Symmetric and Non-symmetric Anthracen-diyl Bis(alkylidynes)
Hill, Anthony; Frogley, Benjamin; Welsh, Steven S.; Dalton Transactions  (2021) –; doi:10.1039/D1DT02537F

data_7708371
_publ_section_title
;
 Symmetric and Non-symmetric Anthracen-diyl Bis(alkylidynes)
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT02537F
_journal_year                    2021
_chemical_formula_moiety         'C44 H40 B2 N12 O4 W2, 2.5(C H Cl3)'
_chemical_formula_sum            'C46.5 H42.5 B2 Cl7.5 N12 O4 W2'
_chemical_formula_weight         1488.62
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-02-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-04-13 deposited with the CCDC.	2021-09-20 downloaded from the CCDC.
;
_cell_angle_alpha                100.999(2)
_cell_angle_beta                 93.540(2)
_cell_angle_gamma                92.309(2)
_cell_formula_units_Z            2
_cell_length_a                   10.2052(2)
_cell_length_b                   16.3844(5)
_cell_length_c                   17.0380(4)
_cell_measurement_reflns_used    16199
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      70.8190
_cell_measurement_theta_min      4.1740
_cell_volume                     2787.24(12)
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1297
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -36.00  -3.00   1.00    5.00    --   16.00 122.00 -81.47   33
  2  \w    -13.00  12.00   1.00    5.00    --   28.00 102.00  96.19   25
  3  \w    -49.00  32.00   1.00    5.00    --  -35.53  57.00  30.00   81
  4  \w    -64.00  36.00   1.00    5.00    --  -35.53  19.00 -30.00  100
  5  \w   -105.00 -27.00   1.00    5.00    --  -35.53 -38.00 -30.00   78
  6  \w    -95.00 -18.00   1.00    5.00    --  -35.53 -38.00-150.00   77
  7  \w     39.00  74.00   1.00    5.00    --   35.53-125.00  90.00   35
  8  \w     35.00  89.00   1.00    5.00    --   35.53-125.00 -30.00   54
  9  \w    -21.00  59.00   1.00    5.00    --   35.53 -77.00  90.00   80
 10  \w     28.00  80.00   1.00    5.00    --   35.53-125.00-120.00   52
 11  \w      2.00  28.00   1.00    5.00    --   36.00  90.00  44.35   26
 12  \w     15.00  40.00   1.00    5.00    --   44.00  81.00-157.36   25
 13  \w     15.00  40.00   1.00    5.00    --   44.00  81.00  21.24   25
 14  \w     16.00  41.00   1.00    5.00    --   44.00  80.00 153.71   25
 15  \w     16.00  41.00   1.00    5.00    --   44.00  79.00-104.50   25
 16  \w     14.00  39.00   1.00    5.00    --   44.00  82.00 -63.50   25
 17  \w     15.00  41.00   1.00    5.00    --   44.00  81.00 103.91   26
 18  \w     16.00  41.00   1.00    5.00    --   44.00  80.00 -23.48   25
 19  \w     24.00  63.00   1.00    5.00    --   48.00  72.00  70.80   39
 20  \w     79.00 106.00   1.00    5.00    --   48.00  72.00  70.80   27
 21  \w     31.00  66.00   1.00    5.00    --   56.00  73.00  23.41   35
 22  \w     32.00  62.00   1.00    5.00    --   56.00  74.00-135.37   30
 23  \w     34.00  60.00   1.00    5.00    --   56.00  68.00 -45.32   26
 24  \w     32.00  57.00   1.00    5.00    --   56.00  73.00 176.30   25
 25  \w     90.00 122.00   1.00    5.00    --   56.00  74.00 -89.96   32
 26  \w     31.00  88.00   1.00    5.00    --   56.00  74.00 118.55   57
 27  \w     32.00  59.00   1.00    5.00    --   56.00  74.00  74.22   27
 28  \w     31.00  67.00   1.00    5.00    --   56.00  74.00 -89.96   36
 29  \w     33.00  60.00   1.00    5.00    --   56.00  70.00  -6.84   27
