Phosphazene base-catalyzed telescopic three-component reaction involving 1,1-difunctionalization of electron-deficient alkenes.
Kondoh, Azusa; Yamaguchi, Sho; Terada, Masahiro; Chemical communications (Cambridge, England) 61 (2024) 334–337; doi:10.1039/d4cc05169f

data_7134022
_publ_section_title
;
 Phosphazene base-catalyzed telescopic three-component reaction involving
 1,1-difunctionalization of electron-deficient alkenes.
;
_journal_issue                   2
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              334
_journal_page_last               337
_journal_paper_doi               10.1039/d4cc05169f
_journal_volume                  61
_journal_year                    2024
_chemical_formula_moiety         '2(C24 H32 N3 O5 P)'
_chemical_formula_sum            'C48 H64 N6 O10 P2'
_chemical_formula_weight         946.99
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2024-07-23
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-07-30 deposited with the CCDC.	2024-11-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.0230(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.38560(10)
_cell_length_b                   21.6393(3)
_cell_length_c                   20.1707(3)
_cell_measurement_reflns_used    64803
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.0640
_cell_measurement_theta_min      2.6440
_cell_volume                     4942.15(11)
_computing_cell_refinement       'CrysAlisPro 1.171.42.98a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.98a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.98a (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 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.879
_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    -55.00   7.00   0.50    3.01    --   -8.58 -57.00-150.00  124
  2  \w    -55.00   7.00   0.50    3.01    --   -8.58 -57.00  90.00  124
  3  \w     22.00  72.00   0.50    3.01    --   -8.58  19.00 120.00  100
  4  \w    -23.00  60.00   0.50    3.01    --   -8.58  57.00-150.00  166
  5  \w    -69.00 -16.00   0.50    3.01    --   10.76 -19.00   0.00  106
  6  \w     -4.00  60.00   0.50    3.01    --   10.76  57.00 -90.00  128
  7  \w    -55.00   7.00   0.50    3.01    --   -8.58 -57.00  30.00  124
  8  \w    -88.00 -16.00   0.50    3.01    --   -8.58 -19.00 -60.00  144
  9  \w    -15.00  34.00   0.50    3.01    --   10.76 -77.00  30.00   98
 10  \w    -15.00  34.00   0.50    3.01    --   10.76 -77.00 -60.00   98
 11  \w    -15.00  34.00   0.50    3.01    --   10.76 -77.00 120.00   98
 12  \w    -55.00   7.00   0.50    3.01    --   -8.58 -57.00 -90.00  124
 13  \w     22.00  92.00   0.50    3.01    --   10.76  19.00-180.00  140
 14  \w    -15.00  34.00   0.50    3.01    --   10.76 -77.00  60.00   98
 15  \w    -15.00  34.00   0.50    3.01    --   10.76 -77.00 -30.00   98
 16  \w    -15.00  34.00   0.50    3.01    --   10.76 -77.00-150.00   98
 17  \w    -69.00 -42.00   0.50    3.01    --   10.76 -19.00-120.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0151647000
_diffrn_orient_matrix_UB_12      -0.0261831000
_diffrn_orient_matrix_UB_13      0.0202629000
_diffrn_orient_matrix_UB_21      -0.0304726000
_diffrn_orient_matrix_UB_22      -0.0193794000
_diffrn_orient_matrix_UB_23      -0.0244348000
_diffrn_orient_matrix_UB_31      0.0525717000
_diffrn_orient_matrix_UB_32      -0.0036898000
_diffrn_orient_matrix_UB_33      -0.0155876000
_diffrn_radiation_monochromator  'multilayered conforcal mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0631
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.879
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            135824
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.879
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.952
_diffrn_reflns_theta_min         2.238
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.150
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76250
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.98a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_description       plate
_exptl_crystal_F_000             2016
_exptl_crystal_preparation       AcOEt/Hexane
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.519
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     613
_refine_ls_number_reflns         13787
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0374
_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^)+(0.0445P)^2^+2.0227P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0932
_refine_ls_wR_factor_ref         0.1003
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11256
_reflns_number_total             13787
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc05169f2.cif
_cod_data_source_block           240717_auto
_cod_depositor_comments          'Adding full bibliography for 7134022.cif.'
_cod_database_code               7134022
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C24H32N3O5P1
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C40(H40)
2.b Secondary CH2 refined with riding coordinates:
 C55(H55A,H55B), C22(H22A,H22B), C20(H20A,H20B), C53(H53A,H53B), C50(H50A,
 H50B), C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C39(H39), C33(H33), C6(H6), C32(H32), C2(H2), C30(H30), C31(H31), C35(H35),
 C5(H5), C63(H63), C4(H4), C38(H38), C37(H37), C3(H3), C66(H66), C36(H36),
 C65(H65), C64(H64)
2.d Idealised Me refined as rotating group:
 C45(H45A,H45B,H45C), C46(H46A,H46B,H46C), C59(H59A,H59B,H59C), C12(H12A,H12B,
 H12C), C13(H13A,H13B,H13C), C26(H26A,H26B,H26C), C54(H54A,H54B,H54C), C21(H21A,
 H21B,H21C), C51(H51A,H51B,H51C), C18(H18A,H18B,H18C)
;
_olex2_exptl_crystal_mounting_method 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 4.320
_oxdiff_exptl_absorpt_empirical_full_min 0.344