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_10c_15srv282 
_database_code_depnum_ccdc_archive	1551621     

_audit_creation_date              2015-11-29
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2015.11.10 svn.r3248 for OlexSys, GUI svn.r5133)
;
_chemical_name_common             ?
_chemical_name_systematic         
; phenylboroxine complex with 2 equiv. benzylamine
;
_chemical_formula_moiety          'C25 H24 B3 N O3, C7 H9 N'
_chemical_formula_sum             'C32 H33 B3 N2 O3'
_chemical_formula_weight          526.03
_chemical_melting_point           ?
loop_
  _atom_type_symbol
  _atom_type_description
  _atom_type_scat_dispersion_real
  _atom_type_scat_dispersion_imag
  _atom_type_scat_source
 'C' 'C' 0.0033 0.0016 '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' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O' 'O' 0.0106 0.0060 '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                    11.2396(4)
_cell_length_b                    15.2054(6)
_cell_length_c                    17.9361(7)
_cell_angle_alpha                 89.7333(16)
_cell_angle_beta                  72.0196(15)
_cell_angle_gamma                 84.3291(17)
_cell_volume                      2900.27(19)
_cell_formula_units_Z             4
_cell_measurement_reflns_used     9200
_cell_measurement_temperature     120
_cell_measurement_theta_max       27.53
_cell_measurement_theta_min       2.25
_shelx_estimated_absorpt_T_max    ?
_shelx_estimated_absorpt_T_min    ?
_exptl_absorpt_coefficient_mu     0.075
_exptl_absorpt_correction_T_max   1.0000
_exptl_absorpt_correction_T_min   0.8866
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.1546 before and 0.0611 after correction.
The Ratio of minimum to maximum transmission is 0.8866.
The λ/2 correction factor is Not present.
;

loop_
 _exptl_crystal_face_index_h
 _exptl_crystal_face_index_k
 _exptl_crystal_face_index_l
 _exptl_crystal_face_perp_dist
   -1.00    0.00   -1.00    0.1000
    1.00    0.00    1.00    0.0810
    0.00    0.00    1.00    0.1350
    0.00    0.00   -1.00    0.1710
   -1.00    0.00    2.00    0.1630
    0.00   -1.00   -1.00    0.3190
    0.00    1.00    1.00    0.2900
   -1.00   -2.00    1.00    0.2320
    1.00    2.00   -1.00    0.2180
    1.00    2.00    0.00    0.2370
    2.00    0.00   -1.00    0.1660
    0.00   -1.00    0.00    0.3370
    0.00   -1.00    1.00    0.2130
    0.00    2.00   -1.00    0.2530

_exptl_absorpt_special_details    ?
_exptl_crystal_colour             'clear colourless'
_exptl_crystal_colour_lustre      clear
_exptl_crystal_colour_primary     colourless
_exptl_crystal_density_diffrn     1.205
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_description        trapezoid
_exptl_crystal_F_000              1112
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max           0.683
_exptl_crystal_size_mid           0.379
_exptl_crystal_size_min           0.2 
_exptl_special_details
; Data were collected in shutterless mode. Full sphere of reciprocal 
space was nominally covered by 4 runs of narrow-frame ω-scans (scan 
width 0.5°, 5s exposure), every run at a different φ angle.
Two runs of φ-scans (scan width 1°, 1s exposure) were used for 
scaling overflowing intensities. Crystal to detector distance 3.50 cm.
;

_exptl_transmission_factor_max    ?
_exptl_transmission_factor_min    ?
_diffrn_reflns_av_R_equivalents   0.0439
_diffrn_reflns_av_unetI/netI      0.0413
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max        14
_diffrn_reflns_limit_h_min        -14
_diffrn_reflns_limit_k_max        19
_diffrn_reflns_limit_k_min        -19
_diffrn_reflns_limit_l_max        23
_diffrn_reflns_limit_l_min        -23
_diffrn_reflns_number             55370
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full         25.242
_diffrn_reflns_theta_max          27.578
_diffrn_reflns_theta_min          2.247
_diffrn_ambient_temperature       120
_diffrn_detector_area_resol_mean  ?
