#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:01:59 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301802 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/41/2104103.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_2104103 loop_ _publ_author_name 'Trzop, El\.zbieta' 'Turowska-Tyrk, Ilona' _publ_section_title ; Monitoring structural transformations in crystals. 12. Course of an intramolecular [4+4] photocycloaddition in a crystal ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 375 _journal_page_last 382 _journal_paper_doi 10.1107/S0108768108009853 _journal_volume 64 _journal_year 2008 _chemical_formula_sum 'C32 H24' _chemical_formula_weight 408.51 _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary geom _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 112.99(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 10.274(2) _cell_length_b 12.774(2) _cell_length_c 8.446(2) _cell_measurement_reflns_used 1000 _cell_measurement_temperature 299(2) _cell_measurement_theta_max 27 _cell_measurement_theta_min 3 _cell_volume 1020.4(4) _computing_cell_refinement 'CRYSALIS (Oxford Diffraction, 2003)' _computing_data_collection 'CRYSALIS (Oxford Diffraction, 2003)' _computing_data_reduction 'CRYSALIS (Oxford Diffraction, 2003)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _diffrn_ambient_temperature 299(2) _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device_type 'Kuma KM4CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0147 _diffrn_reflns_av_sigmaI/netI 0.0180 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 5357 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 3.07 _exptl_absorpt_coefficient_mu 0.075 _exptl_absorpt_correction_type none _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.330 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 432 _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.325 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.196 _refine_diff_density_min -0.157 _refine_ls_extinction_coef 0.033(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type fullcycle _refine_ls_number_parameters 211 _refine_ls_number_reflns 1784 _refine_ls_number_restraints 206 _refine_ls_restrained_S_all 1.266 _refine_ls_R_factor_all 0.0589 _refine_ls_R_factor_gt 0.0420 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0697P)^2^+0.1646P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1105 _refine_ls_wR_factor_ref 0.1239 _reflns_number_gt 1310 _reflns_number_total 1784 _reflns_threshold_expression >2sigma(I) _cod_data_source_file bk5072.cif _cod_data_source_block 4.3P _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. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2104103 _cod_database_fobs_code 2104103 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_type_symbol _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 C C1P 0.286(3) 0.542(4) 0.847(5) 0.059(12) Uiso d PDU 0.043(4) A 1 H H1P 0.3064 0.4921 0.9338 0.071 Uiso calc PR 0.043(4) A 1 C C2P 0.392(3) 0.607(4) 0.842(6) 0.059(12) Uiso d PDU 0.043(4) A 1 H H2P 0.4830 0.6006 0.9246 0.071 Uiso calc PR 0.043(4) A 1 C C3P 0.362(4) 0.680(4) 0.715(7) 0.056(12) Uiso d PDU 0.043(4) A 1 H H3P 0.4342 0.7235 0.7119 0.067 Uiso calc PR 0.043(4) A 1 C C4P 0.228(4) 0.691(5) 0.592(7) 0.054(7) Uiso d PDU 0.043(4) A 1 H H4P 0.2099 0.7418 0.5069 0.064 Uiso calc PR 0.043(4) A 1 C C5P -0.266(4) 0.652(5) 0.468(7) 0.052(7) Uiso d PDU 0.043(4) A 1 H H5P -0.2887 0.7017 0.3815 0.062 Uiso calc PR 0.043(4) A 1 C C6P -0.367(4) 0.623(5) 0.532(7) 0.066(7) Uiso d PDU 0.043(4) A 1 H H6P -0.4557 0.6543 0.4891 0.080 Uiso calc PR 0.043(4) A 1 C C7P -0.334(4) 0.550(5) 0.660(8) 0.073(7) Uiso d PDU 0.043(4) A 1 H H7P -0.4016 0.5296 0.7008 0.088 Uiso calc PR 0.043(4) A 1 C C8P -0.200(5) 0.505(5) 0.728(8) 0.058(7) Uiso d PDU 0.043(4) A 1 H H8P -0.1772 0.4594 0.8198 0.070 Uiso calc PR 0.043(4) A 1 C C9P 0.036(3) 0.4695(16) 0.696(3) 0.049(7) Uiso d PDU 0.043(4) . 1 C C10P -0.026(3) 0.6203(19) 0.451(3) 0.053(12) Uiso d PDU 0.043(4) . 1 C C11P -0.133(4) 0.606(3) 0.532(5) 0.039(7) Uiso d PDU 0.043(4) A 1 C C12P -0.100(4) 0.529(3) 0.660(5) 0.043(7) Uiso d PDU 0.043(4) A 1 C C13P 0.151(3) 0.549(2) 0.724(4) 0.038(7) Uiso d PDU 0.043(4) A 1 C C14P 0.119(4) 0.628(3) 0.595(4) 0.050(13) Uiso d PDU 0.043(4) A 1 C C15P -0.062(6) 0.7011(18) 0.306(4) 0.047(7) Uiso d PDU 0.043(4) . 1 H H15A -0.1523 0.7349 0.2795 0.056 Uiso calc PR 0.043(4) A 1 H H15B 0.0120 0.7531 0.3263 0.056 Uiso calc PR 0.043(4) A 1 C C16P 0.065(5) 0.378(3) 0.824(3) 0.044(7) Uiso d PDU 0.043(4) . 1 H H16A 0.1565 0.3832 0.9190 0.053 Uiso calc PR 0.043(4) A 1 H H16B -0.0092 0.3686 0.8666 0.053 Uiso calc PR 0.043(4) A 1 C C1R 0.3310(3) 0.5680(2) 0.8258(3) 0.0584(7) Uani d PDU 0.957(4) A 2 H H1R 0.3680 0.5168 0.9099 0.070 Uiso calc PR 0.957(4) A 2 C C2R 0.4202(3) 0.6370(2) 0.7996(4) 0.0689(8) Uani d PDU 0.957(4) A 2 H H2R 0.5161 0.6351 0.8691 0.083 Uiso calc PR 0.957(4) A 2 C C3R 0.3690(3) 0.7106(3) 0.6695(4) 0.0685(8) Uani d PDU 0.957(4) A 2 H H3R 0.4310 0.7578 0.6519 0.082 Uiso calc PR 0.957(4) A 2 C C4R 0.2295(3) 0.7146(2) 0.5677(4) 0.0580(7) Uani d PDU 0.957(4) A 2 H H4R 0.1983 0.7625 0.4777 0.070 Uiso calc PR 0.957(4) A 2 C C5R -0.2554(3) 0.6256(2) 0.4929(4) 0.0622(7) Uani d PDU 0.957(4) A 2 H H5R -0.2930 0.6719 0.4013 0.075 