# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Prof. Stavroula Skoulika'
_publ_contact_author_email       amihail@uoi.gr

_publ_section_title              
;
Photoreactive 3D microporous
Lanthanide MOFs: Formation of a strained ladderane
in a single crystal-to-single crystal manner

The assembly of Er3+ and Y3+ cations with trans,trans-muconic
acid affords a photoreactive 3D microporous MOF that,
upon UV irradiation, undergoes a single crystal-to-single crystal
(SCSC) cycloaddition reaction with in situ formation of a strained ladderane.

;
loop_
_publ_author_name
S.Skoulika
A.Michaelides
M.Siskos

# Attachment '- compound1.cif'

data_erhex31
_database_code_depnum_ccdc_archive 'CCDC 804563'
#TrackingRef '- compound1.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H14.50 Er O10.25'
_chemical_formula_weight         453.97

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Er Er -0.2586 4.9576 '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                   37.854(3)
_cell_length_b                   11.231(1)
_cell_length_c                   6.767(1)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.96(1)
_cell_angle_gamma                90.00
_cell_volume                     2876.5(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    41
_cell_measurement_theta_min      5.2
_cell_measurement_theta_max      16.7

_exptl_crystal_description       prismatic
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.097
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1748
_exptl_absorpt_coefficient_mu    5.881
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.373
_exptl_absorpt_correction_T_max  0.781
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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  P4
_diffrn_measurement_method       scintillation
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         2
_diffrn_standards_interval_count 100
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        none
_diffrn_reflns_number            2644
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         1.89
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2522
_reflns_number_gt                2380
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       XSCANS
_computing_cell_refinement       XSCANS
_computing_data_reduction        XSCANS
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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           fullcycle
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0455P)^2^+45.4325P] where P=(Fo^2^+2Fc^2^)/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         2522
_refine_ls_number_parameters     206
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0894
_refine_ls_wR_factor_gt          0.0880
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.996
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Er1 Er 0.370476(7) 0.29073(2) 0.19016(4) 0.02353(12) Uani 1 1 d . . .
O1 O 0.41762(12) 0.4235(4) 0.2773(7) 0.0340(10) Uani 1 1 d . . .
O2 O 0.42235(14) 0.2426(5) 0.3864(10) 0.0527(15) Uani 1 1 d . . .
O3 O 0.34890(12) 0.3514(4) 0.4890(6) 0.0306(10) Uani 1 1 d . . .
O4 O 0.34650(14) 0.4719(4) 0.1298(7) 0.0415(12) Uani 1 1 d . . .
O5 O 0.32438(13) 0.2401(5) -0.0092(8) 0.0452(13) Uani 1 1 d . . .
O6 O 0.33492(13) 0.1053(4) -0.2428(7) 0.0377(11) Uani 1 1 d . . .
O1W O 0.34799(17) 0.1257(5) 0.3598(8) 0.0524(15) Uani 1 1 d D . .
O2W O 0.39413(19) 0.1199(5) 0.0388(9) 0.0606(16) Uani 1 1 d D . .
O3W O 0.39433(13) 0.3470(4) -0.1259(7) 0.0374(11) Uani 1 1 d D . .
C1 C 0.43488(16) 0.3458(6) 0.3724(9) 0.0290(13) Uani 1 1 d . . .
C2 C 0.46932(17) 0.3753(7) 0.4651(10) 0.0359(15) Uani 1 1 d . . .
H2 H 0.4821 0.3153 0.5284 0.043 Uiso 1 1 calc R . .
C3 C 0.48259(16) 0.4838(7) 0.4612(9) 0.0347(15) Uani 1 1 d . . .
H3 H 0.4688 0.5438 0.4051 0.042 Uiso 1 1 calc R . .
C4 C 0.33242(17) 0.4444(6) 0.5377(9) 0.0314(14) Uani 1 1 d . . .
C5 C 0.2947(2) 0.4603(7) 0.4854(11) 0.0439(17) Uani 1 1 d . . .
H5 H 0.2836 0.5319 0.5149 0.053 Uiso 1 1 calc R . .
C6 C 0.27595(19) 0.3726(9) 0.3953(10) 0.048(2) Uani 1 1 d . . .
H6 H 0.2869 0.3000 0.3710 0.058 Uiso 1 1 calc R . .
C7 C 0.23908(19) 0.3883(7) 0.3353(10) 0.0401(16) Uani 1 1 d . . .
H7 H 0.2269 0.4545 0.3804 0.048 Uiso 1 1 calc R . .
C8 C 0.27762(19) 0.1888(7) -0.2183(12) 0.0416(17) Uani 1 1 d . . .
H8 H 0.2650 0.2540 -0.1721 0.050 Uiso 1 1 calc R . .
C9 C 0.31532(17) 0.1767(6) -0.1572(10) 0.0297(13) Uani 1 1 d . . .
O4W O 0.4314(2) -0.0769(7) 0.1795(12) 0.086(2) Uani 1 1 d D . .
O5W O 0.5000 0.009(2) 0.2500 0.080 Uiso 0.50 2 d SP . .
H1A H 0.337(2) 0.048(5) 0.324(13) 0.080 Uiso 1 1 d D . .
H1B H 0.343(3) 0.146(8) 0.498(6) 0.080 Uiso 1 1 d D . .
H2A H 0.4127(18) 0.127(9) -0.065(10) 0.080 Uiso 1 1 d D . .
H2B H 0.405(2) 0.053(6) 0.116(12) 0.080 Uiso 1 1 d D . .
H3A H 0.379(2) 0.358(9) -0.247(8) 0.080 Uiso 1 1 d D . .
H3B H 0.4178(12) 0.311(8) -0.147(14) 0.080 Uiso 1 1 d D . .
H4A H 0.4478(19) -0.046(9) 0.073(10) 0.080 Uiso 1 1 d D . .
H4B H 0.4504(18) -0.095(9) 0.284(10) 0.080 Uiso 1 1 d D . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Er1 0.02362(18) 0.02362(18) 0.02334(18) -0.00165(10) -0.00037(11) -0.00473(10)
O1 0.032(2) 0.033(2) 0.037(2) 0.003(2) -0.0052(19) -0.010(2)
O2 0.044(3) 0.031(3) 0.083(4) 0.006(3) -0.022(3) -0.008(2)
O3 0.033(2) 0.029(2) 0.030(2) -0.0053(19) 0.0062(18) 0.0005(19)
O4 0.054(3) 0.034(3) 0.036(3) 0.002(2) -0.003(2) 0.002(2)
O5 0.034(3) 0.056(3) 0.045(3) -0.019(3) -0.007(2) -0.002(2)
O6 0.041(3) 0.035(3) 0.037(3) -0.004(2) 0.002(2) 0.003(2)
O1W 0.088(4) 0.032(3) 0.037(3) -0.007(2) 0.020(3) -0.027(3)
O2W 0.090(5) 0.039(3) 0.054(3) -0.005(3) 0.023(3) 0.016(3)
O3W 0.044(3) 0.036(3) 0.032(2) 0.003(2) 0.009(2) 0.003(2)
C1 0.025(3) 0.034(4) 0.027(3) -0.006(3) 0.003(2) -0.004(3)
C2 0.029(3) 0.044(4) 0.035(3) -0.002(3) -0.003(3) -0.002(3)
C3 0.025(3) 0.056(4) 0.023(3) -0.003(3) 0.003(2) -0.010(3)
C4 0.034(3) 0.032(3) 0.029(3) 0.000(3) -0.004(3) -0.004(3)
C5 0.042(4) 0.048(4) 0.041(4) -0.013(3) -0.003(3) 0.004(3)
C6 0.033(4) 0.078(6) 0.033(4) -0.023(4) 0.000(3) 0.005(4)
C7 0.036(4) 0.051(4) 0.034(4) -0.003(3) 0.001(3) -0.006(3)
C8 0.035(4) 0.046(4) 0.045(4) -0.007(3) -0.002(3) 0.000(3)
C9 0.028(3) 0.030(3) 0.031(3) -0.005(3) -0.001(3) -0.003(3)
O4W 0.114(6) 0.072(5) 0.072(5) -0.001(4) 0.000(4) 0.005(5)

