#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/78/2227874.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_2227874
loop_
_publ_author_name
'Kato, Yuichi'
'Nagasawa, Atsushi'
'Hijikata, Daichi'
'Okamoto, Akiko'
'Yonezawa, Noriyuki'
_publ_section_title
;
 (2,7-Dimethoxynaphthalen-1-yl)(phenyl)methanone
;
_journal_coeditor_code           OM2366
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2659
_journal_paper_doi               10.1107/S1600536810038195
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C19 H16 O3'
_chemical_formula_moiety         'C19 H16 O3'
_chemical_formula_sum            'C19 H16 O3'
_chemical_formula_weight         292.32
_chemical_name_systematic
;
(2,7-Dimethoxynaphthalen-1-yl)(phenyl)methanone
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 111.7860(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            12
_cell_length_a                   23.4356(4)
_cell_length_b                   7.84115(14)
_cell_length_c                   26.7438(5)
_cell_measurement_reflns_used    57393
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      68.2
_cell_measurement_theta_min      3.2
_cell_volume                     4563.49(14)
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2004)'
_computing_molecular_graphics    'ORTEPIII (Burnett & Johnson, 1996)'
_computing_publication_material  'CrystalStructure (Rigaku/MSC, 2004)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2005)'
_diffrn_ambient_temperature      193(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_av_sigmaI/netI    0.0124
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            76914
_diffrn_reflns_theta_full        68.20
_diffrn_reflns_theta_max         68.20
_diffrn_reflns_theta_min         3.16
_exptl_absorpt_coefficient_mu    0.692
_exptl_absorpt_correction_T_max  0.934
_exptl_absorpt_correction_T_min  0.682
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   '(NUMABS; Higashi, 1999)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1848
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.221
_refine_diff_density_min         -0.159
_refine_ls_extinction_coef       0.00122(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     602
_refine_ls_number_reflns         8353
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0388
_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)+(0.0527P)²+0.6630P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1021
_refine_ls_wR_factor_ref         0.1094
_reflns_number_gt                6698
_reflns_number_total             8353
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            om2366.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2227874
_cod_database_fobs_code          2227874
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+X,1/2-Y,1/2+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
O O1 0.51486(4) 0.16611(14) 1.04957(4) 0.0587(3) Uani d . 1 . .
O O2 0.20220(5) 0.45515(18) 0.91435(4) 0.0722(3) Uani d . 1 . .
O O3 0.39690(5) 0.04069(13) 1.06125(4) 0.0560(3) Uani d . 1 . .
O O4 0.22870(5) 0.15222(16) 0.76495(4) 0.0637(3) Uani d . 1 . .
O O5 0.00579(5) -0.09657(16) 0.87951(4) 0.0670(3) Uani d . 1 . .
O O6 0.08863(5) 0.01795(14) 0.71223(4) 0.0641(3) Uani d . 1 . .
O O7 0.03065(4) 0.71601(15) 0.02183(4) 0.0577(3) Uani d . 1 . .
O O8 0.24498(5) 0.39304(15) 0.27448(4) 0.0674(3) Uani d . 1 . .
O O9 0.16772(5) 0.50304(14) 0.06449(5) 0.0648(3) Uani d . 1 . .
C C1 0.41405(6) 0.25521(18) 1.00606(5) 0.0440(3) Uani d . 1 . .
C C2 0.47190(6) 0.23724(18) 1.00467(5) 0.0475(3) Uani d . 1 . .
C C3 0.48429(7) 0.2895(2) 0.95928(6) 0.0532(4) Uani d . 1 . .
H H3 0.5240 0.2738 0.9583 0.064 Uiso calc R 1 . .
C C4 0.43877(7) 0.3629(2) 0.91685(6) 0.0551(4) Uani d . 1 . .
H H4 0.4474 0.3988 0.8865 0.066 Uiso calc R 1 . .
C C5 0.37912(7) 0.38701(19) 0.91685(5) 0.0497(3) Uani d . 1 . .
C C6 0.33197(8) 0.4678(2) 0.87400(6) 0.0594(4) Uani d . 1 . .
H H6 0.3403 0.5080 0.8439 0.071 Uiso calc R 1 . .
C C7 0.27523(8) 0.4887(2) 0.87511(6) 0.0633(4) Uani d . 1 . .
H H7 0.2443 0.5443 0.8460 0.076 Uiso calc R 1 . .
C C8 0.26156(7) 0.4287(2) 0.91910(6) 0.0555(4) Uani d . 1 . .
C C9 0.30564(6) 0.3513(2) 0.96189(5) 0.0501(3) Uani d . 1 . .
H H9 0.2959 0.3118 0.9914 0.060 Uiso calc R 1 . .
