Tetraguanidino-functionalized phenazine and fluorene dyes: synthesis, optical properties and metal coordination.
Bindewald, Elvira; Lorenz, Roxana; Hübner, Olaf; Brox, Dominik; Herten, Dirk-Peter; Kaifer, Elisabeth; Himmel, Hans-Jörg; Dalton transactions (Cambridge, England : 2003) 44 (2015) 3467–3485; doi:10.1039/c4dt03572k

data_7033779
_publ_section_title
;
 Tetraguanidino-functionalized phenazine and fluorene dyes: synthesis,
 optical properties and metal coordination.
;
_journal_issue                   7
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3467
_journal_page_last               3485
_journal_paper_doi               10.1039/c4dt03572k
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety         '2(B F4), C32 H54 N14'
_chemical_formula_sum            'C32 H54 B2 F8 N14'
_chemical_formula_weight         808.51
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_block_code                hi_eb5
_audit_creation_date
;
'Mon Apr 08 10:50:43 2013'
;
_audit_update_record
;
2014-07-28 deposited with the CCDC.
2014-12-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.0820(16)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.10458(13)
_cell_length_b                   30.8148(4)
_cell_length_c                   8.16009(13)
_cell_measurement_reflns_used    18126
_cell_measurement_temperature    110(1)
_cell_measurement_theta_max      70.2740
_cell_measurement_theta_min      5.6140
_cell_volume                     2032.74(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
"'encif (Wadepohl, 2009-13); encifer 1.4 (CCDC, 2011)'"
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SIR2011 (Giacovazzo et al., 2011)'
_diffrn_ambient_temperature      110(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9621
_diffrn_detector_type            'Agilent EOS'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
  1 omega   40.00   65.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   30.0000 25

  2 omega   29.00   72.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   19.0000  -60.0000 43

  3 omega  -48.00   25.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   19.0000  -60.0000 73

  4 omega  -30.00   -3.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000  -30.0000 27

  5 omega  -69.00  -40.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000  -30.0000 29

  6 omega    7.00   32.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000  -30.0000 25

  7 omega    0.00   62.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000   77.0000   90.0000 62

  8 omega  -40.00   -9.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000   77.0000   90.0000 31

  9 omega  -11.00   45.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       20.0000   78.0000  -58.3936 56

 10 omega    0.00   38.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       32.0000   80.0000   21.4430 38

 11 omega    4.00   32.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0000   79.0000  121.3669 28

 12 omega    8.00   36.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       40.0000   80.0000  167.8694 28

 13 omega    9.00   34.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       40.0000   80.0000 -140.8397 25

 14 omega    7.00   32.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       40.0000   79.0000   21.3240 25

 15 omega   15.00   40.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   80.0000 -160.2866 25

 16 omega   16.00   41.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   78.0000   68.1790 25

 17 omega   19.00   44.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   80.0000  150.3670 25

 18 omega   21.00   47.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   77.0000  134.0582 26

 19 omega   19.00   44.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   80.0000   10.7056 25

 20 omega   69.00  123.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   77.0000  134.0582 54

 21 omega   19.00   44.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   80.0000  -97.6279 25

 22 omega    0.00   39.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -77.0000    0.0000 39

 23 omega   54.00   85.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -77.0000    0.0000 31

 24 omega   26.00   52.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   76.0000 -152.4884 26

 25 omega   91.00  116.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   76.0000 -152.4884 25

 26 omega   25.00   51.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   77.0000   77.8010 26

 27 omega   84.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   77.0000 -106.2395 30

 28 omega   24.00   50.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   77.0000 -106.2395 26

 29 omega   25.00   51.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   77.0000  164.1428 26

 30 omega   77.00  102.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   77.0000   77.8010 25

 31 omega   24.00   50.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   77.0000  156.4932 26

 32 omega   30.00   56.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   75.0000  -68.9384 26

 33 omega   99.00  125.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   77.0000  164.1428 26

 34 omega   29.00   55.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   76.0000  -66.0066 26

 35 omega   30.00   56.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   74.0000   92.7914 26

 36 omega   96.00  122.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   74.0000   92.7914 26

 37 omega   86.00  112.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   76.0000  -66.0066 26

 38 omega   31.00   57.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   76.0000   34.6567 26

 39 omega   89.00  130.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   68.0000  -14.8102 41

 40 omega   35.00   61.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   69.0000  155.3620 26

 41 omega   45.00   71.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   76.0000  178.8947 26

 42 omega   30.00   56.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   76.0000 -118.9754 26

