# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Pulham, Colin R' _publ_contact_author_email C.R.Pulham@ed.ac.uk _publ_section_title ; Pressure-cooking of explosives the crystal structure of \^I\m-RDX as determined by X-ray and neutron diffraction ; loop_ _publ_author_name C.Pulham D.Millar # Attachment 'publish.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 769778' #TrackingRef 'publish.cif' _audit_creation_date 10-06-03 _audit_creation_method CRYSTALS_ver_12.87 _cell_length_a 7.0324(11) _cell_length_b 10.530(3) _cell_length_c 8.7909(11) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 651.0(2) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P c a 21 ' _symmetry_space_group_name_Hall 'P 2c -2ac' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x+1/2,y,z+1/2 x+1/2,-y,z -x,-y,z+1/2 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_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C3 H6 N6 O6 # Dc = 2.27 Fooo = 456.00 Mu = 2.16 M = 222.12 # Found Formula = C3 H6 N6 O6 # Dc = 2.27 FOOO = 456.00 Mu = 2.16 M = 222.12 _chemical_formula_sum 'C3 H6 N6 O6' _chemical_formula_moiety 'C3 H6 N6 O6' _chemical_compound_source ? _chemical_formula_weight 222.12 _cell_measurement_reflns_used 430 _cell_measurement_theta_min 3 _cell_measurement_theta_max 19 _cell_measurement_temperature 293(2) _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_min 0.050 _exptl_crystal_size_mid 0.050 _exptl_crystal_size_max 0.100 _exptl_crystal_density_diffrn 2.266 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 456 _exptl_absorpt_coefficient_mu 0.216 # Sheldrick geometric approximatio 0.99 0.99 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.86 _exptl_absorpt_correction_T_max 0.99 _diffrn_measurement_device 'Bruker Kappa Apex2' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w/2\q # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'Apex2 (Bruker AXS, 2006)' _computing_cell_refinement 'Apex2 (Bruker AXS, 2006)' _computing_data_reduction 'Apex2 (Bruker AXS, 2006)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 293 _diffrn_reflns_number 3740 _reflns_number_total 334 _diffrn_reflns_av_R_equivalents 0.090 # Number of reflections without Friedels Law is 334 # Number of reflections with Friedels Law is 0 # Theoretical number of reflections is about 704 _diffrn_reflns_theta_min 3.484 _diffrn_reflns_theta_max 26.910 _diffrn_measured_fraction_theta_max 0.442 _diffrn_reflns_theta_full 25.026 _diffrn_measured_fraction_theta_full 0.495 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 10 _reflns_limit_h_min 0 _reflns_limit_h_max 8 _reflns_limit_k_min 0 _reflns_limit_k_max 6 _reflns_limit_l_min 0 _reflns_limit_l_max 11 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.46 _refine_diff_density_max 0.45 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>1.0\s(I) _refine_ls_number_reflns 333 _refine_ls_number_restraints 13 _refine_ls_number_parameters 61 _oxford_refine_ls_R_factor_ref 0.0866 _refine_ls_wR_factor_ref 0.1410 _refine_ls_goodness_of_fit_ref 0.9482 _refine_ls_shift/su_max 0.0003471 _refine_ls_shift/su_mean 0.1586101 # The values computed from all data _oxford_reflns_number_all 333 _refine_ls_R_factor_all 0.0866 _refine_ls_wR_factor_all 0.1410 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 231 _refine_ls_R_factor_gt 0.0573 _refine_ls_wR_factor_gt 0.1168 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration unk _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.06P)^2^ + 0.92P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Bruker Analytical X-ray Systems, Inc., 2006. Apex2, Version 2 User Manual, M86-E01078, Madison, WI. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens N1 N -0.0795(11) 0.8484(14) 0.5369(10) 0.020(2) 1.0000 Uiso D . . . . . . N2 N -0.0242(9) 0.6194(13) 0.5313(10) 0.021(2) 1.0000 Uiso D . . . . . . N3 N 0.2111(10) 0.7587(12) 0.6408(10) 0.016(2) 1.0000 Uiso D . . . . . . N4 N -0.0416(9) 0.8835(14) 0.3899(9) 0.020(2) 1.0000 Uiso D . . . . . . N5 N 0.0314(11) 0.5835(11) 0.3884(9) 0.017(2) 1.0000 Uiso D . . . . . . N6 N 0.3633(11) 0.7748(11) 0.5414(12) 0.019(2) 1.0000 Uiso D . . . . . . C1 C -0.1629(13) 0.7217(12) 0.5447(14) 0.020(3) 1.0000 Uiso D . . . . . . C2 C 0.1287(12) 0.6313(12) 0.6432(11) 0.022(3) 1.0000 Uiso D . . . . . . C3 C 0.0732(12) 0.8621(14) 0.6488(11) 0.024(3) 1.0000 Uiso D . . . . . . O1 O 0.1097(9) 0.9325(12) 0.3648(8) 0.025(2) 1.0000 Uiso D . . . . . . O2 O -0.1675(9) 0.8719(15) 0.2982(8) 0.027(2) 1.0000 Uiso D . . . . . . O3 O 0.1506(9) 0.5016(12) 0.3819(8) 0.027(2) 1.0000 Uiso D . . . . . . O4 O -0.0455(9) 0.6279(12) 0.2783(8) 0.023(2) 1.0000 Uiso D . . . . . . O5 O 0.4167(10) 0.6845(11) 0.4698(10) 0.026(2) 1.0000 Uiso D . . . . . . O6 O 0.4318(10) 0.8793(11) 0.5350(10) 0.029(2) 1.0000 Uiso D . . . . . . H1 H -0.2324 0.7100 0.6418 0.0364 1.0000 Uiso R . . . . . . H2 H -0.2545 0.7127 0.4620 0.0365 1.0000 Uiso R . . . . . . H4 H 0.0788 0.6106 0.7440 0.0132 1.0000 Uiso R . . . . . . H3 H 0.2281 0.5719 0.6168 0.0131 1.0000 Uiso R . . . . . . H6 H 0.1429 0.9436 0.6224 0.0290 1.0000 Uiso R . . . . . . H5 H 0.0265 0.8729 0.7499 0.0291 1.0000 Uiso R . . . . . . _refine_ls_extinction_method None _oxford_refine_ls_scale 0.855(12) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag N1 . N4 . 1.371(13) yes N1 . C1 . 1.459(5) yes N1 . C3 . 1.464(5) yes N2 . N5 . 1.369(13) yes N2 . C1 . 1.458(5) yes N2 . C2 . 1.462(5) yes N3 . N6 . 1.392(13) yes N3 . C2 . 1.461(5) yes N3 . C3 . 1.459(5) yes N4 . O1 . 1.203(5) yes N4 . O2 . 1.203(4) yes N5 . O3 . 1.204(5) yes N5 . O4 . 1.203(5) yes N6 . O5 . 1.201(5) yes N6 . O6 . 1.202(5) yes C1 . H1 . 0.991 no C1 . H2 . 0.976 no C2 . H4 . 0.978 no C2 . H3 . 0.966 no C3 . H6 . 1.015 no C3 . H5 . 0.954 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N4 . N1 . C1 . 111.7(10) yes N4 . N1 . C3 . 117.7(8) yes C1 . N1 . C3 . 110.7(11) yes N5 . N2 . C1 . 117.9(9) yes N5 . N2 . C2 . 115.6(7) yes C1 . N2 . C2 . 112.0(9) yes N6 . N3 . C2 . 115.2(9) yes N6 . N3 . C3 . 116.7(9) yes C2 . N3 . C3 . 114.9(9) yes N1 . N4 . O1 . 117.4(7) yes N1 . N4 . O2 . 117.5(8) yes O1 . N4 . O2 . 124.9(9) yes N2 . N5 . O3 . 116.1(8) yes N2 . N5 . O4 . 120.2(9) yes O3 . N5 . O4 . 123.6(10) yes N3 . N6 . O5 . 118.2(10) yes N3 . N6 . O6 . 116.7(10) yes O5 . N6 . O6 . 125.1(11) yes N1 . C1 . N2 . 113.8(9) yes N1 . C1 . H1 . 110.6 no N2 . C1 . H1 . 107.9 no N1 . C1 . H2 . 108.6 no N2 . C1 . H2 . 108.0 no H1 . C1 . H2 . 107.7 no N2 . C2 . N3 . 111.1(10) yes N2 . C2 . H4 . 109.1 no N3 . C2 . H4 . 111.1 no N2 . C2 . H3 . 108.3 no N3 . C2 . H3 . 107.7 no H4 . C2 . H3 . 109.5 no N1 . C3 . N3 . 112.4(8) yes N1 . C3 . H6 . 106.5 no N3 . C3 . H6 . 107.4 no N1 . C3 . H5 . 112.6 no N3 . C3 . H5 . 111.2 no H6 . C3 . H5 . 106.2 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C1 . H1 . O2 2_455 125 0.99 2.30 2.982(15) yes C1 . H1 . O4 2_455 153 0.99 2.15 3.065(15) yes C1 . H2 . O5 1_455 130 0.98 2.33 3.054(15) yes C2 . H4 . N5 4_565 138 0.98 2.53 3.321(15) yes C2 . H4 . O3 4_565 146 0.98 2.34 3.197(15) yes C2 . H4 . O5 2_555 139 0.98 2.13 2.942(15) yes C3 . H6 . O2 4_575 123 1.02 2.49 3.164(15) yes C3 . H5 . O1 4_575 128 0.95 2.48 3.153(15) yes C3 . H5 . O6 2_555 153 0.95 2.52 3.400(15) yes #end of refcif