##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_global
_audit_creation_method     SHELXL-97
_journal_data_validation_number     ?
_journal_date_recd_electronic     2006-03-23
_journal_date_accepted     2006-05-06
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2006
_journal_volume     62
_journal_issue      6
_journal_page_first     o2288
_journal_page_last     o2290
_journal_paper_category     EO
_journal_coeditor_code     DN2020
_publ_contact_author_name     'Dr Alastair J. Florence'
_publ_contact_author_address
;
Department of Pharmaceutical Sciences
University of Strathclyde
27 Taylor Street
Glasgow G4 0NR
Scotland
;
_publ_contact_author_email     alastair.florence@strath.ac.uk
_publ_contact_author_fax      1415526443
_publ_contact_author_phone      1415484877
_publ_section_title
;
Hydrochlorothiazide dimethyl sulfoxide solvate
;
loop_
    _publ_author_name
    _publ_author_address
    'Johnston, Andrea'
;
Department of Pharmaceutical Sciences
University of Strathclyde
27 Taylor Street
Glasgow G4 0NR
Scotland
;
    'Florence, Alastair J.'
;
Department of Pharmaceutical Sciences
University of Strathclyde
27 Taylor Street
Glasgow G4 0NR
Scotland
;
    'Kennedy, Alan R.'
;
WestCHEM
Department of Pure & Applied Chemistry
University of Strathclyde
295 Cathedral Street
Glasgow G1 1XL
Scotland
;
data_I
_chemical_name_systematic
;
Hydrochlorothiazide dimethyl sulfoxide solvate
;
_chemical_name_common     'hydrochlrothiazide DMSO solvate'
_chemical_formula_moiety     'C7 H8 Cl N3 O4 S2, C2 H6 O S'
_chemical_formula_sum     'C9 H14 Cl N3 O5 S3'
_chemical_formula_iupac     'C7 H8 Cl N3 O4 S2, C2 H6 O S'
_chemical_formula_weight     375.86
_chemical_melting_point     ?
_symmetry_cell_setting     triclinic
_symmetry_space_group_name_H-M     'P -1'
_symmetry_space_group_name_Hall     '-P 1'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     7.5068(4)
_cell_length_b     9.8272(5)
_cell_length_c     10.7311(6)
_cell_angle_alpha     85.639(3)
_cell_angle_beta     73.896(3)
_cell_angle_gamma     80.246(3)
_cell_volume     749.23(7)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     2971
_cell_measurement_theta_min     2.91
_cell_measurement_theta_max     27.10
_cell_measurement_temperature     123(2)
_exptl_crystal_description     'cut fragment'
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.28
_exptl_crystal_size_mid     0.28
_exptl_crystal_size_min     0.10
_exptl_crystal_density_diffrn     1.666
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     388
_exptl_absorpt_coefficient_mu     0.696
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
Although no formal absorption correction was applied, the
standard Kappa CCD methodology involves collecting a large
number of redundant reflections and processing via scalepack.
This effectively introduces a multi-scan type correction
suitable for weakly absorbing molecules.
;
_diffrn_ambient_temperature     123(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Nonius KappaCCD'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     10594
_diffrn_reflns_av_R_equivalents     0.055
_diffrn_reflns_av_sigmaI/netI     0.0450
_diffrn_reflns_theta_min     2.93
_diffrn_reflns_theta_max     27.16
_diffrn_reflns_theta_full     26.00
_diffrn_measured_fraction_theta_max     0.978
_diffrn_measured_fraction_theta_full     0.992
_diffrn_reflns_limit_h_min     -9
_diffrn_reflns_limit_h_max     9
_diffrn_reflns_limit_k_min     -11
_diffrn_reflns_limit_k_max     12
_diffrn_reflns_limit_l_min     -13
_diffrn_reflns_limit_l_max     13
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     3267
_reflns_number_gt     2669
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0541
_refine_ls_R_factor_gt     0.0402
_refine_ls_wR_factor_gt     0.1015
_refine_ls_wR_factor_ref     0.1104
_refine_ls_goodness_of_fit_ref     1.035
_refine_ls_restrained_S_all     1.035
_refine_ls_number_reflns     3267
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
          'calc w=1/[σ²(Fo²)+(0.0592P)²+0.534P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.469
_refine_diff_density_min     -0.481
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'Cl' 'Cl' 0.1484 0.1585
                         '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'
    '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'
    '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'
_computing_data_collection
;
COLLECT (Hooft, 1988) and DENZO (Otwinowski & Minor, 1997)
;
_computing_cell_refinement     'DENZO and COLLECT'
_computing_data_reduction     'DENZO'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_computing_publication_material     'SHELXL97'
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_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Cl Cl1 0.02575(8) 0.73342(6) 1.11711(6) 0.02319(16) Uani d . 1 . .
