# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_ML0320
_database_code_depnum_ccdc_archive 'CCDC 1429581'
_audit_update_record             
;
2015-10-06 deposited with the CCDC.
2015-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H45 B N2'
_chemical_formula_sum            'C30 H45 B N2'
_chemical_formula_weight         444.49

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'

_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'
'x+1/2, -y, -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, -y-1/2, z-1/2'

_cell_length_a                   22.4146(12)
_cell_length_b                   7.7550(4)
_cell_length_c                   15.5401(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2701.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9908
_cell_measurement_theta_min      2.6
_cell_measurement_theta_max      28.2

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.093
_exptl_crystal_F_000             976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.062
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.969
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_process_details   'SADABS-2014/6 (Bruker,2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Fine focused sealed X-Ray tube'
_diffrn_measurement_device_type  'Bruker APEX II CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25531
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.817
_diffrn_reflns_theta_max         28.270
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3356
_reflns_number_gt                2744
_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       'SMART APEX II (Bruker, 2013)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A'
_computing_structure_solution    'SHELXS-2014/6 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2013)'
_computing_publication_material  SHELXTL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0558P)²+1.0679P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3356
_refine_ls_number_parameters     157
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_ref         0.1341
_refine_ls_wR_factor_gt          0.1251
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_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
C1 C 0.61571(8) 0.42382(18) 0.54258(10) 0.0387(3) Uani 1 1 d . . . . .
H1A H 0.6564 0.4558 0.5592 0.058 Uiso 1 1 calc R U . . .
H1B H 0.5905 0.5270 0.5421 0.058 Uiso 1 1 calc R U . . .
H1C H 0.6162 0.3722 0.4850 0.058 Uiso 1 1 calc R U . . .
C2 C 0.52703(6) 0.2461(2) 0.57797(11) 0.0443(4) Uani 1 1 d . . . . .
H2A H 0.5288 0.1887 0.5219 0.066 Uiso 1 1 calc R U . . .
H2B H 0.5031 0.3515 0.5731 0.066 Uiso 1 1 calc R U . . .
H2C H 0.5087 0.1686 0.6202 0.066 Uiso 1 1 calc R U . . .
C3 C 0.59074(6) 0.29296(16) 0.60752(8) 0.0259(3) Uani 1 1 d . . . . .
C4 C 0.58884(7) 0.38204(19) 0.69584(9) 0.0367(3) Uani 1 1 d . . . . .
H4A H 0.6269 0.4440 0.7049 0.044 Uiso 1 1 calc R U . . .
H4B H 0.5564 0.4688 0.6956 0.044 Uiso 1 1 calc R U . . .
C5 C 0.57891(7) 0.2591(2) 0.77057(9) 0.0412(4) Uani 1 1 d . . . . .
H5A H 0.5798 0.3233 0.8256 0.049 Uiso 1 1 calc R U . . .
H5B H 0.5395 0.2028 0.7651 0.049 Uiso 1 1 calc R U . . .
C6 C 0.62788(7) 0.12460(19) 0.76937(9) 0.0343(3) Uani 1 1 d . . . . .
H6A H 0.6222 0.0452 0.8186 0.041 Uiso 1 1 calc R U . . .
H6B H 0.6669 0.1826 0.7767 0.041 Uiso 1 1 calc R U . . .
C7 C 0.62888(6) 0.01988(16) 0.68604(8) 0.0258(3) Uani 1 1 d . . . . .
C8 C 0.68596(7) -0.0888(2) 0.68587(11) 0.0448(4) Uani 1 1 d . . . . .
H8A H 0.6858 -0.1658 0.6358 0.067 Uiso 1 1 calc R U . . .
H8B H 0.6878 -0.1576 0.7387 0.067 Uiso 1 1 calc R U . . .
H8C H 0.7208 -0.0126 0.6829 0.067 Uiso 1 1 calc R U . . .
C9 C 0.57552(7) -0.1055(2) 0.68566(10) 0.0403(4) Uani 1 1 d . . . . .
H9A H 0.5382 -0.0396 0.6837 0.060 Uiso 1 1 calc R U . . .
H9B H 0.5764 -0.1759 0.7380 0.060 Uiso 1 1 calc R U . . .
H9C H 0.5780 -0.1806 0.6351 0.060 Uiso 1 1 calc R U . . .
N1 N 0.63225(4) 0.14396(12) 0.61270(6) 0.0183(2) Uani 1 1 d . . . . .
C10 C 0.65204(5) 0.07256(15) 0.53223(7) 0.0202(2) Uani 1 1 d . . . . .
C11 C 0.61785(6) -0.04576(17) 0.48582(9) 0.0293(3) Uani 1 1 d . . . . .
H11 H 0.5796 -0.0780 0.5066 0.035 Uiso 1 1 calc R U . . .
C12 C 0.63898(7) -0.1171(2) 0.40969(10) 0.0384(4) Uani 1 1 d . . . . .
H12 H 0.6156 -0.1996 0.3797 0.046 Uiso 1 1 calc R U . . .
C13 C 0.69370(7) -0.0686(2) 0.37753(10) 0.0393(4) Uani 1 1 d . . . . .
H13 H 0.7082 -0.1174 0.3255 0.047 Uiso 1 1 calc R U . . .
C14 C 0.72735(6) 0.05210(19) 0.42169(9) 0.0330(3) Uani 1 1 d . . . . .
H14 H 0.7646 0.0875 0.3984 0.040 Uiso 1 1 calc R U . . .
C15 C 0.70820(5) 0.12365(16) 0.49984(8) 0.0238(3) Uani 1 1 d . . . . .
B1 B 0.7500 0.2500 0.54938(13) 0.0292(4) Uani 1 2 d S T P . .
H1 H 0.7368(13) 0.313(4) 0.6276(19) 0.035 Uiso 0.5 1 d . 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
C1 C3 1.5368(19) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.5433(19) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 N1 1.4858(15) . ?
C3 C4 1.5371(18) . ?
C4 C5 1.519(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.514(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.5287(19) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 N1 1.4936(15) . ?
C7 C8 1.5323(19) . ?
C7 C9 1.5412(19) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
N1 C10 1.4376(15) . ?
C10 C11 1.3962(17) . ?
C10 C15 1.4126(16) . ?
C11 C12 1.3892(19) . ?
C11 H11 0.9500 . ?
C12 C13 1.377(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.384(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.4025(18) . ?
C14 H14 0.9500 . ?
C15 B1 1.5590(16) . ?
B1 C15 1.5590(16) 2_655 ?
B1 H1 1.34(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 C1 108.73(10) . . ?
N1 C3 C4 108.57(10) . . ?
C1 C3 C4 107.44(11) . . ?
N1 C3 C2 114.37(11) . . ?
C1 C3 C2 107.27(12) . . ?
C4 C3 C2 110.23(12) . . ?
C5 C4 C3 113.88(11) . . ?
C5 C4 H4A 108.8 . . ?
C3 C4 H4A 108.8 . . ?
C5 C4 H4B 108.8 . . ?
C3 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
C6 C5 C4 108.46(12) . . ?
C6 C5 H5A 110.0 . . ?
C4 C5 H5A 110.0 . . ?
C6 C5 H5B 110.0 . . ?
C4 C5 H5B 110.0 . . ?
H5A C5 H5B 108.4 . . ?
C5 C6 C7 112.77(11) . . ?
C5 C6 H6A 109.0 . . ?
C7 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
C7 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
N1 C7 C6 107.75(10) . . ?
N1 C7 C8 108.10(10) . . ?
C6 C7 C8 107.82(12) . . ?
N1 C7 C9 116.28(11) . . ?
C6 C7 C9 109.08(11) . . ?
C8 C7 C9 107.52(12) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 N1 C3 116.46(9) . . ?
C10 N1 C7 115.55(9) . . ?
C3 N1 C7 120.71(9) . . ?
C11 C10 C15 119.30(11) . . ?
C11 C10 N1 122.22(10) . . ?
C15 C10 N1 118.48(10) . . ?
C12 C11 C10 120.97(12) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C13 C12 C11 120.26(13) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 119.36(13) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 H13 120.3 . . ?
C13 C14 C15 122.01(12) . . ?
C13 C14 H14 119.0 . . ?
C15 C14 H14 119.0 . . ?
C14 C15 C10 118.06(11) . . ?
C14 C15 B1 119.50(11) . . ?
C10 C15 B1 122.40(11) . . ?
C15 B1 C15 120.81(16) . 2_655 ?
C15 B1 H1 123.0(13) . . ?
C15 B1 H1 110.4(13) 2_655 . ?

