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#$Date: 2025-08-19 23:06:29 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301812 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/45/4024575.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_4024575
loop_
_publ_author_name
'Robert Cysewski'
'Marcin Kwit'
'Beata Warżajtis'
'Urszula Rychlewska'
'Jacek Gawroński'
_publ_contact_author
;
Urszula Rychlewska
Faculty of Chemistry
Adam Mickiewicz University
Grunwaldzka 6
60-780 Poznań
Poland
;
_publ_contact_author_email       urszular@amu.edu.pl
_publ_contact_author_fax         '48 61 8291505'
_publ_contact_author_phone       '48 61 8291268'
_publ_section_title
;
Synthesis, Conformation and Chiroptical Properties of Diaryl Esters of
Tartaric Acid
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4573
_journal_page_last               4583
_journal_paper_doi               10.1021/jo900206c
_journal_volume                  74
_journal_year                    2009
_chemical_absolute_configuration syn
_chemical_formula_sum            'C24 H18 O6'
_chemical_formula_weight         402.38
_space_group_IT_number           1
_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           SHELXL-97
_cell_angle_alpha                100.020(3)
_cell_angle_beta                 92.974(3)
_cell_angle_gamma                92.513(3)
_cell_formula_units_Z            2
_cell_length_a                   5.8352(2)
_cell_length_b                   7.9311(3)
_cell_length_c                   20.5792(8)
_cell_measurement_reflns_used    3109
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      26.02
_cell_measurement_theta_min      2.61
_cell_volume                     935.25(6)
_computing_cell_refinement
;
Oxford Diffraction (2005) CrysAlis RED
;
_computing_data_collection
;
Oxford Diffraction (2005) CrysAlis CCD
;
_computing_data_reduction
;
Oxford Diffraction (2005a) CrysAlis RED
;
_computing_molecular_graphics
;
Simens Analytical X-Ray Instruments (1989),
Mercury (Bruno, et al. 2002)
;
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Kuma KM4CCD κ-geometry diffractometer'
_diffrn_measurement_method       'ω scans'
_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  0.0219
_diffrn_reflns_av_sigmaI/netI    0.0370
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            7535
_diffrn_reflns_theta_full        26.02
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         2.61
_diffrn_standards_interval_count 'every 50 dc frames'
_diffrn_standards_number         '2 reference frames'
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83360
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrystAlis Red (Clark & Reid,
1995; Oxford Diffraction,2004)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.153
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.952
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         3667
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.951
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0295
_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)+(0.0428P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0625
_refine_ls_wR_factor_ref         0.0659
_reflns_number_gt                3002
_reflns_number_total             3667
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo900206c_si_002.cif
_cod_data_source_block           nphoh
_cod_database_code               4024575
loop_
_symmetry_equiv_pos_as_xyz
'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
C1 C 0.0349(4) -0.0349(3) 1.11651(12) 0.0212(5) Uani 1 1 d . . .
O1 O -0.1446(3) -0.0658(2) 1.13792(9) 0.0291(4) Uani 1 1 d . . .
O10 O 0.2276(3) 0.0374(2) 1.15222(8) 0.0237(4) Uani 1 1 d . . .
C11 C 0.0769(4) 0.1559(3) 1.25767(12) 0.0219(5) Uani 1 1 d . . .
H11 H -0.0589 0.1878 1.2365 0.026 Uiso 1 1 calc R . .
C12 C 0.2373(4) 0.0694(3) 1.22146(12) 0.0208(5) Uani 1 1 d . . .
C13 C 0.4381(4) 0.0157(3) 1.25099(13) 0.0250(6) Uani 1 1 d . . .
H13 H 0.5457 -0.0461 1.2244 0.030 Uiso 1 1 calc R . .
C14 C 0.4765(4) 0.0529(3) 1.31762(12) 0.0232(6) Uani 1 1 d . . .
H14 H 0.6111 0.0155 1.3376 0.028 Uiso 1 1 calc R . .
C15 C 0.3602(4) 0.1921(3) 1.42703(12) 0.0269(6) Uani 1 1 d . . .
H15 H 0.4954 0.1574 1.4476 0.032 Uiso 1 1 calc R . .