_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
Er1 O5 2.260(7) . ?
Er1 O4 2.262(8) . ?
Er1 O3 2.297(7) . ?
Er1 O1W 2.348(8) . ?
Er1 O2W 2.358(9) . ?
Er1 O1 2.392(7) . ?
Er1 O2 2.413(8) . ?
Er1 O3W 2.420(8) . ?
Er1 C1 2.783(9) . ?
O1 C1 1.261(13) . ?
O2 C1 1.256(14) . ?
O3 C4 1.264(13) . ?
O4 C4 1.243(13) 6_565 ?
O5 C9 1.271(13) . ?
O6 C9 1.243(13) . ?
O1W H1A 0.99(3) . ?
O1W H1B 0.99(2) . ?
O2W H2A 1.00(2) . ?
O2W H2B 1.00(2) . ?
O3W H3A 1.00(3) . ?
O3W H3B 0.99(3) . ?
C1 C2 1.475(13) . ?
C2 C3 1.319(17) . ?
C2 H2 0.9300 . ?
C3 C3 1.457(18) 5_666 ?
C3 H3 0.9300 . ?
C4 O4 1.243(13) 6_566 ?
C4 C5 1.476(15) . ?
C5 C6 1.353(17) . ?
C5 H5 0.9300 . ?
C6 C7 1.458(15) . ?
C6 H6 0.9300 . ?
C7 C8 1.326(16) 7 ?
C7 H7 0.9300 . ?
C8 C7 1.326(16) 7 ?
C8 C9 1.486(14) . ?
C8 H8 0.9300 . ?
O4W H4A 1.02(2) . ?
O4W H4B 1.02(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
O5 Er1 O4 79.3(3) . . ?
O5 Er1 O3 108.5(3) . . ?
O4 Er1 O3 75.2(3) . . ?
O5 Er1 O1W 79.1(4) . . ?
O4 Er1 O1W 130.6(3) . . ?
O3 Er1 O1W 70.5(3) . . ?
O5 Er1 O2W 80.3(4) . . ?
O4 Er1 O2W 143.8(3) . . ?
O3 Er1 O2W 140.1(3) . . ?
O1W Er1 O2W 73.4(4) . . ?
O5 Er1 O1 150.4(3) . . ?
O4 Er1 O1 77.2(3) . . ?
O3 Er1 O1 82.7(3) . . ?
O1W Er1 O1 130.3(3) . . ?
O2W Er1 O1 109.1(3) . . ?
O5 Er1 O2 152.3(4) . . ?
O4 Er1 O2 128.4(3) . . ?
O3 Er1 O2 83.1(3) . . ?
O1W Er1 O2 81.5(3) . . ?
O2W Er1 O2 75.3(4) . . ?
O1 Er1 O2 53.6(3) . . ?
O5 Er1 O3W 80.4(3) . . ?
O4 Er1 O3W 76.1(3) . . ?
O3 Er1 O3W 147.6(3) . . ?
O1W Er1 O3W 141.5(3) . . ?
O2W Er1 O3W 71.2(3) . . ?
O1 Er1 O3W 76.5(3) . . ?
O2 Er1 O3W 103.5(3) . . ?
O5 Er1 C1 169.1(3) . . ?
O4 Er1 C1 103.1(3) . . ?
O3 Er1 C1 82.3(3) . . ?
O1W Er1 C1 106.3(3) . . ?
O2W Er1 C1 92.1(4) . . ?
O1 Er1 C1 26.9(3) . . ?
O2 Er1 C1 26.8(3) . . ?
O3W Er1 C1 89.8(3) . . ?
C1 O1 Er1 94.1(6) . . ?
C1 O2 Er1 93.2(6) . . ?
C4 O3 Er1 131.2(7) . . ?
C4 O4 Er1 159.8(7) 6_565 . ?
C9 O5 Er1 143.7(8) . . ?
Er1 O1W H1A 137(8) . . ?
Er1 O1W H1B 111(8) . . ?
H1A O1W H1B 110(7) . . ?
Er1 O2W H2A 121(9) . . ?
Er1 O2W H2B 123(9) . . ?
H2A O2W H2B 99(7) . . ?
Er1 O3W H3A 123(9) . . ?
Er1 O3W H3B 112(9) . . ?
H3A O3W H3B 116(8) . . ?
O1 C1 O2 119.0(9) . . ?
O1 C1 C2 120.6(10) . . ?
O2 C1 C2 120.5(10) . . ?
O1 C1 Er1 59.0(5) . . ?
O2 C1 Er1 60.0(5) . . ?
C2 C1 Er1 178.9(8) . . ?
C3 C2 C1 122.2(10) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C2 C3 C3 124.5(14) . 5_666 ?
C2 C3 H3 117.8 . . ?
C3 C3 H3 117.8 5_666 . ?
O4 C4 O3 123.2(9) 6_566 . ?
O4 C4 C5 115.7(10) 6_566 . ?
O3 C4 C5 121.1(9) . . ?
C6 C5 C4 121.2(11) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C7 122.0(13) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C8 C7 C6 122.1(12) 7 . ?
C8 C7 H7 118.9 7 . ?
C6 C7 H7 118.9 . . ?
C7 C8 C9 123.5(12) 7 . ?
C7 C8 H8 118.2 7 . ?
C9 C8 H8 118.2 . . ?
O6 C9 O5 125.0(9) . . ?
O6 C9 C8 120.5(9) . . ?
O5 C9 C8 114.4(10) . . ?
H4A O4W H4B 97(7) . . ?

