#------------------------------------------------------------------------------
#$Date: 2020-08-06 16:57:59 +0300 (Thu, 06 Aug 2020) $
#$Revision: 254968 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/81/1558146.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_1558146
loop_
_publ_author_name
'Husain, Ali'
'Ganesan, Asaithampi'
'Machacek, Miloslav'
'Cerveny, Lukas'
'Kubat, Pavel'
'Ghazal, Basma'
'Zimcik, Petr'
'Makhseed, Saad'
_publ_section_title
;
 Dually directional glycosylated phthalocyanines as extracellular
 red-emitting fluorescent probes.
;
_journal_issue                   28
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9605
_journal_page_last               9617
_journal_paper_doi               10.1039/d0dt01180k
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C23 H18 N2 O3'
_chemical_formula_sum            'C23 H18 N2 O3'
_chemical_formula_weight         370.41
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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_block_doi                 10.5517/ccdc.csd.cc23yg2m
_audit_update_record
;
2019-11-10 deposited with the CCDC.	2020-05-27 downloaded from the CCDC.
;
_cell_angle_alpha                101.408(7)
_cell_angle_beta                 107.744(8)
_cell_angle_gamma                117.153(9)
_cell_formula_units_Z            2
_cell_length_a                   10.4756(7)
_cell_length_b                   11.1851(8)
_cell_length_c                   11.4936(8)
_cell_measurement_reflns_used    5368
_cell_measurement_temperature    293
_cell_measurement_theta_max      26.32
_cell_measurement_theta_min      3.15
_cell_volume                     1047.2(2)
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r4'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r4'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9418
_diffrn_reflns_theta_full        26.33
_diffrn_reflns_theta_max         26.33
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.683
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             388.00
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.190
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     254
_refine_ls_number_reflns         4249
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0457
_refine_ls_shift/su_max          0.012
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1062P)²+0.0127P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1759
_reflns_number_gt                2930
_reflns_number_total             4249
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            d0dt01180k2.cif
_cod_data_source_block           User-defined
_cod_depositor_comments
'Adding full bibliography for 1558144--1558146.cif.'
_cod_database_code               1558146
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -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
O1 O 0.61130(12) 0.10577(11) 0.31333(10) 0.0596(3) Uani 1.0 2 d . . .
O2 O 0.91702(14) -0.02390(13) 0.29184(14) 0.0789(4) Uani 1.0 2 d . . .
O3 O 0.64062(13) 0.38182(11) 0.28916(11) 0.0659(4) Uani 1.0 2 d . . .
N1 N 0.33308(19) 0.05295(18) 0.43051(18) 0.0849(5) Uani 1.0 2 d . . .
N2 N 0.6021(3) 0.3590(2) 0.80218(17) 0.0912(6) Uani 1.0 2 d . . .
C1 C 0.71200(17) 0.21277(15) 0.43931(14) 0.0512(4) Uani 1.0 2 d . . .
C2 C 0.63874(17) 0.22503(15) 0.51975(14) 0.0504(4) Uani 1.0 2 d . . .
C3 C 0.73416(19) 0.33191(17) 0.65093(15) 0.0576(4) Uani 1.0 2 d . . .
C4 C 0.8997(2) 0.42230(19) 0.70026(16) 0.0683(5) Uani 1.0 2 d . . .
C5 C 0.96910(19) 0.40674(19) 0.61922(17) 0.0676(5) Uani 1.0 2 d . . .
C6 C 0.87794(18) 0.30396(18) 0.48990(16) 0.0612(4) Uani 1.0 2 d . . .
C7 C 0.46799(19) 0.12926(17) 0.46891(16) 0.0576(4) Uani 1.0 2 d . . .
C8 C 0.6593(2) 0.34680(19) 0.73391(16) 0.0676(5) Uani 1.0 2 d . . .
C9 C 0.66923(17) 0.12056(16) 0.21800(14) 0.0564(4) Uani 1.0 2 d . . .
C10 C 0.74974(19) 0.05477(17) 0.19772(16) 0.0590(4) Uani 1.0 2 d . . .
C11 C 0.8040(2) 0.07243(19) 0.10130(17) 0.0678(5) Uani 1.0 2 d . . .
C12 C 0.7780(3) 0.1504(2) 0.02763(17) 0.0725(5) Uani 1.0 2 d . . .
