Charge Density and Electrostatic Interactions of Fidarestat, an Inhibitor of Human Aldose Reductase
Bertrand Fournier; El-Eulmi Bendeif; Benoît Guillot; Alberto Podjarny; Claude Lecomte; Christian Jelsch; Journal of the American Chemical Society 131 (2009) 10929–10941; doi:10.1021/ja8095015

data_4104792
_publ_contact_author_address
;
Laboratoire de Cristallographie et Mod\'elisation
des Mat\'eriaux Min\'eraux et Biologiques 
CNRS, UMR 7036, Institut Jean Barriol. 
Facult\'e des Sciences et Techniques, Nancy University.
BP 239, 54506 Vandoeuvre-les-Nancy CEDEX, France.
;
_publ_contact_author_email       christian.jelsch@uhp-nancy.fr
_publ_contact_author_name        'Jelsch, Christian'
_publ_contact_author_phone       '+33 383-68-48-99'
_publ_section_title
;
 Charge Density and Electrostatic Interactions of Fidarestat, an Inhibitor
 of Human Aldose Reductase
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10929
_journal_page_last               10941
_journal_paper_doi               10.1021/ja8095015
_journal_volume                  131
_journal_year                    2009
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C12 H10 F N3 O4'
_chemical_formula_sum            'C12 H10 F N3 O4'
_chemical_formula_weight         279.212
_chemical_name_common            fidarestat
_chemical_name_systematic
;
((2S,4S)-6-fluoro-2',5'-dioxospiro[chroman-4,4'-imidazolidine]-2-carboxamide
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           MoPro
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   6.0690(4)
_cell_length_b                   12.594(2)
_cell_length_c                   15.4850(7)
_cell_measurement_reflns_used    317324
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.04
_cell_measurement_theta_min      1.32
_cell_volume                     1183.6(2)
_computing_cell_refinement       'XDS (Kabsch, (1993))'
_computing_data_collection       'XDS (Kabsch, (1993))'
_computing_data_reduction        'XDS (Kabsch, (1993))'
_computing_molecular_graphics    'VMoPro (Jelsch et al., 2005)'
_computing_publication_material  'MoPro (Jelsch et al., 2005)'
_computing_structure_refinement  'MoPro (Jelsch et al., 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, (1997))'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type
;
MAR165 CCD detector 
at HASYLAB/DESY beamline D3
on kappa-axis diffractometer
;
_diffrn_measurement_method       \f
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.449999988
_diffrn_reflns_av_R_equivalents  0.088
_diffrn_reflns_av_sigmaI/netI    0.12517
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            317438
_diffrn_reflns_theta_full        19.27
_diffrn_reflns_theta_max         27.04
_diffrn_reflns_theta_min         1.32
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.983
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   '(ABSORB; DeTitta, 1985)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_description       needle
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.267
_refine_ls_goodness_of_fit_ref   0.398
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     180
_refine_ls_number_reflns         9991
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.000
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0374
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     w=1/[\s^2^(Fo^2^)]
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0198
_refine_ls_wR_factor_ref         0.0198
_reflns_number_gt                9991
_reflns_number_total             9991
_reflns_threshold_expression     >0.0s/(I)
_cod_data_source_file            ja8095015_si_002.cif
_cod_data_source_block           I
_cod_database_code               4104792