Synthesis and reactivity of a strongly pyramidalized P(III)-compound embedded into a pyrrolide (ONO)<sup>3-</sup> pincer ligand.
Kaste, Malte; Heilmann, Tobias; Kircher, Johannes; Golz, Christopher; Mata, Ricardo A.; Alcarazo, Manuel; Chemical communications (Cambridge, England) 62 (2026) 5696–5700; doi:10.1039/d5cc07240a

data_7135434
_publ_section_title
;
 Synthesis and reactivity of a strongly pyramidalized P(III)-compound
 embedded into a pyrrolide (ONO)<sup>3-</sup> pincer ligand.
;
_journal_issue                   20
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5696
_journal_page_last               5700
_journal_paper_doi               10.1039/d5cc07240a
_journal_volume                  62
_journal_year                    2026
_chemical_formula_moiety         'C24 H26 N O2 P'
_chemical_formula_sum            'C24 H26 N O2 P'
_chemical_formula_weight         391.43
_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             2021-09-14
_audit_creation_method
;
FinalCif V88 by Daniel Kratzert, Freiburg 2021,
https://github.com/dkratzert/FinalCif
;
_audit_update_record
;
2025-12-15 deposited with the CCDC.	2026-02-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 116.945(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.6262(17)
_cell_length_b                   13.7083(8)
_cell_length_c                   19.441(2)
_cell_measurement_reflns_used    9779
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      31.430
_cell_measurement_theta_min      2.576
_cell_volume                     4187.5(6)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'Bruker BIS V6.2.14/2020-04-30'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Ag'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            91782
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.559
_diffrn_reflns_theta_min         1.894
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.150
_exptl_absorpt_correction_T_max  0.8018
_exptl_absorpt_correction_T_min  0.7593
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0666 before and 0.0449 after correction.
The Ratio of minimum to maximum transmission is 0.9470.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_description       block
_exptl_crystal_F_000             1664
_exptl_crystal_recrystallization_method
'Crystallized from pentane at -21 degC in schlenk finger.'
_exptl_crystal_size_max          0.256
_exptl_crystal_size_mid          0.227
_exptl_crystal_size_min          0.199
_refine_diff_density_max         0.576
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     602
_refine_ls_number_reflns         13965
_refine_ls_number_restraints     25
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0418
_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^)+(0.0519P)^2^+1.5551P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1063
_refine_ls_wR_factor_ref         0.1130
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11886
_reflns_number_total             13965
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc07240a2.cif
_cod_data_source_block           1457_p21n
_cod_depositor_comments
'Adding full bibliography for 7135434--7135435.cif.'
_cod_original_cell_volume        4187.5(7)
_cod_database_code               7135434
_shelx_shelxl_version_number     2018/3
_olex2_submission_special_instructions 'No special instructions were received'
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_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. Restrained distances
 P2A-N2A \\sim P2A-N2B
 with sigma of 0.02
 N2A-P2B \\sim N2B-P2B
 with sigma of 0.02
 C33A-P2B \\sim C33B-P2B
 with sigma of 0.04
 P2A-C33A \\sim P2A-C33B
 with sigma of 0.04
 P2A-C36A \\sim P2A-C36B
 with sigma of 0.04
 C36A-P2B \\sim C36B-P2B
 with sigma of 0.04
 C34A-C33A \\sim C34B-C33B
 with sigma of 0.02
 C33A-C29A \\sim C33B-C29A
 with sigma of 0.02
 C37-C36A \\sim C37-C36B
 with sigma of 0.02
 C33A-C29B \\sim C33B-C29B
 with sigma of 0.02
 C33A-C35A \\sim C33B-C35B
 with sigma of 0.04
 N2A-C33A \\sim N2B-C33B
 with sigma of 0.02
 N2A-C36A \\sim N2B-C36B
 with sigma of 0.02
 C37-C35A \\sim C37-C35B
 with sigma of 0.04
 C34A-C29B \\sim C34B-C29B
 with sigma of 0.04
 C34A-C35A \\sim C34B-C35B
 with sigma of 0.02
 C34A-C36A \\sim C34B-C36B
 with sigma of 0.04
 C36A-C35A \\sim C36B-C35B
 with sigma of 0.02
 C34A-C29A \\sim C34B-C29A
 with sigma of 0.04
 N2A-C37 \\sim N2B-C37
 with sigma of 0.04
 N2A-C34A \\sim N2B-C34B
 with sigma of 0.04
 N2A-C35A \\sim N2B-C35B
 with sigma of 0.04
 N2A-C29A \\sim N2B-C29A
 with sigma of 0.04
 N2A-C29B \\sim N2B-C29B
 with sigma of 0.04
 C33A-C36A \\sim C33B-C36B
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
O3A \\sim O3B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
P2A \\sim P2B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
Uanis(C29B) = Uanis(C29A)
Uanis(C27B) = Uanis(C27A)
Uanis(C32A) = Uanis(C32B)
Uanis(C30B) = Uanis(C30A)
Uanis(C28B) = Uanis(C28A)
Uanis(C31A) = Uanis(C31B)
Uanis(C33B) = Uanis(C33A)
Uanis(C34A) = Uanis(C34B)
Uanis(C36B) = Uanis(C36A)
Uanis(C35B) = Uanis(C35A)
4. Others
 Sof(P2B)=Sof(O3B)=Sof(N2B)=Sof(C25B)=Sof(H25D)=Sof(H25E)=Sof(H25F)=Sof(C26B)=
 Sof(C32B)=Sof(H32B)=Sof(C27B)=Sof(C28B)=Sof(C29B)=Sof(C30B)=Sof(H30B)=
 Sof(C31B)=Sof(H31B)=Sof(C33B)=Sof(C34B)=Sof(H34B)=Sof(C35B)=Sof(H35B)=
 Sof(C36B)=Sof(C47B)=Sof(H47D)=Sof(H47E)=Sof(H47F)=Sof(C48B)=Sof(H48D)=
 Sof(H48E)=Sof(H48F)=1-FVAR(1)
 Sof(P2A)=Sof(O3A)=Sof(N2A)=Sof(C25A)=Sof(H25A)=Sof(H25B)=Sof(H25C)=Sof(C26A)=
 Sof(C27A)=Sof(C28A)=Sof(C29A)=Sof(C30A)=Sof(H30A)=Sof(C31A)=Sof(H31A)=
 Sof(C32A)=Sof(H32A)=Sof(C33A)=Sof(C34A)=Sof(H34A)=Sof(C35A)=Sof(H35A)=
 Sof(C36A)=Sof(C47A)=Sof(H47A)=Sof(H47B)=Sof(H47C)=Sof(C48A)=Sof(H48A)=
 Sof(H48B)=Sof(H48C)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C13(H13), C14(H14), C15(H15), C20(H20), C21(H21), C22(H22),
 C30A(H30A), C31A(H31A), C32A(H32A), C32B(H32B), C30B(H30B), C31B(H31B),
 C34A(H34A), C34B(H34B), C35A(H35A), C35B(H35B), C40(H40), C41(H41), C42(H42)
5.b Fitted hexagon refined as free rotating group:
 C32B(C27B,C28B,C29B,C30B,C31B)
5.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25A(H25A,H25B,H25C),
 C25B(H25D,H25E,H25F), C44(H44A,H44B,H44C), C45(H45A,H45B,H45C), C46(H46A,H46B,
 H46C), C47A(H47A,H47B,H47C), C47B(H47D,H47E,H47F), C48A(H48A,H48B,H48C),
 C48B(H48D,H48E,H48F)
;
_shelx_res_checksum              31750
_shelx_hkl_checksum              32358