Synthesis and structure of 1,4-dipiperazino benzenes: chiral terphenyl-type peptide helix mimetics.
Maity, Prantik; König, Burkhard; Organic letters 10 (2008) 1473–1476; doi:10.1021/ol8002749

data_1504610
_publ_section_title
;
 Synthesis and structure of 1,4-dipiperazino benzenes: chiral
 terphenyl-type peptide helix mimetics.
;
_journal_issue                   7
_journal_name_full               'Organic letters'
_journal_page_first              1473
_journal_page_last               1476
_journal_paper_doi               10.1021/ol8002749
_journal_volume                  10
_journal_year                    2008
_chemical_absolute_configuration ad
_chemical_compound_source        'see text'
_chemical_formula_moiety         'C22 H29 Br N2'
_chemical_formula_structural     'C22 H29 Br N2'
_chemical_formula_sum            'C22 H29 Br N2'
_chemical_formula_weight         401.37
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 96.756(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.3190(3)
_cell_length_b                   5.5464(2)
_cell_length_c                   19.6979(4)
_cell_measurement_reflns_used    1531
_cell_measurement_temperature    150
_cell_measurement_theta_max      62.0558
_cell_measurement_theta_min      2.2576
_cell_volume                     1011.05(5)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.31.8 (release 12-05-2006 CrysAlis171 .NET)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
;
_computing_molecular_graphics    'PLATON (Spek, 1990)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-97 (Altomare, 1999)'
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 10.5431
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details
;
  1 omega  -29.00   25.00   1.2000    1.5000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       -1.2571   45.0000  120.0000    0.0000    0.0000 45

  2 omega   21.00   73.80   1.2000    1.5000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       -1.2571   45.0000  120.0000    0.0000    0.0000 44

  3 omega   20.00   77.60   1.2000    1.5000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       -1.2571   28.0000 -163.0000    0.0000    0.0000 48

  4 phi    -32.00   31.60   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
 -40.0000  -83.1433    0.0000     -        0.0000    0.0000 53

  5 omega  -61.00   -8.20   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -83.1433   45.0000  120.0000    0.0000    0.0000 44

  6 omega -108.00  -55.20   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -83.1433  -45.0000  240.0000    0.0000    0.0000 44

  7 omega -116.00  -58.40   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -83.1433   28.0000  145.0000    0.0000    0.0000 48

  8 omega  -61.00   -8.20   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -83.1433   45.0000    0.0000    0.0000    0.0000 44

  9 omega  -62.00   -5.60   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -83.1433   75.0000    0.0000    0.0000    0.0000 47

 10 omega   59.00  111.80   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       84.3933  -45.0000  120.0000    0.0000    0.0000 44

 11 omega  106.00  158.80   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       84.3933   49.0000  168.0000    0.0000    0.0000 44

 12 omega    7.00   64.60   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       84.3933  -75.0000  120.0000    0.0000    0.0000 48

 13 omega   61.00  117.40   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       84.3933  -75.0000    0.0000    0.0000    0.0000 47

 14 omega  105.00  157.80   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       84.3933   55.0000  213.0000    0.0000    0.0000 44

 15 phi     -2.00   61.60   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
 -40.0000  -83.1433    0.0000     -        0.0000    0.0000 53

 16 phi   -180.00 -118.80   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
 -40.0000  -83.1433    0.0000     -        0.0000    0.0000 51

 17 phi     28.00   91.60   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
 -40.0000  -83.1433    0.0000     -        0.0000    0.0000 53

 18 omega -107.00  -49.40   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -83.1433  -75.0000  120.0000    0.0000    0.0000 48

 19 phi    -62.00    2.80   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
 -40.0000  -83.1433    0.0000     -        0.0000    0.0000 54

 20 omega  -62.00  -38.00   1.2000    3.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -83.1433   28.0000 -163.0000    0.0000    0.0000 20

;
_diffrn_measurement_device_type  'Oxford Diffraction Gemini Ultra'
_diffrn_measurement_method       omega-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_av_sigmaI/netI    0.1307
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            6887
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        62.63
_diffrn_reflns_theta_max         62.63
_diffrn_reflns_theta_min         2.26
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.798
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       'flat rod'
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.080
_refine_diff_density_max         1.109
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details 'Flack H.D. (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.07(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.833
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         2819
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.833
_refine_ls_R_factor_all          0.0826
_refine_ls_R_factor_gt           0.0480
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0441P)^2^]         where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0879
_refine_ls_wR_factor_ref         0.0943
_reflns_number_gt                1736
_reflns_number_total             2819
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            ol8002749-file004.cif
_cod_data_source_block           g202
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_sg_symbol_H-M      'P 21'
_cod_database_code               1504610