#------------------------------------------------------------------------------
#$Date: 2016-02-13 13:50:18 +0100 (Sat 13 de Feb de 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/76/7117687.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_7117687
loop_
_publ_author_name
'Anup Bhunia'
'Shridhar Thorat'
'Rajesh G. Gonnade'
'Akkattu T. Biju'
_publ_section_title
;
 Reaction of N-heterocyclic carbenes with chalcones leading to the
 synthesis of deoxy-Breslow intermediates in their oxidized form
;
_journal_name_full               Chem.Commun.
_journal_page_first              13690
_journal_paper_doi               10.1039/C5cc05800G
_journal_volume                  51
_journal_year                    2015
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C43 H51 B Cl2 F4 N2 O'
_chemical_formula_sum            'C43 H51 B Cl2 F4 N2 O'
_chemical_formula_weight         769.57
_chemical_name_systematic        ABB_AL_125
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-04-27 deposited with the CCDC.
2015-07-20 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.1048(2)
_cell_length_b                   16.0393(3)
_cell_length_c                   21.3761(4)
_cell_measurement_reflns_used    9571
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.33
_cell_measurement_theta_min      2.29
_cell_volume                     4150.22(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0309
_diffrn_reflns_av_sigmaI/netI    0.0194
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            46199
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.59
_exptl_absorpt_coefficient_mu    0.209
_exptl_absorpt_correction_T_max  0.9575
_exptl_absorpt_correction_T_min  0.9119
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS,(BRUKER,2006)
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             1624
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DCM'
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     486
_refine_ls_number_reflns         7301
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0384
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0219P)²+2.6532P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0805
_refine_ls_wR_factor_ref         0.0824
_reflns_number_gt                6815
_reflns_number_total             7301
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc05800g2.cif
_cod_data_source_block           abb_al_125_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_absolute_configuration' value 'SYN' changed to 'syn'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

'_refine_ls_hydrogen_treatment' value 'CONSTR' changed to 'constr'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3392 2015-05-12 13:50:21Z andrius 
;
_cod_original_sg_symbol_H-M      'P2(1)2(1)2(1) '
_cod_database_code               7117687
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 1.11439(8) 0.35287(6) 0.00765(4) 0.0759(2) Uani 1 1 d . . .
Cl2 Cl 0.91649(9) 0.25162(6) 0.01851(4) 0.0805(3) Uani 1 1 d . . .
F1 F 0.43988(18) 0.15894(15) 0.81504(9) 0.1027(9) Uani 1 1 d . . .
F2 F 0.31012(17) 0.24673(16) 0.78450(16) 0.1433(13) Uani 1 1 d . . .
F3 F 0.47952(13) 0.25052(9) 0.74068(7) 0.0535(4) Uani 1 1 d . . .
F4 F 0.36032(12) 0.14312(9) 0.72207(7) 0.0521(4) Uani 1 1 d . . .
O1 O 0.70494(12) 0.83854(9) 0.05512(6) 0.0304(3) Uani 1 1 d . . .
N1 N 0.77820(13) 0.56003(10) 0.13514(7) 0.0201(3) Uani 1 1 d . . .
N2 N 0.69676(13) 0.59729(10) 0.22067(7) 0.0208(3) Uani 1 1 d . . .
B1 B 0.3965(2) 0.20078(17) 0.76486(14) 0.0395(6) Uani 1 1 d . . .
C1 C 0.80416(16) 0.50136(13) 0.17990(9) 0.0247(4) Uani 1 1 d . . .
H1 H 0.8497 0.4537 0.1742 0.030 Uiso 1 1 calc R . .
C2 C 0.75331(16) 0.52391(12) 0.23276(9) 0.0239(4) Uani 1 1 d . . .
H2 H 0.7555 0.4949 0.2715 0.029 Uiso 1 1 calc R . .
C3 C 0.61583(17) 0.63328(12) 0.26349(9) 0.0230(4) Uani 1 1 d . . .
C4 C 0.50814(18) 0.60166(13) 0.25981(10) 0.0279(5) Uani 1 1 d . . .