C C10 0.36631(6) 0.32983(18) 0.96222(5) 0.0448(3) Uani d . 1 . .
C C11 0.40345(6) 0.19262(19) 1.05519(5) 0.0438(3) Uani d . 1 . .
C C12 0.40215(6) 0.32003(18) 1.09617(5) 0.0426(3) Uani d . 1 . .
C C13 0.40109(6) 0.2633(2) 1.14507(5) 0.0506(3) Uani d . 1 . .
H H13 0.3999 0.1446 1.1516 0.061 Uiso calc R 1 . .
C C14 0.40184(8) 0.3792(2) 1.18399(6) 0.0633(4) Uani d . 1 . .
H H14 0.4016 0.3401 1.2176 0.076 Uiso calc R 1 . .
C C15 0.40288(8) 0.5516(2) 1.17444(7) 0.0673(4) Uani d . 1 . .
H H15 0.4033 0.6307 1.2015 0.081 Uiso calc R 1 . .
C C16 0.40328(8) 0.6104(2) 1.12605(6) 0.0614(4) Uani d . 1 . .
H H16 0.4036 0.7294 1.1195 0.074 Uiso calc R 1 . .
C C17 0.40328(6) 0.49406(19) 1.08707(6) 0.0501(3) Uani d . 1 . .
H H17 0.4041 0.5338 1.0538 0.060 Uiso calc R 1 . .
C C18 0.57707(7) 0.1598(2) 1.05318(7) 0.0634(4) Uani d . 1 . .
H H18A 0.6028 0.1091 1.0877 0.076 Uiso calc R 1 . .
H H18B 0.5915 0.2756 1.0507 0.076 Uiso calc R 1 . .
H H18C 0.5797 0.0904 1.0236 0.076 Uiso calc R 1 . .
C C19 0.18576(8) 0.4047(3) 0.95842(7) 0.0807(6) Uani d . 1 . .
H H19A 0.1441 0.4446 0.9524 0.097 Uiso calc R 1 . .
H H19B 0.2147 0.4547 0.9918 0.097 Uiso calc R 1 . .
H H19C 0.1872 0.2801 0.9614 0.097 Uiso calc R 1 . .
C C20 0.15701(6) 0.06924(18) 0.80110(5) 0.0469(3) Uani d . 1 . .
C C21 0.21794(7) 0.0817(2) 0.80740(6) 0.0544(4) Uani d . 1 . .
C C22 0.26461(7) 0.0244(2) 0.85476(7) 0.0658(4) Uani d . 1 . .
H H22 0.3065 0.0315 0.8585 0.079 Uiso calc R 1 . .
C C23 0.24920(8) -0.0414(2) 0.89516(7) 0.0707(5) Uani d . 1 . .
H H23 0.2809 -0.0801 0.9271 0.085 Uiso calc R 1 . .
C C24 0.18744(8) -0.0538(2) 0.89106(6) 0.0591(4) Uani d . 1 . .
C C25 0.17046(9) -0.1199(2) 0.93278(7) 0.0729(5) Uani d . 1 . .
H H25 0.2017 -0.1580 0.9651 0.087 Uiso calc R 1 . .
C C26 0.11109(9) -0.1306(2) 0.92800(6) 0.0715(5) Uani d . 1 . .
H H26 0.1010 -0.1749 0.9567 0.086 Uiso calc R 1 . .
C C27 0.06410(8) -0.0755(2) 0.87998(6) 0.0562(4) Uani d . 1 . .
C C28 0.07786(7) -0.00943(18) 0.83870(5) 0.0484(3) Uani d . 1 . .
H H28 0.0458 0.0285 0.8069 0.058 Uiso calc R 1 . .
C C29 0.14004(7) 0.00297(18) 0.84305(5) 0.0479(3) Uani d . 1 . .
C C30 0.10937(6) 0.12284(18) 0.74798(5) 0.0446(3) Uani d . 1 . .
C C31 0.08962(6) 0.30293(18) 0.74001(5) 0.0430(3) Uani d . 1 . .
C C32 0.05343(7) 0.3591(2) 0.68843(6) 0.0576(4) Uani d . 1 . .
H H32 0.0416 0.2817 0.6590 0.069 Uiso calc R 1 . .
C C33 0.03497(8) 0.5264(3) 0.68028(8) 0.0740(5) Uani d . 1 . .
H H33 0.0108 0.5648 0.6451 0.089 Uiso calc R 1 . .
C C34 0.05123(8) 0.6386(2) 0.72272(9) 0.0743(5) Uani d . 1 . .
H H34 0.0379 0.7539 0.7168 0.089 Uiso calc R 1 . .
