#------------------------------------------------------------------------------ #$Date: 2019-12-14 02:53:00 +0200 (Sat, 14 Dec 2019) $ #$Revision: 245134 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/65/1556574.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_1556574 loop_ _publ_author_name 'Wang, Dongyang' 'Wang, Yi' 'Ouyang, Yinfeng' 'Fu, Peng' 'Zhu, Weiming' _publ_section_title ; Cytotoxic p-Terphenyls from a Marine-Derived Nocardiopsis Species. ; _journal_name_full 'Journal of natural products' _journal_paper_doi 10.1021/acs.jnatprod.9b00963 _journal_year 2019 _chemical_formula_sum 'C24 H25 N O6 S' _chemical_formula_weight 455.51 _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 86.943(2) _cell_angle_beta 79.883(2) _cell_angle_gamma 60.2070(10) _cell_formula_units_Z 2 _cell_length_a 10.5708(9) _cell_length_b 10.6193(8) _cell_length_c 11.9805(11) _cell_measurement_reflns_used 1517 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 22.904 _cell_measurement_theta_min 2.753 _cell_volume 1148.05(17) _computing_cell_refinement 'Bruker SMART' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 298(2) _diffrn_measured_fraction_theta_full 0.983 _diffrn_measured_fraction_theta_max 0.983 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega 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 0.0304 _diffrn_reflns_av_sigmaI/netI 0.0626 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 5880 _diffrn_reflns_theta_full 25.02 _diffrn_reflns_theta_max 25.02 _diffrn_reflns_theta_min 2.24 _exptl_absorpt_coefficient_mu 0.181 _exptl_absorpt_correction_T_max 0.9821 _exptl_absorpt_correction_T_min 0.9477 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details sadabs _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.318 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 480 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.275 _refine_diff_density_min -0.245 _refine_diff_density_rms 0.047 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 293 _refine_ls_number_reflns 3998 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.052 _refine_ls_R_factor_all 0.0801 _refine_ls_R_factor_gt 0.0498 _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^)+(0.0357P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1007 _refine_ls_wR_factor_ref 0.1090 _reflns_number_gt 2602 _reflns_number_total 3998 _reflns_threshold_expression >2sigma(I) _cod_data_source_file np9b00963_si_002.cif _cod_data_source_block 161024c _cod_depositor_comments ; The following automatic conversions were performed: data