# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers # This journal is © The Partner Organisations 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1Mn-110K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 Mn N2 O6' _chemical_formula_weight 223.05 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P na2(1)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 8.9319(3) _cell_length_b 7.8190(2) _cell_length_c 11.6928(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 816.61(5) _cell_formula_units_Z 4 _cell_measurement_temperature 110.0 _cell_measurement_reflns_used 6413 _cell_measurement_theta_min 3.40 _cell_measurement_theta_max 28.70 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.814 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 452 _exptl_absorpt_coefficient_mu 1.613 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.657 _exptl_absorpt_correction_T_max 0.705 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 110.0 _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 'NONIUS KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 15236 _diffrn_reflns_av_R_equivalents 0.0666 _diffrn_reflns_av_sigmaI/netI 0.0529 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.46 _diffrn_reflns_theta_max 28.68 _reflns_number_total 2093 _reflns_number_gt 1540 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0222P)^2^+0.0000P] 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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0418(15) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.242(19) _refine_ls_number_reflns 2093 _refine_ls_number_parameters 118 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0465 _refine_ls_R_factor_gt 0.0248 _refine_ls_wR_factor_ref 0.0461 _refine_ls_wR_factor_gt 0.0435 _refine_ls_goodness_of_fit_ref 0.912 _refine_ls_restrained_S_all 0.911 _refine_ls_shift/su_max 0.001 _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 Mn1 Mn 0.53490(3) 0.49922(4) 0.11104(5) 0.01126(8) Uani 1 1 d . . . O1 O 0.31966(14) 0.42128(18) 0.18221(14) 0.0169(3) Uani 1 1 d . . . O2 O 0.13175(14) 0.23492(17) 0.18051(14) 0.0159(3) Uani 1 1 d . . . O3 O 0.43476(15) 0.73020(17) 0.03895(13) 0.0168(3) Uani 1 1 d . . . O4 O 0.24803(15) 0.91785(17) 0.03713(14) 0.0157(3) Uani 1 1 d . . . O5 O 0.56268(16) 0.6486(2) 0.26863(12) 0.0158(3) Uani 1 1 d . . . O6 O 0.51277(16) 0.6420(2) 0.45494(13) 0.0182(3) Uani 1 1 d . . . C1 C 0.2645(2) 0.2794(3) 0.1572(2) 0.0182(5) Uani 1 1 d . . . H1 H 0.3262 0.1996 0.1180 0.022 Uiso 1 1 calc R . . C2 C 0.3178(2) 0.7929(3) 0.07906(18) 0.0177(5) Uani 1 1 d . . . H2 H 0.2783 0.7424 0.1465 0.021 Uiso 1 1 calc R . . C3 C 0.5390(2) 0.5709(3) 0.3612(2) 0.0171(5) Uani 1 1 d . . . H3 H 0.5411 0.4494 0.3598 0.021 Uiso 1 1 calc R . . N1 N 0.0674(3) 0.50502(19) 0.3415(2) 0.0152(5) Uani 1 1 d D . . H11 H 0.0810 0.6106 0.3105 0.023 Uiso 1 1 calc R . . H12 H 0.0792 0.4241 0.2863 0.023 Uiso 1 1 calc R . . H13 H 0.1359 0.4878 0.3980 0.023 Uiso 1 1 calc R . . N2 N -0.0821(3) 0.4932(2) 0.3888(2) 0.0235(6) Uani 1 1 d D . . H21 H -0.1013(18) 0.5897(15) 0.4289(17) 0.035 Uiso 1 1 d D . . H22 H -0.0870(17) 0.4005(17) 0.4354(16) 0.035 Uiso 1 1 d 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 Mn1 0.01151(13) 0.01022(12) 0.01205(13) -0.00015(12) 0.00035(17) 0.00008(11) O1 0.0156(7) 0.0127(7) 0.0223(8) -0.0008(7) 0.0031(7) -0.0034(6) O2 0.0140(7) 0.0147(7) 0.0191(8) -0.0008(7) 0.0010(7) -0.0036(6) O3 0.0158(7) 0.0165(7) 0.0181(8) 0.0009(7) 0.0035(7) 0.0038(6) O4 0.0169(7) 0.0121(7) 0.0181(8) 0.0029(7) 0.0031(7) 0.0021(6) O5 0.0200(8) 0.0149(8) 0.0124(9) 0.0016(6) 0.0013(6) -0.0031(7) O6 0.0257(8) 0.0166(8) 0.0124(9) -0.0016(7) 0.0017(7) -0.0017(7) C1 0.0175(11) 0.0171(10) 0.0199(13) -0.0021(9) 0.0022(9) 0.0001(9) C2 0.0202(11) 0.0174(10) 0.0154(15) 0.0010(9) 0.0036(9) 0.0014(9) C3 0.0183(15) 0.0141(9) 0.0190(11) -0.0001(11) -0.0020(10) -0.0009(9) N1 0.0207(12) 0.0120(10) 0.0129(14) -0.0010(9) -0.0024(9) 0.0011(9) N2 0.0135(12) 0.0255(13) 0.0314(18) 0.0024(10) 0.0081(12) 0.0018(9) _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 Mn1 O6 2.1752(16) 2_664 ? Mn1 O2 2.1817(15) 3 ? Mn1 O1 2.1818(13) . ? Mn1 O3 2.1845(15) . ? Mn1 O4 2.1888(14) 3_565 ? Mn1 O5 2.1958(16) . ? O1 C1 1.249(2) . ? O2 C1 1.265(2) . ? O2 Mn1 2.1817(15) 3_455 ? O3 C2 1.245(2) . ? O4 C2 1.259(2) . ? O4 Mn1 2.1888(14) 3_465 ? O5 C3 1.260(3) . ? O6 C3 1.251(3) . ? O6 Mn1 2.1752(16) 2_665 ? C1 H1 0.9500 . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? N1 N2 1.448(2) . ? N1 H11 0.9100 . ? N1 H12 0.9100 . ? N1 H13 0.9100 . ? N2 H21 0.905(9) . ? N2 H22 0.908(9) . ? 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 O6 Mn1 O2 87.94(6) 2_664 3 ? O6 Mn1 O1 90.33(6) 2_664 . ? O2 Mn1 O1 88.45(6) 3 . ? O6 Mn1 O3 90.90(6) 2_664 . ? O2 Mn1 O3 178.71(7) 3 . ? O1 Mn1 O3 90.99(5) . . ? O6 Mn1 O4 89.39(6) 2_664 3_565 ? O2 Mn1 O4 92.91(5) 3 3_565 ? O1 Mn1 O4 178.60(7) . 3_565 ? O3 Mn1 O4 87.64(5) . 3_565 ? O6 Mn1 O5 175.05(6) 2_664 . ? O2 Mn1 O5 95.11(6) 3 . ? O1 Mn1 O5 85.87(6) . . ? O3 Mn1 O5 86.01(6) . . ? O4 Mn1 O5 94.33(6) 3_565 . ? C1 O1 Mn1 120.43(14) . . ? C1 O2 Mn1 121.44(14) . 3_455 ? C2 O3 Mn1 121.56(14) . . ? C2 O4 Mn1 120.47(14) . 3_465 ? C3 O5 Mn1 116.49(13) . . ? C3 O6 Mn1 123.11(14) . 2_665 ? O1 C1 O2 124.3(2) . . ? O1 C1 H1 117.9 . . ? O2 C1 H1 117.9 . . ? O3 C2 O4 125.0(2) . . ? O3 C2 H2 117.5 . . ? O4 C2 H2 117.5 . . ? O6 C3 O5 124.77(18) . . ? O6 C3 H3 117.6 . . ? O5 C3 H3 117.6 . . ? N2 N1 H11 109.5 . . ? N2 N1 H12 109.5 . . ? H11 N1 H12 109.5 . . ? N2 N1 H13 109.5 . . ? H11 N1 H13 109.5 . . ? H12 N1 H13 109.5 . . ? N1 N2 H21 108.6(9) . . ? N1 N2 H22 109.0(9) . . ? H21 N2 H22 110.2(13) . . ? 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 N1 H11 O5 0.91 1.95 2.840(2) 164.6 3_465 N1 H11 O6 0.91 2.64 3.101(3) 112.3 3_465 N1 H12 O2 0.91 1.98 2.887(3) 171.1 . N1 H12 O1 0.91 2.47 2.996(3) 117.2 . N1 H13 O4 0.91 2.01 2.901(3) 167.6 4_545 N2 H21 O6 0.905(9) 2.352(13) 3.075(3) 136.8(10) 3_465 N2 H22 O3 0.908(9) 2.256(15) 3.007(3) 139.8(13) 4_545 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.68 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.276 _refine_diff_density_min -0.289 _refine_diff_density_rms 0.061 _database_code_depnum_ccdc_archive 'CCDC 958452' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1Mn-200K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 Mn N2 O6' _chemical_formula_weight 223.05 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P na2(1)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 8.9503(3) _cell_length_b 7.8214(2) _cell_length_c 11.7189(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 820.37(5) _cell_formula_units_Z 4 _cell_measurement_temperature 200.0 _cell_measurement_reflns_used 5929 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 28.700 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.806 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 452 _exptl_absorpt_coefficient_mu 1.606 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.642 _exptl_absorpt_correction_T_max 0.708 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200.0 _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 'NONIUS KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 15362 _diffrn_reflns_av_R_equivalents 0.0700 _diffrn_reflns_av_sigmaI/netI 0.0612 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.46 _diffrn_reflns_theta_max 28.68 _reflns_number_total 2101 _reflns_number_gt 1439 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0194P)^2^+0.0000P] 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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0449(15) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.27(2) _refine_ls_number_reflns 2101 _refine_ls_number_parameters 118 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0530 _refine_ls_R_factor_gt 0.0243 _refine_ls_wR_factor_ref 0.0438 _refine_ls_wR_factor_gt 0.0408 _refine_ls_goodness_of_fit_ref 0.885 _refine_ls_restrained_S_all 0.884 _refine_ls_shift/su_max 0.001 _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 Mn1 Mn 0.53371(3) 0.49939(5) 0.11121(6) 0.01572(9) Uani 1 1 d . . . O1 O 0.31902(15) 0.41987(19) 0.18139(15) 0.0243(3) Uani 1 1 d . . . O2 O 0.13123(15) 0.23482(18) 0.17986(14) 0.0233(4) Uani 1 1 d . . . O3 O 0.43348(16) 0.73024(18) 0.03992(14) 0.0241(4) Uani 1 1 d . . . O4 O 0.24640(15) 0.91657(18) 0.03761(15) 0.0226(3) Uani 1 1 d . . . O5 O 0.56163(16) 0.6471(2) 0.26898(13) 0.0227(4) Uani 1 1 d . . . O6 O 0.51291(18) 0.6408(2) 0.45460(14) 0.0261(4) Uani 1 1 d . . . C1 C 0.2630(3) 0.2789(3) 0.1556(2) 0.0256(6) Uani 1 1 d . . . H1 H 0.3235 0.1998 0.1150 0.031 Uiso 1 1 calc R . . C2 C 0.3166(3) 0.7924(3) 0.07878(19) 0.0255(6) Uani 1 1 d . . . H2 H 0.2767 0.7414 0.1457 0.031 Uiso 1 1 calc R . . C3 C 0.5376(2) 0.5701(3) 0.3615(3) 0.0242(6) Uani 1 1 d . . . H3 H 0.5385 0.4487 0.3601 0.029 Uiso 1 1 calc R . . N1 N 0.0681(3) 0.5051(2) 0.3419(2) 0.0234(6) Uani 1 1 d D . . H11 H 0.0821 0.6116 0.3125 0.035 Uiso 1 1 calc R . . H12 H 0.0804 0.4258 0.2858 0.035 Uiso 1 1 calc R . . H13 H 0.1359 0.4861 0.3984 0.035 Uiso 1 1 calc R . . N2 N -0.0813(3) 0.4919(2) 0.3880(3) 0.0366(8) Uani 1 1 d D . . H21 H -0.1023(18) 0.5912(16) 0.4255(19) 0.055 Uiso 1 1 d D . . H22 H -0.0854(18) 0.4023(19) 0.4369(17) 0.055 Uiso 1 1 d 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 Mn1 0.01621(13) 0.01429(12) 0.01665(14) -0.00008(13) 0.0008(2) 0.00005(12) O1 0.0219(8) 0.0193(7) 0.0316(9) -0.0034(8) 0.0046(7) -0.0068(7) O2 0.0211(8) 0.0215(7) 0.0274(9) -0.0034(8) 0.0020(7) -0.0054(7) O3 0.0233(8) 0.0226(8) 0.0264(10) 0.0028(8) 0.0068(7) 0.0077(6) O4 0.0211(7) 0.0189(7) 0.0277(9) 0.0052(7) 0.0039(7) 0.0042(7) O5 0.0292(9) 0.0213(8) 0.0175(10) 0.0023(7) 0.0017(7) -0.0041(8) O6 0.0391(10) 0.0225(9) 0.0166(10) -0.0013(8) 0.0027(8) -0.0041(8) C1 0.0253(12) 0.0230(11) 0.0286(15) -0.0058(10) 0.0080(10) -0.0032(10) C2 0.0255(11) 0.0237(11) 0.0272(18) 0.0045(10) 0.0051(10) 0.0028(10) C3 0.0297(19) 0.0186(9) 0.0244(12) -0.0003(13) -0.0031(12) -0.0026(10) N1 0.0318(15) 0.0187(11) 0.0195(16) -0.0010(10) -0.0025(11) 0.0004(10) N2 0.0226(15) 0.0364(15) 0.051(2) 0.0063(12) 0.0099(15) 0.0040(11) _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 Mn1 O6 2.1784(18) 2_664 ? Mn1 O1 2.1808(14) . ? Mn1 O3 2.1824(16) . ? Mn1 O2 2.1828(16) 3 ? Mn1 O4 2.1909(15) 3_565 ? Mn1 O5 2.1943(17) . ? O1 C1 1.248(3) . ? O2 C1 1.261(3) . ? O2 Mn1 2.1828(16) 3_455 ? O3 C2 1.241(3) . ? O4 C2 1.253(2) . ? O4 Mn1 2.1909(15) 3_465 ? O5 C3 1.258(3) . ? O6 C3 1.243(3) . ? O6 Mn1 2.1784(18) 2_665 ? C1 H1 0.9500 . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? N1 N2 1.446(2) . ? N1 H11 0.9100 . ? N1 H12 0.9100 . ? N1 H13 0.9100 . ? N2 H21 0.912(9) . ? N2 H22 0.906(9) . ? 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 O6 Mn1 O1 90.31(6) 2_664 . ? O6 Mn1 O3 90.88(6) 2_664 . ? O1 Mn1 O3 91.04(5) . . ? O6 Mn1 O2 87.97(6) 2_664 3 ? O1 Mn1 O2 88.51(6) . 3 ? O3 Mn1 O2 178.76(7) . 3 ? O6 Mn1 O4 89.18(7) 2_664 3_565 ? O1 Mn1 O4 178.55(7) . 3_565 ? O3 Mn1 O4 87.61(6) . 3_565 ? O2 Mn1 O4 92.83(5) 3 3_565 ? O6 Mn1 O5 175.36(6) 2_664 . ? O1 Mn1 O5 86.14(6) . . ? O3 Mn1 O5 86.21(6) . . ? O2 Mn1 O5 94.91(7) 3 . ? O4 Mn1 O5 94.29(6) 3_565 . ? C1 O1 Mn1 120.96(15) . . ? C1 O2 Mn1 121.35(14) . 3_455 ? C2 O3 Mn1 122.05(14) . . ? C2 O4 Mn1 121.09(15) . 3_465 ? C3 O5 Mn1 117.05(14) . . ? C3 O6 Mn1 123.34(15) . 2_665 ? O1 C1 O2 124.2(2) . . ? O1 C1 H1 117.9 . . ? O2 C1 H1 117.9 . . ? O3 C2 O4 125.8(2) . . ? O3 C2 H2 117.1 . . ? O4 C2 H2 117.1 . . ? O6 C3 O5 125.01(19) . . ? O6 C3 H3 117.5 . . ? O5 C3 H3 117.5 . . ? N2 N1 H11 109.5 . . ? N2 N1 H12 109.5 . . ? H11 N1 H12 109.5 . . ? N2 N1 H13 109.5 . . ? H11 N1 H13 109.5 . . ? H12 N1 H13 109.5 . . ? N1 N2 H21 108.1(9) . . ? N1 N2 H22 109.2(9) . . ? H21 N2 H22 110.2(13) . . ? 