C16 C 0.2083(5) 0.2857(3) 1.46498(13) 0.0302(6) Uani 1 1 d . . .
H16 H 0.2386 0.3157 1.5115 0.036 Uiso 1 1 calc R . .
C17 C 0.0062(5) 0.3378(3) 1.43493(13) 0.0289(6) Uani 1 1 d . . .
H17 H -0.0990 0.4029 1.4613 0.035 Uiso 1 1 calc R . .
C18 C -0.0382(4) 0.2949(3) 1.36839(13) 0.0250(6) Uani 1 1 d . . .
H18 H -0.1747 0.3306 1.3489 0.030 Uiso 1 1 calc R . .
C19 C 0.1153(4) 0.1978(3) 1.32758(12) 0.0201(5) Uani 1 1 d . . .
C20 C 0.3197(4) 0.1463(3) 1.35790(12) 0.0222(5) Uani 1 1 d . . .
C2 C 0.0913(4) -0.0752(3) 1.04451(12) 0.0208(5) Uani 1 1 d . . .
H2 H 0.1509 0.0313 1.0299 0.025 Uiso 1 1 calc R . .
O2 O -0.1106(3) -0.1424(2) 1.00578(8) 0.0246(4) Uani 1 1 d . . .
H2O H -0.1181 -0.0757 0.9777 0.030 Uiso 1 1 d R . .
C3 C 0.2758(4) -0.2118(3) 1.03678(12) 0.0221(5) Uani 1 1 d . . .
H3 H 0.4312 -0.1576 1.0526 0.027 Uiso 1 1 calc R . .
O3 O 0.2127(3) -0.3370(2) 1.07440(8) 0.0260(4) Uani 1 1 d . . .
H3O H 0.3367 -0.3783 1.0865 0.031 Uiso 1 1 d R . .
C4 C 0.2726(4) -0.2905(3) 0.96410(12) 0.0215(5) Uani 1 1 d . . .
O4 O 0.2090(3) -0.4359(2) 0.94059(8) 0.0267(4) Uani 1 1 d . . .
O40 O 0.3453(3) -0.1740(2) 0.92808(8) 0.0271(4) Uani 1 1 d . . .
C41 C 0.1658(4) -0.1829(3) 0.82046(12) 0.0252(6) Uani 1 1 d . . .
H41 H 0.0471 -0.1171 0.8400 0.030 Uiso 1 1 calc R . .
C42 C 0.3401(4) -0.2298(3) 0.85869(12) 0.0236(6) Uani 1 1 d . . .
C43 C 0.5206(4) -0.3265(3) 0.83233(13) 0.0266(6) Uani 1 1 d . . .
H43 H 0.6395 -0.3574 0.8606 0.032 Uiso 1 1 calc R . .
C44 C 0.5217(4) -0.3751(3) 0.76564(13) 0.0271(6) Uani 1 1 d . . .
H44 H 0.6434 -0.4398 0.7474 0.032 Uiso 1 1 calc R . .
C45 C 0.3390(5) -0.3813(3) 0.65302(13) 0.0312(6) Uani 1 1 d . . .
H45 H 0.4595 -0.4456 0.6337 0.037 Uiso 1 1 calc R . .
C46 C 0.1644(5) -0.3392(4) 0.61322(14) 0.0352(7) Uani 1 1 d . . .
H46 H 0.1632 -0.3745 0.5667 0.042 Uiso 1 1 calc R . .
C47 C -0.0143(5) -0.2430(4) 0.64144(14) 0.0348(7) Uani 1 1 d . . .
H47 H -0.1357 -0.2137 0.6136 0.042 Uiso 1 1 calc R . .
C48 C -0.0150(5) -0.1915(3) 0.70805(14) 0.0312(6) Uani 1 1 d . . .
H48 H -0.1367 -0.1265 0.7262 0.037 Uiso 1 1 calc R . .
C49 C 0.1639(4) -0.2339(3) 0.75065(13) 0.0243(6) Uani 1 1 d . . .
C50 C 0.3442(4) -0.3309(3) 0.72273(12) 0.0238(6) Uani 1 1 d . . .
