#------------------------------------------------------------------------------ #$Date: 2017-10-13 01:08:28 +0100 (Fri, 13 Oct 2017) $ #$Revision: 201955 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/62/2006264.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_2006264 loop_ _publ_author_name 'Turel, Iztok' 'Leban, Ivan' 'Bukovec, Peter' 'Barbo, Martin' _publ_section_title ; Boron Complex of a Member of the Quinolone Family ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 942 _journal_page_last 943 _journal_paper_doi 10.1107/S0108270197003491 _journal_volume 53 _journal_year 1997 _chemical_formula_moiety 'C17 H14 B Cl F N O7' _chemical_formula_sum 'C17 H14 B Cl F N O7' _chemical_formula_weight 409.55 _chemical_name_systematic ; Anhydride of diacetoxyboric and 1-cyclopropyl-6-fluoro-7-chloro-4-oxo-1,4- dihydroquinoline-3-carboxylic acid ; _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 8.754(2) _cell_length_b 15.055(3) _cell_length_c 26.742(5) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 12 _cell_measurement_theta_min 10 _cell_volume 3524.4(13) _computing_cell_refinement 'local program' _computing_data_collection 'local program (Kratky, 1993)' _computing_data_reduction 'local program' _computing_molecular_graphics ; NRCVAX (Gabe, Le Page, Charland, Lee & White, 1989), ORTEPII (Johnson, 1971) and PLUTON (Spek, 1991) ; _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Modified Stoe' _diffrn_measurement_method 'fixed 1.2\% \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0492 _diffrn_reflns_av_sigmaI/netI 0.0599 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_number 3501 _diffrn_reflns_theta_max 27.49 _diffrn_reflns_theta_min 2.78 _diffrn_standards_decay_% 2.2 _diffrn_standards_interval_count 400 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.270 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.544 _exptl_crystal_density_meas 1.53(5) _exptl_crystal_density_method 'flotation in chlorobenzene/CCl~4~' _exptl_crystal_description plate _exptl_crystal_F_000 1680 _exptl_crystal_size_max 0.62 _exptl_crystal_size_mid 0.41 _exptl_crystal_size_min 0.19 _refine_diff_density_max 0.269 _refine_diff_density_min -0.259 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.076 _refine_ls_goodness_of_fit_obs 1.128 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_parameters 253 _refine_ls_number_reflns 3101 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.089 _refine_ls_restrained_S_obs 1.128 _refine_ls_R_factor_all 0.1014 _refine_ls_R_factor_obs .0534 _refine_ls_shift/esd_max -0.059 _refine_ls_shift/esd_mean 0.009 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0479P)^2^+2.7713P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1395 _refine_ls_wR_factor_obs .1128 _reflns_number_observed 1978 _reflns_number_total 3107 _reflns_observed_criterion >2sigma(I) _cod_data_source_file ab1445.cif _cod_data_source_block bork _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0479P)^2^+2.7713P] where P = (Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0479P)^2^+2.7713P] where