#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/62/4116215.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_4116215
loop_
_publ_author_name
'Michael Harmjanz'
'Hubert S. Gill'
'Michael J. Scott'
_publ_contact_author_address
;
 Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, 
;
_publ_contact_author_email       mjscott@chem.ufl.edu
_publ_section_title
;
 Porphodimethene-Porphyrin Interconversion: A Tetrapyrrolic
 Redox-Switchable Macrocycle
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10476
_journal_page_last               10477
_journal_paper_doi               10.1021/ja003004c
_journal_volume                  122
_journal_year                    2000
_chemical_formula_sum            'C76 H76 N4 O5.5'
_chemical_formula_weight         1133.41
_chemical_name_systematic        3a*1.5THF
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 102.9230(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.2507(7)
_cell_length_b                   16.5894(8)
_cell_length_c                   25.8511(12)
_cell_measurement_temperature    173(2)
_cell_volume                     6374.7(5)
_computing_cell_refinement       'BRUKER AXS SMART'
_computing_data_collection       'BRUKER AXS SMART'
_computing_data_reduction        'BRUKER AXS SAINT'
_computing_molecular_graphics    'SHELXL XP'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0443
_diffrn_reflns_av_sigmaI/netI    0.0459
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            29710
_diffrn_reflns_theta_full        23.00
_diffrn_reflns_theta_max         23.00
_diffrn_reflns_theta_min         1.62
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.662
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_F_000             2416
_refine_diff_density_max         0.804
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     759
_refine_ls_number_reflns         8862
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.1044
_refine_ls_R_factor_gt           0.0804
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1200P)²+8.6752P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2182
_refine_ls_wR_factor_ref         0.2349
_reflns_number_gt                6536
_reflns_number_total             8862
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja003004c_1.cif
_cod_data_source_block           3a
_cod_original_formula_sum        'C76 H76 N4 O5.50'
_cod_database_code               4116215
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, 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
N1 N 0.9218(2) 0.28353(18) 0.01742(13) 0.0356(8) Uani 1 1 d . . .
N2 N 1.0724(2) 0.28134(19) 0.09758(13) 0.0371(8) Uani 1 1 d . . .
H2A H 1.0210 0.3050 0.0898 0.045 Uiso 1 1 calc R . .
N3 N 0.9488(2) 0.28746(17) 0.17405(11) 0.0285(7) Uani 1 1 d . . .
N4 N 0.7976(2) 0.29388(17) 0.09363(12) 0.0295(7) Uani 1 1 d . . .
H4B H 0.8534 0.3074 0.0999 0.035 Uiso 1 1 calc R . .
O1 O 0.81364(18) 0.42169(16) 0.02602(11) 0.0419(7) Uani 1 1 d . . .
O2 O 0.8527(2) 0.5450(2) 0.02289(14) 0.0652(10) Uani 1 1 d . . .
O3 O 1.18540(19) 0.30819(18) 0.23778(12) 0.0501(8) Uani 1 1 d . . .
O4 O 1.3010(2) 0.3299(2) 0.30067(13) 0.0620(9) Uani 1 1 d . . .
C1 C 0.7694(3) 0.3437(2) 0.00168(16) 0.0404(10) Uani 1 1 d . . .
C2 C 0.8439(3) 0.2946(2) -0.01506(16) 0.0380(10) Uani 1 1 d . . .
C3 C 0.8397(3) 0.2576(3) -0.06558(16) 0.0457(11) Uani 1 1 d . . .
H3A H 0.7910 0.2572 -0.0946 0.055 Uiso 1 1 calc R . .
C4 C 0.9215(3) 0.2233(2) -0.06222(16) 0.0406(10) Uani 1 1 d . . .
H4A H 0.9398 0.1948 -0.0889 0.049 Uiso 1 1 calc R . .
C5 C 0.9739(3) 0.2389(2) -0.01087(15) 0.0324(9) Uani 1 1 d . . .
C6 C 1.0621(3) 0.2167(2) 0.01086(15) 0.0309(9) Uani 1 1 d . . .
C7 C 1.1091(3) 0.2358(2) 0.06342(15) 0.0333(9) Uani 1 1 d . . .