C5 C 0.47618(18) 0.53038(14) 0.21688(11) 0.0323(5) Uani 1 1 d . . .
H5 H 0.5315 0.5282 0.1822 0.039 Uiso 1 1 calc R . .
C6 C 0.3623(2) 0.54079(16) 0.18762(13) 0.0454(6) Uani 1 1 d . . .
H6A H 0.3056 0.5357 0.2201 0.068 Uiso 1 1 calc R . .
H6B H 0.3510 0.4975 0.1559 0.068 Uiso 1 1 calc R . .
H6C H 0.3571 0.5959 0.1680 0.068 Uiso 1 1 calc R . .
C7 C 0.4824(2) 0.44791(15) 0.25241(13) 0.0455(6) Uani 1 1 d . . .
H7A H 0.5568 0.4409 0.2698 0.068 Uiso 1 1 calc R . .
H7B H 0.4662 0.4018 0.2238 0.068 Uiso 1 1 calc R . .
H7C H 0.4282 0.4481 0.2865 0.068 Uiso 1 1 calc R . .
C8 C 0.43053(19) 0.63743(15) 0.29953(11) 0.0395(6) Uani 1 1 d . . .
H8 H 0.3561 0.6188 0.2982 0.047 Uiso 1 1 calc R . .
C9 C 0.4600(2) 0.69950(17) 0.34085(12) 0.0464(7) Uani 1 1 d . . .
H9 H 0.4055 0.7238 0.3671 0.056 Uiso 1 1 calc R . .
C10 C 0.5677(2) 0.72669(15) 0.34446(10) 0.0382(6) Uani 1 1 d . . .
H10 H 0.5865 0.7685 0.3741 0.046 Uiso 1 1 calc R . .
C11 C 0.64992(17) 0.69436(13) 0.30565(9) 0.0265(5) Uani 1 1 d . . .
C12 C 0.76922(17) 0.72255(13) 0.31204(9) 0.0261(5) Uani 1 1 d . . .
H12 H 0.8081 0.7098 0.2719 0.031 Uiso 1 1 calc R . .
C13 C 0.7793(2) 0.81632(14) 0.32421(11) 0.0360(5) Uani 1 1 d . . .
H13A H 0.7359 0.8469 0.2930 0.054 Uiso 1 1 calc R . .
H13B H 0.8570 0.8330 0.3212 0.054 Uiso 1 1 calc R . .
H13C H 0.7513 0.8291 0.3662 0.054 Uiso 1 1 calc R . .
C14 C 0.8266(2) 0.67401(15) 0.36442(10) 0.0382(6) Uani 1 1 d . . .
H14A H 0.7875 0.6834 0.4039 0.057 Uiso 1 1 calc R . .
H14B H 0.9032 0.6932 0.3684 0.057 Uiso 1 1 calc R . .
H14C H 0.8260 0.6144 0.3544 0.057 Uiso 1 1 calc R . .
C15 C 0.81708(17) 0.55580(12) 0.07068(9) 0.0231(4) Uani 1 1 d . . .
C16 C 0.74803(18) 0.51771(13) 0.02660(10) 0.0294(5) Uani 1 1 d . . .
C17 C 0.63567(19) 0.48173(15) 0.04334(11) 0.0394(6) Uani 1 1 d . . .
H17 H 0.6048 0.5160 0.0783 0.047 Uiso 1 1 calc R . .
C18 C 0.6466(3) 0.39241(17) 0.06696(14) 0.0589(8) Uani 1 1 d . . .
H18A H 0.6802 0.3578 0.0344 0.088 Uiso 1 1 calc R . .
H18B H 0.5732 0.3705 0.0773 0.088 Uiso 1 1 calc R . .
H18C H 0.6933 0.3916 0.1044 0.088 Uiso 1 1 calc R . .
C19 C 0.5524(2) 0.48454(19) -0.01068(13) 0.0560(8) Uani 1 1 d . . .
H19A H 0.5710 0.4414 -0.0414 0.084 Uiso 1 1 calc R . .
H19B H 0.5552 0.5394 -0.0307 0.084 Uiso 1 1 calc R . .