item '_symmetry_cell_setting' value 'Triclinic' was changed to 'triclinic' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/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 ; _cod_original_sg_symbol_H-M P-1 _cod_database_code 1556574 loop_ _symmetry_equiv_pos_as_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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags N1 N 0.0209(2) 0.7348(2) 0.55954(16) 0.0397(5) Uani 1 1 d . O1 O -0.25921(18) 0.7620(2) 0.40908(14) 0.0478(5) Uani 1 1 d . H1 H -0.1978 0.6858 0.3739 0.057 Uiso 1 1 calc R O2 O 0.46153(18) 0.8609(2) 0.36706(13) 0.0473(5) Uani 1 1 d . H2 H 0.5221 0.8379 0.4094 0.071 Uiso 1 1 calc R O3 O 0.47870(18) 0.7440(2) 0.57406(14) 0.0470(5) Uani 1 1 d . O4 O 0.2096(2) 1.0803(3) -0.08860(15) 0.0692(6) Uani 1 1 d . O5 O 0.3061(2) 0.4629(2) 1.00291(15) 0.0664(6) Uani 1 1 d . O6 O -0.0394(2) 0.5092(2) 0.31831(18) 0.0785(7) Uani 1 1 d . H6 H -0.0232 0.4322 0.3476 0.094 Uiso 1 1 calc R S1 S -0.03218(7) 0.85953(8) 0.36716(6) 0.0441(2) Uani 1 1 d . C1 C -0.2125(3) 0.7707(3) 0.5102(2) 0.0501(8) Uani 1 1 d . H1A H -0.1965 0.6859 0.5537 0.060 Uiso 1 1 calc R H1B H -0.2903 0.8558 0.5551 0.060 Uiso 1 1 calc R C2 C -0.0722(3) 0.7794(3) 0.4894(2) 0.0419(7) Uani 1 1 d . C3 C 0.1368(2) 0.7640(3) 0.51816(19) 0.0341(6) Uani 1 1 d . C4 C 0.1295(3) 0.8283(3) 0.4128(2) 0.0359(6) Uani 1 1 d . C5 C 0.2376(3) 0.8612(3) 0.35590(19) 0.0354(6) Uani 1 1 d . C6 C 0.3525(3) 0.8303(3) 0.4162(2) 0.0355(6) Uani 1 1 d . C7 C 0.3586(3) 0.7686(3) 0.5240(2) 0.0359(6) Uani 1 1 d . C8 C 0.2549(3) 0.7298(3) 0.57706(19) 0.0347(6) Uani 1 1 d . C9 C 0.2325(3) 0.9213(3) 0.23970(19) 0.0351(6) Uani 1 1 d . C10 C 0.1902(3) 0.8693(3) 0.1556(2) 0.0433(7) Uani 1 1 d . H10 H 0.1662 0.7964 0.1726 0.052 Uiso 1 1 calc R C11 C 0.1837(3) 0.9245(3) 0.0484(2) 0.0484(7) Uani 1 1 d . H11 H 0.1542 0.8892 -0.0054 0.058 Uiso 1 1 calc R C12 C 0.2206(3) 1.0316(3) 0.0199(2) 0.0451(7) Uani 1 1 d . C13 C 0.2641(3) 1.0844(3) 0.1007(2) 0.0456(7) Uani 1 1 d . H13 H 0.2892 1.1564 0.0829 0.055 Uiso 1 1 calc R C14 C 0.2697(3) 1.0285(3) 0.2087(2) 0.0415(7) Uani 1 1 d . H14 H 0.2994 1.0641 0.2620 0.050 Uiso 1 1 calc R C15 C 0.2684(3) 0.6570(3) 0.6879(2) 0.0357(6) Uani 1 1 d . C16 C 0.1526(3) 0.7135(3) 0.7809(2) 0.0417(7) Uani 1 1 d . H16 H 0.0643 0.7972 0.7736 0.050 Uiso 1 1 calc R C17 C 0.1684(3) 0.6457(3) 0.8840(2) 0.0461(7) Uani 1 1 d . H17 H 0.0905 0.6838 0.9450 0.055 Uiso 1 1 calc R C18 C 0.3000(3) 0.5212(3) 0.8963(2) 0.0448(7) Uani 1 1 d . C19 C 0.4145(3) 0.4631(3) 0.8048(2) 0.0511(8) Uani 1 1 d . H19 H 0.5021 0.3784 