#------------------------------------------------------------------------------ #$Date: 2013-08-29 18:37:19 +0300 (Thu, 29 Aug 2013) $ #$Revision: 88064 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/20/06/2200676.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_2200676 loop_ _publ_author_name 'Thangavel Ravishankar' 'Kandasamy Chinnakali' 'A. Senthilvelan' 'Hoong-Kun Fun' 'Vayalakkavoor T. Ramakrishnan' 'Suchada Chantrapromma' 'Ibrahim Abdul Razak' 'Anwar Usman' _publ_section_title ; 2-Chlorobenzoxazolo[3,2-b]isoquinolin-6-one ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o1209 _journal_page_last o1210 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C15 H8 Cl N O2' _chemical_formula_moiety 'C15 H8 Cl N O2' _chemical_formula_sum 'C15 H8 Cl N O2' _chemical_formula_weight 269.67 _chemical_name_systematic ; 2-Chlorobenzoxazolo[3,2-b]isoquinolin-6-one ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method SHELXL-97 _cell_angle_alpha 81.891(2) _cell_angle_beta 83.268(2) _cell_angle_gamma 85.499(2) _cell_formula_units_Z 2 _cell_length_a 7.6104(6) _cell_length_b 7.8699(7) _cell_length_c 9.8571(9) _cell_measurement_reflns_used 2122 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 29.57 _cell_measurement_theta_min 2.10 _cell_volume 579.29(9) _computing_cell_refinement 'SAINT (Siemens, 1996)' _computing_data_collection 'SMART (Siemens, 1996)' _computing_data_reduction SAINT _computing_molecular_graphics SHELXTL _computing_publication_material ; SHELXTL and PLATON (Spek, 1990) ; _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 8.33 _diffrn_measured_fraction_theta_full .971 _diffrn_measured_fraction_theta_max .971 _diffrn_measurement_device_type 'Siemens SMART CCD area-detector' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .071 _diffrn_reflns_av_sigmaI/netI .125 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 3273 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 2.10 _diffrn_standards_decay_% 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu .325 _exptl_absorpt_correction_T_max .968 _exptl_absorpt_correction_T_min .915 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.546 _exptl_crystal_density_method 'not measured' _exptl_crystal_description slab _exptl_crystal_F_000 276 _exptl_crystal_size_max .28 _exptl_crystal_size_mid .20 _exptl_crystal_size_min .10 _refine_diff_density_max .42 _refine_diff_density_min -.37 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref .93 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 172 _refine_ls_number_reflns 1976 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all .93 _refine_ls_R_factor_all .097 _refine_ls_R_factor_gt .069 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0746P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .173 _reflns_number_gt 1244 _reflns_number_total 1976 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file cv6078.cif _[local]_cod_data_source_block I _cod_database_code 2200676 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Cl1 .05080(16) .73131(14) .02619(12) .0661(5) Uani d . 