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

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

data_rjkt1506
_database_code_depnum_ccdc_archive 'CCDC 1421154'
_audit_update_record             
;
2015-08-28 deposited with the CCDC.
2015-12-16 downloaded from the CCDC.
;
_audit_creation_date             2015-03-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
(3aRS,5aRS,9aRS,9bRS)-5a-methyl-3,9-dimethylenedecahydronaphtho[1,2-b]furan-2(9bH)-one
_chemical_formula_moiety         'C15 H20 O2'
_chemical_formula_sum            'C15 H20 O2'
_chemical_formula_weight         232.31
_chemical_melting_point          339-341
_chemical_oxdiff_formula         'C16 H20 O2'
_chemical_oxdiff_usercomment     'Matthew MGL/06/58-P1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 '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                   6.95182(16)
_cell_length_b                   12.2280(3)
_cell_length_c                   30.5046(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.654(2)
_cell_angle_gamma                90
_cell_volume                     2580.47(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    953
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      44.2870
_cell_measurement_theta_min      5.6660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.611
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75311
_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.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.1215
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.0366
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            8613
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.072
_diffrn_reflns_theta_max         67.072
_diffrn_reflns_theta_min         3.897
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_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  -10.00   17.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   30.0000 27

#__ type_ start__ end____ width___ exp.time_
  2 omega  -15.00   20.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000  120.0000 35

#__ type_ start__ end____ width___ exp.time_
  3 omega   23.00   61.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000  120.0000 38

#__ type_ start__ end____ width___ exp.time_
  4 omega   34.00   68.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   30.0000 34

#__ type_ start__ end____ width___ exp.time_
  5 omega   33.00  113.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000  -60.0000 80

