#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/35/4023528.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_4023528
loop_
_publ_author_name
'Tao Tu'
'Thierry Maris'
'James D. Wuest'
_publ_section_title
;
 Synthesis and Structure of Spirocyclic Tetraethers Derived from
 [1,1'-Binaphthalene]-2,2'-diol and Pentaerythritol
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5255
_journal_page_last               5263
_journal_paper_doi               10.1021/jo800215w
_journal_volume                  73
_journal_year                    2008
_chemical_absolute_configuration rmad
_chemical_compound_source        'Synthesized by the authors. See text'
_chemical_formula_moiety         'C45 H32 O4'
_chemical_formula_sum            'C45 H32 O4'
_chemical_formula_weight         636.71
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.8546(11)
_cell_length_b                   15.2258(14)
_cell_length_c                   15.5191(12)
_cell_measurement_reflns_used    5400
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      71.56
_cell_measurement_theta_min      4.06
_cell_volume                     3273.7(5)
_computing_cell_refinement       'SMART (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'UdMX (local program)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 5.5
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker Smart 2000'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Sealed Tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.056
_diffrn_reflns_av_sigmaI/netI    0.0935
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            26747
_diffrn_reflns_theta_full        72.11
_diffrn_reflns_theta_max         72.11
_diffrn_reflns_theta_min         4.07
_diffrn_standards_decay_%        -0.14
_diffrn_standards_interval_time  1440
_diffrn_standards_number         193
_exptl_absorpt_coefficient_mu    0.645
_exptl_absorpt_correction_T_max  0.9600
_exptl_absorpt_correction_T_min  0.9200
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1336
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details 'Flack H D (1983), 2795 Friedel Pairs'
_refine_ls_abs_structure_Flack   -0.1(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     442
_refine_ls_number_reflns         6403
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0497
_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)+(0.0420P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1144
_refine_ls_wR_factor_ref         0.1151
_reflns_number_gt                4734
_reflns_number_total             6403
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jo800215w-File003.cif
_cod_data_source_block           jiw941
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 
;
_cod_database_code               4023528
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 1/2+x,1/2-y,-z
4 -x,1/2+y,1/2-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
O1 O 0.98863(12) 0.44360(14) 0.11717(11) 0.0330(5) Uani 1 1 d . . .
O2 O 0.80259(11) 0.52040(14) 0.14467(11) 0.0314(5) Uani 1 1 d . . .
O3 O 0.93554(12) 0.75637(13) 0.17053(11) 0.0303(5) Uani 1 1 d . . .
O4 O 0.86596(11) 0.70315(14) 0.00658(11) 0.0319(5) Uani 1 1 d . . .
C1 C 0.94888(16) 0.6054(2) 0.11455(16) 0.0313(7) Uani 1 1 d . . .
C2 C 1.02630(17) 0.5330(2) 0.11313(18) 0.0341(7) Uani 1 1 d . . .
H2A H 1.0648 0.5392 0.0597 0.041 Uiso 1 1 calc R . .
H2B H 1.0704 0.5421 0.1625 0.041 Uiso 1 1 calc R . .
C3 C 0.94273(18) 0.4111(2) 0.04467(17) 0.0308(7) Uani 1 1 d . . .
C4 C 0.85488(17) 0.3715(2) 0.05832(15) 0.0317(7) Uani 1 1 d . . .
C5 C 0.80441(18) 0.3341(2) -0.01371(17) 0.0338(7) Uani 1 1 d . . .
C6 C 0.71090(18) 0.2961(2) -0.00591(17) 0.0353(7) Uani 1 1 d . . .
H6 H 0.6798 0.2947 0.0486 0.042 Uiso 1 1 calc R . .
C7 C 0.6653(2) 0.2614(2) -0.07692(19) 0.0433(9) Uani 1 1 d . . .
H7 H 0.6028 0.2365 -0.0706 0.052 Uiso 1 1 calc R . .
C8 C 0.7092(2) 0.2622(2) -0.15866(19) 0.0443(9) Uani 1 1 d . . .
H8 H 0.6778 0.2363 -0.2068 0.053 Uiso 1 1 calc R . .
C9 C 0.7981(2) 0.3008(2) -0.16788(18) 0.0424(8) Uani 1 1 d . . .
H9 H 0.8275 0.3020 -0.2232 0.051 Uiso 1 1 calc R . .
C10 C 0.84723(19) 0.3391(2) -0.09700(16) 0.0325(7) Uani 1 1 d . . .
C11 C 0.9393(2) 0.3793(2) -0.10554(17) 0.0399(8) Uani 1 1 d . . .
H11 H 0.9684 0.3819 -0.1609 0.048 Uiso 1 1 calc R . .
C12 C 0.98669(19) 0.4138(2) -0.03758(18) 0.0394(8) Uani 1 1 d . . .
H12 H 1.0486 0.4396 -0.0448 0.047 Uiso 1 1 calc R . .