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 C3 C4 C5 -49.18(16) . . . . ?
C1 C3 C4 C5 -166.60(13) . . . . ?
C2 C3 C4 C5 76.82(16) . . . . ?
C3 C4 C5 C6 57.28(17) . . . . ?
C4 C5 C6 C7 -59.87(16) . . . . ?
C5 C6 C7 N1 54.04(14) . . . . ?
C5 C6 C7 C8 170.50(12) . . . . ?
C5 C6 C7 C9 -73.02(15) . . . . ?
C1 C3 N1 C10 -47.54(14) . . . . ?
C4 C3 N1 C10 -164.14(10) . . . . ?
C2 C3 N1 C10 72.31(14) . . . . ?
C1 C3 N1 C7 163.59(11) . . . . ?
C4 C3 N1 C7 46.99(14) . . . . ?
C2 C3 N1 C7 -76.56(14) . . . . ?
C6 C7 N1 C10 161.40(10) . . . . ?
C8 C7 N1 C10 45.13(14) . . . . ?
C9 C7 N1 C10 -75.85(14) . . . . ?
C6 C7 N1 C3 -49.46(14) . . . . ?
C8 C7 N1 C3 -165.74(12) . . . . ?
C9 C7 N1 C3 73.28(15) . . . . ?
C3 N1 C10 C11 -82.56(14) . . . . ?
C7 N1 C10 C11 67.92(14) . . . . ?
C3 N1 C10 C15 97.90(12) . . . . ?
C7 N1 C10 C15 -111.62(12) . . . . ?
C15 C10 C11 C12 1.7(2) . . . . ?
N1 C10 C11 C12 -177.80(13) . . . . ?
C10 C11 C12 C13 -1.6(2) . . . . ?
C11 C12 C13 C14 -0.1(3) . . . . ?
C12 C13 C14 C15 1.8(2) . . . . ?
C13 C14 C15 C10 -1.6(2) . . . . ?
C13 C14 C15 B1 176.07(13) . . . . ?
C11 C10 C15 C14 -0.13(18) . . . . ?
N1 C10 C15 C14 179.43(11) . . . . ?
C11 C10 C15 B1 -177.76(11) . . . . ?
N1 C10 C15 B1 1.79(17) . . . . ?
C14 C15 B1 C15 34.63(10) . . . 2_655 ?
C10 C15 B1 C15 -147.77(13) . . . 2_655 ?

