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

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

data_rks-2
_database_code_depnum_ccdc_archive 'CCDC 1444530'
_audit_update_record             
;
2015-12-28 deposited with the CCDC.
2017-05-02 downloaded from the CCDC.
;
_audit_creation_date             2015-12-28
_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         'C22 H28 O2'
_chemical_formula_sum            'C22 H28 O2'
_chemical_formula_weight         324.44
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H28 O2'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.7777(4)
_cell_length_b                   13.5678(7)
_cell_length_c                   16.7615(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1768.78(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4874
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.5270
_cell_measurement_theta_min      3.2540
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74486
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0390
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            15531
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.857
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.2096
_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  -52.00   47.00   1.0000  130.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.2678   77.0000    0.0000 99

#__ type_ start__ end____ width___ exp.time_
  2 omega  -52.00   48.00   1.0000  130.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.2678   77.0000   90.0000 100

#__ type_ start__ end____ width___ exp.time_
  3 omega    2.00   92.00   1.0000  130.0000
omega____ theta____ kappa____ phi______ frames
    -       23.3616   57.0000    0.0000 90

#__ type_ start__ end____ width___ exp.time_
  4 omega  -24.00   65.00   1.0000  130.0000
omega____ theta____ kappa____ phi______ frames
    -       23.3616  -99.0000 -150.0000 89

#__ type_ start__ end____ width___ exp.time_
  5 omega   48.00  100.00   1.0000  130.0000
omega____ theta____ kappa____ phi______ frames
    -       23.3616 -178.0000    0.0000 52
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0596837000
_diffrn_orient_matrix_UB_12      0.0370714000
_diffrn_orient_matrix_UB_13      0.0111355000
_diffrn_orient_matrix_UB_21      0.0216596000
_diffrn_orient_matrix_UB_22      0.0071239000
_diffrn_orient_matrix_UB_23      -0.0406612000
_diffrn_orient_matrix_UB_31      -0.0653630000
_diffrn_orient_matrix_UB_32      0.0362756000
_diffrn_orient_matrix_UB_33      -0.0033274000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.748
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                3649
_reflns_number_total             4056
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.51
_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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.161
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         4056
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0393
_refine_ls_restrained_S_all      1.035
_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)+(0.0536P)²+0.0098P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0911
_refine_ls_wR_factor_ref         0.0950
_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_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:
 C8(H8), C9(H9), C14(H14), C17(H17)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C11(H11A,H11B), C12(H12A,H12B), C15(H15A,H15B),
 C16(H16A,H16B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C19(H19), C21(H21)
2.d X=CH2 refined with riding coordinates:
 C20(H20A,H20B), C22(H22A,H22B)
2.e Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
;
_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 0.06663(18) 0.38129(10) 0.32341(9) 0.0245(3) Uani 1 1 d . . . . .
O2 O 0.57358(17) 1.13019(9) 0.40832(9) 0.0232(3) Uani 1 1 d . . . . .
C1 C 0.1298(2) 0.64714(13) 0.30383(12) 0.0197(4) Uani 1 1 d . . . . .
H1 H 0.0663 0.7028 0.2861 0.024 Uiso 1 1 calc R . . . .
C2 C 0.0522(2) 0.55522(14) 0.30202(12) 0.0206(4) Uani 1 1 d . . . . .
H2 H -0.0625 0.5482 0.2834 0.025 Uiso 1 1 calc R . . . .
C3 C 0.1442(2) 0.47337(13) 0.32781(12) 0.0194(4) Uani 1 1 d . . . . .
C4 C 0.3114(2) 0.48474(13) 0.35473(12) 0.0189(4) Uani 1 1 d . . . . .
H4 H 0.3743 0.4285 0.3718 0.023 Uiso 1 1 calc R . . . .
C5 C 0.3891(2) 0.57752(13) 0.35716(12) 0.0174(4) Uani 1 1 d . . . . .
C6 C 0.5708(2) 0.58385(13) 0.38889(12) 0.0195(4) Uani 1 1 d . . . . .
H6A H 0.6386 0.5282 0.3673 0.023 Uiso 1 1 calc R . . . .
H6B H 0.5682 0.5772 0.4477 0.023 Uiso 1 1 calc R . . . .
C7 C 0.6596(2) 0.68024(13) 0.36713(12) 0.0196(4) Uani 1 1 d . . . . .
H7A H 0.6913 0.6794 0.3099 0.024 Uiso 1 1 calc R . . . .
H7B H 0.7663 0.6874 0.3988 0.024 Uiso 1 1 calc R . . . .
C8 C 0.5407(2) 0.76738(13) 0.38364(12) 0.0167(4) Uani 1 1 d . . . . .
H8 H 0.4984 0.7628 0.4399 0.020 Uiso 1 1 calc R . . . .