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 N1 H11 O5 0.91 1.96 2.852(3) 164.9 3_465 N1 H11 O6 0.91 2.63 3.108(3) 113.7 3_465 N1 H12 O2 0.91 1.99 2.897(3) 170.8 . N1 H12 O1 0.91 2.46 3.004(3) 118.5 . N1 H13 O4 0.91 2.02 2.915(3) 168.7 4_545 N2 H21 O6 0.912(9) 2.361(14) 3.094(3) 137.4(11) 3_465 N2 H22 O3 0.906(9) 2.262(15) 3.019(3) 140.7(14) 4_545 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.68 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.333 _refine_diff_density_min -0.324 _refine_diff_density_rms 0.061 _database_code_depnum_ccdc_archive 'CCDC 958453' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1Mn-290K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 Mn N2 O6' _chemical_formula_weight 223.05 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P na2(1)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 8.9448(3) _cell_length_b 7.8403(3) _cell_length_c 11.7669(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 825.21(5) _cell_formula_units_Z 4 _cell_measurement_temperature 290.0 _cell_measurement_reflns_used 6181 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 28.700 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.795 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 452 _exptl_absorpt_coefficient_mu 1.597 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.621 _exptl_absorpt_correction_T_max 0.710 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _diffrn_ambient_temperature 290.0 _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 'NONIUS KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 15111 _diffrn_reflns_av_R_equivalents 0.0725 _diffrn_reflns_av_sigmaI/netI 0.0658 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.46 _diffrn_reflns_theta_max 28.71 _reflns_number_total 2113 _reflns_number_gt 1378 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0211P)^2^+0.0000P] 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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0405(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.22(2) _refine_ls_number_reflns 2113 _refine_ls_number_parameters 118 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0659 _refine_ls_R_factor_gt 0.0259 _refine_ls_wR_factor_ref 0.0474 _refine_ls_wR_factor_gt 0.0426 _refine_ls_goodness_of_fit_ref 0.885 _refine_ls_restrained_S_all 0.884 _refine_ls_shift/su_max 0.001 _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 Mn1 Mn 0.52998(3) 0.49962(6) 0.11114(7) 0.02153(9) Uani 1 1 d . . . O1 O 0.31465(16) 0.4190(2) 0.18025(16) 0.0332(4) Uani 1 1 d . . . O2 O 0.12801(17) 0.2338(2) 0.17933(16) 0.0328(4) Uani 1 1 d . . . O3 O 0.42954(18) 0.7309(2) 0.04103(15) 0.0338(4) Uani 1 1 d . . . O4 O 0.24321(16) 0.9163(2) 0.03842(17) 0.0316(4) Uani 1 1 d . . . O5 O 0.55866(19) 0.6443(3) 0.26943(14) 0.0318(5) Uani 1 1 d . . . O6 O 0.5146(2) 0.6394(3) 0.45445(15) 0.0370(4) Uani 1 1 d . . . C1 C 0.2577(3) 0.2806(3) 0.1536(2) 0.0360(7) Uani 1 1 d . . . H1 H 0.3157 0.2056 0.1112 0.043 Uiso 1 1 calc R . . C2 C 0.3133(3) 0.7929(3) 0.0785(2) 0.0356(7) Uani 1 1 d . . . H2 H 0.2737 0.7424 0.1434 0.043 Uiso 1 1 calc R . . C3 C 0.5360(3) 0.5690(3) 0.3619(3) 0.0319(7) Uani 1 1 d . . . H3 H 0.5352 0.4504 0.3607 0.038 Uiso 1 1 calc R . . N1 N 0.0699(4) 0.5063(2) 0.3433(3) 0.0374(7) Uani 1 1 d D . . H11 H 0.0824 0.6103 0.3144 0.056 Uiso 1 1 calc R . . H12 H 0.0846 0.4288 0.2892 0.056 Uiso 1 1 calc R . . H13 H 0.1353 0.4898 0.3993 0.056 Uiso 1 1 calc R . . N2 N -0.0788(4) 0.4903(3) 0.3868(3) 0.0571(11) Uani 1 1 d D . . H21 H -0.100(2) 0.5839(18) 0.427(2) 0.086 Uiso 1 1 d D . . H22 H -0.084(2) 0.400(2) 0.432(2) 0.086 Uiso 1 1 d 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 Mn1 0.02230(14) 0.01997(14) 0.02232(14) -0.00018(14) 0.0010(2) 0.00029(14) O1 0.0289(9) 0.0265(9) 0.0441(10) -0.0060(9) 0.0061(8) -0.0078(7) O2 0.0293(10) 0.0313(9) 0.0380(9) -0.0050(9) 0.0046(8) -0.0072(8) O3 0.0315(9) 0.0331(9) 0.0367(10) 0.0054(9) 0.0092(8) 0.0105(7) O4 0.0297(9) 0.0266(9) 0.0384(9) 0.0056(8) 0.0052(8) 0.0094(8) O5 0.0445(11) 0.0292(10) 0.0217(11) 0.0010(8) 0.0027(8) -0.0056(10) O6 0.0576(12) 0.0315(11) 0.0218(11) -0.0009(9) 0.0044(9) -0.0070(9) C1 0.0327(14) 0.0352(14) 0.0403(18) -0.0117(12) 0.0123(11) -0.0021(12) C2 0.0365(14) 0.0336(14) 0.037(2) 0.0083(12) 0.0084(11) 0.0071(12) C3 0.041(2) 0.0269(10) 0.0276(12) -0.0008(15) -0.0053(14) -0.0038(11) N1 0.050(2) 0.0276(13) 0.034(2) -0.0015(12) 0.0013(15) 0.0080(12) N2 0.040(2) 0.057(2) 0.074(3) 0.0112(16) 0.007(2) 0.0054(13) _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 Mn1 O6 2.178(2) 2_664 ? Mn1 O2 2.1821(18) 3 ? Mn1 O1 2.1841(15) . ? Mn1 O3 2.1856(17) . ? Mn1 O4 2.1919(15) 3_565 ? Mn1 O5 2.1958(19) . ? O1 C1 1.239(3) . ? O2 C1 1.254(3) . ? O2 Mn1 2.1821(18) 3_455 ? O3 C2 1.229(3) . ? O4 C2 1.246(3) . ? O4 Mn1 2.1919(15) 3_465 ? O5 C3 1.255(3) . ? O6 C3 1.235(4) . ? O6 Mn1 2.178(2) 2_665 ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? N1 N2 1.431(3) . ? N1 H11 0.8900 . ? N1 H12 0.8900 . ? N1 H13 0.8900 . ? N2 H21 0.893(9) . ? N2 H22 0.891(9) . ? 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 O6 Mn1 O2 88.01(7) 2_664 3 ? O6 Mn1 O1 90.52(7) 2_664 . ? O2 Mn1 O1 88.55(7) 3 . ? O6 Mn1 O3 91.17(8) 2_664 . ? O2 Mn1 O3 179.08(8) 3 . ? O1 Mn1 O3 91.05(6) . . ? O6 Mn1 O4 88.80(7) 2_664 3_565 ? O2 Mn1 O4 92.64(6) 3 3_565 ? O1 Mn1 O4 178.61(8) . 3_565 ? O3 Mn1 O4 87.75(6) . 3_565 ? O6 Mn1 O5 176.10(8) 2_664 . ? O2 Mn1 O5 94.26(7) 3 . ? O1 Mn1 O5 86.37(7) . . ? O3 Mn1 O5 86.54(7) . . ? O4 Mn1 O5 94.25(7) 3_565 . ? C1 O1 Mn1 121.48(17) . . ? C1 O2 Mn1 121.93(16) . 3_455 ? C2 O3 Mn1 122.68(16) . . ? C2 O4 Mn1 121.59(17) . 3_465 ? C3 O5 Mn1 118.29(16) . . ? C3 O6 Mn1 123.43(18) . 2_665 ? O1 C1 O2 125.2(2) . . ? O1 C1 H1 117.4 . . ? O2 C1 H1 117.4 . . ? O3 C2 O4 126.6(2) . . ? O3 C2 H2 116.7 . . ? O4 C2 H2 116.7 . . ? O6 C3 O5 125.4(2) . . ? O6 C3 H3 117.3 . . ? O5 C3 H3 117.3 . . ? N2 N1 H11 109.5 . . ? N2 N1 H12 109.5 . . ? H11 N1 H12 109.5 . . ? N2 N1 H13 109.5 . . ? H11 N1 H13 109.5 . . ? H12 N1 H13 109.5 . . ? N1 N2 H21 108.5(10) . . ? N1 N2 H22 109.4(10) . . ? H21 N2 H22 109.1(14) . . ? 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 N1 H11 O5 0.89 2.01 2.876(3) 164.9 3_465 N1 H11 O6 0.89 2.63 3.110(3) 114.5 3_465 N1 H12 O2 0.89 2.04 2.925(3) 173.4 . N1 H12 O1 0.89 2.43 2.990(4) 121.7 . N1 H13 O4 0.89 2.05 2.926(4) 168.8 4_545 N2 H21 O6 0.893(9) 2.423(15) 3.125(4) 135.7(12) 3_465 N2 H22 O3 0.891(9) 2.299(17) 3.035(4) 139.8(16) 4_545 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.71 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.249 _refine_diff_density_min -0.323 _refine_diff_density_rms 0.062 _database_code_depnum_ccdc_archive 'CCDC 958454' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1Mn-400K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 Mn N2 O6' _chemical_formula_weight 223.05 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P nma' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 8.8505(3) _cell_length_b 11.8785(4) _cell_length_c 7.9240(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 833.06(5) _cell_formula_units_Z 4 _cell_measurement_temperature 400.0 _cell_measurement_reflns_used 5455 _cell_measurement_theta_max 30.36 _cell_measurement_theta_min 3.08 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.778 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 452 _exptl_absorpt_coefficient_mu 1.581 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.60599 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm (Blessing 1995, 1997). ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 400.0 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, AtlasCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3914 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 12844 _diffrn_reflns_av_R_equivalents 0.0406 _diffrn_reflns_av_sigmaI/netI 0.0170 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.43 _diffrn_reflns_theta_max 28.26 _reflns_number_total 1077 _reflns_number_gt 873 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro (Agilent Technologies, 2012)' _computing_cell_refinement 'CrysAlisPro (Agilent Technologies, 2012)' _computing_data_reduction 'CrysAlisPro (Agilent Technologies, 2012)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0340P)^2^+0.2754P] 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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.107(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1077 _refine_ls_number_parameters 79 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0374 _refine_ls_R_factor_gt 0.0297 _refine_ls_wR_factor_ref 0.0830 _refine_ls_wR_factor_gt 0.0779 _refine_ls_goodness_of_fit_ref 1.226 _refine_ls_restrained_S_all 1.225 _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 Mn1 Mn 0.5000 0.0000 0.5000 0.03213(19) Uani 1 2 d S . . O1 O 0.46310(18) 0.15744(11) 0.36355(17) 0.0513(4) Uani 1 1 d . . . O2 O 0.40231(16) 0.06855(11) 0.73133(17) 0.0501(4) Uani 1 1 d . . . O3 O 0.21812(16) 0.06805(11) 0.91836(17) 0.0486(4) Uani 1 1 d . . . C1 C 0.4702(3) 0.2500 0.4341(4) 0.0445(6) Uani 1 2 d S . . H1 H 0.4819 0.2500 0.5507 0.053 Uiso 1 2 calc SR . . C2 C 0.2818(3) 0.0342(2) 0.7890(3) 0.0532(5) Uani 1 1 d . . . H2 H 0.2338 -0.0229 0.7293 0.064 Uiso 1 1 calc R . . N1 N 0.4285(4) 0.2500 1.0116(3) 0.0668(9) Uani 1 2 d SD . . H11 H 0.4147(14) 0.224(3) 1.1168(16) 0.100 Uiso 0.50 1 d PD . . H12 H 0.3997(17) 0.195(2) 0.940(3) 0.100 Uiso 0.50 1 d PD . . H13 H 0.3650(10) 0.3083(10) 0.997(4) 0.100 Uiso 0.50 1 d PD . . N2 N 0.5784(6) 0.2817(6) 0.9840(6) 0.100(3) Uani 0.50 1 d PD . . H21 H 0.5892(16) 0.3562(7) 0.977(3) 0.149 Uiso 0.50 1 d PD . . H22 H 0.6170(14) 0.2500 0.8917(17) 0.149 Uiso 1 2 d SD . . 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 Mn1 0.0364(3) 0.0312(3) 0.0288(3) -0.00024(13) 0.00023(13) -0.00166(14) O1 0.0767(10) 0.0319(7) 0.0455(8) -0.0006(6) -0.0100(7) -0.0007(6) O2 0.0497(8) 0.0546(8) 0.0461(8) -0.0096(6) 0.0151(6) -0.0111(6) O3 0.0467(8) 0.0592(8) 0.0400(7) -0.0079(6) 0.0101(6) -0.0080(6) C1 0.0579(17) 0.0380(14) 0.0375(14) 0.000 -0.0050(12) 0.000 C2 0.0579(13) 0.0578(12) 0.0440(11) -0.0145(10) 0.0120(10) -0.0176(11) N1 0.084(3) 0.0638(19) 0.0526(17) 0.000 -0.0230(14) 0.000 N2 0.083(4) 0.110(8) 0.105(4) 0.024(3) 0.011(3) -0.003(4) _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 Mn1 O2 2.1842(12) 5_656 ? Mn1 O2 2.1842(12) . ? Mn1 O1 2.1848(13) . ? Mn1 O1 2.1848(13) 5_656 ? Mn1 O3 2.1906(13) 2_554 ? Mn1 O3 2.1906(13) 6_657 ? O1 C1 1.2349(19) . ? O2 C2 1.229(2) . ? O3 C2 1.237(2) . ? O3 Mn1 2.1906(13) 2 ? C1 O1 1.2349(19) 8_565 ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? N1 N2 1.396(6) . ? N1 N2 1.396(6) 8_565 ? N1 H11 0.899(5) . ? N1 H12 0.899(5) . ? N1 H13 0.899(5) . ? N2 N2 0.753(14) 8_565 ? N2 H21 0.891(5) . ? N2 H22 0.891(5) . ? 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 O2 Mn1 O2 180.00(4) 5_656 . ? O2 Mn1 O1 87.88(5) 5_656 . ? O2 Mn1 O1 92.12(5) . . ? O2 Mn1 O1 92.12(5) 5_656 5_656 ? O2 Mn1 O1 87.88(5) . 5_656 ? O1 Mn1 O1 180.0 . 5_656 ? O2 Mn1 O3 87.90(5) 5_656 2_554 ? O2 Mn1 O3 92.10(5) . 2_554 ? O1 Mn1 O3 92.18(5) . 2_554 ? O1 Mn1 O3 87.82(5) 5_656 2_554 ? O2 Mn1 O3 92.10(5) 5_656 6_657 ? O2 Mn1 O3 87.90(5) . 6_657 ? O1 Mn1 O3 87.82(5) . 6_657 ? O1 Mn1 O3 92.18(5) 5_656 6_657 ? O3 Mn1 O3 180.00(7) 2_554 6_657 ? C1 O1 Mn1 122.05(15) . . ? C2 O2 Mn1 122.10(13) . . ? C2 O3 Mn1 121.78(13) . 2 ? O1 C1 O1 125.8(3) . 8_565 ? O1 C1 H1 117.1 . . ? O1 C1 H1 117.1 8_565 . ? O2 C2 O3 126.5(2) . . ? O2 C2 H2 116.7 . . ? O3 C2 H2 116.7 . . ? N2 N1 N2 31.3(6) . 8_565 ? N2 N1 H11 111.6(6) . . ? N2 N1 H11 100.4(13) 8_565 . ? N2 N1 H12 111.4(6) . . ? N2 N1 H12 88.6(11) 8_565 . ? H11 N1 H12 107.3(7) . . ? N2 N1 H13 111.5(6) . . ? N2 N1 H13 141.5(10) 8_565 . ? H11 N1 H13 107.4(7) . . ? H12 N1 H13 107.4(7) . . ? N2 N2 N1 74.3(3) 8_565 . ? N2 N2 H21 172.9(6) 8_565 . ? N1 N2 H21 112.3(8) . . ? N2 N2 H22 65.0(5) 8_565 . ? N1 N2 H22 112.3(8) . . ? H21 N2 H22 109.2(9) . . ? 