_refine_diff_density_max         0.587
_refine_diff_density_min         -0.160
_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_ma0818c
_database_code_depnum_ccdc_archive 'CCDC 1429582'
_audit_update_record             
;
2015-10-06 deposited with the CCDC.
2015-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H46 B Cl N2'
_chemical_formula_sum            'C30 H46 B Cl N2'
_chemical_formula_weight         480.95

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.4751(11)
_cell_length_b                   9.3581(5)
_cell_length_c                   19.2220(11)
_cell_angle_alpha                90
_cell_angle_beta                 111.6810(10)
_cell_angle_gamma                90
_cell_volume                     3088.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9989
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      26.4

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.034
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.142
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7039
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   Sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed X-ray tube'
_diffrn_measurement_device_type  'bruker SMART CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6312
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_v_R_equivalents   ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         2.147
_diffrn_reflns_theta_max         26.373
_diffrn_reflns_theta_full        25.242
_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             6312
_reflns_number_gt                4969
_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
_computing_cell_refinement       APEX2
_computing_data_reduction        Saint
_computing_structure_solution    'SHELXS-2014/6 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_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+0.9744P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6312
_refine_ls_number_parameters     323
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.0982
_refine_ls_wR_factor_gt          0.0925
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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
C1 C 0.77912(9) 0.81870(17) 0.43576(8) 0.0284(3) Uani 1 1 d . . . . .
H1A H 0.8166 0.7501 0.4300 0.043 Uiso 1 1 calc R U . . .
H1B H 0.7976 0.8529 0.4876 0.043 Uiso 1 1 calc R U . . .
H1C H 0.7738 0.8998 0.4020 0.043 Uiso 1 1 calc R U . . .
C2 C 0.64287(10) 0.8620(2) 0.42182(11) 0.0422(4) Uani 1 1 d . . . . .
H2A H 0.6374 0.9359 0.3841 0.063 Uiso 1 1 calc R U . . .
H2B H 0.6630 0.9052 0.4718 0.063 Uiso 1 1 calc R U . . .
H2C H 0.5919 0.8187 0.4129 0.063 Uiso 1 1 calc R U . . .
C3 C 0.70007(9) 0.74586(17) 0.41658(8) 0.0270(3) Uani 1 1 d . . . . .
C4 C 0.70926(12) 0.62986(19) 0.47551(9) 0.0417(4) Uani 1 1 d . . . . .
H4A H 0.7560 0.5721 0.4814 0.050 Uiso 1 1 calc R U . . .
H4B H 0.7177 0.6761 0.5242 0.050 Uiso 1 1 calc R U . . .
C5 C 0.63902(13) 0.5313(2) 0.45560(11) 0.0523(5) Uani 1 1 d . . . . .
H5A H 0.6484 0.4570 0.4946 0.063 Uiso 1 1 calc R U . . .
H5B H 0.5923 0.5867 0.4527 0.063 Uiso 1 1 calc R U . . .
C6 C 0.62591(11) 0.46168(19) 0.38040(10) 0.0414(4) Uani 1 1 d . . . . .
H6A H 0.5795 0.3991 0.3667 0.050 Uiso 1 1 calc R U . . .
H6B H 0.6713 0.4007 0.3853 0.050 Uiso 1 1 calc R U . . .
C7 C 0.61403(9) 0.57000(17) 0.31703(9) 0.0295(4) Uani 1 1 d . . . . .
C8 C 0.53169(10) 0.6358(2) 0.29285(12) 0.0481(5) Uani 1 1 d . . . . .
H8A H 0.5263 0.6861 0.3354 0.072 Uiso 1 1 calc R U . . .
H8B H 0.4926 0.5597 0.2761 0.072 Uiso 1 1 calc R U . . .
H8C H 0.5240 0.7033 0.2518 0.072 Uiso 1 1 calc R U . . .
C9 C 0.61821(10) 0.48884(18) 0.24981(9) 0.0351(4) Uani 1 1 d . . . . .
H9A H 0.6048 0.5534 0.2067 0.053 Uiso 1 1 calc R U . . .