_diffrn_detector_type             'Bruker PHOTON 100 CMOS'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device        '3-circle area detector diffractometer'
_diffrn_measurement_device_type   'Bruker D8 Venture'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_radiation_monochromator   'focusing mirrors'
_diffrn_radiation_probe           X-ray
_diffrn_radiation_type            MoK\a
_diffrn_radiation_wavelength      0.71073
_diffrn_source                    'ImuS microsource'
_diffrn_standards_number          0
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_full     .
_reflns_Friedel_fraction_max      .
_reflns_number_gt                 10461
_reflns_number_total              13416
_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        'SAINT v8.34A (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 (Sheldrick, 2015)'
_computing_structure_solution     'ShelXS 2013/1 (Sheldrick, 2008)'
_refine_diff_density_max          0.332
_refine_diff_density_min          -0.293
_refine_diff_density_rms          0.045
_refine_ls_extinction_coef        .
_refine_ls_extinction_method      none
_refine_ls_goodness_of_fit_ref    1.030
_refine_ls_hydrogen_treatment     mixed
_refine_ls_matrix_type            full
_refine_ls_number_parameters      753
_refine_ls_number_reflns          13416
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0624
_refine_ls_R_factor_gt            0.0445
_refine_ls_restrained_S_all       1.030
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0430P)²+0.9460P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme       calc
_refine_ls_wR_factor_gt           0.1005
_refine_ls_wR_factor_ref          0.1087
_refine_special_details           
; Amino H atoms - refall, other H - riding (constr).
;
_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:
 C1(H1C,H1D), C33(H33A,H33B), C26(H26A,H26B), C58(H58A,H58B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22),
  C23(H23), C24(H24), C25(H25), C35(H35), C36(H36), C37(H37), C38(H38),
 C39(H39), C41(H41), C42(H42), C43(H43), C44(H44), C45(H45), C47(H47), C48(H48),
  C49(H49), C50(H50), C51(H51), C53(H53), C54(H54), C55(H55), C56(H56),
 C57(H57), C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C60(H60), C61(H61),
  C62(H62), C63(H63), C64(H64)
;
_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
 O1 O 0.44951(8) 0.11540(6) 0.76979(5) 0.02017(19) Uani 1 1 d . . . . .
 O2 O 0.30947(8) 0.09005(6) 0.69721(5) 0.0229(2) Uani 1 1 d . . . . .
 O3 O 0.23983(8) 0.19492(6) 0.80409(5) 0.02035(19) Uani 1 1 d . . . . .
 N1 N 0.30586(10) 0.11138(7) 0.90239(7) 0.0192(2) Uani 1 1 d . . . . .
 H1A H 0.2796(14) 0.0625(11) 0.8823(9) 0.027(4) Uiso 1 1 d . . . . .
 H1B H 0.2359(15) 0.1399(10) 0.9375(9) 0.025(4) Uiso 1 1 d . . . . .
 C1 C 0.39910(12) 0.08048(9) 0.94306(8) 0.0250(3) Uani 1 1 d . . . . .
 H1C H 0.4194 0.1314 0.9694 0.030 Uiso 1 1 calc R . . . .
 H1D H 0.4776 0.0540 0.9042 0.030 Uiso 1 1 calc R . . . .
 C2 C 0.34665(11) 0.01303(9) 1.00274(8) 0.0210(3) Uani 1 1 d . . . . .
 C3 C 0.36033(13) -0.07599(9) 0.98160(8) 0.0271(3) Uani 1 1 d . . . . .
 H3 H 0.4100 -0.0955 0.9302 0.032 Uiso 1 1 calc R . . . .
 C4 C 0.30211(14) -0.13669(10) 1.03503(10) 0.0333(3) Uani 1 1 d . . . . .
 H4 H 0.3111 -0.1974 1.0199 0.040 Uiso 1 1 calc R . . . .
 C5 C 0.23107(14) -0.10918(10) 1.11022(9) 0.0344(4) Uani 1 1 d . . . . .
 H5 H 0.1900 -0.1506 1.1465 0.041 Uiso 1 1 calc R . . . .
 C6 C 0.21993(14) -0.02141(11) 1.13245(9) 0.0343(3) Uani 1 1 d . . . . .
 H6 H 0.1729 -0.0025 1.1845 0.041 Uiso 1 1 calc R . . . .
 C7 C 0.27730(13) 0.03943(9) 1.07889(8) 0.0274(3) Uani 1 1 d . . . . .
