#------------------------------------------------------------------------------
#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/55/2105581.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_2105581
loop_
_publ_author_name
'Lynch, Daniel E.'
'Nicholls, Laura J.'
'Smith, Graham'
'Byriel, Karl A.'
'Kennard, Colin H. L.'
_publ_section_title
;
 Molecular co-crystals of 2-aminothiazole derivatives
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              758
_journal_page_last               766
_journal_paper_doi               10.1107/S0108768199003146
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         'C7 H7 N2 S +, C9 H6 N O2 -'
_chemical_formula_sum            'C16 H13 N3 O2 S'
_chemical_formula_weight         311.35
_chemical_name_systematic
;
 2-Aminobenzothiazolium indole-2-carboxylate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.23(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.182(4)
_cell_length_b                   11.923(2)
_cell_length_c                   12.284(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      6
_cell_volume                     1424.4(9)
_computing_cell_refinement       'MolEN (Fair,1990)'
_computing_data_collection       'MolEN (Fair,1990)'
_computing_data_reduction        'Xtal3.2 (Hall et al., 1992)'
_computing_molecular_graphics    'PLUTON-94 (Spek, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97(Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97(Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full .997
_diffrn_measured_fraction_theta_max .997
_diffrn_measurement_device_type  'Enraf Nonius CAD-4'
_diffrn_measurement_method       2θ--ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .0758
_diffrn_reflns_av_sigmaI/netI    .0554
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2641
_diffrn_reflns_theta_full        24.24
_diffrn_reflns_theta_max         24.94
_diffrn_reflns_theta_min         2.09
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .238
_exptl_absorpt_correction_T_max  .998
_exptl_absorpt_correction_T_min  .899
_exptl_absorpt_correction_type   '\y scan'
_exptl_absorpt_process_details   'Xtal 3.2 (Hall et al., 1992)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             648
_exptl_crystal_size_max          .60
_exptl_crystal_size_mid          .20
_exptl_crystal_size_min          .18
_refine_diff_density_max         .266
_refine_diff_density_min         -.373
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   .936
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         2494
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      .936
_refine_ls_R_factor_all          .1015
_refine_ls_R_factor_gt           .0511
_refine_ls_shift/su_max          <0.002
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1084P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .1620
_reflns_number_gt                1504
_reflns_number_total             2494
_reflns_threshold_expression     F>4σ(F)
_cod_data_source_file            ha0177.cif
_cod_data_source_block           7
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1084P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.1084P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2105581
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_type_symbol
S1A .58680(10) .05120(10) .77130(10) .0500(10) Uani d 1 S
C2A .4924(4) .1591(3) .6908(3) .0420(10) Uani d 1 C
N21A .4031(4) .2180(3) .7244(3) .0550(10) Uani d 1 N
N3A .5209(3) .1743(3) .5927(2) .0410(10) Uani d 1 N
C4A .6687(4) .0969(3) .4822(3) .0480(10) Uani d 1 C
C5A .7659(4) .0178(4) .4807(4) .0590(10) Uani d 1 C
C6A .8130(5) -.0576(4) .5696(4) .0620(10) Uani d 1 C
C7A .7618(4) -.0551(3) .6628(4) .0540(10) Uani d 1 C
C8A .6655(4) .0256(3) .6648(3) .0430(10) Uani d 1 C
C9A .6186(3) .1007(3) .5747(3) .0390(10) Uani d 1 C