0.8118 0.061 Uiso 1 1 calc R C20 C 0.3976(3) 0.5322(3) 0.7028(2) 0.0463(7) Uani 1 1 d . H20 H 0.4758 0.4933 0.6420 0.056 Uiso 1 1 calc R C21 C 0.4370(3) 0.8434(4) 0.6686(2) 0.0642(9) Uani 1 1 d . H21A H 0.4099 0.9386 0.6412 0.096 Uiso 1 1 calc R H21B H 0.5190 0.8112 0.7079 0.096 Uiso 1 1 calc R H21C H 0.3544 0.8466 0.7195 0.096 Uiso 1 1 calc R C22 C 0.2640(4) 1.1766(4) -0.1256(3) 0.0900(13) Uani 1 1 d . H22A H 0.2093 1.2644 -0.0790 0.135 Uiso 1 1 calc R H22B H 0.2526 1.1992 -0.2032 0.135 Uiso 1 1 calc R H22C H 0.3668 1.1313 -0.1198 0.135 Uiso 1 1 calc R C23 C 0.4439(3) 0.3450(4) 1.0227(3) 0.0727(10) Uani 1 1 d . H23A H 0.4712 0.2631 0.9743 0.109 Uiso 1 1 calc R H23B H 0.4350 0.3194 1.1006 0.109 Uiso 1 1 calc R H23C H 0.5185 0.3730 1.0065 0.109 Uiso 1 1 calc R C24 C 0.0719(4) 0.4830(4) 0.2250(3) 0.0909(12) Uani 1 1 d . H24A H 0.0599 0.5739 0.1965 0.136 Uiso 1 1 calc R H24B H 0.0652 0.4292 0.1665 0.136 Uiso 1 1 calc R H24C H 0.1669 0.4280 0.2479 0.136 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 N1 0.0362(12) 0.0517(15) 0.0381(12) 0.0029(11) -0.0067(10) -0.0270(12) O1 0.0357(10) 0.0694(14) 0.0422(11) 0.0028(10) -0.0105(9) -0.0278(10) O2 0.0387(10) 0.0731(14) 0.0427(10) 0.0161(10) -0.0139(9) -0.0363(11) O3 0.0362(10) 0.0680(14) 0.0405(11) 0.0092(10) -0.0134(9) -0.0270(10) O4 0.0953(17) 0.0928(18) 0.0370(11) 0.0198(11) -0.0235(11) -0.0576(16) O5 0.0586(13) 0.0824(17) 0.0445(12) 0.0274(11) -0.0118(10) -0.0261(13) O6 0.0849(16) 0.0589(15) 0.0778(15) 0.0013(12) 0.0187(13) -0.0354(14) S1 0.0359(4) 0.0618(5) 0.0412(4) 0.0089(3) -0.0129(3) -0.0279(4) C1 0.0450(17) 0.079(2) 0.0386(16) 0.0032(15) -0.0074(13) -0.0399(17) C2 0.0389(16) 0.0554(19) 0.0364(15) 0.0018(14) -0.0068(13) -0.0270(15) C3 0.0286(14) 0.0379(16) 0.0349(14) 0.0016(12) -0.0044(11) -0.0161(13) C4 0.0305(14) 0.0420(17) 0.0371(15) 0.0030(13) -0.0109(12) -0.0180(13) C5 0.0333(14) 0.0416(17) 0.0341(14) 0.0024(12) -0.0067(12) -0.0204(13) C6 0.0284(14) 0.0433(17) 0.0362(14) 0.0038(12) -0.0044(12) -0.0193(13) C7 0.0272(14) 0.0441(17) 0.0358(14) 0.0033(12) -0.0105(12) -0.0158(13) C8 0.0303(14) 0.0406(16) 0.0313(14) 0.0005(12) -0.0074(12) -0.0154(13) C9 0.0282(14) 0.0417(16) 0.0341(14) 0.0019(12) -0.0061(11) -0.0161(13) C10 0.0425(16) 0.0520(19) 0.0431(16) 0.0059(14) -0.0093(13) -0.0290(15) C11 0.0495(18) 0.065(2) 0.0384(16) 0.0002(15) -0.0119(14) -0.0323(17) C12 0.0429(16) 0.058(2) 0.0302(15) 0.0060(14) -0.0089(13) -0.0219(16) C13 0.0504(18) 0.0501(19) 0.0415(16) 0.0094(14) -0.0107(14) -0.0287(16) C14 0.0436(16) 0.0519(19) 0.0331(15) 