C13 C 0.6924(2) 0.21004(19) 0.04900(17) 0.0701(5) Uani 1.0 2 d . . .
C14 C 0.63575(19) 0.19609(17) 0.14331(15) 0.0613(4) Uani 1.0 2 d . . .
C15 C 0.7705(3) -0.0372(2) 0.27052(19) 0.0708(5) Uani 1.0 2 d . . .
C16 C 0.9195(3) -0.1437(2) 0.3138(2) 0.0788(5) Uani 1.0 2 d . . .
C17 C 0.8171(3) -0.2761(3) 0.1923(3) 0.0779(5) Uani 1.0 2 d . . .
C18 C 0.7338(4) -0.3815(3) 0.0924(3) 0.1079(8) Uani 1.0 2 d . . .
C19 C 0.8416(4) 0.1691(4) -0.0738(3) 0.1089(8) Uani 1.0 2 d . . .
C20 C 0.5415(2) 0.2585(2) 0.16506(18) 0.0700(5) Uani 1.0 2 d . . .
C21 C 0.5587(3) 0.4427(2) 0.3237(2) 0.0797(6) Uani 1.0 2 d . . .
C22 C 0.6722(3) 0.5719(3) 0.4473(3) 0.0852(6) Uani 1.0 2 d . . .
C23 C 0.7630(3) 0.6796(3) 0.5449(3) 0.1109(9) Uani 1.0 2 d . . .
H4 H 0.9630 0.4926 0.7871 0.0819 Uiso 1.0 2 calc R . .
H5 H 1.0801 0.4670 0.6524 0.0811 Uiso 1.0 2 calc R . .
H6 H 0.9273 0.2957 0.4367 0.0734 Uiso 1.0 2 calc R . .
H11 H 0.8593 0.0304 0.0861 0.0814 Uiso 1.0 2 calc R . .
H13 H 0.6724 0.2608 -0.0013 0.0841 Uiso 1.0 2 calc R . .
H15A H 0.7703 -0.0055 0.3553 0.0850 Uiso 1.0 2 calc R . .
H15B H 0.6818 -0.1388 0.2188 0.0850 Uiso 1.0 2 calc R . .
H16A H 0.8833 -0.1613 0.3806 0.0945 Uiso 1.0 2 calc R . .
H16B H 1.0291 -0.1191 0.3477 0.0945 Uiso 1.0 2 calc R . .
H18 H 0.6680 -0.4648 0.0134 0.1295 Uiso 1.0 2 calc R . .
H19A H 0.8990 0.1224 -0.0737 0.1307 Uiso 1.0 2 calc R . .
H19B H 0.9127 0.2715 -0.0515 0.1307 Uiso 1.0 2 calc R . .
H19C H 0.7532 0.1252 -0.1607 0.1307 Uiso 1.0 2 calc R . .
H20A H 0.5089 0.2881 0.0936 0.0840 Uiso 1.0 2 calc R . .
H20B H 0.4455 0.1855 0.1661 0.0840 Uiso 1.0 2 calc R . .
H21A H 0.4707 0.3719 0.3350 0.0956 Uiso 1.0 2 calc R . .
H21B H 0.5145 0.4692 0.2537 0.0956 Uiso 1.0 2 calc R . .
H23 H 0.8347 0.7647 0.6221 0.1331 Uiso 1.0 2 calc R . .
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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, 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_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C1 O1 C9 116.61(11) yes . . .
C15 O2 C16 112.83(16) yes . . .
C20 O3 C21 112.81(15) yes . . .
O1 C1 C2 115.80(13) yes . . .
O1 C1 C6 124.31(18) yes . . .
C2 C1 C6 119.87(13) yes . . .
C1 C2 C3 119.27(14) yes . . .
C1 C2 C7 120.10(13) yes . . .
C3 C2 C7 120.63(18) yes . . .
C2 C3 C4 120.29(19) yes . . .
C2 C3 C8 119.64(15) yes . . .
C4 C3 C8 120.06(14) yes . . .
C3 C4 C5 119.23(14) yes . . .
C4 C5 C6 121.53(16) yes . . .
C1 C6 C5 119.8(2) yes . . .
N1 C7 C2 178.9(3) yes . . .
