data_global

_publ_contact_author               'Andrei S.Batsanov'
_publ_contact_author_email          a.s.batsanov@durham.ac.uk
_publ_contact_author_id_orcid       0000-0002-4912-0981

loop_
    _publ_author_name
    _publ_author_address
 'Arkhipenko, Sergey' 
; Centre for Sustainable Chemical Processes 
 Department of Chemistry, University of Durham
 South Road, Durham DH1 3LE, United Kingdom 
;
 'Batsanov, Andrei S.' 
; Department of Chemistry, University of Durham
 South Road, Durham DH1 3LE, United Kingdom 
;
 'Sabatini, Marco T.'  
; Department of Chemistry, University College London,   
 Gower Street, London WC1E 6BT, United Kingdom 
;
 'Karaluka, Valerija'  
; Department of Chemistry, University College London,   
 Gower Street, London WC1E 6BT, United Kingdom 
;
 'Sheppard, Tom D.' 
; Department of Chemistry, University College London,   
 Gower Street, London WC1E 6BT, United Kingdom 
;
 'Rzepa, Henry S.'  
; Department of Chemistry, Imperial College London  
 South Kensington Campus, London SW7 2AZ   
 United Kingdom 
;
 'Whiting, Andrew'  
; Centre for Sustainable Chemical Processes 
 Department of Chemistry, University of Durham
 South Road, Durham DH1 3LE, United Kingdom 
;
_journal_name_full                 'Chemical Science'
_journal_volume                    '?'
_journal_page_first                '?'
_journal_page_last                 '?'
_journal_year                      '2017'
_database_code_depnum_ccdc_journal  ? 

_publ_section_title
; Mechanistic insights into the boron-catalysed direct amidation reaction
;

_publ_section_references
; 
Bourhis, L.J., Dolomanov, O.V., Gildea, R.J., Howard, J.A.K., Puschmann, H.
 (2015). Acta Cryst. A71, 59-75.

Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. 

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8. 

Palatinus, L. & Chapuis, G. (2007). J. Appl. Cryst., 40, 786-790;

Palatinus, L. & van der Lee, A. (2008). J. Appl. Cryst. 41, 975-984;

Palatinus, L., Prathapa, S. J. & van Smaalen, S. (2012). J. Appl. Cryst. 45,
 575-580.

;

#======================================================================

data_5a_14srv256 
_database_code_depnum_ccdc_archive	1551616     

_audit_creation_date              2014-11-27
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2014.11.25 svn.r3098 for OlexSys, GUI svn.r4951)
;

_chemical_name_common             ?
_chemical_name_systematic         
; Bis(3,4,5-trifluorophenyl)-borinic acid benzylamine-4'-phenylbutanoate 
;
_chemical_formula_moiety          'C29 H24 B F6 N O2'
_chemical_formula_sum             'C29 H24 B F6 N O2'
_chemical_formula_weight          543.30
_chemical_melting_point           435.7(5)
loop_
  _atom_type_symbol
  _atom_type_description
  _atom_type_scat_dispersion_real
  _atom_type_scat_dispersion_imag
  _atom_type_scat_source
 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'B' 'B' 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N' 'N' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'F' 'F' 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system       'triclinic'
_space_group_IT_number            2
_space_group_name_H-M_alt         'P -1'
_space_group_name_Hall            '-P 1'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, -z'

_cell_length_a                    10.0140(3)
_cell_length_b                    11.7859(4)
_cell_length_c                    23.0748(7)
_cell_angle_alpha                 103.8183(8)
_cell_angle_beta                  98.0649(10)
_cell_angle_gamma                 96.9376(9)
_cell_volume                      2584.47(14)
_cell_formula_units_Z             4
_cell_measurement_reflns_used     9993
_cell_measurement_temperature     120
_cell_measurement_theta_max       75.22
_cell_measurement_theta_min       3.90
_shelx_estimated_absorpt_T_max    0.869
_shelx_estimated_absorpt_T_min    0.806
_exptl_absorpt_coefficient_mu     0.996
_exptl_absorpt_correction_T_max   0.8688
_exptl_absorpt_correction_T_min   0.7120
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_process_details
;
SADABS-2009/1 (Bruker,2010) was used for absorption correction.
wR2(int) was 0.1135 before and 0.0890 after correction.
The Ratio of minimum to maximum transmission is 0.8195.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details    ?
_exptl_crystal_colour             'colourless'
_exptl_crystal_density_diffrn     1.396
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_description        'block'
_exptl_crystal_F_000              1120
loop_
  _exptl_crystal_face_index_h
  _exptl_crystal_face_index_k
  _exptl_crystal_face_index_l
  _exptl_crystal_face_perp_dist
 -2.00 1.00 1.00 0.1010
 2.00 -1.00 -1.00 0.1120
 -1.00 1.00 -1.00 0.1020
 0.00 0.00 1.00 0.0800
 0.00 0.00 -1.00 0.0980
 -2.00 0.00 1.00 0.0850
 2.00 0.00 -1.00 0.1060
 0.00 -2.00 -1.00 0.0700
 0.00 2.00 1.00 0.0720
 0.00 -1.00 3.00 0.0770
 0.00 1.00 -3.00 0.0970
 -2.00 -1.00 3.00 0.0940
 1.00 3.00 -3.00 0.1040

