#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/36/1503602.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1503602
loop_
_publ_author_name
'Hayashi, Yosuke'
'Obata, Naoki'
'Tamaru, Masatomo'
'Yamaguchi, Shigeru'
'Matsuo, Yutaka'
'Saeki, Akinori'
'Seki, Shu'
'Kureishi, Yuka'
'Saito, Shohei'
'Yamaguchi, Shigehiro'
'Shinokubo, Hiroshi'
_publ_section_title
;
 Facile Synthesis of Biphenyl-Fused BODIPY and Its Property.
;
_journal_issue                   3
_journal_name_full               'Organic letters'
_journal_page_first              866
_journal_page_last               869
_journal_paper_doi               10.1021/ol2033916
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C21.75 H15 B0.5 Cl2 F N'
_chemical_formula_weight         385.65
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                112.753(2)
_cell_angle_beta                 97.302(2)
_cell_angle_gamma                92.737(2)
_cell_formula_units_Z            4
_cell_length_a                   10.2548(11)
_cell_length_b                   13.2868(15)
_cell_length_c                   14.5076(16)
_cell_measurement_temperature    153(2)
_cell_volume                     1797.9(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_sigmaI/netI    0.0290
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19430
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.54
_exptl_absorpt_coefficient_mu    0.376
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.189
_refine_diff_density_min         -0.859
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     490
_refine_ls_number_reflns         6346
_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0974
_refine_ls_R_factor_gt           0.0895
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0778P)²+5.5437P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2053
_refine_ls_wR_factor_ref         0.2109
_reflns_number_gt                5781
_reflns_number_total             6346
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol2033916_si_001.cif
_cod_data_source_block           01113yh
_cod_original_formula_sum        'C21.75 H15 B0.50 Cl2 F N'
_cod_database_code               1503602
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
B1 B 0.3658(4) 0.7320(3) 0.3862(3) 0.0186(8) Uani 1 1 d .
C1 C 0.1320(3) 0.8129(3) 0.3975(3) 0.0192(7) Uani 1 1 d .
C2 C 0.0882(3) 0.7965(3) 0.4823(3) 0.0207(7) Uani 1 1 d .
C3 C 0.1641(4) 0.7547(3) 0.5444(3) 0.0250(8) Uani 1 1 d .
H3 H 0.2495 0.7348 0.5308 0.030 Uiso 1 1 calc R
C4 C 0.1173(4) 0.7419(3) 0.6247(3) 0.0300(9) Uani 1 1 d .
H4 H 0.1707 0.7142 0.6661 0.036 Uiso 1 1 calc R
C5 C -0.0082(4) 0.7696(4) 0.6450(3) 0.0347(9) Uani 1 1 d .
H5 H -0.0413 0.7597 0.6996 0.042 Uiso 1 1 calc R
C6 C -0.0838(4) 0.8112(3) 0.5859(3) 0.0302(9) Uani 1 1 d .
H6 H -0.1693 0.8297 0.6007 0.036 Uiso 1 1 calc R
C7 C -0.0398(4) 0.8275(3) 0.5046(3) 0.0231(8) Uani 1 1 d .
C8 C -0.1227(3) 0.8765(3) 0.4458(3) 0.0216(7) Uani 1 1 d .
C9 C -0.2487(4) 0.9086(3) 0.4676(3) 0.0249(8) Uani 1 1 d .
H9 H -0.2829 0.8961 0.5205 0.030 Uiso 1 1 calc R
C10 C -0.3224(3) 0.9573(3) 0.4139(3) 0.0266(8) Uani 1 1 d .
H10 H -0.4064 0.9786 0.4304 0.032 Uiso 1 1 calc R
C11 C -0.2748(3) 0.9757(3) 0.3353(3) 0.0262(8) Uani 1 1 d .
H11 H -0.3259 1.0099 0.2986 0.031 Uiso 1 1 calc R
C12 C -0.1535(4) 0.9442(3) 0.3113(3) 0.0244(8) Uani 1 1 d .
H12 H -0.1216 0.9560 0.2572 0.029 Uiso 1 1 calc R
C13 C -0.0763(3) 0.8949(3) 0.3656(3) 0.0203(7) Uani 1 1 d .