N2 C8 C3 178.6(3) yes . . .
O1 C9 C10 119.39(17) yes . . .
O1 C9 C14 117.69(19) yes . . .
C10 C9 C14 122.85(19) yes . . .
C9 C10 C11 116.9(2) yes . . .
C9 C10 C15 121.6(2) yes . . .
C11 C10 C15 121.3(3) yes . . .
C10 C11 C12 122.2(3) yes . . .
C11 C12 C13 118.5(3) yes . . .
C11 C12 C19 120.4(3) yes . . .
C13 C12 C19 121.2(3) yes . . .
C12 C13 C14 121.9(3) yes . . .
C9 C14 C13 117.6(3) yes . . .
C9 C14 C20 120.51(19) yes . . .
C13 C14 C20 121.9(2) yes . . .
O2 C15 C10 109.68(18) yes . . .
O2 C16 C17 111.7(2) yes . . .
C16 C17 C18 178.5(4) yes . . .
O3 C20 C14 108.33(15) yes . . .
O3 C21 C22 108.37(19) yes . . .
C21 C22 C23 177.5(4) yes . . .
C3 C4 H4 120.379 no . . .
C5 C4 H4 120.393 no . . .
C4 C5 H5 119.234 no . . .
C6 C5 H5 119.233 no . . .
C1 C6 H6 120.104 no . . .
C5 C6 H6 120.106 no . . .
C10 C11 H11 118.902 no . . .
C12 C11 H11 118.895 no . . .
C12 C13 H13 119.069 no . . .
C14 C13 H13 119.068 no . . .
O2 C15 H15A 109.736 no . . .
O2 C15 H15B 109.735 no . . .
C10 C15 H15A 109.732 no . . .
C10 C15 H15B 109.727 no . . .
H15A C15 H15B 108.209 no . . .
O2 C16 H16A 109.292 no . . .
O2 C16 H16B 109.286 no . . .
C17 C16 H16A 109.289 no . . .
C17 C16 H16B 109.293 no . . .
H16A C16 H16B 107.953 no . . .
C17 C18 H18 179.992 no . . .
C12 C19 H19A 109.478 no . . .
C12 C19 H19B 109.469 no . . .
C12 C19 H19C 109.467 no . . .
H19A C19 H19B 109.472 no . . .
H19A C19 H19C 109.475 no . . .
H19B C19 H19C 109.466 no . . .
O3 C20 H20A 110.031 no . . .
O3 C20 H20B 110.031 no . . .
C14 C20 H20A 110.025 no . . .
C14 C20 H20B 110.027 no . . .
H20A C20 H20B 108.390 no . . .
O3 C21 H21A 110.028 no . . .
O3 C21 H21B 110.023 no . . .
C22 C21 H21A 110.021 no . . .
C22 C21 H21B 110.018 no . . .
H21A C21 H21B 108.378 no . . .
C22 C23 H23 179.998 no . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O1 C1 1.3685(15) yes . .
O1 C9 1.408(3) yes . .
O2 C15 1.409(3) yes . .
O2 C16 1.422(4) yes . .
O3 C20 1.4236(19) yes . .
O3 C21 1.412(4) yes . .
N1 C7 1.136(3) yes . .
N2 C8 1.146(4) yes . .
C1 C2 1.393(3) yes . .
C1 C6 1.390(2) yes . .
C2 C3 1.4068(19) yes . .
C2 C7 1.433(3) yes . .
C3 C4 1.387(3) yes . .
C3 C8 1.437(4) yes . .
C4 C5 1.375(4) yes . .
C5 C6 1.378(2) yes . .
C9 C10 1.388(4) yes . .
C9 C14 1.396(3) yes . .
C10 C11 1.399(3) yes . .
C10 C15 1.496(4) yes . .
C11 C12 1.386(4) yes . .
C12 C13 1.387(4) yes . .
C12 C19 1.513(5) yes . .
C13 C14 1.388(3) yes . .
C14 C20 1.495(4) yes . .
C16 C17 1.454(3) yes . .
C17 C18 1.176(3) yes . .
C21 C22 1.452(3) yes . .
C22 C23 1.176(3) yes . .
C4 H4 0.930 no . .
C5 H5 0.930 no . .
C6 H6 0.930 no . .
C11 H11 0.930 no . .
