#------------------------------------------------------------------------------
#$Date: 2025-08-19 15:18:28 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301805 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/71/2227186.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_2227186
loop_
_publ_author_name
'Sun, Xiaoqiang'
'Chen, Liang'
'Jiang, Yan'
'Li, Zhengyi'
_publ_section_title
;
 3,3,9,9-Tetraphenyl-2,4,8,10-tetraoxaspiro[5.5]undecane
;
_journal_coeditor_code           BQ2239
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3035
_journal_paper_doi               10.1107/S1600536810043795
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C31 H28 O4'
_chemical_formula_moiety         'C31 H28 O4'
_chemical_formula_sum            'C31 H28 O4'
_chemical_formula_weight         464.53
_chemical_melting_point_gt       436
_chemical_melting_point_lt       437
_chemical_name_systematic
;
3,3,9,9-Tetraphenyl-2,4,8,10-tetraoxaspiro[5.5]undecane
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                102.327(7)
_cell_angle_beta                 104.199(6)
_cell_angle_gamma                112.170(4)
_cell_formula_units_Z            4
_cell_length_a                   13.509(3)
_cell_length_b                   13.790(3)
_cell_length_c                   15.626(5)
_cell_measurement_reflns_used    13730
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      24.84
_cell_measurement_theta_min      2.56
_cell_volume                     2456.8(11)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_sigmaI/netI    0.0545
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13730
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.43
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.9838
_exptl_absorpt_correction_T_min  0.9790
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.278
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     631
_refine_ls_number_reflns         8545
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0936
_refine_ls_R_factor_gt           0.0527
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.1020P)²+0.5251P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1432
_refine_ls_wR_factor_ref         0.1955
_reflns_number_gt                5355
_reflns_number_total             8545
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bq2239.cif
_cod_data_source_block           I
_cod_database_code               2227186
_cod_database_fobs_code          2227186
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.5250(2) 0.5283(2) 0.82950(19) 0.0472(7) Uani d . 1 . .
H H1A 0.5400 0.5658 0.8947 0.057 Uiso calc R 1 . .
H H1B 0.4457 0.4718 0.8013 0.057 Uiso calc R 1 . .
C C2 0.5446(2) 0.6118(2) 0.77849(17) 0.0406(6) Uani d . 1 . .
C C3 0.6715(2) 0.6927(2) 0.82180(18) 0.0456(7) Uani d . 1 . .
H H3A 0.6888 0.7465 0.7897 0.055 Uiso calc R 1 . .
H H3B 0.6910 0.7329 0.8874 0.055 Uiso calc R 1 . .
C C4 0.4723(2) 0.6725(2) 0.78827(18) 0.0483(7) Uani d . 1 . .
H H4A 0.4881 0.7069 0.8543 0.058 Uiso calc R 1 . .
H H4B 0.4925 0.7310 0.7611 0.058 Uiso calc R 1 . .
C C5 0.5090(2) 0.5550(2) 0.67320(17) 0.0436(6) Uani d . 1 . .
H H5A 0.5278 0.6110 0.6434 0.052 Uiso calc R 1 . .
H H5B 0.5509 0.5128 0.6626 0.052 Uiso calc R 1 . .
C C6 0.7171(2) 0.5520(2) 0.85862(17) 0.0403(6) Uani d . 1 . .
C C7 0.7748(2) 0.4827(2) 0.82801(17) 0.0439(6) Uani d . 1 . .
C C8 0.7288(3) 0.3705(2) 0.81755(19) 0.0546(7) Uani d . 1 . .
H H8 0.6618 0.3373 0.8291 0.066 Uiso calc R 1 . .
C C9 0.7821(3) 0.3071(3) 0.7899(2) 0.0638(9) Uani d . 1 . .
H H9 0.7514 0.2322 0.7840 0.077 Uiso calc R 1 . .
C C10 0.8781(3) 0.3544(3) 0.7717(2) 0.0764(11) Uani d . 1 . .
H H10 0.9124 0.3112 0.7519 0.092 Uiso calc R 1 . .
C C11 0.9263(3) 0.4654(3) 0.7817(3) 0.0847(12) Uani d . 1 . .
H H11 0.9932 0.4974 0.7697 0.102 Uiso calc R 1 . .
C C12 0.8742(2) 0.5292(3) 0.8100(2) 0.0671(9) Uani d . 1 . .
H H12 0.9066 0.6044 0.8170 0.080 Uiso calc R 1 . .
C C13 0.7661(2) 0.6058(2) 0.96562(17) 0.0417(6) Uani d . 1 . .
C C14 0.7190(3) 0.5509(3) 1.0212(2) 0.0544(7) Uani d . 1 . .
H H14 0.6522 0.4838 0.9932 0.065 Uiso calc R 1 . .
C C15 0.7706(3) 0.5954(3) 1.1181(2) 0.0705(10) Uani d . 1 . .
H H15 0.7382 0.5582 1.1549 0.085 Uiso calc R 1 . .
C C16 0.8688(3) 0.6935(4) 1.1597(2) 0.0752(11) Uani d . 1 . .
H H16 0.9028 0.7233 1.2248 0.090 Uiso calc R 1 . .
C C17 0.9178(3) 0.7485(3) 1.1057(2) 0.0685(9) Uani d . 1 . .
H H17 0.9855 0.8147 1.1342 0.082 Uiso calc R 1 . .
