#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:18:18 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180132 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/30/7103063.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_7103063
loop_
_publ_author_name
'Muniappan, Sankar'
'Lipstman, Sophia'
'Goldberg, Israel'
_publ_section_title
;
 Rational design of supramolecular chirality in porphyrin assemblies:
 the halogen bond case.
;
_journal_issue                   15
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1777
_journal_page_last               1779
_journal_paper_doi               10.1039/b719625c
_journal_year                    2008
_chemical_formula_moiety         'C43 H26 I3 N5, 2(C6 H5 N O2)'
_chemical_formula_sum            'C55 H36 I3 N7 O4'
_chemical_formula_weight         1239.61
_chemical_name_systematic
;
?
;
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                103.6349(11)
_cell_angle_beta                 93.4413(12)
_cell_angle_gamma                110.096(2)
_cell_formula_units_Z            1
_cell_length_a                   10.6814(3)
_cell_length_b                   11.1396(3)
_cell_length_c                   11.4818(4)
_cell_measurement_reflns_used    4593
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      28.25
_cell_measurement_theta_min      2.29
_cell_volume                     1231.87(6)
_computing_cell_refinement       Denzo
_computing_data_collection       'Collect, Nonius B.V.'
_computing_data_reduction        'Denzo & Scalepack'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-92
_diffrn_ambient_temperature      110(2)
_diffrn_detector_area_resol_mean 12.8
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       '1 deg. φ & 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  0.0460
_diffrn_reflns_av_sigmaI/netI    0.0717
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13768
_diffrn_reflns_theta_full        28.25
_diffrn_reflns_theta_max         28.25
_diffrn_reflns_theta_min         2.29
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.957
_exptl_absorpt_correction_T_max  0.7578
_exptl_absorpt_correction_T_min  0.5474
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             606
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.099
_refine_diff_density_min         -1.117
_refine_diff_density_rms         0.121
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(1)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     622
_refine_ls_number_reflns         9381
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0418
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0341P)²+0.7550P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0843
_refine_ls_wR_factor_ref         0.0926
_reflns_number_gt                7890
_reflns_number_total             9381
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b719625c.txt
_cod_data_source_block           Compound-1
_cod_database_code               7103063
loop_
_symmetry_equiv_pos_as_xyz
'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 0.3171(6) 0.6247(6) -0.1473(6) 0.0239(14) Uani 1 1 d . . .
C2 C 0.4337(5) 0.6975(6) -0.1956(6) 0.0222(14) Uani 1 1 d . . .
H2 H 0.4325 0.7261 -0.2672 0.027 Uiso 1 1 calc R . .
C3 C -0.4516(6) 0.2536(6) 0.0941(6) 0.0292(15) Uani 1 1 d . . .
H3 H -0.5034 0.3018 0.1315 0.035 Uiso 1 1 calc R . .
C4 C 0.4988(6) 0.6598(6) -0.0212(6) 0.0225(14) Uani 1 1 d . . .
C5 C 0.5838(6) 0.6615(6) 0.0794(6) 0.0228(14) Uani 1 1 d . . .
C6 C 0.5444(6) 0.6047(6) 0.1724(6) 0.0236(15) Uani 1 1 d . . .
C7 C 0.6367(6) 0.6074(6) 0.2725(6) 0.0227(14) Uani 1 1 d . . .
H7 H 0.7317 0.6534 0.2884 0.027 Uiso 1 1 calc R . .
C8 C 0.5626(6) 0.5329(7) 0.3380(6) 0.0215(14) Uani 1 1 d . . .
H8 H 0.5957 0.5159 0.4086 0.026 Uiso 1 1 calc R . .
C9 C 0.4241(6) 0.4835(6) 0.2823(6) 0.0204(13) Uani 1 1 d . . .
C10 C 0.3120(5) 0.3947(6) 0.3178(5) 0.0197(12) Uani 1 1 d . . .
