#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/19/4501939.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_4501939
loop_
_publ_author_name
'Momose, Aaron Alexander'
'Bosch, Eric'
_publ_section_title
;
 Serendipity in the Crystallization of a Series of
 C-Alkylcalix[4]resorcinarenes from Alcoholic Solvents
;
_journal_issue                   9
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4043
_journal_paper_doi               10.1021/cg100737c
_journal_volume                  10
_journal_year                    2010
_chemical_formula_moiety         'C48 H64 O8, 4.5(C4 H10 O)'
_chemical_formula_sum            'C66 H109 O12.5'
_chemical_formula_weight         1102.53
_chemical_name_common
;
Complex between C-Pentylresorcinarene and t-butanol
;
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_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                104.9870(10)
_cell_angle_beta                 113.9090(10)
_cell_angle_gamma                100.9750(10)
_cell_formula_units_Z            2
_cell_length_a                   15.2253(13)
_cell_length_b                   15.5029(13)
_cell_length_c                   17.3279(14)
_cell_measurement_reflns_used    4447
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.85
_cell_measurement_theta_min      2.34
_cell_volume                     3404.1(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.3660
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_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  0.0606
_diffrn_reflns_av_sigmaI/netI    0.0850
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            36172
_diffrn_reflns_theta_full        26.02
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         1.39
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.9891
_exptl_absorpt_correction_T_min  0.9839
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.076
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1210
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.759
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     781
_refine_ls_number_reflns         13358
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.1163
_refine_ls_R_factor_gt           0.0569
_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)+(0.0562P)²+0.6819P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1197
_refine_ls_wR_factor_ref         0.1438
_reflns_number_gt                7618
_reflns_number_total             13358
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg100737c_si_001.cif
_cod_data_source_block           com04
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C66 H109 O12.50'
_cod_database_code               4501939
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
O1 O 0.13869(12) 0.19811(12) 0.30051(12) 0.0260(4) Uani 1 1 d .
C1 C 0.25291(16) 0.26147(16) 0.16615(15) 0.0198(5) Uani 1 1 d .
H1 H 0.2892 0.2381 0.1368 0.024 Uiso 1 1 calc R
O2 O 0.16025(13) 0.46124(12) 0.20692(12) 0.0285(4) Uani 1 1 d .
C2 C 0.22237(16) 0.21044(16) 0.21149(15) 0.0191(5) Uani 1 1 d .
O3 O 0.30234(12) 0.58939(12) 0.20346(12) 0.0258(4) Uani 1 1 d .
C3 C 0.17020(17) 0.24708(16) 0.25471(16) 0.0220(5) Uani 1 1 d .
O4 O 0.66505(12) 0.66836(12) 0.33050(11) 0.0258(4) Uani 1 1 d .
C4 C 0.15066(17) 0.33046(16) 0.25293(16) 0.0234(6) Uani 1 1 d .
H4 H 0.1155 0.3545 0.2832 0.028 Uiso 1 1 calc R
O5 O 0.80001(13) 0.60149(11) 0.43078(11) 0.0266(4) Uani 1 1 d .
C5 C 0.18264(17) 0.37878(16) 0.20669(16) 0.0223(5) Uani 1 1 d .
O6 O 0.78336(13) 0.34128(12) 0.52744(12) 0.0273(4) Uani 1 1 d .
C6 C 0.23366(16) 0.34482(16) 0.16106(15) 0.0197(5) Uani 1 1 d .
O7 O 0.63740(13) 0.21181(13) 0.52247(11) 0.0281(4) Uani 1 1 d .
C7 C 0.26530(17) 0.39579(16) 0.10690(15) 0.0210(5) Uani 1 1 d .
H7 H 0.2177 0.4320 0.0887 0.025 Uiso 1 1 calc R
O8 O 0.28073(13) 0.13809(12) 0.40136(12) 0.0278(4) Uani 1 1 d D
C8 C 0.37218(17) 0.46888(15) 0.16627(15) 0.0182(5) Uani 1 1 d .
O9 O 0.06101(13) 0.28391(13) 0.39387(13) 0.0303(4) Uani 1 1 d .
C9 C 0.38698(17) 0.56346(16) 0.21296(15) 0.0195(5) Uani 1 1 d .
O10 O 0.07359(13) 0.53255(13) 0.30902(12) 0.0311(4) Uani 1 1 d .
C10 C 0.48382(17) 0.62995(16) 0.26709(15) 0.0210(5) Uani 1 1 d .
H10 H 0.4925 0.6937 0.2982 0.025 Uiso 1 1 calc R
O11 O 0.34662(14) 0.76556(12) 0.30961(14) 0.0313(5) Uani 1 1 d .
C11 C 0.56807(17) 0.60301(15) 0.27562(15) 0.0184(5) Uani 1 1 d .
O12 O 0.68958(13) 0.84103(12) 0.42623(14) 0.0292(4) Uani 1 1 d .
C12 C 0.55798(17) 0.51036(16) 0.23002(15) 0.0177(5) Uani 1 1 d .
O13 O 0.4072(5) 0.5503(5) 0.4438(6) 0.142(3) Uani 0.50 1 d P
H13A H 0.4317 0.6098 0.4666 0.170 Uiso 0.50 1 calc PR
C13 C 0.45894(17) 0.44548(16) 0.17708(15) 0.0185(5) Uani 1 1 d .
H13 H 0.4504 0.3816 0.1467 0.022 Uiso 1 1 calc R
C14 C 0.65194(17) 0.48217(16) 0.24140(15) 0.0189(5) Uani 1 1 d .
