# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

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

data_4a
_database_code_depnum_ccdc_archive 'CCDC 1472300'
_audit_update_record             
;
2016-08-29 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_manchester_internal_coll_name   adpm159
_manchester_internal_coll_client MP/DJP/DPM
_manchester_internal_coll_type   custom
_manchester_internal_coll_frame_time 1.575s
_manchester_internal_coll_frame_width 1
_manchester_internal_coll_frame_method '\w scans'
_manchester_internal_coll_user   MP
_manchester_internal_coll_date   25/04/2015
_manchester_internal_process_user FO
_manchester_internal_process_date 20/07/2015
_manchester_internal_solution_user FO
_manchester_internal_solution_date 20/07/2015
_manchester_internal_refinement_user FO
_manchester_internal_refinement_date 20/07/2015
_manchester_internal_validation_user FO
_manchester_internal_validation_date 20/07/2015
_manchester_internal_archive_date 20/07/2015

_audit_creation_date             2015-07-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H24 O2'
_chemical_formula_sum            'C17 H24 O2'
_chemical_formula_weight         260.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         C17H24O2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.7728(5)
_cell_length_b                   8.2427(3)
_cell_length_c                   14.1842(6)
_cell_angle_alpha                90
_cell_angle_beta                 103.024(4)
_cell_angle_gamma                90
_cell_volume                     1454.93(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2802
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      27.1190
_cell_measurement_theta_min      3.8330
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.973
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.5151
_exptl_crystal_size_mid          0.3092
_exptl_crystal_size_min          0.2773
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9115
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         3.848
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1428
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -1.00   90.00   1.0000    1.5750
omega____ theta____ kappa____ phi______ frames
    -       21.4923   77.0000  120.0000 91

#__ type_ start__ end____ width___ exp.time_
  2 omega    1.00   66.00   1.0000    1.5750
omega____ theta____ kappa____ phi______ frames
    -       21.4923  -99.0000  120.0000 65

#__ type_ start__ end____ width___ exp.time_
  3 omega  -18.00   66.00   1.0000    1.5750
omega____ theta____ kappa____ phi______ frames
    -       21.4923  -99.0000  -60.0000 84

#__ type_ start__ end____ width___ exp.time_
  4 omega  -95.00   40.00   1.0000    1.5750
omega____ theta____ kappa____ phi______ frames
    -      -20.5548    0.0000 -180.0000 135

#__ type_ start__ end____ width___ exp.time_
  5 omega  -97.00  -70.00   1.0000    1.5750
omega____ theta____ kappa____ phi______ frames
    -      -20.5548 -178.0000   90.0000 27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0240896000
_diffrn_orient_matrix_UB_12      -0.0735629000
_diffrn_orient_matrix_UB_13      -0.0201192000
_diffrn_orient_matrix_UB_21      -0.0449243000
_diffrn_orient_matrix_UB_22      0.0439209000
_diffrn_orient_matrix_UB_23      -0.0262465000
_diffrn_orient_matrix_UB_31      0.0254896000
_diffrn_orient_matrix_UB_32      0.0081618000
_diffrn_orient_matrix_UB_33      -0.0392676000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2001
_reflns_number_total             2658
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         2658
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0661
_refine_ls_R_factor_gt           0.0473
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0533P)²+0.3309P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1088
_refine_ls_wR_factor_ref         0.1220
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2A), C3(H3), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C5(H5A,H5B), C6(H6A,H6B)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C17(H17)
2.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
2.e Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O1 O 0.14497(9) 0.46511(14) 0.05128(8) 0.0260(3) Uani 1 1 d . . . . .
O2 O 0.00190(9) 0.29960(16) 0.05829(9) 0.0330(3) Uani 1 1 d . . . . .
H2 H -0.0331 0.3595 0.0167 0.049 Uiso 1 1 calc GR . . . .
C7 C 0.32987(14) 0.3810(2) 0.10347(13) 0.0285(4) Uani 1 1 d . . . . .
H7A H 0.3461 0.4579 0.1565 0.034 Uiso 1 1 calc R . . . .
H7B H 0.3956 0.3623 0.0816 0.034 Uiso 1 1 calc R . . . .
C1 C 0.24647(13) 0.4566(2) 0.02040(12) 0.0232(4) Uani 1 1 d . . . . .
C2 C 0.21086(13) 0.3494(2) -0.07193(12) 0.0237(4) Uani 1 1 d . . . . .
H2A H 0.1663 0.4207 -0.1201 0.028 Uiso 1 1 calc R . . . .
C3 C 0.13118(13) 0.2262(2) -0.04410(13) 0.0258(4) Uani 1 1 d . . . . .
H3 H 0.1669 0.1209 -0.0300 0.031 Uiso 1 1 calc R . . . .
C4 C 0.10874(14) 0.2981(2) 0.05066(13) 0.0267(4) Uani 1 1 d . . . . .
C5 C 0.17456(15) 0.2195(2) 0.14183(13) 0.0332(5) Uani 1 1 d . . . . .
H5A H 0.1507 0.1085 0.1461 0.040 Uiso 1 1 calc R . . . .
H5B H 0.1635 0.2778 0.1982 0.040 Uiso 1 1 calc R . . . .
C6 C 0.29412(14) 0.2205(2) 0.14119(13) 0.0309(4) Uani 1 1 d . . . . .
H6A H 0.3089 0.1323 0.1008 0.037 Uiso 1 1 calc R . . . .
H6B H 0.3358 0.2018 0.2064 0.037 Uiso 1 1 calc R . . . .
C11 C 0.03119(14) 0.2060(2) -0.12481(14) 0.0350(5) Uani 1 1 d . . . . .
H11A H -0.0150 0.1259 -0.1063 0.053 Uiso 1 1 calc GR . . . .
H11B H 0.0516 0.1716 -0.1828 0.053 Uiso 1 1 calc GR . . . .
H11C H -0.0062 0.3076 -0.1363 0.053 Uiso 1 1 calc GR . . . .
C8 C 0.27280(14) 0.6325(2) -0.00261(13) 0.0281(4) Uani 1 1 d . . . . .
H8 H 0.2178 0.6672 -0.0590 0.034 Uiso 1 1 calc R . . . .
C9 C 0.26852(16) 0.7501(2) 0.07983(15) 0.0389(5) Uani 1 1 d . . . . .
H9A H 0.2022 0.7356 0.0998 0.058 Uiso 1 1 calc GR . . . .
H9B H 0.2730 0.8595 0.0579 0.058 Uiso 1 1 calc GR . . . .
H9C H 0.3277 0.7289 0.1335 0.058 Uiso 1 1 calc GR . . . .
C10 C 0.38191(15) 0.6490(2) -0.02941(15) 0.0370(5) Uani 1 1 d . . . . .
H10A H 0.4383 0.6292 0.0268 0.055 Uiso 1 1 calc GR . . . .
H10B H 0.3892 0.7566 -0.0530 0.055 Uiso 1 1 calc GR . . . .
H10C H 0.3867 0.5715 -0.0788 0.055 Uiso 1 1 calc GR . . . .
C12 C 0.29425(14) 0.2791(2) -0.12217(12) 0.0245(4) Uani 1 1 d . . . . .
C13 C 0.30880(15) 0.3516(2) -0.20712(13) 0.0306(4) Uani 1 1 d . . . . .
H13 H 0.2676 0.4418 -0.2314 0.037 Uiso 1 1 calc R . . . .
C14 C 0.38295(15) 0.2929(2) -0.25625(14) 0.0355(5) Uani 1 1 d . . . . .
H14 H 0.3917 0.3443 -0.3123 0.043 Uiso 1 1 calc R . . . .
C15 C 0.44407(14) 0.1578(2) -0.22221(13) 0.0327(5) Uani 1 1 d . . . . .
H15 H 0.4941 0.1180 -0.2550 0.039 Uiso 1 1 calc R . . . .
C16 C 0.42998(14) 0.0828(2) -0.13913(14) 0.0328(5) Uani 1 1 d . . . . .
H16 H 0.4704 -0.0085 -0.1159 0.039 Uiso 1 1 calc R . . . .
C17 C 0.35587(13) 0.1427(2) -0.08984(13) 0.0275(4) Uani 1 1 d . . . . .
H17 H 0.3473 0.0904 -0.0340 0.033 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.4606(18) . ?
O1 C4 1.451(2) . ?
O2 H2 0.8200 . ?
O2 C4 1.3931(19) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C1 1.532(2) . ?
C7 C6 1.535(2) . ?
C1 C2 1.560(2) . ?
C1 C8 1.540(2) . ?
C2 H2A 0.9800 . ?
C2 C3 1.550(2) . ?
C2 C12 1.523(2) . ?
C3 H3 0.9800 . ?
C3 C4 1.554(2) . ?
C3 C11 1.520(2) . ?
C4 C5 1.520(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.529(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C8 H8 0.9800 . ?
C8 C9 1.529(2) . ?
C8 C10 1.531(2) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C12 C13 1.395(2) . ?
C12 C17 1.389(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.384(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.383(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.378(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.388(2) . ?
C17 H17 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
C4 O1 C1 104.84(12) . . ?
C4 O2 H2 109.5 . . ?
H7A C7 H7B 107.6 . . ?
C1 C7 H7A 108.7 . . ?
C1 C7 H7B 108.7 . . ?
C1 C7 C6 114.14(14) . . ?
C6 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 . . ?
O1 C1 C7 107.41(13) . . ?
O1 C1 C2 99.69(12) . . ?
O1 C1 C8 105.63(13) . . ?
C7 C1 C2 115.84(14) . . ?
C7 C1 C8 113.51(14) . . ?
C8 C1 C2 113.06(14) . . ?
C1 C2 H2A 105.0 . . ?
C3 C2 C1 103.96(12) . . ?
C3 C2 H2A 105.0 . . ?
C12 C2 C1 120.39(14) . . ?
C12 C2 H2A 105.0 . . ?
C12 C2 C3 115.99(14) . . ?
C2 C3 H3 109.3 . . ?
C2 C3 C4 103.30(13) . . ?
C4 C3 H3 109.3 . . ?
C11 C3 C2 111.62(15) . . ?
C11 C3 H3 109.3 . . ?
C11 C3 C4 113.94(14) . . ?
O1 C4 C3 104.26(13) . . ?
O1 C4 C5 106.56(14) . . ?
O2 C4 O1 107.93(13) . . ?
O2 C4 C3 116.46(15) . . ?
O2 C4 C5 107.53(13) . . ?
C5 C4 C3 113.50(14) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 C6 110.75(14) . . ?
H5A C5 H5B 108.1 . . ?
C6 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
C7 C6 H6A 109.1 . . ?
C7 C6 H6B 109.1 . . ?
C5 C6 C7 112.50(15) . . ?
C5 C6 H6A 109.1 . . ?
C5 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
C3 C11 H11A 109.5 . . ?
C3 C11 H11B 109.5 . . ?
C3 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C1 C8 H8 107.3 . . ?
C9 C8 C1 112.79(14) . . ?
C9 C8 H8 107.3 . . ?
C9 C8 C10 108.97(15) . . ?
C10 C8 C1 112.99(14) . . ?
C10 C8 H8 107.3 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C13 C12 C2 118.98(16) . . ?
C17 C12 C2 123.87(15) . . ?
C17 C12 C13 117.14(15) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 C12 121.64(18) . . ?
C14 C13 H13 119.2 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.18(17) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 120.4 . . ?
C16 C15 C14 119.17(17) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.44(18) . . ?
C17 C16 H16 119.8 . . ?
C12 C17 H17 119.3 . . ?
C16 C17 C12 121.42(16) . . ?
C16 C17 H17 119.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -37.05(15) . . . . ?
O1 C1 C2 C12 -169.06(14) . . . . ?
O1 C1 C8 C9 51.63(18) . . . . ?
O1 C1 C8 C10 175.77(14) . . . . ?
O1 C4 C5 C6 -61.80(18) . . . . ?
O2 C4 C5 C6 -177.32(15) . . . . ?
C7 C1 C2 C3 77.78(16) . . . . ?
C7 C1 C2 C12 -54.2(2) . . . . ?
C7 C1 C8 C9 -65.80(19) . . . . ?
C7 C1 C8 C10 58.34(19) . . . . ?
C1 O1 C4 O2 -166.99(13) . . . . ?
C1 O1 C4 C3 -42.56(15) . . . . ?
C1 O1 C4 C5 77.76(15) . . . . ?
C1 C7 C6 C5 -37.1(2) . . . . ?
C1 C2 C3 C4 12.52(17) . . . . ?
C1 C2 C3 C11 135.36(14) . . . . ?
C1 C2 C12 C13 -102.77(19) . . . . ?
C1 C2 C12 C17 79.0(2) . . . . ?
C2 C1 C8 C9 159.63(14) . . . . ?
C2 C1 C8 C10 -76.23(19) . . . . ?
C2 C3 C4 O1 16.81(17) . . . . ?
C2 C3 C4 O2 135.58(15) . . . . ?
C2 C3 C4 C5 -98.73(16) . . . . ?
C2 C12 C13 C14 -179.71(16) . . . . ?
C2 C12 C17 C16 179.30(16) . . . . ?
C3 C2 C12 C13 130.57(17) . . . . ?
C3 C2 C12 C17 -47.7(2) . . . . ?
C3 C4 C5 C6 52.4(2) . . . . ?
C4 O1 C1 C7 -71.53(15) . . . . ?
C4 O1 C1 C2 49.60(14) . . . . ?
C4 O1 C1 C8 167.01(13) . . . . ?
C4 C5 C6 C7 41.3(2) . . . . ?
C6 C7 C1 O1 51.71(18) . . . . ?
C6 C7 C1 C2 -58.64(19) . . . . ?
C6 C7 C1 C8 168.10(14) . . . . ?
C11 C3 C4 O1 -104.47(16) . . . . ?
C11 C3 C4 O2 14.3(2) . . . . ?
C11 C3 C4 C5 139.99(16) . . . . ?
C8 C1 C2 C3 -148.75(14) . . . . ?
C8 C1 C2 C12 79.24(19) . . . . ?
C12 C2 C3 C4 147.03(15) . . . . ?
C12 C2 C3 C11 -90.13(18) . . . . ?
C12 C13 C14 C15 0.8(3) . . . . ?
C13 C12 C17 C16 1.0(3) . . . . ?
C13 C14 C15 C16 0.1(3) . . . . ?
C14 C15 C16 C17 -0.4(3) . . . . ?
C15 C16 C17 C12 -0.2(3) . . . . ?
C17 C12 C13 C14 -1.3(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
14 0 -16 0.2247 14.0000 -0.0000 -16.0000 -0.0153 -0.2090 0.9851
-11 6 -9 0.1437 -11.0000 6.0000 -9.0000 0.0047 0.9939 0.1220
-2 5 -17 0.1654 -2.0000 5.0000 -17.0000 0.0224 0.7556 0.6574
-13 0 17 0.2458 -13.0000 0.0000 17.0000 -0.0289 0.1378 -0.9989
8 -6 12 0.1602 8.0000 -6.0000 12.0000 0.0072 -0.9379 -0.3163
6 11 3 0.1201 6.0000 11.0000 3.0000 -1.0141 0.1348 0.1249
12 5 -15 0.1969 12.0000 5.0000 -15.0000 -0.3551 0.0742 0.9357
8 -4 -18 0.2544 8.0000 -4.0000 -18.0000 0.4637 -0.0626 0.8781
1 10 11 0.1804 1.0000 10.0000 11.0000 -0.9810 0.1056 -0.3248
-7 -11 0 0.1344 -7.0000 -11.0000 0.0000 0.9778 -0.1687 -0.2682
14 -1 9 0.1131 14.0000 -1.0000 9.0000 -0.4448 -0.9091 -0.0047
6 -11 1 0.1574 6.0000 -11.0000 1.0000 0.6445 -0.7789 0.0239
-6 11 -1 0.1738 -6.0000 11.0000 -1.0000 -0.6445 0.7789 -0.0239
1 10 -9 0.1753 1.0000 10.0000 -9.0000 -0.5786 0.6305 0.4605
-2 -5 -17 0.2246 -2.0000 -5.0000 -17.0000 0.7580 0.3164 0.5758
-13 -7 -4 0.1714 -13.0000 -7.0000 -4.0000 0.9086 0.3816 -0.2314

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1a
_database_code_depnum_ccdc_archive 'CCDC 1472301'
_audit_update_record             
;
2016-08-29 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_manchester_internal_coll_name   adpm149
_manchester_internal_coll_client MP/DJP/DPM
_manchester_internal_coll_type   custom
_manchester_internal_coll_frame_time 4.675s
_manchester_internal_coll_frame_width 1
_manchester_internal_coll_frame_method '\w scans'
_manchester_internal_coll_user   MP
_manchester_internal_coll_date   23/05/2015
_manchester_internal_process_user FO
_manchester_internal_process_date 20/07/2015
_manchester_internal_solution_user FO
_manchester_internal_solution_date 20/07/2015
_manchester_internal_refinement_user FO
_manchester_internal_refinement_date 21/07/2015
_manchester_internal_validation_user FO
_manchester_internal_validation_date 21/07/2015
_manchester_internal_archive_date 21/07/2015

_refine_special_details          
;
Positional disorder was identified around atoms C3 and C4. This was
modelled over two positions and the two components refined 
competitively, converging at a ratio of 0.648(11):0.352(11).
Chemically equivalent bond of the disordered components were
restrained to be approximately equal.

Finally restraints were applied to the anisotropic displacement
parameters.
;

# start Validation Reply Form
_vrf_PLAT910_1a                  
;
PROBLEM: Missing # of FCF Reflection(s) Below Th(Min) ...         12 Report
RESPONSE: Reduction of beam stop mask did not yield significant
          improvement. Most of those missing strong reflections 
          appeared to be very strong and were treated as overflows.
;
# end Validation Reply Form

_audit_creation_date             2015-07-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H22 O2'
_chemical_formula_sum            'C17 H22 O2'
_chemical_formula_weight         258.34
_chemical_melting_point          ?
_chemical_oxdiff_formula         C17H22O2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9679(13)
_cell_length_b                   11.9038(16)
_cell_length_c                   14.801(2)
_cell_angle_alpha                91.758(11)
_cell_angle_beta                 94.311(12)
_cell_angle_gamma                110.931(13)
_cell_volume                     1468.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1237
_cell_measurement_temperature    150.01(11)
_cell_measurement_theta_max      20.8510
_cell_measurement_theta_min      3.6780
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65849
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.168
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.3016
_exptl_crystal_size_mid          0.0733
_exptl_crystal_size_min          0.0455
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0602
_diffrn_reflns_av_unetI/netI     0.1702
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9199
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.348
_diffrn_reflns_theta_min         3.413
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.01(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0714
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -86.00    9.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.7663  -19.0000  -60.0000 95

#__ type_ start__ end____ width___ exp.time_
  2 omega  -83.00   12.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.7663  -77.0000  120.0000 95

#__ type_ start__ end____ width___ exp.time_
  3 omega  -26.00   -1.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.7663  -57.0000 -120.0000 25

#__ type_ start__ end____ width___ exp.time_
  4 omega  -45.00   50.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.7663   77.0000 -120.0000 95

#__ type_ start__ end____ width___ exp.time_
  5 omega   19.00   61.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8601  -99.0000   30.0000 42
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0148640000
_diffrn_orient_matrix_UB_12      -0.0547417000
_diffrn_orient_matrix_UB_13      0.0217316000
_diffrn_orient_matrix_UB_21      -0.0819040000
_diffrn_orient_matrix_UB_22      -0.0071577000
_diffrn_orient_matrix_UB_23      0.0005780000
_diffrn_orient_matrix_UB_31      -0.0174143000
_diffrn_orient_matrix_UB_32      -0.0322117000
_diffrn_orient_matrix_UB_33      -0.0429621000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2450
_reflns_number_total             5365
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         5365
_refine_ls_number_restraints     315
_refine_ls_R_factor_all          0.1904
_refine_ls_R_factor_gt           0.0816
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0620P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1566
_refine_ls_wR_factor_ref         0.2048