C9 C 0.3852(2) 0.76206(13) 0.32679(12) 0.0175(4) Uani 1 1 d . . . . .
H9 H 0.4326 0.7683 0.2716 0.021 Uiso 1 1 calc R . . . .
C10 C 0.2985(2) 0.66094(12) 0.33085(12) 0.0166(4) Uani 1 1 d . . . . .
C11 C 0.2630(2) 0.85014(13) 0.33841(13) 0.0213(4) Uani 1 1 d . . . . .
H11A H 0.2069 0.8447 0.3912 0.026 Uiso 1 1 calc R . . . .
H11B H 0.1720 0.8477 0.2972 0.026 Uiso 1 1 calc R . . . .
C12 C 0.3567(2) 0.94988(13) 0.33303(13) 0.0223(4) Uani 1 1 d . . . . .
H12A H 0.3977 0.9601 0.2777 0.027 Uiso 1 1 calc R . . . .
H12B H 0.2751 1.0035 0.3459 0.027 Uiso 1 1 calc R . . . .
C13 C 0.5097(2) 0.95483(13) 0.39016(12) 0.0178(4) Uani 1 1 d . . . . .
C14 C 0.6282(2) 0.86657(12) 0.37220(12) 0.0169(4) Uani 1 1 d . . . . .
H14 H 0.6596 0.8712 0.3145 0.020 Uiso 1 1 calc R . . . .
C15 C 0.7929(2) 0.88939(14) 0.41987(13) 0.0230(4) Uani 1 1 d . . . . .
H15A H 0.8945 0.8578 0.3951 0.028 Uiso 1 1 calc R . . . .
H15B H 0.7824 0.8666 0.4758 0.028 Uiso 1 1 calc R . . . .
C16 C 0.8060(3) 1.00387(14) 0.41563(13) 0.0227(4) Uani 1 1 d . . . . .
H16A H 0.8174 1.0323 0.4698 0.027 Uiso 1 1 calc R . . . .
H16B H 0.9068 1.0240 0.3834 0.027 Uiso 1 1 calc R . . . .
C17 C 0.6372(2) 1.03897(13) 0.37582(12) 0.0188(4) Uani 1 1 d . . . . .
H17 H 0.6563 1.0469 0.3172 0.023 Uiso 1 1 calc R . . . .
C18 C 0.4483(3) 0.95714(14) 0.47707(12) 0.0230(4) Uani 1 1 d . . . . .
H18A H 0.5480 0.9568 0.5128 0.035 Uiso 1 1 calc GR . . . .
H18B H 0.3768 0.8991 0.4877 0.035 Uiso 1 1 calc GR . . . .
H18C H 0.3806 1.0170 0.4862 0.035 Uiso 1 1 calc GR . . . .
C19 C 0.1198(3) 0.31454(14) 0.38098(13) 0.0255(4) Uani 1 1 d . . . . .
H19 H 0.1237 0.3352 0.4351 0.031 Uiso 1 1 calc R . . . .
C20 C 0.1646(3) 0.22463(15) 0.36358(14) 0.0308(5) Uani 1 1 d . . . . .
H20A H 0.1615 0.2027 0.3098 0.037 Uiso 1 1 calc R . . . .
H20B H 0.2003 0.1810 0.4047 0.037 Uiso 1 1 calc R . . . .
C21 C 0.6741(3) 1.21040(14) 0.39376(13) 0.0258(5) Uani 1 1 d . . . . .
H21 H 0.7734 1.2027 0.3614 0.031 Uiso 1 1 calc R . . . .
C22 C 0.6387(3) 1.29834(15) 0.42294(15) 0.0324(5) Uani 1 1 d . . . . .
H22A H 0.5400 1.3075 0.4555 0.039 Uiso 1 1 calc R . . . .
H22B H 0.7120 1.3525 0.4114 0.039 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 C3 1.389(2) . ?
O1 C19 1.387(2) . ?
O2 C17 1.440(2) . ?
O2 C21 1.362(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.386(2) . ?
C1 C10 1.400(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.390(3) . ?
C3 C4 1.385(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.397(2) . ?
C5 C6 1.512(3) . ?
C5 C10 1.404(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.523(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.526(2) . ?
C8 H8 1.0000 . ?
C8 C9 1.541(2) . ?
C8 C14 1.520(2) . ?
C9 H9 1.0000 . ?
C9 C10 1.530(2) . ?
C9 C11 1.539(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.540(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.529(3) . ?
C13 C14 1.541(2) . ?
C13 C17 1.531(2) . ?
C13 C18 1.533(3) . ?
C14 H14 1.0000 . ?
C14 C15 1.541(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.558(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.548(3) . ?
C17 H17 1.0000 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19 0.9500 . ?
