#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/53/2015375.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_2015375
loop_
_publ_author_name
'Pelosi, G.'
'Belicchi Ferrari, M.'
'Rodríguez-Argüelles, M. C.'
'Mosquera-Vázquez, S.'
'Sanmartín, J.'
_publ_section_title
;
 Sodium 2-oxo-3-semicarbazono-2,3-dihydro-1H-indole-5-sulfonate
 dihydrate
;
_journal_coeditor_code           HJ3004
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m241
_journal_page_last               m242
_journal_paper_doi               10.1107/S0108270106011590
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'Na + , C9 H7 N4 O5 S - , 2H2 O'
_chemical_formula_moiety         'Na + , C9 H7 N4 O5 S - , 2H2 O'
_chemical_formula_sum            'C9 H11 N4 Na O7 S'
_chemical_formula_weight         342.27
_chemical_name_common            'sodium isatin-3-semicarbazone-5-sulfonate'
_chemical_name_systematic
;
Sodium 2-oxo-3-semicarbazono-2,3-dihydro-1H-indole-5-sulfonate dihydrate
;
_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_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.60(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.379(3)
_cell_length_b                   17.139(4)
_cell_length_c                   10.788(3)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      8
_cell_volume                     1314.1(7)
_computing_cell_refinement       'Please give missing details'
_computing_data_collection
'Software title? (Belletti et al.,  1988)'
_computing_data_reduction        'Please give missing details'
_computing_molecular_graphics
'ORTEPIII (Burnett & Johnson, 1996) and PLATON( Spek, 2003)'
_computing_publication_material  'Please give missing details'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al.,  1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Philips PW1100'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_sigmaI/netI    0.1704
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4008
_diffrn_reflns_theta_full        30.02
_diffrn_reflns_theta_max         30.02
_diffrn_reflns_theta_min         3.08
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    0.324
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.730
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.374
_refine_diff_density_min         -0.342
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.897
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3838
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.897
_refine_ls_R_factor_all          0.1721
_refine_ls_R_factor_gt           0.0566
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0239P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0874
_refine_ls_wR_factor_ref         0.1117
_reflns_number_gt                1535
_reflns_number_total             3838
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hj3004.cif
_cod_data_source_block           I
_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 (18
times).

'_geom_angle_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 (15 times).

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

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 (18
times).

