# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 207/309 data_9808mmt #------------------------------------------------------------------------------ _audit_creation_date 'Mon Feb 1 13:15:38 1999' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection 'Rigaku/AFC Diffractometer Control' _computing_cell_refinement 'Rigaku/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution ? _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 247.68 _chemical_formula_analytical ? _chemical_formula_sum 'C9 H14 Cl N3 O3 ' _chemical_formula_moiety '?' _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 13.741(1) _cell_length_b 7.2000(7) _cell_length_c 24.483(2) _cell_angle_alpha 90 _cell_angle_beta 109.322(5) _cell_angle_gamma 90 _cell_volume 2285.8(3) _cell_formula_units_Z 8 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 20 _cell_measurement_theta_min 19.2 _cell_measurement_theta_max 20.7 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_Int_Tables_number 15 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,y,1/2-z -x,-y,-z x,-y,1/2+z 1/2+x,1/2+y,z 1/2-x,1/2+y,1/2-z 1/2-x,1/2-y,-z 1/2+x,1/2-y,1/2+z #------------------------------------------------------------------------------ _exptl_crystal_description 'plate' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.250 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.020 _exptl_crystal_density_diffrn 1.439 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040.00 _exptl_absorpt_coefficient_mu 2.973 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Rigaku sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device_type 'Rigaku AFC7S' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -0.66 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 6 0 -4 5 1 2 3 1 7 _diffrn_reflns_number 3859 _reflns_number_total 1848 _reflns_number_gt 3578 _reflns_observed_expression >2.0sigma(I) _diffrn_reflns_av_R_equivalents 0.021 _diffrn_reflns_av_sigmaI/netI 0.023 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 3.83 _diffrn_reflns_theta_max 67.57 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.01444 _diffrn_orient_matrix_UB_12 0.13607 _diffrn_orient_matrix_UB_13 -0.00027 _diffrn_orient_matrix_UB_21 0.00053 _diffrn_orient_matrix_UB_22 0.01005 _diffrn_orient_matrix_UB_23 0.04084 _diffrn_orient_matrix_UB_31 0.07575 _diffrn_orient_matrix_UB_32 -0.02596 _diffrn_orient_matrix_UB_33 0.01434 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_imag _atom_type_scat_source 'C' 'C' 0.018 0.009 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; 'O' 'O' 0.049 0.032 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'N' 'N' 0.031 0.018 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'Cl' 'Cl' 0.364 0.702 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ 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_flags _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl(1) Cl -0.83608(5) -0.27832(9) -0.16366(2) 0.0390(2) Uani 1.00 d . . . O(1) O -0.8975(1) -0.0915(2) 0.05063(7) 0.0364(5) Uani 1.00 d . . . O(2) O -0.5866(1) -0.0211(3) 0.02624(7) 0.0419(6) Uani 1.00 d . . . O(3) O -0.5343(2) -0.2772(3) -0.17218(8) 0.0560(7) Uani 1.00 d . . . O(4) O -1.0000 -0.0256(3) -0.2500 0.0406(7) Uani 1.00 d S . . N(1) N -0.8920(2) 0.0308(3) -0.03381(8) 0.0304(5) Uani 1.00 d . . . N(2) N -0.7429(2) -0.0582(3) 0.03716(7) 0.0265(5) Uani 1.00 d . . . N(3) N -0.6219(2) -0.0408(3) -0.10721(8) 0.0292(5) Uani 1.00 d . . . C(1) C -0.8476(2) -0.0428(3) 0.01981(9) 0.0271(6) Uani 1.00 d . . . C(2) C -0.6799(2) -0.0051(3) 0.00572(9) 0.0267(6) Uani 1.00 d . . . C(3) C -0.7341(2) 0.0679(3) -0.05160(9) 0.0247(6) Uani 1.00 d . . . C(4) C -0.8368(2) 0.0838(3) -0.06837(9) 0.0290(6) Uani 1.00 d . . . C(5) C -0.6708(2) 0.1250(3) -0.08804(9) 0.0270(6) Uani 1.00 d . . . C(6) C -0.7245(2) 0.2190(3) -0.1463(1) 0.0384(7) Uani 1.00 d . . . C(7) C -0.6460(3) 0.2037(4) -0.1779(1) 0.0506(9) Uani 1.00 d . . . C(8) C -0.5832(2) 0.0275(3) -0.15492(10) 0.0332(7) Uani 1.00 d . . . C(9) C -0.5933(2) -0.1206(4) -0.19927(10) 0.0410(7) Uani 1.00 d . . . H(1) H -0.9659 0.0456 -0.0482 0.0368 Uiso 1.00 calc . . . H(2) H -0.7086 -0.1098 0.0749 0.0316 Uiso 1.00 calc . . . H(3) H -0.8733 0.1340 -0.1064 0.0338 Uiso 1.00 calc . . . H(4) H -0.6160 0.2040 -0.0658 0.0313 Uiso 1.00 calc . . . H(5) H -0.6722 -0.1359 -0.1221 0.0343 Uiso 1.00 calc . . . H(6) H -0.5668 -0.0896 -0.0758 0.0343 Uiso 1.00 calc . . . H(7) H -0.7395 0.3457 -0.1410 0.0466 Uiso 1.00 calc . . . H(8) H -0.7859 0.1563 -0.1672 0.0466 Uiso 1.00 calc . . . H(9) H -0.6012 0.3110 -0.1685 0.0598 Uiso 1.00 calc . . . H(10) H -0.6787 0.1974 -0.2176 0.0598 Uiso 1.00 calc . . . H(11) H -0.6641 -0.1541 -0.2155 0.0488 Uiso 1.00 calc . . . H(12) H -0.5693 -0.0749 -0.2287 0.0488 Uiso 1.00 calc . . . H(13) H -0.5116 0.0598 -0.1378 0.0383 Uiso 1.00 calc . . . 