#------------------------------------------------------------------------------
#$Date: 2018-04-16 15:46:01 +0300 (Mon, 16 Apr 2018) $
#$Revision: 207358 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/92/1549250.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_1549250
loop_
_publ_author_name
'McMahon, David P.'
'Stephenson, Andrew'
'Chong, Samantha Y.'
'Little, Marc'
'Jones, James T. A.'
'Cooper, Andrew I.'
'Day, Graeme Matthew'
_publ_section_title
;
 Computational Modelling of Solvent Effects in a Prolific Solvatomorphic
 Porous Organic Cage
;
_journal_name_full               'Faraday Discussions'
_journal_paper_doi               10.1039/C8FD00031J
_journal_year                    2018
_chemical_formula_moiety         '2(C48 H48 N12), 7.75(C H2 Cl2)'
_chemical_formula_sum            'C103.75 H111.5 Cl15.5 N24'
_chemical_formula_weight         2244.14
_space_group_crystal_system      trigonal
_space_group_IT_number           146
_space_group_name_Hall           'R 3'
_space_group_name_H-M_alt        'R 3'
_symmetry_space_group_name_Hall  'R 3'
_symmetry_space_group_name_H-M   'R 3 :H'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-03-11
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2017-09-21 deposited with the CCDC.
2018-03-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            3
_cell_length_a                   21.3987(16)
_cell_length_b                   21.3987(16)
_cell_length_c                   21.3164(18)
_cell_measurement_reflns_used    9925
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.378
_cell_measurement_theta_min      2.323
_cell_volume                     8453.2(11)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 0.0350
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'CrystalLogic Kappa (4 circle)'
_diffrn_measurement_device_type  'Kappa Rigaku Saturn724+'
_diffrn_measurement_method       'omega rotation'
_diffrn_radiation_collimation    '0.3 x 1.5 Double Pinhole'
_diffrn_radiation_monochromator  Synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.6889
_diffrn_reflns_av_R_equivalents  0.0721
_diffrn_reflns_av_unetI/netI     0.0564
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            30840
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_min         1.411
_diffrn_source                   Synchrotron
_diffrn_source_type              'Undulator, I19, DLS, RAL'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.393
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.5605
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1293 before and 0.0924 after correction.
The Ratio of minimum to maximum transmission is 0.7514.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_description       plate
_exptl_crystal_F_000             3496
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.116
_refine_diff_density_min         -1.354
_refine_diff_density_rms         0.145
_refine_ls_abs_structure_details
;
 Flack x determined using 2631 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.33(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     471
_refine_ls_number_reflns         7407
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0973
_refine_ls_R_factor_gt           0.0912
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1970P)²+12.4680P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2501
_refine_ls_wR_factor_ref         0.2591
_reflns_Friedel_coverage         0.921
_reflns_Friedel_fraction_full    0.933
_reflns_Friedel_fraction_max     0.920
_reflns_number_gt                6606
_reflns_number_total             7407
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8fd00031j5.cif
_cod_data_source_block           2_CC1_7_75_CH2Cl2_R3
_cod_original_cell_volume        8453.2(15)
_cod_original_formula_sum        'C103.75 H111.50 Cl15.50 N24'
_cod_database_code               1549250
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl10-C36 = Cl9-C36
 1.74 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C35) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(Cl10) = Uanis(C36) = Uanis(Cl9)
4. Others
 Sof(Cl9)=Sof(Cl10)=Sof(C36)=Sof(H36A)=Sof(H36B)=0.33333*FVAR(2)
 Fixed Sof: Cl1(0.5) Cl2(0.5) C34(0.5) H34A(0.5) H34B(0.5) Cl3(0.5) Cl4(0.5)
 C35(0.5) H35A(0.5) H35B(0.5) Cl5(0.33333) H37A(0.33333) H37B(0.33333)
5.a Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B), C32(H32A,H32B), C13(H13A,
 H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C34(H34A,H34B),
 C33(H33A,H33B), C35(H35A,H35B), C37(H37A,H37B), C36(H36A,H36B)
5.b Aromatic/amide H refined with riding coordinates:
 C18(H18), C20(H20), C22(H22), C23(H23), C24(H24), C25(H25), C29(H29),
 C31(H31), C2(H2), C4(H4), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
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
N5 N 0.3449(3) 0.4987(3) 0.1009(2) 0.0171(9) Uani 1 1 d . . . . .
