 
data_2003src0142
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C27 H33 B3 O3'
_chemical_formula_sum
 'C27 H33 B3 O3'
_chemical_formula_weight          437.96
 
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'
 'B'  'B'   0.0013   0.0007
 '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    C2/c
_symmetry_space_group_name_hall   '-C 2yc'
 
loop_
 _symmetry_equiv_pos_as_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                    8.8116(6)
_cell_length_b                    14.0610(15)
_cell_length_c                    19.943(2)
_cell_angle_alpha                 90.00
_cell_angle_beta                  101.333(6)
_cell_angle_gamma                 90.00
_cell_volume                      2422.8(4)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     7514
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        'hexagonal plate'
_exptl_crystal_colour             'pale yellow'
_exptl_crystal_size_max           0.10
_exptl_crystal_size_mid           0.10
_exptl_crystal_size_min           0.04
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.201
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              936
_exptl_absorpt_coefficient_mu     0.074
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9926
_exptl_absorpt_correction_T_max   0.9970
_exptl_absorpt_process_details    'SORTAV (R.H.Blessing, 1995, 1997)'
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       120(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             12652
_diffrn_reflns_av_R_equivalents   0.1095
_diffrn_reflns_av_sigmaI/netI     0.1191
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_h_max        11
_diffrn_reflns_limit_k_min        -18
_diffrn_reflns_limit_k_max        16
_diffrn_reflns_limit_l_min        -24
_diffrn_reflns_limit_l_max        25
_diffrn_reflns_theta_min          3.08
_diffrn_reflns_theta_max          27.47
_reflns_number_total              2750
_reflns_number_gt                 1315
_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     'PLATON (Watkin, Pearce 1995)'
_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)+(0.1836P)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      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          2750
_refine_ls_number_parameters      152
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.1844
_refine_ls_R_factor_gt            0.0881
_refine_ls_wR_factor_ref          0.2952
_refine_ls_wR_factor_gt           0.2380
_refine_ls_goodness_of_fit_ref    0.946
_refine_ls_restrained_S_all       0.946
_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_symmetry_multiplicity
 _atom_site_calc_flag
 _atom_site_refinement_flags
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1 C 0.9665(4) 0.7182(3) 0.1198(2) 0.0271(9) Uani 1 1 d . . .
C2 C 1.0318(4) 0.6844(3) 0.0646(2) 0.0273(9) Uani 1 1 d . . .
C3 C 1.1180(5) 0.5907(3) 0.0676(2) 0.0338(10) Uani 1 1 d . . .
H3A H 1.1180 0.5597 0.1116 0.051 Uiso 1 1 calc R . .
H3B H 1.2249 0.6025 0.0627 0.051 Uiso 1 1 calc R . .
H3C H 1.0669 0.5494 0.0304 0.051 Uiso 1 1 calc R . .
C4 C 1.0198(4) 0.7386(3) 0.0052(2) 0.0286(9) Uani 1 1 d . . .
H4 H 1.0679 0.7162 -0.0305 0.034 Uiso 1 1 calc R . .
C5 C 0.9404(4) 0.8238(3) -0.0035(2) 0.0299(9) Uani 1 1 d . . .
C6 C 0.9270(5) 0.8804(3) -0.0680(2) 0.0395(11) Uani 1 1 d . . .
H6A H 0.9822 0.8476 -0.0994 0.059 Uiso 1 1 calc R . .
H6B H 0.9726 0.9435 -0.0572 0.059 Uiso 1 1 calc R . .
H6C H 0.8177 0.8872 -0.0895 0.059 Uiso 1 1 calc R . .
C7 C 0.8720(4) 0.8551(3) 0.0502(2) 0.0308(9) Uani 1 1 d . . .
H7 H 0.8153 0.9130 0.0448 0.037 Uiso 1 1 calc R . .
C8 C 0.8834(4) 0.8056(3) 0.1105(2) 0.0278(9) Uani 1 1 d . . .
C9 C 0.8020(5) 0.8458(3) 0.1641(2) 0.0385(11) Uani 1 1 d . . .
H9A H 0.8197 0.8041 0.2043 0.058 Uiso 1 1 calc R . .
H9B H 0.6907 0.8501 0.1455 0.058 Uiso 1 1 calc R . .
H9C H 0.8429 0.9093 0.1774 0.058 Uiso 1 1 calc R . .
C10 C 1.0000 0.4033(4) 0.2500 0.0251(12) Uani 1 2 d S . .
C11 C 1.1011(4) 0.3515(3) 0.30109(19) 0.0256(9) Uani 1 1 d . . .
C12 C 1.2155(5) 0.4005(3) 0.3569(2) 0.0335(10) Uani 1 1 d . . .
H12A H 1.2034 0.4696 0.3519 0.050 Uiso 1 1 calc R . .
H12B H 1.3210 0.3825 0.3534 0.050 Uiso 1 1 calc R . .
H12C H 1.1960 0.3812 0.4017 0.050 Uiso 1 1 calc R . .
C13 C 1.0996(4) 0.2526(3) 0.2996(2) 0.0283(9) Uani 1 1 d . . .
H13 H 1.1693 0.2187 0.3337 0.034 Uiso 1 1 calc R . .
C14 C 1.0000 0.2019(4) 0.2500 0.0301(13) Uani 1 2 d S . .
C15 C 1.0000 0.0945(4) 0.2500 0.0411(15) Uani 1 2 d S . .
H15A H 0.9225 0.0713 0.2113 0.062 Uiso 0.50 1 calc PR . .
H15B H 0.9749 0.0713 0.2929 0.062 Uiso 0.50 1 calc PR . .
H15C H 1.1026 0.0713 0.2458 0.062 Uiso 0.50 1 calc PR . .
B1 B 0.9846(5) 0.6626(3) 0.1882(2) 0.0273(10) Uani 1 1 d . . .
B2 B 1.0000 0.5144(4) 0.2500 0.0265(13) Uani 1 2 d S . .
O1 O 0.9874(3) 0.56483(18) 0.18979(14) 0.0312(7) Uani 1 1 d . . .
O2 O 1.0000 0.7100(3) 0.2500 0.0323(10) Uani 1 2 d S . .
 