C1' C 0.6808(4) 0.1793(3) 0.92925(12) 0.0229(5) Uani 1 1 d . . .
O1' O 0.8200(3) 0.0711(2) 0.91606(8) 0.0279(4) Uani 1 1 d . . .
O10' O 0.5842(3) 0.2629(2) 0.88462(8) 0.0278(4) Uani 1 1 d . . .
C11' C 0.5302(4) 0.1634(3) 0.76907(12) 0.0226(5) Uani 1 1 d . . .
H11' H 0.3842 0.1140 0.7761 0.027 Uiso 1 1 calc R . .
C12' C 0.6705(4) 0.2402(3) 0.82082(12) 0.0247(6) Uani 1 1 d . . .
C13' C 0.8900(4) 0.3125(3) 0.81368(13) 0.0264(6) Uani 1 1 d . . .
H13' H 0.9858 0.3630 0.8514 0.032 Uiso 1 1 calc R . .
C14' C 0.9627(4) 0.3089(3) 0.75170(13) 0.0267(6) Uani 1 1 d . . .
H14' H 1.1105 0.3579 0.7463 0.032 Uiso 1 1 calc R . .
C15' C 0.8912(4) 0.2288(3) 0.62990(13) 0.0275(6) Uani 1 1 d . . .
H15' H 1.0366 0.2793 0.6231 0.033 Uiso 1 1 calc R . .
C16' C 0.7510(5) 0.1524(3) 0.57656(13) 0.0297(6) Uani 1 1 d . . .
H16' H 0.7993 0.1510 0.5331 0.036 Uiso 1 1 calc R . .
C17' C 0.5356(5) 0.0758(3) 0.58569(13) 0.0308(6) Uani 1 1 d . . .
H17' H 0.4402 0.0221 0.5484 0.037 Uiso 1 1 calc R . .
C18' C 0.4628(4) 0.0782(3) 0.64761(12) 0.0264(6) Uani 1 1 d . . .
H18' H 0.3168 0.0265 0.6531 0.032 Uiso 1 1 calc R . .
C19' C 0.6027(4) 0.1571(3) 0.70415(12) 0.0217(5) Uani 1 1 d . . .
C20' C 0.8219(4) 0.2335(3) 0.69519(12) 0.0234(5) Uani 1 1 d . . .
C2' C 0.6098(4) 0.2429(3) 0.99852(12) 0.0219(5) Uani 1 1 d . . .
H2' H 0.6378 0.1512 1.0253 0.026 Uiso 1 1 calc R . .
O2' O 0.3754(3) 0.2799(2) 1.00115(8) 0.0250(4) Uani 1 1 d . . .
H2'O H 0.3573 0.3579 0.9781 0.030 Uiso 1 1 d R . .
C3' C 0.7683(4) 0.4016(3) 1.02865(12) 0.0232(6) Uani 1 1 d . . .
H3' H 0.9260 0.3840 1.0127 0.028 Uiso 1 1 calc R . .
O3' O 0.6785(3) 0.5415(2) 1.00424(8) 0.0255(4) Uani 1 1 d . . .
H3'O H 0.7774 0.6255 1.0097 0.031 Uiso 1 1 d R . .
C4' C 0.7803(4) 0.4194(3) 1.10267(12) 0.0244(6) Uani 1 1 d . . .
O4' O 0.8924(3) 0.3323(2) 1.13275(9) 0.0375(5) Uani 1 1 d . . .
O40' O 0.6458(3) 0.5435(2) 1.13163(8) 0.0269(4) Uani 1 1 d . . .
C41' C 0.8113(4) 0.6546(3) 1.24125(13) 0.0240(6) Uani 1 1 d . . .
H41' H 0.9474 0.6913 1.2232 0.029 Uiso 1 1 calc R . .
C42' C 0.6365(4) 0.5689(3) 1.20121(12) 0.0235(6) Uani 1 1 d . . .
C43' C 0.4325(4) 0.5099(3) 1.22500(13) 0.0269(6) Uani 1 1 d . . .
H43' H 0.3147 0.4487 1.1955 0.032 Uiso 1 1 calc R . .