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 Cl(1) 0.0392(5) 0.0449(4) 0.0271(3) -0.0033(3) 0.0033(3) 0.0046(2) O(1) 0.027(1) 0.0464(10) 0.0391(9) 0.0045(8) 0.0156(8) 0.0105(8) O(2) 0.020(1) 0.070(1) 0.0329(9) 0.0045(9) 0.0053(8) 0.0119(8) O(3) 0.066(2) 0.059(1) 0.038(1) 0.026(1) 0.0109(10) -0.0011(9) O(4) 0.047(2) 0.037(1) 0.037(1) 0.0000 0.012(1) 0.0000 N(1) 0.018(1) 0.042(1) 0.0304(10) 0.0026(9) 0.0068(8) 0.0030(8) N(2) 0.020(1) 0.0349(10) 0.0238(9) 0.0029(8) 0.0058(8) 0.0042(7) N(3) 0.030(1) 0.0320(9) 0.0277(9) 0.0057(9) 0.0130(8) 0.0048(8) C(1) 0.026(2) 0.028(1) 0.029(1) 0.0001(10) 0.0097(10) -0.0013(9) C(2) 0.025(2) 0.031(1) 0.023(1) 0.0008(9) 0.0067(10) -0.0023(8) C(3) 0.024(2) 0.0277(10) 0.0216(10) 0.0012(9) 0.0062(9) -0.0014(8) C(4) 0.027(2) 0.034(1) 0.023(1) 0.0030(10) 0.0046(9) 0.0018(9) C(5) 0.028(1) 0.027(1) 0.025(1) 0.0004(9) 0.0080(9) -0.0002(8) C(6) 0.046(2) 0.037(1) 0.033(1) 0.012(1) 0.015(1) 0.0122(10) C(7) 0.068(2) 0.049(2) 0.046(2) 0.016(1) 0.033(2) 0.017(1) C(8) 0.032(2) 0.044(1) 0.028(1) 0.001(1) 0.016(1) 0.0038(10) C(9) 0.039(2) 0.059(2) 0.025(1) 0.009(1) 0.010(1) -0.002(1) #------------------------------------------------------------------------------ _refine_special_details ; Refinement based on F against all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F, conventional R-factors (R) are calculated on F, with F set to zero for negative F. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. thus the refinement was done using all reflections. ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00000|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 3612 _refine_ls_number_parameters 150 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0672 _refine_ls_R_factor_gt 0.0672 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_ref 0.0953 _refine_ls_wR_factor_gt 0.0953 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_ref 4.318 _refine_ls_shift/su_max 0.4980 _refine_ls_shift/su_mean 0.0770 _refine_diff_density_min -0.47 _refine_diff_density_max 0.91 #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag ? ? ? ? ? ? # -- ENTER BONDS HERE, ONE PER LINE -- # e.g. C1 C2 1.541(1) . . yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag # -- ENTER ANGLES HERE, ONE PER LINE -- # e.g. C1 C2 C3 109.4(3) . . . yes ? ? ? ? ? ? ? ? #------------------------------------------------------------------------------ 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag # -- ENTER TORSION ANGLES HERE, ONE PER LINE -- # e.g. C1 C2 C3 C4 109.4(3) . . . . yes ? ? ? ? ? ? ? ? ? ? #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? # -- ENTER BONDS HERE, ONE PER LINE -- # e.g. O1 N1 1.541(1) . . yes #------------------------------------------------------------------------------ _publ_contact_author_name ' ENTER NAME' _publ_contact_author_address ; ENTER ADDRESS ; _publ_contact_author_email ' ENTER EMAIL ADDRESS ' _publ_contact_author_fax ' ENTER FAX NUMBER ' _publ_contact_author_phone ' ENTER PHONE NUMBER ' _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_journal ' ENTER JOURNAL NAME HERE' _publ_requested_category ' CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? _publ_section_title ; ENTER SECTION TITLE ; _publ_section_title_footnote ; ENTER FOOTNOTE TO TITLE OF PAPER ; _publ_section_synopsis ; ENTER SYNOPSIS ; _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_comment ; ENTER TEXT ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_experimental ; ENTER EXPERIMENTAL SECTION ; _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation, Rigaku Corporation. (1998). teXsan. Single Crystal Structure Analysis Software. Version 1.9. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. ; _publ_section_table_legends ; ENTER TABLE LEGENDS ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _publ_section_exptl_prep ; ENTER COMPOUND PREPARATION DETAILS ; _publ_section_exptl_refinement ; ENTER SPECIAL DETAILS OF THE REFINEMENT ;