H14 H 0.7079 0.5419 0.2612 0.023 Uiso 1 1 calc R
C15 C 0.68657(17) 0.44532(16) 0.31866(15) 0.0191(5) Uani 1 1 d .
C16 C 0.75688(17) 0.50576(15) 0.40762(16) 0.0203(5) Uani 1 1 d .
C17 C 0.78819(17) 0.47176(16) 0.47742(16) 0.0222(5) Uani 1 1 d .
H17 H 0.8362 0.5141 0.5378 0.027 Uiso 1 1 calc R
C18 C 0.74949(17) 0.37618(16) 0.45906(15) 0.0205(5) Uani 1 1 d .
C19 C 0.67711(17) 0.31284(16) 0.37149(16) 0.0191(5) Uani 1 1 d .
C20 C 0.64741(16) 0.35019(16) 0.30366(15) 0.0187(5) Uani 1 1 d .
H20 H 0.5975 0.3083 0.2437 0.022 Uiso 1 1 calc R
C21 C 0.63268(17) 0.20773(15) 0.35082(15) 0.0181(5) Uani 1 1 d .
H21 H 0.6852 0.1921 0.3973 0.022 Uiso 1 1 calc R
C22 C 0.53786(17) 0.18800(15) 0.36409(15) 0.0179(5) Uani 1 1 d .
C23 C 0.54490(17) 0.19277(16) 0.44793(16) 0.0209(5) Uani 1 1 d .
C24 C 0.45883(18) 0.17721(16) 0.45899(16) 0.0224(5) Uani 1 1 d .
H24 H 0.4651 0.1822 0.5169 0.027 Uiso 1 1 calc R
C25 C 0.36391(17) 0.15452(16) 0.38596(16) 0.0205(5) Uani 1 1 d .
C26 C 0.35211(17) 0.14761(15) 0.30050(15) 0.0186(5) Uani 1 1 d .
C27 C 0.44117(16) 0.16631(15) 0.29289(15) 0.0175(5) Uani 1 1 d .
H27 H 0.4351 0.1640 0.2356 0.021 Uiso 1 1 calc R
C28 C 0.24808(17) 0.12143(16) 0.21845(15) 0.0200(5) Uani 1 1 d .
H28 H 0.1968 0.0849 0.2305 0.024 Uiso 1 1 calc R
C29 C 0.25281(18) 0.32764(16) 0.01840(16) 0.0246(6) Uani 1 1 d .
H29A H 0.2734 0.3652 -0.0134 0.029 Uiso 1 1 calc R
H29B H 0.2996 0.2910 0.0338 0.029 Uiso 1 1 calc R
C30 C 0.14460(19) 0.25858(17) -0.04630(17) 0.0307(6) Uani 1 1 d .
H30A H 0.1229 0.2228 -0.0137 0.037 Uiso 1 1 calc R
H30B H 0.0983 0.2952 -0.0638 0.037 Uiso 1 1 calc R
C31 C 0.1336(2) 0.1894(2) -0.13117(19) 0.0443(8) Uani 1 1 d .
H31A H 0.1873 0.1599 -0.1141 0.053 Uiso 1 1 calc R
H31B H 0.1441 0.2241 -0.1691 0.053 Uiso 1 1 calc R
C32 C 0.0277(2) 0.1103(2) -0.1882(2) 0.0528(9) Uani 1 1 d .
H32A H 0.0159 0.0782 -0.1490 0.063 Uiso 1 1 calc R
H32B H -0.0255 0.1399 -0.2076 0.063 Uiso 1 1 calc R
C33 C 0.0166(3) 0.0390(2) -0.2693(2) 0.0788(12) Uani 1 1 d .
H33A H 0.0252 0.0697 -0.3098 0.118 Uiso 1 1 calc R
H33B H -0.0513 -0.0091 -0.3012 0.118 Uiso 1 1 calc R
H33C H 0.0686 0.0088 -0.2508 0.118 Uiso 1 1 calc R
C34 C 0.63943(18) 0.41545(16) 0.15232(15) 0.0218(5) Uani 1 1 d .
H34A H 0.7006 0.3960 0.1655 0.026 Uiso 1 1 calc R
H34B H 0.5798 0.3577 0.1267 0.026 Uiso 1 1 calc R
C35 C 0.6248(2) 0.46097(17) 0.08175(16) 0.0275(6) Uani 1 1 d .
H35A H 0.5601 0.4748 0.0646 0.033 Uiso 1 1 calc R
H35B H 0.6809 0.5221 0.1101 0.033 Uiso 1 1 calc R
C36 C 0.6222(2) 0.40074(18) -0.00463(17) 0.0342(7) Uani 1 1 d .
H36A H 0.6132 0.4364 -0.0456 0.041 Uiso 1 1 calc R
H36B H 0.6891 0.3914 0.0120 0.041 Uiso 1 1 calc R
C37 C 0.5392(2) 0.30405(18) -0.05685(18) 0.0336(6) Uani 1 1 d .
H37A H 0.5446 0.2706 -0.1108 0.040 Uiso 1 1 calc R
H37B H 0.5508 0.2665 -0.0176 0.040 Uiso 1 1 calc R
C38 C 0.4319(2) 0.30835(19) -0.08809(18) 0.0376(7) Uani 1 1 d .
