#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:18:01 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178429 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/50/4025055.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_4025055
loop_
_publ_author_name
'Masahide Tominaga'
'Hyuma Masu'
'Isao Azumaya'
_publ_contact_author_address
;Faculty of Pharmaceutical Sciences at Kagawa Campus,
Tokushima Bunri University,
1314-1 Shido, Sanuki, Kagawa 769-2193, JAPAN
;
_publ_contact_author_email       azumayai@kph.bunri-u.ac.jp
_publ_contact_author_fax         +81-87-894-0181
_publ_contact_author_name        'Isao Azumaya'
_publ_contact_author_phone       +81-87-894-5111x6308
_publ_section_title
;
Construction and Charge-Transfer Complexation of Adamantane-Based
Macrocycles and a Cage with Aromatic Ring Moieties
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8754
_journal_page_last               8760
_journal_paper_doi               10.1021/jo9018842
_journal_volume                  74
_journal_year                    2009
_chemical_formula_sum            'C92 H89 N3 O24'
_chemical_formula_weight         1620.66
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 90.8630(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.1208(11)
_cell_length_b                   27.950(3)
_cell_length_c                   29.147(3)
_cell_measurement_reflns_used    6006
_cell_measurement_temperature    120
_cell_measurement_theta_max      25.62
_cell_measurement_theta_min      2.40
_cell_volume                     9058.6(16)
_computing_cell_refinement       'APEX2 (Bruker AXS, 2006)'
_computing_data_collection       'APEX2 '
_computing_data_reduction        'SAINT (Bruker AXS, 2004)'
_computing_molecular_graphics    'XSHEL (Bruker AXS,2002)'
_computing_publication_material  'XCIF (Bruker AXS, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_sigmaI/netI    0.0389
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            22262
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.19
_diffrn_reflns_theta_min         1.62
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.9830
_exptl_absorpt_correction_T_min  0.9663
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS Sheldrick 1996
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             3416
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.911
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     554
_refine_ls_number_reflns         9201
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.1000
_refine_ls_R_factor_gt           0.0726
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1392P)²+2.5220P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2157
_refine_ls_wR_factor_ref         0.2330
_reflns_number_gt                6045
_reflns_number_total             9201
_reflns_threshold_expression     >2sigma
_cod_data_source_file            jo9018842_si_006.cif
_cod_data_source_block           a0906142mas
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'C2/c  '
_cod_database_code               4025055
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
C31A C 1.1020(6) 0.3297(2) 0.4079(4) 0.110(4) Uani 0.615(12) 1 d P A 1
H31A H 1.1571 0.3559 0.4158 0.165 Uiso 0.615(12) 1 calc PR A 1
H31B H 1.1408 0.3081 0.3862 0.165 Uiso 0.615(12) 1 calc PR A 1
H31C H 1.0816 0.3120 0.4357 0.165 Uiso 0.615(12) 1 calc PR A 1
C31B C 1.030(2) 0.3794(6) 0.4098(5) 0.159(10) Uani 0.385(12) 1 d PU A 2
H31D H 0.9639 0.4016 0.4160 0.238 Uiso 0.38 1 calc P A 2
H31E H 1.0939 0.3964 0.3937 0.238 Uiso 0.38 1 calc P A 2
H31F H 1.0618 0.3666 0.4388 0.238 Uiso 0.38 1 calc P A 2
C43 C 0.6831(3) 0.01893(13) -0.03547(9) 0.0547(8) Uani 1 1 d . . .
H43A H 0.7459 -0.0049 -0.0427 0.066 Uiso 1 1 calc R . .
H43B H 0.6106 0.0112 -0.0542 0.066 Uiso 1 1 calc R . .
C1 C 0.6201(2) 0.14171(9) 0.45867(8) 0.0332(6) Uani 1 1 d . . .
H1 H 0.5457 0.1349 0.4764 0.040 Uiso 1 1 calc R . .
C2 C 0.6104(2) 0.11642(9) 0.41177(8) 0.0307(5) Uani 1 1 d . . .
H2A H 0.5383 0.1281 0.3948 0.037 Uiso 1 1 calc R . .
H2B H 0.6017 0.0815 0.4164 0.037 Uiso 1 1 calc R . .
C3 C 0.6316(2) 0.19594(9) 0.45228(9) 0.0363(6) Uani 1 1 d . . .
H3A H 0.6362 0.2118 0.4826 0.044 Uiso 1 1 calc R . .
