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_7061286
_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         'C24 H31 P Se'
_chemical_formula_sum            'C24 H31 P Se'
_chemical_formula_weight         429.42
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2020-12-22
_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                90
_cell_angle_beta                 91.2638(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.17426(13)
_cell_length_b                   26.26593(15)
_cell_length_c                   8.98086(5)
_cell_measurement_reflns_used    53976
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      76.1210
_cell_measurement_theta_min      2.9190
_cell_volume                     4286.09(5)
_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 1.000
_diffrn_measured_fraction_theta_max 0.992
_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     35.00 120.00   0.50    0.05    --   47.20  38.00   0.00  170
  2  \w     32.00 120.00   0.50    0.05    --   47.20  57.00  30.00  176
  3  \w     32.00 120.00   0.50    0.05    --   47.20  57.00  90.00  176
  4  \w     28.00 120.00   0.50    0.05    --   47.20  69.00 137.00  184
  5  \w     32.00 106.00   0.50    0.20    --  104.75 -94.00  60.00  148
  6  \w     32.00 116.00   0.50    0.20    --  104.75-131.00  76.44  168
  7  \w     32.00 112.00   0.50    0.20    --  104.75-125.00  30.00  160
  8  \w     32.00 116.00   0.50    0.20    --  104.75-131.00 -21.95  168
  9  \w     32.00 129.00   0.50    0.20    --  104.75-149.00 -77.49  194
 10  \w     32.00 112.00   0.50    0.20    --  104.75-125.00 -90.00  160
 11  \w     32.00 112.00   0.50    0.20    --  104.75-125.00-150.00  160
 12  \w     32.00 112.00   0.50    0.20    --  104.75-125.00-120.00  160
 13  \w     18.00  95.00   0.50    0.05    --   47.20-125.00   0.00  154
 14  \w     32.00 112.00   0.50    0.20    --  104.75-125.00 150.00  160
 15  \w     32.00 112.00   0.50    0.20    --  104.75-125.00   0.00  160
 16  \w     32.00 106.00   0.50    0.20    --  104.75 -94.00   0.00  148
 17  \w     32.00 106.00   0.50    0.20    --  104.75 -94.00-120.00  148
 18  \w     32.00 106.00   0.50    0.20    --  104.75 -94.00-180.00  148
 19  \w     32.00 128.00   0.50    0.20    --  104.75 -77.00-120.00  192
 20  \w     32.00  80.00   0.50    0.20    --  104.75 -61.00-120.00   96
 21  \w     32.00  80.00   0.50    0.20    --  104.75 -61.00 -90.00   96
 22  \w     32.00 101.00   0.50    0.20    --  104.75 -69.00   5.00  138
 23  \w     91.00 176.00   0.50    0.20    --  104.75  15.00 120.00  170
 24  \w     85.00 178.00   0.50    0.20    --  104.75  69.00 137.00  186
 25  \w     92.00 178.00   0.50    0.20    --  104.75  30.00 -90.00  172
 26  \w     92.00 177.00   0.50    0.20    --  104.75  45.00-120.00  170
 27  \w     91.00 176.00   0.50    0.20    --  104.75  15.00-150.00  170
 28  \w     92.00 177.00   0.50    0.20    --  104.75  45.00-150.00  170
 29  \w     79.00 178.00   0.50    0.20    --  104.75 125.00-120.00  198
 30  \w     79.00 178.00   0.50    0.20    --  104.75 125.00 -90.00  198
 31  \w    -24.00  67.00   0.50    0.05    --   47.20 -69.00   5.00  182
 32  \w    -27.00  12.00   0.50    0.05    --   47.20 -19.00  90.00   78
 33  \w    -67.00  26.00   0.50    0.05    --  -47.20  69.00 137.00  186
 34  \w     -4.00  28.00   0.50    0.05    --  -47.20  19.00 120.00   64
 35  \w     -4.00  28.00   0.50    0.05    --  -47.20  19.00 -60.00   64
 36  \w    -93.00 -29.00   0.50    0.20    -- -102.00  69.00 137.00  128
 37  \w   -122.00 -29.00   0.50    0.20    -- -102.00 139.00  37.96  186
 38  \w   -127.00 -29.00   0.50    0.20    -- -102.00 146.00 104.82  196
 39  \w   -126.00 -29.00   0.50    0.20    -- -102.00 145.00   5.31  194
 40  \w   -126.00 -29.00   0.50    0.20    -- -102.00 144.00 -83.10  194
 41  \w   -127.00 -29.00   0.50    0.20    -- -102.00 146.00-158.61  196
 42  \w   -174.00 -89.00   0.50    0.20    -- -102.00 -45.00  30.00  170
