# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1560439'
_audit_update_record             
;
2017-07-05 deposited with the CCDC.
2017-10-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C54 H66 B2 N4 O4'
_chemical_formula_sum            'C54 H66 B2 N4 O4'
_chemical_formula_weight         856.72

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           64
_space_group_name_H-M_alt        'C m c a'
_space_group_name_Hall           '-C 2bc 2'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'x, -y-1/2, z-1/2'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z-1/2'
'x+1/2, -y, z-1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   10.924(4)
_cell_length_b                   15.753(7)
_cell_length_c                   27.040(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4653(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    2725
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      26.44

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_F_000             1840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.275
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5540
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SadAbs 2014/4 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating-anode (Nonius FR-591)'
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_detector                 'CCD area detector (Apex2)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            14839
_diffrn_reflns_av_unetI/netI     0.0633
_diffrn_reflns_av_R_equivalents  0.0769
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.506
_diffrn_reflns_theta_max         26.731
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2596
_reflns_number_gt                2002
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. V8.34A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.34A (Bruker AXS)'
_computing_structure_solution    'SHELXT (Sheldrick, 2012)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0411P)²+2.4288P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   iterative
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2596
_refine_ls_number_parameters     156
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.1123
_refine_ls_wR_factor_gt          0.1041
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.60757(8) 0.33916(6) 0.42539(3) 0.0128(2) Uani 1 1 d . . . . .
B1 B 0.5000 0.38434(14) 0.44459(7) 0.0113(5) Uani 1 2 d S T P . .
N1 N 0.5000 0.52742(10) 0.38777(5) 0.0115(4) Uani 1 2 d S T P . .
N2 N 0.5000 0.61737(10) 0.49126(5) 0.0095(3) Uani 1 2 d S T P . .
C2 C 0.5000 0.48517(12) 0.43508(6) 0.0101(4) Uani 1 2 d S T P . .
C3 C 0.5000 0.52654(12) 0.47814(6) 0.0091(4) Uani 1 2 d S T P . .
C5 C 0.38711(12) 0.75373(9) 0.47156(5) 0.0131(3) Uani 1 1 d . . . . .
H5A H 0.3859 0.7721 0.5066 0.016 Uiso 1 1 calc R U . . .
H5B H 0.3127 0.7763 0.4553 0.016 Uiso 1 1 calc R U . . .
C4 C 0.38592(11) 0.65755(9) 0.46921(5) 0.0119(3) Uani 1 1 d . . . . .
H4A H 0.3783 0.6397 0.4342 0.014 Uiso 1 1 calc R U . . .
H4B H 0.3132 0.6363 0.4872 0.014 Uiso 1 1 calc R U . . .
C6 C 0.5000 0.78966(13) 0.44624(7) 0.0146(4) Uani 1 2 d S T P . .
H6A H 0.5000 0.7738 0.4108 0.017 Uiso 1 2 calc R U P . .
H6B H 0.5000 0.8524 0.4486 0.017 Uiso 1 2 calc R U P . .
C9 C 0.5000 0.54982(16) 0.28152(7) 0.0255(5) Uani 1 2 d S T P . .
H9A H 0.5000 0.5906 0.2537 0.031 Uiso 1 2 calc R U P . .
H9B H 0.5000 0.4917 0.2676 0.031 Uiso 1 2 calc R U P . .
C8 C 0.38558(14) 0.56267(11) 0.31261(5) 0.0259(4) Uani 1 1 d . . . . .
H8A H 0.3124 0.5481 0.2928 0.031 Uiso 1 1 calc R U . . .
H8B H 0.3792 0.6231 0.3224 0.031 Uiso 1 1 calc R U . . .
C7 C 0.38957(13) 0.50714(10) 0.35876(5) 0.0204(3) Uani 1 1 d . . . . .
H7A H 0.3156 0.5173 0.3791 0.024 Uiso 1 1 calc R U . . .
H7B H 0.3908 0.4465 0.3491 0.024 Uiso 1 1 calc R U . . .
C10 C 0.43687(16) 0.80669(12) 0.26816(6) 0.0344(4) Uani 1 1 d . . . . .
H10 H 0.3933 0.7723 0.2453 0.041 Uiso 1 1 calc R U . . .
C11 C 0.37365(16) 0.85693(11) 0.30157(6) 0.0319(4) Uani 1 1 d . . . . .
H11 H 0.2867 0.8569 0.3016 0.038 Uiso 1 1 calc R U . . .
C12 C 0.43681(15) 0.90690(11) 0.33470(6) 0.0273(4) Uani 1 1 d . . . . .
H12 H 0.3934 0.9414 0.3576 0.033 Uiso 1 1 calc R U . . .
C13 C 0.56358(13) 0.27403(8) 0.39720(4) 0.0132(3) Uani 1 1 d . . . . .
C14 C 0.63001(14) 0.21523(9) 0.37046(5) 0.0179(3) Uani 1 1 d . . . . .
H14 H 0.7170 0.2158 0.3702 0.021 Uiso 1 1 calc R U . . .
C15 C 0.56340(14) 0.15480(10) 0.34368(5) 0.0211(3) Uani 1 1 d . . . . .
H15 H 0.6060 0.1130 0.3251 0.025 Uiso 1 1 calc R U . . .
C16 C 0.56316(15) 0.03888(10) 0.46195(6) 0.0255(4) Uani 1 1 d . . . . .
H16 H 0.6067 0.0656 0.4358 0.031 Uiso 1 1 calc R U . . .
C17 C 0.6260(2) 0.0000 0.5000 0.0282(5) Uani 1 2 d S T P . .
H17 H 0.7130 0.0000 0.5000 0.034 Uiso 1 2 calc R U P . .


_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 C13 1.3655(16) . ?
O1 B1 1.4686(16) . ?
B1 O1 1.4686(16) 12_655 ?
B1 C2 1.609(3) . ?
B1 N2 1.735(3) 9_666 ?
N1 C2 1.442(2) . ?
N1 C7 1.4741(16) . ?
N1 C7 1.4741(16) 12_655 ?
N2 C3 1.474(2) . ?
N2 C4 1.5197(15) . ?
N2 C4 1.5197(16) 12_655 ?
N2 B1 1.735(3) 9_666 ?
C2 C3 1.334(2) . ?
C3 C3 1.448(3) 9_666 ?
C5 C4 1.516(2) . ?
C5 C6 1.5198(17) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C6 C5 1.5198(17) 12_655 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C9 C8 1.5199(19) . ?
C9 C8 1.5199(19) 12_655 ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C8 C7 1.524(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C10 C10 1.379(4) 12_655 ?
C10 C11 1.386(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.378(2) . ?
C11 H11 0.9500 . ?
C12 C12 1.381(3) 12_655 ?
C12 H12 0.9500 . ?
C13 C14 1.3811(19) . ?
C13 C13 1.389(3) 12_655 ?
C14 C15 1.400(2) . ?
C14 H14 0.9500 . ?
C15 C15 1.385(3) 12_655 ?
C15 H15 0.9500 . ?
C16 C16 1.380(3) 12_655 ?
C16 C17 1.3805(19) . ?
C16 H16 0.9500 . ?
C17 C16 1.3805(19) 4_556 ?
C17 H17 0.9500 . ?

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
C13 O1 B1 106.25(11) . . ?
O1 B1 O1 106.29(16) 12_655 . ?
O1 B1 C2 114.95(11) 12_655 . ?
O1 B1 C2 114.95(11) . . ?
O1 B1 N2 110.24(10) 12_655 9_666 ?
O1 B1 N2 110.24(10) . 9_666 ?
C2 B1 N2 100.08(14) . 9_666 ?
C2 N1 C7 111.84(10) . . ?
C2 N1 C7 111.84(10) . 12_655 ?
C7 N1 C7 109.85(15) . 12_655 ?
C3 N2 C4 108.05(9) . . ?
C3 N2 C4 108.05(9) . 12_655 ?
C4 N2 C4 110.18(14) . 12_655 ?
C3 N2 B1 103.04(13) . 9_666 ?
C4 N2 B1 113.50(8) . 9_666 ?
C4 N2 B1 113.50(8) 12_655 9_666 ?
C3 C2 N1 123.28(18) . . ?
C3 C2 B1 110.04(16) . . ?
N1 C2 B1 126.69(16) . . ?
C2 C3 C3 115.5(2) . 9_666 ?
C2 C3 N2 133.16(16) . . ?
C3 C3 N2 111.35(19) 9_666 . ?
C4 C5 C6 111.11(12) . . ?
C4 C5 H5A 109.4 . . ?
C6 C5 H5A 109.4 . . ?
C4 C5 H5B 109.4 . . ?
C6 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C5 C4 N2 113.12(11) . . ?
C5 C4 H4A 109.0 . . ?
N2 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
N2 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C5 C6 C5 108.47(15) 12_655 . ?
C5 C6 H6A 110.0 12_655 . ?
C5 C6 H6A 110.0 . . ?
C5 C6 H6B 110.0 12_655 . ?
C5 C6 H6B 110.0 . . ?
H6A C6 H6B 108.4 . . ?
C8 C9 C8 110.65(17) . 12_655 ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9A 109.5 12_655 . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9B 109.5 12_655 . ?
H9A C9 H9B 108.1 . . ?
C9 C8 C7 110.66(14) . . ?
C9 C8 H8A 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
N1 C7 C8 109.55(12) . . ?
N1 C7 H7A 109.8 . . ?
C8 C7 H7A 109.8 . . ?
N1 C7 H7B 109.8 . . ?
C8 C7 H7B 109.8 . . ?
H7A C7 H7B 108.2 . . ?
C10 C10 C11 119.89(10) 12_655 . ?
C10 C10 H10 120.1 12_655 . ?
C11 C10 H10 120.1 . . ?
C12 C11 C10 120.06(16) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C12 120.05(10) . 12_655 ?
C11 C12 H12 120.0 . . ?
C12 C12 H12 120.0 12_655 . ?
O1 C13 C14 127.69(13) . . ?
O1 C13 C13 110.60(7) . 12_655 ?
C14 C13 C13 121.70(9) . 12_655 ?
C13 C14 C15 116.99(14) . . ?
C13 C14 H14 121.5 . . ?
C15 C14 H14 121.5 . . ?
C15 C15 C14 121.32(9) 12_655 . ?
C15 C15 H15 119.3 12_655 . ?
C14 C15 H15 119.3 . . ?
C16 C16 C17 119.84(11) 12_655 . ?
C16 C16 H16 120.1 12_655 . ?
C17 C16 H16 120.1 . . ?
C16 C17 C16 120.3(2) . 4_556 ?
C16 C17 H17 119.8 . . ?
C16 C17 H17 119.8 4_556 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 O1 B1 O1 0.49(17) . . . 12_655 ?
C13 O1 B1 C2 -127.88(13) . . . . ?
C13 O1 B1 N2 119.95(12) . . . 9_666 ?
C7 N1 C2 C3 -118.15(11) . . . . ?
C7 N1 C2 C3 118.15(11) 12_655 . . . ?
C7 N1 C2 B1 61.85(11) . . . . ?
C7 N1 C2 B1 -61.85(11) 12_655 . . . ?
O1 B1 C2 C3 118.05(11) 12_655 . . . ?
O1 B1 C2 C3 -118.05(11) . . . . ?
N2 B1 C2 C3 0.000(1) 9_666 . . . ?
O1 B1 C2 N1 -61.95(11) 12_655 . . . ?
O1 B1 C2 N1 61.95(11) . . . . ?
N2 B1 C2 N1 180.000(1) 9_666 . . . ?
N1 C2 C3 C3 180.000(1) . . . 9_666 ?
B1 C2 C3 C3 0.000(0) . . . 9_666 ?
N1 C2 C3 N2 0.000(1) . . . . ?
B1 C2 C3 N2 180.000(1) . . . . ?
C4 N2 C3 C2 59.60(9) . . . . ?
C4 N2 C3 C2 -59.60(9) 12_655 . . . ?
B1 N2 C3 C2 180.000(1) 9_666 . . . ?
C4 N2 C3 C3 -120.40(9) . . . 9_666 ?
C4 N2 C3 C3 120.40(9) 12_655 . . 9_666 ?
B1 N2 C3 C3 0.000(1) 9_666 . . 9_666 ?
C6 C5 C4 N2 56.38(15) . . . . ?
C3 N2 C4 C5 -168.92(11) . . . . ?
C4 N2 C4 C5 -51.08(17) 12_655 . . . ?
B1 N2 C4 C5 77.47(15) 9_666 . . . ?
C4 C5 C6 C5 -58.65(18) . . . 12_655 ?
C8 C9 C8 C7 -53.2(2) 12_655 . . . ?
C2 N1 C7 C8 172.12(13) . . . . ?
C7 N1 C7 C8 -63.1(2) 12_655 . . . ?
C9 C8 C7 N1 57.95(19) . . . . ?
C10 C10 C11 C12 0.1(2) 12_655 . . . ?
C10 C11 C12 C12 -0.1(2) . . . 12_655 ?
B1 O1 C13 C14 178.22(14) . . . . ?
B1 O1 C13 C13 -0.31(11) . . . 12_655 ?
O1 C13 C14 C15 -179.07(12) . . . . ?
C13 C13 C14 C15 -0.69(15) 12_655 . . . ?
C13 C14 C15 C15 0.68(15) . . . 12_655 ?
C16 C16 C17 C16 -0.001(1) 12_655 . . 4_556 ?