C8 C 1.1931(3) 0.2090(2) 0.09198(17) 0.0400(10) Uani 1 1 d . . .
H8A H 1.2331 0.1768 0.0788 0.048 Uiso 1 1 calc R . .
C9 C 1.2064(3) 0.2385(3) 0.14315(18) 0.0431(10) Uani 1 1 d . . .
H9A H 1.2565 0.2302 0.1707 0.052 Uiso 1 1 calc R . .
C10 C 1.1304(3) 0.2829(2) 0.14525(16) 0.0408(10) Uani 1 1 d . . .
C11 C 1.1113(3) 0.3303(3) 0.19158(17) 0.0435(11) Uani 1 1 d . . .
C12 C 1.0270(3) 0.3014(2) 0.20820(16) 0.0359(9) Uani 1 1 d . . .
C13 C 1.0212(3) 0.2843(3) 0.26075(17) 0.0472(11) Uani 1 1 d . . .
H13A H 1.0667 0.2902 0.2912 0.057 Uiso 1 1 calc R . .
C14 C 0.9355(3) 0.2574(2) 0.25819(15) 0.0391(10) Uani 1 1 d . . .
H14A H 0.9120 0.2408 0.2866 0.047 Uiso 1 1 calc R . .
C15 C 0.8893(2) 0.2596(2) 0.20418(14) 0.0273(8) Uani 1 1 d . . .
C16 C 0.7988(2) 0.24311(19) 0.18299(14) 0.0258(8) Uani 1 1 d . . .
C17 C 0.7548(2) 0.2590(2) 0.13010(14) 0.0287(8) Uani 1 1 d . . .
C18 C 0.6658(3) 0.2468(3) 0.10411(16) 0.0437(11) Uani 1 1 d . . .
H18A H 0.6210 0.2241 0.1187 0.052 Uiso 1 1 calc R . .
C19 C 0.6558(3) 0.2743(3) 0.05281(17) 0.0508(12) Uani 1 1 d . . .
H19A H 0.6030 0.2736 0.0265 0.061 Uiso 1 1 calc R . .
C20 C 0.7390(3) 0.3032(2) 0.04750(15) 0.0347(9) Uani 1 1 d . . .
C21 C 0.6949(3) 0.3588(3) -0.04530(16) 0.0421(10) Uani 1 1 d . . .
C22 C 0.6409(3) 0.2958(2) -0.06551(19) 0.0454(12) Uani 1 1 d . . .
H22A H 0.6481 0.2463 -0.0482 0.055 Uiso 1 1 calc R . .
C23 C 0.5725(3) 0.3054(3) -0.11376(16) 0.0426(10) Uani 1 1 d . . .
H23A H 0.5342 0.2631 -0.1273 0.051 Uiso 1 1 calc R . .
C24 C 0.5656(3) 0.3796(3) -0.13941(18) 0.0558(13) Uani 1 1 d . . .
H24A H 0.5228 0.3859 -0.1710 0.067 Uiso 1 1 calc R . .
C25 C 0.6201(3) 0.4445(3) -0.11950(19) 0.0485(11) Uani 1 1 d . . .
C26 C 0.6151(3) 0.5207(3) -0.14521(18) 0.0482(11) Uani 1 1 d . . .
H26A H 0.5730 0.5296 -0.1767 0.058 Uiso 1 1 calc R . .
C27 C 0.6720(3) 0.5798(3) -0.12341(19) 0.0548(12) Uani 1 1 d . . .
H27A H 0.6679 0.6293 -0.1406 0.066 Uiso 1 1 calc R . .
C28 C 0.7356(3) 0.5706(3) -0.0772(2) 0.0571(13) Uani 1 1 d . . .
H28A H 0.7737 0.6131 -0.0637 0.068 Uiso 1 1 calc R . .
C29 C 0.7426(3) 0.5003(3) -0.05144(17) 0.0421(10) Uani 1 1 d . . .
C30 C 0.6885(3) 0.4351(2) -0.07002(16) 0.0345(9) Uani 1 1 d . . .
