# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2018


data_7
 
_audit_creation_method            'SHELXL-2014/7'
_shelx_SHELXL_version_number      '2014/7'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C33 H26 B2 Cl2 N2' 
_chemical_formula_weight          543.08

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'B'  'B'   0.0013   0.0007
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cl'  'Cl'   0.1484   0.1585
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       orthorhombic
_space_group_IT_number            19
_space_group_name_H-M_alt         'P 21 21 21'
_space_group_name_Hall            'P 2ac 2ab'
 
_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, z+1/2'
 '-x, y+1/2, -z+1/2'
 'x+1/2, -y+1/2, -z'
 
_cell_length_a                    7.742(2)
_cell_length_b                    14.293(5)
_cell_length_c                    25.540(7)
_cell_angle_alpha                 90
_cell_angle_beta                  90
_cell_angle_gamma                 90
_cell_volume                      2826.3(15)
_cell_formula_units_Z             4
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     797
_cell_measurement_theta_min       2.148
_cell_measurement_theta_max       22.981
 
_exptl_crystal_description        block
_exptl_crystal_colour             colorless
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.276          
_exptl_crystal_F_000              1128
_exptl_transmission_factor_min    0.864
_exptl_transmission_factor_max    0.864
_exptl_crystal_size_max           0.220
_exptl_crystal_size_mid           0.200
_exptl_crystal_size_min           0.180
_exptl_absorpt_coefficient_mu     0.255
_shelx_estimated_absorpt_T_min    0.946
_shelx_estimated_absorpt_T_max    0.955
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    sadabs
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       293(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    ?
_diffrn_measurement_device_type   CCD
_diffrn_measurement_method        ?
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             9454
_diffrn_reflns_av_unetI/netI      0.1166
_diffrn_reflns_av_R_equivalents   0.0752
_diffrn_reflns_limit_h_min        -8
_diffrn_reflns_limit_h_max        9
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_k_max        16
_diffrn_reflns_limit_l_min        -30
_diffrn_reflns_limit_l_max        29
_diffrn_reflns_theta_min          2.139
_diffrn_reflns_theta_max          24.994
_diffrn_reflns_theta_full         24.994
_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   0.992
_diffrn_reflns_point_group_measured_fraction_full  0.992
_reflns_number_total              4933
_reflns_number_gt                 2165
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.735
_reflns_Friedel_fraction_max      0.983
_reflns_Friedel_fraction_full     0.983
 
_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        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     ?
_computing_structure_refinement 'SHELXL-2014/7 (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)+(0.1833P)²] 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_abs_structure_details
;
 Flack x determined using 527 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack    0.28(12)
_chemical_absolute_configuration  ?
_refine_ls_number_reflns          4933
_refine_ls_number_parameters      359
_refine_ls_number_restraints      61
_refine_ls_R_factor_all           0.1952
_refine_ls_R_factor_gt            0.0954
_refine_ls_wR_factor_ref          0.3313
_refine_ls_wR_factor_gt           0.2520
_refine_ls_goodness_of_fit_ref    0.931
_refine_ls_restrained_S_all       0.933
_refine_ls_shift/su_max           0.004
_refine_ls_shift/su_mean          0.001
 
