Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Can-Zhong Lu' _publ_contact_author_address ; Fujian Institute of Research on the Structure of Matter, Chinese Academy of Scie Fuzhou 350002 CHINA ; _publ_contact_author_email 'CZLU@MS.FJIRSM.AC.CN, CZLU68@YAHOO.COM' _publ_section_title ; (3,4)-Connected jph-type Porous Framework with Cu4I4 clusters as jointing points of helices ; loop_ _publ_author_name 'Can-Zhong Lu' 'Li-Juan Chen' 'Shu-Mei Chen' 'Xiao-Yuan Wu' ; Yi-Ming Xie ; 'Quan-Guo Zhai' 'Jian Zhan' 'Zhen-Guo Zhao' data_1 _database_code_depnum_ccdc_archive 'CCDC 653270' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C4 H6 Cu2 I N3 O2' _chemical_formula_sum 'C4 H6 Cu2 I N3 O2' _chemical_formula_weight 382.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M I4(1)/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 17.3064(8) _cell_length_b 17.3064(8) _cell_length_c 18.5975(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5570.2(6) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5027 _cell_measurement_theta_min 2.1898 _cell_measurement_theta_max 27.4835 _exptl_crystal_description prism _exptl_crystal_colour pale-yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.823 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2848 _exptl_absorpt_coefficient_mu 5.246 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.3538 _exptl_absorpt_correction_T_max 0.4201 _exptl_absorpt_process_details 'CrystalClear, Rigaku, 2005' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type Mercury70 _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21082 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_sigmaI/netI 0.0167 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 27.45 _reflns_number_total 3187 _reflns_number_gt 2756 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1405P)^2^+19.4911P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3187 _refine_ls_number_parameters 99 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0753 _refine_ls_R_factor_gt 0.0662 _refine_ls_wR_factor_ref 0.2166 _refine_ls_wR_factor_gt 0.2045 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.62767(3) 0.70682(3) 0.54699(3) 0.0635(3) Uani 1 1 d . . . Cu1 Cu 0.48392(7) 0.67574(7) 0.56850(6) 0.0777(4) Uani 1 1 d . . . N1 N 0.4312(4) 0.6024(3) 0.5039(3) 0.0597(14) Uani 1 1 d . . . N2 N 0.3560(4) 0.5818(4) 0.5207(4) 0.0659(16) Uani 1 1 d . . . C4 C 0.5212(6) 0.5694(6) 0.4057(5) 0.083(3) Uani 1 1 d . . . H4A H 0.5583 0.5969 0.4352 0.099 Uiso 1 1 calc R . . H4B H 0.5420 0.5185 0.3956 0.099 Uiso 1 1 calc R . . C2 C 0.2559(7) 0.4940(8) 0.4771(9) 0.112(4) Uani 1 1 d . . . H2A H 0.2611 0.4385 0.4716 0.134 Uiso 1 1 calc R . . H2B H 0.2321 0.5047 0.5233 0.134 Uiso 1 1 calc R . . O2 O 