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_7718998
_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'
_chemical_formula_sum            'C21 H15 N6 O13 P'
_chemical_formula_weight         590.36
_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             2025-05-19
_audit_creation_method
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7224)
;
_audit_update_record
;
2025-05-19 deposited with the CCDC.	2025-07-03 downloaded from the CCDC.
;
_cell_angle_alpha                104.595(7)
_cell_angle_beta                 105.946(7)
_cell_angle_gamma                95.378(6)
_cell_formula_units_Z            2
_cell_length_a                   9.9092(7)
_cell_length_b                   11.3024(8)
_cell_length_c                   11.9429(9)
_cell_measurement_reflns_used    3619
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      25.7330
_cell_measurement_theta_min      2.1630
_cell_volume                     1225.37(17)
_computing_cell_refinement       'CrysAlisPro 1.171.43.125a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.141a 64-bit (release 04-10-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.125a (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  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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    -52.00  15.00   0.50  108.90    --   20.00  54.00 -60.00  134
  2  \w     36.00  85.00   0.50  108.90    --   20.00  54.00 -60.00   98
  3  \w    -72.00 -14.00   0.50  108.90    --   20.00  54.00-120.00  116
  4  \w     -4.00  43.00   0.50  108.90    --   20.00  54.00-120.00   94
  5  \w    -73.00  41.00   0.50  108.90    --   20.00  54.00 120.00  228
  6  \w    -71.00 109.00   0.50  108.90    --   20.00  54.00  30.00  360
  7  \w    -74.00 -48.00   0.50  108.90    --   20.00  54.00-150.00   52
  8  \w     51.00  76.00   0.50  108.90    --   20.00  54.00-150.00   50
  9  \w     80.00 105.00   0.50  108.90    --   20.00  54.00-150.00   50
 10  \w    -62.00 -36.00   0.50  108.90    --   20.00  54.00 -90.00   52
 11  \w    -69.00  73.00   0.50  108.90    --   20.00  54.00 -30.00  284
 12  \w    -68.00  34.00   0.50  108.90    --   20.00  54.00  90.00  204
 13  \w    -65.00 -38.00   0.50  108.90    --   20.00  54.00 150.00   54
 14  \w     45.00  70.00   0.50  108.90    --   20.00  54.00 150.00   50
 15  \w     22.00  48.00   0.50  108.90    --   20.00  54.00-180.00   52
;
_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      0.0634568000
_diffrn_orient_matrix_UB_12      -0.0139338000
_diffrn_orient_matrix_UB_13      0.0351276000
_diffrn_orient_matrix_UB_21      0.0142618000
_diffrn_orient_matrix_UB_22      -0.0303553000
_diffrn_orient_matrix_UB_23      -0.0541294000
_diffrn_orient_matrix_UB_31      0.0385639000
_diffrn_orient_matrix_UB_32      0.0567703000
_diffrn_orient_matrix_UB_33      0.0014047000
_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  0.0639
_diffrn_reflns_av_unetI/netI     0.0873
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            15365
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         2.171
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.196
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_correction_T_min  0.969
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.125a (Rigaku Oxford Diffraction, 2024)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'translucent colorless'
_exptl_crystal_density_diffrn    1.600
_exptl_crystal_description       block
_exptl_crystal_F_000             604
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.426
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         4302
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.1328
_refine_ls_R_factor_gt           0.0732
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1042P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1680
_refine_ls_wR_factor_ref         0.1940
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2484
_reflns_number_total             4302
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt01277e2.cif
_cod_data_source_block           4Me
_cod_depositor_comments
'Adding full bibliography for 7718995--7718999.cif.'
_cod_original_cell_volume        1225.37(16)
_cod_database_code               7718998
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         PC21H15N6O13
_chemical_oxdiff_usercomment     'acet pent'
_cell_oxdiff_angle_alpha         104.595(6)
_cell_oxdiff_angle_beta          105.946(7)
_cell_oxdiff_angle_gamma         95.378(6)
_cell_oxdiff_length_a            9.9092(7)
_cell_oxdiff_length_b            11.3024(8)
_cell_oxdiff_length_c            11.9429(9)
_cell_oxdiff_measurement_reflns_used 3619
_cell_oxdiff_volume              1225.37(16)
_shelx_estimated_absorpt_t_max   0.981
_shelx_estimated_absorpt_t_min   0.960
_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 Aromatic/amide H refined with riding coordinates:
 C2(H2), C6(H6), C9(H9), C13(H13), C16(H16), C20(H20)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C14(H14A,H14B,H14C), C21(H21A,H21B,H21C)
;
_shelx_res_checksum              9759
_shelx_hkl_checksum              24225
_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 1.305
_oxdiff_exptl_absorpt_empirical_full_min 0.878