# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1-EtOH
_database_code_depnum_ccdc_archive 'CCDC 1050715'
_audit_update_record             
;
2015-04-23 deposited with the CCDC.
2015-05-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H62 O5'
_chemical_formula_weight         694.96

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'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'P 4/n'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'

_cell_length_a                   12.8388(18)
_cell_length_b                   12.8388(18)
_cell_length_c                   12.6024(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2077.3(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4924
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      27.83

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.111
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             756
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6682
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_monochromator  'Bruker Helios multilayered confocal mirror'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11283
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_sigmaI/netI    0.0189
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.62
_diffrn_reflns_theta_max         27.49
_reflns_number_total             2381
_reflns_number_gt                1998
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
 Hydrogen atoms asigned of calixarene except on aromatic rings,
 which were calulated as riding, were found in the difference Fourier map. 
 The part containing (C12A, 13A, and O2A) and (C12B, C13B, and O2B)
 were refined as disordered EtOH molecules, respectively.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1050P)²+1.3868P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2381
_refine_ls_number_parameters     193
_refine_ls_number_restraints     73
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0617
_refine_ls_wR_factor_ref         0.1998
_refine_ls_wR_factor_gt          0.1896
_refine_ls_goodness_of_fit_ref   1.156
_refine_ls_restrained_S_all      1.172
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.34109(13) 0.06678(13) 0.46342(14) 0.0162(4) Uani 1 1 d . . .
C2 C 0.43883(13) 0.08310(13) 0.41782(14) 0.0162(4) Uani 1 1 d . . .
C3 C 0.46452(13) 0.02711(14) 0.32650(14) 0.0179(4) Uani 1 1 d . . .
H1 H 0.5295 0.0375 0.2957 0.022 Uiso 1 1 calc R . .
C4 C 0.39627(14) -0.04386(14) 0.27972(14) 0.0195(4) Uani 1 1 d . . .
C5 C 0.29884(14) -0.05642(14) 0.32785(14) 0.0184(4) Uani 1 1 d . . .
H2 H 0.2518 -0.1030 0.2979 0.022 Uiso 1 1 calc R . .
C6 C 0.26946(13) -0.00239(13) 0.41842(14) 0.0163(4) Uani 1 1 d . . .
C7 C 0.42418(15) -0.10882(17) 0.18164(16) 0.0261(5) Uani 1 1 d . . .
C8 C 0.3420(2) -0.0922(2) 0.09488(18) 0.0364(6) Uani 1 1 d . . .
H16 H 0.339(3) -0.019(3) 0.076(3) 0.054(9) Uiso 1 1 d . . .
H8 H 0.271(2) -0.117(2) 0.123(2) 0.039(7) Uiso 1 1 d . . .
C9 C 0.42582(19) -0.22461(18) 0.2126(2) 0.0343(5) Uani 1 1 d . . .
H20 H 0.480(3) -0.236(3) 0.270(3) 0.060(9) Uiso 1 1 d . . .
H9 H 0.440(2) -0.267(2) 0.149(2) 0.039(7) Uiso 1 1 d . . .
C10 C 0.53108(19) -0.0803(3) 0.1366(2) 0.0440(7) Uani 1 1 d . . .
H18 H 0.548(2) -0.124(2) 0.072(2) 0.049(8) Uiso 1 1 d . . .
H10 H 0.588(2) -0.097(2) 0.192(2) 0.042(7) Uiso 1 1 d . . .
C11 C 0.51640(13) 0.16050(13) 0.46375(15) 0.0171(4) Uani 1 1 d . . .
H12 H 0.5122(18) 0.1592(17) 0.5441(19) 0.020(5) Uiso 1 1 d . . .
O1 O 0.31263(10) 0.11682(11) 0.55660(10) 0.0193(3) Uani 1 1 d . . .
H13 H 0.346(3) 0.176(3) 0.561(3) 0.055(9) Uiso 1 1 d . . .
O2B O 0.1472(10) 0.247(3) 0.032(2) 0.044(6) Uani 0.05 1 d PDU A 2
H14 H 0.5854(18) 0.1349(18) 0.4449(17) 0.017(5) Uiso 1 1 d . . .
O2A O 0.1296(8) 0.3169(9) 0.1270(9) 0.065(3) Uani 0.20 1 d PDU B 1
C12A C 0.1822(12) 0.2234(10) 0.1410(12) 0.073(3) Uani 0.20 1 d PDU . 1
C13A C 0.2500 0.2500 0.2324(8) 0.078(2) Uani 0.80 4 d SPDU . 1
C12B C 0.2500 0.2500 -0.0025(15) 0.038(4) Uani 0.20 4 d SPDU . 2
C13B C 0.2500 0.2500 -0.1218(15) 0.041(4) Uani 0.20 4 d SPDU C 2
H15 H 0.361(3) -0.135(3) 0.031(3) 0.053(9) Uiso 1 1 d . . .
H19 H 0.354(3) -0.250(2) 0.245(3) 0.052(8) Uiso 1 1 d . . .
H17 H 0.533(3) -0.004(3) 0.117(3) 0.057(9) Uiso 1 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O1 1.388(2) . ?
C1 C2 1.396(2) . ?
C1 C6 1.399(2) . ?
C2 C3 1.396(3) . ?
C2 C11 1.521(2) . ?
C3 C4 1.395(2) . ?
C3 H1 0.9300 . ?
C4 C5 1.399(3) . ?
C4 C7 1.534(3) . ?
C5 C6 1.388(3) . ?
C5 H2 0.9300 . ?
C6 C11 1.522(2) 4 ?
C7 C10 1.530(3) . ?
C7 C8 1.535(3) . ?
C7 C9 1.537(3) . ?
C8 H16 0.97(3) . ?
C8 H8 1.03(3) . ?
C8 H15 1.01(3) . ?
C9 H20 1.01(4) . ?
C9 H9 0.99(3) . ?
C9 H19 1.06(3) . ?
C10 H18 1.01(3) . ?
C10 H10 1.04(3) . ?
C10 H17 1.01(4) . ?
C11 C6 1.522(2) 3 ?
C11 H12 1.01(2) . ?
C11 H14 0.97(2) . ?
O1 H13 0.87(4) . ?
O2B C12B 1.392(8) . ?
O2A C12A 1.217(18) 4 ?
O2A C12A 1.388(8) . ?
C12A O2A 1.217(18) 3 ?
C12A C12A 1.32(2) 4 ?
C12A C12A 1.32(2) 3 ?
C12A C13A 1.484(8) . ?
C12A C12A 1.87(3) 2 ?
C13A C12A 1.484(8) 4 ?
C13A C12A 1.484(8) 2 ?
C13A C12A 1.484(8) 3 ?
C12B O2B 1.392(8) 3 ?
C12B O2B 1.392(8) 4 ?
C12B O2B 1.392(8) 2 ?
C12B C13B 1.503(8) . ?

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
O1 C1 C2 121.04(15) . . ?
O1 C1 C6 117.65(15) . . ?
C2 C1 C6 121.30(16) . . ?
C1 C2 C3 118.31(15) . . ?
C1 C2 C11 122.00(16) . . ?
C3 C2 C11 119.68(16) . . ?
C4 C3 C2 122.42(16) . . ?
C4 C3 H1 118.8 . . ?
C2 C3 H1 118.8 . . ?
C3 C4 C5 116.97(16) . . ?
C3 C4 C7 123.30(16) . . ?
C5 C4 C7 119.71(16) . . ?
C6 C5 C4 122.81(16) . . ?
C6 C5 H2 118.6 . . ?
C4 C5 H2 118.6 . . ?
C5 C6 C1 118.17(16) . . ?
C5 C6 C11 119.97(15) . 4 ?
C1 C6 C11 121.82(16) . 4 ?
C10 C7 C4 112.25(17) . . ?
C10 C7 C8 108.6(2) . . ?
C4 C7 C8 109.74(17) . . ?
C10 C7 C9 108.3(2) . . ?
C4 C7 C9 108.95(17) . . ?
C8 C7 C9 108.96(18) . . ?
C7 C8 H16 110(2) . . ?
C7 C8 H8 108.9(16) . . ?
H16 C8 H8 111(3) . . ?
C7 C8 H15 109.2(19) . . ?
H16 C8 H15 110(3) . . ?
H8 C8 H15 108(2) . . ?
C7 C9 H20 108.9(19) . . ?
C7 C9 H9 109.2(16) . . ?
H20 C9 H9 112(2) . . ?
C7 C9 H19 112.5(17) . . ?
H20 C9 H19 107(3) . . ?
H9 C9 H19 108(2) . . ?
C7 C10 H18 111.2(18) . . ?
C7 C10 H10 109.6(16) . . ?
H18 C10 H10 106(2) . . ?
C7 C10 H17 109.9(19) . . ?
H18 C10 H17 110(3) . . ?
H10 C10 H17 111(3) . . ?
C2 C11 C6 112.35(14) . 3 ?
C2 C11 H12 109.5(13) . . ?
C6 C11 H12 112.6(13) 3 . ?
C2 C11 H14 106.4(13) . . ?
C6 C11 H14 109.0(13) 3 . ?
H12 C11 H14 106.6(19) . . ?
C1 O1 H13 109(2) . . ?
C12A O2A C12A 60.6(13) 4 . ?
O2A C12A C12A 154.5(11) 3 4 ?
O2A C12A C12A 66.1(10) 3 3 ?
C12A C12A C12A 90.002(3) 4 3 ?
O2A C12A O2A 147.3(11) 3 . ?
C12A C12A O2A 53.3(11) 4 . ?
C12A C12A O2A 142.3(11) 3 . ?
O2A C12A C13A 109.6(8) 3 . ?
C12A C12A C13A 63.5(5) 4 . ?
C12A C12A C13A 63.5(5) 3 . ?
O2A C12A C13A 100.7(9) . . ?
O2A C12A C12A 110.6(10) 3 2 ?
C12A C12A C12A 45.001(2) 4 2 ?
C12A C12A C12A 45.0 3 2 ?
O2A C12A C12A 97.9(11) . 2 ?
C13A C12A C12A 50.9(8) . 2 ?
C12A C13A C12A 53.0(9) 4 . ?
C12A C13A C12A 53.0(9) 4 2 ?
C12A C13A C12A 78.2(15) . 2 ?
C12A C13A C12A 78.2(15) 4 3 ?
C12A C13A C12A 53.0(9) . 3 ?
C12A C13A C12A 53.0(9) 2 3 ?
O2B C12B O2B 143(3) 3 4 ?
O2B C12B O2B 84.2(8) 3 . ?
O2B C12B O2B 84.2(8) 4 . ?
O2B C12B O2B 84.2(8) 3 2 ?
O2B C12B O2B 84.2(8) 4 2 ?
O2B C12B O2B 143(3) . 2 ?
O2B C12B C13B 108.5(13) 3 . ?
O2B C12B C13B 108.5(13) 4 . ?
O2B C12B C13B 108.5(13) . . ?
O2B C12B C13B 108.5(13) 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
O1 C1 C2 C3 177.33(15) . . . . ?
C6 C1 C2 C3 -1.1(2) . . . . ?
O1 C1 C2 C11 -3.5(2) . . . . ?
C6 C1 C2 C11 178.07(15) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C11 C2 C3 C4 -179.09(16) . . . . ?
C2 C3 C4 C5 0.7(3) . . . . ?
C2 C3 C4 C7 -177.89(17) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
C7 C4 C5 C6 178.18(17) . . . . ?
C4 C5 C6 C1 -0.5(3) . . . . ?
C4 C5 C6 C11 177.33(16) . . . 4 ?
O1 C1 C6 C5 -177.16(14) . . . . ?
C2 C1 C6 C5 1.3(2) . . . . ?
O1 C1 C6 C11 5.0(2) . . . 4 ?
C2 C1 C6 C11 -176.53(15) . . . 4 ?
C3 C4 C7 C10 -4.6(3) . . . . ?
C5 C4 C7 C10 176.9(2) . . . . ?
C3 C4 C7 C8 -125.5(2) . . . . ?
C5 C4 C7 C8 56.0(2) . . . . ?
C3 C4 C7 C9 115.3(2) . . . . ?
C5 C4 C7 C9 -63.2(2) . . . . ?
C1 C2 C11 C6 -88.9(2) . . . 3 ?
C3 C2 C11 C6 90.24(19) . . . 3 ?
C12A O2A C12A O2A -157(3) 4 . . 3 ?
C12A O2A C12A C12A -15.1(16) 4 . . 3 ?
C12A O2A C12A C13A 45.0(14) 4 . . . ?
C12A O2A C12A C12A -6.5(7) 4 . . 2 ?
O2A C12A C13A C12A 153.3(12) 3 . . 4 ?
C12A C12A C13A C12A 104.4(6) 3 . . 4 ?
O2A C12A C13A C12A -39.3(14) . . . 4 ?
C12A C12A C13A C12A 52.2(3) 2 . . 4 ?
O2A C12A C13A C12A 101.1(14) 3 . . 2 ?
C12A C12A C13A C12A -52.2(3) 4 . . 2 ?
C12A C12A C13A C12A 52.2(3) 3 . . 2 ?
O2A C12A C13A C12A -91.5(12) . . . 2 ?
O2A C12A C13A C12A 48.9(17) 3 . . 3 ?
C12A C12A C13A C12A -104.4(6) 4 . . 3 ?
O2A C12A C13A C12A -143.7(10) . . . 3 ?
C12A C12A C13A C12A -52.2(3) 2 . . 3 ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.890
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.069
_chemical_absolute_configuration ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1-MeOH
_database_code_depnum_ccdc_archive 'CCDC 1050716'
_audit_update_record             
;
2015-04-23 deposited with the CCDC.
2015-05-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H64 O6'
_chemical_formula_weight         712.97

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'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'P 4/n'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'

_cell_length_a                   12.7797(12)
_cell_length_b                   12.7797(12)
_cell_length_c                   12.7967(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2090.0(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4826
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      27.77

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.133
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             776
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6573
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_monochromator  'Bruker Helios multilayered confocal mirror'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11455
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_sigmaI/netI    0.0196
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.59
_diffrn_reflns_theta_max         27.49
_reflns_number_total             2403
_reflns_number_gt                2012
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
 Hydrogen atoms of calixarene except on aromatic rings, 
 which were calculated as riding, were found in the difference Fourier map.
 The part containing (C13, O3A and O3B) was refined as disordered 
 MeOH molecule. The part containing O2 and C12 was refined as
 MeOH molecule.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0688P)²+0.9957P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2403
_refine_ls_number_parameters     193
_refine_ls_number_restraints     61
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_ref         0.1316
_refine_ls_wR_factor_gt          0.1216
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.84155(9) -0.06577(9) 0.46581(10) 0.0144(3) Uani 1 1 d . . .
C2 C 0.76927(9) 0.00317(9) 0.42085(10) 0.0146(3) Uani 1 1 d . . .
C3 C 0.79781(10) 0.05533(9) 0.33005(10) 0.0157(3) Uani 1 1 d . . .
H1 H 0.7505 0.1019 0.3003 0.021(4) Uiso 1 1 calc R . .
C4 C 0.89477(10) 0.04080(10) 0.28137(10) 0.0159(3) Uani 1 1 d . A .
C5 C 0.96389(10) -0.02927(9) 0.32853(10) 0.0159(3) Uani 1 1 d . . .
H2 H 1.0288 -0.0407 0.2977 0.022(4) Uiso 1 1 calc R . .
C6 C 0.93930(9) -0.08294(9) 0.42035(10) 0.0146(3) Uani 1 1 d . . .
C7 C 1.01760(10) -0.16031(10) 0.46586(10) 0.0156(3) Uani 1 1 d . . .
H16 H 1.0891(13) -0.1356(13) 0.4466(12) 0.020(4) Uiso 1 1 d . . .
H15 H 1.0125(13) -0.1610(12) 0.5437(13) 0.019(4) Uiso 1 1 d . . .
C8 C 0.92127(10) 0.10228(11) 0.18201(10) 0.0197(3) Uani 1 1 d . . .
C9 C 0.92597(13) 0.21969(12) 0.20880(13) 0.0300(4) Uani 1 1 d . A .
H22 H 0.8540(16) 0.2466(16) 0.2383(16) 0.042(5) Uiso 1 1 d . . .
H9 H 0.9848(16) 0.2327(15) 0.2621(16) 0.040(5) Uiso 1 1 d . . .
C10 C 1.02695(13) 0.06979(15) 0.13597(13) 0.0329(4) Uani 1 1 d . A 1
H20 H 1.0287(15) -0.0078(17) 0.1177(15) 0.039(5) Uiso 1 1 d . . .
H10 H 1.0408(16) 0.1100(16) 0.0735(16) 0.042(5) Uiso 1 1 d . . .
C11 C 0.83628(13) 0.08464(14) 0.09902(12) 0.0301(4) Uani 1 1 d . A .
H18 H 0.8322(15) 0.0102(17) 0.0836(16) 0.039(5) Uiso 1 1 d . . .
H11 H 0.8562(15) 0.1227(16) 0.0354(15) 0.037(5) Uiso 1 1 d . . .
C12 C 0.7500 -0.2500 -0.0567(5) 0.0813(16) Uani 1 4 d SDU . 2
C13 C 0.7500 -0.2500 0.2575(3) 0.0503(9) Uani 1 4 d SDU . .
O1 O 0.81305(7) -0.11514(8) 0.55827(7) 0.0181(2) Uani 1 1 d . . .
O2 O 0.7580(7) -0.1610(5) 0.0045(6) 0.081(2) Uani 0.25 1 d PDU B 2
O3A O 0.7055(19) -0.1790(13) 0.1927(8) 0.046(3) Uani 0.125 1 d PDU C 2
O3B O 0.6731(9) -0.229(2) 0.1879(8) 0.043(2) Uani 0.125 1 d PDU C 1
H14 H 0.8458(19) -0.178(2) 0.5653(17) 0.057(6) Uiso 1 1 d . . .
H17 H 0.7651(16) 0.1100(15) 0.1247(15) 0.039(5) Uiso 1 1 d . . .
H21 H 0.9424(15) 0.2615(16) 0.1442(16) 0.039(5) Uiso 1 1 d . . .
H19 H 1.0851(16) 0.0844(15) 0.1870(16) 0.042(5) Uiso 1 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O1 1.3894(15) . ?
C1 C6 1.3954(17) . ?
C1 C2 1.4002(17) . ?
C2 C3 1.3884(18) . ?
C2 C7 1.5182(17) 3_545 ?
C3 C4 1.3993(18) . ?
C3 H1 0.9300 . ?
C4 C5 1.3950(17) . ?
C4 C8 1.5325(18) . ?
C5 C6 1.3963(18) . ?
C5 H2 0.9300 . ?
C6 C7 1.5226(17) . ?
C7 C2 1.5181(17) 4_655 ?
C7 H16 0.997(17) . ?
C7 H15 0.999(16) . ?
C8 C10 1.531(2) . ?
C8 C11 1.536(2) . ?
C8 C9 1.540(2) . ?
C9 H22 1.05(2) . ?
C9 H9 1.03(2) . ?
C9 H21 1.01(2) . ?
C10 H20 1.02(2) . ?
C10 H10 0.97(2) . ?
C10 H19 1.01(2) . ?
C11 H18 0.97(2) . ?
C11 H11 0.98(2) . ?
C11 H17 1.02(2) . ?
C12 O2 1.385(7) 4_655 ?
C12 O2 1.385(7) . ?
C12 O2 1.385(7) 3_545 ?
C12 O2 1.385(7) 2_645 ?
C13 O3A 1.355(7) 4_655 ?
C13 O3A 1.355(7) . ?
C13 O3A 1.355(7) 3_545 ?
C13 O3A 1.355(7) 2_645 ?
C13 O3B 1.355(7) 3_545 ?
C13 O3B 1.356(7) 4_655 ?
C13 O3B 1.356(7) 2_645 ?
C13 O3B 1.356(7) . ?
O1 H14 0.92(3) . ?
O2 O2 1.616(10) 4_655 ?
O2 O2 1.616(10) 3_545 ?
O3A O3A 1.515(12) 4_655 ?
O3A O3A 1.515(12) 3_545 ?
O3B O3B 1.444(13) 4_655 ?
O3B O3B 1.444(13) 3_545 ?

