#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/64/2006417.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_2006417 loop_ _publ_author_name 'McNab, Hamish' 'Parsons, Simon' 'Shannon, David A.' _publ_section_title ; 2,3-Dihydro-3-phenyl-1H-isoindol-1-one at 220K ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1098 _journal_page_last 1099 _journal_paper_doi 10.1107/S0108270197004848 _journal_volume 53 _journal_year 1997 _chemical_formula_sum 'C14 H11 N O' _chemical_formula_weight 209.24 _chemical_melting_point '222-225 (lit. 218-220\%C)' _chemical_name_systematic ; 2,3-Dihydro-3-phenyl-1H-isoindol-1-one ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 104.835(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 16.3820(8) _cell_length_b 6.1648(6) _cell_length_c 21.6676(12) _cell_measurement_reflns_used 40 _cell_measurement_temperature 220(2) _cell_measurement_theta_max 22 _cell_measurement_theta_min 20 _cell_volume 2115.3(3) _computing_cell_refinement DIF4 _computing_data_collection 'DIF4 (Stoe & Cie, 1990a)' _computing_data_reduction 'REDU4 (Stoe & Cie, 1990b)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXTL (Sheldrick, 1994)' _diffrn_ambient_temperature 220(2) _diffrn_measurement_device ; Stoe Stadi-4 diffractometer equipped with an Oxford Cryosystems variable temperature device (Cosier & Glazer, 1986) ; _diffrn_measurement_method \w-\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0255 _diffrn_reflns_av_sigmaI/netI 0.0325 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 3393 _diffrn_reflns_theta_max 60.05 _diffrn_reflns_theta_min 4.22 _diffrn_standards_decay_% 5 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.659 _exptl_absorpt_correction_type none _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.314 _exptl_crystal_density_meas ? _exptl_crystal_description 'lath developed in (101)' _exptl_crystal_F_000 880 _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.04 _refine_diff_density_max 0.135 _refine_diff_density_min -0.132 _refine_ls_extinction_coef 0.0012(2) _refine_ls_extinction_method SHELXTL _refine_ls_goodness_of_fit_all 1.048 _refine_ls_goodness_of_fit_obs 1.129 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_parameters 146 _refine_ls_number_reflns 1533 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.059 _refine_ls_restrained_S_obs 1.129 _refine_ls_R_factor_all 0.0454 _refine_ls_R_factor_obs .0348 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0549P)^2^+0.0580P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0944 _refine_ls_wR_factor_obs .0893 _reflns_number_observed 1238 _reflns_number_total 1535 _reflns_observed_criterion >2sigma(I) _cod_data_source_file mu1321.cif _cod_data_source_block mellot _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' 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 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_exptl_absorpt_correction_type' value 'None' changed to 'none' 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: '_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 The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0549P)^2^+0.0580P] 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^)+(0.0549P)^2^+0.0580P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'C 2/c' _cod_database_code 2006417 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -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 C1 .0260(9) .0296(10) .0290(9) .0007(7) .0029(7) -.0009(8) O1 .0329(7) .0319(7) .0435(7) .0036(5) .0109(5) .0076(6) N2 .0255(7) .0340(8) .0362(8) .0039(6) .0111(6) .0061(6) C3 .0297(9) .0268(9) .0329(9) -.0001(7) .0081(7) .0015(7) C3a .0239(8) .0308(10) .0285(9) -.0024(7) .0024(7) -.0036(7) C4 .0322(9) .0371(11) .0372(10) -.0064(8) .0069(8) .0001(8) C5 .0288(9) .0545(12) .0414(10) -.0100(9) .0105(8) -.0023(9) C6 .0242(9) .0556(13) .0411(11) .0007(9) .0078(8) -.0085(9) C7 .0280(9) .0380(10) .0342(10) .0043(8) .0041(8) -.0022(8) C7a .0240(9) .0309(10) .0270(8) -.0015(7) .0015(7) -.0032(7) C31 .0248(9) .0306(9) .0340(9) .0045(7) .0106(7) .0008(7) C32 .0315(9) .0365(11) .0422(10) .0014(8) .0077(8) .0025(8) C33 .0337(10) .0545(13) .0450(11) .0010(9) .0013(9) -.0040(10) C34 .0407(11) .0627(14) .0374(11) .0164(10) .0028(9) .0061(10) C35 .0526(12) .0439(12) .0432(11) .0122(10) .0130(10) .0141(9) C36 .0384(10) .0341(11) .0430(10) .0031(8) .0114(9) .0042(8) 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 C1 .35552(10) .2847(3) .46899(7) .0290(4) Uani d . 1 . C O1 .35269(7) .1113(2) .49716(5) .0359(3) Uani d . 1 . O N2 .29736(8) .4438(2) .46006(6) .0313(4) Uani d . 1 . N H2 .25266(8) .4370(2) .47467(6) .038 Uiso calc R 1 . H C3 .31577(10) .6282(3) .42386(8) .0298(4) Uani d . 1 . C H3 .32410(10) .7594(3) .45110(8) .036 Uiso calc R 1 . H C3a .39931(10) .5608(3) .41206(7) .0285(4) Uani d . 1 . C C4 .45144(11) .6713(3) .38160(8) .0359(4) Uani d . 1 . C H4 .43663(11) .8090(3) .36358(8) .043 Uiso calc R 1 . H C5 .52615(11) .5719(3) .37859(9) .0413(5) Uani d . 1 . C H5 .56243(11) .6435(3) .35796(9) .050 Uiso calc R 1 . H C6 .54866(10) .3693(3) .40532(8) .0404(5) Uani d . 1 . C H6 .59991(10) .3062(3) .40269(8) .048 Uiso calc R 1 . H C7 .49680(10) .2590(3) .43572(8) .0341(4) Uani d . 1 . C H7 .51170(10) .1214(3) .45380(8) .041 Uiso calc R 1 . H C7a .42186(10) .3584(3) .43865(7) .0282(4) Uani d . 1 . C C31 .24730(10) .6710(3) .36326(8) .0292(4) Uani d . 1 . C C32 .19021(10) .5123(3) .33473(8) .0370(5) Uani d . 1 . C H32 .19287(10) .3743(3) .35355(8) .044 Uiso calc R 1 . H C33 .12931(12) .5549(3) .27881(9) .0460(5) Uani d . 1 . C H33 .09034(12) .4465(3) .26032(9) .055 Uiso calc R 1 . H C34 .12543(12) .7556(3) .25002(9) .0483(5) Uani d . 1 . C H34 .08420(12) .7842(3) .21191(9) .058 Uiso calc R 1 . H C35 .18262(12) .9139(3) .27768(9) .0464(5) Uani d . 1 . C H35 .18085(12) 1.0503(3) .25800(9) .056 Uiso calc R 1 . H C36 .24232(11) .8732(3) .33398(8) .0383(5) Uani d . 1 . C H36 .28019(11) .9833(3) .35287(8) .046 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 0.0181 0.0091 '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' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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 O1 C1 N2 125.8(2) y O1 C1 C7a 127.56(15) y N2 C1 C7a 106.60(14) y C1 N2 C3 114.19(13) y N2 C3 C3a 101.40(12) y N2 C3 C31 113.16(13) y C3a C3 C31 113.71(13) y C7a C3a C4 120.7(2) y C7a C3a C3 109.50(14) y C4 C3a C3 129.8(2) y C3a C4 C5 117.7(2) y C4 C5 C6 121.5(2) y C7 C6 C5 120.9(2) y C6 C7 C7a 117.6(2) y C3a C7a C7 121.6(2) y C3a C7a C1 108.30(14) y C7 C7a C1 130.1(2) y C32 C31 C36 118.4(2) ? C32 C31 C3 121.94(15) ? C36 C31 C3 119.67(15) ? C33 C32 C31 120.7(2) ? C34 C33 C32 120.4(2) ? C35 C34 C33 119.4(2) ? C36 C35 C34 120.3(2) ? C35 C36 C31 120.9(2) ? 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 C1 O1 . 1.238(2) y C1 N2 . 1.346(2) y C1 C7a . 1.479(2) y N2 C3 . 1.456(2) y C3 C3a . 1.513(2) y C3 C31 . 1.516(2) y C3a C7a . 1.384(2) y C3a C4 . 1.385(2) y C4 C5 . 1.385(2) y C5 C6 . 1.386(3) y C6 C7 . 1.380(2) y C7 C7a . 1.388(2) y C31 C32 . 1.385(2) ? C31 C36 . 1.391(2) ? C32 C33 . 1.383(2) ? C33 C34 . 1.380(3) ? C34 C35 . 1.379(3) ? C35 C36 . 1.377(3) ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 231241 2 PubChem 12158069