# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
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#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
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#  except for the purpose of generating routine backup copies
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#  data retrieval see:
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data_1-Y

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H27 N2 O Y'
_chemical_formula_sum            'C20 H27 N2 O Y'
_chemical_formula_weight         400.34

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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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'

_cell_length_a                   16.6328(7)
_cell_length_b                   8.2556(3)
_cell_length_c                   14.5112(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1992.59(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3611
_cell_measurement_theta_min      3.7240
_cell_measurement_theta_max      25.6090

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    2.935
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.501
_exptl_absorpt_correction_T_max  0.560
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_reflns_number            22991
_diffrn_reflns_av_unetI/netI     0.0741
_diffrn_reflns_av_R_equivalents  0.0674
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.092
_diffrn_reflns_theta_max         30.303
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             5331
_reflns_number_gt                3690
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.819
_reflns_Friedel_fraction_max     0.833
_reflns_Friedel_fraction_full    0.976

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, SHELXL-2014)'
_computing_molecular_graphics    ortep
_computing_publication_material  ortep

_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     
'w=1/[σ²(Fo²)+(0.0340P)²+0.0542P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1387 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.017(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5331
_refine_ls_number_parameters     221
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0897
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_ref         0.0859
_refine_ls_wR_factor_gt          0.0753
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.89437(2) 0.67100(4) 0.53998(4) 0.02963(12) Uani 1 1 d . . . . .
O1 O 0.8565(2) 0.8125(4) 0.6514(2) 0.0323(8) Uani 1 1 d . . . . .
N1 N 1.0971(3) 0.6316(5) 0.6193(3) 0.0377(11) Uani 1 1 d . . . . .
C1 C 1.0237(3) 0.7000(6) 0.6247(3) 0.0318(11) Uani 1 1 d . . . . .
N2 N 1.0335(3) 0.8223(5) 0.6861(3) 0.0338(10) Uani 1 1 d . . . . .
C2 C 1.1527(3) 0.7098(7) 0.6747(4) 0.0512(16) Uani 1 1 d . . . . .
H2A H 1.2082 0.6849 0.6813 0.061 Uiso 1 1 calc R U . . .
C3 C 1.1118(3) 0.8280(7) 0.7169(4) 0.0488(15) Uani 1 1 d . . . . .
H3A H 1.1330 0.9026 0.7605 0.059 Uiso 1 1 calc R U . . .
C4 C 0.9736(3) 0.9448(6) 0.7111(3) 0.0337(12) Uani 1 1 d . . . . .
H4A H 0.9695 1.0237 0.6600 0.040 Uiso 1 1 calc R U . . .
H4B H 0.9933 1.0041 0.7659 0.040 Uiso 1 1 calc R U . . .
C5 C 0.8893(3) 0.8795(7) 0.7321(3) 0.0323(12) Uani 1 1 d . . . . .
C6 C 0.8385(3) 1.0214(6) 0.7645(4) 0.0441(14) Uani 1 1 d . . . . .
H6A H 0.8320 1.0989 0.7139 0.066 Uiso 1 1 calc R U . . .
H6B H 0.8652 1.0747 0.8165 0.066 Uiso 1 1 calc R U . . .
H6C H 0.7856 0.9820 0.7840 0.066 Uiso 1 1 calc R U . . .
C7 C 0.8928(4) 0.7518(7) 0.8084(4) 0.0503(15) Uani 1 1 d . . . . .
H7A H 0.9262 0.6607 0.7882 0.075 Uiso 1 1 calc R U . . .
H7B H 0.8384 0.7132 0.8219 0.075 Uiso 1 1 calc R U . . .
H7C H 0.9161 0.7998 0.8641 0.075 Uiso 1 1 calc R U . . .
C8 C 1.1170(3) 0.4917(6) 0.5591(4) 0.0444(17) Uani 1 1 d . . . . .
H8A H 1.0714 0.4781 0.5149 0.053 Uiso 1 1 calc R U . . .
C9 C 1.1912(4) 0.5255(8) 0.5032(4) 0.078(2) Uani 1 1 d . . . . .
H9A H 1.1835 0.6253 0.4677 0.117 Uiso 1 1 calc R U . . .
H9B H 1.2010 0.4351 0.4609 0.117 Uiso 1 1 calc R U . . .
H9C H 1.2374 0.5382 0.5445 0.117 Uiso 1 1 calc R U . . .
C10 C 1.1229(4) 0.3364(8) 0.6147(5) 0.069(2) Uani 1 1 d . . . . .
H10A H 1.0730 0.3202 0.6494 0.103 Uiso 1 1 calc R U . . .
H10B H 1.1682 0.3441 0.6576 0.103 Uiso 1 1 calc R U . . .
H10C H 1.1313 0.2447 0.5729 0.103 Uiso 1 1 calc R U . . .
C16 C 0.9253(6) 0.6923(8) 0.3573(4) 0.066(2) Uani 1 1 d . . . . .
H16A H 0.9231 0.6005 0.3124 0.079 Uiso 1 1 calc R U . . .
C17 C 0.9933(5) 0.7497(10) 0.3989(4) 0.0605(19) Uani 1 1 d . . . . .
H17A H 1.0489 0.7070 0.3894 0.073 Uiso 1 1 calc R U . . .
C18 C 0.9735(5) 0.8960(8) 0.4427(4) 0.0576(18) Uani 1 1 d . . . . .
H18A H 1.0131 0.9748 0.4687 0.069 Uiso 1 1 calc R U . . .
C19 C 0.8929(4) 0.9270(7) 0.4283(4) 0.0453(15) Uani 1 1 d . . . . .
H19A H 0.8651 1.0322 0.4410 0.054 Uiso 1 1 calc R U . . .
C20 C 0.8617(5) 0.8005(8) 0.3768(4) 0.0545(19) Uani 1 1 d . . . . .
H20A H 0.8079 0.8000 0.3461 0.065 Uiso 1 1 calc R U . . .
C11 C 0.9003(5) 0.3501(7) 0.5196(7) 0.071(3) Uani 1 1 d . . . . .
H11A H 0.9465 0.2878 0.4932 0.085 Uiso 1 1 calc R U . . .
C12 C 0.8867(6) 0.3780(9) 0.6131(6) 0.071(3) Uani 1 1 d . . . . .
H12A H 0.9209 0.3371 0.6648 0.085 Uiso 1 1 calc R U . . .
C13 C 0.8100(6) 0.4397(8) 0.6217(7) 0.069(2) Uani 1 1 d . . . . .
H13A H 0.7798 0.4517 0.6809 0.083 Uiso 1 1 calc R U . . .
C14 C 0.7770(4) 0.4536(7) 0.5345(9) 0.079(2) Uani 1 1 d . . . . .
H14A H 0.7193 0.4775 0.5208 0.095 Uiso 1 1 calc R U . . .
C15 C 0.8320(7) 0.3951(10) 0.4723(6) 0.076(3) Uani 1 1 d . . . . .
H15A H 0.8211 0.3726 0.4058 0.091 Uiso 1 1 calc R U . . .


_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 O1 2.091(4) . ?
Y1 C1 2.489(5) . ?
Y1 C12 2.645(7) . ?
Y1 C13 2.651(7) . ?
Y1 C14 2.653(5) . ?
Y1 C20 2.654(6) . ?
Y1 C19 2.663(5) . ?
Y1 C11 2.668(6) . ?
Y1 C18 2.679(6) . ?
Y1 C15 2.689(7) . ?
Y1 C17 2.705(6) . ?
Y1 C16 2.706(6) . ?
O1 C5 1.405(6) . ?
N1 C1 1.349(6) . ?
N1 C2 1.384(7) . ?
N1 C8 1.485(6) . ?
C1 N2 1.356(6) . ?
N2 C3 1.378(7) . ?
N2 C4 1.465(6) . ?
C2 C3 1.338(8) . ?
C2 H2A 0.9500 . ?
C3 H3A 0.9500 . ?
C4 C5 1.533(7) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.519(7) . ?
C5 C7 1.530(7) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.503(8) . ?
C8 C10 1.517(8) . ?
C8 H8A 1.0000 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C16 C17 1.366(10) . ?
C16 C20 1.413(10) . ?
C16 H16A 1.0000 . ?
C17 C18 1.404(10) . ?
C17 H17A 1.0000 . ?
C18 C19 1.382(9) . ?
C18 H18A 1.0000 . ?
C19 C20 1.385(9) . ?
C19 H19A 1.0000 . ?
C20 H20A 1.0000 . ?
C11 C15 1.378(11) . ?
C11 C12 1.396(14) . ?
C11 H11A 1.0000 . ?
C12 C13 1.380(10) . ?
C12 H12A 1.0000 . ?
C13 C14 1.385(12) . ?
C13 H13A 1.0000 . ?
C14 C15 1.373(11) . ?
C14 H14A 1.0000 . ?
C15 H15A 1.0000 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Y1 C1 79.90(15) . . ?
O1 Y1 C12 100.7(2) . . ?
C1 Y1 C12 86.1(2) . . ?
O1 Y1 C13 84.1(2) . . ?
C1 Y1 C13 107.8(3) . . ?
C12 Y1 C13 30.2(2) . . ?
O1 Y1 C14 100.3(3) . . ?
C1 Y1 C14 135.7(2) . . ?
C12 Y1 C14 50.0(2) . . ?
C13 Y1 C14 30.3(3) . . ?
O1 Y1 C20 113.76(19) . . ?
C1 Y1 C20 125.3(2) . . ?
C12 Y1 C20 135.8(2) . . ?
C13 Y1 C20 125.5(3) . . ?
C14 Y1 C20 95.5(3) . . ?
O1 Y1 C19 91.37(15) . . ?
C1 Y1 C19 103.42(19) . . ?
C12 Y1 C19 165.8(2) . . ?
C13 Y1 C19 147.0(3) . . ?
C14 Y1 C19 120.8(3) . . ?
C20 Y1 C19 30.19(19) . . ?
O1 Y1 C11 130.7(2) . . ?
C1 Y1 C11 96.8(2) . . ?
C12 Y1 C11 30.5(3) . . ?
C13 Y1 C11 49.7(2) . . ?
C14 Y1 C11 49.6(2) . . ?
C20 Y1 C11 108.0(3) . . ?
C19 Y1 C11 136.1(3) . . ?
O1 Y1 C18 99.67(18) . . ?
C1 Y1 C18 76.64(19) . . ?
C12 Y1 C18 150.4(3) . . ?
C13 Y1 C18 174.7(3) . . ?
C14 Y1 C18 144.6(3) . . ?
C20 Y1 C18 49.5(2) . . ?
C19 Y1 C18 29.97(19) . . ?
C11 Y1 C18 127.7(2) . . ?
O1 Y1 C15 129.7(3) . . ?
C1 Y1 C15 126.5(3) . . ?
C12 Y1 C15 49.7(2) . . ?
C13 Y1 C15 49.3(2) . . ?
C14 Y1 C15 29.8(2) . . ?
C20 Y1 C15 86.4(2) . . ?
C19 Y1 C15 116.5(2) . . ?
C11 Y1 C15 29.8(3) . . ?
C18 Y1 C15 125.8(2) . . ?
O1 Y1 C17 129.3(2) . . ?
C1 Y1 C17 79.9(2) . . ?
C12 Y1 C17 123.5(3) . . ?
C13 Y1 C17 146.5(2) . . ?
C14 Y1 C17 126.0(4) . . ?
C20 Y1 C17 49.7(2) . . ?
C19 Y1 C17 49.8(2) . . ?
C11 Y1 C17 97.6(3) . . ?
C18 Y1 C17 30.2(2) . . ?
C15 Y1 C17 99.3(3) . . ?
O1 Y1 C16 141.09(17) . . ?
C1 Y1 C16 108.2(2) . . ?
C12 Y1 C16 117.5(2) . . ?
C13 Y1 C16 125.9(3) . . ?
C14 Y1 C16 98.9(3) . . ?
C20 Y1 C16 30.6(2) . . ?
C19 Y1 C16 49.79(18) . . ?
C11 Y1 C16 87.1(3) . . ?
C18 Y1 C16 49.1(2) . . ?
C15 Y1 C16 76.7(3) . . ?
C17 Y1 C16 29.3(2) . . ?
C5 O1 Y1 138.3(3) . . ?
C1 N1 C2 112.1(4) . . ?
C1 N1 C8 124.1(4) . . ?
C2 N1 C8 123.8(5) . . ?
N1 C1 N2 103.9(4) . . ?
N1 C1 Y1 135.6(3) . . ?
N2 C1 Y1 120.0(4) . . ?
C1 N2 C3 110.6(4) . . ?
C1 N2 C4 126.5(4) . . ?
C3 N2 C4 122.6(4) . . ?
C3 C2 N1 105.4(5) . . ?
C3 C2 H2A 127.3 . . ?
N1 C2 H2A 127.3 . . ?
C2 C3 N2 107.9(5) . . ?
C2 C3 H3A 126.0 . . ?
N2 C3 H3A 126.0 . . ?
N2 C4 C5 115.4(4) . . ?
N2 C4 H4A 108.4 . . ?
C5 C4 H4A 108.4 . . ?
N2 C4 H4B 108.4 . . ?
C5 C4 H4B 108.4 . . ?
H4A C4 H4B 107.5 . . ?
O1 C5 C6 110.2(4) . . ?
O1 C5 C7 110.3(4) . . ?
C6 C5 C7 109.2(4) . . ?
O1 C5 C4 109.1(4) . . ?
C6 C5 C4 107.4(4) . . ?
C7 C5 C4 110.6(5) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C9 110.8(4) . . ?
N1 C8 C10 111.0(5) . . ?
C9 C8 C10 113.0(5) . . ?
N1 C8 H8A 107.2 . . ?
C9 C8 H8A 107.2 . . ?
C10 C8 H8A 107.2 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C17 C16 C20 108.2(6) . . ?
C17 C16 Y1 75.3(3) . . ?
C20 C16 Y1 72.7(4) . . ?
C17 C16 H16A 125.6 . . ?
C20 C16 H16A 125.6 . . ?
Y1 C16 H16A 125.6 . . ?
C16 C17 C18 107.7(7) . . ?
C16 C17 Y1 75.4(4) . . ?
C18 C17 Y1 73.9(3) . . ?
C16 C17 H17A 125.6 . . ?
C18 C17 H17A 125.6 . . ?
Y1 C17 H17A 125.6 . . ?
C19 C18 C17 108.6(6) . . ?
C19 C18 Y1 74.4(3) . . ?
C17 C18 Y1 75.9(4) . . ?
C19 C18 H18A 125.2 . . ?
C17 C18 H18A 125.2 . . ?
Y1 C18 H18A 125.2 . . ?
C18 C19 C20 107.7(6) . . ?
C18 C19 Y1 75.6(3) . . ?
C20 C19 Y1 74.5(3) . . ?
C18 C19 H19A 125.5 . . ?
C20 C19 H19A 125.5 . . ?
Y1 C19 H19A 125.5 . . ?
C19 C20 C16 107.8(7) . . ?
C19 C20 Y1 75.3(3) . . ?
C16 C20 Y1 76.7(4) . . ?
C19 C20 H20A 125.3 . . ?
C16 C20 H20A 125.3 . . ?
Y1 C20 H20A 125.3 . . ?
C15 C11 C12 107.8(8) . . ?
C15 C11 Y1 75.9(4) . . ?
C12 C11 Y1 73.9(4) . . ?
C15 C11 H11A 125.6 . . ?
C12 C11 H11A 125.6 . . ?
Y1 C11 H11A 125.6 . . ?
C13 C12 C11 107.4(8) . . ?
C13 C12 Y1 75.1(4) . . ?
C11 C12 Y1 75.7(4) . . ?
C13 C12 H12A 125.6 . . ?
C11 C12 H12A 125.6 . . ?
Y1 C12 H12A 125.6 . . ?
C12 C13 C14 108.3(7) . . ?
C12 C13 Y1 74.7(4) . . ?
C14 C13 Y1 75.0(4) . . ?
C12 C13 H13A 125.4 . . ?
C14 C13 H13A 125.4 . . ?
Y1 C13 H13A 125.4 . . ?
C15 C14 C13 107.9(7) . . ?
C15 C14 Y1 76.6(4) . . ?
C13 C14 Y1 74.8(4) . . ?
C15 C14 H14A 125.4 . . ?
C13 C14 H14A 125.4 . . ?
Y1 C14 H14A 125.4 . . ?
C14 C15 C11 108.5(8) . . ?
C14 C15 Y1 73.7(4) . . ?
C11 C15 Y1 74.2(4) . . ?
C14 C15 H15A 125.4 . . ?
C11 C15 H15A 125.4 . . ?
Y1 C15 H15A 125.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 N2 -1.0(6) . . . . ?
C8 N1 C1 N2 -179.3(4) . . . . ?
C2 N1 C1 Y1 170.6(4) . . . . ?
C8 N1 C1 Y1 -7.7(8) . . . . ?
N1 C1 N2 C3 0.3(6) . . . . ?
Y1 C1 N2 C3 -172.9(4) . . . . ?
N1 C1 N2 C4 174.2(5) . . . . ?
Y1 C1 N2 C4 1.0(6) . . . . ?
C1 N1 C2 C3 1.3(7) . . . . ?
C8 N1 C2 C3 179.6(5) . . . . ?
N1 C2 C3 N2 -1.1(7) . . . . ?
C1 N2 C3 C2 0.5(7) . . . . ?
C4 N2 C3 C2 -173.7(5) . . . . ?
C1 N2 C4 C5 46.9(7) . . . . ?
C3 N2 C4 C5 -139.8(5) . . . . ?
Y1 O1 C5 C6 158.2(3) . . . . ?
Y1 O1 C5 C7 -81.1(6) . . . . ?
Y1 O1 C5 C4 40.5(6) . . . . ?
N2 C4 C5 O1 -65.5(6) . . . . ?
N2 C4 C5 C6 175.1(4) . . . . ?
N2 C4 C5 C7 56.0(6) . . . . ?
C1 N1 C8 C9 130.0(6) . . . . ?
C2 N1 C8 C9 -48.1(7) . . . . ?
C1 N1 C8 C10 -103.5(6) . . . . ?
C2 N1 C8 C10 78.3(7) . . . . ?
C20 C16 C17 C18 -1.5(7) . . . . ?
Y1 C16 C17 C18 -67.4(4) . . . . ?
C20 C16 C17 Y1 65.9(4) . . . . ?
C16 C17 C18 C19 0.6(7) . . . . ?
Y1 C17 C18 C19 -67.8(4) . . . . ?
C16 C17 C18 Y1 68.4(4) . . . . ?
C17 C18 C19 C20 0.6(7) . . . . ?
Y1 C18 C19 C20 -68.2(4) . . . . ?
C17 C18 C19 Y1 68.9(4) . . . . ?
C18 C19 C20 C16 -1.5(7) . . . . ?
Y1 C19 C20 C16 -70.5(4) . . . . ?
C18 C19 C20 Y1 69.0(4) . . . . ?
C17 C16 C20 C19 1.9(7) . . . . ?
Y1 C16 C20 C19 69.5(4) . . . . ?
C17 C16 C20 Y1 -67.6(4) . . . . ?
C15 C11 C12 C13 0.0(8) . . . . ?
Y1 C11 C12 C13 69.0(5) . . . . ?
C15 C11 C12 Y1 -69.0(5) . . . . ?
C11 C12 C13 C14 -1.4(8) . . . . ?
Y1 C12 C13 C14 68.0(4) . . . . ?
C11 C12 C13 Y1 -69.4(5) . . . . ?
C12 C13 C14 C15 2.2(7) . . . . ?
Y1 C13 C14 C15 70.1(5) . . . . ?
C12 C13 C14 Y1 -67.8(5) . . . . ?
C13 C14 C15 C11 -2.2(7) . . . . ?
Y1 C14 C15 C11 66.6(5) . . . . ?
C13 C14 C15 Y1 -68.8(4) . . . . ?
C12 C11 C15 C14 1.3(8) . . . . ?
Y1 C11 C15 C14 -66.3(5) . . . . ?
C12 C11 C15 Y1 67.6(5) . . . . ?

_refine_diff_density_max         0.502
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.072

_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 1003236'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1-Sc

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H27 N2 O Sc'
_chemical_formula_sum            'C20 H27 N2 O Sc'
_chemical_formula_weight         356.39

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'
N N 0.0061 0.0033 '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'
Sc Sc 0.2519 0.3716 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   16.7257(3)
_cell_length_b                   8.10390(10)
_cell_length_c                   13.9844(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1895.49(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    6561
_cell_measurement_theta_min      3.7850
_cell_measurement_theta_max      29.4260

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_F_000             760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.7740
_exptl_crystal_size_mid          0.3647
_exptl_crystal_size_min          0.2273
_exptl_absorpt_coefficient_mu    0.396
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.95668
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_reflns_number            17354
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.905
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4341
_reflns_number_gt                3941
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.913
_reflns_Friedel_fraction_max     0.990
_reflns_Friedel_fraction_full    0.995

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, SHELXL-2014)'
_computing_molecular_graphics    ortep
_computing_publication_material  ortep

_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 > 2σ(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     
'w=1/[σ²(Fo²)+(0.0333P)²+0.1626P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1746 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.002(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4341
_refine_ls_number_parameters     221
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0295
_refine_ls_wR_factor_ref         0.0686
_refine_ls_wR_factor_gt          0.0658
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.044
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.80353(18) 0.4760(5) 0.6623(2) 0.0570(9) Uani 1 1 d . . . . .
H1A H 0.8127 0.3752 0.6251 0.086 Uiso 1 1 calc R U . . .
H1B H 0.7927 0.5680 0.6187 0.086 Uiso 1 1 calc R U . . .
H1C H 0.7576 0.4600 0.7048 0.086 Uiso 1 1 calc R U . . .
C2 C 0.8665(2) 0.6702(4) 0.7806(2) 0.0543(8) Uani 1 1 d . . . . .
H2A H 0.8212 0.6563 0.8244 0.082 Uiso 1 1 calc R U . . .
H2B H 0.8563 0.7641 0.7382 0.082 Uiso 1 1 calc R U . . .
H2C H 0.9152 0.6907 0.8176 0.082 Uiso 1 1 calc R U . . .
C3 C 0.87687(14) 0.5142(3) 0.7211(2) 0.0354(6) Uani 1 1 d . . . . .
H3 H 0.9224 0.5329 0.6760 0.042 Uiso 1 1 calc R U . . .
C4 C 0.84286(16) 0.2865(4) 0.8375(2) 0.0404(6) Uani 1 1 d . . . . .
H4 H 0.7875 0.3099 0.8440 0.048 Uiso 1 1 calc R U . . .
C5 C 0.88287(16) 0.1651(4) 0.8799(2) 0.0392(6) Uani 1 1 d . . . . .
H5 H 0.8615 0.0854 0.9227 0.047 Uiso 1 1 calc R U . . .
C6 C 0.97164(14) 0.3047(3) 0.78821(16) 0.0258(5) Uani 1 1 d . . . . .
C7 C 1.02154(14) 0.0515(3) 0.87357(18) 0.0287(5) Uani 1 1 d . . . . .
H7A H 1.0249 -0.0283 0.8201 0.034 Uiso 1 1 calc R U . . .
H7B H 1.0035 -0.0097 0.9309 0.034 Uiso 1 1 calc R U . . .
C8 C 1.10512(14) 0.1210(3) 0.89266(17) 0.0279(5) Uani 1 1 d . . . . .
C9 C 1.10266(19) 0.2462(4) 0.97447(19) 0.0430(7) Uani 1 1 d . . . . .
H9A H 1.1561 0.2932 0.9839 0.065 Uiso 1 1 calc R U . . .
H9B H 1.0854 0.1911 1.0333 0.065 Uiso 1 1 calc R U . . .
H9C H 1.0649 0.3346 0.9587 0.065 Uiso 1 1 calc R U . . .
C10 C 1.15843(16) -0.0239(3) 0.9215(2) 0.0385(6) Uani 1 1 d . . . . .
H10A H 1.1636 -0.1002 0.8675 0.058 Uiso 1 1 calc R U . . .
H10B H 1.1344 -0.0817 0.9759 0.058 Uiso 1 1 calc R U . . .
H10C H 1.2114 0.0174 0.9395 0.058 Uiso 1 1 calc R U . . .
C11 C 1.01849(18) 0.1110(4) 0.6130(2) 0.0417(6) Uani 1 1 d . . . . .
H11 H 0.9818 0.0423 0.6463 0.050 Uiso 1 1 calc R U . . .
C12 C 1.09940(17) 0.0819(3) 0.6021(2) 0.0381(6) Uani 1 1 d . . . . .
H12 H 1.1280 -0.0106 0.6261 0.046 Uiso 1 1 calc R U . . .
C13 C 1.13170(19) 0.2118(4) 0.5498(2) 0.0436(7) Uani 1 1 d . . . . .
H13 H 1.1864 0.2248 0.5329 0.052 Uiso 1 1 calc R U . . .
C14 C 1.0694(2) 0.3203(4) 0.5262(2) 0.0473(8) Uani 1 1 d . . . . .
H14 H 1.0743 0.4181 0.4891 0.057 Uiso 1 1 calc R U . . .
C15 C 0.9997(2) 0.2604(4) 0.56612(19) 0.0470(7) Uani 1 1 d . . . . .
H15 H 0.9484 0.3105 0.5627 0.056 Uiso 1 1 calc R U . . .
C16 C 1.1573(2) 0.5971(4) 0.6414(3) 0.0618(10) Uani 1 1 d . . . . .
H16 H 1.1683 0.6051 0.5749 0.074 Uiso 1 1 calc R U . . .
C17 C 1.20824(17) 0.5346(3) 0.7104(4) 0.0598(8) Uani 1 1 d . . . . .
H17 H 1.2598 0.4893 0.6993 0.072 Uiso 1 1 calc R U . . .
C18 C 1.1714(2) 0.5494(4) 0.7976(3) 0.0555(9) Uani 1 1 d . . . . .
H18 H 1.1941 0.5190 0.8574 0.067 Uiso 1 1 calc R U . . .
C19 C 1.0962(2) 0.6153(4) 0.7846(3) 0.0561(10) Uani 1 1 d . . . . .
H19 H 1.0577 0.6359 0.8331 0.067 Uiso 1 1 calc R U . . .
C20 C 1.08712(19) 0.6463(3) 0.6866(3) 0.0573(13) Uani 1 1 d . . . . .
H20 H 1.0414 0.6924 0.6564 0.069 Uiso 1 1 calc R U . . .
N1 N 0.89751(12) 0.3723(3) 0.78217(15) 0.0303(5) Uani 1 1 d . . . . .
N2 N 0.96150(12) 0.1769(2) 0.84997(14) 0.0283(4) Uani 1 1 d . . . . .
O1 O 1.13419(9) 0.19417(19) 0.80945(12) 0.0267(4) Uani 1 1 d . . . . .
Sc1 Sc 1.09305(2) 0.33506(5) 0.70747(4) 0.02361(11) 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
C1 C3 1.509(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.524(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 N1 1.473(3) . ?
C3 H3 1.0000 . ?
C4 C5 1.329(4) . ?
C4 N1 1.385(3) . ?
C4 H4 0.9500 . ?
C5 N2 1.383(3) . ?
C5 H5 0.9500 . ?
C6 N1 1.358(3) . ?
C6 N2 1.359(3) . ?
C6 Sc1 2.337(2) . ?
C7 N2 1.466(3) . ?
C7 C8 1.531(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 O1 1.393(3) . ?
C8 C10 1.529(4) . ?
C8 C9 1.530(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.382(4) . ?
C11 C15 1.413(4) . ?
C11 Sc1 2.569(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.392(4) . ?
C12 Sc1 2.528(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.403(4) . ?
C13 Sc1 2.506(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.382(5) . ?
C14 Sc1 2.569(3) . ?
C14 H14 0.9500 . ?
C15 Sc1 2.591(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.383(5) . ?
C16 C20 1.391(5) . ?
C16 Sc1 2.553(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.372(6) . ?
C17 Sc1 2.516(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.379(5) . ?
C18 Sc1 2.515(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.402(6) . ?
C19 Sc1 2.515(3) . ?
C19 H19 0.9500 . ?
C20 Sc1 2.541(3) . ?
C20 H20 0.9500 . ?
O1 Sc1 1.9521(17) . ?

