Acetoxymethyl 4-Chloro-<i>N</i>-furfuryl-5-sulfamoylanthranilate, an Absorption Furosemide Prodrug
González, O. A.; Mombrú, A. W.; Suescun, L. P.; Mariezcurrena, R. A.; Manta, E.; Prandi, C.; Acta Crystallographica Section C 52 (1996) 2875–2878; doi:10.1107/S0108270196008360

data_2005685
_publ_section_title
;
 Acetoxymethyl 4-Chloro-<i>N</i>-furfuryl-5-sulfamoylanthranilate, an
 Absorption Furosemide Prodrug
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2875
_journal_page_last               2878
_journal_paper_doi               10.1107/S0108270196008360
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C15 H15 Cl N2 O7 S'
_chemical_formula_weight         402.80
_chemical_melting_point          421.5(5)
_chemical_name_systematic
;
acetyloxymethyl 4-chloro-N-furfuryl-5-sulfamoylanthranilate
;
_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                72.01
_cell_angle_beta                 74.57
_cell_angle_gamma                72.74
_cell_formula_units_Z            2
_cell_length_a                   8.502(2)
_cell_length_b                   9.653(3)
_cell_length_c                   11.767(2)
_cell_measurement_reflns_used    40
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      7.5
_cell_volume                     860.8(4)
_computing_cell_refinement       P3/P4/PC
_computing_data_collection       'P3/P4/PC (Siemens, 1991)'
_computing_data_reduction        'XDISK in SHELXTL/PC (Sheldrick, 1990b)'
_computing_molecular_graphics    'ZORTEP (Zsolnai & Pritzkow, 1995)'
_computing_publication_material  'CIFTAB in SHELXL93'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990a)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens R3m difractometer'
_diffrn_measurement_method       \q/2\q
_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  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0937
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4213
_diffrn_reflns_theta_max         24.05
_diffrn_reflns_theta_min         1.85
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 98
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.385
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_description       Prismatic
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.449
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.930
_refine_ls_goodness_of_fit_obs   1.088
_refine_ls_hydrogen_treatment
'For H atoms, U~eq~ fixed at 1.2U~iso~ of parent atom'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     269
_refine_ls_number_reflns         2722
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.930
_refine_ls_restrained_S_obs      1.088
_refine_ls_R_factor_all          0.1086
_refine_ls_R_factor_obs          0.0511
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0687P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1437
_refine_ls_wR_factor_obs         0.1179
_reflns_number_observed          1461
_reflns_number_total             2722
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            sx1003.cif
_cod_data_source_block           pdpub
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '421-422 K' was changed to '421.5(5)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0687P)^2^] where P=(Fo^2^+2Fc^2^)/3' was changed
to 'calc'. New tag '_refine_ls_weighting_details' was created. The
value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0687P)^2^]
where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2005685