C44' C 0.4069(4) 0.5422(3) 1.29128(13) 0.0268(6) Uani 1 1 d . . .
H44' H 0.2689 0.5040 1.3080 0.032 Uiso 1 1 calc R . .
C45' C 0.5584(5) 0.6674(3) 1.40501(13) 0.0308(6) Uani 1 1 d . . .
H45' H 0.4224 0.6288 1.4226 0.037 Uiso 1 1 calc R . .
C46' C 0.7293(5) 0.7567(4) 1.44653(14) 0.0351(7) Uani 1 1 d . . .
H46' H 0.7112 0.7800 1.4928 0.042 Uiso 1 1 calc R . .
C47' C 0.9319(5) 0.8145(3) 1.42130(13) 0.0329(6) Uani 1 1 d . . .
H47' H 1.0492 0.8773 1.4506 0.039 Uiso 1 1 calc R . .
C48' C 0.9610(4) 0.7808(3) 1.35475(13) 0.0277(6) Uani 1 1 d . . .
H48' H 1.0991 0.8197 1.3383 0.033 Uiso 1 1 calc R . .
C49' C 0.7881(4) 0.6887(3) 1.31028(12) 0.0229(5) Uani 1 1 d . . .
C50' C 0.5823(4) 0.6318(3) 1.33577(12) 0.0240(6) 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 0.0000 '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 0.0000 '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
O1 C1 O10 126.2(2) . . ?
O1 C1 C2 125.9(2) . . ?
O10 C1 C2 107.86(19) . . ?
C1 O10 C12 121.07(18) . . ?
C12 C11 C19 119.2(2) . . ?
C12 C11 H11 120.4 . . ?
C19 C11 H11 120.4 . . ?
C11 C12 O10 123.6(2) . . ?
C11 C12 C13 122.2(2) . . ?
O10 C12 C13 114.0(2) . . ?
C14 C13 C12 119.5(2) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C14 C20 121.1(2) . . ?
C13 C14 H14 119.4 . . ?
C20 C14 H14 119.4 . . ?
C16 C15 C20 121.2(2) . . ?
C16 C15 H15 119.4 . . ?
C20 C15 H15 119.4 . . ?
C15 C16 C17 120.0(2) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C18 C17 C16 120.2(2) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 121.3(2) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C18 C19 C11 122.5(2) . . ?
C18 C19 C20 118.4(2) . . ?
C11 C19 C20 119.0(2) . . ?
C15 C20 C14 122.1(2) . . ?
C15 C20 C19 118.9(2) . . ?
C14 C20 C19 118.9(2) . . ?
O2 C2 C1 108.91(18) . . ?
O2 C2 C3 109.24(19) . . ?
C1 C2 C3 108.92(18) . . ?
O2 C2 H2 109.9 . . ?
C1 C2 H2 109.9 . . ?
C3 C2 H2 109.9 . . ?
C2 O2 H2O 101.5 . . ?
O3 C3 C4 110.41(19) . . ?
O3 C3 C2 107.47(18) . . ?
C4 C3 C2 107.46(18) . . ?
O3 C3 H3 110.5 . . ?
C4 C3 H3 110.5 . . ?
C2 C3 H3 110.5 . . ?
C3 O3 H3O 106.5 . . ?
O4 C4 O40 123.7(2) . . ?
O4 C4 C3 125.4(2) . . ?
O40 C4 C3 110.9(2) . . ?
C4 O40 C42 116.34(19) . . ?
C42 C41 C49 119.0(2) . . ?
C42 C41 H41 120.5 . . ?
C49 C41 H41 120.5 . . ?
C41 C42 C43 122.9(2) . . ?
C41 C42 O40 118.7(2) . . ?
C43 C42 O40 118.4(2) . . ?
C44 C43 C42 118.8(2) . . ?
C44 C43 H43 120.6 . . ?
C42 C43 H43 120.6 . . ?
C43 C44 C50 121.3(2) . . ?
C43 C44 H44 119.4 . . ?
C50 C44 H44 119.4 . . ?
C46 C45 C50 121.3(3) . . ?
