#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/96/7219615.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_7219615
loop_
_publ_author_name
'Wang, Jungang'
'Wang, Miao'
'Xiang, Jiachen'
'Cao, Liping'
'Wu, Anxin'
'Isaacs, Lyle'
_publ_section_title
;
 Dimeric packing of molecular clips induced by interactions between
 π-systems
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              2486
_journal_paper_doi               10.1039/C4CE02447H
_journal_volume                  17
_journal_year                    2015
_chemical_formula_sum            'C47 H41 Cl3 F2 N3 O8.5'
_chemical_formula_weight         928.18
_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
_audit_update_record
;
2014-03-18 deposited with the CCDC.
2015-02-16 downloaded from the CCDC.
;
_cell_angle_alpha                114.0830(10)
_cell_angle_beta                 93.5220(10)
_cell_angle_gamma                111.3440(10)
_cell_formula_units_Z            2
_cell_length_a                   12.9379(12)
_cell_length_b                   13.0294(12)
_cell_length_c                   15.7092(14)
_cell_measurement_reflns_used    9772
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      22.68
_cell_measurement_theta_min      2.54
_cell_volume                     2182.1(3)
_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, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_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  0.0251
_diffrn_reflns_av_sigmaI/netI    0.0394
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12070
_diffrn_reflns_theta_full        22.69
_diffrn_reflns_theta_max         22.69
_diffrn_reflns_theta_min         1.74
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.278
_exptl_absorpt_correction_T_max  0.9727
_exptl_absorpt_correction_T_min  0.9464
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_meas      1.413
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             962
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.642
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       0.0025(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     631
_refine_ls_number_reflns         5719
_refine_ls_number_restraints     26
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0550
_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)+(0.1097P)²+2.0342P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1622
_refine_ls_wR_factor_ref         0.1746
_reflns_number_gt                4676
_reflns_number_total             5719
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce02447h2.cif
_cod_data_source_block           5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

 Adding full bibliography for 7219611--7219617.cif.
;
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C47 H41 Cl3 F2 N3 O8.50'
_cod_database_code               7219615
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1953(3) 1.0299(3) 0.2338(3) 0.0270(8) Uani 1 1 d . . .
C2 C 0.2177(3) 1.0878(3) 0.3330(3) 0.0279(8) Uani 1 1 d . . .
H2 H 0.2050 1.1597 0.3666 0.033 Uiso 1 1 calc R . .
C3 C 0.2591(3) 1.0377(3) 0.3816(2) 0.0256(8) Uani 1 1 d . . .
H3 H 0.2757 1.0761 0.4499 0.031 Uiso 1 1 calc R . .
C4 C 0.2770(3) 0.9318(3) 0.3320(2) 0.0212(8) Uani 1 1 d . . .
C5 C 0.2501(3) 0.8746(3) 0.2314(2) 0.0259(8) Uani 1 1 d . . .
H5 H 0.2600 0.8010 0.1967 0.031 Uiso 1 1 calc R . .
C6 C 0.2089(3) 0.9251(3) 0.1818(3) 0.0279(8) Uani 1 1 d . . .
H6 H 0.1909 0.8873 0.1135 0.033 Uiso 1 1 calc R . .
C7 C 0.3249(3) 0.8854(3) 0.3844(2) 0.0224(8) Uani 1 1 d . . .
C8 C 0.3672(3) 0.8528(3) 0.4338(2) 0.0207(8) Uani 1 1 d . . .
C9 C 0.4136(3) 0.8105(3) 0.4907(2) 0.0198(7) Uani 1 1 d . . .
C10 C 0.4266(3) 0.8639(3) 0.5913(2) 0.0179(7) Uani 1 1 d . . .
C11 C 0.4697(3) 0.8178(3) 0.6445(2) 0.0191(7) Uani 1 1 d . . .
C12 C 0.4998(3) 0.7189(3) 0.5974(2) 0.0200(7) Uani 1 1 d . . .
C13 C 0.4889(3) 0.6693(3) 0.4987(2) 0.0250(8) Uani 1 1 d . . .
H13 H 0.5105 0.6034 0.4673 0.030 Uiso 1 1 calc R . .
C14 C 0.4473(3) 0.7142(3) 0.4457(2) 0.0228(8) Uani 1 1 d . . .
H14 H 0.4414 0.6799 0.3784 0.027 Uiso 1 1 calc R . .
C15 C 0.5449(3) 0.6704(3) 0.6508(2) 0.0236(8) Uani 1 1 d . . .
C16 C 0.5812(3) 0.6291(3) 0.6951(2) 0.0240(8) Uani 1 1 d . . .
C17 C 0.6201(3) 0.5754(3) 0.7464(2) 0.0219(8) Uani 1 1 d . . .