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
O1 C1 C6 121.22(11) . . ?
O1 C1 C2 117.56(11) . . ?
C6 C1 C2 121.21(11) . . ?
C3 C2 C1 118.21(11) . . ?
C3 C2 C7 120.00(11) . 3_545 ?
C1 C2 C7 121.72(11) . 3_545 ?
C2 C3 C4 122.78(11) . . ?
C2 C3 H1 118.6 . . ?
C4 C3 H1 118.6 . . ?
C5 C4 C3 116.96(12) . . ?
C5 C4 C8 123.23(11) . . ?
C3 C4 C8 119.80(11) . . ?
C4 C5 C6 122.47(11) . . ?
C4 C5 H2 118.8 . . ?
C6 C5 H2 118.8 . . ?
C1 C6 C5 118.36(11) . . ?
C1 C6 C7 122.07(11) . . ?
C5 C6 C7 119.54(11) . . ?
C2 C7 C6 111.76(10) 4_655 . ?
C2 C7 H16 107.9(9) 4_655 . ?
C6 C7 H16 107.6(9) . . ?
C2 C7 H15 111.2(9) 4_655 . ?
C6 C7 H15 110.2(9) . . ?
H16 C7 H15 108.0(13) . . ?
C10 C8 C4 112.04(11) . . ?
C10 C8 C11 108.54(13) . . ?
C4 C8 C11 110.01(11) . . ?
C10 C8 C9 108.39(13) . . ?
C4 C8 C9 108.87(11) . . ?
C11 C8 C9 108.93(12) . . ?
C8 C9 H22 111.4(11) . . ?
C8 C9 H9 109.5(11) . . ?
H22 C9 H9 110.4(16) . . ?
C8 C9 H21 110.0(11) . . ?
H22 C9 H21 107.7(16) . . ?
H9 C9 H21 107.8(15) . . ?
C8 C10 H20 111.8(11) . . ?
C8 C10 H10 109.6(12) . . ?
H20 C10 H10 108.9(16) . . ?
C8 C10 H19 110.6(11) . . ?
H20 C10 H19 108.2(16) . . ?
H10 C10 H19 107.6(16) . . ?
C8 C11 H18 108.8(12) . . ?
C8 C11 H11 108.5(12) . . ?
H18 C11 H11 109.3(16) . . ?
C8 C11 H17 111.2(11) . . ?
H18 C11 H17 109.2(16) . . ?
H11 C11 H17 109.9(16) . . ?
O2 C12 O2 71.4(4) 4_655 . ?
O2 C12 O2 111.2(8) 4_655 3_545 ?
O2 C12 O2 71.4(4) . 3_545 ?
O2 C12 O2 71.4(4) 4_655 2_645 ?
O2 C12 O2 111.2(8) . 2_645 ?
O2 C12 O2 71.4(4) 3_545 2_645 ?
O3A C13 O3A 67.9(5) 4_655 . ?
O3A C13 O3A 104.4(10) 4_655 3_545 ?
O3A C13 O3A 67.9(5) . 3_545 ?
O3A C13 O3A 67.9(5) 4_655 2_645 ?
O3A C13 O3A 104.4(10) . 2_645 ?
O3A C13 O3A 67.9(5) 3_545 2_645 ?
O3A C13 O3B 92.1(6) 4_655 3_545 ?
O3A C13 O3B 89.9(6) . 3_545 ?
O3A C13 O3B 32.6(5) 3_545 3_545 ?
O3A C13 O3B 36.5(5) 2_645 3_545 ?
O3A C13 O3B 32.6(5) 4_655 4_655 ?
O3A C13 O3B 36.5(5) . 4_655 ?
O3A C13 O3B 92.1(6) 3_545 4_655 ?
O3A C13 O3B 89.9(6) 2_645 4_655 ?
O3B C13 O3B 97.7(10) 3_545 4_655 ?
O3A C13 O3B 36.5(5) 4_655 2_645 ?
O3A C13 O3B 92.1(6) . 2_645 ?
O3A C13 O3B 89.9(6) 3_545 2_645 ?
O3A C13 O3B 32.6(5) 2_645 2_645 ?
O3B C13 O3B 64.4(6) 3_545 2_645 ?
O3B C13 O3B 64.4(6) 4_655 2_645 ?
O3A C13 O3B 89.9(6) 4_655 . ?
O3A C13 O3B 32.6(5) . . ?
O3A C13 O3B 36.5(5) 3_545 . ?
O3A C13 O3B 92.1(6) 2_645 . ?
O3B C13 O3B 64.4(6) 3_545 . ?
O3B C13 O3B 64.4(6) 4_655 . ?
O3B C13 O3B 97.7(10) 2_645 . ?
C1 O1 H14 111.4(14) . . ?
C12 O2 O2 54.31(19) . 4_655 ?
C12 O2 O2 54.31(19) . 3_545 ?
O2 O2 O2 90.000(1) 4_655 3_545 ?
C13 O3A O3A 56.0(3) . 4_655 ?
C13 O3A O3A 56.0(3) . 3_545 ?
O3A O3A O3A 90.001(2) 4_655 3_545 ?
C13 O3B O3B 57.8(3) . 4_655 ?
C13 O3B O3B 57.8(3) . 3_545 ?
O3B O3B O3B 90.000(3) 4_655 3_545 ?

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
O1 C1 C2 C3 178.21(10) . . . . ?
C6 C1 C2 C3 -0.76(18) . . . . ?
O1 C1 C2 C7 -4.77(17) . . . 3_545 ?
C6 C1 C2 C7 176.26(11) . . . 3_545 ?
C1 C2 C3 C4 0.82(18) . . . . ?
C7 C2 C3 C4 -176.25(11) 3_545 . . . ?
C2 C3 C4 C5 -0.31(18) . . . . ?
C2 C3 C4 C8 -179.20(11) . . . . ?
C3 C4 C5 C6 -0.29(18) . . . . ?
C8 C4 C5 C6 178.57(11) . . . . ?
O1 C1 C6 C5 -178.73(10) . . . . ?
C2 C1 C6 C5 0.20(18) . . . . ?
O1 C1 C6 C7 3.19(18) . . . . ?
C2 C1 C6 C7 -177.87(11) . . . . ?
C4 C5 C6 C1 0.34(18) . . . . ?
C4 C5 C6 C7 178.46(11) . . . . ?
C1 C6 C7 C2 89.77(14) . . . 4_655 ?
C5 C6 C7 C2 -88.29(14) . . . 4_655 ?
C5 C4 C8 C10 5.46(19) . . . . ?
C3 C4 C8 C10 -175.72(13) . . . . ?
C5 C4 C8 C11 126.29(14) . . . . ?
C3 C4 C8 C11 -54.88(16) . . . . ?
C5 C4 C8 C9 -114.41(14) . . . . ?
C3 C4 C8 C9 64.41(15) . . . . ?
O2 C12 O2 O2 121.1(5) 3_545 . . 4_655 ?
O2 C12 O2 O2 60.5(2) 2_645 . . 4_655 ?
O2 C12 O2 O2 -121.1(5) 4_655 . . 3_545 ?
O2 C12 O2 O2 -60.5(2) 2_645 . . 3_545 ?
O3A C13 O3A O3A -117.0(6) 3_545 . . 4_655 ?
O3A C13 O3A O3A -58.5(3) 2_645 . . 4_655 ?
O3B C13 O3A O3A -92.3(5) 3_545 . . 4_655 ?
O3B C13 O3A O3A 10.9(14) 4_655 . . 4_655 ?
O3B C13 O3A O3A -28.0(6) 2_645 . . 4_655 ?
O3B C13 O3A O3A -129.1(12) . . . 4_655 ?
O3A C13 O3A O3A 117.0(6) 4_655 . . 3_545 ?
O3A C13 O3A O3A 58.5(3) 2_645 . . 3_545 ?
O3B C13 O3A O3A 24.7(6) 3_545 . . 3_545 ?
O3B C13 O3A O3A 127.9(10) 4_655 . . 3_545 ?
O3B C13 O3A O3A 89.0(5) 2_645 . . 3_545 ?
O3B C13 O3A O3A -12.1(16) . . . 3_545 ?
O3A C13 O3B O3B -20.9(6) 4_655 . . 4_655 ?
O3A C13 O3B O3B 25.1(16) . . . 4_655 ?
O3A C13 O3B O3B -135.9(10) 3_545 . . 4_655 ?
O3A C13 O3B O3B -88.9(5) 2_645 . . 4_655 ?
O3B C13 O3B O3B -113.3(5) 3_545 . . 4_655 ?
O3B C13 O3B O3B -56.7(3) 2_645 . . 4_655 ?
O3A C13 O3B O3B 92.4(5) 4_655 . . 3_545 ?
O3A C13 O3B O3B 138.4(12) . . . 3_545 ?
O3A C13 O3B O3B -22.6(14) 3_545 . . 3_545 ?
O3A C13 O3B O3B 24.5(6) 2_645 . . 3_545 ?
O3B C13 O3B O3B 113.3(5) 4_655 . . 3_545 ?
O3B C13 O3B O3B 56.7(3) 2_645 . . 3_545 ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.046
_chemical_absolute_configuration ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1-PentOH-1-1
_database_code_depnum_ccdc_archive 'CCDC 1050717'
_audit_update_record             
;
2015-04-23 deposited with the CCDC.
2015-05-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C49 H68 O5'
_chemical_formula_weight         737.03

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'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'P 4/n'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'

_cell_length_a                   12.977(2)
_cell_length_b                   12.977(2)
_cell_length_c                   12.563(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2115.9(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5204
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      27.87