_exptl_crystal_size_max           0.226
_exptl_crystal_size_mid           0.207
_exptl_crystal_size_min           0.145
_exptl_special_details
;
The data collection nominally covered full sphere of reciprocal 
space, by a combination of 9 runs of narrow-frame ω-scans (scan 
width 0.5° ω, 10s exposure for low, 20s  for medium and 30s for 
high θ), every run at a different 2θ and/or φ angle. 
Crystal to detector distance 3.49 cm.
;
_exptl_transmission_factor_max    ?
_exptl_transmission_factor_min    ?
_diffrn_reflns_av_R_equivalents   0.0574
_diffrn_reflns_av_unetI/netI      0.0656
_diffrn_reflns_Laue_measured_fraction_full 0.945
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_k_max        13
_diffrn_reflns_limit_k_min        -13
_diffrn_reflns_limit_l_max        27
_diffrn_reflns_limit_l_min        -26
_diffrn_reflns_number             21248
_diffrn_reflns_point_group_measured_fraction_full 0.945
_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_theta_full         65.997
_diffrn_reflns_theta_max          65.997
_diffrn_reflns_theta_min          3.905
_diffrn_ambient_temperature       120
_diffrn_detector_area_resol_mean  ?
_diffrn_detector_type             'Bruker PHOTON 100 CMOS'
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measurement_device        '3-circle area detector diffractometer'
_diffrn_measurement_device_type   'Bruker D8 Venture'
_diffrn_measurement_method        'ω scans'
_diffrn_radiation_monochromator   'focusing mirrors'
_diffrn_radiation_probe           X-ray
_diffrn_radiation_type            CuK\a
_diffrn_radiation_wavelength      1.54184
_diffrn_source                    'ImuS microsource'
_diffrn_standards_number          0
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_full     .
_reflns_Friedel_fraction_max      .
_reflns_number_gt                 7740
_reflns_number_total              8496
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression      'I > 2σ(I)'
_computing.bruker_data_scaling    'SADABS V2012/1 (Bruker AXS Inc.)'
_computing_cell_refinement        'APEX2 v.2013.4_1 (Bruker, 2013)'
_computing_data_collection        'APEX2 v.2013.4_1 (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   'SHELXL 2014/7 multi-CPU version (Sheldrick, 2008)'
_computing_structure_solution     'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max          0.388
_refine_diff_density_min          -0.259
_refine_diff_density_rms          0.074
_refine_ls_extinction_coef        .
_refine_ls_extinction_method      none
_refine_ls_goodness_of_fit_ref    1.035
_refine_ls_hydrogen_treatment     mixed
_refine_ls_matrix_type            full
_refine_ls_number_parameters      719
_refine_ls_number_reflns          8496
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0608
_refine_ls_R_factor_gt            0.0579
_refine_ls_restrained_S_all       1.035