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 N1 H11 O1 0.899(5) 2.151(8) 3.013(3) 160.7(12) 1_556 N1 H11 O1 0.899(5) 2.45(3) 3.013(3) 121(2) 8_566 N1 H12 O3 0.899(5) 2.214(10) 2.947(3) 138.3(12) . N1 H12 O2 0.899(5) 2.236(7) 3.103(2) 161.8(9) . N1 H13 O3 0.899(5) 2.059(8) 2.947(3) 169(3) 8_565 N1 H13 O2 0.899(5) 2.59(2) 3.103(2) 117(2) 8_565 N2 H21 O2 0.891(5) 2.71(2) 3.099(6) 107.8(16) 8_565 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.227 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.063 _database_code_depnum_ccdc_archive 'CCDC 958455' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2Zn-110K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 N2 O6 Zn' _chemical_formula_weight 233.48 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P na2(1)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 8.6640(3) _cell_length_b 7.7157(2) _cell_length_c 11.4824(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 767.58(4) _cell_formula_units_Z 4 _cell_measurement_temperature 110.0 _cell_measurement_reflns_used 6646 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 28.700 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.020 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 472 _exptl_absorpt_coefficient_mu 3.196 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.364 _exptl_absorpt_correction_T_max 0.473 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 110.0 _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 'NONIUS KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 14003 _diffrn_reflns_av_R_equivalents 0.0659 _diffrn_reflns_av_sigmaI/netI 0.0465 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.54 _diffrn_reflns_theta_max 28.66 _reflns_number_total 1944 _reflns_number_gt 1427 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0223P)^2^+0.0000P] 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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0402(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.322(12) _refine_ls_number_reflns 1944 _refine_ls_number_parameters 118 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0452 _refine_ls_R_factor_gt 0.0230 _refine_ls_wR_factor_ref 0.0457 _refine_ls_wR_factor_gt 0.0426 _refine_ls_goodness_of_fit_ref 0.931 _refine_ls_restrained_S_all 0.930 _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 Zn1 Zn 0.52973(3) 0.49988(6) 0.11117(5) 0.00945(8) Uani 1 1 d . . . O1 O 0.31500(19) 0.4214(2) 0.17771(15) 0.0136(4) Uani 1 1 d . . . O2 O 0.12531(19) 0.2294(2) 0.17872(15) 0.0130(4) Uani 1 1 d . . . O3 O 0.43218(19) 0.7260(2) 0.04046(15) 0.0136(4) Uani 1 1 d . . . O4 O 0.24116(19) 0.9180(2) 0.03946(15) 0.0127(4) Uani 1 1 d . . . O5 O 0.5559(2) 0.6430(3) 0.26621(14) 0.0130(4) Uani 1 1 d . . . O6 O 0.5124(2) 0.6375(3) 0.45649(15) 0.0140(4) Uani 1 1 d . . . C1 C 0.2602(3) 0.2767(4) 0.1528(2) 0.0143(6) Uani 1 1 d . . . H1 H 0.3240 0.1973 0.1118 0.017 Uiso 1 1 calc R . . C2 C 0.3121(3) 0.7903(4) 0.08217(19) 0.0147(6) Uani 1 1 d . . . H2 H 0.2713 0.7395 0.1509 0.018 Uiso 1 1 calc R . . C3 C 0.5316(3) 0.5631(3) 0.3621(3) 0.0132(7) Uani 1 1 d . . . H3 H 0.5280 0.4400 0.3608 0.016 Uiso 1 1 calc R . . N1 N 0.0630(4) 0.5060(3) 0.3430(2) 0.0139(7) Uani 1 1 d D . . H11 H 0.0775 0.6138 0.3127 0.021 Uiso 1 1 calc R . . H12 H 0.0727 0.4256 0.2855 0.021 Uiso 1 1 calc R . . H13 H 0.1349 0.4857 0.3992 0.021 Uiso 1 1 calc R . . N2 N -0.0896(4) 0.4948(3) 0.3932(3) 0.0193(7) Uani 1 1 d D . . H21 H -0.109(2) 0.5922(17) 0.4344(18) 0.029 Uiso 1 1 d D . . H22 H -0.094(2) 0.4007(18) 0.4403(18) 0.029 Uiso 1 1 d 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 Zn1 0.01019(12) 0.00889(12) 0.00928(11) -0.00014(10) 0.00059(19) 0.00022(13) O1 0.0126(10) 0.0120(10) 0.0163(8) -0.0006(8) 0.0011(7) -0.0021(8) O2 0.0127(10) 0.0123(10) 0.0140(8) -0.0011(8) 0.0020(7) -0.0025(8) O3 0.0140(10) 0.0131(10) 0.0138(9) 0.0009(8) 0.0009(8) 0.0045(7) O4 0.0142(10) 0.0099(9) 0.0141(8) 0.0015(8) 0.0002(8) 0.0009(8) O5 0.0173(10) 0.0108(11) 0.0110(9) 0.0012(8) 0.0006(7) -0.0019(9) O6 0.0192(10) 0.0125(11) 0.0103(9) -0.0005(8) 0.0026(8) -0.0007(9) C1 0.0142(14) 0.0151(15) 0.0135(13) -0.0021(10) 0.0017(10) 0.0015(12) C2 0.0143(14) 0.0166(15) 0.0132(15) -0.0015(10) -0.0005(10) 0.0000(12) C3 0.013(2) 0.0132(11) 0.0130(11) -0.0010(13) -0.0041(12) -0.0008(11) N1 0.0179(17) 0.0107(13) 0.0132(14) 0.0001(10) -0.0022(10) -0.0001(11) N2 0.0130(16) 0.0205(16) 0.0245(16) 0.0020(10) 0.0084(14) 0.0031(12) _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 Zn1 O1 2.1003(17) . ? Zn1 O6 2.100(2) 2_664 ? Zn1 O2 2.1017(18) 3 ? Zn1 O3 2.1018(19) . ? Zn1 O4 2.1061(17) 3_565 ? Zn1 O5 2.1070(19) . ? O1 C1 1.247(3) . ? O2 C1 1.260(3) . ? O2 Zn1 2.1017(18) 3_455 ? O3 C2 1.248(3) . ? O4 C2 1.260(3) . ? O4 Zn1 2.1061(17) 3_465 ? O5 C3 1.280(4) . ? O6 C3 1.238(4) . ? O6 Zn1 2.100(2) 2_665 ? C1 H1 0.9500 . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? N1 N2 1.444(3) . ? N1 H11 0.9100 . ? N1 H12 0.9100 . ? N1 H13 0.9100 . ? N2 H21 0.904(9) . ? N2 H22 0.905(9) . ? 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 O1 Zn1 O6 90.48(7) . 2_664 ? O1 Zn1 O2 88.40(7) . 3 ? O6 Zn1 O2 87.45(7) 2_664 3 ? O1 Zn1 O3 91.35(7) . . ? O6 Zn1 O3 91.29(8) 2_664 . ? O2 Zn1 O3 178.72(8) 3 . ? O1 Zn1 O4 178.05(8) . 3_565 ? O6 Zn1 O4 88.41(7) 2_664 3_565 ? O2 Zn1 O4 93.15(7) 3 3_565 ? O3 Zn1 O4 87.07(7) . 3_565 ? O1 Zn1 O5 86.51(7) . . ? O6 Zn1 O5 176.07(8) 2_664 . ? O2 Zn1 O5 94.98(8) 3 . ? O3 Zn1 O5 86.26(7) . . ? O4 Zn1 O5 94.53(7) 3_565 . ? C1 O1 Zn1 120.79(18) . . ? C1 O2 Zn1 121.47(17) . 3_455 ? C2 O3 Zn1 121.13(16) . . ? C2 O4 Zn1 120.47(16) . 3_465 ? C3 O5 Zn1 117.19(18) . . ? C3 O6 Zn1 121.97(19) . 2_665 ? O1 C1 O2 123.9(3) . . ? O1 C1 H1 118.0 . . ? O2 C1 H1 118.0 . . ? O3 C2 O4 124.6(2) . . ? O3 C2 H2 117.7 . . ? O4 C2 H2 117.7 . . ? O6 C3 O5 123.5(2) . . ? O6 C3 H3 118.2 . . ? O5 C3 H3 118.2 . . ? N2 N1 H11 109.5 . . ? N2 N1 H12 109.5 . . ? H11 N1 H12 109.5 . . ? N2 N1 H13 109.5 . . ? H11 N1 H13 109.5 . . ? H12 N1 H13 109.5 . . ? N1 N2 H21 109.1(10) . . ? N1 N2 H22 109.2(10) . . ? H21 N2 H22 110.3(13) . . ? 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 N1 H11 O5 0.91 1.96 2.849(3) 165.0 3_465 N1 H11 O6 0.91 2.59 3.075(3) 113.8 3_465 N1 H12 O2 0.91 2.00 2.899(3) 169.0 . N1 H12 O1 0.91 2.44 2.966(4) 117.2 . N1 H13 O4 0.91 2.01 2.903(3) 168.6 4_545 N2 H21 O6 0.904(9) 2.348(14) 3.059(3) 135.5(11) 3_465 N2 H22 O3 0.905(9) 2.262(17) 3.003(3) 138.7(15) 4_545 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.66 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.499 _refine_diff_density_min -0.399 _refine_diff_density_rms 0.079 _database_code_depnum_ccdc_archive 'CCDC 958456' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2Zn-200K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 N2 O6 Zn' _chemical_formula_weight 233.48 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P na2(1)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 8.6806(3) _cell_length_b 7.7235(3) _cell_length_c 11.5056(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 771.39(4) _cell_formula_units_Z 4 _cell_measurement_temperature 200.0 _cell_measurement_reflns_used 6249 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 28.700 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.010 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 472 _exptl_absorpt_coefficient_mu 3.181 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.389 _exptl_absorpt_correction_T_max 0.471 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200.0 _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 'NONIUS KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 14258 _diffrn_reflns_av_R_equivalents 0.0665 _diffrn_reflns_av_sigmaI/netI 0.0500 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.53 _diffrn_reflns_theta_max 28.70 _reflns_number_total 1965 _reflns_number_gt 1369 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0181P)^2^+0.0000P] 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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0461(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.322(12) _refine_ls_number_reflns 1965 _refine_ls_number_parameters 118 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0481 _refine_ls_R_factor_gt 0.0227 _refine_ls_wR_factor_ref 0.0429 _refine_ls_wR_factor_gt 0.0402 _refine_ls_goodness_of_fit_ref 0.942 _refine_ls_restrained_S_all 0.941 _refine_ls_shift/su_max 0.001 _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 Zn1 Zn 0.52881(3) 0.49988(6) 0.11119(6) 0.01351(8) Uani 1 1 d . . . O1 O 0.31458(19) 0.4204(2) 0.17709(17) 0.0197(4) Uani 1 1 d . . . O2 O 0.12509(19) 0.2288(2) 0.17824(15) 0.0186(4) Uani 1 1 d . . . O3 O 0.4308(2) 0.7257(2) 0.04127(15) 0.0202(4) Uani 1 1 d . . . O4 O 0.23973(19) 0.9164(2) 0.04017(16) 0.0189(4) Uani 1 1 d . . . O5 O 0.5554(2) 0.6421(3) 0.26656(14) 0.0186(5) Uani 1 1 d . . . O6 O 0.5121(2) 0.6364(3) 0.45631(16) 0.0206(5) Uani 1 1 d . . . C1 C 0.2591(3) 0.2770(4) 0.1518(2) 0.0207(7) Uani 1 1 d . . . H1 H 0.3221 0.1985 0.1096 0.025 Uiso 1 1 calc R . . C2 C 0.3112(3) 0.7897(4) 0.0824(2) 0.0203(7) Uani 1 1 d . . . H2 H 0.2706 0.7387 0.1510 0.024 Uiso 1 1 calc R . . C3 C 0.5306(3) 0.5628(3) 0.3618(3) 0.0203(8) Uani 1 1 d . . . H3 H 0.5260 0.4400 0.3603 0.024 Uiso 1 1 calc R . . N1 N 0.0636(4) 0.5065(3) 0.3433(3) 0.0203(8) Uani 1 1 d D . . H11 H 0.0769 0.6137 0.3122 0.030 Uiso 1 1 calc R . . H12 H 0.0754 0.4251 0.2868 0.030 Uiso 1 1 calc R . . H13 H 0.1349 0.4888 0.4001 0.030 Uiso 1 1 calc R . . N2 N -0.0883(5) 0.4935(3) 0.3920(3) 0.0316(9) Uani 1 1 d D . . H21 H -0.112(2) 0.5916(17) 0.430(2) 0.047 Uiso 1 1 d D . . H22 H -0.094(2) 0.401(2) 0.4398(19) 0.047 Uiso 1 1 d 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 Zn1 0.01475(12) 0.01247(12) 0.01331(11) 0.00011(11) 0.0008(2) 0.00007(15) O1 0.0177(10) 0.0139(10) 0.0274(9) -0.0021(9) 0.0029(8) -0.0039(8) O2 0.0184(11) 0.0172(10) 0.0202(8) -0.0025(8) 0.0041(8) -0.0039(8) O3 0.0216(11) 0.0168(10) 0.0223(10) 0.0023(9) 0.0050(8) 0.0067(8) O4 0.0204(10) 0.0162(10) 0.0201(9) 0.0016(9) 0.0031(8) 0.0037(8) O5 0.0248(11) 0.0165(12) 0.0145(10) 0.0011(8) 0.0018(8) -0.0044(10) O6 0.0331(12) 0.0158(12) 0.0129(10) -0.0007(9) 0.0035(8) -0.0019(10) C1 0.0188(15) 0.0210(16) 0.0223(15) -0.0039(11) 0.0042(10) 0.0011(13) C2 0.0215(15) 0.0198(16) 0.0195(16) 0.0007(11) 0.0011(10) 0.0032(13) C3 0.022(3) 0.0187(11) 0.0202(12) -0.0014(15) -0.0040(14) -0.0020(12) N1 0.0237(19) 0.0179(15) 0.0193(15) 0.0017(11) -0.0018(11) 0.0024(12) N2 0.0236(19) 0.0316(19) 0.040(2) 0.0063(12) 0.0113(16) 0.0047(14) _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 Zn1 O6 2.100(2) 2_664 ? Zn1 O1 2.1001(17) . ? Zn1 O2 2.1009(19) 3 ? Zn1 O3 2.1010(19) . ? Zn1 O4 2.1067(17) 3_565 ? Zn1 O5 2.111(2) . ? O1 C1 1.242(3) . ? O2 C1 1.259(3) . ? O2 Zn1 2.1009(19) 3_455 ? O3 C2 1.243(3) . ? O4 C2 1.256(3) . ? O4 Zn1 2.1067(17) 3_465 ? O5 C3 1.274(4) . ? O6 C3 1.237(4) . ? O6 Zn1 2.100(2) 2_665 ? C1 H1 0.9500 . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? N1 N2 1.436(3) . ? N1 H11 0.9100 . ? N1 H12 0.9100 . ? N1 H13 0.9100 . ? N2 H21 0.901(9) . ? N2 H22 0.905(9) . ? 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 O6 Zn1 O1 90.56(7) 2_664 . ? O6 Zn1 O2 87.56(8) 2_664 3 ? O1 Zn1 O2 88.50(7) . 3 ? O6 Zn1 O3 91.30(8) 2_664 . ? O1 Zn1 O3 91.28(7) . . ? O2 Zn1 O3 178.84(9) 3 . ? O6 Zn1 O4 88.39(8) 2_664 3_565 ? O1 Zn1 O4 178.02(9) . 3_565 ? O2 Zn1 O4 93.14(7) 3 3_565 ? O3 Zn1 O4 87.06(7) . 3_565 ? O6 Zn1 O5 176.41(9) 2_664 . ? O1 Zn1 O5 86.75(8) . . ? O2 Zn1 O5 94.75(8) 3 . ? O3 Zn1 O5 86.37(8) . . ? O4 Zn1 O5 94.22(8) 3_565 . ? C1 O1 Zn1 121.30(18) . . ? C1 O2 Zn1 121.84(18) . 3_455 ? C2 O3 Zn1 121.50(16) . . ? C2 O4 Zn1 121.21(17) . 3_465 ? C3 O5 Zn1 117.42(19) . . ? C3 O6 Zn1 122.5(2) . 2_665 ? O1 C1 O2 124.4(3) . . ? O1 C1 H1 117.8 . . ? O2 C1 H1 117.8 . . ? O3 C2 O4 125.1(2) . . ? O3 C2 H2 117.5 . . ? O4 C2 H2 117.5 . . ? O6 C3 O5 123.9(2) . . ? O6 C3 H3 118.1 . . ? O5 C3 H3 118.1 . . ? N2 N1 H11 109.5 . . ? N2 N1 H12 109.5 . . ? H11 N1 H12 109.5 . . ? N2 N1 H13 109.5 . . ? H11 N1 H13 109.5 . . ? H12 N1 H13 109.5 . . ? N1 N2 H21 110.1(10) . . ? N1 N2 H22 110.0(10) . . ? H21 N2 H22 110.9(14) . . ? 