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#$Date: 2023-08-05 12:33:29 +0300 (Sat, 05 Aug 2023) $
#$Revision: 285526 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/94/7159468.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_7159468
loop_
_publ_author_name
'Dasi, Rajesh'
'Villinger, Alexander'
'Brasholz, Malte'
_publ_section_title
;
 Visible light-induced iridium(III)-sensitized [2 + 2] and [3 + 2]
 photocycloadditions of 2-cyanochromone with alkenes.
;
_journal_issue                   30
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              6103
_journal_page_last               6106
_journal_paper_doi               10.1039/d3ob00862b
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C18 H13 N O2'
_chemical_formula_sum            'C18 H13 N O2'
_chemical_formula_weight         275.29
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2023-03-21 deposited with the CCDC.	2023-07-11 downloaded from the CCDC.
;
_cell_angle_alpha                90.580(3)
_cell_angle_beta                 92.359(3)
_cell_angle_gamma                109.744(3)
_cell_formula_units_Z            10
_cell_length_a                   9.9310(8)
_cell_length_b                   11.5257(9)
_cell_length_c                   31.731(3)
_cell_measurement_reflns_used    9828
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      33.99
_cell_measurement_theta_min      2.25
_cell_volume                     3414.5(5)
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_collection       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 2012)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Apex Kappa-II-CCD-diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            101688
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         1.878
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_correction_T_min  0.6571
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS-2016/2; Sheldrick, 2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_description       block
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.427
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     955
_refine_ls_number_reflns         13405
_refine_ls_number_restraints     52
_refine_ls_restrained_S_all      1.124
_refine_ls_R_factor_all          0.0907
_refine_ls_R_factor_gt           0.0696
_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)+(0.0440P)²+5.1497P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1597
_refine_ls_wR_factor_ref         0.1724
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9982
_reflns_number_total             13405
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob00862b2.cif
_cod_data_source_block           is_rd234f2
_cod_depositor_comments
'Adding full bibliography for 7159468--7159472.cif.'
_cod_original_cell_volume        3414.4(5)
_cod_database_code               7159468
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_min   0.949
_shelx_estimated_absorpt_t_max   0.990
loop_
_space_group_symop_operation_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_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
N1 N 1.5035(2) 0.9282(2) 0.04678(7) 0.0288(5) Uani 1 1 d . . . . .
O1 O 1.77372(18) 0.83148(16) 0.03377(5) 0.0214(4) Uani 1 1 d . . . . .
O2 O 1.8507(2) 0.8915(2) -0.09294(6) 0.0370(5) Uani 1 1 d . . . . .
C1 C 1.6571(3) 0.8245(2) 0.00527(8) 0.0194(5) Uani 1 1 d . . . . .
C2 C 1.5666(3) 0.6958(2) -0.01432(7) 0.0200(5) Uani 1 1 d . . . . .
H2 H 1.6299 0.6450 -0.0174 0.024 Uiso 1 1 calc R U . . .
C3 C 1.5586(3) 0.7608(2) -0.05642(8) 0.0256(6) Uani 1 1 d . . . . .
H3A H 1.5792 0.7184 -0.0814 0.031 Uiso 1 1 calc R U . . .
H3B H 1.4685 0.7786 -0.0613 0.031 Uiso 1 1 calc R U . . .
C4 C 1.6863(3) 0.8737(2) -0.04019(8) 0.0212(5) Uani 1 1 d . . . . .
H4 H 1.6703 0.9539 -0.0444 0.025 Uiso 1 1 calc R U . . .
C5 C 1.8265(3) 0.8722(2) -0.05593(8) 0.0229(5) Uani 1 1 d . . . . .
C6 C 1.9279(3) 0.8480(2) -0.02551(8) 0.0217(5) Uani 1 1 d . . . . .
C7 C 2.0594(3) 0.8437(2) -0.03870(9) 0.0279(6) Uani 1 1 d . . . . .
H7 H 2.0813 0.8556 -0.0675 0.033 Uiso 1 1 calc R U . . .
C8 C 2.1562(3) 0.8227(3) -0.01066(10) 0.0330(7) Uani 1 1 d . . . . .
H8 H 2.2443 0.8192 -0.0201 0.040 Uiso 1 1 calc R U . . .
C9 C 2.1254(3) 0.8063(3) 0.03184(10) 0.0333(7) Uani 1 1 d . . . . .
H9 H 2.1934 0.7926 0.0513 0.040 Uiso 1 1 calc R U . . .
C10 C 1.9970(3) 0.8098(2) 0.04587(9) 0.0268(6) Uani 1 1 d . . . . .
H10 H 1.9766 0.7991 0.0748 0.032 Uiso 1 1 calc R U . . .
C11 C 1.8981(3) 0.8291(2) 0.01700(8) 0.0201(5) Uani 1 1 d . . . . .
C12 C 1.5703(3) 0.8834(2) 0.02856(8) 0.0213(5) Uani 1 1 d . . . . .
C13 C 1.4307(3) 0.6193(2) 0.00480(8) 0.0201(5) Uani 1 1 d . . . . .
C14 C 1.4260(3) 0.5962(2) 0.04778(8) 0.0238(5) Uani 1 1 d . . . . .
H14 H 1.5103 0.6293 0.0654 0.029 Uiso 1 1 calc R U . . .
C15 C 1.2988(3) 0.5252(2) 0.06506(9) 0.0278(6) Uani 1 1 d . . . . .
H15 H 1.2965 0.5106 0.0945 0.033 Uiso 1 1 calc R U . . .
C16 C 1.1751(3) 0.4758(2) 0.03956(9) 0.0280(6) Uani 1 1 d . . . . .
H16 H 1.0880 0.4280 0.0515 0.034 Uiso 1 1 calc R U . . .
C17 C 1.1792(3) 0.4964(2) -0.00320(9) 0.0286(6) Uani 1 1 d . . . . .
H17 H 1.0951 0.4617 -0.0209 0.034 Uiso 1 1 calc R U . . .
C18 C 1.3062(3) 0.5679(2) -0.02052(8) 0.0249(6) Uani 1 1 d . . . . .
H18 H 1.3080 0.5819 -0.0500 0.030 Uiso 1 1 calc R U . . .
N2 N 1.5640(2) 0.5147(2) 0.15196(7) 0.0293(5) Uani 1 1 d . . . . .
O3 O 1.29476(17) 0.61466(16) 0.16342(5) 0.0196(4) Uani 1 1 d . . . . .
O4 O 1.2048(2) 0.54686(19) 0.28896(6) 0.0312(5) Uani 1 1 d . . . . .
C19 C 1.4095(2) 0.6197(2) 0.19268(7) 0.0158(5) Uani 1 1 d . . . . .
C20 C 1.4995(2) 0.7478(2) 0.21271(7) 0.0150(5) Uani 1 1 d . . . . .
H20 H 1.4358 0.7984 0.2154 0.018 Uiso 1 1 calc R U . . .
C21 C 1.5041(3) 0.6826(2) 0.25482(8) 0.0199(5) Uani 1 1 d . . . . .
H21A H 1.4820 0.7250 0.2795 0.024 Uiso 1 1 calc R U . . .
H21B H 1.5936 0.6643 0.2603 0.024 Uiso 1 1 calc R U . . .
C22 C 1.3762(2) 0.5698(2) 0.23773(7) 0.0169(5) Uani 1 1 d . . . . .
H22 H 1.3917 0.4893 0.2420 0.020 Uiso 1 1 calc R U . . .
C23 C 1.2342(3) 0.5704(2) 0.25243(8) 0.0187(5) Uani 1 1 d . . . . .
C24 C 1.1374(2) 0.6009(2) 0.22165(8) 0.0181(5) Uani 1 1 d . . . . .
C25 C 1.0070(3) 0.6087(2) 0.23432(8) 0.0222(5) Uani 1 1 d . . . . .
H25 H 0.9814 0.5930 0.2628 0.027 Uiso 1 1 calc R U . . .
