# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_sujata-90-569
_database_code_depnum_ccdc_archive 'CCDC 1060831'
_audit_update_record             
;
2015-04-21 deposited with the CCDC.
2015-07-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H26 O2'
_chemical_formula_sum            'C17 H26 O2'
_chemical_formula_weight         262.38

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   5.9897(17)
_cell_length_b                   12.612(4)
_cell_length_c                   19.986(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.062(5)
_cell_angle_gamma                90.00
_cell_volume                     1501.3(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2227
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      31.4


_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.161
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             576
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6760
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Saturn724+'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10352
_diffrn_reflns_av_R_equivalents  0.0968
_diffrn_reflns_av_sigmaI/netI    0.0531
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.91
_diffrn_reflns_theta_max         24.99
_reflns_number_total             2596
_reflns_number_gt                2518
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r4'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r4'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_publication_material  'CrystalStructure 4.0'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1281P)²+0.6007P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2596
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0650
_refine_ls_wR_factor_ref         0.2264
_refine_ls_wR_factor_gt          0.1928
_refine_ls_goodness_of_fit_ref   1.207
_refine_ls_restrained_S_all      1.207
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.0871(4) 0.7408(2) 0.26332(9) 0.0673(8) Uani 1 1 d . . .
O2 O 0.7148(3) 0.94290(11) 0.41755(7) 0.0273(4) Uani 1 1 d . . .
C1 C 1.0576(3) 0.70223(16) 0.44212(10) 0.0244(5) Uani 1 1 d . . .
C2 C 0.8629(4) 0.62406(18) 0.43042(12) 0.0354(6) Uani 1 1 d . . .
H2A H 0.7796 0.6227 0.4701 0.042 Uiso 1 1 calc R . .
H2B H 0.9216 0.5531 0.4227 0.042 Uiso 1 1 calc R . .
H2C H 0.7625 0.6462 0.3910 0.042 Uiso 1 1 calc R . .
C3 C 1.2214(4) 0.66416(19) 0.50119(11) 0.0348(6) Uani 1 1 d . . .
H3A H 1.1401 0.6529 0.5406 0.042 Uiso 1 1 calc R . .
H3B H 1.3383 0.7178 0.5117 0.042 Uiso 1 1 calc R . .
H3C H 1.2908 0.5974 0.4891 0.042 Uiso 1 1 calc R . .
C4 C 1.1796(4) 0.71225(18) 0.37937(10) 0.0290(5) Uani 1 1 d . . .
H4A H 1.3184 0.7539 0.3908 0.035 Uiso 1 1 calc R . .
H4B H 1.2247 0.6405 0.3658 0.035 Uiso 1 1 calc R . .
C5 C 1.0439(4) 0.76429(18) 0.31972(10) 0.0300(5) Uani 1 1 d . . .
C6 C 0.8782(3) 0.84407(15) 0.33163(9) 0.0214(5) Uani 1 1 d . . .
C7 C 0.7485(3) 0.90712(16) 0.27570(9) 0.0216(5) Uani 1 1 d . . .
H7 H 0.8468 0.9667 0.2635 0.026 Uiso 1 1 calc R . .
C8 C 0.6431(3) 0.85508(17) 0.20920(10) 0.0265(5) Uani 1 1 d . . .
H8 H 0.5906 0.7821 0.2193 0.032 Uiso 1 1 calc R . .
C9 C 0.7927(4) 0.8484(2) 0.15234(11) 0.0383(6) Uani 1 1 d . . .
H9A H 0.8367 0.9200 0.1399 0.046 Uiso 1 1 calc R . .
H9B H 0.7104 0.8139 0.1133 0.046 Uiso 1 1 calc R . .
H9C H 0.9272 0.8069 0.1672 0.046 Uiso 1 1 calc R . .
C10 C 0.4350(4) 0.9257(2) 0.18774(12) 0.0409(6) Uani 1 1 d . . .
H10A H 0.4516 0.9605 0.1441 0.049 Uiso 1 1 calc R . .
H10B H 0.2971 0.8819 0.1827 0.049 Uiso 1 1 calc R . .
C11 C 0.4196(4) 1.00943(19) 0.24267(11) 0.0312(6) Uani 1 1 d . . .