C46 C45 H45 119.4 . . ?
C50 C45 H45 119.4 . . ?
C45 C46 C47 119.7(3) . . ?
C45 C46 H46 120.1 . . ?
C47 C46 H46 120.1 . . ?
C48 C47 C46 120.8(3) . . ?
C48 C47 H47 119.6 . . ?
C46 C47 H47 119.6 . . ?
C47 C48 C49 120.7(3) . . ?
C47 C48 H48 119.7 . . ?
C49 C48 H48 119.7 . . ?
C50 C49 C48 118.9(2) . . ?
C50 C49 C41 119.3(2) . . ?
C48 C49 C41 121.7(2) . . ?
C49 C50 C45 118.6(2) . . ?
C49 C50 C44 118.7(2) . . ?
C45 C50 C44 122.7(2) . . ?
O1' C1' O10' 123.5(2) . . ?
O1' C1' C2' 123.7(2) . . ?
O10' C1' C2' 112.61(19) . . ?
C1' O10' C12' 118.06(18) . . ?
C12' C11' C19' 119.2(2) . . ?
C12' C11' H11' 120.4 . . ?
C19' C11' H11' 120.4 . . ?
C11' C12' C13' 123.0(2) . . ?
C11' C12' O10' 118.2(2) . . ?
C13' C12' O10' 118.5(2) . . ?
C14' C13' C12' 118.7(2) . . ?
C14' C13' H13' 120.6 . . ?
C12' C13' H13' 120.6 . . ?
C13' C14' C20' 121.1(2) . . ?
C13' C14' H14' 119.5 . . ?
C20' C14' H14' 119.5 . . ?
C16' C15' C20' 120.8(2) . . ?
C16' C15' H15' 119.6 . . ?
C20' C15' H15' 119.6 . . ?
C15' C16' C17' 120.4(2) . . ?
C15' C16' H16' 119.8 . . ?
C17' C16' H16' 119.8 . . ?
C18' C17' C16' 120.5(3) . . ?
C18' C17' H17' 119.7 . . ?
C16' C17' H17' 119.7 . . ?
C17' C18' C19' 120.8(2) . . ?
C17' C18' H18' 119.6 . . ?
C19' C18' H18' 119.6 . . ?
C11' C19' C18' 121.9(2) . . ?
C11' C19' C20' 119.1(2) . . ?
C18' C19' C20' 119.0(2) . . ?
C14' C20' C15' 122.6(2) . . ?
C14' C20' C19' 118.8(2) . . ?
C15' C20' C19' 118.6(2) . . ?
O2' C2' C1' 113.5(2) . . ?
O2' C2' C3' 111.51(19) . . ?
C1' C2' C3' 107.82(19) . . ?
O2' C2' H2' 107.9 . . ?
C1' C2' H2' 107.9 . . ?
C3' C2' H2' 107.9 . . ?
C2' O2' H2'O 105.6 . . ?
O3' C3' C4' 114.7(2) . . ?
O3' C3' C2' 106.45(19) . . ?
C4' C3' C2' 108.9(2) . . ?
O3' C3' H3' 108.9 . . ?
C4' C3' H3' 108.9 . . ?
C2' C3' H3' 108.9 . . ?
C3' O3' H3'O 110.7 . . ?
O4' C4' O40' 123.8(2) . . ?
O4' C4' C3' 123.9(2) . . ?
O40' C4' C3' 112.36(19) . . ?
C4' O40' C42' 117.79(17) . . ?
C42' C41' C49' 119.1(2) . . ?
C42' C41' H41' 120.5 . . ?
C49' C41' H41' 120.5 . . ?
C41' C42' C43' 123.1(2) . . ?
C41' C42' O40' 120.8(2) . . ?
C43' C42' O40' 116.0(2) . . ?
C44' C43' C42' 118.6(2) . . ?
C44' C43' H43' 120.7 . . ?
C42' C43' H43' 120.7 . . ?
C43' C44' C50' 121.2(2) . . ?
C43' C44' H44' 119.4 . . ?
C50' C44' H44' 119.4 . . ?
C46' C45' C50' 120.6(3) . . ?
