#------------------------------------------------------------------------------ #$Date: 2020-10-06 14:46:51 +0300 (Tue, 06 Oct 2020) $ #$Revision: 258126 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/05/7240596.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_7240596 loop_ _publ_author_name 'Khan, Imran' 'Zhang, Haibo' 'Liu, Wei' 'Zhang, Liping' 'Peng, Fang' 'Chen, Yuchan' 'Zhang, Qingbo' 'Zhang, Guangtao' 'Zhang, Weimin' 'Zhang, Changsheng' _publ_section_title ; Identification and bioactivity evaluation of secondary metabolites from Antarctic-derived Penicillium chrysogenum CCTCC M 2020019 ; _journal_issue 35 _journal_name_full 'RSC Advances' _journal_page_first 20738 _journal_page_last 20744 _journal_paper_doi 10.1039/D0RA03529G _journal_volume 10 _journal_year 2020 _chemical_formula_moiety 'C9 H9 N O2' _chemical_formula_sum 'C9 H9 N O2' _chemical_formula_weight 163.17 _chemical_name_systematic 'N-[2-trans-(4-hydroxyphenyl) ethenyl] formamide' _space_group_crystal_system orthorhombic _space_group_IT_number 61 _space_group_name_Hall '-P 2ac 2ab' _space_group_name_H-M_alt 'P b c a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2020-02-11 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2020-02-29 deposited with the CCDC. 2020-05-19 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 12.9027(9) _cell_length_b 6.9592(4) _cell_length_c 18.0598(16) _cell_measurement_reflns_used 1601 _cell_measurement_temperature 105(8) _cell_measurement_theta_max 71.8040 _cell_measurement_theta_min 4.8720 _cell_volume 1621.6(2) _computing_cell_refinement 'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)' _computing_data_collection 'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)' _computing_data_reduction 'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 105(8) _diffrn_detector 'CCD plate' _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.971 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -1.00 25.00 0.50 5.00 -- 0.00 -82.00 -30.00 52 2 \w -33.00 -4.00 0.50 5.00 -- 0.00 -82.00 -30.00 58 3 \w -33.00 21.00 0.50 5.00 -- 0.00 -82.00-150.00 108 4 \w 8.00 110.00 0.50 20.00 -- 95.80 -45.00 30.00 204 5 \w 51.00 78.00 0.50 20.00 -- 95.80 -15.00-150.00 54 6 \w 9.00 35.00 0.50 20.00 -- 95.80 -15.00-150.00 52 7 \w 92.00 185.00 0.50 20.00 -- 95.80 82.00 120.00 186 8 \w 74.00 103.00 0.50 20.00 -- 95.80 -45.00-120.00 58 9 \w 24.00 59.00 0.50 20.00 -- 95.80 -45.00-120.00 70 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB AFC12 (RINC): Kappa single' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0069909000 _diffrn_orient_matrix_UB_12 -0.1417213000 _diffrn_orient_matrix_UB_13 -0.0653207000 _diffrn_orient_matrix_UB_21 -0.0900961000 _diffrn_orient_matrix_UB_22 0.1047002000 _diffrn_orient_matrix_UB_23 -0.0387151000 _diffrn_orient_matrix_UB_31 0.0780144000 _diffrn_orient_matrix_UB_32 0.1340358000 _diffrn_orient_matrix_UB_33 -0.0388698000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0328 _diffrn_reflns_av_unetI/netI 0.0449 