#__ type_ start__ end____ width___ exp.time_
  6 omega    2.00   52.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -99.0000 -120.0000 50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.2164933000
_diffrn_orient_matrix_UB_12      0.0277695000
_diffrn_orient_matrix_UB_13      0.0010276000
_diffrn_orient_matrix_UB_21      -0.0270093000
_diffrn_orient_matrix_UB_22      0.0243795000
_diffrn_orient_matrix_UB_23      -0.0497705000
_diffrn_orient_matrix_UB_31      -0.0446484000
_diffrn_orient_matrix_UB_32      0.1204183000
_diffrn_orient_matrix_UB_33      0.0098411000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3624
_reflns_number_total             4600
_reflns_odcompleteness_completeness 27.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         4600
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0487
_refine_ls_restrained_S_all      1.039
_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)+(0.0797P)²+0.4903P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1285
_refine_ls_wR_factor_ref         0.1362
_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 Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C18(H18), C19(H19), C20(H20)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C11(H11A,H11B), C12(H12A,H12B),
 C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C26(H26A,H26B), C27(H27A,H27B)
2.c X=CH2 refined with riding coordinates:
 C13(H13A,H13B), C14(H14A,H14B), C28(H28A,H28B), C29(H29A,H29B)
2.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C30(H30A,H30B,H30C)
;
_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
C1 C 0.2910(2) 0.73251(15) 0.42623(6) 0.0242(4) Uani 1 1 d . . . . .
C2 C 0.2508(2) 0.83059(15) 0.45291(6) 0.0248(4) Uani 1 1 d . . . . .
C3 C 0.2254(3) 0.92274(15) 0.42078(5) 0.0241(4) Uani 1 1 d . . . . .
H3 H 0.0915 0.9213 0.4073 0.029 Uiso 1 1 calc R . . . .
C4 C 0.3545(2) 0.88438(14) 0.38673(5) 0.0208(4) Uani 1 1 d . . . . .
H4 H 0.4889 0.9000 0.3977 0.025 Uiso 1 1 calc R . . . .
C5 C 0.3102(2) 0.94215(14) 0.34286(5) 0.0210(4) Uani 1 1 d . . . . .
H5 H 0.1727 0.9321 0.3332 0.025 Uiso 1 1 calc R . . . .
C6 C 0.4266(3) 0.89982(15) 0.30717(6) 0.0284(4) Uani 1 1 d . . . . .
C7 C 0.6402(3) 0.91942(19) 0.31475(7) 0.0394(5) Uani 1 1 d . . . . .
H7A H 0.7014 0.8957 0.2891 0.047 Uiso 1 1 calc R . . . .
H7B H 0.6938 0.8769 0.3399 0.047 Uiso 1 1 calc R . . . .
C8 C 0.6824(3) 1.0408(2) 0.32320(7) 0.0423(5) Uani 1 1 d . . . . .
H8A H 0.8196 1.0503 0.3317 0.051 Uiso 1 1 calc R . . . .
H8B H 0.6495 1.0814 0.2962 0.051 Uiso 1 1 calc R . . . .
C9 C 0.5686(3) 1.08679(17) 0.35941(7) 0.0358(5) Uani 1 1 d . . . . .
H9A H 0.5920 1.1649 0.3618 0.043 Uiso 1 1 calc R . . . .
H9B H 0.6165 1.0537 0.3873 0.043 Uiso 1 1 calc R . . . .
C10 C 0.3482(3) 1.06698(14) 0.35140(6) 0.0257(4) Uani 1 1 d . . . . .
C11 C 0.2452(3) 1.10833(16) 0.39081(6) 0.0333(4) Uani 1 1 d . . . . .
H11A H 0.2887 1.1823 0.3976 0.040 Uiso 1 1 calc R . . . .
H11B H 0.1076 1.1118 0.3818 0.040 Uiso 1 1 calc R . . . .
C12 C 0.2759(3) 1.03981(15) 0.43320(6) 0.0326(4) Uani 1 1 d . . . . .
H12A H 0.4093 1.0447 0.4458 0.039 Uiso 1 1 calc R . . . .
H12B H 0.1934 1.0662 0.4548 0.039 Uiso 1 1 calc R . . . .
C13 C 0.2452(3) 0.82866(17) 0.49623(6) 0.0324(4) Uani 1 1 d . . . . .
H13A H 0.2671 0.7635 0.5117 0.039 Uiso 1 1 calc R . . . .
H13B H 0.2194 0.8924 0.5112 0.039 Uiso 1 1 calc R . . . .
C14 C 0.3428(3) 0.85232(17) 0.27120(6) 0.0385(5) Uani 1 1 d . . . . .
H14A H 0.4171 0.8294 0.2492 0.046 Uiso 1 1 calc R . . . .
H14B H 0.2097 0.8419 0.2680 0.046 Uiso 1 1 calc R . . . .
C15 C 0.2660(3) 1.13147(15) 0.31056(6) 0.0294(4) Uani 1 1 d . . . . .
H15A H 0.3254 1.1064 0.2853 0.044 Uiso 1 1 calc GR . . . .
H15B H 0.2926 1.2079 0.3150 0.044 Uiso 1 1 calc GR . . . .
H15C H 0.1289 1.1204 0.3058 0.044 Uiso 1 1 calc GR . . . .
O1 O 0.32832(17) 0.76564(10) 0.38530(4) 0.0236(3) Uani 1 1 d . . . . .
O2 O 0.29146(18) 0.63695(10) 0.43600(4) 0.0291(3) Uani 1 1 d . . . . .
C16 C 0.7865(2) 0.77681(15) 0.44827(5) 0.0225(4) Uani 1 1 d . . . . .
C17 C 0.7663(2) 0.67687(15) 0.47534(6) 0.0251(4) Uani 1 1 d . . . . .
C18 C 0.8221(3) 0.58328(15) 0.44789(5) 0.0256(4) Uani 1 1 d . . . . .
H18 H 0.9629 0.5751 0.4524 0.031 Uiso 1 1 calc R . . . .
C19 C 0.7699(2) 0.62959(14) 0.40216(5) 0.0209(4) Uani 1 1 d . . . . .
H19 H 0.6297 0.6233 0.3953 0.025 Uiso 1 1 calc R . . . .
C20 C 0.8657(3) 0.56952(14) 0.36705(6) 0.0251(4) Uani 1 1 d . . . . .
H20 H 1.0057 0.5703 0.3750 0.030 Uiso 1 1 calc R . . . .
C21 C 0.8244(3) 0.61958(15) 0.32185(6) 0.0285(4) Uani 1 1 d . . . . .
C22 C 0.6171(3) 0.61166(17) 0.30240(6) 0.0356(5) Uani 1 1 d . . . . .
H22A H 0.6061 0.6395 0.2725 0.043 Uiso 1 1 calc R . . . .
H22B H 0.5367 0.6565 0.3194 0.043 Uiso 1 1 calc R . . . .
C23 C 0.5450(3) 0.49333(18) 0.30214(7) 0.0398(5) Uani 1 1 d . . . . .
H23A H 0.4075 0.4919 0.2928 0.048 Uiso 1 1 calc R . . . .
H23B H 0.6104 0.4512 0.2811 0.048 Uiso 1 1 calc R . . . .
C24 C 0.5815(3) 0.44084(16) 0.34767(7) 0.0359(5) Uani 1 1 d . . . . .
H24A H 0.5436 0.3645 0.3455 0.043 Uiso 1 1 calc R . . . .
H24B H 0.5004 0.4765 0.3675 0.043 Uiso 1 1 calc R . . . .
C25 C 0.7935(3) 0.44773(15) 0.36754(6) 0.0293(4) Uani 1 1 d . . . . .
C26 C 0.8137(3) 0.40052(17) 0.41495(7) 0.0375(5) Uani 1 1 d . . . . .
H26A H 0.7494 0.3300 0.4143 0.045 Uiso 1 1 calc R . . . .
H26B H 0.9497 0.3879 0.4238 0.045 Uiso 1 1 calc R . . . .
C27 C 0.7325(3) 0.47079(16) 0.45000(6) 0.0328(4) Uani 1 1 d . . . . .
H27A H 0.5929 0.4756 0.4445 0.039 Uiso 1 1 calc R . . . .
H27B H 0.7642 0.4390 0.4789 0.039 Uiso 1 1 calc R . . . .
C28 C 0.7080(3) 0.67830(19) 0.51541(6) 0.0346(5) Uani 1 1 d . . . . .
H28A H 0.6770 0.7443 0.5281 0.041 Uiso 1 1 calc R . . . .
H28B H 0.6980 0.6133 0.5308 0.041 Uiso 1 1 calc R . . . .
C29 C 0.9614(3) 0.66601(19) 0.30133(6) 0.0412(5) Uani 1 1 d . . . . .
H29A H 0.9320 0.6959 0.2734 0.049 Uiso 1 1 calc R . . . .
H29B H 1.0873 0.6689 0.3148 0.049 Uiso 1 1 calc R . . . .
C30 C 0.9223(3) 0.37906(19) 0.34016(8) 0.0452(5) Uani 1 1 d . . . . .
H30A H 0.9133 0.4065 0.3105 0.068 Uiso 1 1 calc GR . . . .
H30B H 0.8803 0.3043 0.3399 0.068 Uiso 1 1 calc GR . . . .
H30C H 1.0539 0.3834 0.3529 0.068 Uiso 1 1 calc GR . . . .
O3 O 0.81813(17) 0.74590(10) 0.40653(4) 0.0222(3) Uani 1 1 d . . . . .
O4 O 0.77756(18) 0.87177(11) 0.45831(4) 0.0292(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.491(3) . ?
C1 O1 1.362(2) . ?
C1 O2 1.206(2) . ?
C2 C3 1.492(2) . ?
C2 C13 1.326(3) . ?
C3 H3 0.9800 . ?
C3 C4 1.513(2) . ?
C3 C12 1.513(3) . ?
C4 H4 0.9800 . ?
C4 C5 1.518(2) . ?
C4 O1 1.463(2) . ?
C5 H5 0.9800 . ?
C5 C6 1.511(2) . ?
C5 C10 1.567(2) . ?
C6 C7 1.499(3) . ?
C6 C14 1.325(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.529(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.528(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.547(3) . ?
C10 C11 1.544(3) . ?
C10 C15 1.536(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.538(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9300 . ?
C13 H13B 0.9300 . ?
C14 H14A 0.9300 . ?
C14 H14B 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.489(3) . ?
C16 O3 1.367(2) . ?
C16 O4 1.204(2) . ?
C17 C18 1.492(3) . ?
C17 C28 1.325(3) . ?
C18 H18 0.9800 . ?
C18 C19 1.516(2) . ?
C18 C27 1.514(3) . ?
C19 H19 0.9800 . ?
C19 C20 1.507(2) . ?
C19 O3 1.464(2) . ?
C20 H20 0.9800 . ?
C20 C21 1.510(2) . ?
C20 C25 1.572(2) . ?
C21 C22 1.507(3) . ?
C21 C29 1.319(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.531(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.528(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.540(3) . ?
C25 C26 1.551(3) . ?
C25 C30 1.533(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.523(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9300 . ?
C28 H28B 0.9300 . ?
C29 H29A 0.9300 . ?
C29 H29B 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 108.90(14) . . ?
O2 C1 C2 129.84(16) . . ?
O2 C1 O1 121.25(17) . . ?
C1 C2 C3 105.39(14) . . ?
C13 C2 C1 123.70(17) . . ?
C13 C2 C3 130.90(18) . . ?
C2 C3 H3 108.0 . . ?
C2 C3 C4 100.19(14) . . ?
C2 C3 C12 122.69(15) . . ?
C4 C3 H3 108.0 . . ?
C4 C3 C12 109.06(15) . . ?
C12 C3 H3 108.0 . . ?
C3 C4 H4 108.4 . . ?
C3 C4 C5 112.23(14) . . ?
C5 C4 H4 108.4 . . ?
O1 C4 C3 104.34(13) . . ?
O1 C4 H4 108.4 . . ?
O1 C4 C5 114.94(13) . . ?
C4 C5 H5 108.4 . . ?
C4 C5 C10 106.88(14) . . ?
C6 C5 C4 113.53(14) . . ?
C6 C5 H5 108.4 . . ?
C6 C5 C10 111.11(14) . . ?
C10 C5 H5 108.4 . . ?
C7 C6 C5 115.28(17) . . ?
C14 C6 C5 121.59(18) . . ?
C14 C6 C7 123.09(19) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 C8 110.61(17) . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C7 C8 H8A 109.2 . . ?
C7 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
C9 C8 C7 112.00(16) . . ?
C9 C8 H8A 109.2 . . ?
C9 C8 H8B 109.2 . . ?
C8 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 . . ?
C8 C9 C10 113.81(17) . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
C9 C10 C5 109.10(15) . . ?
C11 C10 C5 111.42(15) . . ?
C11 C10 C9 110.73(16) . . ?
C15 C10 C5 108.78(14) . . ?
C15 C10 C9 109.33(15) . . ?
C15 C10 C11 107.44(15) . . ?
C10 C11 H11A 108.3 . . ?
C10 C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?
C12 C11 C10 116.08(16) . . ?
C12 C11 H11A 108.3 . . ?
C12 C11 H11B 108.3 . . ?
C3 C12 C11 107.17(15) . . ?
C3 C12 H12A 110.3 . . ?
C3 C12 H12B 110.3 . . ?
C11 C12 H12A 110.3 . . ?
C11 C12 H12B 110.3 . . ?
H12A C12 H12B 108.5 . . ?
C2 C13 H13A 120.0 . . ?
C2 C13 H13B 120.0 . . ?
H13A C13 H13B 120.0 . . ?
C6 C14 H14A 120.0 . . ?
C6 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C1 O1 C4 107.59(13) . . ?
O3 C16 C17 108.79(15) . . ?
O4 C16 C17 129.82(16) . . ?
O4 C16 O3 121.39(16) . . ?
C16 C17 C18 105.93(14) . . ?
C28 C17 C16 123.68(18) . . ?
C28 C17 C18 130.38(19) . . ?
C17 C18 H18 108.1 . . ?
C17 C18 C19 100.26(14) . . ?
C17 C18 C27 122.85(16) . . ?
C19 C18 H18 108.1 . . ?
C27 C18 H18 108.1 . . ?
C27 C18 C19 108.45(14) . . ?
C18 C19 H19 108.0 . . ?
C20 C19 C18 112.94(15) . . ?
C20 C19 H19 108.0 . . ?
O3 C19 C18 104.32(13) . . ?
O3 C19 H19 108.0 . . ?
O3 C19 C20 115.15(14) . . ?
C19 C20 H20 108.5 . . ?
C19 C20 C21 113.20(15) . . ?
C19 C20 C25 106.95(14) . . ?
C21 C20 H20 108.5 . . ?
C21 C20 C25 111.14(15) . . ?
C25 C20 H20 108.5 . . ?
C22 C21 C20 114.96(16) . . ?
C29 C21 C20 121.79(19) . . ?
C29 C21 C22 123.25(18) . . ?
C21 C22 H22A 109.4 . . ?
C21 C22 H22B 109.4 . . ?
C21 C22 C23 111.27(17) . . ?
H22A C22 H22B 108.0 . . ?
C23 C22 H22A 109.4 . . ?
C23 C22 H22B 109.4 . . ?
C22 C23 H23A 109.3 . . ?
C22 C23 H23B 109.3 . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 C22 111.54(16) . . ?
C24 C23 H23A 109.3 . . ?
C24 C23 H23B 109.3 . . ?
C23 C24 H24A 108.8 . . ?
C23 C24 H24B 108.8 . . ?
C23 C24 C25 113.69(17) . . ?
H24A C24 H24B 107.7 . . ?
C25 C24 H24A 108.8 . . ?
C25 C24 H24B 108.8 . . ?
C24 C25 C20 109.99(15) . . ?
C24 C25 C26 109.98(17) . . ?
C26 C25 C20 111.23(15) . . ?
C30 C25 C20 108.05(17) . . ?
C30 C25 C24 110.07(17) . . ?
C30 C25 C26 107.47(17) . . ?
C25 C26 H26A 108.3 . . ?
C25 C26 H26B 108.3 . . ?
H26A C26 H26B 107.4 . . ?
C27 C26 C25 116.05(16) . . ?
C27 C26 H26A 108.3 . . ?
C27 C26 H26B 108.3 . . ?
C18 C27 C26 107.48(16) . . ?
C18 C27 H27A 110.2 . . ?
C18 C27 H27B 110.2 . . ?
C26 C27 H27A 110.2 . . ?
C26 C27 H27B 110.2 . . ?
H27A C27 H27B 108.5 . . ?
C17 C28 H28A 120.0 . . ?
C17 C28 H28B 120.0 . . ?
H28A C28 H28B 120.0 . . ?
C21 C29 H29A 120.0 . . ?
C21 C29 H29B 120.0 . . ?
H29A C29 H29B 120.0 . . ?
C25 C30 H30A 109.5 . . ?
C25 C30 H30B 109.5 . . ?
C25 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C16 O3 C19 107.28(12) . . ?