H38A H 0.4248 0.3392 -0.0349 0.056 Uiso 1 1 calc R
H38B H 0.3824 0.2439 -0.1217 0.056 Uiso 1 1 calc R
H38C H 0.4191 0.3446 -0.1278 0.056 Uiso 1 1 calc R
C39 C 0.61380(17) 0.14442(15) 0.25731(15) 0.0207(5) Uani 1 1 d .
H39A H 0.5537 0.1492 0.2091 0.025 Uiso 1 1 calc R
H39B H 0.6734 0.1677 0.2492 0.025 Uiso 1 1 calc R
C40 C 0.5958(2) 0.04133(16) 0.24653(17) 0.0283(6) Uani 1 1 d .
H40A H 0.5432 0.0215 0.2640 0.034 Uiso 1 1 calc R
H40B H 0.6596 0.0361 0.2896 0.034 Uiso 1 1 calc R
C41 C 0.5623(2) -0.02732(17) 0.15118(17) 0.0300(6) Uani 1 1 d .
H41A H 0.5505 -0.0923 0.1513 0.036 Uiso 1 1 calc R
H41B H 0.4964 -0.0249 0.1087 0.036 Uiso 1 1 calc R
C42 C 0.6367(2) -0.00902(19) 0.11491(18) 0.0357(7) Uani 1 1 d .
H42A H 0.7039 -0.0082 0.1585 0.043 Uiso 1 1 calc R
H42B H 0.6454 0.0542 0.1106 0.043 Uiso 1 1 calc R
C43 C 0.6016(2) -0.08326(19) 0.02169(19) 0.0423(7) Uani 1 1 d .
H43A H 0.5980 -0.1453 0.0265 0.063 Uiso 1 1 calc R
H43B H 0.6501 -0.0662 0.0000 0.063 Uiso 1 1 calc R
H43C H 0.5341 -0.0860 -0.0213 0.063 Uiso 1 1 calc R
C44 C 0.23895(17) 0.05567(16) 0.13036(15) 0.0222(5) Uani 1 1 d .
H44A H 0.2839 0.0918 0.1130 0.027 Uiso 1 1 calc R
H44B H 0.2637 0.0034 0.1423 0.027 Uiso 1 1 calc R
C45 C 0.13111(18) 0.01329(17) 0.05063(16) 0.0291(6) Uani 1 1 d .
H45A H 0.1075 0.0654 0.0368 0.035 Uiso 1 1 calc R
H45B H 0.0855 -0.0205 0.0688 0.035 Uiso 1 1 calc R
C46 C 0.1217(2) -0.05531(19) -0.03552(17) 0.0366(7) Uani 1 1 d .
H46A H 0.0502 -0.0773 -0.0844 0.044 Uiso 1 1 calc R
H46B H 0.1651 -0.0206 -0.0550 0.044 Uiso 1 1 calc R
C47 C 0.1517(3) -0.1417(2) -0.02538(19) 0.0517(9) Uani 1 1 d .
H47A H 0.2231 -0.1199 0.0236 0.062 Uiso 1 1 calc R
H47B H 0.1488 -0.1789 -0.0827 0.062 Uiso 1 1 calc R
C48 C 0.0843(3) -0.2058(2) -0.0034(2) 0.0713(11) Uani 1 1 d .
H48A H 0.0938 -0.1723 0.0572 0.107 Uiso 1 1 calc R
H48B H 0.1028 -0.2632 -0.0046 0.107 Uiso 1 1 calc R
H48C H 0.0127 -0.2234 -0.0488 0.107 Uiso 1 1 calc R
C49 C -0.0825(2) 0.2089(2) 0.40792(19) 0.0394(7) Uani 1 1 d .
H49A H -0.0768 0.1465 0.3854 0.059 Uiso 1 1 calc R
H49B H -0.1540 0.2019 0.3910 0.059 Uiso 1 1 calc R
H49C H -0.0410 0.2374 0.4743 0.059 Uiso 1 1 calc R
C50 C -0.04536(17) 0.27193(18) 0.36628(16) 0.0258(6) Uani 1 1 d .
C51 C -0.0994(2) 0.2275(2) 0.26385(18) 0.0462(8) Uani 1 1 d .
H51A H -0.0711 0.2693 0.2397 0.069 Uiso 1 1 calc R
H51B H -0.1723 0.2180 0.2405 0.069 Uiso 1 1 calc R
H51C H -0.0899 0.1662 0.2447 0.069 Uiso 1 1 calc R
C52 C -0.0547(2) 0.3690(2) 0.3976(2) 0.0424(7) Uani 1 1 d .
H52A H -0.0169 0.3981 0.4642 0.064 Uiso 1 1 calc R
H52B H -0.1267 0.3626 0.3767 0.064 Uiso 1 1 calc R
H52C H -0.0267 0.4092 0.3720 0.064 Uiso 1 1 calc R
C53 C -0.0764(2) 0.4885(3) 0.1659(2) 0.0645(10) Uani 1 1 d .
H53A H -0.0401 0.4687 0.1327 0.097 Uiso 1 1 calc R
H53B H -0.1292 0.5105 0.1300 0.097 Uiso 1 1 calc R
H53C H -0.1081 0.4347 0.1765 0.097 Uiso 1 1 calc R
C54 C -0.00187(19) 0.56799(19) 0.25621(18) 0.0316(6) Uani 1 1 d .
C55 C 0.0532(3) 0.6510(2) 0.2440(3) 0.0632(10) Uani 1 1 d .
