#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/33/2223370.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_2223370
loop_
_publ_author_name
'Bariamis, Stavros E.'
'Magoulas, George E.'
'Athanassopoulos, Constantinos M.'
'Papaioannou, Dionissios'
'Manos, Manolis J.'
'Nastopoulos, Vassilios'
_publ_section_title
;
 (2E,4E,6E)-3-Methyl-7-(pyren-1-yl)octa-2,4,6-trienoic
 acid
;
_journal_coeditor_code           FJ2242
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2580
_journal_paper_doi               10.1107/S1600536809038409
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C25 H20 O2'
_chemical_formula_moiety         'C25 H20 O2'
_chemical_formula_sum            'C25 H20 O2'
_chemical_formula_weight         352.41
_chemical_name_systematic
;(2E,4E,6E)-3-Methyl-7-(pyren-1-yl)octa-2,4,6-trienoic
 acid
;
_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           SHELXL-97
_cell_angle_alpha                97.086(7)
_cell_angle_beta                 93.003(8)
_cell_angle_gamma                97.574(7)
_cell_formula_units_Z            4
_cell_length_a                   7.5751(7)
_cell_length_b                   8.5466(7)
_cell_length_c                   28.458(3)
_cell_measurement_reflns_used    4369
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.2450
_cell_measurement_theta_min      3.0275
_cell_volume                     1808.0(3)
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction, 2008)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 2008)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2008)'
_computing_molecular_graphics
;
PLATON (Spek, 2009) and Mercury (Macrae et al.,  2006)
;
_computing_publication_material
;
WinGX (Farrugia, 1999) and publCIF (Westrip, 2009)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al.,  1994)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.0288
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type
'Oxford Diffraction Xcalibur-3 with Sapphire CCD'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1089
_diffrn_reflns_av_sigmaI/netI    0.1164
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            22799
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.354
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     497
_refine_ls_number_reflns         6284
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.1270
_refine_ls_R_factor_gt           0.0664
_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)+(0.0717P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1415
_refine_ls_wR_factor_ref         0.1601
_reflns_number_gt                3448
_reflns_number_total             6284
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fj2242.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2223370
_cod_database_fobs_code          2223370
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 C1A 0.0508(4) 0.8362(4) 0.45141(12) 0.0247(8) Uani d . 1 . .
C C1B 0.4808(4) 1.3280(4) 0.44843(11) 0.0243(8) Uani d . 1 . .
C C2A 0.0917(4) 0.7231(4) 0.41240(11) 0.0247(8) Uani d . 1 . .
H H2A 0.1673 0.7649 0.3909 0.030 Uiso calc R 1 . .
C C2B 0.4635(4) 1.2089(4) 0.40651(11) 0.0259(8) Uani d . 1 . .
H H2B 0.4067 1.2354 0.3794 0.031 Uiso calc R 1 . .
C C3A 0.0344(4) 0.5659(4) 0.40331(11) 0.0225(8) Uani d . 1 . .
C C3B 0.5198(4) 1.0650(4) 0.40221(11) 0.0241(8) Uani d . 1 . .
C C4A 0.0898(4) 0.4799(4) 0.36041(11) 0.0233(8) Uani d . 1 . .
H H4A 0.1564 0.5400 0.3407 0.028 Uiso calc R 1 . .
C C4B 0.4895(4) 0.9708(4) 0.35600(11) 0.0249(8) Uani d . 1 . .
H H4B 0.4385 1.0179 0.3319 0.030 Uiso calc R 1 . .
C C5A 0.0542(4) 0.3227(4) 0.34658(11) 0.0225(8) Uani d . 1 . .
H H5A -0.0107 0.2600 0.3660 0.027 Uiso calc R 1 . .
C C5B 0.5275(4) 0.8214(4) 0.34422(11) 0.0239(8) Uani d . 1 . .
H H5B 0.5766 0.7701 0.3677 0.029 Uiso calc R 1 . .
C C6A 0.1115(4) 0.2460(4) 0.30317(11) 0.0243(8) Uani d . 1 . .
H H6A 0.1718 0.3113 0.2836 0.029 Uiso calc R 1 . .
