#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/53/2005365.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_2005365
loop_
_publ_author_name
'Feeder, N.'
'Jones, W.'
_publ_section_title
;
 N-Saccharinperacetic Acid Monohydrate and
 N-Saccharinpentanoic Acid Monohydrate
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2323
_journal_page_last               2326
_journal_paper_doi               10.1107/S0108270196003769
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          'C12 H13 N1 O5 S1, H2 O1'
_chemical_formula_moiety         'C12 H13 N O5 S, H2 O'
_chemical_formula_sum            'C12 H15 N O6 S'
_chemical_formula_weight         301.31
_chemical_name_common            '5-saccharinpentanoic acid monohydrate'
_chemical_name_systematic
;
3-oxo-1,2-benzisothiazole-2(3H)-pentanoic acid 1,1-dioxide monohydrate
;
_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
_cell_angle_alpha                66.74(3)
_cell_angle_beta                 88.86(3)
_cell_angle_gamma                64.67(3)
_cell_formula_units_Z            2
_cell_length_a                   8.412(3)
_cell_length_b                   9.190(3)
_cell_length_c                   10.880(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      9
_cell_volume                     687.1(6)
_computing_cell_refinement       'SETANG (Enraf Nonius, 1989)'
_computing_data_collection       'CAD-4 Software (Enraf Nonius, 1989)'
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1995)'
_computing_molecular_graphics    TEXSAN
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_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  0.014
_diffrn_reflns_av_sigmaI/netI    0.0434
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2538
_diffrn_reflns_theta_max         24.98
_diffrn_reflns_theta_min         2.07
_diffrn_standards_decay_%        3.8
_diffrn_standards_interval_count 100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.26
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             316
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.480
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.121
_refine_ls_goodness_of_fit_obs   1.172
_refine_ls_hydrogen_treatment    'H-atom U's refined'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     186
_refine_ls_number_reflns         2387
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.132
_refine_ls_restrained_S_obs      1.172
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_obs          0.0455
_refine_ls_shift/esd_max         0.154
_refine_ls_shift/esd_mean        0.044
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;
calc w = 1/[\s^2^(F~o~^2^) + (0.0843P)^2^ + 0.2655P]
where P = (F~o~^2^ + 2F~c~^2^)/3
;
_refine_ls_wR_factor_all         0.1473
_refine_ls_wR_factor_obs         0.1344