P = (Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 3524.4(12) _cod_database_code 2006264 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' 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 N1 .033(2) .029(2) .029(2) .0008(13) .0019(12) -.0040(12) C2 .034(2) .032(2) .028(2) .001(2) .002(2) .000(2) C3 .031(2) .031(2) .028(2) .006(2) .003(2) -.001(2) C4 .026(2) .025(2) .030(2) -.0032(15) .0013(15) -.0042(15) C5 .043(2) .034(2) .034(2) .000(2) .004(2) -.001(2) C6 .053(2) .039(2) .025(2) -.003(2) -.003(2) .003(2) C7 .039(2) .033(2) .042(2) -.003(2) -.007(2) .006(2) C8 .035(2) .026(2) .039(2) .000(2) .001(2) -.003(2) C9 .027(2) .026(2) .029(2) -.0058(15) -.0002(14) -.0005(14) C10 .028(2) .026(2) .029(2) -.0033(15) .0006(14) -.0008(15) O11 .0488(15) .0321(13) .0350(12) .0114(12) .0054(12) .0041(11) O12 .129(3) .083(2) .031(2) .063(2) .014(2) .012(2) C1 .051(2) .042(2) .033(2) .013(2) .002(2) .001(2) O1 .0375(14) .0317(13) .0300(12) .0078(11) .0052(11) -.0011(11) F .106(2) .0595(15) .0286(12) .0164(15) -.0015(12) .0079(10) Cl .0750(8) .0511(6) .0521(6) .0148(6) -.0131(5) .0155(5) C11 .041(2) .027(2) .039(2) .005(2) .004(2) -.004(2) C12 .045(2) .057(3) .050(2) .015(2) .005(2) -.006(2) C13 .061(3) .042(2) .037(2) .009(2) .014(2) -.004(2) B .034(2) .029(2) .036(2) .003(2) .005(2) .000(2) O20 .0315(13) .0299(13) .0462(14) .0021(11) .0016(11) -.0038(11) C20 .040(2) .037(2) .037(2) -.002(2) -.006(2) .003(2) O21 .053(2) .035(2) .059(2) .0052(13) -.0047(14) -.0106(13) C21 .041(2) .058(3) .058(3) -.012(2) .002(2) -.003(2) O30 .0324(13) .0328(13) .0490(15) -.0002(11) .0055(12) -.0062(11) C30 .037(2) .040(2) .049(2) -.002(2) .002(2) .003(2) O31 .040(2) .060(2) .085(2) -.003(2) .015(2) -.014(2) C31 .051(3) .046(3) .093(4) -.009(2) -.008(2) -.017(2) 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 N1 .0554(3) .1908(2) .32007(10) .0302(7) Uani d . 1 . N C2 -.0112(4) .2583(2) .29579(12) .0313(8) Uani d . 1 . C H1 -.0007(4) .2615(2) .26124(12) .041 Uiso calc R 1 . H C3 -.0943(4) .3229(2) .31961(12) .0303(8) Uani d . 1 . C C4 -.1156(4) .3175(2) .37070(12) .0270(7) Uani d . 1 . C C5 -.0517(4) .2433(2) .44970(13) .0369(9) Uani d . 1 . C H2 -.1092(4) .2847(2) .46740(13) .048 Uiso calc R 1 . H C6 .0221(4) .1773(2) .47399(12) .0389(9) Uani d . 1 . C C7 .1102(4) .1147(2) .44877(13) .0379(9) Uani d . 1 . C C8 .1223(4) .1179(2) .39787(13) .0335(8) Uani d . 1 . C H3 .1808(4) .0761(2) .38082(13) .044 Uiso calc R 1 . H C9 .0455(4) .1849(2) .37177(12) .0273(7) Uani d . 1 . C C10 -.0406(4) .2486(2) .39754(12) .0277(7) Uani d . 1 . C O11 -.2467(3) .4520(2) .31572(9) .0386(6) Uani d . 1 . O O12 -.1511(4) .4016(2) .24579(10) .0811(12) Uani d . 1 . O C1 -.1657(4) .3952(3) .29029(14) .0418(9) Uani d . 1 . C O1 -.2007(3) .37287(15) .39518(8) .0331(6) Uani d . 1 . O F .0135(3) .1720(2) .52411(8) .0646(7) Uani d . 1 . F Cl .20379(14) .03464(7) .48286(4) .0594(3) Uani d . 1 . Cl C11 .1288(4) .1191(2) .29187(13) .0356(9) Uani d . 1 . C H4 .0774(4) .0613(2) .29314(13) .046 Uiso calc R 1 . H C12 .2988(4) .1163(3) .28925(14) .0505(11) Uani d . 