#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:06:36 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180490 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/59/7215939.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_7215939
loop_
_publ_author_name
'Thakuria, Ranjit'
'Nath, Naba K.'
'Roy, Saikat'
'Nangia, Ashwini'
_publ_section_title
;
 Polymorphism and isostructurality in sulfonylhydrazones
;
_journal_issue                   22
_journal_name_full               CrystEngComm
_journal_page_first              4681
_journal_paper_doi               10.1039/c3ce42301h
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C19 H13 Br3 N2 O2 S'
_chemical_formula_sum            'C19 H13 Br3 N2 O2 S'
_chemical_formula_weight         573.10
_chemical_melting_point          509(2)
_chemical_name_common            'tribromo sulfonylhydrazone'
_chemical_name_systematic
; 
 tribromo sulfonylhydrazone 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 103.035(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   23.334(8)
_cell_length_b                   11.594(4)
_cell_length_c                   15.600(5)
_cell_measurement_reflns_used    6293
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.60
_cell_measurement_theta_min      2.27
_cell_volume                     4112(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20670
_diffrn_reflns_theta_full        26.09
_diffrn_reflns_theta_max         26.09
_diffrn_reflns_theta_min         1.79
_exptl_absorpt_coefficient_mu    6.005
_exptl_absorpt_correction_T_max  0.3267
_exptl_absorpt_correction_T_min  0.1870
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.852
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2224
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.886
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         4031
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0793
_refine_ls_R_factor_gt           0.0399
_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)+(0.0319P)²+14.0441P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0836
_refine_ls_wR_factor_ref         0.1011
_reflns_number_gt                2569
_reflns_number_total             4031
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce42301h.txt
_cod_data_source_block           TBSH
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      'C2/c  '
_cod_database_code               7215939
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Br1 Br 0.00471(3) 0.00690(6) 0.62726(4) 0.0955(2) Uani 1 1 d .
Br2 Br 0.34503(3) 0.35008(6) 1.16885(3) 0.0937(3) Uani 1 1 d .
Br3 Br 0.47873(3) 0.01589(6) 0.60312(4) 0.0906(2) Uani 1 1 d .
C1 C 0.0612(2) 0.1150(4) 0.6089(3) 0.0561(12) Uani 1 1 d .
C2 C 0.1073(2) 0.0779(4) 0.5757(3) 0.0677(14) Uani 1 1 d .
H2 H 0.1106 0.0004 0.5621 0.081 Uiso 1 1 calc R
C3 C 0.1487(2) 0.1562(4) 0.5627(3) 0.0595(13) Uani 1 1 d .
H3 H 0.1801 0.1320 0.5396 0.071 Uiso 1 1 calc R
C4 C 0.14369(17) 0.2702(4) 0.5837(3) 0.0424(10) Uani 1 1 d .
C5 C 0.09692(19) 0.3059(4) 0.6177(3) 0.0535(12) Uani 1 1 d .
H5 H 0.0935 0.3830 0.6323 0.064 Uiso 1 1 calc R
C6 C 0.0555(2) 0.2277(5) 0.6299(3) 0.0623(13) Uani 1 1 d .
H6 H 0.0237 0.2514 0.6524 0.075 Uiso 1 1 calc R
C7 C 0.30762(17) 0.2904(3) 0.7693(3) 0.0398(9) Uani 1 1 d .
C8 C 0.31567(18) 0.3024(3) 0.8658(2) 0.0406(9) Uani 1 1 d .
C9 C 0.3637(2) 0.2530(4) 0.9219(3) 0.0542(12) Uani 1 1 d .
H9 H 0.3902 0.2097 0.8990 0.065 Uiso 1 1 calc R
C10 C 0.3726(2) 0.2673(4) 1.0123(3) 0.0621(13) Uani 1 1 d .
H10 H 0.4053 0.2348 1.0499 0.074 Uiso 1 1 calc R
C11 C 0.3331(2) 0.3296(4) 1.0452(3) 0.0540(12) Uani 1 1 d .
C12 C 0.2844(2) 0.3780(4) 0.9914(3) 0.0545(12) Uani 1 1 d .
H12 H 0.2575 0.4193 1.0152 0.065 Uiso 1 1 calc R
C13 C 0.27581(19) 0.3644(4) 0.9015(3) 0.0478(10) Uani 1 1 d .