C14 C 0.0523(3) 0.8619(3) 0.3422(3) 0.0199(7) Uani 1 1 d .
C15 C 0.1198(3) 0.8673(3) 0.2675(3) 0.0213(7) Uani 1 1 d .
H15 H 0.0907 0.8964 0.2190 0.026 Uiso 1 1 calc R
C16 C 0.2391(3) 0.8219(3) 0.2759(3) 0.0205(7) Uani 1 1 d .
C17 C 0.3380(3) 0.8070(3) 0.2159(3) 0.0206(7) Uani 1 1 d .
C18 C 0.4495(3) 0.7565(3) 0.2336(3) 0.0205(7) Uani 1 1 d .
C19 C 0.5581(3) 0.7351(3) 0.1812(3) 0.0226(8) Uani 1 1 d .
H19 H 0.5707 0.7525 0.1251 0.027 Uiso 1 1 calc R
C20 C 0.6432(3) 0.6843(3) 0.2266(3) 0.0213(7) Uani 1 1 d .
C21 C 0.7698(3) 0.6450(3) 0.2039(3) 0.0242(8) Uani 1 1 d .
C22 C 0.8259(4) 0.6567(3) 0.1243(3) 0.0283(8) Uani 1 1 d .
H22 H 0.7799 0.6898 0.0842 0.034 Uiso 1 1 calc R
C23 C 0.9473(4) 0.6206(3) 0.1042(3) 0.0343(9) Uani 1 1 d .
H23 H 0.9842 0.6278 0.0499 0.041 Uiso 1 1 calc R
C24 C 1.0154(4) 0.5733(3) 0.1644(3) 0.0349(10) Uani 1 1 d .
H24 H 1.0992 0.5488 0.1512 0.042 Uiso 1 1 calc R
C25 C 0.9620(4) 0.5619(3) 0.2421(3) 0.0319(9) Uani 1 1 d .
H25 H 1.0103 0.5301 0.2823 0.038 Uiso 1 1 calc R
C26 C 0.8366(3) 0.5965(3) 0.2643(3) 0.0260(8) Uani 1 1 d .
C27 C 0.7772(3) 0.5846(3) 0.3470(3) 0.0246(8) Uani 1 1 d .
C28 C 0.8408(4) 0.5334(3) 0.4060(3) 0.0320(9) Uani 1 1 d .
H28 H 0.9228 0.5058 0.3910 0.038 Uiso 1 1 calc R
C29 C 0.7889(4) 0.5218(3) 0.4845(3) 0.0345(9) Uani 1 1 d .
H29 H 0.8343 0.4861 0.5224 0.041 Uiso 1 1 calc R
C30 C 0.6706(4) 0.5624(3) 0.5082(3) 0.0328(9) Uani 1 1 d .
H30 H 0.6351 0.5552 0.5630 0.039 Uiso 1 1 calc R
C31 C 0.6035(4) 0.6132(3) 0.4525(3) 0.0275(8) Uani 1 1 d .
H31 H 0.5223 0.6408 0.4697 0.033 Uiso 1 1 calc R
C32 C 0.6533(3) 0.6249(3) 0.3707(3) 0.0227(8) Uani 1 1 d .
C33 C 0.5865(3) 0.6752(3) 0.3079(3) 0.0215(7) Uani 1 1 d .
C34 C 0.3272(4) 0.8467(3) 0.1318(3) 0.0271(8) Uani 1 1 d .
C35 C 0.2960(4) 0.7691(4) 0.0305(3) 0.0349(9) Uani 1 1 d .
C36 C 0.2907(6) 0.8069(5) -0.0468(4) 0.0580(14) Uani 1 1 d U
H36 H 0.2691 0.7555 -0.1151 0.070 Uiso 1 1 calc R
C37 C 0.3156(8) 0.9157(6) -0.0276(5) 0.0780(19) Uani 1 1 d U
C38 C 0.3438(7) 0.9911(5) 0.0727(4) 0.0666(16) Uani 1 1 d U
H38 H 0.3601 1.0669 0.0863 0.080 Uiso 1 1 calc R
C39 C 0.3488(4) 0.9588(4) 0.1536(3) 0.0364(10) Uani 1 1 d .