1 . . Cl O1 .1434(3) .3367(3) .4778(2) .0378(7) Uani d . 1 . . O O2 .7372(3) .3159(3) .3842(3) .0494(7) Uani d . 1 . . O N1 .4401(3) .3178(3) .4435(3) .0292(7) Uani d . 1 . . N C1 .3802(4) .4267(4) .3308(3) .0294(8) Uani d . 1 . . C C2 .4660(5) .5129(4) .2139(4) .0358(9) Uani d . 1 . . C H2 .5890 .5085 .1976 .043 Uiso calc R 1 . . H C3 .3590(5) .6069(4) .1212(4) .0378(9) Uani d . 1 . . C H3 .4112 .6686 .0411 .045 Uiso calc R 1 . . H C4 .1762(5) .6103(4) .1462(4) .0385(9) Uani d . 1 . . C C5 .0889(5) .5231(4) .2632(4) .0394(9) Uani d . 1 . . C H5 -.0341 .5247 .2792 .047 Uiso calc R 1 . . H C6 .1977(5) .4338(4) .3539(4) .0321(8) Uani d . 1 . . C C7 .2942(4) .2648(4) .5328(4) .0309(8) Uani d . 1 . . C C8 .3030(5) .1589(4) .6504(4) .0370(9) Uani d . 1 . . C H8 .2017 .1283 .7083 .044 Uiso calc R 1 . . H C9 .4778(5) .0944(4) .6829(4) .0319(8) Uani d . 1 . . C C10 .5022(5) -.0216(4) .8019(4) .0424(10) Uani d . 1 . . C H10 .4042 -.0567 .8619 .051 Uiso calc R 1 . . H C11 .6701(6) -.0843(5) .8308(4) .0476(11) Uani d . 1 . . C H11 .6841 -.1596 .9110 .057 Uiso calc R 1 . . H C12 .8177(5) -.0366(5) .7423(4) .0458(10) Uani d . 1 . . C H12 .9300 -.0815 .7620 .055 Uiso calc R 1 . . H C13 .7984(5) .0771(4) .6252(4) .0403(9) Uani d . 1 . . C H13 .8980 .1107 .5665 .048 Uiso calc R 1 . . H C14 .6287(4) .1432(4) .5934(4) .0321(8) Uani d . 1 . . C C15 .6157(5) .2623(4) .4669(4) .0343(9) Uani d . 1 . . C 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 Cl1 .0657(8) .0723(8) .0567(8) .0052(6) -.0270(6) .0157(6) O1 .0239(14) .0445(14) .0405(15) -.0031(11) -.0006(11) .0083(11) O2 .0278(16) .0661(17) .0495(17) -.0096(13) -.0009(13) .0101(13) N1 .0240(16) .0299(15) .0322(17) -.0045(12) -.0029(12) .0021(12) C1 .030(2) .0265(16) .032(2) -.0021(14) -.0060(15) -.0020(14) C2 .034(2) .0344(18) .037(2) -.0057(16) -.0018(16) .0024(16) C3 .044(2) .0341(19) .033(2) -.0054(16) -.0022(17) .0035(15) C4 .043(2) .0341(19) .038(2) .0047(17) -.0127(18) -.0010(16) C5 .034(2) .0372(19) .046(2) -.0005(16) -.0068(18) -.0004(17) C6 .030(2) .0304(18) .033(2) -.0038(15) .0006(15) .0005(15) C7 .0225(19) .0317(18) .037(2) -.0028(14) .0017(15) -.0020(15) C8 .033(2) .040(2) .037(2) -.0090(16) .0009(16) -.0011(17) C9 .035(2) .0275(17) .034(2) -.0041(14) -.0056(16) -.0054(14) C10 .047(3) .038(2) .040(2) -.0108(18) -.0028(18) .0036(16) C11 .060(3) .036(2) .048(3) -.0067(19) -.022(2) .0064(18) C12 .042(2) .041(2) .056(3) -.0023(18) -.020(2) .0024(19) C13 .034(2) .038(2) .049(2) -.0034(16) -.0080(18) -.0036(17) C14 .030(2) .0277(17) .040(2) -.0030(14) -.0083(16) -.0049(15) C15 .028(2) .0364(19) .039(2) -.0073(16) -.0047(16) -.0041(16) 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 Cl1 C4 . 