 
data_mo_gg1802s_a 
  
_audit_creation_method            SHELXL-2014/6 
_chemical_name_systematic         ? 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          'C21 H28 O2' 
_chemical_formula_sum 
 'C21 H28 O2' 
_chemical_formula_weight          312.43 
  
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' 
  
_space_group_crystal_system       triclinic 
_space_group_IT_number            2 
_space_group_name_H-M_alt         'P -1' 
_space_group_name_Hall            '-P 1' 
  
_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. 
; 
  
loop_ 
 _space_group_symop_operation_xyz 
 'x, y, z' 
 '-x, -y, -z' 
  
_cell_length_a                    6.873(3) 
_cell_length_b                    10.713(4) 
_cell_length_c                    12.301(5) 
_cell_angle_alpha                 77.259(6) 
_cell_angle_beta                  74.195(5) 
_cell_angle_gamma                 87.039(6) 
_cell_volume                      849.9(6) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     100(2) 
_cell_measurement_reflns_used     9980 
_cell_measurement_theta_min       2.33 
_cell_measurement_theta_max       30.86 
  
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ? 
_exptl_crystal_density_diffrn     1.221 
_exptl_crystal_F_000              340 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.40 
_exptl_crystal_size_mid           0.38 
_exptl_crystal_size_min           0.20 
_exptl_absorpt_coefficient_mu     0.076 
_shelx_estimated_absorpt_T_min    ? 
_shelx_estimated_absorpt_T_max    ? 
_exptl_absorpt_correction_type    'multi-scan' 
_exptl_absorpt_correction_T_min   0.68 
_exptl_absorpt_correction_T_max   0.74 
_exptl_absorpt_process_details    'SADABS V2014/2 (Bruker AXS Inc.)' 
_exptl_absorpt_special_details    ? 
_diffrn_ambient_temperature       100(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_source                    'Sealed Mo X-Ray Tube' 
_diffrn_measurement_device_type   'Bruker APEX-II CCD' 
_diffrn_measurement_method        'φ and ω scans' 
_diffrn_detector_area_resol_mean  8.3333 
_diffrn_reflns_number             13813 
_diffrn_reflns_av_unetI/netI      0.0278 
_diffrn_reflns_av_R_equivalents   0.0342 
_diffrn_reflns_limit_h_min        -9 
_diffrn_reflns_limit_h_max        9 
_diffrn_reflns_limit_k_min        -15 
_diffrn_reflns_limit_k_max        14 
_diffrn_reflns_limit_l_min        -17 
_diffrn_reflns_limit_l_max        17 
_diffrn_reflns_theta_min          1.762 
_diffrn_reflns_theta_max          30.947 
_diffrn_reflns_theta_full         25.242 
_diffrn_measured_fraction_theta_max   0.912 
_diffrn_measured_fraction_theta_full  0.998 
_diffrn_reflns_Laue_measured_fraction_max    0.912 
_diffrn_reflns_Laue_measured_fraction_full   0.998 
_diffrn_reflns_point_group_measured_fraction_max   0.912 
_diffrn_reflns_point_group_measured_fraction_full  0.998 
_reflns_number_total              4903 
_reflns_number_gt                 4559 
_reflns_threshold_expression      'I > 2σ(I)' 
_reflns_Friedel_coverage          0.000 
_reflns_Friedel_fraction_max      . 
_reflns_Friedel_fraction_full     . 
  
_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. 
; 
  