_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C4-C5 \\sim C4A-C5
 with sigma of 0.02
 C4A-C3A \\sim C4-C3
 with sigma of 0.02
 C2-C3A \\sim C3-C2
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(H2BC)=Sof(H2BD)=Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(C4)=Sof(H4A)=Sof(H4B)=1-
 FVAR(1)
 Sof(H2AA)=Sof(H2AB)=Sof(C3A)=Sof(H3AA)=Sof(H3AB)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=
 FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C6(H6), C9(H9), C23(H23), C26(H26)
5.b Secondary CH2 refined with riding coordinates:
 C2(H2AA,H2AB), C2(H2BC,H2BD), C3A(H3AA,H3AB), C4A(H4AA,H4AB), C3(H3A,H3B),
 C4(H4A,H4B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B)
5.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17), C24(H24), C30(H30),
 C31(H31), C32(H32), C33(H33), C34(H34)
5.d X=CH2 refined with riding coordinates:
 C8(H8A,H8B), C25(H25A,H25B)
5.e Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
O1 O 0.5163(3) 0.4587(2) 0.31372(16) 0.0311(7) Uani 1 1 d . U . . .
O2 O 0.3458(4) 0.5283(2) 0.3677(2) 0.0556(9) Uani 1 1 d . U . . .
C1 C 0.5848(5) 0.3653(3) 0.2934(3) 0.0295(9) Uani 1 1 d . U . . .
C2 C 0.5126(5) 0.2518(3) 0.3469(3) 0.0333(10) Uani 1 1 d D U . . .
H2AA H 0.5120 0.1821 0.3109 0.040 Uiso 0.353(11) 1 calc R . P A 1
H2AB H 0.5814 0.2595 0.4023 0.040 Uiso 0.353(11) 1 calc R . P A 1
H2BC H 0.4440 0.1867 0.3048 0.040 Uiso 0.647(11) 1 calc R . P A 2
H2BD H 0.5992 0.2283 0.3721 0.040 Uiso 0.647(11) 1 calc R . P A 2
C5 C 0.3895(6) 0.4441(4) 0.3595(3) 0.0417(12) Uani 1 1 d D U . . .
C6 C 0.5456(5) 0.3354(3) 0.1897(3) 0.0303(9) Uani 1 1 d . U . . .
H6 H 0.5858 0.2714 0.1746 0.036 Uiso 1 1 calc R . . . .
C7 C 0.6306(5) 0.4402(4) 0.1350(3) 0.0378(11) Uani 1 1 d . U . . .
H7 H 0.6128 0.5116 0.1455 0.045 Uiso 1 1 calc R . . . .
C8 C 0.7283(6) 0.4381(4) 0.0734(3) 0.0586(14) Uani 1 1 d . U . . .
H8A H 0.7489 0.3682 0.0611 0.070 Uiso 1 1 calc R . . . .
H8B H 0.7766 0.5065 0.0422 0.070 Uiso 1 1 calc R . . . .
C9 C 0.7653(5) 0.4296(3) 0.3188(3) 0.0346(10) Uani 1 1 d . U . . .
H9 H 0.8009 0.4987 0.2809 0.042 Uiso 1 1 calc R . . . .
C10 C 0.8067(5) 0.4797(4) 0.4174(3) 0.0481(12) Uani 1 1 d . U . . .
H10A H 0.7485 0.5314 0.4296 0.072 Uiso 1 1 calc GR . . . .
H10B H 0.9197 0.5248 0.4276 0.072 Uiso 1 1 calc GR . . . .
H10C H 0.7778 0.4143 0.4569 0.072 Uiso 1 1 calc GR . . . .
C11 C 0.8627(5) 0.3515(4) 0.2985(3) 0.0547(13) Uani 1 1 d . U . . .
H11A H 0.8402 0.2874 0.3392 0.082 Uiso 1 1 calc GR . . . .
H11B H 0.9749 0.3998 0.3064 0.082 Uiso 1 1 calc GR . . . .
H11C H 0.8344 0.3180 0.2370 0.082 Uiso 1 1 calc GR . . . .
C12 C 0.3667(5) 0.2860(3) 0.1611(3) 0.0301(10) Uani 1 1 d . U . . .
C13 C 0.2808(5) 0.3617(4) 0.1473(3) 0.0355(10) Uani 1 1 d . U . . .
H13 H 0.3342 0.4448 0.1539 0.043 Uiso 1 1 calc R . . . .
C14 C 0.1172(5) 0.3155(4) 0.1241(3) 0.0399(11) Uani 1 1 d . U . . .
H14 H 0.0621 0.3679 0.1152 0.048 Uiso 1 1 calc R . . . .
C15 C 0.0347(5) 0.1930(4) 0.1138(3) 0.0417(11) Uani 1 1 d . U . . .
H15 H -0.0756 0.1625 0.0990 0.050 Uiso 1 1 calc R . . . .
C16 C 0.1182(5) 0.1155(4) 0.1259(3) 0.0416(11) Uani 1 1 d . U . . .
H16 H 0.0644 0.0326 0.1188 0.050 Uiso 1 1 calc R . . . .
C17 C 0.2821(5) 0.1628(3) 0.1485(3) 0.0358(10) Uani 1 1 d . U . . .
H17 H 0.3375 0.1104 0.1556 0.043 Uiso 1 1 calc R . . . .
C3A C 0.3455(15) 0.2299(10) 0.3711(11) 0.035(4) Uani 0.353(11) 1 d D U P A 1
H3AA H 0.3096 0.1607 0.4078 0.043 Uiso 0.353(11) 1 calc R . P A 1
H3AB H 0.2724 0.2146 0.3166 0.043 Uiso 0.353(11) 1 calc R . P A 1
C4A C 0.350(2) 0.3416(10) 0.4237(9) 0.033(4) Uani 0.353(11) 1 d D U P A 1
H4AA H 0.4315 0.3615 0.4748 0.040 Uiso 0.353(11) 1 calc R . P A 1
H4AB H 0.2473 0.3285 0.4467 0.040 Uiso 0.353(11) 1 calc R . P A 1
C3 C 0.4163(10) 0.2662(7) 0.4231(5) 0.039(2) Uani 0.647(11) 1 d D U P A 2
H3A H 0.4871 0.3194 0.4719 0.046 Uiso 0.647(11) 1 calc R . P A 2
H3B H 0.3624 0.1885 0.4470 0.046 Uiso 0.647(11) 1 calc R . P A 2
C4 C 0.2936(10) 0.3185(6) 0.3871(6) 0.037(2) Uani 0.647(11) 1 d D U P A 2
H4A H 0.2250 0.3227 0.4338 0.044 Uiso 0.647(11) 1 calc R . P A 2
H4B H 0.2272 0.2692 0.3353 0.044 Uiso 0.647(11) 1 calc R . P A 2
O3 O 0.4777(3) 0.9431(2) 0.18796(17) 0.0334(7) Uani 1 1 d . U . . .
O4 O 0.6256(3) 1.0895(2) 0.11222(18) 0.0408(8) Uani 1 1 d . U . . .
C18 C 0.4099(5) 0.8179(3) 0.2152(3) 0.0306(10) Uani 1 1 d . U . . .
C19 C 0.4655(5) 0.7305(3) 0.1605(3) 0.0383(11) Uani 1 1 d . U . . .
H19A H 0.4742 0.6690 0.1997 0.046 Uiso 1 1 calc R . . . .
H19B H 0.3835 0.6908 0.1114 0.046 Uiso 1 1 calc R . . . .
C20 C 0.6230(6) 0.7878(4) 0.1206(3) 0.0553(14) Uani 1 1 d . U . . .
H20A H 0.7096 0.8121 0.1689 0.066 Uiso 1 1 calc R . . . .
H20B H 0.6401 0.7294 0.0795 0.066 Uiso 1 1 calc R . . . .
C21 C 0.6247(6) 0.8941(4) 0.0709(3) 0.0453(12) Uani 1 1 d . U . . .
H21A H 0.5511 0.8668 0.0165 0.054 Uiso 1 1 calc R . . . .
H21B H 0.7313 0.9339 0.0521 0.054 Uiso 1 1 calc R . . . .
C22 C 0.5799(5) 0.9832(4) 0.1243(3) 0.0330(10) Uani 1 1 d . U . . .
C23 C 0.4683(5) 0.8245(3) 0.3172(2) 0.0287(9) Uani 1 1 d . U . . .
H23 H 0.4276 0.7419 0.3366 0.034 Uiso 1 1 calc R . . . .
C24 C 0.4039(5) 0.8972(3) 0.3770(2) 0.0331(10) Uani 1 1 d . U . . .
H24 H 0.4277 0.9779 0.3659 0.040 Uiso 1 1 calc R . . . .
C25 C 0.3166(5) 0.8546(4) 0.4438(3) 0.0473(12) Uani 1 1 d . U . . .
H25A H 0.2906 0.7742 0.4567 0.057 Uiso 1 1 calc R . . . .
H25B H 0.2805 0.9046 0.4783 0.057 Uiso 1 1 calc R . . . .
C26 C 0.2282(5) 0.7869(3) 0.2011(3) 0.0350(10) Uani 1 1 d . U . . .
H26 H 0.2036 0.8449 0.2400 0.042 Uiso 1 1 calc R . . . .
C27 C 0.1677(5) 0.7992(4) 0.1040(3) 0.0475(12) Uani 1 1 d . U . . .
H27A H 0.2302 0.8767 0.0844 0.071 Uiso 1 1 calc GR . . . .
H27B H 0.0572 0.7916 0.1020 0.071 Uiso 1 1 calc GR . . . .
H27C H 0.1775 0.7372 0.0647 0.071 Uiso 1 1 calc GR . . . .
C28 C 0.1324(5) 0.6617(3) 0.2304(3) 0.0524(13) Uani 1 1 d . U . . .
H28A H 0.1518 0.6020 0.1930 0.079 Uiso 1 1 calc GR . . . .
H28B H 0.0202 0.6492 0.2240 0.079 Uiso 1 1 calc GR . . . .
H28C H 0.1650 0.6553 0.2927 0.079 Uiso 1 1 calc GR . . . .
C29 C 0.6491(5) 0.8689(3) 0.3346(3) 0.0319(10) Uani 1 1 d . U . . .
C30 C 0.7452(5) 0.9887(3) 0.3315(3) 0.0360(11) Uani 1 1 d . U . . .
H30 H 0.6971 1.0451 0.3208 0.043 Uiso 1 1 calc R . . . .
C31 C 0.9102(5) 1.0275(4) 0.3439(3) 0.0473(12) Uani 1 1 d . U . . .
H31 H 0.9719 1.1084 0.3402 0.057 Uiso 1 1 calc R . . . .
C32 C 0.9833(6) 0.9445(4) 0.3619(3) 0.0573(14) Uani 1 1 d . U . . .
H32 H 1.0945 0.9697 0.3701 0.069 Uiso 1 1 calc R . . . .
C33 C 0.8913(6) 0.8253(4) 0.3676(3) 0.0503(13) Uani 1 1 d . U . . .
H33 H 0.9401 0.7699 0.3807 0.060 Uiso 1 1 calc R . . . .
C34 C 0.7258(5) 0.7872(4) 0.3539(3) 0.0399(11) Uani 1 1 d . U . . .
H34 H 0.6646 0.7062 0.3577 0.048 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.484(4) . ?
O1 C5 1.327(4) . ?
O2 C5 1.207(4) . ?
C1 C2 1.546(5) . ?
C1 C6 1.549(5) . ?
C1 C9 1.534(5) . ?
C2 H2AA 0.9700 . ?
C2 H2AB 0.9700 . ?
C2 H2BC 0.9700 . ?
C2 H2BD 0.9700 . ?
C2 C3A 1.499(11) . ?
C2 C3 1.512(7) . ?
C5 C4A 1.526(12) . ?
C5 C4 1.521(7) . ?
C6 H6 0.9800 . ?
C6 C7 1.506(5) . ?
C6 C12 1.519(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.317(5) . ?
C8 H8A 0.9300 . ?
C8 H8B 0.9300 . ?
C9 H9 0.9800 . ?
C9 C10 1.526(5) . ?
C9 C11 1.524(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.389(5) . ?
C12 C17 1.388(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.382(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.377(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.388(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.383(5) . ?
C17 H17 0.9300 . ?
C3A H3AA 0.9700 . ?
C3A H3AB 0.9700 . ?
C3A C4A 1.505(14) . ?
C4A H4AA 0.9700 . ?
C4A H4AB 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.518(9) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
O3 C18 1.476(4) . ?
O3 C22 1.342(4) . ?
O4 C22 1.206(4) . ?
C18 C19 1.539(5) . ?
C18 C23 1.550(5) . ?
C18 C26 1.533(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.506(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.479(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.487(5) . ?
C23 H23 0.9800 . ?
C23 C24 1.501(5) . ?
C23 C29 1.513(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.308(5) . ?
C25 H25A 0.9300 . ?
C25 H25B 0.9300 . ?
C26 H26 0.9800 . ?
C26 C27 1.528(5) . ?
C26 C28 1.526(5) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.382(5) . ?
C29 C34 1.403(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.379(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.389(6) . ?
C32 H32 0.9300 . ?
C32 C33 1.372(6) . ?
C33 H33 0.9300 . ?
C33 C34 1.384(6) . ?
C34 H34 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
C5 O1 C1 126.0(3) . . ?
O1 C1 C2 112.2(3) . . ?
O1 C1 C6 104.8(3) . . ?
O1 C1 C9 103.9(3) . . ?
C2 C1 C6 111.2(3) . . ?
C9 C1 C2 112.5(3) . . ?
C9 C1 C6 111.8(3) . . ?
C1 C2 H2AA 108.7 . . ?
C1 C2 H2AB 108.7 . . ?
C1 C2 H2BC 108.5 . . ?
C1 C2 H2BD 108.5 . . ?
H2AA C2 H2AB 107.6 . . ?
H2BC C2 H2BD 107.5 . . ?
C3A C2 C1 114.2(6) . . ?
C3A C2 H2AA 108.7 . . ?
C3A C2 H2AB 108.7 . . ?
C3 C2 C1 115.2(4) . . ?
C3 C2 H2BC 108.5 . . ?
C3 C2 H2BD 108.5 . . ?
O1 C5 C4A 115.4(7) . . ?
O1 C5 C4 118.6(4) . . ?
O2 C5 O1 117.7(4) . . ?
O2 C5 C4A 123.2(6) . . ?
O2 C5 C4 123.1(5) . . ?
C1 C6 H6 106.7 . . ?
C7 C6 C1 112.7(3) . . ?
C7 C6 H6 106.7 . . ?
C7 C6 C12 110.7(3) . . ?
C12 C6 C1 113.0(3) . . ?
C12 C6 H6 106.7 . . ?
C6 C7 H7 117.6 . . ?
C8 C7 C6 124.8(4) . . ?
C8 C7 H7 117.6 . . ?
C7 C8 H8A 120.0 . . ?
C7 C8 H8B 120.0 . . ?
H8A C8 H8B 120.0 . . ?
C1 C9 H9 106.8 . . ?
C10 C9 C1 113.4(3) . . ?
C10 C9 H9 106.8 . . ?
C11 C9 C1 113.1(3) . . ?
C11 C9 H9 106.8 . . ?
C11 C9 C10 109.4(4) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C6 121.6(3) . . ?
C17 C12 C6 121.1(4) . . ?
C17 C12 C13 117.3(4) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 121.0(4) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 119.6 . . ?
C15 C14 C13 120.9(4) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 H15 120.4 . . ?
C14 C15 C16 119.2(4) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 H16 120.3 . . ?
C17 C16 C15 119.4(4) . . ?
C17 C16 H16 120.3 . . ?
C12 C17 H17 118.9 . . ?
C16 C17 C12 122.1(4) . . ?
C16 C17 H17 118.9 . . ?
C2 C3A H3AA 110.3 . . ?
C2 C3A H3AB 110.3 . . ?
C2 C3A C4A 107.1(11) . . ?
H3AA C3A H3AB 108.6 . . ?
C4A C3A H3AA 110.3 . . ?
C4A C3A H3AB 110.3 . . ?
C5 C4A H4AA 110.1 . . ?
C5 C4A H4AB 110.1 . . ?
C3A C4A C5 107.8(10) . . ?
C3A C4A H4AA 110.1 . . ?
C3A C4A H4AB 110.1 . . ?
H4AA C4A H4AB 108.5 . . ?
C2 C3 H3A 109.8 . . ?
C2 C3 H3B 109.8 . . ?
C2 C3 C4 109.2(6) . . ?
H3A C3 H3B 108.3 . . ?
C4 C3 H3A 109.8 . . ?
C4 C3 H3B 109.8 . . ?
C5 C4 H4A 110.6 . . ?
C5 C4 H4B 110.6 . . ?
C3 C4 C5 105.8(6) . . ?
C3 C4 H4A 110.6 . . ?
C3 C4 H4B 110.6 . . ?
H4A C4 H4B 108.7 . . ?
C22 O3 C18 126.5(3) . . ?
O3 C18 C19 112.9(3) . . ?
O3 C18 C23 105.0(3) . . ?
O3 C18 C26 103.9(3) . . ?
C19 C18 C23 110.6(3) . . ?
C26 C18 C19 112.6(3) . . ?
C26 C18 C23 111.6(3) . . ?
C18 C19 H19A 108.5 . . ?
C18 C19 H19B 108.5 . . ?
H19A C19 H19B 107.5 . . ?
C20 C19 C18 115.1(3) . . ?
C20 C19 H19A 108.5 . . ?
C20 C19 H19B 108.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 108.1 . . ?
C21 C20 C19 110.8(4) . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
C20 C21 H21A 108.7 . . ?
C20 C21 H21B 108.7 . . ?
C20 C21 C22 114.2(4) . . ?
H21A C21 H21B 107.6 . . ?
C22 C21 H21A 108.7 . . ?
C22 C21 H21B 108.7 . . ?
O3 C22 C21 118.4(3) . . ?
O4 C22 O3 117.4(3) . . ?
O4 C22 C21 124.2(4) . . ?
C18 C23 H23 106.6 . . ?
C24 C23 C18 114.0(3) . . ?
C24 C23 H23 106.6 . . ?
C24 C23 C29 109.6(3) . . ?
C29 C23 C18 113.0(3) . . ?
C29 C23 H23 106.6 . . ?
C23 C24 H24 117.8 . . ?
C25 C24 C23 124.4(4) . . ?
C25 C24 H24 117.8 . . ?
C24 C25 H25A 120.0 . . ?
C24 C25 H25B 120.0 . . ?
H25A C25 H25B 120.0 . . ?
C18 C26 H26 106.9 . . ?
C27 C26 C18 113.8(3) . . ?
C27 C26 H26 106.9 . . ?
C28 C26 C18 113.0(3) . . ?
C28 C26 H26 106.9 . . ?
C28 C26 C27 109.1(3) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C23 122.7(4) . . ?
C30 C29 C34 117.2(4) . . ?
C34 C29 C23 120.1(3) . . ?
C29 C30 H30 118.9 . . ?
C31 C30 C29 122.2(4) . . ?
C31 C30 H30 118.9 . . ?
C30 C31 H31 120.3 . . ?
C30 C31 C32 119.4(4) . . ?
C32 C31 H31 120.3 . . ?
C31 C32 H32 120.1 . . ?
C33 C32 C31 119.9(5) . . ?
C33 C32 H32 120.1 . . ?
C32 C33 H33 119.9 . . ?
C32 C33 C34 120.2(4) . . ?
C34 C33 H33 119.9 . . ?
C29 C34 H34 119.5 . . ?
C33 C34 C29 121.1(4) . . ?
C33 C34 H34 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3A 27.6(8) . . . . ?
O1 C1 C2 C3 -12.7(6) . . . . ?
O1 C1 C6 C7 65.5(4) . . . . ?
O1 C1 C6 C12 -61.0(4) . . . . ?
O1 C1 C9 C10 57.7(4) . . . . ?
O1 C1 C9 C11 -176.9(3) . . . . ?
O1 C5 C4A C3A -50.5(15) . . . . ?
O1 C5 C4 C3 44.0(9) . . . . ?
O2 C5 C4A C3A 151.5(10) . . . . ?
O2 C5 C4 C3 -145.0(6) . . . . ?
C1 O1 C5 O2 -177.6(4) . . . . ?
C1 O1 C5 C4A 23.1(8) . . . . ?
C1 O1 C5 C4 -6.1(7) . . . . ?
C1 C2 C3A C4A -56.3(14) . . . . ?
C1 C2 C3 C4 51.0(9) . . . . ?
C1 C6 C7 C8 122.2(5) . . . . ?
C1 C6 C12 C13 82.6(4) . . . . ?
C1 C6 C12 C17 -96.6(4) . . . . ?
C2 C1 C6 C7 -173.0(3) . . . . ?
C2 C1 C6 C12 60.5(4) . . . . ?
C2 C1 C9 C10 -63.9(4) . . . . ?
C2 C1 C9 C11 61.5(4) . . . . ?
C2 C3A C4A C5 66.1(18) . . . . ?
C2 C3 C4 C5 -64.6(10) . . . . ?
C5 O1 C1 C2 -10.9(5) . . . . ?
C5 O1 C1 C6 109.9(4) . . . . ?
C5 O1 C1 C9 -132.7(4) . . . . ?
C6 C1 C2 C3A -89.4(8) . . . . ?
C6 C1 C2 C3 -129.8(5) . . . . ?
C6 C1 C9 C10 170.2(3) . . . . ?
C6 C1 C9 C11 -64.5(4) . . . . ?
C6 C12 C13 C14 -177.9(4) . . . . ?
C6 C12 C17 C16 177.5(4) . . . . ?
C7 C6 C12 C13 -44.8(5) . . . . ?
C7 C6 C12 C17 135.9(4) . . . . ?
C9 C1 C2 C3A 144.3(7) . . . . ?
C9 C1 C2 C3 104.0(5) . . . . ?
C9 C1 C6 C7 -46.3(4) . . . . ?
C9 C1 C6 C12 -172.8(3) . . . . ?
C12 C6 C7 C8 -110.1(5) . . . . ?
C12 C13 C14 C15 0.0(6) . . . . ?
C13 C12 C17 C16 -1.8(6) . . . . ?
C13 C14 C15 C16 -0.9(6) . . . . ?
C14 C15 C16 C17 0.5(6) . . . . ?
C15 C16 C17 C12 1.0(6) . . . . ?
C17 C12 C13 C14 1.3(6) . . . . ?
O3 C18 C19 C20 24.8(5) . . . . ?
O3 C18 C23 C24 64.4(4) . . . . ?
O3 C18 C23 C29 -61.5(4) . . . . ?
O3 C18 C26 C27 58.0(4) . . . . ?
O3 C18 C26 C28 -176.9(3) . . . . ?
C18 O3 C22 O4 -178.5(3) . . . . ?
C18 O3 C22 C21 3.8(6) . . . . ?
C18 C19 C20 C21 -50.0(5) . . . . ?
C18 C23 C24 C25 120.0(4) . . . . ?
C18 C23 C29 C30 75.8(4) . . . . ?
C18 C23 C29 C34 -103.7(4) . . . . ?
C19 C18 C23 C24 -173.6(3) . . . . ?
C19 C18 C23 C29 60.5(4) . . . . ?
C19 C18 C26 C27 -64.4(4) . . . . ?
C19 C18 C26 C28 60.7(4) . . . . ?
C19 C20 C21 C22 52.1(5) . . . . ?
C20 C21 C22 O3 -29.9(6) . . . . ?
C20 C21 C22 O4 152.5(4) . . . . ?
C22 O3 C18 C19 -1.4(5) . . . . ?
C22 O3 C18 C23 119.1(4) . . . . ?
C22 O3 C18 C26 -123.6(4) . . . . ?
C23 C18 C19 C20 -92.4(4) . . . . ?
C23 C18 C26 C27 170.6(3) . . . . ?
C23 C18 C26 C28 -64.3(4) . . . . ?
C23 C29 C30 C31 -177.3(4) . . . . ?
C23 C29 C34 C33 178.2(4) . . . . ?
C24 C23 C29 C30 -52.5(5) . . . . ?
C24 C23 C29 C34 128.1(4) . . . . ?
C26 C18 C19 C20 142.1(4) . . . . ?
C26 C18 C23 C24 -47.4(4) . . . . ?
C26 C18 C23 C29 -173.3(3) . . . . ?
C29 C23 C24 C25 -112.3(5) . . . . ?
C29 C30 C31 C32 -1.4(7) . . . . ?
C30 C29 C34 C33 -1.3(6) . . . . ?
C30 C31 C32 C33 -0.3(7) . . . . ?
C31 C32 C33 C34 1.1(7) . . . . ?
C32 C33 C34 C29 -0.3(7) . . . . ?
C34 C29 C30 C31 2.1(6) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2 0 -21 0.0264 2.0166 0.0142 -20.9921 -0.4869 -0.1774 0.8663
-2 -15 1 0.0909 -1.9931 -15.0035 0.9633 0.8719 0.2712 0.4766
-2 0 21 0.0191 -2.0166 -0.0142 20.9921 0.4869 0.1774 -0.8663
2 15 -2 0.1635 1.9938 15.0042 -1.9633 -0.8937 -0.2718 -0.4337
12 -1 0 0.0299 12.0008 -0.9971 0.0519 -0.1227 -0.9757 -0.1791
-12 1 0 0.0434 -12.0008 0.9971 -0.0519 0.1227 0.9757 0.1791
-3 -1 -19 0.0308 -2.9846 -0.9885 -19.0162 -0.3148 0.2405 0.9008
-7 15 7 0.1613 -7.0135 14.9960 6.9968 -0.5646 0.4711 -0.6615
-5 2 -19 0.0305 -4.9861 2.0114 -19.0196 -0.4493 0.3830 0.8392

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5b
_database_code_depnum_ccdc_archive 'CCDC 1472302'
_audit_update_record             
;
2016-08-29 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_manchester_internal_coll_name   adpm104
_manchester_internal_coll_client MP/DP/DPM
_manchester_internal_coll_type   custom
_manchester_internal_coll_frame_time 6s
_manchester_internal_coll_frame_width 1
_manchester_internal_coll_frame_method '\w scans'
_manchester_internal_coll_user   MP
_manchester_internal_coll_date   25/11/2014
_manchester_internal_process_user MP
_manchester_internal_process_date 25/11/2014
_manchester_internal_solution_user FO
_manchester_internal_solution_date 15/07/2015
_manchester_internal_refinement_user FO
_manchester_internal_refinement_date 21/07/2015
_manchester_internal_validation_user FO
_manchester_internal_validation_date 21/07/2015
_manchester_internal_archive_date 21/07/2015

# start Validation Reply Form
_vrf_PLAT410_5b                  
;
PROBLEM: Short Intra H...H Contact  H3A    ..  H4      ..       1.40 Ang.  
RESPONSE: The short contact is an artifact due to the generation by 
          symmetry of the disorder components.
;
_vrf_PLAT413_5b                  
;
PROBLEM: Short Inter XH3 .. XHn     H4     ..  H11F    ..       1.87 Ang.  
RESPONSE: The short contact is an artifact due to the generation by 
          symmetry of the disorder components.
;

# start Validation Reply Form
_vrf_PLAT987_5b                  
;
PROBLEM: The Flack x is >> 0 -  Do a BASF/TWIN Refinement     Please Check
RESPONSE: The ambiguous flack parameter is due to the presence of two
          different conformations in the model, thereby affecting the
          determination of the absolute configuration. Alternative use of
          a centrosymmetric space group, Cmcm, did not lead to a 
          satisfying solution.
;
# end Validation Reply Form

_refine_special_details          
;
Positional disorder was identified around the cyclopentadienyl rings and
the coordinated THF molecule. The Cp ring was modelled over two positions 
and the occupancies fixed at 0.5 for each component. All the C-C bonds
of both Cp rings were restrained to be approximately equal. Additionally
rigid bond restraints were applied to C-C distances of the second 
Cp ring (C1A C2 C2A C3A C5). Finally, both Cp rings were restrained
in order to be approximately planar.

