Ru<sup>II</sup>-amidobis(phosphine) catalyzed alkylation of indole and epoxide opening followed by α-alkylation through alcohol oxidation.
Sonawane, Sachin C.; Kaur, Bhupinder; Arya, Hanshika; Gourkhede, Rani; Balakrishna, Maravanji S.; Organic & biomolecular chemistry 23 (2025) 8570–8579; doi:10.1039/d5ob00937e

data_7160713
_publ_section_title
;
 Ru<sup>II</sup>-amidobis(phosphine) catalyzed alkylation of indole and
 epoxide opening followed by &#x3b1;-alkylation through alcohol oxidation.
;
_journal_issue                   37
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              8570
_journal_page_last               8579
_journal_paper_doi               10.1039/d5ob00937e
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C47 H36 Cl N3 O P2 Ru, C H2 Cl2, [+ solvents]'
_chemical_formula_sum            'C48 H38 Cl3 N3 O P2 Ru'
_chemical_formula_weight         942.17
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2025-07-22
_audit_creation_method
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7224)
;
_audit_update_record
;
2025-07-23 deposited with the CCDC.	2025-08-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.705(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   27.8316(15)
_cell_length_b                   18.4858(8)
_cell_length_c                   19.7674(10)
_cell_measurement_reflns_used    5007
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.5230
_cell_measurement_theta_min      2.9040
_cell_volume                     9633.0(9)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.983
_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   -149.00 -29.00   1.00    6.00    -- -101.00   0.00-108.00  120
  2  \w    -30.00  58.00   1.00    6.00    --  -32.00   0.00-108.00   88
  3  \w   -115.00 -22.00   1.00    6.00    -- -101.00  72.00   0.00   93
  4  \w   -135.00 -11.00   1.00    6.00    -- -101.00  72.00-180.00  124
  5  \w   -191.00 -67.00   1.00    6.00    -- -101.00 -72.00  72.00  124
  6  \w   -191.00 -67.00   1.00    6.00    -- -101.00 -72.00  36.00  124
  7  \w   -135.00 -21.00   1.00    6.00    -- -101.00  72.00-144.00  114
  8  \w    -87.00   2.00   1.00    6.00    --  -32.00 -72.00 -72.00   89
  9  \w   -135.00 -11.00   1.00    6.00    -- -101.00  72.00 144.00  124
 10  \w    -66.00  22.00   1.00    6.00    --  -32.00  72.00 108.00   88
 11  \w   -182.00 -85.00   1.00    6.00    -- -101.00 -72.00-108.00   97
 12  \w   -115.00 -13.00   1.00    6.00    -- -101.00  72.00 -72.00  102
 13  \w    -78.00 -20.00   1.00    6.00    --  -32.00 -72.00  72.00   58
 14  \w   -109.00 -48.00   1.00    6.00    -- -101.00  72.00 108.00   61
 15  \w   -191.00 -68.00   1.00    6.00    -- -101.00 -72.00   0.00  123
 16  \w    -27.00  43.00   1.00    6.00    --  -32.00  72.00-180.00   70
 17  \w   -127.00 -49.00   1.00    6.00    -- -101.00  43.00-180.00   78
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.3449
_diffrn_reflns_av_unetI/netI     0.1840
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            57040
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.079
_diffrn_reflns_theta_min         2.920
_exptl_absorpt_coefficient_mu    5.078
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.11093
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_description       block
_exptl_crystal_F_000             3840
_exptl_crystal_size_max          0.086
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.043
_refine_diff_density_max         2.765
_refine_diff_density_min         -2.665
_refine_diff_density_rms         0.199
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     523
_refine_ls_number_reflns         9476
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.1767
_refine_ls_R_factor_gt           0.1211
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2954
_refine_ls_wR_factor_ref         0.3620
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4963
_reflns_number_total             9476
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob00937e2.cif
_cod_data_source_block           '[PNP-Ru]'
_cod_depositor_comments          'Adding full bibliography for 7160713.cif.'
_cod_database_code               7160713
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.811
_shelx_estimated_absorpt_t_min   0.669
_olex2_refinement_description
;
1.a Secondary CH2 refined with riding coordinates:
 C48(H48A,H48B)
1.b Aromatic/amide H refined with riding coordinates:
 C33(H33), C41(H41), C44(H44), C24(H24), C38(H38), C15(H15), C21(H21),
 C36(H36), C46(H46), C16(H16), C6(H6), C47(H47), C9(H9), C3(H3), C13(H13),
 C17(H17), C34(H34), C12(H12), C5(H5), C4(H4), C11(H11), C19(H19), C40(H40),
 C39(H39), C27(H27), C18(H18), C31(H31), C45(H45), C37(H37), C35(H35), C10(H10),
  C28(H28), C30(H30), C23(H23), C29(H29), C22(H22)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              77776
_shelx_fab_checksum              83954
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 6.056
_oxdiff_exptl_absorpt_empirical_full_min 0.273