 
data_99src103
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C25 H30 O7'
_chemical_formula_weight          442.49
_chemical_absolute_configuration  unk
 
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)
_symmetry_space_group_name_hall   'P 2yb'
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, y+1/2, -z'
 
_cell_length_a                    11.345(2)
_cell_length_b                    8.087(2)
_cell_length_c                    12.444(2)
_cell_angle_alpha                 90.00
_cell_angle_beta                  95.23(2)
_cell_angle_gamma                 90.00
_cell_volume                      1136.9(4)
_cell_formula_units_Z             2
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?
 
_exptl_crystal_description        unk
_exptl_crystal_colour             unk
_exptl_crystal_size_max           0.18
_exptl_crystal_size_mid           0.18
_exptl_crystal_size_min           0.15
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.293
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              472
_exptl_absorpt_coefficient_mu     0.094
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9833
_exptl_absorpt_correction_T_max   0.9860
_exptl_absorpt_process_details    'SORTAV (R.H.Blessing, 1995, 1997)'
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       293(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'Enraf Nonius FR591 rotating anode'
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Enraf Nonius KappaCCD area detector'
_diffrn_measurement_method        'ω and φ scans to fill Ewald sphere'
_diffrn_detector_area_resol_mean  '9.091 pixels/mm'
_diffrn_standards_number          'n/a'
_diffrn_standards_interval_count  'n/a'
_diffrn_standards_interval_time   'n/a'
_diffrn_standards_decay_%         'n/a'
_diffrn_reflns_number             32557
_diffrn_reflns_av_R_equivalents   0.0519
_diffrn_reflns_av_sigmaI/netI     0.0519
_diffrn_reflns_limit_h_min        -13
_diffrn_reflns_limit_h_max        13
_diffrn_reflns_limit_k_min        -9
_diffrn_reflns_limit_k_max        9
_diffrn_reflns_limit_l_min        -14
_diffrn_reflns_limit_l_max        14
_diffrn_reflns_theta_min          1.64
_diffrn_reflns_theta_max          25.37
_reflns_number_total              4175
_reflns_number_gt                 4170
_reflns_threshold_expression      >2σ(I)
 

_computing_data_collection        
;
'DENZO (Otwinowski and Minor, 1997) & COLLECT (Hooft, 1998) '
;
_computing_cell_refinement        'DENZO and COLLECT'
_computing_data_reduction         'DENZO and COLLECT'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)' 
_computing_molecular_graphics     ?
_computing_publication_material   SHELXL-97
 
_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 > 2σ(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)+(0.2000P)²+0.0000P] 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      SHELXL
_refine_ls_extinction_coef        0.052(6)
_refine_ls_number_reflns          4170
_refine_ls_number_parameters      297
_refine_ls_number_restraints      1
_refine_ls_R_factor_all           0.0535
_refine_ls_R_factor_gt            0.0364
_refine_ls_wR_factor_ref          0.1165
_refine_ls_wR_factor_gt           0.0972
_refine_ls_goodness_of_fit_ref    0.846
_refine_ls_restrained_S_all       0.846
_refine_ls_shift/su_max           0.00
_refine_ls_shift/su_mean          0.00
 