In the case of the THF molecule, the second component is generated by 
symmetry; therefore the occupancy of the component visible in the 
asymmetric unit was fixed at 0.5. Rigid bond restraints were applied to 
the C-C and C-O distances. 

Restraints were applied to the anisotropic displacement parameters.
;

_audit_creation_date             2015-07-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014/6

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H51 O Si4 Sm'
_chemical_formula_sum            'C27 H51 O Si4 Sm'
_chemical_formula_weight         654.39
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Sm1 C26 Si4 O1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, 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'
'-x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   11.6326(6)
_cell_length_b                   13.7770(7)
_cell_length_c                   21.1559(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3390.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2085
_cell_measurement_temperature    150.02(10)
_cell_measurement_theta_max      24.5770
_cell_measurement_theta_min      3.9020
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.889
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.908
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1356
_exptl_crystal_size_max          0.3658
_exptl_crystal_size_mid          0.2016
_exptl_crystal_size_min          0.0521
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0577
_diffrn_reflns_av_unetI/netI     0.0913
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6444
_diffrn_reflns_point_group_measured_fraction_full 0.790
_diffrn_reflns_point_group_measured_fraction_max 0.788
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.364
_diffrn_reflns_theta_min         3.503
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.02(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0714
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -32.00   69.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       19.4509    0.0000  -30.0000 101

#__ type_ start__ end____ width___ exp.time_
  2 omega  -11.00   90.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       19.4509   77.0000  -60.0000 101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0254661000
_diffrn_orient_matrix_UB_12      0.0179139000
_diffrn_orient_matrix_UB_13      -0.0299488000
_diffrn_orient_matrix_UB_21      0.0218024000
_diffrn_orient_matrix_UB_22      0.0189516000
_diffrn_orient_matrix_UB_23      -0.0356533000
_diffrn_orient_matrix_UB_31      -0.0007382000
_diffrn_orient_matrix_UB_32      -0.0551118000
_diffrn_orient_matrix_UB_33      -0.0219587000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.540
_reflns_Friedel_fraction_full    0.574
_reflns_Friedel_fraction_max     0.570
_reflns_number_gt                2449
_reflns_number_total             2876
_reflns_odcompleteness_completeness 99.07
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.399
_refine_diff_density_min         -0.673
_refine_diff_density_rms         0.118
_refine_ls_abs_structure_details 
;
 Flack x determined using 666 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.48(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         2876
_refine_ls_number_restraints     470
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0530
_refine_ls_restrained_S_all      1.001
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0401P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0976
_refine_ls_wR_factor_ref         0.1050

_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O1-C12 = O1-C16
 1.47 with sigma of 0.02
 C13-C12 = C16-C14
 1.52 with sigma of 0.02
 C13-C14
 1.52 with sigma of 0.02
 C3A-C2 = C3A-C5 = C1A-C5 = C1A-C2A = C2A-C2
 1.4 with sigma of 0.02
 C1A-C5 \\sim C1A-C2A \\sim C2A-C2 \\sim C3A-C2 \\sim C3A-C5
 with sigma of 0.02
 C1A-C2A \\sim C1-C5 \\sim C1-C2 \\sim C2A-C2 \\sim C3-C2 \\sim C3A-C2 \\sim
C3-C4 \\sim C3A-C5 \\sim C5-C4 ~
 C1A-C5
 with sigma of 0.002
3. Restrained planarity
 C5, C1, C2, C3, C4
 with sigma of 0.1
 C2, C3A, C5, C1A, C2A
 with sigma of 0.1
4. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: Si1A(0.5) Si2(0.5) Si1(0.5) C1(0.5) C3(0.5) C6(0.5) H6A(0.5)
 H6B(0.5) H6C(0.5) C8(0.5) H8A(0.5) H8B(0.5) H8C(0.5) C9(0.5) H9A(0.5) H9B(0.5)
 H9C(0.5) C12(0.5) H12A(0.5) H12B(0.5) C7A(0.5) H7AA(0.5) H7AB(0.5) H7AC(0.5)
 C11(0.5) H11A(0.5) H11B(0.5) H11C(0.5) C7(0.5) H7A(0.5) H7B(0.5) H7C(0.5)
 C6A(0.5) H6AA(0.5) H6AB(0.5) H6AC(0.5) C10(0.5) H10A(0.5) H10B(0.5) H10C(0.5)
 C8A(0.5) H8AA(0.5) H8AB(0.5) H8AC(0.5) Si2A(0.5) C10A(0.5) H10D(0.5) H10E(0.5)
 H10F(0.5) C11A(0.5) H11D(0.5) H11E(0.5) H11F(0.5) C2A(0.5) H2A(0.5) C1A(0.5)
 H5B(0.5) H5A(0.5) C3A(0.5) H3A(0.5) H2(0.5) C9A(0.5) H9AA(0.5) H9AB(0.5)
 H9AC(0.5) C14(0.5) H14A(0.5) H14B(0.5) C13(0.5) H13A(0.5) H13B(0.5) C16(0.5)
 H16A(0.5) H16B(0.5)
7.a Ternary CH refined with riding coordinates:
 C5(H5B), C5(H5A), C3A(H3A), C2(H2)
7.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C14(H14A,H14B), C13(H13A,H13B), C16(H16A,H16B)
7.c Me refined with riding coordinates:
 C11A(H11D,H11E,H11F)
7.d Aromatic/amide H refined with riding coordinates:
 C4(H4), C2A(H2A)
7.e Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C7A(H7AA,H7AB,H7AC),
 C11(H11A,H11B,H11C), C7(H7A,H7B,H7C), C6A(H6AA,H6AB,H6AC), C10(H10A,H10B,H10C),
  C8A(H8AA,H8AB,H8AC), C10A(H10D,H10E,H10F), C9A(H9AA,H9AB,H9AC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Sm1 Sm 1.0000 0.57156(4) 0.2566(5) 0.0231(2) Uani 1 2 d S TU P A .
Si1A Si 0.8179(15) 0.6328(10) 0.1001(9) 0.034(3) Uani 0.5 1 d . U . A -2
Si2 Si 0.8143(15) 0.6357(10) 0.4163(9) 0.031(3) Uani 0.5 1 d . U . A -1
Si1 Si 0.7125(12) 0.5309(9) 0.1530(8) 0.021(2) Uani 0.5 1 d . U . A -1
O1 O 1.0000 0.3926(5) 0.2638(14) 0.027(3) Uani 1 2 d DS TU P A .
C1 C 0.7710(17) 0.6075(9) 0.2225(6) 0.017(3) Uani 0.5 1 d D U . A -1
C4 C 0.8488(13) 0.7205(9) 0.2917(5) 0.039(3) Uani 1 1 d D U . A -1
H4 H 0.8830 0.7789 0.3064 0.046 Uiso 1 1 calc R . . A -1
C3 C 0.814(2) 0.6424(12) 0.3294(6) 0.022(3) Uani 0.5 1 d D U . A -1
C6 C 0.682(3) 0.608(2) 0.0849(18) 0.027(6) Uani 0.5 1 d . U . A -1
H6A H 0.6284 0.6595 0.0973 0.040 Uiso 0.5 1 calc GR . . A -1
H6B H 0.6470 0.5687 0.0513 0.040 Uiso 0.5 1 calc GR . . A -1
H6C H 0.7534 0.6368 0.0694 0.040 Uiso 0.5 1 calc GR . . A -1
C8 C 0.808(4) 0.431(2) 0.1222(17) 0.032(7) Uani 0.5 1 d . U . A -1
H8A H 0.8745 0.4595 0.1005 0.047 Uiso 0.5 1 calc GR . . A -1
H8B H 0.7648 0.3905 0.0924 0.047 Uiso 0.5 1 calc GR . . A -1
H8C H 0.8350 0.3909 0.1575 0.047 Uiso 0.5 1 calc GR . . A -1
C9 C 0.689(3) 0.701(2) 0.4471(18) 0.039(7) Uani 0.5 1 d . U . A -1
H9A H 0.6960 0.7705 0.4368 0.059 Uiso 0.5 1 calc GR . . A -1
H9B H 0.6850 0.6933 0.4930 0.059 Uiso 0.5 1 calc GR . . A -1
H9C H 0.6188 0.6753 0.4277 0.059 Uiso 0.5 1 calc GR . . A -1
C12 C 0.931(3) 0.3232(17) 0.300(2) 0.040(9) Uani 0.5 1 d D U . A -1
H12A H 0.8500 0.3256 0.2852 0.048 Uiso 0.5 1 calc R . . A -1
H12B H 0.9330 0.3396 0.3452 0.048 Uiso 0.5 1 calc R . . A -1
C7A C 0.672(3) 0.668(2) 0.0629(19) 0.043(7) Uani 0.5 1 d . U . A -2
H7AA H 0.6471 0.7311 0.0793 0.064 Uiso 0.5 1 calc GR . . A -2
H7AB H 0.6139 0.6187 0.0737 0.064 Uiso 0.5 1 calc GR . . A -2
H7AC H 0.6796 0.6716 0.0168 0.064 Uiso 0.5 1 calc GR . . A -2
C11 C 0.816(3) 0.502(2) 0.4418(17) 0.033(6) Uani 0.5 1 d . U . A -1
H11A H 0.7390 0.4743 0.4373 0.050 Uiso 0.5 1 calc GR . . A -1
H11B H 0.8408 0.4972 0.4860 0.050 Uiso 0.5 1 calc GR . . A -1
H11C H 0.8701 0.4657 0.4150 0.050 Uiso 0.5 1 calc GR . . A -1
C7 C 0.578(3) 0.472(3) 0.171(2) 0.034(7) Uani 0.5 1 d . U . A -1
H7A H 0.5864 0.4332 0.2097 0.051 Uiso 0.5 1 calc GR . . A -1
H7B H 0.5549 0.4306 0.1361 0.051 Uiso 0.5 1 calc GR . . A -1
H7C H 0.5184 0.5219 0.1783 0.051 Uiso 0.5 1 calc GR . . A -1
C6A C 0.931(3) 0.722(2) 0.0737(19) 0.052(8) Uani 0.5 1 d . U . A -2
H6AA H 0.9488 0.7105 0.0290 0.078 Uiso 0.5 1 calc GR . . A -2
H6AB H 1.0006 0.7126 0.0991 0.078 Uiso 0.5 1 calc GR . . A -2
H6AC H 0.9023 0.7879 0.0793 0.078 Uiso 0.5 1 calc GR . . A -2
C10 C 0.948(3) 0.689(2) 0.4478(18) 0.042(6) Uani 0.5 1 d . U . A -1
H10A H 1.0125 0.6451 0.4392 0.063 Uiso 0.5 1 calc GR . . A -1
H10B H 0.9404 0.6983 0.4936 0.063 Uiso 0.5 1 calc GR . . A -1
H10C H 0.9621 0.7517 0.4275 0.063 Uiso 0.5 1 calc GR . . A -1
C8A C 0.856(3) 0.516(2) 0.072(2) 0.056(8) Uani 0.5 1 d . U . A -2
H8AA H 0.7983 0.4683 0.0852 0.085 Uiso 0.5 1 calc GR . . A -2
H8AB H 0.9314 0.4974 0.0884 0.085 Uiso 0.5 1 calc GR . . A -2
H8AC H 0.8592 0.5169 0.0253 0.085 Uiso 0.5 1 calc GR . . A -2
Si2A Si 0.7098(15) 0.5325(11) 0.3608(9) 0.037(3) Uani 0.5 1 d . U . A -2
C10A C 0.824(4) 0.441(3) 0.3801(19) 0.043(7) Uani 0.5 1 d . U . A -2
H10D H 0.8069 0.4104 0.4207 0.065 Uiso 0.5 1 calc GR . . A -2
H10E H 0.8990 0.4739 0.3827 0.065 Uiso 0.5 1 calc GR . . A -2
H10F H 0.8270 0.3916 0.3469 0.065 Uiso 0.5 1 calc GR . . A -2
C11A C 0.567(4) 0.462(3) 0.3398(18) 0.043(7) Uani 0.5 1 d . U . A -2
H11D H 0.5338 0.4349 0.3785 0.064 Uiso 0.5 1 calc R . . A -2
H11E H 0.5125 0.5065 0.3201 0.064 Uiso 0.5 1 calc R . . A -2
H11F H 0.5850 0.4090 0.3103 0.064 Uiso 0.5 1 calc R . . A -2
C2A C 0.763(2) 0.5587(14) 0.2212(5) 0.021(3) Uani 0.5 1 d D U . A -2
H2A H 0.7311 0.5001 0.2052 0.025 Uiso 0.5 1 calc R . . A -2
C1A C 0.810(3) 0.6288(13) 0.1811(6) 0.026(4) Uani 0.5 1 d D U . A -2
C5 C 0.8244(12) 0.6979(8) 0.2288(5) 0.030(3) Uani 1 1 d D U . . .
H5B H 0.8285 0.7465 0.1938 0.035 Uiso 0.5 1 calc R . . A -1
H5A H 0.8428 0.7665 0.2172 0.035 Uiso 0.5 1 calc R . . A -2
C3A C 0.805(2) 0.6741(10) 0.2921(6) 0.039(4) Uani 0.5 1 d D U . A -2
H3A H 0.7950 0.7191 0.3288 0.047 Uiso 0.5 1 calc R . . A -2
C2 C 0.7644(13) 0.5791(8) 0.2858(5) 0.022(2) Uani 1 1 d D U . . .
H2 H 0.7206 0.5202 0.2994 0.027 Uiso 0.5 1 calc R . . A -1
C9A C 0.693(4) 0.633(3) 0.4253(18) 0.038(7) Uani 0.5 1 d . U . A -2
H9AA H 0.6631 0.6042 0.4643 0.057 Uiso 0.5 1 calc GR . . A -2
H9AB H 0.6385 0.6827 0.4103 0.057 Uiso 0.5 1 calc GR . . A -2
H9AC H 0.7674 0.6634 0.4335 0.057 Uiso 0.5 1 calc GR . . A -2
C14 C 1.023(3) 0.2373(17) 0.222(2) 0.026(7) Uani 0.5 1 d D U . A -1
H14A H 0.9588 0.2304 0.1917 0.032 Uiso 0.5 1 calc R . . A -1
H14B H 1.0825 0.1885 0.2117 0.032 Uiso 0.5 1 calc R . . A -1
C13 C 0.980(4) 0.2222(18) 0.289(2) 0.034(9) Uani 0.5 1 d D U . A -1
H13A H 0.9199 0.1712 0.2916 0.040 Uiso 0.5 1 calc R . . A -1
H13B H 1.0430 0.2070 0.3190 0.040 Uiso 0.5 1 calc R . . A -1
C16 C 1.073(3) 0.3393(18) 0.2183(19) 0.030(7) Uani 0.5 1 d D U . A -1
H16A H 1.1552 0.3402 0.2313 0.036 Uiso 0.5 1 calc R . . A -1
H16B H 1.0665 0.3665 0.1751 0.036 Uiso 0.5 1 calc R . . A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sm1 O1 2.471(7) . ?
Sm1 C1 2.80(2) . ?
Sm1 C4 2.802(15) . ?
Sm1 C3 2.83(3) . ?
Sm1 C2A 2.86(3) . ?
Sm1 C1A 2.84(3) . ?
Sm1 C5 2.747(14) . ?
Sm1 C5 2.747(14) 3_755 ?
Sm1 C3A 2.78(2) . ?
Sm1 C2 2.811(15) 3_755 ?
Sm1 C2 2.811(15) . ?
Si1A C7A 1.94(4) . ?
Si1A C6A 1.88(4) . ?
Si1A C8A 1.78(4) . ?
Si1A C1A 1.72(2) . ?
Si2 C3 1.84(2) . ?
Si2 C9 1.84(3) . ?
Si2 C11 1.92(3) . ?
Si2 C10 1.84(3) . ?
Si1 C1 1.93(2) . ?
Si1 C6 1.83(3) . ?
Si1 C8 1.89(3) . ?
Si1 C7 1.81(4) . ?
O1 C12 1.461(19) . ?
O1 C16 1.482(19) . ?
C1 C5 1.398(5) . ?
C1 C2 1.397(5) . ?
C4 H4 0.9500 . ?
C4 C3 1.397(5) . ?
C4 C5 1.397(5) . ?
C3 C2 1.397(5) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.52(2) . ?
C7A H7AA 0.9800 . ?
C7A H7AB 0.9800 . ?
C7A H7AC 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C6A H6AA 0.9800 . ?
C6A H6AB 0.9800 . ?
C6A H6AC 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C8A H8AA 0.9800 . ?
C8A H8AB 0.9800 . ?
C8A H8AC 0.9800 . ?
Si2A C10A 1.88(4) . ?
Si2A C11A 1.97(4) . ?
Si2A C2 1.83(2) . ?
Si2A C9A 1.96(4) . ?
C10A H10D 0.9800 . ?
C10A H10E 0.9800 . ?
C10A H10F 0.9800 . ?
C11A H11D 0.9800 . ?
C11A H11E 0.9800 . ?
C11A H11F 0.9800 . ?
C2A H2A 0.9500 . ?
C2A C1A 1.397(5) . ?
C2A C2 1.396(5) . ?
C1A C5 1.396(5) . ?
C5 H5B 1.0000 . ?
C5 H5A 1.0000 . ?
C5 C3A 1.398(5) . ?
C3A H3A 1.0000 . ?
C3A C2 1.397(5) . ?
C2 H2 1.0000 . ?
C9A H9AA 0.9800 . ?
C9A H9AB 0.9800 . ?
C9A H9AC 0.9800 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.520(18) . ?
C14 C16 1.53(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?

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 Sm1 C1 101.1(3) . . ?
O1 Sm1 C4 135.6(4) . . ?
O1 Sm1 C3 108.1(5) . . ?
O1 Sm1 C2A 87.4(4) . . ?
O1 Sm1 C1A 108.2(5) . . ?
O1 Sm1 C5 130.2(3) . . ?
O1 Sm1 C5 130.2(3) . 3_755 ?
O1 Sm1 C3A 119.4(3) . . ?
O1 Sm1 C2 91.3(3) . . ?
O1 Sm1 C2 91.3(3) . 3_755 ?
C1 Sm1 C3 49.7(4) . . ?
C1 Sm1 C2 167.5(3) . 3_755 ?
C1 Sm1 C2 28.82(14) . . ?
C4 Sm1 C1 48.9(4) . . ?
C4 Sm1 C3 28.7(2) . . ?
C4 Sm1 C2 121.8(4) . 3_755 ?
C4 Sm1 C2 45.8(3) . . ?
C1A Sm1 C2A 28.3(2) . . ?
C5 Sm1 C1 122.7(4) 3_755 . ?
C5 Sm1 C1 29.14(17) . . ?
C5 Sm1 C4 93.4(3) 3_755 . ?
C5 Sm1 C4 29.14(12) . . ?
C5 Sm1 C3 117.8(3) 3_755 . ?
C5 Sm1 C3 47.9(4) . . ?
C5 Sm1 C2A 42.8(4) . . ?
C5 Sm1 C2A 134.4(5) 3_755 . ?
C5 Sm1 C1A 28.9(2) . . ?
C5 Sm1 C1A 106.4(5) 3_755 . ?
C5 Sm1 C5 96.1(5) 3_755 . ?
C5 Sm1 C3A 29.29(16) . . ?
C5 Sm1 C3A 110.1(3) 3_755 . ?
C5 Sm1 C2 138.5(3) . 3_755 ?
C5 Sm1 C2 45.5(3) . . ?
C5 Sm1 C2 45.5(3) 3_755 3_755 ?
C5 Sm1 C2 138.5(3) 3_755 . ?
C3A Sm1 C2A 46.7(5) . . ?
C3A Sm1 C1A 51.3(4) . . ?
C3A Sm1 C2 136.0(5) . 3_755 ?
C3A Sm1 C2 28.93(19) . . ?
C2 Sm1 C3 127.7(6) 3_755 . ?
C2 Sm1 C3 28.7(2) . . ?
C2 Sm1 C2A 177.1(6) 3_755 . ?
C2 Sm1 C2A 28.47(15) . . ?
C2 Sm1 C1A 49.8(4) . . ?
C2 Sm1 C1A 150.7(6) 3_755 . ?
C2 Sm1 C2 154.2(6) . 3_755 ?
C6A Si1A C7A 109.4(17) . . ?
C8A Si1A C7A 107.9(18) . . ?
C8A Si1A C6A 108.3(18) . . ?
C1A Si1A C7A 111.5(18) . . ?
C1A Si1A C6A 110.8(17) . . ?
C1A Si1A C8A 108.9(17) . . ?
C3 Si2 C11 109.2(13) . . ?
C3 Si2 C10 109.9(16) . . ?
C9 Si2 C3 109.3(17) . . ?
C9 Si2 C11 112.5(16) . . ?
C9 Si2 C10 110.3(17) . . ?
C10 Si2 C11 105.7(15) . . ?
C6 Si1 C1 110.6(13) . . ?
C6 Si1 C8 105.4(17) . . ?
C8 Si1 C1 117.0(14) . . ?
C7 Si1 C1 112.7(16) . . ?
C7 Si1 C6 105(2) . . ?
C7 Si1 C8 105(2) . . ?
C12 O1 Sm1 133.3(13) . . ?
C12 O1 C16 109.3(10) . . ?
C16 O1 Sm1 117.0(14) . . ?
Si1 C1 Sm1 115.7(9) . . ?
C5 C1 Sm1 73.2(8) . . ?
C5 C1 Si1 135.6(11) . . ?
C2 C1 Sm1 75.8(11) . . ?
C2 C1 Si1 123.8(10) . . ?
C2 C1 C5 100.5(12) . . ?
Sm1 C4 H4 116.4 . . ?
C3 C4 Sm1 76.5(13) . . ?
C3 C4 H4 125.9 . . ?
C3 C4 C5 108.3(11) . . ?
C5 C4 Sm1 73.3(10) . . ?
C5 C4 H4 125.9 . . ?
Si2 C3 Sm1 121.9(13) . . ?
C4 C3 Sm1 74.7(12) . . ?
C4 C3 Si2 127.5(11) . . ?
C2 C3 Sm1 75.1(11) . . ?
C2 C3 Si2 128.9(11) . . ?
C2 C3 C4 102.9(10) . . ?
Si1 C6 H6A 109.5 . . ?
Si1 C6 H6B 109.5 . . ?
Si1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
Si1 C8 H8A 109.5 . . ?
Si1 C8 H8B 109.5 . . ?
Si1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
Si2 C9 H9A 109.5 . . ?
Si2 C9 H9B 109.5 . . ?
Si2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O1 C12 H12A 110.0 . . ?
O1 C12 H12B 110.0 . . ?
O1 C12 C13 109(2) . . ?
H12A C12 H12B 108.4 . . ?
C13 C12 H12A 110.0 . . ?
C13 C12 H12B 110.0 . . ?
Si1A C7A H7AA 109.5 . . ?
Si1A C7A H7AB 109.5 . . ?
Si1A C7A H7AC 109.5 . . ?
H7AA C7A H7AB 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?
Si2 C11 H11A 109.5 . . ?
Si2 C11 H11B 109.5 . . ?
Si2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
Si1 C7 H7A 109.5 . . ?
Si1 C7 H7B 109.5 . . ?
Si1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Si1A C6A H6AA 109.5 . . ?
Si1A C6A H6AB 109.5 . . ?
Si1A C6A H6AC 109.5 . . ?
H6AA C6A H6AB 109.5 . . ?
H6AA C6A H6AC 109.5 . . ?
H6AB C6A H6AC 109.5 . . ?
Si2 C10 H10A 109.5 . . ?
Si2 C10 H10B 109.5 . . ?
Si2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
Si1A C8A H8AA 109.5 . . ?
Si1A C8A H8AB 109.5 . . ?
Si1A C8A H8AC 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
C10A Si2A C11A 108(2) . . ?
C10A Si2A C9A 113(2) . . ?
C2 Si2A C10A 100.2(15) . . ?
C2 Si2A C11A 105.7(14) . . ?
C2 Si2A C9A 113.1(14) . . ?
C9A Si2A C11A 115(2) . . ?
Si2A C10A H10D 109.5 . . ?
Si2A C10A H10E 109.5 . . ?
Si2A C10A H10F 109.5 . . ?
H10D C10A H10E 109.5 . . ?
H10D C10A H10F 109.5 . . ?
H10E C10A H10F 109.5 . . ?
Si2A C11A H11D 109.5 . . ?
Si2A C11A H11E 109.5 . . ?
Si2A C11A H11F 109.5 . . ?
H11D C11A H11E 109.5 . . ?
H11D C11A H11F 109.5 . . ?
H11E C11A H11F 109.5 . . ?
Sm1 C2A H2A 121.3 . . ?
C1A C2A Sm1 74.8(16) . . ?
C1A C2A H2A 121.6 . . ?
C2 C2A Sm1 73.6(15) . . ?
C2 C2A H2A 121.6 . . ?
C2 C2A C1A 116.7(16) . . ?
Si1A C1A Sm1 121.9(16) . . ?
C2A C1A Sm1 76.9(16) . . ?
C2A C1A Si1A 130.4(12) . . ?
C5 C1A Sm1 71.9(12) . . ?
C5 C1A Si1A 133.8(15) . . ?
C5 C1A C2A 94.6(12) . . ?
Sm1 C5 H5B 123.2 . . ?
Sm1 C5 H5A 119.5 . . ?
C1 C5 Sm1 77.7(9) . . ?
C1 C5 H5B 123.2 . . ?
C4 C5 Sm1 77.6(11) . . ?
C4 C5 C1 112.3(12) . . ?
C4 C5 H5B 123.2 . . ?
C1A C5 Sm1 79.2(14) . . ?
C1A C5 H5A 119.5 . . ?
C1A C5 C3A 120.9(11) . . ?
C3A C5 Sm1 76.6(12) . . ?
C3A C5 H5A 119.5 . . ?
Sm1 C3A H3A 128.1 . . ?
C5 C3A Sm1 74.1(11) . . ?
C5 C3A H3A 128.1 . . ?
C2 C3A Sm1 76.8(9) . . ?
C2 C3A C5 100.5(12) . . ?
C2 C3A H3A 128.1 . . ?
Sm1 C2 H2 122.0 . . ?
C1 C2 Sm1 75.3(11) . . ?
C1 C2 H2 122.0 . . ?
C3 C2 Sm1 76.2(12) . . ?
C3 C2 C1 115.8(12) . . ?
C3 C2 H2 122.0 . . ?
Si2A C2 Sm1 121.2(9) . . ?
C2A C2 Sm1 77.9(16) . . ?
C2A C2 Si2A 140.9(16) . . ?
C2A C2 C3A 106.6(14) . . ?
C3A C2 Sm1 74.3(10) . . ?
C3A C2 Si2A 111.3(12) . . ?
Si2A C9A H9AA 109.5 . . ?
Si2A C9A H9AB 109.5 . . ?
Si2A C9A H9AC 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
H14A C14 H14B 108.5 . . ?
C13 C14 H14A 110.2 . . ?
C13 C14 H14B 110.2 . . ?
C13 C14 C16 108(3) . . ?
C16 C14 H14A 110.2 . . ?
C16 C14 H14B 110.2 . . ?
C12 C13 C14 98(3) . . ?
C12 C13 H13A 112.2 . . ?
C12 C13 H13B 112.2 . . ?
C14 C13 H13A 112.2 . . ?
C14 C13 H13B 112.2 . . ?
H13A C13 H13B 109.8 . . ?
O1 C16 C14 101(2) . . ?
O1 C16 H16A 111.5 . . ?
O1 C16 H16B 111.5 . . ?
C14 C16 H16A 111.5 . . ?
C14 C16 H16B 111.5 . . ?
H16A C16 H16B 109.3 . . ?

