Skeletal diversity in Pt- and Au-catalyzed annulations of allenedienes: dissecting unconventional mechanistic pathways
Nelson, Ronald; Calvelo, Martín; García-Fandiño, Rebeca; Lledós, Agustí; Ujaque, Gregori; Mascareñas, José L.; López, Fernando; Chemical Science 11 (2020) 4209–4220; doi:10.1039/D0SC00650E

data_1557674
_publ_section_title
;
 Skeletal diversity in Pt- and Au-catalyzed annulations of allenedienes:
 dissecting unconventional mechanistic pathways
;
_journal_issue                   16
_journal_name_full               'Chemical Science'
_journal_page_first              4209
_journal_page_last               4220
_journal_paper_doi               10.1039/D0SC00650E
_journal_volume                  11
_journal_year                    2020
_chemical_formula_moiety         'C12 H18 O '
_chemical_formula_sum            'C12 H18 O'
_chemical_formula_weight         178.26
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-03-26
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-11-06 deposited with the CCDC.	2020-03-27 downloaded from the CCDC.
;
_cell_angle_alpha                92.381(5)
_cell_angle_beta                 98.293(6)
_cell_angle_gamma                100.115(6)
_cell_formula_units_Z            6
_cell_length_a                   6.2162(5)
_cell_length_b                   12.5583(8)
_cell_length_c                   20.7881(12)
_cell_measurement_reflns_used    2495
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      71.3840
_cell_measurement_theta_min      4.2900
_cell_volume                     1577.16(19)
_computing_cell_refinement       'CrysAlisPro 1.171.39.23a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.23a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.23a (Rigaku OD, 2015)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     -9.00  24.00   0.50    5.00    --    0.00  19.00  30.00   66
  2  \w     -6.00  64.00   0.50    5.00    --    0.00  57.00  90.00  140
  3  \w     48.00  79.00   0.50    5.00    --    0.00  19.00  30.00   62
  4  \w     41.00  73.00   0.50    5.00    --    0.00  77.00 120.00   64
  5  \w     -7.00  20.00   0.50    5.00    --    0.00  77.00 120.00   54
  6  \w     22.00  54.00   0.50   25.00    --   96.84 -30.00   0.00   64
  7  \w     25.00  59.00   0.50   25.00    --   96.84 -30.00  30.00   68
  8  \w     76.00 112.00   0.50   25.00    --   96.84 -61.00   0.00   72
  9  \w     31.00 116.00   0.50   25.00    --   96.84-125.00-150.00  170
 10  \w     37.00  69.00   0.50   25.00    --   96.84 -61.00   0.00   64
 11  \w     38.00 118.00   0.50   25.00    --   96.84 -77.00 -60.00  160
 12  \w     25.00  56.00   0.50   25.00    --   96.84 -30.00-120.00   62
 13  \w     19.00  56.00   0.50   25.00    --   96.84 -30.00 -60.00   74
 14  \w     19.00  55.00   0.50   25.00    --   96.84 -30.00 -30.00   72
 15  \w     22.00 107.00   0.50   25.00    --   96.84 -94.00 -60.00  170
 16  \w     24.00 106.00   0.50   25.00    --   96.84 -94.00-120.00  164
 17  \w     21.00  95.00   0.50   25.00    --   96.84 -94.00-150.00  148
 18  \w     18.00 148.00   0.50   25.00    --   96.84   0.00-180.00  260
 19  \w     20.00  52.00   0.50   25.00    --   96.84 -30.00  90.00   64
 20  \w   -101.00 -28.00   0.50   25.00    --  -84.25  77.00 120.00  146
 21  \w   -145.00 -71.00   0.50   25.00    --  -84.25 -61.00-150.00  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1128312000
_diffrn_orient_matrix_UB_12      -0.0974149000
_diffrn_orient_matrix_UB_13      -0.0478232000
_diffrn_orient_matrix_UB_21      -0.2177761000
_diffrn_orient_matrix_UB_22      -0.0011276000
_diffrn_orient_matrix_UB_23      0.0273905000
_diffrn_orient_matrix_UB_31      -0.0689712000
_diffrn_orient_matrix_UB_32      0.0781671000
_diffrn_orient_matrix_UB_33      -0.0509695000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0690
_diffrn_reflns_av_sigmaI/netI    0.1206
_diffrn_reflns_av_unetI/netI     0.0973
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            12485
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.055
_diffrn_reflns_theta_max         67.055
_diffrn_reflns_theta_min         3.584
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.531
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85724
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.23a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.126
_exptl_crystal_description       needle
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.132
_exptl_crystal_size_mid          0.018
_exptl_crystal_size_min          0.007
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         5534
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.1114
_refine_ls_R_factor_gt           0.0591
_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^)+(0.0677P)^2^+0.0455P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1310
_refine_ls_wR_factor_ref         0.1549
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3322
_reflns_number_total             5534
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc00650e2.cif
_cod_data_source_block           17MCD007
_cod_depositor_comments
;Adding full bibliography for 1557674--1557678.cif.

 Adding full bibliography for 1557674--1557678.cif.
;
_cod_original_formula_sum        'C12 H18 O '
_cod_database_code               1557674
_cell_oxdiff_length_a            6.2162(5)
_cell_oxdiff_length_b            12.5583(7)
_cell_oxdiff_length_c            20.7881(12)
_cell_oxdiff_angle_alpha         92.381(5)
_cell_oxdiff_angle_beta          98.293(6)
_cell_oxdiff_angle_gamma         100.115(6)
_cell_oxdiff_volume              1577.18(18)
_cell_oxdiff_measurement_reflns_used 2495
_oxdiff_exptl_absorpt_empirical_full_min 0.828
_oxdiff_exptl_absorpt_empirical_full_max 1.279
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_oxdiff_ac3_digest_frames
;
01d08591a90e910b76e79a58123b74ba5302292efc4
;
_diffrn_oxdiff_ac3_digest_hkl
;
01f94e75c0f56d3e793ede73c770d009143d7f
;
_reflns_odcompleteness_completeness 98.10
_reflns_odcompleteness_theta     66.97
_reflns_odcompleteness_iscentric 1
_chemical_oxdiff_formula         'C12 H18 O1'
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.933
_shelx_estimated_absorpt_t_max   0.996
_shelx_res_checksum              6196