Uiso calc PR 0.957(4) A 2 C C6R -0.3418(3) 0.5810(3) 0.5597(5) 0.0785(9) Uani d PDU 0.957(4) A 2 H H6R -0.4368 0.5997 0.5178 0.094 Uiso calc PR 0.957(4) A 2 C C7R -0.2896(4) 0.5066(3) 0.6915(4) 0.0807(10) Uani d PDU 0.957(4) A 2 H H7R -0.3505 0.4759 0.7356 0.097 Uiso calc PR 0.957(4) A 2 C C8R -0.1513(3) 0.4791(2) 0.7553(4) 0.0655(8) Uani d PDU 0.957(4) A 2 H H8R -0.1191 0.4277 0.8397 0.079 Uiso calc PR 0.957(4) A 2 C C9R 0.0879(2) 0.50083(15) 0.7588(2) 0.0451(6) Uani d PDU 0.957(4) A 2 C C10R -0.0168(2) 0.65111(15) 0.4944(3) 0.0433(6) Uani d PDU 0.957(4) A 2 C C11R -0.1089(3) 0.60348(19) 0.5592(3) 0.0464(6) Uani d PDU 0.957(4) A 2 C C12R -0.0547(3) 0.52762(17) 0.6952(3) 0.0460(6) Uani d PDU 0.957(4) A 2 C C13R 0.1825(3) 0.57080(18) 0.7292(3) 0.0436(6) Uani d PDU 0.957(4) A 2 C C14R 0.1285(3) 0.64717(19) 0.5945(3) 0.0430(6) Uani d PDU 0.957(4) A 2 C C15R -0.0736(4) 0.69380(18) 0.3133(3) 0.0578(8) Uani d PDU 0.957(4) . 2 H H15C 0.0017 0.7309 0.2949 0.069 Uiso calc PR 0.957(4) A 2 H H15D -0.1478 0.7439 0.3012 0.069 Uiso calc PR 0.957(4) A 2 C C16R 0.1337(3) 0.39168(17) 0.8281(3) 0.0574(7) Uani d PDU 0.957(4) . 2 H H16C 0.1018 0.3777 0.9200 0.069 Uiso calc PR 0.957(4) A 2 H H16D 0.2361 0.3881 0.8762 0.069 Uiso calc PR 0.957(4) A 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 C1R 0.0598(16) 0.0530(14) 0.0529(14) 0.0044(13) 0.0116(12) -0.0033(11) C2R 0.0548(16) 0.0713(17) 0.0734(18) -0.0042(14) 0.0172(14) -0.0093(15) C3R 0.0651(18) 0.0680(19) 0.076(2) -0.0144(13) 0.0318(15) -0.0086(15) C4R 0.0826(19) 0.0428(15) 0.0555(15) -0.0031(12) 0.0346(13) 0.0011(10) C5R 0.0593(16) 0.0562(18) 0.0631(17) 0.0004(12) 0.0152(13) -0.0182(13) C6R 0.0548(16) 0.085(2) 0.090(2) -0.0112(15) 0.0224(16) -0.035(2) C7R 0.077(2) 0.095(2) 0.082(2) -0.0327(19) 0.0452(18) -0.0293(18) C8R 0.081(2) 0.0658(18) 0.0567(16) -0.0211(15) 0.0344(16) -0.0125(12) C9R 0.0625(14) 0.0397(11) 0.0274(11) -0.0032(10) 0.0112(10) -0.0020(8) C10R 0.0631(15) 0.0269(10) 0.0389(11) 0.0045(9) 0.0187(10) -0.0015(9) C11R 0.0537(14) 0.0392(11) 0.0407(12) 0.0026(10) 0.0123(11) -0.0130(9) C12R 0.0625(16) 0.0421(11) 0.0347(11) -0.0101(11) 0.0204(11) -0.0104(9) C13R 0.0564(14) 0.0362(11) 0.0360(11) 0.0002(10) 0.0155(10) -0.0053(8) C14R 0.0593(15) 0.0316(11) 0.0401(11) 0.0016(9) 0.0217(10) -0.0043(8) C15R 0.0769(18) 0.0399(11) 0.0498(13) 0.0077(11) 0.0175(12) 0.0101(10) C16R 0.0758(18) 0.0459(12) 0.0384(11) -0.0035(12) 0.0092(11) 0.0089(9) 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' 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_3 _geom_angle C13P C1P C2P . . 120.4(17) C3P C2P C1P . . 120.2(17) C2P C3P C4P . . 120.8(17) C3P C4P C14P . . 