0.5101(11) 0.6106(10) 0.3391(9) 0.207(7) Uiso 1 1 d . . . H2C H 0.5515 0.6140 0.3178 0.310 Uiso 1 1 calc R . . O1 O 0.2119(12) 0.5251(12) 0.4212(9) 0.227(7) Uiso 1 1 d . . . H1A H 0.1686 0.5059 0.4217 0.340 Uiso 1 1 calc R . . C3 C 0.4483(5) 0.5616(4) 0.4452(4) 0.0567(15) Uani 1 1 d . . . C1 C 0.3325(5) 0.5328(5) 0.4713(5) 0.0677(19) Uani 1 1 d . . . N3 N 0.3883(4) 0.5171(4) 0.4245(4) 0.0685(16) Uani 1 1 d . . . Cu2 Cu 0.37569(8) 0.44646(8) 0.34880(7) 0.0903(4) Uani 1 1 d . . . 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 I1 0.0629(3) 0.0633(3) 0.0643(4) -0.0039(2) 0.0034(2) 0.0003(2) Cu1 0.0824(7) 0.0740(7) 0.0767(7) -0.0224(5) 0.0090(5) -0.0186(5) N1 0.065(3) 0.058(3) 0.056(3) -0.010(3) 0.012(3) -0.008(3) N2 0.070(4) 0.058(3) 0.069(4) -0.015(3) 0.013(3) -0.005(3) C4 0.091(6) 0.090(6) 0.068(5) -0.012(5) 0.021(4) -0.007(5) C2 0.081(7) 0.109(9) 0.146(11) -0.038(8) -0.011(7) -0.002(6) C3 0.069(4) 0.049(3) 0.052(3) -0.011(3) 0.005(3) -0.002(3) C1 0.060(4) 0.063(4) 0.079(5) -0.012(4) 0.002(4) -0.004(3) N3 0.067(4) 0.065(4) 0.073(4) -0.017(3) -0.001(3) -0.004(3) Cu2 0.1004(9) 0.0877(8) 0.0828(8) -0.0342(6) -0.0106(6) -0.0090(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 Cu1 2.5765(13) . ? I1 Cu1 2.7077(13) 12_767 ? I1 Cu1 2.8321(14) 6_564 ? Cu1 N1 1.971(6) . ? Cu1 Cu1 2.630(2) 6_564 ? Cu1 I1 2.7077(13) 15_566 ? Cu1 Cu1 2.8060(19) 12_767 ? Cu1 Cu1 2.8060(18) 15_566 ? Cu1 I1 2.8321(14) 6_564 ? N1 C3 1.334(9) . ? N1 N2 1.386(9) . ? N2 C1 1.315(10) . ? N2 Cu2 1.873(6) 3 ? C4 O2 1.442(18) . ? C4 C3 1.466(12) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C2 O1 1.40(2) . ? C2 C1 1.491(15) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? O2 H2C 0.8200 . ? O1 H1A 0.8200 . ? C3 N3 1.349(10) . ? C1 N3 1.329(11) . ? N3 Cu2 1.877(6) . ? Cu2 N2 1.873(6) 4_454 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cu1 I1 Cu1 64.09(4) . 12_767 ? Cu1 I1 Cu1 57.95(4) . 6_564 ? Cu1 I1 Cu1 60.81(4) 12_767 6_564 ? N1 Cu1 I1 119.11(18) . . ? N1 Cu1 Cu1 136.6(2) . 6_564 ? I1 Cu1 Cu1 65.90(5) . 6_564 ? N1 Cu1 I1 105.26(19) . 15_566 ? I1 Cu1 I1 112.46(5) . 15_566 ? Cu1 Cu1 I1 111.74(3) 6_564 15_566 ? N1 Cu1 Cu1 161.0(2) . 12_767 ? I1 Cu1 Cu1 60.23(3) . 12_767 ? Cu1 Cu1 Cu1 62.06(3) 6_564 12_767 ? I1 Cu1 Cu1 61.78(5) 15_566 12_767 ? N1 Cu1 Cu1 130.47(19) . 15_566 ? I1 Cu1 Cu1 110.27(4) . 15_566 ? Cu1 Cu1 Cu1 62.06(3) 6_564 15_566 ? I1 Cu1 Cu1 55.68(4) 15_566 15_566 ? Cu1 Cu1 Cu1 55.89(5) 12_767 15_566 ? N1 Cu1 I1 93.5(2) . 6_564 ? I1 Cu1 I1 119.13(4) . 6_564 ? Cu1 Cu1 I1 56.15(5) 6_564 6_564 ? I1 Cu1 I1 104.91(4) 15_566 6_564 ? Cu1 Cu1 I1 103.19(4) 12_767 6_564 ? Cu1 Cu1 I1 57.40(3) 15_566 6_564 ? C3 N1 N2 104.9(6) . . ? C3 N1 Cu1 137.5(5) . . ? N2 N1 Cu1 117.6(4) . . ? C1 N2 N1 107.3(6) . . ? C1 N2 Cu2 130.8(6) . 