#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/12/2221253.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2221253
loop_
_publ_author_name
'Razak, Ibrahim Abdul'
'Fun, Hoong-Kun'
'Ngaini, Zainab'
'Fadzillah, Siti Muhaini Haris'
'Hussain, Hasnain'
_publ_section_title
;
 (E)-1-(4-Decyloxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
;
_journal_coeditor_code           AT2746
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o881
_journal_page_last               o882
_journal_paper_doi               10.1107/S160053680901054X
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C25 H32 O3'
_chemical_formula_moiety         'C25 H32 O3'
_chemical_formula_sum            'C25 H32 O3'
_chemical_formula_weight         380.51
_chemical_name_systematic
;
(E)-1-(4-Decyloxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 99.2840(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.4437(2)
_cell_length_b                   35.5191(6)
_cell_length_c                   9.8004(2)
_cell_measurement_reflns_used    9788
_cell_measurement_temperature    100
_cell_measurement_theta_max      33.60
_cell_measurement_theta_min      2.39
_cell_volume                     4274.93(13)
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0330
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       55
_diffrn_reflns_limit_k_min       -47
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            62626
_diffrn_reflns_theta_full        33.64
_diffrn_reflns_theta_max         33.64
_diffrn_reflns_theta_min         1.15
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.9742
_exptl_absorpt_correction_T_min  0.9617
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1648
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.443
_exptl_crystal_size_min          0.347
_refine_diff_density_max         0.537
_refine_diff_density_min         -0.253
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     515
_refine_ls_number_reflns         16928
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0556
_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)+(0.0694P)²+1.5875P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1386
_refine_ls_wR_factor_ref         0.1526
_reflns_number_gt                12634
_reflns_number_total             16928
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2746.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2221253
_cod_database_fobs_code          2221253
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
O O1A 0.19648(7) -0.12225(2) 0.96568(9) 0.02036(16) Uani d . 1 . .
O O2A 0.68305(7) -0.08504(2) 0.48100(9) 0.02114(16) Uani d . 1 . .
O O3A 0.86470(6) 0.07913(2) 0.43003(8) 0.01776(15) Uani d . 1 . .
C C1A 0.39100(9) -0.06947(3) 0.80269(10) 0.01565(18) Uani d . 1 . .
H H1AA 0.4143 -0.0447 0.7989 0.019 Uiso calc R 1 . .
C C2A 0.31110(9) -0.07833(3) 0.88043(11) 0.01666(18) Uani d . 1 . .
H H2AA 0.2810 -0.0595 0.9282 0.020 Uiso calc R 1 . .
C C3A 0.27532(8) -0.11552(3) 0.88759(10) 0.01508(17) Uani d . 1 . .
C C4A 0.32006(9) -0.14375(3) 0.81526(11) 0.01803(19) Uani d . 1 . .
H H4AA 0.2966 -0.1685 0.8192 0.022 Uiso calc R 1 . .
C C5A 0.39998(9) -0.13443(3) 0.73730(11) 0.01765(19) Uani d . 1 . .
H H5AA 0.4295 -0.1533 0.6890 0.021 Uiso calc R 1 . .
C C6A 0.43747(8) -0.09747(3) 0.72928(10) 0.01372(17) Uani d . 1 . .
C C7A 0.52133(8) -0.09029(3) 0.64537(10) 0.01487(17) Uani d . 1 . .
H H7AA 0.5451 -0.1111 0.6011 0.018 Uiso calc R 1 . .
C C8A 0.56916(8) -0.05727(3) 0.62344(10) 0.01469(17) Uani d . 1 . .
H H8AA 0.5488 -0.0353 0.6644 0.018 Uiso calc R 1 . .
C C9A 0.65358(8) -0.05601(3) 0.53460(10) 0.01421(17) Uani d . 1 . .
C C10A 0.70600(8) -0.01986(3) 0.50805(10) 0.01370(17) Uani d . 1 . .
C C11A 0.79143(9) -0.02091(3) 0.43098(11) 0.01715(19) Uani d . 1 . .
H H11A 0.8116 -0.0439 0.3977 0.021 Uiso calc R 1 . .
C C12A 0.84675(9) 0.01122(3) 0.40270(11) 0.01749(19) Uani d . 1 . .
H H12A 0.9038 0.0097 0.3522 0.021 Uiso calc R 1 . .
C C13A 0.81582(8) 0.04600(3) 0.45113(10) 0.01456(17) Uani d . 1 . .
C C14A 0.72985(8) 0.04794(3) 0.52714(11) 0.01556(18) Uani d . 1 . .
