#------------------------------------------------------------------------------ #$Date: 2016-08-07 11:19:22 +0300 (Sun, 07 Aug 2016) $ #$Revision: 185212 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/52/7225200.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7225200 loop_ _publ_author_name 'Veerakanellore, Giri Babu' 'Captain, Burjor' 'Ramamurthy, V.' _publ_section_title ; Solid-state photochemistry of cis-cinnamic acids: a competition between [2 + 2] addition and cis--trans isomerization ; _journal_issue 25 _journal_name_full CrystEngComm _journal_page_first 4708 _journal_paper_doi 10.1039/C6CE00682E _journal_volume 18 _journal_year 2016 _chemical_formula_sum 'C11 H12 O4' _chemical_formula_weight 208.21 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2016-03-10 deposited with the CCDC. 2016-05-11 downloaded from the CCDC. ; _cell_angle_alpha 91.546(2) _cell_angle_beta 111.209(2) _cell_angle_gamma 94.653(2) _cell_formula_units_Z 2 _cell_length_a 7.5522(9) _cell_length_b 8.1546(10) _cell_length_c 8.9900(11) _cell_measurement_reflns_used 2050 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 30.02 _cell_measurement_theta_min 2.43 _cell_volume 513.50(11) _computing_cell_refinement 'SAINT+ V8.34A (Bruker, 2015)' _computing_data_collection 'APEX2 v2.2-0 (Bruker, 2007)' _computing_data_reduction 'SAINT+ V8.34A (Bruker, 2015)' _computing_molecular_graphics 'XSHELL v6.3.1 (Bruker, 2004)' _computing_publication_material 'XCIF v2014/2 (Bruker, 2014)' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution 'SHELXS/SHELXTL V6.14 (Bruker, 2015)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.991 _diffrn_measurement_device_type 'Bruker SMART APEX2 CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0187 _diffrn_reflns_av_unetI/netI 0.0241 _diffrn_reflns_Laue_measured_fraction_full 0.996 _diffrn_reflns_Laue_measured_fraction_max 0.991 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 4661 _diffrn_reflns_point_group_measured_fraction_full 0.996 _diffrn_reflns_point_group_measured_fraction_max 0.991 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.998 _diffrn_reflns_theta_min 2.435 _exptl_absorpt_coefficient_mu 0.103 _exptl_absorpt_correction_T_max 0.7460 _exptl_absorpt_correction_T_min 0.5947 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS 2014/5 Bruker)' _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.347 _exptl_crystal_description Bar _exptl_crystal_F_000 220 _exptl_crystal_size_max 0.460 _exptl_crystal_size_mid 0.320 _exptl_crystal_size_min 0.080 _refine_diff_density_max 0.224 _refine_diff_density_min -0.329 _refine_diff_density_rms 0.075 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 