# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? # Name of author for correspondence _publ_contact_author_address # Address of author for correspondence ; School of Pharmacy, The University of Nottingham, Boots Science Building, University Park,Nottingham, NG7 2RD, United Kingdom ; _publ_contact_author_email WJ10@CAM.AC.UK _publ_contact_author_fax ? _publ_contact_author_phone '0116 2577022' #============================================================================= # this information describes the project, paper etc. for the CIF # # Acta Cryst. Section C papers and editorial correspondence is generated # # from the information in this section # # # # (from) CIF submission form for Rietveld refinements (Acta Cryst. C) # # Version 14 December 1998 # #============================================================================= # 1. SUBMISSION DETAILS _publ_contact_author_name 'Prof. William Jones' _publ_contact_letter ; ? ; loop_ _publ_author_name T.Friscic L.Fabian J.C.Burley D.G.Reid M.J.Duer W.Jones _publ_section_title ;Exploring the relationship between cocrystal stability and symmetry: is Wallach's rule applicable to multi-component solids? ; data_theophylline-DLmalic_acid_(1/1) _database_code_depnum_ccdc_archive 'CCDC 664989' _pd_block_id 2007-07-25T11:13|TOMISLAV_F10|Burley|Overall _audit_creation_method 'from EXP file using GSAS2CIF' _audit_creation_date 2007-07-25T11:13 _audit_author_name Burley _audit_update_record ; 2007-07-25T11:13 Initial CIF as created by GSAS2CIF ; #============================================================================= # 5. OVERALL REFINEMENT & COMPUTING DETAILS _refine_special_details ; Rietveld refinement procedure also included the reactants DL-malic acid (phase 2) and theophylline (phase 3) that were present as impurities in the sample of the theophylline - DL-malic acid cocrystal (phase 1). To make the refinement procedure as transparent as possible, crystallographic data for these impurities have also been included in this file, following the datablocks that contain information on the theophylline-DL-malic acid cocrystal ? ; _pd_proc_ls_special_details ; ? ; # The following items are used to identify the programs used. _computing_molecular_graphics ? _computing_publication_material ? _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'Rietveld refinement' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef 0 _refine_ls_number_constraints 0 _refine_ls_restrained_S_all 2.98 _refine_ls_restrained_S_obs 2.98 _refine_ls_structure_factor_coef Inet _refine_diff_density_max 0.106 _refine_diff_density_min -0.087 #============================================================================== # 6. SAMPLE PREPARATION DATA # (In the unusual case where multiple samples are used in a single # Rietveld study, this information should be moved into the phase # blocks) # The following three fields describe the preparation of the material. # The cooling rate is in K/min. The pressure at which the sample was # prepared is in kPa. The temperature of preparation is in K. _pd_prep_cool_rate ? _pd_prep_pressure ? _pd_prep_temperature ? _pd_char_colour white # use ICDD colour descriptions #data_TP-DLmal_overall _refine_ls_shift/su_max 0.02 _refine_ls_shift/su_mean 0.01 _computing_structure_refinement GSAS _refine_ls_number_parameters 119 _refine_ls_goodness_of_fit_all 2.98 _refine_ls_number_restraints 111 _refine_ls_matrix_type full # pointers to the phase blocks loop_ _pd_phase_block_id 2007-07-25T11:13|TOMISLAV_F10_phase1|Burley|| 2007-07-25T11:13|TOMISLAV_F10_phase2|Burley|| 2007-07-25T11:13|TOMISLAV_F10_phase3|Burley|| # pointers to the diffraction patterns loop_ _pd_block_diffractogram_id 2007-07-25T11:13|TOMISLAV_F10_H_01|Burley|Stoe_Stadi-P # Information for phase 1 #data_TP-DLmal_phase_1 #_pd_block_id #2007-07-25T11:13|TOMISLAV_F10_phase1|Burley|| # Histograms for phase 1 #loop_ _pd_block_diffractogram_id #2007-07-25T11:13|TOMISLAV_F10_H_01|Burley|Stoe_Stadi-P #============================================================================== # 7. CHEMICAL, STRUCTURAL AND CRYSTAL DATA _pd_char_particle_morphology ? _chemical_name_systematic ; theophylline - DL-malic acid 1/1 ; _chemical_name_common 'theophylline - DL-malic acid 1/1' _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_melting_point ? _chemical_compound_source ? # for minerals and # natural products _exptl_crystal_F_000 656.0 _exptl_crystal_density_diffrn 1.544 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description powder _cell_measurement_temperature 293 _cell_measurement_reflns_used 422 _refine_ls_number_reflns 422 _cell_measurement_theta_min 4.17 _cell_measurement_theta_max 30 _exptl_absorpt_correction_type none _exptl_absorpt_coefficient_mu 0 _cell_special_details ; Rietveld refinement. ; _geom_special_details ? # The following item identifies the program(s) used (if appropriate). _computing_structure_solution ? #============================================================================== # 8. Phase information from GSAS _pd_phase_name TP-DLmal _cell_length_a 14.9572(8) _cell_length_b 6.07159(26) _cell_length_c 15.5163(6) _cell_angle_alpha 90.0 _cell_angle_beta 106.4298(17) _cell_angle_gamma 90.0 _cell_volume 1351.56(14) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +x,+y,+z 2 -x+1/2,+y+1/2,-z+1/2 -1 -x,-y,-z -2 +x+1/2,-y+1/2,+z+1/2 # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_U_iso_or_equiv _atom_site_symmetry_multiplicity O O1 0.6103(7) 0.3751(17) 0.4702(8) 1.0 Uiso 0.1544(25) 4 O O2 0.7076(6) 0.1030(15) 0.5351(7) 1.0 Uiso 0.1544(25) 4 O O3 0.9281(6) 0.6464(16) 0.5665(8) 1.0 Uiso 0.1544(25) 4 O O4 0.8001(8) 0.5536(20) 0.6008(7) 1.0 Uiso 0.1544(25) 4 O O5 0.7316(6) 0.5200(17) 0.3815(6) 1.0 Uiso 0.1544(25) 4 C C6 0.6863(6) 0.2798(21) 0.4864(11) 1.0 Uiso 0.1544(25) 4 C C7 0.7547(7) 0.3233(14) 0.4312(6) 1.0 Uiso 0.1544(25) 4 C C8 0.8524(7) 0.3320(18) 0.4955(8) 1.0 Uiso 0.1544(25) 4 C C9 0.8595(7) 0.5171(20) 0.5603(12) 1.0 Uiso 0.1544(25) 4 H H10 0.6592 0.0942 0.5642 1.0 Uiso 0.1544(25) 4 H H11 0.7540(14) 0.1996(23) 0.3951(11) 1.0 Uiso 0.1544(25) 4 H H12 0.7647 0.5105 0.3392 1.0 Uiso 0.1544(25) 4 H H13 0.8678(34) 0.210(8) 0.537(4) 1.0 Uiso 0.1544(25) 4 H H14 0.8949(16) 0.357(16) 0.4593(17) 1.0 Uiso 0.1544(25) 4 H H15 0.9309 0.7412 0.6046 1.0 Uiso 0.1544(25) 4 N N16 0.5458(7) 0.2680(17) 0.2120(10) 1.0 Uiso 0.1544(25) 4 C C17 0.4707(8) 0.3737(20) 0.2333(11) 1.0 Uiso 0.1544(25) 4 N N18 0.4300(7) 0.2595(18) 0.2860(9) 1.0 Uiso 0.1544(25) 4 C C19 0.4707(8) 0.0662(21) 0.3271(12) 1.0 Uiso 0.1544(25) 4 C C20 0.5505(7) -0.0121(18) 0.3142(10) 1.0 Uiso 0.1544(25) 4 C C21 0.5903(7) 0.0673(18) 0.2493(10) 1.0 Uiso 0.1544(25) 4 N N22 0.5621(7) -0.2188(18) 0.3542(9) 1.0 Uiso 0.1544(25) 4 C C23 0.5041(11) -0.2252(19) 0.4055(12) 1.0 Uiso 0.1544(25) 4 N N24 0.4427(7) -0.0607(25) 0.3878(9) 1.0 Uiso 0.1544(25) 4 C C25 0.5929(9) 0.4035(20) 0.1564(8) 1.0 Uiso 0.1544(25) 4 O O26 0.4354(7) 0.5405(18) 0.1928(8) 1.0 Uiso 0.1544(25) 4 C C27 0.3382(7) 0.3307(20) 0.2932(10) 1.0 Uiso 0.1544(25) 4 O O28 0.6655(7) 0.0166(19) 0.2444(8) 1.0 Uiso 0.1544(25) 4 H H29 0.6077(26) -0.322(4) 0.354(4) 1.0 Uiso 0.1544(25) 4 H H30 0.5027(26) -0.345(7) 0.442(4) 1.0 Uiso 0.1544(25) 4 H H31 0.5574(33) 0.535(9) 0.136(8) 1.0 Uiso 0.1544(25) 4 H H32 0.6541(32) 0.445(17) 0.1921(23) 1.0 Uiso 0.1544(25) 4 H H33 0.598(7) 0.319(10) 0.105(5) 1.0 Uiso 0.1544(25) 4 H H34 0.3257(20) 0.478(7) 0.270(7) 1.0 Uiso 0.1544(25) 4 H H35 0.2910(11) 0.233(9) 0.259(6) 1.0 Uiso 0.1544(25) 4 H H36 0.3377(28) 0.327(16) 0.3552(15) 1.0 Uiso 0.1544(25) 4 loop_ _atom_type_symbol _atom_type_number_in_cell O 28.0 C 44.0 H 56.0 N 16.0 # If you change Z, be sure to change all 3 of the following _chemical_formula_sum 'C11 H14 N4 O7' _chemical_formula_weight 314.25 _cell_formula_units_Z 4 # MOLECULAR GEOMETRY 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 O1 C6 1.236(8) . 