# Electronic Supplementary Material (ESI) for RSC Advances # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'RSC Advances' _journal_coden_cambridge 1500 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Carles Miro Sabate' _publ_contact_author_email carlos.miro-sabate@univ-lyon1.fr loop_ _publ_author_name 'Carles Miro Sabate' H.Delalu V.Forquet 'Erwann Jeanneau' data_[Me2N(CH2Cl)NH2](ClO4) _database_code_depnum_ccdc_archive 'CCDC 808540' #TrackingRef '1. [Me2N(CH2Cl)NH2](ClO4).cif' _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 5.9899(7) _cell_length_b 7.4765(9) _cell_length_c 9.3470(10) _cell_angle_alpha 93.620(10) _cell_angle_beta 101.100(10) _cell_angle_gamma 91.120(10) _cell_volume 409.73(8) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z 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 0.0181 0.0091 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 0.0311 0.0180 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 0.0492 0.0322 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' Cl 0.3639 0.7018 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C4 H10 Cl1 N3 O4 # Dc = 1.62 Fooo = 216.00 Mu = 40.72 M = 199.59 # Found Formula = C3 H10 Cl2 N2 O4 # Dc = 1.69 FOOO = 216.00 Mu = 69.89 M = 209.03 _chemical_formula_sum 'C3 H10 Cl2 N2 O4' _chemical_formula_moiety 'C3 H10 Cl N2, Cl O4' _chemical_compound_source ? _chemical_formula_weight 209.03 _cell_measurement_reflns_used 4444 _cell_measurement_theta_min 4.8287 _cell_measurement_theta_max 66.1196 _cell_measurement_temperature 100 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_min 0.038 _exptl_crystal_size_mid 0.235 _exptl_crystal_size_max 0.525 _exptl_crystal_density_diffrn 1.694 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 216 _exptl_absorpt_coefficient_mu 6.989 # Sheldrick geometric approximatio 0.19 0.77 _exptl_absorpt_correction_T_min 0.159 _exptl_absorpt_correction_T_max 0.764 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_ambient_temperature 100.0 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.4685 # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) ; _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _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_reflns_number 5330 _reflns_number_total 1418 _diffrn_reflns_av_R_equivalents 0.057 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 1418 # Theoretical number of reflections is about 2871 _diffrn_reflns_theta_min 4.833 _diffrn_reflns_theta_max 66.222 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 66.222 _diffrn_measured_fraction_theta_full 0.989 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 10 _reflns_limit_h_min -7 _reflns_limit_h_max 6 _reflns_limit_k_min -8 _reflns_limit_k_max 8 _reflns_limit_l_min 0 _reflns_limit_l_max 11 _oxford_diffrn_Wilson_B_factor 1.14 _oxford_diffrn_Wilson_scale 0.01 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.55 _refine_diff_density_max 0.75 # 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>-10.0\s(I) _refine_ls_number_reflns 1418 _refine_ls_number_restraints 0 _refine_ls_number_parameters 100 _oxford_refine_ls_R_factor_ref 0.0556 _refine_ls_wR_factor_ref 0.1536 _refine_ls_goodness_of_fit_ref 1.0083 _refine_ls_shift/su_max 0.0003530 _refine_ls_shift/su_mean 0.0000167 # The values computed from all data _oxford_reflns_number_all 1418 _refine_ls_R_factor_all 0.0556 _refine_ls_wR_factor_all 0.1536 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 1292 _refine_ls_R_factor_gt 0.0529 _refine_ls_wR_factor_gt 0.1467 # 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 . _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, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.550E+04 0.938E+04 0.607E+04 0.279E+04 684. ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G.L., Giacovazzo, C., Guagliardi, A., Grazia, A., Moliterni, G., Polidori, G. & Spagna, R. (1999). J. App. Cryst. 32, 115-119. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Oxford Diffraction, (2002). CrysAlis RED. Oxford Diffraction, (2006). Gemini User Manual. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. 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 _atom_site_attached_hydrogens Cl7 Cl 0.95025(9) 0.74642(7) 0.25053(6) 0.0177 1.0000 Uani . . . . . . O10 O 0.7117(3) 0.7467(3) 0.1817(2) 0.0262 1.0000 Uani . . . . . . O11 O 1.0125(3) 0.9171(2) 0.3303(2) 0.0263 1.0000 Uani . . . . . . O8 O 0.9840(3) 0.6058(2) 0.34915(19) 0.0249 1.0000 Uani . . . . . . O9 O 1.0847(3) 0.7183(3) 0.1401(2) 0.0279 1.0000 Uani . . . . . . Cl1 Cl 0.45358(10) 0.24653(8) 0.50318(6) 0.0241 1.0000 Uani . . . . . . C2 C 0.6489(4) 0.2535(4) 0.3837(3) 0.0219 1.0000 Uani . . . . . . N3 N 0.5255(3) 0.2330(3) 0.2269(2) 0.0185 1.0000 Uani . . . . . . N6 N 0.3983(4) 0.0629(3) 0.1884(2) 0.0230 1.0000 Uani . . . . . . C4 C 0.3649(4) 0.3804(3) 0.1903(3) 0.0216 1.0000 Uani . . . . . . C5 C 0.7015(5) 0.2371(3) 0.1318(3) 0.0209 1.0000 Uani . . . . . . H21 H 0.7274 0.3713 0.4018 0.0260 1.0000 Uiso R . . . . . H22 H 0.7514 0.1542 0.4014 0.0256 1.0000 Uiso R . . . . . H41 H 0.2960 0.3607 0.0877 0.0335 1.0000 Uiso R . . . . . H43 H 0.4522 0.4937 0.2096 0.0306 1.0000 Uiso R . . . . . H42 H 0.2593 0.3729 0.2544 0.0325 1.0000 Uiso R . . . . . H53 H 0.6252 0.2350 0.0317 0.0308 1.0000 Uiso R . . . . . H52 H 0.7859 0.3467 0.1592 0.0314 1.0000 Uiso R . . . . . H51 H 0.8028 0.1351 0.1526 0.0314 1.0000 Uiso R . . . . . H62 H 0.4780 -0.0316 0.2046 0.0277 1.0000 Uiso R . . . . . H61 H 0.2964 0.0438 0.2423 0.0286 1.0000 Uiso 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 Cl7 0.0136(5) 0.0203(5) 0.0202(5) -0.0004(3) 0.0063(3) 0.0002(3) O10 0.0146(9) 0.0330(10) 0.0297(10) -0.0006(8) 0.0018(8) 0.0017(7) O11 0.0221(10) 0.0236(10) 0.0327(10) -0.0045(8) 0.0065(8) -0.0022(8) O8 0.0247(11) 0.0223(10) 0.0278(11) 0.0056(7) 0.0041(8) 0.0013(8) O9 0.0233(10) 0.0343(11) 0.0309(11) 0.0024(8) 0.0165(8) 0.0075(8) Cl1 0.0236(5) 0.0299(5) 0.0213(5) -0.0008(3) 0.0112(3) 0.0007(3) C2 0.0167(12) 0.0312(14) 0.0194(13) -0.0004(10) 0.0082(10) 0.0041(11) N3 0.0129(10) 0.0227(11) 0.0212(11) -0.0015(8) 0.0072(9) 0.0009(8) N6 0.0208(11) 0.0205(11) 0.0269(12) -0.0060(8) 0.0060(9) -0.0081(9) C4 0.0164(12) 0.0238(13) 0.0253(13) 0.0022(10) 0.0053(10) 0.0024(10) C5 0.0198(12) 0.0215(12) 0.0243(14) -0.0012(10) 0.0121(11) 0.0010(10) _refine_ls_extinction_method None _oxford_refine_ls_scale 11.9(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 Cl7 . O10 . 1.4496(18) yes Cl7 . O11 . 1.4411(18) yes Cl7 . O8 . 1.4336(18) yes Cl7 . O9 . 1.4345(18) yes Cl1 . C2 . 1.769(2) yes C2 . N3 . 1.506(3) yes C2 . H21 . 0.979 no C2 . H22 . 0.974 no N3 . N6 . 1.458(3) yes N3 . C4 . 1.489(3) yes N3 . C5 . 1.506(3) yes N6 . H62 . 0.866 no N6 . H61 . 0.877 no C4 . H41 . 0.970 no C4 . H43 . 0.975 no C4 . H42 . 0.955 no C5 . H53 . 0.958 no C5 . H52 . 0.949 no C5 . H51 . 0.989 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 O10 . Cl7 . O11 . 108.71(11) yes O10 . Cl7 . O8 . 109.03(11) yes O11 . Cl7 . O8 . 109.70(11) yes O10 . Cl7 . O9 . 109.24(11) yes O11 . Cl7 . O9 . 109.94(11) yes O8 . Cl7 . O9 . 110.18(11) yes Cl1 . C2 . N3 . 