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
C1 C2 C3 C4 -29.39(16) . . . . ?
C1 C2 C3 C12 -150.03(17) . . . . ?
C2 C1 O1 C4 11.81(17) . . . . ?
C2 C3 C4 C5 161.53(14) . . . . ?
C2 C3 C4 O1 36.45(16) . . . . ?
C2 C3 C12 C11 175.59(16) . . . . ?
C3 C4 C5 C6 -175.77(15) . . . . ?
C3 C4 C5 C10 61.36(18) . . . . ?
C3 C4 O1 C1 -30.99(16) . . . . ?
C4 C3 C12 C11 59.2(2) . . . . ?
C4 C5 C6 C7 -65.5(2) . . . . ?
C4 C5 C6 C14 116.75(19) . . . . ?
C4 C5 C10 C9 72.41(17) . . . . ?
C4 C5 C10 C11 -50.15(19) . . . . ?
C4 C5 C10 C15 -168.41(14) . . . . ?
C5 C4 O1 C1 -154.33(14) . . . . ?
C5 C6 C7 C8 -54.1(2) . . . . ?
C5 C10 C11 C12 49.4(2) . . . . ?
C6 C5 C10 C9 -51.95(19) . . . . ?
C6 C5 C10 C11 -174.52(15) . . . . ?
C6 C5 C10 C15 67.23(18) . . . . ?
C6 C7 C8 C9 51.8(2) . . . . ?
C7 C8 C9 C10 -53.8(2) . . . . ?
C8 C9 C10 C5 53.0(2) . . . . ?
C8 C9 C10 C11 175.97(16) . . . . ?
C8 C9 C10 C15 -65.9(2) . . . . ?
C9 C10 C11 C12 -72.2(2) . . . . ?
C10 C5 C6 C7 55.0(2) . . . . ?
C10 C5 C6 C14 -122.74(19) . . . . ?
C10 C11 C12 C3 -52.6(2) . . . . ?
C12 C3 C4 C5 -68.47(18) . . . . ?
C12 C3 C4 O1 166.45(13) . . . . ?
C13 C2 C3 C4 149.4(2) . . . . ?
C13 C2 C3 C12 28.8(3) . . . . ?
C14 C6 C7 C8 123.6(2) . . . . ?
C15 C10 C11 C12 168.45(16) . . . . ?
O1 C1 C2 C3 12.13(18) . . . . ?
O1 C1 C2 C13 -166.80(17) . . . . ?
O1 C4 C5 C6 -56.75(19) . . . . ?
O1 C4 C5 C10 -179.62(13) . . . . ?
O2 C1 C2 C3 -166.95(17) . . . . ?
O2 C1 C2 C13 14.1(3) . . . . ?
O2 C1 O1 C4 -169.02(15) . . . . ?
C16 C17 C18 C19 -27.61(16) . . . . ?
C16 C17 C18 C27 -147.59(16) . . . . ?
C17 C16 O3 C19 14.38(17) . . . . ?
C17 C18 C19 C20 161.84(14) . . . . ?
C17 C18 C19 O3 36.08(16) . . . . ?
C17 C18 C27 C26 175.56(16) . . . . ?
C18 C19 C20 C21 -176.38(15) . . . . ?
C18 C19 C20 C25 60.88(18) . . . . ?
C18 C19 O3 C16 -32.34(16) . . . . ?
C19 C18 C27 C26 59.5(2) . . . . ?
C19 C20 C21 C22 -66.9(2) . . . . ?
C19 C20 C21 C29 113.4(2) . . . . ?
C19 C20 C25 C24 72.80(18) . . . . ?
C19 C20 C25 C26 -49.3(2) . . . . ?
C19 C20 C25 C30 -167.02(16) . . . . ?
C20 C19 O3 C16 -156.69(14) . . . . ?
C20 C21 C22 C23 -53.8(2) . . . . ?
C20 C25 C26 C27 49.3(2) . . . . ?
C21 C20 C25 C24 -51.2(2) . . . . ?
C21 C20 C25 C26 -173.30(16) . . . . ?
C21 C20 C25 C30 69.0(2) . . . . ?
C21 C22 C23 C24 52.2(2) . . . . ?
C22 C23 C24 C25 -53.9(2) . . . . ?
C23 C24 C25 C20 52.9(2) . . . . ?
C23 C24 C25 C26 175.72(17) . . . . ?
C23 C24 C25 C30 -66.1(2) . . . . ?
C24 C25 C26 C27 -72.8(2) . . . . ?
C25 C20 C21 C22 53.5(2) . . . . ?
C25 C20 C21 C29 -126.2(2) . . . . ?
C25 C26 C27 C18 -53.5(2) . . . . ?
C27 C18 C19 C20 -68.25(19) . . . . ?
C27 C18 C19 O3 165.99(14) . . . . ?
C28 C17 C18 C19 151.89(19) . . . . ?
C28 C17 C18 C27 31.9(3) . . . . ?
C29 C21 C22 C23 125.9(2) . . . . ?
C30 C25 C26 C27 167.36(18) . . . . ?
O3 C16 C17 C18 9.37(18) . . . . ?
O3 C16 C17 C28 -170.17(16) . . . . ?
O3 C19 C20 C21 -56.7(2) . . . . ?
O3 C19 C20 C25 -179.42(13) . . . . ?
O4 C16 C17 C18 -171.11(17) . . . . ?
O4 C16 C17 C28 9.3(3) . . . . ?
O4 C16 O3 C19 -165.19(15) . . . . ?

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
0 0 1 0.0183 -0.0000 -0.0008 1.0001 0.0010 -0.0498 0.0097
0 0 -1 0.0183 0.0000 0.0008 -1.0001 -0.0010 0.0498 -0.0097
0 1 0 0.0405 0.0005 1.0003 0.0006 0.0278 0.0243 0.1205
0 -1 0 0.0405 -0.0005 -1.0003 -0.0006 -0.0278 -0.0243 -0.1205
-4 -1 3 0.0727 -4.0015 -1.0029 2.9857 -0.8913 -0.0663 0.0866
1 0 -1 0.0388 1.0003 0.0009 -0.9966 0.2156 0.0230 -0.0542
1 -1 -1 0.0523 0.9998 -0.9994 -0.9972 0.1878 -0.0013 -0.1747
-1 -2 0 0.0525 -1.0013 -2.0006 -0.0047 -0.2723 -0.0217 -0.1964
1 2 0 0.0337 1.0013 2.0006 0.0047 0.2723 0.0217 0.1964
-3 3 5 0.0800 -2.9993 2.9966 4.9917 -0.5614 -0.0957 0.5433

_olex2_date_sample_data_collection 2015-02-10
_olex2_submission_special_instructions 'No special instructions were received'