H11A H 0.4942 1.0763 0.2317 0.037 Uiso 1 1 calc R . .
H11B H 0.2616 1.0244 0.2498 0.037 Uiso 1 1 calc R . .
C12 C 0.5440(3) 0.95555(16) 0.30371(10) 0.0231(5) Uani 1 1 d . . .
H12 H 0.4478 0.8951 0.3157 0.028 Uiso 1 1 calc R . .
C13 C 0.6050(3) 1.01805(16) 0.36785(10) 0.0237(5) Uani 1 1 d . . .
C14 C 0.7673(4) 1.10841(17) 0.36078(10) 0.0269(5) Uani 1 1 d . . .
H14A H 0.9064 1.0805 0.3458 0.032 Uiso 1 1 calc R . .
H14B H 0.8010 1.1437 0.4043 0.032 Uiso 1 1 calc R . .
H14C H 0.6996 1.1594 0.3277 0.032 Uiso 1 1 calc R . .
C15 C 0.4001(4) 1.05540(19) 0.39950(12) 0.0350(6) Uani 1 1 d . . .
H15A H 0.2954 0.9961 0.4018 0.042 Uiso 1 1 calc R . .
H15B H 0.3265 1.1125 0.3722 0.042 Uiso 1 1 calc R . .
H15C H 0.4460 1.0817 0.4450 0.042 Uiso 1 1 calc R . .
C16 C 0.8495(3) 0.86693(15) 0.39672(9) 0.0210(5) Uani 1 1 d . . .
C17 C 0.9700(4) 0.81242(16) 0.45716(10) 0.0264(5) Uani 1 1 d . . .
H17A H 0.8661 0.8062 0.4924 0.032 Uiso 1 1 calc R . .
H17B H 1.0980 0.8572 0.4754 0.032 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 C5 1.219(3) . ?
O2 C16 1.347(2) . ?
O2 C13 1.476(2) . ?
C1 C4 1.522(3) . ?
C1 C2 1.526(3) . ?
C1 C17 1.527(3) . ?
C1 C3 1.530(3) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.519(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.450(3) . ?
C6 C16 1.361(3) . ?
C6 C7 1.517(3) . ?
C7 C12 1.527(3) . ?
C7 C8 1.555(3) . ?
C7 H7 1.0000 . ?
C8 C9 1.522(3) . ?
C8 C10 1.555(3) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.533(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.521(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.516(3) . ?
C12 H12 1.0000 . ?
C13 C15 1.514(3) . ?
C13 C14 1.514(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.506(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C16 O2 C13 119.19(15) . . ?
C4 C1 C2 110.67(18) . . ?
C4 C1 C17 106.96(17) . . ?
C2 C1 C17 110.18(18) . . ?
C4 C1 C3 109.72(17) . . ?
C2 C1 C3 109.44(18) . . ?
C17 C1 C3 109.84(17) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 C1 114.77(17) . . ?
C5 C4 H4A 108.6 . . ?
C1 C4 H4A 108.6 . . ?
C5 C4 H4B 108.6 . . ?
C1 C4 H4B 108.6 . . ?
H4A C4 H4B 107.6 . . ?
O1 C5 C6 122.4(2) . . ?
O1 C5 C4 118.2(2) . . ?
C6 C5 C4 119.30(18) . . ?
C16 C6 C5 117.50(18) . . ?
C16 C6 C7 119.12(18) . . ?
C5 C6 C7 123.26(17) . . ?
C6 C7 C12 107.92(15) . . ?
C6 C7 C8 122.59(17) . . ?
C12 C7 C8 102.30(15) . . ?
C6 C7 H7 107.7 . . ?
C12 C7 H7 107.7 . . ?
C8 C7 H7 107.7 . . ?
C9 C8 C7 116.33(17) . . ?
C9 C8 C10 110.10(18) . . ?
C7 C8 C10 103.60(17) . . ?
C9 C8 H8 108.8 . . ?
C7 C8 H8 108.8 . . ?
C10 C8 H8 108.8 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C8 107.71(18) . . ?
C11 C10 H10A 110.2 . . ?
C8 C10 H10A 110.2 . . ?
C11 C10 H10B 110.2 . . ?
C8 C10 H10B 110.2 . . ?
