Pyrene-Based Mono- and Di-N-Heterocyclic Carbene Ligand Complexes of Ruthenium for the Preparation of Mixed Arylated/Alkylated Arylpyridines
Gonell, Sergio; Peris, Eduardo; ACS Catalysis 4 (2014) 2811–; doi:10.1021/cs500735u

data_4511670
_publ_section_title
;
 Pyrene-Based Mono- and Di-N-Heterocyclic Carbene Ligand Complexes of
 Ruthenium for the Preparation of Mixed Arylated/Alkylated Arylpyridines
;
_journal_issue                   8
_journal_name_full               'ACS Catalysis'
_journal_page_first              2811
_journal_paper_doi               10.1021/cs500735u
_journal_volume                  4
_journal_year                    2014
_chemical_formula_moiety         'C50 H62 Cl4 N4 Ru2, 2(C2 H4 Cl2), C2 Cl2'
_chemical_formula_sum            'C56 H70 Cl10 N4 Ru2'
_chemical_formula_weight         1355.80
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-05-07
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 108.654(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   23.4392(7)
_cell_length_b                   12.8809(3)
_cell_length_c                   20.9819(6)
_cell_measurement_temperature    293(2)
_cell_volume                     6002.0(3)
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            16589
_diffrn_reflns_theta_full        73.15
_diffrn_reflns_theta_max         73.15
_diffrn_reflns_theta_min         3.97
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    8.475
_exptl_absorpt_correction_T_max  0.899
_exptl_absorpt_correction_T_min  0.625
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
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_density_diffrn    1.500
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2768
_exptl_crystal_size_max          0.278
_exptl_crystal_size_mid          0.1182
_exptl_crystal_size_min          0.0397
_refine_diff_density_max         1.472
_refine_diff_density_min         -1.115
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         5862
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0808
_refine_ls_R_factor_gt           0.0635
_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^)+(0.0951P)^2^+36.8811P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1794
_refine_ls_wR_factor_ref         0.1913
_reflns_number_gt                4729
_reflns_number_total             5862
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cs500735u_si_001.cif
_cod_data_source_block           str1644
_cod_depositor_comments          'Adding full bibliography for 4511670.cif.'
_cod_database_code               4511670
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C27-C26
 1.54 with sigma of 0.02
 C28-Cl5
 1.79 with sigma of 0.02
 C28_$1-C28
 1.54 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C28) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C28) \\sim Ueq: with sigma of 0.000001 and sigma for terminal atoms of 0
4. Others
 Fixed Sof: Cl5(0.5) Cl6(0.33) Cl7(0.17)
5.a Ternary CH refined with riding coordinates:
 C9(H9)
5.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C26(H26A,H26B)
5.c Aromatic/amide H refined with riding coordinates:
 C17(H17), C19(H19), C2(H2), C6(H6), C3(H3), C5(H5)
5.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C12(H12A,H12B,H12C), C8(H8A,H8B,H8C), C11(H11A,H11B,
 H11C), C10(H10A,H10B,H10C), C25(H25A,H25B,H25C), C23(H23A,H23B,H23C), C24(H24A,
 H24B,H24C)
;