C26 C 0.9156(3) 0.6386(2) 0.20618(9) 0.0260(6) Uani 1 1 d . . . . .
H26 H 0.8283 0.6450 0.2152 0.031 Uiso 1 1 calc R U . . .
C27 C 0.9521(3) 0.6596(2) 0.16422(9) 0.0269(6) Uani 1 1 d . . . . .
H27 H 0.8889 0.6799 0.1447 0.032 Uiso 1 1 calc R U . . .
C28 C 1.0792(3) 0.6511(2) 0.15080(8) 0.0222(5) Uani 1 1 d . . . . .
H28 H 1.1028 0.6643 0.1221 0.027 Uiso 1 1 calc R U . . .
C29 C 1.1724(2) 0.6228(2) 0.17975(8) 0.0170(5) Uani 1 1 d . . . . .
C30 C 1.4962(3) 0.5604(2) 0.16976(8) 0.0191(5) Uani 1 1 d . . . . .
C31 C 1.6356(2) 0.8254(2) 0.19372(7) 0.0157(5) Uani 1 1 d . . . . .
C32 C 1.6389(3) 0.8506(2) 0.15096(8) 0.0201(5) Uani 1 1 d . . . . .
H32 H 1.5541 0.8181 0.1334 0.024 Uiso 1 1 calc R U . . .
C33 C 1.7651(3) 0.9228(2) 0.13362(8) 0.0250(6) Uani 1 1 d . . . . .
H33 H 1.7665 0.9383 0.1043 0.030 Uiso 1 1 calc R U . . .
C34 C 1.8892(3) 0.9726(2) 0.15895(8) 0.0242(6) Uani 1 1 d . . . . .
H34 H 1.9756 1.0221 0.1471 0.029 Uiso 1 1 calc R U . . .
C35 C 1.8859(3) 0.9493(2) 0.20173(9) 0.0234(5) Uani 1 1 d . . . . .
H35 H 1.9700 0.9843 0.2194 0.028 Uiso 1 1 calc R U . . .
C36 C 1.7604(3) 0.8753(2) 0.21896(8) 0.0186(5) Uani 1 1 d . . . . .
H36 H 1.7597 0.8586 0.2482 0.022 Uiso 1 1 calc R U . . .
N3 N 0.4691(3) 0.7090(2) 0.44725(7) 0.0300(5) Uani 1 1 d . . . . .
O7 O 0.73888(18) 0.61024(16) 0.43553(5) 0.0221(4) Uani 1 1 d . . . . .
O8 O 0.8251(2) 0.6755(2) 0.30967(6) 0.0331(5) Uani 1 1 d . . . . .
C37 C 0.6229(3) 0.6038(2) 0.40652(7) 0.0192(5) Uani 1 1 d . . . . .
C38 C 0.5335(3) 0.4754(2) 0.38688(7) 0.0192(5) Uani 1 1 d . . . . .
H38 H 0.5974 0.4250 0.3843 0.023 Uiso 1 1 calc R U . . .
C39 C 0.5271(3) 0.5391(2) 0.34449(8) 0.0219(5) Uani 1 1 d . . . . .
H39A H 0.4369 0.5564 0.3390 0.026 Uiso 1 1 calc R U . . .
H39B H 0.5496 0.4965 0.3199 0.026 Uiso 1 1 calc R U . . .
C40 C 0.6540(3) 0.6528(2) 0.36128(8) 0.0215(5) Uani 1 1 d . . . . .
H40 H 0.6374 0.7328 0.3568 0.026 Uiso 1 1 calc R U . . .
C41 C 0.7963(3) 0.6526(2) 0.34617(8) 0.0223(5) Uani 1 1 d . . . . .
C42 C 0.8947(3) 0.6238(2) 0.37701(8) 0.0221(5) Uani 1 1 d . . . . .
C43 C 1.0256(3) 0.6172(2) 0.36428(9) 0.0264(6) Uani 1 1 d . . . . .
H43 H 1.0506 0.6323 0.3358 0.032 Uiso 1 1 calc R U . . .
C44 C 1.1182(3) 0.5891(3) 0.39260(9) 0.0303(6) Uani 1 1 d . . . . .
H44 H 1.2055 0.5829 0.3835 0.036 Uiso 1 1 calc R U . . .
C45 C 1.0835(3) 0.5698(3) 0.43440(9) 0.0311(6) Uani 1 1 d . . . . .
H45 H 1.1480 0.5513 0.4539 0.037 Uiso 1 1 calc R U . . .
C46 C 0.9561(3) 0.5772(2) 0.44809(9) 0.0266(6) Uani 1 1 d . . . . .
H46 H 0.9334 0.5648 0.4769 0.032 Uiso 1 1 calc R U . . .
C47 C 0.8616(3) 0.6031(2) 0.41907(8) 0.0215(5) Uani 1 1 d . . . . .
C48 C 0.5363(3) 0.6637(2) 0.42942(8) 0.0218(5) Uani 1 1 d . . . . .
C49 C 0.3974(3) 0.3982(2) 0.40613(8) 0.0199(5) Uani 1 1 d . . . . .
C50 C 0.3954(3) 0.3721(2) 0.44911(8) 0.0255(6) Uani 1 1 d . . . . .
H50 H 0.4807 0.4041 0.4665 0.031 Uiso 1 1 calc R U . . .
C51 C 0.2700(3) 0.2999(2) 0.46645(8) 0.0277(6) Uani 1 1 d . . . . .
H51 H 0.2692 0.2832 0.4957 0.033 Uiso 1 1 calc R U . . .
C52 C 0.1452(3) 0.2519(2) 0.44131(9) 0.0279(6) Uani 1 1 d . . . . .
H52 H 0.0589 0.2031 0.4534 0.033 Uiso 1 1 calc R U . . .
C53 C 0.1466(3) 0.2750(2) 0.39877(9) 0.0258(6) Uani 1 1 d . . . . .
H53 H 0.0616 0.2409 0.3814 0.031 Uiso 1 1 calc R U . . .
C54 C 0.2721(3) 0.3483(2) 0.38118(8) 0.0234(5) Uani 1 1 d . . . . .
H54 H 0.2722 0.3644 0.3519 0.028 Uiso 1 1 calc R U . . .
N4 N 1.5828(3) 0.3892(2) 0.24466(8) 0.0313(5) Uani 1 1 d . . . . .
O5 O 1.84548(18) 0.28073(16) 0.24508(5) 0.0217(4) Uani 1 1 d . . . . .
C55 C 1.7460(3) 0.2800(2) 0.21124(8) 0.0192(5) Uani 1 1 d . . . . .
C56 C 1.6594(3) 0.1546(2) 0.18860(8) 0.0209(5) Uani 1 1 d . . . . .
H56 H 1.7212 0.1018 0.1880 0.025 Uiso 1 1 calc R U . . .
C57 C 1.6750(3) 0.2260(3) 0.14711(8) 0.0291(6) Uani 1 1 d . . . . .
H57A H 1.7018 0.1841 0.1231 0.035 Uiso 1 1 calc R U . . .
H57B H 1.5911 0.2506 0.1392 0.035 Uiso 1 1 calc R U . . .
C58 C 1.8019(3) 0.3314(2) 0.16804(8) 0.0263(6) Uani 1 1 d . . . . .
H58 H 1.7975 0.4155 0.1628 0.032 Uiso 1 1 calc R U . . .
C59 C 1.9455(3) 0.3194(2) 0.15940(9) 0.0320(7) Uani 1 1 d . . . . .
O6 O 1.9902(3) 0.3394(2) 0.12413(7) 0.0496(6) Uani 1 1 d . . . . .
C60 C 2.0241(3) 0.2854(2) 0.19442(9) 0.0284(6) Uani 1 1 d . . . . .
C61 C 2.1563(3) 0.2689(3) 0.18776(11) 0.0401(8) Uani 1 1 d . . . . .
H61 H 2.1935 0.2789 0.1604 0.048 Uiso 1 1 calc R U . . .
