Nitrated triarylphosphine oxides: accessible triarylphosphoryl molecules with up to six nitro groups.
Pérez, Rafael; Dahmani, Houari; Bélanger-Chabot, Guillaume; Dalton transactions (Cambridge, England : 2003) 54 (2025) 13030–13034; doi:10.1039/d5dt01277e

data_7718996
_publ_section_title
;
 Nitrated triarylphosphine oxides: accessible triarylphosphoryl molecules
 with up to six nitro groups.
;
_journal_issue                   35
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13030
_journal_page_last               13034
_journal_paper_doi               10.1039/d5dt01277e
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C21 H15 N6 O16 P'
_chemical_formula_sum            'C21 H15 N6 O16 P'
_chemical_formula_weight         638.36
_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     dual
_audit_creation_date             2025-05-12
_audit_creation_method
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7224)
;
_audit_update_record
;
2025-05-15 deposited with the CCDC.	2025-07-03 downloaded from the CCDC.
;
_cell_angle_alpha                69.845(4)
_cell_angle_beta                 66.037(4)
_cell_angle_gamma                86.173(4)
_cell_formula_units_Z            4
_cell_length_a                   12.9251(6)
_cell_length_b                   15.2493(7)
_cell_length_c                   15.3604(4)
_cell_measurement_reflns_used    12670
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.5910
_cell_measurement_theta_min      2.0240
_cell_volume                     2587.7(2)
_computing_cell_refinement       'CrysAlisPro 1.171.43.121a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.121a 64-bit (release 24-04-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.121a (Rigaku OD, 2024)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.988
_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     -6.00  22.00   0.50   21.50    --   20.00  54.00-120.00   56
  2  \w     55.00  81.00   0.50   21.50    --   20.00  54.00-120.00   52
  3  \w    -74.00 107.00   0.50   21.50    --   20.00  54.00   0.00  362
  4  \w    -74.00 107.00   0.50   21.50    --   20.00  54.00 120.00  362
  5  \w    -62.00 -37.00   0.50   21.50    --   20.00  54.00  60.00   50
  6  \w     63.00  92.00   0.50   21.50    --   20.00  54.00  60.00   58
  7  \w    -69.00 -36.00   0.50   21.50    --   20.00  54.00-180.00   66
  8  \w      3.00  29.00   0.50   21.50    --   20.00  54.00-180.00   52
  9  \w    -69.00  34.00   0.50   21.50    --   20.00  54.00 -90.00  206
 10  \w     71.00 110.00   0.50   21.50    --   20.00  54.00 -90.00   78
 11  \w    -69.00 -41.00   0.50   21.50    --   20.00  54.00  30.00   56
 12  \w    -10.00  33.00   0.50   21.50    --   20.00  54.00  30.00   86
 13  \w    -68.00  65.00   0.50   21.50    --   20.00  54.00 -47.56  266
 14  \w     74.00 102.00   0.50   21.50    --   20.00  54.00 -47.56   56
 15  \w    -72.00   6.00   0.50   21.50    --   20.00  54.00  90.00  156
 16  \w     54.00  79.00   0.50   21.50    --   20.00  54.00  90.00   50
 17  \w    -63.00 -22.00   0.50   21.50    --   20.00  54.00-150.00   82
 18  \w     79.00 104.00   0.50   21.50    --   20.00  54.00 -30.00   50
 19  \w     -8.00  17.00   0.50   21.50    --   20.00  54.00  75.08   50
 20  \w    -38.00 -13.00   0.50   21.50    --   20.00  54.00-120.00   50
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0578488000
_diffrn_orient_matrix_UB_12      0.0029694000
_diffrn_orient_matrix_UB_13      0.0075723000
_diffrn_orient_matrix_UB_21      0.0048673000
_diffrn_orient_matrix_UB_22      0.0481919000
_diffrn_orient_matrix_UB_23      -0.0067567000
_diffrn_orient_matrix_UB_31      0.0162083000
_diffrn_orient_matrix_UB_32      0.0119035000
_diffrn_orient_matrix_UB_33      -0.0529414000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            35169
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.348
_diffrn_reflns_theta_min         2.030
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.201
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84607
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.121a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_description       block
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       0.0014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     819
_refine_ls_number_reflns         9369
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0570
_refine_ls_R_factor_gt           0.0377
_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^)+(0.0422P)^2^+0.6725P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0862
_refine_ls_wR_factor_ref         0.0923
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7134
_reflns_number_total             9369
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt01277e2.cif
_cod_data_source_block           4OMe
_cod_depositor_comments
'Adding full bibliography for 7718995--7718999.cif.'
_cod_database_code               7718996
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C21 H15 N6 O16 P'
_shelx_estimated_absorpt_t_max   0.980
_shelx_estimated_absorpt_t_min   0.967
_diffrn_oxdiff_digest_hkl
;
433acedd06666d2e5ced601bd8ddcb436bddae
;
_olex2_refinement_description
;
1. Restrained distances
 N11-O28A \\sim N11-O29B
 with sigma of 0.02
 N11-O29A \\sim N11-O28B
 with sigma of 0.02
2. Others
 Sof(O28B)=Sof(O29B)=1-FVAR(1)
 Sof(O28A)=Sof(O29A)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C6(H6), C9(H9), C13(H13), C16(H16), C20(H20), C23(H23), C27(H27),
 C30(H30), C34(H34), C37(H37), C41(H41)
3.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C14(H14A,H14B,H14C), C21(H21A,H21B,H21C), C28(H28A,H28B,
 H28C), C35(H35A,H35B,H35C), C42(H42A,H42B,H42C)
;
_shelx_res_checksum              45179
_shelx_hkl_checksum              56292
_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 1.381
_oxdiff_exptl_absorpt_empirical_full_min 0.919