    S S1 0.51163(9) 0.34312(6) 0.67153(6) 0.02145(16) Uani d . 1 . .
    S S2 0.15774(9) 0.85850(6) 0.81869(6) 0.02141(16) Uani d . 1 . .
    S S3 0.69526(9) 0.76246(6) 0.63385(6) 0.02243(17) Uani d . 1 . .
    O O1 0.6400(3) 0.41391(19) 0.57579(18) 0.0319(4) Uani d . 1 . .
    O O2 0.3873(3) 0.27152(19) 0.63320(18) 0.0300(4) Uani d . 1 . .
    O O3 0.2162(3) 0.86589(18) 0.67974(17) 0.0295(4) Uani d . 1 . .
    O O4 0.2406(3) 0.93652(17) 0.89048(18) 0.0267(4) Uani d . 1 . .
    O O5 0.7163(3) 0.7637(2) 0.77073(17) 0.0322(4) Uani d . 1 . .
    N N1 0.6358(3) 0.2308(2) 0.7473(2) 0.0245(5) Uani d . 1 . .
    N N2 0.4255(3) 0.2776(2) 0.9606(2) 0.0225(5) Uani d . 1 . .
    N N3 -0.0632(3) 0.9093(2) 0.8633(2) 0.0248(5) Uani d . 1 . .
    C C1 0.5231(4) 0.1724(2) 0.8661(2) 0.0236(5) Uani d . 1 . .
    H H1A 0.4299 0.1247 0.8446 0.028 Uiso calc R 1 . .
    H H1B 0.6056 0.1030 0.9050 0.028 Uiso calc R 1 . .
    C C2 0.3507(3) 0.4058(2) 0.9263(2) 0.0182(5) Uani d . 1 . .
    C C3 0.3807(3) 0.4550(2) 0.7960(2) 0.0181(5) Uani d . 1 . .
    C C4 0.3152(3) 0.5911(2) 0.7652(2) 0.0190(5) Uani d . 1 . .
    H H4 0.3415 0.6224 0.6770 0.023 Uiso calc R 1 . .
    C C5 0.2114(3) 0.6819(2) 0.8622(2) 0.0179(5) Uani d . 1 . .
    C C6 0.1710(3) 0.6301(2) 0.9914(2) 0.0192(5) Uani d . 1 . .
    C C7 0.2385(3) 0.4977(2) 1.0242(2) 0.0193(5) Uani d . 1 . .
    H H7 0.2103 0.4671 1.1127 0.023 Uiso calc R 1 . .
    C C8 0.6947(6) 0.9341(3) 0.5754(3) 0.0489(9) Uani d . 1 . .
    H H8A 0.5787 0.9911 0.6223 0.073 Uiso calc R 1 . .
    H H8B 0.7023 0.9384 0.4826 0.073 Uiso calc R 1 . .
    H H8C 0.8029 0.9687 0.5888 0.073 Uiso calc R 1 . .
    C C9 0.9207(5) 0.6894(4) 0.5400(3) 0.0517(10) Uani d . 1 . .
    H H9A 1.0142 0.7440 0.5485 0.078 Uiso calc R 1 . .
    H H9B 0.9206 0.6894 0.4487 0.078 Uiso calc R 1 . .
    H H9C 0.9518 0.5942 0.5710 0.078 Uiso calc R 1 . .
    H H1N 0.729(5) 0.264(3) 0.758(3) 0.036(9) Uiso d . 1 . .
    H H2N 0.407(4) 0.261(3) 1.038(3) 0.023(7) Uiso d . 1 . .
    H H3N -0.131(4) 0.872(3) 0.831(3) 0.023(8) Uiso d . 1 . .
    H H4N -0.107(4) 0.923(3) 0.939(3) 0.026(8) Uiso d . 1 . .