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
B1 B 0.5771(14) 0.4969(7) 0.6119(4) 0.050(3) Uani 1 1 d . . . . .
B2 B 0.5742(15) 0.4352(8) 0.3922(4) 0.055(3) Uani 1 1 d . . . . .
C1 C 0.7143(12) 0.4504(6) 0.6471(3) 0.051(2) Uani 1 1 d . . . . .
C2 C 0.7179(13) 0.4622(7) 0.7015(3) 0.054(2) Uani 1 1 d . . . . .
H2 H 0.6387 0.5026 0.7169 0.064 Uiso 1 1 calc R U . . .
C3 C 0.8317(15) 0.4171(7) 0.7324(4) 0.065(3) Uani 1 1 d . . . . .
H3 H 0.8292 0.4244 0.7686 0.078 Uiso 1 1 calc R U . . .
C4 C 0.9552(16) 0.3585(7) 0.7082(4) 0.068(3) Uani 1 1 d . . . . .
H4 H 1.0382 0.3290 0.7287 0.082 Uiso 1 1 calc R U . . .
C5 C 0.9554(13) 0.3442(7) 0.6560(4) 0.060(3) Uani 1 1 d . . . . .
H5 H 1.0363 0.3035 0.6416 0.072 Uiso 1 1 calc R U . . .
C6 C 0.8370(12) 0.3889(6) 0.6226(3) 0.046(2) Uani 1 1 d . . . . .
C7 C 0.8368(11) 0.3763(6) 0.5666(3) 0.045(2) Uani 1 1 d . . . . .
C8 C 0.7048(10) 0.4185(6) 0.5339(3) 0.046(2) Uani 1 1 d D . . . .
C9 C 0.7040(10) 0.4002(6) 0.4788(3) 0.046(2) Uani 1 1 d D . . . .
C10 C 0.8354(11) 0.3472(6) 0.4554(3) 0.045(2) Uani 1 1 d . . . . .
C11 C 0.9653(12) 0.3111(6) 0.4884(4) 0.055(2) Uani 1 1 d . . . . .
H11 H 1.0538 0.2763 0.4733 0.066 Uiso 1 1 calc R U . . .
C12 C 0.9680(12) 0.3243(7) 0.5408(4) 0.053(2) Uani 1 1 d . . . . .
H12 H 1.0577 0.2988 0.5604 0.064 Uiso 1 1 calc R U . . .
C13 C 0.8376(13) 0.3294(6) 0.3989(3) 0.051(2) Uani 1 1 d . . . . .
C14 C 0.7140(11) 0.3776(6) 0.3676(3) 0.044(2) Uani 1 1 d . . . . .
C15 C 0.7229(13) 0.3629(7) 0.3122(4) 0.057(3) Uani 1 1 d . . . . .
H15 H 0.6442 0.3938 0.2908 0.069 Uiso 1 1 calc R U . . .
C16 C 0.8424(15) 0.3052(7) 0.2893(4) 0.064(3) Uani 1 1 d . . . . .
H16 H 0.8459 0.2978 0.2532 0.077 Uiso 1 1 calc R U . . .
C17 C 0.9585(15) 0.2579(7) 0.3214(4) 0.069(3) Uani 1 1 d . . . . .
H17 H 1.0379 0.2170 0.3066 0.083 Uiso 1 1 calc R U . . .
C18 C 0.9575(13) 0.2708(7) 0.3745(4) 0.061(3) Uani 1 1 d . . . . .
H18 H 1.0388 0.2398 0.3949 0.073 Uiso 1 1 calc R U . . .
C19A C 0.4680(19) 0.5279(11) 0.5207(4) 0.076(5) Uani 0.77(2) 1 d D U P A 1
H19A H 0.3676 0.5516 0.5392 0.091 Uiso 0.77(2) 1 calc R U P A 1
H19B H 0.5297 0.5805 0.5058 0.091 Uiso 0.77(2) 1 calc R U P A 1
C20A C 0.4132(13) 0.4621(12) 0.4785(4) 0.071(5) Uani 0.77(2) 1 d D U P A 1
H20A H 0.3290 0.4919 0.4558 0.085 Uiso 0.77(2) 1 calc R U P A 1
H20B H 0.3614 0.4065 0.4935 0.085 Uiso 0.77(2) 1 calc R U P A 1
C19B C 0.417(2) 0.483(3) 0.5265(6) 0.073(6) Uani 0.23(2) 1 d D U P A 2
H19C H 0.3386 0.5270 0.5423 0.088 Uiso 0.23(2) 1 calc R U P A 2
H19D H 0.3608 0.4221 0.5243 0.088 Uiso 0.23(2) 1 calc R U P A 2
C20B C 0.474(4) 0.516(2) 0.4725(5) 0.074(6) Uani 0.23(2) 1 d D U P A 2
H20C H 0.5463 0.5706 0.4754 0.089 Uiso 0.23(2) 1 calc R U P A 2
H20D H 0.3736 0.5312 0.4514 0.089 Uiso 0.23(2) 1 calc R U P A 2
C21 C 0.4353(9) 0.5676(5) 0.6339(3) 0.061(3) Uani 1 1 d G . . . .
C22 C 0.2870(10) 0.5291(4) 0.6558(3) 0.104(5) Uani 1 1 d G . . . .
H22 H 0.2722 0.4646 0.6563 0.125 Uiso 1 1 calc R U . . .
C23 C 0.1608(9) 0.5872(7) 0.6768(4) 0.128(6) Uani 1 1 d G . . . .
H23 H 0.0616 0.5615 0.6914 0.154 Uiso 1 1 calc R U . . .
C24 C 0.1829(11) 0.6837(6) 0.6760(4) 0.097(4) Uani 1 1 d G . . . .