C C18 0.8662(2) 0.7051(2) 1.00877(19) 0.0525(7) Uani d . 1 . .
H H18 0.8990 0.7428 0.9724 0.063 Uiso calc R 1 . .
C C19 0.3205(2) 0.5361(2) 0.64462(17) 0.0419(6) Uani d . 1 . .
C C20 0.1985(2) 0.4453(2) 0.61579(17) 0.0426(6) Uani d . 1 . .
C C21 0.1780(2) 0.3370(2) 0.60770(19) 0.0501(7) Uani d . 1 . .
H H21 0.2386 0.3190 0.6185 0.060 Uiso calc R 1 . .
C C22 0.0671(3) 0.2551(3) 0.5835(2) 0.0593(8) Uani d . 1 . .
H H22 0.0539 0.1824 0.5779 0.071 Uiso calc R 1 . .
C C23 -0.0232(3) 0.2806(3) 0.5677(2) 0.0604(8) Uani d . 1 . .
H H23 -0.0974 0.2254 0.5514 0.072 Uiso calc R 1 . .
C C24 -0.0032(3) 0.3877(3) 0.5761(3) 0.0725(10) Uani d . 1 . .
H H24 -0.0642 0.4053 0.5658 0.087 Uiso calc R 1 . .
C C25 0.1072(2) 0.4705(3) 0.5999(2) 0.0638(8) Uani d . 1 . .
H H25 0.1199 0.5430 0.6051 0.077 Uiso calc R 1 . .
C C26 0.3259(2) 0.6120(2) 0.58554(18) 0.0437(6) Uani d . 1 . .
C C27 0.3225(2) 0.7116(2) 0.6153(2) 0.0570(8) Uani d . 1 . .
H H27 0.3221 0.7370 0.6753 0.068 Uiso calc R 1 . .
C C28 0.3198(3) 0.7751(3) 0.5571(3) 0.0719(10) Uani d . 1 . .
H H28 0.3168 0.8420 0.5779 0.086 Uiso calc R 1 . .
C C29 0.3214(3) 0.7383(4) 0.4689(3) 0.0819(12) Uani d . 1 . .
H H29 0.3208 0.7809 0.4301 0.098 Uiso calc R 1 . .
C C30 0.3240(3) 0.6396(4) 0.4381(2) 0.0742(10) Uani d . 1 . .
H H30 0.3238 0.6145 0.3778 0.089 Uiso calc R 1 . .
C C31 0.3270(2) 0.5760(3) 0.49551(19) 0.0581(8) Uani d . 1 . .
H H31 0.3296 0.5091 0.4739 0.070 Uiso calc R 1 . .
C C32 0.1745(2) 0.2197(2) 0.34555(18) 0.0433(6) Uani d . 1 . .
H H32A 0.1880 0.2826 0.3237 0.052 Uiso calc R 1 . .
H H32B 0.1858 0.2455 0.4116 0.052 Uiso calc R 1 . .
C C33 0.0521(2) 0.1305(2) 0.29122(17) 0.0445(6) Uani d . 1 . .
C C34 0.0392(2) 0.0302(2) 0.32237(19) 0.0501(7) Uani d . 1 . .
H H34A 0.0450 0.0488 0.3875 0.060 Uiso calc R 1 . .
H H34B -0.0359 -0.0315 0.2848 0.060 Uiso calc R 1 . .
C C35 0.0254(2) 0.0994(2) 0.18545(17) 0.0467(7) Uani d . 1 . .
H H35A 0.0429 0.1660 0.1685 0.056 Uiso calc R 1 . .
H H35B 0.0731 0.0667 0.1686 0.056 Uiso calc R 1 . .
C C36 -0.0318(2) 0.1720(2) 0.31093(18) 0.0487(7) Uani d . 1 . .
H H36A -0.0210 0.1887 0.3770 0.058 Uiso calc R 1 . .
H H36B -0.0168 0.2401 0.2968 0.058 Uiso calc R 1 . .
C C37 0.2397(2) 0.0832(2) 0.36191(17) 0.0420(6) Uani d . 1 . .
C C38 0.3157(2) 0.0397(2) 0.32644(17) 0.0429(6) Uani d . 1 . .
C C39 0.3208(3) 0.0369(2) 0.2383(2) 0.0599(8) Uani d . 1 . .
H H39 0.2763 0.0604 0.2008 0.072 Uiso calc R 1 . .
C C40 0.3903(3) 0.0001(3) 0.2057(2) 0.0724(10) Uani d . 1 . .
H H40 0.3923 -0.0010 0.1464 0.087 Uiso calc R 1 . .
C C41 0.4571(3) -0.0350(3) 0.2597(2) 0.0697(9) Uani d . 1 . .
H H41 0.5056 -0.0580 0.2380 0.084 Uiso calc R 1 . .
C C42 0.4512(3) -0.0357(3) 0.3459(2) 0.0676(9) Uani d . 1 . .
H H42 0.4937 -0.0620 0.3820 0.081 Uiso calc R 1 . .
C C43 0.3824(3) 0.0026(2) 0.3794(2) 0.0553(7) Uani d . 1 . .
H H43 0.3809 0.0036 0.4387 0.066 Uiso calc R 1 . .
C C44 0.2730(2) 0.1143(2) 0.46846(17) 0.0416(6) Uani d . 1 . .