N6 N 0.3835(3) 0.4415(3) 0.2124(2) 0.0184(10) Uani 1 1 d . . . . .
N7 N 0.5335(3) 0.6260(3) 0.4657(3) 0.0227(11) Uani 1 1 d . . . . .
N8 N 0.1917(3) 0.4067(3) 0.4534(2) 0.0188(10) Uani 1 1 d . . . . .
C17 C 0.3559(3) 0.4633(3) 0.3169(3) 0.0198(12) Uani 1 1 d . . . . .
C18 C 0.4267(3) 0.5155(3) 0.3332(3) 0.0209(12) Uani 1 1 d . . . . .
H18 H 0.4647 0.5299 0.3036 0.025 Uiso 1 1 calc R . . . .
C19 C 0.4412(3) 0.5462(3) 0.3928(3) 0.0210(12) Uani 1 1 d . . . . .
C20 C 0.3856(3) 0.5251(3) 0.4366(3) 0.0216(12) Uani 1 1 d . . . . .
H20 H 0.3961 0.5459 0.4773 0.026 Uiso 1 1 calc R . . . .
C21 C 0.3149(3) 0.4735(3) 0.4210(3) 0.0188(11) Uani 1 1 d . . . . .
C22 C 0.3010(3) 0.4431(3) 0.3609(3) 0.0187(11) Uani 1 1 d . . . . .
H22 H 0.2531 0.4079 0.3499 0.022 Uiso 1 1 calc R . . . .
C23 C 0.3373(3) 0.4292(3) 0.2544(3) 0.0208(12) Uani 1 1 d . . . . .
H23 H 0.2880 0.3963 0.2454 0.025 Uiso 1 1 calc R . . . .
C24 C 0.5164(3) 0.6024(3) 0.4095(3) 0.0223(12) Uani 1 1 d . . . . .
H24 H 0.5523 0.6212 0.3778 0.027 Uiso 1 1 calc R . . . .
C25 C 0.2563(3) 0.4526(3) 0.4670(3) 0.0208(12) Uani 1 1 d . . . . .
H25 H 0.2673 0.4738 0.5076 0.025 Uiso 1 1 calc R . . . .
C26 C 0.1373(3) 0.3876(3) 0.5024(3) 0.0222(12) Uani 1 1 d . . . . .
H26A H 0.1585 0.4211 0.5383 0.027 Uiso 1 1 calc R . . . .
H26B H 0.1210 0.3380 0.5175 0.027 Uiso 1 1 calc R . . . .
C27 C 0.3564(3) 0.4026(3) 0.1533(3) 0.0170(11) Uani 1 1 d . . . . .
H27A H 0.3030 0.3740 0.1545 0.020 Uiso 1 1 calc R . . . .
H27B H 0.3748 0.3688 0.1474 0.020 Uiso 1 1 calc R . . . .
C28 C 0.3804(3) 0.4553(3) 0.0988(3) 0.0183(11) Uani 1 1 d . . . . .
H28A H 0.4333 0.4875 0.1006 0.022 Uiso 1 1 calc R . . . .
H28B H 0.3685 0.4283 0.0588 0.022 Uiso 1 1 calc R . . . .
C29 C 0.3856(3) 0.5659(3) 0.1097(3) 0.0169(11) Uani 1 1 d . . . . .
H29 H 0.4358 0.5840 0.1155 0.020 Uiso 1 1 calc R . . . .
C30 C 0.3585(3) 0.6172(3) 0.1114(3) 0.0165(11) Uani 1 1 d . . . . .
C31 C 0.2833(3) 0.5929(3) 0.1112(3) 0.0183(11) Uani 1 1 d . . . . .
H31 H 0.2496 0.5426 0.1109 0.022 Uiso 1 1 calc R . . . .
C32 C 0.6081(3) 0.6818(3) 0.4763(3) 0.0243(13) Uani 1 1 d . . . . .
H32A H 0.6350 0.6931 0.4362 0.029 Uiso 1 1 calc R . . . .
H32B H 0.6309 0.6638 0.5061 0.029 Uiso 1 1 calc R . . . .
N1 N 0.6307(3) 0.5327(3) 0.6132(3) 0.0242(11) Uani 1 1 d . . . . .
