data_2203214 loop_ _publ_author_name 'Zhenfeng Zhang' 'Shuo Jin' 'Siqian Wang' 'Bo Liu' 'Jianping Guo' _publ_section_title ; 3-Methyl-3-pyrazolin-5-one ; _journal_issue 2 _journal_name_full 'Acta Crystallographica, Section E' _journal_page_first o315 _journal_page_last o316 _journal_volume 60 _journal_year 2004 _chemical_formula_moiety 'C4 H6 N2 O' _chemical_formula_sum 'C4 H6 N2 O' _chemical_formula_weight 98.11 _chemical_melting_point 215 _chemical_name_common 3-Methyl-3-Pyrazolin-5-one _chemical_name_systematic ' 3-Methyl-3-Pyrazolin-5-one' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'F d d 2' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 16 _cell_length_a 11.722(2) _cell_length_b 16.945(3) _cell_length_c 9.898(2) _cell_measurement_reflns_used 867 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 44.403 _cell_measurement_theta_min 5.899 _cell_volume 1966.0(7) _computing_cell_refinement 'SAINT (Bruker, 2000)' _computing_data_collection 'SMART (Bruker, 2000)' _computing_data_reduction SAINT _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 1999)' _computing_publication_material SHELXTL/PC _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Smart CCD' _diffrn_measurement_method '\w scan' _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 0.0341 _diffrn_reflns_av_sigmaI/netI 0.0224 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 1933 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 2.95 _diffrn_standards_decay_% 3.14 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _exptl_absorpt_coefficient_mu 0.099 _exptl_absorpt_correction_T_max 0.981 _exptl_absorpt_correction_T_min 0.557 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1997)' _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.326 _exptl_crystal_density_meas ? _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 0.20 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.126 _refine_diff_density_min -0.163 _refine_ls_abs_structure_details 'see text' _refine_ls_abs_structure_Flack ? _refine_ls_extinction_coef 0.0020(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.163 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 66 _refine_ls_number_reflns 460 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.162 _refine_ls_R_factor_all 0.0450 _refine_ls_R_factor_gt 0.0427 _refine_ls_shift/su_max 0.011 _refine_ls_shift/su_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0630P)^2^+1.0082P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1137 _refine_ls_wR_factor_ref 0.1152 _reflns_number_gt 439 _reflns_number_total 460 _reflns_threshold_expression I>2\s(I) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/4, -y+1/4, z+1/4' '-x+1/4, y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/4, -y+3/4, z+3/4' '-x+1/4, y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+3/4, -y+1/4, z+3/4' '-x+3/4, y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+3/4, -y+3/4, z+1/4' '-x+3/4, y+3/4, z+1/4' 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 0.9969(2) 0.38889(15) 0.3766(3) 0.0597(9) Uani d . 1 . . O N1 0.9383(3) 0.21227(16) 0.5257(3) 0.0489(9) Uani d . 1 . . N H1 0.8992 0.1829 0.5794 0.059 Uiso calc R 1 . . H N2 0.9171(3) 0.28983(16) 0.4984(3) 0.0464(9) Uani d . 1 . . N H2 0.8611 0.3168 0.5303 0.056 Uiso calc R 1 . . H C1 1.0662(5) 0.1058(2) 0.4573(6) 0.0750(15) Uani d . 1 . . C H1A 1.0528 0.0834 0.5450 0.113 Uiso calc R 1 . . H H1B 1.1461 0.1031 0.4366 0.113 Uiso calc R 1 . . H H1C 1.0240 0.0767 0.3907 0.113 Uiso calc R 1 . . H C2 1.0284(3) 0.1899(2) 0.4565(4) 0.0456(9) Uani d . 1 . . C C3 1.0689(3) 0.2535(2) 0.3862(4) 0.0481(10) Uani d . 1 . . C H3 1.1326 0.2545 0.3301 0.058 Uiso calc R 1 . . H C4 0.9962(3) 0.3171(2) 0.4151(4) 0.0435(9) Uani d . 1 . . C 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 0.0520(15) 0.0400(15) 0.087(2) 0.0018(12) 0.0107(14) 0.0231(14) N1 0.068(2) 0.0273(15) 0.0514(18) -0.0046(13) 0.0136(16) 0.0091(13) N2 0.0478(17) 0.0296(15) 0.062(2) 0.0035(12) 0.0154(14) 0.0064(13) C1 0.101(4) 0.043(2) 0.081(3) 0.025(2) 0.008(3) 0.003(2) C2 0.055(2) 0.040(2) 0.0419(17) 0.0078(16) -0.0005(16) -0.0021(16) C3 0.041(2) 0.053(2) 0.0502(19) 0.0032(16) 0.0044(16) 0.0086(17) C4 0.0385(17) 0.041(2) 0.051(2) 0.0032(14) 0.0016(16) 0.0068(17) 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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 N1 N2 . . 108.7(3) yes C2 N1 H1 . . 125.7 no N2 N1 H1 . . 125.7 no C4 N2 N1 . . 109.4(3) yes C4 N2 H2 . . 125.3 no N1 N2 H2 . . 125.3 no C2 C1 H1A . . 109.5 no C2 C1 H1B . . 109.5 no H1A C1 H1B . . 109.5 no C2 C1 H1C . . 109.5 no H1A C1 H1C . . 109.5 no H1B C1 H1C . . 109.5 no N1 C2 C3 . . 108.5(3) yes N1 C2 C1 . . 120.7(4) yes C3 C2 C1 . . 130.7(4) yes C2 C3 C4 . . 106.8(3) no C2 C3 H3 . . 126.6 no C4 C3 H3 . . 126.6 no O1 C4 N2 . . 121.6(3) no O1 C4 C3 . . 131.8(3) no N2 C4 C3 . . 106.6(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 C4 . 1.275(3) yes N1 C2 . 1.315(5) yes N1 N2 . 1.365(4) yes N1 H1 . 0.8600 no N2 C4 . 1.324(4) yes N2 H2 . 0.8600 no C1 C2 . 1.493(4) no C1 H1A . 0.9600 no C1 H1B . 0.9600 no C1 H1C . 0.9600 no C2 C3 . 1.368(5) yes C3 C4 . 1.403(5) yes C3 H3 . 0.9300 no 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 N1 H1 O1 16_645 0.86 1.93 2.694(4) 147.9 N2 H2 O1 15_455 0.86 1.81 2.654(4) 168.6