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_5d_16srv084
_database_code_depnum_ccdc_archive	1551619     

_audit_creation_date              2016-03-19
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;

_chemical_name_common             ?
_chemical_name_systematic         
 'Bis-(2-chlorophenyl)borinic acid benzylamine-4-phenylbutanoat '
_chemical_formula_moiety          'C29 H28 B Cl2 N O2'
_chemical_formula_sum             'C29 H28 B Cl2 D0.5 N O2'
_chemical_formula_weight          505.24
_chemical_melting_point           409.7(5)
loop_
  _atom_type_symbol
  _atom_type_description
  _atom_type_scat_dispersion_real
  _atom_type_scat_dispersion_imag
  _atom_type_scat_source
 'C' 'C' 0.0033 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'
 'Cl' 'Cl' 0.1484 0.1585 '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'
 'D' 'D' 0.0000 0.0000 '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                    9.2006(2)
_cell_length_b                    11.4729(4)
_cell_length_c                    13.1121(4)
_cell_angle_alpha                 101.570(3)
_cell_angle_beta                  99.773(2)
_cell_angle_gamma                 98.085(3)
_cell_volume                      1314.23(7)
_cell_formula_units_Z             2
_cell_measurement_reflns_used     4447
_cell_measurement_temperature     120
_cell_measurement_theta_max       29.3480
_cell_measurement_theta_min       2.6960
_shelx_estimated_absorpt_T_max    ?
_shelx_estimated_absorpt_T_min    ?
_exptl_absorpt_coefficient_mu     0.274
_exptl_absorpt_correction_T_max   1.00000
_exptl_absorpt_correction_T_min   0.83398
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details    ?
_exptl_crystal_colour             colourless
_exptl_crystal_colour_primary     colourless
_exptl_crystal_density_diffrn     1.277
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_description        parallelepiped
_exptl_crystal_F_000              529
loop_
  _exptl_crystal_face_index_h
  _exptl_crystal_face_index_k
  _exptl_crystal_face_index_l
  _exptl_crystal_face_perp_dist
 0.00 -1.00 0.00 0.108
 0.00 1.00 0.00 0.108
 -1.00 0.00 1.00 0.184
 1.00 0.00 -1.00 0.184
 -1.00 0.00 -4.00 0.083
 1.00 0.00 4.00 0.083

_exptl_crystal_size_max           0.37
_exptl_crystal_size_mid           0.22
_exptl_crystal_size_min           0.17
_exptl_transmission_factor_max    ?
_exptl_transmission_factor_min    ?
_diffrn_reflns_av_R_equivalents   0.0464
_diffrn_reflns_av_unetI/netI      0.0522
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max        11
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_k_min        -14
_diffrn_reflns_limit_l_max        17
_diffrn_reflns_limit_l_min        -17
_diffrn_reflns_number             18221
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full         25.242
_diffrn_reflns_theta_max          27.498
_diffrn_reflns_theta_min          2.516
_diffrn_ambient_temperature       120
_diffrn_detector                  'CCD plate'
_diffrn_detector_area_resol_mean  16.15
_diffrn_detector_type             'Sapphire3 CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -41.00   49.00   0.5000   52.5300
omega____ theta____ kappa____ phi______ frames
    -      -20.1554   57.0000   90.0000 180

#__ type_ start__ end____ width___ exp.time_
  2 omega  -24.00   22.00   0.5000   52.5300
omega____ theta____ kappa____ phi______ frames
    -      -20.1554 -100.0000 -150.0000 92

#__ type_ start__ end____ width___ exp.time_
  3 omega  -24.00   63.00   0.5000   52.5300
omega____ theta____ kappa____ phi______ frames
    -       20.7804 -100.0000   60.0000 174

#__ type_ start__ end____ width___ exp.time_
  4 omega   35.00   97.00   0.5000   52.5300
omega____ theta____ kappa____ phi______ frames
    -       20.7804  178.0000 -150.0000 124

#__ type_ start__ end____ width___ exp.time_
  5 omega   -1.00   90.00   0.5000   52.5300
omega____ theta____ kappa____ phi______ frames
    -       20.7804   57.0000  -30.0000 182

#__ type_ start__ end____ width___ exp.time_
  6 omega   -5.00   93.00   0.5000   52.5300
omega____ theta____ kappa____ phi______ frames
    -       20.7804   38.0000 -120.0000 196

#__ type_ start__ end____ width___ exp.time_
  7 omega   -5.00   93.00   0.5000   52.5300
omega____ theta____ kappa____ phi______ frames
    -       20.7804   38.0000  150.0000 196