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
O5 Er1 O1 C1 -157.7(7) . . . . ?
O4 Er1 O1 C1 163.8(7) . . . . ?
O3 Er1 O1 C1 87.3(7) . . . . ?
O1W Er1 O1 C1 30.7(8) . . . . ?
O2W Er1 O1 C1 -53.4(7) . . . . ?
O2 Er1 O1 C1 0.5(6) . . . . ?
O3W Er1 O1 C1 -117.7(7) . . . . ?
O5 Er1 O2 C1 156.3(8) . . . . ?
O4 Er1 O2 C1 -21.6(9) . . . . ?
O3 Er1 O2 C1 -86.5(8) . . . . ?
O1W Er1 O2 C1 -157.8(8) . . . . ?
O2W Er1 O2 C1 127.3(8) . . . . ?
O1 Er1 O2 C1 -0.5(6) . . . . ?
O3W Er1 O2 C1 61.2(8) . . . . ?
O5 Er1 O3 C4 -71.6(9) . . . . ?
O4 Er1 O3 C4 1.5(8) . . . . ?
O1W Er1 O3 C4 -142.3(9) . . . . ?
O2W Er1 O3 C4 -168.6(8) . . . . ?
O1 Er1 O3 C4 80.2(8) . . . . ?
O2 Er1 O3 C4 134.3(9) . . . . ?
O3W Er1 O3 C4 30.0(10) . . . . ?
C1 Er1 O3 C4 107.3(9) . . . . ?
O5 Er1 O4 C4 -41(2) . . . 6_565 ?
O3 Er1 O4 C4 -154(2) . . . 6_565 ?
O1W Er1 O4 C4 -107(2) . . . 6_565 ?
O2W Er1 O4 C4 15(3) . . . 6_565 ?
O1 Er1 O4 C4 120(2) . . . 6_565 ?
O2 Er1 O4 C4 138(2) . . . 6_565 ?
O3W Er1 O4 C4 41(2) . . . 6_565 ?
C1 Er1 O4 C4 128(2) . . . 6_565 ?
O4 Er1 O5 C9 134.6(15) . . . . ?
O3 Er1 O5 C9 -155.0(14) . . . . ?
O1W Er1 O5 C9 -90.1(15) . . . . ?
O2W Er1 O5 C9 -15.3(15) . . . . ?
O1 Er1 O5 C9 96.4(15) . . . . ?
O2 Er1 O5 C9 -43.7(19) . . . . ?
O3W Er1 O5 C9 57.1(15) . . . . ?
C1 Er1 O5 C9 31(3) . . . . ?
Er1 O1 C1 O2 -1.0(12) . . . . ?
Er1 O1 C1 C2 178.8(9) . . . . ?
Er1 O2 C1 O1 0.9(12) . . . . ?
Er1 O2 C1 C2 -178.8(9) . . . . ?
O5 Er1 C1 O1 85.4(19) . . . . ?
O4 Er1 C1 O1 -16.3(7) . . . . ?
O3 Er1 C1 O1 -89.1(6) . . . . ?
O1W Er1 C1 O1 -156.1(6) . . . . ?
O2W Er1 C1 O1 130.6(7) . . . . ?
O2 Er1 C1 O1 -179.0(11) . . . . ?
O3W Er1 C1 O1 59.4(6) . . . . ?
O5 Er1 C1 O2 -95.6(19) . . . . ?
O4 Er1 C1 O2 162.8(8) . . . . ?
O3 Er1 C1 O2 90.0(8) . . . . ?
O1W Er1 C1 O2 23.0(8) . . . . ?
O2W Er1 C1 O2 -50.3(8) . . . . ?
O1 Er1 C1 O2 179.0(11) . . . . ?
O3W Er1 C1 O2 -121.5(8) . . . . ?
O5 Er1 C1 C2 18(69) . . . . ?
O4 Er1 C1 C2 -84(68) . . . . ?
O3 Er1 C1 C2 -157(68) . . . . ?
O1W Er1 C1 C2 136(68) . . . . ?
O2W Er1 C1 C2 63(68) . . . . ?
O1 Er1 C1 C2 -68(68) . . . . ?
O2 Er1 C1 C2 113(69) . . . . ?
O3W Er1 C1 C2 -8(68) . . . . ?
O1 C1 C2 C3 3.4(17) . . . . ?
O2 C1 C2 C3 -176.9(12) . . . . ?
Er1 C1 C2 C3 71(69) . . . . ?
C1 C2 C3 C3 -175.8(13) . . . 5_666 ?
Er1 O3 C4 O4 -103.7(11) . . . 6_566 ?
Er1 O3 C4 C5 75.7(13) . . . . ?
O4 C4 C5 C6 -176.1(12) 6_566 . . . ?
O3 C4 C5 C6 4.5(19) . . . . ?
C4 C5 C6 C7 -177.5(11) . . . . ?
C5 C6 C7 C8 168.4(13) . . . 7 ?
Er1 O5 C9 O6 4(2) . . . . ?
Er1 O5 C9 C8 -178.7(10) . . . . ?
C7 C8 C9 O6 13.7(19) 7 . . . ?
C7 C8 C9 O5 -163.3(13) 7 . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.010
_refine_diff_density_min         -1.632
_refine_diff_density_rms         0.155


# Attachment '- compound2.cif'

data_yhex31b
_database_code_depnum_ccdc_archive 'CCDC 804564'
#TrackingRef '- compound2.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H14.50 O10.25 Y'
_chemical_formula_weight         375.62

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'
Y Y -2.7962 3.5667 '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                   37.970(9)
_cell_length_b                   11.298(2)
_cell_length_c                   6.726(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.17(2)
_cell_angle_gamma                90.00
_cell_volume                     2884.8(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    38
_cell_measurement_theta_min      3.5
_cell_measurement_theta_max      19.5

