# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_H_apohosot
_database_code_depnum_ccdc_archive 'CCDC 1540357'
_audit_update_record             
;
2017-03-25 deposited with the CCDC.
2017-06-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT420_H_apohosot          
;
PROBLEM: D-H Without Acceptor       O13    --  H13    ...     Please Check
RESPONSE: O-H...pi interaction
;
# Added during the CSD deposition process: Saturday 25 March 2017 11:40 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
9,9'-(ethyne-1,2-diyl)-bis(fluoren-9-ol) 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H18 O2'
_chemical_formula_sum            'C28 H18 O2'
_chemical_formula_weight         386.42

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           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   18.455(4)
_cell_length_b                   14.363(3)
_cell_length_c                   15.938(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.45(3)
_cell_angle_gamma                90.00
_cell_volume                     3875.7(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    27944
_cell_measurement_theta_min      1.86
_cell_measurement_theta_max      27.98

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.34
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1616
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9570
_exptl_absorpt_correction_T_max  0.9726
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
; 
Absorption corrections were made using the program SADABS 
(Sheldrick, 1996) 
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Kappa Duo Apex II diffractometer'
_diffrn_measurement_method       '1.2° φ scans and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            27944
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_sigmaI/netI    0.0243
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.86
_diffrn_reflns_theta_max         27.98
_reflns_number_total             4669
_reflns_number_gt                4079
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT-Plus (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus and XPREP (Bruker 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'X-seed (Barbour, 1999)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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. 
;

_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)+(0.0514P)²+2.3476P] 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         4669
_refine_ls_number_parameters     279
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0387
_refine_ls_wR_factor_ref         0.1033
_refine_ls_wR_factor_gt          0.0982
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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
O13 O 0.47024(4) 0.61662(5) 0.11659(5) 0.02425(18) Uani 1 1 d D . .
O16 O 0.67358(4) 0.45885(5) 0.01920(5) 0.02169(17) Uani 1 1 d D . .
H16 H 0.6215(6) 0.4329(12) -0.0215(10) 0.059(5) Uiso 1 1 d D . .
H13 H 0.4428(10) 0.6502(12) 0.1497(11) 0.059(5) Uiso 1 1 d D . .
C14 C 0.56791(6) 0.63566(7) 0.05825(7) 0.0204(2) Uani 1 1 d . . .
C15 C 0.61205(6) 0.60167(7) 0.02905(7) 0.0193(2) Uani 1 1 d . . .
C22 C 0.73627(6) 0.61992(7) -0.08962(7) 0.0197(2) Uani 1 1 d . . .
C17 C 0.66619(6) 0.57944(7) -0.09312(7) 0.0175(2) Uani 1 1 d . . .
C13 C 0.52186(6) 0.68440(7) 0.10168(7) 0.0197(2) Uani 1 1 d . . .
C27 C 0.79253(7) 0.59972(8) 0.15619(7) 0.0259(2) Uani 1 1 d . . .
H27 H 0.7681 0.5754 0.1940 0.031 Uiso 1 1 calc R . .
C23 C 0.79005(6) 0.63256(7) 0.00637(7) 0.0198(2) Uani 1 1 d . . .
C28 C 0.75460(6) 0.59668(7) 0.06221(7) 0.0191(2) Uani 1 1 d . . .
C21 C 0.74657(7) 0.63886(9) -0.16958(8) 0.0270(2) Uani 1 1 d . . .
H21 H 0.7938 0.6670 -0.1675 0.032 Uiso 1 1 calc R . .
C1 C 0.57608(6) 0.73026(8) 0.19113(7) 0.0221(2) Uani 1 1 d . . .
C16 C 0.67282(6) 0.55736(7) 0.00381(7) 0.0173(2) Uani 1 1 d . . .
C6 C 0.56113(7) 0.82590(8) 0.18810(8) 0.0263(2) Uani 1 1 d . . .
C18 C 0.60522(6) 0.55993(8) -0.17578(7) 0.0229(2) Uani 1 1 d . . .
H18 H 0.5569 0.5348 -0.1780 0.027 Uiso 1 1 calc R . .
C19 C 0.61609(7) 0.57789(9) -0.25623(8) 0.0285(2) Uani 1 1 d . . .
H19 H 0.5750 0.5640 -0.3138 0.034 Uiso 1 1 calc R . .
C12 C 0.47537(6) 0.76749(8) 0.04728(7) 0.0232(2) Uani 1 1 d . . .
C7 C 0.49841(7) 0.84908(8) 0.09907(8) 0.0268(2) Uani 1 1 d . . .
C2 C 0.63292(7) 0.68877(9) 0.26727(8) 0.0297(3) Uani 1 1 d . . .
H2 H 0.6433 0.6239 0.2684 0.036 Uiso 1 1 calc R . .
C25 C 0.90309(7) 0.67536(8) 0.13914(8) 0.0291(2) Uani 1 1 d . . .
H25 H 0.9541 0.7027 0.1664 0.035 Uiso 1 1 calc R . .
C24 C 0.86494(6) 0.67191(8) 0.04463(8) 0.0257(2) Uani 1 1 d . . .
H24 H 0.8895 0.6959 0.0069 0.031 Uiso 1 1 calc R . .
C20 C 0.68634(7) 0.61576(9) -0.25277(8) 0.0308(3) Uani 1 1 d . . .
H20 H 0.6934 0.6260 -0.3079 0.037 Uiso 1 1 calc R . .
C5 C 0.60359(8) 0.88145(10) 0.26318(10) 0.0376(3) Uani 1 1 d . . .
H5 H 0.5940 0.9465 0.2618 0.045 Uiso 1 1 calc R . .
C4 C 0.66006(8) 0.84017(12) 0.33987(10) 0.0440(4) Uani 1 1 d . . .
H4 H 0.6893 0.8775 0.3915 0.053 Uiso 1 1 calc R . .
C26 C 0.86782(7) 0.63949(9) 0.19444(8) 0.0301(3) Uani 1 1 d . . .
H26 H 0.8951 0.6420 0.2591 0.036 Uiso 1 1 calc R . .
C11 C 0.41496(7) 0.76751(10) -0.03872(8) 0.0328(3) Uani 1 1 d . . .
H11 H 0.3998 0.7118 -0.0735 0.039 Uiso 1 1 calc R . .
C3 C 0.67458(7) 0.74542(12) 0.34255(9) 0.0400(3) Uani 1 1 d . . .
H3 H 0.7133 0.7185 0.3961 0.048 Uiso 1 1 calc R . .
C10 C 0.37688(9) 0.85138(11) -0.07311(10) 0.0430(3) Uani 1 1 d . . .
H10 H 0.3346 0.8529 -0.1318 0.052 Uiso 1 1 calc R . .
C9 C 0.39996(9) 0.93271(11) -0.02265(11) 0.0460(4) Uani 1 1 d . . .
H9 H 0.3737 0.9894 -0.0476 0.055 Uiso 1 1 calc R . .
C8 C 0.46062(9) 0.93282(9) 0.06342(11) 0.0394(3) Uani 1 1 d . . .
H8 H 0.4762 0.9889 0.0976 0.047 Uiso 1 1 calc R . .


_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
O13 C13 1.4464(12) . ?
O16 C16 1.4352(12) . ?
C14 C15 1.1918(15) . ?
C14 C13 1.4695(14) . ?
C15 C16 1.4779(14) . ?
C22 C21 1.3882(15) . ?
C22 C17 1.3987(14) . ?
C22 C23 1.4662(15) . ?
C17 C18 1.3785(15) . ?
C17 C16 1.5334(14) . ?
C13 C12 1.5231(15) . ?
C13 C1 1.5271(15) . ?
C27 C28 1.3786(16) . ?
C27 C26 1.3981(16) . ?
C23 C24 1.3894(15) . ?
C23 C28 1.3961(14) . ?
C28 C16 1.5314(14) . ?
C21 C20 1.3893(18) . ?
C1 C2 1.3838(17) . ?
C1 C6 1.3983(16) . ?
C6 C5 1.3914(16) . ?
C6 C7 1.4685(18) . ?
C18 C19 1.3983(15) . ?
C19 C20 1.3866(17) . ?
C12 C11 1.3803(17) . ?
C12 C7 1.3987(16) . ?
C7 C8 1.3930(18) . ?
C2 C3 1.3994(18) . ?
C25 C26 1.3865(18) . ?
C25 C24 1.3867(17) . ?
C5 C4 1.385(2) . ?
C4 C3 1.384(2) . ?
C11 C10 1.392(2) . ?
C10 C9 1.386(2) . ?
C9 C8 1.383(2) . ?

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
C15 C14 C13 172.93(11) . . ?
C14 C15 C16 173.46(11) . . ?
C21 C22 C17 120.47(10) . . ?
C21 C22 C23 130.57(10) . . ?
C17 C22 C23 108.93(9) . . ?
C18 C17 C22 120.85(9) . . ?
C18 C17 C16 128.92(9) . . ?
C22 C17 C16 110.12(9) . . ?
O13 C13 C14 107.40(8) . . ?
O13 C13 C12 111.24(8) . . ?
C14 C13 C12 113.92(9) . . ?
O13 C13 C1 111.50(8) . . ?
C14 C13 C1 110.99(8) . . ?
C12 C13 C1 101.82(9) . . ?
C28 C27 C26 118.25(11) . . ?
C24 C23 C28 120.46(10) . . ?
C24 C23 C22 130.57(10) . . ?
C28 C23 C22 108.97(9) . . ?
C27 C28 C23 121.13(10) . . ?
C27 C28 C16 128.56(10) . . ?
C23 C28 C16 110.31(9) . . ?
C22 C21 C20 118.64(10) . . ?
C2 C1 C6 121.58(11) . . ?
C2 C1 C13 128.27(10) . . ?
C6 C1 C13 110.15(10) . . ?
O16 C16 C15 109.56(8) . . ?
O16 C16 C28 108.63(8) . . ?
C15 C16 C28 110.30(8) . . ?
O16 C16 C17 111.56(8) . . ?
C15 C16 C17 114.85(8) . . ?
C28 C16 C17 101.56(8) . . ?
C5 C6 C1 119.85(12) . . ?
C5 C6 C7 131.18(12) . . ?
C1 C6 C7 108.96(10) . . ?
C17 C18 C19 118.58(10) . . ?
C20 C19 C18 120.60(11) . . ?
C11 C12 C7 121.44(11) . . ?
C11 C12 C13 127.93(10) . . ?
C7 C12 C13 110.52(10) . . ?
C8 C7 C12 119.84(12) . . ?
C8 C7 C6 131.60(12) . . ?
C12 C7 C6 108.53(10) . . ?
C1 C2 C3 117.88(13) . . ?
C26 C25 C24 120.89(10) . . ?
C25 C24 C23 118.53(11) . . ?
C19 C20 C21 120.79(10) . . ?
C4 C5 C6 118.81(13) . . ?
C3 C4 C5 121.10(12) . . ?
C25 C26 C27 120.75(11) . . ?
C12 C11 C10 118.20(13) . . ?
C4 C3 C2 120.77(13) . . ?
C9 C10 C11 120.70(14) . . ?
C8 C9 C10 121.14(13) . . ?
C9 C8 C7 118.67(13) . . ?

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
C13 C14 C15 C16 51.4(16) . . . . ?
C21 C22 C17 C18 -1.80(16) . . . . ?
C23 C22 C17 C18 -179.99(9) . . . . ?
C21 C22 C17 C16 174.64(9) . . . . ?
C23 C22 C17 C16 -3.56(11) . . . . ?
C15 C14 C13 O13 -139.2(9) . . . . ?
C15 C14 C13 C12 97.2(9) . . . . ?
C15 C14 C13 C1 -17.1(9) . . . . ?
C21 C22 C23 C24 4.12(19) . . . . ?
C17 C22 C23 C24 -177.94(11) . . . . ?
C21 C22 C23 C28 -175.66(11) . . . . ?
C17 C22 C23 C28 2.28(12) . . . . ?
C26 C27 C28 C23 -0.22(16) . . . . ?
C26 C27 C28 C16 -179.98(10) . . . . ?
C24 C23 C28 C27 0.32(16) . . . . ?
C22 C23 C28 C27 -179.88(9) . . . . ?
C24 C23 C28 C16 -179.88(9) . . . . ?
C22 C23 C28 C16 -0.08(11) . . . . ?
C17 C22 C21 C20 -0.77(17) . . . . ?
C23 C22 C21 C20 176.97(11) . . . . ?
O13 C13 C1 C2 62.09(13) . . . . ?
C14 C13 C1 C2 -57.61(14) . . . . ?
C12 C13 C1 C2 -179.21(10) . . . . ?
O13 C13 C1 C6 -117.77(10) . . . . ?
C14 C13 C1 C6 122.54(10) . . . . ?
C12 C13 C1 C6 0.94(10) . . . . ?
C14 C15 C16 O16 71.7(9) . . . . ?
C14 C15 C16 C28 -47.8(9) . . . . ?
C14 C15 C16 C17 -161.8(9) . . . . ?
C27 C28 C16 O16 -64.42(13) . . . . ?
C23 C28 C16 O16 115.80(9) . . . . ?
C27 C28 C16 C15 55.68(14) . . . . ?
C23 C28 C16 C15 -124.10(9) . . . . ?
C27 C28 C16 C17 177.89(10) . . . . ?
C23 C28 C16 C17 -1.90(10) . . . . ?
C18 C17 C16 O16 63.82(13) . . . . ?
C22 C17 C16 O16 -112.25(9) . . . . ?
C18 C17 C16 C15 -61.62(14) . . . . ?
C22 C17 C16 C15 122.32(9) . . . . ?
C18 C17 C16 C28 179.38(10) . . . . ?
C22 C17 C16 C28 3.31(10) . . . . ?
C2 C1 C6 C5 -0.46(16) . . . . ?
C13 C1 C6 C5 179.40(9) . . . . ?
C2 C1 C6 C7 179.77(9) . . . . ?
C13 C1 C6 C7 -0.36(11) . . . . ?
C22 C17 C18 C19 2.62(16) . . . . ?
C16 C17 C18 C19 -173.08(10) . . . . ?
C17 C18 C19 C20 -0.91(18) . . . . ?
O13 C13 C12 C11 -58.51(14) . . . . ?
C14 C13 C12 C11 63.05(14) . . . . ?
C1 C13 C12 C11 -177.40(10) . . . . ?
O13 C13 C12 C7 117.67(10) . . . . ?
C14 C13 C12 C7 -120.77(10) . . . . ?
C1 C13 C12 C7 -1.22(10) . . . . ?
C11 C12 C7 C8 -0.75(16) . . . . ?
C13 C12 C7 C8 -177.21(10) . . . . ?
C11 C12 C7 C6 177.54(10) . . . . ?
C13 C12 C7 C6 1.08(11) . . . . ?
C5 C6 C7 C8 -2.2(2) . . . . ?
C1 C6 C7 C8 177.57(12) . . . . ?
C5 C6 C7 C12 179.82(11) . . . . ?
C1 C6 C7 C12 -0.44(12) . . . . ?
C6 C1 C2 C3 1.06(16) . . . . ?
C13 C1 C2 C3 -178.78(10) . . . . ?
C26 C25 C24 C23 0.70(17) . . . . ?
C28 C23 C24 C25 -0.55(16) . . . . ?
C22 C23 C24 C25 179.69(11) . . . . ?
C18 C19 C20 C21 -1.65(19) . . . . ?
C22 C21 C20 C19 2.47(19) . . . . ?
C1 C6 C5 C4 -0.12(16) . . . . ?
C7 C6 C5 C4 179.59(11) . . . . ?
C6 C5 C4 C3 0.07(18) . . . . ?
C24 C25 C26 C27 -0.62(18) . . . . ?
C28 C27 C26 C25 0.37(18) . . . . ?
C7 C12 C11 C10 -0.15(17) . . . . ?
C13 C12 C11 C10 175.65(11) . . . . ?
C5 C4 C3 C2 0.57(19) . . . . ?
C1 C2 C3 C4 -1.11(17) . . . . ?
C12 C11 C10 C9 0.89(19) . . . . ?
C11 C10 C9 C8 -0.7(2) . . . . ?
C10 C9 C8 C7 -0.17(19) . . . . ?
C12 C7 C8 C9 0.90(17) . . . . ?
C6 C7 C8 C9 -176.94(11) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.98
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.042
####################################################################### 
# 
# 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_H_2_2PENT
_database_code_depnum_ccdc_archive 'CCDC 1540361'
_audit_update_record             
;
2017-03-25 deposited with the CCDC.
2017-06-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
9,9'-(ethyne-1,2-diyl)-bis(fluoren-9-ol) bis (2-pentanol) Clathrate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H18 O2, C5 H12 O1, C5 H12 O1'
_chemical_formula_sum            'C38 H42 O4'
_chemical_formula_weight         562.72

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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5130(17)
_cell_length_b                   9.5480(19)
_cell_length_c                   12.017(2)
_cell_angle_alpha                101.52(3)
_cell_angle_beta                 103.71(3)
_cell_angle_gamma                114.49(3)
_cell_volume                     813.1(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    11684
_cell_measurement_theta_min      1.85
_cell_measurement_theta_max      27.94

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.29
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.149
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             302
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9672
_exptl_absorpt_correction_T_max  0.9792
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
; 
Absorption corrections were made using the program SADABS 
(Sheldrick, 1996) 
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Kappa Duo Apex II diffractometer'
_diffrn_measurement_method       '1.2° φ scans and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11684
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_av_sigmaI/netI    0.0254
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.85
_diffrn_reflns_theta_max         27.94
_reflns_number_total             3865
_reflns_number_gt                3211
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT-Plus (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus and XPREP (Bruker 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'X-seed (Barbour, 1999)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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. 
;