C19 C20 1.302(3) . ?
C20 H20A 0.9500 . ?
C20 H20B 0.9500 . ?
C21 H21 0.9500 . ?
C21 C22 1.318(3) . ?
C22 H22A 0.9500 . ?
C22 H22B 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 O1 C3 114.88(15) . . ?
C21 O2 C17 114.94(15) . . ?
C2 C1 H1 118.8 . . ?
C2 C1 C10 122.37(17) . . ?
C10 C1 H1 118.8 . . ?
C1 C2 H2 120.4 . . ?
C1 C2 C3 119.21(17) . . ?
C3 C2 H2 120.4 . . ?
O1 C3 C2 118.57(16) . . ?
C4 C3 O1 121.69(17) . . ?
C4 C3 C2 119.71(17) . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.05(17) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 117.74(15) . . ?
C4 C5 C10 120.02(16) . . ?
C10 C5 C6 122.24(16) . . ?
C5 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
C5 C6 C7 112.85(15) . . ?
H6A C6 H6B 107.8 . . ?
C7 C6 H6A 109.0 . . ?
C7 C6 H6B 109.0 . . ?
C6 C7 H7A 109.6 . . ?
C6 C7 H7B 109.6 . . ?
C6 C7 C8 110.30(14) . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 H7A 109.6 . . ?
C8 C7 H7B 109.6 . . ?
C7 C8 H8 108.8 . . ?
C7 C8 C9 109.10(15) . . ?
C9 C8 H8 108.8 . . ?
C14 C8 C7 113.05(14) . . ?
C14 C8 H8 108.8 . . ?
C14 C8 C9 108.35(14) . . ?
C8 C9 H9 106.2 . . ?
C10 C9 C8 111.12(15) . . ?
C10 C9 H9 106.2 . . ?
C10 C9 C11 114.73(15) . . ?
C11 C9 C8 111.71(15) . . ?
C11 C9 H9 106.2 . . ?
C1 C10 C5 117.64(16) . . ?
C1 C10 C9 121.22(16) . . ?
C5 C10 C9 121.02(16) . . ?
C9 C11 H11A 109.1 . . ?
C9 C11 H11B 109.1 . . ?
C9 C11 C12 112.50(15) . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 C11 111.74(15) . . ?
C13 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
C12 C13 C14 107.99(15) . . ?
C12 C13 C17 116.01(15) . . ?
C12 C13 C18 110.68(16) . . ?
C17 C13 C14 99.29(14) . . ?
C17 C13 C18 109.63(15) . . ?
C18 C13 C14 112.83(15) . . ?
C8 C14 C13 113.30(14) . . ?
C8 C14 H14 106.6 . . ?
C8 C14 C15 118.99(15) . . ?
C13 C14 H14 106.6 . . ?
C13 C14 C15 103.86(14) . . ?
C15 C14 H14 106.6 . . ?
C14 C15 H15A 111.1 . . ?
C14 C15 H15B 111.1 . . ?
C14 C15 C16 103.37(15) . . ?
H15A C15 H15B 109.1 . . ?
C16 C15 H15A 111.1 . . ?
C16 C15 H15B 111.1 . . ?
C15 C16 H16A 110.6 . . ?
C15 C16 H16B 110.6 . . ?
H16A C16 H16B 108.7 . . ?
C17 C16 C15 105.70(15) . . ?
C17 C16 H16A 110.6 . . ?
C17 C16 H16B 110.6 . . ?
O2 C17 C13 111.03(15) . . ?
O2 C17 C16 113.13(16) . . ?
O2 C17 H17 109.3 . . ?
C13 C17 C16 104.61(14) . . ?
C13 C17 H17 109.3 . . ?
C16 C17 H17 109.3 . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O1 C19 H19 118.8 . . ?
C20 C19 O1 122.4(2) . . ?
C20 C19 H19 118.8 . . ?
C19 C20 H20A 120.0 . . ?
C19 C20 H20B 120.0 . . ?
H20A C20 H20B 120.0 . . ?
O2 C21 H21 118.8 . . ?
C22 C21 O2 122.5(2) . . ?
C22 C21 H21 118.8 . . ?
C21 C22 H22A 120.0 . . ?
C21 C22 H22B 120.0 . . ?
H22A C22 H22B 120.0 . . ?

_shelx_SHELXL_version_number     2014/7
_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_rks-1
_database_code_depnum_ccdc_archive 'CCDC 1444527'
_audit_update_record             
;
2015-12-28 deposited with the CCDC.
2017-05-02 downloaded from the CCDC.
