#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:02:13 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178765 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/19/4101925.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_4101925
loop_
_publ_author_name
'Shohei Saito'
'Ko Furukawa'
'Atsuhiro Osuka'
_publ_section_title
;
 Fully π-Conjugated Helices from Oxidative Cleavage of
 meso-Aryl-Substituted Expanded Porphyrins
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2128
_journal_page_last               2129
_journal_paper_doi               10.1021/ja909929s
_journal_volume                  132
_journal_year                    2010
_chemical_formula_moiety         'C77 H14 Cu2 F35 N7 O2, 1.5(C2 H4 Cl2)'
_chemical_formula_sum            'C80 H20 Cl3 Cu2 F35 N7 O2'
_chemical_formula_weight         2009.46
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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                97.239(5)
_cell_angle_beta                 95.604(5)
_cell_angle_gamma                117.085(5)
_cell_formula_units_Z            2
_cell_length_a                   14.780(5)
_cell_length_b                   15.482(5)
_cell_length_c                   20.108(5)
_cell_measurement_reflns_used    4568
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      27.71
_cell_measurement_theta_min      2.32
_cell_volume                     4001(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_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      90(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.943
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_sigmaI/netI    0.1050
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14793
_diffrn_reflns_theta_full        24.00
_diffrn_reflns_theta_max         24.00
_diffrn_reflns_theta_min         1.04
_exptl_absorpt_coefficient_mu    0.766
_exptl_absorpt_correction_T_max  0.9273
_exptl_absorpt_correction_T_min  0.7005
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1978
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_platon_squeeze_details
;
;
_refine_diff_density_max         1.337
_refine_diff_density_min         -1.230
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1162
_refine_ls_number_reflns         11838
_refine_ls_number_restraints     774
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.1267
_refine_ls_R_factor_gt           0.0856
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1289P)²+6.2873P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2262
_refine_ls_wR_factor_ref         0.2429
_reflns_number_gt                7502
_reflns_number_total             11838
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja909929s_si_003.cif
_cod_data_source_block           81201saito
_cod_database_code               4101925
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 0.3627(7) 0.3247(8) 0.0616(4) 0.032(2) Uani 1 1 d U . .
C2 C 0.4227(7) 0.2714(7) 0.0402(4) 0.028(2) Uani 1 1 d U . .
H2 H 0.3956 0.2057 0.0157 0.034 Uiso 1 1 calc R . .
C3 C 0.5191(7) 0.3352(6) 0.0625(4) 0.0251(19) Uani 1 1 d U . .
H3 H 0.5760 0.3230 0.0586 0.030 Uiso 1 1 calc R . .
C4 C 0.5260(6) 0.4288(6) 0.0946(4) 0.0215(18) Uani 1 1 d U . .
C5 C 0.6104(6) 0.5212(6) 0.1093(4) 0.0214(18) Uani 1 1 d U . .
C6 C 0.6009(6) 0.6090(6) 0.1284(4) 0.0197(17) Uani 1 1 d U . .
C7 C 0.6770(6) 0.7071(6) 0.1243(4) 0.0228(18) Uani 1 1 d U . .
H7 H 0.7442 0.7262 0.1140 0.027 Uiso 1 1 calc R . .
C8 C 0.6337(7) 0.7672(7) 0.1381(4) 0.031(2) Uani 1 1 d U . .
H8 H 0.6646 0.8361 0.1381 0.037 Uiso 1 1 calc R . .
C9 C 0.5341(6) 0.7078(6) 0.1523(4) 0.0230(19) Uani 1 1 d U . .
C10 C 0.4587(6) 0.7377(6) 0.1621(4) 0.0230(18) Uani 1 1 d U . .
C11 C 0.3605(7) 0.6775(6) 0.1726(4) 0.0257(19) Uani 1 1 d U . .
C12 C 0.2785(6) 0.7009(6) 0.1767(4) 0.0223(18) Uani 1 1 d U . .
H12 H 0.2836 0.7646 0.1780 0.027 Uiso 1 1 calc R . .
C13 C 0.1928(7) 0.6181(6) 0.1784(4) 0.0234(19) Uani 1 1 d U . .
H13 H 0.1263 0.6118 0.1810 0.028 Uiso 1 1 calc R . .
C14 C 0.2204(6) 0.5421(6) 0.1755(4) 0.0211(18) Uani 1 1 d U . .
C15 C 0.1519(6) 0.4394(6) 0.1696(3) 0.0187(18) Uani 1 1 d U . .
C16 C 0.1824(6) 0.3681(6) 0.1776(4) 0.0222(18) Uani 1 1 d U . .
C17 C 0.1196(7) 0.2663(7) 0.1763(4) 0.031(2) Uani 1 1 d U . .
H17 H 0.0464 0.2311 0.1660 0.037 Uiso 1 1 calc R . .
C18 C 0.1845(7) 0.2277(6) 0.1927(4) 0.028(2) Uani 1 1 d U . .
H18 H 0.1643 0.1608 0.1954 0.034 Uiso 1 1 calc R . .
C19 C 0.2867(6) 0.3059(6) 0.2047(4) 0.0221(18) Uani 1 1 d U . .
