#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/70/2007063.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2007063 loop_ _publ_author_name 'Kumar, Rajesh' 'Parmar, Virinder S.' 'Errington, William' 'Wengel, Jesper' 'Olsen, Carl E.' _publ_section_title ; 1-(3,4-Dimethoxy-\a,\b-dihydrocinnamoyl)pyrrole, a Novel Amide from Piper brachystachyum ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 363 _journal_page_last 365 _journal_paper_doi 10.1107/S0108270197015606 _journal_volume 54 _journal_year 1998 _chemical_formula_sum 'C15 H17 N O3' _chemical_formula_weight 259.30 _chemical_name_systematic ; 3',4'-Dimethoxydihydrocinnamoylpyrrole ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 101.992(4) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 10.3731(18) _cell_length_b 5.7516(10) _cell_length_c 22.460(4) _cell_measurement_reflns_used 3752 _cell_measurement_temperature 180(2) _cell_measurement_theta_max 25.50 _cell_measurement_theta_min 1.85 _cell_volume 1310.8(4) _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_collection 'SMART (Siemens, 1994a)' _computing_data_reduction SAINT _computing_molecular_graphics SHELXTL/PC _computing_publication_material SHELXTL/PC _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXTL/PC (Siemens, 1994b)' _diffrn_ambient_temperature 180(2) _diffrn_detector_area_resol_mean 8.192 _diffrn_measured_fraction_theta_full 0.899 _diffrn_measured_fraction_theta_max 0.899 _diffrn_measurement_device_type 'Siemens SMART CCD area-detector diffractometer' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0313 _diffrn_reflns_av_sigmaI/netI 0.0401 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_number 6472 _diffrn_reflns_theta_full 25.50 _diffrn_reflns_theta_max 25.50 _diffrn_reflns_theta_min 1.85 _diffrn_standards_decay_% nil _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.314 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 552 _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.22 _refine_diff_density_min -0.21 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 174 _refine_ls_number_reflns 2422 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.023 _refine_ls_R_factor_all 0.0642 _refine_ls_R_factor_gt 0.0453 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0606P)^2^+0.3805P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.1192 _reflns_number_gt 1858 _reflns_number_total 2422 _reflns_threshold_expression I>2\s(I) _cod_data_source_file bm1181.cif _cod_data_source_block pb719 _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w=1/[\s^2^(Fo^2^)+(0.0606P)^2^+0.3805P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w=1/[\s^2^(Fo^2^)+(0.0606P)^2^+0.3805P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2007063 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1 .21963(14) .7040(2) .02371(6) .0371(4) Uani d . 1 . . O O2 .09977(13) .1425(2) .29907(6) .0359(4) Uani d . 1 . . O O3 -.05715(13) -.1999(2) .26458(6) .0346(3) Uani d . 1 . . O N1 .31042(14) .4183(3) -.02329(6) .0274(4) Uani d . 1 . . N C1 .24683(18) .4997(3) .02193(8) .0286(4) Uani d . 1 . . C C2 .21462(19) .3244(3) .06686(9) .0333(5) Uani d . 1 . . C H2A .2872 .3194 .1033 .040 Uiso calc R 1 . . H H2B .2060 .1679 .0481 .040 Uiso calc R 1 . . H C3 .08622(19) .3896(4) .08572(9) .0378(5) Uani d . 1 . . C H3A .0948 .5485 .1030 .045 Uiso calc R 1 . . H H3B .0143 .3919 .0491 .045 Uiso calc R 1 . . H C1' .04874(18) .2249(3) .13204(8) .0314(4) Uani d . 1 . . C C2' .09632(17) .2631(3) .19437(8) .0290(4) Uani d . 1 . . C H2' .1543 .3896 .2074 .035 Uiso calc R 1 . . H C3' .05963(17) .1181(3) .23722(8) .0272(4) Uani d . 1 . . C C4' -.02562(17) -.0700(3) .21853(8) .0267(4) Uani d . 1 . . C C5' -.07182(18) -.1101(3) .15697(8) .0316(4) Uani d . 1 . . C H5' -.1288 -.2377 .1438 .038 Uiso calc R 1 . . H C6' -.03415(19) .0383(4) .11431(8) .0356(5) Uani d . 1 . . C H6' -.0663 .0101 .0722 .043 Uiso calc R 1 . . H C7' .1794(2) .3397(3) .32047(9) .0373(5) Uani d . 