#------------------------------------------------------------------------------ #$Date: 2020-10-06 14:26:45 +0300 (Tue, 06 Oct 2020) $ #$Revision: 258034 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/03/7240360.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_7240360 loop_ _publ_author_name 'Dhawa, Tanumoy' 'Hazra, Ananta' 'Barma, Arpita' 'Pal, Kunal' 'Karmakar, Parimal' 'Roy, Partha' _publ_section_title ; 4-Methyl-2,6-diformylphenol based biocompatible chemosensors for pH: discrimination between normal cells and cancer cells ; _journal_issue 26 _journal_name_full 'RSC Advances' _journal_page_first 15501 _journal_page_last 15513 _journal_paper_doi 10.1039/D0RA00754D _journal_volume 10 _journal_year 2020 _chemical_formula_moiety 'C14 H12 N2 O2' _chemical_formula_sum 'C14 H12 N2 O2' _chemical_formula_weight 240.26 _space_group_crystal_system monoclinic _space_group_IT_number 7 _space_group_name_Hall 'P -2yac' _space_group_name_H-M_alt 'P 1 n 1' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2020-01-13 deposited with the CCDC. 2020-04-13 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 92.660(4) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 7.4213(10) _cell_length_b 4.2957(5) _cell_length_c 19.130(3) _cell_measurement_reflns_used 900 _cell_measurement_temperature 273(2) _cell_measurement_theta_max 0.987 _cell_measurement_theta_min 0.963 _cell_volume 609.20(14) _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 273(2) _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'BRUKER SMART APEX II' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0367 _diffrn_reflns_av_unetI/netI 0.0398 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 8157 _diffrn_reflns_point_group_measured_fraction_full 0.885 _diffrn_reflns_point_group_measured_fraction_max 0.877 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.125 _diffrn_reflns_theta_min 2.131 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_T_max 0.987 _exptl_absorpt_correction_T_min 0.963 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_colour White _exptl_crystal_density_diffrn 1.310 _exptl_crystal_description Block _exptl_crystal_F_000 252 _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.379 _refine_diff_density_min -0.374 _refine_diff_density_rms 0.168 _refine_ls_abs_structure_details ; Flack x determined using 561 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -0.9(8) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 171 _refine_ls_number_reflns 2364 _refine_ls_number_restraints 4 _refine_ls_restrained_S_all 1.094 _refine_ls_R_factor_all 0.0909 _refine_ls_R_factor_gt 0.0616 _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^)+(0.1085P)^2^+0.1797P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1704 _refine_ls_wR_factor_ref 0.2011 _reflns_Friedel_coverage 0.755 _reflns_Friedel_fraction_full 0.772 _reflns_Friedel_fraction_max 0.756 _reflns_number_gt 1805 _reflns_number_total 2695 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ra00754d2.cif _cod_data_source_block shelx_CCDC1 _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_absorpt_correction_type' value 'MULTI-SCAN' was changed to 