H H14A 0.7089 0.0711 0.5588 0.019 Uiso calc R 1 . .
C C15A 0.67605(8) 0.01542(3) 0.55516(10) 0.01479(17) Uani d . 1 . .
H H15A 0.6192 0.0169 0.6059 0.018 Uiso calc R 1 . .
C C16A 0.95178(9) 0.07828(3) 0.34939(11) 0.01798(19) Uani d . 1 . .
H H16A 0.9254 0.0681 0.2583 0.022 Uiso calc R 1 . .
H H16B 1.0102 0.0623 0.3940 0.022 Uiso calc R 1 . .
C C17A 0.99332(9) 0.11775(3) 0.33678(11) 0.01747(19) Uani d . 1 . .
H H17A 1.0190 0.1279 0.4281 0.021 Uiso calc R 1 . .
H H17B 0.9347 0.1337 0.2921 0.021 Uiso calc R 1 . .
C C18A 1.08613(9) 0.11765(3) 0.25216(12) 0.0205(2) Uani d . 1 . .
H H18A 1.1456 0.1027 0.3004 0.025 Uiso calc R 1 . .
H H18B 1.0610 0.1056 0.1640 0.025 Uiso calc R 1 . .
C C19A 1.12904(9) 0.15667(3) 0.22545(11) 0.01802(19) Uani d . 1 . .
H H19A 1.1530 0.1691 0.3132 0.022 Uiso calc R 1 . .
H H19B 1.0705 0.1715 0.1744 0.022 Uiso calc R 1 . .
C C20A 1.22377(9) 0.15512(3) 0.14381(12) 0.0193(2) Uani d . 1 . .
H H20A 1.2836 0.1415 0.1975 0.023 Uiso calc R 1 . .
H H20B 1.2009 0.1412 0.0588 0.023 Uiso calc R 1 . .
C C21A 1.26404(9) 0.19380(3) 0.10818(11) 0.01678(18) Uani d . 1 . .
H H21A 1.2887 0.2074 0.1932 0.020 Uiso calc R 1 . .
H H21B 1.2037 0.2077 0.0565 0.020 Uiso calc R 1 . .
C C22A 1.35682(9) 0.19220(3) 0.02342(11) 0.01782(19) Uani d . 1 . .
H H22A 1.4177 0.1788 0.0759 0.021 Uiso calc R 1 . .
H H22B 1.3327 0.1781 -0.0607 0.021 Uiso calc R 1 . .
C C23A 1.39557(9) 0.23103(3) -0.01474(11) 0.01709(18) Uani d . 1 . .
H H23A 1.3347 0.2443 -0.0680 0.021 Uiso calc R 1 . .
H H23B 1.4185 0.2452 0.0695 0.021 Uiso calc R 1 . .
C C24A 1.48909(10) 0.23004(3) -0.09762(13) 0.0224(2) Uani d . 1 . .
H H24A 1.4664 0.2162 -0.1827 0.027 Uiso calc R 1 . .
H H24B 1.5503 0.2168 -0.0449 0.027 Uiso calc R 1 . .
C C25A 1.52534(10) 0.26954(3) -0.13242(13) 0.0231(2) Uani d . 1 . .
H H25A 1.5845 0.2677 -0.1840 0.035 Uiso calc R 1 . .
H H25B 1.5488 0.2832 -0.0484 0.035 Uiso calc R 1 . .
H H25C 1.4655 0.2825 -0.1867 0.035 Uiso calc R 1 . .
O O1B 1.31221(7) 0.33893(2) 0.04708(9) 0.02207(17) Uani d . 1 . .
O O2B 0.84313(8) 0.30275(2) 0.55634(10) 0.0293(2) Uani d . 1 . .
O O3B 0.68508(7) 0.13810(2) 0.65982(8) 0.01930(16) Uani d . 1 . .
C C1B 1.12915(9) 0.28531(3) 0.22651(12) 0.0189(2) Uani d . 1 . .
H H1BA 1.1138 0.2602 0.2417 0.023 Uiso calc R 1 . .
C C2B 1.20746(10) 0.29428(3) 0.14624(12) 0.0208(2) Uani d . 1 . .
H H2BA 1.2436 0.2752 0.1071 0.025 Uiso calc R 1 . .
C C3B 1.23247(9) 0.33191(3) 0.12373(11) 0.01589(18) Uani d . 1 . .
C C4B 1.17622(9) 0.36043(3) 0.17965(11) 0.01771(19) Uani d . 1 . .
H H4BA 1.1914 0.3856 0.1640 0.021 Uiso calc R 1 . .