 43 omega   34.00   60.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   68.0000  -14.8102 26

 44 omega   30.00   56.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   75.0000  -75.1396 26

 45 omega   34.00   61.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   74.0000   12.5257 27

 46 omega   45.00   71.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   72.0000 -125.6729 26

 47 omega   37.00   63.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   68.0000  127.3466 26

 48 omega   44.00   70.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   56.0000  -41.9476 26

 49 omega   40.00   66.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   74.0000   50.2622 26

 50 omega   37.00  116.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   75.0000  -56.0943 79

 51 omega   -3.00  101.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000  -80.0000  155.8874 104

 52 omega   46.00  111.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   66.0000   55.2469 65

 53 omega   41.00   73.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   76.0000  155.0819 32

 54 omega   49.00   75.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   70.0000 -105.3465 26

 55 omega   42.00   71.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   75.0000  134.9034 29

 56 omega   43.00   69.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   75.0000 -163.5325 26

 57 omega   47.00   73.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       76.0000   72.0000 -153.6495 26

 58 omega   50.00   94.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       76.0000   67.0000  -68.1410 44

 59 omega   46.00   72.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       76.0000   74.0000    7.2386 26

 60 omega   46.00   72.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       76.0000   74.0000   85.2941 26

 61 omega    6.00  109.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       76.0000  -80.0000  -78.1395 103

 62 omega   45.00   71.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       76.0000   76.0000  109.5625 26

 63 omega   68.00  106.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       76.0000  -80.0000 -126.4382 38

 64 omega   92.00  121.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       76.0000   51.0000   88.2699 29

 65 omega   56.00   82.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       76.0000   51.0000   88.2699 26

 66 omega   55.00  100.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       80.0000   65.0000  142.2776 45

 67 omega   51.00   77.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       80.0000   77.0000  -66.7181 26

 68 omega  122.00  148.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       80.0000   53.0000   -7.0322 26

 69 omega   59.00   90.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       80.0000   53.0000   -7.0322 31

 70 omega   56.00   96.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       80.0000   62.0000  106.1838 40

 71 omega   62.00   87.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       80.0000   60.0000   27.7038 25

 72 omega   55.00   83.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       84.0000   74.0000 -135.9074 28

 73 omega   56.00   82.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       84.0000   70.0000  174.7294 26

 74 omega   93.00  136.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       84.0000   77.0000 -160.8121 43

 75 omega   54.00   88.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       84.0000   77.0000 -160.8121 34

 76 omega   89.00  154.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       84.0000   74.0000 -135.9074 65

 77 omega  112.00  156.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       88.0000   60.0000 -105.0661 44

 78 omega   57.00   82.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       88.0000  -80.0000 -151.9206 25

 79 omega   66.00   92.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       88.0000   60.0000 -105.0661 26

 80 omega   61.00   86.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       92.0000   76.0000   27.0638 25

 81 omega   96.00  134.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       92.0000   76.0000   27.0638 38

 82 omega   70.00  122.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       96.0000   74.0000   88.0790 52

 83 omega   83.00  164.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -30.0000 81

 84 omega   82.00  163.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000 -120.0000 81

 85 omega   73.00  101.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000 -127.0382 28

 86 omega   44.00   70.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000 -127.0382 26

 87 omega   83.00  133.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -120.0000 50

 88 omega   84.00  158.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   30.0000 74

 89 omega   83.00  175.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -60.0000 92

 90 omega   83.00  109.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -150.0000 26

 91 omega   84.00  175.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -180.0000 91

 92 omega   77.00  103.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 26

 93 omega   37.00  128.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000  -21.6389 91

 94 omega  117.00  176.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -90.0000 59

 95 omega   83.00  111.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -90.0000 28

 96 omega   77.00  103.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -30.0000 26

 97 omega   76.00  102.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  120.0000 26

 98 omega   84.00  110.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 26

 99 omega  107.00  178.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   90.0000 71

100 omega   77.00  102.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   90.0000 25

101 omega   76.00  102.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -180.0000 26

102 omega  138.00  164.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -150.0000 26

103 omega   76.00  102.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -150.0000 26

104 omega   69.00  137.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000  132.9638 68

105 omega  148.00  177.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   30.0000 29

106 omega   76.00  102.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   30.0000 26

107 omega  123.00  159.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  120.0000 36

108 omega   83.00  120.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  120.0000 37

109 omega   76.00  101.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 25

110 omega   77.00  103.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  150.0000 26

