#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:04:16 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179824 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/20/7012012.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_7012012
loop_
_publ_author_name
'Hu, Ning-Hai'
'Norifusa, Toshio'
'Aoki, Katsuyuki'
_publ_section_title
;
 Anion coordination and molecular assembly in C2-substituted
 thiamine--anion systems: effects of the anion and molecular
 conformation
;
_journal_issue                   3
_journal_name_full               'Dalton Transactions'
_journal_page_first              335
_journal_paper_doi               10.1039/b206765j
_journal_year                    2003
_chemical_compound_source
;
Crystallization from a solution of 2-(α-hydroxyethyl)thiamine
hydrochloride and K2HgI4 in methanol and water.
;
_chemical_formula_sum            'C14 H24 Hg I4 N4 O3 S'
_chemical_formula_weight         1036.62
_chemical_name_common            (2-(α-hydroxyethyl)thiamine)(HgI4).H2O
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 92.637(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.109(2)
_cell_length_b                   20.755(3)
_cell_length_c                   12.601(2)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15.01
_cell_measurement_theta_min      14.88
_cell_volume                     2641.0(8)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Rigaku AFC7R diffractometer'
_diffrn_measurement_method       'ω-2θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         '18kW rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0083
_diffrn_reflns_av_sigmaI/netI    0.0316
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6734
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         2.53
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    10.602
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.296
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    2.607
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.836
_refine_diff_density_min         -1.746
_refine_diff_density_rms         0.188
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         6068
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0770
_refine_ls_R_factor_gt           0.0456
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0747P)²+6.7730P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1246
_refine_ls_wR_factor_ref         0.1405
_reflns_number_gt                4237
_reflns_number_total             6068
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b206765j.txt
_cod_data_source_block           (het)(HgI4).H2O(2)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 
;
_cod_original_cell_volume        2641.1(8)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7012012
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg Hg 0.77938(4) 0.129839(19) 0.76677(3) 0.05875(13) Uani 1 1 d . . .
I1 I 0.86989(8) 0.04203(3) 0.61884(6) 0.0674(2) Uani 1 1 d . . .
I2 I 0.9776(3) 0.21997(12) 0.8248(3) 0.0562(6) Uani 0.76(3) 1 d P . .
I2' I 0.998(2) 0.2033(19) 0.8410(19) 0.095(5) Uani 0.24(3) 1 d P . .
I3 I 0.55381(7) 0.19381(3) 0.70690(7) 0.0721(2) Uani 1 1 d . . .
I4 I 0.74215(10) 0.04743(3) 0.94107(6) 0.0788(2) Uani 1 1 d . . .
S1 S 0.8398(2) 0.23598(12) 0.4591(2) 0.0609(6) Uani 1 1 d . . .
C2 C 0.9529(8) 0.1817(4) 0.4233(7) 0.0466(18) Uani 1 1 d . . .
N3 N 1.0730(6) 0.1975(3) 0.4576(5) 0.0401(14) Uani 1 1 d . . .
C4 C 1.0802(9) 0.2556(4) 0.5158(6) 0.0454(18) Uani 1 1 d . . .
C5 C 0.9611(9) 0.2825(4) 0.5223(8) 0.051(2) Uani 1 1 d . . .
C21 C 0.9149(11) 0.1220(5) 0.3594(8) 0.061(2) Uani 1 1 d . . .
H21A H 0.9641 0.0852 0.3899 0.073 Uiso 1 1 calc R . .
O21 O 0.7742(8) 0.1109(4) 0.3711(8) 0.091(3) Uani 1 1 d . . .
H21B H 0.7690 0.0850 0.4360 0.109 Uiso 1 1 d . . .
C22 C 0.9405(13) 0.1259(6) 0.2440(9) 0.076(3) Uani 1 1 d . . .
H22A H 0.9206 0.0852 0.2109 0.091 Uiso 1 1 calc R . .
H22B H 1.0318 0.1364 0.2353 0.091 Uiso 1 1 calc R . .
H22C H 0.8854 0.1587 0.2113 0.091 Uiso 1 1 calc R . .
C41 C 1.2086(9) 0.2794(4) 0.5623(8) 0.055(2) Uani 1 1 d . . .
H41A H 1.2757 0.2745 0.5114 0.066 Uiso 1 1 calc R . .
H41B H 1.2327 0.2550 0.6250 0.066 Uiso 1 1 calc R . .
