#------------------------------------------------------------------------------
#$Date: 2023-04-04 13:15:53 +0300 (Tue, 04 Apr 2023) $
#$Revision: 282334 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/63/7246370.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_7246370
loop_
_publ_author_name
'Barton, Benita'
'Caira, Mino R.'
'Senekal, Ulrich'
'Hosten, Eric C.'
_publ_section_title
;
 Complementary host behaviour of three anthracenyl-derived roof-shaped
 compounds in mixed pyridines
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              1740
_journal_page_last               1754
_journal_paper_doi               10.1039/D3CE00080J
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C42 H34 O2, C6 H7 N'
_chemical_formula_sum            'C48 H41 N O2'
_chemical_formula_weight         663.82
_chemical_name_systematic
trans-α,α,α',α'-tetraphenyl-9,10-dihydro-9,10-ethanoanthracene-11,12-dimethanol
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-01-13 deposited with the CCDC.	2023-02-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.012(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.950(4)
_cell_length_b                   8.983(2)
_cell_length_c                   22.253(5)
_cell_measurement_reflns_used    9801
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.41
_cell_measurement_theta_min      2.49
_cell_volume                     3622.3(14)
_computing_cell_refinement       'APEX2 v2011.4-1 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2011.4.0.0'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'
_computing_structure_refinement
'SHELXL-2018/3 (Sheldrick, 2015) and ShelXle (Hübschle, 2011)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0310
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            48986
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.660
_diffrn_reflns_theta_min         1.914
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9318
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1408
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: 2-methylpyridine'
_exptl_crystal_size_max          0.989
_exptl_crystal_size_mid          0.469
_exptl_crystal_size_min          0.409
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       0.0027(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     464
_refine_ls_number_reflns         9067
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0463
_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)+(0.0526P)²+1.0846P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1159
_refine_ls_wR_factor_ref         0.1321
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6901
_reflns_number_total             9067
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00080j2.cif
_cod_data_source_block           ja116
_cod_depositor_comments
'Adding full bibliography for 7246364--7246371.cif.'
_cod_original_cell_volume        3622.2(15)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7246370
_shelx_shelxl_version_number     2018/3
_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   0.931
_shelx_estimated_absorpt_t_max   0.971
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_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
O11 O 0.35105(5) 1.05045(12) 0.22977(5) 0.0490(2) Uani 1 1 d . . . . .
H11 H 0.354369 1.031266 0.194673 0.074 Uiso 1 1 calc R U . . .
O16 O 0.31221(5) 0.95713(11) 0.11281(4) 0.0417(2) Uani 1 1 d . . . . .
H16 H 0.330172 0.948890 0.083623 0.062 Uiso 1 1 calc R U . . .
N1 N 0.40663(7) 0.85882(15) 0.04962(6) 0.0539(3) Uani 1 1 d . . . . .
C2 C 0.41566(10) 0.8623(2) -0.00742(9) 0.0639(5) Uani 1 1 d . . . . .
C3 C 0.47175(14) 0.7844(3) -0.02137(14) 0.0944(8) Uani 1 1 d . . . . .
H3 H 0.477140 0.787811 -0.061562 0.113 Uiso 1 1 calc R U . . .
C4 C 0.51833(15) 0.7038(3) 0.02395(17) 0.1111(10) Uani 1 1 d . . . . .
H4 H 0.556153 0.650701 0.014955 0.133 Uiso 1 1 calc R U . . .
C5 C 0.51075(11) 0.6985(3) 0.08405(14) 0.0936(7) Uani 1 1 d . . . . .
H5 H 0.543089 0.643726 0.115845 0.112 Uiso 1 1 calc R U . . .
C6 C 0.45390(10) 0.7771(2) 0.09461(10) 0.0672(5) Uani 1 1 d . . . . .
H6 H 0.447492 0.774214 0.134460 0.081 Uiso 1 1 calc R U . . .
C7 C 0.36293(15) 0.9548(3) -0.05454(10) 0.0900(7) Uani 1 1 d . . . . .