 H7 H 0.2690 0.0999 1.0946 0.033 Uiso 1 1 calc R . . . .
 C8 C 0.40521(11) 0.26053(8) 0.84958(7) 0.0181(2) Uani 1 1 d . . . . .
 C9 C 0.53055(12) 0.26300(9) 0.84584(8) 0.0219(3) Uani 1 1 d . . . . .
 H9 H 0.5871 0.2108 0.8306 0.026 Uiso 1 1 calc R . . . .
 C10 C 0.57509(12) 0.33940(9) 0.86374(8) 0.0261(3) Uani 1 1 d . . . . .
 H10 H 0.6608 0.3388 0.8613 0.031 Uiso 1 1 calc R . . . .
 C11 C 0.49498(13) 0.41648(9) 0.88515(8) 0.0269(3) Uani 1 1 d . . . . .
 H11 H 0.5254 0.4690 0.8971 0.032 Uiso 1 1 calc R . . . .
 C12 C 0.36986(13) 0.41630(9) 0.88906(9) 0.0276(3) Uani 1 1 d . . . . .
 H12 H 0.3142 0.4690 0.9034 0.033 Uiso 1 1 calc R . . . .
 C13 C 0.32622(12) 0.33917(9) 0.87200(8) 0.0230(3) Uani 1 1 d . . . . .
 H13 H 0.2400 0.3397 0.8757 0.028 Uiso 1 1 calc R . . . .
 C14 C 0.52891(12) 0.00474(8) 0.65767(8) 0.0222(3) Uani 1 1 d . . . . .
 C15 C 0.64195(13) -0.01582(10) 0.67421(9) 0.0296(3) Uani 1 1 d . . . . .
 H15 H 0.6549 0.0125 0.7178 0.035 Uiso 1 1 calc R . . . .
 C16 C 0.73565(14) -0.07677(10) 0.62823(9) 0.0358(4) Uani 1 1 d . . . . .
 H16 H 0.8119 -0.0899 0.6404 0.043 Uiso 1 1 calc R . . . .
 C17 C 0.71780(14) -0.11835(10) 0.56465(10) 0.0356(4) Uani 1 1 d . . . . .
 H17 H 0.7818 -0.1602 0.5332 0.043 Uiso 1 1 calc R . . . .
 C18 C 0.60731(15) -0.09916(10) 0.54684(10) 0.0355(3) Uani 1 1 d . . . . .
 H18 H 0.5952 -0.1276 0.5031 0.043 Uiso 1 1 calc R . . . .
 C19 C 0.51390(13) -0.03814(9) 0.59312(9) 0.0284(3) Uani 1 1 d . . . . .
 H19 H 0.4380 -0.0253 0.5805 0.034 Uiso 1 1 calc R . . . .
 C20 C 0.09126(12) 0.17675(9) 0.72747(7) 0.0214(3) Uani 1 1 d . . . . .
 C21 C 0.04325(14) 0.11956(11) 0.68632(8) 0.0326(3) Uani 1 1 d . . . . .
 H21 H 0.0902 0.0648 0.6661 0.039 Uiso 1 1 calc R . . . .
 C22 C -0.07281(15) 0.14151(13) 0.67439(9) 0.0419(4) Uani 1 1 d . . . . .
 H22 H -0.1054 0.1010 0.6476 0.050 Uiso 1 1 calc R . . . .
 C23 C -0.14025(14) 0.22188(13) 0.70143(9) 0.0409(4) Uani 1 1 d . . . . .
 H23 H -0.2180 0.2377 0.6917 0.049 Uiso 1 1 calc R . . . .
 C24 C -0.09473(13) 0.27910(11) 0.74246(9) 0.0345(4) Uani 1 1 d . . . . .
 H24 H -0.1414 0.3344 0.7614 0.041 Uiso 1 1 calc R . . . .
 C25 C 0.01897(12) 0.25653(9) 0.75641(8) 0.0255(3) Uani 1 1 d . . . . .
 H25 H 0.0482 0.2960 0.7862 0.031 Uiso 1 1 calc R . . . .
 B1 B 0.35354(13) 0.17359(9) 0.82660(8) 0.0182(3) Uani 1 1 d . . . . .
