 
data_BL_04-404
 
_audit_creation_method            'SHELXL-2016/6'
_shelx_SHELXL_version_number      '2016/6'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C26 H18 O3'
_chemical_formula_sum
 'C26 H18 O3' 
_chemical_formula_weight          378.40

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       monoclinic
_space_group_IT_number            15
_space_group_name_H-M_alt         'C 2/c'
_space_group_name_Hall            '-C 2yc'
 
_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+1/2'
 'x+1/2, y+1/2, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y, z-1/2'
 '-x+1/2, -y+1/2, -z'
 'x+1/2, -y+1/2, z-1/2'
 
_cell_length_a                    24.897(3)
_cell_length_b                    5.8589(6)
_cell_length_c                    26.361(3)
_cell_angle_alpha                 90
_cell_angle_beta                  100.161(4)
_cell_angle_gamma                 90
_cell_volume                      3784.9(7)
_cell_formula_units_Z             8
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     6876
_cell_measurement_theta_min       2.48
_cell_measurement_theta_max       27.00
 
_exptl_crystal_description        needle
_exptl_crystal_colour             'clear light colourless'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.328          
_exptl_crystal_F_000              1584
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.14
_exptl_crystal_size_mid           0.12
_exptl_crystal_size_min           0.10
_exptl_absorpt_coefficient_mu     ?
_shelx_estimated_absorpt_T_min    ?
_shelx_estimated_absorpt_T_max    ?
_exptl_absorpt_correction_type    none
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    ?
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    ?
_diffrn_measurement_device_type   'Bruker APEX-II CCD'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             18674
_diffrn_reflns_av_unetI/netI      0.0708
_diffrn_reflns_av_R_equivalents   0.0895
_diffrn_reflns_limit_h_min        -31
_diffrn_reflns_limit_h_max        31
_diffrn_reflns_limit_k_min        -6
_diffrn_reflns_limit_k_max        7
_diffrn_reflns_limit_l_min        -33
_diffrn_reflns_limit_l_max        33
_diffrn_reflns_theta_min          2.480
_diffrn_reflns_theta_max          27.145
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.969
_diffrn_measured_fraction_theta_full  0.994
_diffrn_reflns_Laue_measured_fraction_max    0.969
_diffrn_reflns_Laue_measured_fraction_full   0.994
_diffrn_reflns_point_group_measured_fraction_max   0.969
_diffrn_reflns_point_group_measured_fraction_full  0.994
_reflns_number_total              4081
_reflns_number_gt                 2760
_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        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement 'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_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)+(0.0346P)²+4.4542P] 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-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef        0.0022(3)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          4081
_refine_ls_number_parameters      263
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0983
_refine_ls_R_factor_gt            0.0532
_refine_ls_wR_factor_ref          0.1152
_refine_ls_wR_factor_gt           0.0994
_refine_ls_goodness_of_fit_ref    1.018
_refine_ls_restrained_S_all       1.018
_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_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 0.57675(5) 0.6034(2) 0.29989(5) 0.0189(3) Uani 1 1 d . . . . .
O2 O 0.65191(6) 1.2550(2) 0.36481(5) 0.0278(4) Uani 1 1 d . . . . .
O3 O 0.57009(7) 1.2677(3) 0.52137(6) 0.0533(5) Uani 1 1 d . . . . .
C1 C 0.61710(7) 0.7670(3) 0.30410(7) 0.0179(4) Uani 1 1 d . . . . .
C2 C 0.62131(7) 0.8742(3) 0.35034(7) 0.0173(4) Uani 1 1 d . . . . .