C13 C 0.87006(16) 0.5831(2) 0.18141(16) 0.0326(7) Uani 1 1 d . . .
H13A H 0.9002 0.5578 0.2337 0.039 Uiso 1 1 calc R . .
H13B H 0.8353 0.6372 0.1982 0.039 Uiso 1 1 calc R . .
C14 C 0.78965(16) 0.4421(2) 0.18884(16) 0.0278(7) Uani 1 1 d . . .
C15 C 0.81255(16) 0.3662(2) 0.14686(15) 0.0286(7) Uani 1 1 d . . .
C16 C 0.79694(17) 0.2856(2) 0.18996(15) 0.0279(6) Uani 1 1 d . . .
C17 C 0.82406(17) 0.2022(2) 0.15345(16) 0.0315(7) Uani 1 1 d . . .
H17 H 0.8561 0.2007 0.0993 0.039 Uiso 1 1 calc R . .
C18 C 0.80466(18) 0.1252(2) 0.19515(17) 0.0353(8) Uani 1 1 d . . .
H18 H 0.8235 0.0710 0.1698 0.042 Uiso 1 1 calc R . .
C19 C 0.75692(17) 0.1253(3) 0.27547(17) 0.0355(8) Uani 1 1 d . . .
H19 H 0.7414 0.0713 0.3028 0.043 Uiso 1 1 calc R . .
C20 C 0.73317(16) 0.2023(2) 0.31362(16) 0.0314(7) Uani 1 1 d . . .
H20 H 0.7033 0.2018 0.3687 0.038 Uiso 1 1 calc R . .
C21 C 0.75240(16) 0.2846(2) 0.27235(16) 0.0286(7) Uani 1 1 d . . .
C22 C 0.72880(16) 0.3666(2) 0.31245(15) 0.0294(8) Uani 1 1 d . . .
H22 H 0.6999 0.3671 0.3680 0.038 Uiso 1 1 calc R . .
C23 C 0.74776(16) 0.4443(2) 0.27104(17) 0.0313(7) Uani 1 1 d . . .
H23 H 0.7327 0.4988 0.2977 0.038 Uiso 1 1 calc R . .
C24 C 1.00301(17) 0.6892(2) 0.14435(18) 0.0347(7) Uani 1 1 d . . .
H24A H 1.0460 0.6745 0.1932 0.042 Uiso 1 1 calc R . .
H24B H 1.0435 0.7115 0.0966 0.042 Uiso 1 1 calc R . .
C25 C 0.94110(18) 0.8366(2) 0.12634(15) 0.0280(7) Uani 1 1 d . . .
C26 C 0.86016(16) 0.8624(2) 0.08355(16) 0.0296(7) Uani 1 1 d . . .
C27 C 0.86492(17) 0.9440(2) 0.03640(15) 0.0290(7) Uani 1 1 d . . .
C28 C 0.78613(18) 0.9754(2) -0.01325(16) 0.0360(8) Uani 1 1 d . . .
H28 H 0.7276 0.9428 -0.0145 0.043 Uiso 1 1 calc R . .
C29 C 0.7931(2) 1.0518(2) -0.05944(18) 0.0414(8) Uani 1 1 d . . .
H29 H 0.7395 1.0717 -0.0923 0.050 Uiso 1 1 calc R . .
C30 C 0.8790(2) 1.1009(2) -0.05839(18) 0.0402(8) Uani 1 1 d . . .
H30 H 0.8839 1.1534 -0.0912 0.048 Uiso 1 1 calc R . .
C31 C 0.95557(18) 1.0729(2) -0.01000(16) 0.0375(7) Uani 1 1 d . . .
H31 H 1.0129 1.1070 -0.0088 0.039 Uiso 1 1 calc R . .
C32 C 0.95112(18) 0.9933(2) 0.03876(16) 0.0316(7) Uani 1 1 d . . .
C33 C 1.03023(17) 0.9651(2) 0.08797(16) 0.0324(7) Uani 1 1 d . . .
H33 H 1.0867 1.0003 0.0915 0.039 Uiso 1 1 calc R . .
C34 C 1.02570(17) 0.8853(2) 0.13162(17) 0.0344(8) Uani 1 1 d . . .
H34 H 1.0791 0.8647 0.1642 0.041 Uiso 1 1 calc R . .
C35 C 0.90687(18) 0.6165(2) 0.02372(17) 0.0348(8) Uani 1 1 d . . .
H35A H 0.9585 0.6050 -0.0189 0.042 Uiso 1 1 calc R . .
H35B H 0.8559 0.5718 0.0150 0.042 Uiso 1 1 calc R . .
C36 C 0.77841(17) 0.7239(2) 0.04516(16) 0.0311(7) Uani 1 1 d . . .
C37 C 0.77324(17) 0.8057(2) 0.08211(16) 0.0312(7) Uani 1 1 d . . .
C38 C 0.68498(17) 0.8292(2) 0.12479(16) 0.0322(7) Uani 1 1 d . . .