 B2 B 0.42500(13) 0.07360(10) 0.71107(9) 0.0205(3) Uani 1 1 d . . . . .
 B3 B 0.22030(13) 0.15324(9) 0.74368(8) 0.0198(3) Uani 1 1 d . . . . .
 O4 O 0.13359(8) 0.63390(6) 0.69643(5) 0.01979(19) Uani 1 1 d . . . . .
 O5 O 0.27133(8) 0.73073(6) 0.72213(5) 0.0233(2) Uani 1 1 d . . . . .
 O6 O 0.23949(8) 0.59923(6) 0.79503(5) 0.01988(19) Uani 1 1 d . . . . .
 N3 N 0.23366(10) 0.48315(7) 0.70021(7) 0.0195(2) Uani 1 1 d . . . . .
 H3A H 0.2431(14) 0.4389(11) 0.7330(9) 0.029(4) Uiso 1 1 d . . . . .
 H3B H 0.1839(17) 0.4625(11) 0.6721(10) 0.042(5) Uiso 1 1 d . . . . .
 C33 C 0.35936(12) 0.49463(9) 0.64291(8) 0.0250(3) Uani 1 1 d . . . . .
 H33A H 0.4100 0.5242 0.6697 0.030 Uiso 1 1 calc R . . . .
 H33B H 0.3480 0.5331 0.6004 0.030 Uiso 1 1 calc R . . . .
 C34 C 0.42879(11) 0.40726(8) 0.60801(8) 0.0208(3) Uani 1 1 d . . . . .
 C35 C 0.45377(12) 0.38617(9) 0.52910(8) 0.0247(3) Uani 1 1 d . . . . .
 H35 H 0.4258 0.4269 0.4962 0.030 Uiso 1 1 calc R . . . .
 C36 C 0.51954(14) 0.30564(10) 0.49802(9) 0.0317(3) Uani 1 1 d . . . . .
 H36 H 0.5368 0.2916 0.4439 0.038 Uiso 1 1 calc R . . . .
 C37 C 0.55994(13) 0.24591(9) 0.54573(9) 0.0312(3) Uani 1 1 d . . . . .
 H37 H 0.6053 0.1910 0.5243 0.037 Uiso 1 1 calc R . . . .
 C38 C 0.53428(12) 0.26615(9) 0.62443(9) 0.0281(3) Uani 1 1 d . . . . .
 H38 H 0.5610 0.2248 0.6573 0.034 Uiso 1 1 calc R . . . .
 C39 C 0.46986(12) 0.34639(9) 0.65534(8) 0.0247(3) Uani 1 1 d . . . . .
 H39 H 0.4534 0.3603 0.7094 0.030 Uiso 1 1 calc R . . . .
 C40 C 0.02980(11) 0.53579(8) 0.80993(7) 0.0178(2) Uani 1 1 d . . . . .
 C41 C 0.02809(12) 0.49216(8) 0.87895(7) 0.0212(3) Uani 1 1 d . . . . .
 H41 H 0.1035 0.4832 0.8926 0.025 Uiso 1 1 calc R . . . .
 C42 C -0.08052(13) 0.46146(9) 0.92819(8) 0.0248(3) Uani 1 1 d . . . . .
 H42 H -0.0787 0.4318 0.9746 0.030 Uiso 1 1 calc R . . . .
 C43 C -0.19135(13) 0.47413(9) 0.90940(8) 0.0260(3) Uani 1 1 d . . . . .
 H43 H -0.2661 0.4537 0.9430 0.031 Uiso 1 1 calc R . . . .
 C44 C -0.19254(12) 0.51694(9) 0.84119(8) 0.0254(3) Uani 1 1 d . . . . .
 H44 H -0.2684 0.5259 0.8280 0.031 Uiso 1 1 calc R . . . .
 C45 C -0.08313(12) 0.54676(8) 0.79202(7) 0.0204(3) Uani 1 1 d . . . . .
 H45 H -0.0852 0.5753 0.7451 0.025 Uiso 1 1 calc R . . . .
 C46 C 0.15601(11) 0.78005(8) 0.62658(7) 0.0197(3) Uani 1 1 d . . . . .
 C47 C 0.08284(12) 0.76208(9) 0.57922(8) 0.0238(3) Uani 1 1 d . . . . .
 H47 H 0.0460 0.7079 0.5843 0.029 Uiso 1 1 calc R . . . .