C20 C 0.3777(6) 0.3004(6) 0.2283(4) 0.0216(18) Uani 1 1 d U . .
C21 C 0.4714(6) 0.3826(5) 0.2565(4) 0.0192(17) Uani 1 1 d U . .
C22 C 0.5718(6) 0.3884(6) 0.2636(4) 0.0216(18) Uani 1 1 d U . .
H22 H 0.5854 0.3349 0.2509 0.026 Uiso 1 1 calc R . .
C23 C 0.6419(7) 0.4801(6) 0.2908(4) 0.0240(19) Uani 1 1 d U . .
H23 H 0.7145 0.5044 0.3002 0.029 Uiso 1 1 calc R . .
C24 C 0.5871(6) 0.5377(6) 0.3039(4) 0.0218(18) Uani 1 1 d U . .
C25 C 0.6278(6) 0.6341(6) 0.3337(4) 0.0224(18) Uani 1 1 d U . .
C26 C 0.5687(7) 0.6843(7) 0.3448(4) 0.029(2) Uani 1 1 d U . .
C27 C 0.6105(7) 0.7903(6) 0.3705(4) 0.030(2) Uani 1 1 d U . .
H27 H 0.6814 0.8384 0.3808 0.036 Uiso 1 1 calc R . .
C28 C 0.5299(7) 0.8065(6) 0.3767(4) 0.030(2) Uani 1 1 d U . .
H28 H 0.5328 0.8691 0.3895 0.036 Uiso 1 1 calc R . .
C29 C 0.4394(6) 0.7137(6) 0.3606(4) 0.0243(19) Uani 1 1 d U . .
C30 C 0.3411(6) 0.6933(6) 0.3718(4) 0.0217(18) Uani 1 1 d U . .
C31 C 0.2599(6) 0.5978(6) 0.3699(4) 0.0216(18) Uani 1 1 d U . .
C32 C 0.1675(7) 0.5675(6) 0.3983(4) 0.0252(19) Uani 1 1 d U . .
H32 H 0.1417 0.6093 0.4174 0.030 Uiso 1 1 calc R . .
C33 C 0.1234(6) 0.4676(6) 0.3931(4) 0.0238(19) Uani 1 1 d U . .
H33 H 0.0613 0.4269 0.4079 0.029 Uiso 1 1 calc R . .
C34 C 0.1876(6) 0.4356(6) 0.3613(4) 0.0207(18) Uani 1 1 d U . .
C35 C 0.1991(6) 0.3494(6) 0.3538(4) 0.0245(19) Uani 1 1 d U . .
C36 C 0.7114(6) 0.5336(6) 0.1001(4) 0.0217(18) Uani 1 1 d U . .
C37 C 0.7975(7) 0.5821(6) 0.1517(4) 0.0230(19) Uani 1 1 d U . .
C38 C 0.8941(6) 0.5982(6) 0.1439(4) 0.0217(18) Uani 1 1 d U . .
C39 C 0.9082(7) 0.5620(6) 0.0803(4) 0.0243(19) Uani 1 1 d U . .
C40 C 0.8278(7) 0.5141(6) 0.0288(4) 0.0234(19) Uani 1 1 d U . .
C41 C 0.7301(7) 0.4994(6) 0.0367(4) 0.0223(19) Uani 1 1 d U . .
C42 C 0.4804(7) 0.8396(6) 0.1532(5) 0.029(2) Uani 1 1 d U . .
C43 C 0.5405(9) 0.9221(8) 0.2023(5) 0.049(3) Uani 1 1 d U . .
C44 C 0.5531(11) 1.0163(8) 0.1903(8) 0.072(4) Uani 1 1 d U . .
C45 C 0.5106(11) 1.0249(10) 0.1306(7) 0.063(3) Uani 1 1 d U . .
C46 C 0.4524(9) 0.9446(8) 0.0815(7) 0.054(3) Uani 1 1 d U . .
C47 C 0.4396(8) 0.8538(8) 0.0931(5) 0.038(2) Uani 1 1 d U . .
C48 C 0.0392(6) 0.4023(6) 0.1508(4) 0.0218(18) Uani 1 1 d U . .
C49 C -0.0196(6) 0.4211(6) 0.1952(4) 0.026(2) Uani 1 1 d U . .
C50 C -0.1231(7) 0.3870(7) 0.1772(4) 0.032(2) Uani 1 1 d U . .
C51 C -0.1735(7) 0.3316(7) 0.1126(5) 0.035(2) Uani 1 1 d U . .
C52 C -0.1145(7) 0.3135(7) 0.0679(5) 0.032(2) Uani 1 1 d U . .
C53 C -0.0142(6) 0.3464(6) 0.0868(4) 0.0234(19) Uani 1 1 d U . .
C54 C 0.3690(6) 0.2028(6) 0.2339(4) 0.0234(18) Uani 1 1 d U . .
C55 C 0.4015(7) 0.1855(6) 0.2943(4) 0.0258(19) Uani 1 1 d U . .
C56 C 0.3916(7) 0.0928(6) 0.3018(5) 0.033(2) Uani 1 1 d U . .