C C6B 0.4949(4) 0.7392(4) 0.29682(11) 0.0254(8) Uani d . 1 . .
H H6B 0.4503 0.7952 0.2739 0.030 Uiso calc R 1 . .
C C7A 0.0858(4) 0.0887(4) 0.28832(11) 0.0210(7) Uani d . 1 . .
C C7B 0.5226(4) 0.5888(4) 0.28218(11) 0.0231(8) Uani d . 1 . .
C C8A -0.0034(5) -0.0307(4) 0.31727(11) 0.0316(9) Uani d . 1 . .
H H8A1 0.0530 -0.0133 0.3488 0.047 Uiso calc R 1 . .
H H8A2 0.0071 -0.1363 0.3028 0.047 Uiso calc R 1 . .
H H8A3 -0.1274 -0.0186 0.3186 0.047 Uiso calc R 1 . .
C C8B 0.5888(4) 0.4862(4) 0.31719(11) 0.0275(8) Uani d . 1 . .
H H8B1 0.7114 0.5246 0.3273 0.041 Uiso calc R 1 . .
H H8B2 0.5788 0.3781 0.3023 0.041 Uiso calc R 1 . .
H H8B3 0.5180 0.4909 0.3442 0.041 Uiso calc R 1 . .
C C9A -0.0803(5) 0.4746(4) 0.43400(12) 0.0331(9) Uani d . 1 . .
H H9A1 -0.0110 0.4082 0.4500 0.050 Uiso calc R 1 . .
H H9A2 -0.1771 0.4092 0.4149 0.050 Uiso calc R 1 . .
H H9A3 -0.1272 0.5471 0.4570 0.050 Uiso calc R 1 . .
C C9B 0.6137(5) 0.9991(4) 0.44129(12) 0.0375(10) Uani d . 1 . .
H H9B1 0.6380 1.0790 0.4685 0.056 Uiso calc R 1 . .
H H9B2 0.7240 0.9680 0.4309 0.056 Uiso calc R 1 . .
H H9B3 0.5394 0.9081 0.4496 0.056 Uiso calc R 1 . .
C C10A 0.1586(4) 0.0308(4) 0.24283(10) 0.0202(7) Uani d . 1 . .
C C10B 0.4752(4) 0.5222(4) 0.23171(11) 0.0209(7) Uani d . 1 . .
C C11A 0.0509(4) -0.0710(4) 0.20581(11) 0.0195(7) Uani d . 1 . .
C C11B 0.5854(4) 0.4329(4) 0.20344(11) 0.0190(7) Uani d . 1 . .
C C12A -0.1353(4) -0.1213(4) 0.20822(11) 0.0216(8) Uani d . 1 . .
H H12A -0.1895 -0.0907 0.2358 0.026 Uiso calc R 1 . .
C C12B 0.7587(4) 0.4024(4) 0.22032(11) 0.0230(8) Uani d . 1 . .
H H12B 0.8021 0.4440 0.2511 0.028 Uiso calc R 1 . .
C C13A -0.2351(4) -0.2122(4) 0.17156(11) 0.0230(8) Uani d . 1 . .
H H13A -0.3552 -0.2448 0.1750 0.028 Uiso calc R 1 . .
C C13B 0.8592(4) 0.3159(4) 0.19311(11) 0.0243(8) Uani d . 1 . .
H H13B 0.9677 0.2951 0.2061 0.029 Uiso calc R 1 . .
C C14A -0.1619(4) -0.2593(4) 0.12809(11) 0.0214(8) Uani d . 1 . .
C C14B 0.8048(4) 0.2547(4) 0.14485(11) 0.0228(8) Uani d . 1 . .
C C15A -0.2625(4) -0.3479(4) 0.08916(11) 0.0235(8) Uani d . 1 . .
H H15A -0.3826 -0.3830 0.0918 0.028 Uiso calc R 1 . .
C C15B 0.9078(4) 0.1650(4) 0.11602(11) 0.0258(8) Uani d . 1 . .
H H15B 1.0170 0.1434 0.1282 0.031 Uiso calc R 1 . .