 C48 C 0.06312(13) 0.82225(10) 0.52483(8) 0.0286(3) Uani 1 1 d . . . . .
 H48 H 0.0140 0.8087 0.4926 0.034 Uiso 1 1 calc R . . . .
 C49 C 0.11480(13) 0.90207(9) 0.51741(8) 0.0278(3) Uani 1 1 d . . . . .
 H49 H 0.1009 0.9433 0.4803 0.033 Uiso 1 1 calc R . . . .
 C50 C 0.18659(13) 0.92165(9) 0.56409(8) 0.0253(3) Uani 1 1 d . . . . .
 H50 H 0.2219 0.9765 0.5593 0.030 Uiso 1 1 calc R . . . .
 C51 C 0.20707(12) 0.86104(9) 0.61803(8) 0.0232(3) Uani 1 1 d . . . . .
 H51 H 0.2568 0.8749 0.6498 0.028 Uiso 1 1 calc R . . . .
 C52 C 0.39831(12) 0.69850(8) 0.81482(8) 0.0210(3) Uani 1 1 d . . . . .
 C53 C 0.48290(13) 0.75930(9) 0.77943(8) 0.0258(3) Uani 1 1 d . . . . .
 H53 H 0.4741 0.7894 0.7346 0.031 Uiso 1 1 calc R . . . .
 C54 C 0.57934(14) 0.77645(10) 0.80865(9) 0.0324(3) Uani 1 1 d . . . . .
 H54 H 0.6366 0.8174 0.7835 0.039 Uiso 1 1 calc R . . . .
 C55 C 0.59192(14) 0.73390(10) 0.87443(10) 0.0337(3) Uani 1 1 d . . . . .
 H55 H 0.6582 0.7453 0.8943 0.040 Uiso 1 1 calc R . . . .
 C56 C 0.50821(15) 0.67475(10) 0.91140(9) 0.0332(3) Uani 1 1 d . . . . .
 H56 H 0.5162 0.6461 0.9571 0.040 Uiso 1 1 calc R . . . .
 C57 C 0.41271(13) 0.65739(9) 0.88171(8) 0.0271(3) Uani 1 1 d . . . . .
 H57 H 0.3557 0.6166 0.9074 0.033 Uiso 1 1 calc R . . . .
 B4 B 0.15670(13) 0.56986(9) 0.75276(8) 0.0183(3) Uani 1 1 d . . . . .
 B5 B 0.18607(13) 0.71047(10) 0.68466(8) 0.0195(3) Uani 1 1 d . . . . .
 B6 B 0.29609(13) 0.67404(10) 0.77716(8) 0.0197(3) Uani 1 1 d . . . . .
 N2 N 0.22821(12) -0.04798(9) 0.83916(8) 0.0312(3) Uani 1 1 d . . . . .
 H2A H 0.2206(19) -0.0487(14) 0.7914(13) 0.058(6) Uiso 1 1 d . . . . .
 H2B H 0.2744(19) -0.1031(14) 0.8449(12) 0.058(6) Uiso 1 1 d . . . . .
 C26 C 0.10327(13) -0.04380(10) 0.89817(10) 0.0326(3) Uani 1 1 d . . . . .
 H26A H 0.0476 0.0032 0.8837 0.039 Uiso 1 1 calc R . . . .
 H26B H 0.1113 -0.0261 0.9493 0.039 Uiso 1 1 calc R . . . .
 C27 C 0.04014(12) -0.12830(9) 0.90855(9) 0.0275(3) Uani 1 1 d . . . . .
 C28 C 0.01575(13) -0.17149(10) 0.97905(9) 0.0315(3) Uani 1 1 d . . . . .
 H28 H 0.0411 -0.1486 1.0203 0.038 Uiso 1 1 calc R . . . .
 C29 C -0.04533(14) -0.24785(10) 0.99016(10) 0.0364(4) Uani 1 1 d . . . . .
 H29 H -0.0616 -0.2768 1.0388 0.044 Uiso 1 1 calc R . . . .
 C30 C -0.08246(14) -0.28174(10) 0.93055(10) 0.0377(4) Uani 1 1 d . . . . .
 H30 H -0.1255 -0.3334 0.9384 0.045 Uiso 1 1 calc R . . . .
