#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/49/1504913.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_1504913
loop_
_publ_author_name
'Ikeda, Chusaku'
'Sakamoto, Naoya'
'Nabeshima, Tatsuya'
_publ_section_title
;
 Synthesis and guest recognition ability of
 2,3-dimethoxy-1,4-phenylene-containing porphyrinoids.
;
_journal_issue                   20
_journal_name_full               'Organic letters'
_journal_page_first              4601
_journal_page_last               4604
_journal_paper_doi               10.1021/ol801888d
_journal_volume                  10
_journal_year                    2008
_chemical_formula_sum            'C94 H76 Cl4 N8 O8'
_chemical_formula_weight         1587.43
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           60
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.06(3)
_cell_length_b                   12.69(2)
_cell_length_c                   29.55(4)
_cell_measurement_temperature    120(2)
_cell_volume                     8272(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'MAC Science DIP-2030'
_diffrn_measurement_method       IP
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.1178
_diffrn_reflns_av_sigmaI/netI    0.0956
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            57643
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.09
_exptl_absorpt_coefficient_mu    0.206
_exptl_absorpt_correction_T_max  0.9698
_exptl_absorpt_correction_T_min  0.9222
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   scalepack
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3312
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.787
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     524
_refine_ls_number_reflns         7268
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.1618
_refine_ls_R_factor_gt           0.0807
_refine_ls_shift/su_max          0.114
_refine_ls_shift/su_mean         0.008
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0600P)²+10.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1869
_refine_ls_wR_factor_ref         0.2099
_reflns_number_gt                2981
_reflns_number_total             7268
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol801888d_si_002.cif
_cod_data_source_block           b
_cod_original_cell_volume        8275(21)
_cod_original_sg_symbol_H-M      Pbcn
_cod_database_code               1504913
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -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
C1 C 0.3561(2) 0.6731(4) 0.21724(15) 0.0517(13) Uani 1 1 d . . .
C2 C 0.3495(3) 0.7752(4) 0.23617(16) 0.0622(15) Uani 1 1 d . . .
H1 H 0.3485 0.7923 0.2675 0.075 Uiso 1 1 calc R . .
C3 C 0.3450(2) 0.8439(4) 0.20101(17) 0.0667(15) Uani 1 1 d . . .
H2 H 0.3393 0.9180 0.2030 0.080 Uiso 1 1 calc R . .
C4 C 0.3505(2) 0.7829(4) 0.16023(16) 0.0515(13) Uani 1 1 d . . .
C5 C 0.3496(2) 0.8152(4) 0.11521(16) 0.0513(13) Uani 1 1 d . . .
C6 C 0.3637(2) 0.7461(4) 0.07932(15) 0.0504(13) Uani 1 1 d . . .
C7 C 0.3543(2) 0.7535(4) 0.03276(15) 0.0568(14) Uani 1 1 d . . .
H3 H 0.3372 0.8120 0.0172 0.068 Uiso 1 1 calc R . .
C8 C 0.3745(2) 0.6603(4) 0.01302(16) 0.0574(14) Uani 1 1 d . . .
H4 H 0.3730 0.6436 -0.0183 0.069 Uiso 1 1 calc R . .
C9 C 0.3973(2) 0.5953(4) 0.04740(16) 0.0526(13) Uani 1 1 d . . .
C10 C 0.4290(2) 0.4965(4) 0.04768(15) 0.0540(13) Uani 1 1 d . . .
C11 C 0.4185(2) 0.4166(4) 0.01675(16) 0.0551(14) Uani 1 1 d . . .
C12 C 0.4509(2) 0.3226(4) 0.01811(15) 0.0531(13) Uani 1 1 d . . .
C13 C 0.4950(2) 0.3040(4) 0.05111(15) 0.0523(13) Uani 1 1 d . . .
C14 C 0.5044(2) 0.3849(4) 0.08313(16) 0.0610(14) Uani 1 1 d . . .
H5 H 0.5332 0.3748 0.1066 0.073 Uiso 1 1 calc R . .
