#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:01:59 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301802 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/21/2102106.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_2102106 loop_ _publ_author_name 'Hosomi, Hiroyuki' 'Ito, Yoshikatsu' 'Ohba, Shigeru' _publ_section_title ; Crystal-to-crystal photodimerization of trans-cinnamamides ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 682 _journal_page_last 689 _journal_paper_doi 10.1107/S0108768100002329 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C9 H8 Cl1 N1 O1' _chemical_formula_sum 'C9 H8 Cl N O' _chemical_formula_weight 181.62 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _cell_angle_alpha 90 _cell_angle_beta 108.420(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 11.0370(10) _cell_length_b 9.075(2) _cell_length_c 9.042(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 298.0(10) _cell_measurement_theta_max 14.8 _cell_measurement_theta_min 12.2 _cell_volume 859.3(3) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1993) ; _computing_data_reduction ;TEXSAN (Molecular Structure Corporation, 1998) ; _computing_molecular_graphics 'ORTEP-II (Johnson, 1976)' _computing_publication_material TEXSAN _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \q-2\q _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .015 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 2101 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 2.5 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .390 _exptl_absorpt_correction_T_max .961 _exptl_absorpt_correction_T_min .799 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details '(Coppens et al., 1965)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.404 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate-like _exptl_crystal_size_max .6 _exptl_crystal_size_mid .6 _exptl_crystal_size_min .1 _refine_diff_density_max .27 _refine_diff_density_min -.21 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.02 _refine_ls_hydrogen_treatment refall _refine_ls_number_parameters 141 _refine_ls_number_reflns 1977 _refine_ls_R_factor_gt .038 _refine_ls_shift/su_max .0001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^) + (0.0518P)^2^+0.3386P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .115 _reflns_number_gt 1360 _reflns_number_total 1977 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file oa0024.cif _cod_data_source_block II _cod_original_cell_volume 859.3(2) _cod_original_formula_sum 'C9 H8 Cl1 N1 O1' _cod_database_code 2102106 _cod_database_fobs_code 2102106 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+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_occupancy _atom_site_type_symbol Cl1 .93953(7) .02271(7) .14460(7) .0704(2) Uani d 1.00 Cl O2 .5741(2) -.0971(2) .8706(2) .0534(4) Uani d 1.00 O N3 .4869(2) .1302(2) .8370(2) .0488(4) Uani d 1.00 N C4 .5552(2) .0230(2) .8019(2) .0410(4) Uani d 1.00 C C5 .6096(2) .0568(2) .6750(2) .0423(4) Uani d 1.00 C C6 .6905(2) -.0348(2) .6409(2) .0425(4) Uani d 1.00 C C7 .7533(2) -.0155(2) .5210(2) .0401(4) Uani d 1.00 C C8 .7562(2) .1189(2) .4470(2) .0471(5) Uani d 1.00 C C9 .8138(2) .1314(2) .3330(2) .0510(5) Uani d 1.00 C C10 .8694(2) .0085(2) .2913(2) .0447(4) Uani d 1.00 C C11 .8706(2) -.1247(2) .3635(2) .0475(5) Uani d 1.00 C C12 .8127(2) -.1361(2) .4775(2) .0458(4) Uani d 1.00 C H3A .453(2) .112(2) .911(2) .04934(7) Uiso d 1.00 