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 N1 H11 O5 0.91 1.97 2.856(3) 165.1 3_465 N1 H11 O6 0.91 2.61 3.082(4) 113.3 3_465 N1 H12 O2 0.91 2.01 2.914(3) 171.3 . N1 H12 O1 0.91 2.43 2.974(4) 118.5 . N1 H13 O4 0.91 2.02 2.920(4) 168.2 4_545 N2 H21 O6 0.901(9) 2.381(15) 3.078(4) 134.3(12) 3_465 N2 H22 O3 0.905(9) 2.279(17) 3.016(3) 138.3(15) 4_545 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.70 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.479 _refine_diff_density_min -0.494 _refine_diff_density_rms 0.081 _database_code_depnum_ccdc_archive 'CCDC 958457' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2Zn-290K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 N2 O6 Zn' _chemical_formula_weight 233.48 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P na2(1)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 8.6748(3) _cell_length_b 7.7488(3) _cell_length_c 11.5478(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 776.23(5) _cell_formula_units_Z 4 _cell_measurement_temperature 290.0 _cell_measurement_reflns_used 5498 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 28.700 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.998 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 472 _exptl_absorpt_coefficient_mu 3.161 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.382 _exptl_absorpt_correction_T_max 0.483 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 290.0 _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 'NONIUS KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 14396 _diffrn_reflns_av_R_equivalents 0.0739 _diffrn_reflns_av_sigmaI/netI 0.0581 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.53 _diffrn_reflns_theta_max 28.69 _reflns_number_total 1988 _reflns_number_gt 1329 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0184P)^2^+0.0000P] 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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0577(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.301(13) _refine_ls_number_reflns 1988 _refine_ls_number_parameters 118 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0553 _refine_ls_R_factor_gt 0.0233 _refine_ls_wR_factor_ref 0.0436 _refine_ls_wR_factor_gt 0.0395 _refine_ls_goodness_of_fit_ref 0.893 _refine_ls_restrained_S_all 0.891 _refine_ls_shift/su_max 0.001 _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 Zn1 Zn 0.52554(2) 0.49991(7) 0.11116(6) 0.01916(9) Uani 1 1 d . . . O1 O 0.3111(2) 0.4189(3) 0.17619(18) 0.0283(4) Uani 1 1 d . . . O2 O 0.1216(2) 0.2281(2) 0.17779(17) 0.0273(4) Uani 1 1 d . . . O3 O 0.4272(2) 0.7258(2) 0.04213(16) 0.0281(5) Uani 1 1 d . . . O4 O 0.2376(2) 0.9166(2) 0.04092(18) 0.0257(4) Uani 1 1 d . . . O5 O 0.5522(2) 0.6401(3) 0.26702(16) 0.0259(5) Uani 1 1 d . . . O6 O 0.5145(2) 0.6344(3) 0.45622(19) 0.0289(6) Uani 1 1 d . . . C1 C 0.2543(4) 0.2773(4) 0.1499(3) 0.0291(8) Uani 1 1 d . . . H1 H 0.3144 0.2022 0.1062 0.035 Uiso 1 1 calc R . . C2 C 0.3075(4) 0.7892(4) 0.0818(2) 0.0283(8) Uani 1 1 d . . . H2 H 0.2659 0.7378 0.1475 0.034 Uiso 1 1 calc R . . C3 C 0.5291(3) 0.5622(4) 0.3617(4) 0.0268(8) Uani 1 1 d . . . H3 H 0.5226 0.4424 0.3599 0.032 Uiso 1 1 calc R . . N1 N 0.0656(4) 0.5076(3) 0.3452(3) 0.0347(9) Uani 1 1 d D . . H11 H 0.0792 0.6143 0.3186 0.052 Uiso 1 1 calc R . . H12 H 0.0787 0.4325 0.2877 0.052 Uiso 1 1 calc R . . H13 H 0.1338 0.4863 0.4010 0.052 Uiso 1 1 calc R . . N2 N -0.0864(5) 0.4911(4) 0.3904(4) 0.0509(12) Uani 1 1 d D . . H21 H -0.110(2) 0.584(2) 0.431(2) 0.076 Uiso 1 1 d D . . H22 H -0.092(2) 0.398(2) 0.435(2) 0.076 Uiso 1 1 d 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 Zn1 0.02090(13) 0.01782(12) 0.01876(12) 0.00016(12) 0.0013(3) -0.00013(17) O1 0.0260(11) 0.0227(11) 0.0363(10) -0.0031(10) 0.0035(9) -0.0047(9) O2 0.0254(11) 0.0257(12) 0.0309(10) -0.0041(10) 0.0040(9) -0.0053(9) O3 0.0275(11) 0.0263(12) 0.0306(11) 0.0044(10) 0.0054(9) 0.0099(9) O4 0.0259(10) 0.0208(11) 0.0305(10) 0.0028(10) 0.0036(9) 0.0057(9) O5 0.0343(12) 0.0244(13) 0.0189(12) 0.0019(9) 0.0005(9) -0.0072(12) O6 0.0451(14) 0.0237(14) 0.0180(11) -0.0003(10) 0.0020(9) -0.0045(11) C1 0.0291(17) 0.0282(18) 0.0298(18) -0.0087(12) 0.0069(11) -0.0010(15) C2 0.0294(16) 0.0260(17) 0.030(2) 0.0035(13) 0.0066(12) 0.0047(14) C3 0.032(3) 0.0239(12) 0.0248(12) -0.0022(17) -0.0039(17) -0.0034(12) N1 0.045(2) 0.0267(16) 0.0324(18) 0.0013(15) 0.0007(16) 0.0073(14) N2 0.037(2) 0.051(2) 0.065(3) 0.0116(16) 0.009(2) 0.0068(17) _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 Zn1 O6 2.099(2) 2_664 ? Zn1 O2 2.100(2) 3 ? Zn1 O1 2.1020(19) . ? Zn1 O3 2.104(2) . ? Zn1 O4 2.1120(18) 3_565 ? Zn1 O5 2.115(2) . ? O1 C1 1.240(3) . ? O2 C1 1.255(3) . ? O2 Zn1 2.100(2) 3_455 ? O3 C2 1.237(3) . ? O4 C2 1.251(3) . ? O4 Zn1 2.1120(18) 3_465 ? O5 C3 1.265(5) . ? O6 C3 1.233(5) . ? O6 Zn1 2.099(2) 2_665 ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? N1 N2 1.424(4) . ? N1 H11 0.8900 . ? N1 H12 0.8900 . ? N1 H13 0.8900 . ? N2 H21 0.886(9) . ? N2 H22 0.890(9) . ? 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 O6 Zn1 O2 87.76(9) 2_664 3 ? O6 Zn1 O1 90.58(8) 2_664 . ? O2 Zn1 O1 88.23(8) 3 . ? O6 Zn1 O3 91.29(9) 2_664 . ? O2 Zn1 O3 178.98(9) 3 . ? O1 Zn1 O3 91.44(8) . . ? O6 Zn1 O4 88.19(8) 2_664 3_565 ? O2 Zn1 O4 93.02(7) 3 3_565 ? O1 Zn1 O4 178.22(10) . 3_565 ? O3 Zn1 O4 87.30(8) . 3_565 ? O6 Zn1 O5 176.63(10) 2_664 . ? O2 Zn1 O5 94.42(9) 3 . ? O1 Zn1 O5 86.92(8) . . ? O3 Zn1 O5 86.52(9) . . ? O4 Zn1 O5 94.26(8) 3_565 . ? C1 O1 Zn1 121.88(19) . . ? C1 O2 Zn1 121.72(19) . 3_455 ? C2 O3 Zn1 122.03(18) . . ? C2 O4 Zn1 121.25(18) . 3_465 ? C3 O5 Zn1 118.2(2) . . ? C3 O6 Zn1 123.1(2) . 2_665 ? O1 C1 O2 124.8(3) . . ? O1 C1 H1 117.6 . . ? O2 C1 H1 117.6 . . ? O3 C2 O4 125.5(3) . . ? O3 C2 H2 117.3 . . ? O4 C2 H2 117.3 . . ? O6 C3 O5 124.4(2) . . ? O6 C3 H3 117.8 . . ? O5 C3 H3 117.8 . . ? N2 N1 H11 109.5 . . ? N2 N1 H12 109.5 . . ? H11 N1 H12 109.5 . . ? N2 N1 H13 109.5 . . ? H11 N1 H13 109.5 . . ? H12 N1 H13 109.5 . . ? N1 N2 H21 109.8(11) . . ? N1 N2 H22 109.8(11) . . ? H21 N2 H22 109.7(15) . . ? 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 N1 H11 O5 0.89 2.01 2.878(4) 165.3 3_465 N1 H11 O6 0.89 2.58 3.088(4) 117.4 3_465 N1 H12 O2 0.89 2.06 2.944(4) 169.6 . N1 H12 O1 0.89 2.39 2.970(4) 122.5 . N1 H13 O4 0.89 2.04 2.919(4) 171.0 4_545 N2 H21 O6 0.886(9) 2.452(16) 3.125(4) 133.0(12) 3_465 N2 H22 O3 0.890(9) 2.314(19) 3.034(4) 137.9(18) 4_545 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.69 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.362 _refine_diff_density_min -0.445 _refine_diff_density_rms 0.072 _database_code_depnum_ccdc_archive 'CCDC 958458' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2Zn-375K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 N2 O6 Zn' _chemical_formula_weight 233.48 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P nma' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 8.5958(3) _cell_length_b 11.6442(5) _cell_length_c 7.8468(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 785.40(5) _cell_formula_units_Z 4 _cell_measurement_temperature 375 _cell_measurement_reflns_used 3833 _cell_measurement_theta_max 30.1834 _cell_measurement_theta_min 2.9396 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.975 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 472 _exptl_absorpt_coefficient_mu 3.124 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.72130 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm (Blessing 1995, 1997). ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 375.0 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, AtlasCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3914 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 11343 _diffrn_reflns_av_R_equivalents 0.0721 _diffrn_reflns_av_sigmaI/netI 0.0262 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.50 _diffrn_reflns_theta_max 28.28 _reflns_number_total 1024 _reflns_number_gt 756 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro (Agilent Technologies, 2012)' _computing_cell_refinement 'CrysAlisPro (Agilent Technologies, 2012)' _computing_data_reduction 'CrysAlisPro (Agilent Technologies, 2012)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0291P)^2^+0.4669P] 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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0218(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1024 _refine_ls_number_parameters 79 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0422 _refine_ls_R_factor_gt 0.0294 _refine_ls_wR_factor_ref 0.0795 _refine_ls_wR_factor_gt 0.0727 _refine_ls_goodness_of_fit_ref 1.154 _refine_ls_restrained_S_all 1.152 _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 Zn1 Zn 0.5000 0.0000 0.5000 0.02606(18) Uani 1 2 d S . . O1 O 0.4669(2) 0.15546(15) 0.3674(2) 0.0392(4) Uani 1 1 d . . . O2 O 0.4037(2) 0.06769(14) 0.7255(2) 0.0383(4) Uani 1 1 d . . . O3 O 0.2176(2) 0.06503(15) 0.9191(2) 0.0376(4) Uani 1 1 d . . . C1 C 0.4752(4) 0.2500 0.4400(5) 0.0329(8) Uani 1 2 d S . . H1 H 0.4885 0.2500 0.5576 0.039 Uiso 1 2 calc SR . . C2 C 0.2804(3) 0.0313(2) 0.7853(3) 0.0402(6) Uani 1 1 d . . . H2 H 0.2300 -0.0265 0.7251 0.048 Uiso 1 1 calc R . . N1 N 0.4318(5) 0.2500 1.0130(4) 0.0532(10) Uani 1 2 d SD . . H11 H 0.4180(15) 0.224(3) 1.1196(17) 0.080 Uiso 0.50 1 d PD . . H12 H 0.4018(18) 0.194(2) 0.941(3) 0.080 Uiso 0.50 1 d PD . . H13 H 0.3671(10) 0.3098(11) 0.998(5) 0.080 Uiso 0.50 1 d PD . . N2 N 0.5866(6) 0.2817(6) 0.9846(7) 0.077(3) Uani 0.50 1 d PD . . H21 H 0.5984(17) 0.3576(8) 0.980(3) 0.116 Uiso 0.50 1 d PD . . H22 H 0.6250(15) 0.2500 0.8903(17) 0.116 Uiso 1 2 d SD . . 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 Zn1 0.0282(2) 0.0276(3) 0.0224(2) -0.00051(14) 0.00025(13) -0.00220(15) O1 0.0550(11) 0.0290(9) 0.0337(9) -0.0002(8) -0.0075(8) -0.0010(8) O2 0.0369(9) 0.0439(10) 0.0339(9) -0.0064(8) 0.0103(7) -0.0085(8) O3 0.0361(9) 0.0472(10) 0.0295(8) -0.0047(8) 0.0073(7) -0.0055(8) C1 0.0365(19) 0.0319(19) 0.0303(17) 0.000 -0.0046(14) 0.000 C2 0.0437(14) 0.0450(14) 0.0319(12) -0.0083(11) 0.0068(11) -0.0142(13) N1 0.063(3) 0.055(2) 0.042(2) 0.000 -0.0182(16) 0.000 N2 0.059(4) 0.084(8) 0.089(4) 0.021(3) 0.008(3) -0.006(3) _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 Zn1 O2 2.1064(16) 5_656 ? Zn1 O2 2.1064(16) . ? Zn1 O1 2.1072(17) 5_656 ? Zn1 O1 2.1072(17) . ? Zn1 O3 2.1157(16) 6_657 ? Zn1 O3 2.1157(16) 2_554 ? O1 C1 1.241(2) . ? O2 C2 1.234(3) . ? O3 C2 1.244(3) . ? O3 Zn1 2.1157(16) 2 ? C1 O1 1.241(2) 8_565 ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? N1 N2 1.399(7) . ? N1 N2 1.399(7) 8_565 ? N1 H11 0.898(5) . ? N1 H12 0.898(5) . ? N1 H13 0.898(5) . ? N2 N2 0.739(14) 8_565 ? N2 H21 0.890(5) . ? N2 H22 0.890(5) . ? 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 O2 Zn1 O2 180.0 5_656 . ? O2 Zn1 O1 92.31(7) 5_656 5_656 ? O2 Zn1 O1 87.69(7) . 5_656 ? O2 Zn1 O1 87.69(7) 5_656 . ? O2 Zn1 O1 92.31(7) . . ? O1 Zn1 O1 180.0 5_656 . ? O2 Zn1 O3 92.21(7) 5_656 6_657 ? O2 Zn1 O3 87.79(7) . 6_657 ? O1 Zn1 O3 92.29(7) 5_656 6_657 ? O1 Zn1 O3 87.71(7) . 6_657 ? O2 Zn1 O3 87.79(7) 5_656 2_554 ? O2 Zn1 O3 92.21(7) . 2_554 ? O1 Zn1 O3 87.71(7) 5_656 2_554 ? O1 Zn1 O3 92.29(7) . 2_554 ? O3 Zn1 O3 180.0 6_657 2_554 ? C1 O1 Zn1 121.85(19) . . ? C2 O2 Zn1 121.90(16) . . ? C2 O3 Zn1 121.59(16) . 2 ? O1 C1 O1 124.9(3) . 8_565 ? O1 C1 H1 117.5 . . ? O1 C1 H1 117.5 8_565 . ? O2 C2 O3 125.8(2) . . ? O2 C2 H2 117.1 . . ? O3 C2 H2 117.1 . . ? N2 N1 N2 30.6(6) . 8_565 ? N2 N1 H11 111.3(6) . . ? N2 N1 H11 100.6(13) 8_565 . ? N2 N1 H12 111.3(6) . . ? N2 N1 H12 89.0(12) 8_565 . ? H11 N1 H12 107.6(7) . . ? N2 N1 H13 111.3(7) . . ? N2 N1 H13 140.6(10) 8_565 . ? H11 N1 H13 107.5(7) . . ? H12 N1 H13 107.6(7) . . ? N2 N2 N1 74.7(3) 8_565 . ? N2 N2 H21 173.0(6) 8_565 . ? N1 N2 H21 112.2(8) . . ? N2 N2 H22 65.5(5) 8_565 . ? N1 N2 H22 112.1(8) . . ? H21 N2 H22 109.5(9) . . ? 