C C16A -0.1880(4) -0.3848(4) 0.04670(11) 0.0276(8) Uani d . 1 . .
H H16A -0.2586 -0.4422 0.0209 0.033 Uiso calc R 1 . .
C C16B 0.8500(4) 0.1080(4) 0.06972(12) 0.0300(9) Uani d . 1 . .
H H16B 0.9202 0.0480 0.0510 0.036 Uiso calc R 1 . .
C C17A -0.0082(4) -0.3366(4) 0.04229(11) 0.0268(8) Uani d . 1 . .
H H17A 0.0408 -0.3618 0.0135 0.032 Uiso calc R 1 . .
C C17B 0.6881(5) 0.1392(4) 0.05074(12) 0.0293(8) Uani d . 1 . .
H H17B 0.6503 0.0989 0.0195 0.035 Uiso calc R 1 . .
C C18A 0.0999(4) -0.2508(4) 0.08053(11) 0.0220(8) Uani d . 1 . .
C C18B 0.5813(4) 0.2301(4) 0.07801(11) 0.0232(8) Uani d . 1 . .
C C19A 0.2858(4) -0.2031(4) 0.07779(11) 0.0255(8) Uani d . 1 . .
H H19A 0.3387 -0.2341 0.0500 0.031 Uiso calc R 1 . .
C C19B 0.4127(4) 0.2657(4) 0.05942(12) 0.0270(8) Uani d . 1 . .
H H19B 0.3738 0.2283 0.0280 0.032 Uiso calc R 1 . .
C C20A 0.3873(4) -0.1144(4) 0.11424(11) 0.0254(8) Uani d . 1 . .
H H20A 0.5081 -0.0840 0.1110 0.030 Uiso calc R 1 . .
C C20B 0.3109(4) 0.3511(4) 0.08627(11) 0.0246(8) Uani d . 1 . .
H H20B 0.2038 0.3735 0.0730 0.030 Uiso calc R 1 . .
C C21A 0.3126(4) -0.0664(4) 0.15760(11) 0.0209(7) Uani d . 1 . .
C C21B 0.3634(4) 0.4090(4) 0.13516(11) 0.0218(8) Uani d . 1 . .
C C22A 0.4134(4) 0.0312(4) 0.19507(11) 0.0222(7) Uani d . 1 . .
H H22A 0.5341 0.0638 0.1924 0.027 Uiso calc R 1 . .
C C22B 0.2594(4) 0.4966(4) 0.16391(11) 0.0238(8) Uani d . 1 . .
H H22B 0.1513 0.5194 0.1513 0.029 Uiso calc R 1 . .
C C23A 0.3358(4) 0.0796(4) 0.23598(11) 0.0214(8) Uani d . 1 . .
H H23A 0.4052 0.1477 0.2600 0.026 Uiso calc R 1 . .
C C23B 0.3125(4) 0.5504(4) 0.21052(11) 0.0230(8) Uani d . 1 . .
H H23B 0.2384 0.6075 0.2288 0.028 Uiso calc R 1 . .
C C24A 0.1296(4) -0.1163(4) 0.16294(11) 0.0194(7) Uani d . 1 . .
C C24B 0.5297(4) 0.3771(4) 0.15525(11) 0.0189(7) Uani d . 1 . .
C C25A 0.0224(4) -0.2094(4) 0.12396(11) 0.0195(7) Uani d . 1 . .
C C25B 0.6370(4) 0.2868(4) 0.12604(11) 0.0210(7) Uani d . 1 . .
O O1A -0.0314(3) 0.8043(3) 0.48587(8) 0.0293(6) Uani d . 1 . .
O O1B 0.5355(3) 1.3133(3) 0.48846(8) 0.0316(6) Uani d . 1 . .
O O2A 0.1129(3) 0.9852(3) 0.44623(8) 0.0320(6) Uani d D 1 . .
H H2A1 0.092(5) 1.054(4) 0.4701(10) 0.048 Uiso d D 1 . .
O O2B 0.4270(3) 1.4636(3) 0.43819(8) 0.0342(6) Uani d D 1 . .
H H2B1 0.443(5) 1.520(4) 0.4655(8) 0.051 Uiso d 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
O1A C1A O2A . . 121.5(3) ?