C11 C 0.1803(6) 0.3479(6) 0.2593(6) 0.0194(14) Uani 1 1 d . . .
C12 C 0.0626(6) 0.2674(6) 0.3024(6) 0.0231(14) Uani 1 1 d . . .
H12 H 0.0635 0.2335 0.3709 0.028 Uiso 1 1 calc R . .
C13 C -0.0470(6) 0.2502(6) 0.2269(6) 0.0230(15) Uani 1 1 d . . .
H13 H -0.1378 0.2019 0.2329 0.028 Uiso 1 1 calc R . .
C14 C -0.0035(6) 0.3175(6) 0.1354(6) 0.0196(13) Uani 1 1 d . . .
C15 C -0.0897(6) 0.3196(6) 0.0401(5) 0.0207(13) Uani 1 1 d . . .
C16 C -0.0503(6) 0.3825(6) -0.0507(6) 0.0222(13) Uani 1 1 d . . .
C17 C -0.1412(6) 0.3817(6) -0.1490(6) 0.0249(14) Uani 1 1 d . . .
H17 H -0.2365 0.3375 -0.1633 0.030 Uiso 1 1 calc R . .
C18 C -0.0674(6) 0.4550(7) -0.2179(6) 0.0256(15) Uani 1 1 d . . .
H18 H -0.1007 0.4727 -0.2880 0.031 Uiso 1 1 calc R . .
C19 C 0.0723(6) 0.5007(6) -0.1627(6) 0.0233(13) Uani 1 1 d . . .
C20 C 0.1820(6) 0.5803(6) -0.2052(6) 0.0198(13) Uani 1 1 d . . .
N21 N 0.3611(5) 0.6036(5) -0.0428(5) 0.0233(12) Uani 1 1 d . . .
H21 H 0.3096 0.5611 0.0029 0.028 Uiso 0.50 1 calc PR . .
N22 N 0.4168(5) 0.5303(5) 0.1831(5) 0.0225(12) Uani 1 1 d . . .
H22 H 0.3426 0.5150 0.1348 0.027 Uiso 0.50 1 calc PR . .
N23 N 0.1350(5) 0.3764(5) 0.1586(5) 0.0220(11) Uani 1 1 d . . .
H23 H 0.1860 0.4242 0.1160 0.026 Uiso 0.50 1 calc PR . .
N24 N 0.0797(5) 0.4558(5) -0.0623(5) 0.0237(13) Uani 1 1 d . . .
H24 H 0.1538 0.4709 -0.0140 0.028 Uiso 0.50 1 calc PR . .
C25 C 0.7329(6) 0.7316(7) 0.0802(6) 0.0238(14) Uani 1 1 d . . .
C26 C 0.8064(6) 0.6641(8) 0.0158(7) 0.0335(18) Uani 1 1 d . . .
H26 H 0.7638 0.5732 -0.0283 0.040 Uiso 1 1 calc R . .
C27 C 0.9413(6) 0.7309(7) 0.0172(7) 0.0349(17) Uani 1 1 d . . .
H27 H 0.9898 0.6831 -0.0269 0.042 Uiso 1 1 calc R . .
N28 N 1.0088(5) 0.8584(5) 0.0761(5) 0.0283(13) Uani 1 1 d . . .
C29 C 0.9383(7) 0.9205(7) 0.1392(9) 0.051(2) Uani 1 1 d . . .
H29 H 0.9844 1.0108 0.1837 0.062 Uiso 1 1 calc R . .
C30 C 0.8026(7) 0.8631(7) 0.1448(8) 0.044(2) Uani 1 1 d . . .
H30 H 0.7577 0.9129 0.1920 0.053 Uiso 1 1 calc R . .
C31 C 0.3410(6) 0.3465(7) 0.4245(6) 0.0217(14) Uani 1 1 d . . .
C32 C 0.3173(6) 0.2121(6) 0.4077(6) 0.0266(15) Uani 1 1 d . . .
