#------------------------------------------------------------------------------
#$Date: 2017-10-13 07:28:26 +0200 (vie 13 de oct de 2017) $
#$Revision: 201972 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/30/2103078.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2103078
loop_
_publ_author_name
'Broder, Charlotte K.'
'Fabbiani, Francesca P. A.'
'Shankland, Kenneth'
'David, Bill I. F.'
'Ibberson, Richard'
_publ_section_title
;
 Accurate molecular structures of chlorothiazide and
 hydrochlorothiazide by joint refinement against powder neutron and
 X-ray diffraction data
;
_journal_coeditor_code           BS5052
_journal_date_accepted           2007-11-07
_journal_date_recd_electronic    2007-08-24
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              101
_journal_page_last               107
_journal_paper_category          FA
_journal_paper_doi               10.1107/S010876810705687X
_journal_volume                  64
_journal_year                    2008
_chemical_formula_moiety         'C7 H6 Cl1 N3 O4 S2'
_chemical_formula_structural     'C7 H6 Cl1 N3 O4 S2'
_chemical_formula_sum            'C7 H6 Cl N3 O4 S2'
_chemical_formula_weight         295.72
_chemical_name_common            Chlorothiazide
_chemical_name_systematic
;
6-chloro-4H-1,2,4-benzathiadiazine-7-sulfonamide-1,1-dioxide
;
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_cell_angle_alpha                74.4010(10)
_cell_angle_beta                 83.8650(10)
_cell_angle_gamma                80.5240(10)
_cell_formula_units_Z            1
_cell_length_a                   4.8499(3)
_cell_length_b                   6.3694(4)
_cell_length_c                   8.9106(6)
_cell_measurement_temperature    130(2)
_cell_volume                     260.93(3)
_computing_data_collection       'custom ISIS software'
_computing_data_reduction        'custom ISIS software'
_computing_structure_refinement  'Topas v3.1 (Coehlo, 2003)'
_computing_structure_solution    'coordinates from single-crystal data'
_diffrn_ambient_temperature      130(2)
_diffrn_measurement_device_type  'GEM, ISIS'
_diffrn_radiation_probe          neutron
_diffrn_radiation_type           Neutron
_exptl_absorpt_coefficient_mu    0.12
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
Mu = 0.122(2) cm⁻¹
parameter Mu refined from experimental data
;
_exptl_crystal_density_diffrn    1.877
_exptl_crystal_density_method    'not measured'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   2.624
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           sparse
_refine_ls_number_parameters     149
_refine_ls_number_restraints     6
_refine_ls_shift/su_max          0.001
_refine_ls_weighting_details     w=1/σ(Yobs)²
_refine_ls_weighting_scheme      sigma
_cod_data_source_file            bs5052.cif
_cod_data_source_block           CTZ_GEM_neutron_130K
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_Hall     P1
_cod_original_sg_symbol_H-M      P1
_cod_original_formula_sum        'C7 H6 Cl1 N3 O4 S2'
_cod_database_code               2103078
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_occupancy
Cl Cl1 -0.35395 0.36206 1.03940 0.0130(10) Uiso 1.000
S S1 0.5940(5) 0.0210(4) 0.5986(3) 0.0130(10) Uiso 1.000
S S2 -0.0201(5) -0.1410(4) 1.1524(3) 0.0130(10) Uiso 1.000
O O1 0.8439(6) -0.0796(5) 0.6790(4) 0.0130(10) Uiso 1.000
O O2 0.4667(6) -0.1098(4) 0.5258(3) 0.0130(10) Uiso 1.000
O O3 0.1480(6) -0.3449(5) 1.1439(3) 0.0130(10) Uiso 1.000
O O4 -0.3208(6) -0.1350(4) 1.1748(3) 0.0130(10) Uiso 1.000
N N1 0.6614(4) 0.2386(3) 0.4653(3) 0.0130(10) Uiso 1.000
N N2 0.2755(4) 0.4769(2) 0.5479(3) 0.0130(10) Uiso 1.000
N N3 0.0764(3) -0.0590(3) 1.2877(3) 0.0130(10) Uiso 1.000
C C1 0.5019(5) 0.4305(3) 0.4490(2) 0.0130(10) Uiso 1.000
