Structural and solvatochromic studies of a series of tricyanoquinodimethane-based zwitterions
Norman A. Bell; David J. Crouch; Derek J. Simmonds; Andres E. Goeta; Thomas Gelbrich; Michael B. Hursthouse; J. Mater. Chem. 12 (2002) 1274–1279; doi:10.1039/b111392p

data_7204336
_publ_section_title
;
 Structural and solvatochromic studies of a series of
 tricyanoquinodimethane-based zwitterions
;
_journal_issue                   5
_journal_name_full               'J. Mater. Chem.'
_journal_page_first              1274
_journal_page_last               1279
_journal_paper_doi               10.1039/b111392p
_journal_volume                  12
_journal_year                    2002
_chemical_formula_sum            'C22 H12 F4 N4 S'
_chemical_formula_weight         440.42
_chemical_name_systematic
; 
(Z)-\b-(N-propyl-2-benzothiazolium)
-\a-cyano-4-(2,3,5,6-tetrafluoro)styryldicyanomethanide 
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.537(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.243(2)
_cell_length_b                   8.113(1)
_cell_length_c                   20.822(4)
_cell_measurement_reflns_used    512
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      22.95
_cell_measurement_theta_min      13.64
_cell_volume                     1860.9(5)
_computing_cell_refinement       'SMART V4.05/VMS (Siemens, 1996a)'
_computing_data_collection       'SMART V4.05/VMS (Siemens, 1996a)'
_computing_data_reduction        'SAINT V4.05/VMS (Siemens, 1996b)'
_computing_molecular_graphics    'SHELXTL-NT V5.1 (Bruker, 1998)'
_computing_publication_material  'SHELXTL-NT V5.1 (Bruker, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART-1K CCD Diffractometer'
_diffrn_measurement_method       '\w 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  0.0245
_diffrn_reflns_av_sigmaI/netI    0.0213
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            20416
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.85
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.231
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_correction_T_min  0.855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            'intense green'
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular prism'
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         4609
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0330
_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^)+(0.0328P)^2^+0.9143P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0788
_refine_ls_wR_factor_ref         0.0853
_reflns_number_gt                3891
_reflns_number_total             4609
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b111392p.txt
_cod_data_source_block           98aeg002
_cod_original_cell_volume        1860.8(6)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7204336