_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)+(0.0589P)²+0.1696P] 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         3865
_refine_ls_number_parameters     217
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0455
_refine_ls_wR_factor_ref         0.1209
_refine_ls_wR_factor_gt          0.1139
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.033
_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
O13 O -0.27781(10) 0.09223(10) -0.01703(7) 0.0313(2) Uani 1 1 d D . .
O16 O -0.56800(11) 0.13995(11) -0.08821(8) 0.0374(2) Uani 1 1 d D . .
C1 C -0.09222(14) 0.19860(13) -0.13920(10) 0.0270(2) Uani 1 1 d . . .
C2 C 0.04791(17) 0.35517(14) -0.06937(12) 0.0359(3) Uani 1 1 d . . .
H2 H 0.0965 0.3867 0.0168 0.043 Uiso 1 1 calc R . .
C3 C 0.1162(2) 0.46560(16) -0.12846(15) 0.0475(3) Uani 1 1 d . . .
H3 H 0.2121 0.5741 -0.0822 0.057 Uiso 1 1 calc R . .
C4 C 0.0457(2) 0.41878(18) -0.25382(15) 0.0503(4) Uani 1 1 d . . .
H4 H 0.0936 0.4959 -0.2925 0.060 Uiso 1 1 calc R . .
C5 C -0.09440(19) 0.26074(17) -0.32437(13) 0.0427(3) Uani 1 1 d . . .
H5 H -0.1420 0.2292 -0.4105 0.051 Uiso 1 1 calc R . .
C6 C -0.16292(15) 0.15028(14) -0.26586(10) 0.0302(2) Uani 1 1 d . . .
C7 C -0.30482(15) -0.02296(15) -0.31456(10) 0.0307(3) Uani 1 1 d . . .
C8 C -0.41092(18) -0.12809(17) -0.43359(12) 0.0418(3) Uani 1 1 d . . .
H8 H -0.4003 -0.0902 -0.5002 0.050 Uiso 1 1 calc R . .
C9 C -0.53287(19) -0.28995(18) -0.45304(13) 0.0487(3) Uani 1 1 d . . .
H9 H -0.6060 -0.3633 -0.5339 0.058 Uiso 1 1 calc R . .
C10 C -0.54943(18) -0.34592(17) -0.35659(13) 0.0475(3) Uani 1 1 d . . .
H10 H -0.6339 -0.4570 -0.3721 0.057 Uiso 1 1 calc R . .
C11 C -0.44369(16) -0.24126(15) -0.23687(12) 0.0384(3) Uani 1 1 d . . .
H11 H -0.4553 -0.2795 -0.1705 0.046 Uiso 1 1 calc R . .
C12 C -0.32169(14) -0.08065(14) -0.21737(10) 0.0282(2) Uani 1 1 d . . .
C13 C -0.18795(13) 0.05642(13) -0.09651(10) 0.0255(2) Uani 1 1 d . . .
C14 C -0.05423(14) 0.01562(13) -0.02837(10) 0.0266(2) Uani 1 1 d . . .
C15 C -0.5353(7) 0.3077(5) -0.2083(5) 0.0750(15) Uani 0.804(4) 1 d P A 1
H15A H -0.4749 0.4007 -0.1324 0.113 Uiso 0.804(4) 1 calc PR A 1
H15B H -0.6006 0.3332 -0.2733 0.113 Uiso 0.804(4) 1 calc PR A 1
H15C H -0.4419 0.2861 -0.2304 0.113 Uiso 0.804(4) 1 calc PR A 1
C15B C -0.5287(13) 0.3098(9) -0.2177(10) 0.022(2) Uiso 0.196(4) 1 d PD A 2
H15D H -0.5763 0.3078 -0.3010 0.033 Uiso 0.196(4) 1 calc PR A 2
H15E H -0.3941 0.3562 -0.1908 0.033 Uiso 0.196(4) 1 calc PR A 2
H15F H -0.5597 0.3771 -0.1636 0.033 Uiso 0.196(4) 1 calc PR A 2
C16 C -0.6687(2) 0.16184(19) -0.19148(15) 0.0332(4) Uani 0.804(4) 1 d P A 1
H16 H -0.7636 0.1863 -0.1705 0.040 Uiso 0.804(4) 1 calc PR A 1
C16B C -0.6121(12) 0.1438(8) -0.2143(7) 0.0392(19) Uiso 0.196(4) 1 d PD A 2
H16B H -0.5466 0.0927 -0.2510 0.047 Uiso 0.196(4) 1 calc PR A 2
C17 C -0.7695(3) 0.0064(2) -0.30220(17) 0.0371(4) Uani 0.804(4) 1 d P A 1
H17A H -0.8287 0.0287 -0.3729 0.044 Uiso 0.804(4) 1 calc PR A 1
H17B H -0.6778 -0.0231 -0.3209 0.044 Uiso 0.804(4) 1 calc PR A 1
C17B C -0.8088(14) 0.0285(12) -0.2816(10) 0.049(3) Uiso 0.196(4) 1 d P A 2
H17C H -0.8493 0.0513 -0.3570 0.059 Uiso 0.196(4) 1 calc PR A 2
H17D H -0.8808 0.0452 -0.2316 0.059 Uiso 0.196(4) 1 calc PR A 2
C18 C -0.9161(3) -0.1382(2) -0.28566(16) 0.0429(5) Uani 0.804(4) 1 d P A 1
H18A H -0.8546 -0.1726 -0.2244 0.051 Uiso 0.804(4) 1 calc PR A 1
H18B H -0.9956 -0.1031 -0.2535 0.051 Uiso 0.804(4) 1 calc PR A 1
C18B C -0.8509(12) -0.1518(9) -0.3153(8) 0.045(2) Uiso 0.196(4) 1 d P A 2
H18C H -0.8052 -0.1740 -0.2407 0.054 Uiso 0.196(4) 1 calc PR A 2
H18D H -0.7855 -0.1712 -0.3697 0.054 Uiso 0.196(4) 1 calc PR A 2
C19 C -1.0363(3) -0.2827(3) -0.4015(2) 0.0542(6) Uani 0.804(4) 1 d P A 1
H19A H -1.0941 -0.2488 -0.4637 0.081 Uiso 0.804(4) 1 calc PR A 1
H19B H -1.1325 -0.3689 -0.3858 0.081 Uiso 0.804(4) 1 calc PR A 1
H19C H -0.9602 -0.3244 -0.4302 0.081 Uiso 0.804(4) 1 calc PR A 1
C19B C -1.0629(8) -0.270(2) -0.3804(11) 0.131(10) Uiso 0.196(4) 1 d P A 2
H19D H -1.1269 -0.2549 -0.3249 0.197 Uiso 0.196(4) 1 calc PR A 2
H19E H -1.0866 -0.3831 -0.4041 0.197 Uiso 0.196(4) 1 calc PR A 2
H19F H -1.1086 -0.2458 -0.4531 0.197 Uiso 0.196(4) 1 calc PR A 2
H13 H -0.3778 0.1102 -0.0565 0.088(6) Uiso 1 1 d RD . .
H16' H -0.6577 0.0545 -0.0699 0.113(8) Uiso 1 1 d RD . .


_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
O13 C13 1.4307(13) . ?
O16 C16 1.4375(17) . ?
O16 C16B 1.483(7) . ?
C1 C2 1.3813(18) . ?
C1 C6 1.3953(17) . ?
C1 C13 1.5263(15) . ?
C2 C3 1.3930(18) . ?
C3 C4 1.382(2) . ?
C4 C5 1.391(2) . ?
C5 C6 1.3885(17) . ?
C6 C7 1.4696(18) . ?
C7 C8 1.3900(19) . ?
C7 C12 1.3996(16) . ?
C8 C9 1.390(2) . ?
C9 C10 1.382(2) . ?
C10 C11 1.395(2) . ?
C11 C12 1.3806(17) . ?
C12 C13 1.5298(18) . ?
C13 C14 1.4736(15) . ?
C14 C14 1.191(2) 2 ?
C15 C16 1.477(4) . ?
C15B C16B 1.458(5) . ?
C16 C17 1.524(3) . ?
C16B C17B 1.465(13) . ?
C17 C18 1.517(3) . ?
C17B C18B 1.548(13) . ?
C18 C19 1.508(3) . ?
C18B C19B 1.560(10) . ?

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
C16 O16 C16B 26.5(3) . . ?
C2 C1 C6 121.32(11) . . ?
C2 C1 C13 128.19(11) . . ?
C6 C1 C13 110.47(10) . . ?
C1 C2 C3 118.32(13) . . ?
C4 C3 C2 120.59(13) . . ?
C3 C4 C5 121.18(13) . . ?
C6 C5 C4 118.43(13) . . ?
C5 C6 C1 120.15(12) . . ?
C5 C6 C7 131.02(12) . . ?
C1 C6 C7 108.81(11) . . ?
C8 C7 C12 120.11(11) . . ?
C8 C7 C6 131.07(12) . . ?
C12 C7 C6 108.80(10) . . ?
C9 C8 C7 118.52(13) . . ?
C10 C9 C8 121.06(13) . . ?
C9 C10 C11 120.80(13) . . ?
C12 C11 C10 118.22(13) . . ?
C11 C12 C7 121.28(11) . . ?
C11 C12 C13 128.54(11) . . ?
C7 C12 C13 110.18(10) . . ?
O13 C13 C14 106.46(9) . . ?
O13 C13 C1 112.51(9) . . ?
C14 C13 C1 111.16(9) . . ?
O13 C13 C12 113.54(8) . . ?
C14 C13 C12 111.55(9) . . ?
C1 C13 C12 101.73(9) . . ?
C14 C14 C13 178.95(16) 2 . ?
O16 C16 C15 106.7(2) . . ?
O16 C16 C17 111.09(14) . . ?
C15 C16 C17 115.0(2) . . ?
C15B C16B C17B 121.3(8) . . ?
C15B C16B O16 112.3(7) . . ?
C17B C16B O16 107.9(7) . . ?
C18 C17 C16 113.87(19) . . ?
C16B C17B C18B 112.5(9) . . ?
C19 C18 C17 113.54(19) . . ?
C17B C18B C19B 110.6(12) . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.94
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.038
####################################################################### 
# 
# 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_3H_6_3PENT
_database_code_depnum_ccdc_archive 'CCDC 1540362'
_audit_update_record             
;
2017-03-25 deposited with the CCDC.
2017-06-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
"9,9'-(ethyne-1,2-diyl)-bis(fluoren-9-ol) bis (3-pentanol) Clathrate"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C28 H18 O2, C5 H12 O1, C5 H12 O1, C28 H18 O2, C5 H12 O1, C5 H12 O1,C28 H18 O2, C5 H12 O1, C5 H12 O1 '
_chemical_formula_sum            'C114 H125 O12'
_chemical_formula_weight         1687.14

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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.6915(19)
_cell_length_b                   15.380(3)
_cell_length_c                   16.438(3)
_cell_angle_alpha                91.21(3)
_cell_angle_beta                 98.29(3)
_cell_angle_gamma                91.87(3)
_cell_volume                     2422.6(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    73746
_cell_measurement_theta_min      1.25
_cell_measurement_theta_max      27.94

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             905
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9705
_exptl_absorpt_correction_T_max  0.9956
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
; 
Absorption corrections were made using the program SADABS 
(Sheldrick, 1996)
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Kappa Duo Apex II diffractometer'
_diffrn_measurement_method       '1.2° φ scans and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            73746
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_sigmaI/netI    0.0308
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.25
_diffrn_reflns_theta_max         27.94
_reflns_number_total             11612
_reflns_number_gt                8408
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT-Plus (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus and XPREP (Bruker 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'X-seed (Barbour, 1999)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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. 
;