3 ? N1 N2 Cu2 121.7(5) . 3 ? O2 C4 C3 111.2(12) . . ? O2 C4 H4A 109.4 . . ? C3 C4 H4A 109.4 . . ? O2 C4 H4B 109.4 . . ? C3 C4 H4B 109.4 . . ? H4A C4 H4B 108.0 . . ? O1 C2 C1 104.9(15) . . ? O1 C2 H2A 110.8 . . ? C1 C2 H2A 110.8 . . ? O1 C2 H2B 110.8 . . ? C1 C2 H2B 110.8 . . ? H2A C2 H2B 108.9 . . ? C4 O2 H2C 109.5 . . ? C2 O1 H1A 109.5 . . ? N1 C3 N3 111.4(7) . . ? N1 C3 C4 123.5(7) . . ? N3 C3 C4 124.9(7) . . ? N2 C1 N3 111.5(7) . . ? N2 C1 C2 121.0(9) . . ? N3 C1 C2 127.0(8) . . ? C1 N3 C3 104.8(6) . . ? C1 N3 Cu2 122.7(6) . . ? C3 N3 Cu2 132.5(6) . . ? N2 Cu2 N3 160.8(3) 4_454 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 2.201 _refine_diff_density_min -0.728 _refine_diff_density_rms 0.157 # Attachment 'H2ahmt.CIF' data_H2ahmt _database_code_depnum_ccdc_archive 'CCDC 653271' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C4 H8 N4 O2' _chemical_formula_sum 'C4 H8 N4 O2' _chemical_formula_weight 144.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 8.7902(4) _cell_length_b 8.8646(4) _cell_length_c 16.0524(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1250.83(10) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3133 _cell_measurement_theta_min 2.2986 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.50 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 608 _exptl_absorpt_coefficient_mu 0.124 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9291 _exptl_absorpt_correction_T_max 0.9404 _exptl_absorpt_process_details 'CrystalClear, Rigaku, 2005' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type Mercury70 _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8562 _diffrn_reflns_av_R_equivalents 0.0126 _diffrn_reflns_av_sigmaI/netI 0.0079 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.44 _diffrn_reflns_theta_max 27.49 _reflns_number_total 1421 _reflns_number_gt 1360 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1544P)^2^+1.3566P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1421 _refine_ls_number_parameters 91 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0611 _refine_ls_R_factor_gt 0.0594 _refine_ls_wR_factor_ref 0.1939 _refine_ls_wR_factor_gt 0.1916 _refine_ls_goodness_of_fit_ref 0.859 _refine_ls_restrained_S_all 0.859 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O -0.16335(18) 0.38788(15) 0.11467(8) 0.0348(4) Uani 1 1 d . . . H1A H -0.2330 0.3317 0.1007 0.052 Uiso 1 1 calc R . . O2 O 0.1337(2) 1.04604(16) 0.10307(9) 0.0386(4) Uani 1 1 d . . . H2A H 0.1986 1.1031 0.0843 0.058 Uiso 1 1 calc R . . N1 N -0.0335(2) 0.7158(2) 0.02322(10) 0.0384(5) Uani 1 1 d . . . H1B H 0.0329 0.6694 -0.0109 0.046 Uiso 1 1 d R . . H1C H -0.0759 0.7927 -0.0050 0.046 Uiso 1 1 d R . . N2 N -0.01251(18) 0.71678(15) 