C31 C 0.8083(3) 0.4924(3) 0.00090(18) 0.0473(11) Uani 1 1 d . . .
C32 C 1.1115(2) 0.1695(2) -0.02212(15) 0.0300(9) Uani 1 1 d . . .
C33 C 1.0777(3) 0.0955(2) -0.04418(15) 0.0322(9) Uani 1 1 d . . .
H33A H 1.0237 0.0763 -0.0380 0.039 Uiso 1 1 calc R . .
C34 C 1.1229(3) 0.0506(2) -0.07473(15) 0.0351(9) Uani 1 1 d . . .
C35 C 1.2040(3) 0.0809(2) -0.08239(17) 0.0418(10) Uani 1 1 d . . .
H35A H 1.2357 0.0507 -0.1024 0.050 Uiso 1 1 calc R . .
C36 C 1.2402(3) 0.1541(3) -0.06156(17) 0.0414(10) Uani 1 1 d . A .
C37 C 1.1920(3) 0.1974(2) -0.03146(16) 0.0392(10) Uani 1 1 d . . .
H37A H 1.2145 0.2467 -0.0171 0.047 Uiso 1 1 calc R . .
C38 C 1.0870(3) -0.0308(2) -0.09849(18) 0.0495(12) Uani 1 1 d . . .
C39 C 0.9906(4) -0.0461(3) -0.0937(2) 0.0603(13) Uani 1 1 d . . .
H39A H 0.9709 -0.0976 -0.1090 0.090 Uiso 1 1 calc R . .
H39B H 0.9521 -0.0046 -0.1121 0.090 Uiso 1 1 calc R . .
H39C H 0.9880 -0.0459 -0.0569 0.090 Uiso 1 1 calc R . .
C40 C 1.0872(5) -0.0334(3) -0.1574(2) 0.0829(19) Uani 1 1 d . . .
H40A H 1.0646 -0.0846 -0.1718 0.124 Uiso 1 1 calc R . .
H40B H 1.1475 -0.0262 -0.1619 0.124 Uiso 1 1 calc R . .
H40C H 1.0495 0.0088 -0.1755 0.124 Uiso 1 1 calc R . .
C41 C 1.1454(5) -0.0983(3) -0.0687(3) 0.095(2) Uani 1 1 d . . .
H41A H 1.1232 -0.1494 -0.0835 0.143 Uiso 1 1 calc R . .
H41B H 1.1434 -0.0966 -0.0319 0.143 Uiso 1 1 calc R . .
H41C H 1.2063 -0.0913 -0.0721 0.143 Uiso 1 1 calc R . .
C42 C 1.3282(3) 0.1876(3) -0.0722(2) 0.0583(13) Uani 1 1 d . . .
C43 C 1.3740(7) 0.1302(7) -0.1035(6) 0.106(5) Uani 0.75 1 d P A 1
H43A H 1.3524 0.1399 -0.1408 0.158 Uiso 0.75 1 calc PR A 1
H43B H 1.3608 0.0756 -0.0955 0.158 Uiso 0.75 1 calc PR A 1
H43C H 1.4379 0.1387 -0.0940 0.158 Uiso 0.75 1 calc PR A 1
C44 C 1.3920(5) 0.2051(8) -0.0215(3) 0.094(3) Uani 0.75 1 d P A 1
H44A H 1.3839 0.2597 -0.0112 0.142 Uiso 0.75 1 calc PR A 1
H44B H 1.4524 0.1981 -0.0258 0.142 Uiso 0.75 1 calc PR A 1
H44C H 1.3810 0.1690 0.0054 0.142 Uiso 0.75 1 calc PR A 1
C45 C 1.3071(5) 0.2672(5) -0.1038(4) 0.076(2) Uani 0.75 1 d P A 1
H45A H 1.2431 0.2748 -0.1139 0.114 Uiso 0.75 1 calc PR A 1
H45B H 1.3311 0.2647 -0.1351 0.114 Uiso 0.75 1 calc PR A 1
H45C H 1.3340 0.3115 -0.0821 0.114 Uiso 0.75 1 calc PR A 1
C43A C 1.328(2) 0.175(4) -0.1256(12) 0.16(3) Uani 0.25 1 d P A 2
