Spring open two-plus-two electron storage in a disulfide-strapped methyl viologen derivative.
Benniston, Andrew C.; Hagon, Jerry; He, Xiaoyan; Yang, Songjie; Harrington, Ross W.; Organic letters 14 (2012) 506–509; doi:10.1021/ol203099h

data_1503542
_publ_section_title
;
 Spring open two-plus-two electron storage in a disulfide-strapped methyl
 viologen derivative.
;
_journal_issue                   2
_journal_name_full               'Organic letters'
_journal_page_first              506
_journal_page_last               509
_journal_paper_doi               10.1021/ol203099h
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C12 H12 N2 S 2+,2 (P F6 -)'
_chemical_formula_sum            'C12 H12 F12 N2 P2 S'
_chemical_formula_weight         506.24
_chemical_name_systematic
;
 2,7-dimethylthieno[2,3-c:5,4-c']dipyridine-2,7-diium hexafluorophosphate(V)
;
_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                 99.776(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.1108(5)
_cell_length_b                   11.5152(8)
_cell_length_c                   12.9622(9)
_cell_measurement_reflns_used    1067
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      61.7895
_cell_measurement_theta_min      3.4571
_cell_volume                     898.87(12)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL and local programs'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.3968
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'thick-slice \w scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_source         'sealed tube with Enhance Ultra optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_sigmaI/netI    0.0273
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2175
_diffrn_reflns_theta_full        58.93
_diffrn_reflns_theta_max         58.93
_diffrn_reflns_theta_min         7.69
_exptl_absorpt_coefficient_mu    4.481
_exptl_absorpt_correction_T_max  0.8411
_exptl_absorpt_correction_T_min  0.2673
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.870
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.777
_refine_diff_density_min         -0.707
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         1260
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0885
_refine_ls_R_factor_gt           0.0775
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0987P)^2^+4.0448P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1986
_refine_ls_wR_factor_ref         0.2081
_reflns_number_gt                1057
_reflns_number_total             1260
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            ol203099h_si_002.cif
_cod_data_source_block           acb93
_cod_original_cell_volume        898.87(11)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1503542
_computing_special_details
;
TITL acb93 in P21/c
CELL 1.54178   6.1108  11.5152  12.9622  90.000  99.776  90.000
ZERR    2.00   0.0005   0.0008   0.0009   0.000   0.008   0.000
LATT   1
SYMM             - X ,    0.50000 + Y ,    0.50000 - Z
SFAC  C  H  F  N  P  S
UNIT    24    24  24   4   4   2
TEMP -123
 
L.S. 8
FMAP 2
PLAN -20
ACTA
BOND $H
CONF
SHEL 5.8 0.9
 
REM colourless rod
SIZE 0.40 0.04 0.04
 
REM EXTI    0.001985
WGHT    0.098700    4.044800
FVAR       0.75797   0.05177
PART -1
S1    6    0.269858    0.442951    0.081043    10.50000    0.03794    0.03872 =
         0.03954    0.00347    0.01693   -0.00783
PART 0
P1    5    0.001974    0.139794    0.171806    11.00000    0.03222    0.05367 =
         0.03402    0.00165    0.00779   -0.00410
F1    3   -0.032873    0.018448    0.110306    11.00000    0.07818    0.09133 =
         0.09476   -0.04248    0.02977   -0.00973
F2    3    0.036560    0.256182    0.236032    11.00000    0.07620    0.06806 =
         0.14987   -0.04271    0.01768   -0.00699
F3    3   -0.033693    0.203659    0.064049    11.00000    0.06221    0.15479 =
         0.07259    0.05368    0.01137   -0.01044
F4    3    0.039121    0.070474    0.277569    11.00000    0.07661    0.10961 =
         0.05121    0.02682    0.01331    0.00001
F5    3    0.269340    0.134629    0.185284    11.00000    0.03760    0.10720 =
         0.05654    0.00289    0.01142   -0.00367
F6    3   -0.265538    0.144128    0.157086    11.00000    0.03492    0.07876 =
         0.05513   -0.00026    0.01416   -0.00252
C2    1    0.473682    0.890526    0.134331    11.00000    0.07790    0.05687 =
         0.09291   -0.02286   -0.00755    0.01183
AFIX 137
H2A   2    0.591455    0.937371    0.112288    11.00000   -1.50000
H2B   2    0.494273    0.888655    0.210958    11.00000   -1.50000
H2C   2    0.328858    0.924819    0.106586    11.00000   -1.50000
AFIX   0
C1    1    0.615856    0.751805    0.031801    11.00000    0.03599    0.08350 =
         0.04531    0.02681    0.01191    0.00583
AFIX  43
H1    2    0.711053    0.809279    0.010988    11.00000   -1.20000
AFIX   0
N1    4    0.483138    0.774502    0.095046    11.00000    0.03499    0.04232 =
         0.03982    0.00275    0.00380   -0.00002
C3    1    0.355472    0.690001    0.120192    11.00000    0.04510    0.08730 =
         0.03362    0.02066    0.00271   -0.01206
AFIX  43
H3    2    0.253165    0.705210    0.166129    11.00000   -1.20000
AFIX   0
C4    1    0.369871    0.581464    0.080641    11.00000    0.13252    0.05256 =
         0.10509    0.05172   -0.08426   -0.05868
AFIX  43
H4    2    0.278682    0.521950    0.101295    10.50000   -1.20000
AFIX   0
 
C5    1    0.493923    0.557350    0.020212    11.00000    0.25024    0.07840 =
         0.08954   -0.02616   -0.10982    0.06683
C6    1    0.613821    0.640306   -0.004461    11.00000    0.11432    0.17581 =
         0.03038   -0.02400   -0.01120    0.11174
AFIX  43
H6    2    0.710590    0.622882   -0.052489    10.50000   -1.20000
PART   0
 
HKLF 4 1  1.0000  0.0000  0.0000  0.0000 -1.0000  0.0000 -1.0000  0.0000 -1.0000
 
REM  acb93 in P21/c
REM R1 =  0.0775 for   1057 Fo > 4sig(Fo)  and  0.0885 for all   1260 data
REM    138 parameters refined using      0 restraints
 
END  
     
;