H3B H 0.5600 0.2083 0.4356 0.044 Uiso 1 1 calc R . .
C4 C 0.7295(2) 0.12219(9) 0.48561(8) 0.0332(6) Uani 1 1 d . . .
H4A H 0.7343 0.1375 0.5162 0.040 Uiso 1 1 calc R . .
H4B H 0.7207 0.0872 0.4900 0.040 Uiso 1 1 calc R . .
C5 C 0.7241(2) 0.12670(8) 0.38364(8) 0.0294(5) Uani 1 1 d . . .
C6 C 0.7367(2) 0.18120(8) 0.37824(8) 0.0315(5) Uani 1 1 d . . .
H6A H 0.6662 0.1936 0.3609 0.038 Uiso 1 1 calc R . .
H6B H 0.8094 0.1882 0.3603 0.038 Uiso 1 1 calc R . .
C7 C 0.7460(2) 0.20719(9) 0.42496(9) 0.0345(6) Uani 1 1 d . . .
C8 C 0.8547(2) 0.18707(9) 0.45212(9) 0.0340(6) Uani 1 1 d . . .
H8A H 0.9294 0.1943 0.4354 0.041 Uiso 1 1 calc R . .
H8B H 0.8599 0.2030 0.4824 0.041 Uiso 1 1 calc R . .
C9 C 0.8448(2) 0.13264(9) 0.45906(8) 0.0313(5) Uani 1 1 d . . .
C10 C 0.8353(2) 0.10856(8) 0.41131(8) 0.0285(5) Uani 1 1 d . . .
H10A H 0.8294 0.0735 0.4152 0.034 Uiso 1 1 calc R . .
H10B H 0.9091 0.1154 0.3939 0.034 Uiso 1 1 calc R . .
C11 C 0.7165(2) 0.10130(9) 0.33745(8) 0.0298(5) Uani 1 1 d . . .
C12 C 0.7245(2) 0.05137(9) 0.33570(8) 0.0311(5) Uani 1 1 d . . .
H12 H 0.7353 0.0337 0.3633 0.037 Uiso 1 1 calc R . .
C13 C 0.7170(2) 0.02722(9) 0.29407(8) 0.0317(5) Uani 1 1 d . . .
C14 C 0.7003(2) 0.05297(9) 0.25328(8) 0.0318(5) Uani 1 1 d . . .
C15 C 0.6928(2) 0.10218(9) 0.25494(8) 0.0328(5) Uani 1 1 d . . .
C16 C 0.7004(2) 0.12663(9) 0.29651(8) 0.0321(5) Uani 1 1 d . . .
H16 H 0.6946 0.1605 0.2970 0.038 Uiso 1 1 calc R . .
C17 C 0.7269(3) -0.04934(10) 0.32985(10) 0.0544(8) Uani 1 1 d . . .
H17A H 0.7969 -0.0408 0.3490 0.082 Uiso 1 1 calc R . .
H17B H 0.7314 -0.0833 0.3216 0.082 Uiso 1 1 calc R . .
H17C H 0.6531 -0.0435 0.3470 0.082 Uiso 1 1 calc R . .
C18 C 0.6668(4) 0.17461(11) 0.21162(11) 0.0661(10) Uani 1 1 d . . .
H18A H 0.5942 0.1836 0.2282 0.099 Uiso 1 1 calc R . .
H18B H 0.6594 0.1853 0.1797 0.099 Uiso 1 1 calc R . .
H18C H 0.7371 0.1898 0.2262 0.099 Uiso 1 1 calc R . .
C19 C 0.5834(2) 0.02716(10) 0.18948(8) 0.0362(6) Uani 1 1 d . . .
H19A H 0.5387 0.0571 0.1952 0.043 Uiso 1 1 calc R . .
H19B H 0.5364 0.0001 0.2018 0.043 Uiso 1 1 calc R . .
C20 C 0.6004(2) 0.02085(9) 0.14063(9) 0.0357(6) Uani 1 1 d . . .
C21 C 0.6172(2) 0.01702(10) 0.10008(9) 0.0372(6) Uani 1 1 d . . .
C22 C 0.6367(2) 0.01498(11) 0.05373(9) 0.0422(7) Uani 1 1 d . . .
C23 C 0.6537(3) 0.01527(11) 0.01349(9) 0.0456(7) Uani 1 1 d . . .
C24 C 0.7607(2) 0.26078(9) 0.41460(9) 0.0374(6) Uani 1 1 d . . .