'multi-scan' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas Adding full bibliography for 7240359--7240360.cif. ; _cod_original_cell_volume 609.21(13) _cod_original_sg_symbol_H-M 'P n' _cod_database_code 7240360 _shelx_shelxl_version_number 2018/3 _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_res_file ; TITL PR_TD1_0m_a.res in Pn shelx.res created by SHELXL-2018/3 at 20:30:30 on 19-Nov-2019 CELL 0.71073 7.4213 4.2957 19.1302 90.000 92.660 90.000 ZERR 12.00 0.0010 0.0005 0.0025 0.000 0.004 0.000 LATT -1 SYMM 1/2 + X, - Y, 1/2 + Z SFAC C H N O UNIT 12 12 12 12 MERG 2 OMIT -3.00 55.00 DFIX C5 H5 0.75 DFIX C9 H9 0.7 FMAP 2 PLAN 20 ACTA BOND $H L.S. 100 TEMP 0.00 WGHT 0.108500 0.179700 FVAR 1.55509 O1 4 0.074687 1.061099 0.604592 11.00000 0.04419 0.09914 = 0.08773 -0.02050 0.00934 0.01540 O2 4 0.310747 0.461171 0.474310 11.00000 0.04382 0.07374 = 0.05888 -0.00972 -0.01375 0.00782 AFIX 83 H2 2 0.371815 0.343779 0.451276 11.00000 -1.50000 AFIX 0 N1 3 0.589991 0.141438 0.441105 11.00000 0.04480 0.04754 = 0.04972 0.00570 -0.00482 0.00033 C2 1 0.611877 0.769189 0.650253 11.00000 0.04278 0.04849 = 0.04422 0.00516 -0.00329 -0.00505 C4 1 0.332526 0.763865 0.577426 11.00000 0.03594 0.04722 = 0.05325 0.00160 0.00202 -0.00065 C11 1 0.845468 -0.152542 0.411734 11.00000 0.04072 0.04898 = 0.03640 -0.00410 -0.00477 0.00819 AFIX 43 H11 2 0.904623 -0.092458 0.453491 11.00000 -1.20000 AFIX 0 C9 1 0.675217 0.250715 0.496540 11.00000 0.03978 0.03983 = 0.04741 0.00526 -0.00032 0.00751 C3 1 0.436803 0.865086 0.636889 11.00000 0.04017 0.04855 = 0.04470 0.00039 0.00266 -0.00271 AFIX 43 H3 2 0.385214 1.001224 0.668040 11.00000 -1.20000 AFIX 0 C1 1 0.721589 0.884897 0.713137 11.00000 0.04978 0.06801 = 0.05611 -0.00267 -0.01604 0.00084 AFIX 33 H1A 2 0.839603 0.793143 0.713739 11.00000 -1.50000 H1B 2 0.732080 1.107355 0.710790 11.00000 -1.50000 H1C 2 0.663049 0.827980 0.754981 11.00000 -1.50000 AFIX 0 C6 1 0.409027 0.560697 0.530512 11.00000 0.03558 0.04981 = 0.04503 0.00595 -0.00159 -0.00177 C7 1 0.589301 0.459523 0.543130 11.00000 0.04221 0.03512 = 0.04712 0.00811 -0.00022 0.00012 C8 1 0.686792 0.565996 0.602518 11.00000 0.03643 0.04531 = 0.04173 0.00913 -0.00461 0.00141 AFIX 43 H8 2 0.805233 0.499690 0.610569 11.00000 -1.20000 AFIX 0 C5 1 0.148565 0.881750 0.565415 11.00000 0.03725 0.07745 = 0.06523 -0.00409 -0.00226 0.00644 C10 1 0.678071 -0.059003 0.395539 11.00000 0.04817 0.04392 = 0.04077 0.00338 -0.00128 0.00078 C12 1 0.925718 -0.334456 0.366467 11.00000 0.05514 0.07835 = 0.06094 -0.00656 -0.00214 0.01231 AFIX 43 H12 2 1.043019 -0.399965 0.377560 11.00000 -1.20000 AFIX 0 C14 1 0.669361 -0.334049 0.287839 11.00000 0.08766 0.06975 = 0.04343 -0.01265 -0.00107 -0.00254 AFIX 43 H14 2 0.610280 -0.395494 0.246170 11.00000 -1.20000 AFIX 0 N2 3 0.584922 -0.146462 0.334148 11.00000 0.07618 0.08520 = 0.08094 0.00402 -0.01010 -0.00402 C13 1 0.845206 -0.430871 0.304345 11.00000 0.08398 0.06579 = 0.05520 -0.00503 0.00983 0.00667 AFIX 43 H13 2 0.906397 -0.557697 0.273982 11.00000 -1.20000 AFIX 0 H9 2 0.772816 0.207655 0.507118 11.00000 0.04311 H5 2 0.092370 0.861006 0.530940 11.00000 0.06766 HKLF 4 REM PR_TD1_0m_a.res in Pn