C C45 0.2173(2) 0.0406(3) 0.5081(2) 0.0556(8) Uani d . 1 . .
H H45 0.1542 -0.0270 0.4698 0.067 Uiso calc R 1 . .
C C46 0.2547(3) 0.0667(3) 0.6047(2) 0.0718(10) Uani d . 1 . .
H H46 0.2157 0.0176 0.6311 0.086 Uiso calc R 1 . .
C C47 0.3499(3) 0.1655(3) 0.6616(2) 0.0682(9) Uani d . 1 . .
H H47 0.3756 0.1827 0.7264 0.082 Uiso calc R 1 . .
C C48 0.4066(3) 0.2383(3) 0.6225(2) 0.0601(8) Uani d . 1 . .
H H48 0.4710 0.3048 0.6609 0.072 Uiso calc R 1 . .
C C49 0.3683(2) 0.2132(2) 0.52624(18) 0.0481(7) Uani d . 1 . .
H H49 0.4068 0.2632 0.5002 0.058 Uiso calc R 1 . .
C C50 -0.1712(2) 0.0584(2) 0.15671(17) 0.0440(6) Uani d . 1 . .
C C51 -0.2886(2) -0.0445(2) 0.11423(17) 0.0404(6) Uani d . 1 . .
C C52 -0.2966(3) -0.1480(2) 0.1128(2) 0.0568(8) Uani d . 1 . .
H H52 -0.2302 -0.1552 0.1350 0.068 Uiso calc R 1 . .
C C53 -0.4011(3) -0.2399(3) 0.0791(2) 0.0611(8) Uani d . 1 . .
H H53 -0.4050 -0.3087 0.0791 0.073 Uiso calc R 1 . .
C C54 -0.4999(3) -0.2311(3) 0.0454(2) 0.0550(7) Uani d . 1 . .
H H54 -0.5706 -0.2940 0.0215 0.066 Uiso calc R 1 . .
C C55 -0.4943(3) -0.1302(3) 0.0469(2) 0.0666(9) Uani d . 1 . .
H H55 -0.5613 -0.1237 0.0254 0.080 Uiso calc R 1 . .
C C56 -0.3890(2) -0.0370(3) 0.0805(2) 0.0584(8) Uani d . 1 . .
H H56 -0.3858 0.0315 0.0804 0.070 Uiso calc R 1 . .
C C57 -0.1705(2) 0.1521(2) 0.12028(17) 0.0431(6) Uani d . 1 . .
C C58 -0.1490(2) 0.1561(2) 0.03813(19) 0.0498(7) Uani d . 1 . .
H H58 -0.1306 0.1037 0.0072 0.060 Uiso calc R 1 . .
C C59 -0.1551(3) 0.2387(3) 0.0022(2) 0.0657(8) Uani d U 1 . .
H H59 -0.1411 0.2407 -0.0529 0.079 Uiso calc R 1 . .
C C60 -0.1812(3) 0.3161(3) 0.0467(2) 0.0653(8) Uani d U 1 . .
H H60 -0.1829 0.3721 0.0230 0.078 Uiso calc R 1 . .
C C61 -0.2053(3) 0.3124(3) 0.1271(2) 0.0615(8) Uani d . 1 . .
H H61 -0.2261 0.3639 0.1561 0.074 Uiso calc R 1 . .
C C62 -0.1984(2) 0.2318(2) 0.1642(2) 0.0517(7) Uani d . 1 . .
H H62 -0.2127 0.2308 0.2194 0.062 Uiso calc R 1 . .
O O1 0.59843(14) 0.47657(14) 0.82486(12) 0.0465(5) Uani d . 1 . .
O O2 0.73780(14) 0.63359(15) 0.81425(12) 0.0444(4) Uani d . 1 . .
O O3 0.38922(14) 0.48245(15) 0.63265(12) 0.0457(5) Uani d . 1 . .
O O4 0.35231(15) 0.59668(15) 0.74173(11) 0.0466(5) Uani d . 1 . .
O O5 0.12532(15) -0.00276(14) 0.31258(12) 0.0490(5) Uani d . 1 . .
O O6 0.25474(14) 0.17839(14) 0.33426(12) 0.0419(4) Uani d . 1 . .
O O7 -0.09301(15) 0.02172(15) 0.13444(12) 0.0459(5) Uani d . 1 . .
O O8 -0.14763(15) 0.09070(15) 0.25580(11) 0.0481(5) Uani d . 1 . .
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 C1 C2 . . 110.7(2) ?
O1 C1 H1A . . 109.5 ?
C2 C1 H1A . . 109.5 ?
O1 C1 H1B . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 108.1 ?
C1 C2 C3 . . 106.6(2) ?
C1 C2 C4 . . 111.1(2) ?
C3 C2 C4 . . 110.9(2) ?
C1 C2 C5 . . 111.7(2) ?
C3 C2 C5 . . 110.9(2) ?
C4 C2 C5 . . 105.8(2) ?
O2 C3 C2 . . 110.0(2) ?
O2 C3 H3A . . 109.7 ?
C2 C3 H3A . . 109.7 ?
O2 C3 H3B . . 109.7 ?
C2 C3 H3B . . 109.7 ?
H3A C3 H3B . . 108.2 ?
O4 C4 C2 . . 110.7(2) ?
O4 C4 H4A . . 109.5 ?
C2 C4 H4A . . 109.5 ?
