#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/04/2010461.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_2010461
loop_
_publ_author_name
'Shin, Whanchul'
'Lim, Byung Chul'
_publ_section_title
;
 Thiamin Thiothiazolone Acetone Solvate,
 C₁₂H₁₆N₄OS₂.0.5C₃H₆O
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              315
_journal_page_last               318
_journal_paper_doi               10.1107/S0108270194003811
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C12 H16 N4 O S2 , 0,5C3 H6 O'
_chemical_formula_sum            'C14 H19 N4 O2 S2'
_chemical_formula_weight         325.46
_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'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 106.04(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   13.800(6)
_cell_length_b                   7.4060(10)
_cell_length_c                   16.114(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      12.5
_cell_volume                     1582.8(8)
_diffrn_measurement_device       'Rigaku AFC-4'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.023
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2569
_diffrn_reflns_theta_max         61.5
_diffrn_standards_decay_%        'not significant'
_diffrn_standards_interval_count 50
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.306
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_meas      1.37
_exptl_crystal_density_method    flotation
_exptl_crystal_description       tablet
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.41
_refine_ls_goodness_of_fit_obs   0.882
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     256
_refine_ls_number_reflns         1652
_refine_ls_R_factor_obs          0.052
_refine_ls_shift/esd_max         0.036
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fₒ) + 0.0068Fₒ²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.058
_reflns_number_observed          1652
_reflns_number_total             2460
_reflns_observed_criterion       I>=3\s(I)
_cod_data_source_file            hr1001.cif
_cod_data_source_block           hr1001_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F~o~) + 0.0068F~o~^2^]'
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^(F~o~) +
0.0068F~o~^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2010461
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,1/2-y,1/2+z
-x,-1/2+y,-1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
S(1) -.04420(10) .4745(2) .36520(10) .0420(10)
C(2) .0735(3) .5436(6) .3596(3) .0360(10)
N(3) .0762(2) .7269(5) .3636(2) .0330(10)
C(4) -.0105(3) .8107(6) .3740(3) .0320(10)
C(5) -.0827(3) .6923(6) .3768(3) .0340(10)
S(2\a) .16420(10) .4035(2) .35190(10) .0570(10)
C(4\a) -.0134(4) 1.0116(7) .3794(4) .051(2)
C(5\a) -.1846(3) .7262(7) .3918(3) .042(2)
C(5\b) -.2729(3) .6911(7) .3123(3) .045(2)
O(5\g) -.2717(2) .5153(5) .2770(2) .0460(10)
C(3,5') .1699(3) .8239(7) .3654(3) .0390(10)
N(1') .2818(3) .7614(5) .6060(2) .0400(10)
C(2') .3701(3) .8422(7) .6140(3) .0370(10)
N(3') .4017(3) .9140(5) .5506(2) .0390(10)
C(4') .3380(3) .9097(6) .4701(3) .0330(10)
C(5') .2410(3) .8321(6) .4550(3) .0320(10)
C(6') .2185(3) .7604(6) .5262(3) .0350(10)
C(2'\a) .4419(4) .8476(9) .7036(3) .056(2)
N(4'\a) .3721(3) .9744(6) .4065(3) .0460(10)
C(1A) .432(2) .427(3) .504(2) .119(9)
C(2A) .5246(19) .523(3) .5354(11) .110(6)
C(3A) .5809(16) .601(4) .4739(19) .089(7)
