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_1545092
_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 rmad
_chemical_formula_moiety         'C16 H15 Br O2'
_chemical_formula_sum            'C16 H15 Br O2'
_chemical_formula_weight         319.19
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-08-15 deposited with the CCDC.
2017-01-04 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 104.461(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   19.2401(6)
_cell_length_b                   7.48163(17)
_cell_length_c                   19.9656(6)
_cell_measurement_reflns_used    5612
_cell_measurement_temperature    140.00(10)
_cell_measurement_theta_max      75.5620
_cell_measurement_theta_min      4.5450
_cell_volume                     2782.94(14)
_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    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      140.00(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 0.982
_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   -110.00 -15.00   1.00    6.71    --  -41.76 -57.00 -30.00   95
  2  \w    -63.00  30.00   1.00    6.71    --  -41.76  57.00 120.00   93
  3  \w     11.00 115.00   1.00    6.71    --   41.76  77.00-150.00  104
  4  \w     52.00  98.00   1.00    6.71    --   41.76-125.00 -90.00   46
  5  \w      6.00  34.00   1.00    6.71    --   41.76 -99.00 -30.00   28
  6  \w     38.00  65.00   1.00    6.71    --   41.76  37.00 -30.00   27
  7  \w     28.00 104.00   1.00   26.84    --  110.51 -94.00-120.00   76
  8  \w    104.00 178.00   1.00   26.84    --  110.51  30.00 -60.00   74
  9  \w     39.00 136.00   1.00   26.84    --  110.51 -45.00-150.00   97
 10  \w     41.00 119.00   1.00   26.84    --  110.51-125.00 120.00   78
 11  \w     85.00 177.00   1.00   26.84    --  110.51  30.00  30.00   92
 12  \w     70.00 105.00   1.00   26.84    --  110.51 -94.00 -60.00   35
 13  \w    140.00 177.00   1.00   26.84    --  110.51  30.00-120.00   37
 14  \w     38.00  82.00   1.00   26.84    --  110.51 -45.00  60.00   44
 15  \w    150.00 177.00   1.00   26.84    --  110.51  61.00-180.00   27
 16  \w     90.00 131.00   1.00   26.84    --  110.51  61.00-180.00   41
 17  \w     75.00 139.00   1.00   26.84    --  110.51 -61.00  60.00   64
 18  \w     85.00 112.00   1.00   26.84    --  110.51-125.00-150.00   27
 19  \w     43.00  97.00   1.00   26.84    --  110.51 -61.00 -30.00   54
;
_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  0.0227
_diffrn_reflns_av_sigmaI/netI    0.0308
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            9198
_diffrn_reflns_theta_full        68.00
_diffrn_reflns_theta_max         75.93
_diffrn_reflns_theta_min         4.57
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.983
_exptl_absorpt_correction_T_max  0.822
_exptl_absorpt_correction_T_min  0.529
_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 pale colourless'
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.259
_exptl_crystal_size_mid          0.152
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.723
_refine_diff_density_min         -0.546
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.003(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         4551
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0327
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0491P)^2^+2.6576P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0833
_refine_ls_wR_factor_ref         0.0852
_reflns_number_gt                4302
_reflns_number_total             4551
_reflns_threshold_expression     >2sigma(I)
_publcif_datablock.id            {9ba208f1-6810-4a5c-bd6e-fc9f68d8179a}
_cod_data_source_file            c6sc05092a2.cif
_cod_data_source_block           dko-2-391
_cod_depositor_comments
'Adding full bibliography for 1545092--1545093.cif.'
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               1545092