Exploring steric and electronic parameters of biaryl phosphacycles
Lamola, Jairus L.; Adeyinka, Adedapo S.; Malan, Frederick P.; Moshapo, Paseka T.; Holzapfel, Cedric W.; Maumela, Munaka Christopher; New Journal of Chemistry 46 (2022) 4677–4686; doi:10.1039/D1NJ05769C

data_7061279
_publ_section_title
;
 Exploring steric and electronic parameters of biaryl phosphacycles
;
_journal_issue                   10
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              4677
_journal_page_last               4686
_journal_paper_doi               10.1039/D1NJ05769C
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C20 H23 P Se'
_chemical_formula_sum            'C20 H23 P Se'
_chemical_formula_weight         373.31
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2020-11-06
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_audit_update_record
;
2020-12-22 deposited with the CCDC.	2022-02-02 downloaded from the CCDC.
;
_cell_angle_alpha                96.9510(10)
_cell_angle_beta                 94.3730(10)
_cell_angle_gamma                98.6030(10)
_cell_formula_units_Z            4
_cell_length_a                   7.58700(10)
_cell_length_b                   13.5053(2)
_cell_length_c                   17.4716(2)
_cell_measurement_reflns_used    38769
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      76.1580
_cell_measurement_theta_min      2.5640
_cell_volume                     1748.93(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_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 0.976
_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    -21.00  28.00   0.50    0.05    --  -47.20  29.00 -93.00   98
  2  \w     35.00 122.00   0.50    0.05    --   47.20  29.00 -93.00  174
  3  \w     92.00 178.00   0.50    0.05    --  104.75  29.00 -93.00  172
  4  \w     92.00 177.00   0.50    0.05    --  104.75  45.00 -60.00  170
  5  \w     92.00 178.00   0.50    0.05    --  104.75  30.00-150.00  172
  6  \w     88.00 178.00   0.50    0.05    --  104.75  61.00-150.00  180
  7  \w     79.00 178.00   0.50    0.05    --  104.75 125.00 -60.00  198
  8  \w     79.00 178.00   0.50    0.05    --  104.75 125.00  90.00  198
  9  \w     92.00 177.00   0.50    0.05    --  104.75  45.00 150.00  170
 10  \w     32.00 112.00   0.50    0.05    --  104.75-125.00  60.00  160
 11  \w     32.00 106.00   0.50    0.05    --  104.75 -94.00  30.00  148
 12  \w     32.00 118.00   0.50    0.05    --  104.75-133.00 154.73  172
 13  \w     32.00 112.00   0.50    0.05    --  104.75-125.00 -30.00  160
 14  \w     32.00 112.00   0.50    0.05    --  104.75-125.00  30.00  160
 15  \w     32.00 112.00   0.50    0.05    --  104.75-125.00 -60.00  160
 16  \w     32.00 106.00   0.50    0.05    --  104.75 -94.00  60.00  148
 17  \w     32.00  80.00   0.50    0.05    --  104.75 -61.00  30.00   96
 18  \w     32.00  80.00   0.50    0.05    --  104.75 -61.00  60.00   96
 19  \w     32.00  80.00   0.50    0.05    --  104.75 -61.00 -30.00   96
 20  \w     32.00 112.00   0.50    0.05    --  104.75-125.00-120.00  160
 21  \w     32.00 128.00   0.50    0.05    --  104.75 -77.00-150.00  192
 22  \w     35.00 120.00   0.50    0.05    --   47.20  38.00   0.00  170
 23  \w     32.00 106.00   0.50    0.05    --  104.75 -94.00-150.00  148
 24  \w     32.00 112.00   0.50    0.05    --  104.75-125.00-180.00  160
 25  \w     32.00 106.00   0.50    0.05    --  104.75 -94.00-120.00  148
 26  \w     32.00  80.00   0.50    0.05    --  104.75 -61.00-120.00   96
 27  \w     18.00  95.00   0.50    0.05    --   47.20-125.00-180.00  154
 28  \w     18.00  95.00   0.50    0.05    --   47.20-125.00 -90.00  154
 29  \w     32.00 106.00   0.50    0.05    --  104.75 -94.00 150.00  148
 30  \w     32.00 120.00   0.50    0.05    --   47.20  57.00 -90.00  176
 31  \w     25.00 120.00   0.50    0.05    --   47.20  77.00 -30.00  190
 32  \w     25.00 120.00   0.50    0.05    --   47.20  77.00 150.00  190
 33  \w     25.00 120.00   0.50    0.05    --   47.20  77.00  90.00  190
 34  \w     25.00 120.00   0.50    0.05    --   47.20  77.00  30.00  190
 35  \w     25.00 120.00   0.50    0.05    --   47.20  77.00 -90.00  190