C40 C 0.2707(4) 0.6482(4) 0.0039(3) 0.0383(10) Uani 1 1 d .
H40A H 0.2116 0.6137 -0.0611 0.057 Uiso 1 1 calc R
H40B H 0.2294 0.6363 0.0567 0.057 Uiso 1 1 calc R
H40C H 0.3547 0.6156 -0.0013 0.057 Uiso 1 1 calc R
C41 C 0.3145(10) 0.9531(8) -0.1153(6) 0.114(3) Uani 1 1 d U
H41A H 0.3418 0.8949 -0.1732 0.171 Uiso 1 1 calc R
H41B H 0.3759 1.0197 -0.0939 0.171 Uiso 1 1 calc R
H41C H 0.2251 0.9686 -0.1348 0.171 Uiso 1 1 calc R
C42 C 0.3796(4) 1.0446(3) 0.2607(3) 0.0364(10) Uani 1 1 d .
H42A H 0.2968 1.0671 0.2858 0.055 Uiso 1 1 calc R
H42B H 0.4326 1.1085 0.2617 0.055 Uiso 1 1 calc R
H42C H 0.4293 1.0138 0.3041 0.055 Uiso 1 1 calc R
C1S C 0.6164(6) 0.5953(4) 0.7856(4) 0.0552(14) Uani 1 1 d .
H1S H 0.6155 0.5252 0.7253 0.066 Uiso 1 1 d R
C2S C -0.0124(19) 0.0367(18) 0.9611(18) 0.126(6) Uani 0.50 1 d PU
Cl1 Cl 0.4965(2) 0.67003(14) 0.75439(18) 0.0972(7) Uani 1 1 d .
Cl2 Cl 0.5881(2) 0.56209(15) 0.88703(11) 0.0879(6) Uani 1 1 d .
Cl3 Cl 0.7723(2) 0.6678(2) 0.8126(2) 0.1188(9) Uani 1 1 d .
Cl6 Cl 0.0773(11) 0.1399(9) 0.9823(8) 0.228(4) Uani 0.50 1 d PU
Cl5 Cl -0.0292(3) -0.0641(3) 0.8789(3) 0.0865(10) Uani 0.50 1 d P
F1 F 0.31762(19) 0.62771(16) 0.37777(15) 0.0244(5) Uani 1 1 d .
F2 F 0.42790(19) 0.79536(17) 0.48392(15) 0.0244(5) Uani 1 1 d .
N1 N 0.2465(3) 0.7886(2) 0.3566(2) 0.0185(6) Uani 1 1 d .
N2 N 0.4669(3) 0.7185(2) 0.3111(2) 0.0194(6) Uani 1 1 d .
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
F2 B1 F1 110.9(3) . .
F2 B1 N2 109.3(3) . .
F1 B1 N2 108.9(3) . .
F2 B1 N1 110.1(3) . .
F1 B1 N1 108.3(3) . .
N2 B1 N1 109.3(3) . .
N1 C1 C14 108.9(3) . .
N1 C1 C2 130.4(3) . .
C14 C1 C2 120.6(3) . .
C3 C2 C7 118.6(3) . .
C3 C2 C1 124.2(3) . .
C7 C2 C1 117.2(3) . .
C4 C3 C2 121.5(3) . .
C4 C3 H3 119.3 . .
C2 C3 H3 119.3 . .
C3 C4 C5 120.0(4) . .
C3 C4 H4 120.0 . .
C5 C4 H4 120.0 . .
C6 C5 C4 119.6(3) . .
C6 C5 H5 120.2 . .
C4 C5 H5 120.2 . .
C5 C6 C7 122.6(4) . .
C5 C6 H6 118.7 . .
C7 C6 H6 118.7 . .
C6 C7 C2 117.7(3) . .
C6 C7 C8 120.6(3) . .
C2 C7 C8 121.7(3) . .
C13 C8 C9 117.5(3) . .
C13 C8 C7 120.1(3) . .
C9 C8 C7 122.4(3) . .
C10 C9 C8 121.4(3) . .
C10 C9 H9 119.3 . .