1.738(3) yes O1 C7 . 1.374(4) yes O1 C6 . 1.384(4) yes O2 C15 . 1.219(4) yes N1 C7 . 1.386(4) yes N1 C1 . 1.402(4) yes N1 C15 . 1.408(4) yes C1 C2 . 1.374(5) ? C1 C6 . 1.379(5) ? C2 C3 . 1.391(5) ? C2 H2 . .93 ? C3 C4 . 1.383(5) ? C3 H3 . .93 ? C4 C5 . 1.382(5) ? C5 C6 . 1.373(5) ? C5 H5 . .93 ? C7 C8 . 1.333(5) yes C8 C9 . 1.442(5) ? C8 H8 . .93 ? C9 C10 . 1.402(5) ? C9 C14 . 1.407(5) ? C10 C11 . 1.380(5) ? C10 H10 . .93 ? C11 C12 . 1.382(6) ? C11 H11 . .93 ? C12 C13 . 1.372(5) ? C12 H12 . .93 ? C13 C14 . 1.407(5) ? C13 H13 . .93 ? C14 C15 . 1.459(5) ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl .1484 .1585 '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 C7 O1 C6 106.9(2) C7 N1 C1 108.6(3) C7 N1 C15 123.0(3) C1 N1 C15 128.4(3) C2 C1 C6 121.3(3) C2 C1 N1 133.0(3) C6 C1 N1 105.6(3) C1 C2 C3 116.4(3) C1 C2 H2 121.8 C3 C2 H2 121.8 C4 C3 C2 121.1(3) C4 C3 H3 119.5 C2 C3 H3 119.5 C5 C4 C3 122.8(3) C5 C4 Cl1 118.6(3) C3 C4 Cl1 118.6(3) C6 C5 C4 114.8(4) C6 C5 H5 122.6 C4 C5 H5 122.6 C5 C6 C1 123.5(3) C5 C6 O1 126.1(3) C1 C6 O1 110.4(3) C8 C7 O1 127.0(3) C8 C7 N1 124.6(3) O1 C7 N1 108.5(3) C7 C8 C9 116.4(3) C7 C8 H8 121.8 C9 C8 H8 121.8 C10 C9 C14 118.2(3) C10 C9 C8 121.2(3) C14 C9 C8 120.5(3) C11 C10 C9 120.6(4) C11 C10 H10 119.7 C9 C10 H10 119.7 C10 C11 C12 120.9(3) C10 C11 H11 119.6 C12 C11 H11 119.6 C13 C12 C11 119.9(4) C13 C12 H12 120.1 C11 C12 H12 120.1 C12 C13 C14 120.4(4) C12 C13 H13 119.8 C14 C13 H13 119.8 C9 C14 C13 120.0(3) C9 C14 C15 122.0(3) C13 C14 C15 118.1(3) O2 C15 N1 119.2(3) O2 C15 C14 127.3(3) N1 C15 C14 113.5(3) 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 C7 N1 C1 C2 -179.5(4) ? C15 N1 C1 C2 -1.2(6) ? C7 N1 C1 C6 -1.2(4) ? C15 N1 C1 C6 177.1(3) ? C6 C1 C2 C3 .1(5) ? N1 C1 C2 C3 178.1(3) ? C1 C2 C3 C4 -.8(5) ? C2 C3 C4 C5 .4(6) ? C2 C3 C4 Cl1 179.8(3) ? C3 C4 C5 C6 .7(5) ? Cl1 C4 C5 C6 -178.7(3) ? C4 C5 C6 C1 -1.5(5) ? C4 C5 C6 O1 180.0(3) ? C2 C1 C6 C5 1.1(5) ? N1 C1 C6 C5 -177.4(3) ? C2 C1 C6 O1 179.9(3) ? N1 C1 C6 O1 1.3(4) ? C7 O1 C6 C5 177.7(3) ? C7 O1 C6 C1 -1.0(4) ? C6 O1 C7 C8 -178.6(3) yes C6 O1 C7 N1 .2(3) ? C1 N1 C7 C8 179.4(3) ? C15 N1 C7 C8 1.1(5) ? C1 N1 C7 O1 .6(4) ? C15 N1 C7 O1 -177.8(3) ? O1 C7 C8 C9 177.3(3) yes N1 C7 C8 C9 -1.3(5) ? C7 C8 C9 C10 -178.1(3) ? C7 C8 C9 C14 .1(5) ? C14 C9 C10 C11 .8(5) ? C8 C9 C10 C11 179.1(3) ? C9 C10 C11 C12 -1.1(6) ? C10 C11 C12 C13 1.3(6) ? C11 C12 C13 C14 -1.1(6) ? C10 C9 C14 C13 -.6(5) ? C8 C9 C14 C13 -178.9(3) ? C10 C9 C14 C15 179.6(3) ? C8 C9 C14 C15 1.3(5) ? C12 C13 C14 C9 .8(5) ? C12 C13 C14 C15 -179.4(3) ? C7 N1 C15 O2 -179.4(3) ? C1 N1 C15 O2 2.6(5) ? C7 N1 C15 C14 .4(4) ? C1 N1 C15 C14 -177.7(3) ? C9 C14 C15 O2 178.2(3) ? C13 C14 C15 O2 -1.6(6) ? C9 C14 C15 N1 -1.5(5) ? C13 C14 C15 N1 178.7(3) ? _cod_database_fobs_code 2200676