C C35 0.08686(7) 0.5846(2) 0.77408(8) 0.0621(4) Uani d . 1 . .
H H35 0.0980 0.6627 0.8033 0.074 Uiso calc R 1 . .
C C36 0.10630(6) 0.41692(18) 0.78287(6) 0.0475(3) Uani d . 1 . .
H H36 0.1310 0.3797 0.8181 0.057 Uiso calc R 1 . .
C C37 0.29031(7) 0.1551(3) 0.76654(7) 0.0699(5) Uani d . 1 . .
H H37A 0.2911 0.2093 0.7338 0.084 Uiso calc R 1 . .
H H37B 0.3058 0.0380 0.7688 0.084 Uiso calc R 1 . .
H H37C 0.3164 0.2198 0.7981 0.084 Uiso calc R 1 . .
C C38 -0.04394(8) -0.0657(2) 0.83044(6) 0.0654(4) Uani d . 1 . .
H H38A -0.0824 -0.1006 0.8340 0.078 Uiso calc R 1 . .
H H38B -0.0381 -0.1314 0.8015 0.078 Uiso calc R 1 . .
H H38C -0.0458 0.0561 0.8218 0.078 Uiso calc R 1 . .
C C39 0.09947(6) 0.61155(17) 0.10299(5) 0.0419(3) Uani d . 1 . .
C C40 0.04007(6) 0.65911(19) 0.07253(5) 0.0476(3) Uani d . 1 . .
C C41 -0.00646(7) 0.6483(2) 0.09395(6) 0.0569(4) Uani d . 1 . .
H H41 -0.0474 0.6806 0.0727 0.068 Uiso calc R 1 . .
C C42 0.00761(7) 0.5913(2) 0.14520(6) 0.0583(4) Uani d . 1 . .
H H42 -0.0240 0.5848 0.1593 0.070 Uiso calc R 1 . .
C C43 0.06762(7) 0.54153(18) 0.17787(6) 0.0487(3) Uani d . 1 . .
C C44 0.08383(8) 0.4859(2) 0.23198(6) 0.0576(4) Uani d . 1 . .
H H44 0.0531 0.4809 0.2472 0.069 Uiso calc R 1 . .
C C45 0.14218(8) 0.4399(2) 0.26228(6) 0.0593(4) Uani d . 1 . .
H H45 0.1521 0.4049 0.2985 0.071 Uiso calc R 1 . .
C C46 0.18824(7) 0.44396(19) 0.24015(6) 0.0522(3) Uani d . 1 . .
C C47 0.17515(6) 0.49750(17) 0.18847(5) 0.0459(3) Uani d . 1 . .
H H47 0.2066 0.5004 0.1741 0.055 Uiso calc R 1 . .
C C48 0.11454(6) 0.54875(17) 0.15616(5) 0.0424(3) Uani d . 1 . .
C C49 0.14990(6) 0.62845(18) 0.08130(5) 0.0428(3) Uani d . 1 . .
C C50 0.17969(6) 0.79661(18) 0.08434(5) 0.0417(3) Uani d . 1 . .
C C51 0.23651(6) 0.8059(2) 0.07907(5) 0.0524(4) Uani d . 1 . .
H H51 0.2557 0.7051 0.0733 0.063 Uiso calc R 1 . .
C C52 0.26507(7) 0.9625(2) 0.08230(6) 0.0642(4) Uani d . 1 . .
H H52 0.3040 0.9689 0.0790 0.077 Uiso calc R 1 . .
C C53 0.23724(8) 1.1088(2) 0.09031(7) 0.0671(5) Uani d . 1 . .
H H53 0.2568 1.2158 0.0920 0.080 Uiso calc R 1 . .
C C54 0.18128(7) 1.1013(2) 0.09587(7) 0.0630(4) Uani d . 1 . .
H H54 0.1624 1.2028 0.1016 0.076 Uiso calc R 1 . .
C C55 0.15267(6) 0.94555(18) 0.09310(6) 0.0499(3) Uani d . 1 . .
H H55 0.1142 0.9403 0.0972 0.060 Uiso calc R 1 . .
C C56 -0.02987(7) 0.7708(2) -0.01110(6) 0.0648(4) Uani d . 1 . .
H H56A -0.0303 0.8070 -0.0463 0.078 Uiso calc R 1 . .
H H56B -0.0420 0.8666 0.0063 0.078 Uiso calc R 1 . .
H H56C -0.0588 0.6763 -0.0159 0.078 Uiso calc R 1 . .
C C57 0.29362(8) 0.4032(2) 0.25505(7) 0.0727(5) Uani d . 1 . .
H H57A 0.3319 0.3647 0.2831 0.087 Uiso calc R 1 . .