N2 N 0.3993(3) 0.1917(3) 0.6026(3) 0.0227(11) Uani 1 1 d . . . . .
N3 N 0.3911(3) 0.2868(3) 0.3780(3) 0.0239(11) Uani 1 1 d . . . . .
N4 N 0.4762(3) 0.2920(3) 0.2694(2) 0.0201(10) Uani 1 1 d . . . . .
C1 C 0.4652(3) 0.3592(3) 0.4647(3) 0.0206(12) Uani 1 1 d . . . . .
C2 C 0.5168(4) 0.4281(3) 0.4831(3) 0.0249(13) Uani 1 1 d . . . . .
H2 H 0.5305 0.4671 0.4547 0.030 Uiso 1 1 calc R . . . .
C3 C 0.5492(3) 0.4419(3) 0.5420(3) 0.0229(12) Uani 1 1 d . . . . .
C4 C 0.5284(3) 0.3832(3) 0.5833(3) 0.0209(12) Uani 1 1 d . . . . .
H4 H 0.5507 0.3910 0.6232 0.025 Uiso 1 1 calc R . . . .
C5 C 0.4753(3) 0.3138(3) 0.5660(3) 0.0198(12) Uani 1 1 d . . . . .
C6 C 0.4436(3) 0.3015(3) 0.5062(3) 0.0198(11) Uani 1 1 d . . . . .
H6 H 0.4077 0.2542 0.4941 0.024 Uiso 1 1 calc R . . . .
C7 C 0.4346(3) 0.3483(3) 0.4002(3) 0.0219(12) Uani 1 1 d . . . . .
H7 H 0.4483 0.3895 0.3747 0.026 Uiso 1 1 calc R . . . .
C8 C 0.6036(4) 0.5155(3) 0.5591(3) 0.0272(14) Uani 1 1 d . . . . .
H8 H 0.6191 0.5521 0.5280 0.033 Uiso 1 1 calc R . . . .
C9 C 0.4546(3) 0.2539(3) 0.6108(3) 0.0206(12) Uani 1 1 d . . . . .
H9 H 0.4836 0.2619 0.6470 0.025 Uiso 1 1 calc R . . . .
C10 C 0.6318(4) 0.3731(4) 0.2742(3) 0.0239(13) Uani 1 1 d . . . . .
H10 H 0.6077 0.4003 0.2747 0.029 Uiso 1 1 calc R . . . .
C11 C 0.5914(3) 0.2977(3) 0.2739(3) 0.0226(12) Uani 1 1 d . . . . .
C12 C 0.5116(3) 0.2596(3) 0.2751(3) 0.0217(12) Uani 1 1 d . . . . .
H12 H 0.4859 0.2087 0.2804 0.026 Uiso 1 1 calc R . . . .
C13 C 0.3675(3) 0.2844(4) 0.3133(3) 0.0249(13) Uani 1 1 d . . . . .
H13A H 0.3844 0.3341 0.2983 0.030 Uiso 1 1 calc R . . . .
H13B H 0.3141 0.2573 0.3116 0.030 Uiso 1 1 calc R . . . .
C14 C 0.3970(3) 0.2484(4) 0.2712(3) 0.0241(13) Uani 1 1 d . . . . .
H14A H 0.3823 0.1995 0.2873 0.029 Uiso 1 1 calc R . . . .
H14B H 0.3773 0.2434 0.2283 0.029 Uiso 1 1 calc R . . . .
C15 C 0.6842(3) 0.6098(3) 0.6236(3) 0.0239(12) Uani 1 1 d . . . . .
H15A H 0.6643 0.6312 0.6531 0.029 Uiso 1 1 calc R . . . .
H15B H 0.6951 0.6364 0.5835 0.029 Uiso 1 1 calc R . . . .
C16 C 0.7534(3) 0.6157(3) 0.6511(3) 0.0218(12) Uani 1 1 d . . . . .
H16A H 0.7846 0.6649 0.6680 0.026 Uiso 1 1 calc R . . . .
H16B H 0.7409 0.5809 0.6860 0.026 Uiso 1 1 calc R . . . .