0.0008(13) -0.0094(13) -0.0257(15) C15 0.0299(14) 0.0443(17) 0.0358(14) 0.0034(13) -0.0086(12) -0.0198(14) C16 0.0291(14) 0.0459(18) 0.0404(15) 0.0021(13) -0.0051(13) -0.0118(13) C17 0.0336(16) 0.055(2) 0.0401(16) 0.0008(14) 0.0004(13) -0.0172(15) C18 0.0458(17) 0.0523(19) 0.0380(16) 0.0111(14) -0.0115(14) -0.0252(16) C19 0.0386(17) 0.0497(19) 0.0457(17) 0.0091(15) -0.0074(14) -0.0082(15) C20 0.0382(16) 0.0511(19) 0.0394(16) 0.0033(14) -0.0006(13) -0.0165(15) C21 0.061(2) 0.093(3) 0.0543(19) -0.0001(18) -0.0191(16) -0.047(2) C22 0.135(3) 0.122(4) 0.047(2) 0.037(2) -0.028(2) -0.088(3) C23 0.074(2) 0.083(3) 0.064(2) 0.0369(19) -0.0332(19) -0.038(2) C24 0.085(3) 0.081(3) 0.093(3) -0.002(2) 0.021(2) -0.043(2) 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' S S 0.1246 0.1234 '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 N1 C3 110.0(2) C1 O1 H1 109.5 C6 O2 H2 109.5 C7 O3 C21 113.1(2) C12 O4 C22 118.2(2) C18 O5 C23 117.8(2) C24 O6 H6 109.5 C2 S1 C4 88.97(12) O1 C1 C2 113.0(2) O1 C1 H1A 109.0 C2 C1 H1A 109.0 O1 C1 H1B 109.0 C2 C1 H1B 109.0 H1A C1 H1B 107.8 N1 C2 C1 123.8(2) N1 C2 S1 116.64(18) C1 C2 S1 119.50(19) C4 C3 N1 115.3(2) C4 C3 C8 121.4(2) N1 C3 C8 123.4(2) C3 C4 C5 123.6(2) C3 C4 S1 109.04(16) C5 C4 S1 127.37(18) C4 C5 C6 114.7(2) C4 C5 C9 122.6(2) C6 C5 C9 122.7(2) O2 C6 C5 118.3(2) O2 C6 C7 119.8(2) C5 C6 C7 121.9(2) C8 C7 O3 121.3(2) C8 C7 C6 122.9(2) O3 C7 C6 115.79(19) C7 C8 C3 115.4(2) C7 C8 C15 121.9(2) C3 C8 C15 122.7(2) C14 C9 C10 116.7(2) C14 C9 C5 122.7(2) C10 C9 C5 120.6(2) C11 C10 C9 121.3(2) C11 C10 H10 119.4 C9 C10 H10 119.4 C10 C11 C12 120.8(2) C10 C11 H11 119.6 C12 C11 H11 119.6 O4 C12 C11 116.6(2) O4 C12 C13 124.1(3) C11 C12 C13 119.3(2) C12 C13 C14 119.4(2) C12 C13 H13 120.3 C14 C13 H13 120.3 C9 C14 C13 122.5(2) C9 C14 H14 118.8 C13 C14 H14 118.8 C20 C15 C16 117.7(2) C20 C15 C8 120.8(2) C16 C15 C8 121.5(2) C17 C16 C15 120.6(2) C17 C16 H16 119.7 C15 C16 H16 119.7 C18 C17 C16 120.3(2) C18 C17 H17 119.9 C16 C17 H17 119.9 C19 C18 O5 124.2(3) C19 C18 C17 119.7(2) O5 C18 C17 116.1(2) C18 C19 C20 119.4(3) C18 C19 H19 120.3 C20 C19 H19 120.3 C15 C20 C19 122.3(3) C15 C20 H20 118.8 C19 C20 H20 118.8 O3 C21 H21A 109.5 O3 C21 H21B 109.5 H21A C21 H21B 109.5 O3 C21 H21C 109.5 H21A C21 H21C 109.5 H21B C21 H21C 109.5 O4 C22 H22A 109.5 O4 C22 H22B 109.5 H22A C22 H22B 109.5 O4 C22 H22C 109.5 H22A C22 H22C 109.5 H22B C22 H22C 109.5 O5 C23 H23A 109.5 O5 C23 H23B 109.5 H23A C23 H23B 109.5 O5 C23 H23C 109.5 H23A C23 H23C 109.5 H23B C23 H23C 109.5 O6 C24 H24A 109.5 O6 C24 H24B 109.5 H24A C24 H24B 109.5 O6 C24 H24C 