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_7718995
_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 O13 P, C H2 Cl2'
_chemical_formula_sum            'C22 H17 Cl2 N6 O13 P'
_chemical_formula_weight         675.28
_space_group_crystal_system      trigonal
_space_group_IT_number           159
_space_group_name_Hall           'P 3 -2c'
_space_group_name_H-M_alt        'P 3 1 c'
_atom_sites_solution_hydrogens   mixed
_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                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   12.7064(6)
_cell_length_b                   12.7064(6)
_cell_length_c                   10.2125(5)
_cell_measurement_reflns_used    3410
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.1560
_cell_measurement_theta_min      2.6910
_cell_volume                     1427.93(12)
_computing_cell_refinement       'CrysAlisPro 1.171.43.121a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.121a (Rigaku OD, 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  (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.973
_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     30.00 109.00   0.50    4.00    --   20.00  54.00-150.00  158
  2  \w    -71.00  72.00   0.50    4.00    --   20.00  54.00 -30.00  286
  3  \w    -55.00 -30.00   0.50    4.00    --   20.00  54.00   0.00   50
  4  \w     65.00  91.00   0.50    4.00    --   20.00  54.00   0.00   52
  5  \w    -66.00 -30.00   0.50    4.00    --   20.00  54.00-150.00   72
;
_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      -0.0505715000
_diffrn_orient_matrix_UB_12      -0.0439808000
_diffrn_orient_matrix_UB_13      0.0363463000
_diffrn_orient_matrix_UB_21      -0.0248518000
_diffrn_orient_matrix_UB_22      -0.0345769000
_diffrn_orient_matrix_UB_23      -0.0576726000
_diffrn_orient_matrix_UB_31      0.0313171000
_diffrn_orient_matrix_UB_32      -0.0321305000
_diffrn_orient_matrix_UB_33      0.0127851000
_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  0.0469
_diffrn_reflns_av_unetI/netI     0.0485
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7484
_diffrn_reflns_point_group_measured_fraction_full 0.848
_diffrn_reflns_point_group_measured_fraction_max 0.787
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.607
_diffrn_reflns_theta_min         2.721
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.360
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93241
_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    1.571
_exptl_crystal_description       prism
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.415
_exptl_crystal_size_mid          0.187
_exptl_crystal_size_min          0.117
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details
;
 Flack x determined using 688 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         2323
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0438
_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^)+(0.0719P)^2^+0.0283P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1149
_refine_ls_wR_factor_ref         0.1197
_reflns_Friedel_coverage         0.609
_reflns_Friedel_fraction_full    0.695
_reflns_Friedel_fraction_max     0.598
_reflns_number_gt                2051
_reflns_number_total             2323
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt01277e2.cif
_cod_data_source_block           2Me
_cod_depositor_comments
'Adding full bibliography for 7718995--7718999.cif.'
_cod_original_cell_volume        1427.94(16)
_cod_database_code               7718995
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'P C H O N'
_diffrn_oxdiff_digest_hkl
;
4383b0b6c4c45449b7121b0a1db4526d0c4900
;
_olex2_refinement_description
;
1. Rigid body (RIGU) restrains
 Cl1, C8, Cl2, H8A, H8B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C8, Cl1, Cl2, H8A, H8B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
2. Others
 Fixed Sof: Cl1(0.3333) Cl2(0.3333) C8(0.3333) H8A(0.3333) H8B(0.3333)
3.a Free rotating group:
 Cl1(Cl2,C8,H8A,H8B)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C2(H2)
3.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_shelx_res_checksum              6479
_shelx_hkl_checksum              85799
_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 1.243
_oxdiff_exptl_absorpt_empirical_full_min 0.913