Crystalline phosphino-functionalized mesoionic olefins (p-MIOs)
Merschel, Arne; Vishnevskiy, Yury V.; Neumann, Beate; Stammler, Georg; Ghadwal, Rajendra S.; Dalton Transactions  (2022) –; doi:10.1039/D2DT01314B

data_7710156
_publ_section_title
;
 Crystalline phosphino-functionalized mesoionic olefins (p-MIOs)
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT01314B
_journal_year                    2022
_chemical_formula_moiety         'C52 H55 N2 P'
_chemical_formula_sum            'C52 H55 N2 P'
_chemical_formula_weight         738.95
_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     direct
_audit_creation_date             2020-07-31
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2021-11-12 deposited with the CCDC.	2022-05-02 downloaded from the CCDC.
;
_cell_angle_alpha                75.720(6)
_cell_angle_beta                 87.335(5)
_cell_angle_gamma                70.184(6)
_cell_formula_units_Z            2
_cell_length_a                   10.5080(7)
_cell_length_b                   10.6031(6)
_cell_length_c                   20.8200(14)
_cell_measurement_reflns_used    4467
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      73.6220
_cell_measurement_theta_min      4.3560
_cell_volume                     2113.2(3)
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.963
_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   -105.00 -29.00   1.00   17.50    --  -38.50 -38.00  30.00   76
  2  \w   -110.00 -18.00   1.00   17.50    --  -38.50 -38.00 -60.00   92
  3  \w    -72.00  -6.00   1.00   17.50    --  -38.50 125.00  90.00   66
  4  \w     34.00  61.00   1.00   17.50    --   43.07 -99.00  90.00   27
  5  \w     20.00 110.00   1.00   17.50    --   43.07  57.00-120.00   90
  6  \w     59.00  96.00   1.00   17.50    --   43.07-125.00 -90.00   37
  7  \w     45.00 103.00   1.00   40.00    --  106.24 -94.00  90.00   58
  8  \w     27.00 107.00   1.00   40.00    --  106.24 -94.00 -30.00   80
  9  \w     34.00 107.00   1.00   40.00    --  106.24 -30.00   0.00   73
 10  \w     26.00 104.00   1.00   40.00    --  106.24 -94.00 150.00   78
 11  \w     49.00 125.00   1.00   40.00    --  106.24 -30.00 -90.00   76
 12  \w     43.00 130.00   1.00   40.00    --  106.24 -61.00-180.00   87
 13  \w    103.00 130.00   1.00   40.00    --  106.24 125.00 150.00   27
 14  \w    138.00 175.00   1.00   40.00    --  106.24 125.00 150.00   37
 15  \w     48.00 127.00   1.00   40.00    --  106.24 -30.00  90.00   79
 16  \w     99.00 125.00   1.00   40.00    --  106.24 125.00 120.00   26
 17  \w     66.00 178.00   1.00   40.00    --  106.24  15.00 -60.00  112
 18  \w     78.00 107.00   1.00   40.00    --  106.24-100.00-109.38   29
;
_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      0.0884797000
_diffrn_orient_matrix_UB_12      0.0179865000
_diffrn_orient_matrix_UB_13      -0.0603549000
_diffrn_orient_matrix_UB_21      0.0788143000
_diffrn_orient_matrix_UB_22      0.0610659000
_diffrn_orient_matrix_UB_23      0.0371404000
_diffrn_orient_matrix_UB_31      0.1013999000
_diffrn_orient_matrix_UB_32      -0.1460498000
_diffrn_orient_matrix_UB_33      0.0285801000
_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  0.0385
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            15647
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.479
_diffrn_reflns_theta_min         4.386
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.846
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.889
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
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            'clear brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.161
_exptl_crystal_description       plate
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.127
_exptl_crystal_size_mid          0.061
_exptl_crystal_size_min          0.012
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     504
_refine_ls_number_reflns         8322
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0736
_refine_ls_R_factor_gt           0.0467
_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^)+(0.0427P)^2^+0.5720P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1134
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6141
_reflns_number_total             8322
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt01314b2.cif
_cod_data_source_block           compound_4b
_cod_database_code               7710156
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C52H55N2P
_diffrn_oxdiff_digest_frames
;
0119e3adcf5eff393f1d88b78aa3cd8cba01150628f
;
_diffrn_oxdiff_digest_hkl
;
01a811c5c0d722b2d98e0aecf434070dd98bfb
;
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.a Ternary CH refined with riding coordinates:
 C23(H23), C26(H26), C35(H35), C38(H38)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13),
 C14(H14), C15(H15), C16(H16), C19(H19), C20(H20), C21(H21), C31(H31), C32(H32),
  C33(H33), C42(H42), C43(H43), C44(H44), C45(H45), C46(H46), C48(H48),
 C49(H49), C50(H50), C51(H51), C52(H52)
2.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C), C36(H36A,H36B,H36C), C37(H37A,H37B,H37C), C39(H39A,H39B,H39C), C40(H40A,
 H40B,H40C)
;
_shelx_res_checksum              68664
_olex2_date_sample_data_collection 2020-07-30
_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 1.192
_oxdiff_exptl_absorpt_empirical_full_min 0.867