New Gastroprokinetic Agent TKS159: 4-Amino-5-chloro-<i>N</i>-[(2<i>S</i>,4<i>S</i>)-1-ethyl-2-hydroxymethyl-4-pyrrolidinyl]-2-methoxybenzamide
Tsutomu Adachi; Jun-Ichi Mizoguchi; Yasuo Hayashi; Yuko Yamashoji; Nobuko Kanehisa; Yasushi Kai; Yoshihisa Inoue; Acta Crystallographica Section C 54 (1998) 1527–1529; doi:10.1107/S0108270198003722

data_2007770
_publ_section_title
;New Gastroprokinetic Agent TKS159:
 4-Amino-5-chloro-<i>N</i>-[(2<i>S</i>,4<i>S</i>)-1-ethyl-2-hydroxymethyl-4-pyrrolidinyl]-2-methoxybenzamide
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1527
_journal_page_last               1529
_journal_paper_doi               10.1107/S0108270198003722
_journal_volume                  54
_journal_year                    1998
_chemical_formula_moiety         'C15 H22 N3 O3 Cl'
_chemical_formula_sum            'C15 H22 Cl N3 O3'
_chemical_formula_weight         327.81
_chemical_name_systematic
;
4-amino-5-chloro-2-methoxy-N-[(2S,4S)-1-ethyl-2-hydroxymethyl-4-pyrrolidinyl
] benzamide
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.3780(6)
_cell_length_b                   20.6464(6)
_cell_length_c                   6.2510(4)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    296
_cell_measurement_theta_max      32.5
_cell_measurement_theta_min      31.6
_cell_volume                     1726.57(14)
_computing_cell_refinement       'Rigaku AFC Software'
_computing_data_collection       'Rigaku AFC Software (Rigaku, 1990)'
_computing_data_reduction
'TEXSAN (Molecular Structure Coorporation, 1993)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  TEXSAN
_computing_structure_refinement  TEXSAN
_computing_structure_solution
'SHELXS86 (Sheldrick, 1985); DIRDIF94 (Beurskens et al., 1994)'
_diffrn_ambient_temperature      296
_diffrn_measurement_device       'Rigaku AFC-5R'
_diffrn_measurement_method       '\w/2\q scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         rotating_anode
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.041
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            3039
_diffrn_reflns_theta_max         60.1
_diffrn_reflns_theta_min         2.0
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.094
_exptl_absorpt_correction_T_max  0.534
_exptl_absorpt_correction_T_min  0.440
_exptl_absorpt_correction_type   '\y scans'
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_method    none
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             696.0
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.30
_refine_diff_density_min         -0.31
_refine_ls_abs_structure_details
;
Flack (1983)     parameter = 0.02(2)
;
_refine_ls_extinction_coef       'g = 1.11 \\times 10^-5^'
_refine_ls_extinction_method     'I~corr~ = I~o~(1 + gI~c~)'
_refine_ls_goodness_of_fit_obs   1.895
_refine_ls_hydrogen_treatment    H_atoms:_see_text_below
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2555
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.046
_refine_ls_shift/esd_max         0.00
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00002|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0647
_reflns_number_observed          2439
_reflns_number_total             2555
_reflns_observed_criterion       'I > 2\s(I)'
_cod_data_source_file            sx1037.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' 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_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '
w = 1/[\s^2^(Fo) + 0.00002|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/[\s^2^(Fo) + 0.00002|Fo|^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1726.60(10)
_cod_original_formula_sum        'C15 H22 N3 O3 Cl'
_cod_database_code               2007770