H7A H 0.377766 0.959172 -0.092219 0.135 Uiso 1 1 calc R U . . .
H7B H 0.362191 1.053544 -0.038214 0.135 Uiso 1 1 calc R U . . .
H7C H 0.314523 0.911948 -0.063846 0.135 Uiso 1 1 calc R U . . .
C11 C 0.31003(6) 0.93659(15) 0.24879(6) 0.0367(3) Uani 1 1 d . . . . .
C12 C 0.23690(6) 0.90257(13) 0.19464(5) 0.0322(2) Uani 1 1 d . . . . .
H12 H 0.248670 0.821045 0.169917 0.039 Uiso 1 1 calc R U . . .
C13 C 0.17068(6) 0.84627(14) 0.21812(6) 0.0357(3) Uani 1 1 d . . . . .
H13 H 0.187122 0.775616 0.252986 0.043 Uiso 1 1 calc R U . . .
C14 C 0.20898(6) 1.03253(13) 0.14834(5) 0.0322(2) Uani 1 1 d . . . . .
H14 H 0.222256 1.123579 0.173370 0.039 Uiso 1 1 calc R U . . .
C15 C 0.12245(6) 1.02819(14) 0.12612(6) 0.0368(3) Uani 1 1 d . . . . .
H15 H 0.101776 1.097153 0.091285 0.044 Uiso 1 1 calc R U . . .
C16 C 0.24738(6) 1.04632(13) 0.09351(6) 0.0336(2) Uani 1 1 d . . . . .
C21 C 0.35789(7) 0.79675(17) 0.26279(6) 0.0447(3) Uani 1 1 d . . . . .
C22 C 0.33046(10) 0.65502(19) 0.25287(8) 0.0594(4) Uani 1 1 d . . . . .
H22 H 0.279700 0.640541 0.238237 0.071 Uiso 1 1 calc R U . . .
C23 C 0.37701(13) 0.5329(2) 0.26426(10) 0.0806(6) Uani 1 1 d . . . . .
H23 H 0.357535 0.437169 0.257814 0.097 Uiso 1 1 calc R U . . .
C24 C 0.45181(14) 0.5534(3) 0.28504(11) 0.0937(8) Uani 1 1 d . . . . .
H24 H 0.483255 0.471609 0.292251 0.112 Uiso 1 1 calc R U . . .
C25 C 0.48006(11) 0.6927(3) 0.29512(11) 0.0925(7) Uani 1 1 d . . . . .
H25 H 0.530916 0.706411 0.308870 0.111 Uiso 1 1 calc R U . . .
C26 C 0.43397(9) 0.8134(2) 0.28511(8) 0.0663(5) Uani 1 1 d . . . . .
H26 H 0.453994 0.908410 0.293423 0.080 Uiso 1 1 calc R U . . .
C31 C 0.29636(7) 0.99826(16) 0.30847(6) 0.0404(3) Uani 1 1 d . . . . .
C32 C 0.30121(8) 0.91204(19) 0.36099(7) 0.0520(4) Uani 1 1 d . . . . .
H32 H 0.312415 0.811403 0.360163 0.062 Uiso 1 1 calc R U . . .
C33 C 0.28975(10) 0.9719(2) 0.41508(8) 0.0671(5) Uani 1 1 d . . . . .
H33 H 0.294100 0.911826 0.450022 0.081 Uiso 1 1 calc R U . . .
C34 C 0.27224(11) 1.1180(3) 0.41673(9) 0.0742(5) Uani 1 1 d . . . . .
H34 H 0.263916 1.158401 0.452531 0.089 Uiso 1 1 calc R U . . .
C35 C 0.26694(10) 1.2053(2) 0.36515(10) 0.0704(5) Uani 1 1 d . . . . .
H35 H 0.254493 1.305280 0.366033 0.084 Uiso 1 1 calc R U . . .