H9B H 0.5814 0.4089 0.2377 0.053 Uiso 1 1 calc R U . . .
H9C H 0.6711 0.4522 0.2618 0.053 Uiso 1 1 calc R U . . .
N1 N 0.67990(7) 0.67350(13) 0.34271(6) 0.0210(3) Uani 1 1 d . . . . .
C10 C 0.69364(8) 0.75567(15) 0.28548(8) 0.0196(3) Uani 1 1 d . . . . .
C11 C 0.64447(9) 0.87000(16) 0.25050(9) 0.0266(3) Uani 1 1 d . . . . .
H11 H 0.6008 0.8900 0.2637 0.032 Uiso 1 1 calc R U . . .
C12 C 0.65775(9) 0.95449(17) 0.19723(9) 0.0297(4) Uani 1 1 d . . . . .
H12 H 0.6232 1.0305 0.1739 0.036 Uiso 1 1 calc R U . . .
C13 C 0.72154(9) 0.92720(16) 0.17840(8) 0.0258(3) Uani 1 1 d . . . . .
H13 H 0.7320 0.9852 0.1426 0.031 Uiso 1 1 calc R U . . .
C14 C 0.77014(8) 0.81445(15) 0.21217(8) 0.0218(3) Uani 1 1 d . . . . .
H14 H 0.8137 0.7967 0.1984 0.026 Uiso 1 1 calc R U . . .
C15 C 0.75850(8) 0.72437(14) 0.26589(7) 0.0178(3) Uani 1 1 d . . . . .
B1 B 0.81939(9) 0.59618(16) 0.30052(9) 0.0175(3) Uani 1 1 d . . . . .
H1 H 0.8123(9) 0.5388(17) 0.3483(9) 0.027(4) Uiso 1 1 d . . . . .
Cl1 Cl 0.92384(2) 0.69001(4) 0.34756(2) 0.02323(10) Uani 1 1 d . . . . .
C16 C 0.82709(8) 0.48035(14) 0.23992(7) 0.0177(3) Uani 1 1 d . . . . .
C17 C 0.78320(8) 0.49178(15) 0.16286(8) 0.0231(3) Uani 1 1 d . . . . .
H17 H 0.7501 0.5724 0.1456 0.028 Uiso 1 1 calc R U . . .
C18 C 0.78576(9) 0.39121(17) 0.11070(8) 0.0294(3) Uani 1 1 d . . . . .
H18 H 0.7551 0.4041 0.0592 0.035 Uiso 1 1 calc R U . . .
C19 C 0.83312(10) 0.27212(17) 0.13396(8) 0.0316(4) Uani 1 1 d . . . . .
H19 H 0.8356 0.2033 0.0986 0.038 Uiso 1 1 calc R U . . .
C20 C 0.87665(9) 0.25470(16) 0.20912(8) 0.0274(3) Uani 1 1 d . . . . .
H20 H 0.9090 0.1731 0.2259 0.033 Uiso 1 1 calc R U . . .
C21 C 0.87298(8) 0.35676(14) 0.26010(7) 0.0184(3) Uani 1 1 d . . . . .
N2 N 0.91834(7) 0.33190(12) 0.34131(6) 0.0164(2) Uani 1 1 d . . . . .
C22 C 0.79334(9) 0.20695(16) 0.33172(9) 0.0278(3) Uani 1 1 d . . . . .
H22A H 0.7691 0.1397 0.3556 0.042 Uiso 1 1 calc R U . . .
H22B H 0.7837 0.1754 0.2805 0.042 Uiso 1 1 calc R U . . .
H22C H 0.7710 0.3023 0.3306 0.042 Uiso 1 1 calc R U . . .
C23 C 0.89319(9) 0.25591(16) 0.45635(8) 0.0268(3) Uani 1 1 d . . . . .
H23A H 0.8753 0.3544 0.4567 0.040 Uiso 1 1 calc R U . . .
H23B H 0.9487 0.2495 0.4875 0.040 Uiso 1 1 calc R U . . .
H23C H 0.8636 0.1919 0.4763 0.040 Uiso 1 1 calc R U . . .
C24 C 0.88072(8) 0.21225(14) 0.37601(8) 0.0204(3) Uani 1 1 d . . . . .
C25 C 0.91758(9) 0.06719(15) 0.37283(9) 0.0258(3) Uani 1 1 d . . . . .
H25A H 0.8984 -0.0035 0.4003 0.031 Uiso 1 1 calc R U . . .
H25B H 0.8997 0.0360 0.3199 0.031 Uiso 1 1 calc R U . . .
C26 C 1.00600(9) 0.06586(15) 0.40527(9) 0.0265(3) Uani 1 1 d . . . . .
H26A H 1.0251 -0.0314 0.4012 0.032 Uiso 1 1 calc R U . . .
H26B H 1.0248 0.0921 0.4589 0.032 Uiso 1 1 calc R U . . .
C27 C 1.03740(9) 0.17128(15) 0.36315(8) 0.0226(3) Uani 1 1 d . . . . .
H27A H 1.0216 0.1392 0.3105 0.027 Uiso 1 1 calc R U . . .
H27B H 1.0950 0.1696 0.3855 0.027 Uiso 1 1 calc R U . . .
C28 C 1.00975(8) 0.32523(14) 0.36373(8) 0.0185(3) Uani 1 1 d . . . . .
C29 C 1.03178(9) 0.41524(16) 0.30834(8) 0.0251(3) Uani 1 1 d . . . . .
H29A H 1.0079 0.5100 0.3039 0.038 Uiso 1 1 calc R U . . .
H29B H 1.0130 0.3684 0.2593 0.038 Uiso 1 1 calc R U . . .
H29C H 1.0886 0.4251 0.3263 0.038 Uiso 1 1 calc R U . . .
C30 C 1.04729(8) 0.39271(15) 0.44126(8) 0.0240(3) Uani 1 1 d . . . . .
H30A H 1.1031 0.4061 0.4528 0.036 Uiso 1 1 calc R U . . .
H30B H 1.0398 0.3298 0.4788 0.036 Uiso 1 1 calc R U . . .
H30C H 1.0230 0.4855 0.4419 0.036 Uiso 1 1 calc R U . . .
H2 H 0.9117(9) 0.4107(18) 0.3617(9) 0.023(4) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C3 1.528(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.545(2) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 N1 1.4910(18) . ?