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
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 C1 110.3(2) . . ?
N1 C3 C2 111.0(2) . . ?
C1 C3 C2 112.0(3) . . ?
N1 C3 H3 107.8 . . ?
C1 C3 H3 107.8 . . ?
C2 C3 H3 107.8 . . ?
C5 C4 N1 106.8(2) . . ?
C5 C4 H4 126.6 . . ?
N1 C4 H4 126.6 . . ?
C4 C5 N2 107.0(2) . . ?
C4 C5 H5 126.5 . . ?
N2 C5 H5 126.5 . . ?
N1 C6 N2 103.5(2) . . ?
N1 C6 Sc1 136.12(17) . . ?
N2 C6 Sc1 119.72(16) . . ?
N2 C7 C8 114.2(2) . . ?
N2 C7 H7A 108.7 . . ?
C8 C7 H7A 108.7 . . ?
N2 C7 H7B 108.7 . . ?
C8 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
O1 C8 C10 110.1(2) . . ?
O1 C8 C9 110.6(2) . . ?
C10 C8 C9 109.1(2) . . ?
O1 C8 C7 109.25(19) . . ?
C10 C8 C7 107.2(2) . . ?
C9 C8 C7 110.5(2) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C15 108.3(3) . . ?
C12 C11 Sc1 72.66(15) . . ?
C15 C11 Sc1 74.98(16) . . ?
C12 C11 H11 125.9 . . ?
C15 C11 H11 125.9 . . ?
Sc1 C11 H11 118.4 . . ?
C11 C12 C13 108.0(3) . . ?
C11 C12 Sc1 75.88(15) . . ?
C13 C12 Sc1 73.07(16) . . ?
C11 C12 H12 126.0 . . ?
C13 C12 H12 126.0 . . ?
Sc1 C12 H12 117.1 . . ?
C12 C13 C14 108.0(3) . . ?
C12 C13 Sc1 74.84(16) . . ?
C14 C13 Sc1 76.44(16) . . ?
C12 C13 H13 126.0 . . ?
C14 C13 H13 126.0 . . ?
Sc1 C13 H13 115.0 . . ?
C15 C14 C13 108.2(3) . . ?
C15 C14 Sc1 75.35(16) . . ?
C13 C14 Sc1 71.50(16) . . ?
C15 C14 H14 125.9 . . ?
C13 C14 H14 125.9 . . ?
Sc1 C14 H14 119.1 . . ?
C14 C15 C11 107.5(3) . . ?
C14 C15 Sc1 73.59(17) . . ?
C11 C15 Sc1 73.24(15) . . ?
C14 C15 H15 126.2 . . ?
C11 C15 H15 126.2 . . ?
Sc1 C15 H15 118.9 . . ?
C17 C16 C20 108.0(3) . . ?
C17 C16 Sc1 72.68(16) . . ?
C20 C16 Sc1 73.68(17) . . ?
C17 C16 H16 126.0 . . ?
C20 C16 H16 126.0 . . ?
Sc1 C16 H16 119.5 . . ?
C18 C17 C16 108.2(3) . . ?
C18 C17 Sc1 74.15(16) . . ?
C16 C17 Sc1 75.66(17) . . ?
C18 C17 H17 125.9 . . ?
C16 C17 H17 125.9 . . ?
Sc1 C17 H17 116.4 . . ?
C17 C18 C19 109.0(3) . . ?
C17 C18 Sc1 74.21(17) . . ?
C19 C18 Sc1 74.09(17) . . ?
C17 C18 H18 125.5 . . ?
C19 C18 H18 125.5 . . ?
Sc1 C18 H18 118.1 . . ?
C18 C19 C20 107.3(3) . . ?
C18 C19 Sc1 74.08(18) . . ?
C20 C19 Sc1 74.92(19) . . ?
C18 C19 H19 126.4 . . ?
C20 C19 H19 126.4 . . ?
Sc1 C19 H19 116.8 . . ?
C16 C20 C19 107.5(3) . . ?
C16 C20 Sc1 74.63(18) . . ?
C19 C20 Sc1 72.88(19) . . ?
C16 C20 H20 126.2 . . ?
C19 C20 H20 126.2 . . ?
Sc1 C20 H20 118.2 . . ?
C6 N1 C4 111.4(2) . . ?
C6 N1 C3 124.4(2) . . ?
C4 N1 C3 124.1(2) . . ?
C6 N2 C5 111.3(2) . . ?
C6 N2 C7 125.8(2) . . ?
C5 N2 C7 122.4(2) . . ?
C8 O1 Sc1 137.38(14) . . ?
O1 Sc1 C6 83.78(7) . . ?
O1 Sc1 C13 108.60(9) . . ?
C6 Sc1 C13 127.41(9) . . ?
O1 Sc1 C18 81.60(9) . . ?
C6 Sc1 C18 106.47(11) . . ?
C13 Sc1 C18 125.59(12) . . ?
O1 Sc1 C19 101.97(11) . . ?
C6 Sc1 C19 84.61(10) . . ?
C13 Sc1 C19 137.06(12) . . ?
C18 Sc1 C19 31.82(11) . . ?
O1 Sc1 C17 95.40(11) . . ?
C6 Sc1 C17 136.51(12) . . ?
C13 Sc1 C17 94.18(14) . . ?
C18 Sc1 C17 31.65(13) . . ?
C19 Sc1 C17 52.87(12) . . ?
O1 Sc1 C12 86.35(8) . . ?
C6 Sc1 C12 103.45(9) . . ?
C13 Sc1 C12 32.10(10) . . ?
C18 Sc1 C12 146.17(11) . . ?
C19 Sc1 C12 169.12(11) . . ?
C17 Sc1 C12 119.94(12) . . ?
O1 Sc1 C20 132.72(10) . . ?
C6 Sc1 C20 97.25(10) . . ?
C13 Sc1 C20 107.72(12) . . ?
C18 Sc1 C20 52.60(11) . . ?
C19 Sc1 C20 32.20(14) . . ?
C17 Sc1 C20 52.68(10) . . ?
C12 Sc1 C20 137.74(12) . . ?
O1 Sc1 C16 127.05(10) . . ?
C6 Sc1 C16 128.92(11) . . ?
C13 Sc1 C16 84.52(12) . . ?
C18 Sc1 C16 52.23(11) . . ?
C19 Sc1 C16 52.78(12) . . ?
C17 Sc1 C16 31.66(12) . . ?
C12 Sc1 C16 116.52(11) . . ?
C20 Sc1 C16 31.69(12) . . ?
O1 Sc1 C11 97.66(8) . . ?
C6 Sc1 C11 75.65(8) . . ?
C13 Sc1 C11 52.48(10) . . ?
C18 Sc1 C11 177.63(12) . . ?
C19 Sc1 C11 150.38(11) . . ?
C17 Sc1 C11 146.58(13) . . ?
C12 Sc1 C11 31.45(9) . . ?
C20 Sc1 C11 128.58(11) . . ?
C16 Sc1 C11 127.33(11) . . ?
O1 Sc1 C14 138.43(9) . . ?
C6 Sc1 C14 109.77(10) . . ?
C13 Sc1 C14 32.06(10) . . ?
C18 Sc1 C14 127.39(12) . . ?
C19 Sc1 C14 117.95(12) . . ?
C17 Sc1 C14 99.43(15) . . ?
C12 Sc1 C14 52.67(9) . . ?
C20 Sc1 C14 85.79(12) . . ?
C16 Sc1 C14 75.31(12) . . ?
C11 Sc1 C14 52.04(10) . . ?
O1 Sc1 C15 129.29(9) . . ?
C6 Sc1 C15 79.64(9) . . ?
C13 Sc1 C15 52.48(10) . . ?
C18 Sc1 C15 149.10(11) . . ?
C19 Sc1 C15 123.43(12) . . ?
C17 Sc1 C15 128.63(14) . . ?
C12 Sc1 C15 52.49(9) . . ?
C20 Sc1 C15 96.92(11) . . ?
C16 Sc1 C15 99.90(12) . . ?
C11 Sc1 C15 31.77(10) . . ?
C14 Sc1 C15 31.06(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
N1 C4 C5 N2 -0.3(3) . . . . ?
N2 C7 C8 O1 -63.9(3) . . . . ?
N2 C7 C8 C10 176.8(2) . . . . ?
N2 C7 C8 C9 58.0(3) . . . . ?
C15 C11 C12 C13 0.5(3) . . . . ?
Sc1 C11 C12 C13 -66.58(19) . . . . ?
C15 C11 C12 Sc1 67.12(19) . . . . ?
C11 C12 C13 C14 -1.4(3) . . . . ?
Sc1 C12 C13 C14 -69.9(2) . . . . ?
C11 C12 C13 Sc1 68.47(19) . . . . ?
C12 C13 C14 C15 1.8(3) . . . . ?
Sc1 C13 C14 C15 -67.0(2) . . . . ?
C12 C13 C14 Sc1 68.8(2) . . . . ?
C13 C14 C15 C11 -1.4(3) . . . . ?
Sc1 C14 C15 C11 -65.91(18) . . . . ?
C13 C14 C15 Sc1 64.5(2) . . . . ?
C12 C11 C15 C14 0.6(3) . . . . ?
Sc1 C11 C15 C14 66.15(19) . . . . ?
C12 C11 C15 Sc1 -65.59(18) . . . . ?
C20 C16 C17 C18 -1.9(3) . . . . ?
Sc1 C16 C17 C18 -67.6(2) . . . . ?
C20 C16 C17 Sc1 65.8(2) . . . . ?
C16 C17 C18 C19 2.1(3) . . . . ?
Sc1 C17 C18 C19 -66.5(2) . . . . ?
C16 C17 C18 Sc1 68.6(2) . . . . ?
C17 C18 C19 C20 -1.6(3) . . . . ?
Sc1 C18 C19 C20 -68.2(2) . . . . ?
C17 C18 C19 Sc1 66.6(2) . . . . ?
C17 C16 C20 C19 0.9(3) . . . . ?
Sc1 C16 C20 C19 66.0(2) . . . . ?
C17 C16 C20 Sc1 -65.1(2) . . . . ?
C18 C19 C20 C16 0.4(3) . . . . ?
Sc1 C19 C20 C16 -67.2(2) . . . . ?
C18 C19 C20 Sc1 67.6(2) . . . . ?
N2 C6 N1 C4 -1.0(3) . . . . ?
Sc1 C6 N1 C4 169.0(2) . . . . ?
N2 C6 N1 C3 -178.4(2) . . . . ?
Sc1 C6 N1 C3 -8.4(4) . . . . ?
C5 C4 N1 C6 0.8(3) . . . . ?
C5 C4 N1 C3 178.2(3) . . . . ?
C1 C3 N1 C6 130.0(3) . . . . ?
C2 C3 N1 C6 -105.3(3) . . . . ?
C1 C3 N1 C4 -47.1(4) . . . . ?
C2 C3 N1 C4 77.7(3) . . . . ?
N1 C6 N2 C5 0.8(3) . . . . ?
Sc1 C6 N2 C5 -171.20(18) . . . . ?
N1 C6 N2 C7 173.0(2) . . . . ?
Sc1 C6 N2 C7 0.9(3) . . . . ?
C4 C5 N2 C6 -0.4(3) . . . . ?
C4 C5 N2 C7 -172.8(3) . . . . ?
C8 C7 N2 C6 44.9(3) . . . . ?
C8 C7 N2 C5 -143.7(2) . . . . ?
C10 C8 O1 Sc1 159.29(17) . . . . ?
C9 C8 O1 Sc1 -80.0(3) . . . . ?
C7 C8 O1 Sc1 41.8(3) . . . . ?

_refine_diff_density_max         0.192
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.033

_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 1003237'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1-Ce

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H35 Ce N2 O2'
_chemical_formula_sum            'C24 H35 Ce N2 O2'
_chemical_formula_weight         523.66

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'
N N 0.0061 0.0033 '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'
Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.3917(11)
_cell_length_b                   16.4222(4)
_cell_length_c                   15.567(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.53(2)
_cell_angle_gamma                90
_cell_volume                     2518.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9483
_cell_measurement_theta_min      3.7940
_cell_measurement_theta_max      29.9510

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_F_000             1068
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.7028
_exptl_crystal_size_mid          0.4915
_exptl_crystal_size_min          0.3994
_exptl_absorpt_coefficient_mu    1.827
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.35300
_exptl_absorpt_correction_T_max  0.48200
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_reflns_number            17031
_diffrn_reflns_av_unetI/netI     0.0206
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.131
_diffrn_reflns_theta_max         27.059
_diffrn_reflns_theta_full        27.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5502
_reflns_number_gt                4748
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, SHELXL-2014)'
_computing_molecular_graphics    ortep
_computing_publication_material  ortep

_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     
'w=1/[σ²(Fo²)+(0.0288P)²+7.4113P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5502
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0823
_refine_ls_wR_factor_gt          0.0753
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ce1 Ce 0.66572(2) 0.04920(2) 0.27994(2) 0.02363(7) Uani 1 1 d . . . . .
O1 O 0.5638(3) 0.09584(15) 0.14475(17) 0.0347(6) Uani 1 1 d . . . . .
O2 O 0.4228(3) -0.01884(18) 0.2305(2) 0.0461(7) Uani 1 1 d . . . . .
N1 N 0.8191(5) 0.1729(3) 0.1466(3) 0.0716(15) Uani 1 1 d . . . . .
N2 N 0.9622(3) 0.18772(18) 0.2765(2) 0.0314(6) Uani 1 1 d . . . . .
C1 C 0.8454(4) 0.1480(3) 0.2341(3) 0.0492(11) Uani 1 1 d . . . . .
C2 C 0.9120(6) 0.2305(4) 0.1390(4) 0.0721(18) Uani 1 1 d . . . . .
H2A H 0.9100 0.2592 0.0855 0.087 Uiso 1 1 calc R U . . .
C3 C 1.0029(4) 0.2383(3) 0.2188(3) 0.0455(10) Uani 1 1 d . . . . .
H3A H 1.0812 0.2720 0.2341 0.055 Uiso 1 1 calc R U . . .
C4 C 1.0407(4) 0.1765(2) 0.3723(3) 0.0365(8) Uani 1 1 d . . . . .
H4A H 0.9917 0.1360 0.3986 0.044 Uiso 1 1 calc R U . . .
C5 C 1.1801(4) 0.1421(3) 0.3817(4) 0.0585(13) Uani 1 1 d . . . . .
H5A H 1.1703 0.0924 0.3453 0.088 Uiso 1 1 calc R U . . .
H5B H 1.2275 0.1294 0.4454 0.088 Uiso 1 1 calc R U . . .
H5C H 1.2326 0.1824 0.3603 0.088 Uiso 1 1 calc R U . . .
C6 C 1.0522(5) 0.2552(3) 0.4251(3) 0.0532(11) Uani 1 1 d . . . . .
H6A H 0.9612 0.2770 0.4167 0.080 Uiso 1 1 calc R U . . .
H6B H 1.1049 0.2948 0.4031 0.080 Uiso 1 1 calc R U . . .
H6C H 1.0978 0.2446 0.4896 0.080 Uiso 1 1 calc R U . . .
C7 C 0.7087(6) 0.1392(4) 0.0654(3) 0.0649(14) Uani 1 1 d . . . . .
H7A H 0.7109 0.1681 0.0101 0.078 Uiso 1 1 calc R U . . .
H7B H 0.7267 0.0808 0.0581 0.078 Uiso 1 1 calc R U . . .
C8 C 0.5693(4) 0.1482(2) 0.0751(3) 0.0369(8) Uani 1 1 d . . . . .
C9 C 0.5577(9) 0.2357(3) 0.1027(4) 0.096(3) Uani 1 1 d . . . . .
H9A H 0.4709 0.2434 0.1138 0.144 Uiso 1 1 calc R U . . .
H9B H 0.5626 0.2722 0.0540 0.144 Uiso 1 1 calc R U . . .
H9C H 0.6323 0.2480 0.1580 0.144 Uiso 1 1 calc R U . . .
C10 C 0.4583(7) 0.1306(4) -0.0091(4) 0.104(3) Uani 1 1 d . . . . .
H10A H 0.4684 0.0751 -0.0292 0.156 Uiso 1 1 calc R U . . .
H10B H 0.4618 0.1694 -0.0562 0.156 Uiso 1 1 calc R U . . .
H10C H 0.3709 0.1356 0.0020 0.156 Uiso 1 1 calc R U . . .
C11 C 0.9062(5) -0.0446(3) 0.3050(4) 0.0576(13) Uani 1 1 d . . . . .
H11A H 0.9974 -0.0218 0.3096 0.069 Uiso 1 1 calc R U . . .
C12 C 0.8649(5) -0.0682(3) 0.3783(3) 0.0524(12) Uani 1 1 d . . . . .
H12A H 0.9210 -0.0640 0.4435 0.063 Uiso 1 1 calc R U . . .
C13 C 0.7458(5) -0.1125(3) 0.3449(3) 0.0478(10) Uani 1 1 d . . . . .
H13A H 0.7029 -0.1460 0.3821 0.057 Uiso 1 1 calc R U . . .
C14 C 0.7143(5) -0.1168(2) 0.2506(3) 0.0494(11) Uani 1 1 d . . . . .
H14A H 0.6457 -0.1546 0.2104 0.059 Uiso 1 1 calc R U . . .
C15 C 0.8113(5) -0.0749(3) 0.2249(4) 0.0543(12) Uani 1 1 d . . . . .
H15A H 0.8255 -0.0786 0.1644 0.065 Uiso 1 1 calc R U . . .
C16 C 0.5472(5) 0.1685(3) 0.3631(3) 0.0467(10) Uani 1 1 d . . . . .
H16A H 0.4744 0.2075 0.3300 0.056 Uiso 1 1 calc R U . . .
C17 C 0.6858(5) 0.1859(3) 0.3938(3) 0.0490(11) Uani 1 1 d . . . . .
H17A H 0.7275 0.2394 0.3868 0.059 Uiso 1 1 calc R U . . .
C18 C 0.7504(5) 0.1240(3) 0.4539(3) 0.0498(11) Uani 1 1 d . . . . .
H18A H 0.8459 0.1260 0.4959 0.060 Uiso 1 1 calc R U . . .
C19 C 0.6508(5) 0.0690(3) 0.4599(3) 0.0491(11) Uani 1 1 d . . . . .
H19A H 0.6645 0.0247 0.5061 0.059 Uiso 1 1 calc R U . . .
C20 C 0.5258(5) 0.0964(3) 0.4035(3) 0.0470(10) Uani 1 1 d . . . . .
H20A H 0.4354 0.0752 0.4031 0.056 Uiso 1 1 calc R U . . .
C21 C 0.3820(6) -0.0899(3) 0.2700(4) 0.0659(15) Uani 1 1 d . . . . .
H21A H 0.4253 -0.0897 0.3366 0.079 Uiso 1 1 calc R U . . .
H21B H 0.4096 -0.1401 0.2453 0.079 Uiso 1 1 calc R U . . .
C22 C 0.2352(6) -0.0867(4) 0.2473(5) 0.085(2) Uani 1 1 d . . . . .
H22A H 0.2090 -0.0619 0.2973 0.102 Uiso 1 1 calc R U . . .
H22B H 0.1957 -0.1420 0.2355 0.102 Uiso 1 1 calc R U . . .
C23 C 0.1879(6) -0.0352(5) 0.1638(5) 0.089(2) Uani 1 1 d . . . . .
H23A H 0.1061 -0.0037 0.1625 0.106 Uiso 1 1 calc R U . . .
H23B H 0.1667 -0.0693 0.1086 0.106 Uiso 1 1 calc R U . . .
C24 C 0.3055(5) 0.0206(4) 0.1704(5) 0.0670(16) Uani 1 1 d . . . . .
H24A H 0.320(6) 0.033(4) 0.115(4) 0.080 Uiso 1 1 d . U . . .
H24B H 0.291(6) 0.071(4) 0.199(4) 0.080 Uiso 1 1 d . U . . .


_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
Ce1 O1 2.172(2) . ?
Ce1 O2 2.642(3) . ?
Ce1 C1 2.735(4) . ?
Ce1 C17 2.826(4) . ?
Ce1 C15 2.828(4) . ?
Ce1 C14 2.835(4) . ?
Ce1 C16 2.836(4) . ?
Ce1 C18 2.847(4) . ?
Ce1 C11 2.855(4) . ?
Ce1 C20 2.863(4) . ?
Ce1 C13 2.869(4) . ?
Ce1 C19 2.874(4) . ?
O1 C8 1.399(4) . ?
O2 C24 1.433(6) . ?
O2 C21 1.444(5) . ?
N1 C1 1.364(5) . ?
N1 C2 1.384(6) . ?
N1 C7 1.516(7) . ?
N2 C1 1.350(5) . ?
N2 C3 1.385(5) . ?
N2 C4 1.467(5) . ?
C2 C3 1.306(7) . ?
C2 H2A 0.9500 . ?
C3 H3A 0.9500 . ?
C4 C6 1.515(6) . ?
C4 C5 1.519(6) . ?
C4 H4A 1.0000 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.511(7) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C10 1.473(6) . ?
C8 C9 1.515(7) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.395(8) . ?
C11 C15 1.411(7) . ?
C11 H11A 1.0000 . ?
C12 C13 1.386(7) . ?
C12 H12A 1.0000 . ?
C13 C14 1.400(7) . ?
C13 H13A 1.0000 . ?
C14 C15 1.380(7) . ?
C14 H14A 1.0000 . ?
C15 H15A 1.0000 . ?
C16 C20 1.391(6) . ?
C16 C17 1.396(6) . ?
C16 H16A 1.0000 . ?
C17 C18 1.401(7) . ?
C17 H17A 1.0000 . ?
C18 C19 1.399(7) . ?
C18 H18A 1.0000 . ?
C19 C20 1.392(7) . ?
C19 H19A 1.0000 . ?
C20 H20A 1.0000 . ?
C21 C22 1.453(7) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.497(9) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.504(7) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.94(6) . ?
C24 H24B 0.97(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ce1 O2 74.95(9) . . ?
O1 Ce1 C1 72.61(11) . . ?
O2 Ce1 C1 147.52(11) . . ?
O1 Ce1 C17 104.09(13) . . ?
O2 Ce1 C17 113.08(12) . . ?
C1 Ce1 C17 76.79(14) . . ?
O1 Ce1 C15 95.94(13) . . ?
O2 Ce1 C15 99.24(13) . . ?
C1 Ce1 C15 82.72(16) . . ?
C17 Ce1 C15 145.30(15) . . ?
O1 Ce1 C14 103.87(12) . . ?
O2 Ce1 C14 75.47(12) . . ?
C1 Ce1 C14 110.93(16) . . ?
C17 Ce1 C14 152.02(14) . . ?
C15 Ce1 C14 28.21(14) . . ?
O1 Ce1 C16 92.87(12) . . ?
O2 Ce1 C16 84.94(12) . . ?
C1 Ce1 C16 98.09(15) . . ?
C17 Ce1 C16 28.54(13) . . ?
C15 Ce1 C16 170.97(14) . . ?
C14 Ce1 C16 149.64(15) . . ?
O1 Ce1 C18 132.66(13) . . ?
O2 Ce1 C18 115.95(12) . . ?
C1 Ce1 C18 87.82(14) . . ?
C17 Ce1 C18 28.59(14) . . ?
C15 Ce1 C18 124.45(14) . . ?
C14 Ce1 C18 123.43(14) . . ?
C16 Ce1 C18 46.80(13) . . ?
O1 Ce1 C11 117.28(14) . . ?
O2 Ce1 C11 121.69(12) . . ?
C1 Ce1 C11 73.46(15) . . ?
C17 Ce1 C11 117.13(15) . . ?
C15 Ce1 C11 28.75(15) . . ?
C14 Ce1 C11 46.39(14) . . ?
C16 Ce1 C11 143.01(15) . . ?
C18 Ce1 C11 96.34(15) . . ?
O1 Ce1 C20 111.12(12) . . ?
O2 Ce1 C20 70.60(12) . . ?
C1 Ce1 C20 123.33(15) . . ?
C17 Ce1 C20 46.82(13) . . ?
C15 Ce1 C20 146.46(14) . . ?
C14 Ce1 C20 121.53(15) . . ?
C16 Ce1 C20 28.26(13) . . ?
C18 Ce1 C20 46.62(13) . . ?
C11 Ce1 C20 131.60(16) . . ?
O1 Ce1 C13 131.69(12) . . ?
O2 Ce1 C13 81.63(12) . . ?
C1 Ce1 C13 119.71(15) . . ?
C17 Ce1 C13 123.98(14) . . ?
C15 Ce1 C13 46.90(14) . . ?
C14 Ce1 C13 28.41(13) . . ?
C16 Ce1 C13 126.71(14) . . ?
C18 Ce1 C13 95.55(14) . . ?
C11 Ce1 C13 46.30(14) . . ?
C20 Ce1 C13 99.56(14) . . ?
O1 Ce1 C19 138.07(12) . . ?
O2 Ce1 C19 89.39(13) . . ?
C1 Ce1 C19 116.11(14) . . ?
C17 Ce1 C19 46.76(14) . . ?
C15 Ce1 C19 125.21(14) . . ?
C14 Ce1 C19 109.47(14) . . ?
C16 Ce1 C19 46.45(13) . . ?
C18 Ce1 C19 28.30(14) . . ?
C11 Ce1 C19 104.12(16) . . ?
C20 Ce1 C19 28.08(13) . . ?
C13 Ce1 C19 81.98(14) . . ?
C8 O1 Ce1 147.2(2) . . ?
C24 O2 C21 109.8(4) . . ?
C24 O2 Ce1 122.3(3) . . ?
C21 O2 Ce1 126.9(3) . . ?
C1 N1 C2 111.5(4) . . ?
C1 N1 C7 125.6(4) . . ?
C2 N1 C7 122.8(4) . . ?
C1 N2 C3 112.6(3) . . ?
C1 N2 C4 124.0(3) . . ?
C3 N2 C4 123.4(3) . . ?
N2 C1 N1 102.0(3) . . ?
N2 C1 Ce1 137.8(3) . . ?
N1 C1 Ce1 120.1(3) . . ?
C3 C2 N1 107.4(4) . . ?
C3 C2 H2A 126.3 . . ?
N1 C2 H2A 126.3 . . ?
C2 C3 N2 106.3(4) . . ?
C2 C3 H3A 126.8 . . ?
N2 C3 H3A 126.8 . . ?
N2 C4 C6 111.5(3) . . ?
N2 C4 C5 110.4(4) . . ?
C6 C4 C5 110.9(4) . . ?
N2 C4 H4A 108.0 . . ?
C6 C4 H4A 108.0 . . ?
C5 C4 H4A 108.0 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 N1 112.1(4) . . ?
C8 C7 H7A 109.2 . . ?
N1 C7 H7A 109.2 . . ?
C8 C7 H7B 109.2 . . ?
N1 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
O1 C8 C10 110.9(4) . . ?
O1 C8 C7 107.1(3) . . ?
C10 C8 C7 113.3(5) . . ?
O1 C8 C9 109.7(4) . . ?
C10 C8 C9 109.1(5) . . ?
C7 C8 C9 106.6(5) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C15 108.3(4) . . ?
C12 C11 Ce1 77.2(2) . . ?
C15 C11 Ce1 74.6(2) . . ?
C12 C11 H11A 125.1 . . ?
C15 C11 H11A 125.1 . . ?
Ce1 C11 H11A 125.1 . . ?
C13 C12 C11 108.0(4) . . ?
C13 C12 Ce1 75.3(2) . . ?
C11 C12 Ce1 74.7(3) . . ?
C13 C12 H12A 125.4 . . ?
C11 C12 H12A 125.4 . . ?
Ce1 C12 H12A 125.4 . . ?
C12 C13 C14 107.6(4) . . ?
C12 C13 Ce1 76.8(2) . . ?
C14 C13 Ce1 74.5(2) . . ?
C12 C13 H13A 125.5 . . ?
C14 C13 H13A 125.5 . . ?
Ce1 C13 H13A 125.5 . . ?
C15 C14 C13 109.3(4) . . ?
C15 C14 Ce1 75.6(2) . . ?
C13 C14 Ce1 77.1(2) . . ?
C15 C14 H14A 124.7 . . ?
C13 C14 H14A 124.7 . . ?
Ce1 C14 H14A 124.7 . . ?
C14 C15 C11 106.8(4) . . ?
C14 C15 Ce1 76.2(2) . . ?
C11 C15 Ce1 76.7(2) . . ?
C14 C15 H15A 125.6 . . ?
C11 C15 H15A 125.6 . . ?
Ce1 C15 H15A 125.6 . . ?
C20 C16 C17 108.4(4) . . ?
C20 C16 Ce1 76.9(2) . . ?
C17 C16 Ce1 75.3(2) . . ?
C20 C16 H16A 125.1 . . ?
C17 C16 H16A 125.1 . . ?
Ce1 C16 H16A 125.1 . . ?
C16 C17 C18 107.6(4) . . ?
C16 C17 Ce1 76.1(2) . . ?
C18 C17 Ce1 76.5(2) . . ?
C16 C17 H17A 125.3 . . ?
C18 C17 H17A 125.3 . . ?
Ce1 C17 H17A 125.3 . . ?
C19 C18 C17 107.8(4) . . ?
C19 C18 Ce1 76.9(2) . . ?
C17 C18 Ce1 74.9(2) . . ?
C19 C18 H18A 125.3 . . ?
C17 C18 H18A 125.3 . . ?
Ce1 C18 H18A 125.3 . . ?
C20 C19 C18 108.1(4) . . ?
C20 C19 Ce1 75.5(2) . . ?
C18 C19 Ce1 74.8(2) . . ?
C20 C19 H19A 125.4 . . ?
C18 C19 H19A 125.4 . . ?
Ce1 C19 H19A 125.4 . . ?
C16 C20 C19 108.0(4) . . ?
C16 C20 Ce1 74.8(2) . . ?
C19 C20 Ce1 76.4(2) . . ?
C16 C20 H20A 125.3 . . ?
C19 C20 H20A 125.3 . . ?
Ce1 C20 H20A 125.3 . . ?
O2 C21 C22 107.1(5) . . ?
O2 C21 H21A 110.3 . . ?
C22 C21 H21A 110.3 . . ?
O2 C21 H21B 110.3 . . ?
C22 C21 H21B 110.3 . . ?
H21A C21 H21B 108.5 . . ?
C21 C22 C23 105.1(5) . . ?
C21 C22 H22A 110.7 . . ?
C23 C22 H22A 110.7 . . ?
C21 C22 H22B 110.7 . . ?
C23 C22 H22B 110.7 . . ?
H22A C22 H22B 108.8 . . ?
C22 C23 C24 104.4(5) . . ?
C22 C23 H23A 110.9 . . ?
C24 C23 H23A 110.9 . . ?
C22 C23 H23B 110.9 . . ?
C24 C23 H23B 110.9 . . ?
H23A C23 H23B 108.9 . . ?
O2 C24 C23 105.8(5) . . ?
O2 C24 H24A 110(4) . . ?
C23 C24 H24A 116(4) . . ?
O2 C24 H24B 108(4) . . ?
C23 C24 H24B 108(4) . . ?
H24A C24 H24B 109(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N2 C1 N1 3.1(6) . . . . ?
C4 N2 C1 N1 -174.8(4) . . . . ?
C3 N2 C1 Ce1 -172.8(4) . . . . ?
C4 N2 C1 Ce1 9.3(7) . . . . ?
C2 N1 C1 N2 -4.6(7) . . . . ?
C7 N1 C1 N2 171.7(5) . . . . ?
C2 N1 C1 Ce1 172.2(4) . . . . ?
C7 N1 C1 Ce1 -11.5(8) . . . . ?
C1 N1 C2 C3 4.7(8) . . . . ?
C7 N1 C2 C3 -171.7(5) . . . . ?
N1 C2 C3 N2 -2.5(7) . . . . ?
C1 N2 C3 C2 -0.4(6) . . . . ?
C4 N2 C3 C2 177.5(4) . . . . ?
C1 N2 C4 C6 -119.1(5) . . . . ?
C3 N2 C4 C6 63.3(5) . . . . ?
C1 N2 C4 C5 117.1(5) . . . . ?
C3 N2 C4 C5 -60.5(5) . . . . ?
C1 N1 C7 C8 58.4(7) . . . . ?
C2 N1 C7 C8 -125.7(6) . . . . ?
Ce1 O1 C8 C10 168.2(5) . . . . ?
Ce1 O1 C8 C7 44.2(6) . . . . ?
Ce1 O1 C8 C9 -71.1(6) . . . . ?
N1 C7 C8 O1 -68.4(5) . . . . ?
N1 C7 C8 C10 169.0(4) . . . . ?
N1 C7 C8 C9 49.0(5) . . . . ?
C15 C11 C12 C13 -0.1(5) . . . . ?
Ce1 C11 C12 C13 68.6(3) . . . . ?
C15 C11 C12 Ce1 -68.7(3) . . . . ?
C11 C12 C13 C14 0.5(5) . . . . ?
Ce1 C12 C13 C14 68.7(3) . . . . ?
C11 C12 C13 Ce1 -68.2(3) . . . . ?
C12 C13 C14 C15 -0.8(5) . . . . ?
Ce1 C13 C14 C15 69.5(3) . . . . ?
C12 C13 C14 Ce1 -70.3(3) . . . . ?
C13 C14 C15 C11 0.7(5) . . . . ?
Ce1 C14 C15 C11 71.2(3) . . . . ?
C13 C14 C15 Ce1 -70.5(3) . . . . ?
C12 C11 C15 C14 -0.4(5) . . . . ?
Ce1 C11 C15 C14 -70.9(3) . . . . ?
C12 C11 C15 Ce1 70.5(3) . . . . ?
C20 C16 C17 C18 -0.2(5) . . . . ?
Ce1 C16 C17 C18 -70.7(3) . . . . ?
C20 C16 C17 Ce1 70.5(3) . . . . ?
C16 C17 C18 C19 -0.1(5) . . . . ?
Ce1 C17 C18 C19 -70.5(3) . . . . ?
C16 C17 C18 Ce1 70.4(3) . . . . ?
C17 C18 C19 C20 0.3(5) . . . . ?
Ce1 C18 C19 C20 -68.8(3) . . . . ?
C17 C18 C19 Ce1 69.1(3) . . . . ?
C17 C16 C20 C19 0.4(5) . . . . ?
Ce1 C16 C20 C19 69.8(3) . . . . ?
C17 C16 C20 Ce1 -69.4(3) . . . . ?
C18 C19 C20 C16 -0.4(5) . . . . ?
Ce1 C19 C20 C16 -68.8(3) . . . . ?
C18 C19 C20 Ce1 68.3(3) . . . . ?
C24 O2 C21 C22 -10.4(7) . . . . ?
Ce1 O2 C21 C22 158.4(4) . . . . ?
O2 C21 C22 C23 23.9(7) . . . . ?
C21 C22 C23 C24 -27.9(8) . . . . ?
C21 O2 C24 C23 -7.4(7) . . . . ?
Ce1 O2 C24 C23 -176.8(4) . . . . ?
C22 C23 C24 O2 21.6(8) . . . . ?

