data_2007src0719
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C32 H31 B N2 O2'
_chemical_formula_weight          486.40
 
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'
 'B'  'B'   0.0013   0.0007
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 '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            P2(1)/N
_symmetry_space_group_name_H-M    Monoclinic
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, -y-1/2, z-1/2'
 
_cell_length_a                    9.31820(10)
_cell_length_b                    15.1558(2)
_cell_length_c                    18.9653(2)
_cell_angle_alpha                 90.00
_cell_angle_beta                  99.5870(10)
_cell_angle_gamma                 90.00
_cell_volume                      2640.96(5)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     32788
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        prism
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.60
_exptl_crystal_size_mid           0.20
_exptl_crystal_size_min           0.20
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.223
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1032
_exptl_absorpt_coefficient_mu     0.075
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9561
_exptl_absorpt_correction_T_max   0.9851
_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   graphite
_diffrn_measurement_device_type   'Bruker-Nonius KappaCCD Area Detector'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_detector_area_resol_mean  9.091
_diffrn_standards_number          none
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         negligible
_diffrn_reflns_number             31895
_diffrn_reflns_av_R_equivalents   0.0372
_diffrn_reflns_av_sigmaI/netI     0.0308
_diffrn_reflns_limit_h_min        -12
_diffrn_reflns_limit_h_max        12
_diffrn_reflns_limit_k_min        -19
_diffrn_reflns_limit_k_max        19
_diffrn_reflns_limit_l_min        -22
_diffrn_reflns_limit_l_max        24
_diffrn_reflns_theta_min          3.14
_diffrn_reflns_theta_max          27.50
_reflns_number_total              6042
_reflns_number_gt                 5026
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        ?
_computing_cell_refinement        'DENZO, COLLECT'
_computing_data_reduction         'DENZO, COLLECT'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_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)+(0.0394P)²+1.0207P] 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          6042
_refine_ls_number_parameters      336
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0522
_refine_ls_R_factor_gt            0.0406
_refine_ls_wR_factor_ref          0.1008
_refine_ls_wR_factor_gt           0.0944
_refine_ls_goodness_of_fit_ref    1.031
_refine_ls_restrained_S_all       1.031
_refine_ls_shift/su_max           0.048
_refine_ls_shift/su_mean          0.001
 