H41C H 1.2004 0.3241 0.5806 0.066 Uiso 1 1 calc R . .
C51 C 0.9288(12) 0.3450(5) 0.5773(12) 0.083(4) Uani 1 1 d . . .
H51A H 1.0006 0.3549 0.6285 0.100 Uiso 1 1 calc R . .
H51B H 0.9256 0.3792 0.5247 0.100 Uiso 1 1 calc R . .
C52 C 0.8032(10) 0.3456(5) 0.6330(8) 0.059(2) Uani 1 1 d . . .
H52A H 0.7299 0.3493 0.5809 0.071 Uiso 1 1 calc R . .
H52B H 0.7938 0.3050 0.6700 0.071 Uiso 1 1 calc R . .
O53 O 0.7961(8) 0.3973(3) 0.7077(6) 0.072(2) Uani 1 1 d . . .
H53 H 0.7830 0.4380 0.6710 0.087 Uiso 1 1 d . . .
C35' C 1.1922(8) 0.1593(4) 0.4353(6) 0.0424(17) Uani 1 1 d . . .
H35A H 1.2623 0.1884 0.4162 0.051 Uiso 1 1 calc R . .
H35B H 1.1720 0.1314 0.3749 0.051 Uiso 1 1 calc R . .
N1' N 1.2380(7) 0.0814(4) 0.7023(5) 0.0469(16) Uani 1 1 d . . .
H1' H 1.2040 0.0828 0.7635 0.056 Uiso 1 1 calc R . .
C2' C 1.3410(8) 0.0418(4) 0.6866(6) 0.0414(16) Uani 1 1 d . . .
N3' N 1.3965(6) 0.0382(3) 0.5942(5) 0.0403(14) Uani 1 1 d . . .
C4' C 1.3511(7) 0.0764(4) 0.5135(6) 0.0391(16) Uani 1 1 d . . .
C5' C 1.2406(7) 0.1189(3) 0.5277(6) 0.0378(16) Uani 1 1 d . . .
C6' C 1.1881(8) 0.1188(4) 0.6233(7) 0.0431(17) Uani 1 1 d . . .
H6' H 1.1159 0.1452 0.6352 0.052 Uiso 1 1 calc R . .
C2'1 C 1.3945(10) 0.0015(5) 0.7776(8) 0.061(2) Uani 1 1 d . . .
H2'1 H 1.4324 -0.0372 0.7507 0.073 Uiso 1 1 calc R . .
H2'2 H 1.3239 -0.0092 0.8229 0.073 Uiso 1 1 calc R . .
H2'3 H 1.4613 0.0254 0.8174 0.073 Uiso 1 1 calc R . .
N4'1 N 1.4116(7) 0.0720(3) 0.4249(6) 0.0498(17) Uani 1 1 d . . .
H4'1 H 1.4769 0.0458 0.4199 0.060 Uiso 1 1 calc R . .
H4'2 H 1.3862 0.0953 0.3712 0.060 Uiso 1 1 calc R . .
OW O 1.1356(14) 0.0799(8) 0.9028(10) 0.099(6) Uani 0.79(3) 1 d P . .
OW' O 1.089(4) 0.040(2) 0.869(4) 0.075(13) Uiso 0.21(3) 1 d P . .
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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I3 Hg I1 115.51(3) . . ?
I3 Hg I2' 117.7(9) . . ?
I1 Hg I2' 107.4(4) . . ?
I3 Hg I2 109.03(5) . . ?
I1 Hg I2 110.89(7) . . ?
I3 Hg I4 111.85(3) . . ?
I1 Hg I4 100.57(3) . . ?
I2' Hg I4 101.6(8) . . ?
I2 Hg I4 108.63(7) . . ?
C2 S1 C5 91.2(4) . . ?
N3 C2 C21 125.8(8) . . ?
N3 C2 S1 112.1(6) . . ?
C21 C2 S1 122.1(7) . . ?
C2 N3 C4 114.1(6) . . ?
C2 N3 C35' 123.7(7) . . ?
C4 N3 C35' 122.2(7) . . ?
C5 C4 N3 111.4(8) . . ?
C5 C4 C41 127.8(8) . . ?
N3 C4 C41 120.9(7) . . ?
C4 C5 C51 126.9(9) . . ?
C4 C5 S1 111.3(7) . . ?
C51 C5 S1 121.8(7) . . ?
O21 C21 C22 108.7(9) . . ?
O21 C21 C2 107.5(8) . . ?
