Dimerization of Merocyanine Dyes. Structural and Energetic Characterization of Dipolar Dye Aggregates and Implications for Nonlinear Optical Materials
Frank Würthner; Sheng Yao; Tony Debaerdemaeker; Rüdiger Wortmann; Journal of the American Chemical Society 124 (2002) 9431–9447; doi:10.1021/ja020168f

data_4115017
_publ_contact_author_address
;       Universit\"at Ulm
 Abteilung Organische Chemie II
 Albert-Einstein-Allee 11
 89081 ULm
 Germany
;
_publ_contact_author_email       frank.wuerthner@chemie.uni-ulm.de
_publ_contact_author_fax         '049 731 5022840'
_publ_contact_author_name        'Frank W\"urthner'
_publ_contact_author_phone       '049 731 5022849'
_publ_section_title
;
 Dimerization of Merocyanine Dyes. Structural and Energetic
 Characterization of Dipolar Dye Aggregates and Implications for Nonlinear
 Optical Materials
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9431
_journal_page_last               9447
_journal_paper_doi               10.1021/ja020168f
_journal_volume                  124
_journal_year                    2002
_chemical_formula_sum            'C28 H39 N3 O2'
_chemical_formula_weight         449.62
_chemical_name_systematic
; 1-Isopropyl-4-propyl-2,6-dioxo-5-[2-(1-propyl-2,6-diisopropyl-1-hydro

-pyridin-4-ylidene)-ethylidene]-1,2,5,6-tetrahydro-pyridine-3-carbonitrile

;
_space_group_IT_number           2
_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                71.003(19)
_cell_angle_beta                 78.85(2)
_cell_angle_gamma                78.94(2)
_cell_formula_units_Z            2
_cell_length_a                   9.660(2)
_cell_length_b                   11.339(2)
_cell_length_c                   13.084(2)
_cell_measurement_reflns_used    all
_cell_measurement_temperature    220(2)
_cell_measurement_theta_max      24.07
_cell_measurement_theta_min      2.13
_cell_volume                     1316.6(4)
_computing_cell_refinement       'STOE IPDS'
_computing_data_collection       'STOE IPDS'
_computing_data_reduction        'STOE IPDS'
_computing_molecular_graphics    'Platon, Ortep'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'XMY-93 (Debaerdemaeker, 1993)'
_diffrn_ambient_temperature      220(2)
_diffrn_detector_area_resol_mean 0.15
_diffrn_measured_fraction_theta_full 0.933
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measurement_device_type  'STOE IPDS, Image Plate'
_diffrn_measurement_method       rotation
_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  0.0802
_diffrn_reflns_av_sigmaI/netI    0.1149
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8368
_diffrn_reflns_theta_full        24.07
_diffrn_reflns_theta_max         24.07
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.134
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.69
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.151
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.809
_refine_ls_hydrogen_treatment    constraints
_refine_ls_matrix_type           full
_refine_ls_number_parameters     432
_refine_ls_number_reflns         3876
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.809
_refine_ls_R_factor_all          0.1077
_refine_ls_R_factor_gt           0.0522
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0649P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1188
_refine_ls_wR_factor_ref         0.1371
_reflns_number_gt                1881
_reflns_number_total             3876
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja020168f_1.cif
_cod_data_source_block           yao242
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'no' 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_database_code               4115017