_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)+(0.0544P)²+0.4007P] 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         11612
_refine_ls_number_parameters     775
_refine_ls_number_restraints     517
_refine_ls_R_factor_all          0.0694
_refine_ls_R_factor_gt           0.0455
_refine_ls_wR_factor_ref         0.1201
_refine_ls_wR_factor_gt          0.1070
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.030
_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
O13 O 0.06979(8) 0.25069(5) -0.26915(5) 0.02732(19) Uani 1 1 d D . .
O13' O -0.18942(9) -0.09949(6) 0.08458(5) 0.0301(2) Uani 1 1 d D . .
O16 O 0.41215(10) 0.49461(6) -0.41170(5) 0.0381(2) Uani 1 1 d D . .
O31 O 0.4183(15) 0.3819(19) -0.5416(15) 0.054(4) Uani 0.168(4) 1 d PDU A 1
O31' O 0.4419(3) 0.3747(3) -0.5271(2) 0.0429(7) Uani 0.832(4) 1 d PDU A 2
O36 O -0.0203(7) 0.0975(9) -0.2115(7) 0.048(3) Uani 0.511(5) 1 d PDU B 2
O36' O -0.0177(6) 0.0900(8) -0.2174(6) 0.0316(14) Uani 0.489(5) 1 d PDU B 1
O41 O -0.28313(10) -0.25175(6) 0.14022(6) 0.0378(2) Uani 1 1 d DU . .
H13A H 0.147(2) 0.257(2) -0.2248(14) 0.057(10) Uiso 0.50 1 d PD . .
H16B H 0.416(3) 0.4469(12) -0.4517(13) 0.043(8) Uiso 0.50 1 d PD . .
H13C H -0.1048(19) -0.096(2) 0.1239(15) 0.049(9) Uiso 0.50 1 d PD . .
H41A H -0.251(4) -0.2042(18) 0.108(2) 0.076(12) Uiso 0.50 1 d PD . .
H13B H 0.025(3) 0.1955(11) -0.260(2) 0.056(9) Uiso 0.50 1 d PD . .
H13D H -0.244(4) -0.1520(18) 0.095(3) 0.105(16) Uiso 0.50 1 d PD . .
H41B H -0.206(3) -0.274(2) 0.1767(19) 0.079(12) Uiso 0.50 1 d PD . .
H16A H 0.493(3) 0.534(2) -0.409(3) 0.116(17) Uiso 0.50 1 d PD . .
H31H H 0.502(3) 0.4041(19) -0.5609(18) 0.050(9) Uiso 0.50 1 d PD . .
H36B H 0.014(4) 0.1369(19) -0.249(2) 0.082(14) Uiso 0.50 1 d PD . .
H36A H 0.059(3) 0.076(3) -0.176(2) 0.116(18) Uiso 0.50 1 d PD . .
C1 C 0.01579(12) 0.26043(8) -0.41854(7) 0.0271(3) Uani 1 1 d . . .
C1' C -0.27594(12) -0.09326(8) -0.06087(7) 0.0272(3) Uani 1 1 d . . .
C2 C -0.07841(13) 0.32566(9) -0.43434(8) 0.0355(3) Uani 1 1 d . . .
H2 H -0.0791 0.3734 -0.3967 0.043 Uiso 1 1 calc R . .
C2' C -0.37548(14) -0.03072(9) -0.06764(8) 0.0362(3) Uani 1 1 d . . .
H2' H -0.3672 0.0180 -0.0305 0.043 Uiso 1 1 calc R . .
C3 C -0.17244(15) 0.31944(10) -0.50702(9) 0.0457(4) Uani 1 1 d . . .
H3 H -0.2392 0.3630 -0.5188 0.055 Uiso 1 1 calc R . .
C3' C -0.48868(15) -0.04088(10) -0.13042(10) 0.0471(4) Uani 1 1 d . . .
H3' H -0.5593 0.0009 -0.1356 0.057 Uiso 1 1 calc R . .
C4 C -0.16965(15) 0.25052(11) -0.56213(9) 0.0478(4) Uani 1 1 d . . .
H4 H -0.2343 0.2477 -0.6114 0.057 Uiso 1 1 calc R . .
C4' C -0.49909(16) -0.11098(10) -0.18496(10) 0.0500(4) Uani 1 1 d . . .
H4' H -0.5768 -0.1166 -0.2274 0.060 Uiso 1 1 calc R . .
C5 C -0.07416(15) 0.18556(10) -0.54671(8) 0.0408(3) Uani 1 1 d . . .
H5 H -0.0721 0.1387 -0.5850 0.049 Uiso 1 1 calc R . .
C5' C -0.39834(15) -0.17326(9) -0.17896(8) 0.0426(3) Uani 1 1 d . . .
H5' H -0.4055 -0.2210 -0.2171 0.051 Uiso 1 1 calc R . .
C6 C 0.01849(13) 0.19073(8) -0.47377(8) 0.0305(3) Uani 1 1 d . . .
C6' C -0.28656(13) -0.16430(8) -0.11587(7) 0.0306(3) Uani 1 1 d . . .
C7 C 0.12876(13) 0.13234(8) -0.44010(8) 0.0302(3) Uani 1 1 d . . .
C7' C -0.16933(13) -0.22125(8) -0.09148(8) 0.0307(3) Uani 1 1 d . . .
C8 C 0.17186(15) 0.05449(9) -0.47056(9) 0.0404(3) Uani 1 1 d . . .
H8 H 0.1280 0.0303 -0.5218 0.048 Uiso 1 1 calc R . .
C8' C -0.13274(16) -0.29877(9) -0.12581(9) 0.0425(3) Uani 1 1 d . . .
H8' H -0.1861 -0.3231 -0.1745 0.051 Uiso 1 1 calc R . .
C9 C 0.28030(15) 0.01281(9) -0.42457(10) 0.0444(4) Uani 1 1 d . . .
H9 H 0.3109 -0.0405 -0.4447 0.053 Uiso 1 1 calc R . .
C9' C -0.01674(17) -0.33999(10) -0.08762(11) 0.0494(4) Uani 1 1 d . . .
H9' H 0.0094 -0.3932 -0.1104 0.059 Uiso 1 1 calc R . .
C10 C 0.34467(15) 0.04760(9) -0.34988(10) 0.0423(3) Uani 1 1 d . . .
H10 H 0.4187 0.0178 -0.3194 0.051 Uiso 1 1 calc R . .
C10' C 0.06156(16) -0.30479(10) -0.01687(11) 0.0488(4) Uani 1 1 d . . .
H10' H 0.1405 -0.3343 0.0084 0.059 Uiso 1 1 calc R . .
C11 C 0.30237(13) 0.12568(8) -0.31881(8) 0.0343(3) Uani 1 1 d . . .
H11 H 0.3466 0.1497 -0.2676 0.041 Uiso 1 1 calc R . .
C11' C 0.02615(14) -0.22677(9) 0.01775(9) 0.0392(3) Uani 1 1 d . . .
H11' H 0.0799 -0.2025 0.0663 0.047 Uiso 1 1 calc R . .
C12 C 0.19440(12) 0.16723(7) -0.36444(7) 0.0268(3) Uani 1 1 d . . .
C12' C -0.08913(12) -0.18565(8) -0.02032(7) 0.0286(3) Uani 1 1 d . . .
C13 C 0.12867(12) 0.25279(7) -0.34427(7) 0.0246(2) Uani 1 1 d . . .
C13' C -0.14800(12) -0.09954(7) 0.00455(7) 0.0256(2) Uani 1 1 d . . .
C14 C 0.22970(12) 0.32741(8) -0.33901(7) 0.0260(2) Uani 1 1 d . . .
C14' C -0.04410(12) -0.02760(8) 0.00127(7) 0.0284(3) Uani 1 1 d . . .
C15 C 0.30860(12) 0.38887(8) -0.33533(7) 0.0273(3) Uani 1 1 d . . .
C16 C 0.40572(12) 0.46544(8) -0.33017(7) 0.0272(3) Uani 1 1 d . . .
C17 C 0.54813(12) 0.44562(8) -0.28248(7) 0.0289(3) Uani 1 1 d . . .
C18 C 0.64115(14) 0.38444(9) -0.30061(9) 0.0399(3) Uani 1 1 d . . .
H18 H 0.6209 0.3477 -0.3483 0.048 Uiso 1 1 calc R . .
C19 C 0.76547(15) 0.37797(10) -0.24713(11) 0.0496(4) Uani 1 1 d . . .
H19 H 0.8315 0.3369 -0.2588 0.059 Uiso 1 1 calc R . .
C20 C 0.79352(14) 0.43072(11) -0.17727(10) 0.0496(4) Uani 1 1 d . . .
H20 H 0.8787 0.4250 -0.1414 0.060 Uiso 1 1 calc R . .
C21 C 0.69998(14) 0.49188(10) -0.15830(9) 0.0425(3) Uani 1 1 d . . .
H21 H 0.7196 0.5275 -0.1098 0.051 Uiso 1 1 calc R . .
C22 C 0.57706(13) 0.49947(8) -0.21219(8) 0.0311(3) Uani 1 1 d . . .
C23 C 0.46000(13) 0.55811(8) -0.20982(7) 0.0301(3) Uani 1 1 d . . .
C24 C 0.43902(15) 0.62382(9) -0.15440(9) 0.0411(3) Uani 1 1 d . . .
H24 H 0.5071 0.6375 -0.1079 0.049 Uiso 1 1 calc R . .
C25 C 0.31693(16) 0.66911(10) -0.16808(10) 0.0459(4) Uani 1 1 d . . .
H25 H 0.3015 0.7144 -0.1306 0.055 Uiso 1 1 calc R . .
C26 C 0.21735(16) 0.64942(9) -0.23535(9) 0.0432(3) Uani 1 1 d . . .
H26 H 0.1343 0.6812 -0.2436 0.052 Uiso 1 1 calc R . .
C27 C 0.23743(14) 0.58355(8) -0.29117(8) 0.0348(3) Uani 1 1 d . . .
H27 H 0.1688 0.5697 -0.3374 0.042 Uiso 1 1 calc R . .
C28 C 0.35945(12) 0.53866(8) -0.27796(7) 0.0268(3) Uani 1 1 d . . .
C29 C 0.4639(12) 0.1808(8) -0.5721(8) 0.055(3) Uani 0.168(4) 1 d PDU A 1
H29A H 0.5472 0.2144 -0.5468 0.082 Uiso 0.168(4) 1 calc PR A 1
H29B H 0.4688 0.1704 -0.6306 0.082 Uiso 0.168(4) 1 calc PR A 1
H29C H 0.4589 0.1249 -0.5449 0.082 Uiso 0.168(4) 1 calc PR A 1
C29' C 0.4799(3) 0.18972(16) -0.5134(2) 0.0814(10) Uani 0.832(4) 1 d PU A 2
H29D H 0.5605 0.2277 -0.4916 0.122 Uiso 0.832(4) 1 calc PR A 2
H29E H 0.5122 0.1335 -0.5307 0.122 Uiso 0.832(4) 1 calc PR A 2
H29F H 0.4207 0.1808 -0.4705 0.122 Uiso 0.832(4) 1 calc PR A 2
C30 C 0.3334(12) 0.2319(7) -0.5628(9) 0.062(2) Uani 0.168(4) 1 d PDU A 1
H30A H 0.2509 0.2002 -0.5937 0.074 Uiso 0.168(4) 1 calc PR A 1
H30B H 0.3211 0.2337 -0.5041 0.074 Uiso 0.168(4) 1 calc PR A 1
C30' C 0.3970(3) 0.23172(16) -0.58621(17) 0.0702(7) Uani 0.832(4) 1 d PU A 2
H30C H 0.3237 0.1897 -0.6125 0.084 Uiso 0.832(4) 1 calc PR A 2
H30D H 0.4598 0.2455 -0.6270 0.084 Uiso 0.832(4) 1 calc PR A 2
C31 C 0.3377(12) 0.3190(11) -0.5912(11) 0.059(2) Uani 0.168(4) 1 d PDU A 1
H31 H 0.3669 0.3184 -0.6472 0.071 Uiso 0.168(4) 1 calc PR A 1
C31' C 0.3283(2) 0.31505(16) -0.56298(14) 0.0386(5) Uani 0.832(4) 1 d PU A 2
H31' H 0.2695 0.3010 -0.5194 0.046 Uiso 0.832(4) 1 calc PR A 2
C32 C 0.1918(12) 0.3566(7) -0.5965(9) 0.063(2) Uiso 0.168(4) 1 d PDU A 1
H32A H 0.1484 0.3444 -0.6541 0.075 Uiso 0.168(4) 1 calc PR A 1
H32B H 0.1413 0.3180 -0.5625 0.075 Uiso 0.168(4) 1 calc PR A 1
C32' C 0.2373(3) 0.35527(16) -0.63324(15) 0.0654(7) Uani 0.832(4) 1 d PU A 2
H32C H 0.2961 0.3711 -0.6756 0.079 Uiso 0.832(4) 1 calc PR A 2
H32D H 0.1670 0.3107 -0.6582 0.079 Uiso 0.832(4) 1 calc PR A 2
C33 C 0.146(2) 0.4481(9) -0.5769(13) 0.075(5) Uani 0.168(4) 1 d PDU A 1
H33A H 0.1035 0.4473 -0.5263 0.113 Uiso 0.168(4) 1 calc PR A 1
H33B H 0.0779 0.4671 -0.6224 0.113 Uiso 0.168(4) 1 calc PR A 1
H33C H 0.2274 0.4885 -0.5694 0.113 Uiso 0.168(4) 1 calc PR A 1
C33' C 0.1652(4) 0.4315(3) -0.6125(3) 0.0827(12) Uani 0.832(4) 1 d PU A 2
H33D H 0.2334 0.4768 -0.5886 0.124 Uiso 0.832(4) 1 calc PR A 2
H33E H 0.1030 0.4163 -0.5725 0.124 Uiso 0.832(4) 1 calc PR A 2
H33F H 0.1103 0.4530 -0.6623 0.124 Uiso 0.832(4) 1 calc PR A 2
C34 C 0.0795(16) -0.0868(8) -0.2204(6) 0.0457(19) Uani 0.489(5) 1 d PU B 1
H34A H 0.1503 -0.0428 -0.1967 0.069 Uiso 0.489(5) 1 calc PR B 1
H34B H 0.1242 -0.1330 -0.2479 0.069 Uiso 0.489(5) 1 calc PR B 1
H34C H 0.0333 -0.1116 -0.1766 0.069 Uiso 0.489(5) 1 calc PR B 1
C34' C 0.1044(16) -0.0855(9) -0.2175(8) 0.061(3) Uani 0.511(5) 1 d PU B 2
H34D H 0.1470 -0.0788 -0.2677 0.092 Uiso 0.511(5) 1 calc PR B 2
H34E H 0.1127 -0.1456 -0.1993 0.092 Uiso 0.511(5) 1 calc PR B 2
H34F H 0.1521 -0.0458 -0.1743 0.092 Uiso 0.511(5) 1 calc PR B 2
C35 C -0.0283(4) -0.0445(2) -0.2828(2) 0.0451(10) Uani 0.489(5) 1 d PU B 1
H35A H 0.0204 -0.0187 -0.3260 0.054 Uiso 0.489(5) 1 calc PR B 1
H35B H -0.0944 -0.0905 -0.3095 0.054 Uiso 0.489(5) 1 calc PR B 1
C35' C -0.0481(3) -0.06421(19) -0.2349(2) 0.0426(9) Uani 0.511(5) 1 d PU B 2
H35C H -0.0978 -0.1101 -0.2721 0.051 Uiso 0.511(5) 1 calc PR B 2
H35D H -0.0876 -0.0656 -0.1827 0.051 Uiso 0.511(5) 1 calc PR B 2
C36 C -0.0757(5) 0.0220(3) -0.2728(3) 0.0345(9) Uani 0.511(5) 1 d PU B 2
H36 H -0.0290 0.0263 -0.3231 0.041 Uiso 0.511(5) 1 calc PR B 2
C36' C -0.1112(5) 0.0255(4) -0.2480(3) 0.0386(10) Uani 0.489(5) 1 d PU B 1
H36' H -0.1581 0.0013 -0.2026 0.046 Uiso 0.489(5) 1 calc PR B 1
C37 C -0.2180(9) 0.0603(5) -0.3129(5) 0.0519(15) Uani 0.489(5) 1 d PU B 1
H37A H -0.1702 0.0835 -0.3576 0.062 Uiso 0.489(5) 1 calc PR B 1
H37B H -0.2820 0.0118 -0.3366 0.062 Uiso 0.489(5) 1 calc PR B 1
C37' C -0.2335(9) 0.0364(5) -0.2961(5) 0.0523(14) Uani 0.511(5) 1 d PU B 2
H37C H -0.2762 -0.0125 -0.3323 0.063 Uiso 0.511(5) 1 calc PR B 2
H37D H -0.2781 0.0365 -0.2456 0.063 Uiso 0.511(5) 1 calc PR B 2
C38 C -0.3019(4) 0.1303(3) -0.2822(4) 0.0777(17) Uani 0.489(5) 1 d PU B 1
H38A H -0.3509 0.1077 -0.2385 0.117 Uiso 0.489(5) 1 calc PR B 1
H38B H -0.3701 0.1497 -0.3275 0.117 Uiso 0.489(5) 1 calc PR B 1
H38C H -0.2398 0.1796 -0.2605 0.117 Uiso 0.489(5) 1 calc PR B 1
C38' C -0.2617(4) 0.1218(3) -0.3401(3) 0.0548(11) Uani 0.511(5) 1 d PU B 2
H38D H -0.2290 0.1707 -0.3023 0.082 Uiso 0.511(5) 1 calc PR B 2
H38E H -0.3621 0.1257 -0.3581 0.082 Uiso 0.511(5) 1 calc PR B 2
H38F H -0.2122 0.1238 -0.3879 0.082 Uiso 0.511(5) 1 calc PR B 2
C39 C -0.1875(9) -0.4285(6) 0.1039(5) 0.0489(16) Uani 0.746(4) 1 d PU C 1
H39A H -0.1152 -0.3839 0.1236 0.073 Uiso 0.746(4) 1 calc PR C 1
H39B H -0.1514 -0.4694 0.0663 0.073 Uiso 0.746(4) 1 calc PR C 1
H39C H -0.2143 -0.4599 0.1508 0.073 Uiso 0.746(4) 1 calc PR C 1
C39' C -0.200(2) -0.4274(16) 0.1010(14) 0.041(4) Uani 0.254(4) 1 d PU C 2
H39D H -0.1733 -0.4186 0.0465 0.061 Uiso 0.254(4) 1 calc PR C 2
H39E H -0.1920 -0.4889 0.1149 0.061 Uiso 0.254(4) 1 calc PR C 2
H39F H -0.1386 -0.3916 0.1420 0.061 Uiso 0.254(4) 1 calc PR C 2
C40 C -0.3162(2) -0.38479(13) 0.05811(14) 0.0367(5) Uani 0.746(4) 1 d PU C 1
H40A H -0.2883 -0.3551 0.0098 0.044 Uiso 0.746(4) 1 calc PR C 1
H40B H -0.3872 -0.4307 0.0374 0.044 Uiso 0.746(4) 1 calc PR C 1
C40' C -0.3402(6) -0.4030(4) 0.1007(5) 0.0384(13) Uani 0.254(4) 1 d PU C 2
H40C H -0.3655 -0.4114 0.1563 0.046 Uiso 0.254(4) 1 calc PR C 2
H40D H -0.4019 -0.4426 0.0621 0.046 Uiso 0.254(4) 1 calc PR C 2
C41 C -0.3824(3) -0.31917(16) 0.10934(16) 0.0300(5) Uani 0.746(4) 1 d PU C 1
H41 H -0.4146 -0.3495 0.1568 0.036 Uiso 0.746(4) 1 calc PR C 1
C41' C -0.3678(8) -0.3118(5) 0.0770(5) 0.0328(13) Uani 0.254(4) 1 d PU C 2
H41' H -0.3422 -0.3011 0.0211 0.039 Uiso 0.254(4) 1 calc PR C 2
C42 C -0.5068(6) -0.2784(4) 0.0595(3) 0.0399(9) Uani 0.746(4) 1 d PU C 1
H42A H -0.5751 -0.3251 0.0368 0.048 Uiso 0.746(4) 1 calc PR C 1
H42B H -0.4751 -0.2480 0.0126 0.048 Uiso 0.746(4) 1 calc PR C 1
C42' C -0.5205(19) -0.2880(12) 0.0799(8) 0.039(2) Uani 0.254(4) 1 d PU C 2
H42C H -0.5832 -0.3319 0.0471 0.047 Uiso 0.254(4) 1 calc PR C 2
H42D H -0.5391 -0.2903 0.1375 0.047 Uiso 0.254(4) 1 calc PR C 2
C43 C -0.5789(2) -0.21388(16) 0.10950(18) 0.0572(7) Uani 0.746(4) 1 d PU C 1
H43A H -0.6119 -0.2437 0.1556 0.086 Uiso 0.746(4) 1 calc PR C 1
H43B H -0.6584 -0.1901 0.0744 0.086 Uiso 0.746(4) 1 calc PR C 1
H43C H -0.5127 -0.1664 0.1308 0.086 Uiso 0.746(4) 1 calc PR C 1
C43' C -0.5540(6) -0.1989(4) 0.0474(5) 0.0499(18) Uani 0.254(4) 1 d PU C 2
H43D H -0.4944 -0.1548 0.0806 0.075 Uiso 0.254(4) 1 calc PR C 2
H43E H -0.6522 -0.1876 0.0504 0.075 Uiso 0.254(4) 1 calc PR C 2
H43F H -0.5373 -0.1963 -0.0099 0.075 Uiso 0.254(4) 1 calc PR C 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
O13 C13 1.4335(14) . ?
O13' C13' 1.4297(14) . ?
O16 C16 1.4313(14) . ?
O31 C31 1.40(3) . ?
O31' C31' 1.457(5) . ?
O36 C36 1.551(17) . ?
O36' C36' 1.359(12) . ?
O41 C41 1.425(3) . ?
O41 C41' 1.507(8) . ?
C1 C2 1.3819(17) . ?
C1 C6 1.3935(18) . ?
C1 C13 1.5267(16) . ?
C1' C2' 1.3792(18) . ?
C1' C6' 1.3950(18) . ?
C1' C13' 1.5267(16) . ?
C2 C3 1.3939(19) . ?
C2' C3' 1.396(2) . ?
C3 C4 1.383(2) . ?
C3' C4' 1.379(2) . ?
C4 C5 1.386(2) . ?
C4' C5' 1.385(2) . ?
C5 C6 1.3898(18) . ?
C5' C6' 1.3887(18) . ?
C6 C7 1.4723(18) . ?
C6' C7' 1.4721(18) . ?
C7 C8 1.3879(19) . ?
C7 C12 1.4004(18) . ?
C7' C8' 1.3867(19) . ?
C7' C12' 1.3984(18) . ?
C8 C9 1.386(2) . ?
C8' C9' 1.386(2) . ?
C9 C10 1.383(2) . ?
C9' C10' 1.383(2) . ?
C10 C11 1.3919(19) . ?
C10' C11' 1.391(2) . ?
C11 C12 1.3797(17) . ?
C11' C12' 1.3787(18) . ?
C12 C13 1.5311(17) . ?
C12' C13' 1.5298(17) . ?
C13 C14 1.4770(17) . ?
C13' C14' 1.4787(17) . ?
C14 C15 1.1912(17) . ?
C14' C14' 1.191(2) 2 ?
C15 C16 1.4767(17) . ?
C16 C28 1.5196(18) . ?
C16 C17 1.5291(17) . ?
C17 C18 1.3812(18) . ?
C17 C22 1.3967(18) . ?
C18 C19 1.393(2) . ?
C19 C20 1.381(2) . ?
C20 C21 1.389(2) . ?
C21 C22 1.3880(18) . ?
C22 C23 1.4764(18) . ?
C23 C24 1.3859(19) . ?
C23 C28 1.3950(17) . ?
C24 C25 1.385(2) . ?
C25 C26 1.380(2) . ?
C26 C27 1.390(2) . ?
C27 C28 1.3811(17) . ?
C29 C30 1.535(5) . ?
C29' C30' 1.512(4) . ?
C30 C31 1.43(2) . ?
C30' C31' 1.529(4) . ?
C31 C32 1.537(5) . ?
C31' C32' 1.506(3) . ?
C32 C33 1.531(5) . ?
C32' C33' 1.443(4) . ?
C34 C35 1.527(13) . ?
C34' C35' 1.511(14) . ?
C35 C36' 1.515(6) . ?
C35' C36 1.493(6) . ?
C36 C37' 1.547(10) . ?
C36' C37 1.497(10) . ?
C37 C38 1.492(10) . ?
C37' C38' 1.526(7) . ?
C39 C40 1.541(8) . ?
C39' C40' 1.42(2) . ?
C40 C41 1.518(4) . ?
C40' C41' 1.486(10) . ?
C41 C42 1.518(7) . ?
C41' C42' 1.54(2) . ?
C42 C43 1.525(6) . ?
C42' C43' 1.510(18) . ?