C36 C 0.27988(8) 1.14690(18) 0.31154(8) 0.0536(4) Uani 1 1 d . . . . .
H36 H 0.277393 1.208658 0.277439 0.064 Uiso 1 1 calc R U . . .
C41 C 0.12870(6) 0.97407(15) 0.23457(6) 0.0384(3) Uani 1 1 d . . . . .
C42 C 0.10161(7) 1.07159(15) 0.18476(7) 0.0402(3) Uani 1 1 d . . . . .
C43 C 0.06210(8) 1.19508(18) 0.19246(8) 0.0538(4) Uani 1 1 d . . . . .
H43 H 0.044775 1.262283 0.159659 0.065 Uiso 1 1 calc R U . . .
C44 C 0.04831(9) 1.2184(2) 0.25006(10) 0.0675(5) Uani 1 1 d . . . . .
H44 H 0.021576 1.301579 0.255426 0.081 Uiso 1 1 calc R U . . .
C45 C 0.07361(9) 1.1205(2) 0.29864(9) 0.0636(5) Uani 1 1 d . . . . .
H45 H 0.063649 1.136844 0.336616 0.076 Uiso 1 1 calc R U . . .
C46 C 0.11385(8) 0.99756(18) 0.29140(7) 0.0499(3) Uani 1 1 d . . . . .
H46 H 0.130972 0.930685 0.324362 0.060 Uiso 1 1 calc R U . . .
C51 C 0.09464(6) 0.87227(15) 0.11031(6) 0.0383(3) Uani 1 1 d . . . . .
C52 C 0.11903(6) 0.77422(14) 0.16059(6) 0.0377(3) Uani 1 1 d . . . . .
C53 C 0.09583(8) 0.62907(16) 0.15477(7) 0.0480(3) Uani 1 1 d . . . . .
H53 H 0.112323 0.562909 0.188080 0.058 Uiso 1 1 calc R U . . .
C54 C 0.04721(9) 0.58250(19) 0.09816(8) 0.0591(4) Uani 1 1 d . . . . .
H54 H 0.030905 0.484332 0.093810 0.071 Uiso 1 1 calc R U . . .
C55 C 0.02293(9) 0.6787(2) 0.04871(8) 0.0599(4) Uani 1 1 d . . . . .
H55 H -0.009832 0.645535 0.011297 0.072 Uiso 1 1 calc R U . . .
C56 C 0.04671(8) 0.82412(18) 0.05402(7) 0.0497(3) Uani 1 1 d . . . . .
H56 H 0.030787 0.889192 0.020241 0.060 Uiso 1 1 calc R U . . .
C61 C 0.20062(7) 0.98992(15) 0.02900(6) 0.0390(3) Uani 1 1 d . . . . .
C62 C 0.20068(9) 0.84042(18) 0.01586(8) 0.0557(4) Uani 1 1 d . . . . .
H62 H 0.227368 0.775262 0.046642 0.067 Uiso 1 1 calc R U . . .
C63 C 0.16169(11) 0.7855(2) -0.04240(10) 0.0738(5) Uani 1 1 d . . . . .
H63 H 0.162355 0.683802 -0.050138 0.089 Uiso 1 1 calc R U . . .
C64 C 0.12218(11) 0.8781(3) -0.08881(9) 0.0778(6) Uani 1 1 d . . . . .
H64 H 0.096892 0.840647 -0.128184 0.093 Uiso 1 1 calc R U . . .
C65 C 0.12049(10) 1.0257(3) -0.07644(8) 0.0732(5) Uani 1 1 d . . . . .
H65 H 0.092949 1.089699 -0.107316 0.088 Uiso 1 1 calc R U . . .
C66 C 0.15951(8) 1.08217(19) -0.01809(7) 0.0526(4) Uani 1 1 d . . . . .
H66 H 0.157977 1.183769 -0.010536 0.063 Uiso 1 1 calc R U . . .
C71 C 0.26958(7) 1.20821(14) 0.09015(6) 0.0360(3) Uani 1 1 d . . . . .