109.5 H24A C24 H24C 109.5 H24B C24 H24C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1 C2 1.297(3) N1 C3 1.411(3) O1 C1 1.410(3) O1 H1 0.8200 O2 C6 1.376(3) O2 H2 0.8200 O3 C7 1.400(3) O3 C21 1.443(3) O4 C12 1.375(3) O4 C22 1.421(3) O5 C18 1.387(3) O5 C23 1.422(3) O6 C24 1.399(3) O6 H6 0.8200 S1 C2 1.748(3) S1 C4 1.753(2) C1 C2 1.508(3) C1 H1A 0.9700 C1 H1B 0.9700 C3 C4 1.399(3) C3 C8 1.421(3) C4 C5 1.411(3) C5 C6 1.411(3) C5 C9 1.499(3) C6 C7 1.414(3) C7 C8 1.397(3) C8 C15 1.493(3) C9 C14 1.392(3) C9 C10 1.407(3) C10 C11 1.382(3) C10 H10 0.9300 C11 C12 1.384(4) C11 H11 0.9300 C12 C13 1.391(3) C13 C14 1.392(3) C13 H13 0.9300 C14 H14 0.9300 C15 C20 1.384(3) C15 C16 1.401(3) C16 C17 1.389(3) C16 H16 0.9300 C17 C18 1.389(4) C17 H17 0.9300 C18 C19 1.382(3) C19 C20 1.384(3) C19 H19 0.9300 C20 H20 0.9300 C21 H21A 0.9600 C21 H21B 0.9600 C21 H21C 0.9600 C22 H22A 0.9600 C22 H22B 0.9600 C22 H22C 0.9600 C23 H23A 0.9600 C23 H23B 0.9600 C23 H23C 0.9600 C24 H24A 0.9600 C24 H24B 0.9600 C24 H24C 0.9600 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 C3 N1 C2 C1 -177.4(3) C3 N1 C2 S1 0.3(3) O1 C1 C2 N1 -153.1(3) O1 C1 C2 S1 29.3(3) C4 S1 C2 N1 0.9(2) C4 S1 C2 C1 178.7(2) C2 N1 C3 C4 -1.8(3) C2 N1 C3 C8 179.0(2) N1 C3 C4 C5 -177.9(2) C8 C3 C4 C5 1.4(4) N1 C3 C4 S1 2.4(3) C8 C3 C4 S1 -178.37(19) C2 S1 C4 C3 -1.8(2) C2 S1 C4 C5 178.5(3) C3 C4 C5 C6 -2.8(4) S1 C4 C5 C6 176.86(19) C3 C4 C5 C9 176.0(2) S1 C4 C5 C9 -4.3(4) C4 C5 C6 O2 -179.3(2) C9 C5 C6 O2 1.9(4) C4 C5 C6 C7 1.2(4) C9 C5 C6 C7 -177.6(2) C21 O3 C7 C8 -74.0(3) C21 O3 C7 C6 107.8(3) O2 C6 C7 C8 -177.6(2) C5 C6 C7 C8 1.9(4) O2 C6 C7 O3 0.6(4) C5 C6 C7 O3 -179.9(2) O3 C7 C8 C3 178.6(2) C6 C7 C8 C3 -3.4(4) O3 C7 C8 C15 -1.6(4) C6 C7 C8 C15 176.4(2) C4 C3 C8 C7 1.8(4) N1 C3 C8 C7 -179.1(2) C4 C3 C8 C15 -178.0(2) N1 C3 C8 C15 1.1(4) C4 C5 C9 C14 140.5(3) C6 C5 C9 C14 -40.8(4) C4 C5 C9 C10 -40.2(4) C6 C5 C9 C10 138.6(3) C14 C9 C10 C11 -1.1(4) C5 C9 C10 C11 179.5(2) C9 C10 C11 C12 0.9(4) C22 O4 C12 C11 -172.2(3) C22 O4 C12 C13 8.6(4) C10 C11 C12 O4 -179.5(2) C10 C11 C12 C13 -0.3(4) O4 C12 C13 C14 179.2(3) C11 C12 C13 C14 0.0(4) C10 C9 C14 C13 0.9(4) C5 C9 C14 C13 -179.7(2) C12 C13 C14 C9 -0.3(4) C7 C8 C15 C20 -52.9(4) C3 C8 C15 C20 126.9(3) C7 C8 C15 C16 125.9(3) C3 C8 C15 C16 -54.3(4) C20 C15 C16 C17 0.1(4) C8 C15 C16 C17 -178.8(2) C15 C16 C17 C18 0.5(4) C23 O5 C18 C19 6.8(4) C23 O5 C18 C17 -173.3(3) C16 C17 C18 C19 -1.3(4) C16 C17 C18 O5 178.8(2) O5 C18 C19 C20 -178.5(3) C17 C18 C19 C20 1.6(4) C16 C15 C20 C19 0.2(4) C8 C15 C20 C19 179.1(2) C18 C19 C20 C15 -1.1(4)