_refine_diff_density_max         0.310
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.046

_shelxl_version_number           2014/6

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5
_database_code_depnum_ccdc_archive 'CCDC 1560440'
_audit_update_record             
;
2017-07-05 deposited with the CCDC.
2017-10-11 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H62 B2 F2 N4'
_chemical_formula_sum            'C42 H62 B2 F2 N4'
_chemical_formula_weight         682.57

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.595(4)
_cell_length_b                   24.297(10)
_cell_length_c                   16.928(11)
_cell_angle_alpha                90
_cell_angle_beta                 106.09(2)
_cell_angle_gamma                90
_cell_volume                     3792(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9928
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      26.74


_exptl_special_details           
;
The crystal was immersed in a film of perfluoropolyether oil, mounted on a 
polyimide microloop (MicroMounts of MiTeGen) and transferred to stream of cold 
nitrogen (Bruker Kryoflex2).
;
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_F_000             1480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.212
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.185
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6714
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SadAbs 2014/5 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'microfocus sealed tube (Incoatec ImS)'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'CMOS area detector (Photon 100)'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            39915
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.217
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             7690
_reflns_number_gt                6223
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. V8.34A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.34A (Bruker AXS)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_refine_special_details          
;

 Refinement of F² against ALL reflections. The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based on F, 
with F set to zero for negative F². The threshold expression of F² > 
2sigma(F²) is used only for calculating R-factors(gt) etc. and is not 
relevant to the choice of reflections for refinement. R-factors based on F² 
are statistically about twice as large as those based on F, and R-factors 
based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0431P)²+1.8764P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7690
_refine_ls_number_parameters     457
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0405
_refine_ls_wR_factor_ref         0.1028
_refine_ls_wR_factor_gt          0.0942
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.97348(8) 0.40247(3) 0.43983(5) 0.02039(18) Uani 1 1 d . . . . .
C1 C 0.38667(14) 0.25510(5) 0.34134(8) 0.0139(3) Uani 1 1 d . . . . .
N1 N 0.42815(11) 0.35818(4) 0.47707(7) 0.0132(2) Uani 1 1 d . . . . .
B1 B 0.46846(15) 0.31401(6) 0.33208(9) 0.0123(3) Uani 1 1 d . . . . .
F2 F 0.92943(8) 0.31917(3) 0.48994(5) 0.01948(18) Uani 1 1 d . . . . .
C2 C 0.25785(14) 0.23549(6) 0.28465(8) 0.0169(3) Uani 1 1 d . . . . .
N2 N 0.72309(12) 0.26164(4) 0.32749(7) 0.0155(2) Uani 1 1 d . . . . .
B2 B 0.86827(16) 0.36569(6) 0.44738(10) 0.0150(3) Uani 1 1 d . . . . .
N4 N 0.70745(13) 0.39354(5) 0.29344(7) 0.0181(2) Uani 1 1 d . . . . .
C4 C 0.21029(15) 0.18139(6) 0.29005(9) 0.0212(3) Uani 1 1 d . . . . .
H4 H 0.1264 0.1690 0.2496 0.025 Uiso 1 1 calc R U . . .
N3 N 0.75992(11) 0.39421(4) 0.50050(7) 0.0126(2) Uani 1 1 d . . . . .
C3 C 0.15938(15) 0.27007(6) 0.21755(9) 0.0244(3) Uani 1 1 d . . . . .
H3A H 0.2047 0.2753 0.1729 0.037 Uiso 1 1 calc R U . . .
H3B H 0.1436 0.3060 0.2401 0.037 Uiso 1 1 calc R U . . .
H3C H 0.0661 0.2513 0.1963 0.037 Uiso 1 1 calc R U . . .
C7 C 0.39680(16) 0.16587(6) 0.41182(10) 0.0212(3) Uani 1 1 d . . . . .
H7 H 0.4425 0.1430 0.4571 0.025 Uiso 1 1 calc R U . . .
C6 C 0.22877(19) 0.08670(6) 0.35377(13) 0.0373(4) Uani 1 1 d . . . . .
H6A H 0.1516 0.0787 0.3035 0.056 Uiso 1 1 calc R U . . .
H6B H 0.1916 0.0817 0.4017 0.056 Uiso 1 1 calc R U . . .
H6C H 0.3103 0.0616 0.3578 0.056 Uiso 1 1 calc R U . . .
C5 C 0.27934(16) 0.14533(6) 0.35124(10) 0.0237(3) Uani 1 1 d . . . . .
C8 C 0.44960(14) 0.21892(5) 0.40817(9) 0.0160(3) Uani 1 1 d . . . . .
C9 C 0.57376(15) 0.23570(5) 0.48143(8) 0.0180(3) Uani 1 1 d . . . . .
H9A H 0.6524 0.2514 0.4620 0.027 Uiso 1 1 calc R U . . .
H9B H 0.6096 0.2033 0.5155 0.027 Uiso 1 1 calc R U . . .
H9C H 0.5395 0.2632 0.5141 0.027 Uiso 1 1 calc R U . . .
C10 C 0.39508(14) 0.35120(5) 0.24634(8) 0.0156(3) Uani 1 1 d . . . . .
C11 C 0.41312(15) 0.33648(6) 0.16863(9) 0.0183(3) Uani 1 1 d . . . . .
C12 C 0.49003(17) 0.28472(6) 0.15492(9) 0.0248(3) Uani 1 1 d . . . . .
H12A H 0.4654 0.2767 0.0959 0.037 Uiso 1 1 calc R U . . .
H12B H 0.4595 0.2540 0.1837 0.037 Uiso 1 1 calc R U . . .
H12C H 0.5951 0.2899 0.1762 0.037 Uiso 1 1 calc R U . . .
C13 C 0.35501(16) 0.36778(6) 0.09812(9) 0.0224(3) Uani 1 1 d . . . . .
H13 H 0.3734 0.3568 0.0481 0.027 Uiso 1 1 calc R U . . .
C14 C 0.27157(18) 0.41431(6) 0.09813(9) 0.0260(3) Uani 1 1 d . . . . .
C15 C 0.2101(2) 0.44808(7) 0.02141(10) 0.0413(5) Uani 1 1 d . . . . .
H15A H 0.1958 0.4245 -0.0271 0.062 Uiso 1 1 calc R U . . .
H15B H 0.2777 0.4778 0.0188 0.062 Uiso 1 1 calc R U . . .
H15C H 0.1168 0.4639 0.0228 0.062 Uiso 1 1 calc R U . . .
C16 C 0.24880(17) 0.42845(6) 0.17243(9) 0.0239(3) Uani 1 1 d . . . . .
H16 H 0.1900 0.4596 0.1746 0.029 Uiso 1 1 calc R U . . .
C17 C 0.30878(15) 0.39882(5) 0.24489(9) 0.0186(3) Uani 1 1 d . . . . .
C18 C 0.27005(17) 0.42109(6) 0.31903(9) 0.0245(3) Uani 1 1 d . . . . .
H18A H 0.1924 0.4484 0.3015 0.037 Uiso 1 1 calc R U . . .
H18B H 0.3556 0.4385 0.3561 0.037 Uiso 1 1 calc R U . . .
H18C H 0.2369 0.3909 0.3477 0.037 Uiso 1 1 calc R U . . .
C19 C 0.50621(14) 0.35296(5) 0.41917(8) 0.0120(3) Uani 1 1 d . . . . .
C20 C 0.29659(14) 0.32630(5) 0.47418(9) 0.0165(3) Uani 1 1 d . . . . .
H20A H 0.2989 0.2910 0.4453 0.020 Uiso 1 1 calc R U . . .
H20B H 0.2099 0.3471 0.4432 0.020 Uiso 1 1 calc R U . . .
C21 C 0.28696(15) 0.31497(6) 0.56128(9) 0.0213(3) Uani 1 1 d . . . . .
H21A H 0.1986 0.2932 0.5587 0.026 Uiso 1 1 calc R U . . .
H21B H 0.3721 0.2931 0.5915 0.026 Uiso 1 1 calc R U . . .
C22 C 0.28211(15) 0.36871(6) 0.60686(9) 0.0226(3) Uani 1 1 d . . . . .
H22A H 0.2834 0.3607 0.6644 0.027 Uiso 1 1 calc R U . . .
H22B H 0.1912 0.3886 0.5803 0.027 Uiso 1 1 calc R U . . .
C23 C 0.41196(15) 0.40457(6) 0.60584(9) 0.0197(3) Uani 1 1 d . . . . .
H23A H 0.4014 0.4412 0.6290 0.024 Uiso 1 1 calc R U . . .
H23B H 0.5020 0.3875 0.6404 0.024 Uiso 1 1 calc R U . . .
C24 C 0.42253(14) 0.41099(5) 0.51816(8) 0.0156(3) Uani 1 1 d . . . . .
H24A H 0.3376 0.4321 0.4858 0.019 Uiso 1 1 calc R U . . .
H24B H 0.5107 0.4324 0.5192 0.019 Uiso 1 1 calc R U . . .
C25 C 0.64806(14) 0.30475(5) 0.33773(8) 0.0139(3) Uani 1 1 d . . . . .
C26 C 0.65979(15) 0.20739(5) 0.29630(9) 0.0180(3) Uani 1 1 d . . . . .
H26A H 0.6721 0.2012 0.2408 0.022 Uiso 1 1 calc R U . . .
H26B H 0.5545 0.2079 0.2912 0.022 Uiso 1 1 calc R U . . .
C27 C 0.72976(16) 0.15997(6) 0.35225(9) 0.0220(3) Uani 1 1 d . . . . .
H27A H 0.7066 0.1635 0.4055 0.026 Uiso 1 1 calc R U . . .
H27B H 0.6883 0.1248 0.3268 0.026 Uiso 1 1 calc R U . . .
C28 C 0.89373(16) 0.15869(6) 0.36763(10) 0.0243(3) Uani 1 1 d . . . . .
H28A H 0.9182 0.1492 0.3162 0.029 Uiso 1 1 calc R U . . .
H28B H 0.9364 0.1303 0.4093 0.029 Uiso 1 1 calc R U . . .
C29 C 0.95556(16) 0.21501(6) 0.39791(9) 0.0232(3) Uani 1 1 d . . . . .
H29A H 0.9409 0.2223 0.4526 0.028 Uiso 1 1 calc R U . . .
H29B H 1.0612 0.2153 0.4039 0.028 Uiso 1 1 calc R U . . .
C30 C 0.88277(14) 0.26005(6) 0.33839(9) 0.0191(3) Uani 1 1 d . . . . .
H30A H 0.9255 0.2961 0.3593 0.023 Uiso 1 1 calc R U . . .
H30B H 0.9013 0.2536 0.2844 0.023 Uiso 1 1 calc R U . . .
C31 C 0.63825(14) 0.37660(5) 0.42707(8) 0.0122(3) Uani 1 1 d . . . . .
C32 C 0.76249(14) 0.36487(5) 0.57862(8) 0.0144(3) Uani 1 1 d . . . . .
H32A H 0.7529 0.3248 0.5679 0.017 Uiso 1 1 calc R U . . .
H32B H 0.6785 0.3769 0.5975 0.017 Uiso 1 1 calc R U . . .
C33 C 0.90164(14) 0.37596(5) 0.64606(8) 0.0168(3) Uani 1 1 d . . . . .
H33A H 0.9853 0.3612 0.6293 0.020 Uiso 1 1 calc R U . . .
H33B H 0.8977 0.3568 0.6970 0.020 Uiso 1 1 calc R U . . .
C34 C 0.92251(16) 0.43747(6) 0.66277(9) 0.0218(3) Uani 1 1 d . . . . .
H34A H 0.8445 0.4516 0.6853 0.026 Uiso 1 1 calc R U . . .
H34B H 1.0167 0.4441 0.7040 0.026 Uiso 1 1 calc R U . . .
C35 C 0.91897(15) 0.46778(5) 0.58348(9) 0.0185(3) Uani 1 1 d . . . . .
H35A H 1.0044 0.4570 0.5651 0.022 Uiso 1 1 calc R U . . .
H35B H 0.9247 0.5079 0.5940 0.022 Uiso 1 1 calc R U . . .
C36 C 0.78106(14) 0.45492(5) 0.51574(8) 0.0155(3) Uani 1 1 d . . . . .
H36A H 0.6965 0.4700 0.5313 0.019 Uiso 1 1 calc R U . . .
H36B H 0.7857 0.4733 0.4643 0.019 Uiso 1 1 calc R U . . .
C37 C 0.72410(14) 0.35910(5) 0.36881(8) 0.0138(3) Uani 1 1 d . . . . .
C38 C 0.68309(17) 0.45188(6) 0.30169(9) 0.0228(3) Uani 1 1 d . . . . .
H38A H 0.7739 0.4693 0.3346 0.027 Uiso 1 1 calc R U . . .
H38B H 0.6084 0.4571 0.3313 0.027 Uiso 1 1 calc R U . . .
C39 C 0.6337(2) 0.47968(7) 0.21793(10) 0.0323(4) Uani 1 1 d . . . . .
H39A H 0.5386 0.4645 0.1868 0.039 Uiso 1 1 calc R U . . .
H39B H 0.6214 0.5196 0.2254 0.039 Uiso 1 1 calc R U . . .
C40 C 0.7434(2) 0.47075(7) 0.16951(11) 0.0381(4) Uani 1 1 d . . . . .
H40A H 0.8346 0.4903 0.1967 0.046 Uiso 1 1 calc R U . . .
H40B H 0.7051 0.4859 0.1134 0.046 Uiso 1 1 calc R U . . .
C41 C 0.7734(2) 0.40942(7) 0.16472(10) 0.0343(4) Uani 1 1 d . . . . .
H41A H 0.8519 0.4040 0.1379 0.041 Uiso 1 1 calc R U . . .
H41B H 0.6852 0.3908 0.1308 0.041 Uiso 1 1 calc R U . . .
C42 C 0.81769(17) 0.38375(7) 0.25038(10) 0.0265(3) Uani 1 1 d . . . . .
H42A H 0.8315 0.3436 0.2456 0.032 Uiso 1 1 calc R U . . .
H42B H 0.9111 0.3997 0.2825 0.032 Uiso 1 1 calc R U . . .