C15 C 0.4729(2) 0.4774(4) 0.08110(16) 0.0624(15) Uani 1 1 d . . .
H6 H 0.4810 0.5305 0.1029 0.075 Uiso 1 1 calc R . .
C16 C 0.5320(2) 0.2091(4) 0.05509(16) 0.0522(13) Uani 1 1 d . . .
C17 C 0.5295(2) 0.1127(4) 0.02922(16) 0.0570(14) Uani 1 1 d . . .
H7 H 0.5030 0.0974 0.0048 0.068 Uiso 1 1 calc R . .
C18 C 0.5725(2) 0.0488(4) 0.04660(15) 0.0541(13) Uani 1 1 d . . .
H8 H 0.5822 -0.0204 0.0367 0.065 Uiso 1 1 calc R . .
C19 C 0.6008(2) 0.1057(4) 0.08303(15) 0.0510(13) Uani 1 1 d . . .
C20 C 0.6439(2) 0.0685(4) 0.11311(15) 0.0508(13) Uani 1 1 d . . .
C21 C 0.6637(2) 0.1268(4) 0.15232(16) 0.0538(13) Uani 1 1 d . . .
C22 C 0.7039(2) 0.0977(4) 0.18745(15) 0.0560(13) Uani 1 1 d . . .
H9 H 0.7251 0.0330 0.1902 0.067 Uiso 1 1 calc R . .
C23 C 0.7062(2) 0.1823(4) 0.21721(16) 0.0574(14) Uani 1 1 d . . .
H10 H 0.7290 0.1845 0.2445 0.069 Uiso 1 1 calc R . .
C24 C 0.6702(2) 0.2627(4) 0.20091(15) 0.0554(14) Uani 1 1 d . . .
C25 C 0.6600(2) 0.3682(4) 0.21968(16) 0.0549(13) Uani 1 1 d . . .
C26 C 0.6355(2) 0.4525(4) 0.19612(15) 0.0559(14) Uani 1 1 d . . .
C27 C 0.6289(2) 0.5510(4) 0.21577(15) 0.0555(14) Uani 1 1 d . . .
C28 C 0.6469(2) 0.5697(4) 0.26040(15) 0.0540(13) Uani 1 1 d . . .
C29 C 0.6706(3) 0.4845(4) 0.28422(17) 0.0675(16) Uani 1 1 d . . .
H11 H 0.6823 0.4941 0.3149 0.081 Uiso 1 1 calc R . .
C30 C 0.6777(3) 0.3870(4) 0.26468(16) 0.0686(16) Uani 1 1 d . . .
H12 H 0.6948 0.3313 0.2819 0.082 Uiso 1 1 calc R . .
N1 N 0.35792(19) 0.6774(3) 0.17239(12) 0.0568(11) Uani 1 1 d . . .
N2 N 0.39034(19) 0.6498(3) 0.08681(14) 0.0547(12) Uani 1 1 d . . .
H13 H 0.393(2) 0.621(4) 0.1145(17) 0.085(19) Uiso 1 1 d . . .
O1 O 0.37434(18) 0.4291(3) -0.01603(11) 0.0653(10) Uani 1 1 d . . .
C31 C 0.3156(3) 0.3995(5) 0.0005(2) 0.0864(19) Uani 1 1 d . . .
H14 H 0.3159 0.3249 0.0090 0.130 Uiso 1 1 calc R . .
H15 H 0.2853 0.4112 -0.0232 0.130 Uiso 1 1 calc R . .
H16 H 0.3055 0.4423 0.0271 0.130 Uiso 1 1 calc R . .
O2 O 0.43537(16) 0.2419(3) -0.01149(10) 0.0586(9) Uani 1 1 d . . .
C32 C 0.4532(3) 0.2586(4) -0.05764(15) 0.0715(17) Uani 1 1 d . . .
H17 H 0.4385 0.3275 -0.0678 0.107 Uiso 1 1 calc R . .
