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_4123707
_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         '2(C16 H32 Li O4), C52 H52 B2, 4(C4 H8 O)'
_chemical_formula_sum            'C100 H148 B2 Li2 O12'
_chemical_formula_weight         1577.68
_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     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                90
_cell_angle_beta                 95.0742(18)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.3195(7)
_cell_length_b                   15.4749(10)
_cell_length_c                   26.2562(14)
_cell_measurement_reflns_used    7070
_cell_measurement_temperature    100
_cell_measurement_theta_max      23.03
_cell_measurement_theta_min      2.23
_cell_volume                     4581.2(5)
_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 0.994
_diffrn_measured_fraction_theta_max 0.992
_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  0.0474
_diffrn_reflns_av_unetI/netI     0.0588
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            37106
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.755
_diffrn_reflns_theta_min         2.039
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6803
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1161 before and 0.0461 after correction.
The Ratio of minimum to maximum transmission is 0.9127.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.144
_exptl_crystal_description       block
_exptl_crystal_F_000             1720
_exptl_crystal_size_max          0.337
_exptl_crystal_size_mid          0.167
_exptl_crystal_size_min          0.155
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     595
_refine_ls_number_reflns         9694
_refine_ls_number_restraints     80
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.1092
_refine_ls_R_factor_gt           0.0569
_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^)+(0.0840P)^2^+1.1392P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1432
_refine_ls_wR_factor_ref         0.1737
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5761
_reflns_number_total             9694
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja5b03805_si_002.cif
_cod_data_source_block           cmpd_B2Li2
_cod_depositor_comments
'Adding full bibliography for 4123702--4123707.cif.'
_cod_database_code               4123707
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.989
_shelx_estimated_absorpt_t_min   0.976
_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
 C44-C45 \\sim C47-C46
 with sigma of 0.02
 O5-C47 \\sim O6-C47 \\sim O6-C44 \\sim O5-C44
 with sigma of 0.02
 O8-C55 \\sim O8-C52 \\sim O7-C51 \\sim O7-C48
 with sigma of 0.02
 C55-C54 \\sim C53-C52 \\sim C49-C48 \\sim C51-C50
 with sigma of 0.02
 C54-C53 \\sim C50-C49
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 O7, C51, C50, C49, C48
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C53, C52, O8, C55, C54
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(H41C)=Sof(H41D)=Sof(C42)=Sof(H42A)=Sof(H42B)=1-FVAR(1)
 Sof(H41A)=Sof(H41B)=Sof(C43)=Sof(H43A)=Sof(H43B)=FVAR(1)
 Sof(H47C)=Sof(H47D)=Sof(H44C)=Sof(H44D)=Sof(O6)=1-FVAR(2)
 Sof(O5)=Sof(H47A)=Sof(H47B)=Sof(H44A)=Sof(H44B)=FVAR(2)
 Sof(O7)=Sof(C49)=Sof(H49A)=Sof(H49B)=Sof(C50)=Sof(H50A)=Sof(H50B)=Sof(C48)=
 Sof(H48A)=Sof(H48B)=Sof(C51)=Sof(H51A)=Sof(H51B)=1-FVAR(3)
 Sof(C53)=Sof(H53A)=Sof(H53B)=Sof(O8)=Sof(C54)=Sof(H54A)=Sof(H54B)=Sof(C52)=
 Sof(H52A)=Sof(H52B)=Sof(C55)=Sof(H55A)=Sof(H55B)=FVAR(3)
5.a Secondary CH2 refined with riding coordinates:
 C39(H39A,H39B), C38(H38A,H38B), C37(H37A,H37B), C28(H28A,H28B), C33(H33A,
 H33B), C27(H27A,H27B), C40(H40A,H40B), C32(H32A,H32B), C30(H30A,H30B),
 C36(H36A,H36B), C31(H31A,H31B), C34(H34A,H34B), C35(H35A,H35B), C29(H29A,H29B),
  C41(H41A,H41B), C41(H41C,H41D), C43(H43A,H43B), C46(H46A,H46B), C45(H45A,
 H45B), C47(H47A,H47B), C47(H47C,H47D), C44(H44A,H44B), C44(H44C,H44D),
 C42(H42A,H42B), C53(H53A,H53B), C49(H49A,H49B), C54(H54A,H54B), C52(H52A,H52B),
  C50(H50A,H50B), C55(H55A,H55B), C48(H48A,H48B), C51(H51A,H51B)
5.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C2(H2), C22(H22), C20(H20), C11(H11), C13(H13)
5.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C24(H24A,H24B,
 H24C), C25(H25A,H25B,H25C), C16(H16A,H16B,H16C)
;
_shelx_res_checksum              66039
_shelx_hkl_checksum              46942
_olex2_submission_special_instructions 'No special instructions were received'