C13 H13 0.930 no . .
C15 H15A 0.970 no . .
C15 H15B 0.970 no . .
C16 H16A 0.970 no . .
C16 H16B 0.970 no . .
C18 H18 0.930 no . .
C19 H19A 0.960 no . .
C19 H19B 0.960 no . .
C19 H19C 0.960 no . .
C20 H20A 0.970 no . .
C20 H20B 0.970 no . .
C21 H21A 0.970 no . .
C21 H21B 0.970 no . .
C23 H23 0.930 no . .
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O1 O3 3.038(2) no . .
O1 N1 3.434(3) no . .
O1 C7 2.708(3) no . .
O1 C15 2.864(4) no . .
O1 C20 2.809(3) no . .
O2 C11 2.807(3) no . .
O2 C18 3.409(4) no . .
O3 C1 2.985(3) no . .
O3 C2 3.455(3) no . .
O3 C6 3.397(3) no . .
O3 C9 3.050(3) no . .
O3 C13 3.372(3) no . .
O3 C23 3.363(4) no . .
N1 C1 3.488(3) no . .
N1 C3 3.4966(19) no . .
N1 C8 3.549(2) no . .
N2 C2 3.506(3) no . .
N2 C4 3.483(4) no . .
N2 C7 3.575(3) no . .
C1 C4 2.788(2) no . .
C1 C10 3.218(3) no . .
C1 C14 3.194(3) no . .
C1 C15 3.478(4) no . .
C1 C20 3.381(3) no . .
C2 C5 2.768(3) no . .
C2 C9 3.593(3) no . .
C3 C6 2.773(3) no . .
C6 C9 2.8214(19) no . .
C6 C10 3.314(3) no . .
C6 C14 3.592(3) no . .
C6 C15 3.568(3) no . .
C7 C8 2.848(2) no . .
C9 C12 2.767(3) no . .
C10 C13 2.793(4) no . .
C11 C14 2.780(4) no . .
C15 C17 2.949(4) no . .
O2 C23 3.334(3) no . 2_766
O3 C5 3.314(2) no . 2_766
N1 C1 3.493(3) no . 2_656
N1 C2 3.394(3) no . 2_656
N1 C16 3.464(3) no . 1_455
N1 C23 3.553(5) no . 2_666
N2 C15 3.590(3) no . 2_656
N2 C18 3.341(4) no . 1_566
C1 N1 3.493(3) no . 2_656
C2 N1 3.394(3) no . 2_656
C5 O3 3.314(2) no . 2_766
C5 C6 3.565(3) no . 2_766
C6 C5 3.565(3) no . 2_766
C7 C7 3.408(4) no . 2_656
C11 C20 3.565(2) no . 2_655
C15 N2 3.590(3) no . 2_656
C16 N1 3.464(3) no . 1_655
C18 N2 3.341(4) no . 1_544
C20 C11 3.565(2) no . 2_655
C23 O2 3.334(3) no . 2_766
C23 N1 3.553(5) no . 2_666
O1 H6 2.6478 no . .
O1 H15A 2.4891 no . .
O1 H15B 3.2196 no . .
O1 H20B 2.6253 no . .
O2 H6 3.5698 no . .
O2 H11 2.5213 no . .
O3 H13 3.5200 no . .
N2 H4 3.4497 no . .
C1 H5 3.2304 no . .
C1 H15A 2.8378 no . .
C1 H20B 3.3534 no . .
C2 H4 3.2649 no . .
C2 H6 3.2486 no . .
C2 H21A 3.4708 no . .
C3 H5 3.2206 no . .
C4 H6 3.2372 no . .
C6 H4 3.2395 no . .
C6 H15A 2.9835 no . .
C7 H21A 3.3678 no . .
C8 H4 2.6148 no . .
C9 H6 2.5573 no . .
C9 H11 3.2163 no . .
C9 H13 3.2221 no . .
C9 H15A 2.6122 no . .
C9 H15B 2.9650 no . .
C9 H20A 3.2936 no . .
C9 H20B 2.6923 no . .
C10 H6 2.7653 no . .
C11 H13 3.2203 no . .
C11 H15A 3.2803 no . .
C11 H15B 2.9326 no . .
C11 H19A 2.5507 no . .