H24 H 0.0984 0.7226 0.6900 0.117 Uiso 1 1 calc R U . . .
C25 C 0.3312(12) 0.7221(4) 0.6541(4) 0.120(6) Uani 1 1 d G . . . .
H25 H 0.3460 0.7867 0.6536 0.144 Uiso 1 1 calc R U . . .
C26 C 0.4574(9) 0.6641(5) 0.6331(4) 0.117(5) Uani 1 1 d G . . . .
H26 H 0.5567 0.6898 0.6185 0.140 Uiso 1 1 calc R U . . .
C27 C 0.4278(13) 0.4879(7) 0.3618(3) 0.057(3) Uani 1 1 d . . . . .
C28 C 0.3045(15) 0.4423(9) 0.3322(5) 0.083(4) Uani 1 1 d . . . . .
H28 H 0.3077 0.3774 0.3303 0.100 Uiso 1 1 calc R U . . .
C29 C 0.1772(18) 0.4893(12) 0.3055(5) 0.104(5) Uani 1 1 d . . . . .
H29 H 0.0953 0.4558 0.2865 0.125 Uiso 1 1 calc R U . . .
C30 C 0.1700(17) 0.5847(10) 0.3064(5) 0.089(4) Uani 1 1 d . . . . .
H30 H 0.0843 0.6164 0.2880 0.106 Uiso 1 1 calc R U . . .
C31 C 0.2880(17) 0.6323(9) 0.3342(5) 0.085(4) Uani 1 1 d . . . . .
H31 H 0.2850 0.6973 0.3347 0.102 Uiso 1 1 calc R U . . .
C32 C 0.4162(14) 0.5845(8) 0.3626(4) 0.070(3) Uani 1 1 d . . . . .
H32 H 0.4949 0.6186 0.3824 0.084 Uiso 1 1 calc R U . . .
C33 C 1.002(2) 0.6295(11) 0.5303(5) 0.149(7) Uani 1 1 d D . . . .
H33A H 0.9721 0.5740 0.5502 0.179 Uiso 1 1 calc R U . . .
H33B H 1.1159 0.6499 0.5414 0.179 Uiso 1 1 calc R U . . .
Cl1 Cl 0.8550(10) 0.7161(5) 0.5429(3) 0.213(3) Uani 1 1 d D . . . .
Cl2 Cl 1.0063(9) 0.6024(5) 0.4634(3) 0.197(3) Uani 1 1 d D . . . .
N1 N 0.5827(10) 0.4757(5) 0.5577(3) 0.055(2) Uani 1 1 d D . . . .
N2 N 0.5718(9) 0.4369(6) 0.4481(3) 0.057(2) Uani 1 1 d 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
B1 N1 1.418(12) . ?
B1 C1 1.543(14) . ?
B1 C21 1.594(11) . ?
B2 N2 1.428(12) . ?
B2 C14 1.498(14) . ?
B2 C27 1.566(15) . ?
C1 C2 1.400(11) . ?
C1 C6 1.437(12) . ?
C2 C3 1.346(14) . ?
C2 H2 0.9300 . ?
C3 C4 1.414(15) . ?
C3 H3 0.9300 . ?
C4 C5 1.348(12) . ?
C4 H4 0.9300 . ?
C5 C6 1.405(12) . ?
C5 H5 0.9300 . ?
C6 C7 1.443(11) . ?
C7 C12 1.420(12) . ?
C7 C8 1.451(11) . ?
C8 N1 1.391(10) . ?
C8 C9 1.431(11) . ?
C9 N2 1.392(10) . ?
C9 C10 1.402(11) . ?
C10 C11 1.411(12) . ?
C10 C13 1.464(11) . ?
C11 C12 1.351(12) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C18 1.397(13) . ?
C13 C14 1.424(12) . ?
C14 C15 1.434(12) . ?
C15 C16 1.369(13) . ?
C15 H15 0.9300 . ?
C16 C17 1.391(14) . ?
C16 H16 0.9300 . ?
C17 C18 1.369(13) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19A C20A 1.492(18) . ?
C19A N1 1.495(11) . ?
C19A H19A 0.9700 . ?
C19A H19B 0.9700 . ?
C20A N2 1.497(11) . ?
C20A H20A 0.9700 . ?
C20A H20B 0.9700 . ?
C19B N1 1.510(13) . ?
C19B C20B 1.52(3) . ?
C19B H19C 0.9700 . ?
C19B H19D 0.9700 . ?
C20B N2 1.494(13) . ?
C20B H20C 0.9700 . ?
C20B H20D 0.9700 . ?
C21 C22 1.3900 . ?
C21 C26 1.3900 . ?
C22 C23 1.3900 . ?
C22 H22 0.9300 . ?
C23 C24 1.3900 . ?
C23 H23 0.9300 . ?
C24 C25 1.3900 . ?
C24 H24 0.9300 . ?
C25 C26 1.3900 . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C28 1.382(14) . ?
C27 C32 1.383(14) . ?
C28 C29 1.374(16) . ?
C28 H28 0.9300 . ?
C29 C30 1.365(18) . ?
C29 H29 0.9300 . ?
C30 C31 1.342(16) . ?
C30 H30 0.9300 . ?
C31 C32 1.406(15) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 Cl1 1.712(11) . ?
C33 Cl2 1.753(12) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
 