O4 C4 H4B . . 109.5 ?
C2 C4 H4B . . 109.5 ?
H4A C4 H4B . . 108.1 ?
O3 C5 C2 . . 110.47(19) ?
O3 C5 H5A . . 109.6 ?
C2 C5 H5A . . 109.6 ?
O3 C5 H5B . . 109.6 ?
C2 C5 H5B . . 109.6 ?
H5A C5 H5B . . 108.1 ?
O2 C6 O1 . . 111.09(19) ?
O2 C6 C7 . . 106.6(2) ?
O1 C6 C7 . . 105.5(2) ?
O2 C6 C13 . . 111.4(2) ?
O1 C6 C13 . . 111.83(19) ?
C7 C6 C13 . . 110.1(2) ?
C12 C7 C8 . . 118.3(3) ?
C12 C7 C6 . . 121.1(3) ?
C8 C7 C6 . . 120.6(2) ?
C7 C8 C9 . . 120.5(3) ?
C7 C8 H8 . . 119.7 ?
C9 C8 H8 . . 119.7 ?
C10 C9 C8 . . 119.9(3) ?
C10 C9 H9 . . 120.0 ?
C8 C9 H9 . . 120.0 ?
C9 C10 C11 . . 121.1(3) ?
C9 C10 H10 . . 119.4 ?
C11 C10 H10 . . 119.4 ?
C10 C11 C12 . . 119.3(3) ?
C10 C11 H11 . . 120.4 ?
C12 C11 H11 . . 120.4 ?
C7 C12 C11 . . 120.9(3) ?
C7 C12 H12 . . 119.6 ?
C11 C12 H12 . . 119.6 ?
C18 C13 C14 . . 118.8(3) ?
C18 C13 C6 . . 120.0(2) ?
C14 C13 C6 . . 120.9(3) ?
C13 C14 C15 . . 120.4(3) ?
C13 C14 H14 . . 119.8 ?
C15 C14 H14 . . 119.8 ?
C16 C15 C14 . . 120.1(3) ?
C16 C15 H15 . . 119.9 ?
C14 C15 H15 . . 119.9 ?
C15 C16 C17 . . 120.3(3) ?
C15 C16 H16 . . 119.9 ?
C17 C16 H16 . . 119.9 ?
C16 C17 C18 . . 119.9(3) ?
C16 C17 H17 . . 120.0 ?
C18 C17 H17 . . 120.0 ?
C17 C18 C13 . . 120.4(3) ?
C17 C18 H18 . . 119.8 ?
C13 C18 H18 . . 119.8 ?
O3 C19 O4 . . 111.13(19) ?
O3 C19 C20 . . 107.2(2) ?
O4 C19 C20 . . 105.10(19) ?
O3 C19 C26 . . 110.9(2) ?
O4 C19 C26 . . 111.2(2) ?
C20 C19 C26 . . 111.2(2) ?
C21 C20 C25 . . 119.1(3) ?
C21 C20 C19 . . 120.4(2) ?
C25 C20 C19 . . 120.6(3) ?
C20 C21 C22 . . 120.1(3) ?
C20 C21 H21 . . 119.9 ?
C22 C21 H21 . . 119.9 ?
C23 C22 C21 . . 120.6(3) ?
C23 C22 H22 . . 119.7 ?
C21 C22 H22 . . 119.7 ?
C24 C23 C22 . . 119.5(3) ?
C24 C23 H23 . . 120.3 ?
C22 C23 H23 . . 120.3 ?
C23 C24 C25 . . 120.6(3) ?
C23 C24 H24 . . 119.7 ?
C25 C24 H24 . . 119.7 ?
C20 C25 C24 . . 120.1(3) ?
C20 C25 H25 . . 119.9 ?
C24 C25 H25 . . 119.9 ?
C27 C26 C31 . . 118.3(3) ?
C27 C26 C19 . . 122.6(2) ?
C31 C26 C19 . . 119.0(3) ?
C26 C27 C28 . . 121.1(3) ?
C26 C27 H27 . . 119.5 ?
C28 C27 H27 . . 119.5 ?
C29 C28 C27 . . 119.6(4) ?
C29 C28 H28 . . 120.2 ?
C27 C28 H28 . . 120.2 ?
C30 C29 C28 . . 120.1(3) ?
C30 C29 H29 . . 120.0 ?
C28 C29 H29 . . 120.0 ?
C29 C30 C31 . . 120.7(3) ?
C29 C30 H30 . . 119.7 ?
C31 C30 H30 . . 119.7 ?
C30 C31 C26 . . 120.2(3) ?
C30 C31 H31 . . 119.9 ?
C26 C31 H31 . . 119.9 ?
O6 C32 C33 . . 111.3(2) ?
O6 C32 H32A . . 109.4 ?
C33 C32 H32A . . 109.4 ?
O6 C32 H32B . . 109.4 ?
C33 C32 H32B . . 109.4 ?
H32A C32 H32B . . 108.0 ?
C36 C33 C32 . . 110.7(2) ?
C36 C33 C34 . . 110.7(2) ?
C32 C33 C34 . . 106.9(2) ?
C36 C33 C35 . . 106.4(2) ?
C32 C33 C35 . . 111.1(2) ?
C34 C33 C35 . . 111.0(2) ?
O5 C34 C33 . . 111.1(2) ?