C39 C 0.67691(18) 0.9099(2) 0.17216(16) 0.0325(7) Uani 1 1 d . . .
H39 H 0.7293 0.9501 0.1727 0.039 Uiso 1 1 calc R . .
C40 C 0.59389(18) 0.9294(2) 0.21677(19) 0.0410(8) Uani 1 1 d . . .
H40 H 0.5898 0.9827 0.2484 0.049 Uiso 1 1 calc R . .
C41 C 0.51522(17) 0.8716(2) 0.21613(16) 0.0383(8) Uani 1 1 d . . .
H41 H 0.4582 0.8858 0.2472 0.046 Uiso 1 1 calc R . .
C42 C 0.52041(17) 0.7936(2) 0.17020(16) 0.0363(8) Uani 1 1 d . . .
H42 H 0.4670 0.7544 0.1702 0.044 Uiso 1 1 calc R . .
C43 C 0.60447(17) 0.7719(2) 0.12349(17) 0.0344(8) Uani 1 1 d . . .
C44 C 0.61371(18) 0.6903(2) 0.07924(16) 0.0340(8) Uani 1 1 d . . .
H44 H 0.5597 0.6521 0.0760 0.040 Uiso 1 1 calc R . .
C45 C 0.69845(19) 0.6661(2) 0.04146(17) 0.0358(8) Uani 1 1 d . . .
H45 H 0.7038 0.6111 0.0130 0.043 Uiso 1 1 calc R . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C3 117.6(2) . . . yes
C13 O2 C14 117.01(19) . . . yes
C24 O3 C25 116.34(19) . . . yes
C35 O4 C36 117.8(2) . . . yes
C2 C1 C13 110.2(2) . . . no
C2 C1 C24 104.88(19) . . . no
C2 C1 C35 109.3(2) . . . no
C13 C1 C24 108.8(2) . . . no
C13 C1 C35 111.92(19) . . . no
C24 C1 C35 111.5(2) . . . no
O1 C2 C1 114.74(19) . . . yes
O1 C3 C4 116.0(2) . . . yes
O1 C3 C12 121.7(2) . . . yes
C4 C3 C12 122.2(2) . . . no
C3 C4 C5 119.0(2) . . . no
C3 C4 C15 120.8(2) . . . no
C5 C4 C15 120.2(2) . . . no
C4 C5 C6 122.5(2) . . . no
C4 C5 C10 118.8(2) . . . no
C6 C5 C10 118.5(2) . . . no
C5 C6 C7 120.4(2) . . . no
C6 C7 C8 121.4(3) . . . no
C7 C8 C9 119.1(3) . . . no
C8 C9 C10 121.7(3) . . . no
C5 C10 C9 118.8(2) . . . no
C5 C10 C11 118.8(2) . . . no
C9 C10 C11 122.4(2) . . . no
C10 C11 C12 122.1(2) . . . no
C3 C12 C11 119.0(3) . . . no
O2 C13 C1 109.6(2) . . . yes
O2 C14 C15 117.5(2) . . . yes
O2 C14 C23 118.9(3) . . . yes
C15 C14 C23 123.5(3) . . . no
C4 C15 C14 119.0(3) . . . no
C4 C15 C16 122.8(3) . . . no
C14 C15 C16 118.3(2) . . . no
C15 C16 C17 122.6(2) . . . no
C15 C16 C21 120.1(3) . . . no
C17 C16 C21 117.3(3) . . . no
C16 C17 C18 121.3(2) . . . no
C17 C18 C19 120.7(3) . . . no
C18 C19 C20 120.1(3) . . . no
C19 C20 C21 121.1(2) . . . no
C16 C21 C20 119.5(3) . . . no
C16 C21 C22 118.8(3) . . . no
C20 C21 C22 121.7(2) . . . no
C21 C22 C23 120.3(2) . . . no
C14 C23 C22 119.0(3) . . . no
O3 C24 C1 110.71(19) . . . yes
O3 C25 C26 116.4(2) . . . yes
O3 C25 C34 118.8(2) . . . yes
C26 C25 C34 124.7(3) . . . no
C25 C26 C27 117.3(2) . . . no
C25 C26 C37 120.6(3) . . . no
C27 C26 C37 122.1(2) . . . no
C26 C27 C28 122.0(2) . . . no
C26 C27 C32 118.9(2) . . . no
C28 C27 C32 119.1(3) . . . no
C27 C28 C29 121.1(2) . . . no
C28 C29 C30 120.4(3) . . . no
C29 C30 C31 119.8(3) . . . no
C30 C31 C32 121.4(2) . . . no
C27 C32 C31 118.3(2) . . . no
C27 C32 C33 120.8(3) . . . no
C31 C32 C33 120.9(2) . . . no
C32 C33 C34 119.8(2) . . . no
C25 C34 C33 118.4(2) . . . no
O4 C35 C1 114.5(2) . . . yes
O4 C36 C37 115.6(2) . . . yes
