#------------------------------------------------------------------------------ #$Date: 2019-10-22 06:19:38 +0300 (Tue, 22 Oct 2019) $ #$Revision: 219452 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/23/47/7234737.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_7234737 loop_ _publ_author_name 'Fawzy, Nehmedo G.' 'Panda, Siva S.' 'Fayad, Walid' 'Shalaby, ElSayed M.' 'Srour, Aladdin M.' 'Girgis, Adel S.' _publ_section_title ; Synthesis, human topoisomerase II\a inhibitory properties and molecular modeling studies of anti-proliferative curcumin mimics ; _journal_issue 58 _journal_name_full 'RSC Advances' _journal_page_first 33761 _journal_paper_doi 10.1039/C9RA05661K _journal_volume 9 _journal_year 2019 _chemical_formula_moiety 'C26 H20 F2 N2 O2' _chemical_formula_sum 'C26 H20 F2 N2 O2' _chemical_formula_weight 430.45 _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary other _audit_update_record ; 2018-07-12 deposited with the CCDC. 2019-10-14 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 96.61(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 14.374(3) _cell_length_b 8.0590(16) _cell_length_c 18.554(4) _cell_measurement_reflns_used 1254 _cell_measurement_temperature 293 _cell_measurement_theta_max 30 _cell_measurement_theta_min 2 _cell_volume 2135.0(8) _computing_cell_refinement 'USER DEFINED CELL REFINEMENT' _computing_data_collection 'USER DEFINED DATA COLLECTION' _computing_data_reduction 'USER DEFINED DATA REDUCTION' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2007)' _diffrn_ambient_temperature 293 _diffrn_measured_fraction_theta_full 0.971 _diffrn_measured_fraction_theta_max 0.943 _diffrn_measurement_device Serial _diffrn_measurement_device_type Unknown _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.70000 _diffrn_reflns_av_R_equivalents 0.056 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_number 29314 _diffrn_reflns_theta_full 25.078 _diffrn_reflns_theta_max 30.961 _diffrn_reflns_theta_min 1.675 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.097 _exptl_absorpt_correction_type none _exptl_crystal_density_diffrn 1.339 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.49 _refine_diff_density_min -0.41 _refine_ls_extinction_coef 730(30) _refine_ls_extinction_method 'Larson (1970), Equation 22' _refine_ls_goodness_of_fit_ref 0.9980 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 294 _refine_ls_number_reflns 5048 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0763 _refine_ls_R_factor_gt 0.0636 _refine_ls_shift/su_max 0.0038243 _refine_ls_shift/su_mean 0.0006897 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.219E+04 0.370E+04 0.224E+04 894. 193. ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1841 _refine_ls_wR_factor_gt 0.1772 _refine_ls_wR_factor_ref 0.1772 _reflns_limit_h_max 20 _reflns_limit_h_min -21 _reflns_limit_k_max 11 _reflns_limit_k_min 0 _reflns_limit_l_max 27 _reflns_limit_l_min 0 _reflns_number_gt 5048 _reflns_number_total 6693 _reflns_threshold_expression I>2.0\s(I) _oxford_diffrn_Wilson_B_factor 4.95 _oxford_diffrn_Wilson_scale 0.08 _oxford_refine_ls_r_factor_ref 0.0636 _oxford_refine_ls_scale 5.33(16) _oxford_reflns_number_all 6677 _oxford_reflns_threshold_expression_ref I>2.0\s(I) _cod_data_source_file c9ra05661k2.cif _cod_data_source_block 34 _cod_depositor_comments ; The following automatic conversions were performed: '_atom_sites_solution_primary' value 'Other' changed to 'other' according to /home/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 4973 2017-02-22 13:04:09Z antanas ; _cod_original_sg_symbol_H-M 'P 21/n ' _cod_database_code 7234737 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,-y+1/2,z+1/2 -x+1/2,y+1/2,-z+1/2 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn O1 O 0.60775(8) 0.42423(17) 0.25103(6) 0.0737 1.0000 Uani . O2 O 0.64227(9) 0.60347(19) -0.05161(6) 0.0796 1.0000 Uani . N1 N 0.45760(9) 0.43629(18) 0.19598(6) 0.0639 1.0000 Uani D N2 N 0.57707(9) 0.57368(18) 0.14807(6) 0.0664 1.0000 Uani . C1 C 0.33775(11) 0.2482(2) 0.22233(11) 0.0737 1.0000 Uani . C2 C 0.29034(14) 0.1614(3) 0.27163(16) 0.0984 1.0000 Uani . C3 C 0.31759(19) 0.1716(4) 0.34383(17) 0.1140 1.0000 Uani . C4 C 0.39213(19) 0.2685(4) 0.36812(12) 0.1031 1.0000 Uani . C5 C 0.44174(14) 0.3569(3) 0.32134(9) 0.0761 1.0000 Uani . C6 C 0.41345(10) 0.34619(19) 0.24763(8) 0.0595 1.0000 Uani D C7 C 0.55072(10) 0.47616(18) 0.20290(6) 0.0567 1.0000 Uani D C8 C 0.51682(11) 0.6944(2) 0.10716(7) 0.0647 1.0000 Uani . C9 C 0.67593(11) 0.6100(2) 0.14849(8) 0.0662 1.0000 Uani . C10 C 0.88820(12) 0.5464(2) 0.17554(10) 0.0736 1.0000 Uani . C11 C 0.96286(14) 0.4847(3) 0.22037(14) 0.0920 1.0000 Uani . C12 C 1.01619(17) 0.3662(4) 0.1957(2) 0.1077 1.0000 Uani . C13 C 1.0030(2) 0.3083(4) 0.1271(3) 0.1306 1.0000 Uani . C14 C 0.92644(18) 0.3697(3) 0.08062(19) 0.1105 1.0000 Uani . C15 C 0.86674(12) 0.4870(2) 0.10476(10) 0.0701 1.0000 Uani . C16 C 0.78499(12) 0.5386(2) 0.05618(9) 0.0682 1.0000 Uani . C17 C 0.70191(10) 0.59292(18) 0.07255(7) 0.0593 1.0000 Uani . C18 C 0.62807(11) 0.6296(2) 0.01192(7) 0.0615 1.0000 Uani . C19 C 0.53798(10) 0.70012(17) 0.02949(7) 0.0581 1.0000 Uani . C20 C 0.48004(11) 0.76777(18) -0.02536(7) 0.0628 1.0000 Uani . C21 C 0.38956(12) 0.84879(19) -0.02612(8) 0.0652 1.0000 Uani . C22 C 0.33559(15) 0.8674(2) -0.09397(10) 0.0778 1.0000 Uani . C23 C 0.24880(16) 0.9415(3) -0.10088(12) 0.0887 1.0000 Uani . C24 C 0.21575(15) 0.9993(3) -0.03943(14) 0.0863 1.0000 Uani . C25 C 0.26559(16) 0.9877(3) 0.02838(12) 0.0834 1.0000 Uani . C26 C 0.35286(14) 0.9119(2) 0.03440(10) 0.0742 1.0000 Uani . H251 H 0.2396 1.0304 0.0694 0.1036 1.0000 Uiso R H261 H 0.3883 0.9029 0.0807 0.0897 1.0000 Uiso R H201 H 0.5028 0.7620 -0.0714 0.0761 1.0000 Uiso R H81 H 0.5273 0.8010 0.1284 0.0812 1.0000 Uiso R H82 H 0.4533 0.6634 0.1085 0.0812 1.0000 Uiso R H91 H 0.6881 0.7204 0.1649 0.0822 1.0000 Uiso R H92 H 0.7118 0.5348 0.1799 0.0822 1.0000 Uiso R H161 H 0.7915 0.5340 0.0058 0.0833 1.0000 Uiso R H101 H 0.8498 0.6301 0.1927 0.0922 1.0000 Uiso R H111 H 0.9780 0.5245 0.2685 0.1176 1.0000 Uiso R H131 H 1.0447 