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.730
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1516
_exptl_absorpt_coefficient_mu    4.089
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.198
_exptl_absorpt_correction_T_max  0.667
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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  P4
_diffrn_measurement_method       scintillation
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         2
_diffrn_standards_interval_count 100
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        none
_diffrn_reflns_number            2534
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_sigmaI/netI    0.0659
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       45
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2496
_reflns_number_gt                1748
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       XSCANS
_computing_cell_refinement       XSCANS
_computing_data_reduction        XSCANS
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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           fullcycle
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1132P)^2^+18.8156P] where P=(Fo^2^+2Fc^2^)/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         2496
_refine_ls_number_parameters     206
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0974
_refine_ls_R_factor_gt           0.0585
_refine_ls_wR_factor_ref         0.1876
_refine_ls_wR_factor_gt          0.1571
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.37139(2) 0.79034(6) 0.18224(11) 0.0268(3) Uani 1 1 d . . .
C1 C 0.3152(2) 0.6768(7) -0.1631(12) 0.035(2) Uani 1 1 d . . .
C2 C 0.2777(2) 0.6889(8) -0.2242(13) 0.039(2) Uani 1 1 d . . .
H2 H 0.2656 0.7558 -0.1827 0.047 Uiso 1 1 calc R . .
C3 C 0.2603(2) 0.6102(8) -0.3344(12) 0.036(2) Uani 1 1 d . . .
H3 H 0.2724 0.5441 -0.3789 0.044 Uiso 1 1 calc R . .
C4 C 0.2768(2) 0.8774(8) 0.3891(13) 0.037(2) Uani 1 1 d . . .
H4 H 0.2879 0.8064 0.3593 0.045 Uiso 1 1 calc R . .
C5 C 0.2958(2) 0.9609(8) 0.4787(12) 0.038(2) Uani 1 1 d . . .
H5 H 0.2849 1.0319 0.5111 0.046 Uiso 1 1 calc R . .
C6 C 0.3333(2) 0.9458(7) 0.5289(11) 0.0316(19) Uani 1 1 d . . .
C7 C 0.4352(2) 0.8460(8) 0.3699(13) 0.039(2) Uani 1 1 d . . .
C8 C 0.4692(2) 0.8758(8) 0.4628(13) 0.039(2) Uani 1 1 d . . .
H8 H 0.4821 0.8162 0.5257 0.047 Uiso 1 1 calc R . .
C9 C 0.4819(2) 0.9821(9) 0.4607(12) 0.039(2) Uani 1 1 d . . .
H9 H 0.4677 1.0415 0.4065 0.047 Uiso 1 1 calc R . .
O1 O 0.33447(17) 0.6051(5) -0.2479(10) 0.0418(15) Uani 1 1 d . . .
O2 O 0.32492(17) 0.7425(6) -0.0199(10) 0.0478(17) Uani 1 1 d . . .
O3 O 0.34883(15) 0.8504(5) 0.4822(8) 0.0347(13) Uani 1 1 d . . .
O4 O 0.34841(15) 0.9727(5) 0.1225(9) 0.0371(14) Uani 1 1 d . . .
O5 O 0.41816(15) 0.9224(5) 0.2736(9) 0.0386(14) Uani 1 1 d . . .
O6 O 0.42332(17) 0.7423(6) 0.3814(12) 0.055(2) Uani 1 1 d . . .
O1W O 0.3486(2) 0.6263(6) 0.3512(10) 0.057(2) Uani 1 1 d D . .
O2W O 0.3944(2) 0.6196(6) 0.0302(12) 0.062(2) Uani 1 1 d D . .
O3W O 0.39544(17) 0.8465(6) -0.1353(9) 0.0406(15) Uani 1 1 d D . .
O4W O 0.4313(3) 0.4238(9) 0.1707(14) 0.092(3) Uani 1 1 d D . .
O5W O 0.5000 0.520(2) 0.2500 0.080 Uiso 0.50 2 d SP . .
H2A H 0.4151(19) 0.675(8) 0.031(18) 0.080 Uiso 1 1 d D . .
H2B H 0.408(2) 0.558(7) 0.106(15) 0.080 Uiso 1 1 d D . .
H1A H 0.345(3) 0.544(4) 0.301(14) 0.080 Uiso 1 1 d D . .
H1B H 0.338(3) 0.630(9) 0.484(8) 0.080 Uiso 1 1 d D . .
H3A H 0.4171(17) 0.799(8) -0.162(18) 0.080 Uiso 1 1 d D . .
H3B H 0.406(2) 0.926(4) -0.147(17) 0.080 Uiso 1 1 d D . .
H4A H 0.445(2) 0.360(8) 0.239(15) 0.080 Uiso 1 1 d D . .
H4B H 0.446(2) 0.456(10) 0.060(12) 0.080 Uiso 1 1 d D . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Y1 0.0268(4) 0.0269(4) 0.0266(4) -0.0012(3) 0.0006(3) -0.0015(4)
C1 0.039(5) 0.035(4) 0.030(5) 0.001(4) -0.002(4) -0.008(4)
C2 0.033(5) 0.044(5) 0.042(5) -0.005(4) 0.003(4) -0.001(4)
C3 0.038(5) 0.041(5) 0.030(5) -0.005(4) 0.000(4) -0.004(4)
C4 0.031(5) 0.041(5) 0.041(5) -0.005(4) 0.007(4) -0.001(4)
C5 0.035(5) 0.042(5) 0.037(5) -0.013(4) 0.003(4) -0.004(4)
C6 0.041(5) 0.037(5) 0.017(4) 0.005(3) 0.006(3) -0.004(4)
C7 0.028(5) 0.049(5) 0.039(5) -0.004(4) 0.004(4) -0.001(4)
C8 0.031(5) 0.049(5) 0.038(5) -0.001(4) 0.000(4) -0.007(4)
C9 0.035(5) 0.055(5) 0.029(5) -0.008(4) 0.005(4) -0.002(4)
O1 0.042(4) 0.038(3) 0.045(4) -0.002(3) 0.002(3) 0.004(3)
O2 0.043(4) 0.051(4) 0.049(4) -0.016(3) -0.012(3) -0.004(3)
O3 0.036(3) 0.033(3) 0.035(3) -0.001(3) 0.003(3) 0.003(3)
O4 0.037(3) 0.032(3) 0.042(3) 0.006(3) -0.003(3) 0.008(3)
O5 0.030(3) 0.040(3) 0.045(4) 0.006(3) -0.005(3) -0.009(3)
O6 0.037(4) 0.035(3) 0.093(6) 0.013(3) -0.023(4) -0.007(3)
O1W 0.098(6) 0.035(3) 0.037(4) -0.003(3) 0.018(4) -0.028(4)
O2W 0.091(6) 0.038(4) 0.058(5) -0.002(3) 0.017(4) 0.011(4)
O3W 0.047(4) 0.038(3) 0.038(3) 0.005(3) 0.009(3) -0.001(3)
O4W 0.133(9) 0.073(6) 0.070(6) 0.003(5) 0.005(6) 0.011(6)