 30  \w     35.00  80.00   1.00    5.00    --   60.00  73.00-162.15   45
 31  \w    100.00 135.00   1.00    5.00    --   68.00  54.00 -41.35   35
 32  \w     51.00  82.00   1.00    5.00    --   68.00  54.00 -41.35   31
 33  \w     49.00  90.00   1.00   15.00    --   72.00  70.00 -15.82   41
 34  \w    104.00 137.00   1.00   15.00    --   72.00  70.00 -15.82   33
 35  \w     56.00  91.00   1.00   15.00    --   72.00  56.00  93.52   35
 36  \w     52.00 115.00   1.00   15.00    --   76.00  72.00 140.93   63
 37  \w     61.00  88.00   1.00   15.00    --   80.00  63.00  66.35   27
 38  \w     87.00 114.00   1.00   15.00    --  105.15  61.00  30.00   27
 39  \w    126.00 169.00   1.00   15.00    --  105.15  61.00 -90.00   43
 40  \w    133.00 172.00   1.00   15.00    --  105.15  61.00 150.00   39
 41  \w     87.00 114.00   1.00   15.00    --  105.15  61.00 150.00   27
 42  \w     88.00 115.00   1.00   15.00    --  105.15  45.00  30.00   27
 43  \w     87.00 165.00   1.00   15.00    --  105.15  61.00  90.00   78
 44  \w     36.00  89.00   1.00   15.00    --  105.15 -95.00-150.00   53
 45  \w    141.00 169.00   1.00   15.00    --  105.15  61.00-180.00   28
 46  \w     88.00 116.00   1.00   15.00    --  105.15  45.00 -90.00   28
 47  \w    131.00 167.00   1.00   15.00    --  105.15  61.00 -30.00   36
 48  \w     87.00 116.00   1.00   15.00    --  105.15  61.00 -30.00   29
 49  \w     80.00 109.00   1.00   15.00    --  105.15-111.00  90.00   29
 50  \w     87.00 116.00   1.00   15.00    --  105.15  61.00-180.00   29
 51  \w     87.00 171.00   1.00   15.00    --  105.15  61.00   0.00   84
 52  \w     87.00 172.00   1.00   15.00    --  105.15  61.00-150.00   85
 53  \w     87.00 114.00   1.00   15.00    --  105.15  61.00-120.00   27
 54  \w    130.00 169.00   1.00   15.00    --  105.15  61.00-120.00   39
 55  \w     38.00 120.00   1.00   15.00    --  105.15 -61.00   0.00   82
 56  \w    124.00 172.00   1.00   15.00    --  105.15  61.00 120.00   48
 57  \w     88.00 137.00   1.00   15.00    --  105.15  45.00-150.00   49
 58  \w     87.00 115.00   1.00   15.00    --  105.15  61.00 -90.00   28
 59  \w     87.00 113.00   1.00   15.00    --  105.15  61.00 120.00   26
 60  \w     87.00 114.00   1.00   15.00    --  105.15  61.00 -60.00   27
 61  \w    130.00 172.00   1.00   15.00    --  105.15  61.00 -60.00   42
 62  \w     89.00 116.00   1.00   15.00    --  105.15  45.00 -60.00   27
 63  \w    116.00 172.00   1.00   15.00    --  105.15  77.00  60.00   56
 64  \w     42.00  69.00   1.00   15.00    --  105.15-111.00 -90.00   27
 65  \w     37.00 104.00   1.00   15.00    --  105.15 -95.00 150.00   67
 66  \w     43.00 106.00   1.00   15.00    --  105.15 -95.00 -90.00   63
 67  \w     39.00  78.00   1.00   15.00    --  105.15 -77.00 -60.00   39
 68  \w     88.00 117.00   1.00   15.00    --  105.15  45.00  90.00   29
 69  \w     91.00 118.00   1.00   15.00    --  105.15  45.00  60.00   27
 70  \w     88.00 115.00   1.00   15.00    --  105.15  45.00-120.00   27
 71  \w     89.00 116.00   1.00   15.00    --  105.15  45.00 150.00   27
 72  \w     88.00 125.00   1.00   15.00    --  105.15  45.00-180.00   37
 73  \w     88.00 123.00   1.00   15.00    --  105.15  45.00 -30.00   35
 74  \w     40.00 107.00   1.00   15.00    --  105.15-111.00  30.00   67
 75  \w     89.00 121.00   1.00   15.00    --  105.15  45.00   0.00   32
 76  \w     84.00 109.00   1.00   15.00    --  105.15-111.00 -90.00   25
