Neutral chiral cyclopentadienyl Ru(ii)Cl catalysts enable enantioselective [2+2]-cycloadditions
Kossler, D.; Cramer, N.; Chem. Sci. 8 (2017) 1862–; doi:10.1039/C6SC05092A

data_1545093
_publ_section_title
;
 Neutral chiral cyclopentadienyl Ru(ii)Cl catalysts enable
 enantioselective [2+2]-cycloadditions
;
_journal_issue                   3
_journal_name_full               'Chem. Sci.'
_journal_page_first              1862
_journal_paper_doi               10.1039/C6SC05092A
_journal_volume                  8
_journal_year                    2017
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C46 H35 Cl Ru, 2(C4 H8 O)'
_chemical_formula_sum            'C54 H51 Cl O2 Ru'
_chemical_formula_weight         868.47
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2016/4
_audit_update_record
;
2016-08-15 deposited with the CCDC.
2017-01-04 downloaded from the CCDC.
;
_cell_angle_alpha                86.710(4)
_cell_angle_beta                 83.989(5)
_cell_angle_gamma                89.249(4)
_cell_formula_units_Z            2
_cell_length_a                   10.9092(6)
_cell_length_b                   12.5543(4)
_cell_length_c                   15.2599(9)
_cell_measurement_reflns_used    6735
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.5570
_cell_measurement_theta_min      4.0000
_cell_volume                     2074.99(18)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'CIFTAB (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1333
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.984
_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    -82.00  38.00   1.00    7.50    --  -42.01  19.00 150.00  120
  2  \w    -43.00 -14.00   1.00    7.50    --  -42.01 125.00-180.00   29
  3  \w    -56.00 -21.00   1.00    7.50    --  -42.01 -57.00  30.00   35
  4  \w   -114.00 -39.00   1.00    7.50    --  -42.01 -37.00 -30.00   75
  5  \w      1.00  73.00   1.00    7.50    --   42.01 -99.00-180.00   72
  6  \w      6.00  81.00   1.00    7.50    --   42.01 -99.00 -60.00   75
  7  \w    109.00 152.00   1.00   30.00    --  110.51  45.00  60.00   43
  8  \w     28.00 106.00   1.00   30.00    --  110.51 -94.00 -90.00   78
  9  \w     38.00 136.00   1.00   30.00    --  110.51 -45.00  60.00   98
 10  \w     57.00 104.00   1.00   30.00    --  110.51 -94.00   0.00   47
 11  \w     81.00 136.00   1.00   30.00    --  110.51 -61.00  90.00   55
 12  \w     74.00 113.00   1.00   30.00    --  110.51-125.00 -90.00   39
 13  \w     37.00 127.00   1.00   30.00    --  110.51 -45.00-120.00   90
 14  \w     94.00 121.00   1.00   30.00    --  110.51-125.00-180.00   27
 15  \w     46.00 116.00   1.00   30.00    --  110.51 -45.00 -30.00   70
 16  \w     39.00  66.00   1.00   30.00    --  110.51-125.00 -90.00   27
 17  \w     44.00 107.00   1.00   30.00    --  110.51 -94.00  90.00   63
 18  \w     26.00 178.00   1.00   30.00    --  110.51   0.00-150.00  152
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_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  0.0511
_diffrn_reflns_av_unetI/netI     0.0538
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16370
_diffrn_reflns_point_group_measured_fraction_full 0.760
_diffrn_reflns_point_group_measured_fraction_max 0.726
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.164
_diffrn_reflns_theta_min         3.526
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.975
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.447
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear intense orange'
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_description       plate
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.524
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.087
_refine_diff_density_max         1.583
_refine_diff_density_min         -1.474
_refine_diff_density_rms         0.102
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.015(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1184
_refine_ls_number_reflns         16370
_refine_ls_number_restraints     558
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0535
_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^)+(0.1064P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1404
_refine_ls_wR_factor_ref         0.1545
_reflns_Friedel_coverage         0.475
_reflns_Friedel_fraction_full    0.520
_reflns_Friedel_fraction_max     0.467
_reflns_number_gt                14019
_reflns_number_total             16370
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6sc05092a2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 1545092--1545093.cif.'
_cod_database_code               1545093
_shelx_shelxl_version_number     2016/4
_shelx_res_checksum              76658