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_7716726
_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         'C23 H20 Br Cl O2 Ru'
_chemical_formula_sum            'C23 H20 Br Cl O2 Ru'
_chemical_formula_weight         544.82
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-10-07
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-03-05 deposited with the CCDC.	2024-07-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.2674(4)
_cell_length_b                   13.0873(8)
_cell_length_c                   16.9891(9)
_cell_measurement_reflns_used    6627
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      33.2360
_cell_measurement_theta_min      3.6100
_cell_volume                     2060.53(19)
_computing_cell_refinement       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (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 0.9962
_diffrn_measured_fraction_theta_max 0.8078
_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    -36.00  20.00   0.50    2.00    --   10.82 -75.00  74.00  112
  2  \w    -34.00   1.00   0.50    2.00    --  -11.60  75.00-157.00   70
  3  \w    -22.00   7.00   0.50    2.00    --  -11.60 -77.00-120.00   58
  4  \w    -35.00  21.00   0.50    2.00    --  -11.60  77.00 120.00  112
  5  \w    -38.00  -5.00   0.50    2.00    --  -11.60 -77.00 -90.00   66
  6  \w    -39.00   6.00   0.50    2.00    --  -11.60 -77.00 -60.00   90
;
_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      0.0471618000
_diffrn_orient_matrix_UB_12      -0.0263227000
_diffrn_orient_matrix_UB_13      -0.0258067000
_diffrn_orient_matrix_UB_21      -0.0086991000
_diffrn_orient_matrix_UB_22      -0.0451762000
_diffrn_orient_matrix_UB_23      0.0225388000
_diffrn_orient_matrix_UB_31      -0.0596269000
_diffrn_orient_matrix_UB_32      -0.0142656000
_diffrn_orient_matrix_UB_33      -0.0238734000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_unetI/netI     0.0683
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.870
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17141
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.808
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.134
_diffrn_reflns_theta_min         3.336
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.846
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69181
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.52a (Rigaku Oxford Diffraction, 2022)
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    1.756
_exptl_crystal_description       block
_exptl_crystal_F_000             1080
_exptl_crystal_preparation       'As per the reaction scheme'
_exptl_crystal_recrystallization_method 'Slow evaporation'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.931
_refine_diff_density_min         -0.967
_refine_diff_density_rms         0.124
_refine_ls_abs_structure_details
;
 Flack x determined using 1772 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.002(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         6329
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0384
_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^)+(0.0291P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0703
_refine_ls_wR_factor_ref         0.0746
_reflns_Friedel_coverage         0.666
_reflns_Friedel_fraction_full    0.962
_reflns_Friedel_fraction_max     0.729
_reflns_number_gt                5130
_reflns_number_total             6329
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt01760a2.cif
_cod_data_source_block           sjp-n10_auto
_cod_depositor_comments
'Adding full bibliography for 7716726--7716728.cif.'
_cod_database_code               7716726
_shelx_shelxl_version_number     2019/2
_chemical_oxdiff_formula         'C H Br O Ru Cl'
_chemical_oxdiff_usercomment     'DARK RED BLOCK'
_shelx_estimated_absorpt_t_max   0.514
_shelx_estimated_absorpt_t_min   0.482
_diffrn_oxdiff_digest_frames
;
01e89accda7e5ecb63e18c96eda41eda6900026a104
;
_diffrn_oxdiff_digest_hkl
;
011b5b137ebbc0a4976753e86f0bd920b2f258
;
_reflns_odcompleteness_completeness 99.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.97
_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
2.a Ternary CH refined with riding coordinates:
 C21(H21)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C15(H15), C19(H19), C11(H11), C9(H9), C3(H3), C2(H2), C12(H12),
 C16(H16), C18(H18)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C22(H22A,H22B,H22C), C20(H20A,H20B,H20C)
;
_shelx_res_checksum              78053
_shelx_hkl_checksum              27037
_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 1.418
_oxdiff_exptl_absorpt_empirical_full_min 0.773