 
data_6d
  
_audit_creation_method            'SHELXL-2017/1' 
_shelx_SHELXL_version_number      '2017/1' 
_chemical_name_systematic         ? 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety 
 'C24 H32 O4' 
_chemical_formula_sum 
 'C24 H32 O4' 
_chemical_formula_weight          384.49 
  
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       orthorhombic 
_space_group_IT_number            61 
_space_group_name_H-M_alt         'P b c a' 
_space_group_name_Hall            '-P 2ac 2ab' 
  
_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+1/2, -y, z+1/2' 
 '-x, y+1/2, -z+1/2' 
 'x+1/2, -y+1/2, -z' 
 '-x, -y, -z' 
 'x-1/2, y, -z-1/2' 
 'x, -y-1/2, z-1/2' 
 '-x-1/2, y-1/2, z' 
  
_cell_length_a                    8.3910(4) 
_cell_length_b                    18.1238(12) 
_cell_length_c                    27.7790(12) 
_cell_angle_alpha                 90 
_cell_angle_beta                  90 
_cell_angle_gamma                 90 
_cell_volume                      4224.6(4) 
_cell_formula_units_Z             8 
_cell_measurement_temperature     173(2) 
_cell_measurement_reflns_used     1998 
_cell_measurement_theta_min       3.0540 
_cell_measurement_theta_max       27.5340 
  