C72 C 0.22224(8) 1.32326(16) 0.09352(8) 0.0494(3) Uani 1 1 d . . . . .
H72 H 0.175445 1.301260 0.096549 0.059 Uiso 1 1 calc R U . . .
C73 C 0.24320(10) 1.46877(17) 0.09249(9) 0.0582(4) Uani 1 1 d . . . . .
H73 H 0.210296 1.544545 0.093944 0.070 Uiso 1 1 calc R U . . .
C74 C 0.31255(10) 1.50339(18) 0.08930(8) 0.0578(4) Uani 1 1 d . . . . .
H74 H 0.327117 1.602322 0.089594 0.069 Uiso 1 1 calc R U . . .
C75 C 0.35985(9) 1.39217(18) 0.08572(8) 0.0553(4) Uani 1 1 d . . . . .
H75 H 0.406822 1.415246 0.083379 0.066 Uiso 1 1 calc R U . . .
C76 C 0.33854(7) 1.24550(16) 0.08553(7) 0.0442(3) Uani 1 1 d . . . . .
H76 H 0.371042 1.170495 0.082253 0.053 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 O11 H11 109.5 . . ?
C16 O16 H16 109.5 . . ?
C2 N1 C6 118.59(15) . . ?
N1 C2 C3 121.6(2) . . ?
N1 C2 C7 116.25(17) . . ?
C3 C2 C7 122.1(2) . . ?
C4 C3 C2 119.0(2) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 120.8(2) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 117.3(2) . . ?
C6 C5 H5 121.4 . . ?
C4 C5 H5 121.4 . . ?
N1 C6 C5 122.7(2) . . ?
N1 C6 H6 118.7 . . ?
C5 C6 H6 118.7 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O11 C11 C21 107.97(10) . . ?
O11 C11 C31 104.14(11) . . ?
C21 C11 C31 111.24(10) . . ?
O11 C11 C12 110.27(10) . . ?
C21 C11 C12 109.45(11) . . ?
C31 C11 C12 113.54(10) . . ?
C14 C12 C13 108.24(9) . . ?
C14 C12 C11 114.58(10) . . ?
C13 C12 C11 114.53(10) . . ?
C14 C12 H12 106.3 . . ?
C13 C12 H12 106.3 . . ?
C11 C12 H12 106.3 . . ?
C41 C13 C52 106.02(10) . . ?
C41 C13 C12 111.42(10) . . ?
C52 C13 C12 103.74(10) . . ?
C41 C13 H13 111.7 . . ?
C52 C13 H13 111.7 . . ?
C12 C13 H13 111.7 . . ?
C12 C14 C15 108.30(9) . . ?
C12 C14 C16 115.11(9) . . ?
C15 C14 C16 115.39(10) . . ?
C12 C14 H14 105.7 . . ?
C15 C14 H14 105.7 . . ?
C16 C14 H14 105.7 . . ?
C51 C15 C42 106.19(10) . . ?
C51 C15 C14 111.10(10) . . ?
C42 C15 C14 103.47(10) . . ?
C51 C15 H15 111.9 . . ?
C42 C15 H15 111.9 . . ?
C14 C15 H15 111.9 . . ?
O16 C16 C71 109.02(10) . . ?
O16 C16 C61 107.90(10) . . ?
C71 C16 C61 111.20(10) . . ?
O16 C16 C14 105.76(9) . . ?
C71 C16 C14 107.81(9) . . ?
C61 C16 C14 114.91(10) . . ?
C22 C21 C26 117.63(15) . . ?
C22 C21 C11 123.88(13) . . ?
C26 C21 C11 118.46(15) . . ?
C21 C22 C23 121.09(18) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 H22 119.5 . . ?
C24 C23 C22 119.8(2) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C25 C24 C23 120.06(19) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C26 120.2(2) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C21 121.2(2) . . ?
C25 C26 H26 119.4 . . ?
C21 C26 H26 119.4 . . ?
