#------------------------------------------------------------------------------ #$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $ #$Revision: 14 $ #$URL: svn://www.crystallography.net/cod/cif/4/4000268.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4000268 _journal_name_full 'Chemistry of Materials' _journal_year 2003 _chemical_formula_sum 'C9 H12 N2 O4' _chemical_formula_weight 212.21 _symmetry_cell_setting MONOCLINIC _symmetry_space_group_name_H-M 'C c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 14.932(3) _cell_length_b 8.976(3) _cell_length_c 10.100(4) _cell_angle_alpha 90.00 _cell_angle_beta 127.96(3) _cell_angle_gamma 90.00 _cell_volume 1067.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8 _cell_measurement_theta_max 12 _exptl_crystal_description NEEDLE _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.321 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 448 _exptl_absorpt_coefficient_mu 0.105 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.70930 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CAD-4 _diffrn_measurement_method OMEGA-2-THETA _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 1HR _diffrn_standards_interval_time ? _diffrn_standards_decay_% NIL _diffrn_reflns_number 932 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0237 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.85 _diffrn_reflns_theta_max 24.91 _reflns_number_total 932 _reflns_number_gt 859 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0838P)^2^+0.3128P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -1(2) _refine_ls_number_reflns 932 _refine_ls_number_parameters 139 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0470 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1176 _refine_ls_wR_factor_gt 0.1147 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.027 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O3 O 0.2006(2) 0.5566(3) 0.4318(3) 0.0475(6) Uani 1 d . . . N1 N -0.0375(2) 0.7388(4) -0.0650(3) 0.0476(8) Uani 1 d . . . C5 C 0.2139(3) 0.6719(3) 0.6968(4) 0.0385(8) Uani 1 d . . . O2 O 0.3074(2) 0.6695(4) 0.8318(3) 0.0672(9) Uani 1 d . . . C1 C 0.1819(3) 0.7702(3) 0.5533(5) 0.0374(7) Uani 1 d . . . O1 O 0.1307(2) 0.5863(3) 0.6619(3) 0.0548(7) Uani 1 d . . . C6 C 0.1444(3) 0.6741(4) 0.4018(4) 0.0412(8) Uani 1 d . . . N2 N -0.1366(2) 0.8514(4) -0.3005(4) 0.0506(8) Uani 1 d . . . C8 C -0.0722(3) 0.7492(5) -0.3059(5) 0.0558(10) Uani 1 d . . . H8 H -0.0715 0.7316 -0.3961 0.067 Uiso 1 calc R . . O4 O 0.0646(3) 0.7185(4) 0.2607(4) 0.0854(12) Uani 1 d . . . C4 C 0.2734(4) 0.8869(5) 0.5973(6) 0.0573(10) Uani 1 d . . . H4A H 0.3420 0.8816 0.7127 0.069 Uiso 1 calc R . . H4B H 0.2912 0.8877 0.5198 0.069 Uiso 1 calc R . . C2 C 0.1028(3) 0.9005(4) 0.5206(5) 0.0562(10) Uani 1 d . . . H2A H 0.0352 0.9083 0.4046 0.067 Uiso 1 calc R . . H2B H 0.0835 0.9024 0.5964 0.067 Uiso 1 calc R . . C9 C -0.0095(4) 0.6780(5) -0.1578(5) 0.0562(10) Uani 1 d . . . H9 H 0.0427 0.6020 -0.1254 0.067 Uiso 1 calc R . . C7 C -0.1139(3) 0.8436(4) -0.1523(5) 0.0506(9) Uani 1 d . . . H7 H -0.1463 0.9022 -0.1158 0.061 Uiso 1 calc R . . C3 C 0.1942(6) 1.0075(5) 0.5666(15) 0.133(3) Uani 1 d . . . H3A H 0.1729 1.0729 0.4748 0.160 Uiso 1 calc R . . H3B H 0.2221 1.0650 0.6665 0.160 Uiso 1 calc R . . H2N H -0.1869 0.9153 -0.3843 0.059(12) Uiso 1 d R . . H1O H 0.1689 0.5005 0.7713 0.15(3) Uiso 1 d R . . H1N H -0.0148 0.7143 0.0356 0.065(13) Uiso 1 d R . . 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 O3 0.0606(15) 0.0484(13) 0.0336(12) -0.0047(10) 0.0290(12) 0.0043(12) N1 0.0506(18) 0.0550(18) 0.0283(15) 0.0077(12) 0.0197(14) 0.0039(14) C5 0.0447(19) 0.0369(16) 0.0302(18) -0.0072(13) 0.0212(16) 0.0011(14) O2 0.0534(17) 0.078(2) 0.0330(15) 0.0046(12) 0.0080(14) -0.0093(15) C1 0.0382(15) 0.0377(14) 0.0336(15) 0.0008(14) 0.0207(13) 0.0033(15) O1 0.0487(13) 0.0734(18) 0.0352(13) 0.0095(12) 0.0221(11) -0.0067(13) C6 0.0452(17) 0.052(2) 0.0246(17) 0.0027(14) 0.0206(15) -0.0025(15) N2 0.0424(16) 0.0524(17) 0.0376(16) 0.0139(14) 0.0148(14) 0.0047(15) C8 0.058(2) 0.071(2) 0.0333(19) 0.0031(16) 0.0255(17) 0.0018(19) O4 0.100(3) 0.100(3) 0.0291(14) 0.0094(17) 0.0256(17) 0.033(2) C4 0.055(2) 0.050(2) 0.065(3) -0.0017(18) 0.036(2) -0.0099(18) C2 0.054(2) 0.048(2) 0.060(3) 0.0053(17) 0.032(2) 0.0126(18) C9 0.055(2) 0.060(2) 0.048(2) 0.0101(18) 0.0288(19) 0.0182(18) C7 0.047(2) 0.0492(19) 0.047(2) -0.0002(16) 0.0245(18) 0.0046(17) C3 0.120(5) 0.041(2) 0.268(11) -0.014(5) 0.134(7) -0.008(3)