#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/66/2006653.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_2006653
loop_
_publ_author_name
'Zhang, De-Chun'
'Zhang, Tian-Zhu'
'Zhang, Yan-Qiu'
'Fei, Zheng-Hao'
'Yu, Kai-bei'
_publ_contact_author
;
 Assoc. Prof. De-Chun Zhang
 Department of Chemistry
 Suzhou University
 Suzhou 215006
 The People's Republic of China
;
_publ_section_title
;
 The Hydrated Tosylate of Dimeric
 2'-Hydroxy-4-N-methylstilbazolium
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1649
_journal_page_last               1650
_journal_paper_doi               10.1107/S0108270197008469
_journal_volume                  53
_journal_year                    1997
_chemical_formula_moiety
'(C28 H28 N2 O2)  2+ , 2(C7 H7 S O3) - , 2H2 O'
_chemical_formula_structural     'C28 H28 N2 O2  2+,2(C7 H7 S O3 -),2(H2 O)'
_chemical_formula_sum            'C42 H46 N2 O10 S2'
_chemical_formula_weight         802.92
_chemical_name_systematic
; 1-Methyl-4-(2-(2-hydroxy phenyl)vinyl) pyridium 4-tolylsulfonate
 hydrate Dimer: C14 H14 O2 N2²⁺.(C7 H7 S O3⁻)2. 2(H2 O)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           'SHELXL (Sheldrick, 1993)'
_cell_angle_alpha                84.690(10)
_cell_angle_beta                 76.630(10)
_cell_angle_gamma                80.35
_cell_formula_units_Z            1
_cell_length_a                   8.7040(10)
_cell_length_b                   9.1160(10)
_cell_length_c                   12.968(2)
_cell_measurement_reflns_used    27
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      15.88
_cell_measurement_theta_min      3.06
_cell_volume                     985.3(2)
_computing_data_collection       'XSCANS (Siemens, 1994)'
_computing_publication_material  'PARST (Nardelli, 1983)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0099
_diffrn_reflns_av_sigmaI/netI    0.0283
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3723
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.62
_diffrn_standards_decay_%        3.0
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.197
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.37
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.344
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.981
_refine_ls_goodness_of_fit_obs   1.100
_refine_ls_hydrogen_treatment    'H atoms refined isotropically'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         3474
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_restrained_S_obs      1.100
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_obs          .0378
_refine_ls_shift/esd_max         0.004
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0660P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1124
_refine_ls_wR_factor_obs         .0975
_reflns_number_observed          2531
_reflns_number_total             3475
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            cf1158.cif
_cod_data_source_block           y447
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_bond_publ_flag' value 'YES' changed to 'yes' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (2 times).

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

The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