_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 B2 1.3804(17) . ?
C1 C2 1.4207(19) . ?
C1 C8 1.4277(19) . ?
C1 B1 1.6604(19) . ?
N1 C19 1.3945(18) . ?
N1 C24 1.4676(17) . ?
N1 C20 1.4703(17) . ?
B1 C10 1.689(2) . ?
B1 C19 1.704(2) . ?
B1 C25 1.714(2) . ?
F2 B2 1.3809(18) . ?
C2 C4 1.403(2) . ?
C2 C3 1.515(2) . ?
N2 C25 1.3094(17) . ?
N2 C26 1.4857(17) . ?
N2 C30 1.4921(18) . ?
B2 C37 1.640(2) . ?
B2 N3 1.6994(19) . ?
N4 C38 1.4498(19) . ?
N4 C42 1.461(2) . ?
N4 C37 1.4967(18) . ?
C4 C5 1.378(2) . ?
C4 H4 0.9500 . ?
N3 C32 1.4964(18) . ?
N3 C36 1.5016(17) . ?
N3 C31 1.5122(17) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C7 C5 1.389(2) . ?
C7 C8 1.3926(19) . ?
C7 H7 0.9500 . ?
C6 C5 1.509(2) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C8 C9 1.518(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C17 1.419(2) . ?
C10 C11 1.420(2) . ?
C11 C13 1.395(2) . ?
C11 C12 1.508(2) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.385(2) . ?
C13 H13 0.9500 . ?
C14 C16 1.378(2) . ?
C14 C15 1.511(2) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.401(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.505(2) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C31 1.3634(19) . ?
C20 C21 1.528(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.524(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.524(2) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.523(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C37 1.5298(18) . ?
C26 C27 1.524(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.522(2) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.523(2) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.520(2) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C37 1.5107(19) . ?
C32 C33 1.5211(19) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.524(2) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.523(2) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.5240(19) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C38 C39 1.523(2) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 C40 1.518(3) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 C41 1.524(3) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.527(2) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?

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
C2 C1 C8 115.24(12) . . ?
C2 C1 B1 124.80(12) . . ?
C8 C1 B1 119.89(11) . . ?
C19 N1 C24 120.66(11) . . ?
C19 N1 C20 123.52(11) . . ?
C24 N1 C20 109.41(10) . . ?
C1 B1 C10 116.55(11) . . ?
C1 B1 C19 112.94(11) . . ?
C10 B1 C19 112.59(11) . . ?
C1 B1 C25 112.08(10) . . ?
C10 B1 C25 106.94(10) . . ?
C19 B1 C25 93.16(9) . . ?
C4 C2 C1 120.54(13) . . ?
C4 C2 C3 114.97(12) . . ?
C1 C2 C3 124.45(12) . . ?
C25 N2 C26 124.82(11) . . ?
C25 N2 C30 126.01(11) . . ?
C26 N2 C30 109.00(10) . . ?
F1 B2 F2 111.24(12) . . ?
F1 B2 C37 117.54(12) . . ?
F2 B2 C37 118.97(11) . . ?
F1 B2 N3 110.82(11) . . ?
F2 B2 N3 106.95(11) . . ?
C37 B2 N3 88.09(10) . . ?
C38 N4 C42 111.44(11) . . ?
C38 N4 C37 116.51(11) . . ?
C42 N4 C37 114.41(11) . . ?
C5 C4 C2 123.19(13) . . ?
C5 C4 H4 118.4 . . ?
C2 C4 H4 118.4 . . ?
C32 N3 C36 110.35(10) . . ?
C32 N3 C31 114.30(10) . . ?
C36 N3 C31 117.12(10) . . ?
C32 N3 B2 114.25(10) . . ?
C36 N3 B2 114.72(10) . . ?
C31 N3 B2 84.02(10) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C7 C8 122.03(14) . . ?
C5 C7 H7 119.0 . . ?
C8 C7 H7 119.0 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C5 C7 116.69(13) . . ?
C4 C5 C6 122.00(15) . . ?
C7 C5 C6 121.29(15) . . ?
C7 C8 C1 121.73(13) . . ?
C7 C8 C9 115.16(12) . . ?
C1 C8 C9 123.07(12) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C17 C10 C11 114.19(12) . . ?
C17 C10 B1 123.61(12) . . ?
C11 C10 B1 122.19(12) . . ?
C13 C11 C10 122.23(14) . . ?
C13 C11 C12 114.81(13) . . ?
C10 C11 C12 122.90(12) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C11 122.61(14) . . ?
C14 C13 H13 118.7 . . ?
C11 C13 H13 118.7 . . ?
C16 C14 C13 116.19(13) . . ?
C16 C14 C15 121.73(15) . . ?
C13 C14 C15 122.07(15) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 C17 122.70(14) . . ?
C14 C16 H16 118.7 . . ?
C17 C16 H16 118.7 . . ?
C16 C17 C10 122.03(14) . . ?
C16 C17 C18 114.14(13) . . ?
C10 C17 C18 123.81(12) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C31 C19 N1 123.94(12) . . ?
C31 C19 B1 106.72(11) . . ?
N1 C19 B1 129.17(11) . . ?
N1 C20 C21 110.11(11) . . ?
N1 C20 H20A 109.6 . . ?
C21 C20 H20A 109.6 . . ?
N1 C20 H20B 109.6 . . ?
C21 C20 H20B 109.6 . . ?
H20A C20 H20B 108.2 . . ?
C22 C21 C20 110.66(12) . . ?
C22 C21 H21A 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 108.1 . . ?
C21 C22 C23 110.14(12) . . ?
C21 C22 H22A 109.6 . . ?
C23 C22 H22A 109.6 . . ?
C21 C22 H22B 109.6 . . ?
C23 C22 H22B 109.6 . . ?
H22A C22 H22B 108.1 . . ?
C24 C23 C22 110.17(12) . . ?
C24 C23 H23A 109.6 . . ?
C22 C23 H23A 109.6 . . ?
C24 C23 H23B 109.6 . . ?
C22 C23 H23B 109.6 . . ?
H23A C23 H23B 108.1 . . ?
N1 C24 C23 113.17(11) . . ?
N1 C24 H24A 108.9 . . ?
C23 C24 H24A 108.9 . . ?
N1 C24 H24B 108.9 . . ?
C23 C24 H24B 108.9 . . ?
H24A C24 H24B 107.8 . . ?
N2 C25 C37 120.58(12) . . ?
N2 C25 B1 132.74(11) . . ?
C37 C25 B1 106.40(10) . . ?
N2 C26 C27 112.56(12) . . ?
N2 C26 H26A 109.1 . . ?
C27 C26 H26A 109.1 . . ?
N2 C26 H26B 109.1 . . ?
C27 C26 H26B 109.1 . . ?
H26A C26 H26B 107.8 . . ?
C28 C27 C26 112.22(12) . . ?
C28 C27 H27A 109.2 . . ?
C26 C27 H27A 109.2 . . ?
C28 C27 H27B 109.2 . . ?
C26 C27 H27B 109.2 . . ?
H27A C27 H27B 107.9 . . ?
C27 C28 C29 109.09(12) . . ?
C27 C28 H28A 109.9 . . ?
C29 C28 H28A 109.9 . . ?
C27 C28 H28B 109.9 . . ?
C29 C28 H28B 109.9 . . ?
H28A C28 H28B 108.3 . . ?
C30 C29 C28 111.05(12) . . ?
C30 C29 H29A 109.4 . . ?
C28 C29 H29A 109.4 . . ?
C30 C29 H29B 109.4 . . ?
C28 C29 H29B 109.4 . . ?
H29A C29 H29B 108.0 . . ?
N2 C30 C29 111.60(12) . . ?
N2 C30 H30A 109.3 . . ?
C29 C30 H30A 109.3 . . ?
N2 C30 H30B 109.3 . . ?
C29 C30 H30B 109.3 . . ?
H30A C30 H30B 108.0 . . ?
C19 C31 C37 118.52(11) . . ?
C19 C31 N3 133.20(12) . . ?
C37 C31 N3 100.36(11) . . ?
N3 C32 C33 112.02(11) . . ?
N3 C32 H32A 109.2 . . ?
C33 C32 H32A 109.2 . . ?
N3 C32 H32B 109.2 . . ?
C33 C32 H32B 109.2 . . ?
H32A C32 H32B 107.9 . . ?
C32 C33 C34 110.85(11) . . ?
C32 C33 H33A 109.5 . . ?
C34 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
C34 C33 H33B 109.5 . . ?
H33A C33 H33B 108.1 . . ?
C35 C34 C33 109.93(12) . . ?
C35 C34 H34A 109.7 . . ?
C33 C34 H34A 109.7 . . ?
C35 C34 H34B 109.7 . . ?
C33 C34 H34B 109.7 . . ?
H34A C34 H34B 108.2 . . ?
C34 C35 C36 111.51(12) . . ?
C34 C35 H35A 109.3 . . ?
C36 C35 H35A 109.3 . . ?
C34 C35 H35B 109.3 . . ?
C36 C35 H35B 109.3 . . ?
H35A C35 H35B 108.0 . . ?
N3 C36 C35 112.24(10) . . ?
N3 C36 H36A 109.2 . . ?
C35 C36 H36A 109.2 . . ?
N3 C36 H36B 109.2 . . ?
C35 C36 H36B 109.2 . . ?
H36A C36 H36B 107.9 . . ?
N4 C37 C31 116.77(11) . . ?
N4 C37 C25 105.14(11) . . ?
C31 C37 C25 99.97(10) . . ?
N4 C37 B2 120.24(11) . . ?
C31 C37 B2 86.16(11) . . ?
C25 C37 B2 125.31(11) . . ?
N4 C38 C39 111.16(13) . . ?
N4 C38 H38A 109.4 . . ?
C39 C38 H38A 109.4 . . ?
N4 C38 H38B 109.4 . . ?
C39 C38 H38B 109.4 . . ?
H38A C38 H38B 108.0 . . ?
C40 C39 C38 110.84(15) . . ?
C40 C39 H39A 109.5 . . ?
C38 C39 H39A 109.5 . . ?
C40 C39 H39B 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 108.1 . . ?
C39 C40 C41 109.73(13) . . ?
C39 C40 H40A 109.7 . . ?
C41 C40 H40A 109.7 . . ?
C39 C40 H40B 109.7 . . ?
C41 C40 H40B 109.7 . . ?
H40A C40 H40B 108.2 . . ?
C40 C41 C42 110.85(14) . . ?
C40 C41 H41A 109.5 . . ?
C42 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
C42 C41 H41B 109.5 . . ?
H41A C41 H41B 108.1 . . ?
N4 C42 C41 110.96(14) . . ?
N4 C42 H42A 109.4 . . ?
C41 C42 H42A 109.4 . . ?
N4 C42 H42B 109.4 . . ?
C41 C42 H42B 109.4 . . ?
H42A C42 H42B 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 B1 C10 -2.81(18) . . . . ?
C8 C1 B1 C10 174.24(11) . . . . ?
C2 C1 B1 C19 129.87(13) . . . . ?
C8 C1 B1 C19 -53.09(15) . . . . ?
C2 C1 B1 C25 -126.46(13) . . . . ?
C8 C1 B1 C25 50.58(16) . . . . ?
C8 C1 C2 C4 -7.97(19) . . . . ?
B1 C1 C2 C4 169.20(12) . . . . ?
C8 C1 C2 C3 169.53(13) . . . . ?
B1 C1 C2 C3 -13.3(2) . . . . ?
C1 C2 C4 C5 3.1(2) . . . . ?
C3 C2 C4 C5 -174.65(14) . . . . ?
F1 B2 N3 C32 -118.82(12) . . . . ?
F2 B2 N3 C32 2.59(14) . . . . ?
C37 B2 N3 C32 122.35(11) . . . . ?
F1 B2 N3 C36 10.03(15) . . . . ?
F2 B2 N3 C36 131.43(11) . . . . ?
C37 B2 N3 C36 -108.81(11) . . . . ?
F1 B2 N3 C31 127.18(12) . . . . ?
F2 B2 N3 C31 -111.41(11) . . . . ?
C37 B2 N3 C31 8.35(9) . . . . ?
C2 C4 C5 C7 3.4(2) . . . . ?
C2 C4 C5 C6 -177.78(14) . . . . ?
C8 C7 C5 C4 -4.6(2) . . . . ?
C8 C7 C5 C6 176.58(14) . . . . ?
C5 C7 C8 C1 -0.6(2) . . . . ?
C5 C7 C8 C9 177.15(13) . . . . ?
C2 C1 C8 C7 6.86(19) . . . . ?
B1 C1 C8 C7 -170.46(12) . . . . ?
C2 C1 C8 C9 -170.74(12) . . . . ?
B1 C1 C8 C9 11.94(19) . . . . ?
C1 B1 C10 C17 103.05(15) . . . . ?
C19 B1 C10 C17 -29.78(17) . . . . ?
C25 B1 C10 C17 -130.69(12) . . . . ?
C1 B1 C10 C11 -75.81(16) . . . . ?
C19 B1 C10 C11 151.36(12) . . . . ?
C25 B1 C10 C11 50.45(15) . . . . ?
C17 C10 C11 C13 2.35(19) . . . . ?
B1 C10 C11 C13 -178.69(12) . . . . ?
C17 C10 C11 C12 -174.71(13) . . . . ?
B1 C10 C11 C12 4.2(2) . . . . ?
C10 C11 C13 C14 -2.3(2) . . . . ?
C12 C11 C13 C14 175.03(14) . . . . ?
C11 C13 C14 C16 0.2(2) . . . . ?
C11 C13 C14 C15 179.58(15) . . . . ?
C13 C14 C16 C17 1.6(2) . . . . ?
C15 C14 C16 C17 -177.80(15) . . . . ?
C14 C16 C17 C10 -1.4(2) . . . . ?
C14 C16 C17 C18 -179.82(14) . . . . ?
C11 C10 C17 C16 -0.60(19) . . . . ?
B1 C10 C17 C16 -179.55(12) . . . . ?
C11 C10 C17 C18 177.66(13) . . . . ?
B1 C10 C17 C18 -1.3(2) . . . . ?
C24 N1 C19 C31 40.30(18) . . . . ?
C20 N1 C19 C31 -170.81(12) . . . . ?
C24 N1 C19 B1 -145.04(12) . . . . ?
C20 N1 C19 B1 3.85(19) . . . . ?
C1 B1 C19 C31 141.71(11) . . . . ?
C10 B1 C19 C31 -83.71(13) . . . . ?
C25 B1 C19 C31 26.11(12) . . . . ?
C1 B1 C19 N1 -33.66(17) . . . . ?
C10 B1 C19 N1 100.91(14) . . . . ?
C25 B1 C19 N1 -149.27(12) . . . . ?
C19 N1 C20 C21 147.47(12) . . . . ?
C24 N1 C20 C21 -60.64(14) . . . . ?
N1 C20 C21 C22 59.72(14) . . . . ?
C20 C21 C22 C23 -55.02(15) . . . . ?
C21 C22 C23 C24 51.88(15) . . . . ?
C19 N1 C24 C23 -147.72(12) . . . . ?
C20 N1 C24 C23 59.46(14) . . . . ?
C22 C23 C24 N1 -55.20(15) . . . . ?
C26 N2 C25 C37 -178.86(12) . . . . ?
C30 N2 C25 C37 -4.2(2) . . . . ?
C26 N2 C25 B1 8.2(2) . . . . ?
C30 N2 C25 B1 -177.11(13) . . . . ?
C1 B1 C25 N2 19.8(2) . . . . ?
C10 B1 C25 N2 -109.12(16) . . . . ?
C19 B1 C25 N2 136.11(14) . . . . ?
C1 B1 C25 C37 -153.89(11) . . . . ?
C10 B1 C25 C37 77.22(12) . . . . ?
C19 B1 C25 C37 -37.56(11) . . . . ?
C25 N2 C26 C27 -128.03(14) . . . . ?
C30 N2 C26 C27 56.51(15) . . . . ?
N2 C26 C27 C28 -55.10(16) . . . . ?
C26 C27 C28 C29 52.67(17) . . . . ?
C27 C28 C29 C30 -54.76(17) . . . . ?
C25 N2 C30 C29 125.82(14) . . . . ?
C26 N2 C30 C29 -58.79(15) . . . . ?
C28 C29 C30 N2 59.42(16) . . . . ?
N1 C19 C31 C37 168.41(11) . . . . ?
B1 C19 C31 C37 -7.27(15) . . . . ?
N1 C19 C31 N3 26.1(2) . . . . ?
B1 C19 C31 N3 -149.54(13) . . . . ?
C32 N3 C31 C19 23.70(19) . . . . ?
C36 N3 C31 C19 -107.60(16) . . . . ?
B2 N3 C31 C19 137.65(15) . . . . ?
C32 N3 C31 C37 -123.16(11) . . . . ?
C36 N3 C31 C37 105.54(12) . . . . ?
B2 N3 C31 C37 -9.22(10) . . . . ?
C36 N3 C32 C33 -56.32(14) . . . . ?
C31 N3 C32 C33 169.17(10) . . . . ?
B2 N3 C32 C33 74.69(13) . . . . ?
N3 C32 C33 C34 57.35(15) . . . . ?
C32 C33 C34 C35 -55.50(16) . . . . ?
C33 C34 C35 C36 54.51(15) . . . . ?
C32 N3 C36 C35 55.06(14) . . . . ?
C31 N3 C36 C35 -171.85(11) . . . . ?
B2 N3 C36 C35 -75.71(14) . . . . ?
C34 C35 C36 N3 -55.05(15) . . . . ?
C38 N4 C37 C31 32.90(16) . . . . ?
C42 N4 C37 C31 165.36(12) . . . . ?
C38 N4 C37 C25 142.62(12) . . . . ?
C42 N4 C37 C25 -84.92(13) . . . . ?
C38 N4 C37 B2 -69.07(16) . . . . ?
C42 N4 C37 B2 63.39(16) . . . . ?
C19 C31 C37 N4 94.38(14) . . . . ?
N3 C31 C37 N4 -112.58(11) . . . . ?
C19 C31 C37 C25 -18.31(15) . . . . ?
N3 C31 C37 C25 134.73(10) . . . . ?
C19 C31 C37 B2 -143.51(12) . . . . ?
N3 C31 C37 B2 9.53(10) . . . . ?
N2 C25 C37 N4 99.29(14) . . . . ?
B1 C25 C37 N4 -86.11(12) . . . . ?
N2 C25 C37 C31 -139.29(12) . . . . ?
B1 C25 C37 C31 35.31(12) . . . . ?
N2 C25 C37 B2 -46.93(19) . . . . ?
B1 C25 C37 B2 127.67(13) . . . . ?
F1 B2 C37 N4 -1.98(18) . . . . ?
F2 B2 C37 N4 -141.06(12) . . . . ?
N3 B2 C37 N4 110.58(12) . . . . ?
F1 B2 C37 C31 -120.90(12) . . . . ?
F2 B2 C37 C31 100.02(13) . . . . ?
N3 B2 C37 C31 -8.33(9) . . . . ?
F1 B2 C37 C25 139.60(13) . . . . ?
F2 B2 C37 C25 0.5(2) . . . . ?
N3 B2 C37 C25 -107.83(13) . . . . ?
C42 N4 C38 C39 59.34(17) . . . . ?
C37 N4 C38 C39 -166.85(12) . . . . ?
N4 C38 C39 C40 -57.02(17) . . . . ?
C38 C39 C40 C41 53.85(18) . . . . ?
C39 C40 C41 C42 -53.58(19) . . . . ?
C38 N4 C42 C41 -58.92(16) . . . . ?
C37 N4 C42 C41 166.25(12) . . . . ?
C40 C41 C42 N4 56.12(18) . . . . ?