C25 C 0.6588(3) 0.28957(9) 0.40587(9) 0.0407(6) Uani 1 1 d . . .
H25 H 0.5807 0.2768 0.4103 0.049 Uiso 1 1 calc R . .
C26 C 0.6715(3) 0.33647(10) 0.39078(9) 0.0462(7) Uani 1 1 d . . .
C27 C 0.7852(3) 0.35589(10) 0.38436(10) 0.0494(8) Uani 1 1 d . . .
C28 C 0.8855(3) 0.32841(11) 0.39414(11) 0.0539(8) Uani 1 1 d . A .
C29 C 0.8728(3) 0.28130(10) 0.40937(11) 0.0504(7) Uani 1 1 d . . .
H29 H 0.9426 0.2630 0.4163 0.061 Uiso 1 1 calc R . .
C30 C 0.4589(3) 0.34861(13) 0.38837(14) 0.0691(10) Uani 1 1 d . . .
H30A H 0.4508 0.3403 0.4208 0.104 Uiso 1 1 calc R . .
H30B H 0.4449 0.3201 0.3695 0.104 Uiso 1 1 calc R . .
H30C H 0.3998 0.3733 0.3801 0.104 Uiso 1 1 calc R . .
C32 C 0.7709(4) 0.41138(12) 0.32268(13) 0.0650(10) Uani 1 1 d . . .
H32A H 0.7421 0.4447 0.3190 0.078 Uiso 1 1 calc R . .
H32B H 0.7049 0.3898 0.3127 0.078 Uiso 1 1 calc R . .
C33 C 0.8734(4) 0.40404(11) 0.29284(14) 0.0620(10) Uani 1 1 d . . .
C34 C 0.9549(4) 0.40242(10) 0.26537(13) 0.0619(10) Uani 1 1 d . . .
C35 C 0.9589(2) 0.11319(9) 0.48335(8) 0.0337(6) Uani 1 1 d . . .
C36 C 1.0695(2) 0.12898(11) 0.46896(10) 0.0442(7) Uani 1 1 d . . .
H36 H 1.0734 0.1513 0.4444 0.053 Uiso 1 1 calc R . .
C37 C 1.1753(2) 0.11295(11) 0.48952(10) 0.0448(7) Uani 1 1 d . . .
C38 C 1.1708(2) 0.07932(11) 0.52463(9) 0.0424(7) Uani 1 1 d . . .
C39 C 1.0598(3) 0.06195(10) 0.53791(9) 0.0415(6) Uani 1 1 d . . .
C40 C 0.9535(2) 0.07905(10) 0.51780(8) 0.0376(6) Uani 1 1 d . . .
H40 H 0.8779 0.0674 0.5276 0.045 Uiso 1 1 calc R . .
C41 C 1.2951(4) 0.1527(2) 0.43604(16) 0.1013(18) Uani 1 1 d . . .
H41A H 1.2427 0.1372 0.4131 0.152 Uiso 1 1 calc R . .
H41B H 1.3784 0.1519 0.4256 0.152 Uiso 1 1 calc R . .
H41C H 1.2699 0.1860 0.4401 0.152 Uiso 1 1 calc R . .
C42 C 0.9534(3) 0.00642(13) 0.58372(11) 0.0568(8) Uani 1 1 d . . .
H42A H 0.8977 0.0306 0.5953 0.085 Uiso 1 1 calc R . .
H42B H 0.9676 -0.0180 0.6073 0.085 Uiso 1 1 calc R . .
H42C H 0.9185 -0.0086 0.5562 0.085 Uiso 1 1 calc R . .
C44 C 1.0000 0.01112(19) 0.2500 0.0576(12) Uani 1 2 d S . .
C45 C 0.9640(3) 0.03474(14) 0.21136(13) 0.0617(9) Uani 1 1 d . . .
H45 H 0.9395 0.0176 0.1847 0.074 Uiso 1 1 calc R . .
C46 C 0.9640(3) 0.08402(15) 0.21164(12) 0.0611(9) Uani 1 1 d . . .
C47 C 1.0000 0.10996(19) 0.2500 0.0630(13) Uani 1 2 d S . .
H47 H 1.0000 0.1439 0.2500 0.076 Uiso 1 2 calc SR . .
N1 N 1.0000 -0.0415(2) 0.2500 0.0918(18) Uani 1 2 d S . .
