Absolute structure of <i>R</i>-({-})-2-methylpiperazine and <i>S</i>-(+)-2-methylpiperazine
Reibenspies, Joseph; Bhuvanesh, Nattamai; Acta Crystallographica Section B 69 (2013) 288–293; doi:10.1107/S2052519213008713

data_2105468
_publ_section_title
;
 Absolute structure of <i>R</i>-({-})-2-methylpiperazine and
 <i>S</i>-(+)-2-methylpiperazine
;
_journal_coeditor_code           RY5050
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              288
_journal_page_last               293
_journal_paper_doi               10.1107/S2052519213008713
_journal_volume                  69
_journal_year                    2013
_chemical_formula_moiety         '2(Br), 0.25(H2 O), C5 H14 N2'
_chemical_formula_sum            'C5 H14.5 Br2 N2 O0.25'
_chemical_formula_weight         266.51
_chemical_name_systematic
;
S-(+)-2-methylpiperazinediium dibromide
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2012
_cell_angle_alpha                90
_cell_angle_beta                 107.018(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.0262(3)
_cell_length_b                   11.5550(6)
_cell_length_c                   7.1392(4)
_cell_measurement_reflns_used    7786
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      63.64
_cell_measurement_theta_min      3.83
_cell_volume                     475.35(4)
_computing_cell_refinement       'FRAMBO (Bruker, 2002)'
_computing_data_collection       'FRAMBO (Bruker, 2002)'
_computing_data_reduction        'SAINT (Bruker, 2012b)'
_computing_molecular_graphics    'OLEX-2 (Dolomanov, 2009)'
_computing_publication_material  'Ciftab (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_structure_solution    'SHELXS (Sheldrick 2008)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.880
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'MWPC area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            8987
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         63.680
_diffrn_reflns_theta_min         6.484
_exptl_absorpt_coefficient_mu    10.300
_exptl_absorpt_correction_T_max  0.7524
_exptl_absorpt_correction_T_min  0.3830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2009/1 (Bruker,2009) was employed for absorption correction.
wR2(int) was   0.0000 before and   0.0000 after correction.
The ratio of minimum to maximum transmission factors was  -1.#IND.
Additional spherical absorption correction applied with mu*r =  0.0000.
The \l/2 correction was not applied
;
_exptl_crystal_colour            'colorless '
_exptl_crystal_density_diffrn    1.862
_exptl_crystal_description       'plate     '
_exptl_crystal_F_000             261
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.010
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.602
_refine_ls_abs_structure_details
;
 Flack x determined using 699 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.038(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     92
_refine_ls_number_reflns         1507
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0186
_refine_ls_R_factor_gt           0.0185
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.0320P)^2^+0.1521P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0503
_refine_ls_wR_factor_ref         0.0504
_reflns_number_gt                1499
_reflns_number_total             1507
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ry5050.cif
_cod_data_source_block           smpipbr
_cod_original_formula_sum        'C5 H14.50 Br2 N2 O0.25'
_cod_database_code               2105468
_cod_database_fobs_code          2105468
_shelx_estimated_absorpt_t_min   0.232
_shelx_estimated_absorpt_t_max   0.904
_shelx_hkl_checksum              28333
_shelx_res_checksum              50058
_shelxl_version_number           .002012