H32 H 0.2817 0.1515 0.3296 0.032 Uiso 1 1 calc R . .
C33 C 0.3457(6) 0.1657(7) 0.5059(7) 0.0298(16) Uani 1 1 d . . .
H33 H 0.3308 0.0743 0.4945 0.036 Uiso 1 1 calc R . .
C34 C 0.3952(6) 0.2542(7) 0.6187(6) 0.0263(15) Uani 1 1 d . . .
C35 C 0.4194(7) 0.3869(7) 0.6384(6) 0.0307(16) Uani 1 1 d . . .
H35 H 0.4538 0.4460 0.7173 0.037 Uiso 1 1 calc R . .
C36 C 0.3929(6) 0.4344(6) 0.5406(6) 0.0241(13) Uani 1 1 d . . .
H36 H 0.4101 0.5263 0.5531 0.029 Uiso 1 1 calc R . .
C37 C -0.2377(7) 0.2505(7) 0.0379(6) 0.0198(15) Uani 1 1 d . . .
C38 C -0.3147(6) 0.3180(6) 0.0923(6) 0.0264(14) Uani 1 1 d . . .
H38 H -0.2735 0.4109 0.1295 0.032 Uiso 1 1 calc R . .
C39 C 0.5451(6) 0.7166(6) -0.1183(6) 0.0226(14) Uani 1 1 d . . .
H39 H 0.6364 0.7596 -0.1269 0.027 Uiso 1 1 calc R . .
C40 C -0.5107(5) 0.1182(6) 0.0405(6) 0.0238(14) Uani 1 1 d . . .
C41 C -0.4365(6) 0.0484(6) -0.0179(7) 0.0320(16) Uani 1 1 d . . .
H41 H -0.4782 -0.0440 -0.0569 0.038 Uiso 1 1 calc R . .
C42 C -0.2994(7) 0.1160(7) -0.0187(7) 0.0338(18) Uani 1 1 d . . .
H42 H -0.2480 0.0688 -0.0586 0.041 Uiso 1 1 calc R . .
C43 C 0.1600(6) 0.6244(6) -0.3147(6) 0.0241(15) Uani 1 1 d . . .
C44 C 0.1040(6) 0.5329(7) -0.4263(6) 0.0281(15) Uani 1 1 d . . .
H44 H 0.0775 0.4408 -0.4325 0.034 Uiso 1 1 calc R . .
C45 C 0.0857(6) 0.5733(7) -0.5298(7) 0.0302(16) Uani 1 1 d . . .
H45 H 0.0454 0.5088 -0.6053 0.036 Uiso 1 1 calc R . .
C46 C 0.1260(6) 0.7075(7) -0.5231(7) 0.0262(16) Uani 1 1 d . . .
C47 C 0.1819(6) 0.8021(6) -0.4106(7) 0.0288(16) Uani 1 1 d . . .
H47 H 0.2086 0.8943 -0.4044 0.035 Uiso 1 1 calc R . .
C48 C 0.1978(6) 0.7589(6) -0.3082(6) 0.0237(14) Uani 1 1 d . . .
H48 H 0.2353 0.8229 -0.2319 0.028 Uiso 1 1 calc R . .
I49 I 0.43677(4) 0.18620(4) 0.76782(4) 0.03670(13) Uani 1 1 d . . .
I50 I -0.71520(3) 0.01134(4) 0.04938(4) 0.02979(12) Uani 1 1 d . . .
I51 I 0.10415(4) 0.76816(5) -0.67944(4) 0.04000(14) Uani 1 1 d . . .
C52 C 0.5292(7) 0.9117(9) 0.3851(7) 0.0427(19) Uani 1 1 d . . .
H52 H 0.4751 0.8197 0.3571 0.051 Uiso 1 1 calc R . .
C53 C 0.5420(10) 0.9949(13) 0.3090(10) 0.065(3) Uani 1 1 d . . .
H53 H 0.4946 0.9603 0.2285 0.077 Uiso 1 1 calc R . .