Cl1 Cl 0.0637(3) 0.2749(2) 0.0753(2) 0.0516(11) Uani 0.5 1 d . . . A 2
Cl2 Cl 0.1336(4) 0.4065(3) 0.1480(4) 0.0548(15) Uani 0.5 1 d . . . A 2
C34 C 0.1430(10) 0.3594(10) 0.0843(10) 0.048(4) Uani 0.5 1 d . . . A 2
H34A H 0.1846 0.3522 0.0916 0.057 Uiso 0.5 1 calc R . . A 2
H34B H 0.1522 0.3881 0.0454 0.057 Uiso 0.5 1 calc R . . A 2
Cl7 Cl 0.6871(2) 0.4540(2) 0.42872(19) 0.0851(10) Uani 1 1 d . . . B 3
Cl8 Cl 0.65499(19) 0.5589(2) 0.3742(2) 0.0844(10) Uani 1 1 d . . . B 3
C33 C 0.7176(9) 0.5459(8) 0.4207(8) 0.085(4) Uani 1 1 d . . . B 3
H33A H 0.7656 0.5699 0.4003 0.102 Uiso 1 1 calc R . . B 3
H33B H 0.7226 0.5678 0.4626 0.102 Uiso 1 1 calc R . . B 3
Cl3 Cl 0.1293(3) 0.3970(3) 0.1172(3) 0.0509(15) Uani 0.5 1 d . . . C 1
Cl4 Cl 0.1619(3) 0.4709(3) 0.2388(2) 0.0608(14) Uani 0.5 1 d . . . C 1
C35 C 0.1834(7) 0.4194(7) 0.1862(6) 0.025(3) Uani 0.5 1 d . U . C 1
H35A H 0.2351 0.4477 0.1745 0.030 Uiso 0.5 1 calc R . . C 1
H35B H 0.1751 0.3746 0.2072 0.030 Uiso 0.5 1 calc R . . C 1
Cl5 Cl 0.0141(6) 0.0582(6) 0.1585(6) 0.083(3) Uani 0.3333 1 d . . . D 4
Cl6 Cl 0.0000 0.0000 0.2808(5) 0.111(3) Uani 1 3 d S T P D 4
C37 C 0.0000 0.0000 0.2083(18) 0.132(13) Uani 1 3 d S T P D 4
H37A H -0.0482 -0.0406 0.1972 0.159 Uiso 0.3333 1 calc R . . D 4
H37B H 0.0345 -0.0163 0.1972 0.159 Uiso 0.3333 1 calc R . . D 4
Cl9 Cl 0.297(2) 0.656(2) 0.2927(14) 0.184(13) Uani 0.250(10) 1 d D . . . .
Cl10 Cl 0.3333 0.6667 0.4263(9) 0.184(13) Uani 0.75(3) 3 d DS T P . .
C36 C 0.356(5) 0.655(7) 0.3515(16) 0.184(13) Uani 0.250(10) 1 d D . . . .
H36A H 0.3549 0.6082 0.3496 0.220 Uiso 0.250(10) 1 calc R . . . .
H36B H 0.4056 0.6935 0.3424 0.220 Uiso 0.250(10) 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 0.0030 0.0020 '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'
Cl Cl 0.1420 0.1500 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 '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
C29 N5 C28 116.3(5) . .
C23 N6 C27 116.5(5) . .
C24 N7 C32 116.7(6) . .
C25 N8 C26 117.4(5) . .
C18 C17 C23 122.3(5) . .
C22 C17 C18 119.2(6) . .
C22 C17 C23 118.5(5) . .
C17 C18 H18 120.0 . .
C19 C18 C17 119.9(5) . .
C19 C18 H18 120.0 . .
C18 C19 C20 120.3(5) . .
C18 C19 C24 119.7(5) . .
C20 C19 C24 120.1(6) . .
C19 C20 H20 119.7 . .
C21 C20 C19 120.5(6) . .
C21 C20 H20 119.7 . .
C20 C21 C22 118.7(5) . .
C20 C21 C25 120.2(5) . .
C22 C21 C25 121.1(5) . .
C17 C22 C21 121.5(6) . .
C17 C22 H22 119.3 . .
C21 C22 H22 119.3 . .
N6 C23 C17 123.3(6) . .
N6 C23 H23 118.4 . .
C17 C23 H23 118.4 . .
N7 C24 C19 121.5(6) . .
N7 C24 H24 119.3 . .
C19 C24 H24 119.3 . .
N8 C25 C21 121.0(5) . .
N8 C25 H25 119.5 . .
C21 C25 H25 119.5 . .
N8 C26 H26A 109.8 . .