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 N1 H11 O1 0.898(5) 2.143(8) 3.006(3) 161.0(14) 1_556 N1 H11 O1 0.898(5) 2.44(3) 3.006(3) 122(3) 8_566 N1 H12 O3 0.898(5) 2.191(10) 2.928(3) 138.9(13) . N1 H12 O2 0.898(5) 2.243(7) 3.107(3) 161.2(10) . N1 H13 O3 0.898(5) 2.040(9) 2.928(3) 169(4) 8_565 N1 H13 O2 0.898(5) 2.59(3) 3.107(3) 117(2) 8_565 N2 H21 O2 0.890(5) 2.74(3) 3.111(6) 106.1(16) 8_565 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.370 _refine_diff_density_min -0.320 _refine_diff_density_rms 0.080 _database_code_depnum_ccdc_archive 'CCDC 958459' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3Co-110K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 Co N2 O6' _chemical_formula_weight 227.04 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 2(1)2(1)2(1)' 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' _cell_length_a 7.9435(2) _cell_length_b 13.8339(4) _cell_length_c 7.3016(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 802.37(4) _cell_formula_units_Z 4 _cell_measurement_temperature 110 _cell_measurement_reflns_used 7674 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 28.700 _exptl_crystal_description block _exptl_crystal_colour violet _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.880 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 460 _exptl_absorpt_coefficient_mu 2.136 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.483 _exptl_absorpt_correction_T_max 0.583 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 110 _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 'NONIUS KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 16158 _diffrn_reflns_av_R_equivalents 0.0656 _diffrn_reflns_av_sigmaI/netI 0.0461 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.79 _diffrn_reflns_theta_max 28.70 _reflns_number_total 2071 _reflns_number_gt 1771 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0231P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr. _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0277(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.014(14) _refine_ls_number_reflns 2071 _refine_ls_number_parameters 117 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0361 _refine_ls_R_factor_gt 0.0244 _refine_ls_wR_factor_ref 0.0474 _refine_ls_wR_factor_gt 0.0458 _refine_ls_goodness_of_fit_ref 0.988 _refine_ls_restrained_S_all 0.989 _refine_ls_shift/su_max 0.001 _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 Co1 Co 0.21919(3) 0.335406(18) 0.75969(3) 0.00988(9) Uani 1 1 d . . . O1 O 0.10451(18) 0.22848(10) 0.60839(19) 0.0169(3) Uani 1 1 d . . . O2 O -0.07429(17) 0.16384(10) 0.41139(17) 0.0160(3) Uani 1 1 d . . . O3 O 0.30674(17) 0.21147(10) 0.90291(18) 0.0137(3) Uani 1 1 d . . . O4 O 0.50341(17) 0.14450(9) 1.07831(18) 0.0154(3) Uani 1 1 d . . . O5 O 0.11168(19) 0.45314(10) 0.61960(18) 0.0151(3) Uani 1 1 d . . . O6 O 0.13201(17) 0.57273(10) 0.41822(18) 0.0153(3) Uani 1 1 d . . . C1 C -0.0156(2) 0.23405(15) 0.4987(3) 0.0142(4) Uani 1 1 d . . . H1 H -0.0658 0.2956 0.4802 0.017 Uiso 1 1 calc R . . C2 C 0.4428(3) 0.21412(15) 0.9910(3) 0.0146(4) Uani 1 1 d . . . H2 H 0.5038 0.2732 0.9912 0.017 Uiso 1 1 calc R . . C3 C 0.1941(3) 0.50501(13) 0.5094(2) 0.0148(5) Uani 1 1 d . . . H3 H 0.3107 0.4918 0.4947 0.018 Uiso 1 1 calc R . . N1 N 0.18208(19) 0.03644(12) 0.7343(2) 0.0171(4) Uani 1 1 d D . . H11 H 0.0727 0.0262 0.7659 0.026 Uiso 1 1 calc R . . H12 H 0.1924 0.0344 0.6103 0.026 Uiso 1 1 calc R . . H13 H 0.2154 0.0954 0.7759 0.026 Uiso 1 1 calc R . . N2 N 0.2874(2) -0.03841(13) 0.8159(2) 0.0195(4) Uani 1 1 d D . . H21 H 0.3944(10) -0.0305(10) 0.778(3) 0.029 Uiso 1 1 d D . . H22 H 0.2471(18) -0.0964(6) 0.769(2) 0.029 Uiso 1 1 d 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 Co1 0.01092(13) 0.00815(12) 0.01056(12) -0.00005(14) 0.00008(12) -0.00002(10) O1 0.0191(8) 0.0136(8) 0.0181(7) -0.0016(6) -0.0084(6) 0.0010(6) O2 0.0171(7) 0.0124(7) 0.0183(6) -0.0024(7) -0.0052(6) -0.0005(7) O3 0.0150(8) 0.0118(7) 0.0142(7) 0.0007(6) -0.0023(6) -0.0003(6) O4 0.0157(7) 0.0125(8) 0.0180(7) 0.0038(6) -0.0052(6) -0.0004(6) O5 0.0170(8) 0.0125(7) 0.0158(7) 0.0037(6) 0.0040(6) 0.0013(6) O6 0.0148(8) 0.0125(8) 0.0184(7) 0.0053(7) 0.0008(6) 0.0001(6) C1 0.0140(11) 0.0127(11) 0.0160(9) 0.0005(10) -0.0006(9) 0.0017(9) C2 0.0163(12) 0.0128(10) 0.0146(10) -0.0007(10) -0.0005(9) -0.0015(9) C3 0.0161(12) 0.0124(10) 0.0158(10) 0.0003(9) 0.0016(9) 0.0018(10) N1 0.0161(9) 0.0141(8) 0.0212(9) -0.0001(9) -0.0011(9) 0.0001(6) N2 0.0184(9) 0.0142(9) 0.0259(9) 0.0019(7) -0.0015(8) 0.0037(8) _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 Co1 O1 2.0587(14) . ? Co1 O2 2.0620(13) 4_556 ? Co1 O6 2.0861(13) 2_565 ? Co1 O4 2.1010(13) 4_457 ? Co1 O5 2.1043(14) . ? Co1 O3 2.1252(13) . ? O1 C1 1.249(2) . ? O2 C1 1.252(2) . ? O2 Co1 2.0620(13) 4_456 ? O3 C2 1.258(2) . ? O4 C2 1.252(2) . ? O4 Co1 2.1010(13) 4_557 ? O5 C3 1.262(2) . ? O6 C3 1.251(2) . ? O6 Co1 2.0861(13) 2_564 ? C1 H1 0.9500 . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? N1 N2 1.458(2) . ? N1 H11 0.9100 . ? N1 H12 0.9100 . ? N1 H13 0.9100 . ? N2 H21 0.900(8) . ? N2 H22 0.928(8) . ? 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 O1 Co1 O2 91.75(5) . 4_556 ? O1 Co1 O6 170.45(6) . 2_565 ? O2 Co1 O6 83.24(5) 4_556 2_565 ? O1 Co1 O4 92.07(5) . 4_457 ? O2 Co1 O4 171.67(5) 4_556 4_457 ? O6 Co1 O4 93.97(5) 2_565 4_457 ? O1 Co1 O5 96.64(5) . . ? O2 Co1 O5 91.40(5) 4_556 . ? O6 Co1 O5 91.62(6) 2_565 . ? O4 Co1 O5 80.80(5) 4_457 . ? O1 Co1 O3 80.17(5) . . ? O2 Co1 O3 92.40(5) 4_556 . ? O6 Co1 O3 91.89(5) 2_565 . ? O4 Co1 O3 95.55(5) 4_457 . ? O5 Co1 O3 175.11(6) . . ? C1 O1 Co1 129.66(14) . . ? C1 O2 Co1 126.92(13) . 4_456 ? C2 O3 Co1 120.60(13) . . ? C2 O4 Co1 119.94(13) . 4_557 ? C3 O5 Co1 122.66(13) . . ? C3 O6 Co1 121.87(13) . 2_564 ? O1 C1 O2 124.29(19) . . ? O1 C1 H1 117.9 . . ? O2 C1 H1 117.9 . . ? O4 C2 O3 124.7(2) . . ? O4 C2 H2 117.7 . . ? O3 C2 H2 117.7 . . ? O6 C3 O5 124.10(19) . . ? O6 C3 H3 117.9 . . ? O5 C3 H3 117.9 . . ? N2 N1 H11 109.5 . . ? N2 N1 H12 109.5 . . ? H11 N1 H12 109.5 . . ? N2 N1 H13 109.5 . . ? H11 N1 H13 109.5 . . ? H12 N1 H13 109.5 . . ? N1 N2 H21 109.3(9) . . ? N1 N2 H22 105.4(8) . . ? H21 N2 H22 108.5(11) . . ? 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 N1 H11 O5 0.91 1.97 2.813(2) 154.0 3_546 N1 H12 N2 0.91 2.16 3.065(2) 176.7 2_554 N1 H13 O3 0.91 1.99 2.891(2) 169.9 . N1 H13 O1 0.91 2.38 2.878(2) 114.5 . N2 H21 O6 0.900(8) 2.441(13) 3.263(2) 151.7(16) 4_556 N2 H22 O4 0.928(8) 2.519(12) 3.240(2) 134.7(9) 2_554 N2 H21 O2 0.900(8) 2.527(12) 2.948(2) 109.2(10) 2 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.70 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.399 _refine_diff_density_min -0.405 _refine_diff_density_rms 0.072 _database_code_depnum_ccdc_archive 'CCDC 958460' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3Co-200K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 Co N2 O6' _chemical_formula_weight 227.04 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 2(1)2(1)2(1)' 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' _cell_length_a 7.9415(2) _cell_length_b 13.8460(5) _cell_length_c 7.3103(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 803.83(4) _cell_formula_units_Z 4 _cell_measurement_temperature 200 _cell_measurement_reflns_used 7277 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 28.700 _exptl_crystal_description block _exptl_crystal_colour violet _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.876 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 460 _exptl_absorpt_coefficient_mu 2.132 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.468 _exptl_absorpt_correction_T_max 0.583 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200 _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 'NONIUS KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 16313 _diffrn_reflns_av_R_equivalents 0.0723 _diffrn_reflns_av_sigmaI/netI 0.0506 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.79 _diffrn_reflns_theta_max 28.69 _reflns_number_total 2074 _reflns_number_gt 1711 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0254P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr. _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0262(15) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.012(16) _refine_ls_number_reflns 2074 _refine_ls_number_parameters 117 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0405 _refine_ls_R_factor_gt 0.0263 _refine_ls_wR_factor_ref 0.0509 _refine_ls_wR_factor_gt 0.0490 _refine_ls_goodness_of_fit_ref 0.965 _refine_ls_restrained_S_all 0.966 _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 Co1 Co 0.22060(3) 0.335451(19) 0.75941(4) 0.01365(10) Uani 1 1 d . . . O1 O 0.1052(2) 0.22859(11) 0.6081(2) 0.0245(4) Uani 1 1 d . . . O2 O -0.07310(19) 0.16402(11) 0.4120(2) 0.0230(3) Uani 1 1 d . . . O3 O 0.30884(19) 0.21194(10) 0.9026(2) 0.0195(4) Uani 1 1 d . . . O4 O 0.50562(18) 0.14524(10) 1.0773(2) 0.0233(4) Uani 1 1 d . . . O5 O 0.1121(2) 0.45290(11) 0.6190(2) 0.0215(4) Uani 1 1 d . . . O6 O 0.13161(18) 0.57242(11) 0.4189(2) 0.0222(4) Uani 1 1 d . . . C1 C -0.0141(3) 0.23363(16) 0.4984(4) 0.0205(5) Uani 1 1 d . . . H1 H -0.0639 0.2952 0.4791 0.025 Uiso 1 1 calc R . . C2 C 0.4435(3) 0.21428(17) 0.9917(3) 0.0205(5) Uani 1 1 d . . . H2 H 0.5032 0.2737 0.9941 0.025 Uiso 1 1 calc R . . C3 C 0.1933(3) 0.50449(15) 0.5087(3) 0.0207(5) Uani 1 1 d . . . H3 H 0.3096 0.4909 0.4926 0.025 Uiso 1 1 calc R . . N1 N 0.1815(2) 0.03653(13) 0.7342(3) 0.0252(4) Uani 1 1 d D . . H11 H 0.0720 0.0248 0.7636 0.038 Uiso 1 1 calc R . . H12 H 0.1938 0.0348 0.6105 0.038 Uiso 1 1 calc R . . H13 H 0.2118 0.0958 0.7765 0.038 Uiso 1 1 calc R . . N2 N 0.2878(3) -0.03641(16) 0.8169(3) 0.0320(5) Uani 1 1 d D . . H21 H 0.3955(10) -0.0271(11) 0.783(3) 0.048 Uiso 1 1 d D . . H22 H 0.251(2) -0.0952(6) 0.771(3) 0.048 Uiso 1 1 d 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 Co1 0.01451(14) 0.01175(14) 0.01468(14) 0.00013(16) 0.00014(13) -0.00024(11) O1 0.0277(9) 0.0170(8) 0.0287(9) -0.0025(7) -0.0133(8) -0.0002(7) O2 0.0239(8) 0.0177(8) 0.0275(8) -0.0040(8) -0.0096(7) -0.0002(8) O3 0.0207(9) 0.0163(8) 0.0215(8) 0.0010(7) -0.0068(7) 0.0005(7) O4 0.0235(9) 0.0173(9) 0.0291(9) 0.0066(7) -0.0096(7) -0.0008(7) O5 0.0223(9) 0.0192(8) 0.0230(8) 0.0061(7) 0.0057(7) 0.0029(7) O6 0.0216(9) 0.0184(9) 0.0266(8) 0.0097(8) 0.0015(7) 0.0011(7) C1 0.0219(13) 0.0159(13) 0.0238(11) 0.0001(11) -0.0069(10) 0.0020(10) C2 0.0219(13) 0.0171(11) 0.0224(11) 0.0018(11) -0.0040(10) -0.0011(10) C3 0.0202(14) 0.0187(12) 0.0233(11) 0.0051(10) 0.0053(11) 0.0018(11) N1 0.0238(10) 0.0196(9) 0.0323(10) 0.0015(10) 0.0006(11) 0.0000(7) N2 0.0280(11) 0.0290(12) 0.0390(12) 0.0054(9) -0.0017(10) 0.0080(10) _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 Co1 O1 2.0622(15) . ? Co1 O2 2.0628(14) 4_556 ? Co1 O6 2.0890(14) 2_565 ? Co1 O4 2.1004(14) 4_457 ? Co1 O5 2.1071(15) . ? Co1 O3 2.1240(14) . ? O1 C1 1.243(3) . ? O2 C1 1.244(3) . ? O2 Co1 2.0628(14) 4_456 ? O3 C2 1.252(3) . ? O4 C2 1.244(3) . ? O4 Co1 2.1004(14) 4_557 ? O5 C3 1.255(2) . ? O6 C3 1.248(2) . ? O6 Co1 2.0890(14) 2_564 ? C1 H1 0.9500 . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? N1 N2 1.448(3) . ? N1 H11 0.9100 . ? N1 H12 0.9100 . ? N1 H13 0.9100 . ? N2 H21 0.901(9) . ? N2 H22 0.926(9) . ? 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 O1 Co1 O2 91.69(6) . 4_556 ? O1 Co1 O6 170.81(6) . 2_565 ? O2 Co1 O6 83.72(6) 4_556 2_565 ? O1 Co1 O4 92.01(6) . 4_457 ? O2 Co1 O4 172.10(6) 4_556 4_457 ? O6 Co1 O4 93.54(6) 2_565 4_457 ? O1 Co1 O5 96.36(6) . . ? O2 Co1 O5 91.48(6) 4_556 . ? O6 Co1 O5 91.74(6) 2_565 . ? O4 Co1 O5 81.17(6) 4_457 . ? O1 Co1 O3 80.40(6) . . ? O2 Co1 O3 92.31(6) 4_556 . ? O6 Co1 O3 91.79(6) 2_565 . ? O4 Co1 O3 95.19(6) 4_457 . ? O5 Co1 O3 175.08(6) . . ? C1 O1 Co1 130.12(16) . . ? C1 O2 Co1 127.21(15) . 4_456 ? C2 O3 Co1 121.14(15) . . ? C2 O4 Co1 120.69(14) . 4_557 ? C3 O5 Co1 122.83(14) . . ? C3 O6 Co1 122.24(14) . 