An air-stable half-sandwich Ru(II) complex as an efficient catalyst for [3+2] annulation of 2-arylcyclo-2-enones with alkynes.
Zhao, Yinsong; He, Zhen; Li, Shiqing; Tang, Junbin; Gao, Ge; Lan, Jingbo; You, Jingsong; Chemical communications (Cambridge, England) 52 (2016) 4613–4616; doi:10.1039/c5cc10169g

data_7118418
_publ_section_title
;
 An air-stable half-sandwich Ru(II) complex as an efficient catalyst for
 [3+2] annulation of 2-arylcyclo-2-enones with alkynes.
;
_journal_issue                   25
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4613
_journal_page_last               4616
_journal_paper_doi               10.1039/c5cc10169g
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C20 H18 O'
_chemical_formula_sum            'C20 H18 O'
_chemical_formula_weight         274.34
_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
_audit_block_doi                 10.5517/cc1jrzz7
_audit_creation_date             2014-12-27
_audit_creation_method
;
Olex2 1.2
(compiled 2014.12.26 svn.r3119 for OlexSys, GUI svn.r4973)
;
_audit_update_record
;
2015-09-09 deposited with the CCDC.
2016-01-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.340(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.7368(3)
_cell_length_b                   8.7212(3)
_cell_length_c                   17.6929(5)
_cell_measurement_reflns_used    2660
_cell_measurement_temperature    293
_cell_measurement_theta_max      26.7820
_cell_measurement_theta_min      4.1890
_cell_volume                     1490.11(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.882
_diffrn_measurement_details
;
  1 omega   -1.00   83.00   1.0000   11.0300
omega____ theta____ kappa____ phi______ frames
    -       15.5694   57.0000   90.0000 84

  2 omega  -14.00   87.00   1.0000   11.0300
omega____ theta____ kappa____ phi______ frames
    -       15.5694   19.0000  120.0000 101

  3 omega  -51.00    7.00   1.0000   11.0300
omega____ theta____ kappa____ phi______ frames
    -       15.5694  -38.0000  -90.0000 58

  4 omega    9.00   83.00   1.0000   11.0300
omega____ theta____ kappa____ phi______ frames
    -       15.5694   57.0000 -180.0000 74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0730086000
_diffrn_orient_matrix_UB_12      0.0036476000
_diffrn_orient_matrix_UB_13      -0.0090849000
_diffrn_orient_matrix_UB_21      -0.0073160000
_diffrn_orient_matrix_UB_22      -0.0007721000
_diffrn_orient_matrix_UB_23      0.0393799000
_diffrn_orient_matrix_UB_31      0.0032285000
_diffrn_orient_matrix_UB_32      0.0812408000
_diffrn_orient_matrix_UB_33      0.0007917000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.882
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            10078
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.882
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.143
_diffrn_reflns_theta_min         3.447
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52211
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ??
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_description       ??
_exptl_crystal_F_000             584
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.032
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3538
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0501
_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^)+(0.0570P)^2^+0.2300P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1216
_refine_ls_wR_factor_ref         0.1374
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2514
_reflns_number_total             3538
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5cc10169g2.cif
_cod_data_source_block           zys1459
_cod_depositor_comments
'Adding full bibliography for 7118417--7118418.cif.'
_cod_original_cell_volume        1490.12(8)
_cod_database_code               7118418
_shelxl_version_number           2014-1
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H4(0.059) H1A(0.078) H1B(0.078) H1C(0.078) H20(0.061) H5(0.069)
 H7(0.067) H13A(0.065) H13B(0.065) H19(0.07) H18(0.073) H6(0.073) H16(0.072)
 H17(0.084) H12A(0.085) H12B(0.085) H11A(0.092) H11B(0.092)
 Fixed X: H4(0.0957) H1A(0.1107) H1B(0.234) H1C(0.2633) H20(0.5135) H5(0.0456)
 H7(0.1825) H13A(0.4581) H13B(0.45) H19(0.5974) H18(0.4573) H6(0.0878)
 H16(0.1486) H17(0.2318) H12A(0.4433) H12B(0.3477) H11A(0.1819) H11B(0.2678)
 Fixed Y: H4(0.4768) H1A(0.6991) H1B(0.7388) H1C(0.6939) H20(0.5718)
 H5(0.2448) H7(0.0151) H13A(0.2623) H13B(0.1832) H19(0.722) H18(0.7855)
 H6(0.0178) H16(0.5431) H17(0.6989) H12A(0.0129) H12B(-0.0312) H11A(-0.0105)
 H11B(0.1067)
 Fixed Z: H4(0.6315) H1A(0.5222) H1B(0.4766) H1C(0.563) H20(0.4268) H5(0.6858)
 H7(0.5138) H13A(0.399) H13B(0.4784) H19(0.336) H18(0.2256) H6(0.628)
 H16(0.2959) H17(0.2065) H12A(0.3617) H12B(0.4239) H11A(0.3256) H11B(0.2827)
;
_shelx_res_checksum              13255
_olex2_submission_special_instructions 'No special instructions were received'