Innocent BN bond substitution in anthracene derivatives.
van de Wouw, H. L.; Lee, J. Y.; Siegler, M. A.; Klausen, R. S.; Organic & biomolecular chemistry 14 (2016) 3256–3263; doi:10.1039/c5ob02309b

data_7155059
_publ_section_title
;
 Innocent BN bond substitution in anthracene derivatives.
;
_journal_issue                   12
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              3256
_journal_page_last               3263
_journal_paper_doi               10.1039/c5ob02309b
_journal_volume                  14
_journal_year                    2016
_chemical_formula_moiety         'C19 H13 B N2'
_chemical_formula_sum            'C19 H13 B N2'
_chemical_formula_weight         280.12
_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_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           SHELXL-2014/7
_audit_update_record
;
2016-02-12 deposited with the CCDC.
2016-02-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.971(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.46841(17)
_cell_length_b                   5.90109(11)
_cell_length_c                   32.1078(10)
_cell_measurement_reflns_used    3977
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      72.01
_cell_measurement_theta_min      6.13
_cell_volume                     1414.21(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'SHELXTL v6.10 (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL v6.10 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2015)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            7449
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         71.887
_diffrn_reflns_theta_min         5.514
_exptl_absorpt_coefficient_mu    0.595
_exptl_absorpt_correction_T_max  0.955
_exptl_absorpt_correction_T_min  0.769
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_description       tabular
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3487
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0516
_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^)+(0.0833P)^2^+0.7948P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1498
_refine_ls_wR_factor_ref         0.1526
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3146
_reflns_number_total             3487
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5ob02309b3.cif
_cod_data_source_block           1g
_cod_database_code               7155059
_shelx_shelxl_version_number     2014/7
_twin_information
;
 * * * CRYSALIS TWIN DATA REDUCTION FINALIZING (Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)) * * *
Laue class: 2/m (b-unique) - Friedel mate is equivalent
Lattice type: P-lattice 
DC PROFFITRRPTWIN INFO: Step 1 - Loading orientation matrices (UB) of 2 components
 
DC PROFFITRRPTWIN INFO: Loading UB component 1
 
DC PROFFITRRPTWIN INFO: Loading UB component 2
 
DC PROFFITRRPTWIN INFO: Step 2 - Computing crossed twin laws
 
Twin law determination (relative to component 1)
Matrix 1 is taken from component 1 (   7.464    5.898   32.110    90.02    91.96    90.00)
Matrix 2 is taken from component 2 (   7.465    5.898   32.110    90.01    92.01    89.98)
Twin analysis: Component 1 with component 2
TL  =UB[1]-1*UB[2]:  -0.9999  -0.0008   0.0003     0.0007  -1.0001   0.0001     0.3045   0.0068   1.0000   det 1.000062
TL-1=UB[2]*UB[1]-1:  -1.0000   0.0008   0.0003    -0.0007  -0.9999   0.0001     0.3045   0.0065   0.9999   det 0.999938
Rot= 179.9474 deg around the following vectors: 
Reciprocal space (hkl): 0.0003 0.0001 1.0000
Direct space (uvw)    : 0.1505 0.0033 0.9886
 
DC PROFFITRRPTWIN INFO: Step 3 - Loading reflections of 2 components
 
DC PROFFITRRPTWIN ALL INFO: Component 1
DC PROFFITRRPTWIN INFO: Face list of component 1 
  1:  -4.2139  -1.8798   1.6894  d=   0.1974
  2:  -0.1330   0.4268  20.7119  d=   0.0382
  3:   4.2073   1.8990  -0.7440  d=   0.2297
  4:   0.3765  -0.3168 -20.7511  d=   0.0389
  5:   2.6154  -3.1765   2.5821  d=   0.2397
  6:   4.2444  -0.0121   9.4217  d=   0.1417
  7:  -4.2583   0.2268  -9.2342  d=   0.1291
  8:  -3.0055  -2.9993  -9.0661  d=   0.2184
  9:   3.0055   2.9993   9.0661  d=   0.2349
 10:   3.9970  -0.0040  -9.2178  d=   0.1298
 11:  -1.0054   0.9984 -18.7018  d=   0.1342
 12:  -2.9956   3.0031   5.8931  d=   0.2184
 13:  -5.0015   0.0029  -4.4774  d=   0.1246
 14:  -4.9989   0.0040   3.5224  d=   0.1198
DC PROFFITRRPTWIN ALL INFO: Component 2
DC PROFFITRRPTWIN INFO: Face list of component 2 
  1:   4.2129   1.8828   0.3939  d=   0.1974
  2:   0.1402  -0.4241  20.6726  d=   0.0382
  3:  -4.2059  -1.9019   0.5495  d=   0.2297
  4:  -0.3837   0.3139 -20.6369  d=   0.0389
  5:  -2.6171   3.1747   3.3576  d=   0.2397
  6:  -4.2412   0.0103  10.7133  d=   0.1417
  7:   4.2553  -0.2250 -10.5286  d=   0.1291
  8:   3.0000   3.0000 -10.0000  d=   0.2184
  9:  -3.0000  -3.0000  10.0000  d=   0.2349
 10:  -4.0000   0.0000  -8.0000  d=   0.1298
 11:   1.0000  -1.0000 -19.0000  d=   0.1342
 12:   3.0000  -3.0000   5.0000  d=   0.2184
 13:   5.0000   0.0000  -6.0000  d=   0.1246
 14:   5.0000   0.0000   2.0000  d=   0.1198
 