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
C41 O41 C41' 22.7(2) . . ?
C2 C1 C6 121.34(12) . . ?
C2 C1 C13 127.96(12) . . ?
C6 C1 C13 110.69(10) . . ?
C2' C1' C6' 121.09(12) . . ?
C2' C1' C13' 128.24(12) . . ?
C6' C1' C13' 110.62(11) . . ?
C1 C2 C3 118.07(14) . . ?
C1' C2' C3' 118.27(14) . . ?
C4 C3 C2 120.72(13) . . ?
C4' C3' C2' 120.67(14) . . ?
C3 C4 C5 121.22(13) . . ?
C3' C4' C5' 121.17(13) . . ?
C4 C5 C6 118.32(14) . . ?
C4' C5' C6' 118.47(14) . . ?
C5 C6 C1 120.31(12) . . ?
C5 C6 C7 130.94(13) . . ?
C1 C6 C7 108.75(11) . . ?
C5' C6' C1' 120.31(12) . . ?
C5' C6' C7' 130.86(13) . . ?
C1' C6' C7' 108.79(11) . . ?
C8 C7 C12 120.07(12) . . ?
C8 C7 C6 131.23(12) . . ?
C12 C7 C6 108.70(11) . . ?
C8' C7' C12' 120.16(12) . . ?
C8' C7' C6' 131.28(13) . . ?
C12' C7' C6' 108.56(11) . . ?
C9 C8 C7 118.57(14) . . ?
C9' C8' C7' 118.56(14) . . ?
C10 C9 C8 121.08(13) . . ?
C10' C9' C8' 121.00(14) . . ?
C9 C10 C11 120.82(13) . . ?
C9' C10' C11' 120.84(14) . . ?
C12 C11 C10 118.21(13) . . ?
C12' C11' C10' 118.18(14) . . ?
C11 C12 C7 121.25(12) . . ?
C11 C12 C13 128.48(12) . . ?
C7 C12 C13 110.27(10) . . ?
C11' C12' C7' 121.25(13) . . ?
C11' C12' C13' 128.25(12) . . ?
C7' C12' C13' 110.51(10) . . ?
O13 C13 C14 108.27(10) . . ?
O13 C13 C1 111.32(9) . . ?
C14 C13 C1 110.49(9) . . ?
O13 C13 C12 113.09(9) . . ?
C14 C13 C12 112.01(9) . . ?
C1 C13 C12 101.58(10) . . ?
O13' C13' C14' 108.89(10) . . ?
O13' C13' C1' 109.96(9) . . ?
C14' C13' C1' 112.68(9) . . ?
O13' C13' C12' 113.73(9) . . ?
C14' C13' C12' 110.01(10) . . ?
C1' C13' C12' 101.48(10) . . ?
C15 C14 C13 178.42(12) . . ?
C14' C14' C13' 177.03(17) 2 . ?
C14 C15 C16 179.47(14) . . ?
O16 C16 C15 108.50(10) . . ?
O16 C16 C28 109.87(10) . . ?
C15 C16 C28 111.58(10) . . ?
O16 C16 C17 113.64(10) . . ?
C15 C16 C17 111.32(10) . . ?
C28 C16 C17 101.86(10) . . ?
C18 C17 C22 121.10(12) . . ?
C18 C17 C16 128.67(12) . . ?
C22 C17 C16 110.22(11) . . ?
C17 C18 C19 118.29(14) . . ?
C20 C19 C18 120.59(14) . . ?
C19 C20 C21 121.44(14) . . ?
C22 C21 C20 118.10(14) . . ?
C21 C22 C17 120.47(13) . . ?
C21 C22 C23 130.84(13) . . ?
C17 C22 C23 108.69(11) . . ?
C24 C23 C28 120.10(12) . . ?
C24 C23 C22 131.39(12) . . ?
C28 C23 C22 108.51(11) . . ?
C25 C24 C23 118.75(13) . . ?
C26 C25 C24 121.00(14) . . ?
C25 C26 C27 120.64(13) . . ?
C28 C27 C26 118.48(13) . . ?
C27 C28 C23 121.03(12) . . ?
C27 C28 C16 128.27(11) . . ?
C23 C28 C16 110.71(10) . . ?
C31 C30 C29 114.2(11) . . ?
C29' C30' C31' 113.1(2) . . ?
O31 C31 C30 118.4(16) . . ?
O31 C31 C32 101.2(14) . . ?
C30 C31 C32 109.5(12) . . ?
O31' C31' C32' 111.6(2) . . ?
O31' C31' C30' 106.0(3) . . ?
C32' C31' C30' 114.4(2) . . ?
C33 C32 C31 131.1(14) . . ?
C33' C32' C31' 115.8(3) . . ?
C36' C35 C34 115.3(5) . . ?
C36 C35' C34' 114.7(6) . . ?
C35' C36 C37' 112.1(4) . . ?
C35' C36 O36 111.0(4) . . ?
C37' C36 O36 105.4(6) . . ?
O36' C36' C37 109.9(5) . . ?
O36' C36' C35 106.4(7) . . ?
C37 C36' C35 111.4(5) . . ?
C38 C37 C36' 113.7(6) . . ?
C38' C37' C36 112.2(5) . . ?
C41 C40 C39 114.9(4) . . ?
C39' C40' C41' 114.8(11) . . ?
O41 C41 C40 110.19(19) . . ?
O41 C41 C42 108.6(3) . . ?
C40 C41 C42 111.5(3) . . ?
C40' C41' O41 108.3(6) . . ?
C40' C41' C42' 112.6(9) . . ?
O41 C41' C42' 104.6(9) . . ?
C41 C42 C43 113.1(3) . . ?
C43' C42' C41' 113.2(10) . . ?

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
C6 C1 C2 C3 0.72(18) . . . . ?
C13 C1 C2 C3 179.58(12) . . . . ?
C6' C1' C2' C3' 0.90(19) . . . . ?
C13' C1' C2' C3' -176.41(12) . . . . ?
C1 C2 C3 C4 -1.0(2) . . . . ?
C1' C2' C3' C4' -1.1(2) . . . . ?
C2 C3 C4 C5 0.3(2) . . . . ?
C2' C3' C4' C5' 0.2(2) . . . . ?
C3 C4 C5 C6 0.6(2) . . . . ?
C3' C4' C5' C6' 0.8(2) . . . . ?
C4 C5 C6 C1 -0.90(19) . . . . ?
C4 C5 C6 C7 179.17(13) . . . . ?
C2 C1 C6 C5 0.22(18) . . . . ?
C13 C1 C6 C5 -178.81(11) . . . . ?
C2 C1 C6 C7 -179.84(11) . . . . ?
C13 C1 C6 C7 1.13(13) . . . . ?
C4' C5' C6' C1' -0.9(2) . . . . ?
C4' C5' C6' C7' 176.40(13) . . . . ?
C2' C1' C6' C5' 0.09(19) . . . . ?
C13' C1' C6' C5' 177.83(11) . . . . ?
C2' C1' C6' C7' -177.77(11) . . . . ?
C13' C1' C6' C7' -0.03(13) . . . . ?
C5 C6 C7 C8 -0.9(2) . . . . ?
C1 C6 C7 C8 179.20(13) . . . . ?
C5 C6 C7 C12 179.30(13) . . . . ?
C1 C6 C7 C12 -0.64(14) . . . . ?
C5' C6' C7' C8' 2.8(2) . . . . ?
C1' C6' C7' C8' -179.66(13) . . . . ?
C5' C6' C7' C12' -176.21(13) . . . . ?
C1' C6' C7' C12' 1.35(14) . . . . ?
C12 C7 C8 C9 0.00(19) . . . . ?
C6 C7 C8 C9 -179.82(13) . . . . ?
C12' C7' C8' C9' 0.67(19) . . . . ?
C6' C7' C8' C9' -178.22(13) . . . . ?
C7 C8 C9 C10 0.0(2) . . . . ?
C7' C8' C9' C10' -0.2(2) . . . . ?
C8 C9 C10 C11 -0.1(2) . . . . ?
C8' C9' C10' C11' -0.2(2) . . . . ?
C9 C10 C11 C12 0.1(2) . . . . ?
C9' C10' C11' C12' 0.1(2) . . . . ?
C10 C11 C12 C7 -0.12(18) . . . . ?
C10 C11 C12 C13 179.90(12) . . . . ?
C8 C7 C12 C11 0.05(18) . . . . ?
C6 C7 C12 C11 179.91(11) . . . . ?
C8 C7 C12 C13 -179.96(11) . . . . ?
C6 C7 C12 C13 -0.11(13) . . . . ?
C10' C11' C12' C7' 0.41(19) . . . . ?
C10' C11' C12' C13' -179.07(12) . . . . ?
C8' C7' C12' C11' -0.81(18) . . . . ?
C6' C7' C12' C11' 178.31(11) . . . . ?
C8' C7' C12' C13' 178.76(11) . . . . ?
C6' C7' C12' C13' -2.12(13) . . . . ?
C2 C1 C13 O13 59.27(15) . . . . ?
C6 C1 C13 O13 -121.77(11) . . . . ?
C2 C1 C13 C14 -61.07(16) . . . . ?
C6 C1 C13 C14 117.89(11) . . . . ?
C2 C1 C13 C12 179.92(12) . . . . ?
C6 C1 C13 C12 -1.13(12) . . . . ?
C11 C12 C13 O13 -59.90(16) . . . . ?
C7 C12 C13 O13 120.12(11) . . . . ?
C11 C12 C13 C14 62.78(16) . . . . ?
C7 C12 C13 C14 -117.20(11) . . . . ?
C11 C12 C13 C1 -179.30(12) . . . . ?
C7 C12 C13 C1 0.72(12) . . . . ?
C2' C1' C13' O13' 55.68(16) . . . . ?
C6' C1' C13' O13' -121.85(11) . . . . ?
C2' C1' C13' C14' -66.00(16) . . . . ?
C6' C1' C13' C14' 116.47(12) . . . . ?
C2' C1' C13' C12' 176.39(12) . . . . ?
C6' C1' C13' C12' -1.14(12) . . . . ?
C11' C12' C13' O13' -60.45(16) . . . . ?
C7' C12' C13' O13' 120.02(11) . . . . ?
C11' C12' C13' C14' 62.00(16) . . . . ?
C7' C12' C13' C14' -117.53(11) . . . . ?
C11' C12' C13' C1' -178.48(12) . . . . ?
C7' C12' C13' C1' 1.99(12) . . . . ?
O13 C13 C14 C15 -83(5) . . . . ?
C1 C13 C14 C15 39(5) . . . . ?
C12 C13 C14 C15 152(5) . . . . ?
O13' C13' C14' C14' 107(3) . . . 2 ?
C1' C13' C14' C14' -131(3) . . . 2 ?
C12' C13' C14' C14' -19(3) . . . 2 ?
C13 C14 C15 C16 60(20) . . . . ?
C14 C15 C16 O16 -130(18) . . . . ?
C14 C15 C16 C28 -9(18) . . . . ?
C14 C15 C16 C17 104(18) . . . . ?
O16 C16 C17 C18 -61.69(16) . . . . ?
C15 C16 C17 C18 61.17(16) . . . . ?
C28 C16 C17 C18 -179.80(12) . . . . ?
O16 C16 C17 C22 118.95(11) . . . . ?
C15 C16 C17 C22 -118.18(11) . . . . ?
C28 C16 C17 C22 0.85(12) . . . . ?
C22 C17 C18 C19 -0.35(19) . . . . ?
C16 C17 C18 C19 -179.64(12) . . . . ?
C17 C18 C19 C20 0.9(2) . . . . ?
C18 C19 C20 C21 -0.4(2) . . . . ?
C19 C20 C21 C22 -0.7(2) . . . . ?
C20 C21 C22 C17 1.2(2) . . . . ?
C20 C21 C22 C23 -179.01(13) . . . . ?
C18 C17 C22 C21 -0.73(19) . . . . ?
C16 C17 C22 C21 178.68(11) . . . . ?
C18 C17 C22 C23 179.46(11) . . . . ?
C16 C17 C22 C23 -1.13(13) . . . . ?
C21 C22 C23 C24 1.4(2) . . . . ?
C17 C22 C23 C24 -178.77(13) . . . . ?
C21 C22 C23 C28 -178.82(13) . . . . ?
C17 C22 C23 C28 0.96(14) . . . . ?
C28 C23 C24 C25 0.1(2) . . . . ?
C22 C23 C24 C25 179.84(13) . . . . ?
C23 C24 C25 C26 0.2(2) . . . . ?
C24 C25 C26 C27 -0.1(2) . . . . ?
C25 C26 C27 C28 -0.3(2) . . . . ?
C26 C27 C28 C23 0.63(18) . . . . ?
C26 C27 C28 C16 -179.27(12) . . . . ?
C24 C23 C28 C27 -0.55(18) . . . . ?
C22 C23 C28 C27 179.68(11) . . . . ?
C24 C23 C28 C16 179.37(11) . . . . ?
C22 C23 C28 C16 -0.40(13) . . . . ?
O16 C16 C28 C27 58.89(15) . . . . ?
C15 C16 C28 C27 -61.49(15) . . . . ?
C17 C16 C28 C27 179.66(11) . . . . ?
O16 C16 C28 C23 -121.01(11) . . . . ?
C15 C16 C28 C23 118.60(11) . . . . ?
C17 C16 C28 C23 -0.25(12) . . . . ?
C29 C30 C31 O31 -77.0(19) . . . . ?
C29 C30 C31 C32 167.8(11) . . . . ?
C29' C30' C31' O31' 60.4(3) . . . . ?
C29' C30' C31' C32' -176.2(2) . . . . ?
O31 C31 C32 C33 16(2) . . . . ?
C30 C31 C32 C33 142.1(17) . . . . ?
O31' C31' C32' C33' -62.7(4) . . . . ?
C30' C31' C32' C33' 176.9(3) . . . . ?
C34' C35' C36 C37' 174.9(7) . . . . ?
C34' C35' C36 O36 -67.4(8) . . . . ?
C34 C35 C36' O36' 62.6(8) . . . . ?
C34 C35 C36' C37 -177.6(7) . . . . ?
O36' C36' C37 C38 -61.6(9) . . . . ?
C35 C36' C37 C38 -179.3(4) . . . . ?
C35' C36 C37' C38' -176.2(5) . . . . ?
O36 C36 C37' C38' 62.9(7) . . . . ?
C41' O41 C41 C40 52.7(9) . . . . ?
C41' O41 C41 C42 -69.8(9) . . . . ?
C39 C40 C41 O41 58.4(5) . . . . ?
C39 C40 C41 C42 179.2(4) . . . . ?
C39' C40' C41' O41 -63.3(13) . . . . ?
C39' C40' C41' C42' -178.4(13) . . . . ?
C41 O41 C41' C40' -57.4(9) . . . . ?
C41 O41 C41' C42' 62.8(10) . . . . ?
O41 C41 C42 C43 -60.0(4) . . . . ?
C40 C41 C42 C43 178.4(3) . . . . ?
C40' C41' C42' C43' -173.9(8) . . . . ?
O41 C41' C42' C43' 68.7(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.94
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.037
####################################################################### 
# 
# 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_H_2_1BUT
_database_code_depnum_ccdc_archive 'CCDC 1540360'
_audit_update_record             
;
2017-03-25 deposited with the CCDC.
2017-06-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
9,9'-(ethyne-1,2-diyl)-bis(fluoren-9-ol) bis (1-butanol) Clathrate   
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H18 O2, C5 H12 O1, C5 H12 O1'
_chemical_formula_sum            'C36 H38 O4'
_chemical_formula_weight         534.66

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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8074(18)
_cell_length_b                   13.145(3)
_cell_length_c                   14.259(3)
_cell_angle_alpha                75.84(3)
_cell_angle_beta                 73.56(3)
_cell_angle_gamma                78.70(3)
_cell_volume                     1520.8(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    15786
_cell_measurement_theta_min      1.52
_cell_measurement_theta_max      27.96

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.168
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             572
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9758
_exptl_absorpt_correction_T_max  0.9933
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
; 
Absorption corrections were made using the program SADABS 
(Sheldrick, 1996) 
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Kappa Duo Apex II diffractometer'
_diffrn_measurement_method       '1.2° φ scans and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15786
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0379
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.52
_diffrn_reflns_theta_max         27.96
_reflns_number_total             7290
_reflns_number_gt                5399
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT-Plus (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus and XPREP (Bruker 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'X-seed (Barbour, 1999)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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. 
;

