#------------------------------------------------------------------------------
#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/55/2105579.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_2105579
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         'C3 H7 N2 S +, C9 H6 N O2 -'
_chemical_formula_sum            'C12 H13 N3 O2 S'
_chemical_formula_weight         263.31
_chemical_name_systematic
' 2-amino-2-thiazolinium 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                 108.314(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.771(2)
_cell_length_b                   13.344(5)
_cell_length_c                   11.036(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      6
_cell_volume                     1226.2(6)
_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 .955
_diffrn_measured_fraction_theta_max .955
_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  .0183
_diffrn_reflns_av_sigmaI/netI    .0359
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2295
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         2.45
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .262
_exptl_absorpt_correction_T_max  .939
_exptl_absorpt_correction_T_min  .857
_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    1.426
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             552
_exptl_crystal_size_max          .50
_exptl_crystal_size_mid          .30
_exptl_crystal_size_min          .24
_refine_diff_density_max         .172
_refine_diff_density_min         -.143
_refine_ls_extinction_coef       .0036(14)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     216
_refine_ls_number_reflns         2147
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          .0739
_refine_ls_R_factor_gt           .0357
_refine_ls_shift/su_max          .001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0499P)²+0.2456P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .1011
_reflns_number_gt                1400
_reflns_number_total             2147
_reflns_threshold_expression     F>4σ(F)
_cod_data_source_file            ha0177.cif
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' 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^)+(0.0499P)^2^+0.2456P] 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^)+(0.0499P)^2^+0.2456P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 1 21/c 1 '
_cod_database_code               2105579
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 .19795(9) .00838(5) .63845(7) .0583(3) Uani d 1 S
N3A .1661(3) .16112(17) .76836(18) .0496(6) Uani d 1 N
C2A .1381(3) .13027(18) .6507(2) .0436(6) Uani d 1 C
N21A .0701(3) .18557(18) .5505(2) .0532(6) Uani d 1 N
C4A .2472(5) .0918(2) .8682(3) .0635(8) Uani d 1 C
C5A .2952(5) .0013(3) .8081(3) .0687(8) Uani d 1 C
H21A .0460(3) .2540(2) .5610(2) .065(8) Uiso d 1 H
H22A .0720(3) .1660(2) .4710(3) .070(9) Uiso d 1 H
H3A .1470(3) .2280(2) .7850(2) .0580(8) Uiso d 1 H
H41A .3310(4) .1230(3) .9240(3) .1010(13) Uiso d 1 H
H42A .1690(4) .0740(3) .9120(3) .1070(13) Uiso d 1 H
H51A .2650(4) -.0600(3) .8350(3) .087(11) Uiso d 1 H
H52A .4130(5) .0040(3) .8190(3) .116(14) Uiso d 1 H