C18 C 0.5497(3) 0.5220(3) 0.7951(2) 0.0275(8) Uani 1 1 d . . .
H18 H 0.4773 0.5247 0.7965 0.033 Uiso 1 1 calc R . .
C19 C 0.5846(3) 0.4655(3) 0.8412(3) 0.0320(9) Uani 1 1 d . . .
H19 H 0.5368 0.4286 0.8739 0.038 Uiso 1 1 calc R . .
C20 C 0.6900(3) 0.4639(3) 0.8386(3) 0.0303(9) Uani 1 1 d . . .
C21 C 0.7622(3) 0.5158(3) 0.7924(3) 0.0294(8) Uani 1 1 d . . .
H21 H 0.8347 0.5132 0.7922 0.035 Uiso 1 1 calc R . .
C22 C 0.7269(3) 0.5718(3) 0.7462(2) 0.0258(8) Uani 1 1 d . . .
H22 H 0.7757 0.6084 0.7138 0.031 Uiso 1 1 calc R . .
C23 C 0.3973(3) 0.9732(3) 0.6411(2) 0.0193(7) Uani 1 1 d . . .
H23A H 0.4683 1.0472 0.6845 0.023 Uiso 1 1 calc R . .
H23B H 0.3676 0.9913 0.5919 0.023 Uiso 1 1 calc R . .
C24 C 0.4903(3) 0.8781(3) 0.7538(2) 0.0201(7) Uani 1 1 d . . .
H24A H 0.5250 0.8360 0.7783 0.024 Uiso 1 1 calc R . .
H24B H 0.5464 0.9661 0.7809 0.024 Uiso 1 1 calc R . .
C25 C 0.1979(3) 0.9085(3) 0.6604(2) 0.0209(8) Uani 1 1 d . . .
C26 C 0.3035(3) 0.7617(3) 0.7759(2) 0.0201(8) Uani 1 1 d . . .
C27 C 0.3407(3) 0.9585(3) 0.7897(2) 0.0178(7) Uani 1 1 d . . .
C28 C 0.4194(3) 1.0932(3) 0.8654(2) 0.0204(7) Uani 1 1 d . . .
C29 C 0.5301(3) 1.2198(3) 1.0265(2) 0.0277(8) Uani 1 1 d . . .
H29A H 0.5254 1.2201 1.0893 0.033 Uiso 1 1 calc R . .
H29B H 0.5064 1.2830 1.0245 0.033 Uiso 1 1 calc R . .
C30 C 0.6511(3) 1.2521(4) 1.0172(3) 0.0369(10) Uani 1 1 d . . .
H30A H 0.6734 1.1874 1.0162 0.055 Uiso 1 1 calc R . .
H30B H 0.7022 1.3321 1.0719 0.055 Uiso 1 1 calc R . .
H30C H 0.6569 1.2580 0.9572 0.055 Uiso 1 1 calc R . .
C31 C 0.1432(2) 0.8930(2) 0.72989(19) 0.0069(6) Uani 1 1 d . . .
C32 C 0.2188(3) 0.9010(3) 0.8070(2) 0.0205(7) Uani 1 1 d . . .
C33 C 0.2051(3) 0.9788(3) 0.9064(2) 0.0230(8) Uani 1 1 d . . .
C34 C 0.2042(3) 1.1740(3) 1.0063(3) 0.0368(9) Uani 1 1 d D . .
H34A H 0.2464 1.1709 1.0593 0.044 Uiso 0.50(3) 1 calc PR A 1
H34B H 0.2420 1.2593 1.0138 0.044 Uiso 0.50(3) 1 calc PR A 1
H34C H 0.2686 1.2569 1.0299 0.044 Uiso 0.50(3) 1 d PR A 2
H34D H 0.2071 1.1450 1.0553 0.044 Uiso 0.50(3) 1 d PR A 2
C35 C 0.0859(9) 1.1477(14) 1.0149(11) 0.046(4) Uani 0.50(3) 1 d PDU A 1
H35A H 0.0457 1.1587 0.9667 0.068 Uiso 0.50(3) 1 calc PR A 1
H35B H 0.0866 1.2049 1.0794 0.068 Uiso 0.50(3) 1 calc PR A 1
H35C H 0.0466 1.0619 1.0043 0.068 Uiso 0.50(3) 1 calc PR A 1
C35' C 0.0927(9) 1.1841(15) 0.9847(11) 0.047(4) Uani 0.50(3) 1 d PDU A 2
H35D H 0.0954 1.2150 0.9371 0.071 Uiso 0.50(3) 1 calc PR A 2
H35E H 0.0830 1.2417 1.0440 0.071 Uiso 0.50(3) 1 calc PR A 2
H35F H 0.0282 1.1019 0.9590 0.071 Uiso 0.50(3) 1 calc PR A 2
C36 C 0.0186(3) 0.8198(3) 0.7057(2) 0.0242(8) Uani 1 1 d . . .
