data_1100995 _journal_name_full 'Journal of Molecular Structure' loop_ _publ_author_name 'Masao Hashimoto' 'Fukue Tajima' 'Kazuo Eda' 'Kimiaki Yamamura' 'Tadashi Okazaki' _chemical_name_common 'n-pentylurea' _chemical_melting_point 375.2 _chemical_formula_moiety 'C6 H14 N2 O' _chemical_formula_sum 'C6 H14 N2 O' _chemical_formula_weight 130.19 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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' _cell_length_a 13.026(3) _cell_length_b 7.2083(16) _cell_length_c 9.277(2) _cell_angle_alpha 90.00 _cell_angle_beta 110.861(3) _cell_angle_gamma 90.00 _cell_volume 813.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 299(2) _cell_measurement_reflns_used 1001 _cell_measurement_theta_min 2.350 _cell_measurement_theta_max 23.331 _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.062 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 288 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min -0.134149 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'program SADABS ver. 2.03(Sheldrick)' _diffrn_ambient_temperature 299(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4561 _diffrn_reflns_av_R_equivalents 0.0432 _diffrn_reflns_av_sigmaI/netI 0.0498 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.28 _diffrn_reflns_theta_max 27.54 _reflns_number_total 1701 _reflns_number_gt 802 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0690P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1701 _refine_ls_number_parameters 138 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1071 _refine_ls_R_factor_gt 0.0490 _refine_ls_wR_factor_ref 0.1241 _refine_ls_wR_factor_gt 0.1089 _refine_ls_goodness_of_fit_ref 0.829 _refine_ls_restrained_S_all 0.829 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 _atom_site_disorder_assembly _atom_site_disorder_group C1U C 0.40788(14) 0.2285(2) 0.52627(18) 0.0563(5) Uani 1 1 d . . . C1 C 0.3165(2) 0.5266(3) 0.4471(2) 0.0668(6) Uani 1 1 d . . . C2 C 0.2524(2) 0.6650(3) 0.5010(2) 0.0722(6) Uani 1 1 d . . . C3 C 0.2073(2) 0.8217(3) 0.3892(3) 0.0721(6) Uani 1 1 d . . . C4 C 0.1415(3) 0.9614(4) 0.4398(3) 0.0964(8) Uani 1 1 d . . . C5 C 0.0951(4) 1.1129(6) 0.3240(6) 0.1296(12) Uani 1 1 d . . . H1 H 0.3517(15) 0.387(3) 0.635(2) 0.077(6) Uiso 1 1 d . . . H2 H 0.4409(14) 0.125(2) 0.722(2) 0.071(6) Uiso 1 1 d . . . H3 H 0.4845(16) 0.002(3) 0.628(2) 0.083(7) Uiso 1 1 d . . . H1A H 0.2739(15) 0.478(2) 0.354(2) 0.078(6) Uiso 1 1 d . . . H2A H 0.1905(18) 0.602(3) 0.510(2) 0.110(9) Uiso 1 1 d . . . H3A H 0.1599(18) 0.776(3) 0.296(3) 0.095(7) Uiso 1 1 d . . . H4A H 0.081(2) 0.890(3) 0.458(3) 0.127(10) Uiso 1 1 d . . . H5A H 0.043(3) 1.075(5) 0.228(4) 0.185(17) Uiso 1 1 d . . . H1B H 0.3759(17) 0.598(3) 0.426(2) 0.100(7) Uiso 1 1 d . . . H2B H 0.3014(15) 0.706(3) 0.597(3) 0.096(7) Uiso 1 1 d . . . H3B H 0.2685(16) 0.883(3) 0.374(2) 0.093(7) Uiso 1 1 d . . . H4B H 0.1841(19) 1.018(3) 0.532(3) 0.115(9) Uiso 1 1 d . . . H5B H 0.157(3) 1.178(4) 0.288(4) 0.166(13) Uiso 1 1 d . . . H5C H 0.063(2) 1.206(4) 0.356(4) 0.144(13) Uiso 1 1 d . . . N1 N 0.35841(14) 0.3779(2) 0.55606(17) 0.0657(5) Uani 1 1 d . . . N2 N 0.44692(16) 0.1033(3) 0.63878(16) 0.0734(6) Uani 1 1 d . . . O1 O 0.41747(10) 0.20669(16) 0.39824(12) 0.0688(5) Uani 1 1 d . . . 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 C1U 0.0802(12) 0.0569(11) 0.0382(9) -0.0020(8) 0.0291(8) -0.0032(10) C1 0.0925(15) 0.0672(13) 0.0468(10) 0.0014(10) 0.0323(10) 0.0054(12) C2 0.0929(17) 0.0739(15) 0.0571(12) 0.0013(10) 0.0354(12) 0.0063(13) C3 0.0804(15) 0.0715(15) 0.0645(13) 0.0020(11) 0.0260(12) 0.0021(13) C4 0.102(2) 0.0850(19) 0.106(2) 0.0014(16) 0.0420(17) 0.0181(17) C5 0.122(3) 0.094(2) 0.158(3) 0.018(2) 0.033(3) 0.032(2) N1 0.1028(13) 0.0649(10) 0.0385(8) 0.0020(8) 0.0365(8) 0.0097(9) N2 0.1178(15) 0.0750(12) 0.0386(9) 0.0071(8) 0.0417(9) 0.0213(11) O1 0.1109(10) 0.0698(8) 0.0384(6) 0.0006(6) 0.0421(6) 0.0065(8)