_refine_diff_density_max         1.897
_refine_diff_density_min         -1.119
_refine_diff_density_rms         0.099

_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 1003238'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2-Y

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H39 N4 O2 Y'
_chemical_formula_sum            'C25 H39 N4 O2 Y'
_chemical_formula_weight         516.51

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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.0822(11)
_cell_length_b                   16.768(2)
_cell_length_c                   17.2137(15)
_cell_angle_alpha                109.721(9)
_cell_angle_beta                 90.413(8)
_cell_angle_gamma                91.683(9)
_cell_volume                     2737.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4982
_cell_measurement_theta_min      3.6610
_cell_measurement_theta_max      26.9960

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    2.156
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.535
_exptl_absorpt_correction_T_max  0.660
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_reflns_number            25848
_diffrn_reflns_av_unetI/netI     0.0747
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.145
_diffrn_reflns_theta_max         29.740
_diffrn_reflns_theta_full        27.000
_diffrn_measured_fraction_theta_max 0.850
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.850
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.850
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             13239
_reflns_number_gt                9371
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, SHELXL-2014)'
_computing_molecular_graphics    ortep
_computing_publication_material  ortep

_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     
'w=1/[σ²(Fo²)+(0.0252P)²+0.9753P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         13239
_refine_ls_number_parameters     602
_refine_ls_number_restraints     46
_refine_ls_R_factor_all          0.0854
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.0888
_refine_ls_wR_factor_gt          0.0778
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.040
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.55905(2) 0.29991(2) 0.28171(2) 0.02207(7) Uani 1 1 d . . . . .
Y2 Y 0.87013(2) 0.23494(2) -0.16809(2) 0.02268(7) Uani 1 1 d . . . . .
O1 O 0.51519(17) 0.28676(12) 0.39672(11) 0.0328(5) Uani 1 1 d . . . . .
O2 O 0.50957(17) 0.20618(11) 0.16745(11) 0.0309(4) Uani 1 1 d . . . . .
O3 O 0.82295(18) 0.35521(11) -0.17173(12) 0.0326(5) Uani 1 1 d . . . . .
O4 O 0.83567(18) 0.11953(11) -0.26704(12) 0.0349(5) Uani 1 1 d . . . . .
N1 N 0.7944(2) 0.13011(14) 0.25171(14) 0.0297(5) Uani 1 1 d . . . . .
N2 N 0.7597(2) 0.19612(14) 0.37906(14) 0.0323(6) Uani 1 1 d . . . . .
N3 N 0.2011(2) 0.33380(15) 0.31110(14) 0.0330(6) Uani 1 1 d . . . . .
N4 N 0.2559(2) 0.29363(14) 0.18483(13) 0.0269(5) Uani 1 1 d . . . . .
N5 N 1.0879(2) 0.36150(14) -0.23456(15) 0.0329(6) Uani 1 1 d . . . . .
N6 N 1.1268(2) 0.23802(15) -0.31881(14) 0.0312(6) Uani 1 1 d . . . . .
N7 N 0.5673(2) 0.12461(15) -0.19993(14) 0.0317(6) Uani 1 1 d . . . . .
N8 N 0.5112(2) 0.25369(15) -0.15293(14) 0.0321(6) Uani 1 1 d . . . . .
C1 C 0.7406(3) 0.20197(17) 0.30269(17) 0.0284(6) Uani 1 1 d . . . . .
C2 C 0.8203(3) 0.12203(19) 0.3749(2) 0.0427(8) Uani 1 1 d . . . . .
H2A H 0.8424 0.1041 0.4200 0.051 Uiso 1 1 calc R U . . .
C3 C 0.8416(3) 0.08039(19) 0.2951(2) 0.0414(8) Uani 1 1 d . . . . .
H3A H 0.8815 0.0270 0.2725 0.050 Uiso 1 1 calc R U . . .
C4 C 0.8011(3) 0.10767(17) 0.16145(18) 0.0352(7) Uani 1 1 d . . . . .
H4A H 0.7745 0.1580 0.1470 0.042 Uiso 1 1 calc R U . . .
C5 C 0.7046(3) 0.0348(2) 0.1184(2) 0.0503(9) Uani 1 1 d . . . . .
H5A H 0.6153 0.0491 0.1398 0.075 Uiso 1 1 calc R U . . .
H5B H 0.7319 -0.0163 0.1288 0.075 Uiso 1 1 calc R U . . .
H5C H 0.7041 0.0246 0.0589 0.075 Uiso 1 1 calc R U . . .
C6 C 0.9427(3) 0.0878(2) 0.1332(2) 0.0562(10) Uani 1 1 d . . . . .
H6A H 1.0030 0.1342 0.1656 0.084 Uiso 1 1 calc R U . . .
H6B H 0.9487 0.0813 0.0746 0.084 Uiso 1 1 calc R U . . .
H6C H 0.9677 0.0350 0.1413 0.084 Uiso 1 1 calc R U . . .
C7 C 0.7161(3) 0.25914(19) 0.45582(17) 0.0355(7) Uani 1 1 d . . . . .
H7A H 0.7544 0.3155 0.4599 0.043 Uiso 1 1 calc R U . . .
H7B H 0.7509 0.2448 0.5032 0.043 Uiso 1 1 calc R U . . .
C8 C 0.5645(3) 0.26432(18) 0.46169(17) 0.0312(7) Uani 1 1 d . . . . .
C9 C 0.5029(3) 0.1787(2) 0.4579(2) 0.0511(9) Uani 1 1 d . . . . .
H9A H 0.5248 0.1356 0.4054 0.077 Uiso 1 1 calc R U . . .
H9B H 0.4063 0.1828 0.4622 0.077 Uiso 1 1 calc R U . . .
H9C H 0.5381 0.1629 0.5037 0.077 Uiso 1 1 calc R U . . .
C10 C 0.5343(3) 0.3326(2) 0.54430(19) 0.0488(9) Uani 1 1 d . . . . .
H10A H 0.5776 0.3865 0.5468 0.073 Uiso 1 1 calc R U . . .
H10B H 0.5678 0.3155 0.5897 0.073 Uiso 1 1 calc R U . . .
H10C H 0.4381 0.3393 0.5492 0.073 Uiso 1 1 calc R U . . .
C11 C 0.3098(3) 0.31877(17) 0.26245(17) 0.0284(6) Uani 1 1 d . . . . .
C12 C 0.1196(3) 0.29345(18) 0.18527(19) 0.0353(7) Uani 1 1 d . . . . .
H12A H 0.0615 0.2783 0.1385 0.042 Uiso 1 1 calc R U . . .
C13 C 0.0846(3) 0.31900(19) 0.26489(19) 0.0394(8) Uani 1 1 d . . . . .
H13A H -0.0030 0.3256 0.2854 0.047 Uiso 1 1 calc R U . . .
C14 C 0.2083(3) 0.3642(2) 0.40173(18) 0.0464(9) Uani 1 1 d . . . . .
H14A H 0.3023 0.3610 0.4191 0.056 Uiso 1 1 calc R U . . .
C15 C 0.1222(4) 0.3082(3) 0.4353(2) 0.0864(14) Uani 1 1 d . . . . .
H15A H 0.1516 0.2497 0.4132 0.130 Uiso 1 1 calc R U . . .
H15B H 0.0295 0.3102 0.4186 0.130 Uiso 1 1 calc R U . . .
H15C H 0.1298 0.3285 0.4956 0.130 Uiso 1 1 calc R U . . .
C16 C 0.1696(4) 0.4563(2) 0.4347(2) 0.0737(13) Uani 1 1 d . . . . .
H16A H 0.2311 0.4907 0.4142 0.111 Uiso 1 1 calc R U . . .
H16B H 0.1738 0.4766 0.4952 0.111 Uiso 1 1 calc R U . . .
H16C H 0.0791 0.4612 0.4161 0.111 Uiso 1 1 calc R U . . .
C17 C 0.3340(3) 0.26380(18) 0.10997(16) 0.0319(7) Uani 1 1 d . . . . .
H17A H 0.3962 0.3100 0.1085 0.038 Uiso 1 1 calc R U . . .
H17B H 0.2735 0.2502 0.0613 0.038 Uiso 1 1 calc R U . . .
C18 C 0.4138(3) 0.18485(17) 0.10384(16) 0.0286(6) Uani 1 1 d . . . . .
C19 C 0.3206(3) 0.11380(18) 0.11109(18) 0.0394(8) Uani 1 1 d . . . . .
H19A H 0.2816 0.1316 0.1660 0.059 Uiso 1 1 calc R U . . .
H19B H 0.3710 0.0626 0.1029 0.059 Uiso 1 1 calc R U . . .
H19C H 0.2499 0.1018 0.0690 0.059 Uiso 1 1 calc R U . . .
C20 C 0.4809(3) 0.1572(2) 0.01982(17) 0.0414(8) Uani 1 1 d . . . . .
H20A H 0.5388 0.2035 0.0159 0.062 Uiso 1 1 calc R U . . .
H20B H 0.4130 0.1428 -0.0242 0.062 Uiso 1 1 calc R U . . .
H20C H 0.5338 0.1074 0.0140 0.062 Uiso 1 1 calc R U . . .
C21 C 0.6375(3) 0.41710(18) 0.21179(19) 0.0359(7) Uani 1 1 d . . . . .
H21A H 0.6169 0.4140 0.1539 0.043 Uiso 1 1 calc R U . . .
C22 C 0.7550(3) 0.39101(17) 0.23883(18) 0.0320(7) Uani 1 1 d . . . . .
H22A H 0.8321 0.3667 0.2033 0.038 Uiso 1 1 calc R U . . .
C23 C 0.7563(3) 0.42056(16) 0.32550(17) 0.0291(6) Uani 1 1 d . . . . .
H23A H 0.8347 0.4210 0.3616 0.035 Uiso 1 1 calc R U . . .
C24 C 0.6398(3) 0.46469(16) 0.35179(19) 0.0335(7) Uani 1 1 d . . . . .
H24A H 0.6217 0.5014 0.4097 0.040 Uiso 1 1 calc R U . . .
C25 C 0.5664(3) 0.46219(17) 0.2818(2) 0.0378(8) Uani 1 1 d . . . . .
H25A H 0.4871 0.4966 0.2817 0.045 Uiso 1 1 calc R U . . .
C26 C 1.0593(3) 0.27758(18) -0.24860(17) 0.0293(6) Uani 1 1 d . . . . .
C27 C 1.1685(3) 0.3730(2) -0.2945(2) 0.0413(8) Uani 1 1 d . . . . .
H27A H 1.2005 0.4257 -0.2977 0.050 Uiso 1 1 calc R U . . .
C28 C 1.1930(3) 0.2961(2) -0.34732(19) 0.0410(8) Uani 1 1 d . . . . .
H28A H 1.2456 0.2835 -0.3953 0.049 Uiso 1 1 calc R U . . .
C29 C 1.1109(3) 0.14682(19) -0.36555(18) 0.0385(7) Uani 1 1 d . . . . .
H29A H 1.0775 0.1177 -0.3271 0.046 Uiso 1 1 calc R U . . .
C30 C 1.0067(3) 0.1343(2) -0.4331(2) 0.0572(10) Uani 1 1 d . . . . .
H30A H 0.9246 0.1608 -0.4086 0.086 Uiso 1 1 calc R U . . .
H30B H 0.9893 0.0736 -0.4615 0.086 Uiso 1 1 calc R U . . .
H30C H 1.0390 0.1605 -0.4727 0.086 Uiso 1 1 calc R U . . .
C31 C 1.2420(3) 0.1085(2) -0.4000(2) 0.0569(10) Uani 1 1 d . . . . .
H31A H 1.3091 0.1232 -0.3555 0.085 Uiso 1 1 calc R U . . .
H31B H 1.2710 0.1309 -0.4430 0.085 Uiso 1 1 calc R U . . .
H31C H 1.2303 0.0467 -0.4236 0.085 Uiso 1 1 calc R U . . .
C32 C 1.0292(3) 0.43058(17) -0.16882(19) 0.0372(7) Uani 1 1 d . . . . .
H32A H 1.0674 0.4853 -0.1697 0.045 Uiso 1 1 calc R U . . .
H32B H 1.0525 0.4253 -0.1148 0.045 Uiso 1 1 calc R U . . .
C33 C 0.8770(3) 0.43068(17) -0.17754(19) 0.0361(7) Uani 1 1 d . . . . .
C34 C 0.8380(3) 0.4384(2) -0.2609(2) 0.0541(9) Uani 1 1 d . . . . .
H34A H 0.7411 0.4395 -0.2653 0.081 Uiso 1 1 calc R U . . .
H34B H 0.8703 0.3897 -0.3056 0.081 Uiso 1 1 calc R U . . .
H34C H 0.8775 0.4908 -0.2651 0.081 Uiso 1 1 calc R U . . .
C35 C 0.8272(4) 0.50611(19) -0.1070(2) 0.0595(10) Uani 1 1 d . . . . .
H35A H 0.7306 0.5082 -0.1118 0.089 Uiso 1 1 calc R U . . .
H35B H 0.8685 0.5587 -0.1099 0.089 Uiso 1 1 calc R U . . .
H35C H 0.8506 0.4998 -0.0541 0.089 Uiso 1 1 calc R U . . .
C36 C 0.6194(3) 0.20494(17) -0.16485(17) 0.0281(6) Uani 1 1 d . . . . .
C37 C 0.4314(3) 0.1241(2) -0.20982(19) 0.0431(8) Uani 1 1 d . . . . .
H37A H 0.3742 0.0757 -0.2331 0.052 Uiso 1 1 calc R U . . .
C38 C 0.3957(3) 0.2049(2) -0.18034(19) 0.0435(8) Uani 1 1 d . . . . .
H38A H 0.3082 0.2249 -0.1785 0.052 Uiso 1 1 calc R U . . .
C39 C 0.5199(3) 0.34661(19) -0.11596(19) 0.0393(7) Uani 1 1 d D U . . .
H39A H 0.6131 0.3651 -0.1225 0.047 Uiso 1 1 calc R U . A 1
C42 C 0.6479(3) 0.04973(17) -0.22982(19) 0.0379(7) Uani 1 1 d . . . . .
H42A H 0.5885 -0.0013 -0.2508 0.045 Uiso 1 1 calc R U . . .
H42B H 0.7009 0.0447 -0.1832 0.045 Uiso 1 1 calc R U . . .
C43 C 0.7419(3) 0.05270(18) -0.29864(18) 0.0352(7) Uani 1 1 d . . . . .
C44 C 0.6633(3) 0.0648(2) -0.36979(19) 0.0449(8) Uani 1 1 d . . . . .
H44A H 0.6216 0.1200 -0.3506 0.067 Uiso 1 1 calc R U . . .
H44B H 0.5945 0.0197 -0.3894 0.067 Uiso 1 1 calc R U . . .
H44C H 0.7233 0.0625 -0.4150 0.067 Uiso 1 1 calc R U . . .
C45 C 0.8128(3) -0.03171(19) -0.3284(2) 0.0544(10) Uani 1 1 d . . . . .
H45A H 0.8763 -0.0310 -0.3710 0.082 Uiso 1 1 calc R U . . .
H45B H 0.7472 -0.0783 -0.3515 0.082 Uiso 1 1 calc R U . . .
H45C H 0.8600 -0.0398 -0.2819 0.082 Uiso 1 1 calc R U . . .
C46 C 1.0550(3) 0.2740(2) -0.04503(18) 0.0409(8) Uani 1 1 d . . . . .
H46A H 1.1364 0.3107 -0.0413 0.049 Uiso 1 1 calc R U . . .
C47 C 1.0504(3) 0.1863(2) -0.0767(2) 0.0470(9) Uani 1 1 d . . . . .
H47A H 1.1278 0.1501 -0.0992 0.056 Uiso 1 1 calc R U . . .
C48 C 0.9294(4) 0.1574(2) -0.0569(2) 0.0540(10) Uani 1 1 d . . . . .
H48A H 0.9053 0.0974 -0.0628 0.065 Uiso 1 1 calc R U . . .
C49 C 0.8593(3) 0.2283(3) -0.0123(2) 0.0528(10) Uani 1 1 d . . . . .
H49A H 0.7761 0.2269 0.0185 0.063 Uiso 1 1 calc R U . . .
C50 C 0.9377(3) 0.3011(2) -0.00441(18) 0.0453(8) Uani 1 1 d . . . . .
H50A H 0.9206 0.3599 0.0331 0.054 Uiso 1 1 calc R U . . .
C40A C 0.4297(9) 0.3905(6) -0.1576(6) 0.075(2) Uani 0.617(9) 1 d D U P B 1
H40A H 0.4370 0.3650 -0.2176 0.112 Uiso 0.617(9) 1 calc R U P B 1
H40B H 0.4557 0.4508 -0.1405 0.112 Uiso 0.617(9) 1 calc R U P B 1
H40C H 0.3378 0.3843 -0.1418 0.112 Uiso 0.617(9) 1 calc R U P B 1
C41A C 0.4951(12) 0.3713(5) -0.0234(4) 0.076(2) Uani 0.617(9) 1 d D U P B 1
H41A H 0.5679 0.3519 0.0031 0.115 Uiso 0.617(9) 1 calc R U P B 1
H41B H 0.4112 0.3446 -0.0147 0.115 Uiso 0.617(9) 1 calc R U P B 1
H41C H 0.4902 0.4330 0.0009 0.115 Uiso 0.617(9) 1 calc R U P B 1
C41B C 0.4197(15) 0.3770(9) -0.0471(8) 0.076(2) Uani 0.383(9) 1 d D U P B 2
H41D H 0.4441 0.3571 -0.0017 0.115 Uiso 0.383(9) 1 calc R U P B 2
H41E H 0.3310 0.3543 -0.0683 0.115 Uiso 0.383(9) 1 calc R U P B 2
H41F H 0.4197 0.4391 -0.0270 0.115 Uiso 0.383(9) 1 calc R U P B 2
C40B C 0.4928(16) 0.3813(10) -0.1865(8) 0.075(2) Uani 0.383(9) 1 d D U P B 2
H40D H 0.5512 0.3544 -0.2326 0.112 Uiso 0.383(9) 1 calc R U P B 2
H40E H 0.5101 0.4428 -0.1667 0.112 Uiso 0.383(9) 1 calc R U P B 2
H40F H 0.4000 0.3688 -0.2050 0.112 Uiso 0.383(9) 1 calc R U P B 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
Y1 O2 2.1073(18) . ?
Y1 O1 2.1131(19) . ?
Y1 C11 2.575(3) . ?
Y1 C1 2.597(3) . ?
Y1 C23 2.707(3) . ?
Y1 C24 2.712(3) . ?
Y1 C22 2.718(3) . ?
Y1 C25 2.719(3) . ?
Y1 C21 2.730(3) . ?
Y2 O3 2.1066(18) . ?
Y2 O4 2.1201(18) . ?
Y2 C36 2.568(3) . ?
Y2 C26 2.588(3) . ?
Y2 C46 2.707(3) . ?
Y2 C47 2.712(3) . ?
Y2 C48 2.723(3) . ?
Y2 C49 2.724(3) . ?
Y2 C50 2.730(3) . ?
O1 C8 1.388(3) . ?
O2 C18 1.400(3) . ?
O3 C33 1.398(3) . ?
O4 C43 1.401(3) . ?
N1 C1 1.359(3) . ?
N1 C3 1.385(4) . ?
N1 C4 1.473(3) . ?
N2 C1 1.364(3) . ?
N2 C2 1.381(4) . ?
N2 C7 1.466(3) . ?
N3 C11 1.361(3) . ?
N3 C13 1.382(3) . ?
N3 C14 1.469(4) . ?
N4 C11 1.362(3) . ?
N4 C12 1.375(3) . ?
N4 C17 1.460(3) . ?
N5 C26 1.366(3) . ?
N5 C27 1.378(3) . ?
N5 C32 1.462(3) . ?
N6 C26 1.364(3) . ?
N6 C28 1.387(3) . ?
N6 C29 1.471(4) . ?
N7 C36 1.364(3) . ?
N7 C37 1.378(3) . ?
N7 C42 1.460(4) . ?
N8 C36 1.358(3) . ?
N8 C38 1.387(4) . ?
N8 C39 1.470(4) . ?
C2 C3 1.337(4) . ?
C4 C5 1.515(4) . ?
C4 C6 1.522(4) . ?
C7 C8 1.536(4) . ?
C8 C9 1.528(4) . ?
C8 C10 1.534(4) . ?
C12 C13 1.344(4) . ?
C14 C15 1.514(5) . ?
C14 C16 1.519(5) . ?
C17 C18 1.543(4) . ?
C18 C20 1.531(4) . ?
C18 C19 1.534(4) . ?
C21 C25 1.402(4) . ?
C21 C22 1.404(4) . ?
C22 C23 1.404(4) . ?
C23 C24 1.402(4) . ?
C24 C25 1.397(4) . ?
C27 C28 1.334(4) . ?
C29 C30 1.518(4) . ?
C29 C31 1.521(4) . ?
C32 C33 1.541(4) . ?
C33 C35 1.528(4) . ?
C33 C34 1.533(4) . ?
C37 C38 1.337(4) . ?
C39 C40A 1.506(6) . ?
C39 C41B 1.525(8) . ?
C39 C41A 1.530(6) . ?
C39 C40B 1.538(8) . ?
C42 C43 1.536(4) . ?
C43 C44 1.527(4) . ?
C43 C45 1.533(4) . ?
C46 C47 1.385(4) . ?
C46 C50 1.387(4) . ?
C47 C48 1.387(4) . ?
C48 C49 1.393(5) . ?
C49 C50 1.402(5) . ?

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
O2 Y1 O1 123.32(7) . . ?
O2 Y1 C11 76.20(8) . . ?
O1 Y1 C11 88.19(8) . . ?
O2 Y1 C1 88.46(8) . . ?
O1 Y1 C1 75.68(8) . . ?
C11 Y1 C1 146.68(8) . . ?
O2 Y1 C23 131.22(8) . . ?
O1 Y1 C23 101.24(8) . . ?
C11 Y1 C23 128.22(8) . . ?
C1 Y1 C23 84.01(8) . . ?
O2 Y1 C24 142.82(9) . . ?
O1 Y1 C24 93.04(8) . . ?
C11 Y1 C24 99.66(9) . . ?
C1 Y1 C24 109.98(9) . . ?
C23 Y1 C24 29.98(8) . . ?
O2 Y1 C22 101.82(8) . . ?
O1 Y1 C22 130.70(8) . . ?
C11 Y1 C22 123.89(9) . . ?
C1 Y1 C22 87.86(9) . . ?
C23 Y1 C22 30.00(8) . . ?
C24 Y1 C22 49.42(8) . . ?
O2 Y1 C25 115.48(9) . . ?
O1 Y1 C25 114.84(9) . . ?
C11 Y1 C25 80.32(9) . . ?
C1 Y1 C25 132.88(8) . . ?
C23 Y1 C25 49.34(9) . . ?
C24 Y1 C25 29.82(9) . . ?
C22 Y1 C25 49.31(9) . . ?
O2 Y1 C21 93.76(8) . . ?
O1 Y1 C21 142.11(8) . . ?
C11 Y1 C21 94.09(9) . . ?
C1 Y1 C21 116.59(9) . . ?
C23 Y1 C21 49.36(9) . . ?
C24 Y1 C21 49.26(9) . . ?
C22 Y1 C21 29.87(8) . . ?
C25 Y1 C21 29.82(9) . . ?
O3 Y2 O4 124.43(8) . . ?
O3 Y2 C36 87.06(8) . . ?
O4 Y2 C36 75.92(8) . . ?
O3 Y2 C26 74.33(8) . . ?
O4 Y2 C26 90.46(8) . . ?
C36 Y2 C26 145.14(9) . . ?
O3 Y2 C46 102.35(9) . . ?
O4 Y2 C46 129.15(9) . . ?
C36 Y2 C46 129.95(9) . . ?
C26 Y2 C46 83.46(9) . . ?
O3 Y2 C47 131.80(9) . . ?
O4 Y2 C47 100.55(9) . . ?
C36 Y2 C47 123.27(10) . . ?
C26 Y2 C47 90.43(10) . . ?
C46 Y2 C47 29.61(9) . . ?
O3 Y2 C48 140.09(10) . . ?
O4 Y2 C48 94.14(10) . . ?
C36 Y2 C48 93.71(10) . . ?
C26 Y2 C48 119.51(10) . . ?
C46 Y2 C48 48.88(10) . . ?
C47 Y2 C48 29.56(10) . . ?
O3 Y2 C49 112.05(10) . . ?
O4 Y2 C49 117.07(10) . . ?
C36 Y2 C49 81.97(9) . . ?
C26 Y2 C49 132.17(9) . . ?
C46 Y2 C49 48.71(9) . . ?
C47 Y2 C49 48.68(10) . . ?
C48 Y2 C49 29.62(10) . . ?
O3 Y2 C50 91.71(9) . . ?
O4 Y2 C50 143.30(9) . . ?
C36 Y2 C50 102.55(9) . . ?
C26 Y2 C50 107.13(10) . . ?
C46 Y2 C50 29.56(9) . . ?
C47 Y2 C50 48.93(10) . . ?
C48 Y2 C50 49.16(10) . . ?
C49 Y2 C50 29.78(10) . . ?
C8 O1 Y1 145.15(17) . . ?
C18 O2 Y1 141.59(17) . . ?
C33 O3 Y2 143.89(17) . . ?
C43 O4 Y2 142.15(17) . . ?
C1 N1 C3 111.6(2) . . ?
C1 N1 C4 124.2(2) . . ?
C3 N1 C4 124.2(2) . . ?
C1 N2 C2 111.7(2) . . ?
C1 N2 C7 124.0(2) . . ?
C2 N2 C7 124.2(3) . . ?
C11 N3 C13 111.8(2) . . ?
C11 N3 C14 123.6(2) . . ?
C13 N3 C14 124.6(2) . . ?
C11 N4 C12 112.2(2) . . ?
C11 N4 C17 123.6(2) . . ?
C12 N4 C17 124.0(2) . . ?
C26 N5 C27 111.7(2) . . ?
C26 N5 C32 123.9(2) . . ?
C27 N5 C32 124.1(2) . . ?
C26 N6 C28 111.4(2) . . ?
C26 N6 C29 123.4(2) . . ?
C28 N6 C29 124.4(2) . . ?
C36 N7 C37 111.6(2) . . ?
C36 N7 C42 123.5(2) . . ?
C37 N7 C42 124.6(2) . . ?
C36 N8 C38 111.5(3) . . ?
C36 N8 C39 122.7(2) . . ?
C38 N8 C39 125.8(3) . . ?
N1 C1 N2 103.1(2) . . ?
N1 C1 Y1 133.20(19) . . ?
N2 C1 Y1 119.17(18) . . ?
C3 C2 N2 106.7(3) . . ?
C2 C3 N1 106.7(3) . . ?
N1 C4 C5 110.8(2) . . ?
N1 C4 C6 110.2(3) . . ?
C5 C4 C6 111.9(3) . . ?
N2 C7 C8 113.2(2) . . ?
O1 C8 C9 109.6(2) . . ?
O1 C8 C10 110.2(2) . . ?
C9 C8 C10 110.4(3) . . ?
O1 C8 C7 109.3(2) . . ?
C9 C8 C7 110.1(3) . . ?
C10 C8 C7 107.2(2) . . ?
N3 C11 N4 102.9(2) . . ?
N3 C11 Y1 136.34(19) . . ?
N4 C11 Y1 119.35(18) . . ?
C13 C12 N4 106.5(2) . . ?
C12 C13 N3 106.6(2) . . ?
N3 C14 C15 110.5(3) . . ?
N3 C14 C16 109.4(3) . . ?
C15 C14 C16 112.2(3) . . ?
N4 C17 C18 113.2(2) . . ?
O2 C18 C20 110.2(2) . . ?
O2 C18 C19 109.6(2) . . ?
C20 C18 C19 110.5(2) . . ?
O2 C18 C17 109.3(2) . . ?
C20 C18 C17 107.1(2) . . ?
C19 C18 C17 110.1(2) . . ?
C25 C21 C22 107.8(3) . . ?
C25 C21 Y1 74.67(16) . . ?
C22 C21 Y1 74.57(16) . . ?
C21 C22 C23 107.9(2) . . ?
C21 C22 Y1 75.56(15) . . ?
C23 C22 Y1 74.58(15) . . ?
C24 C23 C22 108.0(3) . . ?
C24 C23 Y1 75.21(15) . . ?
C22 C23 Y1 75.41(15) . . ?
C25 C24 C23 108.0(3) . . ?
C25 C24 Y1 75.38(16) . . ?
C23 C24 Y1 74.81(15) . . ?
C24 C25 C21 108.2(3) . . ?
C24 C25 Y1 74.81(16) . . ?
C21 C25 Y1 75.52(16) . . ?
N6 C26 N5 103.1(2) . . ?
N6 C26 Y2 135.69(19) . . ?
N5 C26 Y2 119.39(19) . . ?
C28 C27 N5 107.0(3) . . ?
C27 C28 N6 106.9(3) . . ?
N6 C29 C30 108.6(3) . . ?
N6 C29 C31 111.8(3) . . ?
C30 C29 C31 112.0(3) . . ?
N5 C32 C33 112.5(2) . . ?
O3 C33 C35 109.8(2) . . ?
O3 C33 C34 109.8(2) . . ?
C35 C33 C34 110.2(3) . . ?
O3 C33 C32 108.9(2) . . ?
C35 C33 C32 107.9(2) . . ?
C34 C33 C32 110.2(3) . . ?
N8 C36 N7 103.3(2) . . ?
N8 C36 Y2 134.11(19) . . ?
N7 C36 Y2 120.49(19) . . ?
C38 C37 N7 106.9(3) . . ?
C37 C38 N8 106.7(3) . . ?
N8 C39 C40A 113.3(4) . . ?
N8 C39 C41B 110.2(6) . . ?
N8 C39 C41A 108.7(4) . . ?
C40A C39 C41A 112.5(5) . . ?
N8 C39 C40B 106.3(7) . . ?
C41B C39 C40B 112.0(7) . . ?
N7 C42 C43 112.8(2) . . ?
O4 C43 C44 110.0(2) . . ?
O4 C43 C45 109.6(2) . . ?
C44 C43 C45 110.2(3) . . ?
O4 C43 C42 109.5(2) . . ?
C44 C43 C42 110.1(2) . . ?
C45 C43 C42 107.4(3) . . ?
C47 C46 C50 108.8(3) . . ?
C47 C46 Y2 75.42(17) . . ?
C50 C46 Y2 76.14(17) . . ?
C46 C47 C48 108.3(3) . . ?
C46 C47 Y2 74.97(17) . . ?
C48 C47 Y2 75.66(18) . . ?
C47 C48 C49 107.4(3) . . ?
C47 C48 Y2 74.78(18) . . ?
C49 C48 Y2 75.22(19) . . ?
C48 C49 C50 108.5(3) . . ?
C48 C49 Y2 75.15(19) . . ?
C50 C49 Y2 75.32(17) . . ?
C46 C50 C49 106.9(3) . . ?
C46 C50 Y2 74.30(17) . . ?
C49 C50 Y2 74.89(17) . . ?

_refine_diff_density_max         0.487
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.072

_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 1003239'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_4

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H68 N8 O4 Th, C7 H8'
_chemical_formula_sum            'C47 H76 N8 O4 Th'
_chemical_formula_weight         1049.20

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'
N N 0.0061 0.0033 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Th Th -7.2400 8.8979 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.3655(4)
_cell_length_b                   13.2013(5)
_cell_length_c                   15.6014(5)
_cell_angle_alpha                101.035(3)
_cell_angle_beta                 90.494(2)
_cell_angle_gamma                95.738(3)
_cell_volume                     2486.16(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    15085
_cell_measurement_theta_min      3.1680
_cell_measurement_theta_max      28.0660