H36A H -0.0184 0.8444 0.6651 0.029 Uiso 1 1 calc R . .
H36B H -0.0074 0.8419 0.7659 0.029 Uiso 1 1 calc R . .
C37 C 0.1018(3) 0.6860(3) 0.7892(2) 0.0243(8) Uani 1 1 d . . .
H37A H 0.0665 0.7244 0.8400 0.029 Uiso 1 1 calc R . .
H37B H 0.1190 0.6250 0.8022 0.029 Uiso 1 1 calc R . .
C38 C -0.0229(3) 0.6794(3) 0.6533(2) 0.0234(8) Uani 1 1 d . . .
C39 C 0.0151(3) 0.6170(3) 0.6924(2) 0.0217(8) Uani 1 1 d . . .
C40 C -0.0292(3) 0.4872(3) 0.6448(2) 0.0263(8) Uani 1 1 d . . .
C41 C -0.1112(3) 0.4200(3) 0.5570(2) 0.0276(8) Uani 1 1 d . . .
H41 H -0.1409 0.3320 0.5239 0.033 Uiso 1 1 calc R . .
C42 C -0.1489(3) 0.4814(3) 0.5186(2) 0.0272(8) Uani 1 1 d . . .
H42 H -0.2051 0.4353 0.4592 0.033 Uiso 1 1 calc R . .
C43 C -0.1060(3) 0.6096(3) 0.5653(2) 0.0251(8) Uani 1 1 d . . .
C44 C -0.0241(4) 0.3033(3) 0.6403(3) 0.0394(10) Uani 1 1 d . . .
H44A H -0.1069 0.2600 0.6311 0.059 Uiso 1 1 calc R . .
H44B H 0.0162 0.2787 0.6778 0.059 Uiso 1 1 calc R . .
H44C H -0.0057 0.2812 0.5775 0.059 Uiso 1 1 calc R . .
C45 C -0.2334(3) 0.6067(4) 0.4452(3) 0.0393(10) Uani 1 1 d . . .
H45A H -0.2076 0.5582 0.3922 0.059 Uiso 1 1 calc R . .
H45B H -0.2534 0.6637 0.4296 0.059 Uiso 1 1 calc R . .
H45C H -0.3007 0.5503 0.4547 0.059 Uiso 1 1 calc R . .
C47 C -0.0172(9) 0.5500(9) 0.0608(7) 0.059(3) Uani 0.50 1 d P . .
H47A H -0.0895 0.5538 0.0665 0.070 Uiso 0.50 1 d PR . .
H47B H 0.0365 0.5998 0.1225 0.070 Uiso 0.50 1 d PR . .
Cl4 Cl 0.03611(12) 0.60796(12) -0.01608(10) 0.0660(4) Uani 1 1 d . . .
C46 C 0.2157(10) 0.2381(10) 0.7850(10) 0.041(3) Uani 0.465(4) 1 d PD B 1
H46A H 0.2557 0.1887 0.7912 0.049 Uiso 0.465(4) 1 calc PR B 1
H46B H 0.2221 0.2424 0.7240 0.049 Uiso 0.465(4) 1 calc PR B 1
Cl5 Cl 0.2823(4) 0.3887(4) 0.8814(3) 0.0573(11) Uani 0.465(4) 1 d PD B 1
Cl6 Cl 0.0708(2) 0.1637(2) 0.78117(19) 0.0529(9) Uani 0.465(4) 1 d PD B 1
C46' C 0.2336(12) 0.2114(12) 0.7541(9) 0.056(4) Uani 0.535(4) 1 d PDU B 2
H46C H 0.2638 0.1762 0.7894 0.067 Uiso 0.535(4) 1 calc PR B 2
H46D H 0.1521 0.1542 0.7215 0.067 Uiso 0.535(4) 1 calc PR B 2
Cl5' Cl 0.2444(5) 0.3593(6) 0.8370(4) 0.1038(18) Uani 0.535(4) 1 d PD B 2
Cl6' Cl 0.3102(2) 0.2232(2) 0.66834(16) 0.0675(9) Uani 0.535(4) 1 d PD B 2
F1 F 0.7248(2) 0.4087(2) 0.88424(16) 0.0437(6) Uani 1 1 d . . .
F2 F 0.15802(18) 1.0821(2) 0.18616(15) 0.0373(6) Uani 1 1 d . . .
N4 N 0.3135(2) 0.9531(2) 0.69675(18) 0.0183(6) Uani 1 1 d . . .