_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
Y1 O4 2.270(5) . ?
Y1 O2 2.271(6) . ?
Y1 O3 2.310(6) . ?
Y1 O1W 2.349(6) . ?
Y1 O2W 2.360(7) . ?
Y1 O5 2.390(6) . ?
Y1 O6 2.423(6) . ?
Y1 O3W 2.424(6) . ?
Y1 C7 2.780(9) . ?
Y1 H2A 2.36(12) . ?
C1 O1 1.239(11) . ?
C1 O2 1.265(10) . ?
C1 C2 1.480(12) . ?
C2 C3 1.324(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.457(12) 7_565 ?
C3 H3 0.9300 . ?
C4 C5 1.325(11) . ?
C4 C3 1.457(12) 7_565 ?
C4 H4 0.9300 . ?
C5 C6 1.466(12) . ?
C5 H5 0.9300 . ?
C6 O4 1.249(9) 6_576 ?
C6 O3 1.273(10) . ?
C7 O5 1.251(10) . ?
C7 O6 1.258(11) . ?
C7 C8 1.462(12) . ?
C8 C9 1.296(13) . ?
C8 H8 0.9300 . ?
C9 C9 1.515(16) 5_676 ?
C9 H9 0.9300 . ?
O4 C6 1.249(9) 6_575 ?
O1W H1A 0.99(2) . ?
O1W H1B 1.00(2) . ?
O2W H2A 1.01(2) . ?
O2W H2B 1.01(2) . ?
O3W H3A 1.00(2) . ?
O3W H3B 1.00(2) . ?
O4W H4A 1.00(2) . ?
O4W H4B 1.01(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
O4 Y1 O2 79.6(2) . . ?
O4 Y1 O3 74.9(2) . . ?
O2 Y1 O3 107.2(2) . . ?
O4 Y1 O1W 131.2(3) . . ?
O2 Y1 O1W 79.2(3) . . ?
O3 Y1 O1W 70.3(2) . . ?
O4 Y1 O2W 144.1(2) . . ?
O2 Y1 O2W 80.6(3) . . ?
O3 Y1 O2W 140.0(2) . . ?
O1W Y1 O2W 73.0(3) . . ?
O4 Y1 O5 76.1(2) . . ?
O2 Y1 O5 150.1(2) . . ?
O3 Y1 O5 83.1(2) . . ?
O1W Y1 O5 130.3(2) . . ?
O2W Y1 O5 110.0(3) . . ?
O4 Y1 O6 127.4(2) . . ?
O2 Y1 O6 153.1(2) . . ?
O3 Y1 O6 84.0(2) . . ?
O1W Y1 O6 81.9(3) . . ?
O2W Y1 O6 75.6(3) . . ?
O5 Y1 O6 53.5(2) . . ?
O4 Y1 O3W 75.9(2) . . ?
O2 Y1 O3W 80.6(2) . . ?
O3 Y1 O3W 147.8(2) . . ?
O1W Y1 O3W 141.4(2) . . ?
O2W Y1 O3W 71.5(2) . . ?
O5 Y1 O3W 76.8(2) . . ?
O6 Y1 O3W 103.2(2) . . ?
O4 Y1 C7 101.7(2) . . ?
O2 Y1 C7 170.0(3) . . ?
O3 Y1 C7 82.7(2) . . ?
O1W Y1 C7 106.5(3) . . ?
O2W Y1 C7 93.2(3) . . ?
O5 Y1 C7 26.6(2) . . ?
O6 Y1 C7 26.9(2) . . ?
O3W Y1 C7 90.0(2) . . ?
O4 Y1 H2A 134(2) . . ?
O2 Y1 H2A 99(2) . . ?
O3 Y1 H2A 145(3) . . ?
O1W Y1 H2A 92.4(17) . . ?
O2W Y1 H2A 24.6(8) . . ?
O5 Y1 H2A 86.0(11) . . ?
O6 Y1 H2A 63(2) . . ?
O3W Y1 H2A 59(2) . . ?
C7 Y1 H2A 73.0(18) . . ?
O1 C1 O2 124.5(8) . . ?
O1 C1 C2 120.5(8) . . ?
O2 C1 C2 115.0(8) . . ?
C3 C2 C1 123.8(8) . . ?
C3 C2 H2 118.1 . . ?
C1 C2 H2 118.1 . . ?
C2 C3 C4 123.0(8) . 7_565 ?
C2 C3 H3 118.5 . . ?
C4 C3 H3 118.5 7_565 . ?
C5 C4 C3 124.1(8) . 7_565 ?
C5 C4 H4 117.9 . . ?
C3 C4 H4 117.9 7_565 . ?
C4 C5 C6 122.6(8) . . ?
C4 C5 H5 118.7 . . ?
C6 C5 H5 118.7 . . ?
O4 C6 O3 122.5(8) 6_576 . ?
O4 C6 C5 117.8(8) 6_576 . ?
O3 C6 C5 119.7(7) . . ?
O5 C7 O6 119.5(8) . . ?
O5 C7 C8 120.4(8) . . ?
O6 C7 C8 120.1(8) . . ?
O5 C7 Y1 59.0(4) . . ?
O6 C7 Y1 60.5(4) . . ?
C8 C7 Y1 178.3(7) . . ?
C9 C8 C7 122.4(9) . . ?
C9 C8 H8 118.8 . . ?
C7 C8 H8 118.8 . . ?
C8 C9 C9 125.4(11) . 5_676 ?
C8 C9 H9 117.3 . . ?
C9 C9 H9 117.3 5_676 . ?
C1 O2 Y1 143.8(6) . . ?
C6 O3 Y1 130.3(5) . . ?
C6 O4 Y1 158.4(5) 6_575 . ?
C7 O5 Y1 94.4(5) . . ?
C7 O6 Y1 92.6(5) . . ?
Y1 O1W H1A 128(6) . . ?