DC PROFFITRRPTWIN INFO: Step 4 - Analysing composite reflections of 2 components
 
Component 1: 9139 observations read
Component 2: 9133 observations read

10482 composite observations collected (2776 fully isolated, 7706 overlapped), 18 skipped due to one or more missing parts and 33 skipped due to I/sig<-3.0

OVERLAP STATISTICS

2 COMPONENTS

COMPONENTS 1, 2
 Overlap factor | # in range | % of all obs 
 -------------- | ---------- | ------------ 
   0.00 - 0.20  |       2207 |    21.1 <--- ALMOST SEPARATED
   0.20 - 0.40  |       1170 |    11.2
   0.40 - 0.60  |       1707 |    16.3
   0.60 - 0.80  |       1755 |    16.7
   0.80 - 1.00  |        867 |     8.3 <--- FULLY OVERLAPPED
 -------------- | ---------- | ------------ 
      Total     |       7706 |    73.5

 
DC PROFFITRRPTWIN INFO: Step 5 - Scaling data & analysing twin ratios of 2 components
 
Computed twin ratios:
Twin 1: 82.22% (5582 common observations, 1804 merged)
Twin 2: 17.78% (4313 common observations, 1804 merged)

Preparing data for SCALE3 ABSPACK...

SCALING COMPONENT 1

4822 of 9096 reflections used for ABSPACK refinement
PROFFIT INFO: Inet (after scale3 abspack): min=-11974323.0000 max=88384560.0000
PROFFIT INFO: sig(Inet) (after scale3 abspack): min=647.3510 max=156989.4531
PROFFIT INFO: 53 observations on 'bad frames' rejected

SCALING COMPONENT 2

4830 of 9090 reflections used for ABSPACK refinement
PROFFIT INFO: Inet (after scale3 abspack): min=-16535955.0000 max=88384560.0000
PROFFIT INFO: sig(Inet) (after scale3 abspack): min=468.2157 max=156989.4531
PROFFIT INFO: 107 observations on 'bad frames' rejected

Computed twin ratios:
Twin 1: 82.53% (5532 common observations, 1789 merged)
Twin 2: 17.47% (4266 common observations, 1789 merged)

DC PROFFITRRPTWIN INFO: Determining HKLF4 overlap threshold for completeness requirement (>=80.0%)
DC PROFFITRRPTWIN INFO: New HKLF4 overlap threshold - 0.55

DC PROFFITRRPTWIN INFO: Step 6 - Decomposed intensities statistics (HKLF4)
 
COMPONENT 1

 
Note: The Rint, Rsigma and RsigmaB values are computed for redundant data only!
    Mean F2 and F2/sig(F2) are given for all measured values!
Note: The RsigmaA values are computed for all measured values!

Help: For more information about computations of rint and rsigma please look into Crysalis help: 
 file:__#HELP_DTheoryAlgorithm_DataReductionOutput.html
 

Statistics vs intensity - point group symmetry: P2/m (b-unique)
         intensity measured   kept    unique  redundancy   F2     F2/sig(F2)   Rint   Rsigma
 88384560- 1759029      731      731      246    3.0   5453604.08   139.92    0.035    0.043
  1743837-  766993      649      649      246    2.6   1213538.71    65.72    0.062    0.066
   766718-  421928      632      632      246    2.6    589142.44    42.75    0.070    0.075
   421882-  236205      649      649      246    2.6    320670.69    31.10    0.078    0.084
   235543-  133707      589      589      246    2.4    180993.63    22.22    0.095    0.102
   133704-   71782      590      590      246    2.4    100937.11    15.37    0.099    0.108
    71031-   29776      611      611      246    2.5     48872.75     8.67    0.196    0.196
    29615-   11045      613      613      246    2.5     19653.11     4.23    0.285    0.299
    11011-    2521      542      542      246    2.2      5729.37     1.46    0.487    0.528
     2447- -126650      463      463      251    1.8     -3384.32    -0.43    0.970    1.348
 88384560- -126650     6069     6069     2465    2.5    916828.08    36.71    0.047    0.055
 