110.50(17) yes Cl1 . C2 . H21 . 107.1 no N3 . C2 . H21 . 108.9 no Cl1 . C2 . H22 . 108.7 no N3 . C2 . H22 . 108.4 no H21 . C2 . H22 . 113.3 no C2 . N3 . N6 . 113.6(2) yes C2 . N3 . C4 . 111.87(19) yes N6 . N3 . C4 . 108.02(19) yes C2 . N3 . C5 . 107.66(19) yes N6 . N3 . C5 . 106.50(18) yes C4 . N3 . C5 . 109.02(18) yes N3 . N6 . H62 . 115.0 no N3 . N6 . H61 . 113.8 no H62 . N6 . H61 . 99.5 no N3 . C4 . H41 . 107.2 no N3 . C4 . H43 . 108.0 no H41 . C4 . H43 . 111.2 no N3 . C4 . H42 . 105.5 no H41 . C4 . H42 . 113.9 no H43 . C4 . H42 . 110.7 no N3 . C5 . H53 . 108.7 no N3 . C5 . H52 . 106.0 no H53 . C5 . H52 . 110.2 no N3 . C5 . H51 . 108.8 no H53 . C5 . H51 . 113.2 no H52 . C5 . H51 . 109.7 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 C2 . H21 . O8 . 154 0.98 2.44 3.349(4) yes C2 . H22 . O11 1_545 154.63(7) 0.97 2.53 3.434(4) yes C4 . H41 . O10 2_665 154.67(7) 0.97 2.59 3.487(4) yes C4 . H43 . O10 . 161 0.97 2.48 3.420(4) yes C5 . H53 . O10 2_665 156.66(7) 0.96 2.56 3.463(4) yes C5 . H51 . O11 1_545 151.02(7) 0.99 2.57 3.470(4) yes N6 . H62 . O10 1_545 162.22(7) 0.87 2.22 3.053(4) yes N6 . H61 . O11 1_445 161.66(7) 0.88 2.25 3.091(4) yes _iucr_refine_instruction_details_constraints ; # # Punched on 28/09/10 at 13:49:08 # #LIST 12 BLOCK SCALE X'S, U'S RIDE C ( 2,X'S) H ( 21,X'S) H ( 22,X'S) RIDE N ( 6,X'S) H ( 62,X'S) H ( 61,X'S) RIDE C ( 4,X'S) H ( 41,X'S) H ( 43,X'S) H ( 42,X'S) RIDE C ( 5,X'S) H ( 53,X'S) H ( 52,X'S) H ( 51,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 28/09/10 at 13:49:08 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; # Attachment '2. [Me2N(CH2Cl)NH2]2(SO4).cif' data_[Me2N(CH2Cl)NH2]2(SO4) _database_code_depnum_ccdc_archive 'CCDC 808541' #TrackingRef '2. [Me2N(CH2Cl)NH2]2(SO4).cif' _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 11.674(2) _cell_length_b 17.503(3) _cell_length_c 6.6160(10) _cell_angle_alpha 90 _cell_angle_beta 90.270(10) _cell_angle_gamma 90 _cell_volume 1351.8(4) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1 ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,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' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C5 H13.50 Cl1.50 N4.50 O6 S1.50 # Dc = 1.52 Fooo = 664.00 Mu = 6.34 M = 154.97 # Found Formula = C6 H20 Cl2 N4 O4 S1 # Dc = 1.55 FOOO = 664.00 Mu = 6.44 M = 157.61 _chemical_formula_sum 'C6 H20 Cl2 N4 O4 S1' _chemical_formula_moiety '2(C3 H10 Cl N2), O4 S' _chemical_compound_source ? _chemical_formula_weight 315.22 _cell_measurement_reflns_used 1848 _cell_measurement_theta_min 3.4834 _cell_measurement_theta_max 29.1814 _cell_measurement_temperature 110 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_min 0.108 _exptl_crystal_size_mid 0.176 _exptl_crystal_size_max 0.275 _exptl_crystal_density_diffrn 1.549 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 664 _exptl_absorpt_coefficient_mu 0.644 # Sheldrick geometric approximatio 0.89 0.93 _exptl_absorpt_correction_T_min 0.902 _exptl_absorpt_correction_T_max 0.942 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.4685 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 110 _diffrn_reflns_number 2793 _reflns_number_total 1553 _diffrn_reflns_av_R_equivalents 0.061 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 1553 # Theoretical number of reflections is about 3678 _diffrn_reflns_theta_min 3.490 _diffrn_reflns_theta_max 29.245 _diffrn_measured_fraction_theta_max 0.843 _diffrn_reflns_theta_full 25.151 _diffrn_measured_fraction_theta_full 0.986 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _reflns_limit_h_min -15 _reflns_limit_h_max 14 _reflns_limit_k_min 0 _reflns_limit_k_max 22 _reflns_limit_l_min 0 _reflns_limit_l_max 8 _oxford_diffrn_Wilson_B_factor 1.77 _oxford_diffrn_Wilson_scale 0.06 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.73 _refine_diff_density_max 0.98 # 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>-10.0\s(I) _refine_ls_number_reflns 1553 _refine_ls_number_restraints 0 _refine_ls_number_parameters 79 _oxford_refine_ls_R_factor_ref 0.0839 _refine_ls_wR_factor_ref 0.1703 _refine_ls_goodness_of_fit_ref 0.9852 _refine_ls_shift/su_max 0.0001978 _refine_ls_shift/su_mean 0.0000139 # The values computed from all data _oxford_reflns_number_all 1553 _refine_ls_R_factor_all 0.0839 _refine_ls_wR_factor_all 0.1703 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 1330 _refine_ls_R_factor_gt 0.0736 _refine_ls_wR_factor_gt 0.1627 # 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 . _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, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.359E+04 0.554E+04 0.327E+04 0.123E+04 217. ; # Insert your own references if required - in alphabetical order _publ_section_references ; Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Burla, M. C. , Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., D Caro, L. , Giacovazzo, C., Polidori, G., & Spagna R. J. Appl. Cryst. (2005). 381-388. Larson, A.C. (1970) Crystallographic Computing, Ed Ahmed, F.R., Munksgaard, Copenhagen, 291-294. Oxford Diffraction, (2002). CrysAlis RED. Oxford Diffraction, (2006). Gemini User Manual. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. 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 _atom_site_attached_hydrogens Cl1 Cl 0.60895(10) 0.57457(7) 0.4728(2) 0.0274 1.0000 Uani . . . . . . C2 C 0.7025(4) 0.6501(3) 0.5444(7) 0.0194 1.0000 Uani . . . . . . N3 N 0.7617(3) 0.6343(2) 0.7414(6) 0.0167 1.0000 Uani . . . . . . N6 N 0.8324(3) 0.7020(2) 0.7684(6) 0.0196 1.0000 Uani . . . . . . C5 C 0.8325(4) 0.5629(3) 0.7345(8) 0.0222 1.0000 Uani . . . . . . C4 C 0.6786(4) 0.6320(3) 0.9121(8) 0.0231 1.0000 Uani . . . . . . S7 S 1.0000 0.66037(9) 0.2500 0.0160 1.0000 Uani S T . . . . O8 O 0.9856(3) 0.7101(2) 0.4311(5) 0.0218 1.0000 Uani . . . . . . O9 O 0.8984(3) 0.6128(2) 0.2218(6) 0.0271 1.0000 Uani . . . . . . H21 H 0.6594 0.6967 0.5571 0.0230 1.0000 Uiso R . . . . . H22 H 0.7614 0.6548 0.4444 0.0226 1.0000 Uiso R . . . . . H43 H 0.7199 0.6273 1.0364 0.0351 1.0000 Uiso R . . . . . H42 H 0.6352 0.6787 0.9123 0.0349 1.0000 Uiso R . . . . . H41 H 0.6290 0.5895 0.8946 0.0350 1.0000 Uiso R . . . . . H62 H 0.8875 0.7087 0.6846 0.0231 1.0000 Uiso R . . . . . H33 H 0.8764 0.5575 0.8567 0.0329 1.0000 Uiso R . . . . . H31 H 0.8837 0.5651 0.6231 0.0326 1.0000 Uiso R . . . . . H32 H 0.7831 0.5193 0.7183 0.0327 1.0000 Uiso R . . . . . H61 H 0.8700 0.7076 0.8798 0.0236 1.0000 Uiso 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 0.0173(6) 0.0266(6) 0.0385(7) -0.0099(5) -0.0019(5) -0.0019(5) C2 0.015(2) 0.021(2) 0.022(2) -0.0032(18) -0.0018(17) 0.0007(17) N3 0.0143(17) 0.0161(18) 0.0199(19) -0.0005(14) 0.0017(14) 0.0012(14) N6 0.0159(18) 0.0184(19) 0.024(2) -0.0016(15) -0.0004(15) -0.0049(15) C5 0.018(2) 0.019(2) 0.030(3) 0.0014(19) 0.0039(19) 0.0047(18) C4 0.022(2) 0.023(2) 0.025(2) 0.0005(19) 0.0090(19) 0.0006(19) S7 0.0129(7) 0.0169(7) 0.0183(8) 0.0000 0.0022(5) 0.0000 O8 0.0213(17) 0.0233(17) 0.0209(17) -0.0020(13) 0.0041(13) 0.0006(14) O9 0.0219(18) 0.0258(18) 0.034(2) -0.0051(15) 0.0057(15) -0.0111(15) _refine_ls_extinction_coef 46(7) _refine_ls_extinction_method 'Larson (1970), Equation 22' _oxford_refine_ls_scale 4.40(19) 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 Cl1 . C2 . 