data_cs1473 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H16 B N O4' _chemical_formula_sum 'C8 H16 B N O4' _chemical_formula_weight 201.03 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21' _symmetry_space_group_name_Hall 'P 2c -2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 22.3967(9) _cell_length_b 4.7980(2) _cell_length_c 9.4977(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1020.62(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3521 _cell_measurement_theta_min 3.4615 _cell_measurement_theta_max 27.4246 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.314 _exptl_crystal_size_mid 0.148 _exptl_crystal_size_min 0.020 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z -1 0 0 0.1574 -1.0003 -0.0067 0.0043 0.1215 0.0801 -0.0264 1 0 0 0.1574 1.0003 0.0067 -0.0043 -0.1215 -0.0801 0.0264 0 -1 0 0.0741 0.0022 -0.9987 -0.0012 0.0064 0.0144 0.0730 0 1 0 0.0741 -0.0022 0.9987 0.0012 -0.0064 -0.0144 -0.0730 0 0 -1 0.0104 0.0004 0.0003 -0.9994 -0.0178 0.0259 -0.0035 0 0 1 0.0104 -0.0004 -0.0003 0.9994 0.0178 -0.0259 0.0035 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.308 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 432 _exptl_absorpt_coefficient_mu 0.101 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Oxford Diffraction Gemini' _diffrn_detector CCD _diffrn_detector_type 'Oxford Diffraction Atlas CCD' _diffrn_source_voltage 50 _diffrn_source_current 40 _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 10.2265 _diffrn_standards_number 2 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <2% _diffrn_orient_matrix_UB_11 -0.1213279707 _diffrn_orient_matrix_UB_12 -0.0067373282 _diffrn_orient_matrix_UB_13 0.0178094800 _diffrn_orient_matrix_UB_21 -0.0800613413 _diffrn_orient_matrix_UB_22 -0.0145222436 _diffrn_orient_matrix_UB_23 -0.0259739354 _diffrn_orient_matrix_UB_31 0.0269336080 _diffrn_orient_matrix_UB_32 -0.0730284900 _diffrn_orient_matrix_UB_33 0.0035169359 _diffrn_reflns_number 8805 _diffrn_reflns_av_R_equivalents 0.0542 _diffrn_reflns_av_sigmaI/netI 0.0365 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.64 _diffrn_reflns_theta_max 27.51 _reflns_number_total 1248 _reflns_number_gt 1061 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro (Oxford Diffraction, 2009)' _computing_cell_refinement 'CrysAlisPro (Oxford Diffraction, 2009)' _computing_data_reduction 'CrysAlisPro (Oxford Diffraction, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.)' _computing_molecular_graphics 'SHELXTL (Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.)' _computing_publication_material 'SHELXTL (Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ 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/[\s^2^(Fo^2^)+(0.0460P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/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 1248 _refine_ls_number_parameters 128 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0481 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.0792 _refine_ls_wR_factor_gt 0.0767 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 B1 B 0.40884(11) 0.5782(5) 0.0845(3) 0.0161(5) Uani 1 1 d . . . C1 C 0.38362(11) 0.8384(5) 0.3032(2) 0.0219(5) Uani 1 1 d . . . H1A H 0.3512 0.9716 0.2814 0.026 Uiso 1 1 calc R . . H1B H 0.4013 0.8872 0.3955 0.026 Uiso 1 1 calc R . . C2 C 0.36071(11) 0.5402(5) 0.3030(2) 0.0237(6) Uani 1 1 d . . . H2A H 0.3883 0.4162 0.3549 0.028 Uiso 1 1 calc R . . H2B H 0.3207 0.5294 0.3471 0.028 Uiso 1 1 calc