C C5B 1.09736(9) 0.35102(3) 0.25890(11) 0.01814(19) Uani d . 1 . .
H H5BA 1.0598 0.3702 0.2956 0.022 Uiso calc R 1 . .
C C6B 1.07262(8) 0.31357(3) 0.28527(11) 0.01511(18) Uani d . 1 . .
C C7B 0.99147(9) 0.30651(3) 0.37343(11) 0.01700(19) Uani d . 1 . .
H H7BA 0.9566 0.3278 0.4005 0.020 Uiso calc R 1 . .
C C8B 0.95974(9) 0.27355(3) 0.42135(11) 0.01687(18) Uani d . 1 . .
H H8BA 0.9904 0.2511 0.3971 0.020 Uiso calc R 1 . .
C C9B 0.87663(9) 0.27302(3) 0.51200(11) 0.01733(19) Uani d . 1 . .
C C10B 0.83094(8) 0.23694(3) 0.55219(11) 0.01535(18) Uani d . 1 . .
C C11B 0.75851(9) 0.23806(3) 0.64765(11) 0.01700(19) Uani d . 1 . .
H H11B 0.7433 0.2611 0.6854 0.020 Uiso calc R 1 . .
C C12B 0.70886(9) 0.20588(3) 0.68738(11) 0.01700(19) Uani d . 1 . .
H H12B 0.6610 0.2073 0.7509 0.020 Uiso calc R 1 . .
C C13B 0.73143(8) 0.17123(3) 0.63101(10) 0.01518(17) Uani d . 1 . .
C C14B 0.80510(9) 0.16922(3) 0.53728(12) 0.0188(2) Uani d . 1 . .
H H14B 0.8212 0.1461 0.5011 0.023 Uiso calc R 1 . .
C C15B 0.85396(9) 0.20172(3) 0.49851(11) 0.01832(19) Uani d . 1 . .
H H15B 0.9027 0.2002 0.4361 0.022 Uiso calc R 1 . .
C C16B 0.60126(9) 0.13979(3) 0.74562(11) 0.01719(19) Uani d . 1 . .
H H16C 0.5419 0.1556 0.7026 0.021 Uiso calc R 1 . .
H H16D 0.6305 0.1504 0.8351 0.021 Uiso calc R 1 . .
C C17B 0.56056(9) 0.10029(3) 0.76309(11) 0.01687(18) Uani d . 1 . .
H H17C 0.6200 0.0848 0.8081 0.020 Uiso calc R 1 . .
H H17D 0.5342 0.0895 0.6730 0.020 Uiso calc R 1 . .
C C18B 0.46876(9) 0.10052(3) 0.84962(11) 0.01672(18) Uani d . 1 . .
H H18C 0.4952 0.1120 0.9384 0.020 Uiso calc R 1 . .
H H18D 0.4094 0.1159 0.8033 0.020 Uiso calc R 1 . .
C C19B 0.42533(9) 0.06142(3) 0.87367(11) 0.01718(19) Uani d . 1 . .
H H19C 0.4847 0.0459 0.9189 0.021 Uiso calc R 1 . .
H H19D 0.3977 0.0500 0.7850 0.021 Uiso calc R 1 . .
C C20B 0.33482(9) 0.06196(3) 0.96191(11) 0.01738(19) Uani d . 1 . .
H H20C 0.3617 0.0742 1.0492 0.021 Uiso calc R 1 . .
H H20D 0.2745 0.0768 0.9151 0.021 Uiso calc R 1 . .
C C21B 0.29339(9) 0.02284(3) 0.99067(11) 0.01762(19) Uani d . 1 . .
H H21C 0.3540 0.0080 1.0364 0.021 Uiso calc R 1 . .
H H21D 0.2660 0.0108 0.9032 0.021 Uiso calc R 1 . .
C C22B 0.20355(8) 0.02275(3) 1.08003(11) 0.01643(18) Uani d . 1 . .
H H22C 0.2313 0.0342 1.1686 0.020 Uiso calc R 1 . .
H H22D 0.1434 0.0381 1.0356 0.020 Uiso calc R 1 . .
C C23B 0.16144(8) -0.01652(3) 1.10443(11) 0.01573(18) Uani d . 1 . .
H H23C 0.2216 -0.0317 1.1498 0.019 Uiso calc R 1 . .
H H23D 0.1349 -0.0280 1.0156 0.019 Uiso calc R 1 . .
C C24B 0.07056(9) -0.01719(3) 1.19178(11) 0.01754(19) Uani d . 1 . .