O5 C34 H34A . . 109.4 ?
C33 C34 H34A . . 109.4 ?
O5 C34 H34B . . 109.4 ?
C33 C34 H34B . . 109.4 ?
H34A C34 H34B . . 108.0 ?
O7 C35 C33 . . 110.8(2) ?
O7 C35 H35A . . 109.5 ?
C33 C35 H35A . . 109.5 ?
O7 C35 H35B . . 109.5 ?
C33 C35 H35B . . 109.5 ?
H35A C35 H35B . . 108.1 ?
O8 C36 C33 . . 111.2(2) ?
O8 C36 H36A . . 109.4 ?
C33 C36 H36A . . 109.4 ?
O8 C36 H36B . . 109.4 ?
C33 C36 H36B . . 109.4 ?
H36A C36 H36B . . 108.0 ?
O5 C37 O6 . . 110.10(19) ?
O5 C37 C38 . . 105.9(2) ?
O6 C37 C38 . . 105.07(19) ?
O5 C37 C44 . . 112.3(2) ?
O6 C37 C44 . . 111.0(2) ?
C38 C37 C44 . . 112.1(2) ?
C43 C38 C39 . . 117.3(3) ?
C43 C38 C37 . . 122.5(2) ?
C39 C38 C37 . . 120.2(2) ?
C40 C39 C38 . . 121.2(3) ?
C40 C39 H39 . . 119.4 ?
C38 C39 H39 . . 119.4 ?
C39 C40 C41 . . 120.7(3) ?
C39 C40 H40 . . 119.7 ?
C41 C40 H40 . . 119.7 ?
C42 C41 C40 . . 119.1(3) ?
C42 C41 H41 . . 120.4 ?
C40 C41 H41 . . 120.4 ?
C41 C42 C43 . . 120.2(3) ?
C41 C42 H42 . . 119.9 ?
C43 C42 H42 . . 119.9 ?
C42 C43 C38 . . 121.4(3) ?
C42 C43 H43 . . 119.3 ?
C38 C43 H43 . . 119.3 ?
C45 C44 C49 . . 119.1(2) ?
C45 C44 C37 . . 121.2(2) ?
C49 C44 C37 . . 119.3(2) ?
C44 C45 C46 . . 120.3(3) ?
C44 C45 H45 . . 119.8 ?
C46 C45 H45 . . 119.8 ?
C47 C46 C45 . . 120.0(3) ?
C47 C46 H46 . . 120.0 ?
C45 C46 H46 . . 120.0 ?
C48 C47 C46 . . 119.9(3) ?
C48 C47 H47 . . 120.0 ?
C46 C47 H47 . . 120.0 ?
C47 C48 C49 . . 120.2(3) ?
C47 C48 H48 . . 119.9 ?
C49 C48 H48 . . 119.9 ?
C48 C49 C44 . . 120.4(3) ?
C48 C49 H49 . . 119.8 ?
C44 C49 H49 . . 119.8 ?
O7 C50 O8 . . 110.7(2) ?
O7 C50 C57 . . 111.2(2) ?
O8 C50 C57 . . 111.4(2) ?
O7 C50 C51 . . 106.1(2) ?
O8 C50 C51 . . 104.26(19) ?
C57 C50 C51 . . 112.8(2) ?
C56 C51 C52 . . 118.0(3) ?
C56 C51 C50 . . 121.9(2) ?
C52 C51 C50 . . 120.1(2) ?
C53 C52 C51 . . 120.9(3) ?
C53 C52 H52 . . 119.5 ?
C51 C52 H52 . . 119.5 ?
C52 C53 C54 . . 120.3(3) ?
C52 C53 H53 . . 119.8 ?
C54 C53 H53 . . 119.8 ?
C55 C54 C53 . . 119.9(3) ?
C55 C54 H54 . . 120.1 ?
C53 C54 H54 . . 120.1 ?
C54 C55 C56 . . 120.1(3) ?
C54 C55 H55 . . 120.0 ?
C56 C55 H55 . . 120.0 ?
C51 C56 C55 . . 120.8(3) ?
C51 C56 H56 . . 119.6 ?
C55 C56 H56 . . 119.6 ?
C58 C57 C62 . . 118.2(3) ?
C58 C57 C50 . . 120.4(2) ?
C62 C57 C50 . . 121.2(2) ?
C57 C58 C59 . . 120.0(3) ?
C57 C58 H58 . . 120.0 ?
C59 C58 H58 . . 120.0 ?
C60 C59 C58 . . 120.8(3) ?
C60 C59 H59 . . 119.6 ?
C58 C59 H59 . . 119.6 ?
C59 C60 C61 . . 120.3(3) ?
C59 C60 H60 . . 119.9 ?
C61 C60 H60 . . 119.9 ?
C60 C61 C62 . . 119.7(3) ?
C60 C61 H61 . . 120.1 ?
C62 C61 H61 . . 120.1 ?
C61 C62 C57 . . 121.0(3) ?
C61 C62 H62 . . 119.5 ?
C57 C62 H62 . . 119.5 ?
C6 O1 C1 . . 114.66(19) ?
C6 O2 C3 . . 113.56(18) ?
C19 O3 C5 . . 113.95(19) ?
C19 O4 C4 . . 114.20(19) ?
C37 O5 C34 . . 114.3(2) ?
C37 O6 C32 . . 113.83(18) ?