C54 C 0.6215(10) 1.1240(13) 0.3501(11) 0.065(3) Uani 1 1 d . . .
H54 H 0.6319 1.1783 0.2961 0.078 Uiso 1 1 calc R . .
C55 C 0.6884(9) 1.1807(10) 0.4670(11) 0.064(3) Uani 1 1 d . . .
H55 H 0.7419 1.2729 0.4941 0.077 Uiso 1 1 calc R . .
C56 C 0.6761(8) 1.1003(9) 0.5442(8) 0.048(2) Uani 1 1 d . . .
H56 H 0.7212 1.1365 0.6256 0.057 Uiso 1 1 calc R . .
C57 C 0.5975(7) 0.9672(7) 0.5017(7) 0.0351(18) Uani 1 1 d . . .
N58 N 0.5829(8) 0.8822(9) 0.5828(8) 0.054(2) Uani 1 1 d . . .
O59 O 0.6413(6) 0.9331(8) 0.6872(6) 0.072(2) Uani 1 1 d . . .
O60 O 0.5069(10) 0.7664(8) 0.5429(8) 0.098(3) Uani 1 1 d . . .
C61 C 0.9338(11) 0.9426(14) 0.5782(10) 0.072(3) Uani 1 1 d . . .
H61 H 0.8962 0.8891 0.4977 0.086 Uiso 1 1 calc R . .
C62 C 1.0071(14) 1.0811(17) 0.6031(14) 0.090(5) Uani 1 1 d . . .
H62 H 1.0202 1.1211 0.5381 0.108 Uiso 1 1 calc R . .
C63 C 1.0594(12) 1.1580(13) 0.7195(16) 0.087(4) Uani 1 1 d . . .
H63 H 1.1084 1.2507 0.7354 0.104 Uiso 1 1 calc R . .
C64 C 1.0405(11) 1.1000(12) 0.8124(11) 0.066(3) Uani 1 1 d . . .
H64 H 1.0749 1.1535 0.8934 0.079 Uiso 1 1 calc R . .
C65 C 0.9729(9) 0.9661(12) 0.7911(10) 0.050(3) Uani 1 1 d . . .
H65 H 0.9628 0.9264 0.8563 0.060 Uiso 1 1 calc R . .
C66 C 0.9195(8) 0.8895(10) 0.6735(8) 0.051(2) Uani 1 1 d . . .
N67 N 0.8474(7) 0.7479(9) 0.6518(8) 0.062(2) Uani 1 1 d . . .
O68 O 0.8153(7) 0.6771(9) 0.5482(7) 0.104(3) Uani 1 1 d . . .
O69 O 0.8252(7) 0.7031(8) 0.7401(7) 0.0768(19) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'
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
_geom_angle_publ_flag
N21 C1 C20 127.3(5) . . ?
N21 C1 C2 108.7(5) . . ?
C20 C1 C2 124.0(6) . . ?
C39 C2 C1 106.7(6) . . ?
C39 C2 H2 126.6 . . ?
C1 C2 H2 126.6 . . ?
C40 C3 C38 118.8(6) . . ?
C40 C3 H3 120.6 . . ?
C38 C3 H3 120.6 . . ?
N21 C4 C5 126.1(6) . . ?
N21 C4 C39 109.0(5) . . ?
C5 C4 C39 124.9(5) . . ?
C6 C5 C4 127.0(5) . . ?
C6 C5 C25 118.4(6) . . ?
C4 C5 C25 114.6(6) . . ?
N22 C6 C5 126.9(6) . . ?
N22 C6 C7 108.3(5) . . ?
C5 C6 C7 124.6(5) . . ?
C8 C7 C6 107.2(5) . . ?
C8 C7 H7 126.4 . . ?
C6 C7 H7 126.4 . . ?
C7 C8 C9 107.7(6) . . ?
C7 C8 H8 126.2 . . ?