_computing_data_collection        'Bruker APEX2' 
_computing_cell_refinement        'Bruker SAINT' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'SHELXS-97 (Sheldrick 2008)' 
_computing_structure_refinement 'SHELXL-2014/6 (Sheldrick, 2014)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
_refine_special_details           ? 
_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc 
_refine_ls_weighting_details 
'w=1/[σ²(Fo²)+(0.0704P)²+0.2695P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      ? 
_atom_sites_solution_secondary    ? 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.093(7) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 
_refine_ls_number_reflns          4903 
_refine_ls_number_parameters      212 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0458 
_refine_ls_R_factor_gt            0.0436 
_refine_ls_wR_factor_ref          0.1221 
_refine_ls_wR_factor_gt           0.1194 
_refine_ls_goodness_of_fit_ref    1.011 
_refine_ls_restrained_S_all       1.011 
_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_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 0.80327(10) 0.64607(6) 0.62065(6) 0.02059(15) Uani 1 1 d . . . . . 
O2 O 0.24419(10) 0.78566(7) 0.27598(6) 0.02093(15) Uani 1 1 d . . . . . 
C1 C 0.86135(12) 0.83827(8) 0.77939(7) 0.01391(16) Uani 1 1 d . . . . . 
H1A H 0.9542 0.7962 0.7216 0.017 Uiso 1 1 calc R U . . . 
H1B H 0.8429 0.9279 0.7411 0.017 Uiso 1 1 calc R U . . . 
C2 C 0.95373(12) 0.83639(8) 0.88044(7) 0.01530(16) Uani 1 1 d . . . . . 
H2 H 1.0879 0.8813 0.8504 0.018 Uiso 1 1 calc R U . . . 
C3 C 0.81260(13) 0.90391(8) 0.96921(7) 0.01629(17) Uani 1 1 d . . . . . 
H3A H 0.8729 0.9033 1.0338 0.020 Uiso 1 1 calc R U . . . 
H3B H 0.7942 0.9941 0.9323 0.020 Uiso 1 1 calc R U . . . 
C4 C 0.60775(12) 0.83451(7) 1.01543(7) 0.01366(16) Uani 1 1 d . . . . . 
H4 H 0.5145 0.8788 1.0726 0.016 Uiso 1 1 calc R U . . . 
C5 C 0.63714(13) 0.69554(8) 1.07425(7) 0.01556(16) Uani 1 1 d . . . . . 
H5A H 0.6972 0.6940 1.1391 0.019 Uiso 1 1 calc R U . . . 
H5B H 0.5047 0.6508 1.1059 0.019 Uiso 1 1 calc R U . . . 
C6 C 0.77713(12) 0.62742(7) 0.98569(7) 0.01466(16) Uani 1 1 d . . . . . 
H6 H 0.7965 0.5369 1.0240 0.018 Uiso 1 1 calc R U . . . 
C7 C 0.68465(12) 0.62898(7) 0.88490(7) 0.01357(16) Uani 1 1 d . . . . . 
H7A H 0.5523 0.5839 0.9145 0.016 Uiso 1 1 calc R U . . . 
H7B H 0.7747 0.5836 0.8288 0.016 Uiso 1 1 calc R U . . . 
C8 C 0.65611(11) 0.76797(7) 0.82402(7) 0.01115(15) Uani 1 1 d . . . . . 
C9 C 0.51657(12) 0.83515(7) 0.91451(7) 0.01299(15) Uani 1 1 d . . . . . 
H9A H 0.4950 0.9246 0.8772 0.016 Uiso 1 1 calc R U . . . 
H9B H 0.3835 0.7911 0.9445 0.016 Uiso 1 1 calc R U . . . 
C10 C 0.98234(12) 0.69686(8) 0.93847(7) 0.01676(17) Uani 1 1 d . . . . . 
H10A H 1.0738 0.6531 0.8815 0.020 Uiso 1 1 calc R U . . . 
H10B H 1.0449 0.6945 1.0025 0.020 Uiso 1 1 calc R U . . . 
C11 C 0.55477(12) 0.77475(8) 0.72651(7) 0.01397(16) Uani 1 1 d . . . . . 
H11A H 0.4158 0.7400 0.7625 0.017 Uiso 1 1 calc R U . . . 
H11B H 0.5419 0.8664 0.6920 0.017 Uiso 1 1 calc R U . . . 
C12 C 0.64917(12) 0.70849(7) 0.62822(7) 0.01372(16) Uani 1 1 d . . . . . 
C13 C 0.53748(12) 0.72665(7) 0.53611(7) 0.01292(15) Uani 1 1 d . . . . . 
C14 C 0.37650(12) 0.64561(8) 0.54905(7) 0.01412(16) Uani 1 1 d . . . . . 
C15 C 0.27461(12) 0.66296(8) 0.46261(7) 0.01581(16) Uani 1 1 d . . . . . 
H15 H 0.1647 0.6082 0.4709 0.019 Uiso 1 1 calc R U . . . 
C16 C 0.33450(12) 0.76034(8) 0.36484(7) 0.01518(16) Uani 1 1 d . . . . . 
C17 C 0.49591(13) 0.84090(8) 0.35222(7) 0.01575(16) Uani 1 1 d . . . . . 
H17 H 0.5369 0.9065 0.2845 0.019 Uiso 1 1 calc R U . . . 
C18 C 0.59740(12) 0.82621(8) 0.43758(7) 0.01433(16) Uani 1 1 d . . . . . 
C19 C 0.76555(14) 0.91804(9) 0.42476(8) 0.02062(18) Uani 1 1 d . . . . . 
H19A H 0.7146 0.9811 0.4723 0.031 Uiso 1 1 calc R U . . . 
H19B H 0.8145 0.9621 0.3435 0.031 Uiso 1 1 calc R U . . . 
H19C H 0.8768 0.8705 0.4501 0.031 Uiso 1 1 calc R U . . . 
C20 C 0.30853(14) 0.53776(8) 0.65349(7) 0.01876(18) Uani 1 1 d . . . . . 
H20A H 0.1668 0.5501 0.6931 0.028 Uiso 1 1 calc R U . . . 
H20B H 0.3926 0.5370 0.7065 0.028 Uiso 1 1 calc R U . . . 
H20C H 0.3221 0.4561 0.6287 0.028 Uiso 1 1 calc R U . . . 
C21 C 0.09427(15) 0.69646(10) 0.27948(9) 0.0256(2) Uani 1 1 d . . . . . 
H21A H 0.1532 0.6109 0.2827 0.038 Uiso 1 1 calc R U . . . 
H21B H 0.0458 0.7220 0.2099 0.038 Uiso 1 1 calc R U . . . 
H21C H -0.0192 0.6953 0.3482 0.038 Uiso 1 1 calc R U . . . 
  