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.971 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 4560 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.971 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 74.299 _diffrn_reflns_theta_min 4.898 _diffrn_source 'Rotating-anode X-ray tube' _diffrn_source_type 'Rigaku (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.787 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.88576 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear yellowish yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier yellowish _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.337 _exptl_crystal_description needle _exptl_crystal_F_000 688 _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.215 _refine_diff_density_min -0.244 _refine_diff_density_rms 0.047 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 110 _refine_ls_number_reflns 1609 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.068 _refine_ls_R_factor_all 0.0605 _refine_ls_R_factor_gt 0.0437 _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^)+(0.0592P)^2^+0.4113P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1136 _refine_ls_wR_factor_ref 0.1227 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1225 _reflns_number_total 1609 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ra03529g2.cif _cod_data_source_block khan_f4-p2_collect _cod_depositor_comments 'Adding full bibliography for 7240595--7240596.cif.' _cod_database_code 7240596 _shelx_shelxl_version_number 2018/1 _chemical_oxdiff_formula 'C72 H72 N8 O16 ' _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. ; _reflns_odcompleteness_completeness 99.88 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All N(H) groups At 1.5 times of: All O(H) groups 2.a Aromatic/amide H refined with riding coordinates: N9(H9), C8(H8), C6(H6), C2(H2), C5(H5), C7(H7), C3(H3), C10(H10) 2.b Idealised tetrahedral OH refined as rotating group: O12(H12) ; _shelx_res_file ; TITL khan_f4-p2_collect_a.res in Pbca khan_f4-p2_collect.res created by SHELXL-2018/1 at 11:05:43 on 06-Jan-2020 REM Old TITL khan_f4-p2_collect in Pbca REM SHELXT solution in Pbca REM R1 0.115, Rweak 0.027, Alpha 0.016, Orientation as input REM Formula found by SHELXT: C9 N O2 CELL 1.54184 12.9027 6.9592 18.0598 90 90 90 ZERR 8 0.0009 0.0004 0.0016 0 0 0 LATT 1 SYMM 0.5-X,-Y,0.5+Z SYMM -X,0.5+Y,0.5-Z SYMM 0.5+X,0.5-Y,-Z SFAC C H N O UNIT 72 72 8 16 L.S. 4 PLAN 5 BOND $H LIST 6 MORE -1 CONF fmap 2 ACTA REM REM REM WGHT 0.059200 0.411300 FVAR 0.30896 O12 4 0.369858 0.274775 0.063993 11.00000 0.04011 0.02029 = 0.02537 0.00037 -0.00144 -0.00234 AFIX 147 H12 2 0.384254 0.375552 0.042833 11.00000 -1.50000 AFIX 0 O11 4 0.388645 0.903745 0.487353 11.00000 0.04175 0.01998 = 0.03471 -0.00135 0.00077 -0.00175 N9 3 0.375644 0.577199 0.483102 11.00000 0.03085 0.01962 = 0.02669 0.00013 0.00048 -0.00081 AFIX 43 H9 2 0.368502 0.475473 0.509654 11.00000 -1.20000 AFIX 0 C1 1 0.377109 0.354756 0.292634 11.00000 0.02058 0.02080 = 0.02885 -0.00059 -0.00008 0.00128 C8 1 0.384068 0.554816 0.406461 11.00000 0.02561 0.02238 = 0.02705 0.00066 0.00059 -0.00018 AFIX 43 H8 2 0.399735 0.661792 0.377700 11.00000 -1.20000 AFIX 0 C4 1 0.375927 0.301035 0.138644 11.00000 0.02460 0.01929 = 0.02576 -0.00170 -0.00037 0.00374 C6 1 0.433930 0.475728 0.245957 11.00000 0.02180 0.01903 = 0.02942 -0.00248 -0.00133 -0.00067 AFIX 43 H6 2 0.472087 0.576077 0.266289 11.00000 -1.20000 AFIX 0 C2 1 0.323859 0.202006 0.260318 11.00000 0.02390 0.01993 = 0.03107 -0.00063 0.00393 -0.00175 AFIX 43 H2 2 0.288625 0.115606 0.290478 11.00000 -1.20000 AFIX 0 C5 1 0.434333 0.448652 0.170099 11.00000 0.02396 0.01811 = 0.03007 0.00180 0.00161 -0.00035 AFIX 43 H5 2 0.473611 0.528995 0.140002 11.00000 -1.20000 AFIX 0 C7 1 0.370502 0.385961 0.372994 11.00000 0.02404 0.02091 = 0.03030 0.00191 0.00027 0.00111 AFIX 43 H7 2 0.355785 0.280176 0.402652 11.00000 -1.20000 AFIX 0 C3 1 0.322253 0.176125 0.184613 11.00000 0.02399 0.02043 = 0.03372 -0.00229 -0.00058 -0.00148 AFIX 43 H3 2 0.285042 0.074535 0.164302 11.00000 -1.20000 AFIX 0 C10 1 0.377995 0.746816 0.517701 11.00000 0.02810 0.02616 = 0.02932 -0.00307 0.00165 -0.00053 AFIX 43 H10 2 0.371001 0.746149 0.568953 11.00000 -1.20000 AFIX 0 HKLF 4 REM khan_f4-p2_collect_a.res in Pbca REM R1 = 0.0437 for 1225 Fo > 4sig(Fo) and 0.0605 for all 1609 data REM 110 parameters refined using 0 restraints END WGHT 0.0592 0.4113 REM Highest difference peak 0.215, deepest hole -0.244, 1-sigma level 0.047 Q1 1 0.3610 0.6863 0.5883 11.00000 0.05 0.22 Q2 1 0.3827 0.7210 0.3855 11.00000 0.05 0.17 Q3 1 0.3611 0.1318 0.1090 11.00000 0.05 0.16 Q4 1 0.3190 0.2306 0.3894 11.00000 0.05 0.16 Q5 1 0.3757 0.3720 0.3100 11.00000 0.05 0.16 ; _shelx_res_checksum 7370 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.317 _oxdiff_exptl_absorpt_empirical_full_min 0.811 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, 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 _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O12 O 0.36986(10) 0.27477(17) 0.06399(7) 0.0286(3) Uani 1 1 d . . . . . H12 H 0.384254 0.375552 0.042833 0.043 Uiso 1 1 calc GR . . . . O11 O 0.38865(10) 0.90374(17) 0.48735(7) 0.0321(3) Uani 1 1 d . . . . . N9 N 0.37564(11) 0.5772(2) 0.48310(8) 0.0257(4) Uani 1 1 d . . . . . H9 H 0.368502 0.475473 0.509654 0.031 Uiso 1 1 calc R . . . . C1 C 0.37711(12) 0.3548(2) 0.29263(10) 0.0234(4) Uani 1 1 d . . . . . C8 C 0.38407(13) 0.5548(2) 0.40646(10) 0.0250(4) Uani 1 1 d . . . . . H8 H 0.399735 0.661792 0.377700 0.030 Uiso 1 1 calc R . . . . C4 C 0.37593(12) 0.3010(2) 0.13864(10) 0.0232(4) Uani 1 1 d . . . . . C6 C 0.43393(13) 0.4757(2) 0.24596(9) 0.0234(4) Uani 1 1 d . . . . . H6 H 0.472087 0.576077 0.266289 0.028 Uiso 1 1 calc R . . . . C2 C 0.32386(13) 0.2020(2) 0.26032(10) 0.0250(4) Uani 1 1 d . . . . . H2 H 0.288625 0.115606 0.290478 0.030 Uiso 1 1 calc R . . . . C5 C 0.43433(13) 0.4487(2) 0.17010(9) 0.0240(4) Uani 1 1 d . . . . . H5 H 0.473611 0.528995 0.140002 0.029 Uiso 1 1 calc R . . . . C7 C 0.37050(12) 0.3860(2) 0.37299(10) 0.0251(4) Uani 1 1 d . . . . . H7 H 0.355785 0.280176 0.402652 0.030 Uiso 1 1 calc R . . . . C3 C 0.32225(13) 0.1761(3) 0.18461(10) 0.0260(4) Uani 1 1 d . . . . . H3 H 0.285042 0.074535 0.164302 0.031 Uiso 1 1 calc R . . . . C10 C 0.37799(13) 0.7468(2) 0.51770(11) 0.0279(4) Uani 1 1 d . . . . . H10 H 0.371001 0.746149 0.568953 0.033 Uiso 1 1 calc R . . . . 