C57 C 0.3484(7) 0.0177(6) 0.2474(5) 0.033(2) Uani 1 1 d U . .
C58 C 0.3143(7) 0.0325(6) 0.1861(4) 0.027(2) Uani 1 1 d U . .
C59 C 0.3236(6) 0.1214(6) 0.1798(4) 0.027(2) Uani 1 1 d U . .
C60 C 0.7412(6) 0.6903(6) 0.3604(4) 0.0258(19) Uani 1 1 d U . .
C61 C 0.7829(7) 0.6632(6) 0.4154(4) 0.028(2) Uani 1 1 d U . .
C62 C 0.8855(7) 0.7106(6) 0.4414(4) 0.028(2) Uani 1 1 d U . .
C63 C 0.9507(7) 0.7875(7) 0.4149(5) 0.036(2) Uani 1 1 d U . .
C64 C 0.9141(7) 0.8169(6) 0.3609(5) 0.031(2) Uani 1 1 d U . .
C65 C 0.8117(6) 0.7690(6) 0.3353(4) 0.0240(19) Uani 1 1 d U . .
C66 C 0.3249(6) 0.7792(6) 0.4023(4) 0.0258(19) Uani 1 1 d U . .
C67 C 0.3745(7) 0.8325(6) 0.4672(4) 0.028(2) Uani 1 1 d U . .
C68 C 0.3626(7) 0.9117(6) 0.4955(5) 0.033(2) Uani 1 1 d U . .
C69 C 0.2992(7) 0.9404(6) 0.4587(5) 0.033(2) Uani 1 1 d U . .
C70 C 0.2491(7) 0.8869(7) 0.3926(4) 0.029(2) Uani 1 1 d U . .
C71 C 0.2622(7) 0.8071(6) 0.3679(4) 0.028(2) Uani 1 1 d U . .
C72 C 0.1164(7) 0.2532(6) 0.3646(4) 0.027(2) Uani 1 1 d U . .
C73 C 0.1396(7) 0.1965(7) 0.4031(4) 0.031(2) Uani 1 1 d U . .
C74 C 0.0633(7) 0.1105(7) 0.4178(5) 0.033(2) Uani 1 1 d U . .
C75 C -0.0371(8) 0.0818(6) 0.3918(5) 0.038(2) Uani 1 1 d U . .
C76 C -0.0611(7) 0.1338(7) 0.3511(5) 0.033(2) Uani 1 1 d U . .
C77 C 0.0164(7) 0.2208(6) 0.3391(4) 0.027(2) Uani 1 1 d U . .
C78 C 0.5106(7) 0.5413(6) 0.5283(4) 0.030(2) Uani 1 1 d U . .
H78A H 0.5859 0.5856 0.5412 0.036 Uiso 1 1 calc R . .
H78B H 0.4844 0.5145 0.5687 0.036 Uiso 1 1 calc R . .
C79 C 0.2455(9) 0.7192(9) 0.6085(5) 0.057(3) Uani 1 1 d U . .
H79A H 0.3147 0.7724 0.6061 0.069 Uiso 1 1 calc R . .
H79B H 0.2343 0.7273 0.6561 0.069 Uiso 1 1 calc R . .
C80 C 0.2412(8) 0.6200(9) 0.5880(5) 0.051(3) Uani 1 1 d U . .
H80A H 0.3032 0.6206 0.6123 0.061 Uiso 1 1 calc R . .
H80B H 0.2409 0.6070 0.5385 0.061 Uiso 1 1 calc R . .
Cl1 Cl 0.4478(2) 0.60846(19) 0.50043(12) 0.0430(6) Uani 1 1 d U . .
Cl2 Cl 0.1497(2) 0.72953(19) 0.55394(13) 0.0449(6) Uani 1 1 d U . .
Cl3 Cl 0.1279(2) 0.5243(2) 0.60807(14) 0.0522(7) Uani 1 1 d U . .
Cu1 Cu 0.38991(8) 0.49865(8) 0.15427(5) 0.0230(3) Uani 1 1 d U . .
Cu2 Cu 0.37694(8) 0.49965(7) 0.31494(5) 0.0253(3) Uani 1 1 d U . .
F1 F 0.7857(4) 0.6167(3) 0.2137(2) 0.0286(11) Uani 1 1 d U . .
F2 F 0.9731(4) 0.6435(4) 0.1950(2) 0.0366(13) Uani 1 1 d U . .
F3 F 1.0018(4) 0.5759(4) 0.0717(2) 0.0360(13) Uani 1 1 d U . .
F4 F 0.8399(4) 0.4760(4) -0.0322(2) 0.0301(11) Uani 1 1 d U . .
F5 F 0.6553(4) 0.4566(4) -0.0169(2) 0.0271(11) Uani 1 1 d U . .
F6 F 0.5819(5) 0.9142(4) 0.2614(3) 0.0648(19) Uani 1 1 d U . .
F7 F 0.6113(7) 1.0939(5) 0.2448(5) 0.105(3) Uani 1 1 d U . .
F8 F 0.5251(7) 1.1150(5) 0.1251(5) 0.098(3) Uani 1 1 d U . .