C11 H19B 3.1294 no . .
C11 H19C 3.1161 no . .
C13 H11 3.2194 no . .
C13 H19A 3.2990 no . .
C13 H19B 2.7615 no . .
C13 H19C 2.7744 no . .
C13 H20A 2.5839 no . .
C13 H20B 3.1936 no . .
C14 H6 3.3271 no . .
C15 H6 3.1461 no . .
C15 H11 2.6684 no . .
C15 H16A 2.4917 no . .
C15 H16B 3.1751 no . .
C16 H15A 2.7252 no . .
C16 H15B 2.4262 no . .
C16 H18 3.5602 no . .
C17 H15A 3.5472 no . .
C17 H15B 2.5544 no . .
C18 H15B 3.1701 no . .
C18 H16A 3.0954 no . .
C18 H16B 3.0927 no . .
C19 H11 2.6463 no . .
C19 H13 2.6660 no . .
C20 H13 2.6691 no . .
C20 H21A 2.5952 no . .
C20 H21B 2.5502 no . .
C21 H20A 2.6055 no . .
C21 H20B 2.5461 no . .
C21 H23 3.5575 no . .
C23 H21A 3.1041 no . .
C23 H21B 3.0816 no . .
H4 H5 2.2997 no . .
H5 H6 2.2990 no . .
H6 H15A 2.7724 no . .
H11 H15A 3.5369 no . .
H11 H15B 3.0038 no . .
H11 H19A 2.3298 no . .
H11 H19B 3.3072 no . .
H11 H19C 3.2783 no . .
H13 H19A 3.5736 no . .
H13 H19B 2.7060 no . .
H13 H19C 2.7186 no . .
H13 H20A 2.3878 no . .
H13 H20B 3.4157 no . .
H15A H16A 2.5296 no . .
H15A H16B 3.4945 no . .
H15B H16A 2.5013 no . .
H15B H16B 3.3656 no . .
H20A H21A 2.9546 no . .
H20A H21B 2.4175 no . .
H20B H21A 2.4018 no . .
H20B H21B 2.7937 no . .
O1 H19C 3.0748 no . 2_655
O2 H16A 3.3165 no . 2_756
O2 H23 2.5616 no . 2_766
O3 H5 2.3888 no . 2_766
N1 H15A 3.0219 no . 2_656
N1 H16B 2.5663 no . 1_455
N1 H19C 2.9340 no . 2_655
N1 H23 3.2748 no . 2_666
N2 H13 2.7488 no . 1_556
N2 H15A 3.5936 no . 2_656
N2 H15B 2.7588 no . 2_656
N2 H18 2.4699 no . 1_566
N2 H21B 2.7844 no . 2_666
C3 H19C 3.4949 no . 1_556
C4 H19B 3.5887 no . 1_556
C5 H6 3.2624 no . 2_766
C5 H16B 3.3221 no . 2_756
C6 H5 3.2409 no . 2_766
C6 H16B 3.3122 no . 2_756
C7 H19C 3.3180 no . 2_655
C8 H13 3.3512 no . 1_556
C8 H15B 3.5459 no . 2_656
C8 H18 3.4262 no . 1_566
C8 H19B 3.5651 no . 1_556
C8 H19C 3.3568 no . 1_556
C8 H21B 3.3220 no . 2_666
C10 H23 3.4849 no . 2_766
C11 H20A 3.4510 no . 2_655
C11 H20B 3.0519 no . 2_655
C11 H23 3.4401 no . 2_766
C12 H4 3.3266 no . 2_766
C12 H20B 3.1685 no . 2_655
C13 H4 3.1717 no . 2_766
C13 H5 3.5721 no . 2_766
C14 H5 3.2521 no . 2_766
C15 H23 3.4363 no . 2_766
C16 H15A 3.5795 no . 2_756
C16 H16A 3.5561 no . 2_756
C16 H23 3.5755 no . 2_766
C17 H5 3.3668 no . 2_756
C17 H19A 3.5200 no . 2_755
C17 H21B 3.5469 no . 1_545
C18 H5 3.5553 no . 2_756
C18 H18 3.4061 no . 2_645
C18 H19B 3.5459 no . 2_755
C18 H20A 3.3619 no . 1_545
C18 H20A 3.4810 no . 2_655
C18 H21B 3.4392 no . 1_545
C19 H20B 3.3766 no . 2_655