H H57B 0.2983 0.5215 0.2454 0.087 Uiso calc R 1 . .
H H57C 0.2842 0.3305 0.2232 0.087 Uiso calc R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 '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
C2 O1 C18 . . 118.35(12) ?
C8 O2 C19 . . 117.38(12) ?
C21 O4 C37 . . 118.51(13) ?
C27 O5 C38 . . 117.56(11) ?
C40 O7 C56 . . 117.87(11) ?
C46 O8 C57 . . 116.82(12) ?
C2 C1 C10 . . 120.29(12) ?
C2 C1 C11 . . 118.21(12) ?
C10 C1 C11 . . 121.50(12) ?
O1 C2 C1 . . 115.43(12) ?
O1 C2 C3 . . 123.71(13) ?
C1 C2 C3 . . 120.86(13) ?
C4 C3 C2 . . 119.47(13) ?
C4 C3 H3 . . 120.3 ?
C2 C3 H3 . . 120.3 ?
C3 C4 C5 . . 121.72(13) ?
C3 C4 H4 . . 119.1 ?
C5 C4 H4 . . 119.1 ?
C4 C5 C6 . . 122.46(13) ?
C4 C5 C10 . . 118.65(13) ?
C6 C5 C10 . . 118.88(13) ?
C7 C6 C5 . . 121.10(14) ?
C7 C6 H6 . . 119.5 ?
C5 C6 H6 . . 119.5 ?
C6 C7 C8 . . 120.54(15) ?
C6 C7 H7 . . 119.7 ?
C8 C7 H7 . . 119.7 ?
O2 C8 C9 . . 124.95(14) ?
O2 C8 C7 . . 114.27(14) ?
C9 C8 C7 . . 120.78(14) ?
C8 C9 C10 . . 119.92(13) ?
C8 C9 H9 . . 120.0 ?
C10 C9 H9 . . 120.0 ?
C1 C10 C5 . . 118.98(13) ?
C1 C10 C9 . . 122.27(12) ?
C5 C10 C9 . . 118.75(13) ?
O3 C11 C12 . . 121.24(12) ?
O3 C11 C1 . . 120.24(12) ?
C12 C11 C1 . . 118.51(12) ?
C17 C12 C13 . . 119.17(13) ?
C17 C12 C11 . . 121.52(12) ?
C13 C12 C11 . . 119.29(13) ?
C14 C13 C12 . . 120.03(15) ?
C14 C13 H13 . . 120.0 ?
C12 C13 H13 . . 120.0 ?
C13 C14 C15 . . 120.22(15) ?
C13 C14 H14 . . 119.9 ?
C15 C14 H14 . . 119.9 ?
C16 C15 C14 . . 120.62(15) ?
C16 C15 H15 . . 119.7 ?
C14 C15 H15 . . 119.7 ?
C15 C16 C17 . . 119.28(16) ?
C15 C16 H16 . . 120.4 ?
C17 C16 H16 . . 120.4 ?
C16 C17 C12 . . 120.67(14) ?
C16 C17 H17 . . 119.7 ?
C12 C17 H17 . . 119.7 ?
O1 C18 H18A . . 109.5 ?
O1 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
O1 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
O2 C19 H19A . . 109.5 ?
O2 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
O2 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C21 C20 C29 . . 120.70(13) ?
C21 C20 C30 . . 117.90(13) ?
C29 C20 C30 . . 121.38(12) ?
O4 C21 C20 . . 115.41(13) ?
O4 C21 C22 . . 123.77(14) ?
C20 C21 C22 . . 120.82(15) ?
C23 C22 C21 . . 119.31(16) ?
C23 C22 H22 . . 120.3 ?
C21 C22 H22 . . 120.3 ?
C22 C23 C24 . . 122.01(15) ?
C22 C23 H23 . . 119.0 ?
C24 C23 H23 . . 119.0 ?
C23 C24 C25 . . 122.93(15) ?
C23 C24 C29 . . 118.85(15) ?
C25 C24 C29 . . 118.21(15) ?
C26 C25 C24 . . 121.94(15) ?
C26 C25 H25 . . 119.0 ?
C24 C25 H25 . . 119.0 ?
C25 C26 C27 . . 119.62(15) ?
C25 C26 H26 . . 120.2 ?
C27 C26 H26 . . 120.2 ?
C28 C27 O5 . . 124.96(14) ?
C28 C27 C26 . . 120.91(16) ?
O5 C27 C26 . . 114.13(14) ?
C27 C28 C29 . . 120.23(13) ?
C27 C28 H28 . . 119.9 ?
C29 C28 H28 . . 119.9 ?