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 O12 0.0401(8) 0.0203(6) 0.0254(7) 0.0004(5) -0.0014(5) -0.0023(5) O11 0.0417(8) 0.0200(6) 0.0347(8) -0.0013(5) 0.0008(6) -0.0018(5) N9 0.0308(8) 0.0196(7) 0.0267(8) 0.0001(6) 0.0005(6) -0.0008(6) C1 0.0206(8) 0.0208(8) 0.0288(10) -0.0006(7) -0.0001(7) 0.0013(6) C8 0.0256(9) 0.0224(8) 0.0270(9) 0.0007(7) 0.0006(7) -0.0002(7) C4 0.0246(9) 0.0193(8) 0.0258(9) -0.0017(7) -0.0004(7) 0.0037(7) C6 0.0218(8) 0.0190(8) 0.0294(9) -0.0025(7) -0.0013(7) -0.0007(7) C2 0.0239(9) 0.0199(8) 0.0311(10) -0.0006(7) 0.0039(7) -0.0018(7) C5 0.0240(9) 0.0181(8) 0.0301(9) 0.0018(7) 0.0016(7) -0.0003(7) C7 0.0240(9) 0.0209(8) 0.0303(10) 0.0019(7) 0.0003(7) 0.0011(7) C3 0.0240(9) 0.0204(8) 0.0337(10) -0.0023(7) -0.0006(7) -0.0015(7) C10 0.0281(9) 0.0262(9) 0.0293(10) -0.0031(7) 0.0016(7) -0.0005(7) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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 C4 O12 H12 109.5 . . ? C8 N9 H9 118.0 . . ? C10 N9 H9 118.0 . . ? C10 N9 C8 124.06(15) . . ? C6 C1 C7 122.44(15) . . ? C2 C1 C6 117.71(16) . . ? C2 C1 C7 119.84(15) . . ? N9 C8 H8 118.8 . . ? C7 C8 N9 122.50(17) . . ? C7 C8 H8 118.8 . . ? O12 C4 C5 122.19(15) . . ? O12 C4 C3 118.64(15) . . ? C3 C4 C5 119.17(16) . . ? C1 C6 H6 119.4 . . ? C5 C6 C1 121.13(16) . . ? C5 C6 H6 119.4 . . ? C1 C2 H2 119.3 . . ? C3 C2 C1 121.47(16) . . ? C3 C2 H2 119.3 . . ? C4 C5 H5 119.9 . . ? C6 C5 C4 120.11(15) . . ? C6 C5 H5 119.9 . . ? C1 C7 H7 117.6 . . ? C8 C7 C1 124.77(16) . . ? C8 C7 H7 117.6 . . ? C4 C3 H3 119.9 . . ? C2 C3 C4 120.26(16) . . ? C2 C3 H3 119.9 . . ? O11 C10 N9 125.37(18) . . ? O11 C10 H10 117.3 . . ? N9 C10 H10 117.3 . . ? 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 O12 H12 0.8200 . ? O12 C4 1.363(2) . ? O11 C10 1.230(2) . ? N9 H9 0.8600 . ? N9 C8 1.397(2) . ? N9 C10 1.336(2) . ? C1 C6 1.399(2) . ? C1 C2 1.394(2) . ? C1 C7 1.470(2) . ? C8 H8 0.9300 . ? C8 C7 1.333(2) . ? C4 C5 1.395(2) . ? C4 C3 1.387(2) . ? C6 H6 0.9300 . ? C6 C5 1.383(2) . ? C2 H2 0.9300 . ? C2 C3 1.379(2) . ? C5 H5 0.9300 . ? C7 H7 0.9300 . ? C3 H3 0.9300 . ? C10 H10 0.9300 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O12 C4 C5 C6 176.69(15) . . . . ? O12 C4 C3 C2 -177.90(15) . . . . ? N9 C8 C7 C1 179.17(15) . . . . ? C1 C6 C5 C4 1.2(2) . . . . ? C1 C2 C3 C4 1.3(3) . . . . ? C8 N9 C10 O11 -0.7(3) . . . . ? C6 C1 C2 C3 -3.4(2) . . . . ? C6 C1 C7 C8 24.3(3) . . . . ? C2 C1 C6 C5 2.2(2) . . . . ? C2 C1 C7 C8 -154.51(17) . . . . ? C5 C4 C3 C2 2.2(2) . . . . ? C7 C1 C6 C5 -176.59(15) . . . . ? C7 C1 C2 C3 175.37(16) . . . . ? C3 C4 C5 C6 -3.5(2) . . . . ? C10 N9 C8 C7 -172.72(17) . . . . ?