Phenalenyl-ruthenium synergism for effectual catalytic transformations of primary amines to amides.
Bandopadhyay, Nilaj; Paramanik, Krishnendu; Sarkar, Gayetri; Roy, Suvojit; Panda, Subhra Jyoti; Purohit, Chandra Shekhar; Biswas, Bhaskar; Das, Hari Sankar; Dalton transactions (Cambridge, England : 2003) 53 (2024) 13795–13804; doi:10.1039/d4dt01760a

data_7716728
_publ_section_title
;
 Phenalenyl-ruthenium synergism for effectual catalytic transformations of
 primary amines to amides.
;
_journal_issue                   33
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13795
_journal_page_last               13804
_journal_paper_doi               10.1039/d4dt01760a
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C29 H25 Cl O2 Ru'
_chemical_formula_sum            'C29 H25 Cl O2 Ru'
_chemical_formula_weight         542.01
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-01-19
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-02-14 deposited with the CCDC.	2024-07-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.721(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.7749(4)
_cell_length_b                   10.7580(3)
_cell_length_c                   16.9453(5)
_cell_measurement_reflns_used    14784
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.8620
_cell_measurement_theta_min      3.9090
_cell_volume                     2280.27(12)
_computing_cell_refinement       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.9995
_diffrn_measured_fraction_theta_max 0.9697
_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    -56.00  25.00   0.50    0.40    --  -38.50  70.00  68.00  162
  2  \w   -102.00 -21.00   0.50    0.40    --  -38.50 -70.00 -63.00  162
  3  \w    -14.00  67.00   0.50    0.40    --   49.56 -70.00 -63.00  162
  4  \w     32.00 113.00   0.50    0.40    --   49.56  70.00  68.00  162
  5  \w     44.00 125.00   0.50    1.00    --  107.46 -70.00 -63.00  162
  6  \w     90.00 171.00   0.50    1.00    --  107.46  70.00  68.00  162
  7  \w    -86.00  -6.00   0.50    0.40    --  -38.50 125.00  60.00  160
  8  \w    -50.00  24.00   0.50    0.40    --  -38.50  57.00-150.00  148
  9  \w    103.00 172.00   0.50    1.00    --  107.46  77.00   0.00  138
 10  \w     45.00 113.00   0.50    1.00    --  107.46-125.00 -60.00  136
 11  \w     45.00 113.00   0.50    1.00    --  107.46-125.00 150.00  136
 12  \w     43.00 112.00   0.50    1.00    --  107.46 -45.00 -90.00  138
 13  \w     43.00 112.00   0.50    1.00    --  107.46 -45.00  90.00  138
 14  \w    103.00 172.00   0.50    1.00    --  107.46  77.00-180.00  138
 15  \w    123.00 170.00   0.50    1.00    --  107.46  61.00 120.00   94
 16  \w     41.00 106.00   0.50    1.00    --  107.46 -94.00  90.00  130
 17  \w     45.00  77.00   0.50    1.00    --  107.46 -77.00-180.00   64
 18  \w     85.00 130.00   0.50    1.00    --  107.46 -77.00-180.00   90
 19  \w     39.00 111.00   0.50    1.00    --  107.46 -30.00  60.00  144
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0358305000
_diffrn_orient_matrix_UB_12      -0.0584816000
_diffrn_orient_matrix_UB_13      -0.0732003000
_diffrn_orient_matrix_UB_21      0.0752442000
_diffrn_orient_matrix_UB_22      0.1107841000
_diffrn_orient_matrix_UB_23      -0.0032915000
_diffrn_orient_matrix_UB_31      0.0907406000
_diffrn_orient_matrix_UB_32      -0.0689879000
_diffrn_orient_matrix_UB_33      0.0571445000
_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  0.0328
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            18787
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.364
_diffrn_reflns_theta_min         3.970
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.836
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_description       block
_exptl_crystal_F_000             1104
_exptl_crystal_preparation       'As per the reaction scheme'
_exptl_crystal_recrystallization_method 'Slow evaporation'
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.489
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       0.00017(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         4746
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0291
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0415P)^2^+2.6765P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0771
_refine_ls_wR_factor_ref         0.0777
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4556
_reflns_number_total             4746
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt01760a2.cif
_cod_data_source_block           sjp-n4_auto
_cod_depositor_comments
'Adding full bibliography for 7716726--7716728.cif.'
_cod_database_code               7716728
_shelx_shelxl_version_number     2019/2
_chemical_oxdiff_formula         'C H O Cl Ru'
_chemical_oxdiff_usercomment     'DARK RED'
_shelx_estimated_absorpt_t_max   0.342
_shelx_estimated_absorpt_t_min   0.302
_diffrn_oxdiff_digest_frames
;
0117e501bacb87f9f61c5b44a853c0efee000313f73
;
_diffrn_oxdiff_digest_hkl
;
01775a76ec0bb7fe36e7cc21dadc1822ee129a
;
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C16(H16)
1.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C6(H6), C7(H7), C8(H8), C11(H11), C12(H12), C14(H14),
 C15(H15), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25)
1.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C)
;
_olex2_exptl_crystal_mounting_method 'Mounted on the loop'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.522
_oxdiff_exptl_absorpt_empirical_full_min 0.678