  
_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 C12 1.2158(11) . ? 
O2 C16 1.3692(10) . ? 
O2 C21 1.4270(12) . ? 
C1 C2 1.5382(12) . ? 
C1 C8 1.5374(12) . ? 
C1 H1A 0.9900 . ? 
C1 H1B 0.9900 . ? 
C2 C3 1.5347(12) . ? 
C2 C10 1.5356(12) . ? 
C2 H2 1.0000 . ? 
C3 C4 1.5310(12) . ? 
C3 H3A 0.9900 . ? 
C3 H3B 0.9900 . ? 
C4 C9 1.5340(12) . ? 
C4 C5 1.5344(12) . ? 
C4 H4 1.0000 . ? 
C5 C6 1.5337(12) . ? 
C5 H5A 0.9900 . ? 
C5 H5B 0.9900 . ? 
C6 C10 1.5334(12) . ? 
C6 C7 1.5363(12) . ? 
C6 H6 1.0000 . ? 
C7 C8 1.5409(11) . ? 
C7 H7A 0.9900 . ? 
C7 H7B 0.9900 . ? 
C8 C11 1.5298(11) . ? 
C8 C9 1.5418(11) . ? 
C9 H9A 0.9900 . ? 
C9 H9B 0.9900 . ? 
C10 H10A 0.9900 . ? 
C10 H10B 0.9900 . ? 
C11 C12 1.5134(12) . ? 
C11 H11A 0.9900 . ? 
C11 H11B 0.9900 . ? 
C12 C13 1.5074(11) . ? 
C13 C14 1.3948(11) . ? 
C13 C18 1.4069(12) . ? 
C14 C15 1.4002(12) . ? 
C14 C20 1.5092(12) . ? 
C15 C16 1.3876(12) . ? 
C15 H15 0.9500 . ? 
C16 C17 1.3948(12) . ? 
C17 C18 1.3887(12) . ? 
C17 H17 0.9500 . ? 
C18 C19 1.5093(12) . ? 
C19 H19A 0.9800 . ? 
C19 H19B 0.9800 . ? 
C19 H19C 0.9800 . ? 
C20 H20A 0.9800 . ? 
C20 H20B 0.9800 . ? 
C20 H20C 0.9800 . ? 
C21 H21A 0.9800 . ? 
C21 H21B 0.9800 . ? 
C21 H21C 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 
C16 O2 C21 116.83(7) . . ? 
C2 C1 C8 110.10(6) . . ? 
C2 C1 H1A 109.6 . . ? 
C8 C1 H1A 109.6 . . ? 
C2 C1 H1B 109.6 . . ? 
C8 C1 H1B 109.6 . . ? 
H1A C1 H1B 108.2 . . ? 
C3 C2 C10 109.50(7) . . ? 
C3 C2 C1 109.95(7) . . ? 
C10 C2 C1 109.02(7) . . ? 
C3 C2 H2 109.5 . . ? 
C10 C2 H2 109.5 . . ? 
C1 C2 H2 109.5 . . ? 
C4 C3 C2 109.28(7) . . ? 
C4 C3 H3A 109.8 . . ? 
C2 C3 H3A 109.8 . . ? 
C4 C3 H3B 109.8 . . ? 
C2 C3 H3B 109.8 . . ? 
H3A C3 H3B 108.3 . . ? 
C3 C4 C9 109.36(7) . . ? 
C3 C4 C5 109.47(7) . . ? 
C9 C4 C5 109.09(6) . . ? 
C3 C4 H4 109.6 . . ? 
C9 C4 H4 109.6 . . ? 
C5 C4 H4 109.6 . . ? 
C6 C5 C4 109.40(7) . . ? 
C6 C5 H5A 109.8 . . ? 
C4 C5 H5A 109.8 . . ? 
C6 C5 H5B 109.8 . . ? 
C4 C5 H5B 109.8 . . ? 
H5A C5 H5B 108.2 . . ? 
C10 C6 C5 109.24(7) . . ? 
C10 C6 C7 109.03(7) . . ? 