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
Sm1 O1 C12 C13 -174(2) . . . . ?
Sm1 O1 C16 C14 -162.4(19) . . . . ?
Sm1 C1 C5 C4 -70.9(13) . . . . ?
Sm1 C1 C2 C3 66.4(16) . . . . ?
Sm1 C4 C3 Si2 119(2) . . . . ?
Sm1 C4 C3 C2 -70.3(15) . . . . ?
Sm1 C4 C5 C1 71.0(12) . . . . ?
Sm1 C3 C2 C1 -65.9(15) . . . . ?
Sm1 C2A C1A Si1A 121(3) . . . . ?
Sm1 C2A C1A C5 -70.2(14) . . . . ?
Sm1 C2A C2 Si2A -125(3) . . . . ?
Sm1 C2A C2 C3A 69.3(12) . . . . ?
Sm1 C1A C5 C3A -67.1(17) . . . . ?
Sm1 C5 C3A C2 -72.9(11) . . . . ?
Sm1 C3A C2 Si2A 117.9(10) . . . . ?
Sm1 C3A C2 C2A -71.9(17) . . . . ?
Si1A C1A C5 Sm1 -117(3) . . . . ?
Si1A C1A C5 C3A 176(3) . . . . ?
Si2 C3 C2 Sm1 -119(2) . . . . ?
Si2 C3 C2 C1 175(2) . . . . ?
Si1 C1 C5 Sm1 -109.8(18) . . . . ?
Si1 C1 C5 C4 179.3(19) . . . . ?
Si1 C1 C2 Sm1 111.7(16) . . . . ?
Si1 C1 C2 C3 178.1(18) . . . . ?
O1 C12 C13 C14 -32(4) . . . . ?
C4 C3 C2 Sm1 70.1(16) . . . . ?
C4 C3 C2 C1 4(3) . . . . ?
C3 C4 C5 Sm1 -69.2(16) . . . . ?
C3 C4 C5 C1 2(2) . . . . ?
C9 Si2 C3 Sm1 173.3(11) . . . . ?
C9 Si2 C3 C4 78(3) . . . . ?
C9 Si2 C3 C2 -90(3) . . . . ?
C12 O1 C16 C14 11(5) . . . . ?
C7A Si1A C1A Sm1 176.9(13) . . . . ?
C7A Si1A C1A C2A 77(3) . . . . ?
C7A Si1A C1A C5 -88(3) . . . . ?
C11 Si2 C3 Sm1 -63.2(15) . . . . ?
C11 Si2 C3 C4 -158(2) . . . . ?
C11 Si2 C3 C2 33(3) . . . . ?
C6A Si1A C1A Sm1 -61.0(16) . . . . ?
C6A Si1A C1A C2A -161(3) . . . . ?
C6A Si1A C1A C5 34(4) . . . . ?
C10 Si2 C3 Sm1 52.2(15) . . . . ?
C10 Si2 C3 C4 -43(3) . . . . ?
C10 Si2 C3 C2 149(2) . . . . ?
C8A Si1A C1A Sm1 58.0(18) . . . . ?
C8A Si1A C1A C2A -42(4) . . . . ?
C8A Si1A C1A C5 153(3) . . . . ?
C10A Si2A C2 Sm1 -25.4(18) . . . . ?
C10A Si2A C2 C2A 85(3) . . . . ?
C10A Si2A C2 C3A -109.4(19) . . . . ?
C11A Si2A C2 Sm1 -137.9(16) . . . . ?
C11A Si2A C2 C2A -27(4) . . . . ?
C11A Si2A C2 C3A 138.0(19) . . . . ?
C2A C1A C5 Sm1 74.6(17) . . . . ?
C2A C1A C5 C3A 7(3) . . . . ?
C1A C2A C2 Sm1 -63(2) . . . . ?
C1A C2A C2 Si2A 172(2) . . . . ?
C1A C2A C2 C3A 6(3) . . . . ?
C1A C5 C3A Sm1 68.5(18) . . . . ?
C1A C5 C3A C2 -4(2) . . . . ?
C5 C1 C2 Sm1 -69.5(10) . . . . ?
C5 C1 C2 C3 -3(2) . . . . ?
C5 C4 C3 Sm1 67.0(13) . . . . ?
C5 C4 C3 Si2 -174(2) . . . . ?
C5 C4 C3 C2 -3(2) . . . . ?
C5 C3A C2 Sm1 70.7(13) . . . . ?
C5 C3A C2 Si2A -171.4(16) . . . . ?
C5 C3A C2 C2A -1(2) . . . . ?
C2 C1 C5 Sm1 71.6(13) . . . . ?
C2 C1 C5 C4 0.7(18) . . . . ?
C2 C2A C1A Sm1 62(2) . . . . ?
C2 C2A C1A Si1A -177(3) . . . . ?
C2 C2A C1A C5 -8(3) . . . . ?
C9A Si2A C2 Sm1 95.6(17) . . . . ?
C9A Si2A C2 C2A -154(3) . . . . ?
C9A Si2A C2 C3A 12(2) . . . . ?
C13 C14 C16 O1 -32(3) . . . . ?
C16 O1 C12 C13 14(5) . . . . ?
C16 C14 C13 C12 39.1(18) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
4 0 19 0.1107 4.0000 0.0000 19.0000 -0.6709 -0.5902 -0.4202
-4 14 -11 0.1029 -4.0000 14.0000 -11.0000 0.6821 0.5703 -0.5271
-4 0 -19 0.1444 -4.0000 -0.0000 -19.0000 0.6709 0.5902 0.4202
4 -13 12 0.0719 4.0000 -13.0000 12.0000 -0.6941 -0.5870 0.4500
1 14 10 0.1708 1.0000 14.0000 10.0000 -0.0742 -0.0694 -0.9919
-1 -14 -11 0.1757 -1.0000 -14.0000 -11.0000 0.1041 0.1051 1.0138
-29 1 -3 0.0148 -29.0000 1.0000 -3.0000 0.8463 -0.5064 0.0322
29 0 3 0.0279 29.0000 -0.0000 3.0000 -0.8284 0.5253 -0.0873

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    ', Air-sensitive,Moisture-sensitive'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5c
_database_code_depnum_ccdc_archive 'CCDC 1472303'
_audit_update_record             
;
2016-08-29 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_manchester_internal_coll_name   adpm109
_manchester_internal_coll_client MP/DP/DPM
_manchester_internal_coll_type   custom
_manchester_internal_coll_frame_time 11s
_manchester_internal_coll_frame_width 1
_manchester_internal_coll_frame_method '\w scans'
_manchester_internal_coll_user   MP
_manchester_internal_coll_date   28/11/2014
_manchester_internal_process_user MP
_manchester_internal_process_date 02/12/2014
_manchester_internal_solution_user MP
_manchester_internal_solution_date 02/12/2014
_manchester_internal_refinement_user FO
_manchester_internal_refinement_date 21/07/2015
_manchester_internal_validation_user FO
_manchester_internal_validation_date 21/07/2015
_manchester_internal_archive_date 21/07/2015

# start Validation Reply Form
_vrf_PLAT910_5c                  
;
PROBLEM: Missing # of FCF Reflection(s) Below Th(Min) ...         17 Report
RESPONSE: Reduction of beam stop mask did not yield significant
          improvement. Most of those missing strong reflections 
          appeared to be very strong and were treated as overflows.
;
# end Validation Reply Form


_audit_creation_date             2015-07-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H66 O Si6 Sm'
_chemical_formula_sum            'C32 H66 O Si6 Sm'
_chemical_formula_weight         785.73
_chemical_melting_point          ?
_chemical_oxdiff_formula         Sm(C5H2(SiC3H9)3)2OC4H8
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.2870(3)
_cell_length_b                   22.3415(7)
_cell_length_c                   16.9210(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.974(3)
_cell_angle_gamma                90
_cell_volume                     4225.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6323
_cell_measurement_temperature    150.01(13)
_cell_measurement_theta_max      27.8930
_cell_measurement_theta_min      3.6510
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.581
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.833
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1648
_exptl_crystal_size_max          0.2346
_exptl_crystal_size_mid          0.1304
_exptl_crystal_size_min          0.0846
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0649
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17017
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_min         3.361
_diffrn_ambient_temperature      150.01(13)
_diffrn_detector_area_resol_mean 8.0714
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -16.00   88.00   1.0000   11.0000
omega____ theta____ kappa____ phi______ frames
    -       19.4509    0.0000  120.0000 104

#__ type_ start__ end____ width___ exp.time_
  2 omega   63.00   96.00   1.0000   11.0000
omega____ theta____ kappa____ phi______ frames
    -       19.4509 -178.0000    0.0000 33

#__ type_ start__ end____ width___ exp.time_
  3 omega  -90.00  -39.00   1.0000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.3571 -178.0000 -150.0000 51

#__ type_ start__ end____ width___ exp.time_
  4 omega   39.00   89.00   1.0000   11.0000
omega____ theta____ kappa____ phi______ frames
    -       19.4509  178.0000 -180.0000 50
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0616355000
_diffrn_orient_matrix_UB_12      0.0044240000
_diffrn_orient_matrix_UB_13      0.0023498000
_diffrn_orient_matrix_UB_21      -0.0129250000
_diffrn_orient_matrix_UB_22      -0.0287082000
_diffrn_orient_matrix_UB_23      -0.0170093000
_diffrn_orient_matrix_UB_31      0.0076754000
_diffrn_orient_matrix_UB_32      -0.0128605000
_diffrn_orient_matrix_UB_33      0.0386696000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6037
_reflns_number_total             7723
_reflns_odcompleteness_completeness 99.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         1.196
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         7723
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0438
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0284P)²+5.0623P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0846
_refine_ls_wR_factor_ref         0.0918
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B), C32(H32A,H32B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C17(H17), C19(H19)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,
 H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C),
 C14(H14A,H14B,H14C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,
 H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C26(H26A,
 H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Sm1 Sm 0.36938(2) 0.13565(2) 0.23382(2) 0.02216(8) Uani 1 1 d . . . . .
Si1 Si 0.17179(12) -0.02247(7) 0.17126(8) 0.0298(3) Uani 1 1 d . . . . .
Si2 Si 0.25818(12) 0.00923(8) 0.39931(8) 0.0367(4) Uani 1 1 d . . . . .
Si3 Si 0.67563(11) 0.03306(7) 0.24442(8) 0.0340(4) Uani 1 1 d . . . . .
Si4 Si 0.31652(11) 0.14473(7) -0.02490(7) 0.0269(3) Uani 1 1 d . . . . .
Si5 Si 0.52012(11) 0.26689(6) 0.09628(8) 0.0264(3) Uani 1 1 d . . . . .
Si6 Si 0.08631(12) 0.23399(7) 0.23626(8) 0.0296(3) Uani 1 1 d . . . . .
O1 O 0.4601(3) 0.19506(17) 0.3573(2) 0.0441(10) Uani 1 1 d . . . . .
C1 C 0.3093(4) 0.0106(2) 0.2285(3) 0.0246(11) Uani 1 1 d . . . . .
C2 C 0.3366(4) 0.0239(2) 0.3118(3) 0.0262(11) Uani 1 1 d . . . . .
C3 C 0.4623(4) 0.0361(2) 0.3258(3) 0.0295(12) Uani 1 1 d . . . . .
H3 H 0.5047 0.0454 0.3754 0.035 Uiso 1 1 calc R . . . .
C4 C 0.5130(4) 0.0321(2) 0.2551(3) 0.0286(11) Uani 1 1 d . . . . .
C5 C 0.4179(4) 0.0162(2) 0.1954(3) 0.0303(12) Uani 1 1 d . . . . .
H5 H 0.4253 0.0102 0.1419 0.036 Uiso 1 1 calc R . . . .
C6 C 0.1198(5) -0.0895(2) 0.2228(3) 0.0443(14) Uani 1 1 d . . . . .
H6A H 0.1797 -0.1202 0.2257 0.066 Uiso 1 1 calc GR . . . .
H6B H 0.0466 -0.1040 0.1935 0.066 Uiso 1 1 calc GR . . . .
H6C H 0.1066 -0.0786 0.2758 0.066 Uiso 1 1 calc GR . . . .
C7 C 0.0430(4) 0.0305(3) 0.1536(3) 0.0417(14) Uani 1 1 d . . . . .
H7A H 0.0293 0.0479 0.2034 0.063 Uiso 1 1 calc GR . . . .
H7B H -0.0273 0.0092 0.1305 0.063 Uiso 1 1 calc GR . . . .
H7C H 0.0608 0.0615 0.1178 0.063 Uiso 1 1 calc GR . . . .
C8 C 0.2087(5) -0.0495(3) 0.0729(3) 0.0514(16) Uani 1 1 d . . . . .
H8A H 0.2398 -0.0169 0.0450 0.077 Uiso 1 1 calc GR . . . .
H8B H 0.1377 -0.0648 0.0416 0.077 Uiso 1 1 calc GR . . . .
H8C H 0.2676 -0.0807 0.0815 0.077 Uiso 1 1 calc GR . . . .
C9 C 0.0911(4) 0.0176(3) 0.3835(3) 0.0458(15) Uani 1 1 d . . . . .
H9A H 0.0706 0.0591 0.3762 0.069 Uiso 1 1 calc GR . . . .
H9B H 0.0590 0.0025 0.4292 0.069 Uiso 1 1 calc GR . . . .
H9C H 0.0581 -0.0045 0.3370 0.069 Uiso 1 1 calc GR . . . .
C10 C 0.2980(5) -0.0690(3) 0.4354(4) 0.0575(18) Uani 1 1 d . . . . .
H10A H 0.2733 -0.0971 0.3933 0.086 Uiso 1 1 calc GR . . . .
H10B H 0.2580 -0.0780 0.4805 0.086 Uiso 1 1 calc GR . . . .
H10C H 0.3829 -0.0719 0.4507 0.086 Uiso 1 1 calc GR . . . .
C11 C 0.3156(5) 0.0631(3) 0.4819(3) 0.062(2) Uani 1 1 d . . . . .
H11A H 0.4001 0.0575 0.4965 0.093 Uiso 1 1 calc GR . . . .
H11B H 0.2755 0.0559 0.5274 0.093 Uiso 1 1 calc GR . . . .
H11C H 0.3004 0.1035 0.4637 0.093 Uiso 1 1 calc GR . . . .
C12 C 0.7385(5) -0.0431(3) 0.2667(3) 0.0559(18) Uani 1 1 d . . . . .
H12A H 0.7340 -0.0529 0.3214 0.084 Uiso 1 1 calc GR . . . .
H12B H 0.8205 -0.0439 0.2575 0.084 Uiso 1 1 calc GR . . . .
H12C H 0.6934 -0.0718 0.2326 0.084 Uiso 1 1 calc GR . . . .
C13 C 0.7581(5) 0.0876(3) 0.3158(4) 0.066(2) Uani 1 1 d . . . . .
H13A H 0.7302 0.1274 0.3024 0.099 Uiso 1 1 calc GR . . . .
H13B H 0.8422 0.0852 0.3125 0.099 Uiso 1 1 calc GR . . . .
H13C H 0.7443 0.0782 0.3691 0.099 Uiso 1 1 calc GR . . . .
C14 C 0.6958(4) 0.0552(3) 0.1416(3) 0.0489(16) Uani 1 1 d . . . . .
H14A H 0.6547 0.0272 0.1043 0.073 Uiso 1 1 calc GR . . . .
H14B H 0.7795 0.0552 0.1366 0.073 Uiso 1 1 calc GR . . . .
H14C H 0.6636 0.0945 0.1306 0.073 Uiso 1 1 calc GR . . . .
C15 C 0.3074(4) 0.1819(2) 0.0731(2) 0.0200(10) Uani 1 1 d . . . . .
C16 C 0.3792(4) 0.2283(2) 0.1152(2) 0.0187(10) Uani 1 1 d . . . . .
C17 C 0.3133(4) 0.2513(2) 0.1727(2) 0.0201(10) Uani 1 1 d . . . . .
H17 H 0.3394 0.2819 0.2081 0.024 Uiso 1 1 calc R . . . .
C18 C 0.2021(4) 0.2218(2) 0.1701(2) 0.0215(10) Uani 1 1 d . . . . .
C19 C 0.2009(4) 0.1789(2) 0.1084(2) 0.0219(10) Uani 1 1 d . . . . .
H19 H 0.1385 0.1524 0.0931 0.026 Uiso 1 1 calc R . . . .
C20 C 0.1751(4) 0.1027(3) -0.0555(3) 0.0423(15) Uani 1 1 d . . . . .
H20A H 0.1645 0.0734 -0.0156 0.063 Uiso 1 1 calc GR . . . .
H20B H 0.1791 0.0830 -0.1055 0.063 Uiso 1 1 calc GR . . . .
H20C H 0.1088 0.1300 -0.0613 0.063 Uiso 1 1 calc GR . . . .
C21 C 0.3238(4) 0.2035(3) -0.1025(3) 0.0389(14) Uani 1 1 d . . . . .
H21A H 0.2563 0.2298 -0.1038 0.058 Uiso 1 1 calc GR . . . .
H21B H 0.3227 0.1849 -0.1537 0.058 Uiso 1 1 calc GR . . . .
H21C H 0.3963 0.2261 -0.0899 0.058 Uiso 1 1 calc GR . . . .
C22 C 0.4431(4) 0.0912(3) -0.0271(3) 0.0404(14) Uani 1 1 d . . . . .
H22A H 0.5175 0.1115 -0.0112 0.061 Uiso 1 1 calc GR . . . .
H22B H 0.4415 0.0758 -0.0802 0.061 Uiso 1 1 calc GR . . . .
H22C H 0.4354 0.0587 0.0090 0.061 Uiso 1 1 calc GR . . . .
C23 C 0.6226(4) 0.2233(3) 0.0400(3) 0.0401(14) Uani 1 1 d . . . . .
H23A H 0.6439 0.1864 0.0673 0.060 Uiso 1 1 calc GR . . . .
H23B H 0.6936 0.2462 0.0365 0.060 Uiso 1 1 calc GR . . . .
H23C H 0.5829 0.2149 -0.0128 0.060 Uiso 1 1 calc GR . . . .
C24 C 0.4829(5) 0.3386(2) 0.0416(3) 0.0475(15) Uani 1 1 d . . . . .
H24A H 0.4387 0.3302 -0.0098 0.071 Uiso 1 1 calc GR . . . .
H24B H 0.5555 0.3593 0.0350 0.071 Uiso 1 1 calc GR . . . .
H24C H 0.4355 0.3632 0.0716 0.071 Uiso 1 1 calc GR . . . .
C25 C 0.6077(5) 0.2865(3) 0.1950(3) 0.0498(16) Uani 1 1 d . . . . .
H25A H 0.5593 0.3106 0.2249 0.075 Uiso 1 1 calc GR . . . .
H25B H 0.6780 0.3085 0.1867 0.075 Uiso 1 1 calc GR . . . .
H25C H 0.6307 0.2505 0.2241 0.075 Uiso 1 1 calc GR . . . .
C26 C 0.1196(5) 0.1834(3) 0.3245(3) 0.0550(17) Uani 1 1 d . . . . .
H26A H 0.1267 0.1430 0.3067 0.082 Uiso 1 1 calc GR . . . .
H26B H 0.0559 0.1859 0.3566 0.082 Uiso 1 1 calc GR . . . .
H26C H 0.1934 0.1954 0.3557 0.082 Uiso 1 1 calc GR . . . .
C27 C -0.0642(4) 0.2125(3) 0.1849(3) 0.0570(19) Uani 1 1 d . . . . .
H27A H -0.0837 0.2365 0.1378 0.086 Uiso 1 1 calc GR . . . .
H27B H -0.1227 0.2189 0.2201 0.086 Uiso 1 1 calc GR . . . .
H27C H -0.0638 0.1710 0.1702 0.086 Uiso 1 1 calc GR . . . .
C28 C 0.0869(5) 0.3126(3) 0.2700(4) 0.0611(19) Uani 1 1 d . . . . .
H28A H 0.1649 0.3227 0.2967 0.092 Uiso 1 1 calc GR . . . .
H28B H 0.0291 0.3176 0.3061 0.092 Uiso 1 1 calc GR . . . .
H28C H 0.0669 0.3384 0.2247 0.092 Uiso 1 1 calc GR . . . .
C29 C 0.5489(5) 0.1756(3) 0.4208(3) 0.0556(18) Uani 1 1 d . . . . .
H29A H 0.6284 0.1833 0.4074 0.067 Uiso 1 1 calc R . . . .
H29B H 0.5411 0.1329 0.4296 0.067 Uiso 1 1 calc R . . . .
C30 C 0.5307(7) 0.2091(3) 0.4935(4) 0.078(2) Uani 1 1 d . . . . .
H30A H 0.6058 0.2256 0.5193 0.094 Uiso 1 1 calc R . . . .
H30B H 0.4978 0.1832 0.5310 0.094 Uiso 1 1 calc R . . . .
C31 C 0.4445(6) 0.2583(3) 0.4656(3) 0.0597(19) Uani 1 1 d . . . . .
H31A H 0.3670 0.2511 0.4824 0.072 Uiso 1 1 calc R . . . .
H31B H 0.4743 0.2967 0.4862 0.072 Uiso 1 1 calc R . . . .
C32 C 0.4362(6) 0.2564(3) 0.3772(3) 0.0575(18) Uani 1 1 d . . . . .
H32A H 0.3570 0.2684 0.3525 0.069 Uiso 1 1 calc R . . . .
H32B H 0.4946 0.2831 0.3590 0.069 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sm1 O1 2.566(3) . ?
Sm1 C1 2.873(5) . ?
Sm1 C2 2.871(5) . ?
Sm1 C3 2.832(5) . ?
Sm1 C4 2.820(5) . ?
Sm1 C5 2.819(5) . ?
Sm1 C15 2.903(4) . ?
Sm1 C16 2.897(4) . ?
Sm1 C17 2.821(4) . ?
Sm1 C18 2.805(4) . ?
Sm1 C19 2.817(4) . ?
Si1 C1 1.864(5) . ?
Si1 C6 1.868(5) . ?
Si1 C7 1.865(5) . ?
Si1 C8 1.872(5) . ?
Si2 C2 1.857(5) . ?
Si2 C9 1.877(5) . ?
Si2 C10 1.885(6) . ?
Si2 C11 1.890(6) . ?
Si3 C4 1.869(5) . ?
Si3 C12 1.862(6) . ?
Si3 C13 1.870(6) . ?
Si3 C14 1.853(5) . ?
Si4 C15 1.870(4) . ?
Si4 C20 1.863(5) . ?
Si4 C21 1.867(5) . ?
Si4 C22 1.868(5) . ?
Si5 C16 1.875(4) . ?
Si5 C23 1.871(5) . ?
Si5 C24 1.868(5) . ?
Si5 C25 1.871(5) . ?
Si6 C18 1.854(4) . ?
Si6 C26 1.869(6) . ?
Si6 C27 1.861(5) . ?
Si6 C28 1.847(6) . ?
O1 C29 1.432(6) . ?
O1 C32 1.446(7) . ?
C1 C2 1.433(6) . ?
C1 C5 1.422(6) . ?
C2 C3 1.432(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.399(6) . ?
C4 C5 1.414(6) . ?
C5 H5 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
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 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.442(6) . ?
C15 C19 1.417(6) . ?
C16 C17 1.402(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.412(6) . ?
C18 C19 1.416(6) . ?
C19 H19 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.479(8) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.500(9) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.486(7) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?