N1B .1919(3) -.07169(15) .13668(19) .0430(5) Uani d 1 N
C2B .2073(3) -.00759(17) .23742(19) .0387(5) Uani d 1 C
C21B .1162(3) .08695(17) .2207(2) .0412(6) Uani d 1 C
O21B .1345(2) .14099(12) .31775(14) .0502(5) Uani d 1 O
O22B .0295(2) .10985(12) .10943(15) .0527(5) Uani d 1 O
C3B .3233(3) -.04403(19) .3415(2) .0432(6) Uani d 1 C
C4B .5028(3) -.2028(2) .3675(2) .0484(6) Uani d 1 C
C5B .5308(3) -.2837(2) .3011(3) .0514(7) Uani d 1 C
C6B .4424(3) -.2977(2) .1727(3) .0516(7) Uani d 1 C
C7B .3252(3) -.23175(19) .1086(2) .0486(6) Uani d 1 C
C8B .2957(3) -.14973(17) .1757(2) .0408(6) Uani d 1 C
C9B .3823(3) -.13417(17) .3060(2) .0407(6) Uani d 1 C
H1B .1190(3) -.0650(2) .0650(2) .061(8) Uiso d 1 H
H3B .3530(3) -.01560(17) .4170(2) .044(7) Uiso d 1 H
H4B .5600(3) -.1942(18) .4500(2) .054(7) Uiso d 1 H
H5B .6180(3) -.3300(2) .3440(2) .065(8) Uiso d 1 H
H6B .4700(3) -.3575(19) .1310(2) .053(7) Uiso d 1 H
H7B .2670(3) -.2400(18) .0250(2) .049(7) 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 .0728(5) .0426(4) .0588(4) -.0012(4) .0197(4) -.0106(3)
N3A .0676(15) .0410(13) .0423(12) -.0004(12) .0203(11) -.0037(10)
C2A .0442(14) .0420(14) .0458(14) -.0097(12) .0160(11) -.0056(12)
N21A .0654(15) .0483(14) .0434(13) -.0001(12) .0134(11) -.0052(11)
C4A .084(2) .0550(18) .0494(17) -.0019(18) .0182(17) -.0002(14)
C5A .087(3) .0587(19) .0594(18) .0128(19) .0220(17) .0065(15)
N1B .0471(12) .0422(12) .0337(11) .0024(10) .0040(10) -.0011(9)
C2B .0452(13) .0367(13) .0321(11) -.0050(11) .0094(10) -.0035(10)
C21B .0487(14) .0380(13) .0364(13) -.0067(11) .0124(11) .0000(10)
O21B .0730(12) .0406(10) .0364(9) -.0007(9) .0164(8) -.0032(8)
O22B .0659(12) .0431(10) .0382(9) .0034(9) .0006(8) .0002(7)
C3B .0485(15) .0466(14) .0315(13) -.0044(12) .0082(11) -.0036(11)
C4B .0471(15) .0572(17) .0380(14) .0025(14) .0096(12) .0068(13)
C5B .0492(15) .0526(16) .0537(15) .0085(14) .0182(13) .0107(13)
C6B .0553(16) .0455(15) .0586(16) .0039(14) .0244(13) -.0020(13)
C7B .0507(16) .0508(16) .0422(14) -.0026(13) .0117(12) -.0076(13)
C8B .0426(14) .0413(14) .0378(12) -.0035(12) .0114(10) .0008(11)
C9B .0438(14) .0426(14) .0361(12) -.0060(12) .0131(11) .0019(10)
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 C5A 91.38(14)
C2A N3A C4A 116.7(2)
N21A C2A N3A 123.7(2)
N21A C2A S1A 122.30(19)
N3A C2A S1A 114.00(19)
N3A C4A C5A 108.6(2)
C4A C5A S1A 108.1(2)
C8B N1B C2B 109.52(19)
C3B C2B N1B 108.5(2)
C3B C2B C21B 130.0(2)
N1B C2B C21B 121.30(19)
O21B C21B O22B 124.4(2)
O21B C21B C2B 117.7(2)
O22B C21B C2B 117.8(2)
C2B C3B C9B 108.2(2)
C5B C4B C9B 119.4(2)
C4B C5B C6B 120.8(2)
C7B C6B C5B 121.7(3)
C6B C7B C8B 117.7(2)
N1B C8B C7B 130.7(2)
N1B C8B C9B 107.5(2)
C7B C8B C9B 121.8(2)
C4B C9B C3B 135.1(2)
C4B C9B C8B 118.6(2)
C3B C9B C8B 106.3(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1A C2A 1.728(3)
S1A C5A 1.800(3)
N3A C2A 1.310(3)
N3A C4A 1.443(4)
C2A N21A 1.307(3)
C4A C5A 1.500(4)
N1B C8B 1.361(3)
N1B C2B 1.375(3)
C2B C3B 1.362(3)
C2B C21B 1.474(3)
C21B O21B 1.259(3)
C21B O22B 1.262(3)
C3B C9B 1.413(3)
C4B C5B 1.369(4)
C4B C9B 1.401(3)
C5B C6B 1.398(4)
C6B C7B 1.370(4)
C7B C8B 1.390(3)
C8B C9B 1.415(3)