1.777(5) yes C2 . N3 . 1.498(6) yes C2 . H21 . 0.962 no C2 . H22 . 0.960 no N3 . N6 . 1.454(5) yes N3 . C5 . 1.499(6) yes N3 . C4 . 1.493(6) yes N6 . H62 . 0.860 no N6 . H61 . 0.862 no C5 . H33 . 0.960 no C5 . H31 . 0.951 no C5 . H32 . 0.962 no C4 . H43 . 0.955 no C4 . H42 . 0.961 no C4 . H41 . 0.951 no S7 . O8 5_755 1.491(3) yes S7 . O9 5_755 1.460(3) yes S7 . O8 . 1.491(3) yes S7 . O9 . 1.460(3) yes 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 Cl1 . C2 . N3 . 112.0(3) yes Cl1 . C2 . H21 . 109.5 no N3 . C2 . H21 . 108.7 no Cl1 . C2 . H22 . 108.7 no N3 . C2 . H22 . 106.6 no H21 . C2 . H22 . 111.4 no C2 . N3 . N6 . 102.4(3) yes C2 . N3 . C5 . 112.4(4) yes N6 . N3 . C5 . 111.7(3) yes C2 . N3 . C4 . 111.4(4) yes N6 . N3 . C4 . 107.4(4) yes C5 . N3 . C4 . 111.2(4) yes N3 . N6 . H62 . 117.3 no N3 . N6 . H61 . 119.0 no H62 . N6 . H61 . 99.0 no N3 . C5 . H33 . 110.4 no N3 . C5 . H31 . 109.8 no H33 . C5 . H31 . 108.8 no N3 . C5 . H32 . 109.5 no H33 . C5 . H32 . 109.5 no H31 . C5 . H32 . 108.9 no N3 . C4 . H43 . 109.1 no N3 . C4 . H42 . 108.8 no H43 . C4 . H42 . 109.7 no N3 . C4 . H41 . 109.1 no H43 . C4 . H41 . 110.0 no H42 . C4 . H41 . 110.2 no O8 5_755 S7 . O9 5_755 109.9(2) yes O8 5_755 S7 . O8 . 108.5(3) yes O9 5_755 S7 . O8 . 109.0(2) yes O8 5_755 S7 . O9 . 109.0(2) yes O9 5_755 S7 . O9 . 110.5(3) yes O8 . S7 . O9 . 109.9(2) yes 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 C2 . H21 . O8 4_666 165.30(14) 0.96 2.35 3.291(7) yes C2 . H22 . O9 . 156 0.96 2.30 3.203(7) yes C4 . H43 . O9 1_556 150.85(14) 0.95 2.43 3.293(7) yes N6 . H62 . O8 . 164 0.86 2.04 2.870(7) yes N6 . H61 . O8 5_756 156.68(15) 0.86 2.09 2.907(7) yes _iucr_refine_instruction_details_constraints ; # # Punched on 10/12/10 at 17:22:02 # #LIST 12 BLOCK SCALE X'S, U'S CONT EXTPARAM RIDE C ( 2,X'S) H ( 21,X'S) H ( 22,X'S) RIDE N ( 6,X'S) H ( 62,X'S) H ( 61,X'S) RIDE C ( 3,X'S) H ( 33,X'S) H ( 31,X'S) H ( 32,X'S) RIDE C ( 4,X'S) H ( 43,X'S) H ( 42,X'S) H ( 41,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 10/12/10 at 17:22:02 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; # Attachment '3. [Me2N(CH2Cl)NH2]2(C2N10).cif' data_[Me2N(CH2Cl)NH2]2(C2N10) _database_code_depnum_ccdc_archive 'CCDC 808542' #TrackingRef '3. [Me2N(CH2Cl)NH2]2(C2N10).cif' _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 8.8517(6) _cell_length_b 8.8720(6) _cell_length_c 11.5295(7) _cell_angle_alpha 80.981(5) _cell_angle_beta 83.470(5) _cell_angle_gamma 71.379(6) _cell_volume 845.47(10) _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z 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' Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C22 Cl2 # Dc = 1.32 Fooo = 400.00 Mu = 3.81 M = 335.15 # Found Formula = C8 H20 Cl2 N14 # Dc = 1.51 FOOO = 400.00 Mu = 4.10 M = 383.25 _chemical_formula_sum 'C8 H20 Cl2 N14' _chemical_formula_moiety '2(C3 H10 Cl N2), C2 N10' _chemical_compound_source ? _chemical_formula_weight 383.25 _cell_measurement_reflns_used 13863 _cell_measurement_theta_min 3.5798 _cell_measurement_theta_max 29.4196 _cell_measurement_temperature 110 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_min 0.162 _exptl_crystal_size_mid 0.242 _exptl_crystal_size_max 0.471 _exptl_crystal_density_diffrn 1.505 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 400 _exptl_absorpt_coefficient_mu 0.410 # Sheldrick geometric approximatio 0.91 0.94 _exptl_absorpt_correction_T_min 0.881 _exptl_absorpt_correction_T_max 0.947 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.4685 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2007)' _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 110 _diffrn_reflns_number 21463 _reflns_number_total 4325 _diffrn_reflns_av_R_equivalents 0.065 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 4325 # Theoretical number of reflections is about 9409 _diffrn_reflns_theta_min 3.587 _diffrn_reflns_theta_max 29.483 _diffrn_measured_fraction_theta_max 0.918 _diffrn_reflns_theta_full 27.124 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _reflns_limit_h_min -11 _reflns_limit_h_max 12 _reflns_limit_k_min -11 _reflns_limit_k_max 12 _reflns_limit_l_min 0 _reflns_limit_l_max 15 _oxford_diffrn_Wilson_B_factor 2.37 _oxford_diffrn_Wilson_scale 0.02 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.55 _refine_diff_density_max 0.44 # 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>-10.0\s(I) _refine_ls_number_reflns 4325 _refine_ls_number_restraints 0 _refine_ls_number_parameters 217 _oxford_refine_ls_R_factor_ref 0.0621 _refine_ls_wR_factor_ref 0.1588 _refine_ls_goodness_of_fit_ref 0.9694 _refine_ls_shift/su_max 0.0003082 _refine_ls_shift/su_mean 0.0000305 # The values computed from all data _oxford_reflns_number_all 4325 _refine_ls_R_factor_all 0.0621 _refine_ls_wR_factor_all 0.1588 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3726 _refine_ls_R_factor_gt 0.0541 _refine_ls_wR_factor_gt 0.1321 # 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 . _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, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.251E+04 0.420E+04 0.253E+04 0.101E+04 208. ; # Insert your own references if required - in alphabetical order _publ_section_references ; Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Oxford Diffraction, (2002). CrysAlis RED. Oxford Diffraction, (2006). Gemini User Manual. Palatinus, L. & Chapuis, G. (2007). J. Appl. Cryst. 40, 786-790. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. 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 _atom_site_attached_hydrogens Cl1 Cl 0.79562(7) -0.07598(6) 0.39115(4) 0.0291 1.0000 Uani . . . . . . C2 C 0.8236(3) -0.2548(2) 0.48851(17) 0.0217 1.0000 Uani . . . . . . N3 N 0.7869(2) -0.22252(19) 0.61513(15) 0.0179 1.0000 Uani . . . . . . C4 C 0.8059(3) -0.3824(2) 0.68887(18) 0.0237 1.0000 Uani . . . . . . C5 C 0.8993(2) -0.1466(2) 0.6520(2) 0.0246 1.0000 Uani . . . . . . N6 N 0.6264(2) -0.1227(2) 0.64218(15) 0.0199 1.0000 Uani . . . . . . Cl7 Cl 0.62461(7) 0.15756(8) 0.13129(4) 0.0322 1.0000 Uani . . . . . . C8 C 0.7818(3) 0.1282(3) 0.01963(18) 0.0243 1.0000 Uani . . . . . . N9 N 0.7203(2) 0.1926(2) -0.10037(14) 0.0180 1.0000 Uani . . . . . . C10 C 0.6085(2) 0.1094(2) -0.12792(18) 0.0218 1.0000 Uani . . . . . . C11 C 0.6409(3) 0.3704(2) -0.1114(2) 0.0248 1.0000 Uani . . . . . . N12 N 0.8624(2) 0.1483(2) -0.18037(15) 0.0214 1.0000 Uani . . . . . . N13 N 0.7681(2) 0.3702(2) 0.49377(15) 0.0201 1.0000 Uani . . . . . . N14 N 0.7125(2) 0.2818(2) 0.58240(16) 0.0215 1.0000 Uani . . . . . . N15 N 0.5884(2) 0.2477(2) 0.55049(15) 0.0218 1.0000 Uani . . . . . . N16 N 0.5605(2) 0.3143(2) 0.43945(16) 0.0208 1.0000 Uani . . . . . . C17 C 0.6722(2) 0.3882(2) 0.40730(16) 0.0172 1.0000 Uani . . . . . . N18 N 0.68042(19) 0.46619(19) 0.29170(15) 0.0194 1.0000 Uani . . . . . . N19 N 0.7957(2) 0.5246(2) 0.27273(15) 0.0199 1.0000 Uani . . . . . . C20 