#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/73/2007302.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_2007302 loop_ _publ_author_name 'Mazurek, Jaros\/law ' 'Lis, Tadeusz ' 'Rusek, Grzegorz ' 'Krajewski, Krzysztof' _publ_section_title ; Nitro Derivatives of 3-Acetamidobenzyl Acetate ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 863 _journal_page_last 867 _journal_paper_doi 10.1107/S0108270197008123 _journal_volume 54 _journal_year 1998 _chemical_formula_moiety 'C11 H12 N2 O5.H2O' _chemical_formula_sum 'C11 H14 N2 O6' _chemical_formula_weight 270.24 _chemical_name_systematic '3-Acetamido-6-nitrobenzyl acetate monohydrate' _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_creation_method SHELXL _cell_angle_alpha 90. _cell_angle_beta 93.84(3) _cell_angle_gamma 90. _cell_formula_units_Z 4 _cell_length_a 7.453(3) _cell_length_b 10.939(5) _cell_length_c 15.473(9) _cell_measurement_reflns_used 61 _cell_measurement_temperature 150.0(10) _cell_measurement_theta_max 13.5 _cell_measurement_theta_min 10 _cell_volume 1258.7(11) _computing_cell_refinement 'Kuma KM4 software' _computing_data_collection 'Kuma KM4 software (Kuma diffraction, 1989)' _computing_data_reduction 'Kuma KM4 software' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 150.0(10) _diffrn_measurement_device 'Kuma KM4 automatic diffractometer' _diffrn_measurement_method 'profile data from omega/2theta scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0256 _diffrn_reflns_av_sigmaI/netI 0.0232 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 3800 _diffrn_reflns_theta_max 30 _diffrn_reflns_theta_min 2 _diffrn_standards_decay_% 2 _diffrn_standards_interval_count 100 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.117 _exptl_absorpt_correction_type none _exptl_crystal_colour 'light yellow' _exptl_crystal_density_diffrn 1.426(2) _exptl_crystal_density_meas 1.38 _exptl_crystal_density_meas_temp 295(2) _exptl_crystal_density_method 'flotation in mixture of CHCl~3~/CH~2~Cl~2~' _exptl_crystal_description 'parallel piped' _exptl_crystal_F_000 568 _exptl_crystal_size_max 0.8 _exptl_crystal_size_mid 0.6 _exptl_crystal_size_min 0.5 _refine_diff_density_max 0.45 _refine_diff_density_min -0.35 _refine_ls_extinction_coef 0.0033(15) _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_all 1.058 _refine_ls_goodness_of_fit_obs 1.095 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 229 _refine_ls_number_reflns 3553 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.058 _refine_ls_restrained_S_obs 1.095 _refine_ls_R_factor_all 0.0746 _refine_ls_R_factor_obs .0441 _refine_ls_shift/esd_max -0.063 _refine_ls_shift/esd_mean 0.008 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.081P)^2^+0.38P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1386 _refine_ls_wR_factor_obs .1185 _reflns_number_observed 2488 _reflns_number_total 3553 _reflns_observed_criterion >2sigma(I) _cod_data_source_file bm1149.cif _cod_data_source_block III _cod_depositor_comments ; The following automatic conversions were performed: Tag '_exptl_crystal_density_meas' value '1.38 (at room temperature)' was modified to '1.38'. New tag '_exptl_crystal_density_meas_temp' was created. The value of new tag set to - '295(2)'. Automatic conversion script Id: cif_fix_values 3130 2015-03-20 13:55:49Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.081P)^2^+0.38P] 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^)+(0.081P)^2^+0.38P] 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/c' _cod_database_code 2007302 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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 .0467(8) .0332(6) .0242(6) .0017(6) -.0111(5) .0040(5) O2 .0516(8) .0216(6) .0350(6) .0018(5) -.0033(5) .0103(5) O3 .0274(6) .0197(5) .0221(5) -.0022(4) .0009(4) -.0032(4) O4 .0326(7) .0304(6) .0335(6) -.0065(5) .0044(5) .0004(5) O5 .0411(7) .0187(5) .0258(5) -.0027(5) -.0093(5) -.0017(4) O6 .0405(7) .0240(6) .0336(6) -.0093(5) -.0119(5) .0085(5) N1 .0285(7) .0160(5) .0190(5) -.0015(5) -.0046(5) .0007(4) N2 .0266(7) .0239(6) .0206(6) .0019(5) .0024(5) .0059(5) C1 .0197(7) .0181(6) .0176(6) -.0024(5) .0021(5) .0005(5) C2 .0226(7) .0153(6) .0195(6) -.0015(5) .0001(5) .0009(5) C3 .0210(7) .0172(6) .0181(6) -.0018(5) -.0002(5) .0011(5) C4 .0259(7) .0168(6) .0218(6) -.0005(5) -.0008(5) -.0018(5) C5 .0257(7) .0161(6) .0242(6) -.0006(5) .0022(5) .0007(5) C6 .0206(7) .0196(6) .0180(6) -.0002(5) .0011(5) .0048(5) C7 .0279(8) .0205(6) .0188(6) -.0017(5) -.0022(5) -.0005(5) C8 .0316(8) .0220(6) .0175(6) -.0047(6) -.0012(5) -.0035(5) C9 .0477(11) .0216(7) .0312(8) .0019(7) .0006(7) .0005(6) C10 .0232(7) .0198(6) .0181(6) -.0004(5) -.0014(5) -.0002(5) C11 .0291(8) .0217(7) .0216(7) -.0001(6) -.0051(6) .0026(5) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol O1 -.0019(2) .51060(11) .29169(7) .0353(3) Uani d . 1 . O O2 .0843(2) .68245(10) .34759(8) .0363(3) Uani d . 1 . O O3 .20254(14) .17800(9) .35644(6) .0231(3) Uani d . 1 . O O4 -.0521(2) .10862(11) .40782(7) .0321(3) Uani d . 1 . O O5 .5340(2) .48127(9) .71981(7) .0290(3) Uani d . 1 . O O6 .3262(2) .07366(10) .62524(8) .0333(3) Uani d . 1 . O N1 .4027(2) .32919(10) .63833(7) .0214(3) Uani d . 1 . N N2 .0772(2) .57077(11) .34892(8) .0237(3) Uani d . 1 . N C1 .1855(2) .37862(12) .42148(8) .0184(3) Uani d . 1 . C C2 .2671(2) .32647(12) .49542(8) .0192(3) Uani d . 1 . C C3 .3268(2) .39552(12) .56764(8) .0188(3) Uani d . 1 . C C4 .3075(2) .52230(12) .56614(9) .0216(3) Uani d . 1 . C C5 .2267(2) .57660(12) .49292(9) .0220(3) Uani d . 1 . C C6 .1660(2) .50638(12) .42234(8) .0194(3) Uani d . 1 . C C7 .1267(3) .29835(13) .34530(9) .0225(3) Uani d . 1 . C C8 .0981(2) .08994(13) .38702(8) .0239(3) Uani d . 1 . C C9 .1943(3) -.02928(15) .39278(11) .0336(4) Uani d . 1 . C C10 .5010(2) .37237(12) .70885(8) .0205(3) Uani d . 1 . C C11 .5728(3) .27716(14) .77134(9) .0244(3) Uani d . 1 . C H1 .384(3) .249(2) .633(2) .032(5) Uiso d . 1 . H H2 .288(3) .244(2) .497(2) .030(5) Uiso d . 1 . H H4 .343(3) .574(2) .613(2) .043(6) Uiso d . 1 . H H5 .213(3) .665(2) .491(2) .035(6) Uiso d . 1 . H H61 .233(4) .042(3) .607(2) .047(7) Uiso d . 1 . H H62 .375(4) .046(3) .670(2) .043(6) Uiso d . 