C50 O7 C35 . . 114.6(2) ?
C36 O8 C50 . . 113.54(19) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O1 . 1.430(3) ?
C1 C2 . 1.515(4) ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9700 ?
C2 C3 . 1.519(3) ?
C2 C4 . 1.521(4) ?
C2 C5 . 1.526(3) ?
C3 O2 . 1.429(3) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 O4 . 1.438(3) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 O3 . 1.423(3) ?
C5 H5A . 0.9700 ?
C5 H5B . 0.9700 ?
C6 O2 . 1.420(3) ?
C6 O1 . 1.421(3) ?
C6 C7 . 1.517(4) ?
C6 C13 . 1.530(3) ?
C7 C12 . 1.380(4) ?
C7 C8 . 1.387(4) ?
C8 C9 . 1.390(4) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.345(5) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.374(5) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.386(5) ?
C11 H11 . 0.9300 ?
C12 H12 . 0.9300 ?
C13 C18 . 1.385(4) ?
C13 C14 . 1.385(4) ?
C14 C15 . 1.386(4) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.364(5) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.377(5) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.384(4) ?
C17 H17 . 0.9300 ?
C18 H18 . 0.9300 ?
C19 O3 . 1.410(3) ?
C19 O4 . 1.433(3) ?
C19 C20 . 1.524(4) ?
C19 C26 . 1.531(4) ?
C20 C21 . 1.383(4) ?
C20 C25 . 1.383(4) ?
C21 C22 . 1.387(4) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.373(4) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.369(4) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.389(4) ?
C24 H24 . 0.9300 ?
C25 H25 . 0.9300 ?
C26 C27 . 1.375(4) ?
C26 C31 . 1.394(4) ?
C27 C28 . 1.395(4) ?
C27 H27 . 0.9300 ?
C28 C29 . 1.372(5) ?
C28 H28 . 0.9300 ?
C29 C30 . 1.361(5) ?
C29 H29 . 0.9300 ?
C30 C31 . 1.385(4) ?
C30 H30 . 0.9300 ?
C31 H31 . 0.9300 ?
C32 O6 . 1.432(3) ?
C32 C33 . 1.516(4) ?
C32 H32A . 0.9700 ?
C32 H32B . 0.9700 ?
C33 C36 . 1.514(4) ?
C33 C34 . 1.526(4) ?
C33 C35 . 1.528(3) ?
C34 O5 . 1.428(3) ?
C34 H34A . 0.9700 ?
C34 H34B . 0.9700 ?
C35 O7 . 1.434(3) ?
C35 H35A . 0.9700 ?
C35 H35B . 0.9700 ?
C36 O8 . 1.432(3) ?
C36 H36A . 0.9700 ?
C36 H36B . 0.9700 ?
C37 O5 . 1.425(3) ?
C37 O6 . 1.427(3) ?
C37 C38 . 1.523(4) ?
C37 C44 . 1.530(3) ?
C38 C43 . 1.386(4) ?
C38 C39 . 1.388(4) ?
C39 C40 . 1.373(4) ?
C39 H39 . 0.9300 ?
C40 C41 . 1.375(5) ?
C40 H40 . 0.9300 ?
C41 C42 . 1.370(4) ?
C41 H41 . 0.9300 ?
C42 C43 . 1.381(4) ?
C42 H42 . 0.9300 ?
C43 H43 . 0.9300 ?
C44 C45 . 1.380(4) ?
C44 C49 . 1.383(4) ?
C45 C46 . 1.385(4) ?
C45 H45 . 0.9300 ?
C46 C47 . 1.378(5) ?
C46 H46 . 0.9300 ?
C47 C48 . 1.370(5) ?
C47 H47 . 0.9300 ?
C48 C49 . 1.383(4) ?
C48 H48 . 0.9300 ?
C49 H49 . 0.9300 ?
C50 O7 . 1.415(3) ?
C50 O8 . 1.433(3) ?
C50 C57 . 1.517(4) ?
C50 C51 . 1.534(4) ?
C51 C56 . 1.381(4) ?
C51 C52 . 1.385(4) ?
C52 C53 . 1.370(4) ?
C52 H52 . 0.9300 ?
C53 C54 . 1.371(4) ?
C53 H53 . 0.9300 ?
C54 C55 . 1.360(4) ?
C54 H54 . 0.9300 ?
C55 C56 . 1.385(4) ?
C55 H55 . 0.9300 ?
C56 H56 . 0.9300 ?
C57 C58 . 1.391(4) ?
C57 C62 . 1.393(4) ?
C58 C59 . 1.392(4) ?
C58 H58 . 0.9300 ?
C59 C60 . 1.355(5) ?
C59 H59 . 0.9300 ?
C60 C61 . 1.378(4) ?
C60 H60 . 0.9300 ?
C61 C62 . 1.381(4) ?
C61 H61 . 0.9300 ?
C62 H62 . 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C9 H9 Cg1 2_656 0.93 2.83 3.722(2) 161 yes
C30 H30 Cg2 2_666 0.93 2.84 3.523(3) 131 yes
C3 H3A O6 2_666 0.97 2.53 3.436(3) 156 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C1 C2 C3 . . . . -55.4(3) ?
O1 C1 C2 C4 . . . . -176.4(2) ?
O1 C1 C2 C5 . . . . 65.8(3) ?
C1 C2 C3 O2 . . . . 57.3(3) ?
