#------------------------------------------------------------------------------ #$Date: 2009-06-07 07:57:17 +0300 (Sun, 07 Jun 2009) $ #$Revision: 752 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2221718.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_2221718 loop_ _publ_author_name 'Zhang, Min' 'Lu, Ran-Zhe' 'Han, Lu-Na' 'Wei, Wen-Bin' 'Wang, Hai-Bo' _publ_section_title ; N-(4-Isopropoxyphenyl)acetamide ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o1017 _journal_volume 65 _journal_year 2009 _chemical_formula_moiety 'C11 H15 N O2' _chemical_formula_sum 'C11 H15 N O2' _chemical_formula_weight 193.24 _chemical_melting_point 403K _chemical_name_systematic ; N-(4-isopropoxyphenyl)acetamide ; _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 9.3010(19) _cell_length_b 7.6490(15) _cell_length_c 31.394(6) _cell_measurement_reflns_used 25 _cell_measurement_temperature 294(2) _cell_measurement_theta_max 12 _cell_measurement_theta_min 9 _cell_volume 2233.5(8) _computing_cell_refinement 'CAD4 Software (Enraf--Nonius, 1989)' _computing_data_collection 'CAD4 Software (Enraf--Nonius, 1989)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_molecular_graphics 'PLATON (Spek, 2009) and ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _diffrn_ambient_temperature 294(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Enraf--Nonius CAD-4 diffractometer' _diffrn_measurement_method '\w/2\q 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 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0531 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 2026 _diffrn_reflns_theta_full 25.25 _diffrn_reflns_theta_max 25.25 _diffrn_reflns_theta_min 1.30 _diffrn_standards_decay_% 1 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_T_max 0.9921 _exptl_absorpt_correction_T_min 0.9767 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.149 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 832 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.261 _refine_diff_density_min -0.232 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 127 _refine_ls_number_reflns 2026 _refine_ls_restrained_S_all 1.015 _refine_ls_R_factor_all 0.1257 _refine_ls_R_factor_gt 0.0678 _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^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1723 _refine_ls_wR_factor_ref 0.2018 _reflns_number_gt 1099 _reflns_number_total 2026 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file hk2659.cif _[local]_cod_data_source_block I loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' 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' loop_ _atom_site_type_symbol _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 N N 0.5437(3) 0.2110(3) 0.52353(8) 0.0516(7) Uani d . 1 . . H H0A 0.4609 0.2564 0.5183 0.062 Uiso calc R 1 . . O O1 0.5722(3) -0.0692(3) 0.68713(7) 0.0834(8) Uani d U 1 . . O O2 0.7614(2) 0.1579(3) 0.49473(7) 0.0665(7) Uani d . 1 . . C C1 0.5187(7) -0.3739(7) 0.67643(15) 0.128(2) Uani d . 1 . . H H1A 0.5192 -0.3613 0.6460 0.192 Uiso calc R 1 . . H H1B 0.4231 -0.3546 0.6870 0.192 Uiso calc R 1 . . H H1C 0.5494 -0.4897 0.6839 0.192 Uiso calc R 1 . . C C2 0.6254(7) -0.2587(7) 0.74329(13) 0.1163(17) Uani d . 1 . . H H2A 0.6915 -0.1733 0.7542 0.175 Uiso calc R 1 . . H H2B 0.6577 -0.3737 0.7510 0.175 Uiso calc R 1 . . H H2C 0.5318 -0.2385 0.7552 0.175 Uiso calc R 1 . . C C3 0.6181(5) -0.2437(6) 0.69566(12) 0.0810(12) Uani d U 1 . . H H3A 0.7146 -0.2607 0.6838 0.097 Uiso calc R 1 . . C C4 0.5728(4) -0.0080(4) 0.64580(11) 0.0602(9) Uani d . 1 . . C C5 0.6698(3) -0.0586(4) 0.61512(10) 0.0589(9) Uani d . 1 . . H H5A 0.7396 -0.1415 0.6215 0.071 Uiso calc R 1 . . C C6 0.6637(3) 0.0134(4) 0.57479(10) 0.0543(8) Uani d . 1 . . H H6A 0.7297 -0.0221 0.5543 0.065 Uiso calc R 1 . . C C7 0.5608(3) 0.1378(4) 0.56435(9) 0.0470(8) Uani d . 1 . . C C8 0.4652(4) 0.1886(5) 0.59609(12) 0.0631(10) Uani d . 