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 B1 C1 117.2(8) . . ?
N1 B1 C21 120.0(8) . . ?
C1 B1 C21 122.8(8) . . ?
N2 B2 C14 115.9(9) . . ?
N2 B2 C27 118.6(9) . . ?
C14 B2 C27 125.5(9) . . ?
C2 C1 C6 119.5(8) . . ?
C2 C1 B1 122.7(9) . . ?
C6 C1 B1 117.7(8) . . ?
C3 C2 C1 122.5(9) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C2 C3 C4 118.0(9) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 H3 121.0 . . ?
C5 C4 C3 121.5(10) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 122.0(9) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C5 C6 C1 116.4(8) . . ?
C5 C6 C7 123.0(8) . . ?
C1 C6 C7 120.5(8) . . ?
C12 C7 C6 121.7(8) . . ?
C12 C7 C8 117.0(8) . . ?
C6 C7 C8 121.3(8) . . ?
N1 C8 C9 122.3(6) . . ?
N1 C8 C7 118.1(7) . . ?
C9 C8 C7 119.5(6) . . ?
N2 C9 C10 119.8(7) . . ?
N2 C9 C8 119.2(6) . . ?
C10 C9 C8 121.0(7) . . ?
C11 C10 C9 117.4(8) . . ?
C11 C10 C13 121.1(8) . . ?
C9 C10 C13 121.5(8) . . ?
C12 C11 C10 123.5(9) . . ?
C12 C11 H11 118.2 . . ?
C10 C11 H11 118.2 . . ?
C11 C12 C7 121.4(9) . . ?
C11 C12 H12 119.3 . . ?
C7 C12 H12 119.3 . . ?
C18 C13 C14 119.1(8) . . ?
C18 C13 C10 123.4(9) . . ?
C14 C13 C10 117.4(8) . . ?
C13 C14 C15 116.8(8) . . ?
C13 C14 B2 121.1(8) . . ?
C15 C14 B2 122.0(9) . . ?
C16 C15 C14 122.8(10) . . ?
C16 C15 H15 118.6 . . ?
C14 C15 H15 118.6 . . ?
C15 C16 C17 118.6(9) . . ?
C15 C16 H16 120.7 . . ?
C17 C16 H16 120.7 . . ?
C18 C17 C16 121.0(10) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C13 121.8(9) . . ?
C17 C18 H18 119.1 . . ?
C13 C18 H18 119.1 . . ?
C20A C19A N1 108.1(9) . . ?
C20A C19A H19A 110.1 . . ?
N1 C19A H19A 110.1 . . ?
C20A C19A H19B 110.1 . . ?
N1 C19A H19B 110.1 . . ?
H19A C19A H19B 108.4 . . ?
C19A C20A N2 107.1(10) . . ?
C19A C20A H20A 110.3 . . ?
N2 C20A H20A 110.3 . . ?
C19A C20A H20B 110.3 . . ?
N2 C20A H20B 110.3 . . ?
H20A C20A H20B 108.6 . . ?
N1 C19B C20B 104.9(15) . . ?
N1 C19B H19C 110.8 . . ?
C20B C19B H19C 110.8 . . ?
N1 C19B H19D 110.8 . . ?
C20B C19B H19D 110.8 . . ?
H19C C19B H19D 108.9 . . ?
C19B C20B N2 106.9(15) . . ?
C19B C20B H20C 110.4 . . ?
N2 C20B H20C 110.4 . . ?
C19B C20B H20D 110.3 . . ?
N2 C20B H20D 110.3 . . ?
H20C C20B H20D 108.6 . . ?
C22 C21 C26 120.0 . . ?
C22 C21 B1 117.4(6) . . ?
C26 C21 B1 122.6(6) . . ?
C23 C22 C21 120.0 . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C25 C24 C23 120.0 . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C26 C25 C24 120.0 . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C21 120.0 . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?
C28 C27 C32 115.7(10) . . ?
C28 C27 B2 123.0(10) . . ?
C32 C27 B2 121.3(9) . . ?
C27 C28 C29 122.5(12) . . ?
C27 C28 H28 118.7 . . ?
C29 C28 H28 118.7 . . ?
C30 C29 C28 120.6(13) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C31 C30 C29 119.2(12) . . ?
C31 C30 H30 120.4 . . ?
C29 C30 H30 120.4 . . ?
C30 C31 C32 120.5(12) . . ?
C30 C31 H31 119.8 . . ?
C32 C31 H31 119.8 . . ?
C27 C32 C31 121.5(11) . . ?
C27 C32 H32 119.2 . . ?
C31 C32 H32 119.2 . . ?
Cl1 C33 Cl2 110.8(10) . . ?
Cl1 C33 H33A 109.5 . . ?
Cl2 C33 H33A 109.5 . . ?
Cl1 C33 H33B 109.5 . . ?
Cl2 C33 H33B 109.5 . . ?
H33A C33 H33B 108.1 . . ?
C8 N1 B1 125.0(7) . . ?
C8 N1 C19B 112.5(9) . . ?
B1 N1 C19B 118.4(8) . . ?
C8 N1 C19A 114.9(6) . . ?
B1 N1 C19A 119.5(7) . . ?
C9 N2 B2 123.2(8) . . ?
C9 N2 C20A 113.7(6) . . ?
B2 N2 C20A 122.2(8) . . ?
C9 N2 C20B 115.0(9) . . ?
B2 N2 C20B 115.8(8) . . ?
 