F9 F 0.4081(5) 0.9517(5) 0.0237(4) 0.071(2) Uani 1 1 d U . .
F10 F 0.3825(5) 0.7742(4) 0.0425(3) 0.0478(15) Uani 1 1 d U . .
F11 F 0.0253(4) 0.4750(4) 0.2575(2) 0.0336(12) Uani 1 1 d U . .
F12 F -0.1780(4) 0.4062(4) 0.2194(3) 0.0426(14) Uani 1 1 d U . .
F13 F -0.2741(4) 0.2983(4) 0.0946(3) 0.0485(15) Uani 1 1 d U . .
F14 F -0.1650(4) 0.2592(4) 0.0051(3) 0.0494(15) Uani 1 1 d U . .
F15 F 0.0381(4) 0.3252(4) 0.0412(2) 0.0339(12) Uani 1 1 d U . .
F16 F 0.4423(4) 0.2568(3) 0.3505(2) 0.0338(12) Uani 1 1 d U . .
F17 F 0.4256(4) 0.0793(4) 0.3616(3) 0.0430(14) Uani 1 1 d U . .
F18 F 0.3378(5) -0.0726(4) 0.2537(3) 0.0443(14) Uani 1 1 d U . .
F19 F 0.2696(4) -0.0454(4) 0.1324(3) 0.0413(13) Uani 1 1 d U . .
F20 F 0.2913(4) 0.1325(4) 0.1181(2) 0.0343(12) Uani 1 1 d U . .
F21 F 0.7213(4) 0.5900(4) 0.4438(2) 0.0304(11) Uani 1 1 d U . .
F22 F 0.9223(4) 0.6824(4) 0.4943(2) 0.0339(12) Uani 1 1 d U . .
F23 F 1.0518(4) 0.8360(4) 0.4431(3) 0.0470(14) Uani 1 1 d U . .
F24 F 0.9795(4) 0.8923(4) 0.3361(3) 0.0490(15) Uani 1 1 d U . .
F25 F 0.7766(4) 0.7975(4) 0.2828(3) 0.0365(12) Uani 1 1 d U . .
F26 F 0.4337(4) 0.8075(4) 0.5062(2) 0.0369(13) Uani 1 1 d U . .
F27 F 0.4084(4) 0.9613(4) 0.5593(3) 0.0435(14) Uani 1 1 d U . .
F28 F 0.2882(4) 1.0172(4) 0.4849(3) 0.0455(14) Uani 1 1 d U . .
F29 F 0.1928(4) 0.9161(4) 0.3559(3) 0.0460(14) Uani 1 1 d U . .
F30 F 0.2095(4) 0.7558(4) 0.3049(3) 0.0377(13) Uani 1 1 d U . .
F31 F 0.2382(4) 0.2269(4) 0.4334(3) 0.0428(14) Uani 1 1 d U . .
F32 F 0.0887(5) 0.0601(4) 0.4593(3) 0.0558(16) Uani 1 1 d U . .
F33 F -0.1119(5) -0.0030(4) 0.4058(3) 0.0545(16) Uani 1 1 d U . .
F34 F -0.1605(4) 0.1000(4) 0.3229(3) 0.0493(15) Uani 1 1 d U . .
F35 F -0.0127(4) 0.2702(4) 0.2987(3) 0.0422(14) Uani 1 1 d U . .
N1 N 0.4248(5) 0.4127(5) 0.0957(4) 0.0278(17) Uani 1 1 d U . .
N2 N 0.5159(5) 0.6118(5) 0.1476(3) 0.0224(15) Uani 1 1 d U . .
N3 N 0.3213(5) 0.5782(5) 0.1728(3) 0.0266(16) Uani 1 1 d U . .
N4 N 0.2853(5) 0.3905(5) 0.1942(4) 0.0263(16) Uani 1 1 d U . .
N5 N 0.4827(5) 0.4753(4) 0.2819(3) 0.0205(15) Uani 1 1 d U . .
N6 N 0.4672(5) 0.6414(5) 0.3376(3) 0.0190(14) Uani 1 1 d U . .
N7 N 0.2689(5) 0.5154(5) 0.3463(3) 0.0216(15) Uani 1 1 d U . .
O1 O 0.2644(5) 0.2888(5) 0.0483(3) 0.0431(17) Uani 1 1 d U . .
O2 O 0.2833(4) 0.3529(4) 0.3387(3) 0.0268(13) Uani 1 1 d U . .
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'
Cu Cu 0.3201 1.2651 '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
_geom_angle_publ_flag
O1 C1 N1 124.0(8) . . ?
O1 C1 C2 125.5(9) . . ?
N1 C1 C2 110.4(8) . . ?
C3 C2 C1 105.1(8) . . ?
C3 C2 H2 127.4 . . ?
C1 C2 H2 127.4 . . ?
C2 C3 C4 109.0(7) . . ?
C2 C3 H3 125.5 . . ?
C4 C3 H3 125.5 . . ?
C5 C4 N1 123.2(7) . . ?
C5 C4 C3 128.4(7) . . ?
N1 C4 C3 107.2(7) . . ?