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             804
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6845
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_monochromator  'Bruker Helios multilayered confocal mirror'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11850
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_av_sigmaI/netI    0.0177
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.62
_diffrn_reflns_theta_max         27.50
_reflns_number_total             2439
_reflns_number_gt                2078
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
 Hydrogen atoms of calixarene except on aromatic rings, which were calculated
 as riding, were found in the difference Fourier map.
 The part containing (C12-C15, C16A-B, and O2A-B) was 
 refined as disordered PentOH molecule.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1374P)²+2.1819P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2439
_refine_ls_number_parameters     211
_refine_ls_number_restraints     128
_refine_ls_R_factor_all          0.0789
_refine_ls_R_factor_gt           0.0706
_refine_ls_wR_factor_ref         0.2205
_refine_ls_wR_factor_gt          0.2095
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.127
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.43224(14) 0.16211(14) -0.03035(15) 0.0132(4) Uani 1 1 d . . .
C2 C 0.49994(14) 0.23381(14) -0.07572(15) 0.0134(4) Uani 1 1 d . . .
C3 C 0.55244(14) 0.20616(14) -0.16763(16) 0.0146(4) Uani 1 1 d . . .
H1 H 0.5981 0.2531 -0.1977 0.018 Uiso 1 1 calc R . .
C4 C 0.53935(14) 0.11044(15) -0.21680(16) 0.0153(4) Uani 1 1 d . . .
C5 C 0.47040(14) 0.04171(14) -0.16930(16) 0.0147(4) Uani 1 1 d . . .
H2 H 0.4600 -0.0223 -0.2008 0.018 Uiso 1 1 calc R . .
C6 C 0.41666(14) 0.06571(14) -0.07641(15) 0.0133(4) Uani 1 1 d . . .
C7 C 0.60150(16) 0.08357(16) -0.31684(16) 0.0185(5) Uani 1 1 d . . .
C8 C 0.5669(2) -0.0190(2) -0.3653(2) 0.0316(6) Uani 1 1 d . . .
H16 H 0.607(3) -0.034(3) -0.434(3) 0.047(9) Uiso 1 1 d . . .
H8 H 0.490(3) -0.018(3) -0.383(3) 0.040(8) Uiso 1 1 d . . .
C9 C 0.5882(2) 0.1685(2) -0.40070(19) 0.0302(6) Uani 1 1 d . . .
H20 H 0.515(3) 0.171(3) -0.423(3) 0.043(9) Uiso 1 1 d . . .
H9 H 0.621(3) 0.242(3) -0.374(3) 0.041(9) Uiso 1 1 d . . .
C10 C 0.71613(17) 0.07542(19) -0.28722(19) 0.0251(5) Uani 1 1 d . . .
H18 H 0.756(3) 0.061(3) -0.348(3) 0.044(9) Uiso 1 1 d . . .
H10 H 0.742(2) 0.146(2) -0.258(2) 0.028(7) Uiso 1 1 d . . .
C11 C 0.51212(14) 0.34133(14) -0.03010(16) 0.0143(4) Uani 1 1 d . . .
H13 H 0.584(2) 0.368(2) -0.048(2) 0.022(6) Uiso 1 1 d . . .
H12 H 0.505(2) 0.342(2) 0.052(2) 0.022(7) Uiso 1 1 d . . .
O1 O 0.38365(11) 0.19011(11) 0.06365(11) 0.0166(4) Uani 1 1 d . . .
H14 H 0.318(3) 0.157(3) 0.067(3) 0.051(10) Uiso 1 1 d . . .
O2A O 0.2500 0.2500 -0.7564(7) 0.086(4) Uani 0.50 4 d SPDU A 1
C12 C 0.2500 0.2500 -0.6529(6) 0.0677(19) Uani 1 4 d SDU . .
C13 C 0.2265(16) 0.2870(12) -0.5445(6) 0.045(2) Uani 0.25 1 d PDU . .
C14 C 0.241(2) 0.2215(10) -0.4462(8) 0.052(4) Uani 0.25 1 d PDU . .
C15 C 0.2793(14) 0.2850(13) -0.3512(7) 0.057(3) Uani 0.25 1 d PDU . .
C16A C 0.2500 0.2500 -0.2406(8) 0.040(2) Uani 0.50 4 d SPDU . 1
C16B C 0.300(2) 0.211(3) -0.7529(12) 0.063(5) Uani 0.125 1 d PDU . 2
O2B O 0.3727(14) 0.3211(19) -0.3198(19) 0.073(5) Uani 0.125 1 d PDU B 2
H17 H 0.727(3) 0.020(3) -0.237(3) 0.044(9) Uiso 1 1 d . . .
H15 H 0.580(2) -0.075(3) -0.313(3) 0.035(8) Uiso 1 1 d . . .
H19 H 0.626(3) 0.145(3) -0.467(3) 0.054(10) Uiso 1 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O1 1.387(2) . ?
C1 C6 1.393(3) . ?
C1 C2 1.401(3) . ?
C2 C3 1.388(3) . ?
C2 C11 1.517(3) . ?
C3 C4 1.398(3) . ?
C3 H1 0.9300 . ?
C4 C5 1.397(3) . ?
C4 C7 1.534(3) . ?
C5 C6 1.395(3) . ?
C5 H2 0.9300 . ?
C6 C11 1.521(3) 4 ?
C7 C8 1.531(3) . ?
C7 C9 1.535(3) . ?
C7 C10 1.537(3) . ?
C8 H16 1.03(4) . ?
C8 H8 1.02(3) . ?
C8 H15 1.00(3) . ?
C9 H20 0.99(4) . ?
C9 H9 1.10(3) . ?
C9 H19 1.01(4) . ?
C10 H18 0.95(4) . ?
C10 H10 1.04(3) . ?
C10 H17 0.97(4) . ?
C11 C6 1.521(3) 3 ?
C11 H13 1.02(3) . ?
C11 H12 1.03(3) . ?
O1 H14 0.96(4) . ?
O2A C12 1.301(8) . ?
C12 C13 1.476(6) . ?
C12 C13 1.476(6) 2 ?
C12 C13 1.476(6) 4 ?
C12 C13 1.476(6) 3 ?
C12 C16B 1.504(7) 2 ?
C12 C16B 1.504(7) 4 ?
C12 C16B 1.504(7) . ?
C12 C16B 1.504(7) 3 ?
C13 C13 0.805(13) 4 ?
C13 C13 0.805(13) 3 ?
C13 C13 1.138(19) 2 ?
C13 C14 1.289(8) 4 ?
C13 C14 1.310(18) 2 ?
C13 C14 1.511(7) . ?
C13 C14 1.530(14) 3 ?
C14 C14 0.549(15) 4 ?
C14 C14 0.549(15) 3 ?
C14 C14 0.78(2) 2 ?
C14 C15 1.225(14) 2 ?
C14 C13 1.289(8) 3 ?
C14 C13 1.310(18) 2 ?
C14 C15 1.324(12) 4 ?
C14 C15 1.449(19) 3 ?
C14 C13 1.530(14) 4 ?
C14 C15 1.534(7) . ?
C15 C15 0.837(14) 4 ?
C15 C15 0.837(14) 3 ?
C15 C15 1.18(2) 2 ?
C15 C14 1.225(14) 2 ?
C15 C14 1.324(12) 3 ?
C15 O2B 1.359(9) . ?
C15 C14 1.449(19) 4 ?
C15 C16A 1.510(7) . ?
C15 O2B 1.77(3) 3 ?
C16A C15 1.510(7) 2 ?
C16A C15 1.510(7) 4 ?
C16A C15 1.510(7) 3 ?
C16B C16B 1.17(3) 4 ?
C16B C16B 1.17(3) 3 ?
C16B C16B 1.65(4) 2 ?
O2B C15 1.77(3) 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
O1 C1 C6 121.53(17) . . ?
O1 C1 C2 117.22(16) . . ?
C6 C1 C2 121.23(18) . . ?
C3 C2 C1 118.34(17) . . ?
C3 C2 C11 120.07(17) . . ?
C1 C2 C11 121.52(17) . . ?
C2 C3 C4 122.54(17) . . ?
C2 C3 H1 118.7 . . ?
C4 C3 H1 118.7 . . ?
C5 C4 C3 117.16(18) . . ?
C5 C4 C7 122.79(17) . . ?
C3 C4 C7 120.03(17) . . ?
C6 C5 C4 122.34(18) . . ?
C6 C5 H2 118.8 . . ?
C4 C5 H2 118.8 . . ?
C1 C6 C5 118.40(17) . . ?
C1 C6 C11 122.04(17) . 4 ?
C5 C6 C11 119.54(17) . 4 ?
C8 C7 C4 111.68(17) . . ?
C8 C7 C9 108.5(2) . . ?
C4 C7 C9 109.88(18) . . ?
C8 C7 C10 108.71(19) . . ?
C4 C7 C10 109.04(17) . . ?
C9 C7 C10 108.94(19) . . ?
C7 C8 H16 110(2) . . ?
C7 C8 H8 111.0(19) . . ?
H16 C8 H8 109(3) . . ?
C7 C8 H15 108.5(18) . . ?
H16 C8 H15 110(3) . . ?
H8 C8 H15 109(3) . . ?
C7 C9 H20 109(2) . . ?
C7 C9 H9 111.7(18) . . ?
H20 C9 H9 115(3) . . ?
C7 C9 H19 107(2) . . ?
H20 C9 H19 104(3) . . ?
H9 C9 H19 109(3) . . ?
C7 C10 H18 110(2) . . ?
C7 C10 H10 109.6(16) . . ?
H18 C10 H10 107(3) . . ?
C7 C10 H17 111(2) . . ?
H18 C10 H17 107(3) . . ?
H10 C10 H17 112(3) . . ?
C2 C11 C6 112.18(15) . 3 ?
C2 C11 H13 108.9(15) . . ?
C6 C11 H13 107.7(16) 3 . ?
C2 C11 H12 112.1(15) . . ?
C6 C11 H12 108.6(15) 3 . ?
H13 C11 H12 107(2) . . ?
C1 O1 H14 109(2) . . ?
O2A C12 C13 157.3(4) . . ?
O2A C12 C13 157.3(4) . 2 ?
C13 C12 C13 45.4(7) . 2 ?
O2A C12 C13 157.3(4) . 4 ?
C13 C12 C13 31.6(5) . 4 ?
C13 C12 C13 31.6(5) 2 4 ?
O2A C12 C13 157.3(4) . 3 ?
C13 C12 C13 31.7(5) . 3 ?
C13 C12 C13 31.6(5) 2 3 ?
C13 C12 C13 45.4(7) 4 3 ?
O2A C12 C16B 33.4(10) . 2 ?
C13 C12 C16B 124.8(11) . 2 ?
C13 C12 C16B 166.1(14) 2 2 ?
C13 C12 C16B 147.2(16) 4 2 ?
C13 C12 C16B 134.4(13) 3 2 ?
O2A C12 C16B 33.4(10) . 4 ?
C13 C12 C16B 147.2(16) . 4 ?
C13 C12 C16B 134.4(13) 2 4 ?
C13 C12 C16B 166.1(14) 4 4 ?
C13 C12 C16B 124.8(11) 3 4 ?
C16B C12 C16B 45.8(12) 2 4 ?
O2A C12 C16B 33.4(10) . . ?
C13 C12 C16B 166.1(14) . . ?
C13 C12 C16B 124.8(11) 2 . ?
C13 C12 C16B 134.4(13) 4 . ?
C13 C12 C16B 147.2(16) 3 . ?
C16B C12 C16B 66.7(19) 2 . ?
C16B C12 C16B 45.8(12) 4 . ?
O2A C12 C16B 33.4(10) . 3 ?
C13 C12 C16B 134.4(13) . 3 ?
C13 C12 C16B 147.2(16) 2 3 ?
C13 C12 C16B 124.8(11) 4 3 ?
C13 C12 C16B 166.1(14) 3 3 ?
C16B C12 C16B 45.8(12) 2 3 ?
C16B C12 C16B 66.7(19) 4 3 ?
C16B C12 C16B 45.8(12) . 3 ?
C13 C13 C13 90.002(5) 4 3 ?
C13 C13 C13 45.002(4) 4 2 ?
C13 C13 C13 45.000(2) 3 2 ?
C13 C13 C14 89.3(6) 4 4 ?
C13 C13 C14 73.4(13) 3 4 ?
C13 C13 C14 77.9(9) 2 4 ?
C13 C13 C14 70.5(12) 4 2 ?
C13 C13 C14 89.3(6) 3 2 ?
C13 C13 C14 75.8(10) 2 2 ?
C14 C13 C14 24.4(8) 4 2 ?
C13 C13 C12 74.2(3) 4 . ?
C13 C13 C12 74.2(3) 3 . ?
C13 C13 C12 67.3(4) 2 . ?
C14 C13 C12 143.4(13) 4 . ?
C14 C13 C12 140.8(14) 2 . ?
C13 C13 C14 75.9(11) 4 . ?
C13 C13 C14 58.5(5) 3 . ?
C13 C13 C14 57.2(10) 2 . ?
C14 C13 C14 20.7(6) 4 . ?
C14 C13 C14 30.9(9) 2 . ?
C12 C13 C14 123.1(10) . . ?
C13 C13 C14 58.9(6) 4 3 ?
C13 C13 C14 73.4(10) 3 3 ?
C13 C13 C14 55.5(7) 2 3 ?
C14 C13 C14 30.5(9) 4 3 ?
C14 C13 C14 20.5(6) 2 3 ?
C12 C13 C14 121.8(8) . 3 ?
C14 C13 C14 20.8(6) . 3 ?
C14 C14 C14 90.003(10) 4 3 ?
C14 C14 C14 45.006(13) 4 2 ?
C14 C14 C14 44.997(5) 3 2 ?
C14 C14 C15 88(2) 4 2 ?
C14 C14 C15 102.8(10) 3 2 ?
C14 C14 C15 97.5(12) 2 2 ?
C14 C14 C13 80.0(19) 4 3 ?
C14 C14 C13 103.1(6) 3 3 ?
C14 C14 C13 92.2(14) 2 3 ?
C15 C14 C13 151(3) 2 3 ?
C14 C14 C13 102.9(6) 4 2 ?
C14 C14 C13 75.6(17) 3 2 ?
C14 C14 C13 89.0(15) 2 2 ?
C15 C14 C13 169(3) 2 2 ?
C13 C14 C13 36.1(7) 3 2 ?
C14 C14 C15 101.8(11) 4 4 ?
C14 C14 C15 68(2) 3 4 ?
C14 C14 C15 83(2) 2 4 ?
C15 C14 C15 38.1(7) 2 4 ?
C13 C14 C15 170(2) 3 4 ?
C13 C14 C15 135(2) 2 4 ?
C14 C14 C15 55.5(7) 4 3 ?
C14 C14 C15 88.2(19) 3 3 ?
C14 C14 C15 65.0(19) 2 3 ?
C15 C14 C15 35.2(8) 2 3 ?
C13 C14 C15 134(2) 3 3 ?
C13 C14 C15 153.5(15) 2 3 ?
C15 C14 C15 50.3(9) 4 3 ?
C14 C14 C13 56.2(5) 4 . ?
C14 C14 C13 81.5(16) 3 . ?
C14 C14 C13 60.1(14) 2 . ?
C15 C14 C13 144(2) 2 . ?
C13 C14 C13 32.2(6) 3 . ?
C13 C14 C13 46.9(8) 2 . ?
C15 C14 C13 142.6(16) 4 . ?
C15 C14 C13 110.7(14) 3 . ?
C14 C14 C13 77.7(15) 4 4 ?
C14 C14 C13 56.6(6) 3 4 ?
C14 C14 C13 57.4(10) 2 4 ?
C15 C14 C13 154.3(12) 2 4 ?
C13 C14 C13 46.7(8) 3 4 ?
C13 C14 C13 31.7(6) 2 4 ?
C15 C14 C13 124.2(19) 4 4 ?
C15 C14 C13 121.9(15) 3 4 ?
C13 C14 C13 30.7(5) . 4 ?
C14 C14 C15 70.8(19) 4 . ?
C14 C14 C15 57.7(10) 3 . ?
C14 C14 C15 52.4(10) 2 . ?
C15 C14 C15 49.3(9) 2 . ?
C13 C14 C15 144.1(13) 3 . ?
C13 C14 C15 132.4(16) 2 . ?
C15 C14 C15 33.0(6) 4 . ?
C15 C14 C15 32.4(6) 3 . ?
C13 C14 C15 112.0(11) . . ?
C13 C14 C15 105.3(9) 4 . ?
C15 C15 C15 89.999(4) 4 3 ?
C15 C15 C15 44.999(1) 4 2 ?
C15 C15 C15 45.000(3) 3 2 ?
C15 C15 C14 87.2(9) 4 2 ?
C15 C15 C14 77.4(14) 3 2 ?
C15 C15 C14 79.1(9) 2 2 ?
C15 C15 C14 64.5(13) 4 3 ?
C15 C15 C14 87.4(8) 3 3 ?
C15 C15 C14 70.4(14) 2 3 ?
C14 C15 C14 24.5(8) 2 3 ?
C15 C15 O2B 105(3) 4 . ?
C15 C15 O2B 157(2) 3 . ?
C15 C15 O2B 147(3) 2 . ?
C14 C15 O2B 119.8(18) 2 . ?
C14 C15 O2B 114.7(13) 3 . ?
C15 C15 C14 79.3(12) 4 4 ?
C15 C15 C14 57.6(5) 3 4 ?
C15 C15 C14 59.4(12) 2 4 ?
C14 C15 C14 21.7(7) 2 4 ?
C14 C15 C14 32.1(9) 3 4 ?
O2B C15 C14 141.3(15) . 4 ?
C15 C15 C16A 73.9(3) 4 . ?
C15 C15 C16A 73.9(3) 3 . ?
C15 C15 C16A 66.9(4) 2 . ?
C14 C15 C16A 145.3(13) 2 . ?
C14 C15 C16A 134.3(16) 3 . ?
O2B C15 C16A 93.5(13) . . ?
C14 C15 C16A 123.9(12) 4 . ?
C15 C15 C14 59.6(7) 4 . ?
C15 C15 C14 68.2(12) 3 . ?
C15 C15 C14 51.7(7) 2 . ?
C14 C15 C14 30.1(9) 2 . ?
C14 C15 C14 20.5(6) 3 . ?
O2B C15 C14 134.5(14) . . ?
C14 C15 C14 21.0(6) 4 . ?
C16A C15 C14 118.2(8) . . ?
C15 C15 O2B 135(2) 4 3 ?
C15 C15 O2B 48(2) 3 3 ?
C15 C15 O2B 91(2) 2 3 ?
C14 C15 O2B 96(2) 2 3 ?
C14 C15 O2B 118.2(16) 3 3 ?
O2B C15 O2B 111.7(10) . 3 ?
C14 C15 O2B 87.3(14) 4 3 ?
C16A C15 O2B 78.7(9) . 3 ?
C14 C15 O2B 106.2(15) . 3 ?
C15 C16A C15 46.2(8) 2 . ?
C15 C16A C15 32.2(5) 2 4 ?
C15 C16A C15 32.2(5) . 4 ?
C15 C16A C15 32.2(5) 2 3 ?
C15 C16A C15 32.2(5) . 3 ?
C15 C16A C15 46.2(8) 4 3 ?
C16B C16B C16B 90.001(5) 4 3 ?
C16B C16B C12 67.1(6) 4 . ?
C16B C16B C12 67.1(6) 3 . ?
C16B C16B C16B 45.001(5) 4 2 ?
C16B C16B C16B 45.001(3) 3 2 ?
C12 C16B C16B 56.6(10) . 2 ?
C15 O2B C15 27.1(11) . 4 ?