C20 H5 3.2885 no . 2_766
C20 H11 3.5978 no . 2_655
C21 H5 3.3442 no . 2_766
C22 H5 3.2982 no . 2_766
C22 H6 3.4217 no . 2_766
C22 H16A 3.2086 no . 1_565
C22 H21A 3.3788 no . 2_666
C23 H6 3.0638 no . 2_766
C23 H16A 3.0089 no . 1_565
C23 H21A 3.0519 no . 2_666
H4 C12 3.3266 no . 2_766
H4 C13 3.1717 no . 2_766
H4 H13 3.1971 no . 2_766
H4 H19B 3.3245 no . 1_556
H4 H19B 3.0286 no . 2_766
H5 O3 2.3888 no . 2_766
H5 C6 3.2409 no . 2_766
H5 C13 3.5721 no . 2_766
H5 C14 3.2521 no . 2_766
H5 C17 3.3668 no . 2_756
H5 C18 3.5553 no . 2_756
H5 C20 3.2885 no . 2_766
H5 C21 3.3442 no . 2_766
H5 C22 3.2982 no . 2_766
H5 H6 3.0528 no . 2_766
H5 H16A 3.5702 no . 2_756
H5 H16B 3.5194 no . 2_756
H6 C5 3.2624 no . 2_766
H6 C22 3.4217 no . 2_766
H6 C23 3.0638 no . 2_766
H6 H5 3.0528 no . 2_766
H6 H16A 3.4688 no . 2_756
H6 H16B 3.5110 no . 2_756
H6 H23 3.0838 no . 2_766
H11 C20 3.5978 no . 2_655
H11 H20A 3.3952 no . 2_655
H11 H20B 2.9972 no . 2_655
H11 H23 3.2366 no . 2_766
H13 N2 2.7488 no . 1_554
H13 C8 3.3512 no . 1_554
H13 H4 3.1971 no . 2_766
H13 H15B 3.2027 no . 2_655
H13 H18 3.0629 no . 1_565
H15A N1 3.0219 no . 2_656
H15A N2 3.5936 no . 2_656
H15A C16 3.5795 no . 2_756
H15A H16A 3.2751 no . 2_756
H15A H16B 3.0143 no . 2_756
H15B N2 2.7588 no . 2_656
H15B C8 3.5459 no . 2_656
H15B H13 3.2027 no . 2_655
H15B H20A 3.1437 no . 2_655
H16A O2 3.3165 no . 2_756
H16A C16 3.5561 no . 2_756
H16A C22 3.2086 no . 1_545
H16A C23 3.0089 no . 1_545
H16A H5 3.5702 no . 2_756
H16A H6 3.4688 no . 2_756
H16A H15A 3.2751 no . 2_756
H16A H16A 3.2361 no . 2_756
H16A H16B 3.4904 no . 2_756
H16A H23 3.1670 no . 1_545
H16B N1 2.5663 no . 1_655
H16B C5 3.3221 no . 2_756
H16B C6 3.3122 no . 2_756
H16B H5 3.5194 no . 2_756
H16B H6 3.5110 no . 2_756
H16B H15A 3.0143 no . 2_756
H16B H16A 3.4904 no . 2_756
H16B H19A 3.4512 no . 2_755
H16B H19C 3.5912 no . 2_755
H16B H23 3.4429 no . 2_766
H18 N2 2.4699 no . 1_544
H18 C8 3.4262 no . 1_544
H18 C18 3.4061 no . 2_645
H18 H13 3.0629 no . 1_545
H18 H18 3.1332 no . 2_645
H18 H20A 3.0009 no . 1_545
H18 H20A 3.4300 no . 2_655
H18 H21B 3.0598 no . 2_655
H19A C17 3.5200 no . 2_755
H19A H16B 3.4512 no . 2_755
H19A H20B 3.2991 no . 2_655
H19B C4 3.5887 no . 1_554
H19B C8 3.5651 no . 1_554
H19B C18 3.5459 no . 2_755
H19B H4 3.3245 no . 1_554
H19B H4 3.0286 no . 2_766
H19C O1 3.0748 no . 2_655
H19C N1 2.9340 no . 2_655
H19C C3 3.4949 no . 1_554
H19C C7 3.3180 no . 2_655
H19C C8 3.3568 no . 1_554
H19C H16B 3.5912 no . 2_755
