Structure and absolute configuration of (–)-(3<i>S</i>,4<i>R</i>)-4-carboxy-1-[4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenylpiperidinium bromide (levocabastine hydrobromide)
Blaton, N.M.; Peeters, O.M.; De Ranter, C.J.; Acta Crystallographica Section C 50 (1994) 1501–1503; doi:10.1107/S0108270194002830

data_2010061
_publ_section_title
;Structure and absolute configuration of
 (--)-(3<i>S</i>,4<i>R</i>)-4-carboxy-1-[4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenylpiperidinium
 bromide (levocabastine hydrobromide)
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1501
_journal_page_last               1503
_journal_paper_doi               10.1107/S0108270194002830
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C26 H30 F1 N2 O2 1+, Br 1- '
_chemical_formula_sum            'C26 H30 Br F N2 O2'
_chemical_formula_weight         501.44
_chemical_name_systematic
;
(-)-(3S,4R)-1-[4-Cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-
4-piperidinecarboxylic acid Hydrobromide
;
_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            4
_cell_length_a                   6.5920(10)
_cell_length_b                   21.621(4)
_cell_length_c                   16.894(4)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    293
_cell_measurement_theta_max      25
_cell_measurement_theta_min      20
_cell_volume                     2407.8(8)
_computing_cell_refinement       'P2~1~ Diffractometer Program (Syntex, 1975)'
_computing_data_collection       'P2~1~ Diffractometer Program (Syntex, 1975)'
_computing_data_reduction        'REDU4 (Stoe & Cie, 1992)                '
_computing_molecular_graphics    'PLUTO (Motherwell & Clegg, 1978)'
_computing_publication_material  'PARST (Nardelli, 1983)'
_computing_structure_refinement
;
NRCVAX (Gabe, Le Page, Charland, Lee & White, 1989)
;
_computing_structure_solution    'DIRDIF (Beurskens et al.,1981)'
_diffrn_ambient_temperature      293
_diffrn_measurement_device       'Syntex P2~1~ four-circle diffractometer '
_diffrn_measurement_method       '\w/2\q scan                             '
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  .0129
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3414
_diffrn_reflns_theta_max         54.97
_diffrn_standards_decay_%        <2
_diffrn_standards_interval_count 50
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.593
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_description       plate
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         .27
_refine_diff_density_min         -.21
_refine_ls_abs_structure_details
;
Absolute configuration: the Bijvoet coefficient was 0.961(1) and
exactly 1 for the 227 and 13 most significant Bijvoet pairs,
respectively.
;
_refine_ls_goodness_of_fit_obs   .91
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         2264
_refine_ls_R_factor_all          .0479
_refine_ls_R_factor_obs          .0293
_refine_ls_shift/esd_max         <0.001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=1/[\s^2^(F)+0.00100F^2^]
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         .0430
_refine_ls_wR_factor_obs         .0380
_reflns_number_observed          2264
_reflns_number_total             3002
_reflns_observed_criterion       >3.0\s(I)
_cod_data_source_file            na1090.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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w=1/[\s^2^(F)+0.00100F^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^(F)+0.00100F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2407.8(9)
_cod_original_formula_sum        'C26 H30 Br1 F1 N2 O2  '
_cod_database_code               2010061