H43D H 1.2869 0.2116 -0.1472 0.235 Uiso 0.25 1 calc PR A 2
H43E H 1.3108 0.1206 -0.1352 0.235 Uiso 0.25 1 calc PR A 2
H43F H 1.3878 0.1845 -0.1311 0.235 Uiso 0.25 1 calc PR A 2
C44A C 1.4066(17) 0.117(3) -0.0344(19) 0.140(14) Uani 0.25 1 d P A 2
H44D H 1.3742 0.0745 -0.0220 0.210 Uiso 0.25 1 calc PR A 2
H44E H 1.4437 0.1444 -0.0046 0.210 Uiso 0.25 1 calc PR A 2
H44F H 1.4437 0.0954 -0.0565 0.210 Uiso 0.25 1 calc PR A 2
C45A C 1.355(4) 0.259(3) -0.041(2) 0.19(2) Uiso 0.25 1 d P A 2
H45D H 1.3173 0.3034 -0.0557 0.281 Uiso 0.25 1 calc PR A 2
H45E H 1.4166 0.2717 -0.0408 0.281 Uiso 0.25 1 calc PR A 2
H45F H 1.3495 0.2498 -0.0051 0.281 Uiso 0.25 1 calc PR A 2
C46 C 1.1079(3) 0.4187(3) 0.17915(17) 0.0448(11) Uani 1 1 d . . .
C47 C 1.0382(3) 0.4462(3) 0.14209(16) 0.0430(11) Uani 1 1 d . . .
H47A H 0.9903 0.4125 0.1276 0.052 Uiso 1 1 calc R . .
C48 C 1.0388(3) 0.5327(3) 0.12431(19) 0.0488(11) Uani 1 1 d . . .
H48A H 0.9931 0.5530 0.0975 0.059 Uiso 1 1 calc R . .
C49 C 1.1089(3) 0.5804(3) 0.1490(2) 0.0615(14) Uani 1 1 d . . .
H49A H 1.1103 0.6339 0.1385 0.074 Uiso 1 1 calc R . .
C50 C 1.1778(3) 0.5518(3) 0.18901(18) 0.0538(13) Uani 1 1 d . . .
C51 C 1.2508(3) 0.6044(3) 0.2163(2) 0.0620(14) Uani 1 1 d . . .
H51A H 1.2533 0.6583 0.2068 0.074 Uiso 1 1 calc R . .
C52 C 1.3144(3) 0.5721(3) 0.2558(2) 0.0628(15) Uani 1 1 d . . .
H52A H 1.3613 0.6048 0.2733 0.075 Uiso 1 1 calc R . .
C53 C 1.3127(4) 0.4918(3) 0.2713(2) 0.0708(15) Uani 1 1 d . . .
H53A H 1.3573 0.4725 0.2992 0.085 Uiso 1 1 calc R . .
C54 C 1.2480(3) 0.4424(3) 0.24665(19) 0.0502(11) Uani 1 1 d . . .
C55 C 1.1801(3) 0.4695(2) 0.20657(17) 0.0365(10) Uani 1 1 d . . .
C56 C 1.2469(3) 0.3565(3) 0.26401(18) 0.0487(12) Uani 1 1 d . . .
C57 C 0.7436(2) 0.2080(2) 0.21834(14) 0.0261(8) Uani 1 1 d . . .
C58 C 0.6665(2) 0.2467(2) 0.22572(14) 0.0271(8) Uani 1 1 d . . .
H58A H 0.6501 0.2959 0.2090 0.033 Uiso 1 1 calc R . .
C59 C 0.6137(2) 0.2140(2) 0.25723(14) 0.0287(8) Uani 1 1 d . . .
C60 C 0.6401(3) 0.1390(2) 0.28106(15) 0.0340(9) Uani 1 1 d . . .
H60A H 0.6047 0.1156 0.3019 0.041 Uiso 1 1 calc R . .
C61 C 0.7166(2) 0.0983(2) 0.27491(15) 0.0320(9) Uani 1 1 d . B .
C62 C 0.7685(2) 0.1345(2) 0.24359(15) 0.0297(9) Uani 1 1 d . . .
