 
data_2007jmw0007
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-
 2,3-dihydrothieno[3,4-B][1,4]dioxine
;
_chemical_name_common             ?
_chemical_melting_point           '92 - 95'
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C12 H17 B O4 S'
_chemical_formula_weight          268.13
 
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'
 'S'  'S'   0.1246   0.1234
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_symmetry_cell_setting            Triclinic
_symmetry_space_group_name_H-M    P-1
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    7.8170(3)
_cell_length_b                    9.2412(2)
_cell_length_c                    10.0613(3)
_cell_angle_alpha                 85.450(2)
_cell_angle_beta                  67.970(2)
_cell_angle_gamma                 79.532(2)
_cell_volume                      662.48(4)
_cell_formula_units_Z             2
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     2748
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        'cut plate'
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.16
_exptl_crystal_size_mid           0.08
_exptl_crystal_size_min           0.02
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.344
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              284
_exptl_absorpt_coefficient_mu     0.247
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9616
_exptl_absorpt_correction_T_max   0.9951
_exptl_absorpt_process_details    
'SADABS V2.10 (Sheldrick, G.M., 2003)' 
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_monochromator    '10cm confocal mirrors'
_diffrn_measurement_device_type  'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method          'φ & ω scans'
_diffrn_detector_area_resol_mean   9.091
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             10235
_diffrn_reflns_av_R_equivalents   0.0567
_diffrn_reflns_av_sigmaI/netI     0.0528
_diffrn_reflns_limit_h_min        -10
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_k_max        12
_diffrn_reflns_limit_l_min        -12
_diffrn_reflns_limit_l_max        13
_diffrn_reflns_theta_min          3.11
_diffrn_reflns_theta_max          27.50
_reflns_number_total              3010
_reflns_number_gt                 2537
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        
'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'  
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
 
_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 > 2sigma(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)+(0.0178P)²+0.9666P] 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        0.016(5)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          3010
_refine_ls_number_parameters      168
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0651
_refine_ls_R_factor_gt            0.0509
_refine_ls_wR_factor_ref          0.1158
_refine_ls_wR_factor_gt           0.1061
_refine_ls_goodness_of_fit_ref    1.055
_refine_ls_restrained_S_all       1.055
_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 0.3519(3) 0.8428(2) 0.2232(2) 0.0174(4) Uani 1 1 d . . .
C2 C 0.4734(3) 0.7945(2) 0.2923(2) 0.0158(4) Uani 1 1 d . . .
C3 C 0.6711(3) 0.8157(2) 0.4135(3) 0.0231(5) Uani 1 1 d . . .
H3A H 0.6731 0.8681 0.4949 0.028 Uiso 1 1 calc R . .
H3B H 0.7864 0.8261 0.3298 0.028 Uiso 1 1 calc R . .
C4 C 0.6671(3) 0.6552(2) 0.4521(3) 0.0238(5) Uani 1 1 d . . .
H4A H 0.7745 0.6143 0.4808 0.029 Uiso 1 1 calc R . .
H4B H 0.5508 0.6449 0.5348 0.029 Uiso 1 1 calc R . .
C5 C 0.5526(3) 0.6431(2) 0.2717(2) 0.0173(4) Uani 1 1 d . . .
C6 C 0.4944(3) 0.5760(2) 0.1843(3) 0.0220(5) Uani 1 1 d . . .
H6 H 0.5341 0.4757 0.1573 0.026 Uiso 1 1 calc R . .
C7 C 0.0065(3) 1.1571(2) 0.1684(2) 0.0182(4) Uani 1 1 d . . .
C8 C 0.0693(3) 1.2245(2) 0.2772(2) 0.0167(4) Uani 1 1 d . . .
C9 C -0.2040(3) 1.1753(2) 0.2088(3) 0.0247(5) Uani 1 1 d . . .
H9A H -0.2311 1.1302 0.1354 0.037 Uiso 1 1 calc R . .
H9B H -0.2569 1.2802 0.2153 0.037 Uiso 1 1 calc R . .
H9C H -0.2597 1.1271 0.3016 0.037 Uiso 1 1 calc R . .
C10 C 0.1009(4) 1.2074(3) 0.0137(2) 0.0255(5) Uani 1 1 d . . .
H10A H 0.2364 1.1945 -0.0105 0.038 Uiso 1 1 calc R . .
H10B H 0.0527 1.3115 0.0032 0.038 Uiso 1 1 calc R . .
H10C H 0.0741 1.1486 -0.0508 0.038 Uiso 1 1 calc R . .
C11 C -0.0709(3) 1.2246(2) 0.4299(2) 0.0225(5) Uani 1 1 d . . .
H11A H -0.1063 1.1268 0.4548 0.034 Uiso 1 1 calc R . .
H11B H -0.1824 1.2974 0.4382 0.034 Uiso 1 1 calc R . .
H11C H -0.0146 1.2498 0.4953 0.034 Uiso 1 1 calc R . .
C12 C 0.1247(3) 1.3754(2) 0.2341(3) 0.0217(5) Uani 1 1 d . . .
H12A H 0.1592 1.4110 0.3082 0.033 Uiso 1 1 calc R . .
H12B H 0.0191 1.4439 0.2233 0.033 Uiso 1 1 calc R . .
H12C H 0.2317 1.3686 0.1428 0.033 Uiso 1 1 calc R . .
B1 B 0.2237(3) 0.9904(3) 0.2238(3) 0.0168(5) Uani 1 1 d . . .
O1 O 0.5091(2) 0.88132(16) 0.37982(17) 0.0204(3) Uani 1 1 d . . .
O2 O 0.6759(2) 0.57279(16) 0.33276(17) 0.0216(4) Uani 1 1 d . . .
O3 O 0.0806(2) 1.00060(15) 0.17472(17) 0.0193(3) Uani 1 1 d . . .
O4 O 0.2363(2) 1.11965(15) 0.27477(16) 0.0186(3) Uani 1 1 d . . .
S1 S 0.33962(8) 0.69748(6) 0.12975(6) 0.02198(18) Uani 1 1 d . . .
 