O1A C1A C2A . . 126.4(3) ?
O2A C1A C2A . . 112.1(3) ?
O1B C1B O2B . . 121.5(3) ?
O1B C1B C2B . . 127.2(3) ?
O2B C1B C2B . . 111.2(3) ?
C3A C2A C1A . . 128.4(3) ?
C3A C2A H2A . . 115.8 ?
C1A C2A H2A . . 115.8 ?
C3B C2B C1B . . 127.9(3) ?
C3B C2B H2B . . 116.0 ?
C1B C2B H2B . . 116.0 ?
C2A C3A C4A . . 117.5(3) ?
C2A C3A C9A . . 124.5(3) ?
C4A C3A C9A . . 118.0(3) ?
C2B C3B C4B . . 116.8(3) ?
C2B C3B C9B . . 124.7(3) ?
C4B C3B C9B . . 118.5(3) ?
C5A C4A C3A . . 126.3(3) ?
C5A C4A H4A . . 116.8 ?
C3A C4A H4A . . 116.8 ?
C5B C4B C3B . . 126.8(3) ?
C5B C4B H4B . . 116.6 ?
C3B C4B H4B . . 116.6 ?
C4A C5A C6A . . 123.2(3) ?
C4A C5A H5A . . 118.4 ?
C6A C5A H5A . . 118.4 ?
C4B C5B C6B . . 122.3(3) ?
C4B C5B H5B . . 118.8 ?
C6B C5B H5B . . 118.8 ?
C7A C6A C5A . . 126.0(3) ?
C7A C6A H6A . . 117.0 ?
C5A C6A H6A . . 117.0 ?
C7B C6B C5B . . 126.5(3) ?
C7B C6B H6B . . 116.8 ?
C5B C6B H6B . . 116.8 ?
C6A C7A C10A . . 118.3(3) ?
C6A C7A C8A . . 122.5(3) ?
C10A C7A C8A . . 119.1(3) ?
C6B C7B C10B . . 118.7(3) ?
C6B C7B C8B . . 120.6(3) ?
C10B C7B C8B . . 120.6(3) ?
C7A C8A H8A1 . . 109.5 ?
C7A C8A H8A2 . . 109.5 ?
H8A1 C8A H8A2 . . 109.5 ?
C7A C8A H8A3 . . 109.5 ?
H8A1 C8A H8A3 . . 109.5 ?
H8A2 C8A H8A3 . . 109.5 ?
C7B C8B H8B1 . . 109.5 ?
C7B C8B H8B2 . . 109.5 ?
H8B1 C8B H8B2 . . 109.5 ?
C7B C8B H8B3 . . 109.5 ?
H8B1 C8B H8B3 . . 109.5 ?
H8B2 C8B H8B3 . . 109.5 ?
C3A C9A H9A1 . . 109.5 ?
C3A C9A H9A2 . . 109.5 ?
H9A1 C9A H9A2 . . 109.5 ?
C3A C9A H9A3 . . 109.5 ?
H9A1 C9A H9A3 . . 109.5 ?
H9A2 C9A H9A3 . . 109.5 ?
C3B C9B H9B1 . . 109.5 ?
C3B C9B H9B2 . . 109.5 ?
H9B1 C9B H9B2 . . 109.5 ?
C3B C9B H9B3 . . 109.5 ?
H9B1 C9B H9B3 . . 109.5 ?
H9B2 C9B H9B3 . . 109.5 ?
C23A C10A C11A . . 119.0(3) ?
C23A C10A C7A . . 118.9(3) ?
C11A C10A C7A . . 122.1(3) ?
C23B C10B C11B . . 118.0(3) ?
C23B C10B C7B . . 118.2(3) ?
C11B C10B C7B . . 123.8(3) ?
C24A C11A C10A . . 118.4(3) ?
C24A C11A C12A . . 118.0(3) ?
C10A C11A C12A . . 123.5(3) ?
C24B C11B C10B . . 119.5(3) ?
C24B C11B C12B . . 117.1(3) ?
C10B C11B C12B . . 123.3(3) ?
C13A C12A C11A . . 121.9(3) ?
