π–π-Stacking and nitro–π-stacking interactions of 1-(4-nitrophenyl)-4-phenyl-2,4-bis(phenylethynyl)butadiene
Kaafarani, Bilal R.; Wex, Brigitte; Oliver, Allen G.; Krause Bauer, Jeanette A.; Neckers, Douglas C.; Acta Crystallographica Section E 59 (2003) o227–o229; doi:10.1107/S1600536803001569

data_2201981
_publ_section_title
;
 \p--\p-Stacking and nitro--\p-stacking interactions of
 1-(4-nitrophenyl)-4-phenyl-2,4-bis(phenylethynyl)butadiene
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o227
_journal_page_last               o229
_journal_paper_doi               10.1107/S1600536803001569
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          'C32 H21 N O2'
_chemical_formula_moiety         'C32 H21 N O2'
_chemical_formula_sum            'C32 H21 N O2'
_chemical_formula_weight         451.50
_chemical_name_systematic
;
2,4-bis(phenylethynyl)-4-phenyl-1-(4-nitrophenyl)butadiene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.093(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.583(3)
_cell_length_b                   7.6515(14)
_cell_length_c                   23.399(5)
_cell_measurement_reflns_used    4292
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.0
_cell_measurement_theta_min      6.9
_cell_volume                     2394.2(9)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL and DIAMOND (Crystal Impact, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2001)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Proteum 300 detector'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  'channel cut SiIII'
_diffrn_radiation_source         'Beamline 11.3.1 ALS at LBL'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.88500
_diffrn_reflns_av_R_equivalents  0.0948
_diffrn_reflns_av_sigmaI/netI    0.1212
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            19213
_diffrn_reflns_theta_full        29.45
_diffrn_reflns_theta_max         29.45
_diffrn_reflns_theta_min         1.90
_diffrn_standards_decay_%        none
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.9961
_exptl_absorpt_correction_T_min  0.9946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2001)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.242
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         3438
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0821
_refine_ls_R_factor_gt           0.0587
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+ 0.5111P] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1430
_refine_ls_wR_factor_ref         0.1559
_reflns_number_gt                2579
_reflns_number_total             3438
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            fl6016.cif
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2201981
_cod_database_fobs_code          2201981