A stereochemical anomaly: the cyclised (R)-AMPA analogue (R)-3-hydroxy-4,5,6,7-tetrahydroisoxazolo[5,4-c]pyridine-5-carboxylic acid [(R)-5-HPCA] resembles (S)-AMPA at glutamate receptors.
Vogensen, Stine B.; Greenwood, Jeremy R.; Varming, Annemarie R.; Brehm, Lotte; Pickering, Darryl S.; Nielsen, Birgitte; Liljefors, Tommy; Clausen, Rasmus P.; Johansen, Tommy N.; Krogsgaard-Larsen, Povl; Organic & biomolecular chemistry 2 (2004) 206–213; doi:10.1039/b310450h

data_7151577
_publ_section_title
;
 A stereochemical anomaly: the cyclised (R)-AMPA analogue
 (R)-3-hydroxy-4,5,6,7-tetrahydroisoxazolo[5,4-c]pyridine-5-carboxylic
 acid [(R)-5-HPCA] resembles (S)-AMPA at glutamate receptors.
;
_journal_issue                   2
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              206
_journal_page_last               213
_journal_paper_doi               10.1039/b310450h
_journal_volume                  2
_journal_year                    2004
_chemical_absolute_configuration syn
_chemical_formula_moiety         ' C7 H10 N2 O5 '
_chemical_formula_sum            'C7 H10 N2 O5'
_chemical_formula_weight         202.17
_chemical_name_common
;
(S)-(-)-3-Hydroxy-4,5,6,7-tetrahydroisoxazolo(5,4-c)-pyridine-
5-carboxylic acid ((S)-(-)-5-HPCA)
;
_chemical_name_systematic
;
(S)-(-)-3-Hydroxy-4,5,6,7-tetrahydroisoxazolo[5,4-c]-
pyridine-5-carboxylic acid [(S)-(-)-5-HPCA]
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90
_cell_angle_beta                 99.437(14)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.9444(11)
_cell_length_b                   6.4862(10)
_cell_length_c                   9.160(2)
_cell_volume                     407.01(13)
_diffrn_ambient_temperature      110.0(5)
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_exptl_absorpt_coefficient_mu    1.229
_exptl_crystal_colour            ' colourless '
_exptl_crystal_density_diffrn    1.650
_exptl_crystal_description       ' plate shape '
_exptl_crystal_F_000             212.000
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.32
_refine_diff_density_min         -0.26
_refine_ls_abs_structure_details 'Flack, 0 Friedel-pairs'
_refine_ls_abs_structure_Flack   0.02(14)
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0663
_refine_ls_number_parameters     158
_refine_ls_number_reflns         1625
_refine_ls_R_factor_all          0.0219
_refine_ls_R_factor_gt           0.0207
_refine_ls_shift/su_max          0.000588
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Method = SHELXL 97 (Sheldrick, 1997)
W = q / [Sigma^2(F*)+(P(1)p)^2+P(2)p+P(4)+P(5)Sin(theta) ]

0.594E-02 0.563E-02 0.00 0.00 0.00 0.333
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0305
_refine_ls_wR_factor_gt          0.0287
_refine_ls_wR_factor_ref         0.0287
_reflns_number_gt                1625
_reflns_threshold_expression     I>3.00u(I)
_cod_data_source_file            b310450h.txt
_cod_data_source_block           5-HPCA_monohydrate
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 1 21 1 '
_cod_original_formula_sum        ' C7 H10 N2 O5 '
_cod_database_code               7151577