Polarization of the Pyridine Ring: Highly Functionalized Piperidines from Tungsten-Pyridine Complex
Daniel P. Harrison; Michal Sabat; William H. Myers; W. Dean Harman; Journal of the American Chemical Society 132 (2010) 17282–17295; doi:10.1021/ja107536w

data_4103622
_publ_section_title
;
 Polarization of the Pyridine Ring: Highly Functionalized Piperidines from
 Tungsten-Pyridine Complex
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              17282
_journal_page_last               17295
_journal_paper_doi               10.1021/ja107536w
_journal_volume                  132
_journal_year                    2010
_chemical_formula_sum            'C20 H29 B F3 N8 O5 P S W'
_chemical_formula_weight         776.20
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                89.986(2)
_cell_angle_beta                 84.365(2)
_cell_angle_gamma                68.2840(10)
_cell_formula_units_Z            2
_cell_length_a                   11.2007(9)
_cell_length_b                   11.5746(9)
_cell_length_c                   14.1492(12)
_cell_measurement_reflns_used    6721
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      30.367
_cell_measurement_theta_min      2.786
_cell_volume                     1694.6(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Bruker SMART Apex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0445
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            22851
_diffrn_reflns_theta_full        32.51
_diffrn_reflns_theta_max         32.51
_diffrn_reflns_theta_min         2.32
_exptl_absorpt_coefficient_mu    3.572
_exptl_absorpt_correction_T_max  0.7861
_exptl_absorpt_correction_T_min  0.5852
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             764
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_refine_diff_density_max         2.693
_refine_diff_density_min         -1.856
_refine_diff_density_rms         0.147
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     444
_refine_ls_number_reflns         11914
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0431
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0667P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1102
_refine_ls_wR_factor_ref         0.1152
_reflns_number_gt                10440
_reflns_number_total             11914
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja107536w_si_002.cif
_cod_data_source_block           harman2m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               4103622