C3 C4 1.532(2) . ?
C4 C5 1.521(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.521(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.537(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 N1 1.4897(18) . ?
C7 C9 1.525(2) . ?
C7 C8 1.545(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
N1 C10 1.4395(18) . ?
C10 C11 1.404(2) . ?
C10 C15 1.4132(19) . ?
C11 C12 1.385(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.379(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.382(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.4097(19) . ?
C14 H14 0.9500 . ?
C15 B1 1.611(2) . ?
B1 C16 1.635(2) . ?
B1 Cl1 2.0057(16) . ?
B1 H1 1.112(16) . ?
C16 C21 1.4014(18) . ?
C16 C17 1.4056(19) . ?
C17 C18 1.389(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.385(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.379(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.3877(19) . ?
C20 H20 0.9500 . ?
C21 N2 1.4922(17) . ?
N2 C28 1.5825(17) . ?
N2 C24 1.5887(17) . ?
N2 H2 0.864(17) . ?
C22 C24 1.522(2) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.530(2) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.5300(19) . ?
C25 C26 1.518(2) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.521(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.5299(18) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.5261(19) . ?
C28 C30 1.5288(19) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 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
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 C1 108.21(11) . . ?
N1 C3 C4 107.62(12) . . ?
C1 C3 C4 107.62(13) . . ?
N1 C3 C2 116.45(13) . . ?
C1 C3 C2 106.62(13) . . ?
C4 C3 C2 110.00(14) . . ?
C5 C4 C3 113.09(15) . . ?
C5 C4 H4A 109.0 . . ?
C3 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
C3 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C6 C5 C4 108.69(14) . . ?
C6 C5 H5A 110.0 . . ?
C4 C5 H5A 110.0 . . ?
C6 C5 H5B 110.0 . . ?
C4 C5 H5B 110.0 . . ?
H5A C5 H5B 108.3 . . ?
C5 C6 C7 113.37(15) . . ?
C5 C6 H6A 108.9 . . ?
C7 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
C7 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
N1 C7 C9 108.28(12) . . ?
N1 C7 C6 107.83(13) . . ?
C9 C7 C6 107.82(14) . . ?
N1 C7 C8 115.70(13) . . ?
C9 C7 C8 107.22(14) . . ?
C6 C7 C8 109.74(14) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 N1 C7 116.57(11) . . ?
C10 N1 C3 115.63(11) . . ?
C7 N1 C3 119.80(11) . . ?
C11 C10 C15 119.51(13) . . ?
C11 C10 N1 120.51(12) . . ?
C15 C10 N1 119.95(12) . . ?
C12 C11 C10 121.95(14) . . ?
C12 C11 H11 119.0 . . ?
C10 C11 H11 119.0 . . ?
C13 C12 C11 119.36(14) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 119.23(14) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C13 C14 C15 123.51(13) . . ?
C13 C14 H14 118.2 . . ?
C15 C14 H14 118.2 . . ?
C14 C15 C10 116.43(12) . . ?
C14 C15 B1 118.42(12) . . ?
C10 C15 B1 125.15(12) . . ?
C15 B1 C16 115.51(11) . . ?
C15 B1 Cl1 105.60(9) . . ?
C16 B1 Cl1 106.79(9) . . ?
C15 B1 H1 115.0(8) . . ?
C16 B1 H1 109.6(8) . . ?
Cl1 B1 H1 103.1(8) . . ?
C21 C16 C17 114.14(12) . . ?
C21 C16 B1 123.57(12) . . ?
C17 C16 B1 122.14(12) . . ?
C18 C17 C16 123.30(13) . . ?
C18 C17 H17 118.3 . . ?
C16 C17 H17 118.3 . . ?
C19 C18 C17 119.88(14) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C20 C19 C18 119.18(14) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C19 C20 C21 119.78(14) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C20 C21 C16 123.71(13) . . ?
C20 C21 N2 118.45(12) . . ?
C16 C21 N2 117.82(11) . . ?
C21 N2 C28 114.92(10) . . ?
C21 N2 C24 112.67(10) . . ?
C28 N2 C24 116.51(10) . . ?
C21 N2 H2 102.8(10) . . ?
C28 N2 H2 103.1(10) . . ?
C24 N2 H2 104.7(10) . . ?
C24 C22 H22A 109.5 . . ?