;
_audit_creation_date             2015-12-28
_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         'C29 H48 O'
_chemical_formula_sum            'C29 H48 O'
_chemical_formula_weight         412.67
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C29 H48 O'
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   12.6051(8)
_cell_length_b                   8.5936(3)
_cell_length_c                   13.0034(8)
_cell_angle_alpha                90
_cell_angle_beta                 117.576(8)
_cell_angle_gamma                90
_cell_volume                     1248.56(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3089
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.6130
_cell_measurement_theta_min      3.6130
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94926
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.098
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_unetI/netI     0.0568
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10184
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.491
_diffrn_reflns_theta_min         2.957
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.2096
_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  -23.00   16.00   1.0000   22.3500
omega____ theta____ kappa____ phi______ frames
    -      -20.4081  -99.0000 -150.0000 39

#__ type_ start__ end____ width___ exp.time_
  2 omega    0.00   89.00   1.0000   22.3500
omega____ theta____ kappa____ phi______ frames
    -       21.3456   57.0000   60.0000 89

#__ type_ start__ end____ width___ exp.time_
  3 omega  -51.00   47.00   1.0000   22.3500
omega____ theta____ kappa____ phi______ frames
    -       21.3456  -38.0000   90.0000 98

#__ type_ start__ end____ width___ exp.time_
  4 omega   22.00   50.00   1.0000   22.3500
omega____ theta____ kappa____ phi______ frames
    -      -20.4081   77.0000  150.0000 28

#__ type_ start__ end____ width___ exp.time_
  5 omega  -13.00   59.00   1.0000   22.3500
omega____ theta____ kappa____ phi______ frames
    -       21.3456  -99.0000 -120.0000 72

#__ type_ start__ end____ width___ exp.time_
  6 omega   13.00   65.00   1.0000   22.3500
omega____ theta____ kappa____ phi______ frames
    -       21.3456   57.0000 -180.0000 52

#__ type_ start__ end____ width___ exp.time_
  7 omega   27.00   53.00   1.0000   22.3500
omega____ theta____ kappa____ phi______ frames
    -       21.3456   57.0000  -60.0000 26
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0623932000
_diffrn_orient_matrix_UB_12      0.0122391000
_diffrn_orient_matrix_UB_13      0.0215627000
_diffrn_orient_matrix_UB_21      0.0066400000
_diffrn_orient_matrix_UB_22      0.0074469000
_diffrn_orient_matrix_UB_23      0.0569651000
_diffrn_orient_matrix_UB_31      0.0099864000
_diffrn_orient_matrix_UB_32      -0.0812655000
_diffrn_orient_matrix_UB_33      0.0084828000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.875
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                4853
_reflns_number_total             5695
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         5695
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0426
_refine_ls_restrained_S_all      1.008
_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)+(0.0428P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0855
_refine_ls_wR_factor_ref         0.0929
_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_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), C8(H8), C9(H9), C14(H14), C17(H17), C20(H20), C25(H25)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C4(H4A,H4B), C7(H7A,H7B), C11(H11A,H11B), C12(H12A,
 H12B), C15(H15A,H15B), C16(H16A,H16B), C22(H22A,H22B), C23(H23A,H23B),
 C24(H24A,H24B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C28(H28)
2.d X=CH2 refined with riding coordinates:
 C29(H29A,H29B)
2.e Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C26(H26A,H26B,
 H26C), C27(H27A,H27B,H27C)
;
_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 0.02126(13) 0.31285(19) 0.59858(14) 0.0243(4) Uani 1 1 d . . . . .
C1 C 0.12657(19) 0.2286(3) 0.37859(19) 0.0167(5) Uani 1 1 d . . . . .
H1A H 0.0807 0.2261 0.2929 0.020 Uiso 1 1 calc R . . . .
H1B H 0.1610 0.1237 0.4048 0.020 Uiso 1 1 calc R . . . .
C2 C 0.04026(19) 0.2644(3) 0.42831(19) 0.0206(5) Uani 1 1 d . . . . .
H2A H 0.0002 0.3654 0.3977 0.025 Uiso 1 1 calc R . . . .
H2B H -0.0221 0.1827 0.4040 0.025 Uiso 1 1 calc R . . . .
C3 C 0.10751(19) 0.2711(3) 0.55921(19) 0.0180(5) Uani 1 1 d . . . . .
H3 H 0.1421 0.1665 0.5906 0.022 Uiso 1 1 calc R . . . .
C4 C 0.2075(2) 0.3918(2) 0.59924(19) 0.0185(5) Uani 1 1 d . . . . .
H4A H 0.1719 0.4969 0.5778 0.022 Uiso 1 1 calc R . . . .
H4B H 0.2545 0.3875 0.6848 0.022 Uiso 1 1 calc R . . . .
C5 C 0.29061(19) 0.3650(2) 0.54578(18) 0.0143(4) Uani 1 1 d . . . . .