C13A C12A H12A . . 119.1 ?
C11A C12A H12A . . 119.1 ?
C13B C12B C11B . . 122.2(3) ?
C13B C12B H12B . . 118.9 ?
C11B C12B H12B . . 118.9 ?
C12A C13A C14A . . 121.9(3) ?
C12A C13A H13A . . 119.0 ?
C14A C13A H13A . . 119.0 ?
C12B C13B C14B . . 121.9(3) ?
C12B C13B H13B . . 119.0 ?
C14B C13B H13B . . 119.0 ?
C15A C14A C13A . . 123.3(3) ?
C15A C14A C25A . . 118.8(3) ?
C13A C14A C25A . . 118.0(3) ?
C15B C14B C25B . . 119.4(3) ?
C15B C14B C13B . . 122.7(3) ?
C25B C14B C13B . . 117.9(3) ?
C16A C15A C14A . . 121.5(3) ?
C16A C15A H15A . . 119.3 ?
C14A C15A H15A . . 119.3 ?
C16B C15B C14B . . 120.8(3) ?
C16B C15B H15B . . 119.6 ?
C14B C15B H15B . . 119.6 ?
C15A C16A C17A . . 120.2(3) ?
C15A C16A H16A . . 119.9 ?
C17A C16A H16A . . 119.9 ?
C15B C16B C17B . . 120.6(3) ?
C15B C16B H16B . . 119.7 ?
C17B C16B H16B . . 119.7 ?
C16A C17A C18A . . 120.8(3) ?
C16A C17A H17A . . 119.6 ?
C18A C17A H17A . . 119.6 ?
C16B C17B C18B . . 120.8(3) ?
C16B C17B H17B . . 119.6 ?
C18B C17B H17B . . 119.6 ?
C17A C18A C25A . . 119.1(3) ?
C17A C18A C19A . . 122.4(3) ?
C25A C18A C19A . . 118.5(3) ?
C17B C18B C25B . . 119.3(3) ?
C17B C18B C19B . . 122.3(3) ?
C25B C18B C19B . . 118.3(3) ?
C20A C19A C18A . . 121.9(3) ?
C20A C19A H19A . . 119.1 ?
C18A C19A H19A . . 119.1 ?
C20B C19B C18B . . 121.5(3) ?
C20B C19B H19B . . 119.3 ?
C18B C19B H19B . . 119.3 ?
C19A C20A C21A . . 121.0(3) ?
C19A C20A H20A . . 119.5 ?
C21A C20A H20A . . 119.5 ?
C19B C20B C21B . . 121.4(3) ?
C19B C20B H20B . . 119.3 ?
C21B C20B H20B . . 119.3 ?
C22A C21A C24A . . 118.6(3) ?
C22A C21A C20A . . 121.9(3) ?
C24A C21A C20A . . 119.5(3) ?
C22B C21B C24B . . 118.2(3) ?
C22B C21B C20B . . 122.5(3) ?
C24B C21B C20B . . 119.2(3) ?
C23A C22A C21A . . 120.5(3) ?
C23A C22A H22A . . 119.7 ?
C21A C22A H22A . . 119.7 ?
C23B C22B C21B . . 121.3(3) ?
C23B C22B H22B . . 119.3 ?
C21B C22B H22B . . 119.3 ?
C22A C23A C10A . . 122.5(3) ?
C22A C23A H23A . . 118.7 ?
C10A C23A H23A . . 118.7 ?
C22B C23B C10B . . 122.3(3) ?
C22B C23B H23B . . 118.8 ?
C10B C23B H23B . . 118.8 ?
C21A C24A C11A . . 120.9(3) ?
C21A C24A C25A . . 119.2(3) ?
C11A C24A C25A . . 119.9(3) ?
C11B C24B C25B . . 120.8(3) ?
C11B C24B C21B . . 120.6(3) ?
C25B C24B C21B . . 118.6(3) ?
C14A C25A C18A . . 119.7(3) ?
C14A C25A C24A . . 120.4(3) ?
C18A C25A C24A . . 119.9(3) ?
C18B C25B C24B . . 121.0(3) ?
