Rhodium-catalyzed [(3+2)+1] carbocyclizations of alkynylidenecyclopropanes with carbon monoxide: construction of polysubstituted bicyclohexa-2,5-dienones.
Burnie, Andrew J.; Evans, P. Andrew; Chemical communications (Cambridge, England) 54 (2018) 7621–7624; doi:10.1039/c8cc02269k

data_7121864
_publ_section_title
;
 Rhodium-catalyzed [(3+2)+1] carbocyclizations of
 alkynylidenecyclopropanes with carbon monoxide: construction of
 polysubstituted bicyclohexa-2,5-dienones.
;
_journal_issue                   55
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              7621
_journal_page_last               7624
_journal_paper_doi               10.1039/c8cc02269k
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C18 H24 O7'
_chemical_formula_sum            'C18 H24 O7'
_chemical_formula_weight         352.37
_chemical_name_systematic
'(7S,7aS)-dimethyl 7-acetoxy-3,7,7a-trimethyl-2-oxo-4,6,7,7a-tetrahydro-1H-indene-5,5(2H)-dicarboxylate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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           'manual editing of SHELXL-2014/7 template'
_audit_update_record
;
2018-03-05 deposited with the CCDC.
2018-06-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.383(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
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_cell_length_b                   24.5621(13)
_cell_length_c                   10.1151(7)
_cell_measurement_reflns_used    9866
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      31.24
_cell_measurement_theta_min      2.61
_cell_volume                     1815.6(2)
_computing_cell_refinement
;Saint V8.37A and SADABS V2016/2 (Apex3 v2016.5-0; Bruker AXS).
 Ref. for SADABS: Krause, L.; Herbst-Irmer, R.; Sheldrick G.M.; 
 Stalke D., J. Appl. Cryst., 48 (2015), 3-10.
;
_computing_data_collection       'APEX3 software package v2016.5-0 (Bruker AXS)'
_computing_data_reduction
;Saint V8.37A and SADABS V2016/2 (Apex3 v2016.5-0; Bruker AXS).
 Ref. for SADABS: Krause, L.; Herbst-Irmer, R.; Sheldrick G.M.; 
 Stalke D., J. Appl. Cryst., 48 (2015), 3-10. 
;
_computing_molecular_graphics    'XP (SHELXTL-NT v6.14, Bruker AXS)'
_computing_structure_refinement
; SHELXL-2014/7 (Sheldrick, 2014).G. M. Sheldrick, Acta Cryst. 2008,
  A64, 112--122.
;
_computing_structure_solution
; SHELXT-2014 (Sheldrick, 2014). G. M. Sheldrick, Acta Cryst. 2015, A71,
  3-8.
;
_diffrn_ambient_temperature      180(2)
_diffrn_detector
'Bruker AXS PHOTON II Charge-Integrating Pixel Array Detector (CPAD)'
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_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker AXS D8 Venture Duo'
_diffrn_measurement_method       'shutterless rotation images,\f and \w scans'
_diffrn_radiation_monochromator  'HELIOS multilayer mirror optics'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_theta_max         30.504
_diffrn_reflns_theta_min         2.178
_diffrn_source                   'high brilliance Incoatec I\ms microfocus tube'
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6603
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v2016/2 (Apex3, Bruker AXS)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_description       'elongated plate-like'
_exptl_crystal_F_000             752
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: cyclohexane'
_exptl_crystal_size_max          0.223
_exptl_crystal_size_mid          0.181
_exptl_crystal_size_min          0.143
_refine_diff_density_max         0.322
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_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         5536
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0409
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0527P)^2^+0.4881P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1074
_refine_ls_wR_factor_ref         0.1182
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4322
_reflns_number_total             5536
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc02269k2.cif
_cod_data_source_block           mo_aeAB_AJB_26Oct2017_0m_a
_cod_depositor_comments          'Adding full bibliography for 7121864.cif.'
_cod_database_code               7121864
_shelx_estimated_absorpt_t_min   0.978
_shelx_estimated_absorpt_t_max   0.986
_shelx_res_checksum              42939
_shelx_hkl_checksum              17704