C62 C 2.2315(3) 0.2383(3) 0.22063(13) 0.0462(9) Uani 1 1 d . . . . .
H62 H 2.3196 0.2261 0.2158 0.055 Uiso 1 1 calc R U . . .
C63 C 2.1798(3) 0.2252(3) 0.26048(12) 0.0449(9) Uani 1 1 d . . . . .
H63 H 2.2338 0.2062 0.2831 0.054 Uiso 1 1 calc R U . . .
C64 C 2.0504(3) 0.2393(2) 0.26792(10) 0.0317(6) Uani 1 1 d . . . . .
H64 H 2.0147 0.2297 0.2955 0.038 Uiso 1 1 calc R U . . .
C65 C 1.9729(3) 0.2680(2) 0.23457(9) 0.0237(6) Uani 1 1 d . . . . .
C66 C 1.6541(3) 0.3422(2) 0.22966(8) 0.0222(5) Uani 1 1 d . . . . .
C67 C 1.5147(3) 0.0783(2) 0.20227(8) 0.0200(5) Uani 1 1 d . . . . .
C68 C 1.4923(3) 0.0465(2) 0.24423(9) 0.0252(6) Uani 1 1 d . . . . .
H68 H 1.5697 0.0751 0.2647 0.030 Uiso 1 1 calc R U . . .
C69 C 1.3586(3) -0.0263(2) 0.25651(10) 0.0292(6) Uani 1 1 d . . . . .
H69 H 1.3444 -0.0471 0.2853 0.035 Uiso 1 1 calc R U . . .
C70 C 1.2453(3) -0.0690(2) 0.22681(11) 0.0352(7) Uani 1 1 d . . . . .
H70 H 1.1535 -0.1189 0.2353 0.042 Uiso 1 1 calc R U . . .
C71 C 1.2657(3) -0.0392(3) 0.18513(11) 0.0348(7) Uani 1 1 d . . . . .
H71 H 1.1882 -0.0688 0.1648 0.042 Uiso 1 1 calc R U . . .
C72 C 1.3999(3) 0.0344(3) 0.17276(9) 0.0286(6) Uani 1 1 d . . . . .
H72 H 1.4134 0.0548 0.1440 0.034 Uiso 1 1 calc R U . . .
N5 N -0.4562(3) 0.1590(2) 0.64546(8) 0.0327(6) Uani 1 1 d . . . . .
O9 O -0.19041(19) 0.05530(17) 0.64115(6) 0.0256(4) Uani 1 1 d . . . . .
C73 C -0.2948(3) 0.0536(2) 0.60885(8) 0.0223(5) Uani 1 1 d . . . . .
C74 C -0.3821(3) -0.0717(2) 0.58642(8) 0.0229(5) Uani 1 1 d . . . . .
H74 H -0.3195 -0.1236 0.5847 0.027 Uiso 1 1 calc R U . . .
C75 C -0.3744(4) -0.0007(3) 0.54504(9) 0.0352(7) Uani 1 1 d . . . . .
H75A H -0.3496 -0.0417 0.5204 0.042 Uiso 1 1 calc R U . . .
H75B H -0.4603 0.0221 0.5384 0.042 Uiso 1 1 calc R U . . .
C76 C -0.2469(3) 0.1057(3) 0.56505(8) 0.0310(6) Uani 1 1 d . . . . .
H76 H -0.2551 0.1889 0.5605 0.037 Uiso 1 1 calc R U . A 1
C77A C -0.1113(9) 0.0969(6) 0.5521(2) 0.0296(12) Uani 0.76(2) 1 d D U P B 1
O10A O -0.0772(12) 0.1162(5) 0.5156(2) 0.0534(18) Uani 0.76(2) 1 d D . P B 1
C78A C -0.0213(5) 0.0660(5) 0.5851(3) 0.0294(13) Uani 0.76(2) 1 d DG . P B 1
C79A C 0.1094(5) 0.0570(5) 0.5747(4) 0.0421(18) Uani 0.76(2) 1 d DG . P B 1
H79A H 0.1384 0.0683 0.5465 0.051 Uiso 0.76(2) 1 calc R U P B 1
C80A C 0.1977(3) 0.0312(6) 0.6057(4) 0.047(2) Uani 0.76(2) 1 d DG . P B 1
H80A H 0.2871 0.0250 0.5986 0.057 Uiso 0.76(2) 1 calc R U P B 1
C81A C 0.1553(5) 0.0146(5) 0.6470(4) 0.044(2) Uani 0.76(2) 1 d DG . P B 1
H81A H 0.2156 -0.0030 0.6682 0.053 Uiso 0.76(2) 1 calc R U P B 1
C82A C 0.0245(5) 0.0237(5) 0.6574(3) 0.0355(13) Uani 0.76(2) 1 d DG . P B 1
H82A H -0.0045 0.0123 0.6857 0.043 Uiso 0.76(2) 1 calc R U P B 1
C83A C -0.0638(4) 0.0494(6) 0.6265(3) 0.0280(13) Uani 0.76(2) 1 d DG . P B 1
C77B C -0.082(2) 0.098(2) 0.5596(5) 0.023(3) Uiso 0.24(2) 1 d D U P B 2
O10B O -0.0392(17) 0.1153(18) 0.5238(4) 0.033(3) Uiso 0.24(2) 1 d D U P B 2
C78B C -0.0080(15) 0.0574(19) 0.5945(4) 0.023(2) Uiso 0.24(2) 1 d DG U P B 2
C79B C 0.1224(14) 0.0416(14) 0.5880(3) 0.016(3) Uiso 0.24(2) 1 d DG U P B 2
H79B H 0.1592 0.0505 0.5606 0.019 Uiso 0.24(2) 1 calc R U P B 2
C80B C 0.1988(12) 0.0129(12) 0.6216(4) 0.020(3) Uiso 0.24(2) 1 d DG U P B 2
H80B H 0.2879 0.0021 0.6172 0.024 Uiso 0.24(2) 1 calc R U P B 2
C81B C 0.1448(13) -0.0001(13) 0.6617(4) 0.020(3) Uiso 0.24(2) 1 d DG U P B 2
H81B H 0.1971 -0.0197 0.6846 0.023 Uiso 0.24(2) 1 calc R U P B 2
C82B C 0.0145(15) 0.0157(18) 0.6681(3) 0.014(3) Uiso 0.24(2) 1 d DG U P B 2
H82B H -0.0224 0.0068 0.6955 0.016 Uiso 0.24(2) 1 calc R U P B 2
C83B C -0.0620(15) 0.044(2) 0.6346(4) 0.016(3) Uiso 0.24(2) 1 d DG U P B 2
C84 C -0.3860(3) 0.1140(2) 0.62887(8) 0.0235(6) Uani 1 1 d . . . . .
C85 C -0.5249(3) -0.1494(2) 0.60158(8) 0.0247(6) Uani 1 1 d . . . . .
C86 C -0.5433(3) -0.1767(2) 0.64374(9) 0.0272(6) Uani 1 1 d . . . . .
H86 H -0.4648 -0.1457 0.6637 0.033 Uiso 1 1 calc R U . . .
C87 C -0.6771(3) -0.2500(3) 0.65715(10) 0.0361(7) Uani 1 1 d . . . . .
H87 H -0.6895 -0.2684 0.6861 0.043 Uiso 1 1 calc R U . . .
C88 C -0.7907(3) -0.2953(3) 0.62829(12) 0.0416(8) Uani 1 1 d . . . . .
H88 H -0.8818 -0.3448 0.6374 0.050 Uiso 1 1 calc R U . . .
C89 C -0.7728(3) -0.2693(3) 0.58643(12) 0.0435(8) Uani 1 1 d . . . . .
H89 H -0.8514 -0.3014 0.5666 0.052 Uiso 1 1 calc R U . . .
C90 C -0.6410(3) -0.1967(3) 0.57289(10) 0.0344(7) Uani 1 1 d . . . . .
H90 H -0.6297 -0.1790 0.5438 0.041 Uiso 1 1 calc R 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'
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
C11 O1 C1 117.65(19) . . ?