C4 C5 C6 121.8(7) . . ?
C4 C5 C36 120.4(7) . . ?
C6 C5 C36 117.6(7) . . ?
N2 C6 C5 125.7(7) . . ?
N2 C6 C7 109.6(6) . . ?
C5 C6 C7 124.5(7) . . ?
C8 C7 C6 106.4(7) . . ?
C8 C7 H7 126.8 . . ?
C6 C7 H7 126.8 . . ?
C7 C8 C9 107.4(8) . . ?
C7 C8 H8 126.3 . . ?
C9 C8 H8 126.3 . . ?
N2 C9 C10 123.5(7) . . ?
N2 C9 C8 109.9(7) . . ?
C10 C9 C8 126.2(8) . . ?
C11 C10 C9 125.3(8) . . ?
C11 C10 C42 115.5(7) . . ?
C9 C10 C42 118.8(7) . . ?
N3 C11 C10 124.3(8) . . ?
N3 C11 C12 107.5(8) . . ?
C10 C11 C12 127.9(8) . . ?
C13 C12 C11 108.4(7) . . ?
C13 C12 H12 125.8 . . ?
C11 C12 H12 125.8 . . ?
C12 C13 C14 106.6(7) . . ?
C12 C13 H13 126.7 . . ?
C14 C13 H13 126.7 . . ?
N3 C14 C13 110.3(7) . . ?
N3 C14 C15 123.1(7) . . ?
C13 C14 C15 126.3(8) . . ?
C16 C15 C14 124.9(7) . . ?
C16 C15 C48 115.8(7) . . ?
C14 C15 C48 119.2(6) . . ?
C15 C16 N4 122.9(8) . . ?
C15 C16 C17 128.3(8) . . ?
N4 C16 C17 108.6(7) . . ?
C18 C17 C16 107.2(8) . . ?
C18 C17 H17 126.4 . . ?
C16 C17 H17 126.4 . . ?
C17 C18 C19 107.4(8) . . ?
C17 C18 H18 126.3 . . ?
C19 C18 H18 126.3 . . ?
N4 C19 C18 109.4(7) . . ?
N4 C19 C20 124.3(8) . . ?
C18 C19 C20 126.1(7) . . ?
C21 C20 C19 123.4(7) . . ?
C21 C20 C54 117.0(7) . . ?
C19 C20 C54 118.8(7) . . ?
C20 C21 N5 124.3(7) . . ?
C20 C21 C22 127.2(7) . . ?
N5 C21 C22 108.5(7) . . ?
C23 C22 C21 109.0(7) . . ?
C23 C22 H22 125.5 . . ?
C21 C22 H22 125.5 . . ?
C22 C23 C24 107.4(7) . . ?
C22 C23 H23 126.3 . . ?
C24 C23 H23 126.3 . . ?
C25 C24 N5 124.1(7) . . ?
C25 C24 C23 127.9(8) . . ?
N5 C24 C23 108.0(7) . . ?
C24 C25 C26 124.3(8) . . ?
C24 C25 C60 118.1(7) . . ?
C26 C25 C60 117.5(7) . . ?
N6 C26 C25 125.1(8) . . ?
N6 C26 C27 109.0(7) . . ?
C25 C26 C27 125.8(8) . . ?
C28 C27 C26 106.9(8) . . ?
C28 C27 H27 126.5 . . ?
C26 C27 H27 126.5 . . ?
C27 C28 C29 107.7(7) . . ?
C27 C28 H28 126.2 . . ?
C29 C28 H28 126.2 . . ?
C30 C29 N6 124.1(7) . . ?
C30 C29 C28 127.4(7) . . ?
N6 C29 C28 108.2(7) . . ?
C29 C30 C31 124.7(7) . . ?
C29 C30 C66 118.0(7) . . ?
C31 C30 C66 116.1(7) . . ?
N7 C31 C30 120.6(7) . . ?
N7 C31 C32 108.5(7) . . ?
C30 C31 C32 130.2(7) . . ?
C33 C32 C31 107.4(7) . . ?
C33 C32 H32 126.3 . . ?
C31 C32 H32 126.3 . . ?
C32 C33 C34 107.3(8) . . ?
C32 C33 H33 126.3 . . ?
C34 C33 H33 126.3 . . ?
N7 C34 C35 113.4(7) . . ?
N7 C34 C33 109.2(7) . . ?
C35 C34 C33 136.0(8) . . ?
O2 C35 C34 120.0(7) . . ?
O2 C35 C72 118.4(7) . . ?
C34 C35 C72 121.6(7) . . ?
C37 C36 C41 115.1(7) . . ?
C37 C36 C5 122.8(7) . . ?
C41 C36 C5 122.1(7) . . ?
F1 C37 C38 117.2(7) . . ?
F1 C37 C36 118.5(7) . . ?
C38 C37 C36 124.2(7) . . ?
F2 C38 C37 121.8(7) . . ?
F2 C38 C39 119.8(7) . . ?
C37 C38 C39 118.4(7) . . ?
F3 C39 C40 120.6(7) . . ?
F3 C39 C38 119.5(7) . . ?
C40 C39 C38 119.9(7) . . ?