C12 C 0.71430(8) 0.9768(3) 0.40360(7) 0.0178(4) Uani 1 1 d . . . . .
C4 C 0.55610(8) 0.6050(3) 0.34471(7) 0.0188(4) Uani 1 1 d . . . . .
C10 C 0.64679(7) 0.7828(3) 0.26114(7) 0.0185(4) Uani 1 1 d . . . . .
C3 C 0.58187(7) 0.7701(3) 0.37711(7) 0.0180(4) Uani 1 1 d . . . . .
C18 C 0.51291(8) 0.4408(3) 0.34769(7) 0.0192(4) Uani 1 1 d . . . . .
C11 C 0.66192(8) 1.0528(3) 0.37216(7) 0.0182(4) Uani 1 1 d . . . . .
C5 C 0.64451(8) 0.6062(3) 0.22505(7) 0.0225(5) Uani 1 1 d . . . . .
H5 H 0.622060 0.476890 0.227383 0.027 Uiso 1 1 calc R U . . .
C24 C 0.57098(8) 0.8313(3) 0.42787(7) 0.0210(4) Uani 1 1 d . . . . .
H24 H 0.557559 0.714587 0.447307 0.025 Uiso 1 1 calc R U . . .
C9 C 0.67901(8) 0.9738(3) 0.25593(7) 0.0219(4) Uani 1 1 d . . . . .
H9 H 0.680028 1.097230 0.279445 0.026 Uiso 1 1 calc R U . . .
C25 C 0.57830(8) 1.0381(4) 0.44941(8) 0.0250(5) Uani 1 1 d . . . . .
H25 H 0.591758 1.158533 0.431010 0.030 Uiso 1 1 calc R U . . .
C23 C 0.50936(8) 0.2417(3) 0.31790(7) 0.0229(5) Uani 1 1 d . . . . .
H23 H 0.534634 0.216486 0.295363 0.027 Uiso 1 1 calc R U . . .
C8 C 0.70947(8) 0.9847(3) 0.21679(8) 0.0241(5) Uani 1 1 d . . . . .
H8 H 0.731526 1.114706 0.213829 0.029 Uiso 1 1 calc R U . . .
C17 C 0.74530(8) 1.1358(3) 0.43556(7) 0.0244(5) Uani 1 1 d . . . . .
H17 H 0.731478 1.285602 0.438273 0.029 Uiso 1 1 calc R U . . .
C13 C 0.73494(8) 0.7574(3) 0.40020(8) 0.0256(5) Uani 1 1 d . . . . .
H13 H 0.714031 0.645803 0.379226 0.031 Uiso 1 1 calc R U . . .
C19 C 0.47495(8) 0.4753(3) 0.38044(7) 0.0234(5) Uani 1 1 d . . . . .
H19 H 0.476202 0.610907 0.400357 0.028 Uiso 1 1 calc R U . . .
C7 C 0.70786(8) 0.8071(3) 0.18205(7) 0.0242(5) Uani 1 1 d . . . . .
H7 H 0.729251 0.813638 0.155597 0.029 Uiso 1 1 calc R U . . .
C6 C 0.67496(8) 0.6198(3) 0.18593(8) 0.0255(5) Uani 1 1 d . . . . .
H6 H 0.673232 0.499373 0.161551 0.031 Uiso 1 1 calc R U . . .
C22 C 0.46924(8) 0.0812(3) 0.32110(8) 0.0280(5) Uani 1 1 d . . . . .
H22 H 0.466745 -0.052171 0.300318 0.034 Uiso 1 1 calc R U . . .
C20 C 0.43564(8) 0.3113(4) 0.38372(8) 0.0289(5) Uani 1 1 d . . . . .
H20 H 0.410376 0.334522 0.406350 0.035 Uiso 1 1 calc R U . . .
C16 C 0.79580(8) 1.0784(4) 0.46331(8) 0.0284(5) Uani 1 1 d . . . . .
H16 H 0.816400 1.187753 0.485215 0.034 Uiso 1 1 calc R U . . .
C15 C 0.81627(9) 0.8618(4) 0.45916(8) 0.0290(5) Uani 1 1 d . . . . .
H15 H 0.851131 0.822489 0.478094 0.035 Uiso 1 1 calc R U . . .
C21 C 0.43265(9) 0.1144(4) 0.35453(8) 0.0317(5) Uani 1 1 d . . . . .
H21 H 0.405732 0.002392 0.357309 0.038 Uiso 1 1 calc R U . . .
C26 C 0.56610(8) 1.0823(4) 0.50034(8) 0.0332(5) Uani 1 1 d . . . . .
H26 H 0.554151 0.957593 0.518526 0.040 Uiso 1 1 calc R U . . .
C14 C 0.78639(9) 0.7022(4) 0.42766(8) 0.0318(5) Uani 1 1 d . . . . .
H14 H 0.800923 0.553896 0.424663 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 C4 1.369(2) . ?
O1 C1 1.379(2) . ?
O2 C11 1.219(2) . ?
O3 C26 1.215(3) . ?
C1 C2 1.359(3) . ?
C1 C10 1.460(3) . ?
C2 C3 1.442(3) . ?
C2 C11 1.497(3) . ?
C12 C13 1.393(3) . ?
C12 C17 1.394(3) . ?
C12 C11 1.485(3) . ?
C4 C3 1.372(3) . ?
C4 C18 1.455(3) . ?
C10 C9 1.398(3) . ?
C10 C5 1.400(3) . ?
C3 C24 1.456(3) . ?
C18 C23 1.401(3) . ?
C18 C19 1.402(3) . ?
C5 C6 1.386(3) . ?
C5 H5 0.9500 . ?
C24 C25 1.337(3) . ?
C24 H24 0.9500 . ?
C9 C8 1.386(3) . ?
C9 H9 0.9500 . ?
C25 C26 1.451(3) . ?
C25 H25 0.9500 . ?
C23 C22 1.385(3) . ?
C23 H23 0.9500 . ?
C8 C7 1.382(3) . ?
C8 H8 0.9500 . ?
C17 C16 1.380(3) . ?
C17 H17 0.9500 . ?
C13 C14 1.394(3) . ?
C13 H13 0.9500 . ?
C19 C20 1.385(3) . ?
C19 H19 0.9500 . ?
C7 C6 1.384(3) . ?
C7 H7 0.9500 . ?
C6 H6 0.9500 . ?
C22 C21 1.388(3) . ?
C22 H22 0.9500 . ?
C20 C21 1.381(3) . ?
C20 H20 0.9500 . ?
C16 C15 1.379(3) . ?
C16 H16 0.9500 . ?
C15 C14 1.378(3) . ?
C15 H15 0.9500 . ?
C21 H21 0.9500 . ?
C26 H26 0.9500 . ?
C14 H14 0.9500 . ?
 