 36  \w     25.00 120.00   0.50    0.05    --   47.20  77.00-180.00  190
 37  \w    -27.00  29.00   0.50    0.05    --   47.20 -29.00 105.00  112
 38  \w    -27.00  12.00   0.50    0.05    --   47.20 -19.00 -30.00   78
 39  \w    -62.00  25.00   0.50    0.05    --  -47.20  57.00   0.00  174
 40  \w    -72.00 -29.00   0.50    0.05    -- -102.00  61.00 -90.00   86
 41  \w   -112.00 -29.00   0.50    0.05    -- -102.00 125.00 -30.00  166
 42  \w   -112.00 -29.00   0.50    0.05    -- -102.00 125.00 120.00  166
 43  \w   -112.00 -29.00   0.50    0.05    -- -102.00 125.00  90.00  166
 44  \w   -112.00 -29.00   0.50    0.05    -- -102.00 125.00  60.00  166
 45  \w   -124.00 -29.00   0.50    0.05    -- -102.00 142.00 -32.62  190
 46  \w   -112.00 -29.00   0.50    0.05    -- -102.00 125.00-120.00  166
 47  \w   -124.00 -29.00   0.50    0.05    -- -102.00 142.00-101.95  190
 48  \w   -124.00 -29.00   0.50    0.05    -- -102.00 142.00  90.61  190
 49  \w   -122.00 -35.00   0.50    0.05    --  -47.20 -29.00 105.00  174
 50  \w   -120.00 -74.00   0.50    0.05    --  -47.20-125.00   0.00   92
 51  \w   -120.00 -74.00   0.50    0.05    --  -47.20-125.00-150.00   92
 52  \w   -168.00 -88.00   0.50    0.05    -- -102.00 -15.00   0.00  160
 53  \w   -175.00 -89.00   0.50    0.05    -- -102.00 -29.00 105.00  172
 54  \w   -174.00 -89.00   0.50    0.05    -- -102.00 -45.00  90.00  170
 55  \w   -175.00 -89.00   0.50    0.05    -- -102.00 -30.00  60.00  172
 56  \w   -175.00 -80.00   0.50    0.05    -- -102.00 -75.00 -77.37  190
 57  \w   -175.00 -80.00   0.50    0.05    -- -102.00 -74.00  42.13  190
 58  \w   -174.00 -87.00   0.50    0.05    -- -102.00 -56.00 -11.03  174
;
_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      -0.1824464000
_diffrn_orient_matrix_UB_12      -0.0186035000
_diffrn_orient_matrix_UB_13      0.0333591000
_diffrn_orient_matrix_UB_21      0.0196347000
_diffrn_orient_matrix_UB_22      -0.1114453000
_diffrn_orient_matrix_UB_23      0.0027526000
_diffrn_orient_matrix_UB_31      0.0943155000
_diffrn_orient_matrix_UB_32      0.0280794000
_diffrn_orient_matrix_UB_33      0.0827261000
_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  0.0416
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            47602
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.560
_diffrn_reflns_theta_min         2.560
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.704
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73552
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.274
_exptl_crystal_size_min          0.213
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.611
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         7195
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0284
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0361P)^2^+1.2411P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0747
_refine_ls_wR_factor_ref         0.0758
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6841
_reflns_number_total             7195
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1nj05769c2.cif
_cod_data_source_block           cm_uj04_lt
_cod_depositor_comments
;
Adding full bibliography for 7061279--7061288.cif.

2025-01-11
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C40 H46 P2 Se2'
_cod_original_formula_weight         746.63
_cod_original_formula_moiety         '2(C20 H23 P Se)'
_cod_original_formula_units_Z            2
_cod_database_code               7061279
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C20 H20 N O P Se'
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C28(H28), C6(H6), C2(H2), C24(H24)
2.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C3(H3A,H3B), C21(H21A,H21B), C20(H20A,H20B), C19(H19A,H19B),
 C4(H4A,H4B), C27(H27A,H27B), C43(H43A,H43B), C25(H25A,H25B), C41(H41A,H41B),
 C42(H42A,H42B), C26(H26A,H26B)
2.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C33(H33), C36(H36), C8(H8), C14(H14), C32(H32), C18(H18),
 C30(H30), C9(H9), C31(H31), C15(H15), C40(H40), C37(H37), C17(H17), C38(H38),
 C16(H16), C39(H39)
;
_shelx_res_checksum              11080
_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 4.409
_oxdiff_exptl_absorpt_empirical_full_min 0.481