#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/19/2001922.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_2001922
loop_
_publ_author_name
'Tomas, A.'
'Dung, Nguyen-Huy'
'Viossat, B.'
'Esanu, A.'
'Rolland, A.'
_publ_section_title
;
 An original linkage between arabinose and a pyranopyrimidine
 derivative via a sulfur atom
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              626
_journal_page_last               628
_journal_paper_doi               10.1107/S0108270192010448
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C19 H20 N2 O10 S'
_chemical_formula_weight         468.44
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.2020(10)
_cell_length_b                   10.716(2)
_cell_length_c                   22.111(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      14
_cell_volume                     2180.3(6)
_diffrn_measurement_device       'Nonius CAD-4'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2197
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        0
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.196
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Brown
_exptl_crystal_density_diffrn    1.42
_exptl_crystal_density_meas      1.41
_exptl_crystal_description       Parallelepiped
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.17
_refine_diff_density_min         -0.16
_refine_ls_goodness_of_fit_obs   2.0
_refine_ls_number_parameters     289
_refine_ls_number_reflns         991
_refine_ls_R_factor_obs          0.044
_refine_ls_shift/esd_max         0.89
_refine_ls_weighting_details     'w = 1/σ²(F)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.047
_reflns_number_observed          991
_reflns_number_total             2197
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            pa1010.cif
_cod_data_source_block           pa1010_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_cell_measurement_temperature' value 'Room temperature' was changed
to '295(2)' - the room/ambient temperature average [293;298] in
Kelvins(K) was taken.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_cell_measurement_temperature' value 'Room temperature' was changed
to '295(2)' - the room/ambient temperature average [293;298] in
Kelvins(K) was taken.

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

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/\s^2^(F)' 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)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2180.3(8)
_cod_database_code               2001922
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
S .4338(4) .5072(3) .04450(10) .065(2)
N(1) .4440(10) .6952(8) .1241(4) .049(6)
C(2) .3820(10) .5910(10) .1087(4) .043(7)
N(3) .2692(9) .5381(7) .1394(4) .043(5)
C(4) .2080(10) .5900(10) .1912(5) .048(7)
C(5) .2360(10) .7760(10) .2620(5) .058(8)
C(6) .314(2) .8830(10) .2748(5) .071(9)
C(7) .432(2) .9250(10) .2400(5) .059(8)
O(8) .4650(8) .8531(7) .1883(3) .055(5)
C(9) .3900(10) .7490(10) .1744(5) .045(7)
C(10) .2740(10) .7070(10) .2090(5) .044(6)
C(11) .5980(10) .5950(10) .0232(5) .055(7)
C(12) .6400(10) .5620(10) -.0427(5) .047(7)
C(13) .6830(10) .4280(10) -.0471(5) .053(8)
C(14) .8070(10) .4050(10) -.0030(5) .064(8)
C(15) .7670(10) .4470(10) .0605(5) .069(9)
O(16) .7150(10) .5730(8) .0605(3) .066(6)
O(40) .1079(9) .5360(7) .2155(4) .073(6)
C(50) .1160(10) .7330(10) .3026(6) .090(10)
O(70) .5080(10) 1.0119(8) .2475(4) .089(7)
O(120) .5183(8) .5804(6) -.0829(3) .052(5)
C(121) .4970(10) .7020(10) -.1007(5) .061(8)
O(122) .5620(10) .7873(8) -.0797(4) .080(6)
C(123) .3810(10) .7090(10) -.1483(6) .082(9)
O(130) .7287(8) .4073(7) -.1084(3) .052(5)
C(131) .7270(10) .2870(10) -.1275(5) .054(8)
O(132) .6786(9) .2040(7) -.0976(4) .060(5)
C(133) .7920(10) .2730(10) -.1896(6) .080(10)
O(140) .9319(9) .4742(7) -.0243(3) .062(5)
C(141) 1.043(2) .4160(10) -.0529(7) .080(10)
O(142) 1.0400(10) .3035(9) -.0565(5) .103(8)
C(143) 1.1520(10) .5060(10) -.0746(6) .085(9)
H(3) .2255 .457 .1231 ?
H(6) .283 .9325 .3126 ?
H(11) .5742 .6894 .0254 ?
H(12) .7197 .6289 -.059 ?
H(13) .5962 .3721 -.0357 ?
H(14) .8171 .3053 -.0039 ?
H(15a) .8536 .4362 .0889 ?
H(15b) .6884 .3866 .0782 ?
H(50a) .0953 .6597 .3094 ?
H(50b) .0895 .7825 .3385 ?
H(50c) .021 .7698 .2817 ?
H(123a) .4024 .6504 -.1719 ?
H(123b) .2902 .7481 -.1354 ?
H(123c) .4215 .768 -.183 ?
H(133a) .7245 .3391 -.2007 ?
H(133b) .8704 .3378 -.1915 ?
