Absolute configuration of (I) (–)-(3<i>S</i>,4<i>R</i>)- and (II) (–)-(3<i>S</i>,4<i>S</i>)-3-methyl-4-phenyl-4-piperidinecarboxylic acid hydrobromide
Peeters, O. M.; Blaton, N. M.; De Ranter, C. J.; Acta Crystallographica Section C 50 (1994) 560–562; doi:10.1107/S0108270193011801

data_2009642
_publ_section_title
;
 Absolute configuration of (I) (--)-(3<i>S</i>,4<i>R</i>)- and (II)
 (--)-(3<i>S</i>,4<i>S</i>)-3-methyl-4-phenyl-4-piperidinecarboxylic
 acid hydrobromide
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              560
_journal_page_last               562
_journal_paper_doi               10.1107/S0108270193011801
_journal_volume                  50
_journal_year                    1994
_chemical_formula_structural     'C13 H18 N1 O2^+^, Br1^-^'
_chemical_formula_sum            'C13 H18 Br N O2'
_chemical_formula_weight         300.19
_chemical_name_systematic
;
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                   9.711(2)
_cell_length_b                   9.928(2)
_cell_length_c                   13.765(2)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    293
_cell_measurement_theta_max      25
_cell_measurement_theta_min      20
_cell_volume                     1327.1(4)
_computing_cell_refinement       'PARAM XRAY76 (Stewart et al., 1976)'
_computing_data_collection       'HILGER & WATTS Y290 software (1969)'
_computing_data_reduction        'REDUCE (Burnett & Petsko, 1974)'
_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       'Hilger & Watts 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  .015
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2702
_diffrn_reflns_reduction_process
;
Friedel's not averaged.
;
_diffrn_reflns_theta_max         70
_diffrn_standards_decay_%        1.6
_diffrn_standards_interval_count 50
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    4.171
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  .792
_exptl_absorpt_correction_type   'empirical (North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_density_meas      1.50
_exptl_crystal_density_method    'flotation in n-heptane/bromoform'
_exptl_crystal_description       prism
_exptl_crystal_F_000             616
_exptl_crystal_size_max          .25
_exptl_crystal_size_mid          .20
_exptl_crystal_size_min          .20
_refine_diff_density_max         .36
_refine_diff_density_min         -.34
_refine_ls_abs_structure_details
;
The Bijvoet coefficient was between 0.934(1) and exactly 1 for 371
and 72 selected Bijvoet pairs, respectively.
;
_refine_ls_extinction_method     'Zachariasen (1967) and Larson (1970)'
_refine_ls_goodness_of_fit_obs   1.67
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2266
_refine_ls_R_factor_all          .0347
_refine_ls_R_factor_obs          .0293
_refine_ls_shift/esd_max         .012
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(F) + 0.00020F^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         .0407
_refine_ls_wR_factor_obs         .0369
_reflns_number_observed          2266
_reflns_number_total             2469
_reflns_observed_criterion       >3.0\s(I)
_cod_data_source_file            na1065.cif
_cod_data_source_block           II
_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) + 0.00020F^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) +
0.00020F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_formula_sum        'C13 H18 Br1 N1 O2 '
_cod_database_code               2009642