Y1 O1W H1B 125(6) . . ?
H1A O1W H1B 106(6) . . ?
Y1 O2W H2A 78(7) . . ?
Y1 O2W H2B 123(7) . . ?
H2A O2W H2B 91(6) . . ?
Y1 O3W H3A 110(7) . . ?
Y1 O3W H3B 118(7) . . ?
H3A O3W H3B 98(6) . . ?
H4A O4W H4B 107(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
O1 C1 C2 C3 16.1(14) . . . . ?
O2 C1 C2 C3 -162.9(9) . . . . ?
C1 C2 C3 C4 178.6(8) . . . 7_565 ?
C3 C4 C5 C6 -179.1(8) 7_565 . . . ?
C4 C5 C6 O4 -176.4(8) . . . 6_576 ?
C4 C5 C6 O3 1.5(13) . . . . ?
O4 Y1 C7 O5 -16.3(6) . . . . ?
O2 Y1 C7 O5 80.1(16) . . . . ?
O3 Y1 C7 O5 -89.2(5) . . . . ?
O1W Y1 C7 O5 -156.0(5) . . . . ?
O2W Y1 C7 O5 130.8(5) . . . . ?
O6 Y1 C7 O5 179.7(10) . . . . ?
O3W Y1 C7 O5 59.4(5) . . . . ?
O4 Y1 C7 O6 164.0(6) . . . . ?
O2 Y1 C7 O6 -99.6(16) . . . . ?
O3 Y1 C7 O6 91.1(6) . . . . ?
O1W Y1 C7 O6 24.3(7) . . . . ?
O2W Y1 C7 O6 -48.9(6) . . . . ?
O5 Y1 C7 O6 -179.7(10) . . . . ?
O3W Y1 C7 O6 -120.3(6) . . . . ?
O4 Y1 C7 C8 -84(24) . . . . ?
O2 Y1 C7 C8 12(25) . . . . ?
O3 Y1 C7 C8 -157(24) . . . . ?
O1W Y1 C7 C8 136(24) . . . . ?
O2W Y1 C7 C8 63(24) . . . . ?
O5 Y1 C7 C8 -68(24) . . . . ?
O6 Y1 C7 C8 112(24) . . . . ?
O3W Y1 C7 C8 -9(24) . . . . ?
O5 C7 C8 C9 4.5(14) . . . . ?
O6 C7 C8 C9 -177.6(10) . . . . ?
Y1 C7 C8 C9 71(24) . . . . ?
C7 C8 C9 C9 -175.0(10) . . . 5_676 ?
O1 C1 O2 Y1 -0.8(17) . . . . ?
C2 C1 O2 Y1 178.1(7) . . . . ?
O4 Y1 O2 C1 139.0(11) . . . . ?
O3 Y1 O2 C1 -150.4(10) . . . . ?
O1W Y1 O2 C1 -85.2(11) . . . . ?
O2W Y1 O2 C1 -10.9(10) . . . . ?
O5 Y1 O2 C1 103.1(11) . . . . ?
O6 Y1 O2 C1 -39.0(14) . . . . ?
O3W Y1 O2 C1 61.7(10) . . . . ?
C7 Y1 O2 C1 41(2) . . . . ?
O4 C6 O3 Y1 -102.0(8) 6_576 . . . ?
C5 C6 O3 Y1 80.3(9) . . . . ?
O4 Y1 O3 C6 -0.2(7) . . . . ?
O2 Y1 O3 C6 -74.0(7) . . . . ?
O1W Y1 O3 C6 -145.4(7) . . . . ?
O2W Y1 O3 C6 -169.8(7) . . . . ?
O5 Y1 O3 C6 77.2(7) . . . . ?
O6 Y1 O3 C6 131.1(7) . . . . ?
O3W Y1 O3 C6 25.8(9) . . . . ?
C7 Y1 O3 C6 104.1(7) . . . . ?
O2 Y1 O4 C6 -33.5(16) . . . 6_575 ?
O3 Y1 O4 C6 -144.6(16) . . . 6_575 ?
O1W Y1 O4 C6 -99.0(16) . . . 6_575 ?
O2W Y1 O4 C6 24.0(18) . . . 6_575 ?
O5 Y1 O4 C6 129.0(16) . . . 6_575 ?
O6 Y1 O4 C6 145.4(15) . . . 6_575 ?
O3W Y1 O4 C6 49.4(16) . . . 6_575 ?
C7 Y1 O4 C6 136.4(16) . . . 6_575 ?
O6 C7 O5 Y1 0.3(10) . . . . ?
C8 C7 O5 Y1 178.2(8) . . . . ?
O4 Y1 O5 C7 163.6(6) . . . . ?
O2 Y1 O5 C7 -159.9(6) . . . . ?
O3 Y1 O5 C7 87.4(5) . . . . ?
O1W Y1 O5 C7 30.8(7) . . . . ?
O2W Y1 O5 C7 -53.5(6) . . . . ?
O6 Y1 O5 C7 -0.2(5) . . . . ?
O3W Y1 O5 C7 -117.9(6) . . . . ?
O5 C7 O6 Y1 -0.3(9) . . . . ?
C8 C7 O6 Y1 -178.2(8) . . . . ?
O4 Y1 O6 C7 -19.8(7) . . . . ?
O2 Y1 O6 C7 157.8(6) . . . . ?
O3 Y1 O6 C7 -85.6(6) . . . . ?
O1W Y1 O6 C7 -156.5(6) . . . . ?
O2W Y1 O6 C7 129.1(6) . . . . ?
O5 Y1 O6 C7 0.2(5) . . . . ?
O3W Y1 O6 C7 62.4(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.690
_refine_diff_density_min         -1.304
_refine_diff_density_rms         0.189