H62A H 0.8209 0.1091 0.2394 0.036 Uiso 1 1 calc R . .
C63 C 0.5282(2) 0.2545(2) 0.26585(15) 0.0336(9) Uani 1 1 d . . .
C64 C 0.5330(3) 0.2662(3) 0.32423(17) 0.0553(12) Uani 1 1 d . . .
H64A H 0.5832 0.3002 0.3392 0.083 Uiso 1 1 calc R . .
H64B H 0.5404 0.2148 0.3418 0.083 Uiso 1 1 calc R . .
H64C H 0.4784 0.2909 0.3289 0.083 Uiso 1 1 calc R . .
C65 C 0.5120(3) 0.3365(3) 0.2384(2) 0.0603(14) Uani 1 1 d . . .
H65A H 0.5616 0.3717 0.2524 0.090 Uiso 1 1 calc R . .
H65B H 0.4575 0.3595 0.2445 0.090 Uiso 1 1 calc R . .
H65C H 0.5068 0.3298 0.2009 0.090 Uiso 1 1 calc R . .
C66 C 0.4468(3) 0.1993(3) 0.2422(2) 0.0579(13) Uani 1 1 d . . .
H66A H 0.4555 0.1474 0.2589 0.087 Uiso 1 1 calc R . .
H66B H 0.4419 0.1933 0.2047 0.087 Uiso 1 1 calc R . .
H66C H 0.3926 0.2232 0.2483 0.087 Uiso 1 1 calc R . .
C67 C 0.7400(3) 0.0151(2) 0.29858(19) 0.0466(11) Uani 1 1 d . . .
C68 C 0.8446(6) 0.0060(5) 0.3186(4) 0.057(2) Uani 0.75 1 d P B 1
H68A H 0.8713 -0.0038 0.2889 0.086 Uiso 0.75 1 calc PR B 1
H68B H 0.8574 -0.0384 0.3429 0.086 Uiso 0.75 1 calc PR B 1
H68C H 0.8690 0.0546 0.3362 0.086 Uiso 0.75 1 calc PR B 1
C69 C 0.6963(9) -0.0072(6) 0.3412(5) 0.111(5) Uani 0.75 1 d P B 1
H69A H 0.6539 -0.0498 0.3293 0.167 Uiso 0.75 1 calc PR B 1
H69B H 0.6653 0.0387 0.3510 0.167 Uiso 0.75 1 calc PR B 1
H69C H 0.7407 -0.0253 0.3714 0.167 Uiso 0.75 1 calc PR B 1
C70 C 0.7135(6) -0.0476(4) 0.2504(4) 0.069(2) Uani 0.75 1 d P B 1
H70A H 0.7365 -0.0289 0.2209 0.103 Uiso 0.75 1 calc PR B 1
H70B H 0.6492 -0.0520 0.2400 0.103 Uiso 0.75 1 calc PR B 1
H70C H 0.7388 -0.0994 0.2615 0.103 Uiso 0.75 1 calc PR B 1
C68A C 0.8291(19) -0.0104(18) 0.3032(12) 0.046(8) Uiso 0.25 1 d P B 2
H68D H 0.8402 -0.0182 0.2684 0.069 Uiso 0.25 1 calc PR B 2
H68E H 0.8385 -0.0602 0.3225 0.069 Uiso 0.25 1 calc PR B 2
H68F H 0.8694 0.0298 0.3217 0.069 Uiso 0.25 1 calc PR B 2
C69A C 0.729(2) 0.0305(14) 0.3639(10) 0.074(10) Uani 0.25 1 d P B 2
H69D H 0.7581 0.0799 0.3773 0.111 Uiso 0.25 1 calc PR B 2
H69E H 0.7558 -0.0136 0.3857 0.111 Uiso 0.25 1 calc PR B 2
H69F H 0.6660 0.0337 0.3644 0.111 Uiso 0.25 1 calc PR B 2
C70A C 0.668(2) -0.0399(12) 0.2743(10) 0.074(8) Uani 0.25 1 d P B 2
H70D H 0.6712 -0.0503 0.2383 0.112 Uiso 0.25 1 calc PR B 2
H70E H 0.6109 -0.0159 0.2749 0.112 Uiso 0.25 1 calc PR B 2
H70F H 0.6743 -0.0896 0.2938 0.112 Uiso 0.25 1 calc PR B 2
C71 C 0.9570(6) -0.0312(6) 0.4591(4) 0.119(3) Uiso 1 1 d . . .