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_F_000             810
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2717
_exptl_crystal_size_mid          0.2684
_exptl_crystal_size_min          0.0460
_exptl_absorpt_coefficient_mu    3.079
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.49786
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            45682
_diffrn_reflns_av_unetI/netI     0.0607
_diffrn_reflns_av_R_equivalents  0.0666
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.914
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             11383
_reflns_number_gt                9780
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0688P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11383
_refine_ls_number_parameters     558
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0445
_refine_ls_wR_factor_ref         0.1122
_refine_ls_wR_factor_gt          0.1071
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Th1 Th 0.26720(2) 0.34008(2) 0.72752(2) 0.01838(7) Uani 1 1 d . . . . .
C20 C 0.2188(5) -0.0230(4) 0.8153(4) 0.0397(14) Uani 1 1 d . . . . .
H30A H 0.2501 -0.0743 0.7735 0.060 Uiso 1 1 calc R U . . .
H30B H 0.1563 -0.0018 0.7893 0.060 Uiso 1 1 calc R U . . .
H30C H 0.1974 -0.0519 0.8653 0.060 Uiso 1 1 calc R U . . .
O3 O 0.4148(3) 0.2542(3) 0.7460(2) 0.0257(7) Uani 1 1 d . . . . .
O4 O 0.2631(3) 0.4588(3) 0.8544(2) 0.0277(8) Uani 1 1 d . . . . .
C36 C 0.1995(6) 0.5820(5) 0.9724(4) 0.0473(16) Uani 1 1 d . . . . .
H12A H 0.2543 0.6336 0.9600 0.071 Uiso 1 1 calc R U . . .
H12B H 0.1875 0.5937 1.0340 0.071 Uiso 1 1 calc R U . . .
H12C H 0.1331 0.5863 0.9416 0.071 Uiso 1 1 calc R U . . .
C25 C 0.3535(5) 0.4705(5) 0.5298(4) 0.0367(13) Uani 1 1 d . . . . .
H10A H 0.4191 0.4823 0.5664 0.044 Uiso 1 1 calc R U . . .
H10B H 0.3708 0.4954 0.4764 0.044 Uiso 1 1 calc R U . . .
O1 O 0.3061(3) 0.3141(3) 0.5834(2) 0.0291(8) Uani 1 1 d . . . . .
O2 O 0.0824(3) 0.3341(3) 0.7219(2) 0.0266(8) Uani 1 1 d . . . . .
C24 C 0.4003(6) 0.0425(6) 0.8909(5) 0.0573(19) Uani 1 1 d . . . . .
H30D H 0.3759 0.0113 0.9390 0.086 Uiso 1 1 calc R U . . .
H30E H 0.4486 0.1039 0.9123 0.086 Uiso 1 1 calc R U . . .
H30F H 0.4379 -0.0058 0.8510 0.086 Uiso 1 1 calc R U . . .
C9 C 0.1495(7) 0.6400(6) 0.5994(5) 0.0570(19) Uani 1 1 d . . . . .
H101 H 0.1052 0.6920 0.5956 0.068 Uiso 1 1 calc R U . . .
N7 N 0.4994(3) 0.5772(3) 0.7719(3) 0.0285(9) Uani 1 1 d . . . . .
C5 C 0.2238(6) 0.6055(5) 0.5422(5) 0.0554(19) Uani 1 1 d . . . . .
H100 H 0.2407 0.6281 0.4905 0.066 Uiso 1 1 calc R U . . .
C12 C 0.2248(6) 0.1533(6) 0.9863(4) 0.0523(18) Uani 1 1 d . . . . .
H014 H 0.2382 0.1027 1.0180 0.063 Uiso 1 1 calc R U . . .
N5 N 0.1512(4) 0.5835(4) 0.6656(3) 0.0354(11) Uani 1 1 d . . . . .
C22 C 0.2879(6) 0.0339(6) 0.4660(4) 0.0547(18) Uani 1 1 d . . . . .
H01A H 0.2490 -0.0319 0.4411 0.082 Uiso 1 1 calc R U . . .
H01B H 0.3579 0.0397 0.4402 0.082 Uiso 1 1 calc R U . . .
H01C H 0.2476 0.0888 0.4548 0.082 Uiso 1 1 calc R U . . .
N4 N 0.1740(4) 0.2904(4) 0.9461(3) 0.0331(10) Uani 1 1 d . . . . .
N3 N 0.5616(3) 0.4367(4) 0.7127(3) 0.0270(9) Uani 1 1 d . . . . .
N6 N 0.1953(4) 0.0495(3) 0.6053(3) 0.0318(10) Uani 1 1 d . . . . .
N8 N 0.2505(4) 0.1541(4) 0.9005(3) 0.0362(11) Uani 1 1 d . . . . .
C31 C 0.5273(4) 0.2569(4) 0.7415(3) 0.0264(11) Uani 1 1 d . . . . .
C39 C 0.5773(4) 0.2964(5) 0.8337(3) 0.0332(12) Uani 1 1 d . . . . .
H02A H 0.5564 0.3643 0.8563 0.050 Uiso 1 1 calc R U . . .
H02B H 0.6551 0.2997 0.8313 0.050 Uiso 1 1 calc R U . . .
H02C H 0.5517 0.2499 0.8712 0.050 Uiso 1 1 calc R U . . .
C11 C 0.6113(4) 0.5987(5) 0.7706(4) 0.0369(13) Uani 1 1 d . . . . .
H026 H 0.6516 0.6622 0.7913 0.044 Uiso 1 1 calc R U . . .
C34 C -0.1018(5) 0.3271(5) 0.7696(4) 0.0438(15) Uani 1 1 d . . . . .
H02D H -0.0786 0.3336 0.8295 0.066 Uiso 1 1 calc R U . . .
H02E H -0.1707 0.2858 0.7596 0.066 Uiso 1 1 calc R U . . .
H02F H -0.1088 0.3948 0.7574 0.066 Uiso 1 1 calc R U . . .
C38 C -0.0563(5) 0.2609(5) 0.6139(4) 0.0418(14) Uani 1 1 d . . . . .
H02G H -0.0680 0.3272 0.6009 0.063 Uiso 1 1 calc R U . . .
H02H H -0.1232 0.2161 0.6048 0.063 Uiso 1 1 calc R U . . .
H02I H -0.0023 0.2307 0.5762 0.063 Uiso 1 1 calc R U . . .
N2 N 0.0617(3) 0.1046(3) 0.6777(3) 0.0287(9) Uani 1 1 d . . . . .
C7 C 0.6497(4) 0.5102(5) 0.7340(4) 0.0357(13) Uani 1 1 d . . . . .
H030 H 0.7223 0.5000 0.7246 0.043 Uiso 1 1 calc R U . . .
C29 C 0.3169(4) 0.3528(5) 0.5071(3) 0.0313(12) Uani 1 1 d . . . . .
C6 C 0.0249(5) 0.0062(4) 0.6312(4) 0.0380(13) Uani 1 1 d . . . . .
H032 H -0.0445 -0.0282 0.6312 0.046 Uiso 1 1 calc R U . . .
N1 N 0.2700(4) 0.5298(4) 0.5752(3) 0.0349(11) Uani 1 1 d . . . . .
C14 C 0.3025(5) 0.0423(5) 0.5644(4) 0.0389(14) Uani 1 1 d . . . . .
H035 H 0.3491 0.1064 0.5876 0.047 Uiso 1 1 calc R U . . .
C32 C 0.2373(5) 0.4739(4) 0.9428(3) 0.0319(12) Uani 1 1 d . . . . .
C28 C 0.1418(5) 0.3945(5) 0.9540(4) 0.0354(13) Uani 1 1 d . . . . .
H03A H 0.1112 0.4151 1.0109 0.042 Uiso 1 1 calc R U . . .
H03B H 0.0857 0.3942 0.9101 0.042 Uiso 1 1 calc R U . . .
C35 C 0.5598(4) 0.1485(4) 0.7044(4) 0.0373(13) Uani 1 1 d . . . . .
H03C H 0.5315 0.1009 0.7402 0.056 Uiso 1 1 calc R U . . .
H03D H 0.6376 0.1509 0.7040 0.056 Uiso 1 1 calc R U . . .
H03E H 0.5306 0.1259 0.6459 0.056 Uiso 1 1 calc R U . . .
C18 C 0.3564(6) -0.0481(5) 0.5867(5) 0.0569(19) Uani 1 1 d . . . . .
H04A H 0.3692 -0.0371 0.6488 0.085 Uiso 1 1 calc R U . . .
H04B H 0.4243 -0.0531 0.5577 0.085 Uiso 1 1 calc R U . . .
H04C H 0.3097 -0.1112 0.5679 0.085 Uiso 1 1 calc R U . . .
C2 C 0.1677(4) 0.1337(4) 0.6624(3) 0.0268(11) Uani 1 1 d . . . . .
C10 C 0.1102(5) -0.0290(5) 0.5861(4) 0.0431(15) Uani 1 1 d . . . . .
H042 H 0.1119 -0.0933 0.5494 0.052 Uiso 1 1 calc R U . . .
C16 C 0.3028(5) 0.0711(5) 0.8438(4) 0.0370(13) Uani 1 1 d . . . . .
H043 H 0.3281 0.0964 0.7916 0.044 Uiso 1 1 calc R U . . .
C40 C 0.3369(5) 0.4625(5) 0.9973(4) 0.0450(15) Uani 1 1 d . . . . .
H04D H 0.3612 0.3954 0.9773 0.068 Uiso 1 1 calc R U . . .
H04E H 0.3181 0.4695 1.0576 0.068 Uiso 1 1 calc R U . . .
H04F H 0.3940 0.5153 0.9913 0.068 Uiso 1 1 calc R U . . .
C1 C 0.2262(4) 0.5132(4) 0.6517(3) 0.0273(11) Uani 1 1 d . . . . .
C30 C -0.0172(4) 0.2747(4) 0.7094(3) 0.0286(11) Uani 1 1 d . . . . .
C33 C 0.2102(5) 0.3315(5) 0.4547(4) 0.0439(15) Uani 1 1 d . . . . .
H04G H 0.1878 0.2583 0.4431 0.066 Uiso 1 1 calc R U . . .
H04H H 0.2199 0.3549 0.4004 0.066 Uiso 1 1 calc R U . . .
H04I H 0.1557 0.3677 0.4874 0.066 Uiso 1 1 calc R U . . .
C26 C -0.0083(4) 0.1686(4) 0.7342(3) 0.0305(12) Uani 1 1 d . . . . .
H04J H 0.0196 0.1794 0.7939 0.037 Uiso 1 1 calc R U . . .
H04K H -0.0804 0.1316 0.7318 0.037 Uiso 1 1 calc R U . . .
C27 C 0.5697(4) 0.3264(4) 0.6790(3) 0.0296(12) Uani 1 1 d . . . . .
H13A H 0.6452 0.3162 0.6674 0.035 Uiso 1 1 calc R U . . .
H13B H 0.5288 0.3056 0.6240 0.035 Uiso 1 1 calc R U . . .
C4 C 0.2203(4) 0.2397(4) 0.8734(3) 0.0273(11) Uani 1 1 d . . . . .
C3 C 0.4659(4) 0.4765(4) 0.7360(3) 0.0253(10) Uani 1 1 d . . . . .
C15 C 0.4258(5) 0.6553(4) 0.8056(4) 0.0325(12) Uani 1 1 d . . . . .
H132 H 0.3537 0.6191 0.8109 0.039 Uiso 1 1 calc R U . . .
C13 C 0.0820(4) 0.5968(5) 0.7414(4) 0.0363(13) Uani 1 1 d . . . . .
H135 H 0.0925 0.5424 0.7746 0.044 Uiso 1 1 calc R U . . .
C37 C 0.4062(5) 0.3031(5) 0.4509(4) 0.0418(15) Uani 1 1 d . . . . .
H32A H 0.4734 0.3147 0.4842 0.063 Uiso 1 1 calc R U . . .
H32B H 0.4150 0.3337 0.4000 0.063 Uiso 1 1 calc R U . . .
H32C H 0.3859 0.2298 0.4334 0.063 Uiso 1 1 calc R U . . .
C403 C 0.9139(7) 0.9875(9) 0.8697(7) 0.076(3) Uani 1 1 d . . . . .
H403 H 0.9838 1.0003 0.8944 0.092 Uiso 1 1 calc R U . . .
C19 C 0.4155(5) 0.7290(5) 0.7428(4) 0.0436(15) Uani 1 1 d . . . . .
H13C H 0.4859 0.7632 0.7349 0.065 Uiso 1 1 calc R U . . .
H13D H 0.3678 0.7798 0.7664 0.065 Uiso 1 1 calc R U . . .
H13E H 0.3864 0.6905 0.6875 0.065 Uiso 1 1 calc R U . . .
C8 C 0.1774(6) 0.2389(5) 1.0149(4) 0.0504(17) Uani 1 1 d . . . . .
H491 H 0.1515 0.2600 1.0706 0.060 Uiso 1 1 calc R U . . .
C21 C 0.1132(5) 0.7015(5) 0.7997(4) 0.0481(16) Uani 1 1 d . . . . .
H13F H 0.1865 0.7047 0.8216 0.072 Uiso 1 1 calc R U . . .
H13G H 0.0649 0.7111 0.8477 0.072 Uiso 1 1 calc R U . . .
H13H H 0.1079 0.7553 0.7666 0.072 Uiso 1 1 calc R U . . .
C23 C 0.4649(6) 0.7151(6) 0.8966(4) 0.0545(18) Uani 1 1 d . . . . .
H13I H 0.4726 0.6670 0.9347 0.082 Uiso 1 1 calc R U . . .
H13J H 0.4127 0.7616 0.9197 0.082 Uiso 1 1 calc R U . . .
H13K H 0.5337 0.7541 0.8923 0.082 Uiso 1 1 calc R U . . .
C17 C -0.0370(5) 0.5879(6) 0.7134(5) 0.059(2) Uani 1 1 d . . . . .
H13L H -0.0503 0.6466 0.6882 0.089 Uiso 1 1 calc R U . . .
H13M H -0.0816 0.5863 0.7633 0.089 Uiso 1 1 calc R U . . .
H13N H -0.0544 0.5253 0.6709 0.089 Uiso 1 1 calc R U . . .
C404 C 0.7366(6) 1.0353(7) 0.8566(6) 0.065(2) Uani 1 1 d . . . . .
H404 H 0.6826 1.0790 0.8724 0.077 Uiso 1 1 calc R U . . .
C405 C 0.8361(8) 1.0561(8) 0.8947(6) 0.078(3) Uani 1 1 d . . . . .
C406 C 0.8631(12) 1.1441(8) 0.9586(6) 0.121(5) Uani 1 1 d . . . . .
H40A H 0.8343 1.2025 0.9417 0.181 Uiso 1 1 calc R U . . .
H40B H 0.9408 1.1573 0.9652 0.181 Uiso 1 1 calc R U . . .
H40C H 0.8329 1.1334 1.0130 0.181 Uiso 1 1 calc R U . . .
C402 C 0.7772(12) 0.8779(9) 0.7647(7) 0.096(4) Uani 1 1 d . . . . .
H402 H 0.7552 0.8202 0.7217 0.115 Uiso 1 1 calc R U . . .
C401 C 0.8835(15) 0.8998(12) 0.8069(10) 0.140(7) Uani 1 1 d . . . . .
H401 H 0.9341 0.8525 0.7912 0.168 Uiso 1 1 calc R U . . .
C400 C 0.7181(15) 0.9494(12) 0.7951(9) 0.141(6) Uani 1 1 d . . . . .
H400 H 0.6487 0.9400 0.7696 0.170 Uiso 1 1 calc R U . . .


_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
Th1 O1 2.271(3) . ?
Th1 O2 2.278(3) . ?
Th1 O4 2.282(3) . ?
Th1 O3 2.286(3) . ?
Th1 C1 2.853(5) . ?
Th1 C2 2.867(5) . ?
Th1 C4 2.880(5) . ?
Th1 C3 2.884(5) . ?
C20 C16 1.530(8) . ?
O3 C31 1.391(6) . ?
O4 C32 1.400(6) . ?
C36 C32 1.533(8) . ?
C25 N1 1.464(8) . ?
C25 C29 1.547(8) . ?
O1 C29 1.385(6) . ?
O2 C30 1.384(6) . ?
C24 C16 1.522(9) . ?
C9 C5 1.338(10) . ?
C9 N5 1.386(8) . ?
N7 C3 1.361(7) . ?
N7 C11 1.385(7) . ?
N7 C15 1.468(7) . ?
C5 N1 1.377(8) . ?
C12 C8 1.328(10) . ?
C12 N8 1.381(7) . ?
N5 C1 1.366(7) . ?
N5 C13 1.459(7) . ?
C22 C14 1.526(9) . ?
N4 C4 1.363(7) . ?
N4 C8 1.379(7) . ?
N4 C28 1.451(8) . ?
N3 C3 1.366(6) . ?
N3 C7 1.378(7) . ?
N3 C27 1.465(7) . ?
N6 C2 1.360(7) . ?
N6 C10 1.389(7) . ?
N6 C14 1.480(7) . ?
N8 C4 1.364(7) . ?
N8 C16 1.477(8) . ?
C31 C27 1.525(7) . ?
C31 C35 1.531(7) . ?
C31 C39 1.535(7) . ?
C11 C7 1.333(8) . ?
C34 C30 1.539(7) . ?
C38 C30 1.534(7) . ?
N2 C2 1.364(6) . ?
N2 C6 1.392(7) . ?
N2 C26 1.454(7) . ?
C29 C33 1.519(8) . ?
C29 C37 1.536(8) . ?
C6 C10 1.344(9) . ?
N1 C1 1.362(7) . ?
C14 C18 1.517(9) . ?
C32 C40 1.528(8) . ?
C32 C28 1.533(8) . ?
C30 C26 1.537(8) . ?
C15 C19 1.520(8) . ?
C15 C23 1.535(8) . ?
C13 C21 1.514(8) . ?
C13 C17 1.519(8) . ?
C403 C401 1.383(19) . ?
C403 C405 1.394(12) . ?
C404 C400 1.338(16) . ?
C404 C405 1.341(12) . ?
C405 C406 1.388(13) . ?
C402 C400 1.273(16) . ?
C402 C401 1.442(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Th1 O2 101.48(13) . . ?
O1 Th1 O4 145.91(13) . . ?
O2 Th1 O4 87.01(12) . . ?
O1 Th1 O3 86.68(13) . . ?
O2 Th1 O3 146.78(12) . . ?
O4 Th1 O3 104.21(13) . . ?
O1 Th1 C1 68.18(14) . . ?
O2 Th1 C1 75.78(13) . . ?
O4 Th1 C1 82.44(14) . . ?
O3 Th1 C1 136.00(13) . . ?
O1 Th1 C2 77.09(13) . . ?
O2 Th1 C2 68.42(13) . . ?
O4 Th1 C2 135.71(13) . . ?
O3 Th1 C2 82.50(13) . . ?
C1 Th1 C2 122.96(14) . . ?
O1 Th1 C4 144.71(14) . . ?
O2 Th1 C4 81.43(13) . . ?
O4 Th1 C4 68.85(14) . . ?
O3 Th1 C4 74.08(13) . . ?
C1 Th1 C4 144.08(15) . . ?
C2 Th1 C4 71.36(15) . . ?
O1 Th1 C3 80.38(13) . . ?
O2 Th1 C3 143.76(14) . . ?
O4 Th1 C3 73.94(13) . . ?
O3 Th1 C3 69.09(13) . . ?
C1 Th1 C3 71.42(14) . . ?
C2 Th1 C3 144.53(14) . . ?
C4 Th1 C3 117.83(14) . . ?
C31 O3 Th1 145.2(3) . . ?
C32 O4 Th1 145.3(3) . . ?
N1 C25 C29 112.4(5) . . ?
C29 O1 Th1 149.0(3) . . ?
C30 O2 Th1 148.4(3) . . ?
C5 C9 N5 106.9(6) . . ?
C3 N7 C11 112.2(5) . . ?
C3 N7 C15 124.2(4) . . ?
C11 N7 C15 123.6(5) . . ?
C9 C5 N1 106.2(6) . . ?
C8 C12 N8 106.7(6) . . ?
C1 N5 C9 111.8(5) . . ?
C1 N5 C13 123.6(5) . . ?
C9 N5 C13 124.6(5) . . ?
C4 N4 C8 112.2(5) . . ?
C4 N4 C28 123.2(4) . . ?
C8 N4 C28 123.8(5) . . ?
C3 N3 C7 111.9(5) . . ?
C3 N3 C27 123.5(4) . . ?
C7 N3 C27 124.2(4) . . ?
C2 N6 C10 112.7(5) . . ?
C2 N6 C14 124.5(4) . . ?
C10 N6 C14 122.8(5) . . ?
C4 N8 C12 112.1(5) . . ?
C4 N8 C16 123.8(5) . . ?
C12 N8 C16 124.1(5) . . ?
O3 C31 C27 110.1(4) . . ?
O3 C31 C35 110.3(4) . . ?
C27 C31 C35 106.4(4) . . ?
O3 C31 C39 108.7(4) . . ?
C27 C31 C39 111.1(4) . . ?
C35 C31 C39 110.2(4) . . ?
C7 C11 N7 106.3(5) . . ?
C2 N2 C6 112.7(5) . . ?
C2 N2 C26 124.9(4) . . ?
C6 N2 C26 122.3(4) . . ?
C11 C7 N3 107.1(5) . . ?
O1 C29 C33 110.2(4) . . ?
O1 C29 C37 110.9(5) . . ?
C33 C29 C37 109.1(5) . . ?
O1 C29 C25 109.4(4) . . ?
C33 C29 C25 110.8(5) . . ?
C37 C29 C25 106.3(5) . . ?
C10 C6 N2 106.0(5) . . ?
C1 N1 C5 112.9(5) . . ?
C1 N1 C25 124.1(5) . . ?
C5 N1 C25 123.0(5) . . ?
N6 C14 C18 110.8(5) . . ?
N6 C14 C22 109.1(5) . . ?
C18 C14 C22 112.2(5) . . ?
O4 C32 C40 109.6(5) . . ?
O4 C32 C28 108.6(4) . . ?
C40 C32 C28 111.4(5) . . ?
O4 C32 C36 110.1(5) . . ?
C40 C32 C36 110.0(5) . . ?
C28 C32 C36 107.2(5) . . ?
N4 C28 C32 112.4(5) . . ?
N6 C2 N2 102.2(4) . . ?
N6 C2 Th1 135.5(3) . . ?
N2 C2 Th1 121.7(3) . . ?
C6 C10 N6 106.4(5) . . ?
N8 C16 C24 110.7(5) . . ?
N8 C16 C20 109.1(5) . . ?
C24 C16 C20 111.3(5) . . ?
N1 C1 N5 102.3(4) . . ?
N1 C1 Th1 122.7(4) . . ?
N5 C1 Th1 133.8(4) . . ?
O2 C30 C38 109.9(4) . . ?
O2 C30 C26 110.2(4) . . ?
C38 C30 C26 110.4(5) . . ?
O2 C30 C34 110.4(4) . . ?
C38 C30 C34 109.5(5) . . ?
C26 C30 C34 106.5(4) . . ?
N2 C26 C30 113.5(4) . . ?
N3 C27 C31 113.2(4) . . ?
N4 C4 N8 102.2(4) . . ?
N4 C4 Th1 120.7(4) . . ?
N8 C4 Th1 135.9(4) . . ?
N7 C3 N3 102.5(4) . . ?
N7 C3 Th1 136.5(3) . . ?
N3 C3 Th1 120.1(3) . . ?
N7 C15 C19 110.8(5) . . ?
N7 C15 C23 110.6(5) . . ?
C19 C15 C23 110.9(5) . . ?
N5 C13 C21 110.1(5) . . ?
N5 C13 C17 110.8(5) . . ?
C21 C13 C17 109.5(5) . . ?
C401 C403 C405 117.7(11) . . ?
C12 C8 N4 106.7(6) . . ?
C400 C404 C405 117.5(11) . . ?
C404 C405 C406 121.5(11) . . ?
C404 C405 C403 119.1(10) . . ?
C406 C405 C403 119.3(12) . . ?
C400 C402 C401 109.9(13) . . ?
C403 C401 C402 123.3(11) . . ?
C402 C400 C404 132.3(17) . . ?

_refine_diff_density_max         3.882
_refine_diff_density_min         -2.568
_refine_diff_density_rms         0.167

_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 1003240'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_5

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H32 N3 O Y'
_chemical_formula_sum            'C24 H32 N3 O Y'
_chemical_formula_weight         467.43

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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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                   17.5456(5)
_cell_length_b                   15.6123(5)
_cell_length_c                   16.8818(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.453(3)
_cell_angle_gamma                90
_cell_volume                     4620.1(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4542
_cell_measurement_theta_min      3.7350
_cell_measurement_theta_max      29.2620

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_F_000             1952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.9355
_exptl_crystal_size_mid          0.4335
_exptl_crystal_size_min          0.3184
_exptl_absorpt_coefficient_mu    2.543
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.28000
_exptl_absorpt_correction_T_max  0.46100
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_reflns_number            15469
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.021
_diffrn_reflns_theta_max         27.059
_diffrn_reflns_theta_full        27.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5055
_reflns_number_gt                3950
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, SHELXL-2014)'
_computing_molecular_graphics    ortep
_computing_publication_material  ortep

_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     
'w=1/[σ²(Fo²)+(0.0362P)²+2.8835P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5055
_refine_ls_number_parameters     266
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0318
_refine_ls_wR_factor_ref         0.0777
_refine_ls_wR_factor_gt          0.0716
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.82346(2) 0.45455(2) 0.43386(2) 0.02290(7) Uani 1 1 d . . . . .
O1 O 0.82681(8) 0.57141(10) 0.37783(9) 0.0271(4) Uani 1 1 d . . . . .
N1 N 0.71988(11) 0.40413(13) 0.35297(12) 0.0310(5) Uani 1 1 d . . . . .
N2 N 0.70265(10) 0.67907(12) 0.31470(11) 0.0253(4) Uani 1 1 d . . . . .
N3 N 0.59754(10) 0.64354(12) 0.36878(11) 0.0265(4) Uani 1 1 d . . . . .
C1 C 0.84109(12) 0.65198(15) 0.34649(13) 0.0273(5) Uani 1 1 d . . . . .
C2 C 0.77910(12) 0.67329(16) 0.28228(13) 0.0280(5) Uani 1 1 d . . . . .
H2A H 0.7916 0.7285 0.2571 0.034 Uiso 1 1 calc R U . . .
H2B H 0.7788 0.6285 0.2408 0.034 Uiso 1 1 calc R U . . .
C3 C 0.66129(12) 0.61358(15) 0.33872(13) 0.0263(5) Uani 1 1 d . . . . .
H3A H 0.6749 0.5549 0.3351 0.032 Uiso 1 1 calc R U . . .
C4 C 0.66421(13) 0.75358(15) 0.33045(14) 0.0318(5) Uani 1 1 d . . . . .
H4A H 0.6810 0.8101 0.3198 0.038 Uiso 1 1 calc R U . . .
C5 C 0.59833(13) 0.73168(15) 0.36379(15) 0.0329(6) Uani 1 1 d . . . . .
H5A H 0.5599 0.7697 0.3806 0.039 Uiso 1 1 calc R U . . .
C6 C 0.53785(13) 0.58979(15) 0.40388(15) 0.0324(6) Uani 1 1 d . . . . .
H6A H 0.5554 0.5289 0.4029 0.039 Uiso 1 1 calc R U . . .
C7 C 0.52989(15) 0.61539(17) 0.48990(15) 0.0391(6) Uani 1 1 d . . . . .
H7A H 0.5789 0.6075 0.5191 0.059 Uiso 1 1 calc R U . . .
H7B H 0.4910 0.5795 0.5136 0.059 Uiso 1 1 calc R U . . .
H7C H 0.5146 0.6757 0.4926 0.059 Uiso 1 1 calc R U . . .
C8 C 0.46373(15) 0.5957(2) 0.35542(17) 0.0492(7) Uani 1 1 d . . . . .
H8A H 0.4701 0.5697 0.3033 0.074 Uiso 1 1 calc R U . . .
H8B H 0.4493 0.6560 0.3487 0.074 Uiso 1 1 calc R U . . .
H8C H 0.4237 0.5653 0.3828 0.074 Uiso 1 1 calc R U . . .
C9 C 0.91719(13) 0.65123(19) 0.30501(17) 0.0427(7) Uani 1 1 d . . . . .
H9A H 0.9590 0.6414 0.3443 0.064 Uiso 1 1 calc R U . . .
H9B H 0.9245 0.7065 0.2788 0.064 Uiso 1 1 calc R U . . .
H9C H 0.9166 0.6053 0.2654 0.064 Uiso 1 1 calc R U . . .
C10 C 0.84284(15) 0.71890(17) 0.41201(15) 0.0394(6) Uani 1 1 d . . . . .
H10A H 0.7944 0.7178 0.4389 0.059 Uiso 1 1 calc R U . . .
H10B H 0.8504 0.7758 0.3890 0.059 Uiso 1 1 calc R U . . .
H10C H 0.8849 0.7063 0.4503 0.059 Uiso 1 1 calc R U . . .
C11 C 0.71322(16) 0.42166(16) 0.27345(15) 0.0373(6) Uani 1 1 d . . . . .
H11A H 0.7531 0.4439 0.2432 0.045 Uiso 1 1 calc R U . . .
C12 C 0.64165(19) 0.40282(19) 0.24349(19) 0.0544(9) Uani 1 1 d . . . . .
H12A H 0.6231 0.4100 0.1902 0.065 Uiso 1 1 calc R U . . .
C13 C 0.60118(16) 0.3711(2) 0.3060(2) 0.0579(9) Uani 1 1 d . . . . .
H13A H 0.5497 0.3522 0.3038 0.070 Uiso 1 1 calc R U . . .
C14 C 0.64989(14) 0.37253(17) 0.37100(18) 0.0427(7) Uani 1 1 d . . . . .
H14A H 0.6370 0.3540 0.4223 0.051 Uiso 1 1 calc R U . . .
C15 C 0.75809(15) 0.5443(2) 0.54954(15) 0.0429(7) Uani 1 1 d . . . . .
H15A H 0.7395 0.6047 0.5444 0.052 Uiso 1 1 calc R U . . .
C16 C 0.71326(15) 0.4724(2) 0.53905(16) 0.0441(7) Uani 1 1 d . . . . .
H16A H 0.6571 0.4722 0.5259 0.053 Uiso 1 1 calc R U . . .
C17 C 0.75643(19) 0.4014(2) 0.56501(17) 0.0549(8) Uani 1 1 d . . . . .
H17A H 0.7362 0.3425 0.5743 0.066 Uiso 1 1 calc R U . . .
C18 C 0.82811(19) 0.4322(3) 0.59135(16) 0.0595(10) Uani 1 1 d . . . . .
H18A H 0.8676 0.3985 0.6223 0.071 Uiso 1 1 calc R U . . .
C19 C 0.82909(16) 0.5203(2) 0.58059(16) 0.0510(8) Uani 1 1 d . . . . .
H19A H 0.8692 0.5602 0.6027 0.061 Uiso 1 1 calc R U . . .
C20 C 0.91895(13) 0.38154(17) 0.33153(15) 0.0380(6) Uani 1 1 d . . . . .
H20A H 0.9162 0.3890 0.2726 0.046 Uiso 1 1 calc R U . . .
C21 C 0.96641(13) 0.42750(17) 0.38451(16) 0.0358(6) Uani 1 1 d . . . . .
H21A H 1.0029 0.4733 0.3696 0.043 Uiso 1 1 calc R U . . .
C22 C 0.96428(14) 0.38905(18) 0.45882(16) 0.0389(6) Uani 1 1 d . . . . .
H22A H 0.9996 0.4017 0.5054 0.047 Uiso 1 1 calc R U . . .
C23 C 0.91496(15) 0.31786(17) 0.45150(17) 0.0444(7) Uani 1 1 d . . . . .
H23A H 0.9099 0.2717 0.4920 0.053 Uiso 1 1 calc R U . . .
C24 C 0.88685(15) 0.31386(17) 0.37275(17) 0.0418(7) Uani 1 1 d . . . . .
H24A H 0.8582 0.2646 0.3481 0.050 Uiso 1 1 calc R U . . .


_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 O1 2.0570(15) . ?
Y1 N1 2.3611(19) . ?
Y1 C19 2.679(3) . ?
Y1 C23 2.679(2) . ?
Y1 C18 2.679(3) . ?
Y1 C17 2.683(3) . ?
Y1 C24 2.688(2) . ?
Y1 C22 2.690(2) . ?
Y1 C16 2.695(2) . ?
Y1 C15 2.699(2) . ?
Y1 C20 2.709(2) . ?
Y1 C21 2.710(2) . ?
O1 C1 1.392(3) . ?
N1 C14 1.370(3) . ?
N1 C11 1.370(3) . ?
N2 C3 1.327(3) . ?
N2 C4 1.376(3) . ?
N2 C2 1.473(3) . ?
N3 C3 1.333(3) . ?
N3 C5 1.379(3) . ?
N3 C6 1.485(3) . ?
C1 C10 1.521(3) . ?
C1 C9 1.534(3) . ?
C1 C2 1.539(3) . ?
C4 C5 1.351(3) . ?
C6 C8 1.509(4) . ?
C6 C7 1.518(3) . ?
C11 C12 1.365(4) . ?
C12 C13 1.388(4) . ?
C13 C14 1.362(4) . ?
C15 C16 1.378(4) . ?
C15 C19 1.382(4) . ?
C16 C17 1.402(4) . ?
C17 C18 1.401(4) . ?
C18 C19 1.388(5) . ?
C20 C21 1.394(4) . ?
C20 C24 1.397(4) . ?
C21 C22 1.393(4) . ?
C22 C23 1.411(4) . ?
C23 C24 1.399(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Y1 N1 93.79(7) . . ?
O1 Y1 C19 94.86(9) . . ?
N1 Y1 C19 131.26(8) . . ?
O1 Y1 C23 136.79(7) . . ?
N1 Y1 C23 103.97(8) . . ?
C19 Y1 C23 101.78(10) . . ?
O1 Y1 C18 124.86(10) . . ?
N1 Y1 C18 121.36(10) . . ?
C19 Y1 C18 30.02(10) . . ?
C23 Y1 C18 78.07(9) . . ?
O1 Y1 C17 132.53(8) . . ?
N1 Y1 C17 91.17(9) . . ?
C19 Y1 C17 49.88(10) . . ?
C23 Y1 C17 86.77(9) . . ?
C18 Y1 C17 30.29(10) . . ?
O1 Y1 C24 121.87(8) . . ?
N1 Y1 C24 80.01(8) . . ?
C19 Y1 C24 131.95(10) . . ?
C23 Y1 C24 30.23(8) . . ?
C18 Y1 C24 106.19(10) . . ?
C17 Y1 C24 105.50(9) . . ?
O1 Y1 C22 111.41(8) . . ?
N1 Y1 C22 130.00(8) . . ?
C19 Y1 C22 90.20(9) . . ?
C23 Y1 C22 30.46(8) . . ?
C18 Y1 C22 78.83(9) . . ?
C17 Y1 C22 100.68(10) . . ?
C24 Y1 C22 50.00(8) . . ?
O1 Y1 C16 104.29(8) . . ?
N1 Y1 C16 81.91(8) . . ?
C19 Y1 C16 49.49(9) . . ?
C23 Y1 C16 116.89(9) . . ?
C18 Y1 C16 49.60(9) . . ?
C17 Y1 C16 30.21(9) . . ?
C24 Y1 C16 131.11(9) . . ?
C22 Y1 C16 128.02(9) . . ?
O1 Y1 C15 83.90(8) . . ?
N1 Y1 C15 104.54(8) . . ?
C19 Y1 C15 29.79(8) . . ?
C23 Y1 C15 127.17(9) . . ?
C18 Y1 C15 49.11(10) . . ?
C17 Y1 C15 49.34(10) . . ?
C24 Y1 C15 153.84(9) . . ?
C22 Y1 C15 119.99(8) . . ?
C16 Y1 C15 29.60(8) . . ?
O1 Y1 C20 92.83(7) . . ?
N1 Y1 C20 88.43(7) . . ?
C19 Y1 C20 138.72(8) . . ?
C23 Y1 C20 49.59(8) . . ?
C18 Y1 C20 125.77(9) . . ?
C17 Y1 C20 134.52(10) . . ?
C24 Y1 C20 30.00(8) . . ?
C22 Y1 C20 49.54(8) . . ?
C16 Y1 C20 160.79(9) . . ?
C15 Y1 C20 166.77(8) . . ?
O1 Y1 C21 87.24(7) . . ?
N1 Y1 C21 118.03(7) . . ?
C19 Y1 C21 110.24(8) . . ?
C23 Y1 C21 49.61(8) . . ?
C18 Y1 C21 107.19(9) . . ?
C17 Y1 C21 130.53(10) . . ?
C24 Y1 C21 49.53(8) . . ?
C22 Y1 C21 29.89(8) . . ?
C16 Y1 C21 156.68(9) . . ?
C15 Y1 C21 136.97(8) . . ?
C20 Y1 C21 29.83(8) . . ?
C1 O1 Y1 170.30(14) . . ?
C14 N1 C11 104.5(2) . . ?
C14 N1 Y1 131.82(18) . . ?
C11 N1 Y1 122.10(17) . . ?
C3 N2 C4 108.25(18) . . ?
C3 N2 C2 125.79(19) . . ?
C4 N2 C2 125.81(19) . . ?
C3 N3 C5 108.44(19) . . ?
C3 N3 C6 124.85(19) . . ?
C5 N3 C6 126.69(19) . . ?
O1 C1 C10 110.05(19) . . ?
O1 C1 C9 109.95(19) . . ?
C10 C1 C9 110.3(2) . . ?
O1 C1 C2 109.26(18) . . ?
C10 C1 C2 110.82(19) . . ?
C9 C1 C2 106.43(18) . . ?
N2 C2 C1 112.27(17) . . ?
N2 C3 N3 108.9(2) . . ?
C5 C4 N2 107.6(2) . . ?
C4 C5 N3 106.8(2) . . ?
N3 C6 C8 110.8(2) . . ?
N3 C6 C7 109.16(19) . . ?
C8 C6 C7 113.0(2) . . ?
C12 C11 N1 111.0(3) . . ?
C11 C12 C13 106.7(3) . . ?
C14 C13 C12 106.4(3) . . ?
C13 C14 N1 111.4(3) . . ?
C16 C15 C19 109.1(3) . . ?
C16 C15 Y1 75.04(15) . . ?
C19 C15 Y1 74.31(15) . . ?
C15 C16 C17 107.8(3) . . ?
C15 C16 Y1 75.35(14) . . ?
C17 C16 Y1 74.40(14) . . ?
C18 C17 C16 107.1(3) . . ?
C18 C17 Y1 74.72(16) . . ?
C16 C17 Y1 75.38(15) . . ?
C19 C18 C17 108.3(3) . . ?
C19 C18 Y1 74.99(16) . . ?
C17 C18 Y1 74.99(16) . . ?
C15 C19 C18 107.6(3) . . ?
C15 C19 Y1 75.90(15) . . ?
C18 C19 Y1 75.00(17) . . ?
C21 C20 C24 108.2(2) . . ?
C21 C20 Y1 75.11(14) . . ?
C24 C20 Y1 74.16(14) . . ?
C22 C21 C20 108.5(2) . . ?
C22 C21 Y1 74.29(14) . . ?
C20 C21 Y1 75.06(13) . . ?
C21 C22 C23 107.5(2) . . ?
C21 C22 Y1 75.82(14) . . ?
C23 C22 Y1 74.34(14) . . ?
C24 C23 C22 108.0(2) . . ?
C24 C23 Y1 75.22(14) . . ?
C22 C23 Y1 75.20(14) . . ?
C20 C24 C23 107.8(2) . . ?
C20 C24 Y1 75.84(14) . . ?
C23 C24 Y1 74.56(14) . . ?