 77  \w    126.00 171.00   1.00   15.00    --  105.15  61.00  30.00   45
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0101568000
_diffrn_orient_matrix_UB_12      0.0941299000
_diffrn_orient_matrix_UB_13      0.0032565000
_diffrn_orient_matrix_UB_21      0.1483446000
_diffrn_orient_matrix_UB_22      0.0139884000
_diffrn_orient_matrix_UB_23      0.0242041000
_diffrn_orient_matrix_UB_31      0.0288284000
_diffrn_orient_matrix_UB_32      -0.0120335000
_diffrn_orient_matrix_UB_33      -0.0890552000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            37853
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.598
_diffrn_reflns_theta_max         66.598
_diffrn_reflns_theta_min         4.175
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    11.264
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65016
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.774
_exptl_crystal_description       plate
_exptl_crystal_F_000             1446
_exptl_crystal_size_max          0.142
_exptl_crystal_size_mid          0.058
_exptl_crystal_size_min          0.028
_refine_diff_density_max         3.358
_refine_diff_density_min         -2.339
_refine_diff_density_rms         0.164
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     709
_refine_ls_number_reflns         9829
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0551
_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^)+(0.0467P)^2^+33.7288P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1306
_refine_ls_wR_factor_ref         0.1364
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8377
_reflns_number_total             9829
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt02537f2.cif
_cod_data_source_block           Compound_2a
_cod_original_formula_sum        'C46.50 H42.50 B2 Cl7.50 N12 O4 W2'
_cod_database_code               7708371
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C46 H42 B2 Cl6 N12 O4 W2'
_chemical_oxdiff_usercomment     'CDCl3 evap'
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Cl6 \\sim Cl7 \\sim Cl5 \\sim Cl4 \\sim Cl9 \\sim Cl8: within 1.7A with sigma
of 0.04 and sigma for terminal atoms of 0.08
Uanis(Cl8) = Uanis(Cl9)
Uanis(Cl4) = Uanis(Cl5)
Uanis(Cl6) = Uanis(Cl7)
3. Others
 Sof(H46A)=Sof(Cl5)=Sof(Cl6)=Sof(Cl9)=1-FVAR(1)
 Sof(Cl7)=Sof(Cl8)=Sof(Cl4)=Sof(H46)=FVAR(1)
 Fixed Sof: Cl10(0.5) Cl12(0.5) Cl11(0.5) C47(0.5) H47(0.5)
4.a Ternary CH refined with riding coordinates:
 C45(H45), C46(H46), C46(H46A), C47(H47)
4.b Aromatic/amide H refined with riding coordinates:
 C36(H36), C9(H9), C39(H39), C41(H41), C40(H40), C13(H13), C37(H37), C15(H15),
 C8(H8), C14(H14), C23(H23), C6(H6), C33(H33), C28(H28), C16(H16), C44(H44),
 C7(H7), C38(H38), C43(H43), C42(H42)
4.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C26(H26A,H26B,H26C), C25(H25A,H25B,H25C), C30(H30A,H30B,
 H30C), C31(H31A,H31B,H31C), C35(H35A,H35B,H35C)
;
_shelx_res_checksum              77383
_shelx_hkl_checksum              65900
_ins_header
;
TITL BF_TpTpstarAnth_scale in P-1 
REM P-1 (#2 in standard setting)
CELL 1.54184  10.205231  16.384399  17.037966 100.9995  93.5402  92.3091
ZERR    2.00   0.000188   0.000520   0.000400   0.0025   0.0017   0.0021
LATT  1
SFAC C H B N O Cl W
UNIT 92.00 84.00 4.00 24.00 8.00 12.00 4.00
TREF
HKLF 4
END
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.577
_oxdiff_exptl_absorpt_empirical_full_min 0.714