C C2 0.1991(6) 0.3302(5) 0.6833(4) 0.0130(10) Uiso 1.000
C C3 0.3477(7) 0.1140(5) 0.7312(4) 0.0130(10) Uiso 1.000
C C4 0.2710(5) -0.0258(3) 0.8744(3) 0.0130(10) Uiso 1.000
C C5 0.0551(6) 0.0426(5) 0.9753(4) 0.0130(10) Uiso 1.000
C C6 -0.0870(6) 0.2599(5) 0.9263(4) 0.0130(10) Uiso 1.000
C C7 -0.0217(6) 0.3993(3) 0.7867(4) 0.0130(10) Uiso 1.000
H H1 0.5506(7) 0.5573(4) 0.3475(3) 0.027(2) Uiso 1.000
H H2 0.1887(7) 0.6340(4) 0.5226(6) 0.027(2) Uiso 1.000
H H3A -0.0494(9) 0.0672(4) 1.3225(5) 0.027(2) Uiso 1.000
H H3B 0.2826(5) -0.0597(6) 1.2775(5) 0.027(2) Uiso 1.000
H H4 0.3846(6) -0.1853(4) 0.9189(5) 0.027(2) Uiso 1.000
H H7 -0.1217(7) 0.5672(4) 0.7520(6) 0.027(2) Uiso 1.000
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0000 0.0000 '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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.0000 0.0000 '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_publ_flag
O1 S1 O2 117.8(2) no
O1 S1 N1 109.0(2) no
O1 S1 C3 107.8(2) no
O2 S1 N1 107.4(2) no
O2 S1 C3 108.4(2) no
N1 S1 C3 105.89(19) no
O3 S2 O4 118.2(2) no
O3 S2 N3 109.4(2) no
O3 S2 C5 104.8(2) no
O4 S2 N3 107.4(2) no
O4 S2 C5 108.1(2) no
N3 S2 C5 108.6(2) no
S1 N1 C1 122.7(2) no
C1 N2 C2 123.55(19) no
C1 N2 H2 114.3(3) no
C2 N2 H2 121.5(4) no
S2 N3 H3A 118.1(3) no
S2 N3 H3B 110.6(3) no
H3A N3 H3B 118.8(4) no
N1 C1 N2 125.28(19) no
N2 C2 C3 121.9(3) no
N2 C2 C7 119.8(3) no
C3 C2 C7 118.2(3) no
C2 C3 C4 119.8(3) no
S1 C3 C4 121.6(2) no
S1 C3 C2 118.1(3) no
C3 C4 C5 121.8(2) no
S2 C5 C6 124.2(3) no
C4 C5 C6 117.4(3) no
S2 C5 C4 118.5(2) no
C5 C6 C7 122.5(3) no
Cl1 C6 C5 121.67 no
Cl1 C6 C7 115.85 no
C2 C7 C6 120.3(3) no
N1 C1 H1 116.2(3) no
N2 C1 H1 118.5(2) no
C3 C4 H4 122.6(3) no
C5 C4 H4 115.4(3) no
C2 C7 H7 117.0(4) no
C6 C7 H7 122.6(4) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 C6 1.7064 yes
S1 O1 1.441(4) yes
S1 O2 1.429(4) yes
S1 N1 1.619(3) yes
S1 C3 1.737(4) yes
S2 O3 1.431(4) yes
S2 O4 1.446(4) yes
S2 N3 1.576(3) yes
S2 C5 1.737(4) yes
N1 C1 1.316(3) yes
N2 C1 1.377(3) yes
N2 C2 1.371(4) yes
N2 H2 0.995(3) yes
N3 H3B 0.994(3) yes
N3 H3A 1.023(4) yes
C2 C7 1.429(4) yes
C2 C3 1.422(5) yes
C3 C4 1.399(4) yes
C4 C5 1.398(4) yes
C5 C6 1.417(5) yes
C6 C7 1.360(5) yes
C1 H1 1.073(3) yes
C4 H4 1.067(4) yes
C7 H7 1.076(4) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H2 O2 1_565 0.995(3) 2.289(4) 2.884(3) 117.3(3) yes
N2 H2 N3 1_564 0.995(3) 2.489(5) 3.301(3) 138.6(4) yes
N3 H3A N1 1_456 1.023(4) 2.154(4) 3.134(3) 159.9(4) yes
N3 H3B O2 1_556 0.994(3) 2.396(5) 2.912(3) 111.5(3) yes
N3 H3B O4 1_655 0.994(3) 2.079(4) 2.993(3) 152.0(4) yes
C1 H1 O4 1_664 1.073(3) 2.275(4) 3.327(3) 166.4(2) no
C4 H4 O3 . 1.067(4) 2.273(5) 2.779(4) 107.0(3) no
C7 H7 O1 1_465 1.076(4) 2.151(5) 3.173(4) 157.9(3) no
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
O1 S1 N1 C1 -130.7(3) no
O2 S1 N1 C1 100.6(3) no
C3 S1 N1 C1 -15.0(3) no
N1 S1 C3 C4 -170.4(3) no
O2 S1 C3 C2 -97.8(3) no
N1 S1 C3 C2 17.2(3) no
O1 S1 C3 C2 133.7(3) no
O2 S1 C3 C4 74.7(3) no
O1 S1 C3 C4 -53.8(4) no
O4 S2 C5 C6 46.2(4) no
O3 S2 C5 C6 173.2(3) no
N3 S2 C5 C6 -70.0(3) no
O3 S2 C5 C4 -7.5(3) no
O4 S2 C5 C4 -134.4(3) no
N3 S2 C5 C4 109.3(3) no
S1 N1 C1 N2 5.7(4) no
C1 N2 C2 C7 173.8(2) no
C1 N2 C2 C3 -1.1(4) no
C2 N2 C1 N1 4.6(4) no
C7 C2 C3 S1 174.2(3) no
N2 C2 C3 C4 176.6(3) no
C3 C2 C7 C6 -0.4(4) no
C7 C2 C3 C4 1.6(5) no
N2 C2 C7 C6 -175.6(3) no
N2 C2 C3 S1 -10.8(4) no
S1 C3 C4 C5 -174.1(3) no
C2 C3 C4 C5 -1.7(5) no
C3 C4 C5 C6 0.7(4) no
C3 C4 C5 S2 -178.7(3) no
S2 C5 C6 Cl1 -0.63 no
C4 C5 C6 C7 0.5(5) no
C4 C5 C6 Cl1 -179.98 no
S2 C5 C6 C7 179.8(3) no
C5 C6 C7 C2 -0.6(5) no
Cl1 C6 C7 C2 179.84 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2619