_refine_diff_density_max         0.338
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.042

_shelxl_version_number           2014/6

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 1560441'
_audit_update_record             
;
2017-07-05 deposited with the CCDC.
2017-10-11 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H46 B2 Cl2 N2'
_chemical_formula_sum            'C32 H46 B2 Cl2 N2'
_chemical_formula_weight         551.23

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.198(2)
_cell_length_b                   10.869(2)
_cell_length_c                   16.114(4)
_cell_angle_alpha                97.766(14)
_cell_angle_beta                 102.763(8)
_cell_angle_gamma                100.085(8)
_cell_volume                     1521.2(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9861
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      28.30


_exptl_special_details           
;
The crystal was immersed in a film of perfluoropolyether oil, mounted on a 
polyimide microloop (MicroMounts of MiTeGen) and transferred to stream of cold 
nitrogen (Oxford Cryostream 700).
;
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_F_000             592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.237
_shelx_estimated_absorpt_T_min   0.911
_shelx_estimated_absorpt_T_max   0.954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6684
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SadAbs 2014/4 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode (Nonius FR-591)'
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'CCD area detector (Apex2)'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            38652
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.935
_diffrn_reflns_theta_max         26.021
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5998
_reflns_number_gt                5339
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. V8.34A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.34A (Bruker AXS)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_refine_special_details          
;

 Refinement of F² against ALL reflections. The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based on F, 
with F set to zero for negative F². The threshold expression of F² > 
2sigma(F²) is used only for calculating R-factors(gt) etc. and is not 
relevant to the choice of reflections for refinement. R-factors based on F² 
are statistically about twice as large as those based on F, and R-factors 
based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0515P)²+0.5891P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5998
_refine_ls_number_parameters     351
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0344
_refine_ls_wR_factor_ref         0.0966
_refine_ls_wR_factor_gt          0.0923
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 1.08042(4) 0.63773(3) 0.84530(2) 0.02398(10) Uani 1 1 d . . . . .
C1 C 0.77921(14) 0.51910(12) 0.77993(9) 0.0157(3) Uani 1 1 d . . . . .
B1 B 0.88490(16) 0.65676(14) 0.78720(10) 0.0161(3) Uani 1 1 d . . . . .
B2 B 0.64388(17) 0.38644(14) 0.61932(10) 0.0161(3) Uani 1 1 d . . . . .
Cl2 Cl 0.64120(4) 0.39137(3) 0.50715(2) 0.02052(10) Uani 1 1 d . . . . .
C2 C 0.74868(14) 0.48736(12) 0.68962(9) 0.0150(3) Uani 1 1 d . . . . .
C1_1 C 0.79543(17) 0.51499(14) 0.93206(9) 0.0236(3) Uani 1 1 d . . . . .
H1A_1 H 0.8226 0.6065 0.9370 0.028 Uiso 1 1 calc R U . . .
H1B_1 H 0.8839 0.4869 0.9620 0.028 Uiso 1 1 calc R U . . .
N1_1 N 0.75193(13) 0.45500(11) 0.84079(7) 0.0181(2) Uani 1 1 d . . . . .
C2_1 C 0.66444(19) 0.48062(15) 0.97374(10) 0.0271(3) Uani 1 1 d . . . . .
H2A_1 H 0.5814 0.5194 0.9492 0.033 Uiso 1 1 calc R U . . .
H2B_1 H 0.6983 0.5147 1.0353 0.033 Uiso 1 1 calc R U . . .
C3_1 C 0.60643(19) 0.33684(15) 0.96020(10) 0.0273(3) Uani 1 1 d . . . . .
H3A_1 H 0.6844 0.2988 0.9916 0.033 Uiso 1 1 calc R U . . .
H3B_1 H 0.5168 0.3186 0.9825 0.033 Uiso 1 1 calc R U . . .
C4_1 C 0.56683(18) 0.28024(14) 0.86467(10) 0.0255(3) Uani 1 1 d . . . . .
H4A_1 H 0.5372 0.1884 0.8567 0.031 Uiso 1 1 calc R U . . .
H4B_1 H 0.4814 0.3113 0.8341 0.031 Uiso 1 1 calc R U . . .
C5_1 C 0.70333(17) 0.31654(13) 0.82810(9) 0.0217(3) Uani 1 1 d . . . . .
H5A_1 H 0.7868 0.2813 0.8565 0.026 Uiso 1 1 calc R U . . .
H5B_1 H 0.6769 0.2812 0.7668 0.026 Uiso 1 1 calc R U . . .
C1_2 C 0.76937(16) 0.68658(12) 0.62362(9) 0.0186(3) Uani 1 1 d . . . . .
H1A_2 H 0.6951 0.7161 0.6513 0.022 Uiso 1 1 calc R U . . .
H1B_2 H 0.7145 0.6345 0.5680 0.022 Uiso 1 1 calc R U . . .
N1_2 N 0.85224(12) 0.60704(10) 0.67860(7) 0.0158(2) Uani 1 1 d . . . . .
C2_2 C 0.87678(18) 0.80068(14) 0.60923(10) 0.0255(3) Uani 1 1 d . . . . .
H2A_2 H 0.8191 0.8463 0.5708 0.031 Uiso 1 1 calc R U . . .
H2B_2 H 0.9236 0.8579 0.6640 0.031 Uiso 1 1 calc R U . . .
C3_2 C 1.0006(2) 0.75918(16) 0.57015(11) 0.0327(4) Uani 1 1 d . . . . .
H3A_2 H 0.9548 0.7079 0.5131 0.039 Uiso 1 1 calc R U . . .
H3B_2 H 1.0704 0.8334 0.5640 0.039 Uiso 1 1 calc R U . . .
C4_2 C 1.08735(17) 0.68282(15) 0.62769(11) 0.0289(4) Uani 1 1 d . . . . .
H4A_2 H 1.1413 0.7368 0.6828 0.035 Uiso 1 1 calc R U . . .
H4B_2 H 1.1621 0.6528 0.6007 0.035 Uiso 1 1 calc R U . . .
C5_2 C 0.97927(16) 0.57010(14) 0.64273(10) 0.0228(3) Uani 1 1 d . . . . .
H5A_2 H 0.9355 0.5113 0.5884 0.027 Uiso 1 1 calc R U . . .
H5B_2 H 1.0369 0.5263 0.6826 0.027 Uiso 1 1 calc R U . . .
C1_3 C 0.84424(15) 0.79170(12) 0.82151(9) 0.0156(3) Uani 1 1 d . . . . .
C2_3 C 0.69517(15) 0.79592(12) 0.83075(9) 0.0162(3) Uani 1 1 d . . . . .
C3_3 C 0.66323(16) 0.90672(13) 0.87236(9) 0.0178(3) Uani 1 1 d . . . . .
C4_3 C 0.77917(17) 1.01385(13) 0.90343(9) 0.0193(3) Uani 1 1 d . . . . .
H4_3 H 0.7592 1.0857 0.9334 0.023 Uiso 1 1 calc R U . . .
C5_3 C 0.92357(16) 1.01720(13) 0.89119(9) 0.0188(3) Uani 1 1 d . . . . .
C6_3 C 0.95657(15) 0.90715(13) 0.84942(9) 0.0172(3) Uani 1 1 d . . . . .
C7_3 C 0.55954(15) 0.68599(13) 0.79558(10) 0.0194(3) Uani 1 1 d . . . . .
H7A_3 H 0.4750 0.7158 0.7644 0.029 Uiso 1 1 calc R U . . .
H7B_3 H 0.5320 0.6501 0.8426 0.029 Uiso 1 1 calc R U . . .
H7C_3 H 0.5855 0.6223 0.7574 0.029 Uiso 1 1 calc R U . . .
C8_3 C 0.50511(17) 0.91220(14) 0.88250(10) 0.0234(3) Uani 1 1 d . . . . .
H8A_3 H 0.5087 0.9903 0.9195 0.035 Uiso 1 1 calc R U . . .
H8B_3 H 0.4679 0.8417 0.9077 0.035 Uiso 1 1 calc R U . . .
H8C_3 H 0.4382 0.9081 0.8268 0.035 Uiso 1 1 calc R U . . .
C9_3 C 1.11572(16) 0.92148(13) 0.83638(10) 0.0216(3) Uani 1 1 d . . . . .
H9A_3 H 1.1427 0.9998 0.8167 0.032 Uiso 1 1 calc R U . . .
H9B_3 H 1.1193 0.8517 0.7940 0.032 Uiso 1 1 calc R U . . .
H9C_3 H 1.1864 0.9220 0.8901 0.032 Uiso 1 1 calc R U . . .
C10_3 C 1.04259(18) 1.13941(13) 0.92417(10) 0.0243(3) Uani 1 1 d . . . . .
H10A_3 H 1.1332 1.1223 0.9592 0.036 Uiso 1 1 calc R U . . .
H10B_3 H 1.0037 1.1990 0.9583 0.036 Uiso 1 1 calc R U . . .
H10C_3 H 1.0665 1.1745 0.8760 0.036 Uiso 1 1 calc R U . . .
C1_4 C 0.52527(15) 0.26893(12) 0.62938(9) 0.0158(3) Uani 1 1 d . . . . .
C2_4 C 0.56301(16) 0.14823(13) 0.62285(9) 0.0181(3) Uani 1 1 d . . . . .
C3_4 C 0.46251(17) 0.04397(13) 0.63524(9) 0.0207(3) Uani 1 1 d . . . . .
C4_4 C 0.32539(17) 0.06120(13) 0.65225(9) 0.0224(3) Uani 1 1 d . . . . .
H4_4 H 0.2591 -0.0081 0.6610 0.027 Uiso 1 1 calc R U . . .
C5_4 C 0.28322(16) 0.17803(14) 0.65669(9) 0.0208(3) Uani 1 1 d . . . . .
C6_4 C 0.38444(15) 0.28326(13) 0.64507(9) 0.0170(3) Uani 1 1 d . . . . .
C7_4 C 0.71501(17) 0.13150(14) 0.60796(10) 0.0242(3) Uani 1 1 d . . . . .
H7A_4 H 0.7678 0.0960 0.6541 0.036 Uiso 1 1 calc R U . . .
H7B_4 H 0.7748 0.2125 0.6064 0.036 Uiso 1 1 calc R U . . .
H7C_4 H 0.6992 0.0754 0.5539 0.036 Uiso 1 1 calc R U . . .
C8_4 C 0.50366(19) -0.08479(13) 0.63269(11) 0.0279(3) Uani 1 1 d . . . . .
H8A_4 H 0.4187 -0.1460 0.6379 0.042 Uiso 1 1 calc R U . . .
H8B_4 H 0.5902 -0.0804 0.6798 0.042 Uiso 1 1 calc R U . . .
H8C_4 H 0.5282 -0.1098 0.5788 0.042 Uiso 1 1 calc R U . . .
C9_4 C 0.34063(16) 0.41101(13) 0.65187(10) 0.0204(3) Uani 1 1 d . . . . .
H9A_4 H 0.2448 0.4046 0.6112 0.031 Uiso 1 1 calc R U . . .
H9B_4 H 0.4178 0.4722 0.6393 0.031 Uiso 1 1 calc R U . . .
H9C_4 H 0.3314 0.4375 0.7094 0.031 Uiso 1 1 calc R U . . .
C10_4 C 0.13332(17) 0.19142(16) 0.67622(12) 0.0313(4) Uani 1 1 d . . . . .
H10A_4 H 0.0736 0.2228 0.6302 0.047 Uiso 1 1 calc R U . . .
H10B_4 H 0.1519 0.2499 0.7296 0.047 Uiso 1 1 calc R U . . .
H10C_4 H 0.0789 0.1101 0.6813 0.047 Uiso 1 1 calc R U . . .