_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/[σ²(Fo²)+(0.1070P)²+0.4700P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme       calc
_refine_ls_wR_factor_gt           0.1578
_refine_ls_wR_factor_ref          0.1626
_refine_special_details
'Amino H atoms - refall, other H - constr (riding)'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C23(H23A,H23B), C2'(H2A',H2B'),
 C3'(H3A',H3B'), C4'(H4A',H4B'), C23'(H1,H2)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C16(H16), C18(H18),
 C22(H22), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C6'(H6'), C7'(H7'),
  C8'(H8'), C9'(H9'), C10'(H10'), C12'(H12'), C16'(H16'), C18'(H18'),
 C22'(H22'), C25'(H25'), C26'(H26'), C27'(H27'), C28'(H28'), C29'(H29')
;
_atom_sites_solution_hydrogens    mixed
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
loop_
  _atom_site_label
  _atom_site_type_symbol
  _atom_site_fract_x
  _atom_site_fract_y
  _atom_site_fract_z
  _atom_site_U_iso_or_equiv
  _atom_site_adp_type
  _atom_site_occupancy
  _atom_site_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 F1 F 0.24480(17) 0.48823(12) 0.50597(6) 0.0719(4) Uani 1 1 d . . . . .
 F2 F 0.13628(13) 0.66036(13) 0.57276(5) 0.0624(4) Uani 1 1 d . . . . .
 F3 F 0.16138(13) 0.87693(13) 0.55169(6) 0.0631(4) Uani 1 1 d . . . . .
 F4 F 0.88829(12) 0.79527(12) 0.49135(5) 0.0580(3) Uani 1 1 d . . . . .
 F5 F 0.94716(11) 0.60683(11) 0.41157(5) 0.0505(3) Uani 1 1 d . . . . .
 F6 F 0.75337(11) 0.48118(9) 0.31670(5) 0.0442(3) Uani 1 1 d . . . . .
 O1 O 0.42524(12) 0.87920(10) 0.38758(5) 0.0346(3) Uani 1 1 d . . . . .
 O2 O 0.51916(13) 0.88720(11) 0.30581(5) 0.0393(3) Uani 1 1 d . . . . .
 N N 0.32194(14) 0.67931(13) 0.31720(6) 0.0301(3) Uani 1 1 d . . . . .
 HA H 0.369(2) 0.6723(18) 0.2860(10) 0.039(5) Uiso 1 1 d . . . . .
 HB H 0.3000(19) 0.6062(18) 0.3178(8) 0.028(5) Uiso 1 1 d . . . . .
 C1 C 0.47792(17) 0.93574(15) 0.35088(7) 0.0323(4) Uani 1 1 d . . . . .
 C2 C 0.47587(18) 1.06655(15) 0.37177(8) 0.0350(4) Uani 1 1 d . . . . .
 H2A H 0.5247 1.0959 0.4142 0.042 Uiso 1 1 calc R . . . .
 H2B H 0.3798 1.0791 0.3715 0.042 Uiso 1 1 calc R . . . .
 C3 C 0.54008(19) 1.13984(15) 0.33378(8) 0.0383(4) Uani 1 1 d . . . . .
 H3A H 0.4955 1.1080 0.2908 0.046 Uiso 1 1 calc R . . . .
 H3B H 0.6381 1.1326 0.3364 0.046 Uiso 1 1 calc R . . . .
 C4 C 0.52644(19) 1.27141(15) 0.35462(9) 0.0409(4) Uani 1 1 d . . . . .
 H4A H 0.5623 1.3007 0.3986 0.049 Uiso 1 1 calc R . . . .
 H4B H 0.5835 1.3169 0.3335 0.049 Uiso 1 1 calc R . . . .
 C5 C 0.38198(19) 1.29458(14) 0.34266(8) 0.0373(4) Uani 1 1 d . . . . .
 C6 C 0.2979(2) 1.29907(16) 0.38621(9) 0.0421(4) Uani 1 1 d . . . . .
 H6 H 0.3330 1.2896 0.4249 0.051 Uiso 1 1 calc R . . . .
 C7 C 0.1636(2) 1.31720(17) 0.37380(10) 0.0500(5) Uani 1 1 d . . . . .
 H7 H 0.1074 1.3193 0.4038 0.060 Uiso 1 1 calc R . . . .
 C8 C 0.1112(2) 1.33228(18) 0.31793(11) 0.0550(5) Uani 1 1 d . . . . .
 H8 H 0.0194 1.3451 0.3096 0.066 Uiso 1 1 calc R . . . .