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
O1 C1 C2 C3 177.64(15) . . . . ?
C6 C1 C2 C3 -0.7(3) . . . . ?
O1 C1 C2 C11 -5.7(3) . . . . ?
C6 C1 C2 C11 176.01(17) . . . . ?
C1 C2 C3 C4 0.7(3) . . . . ?
C11 C2 C3 C4 -176.01(17) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
C2 C3 C4 C7 -178.60(17) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
C7 C4 C5 C6 177.93(17) . . . . ?
O1 C1 C6 C5 -178.15(16) . . . . ?
C2 C1 C6 C5 0.1(3) . . . . ?
O1 C1 C6 C11 3.4(3) . . . 4 ?
C2 C1 C6 C11 -178.31(16) . . . 4 ?
C4 C5 C6 C1 0.5(3) . . . . ?
C4 C5 C6 C11 178.93(17) . . . 4 ?
C5 C4 C7 C8 8.3(3) . . . . ?
C3 C4 C7 C8 -173.4(2) . . . . ?
C5 C4 C7 C9 128.8(2) . . . . ?
C3 C4 C7 C9 -52.9(2) . . . . ?
C5 C4 C7 C10 -111.9(2) . . . . ?
C3 C4 C7 C10 66.5(2) . . . . ?
C3 C2 C11 C6 88.9(2) . . . 3 ?
C1 C2 C11 C6 -87.7(2) . . . 3 ?
O2A C12 C13 C13 -132.70(8) . . . 4 ?
C13 C12 C13 C13 47.31(8) 2 . . 4 ?
C13 C12 C13 C13 94.61(16) 3 . . 4 ?
C16B C12 C13 C13 -146(2) 2 . . 4 ?
C16B C12 C13 C13 154(3) 4 . . 4 ?
C16B C12 C13 C13 -2(8) . . . 4 ?
C16B C12 C13 C13 -86(3) 3 . . 4 ?
O2A C12 C13 C13 132.70(7) . . . 3 ?
C13 C12 C13 C13 -47.30(8) 2 . . 3 ?
C13 C12 C13 C13 -94.61(15) 4 . . 3 ?
C16B C12 C13 C13 120(2) 2 . . 3 ?
C16B C12 C13 C13 59(3) 4 . . 3 ?
C16B C12 C13 C13 -97(8) . . . 3 ?
C16B C12 C13 C13 179(3) 3 . . 3 ?
O2A C12 C13 C13 180.000(5) . . . 2 ?
C13 C12 C13 C13 -47.31(8) 4 . . 2 ?
C13 C12 C13 C13 47.30(8) 3 . . 2 ?
C16B C12 C13 C13 167(2) 2 . . 2 ?
C16B C12 C13 C13 107(3) 4 . . 2 ?
C16B C12 C13 C13 -49(8) . . . 2 ?
C16B C12 C13 C13 -133(3) 3 . . 2 ?
O2A C12 C13 C14 161.1(15) . . . 4 ?
C13 C12 C13 C14 -18.9(15) 2 . . 4 ?
C13 C12 C13 C14 -66.2(15) 4 . . 4 ?
C13 C12 C13 C14 28.4(16) 3 . . 4 ?
C16B C12 C13 C14 148(3) 2 . . 4 ?
C16B C12 C13 C14 88(4) 4 . . 4 ?
C16B C12 C13 C14 -68(8) . . . 4 ?
C16B C12 C13 C14 -152(3) 3 . . 4 ?
O2A C12 C13 C14 -158.9(10) . . . 2 ?
C13 C12 C13 C14 21.1(10) 2 . . 2 ?
C13 C12 C13 C14 -26.2(10) 4 . . 2 ?
C13 C12 C13 C14 68.4(10) 3 . . 2 ?
C16B C12 C13 C14 -172(3) 2 . . 2 ?
C16B C12 C13 C14 128(3) 4 . . 2 ?
C16B C12 C13 C14 -28(8) . . . 2 ?
C16B C12 C13 C14 -112(3) 3 . . 2 ?
O2A C12 C13 C14 166.4(10) . . . . ?
C13 C12 C13 C14 -13.6(10) 2 . . . ?
C13 C12 C13 C14 -60.9(10) 4 . . . ?
C13 C12 C13 C14 33.7(10) 3 . . . ?
C16B C12 C13 C14 154(2) 2 . . . ?
C16B C12 C13 C14 93(3) 4 . . . ?
C16B C12 C13 C14 -63(7) . . . . ?
C16B C12 C13 C14 -147(3) 3 . . . ?
O2A C12 C13 C14 -169.0(12) . . . 3 ?
C13 C12 C13 C14 11.0(12) 2 . . 3 ?
C13 C12 C13 C14 -36.3(12) 4 . . 3 ?
C13 C12 C13 C14 58.3(12) 3 . . 3 ?
C16B C12 C13 C14 178(2) 2 . . 3 ?
C16B C12 C13 C14 118(3) 4 . . 3 ?
C16B C12 C13 C14 -38(8) . . . 3 ?
C16B C12 C13 C14 -122(3) 3 . . 3 ?
C13 C13 C14 C14 129(5) 4 . . 4 ?
C13 C13 C14 C14 -132(5) 3 . . 4 ?
C13 C13 C14 C14 174(5) 2 . . 4 ?
C14 C13 C14 C14 53.4(6) 2 . . 4 ?
C12 C13 C14 C14 -171(4) . . . 4 ?
C14 C13 C14 C14 95.8(12) 3 . . 4 ?
C13 C13 C14 C14 33(3) 4 . . 3 ?
C13 C13 C14 C14 132(4) 3 . . 3 ?
C13 C13 C14 C14 78(4) 2 . . 3 ?
C14 C13 C14 C14 -95.8(12) 4 . . 3 ?
C14 C13 C14 C14 -42.4(6) 2 . . 3 ?
C12 C13 C14 C14 93(3) . . . 3 ?
C13 C13 C14 C14 75(4) 4 . . 2 ?
C13 C13 C14 C14 174(5) 3 . . 2 ?
C13 C13 C14 C14 121(4) 2 . . 2 ?
C14 C13 C14 C14 -53.4(6) 4 . . 2 ?
C12 C13 C14 C14 136(3) . . . 2 ?
C14 C13 C14 C14 42.4(6) 3 . . 2 ?
C13 C13 C14 C15 133(3) 4 . . 2 ?
C13 C13 C14 C15 -128(3) 3 . . 2 ?
C13 C13 C14 C15 178(3) 2 . . 2 ?
C14 C13 C14 C15 4(3) 4 . . 2 ?
C14 C13 C14 C15 58(2) 2 . . 2 ?
C12 C13 C14 C15 -167(2) . . . 2 ?
C14 C13 C14 C15 100(2) 3 . . 2 ?
C13 C13 C14 C13 -98.8(8) 4 . . 3 ?
C13 C13 C14 C13 -53.7(4) 2 . . 3 ?
C14 C13 C14 C13 132(5) 4 . . 3 ?
C14 C13 C14 C13 -174(5) 2 . . 3 ?
C12 C13 C14 C13 -38.7(12) . . . 3 ?
C14 C13 C14 C13 -132(4) 3 . . 3 ?
C13 C13 C14 C13 -45.1(5) 4 . . 2 ?
C13 C13 C14 C13 53.7(4) 3 . . 2 ?
C14 C13 C14 C13 -174(5) 4 . . 2 ?
C14 C13 C14 C13 -121(4) 2 . . 2 ?
C12 C13 C14 C13 15.0(10) . . . 2 ?
C14 C13 C14 C13 -78(4) 3 . . 2 ?
C13 C13 C14 C15 67(3) 4 . . 4 ?
C13 C13 C14 C15 166(4) 3 . . 4 ?
C13 C13 C14 C15 112(4) 2 . . 4 ?
C14 C13 C14 C15 -61.9(17) 4 . . 4 ?
C14 C13 C14 C15 -8.5(15) 2 . . 4 ?
C12 C13 C14 C15 127(3) . . . 4 ?
C14 C13 C14 C15 33.9(12) 3 . . 4 ?
C13 C13 C14 C15 118(2) 4 . . 3 ?
C13 C13 C14 C15 -143(3) 3 . . 3 ?
C13 C13 C14 C15 163(2) 2 . . 3 ?
C14 C13 C14 C15 -11(3) 4 . . 3 ?
C14 C13 C14 C15 42(3) 2 . . 3 ?
C12 C13 C14 C15 178.0(16) . . . 3 ?
C14 C13 C14 C15 85(2) 3 . . 3 ?
C13 C13 C14 C13 98.8(8) 3 . . 4 ?
C13 C13 C14 C13 45.1(5) 2 . . 4 ?
C14 C13 C14 C13 -129(5) 4 . . 4 ?
C14 C13 C14 C13 -75(4) 2 . . 4 ?
C12 C13 C14 C13 60.1(5) . . . 4 ?
C14 C13 C14 C13 -33(3) 3 . . 4 ?
C13 C13 C14 C15 83(2) 4 . . . ?
C13 C13 C14 C15 -178(3) 3 . . . ?
C13 C13 C14 C15 128(2) 2 . . . ?
C14 C13 C14 C15 -46(3) 4 . . . ?
C14 C13 C14 C15 8(3) 2 . . . ?
C12 C13 C14 C15 143.1(17) . . . . ?
C14 C13 C14 C15 50(2) 3 . . . ?
C14 C14 C15 C15 159(5) 4 . . 4 ?
C14 C14 C15 C15 -98(6) 3 . . 4 ?
C14 C14 C15 C15 -154(6) 2 . . 4 ?
C15 C14 C15 C15 54.5(4) 2 . . 4 ?
C13 C14 C15 C15 -164(4) 3 . . 4 ?
C13 C14 C15 C15 -111(3) 2 . . 4 ?
C15 C14 C15 C15 103.6(6) 3 . . 4 ?
C13 C14 C15 C15 -162(3) . . . 4 ?
C13 C14 C15 C15 -130(3) 4 . . 4 ?
C14 C14 C15 C15 55(4) 4 . . 3 ?
C14 C14 C15 C15 158(5) 3 . . 3 ?
C14 C14 C15 C15 103(5) 2 . . 3 ?
C15 C14 C15 C15 -49.1(8) 2 . . 3 ?
C13 C14 C15 C15 93(4) 3 . . 3 ?
C13 C14 C15 C15 145(3) 2 . . 3 ?
C15 C14 C15 C15 -103.6(6) 4 . . 3 ?
C13 C14 C15 C15 94(3) . . . 3 ?
C13 C14 C15 C15 126(3) 4 . . 3 ?
C14 C14 C15 C15 104(5) 4 . . 2 ?
C14 C14 C15 C15 -153(6) 3 . . 2 ?
C14 C14 C15 C15 152(6) 2 . . 2 ?
C13 C14 C15 C15 142(4) 3 . . 2 ?
C13 C14 C15 C15 -166(3) 2 . . 2 ?
C15 C14 C15 C15 -54.5(4) 4 . . 2 ?
C15 C14 C15 C15 49.1(8) 3 . . 2 ?
C13 C14 C15 C15 143(3) . . . 2 ?
C13 C14 C15 C15 175(3) 4 . . 2 ?
C14 C14 C15 C14 -47.4(11) 4 . . 2 ?
C14 C14 C15 C14 55.3(4) 3 . . 2 ?
C15 C14 C15 C14 -152(6) 2 . . 2 ?
C13 C14 C15 C14 -10(3) 3 . . 2 ?
C13 C14 C15 C14 43(3) 2 . . 2 ?
C15 C14 C15 C14 154(6) 4 . . 2 ?
C15 C14 C15 C14 -103(5) 3 . . 2 ?
C13 C14 C15 C14 -8(3) . . . 2 ?
C13 C14 C15 C14 23(3) 4 . . 2 ?
C14 C14 C15 C14 -102.7(9) 4 . . 3 ?
C14 C14 C15 C14 -55.3(4) 2 . . 3 ?
C15 C14 C15 C14 153(6) 2 . . 3 ?
C13 C14 C15 C14 -65(2) 3 . . 3 ?
C13 C14 C15 C14 -13(3) 2 . . 3 ?
C15 C14 C15 C14 98(6) 4 . . 3 ?
C15 C14 C15 C14 -158(5) 3 . . 3 ?
C13 C14 C15 C14 -64(3) . . . 3 ?
C13 C14 C15 C14 -32(3) 4 . . 3 ?
C14 C14 C15 O2B -120(4) 4 . . . ?
C14 C14 C15 O2B -17(5) 3 . . . ?
C14 C14 C15 O2B -72(5) 2 . . . ?
C15 C14 C15 O2B 136(4) 2 . . . ?
C13 C14 C15 O2B -82(4) 3 . . . ?
C13 C14 C15 O2B -30(4) 2 . . . ?
C15 C14 C15 O2B 82(4) 4 . . . ?
C15 C14 C15 O2B -175(4) 3 . . . ?
C13 C14 C15 O2B -81(3) . . . . ?
C13 C14 C15 O2B -49(3) 4 . . . ?
C14 C14 C15 C14 102.7(9) 3 . . 4 ?
C14 C14 C15 C14 47.4(11) 2 . . 4 ?
C15 C14 C15 C14 -104(5) 2 . . 4 ?
C13 C14 C15 C14 37.4(19) 3 . . 4 ?
C13 C14 C15 C14 90.1(18) 2 . . 4 ?
C15 C14 C15 C14 -159(5) 4 . . 4 ?
C15 C14 C15 C14 -55(4) 3 . . 4 ?
C13 C14 C15 C14 39.1(19) . . . 4 ?
C13 C14 C15 C14 71(2) 4 . . 4 ?
C14 C14 C15 C16A 112(3) 4 . . . ?
C14 C14 C15 C16A -146(4) 3 . . . ?
C14 C14 C15 C16A 159(5) 2 . . . ?
C15 C14 C15 C16A 7.3(16) 2 . . . ?
C13 C14 C15 C16A 149(3) 3 . . . ?
C13 C14 C15 C16A -158(2) 2 . . . ?
C15 C14 C15 C16A -47.2(13) 4 . . . ?
C15 C14 C15 C16A 56.4(8) 3 . . . ?
C13 C14 C15 C16A 150.8(19) . . . . ?
C13 C14 C15 C16A -177.5(19) 4 . . . ?
C14 C14 C15 O2B 26(3) 4 . . 3 ?
C14 C14 C15 O2B 129(4) 3 . . 3 ?
C14 C14 C15 O2B 73(4) 2 . . 3 ?
C15 C14 C15 O2B -78(2) 2 . . 3 ?
C13 C14 C15 O2B 63(3) 3 . . 3 ?
C13 C14 C15 O2B 116(2) 2 . . 3 ?
C15 C14 C15 O2B -133(2) 4 . . 3 ?
C15 C14 C15 O2B -29.3(17) 3 . . 3 ?
C13 C14 C15 O2B 65.1(18) . . . 3 ?
C13 C14 C15 O2B 96.8(18) 4 . . 3 ?
C15 C15 C16A C15 -47.39(8) 4 . . 2 ?
C15 C15 C16A C15 47.39(8) 3 . . 2 ?
C14 C15 C16A C15 12(2) 2 . . 2 ?
C14 C15 C16A C15 -22.3(8) 3 . . 2 ?
O2B C15 C16A C15 -152(3) . . . 2 ?
C14 C15 C16A C15 17.4(11) 4 . . 2 ?
C14 C15 C16A C15 -6.2(14) . . . 2 ?
O2B C15 C16A C15 96(2) 3 . . 2 ?
C15 C15 C16A C15 94.77(17) 3 . . 4 ?
C15 C15 C16A C15 47.39(8) 2 . . 4 ?
C14 C15 C16A C15 60(2) 2 . . 4 ?
C14 C15 C16A C15 25.1(9) 3 . . 4 ?
O2B C15 C16A C15 -105(3) . . . 4 ?
C14 C15 C16A C15 64.8(11) 4 . . 4 ?
C14 C15 C16A C15 41.2(14) . . . 4 ?
O2B C15 C16A C15 144(2) 3 . . 4 ?
C15 C15 C16A C15 -94.77(17) 4 . . 3 ?
C15 C15 C16A C15 -47.39(9) 2 . . 3 ?
C14 C15 C16A C15 -35(2) 2 . . 3 ?
C14 C15 C16A C15 -69.7(8) 3 . . 3 ?
O2B C15 C16A C15 160(3) . . . 3 ?
C14 C15 C16A C15 -30.0(11) 4 . . 3 ?
C14 C15 C16A C15 -53.6(14) . . . 3 ?
O2B C15 C16A C15 49(2) 3 . . 3 ?
O2A C12 C16B C16B -50.1(3) . . . 4 ?
C13 C12 C16B C16B 162(5) . . . 4 ?
C13 C12 C16B C16B 120.9(17) 2 . . 4 ?
C13 C12 C16B C16B 160.5(16) 4 . . 4 ?
C13 C12 C16B C16B 87.6(13) 3 . . 4 ?
C16B C12 C16B C16B -50.1(3) 2 . . 4 ?
C16B C12 C16B C16B -100.3(6) 3 . . 4 ?
O2A C12 C16B C16B 50.1(3) . . . 3 ?
C13 C12 C16B C16B -98(4) . . . 3 ?
C13 C12 C16B C16B -138.8(18) 2 . . 3 ?
C13 C12 C16B C16B -99.2(14) 4 . . 3 ?
C13 C12 C16B C16B -172.1(17) 3 . . 3 ?
C16B C12 C16B C16B 50.1(3) 2 . . 3 ?
C16B C12 C16B C16B 100.3(6) 4 . . 3 ?
O2A C12 C16B C16B 0.001(7) . . . 2 ?
C13 C12 C16B C16B -148(5) . . . 2 ?
C13 C12 C16B C16B 171.1(17) 2 . . 2 ?
C13 C12 C16B C16B -149.4(15) 4 . . 2 ?
C13 C12 C16B C16B 137.8(15) 3 . . 2 ?
C16B C12 C16B C16B 50.1(3) 4 . . 2 ?
C16B C12 C16B C16B -50.1(3) 3 . . 2 ?
C15 C15 O2B C15 130(6) 3 . . 4 ?
C15 C15 O2B C15 23(2) 2 . . 4 ?
C14 C15 O2B C15 -96(3) 2 . . 4 ?
C14 C15 O2B C15 -69(2) 3 . . 4 ?
C14 C15 O2B C15 -92(3) 4 . . 4 ?
C16A C15 O2B C15 74.3(4) . . . 4 ?
C14 C15 O2B C15 -62(3) . . . 4 ?
O2B C15 O2B C15 153.5(15) 3 . . 4 ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.126
_refine_diff_density_min         -1.395
_refine_diff_density_rms         0.085
_chemical_absolute_configuration ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1-PentOH-2-1
_database_code_depnum_ccdc_archive 'CCDC 1050718'
_audit_update_record             
;
2015-04-23 deposited with the CCDC.
2015-05-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46.50 H62 O4.50'
_chemical_formula_weight         692.96

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'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'P 4/n n c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'x, -y+1/2, -z+1/2'
'-x+1/2, y, -z+1/2'
'-y+1/2, -x+1/2, -z+1/2'
'y, x, -z+1/2'
'y, -x+1/2, z'
'-y+1/2, x, z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'-x, y-1/2, z-1/2'
'x-1/2, -y, z-1/2'
'y-1/2, x-1/2, z-1/2'
'-y, -x, z-1/2'
'-y, x-1/2, -z'
'y-1/2, -x, -z'

_cell_length_a                   12.8494(13)
_cell_length_b                   12.8494(13)
_cell_length_c                   25.110(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4145.8(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6352
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      27.68

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.110
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1508
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6744
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_monochromator  'Bruker Helios multilayered confocal mirror'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21539
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_sigmaI/netI    0.0196
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.62
_diffrn_reflns_theta_max         27.50
_reflns_number_total             2402
_reflns_number_gt                2000
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
 Hydrogen atoms of calixarene except on aromatic rings,
 which were calculated as riding, were found in the difference Fourier map.
 The part containing (C12-14 and O2) was refined as
 partial structure of PentOH molecule.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2402
_refine_ls_number_parameters     174
_refine_ls_number_restraints     51
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0579
_refine_ls_wR_factor_ref         0.1948
_refine_ls_wR_factor_gt          0.1849
_refine_ls_goodness_of_fit_ref   1.560
_refine_ls_restrained_S_all      1.604
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.06733(12) 0.15762(12) 0.51924(6) 0.0127(4) Uani 1 1 d . . .
C2 C 0.08365(11) 0.05983(11) 0.54181(6) 0.0120(4) Uani 1 1 d . . .
C3 C 0.02626(11) 0.03282(11) 0.58678(6) 0.0131(4) Uani 1 1 d . . .
H1 H 0.0367 -0.0323 0.6020 0.016 Uiso 1 1 calc R . .
C4 C -0.04641(11) 0.10000(12) 0.60988(6) 0.0134(4) Uani 1 1 d . . .
C5 C -0.05738(11) 0.19832(12) 0.58655(6) 0.0137(4) Uani 1 1 d . . .
H2 H -0.1037 0.2453 0.6018 0.016 Uiso 1 1 calc R . .
C6 C -0.00239(11) 0.22897(11) 0.54168(6) 0.0123(4) Uani 1 1 d . . .
C7 C -0.11393(13) 0.07019(12) 0.65780(6) 0.0180(4) Uani 1 1 d . . .
C8 C -0.09022(19) 0.14356(17) 0.70441(8) 0.0333(5) Uani 1 1 d . . .
H18 H -0.1068(18) 0.2220(18) 0.6898(9) 0.036(6) Uiso 1 1 d . . .
H8 H -0.015(2) 0.135(2) 0.7142(11) 0.060(8) Uiso 1 1 d . . .
C9 C -0.22966(14) 0.08001(16) 0.64259(8) 0.0273(5) Uani 1 1 d . . .
H20 H -0.2500(19) 0.0253(19) 0.6132(9) 0.036(6) Uiso 1 1 d . . .
H9 H -0.2727(17) 0.0671(16) 0.6726(8) 0.027(5) Uiso 1 1 d . . .
C10 C -0.09546(16) -0.04220(15) 0.67576(8) 0.0286(5) Uani 1 1 d . . .
H22 H -0.0204(19) -0.0531(18) 0.6876(10) 0.042(7) Uiso 1 1 d . . .
H10 H -0.1059(15) -0.0959(16) 0.6463(7) 0.021(5) Uiso 1 1 d . . .
C11 C 0.16241(12) -0.01696(12) 0.51888(7) 0.0136(4) Uani 1 1 d . . .
H15 H 0.1655(17) -0.0123(16) 0.4787(9) 0.022(5) Uiso 1 1 d . . .
O1 O 0.11816(9) 0.18619(9) 0.47259(4) 0.0162(3) Uani 1 1 d . . .
H23 H 0.196(4) 0.155(4) 0.4714(16) 0.143(18) Uiso 1 1 d . . .
O2 O 0.2500 0.2500 0.5908(6) 0.222(6) Uani 0.50 4 d SPDU . .
C12 C 0.2500 0.2500 0.6465(5) 0.128(3) Uani 1 4 d SDU . 1
C13 C 0.222(3) 0.1995(18) 0.6982(3) 0.141(5) Uani 0.25 1 d PDU . .
C14 C 0.2500 0.2500 0.7500 0.125(4) Uani 1 8 d SDU . .
H16 H 0.1373(14) -0.0907(15) 0.5294(6) 0.016(5) Uiso 1 1 d . . .
H21 H -0.1450(18) -0.0594(18) 0.7073(9) 0.034(6) Uiso 1 1 d . . .
H17 H -0.1338(18) 0.1217(18) 0.7364(9) 0.040(6) Uiso 1 1 d . . .
H19 H -0.2443(19) 0.149(2) 0.6303(10) 0.048(7) Uiso 1 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O1 1.3904(19) . ?
C1 C2 1.394(2) . ?
C1 C6 1.400(2) . ?
C2 C3 1.393(2) . ?
C2 C11 1.526(2) . ?
C3 C4 1.398(2) . ?
C3 H1 0.9300 . ?
C4 C5 1.400(2) . ?
C4 C7 1.532(2) . ?
C5 C6 1.387(2) . ?
C5 H2 0.9300 . ?
C6 C11 1.520(2) 7 ?
C7 C10 1.531(2) . ?
C7 C8 1.533(2) . ?
C7 C9 1.541(2) . ?
C8 H18 1.09(2) . ?
C8 H8 1.00(3) . ?
C8 H17 1.02(2) . ?
C9 H20 1.05(2) . ?
C9 H9 0.95(2) . ?
C9 H19 0.96(3) . ?
C10 H22 1.02(2) . ?
C10 H10 1.021(19) . ?
C10 H21 1.04(2) . ?
C11 C6 1.520(2) 8 ?
C11 H15 1.01(2) . ?
C11 H16 1.035(19) . ?
O1 H23 1.08(6) . ?
O2 C12 1.399(10) . ?
C12 C13 1.495(8) . ?
C12 C13 1.495(8) 2 ?
C12 C13 1.495(8) 8 ?
C12 C13 1.495(7) 7 ?
C13 C13 1.05(2) 7 ?
C13 C13 1.05(2) 8 ?
C13 C13 1.48(3) 2 ?
C13 C14 1.497(7) . ?
C14 C13 1.497(8) 2 ?
C14 C13 1.497(7) 4_556 ?
C14 C13 1.497(7) 3_556 ?
C14 C13 1.497(7) 8 ?
C14 C13 1.497(7) 7 ?
C14 C13 1.497(8) 6_556 ?
C14 C13 1.497(8) 5_556 ?

