Storage and release of two electrons from an electron-rich carbon-carbon bond: boron mediated reversible coupling of DMAP and 9-azajulolidine.
Cui, Yunshu; Xiang, Libo; Wang, Junyi; Li, Chunlei; Hao, Wei; Ye, Qing; Chemical communications (Cambridge, England) 56 (2020) 6794–6797; doi:10.1039/d0cc01575j

data_7126526
_publ_section_title
;
 Storage and release of two electrons from an electron-rich carbon-carbon
 bond: boron mediated reversible coupling of DMAP and 9-azajulolidine.
;
_journal_issue                   50
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              6794
_journal_page_last               6797
_journal_paper_doi               10.1039/d0cc01575j
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C94 H108 B2 N8'
_chemical_formula_sum            'C94 H108 B2 N8'
_chemical_formula_weight         1371.51
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-12-27
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_audit_update_record
;
2020-02-27 deposited with the CCDC.	2020-05-12 downloaded from the CCDC.
;
_cell_angle_alpha                78.233(3)
_cell_angle_beta                 71.810(3)
_cell_angle_gamma                85.539(3)
_cell_formula_units_Z            4
_cell_length_a                   16.5767(16)
_cell_length_b                   22.881(2)
_cell_length_c                   24.197(2)
_cell_measurement_reflns_used    9762
_cell_measurement_temperature    100.03
_cell_measurement_theta_max      24.56
_cell_measurement_theta_min      2.24
_cell_volume                     8534.9(13)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL n/a (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.03
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1021
_diffrn_reflns_av_unetI/netI     0.0597
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            229399
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        24.823
_diffrn_reflns_theta_max         24.823
_diffrn_reflns_theta_min         2.216
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.062
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.6753
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0874 before and 0.0722 after correction.
The Ratio of minimum to maximum transmission is 0.9063.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.067
_exptl_crystal_description       block
_exptl_crystal_F_000             3200
_exptl_crystal_size_max          0.257
_exptl_crystal_size_mid          0.182
_exptl_crystal_size_min          0.182
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1905
_refine_ls_number_reflns         29305
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0974
_refine_ls_R_factor_gt           0.0564
_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^)+(0.0755P)^2^+1.5556P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1399
_refine_ls_wR_factor_ref         0.1599
_reflns_Friedel_coverage         0.000
_reflns_number_gt                18437
_reflns_number_total             29305
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc01575j2.cif
_cod_data_source_block           4
_cod_depositor_comments
'Adding full bibliography for 7126523--7126527.cif.'
_cod_original_cell_volume        8535.0(14)
_cod_database_code               7126526
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.988
_shelx_estimated_absorpt_t_min   0.983
_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.a Ternary CH refined with riding coordinates:
 C19A(H19A), C19B(H19B), C22A(H22A), C22B(H22B), C31A(H31A), C31B(H31B),
 C34A(H34A), C34B(H34B), C47A(H47A), C48A(H48A), C47B(H47B), C48B(H48B),
 C65A(H65A), C65B(H65B), C68A(H68A), C68B(H68B), C77A(H77A), C77B(H77B),
 C80A(H80A), C80B(H80B)
2.b Secondary CH2 refined with riding coordinates:
 C39A(H39A,H39B), C40A(H40A,H40B), C39B(H39C,H39D), C41A(H41A,H41B), C40B(H40C,
 H40D), C42A(H42A,H42B), C41B(H41C,H41D), C43A(H43A,H43B), C42B(H42C,H42D),
 C44A(H44A,H44B), C43B(H43C,H43D), C44B(H44C,H44D), C50A(H50A,H50B), C51A(H51A,
 H51B), C50B(H50C,H50D), C52A(H52A,H52B), C51B(H51C,H51D), C53A(H53A,H53B),
 C52B(H52C,H52D), C54A(H54A,H54B), C53B(H53C,H53D), C55A(H55A,H55B), C54B(H54C,
 H54D), C55B(H55C,H55D)
2.c Aromatic/amide H refined with riding coordinates:
 C1A(H1A), C1B(H1B), C2A(H2A), C2B(H2B), C4A(H4A), C4B(H4B), C5A(H5A),
 C5B(H5B), C6A(H6A), C6B(H6B), C10A(H10A), C10B(H10B), C15A(H15A), C16A(H16A),
 C15B(H15B), C17A(H17A), C16B(H16B), C17B(H17B), C27A(H27A), C28A(H28A),
 C27B(H27B), C29A(H29A), C28B(H28B), C29B(H29B), C37A(H37A), C37B(H37B),
 C58A(H58A), C58B(H58B), C61A(H61A), C62A(H62A), C61B(H61B), C63A(H63A),
 C62B(H62B), C63B(H63B), C73A(H73A), C74A(H74A), C73B(H73B), C75A(H75A),
 C74B(H74B), C75B(H75B), C86B(H86B), C88A(H88A), C87B(H87B), C89A(H89A),
 C88B(H88B), C90A(H90A), C92A(H92A), C93A(H93A), C92B(H92B), C94A(H94A),
 C94B(H94B), C93B(H93B)
2.d Idealised Me refined as rotating group:
 C20A(H20A,H20B,H20C), C21A(H21A,H21B,H21C), C20B(H20D,H20E,H20F), C21B(H21D,
 H21E,H21F), C23A(H23A,H23B,H23C), C24A(H24A,H24B,H24C), C23B(H23D,H23E,H23F),
 C24B(H24D,H24E,H24F), C32A(H32A,H32B,H32C), C33A(H33A,H33B,H33C), C32B(H32D,
 H32E,H32F), C33B(H33D,H33E,H33F), C35A(H35A,H35B,H35C), C36A(H36A,H36B,H36C),
 C35B(H35D,H35E,H35F), C36B(H36D,H36E,H36F), C66A(H66A,H66B,H66C), C67A(H67A,
 H67B,H67C), C66B(H66D,H66E,H66F), C67B(H67D,H67E,H67F), C69A(H69A,H69B,H69C),
 C70A(H70A,H70B,H70C), C69B(H69D,H69E,H69F), C70B(H70D,H70E,H70F), C78A(H78A,
 H78B,H78C), C79A(H79A,H79B,H79C), C78B(H78D,H78E,H78F), C79B(H79D,H79E,H79F),
 C81A(H81A,H81B,H81C), C82A(H82A,H82B,H82C), C81B(H81D,H81E,H81F), C82B(H82D,
 H82E,H82F)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              11249
_shelx_fab_checksum              66086
_olex2_submission_special_instructions 'No special instructions were received'