R . . C3 C 0.49165(10) 0.7638(5) 0.2362(2) 0.0228(5) Uani 1 1 d . . . H3A H 0.4912 0.6726 0.3297 0.027 Uiso 1 1 calc R . . H3B H 0.5176 0.9308 0.2404 0.027 Uiso 1 1 calc R . . C4 C 0.51252(11) 0.5634(5) 0.1225(2) 0.0225(5) Uani 1 1 d . . . H4A H 0.5255 0.6660 0.0374 0.027 Uiso 1 1 calc R . . H4B H 0.5461 0.4476 0.1567 0.027 Uiso 1 1 calc R . . C5 C 0.39453(10) 0.6774(5) -0.0734(2) 0.0158(5) Uani 1 1 d . . . H5A H 0.4304 0.7721 -0.1113 0.019 Uiso 1 1 calc R . . H5B H 0.3875 0.5097 -0.1318 0.019 Uiso 1 1 calc R . . C6 C 0.34143(10) 0.8717(5) -0.0907(2) 0.0187(5) Uani 1 1 d . . . H6A H 0.3044 0.7679 -0.0686 0.022 Uiso 1 1 calc R . . H6B H 0.3450 1.0260 -0.0220 0.022 Uiso 1 1 calc R . . C7 C 0.33620(9) 0.9927(5) -0.2362(2) 0.0176(5) Uani 1 1 d . . . C8 C 0.28190(11) 1.2956(6) -0.3829(3) 0.0299(6) Uani 1 1 d . . . H8A H 0.3153 1.4253 -0.3949 0.045 Uiso 1 1 calc R . . H8B H 0.2442 1.3990 -0.3857 0.045 Uiso 1 1 calc R . . H8C H 0.2825 1.1576 -0.4590 0.045 Uiso 1 1 calc R . . N1 N 0.42995(8) 0.8383(4) 0.19000(19) 0.0172(4) Uani 1 1 d . . . H1 H 0.4299 1.0069 0.1417 0.021 Uiso 1 1 calc R . . O1 O 0.35784(7) 0.4638(3) 0.15840(15) 0.0204(4) Uani 1 1 d . . . O2 O 0.46178(7) 0.3959(3) 0.09295(17) 0.0193(4) Uani 1 1 d . . . O3 O 0.37104(7) 0.9598(4) -0.33158(16) 0.0266(4) Uani 1 1 d . . . O4 O 0.28742(7) 1.1550(4) -0.24872(16) 0.0265(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 B1 0.0229(12) 0.0108(12) 0.0144(12) 0.0002(11) -0.0031(11) -0.0022(10) C1 0.0334(14) 0.0180(13) 0.0144(11) 0.0011(9) 0.0019(9) 0.0025(11) C2 0.0330(13) 0.0214(14) 0.0167(12) 0.0040(10) 0.0041(10) -0.0024(11) C3 0.0284(12) 0.0213(12) 0.0189(11) 0.0010(10) -0.0067(10) -0.0053(10) C4 0.0233(12) 0.0256(14) 0.0185(11) 0.0039(10) -0.0044(9) -0.0001(11) C5 0.0198(10) 0.0153(12) 0.0125(10) 0.0013(9) 0.0027(8) -0.0018(9) C6 0.0208(11) 0.0205(12) 0.0148(11) 0.0014(10) 0.0013(9) 0.0005(10) C7 0.0169(10) 0.0184(11) 0.0174(12) 0.0017(10) -0.0029(9) -0.0024(9) C8 0.0263(13) 0.0409(16) 0.0225(12) 0.0130(12) -0.0009(10) 0.0087(12) N1 0.0260(9) 0.0128(10) 0.0128(8) 0.0025(8) -0.0018(8) -0.0026(8) O1 0.0249(8) 0.0209(9) 0.0153(8) 0.0020(7) 0.0003(7) -0.0058(7) O2 0.0224(8) 0.0162(7) 0.0191(8) 0.0015(7) -0.0022(6) 0.0005(7) O3 0.0281(8) 0.0364(11) 0.0152(9) 0.0041(8) 0.0034(7) 0.0083(8) O4 0.0220(8) 0.0386(10) 0.0189(8) 0.0107(8) 0.0020(7) 0.0080(7) _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 B1 O1 1.449(3) . ? B1 O2 1.476(3) . ? B1 C5 1.606(3) . ? B1 N1 1.669(3) . ? C1 N1 1.494(3) . ? C1 C2 1.520(3) . ? C2 O1 1.423(3) . ? C3 N1 1.493(3) . ? C3 C4 1.520(3) . ? C4 O2 1.420(3) . ? C5 C6 1.520(3) . ? C6 C7 1.503(3) . ? C7 O3 1.206(3) . ? C7 O4 1.347(3) . ? C8 O4 1.447(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 O1 B1 O2 112.49(18) . . ? O1 B1 C5 114.06(18) . . ? O2 B1 C5 112.77(19) . . ? O1 B1 N1 102.45(18) . . ? O2 B1 N1 100.53(16) . . ? C5 B1 N1 113.32(18) . . ? N1 C1 C2 103.46(19) . . ? O1 C2 C1 105.04(18) . . ? N1 C3 C4 103.14(18) . . ? O2 C4 C3 104.62(18) . . ? C6 C5 B1 116.03(17) . . ? C7 C6 C5 113.40(18) . . ? O3 C7 O4 122.3(2) . . ? O3 C7 C6 126.1(2) . . ? O4 C7 C6 111.59(19) . . ? C3 N1 C1 115.54(17) . . ? C3 N1 B1 105.06(16) . . ? C1 N1 B1 103.64(16) . . ? C2 O1 B1 109.54(17) . . ? C4 O2 B1 108.57(16) . . ? C7 O4 C8 114.63(17) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O2 0.93 2.05 2.918(2) 154.5 1_565 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.241 _refine_diff_density_min -0.163 _refine_diff_density_rms 0.043