1_555 N O2 C6 1.299(8) . 1_555 N O2 H10 0.957(7) . 1_555 N O3 C9 1.274(7) . 1_555 N O3 H15 0.818(7) . 1_555 N O4 C9 1.244(8) . 1_555 N O5 C7 1.411(8) . 1_555 N O5 H12 0.928(7) . 1_555 N C6 O1 1.236(8) . 1_555 N C6 O2 1.299(8) . 1_555 N C7 O5 1.411(8) . 1_555 N C7 H11 0.934(9) . 1_555 N C8 C9 1.492(8) . 1_555 N C8 H13 0.967(9) . 1_555 N C8 H14 0.973(9) . 1_555 N C9 O3 1.274(7) . 1_555 N C9 O4 1.244(8) . 1_555 N C9 C8 1.492(8) . 1_555 N H10 O2 0.957(7) . 1_555 N H11 C7 0.934(9) . 1_555 N H12 O5 0.928(7) . 1_555 N H13 C8 0.967(9) . 1_555 N H14 C8 0.973(9) . 1_555 N H15 O3 0.818(7) . 1_555 N N16 C17 1.412(7) . 1_555 N N16 C21 1.430(7) . 1_555 N C17 N16 1.412(7) . 1_555 N C17 N18 1.342(7) . 1_555 N C17 O26 1.229(8) . 1_555 N N18 C17 1.342(7) . 1_555 N N18 C19 1.391(7) . 1_555 N N18 C27 1.474(8) . 1_555 N C19 N18 1.391(7) . 1_555 N C19 C20 1.352(7) . 1_555 N C19 N24 1.370(8) . 1_555 N C20 C19 1.352(7) . 1_555 N C20 C21 1.392(7) . 1_555 N C20 N22 1.390(8) . 1_555 N C21 N16 1.430(7) . 1_555 N C21 C20 1.392(7) . 1_555 N C21 O28 1.189(8) . 1_555 N N22 C20 1.390(8) . 1_555 N N22 C23 1.333(8) . 1_555 N N22 H29 0.928(9) . 1_555 N C23 N22 1.333(8) . 1_555 N C23 N24 1.333(8) . 1_555 N C23 H30 0.928(9) . 1_555 N N24 C19 1.370(8) . 1_555 N N24 C23 1.333(8) . 1_555 N C25 H31 0.960(9) . 1_555 N C25 H32 0.959(9) . 1_555 N C25 H33 0.962(9) . 1_555 N O26 C17 1.229(8) . 1_555 N C27 N18 1.474(8) . 1_555 N C27 H34 0.964(9) . 1_555 N C27 H35 0.959(9) . 1_555 N C27 H36 0.964(9) . 1_555 N O28 C21 1.189(8) . 1_555 N H29 N22 0.928(9) . 1_555 N H30 C23 0.928(9) . 1_555 N H31 C25 0.960(9) . 1_555 N H32 C25 0.959(9) . 1_555 N H33 C25 0.962(9) . 1_555 N H34 C27 0.964(9) . 1_555 N H35 C27 0.959(9) . 1_555 N H36 C27 0.964(9) . 1_555 N 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 C6 O2 H10 103.1(7) 1_555 . 1_555 N C9 O3 H15 111.3(8) 1_555 . 1_555 N C7 O5 H12 103.7(7) 1_555 . 1_555 N O1 C6 O2 124.4(6) 1_555 . 1_555 N O5 C7 H11 113.2(8) 1_555 . 1_555 N C9 C8 H13 100(5) 1_555 . 1_555 N C9 C8 H14 110(5) 1_555 . 1_555 N H13 C8 H14 115.6(12) 1_555 . 1_555 N O3 C9 O4 121.8(7) 1_555 . 1_555 N O3 C9 C8 114.6(8) 1_555 . 1_555 N O4 C9 C8 123.3(7) 1_555 . 1_555 N C17 N16 C21 127.1(7) 1_555 . 1_555 N N16 C17 N18 115.8(6) 1_555 . 1_555 N N16 C17 O26 120.7(9) 1_555 . 1_555 N N18 C17 O26 122.3(6) 1_555 . 1_555 N C17 N18 C19 120.1(6) 1_555 . 1_555 N C17 N18 C27 119.2(6) 1_555 . 1_555 N C19 N18 C27 120.6(6) 1_555 . 1_555 N N18 C19 C20 121.2(7) 1_555 . 1_555 N N18 C19 N24 127.6(8) 1_555 . 1_555 N C20 C19 N24 111.0(6) 1_555 . 1_555 N C19 C20 C21 124.2(7) 1_555 . 1_555 N C19 C20 N22 104.8(5) 1_555 . 1_555 N C21 C20 N22 127.7(8) 1_555 . 1_555 N N16 C21 C20 110.0(7) 1_555 . 1_555 N N16 C21 O28 122.3(7) 1_555 . 1_555 N C20 C21 O28 124.2(7) 1_555 . 1_555 N C20 N22 C23 105.9(7) 1_555 . 1_555 N C20 N22 H29 127.5(10) 1_555 . 1_555 N C23 N22 H29 125.8(16) 1_555 . 1_555 N N22 C23 N24 112.4(9) 1_555 . 1_555 N N22 C23 H30 121.4(17) 1_555 . 1_555 N N24 C23 H30 125.5(12) 1_555 . 1_555 N C19 N24 C23 103.7(7) 1_555 . 1_555 N H31 C25 H32 108.8(15) 1_555 . 1_555 N H31 C25 H33 109.7(10) 1_555 . 1_555 N H32 C25 H33 109.4(10) 1_555 . 1_555 N N18 C27 H34 109.1(20) 1_555 . 1_555 N N18 C27 H35 109.4(16) 1_555 . 1_555 N N18 C27 H36 109.8(9) 1_555 . 1_555 N H34 C27 H35 109.4(9) 1_555 . 1_555 N H34 C27 H36 110.0(13) 1_555 . 1_555 N H35 C27 H36 109.1(12) 1_555 . 1_555 N # Information for phase 2 #data_malic_acid_impurity #_pd_block_id #2007-07-25T11:13|TOMISLAV_F10_phase2|Burley|| # Histograms for phase 2 #loop_ _pd_block_diffractogram_id #2007-07-25T11:13|TOMISLAV_F10_H_01|Burley|Stoe_Stadi-P #============================================================================== # 7. CHEMICAL, STRUCTURAL AND CRYSTAL DATA #_pd_char_particle_morphology ? # #_chemical_name_systematic #; ? #; #_chemical_name_common ? #_chemical_formula_moiety ? #_chemical_formula_structural ? #_chemical_formula_analytical ? #_chemical_melting_point ? #_chemical_compound_source ? # for minerals and ## natural products # #_exptl_crystal_F_000 280.0 #_exptl_crystal_density_diffrn 1.617 #_exptl_crystal_density_meas ? #_exptl_crystal_density_method ? # #_cell_measurement_temperature ? # #_cell_special_details #; ? #; # #_geom_special_details ? # ## The following item identifies the program(s) used (if appropriate). #_computing_structure_solution ? # ##============================================================================== # ## 8. Phase information from GSAS # #_pd_phase_name DLMALC11_DUMMY #_cell_length_a 4.9068(21) #_cell_length_b 8.8183(19) #_cell_length_c 13.060(5) #_cell_angle_alpha 90.0 #_cell_angle_beta 102.893(27) #_cell_angle_gamma 90.0 #_cell_volume 550.87(23) #_symmetry_cell_setting monoclinic #_symmetry_space_group_name_H-M "P 21/c" #_symmetry_space_group_name_Hall "-P 2ybc" #loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz #1 +x,+y,+z #2 -x,+y+1/2,-z+1/2 #-1 -x,-y,-z #-2 +x,-y+1/2,+z+1/2 # ## ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS # # #loop_ #_atom_site_type_symbol #_atom_site_label #_atom_site_fract_x #_atom_site_fract_y #_atom_site_fract_z #_atom_site_occupancy #_atom_site_thermal_displace_type #_atom_site_U_iso_or_equiv #_atom_site_symmetry_multiplicity #O #O1 0.2215 -0.0999 0.4482 1.0 Uiso 0.1544(25) 4 #O #O2 0.0838 0.1384 0.4042 1.0 Uiso 0.1544(25) 4 #O #O3 0.2703 -0.1139 0.0574 1.0 Uiso 0.1544(25) 4 #O #O4 0.4625 0.1108 0.0977 1.0 Uiso 0.1544(25) 4 #O #O5 0.5754 -0.0942 0.3154 1.0 Uiso 0.1544(25) 4 #C #C1 0.2207 0.0128 0.3954 1.0 Uiso 0.1544(25) 4 #C #C2 0.3745 0.0209 0.3065 1.0 Uiso 0.1544(25) 4 #C #C3 0.1591 0.0123 0.2017 1.0 Uiso 0.1544(25) 4 #C #C4 0.3107 0.0076 0.1137 1.0 Uiso 0.1544(25) 4 #H #H1 -0.018 0.143 0.462 1.0 Uiso 0.1544(25) 4 #H #H2 0.451 0.118 0.308 1.0 Uiso 0.1544(25) 4 #H #H3 0.488 -0.178 0.338 1.0 Uiso 0.1544(25) 4 #H #H4 0.056 -0.072 0.193 1.0 Uiso 0.1544(25) 4 #H #H5 0.057 0.103 0.196 1.0 Uiso 0.1544(25) 4 #H #H6 0.402 -0.123 0.001 1.0 Uiso 0.1544(25) 4 # #loop_ _atom_type_symbol #_atom_type_number_in_cell #O 20.0 #C 16.0 #H 24.0 # ## If you change Z, be sure to change all 3 of the following #_chemical_formula_sum "C4 H6 O5" #_chemical_formula_weight 134.09 #_cell_formula_units_Z 4 # ## MOLECULAR GEOMETRY # #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 #O1 C1 1.20914(23) . 1_555 N #O2 C1 1.31363(26) . 1_555 N #O2 H1 0.99464(33) . 1_555 N #O3 C4 1.28952(25) . 1_555 N #O3 H6 1.0859(4) . 1_555 N #O4 C4 1.22316(26) . 1_555 N #O5 C2 1.40154(33) . 1_555 N #O5 H3 0.93467(18) . 1_555 N #C1 O1 1.20914(23) . 1_555 N #C1 O2 1.31363(26) . 1_555 N #C2 O5 1.40154(33) . 1_555 N #C2 H2 0.93337(18) . 1_555 N #C3 H4 0.89207(18) . 1_555 N #C3 H5 0.93786(19) . 1_555 N #C4 O3 1.28952(25) . 1_555 N #C4 O4 1.22316(26) . 1_555 N #H1 O2 0.99464(33) . 1_555 N #H2 C2 0.93337(18) . 1_555 N #H3 O5 0.93467(18) . 1_555 N #H4 C3 0.89207(18) . 1_555 N #H5 C3 0.93786(19) . 1_555 N #H6 O3 1.0859(4) . 1_555 N # #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 #C1 O2 H1 117.001(12) 1_555 . 1_555 N #C4 O3 H6 114.154(14) 1_555 . 1_555 N #C2 O5 H3 103.590(25) 1_555 . 1_555 N #O1 C1 O2 125.433(18) 1_555 . 1_555 N #O5 C2 H2 112.985(24) 1_555 . 1_555 N #H4 C3 H5 115.015(26) 1_555 . 1_555 N #O3 C4 O4 122.871(18) 1_555 . 