Nitro and nitritosilanes: do they and can they exist?
Dahmani, Houari; Poulin, Louis-Philippe; Fecteau, Charles-Émile; Harter, Lara; Johnson, Paul Andrew; Bélanger-Chabot, Guillaume; Chemical communications (Cambridge, England) 61 (2025) 15814–15817; doi:10.1039/d5cc03923a

data_7134917
_publ_section_title
;
 Nitro and nitritosilanes: do they and can they exist?
;
_journal_issue                   81
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              15814
_journal_page_last               15817
_journal_paper_doi               10.1039/d5cc03923a
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C18 H15 Cl0.15 N0.85 O1.699 Si'
_chemical_formula_sum            'C18 H15 Cl0.15 N0.85 O1.7 Si'
_chemical_formula_weight         303.80
_chemical_properties_physical    Air-sensitive,Moisture-sensitive,Heat-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-05-28
_audit_creation_method
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7224)
;
_audit_update_record
;
2025-07-02 deposited with the CCDC.	2025-08-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.888(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.4177(7)
_cell_length_b                   18.4095(11)
_cell_length_c                   9.9867(7)
_cell_measurement_reflns_used    2978
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      26.4760
_cell_measurement_theta_min      2.2190
_cell_volume                     1656.8(2)
_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      298.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.991
_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     42.00  98.00   0.50   10.00    --   20.00  54.00-180.00  112
  2  \w    -70.00  54.00   0.50   10.00    --   20.00  54.00  90.00  248
  3  \w     82.00 109.00   0.50   10.00    --   20.00  54.00  90.00   54
  4  \w    -64.00 -39.00   0.50   10.00    --   20.00  54.00 120.00   50
  5  \w    -28.00 101.00   0.50   10.00    --   20.00  54.00 120.00  258
  6  \w     29.00  54.00   0.50   10.00    --   20.00  54.00-120.00   50
  7  \w     82.00 108.00   0.50   10.00    --   20.00  54.00-120.00   52
  8  \w    -72.00  28.00   0.50   10.00    --   20.00  54.00  60.00  200
  9  \w     85.00 110.00   0.50   10.00    --   20.00  54.00  60.00   50
 10  \w    -69.00 -27.00   0.50   10.00    --   20.00  54.00-150.00   84
 11  \w    -71.00 -18.00   0.50   10.00    --   20.00  54.00-180.00  106
;
_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      0.0538147000
_diffrn_orient_matrix_UB_12      0.0280299000
_diffrn_orient_matrix_UB_13      0.0190836000
_diffrn_orient_matrix_UB_21      -0.0570926000
_diffrn_orient_matrix_UB_22      0.0264333000
_diffrn_orient_matrix_UB_23      -0.0189535000
_diffrn_orient_matrix_UB_31      -0.0060496000
_diffrn_orient_matrix_UB_32      -0.0005338000
_diffrn_orient_matrix_UB_33      0.0691702000
_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  0.0607
_diffrn_reflns_av_unetI/netI     0.0757
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14783
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_min         2.213
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.169
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_correction_T_min  0.944
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_description       block
_exptl_crystal_F_000             636
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.164
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3357
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.987
_refine_ls_R_factor_all          0.1174
_refine_ls_R_factor_gt           0.0546
_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^)+(0.0569P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1111
_refine_ls_wR_factor_ref         0.1305
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1899
_reflns_number_total             3357
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc03923a2.cif
_cod_data_source_block           hd14-22_full2_refinz
_cod_depositor_comments          'Adding full bibliography for 7134917.cif.'
_cod_original_formula_sum        'C18 H15 Cl0.15 N0.85 O1.70 Si'
_cod_database_code               7134917
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         Si(C6H5)3(ONO)0.8Cl0.2
_chemical_oxdiff_usercomment     'large prism'
_cell_oxdiff_angle_alpha         89.923(4)
_cell_oxdiff_angle_beta          106.826(6)
_cell_oxdiff_angle_gamma         90.068(5)
_cell_oxdiff_length_a            9.4169(7)
_cell_oxdiff_length_b            18.4083(8)
_cell_oxdiff_length_c            9.9849(6)
_cell_oxdiff_measurement_reflns_used 2978
_cell_oxdiff_volume              1656.78(18)
_shelx_estimated_absorpt_t_max   0.959
_shelx_estimated_absorpt_t_min   0.923
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Sof(Cl1)=1-FVAR(1)
 Sof(O1)=Sof(N1)=Sof(O2)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C8(H8), C9(H9)
;
_shelx_res_checksum              86683
_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 1.918
_oxdiff_exptl_absorpt_empirical_full_min 0.719