H(133c) .7663 .1891 -.2108 ?
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
C(2) N(3) C(4) 123.4(9) yes
O(40) C(4) N(3) 119.0(10) yes
O(40) C(4) C(10) 128.0(10) yes
N(3) C(4) C(10) 114.0(10) yes
C(6) C(5) C(10) 118.0(10) yes
C(6) C(5) C(50) 121.0(10) yes
C(10) C(5) C(50) 121.0(10) yes
C(5) C(6) C(7) 124.0(10) yes
O(70) C(7) C(6) 130.0(10) yes
O(70) C(7) O(8) 115.0(10) yes
C(6) C(7) O(8) 116.0(10) yes
C(9) O(8) C(7) 121.9(9) yes
O(8) C(9) N(1) 110.6(9) yes
O(8) C(9) C(10) 123.0(10) yes
N(1) C(9) C(10) 127.0(10) yes
C(9) C(10) C(5) 118.0(10) yes
C(9) C(10) C(4) 117.0(10) yes
C(5) C(10) C(4) 125.0(10) yes
O(16) C(11) C(12) 108.8(9) yes
O(16) C(11) S 113.7(7) yes
C(12) C(11) S 109.3(7) yes
O(120) C(12) C(13) 107.3(9) yes
O(120) C(12) C(11) 110.4(9) yes
C(13) C(12) C(11) 110.4(9) yes
O(130) C(13) C(12) 107.0(10) yes
O(130) C(13) C(14) 111.2(9) yes
C(12) C(13) C(14) 108.0(10) yes
O(140) C(14) C(13) 107.6(9) yes
O(140) C(14) C(15) 110.0(10) yes
C(13) C(14) C(15) 111.0(10) yes
O(16) C(15) C(14) 111.0(10) yes
C(11) O(16) C(15) 114.9(9) yes
C(121) O(120) C(12) 114.6(8) yes
O(122) C(121) O(120) 123.0(10) yes
O(122) C(121) C(123) 126.0(10) yes
O(120) C(121) C(123) 111.0(10) yes
C(131) O(130) C(13) 116.0(9) yes
O(132) C(131) O(130) 123.0(10) yes
O(132) C(131) C(133) 125.0(10) yes
O(130) C(131) C(133) 112.0(10) yes
C(141) O(140) C(14) 121.0(10) yes
O(142) C(141) O(140) 118.0(10) yes
O(142) C(141) C(143) 130.0(10) yes
O(140) C(141) C(143) 111.0(10) yes
C(2) S C(11) 99.7(5) yes
C(2) N(1) C(9) 114.7(9) yes
N(1) C(2) S 122.2(8) yes
N(3) C(2) S 113.3(8) yes
N(1) C(2) N(3) 124.5(9) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S C(2) 1.750(10) yes
S C(11) 1.840(10) yes
N(1) C(2) 1.300(10) yes
N(1) C(9) 1.350(10) yes
N(3) C(2) 1.360(10) yes
N(3) C(4) 1.390(10) yes
C(4) O(40) 1.210(10) yes
C(4) C(10) 1.450(10) yes
C(5) C(6) 1.39(2) yes
C(5) C(10) 1.430(10) yes
C(5) C(50) 1.49(2) yes
C(6) C(7) 1.41(2) yes
C(7) O(8) 1.410(10) yes
C(7) O(70) 1.170(10) yes
O(8) C(9) 1.350(10) yes
C(9) C(10) 1.390(10) yes
C(11) O(16) 1.380(10) yes
C(11) C(12) 1.550(10) yes
C(12) O(120) 1.450(10) yes
C(12) C(13) 1.490(10) yes
C(13) O(130) 1.440(10) yes
C(13) C(14) 1.52(2) yes
C(14) O(140) 1.450(10) yes
C(14) C(15) 1.52(2) yes
C(15) O(16) 1.430(10) yes
O(120) C(121) 1.370(10) yes
C(121) O(122) 1.190(10) yes
C(121) C(123) 1.50(2) yes
O(130) C(131) 1.360(10) yes
C(131) O(132) 1.190(10) yes
C(131) C(133) 1.51(2) yes
O(140) C(141) 1.350(10) yes
C(141) O(142) 1.210(10) yes
C(141) C(143) 1.47(2) yes
N(3) H(3) 1.02 no
C(6) H(6) 1.03 no
C(11) H(11) 1.03 no
C(12) H(12) 1.08 no
C(13) H(13) 1.03 no
C(14) H(14) 1.07 no
C(15) H(15a) 1.02 no
C(15) H(15b) 1.05 no
C(50) H(50a) 0.82 no
C(50) H(50b) 0.99 no
C(50) H(50c) 1.06 no
C(123) H(123a) 0.84 no
C(123) H(123b) 0.97 no
C(123) H(123c) 1.06 no
C(133) H(133a) 0.97 no
C(133) H(133b) 1.00 no
C(133) H(133c) 1.04 no