C 0.8137(2) 0.5963(2) 0.15619(17) 0.0177 1.0000 Uani . . . . . . N21 N 0.7390(2) 0.5934(2) 0.06250(15) 0.0253 1.0000 Uani . . . . . . N22 N 0.8025(2) 0.6755(2) -0.02590(17) 0.0267 1.0000 Uani . . . . . . N23 N 0.9114(2) 0.7247(2) 0.01421(16) 0.0252 1.0000 Uani . . . . . . N24 N 0.9208(2) 0.6752(2) 0.12920(17) 0.0254 1.0000 Uani . . . . . . H21 H 0.9340 -0.3211 0.4796 0.0258 1.0000 Uiso R . . . . . H22 H 0.7529 -0.3103 0.4704 0.0257 1.0000 Uiso R . . . . . H43 H 0.7817 -0.3658 0.7705 0.0357 1.0000 Uiso R . . . . . H42 H 0.9145 -0.4497 0.6751 0.0353 1.0000 Uiso R . . . . . H41 H 0.7321 -0.4285 0.6640 0.0356 1.0000 Uiso R . . . . . H53 H 0.8783 -0.1371 0.7346 0.0363 1.0000 Uiso R . . . . . H52 H 1.0079 -0.2109 0.6363 0.0364 1.0000 Uiso R . . . . . H51 H 0.8801 -0.0421 0.6086 0.0367 1.0000 Uiso R . . . . . H82 H 0.8538 0.1834 0.0335 0.0282 1.0000 Uiso R . . . . . H81 H 0.8364 0.0153 0.0206 0.0291 1.0000 Uiso R . . . . . H113 H 0.6110 0.4081 -0.1906 0.0365 1.0000 Uiso R . . . . . H111 H 0.7141 0.4221 -0.0917 0.0365 1.0000 Uiso R . . . . . H112 H 0.5474 0.3904 -0.0586 0.0371 1.0000 Uiso R . . . . . H103 H 0.5835 0.1444 -0.2091 0.0325 1.0000 Uiso R . . . . . H102 H 0.6601 -0.0046 -0.1166 0.0325 1.0000 Uiso R . . . . . H101 H 0.5126 0.1366 -0.0773 0.0322 1.0000 Uiso R . . . . . H121 H 0.9305 0.1990 -0.1738 0.0265 1.0000 Uiso R . . . . . H122 H 0.8412 0.1764 -0.2527 0.0261 1.0000 Uiso R . . . . . H61 H 0.6066 -0.0284 0.6033 0.0248 1.0000 Uiso R . . . . . H62 H 0.5532 -0.1568 0.6212 0.0252 1.0000 Uiso 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 0.0359(3) 0.0262(3) 0.0223(3) 0.0022(2) 0.0027(2) -0.0094(2) C2 0.0267(9) 0.0197(8) 0.0182(9) -0.0026(7) -0.0004(7) -0.0069(7) N3 0.0188(7) 0.0163(7) 0.0196(7) -0.0028(6) -0.0031(6) -0.0056(6) C4 0.0333(11) 0.0170(8) 0.0214(9) 0.0019(7) -0.0080(8) -0.0087(7) C5 0.0200(9) 0.0230(9) 0.0344(11) -0.0090(8) -0.0050(8) -0.0080(7) N6 0.0160(7) 0.0198(7) 0.0237(8) -0.0027(6) -0.0020(6) -0.0052(6) Cl7 0.0344(3) 0.0454(3) 0.0192(3) -0.0036(2) 0.0035(2) -0.0177(3) C8 0.0247(9) 0.0323(10) 0.0174(9) 0.0007(7) -0.0018(7) -0.0126(8) N9 0.0205(7) 0.0189(7) 0.0165(7) -0.0014(6) -0.0016(6) -0.0089(6) C10 0.0236(9) 0.0220(8) 0.0241(9) -0.0039(7) -0.0007(7) -0.0129(7) C11 0.0268(10) 0.0185(8) 0.0302(10) -0.0033(7) -0.0017(8) -0.0087(7) N12 0.0222(8) 0.0259(8) 0.0184(8) -0.0039(6) 0.0016(6) -0.0111(6) N13 0.0206(7) 0.0204(7) 0.0199(8) -0.0025(6) -0.0030(6) -0.0066(6) N14 0.0228(8) 0.0205(7) 0.0218(8) -0.0008(6) -0.0034(6) -0.0078(6) N15 0.0254(8) 0.0200(7) 0.0214(8) -0.0018(6) -0.0015(6) -0.0095(6) N16 0.0219(8) 0.0199(7) 0.0218(8) -0.0019(6) -0.0020(6) -0.0081(6) C17 0.0168(8) 0.0175(8) 0.0176(8) -0.0037(6) -0.0016(6) -0.0050(6) N18 0.0169(7) 0.0189(7) 0.0225(8) -0.0023(6) -0.0035(6) -0.0054(6) N19 0.0210(8) 0.0202(7) 0.0199(8) -0.0022(6) -0.0029(6) -0.0080(6) C20 0.0167(8) 0.0171(8) 0.0196(8) -0.0022(6) -0.0038(6) -0.0049(6) N21 0.0268(9) 0.0354(10) 0.0174(8) -0.0019(7) -0.0026(6) -0.0150(7) N22 0.0276(9) 0.0326(9) 0.0212(8) -0.0015(7) -0.0024(7) -0.0118(7) N23 0.0285(9) 0.0248(8) 0.0232(9) 0.0031(7) -0.0024(7) -0.0120(7) N24 0.0288(9) 0.0266(9) 0.0254(9) 0.0014(7) -0.0047(7) -0.0160(7) _refine_ls_extinction_method None _oxford_refine_ls_scale 6.71(19) 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 Cl1 . C2 . 1.758(2) yes C2 . N3 . 1.511(2) yes C2 . H21 . 0.970 no C2 . H22 . 0.968 no N3 . C4 . 1.505(2) yes N3 . C5 . 1.497(2) yes N3 . N6 . 1.443(2) yes C4 . H43 . 0.965 no C4 . H42 . 0.967 no C4 . H41 . 0.962 no C5 . H53 . 0.960 no C5 . H52 . 0.962 no C5 . H51 . 0.955 no N6 . H61 . 0.859 no N6 . H62 . 0.868 no Cl7 . C8 . 1.769(2) yes C8 . N9 . 1.504(2) yes C8 . H82 . 0.959 no C8 . H81 . 0.962 no N9 . C10 . 1.496(2) yes N9 . C11 . 1.500(2) yes N9 . N12 . 1.457(2) yes C10 . H103 . 0.966 no C10 . H102 . 0.962 no C10 . H101 . 0.959 no C11 . H113 . 0.959 no C11 . H111 . 0.968 no C11 . H112 . 0.955 no N12 . H121 . 0.874 no N12 . H122 . 0.856 no N13 . N14 . 1.335(2) yes N13 . C17 . 1.340(2) yes N14 . N15 . 1.331(2) yes N15 . N16 . 1.338(2) yes N16 . C17 . 1.342(3) yes C17 . N18 . 1.408(2) yes N18 . N19 . 1.269(2) yes N19 . C20 . 1.408(3) yes C20 . N21 . 1.336(2) yes C20 . N24 . 1.332(2) yes N21 . N22 . 1.335(3) yes N22 . N23 . 1.329(3) yes N23 . N24 . 1.333(3) yes 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 Cl1 . C2 . N3 . 111.61(13) yes Cl1 . C2 . H21 . 109.2 no N3 . C2 . H21 . 108.3 no Cl1 . C2 . H22 . 108.9 no N3 . C2 . H22 . 108.6 no H21 . C2 . H22 . 110.3 no C2 . N3 . C4 . 106.69(15) yes C2 . N3 . C5 . 111.67(16) yes C4 . N3 . C5 . 109.22(15) yes C2 . N3 . N6 . 114.89(15) yes C4 . N3 . N6 . 106.65(15) yes C5 . N3 . N6 . 107.50(14) yes N3 . C4 . H43 . 108.8 no N3 . C4 . H42 . 108.1 no H43 . C4 . H42 . 111.5 no N3 . C4 . H41 . 107.7 no H43 . C4 . H41 . 110.4 no H42 . C4 . H41 . 110.3 no N3 . C5 . H53 . 109.0 no N3 . C5 . H52 . 109.8 no H53 . C5 . H52 . 110.2 no N3 . C5 . H51 . 108.1 no H53 . C5 . H51 . 109.3 no H52 . C5 . H51 . 110.3 no N3 . N6 . H61 . 112.1 no N3 . N6 . H62 . 113.4 no H61 . N6 . H62 . 102.4 no Cl7 . C8 . N9 . 111.52(14) yes Cl7 . C8 . H82 . 108.7 no N9 . C8 . H82 . 108.5 no Cl7 . C8 . H81 . 109.5 no N9 . C8 . H81 . 108.0 no H82 . C8 . H81 . 110.6 no C8 . N9 . C10 . 111.15(15) yes C8 . N9 . C11 . 111.38(16) yes C10 . N9 . C11 . 110.50(15) yes C8 . N9 . N12 . 103.90(15) yes C10 . N9 . N12 . 107.38(14) yes C11 . N9 . N12 . 112.31(15) yes N9 . C10 . H103 . 108.0 no N9 . C10 . H102 . 109.0 no H103 . C10 . H102 . 110.0 no N9 . C10 . H101 . 109.8 no H103 . C10 . H101 . 109.9 no H102 . C10 . H101 . 110.0 no N9 . C11 . H113 . 108.9 no N9 . C11 . H111 . 109.4 no H113 . C11 . H111 . 110.3 no N9 . C11 . H112 . 107.8 no H113 . C11 . H112 . 109.6 no H111 . C11 . H112 . 110.8 no N9 . N12 . H121 . 112.9 no N9 . N12 . H122 . 112.4 no H121 . N12 . H122 . 102.2 no N14 . N13 . C17 . 103.99(16) yes N13 . N14 . N15 . 110.24(16) yes N14 . N15 . N16 . 108.92(16) yes N15 . N16 . C17 . 104.61(16) yes N16 . C17 . N13 . 112.25(17) yes N16 . C17 . N18 . 119.27(17) yes N13 . C17 . N18 . 128.43(17) yes C17 . N18 . N19 . 112.14(16) yes N18 . N19 . C20 . 114.06(16) yes N19 . C20 . N21 . 128.58(18) yes N19 . C20 . N24 . 119.14(17) yes N21 . C20 . N24 . 112.25(18) yes C20 . N21 . N22 . 104.32(17) yes N21 . N22 . N23 . 109.46(17) yes N22 . N23 . N24 . 109.34(17) yes N23 . N24 . C20 . 104.62(17) yes 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 C2 . H21 . N13 2_756 149.42(6) 0.97 2.58 3.449(3) yes C4 . H43 . N22 1_546 163.16(7) 0.96 2.47 3.403(3) yes C4 . H42 . N19 2_756 146.33(6) 0.97 2.55 3.400(3) yes C5 . H52 . N13 2_756 152.78(6) 0.96 2.53 3.409(3) yes C8 . H82 . N23 2_765 153.93(7) 0.96 2.44 3.331(3) yes C8 . H81 . N23 1_545 166.04(6) 0.96 2.46 3.401(3) yes C11 . H111 . N21 . 140 0.97 2.58 3.380(3) yes C11 . H112 . N21 2_665 137.42(7) 0.96 2.50 3.266(3) yes N12 . H121 . N24 2_765 170.65(7) 0.87 2.12 2.991(3) yes N12 . H122 . N14 1_554 162.89(6) 0.86 2.25) 3.074(3) yes N6 . H61 . N15 . 