C6 C 0.40870(19) 0.3623(2) 0.61142(18) 0.0149(4) Uani 1 1 d . . . . .
H6 H 0.4386 0.3708 0.6930 0.018 Uiso 1 1 calc R . . . .
C7 C 0.49813(18) 0.3468(2) 0.56614(17) 0.0142(4) Uani 1 1 d . . . . .
H7A H 0.5346 0.2419 0.5853 0.017 Uiso 1 1 calc R . . . .
H7B H 0.5627 0.4241 0.6053 0.017 Uiso 1 1 calc R . . . .
C8 C 0.44196(18) 0.3713(2) 0.43494(17) 0.0130(4) Uani 1 1 d . . . . .
H8 H 0.4265 0.4850 0.4186 0.016 Uiso 1 1 calc R . . . .
C9 C 0.32179(18) 0.2848(2) 0.37472(17) 0.0128(4) Uani 1 1 d . . . . .
H9 H 0.3385 0.1741 0.4012 0.015 Uiso 1 1 calc R . . . .
C10 C 0.23034(18) 0.3470(2) 0.41393(17) 0.0141(4) Uani 1 1 d . . . . .
C11 C 0.27143(19) 0.2820(3) 0.24190(18) 0.0163(4) Uani 1 1 d . . . . .
H11A H 0.2028 0.2093 0.2089 0.020 Uiso 1 1 calc R . . . .
H11B H 0.2409 0.3871 0.2112 0.020 Uiso 1 1 calc R . . . .
C12 C 0.36207(19) 0.2334(2) 0.20004(18) 0.0166(5) Uani 1 1 d . . . . .
H12A H 0.3247 0.2426 0.1145 0.020 Uiso 1 1 calc R . . . .
H12B H 0.3846 0.1232 0.2207 0.020 Uiso 1 1 calc R . . . .
C13 C 0.47506(18) 0.3353(2) 0.25469(17) 0.0135(4) Uani 1 1 d . . . . .
C14 C 0.52589(18) 0.3172(2) 0.38736(17) 0.0129(4) Uani 1 1 d . . . . .
H14 H 0.5389 0.2033 0.4042 0.016 Uiso 1 1 calc R . . . .
C15 C 0.65006(19) 0.3914(2) 0.43701(18) 0.0158(5) Uani 1 1 d . . . . .
H15A H 0.7041 0.3475 0.5142 0.019 Uiso 1 1 calc R . . . .
H15B H 0.6453 0.5056 0.4442 0.019 Uiso 1 1 calc R . . . .
C16 C 0.69370(19) 0.3499(3) 0.34728(18) 0.0178(5) Uani 1 1 d . . . . .
H16A H 0.7592 0.2725 0.3802 0.021 Uiso 1 1 calc R . . . .
H16B H 0.7240 0.4440 0.3255 0.021 Uiso 1 1 calc R . . . .
C17 C 0.58448(18) 0.2812(3) 0.23874(17) 0.0144(4) Uani 1 1 d . . . . .
H17 H 0.5892 0.1652 0.2457 0.017 Uiso 1 1 calc R . . . .
C18 C 0.4448(2) 0.5059(2) 0.21551(18) 0.0166(5) Uani 1 1 d . . . . .
H18A H 0.3899 0.5473 0.2430 0.025 Uiso 1 1 calc GR . . . .
H18B H 0.4067 0.5112 0.1306 0.025 Uiso 1 1 calc GR . . . .
H18C H 0.5184 0.5678 0.2480 0.025 Uiso 1 1 calc GR . . . .
C19 C 0.1796(2) 0.5072(2) 0.3589(2) 0.0201(5) Uani 1 1 d . . . . .
H19A H 0.2454 0.5754 0.3672 0.030 Uiso 1 1 calc GR . . . .
H19B H 0.1373 0.5541 0.3982 0.030 Uiso 1 1 calc GR . . . .
H19C H 0.1238 0.4935 0.2764 0.030 Uiso 1 1 calc GR . . . .
C20 C 0.58748(19) 0.3251(3) 0.12554(18) 0.0168(5) Uani 1 1 d . . . . .
H20 H 0.5834 0.4412 0.1196 0.020 Uiso 1 1 calc R . . . .
C21 C 0.4804(2) 0.2610(3) 0.0174(2) 0.0292(6) Uani 1 1 d . . . . .
H21A H 0.4748 0.1483 0.0256 0.044 Uiso 1 1 calc GR . . . .
H21B H 0.4910 0.2828 -0.0512 0.044 Uiso 1 1 calc GR . . . .
H21C H 0.4068 0.3109 0.0088 0.044 Uiso 1 1 calc GR . . . .
C22 C 0.7054(2) 0.2747(3) 0.12715(19) 0.0202(5) Uani 1 1 d . . . . .