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform/diethyl ether'
####################################################################### 
# 
# 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_rjkt1516
_database_code_depnum_ccdc_archive 'CCDC 1421158'
_audit_update_record             
;
2015-08-28 deposited with the CCDC.
2015-12-16 downloaded from the CCDC.
;
_audit_creation_date             2015-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        
(3aRS,5aRS,9aSR,9bRS)-5a,9-dimethyl-3-methylene-3a,4,5,5a,6,7,9a,9b-octahydronaphtho[1,2-b]furan-2(3H)-one
_chemical_formula_moiety         'C15 H20 O2'
_chemical_formula_sum            'C15 H20 O2'
_chemical_formula_weight         232.31
_chemical_melting_point          336-339
_chemical_oxdiff_formula         'C15 H20 O2'
_chemical_oxdiff_usercomment     'Matthew MGL/07/43-P'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.4631(4)
_cell_length_b                   8.1068(4)
_cell_length_c                   10.7071(5)
_cell_angle_alpha                89.047(4)
_cell_angle_beta                 89.710(4)
_cell_angle_gamma                89.044(4)
_cell_volume                     647.61(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2367
_cell_measurement_temperature    132(30)
_cell_measurement_theta_max      70.8450
_cell_measurement_theta_min      9.1030
_exptl_absorpt_coefficient_mu    0.608
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.909
_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_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.191
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             252
_exptl_crystal_size_max          0.2239
_exptl_crystal_size_mid          0.1846
_exptl_crystal_size_min          0.0284
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0157
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4954
_diffrn_reflns_theta_full        71.01
_diffrn_reflns_theta_max         71.01
_diffrn_reflns_theta_min         4.13
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      132(30)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -70.00   30.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000  120.0000 100

#__ type_ start__ end____ width___ exp.time_
  2 omega   33.00  123.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000    0.0000 90

#__ type_ start__ end____ width___ exp.time_
  3 omega   23.00  111.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000  -90.0000 88

#__ type_ start__ end____ width___ exp.time_
  4 omega  -15.00   75.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000 -150.0000 90

#__ type_ start__ end____ width___ exp.time_
  5 omega   33.00  123.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000   60.0000 90

#__ type_ start__ end____ width___ exp.time_
  6 omega   35.00   94.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000    0.0000 59

#__ type_ start__ end____ width___ exp.time_
  7 omega   36.00   92.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000    0.0000 56

#__ type_ start__ end____ width___ exp.time_
  8 omega   35.00   94.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000  -90.0000 59

#__ type_ start__ end____ width___ exp.time_
  9 omega   36.00   92.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000   60.0000 56

#__ type_ start__ end____ width___ exp.time_
 10 omega   36.00  116.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   60.0000 80

#__ type_ start__ end____ width___ exp.time_
 11 omega   36.00  116.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -60.0000 80

#__ type_ start__ end____ width___ exp.time_
 12 omega   35.00   94.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000   90.0000 59

#__ type_ start__ end____ width___ exp.time_
 13 omega   36.00  116.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -150.0000 80

#__ type_ start__ end____ width___ exp.time_
 14 omega   86.00  178.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   50.0000  120.0000 92

#__ type_ start__ end____ width___ exp.time_
 15 omega   38.00  138.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000 -180.0000 100

#__ type_ start__ end____ width___ exp.time_
 16 omega  -30.00   70.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   77.0000  -90.0000 100

#__ type_ start__ end____ width___ exp.time_
 17 omega   24.00   55.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  -90.0000 31

#__ type_ start__ end____ width___ exp.time_
 18 omega   33.00  123.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000 -150.0000 90

#__ type_ start__ end____ width___ exp.time_
 19 omega    1.00   47.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       55.4856  -37.0000   90.0000 46

#__ type_ start__ end____ width___ exp.time_
 20 omega   34.00   60.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       55.4856   19.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 21 omega   79.00  123.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       55.4856   19.0000  -60.0000 44

#__ type_ start__ end____ width___ exp.time_
 22 omega   31.00   76.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       55.4856 -125.0000  120.0000 45

#__ type_ start__ end____ width___ exp.time_
 23 omega   35.00   84.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000  150.0000 49

#__ type_ start__ end____ width___ exp.time_
 24 omega   40.00   67.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -91.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
 25 omega   60.00   89.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000 -120.0000 29

#__ type_ start__ end____ width___ exp.time_
 26 omega   52.00  107.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000   60.0000 55

#__ type_ start__ end____ width___ exp.time_
 27 omega  120.00  152.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   63.0000 -180.0000 32