161 0.86 2.39 3.212(3) yes N6 . H62 . N16 2_656 160.46(6) 0.87 2.20 3.027(3) yes _iucr_refine_instruction_details_constraints ; # # Punched on 17/12/10 at 10:58:37 # #LIST 12 BLOCK SCALE X'S, U'S RIDE C ( 2,X'S) H ( 21,X'S) H ( 22,X'S) RIDE C ( 4,X'S) H ( 43,X'S) H ( 42,X'S) H ( 41,X'S) RIDE C ( 5,X'S) H ( 53,X'S) H ( 52,X'S) H ( 51,X'S) RIDE N ( 6,X'S) H ( 61,X'S) H ( 62,X'S) RIDE C ( 8,X'S) H ( 82,X'S) H ( 81,X'S) RIDE C ( 10,X'S) H ( 103,X'S) H ( 102,X'S) H ( 101,X'S) RIDE C ( 11,X'S) H ( 113,X'S) H ( 111,X'S) H ( 112,X'S) RIDE N ( 12,X'S) H ( 121,X'S) H ( 122,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 17/12/10 at 10:58:37 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; # Attachment '4. [(CH3)2N(CH2Cl)NH2][(NO2)3Ph-O].cif' data_[(CH3)2N(CH2Cl)NH2][(NO2)3Ph-O] _database_code_depnum_ccdc_archive 'CCDC 808543' #TrackingRef '4. [(CH3)2N(CH2Cl)NH2][(NO2)3Ph-O].cif' _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 24.168(4) _cell_length_b 7.3756(8) _cell_length_c 17.062(3) _cell_angle_alpha 90 _cell_angle_beta 116.19(2) _cell_angle_gamma 90 _cell_volume 2729.1(9) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1 ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,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' Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 8 # Given Formula = C18 H16 Cl2 N10 O14 # Dc = 1.62 Fooo = 1392.00 Mu = 3.26 M = 333.64 # Found Formula = C18 H24 Cl2 N10 O14 # Dc = 1.64 FOOO = 1392.00 Mu = 3.27 M = 337.68 _chemical_formula_sum 'C9 H12 Cl N5 O7' _chemical_formula_moiety 'C6 H2 N3 O7, C3 H10 Cl N2' _chemical_compound_source ? _chemical_formula_weight 337.69 _cell_measurement_reflns_used 4383 _cell_measurement_theta_min 3.5109 _cell_measurement_theta_max 29.4949 _cell_measurement_temperature 110 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_min 0.139 _exptl_crystal_size_mid 0.254 _exptl_crystal_size_max 0.552 _exptl_crystal_density_diffrn 1.644 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 0.327 # Sheldrick geometric approximatio 0.92 0.96 _exptl_absorpt_correction_T_min 0.875 _exptl_absorpt_correction_T_max 0.956 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.4685 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) ; _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _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 110 _diffrn_reflns_number 10302 _reflns_number_total 3343 _diffrn_reflns_av_R_equivalents 0.039 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 3343 # Theoretical number of reflections is about 7647 _diffrn_reflns_theta_min 3.518 _diffrn_reflns_theta_max 29.558 _diffrn_measured_fraction_theta_max 0.874 _diffrn_reflns_theta_full 26.307 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _reflns_limit_h_min -30 _reflns_limit_h_max 27 _reflns_limit_k_min 0 _reflns_limit_k_max 10 _reflns_limit_l_min 0 _reflns_limit_l_max 23 _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 -0.57 _refine_diff_density_max 0.57 # 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>-10.0\s(I) _refine_ls_number_reflns 3343 _refine_ls_number_restraints 0 _refine_ls_number_parameters 199 _oxford_refine_ls_R_factor_ref 0.0594 _refine_ls_wR_factor_ref 0.1094 _refine_ls_goodness_of_fit_ref 0.9959 _refine_ls_shift/su_max 0.0004800 _refine_ls_shift/su_mean 0.0000343 # The values computed from all data _oxford_reflns_number_all 3343 _refine_ls_R_factor_all 0.0594 _refine_ls_wR_factor_all 0.1094 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 2873 _refine_ls_R_factor_gt 0.0519 _refine_ls_wR_factor_gt 0.0958 # 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 . _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, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.134E+04 0.210E+04 0.108E+04 285. ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G.L., Giacovazzo, C., Guagliardi, A., Grazia, A., Moliterni, G., Polidori, G. & Spagna, R. (1999). J. App. Cryst. 32, 115-119. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Oxford Diffraction, (2002). CrysAlis RED. Oxford Diffraction, (2006). Gemini User Manual. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. 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 _atom_site_attached_hydrogens Cl1 Cl 0.75732(3) 0.68156(8) 0.90097(4) 0.0248 1.0000 Uani . . . . . . C2 C 0.68034(10) 0.7588(3) 0.84702(15) 0.0204 1.0000 Uani . . . . . . N3 N 0.67620(8) 0.9545(2) 0.82055(11) 0.0159 1.0000 Uani . . . . . . N4 N 0.61141(8) 1.0037(3) 0.77406(12) 0.0198 1.0000 Uani . . . . . . C5 C 0.70460(10) 0.9852(3) 0.75942(15) 0.0229 1.0000 Uani . . . . . . C6 C 0.70480(10) 1.0781(3) 0.89790(14) 0.0213 1.0000 Uani . . . . . . O7 O 0.41828(7) 0.2236(2) 0.37351(10) 0.0229 1.0000 Uani . . . . . . C8 C 0.45768(9) 0.2449(3) 0.44988(13) 0.0160 1.0000 Uani . . . . . . C9 C 0.52366(10) 0.2122(3) 0.48293(14) 0.0167 1.0000 Uani . . . . . . C10 C 0.56655(10) 0.2582(3) 0.56537(14) 0.0171 1.0000 Uani . . . . . . C11 C 0.54755(9) 0.3361(3) 0.62302(13) 0.0161 1.0000 Uani . . . . . . C12 C 0.48501(10) 0.3636(3) 0.60003(14) 0.0177 1.0000 Uani . . . . . . C13 C 0.44291(10) 0.3146(3) 0.51815(14) 0.0174 1.0000 Uani . . . . . . N14 N 0.54775(8) 0.1347(3) 0.42661(12) 0.0199 1.0000 Uani . . . . . . O15 O 0.51336(9) 0.0964(4) 0.35089(13) 0.0512 1.0000 Uani . . . . . . O16 O 0.60331(7) 0.1025(3) 0.45711(12) 0.0291 1.0000 Uani . . . . . . N17 N 0.59299(9) 0.3968(3) 0.70724(12) 0.0192 1.0000 Uani . . . . . . O18 O 0.57538(8) 0.4494(3) 0.76075(11) 0.0265 1.0000 Uani . . . . . . O19 O 0.64779(7) 0.3956(2) 0.72167(10) 0.0219 1.0000 Uani . . . . . . N20 N 0.37806(9) 0.3478(3) 0.49584(12) 0.0211 1.0000 Uani . . . . . . O21 O 0.33916(8) 0.2428(3) 0.44660(12) 0.0299 1.0000 Uani . . . . . . O22 O 0.36587(8) 0.4805(3) 0.52927(12) 0.0327 1.0000 Uani . . . . . . H22 H 0.6594 0.7439 0.8840 0.0253 1.0000 Uiso R . . . . . H21 H 0.6598 0.6901 0.7948 0.0246 1.0000 Uiso R . . . . . H51 H 0.6983 1.1098 0.7413 0.0336 1.0000 Uiso R . . . . . H52 H 0.7473 0.9585 0.7895 0.0338 1.0000 Uiso R . . . . . H53 H 0.6848 0.9069 0.7104 0.0332 1.0000 Uiso R . . . . . H61 H 0.6993 1.2019 0.8752 0.0316 1.0000 Uiso R . . . . . H62 H 0.7487 1.0476 0.9302 0.0320 1.0000 Uiso R . . . . . H63 H 0.6837 1.0598 0.9340 0.0318 1.0000 Uiso R . . . . . H101 H 0.6084 0.2387 0.5819 0.0215 1.0000 Uiso R . . . . . H121 H 0.4724 0.4133 0.6410 0.0230 1.0000 Uiso R . . . . . H42 H 0.5908 0.9855 0.8042 0.0249 1.0000 Uiso R . . . . . H41 H 0.5916 0.9411 0.7276 0.0244 1.0000 Uiso 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 0.0219(3) 0.0295(3) 0.0248(3) 0.0052(2) 0.0119(2) 0.0078(2) C2 0.0188(10) 0.0200(10) 0.0232(10) -0.0001(9) 0.0100(8) -0.0015(8) N3 0.0130(8) 0.0186(8) 0.0164(8) -0.0007(7) 0.0067(6) -0.0010(6) N4 0.0134(8) 0.0246(9) 0.0207(8) 0.0010(7) 0.0069(7) 0.0013(7) C5 0.0206(10) 0.0294(12) 0.0235(10) 0.0046(9) 0.0139(9) 0.0010(9) C6 0.0186(10) 0.0231(10) 0.0204(10) -0.0056(9) 0.0069(8) -0.0067(8) O7 0.0178(8) 0.0289(8) 0.0189(7) -0.0037(7) 0.0053(6) 0.0020(6) C8 0.0163(9) 0.0140(9) 0.0190(9) 0.0025(7) 0.0091(7) 0.0021(7) C9 0.0180(10) 0.0160(9) 0.0202(9) 0.0010(8) 0.0122(8) 0.0014(7) C10 0.0149(9) 0.0171(9) 0.0206(10) 0.0023(8) 0.0091(8) 0.0000(7) C11 0.0151(9) 0.0178(9) 0.0152(9) 0.0011(8) 0.0064(7) -0.0002(7) C12 0.0178(10) 0.0180(9) 0.0192(9) 0.0013(8) 0.0100(8) 0.0010(8) C13 0.0142(9) 0.0195(10) 0.0197(10) 0.0011(8) 0.0088(8) 0.0018(7) N14 0.0162(9) 0.0243(9) 0.0211(8) -0.0013(8) 0.0098(7) 0.0008(7) O15 0.0247(9) 0.102(2) 0.0239(9) -0.0234(11) 0.0078(8) 0.0068(11) O16 0.0179(8) 0.0407(10) 0.0298(9) -0.0053(8) 0.0116(7) 0.0067(7) N17 0.0203(9) 0.0201(9) 0.0179(8) 0.0005(7) 0.0090(7) -0.0011(7) O18 0.0277(9) 0.0353(9) 0.0209(8) -0.0075(7) 0.0148(7) -0.0047(7) O19 0.0148(7) 0.0242(8) 0.0248(8) -0.0015(6) 0.0069(6) -0.0019(6) N20 0.0172(9) 0.0253(9) 0.0217(9) 0.0029(8) 0.0092(7) 0.0038(7) O21 0.0170(8) 0.0326(10) 0.0388(10) -0.0053(8) 0.0112(7) -0.0031(7) O22 0.0237(9) 0.0382(10) 0.0368(10) -0.0086(8) 0.0139(8) 0.0099(8) _refine_ls_extinction_method None _oxford_refine_ls_scale 2.527(19) 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 Cl1 . C2 . 