C5 C6 C7 110.13(7) . . ? 
C10 C6 H6 109.5 . . ? 
C5 C6 H6 109.5 . . ? 
C7 C6 H6 109.5 . . ? 
C6 C7 C8 110.14(6) . . ? 
C6 C7 H7A 109.6 . . ? 
C8 C7 H7A 109.6 . . ? 
C6 C7 H7B 109.6 . . ? 
C8 C7 H7B 109.6 . . ? 
H7A C7 H7B 108.1 . . ? 
C11 C8 C1 111.33(6) . . ? 
C11 C8 C9 107.64(6) . . ? 
C1 C8 C9 108.13(6) . . ? 
C11 C8 C7 112.16(6) . . ? 
C1 C8 C7 109.57(6) . . ? 
C9 C8 C7 107.84(6) . . ? 
C4 C9 C8 111.34(7) . . ? 
C4 C9 H9A 109.4 . . ? 
C8 C9 H9A 109.4 . . ? 
C4 C9 H9B 109.4 . . ? 
C8 C9 H9B 109.4 . . ? 
H9A C9 H9B 108.0 . . ? 
C6 C10 C2 109.83(7) . . ? 
C6 C10 H10A 109.7 . . ? 
C2 C10 H10A 109.7 . . ? 
C6 C10 H10B 109.7 . . ? 
C2 C10 H10B 109.7 . . ? 
H10A C10 H10B 108.2 . . ? 
C12 C11 C8 120.08(7) . . ? 
C12 C11 H11A 107.3 . . ? 
C8 C11 H11A 107.3 . . ? 
C12 C11 H11B 107.3 . . ? 
C8 C11 H11B 107.3 . . ? 
H11A C11 H11B 106.9 . . ? 
O1 C12 C13 121.03(7) . . ? 
O1 C12 C11 124.45(8) . . ? 
C13 C12 C11 114.52(7) . . ? 
C14 C13 C18 120.69(7) . . ? 
C14 C13 C12 120.12(7) . . ? 
C18 C13 C12 119.19(7) . . ? 
C13 C14 C15 119.61(7) . . ? 
C13 C14 C20 122.07(7) . . ? 
C15 C14 C20 118.32(7) . . ? 
C16 C15 C14 119.85(8) . . ? 
C16 C15 H15 120.1 . . ? 
C14 C15 H15 120.1 . . ? 
O2 C16 C15 124.34(8) . . ? 
O2 C16 C17 115.37(7) . . ? 
C15 C16 C17 120.29(8) . . ? 
C18 C17 C16 120.74(8) . . ? 
C18 C17 H17 119.6 . . ? 
C16 C17 H17 119.6 . . ? 
C17 C18 C13 118.81(8) . . ? 
C17 C18 C19 119.93(7) . . ? 
C13 C18 C19 121.25(8) . . ? 
C18 C19 H19A 109.5 . . ? 
C18 C19 H19B 109.5 . . ? 
H19A C19 H19B 109.5 . . ? 
C18 C19 H19C 109.5 . . ? 
H19A C19 H19C 109.5 . . ? 
H19B C19 H19C 109.5 . . ? 
C14 C20 H20A 109.5 . . ? 
C14 C20 H20B 109.5 . . ? 
H20A C20 H20B 109.5 . . ? 
C14 C20 H20C 109.5 . . ? 
H20A C20 H20C 109.5 . . ? 
H20B C20 H20C 109.5 . . ? 
O2 C21 H21A 109.5 . . ? 
O2 C21 H21B 109.5 . . ? 
H21A C21 H21B 109.5 . . ? 
O2 C21 H21C 109.5 . . ? 
H21A C21 H21C 109.5 . . ? 
H21B C21 H21C 109.5 . . ? 
  
_refine_diff_density_max    0.519 
_refine_diff_density_min   -0.236 
_refine_diff_density_rms    0.061 
  
_shelxl_version_number 2014/6 
  
  
  