H H24C 0.0101 -0.0020 1.1471 0.021 Uiso calc R 1 . .
H H24D 0.0969 -0.0061 1.2814 0.021 Uiso calc R 1 . .
C C25B 0.03045(10) -0.05710(3) 1.21225(13) 0.0231(2) Uani d . 1 . .
H H25D -0.0276 -0.0562 1.2659 0.035 Uiso calc R 1 . .
H H25E 0.0893 -0.0719 1.2599 0.035 Uiso calc R 1 . .
H H25F 0.0044 -0.0682 1.1238 0.035 Uiso calc R 1 . .
H H1OB 1.3164(14) 0.3643(6) 0.0362(19) 0.044(5) Uiso d . 1 . .
H H1OA 0.1825(15) -0.1475(6) 0.9592(19) 0.046(5) Uiso 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
C3A O1A H1OA . . 106.3(11) ?
C13A O3A C16A . . 117.46(8) ?
C2A C1A C6A . . 120.85(9) ?
C2A C1A H1AA . . 119.6 ?
C6A C1A H1AA . . 119.6 ?
C1A C2A C3A . . 120.35(9) ?
C1A C2A H2AA . . 119.8 ?
C3A C2A H2AA . . 119.8 ?
O1A C3A C4A . . 122.92(9) ?
O1A C3A C2A . . 117.29(9) ?
C4A C3A C2A . . 119.79(9) ?
C5A C4A C3A . . 119.24(9) ?
C5A C4A H4AA . . 120.4 ?
C3A C4A H4AA . . 120.4 ?
C4A C5A C6A . . 121.95(9) ?
C4A C5A H5AA . . 119.0 ?
C6A C5A H5AA . . 119.0 ?
C5A C6A C1A . . 117.82(9) ?
C5A C6A C7A . . 118.24(9) ?
C1A C6A C7A . . 123.94(9) ?
C8A C7A C6A . . 128.28(9) ?
C8A C7A H7AA . . 115.9 ?
C6A C7A H7AA . . 115.9 ?
C7A C8A C9A . . 119.82(9) ?
C7A C8A H8AA . . 120.1 ?
C9A C8A H8AA . . 120.1 ?
O2A C9A C8A . . 120.96(9) ?
O2A C9A C10A . . 118.54(9) ?
C8A C9A C10A . . 120.49(8) ?
C11A C10A C15A . . 117.73(9) ?
C11A C10A C9A . . 117.74(9) ?
C15A C10A C9A . . 124.53(9) ?
C12A C11A C10A . . 122.10(9) ?
C12A C11A H11A . . 118.9 ?
C10A C11A H11A . . 118.9 ?
C11A C12A C13A . . 119.16(9) ?
C11A C12A H12A . . 120.4 ?
C13A C12A H12A . . 120.4 ?
O3A C13A C12A . . 124.04(9) ?
O3A C13A C14A . . 116.00(9) ?
C12A C13A C14A . . 119.96(9) ?
C15A C14A C13A . . 119.97(9) ?
C15A C14A H14A . . 120.0 ?
C13A C14A H14A . . 120.0 ?
C14A C15A C10A . . 121.07(9) ?
C14A C15A H15A . . 119.5 ?
C10A C15A H15A . . 119.5 ?
O3A C16A C17A . . 108.91(8) ?
O3A C16A H16A . . 109.9 ?
C17A C16A H16A . . 109.9 ?
O3A C16A H16B . . 109.9 ?
C17A C16A H16B . . 109.9 ?
H16A C16A H16B . . 108.3 ?
C16A C17A C18A . . 110.01(9) ?
C16A C17A H17A . . 109.7 ?
C18A C17A H17A . . 109.7 ?
C16A C17A H17B . . 109.7 ?
C18A C17A H17B . . 109.7 ?
H17A C17A H17B . . 108.2 ?
C19A C18A C17A . . 114.09(9) ?
C19A C18A H18A . . 108.7 ?
C17A C18A H18A . . 108.7 ?
C19A C18A H18B . . 108.7 ?
C17A C18A H18B . . 108.7 ?
H18A C18A H18B . . 107.6 ?
C18A C19A C20A . . 112.24(9) ?
C18A C19A H19A . . 109.2 ?
C20A C19A H19A . . 109.2 ?
C18A C19A H19B . . 109.2 ?
C20A C19A H19B . . 109.2 ?
H19A C19A H19B . . 107.9 ?
C21A C20A C19A . . 113.43(9) ?
C21A C20A H20A . . 108.9 ?