1.767(2) yes C2 . N3 . 1.502(3) yes C2 . H22 . 0.973 no C2 . H21 . 0.952 no N3 . N4 . 1.455(2) yes N3 . C5 . 1.497(3) yes N3 . C6 . 1.499(3) yes N4 . H42 . 0.871 no N4 . H41 . 0.858 no C5 . H51 . 0.961 no C5 . H52 . 0.949 no C5 . H53 . 0.953 no C6 . H61 . 0.977 no C6 . H62 . 0.981 no C6 . H63 . 0.966 no O7 . C8 . 1.239(2) yes C8 . C9 . 1.458(3) yes C8 . C13 . 1.455(3) yes C9 . C10 . 1.372(3) yes C9 . N14 . 1.443(3) yes C10 . C11 . 1.381(3) yes C10 . H101 . 0.933 no C11 . C12 . 1.399(3) yes C11 . N17 . 1.442(3) yes C12 . C13 . 1.365(3) yes C12 . H121 . 0.952 no C13 . N20 . 1.461(3) yes N14 . O15 . 1.221(3) yes N14 . O16 . 1.230(2) yes N17 . O18 . 1.228(2) yes N17 . O19 . 1.236(2) yes N20 . O21 . 1.222(3) yes N20 . O22 . 1.232(3) yes 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 Cl1 . C2 . N3 . 112.43(15) yes Cl1 . C2 . H22 . 110.8 no N3 . C2 . H22 . 108.6 no Cl1 . C2 . H21 . 108.1 no N3 . C2 . H21 . 107.0 no H22 . C2 . H21 . 109.9 no C2 . N3 . N4 . 108.46(16) yes C2 . N3 . C5 . 111.37(17) yes N4 . N3 . C5 . 107.25(16) yes C2 . N3 . C6 . 112.09(17) yes N4 . N3 . C6 . 107.18(16) yes C5 . N3 . C6 . 110.27(17) yes N3 . N4 . H42 . 113.5 no N3 . N4 . H41 . 113.3 no H42 . N4 . H41 . 103.4 no N3 . C5 . H51 . 108.2 no N3 . C5 . H52 . 108.4 no H51 . C5 . H52 . 110.7 no N3 . C5 . H53 . 108.2 no H51 . C5 . H53 . 110.5 no H52 . C5 . H53 . 110.8 no N3 . C6 . H61 . 106.9 no N3 . C6 . H62 . 108.6 no H61 . C6 . H62 . 111.1 no N3 . C6 . H63 . 107.9 no H61 . C6 . H63 . 111.4 no H62 . C6 . H63 . 110.7 no O7 . C8 . C9 . 126.0(2) yes O7 . C8 . C13 . 122.75(19) yes C9 . C8 . C13 . 111.21(18) yes C8 . C9 . C10 . 123.95(19) yes C8 . C9 . N14 . 120.12(19) yes C10 . C9 . N14 . 115.87(18) yes C9 . C10 . C11 . 119.67(19) yes C9 . C10 . H101 . 120.0 no C11 . C10 . H101 . 120.3 no C10 . C11 . C12 . 121.23(19) yes C10 . C11 . N17 . 119.53(18) yes C12 . C11 . N17 . 119.20(19) yes C11 . C12 . C13 . 118.3(2) yes C11 . C12 . H121 . 120.5 no C13 . C12 . H121 . 121.2 no C8 . C13 . C12 . 125.29(19) yes C8 . C13 . N20 . 117.70(18) yes C12 . C13 . N20 . 116.85(19) yes C9 . N14 . O15 . 120.64(19) yes C9 . N14 . O16 . 118.72(19) yes O15 . N14 . O16 . 120.6(2) yes C11 . N17 . O18 . 118.55(18) yes C11 . N17 . O19 . 118.30(18) yes O18 . N17 . O19 . 123.14(19) yes C13 . N20 . O21 . 118.97(19) yes C13 . N20 . O22 . 117.43(19) yes O21 . N20 . O22 . 123.59(19) yes 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 C2 . H22 . O16 6_565 145.98(7) 0.97 2.48 3.336(3) yes C2 . H21 . O18 . 128.00 0.95 2.57 3.242(3) yes C2 . H21 . O19 . 147.00 0.95 2.46 3.299(3) yes C5 . H51 . O19 1_565 152.94(6) 0.96 2.38= 3.269(3) yes C5 . H53 . O7 2_666 137.43(7) 0.95 2.46 3.223(3) yes C6 . H62 . O21 8_565 125.10(7) 0.98 2.59= 3.255(3) yes C6 . H62 . O22 8_565 170.07(7) 0.98 2.59 3.558(3) yes C6 . H63 . O16 6_565 147.90(7) 0.97 2.46 3.317(3) yes C12 . H121 . O18 5_656 162.25(7) 0.95 2.43 3.352(3) yes N4 . H42 . O15 6_565 164.65(7) 0.87 2.41 3.259(3) yes N4 . H42 . O16 6_565 142.73(5) 0.87 2.57 3.309(3) yes N4 . H41 . O7 2_666 156.06(7) 0.86 2.04 2.841(3) yes N4 . H41 . O15 2_666 128.50(7) 0.86 2.30 2.917(3) yes _iucr_refine_instruction_details_constraints ; # # Punched on 17/01/11 at 14:18:00 # #LIST 12 BLOCK SCALE X'S, U'S RIDE C ( 2,X'S) H ( 22,X'S) H ( 21,X'S) RIDE N ( 4,X'S) H ( 42,X'S) H ( 41,X'S) RIDE C ( 5,X'S) H ( 51,X'S) H ( 52,X'S) H ( 53,X'S) RIDE C ( 6,X'S) H ( 61,X'S) H ( 62,X'S) H ( 63,X'S) RIDE C ( 10,X'S) H ( 101,X'S) RIDE C ( 12,X'S) H ( 121,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 17/01/11 at 14:18:00 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; # Attachment '5. BaPic_6H2O.cif' data_BaPic_6H2O _database_code_depnum_ccdc_archive 'CCDC 808544' #TrackingRef '5. BaPic_6H2O.cif' _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 6.6417(5) _cell_length_b 11.5885(8) _cell_length_c 15.0331(9) _cell_angle_alpha 84.647(5) _cell_angle_beta 80.070(6) _cell_angle_gamma 86.803(6) _cell_volume 1133.82(14) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z 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' Ba -0.3244 2.2819 20.3361 3.2160 19.2970 0.2756 10.8880 20.2073 2.6959 167.2020 2.7731 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C12 H6 Ba1 N6 O10 # Dc = 1.56 Fooo = 692.00 Mu = 18.05 M = 531.55 # Found Formula = C12 H16 Ba1 N6 O20 # Dc = 2.06 FOOO = 692.00 Mu = 18.64 M = 701.63 _chemical_formula_sum 'C12 H16 Ba1 N6 O20' _chemical_formula_moiety 'C12 H14 Ba N6 O19, H2 O' _chemical_compound_source ? _chemical_formula_weight 701.63 _cell_measurement_reflns_used 11802 _cell_measurement_theta_min 3.3961 _cell_measurement_theta_max 29.5057 _cell_measurement_temperature 110 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_min 0.089 _exptl_crystal_size_mid 0.105 _exptl_crystal_size_max 0.509 _exptl_crystal_density_diffrn 2.055 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 692 _exptl_absorpt_coefficient_mu 1.864 # Sheldrick geometric approximatio 0.82 0.85 _exptl_absorpt_correction_T_min 0.587 _exptl_absorpt_correction_T_max 0.869 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.4685 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) ; _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _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 110 _diffrn_reflns_number 28809 _reflns_number_total 5785 _diffrn_reflns_av_R_equivalents 0.066 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 5785 # Theoretical number of reflections is about 12720 _diffrn_reflns_theta_min 3.403 _diffrn_reflns_theta_max 29.569 _diffrn_measured_fraction_theta_max 0.909 _diffrn_reflns_theta_full 26.908 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _reflns_limit_h_min -8 _reflns_limit_h_max 9 _reflns_limit_k_min -15 _reflns_limit_k_max 15 _reflns_limit_l_min 0 _reflns_limit_l_max 20 _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 -1.80 _refine_diff_density_max 0.99 # 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>-10.0\s(I) _refine_ls_number_reflns 5785 _refine_ls_number_restraints 0 _refine_ls_number_parameters 353 _oxford_refine_ls_R_factor_ref 0.0398 _refine_ls_wR_factor_ref 0.0773 _refine_ls_goodness_of_fit_ref 0.9995 _refine_ls_shift/su_max 0.0006222 _refine_ls_shift/su_mean 0.0000130 # The values computed from all data _oxford_reflns_number_all 5785 _refine_ls_R_factor_all 0.0398 _refine_ls_wR_factor_all 0.0773 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5298 _refine_ls_R_factor_gt 0.0358 _refine_ls_wR_factor_gt 0.0693 # 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 . _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, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.137E+04 0.204E+04 0.109E+04 299. ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G.L., Giacovazzo, C., Guagliardi, A., Grazia, A., Moliterni, G., Polidori, G. & Spagna, R. (1999). J. App. Cryst. 32, 115-119. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Larson, A.C. (1970) Crystallographic Computing, Ed Ahmed, F.R., Munksgaard, Copenhagen, 291-294. Oxford Diffraction, (2002). CrysAlis RED. Oxford Diffraction, (2006). Gemini User Manual. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. 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 _atom_site_attached_hydrogens O1 O 0.5061(4) 0.2399(2) 0.30514(18) 0.0196 1.0000 Uani . . . . . . C2 C 0.5203(5) 0.3460(3) 0.2826(2) 0.0149 1.0000 Uani . . . . . . C3 C 0.5612(5) 0.3990(3) 0.1904(2) 0.0155 1.0000 Uani . . . . . . C4 C 0.5657(5) 0.5169(3) 0.1670(2) 0.0151 1.0000 Uani . . . . . . C5 C 0.5331(5) 0.5916(3) 0.2356(2) 0.0149 1.0000 Uani . . . . . . C6 C 0.4903(5) 0.5504(3) 0.3266(2) 0.0147 1.0000 Uani . . . . . . C7 C 0.4851(5) 0.4333(3) 0.3475(2) 0.0145 1.0000 Uani . . . . . . N8 N 0.6001(5) 0.3255(3) 0.1157(2) 0.0165 1.0000 Uani . . . . . . O9 O 0.6644(4) 0.2244(2) 0.13019(19) 0.0226 1.0000 Uani . . . . . . O10 O 0.5704(5) 0.3663(3) 0.04064(18) 0.0243 1.0000 Uani . . . . . . N11 N 0.5504(5) 0.7143(3) 0.2122(2) 0.0168 1.0000 Uani . . . . . . O12 O 0.5597(4) 0.7514(2) 0.13216(17) 0.0204 1.0000 Uani . . . . . . O13 O 0.5572(5) 0.7770(2) 0.27369(19) 0.0238 1.0000 Uani . . . . . . N14 N 0.4405(5) 0.3937(3) 0.4436(2) 0.0167 1.0000 Uani . . . . . . O15 O 0.3051(4) 0.4462(2) 0.49168(18) 0.0214 1.0000 Uani . . . . . . O16 O 0.5453(5) 0.3117(2) 0.47131(18) 0.0233 1.0000 Uani . . . . . . O17 O 1.0234(4) 0.1408(2) 0.22585(17) 0.0163 1.0000 Uani . . . . . . C18 C 1.0321(5) 0.2473(3) 0.2331(2) 0.0148 1.0000 Uani . . . . . . C19 C 1.0766(5) 0.3326(3) 0.1565(2) 0.0160 1.0000 Uani . . . . . . C20 C 1.0743(5) 0.4500(3) 0.1625(3) 0.0174 1.0000 Uani . . . . . . C21 C 1.0363(6) 0.4905(3) 0.2480(3) 0.0168 1.0000 Uani . . . . . . C22 C 1.0016(5) 0.4163(3) 0.3265(2) 0.0163 1.0000 Uani . . . . . . C23 C 0.9971(5) 0.2992(3) 0.3180(2) 0.0147 1.0000 Uani . . . . . . N24 N 1.1186(5) 0.2928(3) 0.0654(2) 0.0173 1.0000 Uani . . . . . . O25 O 1.2089(5) 0.1987(2) 0.05472(19) 0.0235 1.0000 Uani . . . . . . O26 O 1.0626(5) 0.3566(3) 0.00381(19) 0.0282 1.0000 Uani . . . . . . N27 N 1.0392(5) 0.6134(3) 0.2553(2) 0.0191 1.0000 Uani . . . . . . O28 O 1.0130(5) 0.6477(2) 0.3318(2) 0.0289 1.0000 Uani . . . . . . O29 O 1.0702(5) 0.6794(3) 0.1858(2) 0.0309 1.0000 Uani . . . . . . N30 N 0.9615(5) 0.2245(3) 0.4019(2) 0.0177 1.0000 Uani . . . . . . O31 O 1.0188(5) 0.2578(3) 0.46903(19) 0.0250 1.0000 Uani . . . . . . O32 O 0.8778(4) 0.1319(2) 0.40438(18) 0.0196 1.0000 Uani . . . . . . O33 O 1.0407(4) -0.1019(2) 0.29973(19) 0.0207 1.0000 Uani . . . . . . O34 O 0.8329(4) -0.0578(2) 0.10903(18) 0.0214 1.0000 Uani . . . . . . O35 O 0.3639(4) 0.0013(2) 0.17670(18) 0.0206 1.0000 Uani . . . . . . O36 O 0.3167(4) -0.0113(3) 0.39692(19) 0.0286 1.0000 Uani . . . . . . O37 O 0.6939(5) -0.1095(3) 0.44320(19) 0.0242 1.0000 Uani . . . . . . O38 O 0.7550(5) 0.0998(3) -0.03702(19) 0.0263 1.0000 Uani . . . . . . Ba1 Ba 0.67279(3) 0.023006(18) 0.277611(14) 0.0139 1.0000 Uani . . . . . . H221 H 0.9801 0.4443 0.3835 0.0199 1.0000 Uiso R . . . . . H201 H 1.0990 0.5003 0.1108 0.0210 1.0000 Uiso R . . . . . H61 H 0.4645 0.6016 0.3717 0.0181 1.0000 Uiso R . . . . . H41 H 0.5913 0.5455 0.1065 0.0180 1.0000 Uiso R . . . . . H352 H 0.2808 0.0566 0.1763 0.0310 1.0000 Uiso R . . . . . H351 H 0.3675 -0.0305 0.1302 0.0313 1.0000 Uiso R . . . . . H372 H 0.7915 -0.1538 0.4539 0.0372 1.0000 Uiso R . . . . . H371 H 0.5974 -0.1521 0.4625 0.0373 1.0000 Uiso R . . . . . H332 H 1.0432 -0.1727 0.3064 0.0324 1.0000 Uiso R . . . . . H331 H 1.1396 -0.0837 0.2603 0.0321 1.0000 Uiso R . . . . . H342 H 0.9528 -0.0753 0.0900 0.0318 1.0000 Uiso R . . . . . H341 H 0.7648 -0.1089 0.0982 0.0324 1.0000 Uiso R . . . . . H382 H 0.7620 0.0594 0.0107 0.0406 1.0000 Uiso R . . . . . H381 H 0.7096 0.1656 -0.0282 0.0401 1.0000 Uiso R . . . . . H362 H 0.2099 -0.0365 0.3877 0.0428 1.0000 Uiso R . . . . . H361 H 0.2830 0.0122 0.4472 0.0434 1.0000 Uiso 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 O1 0.0254(14) 0.0151(13) 0.0189(13) -0.0039(10) -0.0043(11) 0.0008(10) C2 0.0130(15) 0.0167(17) 0.0160(16) -0.0049(13) -0.0036(12) 0.0000(12) C3 0.0145(16) 0.0197(17) 0.0134(16) -0.0075(13) -0.0027(12) 0.0003(13) C4 0.0152(16) 0.0181(17) 0.0124(15) -0.0045(13) -0.0016(12) -0.0023(13) C5 0.0172(16) 0.0142(16) 0.0141(16) -0.0030(12) -0.0043(13) -0.0005(13) C6 0.0163(16) 0.0149(16) 0.0140(16) -0.0062(12) -0.0026(12) -0.0017(12) C7 0.0169(16) 0.0153(16) 0.0117(15) -0.0023(12) -0.0034(12) 0.0007(13) N8 0.0168(14) 0.0184(15) 0.0164(14) -0.0081(12) -0.0038(11) -0.0032(11) O9 0.0291(15) 0.0178(13) 0.0224(14) -0.0083(11) -0.0060(11) 0.0031(11) O10 0.0370(17) 0.0261(15) 0.0119(12) -0.0053(11) -0.0078(11) -0.0015(12) N11 0.0190(15) 0.0161(15) 0.0161(14) -0.0040(11) -0.0030(11) -0.0024(11) O12 0.0298(15) 0.0185(13) 0.0137(12) -0.0011(10) -0.0052(11) -0.0032(11) O13 0.0394(17) 0.0141(13) 0.0201(13) -0.0080(10) -0.0065(12) -0.0037(11) N14 0.0208(15) 0.0158(15) 0.0150(14) -0.0042(11) -0.0048(12) -0.0041(12) O15 0.0210(13) 0.0256(14) 0.0180(13) -0.0079(11) -0.0003(10) -0.0044(11) O16 0.0324(16) 0.0209(14) 0.0172(13) -0.0006(10) -0.0073(11) 0.0007(12) O17 0.0183(12) 0.0129(12) 0.0185(12) -0.0056(9) -0.0024(10) -0.0018(9) C18 0.0129(15) 0.0162(16) 0.0166(16) -0.0042(13) -0.0047(12) -0.0001(12) C19 0.0138(16) 0.0196(18) 0.0156(16) -0.0050(13) -0.0035(12) 0.0001(13) C20 0.0151(16) 0.0198(18) 0.0186(17) -0.0037(14) -0.0051(13) -0.0004(13) C21 0.0171(16) 0.0134(16) 0.0215(18) -0.0040(13) -0.0066(14) -0.0004(13) C22 0.0128(15) 0.0194(18) 0.0189(17) -0.0080(13) -0.0049(13) -0.0007(13) C23 0.0148(16) 0.0154(16) 0.0148(16) -0.0015(13) -0.0046(12) -0.0020(12) N24 0.0191(15) 0.0182(15) 0.0157(14) -0.0030(12) -0.0046(12) -0.0024(12) O25 0.0328(16) 0.0190(14) 0.0179(13) -0.0056(10) -0.0009(11) 0.0024(11) O26 0.0373(17) 0.0297(16) 0.0185(14) -0.0011(12) -0.0101(12) 0.0047(13) N27 0.0187(15) 0.0146(15) 0.0257(16) -0.0058(12) -0.0059(13) -0.0015(12) O28 0.0439(19) 0.0170(14) 0.0262(15) -0.0087(11) -0.0026(13) -0.0018(13) O29 0.050(2) 0.0160(14) 0.0278(16) 0.0003(12) -0.0104(14) -0.0047(13) N30 0.0198(15) 0.0204(16) 0.0140(14) -0.0044(12) -0.0048(12) 0.0015(12) O31 0.0376(17) 0.0233(14) 0.0190(13) -0.0058(11) -0.0156(12) -0.0033(12) O32 0.0274(14) 0.0159(13) 0.0174(13) -0.0033(10) -0.0066(11) -0.0060(11) O33 0.0198(13) 0.0159(13) 0.0273(14) -0.0054(11) -0.0044(11) -0.0003(10) O34 0.0213(13) 0.0257(14) 0.0183(13) -0.0117(11) 0.0001(10) -0.0056(11) O35 0.0225(13) 0.0222(14) 0.0203(13) -0.0102(11) -0.0098(11) 0.0040(11) O36 0.0224(14) 0.0457(19) 0.0196(14) -0.0121(13) -0.0014(11) -0.0092(13) O37 0.0277(15) 0.0247(15) 0.0206(14) 0.0032(11) -0.0073(11) -0.0043(12) O38 0.0321(16) 0.0285(16) 0.0209(14) -0.0127(12) -0.0085(12) 0.0064(12) Ba1 0.01674(11) 0.01372(11) 0.01209(11) -0.00401(7) -0.00327(7) -0.00131(7) _refine_ls_extinction_coef 22(3) _refine_ls_extinction_method 'Larson (1970), Equation 22' _oxford_refine_ls_scale 4.35(5) 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 O1 . C2 . 