O4 C36 C45 121.6(3) . . . yes
C37 C36 C45 122.7(2) . . . no
C26 C37 C36 119.5(2) . . . no
C26 C37 C38 122.7(3) . . . no
C36 C37 C38 117.6(2) . . . no
C37 C38 C39 121.0(2) . . . no
C37 C38 C43 120.7(3) . . . no
C39 C38 C43 118.2(2) . . . no
C38 C39 C40 120.5(2) . . . no
C39 C40 C41 120.8(3) . . . no
C40 C41 C42 120.1(2) . . . no
C41 C42 C43 120.5(2) . . . no
C38 C43 C42 119.9(3) . . . no
C38 C43 C44 118.2(2) . . . no
C42 C43 C44 121.7(2) . . . no
C43 C44 C45 121.4(3) . . . no
C36 C45 C44 119.2(3) . . . no
O1 C2 H2A 109.00 . . . no
O1 C2 H2B 109.00 . . . no
C1 C2 H2A 109.00 . . . no
C1 C2 H2B 109.00 . . . no
H2A C2 H2B 108.00 . . . no
C5 C6 H6 120.00 . . . no
C7 C6 H6 120.00 . . . no
C6 C7 H7 119.00 . . . no
C8 C7 H7 119.00 . . . no
C7 C8 H8 120.00 . . . no
C9 C8 H8 120.00 . . . no
C8 C9 H9 119.00 . . . no
C10 C9 H9 119.00 . . . no
C10 C11 H11 119.00 . . . no
C12 C11 H11 119.00 . . . no
C3 C12 H12 120.00 . . . no
C11 C12 H12 121.00 . . . no
O2 C13 H13A 110.00 . . . no
O2 C13 H13B 110.00 . . . no
C1 C13 H13A 110.00 . . . no
C1 C13 H13B 110.00 . . . no
H13A C13 H13B 108.00 . . . no
C16 C17 H17 119.00 . . . no
C18 C17 H17 119.00 . . . no
C17 C18 H18 120.00 . . . no
C19 C18 H18 120.00 . . . no
C18 C19 H19 120.00 . . . no
C20 C19 H19 120.00 . . . no
C19 C20 H20 120.00 . . . no
C21 C20 H20 119.00 . . . no
C21 C22 H22 120.00 . . . no
C23 C22 H22 120.00 . . . no
C14 C23 H23 121.00 . . . no
C22 C23 H23 120.00 . . . no
O3 C24 H24A 110.00 . . . no
O3 C24 H24B 110.00 . . . no
C1 C24 H24A 109.00 . . . no
C1 C24 H24B 109.00 . . . no
H24A C24 H24B 108.00 . . . no
C27 C28 H28 119.00 . . . no
C29 C28 H28 120.00 . . . no
C28 C29 H29 120.00 . . . no
C30 C29 H29 120.00 . . . no
C29 C30 H30 120.00 . . . no
C31 C30 H30 120.00 . . . no
C30 C31 H31 119.00 . . . no
C32 C31 H31 119.00 . . . no
C32 C33 H33 120.00 . . . no
C34 C33 H33 120.00 . . . no
C25 C34 H34 121.00 . . . no
C33 C34 H34 121.00 . . . no
O4 C35 H35A 109.00 . . . no
O4 C35 H35B 109.00 . . . no
C1 C35 H35A 109.00 . . . no
C1 C35 H35B 109.00 . . . no
H35A C35 H35B 108.00 . . . no
C38 C39 H39 120.00 . . . no
C40 C39 H39 120.00 . . . no
C39 C40 H40 120.00 . . . no
C41 C40 H40 120.00 . . . no
C40 C41 H41 120.00 . . . no
C42 C41 H41 120.00 . . . no
C41 C42 H42 120.00 . . . no
C43 C42 H42 120.00 . . . no
C43 C44 H44 119.00 . . . no
C45 C44 H44 119.00 . . . no
C36 C45 H45 120.00 . . . no
C44 C45 H45 120.00 . . . no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.459(4) . . yes
O1 C3 1.384(3) . . yes
O2 C13 1.453(3) . . yes
O2 C14 1.387(4) . . yes
O3 C24 1.444(3) . . yes
O3 C25 1.403(3) . . yes
O4 C35 1.460(4) . . yes
O4 C36 1.389(3) . . yes
C1 C2 1.538(4) . . no
C1 C13 1.544(3) . . no
C1 C24 1.551(4) . . no
C1 C35 1.534(4) . . no
C3 C4 1.375(4) . . no
C3 C12 1.415(4) . . no
C4 C5 1.436(4) . . no
C4 C15 1.496(3) . . no
C5 C6 1.424(4) . . no
C5 C10 1.424(4) . . no
