Ruthenium molecular complexes immobilized on graphene as active catalysts for the synthesis of carboxylic acids from alcohol dehydrogenation
Ventura-Espinosa, David; Vicent, Cristian; Baya, Miguel; Mata, Jose A.; Catal. Sci. Technol. 6 (2016) 8024–; doi:10.1039/C6CY01455K

data_1544220
_publ_section_title
;
 Ruthenium molecular complexes immobilized on graphene as active catalysts
 for the synthesis of carboxylic acids from alcohol dehydrogenation
;
_journal_issue                   22
_journal_name_full               'Catal. Sci. Technol.'
_journal_page_first              8024
_journal_paper_doi               10.1039/C6CY01455K
_journal_volume                  6
_journal_year                    2016
_chemical_formula_moiety         'C31 H30 Cl2 N2 Ru, 2(C H Cl3), 2(C1.5 H3.5)'
_chemical_formula_sum            'C36 H39 Cl8 N2 Ru'
_chemical_formula_weight         884.36
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_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     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-12-29
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2014.11.28 svn.r3106 for OlexSys, GUI svn.r4963)
;
_audit_update_record
;
2016-07-01 deposited with the CCDC.
2016-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                62.367(5)
_cell_angle_beta                 84.064(4)
_cell_angle_gamma                77.725(4)
_cell_formula_units_Z            2
_cell_length_a                   11.3681(4)
_cell_length_b                   14.3155(7)
_cell_length_c                   14.8357(7)
_cell_measurement_temperature    293(2)
_cell_volume                     2090.04(19)
_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
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.907
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            45813
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.53
_diffrn_reflns_theta_min         2.91
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.913
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             898
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_refine_diff_density_max         1.797
_refine_diff_density_min         -0.980
_refine_diff_density_rms         0.118
_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     491
_refine_ls_number_reflns         10614
_refine_ls_number_restraints     81
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0766
_refine_ls_R_factor_gt           0.0613
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1110P)^2^+2.2260P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1725
_refine_ls_wR_factor_ref         0.1917
_reflns_number_gt                8674
_reflns_number_total             10614
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6cy01455k3.cif
_cod_data_source_block           str1743
_cod_depositor_comments
'Adding full bibliography for 1544219--1544220.cif.'
_cod_original_cell_volume        2090.06(17)
_cod_database_code               1544220
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 C49-C51
 1.4 with sigma of 0.01
 C48-C49 = C50-C51
 1.4 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(Cl38) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(Cl47) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C51) \\sim Ueq, Uanis(C49) \\sim Ueq, Uanis(C50) \\sim Ueq, Uanis(C48)
\\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(C51) \\sim Ueq, Uanis(C48) \\sim Ueq, Uanis(C50) \\sim Ueq, Uanis(C49)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C54) \\sim Ueq, Uanis(C53) \\sim Ueq, Uanis(C52) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.1
4. Others
 Fixed Sof: Cl44(0.5) Cl46(0.5) Cl42(0.5) H41(0.5) H41A(0.5) Cl43(0.5)
 Cl45(0.5) Cl47(0.5) C50(0.25) H50A(0.25) H50B(0.25) C49(0.25) H49A(0.25)
 H49B(0.25) C51(0.5) H51C(0.25) H51D(0.25) H51B(0.25) H51A(0.25) C52(0.5)
 H52A(0.5) H52B(0.5) C53(0.5) H53A(0.5) H53B(0.5) C54(0.5) H54A(0.5) H54B(0.5)
 H54C(0.5) C48(0.5) H48D(0.25) H48E(0.25) H48F(0.25) H48A(0.25) H48B(0.25)
 H48C(0.25)
5.a Ternary CH refined with riding coordinates:
 C34(H34), C41(H41), C41(H41A), C37(H37)
5.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C50(H50A,H50B), C49(H49A,H49B), C51(H51C,H51D), C51(H51B,
 H51A), C52(H52A,H52B), C53(H53A,H53B)
5.c Me refined with riding coordinates:
 C54(H54A,H54B,H54C), C48(H48D,H48E,H48F), C48(H48A,H48B,H48C)
5.d Aromatic/amide H refined with riding coordinates:
 C22(H22), C26(H26), C25(H25), C33(H33), C8(H8), C13(H13), C24(H24), C30(H30),
 C23(H23), C18(H18), C7(H7), C32(H32), C17(H17), C12(H12), C29(H29)
5.e Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C36(H36A,H36B,H36C), C27(H27A,H27B,H27C), C35(H35A,H35B,H35C)
;
_olex2_submission_special_instructions 'No special instructions were received'