C22 C21 C2 115.0(8) . . ?
O21 C21 H21A 108.5 . . ?
C22 C21 H21A 108.5 . . ?
C2 C21 H21A 108.5 . . ?
C21 O21 H21B 105.1 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C4 C41 H41A 109.5 . . ?
C4 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C4 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C52 C51 C5 115.6(9) . . ?
C52 C51 H51A 108.4 . . ?
C5 C51 H51A 108.4 . . ?
C52 C51 H51B 108.4 . . ?
C5 C51 H51B 108.4 . . ?
H51A C51 H51B 107.4 . . ?
O53 C52 C51 112.9(9) . . ?
O53 C52 H52A 109.0 . . ?
C51 C52 H52A 109.0 . . ?
O53 C52 H52B 109.0 . . ?
C51 C52 H52B 109.0 . . ?
H52A C52 H52B 107.8 . . ?
C52 O53 H53 110.4 . . ?
N3 C35' C5' 113.1(6) . . ?
N3 C35' H35A 109.0 . . ?
C5' C35' H35A 109.0 . . ?
N3 C35' H35B 109.0 . . ?
C5' C35' H35B 109.0 . . ?
H35A C35' H35B 107.8 . . ?
C6' N1' C2' 120.7(7) . . ?
C6' N1' H1' 119.6 . . ?
C2' N1' H1' 119.6 . . ?
N3' C2' N1' 121.8(7) . . ?
N3' C2' C2'1 119.4(7) . . ?
N1' C2' C2'1 118.8(7) . . ?
C2' N3' C4' 119.2(6) . . ?
N4'1 C4' N3' 116.6(7) . . ?
N4'1 C4' C5' 123.1(7) . . ?
N3' C4' C5' 120.3(7) . . ?
C6' C5' C4' 116.9(7) . . ?
C6' C5' C35' 124.8(7) . . ?
C4' C5' C35' 118.3(7) . . ?
C5' C6' N1' 121.1(7) . . ?
C5' C6' H6' 119.4 . . ?
N1' C6' H6' 119.4 . . ?
C2' C2'1 H2'1 109.5 . . ?
C2' C2'1 H2'2 109.5 . . ?
H2'1 C2'1 H2'2 109.5 . . ?
C2' C2'1 H2'3 109.5 . . ?
H2'1 C2'1 H2'3 109.5 . . ?
H2'2 C2'1 H2'3 109.5 . . ?
C4' N4'1 H4'1 120.0 . . ?
C4' N4'1 H4'2 120.0 . . ?
H4'1 N4'1 H4'2 120.0 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Hg I3 2.7155(8) . ?
Hg I1 2.7911(8) . ?
Hg I2' 2.811(11) . ?
Hg I2 2.813(3) . ?
Hg I4 2.8226(9) . ?
S1 C2 1.681(8) . ?
S1 C5 1.726(10) . ?
C2 N3 1.311(11) . ?
C2 C21 1.518(12) . ?
N3 C4 1.412(10) . ?
N3 C35' 1.479(9) . ?
C4 C5 1.333(12) . ?
C4 C41 1.484(13) . ?
C5 C51 1.515(13) . ?
C21 O21 1.456(13) . ?
C21 C22 1.491(15) . ?
C21 H21A 0.9800 . ?
O21 H21B 0.9818 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C51 C52 1.479(14) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C52 O53 1.431(11) . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?
O53 H53 0.9690 . ?
C35' C5' 1.498(11) . ?
C35' H35A 0.9700 . ?
C35' H35B 0.9700 . ?
N1' C6' 1.342(10) . ?
N1' C2' 1.349(10) . ?
N1' H1' 0.8600 . ?
C2' N3' 1.317(10) . ?
C2' C2'1 1.499(12) . ?
N3' C4' 1.353(10) . ?
C4' N4'1 1.302(10) . ?
C4' C5' 1.440(10) . ?
C5' C6' 1.339(11) . ?
C6' H6' 0.9300 . ?
C2'1 H2'1 0.9600 . ?
C2'1 H2'2 0.9600 . ?
C2'1 H2'3 0.9600 . ?
N4'1 H4'1 0.8600 . ?
N4'1 H4'2 0.8600 . ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N3 C35' C5' -102.3(9) . . . . ?
N3 C35' C5' C4' 176.1(7) . . . . ?
S1 C5 C51 C52 37.1(15) . . . . ?
C5 C51 C52 O53 162.9(10) . . . . ?