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^)+(0.0660P)^2^] 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^)+(0.0660P)^2^]
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               2006653
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
-x,-y,-z
loop_
_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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
S .35226(6) .29517(6) .93054(4) .0521(2) Uani d . 1 . S
O(1) .2684(2) .1905(2) .89905(14) .0833(6) Uani d . 1 . O
O(2) .2441(2) .4311(2) .96810(12) .0691(5) Uani d . 1 . O
O(3) .4481(2) .2358(2) 1.00588(13) .0719(5) Uani d . 1 . O
O(4) .0568(2) -.3151(2) .67967(11) .0489(4) Uani d . 1 . O
O(5) -.0010(2) .5152(2) .85767(13) .0596(4) Uani d . 1 . O
N -.1513(2) .1211(2) .88472(11) .0418(4) Uani d . 1 . N
C(1) .7658(4) .5600(5) .5386(3) .0825(9) Uani d . 1 . C
C(2) .6702(2) .4847(2) .6352(2) .0542(5) Uani d . 1 . C
C(3) .5663(3) .3901(3) .6266(2) .0620(6) Uani d . 1 . C
C(4) .4717(3) .3292(3) .7151(2) .0570(6) Uani d . 1 . C
C(5) .4809(2) .3613(2) .8154(2) .0452(5) Uani d . 1 . C
C(6) .5873(3) .4527(2) .8252(2) .0515(5) Uani d . 1 . C
C(7) .6804(3) .5133(3) .7359(2) .0564(6) Uani d . 1 . C
C(8) .1776(2) -.2350(2) .67447(13) .0364(4) Uani d . 1 . C
C(9) .2767(2) -.2599(2) .74661(15) .0426(5) Uani d . 1 . C
C(10) .3927(2) -.1722(2) .7396(2) .0465(5) Uani d . 1 . C
C(11) .4149(2) -.0620(2) .6597(2) .0483(5) Uani d . 1 . C
C(12) .3172(2) -.0394(2) .5869(2) .0439(5) Uani d . 1 . C
C(13) .1971(2) -.1241(2) .59332(13) .0357(4) Uani d . 1 . C
C(14) .0791(2) -.0998(2) .52247(13) .0353(4) Uani d . 1 . C
C(15) -.0946(2) -.0188(2) .57186(13) .0354(4) Uani d . 1 . C
C(16) -.1194(2) .0354(2) .68094(13) .0346(4) Uani d . 1 . C
C(17) -.2176(2) -.0273(2) .76734(14) .0410(4) Uani d . 1 . C
C(18) -.2336(2) .0171(2) .8677(2) .0456(5) Uani d . 1 . C
C(19) -.0562(3) .1849(2) .8036(2) .0484(5) Uani d . 1 . C
C(20) -.0397(2) .1452(2) .70210(15) .0452(5) Uani d . 1 . C
C(21) -.1688(4) .1675(3) .9939(2) .0604(6) Uani d . 1 . C
H(4O) .048(3) -.364(3) .735(2) .074(8) Uiso d . 1 . H
H(5OA) .070(4) .489(3) .887(2) .103(12) Uiso d . 1 . H
H(5OB) -.080(4) .543(4) .911(3) .106(11) Uiso d . 1 . H
H(1A) .779(4) .506(4) .484(3) .102(12) Uiso d . 1 . H
H(1B) .847(5) .591(5) .553(3) .156(18) Uiso d . 1 . H
H(1C) .704(4) .662(4) .518(3) .130(13) Uiso d . 1 . H
H(3) .562(3) .371(3) .558(2) .078(8) Uiso d . 1 . H
H(4) .409(3) .269(2) .7082(17) .054(6) Uiso d . 1 . H
H(6) .588(2) .472(2) .8909(17) .053(6) Uiso d . 1 . H
H(7) .748(3) .578(3) .746(2) .079(8) Uiso d . 1 . H
H(9) .263(2) -.338(2) .7989(15) .041(5) Uiso d . 1 . H
H(10) .458(2) -.192(2) .7887(16) .051(6) Uiso d . 1 . H
H(11) .499(3) .005(2) .6560(16) .053(6) Uiso d . 1 . H
H(12) .332(2) .035(2) .5340(15) .043(5) Uiso d . 1 . H
H(14) .070(2) -.194(2) .5005(13) .034(5) Uiso d . 1 . H
H(15) -.170(2) -.0821(18) .5737(13) .027(4) Uiso d . 1 . H
H(17) -.278(3) -.101(2) .7565(16) .054(6) Uiso d . 1 . H
H(18) -.303(3) -.022(2) .9270(18) .059(6) Uiso d . 1 . H
H(19) -.007(3) .258(3) .8206(17) .061(7) Uiso d . 1 . H
H(20) .025(2) .193(2) .6505(16) .048(6) Uiso d . 1 . H
H(21A) -.208(3) .093(3) 1.041(2) .075(8) Uiso d . 1 . H
H(21B) -.077(3) .183(3) 1.002(2) .081(9) Uiso d . 1 . H
H(21C) -.247(3) .252(3) 1.007(2) .089(9) Uiso d . 1 . H
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O(1) S O(3) . . 114.88(11) ?
