#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2202407.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_2202407 loop_ _publ_author_name 'Jones, Peter G.' _publ_section_title ; N-Hydroxysuccinimide ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o1951 _journal_page_last o1952 _journal_volume 59 _journal_year 2003 _chemical_formula_iupac 'C4 H5 N O3' _chemical_formula_moiety 'C4 H5 N O3' _chemical_formula_sum 'C4 H5 N O3' _chemical_formula_weight 115.09 _chemical_name_systematic ; ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _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 4 _cell_length_a 5.4266(8) _cell_length_b 7.2419(12) _cell_length_c 12.445(2) _cell_measurement_reflns_used 3627 _cell_measurement_temperature 133(2) _cell_measurement_theta_max 30.5 _cell_measurement_theta_min 2.8 _cell_volume 489.07(13) _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_collection 'SMART (Bruker, 1998)' _computing_data_reduction SAINT _computing_molecular_graphics 'XP (Siemens, 1994)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 133(2) _diffrn_detector_area_resol_mean 8.192 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method \w _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 0.0714 _diffrn_reflns_av_sigmaI/netI 0.0281 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 5566 _diffrn_reflns_theta_full 30.00 _diffrn_reflns_theta_max 30.01 _diffrn_reflns_theta_min 3.25 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.136 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.563 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'irregular tablet' _exptl_crystal_F_000 240 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.480 _refine_diff_density_min -0.203 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 77 _refine_ls_number_reflns 860 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.048 _refine_ls_R_factor_all 0.0439 _refine_ls_R_factor_gt 0.0409 _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^)+(0.0857P)^2^+0.0226P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1056 _refine_ls_wR_factor_ref 0.1085 _reflns_number_gt 803 _reflns_number_total 860 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file bt6380.cif _[local]_cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_geom_bond_publ_flag' value 'Y' changed to 'y' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (8 times). '_geom_angle_publ_flag' value 'Y' changed to 'y' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (11 times). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 489.09(13) _cod_database_code 2202407 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 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 C1 0.3418(3) 0.45792(19) 0.36706(11) 0.0183(3) Uani d . 1 C C2 0.4766(3) 0.5929(2) 0.29615(11) 0.0210(3) Uani d . 1 C H2A 0.3675 0.6966 0.2755 0.025 Uiso calc R 1 H H2B 0.5367 0.5314 0.2301 0.025 Uiso calc R 1 H C3 0.6938(3) 0.6623(2) 0.36469(12) 0.0222(3) Uani d . 1 C H3A 0.8527 0.6213 0.3337 0.027 Uiso calc R 1 H H3B 0.6934 0.7988 0.3689 0.027 Uiso calc R 1 H C4 0.6549(3) 0.5788(2) 0.47386(13) 0.0210(3) Uani d . 1 C N 0.4578(2) 0.45687(16) 0.46436(10) 0.0189(3) Uani d . 1 N O1 0.1590(2) 0.36643(15) 0.34513(9) 0.0232(3) Uani d . 1 O O2 0.7672(3) 0.60296(19) 0.55634(10) 0.0321(3) Uani d . 1 O O3 0.3621(2) 0.36006(16) 0.54995(9) 0.0237(3) Uani d . 1 O H0 0.494(7) 0.282(4) 0.575(2) 0.063(8) 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 C1 0.0211(6) 0.0130(6) 0.0208(6) 0.0023(5) 0.0012(5) -0.0006(5) C2 0.0271(7) 0.0155(6) 0.0203(6) -0.0023(6) 0.0009(6) 0.0007(5) C3 0.0209(6) 0.0181(6) 0.0277(7) -0.0007(6) 0.0006(6) 0.0036(5) C4 0.0208(6) 0.0147(6) 0.0274(7) 0.0000(6) -0.0018(6) 0.0018(5) N 0.0209(6) 0.0149(5) 0.0208(6) -0.0008(5) -0.0006(5) 0.0037(4) O1 0.0240(5) 0.0220(5) 0.0236(5) -0.0038(5) -0.0010(5) 0.0013(4) O2 0.0356(7) 0.0299(7) 0.0307(6) -0.0073(5) -0.0109(6) 0.0037(5) O3 0.0254(6) 0.0231(6) 0.0227(5) 0.0005(5) 0.0017(5) 0.0081(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 0.0016 '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 _geom_angle_publ_flag O1 C1 N 124.65(13) y O1 C1 C2 127.90(13) y N C1 C2 107.44(12) y C1 C2 C3 105.01(13) y C4 C3 C2 105.20(12) y O2 C4 N 123.54(14) y O2 C4 C3 129.80(14) y N C4 C3 106.65(13) y C1 N O3 121.03(12) y C1 N C4 115.22(12) y O3 N C4 123.17(12) y C1 C2 H2A 110.7 ? C3 C2 H2A 110.7 ? C1 C2 H2B 110.7 ? C3 C2 H2B 110.7 ? H2A C2 H2B 108.8 ? C4 C3 H3A 110.7 ? C2 C3 H3A 110.7 ? C4 C3 H3B 110.7 ? C2 C3 H3B 110.7 ? H3A C3 H3B 108.8 ? N O3 H0 105.7(18) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 O1 1.224(2) y C1 N 1.365(2) y C1 C2 1.507(2) y C2 C3 1.539(2) y C3 C4 1.502(2) y C4 O2 1.207(2) y C4 N 1.392(2) y N O3 1.3769(16) y C2 H2A 0.9900 ? C2 H2B 0.9900 ? C3 H3A 0.9900 ? C3 H3B 0.9900 ? O3 H0 0.97(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 O3 H0 O1 4_556 0.97(3) 1.71(3) 2.6442(16) 161(3) C3 H3A O1 1_655 0.99 2.49 3.320(2) 142 C2 H2B O2 2_664 0.99 2.60 3.585(2) 174 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 O1 C1 C2 C3 -178.69(15) N C1 C2 C3 2.65(16) C1 C2 C3 C4 -5.83(16) C2 C3 C4 O2 -174.31(18) C2 C3 C4 N 6.99(16) O1 C1 N O3 -5.2(2) C2 C1 N O3 173.48(12) O1 C1 N C4 -176.73(14) C2 C1 N C4 1.98(17) O2 C4 N C1 175.34(16) C3 C4 N C1 -5.86(17) O2 C4 N O3 4.0(2) C3 C4 N O3 -177.16(12)