C18B C25B C14B . . 119.1(3) ?
C24B C25B C14B . . 120.0(3) ?
C1A O2A H2A1 . . 113(2) ?
C1B O2B H2B1 . . 101(3) ?
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
C1A O1A . 1.228(4) ?
C1A O2A . 1.327(4) ?
C1A C2A . 1.454(4) ?
C1B O1B . 1.218(4) ?
C1B O2B . 1.338(4) ?
C1B C2B . 1.458(4) ?
C2A C3A . 1.345(4) ?
C2A H2A . 0.9300 ?
C2B C3B . 1.347(4) ?
C2B H2B . 0.9300 ?
C3A C4A . 1.456(4) ?
C3A C9A . 1.482(5) ?
C3B C4B . 1.445(4) ?
C3B C9B . 1.496(4) ?
C4A C5A . 1.340(4) ?
C4A H4A . 0.9300 ?
C4B C5B . 1.352(4) ?
C4B H4B . 0.9300 ?
C5A C6A . 1.441(4) ?
C5A H5A . 0.9300 ?
C5B C6B . 1.435(4) ?
C5B H5B . 0.9300 ?
C6A C7A . 1.344(4) ?
C6A H6A . 0.9300 ?
C6B C7B . 1.348(4) ?
C6B H6B . 0.9300 ?
C7A C10A . 1.488(4) ?
C7A C8A . 1.504(4) ?
C7B C10B . 1.485(4) ?
C7B C8B . 1.514(4) ?
C8A H8A1 . 0.9600 ?
C8A H8A2 . 0.9600 ?
C8A H8A3 . 0.9600 ?
C8B H8B1 . 0.9600 ?
C8B H8B2 . 0.9600 ?
C8B H8B3 . 0.9600 ?
C9A H9A1 . 0.9600 ?
C9A H9A2 . 0.9600 ?
C9A H9A3 . 0.9600 ?
C9B H9B1 . 0.9600 ?
C9B H9B2 . 0.9600 ?
C9B H9B3 . 0.9600 ?
C10A C23A . 1.384(4) ?
C10A C11A . 1.424(4) ?
C10B C23B . 1.406(4) ?
C10B C11B . 1.419(4) ?
C11A C24A . 1.419(4) ?
C11A C12A . 1.427(4) ?
C11B C24B . 1.418(4) ?
C11B C12B . 1.442(4) ?
C12A C13A . 1.351(4) ?
C12A H12A . 0.9300 ?
C12B C13B . 1.340(4) ?
C12B H12B . 0.9300 ?
C13A C14A . 1.417(4) ?
C13A H13A . 0.9300 ?
C13B C14B . 1.427(4) ?
C13B H13B . 0.9300 ?
C14A C15A . 1.390(4) ?
C14A C25A . 1.421(4) ?
C14B C15B . 1.392(4) ?
C14B C25B . 1.426(4) ?
C15A C16A . 1.379(4) ?
C15A H15A . 0.9300 ?
C15B C16B . 1.375(4) ?
C15B H15B . 0.9300 ?
C16A C17A . 1.387(4) ?
C16A H16A . 0.9300 ?
C16B C17B . 1.385(4) ?
C16B H16B . 0.9300 ?
C17A C18A . 1.395(4) ?
C17A H17A . 0.9300 ?
C17B C18B . 1.395(4) ?
C17B H17B . 0.9300 ?
C18A C25A . 1.421(4) ?
C18A C19A . 1.423(4) ?
C18B C25B . 1.415(4) ?
C18B C19B . 1.441(4) ?
C19A C20A . 1.346(4) ?
C19A H19A . 0.9300 ?
C19B C20B . 1.335(4) ?
C19B H19B . 0.9300 ?
C20A C21A . 1.422(4) ?
C20A H20A . 0.9300 ?
C20B C21B . 1.435(4) ?
C20B H20B . 0.9300 ?
C21A C22A . 1.394(4) ?
C21A C24A . 1.418(4) ?
C21B C22B . 1.387(4) ?
C21B C24B . 1.429(4) ?
C22A C23A . 1.374(4) ?
C22A H22A . 0.9300 ?