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 0.3880 0.7401 0.9057 0.061 Uani 1 1 d . . .
O2 O 0.4492 0.9413 0.7620 0.061 Uani 1 1 d . . .
O3 O 0.9147 0.5798 0.9627 0.045 Uani 1 1 d . . .
O4 O 0.8959 0.7871 1.2379 0.049 Uani 1 1 d . . .
O5 O 0.9647 0.3944 1.2150 0.045 Uani 1 1 d . . .
O6 O 1.3559 0.8674 1.4308 0.055 Uani 1 1 d . . .
O7 O 1.3385 0.6171 1.5557 0.061 Uani 1 1 d . . .
C1 C 0.3495 0.6317 0.9841 0.075 Uani 1 1 d . . .
C2 C 0.4743 1.0352 0.6709 0.080 Uani 1 1 d . . .
C3 C 0.5062 0.7419 0.8920 0.044 Uani 1 1 d . . .
C4 C 0.5396 0.8519 0.8133 0.044 Uani 1 1 d . . .
C5 C 0.6570 0.8636 0.7944 0.046 Uani 1 1 d . . .
C6 C 0.7419 0.7683 0.8536 0.043 Uani 1 1 d . . .
C7 C 0.7106 0.6599 0.9313 0.039 Uani 1 1 d . . .
C8 C 0.5909 0.6475 0.9502 0.044 Uani 1 1 d . . .
C9 C 0.7991 0.5531 0.9962 0.040 Uani 1 1 d . . .
C10 C 0.9924 0.5005 1.0425 0.043 Uani 1 1 d . . .
C11 C 0.9447 0.5389 1.1507 0.039 Uani 1 1 d . . .
C12 C 0.8128 0.5822 1.1186 0.040 Uani 1 1 d . . .
C13 C 0.8038 0.7621 1.1533 0.049 Uani 1 1 d . . .
C14 C 0.9957 0.6993 1.2029 0.039 Uani 1 1 d . . .
C15 C 0.9830 0.4086 1.3315 0.045 Uani 1 1 d . . .
C16 C 0.8680 0.4574 1.3791 0.057 Uani 1 1 d . . .
C17 C 1.0170 0.2325 1.3651 0.060 Uani 1 1 d . . .
C18 C 1.0806 0.5325 1.3595 0.041 Uani 1 1 d . . .
C19 C 1.0878 0.6718 1.2955 0.039 Uani 1 1 d . . .
C20 C 1.1791 0.7848 1.3167 0.041 Uani 1 1 d . . .
C21 C 1.2628 0.7634 1.4034 0.043 Uani 1 1 d . . .
C22 C 1.3592 1.0186 1.3742 0.065 Uani 1 1 d . . .
C23 C 1.2543 0.6250 1.4706 0.045 Uani 1 1 d . . .
C24 C 1.3220 0.5001 1.6364 0.084 Uani 1 1 d . . .
C25 C 1.1651 0.5117 1.4476 0.046 Uani 1 1 d . . .
H1A H 0.3725 0.5207 0.9684 0.113 Uiso 1 1 d . . .
H1B H 0.2649 0.6375 0.9831 0.113 Uiso 1 1 d . . .
H1C H 0.3848 0.6631 1.0541 0.113 Uiso 1 1 d . . .
H2A H 0.5283 1.1227 0.6932 0.121 Uiso 1 1 d . . .
H2B H 0.4023 1.0816 0.6373 0.121 Uiso 1 1 d . . .
H2C H 0.5094 0.9650 0.6204 0.121 Uiso 1 1 d . . .
H5 H 0.6796 0.9356 0.7418 0.054 Uiso 1 1 d . . .
H6 H 0.8210 0.7780 0.8404 0.051 Uiso 1 1 d . . .
H8 H 0.5684 0.5748 1.0025 0.052 Uiso 1 1 d . . .
H9 H 0.7776 0.4371 0.9829 0.048 Uiso 1 1 d . . .
H10A H 1.0723 0.5427 1.0411 0.052 Uiso 1 1 d . . .
H10B H 0.9934 0.3821 1.0302 0.052 Uiso 1 1 d . . .
H12 H 0.7596 0.5111 1.1558 0.049 Uiso 1 1 d . . .
H13A H 0.8141 0.8354 1.0932 0.059 Uiso 1 1 d . . .
H13B H 0.7271 0.7836 1.1790 0.059 Uiso 1 1 d . . .
H14 H 1.0305 0.7652 1.1478 0.047 Uiso 1 1 d . . .
H16A H 0.8489 0.5701 1.3605 0.085 Uiso 1 1 d . . .
H16B H 0.8781 0.4462 1.4562 0.085 Uiso 1 1 d . . .
H16C H 0.8050 0.3865 1.3503 0.085 Uiso 1 1 d . . .
H17A H 0.9555 0.1579 1.3381 0.090 Uiso 1 1 d . . .
H17B H 1.0274 0.2256 1.4424 0.090 Uiso 1 1 d . . .
H17C H 1.0897 0.2030 1.3359 0.090 Uiso 1 1 d . . .
H20 H 1.1840 0.8761 1.2719 0.050 Uiso 1 1 d . . .
H22A H 1.3667 0.9967 1.2993 0.098 Uiso 1 1 d . . .
H22B H 1.4256 1.0828 1.4036 0.098 Uiso 1 1 d . . .
H22C H 1.2874 1.0789 1.3812 0.098 Uiso 1 1 d . . .
H24A H 1.2439 0.5118 1.6594 0.127 Uiso 1 1 d . . .
H24B H 1.3797 0.5178 1.6967 0.127 Uiso 1 1 d . . .
H24C H 1.3312 0.3908 1.6083 0.127 Uiso 1 1 d . . .
H25 H 1.1609 0.4193 1.4916 0.054 Uiso 1 1 d . . .
 