H55A H 0.1007 0.7011 0.3037 0.095 Uiso 1 1 calc R
H55B H 0.0035 0.6755 0.2075 0.095 Uiso 1 1 calc R
H55C H 0.0911 0.6305 0.2128 0.095 Uiso 1 1 calc R
C56 C -0.0548(2) 0.5970(2) 0.3109(2) 0.0502(8) Uani 1 1 d .
H56A H -0.0869 0.5419 0.3197 0.075 Uiso 1 1 calc R
H56B H -0.1071 0.6215 0.2781 0.075 Uiso 1 1 calc R
H56C H -0.0048 0.6464 0.3703 0.075 Uiso 1 1 calc R
C57 C 0.2500(2) 0.8697(2) 0.2776(2) 0.0443(8) Uani 1 1 d .
H57A H 0.1913 0.8157 0.2279 0.066 Uiso 1 1 calc R
H57B H 0.2495 0.9268 0.2633 0.066 Uiso 1 1 calc R
H57C H 0.2463 0.8792 0.3342 0.066 Uiso 1 1 calc R
C58 C 0.34715(19) 0.85028(16) 0.28902(16) 0.0246(6) Uani 1 1 d .
C59 C 0.3550(2) 0.8304(2) 0.20259(19) 0.0440(8) Uani 1 1 d .
H59A H 0.4185 0.8174 0.2126 0.066 Uiso 1 1 calc R
H59B H 0.3548 0.8856 0.1850 0.066 Uiso 1 1 calc R
H59C H 0.2968 0.7752 0.1539 0.066 Uiso 1 1 calc R
C60 C 0.4394(2) 0.93190(19) 0.36662(19) 0.0432(7) Uani 1 1 d .
H60A H 0.4343 0.9426 0.4227 0.065 Uiso 1 1 calc R
H60B H 0.4422 0.9893 0.3525 0.065 Uiso 1 1 calc R
H60C H 0.5014 0.9167 0.3749 0.065 Uiso 1 1 calc R
C61 C 0.7838(2) 1.00678(18) 0.48112(19) 0.0432(8) Uani 1 1 d .
H61A H 0.7196 1.0178 0.4497 0.065 Uiso 1 1 calc R
H61B H 0.8394 1.0527 0.4830 0.065 Uiso 1 1 calc R
H61C H 0.7979 1.0142 0.5434 0.065 Uiso 1 1 calc R
C62 C 0.77496(19) 0.90651(17) 0.43015(17) 0.0278(6) Uani 1 1 d .
C63 C 0.8703(2) 0.8835(2) 0.4774(2) 0.0444(8) Uani 1 1 d .
H63A H 0.8843 0.8917 0.5397 0.067 Uiso 1 1 calc R
H63B H 0.9280 0.9261 0.4789 0.067 Uiso 1 1 calc R
H63C H 0.8603 0.8177 0.4441 0.067 Uiso 1 1 calc R
C64 C 0.7476(2) 0.88910(19) 0.33168(19) 0.0449(8) Uani 1 1 d .
H64A H 0.7458 0.8252 0.3021 0.067 Uiso 1 1 calc R
H64B H 0.7987 0.9359 0.3293 0.067 Uiso 1 1 calc R
H64C H 0.6804 0.8950 0.3000 0.067 Uiso 1 1 calc R
C65 C 0.4814(6) 0.4396(5) 0.4130(4) 0.131(3) Uani 0.75 1 d P
H65A H 0.4688 0.4598 0.3614 0.196 Uiso 0.75 1 calc PR
H65B H 0.4279 0.3800 0.3932 0.196 Uiso 0.75 1 calc PR
H65C H 0.5479 0.4304 0.4354 0.196 Uiso 0.75 1 calc PR
C66 C 0.4811(8) 0.5126(8) 0.4861(7) 0.083(3) Uiso 0.50 1 d P
C67 C 0.5859(7) 0.5759(6) 0.5026(7) 0.174(4) Uani 0.75 1 d P
H67A H 0.5742 0.6219 0.4732 0.261 Uiso 0.75 1 calc PR
H67B H 0.6172 0.5356 0.4767 0.261 Uiso 0.75 1 calc PR
H67C H 0.6314 0.6097 0.5681 0.261 Uiso 0.75 1 calc PR
H1O H 0.112(3) 0.233(2) 0.332(2) 0.080(12) Uiso 1 1 d .
H2O H 0.206(4) 0.505(3) 0.204(3) 0.144(19) Uiso 1 1 d .
H3O H 0.323(3) 0.655(3) 0.241(2) 0.098(13) Uiso 1 1 d .
H4O H 0.667(2) 0.731(2) 0.367(2) 0.073(11) Uiso 1 1 d .
H5O H 0.755(3) 0.628(2) 0.398(2) 0.080(12) Uiso 1 1 d .
H6O H 0.832(3) 0.388(2) 0.583(2) 0.081(12) Uiso 1 1 d .
H7O H 0.688(4) 0.255(3) 0.526(3) 0.14(2) Uiso 1 1 d .
H8O H 0.231(2) 0.157(2) 0.364(2) 0.091(13) Uiso 1 1 d D
H9O H 0.100(2) 0.323(2) 0.448(2) 0.044(9) Uiso 1 1 d .
H10O H 0.107(3) 0.509(3) 0.278(2) 0.092(13) Uiso 1 1 d .
H11O H 0.354(2) 0.773(2) 0.358(2) 0.055(11) Uiso 1 1 d .
H12O H 0.701(2) 0.846(2) 0.478(2) 0.049(10) 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C3 O1 H1O 110(2) . .