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
O1 C1 C2 120.65(14) . . ?
O1 C1 C6 117.82(14) . . ?
C2 C1 C6 121.51(14) . . ?
C3 C2 C1 118.34(14) . . ?
C3 C2 C11 119.72(13) . . ?
C1 C2 C11 121.94(14) . . ?
C2 C3 C4 122.43(14) . . ?
C2 C3 H1 118.8 . . ?
C4 C3 H1 118.8 . . ?
C3 C4 C5 116.81(14) . . ?
C3 C4 C7 123.36(14) . . ?
C5 C4 C7 119.82(13) . . ?
C6 C5 C4 123.02(14) . . ?
C6 C5 H2 118.5 . . ?
C4 C5 H2 118.5 . . ?
C5 C6 C1 117.84(14) . . ?
C5 C6 C11 120.25(14) . 7 ?
C1 C6 C11 121.90(14) . 7 ?
C10 C7 C4 112.28(13) . . ?
C10 C7 C8 108.93(15) . . ?
C4 C7 C8 109.47(14) . . ?
C10 C7 C9 107.45(15) . . ?
C4 C7 C9 109.35(13) . . ?
C8 C7 C9 109.31(16) . . ?
C7 C8 H18 105.8(12) . . ?
C7 C8 H8 108.4(17) . . ?
H18 C8 H8 111(2) . . ?
C7 C8 H17 108.9(13) . . ?
H18 C8 H17 114.3(18) . . ?
H8 C8 H17 108(2) . . ?
C7 C9 H20 111.1(14) . . ?
C7 C9 H9 110.5(12) . . ?
H20 C9 H9 107.2(18) . . ?
C7 C9 H19 110.2(15) . . ?
H20 C9 H19 110(2) . . ?
H9 C9 H19 108(2) . . ?
C7 C10 H22 111.2(13) . . ?
C7 C10 H10 113.8(11) . . ?
H22 C10 H10 104.1(17) . . ?
C7 C10 H21 109.3(13) . . ?
H22 C10 H21 109.1(19) . . ?
H10 C10 H21 109.2(18) . . ?
C6 C11 C2 112.78(12) 8 . ?
C6 C11 H15 109.4(12) 8 . ?
C2 C11 H15 111.3(12) . . ?
C6 C11 H16 107.6(10) 8 . ?
C2 C11 H16 106.8(10) . . ?
H15 C11 H16 108.8(15) . . ?
C1 O1 H23 111(2) . . ?
O2 C12 C13 150.2(6) . . ?
O2 C12 C13 150.2(6) . 2 ?
C13 C12 C13 59.5(12) . 2 ?
O2 C12 C13 150.2(6) . 8 ?
C13 C12 C13 41.1(8) . 8 ?
C13 C12 C13 41.1(8) 2 8 ?
O2 C12 C13 150.2(6) . 7 ?
C13 C12 C13 41.1(8) . 7 ?
C13 C12 C13 41.1(8) 2 7 ?
C13 C12 C13 59.5(12) 8 7 ?
C13 C13 C13 90.002(18) 7 8 ?
C13 C13 C13 45.000(6) 7 2 ?
C13 C13 C13 45.002(15) 8 2 ?
C13 C13 C12 69.5(4) 7 . ?
C13 C13 C12 69.5(4) 8 . ?
C13 C13 C12 60.2(6) 2 . ?
C13 C13 C14 69.5(4) 7 . ?
C13 C13 C14 69.5(4) 8 . ?
C13 C13 C14 60.3(6) 2 . ?
C12 C13 C14 120.5(12) . . ?
C13 C14 C13 152(3) 2 4_556 ?
C13 C14 C13 129(2) 2 3_556 ?
C13 C14 C13 59.4(12) 4_556 3_556 ?
C13 C14 C13 41.0(8) 2 8 ?
C13 C14 C13 123.1(14) 4_556 8 ?
C13 C14 C13 164(3) 3_556 8 ?
C13 C14 C13 41.0(8) 2 7 ?
C13 C14 C13 164(3) 4_556 7 ?
C13 C14 C13 123.1(14) 3_556 7 ?
C13 C14 C13 59.5(12) 8 7 ?
C13 C14 C13 59.4(12) 2 . ?
C13 C14 C13 129(2) 4_556 . ?
C13 C14 C13 152(3) 3_556 . ?
C13 C14 C13 41.0(8) 8 . ?
C13 C14 C13 41.0(8) 7 . ?
C13 C14 C13 164(3) 2 6_556 ?
C13 C14 C13 41.0(8) 4_556 6_556 ?
C13 C14 C13 41.0(8) 3_556 6_556 ?
C13 C14 C13 152(3) 8 6_556 ?
C13 C14 C13 129(2) 7 6_556 ?
C13 C14 C13 123.1(15) . 6_556 ?
C13 C14 C13 123.1(15) 2 5_556 ?
C13 C14 C13 41.0(8) 4_556 5_556 ?
C13 C14 C13 41.0(8) 3_556 5_556 ?
C13 C14 C13 129(2) 8 5_556 ?
C13 C14 C13 152(3) 7 5_556 ?
C13 C14 C13 164(3) . 5_556 ?
C13 C14 C13 59.5(12) 6_556 5_556 ?

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
O1 C1 C2 C3 -176.30(13) . . . . ?
C6 C1 C2 C3 1.9(2) . . . . ?
O1 C1 C2 C11 4.1(2) . . . . ?
C6 C1 C2 C11 -177.68(13) . . . . ?
C1 C2 C3 C4 -0.1(2) . . . . ?
C11 C2 C3 C4 179.50(13) . . . . ?
C2 C3 C4 C5 -1.8(2) . . . . ?
C2 C3 C4 C7 177.15(13) . . . . ?
C3 C4 C5 C6 1.9(2) . . . . ?
C7 C4 C5 C6 -177.00(13) . . . . ?
C4 C5 C6 C1 -0.3(2) . . . . ?
C4 C5 C6 C11 -179.10(13) . . . 7 ?
O1 C1 C6 C5 176.53(13) . . . . ?
C2 C1 C6 C5 -1.7(2) . . . . ?
O1 C1 C6 C11 -4.6(2) . . . 7 ?
C2 C1 C6 C11 177.08(13) . . . 7 ?
C3 C4 C7 C10 -2.2(2) . . . . ?
C5 C4 C7 C10 176.66(15) . . . . ?
C3 C4 C7 C8 118.90(17) . . . . ?
C5 C4 C7 C8 -62.2(2) . . . . ?
C3 C4 C7 C9 -121.37(16) . . . . ?
C5 C4 C7 C9 57.50(19) . . . . ?
C3 C2 C11 C6 -91.40(17) . . . 8 ?
C1 C2 C11 C6 88.19(17) . . . 8 ?
O2 C12 C13 C13 -130.96(17) . . . 7 ?
C13 C12 C13 C13 49.04(17) 2 . . 7 ?
C13 C12 C13 C13 98.1(3) 8 . . 7 ?
O2 C12 C13 C13 130.96(17) . . . 8 ?
C13 C12 C13 C13 -49.04(17) 2 . . 8 ?
C13 C12 C13 C13 -98.1(3) 7 . . 8 ?
O2 C12 C13 C13 180.002(8) . . . 2 ?
C13 C12 C13 C13 49.04(17) 8 . . 2 ?
C13 C12 C13 C13 -49.04(16) 7 . . 2 ?
O2 C12 C13 C14 180.000(3) . . . . ?
C13 C12 C13 C14 -0.002(3) 2 . . . ?
C13 C12 C13 C14 49.04(16) 8 . . . ?
C13 C12 C13 C14 -49.04(16) 7 . . . ?
C13 C13 C14 C13 -49.03(15) 7 . . 2 ?
C13 C13 C14 C13 49.03(16) 8 . . 2 ?
C12 C13 C14 C13 0.002(3) . . . 2 ?
C13 C13 C14 C13 163(3) 7 . . 4_556 ?
C13 C13 C14 C13 -98(3) 8 . . 4_556 ?
C13 C13 C14 C13 -147(3) 2 . . 4_556 ?
C12 C13 C14 C13 -147(3) . . . 4_556 ?
C13 C13 C14 C13 67(3) 7 . . 3_556 ?
C13 C13 C14 C13 165(3) 8 . . 3_556 ?
C13 C13 C14 C13 116(3) 2 . . 3_556 ?
C12 C13 C14 C13 116(3) . . . 3_556 ?
C13 C13 C14 C13 -98.1(3) 7 . . 8 ?
C13 C13 C14 C13 -49.03(17) 2 . . 8 ?
C12 C13 C14 C13 -49.03(17) . . . 8 ?
C13 C13 C14 C13 98.1(3) 8 . . 7 ?
C13 C13 C14 C13 49.03(17) 2 . . 7 ?
C12 C13 C14 C13 49.03(17) . . . 7 ?
C13 C13 C14 C13 113(3) 7 . . 6_556 ?
C13 C13 C14 C13 -149(3) 8 . . 6_556 ?
C13 C13 C14 C13 162(3) 2 . . 6_556 ?
C12 C13 C14 C13 162(3) . . . 6_556 ?
C13 C13 C14 C13 -153(3) 7 . . 5_556 ?
C13 C13 C14 C13 -55(3) 8 . . 5_556 ?
C13 C13 C14 C13 -104(3) 2 . . 5_556 ?
C12 C13 C14 C13 -104(3) . . . 5_556 ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.752
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.067
_chemical_absolute_configuration ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1-PrOH
_database_code_depnum_ccdc_archive 'CCDC 1050719'
_audit_update_record             
;
2015-04-23 deposited with the CCDC.
2015-05-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C47 H64 O5'
_chemical_formula_weight         708.98

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'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'P 4/n'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'

_cell_length_a                   12.8486(18)
_cell_length_b                   12.8486(18)
_cell_length_c                   12.6773(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2092.9(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5204
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      27.87

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             772
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6848
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_monochromator  'Bruker Helios multilayered confocal mirror'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11340
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0310
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         27.47
_reflns_number_total             2401
_reflns_number_gt                1758
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
 Hydrogen atoms of calixarene except on aromatic rings,
 which were calculated as riding, were found in the difference Fourier map.
 The part containing (C12A, C13, C14A and O2A) and
 (C12B, C14B, C13, O2B and O2C) were
 refined as disordered PrOH molecule.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1049P)²+1.5925P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2401
_refine_ls_number_parameters     205
_refine_ls_number_restraints     142
_refine_ls_R_factor_all          0.0907
_refine_ls_R_factor_gt           0.0660
_refine_ls_wR_factor_ref         0.2109
_refine_ls_wR_factor_gt          0.1881
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_restrained_S_all      1.120
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.001

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 0.15896(15) 0.06641(15) 0.46352(16) 0.0170(4) Uani 1 1 d . . .
C2 C 0.23071(15) -0.00240(15) 0.41873(16) 0.0171(4) Uani 1 1 d . . .
C3 C 0.20116(16) -0.05630(15) 0.32882(17) 0.0199(5) Uani 1 1 d . . .
H1 H 0.2480 -0.1031 0.2991 0.024 Uiso 1 1 calc R . .
C4 C 0.10406(16) -0.04338(16) 0.28091(17) 0.0210(5) Uani 1 1 d . . .
C5 C 0.03587(15) 0.02751(15) 0.32743(17) 0.0192(5) Uani 1 1 d . . .
H2 H -0.0290 0.0382 0.2967 0.023 Uiso 1 1 calc R . .
C6 C 0.06152(15) 0.08294(15) 0.41823(16) 0.0169(4) Uani 1 1 d . . .
C7 C 0.07570(18) -0.1083(2) 0.18329(19) 0.0299(6) Uani 1 1 d . . .
C8 C 0.1582(2) -0.0931(3) 0.0976(2) 0.0441(7) Uani 1 1 d . . .
H18 H 0.168(3) -0.012(3) 0.083(3) 0.067(11) Uiso 1 1 d . . .
H8 H 0.228(3) -0.115(2) 0.126(2) 0.045(8) Uiso 1 1 d . . .
C9 C 0.0736(2) -0.2243(2) 0.2147(3) 0.0428(7) Uani 1 1 d . . .
H20 H 0.010(3) -0.229(3) 0.269(3) 0.069(11) Uiso 1 1 d . . .
H9 H 0.056(3) -0.274(3) 0.152(3) 0.060(10) Uiso 1 1 d . . .
C10 C -0.0302(2) -0.0778(3) 0.1380(3) 0.0561(10) Uani 1 1 d . . .
H22 H -0.083(3) -0.099(3) 0.198(3) 0.072(12) Uiso 1 1 d . . .
H10 H -0.028(3) 0.004(3) 0.118(3) 0.070(12) Uiso 1 1 d . . .
C11 C -0.01613(16) 0.16076(16) 0.46387(17) 0.0180(4) Uani 1 1 d . . .
H11 H -0.0124(18) 0.1620(18) 0.541(2) 0.016(6) Uiso 1 1 d . . .
O1 O 0.18768(11) 0.11692(12) 0.55606(11) 0.0206(4) Uani 1 1 d . . .
H14 H 0.154(3) 0.179(3) 0.562(2) 0.046(9) Uiso 1 1 d . . .
H17 H 0.138(3) -0.133(3) 0.035(3) 0.052(9) Uiso 1 1 d . . .
H19 H 0.150(3) -0.249(3) 0.244(3) 0.067(10) Uiso 1 1 d . . .
H21 H -0.044(3) -0.114(3) 0.070(3) 0.065(11) Uiso 1 1 d . . .
H23 H -0.085(2) 0.138(2) 0.445(2) 0.025(6) Uiso 1 1 d . . .
O2A O 0.2500 0.2500 0.2408(8) 0.066(2) Uani 0.50 4 d SPDU A 1
C14B C 0.2500 0.2500 -0.0062(13) 0.076(3) Uani 0.50 4 d SPDU . 2
C14A C 0.2500 0.2500 0.1313(11) 0.095(4) Uani 0.50 4 d SPDU . 1
C12B C 0.2500 0.2500 -0.1275(13) 0.095(5) Uani 0.50 4 d SPDU B 2
C13 C 0.3325(12) 0.2456(14) 0.0557(12) 0.076(3) Uani 0.25 1 d PDU . .
O2C O 0.397(7) 0.321(6) 0.102(6) 0.062(6) Uani 0.0625 1 d PDU . 2
O2B O 0.334(3) 0.250(3) 0.1650(15) 0.068(4) Uani 0.0625 1 d PDU . 2
C12A C 0.399(7) 0.322(6) 0.116(5) 0.077(6) Uani 0.125 1 d PDU . 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O1 1.391(2) . ?
C1 C6 1.394(3) . ?
C1 C2 1.398(3) . ?
C2 C3 1.387(3) . ?
C2 C11 1.518(3) 3 ?
C3 C4 1.397(3) . ?
C3 H1 0.9300 . ?
C4 C5 1.395(3) . ?
C4 C7 1.536(3) . ?
C5 C6 1.393(3) . ?
C5 H2 0.9300 . ?
C6 C11 1.526(3) . ?
C7 C10 1.528(4) . ?
C7 C8 1.530(4) . ?
C7 C9 1.544(4) . ?
C8 H18 1.06(4) . ?
C8 H8 1.01(3) . ?
C8 H17 0.98(4) . ?
C9 H20 1.07(4) . ?
C9 H9 1.04(4) . ?
C9 H19 1.10(4) . ?
C10 H22 1.06(4) . ?
C10 H10 1.08(4) . ?
C10 H21 0.99(4) . ?
C11 C2 1.518(3) 4 ?
C11 H11 0.98(2) . ?
C11 H23 0.96(3) . ?
O1 H14 0.91(4) . ?
O2A C14A 1.389(13) . ?
C14B C13 1.321(17) 2 ?
C14B C13 1.321(17) 4 ?
C14B C13 1.321(17) . ?
C14B C13 1.321(17) 3 ?
C14B C12B 1.538(17) . ?
C14A C13 1.430(14) 2 ?
C14A C13 1.430(14) 4 ?
C14A C13 1.430(14) . ?
C14A C13 1.430(14) 3 ?
C13 O2B 1.387(14) . ?
C13 O2C 1.402(15) . ?
C13 C13 1.50(2) 3 ?
C13 C13 1.50(2) 4 ?
C13 C12A 1.507(19) . ?
C13 C12A 2.01(8) 4 ?
O2B O2B 1.53(6) 3 ?
O2B O2B 1.53(6) 4 ?
C12A C13 2.01(8) 3 ?

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
O1 C1 C6 120.99(17) . . ?
O1 C1 C2 117.58(18) . . ?
C6 C1 C2 121.43(18) . . ?
C3 C2 C1 117.98(18) . . ?
C3 C2 C11 120.23(18) . 3 ?
C1 C2 C11 121.76(19) . 3 ?
C2 C3 C4 122.84(18) . . ?
C2 C3 H1 118.6 . . ?
C4 C3 H1 118.6 . . ?
C5 C4 C3 117.04(19) . . ?
C5 C4 C7 123.10(19) . . ?
C3 C4 C7 119.83(18) . . ?
C6 C5 C4 122.32(19) . . ?
C6 C5 H2 118.8 . . ?
C4 C5 H2 118.8 . . ?
C5 C6 C1 118.36(18) . . ?
C5 C6 C11 119.57(18) . . ?
C1 C6 C11 122.06(18) . . ?
C10 C7 C8 108.5(2) . . ?
C10 C7 C4 112.0(2) . . ?
C8 C7 C4 109.8(2) . . ?
C10 C7 C9 109.2(3) . . ?
C8 C7 C9 108.5(2) . . ?
C4 C7 C9 108.7(2) . . ?
C7 C8 H18 109(2) . . ?
C7 C8 H8 109.5(18) . . ?
H18 C8 H8 103(3) . . ?
C7 C8 H17 109(2) . . ?
H18 C8 H17 113(3) . . ?
H8 C8 H17 112(3) . . ?
C7 C9 H20 103(2) . . ?
C7 C9 H9 113(2) . . ?
H20 C9 H9 107(3) . . ?
C7 C9 H19 111(2) . . ?
H20 C9 H19 117(3) . . ?
H9 C9 H19 106(3) . . ?
C7 C10 H22 104(2) . . ?
C7 C10 H10 108(2) . . ?
H22 C10 H10 116(3) . . ?
C7 C10 H21 111(2) . . ?
H22 C10 H21 113(3) . . ?
H10 C10 H21 105(3) . . ?
C2 C11 C6 112.52(16) 4 . ?
C2 C11 H11 110.8(14) 4 . ?
C6 C11 H11 110.9(14) . . ?
C2 C11 H23 106.9(16) 4 . ?
C6 C11 H23 108.2(16) . . ?
H11 C11 H23 107(2) . . ?
C1 O1 H14 111.0(19) . . ?
C13 C14B C13 69.3(8) 2 4 ?
C13 C14B C13 107.0(17) 2 . ?
C13 C14B C13 69.3(8) 4 . ?
C13 C14B C13 69.3(8) 2 3 ?
C13 C14B C13 107.0(17) 4 3 ?
C13 C14B C13 69.3(8) . 3 ?
C13 C14B C12B 126.5(8) 2 . ?
C13 C14B C12B 126.5(8) 4 . ?
C13 C14B C12B 126.5(8) . . ?
C13 C14B C12B 126.5(8) 3 . ?
O2A C14A C13 132.0(8) . 2 ?
O2A C14A C13 132.0(8) . 4 ?
C13 C14A C13 63.4(8) 2 4 ?
O2A C14A C13 132.0(8) . . ?
C13 C14A C13 95.9(15) 2 . ?
C13 C14A C13 63.4(8) 4 . ?
O2A C14A C13 132.0(8) . 3 ?
C13 C14A C13 63.4(8) 2 3 ?
C13 C14A C13 95.9(15) 4 3 ?
C13 C14A C13 63.4(8) . 3 ?
C14B C13 O2B 127(2) . . ?
C14B C13 O2C 134(5) . . ?
O2B C13 O2C 63(4) . . ?
C14B C13 C14A 78.5(12) . . ?
O2B C13 C14A 48.8(18) . . ?
O2C C13 C14A 98(4) . . ?
C14B C13 C13 55.4(4) . 3 ?
O2B C13 C13 89(2) . 3 ?
O2C C13 C13 83(5) . 3 ?
C14A C13 C13 58.3(4) . 3 ?
C14B C13 C13 55.4(4) . 4 ?
O2B C13 C13 92.4(19) . 4 ?
O2C C13 C13 154(3) . 4 ?
C14A C13 C13 58.3(4) . 4 ?
C13 C13 C13 90.000(2) 3 4 ?
C14B C13 C12A 137(4) . . ?
O2B C13 C12A 57(3) . . ?
O2C C13 C12A 6(6) . . ?
C14A C13 C12A 93(3) . . ?
C13 C13 C12A 84(4) 3 . ?
C13 C13 C12A 149(3) 4 . ?
C14B C13 C12A 102(2) . 4 ?
O2B C13 C12A 70(3) . 4 ?
O2C C13 C12A 121(5) . 4 ?
C14A C13 C12A 74(2) . 4 ?
C13 C13 C12A 130(2) 3 4 ?
C13 C13 C12A 48(2) 4 4 ?
C12A C13 C12A 116(4) . 4 ?
C13 O2B O2B 91.2(19) . 3 ?
C13 O2B O2B 88(2) . 4 ?
O2B O2B O2B 90.000(3) 3 4 ?
C13 C12A C13 48(2) . 3 ?

