Water‐soluble and reusable Ru–NHC catalyst for aqueous‐phase transfer hydrogenation of quinolines with formic acid
Maji, Babulal; Bhandari, Anirban; Sadhukhan, Rayantan; Choudhury, Joyanta; Dalton Transactions  (2022) –; doi:10.1039/D2DT00571A

data_7710124
_publ_section_title
;
 Water&#x2010;soluble and reusable Ru--NHC catalyst for
 aqueous&#x2010;phase transfer hydrogenation of quinolines with formic
 acid
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT00571A
_journal_year                    2022
_chemical_formula_moiety         'C20 H25 Cl N4 O2 Ru, H2 O'
_chemical_formula_sum            'C20 H27 Cl N4 O3 Ru'
_chemical_formula_weight         507.98
_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_Int_Tables_number      14
_audit_creation_date             2021-08-08
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-01-22 deposited with the CCDC.	2022-04-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 115.519(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.3310(12)
_cell_length_b                   11.0698(9)
_cell_length_c                   13.6313(10)
_cell_measurement_reflns_used    7372
_cell_measurement_temperature    140.0
_cell_measurement_theta_max      26.77
_cell_measurement_theta_min      2.36
_cell_volume                     2087.7(3)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_temperature      140.0
_diffrn_measured_fraction_theta_full 0.9942
_diffrn_measured_fraction_theta_max 0.9942
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1002
_diffrn_reflns_av_unetI/netI     0.0944
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            27219
_diffrn_reflns_theta_full        27.9328
_diffrn_reflns_theta_max         27.93
_diffrn_reflns_theta_min         2.36
_exptl_absorpt_coefficient_mu    0.908
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6847
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0766 before and 0.0669 after correction.
The Ratio of minimum to maximum transmission is 0.9183.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.6161
_exptl_crystal_description       block
_exptl_crystal_F_000             1035.9872
_exptl_crystal_size_max          0.165
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_refine_diff_density_max         3.1750
_refine_diff_density_min         -2.7734
_refine_diff_density_rms         0.3650
_refine_ls_d_res_high            0.7586
_refine_ls_d_res_low             8.6436
_refine_ls_goodness_of_fit_ref   1.0807
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    41
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4979
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0807
_refine_ls_R_factor_all          0.1275
_refine_ls_R_factor_gt           0.0719
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0216P)^2^+17.7030P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1218
_refine_ls_wR_factor_ref         0.1413
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              18
_reflns_limit_h_min              -20
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                3324
_reflns_number_total             4979
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d2dt00571a2.cif
_cod_data_source_block           f1_a
_cod_database_code               7710124
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O3(H3a,H3b)
2.b Ternary CH refined with riding coordinates:
 C18(H18)
2.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C2(H2), C15(H15), C5(H5), C13(H13), C12(H12)
2.d Idealised Me refined as rotating group:
 C9(H9a,H9b,H9c), C10(H10a,H10b,H10c), C8(H8a,H8b,H8c), C19(H19a,H19b,H19c),
 C17(H17a,H17b,H17c), C20(H20a,H20b,H20c)
;
_olex2_submission_special_instructions 'No special instructions were received'