2_564 ? O1 C1 O2 124.8(2) . . ? O1 C1 H1 117.6 . . ? O2 C1 H1 117.6 . . ? O4 C2 O3 125.5(2) . . ? O4 C2 H2 117.3 . . ? O3 C2 H2 117.3 . . ? O6 C3 O5 124.4(2) . . ? O6 C3 H3 117.8 . . ? O5 C3 H3 117.8 . . ? N2 N1 H11 109.5 . . ? N2 N1 H12 109.5 . . ? H11 N1 H12 109.5 . . ? N2 N1 H13 109.5 . . ? H11 N1 H13 109.5 . . ? H12 N1 H13 109.5 . . ? N1 N2 H21 109.8(9) . . ? N1 N2 H22 106.2(9) . . ? H21 N2 H22 109.1(12) . . ? 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 N1 H11 O5 0.91 1.97 2.816(2) 154.7 3_546 N1 H12 N2 0.91 2.15 3.061(3) 176.9 2_554 N1 H13 O3 0.91 2.01 2.905(2) 168.7 . N1 H13 O1 0.91 2.37 2.879(2) 115.4 . N2 H21 O6 0.901(9) 2.466(15) 3.267(3) 148.4(19) 4_556 N2 H22 O4 0.926(9) 2.578(13) 3.281(3) 133.1(10) 2_554 N2 H21 O2 0.901(9) 2.545(12) 2.956(3) 108.5(11) 2 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.69 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.393 _refine_diff_density_min -0.365 _refine_diff_density_rms 0.070 _database_code_depnum_ccdc_archive 'CCDC 958461' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3Co-290K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 Co N2 O6' _chemical_formula_weight 227.04 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 2(1)2(1)2(1)' 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' _cell_length_a 7.9341(3) _cell_length_b 13.8697(7) _cell_length_c 7.3361(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 807.29(6) _cell_formula_units_Z 4 _cell_measurement_temperature 290 _cell_measurement_reflns_used 11052 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 28.700 _exptl_crystal_description block _exptl_crystal_colour violet _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.868 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 460 _exptl_absorpt_coefficient_mu 2.123 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.498 _exptl_absorpt_correction_T_max 0.584 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 290 _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 'NONIUS KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 14202 _diffrn_reflns_av_R_equivalents 0.0692 _diffrn_reflns_av_sigmaI/netI 0.0587 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.78 _diffrn_reflns_theta_max 28.77 _reflns_number_total 2077 _reflns_number_gt 1607 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0241P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr. _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0231(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.015(17) _refine_ls_number_reflns 2077 _refine_ls_number_parameters 117 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0497 _refine_ls_R_factor_gt 0.0279 _refine_ls_wR_factor_ref 0.0525 _refine_ls_wR_factor_gt 0.0497 _refine_ls_goodness_of_fit_ref 0.955 _refine_ls_restrained_S_all 0.956 _refine_ls_shift/su_max 0.001 _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 Co1 Co 0.22306(3) 0.33545(2) 0.75887(4) 0.01751(10) Uani 1 1 d . . . O1 O 0.1072(2) 0.22871(12) 0.6083(2) 0.0325(4) Uani 1 1 d . . . O2 O -0.0707(2) 0.16391(12) 0.4133(2) 0.0306(4) Uani 1 1 d . . . O3 O 0.3128(2) 0.21260(12) 0.9014(2) 0.0264(4) Uani 1 1 d . . . O4 O 0.5084(2) 0.14626(11) 1.0771(2) 0.0314(4) Uani 1 1 d . . . O5 O 0.1133(2) 0.45227(13) 0.6178(2) 0.0282(4) Uani 1 1 d . . . O6 O 0.1306(2) 0.57152(12) 0.4185(2) 0.0291(4) Uani 1 1 d . . . C1 C -0.0111(3) 0.23298(18) 0.4987(4) 0.0271(6) Uani 1 1 d . . . H1 H -0.0594 0.2932 0.4788 0.033 Uiso 1 1 calc R . . C2 C 0.4452(3) 0.21476(18) 0.9933(4) 0.0270(6) Uani 1 1 d . . . H2 H 0.5017 0.2734 0.9994 0.032 Uiso 1 1 calc R . . C3 C 0.1917(3) 0.50414(16) 0.5073(3) 0.0267(6) Uani 1 1 d . . . H3 H 0.3056 0.4910 0.4903 0.032 Uiso 1 1 calc R . . N1 N 0.1802(2) 0.03632(15) 0.7334(3) 0.0388(5) Uani 1 1 d D . . H11 H 0.0737 0.0242 0.7636 0.058 Uiso 1 1 calc R . . H12 H 0.1916 0.0330 0.6129 0.058 Uiso 1 1 calc R . . H13 H 0.2084 0.0951 0.7714 0.058 Uiso 1 1 calc R . . N2 N 0.2884(3) -0.0336(2) 0.8179(3) 0.0512(7) Uani 1 1 d D . . H21 H 0.3934(10) -0.0222(13) 0.783(4) 0.077 Uiso 1 1 d D . . H22 H 0.257(2) -0.0918(6) 0.774(3) 0.077 Uiso 1 1 d 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 Co1 0.01828(15) 0.01559(15) 0.01866(15) 0.00024(19) 0.00020(16) -0.00012(12) O1 0.0374(11) 0.0231(10) 0.0371(11) -0.0021(9) -0.0193(9) -0.0008(8) O2 0.0315(10) 0.0237(9) 0.0364(9) -0.0063(10) -0.0141(8) 0.0002(9) O3 0.0253(10) 0.0237(9) 0.0303(9) 0.0022(8) -0.0099(8) 0.0020(8) O4 0.0317(10) 0.0242(10) 0.0384(10) 0.0089(9) -0.0156(8) -0.0002(8) O5 0.0280(10) 0.0251(9) 0.0315(10) 0.0101(9) 0.0075(8) 0.0029(8) O6 0.0289(10) 0.0248(10) 0.0335(9) 0.0139(9) 0.0015(8) 0.0029(8) C1 0.0306(16) 0.0207(15) 0.0300(13) -0.0023(13) -0.0097(12) 0.0039(12) C2 0.0295(15) 0.0210(13) 0.0306(14) 0.0027(13) -0.0085(12) -0.0017(12) C3 0.0240(16) 0.0252(13) 0.0310(14) 0.0106(12) 0.0028(12) 0.0037(12) N1 0.0369(12) 0.0308(11) 0.0486(13) 0.0031(14) 0.0052(14) -0.0009(9) N2 0.0427(15) 0.0504(17) 0.0605(16) 0.0116(13) -0.0006(13) 0.0175(13) _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 Co1 O1 2.0631(17) . ? Co1 O2 2.0674(16) 4_556 ? Co1 O6 2.0940(16) 2_565 ? Co1 O4 2.1008(16) 4_457 ? Co1 O5 2.1106(17) . ? Co1 O3 2.1222(16) . ? O1 C1 1.238(3) . ? O2 C1 1.238(3) . ? O2 Co1 2.0674(16) 4_456 ? O3 C2 1.249(3) . ? O4 C2 1.238(3) . ? O4 Co1 2.1008(16) 4_557 ? O5 C3 1.249(3) . ? O6 C3 1.238(3) . ? O6 Co1 2.0940(16) 2_564 ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? N1 N2 1.436(3) . ? N1 H11 0.8900 . ? N1 H12 0.8900 . ? N1 H13 0.8900 . ? N2 H21 0.885(9) . ? N2 H22 0.905(9) . ? 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 O1 Co1 O2 91.64(7) . 4_556 ? O1 Co1 O6 171.35(7) . 2_565 ? O2 Co1 O6 84.27(6) 4_556 2_565 ? O1 Co1 O4 91.85(7) . 4_457 ? O2 Co1 O4 172.43(7) 4_556 4_457 ? O6 Co1 O4 93.13(7) 2_565 4_457 ? O1 Co1 O5 96.01(7) . . ? O2 Co1 O5 91.35(7) 4_556 . ? O6 Co1 O5 91.72(7) 2_565 . ? O4 Co1 O5 81.60(6) 4_457 . ? O1 Co1 O3 80.62(7) . . ? O2 Co1 O3 92.24(7) 4_556 . ? O6 Co1 O3 91.90(7) 2_565 . ? O4 Co1 O3 94.96(6) 4_457 . ? O5 Co1 O3 175.14(7) . . ? C1 O1 Co1 130.65(17) . . ? C1 O2 Co1 127.43(16) . 4_456 ? C2 O3 Co1 121.94(16) . . ? C2 O4 Co1 121.35(16) . 4_557 ? C3 O5 Co1 123.70(16) . . ? C3 O6 Co1 122.83(16) . 2_564 ? O1 C1 O2 125.5(2) . . ? O1 C1 H1 117.2 . . ? O2 C1 H1 117.2 . . ? O4 C2 O3 126.2(2) . . ? O4 C2 H2 116.9 . . ? O3 C2 H2 116.9 . . ? O6 C3 O5 125.5(2) . . ? O6 C3 H3 117.2 . . ? O5 C3 H3 117.2 . . ? N2 N1 H11 109.5 . . ? N2 N1 H12 109.5 . . ? H11 N1 H12 109.5 . . ? N2 N1 H13 109.5 . . ? H11 N1 H13 109.5 . . ? H12 N1 H13 109.5 . . ? N1 N2 H21 108.6(10) . . ? N1 N2 H22 106.4(10) . . ? H21 N2 H22 108.4(13) . . ? 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 N1 H11 O5 0.89 1.99 2.824(3) 155.8 3_546 N1 H12 N2 0.89 2.17 3.058(3) 176.4 2_554 N1 H13 O3 0.89 2.06 2.933(3) 165.8 . N1 H13 O1 0.89 2.35 2.881(3) 118.6 . N2 H21 O6 0.885(9) 2.490(19) 3.264(3) 146(2) 4_556 N2 H22 O4 0.905(9) 2.662(14) 3.334(3) 131.7(11) 2_554 N2 H21 O2 0.885(9) 2.598(13) 2.962(3) 105.7(12) 2 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.77 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.371 _refine_diff_density_min -0.463 _refine_diff_density_rms 0.069 _database_code_depnum_ccdc_archive 'CCDC 958462' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3Co-405K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 Co N2 O6' _chemical_formula_weight 227.04 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M 'P 6(3)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x-y, x, z+1/2' '-y, x-y, z' '-x, -y, z+1/2' '-x+y, -x, z' 'y, -x+y, z+1/2' _cell_length_a 7.9157(3) _cell_length_b 7.9157(3) _cell_length_c 7.4836(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 406.09(3) _cell_formula_units_Z 2 _cell_measurement_temperature 405.0 _cell_measurement_reflns_used 4947 _cell_measurement_theta_min 2.9655 _cell_measurement_theta_max 30.1800 _exptl_crystal_description block _exptl_crystal_colour violet _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.857 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 230 _exptl_absorpt_coefficient_mu 2.110 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.70685 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm (Blessing 1995, 1997). ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 405.0 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, AtlasCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3914 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 6226 _diffrn_reflns_av_R_equivalents 0.0281 _diffrn_reflns_av_sigmaI/netI 0.0125 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 4.03 _diffrn_reflns_theta_max 28.10 _reflns_number_total 672 _reflns_number_gt 648 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro (Agilent Technologies, 2012)' _computing_cell_refinement 'CrysAlisPro (Agilent Technologies, 2012)' _computing_data_reduction 'CrysAlisPro (Agilent Technologies, 2012)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0253P)^2^+0.0544P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr. _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.014(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(3) _refine_ls_number_reflns 672 _refine_ls_number_parameters 65 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0167 _refine_ls_R_factor_gt 0.0157 _refine_ls_wR_factor_ref 0.0432 _refine_ls_wR_factor_gt 0.0422 _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_restrained_S_all 1.117 _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 Co1 Co 0.3333 0.6667 0.26906(16) 0.02159(12) Uani 1 3 d S . . O1 O 0.3159(2) 0.4376(2) 0.42257(17) 0.0441(4) Uani 1 1 d . . . O2 O 0.4377(2) 0.3159(2) 0.61523(17) 0.0441(4) Uani 1 1 d . . . C1 C 0.4471(2) 0.4472(3) 0.5185(4) 0.0382(4) Uani 1 1 d . . . H1 H 0.5646 0.5646 0.5181 0.046 Uiso 1 1 calc R . . N1 N 0.088(2) 0.037(2) 0.3133(17) 0.088(5) Uani 0.33 1 d PD . . H11 H 0.187(7) 0.160(3) 0.329(11) 0.132 Uiso 0.33 1 d PD . . H12 H 0.144(11) -0.033(12) 0.274(8) 0.132 Uiso 0.33 1 d PD . . H13 H 0.042(5) -0.010(15) 0.424(5) 0.132 Uiso 0.33 1 d PD . . N2 N -0.053(2) 0.025(3) 0.200(2) 0.092(6) Uani 0.33 1 d PD . . H21 H -0.079(10) -0.058(12) 0.109(8) 0.138 Uiso 0.33 1 d PD . . H22 H -0.166(5) -0.008(14) 0.254(4) 0.138 Uiso 0.33 1 d PD . . 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 Co1 0.02150(13) 0.02150(13) 0.02177(17) 0.000 0.000 0.01075(7) O1 0.0425(8) 0.0387(7) 0.0506(10) 0.0104(6) -0.0147(7) 0.0200(6) O2 0.0391(7) 0.0421(8) 0.0508(10) 0.0157(7) -0.0103(6) 0.0201(6) C1 0.0326(9) 0.0341(9) 0.0467(9) 0.0096(10) -0.0089(10) 0.0157(6) N1 0.090(9) 0.066(7) 0.122(14) -0.023(8) -0.047(9) 0.049(8) N2 0.063(9) 0.096(14) 0.101(7) 0.006(10) -0.018(7) 0.028(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 Co1 O1 2.0920(15) 3_665 ? Co1 O1 2.0920(15) 5_565 ? Co1 O1 2.0920(14) . ? Co1 O2 2.0928(14) 6_564 ? Co1 O2 2.0928(14) 2_554 ? Co1 O2 2.0928(14) 4_664 ? O1 C1 1.233(3) . ? O2 C1 1.238(3) . ? O2 Co1 2.0928(14) 2_655 ? C1 H1 0.9300 . ? N1 N2 0.865(12) 5 ? N1 N1 1.05(3) 5 ? N1 N1 1.05(3) 3 ? N1 N2 1.238(18) 3 ? N1 N2 1.365(9) . ? N1 H11 0.903(9) . ? N1 H12 0.907(9) . ? N1 H13 0.903(10) . ? N2 N1 0.865(12) 3 ? N2 N2 0.94(3) 3 ? N2 N2 0.94(3) 5 ? N2 N1 1.238(18) 5 ? N2 H21 0.896(10) . ? N2 H22 0.898(10) . ? 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 O1 Co1 O1 92.73(7) 3_665 5_565 ? O1 Co1 O1 92.73(7) 3_665 . ? O1 Co1 O1 92.73(7) 5_565 . ? O1 Co1 O2 92.23(5) 3_665 6_564 ? O1 Co1 O2 82.75(5) 5_565 6_564 ? O1 Co1 O2 173.44(5) . 6_564 ? O1 Co1 O2 173.44(5) 3_665 2_554 ? O1 Co1 O2 92.23(5) 5_565 2_554 ? O1 Co1 O2 82.75(5) . 2_554 ? O2 Co1 O2 92.64(7) 6_564 2_554 ? O1 Co1 O2 82.75(5) 3_665 4_664 ? O1 Co1 O2 173.44(5) 5_565 4_664 ? O1 Co1 O2 92.23(5) . 4_664 ? O2 Co1 O2 92.64(7) 6_564 4_664 ? O2 Co1 O2 92.64(7) 2_554 4_664 ? C1 O1 Co1 125.28(12) . . ? C1 O2 Co1 125.42(12) . 