#------------------------------------------------------------------------------ #$Date: 2015-02-25 13:01:53 +0000 (Wed, 25 Feb 2015) $ #$Revision: 132410 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/69/2006923.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2006923 loop_ _publ_author_name 'Robinson, Paul D.' 'Groziak, Michael P.' 'Chen, Liya' _publ_section_title ; A 2-Alkyl Substituted 2,3,1-Benzodiazaborine ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 71 _journal_page_last 73 _journal_paper_doi 10.1107/S0108270197012432 _journal_volume 54 _journal_year 1998 _chemical_formula_moiety 'C8 H9 B N2 O' _chemical_formula_sum 'C8 H9 B N2 O' _chemical_formula_weight 159.98 _chemical_name_systematic ? _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _cell_angle_alpha 90.00 _cell_angle_beta 100.151(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 4.7100(10) _cell_length_b 14.5119(15) _cell_length_c 12.2120(8) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 17.42 _cell_measurement_theta_min 12.28 _cell_volume 821.6(2) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1996) ; _computing_data_reduction 'TEXSAN PROCESS (Molecular Structure Corporation, 1995)' _computing_molecular_graphics 'TEXSAN ORTEP (Johnson, 1965)' _computing_publication_material 'TEXSAN, SHELXL93, and PLATON (Spek, 1990)' _computing_structure_refinement 'TEXSAN LS and SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'TEXSAN SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 296 _diffrn_measurement_device_type 'Rigaku AFC-5S diffractometer' _diffrn_measurement_method '\w scans (rate 4\% min^-1^ in \w)' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0192 _diffrn_reflns_av_sigmaI/netI 0.0442 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 1648 _diffrn_reflns_theta_max 25.05 _diffrn_reflns_theta_min 2.20 _diffrn_standards_decay_% -1.6 _diffrn_standards_interval_count 100 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.293 _exptl_crystal_density_meas ? _exptl_crystal_description prism _exptl_crystal_F_000 336 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.18 _refine_diff_density_max 0.165 _refine_diff_density_min -0.148 _refine_ls_extinction_coef 0.038(4) _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_all 1.006 _refine_ls_goodness_of_fit_obs 1.086 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 115 _refine_ls_number_reflns 1460 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.006 _refine_ls_restrained_S_obs 1.086 _refine_ls_R_factor_all 0.0911 _refine_ls_R_factor_gt 0.0343 _refine_ls_shift/esd_max 0.002 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0383P)^2^+0.1415P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1031 _refine_ls_wR_factor_ref 0.0819 _reflns_number_gt 839 _reflns_number_total 1460 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file fg1385.cif _[local]_cod_data_source_block default _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_database_code 2006923 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' loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 .0581(10) .0618(10) .0356(8) .0091(8) .0010(7) -.0062(8) B1 .0398(12) .0450(13) .0364(12) -.0073(11) .0047(10) -.0014(10) N2 .0423(10) .0489(10) .0362(9) -.0004(8) .0029(7) -.0015(8) N3 .0559(11) .0585(11) .0319(9) -.0063(10) .0031(8) -.0007(8) C2 .0492(13) .0557(14) .0549(13) .0029(11) -.0001(10) .0024(11) C4 .0565(14) .0592(14) .0358(12) -.0094(12) .0109(10) -.0089(10) C4a .0441(12) .0442(11) .0456(12) -.0084(10) .0102(10) -.0051(9) C5 .0575(15) .0563(14) .0593(14) -.0065(12) .0169(12) -.0146(11) C6 .0546(15) .0500(14) .085(2) .0048(12) .0157(13) -.0079(13) C7 .0549(15) .0541(14) .0679(15) .0059(12) .0011(12) .0056(11) C8 .0534(14) .0530(13) .0454(13) -.0010(11) .0043(10) .0001(10) C8a .0397(11) .0439(12) .0385(11) -.0073(9) .0055(9) .0007(9) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol O1 -.1851(3) .27957(10) .84732(12) .0527(5) Uani d . 