H22A H 0.7732 0.3069 0.2017 0.024 Uiso 1 1 calc R . . . .
H22B H 0.7069 0.1598 0.1226 0.024 Uiso 1 1 calc R . . . .
C23 C 0.7222(2) 0.3445(3) 0.02716(19) 0.0202(5) Uani 1 1 d . . . . .
H23A H 0.6661 0.2929 -0.0461 0.024 Uiso 1 1 calc R . . . .
H23B H 0.7010 0.4564 0.0200 0.024 Uiso 1 1 calc R . . . .
C24 C 0.84959(19) 0.3280(3) 0.04266(18) 0.0192(5) Uani 1 1 d . . . . .
H24A H 0.8679 0.2160 0.0426 0.023 Uiso 1 1 calc R . . . .
H24B H 0.9062 0.3709 0.1193 0.023 Uiso 1 1 calc R . . . .
C25 C 0.8701(2) 0.4101(3) -0.05116(19) 0.0164(5) Uani 1 1 d . . . . .
H25 H 0.8443 0.5209 -0.0548 0.020 Uiso 1 1 calc R . . . .
C26 C 0.7961(2) 0.3381(3) -0.17073(18) 0.0229(5) Uani 1 1 d . . . . .
H26A H 0.8212 0.2300 -0.1701 0.034 Uiso 1 1 calc GR . . . .
H26B H 0.8085 0.3974 -0.2287 0.034 Uiso 1 1 calc GR . . . .
H26C H 0.7112 0.3407 -0.1902 0.034 Uiso 1 1 calc GR . . . .
C27 C 1.0021(2) 0.4100(3) -0.0207(2) 0.0242(5) Uani 1 1 d . . . . .
H27A H 1.0477 0.4669 0.0521 0.036 Uiso 1 1 calc GR . . . .
H27B H 1.0125 0.4606 -0.0829 0.036 Uiso 1 1 calc GR . . . .
H27C H 1.0311 0.3026 -0.0115 0.036 Uiso 1 1 calc GR . . . .
C28 C 0.0518(2) 0.2867(3) 0.7124(2) 0.0263(6) Uani 1 1 d . . . . .
H28 H -0.0049 0.3220 0.7360 0.032 Uiso 1 1 calc R . . . .
C29 C 0.1473(2) 0.2203(3) 0.7942(2) 0.0306(6) Uani 1 1 d . . . . .
H29A H 0.2082 0.1819 0.7773 0.037 Uiso 1 1 calc R . . . .
H29B H 0.1556 0.2107 0.8703 0.037 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 C3 1.445(2) . ?
O1 C28 1.364(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.532(3) . ?
C1 C10 1.549(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.511(3) . ?
C3 H3 1.0000 . ?
C3 C4 1.526(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.519(3) . ?
C5 C6 1.330(3) . ?
C5 C10 1.528(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.500(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.529(3) . ?
C8 H8 1.0000 . ?
C8 C9 1.537(3) . ?
C8 C14 1.525(3) . ?
C9 H9 1.0000 . ?
C9 C10 1.555(3) . ?
C9 C11 1.540(3) . ?
C10 C19 1.547(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.533(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.537(3) . ?
C13 C14 1.545(3) . ?
C13 C17 1.558(3) . ?
C13 C18 1.542(3) . ?
C14 H14 1.0000 . ?
C14 C15 1.529(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.545(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.561(3) . ?
C17 H17 1.0000 . ?
C17 C20 1.537(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20 1.0000 . ?
C20 C21 1.531(3) . ?
C20 C22 1.539(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.533(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.530(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.531(3) . ?
C25 H25 1.0000 . ?
C25 C26 1.525(3) . ?
C25 C27 1.521(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28 0.9500 . ?
C28 C29 1.312(3) . ?
C29 H29A 0.9500 . ?
C29 H29B 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C28 O1 C3 117.53(18) . . ?
H1A C1 H1B 107.6 . . ?
C2 C1 H1A 108.7 . . ?
C2 C1 H1B 108.7 . . ?
C2 C1 C10 114.19(17) . . ?
C10 C1 H1A 108.7 . . ?
C10 C1 H1B 108.7 . . ?
C1 C2 H2A 109.6 . . ?
C1 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
C3 C2 C1 110.20(17) . . ?
C3 C2 H2A 109.6 . . ?
C3 C2 H2B 109.6 . . ?
O1 C3 C2 106.66(17) . . ?
O1 C3 H3 109.7 . . ?
O1 C3 C4 110.42(17) . . ?
C2 C3 H3 109.7 . . ?
C2 C3 C4 110.76(17) . . ?
C4 C3 H3 109.7 . . ?
C3 C4 H4A 109.2 . . ?