C39 C40 F4 120.3(7) . . ?
C39 C40 C41 121.4(7) . . ?
F4 C40 C41 118.2(7) . . ?
F5 C41 C40 118.6(7) . . ?
F5 C41 C36 120.4(7) . . ?
C40 C41 C36 120.9(7) . . ?
C43 C42 C47 116.9(9) . . ?
C43 C42 C10 122.9(9) . . ?
C47 C42 C10 120.2(8) . . ?
F6 C43 C42 120.3(9) . . ?
F6 C43 C44 120.7(10) . . ?
C42 C43 C44 118.9(11) . . ?
C45 C44 F7 124.9(12) . . ?
C45 C44 C43 121.2(11) . . ?
F7 C44 C43 113.9(13) . . ?
F8 C45 C44 116.4(13) . . ?
F8 C45 C46 122.9(13) . . ?
C44 C45 C46 120.6(11) . . ?
F9 C46 C45 121.1(11) . . ?
F9 C46 C47 120.5(11) . . ?
C45 C46 C47 118.4(12) . . ?
F10 C47 C46 117.5(9) . . ?
F10 C47 C42 118.5(8) . . ?
C46 C47 C42 124.0(10) . . ?
C53 C48 C49 115.9(8) . . ?
C53 C48 C15 121.0(7) . . ?
C49 C48 C15 123.1(7) . . ?
F11 C49 C50 117.5(7) . . ?
F11 C49 C48 120.1(7) . . ?
C50 C49 C48 122.5(8) . . ?
F12 C50 C49 122.0(8) . . ?
F12 C50 C51 118.2(8) . . ?
C49 C50 C51 119.8(8) . . ?
F13 C51 C50 120.3(8) . . ?
F13 C51 C52 122.0(9) . . ?
C50 C51 C52 117.7(8) . . ?
C53 C52 F14 121.6(8) . . ?
C53 C52 C51 121.4(9) . . ?
F14 C52 C51 117.0(8) . . ?
C52 C53 F15 118.3(8) . . ?
C52 C53 C48 122.7(8) . . ?
F15 C53 C48 119.0(7) . . ?
C55 C54 C59 115.5(7) . . ?
C55 C54 C20 121.1(7) . . ?
C59 C54 C20 123.4(7) . . ?
F16 C55 C54 120.9(7) . . ?
F16 C55 C56 116.6(7) . . ?
C54 C55 C56 122.4(8) . . ?
F17 C56 C57 120.3(7) . . ?
F17 C56 C55 120.6(8) . . ?
C57 C56 C55 119.1(8) . . ?
C56 C57 F18 120.0(8) . . ?
C56 C57 C58 119.8(8) . . ?
F18 C57 C58 120.2(8) . . ?
C59 C58 F19 121.2(8) . . ?
C59 C58 C57 120.4(8) . . ?
F19 C58 C57 118.4(7) . . ?
C58 C59 F20 117.9(8) . . ?
C58 C59 C54 122.7(8) . . ?
F20 C59 C54 119.4(7) . . ?
C65 C60 C61 115.6(7) . . ?
C65 C60 C25 125.2(7) . . ?
C61 C60 C25 119.2(8) . . ?
F21 C61 C62 117.8(8) . . ?
F21 C61 C60 120.1(7) . . ?
C62 C61 C60 122.1(8) . . ?
F22 C62 C63 120.2(8) . . ?
F22 C62 C61 120.2(8) . . ?
C63 C62 C61 119.6(8) . . ?
F23 C63 C62 118.7(8) . . ?
F23 C63 C64 120.6(8) . . ?
C62 C63 C64 120.7(8) . . ?
F24 C64 C65 121.5(8) . . ?
F24 C64 C63 119.4(8) . . ?
C65 C64 C63 119.1(8) . . ?
F25 C65 C64 118.9(7) . . ?
F25 C65 C60 118.2(7) . . ?
C64 C65 C60 122.9(8) . . ?
C71 C66 C67 117.0(7) . . ?
C71 C66 C30 122.3(7) . . ?
C67 C66 C30 120.7(7) . . ?
F26 C67 C68 116.9(7) . . ?
F26 C67 C66 121.3(7) . . ?
C68 C67 C66 121.8(8) . . ?
F27 C68 C67 121.5(8) . . ?
F27 C68 C69 118.2(7) . . ?
C67 C68 C69 120.3(8) . . ?
F28 C69 C68 120.9(8) . . ?
F28 C69 C70 120.8(8) . . ?
C68 C69 C70 118.3(7) . . ?
F29 C70 C71 122.4(8) . . ?
F29 C70 C69 118.9(7) . . ?
C71 C70 C69 118.7(7) . . ?
F30 C71 C66 119.6(7) . . ?
F30 C71 C70 116.5(7) . . ?
C66 C71 C70 123.9(8) . . ?
C77 C72 C73 117.6(8) . . ?
C77 C72 C35 121.4(8) . . ?
C73 C72 C35 121.0(8) . . ?
F31 C73 C72 120.9(8) . . ?
F31 C73 C74 117.0(8) . . ?
C72 C73 C74 121.9(8) . . ?