_refine_diff_density_max         0.334
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.059

_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 1003241'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_6

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H34 N3 O Y'
_chemical_formula_sum            'C28 H34 N3 O Y'
_chemical_formula_weight         517.49

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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.0723(11)
_cell_length_b                   15.3819(8)
_cell_length_c                   20.696(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.351(11)
_cell_angle_gamma                90
_cell_volume                     2810.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5239
_cell_measurement_theta_min      2.9968
_cell_measurement_theta_max      26.9996

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_F_000             1080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.9120
_exptl_crystal_size_mid          0.3841
_exptl_crystal_size_min          0.3009
_exptl_absorpt_coefficient_mu    2.097
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.39500
_exptl_absorpt_correction_T_max  0.53200
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_reflns_number            19195
_diffrn_reflns_av_unetI/netI     0.0630
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.003
_diffrn_reflns_theta_max         27.062
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6156
_reflns_number_gt                4251
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;


_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, SHELXL-2014)'
_computing_molecular_graphics    ortep
_computing_publication_material  ortep

_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     
'w=1/[σ²(Fo²)+(0.0606P)²+0.4223P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6156
_refine_ls_number_parameters     302
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0774
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1192
_refine_ls_wR_factor_gt          0.1109
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.12184(3) -0.34512(2) -0.24420(2) 0.02422(11) Uani 1 1 d . . . . .
O1 O 0.2437(2) -0.23189(12) -0.24710(10) 0.0260(5) Uani 1 1 d . . . . .
N1 N 0.5132(3) -0.17939(16) -0.15345(13) 0.0274(6) Uani 1 1 d . . . . .
N2 N 0.5808(3) -0.28205(19) -0.08098(14) 0.0383(7) Uani 1 1 d . . . . .
N3 N 0.1122(3) -0.33797(16) -0.13055(14) 0.0324(6) Uani 1 1 d . . . . .
C1 C -0.1022(4) -0.2643(2) -0.3299(2) 0.0457(10) Uani 1 1 d . . . . .
H1A H -0.0899 -0.2117 -0.3549 0.055 Uiso 1 1 d R U . . .
C2 C -0.1484(4) -0.2654(3) -0.2702(2) 0.0487(11) Uani 1 1 d . . . . .
H2A H -0.1779 -0.2052 -0.2570 0.058 Uiso 1 1 d R U . . .
C3 C -0.1793(4) -0.3523(3) -0.2569(2) 0.0464(10) Uani 1 1 d . . . . .
H3A H -0.2301 -0.3712 -0.2223 0.056 Uiso 1 1 d R U . . .
C4 C -0.1515(4) -0.4045(3) -0.3085(2) 0.0439(10) Uani 1 1 d . . . . .
H4A H -0.1797 -0.4658 -0.3158 0.053 Uiso 1 1 d R U . . .
C5 C -0.1033(4) -0.3505(2) -0.35384(19) 0.0447(10) Uani 1 1 d . . . . .
H5A H -0.0929 -0.3670 -0.3983 0.054 Uiso 1 1 d R U . . .
C6 C 0.1993(5) -0.4870(3) -0.3025(3) 0.0629(14) Uani 1 1 d . . . . .
H6A H 0.1397 -0.5128 -0.3435 0.076 Uiso 1 1 d R U . . .
C7 C 0.3198(5) -0.4306(3) -0.2989(2) 0.0536(11) Uani 1 1 d . . . . .
H7A H 0.3582 -0.4107 -0.3369 0.064 Uiso 1 1 d R U . . .
C8 C 0.3950(4) -0.4239(2) -0.2331(2) 0.0440(10) Uani 1 1 d . . . . .
H8A H 0.4879 -0.3870 -0.2083 0.053 Uiso 1 1 d R U . . .
C9 C 0.3206(4) -0.4753(2) -0.1956(2) 0.0494(10) Uani 1 1 d . . . . .
H9A H 0.3487 -0.4813 -0.1558 0.059 Uiso 1 1 d R U . . .
C10 C 0.1975(5) -0.5145(2) -0.2387(3) 0.0585(13) Uani 1 1 d . . . . .
H10A H 0.1360 -0.5625 -0.2281 0.070 Uiso 1 1 d R U . . .
C11 C 0.3321(4) -0.16494(19) -0.26383(16) 0.0275(7) Uani 1 1 d . . . . .
C12 C 0.4437(4) -0.2001(2) -0.30227(18) 0.0392(9) Uani 1 1 d . . . . .
H12A H 0.3890 -0.2264 -0.3428 0.059 Uiso 1 1 calc R U . . .
H12B H 0.5079 -0.2427 -0.2758 0.059 Uiso 1 1 calc R U . . .
H12C H 0.5047 -0.1532 -0.3124 0.059 Uiso 1 1 calc R U . . .
C13 C 0.2301(4) -0.0964(2) -0.30573(19) 0.0415(9) Uani 1 1 d . . . . .
H13A H 0.1782 -0.1217 -0.3471 0.062 Uiso 1 1 calc R U . . .
H13B H 0.2909 -0.0485 -0.3142 0.062 Uiso 1 1 calc R U . . .
H13C H 0.1573 -0.0760 -0.2821 0.062 Uiso 1 1 calc R U . . .
C14 C 0.4159(4) -0.1198(2) -0.20006(17) 0.0310(8) Uani 1 1 d . . . . .
H14A H 0.4777 -0.0733 -0.2114 0.037 Uiso 1 1 calc R U . . .
H14B H 0.3424 -0.0940 -0.1785 0.037 Uiso 1 1 calc R U . . .
C15 C 0.4640(4) -0.2377(2) -0.11631(17) 0.0334(8) Uani 1 1 d . . . . .
H15A H 0.3632 -0.2462 -0.1151 0.040 Uiso 1 1 calc R U . . .
C16 C 0.6678(4) -0.1863(3) -0.14100(19) 0.0426(9) Uani 1 1 d . . . . .
H16A H 0.7317 -0.1530 -0.1603 0.051 Uiso 1 1 calc R U . . .
C17 C 0.7109(4) -0.2500(3) -0.0958(2) 0.0493(10) Uani 1 1 d . . . . .
H17A H 0.8094 -0.2686 -0.0781 0.059 Uiso 1 1 calc R U . . .
C18 C 0.5652(5) -0.3520(3) -0.0329(2) 0.0553(11) Uani 1 1 d . . . . .
H18A H 0.4600 -0.3722 -0.0449 0.066 Uiso 1 1 calc R U . . .
C19 C 0.5917(11) -0.3169(4) 0.0339(3) 0.140(4) Uani 1 1 d . . . . .
H19A H 0.5120 -0.2770 0.0367 0.210 Uiso 1 1 calc R U . . .
H19B H 0.6872 -0.2870 0.0443 0.210 Uiso 1 1 calc R U . . .
H19C H 0.5934 -0.3634 0.0649 0.210 Uiso 1 1 calc R U . . .
C20 C 0.6640(6) -0.4280(3) -0.0398(3) 0.0928(19) Uani 1 1 d . . . . .
H20A H 0.6419 -0.4756 -0.0136 0.139 Uiso 1 1 calc R U . . .
H20B H 0.7685 -0.4118 -0.0247 0.139 Uiso 1 1 calc R U . . .
H20C H 0.6448 -0.4453 -0.0856 0.139 Uiso 1 1 calc R U . . .
C21 C 0.1126(4) -0.4057(2) -0.08699(19) 0.0424(9) Uani 1 1 d . . . . .
H21A H 0.1156 -0.4639 -0.0990 0.051 Uiso 1 1 calc R U . . .
C22 C 0.1083(4) -0.3791(3) -0.0244(2) 0.0449(10) Uani 1 1 d . . . . .
H22A H 0.1082 -0.4145 0.0120 0.054 Uiso 1 1 calc R U . . .
C23 C 0.1040(4) -0.2872(2) -0.02617(18) 0.0364(8) Uani 1 1 d . . . . .
C24 C 0.0992(5) -0.2217(3) 0.0200(2) 0.0510(11) Uani 1 1 d . . . . .
H24A H 0.0980 -0.2357 0.0636 0.061 Uiso 1 1 calc R U . . .
C25 C 0.0962(5) -0.1360(3) 0.0001(2) 0.0528(11) Uani 1 1 d . . . . .
H25A H 0.0957 -0.0921 0.0309 0.063 Uiso 1 1 calc R U . . .
C26 C 0.0940(4) -0.1144(2) -0.0652(2) 0.0426(9) Uani 1 1 d . . . . .
H26A H 0.0902 -0.0561 -0.0774 0.051 Uiso 1 1 calc R U . . .
C27 C 0.0972(4) -0.1770(2) -0.11224(18) 0.0330(8) Uani 1 1 d . . . . .
H27A H 0.0953 -0.1615 -0.1559 0.040 Uiso 1 1 calc R U . . .
C28 C 0.1035(3) -0.2646(2) -0.09312(16) 0.0278(7) 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
Y1 O1 2.0713(19) . ?
Y1 N3 2.376(3) . ?
Y1 C6 2.665(4) . ?
Y1 C1 2.676(3) . ?
Y1 C7 2.679(4) . ?
Y1 C5 2.681(4) . ?
Y1 C2 2.682(3) . ?
Y1 C3 2.686(4) . ?
Y1 C4 2.689(3) . ?
Y1 C10 2.689(3) . ?
Y1 C8 2.720(3) . ?
Y1 C9 2.726(3) . ?
O1 C11 1.397(3) . ?
N1 C15 1.324(4) . ?
N1 C16 1.371(4) . ?
N1 C14 1.468(4) . ?
N2 C15 1.329(4) . ?
N2 C17 1.378(5) . ?
N2 C18 1.494(5) . ?
N3 C21 1.377(4) . ?
N3 C28 1.381(4) . ?
C1 C2 1.395(6) . ?
C1 C5 1.415(5) . ?
C1 H1A 0.9805 . ?
C2 C3 1.406(5) . ?
C2 H2A 1.0180 . ?
C3 C4 1.405(5) . ?
C3 H3A 0.9809 . ?
C4 C5 1.396(5) . ?
C4 H4A 0.9795 . ?
C5 H5A 0.9806 . ?
C6 C7 1.384(6) . ?
C6 C10 1.389(6) . ?
C6 H6A 0.9788 . ?
C7 C8 1.380(6) . ?
C7 H7A 0.9799 . ?
C8 C9 1.387(5) . ?
C8 H8A 1.0474 . ?
C9 C10 1.395(6) . ?
C9 H9A 0.8105 . ?
C10 H10A 0.9804 . ?
C11 C12 1.524(4) . ?
C11 C14 1.529(4) . ?
C11 C13 1.533(5) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9300 . ?
C16 C17 1.348(5) . ?
C16 H16A 0.9300 . ?
C17 H17A 0.9300 . ?
C18 C19 1.453(7) . ?
C18 C20 1.499(6) . ?
C18 H18A 0.9800 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.367(5) . ?
C21 H21A 0.9300 . ?
C22 C23 1.415(5) . ?
C22 H22A 0.9300 . ?
C23 C24 1.396(5) . ?
C23 C28 1.427(5) . ?
C24 C25 1.379(6) . ?
C24 H24A 0.9300 . ?
C25 C26 1.387(6) . ?
C25 H25A 0.9300 . ?
C26 C27 1.375(5) . ?
C26 H26A 0.9300 . ?
C27 C28 1.402(4) . ?
C27 H27A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Y1 N3 97.56(9) . . ?
O1 Y1 C6 118.50(13) . . ?
N3 Y1 C6 124.04(14) . . ?
O1 Y1 C1 85.35(10) . . ?
N3 Y1 C1 116.04(12) . . ?
C6 Y1 C1 108.63(14) . . ?
O1 Y1 C7 89.21(11) . . ?
N3 Y1 C7 128.52(12) . . ?
C6 Y1 C7 30.01(13) . . ?
C1 Y1 C7 115.36(14) . . ?
O1 Y1 C5 108.00(10) . . ?
N3 Y1 C5 130.11(11) . . ?
C6 Y1 C5 79.64(13) . . ?
C1 Y1 C5 30.63(11) . . ?
C7 Y1 C5 94.63(14) . . ?
O1 Y1 C2 94.53(11) . . ?
N3 Y1 C2 86.36(12) . . ?
C6 Y1 C2 127.43(13) . . ?
C1 Y1 C2 30.17(12) . . ?
C7 Y1 C2 144.14(14) . . ?
C5 Y1 C2 50.36(13) . . ?
O1 Y1 C3 124.71(10) . . ?
N3 Y1 C3 80.21(11) . . ?
C6 Y1 C3 106.88(14) . . ?
C1 Y1 C3 49.78(12) . . ?
C7 Y1 C3 134.77(14) . . ?
C5 Y1 C3 49.96(13) . . ?
C2 Y1 C3 30.37(11) . . ?
O1 Y1 C4 135.13(10) . . ?
N3 Y1 C4 105.38(11) . . ?
C6 Y1 C4 78.87(13) . . ?
C1 Y1 C4 49.99(11) . . ?
C7 Y1 C4 104.79(14) . . ?
C5 Y1 C4 30.14(11) . . ?
C2 Y1 C4 50.24(13) . . ?
C3 Y1 C4 30.30(12) . . ?
O1 Y1 C10 133.06(11) . . ?
N3 Y1 C10 94.05(13) . . ?
C6 Y1 C10 30.07(14) . . ?
C1 Y1 C10 128.70(14) . . ?
C7 Y1 C10 49.66(13) . . ?
C5 Y1 C10 98.20(14) . . ?
C2 Y1 C10 131.60(13) . . ?
C3 Y1 C10 102.03(13) . . ?
C4 Y1 C10 83.63(13) . . ?
O1 Y1 C8 83.98(10) . . ?
N3 Y1 C8 100.25(11) . . ?
C6 Y1 C8 48.95(13) . . ?
C1 Y1 C8 143.20(14) . . ?
C7 Y1 C8 29.61(13) . . ?
C5 Y1 C8 123.97(13) . . ?
C2 Y1 C8 173.35(14) . . ?
C3 Y1 C8 151.19(11) . . ?
C4 Y1 C8 127.48(12) . . ?
C10 Y1 C8 49.17(12) . . ?
O1 Y1 C9 108.43(11) . . ?
N3 Y1 C9 80.87(11) . . ?
C6 Y1 C9 49.06(14) . . ?
C1 Y1 C9 157.24(13) . . ?
C7 Y1 C9 49.06(13) . . ?
C5 Y1 C9 126.81(12) . . ?
C2 Y1 C9 154.93(13) . . ?
C3 Y1 C9 125.26(12) . . ?
C4 Y1 C9 112.89(12) . . ?
C10 Y1 C9 29.85(12) . . ?
C8 Y1 C9 29.50(11) . . ?
C11 O1 Y1 165.4(2) . . ?
C15 N1 C16 107.8(3) . . ?
C15 N1 C14 124.9(3) . . ?
C16 N1 C14 127.3(3) . . ?
C15 N2 C17 108.0(3) . . ?
C15 N2 C18 123.4(3) . . ?
C17 N2 C18 128.6(3) . . ?
C21 N3 C28 104.1(3) . . ?
C21 N3 Y1 128.1(2) . . ?
C28 N3 Y1 127.8(2) . . ?
C2 C1 C5 108.6(3) . . ?
C2 C1 Y1 75.2(2) . . ?
C5 C1 Y1 74.9(2) . . ?
C2 C1 H1A 124.9 . . ?
C5 C1 H1A 125.6 . . ?
Y1 C1 H1A 124.9 . . ?
C1 C2 C3 107.4(4) . . ?
C1 C2 Y1 74.7(2) . . ?
C3 C2 Y1 75.0(2) . . ?
C1 C2 H2A 112.2 . . ?
C3 C2 H2A 137.4 . . ?
Y1 C2 H2A 130.3 . . ?
C4 C3 C2 108.4(4) . . ?
C4 C3 Y1 75.0(2) . . ?
C2 C3 Y1 74.7(2) . . ?
C4 C3 H3A 125.6 . . ?
C2 C3 H3A 124.9 . . ?
Y1 C3 H3A 125.4 . . ?
C5 C4 C3 108.0(3) . . ?
C5 C4 Y1 74.6(2) . . ?
C3 C4 Y1 74.7(2) . . ?
C5 C4 H4A 125.4 . . ?
C3 C4 H4A 125.5 . . ?
Y1 C4 H4A 125.6 . . ?
C4 C5 C1 107.5(4) . . ?
C4 C5 Y1 75.3(2) . . ?
C1 C5 Y1 74.5(2) . . ?
C4 C5 H5A 126.2 . . ?
C1 C5 H5A 125.2 . . ?
Y1 C5 H5A 125.7 . . ?
C7 C6 C10 108.8(4) . . ?
C7 C6 Y1 75.6(2) . . ?
C10 C6 Y1 75.9(2) . . ?
C7 C6 H6A 124.9 . . ?
C10 C6 H6A 125.1 . . ?
Y1 C6 H6A 125.0 . . ?
C8 C7 C6 107.7(4) . . ?
C8 C7 Y1 76.8(2) . . ?
C6 C7 Y1 74.4(2) . . ?
C8 C7 H7A 125.7 . . ?
C6 C7 H7A 125.2 . . ?
Y1 C7 H7A 125.7 . . ?
C7 C8 C9 108.4(4) . . ?
C7 C8 Y1 73.5(2) . . ?
C9 C8 Y1 75.5(2) . . ?
C7 C8 H8A 133.1 . . ?
C9 C8 H8A 118.4 . . ?
Y1 C8 H8A 114.5 . . ?
C8 C9 C10 108.0(4) . . ?
C8 C9 Y1 75.0(2) . . ?
C10 C9 Y1 73.6(2) . . ?
C8 C9 H9A 123.7 . . ?
C10 C9 H9A 128.3 . . ?
Y1 C9 H9A 119.0 . . ?
C6 C10 C9 107.1(4) . . ?
C6 C10 Y1 74.0(2) . . ?
C9 C10 Y1 76.5(2) . . ?
C6 C10 H10A 125.0 . . ?
C9 C10 H10A 126.5 . . ?
Y1 C10 H10A 125.9 . . ?
O1 C11 C12 110.9(3) . . ?
O1 C11 C14 108.7(3) . . ?
C12 C11 C14 110.7(3) . . ?
O1 C11 C13 109.9(3) . . ?
C12 C11 C13 109.6(3) . . ?
C14 C11 C13 106.9(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 C11 112.8(3) . . ?
N1 C14 H14A 109.0 . . ?
C11 C14 H14A 109.0 . . ?
N1 C14 H14B 109.0 . . ?
C11 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
N1 C15 N2 109.5(3) . . ?
N1 C15 H15A 125.2 . . ?
N2 C15 H15A 125.2 . . ?
C17 C16 N1 107.9(3) . . ?
C17 C16 H16A 126.1 . . ?
N1 C16 H16A 126.1 . . ?
C16 C17 N2 106.8(3) . . ?
C16 C17 H17A 126.6 . . ?
N2 C17 H17A 126.6 . . ?
C19 C18 N2 110.2(4) . . ?
C19 C18 C20 114.2(5) . . ?
N2 C18 C20 110.4(4) . . ?
C19 C18 H18A 107.2 . . ?
N2 C18 H18A 107.2 . . ?
C20 C18 H18A 107.2 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 N3 113.4(3) . . ?
C22 C21 H21A 123.3 . . ?
N3 C21 H21A 123.3 . . ?
C21 C22 C23 106.3(3) . . ?
C21 C22 H22A 126.8 . . ?
C23 C22 H22A 126.8 . . ?
C24 C23 C22 135.1(4) . . ?
C24 C23 C28 119.7(3) . . ?
C22 C23 C28 105.2(3) . . ?
C25 C24 C23 119.1(4) . . ?
C25 C24 H24A 120.4 . . ?
C23 C24 H24A 120.4 . . ?
C24 C25 C26 121.0(4) . . ?
C24 C25 H25A 119.5 . . ?
C26 C25 H25A 119.5 . . ?
C27 C26 C25 121.6(4) . . ?
C27 C26 H26A 119.2 . . ?
C25 C26 H26A 119.2 . . ?
C26 C27 C28 118.6(3) . . ?
C26 C27 H27A 120.7 . . ?
C28 C27 H27A 120.7 . . ?
N3 C28 C27 129.1(3) . . ?
N3 C28 C23 111.0(3) . . ?
C27 C28 C23 119.9(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 -0.4(4) . . . . ?
Y1 C1 C2 C3 -68.4(3) . . . . ?
C5 C1 C2 Y1 68.0(3) . . . . ?
C1 C2 C3 C4 0.2(4) . . . . ?
Y1 C2 C3 C4 -68.0(3) . . . . ?
C1 C2 C3 Y1 68.2(2) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
Y1 C3 C4 C5 -67.8(3) . . . . ?
C2 C3 C4 Y1 67.8(3) . . . . ?
C3 C4 C5 C1 -0.3(4) . . . . ?
Y1 C4 C5 C1 -68.1(3) . . . . ?
C3 C4 C5 Y1 67.8(3) . . . . ?
C2 C1 C5 C4 0.4(4) . . . . ?
Y1 C1 C5 C4 68.6(3) . . . . ?
C2 C1 C5 Y1 -68.2(3) . . . . ?
C10 C6 C7 C8 1.0(4) . . . . ?
Y1 C6 C7 C8 70.3(3) . . . . ?
C10 C6 C7 Y1 -69.4(3) . . . . ?
C6 C7 C8 C9 -0.6(4) . . . . ?
Y1 C7 C8 C9 68.0(3) . . . . ?
C6 C7 C8 Y1 -68.6(3) . . . . ?
C7 C8 C9 C10 0.0(4) . . . . ?
Y1 C8 C9 C10 66.8(3) . . . . ?
C7 C8 C9 Y1 -66.8(3) . . . . ?
C7 C6 C10 C9 -0.9(4) . . . . ?
Y1 C6 C10 C9 -70.0(3) . . . . ?
C7 C6 C10 Y1 69.1(3) . . . . ?
C8 C9 C10 C6 0.5(4) . . . . ?
Y1 C9 C10 C6 68.3(3) . . . . ?
C8 C9 C10 Y1 -67.7(2) . . . . ?
Y1 O1 C11 C12 -29.4(9) . . . . ?
Y1 O1 C11 C14 -151.3(7) . . . . ?
Y1 O1 C11 C13 92.0(8) . . . . ?
C15 N1 C14 C11 -75.1(4) . . . . ?
C16 N1 C14 C11 103.9(4) . . . . ?
O1 C11 C14 N1 58.6(3) . . . . ?
C12 C11 C14 N1 -63.4(3) . . . . ?
C13 C11 C14 N1 177.3(3) . . . . ?
C16 N1 C15 N2 -0.5(4) . . . . ?
C14 N1 C15 N2 178.6(3) . . . . ?
C17 N2 C15 N1 0.6(4) . . . . ?
C18 N2 C15 N1 179.0(3) . . . . ?
C15 N1 C16 C17 0.2(4) . . . . ?
C14 N1 C16 C17 -178.9(3) . . . . ?
N1 C16 C17 N2 0.2(4) . . . . ?
C15 N2 C17 C16 -0.5(4) . . . . ?
C18 N2 C17 C16 -178.7(4) . . . . ?
C15 N2 C18 C19 -95.7(6) . . . . ?
C17 N2 C18 C19 82.3(6) . . . . ?
C15 N2 C18 C20 137.2(4) . . . . ?
C17 N2 C18 C20 -44.8(6) . . . . ?
C28 N3 C21 C22 -1.4(4) . . . . ?
Y1 N3 C21 C22 179.1(2) . . . . ?
N3 C21 C22 C23 0.3(4) . . . . ?
C21 C22 C23 C24 -179.7(4) . . . . ?
C21 C22 C23 C28 1.0(4) . . . . ?
C22 C23 C24 C25 179.9(4) . . . . ?
C28 C23 C24 C25 -1.0(6) . . . . ?
C23 C24 C25 C26 1.7(6) . . . . ?
C24 C25 C26 C27 -1.1(6) . . . . ?
C25 C26 C27 C28 -0.2(5) . . . . ?
C21 N3 C28 C27 -179.1(3) . . . . ?
Y1 N3 C28 C27 0.4(5) . . . . ?
C21 N3 C28 C23 2.1(4) . . . . ?
Y1 N3 C28 C23 -178.4(2) . . . . ?
C26 C27 C28 N3 -177.9(3) . . . . ?
C26 C27 C28 C23 0.9(5) . . . . ?
C24 C23 C28 N3 178.6(3) . . . . ?
C22 C23 C28 N3 -2.0(4) . . . . ?
C24 C23 C28 C27 -0.3(5) . . . . ?
C22 C23 C28 C27 179.0(3) . . . . ?

_refine_diff_density_max         0.578
_refine_diff_density_min         -0.482
_refine_diff_density_rms         0.078

_shelxl_version_number           2014-3


# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.000 0.000 140 28 ' '
2 0.500 0.500 0.500 140 28 ' '
_platon_squeeze_details          ?
_database_code_depnum_ccdc_archive 'CCDC 1003242'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_7

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H51 N6 O3 Sc, C4 H5 N'
_chemical_formula_sum            'C34 H56 N7 O3 Sc'
_chemical_formula_weight         655.82

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'
N N 0.0061 0.0033 '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'
Sc Sc 0.2519 0.3716 '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'
_space_group_name_Hall           '-P 1'

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

_cell_length_a                   10.3280(3)
_cell_length_b                   11.0932(3)
_cell_length_c                   17.6674(5)
_cell_angle_alpha                74.577(3)
_cell_angle_beta                 89.538(2)
_cell_angle_gamma                75.363(2)
_cell_volume                     1884.15(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    10477
_cell_measurement_theta_min      3.4870
_cell_measurement_theta_max      29.2410

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.7747
_exptl_crystal_size_mid          0.6363
_exptl_crystal_size_min          0.4615
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             708
_exptl_absorpt_coefficient_mu    0.236
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.75313
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34913
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_sigmaI/netI    0.0314
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         27.48
_reflns_number_total             8626
_reflns_number_gt                7093
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ortep
_computing_publication_material  mercury