1_555 N # ## Information for phase 3 ##data_theophylline_impurity # #_pd_block_id #2007-07-25T11:13|TOMISLAV_F10_phase3|Burley|| # ## Histograms for phase 3 #loop_ _pd_block_diffractogram_id #2007-07-25T11:13|TOMISLAV_F10_H_01|Burley|Stoe_Stadi-P # ##============================================================================== ## 7. CHEMICAL, STRUCTURAL AND CRYSTAL DATA # #_pd_char_particle_morphology ? # #_chemical_name_systematic #; ? #; #_chemical_name_common ? #_chemical_formula_moiety ? #_chemical_formula_structural ? #_chemical_formula_analytical ? #_chemical_melting_point ? #_chemical_compound_source ? # for minerals and ## natural products # #_exptl_crystal_F_000 ? #_exptl_crystal_density_diffrn ? #_exptl_crystal_density_meas ? #_exptl_crystal_density_method ? # #_cell_measurement_temperature ? # #_cell_special_details #; ? #; # #_geom_special_details ? # ## The following item identifies the program(s) used (if appropriate). #_computing_structure_solution ? # ##============================================================================== # ## 8. Phase information from GSAS # #_pd_phase_name BAPLOT01 #_cell_length_a 24.61 #_cell_length_b 3.83 #_cell_length_c 8.5 #_cell_angle_alpha 90.0 #_cell_angle_beta 90.0 #_cell_angle_gamma 90.0 #_cell_volume 801.17853 #_symmetry_cell_setting orthorhombic #_symmetry_space_group_name_H-M "P n a 21" #loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz #1 +x,+y,+z #2 -x+1/2,+y+1/2,+z+1/2 #3 +x+1/2,-y+1/2,+z #4 -x,-y,+z+1/2 # ## ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS # # #loop_ #_atom_site_type_symbol #_atom_site_label #_atom_site_fract_x #_atom_site_fract_y #_atom_site_fract_z #_atom_site_occupancy #_atom_site_thermal_displace_type #_atom_site_U_iso_or_equiv #_atom_site_symmetry_multiplicity #N #N1 0.90933 0.3795 0.7289 1.0 Uiso 0.1544(25) 4 #C #C1 0.9182 0.2581 0.574 1.0 Uiso 0.1544(25) 4 #N #N2 0.87764 0.3067 0.4677 1.0 Uiso 0.1544(25) 4 #C #C2 0.82936 0.4592 0.5151 1.0 Uiso 0.1544(25) 4 #C #C3 0.82219 0.5719 0.6641 1.0 Uiso 0.1544(25) 4 #C #C4 0.86184 0.5454 0.7865 1.0 Uiso 0.1544(25) 4 #N #N3 0.76965 0.7031 0.6688 1.0 Uiso 0.1544(25) 4 #C #C5 0.74988 0.6607 0.5249 1.0 Uiso 0.1544(25) 4 #N #N4 0.78433 0.5109 0.4275 1.0 Uiso 0.1544(25) 4 #C #C6 0.9538 0.323 0.8448 1.0 Uiso 0.1544(25) 4 #O #O1 0.96018 0.1045 0.5412 1.0 Uiso 0.1544(25) 4 #C #C7 0.8846 0.1913 0.3041 1.0 Uiso 0.1544(25) 4 #O #O2 0.85785 0.6411 0.92206 1.0 Uiso 0.1544(25) 4 #H #H1 0.752 0.8 0.751 1.0 Uiso 0.1544(25) 4 #H #H2 0.71 0.717 0.5 1.0 Uiso 0.1544(25) 4 #H #H3 0.984 0.208 0.794 1.0 Uiso 0.1544(25) 4 #H #H4 0.966 0.543 0.886 1.0 Uiso 0.1544(25) 4 #H #H5 0.941 0.179 0.929 1.0 Uiso 0.1544(25) 4 #H #H6 0.92 0.094 0.292 1.0 Uiso 0.1544(25) 4 #H #H7 0.858 0.019 0.279 1.0 Uiso 0.1544(25) 4 #H #H8 0.881 0.389 0.235 1.0 Uiso 0.1544(25) 4 # #loop_ _atom_type_symbol #_atom_type_number_in_cell #O 8.0 #C 28.0 #H 32.0 #N 16.0 # ## If you change Z, be sure to change all 3 of the following #_chemical_formula_sum "C7 H8 N4 O2" #_chemical_formula_weight 180.17 #_cell_formula_units_Z 4 # ## MOLECULAR GEOMETRY # #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 #N1 C1 1.4133 . 1_555 N #N1 C4 1.41752 . 1_555 N #N1 C6 1.48831 . 1_555 N #C1 N1 1.4133 . 1_555 N #C1 N2 1.3592 . 1_555 N #C1 O1 1.22113 . 1_555 N #N2 C1 1.3592 . 1_555 N #N2 C2 1.38392 . 1_555 N #N2 C7 1.46917 . 1_555 N #C2 N2 1.38392 . 1_555 N #C2 C3 1.34962 . 1_555 N #C2 N4 1.34971 . 1_555 N #C3 C2 1.34962 . 1_555 N #C3 C4 1.43 . 1_555 N #C3 N3 1.38779 . 1_555 N #C4 N1 1.41752 . 1_555 N #C4 C3 1.43 . 1_555 N #C4 O2 1.21313 . 1_555 N #N3 C3 1.38779 . 1_555 N #N3 C5 1.32634 . 1_555 N #N3 H1 0.90255 . 1_555 N #C5 N3 1.32634 . 1_555 N #C5 N4 1.31658 . 1_555 N #C5 H2 1.0269 . 1_555 N #N4 C2 1.34971 . 1_555 N #N4 C5 1.31658 . 1_555 N #C6 N1 1.48831 . 1_555 N #C6 H3 0.96583 . 1_555 N #C6 H4 0.9606 . 1_555 N #C6 H5 0.95689 . 1_555 N #O1 C1 1.22113 . 1_555 N #C7 N2 1.46917 . 1_555 N #C7 H6 0.95312 . 1_555 N #C7 H7 0.95369 . 1_555 N #C7 H8 0.96238 . 1_555 N #O2 C4 1.21313 . 1_555 N #H1 N3 0.90255 . 1_555 N #H2 C5 1.0269 . 1_555 N #H3 C6 0.96583 . 1_555 N #H4 C6 0.9606 . 1_555 N #H5 C6 0.95689 . 1_555 N #H6 C7 0.95312 . 1_555 N #H7 C7 0.95369 . 1_555 N #H8 C7 0.96238 . 1_555 N # #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 #C1 N1 C4 126.6259 1_555 . 1_555 N #C1 N1 C6 117.0809 1_555 . 1_555 N #C4 N1 C6 116.2842 1_555 . 1_555 N #N1 C1 N2 117.4402 1_555 . 1_555 N #N1 C1 O1 120.1237 1_555 . 1_555 N #N2 C1 O1 122.3795 1_555 . 1_555 N #C1 N2 C2 119.6553 1_555 . 1_555 N #C1 N2 C7 120.1588 1_555 . 1_555 N #C2 N2 C7 120.1738 1_555 . 1_555 N #N2 C2 C3 121.3612 1_555 . 1_555 N #N2 C2 N4 127.3175 1_555 . 1_555 N #C3 C2 N4 111.311 1_555 . 1_555 N #C2 C3 C4 124.8081 1_555 . 1_555 N #C2 C3 N3 105.345 1_555 . 1_555 N #C4 C3 N3 129.8306 1_555 . 1_555 N #N1 C4 C3 110.0676 1_555 . 1_555 N #N1 C4 O2 122.0208 1_555 . 1_555 N #C3 C4 O2 127.9061 1_555 . 1_555 N #C3 N3 C5 105.7175 1_555 . 1_555 N #C3 N3 H1 128.2848 1_555 . 1_555 N #C5 N3 H1 125.995 1_555 . 1_555 N #N3 C5 N4 113.3931 1_555 . 1_555 N #N3 C5 H2 120.9941 1_555 . 1_555 N #N4 C5 H2 125.2642 1_555 . 1_555 N #C2 N4 C5 104.2259 1_555 . 1_555 N #N1 C6 H3 109.6472 1_555 . 1_555 N #N1 C6 H4 110.097 1_555 . 1_555 N #N1 C6 H5 109.6828 1_555 . 1_555 N #H3 C6 H4 108.8131 1_555 . 1_555 N #H3 C6 H5 108.9579 1_555 . 1_555 N #H4 C6 H5 109.6204 1_555 . 1_555 N #N2 C7 H6 109.0461 1_555 . 1_555 N #N2 C7 H7 109.8698 1_555 . 1_555 N #N2 C7 H8 109.2836 1_555 . 1_555 N #H6 C7 H7 109.4343 1_555 . 1_555 N #H6 C7 H8 109.0211 1_555 . 1_555 N #H7 C7 H8 110.1634 1_555 . 1_555 N # ## Powder diffraction data for histogram 1 ##data_TOMISLAV_F10_p_01 # #_pd_block_id #2007-07-25T11:13|TOMISLAV_F10_H_01|Burley|Stoe_Stadi-P ##============================================================================== # # #_diffrn_ambient_temperature '293' #_diffrn_source ? #_diffrn_source_target ? #_diffrn_source_type ? #_diffrn_measurement_device_type 'Stoe Stadi-P' #_diffrn_detector 'Linear PSD, Stoe' #_diffrn_detector_type ? # make or model of detector #_diffrn_measurement_method 'profile data from 2\q scan, Debye-Scherrer' #_diffrn_reflns_number 422 #_diffrn_reflns_theta_max 30 #_diffrn_reflns_limit_h_min 0 #_diffrn_reflns_limit_h_max 10 #_diffrn_reflns_limit_k_min 0 #_diffrn_reflns_limit_k_max 4 #_diffrn_reflns_limit_l_min -10 #_diffrn_reflns_limit_l_max 9 #_reflns_number_total 422 # # # # #loop_ _pd_phase_id #_pd_phase_block_id #_pd_phase_mass_% #_pd_proc_ls_profile_function #_pd_proc_ls_peak_cutoff #1 2007-07-25T11:13|TOMISLAV_F10_phase1|Burley|| #96.750(30) #; #CW Profile function number 3 with 19 terms #Pseudovoigt profile coefficients as parameterized in #P. Thompson, D.E. Cox & J.B. Hastings (1987). J. Appl. Cryst.,20,79-83. #Asymmetry correction of L.W. Finger, D.E. Cox & A. P. Jephcoat (1994). #J. Appl. Cryst.,27,892-900. ##1(GU) = 0.000 #2(GV) = 0.000 #3(GW) = 31.156 ##4(GP) = 0.000 #5(LX) = 0.000 #6(LY) = 30.567 ##7(S/L) = 0.0130 #8(H/L) = 0.0350 ##9(trns) = 0.00 #10(shft)= 0.0000 ##11(stec)= 0.00 #12(ptec)= 0.00 #13(sfec)= 0.00 ##14(L11) = 0.000 #15(L22) = 0.000 #16(L33) = 0.000 ##17(L12) = 0.000 #18(L13) = 0.000 #19(L23) = 0.000 #Peak tails are ignored where the intensity is below 0.0010 times the peak #Aniso. broadening axis 0.0 0.0 1.0 #; #0.00100 #2 2007-07-25T11:13|TOMISLAV_F10_phase2|Burley|| #2.93(10) #; #CW Profile function number 3 with 19 terms #Pseudovoigt profile coefficients as parameterized in #P. Thompson, D.E. Cox & J.B. Hastings (1987). J. Appl. Cryst.,20,79-83. #Asymmetry correction of L.W. Finger, D.E. Cox & A. P. Jephcoat (1994). #J. Appl. Cryst.,27,892-900. ##1(GU) = 0.000 #2(GV) = 0.000 #3(GW) = 31.157 ##4(GP) = 0.000 #5(LX) = 0.000 #6(LY) = 30.567 ##7(S/L) = 