O(1) S O(2) . . 111.63(11) ?
O(3) S O(2) . . 110.82(10) ?
O(1) S C(5) . . 107.90(10) ?
O(3) S C(5) . . 107.72(9) ?
O(2) S C(5) . . 103.08(9) ?
C(19) N C(18) . . 120.3(2) ?
C(19) N C(21) . . 119.8(2) ?
C(18) N C(21) . . 119.9(2) ?
C(3) C(2) C(7) . . 117.8(2) ?
C(3) C(2) C(1) . . 121.7(3) ?
C(7) C(2) C(1) . . 120.5(3) ?
C(2) C(3) C(4) . . 121.5(2) ?
C(3) C(4) C(5) . . 120.0(2) ?
C(6) C(5) C(4) . . 119.0(2) ?
C(6) C(5) S . . 119.6(2) ?
C(4) C(5) S . . 121.3(2) ?
C(7) C(6) C(5) . . 120.2(2) ?
C(6) C(7) C(2) . . 121.5(2) ?
O(4) C(8) C(13) . . 116.65(15) no
O(4) C(8) C(9) . . 122.6(2) no
C(13) C(8) C(9) . . 120.7(2) ?
C(10) C(9) C(8) . . 120.0(2) ?
C(9) C(10) C(11) . . 120.4(2) ?
C(10) C(11) C(12) . . 119.3(2) ?
C(13) C(12) C(11) . . 121.5(2) ?
C(12) C(13) C(8) . . 118.0(2) ?
C(12) C(13) C(14) . . 124.8(2) ?
C(8) C(13) C(14) . . 117.1(2) ?
C(13) C(14) C(15) . 2_556 120.52(15) yes
C(13) C(14) C(15) . . 116.49(14) yes
C(15) C(14) C(15) 2_556 . 90.43(13) yes
C(16) C(15) C(14) . 2_556 117.21(15) yes
C(16) C(15) C(14) . . 116.16(14) yes
C(14) C(15) C(14) 2_556 . 89.57(13) yes
C(17) C(16) C(20) . . 116.3(2) ?
C(17) C(16) C(15) . . 121.4(2) ?
C(20) C(16) C(15) . . 122.2(2) ?
C(18) C(17) C(16) . . 121.2(2) ?
N C(18) C(17) . . 120.4(2) ?
N C(19) C(20) . . 120.8(2) ?
C(19) C(20) C(16) . . 120.9(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S O(1) . 1.433(2) no
S O(3) . 1.439(2) no
S O(2) . 1.473(2) no
S C(5) . 1.770(2) no
O(4) C(8) . 1.363(2) no
N C(19) . 1.332(3) ?
N C(18) . 1.342(3) ?
N C(21) . 1.482(3) no
C(1) C(2) . 1.511(4) ?
C(2) C(3) . 1.378(3) ?
C(2) C(7) . 1.380(3) ?
C(3) C(4) . 1.379(3) ?
C(4) C(5) . 1.382(3) ?
C(5) C(6) . 1.380(3) ?
C(6) C(7) . 1.378(3) ?
C(8) C(13) . 1.392(2) ?
C(8) C(9) . 1.392(2) ?
C(9) C(10) . 1.372(3) ?
C(10) C(11) . 1.378(3) ?
C(11) C(12) . 1.391(3) ?
C(12) C(13) . 1.383(3) ?
C(13) C(14) . 1.507(2) no
C(14) C(15) 2_556 1.553(2) yes
C(14) C(15) . 1.583(2) yes
C(15) C(16) . 1.498(2) no
C(15) C(14) 2_556 1.553(2) ?
C(16) C(17) . 1.384(2) ?
C(16) C(20) . 1.389(3) ?
C(17) C(18) . 1.368(3) ?
C(19) C(20) . 1.367(3) ?
