Lewis acid catalysis: catalytic hydroboration of alkynes initiated by Piers' borane.
Fleige, Mirco; Möbus, Juri; Vom Stein, Thorsten; Glorius, Frank; Stephan, Douglas W.; Chemical communications (Cambridge, England) 52 (2016) 10830–10833; doi:10.1039/c6cc05360b

data_7124892
_publ_section_title
;
 Lewis acid catalysis: catalytic hydroboration of alkynes initiated by
 Piers' borane.
;
_journal_issue                   72
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              10830
_journal_page_last               10833
_journal_paper_doi               10.1039/c6cc05360b
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C31 H29 B2 F10 N O2'
_chemical_formula_sum            'C31 H29 B2 F10 N O2'
_chemical_formula_weight         659.21
_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_Int_Tables_number      2
_audit_creation_date             2016-06-09
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-06-09 deposited with the CCDC.
2016-07-12 downloaded from the CCDC.
;
_cell_angle_alpha                76.107(6)
_cell_angle_beta                 86.224(6)
_cell_angle_gamma                73.616(6)
_cell_formula_units_Z            2
_cell_length_a                   9.8867(10)
_cell_length_b                   10.3242(10)
_cell_length_c                   16.1713(16)
_cell_measurement_reflns_used    3592
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      21.64
_cell_measurement_theta_min      2.21
_cell_volume                     1537.3(3)
_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  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_temperature      149.99
_diffrn_measured_fraction_theta_full 0.9247
_diffrn_measured_fraction_theta_max 0.9247
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_unetI/netI     0.0979
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21022
_diffrn_reflns_theta_full        27.6743
_diffrn_reflns_theta_max         27.67
_diffrn_reflns_theta_min         2.51
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5843
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0698 before and 0.0510 after correction.
The Ratio of minimum to maximum transmission is 0.7837.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.4240
_exptl_crystal_description       block
_exptl_crystal_F_000             676.5537
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.6470
_refine_diff_density_min         -0.5939
_refine_diff_density_rms         0.1315
_refine_ls_d_res_high            0.7651
_refine_ls_d_res_low             8.1256
_refine_ls_goodness_of_fit_ref   1.0147
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    43
_refine_ls_number_parameters     421
_refine_ls_number_reflns         6639
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0147
_refine_ls_R_factor_all          0.1429
_refine_ls_R_factor_gt           0.0552
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0678P)^2^+0.0938P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1213
_refine_ls_wR_factor_ref         0.1566
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              13
_reflns_limit_k_min              -12
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                3267
_reflns_number_total             6639
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c6cc05360b2.cif
_cod_data_source_block           JM35_0m
_cod_database_code               7124892
_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. Others
 Fixed Sof: H22a(0.5) H22b(0.5) H22c(0.5) H23a(0.5) H23b(0.5) H23c(0.5)
 H24a(0.5) H24c(0.5) H24b(0.5) C22A(0.5) H22d(0.5) H22e(0.5) H22f(0.5)
 C23A(0.5) H23d(0.5) H23f(0.5) H23e(0.5) C24A(0.5) H24f(0.5) H24d(0.5)
 H24e(0.5) H21a(0) H21b(0) H21c(0) H21a(0) H21b(0) H21c(0)
3.a Ternary CH refined with riding coordinates:
 C1(H1)
3.b Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b)
3.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C7(H7), C6(H6), C5(H5), C4(H4)
3.d Idealised Me refined as rotating group:
 C11(H11a,H11b,H11c), C12(H12a,H12b,H12c), C14(H14a,H14b,H14c), C13(H13a,H13b,
 H13c), C31(H31a,H31b,H31c), C29(H29a,H29b,H29c), C30(H30a,H30b,H30c)
;
_olex2_submission_special_instructions 'No special instructions were received'