0.0130 #8(H/L) = 0.0350 ##9(trns) = 0.00 #10(shft)= 0.0000 ##11(stec)= 0.00 #12(ptec)= 0.00 #13(sfec)= 0.00 ##14(L11) = 0.000 #15(L22) = 0.000 #16(L33) = 0.000 ##17(L12) = 0.000 #18(L13) = 0.000 #19(L23) = 0.000 #Peak tails are ignored where the intensity is below 0.0010 times the peak #Aniso. broadening axis 0.0 0.0 1.0 #; #0.00100 #3 2007-07-25T11:13|TOMISLAV_F10_phase3|Burley|| #0.32(4) #; #CW Profile function number 3 with 19 terms #Pseudovoigt profile coefficients as parameterized in #P. Thompson, D.E. Cox & J.B. Hastings (1987). J. Appl. Cryst.,20,79-83. #Asymmetry correction of L.W. Finger, D.E. Cox & A. P. Jephcoat (1994). #J. Appl. Cryst.,27,892-900. ##1(GU) = 0.000 #2(GV) = 0.000 #3(GW) = 20.000 ##4(GP) = 0.000 #5(LX) = 3.324 #6(LY) = 0.000 ##7(S/L) = 0.0130 #8(H/L) = 0.0350 ##9(trns) = 0.00 #10(shft)= 0.0000 ##11(stec)= 0.00 #12(ptec)= 0.00 #13(sfec)= 0.00 ##14(L11) = 0.000 #15(L22) = 0.000 #16(L33) = 0.000 ##17(L12) = 0.000 #18(L13) = 0.000 #19(L23) = 0.000 #Peak tails are ignored where the intensity is below 0.0010 times the peak #Aniso. broadening axis 0.0 0.0 1.0 #; #0.00100 # #loop_ _atom_type_symbol #_atom_type_scat_dispersion_real #_atom_type_scat_dispersion_imag #_atom_type_scat_Cromer_Mann_a1 #_atom_type_scat_Cromer_Mann_a2 #_atom_type_scat_Cromer_Mann_a3 #_atom_type_scat_Cromer_Mann_a4 #_atom_type_scat_Cromer_Mann_b1 #_atom_type_scat_Cromer_Mann_b2 #_atom_type_scat_Cromer_Mann_b3 #_atom_type_scat_Cromer_Mann_b4 #_atom_type_scat_Cromer_Mann_c #_atom_type_scat_source #O 0.000 0.000 #3.04850 13.2771 2.28680 5.70110 1.54630 0.32390 0.86700 32.9089 0.25080 #International_Tables_Vol_C #C 0.000 0.000 #2.31000 20.8439 1.02000 10.2075 1.58860 0.56870 0.86500 51.6512 0.21560 #International_Tables_Vol_C #H 0.000 0.000 #0.49300 10.5109 0.32291 26.1257 0.14019 3.14236 0.04081 57.7997 0.00304 #International_Tables_Vol_C #N 0.000 0.000 #12.2126 0.00570 3.13220 9.89330 2.01250 28.9975 1.16630 0.58260 -11.529 #International_Tables_Vol_C #_diffrn_radiation_probe x-ray #_diffrn_radiation_polarisn_ratio 2.0 #_diffrn_radiation_wavelength 1.78892 #_diffrn_radiation_type 'Co K\a' #_pd_proc_ls_prof_R_factor 0.0432 #_pd_proc_ls_prof_wR_factor 0.0542 #_pd_proc_ls_prof_wR_expected 0.0185 #_refine_ls_R_Fsqd_factor 0.06134 # #_pd_proc_ls_background_function #; GSAS Background function number 1 with 10 terms. #Shifted Chebyshev function of 1st kind #1: 1896.39 2: -952.141 3: -299.019 4: 317.527 #5: 69.1382 6: -171.384 7: -32.7601 8: 126.731 #9: -69.2251 10: -49.2106 #; # #_exptl_absorpt_process_details #; GSAS Absorption/surface roughness correction: function number 0 #No correction is applied. #; #_exptl_absorpt_correction_T_min 1.00000 #_exptl_absorpt_correction_T_max 1.00000 ## Extinction correction #_gsas_exptl_extinct_corr_T_min 1.00000 #_gsas_exptl_extinct_corr_T_max 1.00000 #_pd_proc_info_datetime 2007-07-25T11:13:43 #_pd_calc_method "Rietveld Refinement" # ## start Validation Reply Form #_vrf_ATOM007_TOMISLAV_F10_phase_1 #; #PROBLEM: _atom_site_aniso_label is missing #RESPONSE: As this is a powder study from X-ray data we have not refined any of #the atoms anisotropically. #; #_vrf_ATOM007_TOMISLAV_F10_phase_2 #; #PROBLEM: _atom_site_aniso_label is missing #RESPONSE: As this is a powder study from X-ray data we have not refined any of #the atoms anisotropically. #; #_vrf_ATOM007_TOMISLAV_F10_phase_3 #; #PROBLEM: _atom_site_aniso_label is missing #RESPONSE: As this is a powder study from X-ray data we have not refined any of #the atoms anisotropically. #; #_vrf_PLAT201_TOMISLAV_F10_phase_1 #; #PROBLEM: Isotropic non-H Atoms in Main Residue(s) #RESPONSE: See ATOM007 #; #_vrf_PLAT201_TOMISLAV_F10_phase_2 #; #PROBLEM: Isotropic non-H Atoms in Main Residue(s) #RESPONSE: See ATOM007 #; #_vrf_PLAT201_TOMISLAV_F10_phase_3 #; #PROBLEM: Isotropic non-H Atoms in Main Residue(s) #RESPONSE: See ATOM007 #; #_vrf_PLAT731_TOMISLAV_F10_phase_1 #; #PROBLEM: Bond Calc 1.00(8), Rep 1.001(9) #RESPONSE: The checkcif routine does not take the co-variance matrix into #account when calculating esds. This is especially important for powder #diffraction studies. Our software (GSAS) does employ the co-variance in #calculating esds and our quoted values are correct. #; #_vrf_PLAT340_TOMISLAV_F10_phase_1 #; #PROBLEM: Low Bond Precision on C-C Bonds (x 1000) Ang ... #RESPONSE: This is a powder diffraction study and the ratio of observations #to parameters is necessarily lower than that achieved in a typical single #crystal study. #; #_vrf_PLAT732_TOMISLAV_F10_phase_1 #; #PROBLEM: Angle Calc 115(6), Rep 115.6(12) #RESPONSE: See PLAT731, the same applies here. #; #_vrf_CELLV02_TOMISLAV_F10_phase_1 #; #PROBLEM: The supplied cell volume s.u. differs from #RESPONSE: See PLAT731, the same applies here. #; #_vrf_CELLV02_TOMISLAV_F10_phase_2 #; #PROBLEM: The supplied cell volume s.u. differs from #RESPONSE: See PLAT731, the same applies here. #; #_vrf_CELLV02_TOMISLAV_F10_phase_3 #; #PROBLEM: The supplied cell volume s.u. differs from #RESPONSE: See PLAT731, the same applies here. #; #_vrf_PLAT152_TOMISLAV_F10_phase_1 #; #PROBLEM: Supplied and Calc Volume s.u. Inconsistent ..... #RESPONSE: See PLAT731, the same applies here. #; #_vrf_PLAT152_TOMISLAV_F10_phase_2 #; #PROBLEM: Supplied and Calc Volume s.u. Inconsistent ..... #RESPONSE: See PLAT731, the same applies here. #; #_vrf_PLAT43_TOMISLAV_F10_phase_1 #; #PROBLEM: Short Inter X...Y Contact O1 .. C23 #RESPONSE: The contact is 2.92 angstroms. This is indeed short at first #inspection. However consideration of the hydrogen bonding topologies and #electronegativities of the atoms which form that contact suggest that we would #expect a short contact here. Of 15 CSD entries with similar topologies, one #with an identical arrangement (code YOWWUC, single crystal study, R-factor #4 percent) has a a 2.94 angstrom contact for exactly the same arrangement. We #therefore believe that this short contact is reasonable, based on "chemical #intuition" and prior work by other authors. #; #_vrf_PLAT751_TOMISLAV_F10_phase_1 #; #PROBLEM: Bond Calc 0.96000, Rep 0.957(7) Senseless su #RESPONSE: Hydrogen treatment: the protons involved in hydrogen bonding were #placed in calculated positions and were *not* allowed to refine. This avoided #typical problems encountered in locating protons from X-ray powder diffraction #such as them refining to unreasonable positions. #; #_vrf_PLAT752_TOMISLAV_F10_phase_1 #; #PROBLEM: Bond Calc 0.96000, Rep 0.957(7) Senseless su #RESPONSE: Hydrogen treatment: the protons involved in hydrogen bonding were #placed in calculated positions and were *not* allowed to refine. This avoided #typical problems encountered in locating protons from X-ray powder diffraction #such as them refining to unreasonable positions. #; #_vrf_PLAT764_TOMISLAV_F10_phase_1 #; #PROBLEM: Overcomplete CIF Bond List Detected #RESPONSE: Apologies. The effort to correct this would be excessive. #; #_vrf_PLAT764_TOMISLAV_F10_phase_2 #; #PROBLEM: Overcomplete CIF Bond List Detected #RESPONSE: Apologies. The effort to correct this would be excessive. #; #_vrf_PLAT764_TOMISLAV_F10_phase_3 #; #PROBLEM: Overcomplete CIF Bond List Detected #RESPONSE: Apologies. The effort to correct this would be excessive. #; #_vrf_DIFF001_TOMISLAV_F10_phase_1 #; #PROBLEM: _diffrn_radiation_type is missing #RESPONSE: It is included. This is a bug in checkcif when applied to powder #data and multi-phase Rietveld refinements. #; #_vrf_DIFF002_TOMISLAV_F10_phase_1 #; #PROBLEM: _diffrn_radiation_wavelength is missing #RESPONSE: See DIFF001 #; #_vrf_EXPT009_TOMISLAV_F10_phase_1 #; #PROBLEM: No crystal dimensions have been given. #RESPONSE: Powder. #; #_vrf_EXPT108_TOMISLAV_F10_phase_1 #; #PROBLEM: The magnitudes of the crystal dimensions do not #RESPONSE: Powder. #; #_vrf_DIFF003_TOMISLAV_F10_phase_1 #; #PROBLEM: _diffrn_measurement_device_type is missing #RESPONSE: See DIFF001. #; #_vrf_REFL002_TOMISLAV_F10_phase_1 #; #PROBLEM: _reflns_number_gt is missing #RESPONSE: Powder study, not applicable. #; #_vrf_REFL004_TOMISLAV_F10_phase_1 #; #PROBLEM: _reflns_threshold_expression is missing #RESPONSE: See REFL002. #; #_vrf_DIFF005_TOMISLAV_F10_phase_1 #; #PROBLEM: _diffrn_measurement_method is missing #RESPONSE: See DIFF001. #; #_vrf_DIFF007_TOMISLAV_F10_phase_1 #; #PROBLEM: _diffrn_reflns_number is missing #RESPONSE: See DIFF001. #; #_vrf_DIFF008_TOMISLAV_F10_phase_1 #; #PROBLEM: _diffrn_reflns_theta_max is missing #RESPONSE: See DIFF001. #; #_vrf_DIFF020_TOMISLAV_F10_phase_1 #; #PROBLEM: _diffrn_standards_interval_count and #RESPONSE: Not relevant in a powder study, especially given that data collection #in this experiment employed addition of approximately 50 individual half-hour #scans in which no significant changes were observed. #; #_vrf_DIFF022_TOMISLAV_F10_phase_1 #; #PROBLEM: _diffrn_standards_decay_% is missing #RESPONSE: See DIFF020. #; #_vrf_REFI003_TOMISLAV_F10_phase_1 #; #PROBLEM: _refine_ls_R_factor_gt is missing #RESPONSE: See REFL002. #; #_vrf_REFI005_TOMISLAV_F10_phase_1 #; #PROBLEM: _refine_ls_wR_factor_ref is missing #RESPONSE: See REFL002. #; #_vrf_EXPT010_TOMISLAV_F10_phase_1 #; #PROBLEM: _exptl_crystal_colour (_pd_char_colour for powder) is missing #RESPONSE: See DIFF001. #; #_vrf_REFL001_TOMISLAV_F10_phase_1 #; #PROBLEM: _reflns_number_total is missing #RESPONSE: See DIFF001. #; #_vrf_DIFF013_TOMISLAV_F10_phase_1 #; #PROBLEM: _diffrn_reflns_limit_h_min is missing #RESPONSE: See DIFF001. #; #_vrf_DIFF014_TOMISLAV_F10_phase_1 #; #PROBLEM: _diffrn_reflns_limit_h_max is missing #RESPONSE: See DIFF001. #; #_vrf_DIFF015_TOMISLAV_F10_phase_1 #; #PROBLEM: _diffrn_reflns_limit_k_min is missing #RESPONSE: See DIFF001. #; #_vrf_DIFF016_TOMISLAV_F10_phase_1 #; #PROBLEM: _diffrn_reflns_limit_k_max is missing #RESPONSE: See DIFF001. #; #_vrf_DIFF017_TOMISLAV_F10_phase_1 #; #PROBLEM: _diffrn_reflns_limit_l_min is missing #RESPONSE: See DIFF001. #; #_vrf_DIFF018_TOMISLAV_F10_phase_1 #; #PROBLEM: _diffrn_reflns_limit_l_max is missing #RESPONSE: See DIFF001. #; #_vrf_DIFF019_TOMISLAV_F10_phase_1 #; #PROBLEM: _diffrn_standards_number is missing #RESPONSE: See DIFF020. #; #_vrf_REFI001_TOMISLAV_F10_phase_1 #; #PROBLEM: _refine_ls_structure_factor_coef is missing #RESPONSE: See DIFF001. #; #_vrf_REFI007_TOMISLAV_F10_phase_1 #; #PROBLEM: _refine_ls_goodness_of_fit_ref is missing #RESPONSE: Not applicable in a Rietveld refinement. #; #_vrf_REFI010_TOMISLAV_F10_phase_1 #; #PROBLEM: _refine_ls_number_parameters is missing #RESPONSE: See DIFF001. #; #_vrf_REFI011_TOMISLAV_F10_phase_1 #; #PROBLEM: _refine_ls_weighting_scheme is missing #RESPONSE: See DIFF001. #; #_vrf_REFI015_TOMISLAV_F10_phase_1 #; #PROBLEM: _refine_ls_shift/su_max is missing #RESPONSE: See DIFF001. #; #_vrf_REFI017_TOMISLAV_F10_phase_1 #; #PROBLEM: _refine_diff_density_max is missing #RESPONSE: See DIFF001. #; #_vrf_REFI018_TOMISLAV_F10_phase_1 #; #PROBLEM: _refine_diff_density_min is missing #RESPONSE: See DIFF001. #; #_vrf_PLAT081_TOMISLAV_F10_phase_1 #; #PROBLEM: No Maximum Shift/Error Given ................... ? #RESPONSE: See DIFF001. #; #_vrf_PLAT095_TOMISLAV_F10_phase_1 #; #PROBLEM: No Residual Density Maximum Given .............. ? #RESPONSE: See DIFF001. #; #_vrf_PLAT096_TOMISLAV_F10_phase_1 #; #PROBLEM: No Residual Density Minimum Given .............. ? #RESPONSE: See DIFF001. #; #_vrf_PLAT432_TOMISLAV_F10_phase_1 #; #PROBLEM: Short Inter X...Y Contact O1 .. C23 #RESPONSE: The contact is 2.92 angstroms. This is indeed short at first #inspection. However consideration of the hydrogen bonding topologies and #electronegativities of the atoms which form that contact suggest that we would #expect a short contact here. Of 15 CSD entries with similar topologies, one #with an identical arrangement (code YOWWUC, single crystal study, R-factor #4 percent) has a a 2.94 angstrom contact for exactly the same arrangement. We #therefore believe that this short contact is reasonable, based on "chemical #intuition" and prior work by other authors. #; #_vrf_PLAT197_TOMISLAV_F10_phase_2 #; #PROBLEM: Missing _cell_measurement_temperature #RESPONSE: See DIFF001. #; #_vrf_PLAT197_TOMISLAV_F10_phase_3 #; #PROBLEM: Missing _cell_measurement_temperature #RESPONSE: See DIFF001. #; #_vrf_PLAT355_TOMISLAV_F10_phase_2 #; #PROBLEM: Long O-H Bond (0.82A) O3 - H6 #RESPONSE: Taken from literature (single crystal study). I agree it is too long. #; #_vrf_PLAT161_TOMISLAV_F10_phase_2 #; #PROBLEM: Missing or Zero su (esd) on x-coordinate for #RESPONSE: Atomic positions were not refined as the overall amount of this phase #is extremely small and the structure has previously been reported. #; #_vrf_PLAT161_TOMISLAV_F10_phase_3 #; #PROBLEM: Missing or Zero su (esd) on x-coordinate for #RESPONSE: Atomic positions were not refined as the overall amount of this phase #is extremely small and the structure has previously been reported. #; #_vrf_PLAT162_TOMISLAV_F10_phase_2 #; #PROBLEM: Missing or Zero su (esd) on x-coordinate for #RESPONSE: Atomic positions were not refined as the overall amount of this phase #is extremely small and the structure has previously been reported. #; #_vrf_PLAT162_TOMISLAV_F10_phase_3 #; #PROBLEM: Missing or Zero su (esd) on x-coordinate for #RESPONSE: Atomic positions were not refined as the overall amount of this phase #is extremely small and the structure has previously been reported. #; #_vrf_PLAT751_TOMISLAV_F10_phase_2 #; #PROBLEM: Bond Calc 0.96000, Rep 0.957(7) Senseless su #RESPONSE: See PLAT162. #; #_vrf_PLAT752_TOMISLAV_F10_phase_2 #; #PROBLEM: Bond Calc 0.96000, Rep 0.957(7) Senseless su #RESPONSE: See PLAT162. #; #_vrf_PLAT141_TOMISLAV_F10_phase_3 #; #PROBLEM: su on a - Axis Small or Missing #RESPONSE: Not refined as structure known and only a very small amount of this #phase in the sample. #; #_vrf_PLAT142_TOMISLAV_F10_phase_3 #; #PROBLEM: su on b - Axis Small or Missing #RESPONSE: Not refined as structure known and only a very small amount of this #phase in the sample. #; #_vrf_PLAT143_TOMISLAV_F10_phase_3 #; #PROBLEM: su on c - Axis Small or Missing #RESPONSE: Not refined as structure known and only a very small amount of this #phase in the sample. #; #_vrf_PLAT151_TOMISLAV_F10_phase_3 #; #PROBLEM: No su (esd) Given on Volume #RESPONSE: See PLAT141, 142 and 143. #; #_vrf_PLAT163_TOMISLAV_F10_phase_3 #; #PROBLEM: Missing or Zero su (esd) on z-coordinate for #RESPONSE: Atomic positions not refined as they are known from a single crystal #study and the amount of this phase in the sample is very small. #; #_vrf_PLAT163_TOMISLAV_F10_phase_2 #; #PROBLEM: Missing or Zero su (esd) on z-coordinate for #RESPONSE: Atomic positions not refined as they are known from a single crystal #study and the amount of this phase in the sample is very small. #; data_theophylline-Dmalic_acid_(1/1) _database_code_depnum_ccdc_archive 'CCDC 664990' _pd_block_id 2007-03-08T09:48|RIETVELD_ANGLES_F10_|Burley|Stoe_Stadi-P,_Cambridge_Chemis _audit_creation_method 'from EXP file using GSAS2CIF' _audit_creation_date 2007-03-08T09:48 _audit_author_name Burley _audit_update_record ; 2007-03-08T09:48 Initial CIF as created by GSAS2CIF ; #============================================================================= # this