C8 C9 H9 119.3 . .
C9 C10 C11 120.4(3) . .
C9 C10 H10 119.8 . .
C11 C10 H10 119.8 . .
C12 C11 C10 119.6(3) . .
C12 C11 H11 120.2 . .
C10 C11 H11 120.2 . .
C11 C12 C13 120.8(3) . .
C11 C12 H12 119.6 . .
C13 C12 H12 119.6 . .
C12 C13 C8 120.2(3) . .
C12 C13 C14 121.8(3) . .
C8 C13 C14 118.0(3) . .
C15 C14 C1 107.3(3) . .
C15 C14 C13 130.4(3) . .
C1 C14 C13 122.2(3) . .
C14 C15 C16 107.7(3) . .
C14 C15 H15 126.1 . .
C16 C15 H15 126.1 . .
C17 C16 N1 122.2(3) . .
C17 C16 C15 128.7(3) . .
N1 C16 C15 109.1(3) . .
C16 C17 C18 120.9(3) . .
C16 C17 C34 120.2(3) . .
C18 C17 C34 119.0(3) . .
N2 C18 C17 122.2(3) . .
N2 C18 C19 109.3(3) . .
C17 C18 C19 128.6(3) . .
C20 C19 C18 107.3(3) . .
C20 C19 H19 126.3 . .
C18 C19 H19 126.3 . .
C19 C20 C33 107.6(3) . .
C19 C20 C21 130.7(3) . .
C33 C20 C21 121.6(3) . .
C26 C21 C22 120.6(3) . .
C26 C21 C20 118.4(3) . .
C22 C21 C20 121.0(3) . .
C23 C22 C21 120.6(4) . .
C23 C22 H22 119.7 . .
C21 C22 H22 119.7 . .
C22 C23 C24 119.4(4) . .
C22 C23 H23 120.3 . .
C24 C23 H23 120.3 . .
C25 C24 C23 120.5(4) . .
C25 C24 H24 119.7 . .
C23 C24 H24 119.7 . .
C24 C25 C26 121.9(4) . .
C24 C25 H25 119.1 . .
C26 C25 H25 119.1 . .
C21 C26 C25 117.0(4) . .
C21 C26 C27 120.2(3) . .
C25 C26 C27 122.8(4) . .
C28 C27 C32 117.7(3) . .
C28 C27 C26 120.8(3) . .
C32 C27 C26 121.5(3) . .
C29 C28 C27 122.4(4) . .
C29 C28 H28 118.8 . .
C27 C28 H28 118.8 . .
C28 C29 C30 119.7(4) . .
C28 C29 H29 120.1 . .
C30 C29 H29 120.1 . .
C29 C30 C31 120.3(4) . .
C29 C30 H30 119.9 . .
C31 C30 H30 119.9 . .
C30 C31 C32 121.3(3) . .
C30 C31 H31 119.4 . .
C32 C31 H31 119.4 . .
C31 C32 C27 118.6(3) . .
C31 C32 C33 124.0(3) . .
C27 C32 C33 117.4(3) . .
N2 C33 C20 108.9(3) . .
N2 C33 C32 130.3(3) . .
C20 C33 C32 120.8(3) . .
C39 C34 C35 120.7(4) . .
C39 C34 C17 120.2(3) . .
C35 C34 C17 119.1(4) . .
C36 C35 C34 118.4(4) . .
C36 C35 C40 119.3(4) . .
C34 C35 C40 122.4(4) . .
C37 C36 C35 122.0(5) . .
C37 C36 H36 119.0 . .
C35 C36 H36 119.0 . .
C36 C37 C38 118.8(5) . .
C36 C37 C41 120.2(6) . .
C38 C37 C41 121.0(6) . .
C39 C38 C37 122.0(5) . .
C39 C38 H38 119.0 . .
C37 C38 H38 119.0 . .
C38 C39 C34 118.0(4) . .
C38 C39 C42 119.6(4) . .
C34 C39 C42 122.4(4) . .
C35 C40 H40A 109.5 . .
C35 C40 H40B 109.5 . .
H40A C40 H40B 109.5 . .
C35 C40 H40C 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
C37 C41 H41A 109.5 . .