0.10949(9) 0.0255(4) Uani 1 1 d . . . N3 N -0.05786(18) 0.66547(17) 0.24003(9) 0.0290(4) Uani 1 1 d . . . N4 N 0.06208(18) 0.76749(18) 0.23593(10) 0.0294(4) Uani 1 1 d . . . C1 C -0.2235(2) 0.5307(2) 0.13719(12) 0.0321(5) Uani 1 1 d . . . H1D H -0.2952 0.5181 0.1826 0.038 Uiso 1 1 calc R . . H1E H -0.2780 0.5730 0.0901 0.038 Uiso 1 1 calc R . . C2 C -0.1012(2) 0.63714(19) 0.16326(11) 0.0255(4) Uani 1 1 d . . . C3 C 0.0878(2) 0.79729(19) 0.15710(11) 0.0253(4) Uani 1 1 d . . . C4 C 0.2015(2) 0.9058(2) 0.12358(13) 0.0320(5) Uani 1 1 d . . . H4B H 0.2806 0.9219 0.1647 0.038 Uiso 1 1 calc R . . H4A H 0.2485 0.8633 0.0742 0.038 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0467(9) 0.0283(7) 0.0294(7) -0.0051(5) -0.0030(6) -0.0043(6) O2 0.0558(10) 0.0304(7) 0.0297(7) 0.0067(5) 0.0065(6) -0.0015(6) N1 0.0525(11) 0.0433(10) 0.0195(8) -0.0006(6) -0.0030(7) -0.0024(8) N2 0.0315(8) 0.0250(8) 0.0201(8) -0.0007(5) 0.0000(5) 0.0014(6) N3 0.0350(9) 0.0276(8) 0.0244(8) 0.0014(6) 0.0000(6) -0.0049(6) N4 0.0341(9) 0.0283(8) 0.0257(8) 0.0001(6) -0.0020(6) -0.0048(6) C1 0.0311(9) 0.0305(9) 0.0346(9) 0.0005(7) -0.0048(7) -0.0018(7) C2 0.0279(8) 0.0226(8) 0.0260(8) 0.0004(6) -0.0001(7) 0.0028(6) C3 0.0266(9) 0.0242(8) 0.0251(8) -0.0004(6) 0.0003(6) 0.0018(6) C4 0.0332(10) 0.0313(9) 0.0314(9) -0.0001(7) 0.0068(7) -0.0030(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.419(2) . ? O1 H1A 0.8200 . ? O2 C4 1.417(2) . ? O2 H2A 0.8200 . ? N1 N2 1.397(2) . ? N1 H1B 0.8999 . ? N1 H1C 0.9000 . ? N2 C2 1.361(2) . ? N2 C3 1.368(2) . ? N3 C2 1.314(2) . ? N3 N4 1.391(2) . ? N4 C3 1.312(2) . ? C1 C2 1.490(2) . ? C1 H1D 0.9700 . ? C1 H1E 0.9700 . ? C3 C4 1.488(2) . ? C4 H4B 0.9700 . ? C4 H4A 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 H1A 109.5 . . ? C4 O2 H2A 109.5 . . ? N2 N1 H1B 121.4 . . ? N2 N1 H1C 123.3 . . ? H1B N1 H1C 107.9 . . ? C2 N2 C3 106.60(15) . . ? C2 N2 N1 123.36(16) . . ? C3 N2 N1 129.96(16) . . ? C2 N3 N4 107.45(14) . . ? C3 N4 N3 107.88(14) . . ? O1 C1 C2 111.58(16) . . ? O1 C1 H1D 109.3 . . ? C2 C1 H1D 109.3 . . ? O1 C1 H1E 109.3 . . ? C2 C1 H1E 109.3 . . ? H1D C1 H1E 108.0 . . ? N3 C2 N2 109.23(16) . . ? N3 C2 C1 126.42(16) . . ? N2 C2 C1 124.31(16) . . ? N4 C3 N2 108.84(16) . . ? N4 C3 C4 126.48(17) . . ? N2 C3 C4 124.63(16) . . ? O2 C4 C3 111.63(16) . . ? O2 C4 H4B 109.3 . . ? C3 C4 H4B 109.3 . . ? O2 C4 H4A 109.3 . . ? C3 C4 H4A 109.3 . . ? H4B C4 H4A 108.0 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1A N2 0.82 2.46 3.229(2) 156.0 8 O1 H1A N1 0.82 2.61 3.404(3) 162.9 8 N1 H1B O1 0.90 2.08 2.956(2) 162.6 5_565 N1 H1C O2 0.90 2.19 3.057(2) 162.7 5_575 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.623 _refine_diff_density_min -0.616 _refine_diff_density_rms 0.069