C36 C31 C32 117.46(14) . . ?
C36 C31 C11 119.51(13) . . ?
C32 C31 C11 123.02(13) . . ?
C31 C32 C33 121.73(16) . . ?
C31 C32 H32 119.1 . . ?
C33 C32 H32 119.1 . . ?
C34 C33 C32 119.88(18) . . ?
C34 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?
C33 C34 C35 119.34(17) . . ?
C33 C34 H34 120.3 . . ?
C35 C34 H34 120.3 . . ?
C34 C35 C36 121.01(18) . . ?
C34 C35 H35 119.5 . . ?
C36 C35 H35 119.5 . . ?
C31 C36 C35 120.55(17) . . ?
C31 C36 H36 119.7 . . ?
C35 C36 H36 119.7 . . ?
C42 C41 C46 120.32(13) . . ?
C42 C41 C13 112.73(11) . . ?
C46 C41 C13 126.91(13) . . ?
C43 C42 C41 119.77(13) . . ?
C43 C42 C15 126.92(13) . . ?
C41 C42 C15 113.28(11) . . ?
C42 C43 C44 119.31(16) . . ?
C42 C43 H43 120.3 . . ?
C44 C43 H43 120.3 . . ?
C45 C44 C43 120.85(15) . . ?
C45 C44 H44 119.6 . . ?
C43 C44 H44 119.6 . . ?
C44 C45 C46 120.08(15) . . ?
C44 C45 H45 120.0 . . ?
C46 C45 H45 120.0 . . ?
C45 C46 C41 119.63(16) . . ?
C45 C46 H46 120.2 . . ?
C41 C46 H46 120.2 . . ?
C56 C51 C52 120.35(13) . . ?
C56 C51 C15 126.58(13) . . ?
C52 C51 C15 112.99(11) . . ?
C53 C52 C51 120.28(13) . . ?
C53 C52 C13 126.74(13) . . ?
C51 C52 C13 112.98(11) . . ?
C52 C53 C54 118.78(15) . . ?
C52 C53 H53 120.6 . . ?
C54 C53 H53 120.6 . . ?
C55 C54 C53 121.10(15) . . ?
C55 C54 H54 119.5 . . ?
C53 C54 H54 119.5 . . ?
C54 C55 C56 120.40(15) . . ?
C54 C55 H55 119.8 . . ?
C56 C55 H55 119.8 . . ?
C55 C56 C51 119.09(15) . . ?
C55 C56 H56 120.5 . . ?
C51 C56 H56 120.5 . . ?
C62 C61 C66 117.34(14) . . ?
C62 C61 C16 119.02(12) . . ?
C66 C61 C16 123.61(12) . . ?
C61 C62 C63 121.01(17) . . ?
C61 C62 H62 119.5 . . ?
C63 C62 H62 119.5 . . ?
C64 C63 C62 121.04(18) . . ?
C64 C63 H63 119.5 . . ?
C62 C63 H63 119.5 . . ?
C65 C64 C63 118.83(17) . . ?
C65 C64 H64 120.6 . . ?
C63 C64 H64 120.6 . . ?
C64 C65 C66 120.60(18) . . ?
C64 C65 H65 119.7 . . ?
C66 C65 H65 119.7 . . ?
C61 C66 C65 121.16(16) . . ?
C61 C66 H66 119.4 . . ?
C65 C66 H66 119.4 . . ?
C76 C71 C72 117.70(12) . . ?
C76 C71 C16 121.09(11) . . ?
C72 C71 C16 121.17(11) . . ?
C73 C72 C71 121.07(13) . . ?
C73 C72 H72 119.5 . . ?
C71 C72 H72 119.5 . . ?
C72 C73 C74 120.29(15) . . ?
C72 C73 H73 119.9 . . ?
C74 C73 H73 119.9 . . ?
C75 C74 C73 119.61(14) . . ?
C75 C74 H74 120.2 . . ?
C73 C74 H74 120.2 . . ?