H19C H20B 3.1053 no . 2_655
H20A C11 3.4510 no . 2_655
H20A C18 3.3619 no . 1_565
H20A C18 3.4810 no . 2_655
H20A H11 3.3952 no . 2_655
H20A H15B 3.1437 no . 2_655
H20A H18 3.0009 no . 1_565
H20A H18 3.4300 no . 2_655
H20B C11 3.0519 no . 2_655
H20B C12 3.1685 no . 2_655
H20B C19 3.3766 no . 2_655
H20B H11 2.9972 no . 2_655
H20B H19A 3.2991 no . 2_655
H20B H19C 3.1053 no . 2_655
H21A C22 3.3788 no . 2_666
H21A C23 3.0519 no . 2_666
H21A H23 3.1001 no . 2_666
H21B N2 2.7844 no . 2_666
H21B C8 3.3220 no . 2_666
H21B C17 3.5469 no . 1_565
H21B C18 3.4392 no . 1_565
H21B H18 3.0598 no . 2_655
H23 O2 2.5616 no . 2_766
H23 N1 3.2748 no . 2_666
H23 C10 3.4849 no . 2_766
H23 C11 3.4401 no . 2_766
H23 C15 3.4363 no . 2_766
H23 C16 3.5755 no . 2_766
H23 H6 3.0838 no . 2_766
H23 H11 3.2366 no . 2_766
H23 H16A 3.1670 no . 1_565
H23 H16B 3.4429 no . 2_766
H23 H21A 3.1001 no . 2_666
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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C1 O1 C9 C10 91.89(17) no . . . .
C1 O1 C9 C14 -91.04(16) no . . . .
C9 O1 C1 C2 159.81(15) no . . . .
C9 O1 C1 C6 -21.7(3) no . . . .
C15 O2 C16 C17 71.9(3) no . . . .
C16 O2 C15 C10 -158.03(14) no . . . .
C20 O3 C21 C22 -176.79(16) no . . . .
C21 O3 C20 C14 -175.72(16) no . . . .
O1 C1 C2 C3 179.66(15) no . . . .
O1 C1 C2 C7 -0.2(3) no . . . .
O1 C1 C6 C5 -178.81(16) no . . . .
C2 C1 C6 C5 -0.4(3) no . . . .
C6 C1 C2 C3 1.1(3) no . . . .
C6 C1 C2 C7 -178.74(17) no . . . .
C1 C2 C3 C4 -1.1(3) no . . . .
C1 C2 C3 C8 179.05(16) no . . . .
C7 C2 C3 C4 178.74(17) no . . . .
C7 C2 C3 C8 -1.1(3) no . . . .
C2 C3 C4 C5 0.4(4) no . . . .
C8 C3 C4 C5 -179.79(19) no . . . .
C3 C4 C5 C6 0.4(4) no . . . .
C4 C5 C6 C1 -0.3(4) no . . . .
O1 C9 C10 C11 179.68(8) no . . . .
O1 C9 C10 C15 2.68(15) no . . . .
O1 C9 C14 C13 -179.75(8) no . . . .
O1 C9 C14 C20 0.02(15) no . . . .
C10 C9 C14 C13 -2.78(16) no . . . .
C10 C9 C14 C20 176.98(10) no . . . .
C14 C9 C10 C11 2.77(16) no . . . .
C14 C9 C10 C15 -174.24(10) no . . . .
C9 C10 C11 C12 -0.66(17) no . . . .
C9 C10 C15 O2 -148.00(13) no . . . .
C11 C10 C15 O2 35.12(17) no . . . .
C15 C10 C11 C12 176.36(10) no . . . .
C10 C11 C12 C13 -1.32(19) no . . . .
C10 C11 C12 C19 178.84(10) no . . . .
C11 C12 C13 C14 1.32(19) no . . . .
C19 C12 C13 C14 -178.84(13) no . . . .
C12 C13 C14 C9 0.65(18) no . . . .
C12 C13 C14 C20 -179.12(11) no . . . .
C9 C14 C20 O3 72.05(17) no . . . .
C13 C14 C20 O3 -108.19(16) no . . . .