O1 C1 C12 104.54(19) . . ?
O1 C1 C4 119.8(2) . . ?
C12 C1 C4 112.7(2) . . ?
O1 C1 C2 118.1(2) . . ?
C12 C1 C2 112.9(2) . . ?
C4 C1 C2 88.84(18) . . ?
C13 C2 C3 119.3(2) . . ?
C13 C2 C1 120.7(2) . . ?
C3 C2 C1 87.90(19) . . ?
C13 C2 H2 109.1 . . ?
C3 C2 H2 109.1 . . ?
C1 C2 H2 109.1 . . ?
C4 C3 C2 89.63(19) . . ?
C4 C3 H3A 113.7 . . ?
C2 C3 H3A 113.7 . . ?
C4 C3 H3B 113.7 . . ?
C2 C3 H3B 113.7 . . ?
H3A C3 H3B 111.0 . . ?
C5 C4 C3 112.4(2) . . ?
C5 C4 C1 113.7(2) . . ?
C3 C4 C1 88.17(18) . . ?
C5 C4 H4 113.4 . . ?
C3 C4 H4 113.4 . . ?
C1 C4 H4 113.4 . . ?
O2 C5 C6 123.2(2) . . ?
O2 C5 C4 119.0(2) . . ?
C6 C5 C4 117.8(2) . . ?
C11 C6 C7 118.2(2) . . ?
C11 C6 C5 121.7(2) . . ?
C7 C6 C5 120.1(2) . . ?
C8 C7 C6 120.9(3) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C9 119.9(3) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C10 C9 C8 120.6(3) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C9 C10 C11 119.1(3) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
O1 C11 C10 115.1(2) . . ?
O1 C11 C6 123.7(2) . . ?
C10 C11 C6 121.2(2) . . ?
N1 C12 C1 179.4(3) . . ?
C14 C13 C18 118.6(2) . . ?
C14 C13 C2 121.2(2) . . ?
C18 C13 C2 120.2(2) . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C16 C15 C14 120.3(3) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C17 C16 C15 119.6(2) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C13 120.8(3) . . ?
C17 C18 H18 119.6 . . ?
C13 C18 H18 119.6 . . ?
C29 O3 C19 117.06(18) . . ?
O3 C19 C30 104.32(19) . . ?
O3 C19 C22 119.66(19) . . ?
C30 C19 C22 112.96(19) . . ?
O3 C19 C20 117.70(19) . . ?
C30 C19 C20 113.21(19) . . ?
C22 C19 C20 89.05(17) . . ?
C31 C20 C21 120.5(2) . . ?
C31 C20 C19 120.65(19) . . ?
C21 C20 C19 88.08(17) . . ?
C31 C20 H20 108.6 . . ?
C21 C20 H20 108.6 . . ?
C19 C20 H20 108.6 . . ?
C20 C21 C22 89.46(17) . . ?
C20 C21 H21A 113.7 . . ?
C22 C21 H21A 113.7 . . ?
C20 C21 H21B 113.7 . . ?
C22 C21 H21B 113.7 . . ?
H21A C21 H21B 111.0 . . ?
C23 C22 C19 113.91(19) . . ?
C23 C22 C21 113.0(2) . . ?
C19 C22 C21 87.98(17) . . ?
C23 C22 H22 113.2 . . ?
C19 C22 H22 113.2 . . ?
C21 C22 H22 113.2 . . ?
O4 C23 C24 123.0(2) . . ?
O4 C23 C22 119.2(2) . . ?
C24 C23 C22 117.8(2) . . ?
C29 C24 C25 118.7(2) . . ?
C29 C24 C23 121.3(2) . . ?
C25 C24 C23 120.0(2) . . ?
C26 C25 C24 121.0(2) . . ?
C26 C25 H25 119.5 . . ?
C24 C25 H25 119.5 . . ?
C25 C26 C27 119.5(2) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 H26 120.2 . . ?
C28 C27 C26 120.7(2) . . ?
C28 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C27 C28 C29 119.4(2) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
O3 C29 C24 124.0(2) . . ?
O3 C29 C28 115.2(2) . . ?
C24 C29 C28 120.7(2) . . ?
N2 C30 C19 179.7(3) . . ?
C32 C31 C36 118.9(2) . . ?
C32 C31 C20 120.9(2) . . ?
C36 C31 C20 120.3(2) . . ?
C33 C32 C31 120.6(2) . . ?
C33 C32 H32 119.7 . . ?
C31 C32 H32 119.7 . . ?
C34 C33 C32 120.4(2) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C35 C34 C33 119.3(2) . . ?
C35 C34 H34 120.4 . . ?
C33 C34 H34 120.4 . . ?
C34 C35 C36 120.4(2) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
C35 C36 C31 120.5(2) . . ?
C35 C36 H36 119.7 . . ?
C31 C36 H36 119.7 . . ?
C47 O7 C37 117.31(18) . . ?
O7 C37 C48 104.44(19) . . ?
O7 C37 C40 119.7(2) . . ?
C48 C37 C40 112.6(2) . . ?
O7 C37 C38 117.7(2) . . ?
C48 C37 C38 113.5(2) . . ?
C40 C37 C38 88.92(18) . . ?
C49 C38 C39 120.0(2) . . ?
C49 C38 C37 120.5(2) . . ?
C39 C38 C37 88.32(18) . . ?
C49 C38 H38 108.8 . . ?
C39 C38 H38 108.8 . . ?
C37 C38 H38 108.8 . . ?
C38 C39 C40 89.20(18) . . ?
C38 C39 H39A 113.8 . . ?
C40 C39 H39A 113.8 . . ?
C38 C39 H39B 113.8 . . ?
C40 C39 H39B 113.8 . . ?
H39A C39 H39B 111.0 . . ?
C41 C40 C39 112.5(2) . . ?
C41 C40 C37 113.8(2) . . ?
C39 C40 C37 88.30(18) . . ?
C41 C40 H40 113.3 . . ?
C39 C40 H40 113.3 . . ?
C37 C40 H40 113.3 . . ?
O8 C41 C42 122.7(2) . . ?
O8 C41 C40 119.6(2) . . ?
C42 C41 C40 117.6(2) . . ?
C47 C42 C43 118.4(2) . . ?
C47 C42 C41 121.5(2) . . ?
C43 C42 C41 120.1(2) . . ?
C44 C43 C42 120.8(3) . . ?
C44 C43 H43 119.6 . . ?
C42 C43 H43 119.6 . . ?
C43 C44 C45 119.7(3) . . ?
C43 C44 H44 120.1 . . ?
C45 C44 H44 120.1 . . ?
C46 C45 C44 120.9(3) . . ?
C46 C45 H45 119.6 . . ?
C44 C45 H45 119.6 . . ?
C45 C46 C47 119.0(3) . . ?
C45 C46 H46 120.5 . . ?
C47 C46 H46 120.5 . . ?
O7 C47 C42 123.8(2) . . ?
O7 C47 C46 115.0(2) . . ?
C42 C47 C46 121.1(2) . . ?
N3 C48 C37 179.5(3) . . ?
C54 C49 C50 118.8(2) . . ?
C54 C49 C38 120.4(2) . . ?
C50 C49 C38 120.7(2) . . ?
C51 C50 C49 120.3(3) . . ?
C51 C50 H50 119.8 . . ?
C49 C50 H50 119.8 . . ?
C50 C51 C52 120.3(3) . . ?
C50 C51 H51 119.9 . . ?
C52 C51 H51 119.9 . . ?
C53 C52 C51 119.9(3) . . ?
C53 C52 H52 120.1 . . ?
C51 C52 H52 120.1 . . ?
C52 C53 C54 120.1(3) . . ?
C52 C53 H53 119.9 . . ?
C54 C53 H53 119.9 . . ?
C49 C54 C53 120.5(2) . . ?
C49 C54 H54 119.7 . . ?
C53 C54 H54 119.7 . . ?