C74 C75 C76 120.33(14) . . ?
C74 C75 H75 119.8 . . ?
C76 C75 H75 119.8 . . ?
C75 C76 C71 120.96(13) . . ?
C75 C76 H76 119.5 . . ?
C71 C76 H76 119.5 . . ?
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
O11 C11 1.4219(15) . ?
O11 H11 0.8200 . ?
O16 C16 1.4237(14) . ?
O16 H16 0.8200 . ?
N1 C2 1.330(2) . ?
N1 C6 1.348(2) . ?
C2 C3 1.382(3) . ?
C2 C7 1.475(3) . ?
C3 C4 1.342(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.365(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C11 C21 1.5272(19) . ?
C11 C31 1.5294(18) . ?
C11 C12 1.5776(17) . ?
C12 C14 1.5445(16) . ?
C12 C13 1.5771(16) . ?
C12 H12 0.9800 . ?
C13 C41 1.5017(18) . ?
C13 C52 1.5109(18) . ?
C13 H13 0.9800 . ?
C14 C15 1.5686(16) . ?
C14 C16 1.5979(16) . ?
C14 H14 0.9800 . ?
C15 C51 1.5015(18) . ?
C15 C42 1.5206(18) . ?
C15 H15 0.9800 . ?
C16 C71 1.5218(17) . ?
C16 C61 1.5356(18) . ?
C21 C22 1.368(2) . ?
C21 C26 1.389(2) . ?
C22 C23 1.384(2) . ?
C22 H22 0.9300 . ?
C23 C24 1.369(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.353(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.369(3) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C31 C36 1.377(2) . ?
C31 C32 1.383(2) . ?
C32 C33 1.392(2) . ?
C32 H32 0.9300 . ?
C33 C34 1.357(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.370(3) . ?
C34 H34 0.9300 . ?
C35 C36 1.389(2) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C41 C42 1.3880(19) . ?
C41 C46 1.3898(19) . ?
C42 C43 1.3768(19) . ?
C43 C44 1.397(2) . ?
C43 H43 0.9300 . ?
C44 C45 1.367(3) . ?
C44 H44 0.9300 . ?
C45 C46 1.378(2) . ?
C45 H45 0.9300 . ?
C46 H46 0.9300 . ?
C51 C56 1.3840(19) . ?
C51 C52 1.3924(19) . ?
C52 C53 1.3699(19) . ?
C53 C54 1.390(2) . ?
C53 H53 0.9300 . ?
C54 C55 1.369(3) . ?
C54 H54 0.9300 . ?
C55 C56 1.376(2) . ?
C55 H55 0.9300 . ?
C56 H56 0.9300 . ?
C61 C62 1.374(2) . ?
C61 C66 1.3836(19) . ?
C62 C63 1.382(2) . ?
C62 H62 0.9300 . ?
C63 C64 1.367(3) . ?
C63 H63 0.9300 . ?
C64 C65 1.356(3) . ?
C64 H64 0.9300 . ?
C65 C66 1.388(2) . ?
C65 H65 0.9300 . ?
C66 H66 0.9300 . ?
C71 C76 1.3815(18) . ?
C71 C72 1.3849(18) . ?
C72 C73 1.368(2) . ?
C72 H72 0.9300 . ?
C73 C74 1.372(2) . ?
C73 H73 0.9300 . ?
C74 C75 1.360(2) . ?
C74 H74 0.9300 . ?
C75 C76 1.378(2) . ?
C75 H75 0.9300 . ?
C76 H76 0.9300 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O11 H11 O16 0.82 1.88 2.6264(15) 150 . yes
O16 H16 N1 0.82 1.99 2.7258(15) 149 . yes
C76 H76 O16 0.93 2.41 2.7394(18) 101 . yes
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
C6 N1 C2 C3 0.2(3) . . . . ?
C6 N1 C2 C7 -179.30(17) . . . . ?
N1 C2 C3 C4 -0.3(3) . . . . ?