information describes the project, paper etc. for the CIF # # Acta Cryst. Section C papers and editorial correspondence is generated # # from the information in this section # # # # (from) CIF submission form for Rietveld refinements (Acta Cryst. C) # # Version 14 December 1998 # #============================================================================= # The following items are used to identify the programs used. _computing_molecular_graphics ? _computing_publication_material ? _refine_ls_weighting_scheme ? _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method ? _refine_ls_extinction_coef ? _refine_ls_number_constraints ? _refine_ls_restrained_S_all ? _refine_ls_restrained_S_obs ? #============================================================================== # 6. SAMPLE PREPARATION DATA # (In the unusual case where multiple samples are used in a single # Rietveld study, this information should be moved into the phase # blocks) # The following three fields describe the preparation of the material. # The cooling rate is in K/min. The pressure at which the sample was # prepared is in kPa. The temperature of preparation is in K. _pd_prep_cool_rate ? _pd_prep_pressure ? _pd_prep_temperature ? _pd_char_colour white # use ICDD colour descriptions _refine_ls_shift/su_max 0.05 _refine_ls_shift/su_mean 0.00 _computing_structure_refinement GSAS _refine_ls_number_parameters 206 _refine_ls_goodness_of_fit_all 1.38 _refine_ls_number_restraints 224 _refine_ls_matrix_type full #============================================================================== # 7. CHEMICAL, STRUCTURAL AND CRYSTAL DATA _pd_char_particle_morphology ? _chemical_name_systematic ; theophylline - D-malic acid 1/1 ; _chemical_name_common 'theophylline - D-malic acid 1/1' #_chemical_formula_moiety ?#'C7 H8 N4 O2, C4 H6 O5' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_melting_point ? _chemical_compound_source ? # for minerals and # natural products _symmetry_space_group_name_Hall 'P 2yb' _exptl_crystal_F_000 656.0 _exptl_crystal_density_diffrn 1.558 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _cell_measurement_temperature 293 _cell_special_details ; ? ; _geom_special_details ? # The following item identifies the program(s) used (if appropriate). _computing_structure_solution ? #============================================================================== # 8. Phase information from GSAS _pd_phase_name 'P 21' _cell_length_a 15.8592(8) _cell_length_b 6.07909(30) _cell_length_c 14.6549(9) _cell_angle_alpha 90.0 _cell_angle_beta 108.5890(19) _cell_angle_gamma 90.0 _cell_volume 1339.16(17) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +x,+y,+z 2 -x,+y+1/2,-z # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_U_iso_or_equiv _atom_site_symmetry_multiplicity N N7 0.5369(10) 0.2488(21) 0.2021(11) 1.0 Uiso 0.1298(23) 2 C C15 0.5237(9) 0.3441(21) 0.2844(10) 1.0 Uiso 0.1298(23) 2 N N8 0.4640(11) 0.2464(25) 0.3200(12) 1.0 Uiso 0.1298(23) 2 C C16 0.4221(9) 0.0529(25) 0.2782(11) 1.0 Uiso 0.1298(23) 2 C C13 0.4358(11) -0.0314(24) 0.1988(11) 1.0 Uiso 0.1298(23) 2 C C14 0.4974(10) 0.0525(24) 0.1550(11) 1.0 Uiso 0.1298(23) 2 N N6 0.3829(10) -0.2183(23) 0.1767(10) 1.0 Uiso 0.1298(23) 2 C C12 0.3461(10) -0.2372(27) 0.2463(12) 1.0 Uiso 0.1298(23) 2 N N5 0.3659(10) -0.0724(28) 0.3082(12) 1.0 Uiso 0.1298(23) 2 C C17 0.5972(11) 0.3708(24) 0.1598(11) 1.0 Uiso 0.1298(23) 2 O O9 0.5554(11) 0.5235(23) 0.3121(14) 1.0 Uiso 0.1298(23) 2 C C18 0.4501(12) 0.334(4) 0.4077(11) 1.0 Uiso 0.1298(23) 2 O O8 0.5189(11) -0.02982 0.0901(10) 1.0 Uiso 0.1298(23) 2 H H1n 0.3791(21) -0.318(5) 0.1274(23) 1.0 Uiso 0.1298(23) 2 H H12a 0.3058(18) -0.348(4) 0.2475(23) 1.0 Uiso 0.1298(23) 2 H H17a 0.576(5) 0.519(8) 0.146(17) 1.0 Uiso 0.1298(23) 2 H H17b 0.6564(34) 0.372(32) 0.205(7) 1.0 Uiso 0.1298(23) 2 H H17c 0.598(10) 0.300(25) 0.101(9) 1.0 Uiso 0.1298(23) 2 H H18a 0.3877(19) 0.360(30) 0.396(5) 1.0 Uiso 0.1298(23) 2 H H18b 0.471(10) 0.231(17) 0.459(5) 1.0 Uiso 0.1298(23) 2 H H18c 0.482(8) 0.471(14) 0.425(11) 1.0 Uiso 0.1298(23) 2 O O11 0.3529(7) -0.4895(23) 0.6001(14) 1.0 Uiso 0.1298(23) 2 O O10 0.28321(29) -0.7873(14) 0.6327(11) 1.0 Uiso 0.1298(23) 2 O O13 0.3066(7) -0.08553 0.4532(5) 1.0 Uiso 0.1298(23) 2 O O14 0.2296(11) -0.3778(27) 0.3840(10) 1.0 Uiso 0.1298(23) 2 O O12 0.1237(5) -0.5906(21) 0.5039(6) 1.0 Uiso 0.1298(23) 2 C C19 0.2862(7) -0.5897(16) 0.5972(13) 1.0 Uiso 0.1298(23) 2 C C20 0.1990(6) -0.4604(21) 0.5700(6) 1.0 Uiso 0.1298(23) 2 C C21 0.2101(7) -0.2346(18) 0.5277(9) 1.0 Uiso 0.1298(23) 2 C C22 0.2566(8) -0.2544(14) 0.4531(7) 1.0 Uiso 0.1298(23) 2 H H4o 0.3352 -0.846 0.65 1.0 Uiso 0.1298(23) 2 H H28a 0.1892(11) -0.4265(31) 0.6277(8) 1.0 Uiso 0.1298(23) 2 H H5o 0.0801 -0.5953 0.5276 1.0 Uiso 0.1298(23) 2 H H21a 0.2474(12) -0.1336(22) 0.5747(12) 1.0 Uiso 0.1298(23) 2 H H21b 0.1502(8) -0.1819(30) 0.4956(16) 1.0 Uiso 0.1298(23) 2 H H6o 0.3211 -0.079 0.4011 1.0 Uiso 0.1298(23) 2 N N3 -0.0247(5) 0.6852(11) 0.2880(5) 1.0 Uiso 0.1298(23) 2 C C4 -0.0176(9) 0.6174(19) 0.1998(8) 1.0 Uiso 0.1298(23) 2 N N4 0.0402(10) 0.7345(23) 0.1677(10) 1.0 Uiso 0.1298(23) 2 C C5 0.0806(8) 0.9196(23) 0.2174(9) 1.0 Uiso 0.1298(23) 2 C C2 0.0576(9) 0.9995(21) 0.2928(9) 1.0 Uiso 0.1298(23) 2 C C3 0.0072(9) 0.8924(22) 0.3376(11) 1.0 Uiso 0.1298(23) 2 N N2 0.1121(10) 1.1818(22) 0.3237(11) 1.0 Uiso 0.1298(23) 2 C C1 0.1546(10) 1.2092(26) 0.2595(11) 1.0 Uiso 0.1298(23) 2 N N1 0.1287(11) 1.0689(27) 0.1873(11) 1.0 Uiso 0.1298(23) 2 C C6 -0.07388(18) 0.5354(5) 0.33344(21) 1.0 Uiso 0.1298(23) 2 O O2 -0.0477(11) 0.4391(24) 0.1666(13) 1.0 Uiso 0.1298(23) 2 C C7 0.0584(12) 0.666(4) 0.0795(10) 1.0 Uiso 0.1298(23) 2 O O1 -0.0023(13) 0.93278 0.4017(13) 1.0 Uiso 0.1298(23) 2 H H2n 0.1160(17) 1.270(5) 0.3766(18) 1.0 Uiso 0.1298(23) 2 H H1a 0.1895(21) 1.332(4) 0.2588(23) 1.0 Uiso 0.1298(23) 2 H H6a -0.13075 0.59817 0.32783 1.0 Uiso 0.1298(23) 2 H H6b -0.04082 0.51574 0.40044 1.0 Uiso 0.1298(23) 2 H H6c -0.08174 0.39557 0.30098 1.0 Uiso 0.1298(23) 2 H H7a 0.116(6) 0.717(28) 0.082(9) 1.0 Uiso 0.1298(23) 2 H H7b 0.014(8) 0.729(30) 0.0246(24) 1.0 Uiso 0.1298(23) 2 H H7c 0.056(11) 0.509(4) 0.075(11) 1.0 Uiso 0.1298(23) 2 O O4 -0.2811(11) 0.9127(29) -0.1370(11) 1.0 Uiso 0.1298(23) 2 O O3 -0.2191(10) 0.6141(14) -0.0560(11) 1.0 Uiso 0.1298(23) 2 O O6 -0.1500(8) 1.0770(20) 0.0851(9) 1.0 Uiso 0.1298(23) 2 O O7 -0.1997(9) 1.12099 0.2074(8) 1.0 Uiso 0.1298(23) 2 O O5 -0.3640(8) 1.0139(14) -0.0108(10) 1.0 Uiso 0.1298(23) 2 C C8 -0.2642(7) 0.7967(17) -0.0666(7) 1.0 Uiso 0.1298(23) 2 C C9 -0.3140(5) 0.8187(12) 0.0059(6) 1.0 Uiso 0.1298(23) 2 C C10 -0.2477(8) 0.8048(17) 0.1083(6) 1.0 Uiso 0.1298(23) 2 C C11 -0.1996(8) 1.0199(20) 0.1358(9) 1.0 Uiso 0.1298(23) 2 H H1o -0.187 0.599 -0.092 1.0 Uiso 0.1298(23) 2 H H9a -0.3491(6) 0.6935(16) -0.0004(9) 1.0 Uiso 0.1298(23) 2 H H2o -0.401 0.996 0.02 1.0 Uiso 0.1298(23) 2 H H10a -0.2049(11) 0.6890(21) 0.1110(12) 1.0 Uiso 0.1298(23) 2 H H10b -0.2795(13) 0.7715(29) 0.1531(8) 1.0 Uiso 0.1298(23) 2 H H3o -0.114 1.18 0.111 1.0 Uiso 0.1298(23) 2 # If you change Z, be sure to change all 3 of the following _chemical_formula_sum 'C11 H14 N4 O7' _chemical_formula_weight 314.25 _cell_formula_units_Z 4 # MOLECULAR GEOMETRY 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 N7 C15 1.412(4) . 1_555 N N7 C14 1.420(4) . 1_555 N N7 C17 1.492(4) . 1_555 N C15 N7 1.412(4) . 1_555 N C15 N8 1.355(4) . 1_555 N C15 O9 1.216(4) . 1_555 N N8 C15 1.355(4) . 1_555 N N8 C16 1.393(4) . 1_555 N N8 C18 1.473(4) . 1_555 N C16 N8 1.393(4) . 1_555 N C16 C13 1.351(4) . 1_555 N C16 N5 1.349(4) . 1_555 N C13 C16 1.351(4) . 