 C9 C 0.1935(2) 1.32864(19) 0.27425(10) 0.0533(5) Uani 1 1 d . . . . .
 H9 H 0.1582 1.3390 0.2358 0.064 Uiso 1 1 calc R . . . .
 C10 C 0.3270(2) 1.30988(17) 0.28659(9) 0.0453(4) Uani 1 1 d . . . . .
 H10 H 0.3824 1.3074 0.2562 0.054 Uiso 1 1 calc R . . . .
 C11 C 0.33476(17) 0.72506(15) 0.43491(7) 0.0334(4) Uani 1 1 d . . . . .
 C12 C 0.3228(2) 0.61441(17) 0.44727(8) 0.0412(4) Uani 1 1 d . . . . .
 H12 H 0.3618 0.5528 0.4243 0.049 Uiso 1 1 calc R . . . .
 C13 C 0.2543(2) 0.59399(18) 0.49275(9) 0.0465(5) Uani 1 1 d . . . . .
 C14 C 0.19805(19) 0.68109(19) 0.52737(8) 0.0447(5) Uani 1 1 d . . . . .
 C15 C 0.21139(19) 0.79007(19) 0.51592(8) 0.0449(5) Uani 1 1 d . . . . .
 C16 C 0.27714(18) 0.81270(17) 0.47010(8) 0.0389(4) Uani 1 1 d . . . . .
 H16 H 0.2830 0.8888 0.4626 0.047 Uiso 1 1 calc R . . . .
 C17 C 0.56258(17) 0.70636(14) 0.38679(7) 0.0317(4) Uani 1 1 d . . . . .
 C18 C 0.66460(19) 0.76898(16) 0.43595(8) 0.0385(4) Uani 1 1 d . . . . .
 H18 H 0.6463 0.8360 0.4641 0.046 Uiso 1 1 calc R . . . .
 C19 C 0.79074(19) 0.73448(18) 0.44390(8) 0.0410(4) Uani 1 1 d . . . . .
 C20 C 0.82270(18) 0.63843(17) 0.40381(8) 0.0392(4) Uani 1 1 d . . . . .
 C21 C 0.72280(18) 0.57576(15) 0.35598(8) 0.0357(4) Uani 1 1 d . . . . .
 C22 C 0.59478(17) 0.60781(15) 0.34693(8) 0.0329(4) Uani 1 1 d . . . . .
 H22 H 0.5280 0.5626 0.3134 0.040 Uiso 1 1 calc R . . . .
 C23 C 0.19275(18) 0.72610(15) 0.30034(8) 0.0370(4) Uani 1 1 d . . . . .
 H23A H 0.2162 0.8053 0.2935 0.044 Uiso 1 1 calc R . . . .
 H23B H 0.1409 0.7347 0.3342 0.044 Uiso 1 1 calc R . . . .
 C24 C 0.10486(17) 0.64444(15) 0.24392(8) 0.0326(4) Uani 1 1 d . . . . .
 C25 C 0.00726(17) 0.55469(16) 0.24873(8) 0.0368(4) Uani 1 1 d . . . . .
 H25 H -0.0074 0.5480 0.2877 0.044 Uiso 1 1 calc R . . . .
 C26 C -0.06926(18) 0.47450(16) 0.19719(9) 0.0418(4) Uani 1 1 d . . . . .
 H26 H -0.1345 0.4122 0.2009 0.050 Uiso 1 1 calc R . . . .
 C27 C -0.05032(19) 0.48559(16) 0.14045(9) 0.0413(4) Uani 1 1 d . . . . .
 H27 H -0.1025 0.4307 0.1051 0.050 Uiso 1 1 calc R . . . .
 C28 C 0.04457(19) 0.57657(16) 0.13511(8) 0.0395(4) Uani 1 1 d . . . . .
 H28 H 0.0564 0.5848 0.0961 0.047 Uiso 1 1 calc R . . . .
 C29 C 0.12240(17) 0.65564(15) 0.18658(8) 0.0356(4) Uani 1 1 d . . . . .
 H29 H 0.1879 0.7176 0.1827 0.043 Uiso 1 1 calc R . . . .
 B B 0.4153(2) 0.74968(17) 0.38166(8) 0.0327(4) Uani 1 1 d . . . . .
 F1' F 0.25138(12) 1.05041(10) 0.18245(5) 0.0503(3) Uani 1 1 d . . . . .
 F2' F 0.05822(11) 0.93009(11) 0.08607(5) 0.0488(3) Uani 1 1 d . . . . .
 F3' F 0.10530(11) 0.72983(11) 0.01147(5) 0.0518(3) Uani 1 1 d . . . . .
 F4' F 0.84299(12) 0.57361(11) -0.02138(5) 0.0534(3) Uani 1 1 d . . . . .
 F5' F 0.86203(12) 0.76710(12) -0.06564(5) 0.0548(3) Uani 1 1 d . . . . .
 F6' F 0.74532(13) 0.95345(11) -0.01713(5) 0.0559(3) Uani 1 1 d . . . . .
 O1' O 0.53163(12) 0.62123(10) 0.12675(5) 0.0317(3) Uani 1 1 d . . . . .