C19A C20A H20A . . 108.9 ?
C21A C20A H20B . . 108.9 ?
C19A C20A H20B . . 108.9 ?
H20A C20A H20B . . 107.7 ?
C20A C21A C22A . . 113.37(9) ?
C20A C21A H21A . . 108.9 ?
C22A C21A H21A . . 108.9 ?
C20A C21A H21B . . 108.9 ?
C22A C21A H21B . . 108.9 ?
H21A C21A H21B . . 107.7 ?
C23A C22A C21A . . 113.31(9) ?
C23A C22A H22A . . 108.9 ?
C21A C22A H22A . . 108.9 ?
C23A C22A H22B . . 108.9 ?
C21A C22A H22B . . 108.9 ?
H22A C22A H22B . . 107.7 ?
C24A C23A C22A . . 114.10(9) ?
C24A C23A H23A . . 108.7 ?
C22A C23A H23A . . 108.7 ?
C24A C23A H23B . . 108.7 ?
C22A C23A H23B . . 108.7 ?
H23A C23A H23B . . 107.6 ?
C23A C24A C25A . . 112.09(9) ?
C23A C24A H24A . . 109.2 ?
C25A C24A H24A . . 109.2 ?
C23A C24A H24B . . 109.2 ?
C25A C24A H24B . . 109.2 ?
H24A C24A H24B . . 107.9 ?
C24A C25A H25A . . 109.5 ?
C24A C25A H25B . . 109.5 ?
H25A C25A H25B . . 109.5 ?
C24A C25A H25C . . 109.5 ?
H25A C25A H25C . . 109.5 ?
H25B C25A H25C . . 109.5 ?
C3B O1B H1OB . . 107.9(11) ?
C13B O3B C16B . . 117.12(8) ?
C2B C1B C6B . . 120.96(10) ?
C2B C1B H1BA . . 119.5 ?
C6B C1B H1BA . . 119.5 ?
C1B C2B C3B . . 120.31(10) ?
C1B C2B H2BA . . 119.8 ?
C3B C2B H2BA . . 119.8 ?
O1B C3B C4B . . 122.79(9) ?
O1B C3B C2B . . 117.58(9) ?
C4B C3B C2B . . 119.64(9) ?
C5B C4B C3B . . 119.39(9) ?
C5B C4B H4BA . . 120.3 ?
C3B C4B H4BA . . 120.3 ?
C4B C5B C6B . . 121.96(9) ?
C4B C5B H5BA . . 119.0 ?
C6B C5B H5BA . . 119.0 ?
C5B C6B C1B . . 117.72(9) ?
C5B C6B C7B . . 117.95(9) ?
C1B C6B C7B . . 124.33(9) ?
C8B C7B C6B . . 129.01(10) ?
C8B C7B H7BA . . 115.5 ?
C6B C7B H7BA . . 115.5 ?
C7B C8B C9B . . 119.85(9) ?
C7B C8B H8BA . . 120.1 ?
C9B C8B H8BA . . 120.1 ?
O2B C9B C8B . . 120.72(9) ?
O2B C9B C10B . . 118.61(9) ?
C8B C9B C10B . . 120.67(9) ?
C11B C10B C15B . . 117.89(9) ?
C11B C10B C9B . . 117.97(9) ?
C15B C10B C9B . . 124.13(9) ?
C12B C11B C10B . . 121.92(9) ?
C12B C11B H11B . . 119.0 ?
C10B C11B H11B . . 119.0 ?
C11B C12B C13B . . 119.28(9) ?
C11B C12B H12B . . 120.4 ?
C13B C12B H12B . . 120.4 ?
O3B C13B C12B . . 124.16(9) ?
O3B C13B C14B . . 115.87(9) ?
C12B C13B C14B . . 119.97(9) ?
C15B C14B C13B . . 119.99(9) ?
C15B C14B H14B . . 120.0 ?
C13B C14B H14B . . 120.0 ?
C14B C15B C10B . . 120.94(9) ?
C14B C15B H15B . . 119.5 ?
C10B C15B H15B . . 119.5 ?
O3B C16B C17B . . 108.34(8) ?
O3B C16B H16C . . 110.0 ?
C17B C16B H16C . . 110.0 ?
O3B C16B H16D . . 110.0 ?
C17B C16B H16D . . 110.0 ?
H16C C16B H16D . . 108.4 ?
C16B C17B C18B . . 110.62(8) ?
C16B C17B H17C . . 109.5 ?
C18B C17B H17C . . 109.5 ?
C16B C17B H17D . . 109.5 ?