N16 N 0.2085(2) 0.7821(2) 0.79566(18) 0.0207(6) Uani 1 1 d . . .
N17 N 0.3884(2) 0.8740(2) 0.78873(18) 0.0182(6) Uani 1 1 d . . .
O1 O 0.15295(19) 0.8906(2) 0.58255(16) 0.0244(6) Uani 1 1 d . . .
O2 O 0.31444(19) 0.6667(2) 0.75504(15) 0.0234(5) Uani 1 1 d . . .
O3 O 0.4441(2) 1.1807(2) 0.84941(16) 0.0268(6) Uani 1 1 d . . .
O4 O 0.45262(18) 1.0965(2) 0.94832(15) 0.0233(5) Uani 1 1 d . . .
O5 O 0.1908(2) 0.9447(2) 0.96690(17) 0.0335(6) Uani 1 1 d . . .
O6 O 0.2119(2) 1.0864(2) 0.91405(16) 0.0270(6) Uani 1 1 d . A .
O7 O 0.0108(2) 0.4339(2) 0.69035(17) 0.0332(6) Uani 1 1 d . . .
O8 O -0.14270(19) 0.6771(2) 0.53214(16) 0.0295(6) Uani 1 1 d . . .
C48 C 0.0343(7) 0.0381(9) 0.5026(7) 0.050(3) Uani 0.50 1 d P C -1
H48A H -0.0223 0.0119 0.5370 0.075 Uiso 0.50 1 calc PR C -1
H48B H 0.0227 -0.0336 0.4417 0.075 Uiso 0.50 1 calc PR C -1
H48C H 0.0253 0.1021 0.4895 0.075 Uiso 0.50 1 calc PR C -1
O9 O 0.1468(5) 0.0874(6) 0.5603(4) 0.0530(16) Uani 0.50 1 d P . .
H9 H 0.1947 0.0985 0.5275 0.079 Uiso 0.50 1 calc PR C .
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'
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
C6 C1 F2 118.8(3) . .
C6 C1 C2 123.6(3) . .
F2 C1 C2 117.6(3) . .
C1 C2 C3 117.8(3) . .
C1 C2 H2 121.1 . .
C3 C2 H2 121.1 . .
C2 C3 C4 121.0(3) . .
C2 C3 H3 119.5 . .
C4 C3 H3 119.5 . .
C3 C4 C5 119.0(3) . .
C3 C4 C7 119.7(3) . .
C5 C4 C7 121.2(3) . .
C6 C5 C4 120.2(3) . .
C6 C5 H5 119.9 . .
C4 C5 H5 119.9 . .
C1 C6 C5 118.3(3) . .
C1 C6 H6 120.9 . .
C5 C6 H6 120.9 . .
C8 C7 C4 176.1(3) . .
C7 C8 C9 178.0(3) . .
C14 C9 C10 119.5(3) . .
C14 C9 C8 119.3(3) . .
C10 C9 C8 121.2(3) . .
C11 C10 C9 119.6(3) . .
C11 C10 C23 120.7(3) . .
C9 C10 C23 119.7(3) . .
C10 C11 C12 119.9(3) . .
C10 C11 C24 120.7(3) . .
C12 C11 C24 119.4(3) . .
C13 C12 C11 119.7(3) . .
C13 C12 C15 119.4(3) . .
C11 C12 C15 120.8(3) . .
C14 C13 C12 120.9(3) . .
C14 C13 H13 119.5 . .
C12 C13 H13 119.5 . .
C13 C14 C9 120.3(3) . .
C13 C14 H14 119.9 . .
C9 C14 H14 119.9 . .
C16 C15 C12 179.2(4) . .
C15 C16 C17 177.7(3) . .
C18 C17 C22 118.9(3) . .
C18 C17 C16 120.2(3) . .
C22 C17 C16 120.9(3) . .
C19 C18 C17 120.4(3) . .
C19 C18 H18 119.8 . .
C17 C18 H18 119.8 . .
C20 C19 C18 118.6(3) . .
C20 C19 H19 120.7 . .
C18 C19 H19 120.7 . .
F1 C20 C21 118.3(3) . .
F1 C20 C19 118.6(3) . .
C21 C20 C19 123.0(3) . .
C20 C21 C22 118.3(3) . .
C20 C21 H21 120.9 . .
C22 C21 H21 120.9 . .
C21 C22 C17 120.8(3) . .
C21 C22 H22 119.6 . .
C17 C22 H22 119.6 . .
N4 C23 C10 114.1(3) . .
N4 C23 H23A 108.7 . .
C10 C23 H23A 108.7 . .
N4 C23 H23B 108.7 . .
C10 C23 H23B 108.7 . .
H23A C23 H23B 107.6 . .
N17 C24 C11 114.6(3) . .