O(A) .5543(13) .546(3) .6084(12) .179(7)
H(4\a1) -.005(4) 1.068(8) .321(4) .07
H(4\a2) .044(4) 1.055(8) .423(4) .07
H(4\a3) -.067(5) 1.049(9) .376(4) .07
H(5\a1) -.192(4) .646(8) .443(3) .05
H(5\a2) -.189(4) .850(8) .413(3) .05
H(5\b1) -.275(4) .772(7) .258(3) .06
H(5\b2) -.345(4) .697(7) .335(3) .06
H(5\g) -.273(4) .434(7) .314(4) .06
H(3,5'1) .206(3) .753(7) .332(3) .05
H(3,5'2) .151(4) .940(7) .349(3) .05
H(6') .147(3) .697(6) .524(3) .04
H(2'\a1) .412(4) .865(8) .752(4) .07
H(2'\a2) .463(4) .973(8) .715(4) .07
H(2'\a3) .499(4) .781(9) .705(4) .07
H(4'\a1) .338(4) .980(7) .348(4) .06
H(4'\a2) .434(4) 1.013(7) .428(4) .06
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
N(3) C(2) S(1) 107.8(3) yes
C(4) C(5) S(1) 110.8(3) yes
C(5) C(4) N(3) 112.5(4) yes
S(2\a) C(2) N(3) 128.2(3) yes
C(4\a) C(4) C(5) 128.3(4) yes
C(5\a) C(5) C(4) 129.1(4) yes
O(5\g) C(5\b) C(5\a) 113.3(4) yes
C(3,5') N(3) C(4) 123.9(4) yes
C(4') N(3') C(2') 117.8(4) yes
C(5') C(3,5') N(3) 112.0(4) yes
C(5') C(6') N(1') 124.1(4) yes
C(6') C(5') C(3,5') 123.1(4) yes
C(2'\a) C(2') N(1') 116.5(4) yes
N(4'\a) C(4') N(3') 117.2(4) yes
C(1A) C(2A) C(3A) 122.(2) yes
O(A) C(2A) C(3A) 120(2) yes
H(4\a1) C(4\a) C(4) 109(3) no
H(5\a1) C(5\a) C(5) 109(3) no
H(5\a2) C(5\a) C(5) 111(3) no
H(5\b1) C(5\b) O(5\g) 101(3) no
H(5\b2) C(5\b) O(5\g) 106(3) no
H(5\g) O(5\g) C(5\b) 111(4) no
H(3,5'1) C(3,5') C(5') 105(3) no
H(3,5'2) C(3,5') C(5') 107(3) no
H(6') C(6') N(1') 112(2) no
H(2'\a1) C(2'\a) C(2') 117(3) no
H(4'\a1) N(4'\a) C(4') 127(3) no
C(4) N(3) C(2) 115.9(3) yes
C(5) S(1) C(2) 92.9(2) yes
S(2\a) C(2) S(1) 124.0(3) yes
C(4\a) C(4) N(3) 119.2(4) yes
C(5\a) C(5) S(1) 120.0(3) yes
C(5\b) C(5\a) C(5) 113.6(4) yes
C(3,5') N(3) C(2) 120.0(3) yes
N(3') C(2') N(1') 126.3(4) yes
C(4') C(5') C(3,5') 121.0(4) yes
C(5') C(4') N(3') 120.5(4) yes
C(6') N(1') C(2') 115.6(4) yes
C(6') C(5') C(4') 115.7(4) yes
C(2'\a) C(2') N(3') 117.2(4) yes
N(4'\a) C(4') C(5') 122.3(4) yes
O(A) C(2A) C(1A) 118(2) yes
H(4\a2) C(4\a) C(4) 110(4) no
H(4\a3) C(4\a) C(4) 113(5) no
H(5\a1) C(5\a) C(5\b) 110(3) no
H(5\a2) C(5\a) C(5\b) 110(3) no
H(5\b1) C(5\b) C(5\a) 116(3) no
H(5\b2) C(5\b) C(5\a) 107(2) no
H(3,5'1) C(3,5') N(3) 107(3) no
H(3,5'2) C(3,5') N(3) 106(3) no
H(6') C(6') C(5') 124(2) no
H(2'\a2) C(2'\a) C(2') 107(4) no
H(2'\a3) C(2'\a) C(2') 110(4) no
H(4\a2) N(4'\a) C(4') 110(4) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S(1) C(2) 1.729(4) yes
C(2) N(3) 1.360(6) yes
N(3) C(4) 1.398(5) yes
C(4) C(5) 1.337(6) yes
C(5) C(5\a) 1.513(6) yes
C(5\b) O(5\g) 1.422(6) yes
N(1') C(2') 1.332(6) yes
C(2') N(3') 1.327(6) yes
N(3') C(4') 1.352(6) yes
C(4') N(4'\a) 1.328(6) yes
C(1A) C(2A) 1.43(4) yes
C(2A) O(A) 1.15(3) yes
C(4\a) H(4\a1) 1.06(6) no
C(4\a) H(4\a3) 0.78(7) no
C(5\a) H(5\a2) 0.99(6) no
C(5\b) H(5\b2) 1.15(5) no
C(3,5') H(3,5'1) 0.98(5) no
C(6') H(6') 1.09(4) no
C(2'\a) H(2'\a2) 0.98(6) no
N(4'\a) H(4'\a1) 0.93(6) no
S(1) C(5) 1.724(5) yes
C(2) S(2\a) 1.656(4) yes
N(3) C(3,5') 1.473(5) yes
C(4) C(4\a) 1.492(7) yes
C(5\a) C(5\b) 1.526(6) yes
C(3,5') C(5') 1.506(6) yes
N(1') C(6') 1.340(6) yes
C(2') C(2'\a) 1.508(7) yes
C(4') C(5') 1.415(6) yes
C(5') C(6') 1.376(6) yes
C(2A) C(3A) 1.53(3) yes
C(4\a) H(4\a2) 0.96(6) no
C(5\a) H(5\a1) 1.04(5) no
C(5\b) H(5\b1) 1.06(5) no
O(5\g) H(5\g) 0.85(6) no
C(3,5') H(3,5'2) 0.92(5) no
C(2'\a) H(2'\a1) 0.99(6) no
C(2'\a) H(2'\a3) 0.92(6) no
N(4'\a) H(4'\a2) 0.88(5) no
