Acetylenic dithiafulvene derived donor–π–acceptor dyads: synthesis, electrochemistry and non-linear optical properties
Nielsen, Mogens Brøndsted; Petersen, Jan Conrad; Thorup, Niels; Jessing, Mikkel; Andersson, Asbjørn Sune; Jepsen, Anne Sofie; Gisselbrecht, Jean-Paul; Boudon, Corinne; Gross, Maurice; Journal of Materials Chemistry 15 (2005) 2599–; doi:10.1039/b504124d

data_7203786
_publ_section_title
;
 Acetylenic dithiafulvene derived donor--\p--acceptor dyads: synthesis,
 electrochemistry and non-linear optical properties
;
_journal_issue                   26
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              2599
_journal_paper_doi               10.1039/b504124d
_journal_volume                  15
_journal_year                    2005
_chemical_formula_moiety         'C16 H11 N O6 S2'
_chemical_formula_sum            'C16 H11 N O6 S2'
_chemical_formula_weight         377.38
_chemical_melting_point          453
_chemical_name_systematic
;
3-[4,5-Bis(methoxycarbonyl)-1,3-dithiol-2-ylidene]-1-(4-nitrophenyl)propyne
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'manual editing of SHELXL-97 cif'
_cell_angle_alpha                90.00
_cell_angle_beta                 99.608(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.5249(19)
_cell_length_b                   5.6048(6)
_cell_length_c                   17.472(2)
_cell_measurement_reflns_used    894
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      25.277
_cell_measurement_theta_min      7.437
_cell_volume                     1595.5(3)
_computing_cell_refinement       'SAINT 6.02a (Bruker-AXS, 2000)'
_computing_data_collection       'SMART 5.054 (Bruker-AXS, 1999)'
_computing_data_reduction        'SAINT 6.02a (Bruker-AXS, 2000)'
_computing_molecular_graphics
;
'SHELXTL 6.12 (Bruker-AXS, 2001) and PLATON (Spek, 1990)'
;
_computing_structure_refinement  'SHELXTL 6.12 (Bruker-AXS, 2001)'
_computing_structure_solution    'SHELXTL 6.12 (Bruker-AXS, 2001)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Siemens/Bruker SMART 1K'
_diffrn_measurement_method       'omega scan, frame data integration'
_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  0.0877
_diffrn_reflns_av_sigmaI/netI    0.0726
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            16297
_diffrn_reflns_theta_full        26.39
_diffrn_reflns_theta_max         26.39
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    0.368
_exptl_absorpt_correction_T_max  0.9818
_exptl_absorpt_correction_T_min  0.8518
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS ver 2.03 (Sheldrick 2001)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         3251
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.971
_refine_ls_R_factor_all          0.0834
_refine_ls_R_factor_gt           0.0420
_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^)+(0.0464P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0830
_refine_ls_wR_factor_ref         0.0959
_reflns_number_gt                2171
_reflns_number_total             3251
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b504124d.txt
_cod_data_source_block           mbn141k
_cod_database_code               7203786