Construction of Complex 1,3-Cyclohexadienes via Phosphine-Catalyzed (4 + 2) Annulations of δ-Acetoxy Allenoates and Ketones.
Zhang, Yuwen; Tong, Xiaofeng; Organic letters 19 (2017) 5462–5465; doi:10.1021/acs.orglett.7b02787

data_1547399
_publ_section_title
;
 Construction of Complex 1,3-Cyclohexadienes via Phosphine-Catalyzed (4 +
 2) Annulations of \d-Acetoxy Allenoates and Ketones.
;
_journal_issue                   19
_journal_name_full               'Organic letters'
_journal_page_first              5462
_journal_page_last               5465
_journal_paper_doi               10.1021/acs.orglett.7b02787
_journal_volume                  19
_journal_year                    2017
_chemical_formula_sum            'C23 H18 Br N O3'
_chemical_formula_weight         436.29
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                107.517(13)
_cell_angle_beta                 91.291(13)
_cell_angle_gamma                105.046(13)
_cell_formula_units_Z            4
_cell_length_a                   11.626(5)
_cell_length_b                   13.194(5)
_cell_length_c                   13.907(5)
_cell_measurement_reflns_used    5016
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.02
_cell_measurement_theta_min      2.41
_cell_volume                     1952.8(13)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0558
_diffrn_reflns_av_unetI/netI     0.0854
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
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_diffrn_reflns_point_group_measured_fraction_full 0.973
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_exptl_absorpt_coefficient_mu    2.129
_exptl_crystal_colour
;
;
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_description
;
;
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.220
_refine_diff_density_max         0.795
_refine_diff_density_min         -0.990
_refine_diff_density_rms         0.112
_refine_ls_extinction_coef       0.040(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
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_refine_ls_number_reflns         6694
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.1159
_refine_ls_R_factor_gt           0.0689
_refine_ls_shift/su_max          0.061
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1433P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1922
_refine_ls_wR_factor_ref         0.2358
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4161
_reflns_number_total             6694
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol7b02787_si_003.cif
_cod_data_source_block           20170515cz1_0m_a
_cod_depositor_comments
;
Adding full bibliography for 1547399--1547400.cif.

2019-02-08
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum        'C46 H36 Br2 N2 O6'
_cod_original_formula_units_Z    2
_cod_original_formula_weight     872.59
_cod_database_code               1547399
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.597
_shelx_estimated_absorpt_t_max   0.652
_shelx_res_checksum              20100
_shelx_hkl_checksum              47733