 O2' O 0.45189(13) 0.65056(11) 0.21362(5) 0.0386(3) Uani 1 1 d . . . . .
 N' N 0.65802(15) 0.81929(12) 0.19345(6) 0.0305(3) Uani 1 1 d . . . . .
 HA' H 0.688(2) 0.8945(19) 0.1938(8) 0.032(5) Uiso 1 1 d . . . . .
 HB' H 0.610(2) 0.8256(19) 0.2225(10) 0.043(6) Uiso 1 1 d . . . . .
 C1' C 0.46783(16) 0.58439(15) 0.16691(7) 0.0322(4) Uani 1 1 d . . . . .
 C2' C 0.42329(17) 0.45254(15) 0.14947(8) 0.0366(4) Uani 1 1 d . . . . .
 H2A' H 0.3766 0.4261 0.1066 0.044 Uiso 1 1 calc R . . . .
 H2B' H 0.3579 0.4314 0.1751 0.044 Uiso 1 1 calc R . . . .
 C3' C 0.54762(17) 0.39042(15) 0.15774(8) 0.0359(4) Uani 1 1 d . . . . .
 H3A' H 0.5865 0.4098 0.2015 0.043 Uiso 1 1 calc R . . . .
 H3B' H 0.6181 0.4216 0.1370 0.043 Uiso 1 1 calc R . . . .
 C4' C 0.51494(18) 0.25568(15) 0.13304(9) 0.0387(4) Uani 1 1 d . . . . .
 H4A' H 0.4447 0.2233 0.1536 0.046 Uiso 1 1 calc R . . . .
 H4B' H 0.4780 0.2351 0.0891 0.046 Uiso 1 1 calc R . . . .
 C5' C 0.64255(18) 0.20201(14) 0.14367(8) 0.0356(4) Uani 1 1 d . . . . .
 C6' C 0.68498(19) 0.17887(15) 0.19920(8) 0.0396(4) Uani 1 1 d . . . . .
 H6' H 0.6282 0.1895 0.2292 0.048 Uiso 1 1 calc R . . . .
 C7' C 0.8089(2) 0.14051(17) 0.21138(9) 0.0452(4) Uani 1 1 d . . . . .
 H7' H 0.8364 0.1248 0.2494 0.054 Uiso 1 1 calc R . . . .
 C8' C 0.8928(2) 0.12499(17) 0.16800(10) 0.0458(5) Uani 1 1 d . . . . .
 H8' H 0.9785 0.1000 0.1765 0.055 Uiso 1 1 calc R . . . .
 C9' C 0.8510(2) 0.14611(17) 0.11245(9) 0.0451(4) Uani 1 1 d . . . . .
 H9' H 0.9076 0.1346 0.0824 0.054 Uiso 1 1 calc R . . . .
 C10' C 0.72668(19) 0.18405(15) 0.10029(8) 0.0397(4) Uani 1 1 d . . . . .
 H10' H 0.6987 0.1979 0.0619 0.048 Uiso 1 1 calc R . . . .
 C11' C 0.42469(17) 0.80547(14) 0.12044(7) 0.0308(3) Uani 1 1 d . . . . .
 C12' C 0.39825(17) 0.90919(15) 0.15796(8) 0.0336(4) Uani 1 1 d . . . . .
 H12' H 0.4647 0.9521 0.1922 0.040 Uiso 1 1 calc R . . . .
 C13' C 0.27635(19) 0.94999(15) 0.14580(8) 0.0371(4) Uani 1 1 d . . . . .
 C14' C 0.17710(17) 0.89036(16) 0.09712(8) 0.0374(4) Uani 1 1 d . . . . .
 C15' C 0.20266(18) 0.78802(17) 0.05955(8) 0.0371(4) Uani 1 1 d . . . . .
 C16' C 0.32326(18) 0.74580(16) 0.07051(8) 0.0347(4) Uani 1 1 d . . . . .
 H16' H 0.3381 0.6752 0.0439 0.042 Uiso 1 1 calc R . . . .
 C17' C 0.65076(16) 0.75638(15) 0.07555(7) 0.0318(4) Uani 1 1 d . . . . .
 C18' C 0.71362(18) 0.66176(16) 0.05038(8) 0.0361(4) Uani 1 1 d . . . . .
 H18' H 0.7069 0.5931 0.0653 0.043 Uiso 1 1 calc R . . . .
 C19' C 0.78553(18) 0.66684(17) 0.00403(8) 0.0408(4) Uani 1 1 d . . . . .
 C20' C 0.79696(18) 0.76502(18) -0.01864(8) 0.0417(4) Uani 1 1 d . . . . .
 C21' C 0.73641(19) 0.85938(17) 0.00653(8) 0.0406(4) Uani 1 1 d . . . . .
 C22' C 0.66387(18) 0.85660(16) 0.05291(8) 0.0365(4) Uani 1 1 d . . . . .
 H22' H 0.6228 0.9227 0.0695 0.044 Uiso 1 1 calc R . . . .
 C23' C 0.78103(18) 0.76519(15) 0.21119(8) 0.0367(4) Uani 1 1 d . . . . .
 H1 H 0.7510 0.6924 0.2233 0.044 Uiso 1 1 calc R . . . .