_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)+(0.0494P)²+0.2733P] 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         7290
_refine_ls_number_parameters     475
_refine_ls_number_restraints     380
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1137
_refine_ls_wR_factor_gt          0.1026
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.089
_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
OA O 1.2879(12) 0.7511(17) 0.3418(17) 0.049(8) Uani 0.291(5) 1 d PD A 2
OB O 1.2879(11) 0.7457(14) 0.3451(14) 0.047(5) Uani 0.421(3) 1 d PDU B 1
OC O 1.2882(7) 0.7512(11) 0.3411(8) 0.020(3) Uani 0.288(5) 1 d PD C 3
H1 H 1.3959(10) 0.7474(18) 0.3474(17) 0.070(6) Uiso 1 1 d DU . .
O13 O 0.58639(10) 0.71712(8) 0.37559(7) 0.0271(2) Uani 1 1 d D . .
O16 O 1.12089(11) 0.64205(8) 0.51149(7) 0.0276(2) Uani 1 1 d D . .
H13 H 0.638(2) 0.6436(6) 0.3844(14) 0.063(6) Uiso 1 1 d D . .
H16 H 1.173(2) 0.6869(12) 0.4500(8) 0.055(5) Uiso 1 1 d D . .
O29' O 1.29866(12) 0.48590(8) 0.61659(8) 0.0341(2) Uani 1 1 d DU . .
H29' H 1.2273(19) 0.5390(12) 0.5841(13) 0.064(6) Uiso 1 1 d DU . .
C1 C 0.61197(15) 0.90213(11) 0.33739(10) 0.0249(3) Uani 1 1 d . . .
C2 C 0.48658(17) 0.94493(12) 0.40590(12) 0.0342(3) Uani 1 1 d . . .
H2 H 0.4460 0.9040 0.4700 0.041 Uiso 1 1 calc R . .
C3 C 0.42118(19) 1.04992(13) 0.37838(14) 0.0425(4) Uani 1 1 d . . .
H3 H 0.3334 1.0806 0.4238 0.051 Uiso 1 1 calc R . .
C4 C 0.4824(2) 1.10982(13) 0.28599(15) 0.0466(4) Uani 1 1 d . . .
H4 H 0.4380 1.1818 0.2695 0.056 Uiso 1 1 calc R . .
C5 C 0.60745(19) 1.06672(12) 0.21696(14) 0.0408(4) Uani 1 1 d . . .
H5 H 0.6493 1.1083 0.1535 0.049 Uiso 1 1 calc R . .
C6 C 0.67034(16) 0.96104(11) 0.24272(11) 0.0289(3) Uani 1 1 d . . .
C7 C 0.79160(16) 0.89130(11) 0.18374(11) 0.0286(3) Uani 1 1 d . . .
C8 C 0.87475(18) 0.90952(14) 0.08408(12) 0.0392(4) Uani 1 1 d . . .
H8 H 0.8639 0.9779 0.0429 0.047 Uiso 1 1 calc R . .
C9 C 0.97432(19) 0.82542(15) 0.04586(12) 0.0447(4) Uani 1 1 d . . .
H9 H 1.0322 0.8367 -0.0222 0.054 Uiso 1 1 calc R . .
C10 C 0.99042(19) 0.72575(14) 0.10525(12) 0.0414(4) Uani 1 1 d . . .
H10 H 1.0584 0.6693 0.0774 0.050 Uiso 1 1 calc R . .
C11 C 0.90795(17) 0.70705(12) 0.20570(11) 0.0320(3) Uani 1 1 d . . .
H11 H 0.9196 0.6387 0.2469 0.038 Uiso 1 1 calc R . .
C12 C 0.80907(15) 0.79070(11) 0.24339(10) 0.0247(3) Uani 1 1 d . . .
C13 C 0.70033(15) 0.78932(10) 0.34850(10) 0.0229(3) Uani 1 1 d . . .
C14 C 0.79627(15) 0.76545(10) 0.42320(10) 0.0235(3) Uani 1 1 d . . .
C15 C 0.87480(15) 0.73999(10) 0.48310(10) 0.0233(3) Uani 1 1 d . . .
C16 C 0.97262(15) 0.69859(10) 0.55683(10) 0.0233(3) Uani 1 1 d . . .
C17 C 0.88509(15) 0.62371(10) 0.64624(10) 0.0242(3) Uani 1 1 d . . .
C18 C 0.83747(16) 0.52940(11) 0.64736(11) 0.0300(3) Uani 1 1 d . . .
H18 H 0.8576 0.5038 0.5876 0.036 Uiso 1 1 calc R . .
C19 C 0.75927(18) 0.47294(12) 0.73823(12) 0.0355(3) Uani 1 1 d . . .
H19 H 0.7263 0.4075 0.7408 0.043 Uiso 1 1 calc R . .
C20 C 0.72875(18) 0.51090(13) 0.82525(12) 0.0383(4) Uani 1 1 d . . .
H20 H 0.6734 0.4717 0.8865 0.046 Uiso 1 1 calc R . .
C21 C 0.77788(18) 0.60534(13) 0.82413(11) 0.0352(3) Uani 1 1 d . . .
H21 H 0.7577 0.6308 0.8840 0.042 Uiso 1 1 calc R . .
C22 C 0.85708(15) 0.66187(11) 0.73375(10) 0.0267(3) Uani 1 1 d . . .
C23 C 0.92652(15) 0.76094(11) 0.70884(10) 0.0265(3) Uani 1 1 d . . .
C24 C 0.93554(18) 0.82673(12) 0.76961(12) 0.0340(3) Uani 1 1 d . . .
H24 H 0.8869 0.8126 0.8392 0.041 Uiso 1 1 calc R . .
C25 C 1.01694(19) 0.91327(13) 0.72633(13) 0.0387(4) Uani 1 1 d . . .
H25 H 1.0249 0.9585 0.7670 0.046 Uiso 1 1 calc R . .
C26 C 1.08687(19) 0.93518(13) 0.62496(13) 0.0384(4) Uani 1 1 d . . .
H26 H 1.1429 0.9947 0.5971 0.046 Uiso 1 1 calc R . .
C27 C 1.07581(17) 0.87059(11) 0.56326(11) 0.0312(3) Uani 1 1 d . . .
H27 H 1.1224 0.8859 0.4935 0.037 Uiso 1 1 calc R . .
C28 C 0.99557(15) 0.78401(11) 0.60634(10) 0.0241(3) Uani 1 1 d . . .
C29 C 1.42078(18) 0.53753(13) 0.62623(12) 0.0371(4) Uani 1 1 d U . .
H29A H 1.4626 0.5840 0.5615 0.045 Uiso 1 1 calc RU . .
H29B H 1.5101 0.4834 0.6423 0.045 Uiso 1 1 calc RU . .
C30 C 1.3615(2) 0.60291(14) 0.70610(13) 0.0458(4) Uani 1 1 d U . .
H30A H 1.4514 0.6352 0.7102 0.055 Uiso 1 1 calc RU . .
H30B H 1.2791 0.6611 0.6868 0.055 Uiso 1 1 calc RU . .
C31 C 1.2918(3) 0.53997(19) 0.80713(15) 0.0646(6) Uani 1 1 d U . .
H31A H 1.3706 0.4779 0.8237 0.078 Uiso 1 1 calc RU . .
H31B H 1.1957 0.5133 0.8046 0.078 Uiso 1 1 calc RU . .
C32 C 1.2460(4) 0.6034(3) 0.88922(19) 0.1175(13) Uani 1 1 d U . .
H32A H 1.3413 0.6280 0.8938 0.176 Uiso 1 1 calc RU . .
H32B H 1.2004 0.5585 0.9530 0.176 Uiso 1 1 calc RU . .
H32C H 1.1669 0.6645 0.8738 0.176 Uiso 1 1 calc RU . .
C33A C 1.2441(14) 0.8393(11) 0.2769(6) 0.0403(13) Uani 0.421(3) 1 d PDU B 1
H33A H 1.2912 0.8982 0.2848 0.048 Uiso 0.421(3) 1 calc PRU B 1
H33B H 1.1265 0.8576 0.2956 0.048 Uiso 0.421(3) 1 calc PRU B 1
C33B C 1.235(2) 0.8403(16) 0.2727(10) 0.050(2) Uani 0.291(5) 1 d PDU A 2
H33C H 1.2054 0.9029 0.3043 0.060 Uiso 0.291(5) 1 calc PRU A 2
H33D H 1.1377 0.8265 0.2589 0.060 Uiso 0.291(5) 1 calc PRU A 2
C33C C 1.2708(17) 0.8357(13) 0.2579(9) 0.0504(19) Uani 0.288(5) 1 d PDU C 3
H33E H 1.2873 0.9036 0.2693 0.061 Uiso 0.288(5) 1 calc PRU C 3
H33F H 1.1637 0.8437 0.2454 0.061 Uiso 0.288(5) 1 calc PRU C 3
C34A C 1.2952(5) 0.8311(4) 0.1690(3) 0.0422(10) Uani 0.421(3) 1 d PDU B 1
H34A H 1.2566 0.8984 0.1282 0.051 Uiso 0.421(3) 1 calc PRU B 1
H34B H 1.2454 0.7741 0.1599 0.051 Uiso 0.421(3) 1 calc PR B 1
C34B C 1.3593(9) 0.8664(6) 0.1731(5) 0.0433(15) Uani 0.291(5) 1 d PDU A 2
H34C H 1.3156 0.9328 0.1334 0.052 Uiso 0.291(5) 1 calc PR A 2
H34D H 1.4558 0.8806 0.1875 0.052 Uiso 0.291(5) 1 calc PR A 2
C34C C 1.4025(10) 0.8003(6) 0.1705(5) 0.0417(17) Uani 0.288(5) 1 d PDU C 3
H34E H 1.5066 0.7828 0.1885 0.050 Uiso 0.288(5) 1 calc PR C 3
H34F H 1.3783 0.7361 0.1561 0.050 Uiso 0.288(5) 1 calc PR C 3
C35A C 1.4757(6) 0.8076(6) 0.1324(4) 0.0588(17) Uani 0.421(3) 1 d PD B 1
H35A H 1.5132 0.7450 0.1791 0.071 Uiso 0.421(3) 1 calc PR B 1
H35B H 1.5224 0.8682 0.1373 0.071 Uiso 0.421(3) 1 calc PR B 1
C35B C 1.4101(9) 0.7837(6) 0.1092(6) 0.054(2) Uani 0.291(5) 1 d PD A 2
H35C H 1.3152 0.7675 0.0945 0.065 Uiso 0.291(5) 1 calc PR A 2
H35D H 1.4602 0.7177 0.1460 0.065 Uiso 0.291(5) 1 calc PR A 2
C35C C 1.4115(12) 0.8888(8) 0.0793(6) 0.092(4) Uani 0.288(5) 1 d PD C 3
H35E H 1.4431 0.9512 0.0924 0.110 Uiso 0.288(5) 1 calc PR C 3
H35F H 1.3051 0.9098 0.0646 0.110 Uiso 0.288(5) 1 calc PR C 3
C36A C 1.5445(16) 0.7869(14) 0.0268(8) 0.077(3) Uani 0.421(3) 1 d PD B 1
H36A H 1.4895 0.7338 0.0170 0.115 Uiso 0.421(3) 1 calc PR B 1
H36B H 1.6589 0.7608 0.0172 0.115 Uiso 0.421(3) 1 calc PR B 1
H36C H 1.5294 0.8529 -0.0217 0.115 Uiso 0.421(3) 1 calc PR B 1
C36B C 1.529(3) 0.823(2) 0.0114(12) 0.126(14) Uani 0.291(5) 1 d PD A 2
H36D H 1.4923 0.8967 -0.0158 0.189 Uiso 0.291(5) 1 calc PR A 2
H36E H 1.5369 0.7790 -0.0368 0.189 Uiso 0.291(5) 1 calc PR A 2
H36F H 1.6343 0.8181 0.0240 0.189 Uiso 0.291(5) 1 calc PR A 2
C36C C 1.533(2) 0.853(3) -0.0101(14) 0.191(15) Uani 0.288(5) 1 d PD C 3
H36G H 1.6373 0.8299 0.0054 0.286 Uiso 0.288(5) 1 calc PR C 3
H36H H 1.5411 0.9115 -0.0680 0.286 Uiso 0.288(5) 1 calc PR C 3
H36I H 1.4981 0.7934 -0.0253 0.286 Uiso 0.288(5) 1 calc PR C 3


_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
OA C33B 1.429(10) . ?
OB C33A 1.431(8) . ?
OC C33C 1.433(9) . ?
O13 C13 1.4253(16) . ?
O16 C16 1.4326(16) . ?
O29' C29 1.4323(18) . ?
C1 C2 1.380(2) . ?
C1 C6 1.392(2) . ?
C1 C13 1.5271(19) . ?
C2 C3 1.394(2) . ?
C3 C4 1.379(3) . ?
C4 C5 1.385(2) . ?
C5 C6 1.391(2) . ?
C6 C7 1.474(2) . ?
C7 C8 1.388(2) . ?
C7 C12 1.393(2) . ?
C8 C9 1.390(2) . ?
C9 C10 1.381(2) . ?
C10 C11 1.396(2) . ?
C11 C12 1.3803(19) . ?
C12 C13 1.5313(19) . ?
C13 C14 1.4796(18) . ?
C14 C15 1.1931(18) . ?
C15 C16 1.4809(19) . ?
C16 C17 1.522(2) . ?
C16 C28 1.5354(18) . ?
C17 C18 1.380(2) . ?
C17 C22 1.3974(19) . ?
C18 C19 1.389(2) . ?
C19 C20 1.386(2) . ?
C20 C21 1.388(2) . ?
C21 C22 1.388(2) . ?
C22 C23 1.469(2) . ?
C23 C24 1.3920(19) . ?
C23 C28 1.397(2) . ?
C24 C25 1.384(2) . ?
C25 C26 1.383(2) . ?
C26 C27 1.397(2) . ?
C27 C28 1.378(2) . ?
C29 C30 1.508(2) . ?
C30 C31 1.501(3) . ?
C31 C32 1.519(3) . ?
C33A C34A 1.500(8) . ?
C33B C34B 1.537(9) . ?
C33C C34C 1.540(9) . ?
C34A C35A 1.520(6) . ?
C34B C35B 1.508(8) . ?
C34C C35C 1.513(8) . ?
C35A C36A 1.526(9) . ?
C35B C36B 1.531(10) . ?
C35C C36C 1.523(10) . ?

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 C1 C6 121.30(13) . . ?
C2 C1 C13 128.05(14) . . ?
C6 C1 C13 110.60(12) . . ?
C1 C2 C3 118.11(16) . . ?
C4 C3 C2 120.81(15) . . ?
C3 C4 C5 121.09(15) . . ?
C4 C5 C6 118.46(17) . . ?
C5 C6 C1 120.15(14) . . ?
C5 C6 C7 131.11(15) . . ?
C1 C6 C7 108.68(12) . . ?
C8 C7 C12 120.16(14) . . ?
C8 C7 C6 130.98(14) . . ?
C12 C7 C6 108.71(12) . . ?
C7 C8 C9 118.52(15) . . ?
C10 C9 C8 121.03(15) . . ?
C9 C10 C11 120.74(15) . . ?
C12 C11 C10 118.07(15) . . ?
C11 C12 C7 121.47(13) . . ?
C11 C12 C13 128.02(13) . . ?
C7 C12 C13 110.45(12) . . ?
O13 C13 C14 110.00(11) . . ?
O13 C13 C1 108.69(10) . . ?
C14 C13 C1 112.71(11) . . ?
O13 C13 C12 113.17(11) . . ?
C14 C13 C12 110.64(10) . . ?
C1 C13 C12 101.41(11) . . ?
C15 C14 C13 176.09(14) . . ?
C14 C15 C16 174.94(13) . . ?
O16 C16 C15 109.58(11) . . ?
O16 C16 C17 108.81(11) . . ?
C15 C16 C17 110.42(11) . . ?
O16 C16 C28 112.77(10) . . ?
C15 C16 C28 113.33(11) . . ?
C17 C16 C28 101.62(11) . . ?
C18 C17 C22 121.43(14) . . ?
C18 C17 C16 127.80(12) . . ?
C22 C17 C16 110.76(12) . . ?
C17 C18 C19 118.19(14) . . ?
C20 C19 C18 120.83(14) . . ?
C19 C20 C21 120.91(15) . . ?
C22 C21 C20 118.63(14) . . ?
C21 C22 C17 120.00(13) . . ?
C21 C22 C23 131.50(13) . . ?
C17 C22 C23 108.48(12) . . ?
C24 C23 C28 120.16(14) . . ?
C24 C23 C22 130.70(14) . . ?
C28 C23 C22 109.10(12) . . ?
C25 C24 C23 118.45(15) . . ?
C26 C25 C24 121.23(14) . . ?
C25 C26 C27 120.62(15) . . ?
C28 C27 C26 118.22(14) . . ?
C27 C28 C23 121.30(13) . . ?
C27 C28 C16 128.64(13) . . ?
C23 C28 C16 110.01(12) . . ?
O29' C29 C30 112.71(13) . . ?
C31 C30 C29 113.24(16) . . ?
C30 C31 C32 113.2(2) . . ?
OB C33A C34A 115.1(12) . . ?
OA C33B C34B 114.3(15) . . ?
OC C33C C34C 103.4(9) . . ?
C33A C34A C35A 112.2(6) . . ?
C35B C34B C33B 116.8(10) . . ?
C35C C34C C33C 109.2(8) . . ?
C34A C35A C36A 118.1(7) . . ?
C34B C35B C36B 110.5(12) . . ?
C34C C35C C36C 110.1(13) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.96
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.037
####################################################################### 
# 
# 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_apohostbeta
_database_code_depnum_ccdc_archive 'CCDC 1540358'
_audit_update_record             
;
2017-03-25 deposited with the CCDC.
2017-06-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT420_apohostbeta         
;
PROBLEM: D-H Without Acceptor       O16    --  H16    ...     Please Check
RESPONSE: O-H...pi interaction
;
# Added during the CSD deposition process: Saturday 25 March 2017 11:40 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
9,9'-(ethyne-1,2-diyl)-bis(fluoren-9-ol) 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H18 O2'
_chemical_formula_sum            'C28 H18 O2'
_chemical_formula_weight         386.42