111 omega  126.00  178.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -120.0000 52

112 omega   77.00  103.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -120.0000 26

113 omega  116.00  169.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   60.0000 53

114 omega   83.00  109.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   60.0000 26

115 omega   37.00   95.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -79.0000 -169.1267 58

116 omega  153.00  178.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   75.0000  -33.2465 25

117 omega   85.00  173.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000    0.0000 88

118 omega   84.00  176.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  150.0000 92

119 omega   78.00  103.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   75.0000  -33.2465 25

120 omega   65.00   92.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000 -154.8946 27

121 omega   39.00  141.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -79.0000   40.7288 102

122 omega   86.00  111.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   50.0000   90.0000 25

123 omega   43.00   96.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000  -65.4167 53

124 omega  -22.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -180.0000 91

125 omega  -27.00   73.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   38.0000   90.0000 100

126 omega  -22.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000  -30.0000 91

127 omega  -11.00   91.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       20.0000   75.0000  158.2213 102

128 omega    1.00   95.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       24.0000   50.0000   20.2355 94

129 omega   -6.00   94.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       24.0000   74.0000   13.3221 100

130 omega   15.00   46.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   80.0000 -160.2866 31

131 omega   19.00   46.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   80.0000   10.7056 27

132 omega   41.00  143.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   76.0000  155.0819 102

133 omega   43.00  142.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   72.0000 -104.5760 99

134 omega   41.00  143.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   75.0000 -163.5325 102

135 omega   46.00   96.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   66.0000   55.2469 50

136 omega    5.00  109.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       76.0000  -80.0000  -78.1395 104

137 omega   46.00  146.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       76.0000   74.0000   85.2941 100

138 omega   45.00  147.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       76.0000   76.0000  109.5625 102

139 omega   47.00  146.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       76.0000   72.0000 -153.6495 99

140 omega    5.00  109.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       76.0000  -80.0000 -126.4382 104

141 omega   55.00  148.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       80.0000   65.0000  142.2776 93

142 omega   58.00  150.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       80.0000   53.0000   -7.0322 92

143 omega   58.00  148.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       80.0000   60.0000   27.7038 90

144 omega   48.00  151.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       80.0000   77.0000  -66.7181 103

;
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Agilent SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_specimen_support 'polyimid foil'
_diffrn_orient_matrix_UB_11      -0.0798684000
_diffrn_orient_matrix_UB_12      0.0453739000
_diffrn_orient_matrix_UB_13      -0.0011134000
_diffrn_orient_matrix_UB_21      0.0894192000
_diffrn_orient_matrix_UB_22      0.0119434000
_diffrn_orient_matrix_UB_23      -0.1542246000
_diffrn_orient_matrix_UB_31      -0.1481450000
_diffrn_orient_matrix_UB_32      -0.0172578000
_diffrn_orient_matrix_UB_33      -0.1096904000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_unetI/netI     0.0186
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            57051
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.499
_diffrn_reflns_theta_min         5.622
_diffrn_source                   'microfocus X-Ray tube'
_diffrn_source_type              'Agilent SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.925
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_correction_T_min  0.934
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_description       plate
_exptl_crystal_F_000             852
_exptl_crystal_size_max          0.0850
_exptl_crystal_size_mid          0.0680
_exptl_crystal_size_min          0.0298
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         3867
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0374
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.0466P)^2^+0.9375P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0941
_refine_ls_wR_factor_ref         0.0998
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3247
_reflns_number_total             3867
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4dt03572k2.cif
_cod_data_source_block           hi_eb5
_cod_depositor_comments
'Adding full bibliography for 7033775--7033781.cif.'
_cod_original_cell_volume        2032.74(6)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7033779
_audit_block_refno               1743
_audit_block_usercomment         ebrl11
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group with stretchable bonds:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C),
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C16(H16A,H16B,
 H16C)
;
_shelx_estimated_absorpt_t_max   0.913
_shelx_estimated_absorpt_t_min   0.913
_shelx_hkl_checksum              99122
_cell_oxdiff_length_a            8.1037(2)
_cell_oxdiff_length_b            30.8158(6)
_cell_oxdiff_length_c            8.16042(19)
_cell_oxdiff_angle_alpha         90.0029(18)
_cell_oxdiff_angle_beta          94.051(2)
_cell_oxdiff_angle_gamma         90.0039(19)
_cell_oxdiff_volume              2032.74(8)
_cell_oxdiff_measurement_reflns_used 18126
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_theta     66.97
_reflns_odcompleteness_iscentric 1