 C31 C -0.05660(13) -0.24017(10) 0.85945(10) 0.0341(3) Uani 1 1 d . . . . .
 H31 H -0.0807 -0.2639 0.8180 0.041 Uiso 1 1 calc R . . . .
 C32 C 0.00438(13) -0.16404(9) 0.84846(9) 0.0302(3) Uani 1 1 d . . . . .
 H32 H 0.0220 -0.1360 0.7994 0.036 Uiso 1 1 calc R . . . .
 N4 N 0.06124(13) 0.42735(10) 0.61848(7) 0.0316(3) Uani 1 1 d . . . . .
 H4A H 0.0202(18) 0.3920(13) 0.6556(12) 0.051(5) Uiso 1 1 d . . . . .
 H4B H 0.0007(19) 0.4723(13) 0.6133(11) 0.052(6) Uiso 1 1 d . . . . .
 C58 C 0.10996(15) 0.37504(10) 0.54524(9) 0.0326(3) Uani 1 1 d . . . . .
 H58A H 0.0397 0.3485 0.5346 0.039 Uiso 1 1 calc R . . . .
 H58B H 0.1709 0.3262 0.5515 0.039 Uiso 1 1 calc R . . . .
 C59 C 0.17360(13) 0.42860(9) 0.47589(8) 0.0248(3) Uani 1 1 d . . . . .
 C60 C 0.22700(15) 0.38679(10) 0.40270(9) 0.0335(3) Uani 1 1 d . . . . .
 H60 H 0.2218 0.3253 0.3971 0.040 Uiso 1 1 calc R . . . .
 C61 C 0.28751(15) 0.43329(12) 0.33800(9) 0.0370(4) Uani 1 1 d . . . . .
 H61 H 0.3242 0.4036 0.2885 0.044 Uiso 1 1 calc R . . . .
 C62 C 0.29484(14) 0.52295(11) 0.34502(9) 0.0354(4) Uani 1 1 d . . . . .
 H62 H 0.3357 0.5551 0.3005 0.042 Uiso 1 1 calc R . . . .
 C63 C 0.24224(14) 0.56529(10) 0.41737(9) 0.0321(3) Uani 1 1 d . . . . .
 H63 H 0.2473 0.6268 0.4226 0.039 Uiso 1 1 calc R . . . .
 C64 C 0.18201(13) 0.51854(9) 0.48249(8) 0.0261(3) Uani 1 1 d . . . . .
 H64 H 0.1463 0.5483 0.5320 0.031 Uiso 1 1 calc R . . . .


_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
 O1 B1 1.4580(16) . ?
 O1 B2 1.3449(17) . ?
 O2 B2 1.3947(17) . ?
 O2 B3 1.3871(17) . ?
 O3 B1 1.4619(16) . ?
 O3 B3 1.3433(17) . ?
 N1 C1 1.4908(16) . ?
 N1 B1 1.6335(17) . ?
 C1 C2 1.5049(18) . ?
 C2 C3 1.3883(19) . ?
 C2 C7 1.3857(19) . ?
 C3 C4 1.386(2) . ?
 C4 C5 1.380(2) . ?
 C5 C6 1.377(2) . ?
 C6 C7 1.386(2) . ?
 C8 C9 1.3938(17) . ?
 C8 C13 1.3979(18) . ?
 C8 B1 1.5997(19) . ?
 C9 C10 1.3860(19) . ?
 C10 C11 1.383(2) . ?
 C11 C12 1.3865(19) . ?
 C12 C13 1.3854(19) . ?
 C14 C15 1.3976(19) . ?
 C14 C19 1.394(2) . ?
 C14 B2 1.5668(19) . ?
 C15 C16 1.388(2) . ?
 C16 C17 1.383(2) . ?
 C17 C18 1.379(2) . ?
 C18 C19 1.389(2) . ?
 C20 C21 1.392(2) . ?
 C20 C25 1.3971(19) . ?
 C20 B3 1.5725(18) . ?
 C21 C22 1.394(2) . ?
 C22 C23 1.378(3) . ?
 C23 C24 1.374(2) . ?
 C24 C25 1.3869(19) . ?
 O4 B4 1.4627(16) . ?
 O4 B5 1.3433(17) . ?
 O5 B5 1.3867(17) . ?