0.2289 0.1108 0.1497 1.0000 Uiso R H141 H 0.9146 0.3321 0.0319 0.1361 1.0000 Uiso R H11 H 0.3179 0.2431 0.1717 0.0916 1.0000 Uiso R H21 H 0.2383 0.0939 0.2544 0.1225 1.0000 Uiso R H31 H 0.2854 0.1115 0.3774 0.1353 1.0000 Uiso R H41 H 0.4109 0.2752 0.4188 0.1209 1.0000 Uiso R H51 H 0.4934 0.4250 0.3388 0.0936 1.0000 Uiso R H221 H 0.3597 0.8263 -0.1361 0.0955 1.0000 Uiso R H231 H 0.2126 0.9537 -0.1467 0.1068 1.0000 Uiso R F1 F 0.12986(10) 1.0720(2) -0.04436(11) 0.1192 1.0000 Uani . F2 F 1.08882(12) 0.3031(3) 0.24046(16) 0.1640 1.0000 Uani . H2 H 0.4258(11) 0.443(2) 0.1543(8) 0.0774(19) 1.0000 Uiso D 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 0.0640(6) 0.1007(8) 0.0536(5) 0.0231(5) -0.0050(5) -0.0061(5) O2 0.0766(7) 0.1169(9) 0.0433(5) -0.0024(5) -0.0009(5) -0.0096(6) N1 0.0581(6) 0.0878(8) 0.0442(5) 0.0127(5) -0.0007(4) -0.0113(6) N2 0.0563(6) 0.0927(9) 0.0488(6) 0.0219(5) -0.0004(5) -0.0091(6) C1 0.0557(7) 0.0844(10) 0.0809(10) 0.0178(8) 0.0069(7) -0.0021(7) C2 0.0657(10) 0.1034(14) 0.129(2) 0.0407(13) 0.0234(11) -0.0023(9) C3 0.0943(15) 0.137(2) 0.1196(19) 0.0595(16) 0.0503(14) 0.0129(14) C4 0.1064(16) 0.138(2) 0.0705(11) 0.0336(12) 0.0353(11) 0.0198(15) C5 0.0821(10) 0.0973(11) 0.0510(7) 0.0084(7) 0.0167(7) 0.0069(9) C6 0.0554(6) 0.0708(8) 0.0537(6) 0.0115(5) 0.0117(5) 0.0073(5) C7 0.0581(7) 0.0709(7) 0.0400(5) 0.0052(5) 0.0009(5) -0.0062(5) C8 0.0674(8) 0.0788(9) 0.0464(6) 0.0134(6) 0.0003(6) -0.0062(6) C9 0.0588(7) 0.0922(10) 0.0455(6) 0.0070(6) -0.0032(5) -0.0164(7) C10 0.0617(8) 0.0830(10) 0.0731(9) 0.0008(8) -0.0053(7) -0.0133(7) C11 0.0665(10) 0.1079(14) 0.0963(14) 0.0241(11) -0.0128(10) -0.0167(9) C12 0.0745(12) 0.0952(14) 0.149(3) 0.0325(16) -0.0076(14) -0.0055(11) C13 0.0884(16) 0.0938(16) 0.208(4) -0.005(2) 0.010(2) 0.0233(13) C14 0.0834(13) 0.1093(17) 0.137(2) -0.0428(16) 0.0041(14) 0.0070(12) C15 0.0601(8) 0.0709(8) 0.0779(10) -0.0068(7) 0.0019(7) -0.0085(6) C16 0.0682(8) 0.0800(9) 0.0554(7) -0.0075(6) 0.0023(6) -0.0119(7) C17 0.0595(7) 0.0688(7) 0.0479(6) 0.0014(5) -0.0017(5) -0.0166(6) C18 0.0661(8) 0.0722(8) 0.0446(6) 0.0034(5) -0.0001(5) -0.0169(6) C19 0.0650(7) 0.0623(7) 0.0446(5) 0.0074(5) -0.0037(5) -0.0151(5) C20 0.0729(8) 0.0650(7) 0.0478(6) 0.0099(5) -0.0036(6) -0.0121(6) C21 0.0759(9) 0.0594(7) 0.0568(7) 0.0132(5) -0.0069(6) -0.0136(6) C22 0.0875(11) 0.0797(10) 0.0615(8) 0.0164(7) -0.0117(8) -0.0043(8) C23 0.0862(12) 0.0930(12) 0.0799(12) 0.0165(10) -0.0200(10) -0.0024(10) C24 0.0719(10) 0.0766(10) 0.1051(15) 0.0161(10) -0.0118(10) -0.0031(8) C25 0.0842(12) 0.0763(10) 0.0878(12) 0.0050(9) 0.0021(10) -0.0033(8) C26 0.0796(10) 0.0727(9) 0.0665(9) 0.0072(7) -0.0073(8) -0.0040(7) F1 0.0828(8) 0.1223(11) 0.1463(14) 0.0135(9) -0.0126(8) 0.0159(7) F2 0.0909(10) 0.1523(15) 0.237(2) 0.0760(16) -0.0326(12) 0.0137(10) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 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 C6 N1 C7 124.68(12) yes C6 N1 H2 114.4(10) no C7 N1 H2 119.1(10) no C7 N2 C8 124.77(13) yes C7 N2 C9 117.73(12) yes C8 N2 C9 113.06(12) yes C2 