C46' C45' H45' 119.7 . . ?
C50' C45' H45' 119.7 . . ?
C45' C46' C47' 120.5(3) . . ?
C45' C46' H46' 119.8 . . ?
C47' C46' H46' 119.8 . . ?
C48' C47' C46' 120.3(3) . . ?
C48' C47' H47' 119.8 . . ?
C46' C47' H47' 119.8 . . ?
C47' C48' C49' 120.8(2) . . ?
C47' C48' H48' 119.6 . . ?
C49' C48' H48' 119.6 . . ?
C48' C49' C41' 122.1(2) . . ?
C48' C49' C50' 118.8(2) . . ?
C41' C49' C50' 119.0(2) . . ?
C44' C50' C45' 122.0(2) . . ?
C44' C50' C49' 119.0(2) . . ?
C45' C50' C49' 119.0(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
C1 O1 1.189(3) . ?
C1 O10 1.358(3) . ?
C1 C2 1.517(3) . ?
O10 C12 1.401(3) . ?
C11 C12 1.361(3) . ?
C11 C19 1.423(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.408(3) . ?
C13 C14 1.356(3) . ?
C13 H13 0.9500 . ?
C14 C20 1.413(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.369(4) . ?
C15 C20 1.411(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.414(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.361(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.419(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.426(3) . ?
C2 O2 1.417(3) . ?
C2 C3 1.555(3) . ?
C2 H2 1.0000 . ?
O2 H2O 0.8499 . ?
C3 O3 1.409(3) . ?
C3 C4 1.516(3) . ?
C3 H3 1.0000 . ?
O3 H3O 0.8500 . ?
C4 O4 1.205(3) . ?
C4 O40 1.349(3) . ?
O40 C42 1.418(3) . ?
C41 C42 1.358(3) . ?
C41 C49 1.422(4) . ?
C41 H41 0.9500 . ?
C42 C43 1.406(3) . ?
C43 C44 1.360(4) . ?
C43 H43 0.9500 . ?
C44 C50 1.421(4) . ?
C44 H44 0.9500 . ?
C45 C46 1.363(4) . ?
C45 C50 1.419(4) . ?
C45 H45 0.9500 . ?
C46 C47 1.409(4) . ?
C46 H46 0.9500 . ?
C47 C48 1.361(4) . ?
C47 H47 0.9500 . ?
C48 C49 1.418(3) . ?
C48 H48 0.9500 . ?
C49 C50 1.417(3) . ?
C1' O1' 1.213(3) . ?
C1' O10' 1.339(3) . ?
C1' C2' 1.513(3) . ?
O10' C12' 1.416(3) . ?
C11' C12' 1.347(4) . ?
C11' C19' 1.416(3) . ?
C11' H11' 0.9500 . ?
C12' C13' 1.406(4) . ?
C13' C14' 1.361(4) . ?
C13' H13' 0.9500 . ?
C14' C20' 1.415(4) . ?
C14' H14' 0.9500 . ?
C15' C16' 1.369(4) . ?
C15' C20' 1.418(3) . ?
C15' H15' 0.9500 . ?
C16' C17' 1.407(4) . ?
C16' H16' 0.9500 . ?
C17' C18' 1.361(3) . ?
C17' H17' 0.9500 . ?
C18' C19' 1.420(4) . ?
C18' H18' 0.9500 . ?
C19' C20' 1.425(3) . ?
C2' O2' 1.413(3) . ?
C2' C3' 1.546(4) . ?
C2' H2' 1.0000 . ?
O2' H2'O 0.8501 . ?
C3' O3' 1.406(3) . ?
C3' C4' 1.503(3) . ?
C3' H3' 1.0000 . ?
O3' H3'O 0.8500 . ?
C4' O4' 1.198(3) . ?
C4' O40' 1.361(3) . ?
O40' C42' 1.415(3) . ?
C41' C42' 1.356(4) . ?
C41' C49' 1.414(4) . ?
C41' H41' 0.9500 . ?
C42' C43' 1.402(4) . ?
C43' C44' 1.361(4) . ?
C43' H43' 0.9500 . ?
C44' C50' 1.415(4) . ?