C18B C17B H17D . . 109.5 ?
H17C C17B H17D . . 108.1 ?
C19B C18B C17B . . 113.38(9) ?
C19B C18B H18C . . 108.9 ?
C17B C18B H18C . . 108.9 ?
C19B C18B H18D . . 108.9 ?
C17B C18B H18D . . 108.9 ?
H18C C18B H18D . . 107.7 ?
C18B C19B C20B . . 112.89(9) ?
C18B C19B H19C . . 109.0 ?
C20B C19B H19C . . 109.0 ?
C18B C19B H19D . . 109.0 ?
C20B C19B H19D . . 109.0 ?
H19C C19B H19D . . 107.8 ?
C21B C20B C19B . . 113.32(9) ?
C21B C20B H20C . . 108.9 ?
C19B C20B H20C . . 108.9 ?
C21B C20B H20D . . 108.9 ?
C19B C20B H20D . . 108.9 ?
H20C C20B H20D . . 107.7 ?
C20B C21B C22B . . 114.14(9) ?
C20B C21B H21C . . 108.7 ?
C22B C21B H21C . . 108.7 ?
C20B C21B H21D . . 108.7 ?
C22B C21B H21D . . 108.7 ?
H21C C21B H21D . . 107.6 ?
C23B C22B C21B . . 113.23(8) ?
C23B C22B H22C . . 108.9 ?
C21B C22B H22C . . 108.9 ?
C23B C22B H22D . . 108.9 ?
C21B C22B H22D . . 108.9 ?
H22C C22B H22D . . 107.7 ?
C22B C23B C24B . . 114.07(8) ?
C22B C23B H23C . . 108.7 ?
C24B C23B H23C . . 108.7 ?
C22B C23B H23D . . 108.7 ?
C24B C23B H23D . . 108.7 ?
H23C C23B H23D . . 107.6 ?
C23B C24B C25B . . 112.09(9) ?
C23B C24B H24C . . 109.2 ?
C25B C24B H24C . . 109.2 ?
C23B C24B H24D . . 109.2 ?
C25B C24B H24D . . 109.2 ?
H24C C24B H24D . . 107.9 ?
C24B C25B H25D . . 109.5 ?
C24B C25B H25E . . 109.5 ?
H25D C25B H25E . . 109.5 ?
C24B C25B H25F . . 109.5 ?
H25D C25B H25F . . 109.5 ?
H25E C25B H25F . . 109.5 ?
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
O1A C3A . 1.3592(12) ?
O1A H1OA . 0.92(2) ?
O2A C9A . 1.2396(12) ?
O3A C13A . 1.3559(12) ?
O3A C16A . 1.4407(12) ?
C1A C2A . 1.3829(14) ?
C1A C6A . 1.4054(14) ?
C1A H1AA . 0.9300 ?
C2A C3A . 1.3995(14) ?
C2A H2AA . 0.9300 ?
C3A C4A . 1.3946(14) ?
C4A C5A . 1.3884(14) ?
C4A H4AA . 0.9300 ?
C5A C6A . 1.3998(14) ?
C5A H5AA . 0.9300 ?
C6A C7A . 1.4516(13) ?
C7A C8A . 1.3480(14) ?
C7A H7AA . 0.9300 ?
C8A C9A . 1.4693(13) ?
C8A H8AA . 0.9300 ?
C9A C10A . 1.4821(14) ?
C10A C11A . 1.4004(13) ?
C10A C15A . 1.4062(14) ?
C11A C12A . 1.3837(14) ?
C11A H11A . 0.9300 ?
C12A C13A . 1.3994(14) ?
C12A H12A . 0.9300 ?
C13A C14A . 1.4005(14) ?
C14A C15A . 1.3846(14) ?
C14A H14A . 0.9300 ?
C15A H15A . 0.9300 ?
C16A C17A . 1.5060(14) ?
C16A H16A . 0.9700 ?
C16A H16B . 0.9700 ?
C17A C18A . 1.5266(15) ?
C17A H17A . 0.9700 ?
C17A H17B . 0.9700 ?
C18A C19A . 1.5231(15) ?
C18A H18A . 0.9700 ?
C18A H18B . 0.9700 ?
C19A C20A . 1.5287(15) ?
C19A H19A . 0.9700 ?
C19A H19B . 0.9700 ?
C20A C21A . 1.5223(14) ?
C20A H20A . 0.9700 ?
C20A H20B . 0.9700 ?
C21A C22A . 1.5282(14) ?
C21A H21A . 0.9700 ?
C21A H21B . 0.9700 ?
