Accessing five- and seven-membered phosphorus-based heterocycles <i>via</i> cycloaddition reactions of azophosphines.
Calder, Ethan D. E.; Male, Louise; Jupp, Andrew R.; Dalton transactions (Cambridge, England : 2003) 53 (2024) 15032–15039; doi:10.1039/d4dt02248c

data_7717158
_publ_section_title
;
 Accessing five- and seven-membered phosphorus-based heterocycles
 <i>via</i> cycloaddition reactions of azophosphines.
;
_journal_issue                   36
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              15032
_journal_page_last               15039
_journal_paper_doi               10.1039/d4dt02248c
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C29 H43 N2 O6 P'
_chemical_formula_sum            'C29 H43 N2 O6 P'
_chemical_formula_weight         546.62
_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             2024-05-01
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-05-17 deposited with the CCDC.	2024-08-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.619(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.7981(3)
_cell_length_b                   38.1963(13)
_cell_length_c                   9.2377(4)
_cell_measurement_reflns_used    11048
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      76.9790
_cell_measurement_theta_min      5.0870
_cell_volume                     2974.7(2)
_computing_cell_refinement       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.81a (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 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3537
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_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    -81.00  16.00   1.00    1.00    --  -41.27  98.00 161.00   97
  2  \w      5.00  81.00   1.00    1.00    --   41.27 -98.00  54.00   76
  3  \w     32.00 106.00   1.00    2.37    --  112.00 -98.00  54.00   74
  4  \w    104.00 178.00   1.00    2.37    --  112.00  98.00 161.00   74
  5  \w   -116.00 -17.00   1.00    1.00    --  -41.27 -38.00  60.00   99
  6  \w      6.00  81.00   1.00    1.00    --   41.27 -99.00-120.00   75
  7  \w    -33.00  66.00   1.00    1.00    --   41.27 -38.00 -60.00   99
  8  \w     17.00 116.00   1.00    1.00    --   41.27  38.00   0.00   99
  9  \w     36.00 145.00   1.00    2.37    --  112.00 -77.00  60.00  109
 10  \w    103.00 178.00   1.00    2.37    --  112.00  77.00  90.00   75
 11  \w     39.00 109.00   1.00    2.37    --  112.00-111.00-120.00   70
 12  \w     39.00 109.00   1.00    2.37    --  112.00-111.00 -30.00   70
 13  \w     39.00 109.00   1.00    2.37    --  112.00-111.00 -90.00   70
 14  \w    103.00 178.00   1.00    2.37    --  112.00  77.00  30.00   75
 15  \w     86.00 178.00   1.00    2.37    --  112.00  45.00-150.00   92
 16  \w     84.00 178.00   1.00    2.37    --  112.00  30.00 120.00   94
 17  \w     13.00 114.00   1.00    1.00    --   41.27  57.00  60.00  101
 18  \w     13.00 114.00   1.00    1.00    --   41.27  57.00 150.00  101
 19  \w    -33.00  66.00   1.00    1.00    --   41.27 -38.00  90.00   99
 20  \w     13.00  62.00   1.00    1.00    --   41.27  57.00 -30.00   49
 21  \w     13.00 114.00   1.00    1.00    --   41.27  57.00-120.00  101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0653105000
_diffrn_orient_matrix_UB_12      -0.0121915000
_diffrn_orient_matrix_UB_13      0.1296903000
_diffrn_orient_matrix_UB_21      -0.0773327000
_diffrn_orient_matrix_UB_22      0.0361271000
_diffrn_orient_matrix_UB_23      0.0014840000
_diffrn_orient_matrix_UB_31      -0.1520553000
_diffrn_orient_matrix_UB_32      -0.0131229000
_diffrn_orient_matrix_UB_33      -0.1161058000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0450
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -48
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            30309
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.380
_diffrn_reflns_theta_min         4.631
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.168
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.629
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.81a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_description       block
_exptl_crystal_F_000             1176
_exptl_crystal_preparation       'Slow evaporation of hexane'
_exptl_crystal_size_max          0.219
_exptl_crystal_size_mid          0.188
_exptl_crystal_size_min          0.115
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         6237
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0558
_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^)+(0.0509P)^2^+1.1250P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1012
_refine_ls_wR_factor_ref         0.1104
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5059
_reflns_number_total             6237
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt02248c2.cif
_cod_data_source_block           edec_108_k_2_gaussian
_cod_database_code               7717158
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C29 H43 O6 N2 P1'
_shelx_estimated_absorpt_t_max   0.877
_shelx_estimated_absorpt_t_min   0.784
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C27(H27), C24(H24)
1.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C20(H20A,H20B), C22(H22A,H22B)
1.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5)
1.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C28(H28A,H28B,H28C),
 C29(H29A,H29B,H29C), C26(H26A,H26B,H26C), C25(H25A,H25B,H25C), C15(H15A,H15B,
 H15C), C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C23(H23A,H23B,H23C)
;
_shelx_res_checksum              66392
_shelx_hkl_checksum              75790
_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 1.225
_oxdiff_exptl_absorpt_empirical_full_min 0.870