 H2 H 0.8268 0.7426 0.1757 0.044 Uiso 1 1 calc R . . . .
 C24' C 0.88117(17) 0.84908(14) 0.26265(8) 0.0326(4) Uani 1 1 d . . . . .
 C25' C 0.86600(18) 0.85692(15) 0.32227(8) 0.0359(4) Uani 1 1 d . . . . .
 H25' H 0.7923 0.8083 0.3307 0.043 Uiso 1 1 calc R . . . .
 C26' C 0.9580(2) 0.93541(16) 0.36966(8) 0.0395(4) Uani 1 1 d . . . . .
 H26' H 0.9484 0.9390 0.4104 0.047 Uiso 1 1 calc R . . . .
 C27' C 1.06382(19) 1.00859(16) 0.35752(8) 0.0398(4) Uani 1 1 d . . . . .
 H27' H 1.1259 1.0630 0.3900 0.048 Uiso 1 1 calc R . . . .
 C28' C 1.07919(18) 1.00251(16) 0.29813(8) 0.0392(4) Uani 1 1 d . . . . .
 H28' H 1.1509 1.0534 0.2898 0.047 Uiso 1 1 calc R . . . .
 C29' C 0.98920(18) 0.92161(15) 0.25097(8) 0.0357(4) Uani 1 1 d . . . . .
 H29' H 1.0014 0.9156 0.2103 0.043 Uiso 1 1 calc R . . . .
 B' B 0.56349(19) 0.75015(16) 0.12903(8) 0.0307(4) Uani 1 1 d . . . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
  _geom_bond_atom_site_label_1
  _geom_bond_atom_site_label_2
  _geom_bond_distance
  _geom_bond_site_symmetry_2
  _geom_bond_publ_flag
 F1 C13 1.348(2) . ?
 F2 C14 1.344(2) . ?
 F3 C15 1.348(2) . ?
 F4 C19 1.350(2) . ?
 F5 C20 1.344(2) . ?
 F6 C21 1.355(2) . ?
 O1 C1 1.323(2) . ?
 O1 B 1.490(2) . ?
 O2 C1 1.214(2) . ?
 N C23 1.504(2) . ?
 N B 1.615(2) . ?
 C1 C2 1.505(2) . ?
 C2 C3 1.521(2) . ?
 C3 C4 1.539(2) . ?
 C4 C5 1.504(3) . ?
 C5 C6 1.394(3) . ?
 C5 C10 1.395(3) . ?
 C6 C7 1.388(3) . ?
 C7 C8 1.382(3) . ?
 C8 C9 1.385(3) . ?
 C9 C10 1.382(3) . ?
 C11 C12 1.395(3) . ?
 C11 C16 1.391(2) . ?
 C11 B 1.623(2) . ?
 C12 C13 1.383(3) . ?
 C13 C14 1.372(3) . ?
 C14 C15 1.367(3) . ?
 C15 C16 1.382(3) . ?
 C17 C18 1.403(2) . ?
 C17 C22 1.401(2) . ?
 C17 B 1.616(3) . ?
 C18 C19 1.374(3) . ?
 C19 C20 1.382(3) . ?
 C20 C21 1.374(3) . ?
 C21 C22 1.382(2) . ?
 C23 C24 1.507(2) . ?
 C24 C25 1.387(2) . ?
 C24 C29 1.394(2) . ?
 C25 C26 1.388(3) . ?
 C26 C27 1.383(3) . ?
 C27 C28 1.385(3) . ?
 C28 C29 1.387(3) . ?
 F1' C13' 1.353(2) . ?
 F2' C14' 1.345(2) . ?
 F3' C15' 1.350(2) . ?
 F4' C19' 1.350(2) . ?
 F5' C20' 1.345(2) . ?
 F6' C21' 1.347(2) . ?
 O1' C1' 1.322(2) . ?
 O1' B' 1.501(2) . ?
 O2' C1' 1.213(2) . ?
 N' C23' 1.505(2) . ?
 N' B' 1.616(2) . ?
 C1' C2' 1.503(2) . ?
 C2' C3' 1.531(2) . ?
 C3' C4' 1.531(2) . ?
 C4' C5' 1.508(2) . ?
 C5' C6' 1.392(3) . ?
 C5' C10' 1.391(3) . ?
 C6' C7' 1.386(3) . ?
 C7' C8' 1.389(3) . ?
 C8' C9' 1.381(3) . ?
 C9' C10' 1.387(3) . ?
 C11' C12' 1.397(2) . ?
 C11' C16' 1.402(2) . ?
 C11' B' 1.612(2) . ?
 C12' C13' 1.382(2) . ?
 C13' C14' 1.373(3) . ?
 C14' C15' 1.382(3) . ?
 C15' C16' 1.375(2) . ?
 C17' C18' 1.393(2) . ?
 C17' C22' 1.401(2) . ?
 C17' B' 1.619(2) . ?
 C18' C19' 1.379(3) . ?
 C19' C20' 1.378(3) . ?
 C20' C21' 1.377(3) . ?
 C21' C22' 1.380(3) . ?
 C23' C24' 1.503(2) . ?
 C24' C25' 1.388(2) . ?
 C24' C29' 1.394(2) . ?
 C25' C26' 1.389(3) . ?
 C26' C27' 1.387(3) . ?
 C27' C28' 1.386(3) . ?
 C28' C29' 1.388(3) . ?