C1 C6 119.36(19) yes C2 C1 H11 120.9 no C6 C1 H11 119.7 no C1 C2 C3 120.8(2) yes C1 C2 H21 119.6 no C3 C2 H21 119.6 no C2 C3 C4 119.32(19) yes C2 C3 H31 120.6 no C4 C3 H31 120.0 no C3 C4 C5 122.1(2) yes C3 C4 H41 119.0 no C5 C4 H41 118.9 no C4 C5 C6 118.3(2) yes C4 C5 H51 121.5 no C6 C5 H51 120.2 no N1 C6 C5 122.38(15) yes N1 C6 C1 117.49(14) yes C5 C6 C1 120.10(15) yes N2 C7 N1 114.53(12) yes N2 C7 O1 121.43(13) yes N1 C7 O1 123.93(13) yes N2 C8 C19 110.19(13) yes N2 C8 H81 109.4 no C19 C8 H81 109.3 no N2 C8 H82 109.0 no C19 C8 H82 109.5 no H81 C8 H82 109.5 no N2 C9 C17 108.98(12) yes N2 C9 H91 109.6 no C17 C9 H91 109.2 no N2 C9 H92 109.7 no C17 C9 H92 109.9 no H91 C9 H92 109.5 no C11 C10 C15 121.2(2) yes C11 C10 H101 119.9 no C15 C10 H101 118.9 no C10 C11 C12 119.3(3) yes C10 C11 H111 121.7 no C12 C11 H111 119.0 no C11 C12 C13 123.1(2) yes C11 C12 F2 119.3(3) yes C13 C12 F2 117.6(3) yes C12 C13 C14 118.2(3) yes C12 C13 H131 120.6 no C14 C13 H131 121.3 no C13 C14 C15 120.7(3) yes C13 C14 H141 120.9 no C15 C14 H141 118.4 no C10 C15 C14 117.3(2) yes C10 C15 C16 123.95(17) yes C14 C15 C16 118.70(19) yes C15 C16 C17 129.04(15) yes C15 C16 H161 115.7 no C17 C16 H161 115.3 no C9 C17 C16 124.47(14) yes C9 C17 C18 117.28(14) yes C16 C17 C18 118.14(14) yes C17 C18 O2 120.40(16) yes C17 C18 C19 118.40(12) yes O2 C18 C19 121.20(14) yes C8 C19 C18 118.38(12) yes C8 C19 C20 123.83(15) yes C18 C19 C20 117.78(13) yes C19 C20 C21 131.36(15) yes C19 C20 H201 114.2 no C21 C20 H201 114.4 no C20 C21 C22 117.17(17) yes C20 C21 C26 125.34(14) yes C22 C21 C26 117.48(18) yes C21 C22 C23 122.0(2) yes C21 C22 H221 118.8 no C23 C22 H221 119.2 no C22 C23 C24 117.94(18) yes C22 C23 H231 121.7 no C24 C23 H231 120.4 no C23 C24 C25 123.0(2) yes C23 C24 F1 119.4(2) yes C25 C24 F1 117.6(2) yes C24 C25 C26 118.3(2) yes C24 C25 H251 119.7 no C26 C25 H251 122.0 no C21 C26 C25 121.28(17) yes C21 C26 H261 119.2 no C25 C26 H261 119.5 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C7 1.2149(17) yes O2 C18 1.2372(18) yes N1 C6 1.4101(17) yes N1 C7 1.3682(19) yes N1 H2 0.854(15) no N2 C7 1.3730(16) yes N2 C8 1.457(2) yes N2 C9 1.4499(19) yes C1 C2 1.391(3) yes C1 C6 1.382(2) yes C1 H11 0.950 no C2 C3 1.354(4) yes C2 H21 0.950 no C3 C4 1.360(4) yes C3 H31 0.950 no C4 C5 1.383(3) yes C4 H41 0.950 no C5 C6 1.384(2) yes C5 H51 0.950 no C8 C19 1.5074(19) yes C8 H81 0.950 no C8 H82 0.950 no C9 C17 1.505(2) yes C9 H91 0.950 no C9 H92 0.950 no C10 C11 1.373(3) yes C10 C15 1.398(3) yes C10 H101 0.950 no C11 C12 1.338(4) yes C11 H111 0.950 no C12 C13 1.347(5) yes C12 F2 1.356(3) yes C13 C14 1.408(5) yes C13 H131 0.950 no C14 C15 1.385(3) yes C14 H141 0.950 no C15 C16 1.457(2) yes C16 C17 1.339(2) yes C16 H161 0.950 no C17 C18 1.485(2) yes C18 C19 1.484(2) yes C19 C20 1.353(2) yes C20 C21 1.454(2) yes C20 H201 0.950 no C21 C22 1.409(2) yes C21 C26 1.391(3) yes C22 C23 1.376(3) yes C22 H221 0.950 no C23 C24 1.366(3) yes C23 H231 0.950 no C24 C25 1.377(3) yes C24 F1 1.360(3) yes C25 C26 1.388(3) yes C25 H251 0.950 no C26 H261 0.950 no