N17 C24 H24A 108.6 . .
C11 C24 H24A 108.6 . .
N17 C24 H24B 108.6 . .
C11 C24 H24B 108.6 . .
H24A C24 H24B 107.6 . .
O1 C25 N4 125.9(3) . .
O1 C25 C31 126.3(3) . .
N4 C25 C31 107.7(3) . .
O2 C26 N16 127.2(3) . .
O2 C26 N17 125.7(3) . .
N16 C26 N17 107.0(3) . .
N17 C27 N4 113.9(3) . .
N17 C27 C28 111.3(3) . .
N4 C27 C28 110.2(3) . .
N17 C27 C32 103.0(2) . .
N4 C27 C32 102.7(2) . .
C28 C27 C32 115.5(3) . .
O3 C28 O4 126.4(3) . .
O3 C28 C27 123.4(3) . .
O4 C28 C27 110.2(3) . .
O4 C29 C30 110.5(3) . .
O4 C29 H29A 109.5 . .
C30 C29 H29A 109.5 . .
O4 C29 H29B 109.5 . .
C30 C29 H29B 109.5 . .
H29A C29 H29B 108.1 . .
C29 C30 H30A 109.5 . .
C29 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C29 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C25 C31 C32 112.0(3) . .
C25 C31 C36 120.8(3) . .
C32 C31 C36 121.2(3) . .
N16 C32 C31 113.8(3) . .
N16 C32 C33 111.3(3) . .
C31 C32 C33 111.6(3) . .
N16 C32 C27 102.7(2) . .
C31 C32 C27 102.7(2) . .
C33 C32 C27 114.3(3) . .
O5 C33 O6 126.3(3) . .
O5 C33 C32 123.6(3) . .
O6 C33 C32 110.1(3) . .
C35 C34 O6 113.4(5) . .
C35 C34 C35' 30.3(4) . .
O6 C34 C35' 105.8(5) . .
C35 C34 H34A 108.9 . .
O6 C34 H34A 108.9 . .
C35' C34 H34A 136.1 . .
C35 C34 H34B 108.9 . .
O6 C34 H34B 108.9 . .
C35' C34 H34B 85.1 . .
H34A C34 H34B 107.7 . .
C35 C34 H34C 126.7 . .
O6 C34 H34C 110.0 . .
C35' C34 H34C 108.5 . .
H34A C34 H34C 84.0 . .
H34B C34 H34C 25.3 . .
C35 C34 H34D 83.3 . .
O6 C34 H34D 110.9 . .
C35' C34 H34D 113.0 . .
H34A C34 H34D 28.0 . .
H34B C34 H34D 128.8 . .
H34C C34 H34D 108.7 . .
C34 C35 H35A 109.5 . .
C34 C35 H35B 109.5 . .
C34 C35 H35C 109.5 . .
C34 C35' H35D 109.5 . .
C34 C35' H35E 109.5 . .
H35D C35' H35E 109.5 . .
C34 C35' H35F 109.5 . .
H35D C35' H35F 109.5 . .
H35E C35' H35F 109.5 . .
C31 C36 C38 115.6(3) . .
C31 C36 H36A 108.4 . .
C38 C36 H36A 108.4 . .
C31 C36 H36B 108.4 . .
C38 C36 H36B 108.4 . .
H36A C36 H36B 107.4 . .
N16 C37 C39 114.5(3) . .
N16 C37 H37A 108.6 . .
C39 C37 H37A 108.6 . .
N16 C37 H37B 108.6 . .
C39 C37 H37B 108.6 . .
H37A C37 H37B 107.6 . .
C39 C38 C43 118.8(3) . .
C39 C38 C36 121.8(3) . .
C43 C38 C36 119.4(3) . .
C38 C39 C40 120.4(3) . .
C38 C39 C37 121.7(3) . .
C40 C39 C37 117.8(3) . .
O7 C40 C41 124.2(3) . .
O7 C40 C39 116.2(3) . .
C41 C40 C39 119.6(3) . .
C42 C41 C40 120.0(3) . .
C42 C41 H41 120.0 . .
C40 C41 H41 120.0 . .
C41 C42 C43 120.9(3) . .
C41 C42 H42 119.6 . .
C43 C42 H42 119.6 . .
C42 C43 O8 123.8(3) . .
C42 C43 C38 120.4(3) . .
O8 C43 C38 115.8(3) . .
O7 C44 H44A 109.5 . .
O7 C44 H44B 109.5 . .
H44A C44 H44B 109.5 . .
O7 C44 H44C 109.5 . .
H44A C44 H44C 109.5 . .
H44B C44 H44C 109.5 . .
O8 C45 H45A 109.5 . .
O8 C45 H45B 109.5 . .
H45A C45 H45B 109.5 . .