C24 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C24 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 C25 110.15(12) . . ?
C22 C24 C23 107.83(12) . . ?
C25 C24 C23 111.95(12) . . ?
C22 C24 N2 109.04(11) . . ?
C25 C24 N2 109.77(11) . . ?
C23 C24 N2 108.02(11) . . ?
C26 C25 C24 114.72(12) . . ?
C26 C25 H25A 108.6 . . ?
C24 C25 H25A 108.6 . . ?
C26 C25 H25B 108.6 . . ?
C24 C25 H25B 108.6 . . ?
H25A C25 H25B 107.6 . . ?
C25 C26 C27 109.90(12) . . ?
C25 C26 H26A 109.7 . . ?
C27 C26 H26A 109.7 . . ?
C25 C26 H26B 109.7 . . ?
C27 C26 H26B 109.7 . . ?
H26A C26 H26B 108.2 . . ?
C26 C27 C28 114.39(12) . . ?
C26 C27 H27A 108.7 . . ?
C28 C27 H27A 108.7 . . ?
C26 C27 H27B 108.7 . . ?
C28 C27 H27B 108.7 . . ?
H27A C27 H27B 107.6 . . ?
C29 C28 C30 108.08(12) . . ?
C29 C28 C27 109.81(11) . . ?
C30 C28 C27 111.32(11) . . ?
C29 C28 N2 108.73(10) . . ?
C30 C28 N2 107.65(10) . . ?
C27 C28 N2 111.15(11) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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 C3 C4 C5 -53.33(19) . . . . ?
C1 C3 C4 C5 -169.75(15) . . . . ?
C2 C3 C4 C5 74.46(18) . . . . ?
C3 C4 C5 C6 58.1(2) . . . . ?
C4 C5 C6 C7 -57.4(2) . . . . ?
C5 C6 C7 N1 51.95(19) . . . . ?
C5 C6 C7 C9 168.65(15) . . . . ?
C5 C6 C7 C8 -74.87(19) . . . . ?
C9 C7 N1 C10 45.04(17) . . . . ?
C6 C7 N1 C10 161.45(13) . . . . ?
C8 C7 N1 C10 -75.28(17) . . . . ?
C9 C7 N1 C3 -167.41(13) . . . . ?
C6 C7 N1 C3 -51.01(17) . . . . ?
C8 C7 N1 C3 72.26(18) . . . . ?
C1 C3 N1 C10 -44.41(16) . . . . ?
C4 C3 N1 C10 -160.44(13) . . . . ?
C2 C3 N1 C10 75.59(16) . . . . ?
C1 C3 N1 C7 167.76(13) . . . . ?
C4 C3 N1 C7 51.73(18) . . . . ?
C2 C3 N1 C7 -72.24(18) . . . . ?
C7 N1 C10 C11 75.33(17) . . . . ?
C3 N1 C10 C11 -73.57(17) . . . . ?
C7 N1 C10 C15 -106.73(15) . . . . ?
C3 N1 C10 C15 104.37(15) . . . . ?
C15 C10 C11 C12 -0.4(2) . . . . ?
N1 C10 C11 C12 177.56(14) . . . . ?
C10 C11 C12 C13 -0.8(2) . . . . ?
C11 C12 C13 C14 1.1(2) . . . . ?
C12 C13 C14 C15 -0.3(2) . . . . ?
C13 C14 C15 C10 -0.9(2) . . . . ?
C13 C14 C15 B1 179.66(13) . . . . ?
C11 C10 C15 C14 1.16(19) . . . . ?
N1 C10 C15 C14 -176.79(12) . . . . ?
C11 C10 C15 B1 -179.39(13) . . . . ?
N1 C10 C15 B1 2.7(2) . . . . ?
C14 C15 B1 C16 -59.14(16) . . . . ?
C10 C15 B1 C16 121.42(14) . . . . ?
C14 C15 B1 Cl1 58.61(14) . . . . ?
C10 C15 B1 Cl1 -120.83(13) . . . . ?
C15 B1 C16 C21 -175.49(12) . . . . ?
Cl1 B1 C16 C21 67.44(14) . . . . ?
C15 B1 C16 C17 -0.27(18) . . . . ?
Cl1 B1 C16 C17 -117.35(12) . . . . ?
C21 C16 C17 C18 -1.1(2) . . . . ?
B1 C16 C17 C18 -176.71(14) . . . . ?
C16 C17 C18 C19 0.3(2) . . . . ?
C17 C18 C19 C20 0.6(2) . . . . ?
C18 C19 C20 C21 -0.6(2) . . . . ?
C19 C20 C21 C16 -0.3(2) . . . . ?
C19 C20 C21 N2 177.61(14) . . . . ?
C17 C16 C21 C20 1.1(2) . . . . ?
B1 C16 C21 C20 176.69(13) . . . . ?
C17 C16 C21 N2 -176.84(12) . . . . ?
B1 C16 C21 N2 -1.28(19) . . . . ?
C20 C21 N2 C28 63.08(16) . . . . ?
C16 C21 N2 C28 -118.85(13) . . . . ?
C20 C21 N2 C24 -73.59(16) . . . . ?
C16 C21 N2 C24 104.48(13) . . . . ?
C21 N2 C24 C22 -27.29(15) . . . . ?
C28 N2 C24 C22 -163.23(11) . . . . ?
C21 N2 C24 C25 93.46(13) . . . . ?
C28 N2 C24 C25 -42.48(15) . . . . ?
C21 N2 C24 C23 -144.21(12) . . . . ?
C28 N2 C24 C23 79.85(14) . . . . ?
C22 C24 C25 C26 171.37(12) . . . . ?
C23 C24 C25 C26 -68.66(16) . . . . ?
N2 C24 C25 C26 51.30(16) . . . . ?
C24 C25 C26 C27 -59.49(16) . . . . ?
C25 C26 C27 C28 57.76(16) . . . . ?
C26 C27 C28 C29 -169.36(12) . . . . ?
C26 C27 C28 C30 70.99(16) . . . . ?
C26 C27 C28 N2 -49.01(16) . . . . ?
C21 N2 C28 C29 27.79(15) . . . . ?
C24 N2 C28 C29 162.75(11) . . . . ?
C21 N2 C28 C30 144.65(11) . . . . ?
C24 N2 C28 C30 -80.39(13) . . . . ?
C21 N2 C28 C27 -93.20(13) . . . . ?
C24 N2 C28 C27 41.76(15) . . . . ?