C6 C7 1.376(4) . . no
C7 C8 1.407(4) . . no
C8 C9 1.372(4) . . no
C9 C10 1.419(4) . . no
C10 C11 1.421(4) . . no
C11 C12 1.349(4) . . no
C14 C15 1.364(4) . . no
C14 C23 1.402(4) . . no
C15 C16 1.414(4) . . no
C16 C17 1.440(4) . . no
C16 C21 1.420(3) . . no
C17 C18 1.366(4) . . no
C18 C19 1.411(4) . . no
C19 C20 1.354(5) . . no
C20 C21 1.432(4) . . no
C21 C22 1.433(4) . . no
C22 C23 1.372(4) . . no
C25 C26 1.361(3) . . no
C25 C34 1.389(4) . . no
C26 C27 1.443(4) . . no
C26 C37 1.482(4) . . no
C27 C28 1.419(4) . . no
C27 C32 1.411(4) . . no
C28 C29 1.370(4) . . no
C29 C30 1.406(4) . . no
C30 C31 1.368(4) . . no
C31 C32 1.430(4) . . no
C32 C33 1.403(4) . . no
C33 C34 1.393(4) . . no
C36 C37 1.373(4) . . no
C36 C45 1.416(4) . . no
C37 C38 1.436(3) . . no
C38 C39 1.436(4) . . no
C38 C43 1.416(4) . . no
C39 C40 1.375(4) . . no
C40 C41 1.401(4) . . no
C41 C42 1.387(4) . . no
C42 C43 1.411(3) . . no
C43 C44 1.425(4) . . no
C44 C45 1.363(4) . . no
C2 H2A 0.9900 . . no
C2 H2B 0.9900 . . no
C6 H6 0.9500 . . no
C7 H7 0.9500 . . no
C8 H8 0.9500 . . no
C9 H9 0.9500 . . no
C11 H11 0.9500 . . no
C12 H12 0.9500 . . no
C13 H13A 0.9900 . . no
C13 H13B 0.9900 . . no
C17 H17 0.9500 . . no
C18 H18 0.9500 . . no
C19 H19 0.9500 . . no
C20 H20 0.9500 . . no
C22 H22 0.9500 . . no
C23 H23 0.9500 . . no
C24 H24A 0.9900 . . no
C24 H24B 0.9900 . . no
C28 H28 0.9500 . . no
C29 H29 0.9500 . . no
C30 H30 0.9500 . . no
C31 H31 0.9500 . . no
C33 H33 0.9500 . . no
C34 H34 0.9500 . . no
C35 H35A 0.9900 . . no
C35 H35B 0.9900 . . no
C39 H39 0.9500 . . no
C40 H40 0.9500 . . no
C41 H41 0.9500 . . no
C42 H42 0.9500 . . no
C44 H44 0.9500 . . no
C45 H45 0.9500 . . no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O1 O2 2.862(2) . . no
O1 C14 2.973(3) . . no
O2 C45 3.093(3) . . no
O2 O1 2.862(2) . . no
O2 C3 2.991(3) . . no
O3 C36 2.961(3) . . no
O3 O4 2.839(2) . . no
O3 C8 3.336(3) . 2_665 no
O4 O3 2.839(2) . . no
O4 C25 2.944(3) . . no
O1 H13A 2.7900 . . no
O2 H35B 2.2800 . . no
O2 H45 2.8200 . . no
O3 H8 2.4700 . 2_665 no
O3 H13B 2.3200 . . no
O4 H24B 2.8300 . . no
O4 H20 2.7600 . 2_664 no
O4 H22 2.5700 . 2_664 no
C3 C35 3.183(4) . . no
C3 O2 2.991(3) . . no
C3 C13 3.518(4) . . no
C5 C17 3.292(4) . . no
C6 C16 3.269(4) . . no
C6 C17 3.259(4) . . no
C8 C13 3.594(4) . 2_664 no
C8 O3 3.336(3) . 2_664 no
C12 C35 3.414(4) . . no
C13 C36 3.268(4) . . no
C13 C3 3.518(4) . . no
C13 C8 3.594(4) . 2_665 no
C13 C45 3.459(4) . . no
C14 O1 2.973(3) . . no
C16 C6 3.269(4) . . no
C17 C5 3.292(4) . . no
C17 C6 3.259(4) . . no
C22 C34 3.522(3) . 4_745 no
C22 C41 3.411(3) . 4_645 no
C23 C34 3.597(3) . 4_745 no
C24 C36 3.512(3) . . no
C25 O4 2.944(3) . . no
C27 C39 3.390(3) . . no
C28 C38 3.392(4) . . no
C28 C39 3.401(4) . . no
C30 C40 3.540(4) . 2_674 no
C34 C23 3.597(3) . 4_755 no
C34 C22 3.522(3) . 4_755 no
C35 C3 3.183(4) . . no
C35 C12 3.414(4) . . no
