Generation of a series of B<sub>n</sub> fused oligo-naphthalenes (n = 1 to 3) from a B<sub>1</sub>-polycyclic aromatic hydrocarbon.
Kahan, R. J.; Crossley, D. L.; Cid, J.; Radcliffe, J. E.; Woodward, A. W.; Fasano, V.; Endres, S.; Whitehead, G. F. S.; Ingleson, M. J.; Chemical communications (Cambridge, England) 54 (2018) 9490–9493; doi:10.1039/c8cc04701d

data_7122120
_publ_section_title
;
 Generation of a series of B<sub>n</sub> fused oligo-naphthalenes (n = 1
 to 3) from a B<sub>1</sub>-polycyclic aromatic hydrocarbon.
;
_journal_issue                   68
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              9490
_journal_page_last               9493
_journal_paper_doi               10.1039/c8cc04701d
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C58 H45.87 B2 Br0.13'
_chemical_formula_sum            'C58 H45.87 B2 Br0.13'
_chemical_formula_weight         774.82
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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     dual
_audit_creation_date             2018-06-08
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-06-08 deposited with the CCDC.
2018-07-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.451(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.5450(17)
_cell_length_b                   12.6207(12)
_cell_length_c                   22.2518(14)
_cell_measurement_reflns_used    1822
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      62.3280
_cell_measurement_theta_min      3.9440
_cell_volume                     4912.4(7)
_computing_cell_refinement       'CrysAlisPro 1.171.40.7b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.7b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.7b (Rigaku OD, 2018)'
_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_temperature      150.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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     54.00  82.00   1.00    3.00    --    0.00  60.00-120.00   28
  2  \w    -63.00 -19.00   1.00    3.00    --    0.00  60.00-120.00   44
  3  \w    -88.00  57.00   1.00    3.00    --    0.00  60.00 -60.00  145
  4  \w      9.00  35.00   1.00    3.00    --    0.00  60.00-120.00   26
  5  \w     67.00 143.00   1.00   20.00    --   55.00  60.00   0.00   76
  6  \w    -31.00 132.00   1.00   20.00    --   55.00  57.00 -90.00  163
  7  \w     47.00 144.00   1.00   20.00    --   55.00  60.00-150.00   97
  8  \w    -31.00  46.00   1.00   20.00    --   55.00  60.00-150.00   77
  9  \w    -26.00  65.00   1.00   20.00    --   55.00  60.00   0.00   91
 10  \w     -9.00 123.00   1.00   20.00    --   55.00  60.00  90.00  132
 11  \w     87.00 138.00   1.00   20.00    --   55.00  60.00 150.00   51
 12  \w    -21.00 140.00   1.00   20.00    --   55.00  60.00  60.00  161
 13  \w     97.00 199.00   1.00   20.00    --  110.00  60.00  90.00  102
 14  \w    174.00 199.00   1.00   20.00    --  110.00  48.00  30.00   25
 15  \w     21.00 117.00   1.00   20.00    --  110.00  60.00  30.00   96
 16  \w     77.00 104.00   1.00   20.00    --  110.00  48.00  30.00   27
 17  \w     21.00  55.00   1.00   20.00    --  110.00  48.00  30.00   34
 18  \w    132.00 198.00   1.00   20.00    --  110.00  60.00 120.00   66
 19  \w     34.00 198.00   1.00   20.00    --  110.00  29.00  60.00  164
 20  \w     83.00 121.00   1.00   20.00    --  110.00  60.00 120.00   38
 21  \w     22.00 171.00   1.00   20.00    --  110.00  60.00 -60.00  149
 22  \w    125.00 197.00   1.00   20.00    --  110.00  60.00-120.00   72
 23  \w    139.00 197.00   1.00   20.00    --  110.00  60.00-180.00   58
 24  \w     57.00 122.00   1.00   20.00    --  110.00  60.00-120.00   65
 25  \w    156.00 198.00   1.00   20.00    --  110.00  60.00 150.00   42
 26  \w    132.00 159.00   1.00   20.00    --  110.00  48.00  30.00   27
 27  \w     90.00 119.00   1.00   20.00    --  110.00  60.00-180.00   29
 28  \w     22.00 176.00   1.00   20.00    --  110.00  38.00-120.00  154
 29  \w    133.00 163.00   1.00   20.00    --  110.00  60.00 -90.00   30
 30  \w     46.00  80.00   1.00   20.00    --  110.00  60.00 -30.00   34
 31  \w     32.00  59.00   1.00   20.00    --  110.00  60.00-180.00   27