_refine_diff_density_max         0.241
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.042

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 -0.009 0.500 224 45 ' '
2 0.500 -0.021 1.000 224 45 ' '
_platon_squeeze_details          
;
The heavily disordered guest molecules of benzene were squeezed out
;
####################################################################### 
# 
# 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_MA1030
_database_code_depnum_ccdc_archive 'CCDC 1429583'
_audit_update_record             
;
2015-10-06 deposited with the CCDC.
2015-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H44 B Cl N2'
_chemical_formula_sum            'C30 H44 B Cl N2'
_chemical_formula_weight         478.93

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      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'

_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'
'x+1/2, -y, -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, -y-1/2, z-1/2'

_cell_length_a                   23.1183(12)
_cell_length_b                   7.8422(4)
_cell_length_c                   15.1217(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2741.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9991
_cell_measurement_theta_min      2.7
_cell_measurement_theta_max      28.3

_exptl_crystal_description       plate
_exptl_crystal_colour            'Pale green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_F_000             1040
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.620
_exptl_crystal_size_mid          0.540
_exptl_crystal_size_min          0.260
_exptl_absorpt_coefficient_mu    0.160
_shelx_estimated_absorpt_T_min   0.907
_shelx_estimated_absorpt_T_max   0.960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.906
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_process_details   'SADABS-2014/6 (Bruker,2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Fine focused sealed X-Ray tube'
_diffrn_measurement_device_type  'Bruker APEX II CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28520
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.762
_diffrn_reflns_theta_max         28.260
_diffrn_reflns_theta_full        25.242
_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             3406
_reflns_number_gt                2900
_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       'SMART APEX II (Bruker, 2014)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A'
_computing_structure_solution    'SHELXS-2014/6 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2013)'
_computing_publication_material  SHELXTL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0572P)²+1.2166P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3406
_refine_ls_number_parameters     159
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0405
_refine_ls_wR_factor_ref         0.1129
_refine_ls_wR_factor_gt          0.1064
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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 0.7500 0.2500 0.17268(3) 0.04222(17) Uani 1 2 d S T P . .
B1 B 0.7500 0.2500 0.05596(12) 0.0214(4) Uani 1 2 d S T P . .
C1 C 0.71004(5) 0.37614(15) 0.00311(7) 0.0194(2) Uani 1 1 d . . . . .
C2 C 0.73324(5) 0.44178(18) -0.07592(8) 0.0268(3) Uani 1 1 d . . . . .
H2 H 0.7713 0.4092 -0.0926 0.032 Uiso 1 1 calc R U . . .
C3 C 0.70283(6) 0.55214(18) -0.13042(9) 0.0307(3) Uani 1 1 d . . . . .
H3 H 0.7204 0.5978 -0.1821 0.037 Uiso 1 1 calc R U . . .
C4 C 0.64658(6) 0.59475(17) -0.10842(9) 0.0295(3) Uani 1 1 d . . . . .
H4 H 0.6247 0.6673 -0.1461 0.035 Uiso 1 1 calc R U . . .
C5 C 0.62211(5) 0.53172(16) -0.03156(8) 0.0236(3) Uani 1 1 d . . . . .
H5 H 0.5833 0.5608 -0.0177 0.028 Uiso 1 1 calc R U . . .
C6 C 0.65307(5) 0.42627(14) 0.02628(7) 0.0165(2) Uani 1 1 d . . . . .
N1 N 0.62822(4) 0.37228(12) 0.10840(6) 0.0161(2) Uani 1 1 d . . . . .
C7 C 0.61585(7) 0.08437(17) 0.04619(9) 0.0330(3) Uani 1 1 d . . . . .
H7A H 0.6171 0.1266 -0.0148 0.050 Uiso 1 1 calc R U . . .
H7B H 0.5922 -0.0192 0.0487 0.050 Uiso 1 1 calc R U . . .
H7C H 0.6552 0.0583 0.0661 0.050 Uiso 1 1 calc R U . . .
C8 C 0.52763(6) 0.2569(2) 0.07127(10) 0.0366(3) Uani 1 1 d . . . . .
H8A H 0.5072 0.3323 0.1125 0.055 Uiso 1 1 calc R U . . .
H8B H 0.5065 0.1492 0.0658 0.055 Uiso 1 1 calc R U . . .
H8C H 0.5301 0.3119 0.0132 0.055 Uiso 1 1 calc R U . . .
C9 C 0.58933(5) 0.22130(15) 0.10649(8) 0.0224(2) Uani 1 1 d . . . . .
C10 C 0.58639(6) 0.14751(17) 0.20056(9) 0.0292(3) Uani 1 1 d . . . . .
H10A H 0.5560 0.0586 0.2024 0.035 Uiso 1 1 calc R U . . .
H10B H 0.6238 0.0919 0.2143 0.035 Uiso 1 1 calc R U . . .
C11 C 0.57355(6) 0.27980(18) 0.27154(9) 0.0305(3) Uani 1 1 d . . . . .
H11A H 0.5343 0.3271 0.2626 0.037 Uiso 1 1 calc R U . . .