C22A C23A . 1.5272(15) ?
C22A H22A . 0.9700 ?
C22A H22B . 0.9700 ?
C23A C24A . 1.5232(14) ?
C23A H23A . 0.9700 ?
C23A H23B . 0.9700 ?
C24A C25A . 1.5291(16) ?
C24A H24A . 0.9700 ?
C24A H24B . 0.9700 ?
C25A H25A . 0.9600 ?
C25A H25B . 0.9600 ?
C25A H25C . 0.9600 ?
O1B C3B . 1.3607(12) ?
O1B H1OB . 0.91(2) ?
O2B C9B . 1.2396(13) ?
O3B C13B . 1.3600(12) ?
O3B C16B . 1.4427(12) ?
C1B C2B . 1.3848(14) ?
C1B C6B . 1.4016(14) ?
C1B H1BA . 0.9300 ?
C2B C3B . 1.3980(14) ?
C2B H2BA . 0.9300 ?
C3B C4B . 1.3928(14) ?
C4B C5B . 1.3871(14) ?
C4B H4BA . 0.9300 ?
C5B C6B . 1.3989(14) ?
C5B H5BA . 0.9300 ?
C6B C7B . 1.4527(14) ?
C7B C8B . 1.3445(14) ?
C7B H7BA . 0.9300 ?
C8B C9B . 1.4681(14) ?
C8B H8BA . 0.9300 ?
C9B C10B . 1.4810(14) ?
C10B C11B . 1.4005(14) ?
C10B C15B . 1.4044(14) ?
C11B C12B . 1.3848(14) ?
C11B H11B . 0.9300 ?
C12B C13B . 1.3958(14) ?
C12B H12B . 0.9300 ?
C13B C14B . 1.4004(14) ?
C14B C15B . 1.3860(15) ?
C14B H14B . 0.9300 ?
C15B H15B . 0.9300 ?
C16B C17B . 1.5106(14) ?
C16B H16C . 0.9700 ?
C16B H16D . 0.9700 ?
C17B C18B . 1.5286(14) ?
C17B H17C . 0.9700 ?
C17B H17D . 0.9700 ?
C18B C19B . 1.5224(14) ?
C18B H18C . 0.9700 ?
C18B H18D . 0.9700 ?
C19B C20B . 1.5267(14) ?
C19B H19C . 0.9700 ?
C19B H19D . 0.9700 ?
C20B C21B . 1.5239(14) ?
C20B H20C . 0.9700 ?
C20B H20D . 0.9700 ?
C21B C22B . 1.5272(14) ?
C21B H21C . 0.9700 ?
C21B H21D . 0.9700 ?
C22B C23B . 1.5223(14) ?
C22B H22C . 0.9700 ?
C22B H22D . 0.9700 ?
C23B C24B . 1.5247(14) ?
C23B H23C . 0.9700 ?
C23B H23D . 0.9700 ?
C24B C25B . 1.5269(15) ?
C24B H24C . 0.9700 ?
C24B H24D . 0.9700 ?
C25B H25D . 0.9600 ?
C25B H25E . 0.9600 ?
C25B H25F . 0.9600 ?
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
O1A H1OA O2B 2_646 0.91(2) 1.80(2) 2.7110(10) 179(3) yes
O1B H1OB O2A 2_755 0.91(2) 1.81(2) 2.7160(10) 176(2) yes
C4A H4AA O2B 2_646 0.93 2.50 3.1850(10) 131 yes
C4B H4BA O2A 2_755 0.93 2.50 3.1920(10) 131 yes
C14B H14B O3A . 0.93 2.56 3.4850(10) 173 yes
C18B H18C Cg1 3_657 0.97 2.85 3.6960(10) 146 yes
C24B H24D Cg2 3_657 0.97 2.71 3.5540(10) 145 yes
C22A H22B Cg3 4_554 0.97 2.95 3.7430(10) 140 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
C6A C1A C2A C3A . . . . 0.19(16) ?
C1A C2A C3A O1A . . . . -179.91(10) ?
C1A C2A C3A C4A . . . . -0.38(16) ?
O1A C3A C4A C5A . . . . 179.69(10) ?
C2A C3A C4A C5A . . . . 0.18(16) ?
C3A C4A C5A C6A . . . . 0.20(17) ?
C4A C5A C6A C1A . . . . -0.38(16) ?
C4A C5A C6A C7A . . . . 179.95(10) ?
C2A C1A C6A C5A . . . . 0.18(15) ?
C2A C1A C6A C7A . . . . 179.83(10) ?