#__ type_ start__ end____ width___ exp.time_
 28 omega   80.00  126.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   25.0000  -60.0000 46
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.2021971000
_diffrn_orient_matrix_UB_12      0.0240265000
_diffrn_orient_matrix_UB_13      -0.0216011000
_diffrn_orient_matrix_UB_21      0.0286164000
_diffrn_orient_matrix_UB_22      0.0073133000
_diffrn_orient_matrix_UB_23      0.1421801000
_diffrn_orient_matrix_UB_31      0.0303529000
_diffrn_orient_matrix_UB_32      -0.1884193000
_diffrn_orient_matrix_UB_33      0.0051672000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54181
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2129
_reflns_number_total             2399
_reflns_odcompleteness_completeness 98.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(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, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         2399
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0395
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0623P)²+0.1306P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1119
_refine_special_details          
;
The molecule can adopt two different orientations and this has been modelled by 
placing the Carbons C4, C5,C6 C7 and C8 in two positions with the refine occupancy of 
0.457 and 0.543(3).
Due to the close proximity the corrisponding atoms on the major and minor component 
were constrained to the same ADP.
The two bonds C9 C10 and C9A and C10 were restrained to be the same length.
;
_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
 C9-C10 \\sim C9A-C10
 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
Uanis(C6) = Uanis(C6A)
Uanis(C7) = Uanis(C7A)
Uanis(C9) = Uanis(C9A)
Uanis(C8A) = Uanis(C8)
Uanis(C14A) = Uanis(C14)
Uanis(C5A) = Uanis(C5)
4. Others
 Sof(H4BC)=Sof(H4BD)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(C6)=Sof(C7)=Sof(H7A)=
 Sof(H7B)=Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(C9)=Sof(H9)=Sof(H11A)=Sof(C14)=
 Sof(H14A)=Sof(H14B)=Sof(H14C)=1-FVAR(1)
 Sof(H4AA)=Sof(H4AB)=Sof(C5A)=Sof(H5AA)=Sof(H5AB)=Sof(C6A)=Sof(C7A)=Sof(H7AA)=
 Sof(H7AB)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9A)=Sof(H11)=Sof(C14A)=
 Sof(H14D)=Sof(H14E)=Sof(H14F)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C3(H3), C11(H11A), C11(H11), C12(H12)
5.b Secondary CH2 refined with riding coordinates:
 C4(H4BC,H4BD), C4(H4AA,H4AB), C5(H5A,H5B), C5A(H5AA,H5AB), C7(H7A,H7B),
 C7A(H7AA,H7AB), C8(H8A,H8B), C8A(H8AA,H8AB)
5.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C9A(H9A)
5.d X=CH2 refined with riding coordinates:
 C13(H13A,H13B)
5.e Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C14A(H14D,H14E,H14F), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
C1 C 0.24217(15) 1.05473(15) 1.04176(11) 0.0259(3) Uani 1 d . . .
C2 C 0.21954(15) 0.88501(15) 1.09588(11) 0.0252(3) Uani 1 d . . .
C3 C 0.28858(15) 0.77163(14) 0.99753(11) 0.0256(3) Uani 1 d A . .
H3 H 0.4220 0.7637 1.0050 0.031 Uiso 1 calc . . R
C4 C 0.2183(2) 0.59983(16) 0.98170(13) 0.0384(3) Uani 1 d . . .
H4BC H 0.0856 0.6032 0.9817 0.046 Uiso 0.457(3) calc A 2 R
H4BD H 0.2585 0.5280 1.0522 0.046 Uiso 0.457(3) calc A 2 R
H4AA H 0.0917 0.6030 0.9545 0.046 Uiso 0.543(3) calc A 1 R
H4AB H 0.2280 0.5345 1.0604 0.046 Uiso 0.543(3) calc A 1 R
C5 C 0.2878(9) 0.5294(12) 0.8579(10) 0.0348(10) Uani 0.457(3) d A 2 .
H5A H 0.2240 0.4253 0.8436 0.042 Uiso 0.457(3) calc A 2 R
H5B H 0.4160 0.5001 0.8693 0.042 Uiso 0.457(3) calc A 2 R
C5A C 0.3436(7) 0.5274(10) 0.8781(8) 0.0348(10) Uani 0.543(3) d A 1 .
H5AA H 0.4690 0.5280 0.9076 0.042 Uiso 0.543(3) calc A 1 R
H5AB H 0.3112 0.4113 0.8636 0.042 Uiso 0.543(3) calc A 1 R
C6 C 0.2717(7) 0.6371(9) 0.7364(7) 0.0263(8) Uani 0.457(3) d A 2 .
C6A C 0.3302(6) 0.6255(7) 0.7541(6) 0.0263(8) Uani 0.543(3) d A 1 .
C7 C 0.0797(6) 0.6327(7) 0.6867(5) 0.0347(7) Uani 0.457(3) d A 2 .
H7A H 0.0464 0.5165 0.6740 0.042 Uiso 0.457(3) calc A 2 R
H7B H -0.0030 0.6795 0.7500 0.042 Uiso 0.457(3) calc A 2 R
C7A C 0.1474(5) 0.5979(5) 0.6946(4) 0.0347(7) Uani 0.543(3) d A 1 .
H7AA H 0.0522 0.6384 0.7516 0.042 Uiso 0.543(3) calc A 1 R
H7AB H 0.1307 0.4780 0.6840 0.042 Uiso 0.543(3) calc A 1 R
C8 C 0.0567(6) 0.7278(7) 0.5654(5) 0.0428(8) Uani 0.457(3) d A 2 .
H8A H -0.0720 0.7529 0.5515 0.051 Uiso 0.457(3) calc A 2 R
H8B H 0.1012 0.6603 0.4952 0.051 Uiso 0.457(3) calc A 2 R
C8A C 0.1269(5) 0.6860(6) 0.5670(4) 0.0428(8) Uani 0.543(3) d A 1 .
H8AA H 0.1874 0.6182 0.5028 0.051 Uiso 0.543(3) calc A 1 R
H8AB H -0.0020 0.6928 0.5459 0.051 Uiso 0.543(3) calc A 1 R
C9 C 0.1626(9) 0.8909(11) 0.5702(8) 0.0385(11) Uani 0.457(3) d A 2 D
H9 H 0.1315 0.9756 0.5115 0.046 Uiso 0.457(3) calc A 2 R
C9A C 0.2000(8) 0.8524(9) 0.5609(7) 0.0385(11) Uani 0.543(3) d A 1 D
H9A H 0.1784 0.9161 0.4872 0.046 Uiso 0.543(3) calc A 1 R
C10 C 0.2949(2) 0.92168(16) 0.65108(12) 0.0345(3) Uani 1 d . . D
C11 C 0.34327(18) 0.81772(14) 0.76533(12) 0.0292(3) Uani 1 d A . .
H11A H 0.4757 0.8153 0.7791 0.035 Uiso 0.457(3) calc A 2 R
H11 H 0.4725 0.8394 0.7814 0.035 Uiso 0.543(3) calc A 1 R
C12 C 0.24401(15) 0.87333(13) 0.88139(11) 0.0221(3) Uani 1 d . . .
H12 H 0.1126 0.8647 0.8656 0.027 Uiso 1 calc A . R
C13 C 0.14544(18) 0.85587(18) 1.20645(12) 0.0358(3) Uani 1 d . . .
H13A H 0.1287 0.7455 1.2348 0.043 Uiso 1 calc . . R
H13B H 0.1090 0.9453 1.2574 0.043 Uiso 1 calc . . R
C14 C 0.4045(6) 0.5649(6) 0.6411(5) 0.0394(7) Uani 0.457(3) d A 2 .
H14A H 0.3719 0.4512 0.6229 0.059 Uiso 0.457(3) calc A 2 GR
H14B H 0.5259 0.5659 0.6756 0.059 Uiso 0.457(3) calc A 2 GR
H14C H 0.4005 0.6316 0.5639 0.059 Uiso 0.457(3) calc A 2 GR
C14A C 0.4826(5) 0.5610(5) 0.6683(4) 0.0394(7) Uani 0.543(3) d A 1 .
H14D H 0.4771 0.6193 0.5875 0.059 Uiso 0.543(3) calc A 1 GR
H14E H 0.4686 0.4424 0.6557 0.059 Uiso 0.543(3) calc A 1 GR
H14F H 0.5986 0.5803 0.7074 0.059 Uiso 0.543(3) calc A 1 GR
C15 C 0.3831(2) 1.08643(16) 0.63915(13) 0.0381(3) Uani 1 d A . .
H15A H 0.3506 1.1538 0.7112 0.057 Uiso 1 calc . . GR
H15B H 0.3428 1.1425 0.5623 0.057 Uiso 1 calc . . GR
H15C H 0.5135 1.0704 0.6362 0.057 Uiso 1 calc . . GR
O1 O 0.28017(10) 1.04320(9) 0.91793(7) 0.0227(2) Uani 1 d A . .
O2 O 0.23315(14) 1.18577(12) 1.09274(9) 0.0402(3) Uani 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.4959(17) . ?
C1 O1 1.3588(14) . ?
C1 O2 1.2031(16) . ?
C2 C3 1.4933(17) . ?
C2 C13 1.3235(18) . ?
C3 H3 1.0000 . ?
C3 C4 1.5089(17) . ?
C3 C12 1.5158(15) . ?
C4 H4BC 0.9900 . ?
C4 H4BD 0.9900 . ?
C4 H4AA 0.9900 . ?
C4 H4AB 0.9900 . ?
C4 C5 1.536(11) . ?
C4 C5A 1.563(9) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.559(11) . ?
C5A H5AA 0.9900 . ?
C5A H5AB 0.9900 . ?
C5A C6A 1.539(9) . ?
C6 C7 1.532(5) . ?
C6 C11 1.603(8) . ?
C6 C14 1.535(9) . ?
C6A C7A 1.530(5) . ?
C6A C11 1.570(6) . ?
C6A C14A 1.548(7) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.508(8) . ?
C7A H7AA 0.9900 . ?
C7A H7AB 0.9900 . ?
C7A C8A 1.538(6) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.554(11) . ?
C8A H8AA 0.9900 . ?
C8A H8AB 0.9900 . ?
C8A C9A 1.464(9) . ?
C9 H9 0.9500 . ?
C9 C10 1.346(4) . ?
C9A H9A 0.9500 . ?
C9A C10 1.337(3) . ?
C10 C11 1.5156(18) . ?
C10 C15 1.5022(17) . ?
C11 H11A 1.0000 . ?
C11 H11 1.0000 . ?
C11 C12 1.5147(16) . ?
C12 H12 1.0000 . ?
C12 O1 1.4675(13) . ?
C13 H13A 0.9500 . ?
C13 H13B 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C14A H14D 0.9800 . ?
C14A H14E 0.9800 . ?
C14A H14F 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 109.02(10) . . ?
O2 C1 C2 129.23(12) . . ?
O2 C1 O1 121.74(11) . . ?
C3 C2 C1 104.94(10) . . ?
C13 C2 C1 123.26(12) . . ?
C13 C2 C3 131.74(12) . . ?
C2 C3 H3 108.2 . . ?
C2 C3 C4 122.59(10) . . ?
C2 C3 C12 100.07(9) . . ?
C4 C3 H3 108.2 . . ?
C4 C3 C12 108.67(10) . . ?
C12 C3 H3 108.2 . . ?
C3 C4 H4BC 109.8 . . ?
C3 C4 H4BD 109.8 . . ?
C3 C4 H4AA 111.2 . . ?
C3 C4 H4AB 111.2 . . ?
C3 C4 C5 109.6(4) . . ?
C3 C4 C5A 103.0(3) . . ?
H4BC C4 H4BD 108.2 . . ?
H4BC C4 H4AA 17.2 . . ?
H4BC C4 H4AB 94.8 . . ?
H4BD C4 H4AA 121.4 . . ?
H4BD C4 H4AB 14.4 . . ?
H4AA C4 H4AB 109.1 . . ?
C5 C4 H4BC 109.8 . . ?
C5 C4 H4BD 109.8 . . ?
C5 C4 H4AA 93.8 . . ?
C5 C4 H4AB 120.7 . . ?
C5 C4 C5A 17.4(3) . . ?
C5A C4 H4BC 126.8 . . ?
C5A C4 H4BD 98.2 . . ?
C5A C4 H4AA 111.2 . . ?
C5A C4 H4AB 111.2 . . ?
C4 C5 H5A 107.6 . . ?
C4 C5 H5B 107.6 . . ?
C4 C5 C6 119.1(7) . . ?
H5A C5 H5B 107.0 . . ?
C6 C5 H5A 107.6 . . ?
C6 C5 H5B 107.6 . . ?
C4 C5A H5AA 109.1 . . ?
C4 C5A H5AB 109.1 . . ?
H5AA C5A H5AB 107.8 . . ?
C6A C5A C4 112.4(5) . . ?
C6A C5A H5AA 109.1 . . ?
C6A C5A H5AB 109.1 . . ?
C5 C6 C11 108.3(5) . . ?
C7 C6 C5 110.0(5) . . ?
C7 C6 C11 114.9(4) . . ?
C7 C6 C14 110.7(5) . . ?
C14 C6 C5 107.2(5) . . ?
C14 C6 C11 105.4(5) . . ?
C5A C6A C11 115.4(5) . . ?
C5A C6A C14A 107.0(4) . . ?
C7A C6A C5A 109.7(4) . . ?
C7A C6A C11 104.8(3) . . ?
C7A C6A C14A 110.5(4) . . ?
C14A C6A C11 109.5(4) . . ?
C6 C7 H7A 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 C6 112.8(5) . . ?
C8 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
C6A C7A H7AA 109.0 . . ?
C6A C7A H7AB 109.0 . . ?
C6A C7A C8A 112.8(4) . . ?
H7AA C7A H7AB 107.8 . . ?
C8A C7A H7AA 109.0 . . ?
C8A C7A H7AB 109.0 . . ?
C7 C8 H8A 109.7 . . ?
C7 C8 H8B 109.7 . . ?
C7 C8 C9 109.7(5) . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 H8A 109.7 . . ?
C9 C8 H8B 109.7 . . ?
C7A C8A H8AA 108.6 . . ?
C7A C8A H8AB 108.6 . . ?
H8AA C8A H8AB 107.6 . . ?
C9A C8A C7A 114.6(4) . . ?
C9A C8A H8AA 108.6 . . ?
C9A C8A H8AB 108.6 . . ?
C8 C9 H9 117.4 . . ?
C10 C9 C8 125.1(8) . . ?
C10 C9 H9 117.4 . . ?
C8A C9A H9A 117.4 . . ?
C10 C9A C8A 125.1(6) . . ?
C10 C9A H9A 117.4 . . ?
C9 C10 C11 125.8(5) . . ?
C9 C10 C15 117.0(5) . . ?
C9A C10 C9 18.4(4) . . ?
C9A C10 C11 118.3(4) . . ?
C9A C10 C15 124.5(4) . . ?
C15 C10 C11 116.41(11) . . ?
C6 C11 H11A 111.0 . . ?
C6 C11 H11 122.4 . . ?
C6A C11 C6 17.5(2) . . ?
C6A C11 H11A 94.2 . . ?
C6A C11 H11 105.5 . . ?
C10 C11 C6 105.1(2) . . ?
C10 C11 C6A 117.3(2) . . ?
C10 C11 H11A 111.0 . . ?
C10 C11 H11 105.5 . . ?
H11A C11 H11 11.4 . . ?
C12 C11 C6 106.0(3) . . ?
C12 C11 C6A 109.5(2) . . ?
C12 C11 C10 112.41(10) . . ?
C12 C11 H11A 111.0 . . ?
C12 C11 H11 105.5 . . ?
C3 C12 H12 108.1 . . ?
C11 C12 C3 113.88(10) . . ?
C11 C12 H12 108.1 . . ?
O1 C12 C3 103.77(9) . . ?
O1 C12 C11 114.56(9) . . ?
O1 C12 H12 108.1 . . ?
C2 C13 H13A 120.0 . . ?
C2 C13 H13B 120.0 . . ?
H13A C13 H13B 120.0 . . ?
C6 C14 H14A 109.5 . . ?
C6 C14 H14B 109.5 . . ?
C6 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C1 O1 C12 107.42(8) . . ?