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 O1 C1 107.75(14) . . ?
C2 C1 O1 109.47(16) . . ?
C2 C1 C10 134.19(17) . . ?
O1 C1 C10 116.28(15) . . ?
C1 C2 C3 106.98(16) . . ?
C1 C2 C11 127.41(17) . . ?
C3 C2 C11 125.42(16) . . ?
C13 C12 C17 118.97(18) . . ?
C13 C12 C11 122.58(17) . . ?
C17 C12 C11 118.35(17) . . ?
O1 C4 C3 109.66(16) . . ?
O1 C4 C18 115.82(16) . . ?
C3 C4 C18 134.51(17) . . ?
C9 C10 C5 118.69(17) . . ?
C9 C10 C1 120.30(17) . . ?
C5 C10 C1 121.00(17) . . ?
C4 C3 C2 106.12(16) . . ?
C4 C3 C24 127.10(17) . . ?
C2 C3 C24 126.77(17) . . ?
C23 C18 C19 118.84(18) . . ?
C23 C18 C4 119.64(17) . . ?
C19 C18 C4 121.52(17) . . ?
O2 C11 C12 121.00(17) . . ?
O2 C11 C2 120.85(17) . . ?
C12 C11 C2 118.15(16) . . ?
C6 C5 C10 120.11(18) . . ?
C6 C5 H5 119.9 . . ?
C10 C5 H5 119.9 . . ?
C25 C24 C3 125.46(18) . . ?
C25 C24 H24 117.3 . . ?
C3 C24 H24 117.3 . . ?
C8 C9 C10 120.62(18) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C24 C25 C26 121.3(2) . . ?
C24 C25 H25 119.3 . . ?
C26 C25 H25 119.3 . . ?
C22 C23 C18 120.41(19) . . ?
C22 C23 H23 119.8 . . ?
C18 C23 H23 119.8 . . ?
C7 C8 C9 120.18(19) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C16 C17 C12 120.85(19) . . ?
C16 C17 H17 119.6 . . ?
C12 C17 H17 119.6 . . ?
C12 C13 C14 119.75(19) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C20 C19 C18 119.93(19) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C8 C7 C6 119.78(18) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C7 C6 C5 120.59(18) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C23 C22 C21 120.3(2) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C21 C20 C19 120.9(2) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C15 C16 C17 119.8(2) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C14 C15 C16 120.3(2) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C20 C21 C22 119.58(19) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
O3 C26 C25 124.6(2) . . ?
O3 C26 H26 117.7 . . ?
C25 C26 H26 117.7 . . ?
C15 C14 C13 120.3(2) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
 