139 _refine_ls_number_reflns 2231 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.032 _refine_ls_R_factor_all 0.0669 _refine_ls_R_factor_gt 0.0484 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0820P)^2^+0.1151P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1301 _refine_ls_wR_factor_ref 0.1484 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1636 _reflns_number_total 2231 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c6ce00682e2.cif _cod_data_source_block collect_0m _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_absorpt_correction_type' value 'Multi-scan' changed to 'multi-scan' according to /usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26. Automatic conversion script Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas Adding full bibliography for 7225194--7225202.cif. ; _cod_database_code 7225200 _shelx_shelxl_version_number 2014/7 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.954 _shelx_estimated_absorpt_t_max 0.992 _shelx_res_file ; collect_0m.res created by SHELXL-2014/7 TITL collect_0m in P-1 CELL 0.71073 7.5522 8.1546 8.9900 91.546 111.209 94.653 ZERR 2.00 0.0009 0.0010 0.0011 0.002 0.002 0.002 LATT 1 SFAC C H O UNIT 22 24 8 OMIT -3 54 L.S. 4 ACTA BOND FMAP 2 PLAN 20 SIZE 0.08 0.32 0.46 TEMP 23.000 WGHT 0.082000 0.115100 FVAR 0.26527 MOLE 1 O1 3 -0.041197 0.121418 0.146102 11.00000 0.05146 0.07459 = 0.03641 -0.01131 0.01436 0.02179 AFIX 147 H1 2 -0.077808 0.086225 0.052519 11.00000 -1.50000 AFIX 0 O2 3 0.198117 -0.030220 0.161136 11.00000 0.05279 0.06721 = 0.04046 -0.01148 0.01945 0.02101 O3 3 -0.081115 0.346727 0.629700 11.00000 0.05034 0.07723 = 0.03574 -0.00671 0.01347 0.02861 O4 3 0.400239 0.339483 1.144357 11.00000 0.05704 0.07806 = 0.03126 -0.01242 0.01084 0.01761 C1 1 0.201884 0.226898 0.653263 11.00000 0.03935 0.04007 = 0.03347 -0.00561 0.01726 0.00282 C2 1 0.094222 0.308444 0.728186 11.00000 0.03908 0.04423 = 0.03397 -0.00276 0.01442 0.00810 C3 1 0.166450 0.343738 0.891754 11.00000 0.04547 0.05328 = 0.03656 -0.00751 0.01934 0.01262 AFIX 43 H3 2 0.094552 0.396862 0.939626 11.00000 -1.20000 AFIX 0 C4 1 0.345097 0.300552 0.984829 11.00000 0.04608 0.04691 = 0.03168 -0.00702 0.01407 0.00204 C5 1 0.455109 0.221706 0.914652 11.00000 0.03821 0.06194 = 0.03918 -0.00742 0.01177 0.01066 AFIX 43 H5 2 0.575444 0.192955 0.976232 11.00000 -1.20000 AFIX 0 C6 1 0.380320 0.187450 0.750953 11.00000 0.04052 0.05672 = 0.04113 -0.00944 0.01967 0.00904 AFIX 43 H6 2 0.453683 0.135176 0.703979 11.00000 -1.20000 AFIX 0 C7 1 0.123969 0.187068 0.481094 11.00000 0.04023 0.04567 = 0.03422 -0.00431 0.01681 0.00585 AFIX 43 H7 2 0.008141 0.226836 0.423746 11.00000 -1.20000 AFIX 0 C8 1 0.201681 