H10A C10 H10B 108.5 . . ?
C12 C11 C10 101.85(18) . . ?
C12 C11 H11A 111.4 . . ?
C10 C11 H11A 111.4 . . ?
C12 C11 H11B 111.4 . . ?
C10 C11 H11B 111.4 . . ?
H11A C11 H11B 109.3 . . ?
C13 C12 C11 119.98(18) . . ?
C13 C12 C7 112.76(16) . . ?
C11 C12 C7 103.21(16) . . ?
C13 C12 H12 106.7 . . ?
C11 C12 H12 106.7 . . ?
C7 C12 H12 106.7 . . ?
O2 C13 C15 103.99(16) . . ?
O2 C13 C14 107.52(16) . . ?
C15 C13 C14 111.20(18) . . ?
O2 C13 C12 106.58(15) . . ?
C15 C13 C12 112.43(18) . . ?
C14 C13 C12 114.33(17) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2 C16 C6 125.92(17) . . ?
O2 C16 C17 109.20(16) . . ?
C6 C16 C17 124.86(18) . . ?
C16 C17 C1 113.78(16) . . ?
C16 C17 H17A 108.8 . . ?
C1 C17 H17A 108.8 . . ?
C16 C17 H17B 108.8 . . ?
C1 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 C4 C5 67.4(2) . . . . ?
C17 C1 C4 C5 -52.6(2) . . . . ?
C3 C1 C4 C5 -171.69(19) . . . . ?
C1 C4 C5 O1 -152.7(2) . . . . ?
C1 C4 C5 C6 31.0(3) . . . . ?
O1 C5 C6 C16 -177.5(2) . . . . ?
C4 C5 C6 C16 -1.3(3) . . . . ?
O1 C5 C6 C7 -1.6(4) . . . . ?
C4 C5 C6 C7 174.67(18) . . . . ?
C16 C6 C7 C12 -21.7(2) . . . . ?
C5 C6 C7 C12 162.35(19) . . . . ?
C16 C6 C7 C8 -139.9(2) . . . . ?
C5 C6 C7 C8 44.2(3) . . . . ?
C6 C7 C8 C9 -89.0(2) . . . . ?
C12 C7 C8 C9 150.18(19) . . . . ?
C6 C7 C8 C10 150.09(19) . . . . ?
C12 C7 C8 C10 29.2(2) . . . . ?
C9 C8 C10 C11 -128.2(2) . . . . ?
C7 C8 C10 C11 -3.1(2) . . . . ?
C8 C10 C11 C12 -24.2(2) . . . . ?
C10 C11 C12 C13 169.51(19) . . . . ?
C10 C11 C12 C7 43.0(2) . . . . ?
C6 C7 C12 C13 53.0(2) . . . . ?
C8 C7 C12 C13 -176.50(16) . . . . ?
C6 C7 C12 C11 -176.09(16) . . . . ?
C8 C7 C12 C11 -45.56(19) . . . . ?
C16 O2 C13 C15 155.57(18) . . . . ?
C16 O2 C13 C14 -86.4(2) . . . . ?
C16 O2 C13 C12 36.6(2) . . . . ?
C11 C12 C13 O2 177.84(16) . . . . ?
C7 C12 C13 O2 -60.3(2) . . . . ?
C11 C12 C13 C15 64.5(2) . . . . ?
C7 C12 C13 C15 -173.59(17) . . . . ?
C11 C12 C13 C14 -63.5(2) . . . . ?
C7 C12 C13 C14 58.4(2) . . . . ?
C13 O2 C16 C6 -7.6(3) . . . . ?
C13 O2 C16 C17 170.84(16) . . . . ?
C5 C6 C16 O2 175.53(18) . . . . ?
C7 C6 C16 O2 -0.6(3) . . . . ?
C5 C6 C16 C17 -2.7(3) . . . . ?
C7 C6 C16 C17 -178.80(18) . . . . ?
O2 C16 C17 C1 158.80(18) . . . . ?
C6 C16 C17 C1 -22.8(3) . . . . ?
C4 C1 C17 C16 48.0(2) . . . . ?
C2 C1 C17 C16 -72.3(2) . . . . ?
C3 C1 C17 C16 167.04(18) . . . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.116