1 . O B1 -.1439(5) .2348(2) .7538(2) .0406(5) Uani d . 1 . B N2 -.3128(3) .26618(11) .65138(12) .0429(4) Uani d . 1 . N N3 -.2915(4) .23175(13) .54856(12) .0494(5) Uani d . 1 . N C2 -.5256(5) .33980(15) .6445(2) .0544(6) Uani d . 1 . C C4 -.1061(5) .1671(2) .5432(2) .0502(6) Uani d . 1 . C C4a .0807(4) .12487(14) .6352(2) .0444(5) Uani d . 1 . C C5 .2687(5) .0534(2) .6180(2) .0569(6) Uani d . 1 . C C6 .4404(5) .0127(2) .7064(2) .0628(7) Uani d . 1 . C C7 .4300(5) .0422(2) .8136(2) .0602(6) Uani d . 1 . C C8 .2483(5) .11257(15) .8313(2) .0511(6) Uani d . 1 . C C8a .0677(4) .15593(13) .74315(15) .0408(5) Uani d . 1 . C H1 -.086(6) .2643(18) .907(2) .081(9) Uiso d . 1 . H H2a -.5646 .3529 .7174 .082 Uiso calc R 1 . H H2b -.7004 .3209 .5970 .082 Uiso calc R 1 . H H2c -.4519 .3942 .6145 .082 Uiso calc R 1 . H H4 -.0920 .1457 .4726 .060 Uiso calc R 1 . H H5 .2762 .0338 .5460 .068 Uiso calc R 1 . H H6 .5644 -.0347 .6947 .075 Uiso calc R 1 . H H7 .5465 .0142 .8738 .072 Uiso calc R 1 . H H8 .2453 .1319 .9037 .061 Uiso calc R 1 . H 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' 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' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -1 3 0 0 2 -1 0 -1 -2 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag B1 O1 H1 118.1(18) yes N3 N2 B1 124.4(2) yes N3 N2 C2 112.0(2) yes B1 N2 C2 123.6(2) yes C4 N3 N2 118.1(2) yes N3 C4 C4a 126.6(2) yes C5 C4a C8a 120.7(2) no C5 C4a C4 120.9(2) no C8a C4a C4 118.4(2) yes C6 C5 C4a 120.2(2) no C5 C6 C7 119.9(2) no C8 C7 C6 120.3(2) no C8 C8a C4a 117.2(2) no C8 C8a B1 125.8(2) yes C4a C8a B1 117.0(2) yes C7 C8 C8a 121.7(2) no O1 B1 N2 116.3(2) yes O1 B1 C8a 128.2(2) yes N2 B1 C8a 115.5(2) yes C5 C6 H6 120.03 no C7 C6 H6 120.03 no C8 C7 H7 119.85 no C6 C7 H7 119.85 no C7 C8 H8 119.17 no C8a C8 H8 119.17 no N2 C2 H2a 109.47 no N2 C2 H2b 109.47 no H2a C2 H2b 109.5 no N2 C2 H2c 109.47 no H2a C2 H2c 109.5 no H2b C2 H2c 109.5 no N3 C4 H4 116.70 no C4a C4 H4 116.70 no C6 C5 H5 119.91 no C4a C5 H5 119.91 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 B1 . 1.357(3) yes N2 N3 . 1.371(2) yes N2 B1 . 1.433(3) yes N2 C2 . 1.457(3) yes N3 C4 . 1.291(3) yes C4 C4a . 1.437(3) yes C4a C5 . 1.403(3) no C4a C8a . 1.404(3) yes C5 C6 . 1.364(3) no C6 C7 . 1.387(3) no C7 C8 . 1.373(3) no C8a C8 . 1.398(3) no C8a B1 . 1.539(3) yes C8 H8 . .93 no C2 H2a . .96 no C2 H2b . .96 no C2 H2c . .96 no C4 H4 . .93 no C5 H5 . .93 no C6 H6 . .93 no C7 H7 . .93 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O1 H1 N3 4_555 0.82(3) 2.02(3) 2.810(2) 161(3) yes 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_publ_flag B1 N2 N3 C4 -0.4(3) yes C2 N2 N3 C4 178.8(2) yes N2 N3 C4 C4a 1.4(3) yes N3 C4 C4a C5 178.5(2) no N3 C4 C4a C8a -0.6(3) yes C8a C4a C5 C6 0.5(3) no C4 C4a C5 C6 -178.6(2) no C4a C5 C6 C7 -0.2(3) no C5 C6 C7 C8 -0.3(3) no C5 C4a C8a C8 -0.2(3) no C4 C4a C8a C8 178.9(2) no C5 C4a C8a B1 179.7(2) no C4 C4a C8a B1 -1.2(3) yes C6 C7 C8 C8a 0.6(3) no C4a C8a C8 C7 -0.3(3) no B1 C8a C8 C7 179.8(2) no N3 N2 B1 O1 177.3(2) yes C2 N2 B1 O1 -1.8(3) yes N3 N2 B1 C8a -1.3(3) yes C2 N2 B1 C8a 179.7(2) yes C8 C8a B1 O1 3.5(4) no C4a C8a B1 O1 -176.4(2) yes C8 C8a B1 N2 -178.2(2) no C4a C8a B1 N2 2.0(3) yes