1 . . C H7'1 .2621 .3310 .3060 .056 Uiso calc R 1 . . H H7'2 .1986 .3414 .3651 .056 Uiso calc R 1 . . H H7'3 .1321 .4821 .3051 .056 Uiso calc R 1 . . H C8' -.1523(2) -.3807(3) .24832(10) .0364(5) Uani d . 1 . . C H8'1 -.2337 -.3154 .2241 .055 Uiso calc R 1 . . H H8'2 -.1707 -.4517 .2853 .055 Uiso calc R 1 . . H H8'3 -.1176 -.4990 .2244 .055 Uiso calc R 1 . . H C1" .34158(19) .5610(3) -.06839(8) .0326(4) Uani d . 1 . . C H1" .3186 .7204 -.0745 .039 Uiso calc R 1 . . H C2" .41000(19) .4345(3) -.10190(8) .0350(5) Uani d . 1 . . C H2" .4433 .4883 -.1358 .042 Uiso calc R 1 . . H C3" .42320(19) .2055(4) -.07719(9) .0362(5) Uani d . 1 . . C H3" .4675 .0796 -.0916 .043 Uiso calc R 1 . . H C4" .36179(18) .1984(3) -.02967(8) .0318(4) Uani d . 1 . . C H4" .3549 .0666 -.0050 .038 Uiso calc R 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 .0522(9) .0299(8) .0344(8) .0029(6) .0208(6) .0034(6) O2 .0452(8) .0391(8) .0261(7) -.0138(6) .0134(6) -.0026(6) O3 .0407(8) .0344(7) .0323(7) -.0100(6) .0161(6) .0030(6) N1 .0323(8) .0292(8) .0228(8) -.0026(7) .0105(6) .0015(6) C1 .0324(10) .0309(10) .0239(9) -.0014(8) .0091(7) .0008(8) C2 .0421(12) .0332(11) .0288(10) .0029(9) .0172(9) .0041(8) C3 .0352(11) .0466(12) .0341(11) .0051(9) .0134(9) .0156(9) C1' .0275(10) .0377(11) .0323(10) .0070(8) .0135(8) .0090(8) C2' .0272(10) .0296(10) .0334(10) -.0001(7) .0137(8) .0020(8) C3' .0272(9) .0295(10) .0280(10) .0021(7) .0132(8) -.0011(8) C4' .0273(9) .0281(9) .0286(9) .0011(8) .0148(7) .0019(8) C5' .0298(10) .0338(10) .0325(10) -.0014(8) .0097(8) -.0008(8) C6' .0337(11) .0483(12) .0261(10) -.0005(9) .0090(8) .0017(9) C7' .0389(11) .0401(12) .0337(11) -.0098(9) .0093(9) -.0036(9) C8' .0384(11) .0292(10) .0460(12) -.0057(8) .0192(9) .0013(9) C1" .0393(11) .0324(11) .0285(10) -.0054(8) .0126(8) .0033(8) C2" .0358(11) .0471(12) .0255(9) -.0087(9) .0137(8) -.0009(9) C3" .0342(11) .0444(12) .0325(11) .0026(9) .0126(8) -.0044(9) C4" .0354(11) .0306(10) .0312(10) .0016(8) .0111(8) .0016(8) 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_publ_flag C3' O2 C7' 117.09(14) y C4' O3 C8' 117.71(14) y C4" N1 C1" 108.00(14) y C4" N1 C1 128.76(15) ? C1" N1 C1 123.06(15) ? O1 C1 N1 119.72(15) ? O1 C1 C2 122.66(15) ? N1 C1 C2 117.62(16) ? C1 C2 C3 110.37(15) ? C1' C3 C2 113.59(15) ? C6' C1' C2' 118.60(16) ? C6' C1' C3 121.36(17) ? C2' C1' C3 120.02(18) ? C3' C2' C1' 120.60(17) ? O2 C3' C2' 124.91(17) ? O2 C3' C4' 114.91(15) ? C2' C3' C4' 120.18(17) ? O3 C4' C5' 125.15(16) ? O3 C4' C3' 115.37(15) ? C5' C4' C3' 119.48(16) ? C4' C5' C6' 119.63(18) ? C1' C6' C5' 121.50(17) ? C2" C1" N1 108.44(17) ? C1" C2" C3" 107.46(16) ? C4" C3" C2" 108.21(17) ? C3" C4" N1 107.88(17) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 . 1.211(2) y O2 C3' . 1.372(2) y O2 C7' . 1.426(2) y O3 C4' . 1.369(2) y O3 C8' . 1.428(2) y N1 C4" . 1.391(2) y N1 C1" . 1.393(2) y N1 C1 . 1.402(2) ? C1 C2 . 1.512(2) ? C2 C3 . 1.526(3) ? C3 C1' . 1.516(2) ? C1' C6' . 1.381(3) ? C1' C2' . 1.402(3) ? C2' C3' . 1.385(2) ? C3' C4' . 1.405(2) ? C4' C5' . 1.385(3) ? C5' C6' . 1.398(3) ? C1" C2" . 1.350(3) y C2" C3" . 1.425(3) y C3" C4" . 1.352(3) y 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_publ_flag C4" N1 C1 O1 172.81(18) ? C1" N1 C1 O1 -1.9(3) y C4" N1 C1 C2 -7.4(3) ? C1" N1 C1 C2 177.94(17) ? O1 C1 C2 C3 33.5(3) y N1 C1 C2 C3 -146.33(17) y C1 C2 C3 C1' -178.59(17) y C2 C3 C1' C6' -93.5(2) y C2 C3 C1' C2' 87.8(2) ? C6' C1' C2' C3' -0.7(3) ? C3 C1' C2' C3' 178.04(16) ? C7' O2 C3' C2' 3.6(3) ? C7' O2 C3' C4' -175.98(15) y C1' C2' C3' O2 -179.31(17) ? C1' C2' C3' C4' 0.2(3) ? C8' O3 C4' C5' -4.7(2) ? C8' O3 C4' C3' 174.70(15) y O2 C3' C4' O3 0.6(2) ? C2' C3' C4' O3 -179.00(15) ? O2 C3' C4' C5' -179.95(16) ? C2' C3' C4' C5' 0.5(3) ? O3 C4' C5' C6' 178.76(16) ? C3' C4' C5' C6' -0.6(3) ? C2' C1' C6' C5' 0.6(3) ? C3 C1' C6' C5' -178.20(17) ? C4' C5' C6' C1' 0.1(3) ? C4" N1 C1" C2" 0.1(2) ? C1 N1 C1" C2" 175.73(17) ? N1 C1" C2" C3" -0.3(2) ? C1" C2" C3" C4" 0.4(2) ? C2" C3" C4" N1 -0.4(2) ? C1" N1 C4" C3" 0.2(2) ? C1 N1 C4" C3" -175.13(17) ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21137221 2 PubChem 53702577