C20 C29 C28 . . 122.64(12) ?
C20 C29 C24 . . 118.28(14) ?
C28 C29 C24 . . 119.08(13) ?
O6 C30 C31 . . 121.36(13) ?
O6 C30 C20 . . 119.53(13) ?
C31 C30 C20 . . 119.10(11) ?
C36 C31 C32 . . 119.58(14) ?
C36 C31 C30 . . 121.25(12) ?
C32 C31 C30 . . 119.17(13) ?
C33 C32 C31 . . 119.91(16) ?
C33 C32 H32 . . 120.0 ?
C31 C32 H32 . . 120.0 ?
C32 C33 C34 . . 120.42(17) ?
C32 C33 H33 . . 119.8 ?
C34 C33 H33 . . 119.8 ?
C33 C34 C35 . . 120.31(17) ?
C33 C34 H34 . . 119.8 ?
C35 C34 H34 . . 119.8 ?
C34 C35 C36 . . 119.97(17) ?
C34 C35 H35 . . 120.0 ?
C36 C35 H35 . . 120.0 ?
C35 C36 C31 . . 119.81(14) ?
C35 C36 H36 . . 120.1 ?
C31 C36 H36 . . 120.1 ?
O4 C37 H37A . . 109.5 ?
O4 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
O4 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
O5 C38 H38A . . 109.5 ?
O5 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
O5 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C40 C39 C48 . . 120.48(12) ?
C40 C39 C49 . . 120.95(12) ?
C48 C39 C49 . . 118.56(11) ?
O7 C40 C39 . . 115.54(12) ?
O7 C40 C41 . . 123.97(12) ?
C39 C40 C41 . . 120.49(13) ?
C42 C41 C40 . . 119.61(14) ?
C42 C41 H41 . . 120.2 ?
C40 C41 H41 . . 120.2 ?
C41 C42 C43 . . 121.94(13) ?
C41 C42 H42 . . 119.0 ?
C43 C42 H42 . . 119.0 ?
C42 C43 C44 . . 123.02(13) ?
C42 C43 C48 . . 118.77(13) ?
C44 C43 C48 . . 118.21(14) ?
C45 C44 C43 . . 121.32(14) ?
C45 C44 H44 . . 119.3 ?
C43 C44 H44 . . 119.3 ?
C44 C45 C46 . . 120.20(13) ?
C44 C45 H45 . . 119.9 ?
C46 C45 H45 . . 119.9 ?
O8 C46 C47 . . 124.56(14) ?
O8 C46 C45 . . 114.65(13) ?
C47 C46 C45 . . 120.78(14) ?
C46 C47 C48 . . 120.08(13) ?
C46 C47 H47 . . 120.0 ?
C48 C47 H47 . . 120.0 ?
C47 C48 C39 . . 121.91(12) ?
C47 C48 C43 . . 119.39(12) ?
C39 C48 C43 . . 118.68(12) ?
O9 C49 C50 . . 121.35(12) ?
O9 C49 C39 . . 119.85(12) ?
C50 C49 C39 . . 118.67(11) ?
C55 C50 C51 . . 119.09(13) ?
C55 C50 C49 . . 121.53(12) ?
C51 C50 C49 . . 119.37(13) ?
C52 C51 C50 . . 119.87(15) ?
C52 C51 H51 . . 120.1 ?
C50 C51 H51 . . 120.1 ?
C53 C52 C51 . . 120.18(15) ?
C53 C52 H52 . . 119.9 ?
C51 C52 H52 . . 119.9 ?
C52 C53 C54 . . 120.55(15) ?
C52 C53 H53 . . 119.7 ?
C54 C53 H53 . . 119.7 ?
C53 C54 C55 . . 119.67(16) ?
C53 C54 H54 . . 120.2 ?
C55 C54 H54 . . 120.2 ?
C54 C55 C50 . . 120.63(14) ?
C54 C55 H55 . . 119.7 ?
C50 C55 H55 . . 119.7 ?
O7 C56 H56A . . 109.5 ?
O7 C56 H56B . . 109.5 ?
H56A C56 H56B . . 109.5 ?
O7 C56 H56C . . 109.5 ?
H56A C56 H56C . . 109.5 ?
H56B C56 H56C . . 109.5 ?
O8 C57 H57A . . 109.5 ?
O8 C57 H57B . . 109.5 ?
H57A C57 H57B . . 109.5 ?
O8 C57 H57C . . 109.5 ?
H57A C57 H57C . . 109.5 ?
H57B C57 H57C . . 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
O1 C2 . 1.3671(17) ?
O1 C18 . 1.4257(17) ?
O2 C8 . 1.3650(18) ?
O2 C19 . 1.425(2) ?