# Attachment '- compound3.cif'

data_erhex32
_database_code_depnum_ccdc_archive 'CCDC 804565'
#TrackingRef '- compound3.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H14.50 Er O10.25'
_chemical_formula_weight         453.97

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Er Er -0.2586 4.9576 '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                   37.737(4)
_cell_length_b                   11.102(2)
_cell_length_c                   6.8110(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.060(10)
_cell_angle_gamma                90.00
_cell_volume                     2853.0(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    21
_cell_measurement_theta_min      4.4
_cell_measurement_theta_max      12.5

_exptl_crystal_description       prismatic
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.114
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1748
_exptl_absorpt_coefficient_mu    5.929
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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  P4
_diffrn_measurement_method       scintillation
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         2
_diffrn_standards_interval_count 100
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        none
_diffrn_reflns_number            2548
_diffrn_reflns_av_R_equivalents  0.0225
_diffrn_reflns_av_sigmaI/netI    0.0350
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         1.91
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2508
_reflns_number_gt                2301
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       XSCANS
_computing_cell_refinement       XSCANS
_computing_data_reduction        XSCANS
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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           fullcycle
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0397P)^2^+45.5357P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2508
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0384
_refine_ls_wR_factor_ref         0.1054
_refine_ls_wR_factor_gt          0.1032
_refine_ls_goodness_of_fit_ref   1.183
_refine_ls_restrained_S_all      1.183
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Er1 Er 0.368684(9) 0.29195(3) 0.20090(5) 0.02675(15) Uani 1 1 d . . .
O1 O 0.41660(15) 0.4259(5) 0.2795(9) 0.0369(13) Uani 1 1 d . . .
O2 O 0.42074(18) 0.2436(7) 0.3964(12) 0.0555(19) Uani 1 1 d . . .
O3 O 0.34838(14) 0.3542(5) 0.4994(8) 0.0335(13) Uani 1 1 d . . .
O4 O 0.3403(2) 0.4698(6) 0.1418(10) 0.0520(17) Uani 1 1 d . . .
O5 O 0.32330(18) 0.2330(8) 0.0048(10) 0.0549(19) Uani 1 1 d . . .
O6 O 0.33392(19) 0.1073(6) -0.2381(10) 0.0479(16) Uani 1 1 d . . .
O1W O 0.3480(2) 0.1235(6) 0.3724(10) 0.0523(17) Uani 1 1 d . . .
O2W O 0.3949(2) 0.1200(7) 0.0505(11) 0.060(2) Uani 1 1 d . . .
O3W O 0.39217(18) 0.3478(6) -0.1156(9) 0.0445(15) Uani 1 1 d . . .
O4W O 0.4310(3) -0.0802(8) 0.1949(13) 0.083(3) Uani 1 1 d . . .
C1 C 0.4334(2) 0.3475(8) 0.3788(12) 0.0334(18) Uani 1 1 d . . .
C2 C 0.4687(2) 0.3766(10) 0.4658(13) 0.043(2) Uani 1 1 d . . .
H2 H 0.4816 0.3153 0.5264 0.051 Uiso 1 1 calc R . .
C3 C 0.4823(2) 0.4850(10) 0.4611(12) 0.041(2) Uani 1 1 d . . .
H3 H 0.4688 0.5464 0.4050 0.049 Uiso 1 1 calc R . .
C4 C 0.3292(2) 0.4370(9) 0.5598(14) 0.043(2) Uani 1 1 d . . .
C5A C 0.2895(6) 0.379(2) 0.608(4) 0.039(5) Uani 0.40 1 d P . .
C5B C 0.2909(4) 0.4479(19) 0.509(2) 0.047(4) Uani 0.60 1 d P . .
C6A C 0.2738(10) 0.314(3) 0.429(6) 0.026(7) Uani 0.40 1 d P . .
C6B C 0.2742(8) 0.366(3) 0.407(4) 0.052(7) Uani 0.60 1 d P . .
C7A C 0.2340(7) 0.310(3) 0.439(4) 0.048(6) Uani 0.40 1 d P . .
C7B C 0.2384(3) 0.3811(14) 0.344(2) 0.031(3) Uani 0.60 1 d P . .
C8A C 0.2817(6) 0.259(3) -0.260(4) 0.047(6) Uani 0.40 1 d P . .
C8B C 0.2774(4) 0.1841(15) -0.207(2) 0.034(3) Uani 0.60 1 d P . .
C9 C 0.3149(2) 0.1781(10) -0.1509(15) 0.046(2) Uani 1 1 d . . .
O5W O 0.5000 0.009(3) 0.2500 0.080 Uiso 0.50 2 d SP . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Er1 0.0263(2) 0.0271(2) 0.0266(2) -0.00120(14) -0.00755(14) -0.00522(14)
O1 0.033(3) 0.036(3) 0.041(3) 0.004(3) -0.011(3) -0.013(3)
O2 0.043(4) 0.042(4) 0.081(5) 0.012(4) -0.029(4) -0.014(3)
O3 0.031(3) 0.038(3) 0.032(3) -0.005(3) 0.001(2) -0.003(3)
O4 0.072(5) 0.036(4) 0.047(4) 0.009(3) -0.009(3) 0.008(3)
O5 0.038(4) 0.080(5) 0.047(4) -0.028(4) -0.012(3) -0.006(4)
O6 0.057(4) 0.041(4) 0.045(4) -0.003(3) -0.008(3) 0.002(3)
O1W 0.084(5) 0.032(3) 0.041(4) -0.004(3) 0.006(3) -0.016(3)
O2W 0.082(5) 0.045(4) 0.054(4) -0.003(3) 0.019(4) 0.016(4)
O3W 0.055(4) 0.041(4) 0.037(3) 0.003(3) -0.005(3) 0.001(3)
O4W 0.121(8) 0.069(6) 0.061(5) -0.009(4) 0.006(5) 0.006(6)
C1 0.027(4) 0.041(5) 0.032(4) -0.004(4) -0.002(3) -0.013(4)
C2 0.030(4) 0.057(6) 0.040(5) -0.004(4) -0.014(4) -0.003(4)
C3 0.026(4) 0.066(6) 0.030(5) -0.005(4) -0.009(3) -0.011(4)
C4 0.033(4) 0.052(6) 0.044(5) -0.020(4) -0.011(4) 0.003(4)
C5A 0.035(12) 0.048(14) 0.035(12) -0.011(12) -0.004(9) -0.008(11)
C5B 0.033(8) 0.070(12) 0.038(9) -0.020(9) -0.019(7) 0.010(8)
C6A 0.023(12) 0.034(17) 0.021(11) 0.013(14) -0.014(8) -0.004(14)
C6B 0.037(11) 0.08(2) 0.041(15) -0.025(15) -0.012(10) 0.022(16)
C7A 0.049(14) 0.062(17) 0.032(12) -0.014(13) -0.006(10) 0.004(12)
C7B 0.026(7) 0.042(8) 0.026(7) 0.009(7) -0.016(5) -0.009(6)
C8A 0.038(13) 0.046(15) 0.056(16) 0.004(13) -0.027(11) 0.003(12)
C8B 0.032(8) 0.031(8) 0.040(8) 0.005(7) -0.017(6) -0.005(6)
C9 0.032(5) 0.054(6) 0.051(6) -0.010(5) -0.013(4) -0.010(4)

_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
Er1 O5 2.250(6) . ?
Er1 O4 2.279(7) . ?
Er1 O3 2.293(6) . ?
Er1 O1W 2.347(6) . ?
Er1 O2W 2.389(7) . ?
Er1 O1 2.394(5) . ?
Er1 O2 2.413(7) . ?
Er1 O3W 2.426(7) . ?
Er1 C1 2.777(8) . ?
O1 C1 1.266(10) . ?
O2 C1 1.255(11) . ?
O3 C4 1.244(11) . ?
O4 C4 1.244(11) 6_565 ?
O5 C9 1.259(12) . ?
O6 C9 1.226(12) . ?
C1 C2 1.482(11) . ?
C2 C3 1.310(14) . ?
C2 H2 0.9300 . ?
C3 C3 1.465(15) 5_666 ?
C3 H3 0.9300 . ?
C4 O4 1.244(11) 6_566 ?
C4 C5B 1.485(16) . ?
C4 C5A 1.67(2) . ?
C5A C5B 1.02(3) . ?
C5A C6B 1.48(4) . ?
C5A C6A 1.53(5) . ?
C5A C8A 1.64(4) 1_556 ?
C5B C6B 1.30(3) . ?
C5B C6A 1.70(4) . ?
C6A C6B 0.59(3) . ?
C6A C7A 1.51(5) . ?
C6A C7B 1.63(4) . ?
C6A C7A 1.67(4) 7_556 ?
C6B C7B 1.42(3) . ?
C6B C7A 1.66(4) . ?
C7A C7B 1.04(3) . ?
C7A C8A 1.54(3) 7 ?
C7A C8B 1.63(3) 7 ?
C7A C6A 1.67(4) 7_556 ?
C7A C7A 1.97(6) 7_556 ?
C7B C8B 1.32(2) 7 ?
C7B C8A 1.82(3) 7 ?
C8A C8B 0.92(3) . ?
C8A C7A 1.54(3) 7 ?
C8A C5A 1.64(4) 1_554 ?
C8A C9 1.70(3) . ?
C8A C7B 1.82(3) 7 ?
C8B C7B 1.32(2) 7 ?
C8B C9 1.460(16) . ?
C8B C7A 1.63(3) 7 ?