 32  \w     45.00  72.00   1.00   20.00    --  110.00  60.00 -90.00   27
 33  \w    139.00 179.00   1.00   20.00    --  110.00  60.00 -30.00   40
 34  \w     83.00 115.00   1.00   20.00    --  110.00  60.00 -30.00   32
 35  \w    127.00 182.00   1.00   20.00    --  110.00  60.00  30.00   55
 36  \w     51.00  76.00   1.00   20.00    --  110.00  60.00   0.00   25
 37  \w    135.00 165.00   1.00   20.00    --  110.00  60.00   0.00   30
 38  \w     99.00 141.00   1.00   20.00    --  110.00  60.00 150.00   42
 39  \w     43.00 199.00   1.00   20.00    --  110.00  29.00 -30.00  156
 40  \w     22.00 120.00   1.00   20.00    --  110.00  19.00 150.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RINC): quarter-chi single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0075871000
_diffrn_orient_matrix_UB_12      0.0606368000
_diffrn_orient_matrix_UB_13      -0.0602439000
_diffrn_orient_matrix_UB_21      -0.0093257000
_diffrn_orient_matrix_UB_22      -0.1056965000
_diffrn_orient_matrix_UB_23      -0.0343351000
_diffrn_orient_matrix_UB_31      -0.0873064000
_diffrn_orient_matrix_UB_32      0.0059985000
_diffrn_orient_matrix_UB_33      0.0035035000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1607
_diffrn_reflns_av_unetI/netI     0.1028
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            35475
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        54.239
_diffrn_reflns_theta_max         54.239
_diffrn_reflns_theta_min         2.526
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_exptl_absorpt_coefficient_mu    0.559
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30510
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.7b (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.048
_exptl_crystal_description       plate
_exptl_crystal_F_000             1634
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane'
_exptl_crystal_size_max          0.161
_exptl_crystal_size_mid          0.058
_exptl_crystal_size_min          0.007
_refine_diff_density_max         0.410
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.946
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     561
_refine_ls_number_reflns         5986
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      0.979
_refine_ls_R_factor_all          0.1672
_refine_ls_R_factor_gt           0.0816
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1434P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2117
_refine_ls_wR_factor_ref         0.2687
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2546
_reflns_number_total             5986
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc04701d2.cif
_cod_data_source_block           lmji7
_cod_depositor_comments
'Adding full bibliography for 7122119--7122120.cif.'
_cod_original_cell_volume        4912.4(8)
_cod_database_code               7122120
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         C30H40B2
_chemical_oxdiff_usercomment     'Rachel crystal'
_shelx_estimated_absorpt_t_max   0.996
_shelx_estimated_absorpt_t_min   0.915
_reflns_odcompleteness_completeness 99.02
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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. Restrained distances
 Br1-C43
 1.9 with sigma of 0.02
 Br2-C54
 1.9 with sigma of 0.02
3. Rigid body (RIGU) restrains
 Br1, C43
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(Br1)=1-FVAR(1)
 Sof(H43)=FVAR(1)
 Sof(Br2)=1-FVAR(2)
 Sof(H54)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C7(H7A,H7B)
5.b Me refined with riding coordinates:
 C56(H56A,H56B,H56C), C57(H57A,H57B,H57C), C58(H58A,H58B,H58C), C47(H47A,H47B,
 H47C), C49(H49A,H49B,H49C), C48(H48A,H48B,H48C)
5.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C26(H26), C20(H20), C27(H27), C32(H32), C38(H38), C28(H28),
 C54(H54), C34(H34), C33(H33), C52(H52), C36(H36), C13(H13), C37(H37), C16(H16),
  C43(H43), C2(H2), C3(H3), C5(H5), C14(H14), C4(H4), C15(H15), C1(H1), C45(H45)
;
_shelx_res_checksum              97388
_shelx_fab_checksum              36845
_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 4.356
_oxdiff_exptl_absorpt_empirical_full_min 0.392