_exptl_crystal_description        'blocky needles' 
_exptl_crystal_colour             Colourless 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ? 
_exptl_crystal_density_diffrn     1.209 
_exptl_crystal_F_000              1664 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.675 
_exptl_crystal_size_mid           0.205 
_exptl_crystal_size_min           0.099 
_exptl_absorpt_coefficient_mu     0.081 
_shelx_estimated_absorpt_T_min    ? 
_shelx_estimated_absorpt_T_max    ? 
_exptl_absorpt_correction_type    analytical 
_exptl_absorpt_correction_T_min   0.977 
_exptl_absorpt_correction_T_max   0.993 
_exptl_absorpt_process_details 
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
; 
_exptl_absorpt_special_details    ? 
_diffrn_ambient_temperature       173(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_source                    'Enhance (Mo) X-ray Source' 
_diffrn_measurement_device_type   'Agilent Xcalibur 3 E' 
_diffrn_measurement_method        'omega scans' 
_diffrn_detector_area_resol_mean  16.0382 
_diffrn_reflns_number             8748 
_diffrn_reflns_av_unetI/netI      0.0433 
_diffrn_reflns_av_R_equivalents   0.0244 
_diffrn_reflns_limit_h_min        -6 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -10 
_diffrn_reflns_limit_k_max        21 
_diffrn_reflns_limit_l_min        -20 
_diffrn_reflns_limit_l_max        36 
_diffrn_reflns_theta_min          2.684 
_diffrn_reflns_theta_max          28.231 
_diffrn_reflns_theta_full         25.242 
_diffrn_measured_fraction_theta_max   0.809 
_diffrn_measured_fraction_theta_full  0.991 
_diffrn_reflns_Laue_measured_fraction_max    0.809 
_diffrn_reflns_Laue_measured_fraction_full   0.991 
_diffrn_reflns_point_group_measured_fraction_max   0.809 
_diffrn_reflns_point_group_measured_fraction_full  0.991 
_reflns_number_total              4220 
_reflns_number_gt                 3186 
_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        'CrysAlisPro, Rigaku OD' 
_computing_cell_refinement        'CrysAlisPro, Rigaku OD' 
_computing_data_reduction         'CrysAlisPro, Rigaku OD' 
_computing_structure_solution     'SHELXS-2014 (Sheldrick, 2017)' 
_computing_structure_refinement 'SHELXL-2017/1 (Sheldrick, 2017)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'CIFTAB-2014 (Sheldrick, 2017)' 
_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)+(0.0350P)²+1.6745P] 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-2017/1 (Sheldrick 2017)' 
_refine_ls_extinction_coef        0.0013(3) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 
_refine_ls_number_reflns          4220 
_refine_ls_number_parameters      260 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0690 
_refine_ls_R_factor_gt            0.0474 
_refine_ls_wR_factor_ref          0.1030 
_refine_ls_wR_factor_gt           0.0934 
_refine_ls_goodness_of_fit_ref    1.029 
_refine_ls_restrained_S_all       1.029 
_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 
C1 C 0.61585(18) 0.35516(9) 0.12639(5) 0.0200(4) Uani 1 1 d . . . . . 
C2 C 0.61132(18) 0.34161(9) 0.07621(5) 0.0205(4) Uani 1 1 d . . . . . 
C3 C 0.67722(18) 0.27637(9) 0.05874(5) 0.0218(4) Uani 1 1 d . . . . . 
C4 C 0.75885(19) 0.22762(9) 0.08877(6) 0.0229(4) Uani 1 1 d . . . . . 
C5 C 0.77741(19) 0.24551(9) 0.13692(6) 0.0231(4) Uani 1 1 d . . . . . 
H5A H 0.837921 0.214215 0.157377 0.028 Uiso 1 1 calc R U . . . 
C6 C 0.70804(19) 0.30887(9) 0.15536(5) 0.0226(4) Uani 1 1 d . . . . . 
C7 C 0.7435(2) 0.33418(10) 0.20593(6) 0.0292(4) Uani 1 1 d . . . . . 
H7A H 0.840111 0.309068 0.218153 0.035 Uiso 1 1 calc R U . . . 
H7B H 0.653248 0.321697 0.227404 0.035 Uiso 1 1 calc R U . . . 
C8 C 0.7694(2) 0.41749(10) 0.20539(6) 0.0309(4) Uani 1 1 d . . . . . 
H8A H 0.795348 0.435189 0.238190 0.037 Uiso 1 1 calc R U . . . 
H8B H 0.859250 0.430098 0.183796 0.037 Uiso 1 1 calc R U . . . 
C9 C 0.61851(19) 0.45351(9) 0.18778(6) 0.0234(4) Uani 1 1 d . . . . . 
C10 C 0.55631(19) 0.51479(9) 0.21090(6) 0.0233(4) Uani 1 1 d . . . . . 
H10A H 0.616047 0.538697 0.235406 0.028 Uiso 1 1 calc R U . . . 
C11 C 0.40732(19) 0.54125(9) 0.19836(5) 0.0217(4) Uani 1 1 d . . . . . 
C12 C 0.31661(18) 0.50258(9) 0.16486(6) 0.0214(4) Uani 1 1 d . . . . . 
C13 C 0.37662(18) 0.44087(9) 0.14100(5) 0.0200(3) Uani 1 1 d . . . . . 
C14 C 0.53531(18) 0.41872(9) 0.15026(5) 0.0205(3) Uani 1 1 d . . . . . 
C15 C 0.5612(2) 0.39981(9) 0.04029(6) 0.0255(4) Uani 1 1 d . . . . . 
H15A H 0.500186 0.438859 0.057056 0.031 Uiso 1 1 calc R U . . . 
H15B H 0.490665 0.377265 0.015795 0.031 Uiso 1 1 calc R U . . . 
C16 C 0.7063(2) 0.43427(10) 0.01533(6) 0.0345(4) Uani 1 1 d . . . . . 
H16A H 0.759546 0.395993 -0.004373 0.041 Uiso 1 1 calc R U . . . 
H16B H 0.669165 0.473555 -0.006740 0.041 Uiso 1 1 calc R U . . . 
C17 C 0.8268(2) 0.46684(12) 0.04984(8) 0.0474(5) Uani 1 1 d . . . . . 
H17A H 0.911452 0.491431 0.031571 0.071 Uiso 1 1 calc R U . . . 
H17B H 0.873113 0.427392 0.069507 0.071 Uiso 1 1 calc R U . . . 
H17C H 0.773959 0.502795 0.070801 0.071 Uiso 1 1 calc R U . . . 
O18 O 0.67275(14) 0.26314(7) 0.00977(4) 0.0292(3) Uani 1 1 d . . . . . 
C19 C 0.5679(2) 0.20441(11) -0.00371(7) 0.0429(5) Uani 1 1 d . . . . . 
H19A H 0.561337 0.201650 -0.038882 0.064 Uiso 1 1 calc R U . . . 
H19B H 0.461592 0.213696 0.009587 0.064 Uiso 1 1 calc R U . . . 
H19C H 0.608954 0.157650 0.008950 0.064 Uiso 1 1 calc R U . . . 
O20 O 0.82363(14) 0.16657(6) 0.06721(4) 0.0311(3) Uani 1 1 d . . . . . 
C21 C 0.9344(2) 0.12489(11) 0.09469(7) 0.0413(5) Uani 1 1 d . . . . . 
H21A H 0.978456 0.085231 0.074743 0.062 Uiso 1 1 calc R U . . . 
H21B H 0.880229 0.103509 0.122662 0.062 Uiso 1 1 calc R U . . . 
H21C H 1.020810 0.157156 0.105616 0.062 Uiso 1 1 calc R U . . . 
O22 O 0.33663(14) 0.60190(6) 0.21897(4) 0.0281(3) Uani 1 1 d . . . . . 
C23 C 0.4196(2) 0.63588(11) 0.25782(7) 0.0391(5) Uani 1 1 d . . . . . 
H23A H 0.523040 0.653948 0.246448 0.059 Uiso 1 1 calc R U . . . 
H23B H 0.436118 0.599733 0.283574 0.059 Uiso 1 1 calc R U . . . 
H23C H 0.356719 0.677337 0.270154 0.059 Uiso 1 1 calc R U . . . 
O24 O 0.15754(13) 0.52141(6) 0.15847(4) 0.0268(3) Uani 1 1 d . . . . . 
C25 C 0.1323(2) 0.58032(11) 0.12535(7) 0.0387(5) Uani 1 1 d . . . . . 
H25A H 0.177829 0.567189 0.094018 0.058 Uiso 1 1 calc R U . . . 
H25B H 0.183920 0.625123 0.137455 0.058 Uiso 1 1 calc R U . . . 
H25C H 0.017632 0.589150 0.121802 0.058 Uiso 1 1 calc R U . . . 
C26 C 0.26071(19) 0.39566(9) 0.11156(6) 0.0253(4) Uani 1 1 d . . . . . 
H26A H 0.320606 0.364709 0.088434 0.030 Uiso 1 1 calc R U . . . 
H26B H 0.190816 0.429149 0.092935 0.030 Uiso 1 1 calc R U . . . 
C27 C 0.1585(2) 0.34626(10) 0.14363(7) 0.0356(5) Uani 1 1 d . . . . . 
H27A H 0.115921 0.375928 0.170651 0.043 Uiso 1 1 calc R U . . . 
H27B H 0.066784 0.327719 0.124739 0.043 Uiso 1 1 calc R U . . . 
C28 C 0.2499(3) 0.28144(11) 0.16367(8) 0.0520(6) Uani 1 1 d . . . . . 
H28A H 0.296179 0.252989 0.137117 0.078 Uiso 1 1 calc R U . . . 
H28B H 0.177651 0.249879 0.182205 0.078 Uiso 1 1 calc R U . . . 
H28C H 0.335361 0.299387 0.184682 0.078 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 
C1 C6 1.396(2) . ? 
C1 C2 1.416(2) . ? 
C1 C14 1.491(2) . ? 
C2 C3 1.393(2) . ? 
C2 C15 1.512(2) . ? 
C3 O18 1.3819(18) . ? 
C3 C4 1.395(2) . ? 
C4 O20 1.3704(18) . ? 
C4 C5 1.385(2) . ? 
C5 C6 1.386(2) . ? 
C6 C7 1.507(2) . ? 
C7 C8 1.526(2) . ? 
C8 C9 1.506(2) . ? 
C9 C10 1.385(2) . ? 
C9 C14 1.404(2) . ? 
C10 C11 1.384(2) . ? 
C11 O22 1.3740(18) . ? 
C11 C12 1.392(2) . ? 
C12 O24 1.3890(18) . ? 
C12 C13 1.394(2) . ? 
C13 C14 1.414(2) . ? 
C13 C26 1.512(2) . ? 
C15 C16 1.534(2) . ? 
C16 C17 1.513(3) . ? 
O18 C19 1.431(2) . ? 
O20 C21 1.420(2) . ? 
O22 C23 1.424(2) . ? 
O24 C25 1.425(2) . ? 
C26 C27 1.527(2) . ? 
C27 C28 1.510(3) . ? 
  