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
C1 C2 C3 C4 -150.43(11) . . . . ?
C1 C2 C3 C12 -30.47(11) . . . . ?
C2 C1 O1 C12 12.53(12) . . . . ?
C2 C3 C4 C5 168.6(3) . . . . ?
C2 C3 C4 C5A -174.6(2) . . . . ?
C2 C3 C12 C11 163.15(10) . . . . ?
C2 C3 C12 O1 37.94(10) . . . . ?
C3 C4 C5 C6 -48.3(5) . . . . ?
C3 C4 C5A C6A -61.4(4) . . . . ?
C3 C12 O1 C1 -32.33(11) . . . . ?
C4 C3 C12 C11 -67.24(13) . . . . ?
C4 C3 C12 O1 167.55(9) . . . . ?
C4 C5 C6 C7 -78.6(7) . . . . ?
C4 C5 C6 C11 47.7(6) . . . . ?
C4 C5 C6 C14 160.9(5) . . . . ?
C4 C5A C6A C7A -69.8(6) . . . . ?
C4 C5A C6A C11 48.2(5) . . . . ?
C4 C5A C6A C14A 170.3(4) . . . . ?
C5 C4 C5A C6A 53.1(19) . . . . ?
C5 C6 C7 C8 -177.2(6) . . . . ?
C5 C6 C11 C6A 52.6(15) . . . . ?
C5 C6 C11 C10 -170.8(4) . . . . ?
C5 C6 C11 C12 -51.6(5) . . . . ?
C5A C4 C5 C6 -119(2) . . . . ?
C5A C6A C7A C8A -177.4(5) . . . . ?
C5A C6A C11 C6 -120.0(19) . . . . ?
C5A C6A C11 C10 -168.3(3) . . . . ?
C5A C6A C11 C12 -38.6(4) . . . . ?
C6 C7 C8 C9 -40.8(6) . . . . ?
C6 C11 C12 C3 65.5(2) . . . . ?
C6 C11 C12 O1 -175.24(19) . . . . ?
C6A C7A C8A C9A -41.2(5) . . . . ?
C6A C11 C12 C3 47.47(19) . . . . ?
C6A C11 C12 O1 166.72(16) . . . . ?
C7 C6 C11 C6A 176(2) . . . . ?
C7 C6 C11 C10 -47.4(6) . . . . ?
C7 C6 C11 C12 71.8(5) . . . . ?
C7 C8 C9 C10 18.2(9) . . . . ?
C7A C6A C11 C6 0.7(14) . . . . ?
C7A C6A C11 C10 -47.6(4) . . . . ?
C7A C6A C11 C12 82.1(4) . . . . ?
C7A C8A C9A C10 7.0(7) . . . . ?
C8 C9 C10 C9A 60(3) . . . . ?
C8 C9 C10 C11 -11.4(9) . . . . ?
C8 C9 C10 C15 179.0(5) . . . . ?
C8A C9A C10 C9 -115(3) . . . . ?
C8A C9A C10 C11 4.6(7) . . . . ?
C8A C9A C10 C15 174.2(4) . . . . ?
C9 C10 C11 C6 24.1(5) . . . . ?
C9 C10 C11 C6A 37.5(5) . . . . ?
C9 C10 C11 C12 -90.8(4) . . . . ?
C9A C10 C11 C6 4.2(4) . . . . ?
C9A C10 C11 C6A 17.7(4) . . . . ?
C9A C10 C11 C12 -110.6(3) . . . . ?
C10 C11 C12 C3 179.78(10) . . . . ?
C10 C11 C12 O1 -60.96(14) . . . . ?
C11 C6 C7 C8 60.3(7) . . . . ?
C11 C6A C7A C8A 58.2(5) . . . . ?
C11 C12 O1 C1 -157.11(10) . . . . ?
C12 C3 C4 C5 52.8(3) . . . . ?
C12 C3 C4 C5A 69.6(2) . . . . ?
C13 C2 C3 C4 26.8(2) . . . . ?
C13 C2 C3 C12 146.80(14) . . . . ?
C14 C6 C7 C8 -58.9(6) . . . . ?
C14 C6 C11 C6A -61.8(15) . . . . ?
C14 C6 C11 C10 74.8(3) . . . . ?
C14 C6 C11 C12 -166.0(3) . . . . ?
C14A C6A C7A C8A -59.6(5) . . . . ?
C14A C6A C11 C6 119.2(18) . . . . ?
C14A C6A C11 C10 70.9(3) . . . . ?
C14A C6A C11 C12 -159.4(2) . . . . ?
C15 C10 C11 C6 -166.2(3) . . . . ?
C15 C10 C11 C6A -152.7(2) . . . . ?
C15 C10 C11 C12 78.94(15) . . . . ?
O1 C1 C2 C3 12.39(12) . . . . ?
O1 C1 C2 C13 -165.18(12) . . . . ?
O2 C1 C2 C3 -166.59(13) . . . . ?
O2 C1 C2 C13 15.8(2) . . . . ?
O2 C1 O1 C12 -168.40(11) . . . . ?