H19C H 0.4779 0.4746 0.0056 0.084 Uiso 1 1 calc R . .
C20 C 0.7907(2) 0.51174(15) -0.03404(10) 0.0385(6) Uani 1 1 d . . .
H20 H 0.7472 0.4866 -0.0659 0.046 Uiso 1 1 calc R . .
C21 C 0.8942(2) 0.54132(15) -0.04874(11) 0.0394(6) Uani 1 1 d . . .
H21 H 0.9214 0.5355 -0.0902 0.047 Uiso 1 1 calc R . .
C22 C 0.95870(19) 0.57921(14) -0.00403(10) 0.0336(5) Uani 1 1 d . . .
H22 H 1.0295 0.6000 -0.0151 0.040 Uiso 1 1 calc R . .
C23 C 0.92139(17) 0.58762(12) 0.05762(9) 0.0255(4) Uani 1 1 d . . .
C24 C 0.99266(17) 0.63088(14) 0.10614(10) 0.0309(5) Uani 1 1 d . . .
H24 H 0.9482 0.6362 0.1454 0.037 Uiso 1 1 calc R . .
C25 C 1.02444(19) 0.71872(15) 0.08496(11) 0.0370(6) Uani 1 1 d . . .
H25A H 1.0755 0.7151 0.0495 0.056 Uiso 1 1 calc R . .
H25B H 1.0604 0.7482 0.1196 0.056 Uiso 1 1 calc R . .
H25C H 0.9579 0.7491 0.0723 0.056 Uiso 1 1 calc R . .
C26 C 1.0954(2) 0.57948(18) 0.12138(13) 0.0514(7) Uani 1 1 d . . .
H26A H 1.0731 0.5242 0.1364 0.077 Uiso 1 1 calc R . .
H26B H 1.1384 0.6078 0.1539 0.077 Uiso 1 1 calc R . .
H26C H 1.1407 0.5734 0.0836 0.077 Uiso 1 1 calc R . .
C27 C 0.71345(15) 0.61892(11) 0.16033(8) 0.0186(4) Uani 1 1 d . . .
C28 C 0.67996(16) 0.69741(12) 0.12658(9) 0.0209(4) Uani 1 1 d . . .
H28 H 0.7054 0.6897 0.0825 0.025 Uiso 1 1 calc R . .
C30 C 0.4984(2) 0.68696(15) 0.06996(11) 0.0390(6) Uani 1 1 d . . .
H30 H 0.5355 0.6558 0.0385 0.047 Uiso 1 1 calc R . .
C29 C 0.55588(17) 0.71390(12) 0.12209(10) 0.0255(4) Uani 1 1 d . . .
C31 C 0.3857(2) 0.70542(18) 0.06319(15) 0.0578(9) Uani 1 1 d . . .
H31 H 0.3466 0.6871 0.0272 0.069 Uiso 1 1 calc R . .
C32 C 0.3322(2) 0.74993(19) 0.10878(16) 0.0588(8) Uani 1 1 d . . .
H32 H 0.2560 0.7625 0.1042 0.071 Uiso 1 1 calc R . .
C33 C 0.3869(2) 0.77596(16) 0.16004(14) 0.0475(7) Uani 1 1 d . . .
H33 H 0.3488 0.8064 0.1915 0.057 Uiso 1 1 calc R . .
C34 C 0.49846(18) 0.75858(14) 0.16722(11) 0.0332(5) Uani 1 1 d . . .
H34 H 0.5361 0.7775 0.2035 0.040 Uiso 1 1 calc R . .
C35 C 0.74611(16) 0.77132(12) 0.15167(9) 0.0228(4) Uani 1 1 d . . .
H35A H 0.7139 0.7895 0.1920 0.027 Uiso 1 1 calc R . .
H35B H 0.8231 0.7534 0.1596 0.027 Uiso 1 1 calc R . .
C36 C 0.74688(16) 0.84436(13) 0.10652(9) 0.0228(4) Uani 1 1 d . . .
C38 C 0.77082(19) 0.99763(14) 0.09913(12) 0.0368(5) Uani 1 1 d . . .
