Palladium(II)-catalysed tandem cyclization of electron-deficient aromatic enynes
Na Wu; Antonios Messinis; Andrei S. Batsanov; Zhen Yang; Andrew Whiting; Todd B. Marder; Chem.Commun. 48 (2012) 9986–; doi:10.1039/c2cc35114e

data_7108418
_publ_section_title
;
 Palladium(II)-catalysed tandem cyclization of electron-deficient aromatic
 enynes
;
_journal_name_full               Chem.Commun.
_journal_page_first              9986
_journal_paper_doi               10.1039/c2cc35114e
_journal_volume                  48
_journal_year                    2012
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C18 H10 O3'
_chemical_formula_sum            'C18 H10 O3'
_chemical_formula_weight         274.26
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-08-11
_audit_creation_method
' Olex2 1.2-alpha (compiled 2012.08.08 svn.r2439, GUI svn.r4300)'
_cell_angle_alpha                90
_cell_angle_beta                 99.745(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   3.7461(4)
_cell_length_b                   32.774(3)
_cell_length_c                   10.2441(10)
_cell_measurement_reflns_used    5219
_cell_measurement_temperature    100
_cell_measurement_theta_max      65.97
_cell_measurement_theta_min      2.70
_cell_volume                     1239.6(2)
_computing_cell_refinement       'PROTEUM v.2011.2-0 (Bruker, 2011)'
_computing_data_collection       'PROTEUM v.2011.2-0 (Bruker, 2011)'
_computing_data_reduction        'SAINT v7.60A (Bruker, 2009)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, Beta test 2012/4 multi-CPU,
G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122
;
_computing_structure_solution
;
XS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122
;
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker PLATINUM135 CCD area detector'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54188
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5216
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         66.780
_diffrn_reflns_theta_min         2.696
_diffrn_source
'Microstar rotating Cu anode source with cross-coupled G\"obel mirrors'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.819
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6805
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2009/1 (Bruker,2010) was used for absorption correction.
wR2(int) was 0.1358 before and 0.0570 after correction.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.121
_refine_ls_abs_structure_details
;
Flack x determined using 539 quotients [(I+)-I(-)]/[(I+)+(I-)]
(Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.3(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   3.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     369
_refine_ls_number_reflns         2440
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      3.017
_refine_ls_R_factor_all          0.1054
_refine_ls_R_factor_gt           0.1030
_refine_ls_shift/su_max          0.051
_refine_ls_shift/su_mean         0.008
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w=1/[\s^2^(Fo^2^)+(0.1000P)^2^]
where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3259
_refine_ls_wR_factor_ref         0.3313
_reflns_Friedel_coverage         0.302
_reflns_Friedel_fraction_full    0.255
_reflns_Friedel_fraction_max     0.261
_reflns_number_gt                2320
_reflns_number_total             2440
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c2cc35114e.txt
_cod_data_source_block           2k
_cod_database_code               7108418
_diffrn_reflns_sigmai/neti       0.0376
_shelx_res_checksum              72506
_shelxl_version_number           2012-4