C9 C8 H8 126.2 . . ?
N22 C9 C10 124.3(5) . . ?
N22 C9 C8 108.8(5) . . ?
C10 C9 C8 126.8(6) . . ?
C11 C10 C9 124.5(6) . . ?
C11 C10 C31 118.7(5) . . ?
C9 C10 C31 116.8(5) . . ?
N23 C11 C10 127.2(5) . . ?
N23 C11 C12 107.8(5) . . ?
C10 C11 C12 124.8(6) . . ?
C13 C12 C11 107.2(6) . . ?
C13 C12 H12 126.4 . . ?
C11 C12 H12 126.4 . . ?
C12 C13 C14 108.4(5) . . ?
C12 C13 H13 125.8 . . ?
C14 C13 H13 125.8 . . ?
N23 C14 C15 127.2(5) . . ?
N23 C14 C13 108.1(5) . . ?
C15 C14 C13 124.7(5) . . ?
C14 C15 C16 125.9(5) . . ?
C14 C15 C37 116.4(5) . . ?
C16 C15 C37 117.7(5) . . ?
N24 C16 C15 126.9(5) . . ?
N24 C16 C17 108.3(5) . . ?
C15 C16 C17 124.8(5) . . ?
C18 C17 C16 108.3(5) . . ?
C18 C17 H17 125.8 . . ?
C16 C17 H17 125.8 . . ?
C17 C18 C19 106.2(6) . . ?
C17 C18 H18 126.9 . . ?
C19 C18 H18 126.9 . . ?
N24 C19 C20 125.6(5) . . ?
N24 C19 C18 109.7(5) . . ?
C20 C19 C18 124.8(6) . . ?
C19 C20 C1 123.0(6) . . ?
C19 C20 C43 120.3(5) . . ?
C1 C20 C43 116.7(5) . . ?
C1 N21 C4 108.2(5) . . ?
C1 N21 H21 125.9 . . ?
C4 N21 H21 125.9 . . ?
C6 N22 C9 107.9(5) . . ?
C6 N22 H22 126.0 . . ?
C9 N22 H22 126.0 . . ?
C11 N23 C14 108.5(5) . . ?
C11 N23 H23 125.8 . . ?
C14 N23 H23 125.8 . . ?
C19 N24 C16 107.5(5) . . ?
C19 N24 H24 126.2 . . ?
C16 N24 H24 126.2 . . ?
C30 C25 C26 117.2(6) . . ?
C30 C25 C5 122.4(6) . . ?
C26 C25 C5 120.4(6) . . ?
C27 C26 C25 119.0(7) . . ?
C27 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
N28 C27 C26 124.5(7) . . ?
N28 C27 H27 117.8 . . ?
C26 C27 H27 117.8 . . ?
C29 N28 C27 115.9(5) . . ?
N28 C29 C30 124.6(7) . . ?
N28 C29 H29 117.7 . . ?
C30 C29 H29 117.7 . . ?
C29 C30 C25 118.8(7) . . ?
C29 C30 H30 120.6 . . ?
C25 C30 H30 120.6 . . ?
C32 C31 C36 119.1(6) . . ?
C32 C31 C10 119.5(6) . . ?
C36 C31 C10 121.4(6) . . ?
C31 C32 C33 120.2(6) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C34 C33 C32 119.2(7) . . ?
C34 C33 H33 120.4 . . ?
C32 C33 H33 120.4 . . ?
C35 C34 C33 122.1(7) . . ?
C35 C34 I49 118.2(5) . . ?
C33 C34 I49 119.7(5) . . ?
C34 C35 C36 119.2(6) . . ?
C34 C35 H35 120.4 . . ?
C36 C35 H35 120.4 . . ?
C31 C36 C35 120.2(6) . . ?
C31 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
C42 C37 C38 118.7(6) . . ?
C42 C37 C15 120.0(7) . . ?
C38 C37 C15 121.3(6) . . ?