C22B C23B . 1.370(4) ?
C22B H22B . 0.9300 ?
C23A H23A . 0.9300 ?
C23B H23B . 0.9300 ?
C24A C25A . 1.429(4) ?
C24B C25B . 1.423(4) ?
O2A H2A1 . 0.876(18) ?
O2B H2B1 . 0.858(18) ?
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
O2A H2A1 O1A 2_576 0.876(18) 1.756(19) 2.629(3) 174(4)
O2B H2B1 O1B 2_686 0.858(18) 1.79(2) 2.624(3) 162(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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1A C1A C2A C3A . . . . 7.5(5) ?
O2A C1A C2A C3A . . . . -172.4(3) ?
O1B C1B C2B C3B . . . . -7.0(6) ?
O2B C1B C2B C3B . . . . 173.2(3) ?
C1A C2A C3A C4A . . . . 177.5(3) ?
C1A C2A C3A C9A . . . . -2.7(5) ?
C1B C2B C3B C4B . . . . -178.5(3) ?
C1B C2B C3B C9B . . . . 0.1(6) ?
C2A C3A C4A C5A . . . . 176.4(3) ?
C9A C3A C4A C5A . . . . -3.4(5) ?
C2B C3B C4B C5B . . . . -176.9(3) ?
C9B C3B C4B C5B . . . . 4.4(5) ?
C3A C4A C5A C6A . . . . 179.1(3) ?
C3B C4B C5B C6B . . . . -178.8(3) ?
C4A C5A C6A C7A . . . . 177.3(3) ?
C4B C5B C6B C7B . . . . -177.5(3) ?
C5A C6A C7A C10A . . . . -178.6(3) ?
C5A C6A C7A C8A . . . . -2.3(5) ?
C5B C6B C7B C10B . . . . 178.1(3) ?
C5B C6B C7B C8B . . . . 2.2(5) ?
C6A C7A C10A C23A . . . . 51.1(4) ?
C8A C7A C10A C23A . . . . -125.3(3) ?
C6A C7A C10A C11A . . . . -127.8(3) ?
C8A C7A C10A C11A . . . . 55.8(4) ?
C6B C7B C10B C23B . . . . -43.4(4) ?
C8B C7B C10B C23B . . . . 132.5(3) ?
C6B C7B C10B C11B . . . . 136.0(3) ?
C8B C7B C10B C11B . . . . -48.1(4) ?
C23A C10A C11A C24A . . . . -1.0(4) ?
C7A C10A C11A C24A . . . . 177.9(3) ?
C23A C10A C11A C12A . . . . -176.6(3) ?
C7A C10A C11A C12A . . . . 2.3(5) ?
C23B C10B C11B C24B . . . . 0.7(5) ?
C7B C10B C11B C24B . . . . -178.8(3) ?
C23B C10B C11B C12B . . . . 177.0(3) ?
C7B C10B C11B C12B . . . . -2.4(5) ?
C24A C11A C12A C13A . . . . 1.4(4) ?
C10A C11A C12A C13A . . . . 177.0(3) ?
C24B C11B C12B C13B . . . . -4.5(5) ?
C10B C11B C12B C13B . . . . 179.1(3) ?
C11A C12A C13A C14A . . . . -1.8(5) ?
C11B C12B C13B C14B . . . . 3.0(5) ?
C12A C13A C14A C15A . . . . -177.6(3) ?
C12A C13A C14A C25A . . . . 0.7(4) ?
C12B C13B C14B C15B . . . . 179.8(3) ?
C12B C13B C14B C25B . . . . -0.7(5) ?
C13A C14A C15A C16A . . . . 176.8(3) ?
C25A C14A C15A C16A . . . . -1.4(5) ?
C25B C14B C15B C16B . . . . 0.3(5) ?
C13B C14B C15B C16B . . . . 179.8(3) ?
C14A C15A C16A C17A . . . . 1.4(5) ?
C14B C15B C16B C17B . . . . 0.2(5) ?
C15A C16A C17A C18A . . . . 0.2(5) ?
C15B C16B C17B C18B . . . . 0.6(5) ?
C16A C17A C18A C25A . . . . -1.7(5) ?