C5A C6A C7A C8A . . . . -179.76(11) ?
C1A C6A C7A C8A . . . . 0.58(17) ?
C6A C7A C8A C9A . . . . 179.70(10) ?
C7A C8A C9A O2A . . . . -1.22(16) ?
C7A C8A C9A C10A . . . . 179.25(9) ?
O2A C9A C10A C11A . . . . -4.18(15) ?
C8A C9A C10A C11A . . . . 175.37(9) ?
O2A C9A C10A C15A . . . . 175.97(10) ?
C8A C9A C10A C15A . . . . -4.49(15) ?
C15A C10A C11A C12A . . . . 0.99(16) ?
C9A C10A C11A C12A . . . . -178.88(10) ?
C10A C11A C12A C13A . . . . -0.74(17) ?
C16A O3A C13A C12A . . . . 1.79(15) ?
C16A O3A C13A C14A . . . . -178.55(9) ?
C11A C12A C13A O3A . . . . 179.64(10) ?
C11A C12A C13A C14A . . . . 0.00(16) ?
O3A C13A C14A C15A . . . . -179.21(9) ?
C12A C13A C14A C15A . . . . 0.47(16) ?
C13A C14A C15A C10A . . . . -0.21(16) ?
C11A C10A C15A C14A . . . . -0.50(15) ?
C9A C10A C15A C14A . . . . 179.35(10) ?
C13A O3A C16A C17A . . . . 179.19(9) ?
O3A C16A C17A C18A . . . . 179.77(9) ?
C16A C17A C18A C19A . . . . 176.24(10) ?
C17A C18A C19A C20A . . . . 178.47(9) ?
C18A C19A C20A C21A . . . . 176.60(9) ?
C19A C20A C21A C22A . . . . -178.54(9) ?
C20A C21A C22A C23A . . . . 178.83(9) ?
C21A C22A C23A C24A . . . . 179.22(9) ?
C22A C23A C24A C25A . . . . -179.64(10) ?
C6B C1B C2B C3B . . . . 0.77(18) ?
C1B C2B C3B O1B . . . . 178.25(11) ?
C1B C2B C3B C4B . . . . -1.61(17) ?
O1B C3B C4B C5B . . . . -178.78(10) ?
C2B C3B C4B C5B . . . . 1.07(17) ?
C3B C4B C5B C6B . . . . 0.31(17) ?
C4B C5B C6B C1B . . . . -1.13(17) ?
C4B C5B C6B C7B . . . . 177.88(10) ?
C2B C1B C6B C5B . . . . 0.58(17) ?
C2B C1B C6B C7B . . . . -178.35(11) ?
C5B C6B C7B C8B . . . . -174.80(11) ?
C1B C6B C7B C8B . . . . 4.13(19) ?
C6B C7B C8B C9B . . . . 178.96(10) ?
C7B C8B C9B O2B . . . . -7.31(17) ?
C7B C8B C9B C10B . . . . 172.58(10) ?
O2B C9B C10B C11B . . . . -5.15(16) ?
C8B C9B C10B C11B . . . . 174.95(10) ?
O2B C9B C10B C15B . . . . 173.51(11) ?
C8B C9B C10B C15B . . . . -6.39(17) ?
C15B C10B C11B C12B . . . . -1.09(16) ?
C9B C10B C11B C12B . . . . 177.65(10) ?
C10B C11B C12B C13B . . . . 0.02(17) ?
C16B O3B C13B C12B . . . . 5.06(15) ?
C16B O3B C13B C14B . . . . -174.26(9) ?
C11B C12B C13B O3B . . . . -178.14(10) ?
C11B C12B C13B C14B . . . . 1.16(16) ?
O3B C13B C14B C15B . . . . 178.11(10) ?
C12B C13B C14B C15B . . . . -1.24(17) ?
C13B C14B C15B C10B . . . . 0.14(17) ?
C11B C10B C15B C14B . . . . 1.00(16) ?
C9B C10B C15B C14B . . . . -177.66(11) ?
C13B O3B C16B C17B . . . . 179.40(9) ?
O3B C16B C17B C18B . . . . -178.19(8) ?
C16B C17B C18B C19B . . . . -178.88(9) ?
C17B C18B C19B C20B . . . . 179.18(9) ?
C18B C19B C20B C21B . . . . -178.06(9) ?
C19B C20B C21B C22B . . . . 179.42(9) ?
C20B C21B C22B C23B . . . . 178.56(9) ?
C21B C22B C23B C24B . . . . -179.19(9) ?
C22B C23B C24B C25B . . . . 179.50(9) ?