N8 C26 H26B 109.8 . .
N8 C26 C32 109.5(5) . 3_565
H26A C26 H26B 108.2 . .
C32 C26 H26A 109.8 3_565 .
C32 C26 H26B 109.8 3_565 .
N6 C27 H27A 109.6 . .
N6 C27 H27B 109.6 . .
N6 C27 C28 110.2(4) . .
H27A C27 H27B 108.1 . .
C28 C27 H27A 109.6 . .
C28 C27 H27B 109.6 . .
N5 C28 C27 111.0(4) . .
N5 C28 H28A 109.4 . .
N5 C28 H28B 109.4 . .
C27 C28 H28A 109.4 . .
C27 C28 H28B 109.4 . .
H28A C28 H28B 108.0 . .
N5 C29 H29 118.6 . .
N5 C29 C30 122.9(5) . .
C30 C29 H29 118.6 . .
C31 C30 C29 121.5(5) . .
C31 C30 C29 119.4(5) 2_665 .
C31 C30 C31 119.1(5) 2_665 .
C30 C31 C30 120.9(5) 3_565 .
C30 C31 H31 119.5 3_565 .
C30 C31 H31 119.5 . .
N7 C32 C26 111.1(5) . 2_665
N7 C32 H32A 109.4 . .
N7 C32 H32B 109.4 . .
C26 C32 H32A 109.4 2_665 .
C26 C32 H32B 109.4 2_665 .
H32A C32 H32B 108.0 . .
C8 N1 C15 116.8(6) . .
C9 N2 C16 116.8(5) . 2_655
C7 N3 C13 116.9(6) . .
C12 N4 C14 117.7(5) . .
C2 C1 C6 119.8(6) . .
C2 C1 C7 118.8(6) . .
C6 C1 C7 121.4(6) . .
C1 C2 H2 119.1 . .
C1 C2 C3 121.8(6) . .
C3 C2 H2 119.1 . .
C2 C3 C4 118.2(6) . .
C2 C3 C8 119.8(6) . .
C4 C3 C8 122.0(6) . .
C3 C4 H4 119.7 . .
C5 C4 C3 120.7(6) . .
C5 C4 H4 119.7 . .
C4 C5 C6 119.9(6) . .
C4 C5 C9 119.0(5) . .
C6 C5 C9 121.1(5) . .
C1 C6 C5 119.6(6) . .
C1 C6 H6 120.2 . .
C5 C6 H6 120.2 . .
N3 C7 C1 123.1(6) . .
N3 C7 H7 118.5 . .
C1 C7 H7 118.5 . .
N1 C8 C3 123.1(6) . .
N1 C8 H8 118.4 . .
C3 C8 H8 118.4 . .
N2 C9 C5 122.4(5) . .
N2 C9 H9 118.8 . .
C5 C9 H9 118.8 . .
C11 C10 H10 119.6 . .
C11 C10 H10 119.6 3_665 .
C11 C10 C11 120.8(6) 3_665 .
C10 C11 C10 119.2(6) 2_655 .
C10 C11 C12 120.8(6) . .
C10 C11 C12 119.9(6) 2_655 .
N4 C12 C11 122.7(6) . .
N4 C12 H12 118.7 . .
C11 C12 H12 118.7 . .
N3 C13 H13A 109.5 . .
N3 C13 H13B 109.5 . .
N3 C13 C14 110.7(5) . .
H13A C13 H13B 108.1 . .
C14 C13 H13A 109.5 . .
C14 C13 H13B 109.5 . .
N4 C14 C13 109.5(5) . .
N4 C14 H14A 109.8 . .
N4 C14 H14B 109.8 . .
C13 C14 H14A 109.8 . .
C13 C14 H14B 109.8 . .
H14A C14 H14B 108.2 . .
N1 C15 H15A 109.9 . .
N1 C15 H15B 109.9 . .
N1 C15 C16 109.0(5) . .
H15A C15 H15B 108.3 . .
C16 C15 H15A 109.9 . .
C16 C15 H15B 109.9 . .
N2 C16 C15 110.2(5) 3_665 .
N2 C16 H16A 109.6 3_665 .
N2 C16 H16B 109.6 3_665 .
C15 C16 H16A 109.6 . .
C15 C16 H16B 109.6 . .
H16A C16 H16B 108.1 . .
Cl1 C34 H34A 109.6 . .