C37 C41 H41B 109.5 . .
H41A C41 H41B 109.5 . .
C37 C41 H41C 109.5 . .
H41A C41 H41C 109.5 . .
H41B C41 H41C 109.5 . .
C39 C42 H42A 109.5 . .
C39 C42 H42B 109.5 . .
H42A C42 H42B 109.5 . .
C39 C42 H42C 109.5 . .
H42A C42 H42C 109.5 . .
H42B C42 H42C 109.5 . .
Cl1 C1S Cl3 109.9(3) . .
Cl1 C1S Cl2 113.1(3) . .
Cl3 C1S Cl2 109.8(3) . .
Cl1 C1S H1S 108.0 . .
Cl3 C1S H1S 108.0 . .
Cl2 C1S H1S 107.9 . .
Cl5 C2S Cl6 129.9(18) . .
Cl5 C2S C2S 87.1(16) . 2_557
Cl6 C2S C2S 120.6(18) . 2_557
Cl5 C2S Cl5 126.6(13) . 2_557
Cl6 C2S Cl5 90.0(11) . 2_557
C2S C2S Cl5 39.5(11) 2_557 2_557
C2S Cl5 C2S 53.4(13) . 2_557
C1 N1 C16 106.9(3) . .
C1 N1 B1 130.3(3) . .
C16 N1 B1 122.8(3) . .
C33 N2 C18 106.9(3) . .
C33 N2 B1 130.4(3) . .
C18 N2 B1 122.7(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
B1 F2 1.386(4) .
B1 F1 1.403(4) .
B1 N2 1.564(5) .
B1 N1 1.566(5) .
C1 N1 1.378(4) .
C1 C14 1.423(5) .
C1 C2 1.450(5) .
C2 C3 1.406(5) .
C2 C7 1.433(5) .
C3 C4 1.380(5) .
C3 H3 0.9500 .
C4 C5 1.391(6) .
C4 H4 0.9500 .
C5 C6 1.371(6) .
C5 H5 0.9500 .
C6 C7 1.402(5) .
C6 H6 0.9500 .
C7 C8 1.474(5) .
C8 C13 1.410(5) .
C8 C9 1.415(5) .
C9 C10 1.373(5) .
C9 H9 0.9500 .
C10 C11 1.394(5) .
C10 H10 0.9500 .
C11 C12 1.375(5) .
C11 H11 0.9500 .
C12 C13 1.403(5) .
C12 H12 0.9500 .
C13 C14 1.449(5) .
C14 C15 1.380(5) .
C15 C16 1.402(5) .
C15 H15 0.9500 .
C16 C17 1.392(5) .
C16 N1 1.397(4) .
C17 C18 1.398(5) .
C17 C34 1.498(5) .
C18 N2 1.397(5) .
C18 C19 1.406(5) .
C19 C20 1.379(5) .
C19 H19 0.9500 .
C20 C33 1.422(5) .
C20 C21 1.451(5) .
C21 C26 1.408(5) .
C21 C22 1.409(5) .
C22 C23 1.381(5) .
C22 H22 0.9500 .
C23 C24 1.399(6) .
C23 H23 0.9500 .
C24 C25 1.368(6) .
C24 H24 0.9500 .
C25 C26 1.420(5) .
C25 H25 0.9500 .
C26 C27 1.469(5) .
C27 C28 1.404(5) .
C27 C32 1.433(5) .
C28 C29 1.374(6) .
C28 H28 0.9500 .
C29 C30 1.381(6) .
C29 H29 0.9500 .
C30 C31 1.381(5) .
C30 H30 0.9500 .
C31 C32 1.409(5) .
C31 H31 0.9500 .
C32 C33 1.450(5) .
C33 N2 1.378(4) .
C34 C39 1.399(6) .
C34 C35 1.415(6) .
C35 C36 1.392(6) .
C35 C40 1.501(6) .
C36 C37 1.367(8) .
C36 H36 0.9500 .
C37 C38 1.393(9) .
C37 C41 1.533(8) .
C38 C39 1.394(6) .
C38 H38 0.9500 .
C39 C42 1.511(6) .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
C41 H41A 0.9800 .