H38 H 0.7196 0.9978 0.0654 0.044 Uiso 1 1 calc R . .
C40 C 0.8926(2) 1.07200(17) 0.16789(14) 0.0526(7) Uani 1 1 d . . .
H40 H 0.9232 1.1232 0.1821 0.063 Uiso 1 1 calc R . .
C39 C 0.8172(2) 1.07172(14) 0.11969(14) 0.0498(7) Uani 1 1 d . . .
H39 H 0.7967 1.1228 0.1004 0.060 Uiso 1 1 calc R . .
C37 C 0.79945(17) 0.92302(13) 0.12791(10) 0.0270(5) Uani 1 1 d . . .
C42 C 0.8763(2) 0.92414(15) 0.17663(11) 0.0390(6) Uani 1 1 d . . .
H42 H 0.8961 0.8737 0.1970 0.047 Uiso 1 1 calc R . .
C41 C 0.9236(2) 0.99862(17) 0.19534(13) 0.0516(7) Uani 1 1 d . . .
H41 H 0.9778 0.9988 0.2274 0.062 Uiso 1 1 calc R . .
C43 C 0.9810(3) 0.34579(19) 0.03849(14) 0.0654(9) Uani 1 1 d . . .
H43A H 0.9360 0.3928 0.0226 0.078 Uiso 1 1 calc R . .
H43B H 0.9846 0.3505 0.0846 0.078 Uiso 1 1 calc R . .
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'
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'
Cl Cl 0.1484 0.1585 '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'
B B 0.0013 0.0007 '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
C27 N1 C1 109.61(15) . .
C27 N1 C15 126.97(16) . .
C1 N1 C15 123.42(16) . .
C27 N2 C2 108.80(16) . .
C27 N2 C3 126.69(16) . .
C2 N2 C3 123.40(15) . .
F2 B1 F1 108.8(3) . .
F2 B1 F4 109.2(2) . .
F1 B1 F4 108.3(2) . .
F2 B1 F3 111.4(2) . .
F1 B1 F3 107.3(2) . .
F4 B1 F3 111.8(2) . .
C2 C1 N1 107.28(17) . .
C2 C1 H1 126.4 . .
N1 C1 H1 126.4 . .
C1 C2 N2 107.44(17) . .
C1 C2 H2 126.3 . .
N2 C2 H2 126.3 . .
C11 C3 C4 124.50(18) . .
C11 C3 N2 119.00(18) . .
C4 C3 N2 116.49(17) . .
C8 C4 C3 116.4(2) . .
C8 C4 C5 120.6(2) . .
C3 C4 C5 122.98(19) . .
C4 C5 C6 113.4(2) . .
C4 C5 C7 109.84(19) . .
C6 C5 C7 110.12(19) . .
C4 C5 H5 107.8 . .
C6 C5 H5 107.8 . .
C7 C5 H5 107.8 . .
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 . .
C5 C7 H7A 109.5 . .
C5 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C5 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C9 C8 C4 121.0(2) . .
C9 C8 H8 119.5 . .
C4 C8 H8 119.5 . .
C8 C9 C10 120.7(2) . .
C8 C9 H9 119.7 . .
C10 C9 H9 119.7 . .
C9 C10 C11 121.6(2) . .
C9 C10 H10 119.2 . .
C11 C10 H10 119.2 . .
C3 C11 C10 115.7(2) . .
C3 C11 C12 123.28(18) . .
C10 C11 C12 120.9(2) . .
C11 C12 C14 110.23(18) . .
C11 C12 C13 112.53(18) . .
C14 C12 C13 109.83(18) . .
C11 C12 H12 108.0 . .
C14 C12 H12 108.0 . .
C13 C12 H12 108.0 . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C12 C14 H14A 109.5 . .
C12 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C12 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C23 C15 C16 124.57(19) . .
C23 C15 N1 117.77(18) . .
C16 C15 N1 117.63(18) . .
C20 C16 C15 115.7(2) . .
C20 C16 C17 121.5(2) . .
C15 C16 C17 122.78(19) . .
C16 C17 C18 110.9(2) . .