 O5 B6 1.3817(17) . ?
 O6 B4 1.4700(16) . ?
 O6 B6 1.3472(17) . ?
 N3 C33 1.4944(16) . ?
 N3 B4 1.6303(17) . ?
 C33 C34 1.5055(18) . ?
 C34 C35 1.3878(19) . ?
 C34 C39 1.3930(19) . ?
 C35 C36 1.389(2) . ?
 C36 C37 1.384(2) . ?
 C37 C38 1.380(2) . ?
 C38 C39 1.3800(19) . ?
 C40 C41 1.3975(17) . ?
 C40 C45 1.3970(17) . ?
 C40 B4 1.6102(18) . ?
 C41 C42 1.3897(18) . ?
 C42 C43 1.3832(19) . ?
 C43 C44 1.3863(19) . ?
 C44 C45 1.3901(18) . ?
 C46 C47 1.3965(18) . ?
 C46 C51 1.3975(18) . ?
 C46 B5 1.5669(19) . ?
 C47 C48 1.3868(19) . ?
 C48 C49 1.385(2) . ?
 C49 C50 1.381(2) . ?
 C50 C51 1.3876(19) . ?
 C52 C53 1.3990(18) . ?
 C52 C57 1.3961(19) . ?
 C52 B6 1.5750(19) . ?
 C53 C54 1.388(2) . ?
 C54 C55 1.381(2) . ?
 C55 C56 1.382(2) . ?
 C56 C57 1.384(2) . ?
 N2 C26 1.4702(19) . ?
 C26 C27 1.5117(19) . ?
 C27 C28 1.385(2) . ?
 C27 C32 1.391(2) . ?
 C28 C29 1.389(2) . ?
 C29 C30 1.380(2) . ?
 C30 C31 1.382(2) . ?
 C31 C32 1.386(2) . ?
 N4 C58 1.462(2) . ?
 C58 C59 1.509(2) . ?
 C59 C60 1.391(2) . ?
 C59 C64 1.3883(19) . ?
 C60 C61 1.382(2) . ?
 C61 C62 1.383(2) . ?
 C62 C63 1.381(2) . ?
 C63 C64 1.388(2) . ?

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
 B2 O1 B1 121.96(10) . . ?
 B3 O2 B2 118.70(11) . . ?
 B3 O3 B1 121.97(10) . . ?
 C1 N1 B1 117.23(10) . . ?
 N1 C1 C2 110.17(10) . . ?
 C3 C2 C1 120.80(12) . . ?
 C7 C2 C1 120.39(12) . . ?
 C7 C2 C3 118.70(12) . . ?
 C4 C3 C2 120.49(14) . . ?
 C5 C4 C3 120.17(14) . . ?
 C6 C5 C4 119.78(14) . . ?
 C5 C6 C7 120.07(14) . . ?
 C2 C7 C6 120.75(14) . . ?
 C9 C8 C13 116.74(12) . . ?
 C9 C8 B1 122.35(11) . . ?
 C13 C8 B1 120.87(11) . . ?
 C10 C9 C8 121.87(12) . . ?
 C11 C10 C9 120.14(12) . . ?
 C10 C11 C12 119.40(13) . . ?
 C13 C12 C11 119.86(13) . . ?
 C12 C13 C8 121.99(12) . . ?
 C15 C14 B2 119.88(12) . . ?
 C19 C14 C15 117.49(13) . . ?
 C19 C14 B2 122.63(12) . . ?
 C16 C15 C14 121.29(14) . . ?
 C17 C16 C15 119.84(14) . . ?
 C18 C17 C16 120.12(14) . . ?
 C17 C18 C19 119.75(14) . . ?
 C18 C19 C14 121.52(14) . . ?
 C21 C20 C25 117.64(12) . . ?
 C21 C20 B3 122.35(12) . . ?
 C25 C20 B3 120.00(12) . . ?
 C20 C21 C22 120.96(15) . . ?
 C23 C22 C21 120.14(15) . . ?
 C24 C23 C22 119.76(14) . . ?
 C23 C24 C25 120.32(15) . . ?
 C24 C25 C20 121.12(14) . . ?
 O1 B1 O3 113.21(10) . . ?
 O1 B1 N1 103.61(10) . . ?
 O1 B1 C8 113.40(10) . . ?