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
O1 C1 C2 C3 177.44(17) . . . . ?
C6 C1 C2 C3 -1.6(3) . . . . ?
O1 C1 C2 C11 -4.5(3) . . . 3 ?
C6 C1 C2 C11 176.37(18) . . . 3 ?
C1 C2 C3 C4 1.0(3) . . . . ?
C11 C2 C3 C4 -177.05(18) 3 . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C2 C3 C4 C7 -178.19(19) . . . . ?
C3 C4 C5 C6 -0.7(3) . . . . ?
C7 C4 C5 C6 177.6(2) . . . . ?
C4 C5 C6 C1 0.0(3) . . . . ?
C4 C5 C6 C11 178.92(18) . . . . ?
O1 C1 C6 C5 -177.90(17) . . . . ?
C2 C1 C6 C5 1.2(3) . . . . ?
O1 C1 C6 C11 3.2(3) . . . . ?
C2 C1 C6 C11 -177.71(18) . . . . ?
C5 C4 C7 C10 5.7(4) . . . . ?
C3 C4 C7 C10 -176.1(3) . . . . ?
C5 C4 C7 C8 126.4(2) . . . . ?
C3 C4 C7 C8 -55.4(3) . . . . ?
C5 C4 C7 C9 -115.0(2) . . . . ?
C3 C4 C7 C9 63.2(3) . . . . ?
C5 C6 C11 C2 -89.8(2) . . . 4 ?
C1 C6 C11 C2 89.1(2) . . . 4 ?
C13 C14B C13 O2B -3(2) 2 . . . ?
C13 C14B C13 O2B -63(2) 4 . . . ?
C13 C14B C13 O2B 56(3) 3 . . . ?
C12B C14B C13 O2B 177(2) . . . . ?
C13 C14B C13 O2C -89(5) 2 . . . ?
C13 C14B C13 O2C -149(5) 4 . . . ?
C13 C14B C13 O2C -30(5) 3 . . . ?
C12B C14B C13 O2C 91(5) . . . . ?
C13 C14B C13 C14A 0.0 2 . . . ?
C13 C14B C13 C14A -59.3(5) 4 . . . ?
C13 C14B C13 C14A 59.3(5) 3 . . . ?
C12B C14B C13 C14A 180.0 . . . . ?
C13 C14B C13 C13 -59.3(5) 2 . . 3 ?
C13 C14B C13 C13 -118.5(10) 4 . . 3 ?
C12B C14B C13 C13 120.7(5) . . . 3 ?
C13 C14B C13 C13 59.3(5) 2 . . 4 ?
C13 C14B C13 C13 118.5(10) 3 . . 4 ?
C12B C14B C13 C13 -120.7(5) . . . 4 ?
C13 C14B C13 C12A -82(5) 2 . . . ?
C13 C14B C13 C12A -141(5) 4 . . . ?
C13 C14B C13 C12A -23(5) 3 . . . ?
C12B C14B C13 C12A 98(5) . . . . ?
C13 C14B C13 C12A 71(2) 2 . . 4 ?
C13 C14B C13 C12A 12(2) 4 . . 4 ?
C13 C14B C13 C12A 130(2) 3 . . 4 ?
C12B C14B C13 C12A -109(2) . . . 4 ?
O2A C14A C13 C14B 180.0 . . . . ?
C13 C14A C13 C14B 0.0 2 . . . ?
C13 C14A C13 C14B 56.2(4) 4 . . . ?
C13 C14A C13 C14B -56.2(4) 3 . . . ?
O2A C14A C13 O2B -3(3) . . . . ?
C13 C14A C13 O2B 177(3) 2 . . . ?
C13 C14A C13 O2B -127(3) 4 . . . ?
C13 C14A C13 O2B 120(3) 3 . . . ?
O2A C14A C13 O2C -47(5) . . . . ?
C13 C14A C13 O2C 133(5) 2 . . . ?
C13 C14A C13 O2C -170(5) 4 . . . ?
C13 C14A C13 O2C 77(5) 3 . . . ?
O2A C14A C13 C13 -123.8(4) . . . 3 ?
C13 C14A C13 C13 56.2(4) 2 . . 3 ?
C13 C14A C13 C13 112.4(8) 4 . . 3 ?
O2A C14A C13 C13 123.8(4) . . . 4 ?
C13 C14A C13 C13 -56.2(4) 2 . . 4 ?
C13 C14A C13 C13 -112.4(8) 3 . . 4 ?
O2A C14A C13 C12A -43(4) . . . . ?
C13 C14A C13 C12A 137(4) 2 . . . ?
C13 C14A C13 C12A -167(4) 4 . . . ?
C13 C14A C13 C12A 81(4) 3 . . . ?
O2A C14A C13 C12A 74(2) . . . 4 ?
C13 C14A C13 C12A -106(2) 2 . . 4 ?
C13 C14A C13 C12A -50(2) 4 . . 4 ?
C13 C14A C13 C12A -163(2) 3 . . 4 ?
C14B C13 O2B O2B -40(4) . . . 3 ?
O2C C13 O2B O2B 86(6) . . . 3 ?
C14A C13 O2B O2B -43.9(8) . . . 3 ?
C13 C13 O2B O2B 3(3) 3 . . 3 ?
C13 C13 O2B O2B -87(3) 4 . . 3 ?
C12A C13 O2B O2B 87(6) . . . 3 ?
C12A C13 O2B O2B -130(3) 4 . . 3 ?
C14B C13 O2B O2B 50(4) . . . 4 ?
O2C C13 O2B O2B 176(6) . . . 4 ?
C14A C13 O2B O2B 46.0(7) . . . 4 ?
C13 C13 O2B O2B 93(2) 3 . . 4 ?
C13 C13 O2B O2B 3(3) 4 . . 4 ?
C12A C13 O2B O2B 177(6) . . . 4 ?
C12A C13 O2B O2B -40(3) 4 . . 4 ?
C14B C13 C12A C13 19(4) . . . 3 ?
O2B C13 C12A C13 -92(3) . . . 3 ?
O2C C13 C12A C13 84(83) . . . 3 ?
C14A C13 C12A C13 -57.7(7) . . . 3 ?
C13 C13 C12A C13 -80(7) 4 . . 3 ?
C12A C13 C12A C13 -132(3) 4 . . 3 ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.678
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.073
_chemical_absolute_configuration ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2-EtOH
_database_code_depnum_ccdc_archive 'CCDC 1050720'
_audit_update_record             
;
2015-04-23 deposited with the CCDC.
2015-05-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H54 O5 S4'
_chemical_formula_weight         767.09

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'P 4/n m m'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y, -z'
'-x, y+1/2, -z'
'-y, -x, -z'
'y+1/2, x+1/2, -z'
'y, -x+1/2, z'
'-y+1/2, x, z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'-x-1/2, y, z'
'x, -y-1/2, z'
'y, x, z'
'-y-1/2, -x-1/2, z'
'-y, x-1/2, -z'
'y-1/2, -x, -z'

_cell_length_a                   15.8115(11)
_cell_length_b                   15.8115(11)
_cell_length_c                   8.2875(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2071.9(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    4483
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      27.73

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             820
_exptl_absorpt_coefficient_mu    0.271
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.520846
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_monochromator  'Bruker Helios multilayered confocal mirror'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11205
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_sigmaI/netI    0.0283
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.82
_diffrn_reflns_theta_max         27.50
_reflns_number_total             1341
_reflns_number_gt                1107
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
 Hydrogen atoms asigned were calulated as riding except of H2, which
 was found in the difference Fourier map.
 C6A, C6B, C7A and C7B were refined as disordered methyl groups on
 tert-butyl groups, respectively.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1526P)²+2.0350P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1341
_refine_ls_number_parameters     98
_refine_ls_number_restraints     124
_refine_ls_R_factor_all          0.0962
_refine_ls_R_factor_gt           0.0864
_refine_ls_wR_factor_ref         0.2557
_refine_ls_wR_factor_gt          0.2301
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.116
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.4248(2) 0.2500 1.1998(5) 0.0425(9) Uani 1 2 d S . .
C2 C 0.44900(18) 0.17374(19) 1.1276(4) 0.0451(7) Uani 1 1 d . . .
C3 C 0.4921(2) 0.1750(2) 0.9825(4) 0.0534(8) Uani 1 1 d . . .
H1 H 0.5078 0.1239 0.9354 0.064 Uiso 1 1 calc R . .
C4 C 0.5126(3) 0.2500 0.9046(6) 0.0585(12) Uani 1 2 d S . .
C5 C 0.5577(4) 0.2500 0.7403(8) 0.0859(17) Uani 1 2 d SDU . .
C6A C 0.5224(5) 0.1757(4) 0.6302(7) 0.0926(19) Uani 0.75 1 d PDU A 1
H3 H 0.5510 0.1763 0.5281 0.139 Uiso 0.75 1 calc PR A 1
H4 H 0.4628 0.1834 0.6135 0.139 Uiso 0.75 1 calc PR A 1
H5 H 0.5320 0.1224 0.6827 0.139 Uiso 0.75 1 calc PR A 1
C6B C 0.6167(15) 0.1702(11) 0.720(3) 0.103(5) Uani 0.25 1 d PDU A 2
H6 H 0.6438 0.1722 0.6163 0.154 Uiso 0.25 1 calc PR A 2
H7 H 0.5833 0.1197 0.7277 0.154 Uiso 0.25 1 calc PR A 2
H8 H 0.6588 0.1702 0.8032 0.154 Uiso 0.25 1 calc PR A 2
C7A C 0.6563(7) 0.2500 0.758(3) 0.121(5) Uani 0.50 2 d SPDU A 1
H9 H 0.6817 0.2500 0.6524 0.182 Uiso 0.50 2 calc SPR A 1
H10 H 0.6739 0.2004 0.8155 0.182 Uiso 0.25 1 calc PR A 1
H11 H 0.6739 0.2996 0.8155 0.182 Uiso 0.25 1 calc PR A 1
C7B C 0.6421(7) 0.3039(10) 0.7676(19) 0.064(3) Uani 0.25 1 d PDU A 2
H12 H 0.6736 0.3063 0.6686 0.096 Uiso 0.25 1 calc PR A 2
H13 H 0.6760 0.2774 0.8495 0.096 Uiso 0.25 1 calc PR A 2
H14 H 0.6275 0.3601 0.8010 0.096 Uiso 0.25 1 calc PR A 2
C9 C 0.2500 0.2500 0.907(3) 0.154(7) Uani 1 8 d SDU . .
C8 C 0.3050(19) 0.2500 0.757(3) 0.180(7) Uani 0.25 2 d SPDU . .
O2 O 0.2500 0.2500 0.624(3) 0.210(7) Uani 1 8 d SDU . .
O1 O 0.3782(2) 0.2500 1.3375(4) 0.0502(8) Uani 1 2 d S . .
H2 H 0.359(4) 0.214(4) 1.371(8) 0.036(17) Uiso 0.50 1 d P . .
S1 S 0.42428(5) 0.07572(5) 1.22254(17) 0.0517(5) Uani 1 2 d S . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O1 1.358(5) . ?
C1 C2 1.400(4) . ?
C1 C2 1.400(4) 12_565 ?
C2 C3 1.382(4) . ?
C2 S1 1.781(3) . ?
C3 C4 1.389(4) . ?
C3 H1 0.9300 . ?
C4 C3 1.389(4) 12_565 ?
C4 C5 1.537(8) . ?
C5 C7A 1.566(9) . ?
C5 C6B 1.578(9) 12_565 ?
C5 C6B 1.578(9) . ?
C5 C6A 1.589(7) . ?
C5 C6A 1.590(7) 12_565 ?
C5 C7B 1.600(8) . ?
C5 C7B 1.600(8) 12_565 ?
C6A H3 0.9600 . ?
C6A H4 0.9600 . ?
C6A H5 0.9600 . ?
C6B H6 0.9600 . ?
C6B H7 0.9600 . ?
C6B H8 0.9600 . ?
C7A H9 0.9600 . ?
C7A H10 0.9600 . ?
C7A H11 0.9600 . ?
C7B H12 0.9600 . ?
C7B H13 0.9600 . ?
C7B H14 0.9600 . ?
C9 C8 1.51(2) 13 ?
C9 C8 1.51(2) 14_665 ?
C9 C8 1.52(2) . ?
C9 C8 1.52(2) 2 ?
C8 C8 1.23(4) 13 ?
C8 C8 1.23(4) 14_665 ?
C8 O2 1.41(2) . ?
C8 C8 1.74(6) 2 ?
O2 C8 1.41(2) 13 ?
O2 C8 1.41(2) 14_665 ?
O2 C8 1.41(2) 2 ?
O1 H2 0.70(6) . ?
S1 C2 1.781(3) 14_665 ?

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
O1 C1 C2 120.51(19) . . ?
O1 C1 C2 120.51(19) . 12_565 ?
C2 C1 C2 119.0(4) . 12_565 ?
C3 C2 C1 119.7(3) . . ?
C3 C2 S1 120.3(2) . . ?
C1 C2 S1 120.0(3) . . ?
C2 C3 C4 122.1(3) . . ?
C2 C3 H1 119.0 . . ?
C4 C3 H1 119.0 . . ?
C3 C4 C3 117.3(4) . 12_565 ?
C3 C4 C5 121.3(2) . . ?
C3 C4 C5 121.3(2) 12_565 . ?
C4 C5 C7A 112.4(9) . . ?
C4 C5 C6B 111.7(9) . 12_565 ?
C7A C5 C6B 54.7(11) . 12_565 ?
C4 C5 C6B 111.7(9) . . ?
C7A C5 C6B 54.7(11) . . ?
C6B C5 C6B 106(2) 12_565 . ?
C4 C5 C6A 110.2(4) . . ?
C7A C5 C6A 113.7(6) . . ?
C6B C5 C6A 137.5(10) 12_565 . ?
C6B C5 C6A 63.5(11) . . ?
C4 C5 C6A 110.2(4) . 12_565 ?
C7A C5 C6A 113.7(6) . 12_565 ?
C6B C5 C6A 63.5(11) 12_565 12_565 ?
C6B C5 C6A 137.5(10) . 12_565 ?
C6A C5 C6A 95.4(6) . 12_565 ?
C4 C5 C7B 105.2(7) . . ?
C7A C5 C7B 32.4(6) . . ?
C6B C5 C7B 25.4(10) 12_565 . ?
C6B C5 C7B 87.0(14) . . ?
C6A C5 C7B 140.2(8) . . ?
C6A C5 C7B 88.9(7) 12_565 . ?
C4 C5 C7B 105.2(7) . 12_565 ?
C7A C5 C7B 32.4(6) . 12_565 ?
C6B C5 C7B 87.0(14) 12_565 12_565 ?
C6B C5 C7B 25.4(10) . 12_565 ?
C6A C5 C7B 88.9(7) . 12_565 ?
C6A C5 C7B 140.2(8) 12_565 12_565 ?
C7B C5 C7B 64.3(12) . 12_565 ?
C5 C6A H3 109.5 . . ?
C5 C6A H4 109.5 . . ?
H3 C6A H4 109.5 . . ?
C5 C6A H5 109.5 . . ?
H3 C6A H5 109.5 . . ?
H4 C6A H5 109.5 . . ?
C5 C6B H6 109.5 . . ?
C5 C6B H7 109.5 . . ?
H6 C6B H7 109.5 . . ?
C5 C6B H8 109.5 . . ?
H6 C6B H8 109.5 . . ?
H7 C6B H8 109.5 . . ?
C5 C7A H9 109.5 . . ?
C5 C7A H10 109.5 . . ?
H9 C7A H10 109.5 . . ?
C5 C7A H11 109.5 . . ?
H9 C7A H11 109.5 . . ?
H10 C7A H11 109.5 . . ?
C5 C7B H12 109.5 . . ?
C5 C7B H13 109.5 . . ?
H12 C7B H13 109.5 . . ?
C5 C7B H14 109.5 . . ?
H12 C7B H14 109.5 . . ?
H13 C7B H14 109.5 . . ?
C8 C9 C8 70(2) 13 14_665 ?
C8 C9 C8 47.9(15) 13 . ?
C8 C9 C8 47.9(15) 14_665 . ?
C8 C9 C8 47.9(15) 13 2 ?
C8 C9 C8 47.9(15) 14_665 2 ?
C8 C9 C8 70(2) . 2 ?
C8 C8 C8 89.998(11) 13 14_665 ?
C8 C8 O2 64.1(8) 13 . ?
C8 C8 O2 64.1(8) 14_665 . ?
C8 C8 C9 66.1(8) 13 . ?
C8 C8 C9 66.1(8) 14_665 . ?
O2 C8 C9 107(2) . . ?
C8 C8 C8 44.997(12) 13 2 ?
C8 C8 C8 45.001(8) 14_665 2 ?
O2 C8 C8 51.8(13) . 2 ?
C9 C8 C8 55.0(12) . 2 ?
C8 O2 C8 51.8(16) 13 . ?
C8 O2 C8 76(3) 13 14_665 ?
C8 O2 C8 51.8(16) . 14_665 ?
C8 O2 C8 51.8(16) 13 2 ?
C8 O2 C8 76(3) . 2 ?
C8 O2 C8 51.8(16) 14_665 2 ?
C1 O1 H2 125(6) . . ?
C2 S1 C2 100.77(19) . 14_665 ?