C16 C17 C19 113.5(2) . .
C18 C17 C19 109.5(2) . .
C16 C17 H17 107.5 . .
C18 C17 H17 107.5 . .
C19 C17 H17 107.5 . .
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 . .
C17 C19 H19A 109.5 . .
C17 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C17 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C21 C20 C16 121.6(2) . .
C21 C20 H20 119.2 . .
C16 C20 H20 119.2 . .
C22 C21 C20 120.7(2) . .
C22 C21 H21 119.7 . .
C20 C21 H21 119.7 . .
C21 C22 C23 120.9(2) . .
C21 C22 H22 119.5 . .
C23 C22 H22 119.5 . .
C15 C23 C22 116.54(19) . .
C15 C23 C24 123.17(18) . .
C22 C23 C24 120.28(19) . .
C23 C24 C25 111.23(18) . .
C23 C24 C26 111.23(19) . .
C25 C24 C26 110.83(19) . .
C23 C24 H24 107.8 . .
C25 C24 H24 107.8 . .
C26 C24 H24 107.8 . .
C24 C25 H25A 109.5 . .
C24 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C24 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C24 C26 H26A 109.5 . .
C24 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C24 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
N1 C27 N2 106.86(16) . .
N1 C27 C28 123.63(16) . .
N2 C27 C28 129.17(17) . .
C27 C28 C35 109.83(15) . .
C27 C28 C29 116.05(16) . .
C35 C28 C29 113.76(16) . .
C27 C28 H28 105.4 . .
C35 C28 H28 105.4 . .
C29 C28 H28 105.4 . .
C29 C30 C31 120.4(3) . .
C29 C30 H30 119.8 . .
C31 C30 H30 119.8 . .
C30 C29 C34 118.0(2) . .
C30 C29 C28 119.4(2) . .
C34 C29 C28 122.54(19) . .
C32 C31 C30 119.7(3) . .
C32 C31 H31 120.2 . .
C30 C31 H31 120.2 . .
C33 C32 C31 120.6(3) . .
C33 C32 H32 119.7 . .
C31 C32 H32 119.7 . .
C32 C33 C34 120.4(3) . .
C32 C33 H33 119.8 . .
C34 C33 H33 119.8 . .
C29 C34 C33 120.9(2) . .
C29 C34 H34 119.5 . .
C33 C34 H34 119.5 . .
C36 C35 C28 112.26(16) . .
C36 C35 H35A 109.2 . .
C28 C35 H35A 109.2 . .
C36 C35 H35B 109.2 . .
C28 C35 H35B 109.2 . .
H35A C35 H35B 107.9 . .
O1 C36 C37 121.55(18) . .
O1 C36 C35 120.90(18) . .
C37 C36 C35 117.55(17) . .
C39 C38 C37 119.8(2) . .
C39 C38 H38 120.1 . .
C37 C38 H38 120.1 . .
C41 C40 C39 120.0(2) . .
C41 C40 H40 120.0 . .
C39 C40 H40 120.0 . .
C40 C39 C38 120.6(2) . .
C40 C39 H39 119.7 . .
C38 C39 H39 119.7 . .
C38 C37 C42 119.0(2) . .
C38 C37 C36 119.2(2) . .
C42 C37 C36 121.73(19) . .
C41 C42 C37 120.1(2) . .
C41 C42 H42 119.9 . .
C37 C42 H42 119.9 . .
C40 C41 C42 120.4(3) . .
C40 C41 H41 119.8 . .
C42 C41 H41 119.8 . .
Cl1 C43 Cl2 112.05(17) . .
Cl1 C43 H43A 109.2 . .
Cl2 C43 H43A 109.2 . .
Cl1 C43 H43B 109.2 . .
Cl2 C43 H43B 109.2 . .
H43A C43 H43B 107.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C43 1.748(3) .
Cl2 C43 1.753(3) .
F1 B1 1.370(3) .
F2 B1 1.346(3) .
F3 B1 1.383(3) .
F4 B1 1.372(3) .
O1 C36 1.214(2) .
N1 C27 1.340(2) .
N1 C1 1.378(3) .