O3 C11 . 1.2196(17) ?
O4 C21 . 1.3677(18) ?
O4 C37 . 1.4288(18) ?
O5 C27 . 1.3718(19) ?
O5 C38 . 1.4154(19) ?
O6 C30 . 1.2172(16) ?
O7 C40 . 1.3653(16) ?
O7 C56 . 1.4298(17) ?
O8 C46 . 1.3656(18) ?
O8 C57 . 1.420(2) ?
O9 C49 . 1.2178(16) ?
C1 C2 . 1.3773(18) ?
C1 C10 . 1.4125(19) ?
C1 C11 . 1.5069(17) ?
C2 C3 . 1.4097(19) ?
C3 C4 . 1.363(2) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.411(2) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.412(2) ?
C5 C10 . 1.4260(18) ?
C6 C7 . 1.351(2) ?
C6 H6 . 0.9500 ?
C7 C8 . 1.410(2) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.367(2) ?
C9 C10 . 1.4285(19) ?
C9 H9 . 0.9500 ?
C11 C12 . 1.4916(18) ?
C12 C17 . 1.388(2) ?
C12 C13 . 1.3904(18) ?
C13 C14 . 1.377(2) ?
C13 H13 . 0.9500 ?
C14 C15 . 1.378(2) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.377(2) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.385(2) ?
C16 H16 . 0.9500 ?
C17 H17 . 0.9500 ?
C18 H18A . 0.9800 ?
C18 H18B . 0.9800 ?
C18 H18C . 0.9800 ?
C19 H19A . 0.9800 ?
C19 H19B . 0.9800 ?
C19 H19C . 0.9800 ?
C20 C21 . 1.378(2) ?
C20 C29 . 1.420(2) ?
C20 C30 . 1.5047(18) ?
C21 C22 . 1.405(2) ?
C22 C23 . 1.361(3) ?
C22 H22 . 0.9500 ?
C23 C24 . 1.414(2) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.415(2) ?
C24 C29 . 1.422(2) ?
C25 C26 . 1.352(3) ?
C25 H25 . 0.9500 ?
C26 C27 . 1.414(2) ?
C26 H26 . 0.9500 ?
C27 C28 . 1.362(2) ?
C28 C29 . 1.422(2) ?
C28 H28 . 0.9500 ?
C30 C31 . 1.477(2) ?
C31 C36 . 1.3902(19) ?
C31 C32 . 1.3957(19) ?
C32 C33 . 1.373(2) ?
C32 H32 . 0.9500 ?
C33 C34 . 1.373(3) ?
C33 H33 . 0.9500 ?
C34 C35 . 1.383(3) ?
C34 H34 . 0.9500 ?
C35 C36 . 1.383(2) ?
C35 H35 . 0.9500 ?
C36 H36 . 0.9500 ?
C37 H37A . 0.9800 ?
C37 H37B . 0.9800 ?
C37 H37C . 0.9800 ?
C38 H38A . 0.9800 ?
C38 H38B . 0.9800 ?
C38 H38C . 0.9800 ?
C39 C40 . 1.3780(19) ?
C39 C48 . 1.4198(18) ?
C39 C49 . 1.5034(17) ?
C40 C41 . 1.4101(19) ?
C41 C42 . 1.361(2) ?
C41 H41 . 0.9500 ?
C42 C43 . 1.407(2) ?
C42 H42 . 0.9500 ?
C43 C44 . 1.422(2) ?
C43 C48 . 1.4225(18) ?
C44 C45 . 1.354(2) ?
C44 H44 . 0.9500 ?
C45 C46 . 1.411(2) ?
C45 H45 . 0.9500 ?
C46 C47 . 1.3659(19) ?
C47 C48 . 1.4194(19) ?
C47 H47 . 0.9500 ?
C49 C50 . 1.4800(19) ?
C50 C55 . 1.389(2) ?
C50 C51 . 1.3919(18) ?
C51 C52 . 1.386(2) ?
C51 H51 . 0.9500 ?
C52 C53 . 1.375(3) ?
C52 H52 . 0.9500 ?
C53 C54 . 1.375(2) ?
C53 H53 . 0.9500 ?
C54 C55 . 1.382(2) ?
C54 H54 . 0.9500 ?
C55 H55 . 0.9500 ?
C56 H56A . 0.9800 ?
C56 H56B . 0.9800 ?
C56 H56C . 0.9800 ?
C57 H57A . 0.9800 ?
C57 H57B . 0.9800 ?
C57 H57C . 0.9800 ?
