#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:55:05 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178411 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/32/4023282.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_4023282
loop_
_publ_author_name
'Andrew DeAngelis'
'Patricia Panne'
'Glenn P. A. Yap'
'Joseph M. Fox'
_publ_section_title
;
 Rh-Catalyzed Formation of Dioxolanes from α-Alkyl Diazoesters:
 Diastereoselective Cycloadditions of Carbonyl Ylides with Selectivity
 over β-Hydride Elimination
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1435
_journal_page_last               1439
_journal_paper_doi               10.1021/jo702308f
_journal_volume                  73
_journal_year                    2008
_chemical_formula_sum            'C33 H28 O4'
_chemical_formula_weight         488.55
_chemical_name_systematic
; 
 ? 
;
_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                95.456(6)
_cell_angle_beta                 103.740(5)
_cell_angle_gamma                106.053(6)
_cell_formula_units_Z            4
_cell_length_a                   10.876(4)
_cell_length_b                   11.998(4)
_cell_length_c                   21.376(7)
_cell_measurement_reflns_used    973
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      21.76
_cell_measurement_theta_min      2.25
_cell_volume                     2565.1(14)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2001)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      160(2)
_diffrn_detector_area_resol_mean 836.6
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker AXS APEX diffractometer'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_sigmaI/netI    0.0534
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            24189
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.79
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.9848
_exptl_absorpt_correction_T_min  0.9708
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.746
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     690
_refine_ls_number_reflns         9002
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.1240
_refine_ls_R_factor_gt           0.0869
_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)+(0.2700P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2979
_refine_ls_wR_factor_ref         0.3690
_reflns_number_gt                5474
_reflns_number_total             9002
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo702308f-File007.cif
_cod_data_source_block           joef048
_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 
;
_cod_database_code               4023282
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4238(6) 0.8392(4) 0.2798(2) 0.0844(14) Uani 1 1 d . . .
H1A H 0.4942 0.8547 0.3222 0.101 Uiso 1 1 calc R . .
C2 C 0.4187(5) 0.6575(4) 0.2385(2) 0.0837(14) Uani 1 1 d . . .
H2A H 0.4867 0.6430 0.2747 0.100 Uiso 1 1 calc R . .
C3 C 0.4890(5) 0.8503(4) 0.2212(2) 0.0777(12) Uani 1 1 d . . .
C4 C 0.3304(6) 0.9146(4) 0.2846(2) 0.0787(13) Uani 1 1 d . . .
C5 C 0.2025(5) 0.8834(4) 0.2401(2) 0.0810(12) Uani 1 1 d . . .
H5A H 0.1709 0.8134 0.2084 0.097 Uiso 1 1 calc R . .
C6 C 0.1250(6) 0.9544(4) 0.2429(3) 0.0898(14) Uani 1 1 d . . .
H6A H 0.0396 0.9344 0.2126 0.108 Uiso 1 1 calc R . .
C7 C 0.1690(6) 1.0541(4) 0.2890(2) 0.0856(14) Uani 1 1 d . . .
C8 C 0.0839(7) 1.1311(5) 0.2923(3) 0.1043(18) Uani 1 1 d . . .
H8A H -0.0031 1.1113 0.2633 0.125 Uiso 1 1 calc R . .
C9 C 0.1336(8) 1.2296(5) 0.3373(3) 0.119(2) Uani 1 1 d . . .
H9A H 0.0811 1.2802 0.3405 0.143 Uiso 1 1 calc R . .
C10 C 0.2597(9) 1.2581(6) 0.3789(3) 0.132(3) Uani 1 1 d . . .
H10A H 0.2918 1.3297 0.4093 0.159 Uiso 1 1 calc R . .
C11 C 0.3403(8) 1.1910(5) 0.3791(3) 0.122(2) Uani 1 1 d . . .
H11A H 0.4255 1.2132 0.4099 0.147 Uiso 1 1 calc R . .
C12 C 0.2971(6) 1.0909(4) 0.3342(2) 0.0841(13) Uani 1 1 d . . .
C13 C 0.3768(6) 1.0104(4) 0.3294(2) 0.0870(14) Uani 1 1 d . . .
H13A H 0.4626 1.0279 0.3591 0.104 Uiso 1 1 calc R . .
C14 C 0.3298(5) 0.5421(4) 0.1975(2) 0.0782(13) Uani 1 1 d . . .
C15 C 0.3068(7) 0.4397(5) 0.2252(3) 0.1026(18) Uani 1 1 d . . .
H15A H 0.3476 0.4442 0.2703 0.123 Uiso 1 1 calc R . .
C16 C 0.2273(7) 0.3341(5) 0.1889(3) 0.1070(19) Uani 1 1 d . . .
H16A H 0.2132 0.2658 0.2086 0.128 Uiso 1 1 calc R . .
C17 C 0.1662(5) 0.3255(5) 0.1223(3) 0.0906(15) Uani 1 1 d . . .
C18 C 0.0836(6) 0.2155(6) 0.0830(3) 0.1078(18) Uani 1 1 d . . .
H18A H 0.0714 0.1455 0.1015 0.129 Uiso 1 1 calc R . .
C19 C 0.0223(6) 0.2110(8) 0.0191(4) 0.119(2) Uani 1 1 d . . .
H19A H -0.0346 0.1378 -0.0066 0.143 Uiso 1 1 calc R . .
C20 C 0.0420(6) 0.3139(9) -0.0100(3) 0.113(2) Uani 1 1 d . . .
H20A H -0.0016 0.3091 -0.0548 0.135 Uiso 1 1 calc R . .
C21 C 0.1229(5) 0.4189(6) 0.0261(2) 0.0919(16) Uani 1 1 d . . .
H21A H 0.1378 0.4873 0.0063 0.110 Uiso 1 1 calc R . .
C22 C 0.1853(5) 0.4270(5) 0.0933(2) 0.0800(13) Uani 1 1 d . . .
C23 C 0.2689(4) 0.5366(5) 0.1326(2) 0.0757(13) Uani 1 1 d . . .
H23A H 0.2827 0.6062 0.1139 0.091 Uiso 1 1 calc R . .
C24 C 0.6357(6) 0.9300(5) 0.2442(3) 0.0953(16) Uani 1 1 d . . .
H24A H 0.6387 1.0099 0.2626 0.114 Uiso 1 1 calc R . .
H24B H 0.6855 0.8985 0.2795 0.114 Uiso 1 1 calc R . .
C25 C 0.7037(5) 0.9388(5) 0.1899(3) 0.0935(15) Uani 1 1 d . . .
C26 C 0.7241(7) 1.0367(7) 0.1606(4) 0.137(3) Uani 1 1 d . . .
H26A H 0.6975 1.1014 0.1750 0.165 Uiso 1 1 calc R . .
C27 C 0.7848(8) 1.0409(8) 0.1093(5) 0.162(4) Uani 1 1 d . . .
H27A H 0.8001 1.1091 0.0894 0.195 Uiso 1 1 calc R . .
C28 C 0.8212(6) 0.9486(9) 0.0882(4) 0.134(3) Uani 1 1 d . . .
H28A H 0.8617 0.9522 0.0534 0.161 Uiso 1 1 calc R . .
C29 C 0.8011(5) 0.8524(7) 0.1158(3) 0.1021(18) Uani 1 1 d . . .
H29A H 0.8267 0.7876 0.1005 0.123 Uiso 1 1 calc R . .
C30 C 0.7431(4) 0.8471(5) 0.1666(3) 0.0877(14) Uani 1 1 d . . .
H30A H 0.7300 0.7784 0.1861 0.105 Uiso 1 1 calc R . .
C31 C 0.4064(6) 0.8904(5) 0.1660(3) 0.0897(15) Uani 1 1 d D A .
C34 C 0.9390(4) 0.6322(4) 0.26045(17) 0.0630(10) Uani 1 1 d . B .
H34A H 1.0241 0.6795 0.2530 0.076 Uiso 1 1 calc R . .
C35 C 0.9505(4) 0.7607(4) 0.34476(17) 0.0625(10) Uani 1 1 d . B .
H35A H 1.0371 0.8180 0.3449 0.075 Uiso 1 1 calc R . .
C36 C 0.9745(4) 0.5772(3) 0.32360(16) 0.0620(10) Uani 1 1 d D . .
C37 C 0.8574(4) 0.5469(4) 0.19781(17) 0.0659(10) Uani 1 1 d . . .
C38 C 0.7275(4) 0.5278(4) 0.17311(18) 0.0647(10) Uani 1 1 d . B .
H38A H 0.6821 0.5673 0.1958 0.078 Uiso 1 1 calc R . .
C39 C 0.6542(4) 0.4479(4) 0.11216(19) 0.0628(10) Uani 1 1 d . . .
C40 C 0.5200(5) 0.4313(5) 0.0842(2) 0.0875(14) Uani 1 1 d . B .
H40A H 0.4732 0.4710 0.1058 0.105 Uiso 1 1 calc R . .
C41 C 0.4548(5) 0.3571(5) 0.0252(3) 0.0931(15) Uani 1 1 d . . .
H41A H 0.3628 0.3449 0.0063 0.112 Uiso 1 1 calc R B .
C42 C 0.5242(4) 0.2998(5) -0.0071(2) 0.0822(13) Uani 1 1 d . B .
H42A H 0.4796 0.2514 -0.0486 0.099 Uiso 1 1 calc R . .
C43 C 0.6535(4) 0.3127(4) 0.0201(2) 0.0746(12) Uani 1 1 d . . .
H43A H 0.6981 0.2709 -0.0018 0.090 Uiso 1 1 calc R B .
C44 C 0.7249(4) 0.3889(4) 0.08191(18) 0.0624(10) Uani 1 1 d . B .
C45 C 0.8603(4) 0.4095(5) 0.1089(2) 0.0821(14) Uani 1 1 d . . .
H45A H 0.9069 0.3690 0.0876 0.098 Uiso 1 1 calc R B .
C46 C 0.9265(4) 0.4868(4) 0.16532(18) 0.0753(12) Uani 1 1 d . B .
H46A H 1.0192 0.5008 0.1832 0.090 Uiso 1 1 calc R . .
C47 C 0.8770(4) 0.8209(4) 0.38054(17) 0.0647(11) Uani 1 1 d . . .
C48 C 0.9216(4) 0.9403(4) 0.39853(18) 0.0690(11) Uani 1 1 d . . .
H48A H 0.9992 0.9845 0.3884 0.083 Uiso 1 1 calc R . .
C49 C 0.8531(5) 1.0003(4) 0.43258(19) 0.0791(14) Uani 1 1 d . . .
C50 C 0.8986(6) 1.1252(5) 0.4504(2) 0.1033(19) Uani 1 1 d . . .
H50A H 0.9747 1.1710 0.4397 0.124 Uiso 1 1 calc R . .
C51 C 0.8294(9) 1.1784(7) 0.4837(3) 0.127(3) Uani 1 1 d . . .
H51A H 0.8574 1.2617 0.4953 0.152 Uiso 1 1 calc R . .
C52 C 0.7192(11) 1.1111(9) 0.5005(3) 0.146(3) Uani 1 1 d . . .
H52A H 0.6734 1.1490 0.5238 0.175 Uiso 1 1 calc R . .
C53 C 0.6772(9) 0.9937(7) 0.4841(3) 0.134(3) Uani 1 1 d . . .
H53A H 0.6034 0.9499 0.4973 0.161 Uiso 1 1 calc R . .
C54 C 0.7394(6) 0.9322(5) 0.4475(2) 0.0933(16) Uani 1 1 d . . .
C55 C 0.6973(6) 0.8096(5) 0.4286(3) 0.0979(17) Uani 1 1 d . . .
H55A H 0.6216 0.7637 0.4396 0.117 Uiso 1 1 calc R . .
C56 C 0.7610(5) 0.7548(4) 0.3951(2) 0.0757(12) Uani 1 1 d . . .
H56A H 0.7278 0.6718 0.3813 0.091 Uiso 1 1 calc R . .
C57 C 1.1081(6) 0.5588(5) 0.3334(2) 0.0916(16) Uani 1 1 d . B .
H57A H 1.1670 0.6259 0.3203 0.110 Uiso 1 1 calc R . .
H57B H 1.0972 0.4870 0.3030 0.110 Uiso 1 1 calc R . .
C58 C 1.1795(5) 0.5466(4) 0.40165(18) 0.0705(12) Uani 1 1 d . . .
C59 C 1.3159(6) 0.5956(4) 0.4229(2) 0.0780(13) Uani 1 1 d . B .
H59A H 1.3618 0.6380 0.3956 0.094 Uiso 1 1 calc R . .
C60 C 1.3873(6) 0.5837(4) 0.4840(2) 0.0857(14) Uani 1 1 d . . .
H60A H 1.4812 0.6185 0.4983 0.103 Uiso 1 1 calc R B .
C61 C 1.3219(6) 0.5217(4) 0.5237(2) 0.0810(13) Uani 1 1 d . B .
H61A H 1.3705 0.5122 0.5650 0.097 Uiso 1 1 calc R . .
C62 C 1.1849(5) 0.4733(4) 0.50309(19) 0.0709(12) Uani 1 1 d . . .
H62A H 1.1388 0.4319 0.5306 0.085 Uiso 1 1 calc R B .
C63 C 1.1151(5) 0.4854(4) 0.44241(19) 0.0726(12) Uani 1 1 d . B .
H63A H 1.0211 0.4510 0.4284 0.087 Uiso 1 1 calc R . .
C32 C 0.3430(10) 1.0439(9) 0.1222(5) 0.120(3) Uani 0.791(11) 1 d PD A 1
H32A H 0.2554 0.9823 0.1055 0.145 Uiso 0.791(11) 1 calc PR A 1
H32B H 0.3287 1.1152 0.1426 0.145 Uiso 0.791(11) 1 calc PR A 1
C33 C 0.3946(13) 1.0692(14) 0.0718(6) 0.208(7) Uani 0.791(11) 1 d PD A 1
H33A H 0.4074 1.1523 0.0685 0.312 Uiso 0.791(11) 1 calc PR A 1
H33B H 0.3333 1.0197 0.0311 0.312 Uiso 0.791(11) 1 calc PR A 1
H33C H 0.4804 1.0539 0.0792 0.312 Uiso 0.791(11) 1 calc PR A 1
C64 C 0.8643(8) 0.4671(6) 0.3204(2) 0.141(3) Uani 0.537(4) 1 d PD B 1
C65 C 0.6762(13) 0.3265(9) 0.3223(7) 0.121(3) Uani 0.537(4) 1 d PD B 1
H65A H 0.6127 0.3310 0.3482 0.145 Uiso 0.537(4) 1 calc PR B 1
H65B H 0.7258 0.2738 0.3406 0.145 Uiso 0.537(4) 1 calc PR B 1
C66 C 0.593(3) 0.2690(16) 0.2484(9) 0.181(9) Uani 0.537(4) 1 d PD B 1
H66A H 0.5414 0.1872 0.2467 0.272 Uiso 0.537(4) 1 calc PR B 1
H66B H 0.6548 0.2710 0.2213 0.272 Uiso 0.537(4) 1 calc PR B 1
H66C H 0.5331 0.3136 0.2319 0.272 Uiso 0.537(4) 1 calc PR B 1
O7 O 0.9122(7) 0.3659(5) 0.2961(3) 0.0801(13) Uani 0.537(4) 1 d PD B 1
O8 O 0.7742(6) 0.4488(6) 0.3310(3) 0.0791(15) Uani 0.537(4) 1 d PD B 1
C32' C 0.427(4) 1.084(3) 0.1239(19) 0.120(3) Uani 0.209(11) 1 d PD A 2
H32C H 0.5057 1.1551 0.1377 0.145 Uiso 0.209(11) 1 calc PR A 2
H32D H 0.4216 1.0440 0.0801 0.145 Uiso 0.209(11) 1 calc PR A 2
C33' C 0.316(4) 1.109(6) 0.125(2) 0.208(7) Uani 0.209(11) 1 d PD A 2
H33D H 0.3009 1.1621 0.0937 0.312 Uiso 0.209(11) 1 calc PR A 2
H33E H 0.3238 1.1469 0.1687 0.312 Uiso 0.209(11) 1 calc PR A 2
H33F H 0.2404 1.0361 0.1121 0.312 Uiso 0.209(11) 1 calc PR A 2
C64' C 0.8643(8) 0.4671(6) 0.3204(2) 0.141(3) Uani 0.463(4) 1 d PD B 2
C65' C 0.7194(14) 0.2734(10) 0.3015(8) 0.121(3) Uani 0.463(4) 1 d PD B 2
H65C H 0.7237 0.2555 0.3461 0.145 Uiso 0.463(4) 1 calc PR B 2
H65D H 0.7155 0.2021 0.2727 0.145 Uiso 0.463(4) 1 calc PR B 2
C66' C 0.593(3) 0.3161(19) 0.2741(11) 0.181(9) Uani 0.463(4) 1 d PD B 2
H66D H 0.5117 0.2489 0.2640 0.272 Uiso 0.463(4) 1 calc PR B 2
H66E H 0.6006 0.3487 0.2344 0.272 Uiso 0.463(4) 1 calc PR B 2
H66F H 0.5896 0.3766 0.3072 0.272 Uiso 0.463(4) 1 calc PR B 2
O7' O 0.7454(8) 0.5025(6) 0.3384(3) 0.0801(13) Uani 0.463(4) 1 d PD B 2
O8' O 0.8423(8) 0.3788(7) 0.3024(4) 0.0791(15) Uani 0.463(4) 1 d PD B 2
O1 O 0.4833(3) 0.7319(3) 0.20126(14) 0.0788(9) Uani 1 1 d . . .
O2 O 0.3445(4) 0.7201(3) 0.26547(15) 0.0875(10) Uani 1 1 d . . .
O3 O 0.3181(4) 0.8178(4) 0.11897(19) 0.1020(12) Uani 1 1 d D . .
O4 O 0.4320(4) 1.0021(3) 0.17279(18) 0.1034(12) Uani 1 1 d D . .
O5 O 0.9734(3) 0.6621(2) 0.37327(11) 0.0644(7) Uani 1 1 d . B .
O6 O 0.8740(3) 0.7115(2) 0.28010(11) 0.0653(7) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1 C4 107.2(4) . . ?
O2 C1 C3 102.4(3) . . ?
C4 C1 C3 116.2(3) . . ?
O1 C2 O2 105.7(3) . . ?
O1 C2 C14 111.6(4) . . ?
O2 C2 C14 111.2(4) . . ?
O1 C3 C31 109.5(4) . . ?
O1 C3 C24 109.9(4) . . ?
C31 C3 C24 112.4(4) . . ?
O1 C3 C1 102.1(3) . . ?
C31 C3 C1 110.9(4) . . ?
C24 C3 C1 111.5(4) . . ?
C13 C4 C5 121.8(5) . . ?
C13 C4 C1 117.6(5) . . ?
C5 C4 C1 120.5(4) . . ?
C6 C5 C4 119.4(4) . . ?
C5 C6 C7 120.6(5) . . ?
C6 C7 C12 122.5(5) . . ?
C6 C7 C8 120.5(5) . . ?
C12 C7 C8 117.0(4) . . ?
C9 C8 C7 117.9(6) . . ?
C8 C9 C10 120.8(5) . . ?
C11 C10 C9 124.0(6) . . ?
C10 C11 C12 118.3(7) . . ?
C11 C12 C7 121.9(5) . . ?
C11 C12 C13 123.3(5) . . ?
C7 C12 C13 114.8(4) . . ?
C4 C13 C12 120.8(5) . . ?
C23 C14 C15 119.7(5) . . ?
C23 C14 C2 120.1(4) . . ?
C15 C14 C2 120.3(4) . . ?
C16 C15 C14 121.2(5) . . ?
C15 C16 C17 120.3(6) . . ?
C16 C17 C22 119.8(5) . . ?
C16 C17 C18 121.3(6) . . ?
C22 C17 C18 118.9(5) . . ?
C19 C18 C17 119.7(7) . . ?
C18 C19 C20 121.2(7) . . ?
C21 C20 C19 120.0(6) . . ?
C20 C21 C22 120.2(6) . . ?
C17 C22 C21 120.1(5) . . ?
C17 C22 C23 118.7(4) . . ?
C21 C22 C23 121.3(5) . . ?
C14 C23 C22 120.3(5) . . ?
C25 C24 C3 113.2(4) . . ?
C26 C25 C30 117.6(5) . . ?
C26 C25 C24 121.1(5) . . ?
C30 C25 C24 121.2(5) . . ?
C25 C26 C27 119.7(7) . . ?
C28 C27 C26 120.3(7) . . ?
C29 C28 C27 120.7(7) . . ?
C28 C29 C30 119.8(6) . . ?
C29 C30 C25 121.8(6) . . ?
O3 C31 O4 124.5(5) . . ?
O3 C31 C3 121.8(5) . . ?
O4 C31 C3 113.6(5) . . ?
O6 C34 C37 113.2(3) . . ?
O6 C34 C36 102.2(3) . . ?
C37 C34 C36 116.7(3) . . ?
O6 C35 O5 104.4(3) . . ?
O6 C35 C47 111.1(3) . . ?
O5 C35 C47 111.4(3) . . ?
O5 C36 C57 112.1(3) . . ?
O5 C36 C64 107.4(4) . . ?
C57 C36 C64 113.6(5) . . ?
O5 C36 C34 102.7(3) . . ?
C57 C36 C34 110.8(3) . . ?
C64 C36 C34 109.7(4) . . ?
C38 C37 C46 120.3(4) . . ?
C38 C37 C34 123.0(3) . . ?
C46 C37 C34 116.7(4) . . ?
C37 C38 C39 121.1(3) . . ?
C40 C39 C44 121.1(4) . . ?
C40 C39 C38 121.8(4) . . ?
C44 C39 C38 117.1(3) . . ?
C41 C40 C39 120.0(4) . . ?
C40 C41 C42 120.1(4) . . ?
C43 C42 C41 120.7(5) . . ?
C42 C43 C44 120.8(4) . . ?
C45 C44 C39 120.8(4) . . ?
C45 C44 C43 121.9(3) . . ?
C39 C44 C43 117.2(3) . . ?
C46 C45 C44 120.6(4) . . ?
C45 C46 C37 120.1(4) . . ?
C48 C47 C56 119.7(4) . . ?
C48 C47 C35 119.8(4) . . ?
C56 C47 C35 120.5(4) . . ?
C47 C48 C49 121.0(5) . . ?
C54 C49 C50 121.0(5) . . ?
C54 C49 C48 118.1(4) . . ?
C50 C49 C48 120.9(5) . . ?
C51 C50 C49 118.5(7) . . ?
C50 C51 C52 120.8(7) . . ?
C53 C52 C51 120.7(6) . . ?
C52 C53 C54 122.2(8) . . ?
C55 C54 C49 119.2(4) . . ?
C55 C54 C53 124.0(6) . . ?
C49 C54 C53 116.8(6) . . ?
C56 C55 C54 122.0(5) . . ?
C55 C56 C47 120.0(5) . . ?
C36 C57 C58 117.8(3) . . ?
C59 C58 C63 118.5(4) . . ?
C59 C58 C57 118.1(4) . . ?
C63 C58 C57 123.4(5) . . ?
C58 C59 C60 120.7(4) . . ?
C61 C60 C59 120.1(5) . . ?
C60 C61 C62 119.6(4) . . ?
C61 C62 C63 119.9(4) . . ?
C62 C63 C58 121.2(5) . . ?
C33 C32 O4 112.0(9) . . ?
O8 C64 C36 135.1(8) . . ?
O8 C64 O7 120.1(8) . . ?
C36 C64 O7 104.8(6) . . ?
O8 C65 C66 114.9(13) . . ?
C64 O8 C65 125.4(9) . . ?
C33' C32' O4 102(3) . . ?
O8' C65' C66' 105.0(14) . . ?
C2 O1 C3 110.2(3) . . ?
C1 O2 C2 105.4(4) . . ?
C31 O4 C32 114.8(6) . . ?
C31 O4 C32' 131.9(19) . . ?
C32 O4 C32' 34.9(13) . . ?
C36 O5 C35 108.4(3) . . ?
C35 O6 C34 103.1(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.410(6) . ?
C1 C4 1.550(7) . ?
C1 C3 1.578(6) . ?
C2 O1 1.407(6) . ?
C2 O2 1.422(5) . ?
C2 C14 1.498(7) . ?
C3 O1 1.424(5) . ?
C3 C31 1.508(6) . ?
C3 C24 1.548(8) . ?
C4 C13 1.317(6) . ?
C4 C5 1.413(7) . ?
C5 C6 1.361(7) . ?
C6 C7 1.366(6) . ?
C7 C12 1.417(7) . ?
C7 C8 1.486(7) . ?
C8 C9 1.340(8) . ?
C9 C10 1.376(9) . ?
C10 C11 1.345(9) . ?
C11 C12 1.355(7) . ?
C12 C13 1.477(7) . ?
C14 C23 1.375(6) . ?
C14 C15 1.401(7) . ?
C15 C16 1.358(8) . ?
C16 C17 1.401(7) . ?
C17 C22 1.405(8) . ?
C17 C18 1.425(8) . ?
C18 C19 1.360(10) . ?
C19 C20 1.422(10) . ?
C20 C21 1.355(8) . ?
C21 C22 1.416(7) . ?
C22 C23 1.424(7) . ?
C24 C25 1.514(7) . ?
C25 C26 1.372(8) . ?
C25 C30 1.379(7) . ?
C26 C27 1.405(10) . ?
C27 C28 1.349(11) . ?
C28 C29 1.334(10) . ?
C29 C30 1.376(8) . ?
C31 O3 1.266(6) . ?
C31 O4 1.278(6) . ?
C34 O6 1.419(4) . ?
C34 C37 1.517(6) . ?
C34 C36 1.572(5) . ?
C35 O6 1.406(4) . ?
C35 O5 1.436(5) . ?
C35 C47 1.499(5) . ?
C36 O5 1.405(4) . ?
C36 C57 1.498(6) . ?
C36 C64 1.502(9) . ?
C37 C38 1.330(5) . ?
C37 C46 1.422(5) . ?
C38 C39 1.449(5) . ?
C39 C40 1.388(6) . ?
C39 C44 1.401(5) . ?
C40 C41 1.378(7) . ?
C41 C42 1.400(7) . ?
C42 C43 1.346(6) . ?
C43 C44 1.441(6) . ?
C44 C45 1.389(6) . ?
C45 C46 1.356(6) . ?
C47 C48 1.364(6) . ?
C47 C56 1.413(6) . ?
C48 C49 1.435(6) . ?
C49 C54 1.406(8) . ?
C49 C50 1.424(7) . ?
C50 C51 1.382(9) . ?
C51 C52 1.394(12) . ?
C52 C53 1.337(11) . ?
C53 C54 1.426(7) . ?
C54 C55 1.401(8) . ?
C55 C56 1.351(6) . ?
C57 C58 1.523(6) . ?
C58 C59 1.378(7) . ?
C58 C63 1.385(6) . ?
C59 C60 1.395(6) . ?
C60 C61 1.376(7) . ?
C61 C62 1.383(7) . ?
C62 C63 1.381(5) . ?
C32 C33 1.351(14) . ?
C32 O4 1.493(8) . ?
C64 O8 1.028(8) . ?
C64 O7 1.541(8) . ?
C65 O8 1.520(12) . ?
C65 C66 1.599(15) . ?
C32' C33' 1.33(2) . ?
C32' O4 1.498(18) . ?
C65' O8' 1.561(13) . ?
C65' C66' 1.60(2) . ?
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
O2 C1 C3 O1 -24.2(4) . . . . ?
C4 C1 C3 O1 -140.6(4) . . . . ?
O2 C1 C3 C31 92.3(5) . . . . ?
C4 C1 C3 C31 -24.0(7) . . . . ?
O2 C1 C3 C24 -141.5(4) . . . . ?
C4 C1 C3 C24 102.1(5) . . . . ?
O2 C1 C4 C13 142.4(4) . . . . ?
C3 C1 C4 C13 -103.9(5) . . . . ?
O2 C1 C4 C5 -40.3(5) . . . . ?
C3 C1 C4 C5 73.4(6) . . . . ?
C13 C4 C5 C6 0.7(7) . . . . ?
C1 C4 C5 C6 -176.5(4) . . . . ?
C4 C5 C6 C7 -1.1(7) . . . . ?
C5 C6 C7 C12 2.2(8) . . . . ?
C5 C6 C7 C8 -179.7(5) . . . . ?
C6 C7 C8 C9 -178.1(5) . . . . ?
C12 C7 C8 C9 0.1(7) . . . . ?
C7 C8 C9 C10 0.3(9) . . . . ?
C8 C9 C10 C11 -1.5(11) . . . . ?
C9 C10 C11 C12 2.3(11) . . . . ?
C10 C11 C12 C7 -1.9(9) . . . . ?
C10 C11 C12 C13 179.7(6) . . . . ?
C6 C7 C12 C11 178.9(5) . . . . ?
C8 C7 C12 C11 0.7(7) . . . . ?
C6 C7 C12 C13 -2.5(7) . . . . ?
C8 C7 C12 C13 179.3(4) . . . . ?
C5 C4 C13 C12 -1.2(7) . . . . ?
C1 C4 C13 C12 176.0(4) . . . . ?
C11 C12 C13 C4 -179.4(5) . . . . ?
C7 C12 C13 C4 2.0(7) . . . . ?
O1 C2 C14 C23 -31.1(5) . . . . ?
O2 C2 C14 C23 86.8(5) . . . . ?
O1 C2 C14 C15 149.8(4) . . . . ?
O2 C2 C14 C15 -92.4(5) . . . . ?
C23 C14 C15 C16 1.3(8) . . . . ?
C2 C14 C15 C16 -179.5(5) . . . . ?
C14 C15 C16 C17 0.0(9) . . . . ?
C15 C16 C17 C22 -1.1(8) . . . . ?
C15 C16 C17 C18 179.3(5) . . . . ?
C16 C17 C18 C19 177.9(5) . . . . ?
C22 C17 C18 C19 -1.7(7) . . . . ?
C17 C18 C19 C20 1.8(8) . . . . ?
C18 C19 C20 C21 0.0(8) . . . . ?
C19 C20 C21 C22 -1.7(7) . . . . ?
C16 C17 C22 C21 -179.5(4) . . . . ?
C18 C17 C22 C21 0.0(6) . . . . ?
C16 C17 C22 C23 1.0(6) . . . . ?
C18 C17 C22 C23 -179.4(4) . . . . ?
C20 C21 C22 C17 1.7(6) . . . . ?
C20 C21 C22 C23 -178.9(4) . . . . ?
C15 C14 C23 C22 -1.4(6) . . . . ?
C2 C14 C23 C22 179.4(3) . . . . ?
C17 C22 C23 C14 0.3(5) . . . . ?
C21 C22 C23 C14 -179.2(4) . . . . ?
O1 C3 C24 C25 65.0(5) . . . . ?
C31 C3 C24 C25 -57.1(6) . . . . ?
C1 C3 C24 C25 177.5(4) . . . . ?
C3 C24 C25 C26 103.0(7) . . . . ?
C3 C24 C25 C30 -74.8(6) . . . . ?
C30 C25 C26 C27 -0.7(11) . . . . ?
C24 C25 C26 C27 -178.5(7) . . . . ?
C25 C26 C27 C28 0.9(14) . . . . ?
C26 C27 C28 C29 -0.4(13) . . . . ?
C27 C28 C29 C30 -0.3(10) . . . . ?
C28 C29 C30 C25 0.5(8) . . . . ?
C26 C25 C30 C29 0.0(8) . . . . ?
C24 C25 C30 C29 177.9(5) . . . . ?
O1 C3 C31 O3 18.9(6) . . . . ?
C24 C3 C31 O3 141.3(5) . . . . ?
C1 C3 C31 O3 -93.0(5) . . . . ?
O1 C3 C31 O4 -163.1(4) . . . . ?
C24 C3 C31 O4 -40.7(6) . . . . ?
C1 C3 C31 O4 85.0(5) . . . . ?
O6 C34 C36 O5 -22.1(4) . . . . ?
C37 C34 C36 O5 -146.3(3) . . . . ?
O6 C34 C36 C57 -142.0(4) . . . . ?
C37 C34 C36 C57 93.8(5) . . . . ?
O6 C34 C36 C64 91.8(5) . . . . ?
C37 C34 C36 C64 -32.3(5) . . . . ?
O6 C34 C37 C38 -16.1(6) . . . . ?
C36 C34 C37 C38 102.2(4) . . . . ?
O6 C34 C37 C46 163.6(3) . . . . ?
C36 C34 C37 C46 -78.1(5) . . . . ?
C46 C37 C38 C39 -1.4(6) . . . . ?
C34 C37 C38 C39 178.3(4) . . . . ?
C37 C38 C39 C40 -176.9(4) . . . . ?
C37 C38 C39 C44 2.2(6) . . . . ?
C44 C39 C40 C41 -1.1(7) . . . . ?
C38 C39 C40 C41 178.1(5) . . . . ?
C39 C40 C41 C42 -0.9(9) . . . . ?
C40 C41 C42 C43 2.6(9) . . . . ?
C41 C42 C43 C44 -2.2(8) . . . . ?
C40 C39 C44 C45 177.5(5) . . . . ?
C38 C39 C44 C45 -1.7(6) . . . . ?
C40 C39 C44 C43 1.4(6) . . . . ?
C38 C39 C44 C43 -177.8(4) . . . . ?
C42 C43 C44 C45 -175.8(5) . . . . ?
C42 C43 C44 C39 0.2(6) . . . . ?
C39 C44 C45 C46 0.4(7) . . . . ?
C43 C44 C45 C46 176.2(4) . . . . ?
C44 C45 C46 C37 0.6(7) . . . . ?
C38 C37 C46 C45 0.0(7) . . . . ?
C34 C37 C46 C45 -179.7(4) . . . . ?
O6 C35 C47 C48 -112.1(4) . . . . ?
O5 C35 C47 C48 132.0(4) . . . . ?
O6 C35 C47 C56 67.1(4) . . . . ?
O5 C35 C47 C56 -48.8(4) . . . . ?
C56 C47 C48 C49 0.5(5) . . . . ?
C35 C47 C48 C49 179.8(3) . . . . ?
C47 C48 C49 C54 0.7(6) . . . . ?
C47 C48 C49 C50 -179.0(4) . . . . ?
C54 C49 C50 C51 0.9(6) . . . . ?
C48 C49 C50 C51 -179.4(4) . . . . ?
C49 C50 C51 C52 1.1(8) . . . . ?
C50 C51 C52 C53 -0.7(10) . . . . ?
C51 C52 C53 C54 -1.9(11) . . . . ?
C50 C49 C54 C55 179.4(4) . . . . ?
C48 C49 C54 C55 -0.3(6) . . . . ?
C50 C49 C54 C53 -3.2(7) . . . . ?
C48 C49 C54 C53 177.1(4) . . . . ?
C52 C53 C54 C55 -179.0(6) . . . . ?
C52 C53 C54 C49 3.7(9) . . . . ?
C49 C54 C55 C56 -1.4(7) . . . . ?
C53 C54 C55 C56 -178.6(5) . . . . ?
C54 C55 C56 C47 2.7(7) . . . . ?
C48 C47 C56 C55 -2.2(6) . . . . ?
C35 C47 C56 C55 178.6(4) . . . . ?
O5 C36 C57 C58 45.5(6) . . . . ?
C64 C36 C57 C58 -76.5(6) . . . . ?
C34 C36 C57 C58 159.6(4) . . . . ?
C36 C57 C58 C59 -143.1(4) . . . . ?
C36 C57 C58 C63 39.2(6) . . . . ?
C63 C58 C59 C60 0.0(6) . . . . ?
C57 C58 C59 C60 -177.8(4) . . . . ?
C58 C59 C60 C61 0.5(7) . . . . ?
C59 C60 C61 C62 -1.2(7) . . . . ?
C60 C61 C62 C63 1.4(6) . . . . ?
C61 C62 C63 C58 -0.8(6) . . . . ?
C59 C58 C63 C62 0.1(6) . . . . ?
C57 C58 C63 C62 177.8(4) . . . . ?
O5 C36 C64 O8 28.1(10) . . . . ?
C57 C36 C64 O8 152.6(9) . . . . ?
C34 C36 C64 O8 -82.9(10) . . . . ?
O5 C36 C64 O7 -150.7(4) . . . . ?
C57 C36 C64 O7 -26.1(5) . . . . ?
C34 C36 C64 O7 98.4(4) . . . . ?
C36 C64 O8 C65 178.9(8) . . . . ?
O7 C64 O8 C65 -2.5(13) . . . . ?
C66 C65 O8 C64 -75.5(18) . . . . ?
O2 C2 O1 C3 19.6(5) . . . . ?
C14 C2 O1 C3 140.6(4) . . . . ?
C31 C3 O1 C2 -114.7(4) . . . . ?
C24 C3 O1 C2 121.4(4) . . . . ?
C1 C3 O1 C2 2.9(5) . . . . ?
C4 C1 O2 C2 159.4(3) . . . . ?
C3 C1 O2 C2 36.7(4) . . . . ?
O1 C2 O2 C1 -36.3(4) . . . . ?
C14 C2 O2 C1 -157.6(3) . . . . ?
O3 C31 O4 C32 3.6(8) . . . . ?
C3 C31 O4 C32 -174.4(5) . . . . ?
O3 C31 O4 C32' -33(2) . . . . ?
C3 C31 O4 C32' 148.6(19) . . . . ?
C33 C32 O4 C31 -93.5(11) . . . . ?
C33 C32 O4 C32' 35(3) . . . . ?
C33' C32' O4 C31 104(4) . . . . ?
C33' C32' O4 C32 31(4) . . . . ?
C57 C36 O5 C35 115.0(4) . . . . ?
C64 C36 O5 C35 -119.6(4) . . . . ?
C34 C36 O5 C35 -4.0(4) . . . . ?
O6 C35 O5 C36 29.3(4) . . . . ?
C47 C35 O5 C36 149.2(3) . . . . ?
O5 C35 O6 C34 -43.8(4) . . . . ?
C47 C35 O6 C34 -163.9(3) . . . . ?
C37 C34 O6 C35 166.5(3) . . . . ?
C36 C34 O6 C35 40.1(4) . . . . ?