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    Cl1 0.0229(3) 0.0246(3) 0.0208(3) 0.0002(2) -0.0042(2) -0.0075(2)
    S1 0.0253(3) 0.0181(3) 0.0191(3) 0.0034(2) -0.0060(2) -0.0041(2)
    S2 0.0236(3) 0.0151(3) 0.0238(3) 0.0000(2) -0.0048(2) -0.0020(2)
    S3 0.0241(3) 0.0226(3) 0.0207(3) -0.0030(2) -0.0065(2) -0.0015(2)
    O1 0.0332(11) 0.0284(10) 0.0257(10) 0.0020(8) 0.0022(8) -0.0011(8)
    O2 0.0321(10) 0.0292(10) 0.0316(10) -0.0003(8) -0.0132(8) -0.0109(8)
    O3 0.0374(11) 0.0212(9) 0.0238(10) 0.0024(8) -0.0035(8) 0.0026(7)
    O4 0.0271(10) 0.0185(8) 0.0346(10) -0.0042(7) -0.0066(8) -0.0057(7)
    O5 0.0353(11) 0.0433(11) 0.0196(9) -0.0103(9) -0.0088(8) 0.0038(8)
    N1 0.0244(11) 0.0207(10) 0.0276(12) 0.0008(9) -0.0076(9) -0.0026(9)
    N2 0.0292(12) 0.0183(10) 0.0194(11) -0.0009(8) -0.0075(9) -0.0001(8)
    N3 0.0245(12) 0.0245(11) 0.0262(13) 0.0015(9) -0.0100(10) -0.0064(9)
    C1 0.0305(14) 0.0148(11) 0.0252(13) -0.0007(10) -0.0089(11) 0.0001(9)
    C2 0.0172(11) 0.0178(11) 0.0214(12) -0.0040(9) -0.0068(9) -0.0022(9)
    C3 0.0195(11) 0.0159(11) 0.0189(12) -0.0012(9) -0.0058(9) -0.0024(9)
    C4 0.0196(12) 0.0189(11) 0.0177(11) -0.0017(9) -0.0045(9) -0.0012(9)
    C5 0.0184(11) 0.0156(11) 0.0189(11) -0.0015(9) -0.0042(9) -0.0019(9)
    C6 0.0168(11) 0.0211(11) 0.0209(12) -0.0047(9) -0.0043(9) -0.0064(9)
    C7 0.0208(12) 0.0203(11) 0.0173(11) -0.0047(9) -0.0048(9) -0.0014(9)
    C8 0.086(3) 0.0267(15) 0.0400(18) -0.0107(16) -0.0281(18) 0.0061(13)
    C9 0.0374(18) 0.072(2) 0.0395(19) 0.0171(17) -0.0091(15) -0.0262(17)
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
    Cl1 C6 . 1.749(2) ?
    S1 O2 . 1.4195(19) ?
    S1 O1 . 1.427(2) ?
    S1 N1 . 1.638(2) ?
    S1 C3 . 1.758(2) ?
    S2 O3 . 1.4327(19) ?
    S2 O4 . 1.4443(19) ?
    S2 N3 . 1.595(2) ?
    S2 C5 . 1.771(2) ?
    S3 O5 . 1.5213(18) ?
    S3 C8 . 1.754(3) ?
    S3 C9 . 1.774(3) ?
    N1 C1 . 1.458(3) ?
    N1 H1N . 0.85(3) ?
    N2 C2 . 1.358(3) ?
    N2 C1 . 1.457(3) ?
    N2 H2N . 0.81(3) ?
    N3 H3N . 0.83(3) ?
    N3 H4N . 0.80(3) ?
    C1 H1A . 0.9900 ?
    C1 H1B . 0.9900 ?
    C2 C3 . 1.413(3) ?
    C2 C7 . 1.422(3) ?
    C3 C4 . 1.393(3) ?
    C4 C5 . 1.394(3) ?
    C4 H4 . 0.9500 ?
    C5 C6 . 1.409(3) ?
    C6 C7 . 1.371(3) ?
    C7 H7 . 0.9500 ?
    C8 H8A . 0.9800 ?
    C8 H8B . 0.9800 ?
    C8 H8C . 0.9800 ?
    C9 H9A . 0.9800 ?
    C9 H9B . 0.9800 ?
    C9 H9C . 0.9800 ?
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
    O2 S1 O1 . . 119.64(12) ?
    O2 S1 N1 . . 107.28(12) ?
    O1 S1 N1 . . 107.26(12) ?
    O2 S1 C3 . . 108.77(11) ?
    O1 S1 C3 . . 110.26(11) ?
    N1 S1 C3 . . 102.16(11) ?
    O3 S2 O4 . . 118.94(12) ?
    O3 S2 N3 . . 107.80(13) ?
    O4 S2 N3 . . 106.60(12) ?
    O3 S2 C5 . . 105.53(11) ?
    O4 S2 C5 . . 107.25(11) ?
    N3 S2 C5 . . 110.66(12) ?
    O5 S3 C8 . . 105.16(14) ?
    O5 S3 C9 . . 104.42(14) ?
    C8 S3 C9 . . 99.1(2) ?
    C1 N1 S1 . . 113.31(18) ?
    C1 N1 H1N . . 113(2) ?
    S1 N1 H1N . . 111(2) ?
    C2 N2 C1 . . 122.8(2) ?
    C2 N2 H2N . . 116(2) ?
    C1 N2 H2N . . 121(2) ?
    S2 N3 H3N . . 118(2) ?
    S2 N3 H4N . . 116(2) ?
    H3N N3 H4N . . 113(3) ?
    N2 C1 N1 . . 112.2(2) ?
    N2 C1 H1A . . 109.2 ?