 
_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
C1 C8 1.423(5) . ?
C1 C2 1.420(6) . ?
C1 B1 1.554(6) . ?
C2 C4 1.397(6) . ?
C2 C3 1.516(5) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.380(6) . ?
C4 H4 0.9500 . ?
C5 C7 1.399(6) . ?
C5 C6 1.497(6) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.376(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.510(5) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.416(5) . ?
C10 C11 1.416(5) 2_755 ?
C10 B2 1.563(8) . ?
C11 C13 1.391(5) . ?
C11 C12 1.513(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.384(5) . ?
C13 H13 0.9500 . ?
C14 C13 1.384(5) 2_755 ?
C14 C15 1.509(8) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
B1 O2 1.384(5) . ?
B1 O1 1.375(5) . ?
B2 O1 1.380(4) 2_755 ?
B2 O1 1.380(4) . ?
O2 B1 1.384(5) 2_755 ?
 
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
C8 C1 C2 117.7(4) . . ?
C8 C1 B1 120.6(4) . . ?
C2 C1 B1 121.6(3) . . ?
C4 C2 C1 120.0(4) . . ?
C4 C2 C3 117.5(4) . . ?
C1 C2 C3 122.5(4) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 C2 122.2(4) . . ?
C5 C4 H4 118.9 . . ?
C2 C4 H4 118.9 . . ?
C7 C5 C4 117.5(4) . . ?
C7 C5 C6 121.1(4) . . ?
C4 C5 C6 121.4(4) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 C5 122.8(4) . . ?
C8 C7 H7 118.6 . . ?
C5 C7 H7 118.6 . . ?
C7 C8 C1 119.8(4) . . ?
C7 C8 C9 117.8(3) . . ?
C1 C8 C9 122.4(4) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C11 118.1(5) . 2_755 ?
C11 C10 B2 120.9(2) . . ?
C11 C10 B2 120.9(2) 2_755 . ?
C13 C11 C10 119.7(4) . . ?
C13 C11 C12 118.3(3) . . ?
C10 C11 C12 122.0(4) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C11 122.2(4) . . ?
C14 C13 H13 118.9 . . ?
C11 C13 H13 118.9 . . ?
C13 C14 C13 117.9(5) . 2_755 ?
C13 C14 C15 121.0(2) . . ?
C13 C14 C15 121.0(2) 2_755 . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2 B1 O1 117.6(4) . . ?
O2 B1 C1 121.0(4) . . ?
O1 B1 C1 121.4(4) . . ?
O1 B2 O1 118.2(5) 2_755 . ?
O1 B2 C10 120.9(2) 2_755 . ?
O1 B2 C10 120.9(2) . . ?
B2 O1 B1 122.1(3) . . ?
B1 O2 B1 122.4(4) 2_755 . ?
 
_diffrn_measured_fraction_theta_max    0.990
_diffrn_reflns_theta_full              27.47
_diffrn_measured_fraction_theta_full   0.990
_refine_diff_density_max    0.463
_refine_diff_density_min   -0.447
_refine_diff_density_rms    0.082