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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7243(19)
_cell_length_b                   10.424(2)
_cell_length_c                   14.814(3)
_cell_angle_alpha                94.05(3)
_cell_angle_beta                 102.03(3)
_cell_angle_gamma                93.31(3)
_cell_volume                     1460.9(5)
_cell_formula_units_Z            3
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    39652
_cell_measurement_theta_min      1.41
_cell_measurement_theta_max      28.43

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             606
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9712
_exptl_absorpt_correction_T_max  0.9903
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
; 
Absorption corrections were made using the program SADABS 
(Sheldrick, 1996) 
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Kappa Duo Apex II diffractometer'
_diffrn_measurement_method       '1.2° φ scans and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            39652
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_sigmaI/netI    0.0306
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.41
_diffrn_reflns_theta_max         28.43
_reflns_number_total             7326
_reflns_number_gt                6144
_reflns_threshold_expression     >2sigma(I)


_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT-Plus (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus and XPREP (Bruker 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'X-seed (Barbour, 1999)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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. 
;

_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)+(0.0482P)²+0.5020P] 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         7326
_refine_ls_number_parameters     418
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.1068
_refine_ls_wR_factor_gt          0.1000
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.026
_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
O13 O -0.16148(9) 0.75437(9) 0.36914(6) 0.02349(19) Uani 1 1 d D . .
O16 O 0.31940(8) 0.73548(8) 0.24007(6) 0.02028(18) Uani 1 1 d D . .
H13 H -0.2575(9) 0.7440(18) 0.3820(13) 0.053(5) Uiso 1 1 d D . .
H41 H 0.4651(11) 0.6967(18) 0.3491(10) 0.055(5) Uiso 1 1 d D . .
H16 H 0.3871(16) 0.7402(19) 0.1987(11) 0.059(6) Uiso 1 1 d D . .
O41 O 0.55519(9) 0.71286(8) 0.39571(5) 0.01898(17) Uani 1 1 d D . .
C1 C -0.23718(12) 0.55451(11) 0.26708(8) 0.0182(2) Uani 1 1 d . . .
C2 C -0.19324(14) 0.45412(13) 0.31947(9) 0.0251(3) Uani 1 1 d . . .
H2 H -0.1121 0.4657 0.3685 0.030 Uiso 1 1 calc R . .
C3 C -0.27128(15) 0.33545(13) 0.29836(10) 0.0316(3) Uani 1 1 d . . .
H3 H -0.2438 0.2654 0.3341 0.038 Uiso 1 1 calc R . .
C4 C -0.38829(15) 0.31826(13) 0.22599(11) 0.0333(3) Uani 1 1 d . . .
H4 H -0.4397 0.2364 0.2126 0.040 Uiso 1 1 calc R . .
C5 C -0.43158(14) 0.41871(13) 0.17270(9) 0.0280(3) Uani 1 1 d . . .
H5 H -0.5113 0.4064 0.1227 0.034 Uiso 1 1 calc R . .
C6 C -0.35537(12) 0.53782(12) 0.19432(8) 0.0199(2) Uani 1 1 d . . .
C7 C -0.38033(12) 0.66212(12) 0.15515(8) 0.0213(2) Uani 1 1 d . . .
C8 C -0.48415(13) 0.69552(16) 0.08270(9) 0.0316(3) Uani 1 1 d . . .
H8 H -0.5514 0.6320 0.0470 0.038 Uiso 1 1 calc R . .
C9 C -0.48700(15) 0.82424(18) 0.06390(11) 0.0433(4) Uani 1 1 d . . .
H9 H -0.5577 0.8490 0.0151 0.052 Uiso 1 1 calc R . .
C10 C -0.38836(17) 0.91675(17) 0.11522(13) 0.0440(4) Uani 1 1 d . . .
H10 H -0.3937 1.0044 0.1020 0.053 Uiso 1 1 calc R . .
C11 C -0.28121(15) 0.88330(14) 0.18609(11) 0.0319(3) Uani 1 1 d . . .
H11 H -0.2121 0.9465 0.2203 0.038 Uiso 1 1 calc R . .
C12 C -0.27872(12) 0.75553(12) 0.20497(8) 0.0204(2) Uani 1 1 d . . .
C13 C -0.17424(12) 0.69415(11) 0.27845(8) 0.0175(2) Uani 1 1 d . . .
C14 C -0.03364(12) 0.69911(11) 0.25464(8) 0.0183(2) Uani 1 1 d . . .
C15 C 0.07259(12) 0.69517(11) 0.22643(8) 0.0184(2) Uani 1 1 d . . .
C16 C 0.19107(11) 0.67818(11) 0.17973(8) 0.0169(2) Uani 1 1 d . . .
C17 C 0.16345(11) 0.73531(11) 0.08597(8) 0.0173(2) Uani 1 1 d . . .
C18 C 0.14773(12) 0.86259(12) 0.06799(9) 0.0223(2) Uani 1 1 d . . .
H18 H 0.1501 0.9274 0.1168 0.027 Uiso 1 1 calc R . .
C19 C 0.12833(13) 0.89334(13) -0.02377(9) 0.0263(3) Uani 1 1 d . . .
H19 H 0.1178 0.9803 -0.0377 0.032 Uiso 1 1 calc R . .
C20 C 0.12427(13) 0.79794(14) -0.09480(9) 0.0272(3) Uani 1 1 d . . .
H20 H 0.1109 0.8206 -0.1569 0.033 Uiso 1 1 calc R . .
C21 C 0.13933(12) 0.66998(13) -0.07674(8) 0.0230(2) Uani 1 1 d . . .
H21 H 0.1363 0.6051 -0.1256 0.028 Uiso 1 1 calc R . .
C22 C 0.15894(11) 0.63906(11) 0.01458(8) 0.0183(2) Uani 1 1 d . . .
C23 C 0.18119(11) 0.51486(11) 0.05539(8) 0.0188(2) Uani 1 1 d . . .
C24 C 0.18621(13) 0.39151(12) 0.01440(9) 0.0245(3) Uani 1 1 d . . .
H24 H 0.1724 0.3761 -0.0509 0.029 Uiso 1 1 calc R . .
C25 C 0.21188(13) 0.29129(12) 0.07141(10) 0.0293(3) Uani 1 1 d . . .
H25 H 0.2164 0.2066 0.0445 0.035 Uiso 1 1 calc R . .
C26 C 0.23109(14) 0.31276(13) 0.16694(11) 0.0302(3) Uani 1 1 d . . .
H26 H 0.2485 0.2428 0.2045 0.036 Uiso 1 1 calc R . .
C27 C 0.22499(13) 0.43601(12) 0.20819(9) 0.0246(3) Uani 1 1 d . . .
H27 H 0.2372 0.4510 0.2735 0.029 Uiso 1 1 calc R . .
C28 C 0.20072(12) 0.53578(11) 0.15167(8) 0.0183(2) Uani 1 1 d . . .
C29 C 0.40644(12) 0.77117(10) 0.50492(8) 0.0164(2) Uani 1 1 d . . .
C30 C 0.26503(12) 0.74861(11) 0.46474(8) 0.0205(2) Uani 1 1 d . . .
H30 H 0.2321 0.6760 0.4215 0.025 Uiso 1 1 calc R . .
C31 C 0.17128(13) 0.83465(12) 0.48888(9) 0.0235(3) Uani 1 1 d . . .
H31 H 0.0736 0.8210 0.4616 0.028 Uiso 1 1 calc R . .
C32 C 0.22006(13) 0.94031(12) 0.55266(9) 0.0235(3) Uani 1 1 d . . .
H32 H 0.1552 0.9983 0.5683 0.028 Uiso 1 1 calc R . .
C33 C 0.36250(13) 0.96214(11) 0.59387(8) 0.0210(2) Uani 1 1 d . . .
H33 H 0.3952 1.0341 0.6377 0.025 Uiso 1 1 calc R . .
C34 C 0.45609(12) 0.87669(10) 0.56972(8) 0.0173(2) Uani 1 1 d . . .
C35 C 0.60954(12) 0.87373(11) 0.60110(8) 0.0176(2) Uani 1 1 d . . .
C36 C 0.70773(13) 0.95830(12) 0.66164(8) 0.0227(2) Uani 1 1 d . . .
H36 H 0.6792 1.0327 0.6915 0.027 Uiso 1 1 calc R . .
C37 C 0.84877(14) 0.93163(13) 0.67755(9) 0.0269(3) Uani 1 1 d . . .
H37 H 0.9173 0.9894 0.7180 0.032 Uiso 1 1 calc R . .
C38 C 0.89142(13) 0.82204(13) 0.63536(9) 0.0261(3) Uani 1 1 d . . .
H38 H 0.9881 0.8048 0.6483 0.031 Uiso 1 1 calc R . .
C39 C 0.79310(13) 0.73715(12) 0.57411(8) 0.0213(2) Uani 1 1 d . . .
H39 H 0.8216 0.6620 0.5451 0.026 Uiso 1 1 calc R . .
C40 C 0.65325(12) 0.76506(10) 0.55675(8) 0.0169(2) Uani 1 1 d . . .
C41 C 0.52912(12) 0.69546(10) 0.48694(8) 0.0157(2) Uani 1 1 d . . .
C42 C 0.50888(12) 0.55657(11) 0.49747(8) 0.0178(2) Uani 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
O13 C13 1.4201(14) . ?
O16 C16 1.4445(14) . ?
O41 C41 1.4477(13) . ?
C1 C2 1.3814(17) . ?
C1 C6 1.3953(17) . ?
C1 C13 1.5300(16) . ?
C2 C3 1.393(2) . ?
C3 C4 1.384(2) . ?
C4 C5 1.388(2) . ?
C5 C6 1.3899(18) . ?
C6 C7 1.4690(18) . ?
C7 C8 1.3907(18) . ?
C7 C12 1.3973(18) . ?
C8 C9 1.390(2) . ?
C9 C10 1.383(3) . ?
C10 C11 1.395(2) . ?
C11 C12 1.3806(18) . ?
C12 C13 1.5295(17) . ?
C13 C14 1.4805(16) . ?
C14 C15 1.1941(16) . ?
C15 C16 1.4751(15) . ?
C16 C28 1.5264(16) . ?
C16 C17 1.5284(16) . ?
C17 C18 1.3823(17) . ?
C17 C22 1.3973(16) . ?
C18 C19 1.3958(18) . ?
C19 C20 1.389(2) . ?
C20 C21 1.3888(19) . ?
C21 C22 1.3898(17) . ?
C22 C23 1.4754(17) . ?
C23 C24 1.3905(17) . ?
C23 C28 1.3988(16) . ?
C24 C25 1.390(2) . ?
C25 C26 1.389(2) . ?
C26 C27 1.3930(19) . ?
C27 C28 1.3811(17) . ?
C29 C30 1.3792(17) . ?
C29 C34 1.4002(16) . ?
C29 C41 1.5259(16) . ?
C30 C31 1.3959(17) . ?
C31 C32 1.3915(19) . ?
C32 C33 1.3908(18) . ?
C33 C34 1.3907(16) . ?
C34 C35 1.4703(17) . ?
C35 C36 1.3882(17) . ?
C35 C40 1.4008(16) . ?
C36 C37 1.3902(19) . ?
C37 C38 1.389(2) . ?
C38 C39 1.3955(18) . ?
C39 C40 1.3823(17) . ?
C40 C41 1.5249(17) . ?
C41 C42 1.4734(15) . ?
C42 C42 1.192(2) 2_666 ?

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 C1 C6 121.22(12) . . ?
C2 C1 C13 128.34(11) . . ?
C6 C1 C13 110.42(10) . . ?
C1 C2 C3 118.13(13) . . ?
C4 C3 C2 120.87(13) . . ?
C3 C4 C5 121.02(13) . . ?
C4 C5 C6 118.36(13) . . ?
C5 C6 C1 120.40(12) . . ?
C5 C6 C7 130.73(12) . . ?
C1 C6 C7 108.80(11) . . ?
C8 C7 C12 120.34(12) . . ?
C8 C7 C6 130.82(13) . . ?
C12 C7 C6 108.83(10) . . ?
C9 C8 C7 118.31(14) . . ?
C10 C9 C8 120.97(13) . . ?
C9 C10 C11 121.02(14) . . ?
C12 C11 C10 117.97(15) . . ?
C11 C12 C7 121.33(12) . . ?
C11 C12 C13 128.36(12) . . ?
C7 C12 C13 110.30(10) . . ?
O13 C13 C14 109.01(10) . . ?
O13 C13 C12 113.17(10) . . ?
C14 C13 C12 109.72(9) . . ?
O13 C13 C1 113.37(9) . . ?
C14 C13 C1 109.84(10) . . ?
C12 C13 C1 101.53(10) . . ?
C15 C14 C13 172.66(12) . . ?
C14 C15 C16 171.47(12) . . ?
O16 C16 C15 108.96(9) . . ?
O16 C16 C28 112.26(10) . . ?
C15 C16 C28 110.65(9) . . ?
O16 C16 C17 111.87(9) . . ?
C15 C16 C17 111.06(10) . . ?
C28 C16 C17 101.93(9) . . ?
C18 C17 C22 121.32(11) . . ?
C18 C17 C16 128.29(11) . . ?
C22 C17 C16 110.37(10) . . ?
C17 C18 C19 118.25(12) . . ?
C20 C19 C18 120.54(12) . . ?
C19 C20 C21 121.18(12) . . ?
C20 C21 C22 118.43(12) . . ?
C21 C22 C17 120.28(11) . . ?
C21 C22 C23 131.07(11) . . ?
C17 C22 C23 108.63(10) . . ?
C24 C23 C28 120.09(12) . . ?
C24 C23 C22 131.09(11) . . ?
C28 C23 C22 108.81(10) . . ?
C25 C24 C23 118.38(12) . . ?
C26 C25 C24 121.22(12) . . ?
C25 C26 C27 120.57(13) . . ?
C28 C27 C26 118.24(12) . . ?
C27 C28 C23 121.50(11) . . ?
C27 C28 C16 128.24(11) . . ?
C23 C28 C16 110.26(10) . . ?
C30 C29 C34 121.29(11) . . ?
C30 C29 C41 128.45(10) . . ?
C34 C29 C41 110.24(10) . . ?
C29 C30 C31 118.61(11) . . ?
C32 C31 C30 120.40(12) . . ?
C33 C32 C31 120.92(11) . . ?
C34 C33 C32 118.75(11) . . ?
C33 C34 C29 120.03(11) . . ?
C33 C34 C35 131.29(11) . . ?
C29 C34 C35 108.69(10) . . ?
C36 C35 C40 120.17(11) . . ?
C36 C35 C34 131.10(11) . . ?
C40 C35 C34 108.72(10) . . ?
C35 C36 C37 118.51(12) . . ?
C38 C37 C36 121.23(12) . . ?
C37 C38 C39 120.41(12) . . ?
C40 C39 C38 118.38(12) . . ?
C39 C40 C35 121.27(11) . . ?
C39 C40 C41 128.43(11) . . ?
C35 C40 C41 110.18(10) . . ?
O41 C41 C42 109.27(9) . . ?
O41 C41 C40 106.90(9) . . ?
C42 C41 C40 114.07(10) . . ?
O41 C41 C29 111.14(9) . . ?
C42 C41 C29 113.28(9) . . ?
C40 C41 C29 101.86(9) . . ?
C42 C42 C41 177.60(16) 2_666 . ?