O8 C45 H45C 109.5 . .
H45A C45 H45C 109.5 . .
H45B C45 H45C 109.5 . .
Cl4 C47 Cl4 110.4(5) . 2_565
Cl4 C47 C47 56.9(5) . 2_565
Cl4 C47 C47 53.5(4) 2_565 2_565
Cl4 C47 H47A 109.4 . .
Cl4 C47 H47A 109.7 2_565 .
C47 C47 H47A 125.8 2_565 .
Cl4 C47 H47B 108.5 . .
Cl4 C47 H47B 109.1 2_565 .
C47 C47 H47B 124.3 2_565 .
H47A C47 H47B 109.8 . .
C47 Cl4 C47 69.6(5) . 2_565
Cl5 C46 Cl6 111.8(6) . .
Cl5 C46 H46A 109.3 . .
Cl6 C46 H46A 109.3 . .
Cl5 C46 H46B 109.3 . .
Cl6 C46 H46B 109.3 . .
H46A C46 H46B 107.9 . .
Cl6' C46' Cl5' 111.0(7) . .
Cl6' C46' H46C 109.4 . .
Cl5' C46' H46C 109.4 . .
Cl6' C46' H46D 109.4 . .
Cl5' C46' H46D 109.4 . .
H46C C46' H46D 108.0 . .
C25 N4 C27 113.1(3) . .
C25 N4 C23 123.1(3) . .
C27 N4 C23 123.1(2) . .
C26 N16 C32 113.2(3) . .
C26 N16 C37 123.2(3) . .
C32 N16 C37 122.8(3) . .
C26 N17 C27 111.3(3) . .
C26 N17 C24 120.8(3) . .
C27 N17 C24 120.3(2) . .
C28 O4 C29 115.8(3) . .
C33 O6 C34 117.0(3) . .
C40 O7 C44 117.8(3) . .
C43 O8 C45 116.7(3) . .
O9 C48 H48A 109.5 . .
O9 C48 H48B 109.5 . .
O9 C48 H48C 109.5 . .
C48 O9 H9 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.358(5) .
C1 F2 1.365(4) .
C1 C2 1.381(5) .
C2 C3 1.381(5) .
C2 H2 0.9500 .
C3 C4 1.394(5) .
C3 H3 0.9500 .
C4 C5 1.399(5) .
C4 C7 1.429(5) .
C5 C6 1.396(5) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C7 C8 1.211(5) .
C8 C9 1.429(5) .
C9 C14 1.406(5) .
C9 C10 1.412(5) .
C10 C11 1.403(5) .
C10 C23 1.517(4) .
C11 C12 1.408(5) .
C11 C24 1.526(5) .
C12 C13 1.391(5) .
C12 C15 1.443(5) .
C13 C14 1.377(5) .
C13 H13 0.9500 .
C14 H14 0.9500 .
C15 C16 1.202(5) .
C16 C17 1.436(5) .
C17 C18 1.399(5) .
C17 C22 1.400(5) .
C18 C19 1.381(5) .
C18 H18 0.9500 .
C19 C20 1.375(5) .
C19 H19 0.9500 .
C20 F1 1.360(4) .
C20 C21 1.372(5) .
C21 C22 1.380(5) .
C21 H21 0.9500 .
C22 H22 0.9500 .
C23 N4 1.451(4) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C24 N17 1.451(4) .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
C25 O1 1.211(4) .
C25 N4 1.376(4) .
C25 C31 1.380(4) .
C26 O2 1.210(4) .
C26 N16 1.376(4) .
C26 N17 1.396(4) .
C27 N17 1.441(4) .
C27 N4 1.448(4) .
C27 C28 1.542(5) .
C27 C32 1.575(4) .
C28 O3 1.202(4) .
C28 O4 1.325(4) .
C29 O4 1.470(4) .
C29 C30 1.500(5) .
C29 H29A 0.9900 .
C29 H29B 0.9900 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 C32 1.454(4) .
C31 C36 1.470(4) .
C32 N16 1.439(4) .
C32 C33 1.539(5) .
C33 O5 1.201(4) .
C33 O6 1.327(4) .
C34 C35 1.469(11) .
C34 O6 1.471(4) .
C34 C35' 1.525(12) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C34 H34C 0.9900 .
C34 H34D 0.9899 .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C35' H35D 0.9800 .
C35' H35E 0.9800 .
C35' H35F 0.9800 .
C36 C38 1.521(5) .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C37 N16 1.451(4) .
C37 C39 1.522(5) .
C37 H37A 0.9900 .
C37 H37B 0.9900 .
C38 C39 1.394(5) .
C38 C43 1.405(5) .
C39 C40 1.399(5) .
C40 O7 1.372(4) .