F32 C74 C75 121.6(8) . . ?
F32 C74 C73 120.1(8) . . ?
C75 C74 C73 118.3(8) . . ?
C76 C75 C74 120.7(8) . . ?
C76 C75 F33 120.9(9) . . ?
C74 C75 F33 118.3(8) . . ?
C75 C76 F34 119.1(8) . . ?
C75 C76 C77 119.6(8) . . ?
F34 C76 C77 121.3(8) . . ?
C72 C77 F35 121.4(8) . . ?
C72 C77 C76 121.8(8) . . ?
F35 C77 C76 116.8(7) . . ?
C78 C78 Cl1 108.7(7) 2_666 . ?
C78 C78 H78A 109.9 2_666 . ?
Cl1 C78 H78A 109.9 . . ?
C78 C78 H78B 109.9 2_666 . ?
Cl1 C78 H78B 109.9 . . ?
H78A C78 H78B 108.3 . . ?
C80 C79 Cl2 110.8(7) . . ?
C80 C79 H79A 109.5 . . ?
Cl2 C79 H79A 109.5 . . ?
C80 C79 H79B 109.5 . . ?
Cl2 C79 H79B 109.5 . . ?
H79A C79 H79B 108.1 . . ?
C79 C80 Cl3 110.4(8) . . ?
C79 C80 H80A 109.6 . . ?
Cl3 C80 H80A 109.6 . . ?
C79 C80 H80B 109.6 . . ?
Cl3 C80 H80B 109.6 . . ?
H80A C80 H80B 108.1 . . ?
N2 Cu1 N1 90.6(3) . . ?
N2 Cu1 N3 92.4(3) . . ?
N1 Cu1 N3 154.1(3) . . ?
N2 Cu1 N4 160.0(3) . . ?
N1 Cu1 N4 95.7(3) . . ?
N3 Cu1 N4 90.2(3) . . ?
N7 Cu2 N5 176.7(3) . . ?
N7 Cu2 N6 90.9(3) . . ?
N5 Cu2 N6 92.4(3) . . ?
N7 Cu2 O2 79.0(2) . . ?
N5 Cu2 O2 97.8(2) . . ?
N6 Cu2 O2 154.4(2) . . ?
C1 N1 C4 107.8(7) . . ?
C1 N1 Cu1 127.2(6) . . ?
C4 N1 Cu1 123.9(6) . . ?
C6 N2 C9 106.6(7) . . ?
C6 N2 Cu1 125.4(5) . . ?
C9 N2 Cu1 127.5(5) . . ?
C14 N3 C11 107.2(7) . . ?
C14 N3 Cu1 125.0(6) . . ?
C11 N3 Cu1 126.7(6) . . ?
C19 N4 C16 107.3(7) . . ?
C19 N4 Cu1 126.5(5) . . ?
C16 N4 Cu1 117.5(5) . . ?
C24 N5 C21 107.0(6) . . ?
C24 N5 Cu2 123.4(5) . . ?
C21 N5 Cu2 125.0(5) . . ?
C26 N6 C29 107.9(7) . . ?
C26 N6 Cu2 124.8(5) . . ?
C29 N6 Cu2 126.5(5) . . ?
C34 N7 C31 107.5(6) . . ?
C34 N7 Cu2 119.2(5) . . ?
C31 N7 Cu2 132.2(6) . . ?
C35 O2 Cu2 107.7(5) . . ?
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 O1 1.282(11) . ?
C1 N1 1.292(12) . ?
C1 C2 1.518(11) . ?
C2 C3 1.300(12) . ?
C2 H2 0.9500 . ?
C3 C4 1.465(11) . ?
C3 H3 0.9500 . ?
C4 C5 1.373(12) . ?
C4 N1 1.402(10) . ?
C5 C6 1.438(10) . ?
C5 C36 1.450(11) . ?
C6 N2 1.367(10) . ?
C6 C7 1.439(11) . ?
C7 C8 1.366(11) . ?
C7 H7 0.9500 . ?
C8 C9 1.418(12) . ?
C8 H8 0.9500 . ?
C9 N2 1.373(10) . ?
C9 C10 1.409(11) . ?
C10 C11 1.377(12) . ?
C10 C42 1.499(11) . ?
C11 N3 1.375(11) . ?
C11 C12 1.421(11) . ?
C12 C13 1.338(12) . ?
C12 H12 0.9500 . ?
C13 C14 1.406(11) . ?
C13 H13 0.9500 . ?
C14 N3 1.344(11) . ?
C14 C15 1.425(12) . ?
C15 C16 1.389(10) . ?
C15 C48 1.483(11) . ?
C16 N4 1.392(10) . ?
C16 C17 1.413(12) . ?
C17 C18 1.377(11) . ?
C17 H17 0.9500 . ?
C18 C19 1.412(12) . ?
C18 H18 0.9500 . ?
C19 N4 1.361(10) . ?
C19 C20 1.426(11) . ?
C20 C21 1.385(11) . ?
C20 C54 1.477(11) . ?
C21 N5 1.388(9) . ?
C21 C22 1.437(11) . ?
C22 C23 1.320(11) . ?