loop_
  _geom_angle_atom_site_label_1
  _geom_angle_atom_site_label_2
  _geom_angle_atom_site_label_3
  _geom_angle
  _geom_angle_site_symmetry_1
  _geom_angle_site_symmetry_3
  _geom_angle_publ_flag
 C1 O1 B 125.27(13) . . ?
 C23 N B 115.90(13) . . ?
 O1 C1 C2 110.86(14) . . ?
 O2 C1 O1 123.95(15) . . ?
 O2 C1 C2 125.18(15) . . ?
 C1 C2 C3 114.68(14) . . ?
 C2 C3 C4 112.32(15) . . ?
 C5 C4 C3 113.61(15) . . ?
 C6 C5 C4 121.67(17) . . ?
 C6 C5 C10 117.81(18) . . ?
 C10 C5 C4 120.50(17) . . ?
 C7 C6 C5 120.90(19) . . ?
 C8 C7 C6 120.3(2) . . ?
 C7 C8 C9 119.55(19) . . ?
 C10 C9 C8 120.0(2) . . ?
 C9 C10 C5 121.38(19) . . ?
 C12 C11 B 120.50(15) . . ?
 C16 C11 C12 117.75(16) . . ?
 C16 C11 B 121.74(16) . . ?
 C13 C12 C11 120.26(18) . . ?
 F1 C13 C12 120.75(18) . . ?
 F1 C13 C14 117.61(17) . . ?
 C14 C13 C12 121.61(18) . . ?
 F2 C14 C13 120.50(19) . . ?
 F2 C14 C15 121.23(19) . . ?
 C15 C14 C13 118.22(17) . . ?
 F3 C15 C14 118.13(17) . . ?
 F3 C15 C16 120.29(19) . . ?
 C14 C15 C16 121.56(18) . . ?
 C15 C16 C11 120.58(18) . . ?
 C18 C17 B 117.92(15) . . ?
 C22 C17 C18 117.23(16) . . ?
 C22 C17 B 124.80(15) . . ?
 C19 C18 C17 120.77(17) . . ?
 F4 C19 C18 120.36(17) . . ?
 F4 C19 C20 117.91(17) . . ?
 C18 C19 C20 121.72(17) . . ?
 F5 C20 C19 121.11(17) . . ?
 F5 C20 C21 121.04(17) . . ?
 C21 C20 C19 117.85(16) . . ?
 F6 C21 C20 118.10(16) . . ?
 F6 C21 C22 120.09(16) . . ?
 C20 C21 C22 121.80(17) . . ?
 C21 C22 C17 120.60(16) . . ?
 N C23 C24 111.21(13) . . ?
 C25 C24 C23 119.83(16) . . ?
 C25 C24 C29 119.17(16) . . ?
 C29 C24 C23 120.98(16) . . ?
 C24 C25 C26 120.62(17) . . ?
 C27 C26 C25 119.81(17) . . ?
 C26 C27 C28 120.06(17) . . ?
 C27 C28 C29 120.13(17) . . ?
 C28 C29 C24 120.17(16) . . ?
 O1 B N 108.72(13) . . ?
 O1 B C11 105.44(13) . . ?
 O1 B C17 112.93(14) . . ?
 N B C11 108.09(13) . . ?
 N B C17 109.60(13) . . ?
 C17 B C11 111.85(14) . . ?
 C1' O1' B' 121.90(13) . . ?
 C23' N' B' 115.39(12) . . ?
 O1' C1' C2' 112.73(14) . . ?
 O2' C1' O1' 122.88(15) . . ?
 O2' C1' C2' 124.35(15) . . ?
 C1' C2' C3' 109.89(14) . . ?
 C2' C3' C4' 113.58(14) . . ?
 C5' C4' C3' 109.93(14) . . ?