#__ type_ start__ end____ width___ exp.time_
  8 omega  -52.00   46.00   0.5000   52.5300
omega____ theta____ kappa____ phi______ frames
    -       20.7804  -38.0000 -150.0000 196
;
_diffrn_measurement_device        kappa-diffractometer
_diffrn_measurement_device_type   'Xcalibur, Sapphire3'
_diffrn_measurement_method        'ω scans'
_diffrn_orient_matrix_UB_11       -0.0738281000
_diffrn_orient_matrix_UB_12       -0.0103236000
_diffrn_orient_matrix_UB_13       0.0095209000
_diffrn_orient_matrix_UB_21       -0.0295983000
_diffrn_orient_matrix_UB_22       -0.0054464000
_diffrn_orient_matrix_UB_23       -0.0546820000
_diffrn_orient_matrix_UB_31       -0.0000004000
_diffrn_orient_matrix_UB_32       -0.0630948000
_diffrn_orient_matrix_UB_33       -0.0100326000
_diffrn_radiation_monochromator   graphite
_diffrn_radiation_probe           x-ray
_diffrn_radiation_type            MoK\a
_diffrn_radiation_wavelength      0.71073
_diffrn_source                    'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_full     .
_reflns_Friedel_fraction_max      .
_reflns_number_gt                 4561
_reflns_number_total              6009
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric  1
_reflns_odcompleteness_theta      27.42
_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_cell_refinement
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET) (compiled Feb 9 2015,16:26:32)'
_computing_data_collection
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET) (compiled Feb 9 2015,16:26:32)'
_computing_data_reduction
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET) (compiled Feb 9 2015,16:26:32)'
_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          0.512
_refine_diff_density_min          -0.368
_refine_diff_density_rms          0.057
_refine_ls_extinction_coef        .
_refine_ls_extinction_method      none
_refine_ls_goodness_of_fit_ref    1.029
_refine_ls_hydrogen_treatment     constr
_refine_ls_matrix_type            full
_refine_ls_number_parameters      316
_refine_ls_number_reflns          6009
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0700
_refine_ls_R_factor_gt            0.0484
_refine_ls_restrained_S_all       1.029
_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)+(0.0540P)²+0.4430P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme       calc
_refine_ls_wR_factor_gt           0.1119
_refine_ls_wR_factor_ref          0.1263
_refine_special_details
;
 Amino H atoms - refall, other H atoms - riding (constr).
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 N(HA,HB), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C23(H23A,H23B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C13(H13), C14(H14), C15(H15),
 C16(H16), C19(H19), C20(H20), C21(H21), C22(H22), C25(H25), C26(H26), C27(H27),
  C28(H28), C29(H29)
;
_atom_sites_solution_hydrogens    geom
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    ?
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
 Cl1 Cl 0.31756(6) 0.02519(4) 0.40959(4) 0.03316(14) Uani 1 1 d . . . . .
 Cl2 Cl 0.49928(6) 0.24304(5) 0.12179(4) 0.03302(14) Uani 1 1 d . . . . .
 O1 O 0.58768(14) 0.23844(11) 0.48657(10) 0.0231(3) Uani 1 1 d . . . . .