1 . H H71 .173(3) .330(2) .292(2) .031(5) Uiso d . 1 . H H72 .004(3) .291(2) .337(2) .027(5) Uiso d . 1 . H H91 .256(5) -.050(4) .334(3) .111(13) Uiso d . 1 . H H92 .279(4) -.022(3) .435(3) .071(9) Uiso d . 1 . H H93 .127(4) -.096(3) .405(3) .075(9) Uiso d . 1 . H H11 .689(5) .271(4) .768(3) .088(11) Uiso d . 1 . H H12 .506(5) .204(3) .767(2) .071(9) Uiso d . 1 . H H13 .555(5) .312(4) .828(3) .094(11) Uiso d . 1 . H 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' O O 0.0106 0.0060 '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' 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 C8 O3 C7 117.8(2) no C10 N1 C3 128.0(2) no O1 N2 O2 123.0(2) no O1 N2 C6 118.4(2) no O2 N2 C6 118.6(2) no C2 C1 C6 116.3(2) no C2 C1 C7 119.6(2) no C6 C1 C7 124.1(2) no C1 C2 C3 122.6(2) no C4 C3 C2 119.8(2) no C4 C3 N1 124.4(2) no C2 C3 N1 115.8(2) no C5 C4 C3 118.7(2) no C4 C5 C6 120.6(2) no C5 C6 C1 122.0(2) no C5 C6 N2 117.0(2) no C1 C6 N2 121.0(2) no O3 C7 C1 110.3(2) no O4 C8 O3 122.9(2) no O4 C8 C9 125.9(2) no O3 C8 C9 111.2(2) no O5 C10 N1 122.8(2) no O5 C10 C11 121.9(2) no N1 C10 C11 115.3(2) no H61 O6 H62 117(3) no C10 N1 H1 120(2) no C3 N1 H1 112(2) no C1 C2 H2 120(2) no C3 C2 H2 118(2) no C5 C4 H4 117(2) no C3 C4 H4 124(2) no C4 C5 H5 120(2) no C6 C5 H5 120(2) no O3 C7 H71 105(2) no C1 C7 H71 111(2) no O3 C7 H72 108(2) no C1 C7 H72 113(2) no H71 C7 H72 109(2) no C8 C9 H91 112(3) no C8 C9 H92 107(2) no H91 C9 H92 109(3) no C8 C9 H93 116(2) no H91 C9 H93 107(3) no H92 C9 H93 107(3) no C10 C11 H11 109(3) no C10 C11 H12 112(2) no H11 C11 H12 116(3) no C10 C11 H13 105(2) no H11 C11 H13 106(3) no H12 C11 H13 107(3) no 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 N2 . 1.223(2) no O2 N2 . 1.223(2) no O3 C8 . 1.344(2) no O3 C7 . 1.439(2) no O4 C8 . 1.202(2) no O5 C10 . 1.226(2) no N1 C10 . 1.358(2) no N1 C3 . 1.400(2) no N2 C6 . 1.457(2) no C1 C2 . 1.382(2) no C1 C6 . 1.405(2) no C1 C7 . 1.511(2) no C2 C3 . 1.397(2) no C3 C4 . 1.394(2) no C4 C5 . 1.381(2) no C5 C6 . 1.386(2) no C8 C9 . 1.488(2) no C10 C11 . 1.495(2) no N1 H1 . .90(3) no C2 H2 . .92(3) no C4 H4 . .95(3) no C5 H5 . .97(3) no O6 H61 . .81(3) no O6 H62 . .82(3) no C7 H71 . .98(2) no C7 H72 . .92(3) no C9 H91 . 1.07(5) no C9 H92 . .88(4) no C9 H93 . .91(4) no C11 H11 . .88(4) no C11 H12 . .94(4) no C11 H13 . .97(4) no 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 O1 N2 C6 C5 -168.9(2) yes O2 N2 C6 C5 10.6(2) yes O1 N2 C6 C1 10.0(2) yes O2 N2 C6 C1 -170.4(2) yes C2 C1 C7 O3 -12.5(2) yes C6 C1 C7 O3 166.3(2) yes C7 O3 C8 O4 -2.5(2) yes C7 O3 C8 C9 178.6(2) yes C3 N1 C10 O5 1.3(3) yes C3 N1 C10 C11 -176.6(2) yes C8 O3 C7 C1 98.6(2) yes C10 N1 C3 C4 -14.3(3) yes C10 N1 C3 C2 166.2(2) yes C6 C1 C2 C3 0.3(2) no C7 C1 C2 C3 179.1(2) no C1 C2 C3 C4 -1.0(3) no C1 C2 C3 N1 178.5(2) no C2 C3 C4 C5 0.9(3) no N1 C3 C4 C5 -178.6(2) no C3 C4 C5 C6 0.0(3) no C4 C5 C6 C1 -0.8(3) no C4 C5 C6 N2 178.1(2) no C2 C1 C6 C5 0.7(2) no C7 C1 C6 C5 -178.1(2) no C2 C1 C6 N2 -178.2(2) no C7 C1 C6 N2 3.0(3) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21121631 2 PubChem 139056026