 C6' C5' C4' 120.62(16) . . ?
 C10' C5' C4' 120.78(16) . . ?
 C10' C5' C6' 118.37(17) . . ?
 C7' C6' C5' 120.92(17) . . ?
 C6' C7' C8' 120.02(18) . . ?
 C9' C8' C7' 119.59(18) . . ?
 C8' C9' C10' 120.25(18) . . ?
 C9' C10' C5' 120.83(18) . . ?
 C12' C11' C16' 117.30(15) . . ?
 C12' C11' B' 125.38(15) . . ?
 C16' C11' B' 117.30(14) . . ?
 C13' C12' C11' 120.64(16) . . ?
 F1' C13' C12' 120.28(16) . . ?
 F1' C13' C14' 118.08(16) . . ?
 C14' C13' C12' 121.63(16) . . ?
 F2' C14' C13' 121.17(16) . . ?
 F2' C14' C15' 120.70(16) . . ?
 C13' C14' C15' 118.13(16) . . ?
 F3' C15' C14' 118.08(16) . . ?
 F3' C15' C16' 120.54(16) . . ?
 C16' C15' C14' 121.38(16) . . ?
 C15' C16' C11' 120.90(16) . . ?
 C18' C17' C22' 118.19(16) . . ?
 C18' C17' B' 120.91(15) . . ?
 C22' C17' B' 120.89(15) . . ?
 C19' C18' C17' 120.56(17) . . ?
 F4' C19' C18' 120.35(18) . . ?
 F4' C19' C20' 118.49(16) . . ?
 C20' C19' C18' 121.13(17) . . ?
 F5' C20' C19' 120.73(18) . . ?
 F5' C20' C21' 120.66(17) . . ?
 C21' C20' C19' 118.58(16) . . ?
 F6' C21' C20' 117.94(16) . . ?
 F6' C21' C22' 120.55(18) . . ?
 C20' C21' C22' 121.46(17) . . ?
 C21' C22' C17' 120.07(17) . . ?
 C24' C23' N' 111.87(13) . . ?
 C25' C24' C23' 120.55(16) . . ?
 C25' C24' C29' 119.15(16) . . ?
 C29' C24' C23' 120.29(16) . . ?
 C24' C25' C26' 120.36(16) . . ?
 C27' C26' C25' 120.02(17) . . ?
 C28' C27' C26' 120.15(17) . . ?
 C27' C28' C29' 119.60(17) . . ?
 C28' C29' C24' 120.68(16) . . ?
 O1' B' N' 109.01(13) . . ?
 O1' B' C11' 110.56(13) . . ?
 O1' B' C17' 105.71(13) . . ?
 N' B' C17' 108.86(13) . . ?
 C11' B' N' 110.06(13) . . ?
 C11' B' C17' 112.51(13) . . ?

loop_
  _geom_hbond_atom_site_label_D
  _geom_hbond_atom_site_label_H
  _geom_hbond_atom_site_label_A
  _geom_hbond_distance_DH
  _geom_hbond_distance_HA
  _geom_hbond_distance_DA
  _geom_hbond_angle_DHA
  _geom_hbond_site_symmetry_A
 N HA O2' 0.91(2) 1.94(2) 2.8484(19) 173.8(19) .
 N' HB' O2 0.87(2) 2.25(2) 3.0961(19) 165.6(19) .

_shelx_SHELXL_version_number      '2014/7'
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_submission_special_instructions 'No special instructions were received'



#===END