C40 C41 1.398(5) .
C41 C42 1.372(5) .
C41 H41 0.9500 .
C42 C43 1.383(5) .
C42 H42 0.9500 .
C43 O8 1.384(4) .
C44 O7 1.422(4) .
C44 H44A 0.9800 .
C44 H44B 0.9800 .
C44 H44C 0.9800 .
C45 O8 1.442(4) .
C45 H45A 0.9800 .
C45 H45B 0.9800 .
C45 H45C 0.9800 .
C47 Cl4 1.724(10) .
C47 Cl4 1.795(10) 2_565
C47 C47 2.009(19) 2_565
C47 H47A 0.9621 .
C47 H47B 0.9599 .
Cl4 C47 1.795(10) 2_565
C46 Cl5 1.752(11) .
C46 Cl6 1.753(12) .
C46 H46A 0.9900 .
C46 H46B 0.9900 .
C46' Cl6' 1.744(12) .
C46' Cl5' 1.779(12) .
C46' H46C 0.9900 .
C46' H46D 0.9900 .
C48 O9 1.427(11) .
C48 H48A 0.9800 .
C48 H48B 0.9800 .
C48 H48C 0.9800 .
O9 H9 0.8400 .
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
C6 C1 C2 C3 1.8(5) . .
F2 C1 C2 C3 -177.8(3) . .
C1 C2 C3 C4 -0.4(5) . .
C2 C3 C4 C5 -1.3(5) . .
C2 C3 C4 C7 177.2(3) . .
C3 C4 C5 C6 1.7(5) . .
C7 C4 C5 C6 -176.8(3) . .
F2 C1 C6 C5 178.2(3) . .
C2 C1 C6 C5 -1.4(5) . .
C4 C5 C6 C1 -0.4(5) . .
C3 C4 C7 C8 -14(5) . .
C5 C4 C7 C8 165(5) . .
C4 C7 C8 C9 130(9) . .
C7 C8 C9 C14 73(10) . .
C7 C8 C9 C10 -108(10) . .
C14 C9 C10 C11 -1.9(5) . .
C8 C9 C10 C11 178.4(3) . .
C14 C9 C10 C23 176.2(3) . .
C8 C9 C10 C23 -3.6(4) . .
C9 C10 C11 C12 0.0(4) . .
C23 C10 C11 C12 -178.0(3) . .
C9 C10 C11 C24 176.9(3) . .
C23 C10 C11 C24 -1.2(4) . .
C10 C11 C12 C13 1.4(5) . .
C24 C11 C12 C13 -175.4(3) . .
C10 C11 C12 C15 179.6(3) . .
C24 C11 C12 C15 2.8(4) . .
C11 C12 C13 C14 -1.1(5) . .
C15 C12 C13 C14 -179.3(3) . .
C12 C13 C14 C9 -0.8(5) . .
C10 C9 C14 C13 2.3(5) . .
C8 C9 C14 C13 -178.0(3) . .
C13 C12 C15 C16 -95(25) . .
C11 C12 C15 C16 87(25) . .
C12 C15 C16 C17 19(31) . .
C15 C16 C17 C18 -45(9) . .
C15 C16 C17 C22 133(8) . .
C22 C17 C18 C19 -0.7(5) . .
C16 C17 C18 C19 177.2(3) . .
C17 C18 C19 C20 0.5(5) . .
C18 C19 C20 F1 179.8(3) . .
C18 C19 C20 C21 0.0(6) . .
F1 C20 C21 C22 -180.0(3) . .
C19 C20 C21 C22 -0.2(6) . .
C20 C21 C22 C17 -0.1(5) . .
C18 C17 C22 C21 0.6(5) . .
C16 C17 C22 C21 -177.4(3) . .
C11 C10 C23 N4 -57.9(4) . .
C9 C10 C23 N4 124.1(3) . .
C10 C11 C24 N17 61.7(4) . .
C12 C11 C24 N17 -121.4(3) . .
N17 C27 C28 O3 133.9(3) . .
N4 C27 C28 O3 6.5(4) . .
C32 C27 C28 O3 -109.2(3) . .
N17 C27 C28 O4 -47.1(3) . .
N4 C27 C28 O4 -174.4(2) . .
C32 C27 C28 O4 69.8(3) . .
O1 C25 C31 C32 169.7(3) . .
N4 C25 C31 C32 -12.7(3) . .
O1 C25 C31 C36 16.9(5) . .
N4 C25 C31 C36 -165.5(3) . .
C25 C31 C32 N16 -96.2(3) . .
C36 C31 C32 N16 56.5(4) . .
C25 C31 C32 C33 136.9(3) . .
C36 C31 C32 C33 -70.5(4) . .
C25 C31 C32 C27 14.1(3) . .