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
O5 Er1 O4 78.3(3) . . ?
O5 Er1 O3 110.5(2) . . ?
O4 Er1 O3 74.4(2) . . ?
O5 Er1 O1W 78.8(3) . . ?
O4 Er1 O1W 128.2(3) . . ?
O3 Er1 O1W 71.3(2) . . ?
O5 Er1 O2W 80.2(3) . . ?
O4 Er1 O2W 144.4(3) . . ?
O3 Er1 O2W 140.2(2) . . ?
O1W Er1 O2W 73.8(3) . . ?
O5 Er1 O1 151.3(3) . . ?
O4 Er1 O1 81.5(2) . . ?
O3 Er1 O1 83.0(2) . . ?
O1W Er1 O1 129.9(2) . . ?
O2W Er1 O1 106.0(3) . . ?
O5 Er1 O2 150.0(3) . . ?
O4 Er1 O2 131.7(3) . . ?
O3 Er1 O2 81.9(3) . . ?
O1W Er1 O2 79.8(3) . . ?
O2W Er1 O2 73.7(3) . . ?
O1 Er1 O2 53.9(2) . . ?
O5 Er1 O3W 80.4(3) . . ?
O4 Er1 O3W 78.5(2) . . ?
O3 Er1 O3W 147.6(2) . . ?
O1W Er1 O3W 140.9(2) . . ?
O2W Er1 O3W 70.3(2) . . ?
O1 Er1 O3W 75.7(2) . . ?
O2 Er1 O3W 103.9(3) . . ?
O5 Er1 C1 167.9(3) . . ?
O4 Er1 C1 107.0(3) . . ?
O3 Er1 C1 81.5(2) . . ?
O1W Er1 C1 105.0(3) . . ?
O2W Er1 C1 89.8(3) . . ?
O1 Er1 C1 27.1(2) . . ?
O2 Er1 C1 26.8(3) . . ?
O3W Er1 C1 89.9(2) . . ?
C1 O1 Er1 93.5(5) . . ?
C1 O2 Er1 92.9(5) . . ?
C4 O3 Er1 136.2(6) . . ?
C4 O4 Er1 162.2(7) 6_565 . ?
C9 O5 Er1 144.9(7) . . ?
O2 C1 O1 119.6(7) . . ?
O2 C1 C2 120.2(8) . . ?
O1 C1 C2 120.1(8) . . ?
O2 C1 Er1 60.2(4) . . ?
O1 C1 Er1 59.4(4) . . ?
C2 C1 Er1 177.6(6) . . ?
C3 C2 C1 122.8(9) . . ?
C3 C2 H2 118.6 . . ?
C1 C2 H2 118.6 . . ?
C2 C3 C3 123.8(12) . 5_666 ?
C2 C3 H3 118.1 . . ?
C3 C3 H3 118.1 5_666 . ?
O4 C4 O3 124.9(8) 6_566 . ?
O4 C4 C5B 110.7(10) 6_566 . ?
O3 C4 C5B 123.4(10) . . ?
O4 C4 C5A 121.6(11) 6_566 . ?
O3 C4 C5A 108.2(11) . . ?
C5B C4 C5A 37.3(11) . . ?
C5B C5A C6B 59(2) . . ?
C5B C5A C6A 81(2) . . ?
C6B C5A C6A 22.7(12) . . ?
C5B C5A C8A 169(2) . 1_556 ?
C6B C5A C8A 110(2) . 1_556 ?
C6A C5A C8A 88.7(18) . 1_556 ?
C5B C5A C4 61.7(15) . . ?
C6B C5A C4 101(2) . . ?
C6A C5A C4 111(2) . . ?
C8A C5A C4 126.4(19) 1_556 . ?
C5A C5B C6B 79(2) . . ?
C5A C5B C4 81.1(17) . . ?
C6B C5B C4 122.0(18) . . ?
C5A C5B C6A 63(2) . . ?
C6B C5B C6A 16.8(19) . . ?
C4 C5B C6A 111.4(17) . . ?
C6B C6A C7A 94(7) . . ?
C6B C6A C5A 74(6) . . ?
C7A C6A C5A 111(3) . . ?
C6B C6A C7B 59(6) . . ?
C7A C6A C7B 38.4(15) . . ?
C5A C6A C7B 112(3) . . ?
C6B C6A C7A 159(8) . 7_556 ?
C7A C6A C7A 76(2) . 7_556 ?
C5A C6A C7A 92(2) . 7_556 ?
C7B C6A C7A 115(2) . 7_556 ?
C6B C6A C5B 39(6) . . ?
C7A C6A C5B 113(3) . . ?
C5A C6A C5B 36.3(13) . . ?
C7B C6A C5B 91.1(17) . . ?
C7A C6A C5B 128(3) 7_556 . ?
C6A C6B C5B 124(7) . . ?
C6A C6B C7B 99(7) . . ?
C5B C6B C7B 122(2) . . ?
C6A C6B C5A 83(7) . . ?
C5B C6B C5A 42.4(15) . . ?
C7B C6B C5A 128(2) . . ?
C6A C6B C7A 65(6) . . ?
C5B C6B C7A 129(2) . . ?
C7B C6B C7A 38.4(13) . . ?
C5A C6B C7A 105(2) . . ?
C7B C7A C6A 77(2) . . ?
C7B C7A C8A 87(2) . 7 ?
C6A C7A C8A 110(2) . 7 ?
C7B C7A C8B 53.7(15) . 7 ?
C6A C7A C8B 102(2) . 7 ?
C8A C7A C8B 33.6(12) 7 7 ?
C7B C7A C6B 58.3(19) . . ?
C6A C7A C6B 21.0(12) . . ?
C8A C7A C6B 115(2) 7 . ?
C8B C7A C6B 95(2) 7 . ?
C7B C7A C6A 174(3) . 7_556 ?
C6A C7A C6A 104(2) . 7_556 ?
C8A C7A C6A 87(2) 7 7_556 ?
C8B C7A C6A 121(2) 7 7_556 ?
C6B C7A C6A 123(2) . 7_556 ?
C7B C7A C7A 132(3) . 7_556 ?
C6A C7A C7A 55.7(16) . 7_556 ?
C8A C7A C7A 103(2) 7 7_556 ?
C8B C7A C7A 126(2) 7 7_556 ?
C6B C7A C7A 75.7(18) . 7_556 ?
C6A C7A C7A 48.0(19) 7_556 7_556 ?
C7A C7B C8B 87.1(18) . 7 ?
C7A C7B C6B 83(2) . . ?
C8B C7B C6B 124.4(17) 7 . ?
C7A C7B C6A 65(2) . . ?
C8B C7B C6A 111.1(19) 7 . ?
C6B C7B C6A 21.1(16) . . ?
C7A C7B C8A 58.2(17) . 7 ?
C8B C7B C8A 29.1(10) 7 7 ?
C6B C7B C8A 112.5(17) . 7 ?
C6A C7B C8A 93.2(16) . 7 ?
C8B C8A C7A 78(2) . 7 ?
C8B C8A C5A 170(3) . 1_554 ?
C7A C8A C5A 93(2) 7 1_554 ?
C8B C8A C9 59.1(16) . . ?
C7A C8A C9 111(2) 7 . ?
C5A C8A C9 122.0(19) 1_554 . ?
C8B C8A C7B 43.9(16) . 7 ?
C7A C8A C7B 34.7(13) 7 7 ?
C5A C8A C7B 127.2(17) 1_554 7 ?
C9 C8A C7B 89.2(15) . 7 ?
C8A C8B C7B 107(2) . 7 ?
C8A C8B C9 88.1(18) . . ?
C7B C8B C9 125.6(14) 7 . ?
C8A C8B C7A 68(2) . 7 ?
C7B C8B C7A 39.3(12) 7 7 ?
C9 C8B C7A 119.3(15) . 7 ?
O6 C9 O5 125.3(9) . . ?
O6 C9 C8B 118.5(10) . . ?
O5 C9 C8B 115.2(10) . . ?
O6 C9 C8A 124.0(12) . . ?
O5 C9 C8A 106.6(12) . . ?
C8B C9 C8A 32.8(11) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.364
_refine_diff_density_min         -1.451
_refine_diff_density_rms         0.171