_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 B1 1.8952(16) . ?
C1 N1_1 1.3200(18) . ?
C1 C2 1.402(2) . ?
C1 B1 1.6094(19) . ?
B1 C1_3 1.631(2) . ?
B1 N1_2 1.703(2) . ?
B2 C2 1.492(2) . ?
B2 C1_4 1.5791(19) . ?
B2 Cl2 1.8104(17) . ?
C2 N1_2 1.5278(16) . ?
C1_1 N1_1 1.4621(18) . ?
C1_1 C2_1 1.520(2) . ?
C1_1 H1A_1 0.9700 . ?
C1_1 H1B_1 0.9700 . ?
N1_1 C5_1 1.4653(17) . ?
C2_1 C3_1 1.529(2) . ?
C2_1 H2A_1 0.9700 . ?
C2_1 H2B_1 0.9700 . ?
C3_1 C4_1 1.516(2) . ?
C3_1 H3A_1 0.9700 . ?
C3_1 H3B_1 0.9700 . ?
C4_1 C5_1 1.515(2) . ?
C4_1 H4A_1 0.9700 . ?
C4_1 H4B_1 0.9700 . ?
C5_1 H5A_1 0.9700 . ?
C5_1 H5B_1 0.9700 . ?
C1_2 N1_2 1.5009(18) . ?
C1_2 C2_2 1.5223(19) . ?
C1_2 H1A_2 0.9700 . ?
C1_2 H1B_2 0.9700 . ?
N1_2 C5_2 1.5034(17) . ?
C2_2 C3_2 1.522(2) . ?
C2_2 H2A_2 0.9700 . ?
C2_2 H2B_2 0.9700 . ?
C3_2 C4_2 1.516(3) . ?
C3_2 H3A_2 0.9700 . ?
C3_2 H3B_2 0.9700 . ?
C4_2 C5_2 1.519(2) . ?
C4_2 H4A_2 0.9700 . ?
C4_2 H4B_2 0.9700 . ?
C5_2 H5A_2 0.9700 . ?
C5_2 H5B_2 0.9700 . ?
C1_3 C2_3 1.4193(19) . ?
C1_3 C6_3 1.4256(19) . ?
C2_3 C3_3 1.4067(19) . ?
C2_3 C7_3 1.5125(19) . ?
C3_3 C4_3 1.384(2) . ?
C3_3 C8_3 1.509(2) . ?
C4_3 C5_3 1.380(2) . ?
C4_3 H4_3 0.9300 . ?
C5_3 C6_3 1.406(2) . ?
C5_3 C10_3 1.5126(19) . ?
C6_3 C9_3 1.5087(19) . ?
C7_3 H7A_3 0.9600 . ?
C7_3 H7B_3 0.9600 . ?
C7_3 H7C_3 0.9600 . ?
C8_3 H8A_3 0.9600 . ?
C8_3 H8B_3 0.9600 . ?
C8_3 H8C_3 0.9600 . ?
C9_3 H9A_3 0.9600 . ?
C9_3 H9B_3 0.9600 . ?
C9_3 H9C_3 0.9600 . ?
C10_3 H10A_3 0.9600 . ?
C10_3 H10B_3 0.9600 . ?
C10_3 H10C_3 0.9600 . ?
C1_4 C6_4 1.4038(19) . ?
C1_4 C2_4 1.4110(19) . ?
C2_4 C3_4 1.3980(19) . ?
C2_4 C7_4 1.507(2) . ?
C3_4 C4_4 1.386(2) . ?
C3_4 C8_4 1.510(2) . ?
C4_4 C5_4 1.388(2) . ?
C4_4 H4_4 0.9300 . ?
C5_4 C6_4 1.4042(19) . ?
C5_4 C10_4 1.507(2) . ?
C6_4 C9_4 1.5088(19) . ?
C7_4 H7A_4 0.9600 . ?
C7_4 H7B_4 0.9600 . ?
C7_4 H7C_4 0.9600 . ?
C8_4 H8A_4 0.9600 . ?
C8_4 H8B_4 0.9600 . ?
C8_4 H8C_4 0.9600 . ?
C9_4 H9A_4 0.9600 . ?
C9_4 H9B_4 0.9600 . ?
C9_4 H9C_4 0.9600 . ?
C10_4 H10A_4 0.9600 . ?
C10_4 H10B_4 0.9600 . ?
C10_4 H10C_4 0.9600 . ?