N1 C15 1.458(2) .
N2 C27 1.351(2) .
N2 C2 1.386(2) .
N2 C3 1.460(2) .
C1 C2 1.337(3) .
C1 H1 0.9500 .
C2 H2 0.9500 .
C3 C11 1.394(3) .
C3 C4 1.401(3) .
C4 C8 1.390(3) .
C4 C5 1.516(3) .
C5 C6 1.523(3) .
C5 C7 1.527(3) .
C5 H5 1.0000 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 C9 1.378(4) .
C8 H8 0.9500 .
C9 C10 1.376(4) .
C9 H9 0.9500 .
C10 C11 1.396(3) .
C10 H10 0.9500 .
C11 C12 1.519(3) .
C12 C14 1.531(3) .
C12 C13 1.531(3) .
C12 H12 1.0000 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 C23 1.390(3) .
C15 C16 1.400(3) .
C16 C20 1.399(3) .
C16 C17 1.520(3) .
C17 C18 1.525(4) .
C17 C19 1.533(3) .
C17 H17 1.0000 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 C21 1.376(3) .
C20 H20 0.9500 .
C21 C22 1.376(3) .
C21 H21 0.9500 .
C22 C23 1.399(3) .
C22 H22 0.9500 .
C23 C24 1.517(3) .
C24 C25 1.529(3) .
C24 C26 1.528(3) .
C24 H24 1.0000 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 C28 1.507(3) .
C28 C35 1.528(3) .
C28 C29 1.528(3) .
C28 H28 1.0000 .
C30 C29 1.383(3) .
C30 C31 1.404(4) .
C30 H30 0.9500 .
C29 C34 1.388(3) .
C31 C32 1.370(4) .
C31 H31 0.9500 .
C32 C33 1.346(4) .
C32 H32 0.9500 .
C33 C34 1.388(3) .
C33 H33 0.9500 .
C34 H34 0.9500 .
C35 C36 1.518(3) .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
C36 C37 1.485(3) .
C38 C39 1.386(4) .
C38 C37 1.389(3) .
C38 H38 0.9500 .
C40 C41 1.367(4) .
C40 C39 1.377(4) .
C40 H40 0.9500 .
C39 H39 0.9500 .
C37 C42 1.396(3) .
C42 C41 1.384(3) .
C42 H42 0.9500 .
C41 H41 0.9500 .
C43 H43A 0.9900 .
C43 H43B 0.9900 .
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
C27 N1 C1 C2 1.0(2) . . . .
C15 N1 C1 C2 -178.86(17) . . . .
N1 C1 C2 N2 -0.6(2) . . . .
C27 N2 C2 C1 0.1(2) . . . .
C3 N2 C2 C1 168.77(18) . . . .
C27 N2 C3 C11 -98.4(2) . . . .
C2 N2 C3 C11 95.0(2) . . . .
C27 N2 C3 C4 83.0(2) . . . .
C2 N2 C3 C4 -83.6(2) . . . .
C11 C3 C4 C8 3.0(3) . . . .
N2 C3 C4 C8 -178.45(18) . . . .
C11 C3 C4 C5 -174.98(19) . . . .
N2 C3 C4 C5 3.5(3) . . . .
C8 C4 C5 C6 39.7(3) . . . .
C3 C4 C5 C6 -142.3(2) . . . .
C8 C4 C5 C7 -83.9(3) . . . .
C3 C4 C5 C7 94.0(2) . . . .
C3 C4 C8 C9 -1.2(3) . . . .
C5 C4 C8 C9 176.9(2) . . . .
C4 C8 C9 C10 -1.0(4) . . . .
C8 C9 C10 C11 1.7(4) . . . .
C4 C3 C11 C10 -2.4(3) . . . .
N2 C3 C11 C10 179.11(18) . . . .
C4 C3 C11 C12 175.01(19) . . . .
N2 C3 C11 C12 -3.5(3) . . . .
C9 C10 C11 C3 0.0(3) . . . .
C9 C10 C11 C12 -177.5(2) . . . .
C3 C11 C12 C14 -94.4(2) . . . .