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O(1) O(5) 2.571(2) . no
O(1) C(4) 2.667(3) . no
O(2) C(21) 2.992(3) . no
O(3) O(5) 2.534(2) . no
O(3) N 2.568(3) . no
O(3) C(6) 3.006(3) . no
O(4) C(14) 2.680(3) . no
O(4) C(15) 2.715(3) . no
O(1) H-C(18A) 3.396(3) 1_455 no
O(3) H-C(18A) 3.289(3) 1_455 no
O(3) H-C(18) 3.373(3) 1_556 no
O(3) H-C(21) 3.258(3) 1_556 no
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
O4 H40 O5 1_545 0.81(3) 1.85(3) 2.653(2) 171(3) yes
O5 H50B O2 2_567 0.88(3) 1.86(3) 2.733(2) 171(3) yes
O5 H50A O2 . 0.79(3) 2.01(3) 2.802(3) 177(3) yes
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
C(7) C(2) C(3) C(4) . . 1.9(3)
C(1) C(2) C(3) C(4) . . -175.8(3)
C(2) C(3) C(4) C(5) . . -0.7(4)
C(3) C(4) C(5) C(6) . . -1.0(3)
C(3) C(4) C(5) S . . 175.8(2)
O(1) S C(5) C(6) . . -173.6(2)
O(3) S C(5) C(6) . . -49.0(2)
O(2) S C(5) C(6) . . 68.2(2)
O(1) S C(5) C(4) . . 9.6(2)
O(3) S C(5) C(4) . . 134.2(2)
O(2) S C(5) C(4) . . -108.6(2)
C(4) C(5) C(6) C(7) . . 1.3(3)
S C(5) C(6) C(7) . . -175.5(2)
C(5) C(6) C(7) C(2) . . 0.0(3)
C(3) C(2) C(7) C(6) . . -1.6(3)
C(1) C(2) C(7) C(6) . . 176.1(2)
O(4) C(8) C(9) C(10) . . -177.7(2)
C(13) C(8) C(9) C(10) . . 1.5(3)
C(8) C(9) C(10) C(11) . . -1.8(3)
C(9) C(10) C(11) C(12) . . 0.8(3)
C(10) C(11) C(12) C(13) . . 0.6(3)
C(11) C(12) C(13) C(8) . . -0.9(3)
C(11) C(12) C(13) C(14) . . 175.5(2)
O(4) C(8) C(13) C(12) . . 179.1(2)
C(9) C(8) C(13) C(12) . . -0.2(3)
O(4) C(8) C(13) C(14) . . 2.4(2)
C(9) C(8) C(13) C(14) . . -176.9(2)
C(12) C(13) C(14) C(15) . 2_556 5.2(3)
C(8) C(13) C(14) C(15) . 2_556 -178.4(2)
C(12) C(13) C(14) C(15) . . -102.5(2)
C(8) C(13) C(14) C(15) . . 74.0(2)
C(13) C(14) C(15) C(16) . . 4.4(2)
C(15) C(14) C(15) C(16) 2_556 . -120.4(2)
C(13) C(14) C(15) C(14) . 2_556 124.8(2)
C(15) C(14) C(15) C(14) 2_556 2_556 0.0
C(14) C(15) C(16) C(17) 2_556 . 143.2(2)
C(14) C(15) C(16) C(17) . . -112.7(2)
C(14) C(15) C(16) C(20) 2_556 . -40.1(2)
C(14) C(15) C(16) C(20) . . 63.9(2)
C(20) C(16) C(17) C(18) . . -0.2(3)
C(15) C(16) C(17) C(18) . . 176.6(2)
C(19) N C(18) C(17) . . 1.7(3)
C(21) N C(18) C(17) . . -179.6(2)
C(16) C(17) C(18) N . . -1.3(3)
C(18) N C(19) C(20) . . -0.5(3)
C(21) N C(19) C(20) . . -179.2(2)
N C(19) C(20) C(16) . . -1.1(3)
C(17) C(16) C(20) C(19) . . 1.5(3)
C(15) C(16) C(20) C(19) . . -175.3(2)