 O2 O 0.50736(16) 0.40256(12) 0.56249(11) 0.0304(3) Uani 1 1 d . . . . .
 N N 0.60901(17) 0.38361(14) 0.36830(12) 0.0227(3) Uani 1 1 d . . . . .
 HA H 0.5894 0.3884 0.3006 0.027 Uiso 1 1 calc R . . . .
 HB H 0.5650 0.4377 0.4045 0.027 Uiso 1 1 calc R . . . .
 C1 C 0.5568(2) 0.31081(17) 0.56860(14) 0.0231(4) Uani 1 1 d . . . . .
 C2 C 0.5874(2) 0.26814(18) 0.67031(15) 0.0288(4) Uani 1 1 d . . . . .
 H2A H 0.6869 0.2479 0.6799 0.035 Uiso 1 1 calc R . . . .
 H2B H 0.5160 0.1950 0.6639 0.035 Uiso 1 1 calc R . . . .
 C3 C 0.5772(3) 0.3609(2) 0.76821(16) 0.0418(6) Uani 1 1 d . . . . .
 H3A H 0.4859 0.3932 0.7532 0.050 Uiso 1 1 calc R . . . .
 H3B H 0.6612 0.4274 0.7829 0.050 Uiso 1 1 calc R . . . .
 C4 C 0.5775(3) 0.3094(2) 0.86734(17) 0.0409(6) Uani 1 1 d . . . . .
 H4A H 0.5655 0.3724 0.9252 0.049 Uiso 1 1 calc R . . . .
 H4B H 0.4915 0.2446 0.8531 0.049 Uiso 1 1 calc R . . . .
 C5 C 0.7172(3) 0.2612(2) 0.90279(15) 0.0361(5) Uani 1 1 d . . . . .
 C6 C 0.8403(3) 0.3388(3) 0.97056(19) 0.0606(8) Uani 1 1 d . . . . .
 H6 H 0.8361 0.4202 0.9928 0.073 Uiso 1 1 calc R . . . .
 C7 C 0.9668(4) 0.2979(5) 1.0049(3) 0.0906(14) Uani 1 1 d . . . . .
 H7 H 1.0480 0.3513 1.0507 0.109 Uiso 1 1 calc R . . . .
 C8 C 0.9758(4) 0.1784(6) 0.9727(3) 0.0991(17) Uani 1 1 d . . . . .
 H8 H 1.0629 0.1507 0.9963 0.119 Uiso 1 1 calc R . . . .
 C9 C 0.8529(4) 0.0976(4) 0.9035(2) 0.0738(11) Uani 1 1 d . . . . .
 H9 H 0.8581 0.0163 0.8811 0.089 Uiso 1 1 calc R . . . .
 C10 C 0.7242(3) 0.1403(2) 0.86933(18) 0.0435(6) Uani 1 1 d . . . . .
 H10 H 0.6422 0.0876 0.8238 0.052 Uiso 1 1 calc R . . . .
 C11 C 0.3518(2) 0.23834(17) 0.34527(14) 0.0240(4) Uani 1 1 d . . . . .
 C12 C 0.2521(2) 0.13982(18) 0.35517(15) 0.0284(4) Uani 1 1 d . . . . .
 C13 C 0.0970(2) 0.1248(2) 0.32284(17) 0.0349(5) Uani 1 1 d . . . . .
 H13 H 0.0355 0.0568 0.3304 0.042 Uiso 1 1 calc R . . . .
 C14 C 0.0352(2) 0.2109(2) 0.27981(17) 0.0367(5) Uani 1 1 d . . . . .
 H14 H -0.0680 0.2009 0.2567 0.044 Uiso 1 1 calc R . . . .
 C15 C 0.1283(2) 0.3124(2) 0.27120(16) 0.0346(5) Uani 1 1 d . . . . .
 H15 H 0.0871 0.3722 0.2441 0.042 Uiso 1 1 calc R . . . .
 C16 C 0.2817(2) 0.32575(19) 0.30251(15) 0.0294(4) Uani 1 1 d . . . . .
 H16 H 0.3417 0.3948 0.2954 0.035 Uiso 1 1 calc R . . . .
 C17 C 0.5978(2) 0.15191(17) 0.29660(15) 0.0236(4) Uani 1 1 d . . . . .
 C18 C 0.5883(2) 0.14209(18) 0.18783(15) 0.0271(4) Uani 1 1 d . . . . .
 C19 C 0.6452(2) 0.0563(2) 0.12236(16) 0.0335(5) Uani 1 1 d . . . . .
 H19 H 0.6381 0.0555 0.0506 0.040 Uiso 1 1 calc R . . . .
 C20 C 0.7125(2) -0.0274(2) 0.16616(18) 0.0358(5) Uani 1 1 d . . . . .
 H20 H 0.7510 -0.0857 0.1239 0.043 Uiso 1 1 calc R . . . .
 C21 C 0.7224(2) -0.02430(19) 0.27310(18) 0.0335(5) Uani 1 1 d . . . . .
 H21 H 0.7657 -0.0817 0.3026 0.040 Uiso 1 1 calc R . . . .
 C22 C 0.6678(2) 0.06447(17) 0.33634(16) 0.0272(4) Uani 1 1 d . . . . .
 H22 H 0.6781 0.0662 0.4084 0.033 Uiso 1 1 calc R . . . .
 C23 C 0.7746(2) 0.41848(17) 0.40888(16) 0.0265(4) Uani 1 1 d . . . . .
 H23A H 0.8218 0.3501 0.3859 0.032 Uiso 1 1 calc R . . . .
 H23B H 0.7954 0.4388 0.4860 0.032 Uiso 1 1 calc R . . . .
 C24 C 0.8409(2) 0.52483(17) 0.36974(16) 0.0256(4) Uani 1 1 d . . . . .