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 Sm1 C1 126.48(12) . . ?
O1 Sm1 C2 97.92(13) . . ?
O1 Sm1 C3 83.30(13) . . ?
O1 Sm1 C4 99.40(13) . . ?
O1 Sm1 C5 127.56(13) . . ?
O1 Sm1 C15 126.57(13) . . ?
O1 Sm1 C16 98.35(12) . . ?
O1 Sm1 C17 82.45(12) . . ?
O1 Sm1 C18 97.41(13) . . ?
O1 Sm1 C19 125.96(13) . . ?
C1 Sm1 C15 106.95(13) . . ?
C1 Sm1 C16 134.80(12) . . ?
C2 Sm1 C1 28.88(12) . . ?
C2 Sm1 C15 135.28(13) . . ?
C2 Sm1 C16 163.67(13) . . ?
C3 Sm1 C1 47.26(13) . . ?
C3 Sm1 C2 29.07(12) . . ?
C3 Sm1 C15 144.83(13) . . ?
C3 Sm1 C16 153.57(12) . . ?
C4 Sm1 C1 48.32(13) . . ?
C4 Sm1 C2 48.42(13) . . ?
C4 Sm1 C3 28.66(13) . . ?
C4 Sm1 C15 118.11(13) . . ?
C4 Sm1 C16 126.75(13) . . ?
C4 Sm1 C17 153.37(13) . . ?
C5 Sm1 C1 28.91(13) . . ?
C5 Sm1 C2 47.51(14) . . ?
C5 Sm1 C3 46.69(14) . . ?
C5 Sm1 C4 29.04(13) . . ?
C5 Sm1 C15 98.64(14) . . ?
C5 Sm1 C16 119.30(13) . . ?
C5 Sm1 C17 145.40(13) . . ?
C16 Sm1 C15 28.79(12) . . ?
C17 Sm1 C1 147.00(12) . . ?
C17 Sm1 C2 158.07(12) . . ?
C17 Sm1 C3 165.43(13) . . ?
C17 Sm1 C15 47.00(12) . . ?
C17 Sm1 C16 28.34(11) . . ?
C18 Sm1 C1 120.79(13) . . ?
C18 Sm1 C2 130.58(12) . . ?
C18 Sm1 C3 158.23(13) . . ?
C18 Sm1 C4 163.08(13) . . ?
C18 Sm1 C5 134.68(13) . . ?
C18 Sm1 C15 48.23(12) . . ?
C18 Sm1 C16 48.06(12) . . ?
C18 Sm1 C17 29.07(12) . . ?
C18 Sm1 C19 29.17(13) . . ?
C19 Sm1 C1 100.28(13) . . ?
C19 Sm1 C2 121.88(13) . . ?
C19 Sm1 C3 147.54(14) . . ?
C19 Sm1 C4 133.95(13) . . ?
C19 Sm1 C5 106.48(14) . . ?
C19 Sm1 C15 28.63(12) . . ?
C19 Sm1 C16 47.10(12) . . ?
C19 Sm1 C17 46.83(13) . . ?
C1 Si1 C6 111.6(2) . . ?
C1 Si1 C7 113.9(2) . . ?
C1 Si1 C8 108.5(2) . . ?
C6 Si1 C8 106.2(3) . . ?
C7 Si1 C6 107.2(2) . . ?
C7 Si1 C8 109.1(3) . . ?
C2 Si2 C9 116.7(2) . . ?
C2 Si2 C10 107.7(3) . . ?
C2 Si2 C11 108.9(2) . . ?
C9 Si2 C10 109.2(3) . . ?
C9 Si2 C11 106.1(3) . . ?
C10 Si2 C11 108.0(3) . . ?
C4 Si3 C13 110.7(2) . . ?
C12 Si3 C4 108.8(3) . . ?
C12 Si3 C13 108.9(3) . . ?
C14 Si3 C4 110.1(2) . . ?
C14 Si3 C12 109.9(3) . . ?
C14 Si3 C13 108.5(3) . . ?
C20 Si4 C15 108.7(2) . . ?
C20 Si4 C21 106.2(2) . . ?
C20 Si4 C22 107.4(3) . . ?
C21 Si4 C15 108.9(2) . . ?
C21 Si4 C22 109.1(2) . . ?
C22 Si4 C15 116.0(2) . . ?
C23 Si5 C16 116.5(2) . . ?
C23 Si5 C25 106.8(2) . . ?
C24 Si5 C16 109.9(2) . . ?
C24 Si5 C23 107.9(2) . . ?
C24 Si5 C25 107.2(3) . . ?
C25 Si5 C16 108.1(2) . . ?
C18 Si6 C26 108.3(2) . . ?
C18 Si6 C27 110.7(2) . . ?
C27 Si6 C26 106.7(3) . . ?
C28 Si6 C18 110.7(2) . . ?
C28 Si6 C26 109.6(3) . . ?
C28 Si6 C27 110.7(3) . . ?
C29 O1 Sm1 127.8(3) . . ?
C29 O1 C32 104.3(4) . . ?
C32 O1 Sm1 127.9(3) . . ?
Si1 C1 Sm1 125.3(2) . . ?
C2 C1 Sm1 75.5(3) . . ?
C2 C1 Si1 130.0(3) . . ?
C5 C1 Sm1 73.4(3) . . ?
C5 C1 Si1 122.1(4) . . ?
C5 C1 C2 106.9(4) . . ?
Si2 C2 Sm1 128.8(2) . . ?
C1 C2 Sm1 75.6(3) . . ?
C1 C2 Si2 133.4(3) . . ?
C3 C2 Sm1 73.9(3) . . ?
C3 C2 Si2 118.2(3) . . ?
C3 C2 C1 106.0(4) . . ?
Sm1 C3 H3 115.1 . . ?
C2 C3 Sm1 77.0(3) . . ?
C2 C3 H3 124.5 . . ?
C4 C3 Sm1 75.2(3) . . ?
C4 C3 C2 111.1(4) . . ?
C4 C3 H3 124.5 . . ?
Si3 C4 Sm1 122.2(2) . . ?
C3 C4 Sm1 76.1(3) . . ?
C3 C4 Si3 127.2(3) . . ?
C3 C4 C5 105.5(4) . . ?
C5 C4 Sm1 75.5(3) . . ?
C5 C4 Si3 126.3(4) . . ?
Sm1 C5 H5 114.1 . . ?
C1 C5 Sm1 77.6(3) . . ?
C1 C5 H5 124.7 . . ?
C4 C5 Sm1 75.5(3) . . ?
C4 C5 C1 110.5(4) . . ?
C4 C5 H5 124.7 . . ?
Si1 C6 H6A 109.5 . . ?
Si1 C6 H6B 109.5 . . ?
Si1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
Si1 C7 H7A 109.5 . . ?
Si1 C7 H7B 109.5 . . ?
Si1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Si1 C8 H8A 109.5 . . ?
Si1 C8 H8B 109.5 . . ?
Si1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
Si2 C9 H9A 109.5 . . ?
Si2 C9 H9B 109.5 . . ?
Si2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
Si2 C10 H10A 109.5 . . ?
Si2 C10 H10B 109.5 . . ?
Si2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
Si2 C11 H11A 109.5 . . ?
Si2 C11 H11B 109.5 . . ?
Si2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
Si3 C12 H12A 109.5 . . ?
Si3 C12 H12B 109.5 . . ?
Si3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si3 C13 H13A 109.5 . . ?
Si3 C13 H13B 109.5 . . ?
Si3 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
Si3 C14 H14A 109.5 . . ?
Si3 C14 H14B 109.5 . . ?
Si3 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si4 C15 Sm1 129.5(2) . . ?
C16 C15 Sm1 75.4(2) . . ?
C16 C15 Si4 131.4(3) . . ?
C19 C15 Sm1 72.3(2) . . ?
C19 C15 Si4 120.5(3) . . ?
C19 C15 C16 106.1(4) . . ?
Si5 C16 Sm1 124.17(18) . . ?
C15 C16 Sm1 75.8(2) . . ?
C15 C16 Si5 132.7(3) . . ?
C17 C16 Sm1 72.8(2) . . ?
C17 C16 Si5 119.7(3) . . ?
C17 C16 C15 106.8(4) . . ?
Sm1 C17 H17 113.8 . . ?
C16 C17 Sm1 78.8(3) . . ?
C16 C17 H17 124.3 . . ?
C16 C17 C18 111.3(4) . . ?
C18 C17 Sm1 74.8(3) . . ?
C18 C17 H17 124.3 . . ?
Si6 C18 Sm1 111.22(19) . . ?
C17 C18 Sm1 76.1(2) . . ?
C17 C18 Si6 127.6(3) . . ?
C17 C18 C19 104.8(4) . . ?
C19 C18 Sm1 75.9(2) . . ?
C19 C18 Si6 127.5(3) . . ?
Sm1 C19 H19 113.4 . . ?
C15 C19 Sm1 79.1(2) . . ?
C15 C19 H19 124.5 . . ?
C18 C19 Sm1 75.0(2) . . ?
C18 C19 C15 111.0(4) . . ?
C18 C19 H19 124.5 . . ?
Si4 C20 H20A 109.5 . . ?
Si4 C20 H20B 109.5 . . ?
Si4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
Si4 C21 H21A 109.5 . . ?
Si4 C21 H21B 109.5 . . ?
Si4 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
Si4 C22 H22A 109.5 . . ?
Si4 C22 H22B 109.5 . . ?
Si4 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
Si5 C23 H23A 109.5 . . ?
Si5 C23 H23B 109.5 . . ?
Si5 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
Si5 C24 H24A 109.5 . . ?
Si5 C24 H24B 109.5 . . ?
Si5 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
Si5 C25 H25A 109.5 . . ?
Si5 C25 H25B 109.5 . . ?
Si5 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
Si6 C26 H26A 109.5 . . ?
Si6 C26 H26B 109.5 . . ?
Si6 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
Si6 C27 H27A 109.5 . . ?
Si6 C27 H27B 109.5 . . ?
Si6 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
Si6 C28 H28A 109.5 . . ?
Si6 C28 H28B 109.5 . . ?
Si6 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O1 C29 H29A 110.1 . . ?
O1 C29 H29B 110.1 . . ?
O1 C29 C30 107.8(5) . . ?
H29A C29 H29B 108.5 . . ?
C30 C29 H29A 110.1 . . ?
C30 C29 H29B 110.1 . . ?
C29 C30 H30A 110.6 . . ?
C29 C30 H30B 110.6 . . ?
C29 C30 C31 105.6(5) . . ?
H30A C30 H30B 108.8 . . ?
C31 C30 H30A 110.6 . . ?
C31 C30 H30B 110.6 . . ?
C30 C31 H31A 110.9 . . ?
C30 C31 H31B 110.9 . . ?
H31A C31 H31B 108.9 . . ?
C32 C31 C30 104.1(5) . . ?
C32 C31 H31A 110.9 . . ?
C32 C31 H31B 110.9 . . ?
O1 C32 C31 105.8(5) . . ?
O1 C32 H32A 110.6 . . ?
O1 C32 H32B 110.6 . . ?
C31 C32 H32A 110.6 . . ?
C31 C32 H32B 110.6 . . ?
H32A C32 H32B 108.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sm1 O1 C29 C30 -152.3(4) . . . . ?
Sm1 O1 C32 C31 145.9(4) . . . . ?
Sm1 C1 C2 Si2 130.4(5) . . . . ?
Sm1 C1 C2 C3 -68.3(3) . . . . ?
Sm1 C1 C5 C4 69.2(4) . . . . ?
Sm1 C2 C3 C4 -68.3(4) . . . . ?
Sm1 C3 C4 Si3 120.1(4) . . . . ?
Sm1 C3 C4 C5 -70.3(3) . . . . ?
Sm1 C4 C5 C1 -70.6(4) . . . . ?
Sm1 C15 C16 Si5 123.7(4) . . . . ?
Sm1 C15 C16 C17 -66.8(3) . . . . ?
Sm1 C15 C19 C18 69.1(3) . . . . ?
Sm1 C16 C17 C18 -68.7(3) . . . . ?
Sm1 C17 C18 Si6 106.2(3) . . . . ?
Sm1 C17 C18 C19 -71.0(3) . . . . ?
Sm1 C18 C19 C15 -71.7(3) . . . . ?
Si1 C1 C2 Sm1 -124.2(4) . . . . ?
Si1 C1 C2 Si2 6.2(8) . . . . ?
Si1 C1 C2 C3 167.6(4) . . . . ?
Si1 C1 C5 Sm1 121.7(3) . . . . ?
Si1 C1 C5 C4 -169.2(3) . . . . ?
Si2 C2 C3 Sm1 -125.8(3) . . . . ?
Si2 C2 C3 C4 165.9(4) . . . . ?
Si3 C4 C5 Sm1 -119.5(4) . . . . ?
Si3 C4 C5 C1 169.9(4) . . . . ?
Si4 C15 C16 Sm1 -130.3(4) . . . . ?
Si4 C15 C16 Si5 -6.6(7) . . . . ?
Si4 C15 C16 C17 162.9(3) . . . . ?
Si4 C15 C19 Sm1 126.0(3) . . . . ?
Si4 C15 C19 C18 -164.9(3) . . . . ?
Si5 C16 C17 Sm1 -120.0(3) . . . . ?
Si5 C16 C17 C18 171.3(3) . . . . ?
Si6 C18 C19 Sm1 -106.1(3) . . . . ?
Si6 C18 C19 C15 -177.8(3) . . . . ?
O1 C29 C30 C31 -11.9(8) . . . . ?
C1 C2 C3 Sm1 69.5(3) . . . . ?
C1 C2 C3 C4 1.2(6) . . . . ?
C2 C1 C5 Sm1 -68.7(3) . . . . ?
C2 C1 C5 C4 0.5(6) . . . . ?
C2 C3 C4 Sm1 69.4(4) . . . . ?
C2 C3 C4 Si3 -170.4(4) . . . . ?
C2 C3 C4 C5 -0.9(6) . . . . ?
C3 C4 C5 Sm1 70.8(3) . . . . ?
C3 C4 C5 C1 0.3(6) . . . . ?
C5 C1 C2 Sm1 67.3(3) . . . . ?
C5 C1 C2 Si2 -162.3(4) . . . . ?
C5 C1 C2 C3 -1.0(5) . . . . ?
C6 Si1 C1 Sm1 -147.5(3) . . . . ?
C6 Si1 C1 C2 -46.3(5) . . . . ?
C6 Si1 C1 C5 120.7(4) . . . . ?
C7 Si1 C1 Sm1 -26.0(3) . . . . ?
C7 Si1 C1 C2 75.2(5) . . . . ?
C7 Si1 C1 C5 -117.8(4) . . . . ?
C8 Si1 C1 Sm1 95.8(3) . . . . ?
C8 Si1 C1 C2 -163.1(5) . . . . ?
C8 Si1 C1 C5 4.0(5) . . . . ?
C9 Si2 C2 Sm1 69.6(4) . . . . ?
C9 Si2 C2 C1 -39.2(6) . . . . ?
C9 Si2 C2 C3 161.2(4) . . . . ?
C10 Si2 C2 Sm1 -167.3(3) . . . . ?
C10 Si2 C2 C1 83.9(5) . . . . ?
C10 Si2 C2 C3 -75.7(5) . . . . ?
C11 Si2 C2 Sm1 -50.4(3) . . . . ?
C11 Si2 C2 C1 -159.2(5) . . . . ?
C11 Si2 C2 C3 41.2(5) . . . . ?
C12 Si3 C4 Sm1 178.0(3) . . . . ?
C12 Si3 C4 C3 80.9(5) . . . . ?
C12 Si3 C4 C5 -86.6(5) . . . . ?
C13 Si3 C4 Sm1 58.4(4) . . . . ?
C13 Si3 C4 C3 -38.7(6) . . . . ?
C13 Si3 C4 C5 153.9(5) . . . . ?
C14 Si3 C4 Sm1 -61.6(3) . . . . ?
C14 Si3 C4 C3 -158.6(5) . . . . ?
C14 Si3 C4 C5 33.9(5) . . . . ?
C15 C16 C17 Sm1 68.8(3) . . . . ?
C15 C16 C17 C18 0.1(5) . . . . ?
C16 C15 C19 Sm1 -68.4(3) . . . . ?
C16 C15 C19 C18 0.7(5) . . . . ?
C16 C17 C18 Sm1 71.3(3) . . . . ?
C16 C17 C18 Si6 177.5(3) . . . . ?
C16 C17 C18 C19 0.3(5) . . . . ?
C17 C18 C19 Sm1 71.2(3) . . . . ?
C17 C18 C19 C15 -0.6(5) . . . . ?
C19 C15 C16 Sm1 66.3(3) . . . . ?
C19 C15 C16 Si5 -170.0(3) . . . . ?
C19 C15 C16 C17 -0.5(5) . . . . ?
C20 Si4 C15 Sm1 87.1(3) . . . . ?
C20 Si4 C15 C16 -166.0(4) . . . . ?
C20 Si4 C15 C19 -4.6(5) . . . . ?
C21 Si4 C15 Sm1 -157.6(2) . . . . ?
C21 Si4 C15 C16 -50.7(5) . . . . ?
C21 Si4 C15 C19 110.7(4) . . . . ?
C22 Si4 C15 Sm1 -34.1(4) . . . . ?
C22 Si4 C15 C16 72.9(5) . . . . ?
C22 Si4 C15 C19 -125.7(4) . . . . ?
C23 Si5 C16 Sm1 75.6(3) . . . . ?
C23 Si5 C16 C15 -27.4(5) . . . . ?
C23 Si5 C16 C17 164.2(3) . . . . ?
C24 Si5 C16 Sm1 -161.3(3) . . . . ?
C24 Si5 C16 C15 95.7(5) . . . . ?
C24 Si5 C16 C17 -72.7(4) . . . . ?
C25 Si5 C16 Sm1 -44.6(3) . . . . ?
C25 Si5 C16 C15 -147.6(4) . . . . ?
C25 Si5 C16 C17 44.0(4) . . . . ?
C26 Si6 C18 Sm1 -0.4(3) . . . . ?
C26 Si6 C18 C17 -88.9(5) . . . . ?
C26 Si6 C18 C19 87.7(4) . . . . ?
C27 Si6 C18 Sm1 -117.0(3) . . . . ?
C27 Si6 C18 C17 154.5(4) . . . . ?
C27 Si6 C18 C19 -28.9(5) . . . . ?
C28 Si6 C18 Sm1 119.8(3) . . . . ?
C28 Si6 C18 C17 31.3(5) . . . . ?
C28 Si6 C18 C19 -152.1(4) . . . . ?
C29 O1 C32 C31 -36.0(6) . . . . ?
C29 C30 C31 C32 -10.0(8) . . . . ?
C30 C31 C32 O1 28.3(7) . . . . ?
C32 O1 C29 C30 29.6(7) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-6 -29 -3 0.1193 -6.0000 -29.0001 -3.0000 0.2345 0.9611 0.2109
6 27 7 0.1017 6.0000 27.0002 7.0000 -0.2339 -0.9717 -0.0305
0 -11 22 0.0427 -0.0000 -10.9995 22.0000 0.0030 -0.0584 0.9922
-2 4 -23 0.0363 -2.0000 3.9995 -23.0000 0.0869 0.3022 -0.9562
9 7 -20 0.0446 9.0000 6.9999 -20.0000 -0.5707 0.0229 -0.7943
-9 -7 20 0.0400 -9.0000 -6.9999 20.0000 0.5707 -0.0229 0.7943
-13 11 -8 0.0737 -13.0000 10.9993 -8.0000 0.8311 -0.0117 -0.5506
14 -11 6 0.0543 14.0000 -10.9993 6.0000 -0.8975 0.0328 0.4809
-5 11 22 0.0662 -5.0000 11.0002 22.0000 0.4085 -0.6254 0.6709
7 -28 -5 0.1077 7.0000 -27.9996 -5.0000 -0.5671 0.7984 0.2205
-12 -19 6 0.0822 -12.0000 -19.0002 6.0000 0.6697 0.5985 0.3843
13 11 9 0.0840 13.0000 11.0006 9.0000 -0.7314 -0.6369 0.3063
-8 -27 2 0.0907 -8.0000 -27.0001 2.0000 0.3783 0.8445 0.3632
-11 -12 17 0.0429 -11.0000 -12.0000 17.0000 0.6648 0.1975 0.7273

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    ', Air-sensitive,Moisture-sensitive'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5e
_database_code_depnum_ccdc_archive 'CCDC 1472304'
_audit_update_record             
;
2016-08-29 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_manchester_internal_coll_name   adpm148
_manchester_internal_coll_client FO/MP/DJP/DPM
_manchester_internal_coll_type   custom
_manchester_internal_coll_frame_time 5s
_manchester_internal_coll_frame_width 1
_manchester_internal_coll_frame_method '\w scans'
_manchester_internal_coll_user   FO/MP
_manchester_internal_coll_date   05/03/2015
_manchester_internal_process_user FO
_manchester_internal_process_date 16/03/2015
_manchester_internal_solution_user FO
_manchester_internal_solution_date 16/03/2015
_manchester_internal_refinement_user FO
_manchester_internal_refinement_date 04/04/2016
_manchester_internal_validation_user FO
_manchester_internal_validation_date 04/04/2016
_manchester_internal_archive_date 04/04/2016


_refine_special_details          
;
The partially refined structure was assessed with Olex2. This revealed 
the presence of a non-merohedral twin  with an occupancy factor of 
approximately 50%. Olex2 was used to  separate the two twin components 
and generate a file containing  reflection information from both twin components. 
The structure was then refined against this new reflection file, and 
the relative scale factor of the two components was refined, converging at 
a ratio of 0.53(16):0.47(16).