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
N1_1 C1 C2 133.63(13) . . ?
N1_1 C1 B1 130.46(12) . . ?
C2 C1 B1 95.28(11) . . ?
C1 B1 C1_3 124.84(11) . . ?
C1 B1 N1_2 81.84(9) . . ?
C1_3 B1 N1_2 118.53(11) . . ?
C1 B1 Cl1 102.86(9) . . ?
C1_3 B1 Cl1 113.77(10) . . ?
N1_2 B1 Cl1 110.51(9) . . ?
C2 B2 C1_4 127.48(13) . . ?
C2 B2 Cl2 120.37(11) . . ?
C1_4 B2 Cl2 112.14(10) . . ?
C1 C2 B2 137.27(12) . . ?
C1 C2 N1_2 95.53(10) . . ?
B2 C2 N1_2 126.87(12) . . ?
N1_1 C1_1 C2_1 110.36(12) . . ?
N1_1 C1_1 H1A_1 109.6 . . ?
C2_1 C1_1 H1A_1 109.6 . . ?
N1_1 C1_1 H1B_1 109.6 . . ?
C2_1 C1_1 H1B_1 109.6 . . ?
H1A_1 C1_1 H1B_1 108.1 . . ?
C1 N1_1 C1_1 121.63(12) . . ?
C1 N1_1 C5_1 124.84(12) . . ?
C1_1 N1_1 C5_1 112.62(11) . . ?
C1_1 C2_1 C3_1 111.91(13) . . ?
C1_1 C2_1 H2A_1 109.2 . . ?
C3_1 C2_1 H2A_1 109.2 . . ?
C1_1 C2_1 H2B_1 109.2 . . ?
C3_1 C2_1 H2B_1 109.2 . . ?
H2A_1 C2_1 H2B_1 107.9 . . ?
C4_1 C3_1 C2_1 109.98(12) . . ?
C4_1 C3_1 H3A_1 109.7 . . ?
C2_1 C3_1 H3A_1 109.7 . . ?
C4_1 C3_1 H3B_1 109.7 . . ?
C2_1 C3_1 H3B_1 109.7 . . ?
H3A_1 C3_1 H3B_1 108.2 . . ?
C5_1 C4_1 C3_1 109.86(12) . . ?
C5_1 C4_1 H4A_1 109.7 . . ?
C3_1 C4_1 H4A_1 109.7 . . ?
C5_1 C4_1 H4B_1 109.7 . . ?
C3_1 C4_1 H4B_1 109.7 . . ?
H4A_1 C4_1 H4B_1 108.2 . . ?
N1_1 C5_1 C4_1 110.65(12) . . ?
N1_1 C5_1 H5A_1 109.5 . . ?
C4_1 C5_1 H5A_1 109.5 . . ?
N1_1 C5_1 H5B_1 109.5 . . ?
C4_1 C5_1 H5B_1 109.5 . . ?
H5A_1 C5_1 H5B_1 108.1 . . ?
N1_2 C1_2 C2_2 112.39(12) . . ?
N1_2 C1_2 H1A_2 109.1 . . ?
C2_2 C1_2 H1A_2 109.1 . . ?
N1_2 C1_2 H1B_2 109.1 . . ?
C2_2 C1_2 H1B_2 109.1 . . ?
H1A_2 C1_2 H1B_2 107.9 . . ?
C1_2 N1_2 C5_2 110.91(11) . . ?
C1_2 N1_2 C2 113.61(10) . . ?
C5_2 N1_2 C2 109.15(10) . . ?
C1_2 N1_2 B1 114.79(10) . . ?
C5_2 N1_2 B1 119.05(11) . . ?
C2 N1_2 B1 87.11(9) . . ?
C3_2 C2_2 C1_2 110.98(12) . . ?
C3_2 C2_2 H2A_2 109.4 . . ?
C1_2 C2_2 H2A_2 109.4 . . ?
C3_2 C2_2 H2B_2 109.4 . . ?
C1_2 C2_2 H2B_2 109.4 . . ?
H2A_2 C2_2 H2B_2 108.0 . . ?
C4_2 C3_2 C2_2 110.05(13) . . ?
C4_2 C3_2 H3A_2 109.7 . . ?
C2_2 C3_2 H3A_2 109.7 . . ?
C4_2 C3_2 H3B_2 109.7 . . ?
C2_2 C3_2 H3B_2 109.7 . . ?
H3A_2 C3_2 H3B_2 108.2 . . ?
C3_2 C4_2 C5_2 110.77(13) . . ?
C3_2 C4_2 H4A_2 109.5 . . ?
C5_2 C4_2 H4A_2 109.5 . . ?
C3_2 C4_2 H4B_2 109.5 . . ?
C5_2 C4_2 H4B_2 109.5 . . ?
H4A_2 C4_2 H4B_2 108.1 . . ?
N1_2 C5_2 C4_2 113.23(12) . . ?
N1_2 C5_2 H5A_2 108.9 . . ?
C4_2 C5_2 H5A_2 108.9 . . ?
N1_2 C5_2 H5B_2 108.9 . . ?
C4_2 C5_2 H5B_2 108.9 . . ?
H5A_2 C5_2 H5B_2 107.7 . . ?
C2_3 C1_3 C6_3 117.20(12) . . ?
C2_3 C1_3 B1 120.19(11) . . ?
C6_3 C1_3 B1 122.45(12) . . ?
C3_3 C2_3 C1_3 121.18(12) . . ?
C3_3 C2_3 C7_3 115.09(12) . . ?
C1_3 C2_3 C7_3 123.71(12) . . ?
C4_3 C3_3 C2_3 119.11(13) . . ?
C4_3 C3_3 C8_3 119.28(12) . . ?
C2_3 C3_3 C8_3 121.59(12) . . ?
C5_3 C4_3 C3_3 121.94(13) . . ?
C5_3 C4_3 H4_3 119.0 . . ?
C3_3 C4_3 H4_3 119.0 . . ?
C4_3 C5_3 C6_3 119.35(12) . . ?
C4_3 C5_3 C10_3 118.81(13) . . ?
C6_3 C5_3 C10_3 121.84(13) . . ?
C5_3 C6_3 C1_3 120.94(13) . . ?
C5_3 C6_3 C9_3 115.41(12) . . ?
C1_3 C6_3 C9_3 123.65(12) . . ?
C2_3 C7_3 H7A_3 109.5 . . ?
C2_3 C7_3 H7B_3 109.5 . . ?
H7A_3 C7_3 H7B_3 109.5 . . ?
C2_3 C7_3 H7C_3 109.5 . . ?
H7A_3 C7_3 H7C_3 109.5 . . ?
H7B_3 C7_3 H7C_3 109.5 . . ?
C3_3 C8_3 H8A_3 109.5 . . ?
C3_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C3_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
C6_3 C9_3 H9A_3 109.5 . . ?
C6_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C6_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C5_3 C10_3 H10A_3 109.5 . . ?
C5_3 C10_3 H10B_3 109.5 . . ?
H10A_3 C10_3 H10B_3 109.5 . . ?
C5_3 C10_3 H10C_3 109.5 . . ?
H10A_3 C10_3 H10C_3 109.5 . . ?
H10B_3 C10_3 H10C_3 109.5 . . ?
C6_4 C1_4 C2_4 119.99(12) . . ?
C6_4 C1_4 B2 121.03(12) . . ?
C2_4 C1_4 B2 118.98(12) . . ?
C3_4 C2_4 C1_4 119.91(13) . . ?
C3_4 C2_4 C7_4 119.23(13) . . ?
C1_4 C2_4 C7_4 120.75(12) . . ?
C4_4 C3_4 C2_4 118.91(13) . . ?
C4_4 C3_4 C8_4 120.22(13) . . ?
C2_4 C3_4 C8_4 120.85(14) . . ?
C3_4 C4_4 C5_4 122.50(13) . . ?
C3_4 C4_4 H4_4 118.8 . . ?
C5_4 C4_4 H4_4 118.8 . . ?
C4_4 C5_4 C6_4 118.78(13) . . ?
C4_4 C5_4 C10_4 120.18(13) . . ?
C6_4 C5_4 C10_4 121.02(13) . . ?
C1_4 C6_4 C5_4 119.87(13) . . ?
C1_4 C6_4 C9_4 121.16(12) . . ?
C5_4 C6_4 C9_4 118.95(13) . . ?
C2_4 C7_4 H7A_4 109.5 . . ?
C2_4 C7_4 H7B_4 109.5 . . ?
H7A_4 C7_4 H7B_4 109.5 . . ?
C2_4 C7_4 H7C_4 109.5 . . ?
H7A_4 C7_4 H7C_4 109.5 . . ?
H7B_4 C7_4 H7C_4 109.5 . . ?
C3_4 C8_4 H8A_4 109.5 . . ?
C3_4 C8_4 H8B_4 109.5 . . ?
H8A_4 C8_4 H8B_4 109.5 . . ?
C3_4 C8_4 H8C_4 109.5 . . ?
H8A_4 C8_4 H8C_4 109.5 . . ?
H8B_4 C8_4 H8C_4 109.5 . . ?
C6_4 C9_4 H9A_4 109.5 . . ?
C6_4 C9_4 H9B_4 109.5 . . ?
H9A_4 C9_4 H9B_4 109.5 . . ?
C6_4 C9_4 H9C_4 109.5 . . ?
H9A_4 C9_4 H9C_4 109.5 . . ?
H9B_4 C9_4 H9C_4 109.5 . . ?
C5_4 C10_4 H10A_4 109.5 . . ?
C5_4 C10_4 H10B_4 109.5 . . ?
H10A_4 C10_4 H10B_4 109.5 . . ?
C5_4 C10_4 H10C_4 109.5 . . ?
H10A_4 C10_4 H10C_4 109.5 . . ?
H10B_4 C10_4 H10C_4 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1_1 C1 B1 C1_3 -72.7(2) . . . . ?
C2 C1 B1 C1_3 115.60(14) . . . . ?
N1_1 C1 B1 N1_2 168.12(14) . . . . ?
C2 C1 B1 N1_2 -3.62(9) . . . . ?
N1_1 C1 B1 Cl1 58.83(16) . . . . ?
C2 C1 B1 Cl1 -112.91(10) . . . . ?
N1_1 C1 C2 B2 19.4(3) . . . . ?
B1 C1 C2 B2 -169.28(16) . . . . ?
N1_1 C1 C2 N1_2 -167.30(14) . . . . ?
B1 C1 C2 N1_2 4.01(10) . . . . ?
C1_4 B2 C2 C1 -2.3(3) . . . . ?
Cl2 B2 C2 C1 176.77(13) . . . . ?
C1_4 B2 C2 N1_2 -173.90(12) . . . . ?
Cl2 B2 C2 N1_2 5.13(19) . . . . ?
C2 C1 N1_1 C1_1 -178.80(14) . . . . ?
B1 C1 N1_1 C1_1 12.6(2) . . . . ?
C2 C1 N1_1 C5_1 12.9(2) . . . . ?
B1 C1 N1_1 C5_1 -155.66(14) . . . . ?
C2_1 C1_1 N1_1 C1 133.53(13) . . . . ?
C2_1 C1_1 N1_1 C5_1 -56.89(16) . . . . ?
N1_1 C1_1 C2_1 C3_1 53.72(17) . . . . ?
C1_1 C2_1 C3_1 C4_1 -53.67(18) . . . . ?
C2_1 C3_1 C4_1 C5_1 55.23(17) . . . . ?
C1 N1_1 C5_1 C4_1 -130.96(14) . . . . ?
C1_1 N1_1 C5_1 C4_1 59.85(15) . . . . ?
C3_1 C4_1 C5_1 N1_1 -58.31(16) . . . . ?
C2_2 C1_2 N1_2 C5_2 -53.08(15) . . . . ?
C2_2 C1_2 N1_2 C2 -176.46(11) . . . . ?
C2_2 C1_2 N1_2 B1 85.42(14) . . . . ?
C1 C2 N1_2 C1_2 -119.64(11) . . . . ?
B2 C2 N1_2 C1_2 54.68(17) . . . . ?
C1 C2 N1_2 C5_2 116.03(12) . . . . ?
B2 C2 N1_2 C5_2 -69.66(16) . . . . ?
C1 C2 N1_2 B1 -3.78(10) . . . . ?
B2 C2 N1_2 B1 170.53(13) . . . . ?
C1 B1 N1_2 C1_2 118.04(11) . . . . ?
C1_3 B1 N1_2 C1_2 -7.34(16) . . . . ?
Cl1 B1 N1_2 C1_2 -141.22(9) . . . . ?
C1 B1 N1_2 C5_2 -107.04(12) . . . . ?
C1_3 B1 N1_2 C5_2 127.59(13) . . . . ?
Cl1 B1 N1_2 C5_2 -6.29(14) . . . . ?
C1 B1 N1_2 C2 3.31(9) . . . . ?
C1_3 B1 N1_2 C2 -122.07(12) . . . . ?
Cl1 B1 N1_2 C2 104.05(9) . . . . ?
N1_2 C1_2 C2_2 C3_2 55.83(16) . . . . ?
C1_2 C2_2 C3_2 C4_2 -56.68(16) . . . . ?
C2_2 C3_2 C4_2 C5_2 55.98(16) . . . . ?
C1_2 N1_2 C5_2 C4_2 52.97(16) . . . . ?
C2 N1_2 C5_2 C4_2 178.88(12) . . . . ?
B1 N1_2 C5_2 C4_2 -83.55(16) . . . . ?
C3_2 C4_2 C5_2 N1_2 -55.04(17) . . . . ?
C1 B1 C1_3 C2_3 -13.0(2) . . . . ?
N1_2 B1 C1_3 C2_3 87.47(15) . . . . ?
Cl1 B1 C1_3 C2_3 -140.07(11) . . . . ?
C1 B1 C1_3 C6_3 162.16(13) . . . . ?
N1_2 B1 C1_3 C6_3 -97.38(15) . . . . ?
Cl1 B1 C1_3 C6_3 35.09(17) . . . . ?
C6_3 C1_3 C2_3 C3_3 -5.21(19) . . . . ?
B1 C1_3 C2_3 C3_3 170.19(12) . . . . ?
C6_3 C1_3 C2_3 C7_3 173.09(13) . . . . ?
B1 C1_3 C2_3 C7_3 -11.5(2) . . . . ?
C1_3 C2_3 C3_3 C4_3 1.1(2) . . . . ?
C7_3 C2_3 C3_3 C4_3 -177.37(12) . . . . ?
C1_3 C2_3 C3_3 C8_3 179.98(13) . . . . ?
C7_3 C2_3 C3_3 C8_3 1.54(19) . . . . ?
C2_3 C3_3 C4_3 C5_3 3.2(2) . . . . ?
C8_3 C3_3 C4_3 C5_3 -175.78(13) . . . . ?
C3_3 C4_3 C5_3 C6_3 -2.9(2) . . . . ?
C3_3 C4_3 C5_3 C10_3 177.73(13) . . . . ?
C4_3 C5_3 C6_3 C1_3 -1.5(2) . . . . ?
C10_3 C5_3 C6_3 C1_3 177.81(13) . . . . ?
C4_3 C5_3 C6_3 C9_3 178.01(13) . . . . ?
C10_3 C5_3 C6_3 C9_3 -2.67(19) . . . . ?
C2_3 C1_3 C6_3 C5_3 5.4(2) . . . . ?
B1 C1_3 C6_3 C5_3 -169.86(13) . . . . ?
C2_3 C1_3 C6_3 C9_3 -174.05(13) . . . . ?
B1 C1_3 C6_3 C9_3 10.7(2) . . . . ?
C2 B2 C1_4 C6_4 77.96(19) . . . . ?
Cl2 B2 C1_4 C6_4 -101.14(13) . . . . ?
C2 B2 C1_4 C2_4 -101.69(17) . . . . ?
Cl2 B2 C1_4 C2_4 79.21(14) . . . . ?
C6_4 C1_4 C2_4 C3_4 -2.4(2) . . . . ?
B2 C1_4 C2_4 C3_4 177.25(13) . . . . ?
C6_4 C1_4 C2_4 C7_4 -178.66(13) . . . . ?
B2 C1_4 C2_4 C7_4 1.0(2) . . . . ?
C1_4 C2_4 C3_4 C4_4 1.2(2) . . . . ?
C7_4 C2_4 C3_4 C4_4 177.52(13) . . . . ?
C1_4 C2_4 C3_4 C8_4 -177.13(13) . . . . ?
C7_4 C2_4 C3_4 C8_4 -0.8(2) . . . . ?
C2_4 C3_4 C4_4 C5_4 0.6(2) . . . . ?
C8_4 C3_4 C4_4 C5_4 178.95(14) . . . . ?
C3_4 C4_4 C5_4 C6_4 -1.2(2) . . . . ?
C3_4 C4_4 C5_4 C10_4 -179.43(14) . . . . ?
C2_4 C1_4 C6_4 C5_4 1.8(2) . . . . ?
B2 C1_4 C6_4 C5_4 -177.83(13) . . . . ?
C2_4 C1_4 C6_4 C9_4 -179.66(13) . . . . ?
B2 C1_4 C6_4 C9_4 0.7(2) . . . . ?
C4_4 C5_4 C6_4 C1_4 0.0(2) . . . . ?
C10_4 C5_4 C6_4 C1_4 178.19(13) . . . . ?
C4_4 C5_4 C6_4 C9_4 -178.61(13) . . . . ?
C10_4 C5_4 C6_4 C9_4 -0.4(2) . . . . ?

_refine_diff_density_max         0.382
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.046

_shelxl_version_number           2014/6

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 1560442'
_audit_update_record             
;
2017-07-05 deposited with the CCDC.
2017-10-11 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H42 B2 Cl2 N2'
_chemical_formula_sum            'C30 H42 B2 Cl2 N2'
_chemical_formula_weight         523.17

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           96
_space_group_name_H-M_alt        'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   12.362(3)
_cell_length_b                   12.362(3)
_cell_length_c                   38.073(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5818(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9924
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      27.84


_exptl_special_details           
;
The crystal was immersed in a film of perfluoropolyether oil, mounted on a 
polyimide microloop (MicroMounts of MiTeGen) and transferred to stream of cold 
nitrogen (Bruker Kryoflex2).
;
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_F_000             2240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.137
_exptl_crystal_size_mid          0.119
_exptl_crystal_size_min          0.048
_exptl_absorpt_coefficient_mu    0.245
_shelx_estimated_absorpt_T_min   0.967
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6778
_exptl_absorpt_correction_T_max  0.7457
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 1.00 2.00 0.0240
2.00 2.00 -1.00 0.0150
-1.00 -1.00 2.00 0.0500
1.00 2.00 1.00 0.0160
-1.00 -2.00 -1.00 0.0360
-1.00 -2.00 2.00 0.0530
0.00 1.00 2.00 0.0520
0.00 -1.00 -2.00 0.0430
0.00 -1.00 -1.00 0.0480
0.00 -1.00 0.00 0.0560
0.00 -2.00 1.00 0.0600
1.00 -2.00 0.00 0.0640
-1.00 1.00 2.00 0.0670
1.00 -1.00 -2.00 0.0630
-1.00 1.00 -2.00 0.0520
1.00 -1.00 2.00 0.0660
-2.00 1.00 -1.00 0.0530
0.00 0.00 -1.00 0.0190
0.00 0.00 1.00 0.0540
-2.00 -1.00 -2.00 0.0220
2.00 1.00 2.00 0.0290
-2.00 -2.00 -1.00 0.0250

_exptl_absorpt_process_details   'SadAbs 2014/5 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'microfocus sealed tube (Incoatec ImS)'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'CMOS area detector (Photon 100)'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            61599
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_theta_min         2.140
_diffrn_reflns_theta_max         26.016
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5726
_reflns_number_gt                5301
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.701
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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.
;

_computing_data_collection       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. V8.34A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.34A (Bruker AXS)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          
;

 Refinement of F² against ALL reflections. The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based on F, 
with F set to zero for negative F². The threshold expression of F² > 
2sigma(F²) is used only for calculating R-factors(gt) etc. and is not 
relevant to the choice of reflections for refinement. R-factors based on F² 
are statistically about twice as large as those based on F, and R-factors 
based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0373P)²+1.2232P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2054 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.004(13)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5726
_refine_ls_number_parameters     331
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_ref         0.0714
_refine_ls_wR_factor_gt          0.0695
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