H18 H 0.4358 0.2032 -0.0767 0.107 Uiso 1 1 calc R . .
H19 H 0.4975 0.2566 -0.0599 0.107 Uiso 1 1 calc R . .
N3 N 0.57471(19) 0.2043(3) 0.08684(12) 0.0524(11) Uani 1 1 d . . .
N4 N 0.64347(19) 0.2268(3) 0.16162(13) 0.0519(11) Uani 1 1 d . . .
H20 H 0.619(3) 0.282(5) 0.1403(19) 0.11(2) Uiso 1 1 d . . .
O3 O 0.61509(15) 0.4370(2) 0.15222(10) 0.0564(9) Uani 1 1 d . . .
C33 C 0.6533(3) 0.4808(4) 0.11827(15) 0.0695(16) Uani 1 1 d . . .
H21 H 0.6565 0.5572 0.1227 0.104 Uiso 1 1 calc R . .
H22 H 0.6361 0.4664 0.0883 0.104 Uiso 1 1 calc R . .
H23 H 0.6937 0.4491 0.1204 0.104 Uiso 1 1 calc R . .
O4 O 0.60597(19) 0.6328(3) 0.19027(10) 0.0650(10) Uani 1 1 d . . .
C34 C 0.5412(3) 0.6343(6) 0.1886(2) 0.103(2) Uani 1 1 d . . .
H24 H 0.5262 0.5627 0.1832 0.154 Uiso 1 1 calc R . .
H25 H 0.5279 0.6805 0.1640 0.154 Uiso 1 1 calc R . .
H26 H 0.5253 0.6605 0.2174 0.154 Uiso 1 1 calc R . .
C35 C 0.3320(3) 0.9240(4) 0.10299(16) 0.0593(14) Uani 1 1 d . . .
C36 C 0.2807(3) 0.9686(5) 0.12048(19) 0.090(2) Uani 1 1 d . . .
H27 H 0.2557 0.9287 0.1403 0.108 Uiso 1 1 calc R . .
C37 C 0.2644(4) 1.0718(5) 0.1096(2) 0.115(3) Uani 1 1 d . . .
H28 H 0.2290 1.1022 0.1224 0.139 Uiso 1 1 calc R . .
C38 C 0.2993(4) 1.1288(5) 0.0808(2) 0.114(3) Uani 1 1 d . . .
H29 H 0.2886 1.1993 0.0735 0.137 Uiso 1 1 calc R . .
C39 C 0.3501(3) 1.0843(5) 0.06216(19) 0.086(2) Uani 1 1 d . . .
H30 H 0.3741 1.1235 0.0415 0.104 Uiso 1 1 calc R . .
C40 C 0.3664(3) 0.9827(4) 0.07335(16) 0.0657(16) Uani 1 1 d . . .
H31 H 0.4019 0.9528 0.0605 0.079 Uiso 1 1 calc R . .
C41 C 0.6721(2) -0.0357(4) 0.10473(16) 0.0525(13) Uani 1 1 d . . .
C42 C 0.6985(2) -0.0560(4) 0.06269(16) 0.0587(14) Uani 1 1 d . . .
H32 H 0.6970 -0.0044 0.0394 0.070 Uiso 1 1 calc R . .
C43 C 0.7271(3) -0.1522(4) 0.05510(18) 0.0667(16) Uani 1 1 d . . .
H33 H 0.7457 -0.1657 0.0267 0.080 Uiso 1 1 calc R . .
C44 C 0.7285(3) -0.2270(4) 0.08804(19) 0.0694(16) Uani 1 1 d . . .
H34 H 0.7489 -0.2917 0.0828 0.083 Uiso 1 1 calc R . .
C45 C 0.7007(3) -0.2094(4) 0.12833(18) 0.0683(16) Uani 1 1 d . . .
H35 H 0.7005 -0.2630 0.1508 0.082 Uiso 1 1 calc R . .
C46 C 0.6727(2) -0.1139(4) 0.13691(17) 0.0572(14) Uani 1 1 d . . .