Extensive disorder was identified in the model, as the Cp ligand and the
molecule of coorindated THF occupy overlapping coordination sites around 
the metal site. Constraints were applied to the phenyl rings. C-C and C-O
bond distances of the THF molecule were also restrained.

Sensible displacement parameters could not be refined for atoms C6 C8 C15
C15 C18 C20 and C21. Therefore this were restrained to approximately
isotropic.

Finally restraints were applied to the anisotropic displacement parameters.
;

# start Validation Reply Form
_vrf_PLAT049_5e                  
;
PROBLEM: Calculated Density less than 1.0 gcm-3 .........     0.8087 Check 
RESPONSE: The model used is correct and has been validated by further 
          analytical and spectroscopic characterisations.
;
_vrf_PLAT090_5e                  
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       5.62 Note  
RESPONSE: This is likely due to the extensive disorder and residual
          twinning.
;
_vrf_PLAT930_5e                  
;
PROBLEM: Check Twin Law ( 1 1  0)[ 1 1  0] Estimated BASF       0.52       
RESPONSE: Twin laws have been check with PLATON and Olex2. Further 
          treatment of the residual twinning components did not lead
          to significant improvements of the model.
;
# end Validation Reply Form

_audit_creation_date             2016-04-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C44 H50 O2 Si2 Sm'
_chemical_formula_sum            'C44 H50 O2 Si2 Sm'
_chemical_formula_weight         817.37
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C40 Sm O2 Si2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           82
_space_group_name_H-M_alt        'I -4'
_space_group_name_Hall           'I -4'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'y, -x, -z'
'-x, -y, z'
'-y, x, -z'
'x+1/2, y+1/2, z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-y+1/2, x+1/2, -z+1/2'

_cell_length_a                   13.1871(2)
_cell_length_b                   13.1871(2)
_cell_length_c                   11.4268(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1987.12(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4250
_cell_measurement_temperature    150.03(10)
_cell_measurement_theta_max      23.6050
_cell_measurement_theta_min      3.8770
_cell_modulation_dimension       3
loop_
_cell_wave_vector_seq_id
_cell_wave_vector_x
_cell_wave_vector_y
_cell_wave_vector_z
1 0.4686 -0.0459 0.0109
2 -0.0037 0.5332 -0.0135
3 0.0322 0.0080 0.4921

_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.572
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65173
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.173
_exptl_crystal_size_mid          0.0974
_exptl_crystal_size_min          0.0956
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7156
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.233
_diffrn_reflns_theta_max         25.233
_diffrn_reflns_theta_min         3.566
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.03(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0714
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -50.00  -20.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8601  -57.0000   30.0000 30

#__ type_ start__ end____ width___ exp.time_
  2 omega   -8.00   56.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8601  -99.0000    0.0000 64

#__ type_ start__ end____ width___ exp.time_
  3 omega  -51.00   49.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8601  -77.0000  150.0000 100

#__ type_ start__ end____ width___ exp.time_
  4 omega   -1.00   89.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8601   77.0000   60.0000 90

#__ type_ start__ end____ width___ exp.time_
  5 omega   -7.00   81.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8601   77.0000  -90.0000 88

#__ type_ start__ end____ width___ exp.time_
  6 omega   62.00   87.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8601   57.0000 -180.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0320089000
_diffrn_orient_matrix_UB_12      -0.0387637000
_diffrn_orient_matrix_UB_13      -0.0220230000
_diffrn_orient_matrix_UB_21      0.0165589000
_diffrn_orient_matrix_UB_22      0.0110225000
_diffrn_orient_matrix_UB_23      -0.0577083000
_diffrn_orient_matrix_UB_31      0.0399422000
_diffrn_orient_matrix_UB_32      -0.0356019000
_diffrn_orient_matrix_UB_33      0.0061941000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.891
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                1808
_reflns_number_total             1808
_reflns_odcompleteness_completeness 99.52
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.736
_refine_diff_density_min         -1.423
_refine_diff_density_rms         0.235
_refine_ls_abs_structure_details 
;
 Flack x determined using 850 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.033(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         1808
_refine_ls_number_restraints     273
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0729
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1622P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1842
_refine_ls_wR_factor_ref         0.1842

_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.47(16) 0.53(16)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 C19-C20 = O1-C19 = C21-C20
 1.52 with sigma of 0.02
 C21-O1
 2.292 with sigma of 0.02
 C20-O1
 2.406 with sigma of 0.02
 C19-C21
 2.406 with sigma of 0.02
 Sm1-O1
 2.85 with sigma of 0.02
 C19-Sm1
 3.3 with sigma of 0.02
 C22-O1 = C22-C21
 1.45 with sigma of 0.02
 C22-C20
 2.385 with sigma of 0.02
 C19-C22
 2.385 with sigma of 0.02
 C14-Si1 \\sim Si1-C18
 with sigma of 0.02
 Sm1-C22 \\sim Sm1-C19
 with sigma of 0.02
4. Rigid bond restraints
 O1, C19, C20, C21, C22
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.008
5. Uiso/Uaniso restraints and constraints
Uanis(C15) \\sim Ueq: with sigma of 0.004 and sigma for terminal atoms of 0.004
Uanis(C20) \\sim Ueq: with sigma of 0.008 and sigma for terminal atoms of 0.008
Uanis(C6) \\sim Ueq: with sigma of 0.004 and sigma for terminal atoms of 0.004
Uanis(C22) \\sim Ueq: with sigma of 0.004 and sigma for terminal atoms of 0.004
Uanis(C8) \\sim Ueq, Uanis(C18) \\sim Ueq: with sigma of 0.008 and sigma for
terminal atoms of 0.008
Uanis(C21) \\sim Ueq: with sigma of 0.004 and sigma for terminal atoms of 0.004
6. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Fixed Sof: Si1(0.5) C5(0.5) H5(0.5) C1(0.5) C2(0.5) H2(0.5) C3(0.5) H3(0.5)
 C4(0.5) H4(0.5) C6(0.5) H6A(0.5) H6B(0.5) H6C(0.5) O1(0.5) C19(0.5) H19A(0.5)
 H19B(0.5) C20(0.5) H20A(0.5) H20B(0.5) C21(0.5) H21A(0.5) H21B(0.5) C22(0.5)
 H22A(0.5) H22B(0.5) C10(0.5) H10(0.5) C11(0.5) H11(0.5) C12(0.5) H12(0.5)
 C7(0.5) C8(0.5) H8(0.5) C9(0.5) H9(0.5) C13(0.5) C18(0.5) H18(0.5) C17(0.5)
 H17(0.5) C16(0.5) H16(0.5) C15(0.5) H15(0.5) C14(0.5) H14(0.5)
8.a Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B)
8.b Me refined with riding coordinates:
 C6(H6A,H6B,H6C)
8.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C2(H2), C3(H3), C4(H4), C10(H10), C11(H11), C12(H12), C8(H8), C9(H9),
 C18(H18), C17(H17), C16(H16), C15(H15), C14(H14)
8.d Fitted pentagon refined as free rotating group:
 C5(C1,C2,C3,C4)
8.e Fitted hexagon refined as free rotating group:
 C10(C11,C12,C7,C8,C9), C13(C18,C17,C16,C15,C14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Sm1 Sm 0.5000 0.5000 0.0000 0.0223(5) Uani 1 4 d DS TU P . .
Si1 Si 0.4100(15) 0.2719(14) 0.2373(17) 0.075(4) Uani 0.5 1 d D U . A -1
C5 C 0.588(3) 0.388(2) 0.177(2) 0.052(7) Uani 0.5 1 d . U . A -1
H5 H 0.5902 0.4215 0.2488 0.063 Uiso 0.5 1 calc R . . A -1
C1 C 0.508(2) 0.325(2) 0.137(3) 0.056(6) Uani 0.5 1 d G U . A -1
C2 C 0.534(3) 0.289(2) 0.024(3) 0.072(8) Uani 0.5 1 d G U . A -1
H2 H 0.4951 0.2465 -0.0228 0.087 Uiso 0.5 1 calc R . . A -1
C3 C 0.630(3) 0.331(2) -0.007(3) 0.070(7) Uani 0.5 1 d G U . A -1
H3 H 0.6647 0.3202 -0.0762 0.083 Uiso 0.5 1 calc R . . A -1
C4 C 0.663(2) 0.392(3) 0.088(3) 0.071(8) Uani 0.5 1 d G U . A -1
H4 H 0.7235 0.4284 0.0917 0.085 Uiso 0.5 1 calc R . . A -1
C6 C 0.378(4) 0.367(4) 0.354(4) 0.052(8) Uani 0.5 1 d . U . A -1
H6A H 0.3271 0.3387 0.4055 0.078 Uiso 0.5 1 calc R . . A -1
H6B H 0.4374 0.3826 0.3988 0.078 Uiso 0.5 1 calc R . . A -1
H6C H 0.3519 0.4275 0.3189 0.078 Uiso 0.5 1 calc R . . A -1
O1 O 0.638(3) 0.425(2) 0.162(2) 0.080(8) Uani 0.5 1 d D U . A -2
C19 C 0.577(4) 0.446(2) 0.270(2) 0.094(12) Uani 0.5 1 d D U . A -2
H19A H 0.5047 0.4516 0.2540 0.113 Uiso 0.5 1 calc R . . A -2
H19B H 0.5997 0.5069 0.3107 0.113 Uiso 0.5 1 calc R . . A -2
C20 C 0.603(4) 0.346(2) 0.340(2) 0.062(7) Uani 0.5 1 d D U . A -2
H20A H 0.6723 0.3472 0.3701 0.075 Uiso 0.5 1 calc R . . A -2
H20B H 0.5563 0.3335 0.4035 0.075 Uiso 0.5 1 calc R . . A -2
C21 C 0.590(2) 0.2708(17) 0.238(2) 0.027(5) Uani 0.5 1 d D U . A -2
H21A H 0.6292 0.2097 0.2537 0.032 Uiso 0.5 1 calc R . . A -2
H21B H 0.5196 0.2523 0.2302 0.032 Uiso 0.5 1 calc R . . A -2
C22 C 0.626(3) 0.318(2) 0.134(2) 0.061(6) Uani 0.5 1 d D U . A -2
H22A H 0.5767 0.3090 0.0713 0.073 Uiso 0.5 1 calc R . . A -2
H22B H 0.6897 0.2885 0.1096 0.073 Uiso 0.5 1 calc R . . A -2
C10 C 0.517(3) -0.025(3) 0.421(4) 0.10(2) Uani 0.5 1 d . U . A -1
H10 H 0.5379 -0.0848 0.4579 0.116 Uiso 0.5 1 calc R . . A -1
C11 C 0.442(4) 0.034(4) 0.473(3) 0.11(3) Uani 0.5 1 d G U . A -1
H11 H 0.4136 0.0151 0.5436 0.129 Uiso 0.5 1 calc R . . A -1
C12 C 0.411(3) 0.123(3) 0.418(4) 0.088(18) Uani 0.5 1 d G U . A -1
H12 H 0.3610 0.1633 0.4524 0.106 Uiso 0.5 1 calc R . . A -1
C7 C 0.454(3) 0.152(3) 0.312(4) 0.075(10) Uani 0.5 1 d G U . A -1
C8 C 0.528(3) 0.092(3) 0.261(3) 0.082(11) Uani 0.5 1 d G U . A -1
H8 H 0.5570 0.1114 0.1898 0.098 Uiso 0.5 1 calc R . . A -1
C9 C 0.560(3) 0.003(3) 0.315(3) 0.064(10) Uani 0.5 1 d G U . A -1
H9 H 0.6096 -0.0367 0.2810 0.077 Uiso 0.5 1 calc R . . A -1
C13 C 0.290(3) 0.230(2) 0.160(3) 0.073(9) Uani 0.5 1 d . U . A -1
C18 C 0.288(2) 0.145(2) 0.089(3) 0.085(11) Uani 0.5 1 d DG U . A -1
H18 H 0.3417 0.0987 0.0907 0.102 Uiso 0.5 1 calc R . . A -1
C17 C 0.206(2) 0.128(2) 0.015(3) 0.065(9) Uani 0.5 1 d G U . A -1
H17 H 0.2050 0.0706 -0.0329 0.078 Uiso 0.5 1 calc R . . A -1
C16 C 0.126(2) 0.196(3) 0.012(4) 0.074(11) Uani 0.5 1 d G U . A -1
H16 H 0.0713 0.1849 -0.0374 0.088 Uiso 0.5 1 calc R . . A -1
C15 C 0.128(2) 0.281(3) 0.083(4) 0.078(10) Uani 0.5 1 d G U . A -1
H15 H 0.0743 0.3273 0.0817 0.093 Uiso 0.5 1 calc R . . A -1
C14 C 0.210(3) 0.298(2) 0.158(3) 0.077(12) Uani 0.5 1 d DG U . A -1
H14 H 0.2110 0.3554 0.2053 0.092 Uiso 0.5 1 calc R . . A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sm1 C5 2.76(3) . ?
Sm1 C1 2.79(3) . ?
Sm1 C2 2.83(3) . ?
Sm1 C3 2.81(3) . ?
Sm1 C4 2.77(4) . ?
Sm1 O1 2.78(2) . ?
Si1 C1 1.86(3) . ?
Si1 C6 1.88(5) . ?
Si1 C7 1.89(3) . ?
Si1 C13 1.89(4) . ?
C5 H5 0.9300 . ?
C5 C1 1.4200 . ?
C5 C4 1.4200 . ?
C1 C2 1.4200 . ?
C2 H2 0.9300 . ?
C2 C3 1.4200 . ?
C3 H3 0.9300 . ?
C3 C4 1.4200 . ?
C4 H4 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
O1 C19 1.51(3) . ?
O1 C22 1.45(2) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.58(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.54(2) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.42(2) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C10 H10 0.9300 . ?
C10 C11 1.3900 . ?
C10 C9 1.3900 . ?
C11 H11 0.9300 . ?
C11 C12 1.3900 . ?
C12 H12 0.9300 . ?
C12 C7 1.3900 . ?
C7 C8 1.3900 . ?
C8 H8 0.9300 . ?
C8 C9 1.3900 . ?
C9 H9 0.9300 . ?
C13 C18 1.3900 . ?
C13 C14 1.3900 . ?
C18 H18 0.9300 . ?
C18 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17 C16 1.3900 . ?
C16 H16 0.9300 . ?
C16 C15 1.3900 . ?
C15 H15 0.9300 . ?
C15 C14 1.3900 . ?
C14 H14 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
C5 Sm1 C1 29.6(3) . . ?
C5 Sm1 C2 48.6(4) . . ?
C5 Sm1 C3 48.7(4) . . ?
C5 Sm1 C4 29.8(3) . . ?
C1 Sm1 C2 29.3(3) . . ?
C1 Sm1 C3 48.4(3) . . ?
C3 Sm1 C2 29.2(3) . . ?
C4 Sm1 C1 48.8(4) . . ?
C4 Sm1 C2 48.5(3) . . ?
C4 Sm1 C3 29.5(3) . . ?
C1 Si1 C6 110(2) . . ?
C1 Si1 C7 112.2(19) . . ?
C1 Si1 C13 114(2) . . ?
C6 Si1 C7 108(2) . . ?
C6 Si1 C13 109.6(19) . . ?
C7 Si1 C13 103(2) . . ?
Sm1 C5 H5 114.2 . . ?
C1 C5 Sm1 76.6(14) . . ?
C1 C5 H5 126.0 . . ?
C4 C5 Sm1 75.5(12) . . ?
C4 C5 H5 126.0 . . ?
C4 C5 C1 108.0 . . ?
Si1 C1 Sm1 128.9(15) . . ?
C5 C1 Sm1 73.8(13) . . ?
C5 C1 Si1 122(2) . . ?
C2 C1 Sm1 76.6(11) . . ?
C2 C1 Si1 127(2) . . ?
C2 C1 C5 108.0 . . ?
Sm1 C2 H2 117.1 . . ?
C1 C2 Sm1 74.1(11) . . ?
C1 C2 H2 126.0 . . ?
C1 C2 C3 108.0 . . ?
C3 C2 Sm1 74.8(13) . . ?
C3 C2 H2 126.0 . . ?
Sm1 C3 H3 116.5 . . ?
C2 C3 Sm1 76.0(13) . . ?
C2 C3 H3 126.0 . . ?
C4 C3 Sm1 73.6(12) . . ?
C4 C3 C2 108.0 . . ?
C4 C3 H3 126.0 . . ?
Sm1 C4 H4 114.6 . . ?
C5 C4 Sm1 74.7(12) . . ?
C5 C4 H4 126.0 . . ?
C3 C4 Sm1 76.9(12) . . ?
C3 C4 C5 108.0 . . ?
C3 C4 H4 126.0 . . ?
Si1 C6 H6A 109.5 . . ?
Si1 C6 H6B 109.5 . . ?
Si1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C19 O1 Sm1 97.5(17) . . ?
C22 O1 Sm1 97.3(18) . . ?
C22 O1 C19 107.9(19) . . ?
O1 C19 H19A 112.2 . . ?
O1 C19 H19B 112.2 . . ?
O1 C19 C20 97.8(18) . . ?
H19A C19 H19B 109.8 . . ?
C20 C19 H19A 112.2 . . ?
C20 C19 H19B 112.2 . . ?
C19 C20 H20A 112.2 . . ?
C19 C20 H20B 112.2 . . ?
H20A C20 H20B 109.8 . . ?
C21 C20 C19 97.7(17) . . ?
C21 C20 H20A 112.2 . . ?
C21 C20 H20B 112.2 . . ?
C20 C21 H21A 110.0 . . ?
C20 C21 H21B 110.0 . . ?
H21A C21 H21B 108.4 . . ?
C22 C21 C20 108.4(17) . . ?
C22 C21 H21A 110.0 . . ?
C22 C21 H21B 110.0 . . ?
O1 C22 H22A 110.6 . . ?
O1 C22 H22B 110.6 . . ?
C21 C22 O1 105.8(15) . . ?
C21 C22 H22A 110.6 . . ?
C21 C22 H22B 110.6 . . ?
H22A C22 H22B 108.7 . . ?
C11 C10 H10 120.0 . . ?
C11 C10 C9 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 120.0 . . ?
C7 C12 C11 120.0 . . ?
C7 C12 H12 120.0 . . ?
C12 C7 Si1 120(2) . . ?
C12 C7 C8 120.0 . . ?
C8 C7 Si1 120(2) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8 120.0 . . ?
C10 C9 H9 120.0 . . ?
C8 C9 C10 120.0 . . ?
C8 C9 H9 120.0 . . ?
C18 C13 Si1 121.6(10) . . ?
C18 C13 C14 120.0 . . ?
C14 C13 Si1 117.1(10) . . ?
C13 C18 H18 120.0 . . ?
C13 C18 C17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C17 H17 120.0 . . ?
C16 C17 C18 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C16 H16 120.0 . . ?
C17 C16 C15 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 C16 120.0 . . ?
C14 C15 H15 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 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
Sm1 C5 C1 Si1 -126(2) . . . . ?
Sm1 C5 C1 C2 69.6(11) . . . . ?
Sm1 C5 C4 C3 -70.4(13) . . . . ?
Sm1 C1 C2 C3 67.7(14) . . . . ?
Sm1 C2 C3 C4 67.3(11) . . . . ?
Sm1 C3 C4 C5 68.9(13) . . . . ?
Sm1 O1 C19 C20 141(3) . . . . ?
Sm1 O1 C22 C21 -119(2) . . . . ?
Si1 C1 C2 Sm1 129(2) . . . . ?
Si1 C1 C2 C3 -163(3) . . . . ?
Si1 C7 C8 C9 -179(4) . . . . ?
Si1 C13 C18 C17 -166(3) . . . . ?
Si1 C13 C14 C15 167(3) . . . . ?
C5 C1 C2 Sm1 -67.7(14) . . . . ?
C5 C1 C2 C3 0.0 . . . . ?
C1 Si1 C7 C12 156(3) . . . . ?
C1 Si1 C7 C8 -25(3) . . . . ?
C1 Si1 C13 C18 71(3) . . . . ?
C1 Si1 C13 C14 -96(3) . . . . ?
C1 C5 C4 Sm1 70.4(13) . . . . ?
C1 C5 C4 C3 0.0 . . . . ?
C1 C2 C3 Sm1 -67.3(11) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 Sm1 -68.9(13) . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C4 C5 C1 Sm1 -69.6(11) . . . . ?
C4 C5 C1 Si1 164(3) . . . . ?
C4 C5 C1 C2 0.0 . . . . ?
C6 Si1 C1 Sm1 -59(3) . . . . ?
C6 Si1 C1 C5 36(3) . . . . ?
C6 Si1 C1 C2 -163(2) . . . . ?
C6 Si1 C7 C12 34(4) . . . . ?
C6 Si1 C7 C8 -146(3) . . . . ?
C6 Si1 C13 C18 -165(2) . . . . ?
C6 Si1 C13 C14 28(3) . . . . ?
O1 C19 C20 C21 -44(4) . . . . ?
C19 O1 C22 C21 -19(4) . . . . ?
C19 C20 C21 C22 37(4) . . . . ?
C20 C21 C22 O1 -12(4) . . . . ?
C22 O1 C19 C20 41(4) . . . . ?
C10 C11 C12 C7 0.0 . . . . ?
C11 C10 C9 C8 0.0 . . . . ?
C11 C12 C7 Si1 179(4) . . . . ?
C11 C12 C7 C8 0.0 . . . . ?
C12 C7 C8 C9 0.0 . . . . ?
C7 Si1 C1 Sm1 -179(2) . . . . ?
C7 Si1 C1 C5 -84(3) . . . . ?
C7 Si1 C1 C2 77(3) . . . . ?
C7 Si1 C13 C18 -51(3) . . . . ?
C7 Si1 C13 C14 142(2) . . . . ?
C7 C8 C9 C10 0.0 . . . . ?
C9 C10 C11 C12 0.0 . . . . ?
C13 Si1 C1 Sm1 65(2) . . . . ?
C13 Si1 C1 C5 160(2) . . . . ?
C13 Si1 C1 C2 -39(3) . . . . ?
C13 Si1 C7 C12 -81(3) . . . . ?
C13 Si1 C7 C8 98(3) . . . . ?
C13 C18 C17 C16 0.0 . . . . ?
C18 C13 C14 C15 0.0 . . . . ?
C18 C17 C16 C15 0.0 . . . . ?
C17 C16 C15 C14 0.0 . . . . ?
C16 C15 C14 C13 0.0 . . . . ?
C14 C13 C18 C17 0.0 . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
14 -11 -2 0.0656 14.4967 -11.4913 -2.0054 0.0256 0.2291 0.9757
5 12 12 0.0415 4.9985 11.9992 12.0131 -0.8897 -0.4782 -0.1531
9 16 -3 0.0572 9.0122 16.0129 -2.9966 -0.8432 0.4987 -0.2287
-11 -5 -12 0.0980 -11.4950 -4.5018 -12.0105 0.8070 0.4531 -0.3733
-5 -12 -12 0.1013 -4.9985 -11.9992 -12.0131 0.8897 0.4782 0.1531
12 4 12 0.0528 12.4949 3.5026 11.5098 -0.7892 -0.4187 0.4457
-12 -14 3 0.0394 -12.0114 -14.0145 2.9973 0.8617 -0.5263 0.0377
10 -4 -13 0.0938 10.0084 -3.9854 -13.0110 0.1207 0.8726 0.4611
-14 12 0 0.0264 -13.9949 11.9931 0.0041 -0.0170 -0.0998 -0.9859
-6 -1 16 0.0429 -5.5123 -0.5142 15.5113 -0.1452 -0.9921 -0.1058
16 9 -2 0.0529 16.0087 9.0157 -2.4986 -0.8069 0.5087 0.3030
-9 11 -10 0.0746 -8.9875 11.0029 -10.0036 0.0815 0.5497 -0.8127
3 -9 14 0.0500 3.4854 -8.5088 14.0074 -0.0902 -0.8444 0.5289

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.47(16)
2 0.53(16)
_chemical_properties_physical    ', Air-sensitive,Moisture-sensitive'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5f
_database_code_depnum_ccdc_archive 'CCDC 1472305'
_audit_update_record             
;
2016-08-29 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_manchester_internal_coll_name   odpm34
_manchester_internal_coll_client MP/DJP/DPM
_manchester_internal_coll_type   custom
_manchester_internal_coll_frame_time 15s
_manchester_internal_coll_frame_width 1
_manchester_internal_coll_frame_method '\w scans'
_manchester_internal_coll_user   MP
_manchester_internal_coll_date   28/10/2015
_manchester_internal_process_user FO
_manchester_internal_process_date 13/11/2015
_manchester_internal_solution_user FO
_manchester_internal_solution_date 13/11/2015
_manchester_internal_refinement_user FO
_manchester_internal_refinement_date 13/11/2015
_manchester_internal_validation_user FO
_manchester_internal_validation_date 26/11/2015
_manchester_internal_archive_date 26/11/2015

_refine_special_details          
;
 Refined as a 2-component inversion twin.