1 . . H H8A 0.3955 0.2722 0.5900 0.076 Uiso calc R 1 . . C C9 0.4712(4) 0.1183(5) 0.63610(11) 0.0680(10) Uani d . 1 . . H H9A 0.4069 0.1555 0.6569 0.082 Uiso calc R 1 . . C C10 0.6390(3) 0.2191(4) 0.49183(10) 0.0515(8) Uani d . 1 . . C C11 0.5892(4) 0.3070(5) 0.45170(11) 0.0638(10) Uani d . 1 . . H H11A 0.6652 0.3047 0.4310 0.096 Uiso calc R 1 . . H H11B 0.5638 0.4260 0.4578 0.096 Uiso calc R 1 . . H H11C 0.5069 0.2464 0.4406 0.096 Uiso calc R 1 . . 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 N 0.0428(13) 0.0549(16) 0.0572(16) 0.0014(12) -0.0018(11) 0.0035(13) O1 0.119(2) 0.0703(17) 0.0608(16) 0.0233(16) 0.0052(14) 0.0019(13) O2 0.0471(13) 0.0715(16) 0.0808(16) 0.0047(12) 0.0103(12) 0.0115(12) C1 0.198(6) 0.092(4) 0.094(4) -0.034(4) 0.005(4) 0.003(3) C2 0.168(5) 0.107(4) 0.074(3) 0.024(4) 0.001(3) 0.022(3) C3 0.096(3) 0.069(2) 0.078(3) 0.014(2) 0.008(2) 0.011(2) C4 0.076(2) 0.0508(19) 0.054(2) 0.0052(19) -0.0027(17) -0.0050(16) C5 0.061(2) 0.051(2) 0.065(2) 0.0133(17) -0.0040(16) 0.0000(17) C6 0.0534(18) 0.0518(19) 0.058(2) 0.0022(16) 0.0051(15) -0.0014(16) C7 0.0428(15) 0.0439(17) 0.0543(19) -0.0027(14) -0.0004(13) -0.0027(14) C8 0.062(2) 0.057(2) 0.071(2) 0.0136(17) 0.0049(17) 0.0004(18) C9 0.076(2) 0.064(2) 0.063(2) 0.017(2) 0.0114(17) -0.0049(19) C10 0.0486(17) 0.0420(18) 0.064(2) -0.0084(15) 0.0008(15) -0.0044(15) C11 0.061(2) 0.063(2) 0.067(2) -0.0106(18) -0.0042(16) 0.0080(18) 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 N C10 . 1.334(4) ? N C7 . 1.407(4) ? N H0A . 0.8600 ? O1 C4 . 1.379(4) ? O1 C3 . 1.427(5) ? O2 C10 . 1.234(4) ? C1 C3 . 1.487(6) ? C1 H1A . 0.9600 ? C1 H1B . 0.9600 ? C1 H1C . 0.9600 ? C2 C3 . 1.501(5) ? C2 H2A . 0.9600 ? C2 H2B . 0.9600 ? C2 H2C . 0.9600 ? C3 H3A . 0.9800 ? C4 C5 . 1.375(4) ? C4 C9 . 1.385(4) ? C5 C6 . 1.382(4) ? C5 H5A . 0.9300 ? C6 C7 . 1.389(4) ? C6 H6A . 0.9300 ? C7 C8 . 1.391(4) ? C8 C9 . 1.367(5) ? C8 H8A . 0.9300 ? C9 H9A . 0.9300 ? C10 C11 . 1.501(4) ? C11 H11A . 0.9600 ? C11 H11B . 0.9600 ? C11 H11C . 0.9600 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C10 N C7 . . 128.5(3) ? C10 N H0A . . 115.7 ? C7 N H0A . . 115.7 ? C4 O1 C3 . . 119.5(3) ? C3 C1 H1A . . 109.5 ? C3 C1 H1B . . 109.5 ? H1A C1 H1B . . 109.5 ? C3 C1 H1C . . 109.5 ? H1A C1 H1C . . 109.5 ? H1B C1 H1C . . 109.5 ? C3 C2 H2A . . 109.5 ? C3 C2 H2B . . 109.5 ? H2A C2 H2B . . 109.5 ? C3 C2 H2C . . 109.5 ? H2A C2 H2C . . 109.5 ? H2B C2 H2C . . 109.5 ? O1 C3 C1 . . 111.3(4) ? O1 C3 C2 . . 105.8(3) ? C1 C3 C2 . . 112.4(4) ? O1 C3 H3A . . 109.1 ? C1 C3 H3A . . 109.1 ? C2 C3 H3A . . 109.1 ? C5 C4 O1 . . 124.5(3) ? C5 C4 C9 . . 119.3(3) ? O1 C4 C9 . . 116.1(3) ? C4 C5 C6 . . 120.2(3) ? C4 C5 H5A . . 119.9 ? C6 C5 H5A . . 119.9 ? C5 C6 C7 . . 121.2(3) ? C5 C6 H6A . . 119.4 ? C7 C6 H6A . . 119.4 ? C6 C7 C8 . . 117.6(3) ? C6 C7 N . . 124.4(3) ? C8 C7 N . . 118.0(3) ? C9 C8 C7 . . 121.5(3) ? C9 C8 H8A . . 119.3 ? C7 C8 H8A . . 119.3 ? C8 C9 C4 . . 120.3(3) ? C8 C9 H9A . . 119.9 ? C4 C9 H9A . . 119.9 ? O2 C10 N . . 122.7(3) ? O2 C10 C11 . . 121.1(3) ? N C10 C11 . . 116.2(3) ? C10 C11 H11A . . 109.5 ? C10 C11 H11B . . 109.5 ? H11A C11 H11B . . 109.5 ? C10 C11 H11C . . 109.5 ? H11A C11 H11C . . 109.5 ? H11B C11 H11C . . 109.5 ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C4 O1 C3 C1 . . . . -65.9(5) ? C4 O1 C3 C2 . . . . 171.7(4) ? C3 O1 C4 C5 . . . . -32.2(5) ? C3 O1 C4 C9 . . . . 150.6(4) ? O1 C4 C5 C6 . . . . -178.5(3) ? C9 C4 C5 C6 . . . . -1.3(5) ? C4 C5 C6 C7 . . . . 0.2(5) ? C5 C6 C7 C8 . . . . 0.7(5) ? C5 C6 C7 N . . . . -176.9(3) ? C10 N C7 C6 . . . . -21.2(5) ? C10 N C7 C8 . . . . 161.2(3) ? C6 C7 C8 C9 . . . . -0.4(5) ? N C7 C8 C9 . . . . 177.4(3) ? C7 C8 C9 C4 . . . . -0.8(5) ? C5 C4 C9 C8 . . . . 1.7(5) ? O1 C4 C9 C8 . . . . 179.0(3) ? C7 N C10 O2 . . . . 0.6(5) ? C7 N C10 C11 . . . . -179.7(3) ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N H0A O2 3_456 0.86 2.01 2.869(3) 175 C6 H6A O2 . 0.93 2.34 2.892(4) 118