C22 H22 0.9500 . ?
C23 C24 1.470(11) . ?
C23 H23 0.9500 . ?
C24 C25 1.354(11) . ?
C24 N5 1.383(10) . ?
C25 C26 1.425(11) . ?
C25 C60 1.494(12) . ?
C26 N6 1.318(11) . ?
C26 C27 1.463(12) . ?
C27 C28 1.339(12) . ?
C27 H27 0.9500 . ?
C28 C29 1.417(12) . ?
C28 H28 0.9500 . ?
C29 C30 1.388(11) . ?
C29 N6 1.400(9) . ?
C30 C31 1.410(11) . ?
C30 C66 1.521(11) . ?
C31 N7 1.374(9) . ?
C31 C32 1.431(12) . ?
C32 C33 1.362(11) . ?
C32 H32 0.9500 . ?
C33 C34 1.421(11) . ?
C33 H33 0.9500 . ?
C34 N7 1.370(10) . ?
C34 C35 1.412(11) . ?
C35 O2 1.288(10) . ?
C35 C72 1.495(11) . ?
C36 C37 1.391(12) . ?
C36 C41 1.420(11) . ?
C37 F1 1.353(9) . ?
C37 C38 1.362(11) . ?
C38 F2 1.322(9) . ?
C38 C39 1.405(11) . ?
C39 F3 1.332(9) . ?
C39 C40 1.341(12) . ?
C40 F4 1.356(9) . ?
C40 C41 1.383(11) . ?
C41 F5 1.320(9) . ?
C42 C43 1.368(14) . ?
C42 C47 1.385(13) . ?
C43 F6 1.328(12) . ?
C43 C44 1.439(16) . ?
C44 C45 1.349(18) . ?
C44 F7 1.388(15) . ?
C45 F8 1.332(13) . ?
C45 C46 1.346(17) . ?
C46 F9 1.319(14) . ?
C46 C47 1.383(14) . ?
C47 F10 1.355(12) . ?
C48 C53 1.389(11) . ?
C48 C49 1.397(11) . ?
C49 F11 1.332(10) . ?
C49 C50 1.362(12) . ?
C50 F12 1.326(9) . ?
C50 C51 1.388(13) . ?
C51 F13 1.325(10) . ?
C51 C52 1.400(13) . ?
C52 C53 1.324(12) . ?
C52 F14 1.356(10) . ?
C53 F15 1.356(9) . ?
C54 C55 1.365(11) . ?
C54 C59 1.401(12) . ?
C55 F16 1.344(9) . ?
C55 C56 1.403(11) . ?
C56 F17 1.335(10) . ?
C56 C57 1.350(13) . ?
C57 F18 1.357(9) . ?
C57 C58 1.371(12) . ?
C58 C59 1.342(11) . ?
C58 F19 1.366(9) . ?
C59 F20 1.346(9) . ?
C60 C65 1.388(12) . ?
C60 C61 1.413(11) . ?
C61 F21 1.329(9) . ?
C61 C62 1.359(12) . ?
C62 F22 1.357(9) . ?
C62 C63 1.359(13) . ?
C63 F23 1.351(10) . ?
C63 C64 1.383(13) . ?
C64 F24 1.325(10) . ?
C64 C65 1.354(12) . ?
C65 F25 1.341(9) . ?
C66 C71 1.356(12) . ?
C66 C67 1.383(12) . ?
C67 F26 1.335(9) . ?
C67 C68 1.378(11) . ?
C68 F27 1.342(10) . ?
C68 C69 1.395(12) . ?
C69 F28 1.324(9) . ?
C69 C70 1.405(13) . ?
C70 F29 1.322(9) . ?
C70 C71 1.376(11) . ?
C71 F30 1.354(9) . ?
C72 C77 1.346(12) . ?
C72 C73 1.371(12) . ?
C73 F31 1.359(10) . ?
C73 C74 1.388(13) . ?
C74 F32 1.348(10) . ?
C74 C75 1.364(14) . ?
C75 C76 1.347(13) . ?
C75 F33 1.363(10) . ?
C76 F34 1.347(10) . ?
C76 C77 1.383(12) . ?
C77 F35 1.348(9) . ?
C78 C78 1.492(16) 2_666 ?
C78 Cl1 1.784(8) . ?
C78 H78A 0.9900 . ?
C78 H78B 0.9900 . ?
C79 C80 1.510(15) . ?
C79 Cl2 1.784(10) . ?
C79 H79A 0.9900 . ?
C79 H79B 0.9900 . ?
C80 Cl3 1.785(12) . ?
C80 H80A 0.9900 . ?
C80 H80B 0.9900 . ?
Cu1 N2 1.922(7) . ?
Cu1 N1 1.944(7) . ?
Cu1 N3 1.944(7) . ?
Cu1 N4 2.016(7) . ?
Cu2 N7 1.876(7) . ?
Cu2 N5 1.925(6) . ?
Cu2 N6 1.941(6) . ?
Cu2 O2 2.201(6) . ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.000 533 208 ' '
2 0.021 0.653 0.339 8 1 ' '
3 0.979 0.347 0.661 8 1 ' '