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
C36 H36 O2 1_555 0.95 2.564 3.4116(18) 149
C56 H56A O5 1_564 0.98 2.544 3.4862(19) 161
C52 H52 O3 1_564 0.95 2.460 3.395(2) 168
C34 H34 O6 1_565 0.95 2.413 3.143(2) 133
C54 H54 O9 1_565 0.95 2.576 3.2451(19) 128
C19 H19B O9 1_556 0.98 2.593 3.116(2) 113
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
C18 O1 C2 C1 . . . . -173.65(13) ?
C18 O1 C2 C3 . . . . 6.5(2) ?
C10 C1 C2 O1 . . . . 178.93(12) ?
C11 C1 C2 O1 . . . . -1.35(19) ?
C10 C1 C2 C3 . . . . -1.3(2) ?
C11 C1 C2 C3 . . . . 178.45(13) ?
O1 C2 C3 C4 . . . . -178.48(14) ?
C1 C2 C3 C4 . . . . 1.7(2) ?
C2 C3 C4 C5 . . . . -0.5(2) ?
C3 C4 C5 C6 . . . . 177.90(15) ?
C3 C4 C5 C10 . . . . -1.2(2) ?
C4 C5 C6 C7 . . . . 179.86(15) ?
C10 C5 C6 C7 . . . . -1.1(2) ?
C5 C6 C7 C8 . . . . -0.6(3) ?
C19 O2 C8 C9 . . . . 2.8(2) ?
C19 O2 C8 C7 . . . . -177.25(16) ?
C6 C7 C8 O2 . . . . -178.67(15) ?
C6 C7 C8 C9 . . . . 1.3(3) ?
O2 C8 C9 C10 . . . . 179.67(14) ?
C7 C8 C9 C10 . . . . -0.3(2) ?
C2 C1 C10 C5 . . . . -0.4(2) ?
C11 C1 C10 C5 . . . . 179.88(12) ?
C2 C1 C10 C9 . . . . -179.93(13) ?
C11 C1 C10 C9 . . . . 0.4(2) ?
C4 C5 C10 C1 . . . . 1.6(2) ?
C6 C5 C10 C1 . . . . -177.49(13) ?
C4 C5 C10 C9 . . . . -178.87(13) ?
C6 C5 C10 C9 . . . . 2.0(2) ?
C8 C9 C10 C1 . . . . 178.14(14) ?
C8 C9 C10 C5 . . . . -1.4(2) ?
C2 C1 C11 O3 . . . . -77.82(17) ?
C10 C1 C11 O3 . . . . 101.89(16) ?
C2 C1 C11 C12 . . . . 101.28(15) ?
C10 C1 C11 C12 . . . . -79.00(16) ?
O3 C11 C12 C17 . . . . -173.34(13) ?
C1 C11 C12 C17 . . . . 7.57(18) ?
O3 C11 C12 C13 . . . . 8.05(19) ?
C1 C11 C12 C13 . . . . -171.04(12) ?
C17 C12 C13 C14 . . . . -0.7(2) ?
C11 C12 C13 C14 . . . . 177.96(13) ?
C12 C13 C14 C15 . . . . 0.8(2) ?
C13 C14 C15 C16 . . . . -0.1(3) ?
C14 C15 C16 C17 . . . . -0.7(3) ?
C15 C16 C17 C12 . . . . 0.8(2) ?
C13 C12 C17 C16 . . . . -0.1(2) ?
C11 C12 C17 C16 . . . . -178.70(13) ?
C37 O4 C21 C20 . . . . -174.38(13) ?
C37 O4 C21 C22 . . . . 5.6(2) ?
C29 C20 C21 O4 . . . . -178.09(13) ?
C30 C20 C21 O4 . . . . 3.8(2) ?
C29 C20 C21 C22 . . . . 2.0(2) ?
C30 C20 C21 C22 . . . . -176.19(14) ?
O4 C21 C22 C23 . . . . 178.90(16) ?
C20 C21 C22 C23 . . . . -1.2(3) ?
C21 C22 C23 C24 . . . . -0.1(3) ?
C22 C23 C24 C25 . . . . -179.28(18) ?
C22 C23 C24 C29 . . . . 0.5(3) ?
C23 C24 C25 C26 . . . . 179.99(18) ?
C29 C24 C25 C26 . . . . 0.2(3) ?
C24 C25 C26 C27 . . . . 0.4(3) ?
C38 O5 C27 C28 . . . . 7.5(2) ?
C38 O5 C27 C26 . . . . -171.85(15) ?
C25 C26 C27 C28 . . . . -0.9(3) ?
C25 C26 C27 O5 . . . . 178.48(16) ?
O5 C27 C28 C29 . . . . -178.51(14) ?
C26 C27 C28 C29 . . . . 0.8(2) ?
C21 C20 C29 C28 . . . . 178.86(13) ?