120.3(17) C6P C5P C11P . . 120.7(17) C7P C6P C5P . . 119.6(17) C6P C7P C8P . . 120.6(18) C7P C8P C12P . . 120.9(17) C13P C9P C12P . . 107.4(13) C13P C9P C16P . . 118.4(16) C12P C9P C16P . . 115.7(16) C13P C9P C10P . 3_566 113.6(16) C12P C9P C10P . 3_566 114.3(16) C16P C9P C10P . 3_566 86.6(7) C11P C10P C14P . . 107.9(14) C11P C10P C15P . . 116.9(18) C14P C10P C15P . . 117.0(18) C11P C10P C9P . 3_566 114.1(16) C14P C10P C9P . 3_566 113.3(16) C15P C10P C9P . 3_566 86.6(7) C5P C11P C12P . . 119.7(15) C5P C11P C10P . . 123.7(17) C12P C11P C10P . . 115.7(14) C8P C12P C11P . . 118.3(15) C8P C12P C9P . . 125.6(16) C11P C12P C9P . . 115.6(14) C1P C13P C14P . . 119.5(15) C1P C13P C9P . . 124.6(16) C14P C13P C9P . . 115.1(14) C4P C14P C13P . . 118.7(15) C4P C14P C10P . . 124.7(17) C13P C14P C10P . . 115.6(14) C16P C15P C10P 3_566 . 93.5(9) C15P C16P C9P 3_566 . 93.2(9) C2R C1R C13R . . 122.3(2) C1R C2R C3R . . 120.1(3) C4R C3R C2R . . 120.6(3) C3R C4R C14R . . 121.9(2) C6R C5R C11R . . 121.5(3) C5R C6R C7R . . 120.6(3) C8R C7R C6R . . 120.5(3) C7R C8R C12R . . 121.0(3) C12R C9R C13R . . 118.00(18) C12R C9R C16R . . 119.8(2) C13R C9R C16R . . 121.3(2) C14R C10R C11R . . 118.08(19) C14R C10R C15R . . 121.6(2) C11R C10R C15R . . 120.0(2) C10R C11R C5R . . 122.3(2) C10R C11R C12R . . 119.6(2) C5R C11R C12R . . 118.1(2) C9R C12R C8R . . 122.1(2) C9R C12R C11R . . 119.62(19) C8R C12R C11R . . 118.2(2) C9R C13R C1R . . 122.71(19) C9R C13R C14R . . 119.4(2) C1R C13R C14R . . 117.9(2) C10R C14R C4R . . 123.4(2) C10R C14R C13R . . 119.6(2) C4R C14R C13R . . 117.0(2) C10R C15R C16R . 3_566 113.85(18) C9R C16R C15R . 3_566 112.25(17) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance C1P C13P . 1.371(19) C1P C2P . 1.38(2) C2P C3P . 1.366(12) C3P C4P . 1.368(12) C4P C14P . 1.392(19) C5P C6P . 1.39(2) C5P C11P . 1.392(19) C6P C7P . 1.366(12) C7P C8P . 1.39(2) C8P C12P . 1.392(19) C9P C13P . 1.510(16) C9P C12P . 1.511(16) C9P C16P . 1.539(12) C9P C10P 3_566 1.665(9) C10P C11P . 1.513(17) C10P C14P . 1.515(17) C10P C15P . 1.535(18) C10P C9P 3_566 1.665(9) C11P C12P . 1.403(18) C13P C14P . 1.418(18) C15P C16P 3_566 1.484(9) C16P C15P 3_566 1.484(9) C1R C2R . 1.350(3) C1R C13R . 1.423(3) C2R C3R . 1.385(4) C3R C4R . 1.354(4) C4R C14R . 1.433(3) C5R C6R . 1.350(4) C5R C11R . 1.414(3) C6R C7R . 1.401(4) C7R C8R . 1.355(4) C8R C12R . 1.421(3) C9R C12R . 1.392(3) C9R C13R . 1.413(3) C9R C16R . 1.514(3) C10R C14R . 1.401(3) C10R C11R . 1.403(3) C10R C15R . 1.510(3) C11R C12R . 1.438(3) C13R C14R . 1.435(3) C15R C16R 3_566 1.557(3) C16R C15R 3_566 1.557(3) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 609353