#------------------------------------------------------------------------------ #$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/1100658.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_1100658 _chemical_formula_sum 'C8 H11 Cl N2 O' _chemical_formula_weight 186.64 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' 'O' 'O' 0.0106 0.0060 '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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M P21/c 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 7.251 _cell_length_b 13.1950(10) _cell_length_c 9.8350(10) _cell_angle_alpha 90.0000(10) _cell_angle_beta 101.94 _cell_angle_gamma 90.00(2) _cell_volume 920.62(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.347 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 392 _exptl_absorpt_coefficient_mu 0.369 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3617 _diffrn_reflns_av_R_equivalents 0.0257 _diffrn_reflns_av_sigmaI/netI 0.0303 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 27.93 _reflns_number_total 1977 _reflns_number_gt 1552 _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^)+(0.1537P)^2^+0.1028P] 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 SHELXL _refine_ls_extinction_coef 0.13(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1977 _refine_ls_number_parameters 111 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0798 _refine_ls_R_factor_gt 0.0651 _refine_ls_wR_factor_ref 0.2167 _refine_ls_wR_factor_gt 0.1890 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.002 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 Cl1 Cl 0.76028(10) 0.54189(5) 0.15677(7) 0.0694(4) Uani 1 1 d . . . N6 N 0.9265(3) 0.70522(13) -0.1187(2) 0.0474(5) Uani 1 1 d . . . H6 H 0.9436 0.7217 -0.1998 0.057 Uiso 1 1 calc R . . N8 N 0.9356(3) 0.71213(13) 0.1070(2) 0.0505(5) Uani 1 1 d . . . C9 C 1.0789(4) 0.85854(15) 0.0039(3) 0.0558(6) Uani 1 1 d . . . H9A H 1.0060 0.9090 0.0415 0.067 Uiso 1 1 calc R . . H9B H 1.0855 0.8793 -0.0895 0.067 Uiso 1 1 calc R . . C2 C 0.8477(3) 0.62639(15) 0.0535(2) 0.0493(5) Uani 1 1 d . . . C3 C 0.8389(3) 0.61811(15) -0.0863(2) 0.0487(6) Uani 1 1 d . . . C7 C 0.9802(3) 0.75943(15) -0.0026(2) 0.0477(5) Uani 1 1 d . . . O5 O 0.7653(3) 0.54495(14) -0.3082(3) 0.0740(6) Uani 1 1 d . . . C11 C 1.4124(4) 0.7833(2) 0.0407(3) 0.0656(7) Uani 1 1 d . . . H11A H 1.5257 0.7754 0.1122 0.079 Uiso 1 1 calc R . . H11B H 1.3531 0.7173 0.0241 0.079 Uiso 1 1 calc R . . C4 C 0.7611(4) 0.54124(17) -0.1863(3) 0.0594(7) Uani 1 1 d . . . H4 H 0.7041 0.4853 -0.1547 0.071 Uiso 1 1 calc R . . C10 C 1.2784(4) 0.85528(18) 0.0933(3) 0.0609(7) Uani 1 1 d . . . H10A H 1.3311 0.9231 0.0982 0.073 Uiso 1 1 calc R . . H10B H 1.2707 0.8353 0.1869 0.073 Uiso 1 1 calc R . . C12 C 1.4663(5) 0.8192(3) -0.0901(4) 0.0828(9) Uani 1 1 d . . . H12A H 1.3555 0.8241 -0.1627 0.124 Uiso 1 1 calc R . . H12B H 1.5529 0.7720 -0.1170 0.124 Uiso 1 1 calc R . . H12C H 1.5250 0.8846 -0.0746 0.124 Uiso 1 1 calc 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 Cl1 0.0831(6) 0.0584(5) 0.0714(6) 0.0143(2) 0.0267(4) -0.0104(3) N6 0.0577(11) 0.0413(9) 0.0459(11) 0.0009(6) 0.0168(7) 0.0013(7) N8 0.0617(11) 0.0415(9) 0.0503(12) 0.0017(7) 0.0161(8) -0.0003(7) C9 0.0690(15) 0.0357(11) 0.0659(16) 0.0009(8) 0.0211(11) -0.0004(9) C2 0.0543(12) 0.0392(10) 0.0566(14) 0.0044(8) 0.0167(9) 0.0022(8) C3 0.0552(12) 0.0394(10) 0.0540(14) 0.0006(8) 0.0167(9) 0.0009(8) C7 0.0547(12) 0.0369(10) 0.0538(13) 0.0021(8) 0.0163(9) 0.0032(8) O5 0.0928(16) 0.0676(13) 0.0625(13) -0.0145(8) 0.0183(10) -0.0105(9) C11 0.0635(15) 0.0582(14) 0.0737(18) 0.0014(11) 0.0107(12) 0.0021(11) C4 0.0621(14) 0.0477(13) 0.0696(18) -0.0077(9) 0.0167(11) -0.0047(9) C10 0.0716(16) 0.0506(13) 0.0619(16) -0.0090(10) 0.0173(11) -0.0073(11) C12 0.083(2) 0.083(2) 0.087(2) -0.0026(16) 0.0290(16) 0.0158(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl1 C2 1.715(2) . ? N6 C7 1.336(3) . ? N6 C3 1.382(3) . ? N8 C7 1.341(3) . ? N8 C2 1.350(3) . ? C9 C7 1.486(3) . ? C9 C10 1.530(4) . ? C2 C3 1.368(3) . ? C3 C4 1.444(3) . ? O5 C4 1.206(4) . ? C11 C12 1.497(5) . ? C11 C10 1.523(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 N6 C3 108.33(19) . . ? C7 N8 C2 104.50(19) . . ? C7 C9 C10 112.9(2) . . ? N8 C2 C3 112.21(19) . . ? N8 C2 Cl1 121.11(18) . . ? C3 C2 Cl1 126.68(17) . . ? C2 C3 N6 103.75(18) . . ? C2 C3 C4 132.1(2) . . ? N6 C3 C4 124.1(2) . . ? N6 C7 N8 111.21(19) . . ? N6 C7 C9 124.1(2) . . ? N8 C7 C9 124.7(2) . . ? C12 C11 C10 113.1(2) . . ? O5 C4 C3 124.2(2) . . ? C11 C10 C9 114.6(2) . . ? _diffrn_measured_fraction_theta_max 0.893 _diffrn_reflns_theta_full 27.93 _diffrn_measured_fraction_theta_full 0.893 _refine_diff_density_max 0.657 _refine_diff_density_min -0.431 _refine_diff_density_rms 0.125