N2 N 0.9234(3) 0.11039(18) 0.17157(14) 0.0843(11) Uani 1 1 d . . .
O10 O 0.9891(3) -0.06198(13) 0.21240(17) 0.1233(15) Uani 1 1 d . . .
O11 O 0.8805(3) 0.08746(16) 0.13966(11) 0.1049(11) Uani 1 1 d . . .
O12 O 0.9341(3) 0.15379(15) 0.17056(13) 0.1122(13) Uani 1 1 d . . .
O1 O 0.72574(18) -0.02107(6) 0.28932(6) 0.0420(5) Uani 1 1 d . . .
O2 O 0.70030(15) 0.02915(6) 0.21178(5) 0.0365(4) Uani 1 1 d . . .
O3 O 0.68084(19) 0.12396(7) 0.21275(6) 0.0449(5) Uani 1 1 d . . .
O4 O 0.5765(2) 0.36623(8) 0.38065(8) 0.0632(7) Uani 1 1 d . . .
O5 O 0.7976(2) 0.40283(7) 0.37034(8) 0.0646(7) Uani 1 1 d . . .
O6 O 0.9951(3) 0.34880(12) 0.38746(12) 0.0963(11) Uani 1 1 d . . .
O7 O 1.28699(18) 0.12822(9) 0.47814(8) 0.0609(6) Uani 1 1 d . . .
O8 O 1.27506(18) 0.06549(8) 0.54775(6) 0.0521(6) Uani 1 1 d . . .
O9 O 1.06411(19) 0.02861(8) 0.57255(6) 0.0511(5) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
O6 C31A H31A 109.5 . . ?
O6 C31A H31B 109.5 . . ?
O6 C31A H31C 109.5 . . ?
O6 C31B H31D 109.5 . . ?
O6 C31B H31E 109.5 . . ?
H31D C31B H31E 109.5 . . ?
O6 C31B H31F 109.5 . . ?
H31D C31B H31F 109.5 . . ?
H31E C31B H31F 109.5 . . ?
O8 C43 C23 112.6(2) 2_755 . ?
O8 C43 H43A 109.1 2_755 . ?
C23 C43 H43A 109.1 . . ?
O8 C43 H43B 109.1 2_755 . ?
C23 C43 H43B 109.1 . . ?
H43A C43 H43B 107.8 . . ?
C3 C1 C4 110.3(2) . . ?
C3 C1 C2 110.5(2) . . ?
C4 C1 C2 109.56(19) . . ?
C3 C1 H1 108.8 . . ?
C4 C1 H1 108.8 . . ?
C2 C1 H1 108.8 . . ?
C1 C2 C5 109.8(2) . . ?
C1 C2 H2A 109.7 . . ?
C5 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
C5 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C1 C3 C7 109.58(19) . . ?
C1 C3 H3A 109.8 . . ?
C7 C3 H3A 109.8 . . ?
C1 C3 H3B 109.8 . . ?
C7 C3 H3B 109.8 . . ?
H3A C3 H3B 108.2 . . ?
C9 C4 C1 109.56(19) . . ?
C9 C4 H4A 109.8 . . ?
C1 C4 H4A 109.8 . . ?
C9 C4 H4B 109.8 . . ?
C1 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
C11 C5 C6 112.03(19) . . ?
C11 C5 C2 110.33(19) . . ?
C6 C5 C2 108.37(19) . . ?
C11 C5 C10 109.90(18) . . ?
C6 C5 C10 107.69(19) . . ?
C2 C5 C10 108.42(18) . . ?
C5 C6 C7 112.36(19) . . ?
C5 C6 H6A 109.1 . . ?
C7 C6 H6A 109.1 . . ?
C5 C6 H6B 109.1 . . ?
C7 C6 H6B 109.1 . . ?
H6A C6 H6B 107.9 . . ?
C24 C7 C8 111.8(2) . . ?
C24 C7 C3 113.0(2) . . ?
C8 C7 C3 107.9(2) . . ?
C24 C7 C6 106.9(2) . . ?
C8 C7 C6 108.84(19) . . ?
C3 C7 C6 108.3(2) . . ?
C9 C8 C7 111.8(2) . . ?
C9 C8 H8A 109.3 . . ?
C7 C8 H8A 109.3 . . ?
C9 C8 H8B 109.3 . . ?
C7 C8 H8B 109.3 . . ?
H8A C8 H8B 107.9 . . ?
C4 C9 C8 108.45(19) . . ?