C37 C38 C3 121.7(6) . . ?
C37 C38 H38 119.2 . . ?
C3 C38 H38 119.2 . . ?
C2 C39 C4 107.3(5) . . ?
C2 C39 H39 126.3 . . ?
C4 C39 H39 126.3 . . ?
C41 C40 C3 120.7(5) . . ?
C41 C40 I50 118.3(4) . . ?
C3 C40 I50 120.9(5) . . ?
C40 C41 C42 119.1(6) . . ?
C40 C41 H41 120.4 . . ?
C42 C41 H41 120.4 . . ?
C37 C42 C41 120.9(7) . . ?
C37 C42 H42 119.6 . . ?
C41 C42 H42 119.6 . . ?
C44 C43 C48 118.2(6) . . ?
C44 C43 C20 120.7(6) . . ?
C48 C43 C20 121.0(6) . . ?
C43 C44 C45 121.2(7) . . ?
C43 C44 H44 119.4 . . ?
C45 C44 H44 119.4 . . ?
C46 C45 C44 120.3(7) . . ?
C46 C45 H45 119.9 . . ?
C44 C45 H45 119.9 . . ?
C45 C46 C47 119.5(7) . . ?
C45 C46 I51 120.2(5) . . ?
C47 C46 I51 120.2(5) . . ?
C48 C47 C46 119.0(6) . . ?
C48 C47 H47 120.5 . . ?
C46 C47 H47 120.5 . . ?
C43 C48 C47 121.7(6) . . ?
C43 C48 H48 119.1 . . ?
C47 C48 H48 119.1 . . ?
C57 C52 C53 117.8(9) . . ?
C57 C52 H52 121.1 . . ?
C53 C52 H52 121.1 . . ?
C54 C53 C52 119.8(10) . . ?
C54 C53 H53 120.1 . . ?
C52 C53 H53 120.1 . . ?
C53 C54 C55 122.7(9) . . ?
C53 C54 H54 118.7 . . ?
C55 C54 H54 118.7 . . ?
C54 C55 C56 118.4(9) . . ?
C54 C55 H55 120.8 . . ?
C56 C55 H55 120.8 . . ?
C55 C56 C57 119.1(9) . . ?
C55 C56 H56 120.4 . . ?
C57 C56 H56 120.4 . . ?
C52 C57 C56 122.1(7) . . ?
C52 C57 N58 118.4(8) . . ?
C56 C57 N58 119.5(8) . . ?
O60 N58 O59 124.7(9) . . ?
O60 N58 C57 117.1(9) . . ?
O59 N58 C57 118.0(8) . . ?
C66 C61 C62 117.5(11) . . ?
C66 C61 H61 121.3 . . ?
C62 C61 H61 121.3 . . ?
C63 C62 C61 121.0(11) . . ?
C63 C62 H62 119.5 . . ?
C61 C62 H62 119.5 . . ?
C62 C63 C64 119.2(13) . . ?
C62 C63 H63 120.4 . . ?
C64 C63 H63 120.4 . . ?
C63 C64 C65 121.2(12) . . ?
C63 C64 H64 119.4 . . ?
C65 C64 H64 119.4 . . ?
C66 C65 C64 119.1(11) . . ?
C66 C65 H65 120.4 . . ?
C64 C65 H65 120.4 . . ?
C61 C66 C65 121.9(11) . . ?
C61 C66 N67 119.2(10) . . ?
C65 C66 N67 118.8(9) . . ?
O68 N67 O69 122.4(10) . . ?
O68 N67 C66 119.3(9) . . ?
O69 N67 C66 118.3(8) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N21 1.363(8) . ?
C1 C20 1.417(9) . ?
C1 C2 1.455(8) . ?
C2 C39 1.363(9) . ?
C2 H2 0.9500 . ?
C3 C40 1.383(9) . ?
C3 C38 1.394(8) . ?
C3 H3 0.9500 . ?
C4 N21 1.367(7) . ?