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
-5 -2 0 0.1119 -4.9982 -1.9966 0.0084 -1.0588 -0.1564 0.2245
0 -1 7 0.0117 0.0029 -1.0023 6.9967 -0.1746 0.9876 0.2251
0 1 -7 0.0167 -0.0029 1.0023 -6.9967 0.1746 -0.9876 -0.2251
-2 5 -1 0.0543 -1.9989 5.0034 -1.0033 -0.2623 -0.1633 -1.0086
5 1 1 0.0947 4.9985 0.9961 0.9922 1.0132 0.2914 -0.0308
-2 -5 0 0.0638 -1.9998 -4.9999 0.0086 -0.5247 -0.0926 0.8814
0 -3 -6 0.0511 -0.0030 -2.9991 -5.9924 0.0568 -0.8740 0.5340

_olex2_date_sample_data_collection 2015-07-08
_olex2_exptl_crystal_mounting_method 'oil on micromount'
_olex2_submission_special_instructions 'No special instructions were received'

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform/diethyl ether'
####################################################################### 
# 
# 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_rjkt1515
_database_code_depnum_ccdc_archive 'CCDC 1421164'
_audit_update_record             
;
2015-08-28 deposited with the CCDC.
2015-12-16 downloaded from the CCDC.
;
_audit_creation_date             2015-06-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
(4aSR,8SR,8aSR)-8-((tert-butyldimethylsilyl)oxy)-4a-methyloctahydronaphthalen-1(2H)-one
_chemical_formula_moiety         'C17 H32 O2 Si'
_chemical_formula_sum            'C17 H32 O2 Si'
_chemical_formula_weight         296.51
_chemical_melting_point          309-312
_chemical_oxdiff_formula         'C17 H32 O2 Si'
_chemical_oxdiff_usercomment     'Matthew MGL/07/40-P'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 '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           15
_space_group_name_H-M_alt        'C 1 2/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'
'-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                   23.0721(10)
_cell_length_b                   6.5804(2)
_cell_length_c                   26.2324(11)
_cell_angle_alpha                90
_cell_angle_beta                 117.509(5)
_cell_angle_gamma                90
_cell_volume                     3532.4(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4616
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      70.8340
_cell_measurement_theta_min      7.5300
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.161
_exptl_absorpt_correction_T_max  0.936
_exptl_absorpt_correction_T_min  0.887
_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_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.115
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.1481
_exptl_crystal_size_mid          0.0793
_exptl_crystal_size_min          0.0664
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            9587
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.071
_diffrn_reflns_theta_min         3.800
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -68.00   22.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -61.0000 -125.0000 90

#__ type_ start__ end____ width___ exp.time_
  2 omega  -21.00   69.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   60.0000 90

#__ type_ start__ end____ width___ exp.time_
  3 omega  -15.00   75.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000    0.0000 90

#__ type_ start__ end____ width___ exp.time_
  4 omega   32.00  122.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   61.0000 -146.0000 90

#__ type_ start__ end____ width___ exp.time_
  5 omega   23.00  111.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000  -30.0000 88

#__ type_ start__ end____ width___ exp.time_
  6 omega   23.00  111.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000 -180.0000 88

#__ type_ start__ end____ width___ exp.time_
  7 omega  -15.00   75.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000  150.0000 90

#__ type_ start__ end____ width___ exp.time_
  8 omega   86.00  178.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   50.0000 -150.0000 92

#__ type_ start__ end____ width___ exp.time_
  9 omega   38.00  105.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000   90.0000 67

#__ type_ start__ end____ width___ exp.time_
 10 omega   35.00   94.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000 -120.0000 59

#__ type_ start__ end____ width___ exp.time_
 11 omega  100.00  178.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000   60.0000 78

#__ type_ start__ end____ width___ exp.time_
 12 omega   36.00  146.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -91.0000   90.0000 110

#__ type_ start__ end____ width___ exp.time_
 13 omega   36.00   92.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000 -180.0000 56

#__ type_ start__ end____ width___ exp.time_
 14 omega   82.00  178.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   37.0000  150.0000 96

#__ type_ start__ end____ width___ exp.time_
 15 omega   35.00   94.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000 -180.0000 59

#__ type_ start__ end____ width___ exp.time_
 16 omega  -26.00   72.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   37.0000 -150.0000 98

#__ type_ start__ end____ width___ exp.time_
 17 omega   33.00   78.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000   90.0000 45

