Electron Delocalization in Reduced Forms of 2-(BMes2)pyrene and 2,7-Bis(BMes2)pyrene.
Ji, Lei; Edkins, Robert M.; Lorbach, Andreas; Krummenacher, Ivo; Brückner, Charlotte; Eichhorn, Antonius; Braunschweig, Holger; Engels, Bernd; Low, Paul J.; Marder, Todd B.; Journal of the American Chemical Society 137 (2015) 6750–6753; doi:10.1021/jacs.5b03805

data_4123703
_publ_section_title
;
 Electron Delocalization in Reduced Forms of 2-(BMes2)pyrene and
 2,7-Bis(BMes2)pyrene.
;
_journal_issue                   21
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6750
_journal_page_last               6753
_journal_paper_doi               10.1021/jacs.5b03805
_journal_volume                  137
_journal_year                    2015
_chemical_formula_moiety         'C34 H31 B, 2(C10 H20 K0.5 O4), C4 H8 O'
_chemical_formula_sum            'C58 H79 B K O9'
_chemical_formula_weight         970.12
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2014-11-09
_audit_creation_method
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_cell_angle_alpha                69.789(4)
_cell_angle_beta                 69.814(3)
_cell_angle_gamma                88.371(4)
_cell_formula_units_Z            2
_cell_length_a                   12.6565(17)
_cell_length_b                   13.0782(18)
_cell_length_c                   18.276(2)
_cell_measurement_reflns_used    3375
_cell_measurement_temperature    100
_cell_measurement_theta_max      21.64
_cell_measurement_theta_min      2.21
_cell_volume                     2650.3(6)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0965
_diffrn_reflns_av_unetI/netI     0.1875
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            26890
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.848
_diffrn_reflns_theta_min         1.271
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.156
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8835
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1014 before and 0.0511 after correction.
The Ratio of minimum to maximum transmission is 0.8835.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_description       plate
_exptl_crystal_F_000             1046
_exptl_crystal_size_max          0.438
_exptl_crystal_size_mid          0.172
_exptl_crystal_size_min          0.086
_refine_diff_density_max         0.459
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.935
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     659
_refine_ls_number_reflns         11335
_refine_ls_number_restraints     71
_refine_ls_restrained_S_all      0.937
_refine_ls_R_factor_all          0.2090
_refine_ls_R_factor_gt           0.0792
_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^)+(0.0872P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1631
_refine_ls_wR_factor_ref         0.2131
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4527
_reflns_number_total             11335
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja5b03805_si_002.cif
_cod_data_source_block           cmpd_B1K1
_cod_depositor_comments
'Adding full bibliography for 4123702--4123707.cif.'
_cod_database_code               4123703
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.987
_shelx_estimated_absorpt_t_min   0.935
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O4-C41 \\sim O5-C42 \\sim O5-C46 \\sim O4-C46
 with sigma of 0.02
 C45-C46 \\sim C44-C46 \\sim C42-C43 \\sim C41-C43
 with sigma of 0.02
 C44-C43 \\sim C45-C43
 with sigma of 0.02
 K1-O4 \\sim K1-O5
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 O4, C46, C43, C41, C44, C42, C45, O5
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(O4)=Sof(H46A)=Sof(H46B)=Sof(H43A)=Sof(H43B)=Sof(C41)=Sof(H41A)=Sof(H41B)=
 Sof(C45)=Sof(H45A)=Sof(H45B)=1-FVAR(1)
 Sof(H46C)=Sof(H46D)=Sof(H43C)=Sof(H43D)=Sof(C44)=Sof(H44A)=Sof(H44B)=Sof(C42)=
 Sof(H42A)=Sof(H42B)=Sof(O5)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C36(H36A,H36B), C35(H35A,H35B), C40(H40A,H40B), C38(H38A,H38B), C37(H37A,
 H37B), C39(H39A,H39B), C49(H49A,H49B), C51(H51A,H51B), C48(H48A,H48B),
 C50(H50A,H50B), C52(H52A,H52B), C47(H47A,H47B), C54(H54A,H54B), C55(H55A,H55B),
  C53(H53A,H53B), C56(H56A,H56B), C60(H60A,H60B), C57(H57A,H57B), C58(H58A,
 H58B), C59(H59A,H59B), C46(H46A,H46B), C46(H46C,H46D), C43(H43A,H43B),
 C43(H43C,H43D), C41(H41A,H41B), C44(H44A,H44B), C42(H42A,H42B), C45(H45A,H45B)
5.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C2(H2), C12(H12), C30(H30), C9(H9), C21(H21), C5(H5), C28(H28),
 C4(H4), C11(H11), C19(H19), C8(H8), C7(H7)
5.c Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C23(H23A,H23B,H23C), C32(H32A,H32B,H32C), C33(H33A,H33B,
 H33C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C)
;
_shelx_res_checksum              8477
_shelx_hkl_checksum              84864
_olex2_submission_special_instructions 'No special instructions were received'