C4 C2 C3 O2 . . . . 178.34(19) ?
C5 C2 C3 O2 . . . . -64.4(3) ?
C1 C2 C4 O4 . . . . -65.5(3) ?
C3 C2 C4 O4 . . . . 176.18(19) ?
C5 C2 C4 O4 . . . . 55.9(3) ?
C1 C2 C5 O3 . . . . 63.5(3) ?
C3 C2 C5 O3 . . . . -177.9(2) ?
C4 C2 C5 O3 . . . . -57.5(3) ?
O2 C6 C7 C12 . . . . 32.5(3) ?
O1 C6 C7 C12 . . . . 150.7(2) ?
C13 C6 C7 C12 . . . . -88.5(3) ?
O2 C6 C7 C8 . . . . -147.6(2) ?
O1 C6 C7 C8 . . . . -29.4(3) ?
C13 C6 C7 C8 . . . . 91.4(3) ?
C12 C7 C8 C9 . . . . 0.2(4) ?
C6 C7 C8 C9 . . . . -179.7(2) ?
C7 C8 C9 C10 . . . . -1.0(4) ?
C8 C9 C10 C11 . . . . 1.3(5) ?
C9 C10 C11 C12 . . . . -0.8(6) ?
C8 C7 C12 C11 . . . . 0.4(5) ?
C6 C7 C12 C11 . . . . -179.7(3) ?
C10 C11 C12 C7 . . . . -0.1(5) ?
O2 C6 C13 C18 . . . . -34.1(3) ?
O1 C6 C13 C18 . . . . -159.0(2) ?
C7 C6 C13 C18 . . . . 84.0(3) ?
O2 C6 C13 C14 . . . . 153.1(2) ?
O1 C6 C13 C14 . . . . 28.2(3) ?
C7 C6 C13 C14 . . . . -88.8(3) ?
C18 C13 C14 C15 . . . . 0.7(4) ?
C6 C13 C14 C15 . . . . 173.7(3) ?
C13 C14 C15 C16 . . . . -0.4(5) ?
C14 C15 C16 C17 . . . . -0.5(5) ?
C15 C16 C17 C18 . . . . 1.1(5) ?
C16 C17 C18 C13 . . . . -0.7(5) ?
C14 C13 C18 C17 . . . . -0.2(4) ?
C6 C13 C18 C17 . . . . -173.2(3) ?
O3 C19 C20 C21 . . . . 16.2(3) ?
O4 C19 C20 C21 . . . . -102.1(3) ?
C26 C19 C20 C21 . . . . 137.6(2) ?
O3 C19 C20 C25 . . . . -165.6(2) ?
O4 C19 C20 C25 . . . . 76.1(3) ?
C26 C19 C20 C25 . . . . -44.2(3) ?
C25 C20 C21 C22 . . . . 0.3(4) ?
C19 C20 C21 C22 . . . . 178.6(2) ?
C20 C21 C22 C23 . . . . -0.3(4) ?
C21 C22 C23 C24 . . . . -0.1(5) ?
C22 C23 C24 C25 . . . . 0.4(5) ?
C21 C20 C25 C24 . . . . 0.0(4) ?
C19 C20 C25 C24 . . . . -178.3(3) ?
C23 C24 C25 C20 . . . . -0.3(5) ?
O3 C19 C26 C27 . . . . -144.8(2) ?
O4 C19 C26 C27 . . . . -20.6(3) ?
C20 C19 C26 C27 . . . . 96.1(3) ?
O3 C19 C26 C31 . . . . 39.5(3) ?
O4 C19 C26 C31 . . . . 163.6(2) ?
C20 C19 C26 C31 . . . . -79.6(3) ?
C31 C26 C27 C28 . . . . 0.2(4) ?
C19 C26 C27 C28 . . . . -175.5(3) ?
C26 C27 C28 C29 . . . . -0.6(5) ?
C27 C28 C29 C30 . . . . 1.0(5) ?
C28 C29 C30 C31 . . . . -1.1(5) ?
C29 C30 C31 C26 . . . . 0.8(5) ?
C27 C26 C31 C30 . . . . -0.3(4) ?
C19 C26 C31 C30 . . . . 175.6(3) ?
O6 C32 C33 C36 . . . . 174.8(2) ?
O6 C32 C33 C34 . . . . 54.1(3) ?
O6 C32 C33 C35 . . . . -67.2(3) ?
C36 C33 C34 O5 . . . . -174.3(2) ?
C32 C33 C34 O5 . . . . -53.6(3) ?
C35 C33 C34 O5 . . . . 67.7(3) ?
C36 C33 C35 O7 . . . . -54.7(3) ?
C32 C33 C35 O7 . . . . -175.2(2) ?
C34 C33 C35 O7 . . . . 65.9(3) ?
C32 C33 C36 O8 . . . . 176.61(19) ?
C34 C33 C36 O8 . . . . -65.0(3) ?
C35 C33 C36 O8 . . . . 55.7(3) ?
O5 C37 C38 C43 . . . . -105.2(3) ?
O6 C37 C38 C43 . . . . 138.3(2) ?
C44 C37 C38 C43 . . . . 17.6(3) ?
O5 C37 C38 C39 . . . . 75.3(3) ?
O6 C37 C38 C39 . . . . -41.2(3) ?
C44 C37 C38 C39 . . . . -161.9(2) ?