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
C6 C1 C2 C3 -0.69(17) . . . . ?
C13 C1 C2 C3 177.33(11) . . . . ?
C1 C2 C3 C4 0.96(19) . . . . ?
C2 C3 C4 C5 -0.3(2) . . . . ?
C3 C4 C5 C6 -0.7(2) . . . . ?
C4 C5 C6 C1 0.93(18) . . . . ?
C4 C5 C6 C7 -175.60(12) . . . . ?
C2 C1 C6 C5 -0.25(17) . . . . ?
C13 C1 C6 C5 -178.59(10) . . . . ?
C2 C1 C6 C7 176.97(10) . . . . ?
C13 C1 C6 C7 -1.38(12) . . . . ?
C5 C6 C7 C8 -2.9(2) . . . . ?
C1 C6 C7 C8 -179.74(12) . . . . ?
C5 C6 C7 C12 175.85(12) . . . . ?
C1 C6 C7 C12 -0.98(13) . . . . ?
C12 C7 C8 C9 -2.43(18) . . . . ?
C6 C7 C8 C9 176.21(12) . . . . ?
C7 C8 C9 C10 0.6(2) . . . . ?
C8 C9 C10 C11 1.4(2) . . . . ?
C9 C10 C11 C12 -1.6(2) . . . . ?
C10 C11 C12 C7 -0.23(19) . . . . ?
C10 C11 C12 C13 -179.74(12) . . . . ?
C8 C7 C12 C11 2.27(18) . . . . ?
C6 C7 C12 C11 -176.64(11) . . . . ?
C8 C7 C12 C13 -178.15(10) . . . . ?
C6 C7 C12 C13 2.94(12) . . . . ?
C11 C12 C13 O13 54.17(16) . . . . ?
C7 C12 C13 O13 -125.38(10) . . . . ?
C11 C12 C13 C14 -67.82(15) . . . . ?
C7 C12 C13 C14 112.63(11) . . . . ?
C11 C12 C13 C1 176.01(12) . . . . ?
C7 C12 C13 C1 -3.53(11) . . . . ?
C2 C1 C13 O13 -53.57(16) . . . . ?
C6 C1 C13 O13 124.63(10) . . . . ?
C2 C1 C13 C14 68.65(15) . . . . ?
C6 C1 C13 C14 -113.16(11) . . . . ?
C2 C1 C13 C12 -175.27(11) . . . . ?
C6 C1 C13 C12 2.93(11) . . . . ?
O13 C13 C14 C15 176.0(9) . . . . ?
C12 C13 C14 C15 -59.5(10) . . . . ?
C1 C13 C14 C15 51.2(10) . . . . ?
C13 C14 C15 C16 -2.8(17) . . . . ?
C14 C15 C16 O16 -173.9(8) . . . . ?
C14 C15 C16 C28 -50.0(9) . . . . ?
C14 C15 C16 C17 62.4(9) . . . . ?
O16 C16 C17 C18 -58.53(15) . . . . ?
C15 C16 C17 C18 63.46(15) . . . . ?
C28 C16 C17 C18 -178.66(11) . . . . ?
O16 C16 C17 C22 119.79(10) . . . . ?
C15 C16 C17 C22 -118.22(11) . . . . ?
C28 C16 C17 C22 -0.35(11) . . . . ?
C22 C17 C18 C19 -0.56(17) . . . . ?
C16 C17 C18 C19 177.59(11) . . . . ?
C17 C18 C19 C20 0.35(18) . . . . ?
C18 C19 C20 C21 -0.02(19) . . . . ?
C19 C20 C21 C22 -0.11(18) . . . . ?
C20 C21 C22 C17 -0.10(17) . . . . ?
C20 C21 C22 C23 -178.35(11) . . . . ?
C18 C17 C22 C21 0.44(17) . . . . ?
C16 C17 C22 C21 -178.01(10) . . . . ?
C18 C17 C22 C23 179.05(10) . . . . ?
C16 C17 C22 C23 0.60(12) . . . . ?
C21 C22 C23 C24 -1.5(2) . . . . ?
C17 C22 C23 C24 -179.93(12) . . . . ?
C21 C22 C23 C28 177.78(12) . . . . ?
C17 C22 C23 C28 -0.62(12) . . . . ?
C28 C23 C24 C25 -0.44(17) . . . . ?
C22 C23 C24 C25 178.80(11) . . . . ?
C23 C24 C25 C26 0.49(18) . . . . ?
C24 C25 C26 C27 0.03(19) . . . . ?
C25 C26 C27 C28 -0.58(18) . . . . ?
C26 C27 C28 C23 0.63(17) . . . . ?
C26 C27 C28 C16 -179.27(11) . . . . ?
C24 C23 C28 C27 -0.11(17) . . . . ?
C22 C23 C28 C27 -179.51(10) . . . . ?
C24 C23 C28 C16 179.80(10) . . . . ?
C22 C23 C28 C16 0.40(12) . . . . ?
O16 C16 C28 C27 60.00(15) . . . . ?
C15 C16 C28 C27 -61.97(15) . . . . ?
C17 C16 C28 C27 179.86(11) . . . . ?
O16 C16 C28 C23 -119.91(10) . . . . ?
C15 C16 C28 C23 118.13(11) . . . . ?
C17 C16 C28 C23 -0.04(12) . . . . ?
C34 C29 C30 C31 0.96(17) . . . . ?
C41 C29 C30 C31 -177.08(10) . . . . ?
C29 C30 C31 C32 -0.42(18) . . . . ?
C30 C31 C32 C33 -0.28(18) . . . . ?
C31 C32 C33 C34 0.43(18) . . . . ?
C32 C33 C34 C29 0.10(17) . . . . ?
C32 C33 C34 C35 -179.63(11) . . . . ?
C30 C29 C34 C33 -0.81(17) . . . . ?
C41 C29 C34 C33 177.55(10) . . . . ?
C30 C29 C34 C35 178.98(10) . . . . ?
C41 C29 C34 C35 -2.66(12) . . . . ?
C33 C34 C35 C36 -2.9(2) . . . . ?
C29 C34 C35 C36 177.37(11) . . . . ?
C33 C34 C35 C40 178.67(11) . . . . ?
C29 C34 C35 C40 -1.08(12) . . . . ?
C40 C35 C36 C37 -0.67(17) . . . . ?
C34 C35 C36 C37 -178.98(11) . . . . ?
C35 C36 C37 C38 -1.02(18) . . . . ?
C36 C37 C38 C39 1.35(19) . . . . ?
C37 C38 C39 C40 0.04(18) . . . . ?
C38 C39 C40 C35 -1.74(17) . . . . ?
C38 C39 C40 C41 173.88(11) . . . . ?
C36 C35 C40 C39 2.08(17) . . . . ?
C34 C35 C40 C39 -179.26(10) . . . . ?
C36 C35 C40 C41 -174.26(10) . . . . ?
C34 C35 C40 C41 4.39(12) . . . . ?
C39 C40 C41 O41 -64.98(14) . . . . ?
C35 C40 C41 O41 111.03(10) . . . . ?
C39 C40 C41 C42 55.93(15) . . . . ?
C35 C40 C41 C42 -128.06(10) . . . . ?
C39 C40 C41 C29 178.35(11) . . . . ?
C35 C40 C41 C29 -5.64(11) . . . . ?
C30 C29 C41 O41 69.61(14) . . . . ?
C34 C29 C41 O41 -108.60(10) . . . . ?
C30 C29 C41 C42 -53.86(15) . . . . ?
C34 C29 C41 C42 127.93(10) . . . . ?
C30 C29 C41 C40 -176.82(11) . . . . ?
C34 C29 C41 C40 4.97(11) . . . . ?
O41 C41 C42 C42 -23(4) . . . 2_666 ?
C40 C41 C42 C42 -143(4) . . . 2_666 ?
C29 C41 C42 C42 101(4) . . . 2_666 ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        28.43
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.044
####################################################################### 
# 
# 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_H_2_3MBUT
_database_code_depnum_ccdc_archive 'CCDC 1540359'
_audit_update_record             
;
2017-03-25 deposited with the CCDC.
2017-06-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
9,9'-(ethyne-1,2-diyl)-bis(fluoren-9-ol) bis (3-methyl2-butanol) Clathrate  
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H18 O2, C5 H12 O1, C5 H12 O1'
_chemical_formula_sum            'C38 H42 O4'
_chemical_formula_weight         562.72

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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.869(2)
_cell_length_b                   13.153(3)
_cell_length_c                   14.186(3)
_cell_angle_alpha                63.18(3)
_cell_angle_beta                 86.27(3)
_cell_angle_gamma                83.31(3)
_cell_volume                     1632.1(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    8069
_cell_measurement_theta_min      1.61
_cell_measurement_theta_max      28.30

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.145
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             604
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9813
_exptl_absorpt_correction_T_max  0.9885
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
; 
Absorption corrections were made using the program SADABS 
(Sheldrick, 1996) 
;

_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Kappa Duo Apex II diffractometer'
_diffrn_measurement_method       '1.2° φ scans and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            36160
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_sigmaI/netI    0.0271
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         28.30
_reflns_number_total             8069
_reflns_number_gt                6643
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT-Plus (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus and XPREP (Bruker 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'X-seed (Barbour, 1999)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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. 
;

_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)+(0.0642P)²+0.4536P] 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         8069
_refine_ls_number_parameters     584
_refine_ls_number_restraints     535
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0488
_refine_ls_wR_factor_ref         0.1332
_refine_ls_wR_factor_gt          0.1243
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.044
_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
O1 O 0.8660(2) 0.42600(18) 0.45777(17) 0.0322(4) Uani 0.704(3) 1 d PDU A 1
O1A O 0.9025(9) 0.4517(8) 0.4211(7) 0.086(2) Uani 0.296(3) 1 d PDU A 2
H1 H 0.862(2) 0.5051(9) 0.4480(18) 0.118(10) Uiso 1 1 d D . .
O2 O 0.6455(10) 1.0441(7) 0.0614(7) 0.048(2) Uani 0.352(3) 1 d PDU B 1
H2B H 0.597(3) 1.092(3) -0.0044(9) 0.094(16) Uiso 0.50 1 d PD . .
H2A H 0.597(4) 0.9758(13) 0.099(4) 0.106(18) Uiso 0.50 1 d PD . .
O2A O 0.6569(10) 1.0297(9) 0.0477(8) 0.046(2) Uani 0.328(3) 1 d PDU C 2
O2B O 0.5966(9) 1.0585(9) 0.0730(8) 0.073(3) Uani 0.321(3) 1 d PDU D 3
O13 O 0.89232(9) 0.63733(7) 0.44627(7) 0.0322(2) Uani 1 1 d D . .
O16 O 0.51169(9) 0.85274(7) 0.11600(7) 0.03025(19) Uani 1 1 d D . .
H13 H 0.9766(12) 0.6327(18) 0.4808(15) 0.074(6) Uiso 1 1 d D . .
H16B H 0.473(3) 0.864(3) 0.0501(15) 0.052(9) Uiso 0.50 1 d PD . .
H16A H 0.570(3) 0.915(2) 0.094(3) 0.070(12) Uiso 0.50 1 d PD . .
C1 C 0.97446(11) 0.82295(10) 0.32372(9) 0.0252(2) Uani 1 1 d . . .
C2 C 1.07798(13) 0.80359(12) 0.26147(11) 0.0360(3) Uani 1 1 d . . .
H2 H 1.0784 0.7424 0.2432 0.043 Uiso 1 1 calc R . .
C3 C 1.18181(13) 0.87656(14) 0.22626(11) 0.0416(3) Uani 1 1 d . . .
H3 H 1.2544 0.8644 0.1840 0.050 Uiso 1 1 calc R . .
C4 C 1.18033(13) 0.96650(13) 0.25214(11) 0.0387(3) Uani 1 1 d . . .
H4 H 1.2516 1.0154 0.2269 0.046 Uiso 1 1 calc R . .
C5 C 1.07612(12) 0.98630(11) 0.31453(10) 0.0317(3) Uani 1 1 d . . .
H5 H 1.0752 1.0482 0.3319 0.038 Uiso 1 1 calc R . .
C6 C 0.97307(11) 0.91299(10) 0.35087(8) 0.0246(2) Uani 1 1 d . . .
C7 C 0.85283(11) 0.91055(10) 0.41873(8) 0.0243(2) Uani 1 1 d . . .
C8 C 0.80792(13) 0.97816(11) 0.46888(10) 0.0323(3) Uani 1 1 d . . .
H8 H 0.8567 1.0398 0.4608 0.039 Uiso 1 1 calc R . .
C9 C 0.68989(14) 0.95363(13) 0.53128(11) 0.0393(3) Uani 1 1 d . . .
H9 H 0.6587 0.9984 0.5669 0.047 Uiso 1 1 calc R . .
C10 C 0.61726(13) 0.86479(13) 0.54211(11) 0.0390(3) Uani 1 1 d . . .
H10 H 0.5365 0.8499 0.5845 0.047 Uiso 1 1 calc R . .
C11 C 0.66126(12) 0.79698(11) 0.49158(9) 0.0310(3) Uani 1 1 d . . .
H11 H 0.6110 0.7367 0.4983 0.037 Uiso 1 1 calc R . .
C12 C 0.77978(11) 0.81983(9) 0.43157(8) 0.0235(2) Uani 1 1 d . . .
C13 C 0.85219(11) 0.75405(9) 0.37421(8) 0.0235(2) Uani 1 1 d . . .
C14 C 0.76279(11) 0.75157(9) 0.29608(9) 0.0239(2) Uani 1 1 d . . .
C15 C 0.68763(11) 0.74735(9) 0.23567(9) 0.0237(2) Uani 1 1 d . . .
C16 C 0.59309(11) 0.74491(9) 0.16023(8) 0.0234(2) Uani 1 1 d . . .
C17 C 0.66853(12) 0.71535(10) 0.07676(9) 0.0265(2) Uani 1 1 d . . .
C18 C 0.76584(14) 0.77357(12) 0.00407(10) 0.0367(3) Uani 1 1 d . . .
H18 H 0.7946 0.8415 0.0009 0.044 Uiso 1 1 calc R . .
C19 C 0.82083(16) 0.72946(15) -0.06471(11) 0.0485(4) Uani 1 1 d . . .
H19 H 0.8877 0.7681 -0.1158 0.058 Uiso 1 1 calc R . .
C20 C 0.77884(18) 0.62980(15) -0.05923(12) 0.0523(4) Uani 1 1 d . . .
H20 H 0.8179 0.6010 -0.1065 0.063 Uiso 1 1 calc R . .
C21 C 0.68122(17) 0.57155(13) 0.01366(11) 0.0440(3) Uani 1 1 d . . .
H21 H 0.6530 0.5034 0.0169 0.053 Uiso 1 1 calc R . .
C22 C 0.62546(13) 0.61514(10) 0.08198(9) 0.0305(3) Uani 1 1 d . . .
C23 C 0.52193(13) 0.57316(10) 0.16631(9) 0.0308(3) Uani 1 1 d . . .
C24 C 0.44621(16) 0.47895(12) 0.20121(12) 0.0441(4) Uani 1 1 d . . .
H24 H 0.4587 0.4282 0.1697 0.053 Uiso 1 1 calc R . .
C25 C 0.35247(16) 0.46135(14) 0.28294(13) 0.0525(4) Uani 1 1 d . . .
H25 H 0.2991 0.3985 0.3066 0.063 Uiso 1 1 calc R . .
C26 C 0.33504(15) 0.53294(15) 0.33054(12) 0.0508(4) Uani 1 1 d . . .
H26 H 0.2709 0.5183 0.3870 0.061 Uiso 1 1 calc R . .
C27 C 0.41080(13) 0.62705(12) 0.29666(10) 0.0377(3) Uani 1 1 d . . .
H27 H 0.3996 0.6763 0.3297 0.045 Uiso 1 1 calc R . .
C28 C 0.50259(11) 0.64648(10) 0.21367(9) 0.0269(2) Uani 1 1 d . . .
C29 C 0.7180(6) 0.2989(6) 0.4449(6) 0.0516(10) Uani 0.704(3) 1 d PU A 1
H29A H 0.6425 0.3140 0.4867 0.077 Uiso 0.704(3) 1 calc PR A 1
H29B H 0.7832 0.2376 0.4922 0.077 Uiso 0.704(3) 1 calc PR A 1
H29C H 0.6823 0.2755 0.3956 0.077 Uiso 0.704(3) 1 calc PR A 1
C30 C 0.7923(2) 0.41150(18) 0.38066(17) 0.0357(5) Uani 0.704(3) 1 d PU A 1
H30 H 0.7215 0.4780 0.3484 0.043 Uiso 0.704(3) 1 calc PR A 1
C31 C 0.8853(2) 0.40559(17) 0.29325(16) 0.0359(5) Uani 0.704(3) 1 d PU A 1
H31 H 0.8258 0.4027 0.2403 0.043 Uiso 0.704(3) 1 calc PR A 1
C32 C 0.9586(4) 0.5163(3) 0.2360(3) 0.0418(7) Uani 0.704(3) 1 d PU A 1
H32A H 1.0209 0.5205 0.2848 0.063 Uiso 0.704(3) 1 calc PR A 1
H32B H 0.8907 0.5832 0.2118 0.063 Uiso 0.704(3) 1 calc PR A 1
H32C H 1.0104 0.5152 0.1751 0.063 Uiso 0.704(3) 1 calc PR A 1
C33 C 0.9870(2) 0.29805(17) 0.33162(17) 0.0424(5) Uani 0.704(3) 1 d PU A 1
H33A H 0.9370 0.2298 0.3622 0.064 Uiso 0.704(3) 1 calc PR A 1
H33B H 1.0457 0.2969 0.3853 0.064 Uiso 0.704(3) 1 calc PR A 1
H33C H 1.0432 0.2987 0.2719 0.064 Uiso 0.704(3) 1 calc PR A 1
C34 C 0.9720(14) 0.4819(10) 0.2516(12) 0.084(3) Uani 0.296(3) 1 d PDU A 2
H34A H 1.0515 0.4254 0.2788 0.127 Uiso 0.296(3) 1 calc PR A 2
H34B H 0.9961 0.5572 0.2390 0.127 Uiso 0.296(3) 1 calc PR A 2
H34C H 0.9437 0.4853 0.1852 0.127 Uiso 0.296(3) 1 calc PR A 2
C35 C 0.8580(5) 0.4479(5) 0.3302(5) 0.0454(12) Uani 0.296(3) 1 d PDU A 2
H35 H 0.7733 0.5008 0.3018 0.054 Uiso 0.296(3) 1 calc PR A 2
C36 C 0.8313(6) 0.3239(5) 0.3657(5) 0.0561(13) Uani 0.296(3) 1 d PDU A 2
H36 H 0.9084 0.2702 0.4091 0.067 Uiso 0.296(3) 1 calc PR A 2
C37 C 0.8097(10) 0.3045(7) 0.2716(6) 0.090(3) Uani 0.296(3) 1 d PDU A 2
H37A H 0.8894 0.3246 0.2242 0.135 Uiso 0.296(3) 1 calc PR A 2
H37B H 0.7284 0.3525 0.2340 0.135 Uiso 0.296(3) 1 calc PR A 2
H37C H 0.7971 0.2238 0.2951 0.135 Uiso 0.296(3) 1 calc PR A 2
C38 C 0.7027(18) 0.314(2) 0.4330(17) 0.083(4) Uani 0.296(3) 1 d PDU A 2
H38A H 0.6941 0.2332 0.4811 0.124 Uiso 0.296(3) 1 calc PR A 2
H38B H 0.6230 0.3459 0.3871 0.124 Uiso 0.296(3) 1 calc PR A 2
H38C H 0.7080 0.3564 0.4741 0.124 Uiso 0.296(3) 1 calc PR A 2
C39 C 0.5596(13) 1.0641(11) 0.2171(10) 0.050(2) Uani 0.352(3) 1 d PDU B 1
H39A H 0.4809 1.1174 0.1808 0.075 Uiso 0.352(3) 1 calc PR B 1
H39B H 0.5899 1.0823 0.2717 0.075 Uiso 0.352(3) 1 calc PR B 1
H39C H 0.5336 0.9856 0.2500 0.075 Uiso 0.352(3) 1 calc PR B 1
C40 C 0.6753(18) 1.0748(14) 0.1376(12) 0.0414(18) Uani 0.352(3) 1 d PDU B 1
H40 H 0.7549 1.0218 0.1777 0.050 Uiso 0.352(3) 1 calc PR B 1
C41 C 0.7216(6) 1.2001(5) 0.0842(4) 0.0460(11) Uani 0.352(3) 1 d PDU B 1
H41 H 0.6418 1.2548 0.0465 0.055 Uiso 0.352(3) 1 calc PR B 1
C42 C 0.7721(9) 1.2355(8) 0.1618(8) 0.0502(17) Uani 0.352(3) 1 d PDU B 1
H42A H 0.6948 1.2487 0.2033 0.075 Uiso 0.352(3) 1 calc PR B 1
H42B H 0.8167 1.3061 0.1234 0.075 Uiso 0.352(3) 1 calc PR B 1
H42C H 0.8376 1.1747 0.2092 0.075 Uiso 0.352(3) 1 calc PR B 1
C43 C 0.8321(10) 1.2059(9) 0.0036(6) 0.083(2) Uani 0.352(3) 1 d PDU B 1
H43A H 0.8592 1.2840 -0.0331 0.124 Uiso 0.352(3) 1 calc PR B 1
H43B H 0.7976 1.1847 -0.0477 0.124 Uiso 0.352(3) 1 calc PR B 1
H43C H 0.9113 1.1527 0.0393 0.124 Uiso 0.352(3) 1 calc PR B 1
C44 C 0.8690(8) 1.1358(9) 0.0287(6) 0.068(2) Uani 0.328(3) 1 d PDU C 2
H44A H 0.9072 1.0920 -0.0090 0.102 Uiso 0.328(3) 1 calc PR C 2
H44B H 0.9389 1.1375 0.0738 0.102 Uiso 0.328(3) 1 calc PR C 2
H44C H 0.8388 1.2142 -0.0225 0.102 Uiso 0.328(3) 1 calc PR C 2
C45 C 0.7431(5) 1.0772(5) 0.0993(4) 0.0388(10) Uani 0.328(3) 1 d PDU C 2
H45 H 0.7798 1.0119 0.1658 0.047 Uiso 0.328(3) 1 calc PR C 2
C46 C 0.6485(5) 1.1605(5) 0.1307(4) 0.0445(11) Uani 0.328(3) 1 d PDU C 2
H46 H 0.6015 1.2215 0.0663 0.053 Uiso 0.328(3) 1 calc PR C 2
C47 C 0.7250(10) 1.2160(9) 0.1810(9) 0.061(2) Uani 0.328(3) 1 d PU C 2
H47A H 0.6597 1.2580 0.2091 0.092 Uiso 0.328(3) 1 calc PR C 2
H47B H 0.7842 1.2692 0.1280 0.092 Uiso 0.328(3) 1 calc PR C 2
H47C H 0.7807 1.1569 0.2387 0.092 Uiso 0.328(3) 1 calc PR C 2
C48 C 0.5421(15) 1.0906(11) 0.2083(13) 0.053(3) Uani 0.328(3) 1 d PDU C 2
H48A H 0.5846 1.0414 0.2768 0.080 Uiso 0.328(3) 1 calc PR C 2
H48B H 0.5052 1.0431 0.1812 0.080 Uiso 0.328(3) 1 calc PR C 2
H48C H 0.4681 1.1424 0.2170 0.080 Uiso 0.328(3) 1 calc PR C 2
C49 C 0.5510(13) 1.1403(10) 0.1946(10) 0.091(3) Uani 0.321(3) 1 d PU D 3
H49A H 0.5040 1.2058 0.1359 0.137 Uiso 0.321(3) 1 calc PR D 3
H49B H 0.5929 1.1669 0.2392 0.137 Uiso 0.321(3) 1 calc PR D 3
H49C H 0.4850 1.0862 0.2368 0.137 Uiso 0.321(3) 1 calc PR D 3
C50 C 0.666(2) 1.0783(17) 0.1490(14) 0.0444(18) Uani 0.321(3) 1 d PU D 3
H50 H 0.7001 1.0029 0.2076 0.053 Uiso 0.321(3) 1 calc PR D 3
C51 C 0.7798(6) 1.1411(6) 0.0981(4) 0.0483(11) Uani 0.321(3) 1 d PDU D 3
H51 H 0.8277 1.1504 0.1534 0.058 Uiso 0.321(3) 1 calc PR D 3
C52 C 0.8812(9) 1.0665(8) 0.0600(6) 0.077(2) Uani 0.321(3) 1 d PDU D 3
H52A H 0.8951 0.9885 0.1172 0.116 Uiso 0.321(3) 1 calc PR D 3
H52B H 0.9687 1.0996 0.0403 0.116 Uiso 0.321(3) 1 calc PR D 3
H52C H 0.8434 1.0646 -0.0013 0.116 Uiso 0.321(3) 1 calc PR D 3
C53 C 0.7434(8) 1.2586(5) 0.0123(6) 0.0670(19) Uani 0.321(3) 1 d PDU D 3
H53A H 0.6993 1.2532 -0.0450 0.100 Uiso 0.321(3) 1 calc PR D 3
H53B H 0.8263 1.2977 -0.0149 0.100 Uiso 0.321(3) 1 calc PR D 3
H53C H 0.6806 1.3021 0.0404 0.100 Uiso 0.321(3) 1 calc PR D 3