Cl1 C34 H34B 109.6 . .
Cl2 C34 Cl1 110.1(9) . .
Cl2 C34 H34A 109.6 . .
Cl2 C34 H34B 109.6 . .
H34A C34 H34B 108.1 . .
Cl7 C33 Cl8 110.0(8) . .
Cl7 C33 H33A 109.7 . .
Cl7 C33 H33B 109.7 . .
Cl8 C33 H33A 109.7 . .
Cl8 C33 H33B 109.7 . .
H33A C33 H33B 108.2 . .
Cl3 C35 Cl4 110.6(7) . .
Cl3 C35 H35A 109.5 . .
Cl3 C35 H35B 109.5 . .
Cl4 C35 H35A 109.5 . .
Cl4 C35 H35B 109.5 . .
H35A C35 H35B 108.1 . .
Cl5 C37 H37A 103.9 . .
Cl5 C37 H37B 103.9 . .
Cl6 C37 Cl5 133.3(12) . .
Cl6 C37 H37A 103.9 . .
Cl6 C37 H37B 103.9 . .
H37A C37 H37B 105.4 . .
C36 Cl9 C36 38(3) 2_665 .
C36 Cl10 C36 38(3) 3_565 .
C36 Cl10 C36 38(3) 2_665 3_565
C36 Cl10 C36 38(3) 2_665 .
Cl9 C36 H36A 108.8 . .
Cl9 C36 H36B 108.8 . .
Cl10 C36 Cl9 114(3) . .
Cl10 C36 H36A 108.8 . .
Cl10 C36 H36B 108.8 . .
H36A C36 H36B 107.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N5 C28 1.466(7) .
N5 C29 1.268(8) .
N6 C23 1.261(8) .
N6 C27 1.460(8) .
N7 C24 1.279(9) .
N7 C32 1.455(8) .
N8 C25 1.266(8) .
N8 C26 1.461(8) .
C17 C18 1.405(9) .
C17 C22 1.392(9) .
C17 C23 1.475(9) .
C18 H18 0.9500 .
C18 C19 1.392(9) .
C19 C20 1.398(9) .
C19 C24 1.492(8) .
C20 H20 0.9500 .
C20 C21 1.396(8) .
C21 C22 1.400(8) .
C21 C25 1.474(8) .
C22 H22 0.9500 .
C23 H23 0.9500 .
C24 H24 0.9500 .
C25 H25 0.9500 .
C26 H26A 0.9900 .
C26 H26B 0.9900 .
C26 C32 1.516(9) 3_565
C27 H27A 0.9900 .
C27 H27B 0.9900 .
C27 C28 1.518(8) .
C28 H28A 0.9900 .
C28 H28B 0.9900 .
C29 H29 0.9500 .
C29 C30 1.475(7) .
C30 C31 1.381(8) 2_665
C30 C31 1.422(8) .
C31 C30 1.381(8) 3_565
C31 H31 0.9500 .
C32 C26 1.516(9) 2_665
C32 H32A 0.9900 .
C32 H32B 0.9900 .
N1 C8 1.259(9) .
N1 C15 1.480(8) .
N2 C9 1.276(9) .
N2 C16 1.460(8) 2_655
N3 C7 1.265(8) .
N3 C13 1.460(8) .
N4 C12 1.263(8) .
N4 C14 1.470(8) .
C1 C2 1.385(9) .
C1 C6 1.397(9) .
C1 C7 1.490(8) .
C2 H2 0.9500 .
C2 C3 1.393(10) .
C3 C4 1.411(9) .
C3 C8 1.461(9) .
C4 H4 0.9500 .
C4 C5 1.394(9) .
C5 C6 1.405(9) .
C5 C9 1.478(9) .
C6 H6 0.9500 .
C7 H7 0.9500 .
C8 H8 0.9500 .
C9 H9 0.9500 .
C10 H10 0.9500 .
C10 C11 1.382(9) 3_665
C10 C11 1.400(9) .
C11 C10 1.382(9) 2_655
C11 C12 1.479(8) .
C12 H12 0.9500 .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C13 C14 1.512(9) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C15 C16 1.538(9) .
C16 N2 1.460(8) 3_665
C16 H16A 0.9900 .
C16 H16B 0.9900 .
Cl1 C34 1.77(2) .