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 0.66469(13) 0.05153(8) 0.21507(6) 0.0235(3) Uani 1 1 d . . .
C2 C 0.77794(15) 0.17386(10) 0.15700(8) 0.0349(3) Uani 1 1 d . . .
H2A H 0.7048 0.2101 0.1751 0.052 Uiso 1 1 calc R . .
H2B H 0.7681 0.1812 0.1051 0.052 Uiso 1 1 calc R . .
H2C H 0.8755 0.1925 0.1797 0.052 Uiso 1 1 calc R . .
C3 C 0.84027(15) 0.01593(10) 0.14105(8) 0.0358(3) Uani 1 1 d . . .
H3A H 0.8110 -0.0435 0.1532 0.054 Uiso 1 1 calc R . .
H3B H 0.9442 0.0242 0.1591 0.054 Uiso 1 1 calc R . .
H3C H 0.8219 0.0233 0.0890 0.054 Uiso 1 1 calc R . .
C4 C 0.35637(13) 0.06239(8) 0.24179(6) 0.0238(3) Uani 1 1 d . . .
H4 H 0.3364 0.0613 0.1910 0.029 Uiso 1 1 calc R . .
C5 C 0.25648(13) 0.03179(9) 0.28185(7) 0.0266(3) Uani 1 1 d . . .
H5 H 0.1661 0.0083 0.2589 0.032 Uiso 1 1 calc R . .
C6 C 0.28837(14) 0.03535(8) 0.35580(7) 0.0251(3) Uani 1 1 d . . .
H6 H 0.2196 0.0146 0.3837 0.030 Uiso 1 1 calc R . .
C7 C 0.42065(14) 0.06919(8) 0.38914(6) 0.0242(3) Uani 1 1 d . . .
H7 H 0.4430 0.0717 0.4398 0.029 Uiso 1 1 calc R . .
C8 C 0.51918(13) 0.09902(8) 0.34815(6) 0.0222(2) Uani 1 1 d . . .
H8 H 0.6105 0.1226 0.3697 0.027 Uiso 1 1 calc R . .
C9 C 0.18745(12) -0.20840(7) 0.36989(6) 0.0184(2) Uani 1 1 d . . .
C10 C 0.24717(13) -0.22930(8) 0.30831(6) 0.0225(2) Uani 1 1 d . . .
H10 H 0.3395 -0.2574 0.3141 0.027 Uiso 1 1 calc R . .
C11 C 0.17649(15) -0.21044(9) 0.23941(6) 0.0273(3) Uani 1 1 d . . .
H11 H 0.2213 -0.2250 0.1995 0.033 Uiso 1 1 calc R . .
C12 C 0.04060(15) -0.17041(9) 0.22890(7) 0.0285(3) Uani 1 1 d . . .
H12 H -0.0088 -0.1583 0.1819 0.034 Uiso 1 1 calc R . .
C13 C -0.02199(13) -0.14833(8) 0.28792(7) 0.0257(3) Uani 1 1 d . . .
H13 H -0.1145 -0.1203 0.2815 0.031 Uiso 1 1 calc R . .
C14 C 0.05069(12) -0.16722(8) 0.35690(6) 0.0212(2) Uani 1 1 d . . .
H14 H 0.0057 -0.1515 0.3965 0.025 Uiso 1 1 calc R . .
C15 C 0.20041(12) -0.20142(8) 0.51593(6) 0.0188(2) Uani 1 1 d . . .
C16 C 0.17140(12) -0.11069(8) 0.52099(6) 0.0212(2) Uani 1 1 d . . .
H16 H 0.1914 -0.0727 0.4840 0.025 Uiso 1 1 calc R . .
C17 C 0.11443(13) -0.07403(9) 0.57804(7) 0.0258(3) Uani 1 1 d . . .
H17 H 0.0945 -0.0126 0.5787 0.031 Uiso 1 1 calc R . .
C18 C 0.08694(13) -0.12734(10) 0.63379(7) 0.0293(3) Uani 1 1 d . . .
H18 H 0.0479 -0.1029 0.6727 0.035 Uiso 1 1 calc R . .
C19 C 0.11718(14) -0.21681(10) 0.63197(7) 0.0296(3) Uani 1 1 d . . .
H19 H 0.1007 -0.2538 0.6702 0.036 Uiso 1 1 calc R . .
C20 C 0.17186(13) -0.25259(9) 0.57395(6) 0.0243(3) Uani 1 1 d . . .
H20 H 0.1906 -0.3142 0.5736 0.029 Uiso 1 1 calc R . .
C21 C 0.24364(12) -0.35077(8) 0.44411(6) 0.0181(2) Uani 1 1 d . . .
C22 C 0.10099(13) -0.38412(8) 0.43990(6) 0.0214(2) Uani 1 1 d . . .
H22 H 0.0240 -0.3439 0.4429 0.026 Uiso 1 1 calc R . .
C23 C 0.06878(14) -0.47332(9) 0.43155(6) 0.0255(3) Uani 1 1 d . . .
H23 H -0.0288 -0.4929 0.4290 0.031 Uiso 1 1 calc R . .
C24 C 0.17847(15) -0.53408(8) 0.42698(7) 0.0287(3) Uani 1 1 d . . .
H24 H 0.1567 -0.5952 0.4215 0.034 Uiso 1 1 calc R . .
C25 C 0.32021(14) -0.50425(8) 0.43054(7) 0.0265(3) Uani 1 1 d . . .
H25 H 0.3963 -0.5450 0.4274 0.032 Uiso 1 1 calc R . .
C26 C 0.35115(13) -0.41395(8) 0.43876(6) 0.0212(2) Uani 1 1 d . . .
H26 H 0.4488 -0.3948 0.4408 0.025 Uiso 1 1 calc R . .
C27 C 0.44479(12) -0.21768(7) 0.46244(6) 0.0183(2) Uani 1 1 d . . .
C28 C 0.54199(13) -0.25581(8) 0.51914(6) 0.0214(2) Uani 1 1 d . . .
H28 H 0.5053 -0.2972 0.5493 0.026 Uiso 1 1 calc R . .
C29 C 0.68975(13) -0.23516(9) 0.53272(6) 0.0252(3) Uani 1 1 d . . .
H29 H 0.7515 -0.2629 0.5713 0.030 Uiso 1 1 calc R . .
C30 C 0.74757(13) -0.17431(9) 0.49038(7) 0.0273(3) Uani 1 1 d . . .
H30 H 0.8484 -0.1604 0.4994 0.033 Uiso 1 1 calc R . .
C31 C 0.65515(13) -0.13428(9) 0.43478(7) 0.0261(3) Uani 1 1 d . . .
H31 H 0.6924 -0.0919 0.4056 0.031 Uiso 1 1 calc R . .
C32 C 0.50741(13) -0.15598(8) 0.42150(6) 0.0216(2) Uani 1 1 d . . .
H32 H 0.4465 -0.1276 0.3830 0.026 Uiso 1 1 calc R . .
B1 B 0.27039(13) -0.24321(9) 0.44870(7) 0.0174(2) Uani 1 1 d . . .
N1 N 0.48269(10) 0.09385(6) 0.27688(5) 0.0193(2) Uani 1 1 d . . .
N2 N 0.75627(11) 0.08121(8) 0.17368(6) 0.0270(2) Uani 1 1 d . . .
O1 O 0.58316(9) 0.12447(6) 0.23635(4) 0.02400(19) Uani 1 1 d . . .
O2 O 0.64371(10) -0.02233(6) 0.23395(5) 0.0307(2) 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 O2 1.2012(15) . ?
C1 N2 1.3303(16) . ?
C1 O1 1.4368(15) . ?
C2 N2 1.4608(18) . ?
C3 N2 1.4614(17) . ?
C4 N1 1.3397(15) . ?
C4 C5 1.3764(17) . ?
C5 C6 1.3853(18) . ?
C6 C7 1.3866(18) . ?
C7 C8 1.3746(17) . ?
C8 N1 1.3400(15) . ?
C9 C14 1.4034(16) . ?
C9 C10 1.4109(16) . ?
C9 B1 1.6506(16) . ?
C10 C11 1.3916(17) . ?
C11 C12 1.3883(19) . ?
C12 C13 1.3865(18) . ?
C13 C14 1.3989(16) . ?
C15 C16 1.4077(17) . ?
C15 C20 1.4073(16) . ?
C15 B1 1.6521(16) . ?
C16 C17 1.3974(16) . ?
C17 C18 1.3881(19) . ?
C18 C19 1.387(2) . ?
C19 C20 1.3970(17) . ?
C21 C26 1.4016(16) . ?
C21 C22 1.4119(16) . ?
C21 B1 1.6493(17) . ?
C22 C23 1.3882(18) . ?
C23 C24 1.3891(19) . ?
C24 C25 1.3870(19) . ?
C25 C26 1.4019(17) . ?
C27 C32 1.4030(16) . ?
C27 C28 1.4094(16) . ?
C27 B1 1.6485(16) . ?
C28 C29 1.3935(17) . ?
C29 C30 1.3892(19) . ?
C30 C31 1.3853(18) . ?
C31 C32 1.3970(17) . ?
N1 O1 1.3865(12) . ?
 
