0488(10) Uani 1 1 d . . .
C7 C 0.6026(5) 0.8526(4) 0.8818(3) 0.0337(8) Uani 1 1 d . . .
C8 C 0.4511(4) 0.7606(4) 0.9147(3) 0.0305(8) Uani 1 1 d . . .
C9 C 0.3033(5) 0.7379(5) 0.8263(3) 0.0394(9) Uani 1 1 d . . .
C10 C 0.3073(5) 0.8094(6) 0.7141(4) 0.0479(11) Uani 1 1 d . . .
C11 C 0.4590(6) 0.9021(6) 0.6803(4) 0.0529(11) Uani 1 1 d . . .
C12 C 0.6066(6) 0.9200(6) 0.7645(4) 0.0473(10) Uani 1 1 d . . .
HN2 H 0.327(5) 0.643(5) 1.033(3) 0.029(10) Uiso 1 1 d . . .
H3 H 0.297(5) 0.636(5) 1.247(3) 0.040(10) Uiso 1 1 d . . .
H4 H 0.431(5) 0.605(5) 1.436(4) 0.033(9) Uiso 1 1 d . . .
H5 H 0.742(7) 0.658(6) 1.476(5) 0.083(15) Uiso 1 1 d . . .
H6 H 0.920(6) 0.719(5) 1.295(3) 0.036(9) Uiso 1 1 d . . .
H9 H 0.201(6) 0.670(6) 0.848(4) 0.057(13) Uiso 1 1 d . . .
H12 H 0.712(7) 0.991(7) 0.752(5) 0.071(15) Uiso 1 1 d . . .
H11 H 0.465(5) 0.955(5) 0.606(4) 0.037(10) Uiso 1 1 d . . .
H1N H 0.791(5) 0.962(5) 0.974(3) 0.017(11) 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'
Br Br -0.2901 2.4595 '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
O2 S1 O1 118.99(15) . . ?
O2 S1 N1 108.82(18) . . ?
O1 S1 N1 107.0(2) . . ?
O2 S1 C1 108.02(17) . . ?
O1 S1 C1 109.10(16) . . ?
N1 S1 C1 103.85(17) . . ?
C7 N1 S1 122.0(3) . . ?
C2 N2 C8 136.5(3) . . ?
C6 C1 C2 121.2(3) . . ?
C6 C1 S1 118.6(3) . . ?
C2 C1 S1 120.2(3) . . ?
N2 C2 C3 116.6(3) . . ?
N2 C2 C1 127.1(3) . . ?
C3 C2 C1 116.3(3) . . ?
C4 C3 C2 122.1(4) . . ?
C3 C4 C5 120.8(4) . . ?
C6 C5 C4 118.6(4) . . ?
C5 C6 C1 120.9(4) . . ?
C8 C7 C12 120.4(4) . . ?
C8 C7 N1 121.3(3) . . ?
C12 C7 N1 118.2(4) . . ?
C7 C8 N2 126.6(3) . . ?
C7 C8 C9 118.2(3) . . ?
N2 C8 C9 115.1(4) . . ?
C10 C9 C8 120.5(4) . . ?
C9 C10 C11 121.6(4) . . ?
C9 C10 Br1 119.5(3) . . ?
C11 C10 Br1 118.8(3) . . ?
C12 C11 C10 118.0(4) . . ?
C11 C12 C7 121.1(5) . . ?
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 O2 1.426(3) . ?
S1 O1 1.435(3) . ?
S1 N1 1.596(3) . ?
S1 C1 1.750(4) . ?
Br1 C10 1.893(4) . ?
N1 C7 1.412(5) . ?
N2 C2 1.383(4) . ?
N2 C8 1.398(5) . ?
C1 C6 1.385(5) . ?
C1 C2 1.407(5) . ?
C2 C3 1.397(5) . ?
C3 C4 1.370(5) . ?
C4 C5 1.386(6) . ?
C5 C6 1.376(6) . ?
C7 C8 1.389(5) . ?
C7 C12 1.391(5) . ?
C8 C9 1.407(5) . ?
C9 C10 1.361(6) . ?
C10 C11 1.397(6) . ?
C11 C12 1.379(6) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 25941842