 
_geom_special_details
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 C3 1.3672 . ?
O1 C1 1.4102 . ?
O2 C4 1.3648 . ?
O2 C2 1.4148 . ?
O3 C10 1.4195 . ?
O3 C9 1.4283 . ?
O4 C13 1.4284 . ?
O4 C14 1.4373 . ?
O5 C11 1.4227 . ?
O5 C15 1.4502 . ?
O6 C21 1.3688 . ?
O6 C22 1.4133 . ?
O7 C23 1.3615 . ?
O7 C24 1.4047 . ?
C1 H1A 0.9599 . ?
C1 H1B 0.9599 . ?
C1 H1C 0.9592 . ?
C2 H2A 0.9602 . ?
C2 H2B 0.9595 . ?
C2 H2C 0.9599 . ?
C3 C8 1.3798 . ?
C3 C4 1.4006 . ?
C4 C5 1.3767 . ?
C5 C6 1.3911 . ?
C5 H5 0.9294 . ?
C6 C7 1.3755 . ?
C6 H6 0.9302 . ?
C7 C8 1.4028 . ?
C7 C9 1.5028 . ?
C8 H8 0.9299 . ?
C9 C12 1.5350 . ?
C9 H9 0.9796 . ?
C10 C11 1.5281 . ?
C10 H10A 0.9702 . ?
C10 H10B 0.9699 . ?
C11 C14 1.5397 . ?
C11 C12 1.5532 . ?
C12 C13 1.5237 . ?
C12 H12 0.9799 . ?
C13 H13A 0.9697 . ?
C13 H13B 0.9698 . ?
C14 C19 1.4998 . ?
C14 H14 0.9795 . ?
C15 C18 1.5103 . ?
C15 C17 1.5239 . ?
C15 C16 1.5329 . ?
C16 H16A 0.9602 . ?
C16 H16B 0.9601 . ?
C16 H16C 0.9599 . ?
C17 H17A 0.9596 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9612 . ?
C18 C19 1.3863 . ?
C18 C25 1.3991 . ?
C19 C20 1.3884 . ?
C20 C21 1.3816 . ?
C20 H20 0.9299 . ?
C21 C23 1.4057 . ?
C22 H22A 0.9601 . ?
C22 H22B 0.9595 . ?
C22 H22C 0.9601 . ?
C23 C25 1.3758 . ?
C24 H24A 0.9603 . ?
C24 H24B 0.9605 . ?
C24 H24C 0.9597 . ?
C25 H25 0.9302 . ?
 