C7 C2 C3 C4 179.2(2) . . . . ?
C2 C3 C4 C5 -0.2(4) . . . . ?
C3 C4 C5 C6 0.7(4) . . . . ?
C2 N1 C6 C5 0.3(3) . . . . ?
C4 C5 C6 N1 -0.7(3) . . . . ?
O11 C11 C12 C14 -24.54(14) . . . . ?
C21 C11 C12 C14 -143.17(10) . . . . ?
C31 C11 C12 C14 91.88(12) . . . . ?
O11 C11 C12 C13 -150.49(10) . . . . ?
C21 C11 C12 C13 90.87(12) . . . . ?
C31 C11 C12 C13 -34.08(15) . . . . ?
C14 C12 C13 C41 -44.36(13) . . . . ?
C11 C12 C13 C41 84.83(13) . . . . ?
C14 C12 C13 C52 69.28(12) . . . . ?
C11 C12 C13 C52 -161.53(10) . . . . ?
C13 C12 C14 C15 -17.18(13) . . . . ?
C11 C12 C14 C15 -146.34(10) . . . . ?
C13 C12 C14 C16 -148.00(10) . . . . ?
C11 C12 C14 C16 82.84(13) . . . . ?
C12 C14 C15 C51 -44.34(13) . . . . ?
C16 C14 C15 C51 86.33(13) . . . . ?
C12 C14 C15 C42 69.22(12) . . . . ?
C16 C14 C15 C42 -160.11(10) . . . . ?
C12 C14 C16 O16 -15.74(13) . . . . ?
C15 C14 C16 O16 -143.06(10) . . . . ?
C12 C14 C16 C71 -132.25(10) . . . . ?
C15 C14 C16 C71 100.43(12) . . . . ?
C12 C14 C16 C61 103.15(12) . . . . ?
C15 C14 C16 C61 -24.17(14) . . . . ?
O11 C11 C21 C22 -147.24(14) . . . . ?
C31 C11 C21 C22 99.08(15) . . . . ?
C12 C11 C21 C22 -27.19(17) . . . . ?
O11 C11 C21 C26 30.72(17) . . . . ?
C31 C11 C21 C26 -82.95(15) . . . . ?
C12 C11 C21 C26 150.77(13) . . . . ?
C26 C21 C22 C23 -0.5(2) . . . . ?
C11 C21 C22 C23 177.49(15) . . . . ?
C21 C22 C23 C24 -0.8(3) . . . . ?
C22 C23 C24 C25 0.8(3) . . . . ?
C23 C24 C25 C26 0.6(4) . . . . ?
C24 C25 C26 C21 -2.0(3) . . . . ?
C22 C21 C26 C25 1.9(3) . . . . ?
C11 C21 C26 C25 -176.22(17) . . . . ?
O11 C11 C31 C36 39.51(15) . . . . ?
C21 C11 C31 C36 155.56(12) . . . . ?
C12 C11 C31 C36 -80.46(15) . . . . ?
O11 C11 C31 C32 -139.10(13) . . . . ?
C21 C11 C31 C32 -23.04(17) . . . . ?
C12 C11 C31 C32 100.94(15) . . . . ?
C36 C31 C32 C33 0.2(2) . . . . ?
C11 C31 C32 C33 178.83(14) . . . . ?
C31 C32 C33 C34 1.0(3) . . . . ?
C32 C33 C34 C35 -0.8(3) . . . . ?
C33 C34 C35 C36 -0.6(3) . . . . ?
C32 C31 C36 C35 -1.6(2) . . . . ?
C11 C31 C36 C35 179.73(13) . . . . ?
C34 C35 C36 C31 1.8(3) . . . . ?
C52 C13 C41 C42 -54.93(13) . . . . ?
C12 C13 C41 C42 57.29(14) . . . . ?
C52 C13 C41 C46 122.86(13) . . . . ?
C12 C13 C41 C46 -124.92(13) . . . . ?
C46 C41 C42 C43 2.34(19) . . . . ?