H36 H 0.6537 -0.1022 0.1653 0.069 Uiso 1 1 calc R . .
C47 C 0.0394(11) 0.7355(16) 0.2066(8) 0.152(10) Uiso 0.359(5) 1 d PD A 1
H37 H 0.0076 0.6908 0.1929 0.182 Uiso 0.359(5) 1 calc PR A 1
H38 H 0.0595 0.6953 0.2311 0.182 Uiso 0.359(5) 1 calc PR A 1
Cl1 Cl 0.094(2) 0.777(4) 0.1641(16) 1.06(5) Uiso 0.359(5) 1 d PD A 1
Cl2 Cl 0.0087(7) 0.8510(10) 0.2274(4) 0.299(8) Uiso 0.359(5) 1 d PD . 1
C48 C 0.0230(8) 0.5576(13) 0.1843(6) 0.198(8) Uiso 0.641(5) 1 d PD A 2
H39 H -0.0114 0.6060 0.1789 0.238 Uiso 0.641(5) 1 calc PR A 2
H40 H 0.0250 0.5500 0.2176 0.238 Uiso 0.641(5) 1 calc PR A 2
Cl3 Cl 0.0755(8) 0.6263(13) 0.1751(6) 0.587(11) Uiso 0.641(5) 1 d PD A 2
Cl4 Cl -0.0039(4) 0.4512(7) 0.1700(3) 0.308(4) Uiso 0.641(5) 1 d PD A 2
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'
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
N1 C1 C2 111.0(4) . .
N1 C1 C28 119.1(4) . 4_655
C2 C1 C28 129.3(4) . 4_655
C3 C2 C1 107.0(4) . .
C3 C2 H1 126.5 . .
C1 C2 H1 126.5 . .
C2 C3 C4 106.8(5) . .
C2 C3 H2 126.6 . .
C4 C3 H2 126.6 . .
C5 C4 N1 122.0(4) . .
C5 C4 C3 129.9(5) . .
N1 C4 C3 108.1(4) . .
C4 C5 C6 122.2(4) . .
C4 C5 C35 120.7(4) . .
C6 C5 C35 117.1(4) . .
N2 C6 C7 106.4(4) . .
N2 C6 C5 121.7(4) . .
C7 C6 C5 131.8(5) . .
C8 C7 C6 108.0(4) . .
C8 C7 H3 126.0 . .
C6 C7 H3 126.0 . .
C7 C8 C9 108.1(4) . .
C7 C8 H4 125.9 . .
C9 C8 H4 125.9 . .
N2 C9 C8 106.3(4) . .
N2 C9 C10 119.5(4) . .
C8 C9 C10 133.9(5) . .
C11 C10 C15 116.9(5) . .
C11 C10 C9 123.7(5) . .
C15 C10 C9 119.4(5) . .
O1 C11 C10 119.8(5) . .
O1 C11 C12 118.7(4) . .
C10 C11 C12 121.5(5) . .
O2 C12 C11 119.2(4) . .
O2 C12 C13 119.0(5) . .
C11 C12 C13 121.6(5) . .
C12 C13 C14 116.5(5) . .
C12 C13 C16 125.8(5) . .
C14 C13 C16 117.7(4) . .
C15 C14 C13 121.5(5) . .
C15 C14 H5 119.3 . .
C13 C14 H5 119.3 . .
C14 C15 C10 122.0(5) . .
C14 C15 H6 119.0 . .
C10 C15 H6 119.0 . .
N3 C16 C17 111.1(5) . .
N3 C16 C13 119.4(4) . .
C17 C16 C13 129.5(5) . .
C18 C17 C16 106.4(5) . .
C18 C17 H7 126.8 . .
C16 C17 H7 126.8 . .
C17 C18 C19 106.7(4) . .
C17 C18 H8 126.6 . .
C19 C18 H8 126.6 . .
N3 C19 C20 122.8(4) . .
N3 C19 C18 109.5(4) . .
C20 C19 C18 127.4(5) . .