 43  \w   -175.00 -78.00   0.50    0.20    -- -102.00 -79.00 -54.73  194
 44  \w   -175.00 -78.00   0.50    0.20    -- -102.00 -79.00-126.12  194
 45  \w   -175.00 -79.00   0.50    0.20    -- -102.00 -77.00-150.00  192
 46  \w   -175.00 -79.00   0.50    0.20    -- -102.00 -78.00 -36.65  192
 47  \w   -175.00 -79.00   0.50    0.20    -- -102.00 -77.00 -90.00  192
 48  \w   -175.00 -82.00   0.50    0.20    -- -102.00 -69.00   5.00  186
 49  \w   -175.00 -85.00   0.50    0.20    -- -102.00 -61.00 -30.00  180
 50  \w   -175.00 -85.00   0.50    0.20    -- -102.00 -61.00  20.98  180
 51  \w   -175.00-134.00   0.50    0.20    -- -102.00 -80.00  98.32   82
 52  \w   -175.00 -78.00   0.50    0.20    -- -102.00 -80.00 173.46  194
 53  \w   -175.00 -79.00   0.50    0.20    -- -102.00 -77.00 137.53  192
 54  \w   -174.00 -88.00   0.50    0.20    -- -102.00 -51.00 162.57  172
 55  \w   -174.00 -88.00   0.50    0.20    -- -102.00 -54.00  89.85  172
 56  \w   -174.00 -88.00   0.50    0.20    -- -102.00 -54.00  59.82  172
 57  \w   -120.00 -74.00   0.50    0.05    --  -47.20-125.00  30.00   92
 58  \w   -120.00 -74.00   0.50    0.05    --  -47.20-125.00 120.00   92
 59  \w   -120.00 -24.00   0.50    0.05    --  -47.20 -77.00  90.00  192
 60  \w   -120.00 -28.00   0.50    0.05    --  -47.20 -69.00   5.00  184
 61  \w   -120.00 -24.00   0.50    0.05    --  -47.20 -77.00 -30.00  192
 62  \w   -120.00 -24.00   0.50    0.05    --  -47.20 -77.00 -90.00  192
 63  \w   -120.00 -24.00   0.50    0.05    --  -47.20 -77.00-150.00  192
 64  \w   -120.00 -24.00   0.50    0.05    --  -47.20 -77.00-180.00  192
;
_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      0.0577082000
_diffrn_orient_matrix_UB_12      -0.0309222000
_diffrn_orient_matrix_UB_13      -0.0847050000
_diffrn_orient_matrix_UB_21      0.0597976000
_diffrn_orient_matrix_UB_22      0.0166042000
_diffrn_orient_matrix_UB_23      0.1142392000
_diffrn_orient_matrix_UB_31      -0.0168100500
_diffrn_orient_matrix_UB_32      -0.0469889500
_diffrn_orient_matrix_UB_33      0.0960220000
_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  0.0679
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            67142
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.287
_diffrn_reflns_theta_min         2.957
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.091
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69541
_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    1.331
_exptl_crystal_description       block
_exptl_crystal_F_000             1792
_exptl_crystal_size_max          0.346
_exptl_crystal_size_mid          0.247
_exptl_crystal_size_min          0.234
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4463
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0270
_refine_ls_R_factor_gt           0.0268
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0363P)^2^+4.4909P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0699
_refine_ls_wR_factor_ref         0.0701
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4410
_reflns_number_total             4463
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1nj05769c2.cif
_cod_data_source_block           cm_uj09_lt
_cod_depositor_comments
'Adding full bibliography for 7061279--7061288.cif.'
_cod_database_code               7061286
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C10 H10 N O P Se'
_reflns_odcompleteness_completeness 99.98
_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:
 C15(H15), C21(H21)
2.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C19(H19A,H19B), C16(H16A,H16B), C22(H22A,H22B), C17(H17A,
 H17B), C18(H18A,H18B), C26(H26A,H26B), C25(H25A,H25B), C23(H23A,H23B),
 C24(H24A,H24B)
2.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C3(H3), C5(H5), C6(H6), C4(H4), C14(H14), C11(H11), C13(H13),
 C12(H12)
;
_shelx_res_checksum              17917
_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 4.555
_oxdiff_exptl_absorpt_empirical_full_min 0.396