C36 C24 3.512(3) . . no
C36 C13 3.268(4) . . no
C36 O3 2.961(3) . . no
C38 C28 3.392(4) . . no
C39 C27 3.390(3) . . no
C39 C28 3.401(4) . . no
C40 C30 3.540(4) . 2_675 no
C41 C22 3.411(3) . 4_655 no
C45 O2 3.093(3) . . no
C45 C13 3.459(4) . . no
C2 H12 2.8500 . . no
C3 H35B 2.7700 . . no
C4 H17 2.6800 . . no
C5 H17 2.7800 . . no
C6 H17 2.9700 . . no
C7 H29 3.0800 . 1_545 no
C8 H13B 2.7700 . 2_664 no
C9 H13B 2.9400 . 2_664 no
C9 H30 2.8000 . 1_545 no
C10 H30 2.8700 . 1_545 no
C12 H35A 2.9500 . . no
C12 H2A 2.6600 . . no
C13 H23 2.9200 . . no
C15 H6 2.6300 . . no
C16 H6 2.7300 . . no
C16 H34 3.0900 . 4_745 no
C17 H6 2.9400 . . no
C17 H24A 3.0100 . 4_745 no
C18 H24A 2.8000 . 4_745 no
C18 H39 2.8800 . 1_545 no
C18 H2B 3.0800 . 4_745 no
C19 H2B 2.8700 . 4_745 no
C19 H24A 2.8700 . 4_745 no
C20 H42 2.9000 . 4_645 no
C20 H24A 3.0900 . 4_745 no
C21 H34 2.8100 . 4_745 no
C22 H41 2.7700 . 4_645 no
C22 H34 2.6900 . 4_745 no
C23 H34 2.8700 . 4_745 no
C23 H41 3.0000 . 4_645 no
C23 H13A 2.7900 . . no
C24 H34 2.8900 . . no
C26 H39 2.6400 . . no
C27 H39 2.8300 . . no
C27 H18 2.8900 . 1_565 no
C28 H19 2.9700 . 2_664 no
C28 H39 3.0200 . . no
C29 H19 2.8800 . 2_664 no
C30 H17 2.9000 . 1_565 no
C31 H17 2.9300 . 1_565 no
C32 H18 2.9400 . 1_565 no
C33 H45 3.1000 . 3_565 no
C34 H24B 2.7100 . . no
C35 H45 2.8200 . . no
C35 H22 2.8400 . 2_664 no
C36 H20 2.9700 . 2_664 no
C36 H22 3.0900 . 2_664 no
C36 H13B 2.8300 . . no
C37 H28 2.6500 . . no
C38 H28 2.8300 . . no
C38 H9 3.1000 . 2_665 no
C39 H28 3.0200 . . no
C42 H9 3.0500 . 2_665 no
C42 H35A 2.9400 . 3_465 no
C43 H9 2.8000 . 2_665 no
C45 H35B 2.6400 . . no
C45 H22 3.0800 . 2_664 no
H2A C12 2.6600 . . no
H2A H12 2.2300 . . no
H2A H35A 2.1600 . . no
H2A H28 2.3800 . 3_565 no
H2B H24A 2.1000 . . no
H2B C18 3.0800 . 4_755 no
H2B C19 2.8700 . 4_755 no
H6 C15 2.6300 . . no
H6 C16 2.7300 . . no
H6 C17 2.9400 . . no
H8 O3 2.4700 . 2_664 no
H8 H13B 2.4300 . 2_664 no
H9 H11 2.5000 . . no
H9 C38 3.1000 . 2_664 no
H9 C42 3.0500 . 2_664 no
H9 C43 2.8000 . 2_664 no
H11 H9 2.5000 . . no
H12 C2 2.8500 . . no
H12 H2A 2.2300 . . no
H13A O1 2.7900 . . no
H13A C23 2.7900 . . no
H13B O3 2.3200 . . no
H13B C36 2.8300 . . no
H13B C8 2.7700 . 2_665 no
H13B C9 2.9400 . 2_665 no
H13B H8 2.4300 . 2_665 no
H17 C4 2.6800 . . no
H17 C5 2.7800 . . no
H17 C6 2.9700 . . no
H17 C30 2.9000 . 1_545 no
H17 C31 2.9300 . 1_545 no
H18 C27 2.8900 . 1_545 no
H18 C32 2.9400 . 1_545 no
H18 H39 2.2600 . 1_545 no
H19 C28 2.9700 . 2_665 no
H19 C29 2.8800 . 2_665 no
H20 H22 2.5200 . . no
H20 O4 2.7600 . 2_665 no
H20 C36 2.9700 . 2_665 no
H20 H42 2.5600 . 4_645 no
H22 H20 2.5200 . . no
H22 O4 2.5700 . 2_665 no
H22 C35 2.8400 . 2_665 no
H22 C36 3.0900 . 2_665 no
H22 C45 3.0800 . 2_665 no
H22 H35B 2.5800 . 2_665 no
H23 C13 2.9200 . . no
H24A H2B 2.1000 . . no
H24A C17 3.0100 . 4_755 no
H24A C18 2.8000 . 4_755 no
H24A C19 2.8700 . 4_755 no
