On-complex three-component cascade reactions involving phosphorescent cyclometalated Ir(iii) chloro-isocyanide complexes, nitriles, and propylamine
Phan, Son N. T.; Dang, Vinh Q.; Teets, Thomas S.; Chemical Science  (2026) –; doi:10.1039/D6SC00822D

data_1576959
_publ_section_title
;
 On-complex three-component cascade reactions involving phosphorescent
 cyclometalated Ir(iii) chloro-isocyanide complexes, nitriles, and
 propylamine.
;
_journal_issue                   19
_journal_name_full               'Chemical science'
_journal_page_first              9591
_journal_page_last               9599
_journal_paper_doi               10.1039/d6sc00822d
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         'C36 H33 F4 Ir N5, F6 P'
_chemical_formula_sum            'C36 H33 F10 Ir N5 P'
_chemical_formula_weight         948.84
_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   mixed
_audit_creation_date             2025-10-15
_audit_creation_method
; 
Olex2 1.5 
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314) 
;
_audit_update_record
;
2025-12-23 deposited with the CCDC.	2026-03-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.354(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.688(8)
_cell_length_b                   15.418(11)
_cell_length_c                   22.417(18)
_cell_measurement_reflns_used    8091
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.19
_cell_measurement_theta_min      3.03
_cell_volume                     3594(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      149.99
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_av_unetI/netI     0.0571
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            25038
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         3.025
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.846
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5204
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. 
wR2(int) was 0.0888 before and 0.0542 after correction. 
The Ratio of minimum to maximum transmission is 0.6980. 
The \l/2 correction factor is Not present. 
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.753
_exptl_crystal_description       plate
_exptl_crystal_F_000             1864
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.533
_refine_diff_density_min         -0.832
_refine_diff_density_rms         0.120
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     488
_refine_ls_number_reflns         8229
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0316
_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^)+(0.0309P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0709
_refine_ls_wR_factor_ref         0.0753
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6653
_reflns_number_total             8229
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6sc00822d2.cif
_cod_data_source_block           F2ppy-dmp-Me
_cod_depositor_comments
'Adding full bibliography for 1576959--1576965.cif.'
_cod_database_code               1576959
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.861
_shelx_estimated_absorpt_t_min   0.382
_olex2_refinement_description
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups, All C(H,H) groups, All N(H) groups 
 At 1.5 times of: 
  All C(H,H,H) groups 
2. Restrained distances 
 N3-H3 = N1-H1 
 0.88 with sigma of 0.02 
3.a Secondary CH2 refined with riding coordinates: 
 C33(H33A,H33B), C32(H32A,H32B) 
3.b Aromatic/amide H refined with riding coordinates: 
 C11(H11), C210(H210), C110(H110), C21(H21), C14(H14), C28(H28), C43(H43), 
 C12(H12), C44(H44), C24(H24), C22(H22), C45(H45), C23(H23), C13(H13), C18(H18) 
3.c Idealised Me refined as rotating group: 
 C51(H51A,H51B,H51C), C48(H48A,H48B,H48C), C31(H31A,H31B,H31C), C47(H47A,H47B, 
 H47C) 
;
_shelx_res_checksum              92286
_olex2_submission_special_instructions 'No special instructions were received'