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
O2 C1 N2 130.04(12) . . ?
O2 C1 O1 120.88(10) . . ?
N2 C1 O1 109.07(10) . . ?
N1 C4 C5 117.69(11) . . ?
C4 C5 C6 119.66(11) . . ?
C5 C6 C7 120.04(11) . . ?
C8 C7 C6 119.37(11) . . ?
N1 C8 C7 118.04(11) . . ?
C14 C9 C10 115.23(10) . . ?
C14 C9 B1 125.15(10) . . ?
C10 C9 B1 119.21(10) . . ?
C11 C10 C9 122.75(11) . . ?
C12 C11 C10 120.14(11) . . ?
C11 C12 C13 119.08(11) . . ?
C12 C13 C14 120.15(11) . . ?
C13 C14 C9 122.63(11) . . ?
C16 C15 C20 114.94(11) . . ?
C16 C15 B1 122.14(10) . . ?
C20 C15 B1 122.85(10) . . ?
C17 C16 C15 122.90(12) . . ?
C18 C17 C16 120.03(12) . . ?
C19 C18 C17 119.09(11) . . ?
C18 C19 C20 120.10(12) . . ?
C19 C20 C15 122.90(12) . . ?
C26 C21 C22 115.39(11) . . ?
C26 C21 B1 125.14(10) . . ?
C22 C21 B1 119.30(10) . . ?
C23 C22 C21 122.60(11) . . ?
C22 C23 C24 120.36(11) . . ?
C25 C24 C23 119.04(12) . . ?
C24 C25 C26 120.01(12) . . ?
C21 C26 C25 122.60(11) . . ?
C32 C27 C28 114.95(10) . . ?
C32 C27 B1 123.97(10) . . ?
C28 C27 B1 121.05(10) . . ?
C29 C28 C27 122.59(11) . . ?
C30 C29 C28 120.57(11) . . ?
C31 C30 C29 118.62(11) . . ?
C30 C31 C32 120.21(12) . . ?
C31 C32 C27 123.04(11) . . ?
C27 B1 C21 112.13(9) . . ?
C27 B1 C9 111.64(9) . . ?
C21 B1 C9 102.96(9) . . ?
C27 B1 C15 107.06(9) . . ?
C21 B1 C15 110.12(9) . . ?
C9 B1 C15 113.01(9) . . ?
C8 N1 C4 125.19(10) . . ?
C8 N1 O1 117.28(9) . . ?
C4 N1 O1 117.53(9) . . ?
C1 N2 C2 125.32(11) . . ?
C1 N2 C3 117.54(11) . . ?
C2 N2 C3 117.12(11) . . ?
N1 O1 C1 109.61(8) . . ?
 
_diffrn_measured_fraction_theta_max    0.996
_diffrn_reflns_theta_full              27.50
_diffrn_measured_fraction_theta_full   0.996
_refine_diff_density_max    0.243
_refine_diff_density_min   -0.205
_refine_diff_density_rms    0.039