_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 > 2σ(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)+(0.0396P)²+0.6691P] where P=(Fo²+2Fc²)/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         8626
_refine_ls_number_parameters     418
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.0973
_refine_ls_wR_factor_gt          0.0900
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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
Sc01 Sc 0.73377(2) 0.11275(2) 0.761440(15) 0.02116(7) Uani 1 1 d . . .
O3 O 0.75305(10) 0.20807(10) 0.84583(6) 0.0292(2) Uani 1 1 d . . .
O2 O 0.58889(10) 0.03583(9) 0.80873(6) 0.0273(2) Uani 1 1 d . . .
O1 O 0.74141(10) 0.06745(10) 0.65728(6) 0.0270(2) Uani 1 1 d . . .
N1 N 0.52819(13) 0.42479(11) 0.66235(7) 0.0301(3) Uani 1 1 d . . .
N2 N 0.49222(12) 0.26562(12) 0.62775(7) 0.0279(3) Uani 1 1 d . . .
N3 N 0.96919(13) -0.18882(12) 0.81723(8) 0.0334(3) Uani 1 1 d . . .
N4 N 0.81613(12) -0.16738(12) 0.89773(8) 0.0303(3) Uani 1 1 d . . .
N7 N 0.50202(13) 0.32126(13) 0.88726(8) 0.0331(3) Uani 1 1 d . . .
H7 H 0.5835 0.2779 0.8809 0.040 Uiso 1 1 calc R . .
N5 N 1.00634(14) 0.21586(15) 0.66402(10) 0.0449(4) Uani 1 1 d . . .
N6 N 1.01980(13) 0.18618(15) 0.78855(10) 0.0430(4) Uani 1 1 d . . .
C17 C 0.68988(15) -0.11502(15) 0.93007(9) 0.0311(3) Uani 1 1 d . . .
H17A H 0.6977 -0.0410 0.9493 0.037 Uiso 1 1 calc R . .
H17B H 0.6722 -0.1824 0.9753 0.037 Uiso 1 1 calc R . .
C7 C 0.50365(15) 0.13305(15) 0.62387(9) 0.0300(3) Uani 1 1 d . . .
H7A H 0.4364 0.1345 0.5838 0.036 Uiso 1 1 calc R . .
H7B H 0.4838 0.0810 0.6753 0.036 Uiso 1 1 calc R . .
C18 C 0.57195(14) -0.06996(14) 0.86770(9) 0.0278(3) Uani 1 1 d . . .
C28 C 0.85520(15) 0.22899(15) 0.88855(9) 0.0323(3) Uani 1 1 d . . .
C19 C 0.44302(16) -0.03018(17) 0.90818(10) 0.0387(4) Uani 1 1 d . . .
H19A H 0.4468 0.0418 0.9296 0.058 Uiso 1 1 calc R . .
H19B H 0.4335 -0.1039 0.9510 0.058 Uiso 1 1 calc R . .
H19C H 0.3660 -0.0030 0.8699 0.058 Uiso 1 1 calc R . .
C8 C 0.64473(15) 0.06847(14) 0.60293(9) 0.0284(3) Uani 1 1 d . . .
C2 C 0.58342(17) 0.50023(14) 0.70430(10) 0.0364(4) Uani 1 1 d . . .
H2 H 0.6318 0.4390 0.7540 0.044 Uiso 1 1 calc R . .
C6 C 0.56776(14) 0.29376(13) 0.68000(9) 0.0262(3) Uani 1 1 d . . .
C10 C 0.64618(19) -0.07105(16) 0.60456(11) 0.0413(4) Uani 1 1 d . . .
H10A H 0.7354 -0.1163 0.5931 0.062 Uiso 1 1 calc R . .
H10B H 0.5796 -0.0696 0.5649 0.062 Uiso 1 1 calc R . .
H10C H 0.6244 -0.1163 0.6568 0.062 Uiso 1 1 calc R . .
C31 C 0.47050(17) 0.40388(17) 0.93304(11) 0.0411(4) Uani 1 1 d . . .
H31 H 0.5329 0.4244 0.9635 0.049 Uiso 1 1 calc R . .
C27 C 0.99198(16) 0.15081(18) 0.87106(11) 0.0432(4) Uani 1 1 d . . .
H27A H 1.0632 0.1642 0.9026 0.052 Uiso 1 1 calc R . .
H27B H 0.9949 0.0576 0.8877 0.052 Uiso 1 1 calc R . .
C16 C 0.86478(14) -0.09931(14) 0.83333(9) 0.0279(3) Uani 1 1 d . . .
C20 C 0.56432(18) -0.18053(16) 0.83285(11) 0.0391(4) Uani 1 1 d . . .
H20A H 0.4876 -0.1514 0.7942 0.059 Uiso 1 1 calc R . .
H20B H 0.5534 -0.2545 0.8750 0.059 Uiso 1 1 calc R . .
H20C H 0.6471 -0.2065 0.8070 0.059 Uiso 1 1 calc R . .
C26 C 0.94439(15) 0.17318(15) 0.73018(10) 0.0326(3) Uani 1 1 d . . .
C5 C 0.40848(16) 0.37596(16) 0.57943(10) 0.0370(4) Uani 1 1 d . . .
H5 H 0.3468 0.3802 0.5386 0.044 Uiso 1 1 calc R . .
C9 C 0.67172(18) 0.14186(17) 0.52002(9) 0.0393(4) Uani 1 1 d . . .
H9A H 0.6698 0.2310 0.5190 0.059 Uiso 1 1 calc R . .
H9B H 0.6026 0.1427 0.4821 0.059 Uiso 1 1 calc R . .
H9C H 0.7600 0.0987 0.5060 0.059 Uiso 1 1 calc R . .
C33 C 0.28169(16) 0.39702(16) 0.87723(11) 0.0385(4) Uani 1 1 d . . .
H33 H 0.1896 0.4123 0.8623 0.046 Uiso 1 1 calc R . .
C15 C 0.88778(18) -0.29569(15) 0.92041(11) 0.0420(4) Uani 1 1 d . . .
H15 H 0.8714 -0.3617 0.9632 0.050 Uiso 1 1 calc R . .
C34 C 0.38767(15) 0.31659(15) 0.85305(10) 0.0348(4) Uani 1 1 d . . .
H34 H 0.3817 0.2660 0.8181 0.042 Uiso 1 1 calc R . .
C32 C 0.33507(17) 0.45255(17) 0.92822(11) 0.0410(4) Uani 1 1 d . . .
H32 H 0.2861 0.5126 0.9544 0.049 Uiso 1 1 calc R . .
C12 C 1.05232(17) -0.15962(17) 0.75048(11) 0.0412(4) Uani 1 1 d . . .
H12 H 1.0075 -0.0711 0.7165 0.049 Uiso 1 1 calc R . .
C30 C 0.84033(19) 0.1794(2) 0.97691(10) 0.0472(4) Uani 1 1 d . . .
H30A H 0.7547 0.2282 0.9908 0.071 Uiso 1 1 calc R . .
H30B H 0.9141 0.1910 1.0064 0.071 Uiso 1 1 calc R . .
H30C H 0.8427 0.0873 0.9901 0.071 Uiso 1 1 calc R . .
C22 C 0.96541(19) 0.21291(18) 0.58537(11) 0.0454(4) Uani 1 1 d . . .
H22 H 0.8843 0.1783 0.5903 0.054 Uiso 1 1 calc R . .
C29 C 0.85138(18) 0.37270(16) 0.86751(11) 0.0409(4) Uani 1 1 d . . .
H29A H 0.8671 0.4025 0.8117 0.061 Uiso 1 1 calc R . .
H29B H 0.9212 0.3854 0.8995 0.061 Uiso 1 1 calc R . .
H29C H 0.7634 0.4223 0.8779 0.061 Uiso 1 1 calc R . .
C1 C 0.4725(2) 0.60063(18) 0.72691(13) 0.0551(5) Uani 1 1 d . . .
H1A H 0.4286 0.6667 0.6793 0.083 Uiso 1 1 calc R . .
H1B H 0.5106 0.6414 0.7610 0.083 Uiso 1 1 calc R . .
H1C H 0.4065 0.5586 0.7551 0.083 Uiso 1 1 calc R . .
C4 C 0.43083(17) 0.47611(16) 0.60103(10) 0.0409(4) Uani 1 1 d . . .
H4 H 0.3881 0.5652 0.5786 0.049 Uiso 1 1 calc R . .
C14 C 0.98446(18) -0.30905(16) 0.87046(12) 0.0453(4) Uani 1 1 d . . .
H14 H 1.0510 -0.3862 0.8712 0.054 Uiso 1 1 calc R . .
C13 C 1.18916(19) -0.1566(2) 0.77908(14) 0.0603(6) Uani 1 1 d . . .
H13A H 1.1784 -0.0945 0.8106 0.090 Uiso 1 1 calc R . .
H13B H 1.2410 -0.1304 0.7338 0.090 Uiso 1 1 calc R . .
H13C H 1.2366 -0.2429 0.8114 0.090 Uiso 1 1 calc R . .
C3 C 0.6848(2) 0.5605(2) 0.65612(13) 0.0577(5) Uani 1 1 d . . .
H3A H 0.7566 0.4922 0.6446 0.086 Uiso 1 1 calc R . .
H3B H 0.7231 0.6076 0.6860 0.086 Uiso 1 1 calc R . .
H3C H 0.6403 0.6206 0.6067 0.086 Uiso 1 1 calc R . .
C11 C 1.0615(2) -0.2540(2) 0.70113(13) 0.0613(6) Uani 1 1 d . . .
H11A H 1.1112 -0.3408 0.7317 0.092 Uiso 1 1 calc R . .
H11B H 1.1081 -0.2265 0.6537 0.092 Uiso 1 1 calc R . .
H11C H 0.9710 -0.2558 0.6861 0.092 Uiso 1 1 calc R . .
C24 C 1.1176(2) 0.2539(3) 0.68217(17) 0.0810(9) Uani 1 1 d . . .
H24 H 1.1772 0.2869 0.6461 0.097 Uiso 1 1 calc R . .
C23 C 1.0742(3) 0.1214(3) 0.55496(15) 0.0740(7) Uani 1 1 d . . .
H23A H 1.1531 0.1560 0.5461 0.111 Uiso 1 1 calc R . .
H23B H 1.0414 0.1126 0.5053 0.111 Uiso 1 1 calc R . .
H23C H 1.0985 0.0365 0.5937 0.111 Uiso 1 1 calc R . .
C25 C 1.1251(2) 0.2354(3) 0.75934(17) 0.0757(8) Uani 1 1 d . . .
H25 H 1.1909 0.2530 0.7890 0.091 Uiso 1 1 calc R . .
C21 C 0.9275(3) 0.3454(2) 0.52866(17) 0.0945(10) Uani 1 1 d . . .
H21A H 0.8507 0.3999 0.5471 0.142 Uiso 1 1 calc R . .
H21B H 0.9037 0.3387 0.4766 0.142 Uiso 1 1 calc R . .
H21C H 1.0036 0.3841 0.5252 0.142 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
Sc01 O2 1.9777(10) . ?
Sc01 O1 2.0286(10) . ?
Sc01 O3 2.0810(10) . ?
Sc01 C6 2.4094(14) . ?
Sc01 C16 2.4099(14) . ?
Sc01 C26 2.4509(15) . ?
O3 C28 1.4023(17) . ?
O2 C18 1.3941(17) . ?
O1 C8 1.3867(17) . ?
N1 C6 1.3556(18) . ?
N1 C4 1.382(2) . ?
N1 C2 1.467(2) . ?
N2 C6 1.3588(18) . ?
N2 C5 1.3769(19) . ?
N2 C7 1.4654(19) . ?
N3 C16 1.3542(19) . ?
N3 C14 1.385(2) . ?
N3 C12 1.468(2) . ?
N4 C16 1.357(2) . ?
N4 C15 1.3796(19) . ?
N4 C17 1.465(2) . ?
N7 C34 1.3498(19) . ?
N7 C31 1.356(2) . ?
N7 H7 0.8800 . ?
N5 C26 1.359(2) . ?
N5 C24 1.387(2) . ?
N5 C22 1.467(2) . ?
N6 C26 1.356(2) . ?
N6 C25 1.374(2) . ?
N6 C27 1.452(2) . ?
C17 C18 1.539(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C7 C8 1.542(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C18 C19 1.528(2) . ?
C18 C20 1.530(2) . ?
C28 C29 1.528(2) . ?
C28 C30 1.531(2) . ?
C28 C27 1.536(2) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C8 C9 1.536(2) . ?
C8 C10 1.537(2) . ?
C2 C1 1.516(2) . ?
C2 C3 1.518(3) . ?
C2 H2 1.0000 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C31 C32 1.360(2) . ?
C31 H31 0.9500 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C5 C4 1.338(2) . ?
C5 H5 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C33 C34 1.370(2) . ?
C33 C32 1.403(2) . ?
C33 H33 0.9500 . ?
C15 C14 1.334(3) . ?
C15 H15 0.9500 . ?
C34 H34 0.9500 . ?
C32 H32 0.9500 . ?
C12 C13 1.516(3) . ?
C12 C11 1.516(3) . ?
C12 H12 1.0000 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C22 C21 1.500(3) . ?
C22 C23 1.511(3) . ?
C22 H22 1.0000 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C4 H4 0.9500 . ?
C14 H14 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C24 C25 1.324(4) . ?
C24 H24 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C25 H25 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?

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
O2 Sc01 O1 100.41(4) . . ?
O2 Sc01 O3 97.22(4) . . ?
O1 Sc01 O3 160.64(4) . . ?
O2 Sc01 C6 89.53(5) . . ?
O1 Sc01 C6 78.25(4) . . ?
O3 Sc01 C6 94.02(4) . . ?
O2 Sc01 C16 80.04(5) . . ?
O1 Sc01 C16 93.58(5) . . ?
O3 Sc01 C16 97.31(5) . . ?
C6 Sc01 C16 165.45(5) . . ?
O2 Sc01 C26 166.61(5) . . ?
O1 Sc01 C26 86.53(5) . . ?
O3 Sc01 C26 77.90(5) . . ?
C6 Sc01 C26 103.16(5) . . ?
C16 Sc01 C26 88.17(5) . . ?
C28 O3 Sc01 138.71(9) . . ?
C18 O2 Sc01 139.74(9) . . ?
C8 O1 Sc01 133.79(9) . . ?
C6 N1 C4 111.56(13) . . ?
C6 N1 C2 123.17(12) . . ?
C4 N1 C2 125.27(13) . . ?
C6 N2 C5 111.64(13) . . ?
C6 N2 C7 122.75(12) . . ?
C5 N2 C7 125.60(13) . . ?
C16 N3 C14 111.41(14) . . ?
C16 N3 C12 123.17(13) . . ?
C14 N3 C12 125.42(14) . . ?
C16 N4 C15 111.70(14) . . ?
C16 N4 C17 123.19(12) . . ?
C15 N4 C17 124.35(14) . . ?
C34 N7 C31 108.66(13) . . ?
C34 N7 H7 125.7 . . ?
C31 N7 H7 125.7 . . ?
C26 N5 C24 110.69(17) . . ?
C26 N5 C22 123.99(13) . . ?
C24 N5 C22 125.19(17) . . ?
C26 N6 C25 111.28(17) . . ?
C26 N6 C27 123.63(14) . . ?
C25 N6 C27 125.09(16) . . ?
N4 C17 C18 111.25(12) . . ?
N4 C17 H17A 109.4 . . ?
C18 C17 H17A 109.4 . . ?
N4 C17 H17B 109.4 . . ?
C18 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
N2 C7 C8 111.95(12) . . ?
N2 C7 H7A 109.2 . . ?
C8 C7 H7A 109.2 . . ?
N2 C7 H7B 109.2 . . ?
C8 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
O2 C18 C19 109.82(12) . . ?
O2 C18 C20 110.35(13) . . ?
C19 C18 C20 109.28(13) . . ?
O2 C18 C17 109.29(11) . . ?
C19 C18 C17 107.85(13) . . ?
C20 C18 C17 110.21(13) . . ?
O3 C28 C29 110.89(13) . . ?
O3 C28 C30 109.91(13) . . ?
C29 C28 C30 109.77(14) . . ?
O3 C28 C27 109.54(12) . . ?
C29 C28 C27 109.80(14) . . ?
C30 C28 C27 106.85(14) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O1 C8 C9 110.04(12) . . ?
O1 C8 C10 109.90(13) . . ?
C9 C8 C10 109.68(13) . . ?
O1 C8 C7 110.51(12) . . ?
C9 C8 C7 109.61(13) . . ?
C10 C8 C7 107.04(13) . . ?
N1 C2 C1 110.97(15) . . ?
N1 C2 C3 110.72(14) . . ?
C1 C2 C3 112.07(15) . . ?
N1 C2 H2 107.6 . . ?
C1 C2 H2 107.6 . . ?
C3 C2 H2 107.6 . . ?
N1 C6 N2 103.41(12) . . ?
N1 C6 Sc01 140.42(11) . . ?
N2 C6 Sc01 115.84(9) . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N7 C31 C32 108.96(15) . . ?
N7 C31 H31 125.5 . . ?
C32 C31 H31 125.5 . . ?
N6 C27 C28 113.24(14) . . ?
N6 C27 H27A 108.9 . . ?
C28 C27 H27A 108.9 . . ?
N6 C27 H27B 108.9 . . ?
C28 C27 H27B 108.9 . . ?
H27A C27 H27B 107.7 . . ?
N3 C16 N4 103.45(12) . . ?
N3 C16 Sc01 134.90(11) . . ?
N4 C16 Sc01 119.73(10) . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N6 C26 N5 103.79(13) . . ?
N6 C26 Sc01 118.96(12) . . ?
N5 C26 Sc01 136.66(12) . . ?
C4 C5 N2 106.74(14) . . ?
C4 C5 H5 126.6 . . ?
N2 C5 H5 126.6 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C34 C33 C32 107.01(15) . . ?
C34 C33 H33 126.5 . . ?
C32 C33 H33 126.5 . . ?
C14 C15 N4 106.60(15) . . ?
C14 C15 H15 126.7 . . ?
N4 C15 H15 126.7 . . ?
N7 C34 C33 108.54(14) . . ?
N7 C34 H34 125.7 . . ?
C33 C34 H34 125.7 . . ?
C31 C32 C33 106.83(15) . . ?
C31 C32 H32 126.6 . . ?
C33 C32 H32 126.6 . . ?
N3 C12 C13 110.36(16) . . ?
N3 C12 C11 110.99(16) . . ?
C13 C12 C11 112.34(16) . . ?
N3 C12 H12 107.6 . . ?
C13 C12 H12 107.6 . . ?
C11 C12 H12 107.6 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N5 C22 C21 112.14(18) . . ?
N5 C22 C23 110.40(17) . . ?
C21 C22 C23 111.25(19) . . ?
N5 C22 H22 107.6 . . ?
C21 C22 H22 107.6 . . ?
C23 C22 H22 107.6 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C5 C4 N1 106.65(14) . . ?
C5 C4 H4 126.7 . . ?
N1 C4 H4 126.7 . . ?
C15 C14 N3 106.84(14) . . ?
C15 C14 H14 126.6 . . ?
N3 C14 H14 126.6 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C25 C24 N5 107.00(19) . . ?
C25 C24 H24 126.5 . . ?
N5 C24 H24 126.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C24 C25 N6 107.25(18) . . ?
C24 C25 H25 126.4 . . ?
N6 C25 H25 126.4 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Sc01 O3 C28 136.69(14) . . . . ?
O1 Sc01 O3 C28 -67.8(2) . . . . ?
C6 Sc01 O3 C28 -133.27(15) . . . . ?
C16 Sc01 O3 C28 55.88(15) . . . . ?
C26 Sc01 O3 C28 -30.65(15) . . . . ?
O1 Sc01 O2 C18 106.62(14) . . . . ?
O3 Sc01 O2 C18 -81.42(14) . . . . ?
C6 Sc01 O2 C18 -175.42(14) . . . . ?
C16 Sc01 O2 C18 14.78(14) . . . . ?
C26 Sc01 O2 C18 -13.8(3) . . . . ?
O2 Sc01 O1 C8 41.37(13) . . . . ?
O3 Sc01 O1 C8 -113.88(15) . . . . ?
C6 Sc01 O1 C8 -45.95(12) . . . . ?
C16 Sc01 O1 C8 121.88(12) . . . . ?
C26 Sc01 O1 C8 -150.17(13) . . . . ?
C16 N4 C17 C18 56.53(18) . . . . ?
C15 N4 C17 C18 -112.64(16) . . . . ?
C6 N2 C7 C8 -61.85(18) . . . . ?
C5 N2 C7 C8 116.60(16) . . . . ?
Sc01 O2 C18 C19 143.14(12) . . . . ?
Sc01 O2 C18 C20 -96.33(16) . . . . ?
Sc01 O2 C18 C17 25.01(19) . . . . ?
N4 C17 C18 O2 -66.44(15) . . . . ?
N4 C17 C18 C19 174.21(12) . . . . ?
N4 C17 C18 C20 54.98(16) . . . . ?
Sc01 O3 C28 C29 116.28(15) . . . . ?
Sc01 O3 C28 C30 -122.17(15) . . . . ?
Sc01 O3 C28 C27 -5.1(2) . . . . ?
Sc01 O1 C8 C9 129.44(12) . . . . ?
Sc01 O1 C8 C10 -109.68(14) . . . . ?
Sc01 O1 C8 C7 8.24(18) . . . . ?
N2 C7 C8 O1 57.68(16) . . . . ?
N2 C7 C8 C9 -63.77(16) . . . . ?
N2 C7 C8 C10 177.33(12) . . . . ?
C6 N1 C2 C1 -132.64(16) . . . . ?
C4 N1 C2 C1 47.2(2) . . . . ?
C6 N1 C2 C3 102.25(18) . . . . ?
C4 N1 C2 C3 -77.9(2) . . . . ?
C4 N1 C6 N2 0.10(17) . . . . ?
C2 N1 C6 N2 179.95(13) . . . . ?
C4 N1 C6 Sc01 172.64(13) . . . . ?
C2 N1 C6 Sc01 -7.5(2) . . . . ?
C5 N2 C6 N1 -0.09(17) . . . . ?
C7 N2 C6 N1 178.56(13) . . . . ?
C5 N2 C6 Sc01 -174.82(10) . . . . ?
C7 N2 C6 Sc01 3.83(18) . . . . ?
O2 Sc01 C6 N1 124.72(17) . . . . ?
O1 Sc01 C6 N1 -134.54(17) . . . . ?
O3 Sc01 C6 N1 27.52(17) . . . . ?
C16 Sc01 C6 N1 168.67(18) . . . . ?
C26 Sc01 C6 N1 -50.98(17) . . . . ?
O2 Sc01 C6 N2 -63.34(11) . . . . ?
O1 Sc01 C6 N2 37.40(10) . . . . ?
O3 Sc01 C6 N2 -160.54(11) . . . . ?
C16 Sc01 C6 N2 -19.4(3) . . . . ?
C26 Sc01 C6 N2 120.95(11) . . . . ?
C34 N7 C31 C32 0.0(2) . . . . ?
C26 N6 C27 C28 -61.8(2) . . . . ?
C25 N6 C27 C28 118.8(2) . . . . ?
O3 C28 C27 N6 60.23(18) . . . . ?
C29 C28 C27 N6 -61.77(17) . . . . ?
C30 C28 C27 N6 179.24(13) . . . . ?
C14 N3 C16 N4 -0.03(17) . . . . ?
C12 N3 C16 N4 178.94(14) . . . . ?
C14 N3 C16 Sc01 -163.42(13) . . . . ?
C12 N3 C16 Sc01 15.6(2) . . . . ?
C15 N4 C16 N3 -0.50(17) . . . . ?
C17 N4 C16 N3 -170.89(13) . . . . ?
C15 N4 C16 Sc01 166.01(11) . . . . ?
C17 N4 C16 Sc01 -4.37(19) . . . . ?
O2 Sc01 C16 N3 135.53(15) . . . . ?
O1 Sc01 C16 N3 35.58(15) . . . . ?
O3 Sc01 C16 N3 -128.38(14) . . . . ?
C6 Sc01 C16 N3 90.7(2) . . . . ?
C26 Sc01 C16 N3 -50.82(15) . . . . ?
O2 Sc01 C16 N4 -25.79(11) . . . . ?
O1 Sc01 C16 N4 -125.74(11) . . . . ?
O3 Sc01 C16 N4 70.30(11) . . . . ?
C6 Sc01 C16 N4 -70.6(3) . . . . ?
C26 Sc01 C16 N4 147.85(12) . . . . ?
C25 N6 C26 N5 0.0(2) . . . . ?
C27 N6 C26 N5 -179.40(15) . . . . ?
C25 N6 C26 Sc01 -172.60(15) . . . . ?
C27 N6 C26 Sc01 8.0(2) . . . . ?
C24 N5 C26 N6 0.1(2) . . . . ?
C22 N5 C26 N6 176.13(16) . . . . ?
C24 N5 C26 Sc01 170.69(16) . . . . ?
C22 N5 C26 Sc01 -13.3(3) . . . . ?
O2 Sc01 C26 N6 -41.8(3) . . . . ?
O1 Sc01 C26 N6 -163.59(12) . . . . ?
O3 Sc01 C26 N6 27.99(12) . . . . ?
C6 Sc01 C26 N6 119.34(12) . . . . ?
C16 Sc01 C26 N6 -69.89(12) . . . . ?
O2 Sc01 C26 N5 148.66(19) . . . . ?
O1 Sc01 C26 N5 26.88(16) . . . . ?
O3 Sc01 C26 N5 -141.55(17) . . . . ?
C6 Sc01 C26 N5 -50.20(17) . . . . ?
C16 Sc01 C26 N5 120.57(17) . . . . ?
C6 N2 C5 C4 0.05(19) . . . . ?
C7 N2 C5 C4 -178.55(15) . . . . ?
C16 N4 C15 C14 0.9(2) . . . . ?
C17 N4 C15 C14 171.11(15) . . . . ?
C31 N7 C34 C33 -0.1(2) . . . . ?
C32 C33 C34 N7 0.1(2) . . . . ?
N7 C31 C32 C33 0.0(2) . . . . ?
C34 C33 C32 C31 -0.1(2) . . . . ?
C16 N3 C12 C13 107.17(18) . . . . ?
C14 N3 C12 C13 -74.0(2) . . . . ?
C16 N3 C12 C11 -127.62(17) . . . . ?
C14 N3 C12 C11 51.2(2) . . . . ?
C26 N5 C22 C21 120.5(2) . . . . ?
C24 N5 C22 C21 -64.1(3) . . . . ?
C26 N5 C22 C23 -114.9(2) . . . . ?
C24 N5 C22 C23 60.6(3) . . . . ?
N2 C5 C4 N1 0.02(19) . . . . ?
C6 N1 C4 C5 -0.07(19) . . . . ?
C2 N1 C4 C5 -179.92(15) . . . . ?
N4 C15 C14 N3 -0.8(2) . . . . ?
C16 N3 C14 C15 0.6(2) . . . . ?
C12 N3 C14 C15 -178.39(16) . . . . ?
C26 N5 C24 C25 -0.2(3) . . . . ?
C22 N5 C24 C25 -176.2(2) . . . . ?
N5 C24 C25 N6 0.2(3) . . . . ?
C26 N6 C25 C24 -0.1(3) . . . . ?
C27 N6 C25 C24 179.3(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.041
_database_code_depnum_ccdc_archive 'CCDC 1003243'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_8a

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H33 Ce N2 O, C6 H6'
_chemical_formula_sum            'C31 H39 Ce N2 O'
_chemical_formula_weight         595.76

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'
Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.2916(4)
_cell_length_b                   12.0218(4)
_cell_length_c                   12.7949(6)
_cell_angle_alpha                108.824(4)
_cell_angle_beta                 95.048(3)
_cell_angle_gamma                116.135(4)
_cell_volume                     1420.72(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    11562
_cell_measurement_theta_min      3.0638
_cell_measurement_theta_max      29.6474

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_F_000             610
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.9806
_exptl_crystal_size_mid          0.6760
_exptl_crystal_size_min          0.3221
_exptl_absorpt_coefficient_mu    1.626
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.28000
_exptl_absorpt_correction_T_max  0.59400
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) 
(compiled Dec  3 2012,18:21:49) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_reflns_number            20187
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_av_R_equivalents  0.0156
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.064
_diffrn_reflns_theta_max         29.647
_diffrn_reflns_theta_full        27.000
_diffrn_measured_fraction_theta_max 0.888
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.888
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.888
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7135
_reflns_number_gt                6761
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, SHELXL-2014)'
_computing_molecular_graphics    ortep
_computing_publication_material  ortep

_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     
'w=1/[σ²(Fo²)+(0.0310P)²+0.7197P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7135
_refine_ls_number_parameters     443
_refine_ls_number_restraints     556
_refine_ls_R_factor_all          0.0221
_refine_ls_R_factor_gt           0.0200
_refine_ls_wR_factor_ref         0.0552
_refine_ls_wR_factor_gt          0.0536
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.045
_refine_ls_shift/su_mean         0.002