C4 C9 C35 112.9(2) . . ?
C8 C9 C35 110.4(2) . . ?
C4 C9 C10 108.9(2) . . ?
C8 C9 C10 108.41(19) . . ?
C35 C9 C10 107.68(18) . . ?
C9 C10 C5 111.60(18) . . ?
C9 C10 H10A 109.3 . . ?
C5 C10 H10A 109.3 . . ?
C9 C10 H10B 109.3 . . ?
C5 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
C16 C11 C12 118.8(2) . . ?
C16 C11 C5 121.6(2) . . ?
C12 C11 C5 119.6(2) . . ?
C13 C12 C11 120.9(2) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
O1 C13 C12 124.5(2) . . ?
O1 C13 C14 115.6(2) . . ?
C12 C13 C14 119.8(2) . . ?
C15 C14 O2 120.8(2) . . ?
C15 C14 C13 119.4(2) . . ?
O2 C14 C13 119.6(2) . . ?
O3 C15 C14 114.5(2) . . ?
O3 C15 C16 124.3(2) . . ?
C14 C15 C16 121.1(2) . . ?
C15 C16 C11 120.0(2) . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
O1 C17 H17A 109.5 . . ?
O1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O3 C18 H18A 109.5 . . ?
O3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O2 C19 C20 108.4(2) . . ?
O2 C19 H19A 110.0 . . ?
C20 C19 H19A 110.0 . . ?
O2 C19 H19B 110.0 . . ?
C20 C19 H19B 110.0 . . ?
H19A C19 H19B 108.4 . . ?
C21 C20 C19 177.7(3) . . ?
C20 C21 C22 177.3(3) . . ?
C23 C22 C21 177.2(3) . . ?
C22 C23 C43 174.8(3) . . ?
C29 C24 C25 117.8(2) . . ?
C29 C24 C7 121.6(2) . . ?
C25 C24 C7 120.3(2) . . ?
C26 C25 C24 120.7(3) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
O4 C26 C25 123.9(3) . . ?
O4 C26 C27 115.6(3) . . ?
C25 C26 C27 120.5(3) . . ?
C28 C27 O5 120.4(3) . . ?
C28 C27 C26 119.2(3) . . ?
O5 C27 C26 120.3(3) . . ?
O6 C28 C27 117.4(3) . . ?
O6 C28 C29 122.4(3) . . ?
C27 C28 C29 120.3(3) . . ?
C24 C29 C28 121.5(3) . . ?
C24 C29 H29 119.3 . . ?
C28 C29 H29 119.3 . . ?
O4 C30 H30A 109.5 . . ?
O4 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O4 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O5 C32 C33 113.7(3) . . ?
O5 C32 H32A 108.8 . . ?
C33 C32 H32A 108.8 . . ?
O5 C32 H32B 108.8 . . ?
C33 C32 H32B 108.8 . . ?
H32A C32 H32B 107.7 . . ?
C34 C33 C32 172.8(3) . . ?
C33 C34 C34 177.8(2) . 2_755 ?
C36 C35 C40 119.3(2) . . ?
C36 C35 C9 118.7(2) . . ?
C40 C35 C9 122.0(2) . . ?
C35 C36 C37 121.4(3) . . ?
C35 C36 H36 119.3 . . ?
C37 C36 H36 119.3 . . ?
O7 C37 C36 124.5(3) . . ?
O7 C37 C38 115.8(2) . . ?
C36 C37 C38 119.8(3) . . ?
C39 C38 O8 120.5(2) . . ?
C39 C38 C37 119.0(2) . . ?
O8 C38 C37 120.4(3) . . ?
O9 C39 C38 114.9(2) . . ?
O9 C39 C40 124.1(3) . . ?
C38 C39 C40 121.0(3) . . ?
C35 C40 C39 119.6(3) . . ?
C35 C40 H40 120.2 . . ?
C39 C40 H40 120.2 . . ?
O7 C41 H41A 109.5 . . ?
O7 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
O7 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
O9 C42 H42A 109.5 . . ?
O9 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
O9 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C45 C44 C45 121.9(5) . 2_755 ?
C45 C44 N1 119.0(3) . . ?
C45 C44 N1 119.0(3) 2_755 . ?
C44 C45 C46 118.7(4) . . ?
C44 C45 H45 120.6 . . ?
C46 C45 H45 120.6 . . ?
C45 C46 C47 121.8(4) . . ?