C10 C11 C12 C14 82.9(2) . . . .
C3 C11 C12 C13 142.6(2) . . . .
C10 C11 C12 C13 -40.1(3) . . . .
C27 N1 C15 C23 95.9(2) . . . .
C1 N1 C15 C23 -84.3(2) . . . .
C27 N1 C15 C16 -85.9(2) . . . .
C1 N1 C15 C16 93.9(2) . . . .
C23 C15 C16 C20 0.7(3) . . . .
N1 C15 C16 C20 -177.27(19) . . . .
C23 C15 C16 C17 178.4(2) . . . .
N1 C15 C16 C17 0.3(3) . . . .
C20 C16 C17 C18 91.7(3) . . . .
C15 C16 C17 C18 -85.8(3) . . . .
C20 C16 C17 C19 -32.1(3) . . . .
C15 C16 C17 C19 150.4(2) . . . .
C15 C16 C20 C21 0.3(3) . . . .
C17 C16 C20 C21 -177.4(2) . . . .
C16 C20 C21 C22 -1.0(4) . . . .
C20 C21 C22 C23 0.9(4) . . . .
C16 C15 C23 C22 -0.9(3) . . . .
N1 C15 C23 C22 177.10(18) . . . .
C16 C15 C23 C24 178.09(19) . . . .
N1 C15 C23 C24 -3.9(3) . . . .
C21 C22 C23 C15 0.1(3) . . . .
C21 C22 C23 C24 -178.9(2) . . . .
C15 C23 C24 C25 -123.3(2) . . . .
C22 C23 C24 C25 55.7(3) . . . .
C15 C23 C24 C26 112.7(2) . . . .
C22 C23 C24 C26 -68.4(3) . . . .
C1 N1 C27 N2 -0.9(2) . . . .
C15 N1 C27 N2 178.93(17) . . . .
C1 N1 C27 C28 172.97(17) . . . .
C15 N1 C27 C28 -7.2(3) . . . .
C2 N2 C27 N1 0.5(2) . . . .
C3 N2 C27 N1 -167.70(17) . . . .
C2 N2 C27 C28 -172.92(18) . . . .
C3 N2 C27 C28 18.9(3) . . . .
N1 C27 C28 C35 -104.3(2) . . . .
N2 C27 C28 C35 68.1(2) . . . .
N1 C27 C28 C29 124.9(2) . . . .
N2 C27 C28 C29 -62.7(3) . . . .
C31 C30 C29 C34 0.6(3) . . . .
C31 C30 C29 C28 -176.5(2) . . . .
C27 C28 C29 C30 -93.3(2) . . . .
C35 C28 C29 C30 137.85(19) . . . .
C27 C28 C29 C34 89.8(2) . . . .
C35 C28 C29 C34 -39.1(3) . . . .
C29 C30 C31 C32 -0.4(4) . . . .
C30 C31 C32 C33 -0.1(4) . . . .
C31 C32 C33 C34 0.5(4) . . . .
C30 C29 C34 C33 -0.3(3) . . . .
C28 C29 C34 C33 176.7(2) . . . .
C32 C33 C34 C29 -0.3(4) . . . .
C27 C28 C35 C36 160.23(16) . . . .
C29 C28 C35 C36 -67.8(2) . . . .
C28 C35 C36 O1 -4.9(3) . . . .
C28 C35 C36 C37 174.37(16) . . . .
C41 C40 C39 C38 0.9(4) . . . .
C37 C38 C39 C40 0.9(3) . . . .
C39 C38 C37 C42 -1.1(3) . . . .
C39 C38 C37 C36 178.4(2) . . . .
O1 C36 C37 C38 21.0(3) . . . .
C35 C36 C37 C38 -158.30(18) . . . .
O1 C36 C37 C42 -159.6(2) . . . .
C35 C36 C37 C42 21.1(3) . . . .
C38 C37 C42 C41 -0.5(3) . . . .
C36 C37 C42 C41 -180.0(2) . . . .
C39 C40 C41 C42 -2.5(4) . . . .
C37 C42 C41 C40 2.4(4) . . . .