 O3 B1 N1 102.93(9) . . ?
 O3 B1 C8 111.70(10) . . ?
 C8 B1 N1 111.17(10) . . ?
 O1 B2 O2 121.43(12) . . ?
 O1 B2 C14 118.87(12) . . ?
 O2 B2 C14 119.70(12) . . ?
 O2 B3 C20 120.24(12) . . ?
 O3 B3 O2 121.69(12) . . ?
 O3 B3 C20 118.06(12) . . ?
 B5 O4 B4 122.20(10) . . ?
 B6 O5 B5 119.37(11) . . ?
 B6 O6 B4 122.01(10) . . ?
 C33 N3 B4 117.14(10) . . ?
 N3 C33 C34 111.57(10) . . ?
 C35 C34 C33 121.25(12) . . ?
 C35 C34 C39 119.05(12) . . ?
 C39 C34 C33 119.70(12) . . ?
 C34 C35 C36 120.19(13) . . ?
 C37 C36 C35 120.11(13) . . ?
 C38 C37 C36 119.96(13) . . ?
 C39 C38 C37 120.06(13) . . ?
 C38 C39 C34 120.63(13) . . ?
 C41 C40 B4 121.56(11) . . ?
 C45 C40 C41 116.87(11) . . ?
 C45 C40 B4 121.56(11) . . ?
 C42 C41 C40 122.03(12) . . ?
 C43 C42 C41 119.83(12) . . ?
 C42 C43 C44 119.48(12) . . ?
 C43 C44 C45 120.22(12) . . ?
 C44 C45 C40 121.55(12) . . ?
 C47 C46 C51 117.80(12) . . ?
 C47 C46 B5 121.61(12) . . ?
 C51 C46 B5 120.53(12) . . ?
 C48 C47 C46 120.95(13) . . ?
 C49 C48 C47 120.17(13) . . ?
 C50 C49 C48 119.92(13) . . ?
 C49 C50 C51 119.82(13) . . ?
 C50 C51 C46 121.34(13) . . ?
 C53 C52 B6 120.62(12) . . ?
 C57 C52 C53 117.51(12) . . ?
 C57 C52 B6 121.78(12) . . ?
 C54 C53 C52 121.20(13) . . ?
 C55 C54 C53 119.87(14) . . ?
 C54 C55 C56 120.12(13) . . ?
 C55 C56 C57 119.79(14) . . ?
 C56 C57 C52 121.49(13) . . ?
 O4 B4 O6 113.13(10) . . ?
 O4 B4 N3 105.36(10) . . ?
 O4 B4 C40 113.11(10) . . ?
 O6 B4 N3 105.90(10) . . ?
 O6 B4 C40 113.15(10) . . ?
 C40 B4 N3 105.26(10) . . ?
 O4 B5 O5 121.51(12) . . ?
 O4 B5 C46 121.53(12) . . ?
 O5 B5 C46 116.94(11) . . ?
 O5 B6 C52 116.92(11) . . ?
 O6 B6 O5 121.41(12) . . ?
 O6 B6 C52 121.60(12) . . ?
 N2 C26 C27 115.79(12) . . ?
 C28 C27 C26 120.21(14) . . ?
 C28 C27 C32 118.54(13) . . ?
 C32 C27 C26 121.25(14) . . ?
 C27 C28 C29 120.83(15) . . ?
 C30 C29 C28 120.07(15) . . ?
 C29 C30 C31 119.64(14) . . ?
 C30 C31 C32 120.20(15) . . ?
 C31 C32 C27 120.70(15) . . ?
 N4 C58 C59 113.08(12) . . ?
 C60 C59 C58 119.27(13) . . ?
 C64 C59 C58 122.33(13) . . ?
 C64 C59 C60 118.39(13) . . ?
 C61 C60 C59 121.01(14) . . ?
 C60 C61 C62 120.21(14) . . ?
 C63 C62 C61 119.38(14) . . ?
 C62 C63 C64 120.46(14) . . ?
 C63 C64 C59 120.55(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
 N1 H1A N2 0.938(16) 2.058(17) 2.9956(17) 177.6(13) .
 N3 H3B N4 0.936(18) 2.020(19) 2.9520(17) 173.7(16) .

_shelx_SHELXL_version_number      '2014/7'


#===END