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ce1 Ce 0.27221(2) 0.89924(2) 0.24831(2) 0.02100(4) Uani 1 1 d . . . . .
O1 O 0.17226(14) 0.83321(14) 0.06873(11) 0.0307(3) Uani 1 1 d . . . . .
N1 N 0.07299(15) 0.72878(15) -0.24354(13) 0.0237(3) Uani 1 1 d . . . . .
N2 N -0.08010(15) 0.65779(15) -0.39978(13) 0.0247(3) Uani 1 1 d . . . . .
C6 C 0.0749(2) 0.6719(2) 0.2853(2) 0.0407(5) Uani 1 1 d . . . . .
H6A H -0.0151 0.6588 0.2996 0.049 Uiso 1 1 calc R U . . .
C7 C 0.1953(2) 0.7250(2) 0.37032(18) 0.0348(4) Uani 1 1 d . . . . .
H7A H 0.2045 0.7560 0.4546 0.042 Uiso 1 1 calc R U . . .
C8 C 0.2882(2) 0.6992(2) 0.3172(2) 0.0402(5) Uani 1 1 d . . . . .
H8A H 0.3743 0.7085 0.3573 0.048 Uiso 1 1 calc R U . . .
C9 C 0.2255(3) 0.6294(2) 0.1987(2) 0.0497(7) Uani 1 1 d . . . . .
H9A H 0.2601 0.5812 0.1414 0.060 Uiso 1 1 calc R U . . .
C10 C 0.0939(3) 0.6126(2) 0.1792(2) 0.0501(6) Uani 1 1 d . . . . .
H10A H 0.0196 0.5505 0.1058 0.060 Uiso 1 1 calc R U . . .
C16 C 0.10767(18) 0.83201(17) -0.02934(15) 0.0252(3) Uani 1 1 d . . . . .
C17 C 0.1683(3) 0.9767(2) -0.02314(18) 0.0386(5) Uani 1 1 d . . . . .
H17A H 0.1548 1.0330 0.0442 0.058 Uiso 1 1 calc R U . . .
H17B H 0.1223 0.9751 -0.0927 0.058 Uiso 1 1 calc R U . . .
H17C H 0.2665 1.0145 -0.0170 0.058 Uiso 1 1 calc R U . . .
C18 C -0.0474(2) 0.7681(2) -0.04249(18) 0.0369(4) Uani 1 1 d . . . . .
H18A H -0.0641 0.8197 0.0255 0.055 Uiso 1 1 calc R U . . .
H18B H -0.0848 0.6742 -0.0505 0.055 Uiso 1 1 calc R U . . .
H18C H -0.0921 0.7696 -0.1108 0.055 Uiso 1 1 calc R U . . .
C19 C 0.13646(18) 0.74384(18) -0.13040(15) 0.0251(3) Uani 1 1 d . . . . .
H19A H 0.2368 0.7850 -0.1191 0.030 Uiso 1 1 calc R U . . .
H19B H 0.1018 0.6529 -0.1296 0.030 Uiso 1 1 calc R U . . .
C20 C 0.12763(19) 0.81970(19) -0.29291(17) 0.0289(4) Uani 1 1 d . . . . .
H20A H 0.2157 0.8985 -0.2641 0.035 Uiso 1 1 calc R U . . .
C21 C 0.03190(19) 0.77541(19) -0.39037(17) 0.0293(4) Uani 1 1 d . . . . .
H21A H 0.0404 0.8177 -0.4427 0.035 Uiso 1 1 calc R U . . .
C22 C -0.05249(18) 0.63106(17) -0.30996(15) 0.0243(3) Uani 1 1 d . . . . .
H22A H -0.1120 0.5554 -0.2957 0.029 Uiso 1 1 calc R U . . .
C23 C -0.20303(19) 0.57346(19) -0.49987(16) 0.0295(4) Uani 1 1 d . . . . .
H23A H -0.2134 0.6343 -0.5333 0.035 Uiso 1 1 calc R U . . .
C24 C -0.3313(2) 0.5060(2) -0.46347(19) 0.0363(4) Uani 1 1 d . . . . .
H24A H -0.3391 0.5750 -0.4027 0.054 Uiso 1 1 calc R U . . .
H24B H -0.3259 0.4415 -0.4347 0.054 Uiso 1 1 calc R U . . .
H24C H -0.4119 0.4578 -0.5294 0.054 Uiso 1 1 calc R U . . .
C25 C -0.1814(2) 0.4715(2) -0.59036(19) 0.0422(5) Uani 1 1 d . . . . .
H25A H -0.0958 0.5191 -0.6091 0.063 Uiso 1 1 calc R U . . .
H25B H -0.2582 0.4221 -0.6595 0.063 Uiso 1 1 calc R U . . .
H25C H -0.1761 0.4075 -0.5609 0.063 Uiso 1 1 calc R U . . .
C11A C 0.559(3) 1.009(3) 0.3401(18) 0.031(4) Uani 0.36(4) 1 d . U P A 1
H11A H 0.6007 1.0145 0.4153 0.037 Uiso 0.36(4) 1 calc R U P A 1
C12A C 0.533(3) 0.908(2) 0.234(2) 0.031(3) Uani 0.36(4) 1 d . U P A 1
H12A H 0.5503 0.8312 0.2220 0.037 Uiso 0.36(4) 1 calc R U P A 1
C13A C 0.507(3) 0.950(3) 0.153(2) 0.041(4) Uani 0.36(4) 1 d . U P A 1
H13A H 0.5007 0.9055 0.0705 0.049 Uiso 0.36(4) 1 calc R U P A 1
C14A C 0.517(3) 1.074(3) 0.204(2) 0.040(3) Uani 0.36(4) 1 d . U P A 1
H14A H 0.5232 1.1349 0.1647 0.048 Uiso 0.36(4) 1 calc R U P A 1
C15A C 0.558(2) 1.114(2) 0.323(2) 0.034(3) Uani 0.36(4) 1 d . U P A 1
H15A H 0.5966 1.2083 0.3831 0.041 Uiso 0.36(4) 1 calc R U P A 1
C11B C 0.557(2) 0.9826(16) 0.3283(14) 0.038(2) Uani 0.64(4) 1 d . U P A 2
H11B H 0.5972 0.9667 0.3914 0.045 Uiso 0.64(4) 1 calc R U P A 2
C12B C 0.5211(18) 0.9027(14) 0.2092(13) 0.039(3) Uani 0.64(4) 1 d . U P A 2
H12B H 0.5300 0.8201 0.1757 0.047 Uiso 0.64(4) 1 calc R U P A 2
C13B C 0.4998(17) 0.9716(16) 0.1478(12) 0.038(2) Uani 0.64(4) 1 d . U P A 2
H13B H 0.4923 0.9474 0.0641 0.046 Uiso 0.64(4) 1 calc R U P A 2
C14B C 0.5219(17) 1.0975(12) 0.2287(14) 0.041(2) Uani 0.64(4) 1 d . U P A 2
H14B H 0.5329 1.1760 0.2108 0.049 Uiso 0.64(4) 1 calc R U P A 2
C15B C 0.5542(13) 1.1023(15) 0.3399(11) 0.041(3) Uani 0.64(4) 1 d . U P A 2
H15B H 0.5930 1.1853 0.4128 0.049 Uiso 0.64(4) 1 calc R U P A 2
C1A C 0.1404(14) 1.0599(14) 0.2775(8) 0.047(2) Uani 0.56(2) 1 d . U P A 1
H1AA H 0.0857 1.0632 0.2139 0.057 Uiso 0.56(2) 1 calc R U P A 1
C2A C 0.2765(13) 1.1518(12) 0.3347(11) 0.044(2) Uani 0.56(2) 1 d . U P A 1
H2AA H 0.3350 1.2322 0.3188 0.052 Uiso 0.56(2) 1 calc R U P A 1
C3A C 0.3081(19) 1.134(2) 0.4340(14) 0.042(2) Uani 0.56(2) 1 d . U P A 1
H3AA H 0.3927 1.1986 0.4992 0.051 Uiso 0.56(2) 1 calc R U P A 1
C4A C 0.1881(16) 1.0268(16) 0.4383(13) 0.042(2) Uani 0.56(2) 1 d . U P A 1
H4AA H 0.1737 1.0033 0.5060 0.050 Uiso 0.56(2) 1 calc R U P A 1
C5A C 0.0858(13) 0.9825(14) 0.3402(12) 0.047(2) Uani 0.56(2) 1 d . U P A 1
H5AA H -0.0140 0.9203 0.3265 0.056 Uiso 0.56(2) 1 calc R U P A 1
C1B C 0.0942(16) 1.0123(16) 0.2801(10) 0.045(3) Uani 0.44(2) 1 d . U P A 2
H1BA H 0.0137 0.9862 0.2191 0.054 Uiso 0.44(2) 1 calc R U P A 2
C2B C 0.224(2) 1.1225(15) 0.3069(13) 0.049(3) Uani 0.44(2) 1 d . U P A 2
H2BA H 0.2495 1.1888 0.2704 0.059 Uiso 0.44(2) 1 calc R U P A 2
C3B C 0.297(3) 1.146(2) 0.4138(19) 0.049(4) Uani 0.44(2) 1 d . U P A 2
H3BA H 0.3856 1.2292 0.4626 0.059 Uiso 0.44(2) 1 calc R U P A 2
C4B C 0.2159(19) 1.053(2) 0.4494(15) 0.042(3) Uani 0.44(2) 1 d . U P A 2
H4BA H 0.2379 1.0559 0.5279 0.050 Uiso 0.44(2) 1 calc R U P A 2
C5B C 0.0855(19) 0.9657(18) 0.3684(15) 0.042(2) Uani 0.44(2) 1 d . U P A 2
H5BA H 0.0002 0.9010 0.3805 0.050 Uiso 0.44(2) 1 calc R U P A 2
C26A C 0.6668(8) 0.6408(5) 0.2373(7) 0.079(2) Uani 0.547(16) 1 d G U P B 1
H26A H 0.7139 0.7349 0.2853 0.095 Uiso 0.547(16) 1 calc R U P B 1
C27A C 0.7218(7) 0.5893(10) 0.1542(8) 0.109(4) Uani 0.547(16) 1 d G U P B 1
H27A H 0.8065 0.6481 0.1453 0.131 Uiso 0.547(16) 1 calc R U P B 1
C28A C 0.6528(11) 0.4517(11) 0.0839(7) 0.124(4) Uani 0.547(16) 1 d G U P B 1
H28A H 0.6904 0.4165 0.0271 0.149 Uiso 0.547(16) 1 calc R U P B 1
C29A C 0.5288(11) 0.3657(5) 0.0968(7) 0.109(4) Uani 0.547(16) 1 d G U P B 1
H29A H 0.4817 0.2717 0.0488 0.131 Uiso 0.547(16) 1 calc R U P B 1
C30A C 0.4738(7) 0.4173(7) 0.1800(8) 0.100(3) Uani 0.547(16) 1 d G U P B 1
H30A H 0.3890 0.3585 0.1888 0.120 Uiso 0.547(16) 1 calc R U P B 1
C31A C 0.5428(9) 0.5549(8) 0.2502(7) 0.085(3) Uani 0.547(16) 1 d G U P B 1
H31A H 0.5052 0.5901 0.3070 0.102 Uiso 0.547(16) 1 calc R U P B 1
C26B C 0.5840(12) 0.6014(10) 0.2469(9) 0.082(3) Uani 0.453(16) 1 d G U P B 2
H26B H 0.5792 0.6713 0.3048 0.099 Uiso 0.453(16) 1 calc R U P B 2
C27B C 0.6976(9) 0.6323(6) 0.2035(10) 0.137(6) Uani 0.453(16) 1 d G U P B 2
H27B H 0.7704 0.7232 0.2317 0.164 Uiso 0.453(16) 1 calc R U P B 2
C28B C 0.7047(9) 0.5301(12) 0.1188(10) 0.096(4) Uani 0.453(16) 1 d G U P B 2
H28B H 0.7823 0.5512 0.0890 0.116 Uiso 0.453(16) 1 calc R U P B 2
C29B C 0.5981(13) 0.3971(9) 0.0775(8) 0.109(4) Uani 0.453(16) 1 d G U P B 2
H29B H 0.6029 0.3273 0.0196 0.131 Uiso 0.453(16) 1 calc R U P B 2
C30B C 0.4845(10) 0.3663(7) 0.1210(10) 0.095(4) Uani 0.453(16) 1 d G U P B 2
H30B H 0.4117 0.2753 0.0928 0.114 Uiso 0.453(16) 1 calc R U P B 2
C31B C 0.4774(9) 0.4684(13) 0.2057(10) 0.119(5) Uani 0.453(16) 1 d G U P B 2
H31B H 0.3998 0.4473 0.2354 0.143 Uiso 0.453(16) 1 calc R U P B 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
Ce1 O1 2.1819(13) . ?
Ce1 C15B 2.849(13) . ?
Ce1 C2B 2.852(13) . ?
Ce1 C2A 2.853(11) . ?
Ce1 C11A 2.86(3) . ?
Ce1 C1B 2.872(11) . ?
Ce1 C1A 2.872(9) . ?
Ce1 C3A 2.87(2) . ?
Ce1 C14B 2.878(16) . ?
Ce1 C14A 2.88(3) . ?
Ce1 C12B 2.882(18) . ?
Ce1 C9 2.883(2) . ?
O1 C16 1.387(2) . ?
N1 C22 1.337(2) . ?
N1 C20 1.376(2) . ?
N1 C19 1.475(2) . ?
N2 C22 1.336(2) . ?
N2 C21 1.379(2) . ?
N2 C23 1.485(2) . ?
C6 C10 1.400(4) . ?
C6 C7 1.402(3) . ?
C6 H6A 1.0000 . ?
C7 C8 1.392(3) . ?
C7 H7A 1.0000 . ?
C8 C9 1.404(4) . ?
C8 H8A 1.0000 . ?
C9 C10 1.397(4) . ?
C9 H9A 1.0000 . ?
C10 H10A 1.0000 . ?
C16 C17 1.534(3) . ?
C16 C18 1.538(3) . ?
C16 C19 1.547(2) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.354(3) . ?
C20 H20A 0.9500 . ?
C21 H21A 0.9500 . ?
C22 H22A 0.9500 . ?
C23 C25 1.517(3) . ?
C23 C24 1.517(3) . ?
C23 H23A 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C11A C15A 1.36(3) . ?
C11A C12A 1.39(3) . ?
C11A H11A 1.0000 . ?
C12A C13A 1.35(2) . ?
C12A H12A 1.0000 . ?
C13A C14A 1.37(3) . ?
C13A H13A 1.0000 . ?
C14A C15A 1.41(3) . ?
C14A H14A 1.0000 . ?
C15A H15A 1.0000 . ?
C11B C15B 1.415(16) . ?
C11B C12B 1.418(15) . ?
C11B H11B 1.0000 . ?
C12B C13B 1.387(14) . ?
C12B H12B 1.0000 . ?
C13B C14B 1.427(15) . ?
C13B H13B 1.0000 . ?
C14B C15B 1.414(15) . ?
C14B H14B 1.0000 . ?
C15B H15B 1.0000 . ?
C1A C2A 1.379(10) . ?
C1A C5A 1.397(11) . ?
C1A H1AA 1.0000 . ?
C2A C3A 1.399(13) . ?
C2A H2AA 1.0000 . ?
C3A C4A 1.420(19) . ?
C3A H3AA 1.0000 . ?
C4A C5A 1.401(17) . ?
C4A H4AA 1.0000 . ?
C5A H5AA 1.0000 . ?
C1B C2B 1.386(13) . ?
C1B C5B 1.407(11) . ?
C1B H1BA 1.0000 . ?
C2B C3B 1.408(17) . ?
C2B H2BA 1.0000 . ?
C3B C4B 1.34(2) . ?
C3B H3BA 1.0000 . ?
C4B C5B 1.42(2) . ?
C4B H4BA 1.0000 . ?
C5B H5BA 1.0000 . ?
C26A C27A 1.3900 . ?
C26A C31A 1.3900 . ?
C26A H26A 0.9500 . ?
C27A C28A 1.3900 . ?
C27A H27A 0.9500 . ?
C28A C29A 1.3900 . ?
C28A H28A 0.9500 . ?
C29A C30A 1.3900 . ?
C29A H29A 0.9500 . ?
C30A C31A 1.3900 . ?
C30A H30A 0.9500 . ?
C31A H31A 0.9500 . ?
C26B C27B 1.3900 . ?
C26B C31B 1.3900 . ?
C26B H26B 0.9500 . ?
C27B C28B 1.3900 . ?
C27B H27B 0.9500 . ?
C28B C29B 1.3900 . ?
C28B H28B 0.9500 . ?
C29B C30B 1.3900 . ?
C29B H29B 0.9500 . ?
C30B C31B 1.3900 . ?
C30B H30B 0.9500 . ?
C31B H31B 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ce1 C15B 119.1(3) . . ?
O1 Ce1 C2B 89.5(3) . . ?
C15B Ce1 C2B 84.7(5) . . ?
O1 Ce1 C2A 97.6(3) . . ?
O1 Ce1 C11A 124.8(5) . . ?
C2A Ce1 C11A 96.0(6) . . ?
O1 Ce1 C1B 81.1(2) . . ?
C15B Ce1 C1B 112.2(5) . . ?
C2B Ce1 C1B 28.0(3) . . ?
O1 Ce1 C1A 80.9(2) . . ?
C2A Ce1 C1A 27.9(2) . . ?
C11A Ce1 C1A 123.9(6) . . ?
O1 Ce1 C3A 125.0(3) . . ?
C2A Ce1 C3A 28.3(3) . . ?
C11A Ce1 C3A 84.7(7) . . ?
C1A Ce1 C3A 46.2(3) . . ?
O1 Ce1 C14B 90.7(3) . . ?
C15B Ce1 C14B 28.6(3) . . ?
C2B Ce1 C14B 80.6(5) . . ?
C1B Ce1 C14B 107.3(5) . . ?
O1 Ce1 C14A 86.0(5) . . ?
C2A Ce1 C14A 78.3(6) . . ?
C11A Ce1 C14A 45.5(6) . . ?
C1A Ce1 C14A 99.2(6) . . ?
C3A Ce1 C14A 88.4(7) . . ?
O1 Ce1 C12B 95.8(3) . . ?
C15B Ce1 C12B 46.9(4) . . ?
C2B Ce1 C12B 126.6(5) . . ?
C1B Ce1 C12B 153.6(5) . . ?
C14B Ce1 C12B 46.4(4) . . ?
O1 Ce1 C9 89.13(7) . . ?
C15B Ce1 C9 113.4(3) . . ?
C2B Ce1 C9 159.8(4) . . ?
C2A Ce1 C9 165.7(2) . . ?
C11A Ce1 C9 90.4(6) . . ?
C1B Ce1 C9 132.1(4) . . ?
C1A Ce1 C9 143.7(3) . . ?
C3A Ce1 C9 141.0(3) . . ?
C14B Ce1 C9 119.6(3) . . ?
C14A Ce1 C9 114.9(6) . . ?
C12B Ce1 C9 73.6(3) . . ?
C16 O1 Ce1 160.38(12) . . ?
C22 N1 C20 108.78(15) . . ?
C22 N1 C19 125.39(15) . . ?
C20 N1 C19 125.57(15) . . ?
C22 N2 C21 108.35(15) . . ?
C22 N2 C23 127.86(15) . . ?
C21 N2 C23 123.60(15) . . ?
C10 C6 C7 107.9(2) . . ?
C10 C6 Ce1 76.00(12) . . ?
C7 C6 Ce1 76.00(11) . . ?
C10 C6 H6A 125.3 . . ?
C7 C6 H6A 125.3 . . ?
Ce1 C6 H6A 125.3 . . ?
C8 C7 C6 108.2(2) . . ?
C8 C7 Ce1 75.96(11) . . ?
C6 C7 Ce1 75.86(11) . . ?
C8 C7 H7A 125.2 . . ?
C6 C7 H7A 125.2 . . ?
Ce1 C7 H7A 125.2 . . ?
C7 C8 C9 107.9(2) . . ?
C7 C8 Ce1 76.11(11) . . ?
C9 C8 Ce1 75.89(12) . . ?
C7 C8 H8A 125.3 . . ?
C9 C8 H8A 125.3 . . ?
Ce1 C8 H8A 125.3 . . ?
C10 C9 C8 108.1(2) . . ?
C10 C9 Ce1 76.06(13) . . ?
C8 C9 Ce1 75.92(12) . . ?
C10 C9 H9A 125.2 . . ?
C8 C9 H9A 125.2 . . ?
Ce1 C9 H9A 125.2 . . ?
C9 C10 C6 107.9(2) . . ?
C9 C10 Ce1 75.91(12) . . ?
C6 C10 Ce1 75.90(12) . . ?
C9 C10 H10A 125.3 . . ?
C6 C10 H10A 125.3 . . ?
Ce1 C10 H10A 125.3 . . ?
O1 C16 C17 109.90(15) . . ?
O1 C16 C18 109.88(16) . . ?
C17 C16 C18 110.85(17) . . ?
O1 C16 C19 105.67(14) . . ?
C17 C16 C19 110.33(16) . . ?
C18 C16 C19 110.09(15) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C19 C16 113.53(14) . . ?
N1 C19 H19A 108.9 . . ?
C16 C19 H19A 108.9 . . ?
N1 C19 H19B 108.9 . . ?
C16 C19 H19B 108.9 . . ?
H19A C19 H19B 107.7 . . ?
C21 C20 N1 106.93(16) . . ?
C21 C20 H20A 126.5 . . ?
N1 C20 H20A 126.5 . . ?
C20 C21 N2 107.46(16) . . ?
C20 C21 H21A 126.3 . . ?
N2 C21 H21A 126.3 . . ?
N2 C22 N1 108.48(15) . . ?
N2 C22 H22A 125.8 . . ?
N1 C22 H22A 125.8 . . ?
N2 C23 C25 109.36(16) . . ?
N2 C23 C24 110.93(16) . . ?
C25 C23 C24 112.23(16) . . ?
N2 C23 H23A 108.1 . . ?
C25 C23 H23A 108.1 . . ?
C24 C23 H23A 108.1 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C15A C11A C12A 109.0(19) . . ?
C15A C11A Ce1 78.7(17) . . ?
C12A C11A Ce1 78.3(17) . . ?
C15A C11A H11A 124.3 . . ?
C12A C11A H11A 124.2 . . ?
Ce1 C11A H11A 124.2 . . ?
C13A C12A C11A 107.2(19) . . ?
C13A C12A Ce1 76.6(18) . . ?
C11A C12A Ce1 73.9(18) . . ?
C13A C12A H12A 125.7 . . ?
C11A C12A H12A 125.7 . . ?
Ce1 C12A H12A 125.7 . . ?
C12A C13A C14A 110(2) . . ?
C12A C13A Ce1 76.7(17) . . ?
C14A C13A Ce1 75.0(17) . . ?
C12A C13A H13A 124.6 . . ?
C14A C13A H13A 124.6 . . ?
Ce1 C13A H13A 124.6 . . ?
C13A C14A C15A 107.1(19) . . ?
C13A C14A Ce1 77.8(17) . . ?
C15A C14A Ce1 77.4(15) . . ?
C13A C14A H14A 125.2 . . ?
C15A C14A H14A 125.2 . . ?
Ce1 C14A H14A 125.2 . . ?
C11A C15A C14A 106.6(18) . . ?
C11A C15A Ce1 74.1(17) . . ?
C14A C15A Ce1 74.5(15) . . ?
C11A C15A H15A 126.2 . . ?
C14A C15A H15A 126.2 . . ?
Ce1 C15A H15A 126.2 . . ?
C15B C11B C12B 107.2(12) . . ?
C15B C11B Ce1 74.2(10) . . ?
C12B C11B Ce1 75.6(10) . . ?
C15B C11B H11B 125.8 . . ?
C12B C11B H11B 125.8 . . ?
Ce1 C11B H11B 125.8 . . ?
C13B C12B C11B 109.4(13) . . ?
C13B C12B Ce1 76.4(10) . . ?
C11B C12B Ce1 76.0(11) . . ?
C13B C12B H12B 124.7 . . ?
C11B C12B H12B 124.7 . . ?
Ce1 C12B H12B 124.7 . . ?
C12B C13B C14B 107.5(12) . . ?
C12B C13B Ce1 75.8(10) . . ?
C14B C13B Ce1 75.2(9) . . ?
C12B C13B H13B 125.5 . . ?
C14B C13B H13B 125.5 . . ?
Ce1 C13B H13B 125.5 . . ?
C15B C14B C13B 108.0(11) . . ?
C15B C14B Ce1 74.6(8) . . ?
C13B C14B Ce1 76.1(9) . . ?
C15B C14B H14B 125.4 . . ?
C13B C14B H14B 125.4 . . ?
Ce1 C14B H14B 125.4 . . ?
C14B C15B C11B 107.8(12) . . ?
C14B C15B Ce1 76.9(8) . . ?
C11B C15B Ce1 77.2(10) . . ?
C14B C15B H15B 125.1 . . ?
C11B C15B H15B 125.1 . . ?
Ce1 C15B H15B 125.1 . . ?
C2A C1A C5A 107.9(9) . . ?
C2A C1A Ce1 75.3(6) . . ?
C5A C1A Ce1 76.6(7) . . ?
C2A C1A H1AA 125.3 . . ?
C5A C1A H1AA 125.3 . . ?
Ce1 C1A H1AA 125.3 . . ?
C1A C2A C3A 108.6(11) . . ?
C1A C2A Ce1 76.9(6) . . ?
C3A C2A Ce1 76.7(10) . . ?
C1A C2A H2AA 124.8 . . ?
C3A C2A H2AA 124.8 . . ?
Ce1 C2A H2AA 124.8 . . ?
C2A C3A C4A 108.1(13) . . ?
C2A C3A Ce1 75.0(9) . . ?
C4A C3A Ce1 77.1(11) . . ?
C2A C3A H3AA 125.2 . . ?
C4A C3A H3AA 125.2 . . ?
Ce1 C3A H3AA 125.2 . . ?
C5A C4A C3A 106.2(11) . . ?
C5A C4A Ce1 75.3(9) . . ?
C3A C4A Ce1 74.5(11) . . ?
C5A C4A H4AA 126.2 . . ?
C3A C4A H4AA 126.2 . . ?
Ce1 C4A H4AA 126.2 . . ?
C1A C5A C4A 109.2(10) . . ?
C1A C5A Ce1 75.3(6) . . ?
C4A C5A Ce1 76.7(10) . . ?
C1A C5A H5AA 124.8 . . ?
C4A C5A H5AA 124.8 . . ?
Ce1 C5A H5AA 124.8 . . ?
C2B C1B C5B 109.2(11) . . ?
C2B C1B Ce1 75.2(7) . . ?
C5B C1B Ce1 79.2(9) . . ?
C2B C1B H1BA 124.5 . . ?
C5B C1B H1BA 124.5 . . ?
Ce1 C1B H1BA 124.5 . . ?
C1B C2B C3B 107.0(13) . . ?
C1B C2B Ce1 76.8(6) . . ?
C3B C2B Ce1 78.0(12) . . ?
C1B C2B H2BA 125.3 . . ?
C3B C2B H2BA 125.3 . . ?
Ce1 C2B H2BA 125.3 . . ?
C4B C3B C2B 108.6(17) . . ?
C4B C3B Ce1 78.6(15) . . ?
C2B C3B Ce1 73.7(11) . . ?
C4B C3B H3BA 125.0 . . ?
C2B C3B H3BA 125.0 . . ?
Ce1 C3B H3BA 125.0 . . ?
C3B C4B C5B 110.3(14) . . ?
C3B C4B Ce1 75.0(15) . . ?
C5B C4B Ce1 76.1(12) . . ?
C3B C4B H4BA 124.4 . . ?
C5B C4B H4BA 124.4 . . ?
Ce1 C4B H4BA 124.4 . . ?
C1B C5B C4B 104.9(13) . . ?
C1B C5B Ce1 72.9(8) . . ?
C4B C5B Ce1 76.0(13) . . ?
C1B C5B H5BA 126.8 . . ?
C4B C5B H5BA 126.8 . . ?
Ce1 C5B H5BA 126.8 . . ?
C27A C26A C31A 120.0 . . ?
C27A C26A H26A 120.0 . . ?
C31A C26A H26A 120.0 . . ?
C26A C27A C28A 120.0 . . ?
C26A C27A H27A 120.0 . . ?
C28A C27A H27A 120.0 . . ?
C29A C28A C27A 120.0 . . ?
C29A C28A H28A 120.0 . . ?
C27A C28A H28A 120.0 . . ?
C28A C29A C30A 120.0 . . ?
C28A C29A H29A 120.0 . . ?
C30A C29A H29A 120.0 . . ?
C31A C30A C29A 120.0 . . ?
C31A C30A H30A 120.0 . . ?
C29A C30A H30A 120.0 . . ?
C30A C31A C26A 120.0 . . ?
C30A C31A H31A 120.0 . . ?
C26A C31A H31A 120.0 . . ?
C27B C26B C31B 120.0 . . ?
C27B C26B H26B 120.0 . . ?
C31B C26B H26B 120.0 . . ?
C26B C27B C28B 120.0 . . ?
C26B C27B H27B 120.0 . . ?
C28B C27B H27B 120.0 . . ?
C29B C28B C27B 120.0 . . ?
C29B C28B H28B 120.0 . . ?
C27B C28B H28B 120.0 . . ?
C28B C29B C30B 120.0 . . ?
C28B C29B H29B 120.0 . . ?
C30B C29B H29B 120.0 . . ?
C31B C30B C29B 120.0 . . ?
C31B C30B H30B 120.0 . . ?
C29B C30B H30B 120.0 . . ?
C30B C31B C26B 120.0 . . ?
C30B C31B H31B 120.0 . . ?
C26B C31B H31B 120.0 . . ?

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
C10 C6 C7 C8 0.2(2) . . . . ?
Ce1 C6 C7 C8 -69.75(14) . . . . ?
C10 C6 C7 Ce1 69.98(15) . . . . ?
C6 C7 C8 C9 -0.2(2) . . . . ?
Ce1 C7 C8 C9 -69.88(14) . . . . ?
C6 C7 C8 Ce1 69.68(14) . . . . ?
C7 C8 C9 C10 0.1(2) . . . . ?
Ce1 C8 C9 C10 -69.95(15) . . . . ?
C7 C8 C9 Ce1 70.03(14) . . . . ?
C8 C9 C10 C6 0.1(2) . . . . ?
Ce1 C9 C10 C6 -69.79(15) . . . . ?
C8 C9 C10 Ce1 69.85(14) . . . . ?
C7 C6 C10 C9 -0.2(2) . . . . ?
Ce1 C6 C10 C9 69.80(15) . . . . ?
C7 C6 C10 Ce1 -69.98(14) . . . . ?
Ce1 O1 C16 C17 36.5(4) . . . . ?
Ce1 O1 C16 C18 -85.7(4) . . . . ?
Ce1 O1 C16 C19 155.6(3) . . . . ?
C22 N1 C19 C16 -89.8(2) . . . . ?
C20 N1 C19 C16 83.6(2) . . . . ?
O1 C16 C19 N1 179.02(14) . . . . ?
C17 C16 C19 N1 -62.2(2) . . . . ?
C18 C16 C19 N1 60.4(2) . . . . ?
C22 N1 C20 C21 0.5(2) . . . . ?
C19 N1 C20 C21 -173.86(16) . . . . ?
N1 C20 C21 N2 -0.1(2) . . . . ?
C22 N2 C21 C20 -0.2(2) . . . . ?
C23 N2 C21 C20 -175.66(17) . . . . ?
C21 N2 C22 N1 0.6(2) . . . . ?
C23 N2 C22 N1 175.71(16) . . . . ?
C20 N1 C22 N2 -0.6(2) . . . . ?
C19 N1 C22 N2 173.71(15) . . . . ?
C22 N2 C23 C25 -86.3(2) . . . . ?
C21 N2 C23 C25 88.1(2) . . . . ?
C22 N2 C23 C24 38.0(3) . . . . ?
C21 N2 C23 C24 -147.54(18) . . . . ?
C15A C11A C12A C13A -4(4) . . . . ?
Ce1 C11A C12A C13A 70(2) . . . . ?
C15A C11A C12A Ce1 -74(2) . . . . ?
C11A C12A C13A C14A 0(4) . . . . ?
Ce1 C12A C13A C14A 68(2) . . . . ?
C11A C12A C13A Ce1 -68(2) . . . . ?
C12A C13A C14A C15A 3(4) . . . . ?
Ce1 C13A C14A C15A 73(2) . . . . ?
C12A C13A C14A Ce1 -70(2) . . . . ?
C12A C11A C15A C14A 5(3) . . . . ?
Ce1 C11A C15A C14A -67.9(19) . . . . ?
C12A C11A C15A Ce1 73(2) . . . . ?
C13A C14A C15A C11A -5(3) . . . . ?
Ce1 C14A C15A C11A 68(2) . . . . ?
C13A C14A C15A Ce1 -73(2) . . . . ?
C15B C11B C12B C13B 2(2) . . . . ?
Ce1 C11B C12B C13B 69.8(13) . . . . ?
C15B C11B C12B Ce1 -68.1(13) . . . . ?
C11B C12B C13B C14B 0(2) . . . . ?
Ce1 C12B C13B C14B 69.2(12) . . . . ?
C11B C12B C13B Ce1 -69.5(13) . . . . ?
C12B C13B C14B C15B -1.2(19) . . . . ?
Ce1 C13B C14B C15B 68.4(11) . . . . ?
C12B C13B C14B Ce1 -69.6(12) . . . . ?
C13B C14B C15B C11B 2.3(19) . . . . ?
Ce1 C14B C15B C11B 71.7(12) . . . . ?
C13B C14B C15B Ce1 -69.4(11) . . . . ?
C12B C11B C15B C14B -2(2) . . . . ?
Ce1 C11B C15B C14B -71.5(11) . . . . ?
C12B C11B C15B Ce1 69.0(13) . . . . ?
C5A C1A C2A C3A -0.5(15) . . . . ?
Ce1 C1A C2A C3A -70.9(12) . . . . ?
C5A C1A C2A Ce1 70.3(8) . . . . ?
C1A C2A C3A C4A 0(2) . . . . ?
Ce1 C2A C3A C4A -70.7(15) . . . . ?
C1A C2A C3A Ce1 71.0(8) . . . . ?
C2A C3A C4A C5A 0(2) . . . . ?
Ce1 C3A C4A C5A -69.2(13) . . . . ?
C2A C3A C4A Ce1 69.3(14) . . . . ?
C2A C1A C5A C4A 0.6(16) . . . . ?
Ce1 C1A C5A C4A 70.0(12) . . . . ?
C2A C1A C5A Ce1 -69.4(7) . . . . ?
C3A C4A C5A C1A 0(2) . . . . ?
Ce1 C4A C5A C1A -69.1(9) . . . . ?
C3A C4A C5A Ce1 68.7(15) . . . . ?
C5B C1B C2B C3B -0.2(19) . . . . ?
Ce1 C1B C2B C3B -72.9(14) . . . . ?
C5B C1B C2B Ce1 72.6(11) . . . . ?
C1B C2B C3B C4B 0(3) . . . . ?
Ce1 C2B C3B C4B -72(2) . . . . ?
C1B C2B C3B Ce1 72.0(9) . . . . ?
C2B C3B C4B C5B 0(3) . . . . ?
Ce1 C3B C4B C5B -68.7(18) . . . . ?
C2B C3B C4B Ce1 68.3(17) . . . . ?
C2B C1B C5B C4B 0(2) . . . . ?
Ce1 C1B C5B C4B 69.9(15) . . . . ?
C2B C1B C5B Ce1 -70.0(9) . . . . ?
C3B C4B C5B C1B 0(3) . . . . ?
Ce1 C4B C5B C1B -67.7(12) . . . . ?
C3B C4B C5B Ce1 68(2) . . . . ?
C31A C26A C27A C28A 0.0 . . . . ?
C26A C27A C28A C29A 0.0 . . . . ?
C27A C28A C29A C30A 0.0 . . . . ?
C28A C29A C30A C31A 0.0 . . . . ?
C29A C30A C31A C26A 0.0 . . . . ?
C27A C26A C31A C30A 0.0 . . . . ?
C31B C26B C27B C28B 0.0 . . . . ?
C26B C27B C28B C29B 0.0 . . . . ?
C27B C28B C29B C30B 0.0 . . . . ?
C28B C29B C30B C31B 0.0 . . . . ?
C29B C30B C31B C26B 0.0 . . . . ?
C27B C26B C31B C30B 0.0 . . . . ?

_refine_diff_density_max         0.714
_refine_diff_density_min         -0.600
_refine_diff_density_rms         0.067

_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 1003244'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_9

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H46 N4 O2 Y, C5 H5'
_chemical_formula_sum            'C35 H51 N4 O2 Y'
_chemical_formula_weight         648.70

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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           142
_space_group_name_H-M_alt        'I 41/a c d'
_space_group_name_Hall           '-I 4bd 2c'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z'
'x, -y, -z+1/2'
'-x+1/2, y, -z'
'-y+1/4, -x+1/4, -z+1/4'
'y+3/4, x+1/4, -z+1/4'
'y+1/4, -x+1/4, z+3/4'
'-y+1/4, x+3/4, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1, z+1/2'
'x+1/2, -y+1/2, -z+1'
'-x+1, y+1/2, -z+1/2'
'-y+3/4, -x+3/4, -z+3/4'
'y+5/4, x+3/4, -z+3/4'
'y+3/4, -x+3/4, z+5/4'
'-y+3/4, x+5/4, z+3/4'
'-x, -y, -z'
'x, y-1/2, -z'
'-x, y, z-1/2'
'x-1/2, -y, z'
'y-1/4, x-1/4, z-1/4'
'-y-3/4, -x-1/4, z-1/4'
'-y-1/4, x-1/4, -z-3/4'
'y-1/4, -x-3/4, -z-1/4'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y, -z+1/2'
'-x+1/2, y+1/2, z'
'x, -y+1/2, z+1/2'
'y+1/4, x+1/4, z+1/4'
'-y-1/4, -x+1/4, z+1/4'
'-y+1/4, x+1/4, -z-1/4'
'y+1/4, -x-1/4, -z+1/4'

_cell_length_a                   17.618(5)
_cell_length_b                   17.618(5)
_cell_length_c                   47.904(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     14869(9)
_cell_formula_units_Z            16
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4404
_cell_measurement_theta_min      3.6780
_cell_measurement_theta_max      24.2710

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_F_000             5504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.6385
_exptl_crystal_size_mid          0.4229
_exptl_crystal_size_min          0.1705
_exptl_absorpt_coefficient_mu    1.601
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.448
_exptl_absorpt_correction_T_max  0.761
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_reflns_number            22420
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_av_R_equivalents  0.0677
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -58
_diffrn_reflns_limit_l_max       58
_diffrn_reflns_theta_min         3.271
_diffrn_reflns_theta_max         25.679
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3529
_reflns_number_gt                2192
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .


_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, SHELXL-2014)'
_computing_molecular_graphics    ortep
_computing_publication_material  ortep

_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     
'w=1/[σ²(Fo²)+(0.0712P)²+28.4153P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3529
_refine_ls_number_parameters     202
_refine_ls_number_restraints     182
_refine_ls_R_factor_all          0.1093
_refine_ls_R_factor_gt           0.0580
_refine_ls_wR_factor_ref         0.1624
_refine_ls_wR_factor_gt          0.1411
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.029
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.56863(3) 0.0000 0.2500 0.0546(3) Uani 1 2 d S T P . .
H1 H 0.306(2) 0.059(2) 0.1584(9) 0.063(13) Uiso 1 1 d . . . . .
O1 O 0.48836(16) -0.03637(17) 0.22119(6) 0.0503(8) Uani 1 1 d . . . . .
N1 N 0.35701(18) 0.04082(19) 0.19895(6) 0.0379(8) Uani 1 1 d . . . . .
N2 N 0.3269(2) 0.1520(2) 0.18388(8) 0.0514(9) Uani 1 1 d . . . . .
C6 C 0.4507(2) -0.0654(2) 0.19806(9) 0.0484(11) Uani 1 1 d . . . . .
C7 C 0.4518(3) -0.1529(3) 0.19896(13) 0.0801(18) Uani 1 1 d . . . . .
H7A H 0.5045 -0.1707 0.1998 0.120 Uiso 1 1 calc R U . . .
H7B H 0.4274 -0.1730 0.1821 0.120 Uiso 1 1 calc R U . . .
H7C H 0.4243 -0.1705 0.2155 0.120 Uiso 1 1 calc R U . . .
C14 C 0.3583(4) 0.2494(3) 0.14976(11) 0.0833(18) Uani 1 1 d . . . . .
H14A H 0.3370 0.2879 0.1372 0.125 Uiso 1 1 calc R U . . .
H14B H 0.3854 0.2111 0.1388 0.125 Uiso 1 1 calc R U . . .
H14C H 0.3937 0.2736 0.1628 0.125 Uiso 1 1 calc R U . . .
C13 C 0.2972(3) 0.2131(3) 0.16535(13) 0.0786(17) Uani 1 1 d . . . . .
H13 H 0.2871 0.1764 0.1499 0.094 Uiso 1 1 calc R U . A 1
C8 C 0.4864(3) -0.0363(3) 0.17136(10) 0.0682(14) Uani 1 1 d . . . . .
H8A H 0.4868 0.0193 0.1716 0.102 Uiso 1 1 calc R U . . .
H8B H 0.4568 -0.0542 0.1553 0.102 Uiso 1 1 calc R U . . .
H8C H 0.5385 -0.0552 0.1699 0.102 Uiso 1 1 calc R U . . .
C9 C 0.3674(2) -0.0419(2) 0.19941(9) 0.0426(10) Uani 1 1 d . . . . .
H9A H 0.3401 -0.0644 0.1834 0.051 Uiso 1 1 calc R U . . .
H9B H 0.3446 -0.0625 0.2167 0.051 Uiso 1 1 calc R U . . .
C10 C 0.3250(2) 0.0783(3) 0.17788(9) 0.0465(11) Uani 1 1 d . . . . .
C11 C 0.3792(2) 0.0919(2) 0.21877(8) 0.0428(10) Uani 1 1 d . . . . .
H11A H 0.4033 0.0804 0.2360 0.051 Uiso 1 1 calc R U . . .
C12 C 0.3607(2) 0.1613(3) 0.20950(9) 0.0506(11) Uani 1 1 d . . . . .
H12A H 0.3693 0.2080 0.2189 0.061 Uiso 1 1 calc R U . . .
C16A C 0.2026(3) 0.0474(3) 0.1250 0.106(4) Uani 1 2 d S T P B 1
H16A H 0.1644 0.0856 0.1250 0.127 Uiso 1 2 calc R U P B 1
C17A C 0.2674(6) 0.0506(4) 0.11174(11) 0.117(4) Uani 1 1 d . . . B 1
H17A H 0.2848 0.0914 0.1005 0.140 Uiso 1 1 calc R U . B 1
C18A C 0.3040(3) -0.0125(5) 0.11675(15) 0.111(4) Uani 1 1 d . . . B 1
H18A H 0.3525 -0.0258 0.1096 0.133 Uiso 1 1 calc R U . B 1
C1A C 0.5951(10) 0.1422(9) 0.2426(3) 0.067(2) Uani 0.401(12) 1 d . U P C 1
H1AA H 0.5621 0.1867 0.2471 0.080 Uiso 0.401(12) 1 calc R U P C 1
C2A C 0.6561(9) 0.1123(10) 0.2579(3) 0.067(2) Uani 0.401(12) 1 d . U P C 1
H2AA H 0.6705 0.1309 0.2769 0.080 Uiso 0.401(12) 1 calc R U P C 1
C3A C 0.6975(8) 0.0643(10) 0.2435(3) 0.067(2) Uani 0.401(12) 1 d . U P C 1
H3AA H 0.7466 0.0426 0.2503 0.080 Uiso 0.401(12) 1 calc R U P C 1
C4A C 0.6684(9) 0.0523(9) 0.2170(3) 0.067(2) Uani 0.401(12) 1 d . U P C 1
H4AA H 0.6944 0.0212 0.2024 0.080 Uiso 0.401(12) 1 calc R U P C 1
C5A C 0.6091(11) 0.0992(10) 0.2117(4) 0.067(2) Uani 0.401(12) 1 d . U P C 1
H5AA H 0.5842 0.1102 0.1933 0.080 Uiso 0.401(12) 1 calc R U P C 1
C15A C 0.2228(15) 0.2274(15) 0.1687(7) 0.089(4) Uani 0.348(19) 1 d . U P D 1
H15A H 0.2060 0.2635 0.1543 0.106 Uiso 0.348(19) 1 calc R U P D 1
H15B H 0.2140 0.2492 0.1872 0.106 Uiso 0.348(19) 1 calc R U P D 1
H15C H 0.1940 0.1801 0.1668 0.106 Uiso 0.348(19) 1 calc R U P D 1
C1B C 0.5667(6) 0.1544(7) 0.2336(2) 0.072(2) Uani 0.599(12) 1 d . U P C 2
H1BA H 0.5211 0.1881 0.2345 0.086 Uiso 0.599(12) 1 calc R U P C 2
C2B C 0.6266(6) 0.1527(8) 0.2543(2) 0.072(2) Uani 0.599(12) 1 d . U P C 2
H2BA H 0.6299 0.1843 0.2716 0.086 Uiso 0.599(12) 1 calc R U P C 2
C3B C 0.6836(6) 0.1143(7) 0.2419(2) 0.072(2) Uani 0.599(12) 1 d . U P C 2
H3BA H 0.7365 0.1110 0.2494 0.086 Uiso 0.599(12) 1 calc R U P C 2
C4B C 0.6613(7) 0.0893(7) 0.2152(2) 0.072(2) Uani 0.599(12) 1 d . U P C 2
H4BA H 0.6947 0.0716 0.1996 0.086 Uiso 0.599(12) 1 calc R U P C 2
C5B C 0.5861(6) 0.1193(8) 0.2132(3) 0.072(2) Uani 0.599(12) 1 d . U P C 2
H5BA H 0.5580 0.1222 0.1951 0.086 Uiso 0.599(12) 1 calc R U P C 2
C15B C 0.2426(8) 0.2621(8) 0.1801(3) 0.089(4) Uani 0.652(19) 1 d . U P D 2
H15D H 0.2694 0.2924 0.1941 0.106 Uiso 0.652(19) 1 calc R U P D 2
H15E H 0.2042 0.2305 0.1893 0.106 Uiso 0.652(19) 1 calc R U P D 2
H15F H 0.2177 0.2959 0.1667 0.106 Uiso 0.652(19) 1 calc R U P D 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
Y1 O1 2.077(3) . ?
Y1 O1 2.078(3) 3 ?
Y1 C2A 2.536(13) 3 ?
Y1 C2A 2.536(13) . ?
Y1 C4A 2.537(14) 3 ?
Y1 C4A 2.537(14) . ?
Y1 C3A 2.557(12) . ?
Y1 C3A 2.557(12) 3 ?
Y1 C1A 2.572(15) 3 ?
Y1 C1A 2.572(15) . ?
Y1 C5A 2.634(17) 3 ?
Y1 C5A 2.634(17) . ?
O1 C6 1.389(5) . ?
N1 C10 1.332(5) . ?
N1 C11 1.366(5) . ?
N1 C9 1.469(5) . ?
N2 C10 1.329(5) . ?
N2 C12 1.374(5) . ?
N2 C13 1.491(6) . ?
C6 C8 1.515(6) . ?
C6 C9 1.527(6) . ?
C6 C7 1.541(6) . ?
C14 C13 1.459(7) . ?
C13 C15A 1.34(3) . ?
C13 C15B 1.472(14) . ?
C11 C12 1.340(6) . ?
C16A C17A 1.308(11) 5 ?
C16A C17A 1.308(11) . ?
C17A C18A 1.307(9) . ?
C18A C18A 1.301(15) 5 ?
C1A C2A 1.40(2) . ?
C1A C5A 1.68(3) . ?
C2A C3A 1.31(2) . ?
C3A C4A 1.389(18) . ?
C4A C5A 1.36(2) . ?
C1B C5B 1.207(16) . ?
C1B C2B 1.448(13) . ?
C2B C3B 1.348(15) . ?
C3B C4B 1.409(13) . ?
C4B C5B 1.429(15) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Y1 O1 94.20(17) . 3 ?
O1 Y1 C2A 94.3(4) . 3 ?
O1 Y1 C2A 138.9(4) 3 3 ?
O1 Y1 C2A 138.9(4) . . ?
O1 Y1 C2A 94.2(4) 3 . ?
C2A Y1 C2A 105.2(9) 3 . ?
O1 Y1 C4A 140.7(4) . 3 ?
O1 Y1 C4A 99.7(4) 3 3 ?
C2A Y1 C4A 52.3(5) 3 3 ?
C2A Y1 C4A 76.7(6) . 3 ?
O1 Y1 C4A 99.7(4) . . ?
O1 Y1 C4A 140.7(4) 3 . ?
C2A Y1 C4A 76.7(6) 3 . ?
C2A Y1 C4A 52.3(5) . . ?
C4A Y1 C4A 92.4(8) 3 . ?
O1 Y1 C3A 131.4(3) . . ?
O1 Y1 C3A 123.2(4) 3 . ?
C2A Y1 C3A 77.8(7) 3 . ?
C2A Y1 C3A 29.8(5) . . ?
C4A Y1 C3A 67.7(6) 3 . ?
C4A Y1 C3A 31.7(4) . . ?
O1 Y1 C3A 123.2(4) . 3 ?
O1 Y1 C3A 131.4(3) 3 3 ?
C2A Y1 C3A 29.8(5) 3 3 ?
C2A Y1 C3A 77.8(7) . 3 ?
C4A Y1 C3A 31.6(4) 3 3 ?
C4A Y1 C3A 67.7(6) . 3 ?
C3A Y1 C3A 54.7(8) . 3 ?
O1 Y1 C1A 85.1(3) . 3 ?
O1 Y1 C1A 109.4(4) 3 3 ?
C2A Y1 C1A 31.9(5) 3 3 ?
C2A Y1 C1A 129.0(6) . 3 ?
C4A Y1 C1A 55.6(5) 3 3 ?
C4A Y1 C1A 108.3(6) . 3 ?
C3A Y1 C1A 106.7(6) . 3 ?
C3A Y1 C1A 52.5(5) 3 3 ?
O1 Y1 C1A 109.4(4) . . ?
O1 Y1 C1A 85.1(3) 3 . ?
C2A Y1 C1A 129.0(6) 3 . ?
C2A Y1 C1A 31.9(5) . . ?
C4A Y1 C1A 108.3(6) 3 . ?
C4A Y1 C1A 55.6(5) . . ?
C3A Y1 C1A 52.5(5) . . ?
C3A Y1 C1A 106.7(6) 3 . ?
C1A Y1 C1A 159.1(8) 3 . ?
O1 Y1 C5A 116.3(4) . 3 ?
O1 Y1 C5A 85.7(5) 3 3 ?
C2A Y1 C5A 54.7(6) 3 3 ?
C2A Y1 C5A 104.4(6) . 3 ?
C4A Y1 C5A 30.3(5) 3 3 ?
C4A Y1 C5A 119.2(7) . 3 ?
C3A Y1 C5A 97.9(6) . 3 ?
C3A Y1 C5A 51.8(5) 3 3 ?
C1A Y1 C5A 37.7(5) 3 3 ?
C1A Y1 C5A 133.9(6) . 3 ?
O1 Y1 C5A 85.7(5) . . ?
O1 Y1 C5A 116.3(4) 3 . ?
C2A Y1 C5A 104.4(6) 3 . ?
C2A Y1 C5A 54.7(6) . . ?
C4A Y1 C5A 119.2(7) 3 . ?
C4A Y1 C5A 30.3(5) . . ?
C3A Y1 C5A 51.8(5) . . ?
C3A Y1 C5A 97.9(6) 3 . ?
C1A Y1 C5A 133.9(6) 3 . ?
C1A Y1 C5A 37.7(5) . . ?
C5A Y1 C5A 148.6(9) 3 . ?
C6 O1 Y1 165.6(3) . . ?
C10 N1 C11 108.7(4) . . ?
C10 N1 C9 123.8(3) . . ?
C11 N1 C9 127.4(3) . . ?
C10 N2 C12 108.7(4) . . ?
C10 N2 C13 124.6(4) . . ?
C12 N2 C13 126.7(4) . . ?
O1 C6 C8 110.5(4) . . ?
O1 C6 C9 109.0(4) . . ?
C8 C6 C9 110.0(4) . . ?
O1 C6 C7 109.9(4) . . ?
C8 C6 C7 110.9(4) . . ?
C9 C6 C7 106.5(4) . . ?
C15A C13 C14 134.3(11) . . ?
C14 C13 C15B 118.1(7) . . ?
C15A C13 N2 114.1(11) . . ?
C14 C13 N2 111.2(4) . . ?
C15B C13 N2 111.6(6) . . ?
N1 C9 C6 112.9(3) . . ?
N2 C10 N1 108.0(4) . . ?
C12 C11 N1 107.5(4) . . ?
C11 C12 N2 107.0(4) . . ?
C17A C16A C17A 108.0(10) 5 . ?
C18A C17A C16A 107.8(6) . . ?
C18A C18A C17A 108.2(5) 5 . ?
C2A C1A C5A 100.3(14) . . ?
C2A C1A Y1 72.6(8) . . ?
C5A C1A Y1 73.1(7) . . ?
C3A C2A C1A 113.3(14) . . ?
C3A C2A Y1 76.0(8) . . ?
C1A C2A Y1 75.5(8) . . ?
C2A C3A C4A 111.8(15) . . ?
C2A C3A Y1 74.2(8) . . ?
C4A C3A Y1 73.4(8) . . ?
C5A C4A C3A 111.3(16) . . ?
C5A C4A Y1 78.8(10) . . ?
C3A C4A Y1 75.0(8) . . ?
C4A C5A C1A 102.8(16) . . ?
C4A C5A Y1 70.9(9) . . ?
C1A C5A Y1 69.2(7) . . ?
C5B C1B C2B 109.7(11) . . ?
C5B C1B Y1 74.3(8) . . ?
C2B C1B Y1 77.4(7) . . ?
C3B C2B C1B 104.7(10) . . ?
C3B C2B Y1 76.4(7) . . ?
C1B C2B Y1 73.3(6) . . ?
C2B C3B C4B 110.3(10) . . ?
C2B C3B Y1 76.5(6) . . ?
C4B C3B Y1 72.9(5) . . ?
C3B C4B C5B 101.9(10) . . ?
C3B C4B Y1 78.4(5) . . ?
C5B C4B Y1 73.2(6) . . ?
C1B C5B C4B 113.4(11) . . ?
C1B C5B Y1 80.8(8) . . ?
C4B C5B Y1 77.1(6) . . ?

_refine_diff_density_max         0.762
_refine_diff_density_min         -0.468
_refine_diff_density_rms         0.063

_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 1003245'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_10

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H41 N2 O2 Y'
_chemical_formula_sum            'C35 H41 N2 O2 Y'
_chemical_formula_weight         610.61

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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.0941(8)
_cell_length_b                   13.9218(9)
_cell_length_c                   27.1465(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4192.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2681
_cell_measurement_theta_min      2.9955
_cell_measurement_theta_max      25.9996

_exptl_crystal_description       needles
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    0.967
_exptl_crystal_F_000             1280
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.7348
_exptl_crystal_size_mid          0.1938
_exptl_crystal_size_min          0.1562
_exptl_absorpt_coefficient_mu    1.415
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.720
_exptl_absorpt_correction_T_max  0.800
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_reflns_number            14685
_diffrn_reflns_av_unetI/netI     0.1348
_diffrn_reflns_av_R_equivalents  0.0620
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.002
_diffrn_reflns_theta_max         26.056
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.929
_diffrn_reflns_point_group_measured_fraction_full 0.930
_reflns_number_total             7699
_reflns_number_gt                5072
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.676
_reflns_Friedel_fraction_max     0.849
_reflns_Friedel_fraction_full    0.849

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, SHELXL-2014)'
_computing_molecular_graphics    ortep
_computing_publication_material  ortep

_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     
'w=1/[σ²(Fo²)+(0.0786P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1571 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.003(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7699
_refine_ls_number_parameters     366
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1257
_refine_ls_R_factor_gt           0.0738
_refine_ls_wR_factor_ref         0.1688
_refine_ls_wR_factor_gt          0.1515
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.18211(6) 0.87835(6) 0.68707(3) 0.0300(2) Uani 1 1 d . . . . .
O1 O 0.2733(5) 0.7535(5) 0.70496(19) 0.0381(16) Uani 1 1 d . . . . .
O2 O 0.2542(5) 0.8933(5) 0.61399(17) 0.0389(16) Uani 1 1 d . . . . .
N1 N 0.5036(6) 0.6905(5) 0.6736(2) 0.0323(18) Uani 1 1 d . . . . .
N2 N 0.5850(6) 0.8132(6) 0.6369(2) 0.0322(18) Uani 1 1 d . . . . .
C1 C -0.0258(8) 0.7868(10) 0.7067(5) 0.064(4) Uani 1 1 d . . . . .
H1A H -0.0374 0.7336 0.7310 0.076 Uiso 1 1 calc R U . . .
C2 C -0.0046(9) 0.7762(13) 0.6548(6) 0.085(5) Uani 1 1 d . . . . .
H2A H -0.0006 0.7143 0.6361 0.102 Uiso 1 1 calc R U . . .
C3 C -0.0217(10) 0.8665(15) 0.6349(5) 0.079(4) Uani 1 1 d . . . . .
H3A H -0.0289 0.8807 0.5989 0.095 Uiso 1 1 calc R U . . .
C4 C -0.0480(9) 0.9277(11) 0.6707(6) 0.075(4) Uani 1 1 d . . . . .
H4A H -0.0763 0.9951 0.6653 0.090 Uiso 1 1 calc R U . . .
C5 C -0.0501(8) 0.8825(12) 0.7144(4) 0.059(3) Uani 1 1 d . . . . .
H5A H -0.0812 0.9107 0.7459 0.071 Uiso 1 1 calc R U . . .
C6 C 0.2636(10) 0.9581(8) 0.7721(4) 0.056(3) Uani 1 1 d . . . . .
H6A H 0.2712 0.9248 0.8046 0.067 Uiso 1 1 calc R U . . .
C7 C 0.3584(9) 0.9719(8) 0.7370(4) 0.049(3) Uani 1 1 d . . . . .
H7A H 0.4437 0.9498 0.7408 0.059 Uiso 1 1 calc R U . . .
C8 C 0.3164(10) 1.0368(7) 0.7022(3) 0.043(2) Uani 1 1 d . . . . .
H8A H 0.3677 1.0683 0.6766 0.052 Uiso 1 1 calc R U . . .
C9 C 0.2007(9) 1.0655(7) 0.7144(3) 0.045(3) Uani 1 1 d . . . . .
H9A H 0.1557 1.1205 0.6995 0.054 Uiso 1 1 calc R U . . .
C10 C 0.1687(9) 1.0163(8) 0.7575(3) 0.051(3) Uani 1 1 d . . . . .
H10A H 0.0957 1.0303 0.7778 0.062 Uiso 1 1 calc R U . . .
C11 C 0.3214(8) 0.6721(6) 0.7273(3) 0.036(2) Uani 1 1 d . . . . .
C12 C 0.4114(7) 0.6229(7) 0.6905(3) 0.041(2) Uani 1 1 d . . . . .
H12A H 0.4508 0.5678 0.7070 0.049 Uiso 1 1 calc R U . . .
H12B H 0.3662 0.5980 0.6618 0.049 Uiso 1 1 calc R U . . .
C13 C 0.4852(7) 0.7643(7) 0.6427(3) 0.032(2) Uani 1 1 d . . . . .
H13A H 0.4106 0.7790 0.6272 0.039 Uiso 1 1 calc R U . . .
C14 C 0.6234(7) 0.6962(8) 0.6889(4) 0.048(3) Uani 1 1 d . . . . .
H14A H 0.6628 0.6545 0.7114 0.058 Uiso 1 1 calc R U . . .
C15 C 0.6719(9) 0.7712(8) 0.6659(3) 0.045(3) Uani 1 1 d . . . . .
H15A H 0.7530 0.7923 0.6691 0.054 Uiso 1 1 calc R U . . .
C16 C 0.5965(7) 0.8983(7) 0.6053(3) 0.037(2) Uani 1 1 d . . . . .
H16A H 0.5173 0.9084 0.5884 0.045 Uiso 1 1 calc R U . . .
C17 C 0.6227(10) 0.9877(7) 0.6365(4) 0.058(3) Uani 1 1 d . . . . .
H17A H 0.5631 0.9924 0.6631 0.088 Uiso 1 1 calc R U . . .
H17B H 0.6180 1.0452 0.6157 0.088 Uiso 1 1 calc R U . . .
H17C H 0.7036 0.9827 0.6507 0.088 Uiso 1 1 calc R U . . .
C18 C 0.6890(8) 0.8812(8) 0.5665(3) 0.049(2) Uani 1 1 d . . . . .
H18A H 0.6723 0.8202 0.5498 0.074 Uiso 1 1 calc R U . . .
H18B H 0.7691 0.8786 0.5817 0.074 Uiso 1 1 calc R U . . .
H18C H 0.6866 0.9337 0.5424 0.074 Uiso 1 1 calc R U . . .
C19 C 0.2256(9) 0.5970(7) 0.7387(4) 0.057(3) Uani 1 1 d . . . . .
H19A H 0.1696 0.6224 0.7634 0.085 Uiso 1 1 calc R U . . .
H19B H 0.2644 0.5389 0.7516 0.085 Uiso 1 1 calc R U . . .
H19C H 0.1812 0.5813 0.7086 0.085 Uiso 1 1 calc R U . . .
C20 C 0.3907(10) 0.7000(9) 0.7742(3) 0.059(3) Uani 1 1 d . . . . .
H20A H 0.3355 0.7309 0.7975 0.089 Uiso 1 1 calc R U . . .
H20B H 0.4557 0.7447 0.7657 0.089 Uiso 1 1 calc R U . . .
H20C H 0.4251 0.6422 0.7893 0.089 Uiso 1 1 calc R U . . .
C21 C 0.2713(7) 0.9325(7) 0.5705(3) 0.036(2) Uani 1 1 d . . . . .
C22 C 0.3137(7) 0.8829(7) 0.5304(3) 0.0359(19) Uani 1 1 d . . . . .
C23 C 0.3366(8) 0.7767(7) 0.5325(3) 0.032(2) Uani 1 1 d . . . . .
C24 C 0.2599(9) 0.7143(8) 0.5569(3) 0.040(2) Uani 1 1 d . . . . .
H24A H 0.1886 0.7388 0.5716 0.049 Uiso 1 1 calc R U . . .
C25 C 0.2833(10) 0.6212(10) 0.5602(3) 0.059(3) Uani 1 1 d . . . . .
H25A H 0.2287 0.5802 0.5771 0.071 Uiso 1 1 calc R U . . .
C26 C 0.3870(14) 0.5833(8) 0.5394(4) 0.067(4) Uani 1 1 d . . . . .
H26A H 0.4047 0.5168 0.5426 0.080 Uiso 1 1 calc R U . . .
C27 C 0.4639(10) 0.6427(10) 0.5142(4) 0.062(4) Uani 1 1 d . . . . .
H27A H 0.5346 0.6172 0.4994 0.075 Uiso 1 1 calc R U . . .
C28 C 0.4395(9) 0.7367(8) 0.5103(3) 0.043(3) Uani 1 1 d . . . . .
H28A H 0.4928 0.7770 0.4923 0.051 Uiso 1 1 calc R U . . .
C29 C 0.3521(8) 0.9324(7) 0.4842(3) 0.039(2) Uani 1 1 d . . . . .
C30 C 0.3068(10) 0.9053(7) 0.4396(3) 0.052(3) Uani 1 1 d . . . . .
H30A H 0.2490 0.8550 0.4383 0.063 Uiso 1 1 calc R U . . .
C31 C 0.3424(12) 0.9489(9) 0.3957(4) 0.062(3) Uani 1 1 d . . . . .
H31A H 0.3065 0.9298 0.3655 0.075 Uiso 1 1 calc R U . . .
C32 C 0.4284(13) 1.0187(10) 0.3959(4) 0.072(4) Uani 1 1 d . . . . .
H32A H 0.4531 1.0491 0.3663 0.087 Uiso 1 1 calc R U . . .
C33 C 0.4785(11) 1.0438(9) 0.4405(4) 0.070(4) Uani 1 1 d . . . . .
H33A H 0.5412 1.0901 0.4414 0.084 Uiso 1 1 calc R U . . .
C34 C 0.4388(10) 1.0024(9) 0.4842(4) 0.060(3) Uani 1 1 d . . . . .
H34A H 0.4723 1.0231 0.5146 0.072 Uiso 1 1 calc R U . . .
C35 C 0.2380(10) 1.0362(8) 0.5680(4) 0.060(3) Uani 1 1 d . . . . .
H35A H 0.1578 1.0454 0.5824 0.090 Uiso 1 1 calc R U . . .
H35B H 0.2374 1.0571 0.5336 0.090 Uiso 1 1 calc R U . . .
H35C H 0.2971 1.0742 0.5865 0.090 Uiso 1 1 calc R U . . .


_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 O1 2.069(6) . ?
Y1 O2 2.149(5) . ?
Y1 C2 2.662(11) . ?
Y1 C3 2.674(10) . ?
Y1 C4 2.681(10) . ?
Y1 C5 2.681(8) . ?
Y1 C1 2.689(9) . ?
Y1 C8 2.694(10) . ?
Y1 C7 2.712(9) . ?
Y1 C10 2.713(9) . ?
Y1 C9 2.716(10) . ?
Y1 C6 2.717(9) . ?
O1 C11 1.392(10) . ?
O2 C21 1.313(9) . ?
N1 C13 1.342(10) . ?
N1 C14 1.394(10) . ?
N1 C12 1.464(10) . ?
N2 C13 1.309(10) . ?
N2 C15 1.376(11) . ?
N2 C16 1.469(11) . ?
C1 C5 1.376(17) . ?
C1 C2 1.437(17) . ?
C2 C3 1.382(19) . ?
C3 C4 1.327(18) . ?
C4 C5 1.343(16) . ?
C6 C10 1.387(14) . ?
C6 C7 1.431(13) . ?
C7 C8 1.389(13) . ?
C8 C9 1.384(14) . ?
C9 C10 1.401(13) . ?
C11 C19 1.522(12) . ?
C11 C20 1.537(12) . ?
C11 C12 1.569(11) . ?
C14 C15 1.330(13) . ?
C16 C18 1.489(11) . ?
C16 C17 1.534(13) . ?
C21 C22 1.373(11) . ?
C21 C35 1.492(13) . ?
C22 C29 1.494(11) . ?
C22 C23 1.500(13) . ?
C23 C24 1.385(12) . ?
C23 C28 1.406(12) . ?
C24 C25 1.324(15) . ?
C25 C26 1.386(16) . ?
C26 C27 1.371(16) . ?
C27 C28 1.340(15) . ?
C29 C30 1.365(12) . ?
C29 C34 1.368(13) . ?
C30 C31 1.393(13) . ?
C31 C32 1.362(16) . ?
C32 C33 1.377(15) . ?
C33 C34 1.390(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Y1 O2 96.7(2) . . ?
O1 Y1 C2 90.5(5) . . ?
O2 Y1 C2 92.1(4) . . ?
O1 Y1 C3 119.1(5) . . ?
O2 Y1 C3 80.3(3) . . ?
C2 Y1 C3 30.0(4) . . ?
O1 Y1 C4 136.1(4) . . ?
O2 Y1 C4 100.2(4) . . ?
C2 Y1 C4 48.8(4) . . ?
C3 Y1 C4 28.7(4) . . ?
O1 Y1 C5 115.0(4) . . ?
O2 Y1 C5 127.7(3) . . ?
C2 Y1 C5 49.8(4) . . ?
C3 Y1 C5 48.4(4) . . ?
C4 Y1 C5 29.0(3) . . ?
O1 Y1 C1 88.5(3) . . ?
O2 Y1 C1 123.3(4) . . ?
C2 Y1 C1 31.2(4) . . ?
C3 Y1 C1 49.5(4) . . ?
C4 Y1 C1 48.5(4) . . ?
C5 Y1 C1 29.7(4) . . ?
O1 Y1 C8 112.5(3) . . ?
O2 Y1 C8 81.7(2) . . ?
C2 Y1 C8 156.7(5) . . ?
C3 Y1 C8 126.8(5) . . ?
C4 Y1 C8 110.0(4) . . ?
C5 Y1 C8 118.1(4) . . ?
C1 Y1 C8 146.4(4) . . ?
O1 Y1 C7 86.2(3) . . ?
O2 Y1 C7 98.4(3) . . ?
C2 Y1 C7 169.2(5) . . ?
C3 Y1 C7 154.7(5) . . ?
C4 Y1 C7 130.3(4) . . ?
C5 Y1 C7 122.9(3) . . ?
C1 Y1 C7 138.3(4) . . ?
C8 Y1 C7 29.8(3) . . ?
O1 Y1 C10 117.1(3) . . ?
O2 Y1 C10 127.0(3) . . ?
C2 Y1 C10 124.6(3) . . ?
C3 Y1 C10 111.8(5) . . ?
C4 Y1 C10 83.3(4) . . ?
C5 Y1 C10 74.7(4) . . ?
C1 Y1 C10 98.6(4) . . ?
C8 Y1 C10 48.9(3) . . ?
C7 Y1 C10 49.3(3) . . ?
O1 Y1 C9 134.8(3) . . ?
O2 Y1 C9 97.5(3) . . ?
C2 Y1 C9 131.4(4) . . ?
C3 Y1 C9 105.5(5) . . ?
C4 Y1 C9 82.6(4) . . ?
C5 Y1 C9 88.6(4) . . ?
C1 Y1 C9 117.7(4) . . ?
C8 Y1 C9 29.6(3) . . ?
C7 Y1 C9 49.4(3) . . ?
C10 Y1 C9 29.9(3) . . ?
O1 Y1 C6 88.9(3) . . ?
O2 Y1 C6 128.4(3) . . ?
C2 Y1 C6 139.2(4) . . ?
C3 Y1 C6 139.2(5) . . ?
C4 Y1 C6 110.7(4) . . ?
C5 Y1 C6 94.3(3) . . ?
C1 Y1 C6 108.1(4) . . ?
C8 Y1 C6 49.6(3) . . ?
C7 Y1 C6 30.6(3) . . ?
C10 Y1 C6 29.6(3) . . ?
C9 Y1 C6 49.5(3) . . ?
C11 O1 Y1 166.9(5) . . ?
C21 O2 Y1 157.4(6) . . ?
C13 N1 C14 106.7(8) . . ?
C13 N1 C12 125.6(7) . . ?
C14 N1 C12 127.5(8) . . ?
C13 N2 C15 107.7(8) . . ?
C13 N2 C16 124.2(7) . . ?
C15 N2 C16 128.1(7) . . ?
C5 C1 C2 106.3(11) . . ?
C5 C1 Y1 74.9(6) . . ?
C2 C1 Y1 73.4(6) . . ?
C3 C2 C1 105.6(12) . . ?
C3 C2 Y1 75.5(7) . . ?
C1 C2 Y1 75.5(6) . . ?
C4 C3 C2 109.1(12) . . ?
C4 C3 Y1 75.9(6) . . ?
C2 C3 Y1 74.5(6) . . ?
C3 C4 C5 110.6(14) . . ?
C3 C4 Y1 75.4(6) . . ?
C5 C4 Y1 75.5(6) . . ?
C4 C5 C1 108.4(12) . . ?
C4 C5 Y1 75.5(6) . . ?
C1 C5 Y1 75.5(6) . . ?
C10 C6 C7 106.8(9) . . ?
C10 C6 Y1 75.1(5) . . ?
C7 C6 Y1 74.5(5) . . ?
C8 C7 C6 107.1(9) . . ?
C8 C7 Y1 74.4(5) . . ?
C6 C7 Y1 74.9(5) . . ?
C9 C8 C7 109.6(9) . . ?
C9 C8 Y1 76.1(6) . . ?
C7 C8 Y1 75.8(5) . . ?
C8 C9 C10 107.1(9) . . ?
C8 C9 Y1 74.3(6) . . ?
C10 C9 Y1 74.9(6) . . ?
C6 C10 C9 109.4(10) . . ?
C6 C10 Y1 75.3(6) . . ?
C9 C10 Y1 75.2(5) . . ?
O1 C11 C19 112.4(7) . . ?
O1 C11 C20 110.3(7) . . ?
C19 C11 C20 110.7(7) . . ?
O1 C11 C12 108.8(7) . . ?
C19 C11 C12 105.9(7) . . ?
C20 C11 C12 108.6(8) . . ?
N1 C12 C11 111.4(7) . . ?
N2 C13 N1 110.1(7) . . ?
C15 C14 N1 106.9(8) . . ?
C14 C15 N2 108.5(8) . . ?
N2 C16 C18 110.2(8) . . ?
N2 C16 C17 110.3(7) . . ?
C18 C16 C17 112.9(8) . . ?
O2 C21 C22 123.6(9) . . ?
O2 C21 C35 114.0(8) . . ?
C22 C21 C35 122.3(8) . . ?
C21 C22 C29 122.2(9) . . ?
C21 C22 C23 121.6(8) . . ?
C29 C22 C23 116.0(7) . . ?
C24 C23 C28 117.0(9) . . ?
C24 C23 C22 122.2(8) . . ?
C28 C23 C22 120.8(8) . . ?
C25 C24 C23 121.8(10) . . ?
C24 C25 C26 120.5(11) . . ?
C27 C26 C25 119.4(11) . . ?
C28 C27 C26 120.1(11) . . ?
C27 C28 C23 121.2(11) . . ?
C30 C29 C34 117.2(9) . . ?
C30 C29 C22 120.8(9) . . ?
C34 C29 C22 121.9(8) . . ?
C29 C30 C31 122.2(10) . . ?
C32 C31 C30 120.4(10) . . ?
C31 C32 C33 117.8(11) . . ?
C32 C33 C34 121.2(12) . . ?
C29 C34 C33 121.1(10) . . ?

_refine_diff_density_max         0.827
_refine_diff_density_min         -0.546
_refine_diff_density_rms         0.087

_shelxl_version_number           2014-3


# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.021 0.750 0.000 680 120 ' '
2 -0.034 0.250 0.500 680 120 ' '
_platon_squeeze_details          ?

#=================================================END
_database_code_depnum_ccdc_archive 'CCDC 1003246'
