(<i>E</i>)-7-[(4-Nitro-phen-yl)diazen-yl]-3a-(<i>p</i>-tol-yl)-2,3,3a,4-tetra-hydro-1<i>H</i>-benzo[<i>d</i>]pyrrolo-[1,2-<i>a</i>]imidazol-1-one 0.58-dimethyl sulfoxide 0.42-aceto-nitrile solvate: crystal structure, Hirshfeld analysis and DFT estimation of the energy of inter-molecular inter-actions.
Grinev, Vyacheslav S.; Babkina, Natalya V.; Yegorova, Alevtina Yu; Acta crystallographica. Section E, Crystallographic communications 73 (2017) 1590–1594; doi:10.1107/S2056989017013937

data_2311453
_publ_section_title
;
 (<i>E</i>)-7-[(4-Nitro-phen-yl)diazen-yl]-3a-(<i>p</i>-tol-yl)-2,3,3a,4-tetra-hydro-1<i>H</i>-benzo[<i>d</i>]pyrrolo-[1,2-<i>a</i>]imidazol-1-one
 0.58-dimethyl sulfoxide 0.42-aceto-nitrile solvate: crystal structure,
 Hirshfeld analysis and DFT estimation of the energy of inter-molecular
 inter-actions.
;
_journal_coeditor_code           YK2109
_journal_issue                   'Pt 10'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              1590
_journal_page_last               1594
_journal_paper_doi               10.1107/S2056989017013937
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C23 H19 N5 O3, 0.58C2 H6 O S, 0.42C2 H3 N'
_chemical_formula_moiety
'C23 H19 N5 O3,  0.58(C2 H6 O S),  0.42(C2 H3 N)'
_chemical_formula_sum            'C25 H23.75 N5.41 O3.59 S0.59'
_chemical_formula_weight         476.17
_chemical_name_systematic
;(<i>E</i>)-7-[(4-Nitrophenyl)diazenyl]-3a-(<i>p</i>-tolyl)-2,3,3a,4-tetrahydro-1<i>H</i>-benzo[<i>d</i>]pyrrolo[1,2-<i>a</i>]imidazol-1-one
0.58-dimethyl sulfoxide 0.42-acetonitrile solvate
;
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                86.072(3)
_cell_angle_beta                 78.868(2)
_cell_angle_gamma                73.222(3)
_cell_formula_units_Z            2
_cell_length_a                   7.1755(5)
_cell_length_b                   10.7013(8)
_cell_length_c                   16.2586(11)
_cell_measurement_reflns_used    679
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      3
_cell_volume                     1172.71(15)
_computing_cell_refinement
;
SAINT (Bruker, 2009)
;
_computing_data_collection
;
APEX2 (Bruker, 2011)
;
_computing_data_reduction
;
SAINT (Bruker, 2009)
;
_computing_molecular_graphics
;
<i>OLEX2</i>  (Dolomanov <i>et al.</i>, 2009)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL-97 (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXS-97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_sigmaI/netI    0.0369
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            15024
_diffrn_reflns_theta_full        30.03
_diffrn_reflns_theta_max         30.03
_diffrn_reflns_theta_min         1.99
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_correction_T_min  0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2008)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             499
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.500
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         6820
_refine_ls_number_restraints     25
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0716
_refine_ls_R_factor_gt           0.0495
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0632P)^2^+0.5250P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1210
_refine_ls_wR_factor_ref         0.1344
_reflns_number_gt                5126
_reflns_number_total             6820
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            yk2109sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1172.71(14)
_cod_database_code               2311453