loop_
 _geom_torsion_atom_site_label_1
 _geom_torsion_atom_site_label_2
 _geom_torsion_atom_site_label_3
 _geom_torsion_atom_site_label_4
 _geom_torsion
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
C4 O1 C1 C2 -1.23(19) . . . . ?
C4 O1 C1 C10 176.34(16) . . . . ?
O1 C1 C2 C3 0.8(2) . . . . ?
C10 C1 C2 C3 -176.1(2) . . . . ?
O1 C1 C2 C11 176.05(17) . . . . ?
C10 C1 C2 C11 -0.9(3) . . . . ?
C1 O1 C4 C3 1.16(19) . . . . ?
C1 O1 C4 C18 -179.54(15) . . . . ?
C2 C1 C10 C9 -18.1(3) . . . . ?
O1 C1 C10 C9 165.07(16) . . . . ?
C2 C1 C10 C5 160.6(2) . . . . ?
O1 C1 C10 C5 -16.2(3) . . . . ?
O1 C4 C3 C2 -0.7(2) . . . . ?
C18 C4 C3 C2 -179.8(2) . . . . ?
O1 C4 C3 C24 178.26(17) . . . . ?
C18 C4 C3 C24 -0.9(3) . . . . ?
C1 C2 C3 C4 -0.1(2) . . . . ?
C11 C2 C3 C4 -175.45(17) . . . . ?
C1 C2 C3 C24 -179.02(18) . . . . ?
C11 C2 C3 C24 5.6(3) . . . . ?
O1 C4 C18 C23 25.0(2) . . . . ?
C3 C4 C18 C23 -155.9(2) . . . . ?
O1 C4 C18 C19 -155.97(17) . . . . ?
C3 C4 C18 C19 23.1(3) . . . . ?
C13 C12 C11 O2 -159.50(18) . . . . ?
C17 C12 C11 O2 16.8(3) . . . . ?
C13 C12 C11 C2 21.4(3) . . . . ?
C17 C12 C11 C2 -162.28(17) . . . . ?
C1 C2 C11 O2 91.2(2) . . . . ?
C3 C2 C11 O2 -94.4(2) . . . . ?
C1 C2 C11 C12 -89.7(2) . . . . ?
C3 C2 C11 C12 84.7(2) . . . . ?
C9 C10 C5 C6 1.7(3) . . . . ?
C1 C10 C5 C6 -177.04(18) . . . . ?
C4 C3 C24 C25 -150.8(2) . . . . ?
C2 C3 C24 C25 27.9(3) . . . . ?
C5 C10 C9 C8 -2.1(3) . . . . ?
C1 C10 C9 C8 176.71(18) . . . . ?
C3 C24 C25 C26 179.86(18) . . . . ?
C19 C18 C23 C22 -0.4(3) . . . . ?
C4 C18 C23 C22 178.60(17) . . . . ?
C10 C9 C8 C7 0.7(3) . . . . ?
C13 C12 C17 C16 0.3(3) . . . . ?
C11 C12 C17 C16 -176.12(17) . . . . ?
C17 C12 C13 C14 -1.4(3) . . . . ?
C11 C12 C13 C14 174.84(18) . . . . ?
C23 C18 C19 C20 1.4(3) . . . . ?
C4 C18 C19 C20 -177.59(17) . . . . ?
C9 C8 C7 C6 1.1(3) . . . . ?
C8 C7 C6 C5 -1.4(3) . . . . ?
C10 C5 C6 C7 0.0(3) . . . . ?
C18 C23 C22 C21 -1.1(3) . . . . ?
C18 C19 C20 C21 -0.9(3) . . . . ?
C12 C17 C16 C15 0.6(3) . . . . ?
C17 C16 C15 C14 -0.4(3) . . . . ?
C19 C20 C21 C22 -0.6(3) . . . . ?
C23 C22 C21 C20 1.6(3) . . . . ?
C24 C25 C26 O3 -177.4(2) . . . . ?
C16 C15 C14 C13 -0.8(3) . . . . ?
C12 C13 C14 C15 1.7(3) . . . . ?
 
_refine_diff_density_max    0.254
_refine_diff_density_min   -0.227
_refine_diff_density_rms    0.052