 
_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 C2 1.370(3) . ?
C1 B1 1.538(3) . ?
C1 S1 1.735(2) . ?
C2 O1 1.370(2) . ?
C2 C5 1.421(3) . ?
C3 O1 1.448(2) . ?
C3 C4 1.506(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 O2 1.446(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.362(3) . ?
C5 O2 1.372(2) . ?
C6 S1 1.712(2) . ?
C6 H6 0.9500 . ?
C7 O3 1.463(2) . ?
C7 C9 1.519(3) . ?
C7 C10 1.527(3) . ?
C7 C8 1.565(3) . ?
C8 O4 1.471(2) . ?
C8 C11 1.516(3) . ?
C8 C12 1.517(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
B1 O4 1.370(3) . ?
B1 O3 1.369(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
C2 C1 B1 132.50(19) . . ?
C2 C1 S1 108.89(15) . . ?
B1 C1 S1 118.44(15) . . ?
C1 C2 O1 123.48(18) . . ?
C1 C2 C5 114.10(18) . . ?
O1 C2 C5 122.33(18) . . ?
O1 C3 C4 110.82(18) . . ?
O1 C3 H3A 109.5 . . ?
C4 C3 H3A 109.5 . . ?
O1 C3 H3B 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
O2 C4 C3 111.26(18) . . ?
O2 C4 H4A 109.4 . . ?
C3 C4 H4A 109.4 . . ?
O2 C4 H4B 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C6 C5 O2 123.78(19) . . ?
C6 C5 C2 112.89(18) . . ?
O2 C5 C2 123.33(18) . . ?
C5 C6 S1 110.65(16) . . ?
C5 C6 H6 124.7 . . ?
S1 C6 H6 124.7 . . ?
O3 C7 C9 108.82(17) . . ?
O3 C7 C10 106.35(17) . . ?
C9 C7 C10 110.63(18) . . ?
O3 C7 C8 102.18(15) . . ?
C9 C7 C8 114.76(18) . . ?
C10 C7 C8 113.33(18) . . ?
O4 C8 C11 106.44(16) . . ?
O4 C8 C12 108.44(17) . . ?
C11 C8 C12 110.86(18) . . ?
O4 C8 C7 103.03(15) . . ?
C11 C8 C7 113.06(18) . . ?
C12 C8 C7 114.32(17) . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O4 B1 O3 114.21(18) . . ?
O4 B1 C1 124.87(19) . . ?
O3 B1 C1 120.90(19) . . ?
C2 O1 C3 112.31(15) . . ?
C5 O2 C4 111.03(16) . . ?
B1 O3 C7 107.10(15) . . ?
B1 O4 C8 106.32(16) . . ?
C6 S1 C1 93.45(10) . . ?
 
_diffrn_measured_fraction_theta_max    0.991
_diffrn_reflns_theta_full              27.50
_diffrn_measured_fraction_theta_full   0.991
_refine_diff_density_max    0.331
_refine_diff_density_min   -0.293
_refine_diff_density_rms    0.069