C19 C20 C21 123.3(4) . .
C19 C20 C41 119.0(4) . .
C21 C20 C41 117.7(4) . .
N4 C21 C22 107.3(4) . .
N4 C21 C20 122.4(5) . .
C22 C21 C20 130.3(5) . .
C23 C22 C21 106.7(5) . .
C23 C22 H9 126.7 . .
C21 C22 H9 126.7 . .
C24 C23 C22 109.2(5) . .
C24 C23 H10 125.4 . .
C22 C23 H10 125.4 . .
N4 C24 C23 107.2(4) . .
N4 C24 C25 123.7(5) . .
C23 C24 C25 129.1(5) . .
C26 C25 C30 116.9(5) . .
C26 C25 C24 125.1(4) . .
C30 C25 C24 118.0(5) . .
C27 C26 C25 121.8(4) . .
C27 C26 O3 119.0(4) . .
C25 C26 O3 119.1(4) . .
O4 C27 C26 119.3(4) . .
O4 C27 C28 119.5(4) . .
C26 C27 C28 121.2(5) . .
C29 C28 C27 116.9(4) . .
C29 C28 C1 118.9(4) . 4_655
C27 C28 C1 124.2(5) . 4_655
C30 C29 C28 121.9(5) . .
C30 C29 H11 119.0 . .
C28 C29 H11 119.0 . .
C29 C30 C25 121.2(5) . .
C29 C30 H12 119.4 . .
C25 C30 H12 119.4 . .
C1 N1 C4 107.0(4) . .
C9 N2 C6 111.2(4) . .
C9 N2 H13 125(4) . .
C6 N2 H13 122(4) . .
C11 O1 C31 111.5(4) . .
O1 C31 H14 109.5 . .
O1 C31 H15 109.5 . .
H14 C31 H15 109.5 . .
O1 C31 H16 109.5 . .
H14 C31 H16 109.5 . .
H15 C31 H16 109.5 . .
C12 O2 C32 114.9(4) . .
O2 C32 H17 109.5 . .
O2 C32 H18 109.5 . .
H17 C32 H18 109.5 . .
O2 C32 H19 109.5 . .
H17 C32 H19 109.5 . .
H18 C32 H19 109.5 . .
C16 N3 C19 106.2(4) . .
C24 N4 C21 109.6(4) . .
C24 N4 H20 119(3) . .
C21 N4 H20 130(3) . .
C26 O3 C33 114.2(4) . .
O3 C33 H21 109.5 . .
O3 C33 H22 109.5 . .
H21 C33 H22 109.5 . .
O3 C33 H23 109.5 . .
H21 C33 H23 109.5 . .
H22 C33 H23 109.5 . .
C27 O4 C34 113.2(5) . .
O4 C34 H24 109.5 . .
O4 C34 H25 109.5 . .
H24 C34 H25 109.5 . .
O4 C34 H26 109.5 . .
H24 C34 H26 109.5 . .
H25 C34 H26 109.5 . .
C36 C35 C40 118.2(5) . .
C36 C35 C5 120.8(5) . .
C40 C35 C5 121.0(5) . .
C35 C36 C37 120.9(6) . .
C35 C36 H27 119.5 . .
C37 C36 H27 119.5 . .
C38 C37 C36 119.9(6) . .
C38 C37 H28 120.0 . .
C36 C37 H28 120.0 . .
C37 C38 C39 119.7(6) . .
C37 C38 H29 120.2 . .
C39 C38 H29 120.2 . .
C38 C39 C40 120.3(6) . .
C38 C39 H30 119.9 . .
C40 C39 H30 119.9 . .
C39 C40 C35 120.9(5) . .
C39 C40 H31 119.6 . .
C35 C40 H31 119.6 . .
C46 C41 C42 118.6(5) . .
C46 C41 C20 122.2(5) . .
C42 C41 C20 119.2(4) . .
C43 C42 C41 119.6(5) . .
C43 C42 H32 120.2 . .
C41 C42 H32 120.2 . .