H13 H 0.2430 0.3972 0.8645 0.057 Uiso 1 1 calc R
C14 C 0.35121(17) 0.2228(4) 0.7336(2) 0.0402(9) Uani 1 1 d .
C15 C 0.3481(2) 0.1041(4) 0.7295(3) 0.0501(11) Uani 1 1 d .
H15 H 0.3199 0.0658 0.7524 0.060 Uiso 1 1 calc R
C16 C 0.3862(2) 0.0416(4) 0.6920(3) 0.0544(12) Uani 1 1 d .
H16 H 0.3842 -0.0385 0.6897 0.065 Uiso 1 1 calc R
C17 C 0.4271(2) 0.0999(4) 0.6583(3) 0.0536(12) Uani 1 1 d .
C18 C 0.4315(2) 0.2161(5) 0.6615(3) 0.0620(13) Uani 1 1 d .
H18 H 0.4599 0.2535 0.6384 0.074 Uiso 1 1 calc R
C19 C 0.39336(19) 0.2786(4) 0.6994(3) 0.0566(12) Uani 1 1 d .
H19 H 0.3960 0.3586 0.7020 0.068 Uiso 1 1 calc R
H1A H 0.2728(18) 0.280(4) 0.613(3) 0.043(13) Uiso 1 1 d .
N1 N 0.25889(16) 0.3333(3) 0.6299(2) 0.0446(9) Uani 1 1 d .
N2 N 0.26367(15) 0.3424(3) 0.7201(2) 0.0425(8) Uani 1 1 d .
O1 O 0.20572(13) 0.3529(2) 0.47991(16) 0.0486(7) Uani 1 1 d .
O2 O 0.18032(13) 0.4801(2) 0.59246(19) 0.0525(8) Uani 1 1 d .
S1 S 0.19631(5) 0.36984(9) 0.56660(6) 0.0413(3) Uani 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
C6 C1 C2 121.6(4)
C6 C1 Br1 119.4(4)
C2 C1 Br1 119.0(4)
C1 C2 C3 119.2(5)
C4 C3 C2 120.0(4)
C3 C4 C5 119.9(4)
C3 C4 S1 119.9(3)
C5 C4 S1 120.2(3)
C6 C5 C4 119.9(4)
C1 C6 C5 119.4(4)
N2 C7 C8 117.7(3)
N2 C7 C14 123.0(3)
C8 C7 C14 119.3(3)
C9 C8 C13 118.8(4)
C9 C8 C7 120.3(4)
C13 C8 C7 120.9(4)
C8 C9 C10 120.7(4)
C11 C10 C9 119.1(4)
C10 C11 C12 121.7(4)
C10 C11 Br2 119.5(4)
C12 C11 Br2 118.8(4)
C11 C12 C13 119.0(4)
C12 C13 C8 120.7(4)
C15 C14 C19 119.0(4)
C15 C14 C7 120.7(4)
C19 C14 C7 120.2(4)
C16 C15 C14 120.9(4)
C17 C16 C15 118.5(4)
C18 C17 C16 122.2(4)
C18 C17 Br3 118.5(4)
C16 C17 Br3 119.3(4)
C17 C18 C19 119.2(4)
C14 C19 C18 120.2(4)
N2 N1 S1 116.8(3)
C7 N2 N1 116.1(3)
O2 S1 O1 119.98(17)
O2 S1 N1 108.7(2)
O1 S1 N1 103.27(18)
O2 S1 C4 108.29(19)
O1 S1 C4 108.39(18)
N1 S1 C4 107.53(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C1 1.888(5)
Br2 C11 1.900(4)
Br3 C17 1.899(4)
C1 C6 1.361(7)
C1 C2 1.364(6)
C2 C3 1.374(6)
C3 C4 1.374(6)
C4 C5 1.380(5)
C4 S1 1.749(4)
C5 C6 1.370(6)
C7 N2 1.284(5)
C7 C8 1.481(5)
C7 C14 1.489(5)
C8 C9 1.381(6)
C8 C13 1.388(5)
C9 C10 1.388(6)
C10 C11 1.361(7)
C11 C12 1.371(6)
C12 C13 1.381(5)
C14 C15 1.378(6)
C14 C19 1.380(6)
C15 C16 1.375(6)
C16 C17 1.368(6)
C17 C18 1.351(7)
C18 C19 1.381(6)
N1 N2 1.391(4)
N1 S1 1.624(4)
O1 S1 1.432(3)
O2 S1 1.416(3)