C41 H41B 0.9800 .
C41 H41C 0.9800 .
C42 H42A 0.9800 .
C42 H42B 0.9800 .
C42 H42C 0.9800 .
C1S Cl1 1.739(6) .
C1S Cl3 1.743(6) .
C1S Cl2 1.745(5) .
C1S H1S 1.0000 .
C2S Cl5 1.39(2) .
C2S Cl6 1.52(2) .
C2S C2S 1.76(4) 2_557
C2S Cl5 2.19(2) 2_557
Cl5 C2S 2.19(2) 2_557
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_4
N1 C1 C2 C3 3.4(6) . .
C14 C1 C2 C3 -176.2(3) . .
N1 C1 C2 C7 -178.0(3) . .
C14 C1 C2 C7 2.4(5) . .
C7 C2 C3 C4 0.8(5) . .
C1 C2 C3 C4 179.4(3) . .
C2 C3 C4 C5 0.7(6) . .
C3 C4 C5 C6 -1.1(6) . .
C4 C5 C6 C7 0.0(6) . .
C5 C6 C7 C2 1.5(6) . .
C5 C6 C7 C8 -177.6(4) . .
C3 C2 C7 C6 -1.8(5) . .
C1 C2 C7 C6 179.5(3) . .
C3 C2 C7 C8 177.3(3) . .
C1 C2 C7 C8 -1.4(5) . .
C6 C7 C8 C13 178.5(3) . .
C2 C7 C8 C13 -0.6(5) . .
C6 C7 C8 C9 -0.2(5) . .
C2 C7 C8 C9 -179.3(3) . .
C13 C8 C9 C10 -0.9(5) . .
C7 C8 C9 C10 177.8(3) . .
C8 C9 C10 C11 0.5(5) . .
C9 C10 C11 C12 0.4(5) . .
C10 C11 C12 C13 -0.8(5) . .
C11 C12 C13 C8 0.3(5) . .
C11 C12 C13 C14 -179.5(3) . .
C9 C8 C13 C12 0.5(5) . .
C7 C8 C13 C12 -178.3(3) . .
C9 C8 C13 C14 -179.7(3) . .
C7 C8 C13 C14 1.5(5) . .
N1 C1 C14 C15 -0.1(4) . .
C2 C1 C14 C15 179.5(3) . .
N1 C1 C14 C13 178.8(3) . .
C2 C1 C14 C13 -1.6(5) . .
C12 C13 C14 C15 -2.1(6) . .
C8 C13 C14 C15 178.1(3) . .
C12 C13 C14 C1 179.3(3) . .
C8 C13 C14 C1 -0.5(5) . .
C1 C14 C15 C16 0.3(4) . .
C13 C14 C15 C16 -178.5(3) . .
C14 C15 C16 C17 178.3(3) . .
C14 C15 C16 N1 -0.3(4) . .
N1 C16 C17 C18 0.6(5) . .
C15 C16 C17 C18 -177.8(3) . .
N1 C16 C17 C34 -178.4(3) . .
C15 C16 C17 C34 3.1(6) . .
C16 C17 C18 N2 0.3(5) . .
C34 C17 C18 N2 179.4(3) . .
C16 C17 C18 C19 -179.8(3) . .
C34 C17 C18 C19 -0.8(6) . .
N2 C18 C19 C20 -0.3(4) . .
C17 C18 C19 C20 179.8(3) . .
C18 C19 C20 C33 -0.4(4) . .
C18 C19 C20 C21 -179.6(3) . .
C19 C20 C21 C26 179.4(4) . .
C33 C20 C21 C26 0.3(5) . .
C19 C20 C21 C22 0.5(6) . .
C33 C20 C21 C22 -178.7(3) . .
C26 C21 C22 C23 0.1(5) . .
C20 C21 C22 C23 179.1(3) . .
C21 C22 C23 C24 -0.8(6) . .
C22 C23 C24 C25 0.5(6) . .
C23 C24 C25 C26 0.5(6) . .
C22 C21 C26 C25 0.8(5) . .
C20 C21 C26 C25 -178.1(3) . .
C22 C21 C26 C27 -179.9(3) . .