C16A C17A C18A C19A . . . . 178.2(3) ?
C16B C17B C18B C25B . . . . -2.0(5) ?
C16B C17B C18B C19B . . . . 179.7(3) ?
C17A C18A C19A C20A . . . . 177.0(3) ?
C25A C18A C19A C20A . . . . -3.1(5) ?
C17B C18B C19B C20B . . . . 179.0(3) ?
C25B C18B C19B C20B . . . . 0.7(5) ?
C18A C19A C20A C21A . . . . 1.0(5) ?
C18B C19B C20B C21B . . . . -1.2(5) ?
C19A C20A C21A C22A . . . . -177.2(3) ?
C19A C20A C21A C24A . . . . 1.7(5) ?
C19B C20B C21B C22B . . . . -179.4(3) ?
C19B C20B C21B C24B . . . . 1.2(5) ?
C24A C21A C22A C23A . . . . -0.9(4) ?
C20A C21A C22A C23A . . . . 178.0(3) ?
C24B C21B C22B C23B . . . . -0.7(5) ?
C20B C21B C22B C23B . . . . 179.9(3) ?
C21A C22A C23A C10A . . . . 2.2(5) ?
C11A C10A C23A C22A . . . . -1.2(5) ?
C7A C10A C23A C22A . . . . 179.8(3) ?
C21B C22B C23B C10B . . . . 0.9(5) ?
C11B C10B C23B C22B . . . . -0.9(5) ?
C7B C10B C23B C22B . . . . 178.6(3) ?
C22A C21A C24A C11A . . . . -1.3(4) ?
C20A C21A C24A C11A . . . . 179.8(3) ?
C22A C21A C24A C25A . . . . 176.8(3) ?
C20A C21A C24A C25A . . . . -2.1(4) ?
C10A C11A C24A C21A . . . . 2.3(4) ?
C12A C11A C24A C21A . . . . 178.1(3) ?
C10A C11A C24A C25A . . . . -175.8(3) ?
C12A C11A C24A C25A . . . . 0.0(4) ?
C10B C11B C24B C25B . . . . -179.8(3) ?
C12B C11B C24B C25B . . . . 3.6(4) ?
C10B C11B C24B C21B . . . . -0.5(5) ?
C12B C11B C24B C21B . . . . -177.1(3) ?
C22B C21B C24B C11B . . . . 0.5(5) ?
C20B C21B C24B C11B . . . . 179.9(3) ?
C22B C21B C24B C25B . . . . 179.8(3) ?
C20B C21B C24B C25B . . . . -0.8(5) ?
C15A C14A C25A C18A . . . . -0.1(4) ?
C13A C14A C25A C18A . . . . -178.4(3) ?
C15A C14A C25A C24A . . . . 179.1(3) ?
C13A C14A C25A C24A . . . . 0.8(4) ?
C17A C18A C25A C14A . . . . 1.6(4) ?
C19A C18A C25A C14A . . . . -178.3(3) ?
C17A C18A C25A C24A . . . . -177.6(3) ?
C19A C18A C25A C24A . . . . 2.5(4) ?
C21A C24A C25A C14A . . . . -179.2(3) ?
C11A C24A C25A C14A . . . . -1.1(4) ?
C21A C24A C25A C18A . . . . 0.0(4) ?
C11A C24A C25A C18A . . . . 178.1(3) ?
C17B C18B C25B C24B . . . . -178.7(3) ?
C19B C18B C25B C24B . . . . -0.2(5) ?
C17B C18B C25B C14B . . . . 2.5(5) ?
C19B C18B C25B C14B . . . . -179.1(3) ?
C11B C24B C25B C18B . . . . 179.6(3) ?
C21B C24B C25B C18B . . . . 0.3(5) ?
C11B C24B C25B C14B . . . . -1.5(5) ?
C21B C24B C25B C14B . . . . 179.2(3) ?
C15B C14B C25B C18B . . . . -1.7(5) ?
C13B C14B C25B C18B . . . . 178.8(3) ?
C15B C14B C25B C24B . . . . 179.5(3) ?
C13B C14B C25B C24B . . . . -0.1(5) ?