C65 O5 C55 117.13(19) . . ?
O5 C55 C66 103.65(19) . . ?
O5 C55 C58 119.7(2) . . ?
C66 C55 C58 113.1(2) . . ?
O5 C55 C56 118.61(19) . . ?
C66 C55 C56 113.1(2) . . ?
C58 C55 C56 88.91(18) . . ?
C67 C56 C57 120.4(2) . . ?
C67 C56 C55 121.3(2) . . ?
C57 C56 C55 87.20(19) . . ?
C67 C56 H56 108.7 . . ?
C57 C56 H56 108.7 . . ?
C55 C56 H56 108.7 . . ?
C58 C57 C56 89.56(19) . . ?
C58 C57 H57A 113.7 . . ?
C56 C57 H57A 113.7 . . ?
C58 C57 H57B 113.7 . . ?
C56 C57 H57B 113.7 . . ?
H57A C57 H57B 111.0 . . ?
C59 C58 C57 112.6(2) . . ?
C59 C58 C55 112.9(2) . . ?
C57 C58 C55 87.64(19) . . ?
C59 C58 H58 113.7 . . ?
C57 C58 H58 113.7 . . ?
C55 C58 H58 113.7 . . ?
O6 C59 C60 123.4(3) . . ?
O6 C59 C58 118.8(3) . . ?
C60 C59 C58 117.8(2) . . ?
C65 C60 C61 117.9(3) . . ?
C65 C60 C59 122.0(2) . . ?
C61 C60 C59 120.1(3) . . ?
C62 C61 C60 120.4(3) . . ?
C62 C61 H61 119.8 . . ?
C60 C61 H61 119.8 . . ?
C61 C62 C63 120.4(3) . . ?
C61 C62 H62 119.8 . . ?
C63 C62 H62 119.8 . . ?
C62 C63 C64 120.7(3) . . ?
C62 C63 H63 119.7 . . ?
C64 C63 H63 119.7 . . ?
C63 C64 C65 119.1(3) . . ?
C63 C64 H64 120.4 . . ?
C65 C64 H64 120.4 . . ?
O5 C65 C60 123.5(2) . . ?
O5 C65 C64 114.9(2) . . ?
C60 C65 C64 121.5(2) . . ?
N4 C66 C55 178.7(3) . . ?
C68 C67 C72 118.6(2) . . ?
C68 C67 C56 121.0(2) . . ?
C72 C67 C56 120.3(2) . . ?
C69 C68 C67 120.7(3) . . ?
C69 C68 H68 119.7 . . ?
C67 C68 H68 119.7 . . ?
C68 C69 C70 120.0(3) . . ?
C68 C69 H69 120.0 . . ?
C70 C69 H69 120.0 . . ?
C71 C70 C69 120.0(3) . . ?
C71 C70 H70 120.0 . . ?
C69 C70 H70 120.0 . . ?
C70 C71 C72 120.0(3) . . ?
C70 C71 H71 120.0 . . ?
C72 C71 H71 120.0 . . ?
C71 C72 C67 120.6(3) . . ?
C71 C72 H72 119.7 . . ?
C67 C72 H72 119.7 . . ?
C83B O9 C73 124.9(6) . . ?
C83A O9 C73 114.3(4) . . ?
O9 C73 C84 104.0(2) . . ?
O9 C73 C76 119.9(2) . . ?
C84 C73 C76 112.7(2) . . ?
O9 C73 C74 118.7(2) . . ?
C84 C73 C74 113.1(2) . . ?
C76 C73 C74 88.46(19) . . ?
C85 C74 C75 119.8(2) . . ?
C85 C74 C73 120.9(2) . . ?
C75 C74 C73 87.8(2) . . ?
C85 C74 H74 108.8 . . ?
C75 C74 H74 108.8 . . ?
C73 C74 H74 108.8 . . ?
C76 C75 C74 89.1(2) . . ?
C76 C75 H75A 113.8 . . ?
C74 C75 H75A 113.8 . . ?
C76 C75 H75B 113.8 . . ?
C74 C75 H75B 113.8 . . ?
H75A C75 H75B 111.0 . . ?
C77A C76 C75 110.7(4) . . ?
C77A C76 C73 115.7(4) . . ?
C75 C76 C73 88.2(2) . . ?
C75 C76 C77B 117.0(9) . . ?
C73 C76 C77B 106.5(5) . . ?
C77A C76 H76 113.3 . . ?
C75 C76 H76 113.3 . . ?
C73 C76 H76 113.3 . . ?
O10A C77A C76 119.9(5) . . ?
O10A C77A C78A 123.6(4) . . ?
C76 C77A C78A 116.5(3) . . ?
C79A C78A C83A 120.0 . . ?
C79A C78A C77A 119.1(2) . . ?
C83A C78A C77A 120.8(2) . . ?
C78A C79A C80A 120.0 . . ?
C78A C79A H79A 120.0 . . ?
C80A C79A H79A 120.0 . . ?
C81A C80A C79A 120.0 . . ?
C81A C80A H80A 120.0 . . ?
C79A C80A H80A 120.0 . . ?
C80A C81A C82A 120.0 . . ?
C80A C81A H81A 120.0 . . ?
C82A C81A H81A 120.0 . . ?
C83A C82A C81A 120.0 . . ?
C83A C82A H82A 120.0 . . ?
C81A C82A H82A 120.0 . . ?
O9 C83A C82A 113.9(3) . . ?
O9 C83A C78A 126.1(3) . . ?
C82A C83A C78A 120.0 . . ?
O10B C77B C78B 124.6(11) . . ?
O10B C77B C76 114.3(11) . . ?
C78B C77B C76 120.6(9) . . ?
C79B C78B C83B 120.0 . . ?
C79B C78B C77B 119.4(7) . . ?
C83B C78B C77B 120.4(7) . . ?
C78B C79B C80B 120.0 . . ?
C78B C79B H79B 120.0 . . ?
C80B C79B H79B 120.0 . . ?
C81B C80B C79B 120.0 . . ?
C81B C80B H80B 120.0 . . ?
C79B C80B H80B 120.0 . . ?
C80B C81B C82B 120.0 . . ?
C80B C81B H81B 120.0 . . ?
C82B C81B H81B 120.0 . . ?
C83B C82B C81B 120.0 . . ?
C83B C82B H82B 120.0 . . ?
C81B C82B H82B 120.0 . . ?
O9 C83B C82B 119.2(8) . . ?
O9 C83B C78B 120.8(8) . . ?
C82B C83B C78B 120.0 . . ?
N5 C84 C73 177.9(3) . . ?
C86 C85 C90 118.9(3) . . ?
C86 C85 C74 121.2(2) . . ?
C90 C85 C74 119.9(3) . . ?
C85 C86 C87 120.2(3) . . ?
C85 C86 H86 119.9 . . ?
C87 C86 H86 119.9 . . ?
C88 C87 C86 119.9(3) . . ?
C88 C87 H87 120.1 . . ?
C86 C87 H87 120.1 . . ?
C89 C88 C87 120.1(3) . . ?
C89 C88 H88 119.9 . . ?
C87 C88 H88 119.9 . . ?
C88 C89 C90 120.4(3) . . ?
C88 C89 H89 119.8 . . ?
C90 C89 H89 119.8 . . ?
C89 C90 C85 120.4(3) . . ?
C89 C90 H90 119.8 . . ?
C85 C90 H90 119.8 . . ?
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
N1 C12 1.139(3) . ?
O1 C11 1.373(3) . ?
O1 C1 1.420(3) . ?
O2 C5 1.216(3) . ?
C1 C12 1.479(3) . ?
C1 C4 1.558(3) . ?
C1 C2 1.558(3) . ?
C2 C13 1.497(3) . ?
C2 C3 1.551(3) . ?
C2 H2 1.0000 . ?
C3 C4 1.544(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.504(3) . ?
C4 H4 1.0000 . ?
C5 C6 1.461(4) . ?
C6 C11 1.396(4) . ?
C6 C7 1.404(4) . ?