    N1 C1 H1A . . 109.2 ?
    N2 C1 H1B . . 109.2 ?
    N1 C1 H1B . . 109.2 ?
    H1A C1 H1B . . 107.9 ?
    N2 C2 C3 . . 123.0(2) ?
    N2 C2 C7 . . 119.7(2) ?
    C3 C2 C7 . . 117.3(2) ?
    C4 C3 C2 . . 121.4(2) ?
    C4 C3 S1 . . 119.71(18) ?
    C2 C3 S1 . . 118.87(17) ?
    C3 C4 C5 . . 120.8(2) ?
    C3 C4 H4 . . 119.6 ?
    C5 C4 H4 . . 119.6 ?
    C4 C5 C6 . . 117.7(2) ?
    C4 C5 S2 . . 118.49(18) ?
    C6 C5 S2 . . 123.52(17) ?
    C7 C6 C5 . . 122.4(2) ?
    C7 C6 Cl1 . . 117.17(19) ?
    C5 C6 Cl1 . . 120.43(18) ?
    C6 C7 C2 . . 120.2(2) ?
    C6 C7 H7 . . 119.9 ?
    C2 C7 H7 . . 119.9 ?
    S3 C8 H8A . . 109.5 ?
    S3 C8 H8B . . 109.5 ?
    H8A C8 H8B . . 109.5 ?
    S3 C8 H8C . . 109.5 ?
    H8A C8 H8C . . 109.5 ?
    H8B C8 H8C . . 109.5 ?
    S3 C9 H9A . . 109.5 ?
    S3 C9 H9B . . 109.5 ?
    H9A C9 H9B . . 109.5 ?
    S3 C9 H9C . . 109.5 ?
    H9A C9 H9C . . 109.5 ?
    H9B C9 H9C . . 109.5 ?
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_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    O2 S1 N1 C1 . . . . -63.1(2) ?
    O1 S1 N1 C1 . . . . 167.15(17) ?
    C3 S1 N1 C1 . . . . 51.2(2) ?
    C2 N2 C1 N1 . . . . 37.5(3) ?
    S1 N1 C1 N2 . . . . -61.1(3) ?
    C1 N2 C2 C3 . . . . -8.2(4) ?
    C1 N2 C2 C7 . . . . 172.6(2) ?
    N2 C2 C3 C4 . . . . -174.4(2) ?
    C7 C2 C3 C4 . . . . 4.7(3) ?
    N2 C2 C3 S1 . . . . 3.1(3) ?
    C7 C2 C3 S1 . . . . -177.79(17) ?
    O2 S1 C3 C4 . . . . -92.3(2) ?
    O1 S1 C3 C4 . . . . 40.7(2) ?
    N1 S1 C3 C4 . . . . 154.5(2) ?
    O2 S1 C3 C2 . . . . 90.2(2) ?
    O1 S1 C3 C2 . . . . -136.8(2) ?
    N1 S1 C3 C2 . . . . -23.0(2) ?
    C2 C3 C4 C5 . . . . -2.4(4) ?
    S1 C3 C4 C5 . . . . -179.87(18) ?
    C3 C4 C5 C6 . . . . -1.8(4) ?
    C3 C4 C5 S2 . . . . 172.14(19) ?
    O3 S2 C5 C4 . . . . 8.1(2) ?
    O4 S2 C5 C4 . . . . -119.65(19) ?
    N3 S2 C5 C4 . . . . 124.5(2) ?
    O3 S2 C5 C6 . . . . -178.3(2) ?
    O4 S2 C5 C6 . . . . 53.9(2) ?
    N3 S2 C5 C6 . . . . -62.0(2) ?
    C4 C5 C6 C7 . . . . 3.7(4) ?
    S2 C5 C6 C7 . . . . -169.91(19) ?
    C4 C5 C6 Cl1 . . . . -174.82(18) ?
    S2 C5 C6 Cl1 . . . . 11.6(3) ?
    C5 C6 C7 C2 . . . . -1.3(4) ?
    Cl1 C6 C7 C2 . . . . 177.25(18) ?
    N2 C2 C7 C6 . . . . 176.3(2) ?
    C3 C2 C7 C6 . . . . -2.9(3) ?
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
    N3 H4N O4 2_577 0.80(3) 2.27(3) 3.004(3) 153(3) yes
    N2 H2N O5 2_667 0.81(3) 2.02(3) 2.806(3) 164(3) yes
    N3 H3N O5 1_455 0.83(3) 1.95(3) 2.776(3) 172(3) yes
    C1 H1A O4 1_545 0.99 2.46 3.347(3) 149 yes
    C7 H7 O5 2_667 0.95 2.56 3.289(3) 134 yes
    C8 H8B O3 2_676 0.98 2.53 3.228(4) 128 yes
