data_2005src1569
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 Dr. N. Greeves
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety           'C18 H26 O'
_chemical_formula_sum
 'C18 H26 O'
_chemical_formula_weight          258.39
 
loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 '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    P2(1)/c
_symmetry_space_group_name_hall   '-P 2ybc'
 
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                    7.8292(3)
_cell_length_b                    8.3124(4)
_cell_length_c                    24.1663(9)
_cell_angle_alpha                 90.00
_cell_angle_beta                  99.150(2)
_cell_angle_gamma                 90.00
_cell_volume                      1552.72(11)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     3684
_cell_measurement_theta_min       2.910
_cell_measurement_theta_max       27.485
 
_exptl_crystal_description        Slab
_exptl_crystal_colour             Colourless
_exptl_crystal_size_max           0.28
_exptl_crystal_size_mid           0.18
_exptl_crystal_size_min           0.06
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.105
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              568
_exptl_absorpt_coefficient_mu     0.066
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9818
_exptl_absorpt_correction_T_max   0.9961
_exptl_absorpt_process_details       'SADABS V2.10 (Sheldrick, G.M., 2003)'

_diffrn_ambient_temperature           120(2)
_diffrn_radiation_wavelength           0.71073
_diffrn_radiation_type                      MoK\a
_diffrn_radiation_source                  'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_monochromator    '10cm confocal mirrors'
_diffrn_measurement_device_type  'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method          'φ & ω scans'
_diffrn_detector_area_resol_mean   9.091
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             16525
_diffrn_reflns_av_R_equivalents   0.0483
_diffrn_reflns_av_sigmaI/netI     0.0429
_diffrn_reflns_limit_h_min        -10
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_k_min        -10
_diffrn_reflns_limit_k_max        10
_diffrn_reflns_limit_l_min        -31
_diffrn_reflns_limit_l_max        31
_diffrn_reflns_theta_min          2.99
_diffrn_reflns_theta_max          27.48
_reflns_number_total              3535
_reflns_number_gt                 2796
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        
'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1997a)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997b)' 
_computing_molecular_graphics     'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material   ?
 
