2,2'-{2-[(<i>E</i>)-3-Phenylprop-2-enyl]-2,3-dihydro-1<i>H</i>-isoindol-1,3-diylidene}dimalononitrile, a π-deficient system for π···π (1:1) stacking investigations
Crean, Colm; Gallagher, John F.; Pratt, Albert C.; Acta Crystallographica Section E 57 (2001) o236–o238; doi:10.1107/S1600536801002598

data_2200131
_publ_section_title
;2,2'-{2-[(<i>E</i>)-3-Phenylprop-2-enyl]-2,3-dihydro-1<i>H</i>-isoindol-1,3-diylidene}dimalononitrile,
 a \p-deficient system for \p&#x00B7;&#x00B7;&#x00B7;\p (1:1) stacking
 investigations
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o236
_journal_page_last               o238
_journal_paper_doi               10.1107/S1600536801002598
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          'C23 H13 N5'
_chemical_formula_moiety         'C23 H13 N5'
_chemical_formula_structural     'C23 H13 N5'
_chemical_formula_sum            'C23 H13 N5'
_chemical_formula_weight         359.38
_chemical_melting_point          470
_chemical_name_common
2,2'-(Cinnamylisoindolin-1,3-diylidene)bispropanedinitrile
_chemical_name_systematic
;
2,2'-{2-[(E)-3-phenylprop-2-enyl]-2,3-dihydro-1H-isoindol-1,3-diylidene}-
dimalononitrile
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 108.327(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.3872(18)
_cell_length_b                   8.2696(10)
_cell_length_c                   16.1442(15)
_cell_measurement_reflns_used    33
_cell_measurement_temperature    296.0(10)
_cell_measurement_theta_max      20.5
_cell_measurement_theta_min      7.1
_cell_volume                     1823.4(4)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Bruker, 1994)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics
'ORTEPIII (Burnett & Johnson, 1996) and PLATON (Spek, 1998)'
_computing_publication_material
'NRCVAX96, SHELXL97 and WordPerfect macro PREP8 (Ferguson, 1998)'
_computing_structure_refinement
'NRCVAX96 (Gabe et al., 1989) and SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      296.0(10)
_diffrn_measured_fraction_theta_full 1.00
_diffrn_measured_fraction_theta_max 1.00
_diffrn_measurement_device       'Bruker P4'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .012
_diffrn_reflns_av_sigmaI/netI    .024
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            4331
_diffrn_reflns_theta_full        25.5
_diffrn_reflns_theta_max         25.5
_diffrn_reflns_theta_min         2.7
_diffrn_standards_decay_%        2
_diffrn_standards_interval_count 197
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .081
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          .43
_exptl_crystal_size_mid          .38
_exptl_crystal_size_min          .28
_refine_diff_density_max         .25
_refine_diff_density_min         -.16
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3367
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          .059
_refine_ls_R_factor_gt           .042
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0529P)^2^+0.3178P] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .112
_reflns_number_gt                2630
_reflns_number_total             3367
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            cf6047.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2200131
_cod_database_fobs_code          2200131