C2 C1 C6 124.1(2) . .
C2 C1 H1 117.9 . .
C6 C1 H1 117.9 . .
C5 O2 H2O 114(3) . .
C1 C2 C3 116.6(2) . .
C1 C2 C28 122.6(2) . .
C3 C2 C28 120.7(2) . .
C9 O3 H3O 110(2) . .
O1 C3 C4 120.3(2) . .
O1 C3 C2 118.2(2) . .
C4 C3 C2 121.5(2) . .
C11 O4 H4O 113.8(18) . .
C3 C4 C5 119.7(2) . .
C3 C4 H4 120.1 . .
C5 C4 H4 120.1 . .
C16 O5 H5O 114(2) . .
O2 C5 C4 117.0(2) . .
O2 C5 C6 121.7(2) . .
C4 C5 C6 121.4(2) . .
C18 O6 H6O 113(2) . .
C5 C6 C1 116.7(2) . .
C5 C6 C7 121.5(2) . .
C1 C6 C7 121.8(2) . .
C23 O7 H7O 112(3) . .
C8 C7 C6 111.29(18) . .
C8 C7 C29 112.47(18) . .
C6 C7 C29 113.13(19) . .
C8 C7 H7 106.5 . .
C6 C7 H7 106.5 . .
C29 C7 H7 106.5 . .
C25 O8 H8O 110(2) . .
C13 C8 C9 116.9(2) . .
C13 C8 C7 122.1(2) . .
C9 C8 C7 121.0(2) . .
C50 O9 H9O 112.8(19) . .
O3 C9 C10 120.3(2) . .
O3 C9 C8 118.5(2) . .
C10 C9 C8 121.2(2) . .
C54 O10 H10O 111(2) . .
C9 C10 C11 119.7(2) . .
C9 C10 H10 120.2 . .
C11 C10 H10 120.2 . .
C58 O11 H11O 113(2) . .
O4 C11 C10 120.2(2) . .
O4 C11 C12 118.2(2) . .
C10 C11 C12 121.7(2) . .
C62 O12 H12O 110(2) . .
C11 C12 C13 116.7(2) . .
C11 C12 C14 120.7(2) . .
C13 C12 C14 122.6(2) . .
C66 O13 H13A 109.5 . .
C8 C13 C12 123.9(2) . .
C8 C13 H13 118.0 . .
C12 C13 H13 118.0 . .
C12 C14 C15 110.83(17) . .
C12 C14 C34 113.40(19) . .
C15 C14 C34 113.39(18) . .
C12 C14 H14 106.2 . .
C15 C14 H14 106.2 . .
C34 C14 H14 106.2 . .
C16 C15 C20 117.0(2) . .
C16 C15 C14 121.4(2) . .
C20 C15 C14 121.6(2) . .
O5 C16 C17 116.7(2) . .
O5 C16 C15 122.1(2) . .
C17 C16 C15 121.1(2) . .
C18 C17 C16 120.0(2) . .
C18 C17 H17 120.0 . .
C16 C17 H17 120.0 . .
O6 C18 C17 120.3(2) . .
O6 C18 C19 118.5(2) . .
C17 C18 C19 121.2(2) . .
C20 C19 C18 116.8(2) . .
C20 C19 C21 121.6(2) . .
C18 C19 C21 121.6(2) . .
C19 C20 C15 123.8(2) . .
C19 C20 H20 118.1 . .
C15 C20 H20 118.1 . .
C19 C21 C39 112.56(18) . .
C19 C21 C22 110.65(17) . .
C39 C21 C22 113.28(18) . .
C19 C21 H21 106.6 . .
C39 C21 H21 106.6 . .
C22 C21 H21 106.6 . .
C27 C22 C23 117.0(2) . .
C27 C22 C21 121.1(2) . .
C23 C22 C21 121.9(2) . .
O7 C23 C24 117.7(2) . .
O7 C23 C22 121.4(2) . .
C24 C23 C22 121.0(2) . .
C25 C24 C23 120.1(2) . .
C25 C24 H24 119.9 . .
C23 C24 H24 119.9 . .
C24 C25 O8 117.2(2) . .
C24 C25 C26 121.4(2) . .
O8 C25 C26 121.4(2) . .
C25 C26 C27 116.6(2) . .
C25 C26 C28 122.5(2) . .
C27 C26 C28 120.9(2) . .
C22 C27 C26 123.9(2) . .
C22 C27 H27 118.1 . .
C26 C27 H27 118.1 . .
C2 C28 C26 110.36(18) . .
C2 C28 C44 113.77(19) . .
C26 C28 C44 112.36(18) . .
C2 C28 H28 106.6 . .
C26 C28 H28 106.6 . .
C44 C28 H28 106.6 . .
C30 C29 C7 114.0(2) . .
C30 C29 H29A 108.8 . .
C7 C29 H29A 108.8 . .
C30 C29 H29B 108.8 . .
C7 C29 H29B 108.8 . .
H29A C29 H29B 107.6 . .
C31 C30 C29 113.8(2) . .
C31 C30 H30A 108.8 . .
C29 C30 H30A 108.8 . .
C31 C30 H30B 108.8 . .
C29 C30 H30B 108.8 . .
H30A C30 H30B 107.7 . .
C30 C31 C32 112.7(2) . .
C30 C31 H31A 109.1 . .
C32 C31 H31A 109.1 . .
C30 C31 H31B 109.1 . .
C32 C31 H31B 109.1 . .