H11B H 0.5748 0.2255 0.3306 0.037 Uiso 1 1 calc R U . . .
C12 C 0.61793(5) 0.42214(17) 0.26688(8) 0.0257(3) Uani 1 1 d . . . . .
H12A H 0.6567 0.3749 0.2802 0.031 Uiso 1 1 calc R U . . .
H12B H 0.6088 0.5085 0.3125 0.031 Uiso 1 1 calc R U . . .
C13 C 0.61948(5) 0.50895(15) 0.17576(8) 0.0200(2) Uani 1 1 d . . . . .
C14 C 0.67120(6) 0.63149(17) 0.17308(9) 0.0302(3) Uani 1 1 d . . . . .
H14A H 0.7072 0.5663 0.1778 0.045 Uiso 1 1 calc R U . . .
H14B H 0.6685 0.7118 0.2226 0.045 Uiso 1 1 calc R U . . .
H14C H 0.6709 0.6947 0.1172 0.045 Uiso 1 1 calc R U . . .
C15 C 0.56467(6) 0.62015(18) 0.16518(10) 0.0316(3) Uani 1 1 d . . . . .
H15A H 0.5651 0.6755 0.1071 0.047 Uiso 1 1 calc R U . . .
H15B H 0.5639 0.7073 0.2116 0.047 Uiso 1 1 calc R U . . .
H15C H 0.5302 0.5481 0.1702 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 1.7651(19) . ?
B1 C1 1.5719(14) . ?
B1 C1 1.5719(14) 2_655 ?
C1 C2 1.4074(16) . ?
C1 C6 1.4183(15) . ?
C2 C3 1.3866(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.3832(19) . ?
C3 H3 0.9500 . ?
C4 C5 1.3840(17) . ?
C4 H4 0.9500 . ?
C5 C6 1.4004(15) . ?
C5 H5 0.9500 . ?
C6 N1 1.4323(14) . ?
N1 C9 1.4869(14) . ?
N1 C13 1.4924(14) . ?
C7 C9 1.5363(18) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.5480(18) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.5372(17) . ?
C10 C11 1.5220(19) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.5177(18) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.5373(17) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.5346(17) . ?
C13 C15 1.5464(17) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 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
C1 B1 C1 118.88(14) . 2_655 ?
C1 B1 Cl1 120.56(7) . . ?
C1 B1 Cl1 120.56(7) 2_655 . ?
C2 C1 C6 117.53(10) . . ?
C2 C1 B1 115.97(10) . . ?
C6 C1 B1 126.48(10) . . ?
C3 C2 C1 122.66(11) . . ?
C3 C2 H2 118.7 . . ?
C1 C2 H2 118.7 . . ?
C4 C3 C2 118.98(12) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 120.00(12) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 121.77(11) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C1 118.95(10) . . ?
C5 C6 N1 120.73(10) . . ?
C1 C6 N1 120.31(9) . . ?
C6 N1 C9 117.46(9) . . ?
C6 N1 C13 115.71(9) . . ?
C9 N1 C13 120.21(9) . . ?
C9 C7 H7A 109.5 . . ?
C9 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C9 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C9 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C7 109.08(10) . . ?
N1 C9 C10 107.97(10) . . ?
C7 C9 C10 107.69(10) . . ?
N1 C9 C8 114.84(10) . . ?
C7 C9 C8 106.83(11) . . ?
C10 C9 C8 110.21(11) . . ?
C11 C10 C9 113.87(10) . . ?
C11 C10 H10A 108.8 . . ?
C9 C10 H10A 108.8 . . ?
C11 C10 H10B 108.8 . . ?
C9 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C12 C11 C10 109.68(10) . . ?
C12 C11 H11A 109.7 . . ?
C10 C11 H11A 109.7 . . ?
C12 C11 H11B 109.7 . . ?
C10 C11 H11B 109.7 . . ?
H11A C11 H11B 108.2 . . ?
C11 C12 C13 112.53(10) . . ?
C11 C12 H12A 109.1 . . ?
C13 C12 H12A 109.1 . . ?
C11 C12 H12B 109.1 . . ?
C13 C12 H12B 109.1 . . ?
H12A C12 H12B 107.8 . . ?
N1 C13 C14 109.04(9) . . ?
N1 C13 C12 107.27(9) . . ?
C14 C13 C12 108.61(10) . . ?
N1 C13 C15 116.44(10) . . ?
C14 C13 C15 106.41(10) . . ?
C12 C13 C15 108.87(10) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 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
C1 B1 C1 C2 -35.98(9) 2_655 . . . ?
Cl1 B1 C1 C2 144.02(9) . . . . ?
C1 B1 C1 C6 142.51(13) 2_655 . . . ?
Cl1 B1 C1 C6 -37.49(13) . . . . ?
C6 C1 C2 C3 0.26(19) . . . . ?
B1 C1 C2 C3 178.89(12) . . . . ?
C1 C2 C3 C4 -2.6(2) . . . . ?
C2 C3 C4 C5 2.0(2) . . . . ?
C3 C4 C5 C6 0.8(2) . . . . ?
C4 C5 C6 C1 -3.16(18) . . . . ?
C4 C5 C6 N1 175.63(12) . . . . ?
C2 C1 C6 C5 2.55(17) . . . . ?
B1 C1 C6 C5 -175.91(10) . . . . ?
C2 C1 C6 N1 -176.24(11) . . . . ?
B1 C1 C6 N1 5.29(17) . . . . ?
C5 C6 N1 C9 83.48(13) . . . . ?
C1 C6 N1 C9 -97.74(12) . . . . ?
C5 C6 N1 C13 -68.11(14) . . . . ?
C1 C6 N1 C13 110.67(12) . . . . ?
C6 N1 C9 C7 42.46(13) . . . . ?
C13 N1 C9 C7 -167.28(10) . . . . ?
C6 N1 C9 C10 159.21(10) . . . . ?
C13 N1 C9 C10 -50.53(13) . . . . ?
C6 N1 C9 C8 -77.39(13) . . . . ?
C13 N1 C9 C8 72.87(14) . . . . ?
N1 C9 C10 C11 49.63(14) . . . . ?
C7 C9 C10 C11 167.29(11) . . . . ?
C8 C9 C10 C11 -76.53(14) . . . . ?
C9 C10 C11 C12 -55.64(15) . . . . ?
C10 C11 C12 C13 57.78(14) . . . . ?
C6 N1 C13 C14 -38.99(13) . . . . ?
C9 N1 C13 C14 170.26(10) . . . . ?
C6 N1 C13 C12 -156.43(9) . . . . ?
C9 N1 C13 C12 52.82(12) . . . . ?
C6 N1 C13 C15 81.38(12) . . . . ?
C9 N1 C13 C15 -69.38(13) . . . . ?
C11 C12 C13 N1 -53.98(13) . . . . ?
C11 C12 C13 C14 -171.70(10) . . . . ?
C11 C12 C13 C15 72.82(13) . . . . ?

_refine_diff_density_max         0.362
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.043

_shelxl_version_number           2014/6