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 0.72849(4) 0.87103(5) 0.34330(2) 0.01822(12) Uani 1 1 d . . . . .
C1 C 0.51166(18) 0.92175(18) 0.33438(5) 0.0129(4) Uani 1 1 d . . . . .
B1 B 0.6167(2) 0.8986(2) 0.31059(6) 0.0138(5) Uani 1 1 d . . . . .
Cl2 Cl 0.32073(5) 0.64303(5) 0.30956(2) 0.02985(16) Uani 1 1 d . . . . .
C2 C 0.45691(18) 0.82613(18) 0.32472(5) 0.0138(4) Uani 1 1 d . . . . .
B2 B 0.3512(2) 0.7723(2) 0.33049(6) 0.0174(5) Uani 1 1 d . . . . .
C1_1 C 0.56957(19) 1.09096(18) 0.36013(5) 0.0173(5) Uani 1 1 d . . . . .
H1A_1 H 0.5323 1.1593 0.3541 0.021 Uiso 1 1 calc R U . . .
H1B_1 H 0.6299 1.0807 0.3434 0.021 Uiso 1 1 calc R U . . .
N1_1 N 0.49336(15) 1.00055(15) 0.35696(4) 0.0140(4) Uani 1 1 d . . . . .
C2_1 C 0.6145(2) 1.0988(2) 0.39730(6) 0.0217(5) Uani 1 1 d . . . . .
H2A_1 H 0.6612 1.1636 0.3993 0.026 Uiso 1 1 calc R U . . .
H2B_1 H 0.6593 1.0343 0.4024 0.026 Uiso 1 1 calc R U . . .
C3_1 C 0.5225(2) 1.1061(2) 0.42392(6) 0.0240(5) Uani 1 1 d . . . . .
H3A_1 H 0.5525 1.1055 0.4480 0.029 Uiso 1 1 calc R U . . .
H3B_1 H 0.4828 1.1749 0.4206 0.029 Uiso 1 1 calc R U . . .
C4_1 C 0.4454(2) 1.0113(2) 0.41931(5) 0.0199(5) Uani 1 1 d . . . . .
H4A_1 H 0.3838 1.0190 0.4357 0.024 Uiso 1 1 calc R U . . .
H4B_1 H 0.4834 0.9430 0.4249 0.024 Uiso 1 1 calc R U . . .
C5_1 C 0.40337(18) 1.00694(19) 0.38177(5) 0.0170(4) Uani 1 1 d . . . . .
H5A_1 H 0.3560 0.9430 0.3789 0.020 Uiso 1 1 calc R U . . .
H5B_1 H 0.3599 1.0724 0.3768 0.020 Uiso 1 1 calc R U . . .
C1_2 C 0.58899(19) 0.67697(18) 0.31542(5) 0.0164(5) Uani 1 1 d . . . . .
H1A_2 H 0.5273 0.6264 0.3178 0.020 Uiso 1 1 calc R U . . .
H1B_2 H 0.6194 0.6889 0.3392 0.020 Uiso 1 1 calc R U . . .
N1_2 N 0.54793(14) 0.78292(15) 0.30142(4) 0.0131(4) Uani 1 1 d . . . . .
C2_2 C 0.67466(19) 0.62486(19) 0.29257(5) 0.0189(5) Uani 1 1 d . . . . .
H2A_2 H 0.6931 0.5527 0.3021 0.023 Uiso 1 1 calc R U . . .
H2B_2 H 0.7409 0.6698 0.2929 0.023 Uiso 1 1 calc R U . . .
C3_2 C 0.6351(2) 0.6128(2) 0.25490(6) 0.0202(5) Uani 1 1 d . . . . .
H3A_2 H 0.5726 0.5628 0.2542 0.024 Uiso 1 1 calc R U . . .
H3B_2 H 0.6934 0.5821 0.2401 0.024 Uiso 1 1 calc R U . . .
C4_2 C 0.60186(18) 0.7233(2) 0.24075(5) 0.0176(5) Uani 1 1 d . . . . .
H4A_2 H 0.6655 0.7719 0.2403 0.021 Uiso 1 1 calc R U . . .
H4B_2 H 0.5749 0.7155 0.2164 0.021 Uiso 1 1 calc R U . . .
C5_2 C 0.51426(17) 0.77225(19) 0.26359(5) 0.0159(4) Uani 1 1 d . . . . .
H5A_2 H 0.4953 0.8447 0.2543 0.019 Uiso 1 1 calc R U . . .
H5B_2 H 0.4487 0.7264 0.2622 0.019 Uiso 1 1 calc R U . . .
C1_3 C 0.25122(17) 0.80976(18) 0.35298(5) 0.0162(5) Uani 1 1 d . . . . .
C2_3 C 0.23930(19) 0.77376(19) 0.38779(5) 0.0187(5) Uani 1 1 d . . . . .
C3_3 C 0.1471(2) 0.8016(2) 0.40648(6) 0.0246(5) Uani 1 1 d . . . . .
H3_3 H 0.1394 0.7764 0.4299 0.029 Uiso 1 1 calc R U . . .
C4_3 C 0.0657(2) 0.8649(2) 0.39212(7) 0.0266(6) Uani 1 1 d . . . . .
C5_3 C 0.0776(2) 0.8998(2) 0.35776(7) 0.0267(6) Uani 1 1 d . . . . .
H5_3 H 0.0226 0.9431 0.3475 0.032 Uiso 1 1 calc R U . . .
C6_3 C 0.16865(19) 0.8728(2) 0.33793(6) 0.0211(5) Uani 1 1 d . . . . .
C7_3 C 0.3262(2) 0.7059(2) 0.40478(6) 0.0278(6) Uani 1 1 d . . . . .
H7A_3 H 0.3059 0.6902 0.4291 0.042 Uiso 1 1 calc R U . . .
H7B_3 H 0.3949 0.7454 0.4044 0.042 Uiso 1 1 calc R U . . .
H7C_3 H 0.3342 0.6378 0.3918 0.042 Uiso 1 1 calc R U . . .
C8_3 C -0.0334(2) 0.8933(2) 0.41315(9) 0.0429(8) Uani 1 1 d . . . . .
H8A_3 H -0.0801 0.9411 0.3993 0.064 Uiso 1 1 calc R U . . .
H8B_3 H -0.0117 0.9301 0.4348 0.064 Uiso 1 1 calc R U . . .
H8C_3 H -0.0730 0.8270 0.4190 0.064 Uiso 1 1 calc R U . . .
C9_3 C 0.1773(2) 0.9107(2) 0.30022(7) 0.0354(7) Uani 1 1 d . . . . .
H9A_3 H 0.1102 0.9473 0.2934 0.053 Uiso 1 1 calc R U . . .
H9B_3 H 0.1892 0.8482 0.2848 0.053 Uiso 1 1 calc R U . . .
H9C_3 H 0.2382 0.9610 0.2980 0.053 Uiso 1 1 calc R U . . .
C1_4 C 0.65337(18) 0.97192(18) 0.27766(5) 0.0158(5) Uani 1 1 d . . . . .
C2_4 C 0.58282(19) 1.05123(19) 0.26319(5) 0.0180(5) Uani 1 1 d . . . . .
C3_4 C 0.6165(2) 1.1189(2) 0.23604(6) 0.0225(5) Uani 1 1 d . . . . .
H3_4 H 0.5679 1.1723 0.2275 0.027 Uiso 1 1 calc R U . . .
C4_4 C 0.7183(2) 1.1111(2) 0.22098(6) 0.0248(5) Uani 1 1 d . . . . .
C5_4 C 0.7859(2) 1.0321(2) 0.23384(6) 0.0231(5) Uani 1 1 d . . . . .
H5_4 H 0.8553 1.0238 0.2234 0.028 Uiso 1 1 calc R U . . .
C6_4 C 0.75724(19) 0.96341(19) 0.26154(5) 0.0190(5) Uani 1 1 d . . . . .
C7_4 C 0.4676(2) 1.0684(2) 0.27550(6) 0.0217(5) Uani 1 1 d . . . . .
H7A_4 H 0.4282 1.1113 0.2580 0.033 Uiso 1 1 calc R U . . .
H7B_4 H 0.4680 1.1070 0.2980 0.033 Uiso 1 1 calc R U . . .
H7C_4 H 0.4320 0.9982 0.2784 0.033 Uiso 1 1 calc R U . . .
C8_4 C 0.7541(3) 1.1861(2) 0.19175(7) 0.0380(7) Uani 1 1 d . . . . .
H8A_4 H 0.8172 1.1552 0.1799 0.057 Uiso 1 1 calc R U . . .
H8B_4 H 0.7733 1.2567 0.2016 0.057 Uiso 1 1 calc R U . . .
H8C_4 H 0.6950 1.1950 0.1748 0.057 Uiso 1 1 calc R U . . .
C9_4 C 0.84394(19) 0.8833(2) 0.27186(6) 0.0260(5) Uani 1 1 d . . . . .
H9A_4 H 0.8919 0.8705 0.2518 0.039 Uiso 1 1 calc R U . . .
H9B_4 H 0.8101 0.8151 0.2790 0.039 Uiso 1 1 calc R U . . .
H9C_4 H 0.8860 0.9126 0.2915 0.039 Uiso 1 1 calc R U . . .


_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 B1 1.891(2) . ?
C1 N1_1 1.319(3) . ?
C1 C2 1.411(3) . ?
C1 B1 1.609(3) . ?
B1 C1_4 1.612(3) . ?
B1 N1_2 1.700(3) . ?
Cl2 B2 1.825(3) . ?
C2 B2 1.483(3) . ?
C2 N1_2 1.529(3) . ?
B2 C1_3 1.574(3) . ?
C1_1 N1_1 1.467(3) . ?
C1_1 C2_1 1.523(3) . ?
C1_1 H1A_1 0.9900 . ?
C1_1 H1B_1 0.9900 . ?
N1_1 C5_1 1.461(3) . ?
C2_1 C3_1 1.526(3) . ?
C2_1 H2A_1 0.9900 . ?
C2_1 H2B_1 0.9900 . ?
C3_1 C4_1 1.521(3) . ?
C3_1 H3A_1 0.9900 . ?
C3_1 H3B_1 0.9900 . ?
C4_1 C5_1 1.522(3) . ?
C4_1 H4A_1 0.9900 . ?
C4_1 H4B_1 0.9900 . ?
C5_1 H5A_1 0.9900 . ?
C5_1 H5B_1 0.9900 . ?
C1_2 N1_2 1.502(3) . ?
C1_2 C2_2 1.514(3) . ?
C1_2 H1A_2 0.9900 . ?
C1_2 H1B_2 0.9900 . ?
N1_2 C5_2 1.505(2) . ?
C2_2 C3_2 1.523(3) . ?
C2_2 H2A_2 0.9900 . ?
C2_2 H2B_2 0.9900 . ?
C3_2 C4_2 1.524(3) . ?
C3_2 H3A_2 0.9900 . ?
C3_2 H3B_2 0.9900 . ?
C4_2 C5_2 1.515(3) . ?
C4_2 H4A_2 0.9900 . ?
C4_2 H4B_2 0.9900 . ?
C5_2 H5A_2 0.9900 . ?
C5_2 H5B_2 0.9900 . ?
C1_3 C2_3 1.406(3) . ?
C1_3 C6_3 1.406(3) . ?
C2_3 C3_3 1.387(3) . ?
C2_3 C7_3 1.509(3) . ?
C3_3 C4_3 1.387(4) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.385(4) . ?
C4_3 C8_3 1.505(4) . ?
C5_3 C6_3 1.395(3) . ?
C5_3 H5_3 0.9500 . ?
C6_3 C9_3 1.514(3) . ?
C7_3 H7A_3 0.9800 . ?
C7_3 H7B_3 0.9800 . ?
C7_3 H7C_3 0.9800 . ?
C8_3 H8A_3 0.9800 . ?
C8_3 H8B_3 0.9800 . ?
C8_3 H8C_3 0.9800 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
C1_4 C2_4 1.423(3) . ?
C1_4 C6_4 1.427(3) . ?
C2_4 C3_4 1.394(3) . ?
C2_4 C7_4 1.515(3) . ?
C3_4 C4_4 1.386(4) . ?
C3_4 H3_4 0.9500 . ?
C4_4 C5_4 1.376(4) . ?
C4_4 C8_4 1.514(3) . ?
C5_4 C6_4 1.400(3) . ?
C5_4 H5_4 0.9500 . ?
C6_4 C9_4 1.511(3) . ?
C7_4 H7A_4 0.9800 . ?
C7_4 H7B_4 0.9800 . ?
C7_4 H7C_4 0.9800 . ?
C8_4 H8A_4 0.9800 . ?
C8_4 H8B_4 0.9800 . ?
C8_4 H8C_4 0.9800 . ?
C9_4 H9A_4 0.9800 . ?
C9_4 H9B_4 0.9800 . ?
C9_4 H9C_4 0.9800 . ?