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
O1 C1 C2 C3 176.1(3) . . . . ?
C2 C1 C2 C3 -3.6(5) 12_565 . . . ?
O1 C1 C2 S1 -3.8(5) . . . . ?
C2 C1 C2 S1 176.46(18) 12_565 . . . ?
C1 C2 C3 C4 0.1(5) . . . . ?
S1 C2 C3 C4 -180.0(3) . . . . ?
C2 C3 C4 C3 3.3(7) . . . 12_565 ?
C2 C3 C4 C5 -177.8(4) . . . . ?
C3 C4 C5 C7A -89.4(4) . . . . ?
C3 C4 C5 C7A 89.4(4) 12_565 . . . ?
C3 C4 C5 C6B -148.8(12) . . . 12_565 ?
C3 C4 C5 C6B 30.0(13) 12_565 . . 12_565 ?
C3 C4 C5 C6B -30.0(13) . . . . ?
C3 C4 C5 C6B 148.8(12) 12_565 . . . ?
C3 C4 C5 C6A 38.6(7) . . . . ?
C3 C4 C5 C6A -142.6(4) 12_565 . . . ?
C3 C4 C5 C6A 142.6(4) . . . 12_565 ?
C3 C4 C5 C6A -38.6(7) 12_565 . . 12_565 ?
C3 C4 C5 C7B -122.9(7) . . . . ?
C3 C4 C5 C7B 55.9(8) 12_565 . . . ?
C3 C4 C5 C7B -55.9(8) . . . 12_565 ?
C3 C4 C5 C7B 122.9(7) 12_565 . . 12_565 ?
C8 C9 C8 C8 101.4(8) 14_665 . . 13 ?
C8 C9 C8 C8 50.7(4) 2 . . 13 ?
C8 C9 C8 C8 -101.4(8) 13 . . 14_665 ?
C8 C9 C8 C8 -50.7(4) 2 . . 14_665 ?
C8 C9 C8 O2 -50.7(4) 13 . . . ?
C8 C9 C8 O2 50.7(4) 14_665 . . . ?
C8 C9 C8 O2 -0.002(4) 2 . . . ?
C8 C9 C8 C8 -50.7(4) 13 . . 2 ?
C8 C9 C8 C8 50.7(4) 14_665 . . 2 ?
C8 C8 O2 C8 103.7(10) 14_665 . . 13 ?
C9 C8 O2 C8 51.8(5) . . . 13 ?
C8 C8 O2 C8 51.8(5) 2 . . 13 ?
C8 C8 O2 C8 -103.7(10) 13 . . 14_665 ?
C9 C8 O2 C8 -51.8(5) . . . 14_665 ?
C8 C8 O2 C8 -51.8(5) 2 . . 14_665 ?
C8 C8 O2 C8 -51.8(5) 13 . . 2 ?
C8 C8 O2 C8 51.8(5) 14_665 . . 2 ?
C9 C8 O2 C8 0.002(7) . . . 2 ?
C3 C2 S1 C2 -86.8(3) . . . 14_665 ?
C1 C2 S1 C2 93.1(3) . . . 14_665 ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.930
_refine_diff_density_min         -1.043
_refine_diff_density_rms         0.143
_chemical_absolute_configuration ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2-MeOH
_database_code_depnum_ccdc_archive 'CCDC 1050721'
_audit_update_record             
;
2015-04-23 deposited with the CCDC.
2015-05-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C41 H52 O5 S4'
_chemical_formula_weight         753.07

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'P 4/n m m'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y, -z'
'-x, y+1/2, -z'
'-y, -x, -z'
'y+1/2, x+1/2, -z'
'y, -x+1/2, z'
'-y+1/2, x, z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'-x-1/2, y, z'
'x, -y-1/2, z'
'y, x, z'
'-y-1/2, -x-1/2, z'
'-y, x-1/2, -z'
'y-1/2, -x, -z'

_cell_length_a                   15.7827(7)
_cell_length_b                   15.7827(7)
_cell_length_c                   8.2365(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2051.7(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    6495
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      27.79

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             804
_exptl_absorpt_coefficient_mu    0.272
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.882977
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_monochromator  'Bruker Helios multilayered confocal mirror'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11188
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_sigmaI/netI    0.0130
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.82
_diffrn_reflns_theta_max         27.49
_reflns_number_total             1332
_reflns_number_gt                1190
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
 Hydrogen atoms asigned were calulated as riding except of H8,
 which were found in the difference Fourier map.
 C6A C6B, C7A and C7B were refined as disordered methyl group on 
 tert-butyl groups
, respectively.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1542P)²+1.2937P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1332
_refine_ls_number_parameters     92
_refine_ls_number_restraints     104
_refine_ls_R_factor_all          0.1001
_refine_ls_R_factor_gt           0.0955
_refine_ls_wR_factor_ref         0.2559
_refine_ls_wR_factor_gt          0.2366
_refine_ls_goodness_of_fit_ref   1.185
_refine_ls_restrained_S_all      1.219
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
S1 S 0.42442(4) 0.07558(4) 0.77326(14) 0.0488(5) Uani 1 2 d S . .
O1 O 0.3777(2) 0.2500 0.6575(3) 0.0487(7) Uani 1 2 d S . .
C1 C 0.4246(2) 0.2500 0.7956(4) 0.0406(8) Uani 1 2 d S . .
C2 C 0.44896(16) 0.17378(16) 0.8689(3) 0.0426(6) Uani 1 1 d . . .
C3 C 0.49184(18) 0.17484(17) 1.0159(4) 0.0514(7) Uani 1 1 d . . .
H1 H 0.5075 0.1237 1.0631 0.062 Uiso 1 1 calc R . .
C5 C 0.5564(4) 0.2500 1.2611(7) 0.0799(15) Uani 1 2 d SDU . .
C4 C 0.5121(3) 0.2500 1.0947(5) 0.0553(10) Uani 1 2 d S . .
C8 C 0.2500 0.2500 1.144(4) 0.219(10) Uani 1 8 d SDU . .
O2 O 0.2500 0.2500 1.313(4) 0.270(10) Uani 1 8 d SDU . .
H8 H 0.349(6) 0.212(5) 0.658(11) 0.09(3) Uiso 0.50 1 d P . .
C7A C 0.5216(4) 0.1756(4) 1.3685(6) 0.0846(15) Uani 0.75 1 d PDU A .
H42 H 0.5495 0.1762 1.4721 0.127 Uiso 0.75 1 calc PR . .
H43 H 0.5324 0.1226 1.3153 0.127 Uiso 0.75 1 calc PR . .
H44 H 0.4617 0.1825 1.3838 0.127 Uiso 0.75 1 calc PR . .
C6B C 0.6395(7) 0.1967(10) 1.2365(18) 0.074(3) Uani 0.25 1 d PDU A 2
H39 H 0.6703 0.1944 1.3368 0.111 Uiso 0.25 1 calc PR A 2
H40 H 0.6740 0.2229 1.1546 0.111 Uiso 0.25 1 calc PR A 2
H41 H 0.6249 0.1403 1.2030 0.111 Uiso 0.25 1 calc PR A 2
C6A C 0.6536(6) 0.2500 1.246(2) 0.115(4) Uani 0.50 2 d SPDU A 1
H36 H 0.6785 0.2500 1.3519 0.172 Uiso 0.50 2 calc SPR A 1
H37 H 0.6714 0.2997 1.1877 0.172 Uiso 0.25 1 calc PR A 1
H38 H 0.6714 0.2003 1.1877 0.172 Uiso 0.25 1 calc PR A 1
C7B C 0.6077(17) 0.3318(11) 1.296(3) 0.116(5) Uani 0.25 1 d PDU A 2
H45 H 0.6336 0.3278 1.4010 0.174 Uiso 0.25 1 calc PR A 2
H46 H 0.5704 0.3798 1.2933 0.174 Uiso 0.25 1 calc PR A 2
H47 H 0.6508 0.3385 1.2147 0.174 Uiso 0.25 1 calc PR A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
S1 C2 1.781(3) 14_665 ?
S1 C2 1.781(3) . ?
O1 C1 1.357(5) . ?
O1 H8 0.76(9) . ?
C1 C2 1.400(3) . ?
C1 C2 1.400(3) 12_565 ?
C2 C3 1.387(4) . ?
C3 C4 1.390(4) . ?
C3 H1 0.9300 . ?
C5 C4 1.538(6) . ?
C5 C6A 1.539(7) . ?
C5 C7B 1.551(7) . ?
C5 C7B 1.551(7) 12_565 ?
C5 C7A 1.569(5) 12_565 ?
C5 C7A 1.569(5) . ?
C5 C6B 1.571(7) 12_565 ?
C5 C6B 1.571(7) . ?
C4 C3 1.390(4) 12_565 ?
C8 O2 1.39(2) . ?
C7A H42 0.9600 . ?
C7A H43 0.9600 . ?
C7A H44 0.9600 . ?
C6B H39 0.9600 . ?
C6B H40 0.9600 . ?
C6B H41 0.9600 . ?
C6A H36 0.9600 . ?
C6A H37 0.9600 . ?
C6A H38 0.9600 . ?
C7B H45 0.9600 . ?
C7B H46 0.9600 . ?
C7B H47 0.9600 . ?

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
C2 S1 C2 100.55(17) 14_665 . ?
C1 O1 H8 109(7) . . ?
O1 C1 C2 120.76(17) . . ?
O1 C1 C2 120.76(17) . 12_565 ?
C2 C1 C2 118.5(3) . 12_565 ?
C3 C2 C1 120.0(3) . . ?
C3 C2 S1 120.2(2) . . ?
C1 C2 S1 119.8(2) . . ?
C2 C3 C4 122.1(3) . . ?
C2 C3 H1 119.0 . . ?
C4 C3 H1 119.0 . . ?
C4 C5 C6A 112.3(9) . . ?
C4 C5 C7B 113.7(10) . . ?
C6A C5 C7B 59.7(12) . . ?
C4 C5 C7B 113.7(10) . 12_565 ?
C6A C5 C7B 59.7(12) . 12_565 ?
C7B C5 C7B 113(2) . 12_565 ?
C4 C5 C7A 110.1(3) . 12_565 ?
C6A C5 C7A 113.3(5) . 12_565 ?
C7B C5 C7A 57.0(12) . 12_565 ?
C7B C5 C7A 134.5(11) 12_565 12_565 ?
C4 C5 C7A 110.1(3) . . ?
C6A C5 C7A 113.3(5) . . ?
C7B C5 C7A 134.5(11) . . ?
C7B C5 C7A 57.0(12) 12_565 . ?
C7A C5 C7A 96.9(5) 12_565 . ?
C4 C5 C6B 105.3(6) . 12_565 ?
C6A C5 C6B 32.6(7) . 12_565 ?
C7B C5 C6B 30.9(11) . 12_565 ?
C7B C5 C6B 92.0(15) 12_565 12_565 ?
C7A C5 C6B 87.9(7) 12_565 12_565 ?
C7A C5 C6B 139.9(7) . 12_565 ?
C4 C5 C6B 105.3(6) . . ?
C6A C5 C6B 32.6(7) . . ?
C7B C5 C6B 92.0(15) . . ?
C7B C5 C6B 30.9(11) 12_565 . ?
C7A C5 C6B 139.9(7) 12_565 . ?
C7A C5 C6B 87.9(7) . . ?
C6B C5 C6B 64.7(14) 12_565 . ?
C3 C4 C3 117.2(4) 12_565 . ?
C3 C4 C5 121.41(19) 12_565 . ?
C3 C4 C5 121.41(19) . . ?
C5 C7A H42 109.5 . . ?
C5 C7A H43 109.5 . . ?
H42 C7A H43 109.5 . . ?
C5 C7A H44 109.5 . . ?
H42 C7A H44 109.5 . . ?
H43 C7A H44 109.5 . . ?
C5 C6B H39 109.5 . . ?
C5 C6B H40 109.5 . . ?
H39 C6B H40 109.5 . . ?
C5 C6B H41 109.5 . . ?
H39 C6B H41 109.5 . . ?
H40 C6B H41 109.5 . . ?
C5 C6A H36 109.5 . . ?
C5 C6A H37 109.5 . . ?
H36 C6A H37 109.5 . . ?
C5 C6A H38 109.5 . . ?
H36 C6A H38 109.5 . . ?
H37 C6A H38 109.5 . . ?
C5 C7B H45 109.5 . . ?
C5 C7B H46 109.5 . . ?
H45 C7B H46 109.5 . . ?
C5 C7B H47 109.5 . . ?
H45 C7B H47 109.5 . . ?
H46 C7B H47 109.5 . . ?

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
O1 C1 C2 C3 -175.6(3) . . . . ?
C2 C1 C2 C3 3.8(5) 12_565 . . . ?
O1 C1 C2 S1 4.2(4) . . . . ?
C2 C1 C2 S1 -176.42(15) 12_565 . . . ?
C2 S1 C2 C3 86.6(2) 14_665 . . . ?
C2 S1 C2 C1 -93.2(2) 14_665 . . . ?
C1 C2 C3 C4 -0.1(5) . . . . ?
S1 C2 C3 C4 -179.9(3) . . . . ?
C2 C3 C4 C3 -3.5(6) . . . 12_565 ?
C2 C3 C4 C5 177.4(4) . . . . ?
C6A C5 C4 C3 -89.5(4) . . . 12_565 ?
C7B C5 C4 C3 -24.1(14) . . . 12_565 ?
C7B C5 C4 C3 -155.0(13) 12_565 . . 12_565 ?
C7A C5 C4 C3 37.7(6) 12_565 . . 12_565 ?
C7A C5 C4 C3 143.3(4) . . . 12_565 ?
C6B C5 C4 C3 -55.8(9) 12_565 . . 12_565 ?
C6B C5 C4 C3 -123.3(8) . . . 12_565 ?
C6A C5 C4 C3 89.5(4) . . . . ?
C7B C5 C4 C3 155.0(13) . . . . ?
C7B C5 C4 C3 24.1(14) 12_565 . . . ?
C7A C5 C4 C3 -143.3(4) 12_565 . . . ?
C7A C5 C4 C3 -37.7(6) . . . . ?
C6B C5 C4 C3 123.3(8) 12_565 . . . ?
C6B C5 C4 C3 55.8(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.125
_refine_diff_density_min         -1.223
_refine_diff_density_rms         0.187
_chemical_absolute_configuration ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2-PrOH
_database_code_depnum_ccdc_archive 'CCDC 1050722'
_audit_update_record             
;
2015-04-23 deposited with the CCDC.
2015-05-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H56 O5 S4'
_chemical_formula_weight         781.12

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'P 4/n m m'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y, -z'
'-x, y+1/2, -z'
'-y, -x, -z'
'y+1/2, x+1/2, -z'
'y, -x+1/2, z'
'-y+1/2, x, z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'-x-1/2, y, z'
'x, -y-1/2, z'
'y, x, z'
'-y-1/2, -x-1/2, z'
'-y, x-1/2, -z'
'y-1/2, -x, -z'

_cell_length_a                   15.7986(9)
_cell_length_b                   15.7986(9)
_cell_length_c                   8.5474(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2133.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    5764
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      27.85

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             836
_exptl_absorpt_coefficient_mu    0.264
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.856403
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_monochromator  'Bruker Helios multilayered confocal mirror'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11373
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_sigmaI/netI    0.0209
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         1.82
_diffrn_reflns_theta_max         27.50
_reflns_number_total             1378
_reflns_number_gt                1174
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
 Hydrogen atoms asigned were calulated as riding.
 The parts containing (C8, C9A, C9B, C10A, C10B and O2)
 was refined as disordered PrOH. C6A, C6B, C7A and C7B
 were refined as methyl group on disordered tert-butyl group.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1550P)²+1.4518P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1378
_refine_ls_number_parameters     112
_refine_ls_number_restraints     168
_refine_ls_R_factor_all          0.1063
_refine_ls_R_factor_gt           0.0980
_refine_ls_wR_factor_ref         0.2630
_refine_ls_wR_factor_gt          0.2420
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_restrained_S_all      1.162
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

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
S1 S 0.42477(5) 0.07523(5) 0.29358(14) 0.0587(5) Uani 1 2 d S . .
O1 O 0.3801(2) 0.2500 0.1802(3) 0.0640(9) Uani 1 2 d S . .
C1 C 0.4264(2) 0.2500 0.3137(4) 0.0486(9) Uani 1 2 d S . .
C2 C 0.44995(16) 0.17382(17) 0.3850(3) 0.0499(7) Uani 1 1 d . . .
C3 C 0.49376(19) 0.1751(2) 0.5241(4) 0.0595(8) Uani 1 1 d . . .
H1 H 0.5090 0.1240 0.5704 0.071 Uiso 1 1 calc R . .
C4 C 0.5158(3) 0.2500 0.5973(5) 0.0661(12) Uani 1 2 d S . .
C5 C 0.5620(5) 0.2500 0.7571(8) 0.1061(19) Uani 1 2 d SDU . .
C6A C 0.6400(6) 0.1890(8) 0.7374(15) 0.092(3) Uani 0.35 1 d PDU A 1
H2 H 0.6202 0.1328 0.7152 0.138 Uiso 0.35 1 calc PR A 1
H3 H 0.6725 0.1885 0.8322 0.138 Uiso 0.35 1 calc PR A 1
H4 H 0.6748 0.2084 0.6526 0.138 Uiso 0.35 1 calc PR A 1
C6B C 0.6594(7) 0.2500 0.736(4) 0.144(7) Uani 0.30 2 d SPDU A 2
H5 H 0.6862 0.2500 0.8368 0.216 Uiso 0.30 2 calc SPR A 2
H6 H 0.6762 0.2996 0.6790 0.216 Uiso 0.15 1 calc PR A 2
H7 H 0.6762 0.2004 0.6790 0.216 Uiso 0.15 1 calc PR A 2
C7A C 0.6034(14) 0.3362(8) 0.795(2) 0.135(5) Uani 0.35 1 d PDU A 1
H8 H 0.5658 0.3811 0.7650 0.202 Uiso 0.35 1 calc PR A 1
H9 H 0.6556 0.3414 0.7384 0.202 Uiso 0.35 1 calc PR A 1
H10 H 0.6144 0.3397 0.9053 0.202 Uiso 0.35 1 calc PR A 1
C7B C 0.5214(6) 0.1803(6) 0.8655(8) 0.119(2) Uani 0.65 1 d PDU A 2
H11 H 0.5498 0.1800 0.9647 0.178 Uiso 0.65 1 calc PR A 2
H12 H 0.5271 0.1259 0.8168 0.178 Uiso 0.65 1 calc PR A 2
H13 H 0.4625 0.1927 0.8809 0.178 Uiso 0.65 1 calc PR A 2
C10A C 0.2500 0.2500 0.576(5) 0.122(6) Uani 0.50 8 d SPDU . 2
C9B C 0.2500 0.2500 0.854(4) 0.124(6) Uani 0.50 8 d SPDU . 1
C9A C 0.329(2) 0.2500 0.677(4) 0.133(6) Uani 0.125 2 d SPDU . 2
C10B C 0.221(3) 0.279(3) 0.694(4) 0.117(7) Uani 0.125 2 d SPDU . 1
O2 O 0.3500(12) 0.1500(12) 0.932(3) 0.147(6) Uani 0.25 2 d SPDU . .
C8 C 0.3148(7) 0.1852(7) 0.804(3) 0.137(6) Uani 0.25 2 d SPDU . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
S1 C2 1.787(3) . ?
S1 C2 1.787(3) 14_665 ?
O1 C1 1.356(5) . ?
C1 C2 1.399(3) . ?
C1 C2 1.399(3) 12_565 ?
C2 C3 1.376(4) . ?
C3 C4 1.383(4) . ?
C3 H1 0.9300 . ?
C4 C3 1.384(4) 12_565 ?
C4 C5 1.549(8) . ?
C5 C7A 1.545(7) . ?
C5 C7A 1.545(7) 12_565 ?
C5 C6B 1.550(7) . ?
C5 C6A 1.574(7) 12_565 ?
C5 C6A 1.574(7) . ?
C5 C7B 1.575(6) 12_565 ?
C5 C7B 1.575(6) . ?
C6A H2 0.9600 . ?
C6A H3 0.9600 . ?
C6A H4 0.9600 . ?
C6B H5 0.9600 . ?
C6B H6 0.9600 . ?
C6B H7 0.9600 . ?
C7A H8 0.9600 . ?
C7A H9 0.9600 . ?
C7A H10 0.9600 . ?
C7B H11 0.9600 . ?
C7B H12 0.9600 . ?
C7B H13 0.9600 . ?
C10A C9A 1.513(12) 2 ?
C10A C9A 1.513(12) . ?
C10A C9A 1.513(12) 14_665 ?
C10A C9A 1.513(12) 13 ?
C9B C8 1.510(12) 11_655 ?
C9B C8 1.510(12) 2 ?
C9B C8 1.510(12) . ?
C9B C8 1.510(12) 12_565 ?
C9B C10B 1.512(12) . ?
C9B C10B 1.512(12) 11_655 ?
C9B C10B 1.512(12) 2 ?
C9B C10B 1.512(12) 12_565 ?
C9A C8 1.509(12) 12_565 ?
C9A C8 1.509(12) . ?
C9A C9A 1.76(5) 14_665 ?
C9A C9A 1.76(5) 13 ?
C10B C10B 0.92(8) 11_655 ?
C10B C10B 0.92(8) 12_565 ?
C10B C8 1.23(6) 2 ?
C10B C10B 1.30(12) 2 ?
C10B C8 1.84(3) 11_655 ?
C10B C8 1.84(3) 12_565 ?
O2 C8 1.352(19) . ?
C8 C10B 1.23(6) 2 ?
C8 C9A 1.509(12) 14_665 ?
C8 C10B 1.84(3) 11_655 ?
C8 C10B 1.84(3) 12_565 ?