0.099708 0.397823 11.00000 0.04456 0.05625 = 0.03524 -0.00525 0.01550 0.01236 AFIX 43 H8 2 0.318538 0.060185 0.452419 11.00000 -1.20000 AFIX 0 C9 1 0.113719 0.062429 0.225497 11.00000 0.04338 0.04647 = 0.03765 -0.00569 0.01988 0.00617 C10 1 -0.191157 0.432966 0.700473 11.00000 0.05489 0.07561 = 0.04530 -0.00336 0.01864 0.03205 AFIX 137 H10A 2 -0.221398 0.365238 0.775383 11.00000 -1.50000 H10B 2 -0.307056 0.458139 0.618546 11.00000 -1.50000 H10C 2 -0.118922 0.533439 0.755021 11.00000 -1.50000 AFIX 0 C11 1 0.582776 0.297684 1.247596 11.00000 0.05653 0.08534 = 0.03723 -0.00707 0.00571 0.00965 AFIX 137 H11A 2 0.589255 0.181262 1.235361 11.00000 -1.50000 H11B 2 0.600550 0.327300 1.356489 11.00000 -1.50000 H11C 2 0.681046 0.356435 1.220233 11.00000 -1.50000 AFIX 0 HKLF 4 REM collect_0m in P-1 REM R1 = 0.0484 for 1636 Fo > 4sig(Fo) and 0.0669 for all 2231 data REM 139 parameters refined using 0 restraints END WGHT 0.0820 0.1151 REM Highest difference peak 0.224, deepest hole -0.329, 1-sigma level 0.075 Q1 1 -0.0022 0.4568 0.6009 11.00000 0.05 0.22 Q2 1 0.1419 -0.0591 0.0629 11.00000 0.05 0.20 Q3 1 0.2769 0.1005 0.1162 11.00000 0.05 0.20 Q4 1 0.0457 0.2264 0.1222 11.00000 0.05 0.19 Q5 1 0.3336 0.2102 1.1795 11.00000 0.05 0.19 Q6 1 0.1591 -0.1312 0.2385 11.00000 0.05 0.19 Q7 1 -0.1774 0.2165 0.6636 11.00000 0.05 0.19 Q8 1 -0.2798 0.3139 0.7498 11.00000 0.05 0.18 Q9 1 0.1159 -0.0073 0.4416 11.00000 0.05 0.18 Q10 1 0.0844 0.2384 0.8155 11.00000 0.05 0.18 Q11 1 0.2884 0.3819 0.9133 11.00000 0.05 0.16 Q12 1 0.5445 0.1574 1.2777 11.00000 0.05 0.16 Q13 1 0.4975 0.4414 1.1361 11.00000 0.05 0.16 Q14 1 0.1672 0.3993 0.7985 11.00000 0.05 0.15 Q15 1 0.5334 0.2279 1.3546 11.00000 0.05 0.15 Q16 1 -0.3521 0.3648 0.6206 11.00000 0.05 0.15 Q17 1 0.7450 0.5145 1.2556 11.00000 0.05 0.15 Q18 1 0.1031 0.5044 0.6418 11.00000 0.05 0.15 Q19 1 0.6838 0.4918 1.1404 11.00000 0.05 0.15 Q20 1 -0.1157 -0.0177 0.2087 11.00000 0.05 0.15 ; _shelx_res_checksum 47491 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp O1 O -0.04120(18) 0.12142(18) 0.14610(14) 0.0540(4) Uani 1 1 d . . H1 H -0.0778 0.0862 0.0525 0.081 Uiso 1 1 calc R U O2 O 0.19812(19) -0.03022(17) 0.16114(14) 0.0522(4) Uani 1 1 d . . O3 O -0.08111(18) 0.34673(18) 0.62970(14) 0.0540(4) Uani 1 1 d . . O4 O 0.40024(19) 0.33948(18) 1.14436(14) 0.0566(4) Uani 1 1 d . . C1 C 0.2019(2) 0.2269(2) 0.65326(18) 0.0367(4) Uani 1 1 d . . C2 C 0.0942(2) 0.3084(2) 0.72819(19) 0.0387(4) Uani 1 1 d . . C3 C 0.1664(3) 0.3437(2) 0.8918(2) 0.0436(4) Uani 1 1 d . . H3 H 0.0946 0.3969 0.9396 0.052 Uiso 1 1 calc R U C4 C 0.3451(3) 0.3006(2) 0.98483(19) 0.0419(4) Uani 1 1 d . . C5 C 0.4551(3) 0.2217(2) 0.9147(2) 0.0470(4) Uani 1 1 d . . H5 H 0.5754 0.1930 0.9762 0.056 Uiso 1 1 calc R U C6 C 0.3803(2) 0.1874(2) 0.7510(2) 0.0448(4) Uani 1 1 d . . H6 H 0.4537 0.1352 0.7040 0.054 Uiso 1 1 calc R U C7 C 0.1240(2) 0.1871(2) 0.48109(19) 0.0392(4) Uani 1 1 d . . H7 H 0.0081 0.2268 0.4237 0.047 Uiso 1 1 calc R U C8 C 0.2017(3) 0.0997(2) 0.3978(2) 0.0448(4) Uani 1 1 d . . H8 H 0.3185 0.0602 0.4524 0.054 Uiso 1 1 calc R U C9 C 0.1137(2) 0.0624(2) 0.2255(2) 0.0411(4) Uani 1 1 d . . C10 C -0.1912(3) 0.4330(3) 0.7005(2) 0.0571(5) Uani 1 1 d . . H10A H -0.2214 0.3652 0.7754 0.086 Uiso 1 1 calc R U H10B H -0.3071 0.4581 0.6185 0.086 Uiso 1 1 calc R U H10C H -0.1189 0.5334 0.7550 0.086 Uiso 1 1 calc R U C11 C 0.5828(3) 0.2977(3) 1.2476(2) 0.0629(6) Uani 1 1 d . . H11A H 0.5893 0.1813 1.2354 0.094 Uiso 1 1 calc R U H11B H 0.6005 0.3273 1.3565 0.094 Uiso 1 1 calc R U H11C H 0.6810 0.3564 1.2202 0.094 Uiso 1 1 calc R U loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0515(8) 0.0746(9) 0.0364(6) -0.0113(6) 0.0144(6) 0.0218(7) O2 0.0528(8) 0.0672(9) 0.0405(6) -0.0115(6) 0.0194(6) 0.0210(6) O3 0.0503(7) 0.0772(9) 0.0357(6) -0.0067(6) 0.0135(5) 0.0286(7) O4 0.0570(8) 0.0781(9) 0.0313(6) -0.0124(6) 0.0108(6) 0.0176(7) C1 0.0393(9) 0.0401(8) 0.0335(8) -0.0056(6) 0.0173(7) 0.0028(7) C2 0.0391(9) 0.0442(9) 0.0340(8) -0.0028(7) 0.0144(7) 0.0081(7) C3 0.0455(9) 0.0533(10) 0.0366(8) -0.0075(7) 0.0193(7) 0.0126(8) C4 0.0461(9) 0.0469(9) 0.0317(8) -0.0070(7) 0.0141(7) 0.0020(7) C5 0.0382(9) 0.0619(11) 0.0392(9) -0.0074(8) 0.0118(7) 0.0107(8) C6 0.0405(9) 0.0567(10) 0.0411(9) -0.0094(8) 0.0197(7) 0.0090(8) C7 0.0402(9) 0.0457(9) 0.0342(8) -0.0043(7) 0.0168(7) 0.0059(7) C8 0.0446(10) 0.0562(10) 0.0352(8) -0.0053(7) 0.0155(7) 0.0124(8) C9 0.0434(9) 0.0465(9) 0.0377(8) -0.0057(7) 0.0199(7) 0.0062(7) C10 0.0549(11) 0.0756(13) 0.0453(10) -0.0034(9) 0.0186(9) 0.0321(10) C11 0.0565(12) 0.0853(15) 0.0372(9) -0.0071(10) 0.0057(9) 0.0096(11) 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' 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 C2 O3 C10 117.54(13) C4 O4 C11 118.31(14) C6 C1 C2 116.95(14) C6 C1 C7 122.67(14) C2 C1 C7 120.37(15) O3 C2 C3 123.50(14) O3 C2 C1 116.05(14) C3 C2 C1 120.46(15) C2 C3 C4 120.52(15) O4 C4 C3 115.35(15) O4 C4 C5 124.24(16) C3 C4 C5 120.41(15) C6 C5 C4 118.18(16) C5 C6 C1 123.47(15) C8 C7 C1 126.66(16) C7 C8 C9 123.64(16) O1 C9 O2 122.81(15) O1 C9 C8 119.76(14) O2 C9 C8 117.43(15) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O1 C9 1.271(2) O2 C9 1.2780(19) O3 C2 1.367(2) O3 C10 1.429(2) O4 C4 1.3612(19) O4 C11 1.430(2) C1 C6 1.386(2) C1 C2 1.420(2) C1 C7 1.460(2) C2 C3 1.383(2) C3 C4 1.386(2) C4 C5 1.395(2) C5 C6 1.383(2) C7 C8 1.330(2) C8 C9 1.460(2)