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
N1_1 C1 C2 134.9(2) . . ?
N1_1 C1 B1 129.6(2) . . ?
C2 C1 B1 95.24(17) . . ?
C1 B1 C1_4 124.39(19) . . ?
C1 B1 N1_2 82.06(15) . . ?
C1_4 B1 N1_2 116.99(17) . . ?
C1 B1 Cl1 104.55(14) . . ?
C1_4 B1 Cl1 114.06(16) . . ?
N1_2 B1 Cl1 110.44(14) . . ?
C1 C2 B2 139.5(2) . . ?
C1 C2 N1_2 95.21(17) . . ?
B2 C2 N1_2 125.27(19) . . ?
C2 B2 C1_3 129.8(2) . . ?
C2 B2 Cl2 120.69(18) . . ?
C1_3 B2 Cl2 109.47(17) . . ?
N1_1 C1_1 C2_1 111.04(18) . . ?
N1_1 C1_1 H1A_1 109.4 . . ?
C2_1 C1_1 H1A_1 109.4 . . ?
N1_1 C1_1 H1B_1 109.4 . . ?
C2_1 C1_1 H1B_1 109.4 . . ?
H1A_1 C1_1 H1B_1 108.0 . . ?
C1 N1_1 C5_1 126.29(19) . . ?
C1 N1_1 C1_1 120.42(19) . . ?
C5_1 N1_1 C1_1 113.23(17) . . ?
C1_1 C2_1 C3_1 110.4(2) . . ?
C1_1 C2_1 H2A_1 109.6 . . ?
C3_1 C2_1 H2A_1 109.6 . . ?
C1_1 C2_1 H2B_1 109.6 . . ?
C3_1 C2_1 H2B_1 109.6 . . ?
H2A_1 C2_1 H2B_1 108.1 . . ?
C4_1 C3_1 C2_1 110.15(19) . . ?
C4_1 C3_1 H3A_1 109.6 . . ?
C2_1 C3_1 H3A_1 109.6 . . ?
C4_1 C3_1 H3B_1 109.6 . . ?
C2_1 C3_1 H3B_1 109.6 . . ?
H3A_1 C3_1 H3B_1 108.1 . . ?
C3_1 C4_1 C5_1 110.47(19) . . ?
C3_1 C4_1 H4A_1 109.6 . . ?
C5_1 C4_1 H4A_1 109.6 . . ?
C3_1 C4_1 H4B_1 109.6 . . ?
C5_1 C4_1 H4B_1 109.6 . . ?
H4A_1 C4_1 H4B_1 108.1 . . ?
N1_1 C5_1 C4_1 110.44(19) . . ?
N1_1 C5_1 H5A_1 109.6 . . ?
C4_1 C5_1 H5A_1 109.6 . . ?
N1_1 C5_1 H5B_1 109.6 . . ?
C4_1 C5_1 H5B_1 109.6 . . ?
H5A_1 C5_1 H5B_1 108.1 . . ?
N1_2 C1_2 C2_2 113.78(17) . . ?
N1_2 C1_2 H1A_2 108.8 . . ?
C2_2 C1_2 H1A_2 108.8 . . ?
N1_2 C1_2 H1B_2 108.8 . . ?
C2_2 C1_2 H1B_2 108.8 . . ?
H1A_2 C1_2 H1B_2 107.7 . . ?
C1_2 N1_2 C5_2 110.89(17) . . ?
C1_2 N1_2 C2 110.32(16) . . ?
C5_2 N1_2 C2 112.48(16) . . ?
C1_2 N1_2 B1 119.44(16) . . ?
C5_2 N1_2 B1 114.12(16) . . ?
C2 N1_2 B1 87.41(14) . . ?
C1_2 C2_2 C3_2 110.99(19) . . ?
C1_2 C2_2 H2A_2 109.4 . . ?
C3_2 C2_2 H2A_2 109.4 . . ?
C1_2 C2_2 H2B_2 109.4 . . ?
C3_2 C2_2 H2B_2 109.4 . . ?
H2A_2 C2_2 H2B_2 108.0 . . ?
C2_2 C3_2 C4_2 109.37(18) . . ?
C2_2 C3_2 H3A_2 109.8 . . ?
C4_2 C3_2 H3A_2 109.8 . . ?
C2_2 C3_2 H3B_2 109.8 . . ?
C4_2 C3_2 H3B_2 109.8 . . ?
H3A_2 C3_2 H3B_2 108.2 . . ?
C5_2 C4_2 C3_2 110.36(18) . . ?
C5_2 C4_2 H4A_2 109.6 . . ?
C3_2 C4_2 H4A_2 109.6 . . ?
C5_2 C4_2 H4B_2 109.6 . . ?
C3_2 C4_2 H4B_2 109.6 . . ?
H4A_2 C4_2 H4B_2 108.1 . . ?
N1_2 C5_2 C4_2 112.75(17) . . ?
N1_2 C5_2 H5A_2 109.0 . . ?
C4_2 C5_2 H5A_2 109.0 . . ?
N1_2 C5_2 H5B_2 109.0 . . ?
C4_2 C5_2 H5B_2 109.0 . . ?
H5A_2 C5_2 H5B_2 107.8 . . ?
C2_3 C1_3 C6_3 118.9(2) . . ?
C2_3 C1_3 B2 120.1(2) . . ?
C6_3 C1_3 B2 120.77(19) . . ?
C3_3 C2_3 C1_3 119.4(2) . . ?
C3_3 C2_3 C7_3 120.2(2) . . ?
C1_3 C2_3 C7_3 120.4(2) . . ?
C2_3 C3_3 C4_3 122.3(2) . . ?
C2_3 C3_3 H3_3 118.9 . . ?
C4_3 C3_3 H3_3 118.9 . . ?
C5_3 C4_3 C3_3 118.1(2) . . ?
C5_3 C4_3 C8_3 121.1(3) . . ?
C3_3 C4_3 C8_3 120.8(2) . . ?
C4_3 C5_3 C6_3 121.5(2) . . ?
C4_3 C5_3 H5_3 119.3 . . ?
C6_3 C5_3 H5_3 119.3 . . ?
C5_3 C6_3 C1_3 119.8(2) . . ?
C5_3 C6_3 C9_3 119.7(2) . . ?
C1_3 C6_3 C9_3 120.4(2) . . ?
C2_3 C7_3 H7A_3 109.5 . . ?
C2_3 C7_3 H7B_3 109.5 . . ?
H7A_3 C7_3 H7B_3 109.5 . . ?
C2_3 C7_3 H7C_3 109.5 . . ?
H7A_3 C7_3 H7C_3 109.5 . . ?
H7B_3 C7_3 H7C_3 109.5 . . ?
C4_3 C8_3 H8A_3 109.5 . . ?
C4_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C4_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
C6_3 C9_3 H9A_3 109.5 . . ?
C6_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C6_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C2_4 C1_4 C6_4 115.84(19) . . ?
C2_4 C1_4 B1 121.1(2) . . ?
C6_4 C1_4 B1 123.1(2) . . ?
C3_4 C2_4 C1_4 121.2(2) . . ?
C3_4 C2_4 C7_4 115.2(2) . . ?
C1_4 C2_4 C7_4 123.6(2) . . ?
C4_4 C3_4 C2_4 122.5(2) . . ?
C4_4 C3_4 H3_4 118.8 . . ?
C2_4 C3_4 H3_4 118.8 . . ?
C5_4 C4_4 C3_4 116.9(2) . . ?
C5_4 C4_4 C8_4 121.2(2) . . ?
C3_4 C4_4 C8_4 121.8(2) . . ?
C4_4 C5_4 C6_4 123.1(2) . . ?
C4_4 C5_4 H5_4 118.5 . . ?
C6_4 C5_4 H5_4 118.5 . . ?
C5_4 C6_4 C1_4 120.5(2) . . ?
C5_4 C6_4 C9_4 114.4(2) . . ?
C1_4 C6_4 C9_4 125.1(2) . . ?
C2_4 C7_4 H7A_4 109.5 . . ?
C2_4 C7_4 H7B_4 109.5 . . ?
H7A_4 C7_4 H7B_4 109.5 . . ?
C2_4 C7_4 H7C_4 109.5 . . ?
H7A_4 C7_4 H7C_4 109.5 . . ?
H7B_4 C7_4 H7C_4 109.5 . . ?
C4_4 C8_4 H8A_4 109.5 . . ?
C4_4 C8_4 H8B_4 109.5 . . ?
H8A_4 C8_4 H8B_4 109.5 . . ?
C4_4 C8_4 H8C_4 109.5 . . ?
H8A_4 C8_4 H8C_4 109.5 . . ?
H8B_4 C8_4 H8C_4 109.5 . . ?
C6_4 C9_4 H9A_4 109.5 . . ?
C6_4 C9_4 H9B_4 109.5 . . ?
H9A_4 C9_4 H9B_4 109.5 . . ?
C6_4 C9_4 H9C_4 109.5 . . ?
H9A_4 C9_4 H9C_4 109.5 . . ?
H9B_4 C9_4 H9C_4 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1_1 C1 B1 C1_4 -69.8(3) . . . . ?
C2 C1 B1 C1_4 115.3(2) . . . . ?
N1_1 C1 B1 N1_2 172.8(2) . . . . ?
C2 C1 B1 N1_2 -2.03(15) . . . . ?
N1_1 C1 B1 Cl1 63.7(3) . . . . ?
C2 C1 B1 Cl1 -111.18(15) . . . . ?
N1_1 C1 C2 B2 9.7(5) . . . . ?
B1 C1 C2 B2 -175.9(3) . . . . ?
N1_1 C1 C2 N1_2 -172.2(2) . . . . ?
B1 C1 C2 N1_2 2.25(16) . . . . ?
C1 C2 B2 C1_3 -0.8(5) . . . . ?
N1_2 C2 B2 C1_3 -178.5(2) . . . . ?
C1 C2 B2 Cl2 178.5(2) . . . . ?
N1_2 C2 B2 Cl2 0.7(3) . . . . ?
C2 C1 N1_1 C5_1 3.3(4) . . . . ?
B1 C1 N1_1 C5_1 -169.4(2) . . . . ?
C2 C1 N1_1 C1_1 -179.6(2) . . . . ?
B1 C1 N1_1 C1_1 7.6(3) . . . . ?
C2_1 C1_1 N1_1 C1 -120.5(2) . . . . ?
C2_1 C1_1 N1_1 C5_1 56.9(2) . . . . ?
N1_1 C1_1 C2_1 C3_1 -54.8(3) . . . . ?
C1_1 C2_1 C3_1 C4_1 55.0(3) . . . . ?
C2_1 C3_1 C4_1 C5_1 -56.0(3) . . . . ?
C1 N1_1 C5_1 C4_1 119.6(2) . . . . ?
C1_1 N1_1 C5_1 C4_1 -57.6(2) . . . . ?
C3_1 C4_1 C5_1 N1_1 56.6(3) . . . . ?
C2_2 C1_2 N1_2 C5_2 51.1(2) . . . . ?
C2_2 C1_2 N1_2 C2 176.34(18) . . . . ?
C2_2 C1_2 N1_2 B1 -84.8(2) . . . . ?
C1 C2 N1_2 C1_2 118.41(17) . . . . ?
B2 C2 N1_2 C1_2 -63.1(3) . . . . ?
C1 C2 N1_2 C5_2 -117.20(18) . . . . ?
B2 C2 N1_2 C5_2 61.3(3) . . . . ?
C1 C2 N1_2 B1 -2.12(15) . . . . ?
B2 C2 N1_2 B1 176.4(2) . . . . ?
C1 B1 N1_2 C1_2 -110.07(17) . . . . ?
C1_4 B1 N1_2 C1_2 125.3(2) . . . . ?
Cl1 B1 N1_2 C1_2 -7.4(2) . . . . ?
C1 B1 N1_2 C5_2 115.40(17) . . . . ?
C1_4 B1 N1_2 C5_2 -9.3(3) . . . . ?
Cl1 B1 N1_2 C5_2 -141.97(15) . . . . ?
C1 B1 N1_2 C2 1.87(14) . . . . ?
C1_4 B1 N1_2 C2 -122.8(2) . . . . ?
Cl1 B1 N1_2 C2 104.50(15) . . . . ?
N1_2 C1_2 C2_2 C3_2 -54.0(3) . . . . ?
C1_2 C2_2 C3_2 C4_2 56.6(2) . . . . ?
C2_2 C3_2 C4_2 C5_2 -58.2(2) . . . . ?
C1_2 N1_2 C5_2 C4_2 -52.5(2) . . . . ?
C2 N1_2 C5_2 C4_2 -176.60(18) . . . . ?
B1 N1_2 C5_2 C4_2 85.8(2) . . . . ?
C3_2 C4_2 C5_2 N1_2 57.2(2) . . . . ?
C2 B2 C1_3 C2_3 -94.5(3) . . . . ?
Cl2 B2 C1_3 C2_3 86.2(2) . . . . ?
C2 B2 C1_3 C6_3 90.2(3) . . . . ?
Cl2 B2 C1_3 C6_3 -89.1(2) . . . . ?
C6_3 C1_3 C2_3 C3_3 -0.3(3) . . . . ?
B2 C1_3 C2_3 C3_3 -175.7(2) . . . . ?
C6_3 C1_3 C2_3 C7_3 179.9(2) . . . . ?
B2 C1_3 C2_3 C7_3 4.6(3) . . . . ?
C1_3 C2_3 C3_3 C4_3 -0.5(3) . . . . ?
C7_3 C2_3 C3_3 C4_3 179.2(2) . . . . ?
C2_3 C3_3 C4_3 C5_3 0.8(4) . . . . ?
C2_3 C3_3 C4_3 C8_3 179.8(2) . . . . ?
C3_3 C4_3 C5_3 C6_3 -0.2(4) . . . . ?
C8_3 C4_3 C5_3 C6_3 -179.2(2) . . . . ?
C4_3 C5_3 C6_3 C1_3 -0.7(4) . . . . ?
C4_3 C5_3 C6_3 C9_3 178.7(2) . . . . ?
C2_3 C1_3 C6_3 C5_3 0.9(3) . . . . ?
B2 C1_3 C6_3 C5_3 176.2(2) . . . . ?
C2_3 C1_3 C6_3 C9_3 -178.4(2) . . . . ?
B2 C1_3 C6_3 C9_3 -3.2(3) . . . . ?
C1 B1 C1_4 C2_4 -12.3(3) . . . . ?
N1_2 B1 C1_4 C2_4 87.0(2) . . . . ?
Cl1 B1 C1_4 C2_4 -142.00(18) . . . . ?
C1 B1 C1_4 C6_4 166.8(2) . . . . ?
N1_2 B1 C1_4 C6_4 -94.0(2) . . . . ?
Cl1 B1 C1_4 C6_4 37.1(3) . . . . ?
C6_4 C1_4 C2_4 C3_4 -2.8(3) . . . . ?
B1 C1_4 C2_4 C3_4 176.3(2) . . . . ?
C6_4 C1_4 C2_4 C7_4 176.8(2) . . . . ?
B1 C1_4 C2_4 C7_4 -4.1(3) . . . . ?
C1_4 C2_4 C3_4 C4_4 1.9(3) . . . . ?
C7_4 C2_4 C3_4 C4_4 -177.8(2) . . . . ?
C2_4 C3_4 C4_4 C5_4 0.5(4) . . . . ?
C2_4 C3_4 C4_4 C8_4 -179.3(2) . . . . ?
C3_4 C4_4 C5_4 C6_4 -1.9(4) . . . . ?
C8_4 C4_4 C5_4 C6_4 178.0(2) . . . . ?
C4_4 C5_4 C6_4 C1_4 0.9(4) . . . . ?
C4_4 C5_4 C6_4 C9_4 -179.3(2) . . . . ?
C2_4 C1_4 C6_4 C5_4 1.5(3) . . . . ?
B1 C1_4 C6_4 C5_4 -177.6(2) . . . . ?
C2_4 C1_4 C6_4 C9_4 -178.4(2) . . . . ?
B1 C1_4 C6_4 C9_4 2.5(3) . . . . ?

_refine_diff_density_max         0.225
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.037