H31A C31 H31B 107.8 . .
C33 C32 C31 113.8(3) . .
C33 C32 H32A 108.8 . .
C31 C32 H32A 108.8 . .
C33 C32 H32B 108.8 . .
C31 C32 H32B 108.8 . .
H32A C32 H32B 107.7 . .
C32 C33 H33A 109.5 . .
C32 C33 H33B 109.5 . .
H33A C33 H33B 109.5 . .
C32 C33 H33C 109.5 . .
H33A C33 H33C 109.5 . .
H33B C33 H33C 109.5 . .
C35 C34 C14 112.70(19) . .
C35 C34 H34A 109.1 . .
C14 C34 H34A 109.1 . .
C35 C34 H34B 109.1 . .
C14 C34 H34B 109.1 . .
H34A C34 H34B 107.8 . .
C36 C35 C34 114.6(2) . .
C36 C35 H35A 108.6 . .
C34 C35 H35A 108.6 . .
C36 C35 H35B 108.6 . .
C34 C35 H35B 108.6 . .
H35A C35 H35B 107.6 . .
C37 C36 C35 115.2(2) . .
C37 C36 H36A 108.5 . .
C35 C36 H36A 108.5 . .
C37 C36 H36B 108.5 . .
C35 C36 H36B 108.5 . .
H36A C36 H36B 107.5 . .
C38 C37 C36 113.9(2) . .
C38 C37 H37A 108.8 . .
C36 C37 H37A 108.8 . .
C38 C37 H37B 108.8 . .
C36 C37 H37B 108.8 . .
H37A C37 H37B 107.7 . .
C37 C38 H38A 109.5 . .
C37 C38 H38B 109.5 . .
H38A C38 H38B 109.5 . .
C37 C38 H38C 109.5 . .
H38A C38 H38C 109.5 . .
H38B C38 H38C 109.5 . .
C40 C39 C21 112.51(18) . .
C40 C39 H39A 109.1 . .
C21 C39 H39A 109.1 . .
C40 C39 H39B 109.1 . .
C21 C39 H39B 109.1 . .
H39A C39 H39B 107.8 . .
C39 C40 C41 115.1(2) . .
C39 C40 H40A 108.5 . .
C41 C40 H40A 108.5 . .
C39 C40 H40B 108.5 . .
C41 C40 H40B 108.5 . .
H40A C40 H40B 107.5 . .
C42 C41 C40 115.4(2) . .
C42 C41 H41A 108.4 . .
C40 C41 H41A 108.4 . .
C42 C41 H41B 108.4 . .
C40 C41 H41B 108.4 . .
H41A C41 H41B 107.5 . .
C41 C42 C43 112.8(2) . .
C41 C42 H42A 109.0 . .
C43 C42 H42A 109.0 . .
C41 C42 H42B 109.0 . .
C43 C42 H42B 109.0 . .
H42A C42 H42B 107.8 . .
C42 C43 H43A 109.5 . .
C42 C43 H43B 109.5 . .
H43A C43 H43B 109.5 . .
C42 C43 H43C 109.5 . .
H43A C43 H43C 109.5 . .
H43B C43 H43C 109.5 . .
C45 C44 C28 114.08(19) . .
C45 C44 H44A 108.7 . .
C28 C44 H44A 108.7 . .
C45 C44 H44B 108.7 . .
C28 C44 H44B 108.7 . .
H44A C44 H44B 107.6 . .
C44 C45 C46 113.8(2) . .
C44 C45 H45A 108.8 . .
C46 C45 H45A 108.8 . .
C44 C45 H45B 108.8 . .
C46 C45 H45B 108.8 . .
H45A C45 H45B 107.7 . .
C47 C46 C45 114.7(2) . .
C47 C46 H46A 108.6 . .
C45 C46 H46A 108.6 . .
C47 C46 H46B 108.6 . .
C45 C46 H46B 108.6 . .
H46A C46 H46B 107.6 . .
C46 C47 C48 113.8(3) . .
C46 C47 H47A 108.8 . .
C48 C47 H47A 108.8 . .
C46 C47 H47B 108.8 . .
C48 C47 H47B 108.8 . .
H47A C47 H47B 107.7 . .
C47 C48 H48A 109.5 . .
C47 C48 H48B 109.5 . .
H48A C48 H48B 109.5 . .
C47 C48 H48C 109.5 . .
H48A C48 H48C 109.5 . .
H48B C48 H48C 109.5 . .
C50 C49 H49A 109.5 . .
C50 C49 H49B 109.5 . .
H49A C49 H49B 109.5 . .
C50 C49 H49C 109.5 . .
H49A C49 H49C 109.5 . .
H49B C49 H49C 109.5 . .
O9 C50 C51 105.22(19) . .
O9 C50 C49 108.9(2) . .
C51 C50 C49 112.1(2) . .
O9 C50 C52 108.4(2) . .
C51 C50 C52 110.5(2) . .
C49 C50 C52 111.5(2) . .
C50 C51 H51A 109.5 . .
C50 C51 H51B 109.5 . .
H51A C51 H51B 109.5 . .
C50 C51 H51C 109.5 . .
H51A C51 H51C 109.5 . .
H51B C51 H51C 109.5 . .
C50 C52 H52A 109.5 . .
C50 C52 H52B 109.5 . .
H52A C52 H52B 109.5 . .
C50 C52 H52C 109.5 . .
H52A C52 H52C 109.5 . .
H52B C52 H52C 109.5 . .
C54 C53 H53A 109.5 . .