1_555 N C13 C14 1.423(4) . 1_555 N C13 N6 1.388(4) . 1_555 N C14 N7 1.420(4) . 1_555 N C14 C13 1.423(4) . 1_555 N C14 O8 1.216(4) . 1_555 N N6 C13 1.388(4) . 1_555 N N6 C12 1.332(4) . 1_555 N N6 H1n 0.930(4) . 1_555 N C12 N6 1.332(4) . 1_555 N C12 N5 1.320(4) . 1_555 N C12 H12a 0.930(4) . 1_555 N N5 C16 1.349(4) . 1_555 N N5 C12 1.320(4) . 1_555 N C17 N7 1.492(4) . 1_555 N C17 H17a 0.960(4) . 1_555 N C17 H17b 0.960(4) . 1_555 N C17 H17c 0.960(4) . 1_555 N O9 C15 1.216(4) . 1_555 N C18 N8 1.473(4) . 1_555 N C18 H18a 0.960(4) . 1_555 N C18 H18b 0.961(4) . 1_555 N C18 H18c 0.961(4) . 1_555 N O8 C14 1.216(4) . 1_555 N H1n N6 0.930(4) . 1_555 N H12a C12 0.930(4) . 1_555 N H17a C17 0.960(4) . 1_555 N H17a H17b 1.568(26) . 1_555 N H17a H17c 1.568(14) . 1_555 N H17b C17 0.960(4) . 1_555 N H17b H17a 1.568(26) . 1_555 N H17b H17c 1.568(17) . 1_555 N H17c C17 0.960(4) . 1_555 N H17c H17a 1.568(14) . 1_555 N H17c H17b 1.568(17) . 1_555 N H18a C18 0.960(4) . 1_555 N H18a H18b 1.568(17) . 1_555 N H18a H18c 1.568(25) . 1_555 N H18b C18 0.961(4) . 1_555 N H18b H18a 1.568(17) . 1_555 N H18b H18c 1.568(9) . 1_555 N H18c C18 0.961(4) . 1_555 N H18c H18a 1.568(25) . 1_555 N H18c H18b 1.568(9) . 1_555 N O11 C19 1.209(4) . 1_555 N O10 C19 1.316(4) . 1_555 N O10 H4o 0.859(4) . 1_555 N O13 C22 1.296(4) . 1_555 N O13 H6o 0.866(4) . 1_555 N O14 C22 1.222(4) . 1_555 N O12 C20 1.500(10) . 1_555 N O12 H5o 0.868(4) . 1_555 N C19 O11 1.209(4) . 1_555 N C19 O10 1.316(4) . 1_555 N C19 C20 1.530(4) . 1_555 N C20 O12 1.500(10) . 1_555 N C20 C19 1.530(4) . 1_555 N C20 C21 1.539(4) . 1_555 N C20 H28a 0.930(4) . 1_555 N C21 C20 1.539(4) . 1_555 N C21 C22 1.507(4) . 1_555 N C21 H21a 0.970(4) . 1_555 N C21 H21b 0.970(4) . 1_555 N C22 O13 1.296(4) . 1_555 N C22 O14 1.222(4) . 1_555 N C22 C21 1.507(4) . 1_555 N H4o O10 0.859(4) . 1_555 N H28a C20 0.930(4) . 1_555 N H5o O12 0.868(4) . 1_555 N H21a C21 0.970(4) . 1_555 N H21b C21 0.970(4) . 1_555 N H6o O13 0.866(4) . 1_555 N N3 C4 1.396(4) . 1_555 N N3 C3 1.462(10) . 1_555 N N3 C6 1.487(4) . 1_555 N C4 N3 1.396(4) . 1_555 N C4 N4 1.357(4) . 1_555 N C4 O2 1.221(4) . 1_555 N N4 C4 1.357(4) . 1_555 N N4 C5 1.382(4) . 1_555 N N4 C7 1.471(4) . 1_555 N C5 N4 1.382(4) . 1_555 N C5 C2 1.359(4) . 1_555 N C5 N1 1.347(4) . 1_555 N C2 C5 1.359(4) . 1_555 N C2 C3 1.351(12) . 1_555 N C2 N2 1.389(4) . 1_555 N C3 N3 1.462(10) . 1_555 N C3 C2 1.351(12) . 1_555 N C3 O1 1.027(22) . 1_555 N N2 C2 1.389(4) . 1_555 N N2 C1 1.332(4) . 1_555 N N2 H2n 0.930(4) . 1_555 N C1 N2 1.332(4) . 1_555 N C1 N1 1.319(4) . 1_555 N C1 H1a 0.930(4) . 1_555 N N1 C5 1.347(4) . 1_555 N N1 C1 1.319(4) . 1_555 N C6 N3 1.487(4) . 1_555 N C6 H6a 0.9583(27) . 1_555 N C6 H6b 0.9618(29) . 1_555 N C6 H6c 0.9628(28) . 1_555 N O2 C4 1.221(4) . 1_555 N C7 N4 1.471(4) . 1_555 N C7 H7a 0.960(4) . 1_555 N C7 H7b 0.961(4) . 1_555 N C7 H7c 0.961(4) . 1_555 N O1 C3 1.027(22) . 1_555 N H2n N2 0.930(4) . 1_555 N H1a C1 0.930(4) . 1_555 N H6a C6 0.9583(27) . 1_555 N H6a H6b 1.56523(6) . 1_555 N H6a H6c 1.57195(5) . 1_555 N H6b C6 0.9618(29) . 1_555 N H6b H6a 1.56523(6) . 1_555 N H6b H6c 1.57356(8) . 1_555 N H6c C6 0.9628(28) . 1_555 N H6c H6a 1.57195(5) . 1_555 N H6c H6b 1.57356(8) . 1_555 N H7a C7 0.960(4) . 1_555 N H7a H7b 1.570(20) . 1_555 N H7a H7c 1.570(23) . 1_555 N H7b C7 0.961(4) . 1_555 N H7b H7a 1.570(20) . 1_555 N H7b H7c 1.570(8) . 1_555 N H7c C7 0.961(4) . 1_555 N H7c H7a 1.570(23) . 1_555 N H7c H7b 1.570(8) . 1_555 N O4 C8 1.207(4) . 1_555 N O3 C8 1.303(4) . 1_555 N O3 H1o 0.847(4) . 1_555 N O6 C11 1.289(4) . 1_555 N O6 H3o 0.851(4) . 1_555 N O7 C11 1.217(4) . 1_555 N O5 C9 1.405(4) . 1_555 N O5 H2o 0.853(4) . 1_555 N C8 O4 1.207(4) . 1_555 N C8 O3 1.303(4) . 1_555 N C8 C9 1.518(4) . 1_555 N C9 O5 1.405(4) . 1_555 N C9 C8 1.518(4) . 1_555 N C9 C10 1.536(4) . 1_555 N C9 H9a 0.930(4) . 1_555 N C10 C9 1.536(4) . 1_555 N C10 C11 1.503(4) . 1_555 N C10 H10a 0.970(4) . 1_555 N C10 H10b 0.969(4) . 1_555 N C11 O6 1.289(4) . 1_555 N C11 O7 1.217(4) . 1_555 N C11 C10 1.503(4) . 1_555 N H1o O3 0.847(4) . 1_555 N H9a C9 0.930(4) . 1_555 N H2o O5 0.853(4) . 1_555 N H10a C10 0.970(4) . 1_555 N H10a H10b 1.581(7) . 1_555 N H10b C10 0.969(4) . 1_555 N H10b H10a 1.581(7) . 1_555 N H3o O6 0.851(4) . 1_555 N 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 C15 N7 C14 126.6(5) 1_555 . 1_555 N C15 N7 C17 116.1(4) 1_555 . 1_555 N C14 N7 C17 117.3(6) 1_555 . 1_555 N N7 C15 N8 117.5(4) 1_555 . 1_555 N N7 C15 O9 119.7(7) 1_555 . 1_555 N N8 C15 O9 122.0(5) 1_555 . 1_555 N C15 N8 C16 119.6(5) 1_555 . 1_555 N C15 N8 C18 119.6(4) 1_555 . 1_555 N C16 N8 C18 120.5(6) 1_555 . 1_555 N N8 C16 C13 121.0(5) 1_555 . 1_555 N N8 C16 N5 127.3(6) 1_555 . 1_555 N C13 C16 N5 111.8(4) 1_555 . 1_555 N C16 C13 C14 125.1(4) 1_555 . 1_555 N C16 C13 N6 105.1(4) 1_555 . 1_555 N C14 C13 N6 129.7(5) 1_555 . 1_555 N N7 C14 C13 110.0(5) 1_555 . 1_555 N N7 C14 O8 122.4(5) 1_555 . 1_555 N C13 C14 O8 127.6(4) 1_555 . 1_555 N C13 N6 C12 105.8(5) 1_555 . 1_555 N C13 N6 H1n 126.9(7) 1_555 . 1_555 N C12 N6 H1n 127.0(9) 1_555 . 1_555 N N6 C12 N5 113.2(5) 1_555 . 1_555 N N6 C12 H12a 123.3(9) 1_555 . 1_555 N N5 C12 H12a 123.2(8) 1_555 . 1_555 N C16 N5 C12 104.0(4) 1_555 . 1_555 N N7 C17 H17a 109(5) 1_555 . 1_555 N N7 C17 H17b 109.4(7) 1_555 . 1_555 N N7 C17 H17c 109.6(21) 1_555 . 1_555 N H17a C17 H17b 109.4(26) 1_555 . 1_555 N H17a C17 H17c 109.5(14) 1_555 . 1_555 N H17b C17 H17c 109.5(17) 1_555 . 1_555 N N8 C18 H18a 109.5(5) 1_555 . 1_555 N N8 C18 H18b 109.5(24) 1_555 . 1_555 N N8 C18 H18c 109(4) 1_555 . 1_555 N H18a C18 H18b 109.5(17) 1_555 . 1_555 N H18a C18 H18c 109.4(25) 1_555 . 1_555 N H18b C18 H18c 109.4(7) 1_555 . 1_555 N C19 O10 H4o 110.1(6) 1_555 . 1_555 N C22 O13 H6o 111.6(5) 1_555 . 1_555 N C20 O12 H5o 109.3(5) 1_555 . 1_555 N O11 C19 O10 126.0(6) 1_555 . 1_555 N O11 C19 C20 117.3(4) 1_555 . 1_555 N O10 C19 C20 115.4(11) 1_555 . 1_555 N O12 C20 C19 111.4(4) 1_555 . 1_555 N O12 C20 C21 112.4(4) 1_555 . 1_555 N O12 C20 H28a 112.0(4) 1_555 . 1_555 N C19 C20 C21 110.7(4) 1_555 . 1_555 N C19 C20 H28a 106.0(4) 1_555 . 1_555 N C21 C20 H28a 104.0(4) 1_555 . 1_555 N C20 C21 C22 111.5(4) 1_555 . 1_555 N C20 C21 H21a 113.7(4) 1_555 . 1_555 N C20 C21 H21b 105.6(4) 1_555 . 1_555 N C22 C21 H21a 103.7(4) 1_555 . 1_555 N C22 C21 H21b 107.7(5) 1_555 . 1_555 N H21a C21 H21b 114.6(4) 1_555 . 1_555 N O13 C22 O14 122.7(6) 1_555 . 1_555 N O13 C22 C21 112.1(4) 1_555 . 1_555 N O14 C22 C21 121.7(4) 1_555 . 1_555 N C4 N3 C3 126.7(4) 1_555 . 1_555 N C4 N3 C6 116.28(32) 1_555 . 1_555 N C3 N3 C6 117.0(4) 1_555 . 1_555 N N3 C4 N4 115.4(4) 1_555 . 1_555 N N3 C4 O2 119.6(7) 1_555 . 1_555 N N4 C4 O2 123.3(4) 1_555 . 1_555 N C4 N4 C5 119.7(5) 1_555 . 1_555 N C4 N4 C7 120.0(4) 1_555 . 1_555 N C5 N4 C7 120.3(5) 1_555 . 1_555 N N4 C5 C2 121.3(4) 1_555 . 1_555 N N4 C5 N1 126.3(7) 1_555 . 1_555 N C2 C5 N1 110.6(4) 1_555 . 1_555 N C5 C2 C3 125.2(4) 1_555 . 1_555 N C5 C2 N2 104.46(33) 1_555 . 1_555 N C3 C2 N2 128.9(6) 1_555 . 1_555 N N3 C3 C2 109.8(4) 1_555 . 1_555 N N3 C3 O1 122.1(6) 1_555 . 1_555 N C2 C3 O1 127.6(4) 1_555 . 1_555 N C2 N2 C1 105.8(4) 1_555 . 1_555 N C2 N2 H2n 127.1(7) 1_555 . 1_555 N C1 N2 H2n 127.1(7) 1_555 . 1_555 N N2 C1 N1 112.8(4) 1_555 . 1_555 N N2 C1 H1a 123.0(6) 1_555 . 1_555 N N1 C1 H1a 123.0(10) 1_555 . 1_555 N C5 N1 C1 103.7(5) 1_555 . 1_555 N N3 C6 H6a 109.37(34) 1_555 . 1_555 N N3 C6 H6b 109.9(4) 1_555 . 1_555 N N3 C6 H6c 108.87(29) 1_555 . 1_555 N H6a C6 H6b 109.21(29) 1_555 . 1_555 N H6a C6 H6c 109.82(26) 1_555 . 1_555 N H6b C6 H6c 109.69(29) 1_555 . 1_555 N N4 C7 H7a 109.3(19) 1_555 . 1_555 N N4 C7 H7b 109.3(16) 1_555 . 1_555 N N4 C7 H7c 109(4) 1_555 . 