H H3B .469(2) .209(3) .780(3) .05813(8) Uiso d 1.00 H H5 .583(2) .148(2) .618(2) .04806(7) Uiso d 1.00 H H6 .713(2) -.125(3) .697(3) .05497(8) Uiso d 1.00 H H8 .720(2) .203(3) .475(3) .06668(9) Uiso d 1.00 H H9 .820(2) .223(3) .284(2) .05567(8) Uiso d 1.00 H H11 .908(2) -.209(3) .334(3) .06794(9) Uiso d 1.00 H H12 .810(2) -.231(2) .528(2) .05114(7) Uiso d 1.00 H 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 .0959(5) .0668(4) .0691(4) -.0169(3) .0557(4) -.0111(3) O2 .0770(10) .0363(7) .0594(9) .0067(7) .0394(8) .0056(6) N3 .0640(10) .0369(9) .0550(10) .0047(8) .0333(9) .0024(8) C4 .0457(10) .0365(9) .0433(9) -.0043(8) .0176(8) -.0046(8) C5 .0500(10) .0381(10) .0416(10) .0008(8) .0187(9) .0019(8) C6 .0500(10) .0374(10) .0422(9) .0006(8) .0179(8) .0028(8) C7 .0425(10) .0388(9) .0400(9) .0016(8) .0144(8) .0006(8) C8 .0580(10) .0368(10) .0510(10) .0068(9) .0241(10) .0021(8) C9 .0670(10) .0400(10) .0520(10) .0012(9) .0270(10) .0065(9) C10 .0500(10) .0480(10) .0421(9) -.0062(9) .0227(8) -.0057(8) C11 .0540(10) .0410(10) .0510(10) .0030(9) .0223(10) -.0058(9) C12 .0560(10) .0348(10) .0510(10) .0053(8) .0219(9) .0037(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .003 .002 ;International Tables for Crystallography (1992, Vol. C) ; H H .000 .000 ;International Tables for Crystallography (1992, Vol. C) ; Cl Cl .148 .159 ;International Tables for Crystallography (1992, Vol. C) ; N N .006 .003 ;International Tables for Crystallography (1992, Vol. C) ; O O .011 .006 ;International Tables for Crystallography (1992, Vol. C) ; loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C4 N3 H3A 1_555 1_555 1_555 117.0(10) no C4 N3 H3B 1_555 1_555 1_555 120(2) no H3A N3 H3B 1_555 1_555 1_555 123(2) no O2 C4 N3 1_555 1_555 1_555 122.8(2) yes O2 C4 C5 1_555 1_555 1_555 121.6(2) yes N3 C4 C5 1_555 1_555 1_555 115.6(2) yes C4 C5 C6 1_555 1_555 1_555 121.1(2) yes C4 C5 H5 1_555 1_555 1_555 117.0(10) no C6 C5 H5 1_555 1_555 1_555 121.0(10) no C5 C6 C7 1_555 1_555 1_555 127.3(2) yes C5 C6 H6 1_555 1_555 1_555 120(2) no C7 C6 H6 1_555 1_555 1_555 113(2) no C6 C7 C8 1_555 1_555 1_555 123.0(2) yes C6 C7 C12 1_555 1_555 1_555 119.2(2) yes C8 C7 C12 1_555 1_555 1_555 117.8(2) yes C7 C8 C9 1_555 1_555 1_555 121.1(2) yes C7 C8 H8 1_555 1_555 1_555 121(2) no C9 C8 H8 1_555 1_555 1_555 118(2) no C8 C9 C10 1_555 1_555 1_555 119.2(2) yes C8 C9 H9 1_555 1_555 1_555 122(2) no C10 C9 H9 1_555 1_555 1_555 119(2) no Cl1 C10 C9 1_555 1_555 1_555 119.4(2) yes Cl1 C10 C11 1_555 1_555 1_555 119.2(2) yes C9 C10 C11 1_555 1_555 1_555 121.4(2) yes C10 C11 C12 1_555 1_555 1_555 119.0(2) yes C10 C11 H11 1_555 1_555 1_555 121(2) no C12 C11 H11 1_555 1_555 1_555 120(2) no C7 C12 C11 1_555 1_555 1_555 121.5(2) yes C7 C12 H12 1_555 1_555 1_555 118.0(10) no C11 C12 H12 1_555 1_555 1_555 120.0(10) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Cl1 C10 1.739(2) yes O2 C4 1.240(2) yes N3 C4 1.329(3) yes N3 H3A .88(3) no N3 H3B .87(2) no C4 C5 1.486(3) yes C5 C6 1.326(3) yes C5 H5 .97(2) no C6 C7 1.470(3) yes C6 H6 .95(2) no C7 C8 1.396(3) yes C7 C12 1.394(3) yes C8 C9 1.377(4) yes C8 H8 .94(3) no C9 C10 1.382(3) yes C9 H9 .95(2) no C10 C11 1.372(3) yes C11 C12 1.378(4) yes C11 H11 .94(3) no C12 H12 .98(2) 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 N3 H3A O2 3_657 .88(3) 2.09(2) 2.941(3) 163(2) N3 H3B O2 2_656 .87(2) 2.18(2) 3.050(2) 178(2) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21427789 2 PubChem 5364144