#__ type_ start__ end____ width___ exp.time_
 18 omega   33.00  123.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000  -60.0000 90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0613890000
_diffrn_orient_matrix_UB_12      0.1351427000
_diffrn_orient_matrix_UB_13      0.0268705000
_diffrn_orient_matrix_UB_21      0.0251780000
_diffrn_orient_matrix_UB_22      -0.0993002000
_diffrn_orient_matrix_UB_23      -0.0391735000
_diffrn_orient_matrix_UB_31      -0.0355464000
_diffrn_orient_matrix_UB_32      0.1633414000
_diffrn_orient_matrix_UB_33      -0.0461578000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2871
_reflns_number_total             3146
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.046
_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     187
_refine_ls_number_reflns         3146
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0349
_refine_ls_restrained_S_all      1.043
_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)+(0.0509P)²+2.7755P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0925
_refine_ls_wR_factor_ref         0.0961
_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 Ternary CH refined with riding coordinates:
 C1(H1), C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B)
2.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
C1 C 0.28733(6) 0.6375(2) 0.39752(6) 0.0163(3) Uani 1 1 d . . . . .
H1 H 0.2983 0.7506 0.4247 0.020 Uiso 1 1 calc R . . . .
C2 C 0.31115(7) 0.4382(2) 0.43010(6) 0.0207(3) Uani 1 1 d . . . . .
H2A H 0.2950 0.3262 0.4031 0.025 Uiso 1 1 calc R . . . .
H2B H 0.2932 0.4237 0.4568 0.025 Uiso 1 1 calc R . . . .
C3 C 0.38564(7) 0.4256(2) 0.46326(6) 0.0226(3) Uani 1 1 d . . . . .
H3A H 0.4017 0.5267 0.4936 0.027 Uiso 1 1 calc R . . . .
H3B H 0.3984 0.2926 0.4809 0.027 Uiso 1 1 calc R . . . .
C4 C 0.41610(6) 0.4619(2) 0.42323(6) 0.0199(3) Uani 1 1 d . . . . .
H4A H 0.4037 0.3517 0.3956 0.024 Uiso 1 1 calc R . . . .
H4B H 0.4633 0.4601 0.4457 0.024 Uiso 1 1 calc R . . . .
C5 C 0.42346(7) 0.8430(2) 0.43269(6) 0.0220(3) Uani 1 1 d . . . . .
H5A H 0.4703 0.8386 0.4503 0.033 Uiso 1 1 calc GR . . . .
H5B H 0.4095 0.8337 0.4618 0.033 Uiso 1 1 calc GR . . . .
H5C H 0.4083 0.9686 0.4121 0.033 Uiso 1 1 calc GR . . . .
C6 C 0.31875(6) 0.6707(2) 0.35828(6) 0.0150(3) Uani 1 1 d . . . . .
H6 H 0.3046 0.5581 0.3307 0.018 Uiso 1 1 calc R . . . .
C7 C 0.29852(6) 0.8651(2) 0.32348(6) 0.0185(3) Uani 1 1 d . . . . .
C8 C 0.32089(7) 0.8804(2) 0.27789(6) 0.0227(3) Uani 1 1 d . . . . .
H8A H 0.3081 1.0108 0.2587 0.027 Uiso 1 1 calc R . . . .
H8B H 0.3004 0.7744 0.2494 0.027 Uiso 1 1 calc R . . . .
C9 C 0.39576(7) 0.8575(2) 0.30596(6) 0.0242(3) Uani 1 1 d . . . . .
H9A H 0.4092 0.8451 0.2761 0.029 Uiso 1 1 calc R . . . .
H9B H 0.4160 0.9788 0.3281 0.029 Uiso 1 1 calc R . . . .
C10 C 0.41967(7) 0.6724(2) 0.34533(6) 0.0206(3) Uani 1 1 d . . . . .
H10A H 0.4671 0.6726 0.3648 0.025 Uiso 1 1 calc R . . . .
H10B H 0.4054 0.5504 0.3220 0.025 Uiso 1 1 calc R . . . .
C11 C 0.19526(7) 0.9728(2) 0.41999(7) 0.0227(3) Uani 1 1 d . . . . .
H11A H 0.2219 0.9103 0.4565 0.034 Uiso 1 1 calc GR . . . .
H11B H 0.1604 1.0468 0.4218 0.034 Uiso 1 1 calc GR . . . .
H11C H 0.2214 1.0643 0.4108 0.034 Uiso 1 1 calc GR . . . .
C12 C 0.11441(7) 0.8864(3) 0.29073(6) 0.0271(3) Uani 1 1 d . . . . .
H12A H 0.1418 0.9817 0.2843 0.041 Uiso 1 1 calc GR . . . .
H12B H 0.0764 0.9551 0.2880 0.041 Uiso 1 1 calc GR . . . .
H12C H 0.1013 0.7808 0.2623 0.041 Uiso 1 1 calc GR . . . .
C13 C 0.10371(6) 0.6057(2) 0.37903(6) 0.0182(3) Uani 1 1 d . . . . .
C14 C 0.04504(7) 0.7306(3) 0.37430(7) 0.0274(4) Uani 1 1 d . . . . .
H14A H 0.0605 0.8463 0.3993 0.041 Uiso 1 1 calc GR . . . .
H14B H 0.0184 0.6476 0.3853 0.041 Uiso 1 1 calc GR . . . .
H14C H 0.0196 0.7757 0.3354 0.041 Uiso 1 1 calc GR . . . .
C15 C 0.07930(7) 0.4291(2) 0.33595(7) 0.0260(3) Uani 1 1 d . . . . .
H15A H 0.0543 0.4819 0.2978 0.039 Uiso 1 1 calc GR . . . .
H15B H 0.0523 0.3408 0.3451 0.039 Uiso 1 1 calc GR . . . .
H15C H 0.1160 0.3543 0.3380 0.039 Uiso 1 1 calc GR . . . .
C16 C 0.13989(7) 0.5190(3) 0.44001(6) 0.0255(3) Uani 1 1 d . . . . .
H16A H 0.1777 0.4451 0.4441 0.038 Uiso 1 1 calc GR . . . .
H16B H 0.1114 0.4293 0.4468 0.038 Uiso 1 1 calc GR . . . .
H16C H 0.1533 0.6282 0.4673 0.038 Uiso 1 1 calc GR . . . .
C43 C 0.39515(6) 0.6641(2) 0.39073(6) 0.0162(3) Uani 1 1 d . . . . .
O1 O 0.21790(4) 0.62496(15) 0.36313(4) 0.0185(2) Uani 1 1 d . . . . .
O2 O 0.26942(5) 1.00138(16) 0.33311(5) 0.0262(3) Uani 1 1 d . . . . .
Si1 Si 0.16048(2) 0.77294(6) 0.36362(2) 0.01566(12) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9800 . ?
C1 C2 1.523(2) . ?
C1 C6 1.5237(17) . ?
C1 O1 1.4323(15) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.5284(18) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.5281(19) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C43 1.533(2) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C5 C43 1.5361(19) . ?
C6 H6 0.9800 . ?
C6 C7 1.5149(19) . ?
C6 C43 1.5645(17) . ?
C7 C8 1.5089(19) . ?
C7 O2 1.2147(18) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.5407(19) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.526(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C43 1.5375(18) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C11 Si1 1.8611(15) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12 Si1 1.8615(15) . ?
C13 C14 1.5388(19) . ?
C13 C15 1.535(2) . ?
C13 C16 1.532(2) . ?
C13 Si1 1.8920(14) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
O1 Si1 1.6491(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1 109.9 . . ?
C2 C1 C6 109.96(11) . . ?
C6 C1 H1 109.9 . . ?
O1 C1 H1 109.9 . . ?
O1 C1 C2 108.20(11) . . ?
O1 C1 C6 108.99(11) . . ?
C1 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
C1 C2 C3 112.65(11) . . ?
H2A C2 H2B 107.8 . . ?
C3 C2 H2A 109.1 . . ?
C3 C2 H2B 109.1 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
C4 C3 C2 110.72(12) . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C3 C4 H4A 109.0 . . ?
C3 C4 H4B 109.0 . . ?
C3 C4 C43 113.01(11) . . ?
H4A C4 H4B 107.8 . . ?
C43 C4 H4A 109.0 . . ?
C43 C4 H4B 109.0 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C43 C5 H5A 109.5 . . ?
C43 C5 H5B 109.5 . . ?
C43 C5 H5C 109.5 . . ?
C1 C6 H6 106.8 . . ?
C1 C6 C43 113.36(11) . . ?
C7 C6 C1 114.69(11) . . ?
C7 C6 H6 106.8 . . ?
C7 C6 C43 107.88(10) . . ?
C43 C6 H6 106.8 . . ?
C8 C7 C6 114.26(12) . . ?
O2 C7 C6 122.96(13) . . ?
O2 C7 C8 122.70(13) . . ?
C7 C8 H8A 109.8 . . ?
C7 C8 H8B 109.8 . . ?
C7 C8 C9 109.46(11) . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 H8A 109.8 . . ?
C9 C8 H8B 109.8 . . ?
C8 C9 H9A 109.2 . . ?
C8 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
C10 C9 C8 112.10(12) . . ?
C10 C9 H9A 109.2 . . ?
C10 C9 H9B 109.2 . . ?
C9 C10 H10A 108.8 . . ?
C9 C10 H10B 108.8 . . ?
C9 C10 C43 113.89(12) . . ?
H10A C10 H10B 107.7 . . ?
C43 C10 H10A 108.8 . . ?
C43 C10 H10B 108.8 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
Si1 C11 H11A 109.5 . . ?
Si1 C11 H11B 109.5 . . ?
Si1 C11 H11C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
C14 C13 Si1 110.01(10) . . ?
C15 C13 C14 109.57(11) . . ?
C15 C13 Si1 109.73(9) . . ?
C16 C13 C14 108.53(12) . . ?
C16 C13 C15 108.94(13) . . ?
C16 C13 Si1 110.04(9) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C4 C43 C5 110.25(11) . . ?
C4 C43 C6 108.24(11) . . ?
C4 C43 C10 109.09(11) . . ?
C5 C43 C6 111.61(11) . . ?
C5 C43 C10 109.95(11) . . ?
C10 C43 C6 107.62(11) . . ?
C1 O1 Si1 129.03(9) . . ?
C11 Si1 C12 111.40(7) . . ?
C11 Si1 C13 109.16(7) . . ?
C12 Si1 C13 109.24(7) . . ?
O1 Si1 C11 111.73(6) . . ?
O1 Si1 C12 107.96(6) . . ?
O1 Si1 C13 107.23(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
C1 C2 C3 C4 -54.99(17) . . . . ?
C1 C6 C7 C8 -170.45(11) . . . . ?
C1 C6 C7 O2 12.78(19) . . . . ?
C1 C6 C43 C4 55.19(15) . . . . ?
C1 C6 C43 C5 -66.32(15) . . . . ?
C1 C6 C43 C10 172.96(12) . . . . ?
C1 O1 Si1 C11 -2.66(13) . . . . ?
C1 O1 Si1 C12 120.18(12) . . . . ?
C1 O1 Si1 C13 -122.23(11) . . . . ?
C2 C1 C6 C7 179.93(11) . . . . ?
C2 C1 C6 C43 -55.55(15) . . . . ?
C2 C1 O1 Si1 121.94(11) . . . . ?
C2 C3 C4 C43 55.77(17) . . . . ?
C3 C4 C43 C5 67.57(15) . . . . ?
C3 C4 C43 C6 -54.76(15) . . . . ?
C3 C4 C43 C10 -171.59(11) . . . . ?
C6 C1 C2 C3 54.79(15) . . . . ?
C6 C1 O1 Si1 -118.51(11) . . . . ?
C6 C7 C8 C9 -56.66(16) . . . . ?
C7 C6 C43 C4 -176.68(11) . . . . ?
C7 C6 C43 C5 61.81(14) . . . . ?
C7 C6 C43 C10 -58.91(14) . . . . ?
C7 C8 C9 C10 49.64(17) . . . . ?
C8 C9 C10 C43 -52.89(17) . . . . ?
C9 C10 C43 C4 174.04(11) . . . . ?
C9 C10 C43 C5 -64.94(15) . . . . ?
C9 C10 C43 C6 56.82(15) . . . . ?
C14 C13 Si1 C11 64.28(11) . . . . ?
C14 C13 Si1 C12 -57.75(12) . . . . ?
C14 C13 Si1 O1 -174.51(9) . . . . ?
C15 C13 Si1 C11 -175.10(10) . . . . ?
C15 C13 Si1 C12 62.87(12) . . . . ?
C15 C13 Si1 O1 -53.89(11) . . . . ?
C16 C13 Si1 C11 -55.24(12) . . . . ?
C16 C13 Si1 C12 -177.27(10) . . . . ?
C16 C13 Si1 O1 65.97(11) . . . . ?
C43 C6 C7 C8 62.18(14) . . . . ?
C43 C6 C7 O2 -114.58(14) . . . . ?
O1 C1 C2 C3 173.72(11) . . . . ?
O1 C1 C6 C7 61.48(14) . . . . ?
O1 C1 C6 C43 -174.00(11) . . . . ?
O2 C7 C8 C9 120.11(15) . . . . ?

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
0 -1 -1 0.0332 -0.0001 -1.0000 -1.0000 -0.1620 0.1385 -0.1172
0 1 1 0.0332 0.0001 1.0000 1.0000 0.1620 -0.1385 0.1172
0 0 -1 0.0623 -0.0000 -0.0000 -1.0000 -0.0269 0.0392 0.0462
0 0 1 0.0623 0.0000 0.0000 1.0000 0.0269 -0.0392 -0.0462
-1 0 0 0.0352 -1.0000 0.0000 0.0001 -0.0614 -0.0252 0.0355
1 0 0 0.0352 1.0000 -0.0000 -0.0001 0.0614 0.0252 -0.0355
1 0 -2 0.0682 0.9999 -0.0000 -2.0000 0.0076 0.1035 0.0568
-1 0 3 0.0559 -0.9999 0.0000 2.9999 0.0192 -0.1427 -0.1029

_olex2_date_sample_data_collection 2015-06-23
_olex2_date_sample_submission    2015-06-19
_olex2_submission_special_instructions 'No special instructions were received'

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform/diethyl ether'