C72 C 1.0135(11) -0.0755(9) 0.4965(6) 0.153(5) Uiso 0.75 1 d P . .
C73 C 1.0587(8) -0.0442(8) 0.5286(5) 0.126(4) Uiso 0.75 1 d P . .
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'
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
C2 N1 C5 106.1(3) . .
C10 N2 C7 108.7(3) . .
C12 N3 C15 106.5(3) . .
C20 N4 C17 109.6(3) . .
C31 O1 C1 124.8(3) . .
C56 O3 C11 126.3(3) . .
C21 C1 C20 113.5(3) . .
C21 C1 O1 112.3(3) . .
C20 C1 O1 103.7(3) . .
C21 C1 C2 109.7(3) . .
C20 C1 C2 111.0(3) . .
O1 C1 C2 106.2(3) . .
N1 C2 C3 112.1(3) . .
N1 C2 C1 121.1(4) . .
C3 C2 C1 126.8(4) . .
C4 C3 C2 105.5(4) . .
C3 C4 C5 107.6(4) . .
C6 C5 N1 122.6(3) . .
C6 C5 C4 128.8(3) . .
N1 C5 C4 108.6(3) . .
C5 C6 C7 124.3(3) . .
C5 C6 C32 118.6(3) . .
C7 C6 C32 117.1(3) . .
N2 C7 C8 107.0(3) . .
N2 C7 C6 123.1(4) . .
C8 C7 C6 129.7(4) . .
C9 C8 C7 108.2(4) . .
C8 C9 C10 106.3(4) . .
N2 C10 C9 109.7(4) . .
N2 C10 C11 122.1(4) . .
C9 C10 C11 128.2(4) . .
O3 C11 C46 113.2(3) . .
O3 C11 C10 105.1(3) . .
C46 C11 C10 110.0(4) . .
O3 C11 C12 103.5(3) . .
C46 C11 C12 112.2(4) . .
C10 C11 C12 112.6(3) . .
N3 C12 C13 111.3(3) . .
N3 C12 C11 123.6(3) . .
C13 C12 C11 125.1(4) . .
C14 C13 C12 106.5(4) . .
C13 C14 C15 107.4(3) . .
C16 C15 N3 123.7(3) . .
C16 C15 C14 127.8(3) . .
N3 C15 C14 108.4(3) . .
C15 C16 C17 124.1(3) . .
C15 C16 C57 118.7(3) . .
C17 C16 C57 117.2(3) . .
N4 C17 C18 106.8(3) . .
N4 C17 C16 123.0(3) . .
C18 C17 C16 130.2(3) . .
C19 C18 C17 107.6(4) . .
C18 C19 C20 107.6(4) . .
N4 C20 C19 108.4(3) . .
N4 C20 C1 119.3(3) . .
C19 C20 C1 132.3(4) . .
C22 C21 C30 122.7(4) . .
C22 C21 C1 118.1(4) . .
C30 C21 C1 118.9(4) . .
C21 C22 C23 120.3(4) . .
C24 C23 C22 118.2(4) . .
C25 C24 C23 122.3(4) . .
C24 C25 C26 123.4(4) . .
C24 C25 C30 119.5(4) . .
C26 C25 C30 117.1(4) . .
C27 C26 C25 119.3(4) . .
C26 C27 C28 123.3(4) . .
C29 C28 C27 119.7(5) . .
C28 C29 C30 122.4(4) . .
C28 C29 C31 119.3(4) . .
C30 C29 C31 118.2(4) . .
C29 C30 C21 124.7(4) . .
C29 C30 C25 118.3(4) . .
C21 C30 C25 117.0(4) . .
O2 C31 O1 117.0(4) . .
O2 C31 C29 124.8(4) . .