_reflns_number_observed          1903
_reflns_number_total             2402
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ha1157.cif
_cod_data_source_block           II
_cod_original_cell_volume        687.1(5)
_cod_database_code               2005365
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_occupancy
_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_type_symbol
S1 1 0.38639(9) 0.57878(9) 0.17691(7) 0.0403(2) Uani d . S
N1 1 0.3861(3) 0.3867(3) 0.2714(2) 0.0440(6) Uani d . N
O1 1 0.2543(3) 0.6740(3) 0.0561(2) 0.0548(6) Uani d . O
O2 1 0.5632(3) 0.5519(3) 0.1589(2) 0.0591(6) Uani d . O
O7 1 0.3093(4) 0.2486(3) 0.4702(2) 0.0718(7) Uani d . O
O120 1 0.8126(3) -0.1996(3) 0.0065(2) 0.0618(6) Uani d . O
O121 1 0.9453(3) -0.4102(3) 0.2152(2) 0.0501(5) Uani d . O
C1 1 0.3143(3) 0.6618(4) 0.2981(3) 0.0374(6) Uani d . C
C2 1 0.2803(4) 0.8272(4) 0.2882(3) 0.0477(7) Uani d . C
H2 1 0.2970(4) 0.9096(4) 0.2125(3) 0.074(6) Uiso calc R H
C3 1 0.2203(5) 0.8640(5) 0.3969(4) 0.0580(8) Uani d . C
H3 1 0.1974(5) 0.9733(5) 0.3950(4) 0.074(6) Uiso calc R H
C4 1 0.1937(5) 0.7433(5) 0.5071(3) 0.0607(9) Uani d . C
H4 1 0.1529(5) 0.7722(5) 0.5785(3) 0.074(6) Uiso calc R H
C5 1 0.2261(4) 0.5799(4) 0.5145(3) 0.0542(8) Uani d . C
H5 1 0.2074(4) 0.4986(4) 0.5896(3) 0.074(6) Uiso calc R H
C6 1 0.2869(4) 0.5395(4) 0.4081(3) 0.0403(6) Uani d . C
C7 1 0.3252(4) 0.3737(4) 0.3934(3) 0.0462(7) Uani d . C
C8 1 0.4181(4) 0.2559(4) 0.2165(3) 0.0504(7) Uani d . C
H8A 1 0.3713(4) 0.3185(4) 0.1196(3) 0.078(8) Uiso calc R H
H8B 1 0.3535(4) 0.1888(4) 0.2588(3) 0.078(8) Uiso calc R H
C9 1 0.6138(4) 0.1278(4) 0.2397(3) 0.0430(7) Uani d . C
H9A 1 0.6602(4) 0.0616(4) 0.3366(3) 0.059(7) Uiso calc R H
H9B 1 0.6796(4) 0.1944(4) 0.1995(3) 0.059(7) Uiso calc R H
C10 1 0.6419(4) -0.0010(4) 0.1779(3) 0.0434(7) Uani d . C
H10A 1 0.5892(4) -0.0781(4) 0.2264(3) 0.066(7) Uiso calc R H
H10B 1 0.5811(4) 0.0654(4) 0.0839(3) 0.066(7) Uiso calc R H
C11 1 0.8361(4) -0.1131(4) 0.1835(3) 0.0520(8) Uani d . C
H11A 1 0.8881(4) -0.0362(4) 0.1330(3) 0.097(10) Uiso calc R H
H11B 1 0.8976(4) -0.1773(4) 0.2772(3) 0.097(10) Uiso calc R H
C12 1 0.8634(4) -0.2433(4) 0.1256(3) 0.0447(7) Uani d . C
O3 1 0.0418(3) 0.6576(3) 0.8514(2) 0.0590(6) Uani d . O
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'
O O 0.0106 0.0060 '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'
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
_geom_angle_publ_flag
O2 S1 O1 116.58(14) yes
O2 S1 N1 110.51(14) yes
O1 S1 N1 109.88(13) yes
O2 S1 C1 112.36(13) no
O1 S1 C1 111.97(14) no
N1 S1 C1 93.07(12) yes
C7 N1 C8 123.4(2) no
C7 N1 S1 115.1(2) yes
C8 N1 S1 120.6(2) no
C6 C1 C2 122.6(3) no
C6 C1 S1 110.2(2) no
C2 C1 S1 127.2(2) no
C1 C2 C3 116.5(3) no
C1 C2 H2 121.8(2) no
C3 C2 H2 121.8(2) no
C4 C3 C2 121.5(3) no
C4 C3 H3 119.3(2) no