C44' H44' 0.9500 . ?
C45' C46' 1.366(4) . ?
C45' C50' 1.419(4) . ?
C45' H45' 0.9500 . ?
C46' C47' 1.406(4) . ?
C46' H46' 0.9500 . ?
C47' C48' 1.370(4) . ?
C47' H47' 0.9500 . ?
C48' C49' 1.412(4) . ?
C48' H48' 0.9500 . ?
C49' C50' 1.422(4) . ?
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
O1 C1 O10 C12 6.0(3) . . . . ?
C2 C1 O10 C12 -172.04(18) . . . . ?
C19 C11 C12 O10 -173.2(2) . . . . ?
C19 C11 C12 C13 1.7(4) . . . . ?
C1 O10 C12 C11 -51.5(3) . . . . ?
C1 O10 C12 C13 133.2(2) . . . . ?
C11 C12 C13 C14 -1.0(4) . . . . ?
O10 C12 C13 C14 174.4(2) . . . . ?
C12 C13 C14 C20 -0.7(4) . . . . ?
C20 C15 C16 C17 0.2(4) . . . . ?
C15 C16 C17 C18 0.1(4) . . . . ?
C16 C17 C18 C19 -0.1(4) . . . . ?
C17 C18 C19 C11 -177.9(2) . . . . ?
C17 C18 C19 C20 -0.3(4) . . . . ?
C12 C11 C19 C18 176.9(2) . . . . ?
C12 C11 C19 C20 -0.7(3) . . . . ?
C16 C15 C20 C14 178.7(2) . . . . ?
C16 C15 C20 C19 -0.6(4) . . . . ?
C13 C14 C20 C15 -177.6(2) . . . . ?
C13 C14 C20 C19 1.6(4) . . . . ?
C18 C19 C20 C15 0.6(3) . . . . ?
C11 C19 C20 C15 178.3(2) . . . . ?
C18 C19 C20 C14 -178.6(2) . . . . ?
C11 C19 C20 C14 -0.9(3) . . . . ?
O1 C1 C2 O2 5.1(3) . . . . ?
O10 C1 C2 O2 -176.88(17) . . . . ?
O1 C1 C2 C3 -114.0(3) . . . . ?
O10 C1 C2 C3 64.1(2) . . . . ?
O2 C2 C3 O3 -75.6(2) . . . . ?
C1 C2 C3 O3 43.3(3) . . . . ?
O2 C2 C3 C4 43.3(2) . . . . ?
C1 C2 C3 C4 162.1(2) . . . . ?
O3 C3 C4 O4 5.2(3) . . . . ?
C2 C3 C4 O4 -111.7(2) . . . . ?
O3 C3 C4 O40 -176.51(18) . . . . ?
C2 C3 C4 O40 66.6(2) . . . . ?
O4 C4 O40 C42 1.1(3) . . . . ?
C3 C4 O40 C42 -177.17(19) . . . . ?
C49 C41 C42 C43 0.3(4) . . . . ?
C49 C41 C42 O40 178.0(2) . . . . ?
C4 O40 C42 C41 101.7(2) . . . . ?
C4 O40 C42 C43 -80.5(3) . . . . ?
C41 C42 C43 C44 0.2(4) . . . . ?
O40 C42 C43 C44 -177.5(2) . . . . ?
C42 C43 C44 C50 -0.4(4) . . . . ?
C50 C45 C46 C47 0.4(4) . . . . ?
C45 C46 C47 C48 0.0(4) . . . . ?
C46 C47 C48 C49 -0.2(4) . . . . ?
C47 C48 C49 C50 0.0(4) . . . . ?
C47 C48 C49 C41 -179.4(2) . . . . ?
C42 C41 C49 C50 -0.5(3) . . . . ?
C42 C41 C49 C48 179.0(2) . . . . ?
C48 C49 C50 C45 0.3(4) . . . . ?
C41 C49 C50 C45 179.7(2) . . . . ?
C48 C49 C50 C44 -179.2(2) . . . . ?
C41 C49 C50 C44 0.3(3) . . . . ?
C46 C45 C50 C49 -0.5(4) . . . . ?