O1 C31 C29 118.2(4) . .
C37 C32 C33 118.8(3) . .
C37 C32 C6 120.6(3) . .
C33 C32 C6 120.5(3) . .
C34 C33 C32 121.4(4) . .
C33 C34 C35 117.5(4) . .
C33 C34 C38 121.7(4) . .
C35 C34 C38 120.7(4) . .
C34 C35 C36 123.3(4) . .
C37 C36 C35 117.2(4) . .
C37 C36 C42 120.5(4) . .
C35 C36 C42 122.3(4) . .
C32 C37 C36 121.8(4) . .
C40 C38 C39 107.1(4) . .
C40 C38 C41 110.6(5) . .
C39 C38 C41 107.6(4) . .
C40 C38 C34 110.2(4) . .
C39 C38 C34 112.3(3) . .
C41 C38 C34 109.2(4) . .
C43A C42 C45A 128(3) . .
C43A C42 C44 139.4(13) . .
C45A C42 C44 45(2) . .
C43A C42 C43 44(2) . .
C45A C42 C43 135(2) . .
C44 C42 C43 107.8(7) . .
C43A C42 C36 108.7(12) . .
C45A C42 C36 110(2) . .
C44 C42 C36 109.9(5) . .
C43 C42 C36 113.2(5) . .
C43A C42 C45 70(2) . .
C45A C42 C45 66(2) . .
C44 C42 C45 108.6(7) . .
C43 C42 C45 108.7(7) . .
C36 C42 C45 108.5(4) . .
C43A C42 C44A 107(3) . .
C45A C42 C44A 99(2) . .
C44 C42 C44A 54.4(13) . .
C43 C42 C44A 63.4(14) . .
C36 C42 C44A 99.8(11) . .
C45 C42 C44A 151.1(11) . .
C47 C46 C55 123.2(4) . .
C47 C46 C11 118.0(4) . .
C55 C46 C11 118.8(4) . .
C46 C47 C48 118.9(4) . .
C49 C48 C47 117.8(4) . .
C48 C49 C50 122.3(5) . .
C49 C50 C55 121.5(4) . .
C49 C50 C51 121.7(5) . .
C55 C50 C51 116.9(4) . .
C52 C51 C50 117.9(5) . .
C51 C52 C53 122.7(4) . .
C54 C53 C52 120.7(5) . .
C53 C54 C55 121.0(5) . .
C53 C54 C56 120.0(5) . .
C55 C54 C56 119.0(4) . .
C54 C55 C50 120.9(4) . .
C54 C55 C46 123.1(4) . .
C50 C55 C46 116.0(4) . .
O4 C56 O3 118.4(4) . .
O4 C56 C54 122.6(5) . .
O3 C56 C54 119.0(4) . .
C58 C57 C62 119.3(3) . .
C58 C57 C16 120.9(3) . .
C62 C57 C16 119.7(3) . .
C59 C58 C57 121.5(3) . .
C58 C59 C60 117.4(3) . .
C58 C59 C63 122.9(3) . .
C60 C59 C63 119.7(3) . .
C61 C60 C59 123.1(3) . .
C60 C61 C62 117.4(3) . .
C60 C61 C67 121.6(3) . .
C62 C61 C67 120.9(3) . .
C61 C62 C57 121.3(3) . .
C64 C63 C59 110.6(3) . .
C64 C63 C65 108.5(4) . .
C59 C63 C65 112.2(3) . .
C64 C63 C66 109.0(4) . .
C59 C63 C66 108.4(3) . .
C65 C63 C66 108.0(4) . .
C68A C67 C70A 118.1(16) . .
C68A C67 C69 117.3(14) . .
C70A C67 C69 74.8(12) . .
C68A C67 C61 116.3(13) . .
C70A C67 C61 108.0(10) . .
C69 C67 C61 115.4(5) . .
C68A C67 C68 18.1(11) . .
C70A C67 C68 134.0(12) . .
C69 C67 C68 109.2(7) . .
C61 C67 C68 110.5(4) . .
C68A C67 C70 86.7(11) . .
C70A C67 C70 39.2(11) . .