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
C3 O1 C1 117.5 . . ?
C4 O2 C2 117.5 . . ?
C10 O3 C9 104.8 . . ?
C13 O4 C14 104.5 . . ?
C11 O5 C15 119.9 . . ?
C21 O6 C22 117.5 . . ?
C23 O7 C24 117.3 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O2 C2 H2A 109.5 . . ?
O2 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
O2 C2 H2C 109.4 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O1 C3 C8 124.9 . . ?
O1 C3 C4 115.1 . . ?
C8 C3 C4 119.9 . . ?
O2 C4 C5 125.5 . . ?
O2 C4 C3 115.1 . . ?
C5 C4 C3 119.4 . . ?
C4 C5 C6 120.4 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.9 . . ?
C7 C6 C5 121.0 . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C7 C8 118.6 . . ?
C6 C7 C9 122.8 . . ?
C8 C7 C9 118.6 . . ?
C3 C8 C7 120.7 . . ?
C3 C8 H8 119.7 . . ?
C7 C8 H8 119.6 . . ?
O3 C9 C7 110.0 . . ?
O3 C9 C12 104.7 . . ?
C7 C9 C12 116.6 . . ?
O3 C9 H9 108.5 . . ?
C7 C9 H9 108.4 . . ?
C12 C9 H9 108.4 . . ?
O3 C10 C11 106.1 . . ?
O3 C10 H10A 110.5 . . ?
C11 C10 H10A 110.5 . . ?
O3 C10 H10B 110.6 . . ?
C11 C10 H10B 110.5 . . ?
H10A C10 H10B 108.7 . . ?
O5 C11 C10 106.1 . . ?
O5 C11 C14 114.8 . . ?
C10 C11 C14 113.2 . . ?
O5 C11 C12 115.5 . . ?
C10 C11 C12 103.3 . . ?
C14 C11 C12 103.6 . . ?
C13 C12 C9 115.1 . . ?
C13 C12 C11 103.3 . . ?
C9 C12 C11 103.2 . . ?
C13 C12 H12 111.5 . . ?
C9 C12 H12 111.6 . . ?
C11 C12 H12 111.5 . . ?
O4 C13 C12 106.3 . . ?
O4 C13 H13A 110.5 . . ?
C12 C13 H13A 110.4 . . ?
O4 C13 H13B 110.5 . . ?
C12 C13 H13B 110.5 . . ?
H13A C13 H13B 108.6 . . ?
O4 C14 C19 110.7 . . ?
O4 C14 C11 105.5 . . ?
C19 C14 C11 114.1 . . ?
O4 C14 H14 108.8 . . ?
C19 C14 H14 108.8 . . ?
C11 C14 H14 108.8 . . ?
O5 C15 C18 108.6 . . ?
O5 C15 C17 102.1 . . ?
C18 C15 C17 113.3 . . ?
O5 C15 C16 110.9 . . ?
C18 C15 C16 111.8 . . ?
C17 C15 C16 109.7 . . ?
C15 C16 H16A 109.4 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.4 . . ?
H16A C16 H16C 109.4 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.4 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C25 118.4 . . ?
C19 C18 C15 119.1 . . ?
C25 C18 C15 122.4 . . ?
C18 C19 C20 120.5 . . ?
C18 C19 C14 119.2 . . ?
C20 C19 C14 120.3 . . ?
C21 C20 C19 120.9 . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.5 . . ?
O6 C21 C20 125.3 . . ?
O6 C21 C23 115.7 . . ?
C20 C21 C23 119.0 . . ?
O6 C22 H22A 109.4 . . ?
O6 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O6 C22 H22C 109.4 . . ?
H22A C22 H22C 109.4 . . ?
H22B C22 H22C 109.5 . . ?
O7 C23 C25 125.5 . . ?
O7 C23 C21 114.8 . . ?
C25 C23 C21 119.7 . . ?
O7 C24 H24A 109.5 . . ?
O7 C24 H24B 109.4 . . ?
H24A C24 H24B 109.5 . . ?
O7 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.4 . . ?
C23 C25 C18 121.4 . . ?
C23 C25 H25 119.3 . . ?
C18 C25 H25 119.3 . . ?
 
_diffrn_measured_fraction_theta_max    0.85
_diffrn_reflns_theta_full              25.37
_diffrn_measured_fraction_theta_full   0.85
_refine_diff_density_max    0.255
_refine_diff_density_min   -0.218
_refine_diff_density_rms    0.000
