Synthetic, Mechanistic, and Computational Investigations of Nitrile-Alkyne Cross-Metathesis
Andrea M. Geyer; Eric S. Wiedner; J. Brannon Gary; Robyn L. Gdula; Nicola C. Kuhlmann; Marc J. A. Johnson; Barry D. Dunietz; Jeff W. Kampf; Journal of the American Chemical Society 130 (2008) 8984–8999; doi:10.1021/ja800020w

data_4108016
_publ_section_title
;
 Synthetic, Mechanistic, and Computational Investigations of
 Nitrile-Alkyne Cross-Metathesis
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8984
_journal_page_last               8999
_journal_paper_doi               10.1021/ja800020w
_journal_volume                  130
_journal_year                    2008
_chemical_formula_moiety         'C24 H32 F24 Li N O8 W'
_chemical_formula_sum            'C24 H32 F24 Li N O8 W'
_chemical_formula_weight         1109.30
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.034(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   22.880(5)
_cell_length_b                   18.040(4)
_cell_length_c                   36.791(7)
_cell_measurement_reflns_used    9771
_cell_measurement_temperature    108(2)
_cell_measurement_theta_max      23.29
_cell_measurement_theta_min      2.67
_cell_volume                     15186(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART-1K'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      108(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  '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  0.0500
_diffrn_reflns_av_sigmaI/netI    0.0287
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_number            298848
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         1.81
_exptl_absorpt_coefficient_mu    3.205
_exptl_absorpt_correction_T_max  0.4941
_exptl_absorpt_correction_T_min  0.3833
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  Blessing, R. Acta Cryst. (1995) A51 33-38.
  Sheldrick, G.  SADABS (Version 2.10) Bruker/Siemens area
  detector absorption and other corrections, University of
  Gottingen, Germany 2003.
 
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.941
_exptl_crystal_description       needle
_exptl_crystal_F_000             8640
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_refine_diff_density_max         1.290
_refine_diff_density_min         -1.337
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2271
_refine_ls_number_reflns         37755
_refine_ls_number_restraints     373
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0292
_refine_ls_R_factor_gt           0.0236
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0130P)^2^+21.7251P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0486
_refine_ls_wR_factor_ref         0.0504
_reflns_number_gt                34774
_reflns_number_total             37755
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja800020w-file001_2.cif
_cod_data_source_block           ag679
_cod_original_cell_volume        15185(5)
_cod_database_code               4108016