C44 C43 C42 120.5(5) . .
C44 C43 H33 119.8 . .
C42 C43 H33 119.8 . .
C43 C44 C45 120.2(5) . .
C43 C44 H34 119.9 . .
C45 C44 H34 119.9 . .
C44 C45 C46 120.4(5) . .
C44 C45 H35 119.8 . .
C46 C45 H35 119.8 . .
C41 C46 C45 120.6(5) . .
C41 C46 H36 119.7 . .
C45 C46 H36 119.7 . .
Cl2 C47 Cl1 105.1(14) . .
Cl2 C47 H37 110.8 . .
Cl1 C47 H37 110.7 . .
Cl2 C47 H38 110.7 . .
Cl1 C47 H38 110.7 . .
H37 C47 H38 108.8 . .
Cl2 Cl2 C47 116.7(10) 4 .
Cl3 C48 Cl4 140.7(15) . .
Cl3 C48 H39 101.9 . .
Cl4 C48 H39 101.9 . .
Cl3 C48 H40 101.8 . .
Cl4 C48 H40 101.9 . .
H39 C48 H40 104.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.327(6) .
C1 C2 1.419(7) .
C1 C28 1.471(7) 4_655
C2 C3 1.360(6) .
C2 H1 0.9500 .
C3 C4 1.437(6) .
C3 H2 0.9500 .
C4 C5 1.392(6) .
C4 N1 1.397(6) .
C5 C6 1.411(6) .
C5 C35 1.480(7) .
C6 N2 1.374(6) .
C6 C7 1.394(6) .
C7 C8 1.392(7) .
C7 H3 0.9500 .
C8 C9 1.402(6) .
C8 H4 0.9500 .
C9 N2 1.363(6) .
C9 C10 1.435(7) .
C10 C11 1.385(7) .
C10 C15 1.405(7) .
C11 O1 1.383(6) .
C11 C12 1.391(7) .
C12 O2 1.390(5) .
C12 C13 1.398(7) .
C13 C14 1.412(6) .
C13 C16 1.459(7) .
C14 C15 1.365(7) .
C14 H5 0.9500 .
C15 H6 0.9500 .
C16 N3 1.331(6) .
C16 C17 1.443(7) .
C17 C18 1.349(6) .
C17 H7 0.9500 .
C18 C19 1.439(6) .
C18 H8 0.9500 .
C19 N3 1.382(6) .
C19 C20 1.385(6) .
C20 C21 1.442(6) .
C20 C41 1.482(7) .
C21 N4 1.374(6) .
C21 C22 1.413(7) .
C22 C23 1.389(6) .
C22 H9 0.9500 .
C23 C24 1.380(7) .
C23 H10 0.9500 .
C24 N4 1.379(6) .
C24 C25 1.467(7) .
C25 C26 1.386(7) .
C25 C30 1.406(6) .
C26 C27 1.386(7) .
C26 O3 1.388(5) .
C27 O4 1.379(6) .
C27 C28 1.398(6) .
C28 C29 1.391(7) .
C28 C1 1.471(7) 4_655
C29 C30 1.375(7) .
C29 H11 0.9500 .
C30 H12 0.9500 .
N2 H13 0.90(5) .
O1 C31 1.435(7) .
C31 H14 0.9800 .
C31 H15 0.9800 .
C31 H16 0.9800 .
O2 C32 1.435(5) .
C32 H17 0.9800 .
C32 H18 0.9800 .
C32 H19 0.9800 .
N4 H20 1.09(6) .
O3 C33 1.424(6) .
C33 H21 0.9800 .
C33 H22 0.9800 .
C33 H23 0.9800 .
O4 C34 1.429(7) .
C34 H24 0.9800 .
C34 H25 0.9800 .
C34 H26 0.9800 .
C35 C36 1.367(7) .
C35 C40 1.379(7) .
C36 C37 1.396(8) .
C36 H27 0.9500 .
C37 C38 1.358(8) .
C37 H28 0.9500 .
C38 C39 1.370(8) .