Sensible anisotropic displacement parameters could not be refined for atom
C3. Therefore this was restrained to be approximately isotropic.

Restrains were applied to the anisotropic displacement parameters.
;

# start Validation Reply Form
_vrf_PLAT910_5f                  
;
PROBLEM: Missing # of FCF Reflection(s) Below Th(Min) ...         11 Report
RESPONSE: Reduction of beam stop mask did not yield significant
          improvement. Most of those missing strong reflections 
          appeared to be very strong and were treated as overflows.
;
# end Validation Reply Form

_audit_creation_date             2015-11-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C54 H54 O2 Si2 Sm'
_chemical_formula_sum            'C54 H54 O2 Si2 Sm'
_chemical_formula_weight         941.50
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         C54H52O2Si2Sm1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
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                   17.1230(6)
_cell_length_b                   9.6421(3)
_cell_length_c                   27.6291(11)
_cell_angle_alpha                90
_cell_angle_beta                 99.283(4)
_cell_angle_gamma                90
_cell_volume                     4501.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17283
_cell_measurement_temperature    120(3)
_cell_measurement_theta_max      26.9120
_cell_measurement_theta_min      4.0010
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.398
_exptl_absorpt_correction_T_max  0.863
_exptl_absorpt_correction_T_min  0.705
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1936
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
3 -11 -23 0.1728
-11 2 36 0.0693
4 13 6 0.2393
8 3 33 0.0478
1 13 -15 0.2479
-3 -13 7 0.1336
-8 -1 -34 0.0891
20 3 13 0.0564
13 -10 10 0.1377
20 6 -16 0.0856
22 -1 -21 0.0558

_exptl_crystal_size_max          0.405
_exptl_crystal_size_mid          0.234
_exptl_crystal_size_min          0.157
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
3.0016 -10.9998 -22.9985 0.1362 0.5689 -0.8142
-11.0006 2.0011 36.0025 -0.2196 -0.9534 0.1257
3.9984 12.9990 5.9964 -0.0074 -0.1032 0.9824
8.0007 3.0015 33.0021 0.5134 -0.7715 0.3638
0.9978 12.9980 -15.0055 -0.2806 0.4028 0.9069
-2.9981 -12.9984 7.0047 0.1417 -0.2148 -0.9435
-8.0010 -1.0017 -34.0028 -0.5533 0.8001 -0.2227
20.0013 3.0010 13.0004 0.8561 -0.2072 0.4273
13.0027 -9.9980 10.0042 0.7635 -0.1952 -0.5756
20.0004 5.9993 -16.0031 0.5979 0.5202 0.5759
22.0015 -1.0001 -21.0013 0.7577 0.6428 0.0807

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1225
_diffrn_reflns_av_unetI/netI     0.0999
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            31392
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.346
_diffrn_reflns_theta_min         3.437
_diffrn_ambient_temperature      120(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1636
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -17.00  79.00   1.00   15.00    --    8.81  77.00 120.00   96
  2  ω     11.00  86.00   1.00   15.00    --    8.81  19.00  60.00   75
  3  ω    -82.00 -14.00   1.00   15.00    --   -9.28 153.00-164.23   68
  4  ω    -66.00  10.00   1.00   15.00    --   -9.28 -37.00-120.00   76
  5  ω    -77.00  -1.00   1.00   15.00    --   -9.28 -37.00-180.00   76
  6  ω    -34.00  53.00   1.00   15.00    --   -9.28  57.00   0.00   87
  7  ω    -60.00 -18.00   1.00   15.00    --   -9.28 119.00 116.35   42
  8  ω    -68.00 -12.00   1.00   15.00    --   -9.28 132.00  24.60   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0405755000
_diffrn_orient_matrix_UB_12      -0.0163788000
_diffrn_orient_matrix_UB_13      0.0072082000
_diffrn_orient_matrix_UB_21      0.0055432000
_diffrn_orient_matrix_UB_22      0.0018333000
_diffrn_orient_matrix_UB_23      -0.0248887000
_diffrn_orient_matrix_UB_31      0.0091161000
_diffrn_orient_matrix_UB_32      0.0717147000
_diffrn_orient_matrix_UB_33      0.0022907000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.999
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                7260
_reflns_number_total             8182
_reflns_odcompleteness_completeness 99.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.975
_refine_diff_density_min         -1.482
_refine_diff_density_rms         0.151
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.03(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     533
_refine_ls_number_reflns         8182
_refine_ls_number_restraints     644
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0624
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0894P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1514
_refine_ls_wR_factor_ref         0.1586

_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 1.03(3) -0.03(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(C3) \\sim Ueq: with sigma of 0.004 and sigma for terminal atoms of 0.004
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Secondary CH2 refined with riding coordinates:
 C47(H47A,H47B), C48(H48A,H48B), C49(H49A,H49B), C50(H50A,H50B), C51(H51A,
 H51B), C52(H52A,H52B), C53(H53A,H53B), C54(H54A,H54B)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11),
 C13(H13), C14(H14), C15(H15), C16(H16), C17(H17), C19(H19), C20(H20), C21(H21),
  C22(H22), C23(H23), C25(H25), C26(H26), C27(H27), C28(H28), C30(H30),
 C31(H31), C32(H32), C33(H33), C34(H34), C36(H36), C37(H37), C38(H38), C39(H39),
  C40(H40), C42(H42), C43(H43), C44(H44), C45(H45), C46(H46)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Sm1 Sm 0.52644(3) 0.57144(5) 0.32360(3) 0.0200(2) Uani 1 1 d . U . . .
Si1 Si 0.5493(2) 0.3167(3) 0.44801(13) 0.0177(7) Uani 1 1 d . U . . .
Si2 Si 0.61445(19) 0.7155(3) 0.19907(12) 0.0175(7) Uani 1 1 d . U . . .
O1 O 0.4598(6) 0.7443(10) 0.3745(4) 0.030(2) Uani 1 1 d . U . . .
O2 O 0.3873(6) 0.6110(10) 0.2744(4) 0.028(2) Uani 1 1 d . U . . .
C1 C 0.5327(7) 0.3226(12) 0.3797(5) 0.018(2) Uani 1 1 d . U . . .
C2 C 0.5918(9) 0.3073(15) 0.3500(5) 0.020(3) Uani 1 1 d . U . . .
H2 H 0.6470 0.3074 0.3620 0.024 Uiso 1 1 calc R . . . .
C3 C 0.5593(8) 0.2922(13) 0.3010(5) 0.016(2) Uani 1 1 d . U . . .
H3 H 0.5869 0.2844 0.2739 0.019 Uiso 1 1 calc R . . . .
C4 C 0.4740(8) 0.2906(15) 0.2996(6) 0.019(3) Uani 1 1 d . U . . .
H4 H 0.4355 0.2783 0.2710 0.023 Uiso 1 1 calc R . . . .
C5 C 0.4582(8) 0.3104(13) 0.3474(5) 0.020(2) Uani 1 1 d . U . . .
H5 H 0.4072 0.3148 0.3568 0.023 Uiso 1 1 calc R . . . .
C6 C 0.6467(7) 0.2260(13) 0.4688(5) 0.018(2) Uani 1 1 d . U . . .
C7 C 0.6977(8) 0.2692(14) 0.5108(5) 0.025(3) Uani 1 1 d . U . . .
H7 H 0.6836 0.3458 0.5293 0.030 Uiso 1 1 calc R . . . .
C8 C 0.7687(8) 0.2006(14) 0.5256(5) 0.028(3) Uani 1 1 d . U . . .
H8 H 0.8025 0.2306 0.5544 0.033 Uiso 1 1 calc R . . . .
C9 C 0.7910(9) 0.0926(14) 0.5003(6) 0.030(3) Uani 1 1 d . U . . .
H9 H 0.8401 0.0475 0.5108 0.036 Uiso 1 1 calc R . . . .
C10 C 0.7406(9) 0.0469(16) 0.4578(6) 0.025(3) Uani 1 1 d . U . . .
H10 H 0.7556 -0.0292 0.4395 0.030 Uiso 1 1 calc R . . . .
C11 C 0.6698(8) 0.1132(14) 0.4432(5) 0.022(3) Uani 1 1 d . U . . .
H11 H 0.6356 0.0811 0.4149 0.027 Uiso 1 1 calc R . . . .
C12 C 0.4681(8) 0.2194(13) 0.4716(5) 0.020(2) Uani 1 1 d . U . . .
C13 C 0.3888(8) 0.2625(14) 0.4596(5) 0.025(3) Uani 1 1 d . U . . .
H13 H 0.3769 0.3430 0.4400 0.030 Uiso 1 1 calc R . . . .
C14 C 0.3280(8) 0.1915(14) 0.4755(5) 0.026(3) Uani 1 1 d . U . . .
H14 H 0.2750 0.2225 0.4664 0.031 Uiso 1 1 calc R . . . .
C15 C 0.3435(11) 0.0770(14) 0.5043(6) 0.030(3) Uani 1 1 d . U . . .
H15 H 0.3013 0.0277 0.5149 0.036 Uiso 1 1 calc R . . . .
C16 C 0.4210(10) 0.0322(16) 0.5181(6) 0.035(3) Uani 1 1 d . U . . .
H16 H 0.4318 -0.0479 0.5381 0.042 Uiso 1 1 calc R . . . .
C17 C 0.4829(9) 0.1052(14) 0.5026(5) 0.027(3) Uani 1 1 d . U . . .
H17 H 0.5359 0.0766 0.5134 0.033 Uiso 1 1 calc R . . . .
C18 C 0.5547(8) 0.4933(14) 0.4780(5) 0.018(3) Uani 1 1 d . U . . .
C19 C 0.5192(8) 0.5174(15) 0.5184(5) 0.024(3) Uani 1 1 d . U . . .
H19 H 0.4899 0.4453 0.5306 0.029 Uiso 1 1 calc R . . . .
C20 C 0.5255(8) 0.6471(14) 0.5420(5) 0.026(3) Uani 1 1 d . U . . .
H20 H 0.4994 0.6645 0.5692 0.031 Uiso 1 1 calc R . . . .
C21 C 0.5714(8) 0.7504(14) 0.5243(6) 0.023(3) Uani 1 1 d . U . . .
H21 H 0.5780 0.8374 0.5406 0.027 Uiso 1 1 calc R . . . .
C22 C 0.6064(9) 0.7282(14) 0.4846(5) 0.027(3) Uani 1 1 d . U . . .
H22 H 0.6358 0.8002 0.4726 0.032 Uiso 1 1 calc R . . . .
C23 C 0.5993(8) 0.6010(14) 0.4615(5) 0.024(3) Uani 1 1 d . U . . .
H23 H 0.6250 0.5857 0.4340 0.028 Uiso 1 1 calc R . . . .
C24 C 0.6309(8) 0.7084(14) 0.2675(5) 0.021(2) Uani 1 1 d . U . . .
C25 C 0.6780(8) 0.6101(14) 0.2964(5) 0.021(2) Uani 1 1 d . U . . .
H25 H 0.6994 0.5288 0.2842 0.026 Uiso 1 1 calc R . . . .
C26 C 0.6882(8) 0.6487(15) 0.3444(5) 0.025(3) Uani 1 1 d . U . . .
H26 H 0.7170 0.5985 0.3711 0.030 Uiso 1 1 calc R . . . .
C27 C 0.6484(7) 0.7772(14) 0.3478(5) 0.024(3) Uani 1 1 d . U . . .
H27 H 0.6460 0.8284 0.3769 0.028 Uiso 1 1 calc R . . . .
C28 C 0.6127(8) 0.8146(14) 0.2995(5) 0.021(2) Uani 1 1 d . U . . .
H28 H 0.5824 0.8957 0.2903 0.025 Uiso 1 1 calc R . . . .
C29 C 0.6133(8) 0.9008(13) 0.1778(5) 0.019(2) Uani 1 1 d . U . . .
C30 C 0.5543(8) 0.9914(14) 0.1892(5) 0.023(3) Uani 1 1 d . U . . .
H30 H 0.5143 0.9575 0.2063 0.028 Uiso 1 1 calc R . . . .
C31 C 0.5545(9) 1.1314(14) 0.1755(5) 0.026(3) Uani 1 1 d . U . . .
H31 H 0.5142 1.1917 0.1831 0.032 Uiso 1 1 calc R . . . .
C32 C 0.6112(9) 1.1809(15) 0.1517(5) 0.030(3) Uani 1 1 d . U . . .
H32 H 0.6116 1.2767 0.1437 0.036 Uiso 1 1 calc R . . . .
C33 C 0.6686(12) 1.0947(18) 0.1389(7) 0.039(4) Uani 1 1 d . U . . .
H33 H 0.7070 1.1299 0.1208 0.047 Uiso 1 1 calc R . . . .
C34 C 0.6699(9) 0.9531(15) 0.1527(5) 0.029(3) Uani 1 1 d . U . . .
H34 H 0.7101 0.8939 0.1445 0.035 Uiso 1 1 calc R . . . .
C35 C 0.5184(8) 0.6353(13) 0.1685(5) 0.019(2) Uani 1 1 d . U . . .
C36 C 0.4726(8) 0.6928(15) 0.1280(5) 0.022(3) Uani 1 1 d . U . . .
H36 H 0.4905 0.7758 0.1148 0.027 Uiso 1 1 calc R . . . .
C37 C 0.4026(8) 0.6369(15) 0.1057(5) 0.026(3) Uani 1 1 d . U . . .
H37 H 0.3725 0.6811 0.0780 0.031 Uiso 1 1 calc R . . . .
C38 C 0.3759(8) 0.5141(15) 0.1241(5) 0.026(3) Uani 1 1 d . U . . .
H38 H 0.3273 0.4738 0.1093 0.031 Uiso 1 1 calc R . . . .
C39 C 0.4204(8) 0.4523(13) 0.1638(5) 0.024(3) Uani 1 1 d . U . . .
H39 H 0.4028 0.3680 0.1762 0.029 Uiso 1 1 calc R . . . .
C40 C 0.4900(8) 0.5109(15) 0.1858(5) 0.020(3) Uani 1 1 d . U . . .
H40 H 0.5198 0.4664 0.2135 0.024 Uiso 1 1 calc R . . . .
C41 C 0.6976(8) 0.6241(13) 0.1765(5) 0.019(2) Uani 1 1 d . U . . .
C42 C 0.6854(9) 0.5414(13) 0.1339(5) 0.022(3) Uani 1 1 d . U . . .
H42 H 0.6335 0.5314 0.1161 0.027 Uiso 1 1 calc R . . . .
C43 C 0.7483(9) 0.4738(15) 0.1174(6) 0.031(3) Uani 1 1 d . U . . .
H43 H 0.7389 0.4166 0.0891 0.037 Uiso 1 1 calc R . . . .
C44 C 0.8244(9) 0.4908(15) 0.1427(6) 0.034(3) Uani 1 1 d . U . . .
H44 H 0.8677 0.4478 0.1310 0.040 Uiso 1 1 calc R . . . .
C45 C 0.8373(12) 0.5686(15) 0.1842(7) 0.031(4) Uani 1 1 d . U . . .
H45 H 0.8896 0.5776 0.2015 0.037 Uiso 1 1 calc R . . . .
C46 C 0.7755(8) 0.6356(14) 0.2018(5) 0.025(3) Uani 1 1 d . U . . .
H46 H 0.7860 0.6892 0.2309 0.030 Uiso 1 1 calc R . . . .
C47 C 0.3976(9) 0.7052(17) 0.4000(6) 0.035(3) Uani 1 1 d . U . . .
H47A H 0.4194 0.6842 0.4347 0.042 Uiso 1 1 calc R . . . .
H47B H 0.3711 0.6208 0.3850 0.042 Uiso 1 1 calc R . . . .
C48 C 0.3397(10) 0.8200(17) 0.3978(7) 0.043(4) Uani 1 1 d . U . . .
H48A H 0.3253 0.8384 0.4305 0.051 Uiso 1 1 calc R . . . .
H48B H 0.2910 0.7984 0.3745 0.051 Uiso 1 1 calc R . . . .
C49 C 0.3841(9) 0.9465(16) 0.3797(6) 0.035(3) Uani 1 1 d . U . . .
H49A H 0.3601 0.9742 0.3461 0.042 Uiso 1 1 calc R . . . .
H49B H 0.3838 1.0270 0.4019 0.042 Uiso 1 1 calc R . . . .
C50 C 0.4671(9) 0.8911(15) 0.3809(6) 0.034(3) Uani 1 1 d . U . . .
H50A H 0.4915 0.9328 0.3542 0.041 Uiso 1 1 calc R . . . .
H50B H 0.5004 0.9132 0.4126 0.041 Uiso 1 1 calc R . . . .
C51 C 0.3158(8) 0.5263(16) 0.2685(6) 0.030(3) Uani 1 1 d . U . . .
H51A H 0.3189 0.4565 0.2950 0.037 Uiso 1 1 calc R . . . .
H51B H 0.3080 0.4778 0.2365 0.037 Uiso 1 1 calc R . . . .
C52 C 0.2494(9) 0.6284(16) 0.2712(6) 0.036(3) Uani 1 1 d . U . . .
H52A H 0.2384 0.6369 0.3052 0.043 Uiso 1 1 calc R . . . .
H52B H 0.2004 0.5999 0.2494 0.043 Uiso 1 1 calc R . . . .
C53 C 0.2822(10) 0.7666(17) 0.2535(8) 0.048(4) Uani 1 1 d . U . . .
H53A H 0.2512 0.7960 0.2218 0.058 Uiso 1 1 calc R . . . .
H53B H 0.2802 0.8412 0.2779 0.058 Uiso 1 1 calc R . . . .
C54 C 0.3661(9) 0.7349(16) 0.2481(6) 0.037(3) Uani 1 1 d . U . . .
H54A H 0.3704 0.7224 0.2130 0.044 Uiso 1 1 calc R . . . .
H54B H 0.4014 0.8117 0.2615 0.044 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sm1 O1 2.564(10) . ?
Sm1 O2 2.573(9) . ?
Sm1 C1 2.849(12) . ?
Sm1 C2 2.829(14) . ?
Sm1 C3 2.841(12) . ?
Sm1 C4 2.896(15) . ?
Sm1 C5 2.896(13) . ?
Sm1 C24 2.871(14) . ?
Sm1 C25 2.840(13) . ?
Sm1 C26 2.837(13) . ?
Sm1 C27 2.880(13) . ?
Sm1 C28 2.906(12) . ?
Si1 C1 1.864(13) . ?
Si1 C6 1.890(13) . ?
Si1 C12 1.877(13) . ?
Si1 C18 1.891(14) . ?
Si2 C24 1.866(14) . ?
Si2 C29 1.881(12) . ?
Si2 C35 1.889(13) . ?
Si2 C41 1.865(14) . ?
O1 C47 1.421(18) . ?
O1 C50 1.429(17) . ?
O2 C51 1.459(18) . ?
O2 C54 1.415(17) . ?
C1 C2 1.410(19) . ?
C1 C5 1.439(18) . ?
C2 H2 0.9500 . ?
C2 C3 1.39(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.454(19) . ?
C4 H4 0.9500 . ?
C4 C5 1.40(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.398(18) . ?
C6 C11 1.390(19) . ?
C7 H7 0.9500 . ?
C7 C8 1.387(19) . ?
C8 H8 0.9500 . ?
C8 C9 1.34(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.41(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.37(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.408(19) . ?
C12 C17 1.394(19) . ?
C13 H13 0.9500 . ?
C13 C14 1.375(19) . ?
C14 H14 0.9500 . ?
C14 C15 1.36(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.39(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.40(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.37(2) . ?
C18 C23 1.409(19) . ?
C19 H19 0.9500 . ?
C19 C20 1.41(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.40(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.35(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.379(19) . ?
C23 H23 0.9500 . ?
C24 C25 1.407(18) . ?
C24 C28 1.419(19) . ?
C25 H25 0.9500 . ?
C25 C26 1.362(19) . ?
C26 H26 0.9500 . ?
C26 C27 1.43(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.423(19) . ?
C28 H28 0.9500 . ?
C29 C30 1.409(19) . ?
C29 C34 1.38(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.40(2) . ?
C31 H31 0.9500 . ?
C31 C32 1.35(2) . ?
C32 H32 0.9500 . ?
C32 C33 1.38(2) . ?
C33 H33 0.9500 . ?
C33 C34 1.42(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.375(19) . ?
C35 C40 1.41(2) . ?
C36 H36 0.9500 . ?
C36 C37 1.37(2) . ?
C37 H37 0.9500 . ?
C37 C38 1.40(2) . ?
C38 H38 0.9500 . ?
C38 C39 1.37(2) . ?
C39 H39 0.9500 . ?
C39 C40 1.37(2) . ?
C40 H40 0.9500 . ?
C41 C42 1.409(19) . ?
C41 C46 1.407(19) . ?
C42 H42 0.9500 . ?
C42 C43 1.40(2) . ?
C43 H43 0.9500 . ?
C43 C44 1.39(2) . ?
C44 H44 0.9500 . ?
C44 C45 1.36(2) . ?
C45 H45 0.9500 . ?
C45 C46 1.39(2) . ?
C46 H46 0.9500 . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C48 1.48(2) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C48 C49 1.56(2) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C49 C50 1.51(2) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C51 C52 1.51(2) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C52 C53 1.56(2) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C54 1.50(2) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?