C36 C31 C32 C27 166.7(3) . .
N17 C27 C32 N16 -10.0(3) . .
N4 C27 C32 N16 108.5(3) . .
C28 C27 C32 N16 -131.5(3) . .
N17 C27 C32 C31 -128.4(2) . .
N4 C27 C32 C31 -9.8(3) . .
C28 C27 C32 C31 110.1(3) . .
N17 C27 C32 C33 110.6(3) . .
N4 C27 C32 C33 -130.8(3) . .
C28 C27 C32 C33 -10.9(4) . .
N16 C32 C33 O5 1.8(4) . .
C31 C32 C33 O5 130.1(3) . .
C27 C32 C33 O5 -114.0(4) . .
N16 C32 C33 O6 -178.3(2) . .
C31 C32 C33 O6 -50.1(3) . .
C27 C32 C33 O6 65.9(3) . .
C25 C31 C36 C38 76.7(4) . .
C32 C31 C36 C38 -73.6(4) . .
C31 C36 C38 C39 57.7(4) . .
C31 C36 C38 C43 -125.4(3) . .
C43 C38 C39 C40 -0.2(4) . .
C36 C38 C39 C40 176.7(3) . .
C43 C38 C39 C37 -177.8(3) . .
C36 C38 C39 C37 -0.9(4) . .
N16 C37 C39 C38 -56.3(4) . .
N16 C37 C39 C40 126.0(3) . .
C38 C39 C40 O7 -178.0(3) . .
C37 C39 C40 O7 -0.3(4) . .
C38 C39 C40 C41 0.6(5) . .
C37 C39 C40 C41 178.3(3) . .
O7 C40 C41 C42 177.7(3) . .
C39 C40 C41 C42 -0.8(5) . .
C40 C41 C42 C43 0.6(5) . .
C41 C42 C43 O8 -177.9(3) . .
C41 C42 C43 C38 -0.1(5) . .
C39 C38 C43 C42 0.0(4) . .
C36 C38 C43 C42 -177.1(3) . .
C39 C38 C43 O8 177.9(3) . .
C36 C38 C43 O8 0.9(4) . .
Cl4 C47 Cl4 C47 0.0 2_565 2_565
O1 C25 N4 C27 -176.9(3) . .
C31 C25 N4 C27 5.5(3) . .
O1 C25 N4 C23 -6.4(5) . .
C31 C25 N4 C23 176.0(3) . .
N17 C27 N4 C25 113.7(3) . .
C28 C27 N4 C25 -120.5(3) . .
C32 C27 N4 C25 3.1(3) . .
N17 C27 N4 C23 -56.8(4) . .
C28 C27 N4 C23 69.0(3) . .
C32 C27 N4 C23 -167.4(3) . .
C10 C23 N4 C25 -93.5(3) . .
C10 C23 N4 C27 76.0(4) . .
O2 C26 N16 C32 -173.2(3) . .
N17 C26 N16 C32 9.4(3) . .
O2 C26 N16 C37 -3.2(5) . .
N17 C26 N16 C37 179.4(3) . .
C31 C32 N16 C26 110.9(3) . .
C33 C32 N16 C26 -122.0(3) . .
C27 C32 N16 C26 0.7(3) . .
C31 C32 N16 C37 -59.1(4) . .
C33 C32 N16 C37 68.0(4) . .
C27 C32 N16 C37 -169.3(3) . .
C39 C37 N16 C26 -93.0(4) . .
C39 C37 N16 C32 76.0(4) . .
O2 C26 N17 C27 165.8(3) . .
N16 C26 N17 C27 -16.7(3) . .
O2 C26 N17 C24 16.1(5) . .
N16 C26 N17 C24 -166.5(3) . .
N4 C27 N17 C26 -93.8(3) . .
C28 C27 N17 C26 140.9(3) . .
C32 C27 N17 C26 16.6(3) . .
N4 C27 N17 C24 56.0(4) . .
C28 C27 N17 C24 -69.2(3) . .
C32 C27 N17 C24 166.4(2) . .
C11 C24 N17 C26 69.7(4) . .
C11 C24 N17 C27 -77.3(4) . .
O3 C28 O4 C29 -2.1(5) . .
C27 C28 O4 C29 178.9(2) . .
C30 C29 O4 C28 -81.8(4) . .
O5 C33 O6 C34 1.8(5) . .
C32 C33 O6 C34 -178.1(3) . .
C35 C34 O6 C33 -82.5(11) . .
C35' C34 O6 C33 -113.8(9) . .
C41 C40 O7 C44 7.0(5) . .
C39 C40 O7 C44 -174.4(3) . .
C42 C43 O8 C45 1.9(4) . .
C38 C43 O8 C45 -176.0(3) . .