C38 H29 0.9500 .
C39 C40 1.378(7) .
C39 H30 0.9500 .
C40 H31 0.9500 .
C41 C46 1.374(6) .
C41 C42 1.396(6) .
C42 C43 1.392(7) .
C42 H32 0.9500 .
C43 C44 1.360(7) .
C43 H33 0.9500 .
C44 C45 1.357(7) .
C44 H34 0.9500 .
C45 C46 1.385(7) .
C45 H35 0.9500 .
C46 H36 0.9500 .
C47 Cl2 1.727(17) .
C47 Cl1 1.82(2) .
C47 H37 0.9900 .
C47 H38 0.9900 .
Cl2 Cl2 1.39(2) 4
C48 Cl3 1.475(14) .
C48 Cl4 1.535(13) .
C48 H39 0.9900 .
C48 H40 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
N1 C1 C2 C3 2.2(6) . .
C28 C1 C2 C3 -169.1(5) 4_655 .
C1 C2 C3 C4 -1.5(6) . .
C2 C3 C4 C5 -179.2(5) . .
C2 C3 C4 N1 0.4(6) . .
N1 C4 C5 C6 -8.1(8) . .
C3 C4 C5 C6 171.4(5) . .
N1 C4 C5 C35 170.1(5) . .
C3 C4 C5 C35 -10.3(9) . .
C4 C5 C6 N2 -13.0(8) . .
C35 C5 C6 N2 168.7(5) . .
C4 C5 C6 C7 165.2(5) . .
C35 C5 C6 C7 -13.1(8) . .
N2 C6 C7 C8 1.2(6) . .
C5 C6 C7 C8 -177.2(5) . .
C6 C7 C8 C9 -1.0(6) . .
C7 C8 C9 N2 0.3(6) . .
C7 C8 C9 C10 -172.9(5) . .
N2 C9 C10 C11 152.6(5) . .
C8 C9 C10 C11 -34.8(9) . .
N2 C9 C10 C15 -26.8(7) . .
C8 C9 C10 C15 145.7(6) . .
C15 C10 C11 O1 177.8(4) . .
C9 C10 C11 O1 -1.6(8) . .
C15 C10 C11 C12 -1.4(8) . .
C9 C10 C11 C12 179.2(5) . .
O1 C11 C12 O2 -4.1(7) . .
C10 C11 C12 O2 175.1(4) . .
O1 C11 C12 C13 -178.3(5) . .
C10 C11 C12 C13 0.8(8) . .
O2 C12 C13 C14 -173.6(4) . .
C11 C12 C13 C14 0.7(7) . .
O2 C12 C13 C16 6.7(8) . .
C11 C12 C13 C16 -179.1(5) . .
C12 C13 C14 C15 -1.6(8) . .
C16 C13 C14 C15 178.2(5) . .
C13 C14 C15 C10 1.1(8) . .
C11 C10 C15 C14 0.4(8) . .
C9 C10 C15 C14 179.9(5) . .
C12 C13 C16 N3 176.4(5) . .
C14 C13 C16 N3 -3.3(7) . .
C12 C13 C16 C17 -4.5(9) . .
C14 C13 C16 C17 175.7(5) . .
N3 C16 C17 C18 0.2(6) . .
C13 C16 C17 C18 -179.0(5) . .
C16 C17 C18 C19 0.3(5) . .
C17 C18 C19 N3 -0.6(6) . .
C17 C18 C19 C20 174.3(5) . .
N3 C19 C20 C21 2.9(8) . .
C18 C19 C20 C21 -171.3(5) . .
N3 C19 C20 C41 -176.3(4) . .
C18 C19 C20 C41 9.5(8) . .
C19 C20 C21 N4 -3.5(8) . .
C41 C20 C21 N4 175.7(4) . .
C19 C20 C21 C22 175.5(5) . .
C41 C20 C21 C22 -5.3(8) . .
N4 C21 C22 C23 0.3(6) . .
C20 C21 C22 C23 -178.9(5) . .
