#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/68/2206887.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_2206887 loop_ _publ_author_name 'Nichol, Gary S.' 'Clegg, William' _publ_section_title ; Malonamide: a tetragonal polymorph ; _journal_coeditor_code BT6745 _journal_issue 10 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o3424 _journal_page_last o3426 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac 'C3 H6 N2 O2' _chemical_formula_moiety 'C3 H6 N2 O2' _chemical_formula_sum 'C3 H6 N2 O2' _chemical_formula_weight 102.10 _chemical_name_common Malonamide _chemical_name_systematic Malonamide _space_group_IT_number 96 _symmetry_cell_setting tetragonal _symmetry_space_group_name_Hall 'P 4nw 2abw' _symmetry_space_group_name_H-M 'P 43 21 2' _atom_sites_solution_hydrogens difmap _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 4 _cell_length_a 5.3140(3) _cell_length_b 5.3140(3) _cell_length_c 15.5360(12) _cell_measurement_reflns_used 54 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 27.5 _cell_measurement_theta_min 2.5 _cell_volume 438.71(5) _computing_cell_refinement 'DIRAX (Duisenberg, 1992)' _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_data_reduction 'EvalCCD (Duisenberg et al., 2003)' _computing_molecular_graphics ; DIAMOND3 (Brandenburg & Putz, 2004) and MERCURY (Version 1.3; Bruno et al., 2002) ; _computing_publication_material 'SHELXTL and local programs' _computing_structure_refinement 'SHELXTL (Sheldrick, 2001)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.991 _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\f and \w' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0184 _diffrn_reflns_av_sigmaI/netI 0.0094 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 6874 _diffrn_reflns_theta_full 27.51 _diffrn_reflns_theta_max 27.51 _diffrn_reflns_theta_min 5.25 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.130 _exptl_absorpt_correction_T_max 0.997 _exptl_absorpt_correction_T_min 0.902 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_crystal_colour 'light yellow' _exptl_crystal_density_diffrn 1.546 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 216 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.02 _refine_diff_density_max 0.187 _refine_diff_density_min -0.195 _refine_ls_extinction_coef 0.12(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.232 _refine_ls_hydrogen_treatment refxyz _refine_ls_matrix_type full _refine_ls_number_parameters 43 _refine_ls_number_reflns 340 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.232 _refine_ls_R_factor_all 0.0336 _refine_ls_R_factor_gt 0.0316 _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^)+(0.0509P)^2^+0.0691P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0793 _refine_ls_wR_factor_ref 0.0821 _reflns_number_gt 324 _reflns_number_total 340 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file bt6745.cif _[local]_cod_data_source_block I _cod_database_code 2206887 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/4' '-x+1/2, y+1/2, -z+3/4' '-y, -x, -z+1/2' 'y, x, -z' 'y+1/2, -x+1/2, z+1/4' '-y+1/2, x+1/2, z+3/4' 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_type_symbol O 0.35135(18) 0.5410(2) 0.08252(5) 0.0193(4) Uani d . 1 O N -0.0616(2) 0.5402(3) 0.04955(8) 0.0182(4) Uani d . 1 N H1N -0.095(4) 0.675(4) 0.0800(11) 0.022 Uiso d . 1 H H2N -0.177(4) 0.469(4) 0.0277(12) 0.022 Uiso d . 1 H C1 0.1676(3) 0.4422(3) 0.04704(8) 0.0134(4) Uani d . 1 C C2 0.1932(2) 0.1932(2) 0.0000 0.0147(4) Uani d S 1 C H2 0.166(3) 0.064(4) 0.0448(10) 0.018 Uiso d . 1 H 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 O 0.0154(6) 0.0201(6) 0.0222(5) -0.0024(4) -0.0014(4) -0.0069(4) N 0.0137(7) 0.0158(7) 0.0252(7) 0.0002(5) -0.0013(5) -0.0063(5) C1 0.0148(7) 0.0133(7) 0.0121(5) -0.0017(5) 0.0015(5) 0.0008(5) C2 0.0130(6) 0.0130(6) 0.0180(8) -0.0020(7) 0.0020(5) -0.0020(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O C1 1.2382(17) y N H1N 0.87(2) . N H2N 0.79(2) . N C1 1.3251(19) y C1 C2 1.5176(17) y C2 H2 0.986(19) . 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 H1N N H2N . . 117(2) H1N N C1 . . 121.7(13) H2N N C1 . . 120.5(15) O C1 N . . 123.02(13) O C1 C2 . . 120.88(12) N C1 C2 . . 116.07(11) C1 C2 C1 . 6 112.84(16) C1 C2 H2 . . 104.6(10) C1 C2 H2 6 . 113.9(11) 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_4 _geom_torsion _geom_torsion_publ_flag O C1 C2 C1 6 -36.66(9) y N C1 C2 C1 6 145.23(12) y 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 _geom_hbond_publ_flag N H1N O 3_465 0.87(2) 2.05(2) 2.9195(16) 170.8(16) y N H2N O 6_455 0.79(2) 2.36(2) 3.1112(17) 157.6(19) y