data_zhu108 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H18' _chemical_formula_sum 'C12 H18' _chemical_formula_weight 162.26 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall -P2ybc 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 10.8256(5) _cell_length_b 10.8722(5) _cell_length_c 11.1507(5) _cell_angle_alpha 90.00 _cell_angle_beta 117.48 _cell_angle_gamma 90.00 _cell_volume 1164.34(9) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 5311 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 28.64 _exptl_crystal_description irregular _exptl_crystal_colour colorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.926 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 360 _exptl_absorpt_coefficient_mu 0.051 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9883 _exptl_absorpt_correction_T_max 0.9898 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12689 _diffrn_reflns_av_R_equivalents 0.0193 _diffrn_reflns_av_sigmaI/netI 0.0148 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 27.47 _reflns_number_total 2668 _reflns_number_gt 2274 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ 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/[\s^2^(Fo^2^)+(0.0990P)^2^+0.2313P] where P=(Fo^2^+2Fc^2^)/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 SHELXL _refine_ls_extinction_coef 0.016(6) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2668 _refine_ls_number_parameters 116 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0623 _refine_ls_R_factor_gt 0.0555 _refine_ls_wR_factor_ref 0.1729 _refine_ls_wR_factor_gt 0.1650 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.001 _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 0.5483(2) 1.12217(19) 0.36616(15) 0.0722(6) Uani 1 1 d . . . H1A H 0.5415 1.0495 0.4147 0.108 Uiso 1 1 calc R . . H1B H 0.4814 1.1844 0.3631 0.108 Uiso 1 1 calc R . . H1C H 0.6428 1.1559 0.4130 0.108 Uiso 1 1 calc R . . C2 C 0.36695(14) 1.03502(15) 0.14528(18) 0.0527(4) Uani 1 1 d . . . H2A H 0.3486 1.0115 0.0537 0.079 Uiso 1 1 calc R . . H2B H 0.3002 1.0983 0.1402 0.079 Uiso 1 1 calc R . . H2C H 0.3571 0.9628 0.1927 0.079 Uiso 1 1 calc R . . C3 C 0.52833(16) 1.19805(12) 0.14452(17) 0.0512(4) Uani 1 1 d . . . H3A H 0.6226 1.2321 0.1921 0.077 Uiso 1 1 calc R . . H3B H 0.4606 1.2608 0.1383 0.077 Uiso 1 1 calc R . . H3C H 0.5096 1.1726 0.0534 0.077 Uiso 1 1 calc R . . C4 C 0.51600(13) 1.08605(11) 0.22261(12) 0.0355(3) Uani 1 1 d . . . C5 C 0.61505(11) 0.99076(10) 0.22723(11) 0.0306(3) Uani 1 1 d . . . C6 C 0.69447(11) 0.91316(10) 0.22825(11) 0.0290(3) Uani 1 1 d . . . C7 C 0.78391(11) 0.82396(10) 0.22596(11) 0.0293(3) Uani 1 1 d . . . C8 C 0.86049(11) 0.74659(10) 0.22075(11) 0.0313(3) Uani 1 1 d . . . C9 C 0.95422(12) 0.65146(11) 0.21403(12) 0.0361(3) Uani 1 1 d . . . C10 C 1.0584(2) 0.6138(2) 0.35624(16) 0.0798(7) Uani 1 1 d . . . H10A H 1.1166 0.6846 0.4035 0.120 Uiso 1 1 calc R . . H10B H 1.1175 0.5475 0.3518 0.120 Uiso 1 1 calc R . . H10C H 1.0085 0.5851 0.4052 0.120 Uiso 1 1 calc R . . C11 C 0.86766(18) 0.54004(14) 0.13501(19) 0.0589(4) Uani 1 1 d . . . H11A H 0.8185 0.5055 0.1822 0.088 Uiso 1 1 calc R . . H11B H 0.9294 0.4775 0.1283 0.088 Uiso 1 1 calc R . . H11C H 0.7998 0.5661 0.0441 0.088 Uiso 1 1 calc R . . C12 C 1.02871(18) 0.70260(17) 0.1358(2) 0.0631(5) Uani 1 1 d . . . H12A H 0.9594 0.7281 0.0453 0.095 Uiso 1 1 calc R . . H12B H 1.0885 0.6387 0.1281 0.095 Uiso 1 1 calc R . . H12C H 1.0857 0.7736 0.1843 0.095 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0810(11) 0.0915(13) 0.0373(8) -0.0021(7) 0.0215(8) 0.0515(10) C2 0.0361(7) 0.0546(9) 0.0692(10) 0.0059(7) 0.0257(7) 0.0094(6) C3 0.0540(8) 0.0324(7) 0.0644(9) 0.0069(6) 0.0249(7) 0.0096(6) C4 0.0368(6) 0.0357(6) 0.0345(6) 0.0009(4) 0.0169(5) 0.0119(5) C5 0.0312(5) 0.0296(6) 0.0319(6) 0.0004(4) 0.0153(5) 0.0020(4) C6 0.0286(5) 0.0264(5) 0.0328(5) 0.0007(4) 0.0150(4) -0.0004(4) C7 0.0275(5) 0.0268(5) 0.0343(6) 0.0013(4) 0.0148(4) 0.0000(4) C8 0.0296(5) 0.0298(6) 0.0345(6) 0.0009(4) 0.0147(5) 0.0024(4) C9 0.0345(6) 0.0355(6) 0.0382(6) -0.0011(5) 0.0166(5) 0.0104(5) C10 0.0820(12) 0.0982(14) 0.0413(8) 0.0004(8) 0.0132(8) 0.0624(11) C11 0.0621(10) 0.0421(8) 0.0739(11) -0.0134(7) 0.0325(8) 0.0035(7) C12 0.0620(10) 0.0635(10) 0.0851(12) -0.0009(9) 0.0521(9) 0.0082(8) _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 C4 1.5239(18) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C4 1.5397(19) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.5382(18) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.4748(15) . ? C5 C6 1.2008(15) . ? C6 C7 1.3789(15) . ? C7 C8 1.2011(15) . ? C8 C9 1.4749(15) . ? C9 C10 1.5178(19) . ? C9 C11 1.5361(19) . ? C9 C12 1.539(2) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 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 C4 C1 H1A 109.5 . . ? C4 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C4 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C4 C2 H2A 109.5 . . ? C4 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C4 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 H3A 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C4 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C5 C4 C1 109.49(10) . . ? C5 C4 C3 108.92(10) . . ? C1 C4 C3 110.66(13) . . ? C5 C4 C2 108.88(10) . . ? C1 C4 C2 110.75(13) . . ? C3 C4 C2 108.09(11) . . ? C6 C5 C4 178.71(11) . . ? C5 C6 C7 178.58(12) . . ? C8 C7 C6 178.47(12) . . ? C7 C8 C9 179.85(15) . . ? C8 C9 C10 109.45(10) . . ? C8 C9 C11 109.28(10) . . ? C10 C9 C11 110.45(14) . . ? C8 C9 C12 109.15(10) . . ? C10 C9 C12 110.99(14) . . ? C11 C9 C12 107.48(13) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.276 _refine_diff_density_min -0.220 _refine_diff_density_rms 0.073