REM wR2 = 0.2011, GooF = S = 1.092, Restrained GooF = 1.094 for all data REM R1 = 0.0616 for 1805 Fo > 4sig(Fo) and 0.0909 for all 2364 data REM 171 parameters refined using 4 restraints END WGHT 0.1125 0.1673 REM Highest difference peak 0.379, deepest hole -0.374, 1-sigma level 0.168 Q1 1 0.8500 0.9389 0.6953 11.00000 0.05 0.38 Q2 1 0.0920 0.4965 0.4930 11.00000 0.05 0.36 Q3 1 0.4195 -0.0926 0.3196 11.00000 0.05 0.36 Q4 1 0.0854 1.2391 0.4786 11.00000 0.05 0.36 Q5 1 0.0746 0.6710 0.5221 11.00000 0.05 0.35 Q6 1 1.1139 -0.6507 0.4322 11.00000 0.05 0.34 Q7 1 0.3434 -0.0394 0.3378 11.00000 0.05 0.34 Q8 1 -0.0884 0.8857 0.6326 11.00000 0.05 0.33 Q9 1 0.9009 1.3650 0.7029 11.00000 0.05 0.31 Q10 1 1.1437 -0.4871 0.3985 11.00000 0.05 0.31 Q11 1 0.9033 0.6796 0.6436 11.00000 0.05 0.30 Q12 1 0.1577 0.4558 0.4696 11.00000 0.05 0.30 Q13 1 0.8550 0.9566 0.7773 11.00000 0.05 0.30 Q14 1 0.3419 -0.4629 0.3250 11.00000 0.05 0.30 Q15 1 1.2409 -0.3382 0.3444 11.00000 0.05 0.30 Q16 1 1.2977 -0.2223 0.3498 11.00000 0.05 0.30 Q17 1 0.9433 1.1707 0.6970 11.00000 0.05 0.29 Q18 1 0.9182 0.6316 0.5975 11.00000 0.05 0.29 Q19 1 0.9159 0.5330 0.7675 11.00000 0.05 0.29 Q20 1 1.1183 -0.3884 0.4354 11.00000 0.05 0.29 ; _shelx_res_checksum 375 loop_ _space_group_symop_operation_xyz 'x, y, z' 'x+1/2, -y, 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_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.0747(6) 1.0611(12) 0.6046(3) 0.0768(14) Uani 1 1 d . . . . . O2 O 0.3107(4) 0.4612(10) 0.47431(19) 0.0593(11) Uani 1 1 d . . . . . H2 H 0.371815 0.343779 0.451276 0.089 Uiso 1 1 calc R U . . . N1 N 0.5900(5) 0.1414(11) 0.4411(2) 0.0476(10) Uani 1 1 d . . . . . C2 C 0.6119(6) 0.7692(12) 0.6503(3) 0.0453(11) Uani 1 1 d . . . . . C4 C 0.3325(5) 0.7639(12) 0.5774(2) 0.0455(12) Uani 1 1 d . . . . . C11 C 0.8455(6) -0.1525(11) 0.4117(2) 0.0422(10) Uani 1 1 d . . . . . H11 H 0.904623 -0.092458 0.453491 0.051 Uiso 1 1 calc R U . . . C9 C 0.6752(7) 0.2507(12) 0.4965(3) 0.0424(10) Uani 1 1 d D . . . . C3 C 0.4368(7) 0.8651(12) 0.6369(3) 0.0445(11) Uani 1 1 d . . . . . H3 H 0.385214 1.001224 0.668040 0.053 Uiso 1 1 calc R U . . . C1 C 0.7216(8) 0.8849(14) 0.7131(3) 0.0585(14) Uani 1 1 d . . . . . H1A H 0.839603 0.793143 0.713739 0.088 Uiso 1 1 calc R U . . . H1B H 0.732080 1.107355 0.710790 0.088 Uiso 1 1 calc R U . . . H1C H 0.663049 0.827980 0.754981 0.088 Uiso 1 1 calc R U . . . C6 C 0.4090(6) 0.5607(12) 0.5305(2) 0.0436(11) Uani 1 1 d . . . . . C7 C 0.5893(6) 0.4595(11) 0.5431(2) 0.0416(11) Uani 1 1 d . . . . . C8 C 0.6868(5) 0.5660(11) 0.6025(2) 0.0414(10) Uani 1 1 d . . . . . H8 H 0.805233 0.499690 0.610569 0.050 Uiso 1 1 calc R U . . . C5 C 0.1486(7) 0.8817(16) 0.5654(3) 0.0601(15) Uani 1 1 d D . . . . C10 C 0.6781(7) -0.0590(11) 0.3955(2) 0.0444(11) Uani 1 1 d . . . . . C12 C 0.9257(8) -0.3345(16) 0.3665(3) 0.0650(16) Uani 1 1 d . . . . . H12 H 1.043019 -0.399965 0.377560 0.078 Uiso 1 1 calc R U . . . C14 C 0.6694(9) -0.3340(15) 0.2878(3) 0.0671(17) Uani 1 1 d . . . . . H14 H 0.610280 -0.395494 0.246170 0.080 Uiso 1 1 calc R U . . . N2 N 0.5849(8) -0.1465(15) 0.3341(3) 0.0812(18) Uani 1 1 d . . . . . C13 C 0.8452(9) -0.4309(16) 