_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
O1 C30 1.444(3) . ?
O1A C35 1.413(9) . ?
O2 C40 1.37(2) . ?
O2A C45 1.506(11) . ?
O2B C50 1.45(2) . ?
O13 C13 1.4330(15) . ?
O16 C16 1.4309(15) . ?
C1 C2 1.3833(17) . ?
C1 C6 1.3992(16) . ?
C1 C13 1.5320(16) . ?
C2 C3 1.397(2) . ?
C3 C4 1.386(2) . ?
C4 C5 1.3914(19) . ?
C5 C6 1.3934(16) . ?
C6 C7 1.4725(16) . ?
C7 C8 1.3898(17) . ?
C7 C12 1.4014(16) . ?
C8 C9 1.3930(19) . ?
C9 C10 1.386(2) . ?
C10 C11 1.3943(19) . ?
C11 C12 1.3801(16) . ?
C12 C13 1.5288(16) . ?
C13 C14 1.4745(15) . ?
C14 C15 1.1929(16) . ?
C15 C16 1.4781(15) . ?
C16 C17 1.5300(16) . ?
C16 C28 1.5311(16) . ?
C17 C18 1.3792(18) . ?
C17 C22 1.4007(17) . ?
C18 C19 1.397(2) . ?
C19 C20 1.388(2) . ?
C20 C21 1.383(2) . ?
C21 C22 1.3891(19) . ?
C22 C23 1.4685(19) . ?
C23 C28 1.3940(18) . ?
C23 C24 1.3975(18) . ?
C24 C25 1.386(2) . ?
C25 C26 1.376(3) . ?
C26 C27 1.398(2) . ?
C27 C28 1.3842(18) . ?
C29 C30 1.584(7) . ?
C30 C31 1.520(3) . ?
C31 C33 1.533(3) . ?
C31 C32 1.551(4) . ?
C34 C35 1.488(13) . ?
C35 C36 1.526(9) . ?
C36 C37 1.500(8) . ?
C36 C38 1.519(15) . ?
C39 C40 1.525(15) . ?
C40 C41 1.581(15) . ?
C41 C42 1.505(9) . ?
C41 C43 1.511(9) . ?
C44 C45 1.583(8) . ?
C45 C46 1.556(7) . ?
C46 C47 1.510(10) . ?
C46 C48 1.524(12) . ?
C49 C50 1.59(2) . ?
C50 C51 1.426(17) . ?
C51 C53 1.494(7) . ?
C51 C52 1.561(9) . ?

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 C1 C6 121.24(11) . . ?
C2 C1 C13 128.21(11) . . ?
C6 C1 C13 110.53(10) . . ?
C1 C2 C3 118.11(13) . . ?
C4 C3 C2 120.89(12) . . ?
C3 C4 C5 121.09(12) . . ?
C4 C5 C6 118.27(12) . . ?
C5 C6 C1 120.39(11) . . ?
C5 C6 C7 130.83(11) . . ?
C1 C6 C7 108.78(10) . . ?
C8 C7 C12 119.99(11) . . ?
C8 C7 C6 131.44(11) . . ?
C12 C7 C6 108.56(10) . . ?
C7 C8 C9 118.62(12) . . ?
C10 C9 C8 120.91(12) . . ?
C9 C10 C11 120.81(12) . . ?
C12 C11 C10 118.24(12) . . ?
C11 C12 C7 121.42(11) . . ?
C11 C12 C13 127.90(10) . . ?
C7 C12 C13 110.65(10) . . ?
O13 C13 C14 106.80(9) . . ?
O13 C13 C12 111.49(9) . . ?
C14 C13 C12 111.49(9) . . ?
O13 C13 C1 112.60(9) . . ?
C14 C13 C1 113.11(9) . . ?
C12 C13 C1 101.44(9) . . ?
C15 C14 C13 177.75(12) . . ?
C14 C15 C16 178.64(12) . . ?
O16 C16 C15 107.69(9) . . ?
O16 C16 C17 113.22(9) . . ?
C15 C16 C17 112.06(9) . . ?
O16 C16 C28 110.64(9) . . ?
C15 C16 C28 111.73(9) . . ?
C17 C16 C28 101.51(9) . . ?
C18 C17 C22 121.43(12) . . ?
C18 C17 C16 128.36(11) . . ?
C22 C17 C16 110.21(10) . . ?
C17 C18 C19 117.92(13) . . ?
C20 C19 C18 120.72(14) . . ?
C21 C20 C19 121.30(14) . . ?
C20 C21 C22 118.37(14) . . ?
C21 C22 C17 120.26(13) . . ?
C21 C22 C23 130.81(12) . . ?
C17 C22 C23 108.93(11) . . ?
C28 C23 C24 120.04(13) . . ?
C28 C23 C22 108.73(10) . . ?
C24 C23 C22 131.23(13) . . ?
C25 C24 C23 118.35(14) . . ?
C26 C25 C24 121.47(13) . . ?
C25 C26 C27 120.65(14) . . ?
C28 C27 C26 118.19(14) . . ?
C27 C28 C23 121.28(12) . . ?
C27 C28 C16 128.10(12) . . ?
C23 C28 C16 110.61(10) . . ?
O1 C30 C31 112.15(18) . . ?
O1 C30 C29 105.8(3) . . ?
C31 C30 C29 112.7(2) . . ?
C30 C31 C33 113.25(17) . . ?
C30 C31 C32 110.2(2) . . ?
C33 C31 C32 111.7(2) . . ?
O1A C35 C34 106.4(8) . . ?
O1A C35 C36 105.6(6) . . ?
C34 C35 C36 111.6(7) . . ?
C37 C36 C38 112.3(9) . . ?
C37 C36 C35 110.2(6) . . ?
C38 C36 C35 102.0(10) . . ?
O2 C40 C39 113.8(13) . . ?
O2 C40 C41 110.0(10) . . ?
C39 C40 C41 110.9(12) . . ?
C42 C41 C43 110.0(5) . . ?
C42 C41 C40 113.5(8) . . ?
C43 C41 C40 108.0(8) . . ?
O2A C45 C46 108.0(6) . . ?
O2A C45 C44 113.4(6) . . ?
C46 C45 C44 112.2(6) . . ?
C47 C46 C48 109.7(9) . . ?
C47 C46 C45 112.7(6) . . ?
C48 C46 C45 107.0(7) . . ?
C51 C50 O2B 109.0(11) . . ?
C51 C50 C49 116.0(14) . . ?
O2B C50 C49 104.5(14) . . ?
C50 C51 C53 114.7(10) . . ?
C50 C51 C52 108.3(10) . . ?
C53 C51 C52 112.7(6) . . ?

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
C6 C1 C2 C3 0.06(18) . . . . ?
C13 C1 C2 C3 -178.26(12) . . . . ?
C1 C2 C3 C4 -0.6(2) . . . . ?
C2 C3 C4 C5 0.5(2) . . . . ?
C3 C4 C5 C6 0.23(19) . . . . ?
C4 C5 C6 C1 -0.79(17) . . . . ?
C4 C5 C6 C7 178.68(11) . . . . ?
C2 C1 C6 C5 0.66(17) . . . . ?
C13 C1 C6 C5 179.25(10) . . . . ?
C2 C1 C6 C7 -178.92(11) . . . . ?
C13 C1 C6 C7 -0.33(12) . . . . ?
C5 C6 C7 C8 -1.9(2) . . . . ?
C1 C6 C7 C8 177.63(12) . . . . ?
C5 C6 C7 C12 179.60(11) . . . . ?
C1 C6 C7 C12 -0.89(12) . . . . ?
C12 C7 C8 C9 -0.06(18) . . . . ?
C6 C7 C8 C9 -178.44(12) . . . . ?
C7 C8 C9 C10 -0.9(2) . . . . ?
C8 C9 C10 C11 0.6(2) . . . . ?
C9 C10 C11 C12 0.8(2) . . . . ?
C10 C11 C12 C7 -1.78(18) . . . . ?
C10 C11 C12 C13 176.34(11) . . . . ?
C8 C7 C12 C11 1.45(17) . . . . ?
C6 C7 C12 C11 -179.83(10) . . . . ?
C8 C7 C12 C13 -176.96(10) . . . . ?
C6 C7 C12 C13 1.75(12) . . . . ?
C11 C12 C13 O13 -60.05(15) . . . . ?
C7 C12 C13 O13 118.23(10) . . . . ?
C11 C12 C13 C14 59.21(15) . . . . ?
C7 C12 C13 C14 -122.50(10) . . . . ?
C11 C12 C13 C1 179.87(11) . . . . ?
C7 C12 C13 C1 -1.84(11) . . . . ?
C2 C1 C13 O13 60.47(15) . . . . ?
C6 C1 C13 O13 -118.00(10) . . . . ?
C2 C1 C13 C14 -60.74(16) . . . . ?
C6 C1 C13 C14 120.79(11) . . . . ?
C2 C1 C13 C12 179.75(12) . . . . ?
C6 C1 C13 C12 1.28(11) . . . . ?
O13 C13 C14 C15 56(3) . . . . ?
C12 C13 C14 C15 -66(3) . . . . ?
C1 C13 C14 C15 -179(100) . . . . ?
C13 C14 C15 C16 102(6) . . . . ?
C14 C15 C16 O16 0(5) . . . . ?
C14 C15 C16 C17 125(5) . . . . ?
C14 C15 C16 C28 -121(5) . . . . ?
O16 C16 C17 C18 61.91(16) . . . . ?
C15 C16 C17 C18 -60.13(16) . . . . ?
C28 C16 C17 C18 -179.48(12) . . . . ?
O16 C16 C17 C22 -118.10(11) . . . . ?
C15 C16 C17 C22 119.86(11) . . . . ?
C28 C16 C17 C22 0.50(12) . . . . ?
C22 C17 C18 C19 -0.07(19) . . . . ?
C16 C17 C18 C19 179.92(12) . . . . ?
C17 C18 C19 C20 -0.3(2) . . . . ?
C18 C19 C20 C21 0.4(3) . . . . ?
C19 C20 C21 C22 0.0(2) . . . . ?
C20 C21 C22 C17 -0.4(2) . . . . ?
C20 C21 C22 C23 -179.95(14) . . . . ?
C18 C17 C22 C21 0.42(19) . . . . ?
C16 C17 C22 C21 -179.57(11) . . . . ?
C18 C17 C22 C23 -179.92(11) . . . . ?
C16 C17 C22 C23 0.09(13) . . . . ?
C21 C22 C23 C28 178.89(13) . . . . ?
C17 C22 C23 C28 -0.72(14) . . . . ?
C21 C22 C23 C24 -1.9(2) . . . . ?
C17 C22 C23 C24 178.50(13) . . . . ?
C28 C23 C24 C25 0.20(19) . . . . ?
C22 C23 C24 C25 -178.95(13) . . . . ?
C23 C24 C25 C26 -1.2(2) . . . . ?
C24 C25 C26 C27 0.8(2) . . . . ?
C25 C26 C27 C28 0.5(2) . . . . ?
C26 C27 C28 C23 -1.47(19) . . . . ?
C26 C27 C28 C16 177.79(12) . . . . ?
C24 C23 C28 C27 1.12(18) . . . . ?
C22 C23 C28 C27 -179.55(11) . . . . ?
C24 C23 C28 C16 -178.26(11) . . . . ?
C22 C23 C28 C16 1.07(13) . . . . ?
O16 C16 C28 C27 -59.85(15) . . . . ?
C15 C16 C28 C27 60.13(16) . . . . ?
C17 C16 C28 C27 179.71(12) . . . . ?
O16 C16 C28 C23 119.47(10) . . . . ?
C15 C16 C28 C23 -120.55(11) . . . . ?
C17 C16 C28 C23 -0.96(12) . . . . ?
O1 C30 C31 C33 67.1(2) . . . . ?
C29 C30 C31 C33 -52.2(4) . . . . ?
O1 C30 C31 C32 -58.8(3) . . . . ?
C29 C30 C31 C32 -178.1(3) . . . . ?
O1A C35 C36 C37 -169.0(6) . . . . ?
C34 C35 C36 C37 -53.8(9) . . . . ?
O1A C35 C36 C38 71.6(10) . . . . ?
C34 C35 C36 C38 -173.2(12) . . . . ?
O2 C40 C41 C42 -173.2(10) . . . . ?
C39 C40 C41 C42 60.0(15) . . . . ?
O2 C40 C41 C43 -51.0(14) . . . . ?
C39 C40 C41 C43 -177.8(11) . . . . ?
O2A C45 C46 C47 -178.6(7) . . . . ?
C44 C45 C46 C47 -52.8(7) . . . . ?
O2A C45 C46 C48 60.8(10) . . . . ?
C44 C45 C46 C48 -173.4(9) . . . . ?
O2B C50 C51 C53 64.1(15) . . . . ?
C49 C50 C51 C53 -53.5(16) . . . . ?
O2B C50 C51 C52 -62.8(14) . . . . ?
C49 C50 C51 C52 179.6(11) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        28.30
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.038