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 
C6 C1 C2 118.55(14) . . ? 
C6 C1 C14 117.32(13) . . ? 
C2 C1 C14 124.04(14) . . ? 
C3 C2 C1 118.67(14) . . ? 
C3 C2 C15 118.22(14) . . ? 
C1 C2 C15 122.43(14) . . ? 
O18 C3 C2 118.66(14) . . ? 
O18 C3 C4 119.48(14) . . ? 
C2 C3 C4 121.63(14) . . ? 
O20 C4 C5 124.50(14) . . ? 
O20 C4 C3 116.42(14) . . ? 
C5 C4 C3 118.97(15) . . ? 
C4 C5 C6 120.25(15) . . ? 
C5 C6 C1 121.18(14) . . ? 
C5 C6 C7 120.92(14) . . ? 
C1 C6 C7 117.61(14) . . ? 
C6 C7 C8 108.68(14) . . ? 
C9 C8 C7 108.18(14) . . ? 
C10 C9 C14 121.13(14) . . ? 
C10 C9 C8 120.91(14) . . ? 
C14 C9 C8 117.67(14) . . ? 
C11 C10 C9 120.12(15) . . ? 
O22 C11 C10 124.23(14) . . ? 
O22 C11 C12 116.45(14) . . ? 
C10 C11 C12 119.21(14) . . ? 
O24 C12 C11 119.16(14) . . ? 
O24 C12 C13 118.91(14) . . ? 
C11 C12 C13 121.62(14) . . ? 
C12 C13 C14 118.77(14) . . ? 
C12 C13 C26 117.36(14) . . ? 
C14 C13 C26 123.37(14) . . ? 
C9 C14 C13 118.40(14) . . ? 
C9 C14 C1 116.86(13) . . ? 
C13 C14 C1 124.41(14) . . ? 
C2 C15 C16 111.19(13) . . ? 
C17 C16 C15 113.76(15) . . ? 
C3 O18 C19 113.79(13) . . ? 
C4 O20 C21 117.01(13) . . ? 
C11 O22 C23 116.78(13) . . ? 
C12 O24 C25 114.17(13) . . ? 
C13 C26 C27 111.33(13) . . ? 
C28 C27 C26 112.69(15) . . ? 
  
_refine_diff_density_max    0.232 
_refine_diff_density_min   -0.205 
_refine_diff_density_rms    0.040 
  
  
  
#===END 