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 B1 C1 C2 -177.0(9) . . . . ?
C21 B1 C1 C2 4.1(14) . . . . ?
N1 B1 C1 C6 -0.2(13) . . . . ?
C21 B1 C1 C6 -179.1(8) . . . . ?
C6 C1 C2 C3 -0.7(15) . . . . ?
B1 C1 C2 C3 176.1(10) . . . . ?
C1 C2 C3 C4 2.2(16) . . . . ?
C2 C3 C4 C5 -2.9(17) . . . . ?
C3 C4 C5 C6 2.1(17) . . . . ?
C4 C5 C6 C1 -0.5(15) . . . . ?
C4 C5 C6 C7 178.7(10) . . . . ?
C2 C1 C6 C5 -0.2(13) . . . . ?
B1 C1 C6 C5 -177.2(8) . . . . ?
C2 C1 C6 C7 -179.5(8) . . . . ?
B1 C1 C6 C7 3.6(12) . . . . ?
C5 C6 C7 C12 -6.2(13) . . . . ?
C1 C6 C7 C12 173.0(8) . . . . ?
C5 C6 C7 C8 175.6(9) . . . . ?
C1 C6 C7 C8 -5.3(12) . . . . ?
C12 C7 C8 N1 -175.1(8) . . . . ?
C6 C7 C8 N1 3.2(12) . . . . ?
C12 C7 C8 C9 4.9(11) . . . . ?
C6 C7 C8 C9 -176.8(8) . . . . ?
N1 C8 C9 N2 -3.4(13) . . . . ?
C7 C8 C9 N2 176.6(8) . . . . ?
N1 C8 C9 C10 175.8(8) . . . . ?
C7 C8 C9 C10 -4.2(12) . . . . ?
N2 C9 C10 C11 -179.5(8) . . . . ?
C8 C9 C10 C11 1.4(12) . . . . ?
N2 C9 C10 C13 0.2(13) . . . . ?
C8 C9 C10 C13 -179.0(8) . . . . ?
C9 C10 C11 C12 0.6(14) . . . . ?
C13 C10 C11 C12 -179.0(9) . . . . ?
C10 C11 C12 C7 0.3(15) . . . . ?
C6 C7 C12 C11 178.7(9) . . . . ?
C8 C7 C12 C11 -3.0(13) . . . . ?
C11 C10 C13 C18 5.1(14) . . . . ?
C9 C10 C13 C18 -174.5(9) . . . . ?
C11 C10 C13 C14 -172.6(8) . . . . ?
C9 C10 C13 C14 7.8(12) . . . . ?
C18 C13 C14 C15 -0.7(13) . . . . ?
C10 C13 C14 C15 177.2(8) . . . . ?
C18 C13 C14 B2 175.2(9) . . . . ?
C10 C13 C14 B2 -7.0(12) . . . . ?
N2 B2 C14 C13 -1.2(13) . . . . ?
C27 B2 C14 C13 -177.6(9) . . . . ?
N2 B2 C14 C15 174.4(8) . . . . ?
C27 B2 C14 C15 -2.0(14) . . . . ?
C13 C14 C15 C16 0.4(13) . . . . ?
B2 C14 C15 C16 -175.3(9) . . . . ?
C14 C15 C16 C17 0.9(15) . . . . ?
C15 C16 C17 C18 -2.1(16) . . . . ?
C16 C17 C18 C13 1.9(16) . . . . ?
C14 C13 C18 C17 -0.5(15) . . . . ?
C10 C13 C18 C17 -178.2(9) . . . . ?
N1 C19A C20A N2 -65.9(15) . . . . ?
N1 C19B C20B N2 69(3) . . . . ?
N1 B1 C21 C22 97.7(10) . . . . ?