C20 C21 C26 C27 1.1(5) . .
C24 C25 C26 C21 -1.1(5) . .
C24 C25 C26 C27 179.6(4) . .
C21 C26 C27 C28 178.1(3) . .
C25 C26 C27 C28 -2.6(5) . .
C21 C26 C27 C32 -2.3(5) . .
C25 C26 C27 C32 177.0(3) . .
C32 C27 C28 C29 -0.3(6) . .
C26 C27 C28 C29 179.3(4) . .
C27 C28 C29 C30 -0.7(6) . .
C28 C29 C30 C31 0.8(6) . .
C29 C30 C31 C32 0.1(6) . .
C30 C31 C32 C27 -1.1(6) . .
C30 C31 C32 C33 178.5(4) . .
C28 C27 C32 C31 1.2(5) . .
C26 C27 C32 C31 -178.4(3) . .
C28 C27 C32 C33 -178.5(3) . .
C26 C27 C32 C33 1.9(5) . .
C19 C20 C33 N2 0.9(4) . .
C21 C20 C33 N2 -179.8(3) . .
C19 C20 C33 C32 -179.9(3) . .
C21 C20 C33 C32 -0.6(5) . .
C31 C32 C33 N2 -1.2(6) . .
C27 C32 C33 N2 178.5(3) . .
C31 C32 C33 C20 179.9(3) . .
C27 C32 C33 C20 -0.5(5) . .
C16 C17 C34 C39 74.2(5) . .
C18 C17 C34 C39 -104.9(4) . .
C16 C17 C34 C35 -106.4(4) . .
C18 C17 C34 C35 74.5(5) . .
C39 C34 C35 C36 1.6(6) . .
C17 C34 C35 C36 -177.9(4) . .
C39 C34 C35 C40 -179.4(4) . .
C17 C34 C35 C40 1.2(6) . .
C34 C35 C36 C37 0.5(8) . .
C40 C35 C36 C37 -178.5(6) . .
C35 C36 C37 C38 -1.7(11) . .
C35 C36 C37 C41 177.4(7) . .
C36 C37 C38 C39 0.8(11) . .
C41 C37 C38 C39 -178.3(7) . .
C37 C38 C39 C34 1.3(9) . .
C37 C38 C39 C42 -179.8(6) . .
C35 C34 C39 C38 -2.4(6) . .
C17 C34 C39 C38 177.0(4) . .
C35 C34 C39 C42 178.7(4) . .
C17 C34 C39 C42 -1.9(6) . .
Cl6 C2S Cl5 C2S 128(2) . 2_557
Cl5 C2S Cl5 C2S 0.000(1) 2_557 2_557
C14 C1 N1 C16 -0.1(4) . .
C2 C1 N1 C16 -179.7(3) . .
C14 C1 N1 B1 -178.3(3) . .
C2 C1 N1 B1 2.0(6) . .
C17 C16 N1 C1 -178.5(3) . .
C15 C16 N1 C1 0.2(4) . .
C17 C16 N1 B1 -0.1(5) . .
C15 C16 N1 B1 178.7(3) . .
F2 B1 N1 C1 -63.1(4) . .
F1 B1 N1 C1 58.4(4) . .
N2 B1 N1 C1 176.9(3) . .
F2 B1 N1 C16 118.9(3) . .
F1 B1 N1 C16 -119.7(3) . .
N2 B1 N1 C16 -1.2(4) . .
C20 C33 N2 C18 -1.1(4) . .
C32 C33 N2 C18 179.9(3) . .
C20 C33 N2 B1 -178.3(3) . .
C32 C33 N2 B1 2.6(6) . .
C17 C18 N2 C33 -179.3(3) . .
C19 C18 N2 C33 0.8(4) . .
C17 C18 N2 B1 -1.8(5) . .
C19 C18 N2 B1 178.3(3) . .
F2 B1 N2 C33 58.4(5) . .
F1 B1 N2 C33 -62.9(4) . .
N1 B1 N2 C33 178.9(3) . .
F2 B1 N2 C18 -118.5(3) . .
F1 B1 N2 C18 120.2(3) . .
N1 B1 N2 C18 2.1(4) . .
