#------------------------------------------------------------------------------
#$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$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 403
_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
_cod_depositor_comments
;
The following automatic conversions were performed:
'_chemical_melting_point' value '403K' was changed to '403' - the
value should be numeric and without a unit designator.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_database_code 2221718
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_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
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_
_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
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_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
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_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
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
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)