C1 B1 C21 C22 -83.5(10) . . . . ?
N1 B1 C21 C26 -84.0(10) . . . . ?
C1 B1 C21 C26 94.9(10) . . . . ?
C26 C21 C22 C23 0.0 . . . . ?
B1 C21 C22 C23 178.4(7) . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
C22 C23 C24 C25 0.0 . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C24 C25 C26 C21 0.0 . . . . ?
C22 C21 C26 C25 0.0 . . . . ?
B1 C21 C26 C25 -178.3(8) . . . . ?
N2 B2 C27 C28 -112.9(11) . . . . ?
C14 B2 C27 C28 63.5(14) . . . . ?
N2 B2 C27 C32 68.1(13) . . . . ?
C14 B2 C27 C32 -115.6(11) . . . . ?
C32 C27 C28 C29 -0.5(17) . . . . ?
B2 C27 C28 C29 -179.6(11) . . . . ?
C27 C28 C29 C30 1(2) . . . . ?
C28 C29 C30 C31 -1(2) . . . . ?
C29 C30 C31 C32 -1(2) . . . . ?
C28 C27 C32 C31 -1.0(15) . . . . ?
B2 C27 C32 C31 178.1(10) . . . . ?
C30 C31 C32 C27 1.7(18) . . . . ?
C9 C8 N1 B1 -179.6(9) . . . . ?
C7 C8 N1 B1 0.4(13) . . . . ?
C9 C8 N1 C19B 23.6(19) . . . . ?
C7 C8 N1 C19B -156.4(18) . . . . ?
C9 C8 N1 C19A -8.8(14) . . . . ?
C7 C8 N1 C19A 171.1(10) . . . . ?
C1 B1 N1 C8 -1.8(14) . . . . ?
C21 B1 N1 C8 177.1(8) . . . . ?
C1 B1 N1 C19B 154(2) . . . . ?
C21 B1 N1 C19B -27(2) . . . . ?
C1 B1 N1 C19A -172.2(11) . . . . ?
C21 B1 N1 C19A 6.7(15) . . . . ?
C20B C19B N1 C8 -55(2) . . . . ?
C20B C19B N1 B1 146.1(15) . . . . ?
C20A C19A N1 C8 43.6(15) . . . . ?
C20A C19A N1 B1 -145.1(11) . . . . ?
C10 C9 N2 B2 -9.4(13) . . . . ?
C8 C9 N2 B2 169.8(8) . . . . ?
C10 C9 N2 C20A 160.0(10) . . . . ?
C8 C9 N2 C20A -20.8(12) . . . . ?
C10 C9 N2 C20B -161.1(19) . . . . ?
C8 C9 N2 C20B 18(2) . . . . ?
C14 B2 N2 C9 9.7(13) . . . . ?
C27 B2 N2 C9 -173.6(9) . . . . ?
C14 B2 N2 C20A -158.8(10) . . . . ?
C27 B2 N2 C20A 17.9(14) . . . . ?
C14 B2 N2 C20B 161(2) . . . . ?
C27 B2 N2 C20B -22(2) . . . . ?
C19A C20A N2 C9 55.4(14) . . . . ?
C19A C20A N2 B2 -135.1(10) . . . . ?
C19B C20B N2 C9 -52(3) . . . . ?
C19B C20B N2 B2 154.7(16) . . . . ?
 
_refine_diff_density_max    0.338
_refine_diff_density_min   -0.432
_refine_diff_density_rms    0.063