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 Sm1 O2 74.7(3) . . ?
O1 Sm1 C1 103.3(3) . . ?
O1 Sm1 C2 129.5(4) . . ?
O1 Sm1 C3 149.1(4) . . ?
O1 Sm1 C4 125.8(4) . . ?
O1 Sm1 C5 102.1(4) . . ?
O1 Sm1 C24 111.6(4) . . ?
O1 Sm1 C25 124.5(4) . . ?
O1 Sm1 C26 103.0(4) . . ?
O1 Sm1 C27 78.2(4) . . ?
O1 Sm1 C28 83.6(4) . . ?
O2 Sm1 C1 111.3(3) . . ?
O2 Sm1 C2 124.3(4) . . ?
O2 Sm1 C3 102.9(3) . . ?
O2 Sm1 C4 78.0(4) . . ?
O2 Sm1 C5 82.9(4) . . ?
O2 Sm1 C24 104.5(3) . . ?
O2 Sm1 C25 130.4(4) . . ?
O2 Sm1 C26 149.2(4) . . ?
O2 Sm1 C27 126.5(4) . . ?
O2 Sm1 C28 102.8(3) . . ?
C1 Sm1 C4 47.2(4) . . ?
C1 Sm1 C5 29.0(4) . . ?
C1 Sm1 C24 135.2(4) . . ?
C1 Sm1 C27 119.4(4) . . ?
C1 Sm1 C28 145.9(4) . . ?
C2 Sm1 C1 28.8(4) . . ?
C2 Sm1 C3 28.3(4) . . ?
C2 Sm1 C4 46.6(4) . . ?
C2 Sm1 C5 46.9(4) . . ?
C2 Sm1 C24 107.3(4) . . ?
C2 Sm1 C25 81.1(4) . . ?
C2 Sm1 C26 81.4(4) . . ?
C2 Sm1 C27 108.6(4) . . ?
C2 Sm1 C28 126.2(4) . . ?
C3 Sm1 C1 47.9(4) . . ?
C3 Sm1 C4 29.3(4) . . ?
C3 Sm1 C5 47.7(4) . . ?
C3 Sm1 C24 98.9(4) . . ?
C3 Sm1 C27 122.9(4) . . ?
C3 Sm1 C28 126.0(4) . . ?
C4 Sm1 C5 28.1(4) . . ?
C4 Sm1 C28 148.4(4) . . ?
C5 Sm1 C28 173.0(4) . . ?
C24 Sm1 C4 120.2(4) . . ?
C24 Sm1 C5 146.3(4) . . ?
C24 Sm1 C27 46.9(4) . . ?
C24 Sm1 C28 28.4(4) . . ?
C25 Sm1 C1 107.4(4) . . ?
C25 Sm1 C3 81.1(4) . . ?
C25 Sm1 C4 108.9(4) . . ?
C25 Sm1 C5 126.4(4) . . ?
C25 Sm1 C24 28.5(4) . . ?
C25 Sm1 C27 46.5(4) . . ?
C25 Sm1 C28 46.6(4) . . ?
C26 Sm1 C1 99.3(4) . . ?
C26 Sm1 C3 94.1(4) . . ?
C26 Sm1 C4 123.3(4) . . ?
C26 Sm1 C5 126.8(4) . . ?
C26 Sm1 C24 46.8(4) . . ?
C26 Sm1 C25 27.8(4) . . ?
C26 Sm1 C27 28.9(4) . . ?
C26 Sm1 C28 47.0(4) . . ?
C27 Sm1 C4 152.1(4) . . ?
C27 Sm1 C5 148.3(4) . . ?
C27 Sm1 C28 28.5(4) . . ?
C1 Si1 C6 107.8(5) . . ?
C1 Si1 C12 111.5(6) . . ?
C1 Si1 C18 113.9(6) . . ?
C6 Si1 C18 107.7(6) . . ?
C12 Si1 C6 109.2(6) . . ?
C12 Si1 C18 106.5(6) . . ?
C24 Si2 C29 110.1(6) . . ?
C24 Si2 C35 114.6(6) . . ?
C29 Si2 C35 106.5(6) . . ?
C41 Si2 C24 108.8(6) . . ?
C41 Si2 C29 108.3(6) . . ?
C41 Si2 C35 108.2(6) . . ?
C47 O1 Sm1 122.4(9) . . ?
C47 O1 C50 105.0(11) . . ?
C50 O1 Sm1 132.4(9) . . ?
C51 O2 Sm1 131.6(8) . . ?
C54 O2 Sm1 122.4(9) . . ?
C54 O2 C51 105.9(11) . . ?
Si1 C1 Sm1 124.3(5) . . ?
C2 C1 Sm1 74.9(8) . . ?
C2 C1 Si1 125.5(10) . . ?
C2 C1 C5 106.2(12) . . ?
C5 C1 Sm1 77.3(7) . . ?
C5 C1 Si1 126.9(9) . . ?
Sm1 C2 H2 114.8 . . ?
C1 C2 Sm1 76.4(8) . . ?
C1 C2 H2 124.3 . . ?
C3 C2 Sm1 76.3(7) . . ?
C3 C2 C1 111.5(13) . . ?
C3 C2 H2 124.3 . . ?
Sm1 C3 H3 112.9 . . ?
C2 C3 Sm1 75.4(8) . . ?
C2 C3 H3 127.1 . . ?
C2 C3 C4 105.8(12) . . ?
C4 C3 Sm1 77.4(8) . . ?
C4 C3 H3 127.1 . . ?
Sm1 C4 H4 117.1 . . ?
C3 C4 Sm1 73.2(8) . . ?
C3 C4 H4 125.7 . . ?
C5 C4 Sm1 75.9(8) . . ?
C5 C4 C3 108.6(13) . . ?
C5 C4 H4 125.7 . . ?
Sm1 C5 H5 116.4 . . ?
C1 C5 Sm1 73.7(7) . . ?
C1 C5 H5 126.0 . . ?
C4 C5 Sm1 76.0(8) . . ?
C4 C5 C1 107.9(12) . . ?
C4 C5 H5 126.0 . . ?
C7 C6 Si1 121.1(10) . . ?
C11 C6 Si1 121.1(10) . . ?
C11 C6 C7 117.8(12) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.1(13) . . ?
C8 C7 H7 119.9 . . ?
C7 C8 H8 119.2 . . ?
C9 C8 C7 121.7(14) . . ?
C9 C8 H8 119.2 . . ?
C8 C9 H9 120.4 . . ?
C8 C9 C10 119.3(14) . . ?
C10 C9 H9 120.4 . . ?
C9 C10 H10 120.3 . . ?
C11 C10 C9 119.5(15) . . ?
C11 C10 H10 120.3 . . ?
C6 C11 H11 119.2 . . ?
C10 C11 C6 121.6(14) . . ?
C10 C11 H11 119.2 . . ?
C13 C12 Si1 120.8(10) . . ?
C17 C12 Si1 122.5(10) . . ?
C17 C12 C13 116.7(13) . . ?
C12 C13 H13 119.0 . . ?
C14 C13 C12 122.0(13) . . ?
C14 C13 H13 119.0 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.2(14) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 120.0 . . ?
C14 C15 C16 120.0(15) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.8(14) . . ?
C17 C16 H16 120.1 . . ?
C12 C17 C16 121.1(14) . . ?
C12 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C19 C18 Si1 120.8(11) . . ?
C19 C18 C23 118.3(13) . . ?
C23 C18 Si1 120.8(11) . . ?
C18 C19 H19 119.5 . . ?
C18 C19 C20 121.0(13) . . ?
C20 C19 H19 119.5 . . ?
C19 C20 H20 120.8 . . ?
C21 C20 C19 118.3(13) . . ?
C21 C20 H20 120.8 . . ?
C20 C21 H21 119.4 . . ?
C22 C21 C20 121.2(13) . . ?
C22 C21 H21 119.4 . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C23 120.1(13) . . ?
C23 C22 H22 120.0 . . ?
C18 C23 H23 119.5 . . ?
C22 C23 C18 121.1(13) . . ?
C22 C23 H23 119.5 . . ?
Si2 C24 Sm1 124.0(6) . . ?
C25 C24 Sm1 74.5(8) . . ?
C25 C24 Si2 125.4(11) . . ?
C25 C24 C28 107.1(12) . . ?
C28 C24 Sm1 77.1(8) . . ?
C28 C24 Si2 126.3(10) . . ?
Sm1 C25 H25 114.1 . . ?
C24 C25 Sm1 77.0(8) . . ?
C24 C25 H25 125.0 . . ?
C26 C25 Sm1 76.0(8) . . ?
C26 C25 C24 110.0(12) . . ?
C26 C25 H25 125.0 . . ?
Sm1 C26 H26 113.0 . . ?
C25 C26 Sm1 76.3(8) . . ?
C25 C26 H26 125.9 . . ?
C25 C26 C27 108.3(12) . . ?
C27 C26 Sm1 77.3(8) . . ?
C27 C26 H26 125.9 . . ?
Sm1 C27 H27 115.3 . . ?
C26 C27 Sm1 73.9(8) . . ?
C26 C27 H27 126.4 . . ?
C28 C27 Sm1 76.8(7) . . ?
C28 C27 C26 107.2(12) . . ?
C28 C27 H27 126.4 . . ?
Sm1 C28 H28 116.7 . . ?
C24 C28 Sm1 74.4(7) . . ?
C24 C28 C27 107.4(12) . . ?
C24 C28 H28 126.3 . . ?
C27 C28 Sm1 74.8(7) . . ?
C27 C28 H28 126.3 . . ?
C30 C29 Si2 119.4(10) . . ?
C34 C29 Si2 122.2(10) . . ?
C34 C29 C30 118.3(12) . . ?
C29 C30 H30 119.9 . . ?
C31 C30 C29 120.2(12) . . ?
C31 C30 H30 119.9 . . ?
C30 C31 H31 119.8 . . ?
C32 C31 C30 120.5(14) . . ?
C32 C31 H31 119.8 . . ?
C31 C32 H32 119.6 . . ?
C31 C32 C33 120.9(14) . . ?
C33 C32 H32 119.6 . . ?
C32 C33 H33 120.2 . . ?
C32 C33 C34 119.6(16) . . ?
C34 C33 H33 120.2 . . ?
C29 C34 C33 120.5(14) . . ?
C29 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C36 C35 Si2 122.7(10) . . ?
C36 C35 C40 115.9(12) . . ?
C40 C35 Si2 121.4(10) . . ?
C35 C36 H36 118.2 . . ?
C37 C36 C35 123.5(14) . . ?
C37 C36 H36 118.2 . . ?
C36 C37 H37 120.5 . . ?
C36 C37 C38 119.0(13) . . ?
C38 C37 H37 120.5 . . ?
C37 C38 H38 120.3 . . ?
C39 C38 C37 119.4(13) . . ?
C39 C38 H38 120.3 . . ?
C38 C39 H39 119.7 . . ?
C38 C39 C40 120.6(13) . . ?
C40 C39 H39 119.7 . . ?
C35 C40 H40 119.2 . . ?
C39 C40 C35 121.7(13) . . ?
C39 C40 H40 119.2 . . ?
C42 C41 Si2 121.9(10) . . ?
C46 C41 Si2 120.7(10) . . ?
C46 C41 C42 117.3(12) . . ?
C41 C42 H42 119.4 . . ?
C43 C42 C41 121.3(14) . . ?
C43 C42 H42 119.4 . . ?
C42 C43 H43 120.3 . . ?
C44 C43 C42 119.5(14) . . ?
C44 C43 H43 120.3 . . ?
C43 C44 H44 119.9 . . ?
C45 C44 C43 120.2(15) . . ?
C45 C44 H44 119.9 . . ?
C44 C45 H45 119.3 . . ?
C44 C45 C46 121.5(18) . . ?
C46 C45 H45 119.3 . . ?
C41 C46 H46 119.9 . . ?
C45 C46 C41 120.2(15) . . ?
C45 C46 H46 119.9 . . ?
O1 C47 H47A 109.8 . . ?
O1 C47 H47B 109.8 . . ?
O1 C47 C48 109.3(13) . . ?
H47A C47 H47B 108.3 . . ?
C48 C47 H47A 109.8 . . ?
C48 C47 H47B 109.8 . . ?
C47 C48 H48A 111.0 . . ?
C47 C48 H48B 111.0 . . ?
C47 C48 C49 103.9(13) . . ?
H48A C48 H48B 109.0 . . ?
C49 C48 H48A 111.0 . . ?
C49 C48 H48B 111.0 . . ?
C48 C49 H49A 111.2 . . ?
C48 C49 H49B 111.2 . . ?
H49A C49 H49B 109.1 . . ?
C50 C49 C48 102.8(13) . . ?
C50 C49 H49A 111.2 . . ?
C50 C49 H49B 111.2 . . ?
O1 C50 C49 106.5(12) . . ?
O1 C50 H50A 110.4 . . ?
O1 C50 H50B 110.4 . . ?
C49 C50 H50A 110.4 . . ?
C49 C50 H50B 110.4 . . ?
H50A C50 H50B 108.6 . . ?
O2 C51 H51A 110.8 . . ?
O2 C51 H51B 110.8 . . ?
O2 C51 C52 104.7(12) . . ?
H51A C51 H51B 108.9 . . ?
C52 C51 H51A 110.8 . . ?
C52 C51 H51B 110.8 . . ?
C51 C52 H52A 111.1 . . ?
C51 C52 H52B 111.1 . . ?
C51 C52 C53 103.3(13) . . ?
H52A C52 H52B 109.1 . . ?
C53 C52 H52A 111.1 . . ?
C53 C52 H52B 111.1 . . ?
C52 C53 H53A 110.8 . . ?
C52 C53 H53B 110.8 . . ?
H53A C53 H53B 108.9 . . ?
C54 C53 C52 104.8(13) . . ?
C54 C53 H53A 110.8 . . ?
C54 C53 H53B 110.8 . . ?
O2 C54 C53 107.0(13) . . ?
O2 C54 H54A 110.3 . . ?
O2 C54 H54B 110.3 . . ?
C53 C54 H54A 110.3 . . ?
C53 C54 H54B 110.3 . . ?
H54A C54 H54B 108.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sm1 O1 C47 C48 -143.4(11) . . . . ?
Sm1 O1 C50 C49 137.9(11) . . . . ?
Sm1 O2 C51 C52 138.4(10) . . . . ?
Sm1 O2 C54 C53 -142.6(11) . . . . ?
Sm1 C1 C2 C3 -69.1(10) . . . . ?
Sm1 C1 C5 C4 68.9(9) . . . . ?
Sm1 C2 C3 C4 -72.1(9) . . . . ?
Sm1 C3 C4 C5 -68.4(10) . . . . ?
Sm1 C4 C5 C1 -67.4(9) . . . . ?
Sm1 C24 C25 C26 -69.6(10) . . . . ?
Sm1 C24 C28 C27 68.1(9) . . . . ?
Sm1 C25 C26 C27 -71.3(9) . . . . ?
Sm1 C26 C27 C28 -70.2(9) . . . . ?
Sm1 C27 C28 C24 -67.9(9) . . . . ?
Si1 C1 C2 Sm1 -121.6(9) . . . . ?
Si1 C1 C2 C3 169.3(9) . . . . ?
Si1 C1 C5 Sm1 123.5(10) . . . . ?
Si1 C1 C5 C4 -167.6(10) . . . . ?
Si1 C6 C7 C8 179.6(10) . . . . ?
Si1 C6 C11 C10 179.6(11) . . . . ?
Si1 C12 C13 C14 178.5(10) . . . . ?
Si1 C12 C17 C16 -177.7(12) . . . . ?
Si1 C18 C19 C20 177.6(10) . . . . ?
Si1 C18 C23 C22 -177.1(11) . . . . ?
Si2 C24 C25 Sm1 -120.9(10) . . . . ?
Si2 C24 C25 C26 169.5(10) . . . . ?
Si2 C24 C28 Sm1 122.9(11) . . . . ?
Si2 C24 C28 C27 -169.0(10) . . . . ?
Si2 C29 C30 C31 177.2(10) . . . . ?
Si2 C29 C34 C33 -177.6(13) . . . . ?
Si2 C35 C36 C37 -179.3(11) . . . . ?
Si2 C35 C40 C39 179.9(10) . . . . ?
Si2 C41 C42 C43 179.9(10) . . . . ?
Si2 C41 C46 C45 -179.0(11) . . . . ?
O1 C47 C48 C49 -14.0(18) . . . . ?
O2 C51 C52 C53 26.6(16) . . . . ?
C1 Si1 C6 C7 142.4(10) . . . . ?
C1 Si1 C6 C11 -38.3(12) . . . . ?
C1 Si1 C12 C13 -58.5(12) . . . . ?
C1 Si1 C12 C17 123.5(12) . . . . ?
C1 Si1 C18 C19 139.3(11) . . . . ?
C1 Si1 C18 C23 -44.8(13) . . . . ?
C1 C2 C3 Sm1 69.1(10) . . . . ?
C1 C2 C3 C4 -3.0(14) . . . . ?
C2 C1 C5 Sm1 -69.9(9) . . . . ?
C2 C1 C5 C4 -1.0(16) . . . . ?
C2 C3 C4 Sm1 70.7(9) . . . . ?
C2 C3 C4 C5 2.3(13) . . . . ?
C3 C4 C5 Sm1 66.5(10) . . . . ?
C3 C4 C5 C1 -0.8(15) . . . . ?
C5 C1 C2 Sm1 71.6(9) . . . . ?
C5 C1 C2 C3 2.5(16) . . . . ?
C6 Si1 C1 Sm1 -115.4(6) . . . . ?
C6 Si1 C1 C2 -19.8(13) . . . . ?
C6 Si1 C1 C5 144.3(11) . . . . ?
C6 Si1 C12 C13 -177.6(10) . . . . ?
C6 Si1 C12 C17 4.5(14) . . . . ?
C6 Si1 C18 C19 -101.2(12) . . . . ?
C6 Si1 C18 C23 74.7(12) . . . . ?
C6 C7 C8 C9 1(2) . . . . ?
C7 C6 C11 C10 -1(2) . . . . ?
C7 C8 C9 C10 -1(2) . . . . ?
C8 C9 C10 C11 0(2) . . . . ?
C9 C10 C11 C6 1(2) . . . . ?
C11 C6 C7 C8 0.2(19) . . . . ?
C12 Si1 C1 Sm1 124.7(6) . . . . ?
C12 Si1 C1 C2 -139.7(12) . . . . ?
C12 Si1 C1 C5 24.4(13) . . . . ?
C12 Si1 C6 C7 -96.2(11) . . . . ?
C12 Si1 C6 C11 83.1(11) . . . . ?
C12 Si1 C18 C19 15.9(13) . . . . ?
C12 Si1 C18 C23 -168.1(11) . . . . ?
C12 C13 C14 C15 1(2) . . . . ?
C13 C12 C17 C16 4(2) . . . . ?
C13 C14 C15 C16 1(2) . . . . ?
C14 C15 C16 C17 0(2) . . . . ?
C15 C16 C17 C12 -3(2) . . . . ?
C17 C12 C13 C14 -3(2) . . . . ?
C18 Si1 C1 Sm1 4.1(9) . . . . ?
C18 Si1 C1 C2 99.7(12) . . . . ?
C18 Si1 C1 C5 -96.2(12) . . . . ?
C18 Si1 C6 C7 19.1(12) . . . . ?
C18 Si1 C6 C11 -161.6(10) . . . . ?
C18 Si1 C12 C13 66.3(12) . . . . ?
C18 Si1 C12 C17 -111.6(12) . . . . ?
C18 C19 C20 C21 -2(2) . . . . ?
C19 C18 C23 C22 -1(2) . . . . ?
C19 C20 C21 C22 2(2) . . . . ?
C20 C21 C22 C23 -2(2) . . . . ?
C21 C22 C23 C18 1(2) . . . . ?
C23 C18 C19 C20 2(2) . . . . ?
C24 Si2 C29 C30 -62.6(12) . . . . ?
C24 Si2 C29 C34 115.2(12) . . . . ?
C24 Si2 C35 C36 140.0(11) . . . . ?
C24 Si2 C35 C40 -40.7(13) . . . . ?
C24 Si2 C41 C42 141.9(11) . . . . ?
C24 Si2 C41 C46 -38.1(12) . . . . ?
C24 C25 C26 Sm1 70.2(10) . . . . ?
C24 C25 C26 C27 -1.1(16) . . . . ?
C25 C24 C28 Sm1 -69.1(9) . . . . ?
C25 C24 C28 C27 -1.0(14) . . . . ?
C25 C26 C27 Sm1 70.6(10) . . . . ?
C25 C26 C27 C28 0.4(15) . . . . ?
C26 C27 C28 Sm1 68.2(9) . . . . ?
C26 C27 C28 C24 0.4(14) . . . . ?
C28 C24 C25 Sm1 70.9(9) . . . . ?
C28 C24 C25 C26 1.3(15) . . . . ?
C29 Si2 C24 Sm1 124.2(7) . . . . ?
C29 Si2 C24 C25 -141.0(11) . . . . ?
C29 Si2 C24 C28 24.9(14) . . . . ?
C29 Si2 C35 C36 18.0(12) . . . . ?
C29 Si2 C35 C40 -162.7(11) . . . . ?
C29 Si2 C41 C42 -98.4(11) . . . . ?
C29 Si2 C41 C46 81.6(11) . . . . ?
C29 C30 C31 C32 -1(2) . . . . ?
C30 C29 C34 C33 0(2) . . . . ?
C30 C31 C32 C33 2(2) . . . . ?
C31 C32 C33 C34 -3(3) . . . . ?
C32 C33 C34 C29 1(3) . . . . ?
C34 C29 C30 C31 -1(2) . . . . ?
C35 Si2 C24 Sm1 4.2(9) . . . . ?
C35 Si2 C24 C25 98.9(12) . . . . ?
C35 Si2 C24 C28 -95.1(12) . . . . ?
C35 Si2 C29 C30 62.3(11) . . . . ?
C35 Si2 C29 C34 -120.0(12) . . . . ?
C35 Si2 C41 C42 16.7(12) . . . . ?
C35 Si2 C41 C46 -163.2(10) . . . . ?
C35 C36 C37 C38 -1(2) . . . . ?
C36 C35 C40 C39 -1(2) . . . . ?
C36 C37 C38 C39 0(2) . . . . ?
C37 C38 C39 C40 1(2) . . . . ?
C38 C39 C40 C35 0(2) . . . . ?
C40 C35 C36 C37 1(2) . . . . ?
C41 Si2 C24 Sm1 -117.2(7) . . . . ?
C41 Si2 C24 C25 -22.4(13) . . . . ?
C41 Si2 C24 C28 143.5(12) . . . . ?
C41 Si2 C29 C30 178.5(10) . . . . ?
C41 Si2 C29 C34 -3.8(14) . . . . ?
C41 Si2 C35 C36 -98.3(11) . . . . ?
C41 Si2 C35 C40 81.0(12) . . . . ?
C41 C42 C43 C44 -1(2) . . . . ?
C42 C41 C46 C45 1.0(19) . . . . ?
C42 C43 C44 C45 2(2) . . . . ?
C43 C44 C45 C46 -1(2) . . . . ?
C44 C45 C46 C41 0(2) . . . . ?
C46 C41 C42 C43 -0.2(19) . . . . ?
C47 O1 C50 C49 -36.4(16) . . . . ?
C47 C48 C49 C50 -7.8(17) . . . . ?
C48 C49 C50 O1 26.9(16) . . . . ?
C50 O1 C47 C48 31.6(16) . . . . ?
C51 O2 C54 C53 35.0(16) . . . . ?
C51 C52 C53 C54 -6.2(18) . . . . ?
C52 C53 C54 O2 -17.1(18) . . . . ?
C54 O2 C51 C52 -38.8(15) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.101
_oxdiff_exptl_absorpt_empirical_full_min 0.892
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 1.03(3)
2 -0.03(3)


_chemical_properties_physical    ', Air-sensitive,Moisture-sensitive'