C46 C45 C50 C44 179.0(3) . . . . ?
C43 C44 C50 C49 0.2(4) . . . . ?
C43 C44 C50 C45 -179.3(2) . . . . ?
O1' C1' O10' C12' -8.5(4) . . . . ?
C2' C1' O10' C12' 167.7(2) . . . . ?
C19' C11' C12' C13' -1.3(4) . . . . ?
C19' C11' C12' O10' 172.66(19) . . . . ?
C1' O10' C12' C11' 115.3(2) . . . . ?
C1' O10' C12' C13' -70.5(3) . . . . ?
C11' C12' C13' C14' 1.7(4) . . . . ?
O10' C12' C13' C14' -172.3(2) . . . . ?
C12' C13' C14' C20' -0.3(4) . . . . ?
C20' C15' C16' C17' -0.4(4) . . . . ?
C15' C16' C17' C18' 0.6(4) . . . . ?
C16' C17' C18' C19' -0.3(4) . . . . ?
C12' C11' C19' C18' -179.9(2) . . . . ?
C12' C11' C19' C20' -0.5(3) . . . . ?
C17' C18' C19' C11' 179.2(2) . . . . ?
C17' C18' C19' C20' -0.3(3) . . . . ?
C13' C14' C20' C15' 179.4(2) . . . . ?
C13' C14' C20' C19' -1.4(3) . . . . ?
C16' C15' C20' C14' 179.1(2) . . . . ?
C16' C15' C20' C19' -0.1(3) . . . . ?
C11' C19' C20' C14' 1.8(3) . . . . ?
C18' C19' C20' C14' -178.7(2) . . . . ?
C11' C19' C20' C15' -179.0(2) . . . . ?
C18' C19' C20' C15' 0.5(3) . . . . ?
O1' C1' C2' O2' -144.0(2) . . . . ?
O10' C1' C2' O2' 39.8(3) . . . . ?
O1' C1' C2' C3' 91.9(3) . . . . ?
O10' C1' C2' C3' -84.2(2) . . . . ?
O2' C2' C3' O3' -44.0(2) . . . . ?
C1' C2' C3' O3' 81.3(2) . . . . ?
O2' C2' C3' C4' 80.2(2) . . . . ?
C1' C2' C3' C4' -154.50(19) . . . . ?
O3' C3' C4' O4' -164.2(2) . . . . ?
C2' C3' C4' O4' 76.7(3) . . . . ?
O3' C3' C4' O40' 17.1(3) . . . . ?
C2' C3' C4' O40' -102.1(2) . . . . ?
O4' C4' O40' C42' -0.8(4) . . . . ?
C3' C4' O40' C42' 178.0(2) . . . . ?
C49' C41' C42' C43' -0.7(3) . . . . ?
C49' C41' C42' O40' 175.3(2) . . . . ?
C4' O40' C42' C41' 77.2(3) . . . . ?
C4' O40' C42' C43' -106.6(2) . . . . ?
C41' C42' C43' C44' 1.0(4) . . . . ?
O40' C42' C43' C44' -175.2(2) . . . . ?
C42' C43' C44' C50' -0.7(4) . . . . ?
C50' C45' C46' C47' -0.1(4) . . . . ?
C45' C46' C47' C48' -0.5(4) . . . . ?
C46' C47' C48' C49' 0.5(4) . . . . ?
C47' C48' C49' C41' 178.8(2) . . . . ?
C47' C48' C49' C50' 0.2(3) . . . . ?
C42' C41' C49' C48' -178.5(2) . . . . ?
C42' C41' C49' C50' 0.1(3) . . . . ?
C43' C44' C50' C45' 179.7(2) . . . . ?
C43' C44' C50' C49' 0.1(3) . . . . ?
C46' C45' C50' C44' -178.8(2) . . . . ?
C46' C45' C50' C49' 0.7(4) . . . . ?
C48' C49' C50' C44' 178.8(2) . . . . ?
C41' C49' C50' C44' 0.2(3) . . . . ?
C48' C49' C50' C45' -0.7(3) . . . . ?
C41' C49' C50' C45' -179.4(2) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139091149