H21A .3562(4) .2721(4) .6782(4) .068(13) Uiso d 1 H
H22A .3892(4) .2011(4) .7879(3) .054(11) Uiso d 1 H
H3A .477(4) .221(4) .549(4) .061(13) Uiso d 1 H
H4A .633(4) .145(3) .426(3) .049(10) Uiso d 1 H
H5A .801(4) .015(3) .426(3) .059(12) Uiso d 1 H
H6A .882(4) -.118(3) .568(3) .063(11) Uiso d 1 H
H7A .799(4) -.098(3) .7280(3) .055(11) Uiso d 1 H
N1B .8511(3) .0547(2) 1.0434(3) .0460(10) Uani d 1 N
C2B .7533(3) -.0009(3) 1.0797(3) .0400(10) Uani d 1 C
C21B .6908(3) -.1046(3) 1.0194(3) .0410(10) Uani d 1 C
O21B .6067(3) -.1589(2) 1.0558(2) .0500(10) Uani d 1 O
O22B .7264(3) -.1292(2) .9327(2) .0550(10) Uani d 1 O
C3B .7375(4) .0523(3) 1.1721(3) .0410(10) Uani d 1 C
C4B .8588(4) .2304(3) 1.2797(3) .0510(10) Uani d 1 C
C5B .9547(4) .3096(3) 1.2754(4) .0560(10) Uani d 1 C
C6B 1.0198(4) .3093(4) 1.1912(4) .0580(10) Uani d 1 C
C7B .9939(4) .2284(3) 1.1090(3) .0530(10) Uani d 1 C
C8B .8968(3) .1465(3) 1.1116(3) .0410(10) Uani d 1 C
C9B .8271(3) .1468(3) 1.1954(3) .0400(10) Uani d 1 C
H1B .872(4) .039(3) .984(3) .058(12) Uiso d 1 H
H3B .678(4) .033(3) 1.209(3) .060(12) Uiso d 1 H
H4B .813(4) .233(3) 1.342(3) .053(10) Uiso d 1 H
H5B .975(4) .361(3) 1.327(3) .058(12) Uiso d 1 H
H6B 1.086(4) .369(3) 1.191(3) .054(10) Uiso d 1 H
H7B 1.044(4) .226(3) 1.056(3) .065(12) Uiso d 1 H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S1A .0570(10) .0520(10) .0400(10) .0010(10) .0130(10) .0140(10)
C2A .048(2) .042(2) .034(2) -.005(2) .010(2) .008(2)
N21A .072(2) .057(2) .044(2) .012(2) .028(2) .012(2)
N3A .048(2) .040(2) .035(2) .0020(10) .0110(10) .0060(10)
C4A .057(2) .047(2) .040(2) .000(2) .015(2) .004(2)
C5A .065(3) .061(3) .057(3) .003(2) .029(2) -.005(2)
C6A .062(3) .047(2) .080(3) .009(2) .023(2) -.004(2)
C7A .054(2) .046(2) .057(2) .005(2) .009(2) .011(2)
C8A .048(2) .037(2) .041(2) -.005(2) .010(2) .003(2)
C9A .043(2) .034(2) .039(2) -.002(2) .008(2) .001(2)
N1B .057(2) .044(2) .040(2) -.004(2) .0190(10) -.0010(10)
C2B .043(2) .035(2) .039(2) -.003(2) .010(2) .004(2)
C21B .051(2) .037(2) .033(2) .001(2) .010(2) .003(2)
O21B .068(2) .0430(10) .0420(10) -.0130(10) .0210(10) -.0010(10)
O22B .077(2) .050(2) .047(2) -.0080(10) .0320(10) -.0090(10)
C3B .045(2) .041(2) .041(2) -.002(2) .019(2) .001(2)
C4B .059(2) .045(2) .049(2) -.001(2) .016(2) -.008(2)
C5B .065(3) .042(2) .057(3) .001(2) .012(2) -.010(2)
C6B .056(3) .049(2) .064(3) -.015(2) .010(2) .004(2)
C7B .053(2) .056(2) .052(2) -.006(2) .019(2) .010(2)
C8B .045(2) .038(2) .039(2) .000(2) .010(2) .006(2)
C9B .043(2) .037(2) .040(2) .001(2) .013(2) .000(2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S .1246 .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
C2A S1A C8A 90.17(17)
N21A C2A N3A 124.7(3)
N21A C2A S1A 122.7(3)
N3A C2A S1A 112.6(3)
C2A N3A C9A 114.5(3)
C5A C4A C9A 118.6(4)
C4A C5A C6A 121.3(4)
C5A C6A C7A 120.5(4)
C8A C7A C6A 118.1(4)
C7A C8A C9A 120.8(3)
C7A C8A S1A 128.3(3)
C9A C8A S1A 110.9(3)
C4A C9A C8A 120.7(3)
C4A C9A N3A 127.5(3)
C8A C9A N3A 111.8(3)
C8B N1B C2B 109.5(3)
C3B C2B N1B 108.9(3)
C3B C2B C21B 132.1(3)
N1B C2B C21B 118.9(3)
O22B C21B O21B 125.4(3)
O22B C21B C2B 115.4(3)
O21B C21B C2B 119.2(3)
C2B C3B C9B 108.2(3)
C5B C4B C9B 118.1(4)
C4B C5B C6B 122.1(4)
C7B C6B C5B 121.6(4)
C6B C7B C8B 117.4(4)
N1B C8B C7B 131.1(3)
N1B C8B C9B 107.1(3)
C7B C8B C9B 121.7(3)
C4B C9B C8B 119.0(3)
C4B C9B C3B 134.7(3)
C8B C9B C3B 106.3(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1A C2A 1.730(3)
S1A C8A 1.751(4)
C2A N21A 1.308(5)
C2A N3A 1.334(4)
N3A C9A 1.393(4)
C4A C5A 1.371(6)
C4A C9A 1.377(5)
C5A C6A 1.385(6)
C6A C7A 1.392(6)
C7A C8A 1.379(5)
C8A C9A 1.394(5)
N1B C8B 1.373(4)
N1B C2B 1.376(4)
C2B C3B 1.351(5)
C2B C21B 1.484(5)
C21B O22B 1.257(4)
C21B O21B 1.257(4)
C3B C9B 1.424(5)
C4B C5B 1.371(6)
C4B C9B 1.404(5)
C5B C6B 1.384(6)
C6B C7B 1.364(6)
C7B C8B 1.397(5)
C8B C9B 1.413(5)