0.3043(3) 0.0681(17) Uani 1 1 d . . . . . H13 H 0.906397 -0.557697 0.273982 0.082 Uiso 1 1 calc R U . . . H9 H 0.773(4) 0.208(13) 0.507(3) 0.043(15) Uiso 1 1 d D . . . . H5 H 0.092(8) 0.861(16) 0.531(2) 0.07(2) Uiso 1 1 d 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 0.044(2) 0.099(3) 0.088(3) -0.020(3) 0.009(2) 0.015(2) O2 0.0438(19) 0.074(3) 0.059(2) -0.010(2) -0.0138(16) 0.0078(19) N1 0.045(2) 0.048(2) 0.050(2) 0.0057(18) -0.0048(18) 0.0003(18) C2 0.043(2) 0.048(3) 0.044(2) 0.005(2) -0.0033(19) -0.005(2) C4 0.036(3) 0.047(3) 0.053(3) 0.002(2) 0.002(2) -0.001(2) C11 0.041(2) 0.049(3) 0.036(2) -0.004(2) -0.0048(18) 0.008(2) C9 0.040(2) 0.040(2) 0.047(2) 0.0053(19) 0.000(2) 0.008(2) C3 0.040(2) 0.049(3) 0.045(2) 0.000(2) 0.0027(19) -0.003(2) C1 0.050(3) 0.068(3) 0.056(3) -0.003(3) -0.016(2) 0.001(3) C6 0.036(2) 0.050(3) 0.045(3) 0.006(2) -0.0016(19) -0.002(2) C7 0.042(2) 0.035(2) 0.047(3) 0.008(2) -0.0002(19) 0.000(2) C8 0.036(2) 0.045(2) 0.042(2) 0.009(2) -0.0046(18) 0.0014(19) C5 0.037(3) 0.077(4) 0.065(4) -0.004(3) -0.002(3) 0.006(3) C10 0.048(3) 0.044(2) 0.041(2) 0.003(2) -0.001(2) 0.001(2) C12 0.055(3) 0.078(4) 0.061(4) -0.007(3) -0.002(3) 0.012(3) C14 0.088(5) 0.070(4) 0.043(3) -0.013(3) -0.001(3) -0.003(3) N2 0.076(4) 0.085(4) 0.081(4) 0.004(3) -0.010(3) -0.004(3) C13 0.084(5) 0.066(3) 0.055(3) -0.005(3) 0.010(3) 0.007(3) 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' N N 0.0061 0.0033 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 O2 H2 109.5 . . ? C9 N1 C10 120.3(4) . . ? C3 C2 C8 117.8(4) . . ? C3 C2 C1 121.4(5) . . ? C8 C2 C1 120.8(5) . . ? C6 C4 C3 119.2(4) . . ? C6 C4 C5 121.4(4) . . ? C3 C4 C5 119.4(5) . . ? C12 C11 C10 118.0(5) . . ? C12 C11 H11 121.0 . . ? C10 C11 H11 121.0 . . ? N1 C9 C7 121.3(4) . . ? N1 C9 H9 123(4) . . ? C7 C9 H9 115(4) . . ? C2 C3 C4 122.3(5) . . ? C2 C3 H3 118.9 . . ? C4 C3 H3 118.9 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O2 C6 C4 119.6(4) . . ? O2 C6 C7 120.9(4) . . ? C4 C6 C7 119.5(4) . . ? C8 C7 C6 119.2(4) . . ? C8 C7 C9 118.8(4) . . ? C6 C7 C9 122.0(4) . . ? C7 C8 C2 122.0(4) . . ? C7 C8 H8 119.0 . . ? C2 C8 H8 119.0 . . ? O1 C5 C4 124.3(5) . . ? O1 C5 H5 111(5) . . ? C4 C5 H5 124(5) . . ? C11 C10 N2 122.7(5) . . ? C11 C10 N1 119.8(4) . . ? N2 C10 N1 117.6(5) . . ? C11 C12 C13 123.6(6) . . ? C11 C12 H12 118.2 . . ? C13 C12 H12 118.2 . . ? N2 C14 C13 118.8(6) . . ? N2 C14 H14 120.6 . . ? C13 C14 H14 120.6 . . ? C14 N2 C10 118.8(6) . . ? C12 C13 C14 118.2(6) . . ? C12 C13 H13 120.9 . . ? C14 C13 H13 120.9 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C5 1.222(7) . ? O2 C6 1.341(6) . ? O2 H2 0.8200 . ? N1 C9 1.297(6) . ? N1 C10 1.408(7) . ? C2 C3 1.376(7) . ? C2 C8 1.397(7) . ? C2 C1 1.505(7) . ? C4 C6 1.392(7) . ? C4 C3 1.414(7) . ? C4 C5 1.464(7) . ? C11 C12 1.328(8) . ? C11 C10 1.329(7) . ? C11 H11 0.9300 . ? C9 C7 1.435(7) . ? C9 H9 0.77(3) . ? C3 H3 0.9300 . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C6 C7 1.417(6) . ? C7 C8 1.395(6) . ? C8 H8 0.9300 . ? C5 H5 0.77(3) . ? C10 N2 1.387(7) . ? C12 C13 1.369(8) . ? C12 H12 0.9300 . ? C14 N2 1.371(8) . ? C14 C13 1.392(10) . ? C14 H14 0.9300 . ? C13 H13 0.9300 . ?