1_555 N H7a C7 H7b 109.6(21) 1_555 . 1_555 N H7a C7 H7c 109.6(23) 1_555 . 1_555 N H7b C7 H7c 109.6(7) 1_555 . 1_555 N C8 O3 H1o 115.7(5) 1_555 . 1_555 N C11 O6 H3o 112.8(6) 1_555 . 1_555 N C9 O5 H2o 104.2(4) 1_555 . 1_555 N O4 C8 O3 124.3(7) 1_555 . 1_555 N O4 C8 C9 121.6(4) 1_555 . 1_555 N O3 C8 C9 112.3(4) 1_555 . 1_555 N O5 C9 C8 110.1(4) 1_555 . 1_555 N O5 C9 C10 112.9(4) 1_555 . 1_555 N O5 C9 H9a 112.8(4) 1_555 . 1_555 N C8 C9 C10 109.4(4) 1_555 . 1_555 N C8 C9 H9a 106.7(4) 1_555 . 1_555 N C10 C9 H9a 104.7(4) 1_555 . 1_555 N C9 C10 C11 110.2(4) 1_555 . 1_555 N C9 C10 H10a 109.4(4) 1_555 . 1_555 N C9 C10 H10b 109.3(4) 1_555 . 1_555 N C11 C10 H10a 109.4(4) 1_555 . 1_555 N C11 C10 H10b 109.3(4) 1_555 . 1_555 N H10a C10 H10b 109.3(4) 1_555 . 1_555 N O6 C11 O7 122.0(4) 1_555 . 1_555 N O6 C11 C10 115.53(35) 1_555 . 1_555 N O7 C11 C10 122.0(5) 1_555 . 1_555 N # Powder diffraction data for histogram 1 #============================================================================== # 9. INSTRUMENT CHARACTERIZATION _exptl_special_details ; ? ; # if regions of the data are excluded, the reason(s) are supplied here: _pd_proc_info_excluded_regions ; ? ; # The following item is used to identify the equipment used to record # the powder pattern when the diffractogram was measured at a laboratory # other than the authors' home institution, e.g. when neutron or synchrotron # radiation is used. _pd_instr_location ; ? ; _pd_calibration_special_details # description of the method used # to calibrate the instrument ; ? ; _diffrn_ambient_temperature 293 _diffrn_source 'sealed X-ray tube' _diffrn_source_target Co _diffrn_source_type 'Stoe Stadi-P' _diffrn_measurement_device_type 'Stoe Stadi-P' _diffrn_detector 'Linear PSD' _diffrn_detector_type Stoe # make or model of detector _pd_meas_scan_method step # options are 'step', 'cont', # 'tof', 'fixed' or # 'disp' (= dispersive) _pd_meas_special_details ; ? ; loop_ _atom_type_symbol _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source N 16.0 0.000 0.000 12.2126 0.00570 3.13220 9.89330 2.01250 28.9975 1.16630 0.58260 -11.529 International_Tables_Vol_C C 44.0 0.000 0.000 2.31000 20.8439 1.02000 10.2075 1.58860 0.56870 0.86500 51.6512 0.21560 International_Tables_Vol_C O 28.0 0.000 0.000 3.04850 13.2771 2.28680 5.70110 1.54630 0.32390 0.86700 32.9089 0.25080 International_Tables_Vol_C H 56.0 0.000 0.000 0.49300 10.5109 0.32291 26.1257 0.14019 3.14236 0.04081 57.7997 0.00304 International_Tables_Vol_C _diffrn_radiation_probe x-ray _diffrn_radiation_polarisn_ratio 2.0 _diffrn_radiation_wavelength 1.78892 _diffrn_radiation_type 'Co K\a' _pd_proc_ls_prof_R_factor 0.0457 _pd_proc_ls_prof_wR_factor 0.0583 _pd_proc_ls_prof_wR_expected 0.0449 _refine_ls_R_Fsqd_factor 0.04287 _pd_proc_ls_background_function ; GSAS Background function number 1 with 10 terms. Shifted Chebyshev function of 1st kind 1: 333.990 2: -120.368 3: -45.2306 4: 4.17554 5: 47.2464 6: -18.2809 7: -7.04790 8: -0.677797 9: 15.9075 10: -6.26153 ; _exptl_absorpt_process_details ; GSAS Absorption/surface roughness correction: function number 0 No correction is applied. ; _exptl_absorpt_correction_T_min 1.00000 _exptl_absorpt_correction_T_max 1.00000 # Extinction correction _gsas_exptl_extinct_corr_T_min 1.00000 _gsas_exptl_extinct_corr_T_max 1.00000 _pd_proc_ls_pref_orient_corr ; March-Dollase AXIS 1 Ratio= 1.001184 h= 1.000 k= 0.000 l= 1.000 Prefered orientation correction range: Min= 0.96528, Max= 1.01782 ; _pd_proc_ls_profile_function ; CW Profile function number 3 with 19 terms Pseudovoigt profile coefficients as parameterized in P. Thompson, D.E. Cox & J.B. Hastings (1987). J. Appl. Cryst.,20,79-83. Asymmetry correction of L.W. Finger, D.E. Cox & A. P. Jephcoat (1994). J. Appl. Cryst.,27,892-900. #1(GU) = 349.354 #2(GV) = 0.000 #3(GW) = 15.055 #4(GP) = 0.000 #5(LX) = 0.000 #6(LY) = 21.132 #7(S/L) = 0.0130 #8(H/L) = 0.0350 #9(trns) = 0.00 #10(shft)= 0.0000 #11(stec)= 0.00 #12(ptec)= 0.00 #13(sfec)= 0.00 #14(L11) = 0.000 #15(L22) = 0.000 #16(L33) = 0.000 #17(L12) = 0.000 #18(L13) = 0.000 #19(L23) = 0.000 Peak tails are ignored where the intensity is below 0.0010 times the peak Aniso. broadening axis 0.0 0.0 1.0 ; _pd_proc_ls_peak_cutoff 0.00100 _pd_proc_info_datetime 2007-03-08T09:48:24 _pd_calc_method 'Rietveld Refinement' # ######################################################################## #Validation forms ######################################################################## # _vrf_PLAT731_RIETVELD_ANGLES_F10__publ ; PROBLEM: Bond Calc 0.93(4), Rep 0.930(4) ...... 9.90 su-Ra RESPONSE: Our values include the co-variance matrix and are correct. ; _vrf_PLAT732_RIETVELD_ANGLES_F10__publ ; PROBLEM: Angle Calc 109(7), Rep 109.4(8) ...... 8.75 su-Ra RESPONSE: See 731 ; _vrf_RADNT01_RIETVELD_ANGLES_F10__publ ; PROBLEM: The radiation type should contain one of the following RESPONSE: We employed Cobalt K \a~1~ radiation, not currently a standard cif option. ; _vrf_CELLV02_RIETVELD_ANGLES_F10__publ ; PROBLEM: The supplied cell volume s.u. differs from that... RESPONSE: See 731. ; _vrf_PLAT111_RIETVELD_ANGLES_F10__publ ; PROBLEM: ADDSYM Detects (Pseudo) Centre of Symmetry ..... 81 PerFi RESPONSE: This appears unlikely as two of the molecules in our crystal are chiral of the same handedness. This does not seem to be flagged using platon. ; _vrf_PLAT340_RIETVELD_ANGLES_F10__publ ; PROBLEM: Low Bond Precision on C-C bonds (x 1000) Ang... RESPONSE: This is a powder diffraction study, and this is to be expected. ; _vrf_PLAT432_RIETVELD_ANGLES_F10__publ ; PROBLEM: Short Inter X...Y Contact O4 .. C12 .. RESPONSE: Analysis of possible similar short contacts using the CSD (fragments: 1H-imidazole and oxygen atom, short contacts as in our structure, CSD version 1.9 build 4) indicates 473 similar contacts less than the sum of the VdW radii of carbon and oxygen. Of these, there are six entries for which the relevant contact is less than the valuw we observe. Therefore, although we believe that our value should be treated with caution (this is after all a powder diffraction study) the value is not totally unreasonable. ; _vrf_PLAT751_RIETVELD_ANGLES_F10__publ ; PROBLEM: Bond Calc 0.96000, Rep 0.960(3) .... RESPONSE: See 731. ; _vrf_PLAT752_RIETVELD_ANGLES_F10__publ ; PROBLEM: Angle Calc 110.00, Rep 109.6(3) ...... RESPONSE: See 731. ; _vrf_PLAT764_RIETVELD_ANGLES_F10__publ ; PROBLEM: Overcomplete CIF Bond List Detected (Rep/Expd) RESPONSE: Our software has a strong tendency to list A-B and B-A distances. ; _vrf_PLAT152_RIETVELD_ANGLES_F10__publ ; PROBLEM: Supplied and Calc Volume s.u. Inconsistent ..... RESPONSE: Co-variance again. ; _vrf_PLAT162_RIETVELD_ANGLES_F10__publ ; PROBLEM: Missing or Zero su (esd) on y-coordinate for RESPONSE: In the space group P 21 there are no symmetry operators perpendicular to the y-axis. This leads to the absolute y-co-ordinates being indeterminate or meaningless. After full refinement, we have fixed a y co-ordinate for one atom of each molecule to fix the cell along y. GSAS does not do this automatically, unlike SHELX. ; #---- raw/calc data loop ----- _pd_meas_2theta_range_min 2.0 _pd_meas_2theta_range_max 59.99 _pd_meas_2theta_range_inc 0.01 _pd_proc_2theta_range_min 1.99758 _pd_proc_2theta_range_max 59.98758 _pd_proc_2theta_range_inc 0.01 _reflns_number_total 300 _reflns_limit_h_min 0 _reflns_limit_h_max 11 _reflns_limit_k_min 0 _reflns_limit_k_max 4 _reflns_limit_l_min -11 _reflns_limit_l_max 10 _reflns_d_resolution_high 1.790 _reflns_d_resolution_low 15.033 #--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--eof--#