(+)-(<i>S</i>)-1-{4-[(2-Benzothiazolyl)(methyl)amino]piperidyl}-3-(3,4-difluorophenoxy)-2-propanol (Lubeluzole)
Peeters, O. M.; Blaton, N. M.; De Ranter, C. J.; Acta Crystallographica Section C 51 (1995) 2129–2132; doi:10.1107/S0108270195005439

data_2004046
_publ_section_title
;(+)-(<i>S</i>)-1-{4-[(2-Benzothiazolyl)(methyl)amino]piperidyl}-3-(3,4-difluorophenoxy)-2-propanol
 (Lubeluzole)
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2129
_journal_page_last               2132
_journal_paper_doi               10.1107/S0108270195005439
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source
'Janssen Research Foundation, Beerse, Belgium'
_chemical_formula_sum            'C22 H25 F2 N3 O2 S'
_chemical_formula_weight         433.51
_chemical_name_systematic
;
(+)-(S)-4-[(2-Benzothiazolyl)methylamino]-\a-[(3,4-difluorophenoxy)methyl]-
piperidineethanol
;
_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                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   8.5973(5)
_cell_length_b                   16.5920(8)
_cell_length_c                   30.202(2)
_cell_measurement_radiation      'Cu K\a'
_cell_measurement_reflns_used    40
_cell_measurement_temperature    293
_cell_measurement_theta_max      28
_cell_measurement_theta_min      10
_cell_measurement_wavelength     1.54184
_cell_volume                     4308.2(4)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1993)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    'ORTEX2.1b (McArdle, 1994)'
_computing_publication_material  'PARST (Nardelli, 1983)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'DIRDIF (Beurskens et al., 1992)'
_diffrn_ambient_temperature      293
_diffrn_measurement_device       'Siemens P4 four-circle'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            7673
_diffrn_reflns_theta_max         57.10
_diffrn_standards_decay_%        <4.0
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.690
_exptl_absorpt_correction_T_max  0.235
_exptl_absorpt_correction_T_min  0.157
_exptl_absorpt_correction_type   'empirical (XEMP; Siemens, 1989)'
_exptl_crystal_colour            'pale orange'
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_density_meas      1.331
_exptl_crystal_density_method    'flotation in n-heptane/CCl~4~'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1824
_exptl_crystal_size_max          0.61
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.14
_refine_diff_density_max         .23
_refine_diff_density_min         -.25
_refine_ls_abs_structure_Flack   -.01(3)
_refine_ls_extinction_coef       0.00086(7)
_refine_ls_extinction_method     'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_all   1.039
_refine_ls_goodness_of_fit_obs   1.038
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     619
_refine_ls_number_reflns         5824
_refine_ls_number_restraints     102
_refine_ls_R_factor_all          .0591
_refine_ls_R_factor_obs          .0524
_refine_ls_shift/esd_max         -.153
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;
w = 1/[\s^2^(F~o~^2^) + (0.0942P)^2^ + 1.1464P]
where P = (F~o~^2^ + 2F~c~^2^)/3
;
_refine_ls_wR_factor_all         .1541
_refine_ls_wR_factor_obs         .1540
_reflns_number_observed          5185
_reflns_number_total             5825
_reflns_observed_criterion       '> 2.0 sigma(F^2^)'
_cod_data_source_file            na1175.cif
_cod_data_source_block           Y
_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 
;
_cod_original_formula_sum        'C22 H25 F2 N3 O2 S1'
_cod_database_code               2004046