 C25 C 0.8896(2) 0.63791(19) 0.43773(17) 0.0333(5) Uani 1 1 d . . . . .
 H25 H 0.8794 0.6491 0.5082 0.040 Uiso 1 1 calc R . . . .
 C26 C 0.9534(3) 0.7349(2) 0.4016(2) 0.0425(6) Uani 1 1 d . . . . .
 H26 H 0.9873 0.8101 0.4484 0.051 Uiso 1 1 calc R . . . .
 C27 C 0.9670(3) 0.7205(2) 0.2970(2) 0.0430(6) Uani 1 1 d . . . . .
 H27 H 1.0107 0.7853 0.2732 0.052 Uiso 1 1 calc R . . . .
 C28 C 0.9148(3) 0.6086(2) 0.2278(2) 0.0441(6) Uani 1 1 d . . . . .
 H28 H 0.9213 0.5987 0.1566 0.053 Uiso 1 1 calc R . . . .
 C29 C 0.8528(3) 0.5112(2) 0.26404(17) 0.0347(5) Uani 1 1 d . . . . .
 H29 H 0.8189 0.4361 0.2171 0.042 Uiso 1 1 calc R . . . .
 B B 0.5331(2) 0.25074(19) 0.37547(16) 0.0223(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
 Cl1 C12 1.748(2) . ?
 Cl2 C18 1.786(2) . ?
 O1 C1 1.319(2) . ?
 O1 B 1.499(2) . ?
 O2 C1 1.216(2) . ?
 N C23 1.494(2) . ?
 N B 1.613(3) . ?
 C1 C2 1.507(3) . ?
 C2 C3 1.520(3) . ?
 C3 C4 1.532(3) . ?
 C4 C5 1.509(3) . ?
 C5 C6 1.387(3) . ?
 C5 C10 1.382(3) . ?
 C6 C7 1.355(5) . ?
 C7 C8 1.370(6) . ?
 C8 C9 1.407(6) . ?
 C9 C10 1.384(4) . ?
 C11 C12 1.394(3) . ?
 C11 C16 1.422(3) . ?
 C11 B 1.626(3) . ?
 C12 C13 1.394(3) . ?
 C13 C14 1.374(3) . ?
 C14 C15 1.381(3) . ?
 C15 C16 1.379(3) . ?
 C17 C18 1.395(3) . ?
 C17 C22 1.404(3) . ?
 C17 B 1.624(3) . ?
 C18 C19 1.392(3) . ?
 C19 C20 1.379(3) . ?
 C20 C21 1.382(3) . ?
 C21 C22 1.387(3) . ?
 C23 C24 1.508(3) . ?
 C24 C25 1.384(3) . ?
 C24 C29 1.388(3) . ?
 C25 C26 1.389(3) . ?
 C26 C27 1.377(3) . ?
 C27 C28 1.383(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 120.69(15) . . ?
 C23 N B 116.22(14) . . ?
 O1 C1 C2 113.50(16) . . ?
 O2 C1 O1 123.20(17) . . ?
 O2 C1 C2 123.30(17) . . ?
 C1 C2 C3 113.60(17) . . ?
 C2 C3 C4 113.43(18) . . ?
 C5 C4 C3 114.5(2) . . ?
 C6 C5 C4 119.7(2) . . ?
 C10 C5 C4 121.0(2) . . ?
 C10 C5 C6 119.3(3) . . ?
 C7 C6 C5 121.1(3) . . ?
 C6 C7 C8 120.4(3) . . ?
 C7 C8 C9 119.8(3) . . ?
 C10 C9 C8 119.3(3) . . ?
 C5 C10 C9 120.1(3) . . ?
 C12 C11 C16 114.22(18) . . ?
 C12 C11 B 123.31(17) . . ?
 C16 C11 B 122.43(18) . . ?
 C11 C12 Cl1 120.75(15) . . ?
 C13 C12 Cl1 115.71(17) . . ?
 C13 C12 C11 123.5(2) . . ?
 C14 C13 C12 119.8(2) . . ?
 C13 C14 C15 119.2(2) . . ?
 C16 C15 C14 120.5(2) . . ?
 C15 C16 C11 122.7(2) . . ?
 C18 C17 C22 114.11(17) . . ?
 C18 C17 B 125.87(17) . . ?
 C22 C17 B 120.00(16) . . ?
 C17 C18 Cl2 120.85(15) . . ?
 C19 C18 Cl2 114.67(15) . . ?
 C19 C18 C17 124.48(19) . . ?
 C20 C19 C18 118.6(2) . . ?
 C19 C20 C21 119.78(19) . . ?
 C20 C21 C22 119.9(2) . . ?
 C21 C22 C17 123.07(19) . . ?
 N C23 C24 111.83(15) . . ?
 C25 C24 C23 120.94(18) . . ?
 C25 C24 C29 118.68(19) . . ?
 C29 C24 C23 120.38(17) . . ?
 C24 C25 C26 120.6(2) . . ?
 C27 C26 C25 120.5(2) . . ?
 C26 C27 C28 119.4(2) . . ?
 C27 C28 C29 120.2(2) . . ?
 C24 C29 C28 120.6(2) . . ?
 O1 B N 107.01(14) . . ?
 O1 B C11 112.72(16) . . ?
 O1 B C17 107.00(15) . . ?
 N B C11 108.56(15) . . ?
 N B C17 107.88(16) . . ?
 C17 B C11 113.39(15) . . ?

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 Cl2 0.89 2.52 3.2265(16) 136.9 .
 N HB O2 0.89 2.03 2.857(2) 154.6 2_666

_shelx_SHELXL_version_number      '2014/7'


#===END 