1.248(4) yes O1 . Ba1 . 2.728(3) yes C2 . C3 . 1.450(5) yes C2 . C7 . 1.453(5) yes C3 . C4 . 1.379(5) yes C3 . N8 . 1.452(4) yes C4 . C5 . 1.388(5) yes C4 . H41 . 0.930 no C5 . C6 . 1.393(5) yes C5 . N11 . 1.438(5) yes C6 . C7 . 1.365(5) yes C6 . H61 . 0.931 no C7 . N14 . 1.458(4) yes N8 . O9 . 1.237(4) yes N8 . O10 . 1.225(4) yes O9 . Ba1 . 3.070(3) yes N11 . O12 . 1.231(4) yes N11 . O13 . 1.236(4) yes O13 . Ba1 1_565 3.002(3) yes N14 . O15 . 1.224(4) yes N14 . O16 . 1.230(4) yes O17 . C18 . 1.255(4) yes O17 . Ba1 . 2.724(3) yes C18 . C19 . 1.447(5) yes C18 . C23 . 1.439(5) yes C19 . C20 . 1.370(5) yes C19 . N24 . 1.462(4) yes C20 . C21 . 1.387(5) yes C20 . H201 . 0.924 no C21 . C22 . 1.387(5) yes C21 . N27 . 1.439(5) yes C22 . C23 . 1.378(5) yes C22 . H221 . 0.930 no C23 . N30 . 1.453(5) yes N24 . O25 . 1.226(4) yes N24 . O26 . 1.226(4) yes N27 . O28 . 1.233(4) yes N27 . O29 . 1.229(4) yes N30 . O31 . 1.238(4) yes N30 . O32 . 1.231(4) yes O32 . Ba1 . 2.935(3) yes O33 . Ba1 . 2.823(3) yes O33 . H332 . 0.817 no O33 . H331 . 0.827 no O34 . Ba1 . 2.799(3) yes O34 . H342 . 0.820 no O34 . H341 . 0.809 no O35 . Ba1 . 2.789(3) yes O35 . H352 . 0.823 no O35 . H351 . 0.816 no O36 . Ba1 . 2.735(3) yes O36 . H362 . 0.819 no O36 . H361 . 0.818 no O37 . Ba1 . 2.821(3) yes O37 . H372 . 0.833 no O37 . H371 . 0.826 no O38 . H382 . 0.826 no O38 . H381 . 0.818 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 C2 . O1 . Ba1 . 145.9(2) yes O1 . C2 . C3 . 125.7(3) yes O1 . C2 . C7 . 123.1(3) yes C3 . C2 . C7 . 111.2(3) yes C2 . C3 . C4 . 124.6(3) yes C2 . C3 . N8 . 119.4(3) yes C4 . C3 . N8 . 116.0(3) yes C3 . C4 . C5 . 118.8(3) yes C3 . C4 . H41 . 120.5 no C5 . C4 . H41 . 120.7 no C4 . C5 . C6 . 121.6(3) yes C4 . C5 . N11 . 119.2(3) yes C6 . C5 . N11 . 119.2(3) yes C5 . C6 . C7 . 118.3(3) yes C5 . C6 . H61 . 120.7 no C7 . C6 . H61 . 121.0 no C2 . C7 . C6 . 125.6(3) yes C2 . C7 . N14 . 117.9(3) yes C6 . C7 . N14 . 116.6(3) yes C3 . N8 . O9 . 118.5(3) yes C3 . N8 . O10 . 118.8(3) yes O9 . N8 . O10 . 122.7(3) yes N8 . O9 . Ba1 . 143.6(2) yes C5 . N11 . O12 . 118.6(3) yes C5 . N11 . O13 . 118.0(3) yes O12 . N11 . O13 . 123.4(3) yes N11 . O13 . Ba1 1_565 133.9(2) yes C7 . N14 . O15 . 117.9(3) yes C7 . N14 . O16 . 117.8(3) yes O15 . N14 . O16 . 124.3(3) yes C18 . O17 . Ba1 . 122.9(2) yes O17 . C18 . C19 . 123.7(3) yes O17 . C18 . C23 . 124.2(3) yes C19 . C18 . C23 . 112.1(3) yes C18 . C19 . C20 . 124.7(3) yes C18 . C19 . N24 . 118.5(3) yes C20 . C19 . N24 . 116.8(3) yes C19 . C20 . C21 . 118.3(3) yes C19 . C20 . H201 . 120.5 no C21 . C20 . H201 . 121.3 no C20 . C21 . C22 . 122.1(3) yes C20 . C21 . N27 . 118.7(3) yes C22 . C21 . N27 . 119.1(3) yes C21 . C22 . C23 . 118.2(3) yes C21 . C22 . H221 . 121.4 no C23 . C22 . H221 . 120.4 no C18 . C23 . C22 . 124.6(3) yes C18 . C23 . N30 . 119.0(3) yes C22 . C23 . N30 . 116.4(3) yes C19 . N24 . O25 . 118.5(3) yes C19 . N24 . O26 . 117.7(3) yes O25 . N24 . O26 . 123.8(3) yes C21 . N27 . O28 . 118.0(3) yes C21 . N27 . O29 . 119.3(3) yes O28 . N27 . O29 . 122.7(3) yes C23 . N30 . O31 . 117.5(3) yes C23 . N30 . O32 . 120.0(3) yes O31 . N30 . O32 . 122.4(3) yes N30 . O32 . Ba1 . 134.3(2) yes Ba1 . O33 . H332 . 120.0 no Ba1 . O33 . H331 . 114.1 no H332 . O33 . H331 . 106.7 no Ba1 . O34 . H342 . 127.0 no Ba1 . O34 . H341 . 110.6 no H342 . O34 . H341 . 107.2 no Ba1 . O35 . H352 . 115.0 no Ba1 . O35 . H351 . 129.8 no H352 . O35 . H351 . 108.0 no Ba1 . O36 . H362 . 128.4 no Ba1 . O36 . H361 . 128.3 no H362 . O36 . H361 . 102.4 no Ba1 . O37 . H372 . 125.4 no Ba1 . O37 . H371 . 115.9 no H372 . O37 . H371 . 100.2 no H382 . O38 . H381 . 112.3 no O17 . Ba1 . O1 . 82.60(8) yes O17 . Ba1 . O36 . 148.96(8) yes O1 . Ba1 . O36 . 74.87(9) yes O17 . Ba1 . O35 . 127.63(8) yes O1 . Ba1 . O35 . 86.11(8) yes O36 . Ba1 . O35 . 72.37(8) yes O17 . Ba1 . O34 . 77.01(8) yes O1 . Ba1 . O34 . 125.60(8) yes O36 . Ba1 . O34 . 133.70(8) yes O35 . Ba1 . O34 . 68.96(8) yes O17 . Ba1 . O37 . 108.88(8) yes O1 . Ba1 . O37 . 111.44(8) yes O36 . Ba1 . O37 . 61.99(9) yes O35 . Ba1 . O37 . 122.80(8) yes O34 . Ba1 . O37 . 122.81(9) yes O17 . Ba1 . O33 . 63.70(8) yes O1 . Ba1 . O33 . 137.08(8) yes O36 . Ba1 . O33 . 122.12(9) yes O35 . Ba1 . O33 . 135.15(8) yes O34 . Ba1 . O33 . 73.81(8) yes O17 . Ba1 . O32 . 56.52(8) yes O1 . Ba1 . O32 . 69.57(8) yes O36 . Ba1 . O32 . 95.12(8) yes O35 . Ba1 . O32 . 155.04(8) yes O34 . Ba1 . O32 . 129.92(8) yes O17 . Ba1 . O13 1_545 135.00(8) yes O1 . Ba1 . O13 1_545 141.85(8) yes O36 . Ba1 . O13 1_545 71.91(9) yes O35 . Ba1 . O13 1_545 66.44(8) yes O34 . Ba1 . O13 1_545 69.96(8) yes O17 . Ba1 . O9 . 63.41(8) yes O1 . Ba1 . O9 . 54.62(8) yes O36 . Ba1 . O9 . 116.29(9) yes O35 . Ba1 . O9 . 68.45(8) yes O34 . Ba1 . O9 . 71.17(8) yes O37 . Ba1 . O33 . 61.13(8) yes O37 . Ba1 . O32 . 64.68(8) yes O33 . Ba1 . O32 . 69.81(8) yes O37 . Ba1 . O13 1_545 67.92(8) yes O33 . Ba1 . O13 1_545 78.06(8) yes O32 . Ba1 . O13 1_545 131.22(8) yes O37 . Ba1 . O9 . 163.52(8) yes O33 . Ba1 . O9 . 121.23(8) yes O32 . Ba1 . O9 . 100.02(7) yes O13 1_545 Ba1 . O9 . 128.20(7) yes 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 O35 . H352 . O17 1_455 152.46(11) 0.82 1.98 2.741(5) yes O35 . H352 . O25 1_455 131.49(9) 0.82 2.44 3.043(5) yes O35 . H351 . O38 2_655 155 0.82 1.99 2.746(5) yes O37 . H372 . O31 2_756 158.33(11) 0.83 2.11 2.901(5) yes O37 . H371 . O16 2_656 155.06(11) 0.83 2.20 2.969(5) yes O33 . H332 . O28 1_545 173.02(12) 0.82 2.10 2.908(5) yes O33 . H332 . O29 1_545 129.37(9) 0.82 2.59 3.167(5) yes O33 . H331 . O35 1_655 165.15(10) 0.83 2.01 2.822(5) yes O34 . H342 . O38 2_755 173.56(12) 0.82 1.98 2.798(5) yes O34 . H341 . O12 1_545 155.08(10) 0.81 2.14 2.896(5) yes O34 . H341 . O25 2_755 126.64(9) 0.81 2.59 3.136(5) yes O38 . H382 . O34 . 167.00 0.83 2.01 2.822(5) yes O36 . H362 . O33 1_455 149.88(11) 0.82 2.09 2.832(5) yes O36 . H361 . O37 2_656 156.51(11) 0.82 2.11 2.882(5) yes _iucr_refine_instruction_details_constraints ; # # Punched on 17/01/11 at 10:30:03 # #LIST 12 BLOCK SCALE X'S, U'S CONT EXTPARAM RIDE C ( 4,X'S) H ( 41,X'S) RIDE C ( 6,X'S) H ( 61,X'S) RIDE C ( 20,X'S) H ( 201,X'S) RIDE C ( 22,X'S) H ( 221,X'S) RIDE O ( 33,X'S) H ( 332,X'S) H ( 331,X'S) RIDE O ( 34,X'S) H ( 342,X'S) H ( 341,X'S) RIDE O ( 35,X'S) H ( 352,X'S) H ( 351,X'S) RIDE O ( 36,X'S) H ( 362,X'S) H ( 361,X'S) RIDE O ( 37,X'S) H ( 372,X'S) H ( 371,X'S) RIDE O ( 38,X'S) H ( 382,X'S) H ( 381,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 17/01/11 at 10:30:03 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ;