#------------------------------------------------------------------------------
#$Date: 2016-03-26 12:50:16 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180216 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/02/7110258.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_7110258
loop_
_publ_author_name
'Jian-Rong Wang'
'Chun Zhou'
'Xueping Yu'
'Xuefeng Mei'
_publ_section_title
;
 Stabilizing vitamin D3 by conformationally selective co-crystallization
;
_journal_name_full               Chem.Commun.
_journal_page_first              855
_journal_paper_doi               10.1039/c3cc47747a
_journal_volume                  50
_journal_year                    2014
_chemical_absolute_configuration rm
_chemical_formula_sum            'C54 H92 O2'
_chemical_formula_weight         773.28
_chemical_name_common            1b
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 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                 98.464(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   33.2196(10)
_cell_length_b                   6.8885(3)
_cell_length_c                   21.6120(7)
_cell_measurement_reflns_used    6169
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      54.87
_cell_measurement_theta_min      4.50
_cell_volume                     4891.7(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0479
_diffrn_reflns_av_sigmaI/netI    0.1206
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            21749
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         1.45
_exptl_absorpt_coefficient_mu    0.061
_exptl_absorpt_correction_T_max  0.9976
_exptl_absorpt_correction_T_min  0.9880
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.049
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1724
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.1(15)
_refine_ls_extinction_coef       0.00136(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     522
_refine_ls_number_reflns         10459
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_all          0.1272
_refine_ls_R_factor_gt           0.0642
_refine_ls_shift/su_max          0.064
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0498P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1018
_refine_ls_wR_factor_ref         0.1186
_reflns_number_gt                6455
_reflns_number_total             10459
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cc47747a.txt
_cod_data_source_block           C:\Users\JRWang\Desktop\VD3-CAL\1b.CIF
_cod_original_sg_symbol_H-M      C2
_cod_database_code               7110258
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-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
O1 O 0.51643(5) 0.5029(3) 0.41113(10) 0.0278(5) Uani 1 1 d .
O2 O 0.44808(5) 0.5033(3) 0.46797(8) 0.0350(6) Uani 1 1 d .
H2 H 0.4654(8) 0.511(5) 0.4456(14) 0.053 Uiso 1 1 d .
C26 C 0.11835(7) -0.3299(4) 0.04233(13) 0.0316(7) Uani 1 1 d .
H26A H 0.1215 -0.3741 0.0849 0.047 Uiso 1 1 calc R
H26B H 0.1446 -0.3212 0.0290 0.047 Uiso 1 1 calc R
H26C H 0.1017 -0.4200 0.0161 0.047 Uiso 1 1 calc R
C25 C 0.09829(6) -0.1316(4) 0.03765(12) 0.0243(7) Uani 1 1 d .
H25 H 0.0964 -0.0877 -0.0058 0.029 Uiso 1 1 calc R
C24 C 0.12245(7) 0.0213(4) 0.07948(12) 0.0252(7) Uani 1 1 d .
H24A H 0.1064 0.1395 0.0777 0.030 Uiso 1 1 calc R
H24B H 0.1259 -0.0248 0.1223 0.030 Uiso 1 1 calc R
C23 C 0.16427(7) 0.0710(5) 0.06278(12) 0.0284(7) Uani 1 1 d .
H23A H 0.1797 -0.0480 0.0609 0.034 Uiso 1 1 calc R
H23B H 0.1609 0.1296 0.0215 0.034 Uiso 1 1 calc R
C22 C 0.18844(6) 0.2090(4) 0.10929(12) 0.0220(6) Uani 1 1 d .
H22A H 0.1926 0.1478 0.1502 0.026 Uiso 1 1 calc R
H22B H 0.1724 0.3254 0.1124 0.026 Uiso 1 1 calc R
C20 C 0.23023(7) 0.2679(4) 0.09199(11) 0.0200(6) Uani 1 1 d .
H20 H 0.2425 0.1517 0.0764 0.024 Uiso 1 1 calc R
C17 C 0.25882(6) 0.3388(4) 0.14960(11) 0.0181(6) Uani 1 1 d .
H17 H 0.2454 0.4484 0.1669 0.022 Uiso 1 1 calc R
C13 C 0.30266(6) 0.4072(4) 0.14182(11) 0.0169(6) Uani 1 1 d .
C14 C 0.32318(6) 0.4025(4) 0.21120(11) 0.0194(6) Uani 1 1 d .
H14 H 0.3090 0.5007 0.2328 0.023 Uiso 1 1 calc R
C8 C 0.36722(7) 0.4623(4) 0.22063(12) 0.0211(6) Uani 1 1 d .
C7 C 0.39684(7) 0.3529(4) 0.25340(11) 0.0221(6) Uani 1 1 d .
H7 H 0.3891 0.2351 0.2691 0.026 Uiso 1 1 calc R
C6 C 0.44000(7) 0.4041(4) 0.26622(11) 0.0223(6) Uani 1 1 d .
H6 H 0.4474 0.5215 0.2499 0.027 Uiso 1 1 calc R
C5 C 0.47006(7) 0.3003(4) 0.29897(11) 0.0206(6) Uani 1 1 d .
C4 C 0.51334(6) 0.3762(4) 0.30827(11) 0.0246(7) Uani 1 1 d .
H4A H 0.5131 0.5114 0.2957 0.029 Uiso 1 1 calc R
H4B H 0.5289 0.3045 0.2813 0.029 Uiso 1 1 calc R
C3 C 0.53440(7) 0.3597(5) 0.37547(12) 0.0249(7) Uani 1 1 d .
H3 H 0.5633 0.3911 0.3766 0.030 Uiso 1 1 calc R
C2 C 0.53106(7) 0.1554(4) 0.40126(13) 0.0305(7) Uani 1 1 d .
H2A H 0.5425 0.1539 0.4452 0.037 Uiso 1 1 calc R
H2B H 0.5468 0.0669 0.3794 0.037 Uiso 1 1 calc R
C27 C 0.05489(7) -0.1476(5) 0.05354(13) 0.0355(8) Uani 1 1 d .
H27A H 0.0400 -0.2428 0.0269 0.053 Uiso 1 1 calc R
H27B H 0.0415 -0.0240 0.0472 0.053 Uiso 1 1 calc R
H27C H 0.0560 -0.1859 0.0965 0.053 Uiso 1 1 calc R
C21 C 0.22433(7) 0.4165(4) 0.03882(12) 0.0273(7) Uani 1 1 d .
H21A H 0.2195 0.5422 0.0554 0.041 Uiso 1 1 calc R
H21B H 0.2014 0.3795 0.0087 0.041 Uiso 1 1 calc R
H21C H 0.2484 0.4209 0.0190 0.041 Uiso 1 1 calc R
C16 C 0.26650(6) 0.1830(4) 0.20147(11) 0.0225(6) Uani 1 1 d .
H16A H 0.2474 0.1990 0.2310 0.027 Uiso 1 1 calc R
H16B H 0.2629 0.0543 0.1833 0.027 Uiso 1 1 calc R
C15 C 0.31054(7) 0.2077(4) 0.23520(12) 0.0216(6) Uani 1 1 d .
H15A H 0.3114 0.2098 0.2803 0.026 Uiso 1 1 calc R
H15B H 0.3280 0.1041 0.2242 0.026 Uiso 1 1 calc R
C18 C 0.32272(7) 0.2588(4) 0.10255(12) 0.0233(7) Uani 1 1 d .
H18A H 0.3130 0.2790 0.0590 0.035 Uiso 1 1 calc R
H18B H 0.3160 0.1297 0.1142 0.035 Uiso 1 1 calc R
H18C H 0.3517 0.2754 0.1100 0.035 Uiso 1 1 calc R
C12 C 0.30695(7) 0.6138(4) 0.11737(12) 0.0246(6) Uani 1 1 d .
H12A H 0.2952 0.6196 0.0736 0.029 Uiso 1 1 calc R
H12B H 0.2919 0.7028 0.1402 0.029 Uiso 1 1 calc R
C11 C 0.35146(7) 0.6770(4) 0.12455(12) 0.0254(7) Uani 1 1 d .
H11A H 0.3528 0.8108 0.1110 0.030 Uiso 1 1 calc R
H11B H 0.3657 0.5977 0.0976 0.030 Uiso 1 1 calc R
C9 C 0.37294(7) 0.6592(4) 0.19218(12) 0.0262(7) Uani 1 1 d .
H9A H 0.4018 0.6828 0.1931 0.031 Uiso 1 1 calc R
H9B H 0.3625 0.7583 0.2175 0.031 Uiso 1 1 calc R
C10 C 0.46562(7) 0.1061(4) 0.32786(12) 0.0228(7) Uani 1 1 d .
C1 C 0.48665(7) 0.0852(4) 0.39389(11) 0.0257(7) Uani 1 1 d .
H1A H 0.4861 -0.0500 0.4063 0.031 Uiso 1 1 calc R
H1B H 0.4720 0.1597 0.4215 0.031 Uiso 1 1 calc R
C19 C 0.44668(7) -0.0408(4) 0.29633(13) 0.0300(7) Uani 1 1 d .
H19A H 0.4355 -0.0250 0.2546 0.036 Uiso 1 1 calc R
H19B H 0.4445 -0.1597 0.3160 0.036 Uiso 1 1 calc R
C3' C 0.40752(7) 0.4855(4) 0.43354(12) 0.0262(7) Uani 1 1 d .
H3' H 0.4093 0.4254 0.3929 0.031 Uiso 1 1 calc R
C4' C 0.38805(7) 0.6829(4) 0.42279(12) 0.0271(7) Uani 1 1 d .
H4'1 H 0.4039 0.7617 0.3980 0.033 Uiso 1 1 calc R
H4'2 H 0.3878 0.7472 0.4627 0.033 Uiso 1 1 calc R
C5' C 0.34413(6) 0.6641(4) 0.38855(12) 0.0206(6) Uani 1 1 d .
H5' H 0.3459 0.5961 0.3492 0.025 Uiso 1 1 calc R
C6' C 0.32486(7) 0.8589(4) 0.37077(13) 0.0301(7) Uani 1 1 d .
H6'1 H 0.3428 0.9341 0.3485 0.036 Uiso 1 1 calc R
H6'2 H 0.3213 0.9294 0.4084 0.036 Uiso 1 1 calc R
C7' C 0.28384(7) 0.8353(4) 0.32971(13) 0.0278(7) Uani 1 1 d .
H7'1 H 0.2881 0.7845 0.2893 0.033 Uiso 1 1 calc R
H7'2 H 0.2711 0.9618 0.3229 0.033 Uiso 1 1 calc R
C8' C 0.25504(7) 0.7000(4) 0.35808(12) 0.0205(6) Uani 1 1 d .
H8' H 0.2458 0.7661 0.3936 0.025 Uiso 1 1 calc R
C14' C 0.21781(7) 0.6477(4) 0.31061(12) 0.0218(6) Uani 1 1 d .
H14' H 0.2282 0.5671 0.2791 0.026 Uiso 1 1 calc R
C13' C 0.18542(7) 0.5229(4) 0.33609(11) 0.0198(6) Uani 1 1 d .
C17' C 0.15416(7) 0.5001(4) 0.27587(12) 0.0217(6) Uani 1 1 d .
H17' H 0.1660 0.4085 0.2489 0.026 Uiso 1 1 calc R
C20' C 0.11054(7) 0.4307(4) 0.27860(12) 0.0247(7) Uani 1 1 d .
H20' H 0.0966 0.5331 0.2988 0.030 Uiso 1 1 calc R
C22' C 0.08766(7) 0.4035(5) 0.21267(12) 0.0278(7) Uani 1 1 d .
H22C H 0.0959 0.5064 0.1866 0.033 Uiso 1 1 calc R
H22D H 0.0965 0.2818 0.1965 0.033 Uiso 1 1 calc R
C23' C 0.04166(7) 0.4020(5) 0.20488(12) 0.0331(8) Uani 1 1 d .
H23C H 0.0332 0.3102 0.2344 0.040 Uiso 1 1 calc R
H23D H 0.0324 0.5296 0.2155 0.040 Uiso 1 1 calc R
C24' C 0.02117(7) 0.3502(5) 0.14057(12) 0.0329(7) Uani 1 1 d .
H24C H 0.0292 0.2192 0.1314 0.040 Uiso 1 1 calc R
H24D H 0.0315 0.4360 0.1110 0.040 Uiso 1 1 calc R
C25' C -0.02519(7) 0.3601(5) 0.12872(13) 0.0320(7) Uani 1 1 d U
H25' H -0.0358 0.2951 0.1633 0.038 Uiso 1 1 calc R
C27' C -0.04235(8) 0.2609(6) 0.06825(15) 0.0539(10) Uani 1 1 d U
H27D H -0.0314 0.3202 0.0342 0.081 Uiso 1 1 calc R
H27E H -0.0714 0.2736 0.0615 0.081 Uiso 1 1 calc R
H27F H -0.0352 0.1258 0.0706 0.081 Uiso 1 1 calc R
C2' C 0.38295(7) 0.3564(4) 0.46962(12) 0.0293(7) Uani 1 1 d .
H2'1 H 0.3833 0.4085 0.5114 0.035 Uiso 1 1 calc R
H2'2 H 0.3952 0.2282 0.4735 0.035 Uiso 1 1 calc R
C1' C 0.33881(7) 0.3400(4) 0.43707(12) 0.0247(6) Uani 1 1 d .
H1'1 H 0.3386 0.2736 0.3974 0.030 Uiso 1 1 calc R
H1'2 H 0.3236 0.2611 0.4627 0.030 Uiso 1 1 calc R
C10' C 0.31730(7) 0.5359(4) 0.42498(11) 0.0183(6) Uani 1 1 d .
C9' C 0.27592(6) 0.5086(4) 0.38157(12) 0.0191(6) Uani 1 1 d .
H9' H 0.2823 0.4417 0.3442 0.023 Uiso 1 1 calc R
C26' C -0.03933(9) 0.5732(5) 0.12622(15) 0.0492(9) Uani 1 1 d .
H26D H -0.0278 0.6404 0.0940 0.074 Uiso 1 1 calc R
H26E H -0.0305 0.6341 0.1658 0.074 Uiso 1 1 calc R
H26F H -0.0685 0.5780 0.1172 0.074 Uiso 1 1 calc R
C21' C 0.10851(8) 0.2452(5) 0.31648(14) 0.0460(9) Uani 1 1 d .
H21D H 0.0807 0.2044 0.3140 0.069 Uiso 1 1 calc R
H21E H 0.1196 0.2691 0.3594 0.069 Uiso 1 1 calc R
H21F H 0.1240 0.1451 0.2999 0.069 Uiso 1 1 calc R
C16' C 0.15426(7) 0.7042(4) 0.24365(14) 0.0354(8) Uani 1 1 d .
H16C H 0.1543 0.6896 0.1990 0.042 Uiso 1 1 calc R
H16D H 0.1303 0.7778 0.2502 0.042 Uiso 1 1 calc R
C15' C 0.19328(7) 0.8088(4) 0.27409(14) 0.0349(8) Uani 1 1 d .
H15C H 0.2080 0.8634 0.2426 0.042 Uiso 1 1 calc R
H15D H 0.1870 0.9116 0.3018 0.042 Uiso 1 1 calc R
C18' C 0.16601(7) 0.6302(5) 0.38701(12) 0.0371(8) Uani 1 1 d .
H18D H 0.1464 0.5471 0.4022 0.056 Uiso 1 1 calc R
H18E H 0.1527 0.7458 0.3696 0.056 Uiso 1 1 calc R
H18F H 0.1868 0.6645 0.4209 0.056 Uiso 1 1 calc R
C12' C 0.20671(7) 0.3373(4) 0.36229(12) 0.0249(6) Uani 1 1 d .
H12C H 0.2137 0.2599 0.3279 0.030 Uiso 1 1 calc R
H12D H 0.1880 0.2621 0.3832 0.030 Uiso 1 1 calc R
C11' C 0.24544(6) 0.3778(5) 0.40863(12) 0.0286(7) Uani 1 1 d .
H11C H 0.2379 0.4390 0.4457 0.034 Uiso 1 1 calc R
H11D H 0.2585 0.2553 0.4213 0.034 Uiso 1 1 calc R
C19' C 0.31076(7) 0.6272(5) 0.48749(11) 0.0307(7) Uani 1 1 d .
H19C H 0.2960 0.5383 0.5100 0.046 Uiso 1 1 calc R
H19D H 0.2955 0.7454 0.4797 0.046 Uiso 1 1 calc R
H19E H 0.3367 0.6551 0.5119 0.046 Uiso 1 1 calc R
H1 H 0.5304(7) 0.515(4) 0.4450(13) 0.031(9) Uiso 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
C3 O1 H1 109(2)
C3' O2 H2 113(2)
C25 C26 H26A 109.5
C25 C26 H26B 109.5
H26A C26 H26B 109.5
C25 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C26 C25 C27 109.8(2)
C26 C25 C24 113.1(2)
C27 C25 C24 110.2(2)
C26 C25 H25 107.9
C27 C25 H25 107.9
C24 C25 H25 107.9
C23 C24 C25 115.5(2)
C23 C24 H24A 108.4
C25 C24 H24A 108.4
C23 C24 H24B 108.4
C25 C24 H24B 108.4
H24A C24 H24B 107.5
C22 C23 C24 113.2(2)
C22 C23 H23A 108.9
C24 C23 H23A 108.9
C22 C23 H23B 108.9
C24 C23 H23B 108.9
H23A C23 H23B 107.8
C23 C22 C20 114.2(2)
C23 C22 H22A 108.7
C20 C22 H22A 108.7
C23 C22 H22B 108.7
C20 C22 H22B 108.7
H22A C22 H22B 107.6
C21 C20 C17 113.1(2)
C21 C20 C22 109.72(19)
C17 C20 C22 111.05(19)
C21 C20 H20 107.6
C17 C20 H20 107.6
C22 C20 H20 107.6
C20 C17 C16 112.6(2)
C20 C17 C13 119.02(18)
C16 C17 C13 103.32(18)
C20 C17 H17 107.1
C16 C17 H17 107.1
C13 C17 H17 107.1
C12 C13 C18 110.86(19)
C12 C13 C14 107.6(2)
C18 C13 C14 110.7(2)
C12 C13 C17 116.9(2)
C18 C13 C17 110.2(2)
C14 C13 C17 99.99(17)
C8 C14 C15 120.5(2)
C8 C14 C13 113.90(19)
C15 C14 C13 104.1(2)
C8 C14 H14 105.7
C15 C14 H14 105.7
C13 C14 H14 105.7
C7 C8 C14 122.4(2)
C7 C8 C9 125.9(2)
C14 C8 C9 111.6(2)
C8 C7 C6 125.6(3)
C8 C7 H7 117.2
C6 C7 H7 117.2
C5 C6 C7 127.1(3)
C5 C6 H6 116.4
C7 C6 H6 116.4
C6 C5 C10 125.9(2)
C6 C5 C4 120.2(2)
C10 C5 C4 113.8(2)
C5 C4 C3 113.3(2)
C5 C4 H4A 108.9
C3 C4 H4A 108.9
C5 C4 H4B 108.9
C3 C4 H4B 108.9
H4A C4 H4B 107.7
O1 C3 C4 107.0(2)
O1 C3 C2 112.3(2)
C4 C3 C2 111.8(2)
O1 C3 H3 108.6
C4 C3 H3 108.6
C2 C3 H3 108.6
C3 C2 C1 111.9(2)
C3 C2 H2A 109.2
C1 C2 H2A 109.2
C3 C2 H2B 109.2
C1 C2 H2B 109.2
H2A C2 H2B 107.9
C25 C27 H27A 109.5
C25 C27 H27B 109.5
H27A C27 H27B 109.5
C25 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
C20 C21 H21A 109.5
C20 C21 H21B 109.5
H21A C21 H21B 109.5
C20 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
C15 C16 C17 108.0(2)
C15 C16 H16A 110.1
C17 C16 H16A 110.1
C15 C16 H16B 110.1
C17 C16 H16B 110.1
H16A C16 H16B 108.4
C14 C15 C16 103.1(2)
C14 C15 H15A 111.2
C16 C15 H15A 111.2
C14 C15 H15B 111.2
C16 C15 H15B 111.2
H15A C15 H15B 109.1
C13 C18 H18A 109.5
C13 C18 H18B 109.5
H18A C18 H18B 109.5
C13 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C11 C12 C13 111.6(2)
C11 C12 H12A 109.3
C13 C12 H12A 109.3
C11 C12 H12B 109.3
C13 C12 H12B 109.3
H12A C12 H12B 108.0
C12 C11 C9 112.4(2)
C12 C11 H11A 109.1
C9 C11 H11A 109.1
C12 C11 H11B 109.1
C9 C11 H11B 109.1
H11A C11 H11B 107.9
C8 C9 C11 113.0(2)
C8 C9 H9A 109.0
C11 C9 H9A 109.0
C8 C9 H9B 109.0
C11 C9 H9B 109.0
H9A C9 H9B 107.8
C19 C10 C5 122.5(3)
C19 C10 C1 122.4(3)
C5 C10 C1 115.0(2)
C10 C1 C2 111.9(2)
C10 C1 H1A 109.2
C2 C1 H1A 109.2
C10 C1 H1B 109.2
C2 C1 H1B 109.2
H1A C1 H1B 107.9
C10 C19 H19A 120.0
C10 C19 H19B 120.0
H19A C19 H19B 120.0
O2 C3' C2' 108.6(2)
O2 C3' C4' 110.4(2)
C2' C3' C4' 111.1(2)
O2 C3' H3' 108.9
C2' C3' H3' 108.9
C4' C3' H3' 108.9
C3' C4' C5' 110.6(2)
C3' C4' H4'1 109.5
C5' C4' H4'1 109.5
C3' C4' H4'2 109.5
C5' C4' H4'2 109.5
H4'1 C4' H4'2 108.1
C6' C5' C4' 112.5(2)
C6' C5' C10' 112.41(19)
C4' C5' C10' 112.3(2)
C6' C5' H5' 106.4
C4' C5' H5' 106.4
C10' C5' H5' 106.4
C5' C6' C7' 111.3(2)
C5' C6' H6'1 109.4
C7' C6' H6'1 109.4
C5' C6' H6'2 109.4
C7' C6' H6'2 109.4
H6'1 C6' H6'2 108.0
C6' C7' C8' 113.0(2)
C6' C7' H7'1 109.0
C8' C7' H7'1 109.0
C6' C7' H7'2 109.0
C8' C7' H7'2 109.0
H7'1 C7' H7'2 107.8
C7' C8' C14' 111.5(2)
C7' C8' C9' 112.10(18)
C14' C8' C9' 107.5(2)
C7' C8' H8' 108.5
C14' C8' H8' 108.5
C9' C8' H8' 108.5
C15' C14' C8' 119.6(2)
C15' C14' C13' 104.05(19)
C8' C14' C13' 115.5(2)
C15' C14' H14' 105.5
C8' C14' H14' 105.5
C13' C14' H14' 105.5
C12' C13' C14' 106.85(18)
C12' C13' C18' 110.8(2)
C14' C13' C18' 112.0(2)
C12' C13' C17' 116.3(2)
C14' C13' C17' 99.98(19)
C18' C13' C17' 110.41(19)
C20' C17' C13' 121.28(19)
C20' C17' C16' 111.1(2)
C13' C17' C16' 103.7(2)
C20' C17' H17' 106.6
C13' C17' H17' 106.6
C16' C17' H17' 106.6
C22' C20' C21' 110.1(2)
C22' C20' C17' 110.24(19)
C21' C20' C17' 113.5(2)
C22' C20' H20' 107.6
C21' C20' H20' 107.6
C17' C20' H20' 107.6
C23' C22' C20' 117.5(2)
C23' C22' H22C 107.9
C20' C22' H22C 107.9
C23' C22' H22D 107.9
C20' C22' H22D 107.9
H22C C22' H22D 107.2
C24' C23' C22' 114.7(2)
C24' C23' H23C 108.6
C22' C23' H23C 108.6
C24' C23' H23D 108.6
C22' C23' H23D 108.6
H23C C23' H23D 107.6
C23' C24' C25' 117.1(2)
C23' C24' H24C 108.0
C25' C24' H24C 108.0
C23' C24' H24D 108.0
C25' C24' H24D 108.0
H24C C24' H24D 107.3
C27' C25' C24' 111.6(2)
C27' C25' C26' 109.1(3)
C24' C25' C26' 110.1(2)
C27' C25' H25' 108.7
C24' C25' H25' 108.7
C26' C25' H25' 108.7
C25' C27' H27D 109.5
C25' C27' H27E 109.5
H27D C27' H27E 109.5
C25' C27' H27F 109.5
H27D C27' H27F 109.5
H27E C27' H27F 109.5
C3' C2' C1' 111.2(2)
C3' C2' H2'1 109.4
C1' C2' H2'1 109.4
C3' C2' H2'2 109.4
C1' C2' H2'2 109.4
H2'1 C2' H2'2 108.0
C10' C1' C2' 113.8(2)
C10' C1' H1'1 108.8
C2' C1' H1'1 108.8
C10' C1' H1'2 108.8
C2' C1' H1'2 108.8
H1'1 C1' H1'2 107.7
C1' C10' C19' 109.5(2)
C1' C10' C5' 107.46(18)
C19' C10' C5' 112.4(2)
C1' C10' C9' 110.2(2)
C19' C10' C9' 110.68(18)
C5' C10' C9' 106.59(19)
C11' C9' C8' 109.75(18)
C11' C9' C10' 114.5(2)
C8' C9' C10' 114.2(2)
C11' C9' H9' 105.9
C8' C9' H9' 105.9
C10' C9' H9' 105.9
C25' C26' H26D 109.5
C25' C26' H26E 109.5
H26D C26' H26E 109.5
C25' C26' H26F 109.5
H26D C26' H26F 109.5
H26E C26' H26F 109.5
C20' C21' H21D 109.5
C20' C21' H21E 109.5
H21D C21' H21E 109.5
C20' C21' H21F 109.5
H21D C21' H21F 109.5
H21E C21' H21F 109.5
C15' C16' C17' 106.6(2)
C15' C16' H16C 110.4
C17' C16' H16C 110.4
C15' C16' H16D 110.4
C17' C16' H16D 110.4
H16C C16' H16D 108.6
C14' C15' C16' 103.4(2)
C14' C15' H15C 111.1
C16' C15' H15C 111.1
C14' C15' H15D 111.1
C16' C15' H15D 111.1
H15C C15' H15D 109.0
C13' C18' H18D 109.5
C13' C18' H18E 109.5
H18D C18' H18E 109.5
C13' C18' H18F 109.5
H18D C18' H18F 109.5
H18E C18' H18F 109.5
C13' C12' C11' 112.8(2)
C13' C12' H12C 109.0
C11' C12' H12C 109.0
C13' C12' H12D 109.0
C11' C12' H12D 109.0
H12C C12' H12D 107.8
C9' C11' C12' 113.3(2)
C9' C11' H11C 108.9
C12' C11' H11C 108.9
C9' C11' H11D 108.9
C12' C11' H11D 108.9
H11C C11' H11D 107.7
C10' C19' H19C 109.5
C10' C19' H19D 109.5
H19C C19' H19D 109.5
C10' C19' H19E 109.5
H19C C19' H19E 109.5
H19D C19' H19E 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C3 1.435(3)
O1 H1 0.81(3)
O2 C3' 1.445(3)
O2 H2 0.81(3)
C26 C25 1.517(4)
C26 H26A 0.9600
C26 H26B 0.9600
C26 H26C 0.9600
C25 C27 1.534(3)
C25 C24 1.535(4)
C25 H25 0.9800
C24 C23 1.524(3)
C24 H24A 0.9700
C24 H24B 0.9700
C23 C22 1.524(3)
C23 H23A 0.9700
C23 H23B 0.9700
C22 C20 1.544(3)
C22 H22A 0.9700
C22 H22B 0.9700
C20 C21 1.530(3)
C20 C17 1.531(3)
C20 H20 0.9800
C17 C16 1.546(4)
C17 C13 1.563(3)
C17 H17 0.9800
C13 C12 1.532(4)
C13 C18 1.541(3)
C13 C14 1.553(3)
C14 C8 1.504(3)
C14 C15 1.520(4)
C14 H14 0.9800
C8 C7 1.354(3)
C8 C9 1.513(4)
C7 C6 1.463(3)
C7 H7 0.9300
C6 C5 1.342(3)
C6 H6 0.9300
C5 C10 1.493(4)
C5 C4 1.515(3)
C4 C3 1.521(3)
C4 H4A 0.9700
C4 H4B 0.9700
C3 C2 1.524(4)
C3 H3 0.9800
C2 C1 1.538(3)
C2 H2A 0.9700
C2 H2B 0.9700
C27 H27A 0.9600
C27 H27B 0.9600
C27 H27C 0.9600
C21 H21A 0.9600
C21 H21B 0.9600
C21 H21C 0.9600
C16 C15 1.545(3)
C16 H16A 0.9700
C16 H16B 0.9700
C15 H15A 0.9700
C15 H15B 0.9700
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C12 C11 1.527(3)
C12 H12A 0.9700
C12 H12B 0.9700
C11 C9 1.534(3)
C11 H11A 0.9700
C11 H11B 0.9700
C9 H9A 0.9700
C9 H9B 0.9700
C10 C19 1.326(4)
C10 C1 1.501(3)
C1 H1A 0.9700
C1 H1B 0.9700
C19 H19A 0.9300
C19 H19B 0.9300
C3' C2' 1.501(4)
C3' C4' 1.509(4)
C3' H3' 0.9800
C4' C5' 1.541(3)
C4' H4'1 0.9700
C4' H4'2 0.9700
C5' C6' 1.512(4)
C5' C10' 1.549(3)
C5' H5' 0.9800
C6' C7' 1.522(3)
C6' H6'1 0.9700
C6' H6'2 0.9700
C7' C8' 1.527(3)
C7' H7'1 0.9700
C7' H7'2 0.9700
C8' C14' 1.529(3)
C8' C9' 1.540(4)
C8' H8' 0.9800
C14' C15' 1.526(4)
C14' C13' 1.541(3)
C14' H14' 0.9800
C13' C12' 1.529(4)
C13' C18' 1.543(3)
C13' C17' 1.549(3)
C17' C20' 1.535(3)
C17' C16' 1.569(4)
C17' H17' 0.9800
C20' C22' 1.525(3)
C20' C21' 1.525(4)
C20' H20' 0.9800
C22' C23' 1.513(3)
C22' H22C 0.9700
C22' H22D 0.9700
C23' C24' 1.498(3)
C23' H23C 0.9700
C23' H23D 0.9700
C24' C25' 1.525(3)
C24' H24C 0.9700
C24' H24D 0.9700
C25' C27' 1.510(4)
C25' C26' 1.540(5)
C25' H25' 0.9800
C27' H27D 0.9600
C27' H27E 0.9600
C27' H27F 0.9600
C2' C1' 1.534(3)
C2' H2'1 0.9700
C2' H2'2 0.9700
C1' C10' 1.531(4)
C1' H1'1 0.9700
C1' H1'2 0.9700
C10' C19' 1.535(3)
C10' C9' 1.557(3)
C9' C11' 1.534(3)
C9' H9' 0.9800
C26' H26D 0.9600
C26' H26E 0.9600
C26' H26F 0.9600
C21' H21D 0.9600
C21' H21E 0.9600
C21' H21F 0.9600
C16' C15' 1.543(4)
C16' H16C 0.9700
C16' H16D 0.9700
C15' H15C 0.9700
C15' H15D 0.9700
C18' H18D 0.9600
C18' H18E 0.9600
C18' H18F 0.9600
C12' C11' 1.535(3)
C12' H12C 0.9700
C12' H12D 0.9700
C11' H11C 0.9700
C11' H11D 0.9700
C19' H19C 0.9600
C19' H19D 0.9600
C19' H19E 0.9600
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
C26 C25 C24 C23 64.5(3)
C27 C25 C24 C23 -172.2(2)
C25 C24 C23 C22 -174.7(2)
C24 C23 C22 C20 -177.7(2)
C23 C22 C20 C21 75.6(3)
C23 C22 C20 C17 -158.5(2)
C21 C20 C17 C16 -176.67(18)
C22 C20 C17 C16 59.4(3)
C21 C20 C17 C13 -55.6(3)
C22 C20 C17 C13 -179.5(2)
C20 C17 C13 C12 80.7(3)
C16 C17 C13 C12 -153.6(2)
C20 C17 C13 C18 -47.0(3)
C16 C17 C13 C18 78.7(2)
C20 C17 C13 C14 -163.6(2)
C16 C17 C13 C14 -37.9(2)
C12 C13 C14 C8 -57.5(3)
C18 C13 C14 C8 63.8(3)
C17 C13 C14 C8 179.9(2)
C12 C13 C14 C15 169.36(18)
C18 C13 C14 C15 -69.4(2)
C17 C13 C14 C15 46.8(2)
C15 C14 C8 C7 -3.8(4)
C13 C14 C8 C7 -128.6(3)
C15 C14 C8 C9 179.0(2)
C13 C14 C8 C9 54.3(3)
C14 C8 C7 C6 -177.9(2)
C9 C8 C7 C6 -1.2(4)
C8 C7 C6 C5 179.3(3)
C7 C6 C5 C10 1.8(4)
C7 C6 C5 C4 -179.5(2)
C6 C5 C4 C3 133.5(3)
C10 C5 C4 C3 -47.6(3)
C5 C4 C3 O1 -72.2(3)
C5 C4 C3 C2 51.1(3)
O1 C3 C2 C1 66.8(3)
C4 C3 C2 C1 -53.5(3)
C20 C17 C16 C15 146.4(2)
C13 C17 C16 C15 16.7(3)
C8 C14 C15 C16 -165.8(2)
C13 C14 C15 C16 -36.5(2)
C17 C16 C15 C14 12.0(3)
C18 C13 C12 C11 -64.3(3)
C14 C13 C12 C11 56.9(2)
C17 C13 C12 C11 168.3(2)
C13 C12 C11 C9 -55.3(3)
C7 C8 C9 C11 133.6(3)
C14 C8 C9 C11 -49.4(3)
C12 C11 C9 C8 50.5(3)
C6 C5 C10 C19 49.9(4)
C4 C5 C10 C19 -128.8(2)
C6 C5 C10 C1 -134.1(3)
C4 C5 C10 C1 47.1(3)
C19 C10 C1 C2 126.7(3)
C5 C10 C1 C2 -49.3(3)
C3 C2 C1 C10 52.3(3)
O2 C3' C4' C5' -177.59(18)
C2' C3' C4' C5' -56.9(3)
C3' C4' C5' C6' -174.0(2)
C3' C4' C5' C10' 58.0(3)
C4' C5' C6' C7' 172.5(2)
C10' C5' C6' C7' -59.6(3)
C5' C6' C7' C8' 52.8(3)
C6' C7' C8' C14' -168.7(2)
C6' C7' C8' C9' -48.1(3)
C7' C8' C14' C15' -50.5(3)
C9' C8' C14' C15' -173.8(2)
C7' C8' C14' C13' -176.0(2)
C9' C8' C14' C13' 60.8(3)
C15' C14' C13' C12' 169.2(2)
C8' C14' C13' C12' -57.8(3)
C15' C14' C13' C18' -69.3(3)
C8' C14' C13' C18' 63.7(3)
C15' C14' C13' C17' 47.6(3)
C8' C14' C13' C17' -179.3(2)
C12' C13' C17' C20' 81.2(3)
C14' C13' C17' C20' -164.2(2)
C18' C13' C17' C20' -46.1(3)
C12' C13' C17' C16' -153.2(2)
C14' C13' C17' C16' -38.7(2)
C18' C13' C17' C16' 79.4(3)
C13' C17' C20' C22' -174.8(2)
C16' C17' C20' C22' 63.1(3)
C13' C17' C20' C21' -50.8(3)
C16' C17' C20' C21' -172.9(2)
C21' C20' C22' C23' 74.1(3)
C17' C20' C22' C23' -160.0(3)
C20' C22' C23' C24' -172.8(3)
C22' C23' C24' C25' -175.9(3)
C23' C24' C25' C27' -166.6(3)
C23' C24' C25' C26' 72.2(3)
O2 C3' C2' C1' 177.1(2)
C4' C3' C2' C1' 55.4(3)
C3' C2' C1' C10' -55.6(3)
C2' C1' C10' C19' -68.3(3)
C2' C1' C10' C5' 54.0(3)
C2' C1' C10' C9' 169.76(19)
C6' C5' C10' C1' 177.0(2)
C4' C5' C10' C1' -55.0(3)
C6' C5' C10' C19' -62.5(3)
C4' C5' C10' C19' 65.5(3)
C6' C5' C10' C9' 58.9(3)
C4' C5' C10' C9' -173.1(2)
C7' C8' C9' C11' -179.2(2)
C14' C8' C9' C11' -56.3(3)
C7' C8' C9' C10' 50.7(3)
C14' C8' C9' C10' 173.56(18)
C1' C10' C9' C11' 61.5(3)
C19' C10' C9' C11' -59.8(3)
C5' C10' C9' C11' 177.7(2)
C1' C10' C9' C8' -170.8(2)
C19' C10' C9' C8' 67.9(3)
C5' C10' C9' C8' -54.5(2)
C20' C17' C16' C15' 148.8(2)
C13' C17' C16' C15' 16.9(3)
C8' C14' C15' C16' -167.9(2)
C13' C14' C15' C16' -37.2(3)
C17' C16' C15' C14' 12.1(3)
C14' C13' C12' C11' 52.0(3)
C18' C13' C12' C11' -70.2(3)
C17' C13' C12' C11' 162.63(19)
C8' C9' C11' C12' 55.8(3)
C10' C9' C11' C12' -174.3(2)
C13' C12' C11' C9' -54.6(3)