_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)+(0.0374P)²+0.7339P] 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          3535
_refine_ls_number_parameters      177
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0659
_refine_ls_R_factor_gt            0.0480
_refine_ls_wR_factor_ref          0.1155
_refine_ls_wR_factor_gt           0.1070
_refine_ls_goodness_of_fit_ref    1.034
_refine_ls_restrained_S_all       1.034
_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
C1 C 0.01158(19) 0.66157(18) 0.29001(6) 0.0286(3) Uani 1 1 d . . .
H1 H -0.0931 0.6529 0.2642 0.034 Uiso 1 1 calc R . .
C2 C 0.04246(18) 0.81607(16) 0.32142(6) 0.0231(3) Uani 1 1 d . . .
H2A H -0.0588 0.8379 0.3401 0.028 Uiso 1 1 calc R . .
H2B H 0.0486 0.9036 0.2940 0.028 Uiso 1 1 calc R . .
C3 C 0.20727(17) 0.82395(15) 0.36616(5) 0.0196(3) Uani 1 1 d . . .
H3 H 0.2719 0.7219 0.3623 0.024 Uiso 1 1 calc R . .
C4 C 0.15759(17) 0.82034(15) 0.42600(6) 0.0203(3) Uani 1 1 d . . .
H4 H 0.0713 0.9081 0.4278 0.024 Uiso 1 1 calc R . .
C5 C 0.06878(19) 0.66316(17) 0.43420(6) 0.0258(3) Uani 1 1 d . . .
H5 H 0.1338 0.5673 0.4325 0.031 Uiso 1 1 calc R . .
C6 C -0.0915(2) 0.6482(2) 0.44351(7) 0.0359(4) Uani 1 1 d . . .
H6A H -0.1608 0.7412 0.4455 0.043 Uiso 1 1 calc R . .
H6B H -0.1379 0.5444 0.4482 0.043 Uiso 1 1 calc R . .
C7 C 0.31245(17) 0.85242(16) 0.47321(6) 0.0225(3) Uani 1 1 d . . .
H7 H 0.3702 0.9533 0.4632 0.027 Uiso 1 1 calc R . .
C8 C 0.4482(2) 0.7199(2) 0.47980(7) 0.0346(4) Uani 1 1 d . . .
H8A H 0.5470 0.7525 0.5077 0.052 Uiso 1 1 calc R . .
H8B H 0.4869 0.7008 0.4437 0.052 Uiso 1 1 calc R . .
H8C H 0.3980 0.6208 0.4923 0.052 Uiso 1 1 calc R . .
C9 C 0.2493(2) 0.88235(19) 0.52874(6) 0.0311(3) Uani 1 1 d . . .
H9A H 0.1981 0.7835 0.5409 0.047 Uiso 1 1 calc R . .
H9B H 0.1621 0.9679 0.5240 0.047 Uiso 1 1 calc R . .
H9C H 0.3471 0.9149 0.5570 0.047 Uiso 1 1 calc R . .
C10 C 0.32694(17) 0.96028(15) 0.35395(5) 0.0194(3) Uani 1 1 d . . .
C11 C 0.47880(17) 0.92217(16) 0.33230(5) 0.0206(3) Uani 1 1 d . . .
C12 C 0.58794(18) 1.04514(16) 0.31948(6) 0.0219(3) Uani 1 1 d . . .
H12 H 0.6896 1.0174 0.3048 0.026 Uiso 1 1 calc R . .
C13 C 0.55259(18) 1.20632(16) 0.32750(6) 0.0222(3) Uani 1 1 d . . .
C14 C 0.40026(18) 1.24308(16) 0.34735(6) 0.0232(3) Uani 1 1 d . . .
H14 H 0.3725 1.3528 0.3523 0.028 Uiso 1 1 calc R . .
C15 C 0.28650(17) 1.12476(16) 0.36028(6) 0.0211(3) Uani 1 1 d . . .
C16 C 0.52979(18) 0.75086(16) 0.32105(6) 0.0242(3) Uani 1 1 d . . .
H16A H 0.6220 0.7518 0.2980 0.036 Uiso 1 1 calc R . .
H16B H 0.4292 0.6932 0.3012 0.036 Uiso 1 1 calc R . .
H16C H 0.5711 0.6967 0.3567 0.036 Uiso 1 1 calc R . .
C17 C 0.67495(19) 1.33685(17) 0.31503(6) 0.0275(3) Uani 1 1 d . . .
H17A H 0.6106 1.4183 0.2909 0.041 Uiso 1 1 calc R . .
H17B H 0.7647 1.2900 0.2960 0.041 Uiso 1 1 calc R . .
H17C H 0.7291 1.3870 0.3502 0.041 Uiso 1 1 calc R . .
C18 C 0.12436(19) 1.18088(16) 0.38115(7) 0.0274(3) Uani 1 1 d . . .
H18A H 0.1408 1.1729 0.4221 0.041 Uiso 1 1 calc R . .
H18B H 0.0266 1.1132 0.3649 0.041 Uiso 1 1 calc R . .
H18C H 0.1006 1.2930 0.3699 0.041 Uiso 1 1 calc R . .
O1 O 0.10675(15) 0.54675(13) 0.29420(5) 0.0381(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 O1 1.2051(18) . ?
C1 C2 1.4919(19) . ?
C1 H1 0.9500 . ?
C2 C3 1.5473(17) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C10 1.5287(18) . ?
C3 C4 1.5563(19) . ?
C3 H3 1.0000 . ?
C4 C5 1.5079(18) . ?
C4 C7 1.5501(18) . ?
C4 H4 1.0000 . ?
C5 C6 1.316(2) . ?
C5 H5 0.9500 . ?
C6 H6A 0.9500 . ?
C6 H6B 0.9500 . ?
C7 C8 1.522(2) . ?
C7 C9 1.523(2) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.4091(19) . ?
C10 C15 1.4171(18) . ?
C11 C12 1.3983(19) . ?
C11 C16 1.5151(18) . ?
C12 C13 1.3879(19) . ?
C12 H12 0.9500 . ?
C13 C14 1.388(2) . ?
C13 C17 1.5091(19) . ?
C14 C15 1.3953(19) . ?
C14 H14 0.9500 . ?
C15 C18 1.5123(19) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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 126.23(13) . . ?
O1 C1 H1 116.9 . . ?
C2 C1 H1 116.9 . . ?
C1 C2 C3 116.21(11) . . ?
C1 C2 H2A 108.2 . . ?
C3 C2 H2A 108.2 . . ?
C1 C2 H2B 108.2 . . ?
C3 C2 H2B 108.2 . . ?
H2A C2 H2B 107.4 . . ?
C10 C3 C2 111.41(10) . . ?
C10 C3 C4 116.43(11) . . ?
C2 C3 C4 110.15(11) . . ?
C10 C3 H3 106.0 . . ?
C2 C3 H3 106.0 . . ?
C4 C3 H3 106.0 . . ?
C5 C4 C7 112.05(11) . . ?
C5 C4 C3 109.11(11) . . ?
C7 C4 C3 113.50(11) . . ?
C5 C4 H4 107.3 . . ?
C7 C4 H4 107.3 . . ?
C3 C4 H4 107.3 . . ?
C6 C5 C4 125.22(14) . . ?
C6 C5 H5 117.4 . . ?
C4 C5 H5 117.4 . . ?
C5 C6 H6A 120.0 . . ?
C5 C6 H6B 120.0 . . ?
H6A C6 H6B 120.0 . . ?
C8 C7 C9 110.20(12) . . ?
C8 C7 C4 113.83(11) . . ?
C9 C7 C4 110.57(12) . . ?
C8 C7 H7 107.3 . . ?
C9 C7 H7 107.3 . . ?
C4 C7 H7 107.3 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C15 118.24(12) . . ?
C11 C10 C3 118.96(11) . . ?
C15 C10 C3 122.69(12) . . ?
C12 C11 C10 119.95(12) . . ?
C12 C11 C16 117.36(12) . . ?
C10 C11 C16 122.67(12) . . ?
C13 C12 C11 122.17(13) . . ?
C13 C12 H12 118.9 . . ?
C11 C12 H12 118.9 . . ?
C12 C13 C14 117.51(13) . . ?
C12 C13 C17 121.28(13) . . ?
C14 C13 C17 121.21(12) . . ?
C13 C14 C15 122.42(12) . . ?
C13 C14 H14 118.8 . . ?
C15 C14 H14 118.8 . . ?
C14 C15 C10 119.63(12) . . ?
C14 C15 C18 117.18(12) . . ?
C10 C15 C18 123.19(12) . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C17 H17A 109.5 . . ?
C13 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C13 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
 
_diffrn_measured_fraction_theta_max    0.996
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.996
_refine_diff_density_max    0.265
_refine_diff_density_min   -0.164
_refine_diff_density_rms    0.040