C7 C8 1.366(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.395(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.381(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.390(4) . ?
C10 H10 0.9500 . ?
C13 C14 1.392(4) . ?
C13 C18 1.392(4) . ?
C14 C15 1.391(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.387(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.380(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.391(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
N2 C30 1.147(3) . ?
O3 C29 1.372(3) . ?
O3 C19 1.425(3) . ?
O4 C23 1.218(3) . ?
C19 C30 1.476(3) . ?
C19 C22 1.553(3) . ?
C19 C20 1.557(3) . ?
C20 C31 1.500(3) . ?
C20 C21 1.546(3) . ?
C20 H20 1.0000 . ?
C21 C22 1.553(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.505(3) . ?
C22 H22 1.0000 . ?
C23 C24 1.469(3) . ?
C24 C29 1.392(3) . ?
C24 C25 1.403(3) . ?
C25 C26 1.375(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.396(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.383(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.395(3) . ?
C28 H28 0.9500 . ?
C31 C32 1.390(3) . ?
C31 C36 1.391(3) . ?
C32 C33 1.388(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.388(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.386(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.388(3) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
N3 C48 1.140(3) . ?
O7 C47 1.372(3) . ?
O7 C37 1.426(3) . ?
O8 C41 1.215(3) . ?
C37 C48 1.478(3) . ?
C37 C40 1.552(3) . ?
C37 C38 1.554(3) . ?
C38 C49 1.503(3) . ?
C38 C39 1.548(3) . ?
C38 H38 1.0000 . ?
C39 C40 1.550(4) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 C41 1.511(3) . ?
C40 H40 1.0000 . ?
C41 C42 1.473(4) . ?
C42 C47 1.391(4) . ?
C42 C43 1.403(4) . ?
C43 C44 1.378(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.386(4) . ?
C44 H44 0.9500 . ?
C45 C46 1.383(4) . ?
C45 H45 0.9500 . ?
C46 C47 1.394(4) . ?
C46 H46 0.9500 . ?
C49 C54 1.390(4) . ?
C49 C50 1.399(3) . ?
C50 C51 1.383(4) . ?
C50 H50 0.9500 . ?
C51 C52 1.387(4) . ?
C51 H51 0.9500 . ?
C52 C53 1.379(4) . ?
C52 H52 0.9500 . ?
C53 C54 1.390(4) . ?
C53 H53 0.9500 . ?
C54 H54 0.9500 . ?
N4 C66 1.142(3) . ?
O5 C65 1.375(3) . ?
O5 C55 1.427(3) . ?
C55 C66 1.471(3) . ?
C55 C58 1.548(3) . ?
C55 C56 1.560(3) . ?
C56 C67 1.494(4) . ?
C56 C57 1.545(3) . ?
C56 H56 1.0000 . ?
C57 C58 1.545(4) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C58 C59 1.514(4) . ?
C58 H58 1.0000 . ?
C59 O6 1.217(3) . ?
C59 C60 1.463(4) . ?
C60 C65 1.383(4) . ?
C60 C61 1.413(4) . ?
C61 C62 1.375(5) . ?
C61 H61 0.9500 . ?
C62 C63 1.375(5) . ?
C62 H62 0.9500 . ?
C63 C64 1.378(4) . ?
C63 H63 0.9500 . ?
C64 C65 1.391(4) . ?
C64 H64 0.9500 . ?
C67 C68 1.391(4) . ?
C67 C72 1.395(4) . ?
C68 C69 1.384(4) . ?
C68 H68 0.9500 . ?
C69 C70 1.388(4) . ?
C69 H69 0.9500 . ?
C70 C71 1.376(5) . ?
C70 H70 0.9500 . ?
C71 C72 1.390(4) . ?
C71 H71 0.9500 . ?
C72 H72 0.9500 . ?
N5 C84 1.140(3) . ?
O9 C83B 1.348(10) . ?
O9 C83A 1.382(4) . ?
O9 C73 1.422(3) . ?
C73 C84 1.475(3) . ?
C73 C76 1.548(4) . ?
C73 C74 1.558(4) . ?
C74 C85 1.500(4) . ?
C74 C75 1.545(4) . ?
C74 H74 1.0000 . ?
C75 C76 1.543(4) . ?
C75 H75A 0.9900 . ?
C75 H75B 0.9900 . ?
C76 C77A 1.459(7) . ?
C76 C77B 1.689(16) . ?
C76 H76 1.0000 . ?
C77A O10A 1.223(4) . ?
C77A C78A 1.472(5) . ?
C78A C79A 1.3900 . ?
C78A C83A 1.3900 . ?
C79A C80A 1.3900 . ?
C79A H79A 0.9500 . ?
C80A C81A 1.3900 . ?
C80A H80A 0.9500 . ?
C81A C82A 1.3900 . ?
C81A H81A 0.9500 . ?
C82A C83A 1.3900 . ?
C82A H82A 0.9500 . ?
C77B O10B 1.221(9) . ?
C77B C78B 1.467(8) . ?
C78B C79B 1.3900 . ?
C78B C83B 1.3900 . ?
C79B C80B 1.3900 . ?
C79B H79B 0.9500 . ?
C80B C81B 1.3900 . ?
C80B H80B 0.9500 . ?
C81B C82B 1.3900 . ?
C81B H81B 0.9500 . ?
C82B C83B 1.3900 . ?
C82B H82B 0.9500 . ?
C85 C86 1.383(4) . ?
C85 C90 1.391(4) . ?
C86 C87 1.398(4) . ?
C86 H86 0.9500 . ?
C87 C88 1.376(5) . ?
C87 H87 0.9500 . ?
C88 C89 1.370(5) . ?
C88 H88 0.9500 . ?
C89 C90 1.383(5) . ?
C89 H89 0.9500 . ?
C90 H90 0.9500 . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 O1 C1 C12 -155.4(2) . . . . ?
C11 O1 C1 C4 -28.0(3) . . . . ?
C11 O1 C1 C2 78.2(3) . . . . ?
O1 C1 C2 C13 95.9(3) . . . . ?
C12 C1 C2 C13 -26.4(3) . . . . ?
C4 C1 C2 C13 -140.6(2) . . . . ?
O1 C1 C2 C3 -141.0(2) . . . . ?
C12 C1 C2 C3 96.7(2) . . . . ?
C4 C1 C2 C3 -17.45(18) . . . . ?
C13 C2 C3 C4 142.0(2) . . . . ?
C1 C2 C3 C4 17.61(18) . . . . ?
C2 C3 C4 C5 97.3(2) . . . . ?
C2 C3 C4 C1 -17.61(19) . . . . ?
O1 C1 C4 C5 25.8(3) . . . . ?
C12 C1 C4 C5 149.3(2) . . . . ?
C2 C1 C4 C5 -96.2(2) . . . . ?
O1 C1 C4 C3 139.6(2) . . . . ?
C12 C1 C4 C3 -96.9(2) . . . . ?
C2 C1 C4 C3 17.52(18) . . . . ?
C3 C4 C5 O2 71.2(3) . . . . ?
C1 C4 C5 O2 169.4(2) . . . . ?
C3 C4 C5 C6 -109.1(2) . . . . ?
C1 C4 C5 C6 -10.9(3) . . . . ?
O2 C5 C6 C11 178.5(2) . . . . ?
C4 C5 C6 C11 -1.2(3) . . . . ?
O2 C5 C6 C7 -1.3(4) . . . . ?
C4 C5 C6 C7 179.0(2) . . . . ?
C11 C6 C7 C8 -0.6(4) . . . . ?
C5 C6 C7 C8 179.2(2) . . . . ?
C6 C7 C8 C9 -0.6(4) . . . . ?
C7 C8 C9 C10 0.7(4) . . . . ?
C8 C9 C10 C11 0.4(4) . . . . ?
C1 O1 C11 C10 -166.9(2) . . . . ?
C1 O1 C11 C6 14.9(3) . . . . ?
C9 C10 C11 O1 -179.9(2) . . . . ?