Cl2 C34 1.761(19) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
Cl7 C33 1.742(17) .
Cl8 C33 1.797(18) .
C33 H33A 0.9900 .
C33 H33B 0.9900 .
Cl3 C35 1.782(14) .
Cl4 C35 1.787(14) .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
Cl5 C37 1.55(3) .
Cl6 C37 1.55(4) .
C37 H37A 0.9900 .
C37 H37B 0.9900 .
Cl9 C36 1.78(3) .
Cl9 C36 1.60(9) 2_665
Cl10 C36 1.72(3) 2_665
Cl10 C36 1.72(3) 3_565
Cl10 C36 1.72(3) .
C36 H36A 0.9900 .
C36 H36B 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_4
N5 C29 C30 C31 -169.7(6) . 2_665
N5 C29 C30 C31 8.2(9) . .
N6 C27 C28 N5 -68.0(6) . .
C17 C18 C19 C20 0.2(9) . .
C17 C18 C19 C24 -179.1(5) . .
C18 C17 C22 C21 -0.2(9) . .
C18 C17 C23 N6 3.7(9) . .
C18 C19 C20 C21 -0.6(9) . .
C18 C19 C24 N7 -172.0(6) . .
C19 C20 C21 C22 0.6(9) . .
C19 C20 C21 C25 -178.8(5) . .
C20 C19 C24 N7 8.7(9) . .
C20 C21 C22 C17 -0.2(9) . .
C20 C21 C25 N8 179.0(6) . .
C22 C17 C18 C19 0.2(9) . .
C22 C17 C23 N6 -176.9(6) . .
C22 C21 C25 N8 -0.4(9) . .
C23 N6 C27 C28 125.1(6) . .
C23 C17 C18 C19 179.7(5) . .
C23 C17 C22 C21 -179.7(5) . .
C24 N7 C32 C26 120.8(6) . 2_665
C24 C19 C20 C21 178.7(5) . .
C25 N8 C26 C32 131.0(6) . 3_565
C25 C21 C22 C17 179.2(5) . .
C26 N8 C25 C21 178.3(5) . .
C27 N6 C23 C17 179.1(5) . .
C28 N5 C29 C30 178.5(5) . .
C29 N5 C28 C27 115.1(6) . .
C29 C30 C31 C30 -178.6(4) . 3_565
C31 C30 C31 C30 -0.7(11) 2_665 3_565
C32 N7 C24 C19 -178.9(5) . .
N1 C15 C16 N2 73.2(6) . 3_665
N3 C13 C14 N4 -64.2(7) . .
C1 C2 C3 C4 0.3(10) . .
C1 C2 C3 C8 179.8(6) . .
C2 C1 C6 C5 -1.0(9) . .
C2 C1 C7 N3 174.9(6) . .
C2 C3 C4 C5 -1.8(9) . .
C2 C3 C8 N1 174.1(7) . .
C3 C4 C5 C6 1.9(9) . .
C3 C4 C5 C9 -179.5(5) . .
C4 C3 C8 N1 -6.4(10) . .
C4 C5 C6 C1 -0.5(9) . .
C4 C5 C9 N2 168.6(6) . .
C6 C1 C2 C3 1.0(10) . .
C6 C1 C7 N3 -4.4(10) . .
C6 C5 C9 N2 -12.8(9) . .
C7 N3 C13 C14 112.3(7) . .
C7 C1 C2 C3 -178.2(6) . .
C7 C1 C6 C5 178.2(6) . .
C8 N1 C15 C16 -127.1(6) . .
C8 C3 C4 C5 178.7(6) . .
C9 C5 C6 C1 -179.0(5) . .
C10 C11 C12 N4 8.2(10) . .
C10 C11 C12 N4 -173.8(6) 2_655 .
C11 C10 C11 C10 1.1(13) 3_665 2_655
C11 C10 C11 C12 179.2(4) 3_665 .
C12 N4 C14 C13 134.6(6) . .
C13 N3 C7 C1 -178.0(6) . .
C14 N4 C12 C11 179.8(6) . .
C15 N1 C8 C3 -178.9(6) . .
C16 N2 C9 C5 -178.9(5) 2_655 .
C36 Cl9 C36 Cl10 51(3) 2_665 .
C36 Cl10 C36 Cl9 17(5) 3_565 .
C36 Cl10 C36 Cl9 -47(5) 2_665 .