C45 C46 N2 120.3(4) . . ?
C47 C46 N2 117.8(4) . . ?
C46 C47 C46 116.9(5) . 2_755 ?
C46 C47 H47 121.5 . . ?
C46 C47 H47 121.5 2_755 . ?
O10 N1 O10 125.1(6) . 2_755 ?
O10 N1 C44 117.5(3) . . ?
O10 N1 C44 117.5(3) 2_755 . ?
O12 N2 O11 122.8(4) . . ?
O12 N2 C46 119.8(5) . . ?
O11 N2 C46 117.4(4) . . ?
C13 O1 C17 117.8(2) . . ?
C14 O2 C19 113.60(18) . . ?
C15 O3 C18 118.0(2) . . ?
C26 O4 C30 117.6(3) . . ?
C27 O5 C32 115.1(2) . . ?
C31B O6 C28 122.0(10) . . ?
C31B O6 C31A 76.7(13) . . ?
C28 O6 C31A 121.7(4) . . ?
C37 O7 C41 115.8(2) . . ?
C38 O8 C43 113.9(2) . 2_755 ?
C39 O9 C42 116.3(2) . . ?
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
C31A O6 1.425(7) . ?
C31A H31A 0.9800 . ?
C31A H31B 0.9800 . ?
C31A H31C 0.9800 . ?
C31B O6 1.140(11) . ?
C31B H31D 0.9800 . ?
C31B H31E 0.9800 . ?
C31B H31F 0.9800 . ?
C43 O8 1.429(4) 2_755 ?
C43 C23 1.473(4) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C1 C3 1.533(4) . ?
C1 C4 1.538(3) . ?
C1 C2 1.541(3) . ?
C1 H1 1.0000 . ?
C2 C5 1.544(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C7 1.543(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C9 1.535(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C11 1.524(3) . ?
C5 C6 1.538(3) . ?
C5 C10 1.551(3) . ?
C6 C7 1.545(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C24 1.537(4) . ?
C7 C8 1.541(3) . ?
C8 C9 1.539(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C35 1.543(3) . ?
C9 C10 1.548(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C16 1.396(3) . ?
C11 C12 1.400(3) . ?
C12 C13 1.390(3) . ?
C12 H12 0.9500 . ?
C13 O1 1.361(3) . ?
C13 C14 1.400(3) . ?
C14 C15 1.379(4) . ?
C14 O2 1.381(3) . ?
C15 O3 1.377(3) . ?
C15 C16 1.393(3) . ?
C16 H16 0.9500 . ?
C17 O1 1.421(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 O3 1.425(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 O2 1.446(3) . ?
C19 C20 1.450(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.204(4) . ?
C21 C22 1.372(4) . ?
C22 C23 1.191(4) . ?
C24 C29 1.383(4) . ?
C24 C25 1.409(4) . ?
C25 C26 1.391(4) . ?
C25 H25 0.9500 . ?
C26 O4 1.374(3) . ?
C26 C27 1.391(5) . ?
C27 C28 1.381(4) . ?
C27 O5 1.382(3) . ?
C28 O6 1.362(4) . ?
C28 C29 1.397(4) . ?
C29 H29 0.9500 . ?
C30 O4 1.418(5) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C32 O5 1.436(4) . ?
C32 C33 1.458(6) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.220(5) . ?
C34 C34 1.355(9) 2_755 ?
C35 C36 1.378(4) . ?
C35 C40 1.387(4) . ?
C36 C37 1.386(4) . ?
C36 H36 0.9500 . ?
C37 O7 1.359(4) . ?
C37 C38 1.391(4) . ?
C38 C39 1.387(4) . ?
C38 O8 1.388(3) . ?
C39 O9 1.374(3) . ?
C39 C40 1.396(4) . ?
C40 H40 0.9500 . ?
C41 O7 1.409(4) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 O9 1.421(4) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C44 C45 1.360(4) . ?
C44 C45 1.360(4) 2_755 ?
C44 N1 1.471(7) . ?
C45 C46 1.377(5) . ?
C45 H45 0.9500 . ?
C46 C47 1.387(5) . ?
C46 N2 1.447(5) . ?
C47 C46 1.387(5) 2_755 ?
C47 H47 0.9500 . ?
N1 O10 1.241(4) . ?
N1 O10 1.241(4) 2_755 ?
N2 O12 1.219(5) . ?
N2 O11 1.220(5) . ?
O8 C43 1.429(4) 2_755 ?