C54 C53 H53B 109.5 . .
H53A C53 H53B 109.5 . .
C54 C53 H53C 109.5 . .
H53A C53 H53C 109.5 . .
H53B C53 H53C 109.5 . .
O10 C54 C55 108.1(2) . .
O10 C54 C53 108.3(2) . .
C55 C54 C53 111.7(3) . .
O10 C54 C56 105.9(2) . .
C55 C54 C56 112.0(3) . .
C53 C54 C56 110.6(2) . .
C54 C55 H55A 109.5 . .
C54 C55 H55B 109.5 . .
H55A C55 H55B 109.5 . .
C54 C55 H55C 109.5 . .
H55A C55 H55C 109.5 . .
H55B C55 H55C 109.5 . .
C54 C56 H56A 109.5 . .
C54 C56 H56B 109.5 . .
H56A C56 H56B 109.5 . .
C54 C56 H56C 109.5 . .
H56A C56 H56C 109.5 . .
H56B C56 H56C 109.5 . .
C58 C57 H57A 109.5 . .
C58 C57 H57B 109.5 . .
H57A C57 H57B 109.5 . .
C58 C57 H57C 109.5 . .
H57A C57 H57C 109.5 . .
H57B C57 H57C 109.5 . .
O11 C58 C59 106.05(19) . .
O11 C58 C57 108.8(2) . .
C59 C58 C57 112.0(2) . .
O11 C58 C60 108.6(2) . .
C59 C58 C60 110.5(2) . .
C57 C58 C60 110.7(2) . .
C58 C59 H59A 109.5 . .
C58 C59 H59B 109.5 . .
H59A C59 H59B 109.5 . .
C58 C59 H59C 109.5 . .
H59A C59 H59C 109.5 . .
H59B C59 H59C 109.5 . .
C58 C60 H60A 109.5 . .
C58 C60 H60B 109.5 . .
H60A C60 H60B 109.5 . .
C58 C60 H60C 109.5 . .
H60A C60 H60C 109.5 . .
H60B C60 H60C 109.5 . .
C62 C61 H61A 109.5 . .
C62 C61 H61B 109.5 . .
H61A C61 H61B 109.5 . .
C62 C61 H61C 109.5 . .
H61A C61 H61C 109.5 . .
H61B C61 H61C 109.5 . .
O12 C62 C63 108.8(2) . .
O12 C62 C64 105.2(2) . .
C63 C62 C64 110.9(2) . .
O12 C62 C61 107.7(2) . .
C63 C62 C61 112.1(2) . .
C64 C62 C61 111.9(2) . .
C62 C63 H63A 109.5 . .
C62 C63 H63B 109.5 . .
H63A C63 H63B 109.5 . .
C62 C63 H63C 109.5 . .
H63A C63 H63C 109.5 . .
H63B C63 H63C 109.5 . .
C62 C64 H64A 109.5 . .
C62 C64 H64B 109.5 . .
H64A C64 H64B 109.5 . .
C62 C64 H64C 109.5 . .
H64A C64 H64C 109.5 . .
H64B C64 H64C 109.5 . .
C66 C65 H65A 109.5 . .
C66 C65 H65B 109.5 . .
H65A C65 H65B 109.5 . .
C66 C65 H65C 109.5 . .
H65A C65 H65C 109.5 . .
H65B C65 H65C 109.5 . .
C66 C66 O13 171(2) 2_666 .
C66 C66 C65 77.2(15) 2_666 .
O13 C66 C65 106.5(8) . .
C66 C66 C65 70.9(14) 2_666 2_666
O13 C66 C65 105.2(9) . 2_666
C65 C66 C65 148.1(6) . 2_666
C66 C66 C67 80.6(15) 2_666 .
O13 C66 C67 107.2(8) . .
C65 C66 C67 87.4(7) . .
C65 C66 C67 87.4(7) 2_666 .
C66 C66 C67 70.0(14) 2_666 2_666
O13 C66 C67 102.1(8) . 2_666
C65 C66 C67 86.1(7) . 2_666
C65 C66 C67 83.2(6) 2_666 2_666
C67 C66 C67 150.6(6) . 2_666
C66 C67 H67A 109.5 . .
C66 C67 H67B 109.5 . .
H67A C67 H67B 109.5 . .
C66 C67 H67C 109.5 . .
H67A C67 H67C 109.5 . .
H67B C67 H67C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C3 1.385(3) .
O1 H1O 0.93(3) .
C1 C2 1.392(3) .
C1 C6 1.395(3) .
C1 H1 0.9500 .
O2 C5 1.384(3) .
O2 H2O 0.91(5) .
C2 C3 1.396(3) .
C2 C28 1.525(3) .
O3 C9 1.382(3) .
O3 H3O 0.96(4) .
C3 C4 1.386(3) .
O4 C11 1.380(3) .
O4 H4O 0.99(3) .
C4 C5 1.389(3) .
C4 H4 0.9500 .
O5 C16 1.379(3) .
O5 H5O 0.94(3) .
C5 C6 1.394(3) .
O6 C18 1.380(3) .
O6 H6O 0.92(4) .
C6 C7 1.531(3) .
O7 C23 1.382(3) .
O7 H7O 0.89(5) .
C7 C8 1.526(3) .
C7 C29 1.534(3) .
C7 H7 1.0000 .
O8 C25 1.388(3) .
O8 H8O 0.923(18) .
C8 C13 1.389(3) .
C8 C9 1.403(3) .