C21 C22 C23 C24 -1.5(6) . .
C22 C23 C24 N4 2.1(6) . .
C22 C23 C24 C25 -177.7(5) . .
N4 C24 C25 C26 -16.6(8) . .
C23 C24 C25 C26 163.2(5) . .
N4 C24 C25 C30 165.1(5) . .
C23 C24 C25 C30 -15.1(8) . .
C30 C25 C26 C27 0.2(8) . .
C24 C25 C26 C27 -178.1(5) . .
C30 C25 C26 O3 -177.4(5) . .
C24 C25 C26 O3 4.3(8) . .
C25 C26 C27 O4 178.0(5) . .
O3 C26 C27 O4 -4.4(8) . .
C25 C26 C27 C28 0.3(8) . .
O3 C26 C27 C28 177.9(5) . .
O4 C27 C28 C29 -179.0(5) . .
C26 C27 C28 C29 -1.3(8) . .
O4 C27 C28 C1 -0.6(8) . 4_655
C26 C27 C28 C1 177.0(5) . 4_655
C27 C28 C29 C30 1.8(9) . .
C1 C28 C29 C30 -176.6(5) 4_655 .
C28 C29 C30 C25 -1.3(9) . .
C26 C25 C30 C29 0.3(8) . .
C24 C25 C30 C29 178.7(5) . .
C2 C1 N1 C4 -1.9(6) . .
C28 C1 N1 C4 170.3(5) 4_655 .
C5 C4 N1 C1 -179.4(5) . .
C3 C4 N1 C1 1.0(6) . .
C8 C9 N2 C6 0.4(6) . .
C10 C9 N2 C6 174.8(4) . .
C7 C6 N2 C9 -1.0(6) . .
C5 C6 N2 C9 177.6(4) . .
C10 C11 O1 C31 -85.4(6) . .
C12 C11 O1 C31 93.8(6) . .
C11 C12 O2 C32 74.0(6) . .
C13 C12 O2 C32 -111.7(5) . .
C17 C16 N3 C19 -0.5(5) . .
C13 C16 N3 C19 178.7(4) . .
C20 C19 N3 C16 -174.5(5) . .
C18 C19 N3 C16 0.7(5) . .
C23 C24 N4 C21 -2.0(6) . .
C25 C24 N4 C21 177.9(5) . .
C22 C21 N4 C24 1.0(6) . .
C20 C21 N4 C24 -179.7(4) . .
C27 C26 O3 C33 76.0(6) . .
C25 C26 O3 C33 -106.4(5) . .
C26 C27 O4 C34 83.6(6) . .
C28 C27 O4 C34 -98.7(6) . .
C4 C5 C35 C36 -48.5(8) . .
C6 C5 C35 C36 129.9(6) . .
C4 C5 C35 C40 132.3(5) . .
C6 C5 C35 C40 -49.4(7) . .
C40 C35 C36 C37 -1.8(10) . .
C5 C35 C36 C37 178.9(6) . .
C35 C36 C37 C38 1.0(12) . .
C36 C37 C38 C39 0.6(13) . .
C37 C38 C39 C40 -1.3(12) . .
C38 C39 C40 C35 0.6(10) . .
C36 C35 C40 C39 1.0(9) . .
C5 C35 C40 C39 -179.7(5) . .
C19 C20 C41 C46 -126.3(5) . .
C21 C20 C41 C46 54.5(7) . .
C19 C20 C41 C42 53.0(7) . .
C21 C20 C41 C42 -126.2(5) . .
C46 C41 C42 C43 -3.0(8) . .
C20 C41 C42 C43 177.7(5) . .
C41 C42 C43 C44 1.1(8) . .
C42 C43 C44 C45 1.6(9) . .
C43 C44 C45 C46 -2.4(9) . .
C42 C41 C46 C45 2.2(8) . .
C20 C41 C46 C45 -178.5(5) . .
C44 C45 C46 C41 0.4(8) . .
Cl1 C47 Cl2 Cl2 -148(3) . 4