C3 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 C3 112.14(17) . . ?
C5 C4 H4A 109.2 . . ?
C5 C4 H4B 109.2 . . ?
C4 C5 C10 116.03(18) . . ?
C6 C5 C4 120.86(19) . . ?
C6 C5 C10 123.08(18) . . ?
C5 C6 H6 117.6 . . ?
C5 C6 C7 124.82(18) . . ?
C7 C6 H6 117.6 . . ?
C6 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
C6 C7 C8 112.45(17) . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 H7A 109.1 . . ?
C8 C7 H7B 109.1 . . ?
C7 C8 H8 108.4 . . ?
C7 C8 C9 109.88(16) . . ?
C9 C8 H8 108.4 . . ?
C14 C8 C7 111.16(16) . . ?
C14 C8 H8 108.4 . . ?
C14 C8 C9 110.55(16) . . ?
C8 C9 H9 106.5 . . ?
C8 C9 C10 111.84(16) . . ?
C8 C9 C11 112.11(16) . . ?
C10 C9 H9 106.5 . . ?
C11 C9 H9 106.5 . . ?
C11 C9 C10 112.94(17) . . ?
C1 C10 C9 109.22(16) . . ?
C5 C10 C1 108.20(16) . . ?
C5 C10 C9 110.10(17) . . ?
C5 C10 C19 108.26(17) . . ?
C19 C10 C1 109.60(17) . . ?
C19 C10 C9 111.39(16) . . ?
C9 C11 H11A 108.6 . . ?
C9 C11 H11B 108.6 . . ?
H11A C11 H11B 107.6 . . ?
C12 C11 C9 114.47(17) . . ?
C12 C11 H11A 108.6 . . ?
C12 C11 H11B 108.6 . . ?
C11 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
C11 C12 C13 111.34(17) . . ?
H12A C12 H12B 108.0 . . ?
C13 C12 H12A 109.4 . . ?
C13 C12 H12B 109.4 . . ?
C12 C13 C14 105.99(16) . . ?
C12 C13 C17 117.17(17) . . ?
C12 C13 C18 110.75(18) . . ?
C14 C13 C17 100.58(16) . . ?
C18 C13 C14 112.09(17) . . ?
C18 C13 C17 109.81(17) . . ?
C8 C14 C13 114.55(16) . . ?
C8 C14 H14 106.5 . . ?
C8 C14 C15 117.92(17) . . ?
C13 C14 H14 106.5 . . ?
C15 C14 C13 104.11(16) . . ?
C15 C14 H14 106.5 . . ?
C14 C15 H15A 111.0 . . ?
C14 C15 H15B 111.0 . . ?
C14 C15 C16 103.74(17) . . ?
H15A C15 H15B 109.0 . . ?
C16 C15 H15A 111.0 . . ?
C16 C15 H15B 111.0 . . ?
C15 C16 H16A 110.3 . . ?
C15 C16 H16B 110.3 . . ?
C15 C16 C17 107.27(16) . . ?
H16A C16 H16B 108.5 . . ?
C17 C16 H16A 110.3 . . ?
C17 C16 H16B 110.3 . . ?
C13 C17 C16 103.39(16) . . ?
C13 C17 H17 107.7 . . ?
C16 C17 H17 107.7 . . ?
C20 C17 C13 118.05(17) . . ?
C20 C17 C16 111.75(16) . . ?
C20 C17 H17 107.7 . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C10 C19 H19A 109.5 . . ?
C10 C19 H19B 109.5 . . ?
C10 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20 107.2 . . ?
C17 C20 C22 111.70(17) . . ?
C21 C20 C17 112.87(17) . . ?
C21 C20 H20 107.2 . . ?
C21 C20 C22 110.30(18) . . ?
C22 C20 H20 107.2 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.0 . . ?
C20 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C23 C22 C20 112.96(18) . . ?
C23 C22 H22A 109.0 . . ?
C23 C22 H22B 109.0 . . ?
C22 C23 H23A 108.8 . . ?
C22 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
C24 C23 C22 113.61(19) . . ?
C24 C23 H23A 108.8 . . ?
C24 C23 H23B 108.8 . . ?
C23 C24 H24A 108.8 . . ?
C23 C24 H24B 108.8 . . ?
C23 C24 C25 113.96(18) . . ?
H24A C24 H24B 107.7 . . ?
C25 C24 H24A 108.8 . . ?
C25 C24 H24B 108.8 . . ?
C24 C25 H25 107.8 . . ?
C26 C25 C24 112.10(18) . . ?
C26 C25 H25 107.8 . . ?
C27 C25 C24 111.07(18) . . ?
C27 C25 H25 107.8 . . ?
C27 C25 C26 110.13(18) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O1 C28 H28 114.9 . . ?