C69 C67 C70 110.1(7) . .
C61 C67 C70 106.3(4) . .
C68 C67 C70 104.8(6) . .
C68A C67 C69A 105.4(16) . .
C70A C67 C69A 106.2(17) . .
C69 C67 C69A 31.7(12) . .
C61 C67 C69A 100.9(8) . .
C68 C67 C69A 90.5(13) . .
C70 C67 C69A 141.3(11) . .
C73 C71 C72 117.5(10) 3_756 .
C73 C72 C71 118.5(15) . .
C72 C73 C71 121.2(14) . 3_756
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C2 1.305(5) .
N1 C5 1.405(5) .
N2 C10 1.346(5) .
N2 C7 1.373(5) .
N3 C12 1.336(5) .
N3 C15 1.400(5) .
N4 C20 1.330(5) .
N4 C17 1.387(5) .
O1 C31 1.335(5) .
O1 C1 1.528(5) .
O2 C31 1.171(5) .
O3 C56 1.303(5) .
O3 C11 1.495(5) .
O4 C56 1.193(5) .
C1 C21 1.487(6) .
C1 C20 1.522(5) .
C1 C2 1.537(5) .
C2 C3 1.431(6) .
C3 C4 1.357(6) .
C4 C5 1.411(6) .
C5 C6 1.387(5) .
C6 C7 1.423(5) .
C6 C32 1.482(5) .
C7 C8 1.401(6) .
C8 C9 1.382(6) .
C9 C10 1.386(6) .
C10 C11 1.514(6) .
C11 C46 1.500(6) .
C11 C12 1.521(6) .
C12 C13 1.410(6) .
C13 C14 1.368(6) .
C14 C15 1.417(5) .
C15 C16 1.393(5) .
C16 C17 1.407(5) .
C16 C57 1.492(5) .
C17 C18 1.389(5) .
C18 C19 1.378(6) .
C19 C20 1.392(6) .
C21 C22 1.360(6) .
C21 C30 1.412(6) .
C22 C23 1.445(6) .
C23 C24 1.391(6) .
C24 C25 1.387(6) .
C25 C26 1.423(6) .
C25 C30 1.466(6) .
C26 C27 1.346(6) .
C27 C28 1.369(6) .
C28 C29 1.334(6) .
C29 C30 1.381(6) .
C29 C31 1.498(6) .
C32 C37 1.383(5) .
C32 C33 1.403(5) .
C33 C34 1.377(5) .
C34 C35 1.390(6) .
C34 C38 1.534(6) .
C35 C36 1.391(6) .
C36 C37 1.385(6) .
C36 C42 1.533(6) .
C38 C40 1.524(7) .
C38 C39 1.524(7) .
C38 C41 1.526(7) .
C42 C43A 1.40(3) .
C42 C45A 1.44(5) .
C42 C44 1.476(9) .
C42 C43 1.518(10) .
C42 C45 1.548(9) .
C42 C44A 1.80(4) .
C46 C47 1.342(6) .
C46 C55 1.441(6) .
C47 C48 1.507(6) .
C48 C49 1.367(6) .
C49 C50 1.383(7) .
C50 C55 1.437(6) .
C50 C51 1.465(7) .
C51 C52 1.352(7) .
C52 C53 1.393(8) .
C53 C54 1.332(7) .
C54 C55 1.366(6) .
C54 C56 1.494(7) .
C57 C58 1.390(5) .
C57 C62 1.396(5) .
C58 C59 1.378(5) .
C59 C60 1.407(5) .
C59 C63 1.527(5) .
C60 C61 1.387(5) .
C61 C62 1.388(5) .
C61 C67 1.521(5) .
C63 C64 1.507(6) .
C63 C65 1.528(6) .
C63 C66 1.554(6) .
C67 C68A 1.40(3) .
C67 C70A 1.46(2) .
C67 C69 1.458(10) .
C67 C68 1.570(10) .
C67 C70 1.603(9) .
C67 C69A 1.75(3) .
C71 C73 1.326(14) 3_756
C71 C72 1.357(15) .
C72 C73 1.085(16) .
C73 C71 1.326(14) 3_756