C9 C10 C11 C6 -1.6(4) . . . . ?
C7 C6 C11 O1 179.8(2) . . . . ?
C5 C6 C11 O1 0.0(4) . . . . ?
C7 C6 C11 C10 1.7(4) . . . . ?
C5 C6 C11 C10 -178.1(2) . . . . ?
C3 C2 C13 C14 -156.6(2) . . . . ?
C1 C2 C13 C14 -50.1(3) . . . . ?
C3 C2 C13 C18 24.4(4) . . . . ?
C1 C2 C13 C18 130.9(3) . . . . ?
C18 C13 C14 C15 -1.2(4) . . . . ?
C2 C13 C14 C15 179.8(2) . . . . ?
C13 C14 C15 C16 0.5(4) . . . . ?
C14 C15 C16 C17 0.6(4) . . . . ?
C15 C16 C17 C18 -0.9(4) . . . . ?
C16 C17 C18 C13 0.2(4) . . . . ?
C14 C13 C18 C17 0.8(4) . . . . ?
C2 C13 C18 C17 179.9(2) . . . . ?
C29 O3 C19 C30 157.86(19) . . . . ?
C29 O3 C19 C22 30.4(3) . . . . ?
C29 O3 C19 C20 -75.7(3) . . . . ?
O3 C19 C20 C31 -94.4(2) . . . . ?
C30 C19 C20 C31 27.6(3) . . . . ?
C22 C19 C20 C31 142.2(2) . . . . ?
O3 C19 C20 C21 140.9(2) . . . . ?
C30 C19 C20 C21 -97.2(2) . . . . ?
C22 C19 C20 C21 17.51(17) . . . . ?
C31 C20 C21 C22 -142.4(2) . . . . ?
C19 C20 C21 C22 -17.51(17) . . . . ?
O3 C19 C22 C23 -24.8(3) . . . . ?
C30 C19 C22 C23 -148.2(2) . . . . ?
C20 C19 C22 C23 96.9(2) . . . . ?
O3 C19 C22 C21 -139.1(2) . . . . ?
C30 C19 C22 C21 97.5(2) . . . . ?
C20 C19 C22 C21 -17.43(17) . . . . ?
C20 C21 C22 C23 -97.6(2) . . . . ?
C20 C21 C22 C19 17.56(17) . . . . ?
C19 C22 C23 O4 -171.5(2) . . . . ?
C21 C22 C23 O4 -73.1(3) . . . . ?
C19 C22 C23 C24 7.9(3) . . . . ?
C21 C22 C23 C24 106.3(2) . . . . ?
O4 C23 C24 C29 -177.6(2) . . . . ?
C22 C23 C24 C29 3.0(3) . . . . ?
O4 C23 C24 C25 2.5(4) . . . . ?
C22 C23 C24 C25 -176.9(2) . . . . ?
C29 C24 C25 C26 -0.7(4) . . . . ?
C23 C24 C25 C26 179.2(2) . . . . ?
C24 C25 C26 C27 1.1(4) . . . . ?
C25 C26 C27 C28 -0.3(4) . . . . ?
C26 C27 C28 C29 -0.9(4) . . . . ?
C19 O3 C29 C24 -18.8(3) . . . . ?
C19 O3 C29 C28 163.3(2) . . . . ?
C25 C24 C29 O3 -178.2(2) . . . . ?
C23 C24 C29 O3 1.9(4) . . . . ?
C25 C24 C29 C28 -0.5(3) . . . . ?
C23 C24 C29 C28 179.7(2) . . . . ?
C27 C28 C29 O3 179.1(2) . . . . ?
C27 C28 C29 C24 1.2(4) . . . . ?
C21 C20 C31 C32 158.6(2) . . . . ?
C19 C20 C31 C32 51.0(3) . . . . ?
C21 C20 C31 C36 -22.6(3) . . . . ?
C19 C20 C31 C36 -130.3(2) . . . . ?
C36 C31 C32 C33 0.9(4) . . . . ?
C20 C31 C32 C33 179.7(2) . . . . ?
C31 C32 C33 C34 -1.1(4) . . . . ?
C32 C33 C34 C35 0.0(4) . . . . ?
C33 C34 C35 C36 1.1(4) . . . . ?
C34 C35 C36 C31 -1.2(4) . . . . ?
C32 C31 C36 C35 0.2(3) . . . . ?
C20 C31 C36 C35 -178.6(2) . . . . ?
C47 O7 C37 C48 -157.3(2) . . . . ?
C47 O7 C37 C40 -30.1(3) . . . . ?
C47 O7 C37 C38 75.9(3) . . . . ?
O7 C37 C38 C49 95.1(3) . . . . ?
C48 C37 C38 C49 -27.2(3) . . . . ?
C40 C37 C38 C49 -141.5(2) . . . . ?
O7 C37 C38 C39 -140.6(2) . . . . ?
C48 C37 C38 C39 97.0(2) . . . . ?
C40 C37 C38 C39 -17.22(18) . . . . ?
C49 C38 C39 C40 141.9(2) . . . . ?
C37 C38 C39 C40 17.24(18) . . . . ?
C38 C39 C40 C41 97.9(2) . . . . ?
C38 C39 C40 C37 -17.26(18) . . . . ?
O7 C37 C40 C41 24.9(3) . . . . ?
C48 C37 C40 C41 148.2(2) . . . . ?
C38 C37 C40 C41 -96.7(2) . . . . ?
O7 C37 C40 C39 138.8(2) . . . . ?
C48 C37 C40 C39 -97.9(2) . . . . ?
C38 C37 C40 C39 17.20(18) . . . . ?
C39 C40 C41 O8 73.2(3) . . . . ?
C37 C40 C41 O8 171.7(2) . . . . ?
C39 C40 C41 C42 -106.7(3) . . . . ?
C37 C40 C41 C42 -8.2(3) . . . . ?
O8 C41 C42 C47 177.2(3) . . . . ?
C40 C41 C42 C47 -2.9(4) . . . . ?
O8 C41 C42 C43 -2.6(4) . . . . ?
C40 C41 C42 C43 177.3(2) . . . . ?
C47 C42 C43 C44 0.9(4) . . . . ?
C41 C42 C43 C44 -179.3(2) . . . . ?
C42 C43 C44 C45 -1.5(4) . . . . ?
C43 C44 C45 C46 0.7(4) . . . . ?
C44 C45 C46 C47 0.7(4) . . . . ?
C37 O7 C47 C42 18.3(3) . . . . ?
C37 O7 C47 C46 -163.8(2) . . . . ?
C43 C42 C47 O7 178.2(2) . . . . ?
C41 C42 C47 O7 -1.6(4) . . . . ?
C43 C42 C47 C46 0.5(4) . . . . ?
C41 C42 C47 C46 -179.3(2) . . . . ?
C45 C46 C47 O7 -179.2(2) . . . . ?
C45 C46 C47 C42 -1.3(4) . . . . ?
C39 C38 C49 C54 22.1(3) . . . . ?
C37 C38 C49 C54 129.6(3) . . . . ?
C39 C38 C49 C50 -159.9(2) . . . . ?
C37 C38 C49 C50 -52.4(3) . . . . ?
C54 C49 C50 C51 -1.3(4) . . . . ?
C38 C49 C50 C51 -179.4(2) . . . . ?
C49 C50 C51 C52 0.6(4) . . . . ?
C50 C51 C52 C53 0.7(4) . . . . ?
C51 C52 C53 C54 -1.2(4) . . . . ?
C50 C49 C54 C53 0.8(4) . . . . ?
C38 C49 C54 C53 178.9(2) . . . . ?
C52 C53 C54 C49 0.4(4) . . . . ?
C65 O5 C55 C66 -158.4(2) . . . . ?
C65 O5 C55 C58 -31.3(3) . . . . ?
C65 O5 C55 C56 75.3(3) . . . . ?
O5 C55 C56 C67 92.8(3) . . . . ?
C66 C55 C56 C67 -28.9(3) . . . . ?