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
C2 S1 C2 101.34(17) . 14_665 ?
O1 C1 C2 120.67(17) . . ?
O1 C1 C2 120.67(17) . 12_565 ?
C2 C1 C2 118.7(3) . 12_565 ?
C3 C2 C1 119.8(3) . . ?
C3 C2 S1 120.1(2) . . ?
C1 C2 S1 120.0(2) . . ?
C2 C3 C4 122.0(3) . . ?
C2 C3 H1 119.0 . . ?
C4 C3 H1 119.0 . . ?
C3 C4 C3 117.7(4) . 12_565 ?
C3 C4 C5 121.16(19) . . ?
C3 C4 C5 121.16(19) 12_565 . ?
C7A C5 C7A 123.6(18) . 12_565 ?
C7A C5 C4 112.6(8) . . ?
C7A C5 C4 112.6(8) 12_565 . ?
C7A C5 C6B 66.7(11) . . ?
C7A C5 C6B 66.7(11) 12_565 . ?
C4 C5 C6B 111.4(15) . . ?
C7A C5 C6A 31.9(9) . 12_565 ?
C7A C5 C6A 103.4(12) 12_565 12_565 ?
C4 C5 C6A 105.9(6) . 12_565 ?
C6B C5 C6A 37.8(6) . 12_565 ?
C7A C5 C6A 103.4(12) . . ?
C7A C5 C6A 31.9(9) 12_565 . ?
C4 C5 C6A 105.9(6) . . ?
C6B C5 C6A 37.8(6) . . ?
C6A C5 C6A 75.6(11) 12_565 . ?
C7A C5 C7B 55.5(9) . 12_565 ?
C7A C5 C7B 131.7(10) 12_565 12_565 ?
C4 C5 C7B 109.1(4) . 12_565 ?
C6B C5 C7B 118.2(9) . 12_565 ?
C6A C5 C7B 87.3(7) 12_565 12_565 ?
C6A C5 C7B 144.1(7) . 12_565 ?
C7A C5 C7B 131.7(10) . . ?
C7A C5 C7B 55.5(9) 12_565 . ?
C4 C5 C7B 109.1(4) . . ?
C6B C5 C7B 118.2(9) . . ?
C6A C5 C7B 144.1(7) 12_565 . ?
C6A C5 C7B 87.3(7) . . ?
C7B C5 C7B 88.7(9) 12_565 . ?
C5 C6A H2 109.5 . . ?
C5 C6A H3 109.5 . . ?
H2 C6A H3 109.5 . . ?
C5 C6A H4 109.5 . . ?
H2 C6A H4 109.5 . . ?
H3 C6A H4 109.5 . . ?
C5 C6B H5 109.5 . . ?
C5 C6B H6 109.5 . . ?
H5 C6B H6 109.5 . . ?
C5 C6B H7 109.5 . . ?
H5 C6B H7 109.5 . . ?
H6 C6B H7 109.5 . . ?
C5 C7A H8 109.5 . . ?
C5 C7A H9 109.5 . . ?
H8 C7A H9 109.5 . . ?
C5 C7A H10 109.5 . . ?
H8 C7A H10 109.5 . . ?
H9 C7A H10 109.5 . . ?
C5 C7B H11 109.5 . . ?
C5 C7B H12 109.5 . . ?
H11 C7B H12 109.5 . . ?
C5 C7B H13 109.5 . . ?
H11 C7B H13 109.5 . . ?
H12 C7B H13 109.5 . . ?
C9A C10A C9A 111(4) 2 . ?
C9A C10A C9A 71(2) 2 14_665 ?
C9A C10A C9A 71(2) . 14_665 ?
C9A C10A C9A 71(2) 2 13 ?
C9A C10A C9A 71(2) . 13 ?
C9A C10A C9A 111(4) 14_665 13 ?
C8 C9B C8 85.4(9) 11_655 2 ?
C8 C9B C8 85.4(9) 11_655 . ?
C8 C9B C8 147(3) 2 . ?
C8 C9B C8 147(3) 11_655 12_565 ?
C8 C9B C8 85.4(9) 2 12_565 ?
C8 C9B C8 85.4(9) . 12_565 ?
C8 C9B C10B 75.2(16) 11_655 . ?
C8 C9B C10B 48(2) 2 . ?
C8 C9B C10B 99(3) . . ?
C8 C9B C10B 75.2(16) 12_565 . ?
C8 C9B C10B 99(3) 11_655 11_655 ?
C8 C9B C10B 75.2(16) 2 11_655 ?
C8 C9B C10B 75.2(16) . 11_655 ?
C8 C9B C10B 48(2) 12_565 11_655 ?
C10B C9B C10B 35(3) . 11_655 ?
C8 C9B C10B 75.2(16) 11_655 2 ?
C8 C9B C10B 99(3) 2 2 ?
C8 C9B C10B 48(2) . 2 ?
C8 C9B C10B 75.2(16) 12_565 2 ?
C10B C9B C10B 51(5) . 2 ?
C10B C9B C10B 35(3) 11_655 2 ?
C8 C9B C10B 48(2) 11_655 12_565 ?
C8 C9B C10B 75.2(16) 2 12_565 ?
C8 C9B C10B 75.2(16) . 12_565 ?
C8 C9B C10B 99(3) 12_565 12_565 ?
C10B C9B C10B 35(3) . 12_565 ?
C10B C9B C10B 51(5) 11_655 12_565 ?
C10B C9B C10B 35(3) 2 12_565 ?
C8 C9A C8 85.4(11) 12_565 . ?
C8 C9A C10A 107(3) 12_565 . ?
C8 C9A C10A 107(3) . . ?
C8 C9A C9A 112.1(12) 12_565 14_665 ?
C8 C9A C9A 54.3(10) . 14_665 ?
C10A C9A C9A 54.4(10) . 14_665 ?
C8 C9A C9A 54.3(10) 12_565 13 ?
C8 C9A C9A 112.1(12) . 13 ?
C10A C9A C9A 54.4(10) . 13 ?
C9A C9A C9A 90.004(5) 14_665 13 ?
C10B C10B C10B 89.997(10) 11_655 12_565 ?
C10B C10B C8 117.3(11) 11_655 2 ?
C10B C10B C8 117.3(11) 12_565 2 ?
C10B C10B C10B 44.998(8) 11_655 2 ?
C10B C10B C10B 44.999(10) 12_565 2 ?
C8 C10B C10B 130.4(18) 2 2 ?
C10B C10B C9B 72.3(17) 11_655 . ?
C10B C10B C9B 72.3(17) 12_565 . ?
C8 C10B C9B 65.9(13) 2 . ?
C10B C10B C9B 64(2) 2 . ?
C10B C10B C8 107.8(14) 11_655 11_655 ?
C10B C10B C8 36.4(18) 12_565 11_655 ?
C8 C10B C8 80.9(15) 2 11_655 ?
C10B C10B C8 69.3(18) 2 11_655 ?
C9B C10B C8 52.4(8) . 11_655 ?
C10B C10B C8 36.4(18) 11_655 12_565 ?
C10B C10B C8 107.8(14) 12_565 12_565 ?
C8 C10B C8 80.9(15) 2 12_565 ?
C10B C10B C8 69.3(18) 2 12_565 ?
C9B C10B C8 52.4(8) . 12_565 ?
C8 C10B C8 103.5(15) 11_655 12_565 ?
C10B C8 O2 175(2) 2 . ?
C10B C8 C9A 37.6(15) 2 14_665 ?
O2 C8 C9A 143.6(12) . 14_665 ?
C10B C8 C9A 37.6(15) 2 . ?
O2 C8 C9A 143.6(12) . . ?
C9A C8 C9A 71(2) 14_665 . ?
C10B C8 C9B 66.1(13) 2 . ?
O2 C8 C9B 109(2) . . ?
C9A C8 C9B 81(2) 14_665 . ?
C9A C8 C9B 81(2) . . ?
C10B C8 C10B 26(3) 2 11_655 ?
O2 C8 C10B 150(2) . 11_655 ?
C9A C8 C10B 63(3) 14_665 11_655 ?
C9A C8 C10B 29.8(18) . 11_655 ?
C9B C8 C10B 52.5(8) . 11_655 ?
C10B C8 C10B 26(3) 2 12_565 ?
O2 C8 C10B 150(2) . 12_565 ?
C9A C8 C10B 29.8(18) 14_665 12_565 ?
C9A C8 C10B 63(3) . 12_565 ?
C9B C8 C10B 52.5(8) . 12_565 ?
C10B C8 C10B 41(4) 11_655 12_565 ?

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
O1 C1 C2 C3 -177.1(3) . . . . ?
C2 C1 C2 C3 1.3(5) 12_565 . . . ?
O1 C1 C2 S1 4.0(4) . . . . ?
C2 C1 C2 S1 -177.51(16) 12_565 . . . ?
C2 S1 C2 C3 87.6(3) 14_665 . . . ?
C2 S1 C2 C1 -93.5(3) 14_665 . . . ?
C1 C2 C3 C4 0.0(5) . . . . ?
S1 C2 C3 C4 178.8(3) . . . . ?
C2 C3 C4 C3 -1.3(7) . . . 12_565 ?
C2 C3 C4 C5 177.5(4) . . . . ?
C3 C4 C5 C7A 163.3(11) . . . . ?
C3 C4 C5 C7A -17.9(13) 12_565 . . . ?
C3 C4 C5 C7A 17.9(13) . . . 12_565 ?
C3 C4 C5 C7A -163.3(11) 12_565 . . 12_565 ?
C3 C4 C5 C6B 90.6(4) . . . . ?
C3 C4 C5 C6B -90.6(4) 12_565 . . . ?
C3 C4 C5 C6A 130.2(7) . . . 12_565 ?
C3 C4 C5 C6A -51.0(9) 12_565 . . 12_565 ?
C3 C4 C5 C6A 51.0(9) . . . . ?
C3 C4 C5 C6A -130.2(7) 12_565 . . . ?
C3 C4 C5 C7B -137.1(5) . . . 12_565 ?
C3 C4 C5 C7B 41.7(8) 12_565 . . 12_565 ?
C3 C4 C5 C7B -41.7(8) . . . . ?
C3 C4 C5 C7B 137.1(5) 12_565 . . . ?
C9A C10A C9A C8 -45.1(12) 2 . . 12_565 ?
C9A C10A C9A C8 -105.5(6) 14_665 . . 12_565 ?
C9A C10A C9A C8 15(2) 13 . . 12_565 ?
C9A C10A C9A C8 45.1(12) 2 . . . ?
C9A C10A C9A C8 -15(2) 14_665 . . . ?
C9A C10A C9A C8 105.5(6) 13 . . . ?
C9A C10A C9A C9A 60.4(12) 2 . . 14_665 ?
C9A C10A C9A C9A 121(2) 13 . . 14_665 ?
C9A C10A C9A C9A -60.4(13) 2 . . 13 ?
C9A C10A C9A C9A -121(2) 14_665 . . 13 ?
C8 C9B C10B C10B -130.7(7) 11_655 . . 11_655 ?
C8 C9B C10B C10B 132.1(6) 2 . . 11_655 ?
C8 C9B C10B C10B -47.9(6) . . . 11_655 ?
C8 C9B C10B C10B 34.8(12) 12_565 . . 11_655 ?
C10B C9B C10B C10B -47.9(6) 2 . . 11_655 ?
C10B C9B C10B C10B -95.9(12) 12_565 . . 11_655 ?
C8 C9B C10B C10B -34.8(12) 11_655 . . 12_565 ?
C8 C9B C10B C10B -132.1(6) 2 . . 12_565 ?
C8 C9B C10B C10B 47.9(6) . . . 12_565 ?
C8 C9B C10B C10B 130.7(7) 12_565 . . 12_565 ?
C10B C9B C10B C10B 95.9(12) 11_655 . . 12_565 ?
C10B C9B C10B C10B 47.9(6) 2 . . 12_565 ?
C8 C9B C10B C8 97.3(8) 11_655 . . 2 ?
C8 C9B C10B C8 180.003(9) . . . 2 ?
C8 C9B C10B C8 -97.3(8) 12_565 . . 2 ?
C10B C9B C10B C8 -132.1(6) 11_655 . . 2 ?
C10B C9B C10B C8 180.001(10) 2 . . 2 ?
C10B C9B C10B C8 132.1(6) 12_565 . . 2 ?
C8 C9B C10B C10B -82.7(8) 11_655 . . 2 ?
C8 C9B C10B C10B 179.999(14) 2 . . 2 ?
C8 C9B C10B C10B 0.002(15) . . . 2 ?
C8 C9B C10B C10B 82.7(8) 12_565 . . 2 ?
C10B C9B C10B C10B 47.9(6) 11_655 . . 2 ?
C10B C9B C10B C10B -47.9(6) 12_565 . . 2 ?
C8 C9B C10B C8 -97.3(8) 2 . . 11_655 ?
C8 C9B C10B C8 82.7(8) . . . 11_655 ?
C8 C9B C10B C8 165.5(16) 12_565 . . 11_655 ?
C10B C9B C10B C8 130.7(7) 11_655 . . 11_655 ?
C10B C9B C10B C8 82.7(8) 2 . . 11_655 ?
C10B C9B C10B C8 34.8(12) 12_565 . . 11_655 ?
C8 C9B C10B C8 -165.5(16) 11_655 . . 12_565 ?
C8 C9B C10B C8 97.3(8) 2 . . 12_565 ?
C8 C9B C10B C8 -82.7(8) . . . 12_565 ?
C10B C9B C10B C8 -34.8(12) 11_655 . . 12_565 ?
C10B C9B C10B C8 -82.7(8) 2 . . 12_565 ?
C10B C9B C10B C8 -130.7(7) 12_565 . . 12_565 ?
C8 C9A C8 C10B 100(4) 12_565 . . 2 ?
C10A C9A C8 C10B -6(3) . . . 2 ?
C9A C9A C8 C10B -21(4) 14_665 . . 2 ?
C9A C9A C8 C10B 52(3) 13 . . 2 ?
C8 C9A C8 O2 -72(3) 12_565 . . . ?
C10A C9A C8 O2 -178(3) . . . . ?
C9A C9A C8 O2 167(3) 14_665 . . . ?
C9A C9A C8 O2 -120(3) 13 . . . ?
C8 C9A C8 C9A 121.5(6) 12_565 . . 14_665 ?
C10A C9A C8 C9A 15(2) . . . 14_665 ?
C9A C9A C8 C9A 73.1(6) 13 . . 14_665 ?
C8 C9A C8 C9B 38.0(19) 12_565 . . . ?
C10A C9A C8 C9B -68.2(16) . . . . ?
C9A C9A C8 C9B -83.5(15) 14_665 . . . ?
C9A C9A C8 C9B -10.4(10) 13 . . . ?
C8 C9A C8 C10B 54(4) 12_565 . . 11_655 ?
C10A C9A C8 C10B -53(4) . . . 11_655 ?
C9A C9A C8 C10B -68(4) 14_665 . . 11_655 ?
C9A C9A C8 C10B 5(4) 13 . . 11_655 ?
C8 C9A C8 C10B 90(2) 12_565 . . 12_565 ?
C10A C9A C8 C10B -15.9(15) . . . 12_565 ?
C9A C9A C8 C10B -31.2(16) 14_665 . . 12_565 ?
C9A C9A C8 C10B 41.9(11) 13 . . 12_565 ?
C8 C9B C8 C10B 74.2(15) 11_655 . . 2 ?
C8 C9B C8 C10B -0.006(19) 2 . . 2 ?
C8 C9B C8 C10B -74.2(15) 12_565 . . 2 ?
C10B C9B C8 C10B -0.002(14) . . . 2 ?
C10B C9B C8 C10B -26(2) 11_655 . . 2 ?
C10B C9B C8 C10B 26(2) 12_565 . . 2 ?
C8 C9B C8 O2 -105.8(15) 11_655 . . . ?
C8 C9B C8 O2 179.995(16) 2 . . . ?
C8 C9B C8 O2 105.8(15) 12_565 . . . ?
C10B C9B C8 O2 179.999(9) . . . . ?
C10B C9B C8 O2 154(2) 11_655 . . . ?
C10B C9B C8 O2 180.001(11) 2 . . . ?
C10B C9B C8 O2 -154(2) 12_565 . . . ?
C8 C9B C8 C9A 38.0(18) 11_655 . . 14_665 ?
C8 C9B C8 C9A -36.2(9) 2 . . 14_665 ?
C8 C9B C8 C9A -110.4(16) 12_565 . . 14_665 ?
C10B C9B C8 C9A -36.2(9) . . . 14_665 ?
C10B C9B C8 C9A -63(3) 11_655 . . 14_665 ?
C10B C9B C8 C9A -36.2(9) 2 . . 14_665 ?
C10B C9B C8 C9A -10(2) 12_565 . . 14_665 ?
C8 C9B C8 C9A 110.3(16) 11_655 . . . ?
C8 C9B C8 C9A 36.2(9) 2 . . . ?
C8 C9B C8 C9A -38.0(18) 12_565 . . . ?
C10B C9B C8 C9A 36.2(9) . . . . ?
C10B C9B C8 C9A 10(2) 11_655 . . . ?
C10B C9B C8 C9A 36.2(9) 2 . . . ?
C10B C9B C8 C9A 63(3) 12_565 . . . ?
C8 C9B C8 C10B 101(3) 11_655 . . 11_655 ?
C8 C9B C8 C10B 26(2) 2 . . 11_655 ?
C8 C9B C8 C10B -48(3) 12_565 . . 11_655 ?
C10B C9B C8 C10B 26(2) . . . 11_655 ?
C10B C9B C8 C10B 26(2) 2 . . 11_655 ?
C10B C9B C8 C10B 53(5) 12_565 . . 11_655 ?
C8 C9B C8 C10B 48(3) 11_655 . . 12_565 ?
C8 C9B C8 C10B -26(2) 2 . . 12_565 ?
C8 C9B C8 C10B -101(3) 12_565 . . 12_565 ?
C10B C9B C8 C10B -26(2) . . . 12_565 ?
C10B C9B C8 C10B -53(5) 11_655 . . 12_565 ?
C10B C9B C8 C10B -26(2) 2 . . 12_565 ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.886
_refine_diff_density_min         -0.605
_refine_diff_density_rms         0.166
_chemical_absolute_configuration ?