C29 C28 O1 130.1(2) . . ?
C29 C28 H28 114.9 . . ?
C28 C29 H29A 120.0 . . ?
C28 C29 H29B 120.0 . . ?
H29A C29 H29B 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
O1 C3 C4 C5 -171.95(17) . . . . ?
C1 C2 C3 O1 177.20(17) . . . . ?
C1 C2 C3 C4 57.0(2) . . . . ?
C2 C1 C10 C5 51.4(2) . . . . ?
C2 C1 C10 C9 171.27(17) . . . . ?
C2 C1 C10 C19 -66.4(2) . . . . ?
C2 C3 C4 C5 -54.0(2) . . . . ?
C3 O1 C28 C29 -4.0(4) . . . . ?
C3 C4 C5 C6 -130.5(2) . . . . ?
C3 C4 C5 C10 51.3(2) . . . . ?
C4 C5 C6 C7 -175.96(19) . . . . ?
C4 C5 C10 C1 -48.3(2) . . . . ?
C4 C5 C10 C9 -167.56(17) . . . . ?
C4 C5 C10 C19 70.4(2) . . . . ?
C5 C6 C7 C8 13.1(3) . . . . ?
C6 C5 C10 C1 133.6(2) . . . . ?
C6 C5 C10 C9 14.3(3) . . . . ?
C6 C5 C10 C19 -107.7(2) . . . . ?
C6 C7 C8 C9 -43.6(2) . . . . ?
C6 C7 C8 C14 -166.29(17) . . . . ?
C7 C8 C9 C10 61.7(2) . . . . ?
C7 C8 C9 C11 -170.32(16) . . . . ?
C7 C8 C14 C13 179.02(17) . . . . ?
C7 C8 C14 C15 -57.9(2) . . . . ?
C8 C9 C10 C1 -164.31(17) . . . . ?
C8 C9 C10 C5 -45.6(2) . . . . ?
C8 C9 C10 C19 74.5(2) . . . . ?
C8 C9 C11 C12 48.0(2) . . . . ?
C8 C14 C15 C16 -163.41(17) . . . . ?
C9 C8 C14 C13 56.7(2) . . . . ?
C9 C8 C14 C15 179.75(17) . . . . ?
C9 C11 C12 C13 -54.6(2) . . . . ?
C10 C1 C2 C3 -57.7(2) . . . . ?
C10 C5 C6 C7 2.1(3) . . . . ?
C10 C9 C11 C12 175.48(18) . . . . ?
C11 C9 C10 C1 68.1(2) . . . . ?
C11 C9 C10 C5 -173.21(17) . . . . ?
C11 C9 C10 C19 -53.1(2) . . . . ?
C11 C12 C13 C14 57.8(2) . . . . ?
C11 C12 C13 C17 169.01(17) . . . . ?
C11 C12 C13 C18 -64.0(2) . . . . ?
C12 C13 C14 C8 -61.2(2) . . . . ?
C12 C13 C14 C15 168.62(16) . . . . ?
C12 C13 C17 C16 -152.59(17) . . . . ?
C12 C13 C17 C20 83.5(2) . . . . ?
C13 C14 C15 C16 -35.2(2) . . . . ?
C13 C17 C20 C21 -59.5(2) . . . . ?
C13 C17 C20 C22 175.49(19) . . . . ?
C14 C8 C9 C10 -175.28(16) . . . . ?
C14 C8 C9 C11 -47.3(2) . . . . ?
C14 C13 C17 C16 -38.3(2) . . . . ?
C14 C13 C17 C20 -162.28(17) . . . . ?
C14 C15 C16 C17 10.5(2) . . . . ?
C15 C16 C17 C13 17.6(2) . . . . ?
C15 C16 C17 C20 145.62(17) . . . . ?
C16 C17 C20 C21 -179.2(2) . . . . ?
C16 C17 C20 C22 55.8(2) . . . . ?
C17 C13 C14 C8 176.36(17) . . . . ?
C17 C13 C14 C15 46.16(19) . . . . ?
C17 C20 C22 C23 -168.52(17) . . . . ?
C18 C13 C14 C8 59.8(2) . . . . ?
C18 C13 C14 C15 -70.4(2) . . . . ?
C18 C13 C17 C16 80.0(2) . . . . ?
C18 C13 C17 C20 -44.0(2) . . . . ?
C20 C22 C23 C24 166.42(19) . . . . ?
C21 C20 C22 C23 65.1(2) . . . . ?
C22 C23 C24 C25 -174.79(18) . . . . ?
C23 C24 C25 C26 -65.0(3) . . . . ?
C23 C24 C25 C27 171.36(19) . . . . ?
C28 O1 C3 C2 163.04(19) . . . . ?
C28 O1 C3 C4 -76.6(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
