(2<i>R</i>,3<i>R</i>)-3-Ammonio-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-oxoazetidine-2-sulfonate Monohydrate: a New Chiral β-Lactam Synthon
Mandic, Z.; Kiralj, R.; Kojic-Prodic, B.; Kovacevic, M.; Acta Crystallographica Section C 52 (1996) 988–991; doi:10.1107/S0108270195014077

data_2004768
_publ_section_title
;(2<i>R</i>,3<i>R</i>)-3-Ammonio-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-oxoazetidine-2-sulfonate
 Monohydrate: a New Chiral \b-Lactam Synthon
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              988
_journal_page_last               991
_journal_paper_doi               10.1107/S0108270195014077
_journal_volume                  52
_journal_year                    1996
_chemical_formula_analytical     'C9.09 H14.76 N2.01 O7.03 S0.99'
_chemical_formula_moiety         'C9 H14 N2 O6 S, H2 O'
_chemical_formula_structural     'C9 H14 N2 O6 S, (H2 O)'
_chemical_formula_sum            'C9 H16 N2 O7 S'
_chemical_formula_weight         296.28
_chemical_melting_point          508.6(5)
_chemical_name_systematic
;
(2R,3R)
3-Amino-1-(1'-methyloxycarbonyl-2-methyl-prop-1'-enyl)-4-oxoazetidine-2-
sulfonic Acid Monohydrate
;
_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                 97.66(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.097(7)
_cell_length_b                   6.804(5)
_cell_length_c                   16.92(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295(3)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      7
_cell_volume                     695.6(13)
_computing_cell_refinement
'CAD4 (Enraf Nonius 1988) software <CELDIM> routine'
_computing_data_collection       'CAD4 (Enraf Nonius 1988) software'
_computing_data_reduction        'SDP (Frenz, 1982)'
_computing_molecular_graphics
;
PLATON93 (Spek, 1982, 1990) & ORTEP (Johnson, 1965), PLUTON93 (Spek 1991)
;
_computing_publication_material  'PLATON93 (Spek 1982, 1990)'
_computing_structure_refinement  'SHELX76 (Sheldrick, 1976)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1985, 1990)'
_diffrn_ambient_temperature      295(3)
_diffrn_measurement_device       'Enraf-Nonius CAD4 diffractometer'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0112
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            2110
_diffrn_reflns_reduction_process
;
 ?
;
_diffrn_reflns_theta_max         20
_diffrn_reflns_theta_min         2
_diffrn_standards_decay_%        0.1
_diffrn_standards_interval_count 87
_diffrn_standards_interval_time  180
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.250
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_description       plate
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.28
_refine_diff_density_min         -0.23
_refine_ls_abs_structure_details
;
 assigned to agree with the known chiralities at
C2 and C3 of its precursor, natural phenoxymethylpenicillin.
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   0.46
_refine_ls_hydrogen_treatment
;noref for H21, H22 and H23, all H-atom parameters
refined for H17, H27, H2 and H3, and only  U's refined for all other H atoms
;
_refine_ls_matrix_type           full
_refine_ls_number_constraints    40
_refine_ls_number_parameters     188
_refine_ls_number_reflns         1379
_refine_ls_number_restraints     9
_refine_ls_R_factor_obs          0.0408
_refine_ls_shift/esd_max         0.210
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1.7539/[\s^2^(Fo)+0.00040(Fo^2^)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0431
_reflns_number_observed          1180
_reflns_number_total             2023
_reflns_observed_criterion       >2sigma(F)
_cod_data_source_file            ka1146.cif
_cod_data_source_block           LACTAM
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '235-236 C' was changed to '508.6(5)'
- it was converted from degrees Celsius(C) to Kelvins(K), 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 =
1.7539/[\s^2^(Fo)+0.00040(Fo^2^)]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1.7539/[\s^2^(Fo)+0.00040(Fo^2^)]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        696.0(10)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2004768