Statistics vs resolution - point group symmetry: P2/m (b-unique)
resolu-      #        #        #               average    mean      mean          
tion(A)   measured   kept    unique           redundancy   F2     F2/sig(F2)   Rint   Rsigma   RsigmaA
 inf-1.79      705      705      246             2.9   2580972.93    95.85    0.027    0.035     0.006
1.79-1.40      605      605      246             2.5   1426164.15    48.61    0.041    0.045     0.011
1.40-1.22      760      760      246             3.1   1085868.47    34.23    0.050    0.066     0.015
1.22-1.11      714      714      246             2.9    951511.73    31.32    0.068    0.076     0.017
1.11-1.02      613      613      246             2.5    729414.71    27.21    0.067    0.074     0.019
1.02-0.96      544      544      246             2.2    485529.53    23.56    0.056    0.062     0.024
0.96-0.91      604      604      246             2.5    383002.01    22.11    0.075    0.076     0.026
0.91-0.87      562      562      246             2.3    297776.40    19.62    0.059    0.065     0.028
0.87-0.84      452      452      246             1.8    292237.11    23.63    0.065    0.067     0.026
0.84-0.81      510      510      251             2.0    264982.32    25.24    0.056    0.059     0.023
 inf-0.81     6069     6069     2465             2.5    916828.08    36.71    0.047    0.055     0.014
 

Statistics vs resolution (taking redundancy into account) - point group symmetry: P2/m (b-unique)
resolu-      #        #        #       %       average    mean      mean          
tion(A)    kept     theory   unique complete  redundancy   F2     F2/sig(F2)   Rint  RsigmaB
 inf-1.79      705      318      246   77.4      2.9   2580972.93   181.06    0.027    0.003
1.79-1.40      605      314      246   78.3      2.5   1426164.15    85.61    0.041    0.007
1.40-1.22      760      304      246   80.9      3.1   1085868.47    68.76    0.050    0.008
1.22-1.11      714      306      246   80.4      2.9    951511.73    59.70    0.068    0.010
1.11-1.02      613      330      246   74.5      2.5    729414.71    47.89    0.067    0.012
1.02-0.96      544      315      246   78.1      2.2    485529.53    39.60    0.056    0.015
0.96-0.91      604      308      246   79.9      2.5    383002.01    38.46    0.075    0.016
0.91-0.87      562      292      246   84.2      2.3    297776.40    32.44    0.059    0.018
0.87-0.84      452      287      246   85.7      1.8    292237.11    34.86    0.065    0.016
0.84-0.81      510      300      251   83.7      2.0    264982.32    38.59    0.056    0.015
 inf-0.81     6069     3080     2465   80.0      2.5    916828.08    66.26    0.047    0.009
DC PROFFITRRPTWIN INFO: Step 7 - Generating output files
 
HKLF 4
Reflections read=9041, from those 6069 with overlapping factor < 0.547 written to file D:\Data\xs0821a\twin_twin1_hklf4.hkl, 2972 skipped
Use the HKLF 4 file(s) for structure solution.

HKLF 5 merged
RINT ANALYSIS FOR ALL HKLF5 REFLECTIONS
 Components measured    kept     unique redundancy F2/sig(F2) Rint      Rsigma
1,2           9041      7449      3715     2.01     33.35     0.018     0.018

RINT ANALYSIS FOR OVERLAPPED REFLECTIONS
 Components measured    kept     unique redundancy F2/sig(F2) Rint      Rsigma
1,2           7564      6054      2824     2.14     33.07     0.019     0.019

RINT ANALYSIS FOR ISOLATED REFLECTIONS
 Component measured     kept     unique redundancy F2/sig(F2) Rint      Rsigma
     1        1477      1395       891     1.57     30.86     0.017     0.016
     2           0         0         0     0.00      0.00     0.000     0.000

3715 merged reflections saved into file: D:\Data\xs0821a\twin_twin1_hklf5.hkl

Use this hkl file in SHELXL with BASF instruction, which has (components minus 1) entries, and HKLF 5 instruction.
E.g. Two component twin: 'BASF n2' in .ins file, BASF n1 can be computed as n1 = 1.0 - n2.
E.g. Three component twin: 'BASF n2 n3' in .ins file, BASF n1 can be computed as n1 = 1.0 - (n2 + n3).

BASF 0.17467 
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_shelx_res_checksum              25904