1 . C H5 .3478(4) .0585(3) .28962(14) .066 Uiso calc R 1 . H H6 .3553(4) .1632(3) .30588(14) .066 Uiso calc R 1 . H C13 .2065(4) .1405(3) .24431(14) .0470(10) Uani d . 1 . C H7 .2074(4) .2021(3) .23365(14) .061 Uiso calc R 1 . H H8 .1999(4) .0975(3) .21740(14) .061 Uiso calc R 1 . H B -.2829(5) .4469(3) .36885(15) .0332(9) Uani d . 1 . B O20 -.4463(3) .43632(15) .37584(9) .0359(6) Uani d . 1 . O C20 -.5156(4) .3632(3) .35948(13) .0381(9) Uani d . 1 . C O21 -.4502(3) .3034(2) .33830(10) .0490(7) Uani d . 1 . O C21 -.6822(4) .3626(3) .3705(2) .0520(11) Uani d . 1 . C H9 -.7095(4) .4165(3) .3875(2) .068 Uiso calc R 1 . H H10 -.7060(4) .3126(3) .3914(2) .068 Uiso calc R 1 . H H11 -.7384(4) .3583(3) .3398(2) .068 Uiso calc R 1 . H O30 -.2433(3) .52980(15) .39382(9) .0380(6) Uani d . 1 . O C30 -.0983(4) .5542(2) .39692(15) .0423(9) Uani d . 1 . C O31 .0065(3) .5140(2) .37794(12) .0614(8) Uani d . 1 . O C31 -.0764(5) .6368(3) .4269(2) .0634(13) Uani d . 1 . C H12 -.1737(5) .6578(3) .4384(2) .082 Uiso calc R 1 . H H13 -.0293(5) .6815(3) .4064(2) .082 Uiso calc R 1 . H H14 -.0120(5) .6243(3) .4550(2) .082 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' 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 C2 N1 C9 120.3(3) no C2 N1 C11 120.0(3) no C9 N1 C11 119.5(3) no N1 C2 C3 122.9(3) no C2 C3 C4 119.3(3) no C2 C3 C1 120.0(3) no C4 C3 C1 120.7(3) no O1 C4 C3 122.7(3) no O1 C4 C10 118.7(3) no C3 C4 C10 118.7(3) no C6 C5 C10 119.2(3) no F C6 C5 119.8(3) no F C6 C7 118.2(3) no C5 C6 C7 122.0(3) no C8 C7 C6 120.1(3) no C8 C7 Cl 121.1(3) no C6 C7 Cl 118.8(3) no C7 C8 C9 119.1(3) no N1 C9 C8 120.9(3) no N1 C9 C10 118.6(3) no C8 C9 C10 120.5(3) no C5 C10 C9 119.2(3) no C5 C10 C4 120.8(3) no C9 C10 C4 120.0(3) no C1 O11 B 126.3(3) no O12 C1 O11 121.6(3) no O12 C1 C3 122.6(3) no O11 C1 C3 115.8(3) no C4 O1 B 121.1(3) no N1 C11 C13 118.9(3) no N1 C11 C12 118.9(3) no C13 C11 C12 60.4(3) no C11 C12 C13 59.4(2) no C11 C13 C12 60.2(2) no O20 B O11 110.2(3) yes O20 B O30 105.6(3) yes O11 B O30 110.5(3) yes O20 B O1 109.3(3) yes O11 B O1 113.1(3) yes O30 B O1 107.9(3) yes C20 O20 B 119.8(3) no O21 C20 O20 123.7(3) no O21 C20 C21 123.6(4) no O20 C20 C21 112.7(3) no C30 O30 B 119.6(3) no O31 C30 O30 124.2(4) no O31 C30 C31 123.0(4) no O30 C30 C31 112.8(3) 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 N1 C2 . 1.339(4) no N1 C9 . 1.388(4) no N1 C11 . 1.466(4) no C2 C3 . 1.372(4) no C3 C4 . 1.381(4) no C3 C1 . 1.479(5) no C4 O1 . 1.295(4) yes C4 C10 . 1.422(5) no C5 C6 . 1.351(5) no C5 C10 . 1.400(5) no C6 F . 1.345(4) no C6 C7 . 1.393(5) no C7 C8 . 1.366(5) no C7 Cl . 1.718(4) no C8 C9 . 1.398(5) no C9 C10 . 1.402(4) no O11 C1 . 1.302(4) yes O11 B . 1.458(5) yes O12 C1 . 1.201(4) no O1 B . 1.501(4) yes C11 C13 . 1.478(5) no C11 C12 . 1.490(5) no C12 C13 . 1.493(5) no B O20 . 1.451(5) yes B O30 . 1.458(5) yes O20 C20 . 1.331(4) no C20 O21 . 1.208(4) no C20 C21 . 1.488(5) no O30 C30 . 1.324(4) no C30 O31 . 1.210(4) no C30 C31 . 1.491(5) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21137666