C58 C55 C56 C67 -143.6(2) . . . . ?
O5 C55 C56 C57 -143.0(2) . . . . ?
C66 C55 C56 C57 95.4(2) . . . . ?
C58 C55 C56 C57 -19.34(19) . . . . ?
C67 C56 C57 C58 144.4(2) . . . . ?
C55 C56 C57 C58 19.38(19) . . . . ?
C56 C57 C58 C59 94.3(2) . . . . ?
C56 C57 C58 C55 -19.53(19) . . . . ?
O5 C55 C58 C59 28.4(3) . . . . ?
C66 C55 C58 C59 151.0(2) . . . . ?
C56 C55 C58 C59 -94.3(2) . . . . ?
O5 C55 C58 C57 142.0(2) . . . . ?
C66 C55 C58 C57 -95.4(2) . . . . ?
C56 C55 C58 C57 19.34(19) . . . . ?
C57 C58 C59 O6 71.8(3) . . . . ?
C55 C58 C59 O6 169.2(2) . . . . ?
C57 C58 C59 C60 -108.9(3) . . . . ?
C55 C58 C59 C60 -11.5(3) . . . . ?
O6 C59 C60 C65 177.4(3) . . . . ?
C58 C59 C60 C65 -1.9(4) . . . . ?
O6 C59 C60 C61 -2.9(4) . . . . ?
C58 C59 C60 C61 177.9(2) . . . . ?
C65 C60 C61 C62 -1.0(4) . . . . ?
C59 C60 C61 C62 179.3(2) . . . . ?
C60 C61 C62 C63 -0.9(4) . . . . ?
C61 C62 C63 C64 1.7(5) . . . . ?
C62 C63 C64 C65 -0.5(4) . . . . ?
C55 O5 C65 C60 16.7(3) . . . . ?
C55 O5 C65 C64 -165.1(2) . . . . ?
C61 C60 C65 O5 -179.7(2) . . . . ?
C59 C60 C65 O5 0.0(4) . . . . ?
C61 C60 C65 C64 2.2(4) . . . . ?
C59 C60 C65 C64 -178.1(2) . . . . ?
C63 C64 C65 O5 -179.8(2) . . . . ?
C63 C64 C65 C60 -1.5(4) . . . . ?
C57 C56 C67 C68 -159.0(2) . . . . ?
C55 C56 C67 C68 -52.2(3) . . . . ?
C57 C56 C67 C72 23.0(3) . . . . ?
C55 C56 C67 C72 129.8(2) . . . . ?
C72 C67 C68 C69 -0.6(4) . . . . ?
C56 C67 C68 C69 -178.6(2) . . . . ?
C67 C68 C69 C70 0.3(4) . . . . ?
C68 C69 C70 C71 0.1(4) . . . . ?
C69 C70 C71 C72 -0.4(4) . . . . ?
C70 C71 C72 C67 0.1(4) . . . . ?
C68 C67 C72 C71 0.4(4) . . . . ?
C56 C67 C72 C71 178.4(2) . . . . ?
C83B O9 C73 C84 -159.2(12) . . . . ?
C83A O9 C73 C84 -155.8(3) . . . . ?
C83B O9 C73 C76 -32.1(12) . . . . ?
C83A O9 C73 C76 -28.7(4) . . . . ?
C83B O9 C73 C74 74.1(12) . . . . ?
C83A O9 C73 C74 77.5(4) . . . . ?
O9 C73 C74 C85 93.5(3) . . . . ?
C84 C73 C74 C85 -28.8(3) . . . . ?
C76 C73 C74 C85 -142.9(2) . . . . ?
O9 C73 C74 C75 -142.8(2) . . . . ?
C84 C73 C74 C75 95.0(2) . . . . ?
C76 C73 C74 C75 -19.1(2) . . . . ?
C85 C74 C75 C76 143.9(2) . . . . ?
C73 C74 C75 C76 19.1(2) . . . . ?
C74 C75 C76 C77A 97.6(4) . . . . ?
C74 C75 C76 C73 -19.3(2) . . . . ?
C74 C75 C76 C77B 88.4(6) . . . . ?
O9 C73 C76 C77A 29.5(5) . . . . ?
C84 C73 C76 C77A 152.5(4) . . . . ?
C74 C73 C76 C77A -93.1(4) . . . . ?
O9 C73 C76 C75 141.7(2) . . . . ?
C84 C73 C76 C75 -95.3(2) . . . . ?
C74 C73 C76 C75 19.1(2) . . . . ?
O9 C73 C76 C77B 24.1(10) . . . . ?
C84 C73 C76 C77B 147.0(9) . . . . ?
C74 C73 C76 C77B -98.5(9) . . . . ?
C75 C76 C77A O10A 69.4(7) . . . . ?
C73 C76 C77A O10A 167.6(5) . . . . ?
C75 C76 C77A C78A -111.4(5) . . . . ?
C73 C76 C77A C78A -13.1(7) . . . . ?
O10A C77A C78A C79A -0.5(9) . . . . ?
C76 C77A C78A C79A -179.7(4) . . . . ?
O10A C77A C78A C83A 177.7(6) . . . . ?
C76 C77A C78A C83A -1.5(7) . . . . ?
C83A C78A C79A C80A 0.0 . . . . ?
C77A C78A C79A C80A 178.2(5) . . . . ?
C78A C79A C80A C81A 0.0 . . . . ?
C79A C80A C81A C82A 0.0 . . . . ?
C80A C81A C82A C83A 0.0 . . . . ?
C73 O9 C83A C82A -166.5(2) . . . . ?
C73 O9 C83A C78A 13.3(5) . . . . ?
C81A C82A C83A O9 179.8(5) . . . . ?
C81A C82A C83A C78A 0.0 . . . . ?
C79A C78A C83A O9 -179.7(6) . . . . ?
C77A C78A C83A O9 2.1(5) . . . . ?
C79A C78A C83A C82A 0.0 . . . . ?
C77A C78A C83A C82A -178.2(5) . . . . ?
C75 C76 C77B O10B 71(2) . . . . ?
C73 C76 C77B O10B 167.8(18) . . . . ?
C75 C76 C77B C78B -101(2) . . . . ?
C73 C76 C77B C78B -5(2) . . . . ?
O10B C77B C78B C79B 3(3) . . . . ?
C76 C77B C78B C79B 174.6(13) . . . . ?
O10B C77B C78B C83B 178(2) . . . . ?
C76 C77B C78B C83B -10(3) . . . . ?
C83B C78B C79B C80B 0.0 . . . . ?
C77B C78B C79B C80B 175(2) . . . . ?
C78B C79B C80B C81B 0.0 . . . . ?
C79B C80B C81B C82B 0.0 . . . . ?
C80B C81B C82B C83B 0.0 . . . . ?
C73 O9 C83B C82B -163.5(6) . . . . ?
C73 O9 C83B C78B 14.3(17) . . . . ?
C81B C82B C83B O9 177.8(19) . . . . ?
C81B C82B C83B C78B 0.0 . . . . ?
C79B C78B C83B O9 -177.8(19) . . . . ?
C77B C78B C83B O9 7.3(17) . . . . ?
C79B C78B C83B C82B 0.0 . . . . ?
C77B C78B C83B C82B -175(2) . . . . ?
C75 C74 C85 C86 -156.0(2) . . . . ?
C73 C74 C85 C86 -49.2(3) . . . . ?
C75 C74 C85 C90 24.9(4) . . . . ?
C73 C74 C85 C90 131.8(3) . . . . ?
C90 C85 C86 C87 -0.5(4) . . . . ?
C74 C85 C86 C87 -179.6(2) . . . . ?
C85 C86 C87 C88 0.2(4) . . . . ?
C86 C87 C88 C89 0.3(4) . . . . ?
C87 C88 C89 C90 -0.5(5) . . . . ?
C88 C89 C90 C85 0.2(4) . . . . ?
C86 C85 C90 C89 0.3(4) . . . . ?
C74 C85 C90 C89 179.4(3) . . . . ?
