Nickel-catalyzed [2 + 2 + 2] cycloaddition of two enones and an alkyne.
Ogoshi, Sensuke; Nishimura, Akira; Ohashi, Masato; Organic letters 12 (2010) 3450–3452; doi:10.1021/ol101264r

data_1503088
_publ_section_title
;
 Nickel-catalyzed [2 + 2 + 2] cycloaddition of two enones and an alkyne.
;
_journal_issue                   15
_journal_name_full               'Organic letters'
_journal_page_first              3450
_journal_page_last               3452
_journal_paper_doi               10.1021/ol101264r
_journal_volume                  12
_journal_year                    2010
_chemical_formula_moiety         'C24 H26 O2 '
_chemical_formula_sum            'C24 H26 O2'
_chemical_formula_weight         346.47
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.0000
_cell_angle_beta                 114.2711(12)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   6.08838(12)
_cell_length_b                   37.5923(7)
_cell_length_c                   9.11131(17)
_cell_measurement_reflns_used    20534
_cell_measurement_temperature    123.1
_cell_measurement_theta_max      71.6
_cell_measurement_theta_min      3.5
_cell_volume                     1901.04(7)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  SHELXL
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.049
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_k_min       -45
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6964
_diffrn_reflns_theta_full        71.69
_diffrn_reflns_theta_max         71.69
_exptl_absorpt_coefficient_mu    0.586
_exptl_absorpt_correction_T_max  0.889
_exptl_absorpt_correction_T_min  0.776
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             744.00
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.26
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3674
_refine_ls_R_factor_gt           0.0416
_refine_ls_shift/su_max          0.0120
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0292P)^2^+0.8139P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1048
_reflns_number_gt                3181
_reflns_number_total             3674
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ol101264r_si_002.cif
_cod_data_source_block           10
_cod_original_cell_volume        1901.04(6)
_cod_original_formula_sum        'C24 H26 O2 '
_cod_database_code               1503088