C2 C3 H3 119.3(2) no
C3 C4 C5 121.3(3) no
C3 C4 H4 119.4(2) no
C5 C4 H4 119.4(2) no
C4 C5 C6 118.5(3) no
C4 C5 H5 120.8(2) no
C6 C5 H5 120.8(2) no
C5 C6 C1 119.7(3) no
C5 C6 C7 127.3(3) no
C1 C6 C7 113.0(2) no
O7 C7 N1 123.9(3) no
O7 C7 C6 127.7(3) no
N1 C7 C6 108.5(2) no
N1 C8 C9 112.9(2) no
N1 C8 H8A 109.0(2) no
C9 C8 H8A 109.0(2) no
N1 C8 H8B 109.0(2) no
C9 C8 H8B 109.0(2) no
H8A C8 H8B 107.8 no
C8 C9 C10 111.4(2) no
C8 C9 H9A 109.4(2) no
C10 C9 H9A 109.4(2) no
C8 C9 H9B 109.4(2) no
C10 C9 H9B 109.3(2) no
H9A C9 H9B 108.0 no
C11 C10 C9 112.2(2) no
C11 C10 H10A 109.2(2) no
C9 C10 H10A 109.2(2) no
C11 C10 H10B 109.2(2) no
C9 C10 H10B 109.2(2) no
H10A C10 H10B 107.9 no
C12 C11 C10 112.0(2) no
C12 C11 H11A 109.2(2) no
C10 C11 H11A 109.2(2) no
C12 C11 H11B 109.2(2) no
C10 C11 H11B 109.2(2) no
H11A C11 H11B 107.9 no
O120 C12 O121 122.6(3) yes
O120 C12 C11 123.5(3) yes
O121 C12 C11 113.9(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S1 O2 1.422(2) yes
S1 O1 1.430(2) yes
S1 N1 1.656(3) yes
S1 C1 1.748(3) no
N1 C7 1.393(4) no
N1 C8 1.470(4) no
O7 C7 1.185(4) no
O120 C12 1.219(4) yes
O121 C12 1.311(4) yes
C1 C6 1.377(4) no
C1 C2 1.380(4) no
C2 C3 1.383(4) no
C2 H2 0.93 no
C3 C4 1.367(5) no
C3 H3 0.93 no
C4 C5 1.375(5) no
C4 H4 0.93 no
C5 C6 1.376(4) no
C5 H5 0.93 no
C6 C7 1.491(4) no
C8 C9 1.511(4) no
C8 H8A 0.97 no
C8 H8B 0.97 no
C9 C10 1.514(4) no
C9 H9A 0.97 no
C9 H9B 0.97 no
C10 C11 1.499(4) no
C10 H10A 0.97 no
C10 H10B 0.97 no
C11 C12 1.495(4) no
C11 H11A 0.97 no
C11 H11B 0.97 no
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
O3 O121 2.606(4) 2_656 yes
O3 O120 2.783(4) 1_466 yes
O3 O1 2.971(2) 1_556 yes
O3 O2 3.073(2) 2_666 yes
O121 O3 2.606(4) 2_656 no
O120 O3 2.783(4) 1_644 no
O1 O3 2.971(2) 1_554 no
O2 O3 3.073(2) 2_666 no
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_publ_flag
O2 S1 N1 C7 118.4(2) no
O1 S1 N1 C7 -111.6(2) no
C1 S1 N1 C7 3.1(2) no
O2 S1 N1 C8 -71.8(2) no
O1 S1 N1 C8 58.3(2) no
C1 S1 N1 C8 173.0(2) no
O2 S1 C1 C6 -115.3(2) no
O1 S1 C1 C6 111.3(2) no
N1 S1 C1 C6 -1.6(2) no
O2 S1 C1 C2 67.2(3) no
O1 S1 C1 C2 -66.2(3) no
N1 S1 C1 C2 -179.1(2) no
C6 C1 C2 C3 1.4(4) no
S1 C1 C2 C3 178.6(2) no
C1 C2 C3 C4 -0.9(5) no
C2 C3 C4 C5 0.2(5) no
C3 C4 C5 C6 0.2(5) no
C4 C5 C6 C1 0.2(5) no
C4 C5 C6 C7 -178.1(3) no
C2 C1 C6 C5 -1.1(4) no
S1 C1 C6 C5 -178.7(2) no
C2 C1 C6 C7 177.5(3) no
S1 C1 C6 C7 -0.1(3) no
C8 N1 C7 O7 7.2(5) no
S1 N1 C7 O7 176.7(3) no
C8 N1 C7 C6 -173.1(2) no
S1 N1 C7 C6 -3.6(3) no
C5 C6 C7 O7 0.3(5) no
C1 C6 C7 O7 -178.1(3) no
C5 C6 C7 N1 -179.3(3) no
C1 C6 C7 N1 2.3(3) no
C7 N1 C8 C9 -101.8(3) yes
S1 N1 C8 C9 89.2(3) yes
N1 C8 C9 C10 -178.2(2) no
C8 C9 C10 C11 172.4(3) no
C9 C10 C11 C12 178.5(3) no
C10 C11 C12 O120 64.7(4) yes
C10 C11 C12 O121 -114.4(3) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652154