C13 C41 C42 C43 -179.71(12) . . . . ?
C46 C41 C42 C15 -179.40(11) . . . . ?
C13 C41 C42 C15 -1.45(15) . . . . ?
C51 C15 C42 C43 -125.59(14) . . . . ?
C14 C15 C42 C43 117.35(14) . . . . ?
C51 C15 C42 C41 56.30(13) . . . . ?
C14 C15 C42 C41 -60.76(13) . . . . ?
C41 C42 C43 C44 -1.6(2) . . . . ?
C15 C42 C43 C44 -179.55(13) . . . . ?
C42 C43 C44 C45 0.1(2) . . . . ?
C43 C44 C45 C46 0.6(3) . . . . ?
C44 C45 C46 C41 0.2(2) . . . . ?
C42 C41 C46 C45 -1.7(2) . . . . ?
C13 C41 C46 C45 -179.29(13) . . . . ?
C42 C15 C51 C56 123.38(14) . . . . ?
C14 C15 C51 C56 -124.78(13) . . . . ?
C42 C15 C51 C52 -53.34(13) . . . . ?
C14 C15 C51 C52 58.50(14) . . . . ?
C56 C51 C52 C53 0.06(19) . . . . ?
C15 C51 C52 C53 177.01(11) . . . . ?
C56 C51 C52 C13 -179.77(11) . . . . ?
C15 C51 C52 C13 -2.82(14) . . . . ?
C41 C13 C52 C53 -121.94(14) . . . . ?
C12 C13 C52 C53 120.59(13) . . . . ?
C41 C13 C52 C51 57.89(13) . . . . ?
C12 C13 C52 C51 -59.59(12) . . . . ?
C51 C52 C53 C54 -0.6(2) . . . . ?
C13 C52 C53 C54 179.21(13) . . . . ?
C52 C53 C54 C55 0.4(2) . . . . ?
C53 C54 C55 C56 0.4(3) . . . . ?
C54 C55 C56 C51 -0.9(2) . . . . ?
C52 C51 C56 C55 0.7(2) . . . . ?
C15 C51 C56 C55 -175.80(13) . . . . ?
O16 C16 C61 C62 34.10(16) . . . . ?
C71 C16 C61 C62 153.62(12) . . . . ?
C14 C16 C61 C62 -83.58(15) . . . . ?
O16 C16 C61 C66 -143.91(12) . . . . ?
C71 C16 C61 C66 -24.40(16) . . . . ?
C14 C16 C61 C66 98.40(14) . . . . ?
C66 C61 C62 C63 0.6(2) . . . . ?
C16 C61 C62 C63 -177.50(14) . . . . ?
C61 C62 C63 C64 0.3(3) . . . . ?
C62 C63 C64 C65 -1.3(3) . . . . ?
C63 C64 C65 C66 1.4(3) . . . . ?
C62 C61 C66 C65 -0.6(2) . . . . ?
C16 C61 C66 C65 177.46(14) . . . . ?
C64 C65 C66 C61 -0.4(3) . . . . ?
O16 C16 C71 C76 19.95(16) . . . . ?
C61 C16 C71 C76 -98.89(14) . . . . ?
C14 C16 C71 C76 134.31(12) . . . . ?
O16 C16 C71 C72 -158.07(12) . . . . ?
C61 C16 C71 C72 83.09(15) . . . . ?
C14 C16 C71 C72 -43.71(15) . . . . ?
C76 C71 C72 C73 -0.2(2) . . . . ?
C16 C71 C72 C73 177.92(14) . . . . ?
C71 C72 C73 C74 -1.3(3) . . . . ?
C72 C73 C74 C75 1.5(3) . . . . ?
C73 C74 C75 C76 -0.3(3) . . . . ?
C74 C75 C76 C71 -1.2(2) . . . . ?
C72 C71 C76 C75 1.4(2) . . . . ?
C16 C71 C76 C75 -176.67(13) . . . . ?