H24A C20 3.0900 . 4_755 no
H24B O4 2.8300 . . no
H24B C34 2.7100 . . no
H28 C37 2.6500 . . no
H28 C38 2.8300 . . no
H28 C39 3.0200 . . no
H28 H2A 2.3800 . 3_465 no
H29 C7 3.0800 . 1_565 no
H30 C9 2.8000 . 1_565 no
H30 C10 2.8700 . 1_565 no
H31 H33 2.4700 . . no
H33 H31 2.4700 . . no
H34 C24 2.8900 . . no
H34 C16 3.0900 . 4_755 no
H34 C21 2.8100 . 4_755 no
H34 C22 2.6900 . 4_755 no
H34 C23 2.8700 . 4_755 no
H35A C12 2.9500 . . no
H35A H2A 2.1600 . . no
H35A C42 2.9400 . 3_565 no
H35B O2 2.2800 . . no
H35B C3 2.7700 . . no
H35B C45 2.6400 . . no
H35B H45 2.1900 . . no
H35B H22 2.5800 . 2_664 no
H39 C18 2.8800 . 1_565 no
H39 C26 2.6400 . . no
H39 C27 2.8300 . . no
H39 C28 3.0200 . . no
H39 H18 2.2600 . 1_565 no
H41 C22 2.7700 . 4_655 no
H41 C23 3.0000 . 4_655 no
H42 H44 2.4900 . . no
H42 C20 2.9000 . 4_655 no
H42 H20 2.5600 . 4_655 no
H44 H42 2.4900 . . no
H45 O2 2.8200 . . no
H45 C35 2.8200 . . no
H45 H35B 2.1900 . . no
H45 C33 3.1000 . 3_465 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C13 H13B O3 0.9900 2.3200 2.795(4) 108.00 . yes
C35 H35B O2 0.9900 2.2800 2.784(3) 110.00 . yes
C8 H8 O3 0.9500 2.4700 3.336(3) 151.00 2_664 yes
C22 H22 O4 0.9500 2.5700 3.454(3) 155.00 2_665 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 O1 C2 C1 72.2(3) . . . . no
C2 O1 C3 C4 -131.7(3) . . . . no
C2 O1 C3 C12 52.1(3) . . . . no
C14 O2 C13 C1 123.3(2) . . . . no
C13 O2 C14 C15 -119.1(2) . . . . no
C13 O2 C14 C23 65.3(3) . . . . no
C25 O3 C24 C1 -121.7(2) . . . . no
C24 O3 C25 C26 120.2(2) . . . . no
C24 O3 C25 C34 -62.3(3) . . . . no
C36 O4 C35 C1 -73.2(3) . . . . no
C35 O4 C36 C37 134.8(2) . . . . no
C35 O4 C36 C45 -49.0(3) . . . . no
C13 C1 C2 O1 42.2(3) . . . . no
C24 C1 C2 O1 159.2(2) . . . . no
C35 C1 C2 O1 -81.2(3) . . . . no
C2 C1 C13 O2 -80.6(2) . . . . no
C24 C1 C13 O2 164.9(2) . . . . no
C35 C1 C13 O2 41.2(3) . . . . no
C2 C1 C24 O3 -164.8(2) . . . . no
C13 C1 C24 O3 -46.9(3) . . . . no
C35 C1 C24 O3 77.1(3) . . . . no
C2 C1 C35 O4 -155.0(2) . . . . no
C13 C1 C35 O4 82.7(3) . . . . no
C24 C1 C35 O4 -39.5(3) . . . . no
O1 C3 C4 C5 -178.3(2) . . . . no
O1 C3 C4 C15 1.0(4) . . . . no
C12 C3 C4 C5 -2.1(4) . . . . no
C12 C3 C4 C15 177.2(3) . . . . no
O1 C3 C12 C11 178.5(3) . . . . no
C4 C3 C12 C11 2.5(5) . . . . no
C3 C4 C5 C6 -176.6(3) . . . . no
C3 C4 C5 C10 0.2(4) . . . . no
C15 C4 C5 C6 4.2(4) . . . . no
C15 C4 C5 C10 -179.1(3) . . . . no
C3 C4 C15 C14 63.1(3) . . . . no
C3 C4 C15 C16 -115.6(3) . . . . no
C5 C4 C15 C14 -117.7(3) . . . . no
C5 C4 C15 C16 63.7(3) . . . . no
C4 C5 C6 C7 179.7(3) . . . . no
C10 C5 C6 C7 3.0(4) . . . . no
C4 C5 C10 C9 178.9(3) . . . . no
C4 C5 C10 C11 1.3(4) . . . . no
C6 C5 C10 C9 -4.2(4) . . . . no
C6 C5 C10 C11 178.2(3) . . . . no
C5 C6 C7 C8 0.1(4) . . . . no
C6 C7 C8 C9 -2.0(5) . . . . no
C7 C8 C9 C10 0.6(5) . . . . no
C8 C9 C10 C5 2.5(4) . . . . no
C8 C9 C10 C11 180.0(3) . . . . no