C30 C20 C29 C28 . . . . -3.0(2) ?
C21 C20 C29 C24 . . . . -1.5(2) ?
C30 C20 C29 C24 . . . . 176.62(13) ?
C27 C28 C29 C20 . . . . 179.41(14) ?
C27 C28 C29 C24 . . . . -0.3(2) ?
C23 C24 C29 C20 . . . . 0.2(2) ?
C25 C24 C29 C20 . . . . -179.92(15) ?
C23 C24 C29 C28 . . . . 179.91(14) ?
C25 C24 C29 C28 . . . . -0.2(2) ?
C21 C20 C30 O6 . . . . 90.52(17) ?
C29 C20 C30 O6 . . . . -87.62(17) ?
C21 C20 C30 C31 . . . . -88.33(16) ?
C29 C20 C30 C31 . . . . 93.53(16) ?
O6 C30 C31 C36 . . . . 170.52(13) ?
C20 C30 C31 C36 . . . . -10.65(18) ?
O6 C30 C31 C32 . . . . -9.4(2) ?
C20 C30 C31 C32 . . . . 169.46(12) ?
C36 C31 C32 C33 . . . . 0.5(2) ?
C30 C31 C32 C33 . . . . -179.62(14) ?
C31 C32 C33 C34 . . . . -0.8(2) ?
C32 C33 C34 C35 . . . . 0.6(3) ?
C33 C34 C35 C36 . . . . 0.0(2) ?
C34 C35 C36 C31 . . . . -0.4(2) ?
C32 C31 C36 C35 . . . . 0.1(2) ?
C30 C31 C36 C35 . . . . -179.77(12) ?
C56 O7 C40 C39 . . . . -178.58(13) ?
C56 O7 C40 C41 . . . . 1.2(2) ?
C48 C39 C40 O7 . . . . -179.37(12) ?
C49 C39 C40 O7 . . . . 1.99(19) ?
C48 C39 C40 C41 . . . . 0.9(2) ?
C49 C39 C40 C41 . . . . -177.78(13) ?
O7 C40 C41 C42 . . . . -179.41(15) ?
C39 C40 C41 C42 . . . . 0.3(2) ?
C40 C41 C42 C43 . . . . -0.2(2) ?
C41 C42 C43 C44 . . . . 178.24(15) ?
C41 C42 C43 C48 . . . . -1.0(2) ?
C42 C43 C44 C45 . . . . -179.64(15) ?
C48 C43 C44 C45 . . . . -0.4(2) ?
C43 C44 C45 C46 . . . . -1.0(2) ?
C57 O8 C46 C47 . . . . 2.4(2) ?
C57 O8 C46 C45 . . . . -176.83(14) ?
C44 C45 C46 O8 . . . . -179.35(14) ?
C44 C45 C46 C47 . . . . 1.4(2) ?
O8 C46 C47 C48 . . . . -179.64(13) ?
C45 C46 C47 C48 . . . . -0.5(2) ?
C46 C47 C48 C39 . . . . 177.48(13) ?
C46 C47 C48 C43 . . . . -0.9(2) ?
C40 C39 C48 C47 . . . . 179.53(13) ?
C49 C39 C48 C47 . . . . -1.80(19) ?
C40 C39 C48 C43 . . . . -2.12(19) ?
C49 C39 C48 C43 . . . . 176.55(12) ?
C42 C43 C48 C47 . . . . -179.42(13) ?
C44 C43 C48 C47 . . . . 1.3(2) ?
C42 C43 C48 C39 . . . . 2.2(2) ?
C44 C43 C48 C39 . . . . -177.13(13) ?
C40 C39 C49 O9 . . . . -101.93(16) ?
C48 C39 C49 O9 . . . . 79.40(17) ?
C40 C39 C49 C50 . . . . 82.13(16) ?
C48 C39 C49 C50 . . . . -96.53(15) ?
O9 C49 C50 C55 . . . . 167.01(13) ?
C39 C49 C50 C55 . . . . -17.12(18) ?
O9 C49 C50 C51 . . . . -13.91(19) ?
C39 C49 C50 C51 . . . . 161.96(12) ?
C55 C50 C51 C52 . . . . -0.36(19) ?
C49 C50 C51 C52 . . . . -179.46(13) ?
C50 C51 C52 C53 . . . . -0.5(2) ?
C51 C52 C53 C54 . . . . 0.8(2) ?
C52 C53 C54 C55 . . . . -0.3(2) ?
C53 C54 C55 C50 . . . . -0.5(2) ?
C51 C50 C55 C54 . . . . 0.8(2) ?
C49 C50 C55 C54 . . . . 179.92(13) ?