C43 C38 C39 C40 . . . . -0.8(4) ?
C37 C38 C39 C40 . . . . 178.7(3) ?
C38 C39 C40 C41 . . . . 0.0(5) ?
C39 C40 C41 C42 . . . . 1.7(5) ?
C40 C41 C42 C43 . . . . -2.5(5) ?
C41 C42 C43 C38 . . . . 1.7(5) ?
C39 C38 C43 C42 . . . . 0.0(4) ?
C37 C38 C43 C42 . . . . -179.5(3) ?
O5 C37 C44 C45 . . . . 23.1(3) ?
O6 C37 C44 C45 . . . . 146.9(2) ?
C38 C37 C44 C45 . . . . -95.9(3) ?
O5 C37 C44 C49 . . . . -163.8(2) ?
O6 C37 C44 C49 . . . . -40.0(3) ?
C38 C37 C44 C49 . . . . 77.2(3) ?
C49 C44 C45 C46 . . . . 1.6(4) ?
C37 C44 C45 C46 . . . . 174.7(3) ?
C44 C45 C46 C47 . . . . -1.7(5) ?
C45 C46 C47 C48 . . . . 0.7(5) ?
C46 C47 C48 C49 . . . . 0.3(5) ?
C47 C48 C49 C44 . . . . -0.4(4) ?
C45 C44 C49 C48 . . . . -0.5(4) ?
C37 C44 C49 C48 . . . . -173.8(2) ?
O7 C50 C51 C56 . . . . -147.5(2) ?
O8 C50 C51 C56 . . . . 95.5(3) ?
C57 C50 C51 C56 . . . . -25.5(3) ?
O7 C50 C51 C52 . . . . 35.5(3) ?
O8 C50 C51 C52 . . . . -81.5(3) ?
C57 C50 C51 C52 . . . . 157.6(2) ?
C56 C51 C52 C53 . . . . -0.1(4) ?
C50 C51 C52 C53 . . . . 177.0(2) ?
C51 C52 C53 C54 . . . . 0.5(5) ?
C52 C53 C54 C55 . . . . -1.2(5) ?
C53 C54 C55 C56 . . . . 1.4(5) ?
C52 C51 C56 C55 . . . . 0.4(4) ?
C50 C51 C56 C55 . . . . -176.6(3) ?
C54 C55 C56 C51 . . . . -1.1(5) ?
O7 C50 C57 C58 . . . . 32.1(3) ?
O8 C50 C57 C58 . . . . 156.1(2) ?
C51 C50 C57 C58 . . . . -87.0(3) ?
O7 C50 C57 C62 . . . . -152.1(2) ?
O8 C50 C57 C62 . . . . -28.1(3) ?
C51 C50 C57 C62 . . . . 88.7(3) ?
C62 C57 C58 C59 . . . . 0.4(4) ?
C50 C57 C58 C59 . . . . 176.2(3) ?
C57 C58 C59 C60 . . . . 0.4(5) ?
C58 C59 C60 C61 . . . . -1.8(5) ?
C59 C60 C61 C62 . . . . 2.5(5) ?
C60 C61 C62 C57 . . . . -1.8(4) ?
C58 C57 C62 C61 . . . . 0.3(4) ?
C50 C57 C62 C61 . . . . -175.5(3) ?
O2 C6 O1 C1 . . . . -52.8(3) ?
C7 C6 O1 C1 . . . . -168.03(19) ?
C13 C6 O1 C1 . . . . 72.3(3) ?
C2 C1 O1 C6 . . . . 55.2(3) ?
O1 C6 O2 C3 . . . . 54.6(3) ?
C7 C6 O2 C3 . . . . 169.05(19) ?
C13 C6 O2 C3 . . . . -70.8(2) ?
C2 C3 O2 C6 . . . . -58.7(2) ?
O4 C19 O3 C5 . . . . -54.4(3) ?
C20 C19 O3 C5 . . . . -168.66(19) ?
C26 C19 O3 C5 . . . . 69.8(2) ?
C2 C5 O3 C19 . . . . 59.0(3) ?
O3 C19 O4 C4 . . . . 52.7(3) ?
C20 C19 O4 C4 . . . . 168.2(2) ?
C26 C19 O4 C4 . . . . -71.4(3) ?
C2 C4 O4 C19 . . . . -55.7(3) ?
O6 C37 O5 C34 . . . . -55.3(3) ?
C38 C37 O5 C34 . . . . -168.41(19) ?
C44 C37 O5 C34 . . . . 68.9(3) ?
C33 C34 O5 C37 . . . . 56.6(3) ?
O5 C37 O6 C32 . . . . 55.4(3) ?
C38 C37 O6 C32 . . . . 168.99(19) ?
C44 C37 O6 C32 . . . . -69.6(2) ?
C33 C32 O6 C37 . . . . -57.2(3) ?
O8 C50 O7 C35 . . . . -54.0(3) ?
C57 C50 O7 C35 . . . . 70.3(3) ?
C51 C50 O7 C35 . . . . -166.62(19) ?
C33 C35 O7 C50 . . . . 56.3(3) ?
C33 C36 O8 C50 . . . . -57.6(3) ?
O7 C50 O8 C36 . . . . 54.4(3) ?
C57 C50 O8 C36 . . . . -69.9(3) ?
C51 C50 O8 C36 . . . . 168.1(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139079483