C5 C10 C11 C12 -0.9(4) . . . . no
C9 C10 C11 C12 -178.4(3) . . . . no
C10 C11 C12 C3 -1.0(5) . . . . no
O2 C14 C15 C4 3.2(3) . . . . no
O2 C14 C15 C16 -178.0(2) . . . . no
C23 C14 C15 C4 178.5(2) . . . . no
C23 C14 C15 C16 -2.7(3) . . . . no
O2 C14 C23 C22 175.6(2) . . . . no
C15 C14 C23 C22 0.3(4) . . . . no
C4 C15 C16 C17 2.5(4) . . . . no
C4 C15 C16 C21 -177.1(2) . . . . no
C14 C15 C16 C17 -176.2(2) . . . . no
C14 C15 C16 C21 4.2(3) . . . . no
C15 C16 C17 C18 -177.4(2) . . . . no
C21 C16 C17 C18 2.2(3) . . . . no
C15 C16 C21 C20 177.3(2) . . . . no
C15 C16 C21 C22 -3.4(3) . . . . no
C17 C16 C21 C20 -2.4(3) . . . . no
C17 C16 C21 C22 177.0(2) . . . . no
C16 C17 C18 C19 0.2(4) . . . . no
C17 C18 C19 C20 -2.6(4) . . . . no
C18 C19 C20 C21 2.4(4) . . . . no
C19 C20 C21 C16 0.1(3) . . . . no
C19 C20 C21 C22 -179.2(2) . . . . no
C16 C21 C22 C23 1.0(3) . . . . no
C20 C21 C22 C23 -179.7(2) . . . . no
C21 C22 C23 C14 0.6(3) . . . . no
O3 C25 C26 C27 -178.9(2) . . . . no
O3 C25 C26 C37 -2.3(4) . . . . no
C34 C25 C26 C27 3.7(4) . . . . no
C34 C25 C26 C37 -179.7(2) . . . . no
O3 C25 C34 C33 -179.6(2) . . . . no
C26 C25 C34 C33 -2.2(4) . . . . no
C25 C26 C27 C28 177.5(2) . . . . no
C25 C26 C27 C32 -1.6(4) . . . . no
C37 C26 C27 C28 0.9(4) . . . . no
C37 C26 C27 C32 -178.2(2) . . . . no
C25 C26 C37 C36 -62.0(3) . . . . no
C25 C26 C37 C38 112.2(3) . . . . no
C27 C26 C37 C36 114.5(3) . . . . no
C27 C26 C37 C38 -71.3(3) . . . . no
C26 C27 C28 C29 -178.2(3) . . . . no
C32 C27 C28 C29 0.8(4) . . . . no
C26 C27 C32 C31 178.5(2) . . . . no
C26 C27 C32 C33 -1.8(4) . . . . no
C28 C27 C32 C31 -0.6(4) . . . . no
C28 C27 C32 C33 179.2(2) . . . . no
C27 C28 C29 C30 -0.1(4) . . . . no
C28 C29 C30 C31 -0.9(4) . . . . no
C29 C30 C31 C32 1.2(4) . . . . no
C30 C31 C32 C27 -0.5(4) . . . . no
C30 C31 C32 C33 179.8(3) . . . . no
C27 C32 C33 C34 3.3(4) . . . . no
C31 C32 C33 C34 -177.0(2) . . . . no
C32 C33 C34 C25 -1.4(4) . . . . no
O4 C36 C37 C26 -3.9(4) . . . . no
O4 C36 C37 C38 -178.4(2) . . . . no
C45 C36 C37 C26 180.0(2) . . . . no
C45 C36 C37 C38 5.4(4) . . . . no
O4 C36 C45 C44 -179.0(2) . . . . no
C37 C36 C45 C44 -3.0(4) . . . . no
C26 C37 C38 C39 -0.4(4) . . . . no
C26 C37 C38 C43 -178.4(2) . . . . no
C36 C37 C38 C39 173.9(2) . . . . no
C36 C37 C38 C43 -4.1(4) . . . . no
C37 C38 C39 C40 -176.3(3) . . . . no
C43 C38 C39 C40 1.7(4) . . . . no
C37 C38 C43 C42 176.1(2) . . . . no
C37 C38 C43 C44 0.4(4) . . . . no
C39 C38 C43 C42 -2.0(4) . . . . no
C39 C38 C43 C44 -177.7(2) . . . . no
C38 C39 C40 C41 -0.8(4) . . . . no
C39 C40 C41 C42 0.0(4) . . . . no
C40 C41 C42 C43 -0.3(4) . . . . no
C41 C42 C43 C38 1.3(4) . . . . no
C41 C42 C43 C44 176.8(2) . . . . no
C38 C43 C44 C45 2.2(4) . . . . no
C42 C43 C44 C45 -173.4(3) . . . . no
C43 C44 C45 C36 -1.0(4) . . . . no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30658695