'_geom_angle_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 (15
times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_Hall     ' -P 2ybc'
_cod_original_sg_symbol_H-M      P21/c
_cod_original_formula_sum        'C9 H11 N4 Na1 O7 S'
_cod_database_code               2015375
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_type_symbol
_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
C C1 0.3174(5) -0.0271(2) -0.3843(3) 0.0287(9) Uani d 1
C C2 0.2553(5) -0.01329(18) -0.0731(3) 0.0228(8) Uani d 1
C C3 0.2682(5) 0.04115(19) 0.0324(3) 0.0212(8) Uani d 1
C C4 0.3201(5) 0.1190(2) 0.0492(3) 0.0232(8) Uani d 1
C C5 0.3280(5) 0.15314(19) 0.1662(3) 0.0233(8) Uani d 1
C C6 0.2769(5) 0.1124(2) 0.2629(4) 0.0300(9) Uani d 1
C C7 0.2229(5) 0.0341(2) 0.2451(4) 0.0299(9) Uani d 1
C C8 0.2260(5) -0.0010(2) 0.1315(3) 0.0234(8) Uani d 1
C C9 0.2094(5) -0.0918(2) -0.0259(3) 0.0266(8) Uani d 1
N N1 0.3499(5) 0.04902(19) -0.3949(3) 0.0381(9) Uani d 1
N N2 0.2684(4) -0.04875(18) -0.2740(3) 0.0286(8) Uani d 1
N N3 0.2803(4) 0.00578(15) -0.1827(3) 0.0249(7) Uani d 1
N N4 0.1907(4) -0.07940(17) 0.0947(3) 0.0283(7) Uani d 1
O O1 0.3270(4) -0.07654(14) -0.4645(2) 0.0411(7) Uani d 1
O O2 0.1950(3) -0.15414(14) -0.0824(2) 0.0357(7) Uani d 1
O O3 0.4455(3) 0.28021(13) 0.0823(2) 0.0343(7) Uani d 1
O O4 0.3006(4) 0.29330(14) 0.2565(3) 0.0449(8) Uani d 1
O O5 0.6084(3) 0.23504(14) 0.2952(2) 0.0365(7) Uani d 1
O O6 0.9193(3) 0.18891(14) 0.7393(2) 0.0396(7) Uani d 1
O O7 1.0228(4) 0.18680(19) 0.4601(3) 0.0657(9) Uani d 1
S S1 0.42735(13) 0.24791(5) 0.20264(9) 0.0261(2) Uani d 1
Na Na1 0.7285(2) 0.20999(8) 0.51664(13) 0.0348(4) Uani d 1
H H1 0.344(5) 0.076(2) -0.329(3) 0.038(12) Uiso d 1
H H2 0.408(5) 0.060(2) -0.446(3) 0.039(13) Uiso d 1
H H3 0.257(5) -0.0967(19) -0.262(3) 0.030(11) Uiso d 1
H H4 0.162(5) -0.117(2) 0.155(4) 0.063(13) Uiso d 1
H H5 0.207(4) 0.0055(16) 0.310(3) 0.020(9) Uiso d 1
H H6 0.280(4) 0.1393(18) 0.345(3) 0.037(11) Uiso d 1
H H7 0.347(4) 0.1464(16) -0.014(3) 0.034(8) Uiso d 1
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'
Na Na 0.0362 0.0249 '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
O1 C1 N1 . . 124.6(4) yes
O1 C1 N2 . . 120.0(3) yes
N1 C1 N2 . . 115.4(3) yes
N3 C2 C3 . . 124.1(3) yes
N3 C2 C9 . . 129.6(3) yes
C3 C2 C9 . . 106.3(3) ?
C4 C3 C8 . . 120.6(3) ?
C4 C3 C2 . . 132.6(3) ?
C8 C3 C2 . . 106.7(3) ?
C5 C4 C3 . . 118.1(3) ?
C5 C4 H7 . . 120.6(19) ?
C3 C4 H7 . . 121.3(19) ?
C4 C5 C6 . . 121.4(3) ?
C4 C5 S1 . . 120.2(3) yes
C6 C5 S1 . . 118.1(3) yes
C5 C6 C7 . . 120.3(4) ?
C5 C6 H6 . . 119.3(19) ?
C7 C6 H6 . . 120.4(19) ?
C8 C7 C6 . . 118.1(3) ?
C8 C7 H5 . . 120.2(19) ?
C6 C7 H5 . . 121(2) ?
C7 C8 C3 . . 121.3(3) ?
C7 C8 N4 . . 128.7(3) ?
C3 C8 N4 . . 110.0(3) ?
O2 C9 N4 . . 126.7(3) ?
O2 C9 C2 . . 127.5(3) ?
N4 C9 C2 . . 105.8(3) ?
C1 N1 H1 . . 114(2) ?
C1 N1 H2 . . 115(3) ?
H1 N1 H2 . . 127(4) ?
N3 N2 C1 . . 117.6(3) yes
N3 N2 H3 . . 124(2) ?
C1 N2 H3 . . 117(2) ?
C2 N3 N2 . . 120.0(3) yes
C9 N4 C8 . . 111.2(3) ?
C9 N4 H4 . . 129(2) ?
C8 N4 H4 . . 120(2) ?
C1 O1 Na1 . 3_655 142.8(2) ?
C9 O2 Na1 . 2_645 134.7(2) ?
S1 O3 Na1 . 4_565 126.30(15) ?
S1 O5 Na1 . . 138.67(15) ?
O4 S1 O3 . . 112.22(15) yes
O4 S1 O5 . . 112.20(16) yes
O3 S1 O5 . . 112.57(15) yes
O4 S1 C5 . . 107.79(16) yes
O3 S1 C5 . . 106.38(15) yes
O5 S1 C5 . . 105.12(15) yes
O5 Na1 O1 . 3_655 86.64(10) ?
O5 Na1 O3 . 4_566 99.66(10) ?
O1 Na1 O3 3_655 4_566 91.67(10) ?
O5 Na1 O7 . . 83.90(10) ?
O1 Na1 O7 3_655 . 83.80(11) ?
O3 Na1 O7 4_566 . 174.09(11) ?
O5 Na1 O2 . 2_655 96.60(9) ?
O1 Na1 O2 3_655 2_655 176.10(11) ?
O3 Na1 O2 4_566 2_655 89.94(9) ?
O7 Na1 O2 . 2_655 94.35(10) ?
O5 Na1 O6 . . 167.82(11) ?
O1 Na1 O6 3_655 . 96.14(10) ?
O3 Na1 O6 4_566 . 92.13(10) ?
O7 Na1 O6 . . 84.61(10) ?
O2 Na1 O6 2_655 . 80.25(9) ?
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
C1 O1 . 1.227(4) yes
C1 N1 . 1.337(4) yes
C1 N2 . 1.384(4) yes
C2 N3 . 1.287(4) yes
C2 C3 . 1.455(4) ?
C2 C9 . 1.510(4) ?
C3 C4 . 1.386(4) ?
C3 C8 . 1.393(4) ?
C4 C5 . 1.378(4) ?
C4 H7 . 0.89(3) ?
C5 C6 . 1.389(4) ?
C5 S1 . 1.782(3) yes
C6 C7 . 1.398(5) ?
C6 H6 . 0.99(3) ?
C7 C8 . 1.371(5) ?
C7 H5 . 0.89(3) ?
C8 N4 . 1.406(4) ?
C9 O2 . 1.221(4) ?
C9 N4 . 1.361(4) ?
N1 H1 . 0.86(3) ?
N1 H2 . 0.81(3) ?
N2 N3 . 1.344(4) yes
N2 H3 . 0.84(3) ?
N4 H4 . 0.98(4) ?
O1 Na1 3_655 2.365(3) yes
O2 Na1 2_645 2.455(3) yes
O3 S1 . 1.450(2) yes
O3 Na1 4_565 2.384(3) yes
O4 S1 . 1.453(2) yes
O5 S1 . 1.454(2) yes
O5 Na1 . 2.353(3) yes
O6 Na1 . 2.462(3) yes
O7 Na1 . 2.441(3) yes
Na1 O1 3_655 2.365(3) yes
Na1 O3 4_566 2.384(3) yes
Na1 O2 2_655 2.455(3) yes