C4 C5 1.418(9) . ?
C4 C39 1.439(9) . ?
C5 C6 1.381(9) . ?
C5 C25 1.512(8) . ?
C6 N22 1.361(7) . ?
C6 C7 1.456(9) . ?
C7 C8 1.340(9) . ?
C7 H7 0.9500 . ?
C8 C9 1.435(8) . ?
C8 H8 0.9500 . ?
C9 N22 1.369(8) . ?
C9 C10 1.419(8) . ?
C10 C11 1.385(8) . ?
C10 C31 1.504(9) . ?
C11 N23 1.373(8) . ?
C11 C12 1.462(8) . ?
C12 C13 1.344(9) . ?
C12 H12 0.9500 . ?
C13 C14 1.439(8) . ?
C13 H13 0.9500 . ?
C14 N23 1.377(7) . ?
C14 C15 1.396(9) . ?
C15 C16 1.396(8) . ?
C15 C37 1.498(8) . ?
C16 N24 1.381(7) . ?
C16 C17 1.441(9) . ?
C17 C18 1.361(9) . ?
C17 H17 0.9500 . ?
C18 C19 1.449(8) . ?
C18 H18 0.9500 . ?
C19 N24 1.368(8) . ?
C19 C20 1.399(8) . ?
C20 C43 1.488(9) . ?
N21 H21 0.8800 . ?
N22 H22 0.8800 . ?
N23 H23 0.8800 . ?
N24 H24 0.8800 . ?
C25 C30 1.387(10) . ?
C25 C26 1.393(10) . ?
C26 C27 1.373(9) . ?
C26 H26 0.9500 . ?
C27 N28 1.334(9) . ?
C27 H27 0.9500 . ?
N28 C29 1.326(9) . ?
C29 C30 1.381(9) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C32 1.394(9) . ?
C31 C36 1.402(9) . ?
C32 C33 1.403(10) . ?
C32 H32 0.9500 . ?
C33 C34 1.373(10) . ?
C33 H33 0.9500 . ?
C34 C35 1.369(10) . ?
C34 I49 2.111(7) . ?
C35 C36 1.402(9) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 C42 1.383(10) . ?
C37 C38 1.378(10) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 C41 1.387(9) . ?
C40 I50 2.120(5) . ?
C41 C42 1.399(9) . ?
C41 H41 0.9500 . ?
C42 H42 0.9500 . ?
C43 C44 1.383(9) . ?
C43 C48 1.393(9) . ?
C44 C45 1.392(10) . ?
C44 H44 0.9500 . ?
C45 C46 1.387(10) . ?
C45 H45 0.9500 . ?
C46 C47 1.404(10) . ?
C46 I51 2.089(7) . ?
C47 C48 1.394(9) . ?
C47 H47 0.9500 . ?
C48 H48 0.9500 . ?
C52 C57 1.374(11) . ?
C52 C53 1.396(13) . ?
C52 H52 0.9500 . ?
C53 C54 1.344(15) . ?
C53 H53 0.9500 . ?
C54 C55 1.373(15) . ?
C54 H54 0.9500 . ?
C55 C56 1.383(12) . ?
C55 H55 0.9500 . ?
C56 C57 1.377(11) . ?
C56 H56 0.9500 . ?
C57 N58 1.456(10) . ?
N58 O60 1.221(10) . ?
N58 O59 1.223(10) . ?
C61 C66 1.354(13) . ?
C61 C62 1.417(18) . ?
C61 H61 0.9500 . ?
C62 C63 1.369(19) . ?
C62 H62 0.9500 . ?
C63 C64 1.362(17) . ?
C63 H63 0.9500 . ?
C64 C65 1.368(16) . ?
C64 H64 0.9500 . ?
C65 C66 1.380(14) . ?
C65 H65 0.9500 . ?
C66 N67 1.450(12) . ?
N67 O68 1.215(10) . ?
N67 O69 1.233(10) . ?