O9 C50 1.448(3) .
O9 H9O 0.84(3) .
C9 C10 1.384(3) .
O10 C54 1.452(3) .
O10 H10O 0.93(4) .
C10 C11 1.387(3) .
C10 H10 0.9500 .
O11 C58 1.447(3) .
O11 H11O 0.77(3) .
C11 C12 1.393(3) .
O12 C62 1.454(3) .
O12 H12O 0.83(3) .
C12 C13 1.397(3) .
C12 C14 1.527(3) .
O13 C66 1.396(9) .
O13 H13A 0.8400 .
C13 H13 0.9500 .
C14 C15 1.528(3) .
C14 C34 1.533(3) .
C14 H14 1.0000 .
C15 C16 1.390(3) .
C15 C20 1.393(3) .
C16 C17 1.388(3) .
C17 C18 1.384(3) .
C17 H17 0.9500 .
C18 C19 1.394(3) .
C19 C20 1.394(3) .
C19 C21 1.524(3) .
C20 H20 0.9500 .
C21 C39 1.538(3) .
C21 C22 1.539(3) .
C21 H21 1.0000 .
C22 C27 1.388(3) .
C22 C23 1.394(3) .
C23 C24 1.385(3) .
C24 C25 1.381(3) .
C24 H24 0.9500 .
C25 C26 1.390(3) .
C26 C27 1.398(3) .
C26 C28 1.525(3) .
C27 H27 0.9500 .
C28 C44 1.536(3) .
C28 H28 1.0000 .
C29 C30 1.526(3) .
C29 H29A 0.9900 .
C29 H29B 0.9900 .
C30 C31 1.503(3) .
C30 H30A 0.9900 .
C30 H30B 0.9900 .
C31 C32 1.552(4) .
C31 H31A 0.9900 .
C31 H31B 0.9900 .
C32 C33 1.470(4) .
C32 H32A 0.9900 .
C32 H32B 0.9900 .
C33 H33A 0.9800 .
C33 H33B 0.9800 .
C33 H33C 0.9800 .
C34 C35 1.526(3) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C35 C36 1.526(3) .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
C36 C37 1.521(3) .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C37 C38 1.520(4) .
C37 H37A 0.9900 .
C37 H37B 0.9900 .
C38 H38A 0.9800 .
C38 H38B 0.9800 .
C38 H38C 0.9800 .
C39 C40 1.517(3) .
C39 H39A 0.9900 .
C39 H39B 0.9900 .
C40 C41 1.524(3) .
C40 H40A 0.9900 .
C40 H40B 0.9900 .
C41 C42 1.518(3) .
C41 H41A 0.9900 .
C41 H41B 0.9900 .
C42 C43 1.524(4) .
C42 H42A 0.9900 .
C42 H42B 0.9900 .
C43 H43A 0.9800 .
C43 H43B 0.9800 .
C43 H43C 0.9800 .
C44 C45 1.522(3) .
C44 H44A 0.9900 .
C44 H44B 0.9900 .
C45 C46 1.526(3) .
C45 H45A 0.9900 .
C45 H45B 0.9900 .
C46 C47 1.523(4) .
C46 H46A 0.9900 .
C46 H46B 0.9900 .
C47 C48 1.520(4) .
C47 H47A 0.9900 .
C47 H47B 0.9900 .
C48 H48A 0.9800 .
C48 H48B 0.9800 .
C48 H48C 0.9800 .
C49 C50 1.511(3) .
C49 H49A 0.9800 .
C49 H49B 0.9800 .
C49 H49C 0.9800 .
C50 C51 1.507(3) .
C50 C52 1.518(4) .
C51 H51A 0.9800 .
C51 H51B 0.9800 .
C51 H51C 0.9800 .
C52 H52A 0.9800 .
C52 H52B 0.9800 .
C52 H52C 0.9800 .
C53 C54 1.512(4) .
C53 H53A 0.9800 .
C53 H53B 0.9800 .
C53 H53C 0.9800 .
C54 C55 1.510(4) .
C54 C56 1.513(4) .
C55 H55A 0.9800 .
C55 H55B 0.9800 .
C55 H55C 0.9800 .
C56 H56A 0.9800 .
C56 H56B 0.9800 .
C56 H56C 0.9800 .
C57 C58 1.510(3) .
C57 H57A 0.9800 .
C57 H57B 0.9800 .
C57 H57C 0.9800 .
C58 C59 1.508(3) .
C58 C60 1.515(4) .
C59 H59A 0.9800 .
C59 H59B 0.9800 .
C59 H59C 0.9800 .
C60 H60A 0.9800 .
C60 H60B 0.9800 .
C60 H60C 0.9800 .
C61 C62 1.526(3) .
C61 H61A 0.9800 .
C61 H61B 0.9800 .
C61 H61C 0.9800 .
C62 C63 1.513(4) .
C62 C64 1.517(3) .
C63 H63A 0.9800 .
C63 H63B 0.9800 .
C63 H63C 0.9800 .
C64 H64A 0.9800 .
C64 H64B 0.9800 .
C64 H64C 0.9800 .
C65 C66 1.467(12) .
C65 H65A 0.9800 .
C65 H65B 0.9800 .
C65 H65C 0.9800 .
C66 C66 0.821(17) 2_666
C66 C65 1.514(12) 2_666
C66 C67 1.575(13) .
C66 C67 1.652(14) 2_666
C67 H67A 0.9800 .
C67 H67B 0.9800 .
C67 H67C 0.9800 .