2_655 ? O1 C1 O2 126.38(16) . . ? O1 C1 H1 116.8 . . ? O2 C1 H1 116.8 . . ? N2 N1 N1 90.3(19) 5 5 ? N2 N1 N1 80(2) 5 3 ? N1 N1 N1 60.000(1) 5 3 ? N2 N1 N2 49.5(18) 5 3 ? N1 N1 N2 43.5(9) 5 3 ? N1 N1 N2 72.7(13) 3 3 ? N2 N1 N2 43.2(18) 5 . ? N1 N1 N2 60.0(11) 5 . ? N1 N1 N2 39.3(5) 3 . ? N2 N1 N2 42.2(13) 3 . ? N2 N1 H11 94(5) 5 . ? N1 N1 H11 162(6) 5 . ? N1 N1 H11 104(5) 3 . ? N2 N1 H11 143(5) 3 . ? N2 N1 H11 113.2(12) . . ? N2 N1 H12 83(4) 5 . ? N1 N1 H12 92(6) 5 . ? N1 N1 H12 146(3) 3 . ? N2 N1 H12 74(3) 3 . ? N2 N1 H12 112.6(12) . . ? H11 N1 H12 105.9(14) . . ? N2 N1 H13 155(3) 5 . ? N1 N1 H13 66(4) 5 . ? N1 N1 H13 80(3) 3 . ? N2 N1 H13 109(5) 3 . ? N2 N1 H13 112.7(12) . . ? H11 N1 H13 106.2(14) . . ? H12 N1 H13 105.6(14) . . ? N1 N2 N2 97.9(19) 3 3 ? N1 N2 N2 86(2) 3 5 ? N2 N2 N2 60.000(3) 3 5 ? N1 N2 N1 57(2) 3 5 ? N2 N2 N1 44.2(10) 3 5 ? N2 N2 N1 76.1(14) 5 5 ? N1 N2 N1 50.3(19) 3 . ? N2 N2 N1 61.7(11) 3 . ? N2 N2 N1 38.9(5) 5 . ? N1 N2 N1 47.3(14) 5 . ? N1 N2 H21 150(5) 3 . ? N2 N2 H21 55(3) 3 . ? N2 N2 H21 90(4) 5 . ? N1 N2 H21 94(5) 5 . ? N1 N2 H21 113.7(15) . . ? N1 N2 H22 68(3) 3 . ? N2 N2 H22 112(6) 3 . ? N2 N2 H22 152.7(16) 5 . ? N1 N2 H22 81(4) 5 . ? N1 N2 H22 113.8(15) . . ? H21 N2 H22 107.2(17) . . ? 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 N1 H11 O1 0.903(9) 2.03(4) 2.875(13) 155(9) . N1 H12 O2 0.907(9) 2.18(4) 3.047(14) 161(9) 6_554 N1 H12 O1 0.907(9) 2.43(8) 3.046(12) 125(8) 5 N1 H13 N2 0.903(10) 2.08(3) 2.927(13) 156(5) 4 N1 H13 N2 0.903(10) 2.21(7) 2.983(14) 143(9) 6 N1 H13 N2 0.903(10) 2.23(4) 3.112(13) 165(9) 2 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.10 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.229 _refine_diff_density_min -0.173 _refine_diff_density_rms 0.038 _database_code_depnum_ccdc_archive 'CCDC 958463' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_4Mg-110K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 Mg N2 O6' _chemical_formula_weight 192.42 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' Mg Mg 0.0486 0.0363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 2(1)2(1)2(1)' 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' _cell_length_a 7.8999(2) _cell_length_b 13.7505(4) _cell_length_c 7.3829(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 801.99(4) _cell_formula_units_Z 4 _cell_measurement_temperature 110 _cell_measurement_reflns_used 7051 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 28.283 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.594 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 400 _exptl_absorpt_coefficient_mu 0.219 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.877 _exptl_absorpt_correction_T_max 0.953 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 110 _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 'NONIUS KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 14126 _diffrn_reflns_av_R_equivalents 0.0329 _diffrn_reflns_av_sigmaI/netI 0.0231 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.78 _diffrn_reflns_theta_max 28.29 _reflns_number_total 1993 _reflns_number_gt 1864 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0296P)^2^+0.2017P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr. _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.008(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.1(2) _refine_ls_number_reflns 1993 _refine_ls_number_parameters 117 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0285 _refine_ls_R_factor_gt 0.0249 _refine_ls_wR_factor_ref 0.0652 _refine_ls_wR_factor_gt 0.0644 _refine_ls_goodness_of_fit_ref 1.141 _refine_ls_restrained_S_all 1.146 _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 Mg1 Mg 0.22098(6) 0.16484(3) 0.26001(6) 0.01034(12) Uani 1 1 d . . . O1 O 0.10328(14) 0.26967(8) 0.10864(15) 0.0178(2) Uani 1 1 d . . . O2 O -0.07224(13) 0.33370(8) -0.09239(14) 0.0160(2) Uani 1 1 d . . . O3 O 0.30787(12) 0.28667(7) 0.40332(14) 0.0138(2) Uani 1 1 d . . . O4 O 0.50494(13) 0.35375(7) 0.57942(15) 0.0167(2) Uani 1 1 d . . . O5 O 0.11756(13) 0.04786(8) 0.11992(15) 0.0154(2) Uani 1 1 d . . . O6 O 0.13469(13) -0.07215(7) -0.08066(15) 0.0159(2) Uani 1 1 d . . . C1 C -0.01279(19) 0.26418(10) -0.0047(2) 0.0156(3) Uani 1 1 d . . . H1 H -0.0601 0.2017 -0.0263 0.019 Uiso 1 1 calc R . . C2 C 0.44413(18) 0.28509(11) 0.4922(2) 0.0153(3) Uani 1 1 d . . . H2 H 0.5059 0.2258 0.4923 0.018 Uiso 1 1 calc R . . C3 C 0.19567(18) -0.00285(10) 0.0055(2) 0.0152(3) Uani 1 1 d . . . H3 H 0.3108 0.0131 -0.0169 0.018 Uiso 1 1 calc R . . N1 N 0.18059(15) 0.46369(9) 0.2400(2) 0.0181(3) Uani 1 1 d D . . H11 H 0.0705 0.4736 0.2711 0.027 Uiso 1 1 calc R . . H12 H 0.2144 0.4041 0.2798 0.027 Uiso 1 1 calc R . . H13 H 0.1913 0.4666 0.1174 0.027 Uiso 1 1 calc R . . N2 N 0.28515(19) 0.53817(11) 0.3222(2) 0.0232(3) Uani 1 1 d D . . H21 H 0.3929(10) 0.5303(10) 0.273(2) 0.035 Uiso 1 1 d D . . H22 H 0.2451(18) 0.5968(6) 0.277(2) 0.035 Uiso 1 1 d 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 Mg1 0.0105(2) 0.0098(2) 0.0107(2) 0.00011(19) -0.00008(19) 0.00030(18) O1 0.0198(6) 0.0156(5) 0.0179(6) -0.0003(4) -0.0070(4) 0.0024(4) O2 0.0153(5) 0.0152(5) 0.0176(5) 0.0018(5) -0.0045(4) 0.0002(4) O3 0.0126(5) 0.0138(5) 0.0151(5) -0.0008(4) -0.0034(4) -0.0015(4) O4 0.0146(5) 0.0166(5) 0.0187(5) -0.0042(5) -0.0043(4) 0.0000(4) O5 0.0143(5) 0.0154(5) 0.0166(5) -0.0048(4) 0.0009(4) -0.0003(4) O6 0.0152(5) 0.0144(5) 0.0182(5) -0.0056(4) 0.0023(5) -0.0005(4) C1 0.0156(7) 0.0143(7) 0.0167(7) -0.0002(6) -0.0033(6) 0.0008(6) C2 0.0141(7) 0.0141(7) 0.0176(7) -0.0015(6) -0.0015(6) 0.0004(6) C3 0.0118(6) 0.0158(7) 0.0180(7) -0.0029(6) 0.0022(6) -0.0008(6) N1 0.0152(6) 0.0172(6) 0.0219(7) -0.0008(6) 0.0008(6) -0.0001(5) N2 0.0198(7) 0.0199(7) 0.0300(8) -0.0025(6) -0.0018(6) -0.0044(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 Mg1 O1 2.0472(11) . ? Mg1 O2 2.0495(11) 4 ? Mg1 O6 2.0757(11) 2 ? Mg1 O5 2.0796(11) . ? Mg1 O4 2.0937(11) 4_456 ? Mg1 O3 2.0969(11) . ? O1 C1 1.2437(19) . ? O2 C1 1.2463(18) . ? O2 Mg1 2.0495(11) 4_455 ? O3 C2 1.2609(18) . ? O4 C2 1.2396(19) . ? O4 Mg1 2.0937(11) 4_556 ? O5 C3 1.2571(18) . ? O6 C3 1.2429(17) . ? O6 Mg1 2.0757(11) 2_554 ? C1 H1 0.9500 . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? N1 N2 1.4492(19) . ? N1 H11 0.9100 . ? N1 H12 0.9100 . ? N1 H13 0.9100 . ? N2 H21 0.931(8) . ? N2 H22 0.929(8) . ? 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 O1 Mg1 O2 91.46(5) . 4 ? O1 Mg1 O6 172.40(5) . 2 ? O2 Mg1 O6 84.86(4) 4 2 ? O1 Mg1 O5 95.44(5) . . ? O2 Mg1 O5 91.17(5) 4 . ? O6 Mg1 O5 91.30(5) 2 . ? O1 Mg1 O4 91.42(5) . 4_456 ? O2 Mg1 O4 173.13(5) 4 4_456 ? O6 Mg1 O4 92.98(5) 2 4_456 ? O5 Mg1 O4 82.35(4) . 4_456 ? O1 Mg1 O3 82.05(4) . . ? O2 Mg1 O3 92.06(4) 4 . ? O6 Mg1 O3 91.42(4) 2 . ? O5 Mg1 O3 175.95(5) . . ? O4 Mg1 O3 94.51(4) 4_456 . ? C1 O1 Mg1 131.26(10) . . ? C1 O2 Mg1 128.43(10) . 4_455 ? C2 O3 Mg1 121.89(10) . . ? C2 O4 Mg1 121.13(10) . 4_556 ? C3 O5 Mg1 124.77(10) . . ? C3 O6 Mg1 123.23(10) . 2_554 ? O1 C1 O2 125.50(14) . . ? O1 C1 H1 117.2 . . ? O2 C1 H1 117.2 . . ? O4 C2 O3 126.02(14) . . ? O4 C2 H2 117.0 . . ? O3 C2 H2 117.0 . . ? O6 C3 O5 125.38(14) . . ? O6 C3 H3 117.3 . . ? O5 C3 H3 117.3 . . ? N2 N1 H11 109.5 . . ? N2 N1 H12 109.5 . . ? H11 N1 H12 109.5 . . ? N2 N1 H13 109.5 . . ? H11 N1 H13 109.5 . . ? H12 N1 H13 109.5 . . ? N1 N2 H21 106.0(8) . . ? N1 N2 H22 105.6(8) . . ? H21 N2 H22 105.8(11) . . ? 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 N1 H11 O5 0.91 1.97 2.8208(17) 154.1 3 N1 H12 O3 0.91 2.00 2.8966(17) 169.8 . N1 H12 O1 0.91 2.41 2.9035(16) 114.5 . N1 H13 N2 0.91 2.19 3.096(2) 175.8 2_564 N2 H21 O6 0.931(8) 2.449(11) 3.3202(19) 155.7(14) 4 N2 H21 O2 0.931(8) 2.548(12) 2.9402(18) 105.7(10) 2_565 N2 H22 O4 0.929(8) 2.547(12) 3.2671(19) 134.6(9) 2_564 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.177 _refine_diff_density_min -0.219 _refine_diff_density_rms 0.049 _database_code_depnum_ccdc_archive 'CCDC 958464' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_4Mg-200K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 Mg N2 O6' _chemical_formula_weight 192.42 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' Mg Mg 0.0486 0.0363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 2(1)2(1)2(1)' 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' _cell_length_a 7.8928(2) _cell_length_b 13.7693(4) _cell_length_c 7.4007(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 804.30(4) _cell_formula_units_Z 4 _cell_measurement_temperature 200 _cell_measurement_reflns_used 7058 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 28.283 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.589 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 400 _exptl_absorpt_coefficient_mu 0.218 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.885 _exptl_absorpt_correction_T_max 0.954 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200 _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 'NONIUS KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 14119 _diffrn_reflns_av_R_equivalents 0.0333 _diffrn_reflns_av_sigmaI/netI 0.0244 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.77 _diffrn_reflns_theta_max 28.28 _reflns_number_total 1993 _reflns_number_gt 1827 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0433P)^2^+0.1216P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr. _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.006(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.2(2) _refine_ls_number_reflns 1993 _refine_ls_number_parameters 117 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0330 _refine_ls_R_factor_gt 0.0283 _refine_ls_wR_factor_ref 0.0761 _refine_ls_wR_factor_gt 0.0747 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.105 _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 Mg1 Mg 0.22279(6) 0.16466(4) 0.25959(7) 0.01376(14) Uani 1 1 d . . . O1 O 0.10437(16) 0.26952(9) 0.10876(17) 0.0253(3) Uani 1 1 d . . . O2 O -0.07053(15) 0.33374(9) -0.09137(16) 0.0231(3) Uani 1 1 d . . . O3 O 0.31092(14) 0.28599(8) 0.40248(16) 0.0199(3) Uani 1 1 d . . . O4 O 0.50720(15) 0.35290(8) 0.57870(16) 0.0242(3) Uani 1 1 d . . . O5 O 0.11838(14) 0.04813(8) 0.11935(17) 0.0211(3) Uani 1 1 d . . . O6 O 0.13429(15) -0.07149(8) -0.08074(17) 0.0229(3) Uani 1 1 d . . . C1 C -0.0104(2) 0.26463(11) -0.0044(2) 0.0222(4) Uani 1 1 d . . . H1 H -0.0570 0.2022 -0.0271 0.027 Uiso 1 1 calc R . . C2 C 0.4452(2) 0.28458(12) 0.4938(2) 0.0229(4) Uani 1 1 d . . . H2 H 0.5050 0.2247 0.4978 0.028 Uiso 1 1 calc R . . C3 C 0.1940(2) -0.00213(11) 0.0037(2) 0.0220(4) Uani 1 1 d . . . H3 H 0.3083 0.0147 -0.0216 0.026 Uiso 1 1 calc R . . N1 N 0.18001(18) 0.46340(11) 0.2407(2) 0.0275(3) Uani 1 1 d D . . H11 H 0.0704 0.4730 0.2741 0.041 Uiso 1 1 calc R . . H12 H 0.2139 0.4032 0.2763 0.041 Uiso 1 1 calc R . . H13 H 0.1889 0.4683 0.1184 0.041 Uiso 1 1 calc R . . N2 N 0.2859(2) 0.53572(14) 0.3248(3) 0.0400(4) Uani 1 1 d D . . H21 H 0.3943(11) 0.5270(12) 0.279(3) 0.060 Uiso 1 1 d D . . H22 H 0.249(2) 0.5955(6) 0.278(3) 0.060 Uiso 1 1 d 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 Mg1 0.0140(2) 0.0131(2) 0.0142(2) 0.0000(2) -0.0002(2) 0.00023(18) O1 0.0282(7) 0.0219(6) 0.0259(6) 0.0010(5) -0.0117(5) 0.0025(5) O2 0.0230(6) 0.0210(5) 0.0254(6) 0.0032(5) -0.0082(5) 0.0007(5) O3 0.0185(6) 0.0189(5) 0.0223(6) -0.0016(5) -0.0063(5) -0.0021(5) O4 0.0216(5) 0.0224(6) 0.0287(6) -0.0070(5) -0.0087(5) 0.0003(5) O5 0.0199(6) 0.0205(6) 0.0229(6) -0.0073(5) 0.0026(5) -0.0009(5) O6 0.0212(6) 0.0207(6) 0.0268(6) -0.0095(5) 0.0034(5) -0.0011(4) C1 0.0223(8) 0.0186(8) 0.0257(8) 0.0028(7) -0.0076(7) -0.0001(6) C2 0.0212(8) 0.0193(7) 0.0284(9) -0.0040(7) -0.0064(7) 0.0016(6) C3 0.0162(7) 0.0231(8) 0.0267(9) -0.0075(7) 0.0035(7) -0.0028(6) N1 0.0222(7) 0.0252(7) 0.0350(8) -0.0016(7) 0.0017(7) -0.0004(6) N2 0.0332(9) 0.0393(10) 0.0474(11) -0.0067(8) -0.0014(8) -0.0114(8) _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 Mg1 O1 2.0504(12) . ? Mg1 O2 2.0522(12) 4 ? Mg1 O6 2.0771(12) 2 ? Mg1 O5 2.0810(12) . ? Mg1 O4 2.0944(12) 4_456 ? Mg1 O3 2.0961(12) . ? O1 C1 1.236(2) . ? O2 C1 1.2428(19) . ? O2 Mg1 2.0522(12) 4_455 ? O3 C2 1.257(2) . ? O4 C2 1.233(2) . ? O4 Mg1 2.0944(12) 4_556 ? O5 C3 1.2521(19) . ? O6 C3 1.2347(19) . ? O6 Mg1 2.0771(12) 2_554 ? C1 H1 0.9500 . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? N1 N2 1.441(2) . ? N1 H11 0.9100 . ? N1 H12 0.9100 . ? N1 H13 0.9100 . ? N2 H21 0.927(9) . ? N2 H22 0.938(9) . ? 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 O1 Mg1 O2 91.41(5) . 4 ? O1 Mg1 O6 172.82(5) . 2 ? O2 Mg1 O6 85.42(5) 4 2 ? O1 Mg1 O5 95.22(5) . . ? O2 Mg1 O5 91.18(5) 4 . ? O6 Mg1 O5 91.30(5) 2 . ? O1 Mg1 O4 91.26(5) . 4_456 ? O2 Mg1 O4 173.59(5) 4 4_456 ? O6 Mg1 O4 92.57(5) 2 4_456 ? O5 Mg1 O4 82.78(5) . 4_456 ? O1 Mg1 O3 82.22(5) . . ? O2 Mg1 O3 91.93(5) 4 . ? O6 Mg1 O3 91.43(5) 2 . ? O5 Mg1 O3 176.02(5) . . ? O4 Mg1 O3 94.21(5) 4_456 . ? C1 O1 Mg1 131.68(11) . . ? C1 O2 Mg1 128.74(11) . 4_455 ? C2 O3 Mg1 122.60(11) . . ? C2 O4 Mg1 121.72(11) . 4_556 ? C3 O5 Mg1 125.33(10) . . ? C3 O6 Mg1 123.94(11) . 2_554 ? O1 C1 O2 126.10(15) . . ? O1 C1 H1 116.9 . . ? O2 C1 H1 116.9 . . ? O4 C2 O3 126.66(16) . . ? O4 C2 H2 116.7 . . ? O3 C2 H2 116.7 . . ? O6 C3 O5 126.27(15) . . ? O6 C3 H3 116.9 . . ? O5 C3 H3 116.9 . . ? N2 N1 H11 109.5 . . ? N2 N1 H12 109.5 . . ? H11 N1 H12 109.5 . . ? N2 N1 H13 109.5 . . ? H11 N1 H13 109.5 . . ? H12 N1 H13 109.5 . . ? N1 N2 H21 106.8(9) . . ? N1 N2 H22 105.6(9) . . ? H21 N2 H22 105.3(12) . . ? 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 N1 H11 O5 0.91 1.98 2.8251(19) 154.3 3 N1 H12 O3 0.91 2.02 2.910(2) 167.2 . N1 H12 O1 0.91 2.38 2.9046(19) 116.5 . N1 H13 N2 0.91 2.18 3.090(3) 174.2 2_564 N2 H21 O6 0.927(9) 2.475(14) 3.327(2) 152.8(18) 4 N2 H21 O2 0.927(9) 2.555(13) 2.943(2) 105.6(11) 2_565 N2 H22 O4 0.938(9) 2.604(14) 3.320(2) 133.4(10) 2_564 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.275 _refine_diff_density_min -0.220 _refine_diff_density_rms 0.051 _database_code_depnum_ccdc_archive 'CCDC 958465' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_4Mg-292K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 Mg N2 O6' _chemical_formula_weight 192.42 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' Mg Mg 0.0486 0.0363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 2(1)2(1)2(1)' 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' _cell_length_a 7.8888(2) _cell_length_b 13.7799(4) _cell_length_c 7.4295(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 807.64(4) _cell_formula_units_Z 4 _cell_measurement_temperature 292 _cell_measurement_reflns_used 6455 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 28.283 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.583 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 400 _exptl_absorpt_coefficient_mu 0.217 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.870 _exptl_absorpt_correction_T_max 0.955 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 292 _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 'NONIUS KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 14178 _diffrn_reflns_av_R_equivalents 0.0339 _diffrn_reflns_av_sigmaI/netI 0.0254 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.77 _diffrn_reflns_theta_max 28.27 _reflns_number_total 1996 _reflns_number_gt 1756 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0525P)^2^+0.0759P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr. _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.006(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.2(3) _refine_ls_number_reflns 1996 _refine_ls_number_parameters 117 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0387 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0835 _refine_ls_wR_factor_gt 0.0808 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.060 _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 Mg1 Mg 0.22587(6) 0.16461(4) 0.25858(7) 0.01754(15) Uani 1 1 d . . . O1 O 0.10763(17) 0.26988(9) 0.10834(18) 0.0332(3) Uani 1 1 d . . . O2 O -0.06702(16) 0.33405(9) -0.09051(16) 0.0310(3) Uani 1 1 d . . . O3 O 0.31596(15) 0.28520(9) 0.40169(17) 0.0271(3) Uani 1 1 d . . . O4 O 0.51044(16) 0.35145(9) 0.57951(17) 0.0320(3) Uani 1 1 d . . . O5 O 0.12016(15) 0.04889(9) 0.11786(18) 0.0277(3) Uani 1 1 d . . . O6 O 0.13351(16) -0.07040(9) -0.08168(18) 0.0303(3) Uani 1 1 d . . . C1 C -0.0069(2) 0.26561(12) -0.0042(3) 0.0300(4) Uani 1 1 d . . . H1 H -0.0528 0.2046 -0.0263 0.036 Uiso 1 1 calc R . . C2 C 0.4470(2) 0.28398(13) 0.4951(3) 0.0312(4) Uani 1 1 d . . . H2 H 0.5036 0.2249 0.5018 0.037 Uiso 1 1 calc R . . C3 C 0.1936(2) -0.00158(12) 0.0030(3) 0.0303(4) Uani 1 1 d . . . H3 H 0.3058 0.0143 -0.0216 0.036 Uiso 1 1 calc R . . N1 N 0.1790(2) 0.46373(13) 0.2393(3) 0.0431(4) Uani 1 1 d D . . H11 H 0.0722 0.4740 0.2729 0.065 Uiso 1 1 calc R . . H12 H 0.2099 0.4039 0.2703 0.065 Uiso 1 1 calc R . . H13 H 0.1876 0.4705 0.1205 0.065 Uiso 1 1 calc R . . N2 N 0.2867(3) 0.53212(19) 0.3259(4) 0.0650(7) Uani 1 1 d D . . H21 H 0.3949(10) 0.5146(14) 0.297(4) 0.098 Uiso 1 1 d D . . H22 H 0.270(3) 0.5894(7) 0.264(3) 0.098 Uiso 1 1 d 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 Mg1 0.0174(3) 0.0177(3) 0.0176(3) 0.0000(2) -0.0003(2) 0.00034(19) O1 0.0360(7) 0.0287(7) 0.0349(7) 0.0027(6) -0.0166(6) 0.0031(5) O2 0.0305(6) 0.0283(6) 0.0342(7) 0.0061(6) -0.0132(6) 0.0005(5) O3 0.0254(6) 0.0258(6) 0.0300(7) -0.0033(5) -0.0104(5) -0.0023(5) O4 0.0293(6) 0.0287(6) 0.0381(7) -0.0086(6) -0.0134(6) 0.0003(5) O5 0.0271(6) 0.0269(6) 0.0291(6) -0.0104(6) 0.0049(5) -0.0025(5) O6 0.0282(6) 0.0278(6) 0.0350(7) -0.0144(6) 0.0031(6) -0.0012(5) C1 0.0314(9) 0.0236(9) 0.0351(9) 0.0038(8) -0.0125(8) 0.0004(7) C2 0.0301(9) 0.0249(8) 0.0386(10) -0.0075(8) -0.0130(8) 0.0017(7) C3 0.0239(8) 0.0297(10) 0.0373(10) -0.0118(9) 0.0056(8) -0.0047(7) N1 0.0369(9) 0.0349(9) 0.0576(11) -0.0044(9) 0.0042(9) 0.0001(7) N2 0.0510(13) 0.0683(15) 0.0759(17) -0.0129(13) 0.0005(12) -0.0211(11) _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 Mg1 O1 2.0543(13) . ? Mg1 O2 2.0564(13) 4 ? Mg1 O6 2.0796(13) 2 ? Mg1 O5 2.0812(13) . ? Mg1 O4 2.0939(13) 4_456 ? Mg1 O3 2.0969(13) . ? O1 C1 1.232(2) . ? O2 C1 1.235(2) . ? O2 Mg1 2.0564(13) 4_455 ? O3 C2 1.245(2) . ? O4 C2 1.228(2) . ? O4 Mg1 2.0939(13) 4_556 ? O5 C3 1.244(2) . ? O6 C3 1.233(2) . ? O6 Mg1 2.0796(13) 2_554 ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? N1 N2 1.422(3) . ? N1 H11 0.8900 . ? N1 H12 0.8900 . ? N1 H13 0.8900 . ? N2 H21 0.913(9) . ? N2 H22 0.922(9) . ? 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 O1 Mg1 O2 91.41(5) . 4 ? O1 Mg1 O6 173.28(6) . 2 ? O2 Mg1 O6 85.89(5) 4 2 ? O1 Mg1 O5 94.94(5) . . ? O2 Mg1 O5 91.16(5) 4 . ? O6 Mg1 O5 91.27(6) 2 . ? O1 Mg1 O4 91.05(6) . 4_456 ? O2 Mg1 O4 174.06(6) 4 4_456 ? O6 Mg1 O4 92.24(6) 2 4_456 ? O5 Mg1 O4 83.25(5) . 4_456 ? O1 Mg1 O3 82.52(5) . . ? O2 Mg1 O3 91.81(5) 4 . ? O6 Mg1 O3 91.41(5) 2 . ? O5 Mg1 O3 176.14(5) . . ? O4 Mg1 O3 93.87(5) 4_456 . ? C1 O1 Mg1 131.90(12) . . ? C1 O2 Mg1 128.85(12) . 4_455 ? C2 O3 Mg1 123.59(11) . . ? C2 O4 Mg1 122.97(12) . 4_556 ? C3 O5 Mg1 125.89(11) . . ? C3 O6 Mg1 124.49(12) . 2_554 ? O1 C1 O2 126.69(16) . . ? O1 C1 H1 116.7 . . ? O2 C1 H1 116.7 . . ? O4 C2 O3 127.78(17) . . ? O4 C2 H2 116.1 . . ? O3 C2 H2 116.1 . . ? O6 C3 O5 126.93(17) . . ? O6 C3 H3 116.5 . . ? O5 C3 H3 116.5 . . ? N2 N1 H11 109.5 . . ? N2 N1 H12 109.5 . . ? H11 N1 H12 109.5 . . ? N2 N1 H13 109.5 . . ? H11 N1 H13 109.5 . . ? H12 N1 H13 109.5 . . ? N1 N2 H21 106.0(10) . . ? N1 N2 H22 105.0(10) . . ? H21 N2 H22 103.9(13) . . ? 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 N1 H11 O5 0.89 2.01 2.841(2) 155.6 3 N1 H12 O3 0.89 2.08 2.945(2) 163.7 . N1 H12 O1 0.89 2.35 2.898(2) 120.1 . N1 H13 N2 0.89 2.20 3.084(3) 172.9 2_564 N2 H21 O6 0.913(9) 2.59(2) 3.325(3) 138(2) 4 N2 H21 O2 0.913(9) 2.626(14) 2.946(2) 101.4(11) 2_565 N2 H22 O4 0.922(9) 2.730(16) 3.379(3) 128.2(13) 2_564 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.245 _refine_diff_density_min -0.267 _refine_diff_density_rms 0.052 _database_code_depnum_ccdc_archive 'CCDC 958466' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_4Mg-400K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H8 Mg N2 O6' _chemical_formula_weight 192.42 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' Mg Mg 0.0486 0.0363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M 'P 6(3)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x-y, x, z+1/2' '-y, x-y, z' '-x, -y, z+1/2' '-x+y, -x, z' 'y, -x+y, z+1/2' _cell_length_a 7.8798(3) _cell_length_b 7.8798(3) _cell_length_c 7.5682(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 406.96(3) _cell_formula_units_Z 2 _cell_measurement_temperature 400.0 _cell_measurement_reflns_used 4448 _cell_measurement_theta_min 2.9790 _cell_measurement_theta_max 30.2231 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.570 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 200 _exptl_absorpt_coefficient_mu 0.216 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.75808 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm (Blessing 1995, 1997). ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 400.0 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, AtlasCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3914 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 6712 _diffrn_reflns_av_R_equivalents 0.0256 _diffrn_reflns_av_sigmaI/netI 0.0115 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 4.02 _diffrn_reflns_theta_max 28.19 _reflns_number_total 678 _reflns_number_gt 654 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro (Agilent Technologies, 2012)' _computing_cell_refinement 'CrysAlisPro (Agilent Technologies, 2012)' _computing_data_reduction 'CrysAlisPro (Agilent Technologies, 2012)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _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^)+(0.0432P)^2^+0.0444P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr. _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.006(15) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0(4) _refine_ls_number_reflns 678 _refine_ls_number_parameters 65 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0272 _refine_ls_R_factor_gt 0.0260 _refine_ls_wR_factor_ref 0.0705 _refine_ls_wR_factor_gt 0.0698 _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_restrained_S_all 1.120 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 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 Mg1 Mg 0.3333 0.6667 0.23208(19) 0.0218(2) Uani 1 3 d S . . O1 O 0.32024(17) 0.44120(16) 0.07915(17) 0.0421(4) Uani 1 1 d . . . O2 O 0.44111(16) 0.32033(17) -0.11546(14) 0.0422(4) Uani 1 1 d . . . C1 C 0.4482(2) 0.4482(2) -0.0178(4) 0.0427(4) Uani 1 1 d . . . H1 H 0.5664 0.5660 -0.0174 0.051 Uiso 1 1 calc R . . N1 N 0.082(2) 0.036(2) 0.174(3) 0.100(4) Uani 0.33 1 d PD . . H11 H 0.172(9) 0.155(4) 0.132(11) 0.150 Uiso 0.33 1 d PD . . H12 H 0.156(10) -0.014(13) 0.219(5) 0.150 Uiso 0.33 1 d PD . . H13 H 0.026(4) -0.039(13) 0.076(6) 0.150 Uiso 0.33 1 d PD . . N2 N -0.046(2) 0.038(2) 0.290(3) 0.097(4) Uani 0.33 1 d PD . . H21 H -0.008(6) 0.067(16) 0.401(4) 0.146 Uiso 0.33 1 d PD . . H22 H -0.168(4) -0.061(11) 0.285(11) 0.146 Uiso 0.33 1 d PD . . 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 Mg1 0.0222(2) 0.0222(2) 0.0211(3) 0.000 0.000 0.01108(12) O1 0.0437(6) 0.0389(6) 0.0449(8) -0.0081(5) 0.0134(5) 0.0215(5) O2 0.0389(6) 0.0434(6) 0.0457(8) -0.0135(5) 0.0083(5) 0.0216(5) C1 0.0354(8) 0.0358(8) 0.0537(8) -0.0120(9) 0.0119(9) 0.0154(6) N1 0.099(8) 0.073(9) 0.137(14) 0.032(9) 0.036(9) 0.051(9) N2 0.070(8) 0.068(8) 0.127(12) -0.029(8) 0.007(8) 0.015(4) _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 Mg1 O2 2.0781(12) 6_565 ? Mg1 O2 2.0781(12) 2 ? Mg1 O2 2.0781(12) 4_665 ? Mg1 O1 2.0793(12) 5_565 ? Mg1 O1 2.0793(12) 3_665 ? Mg1 O1 2.0793(12) . ? O1 C1 1.226(2) . ? O2 C1 1.228(2) . ? O2 Mg1 2.0781(12) 2_654 ? C1 H1 0.9300 . ? N1 N2 0.882(7) 5 ? N1 N1 0.98(3) 5 ? N1 N1 0.98(3) 3 ? N1 N2 1.291(13) 3 ? N1 N2 1.349(10) . ? N1 H11 0.908(10) . ? N1 H12 0.914(10) . ? N1 H13 0.909(10) . ? N2 N1 0.882(7) 3 ? N2 N2 1.00(3) 5 ? N2 N2 1.00(3) 3 ? N2 N1 1.291(13) 5 ? N2 H21 0.882(10) . ? N2 H22 0.886(10) . ? 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 O2 Mg1 O2 92.16(6) 6_565 2 ? O2 Mg1 O2 92.16(6) 6_565 4_665 ? O2 Mg1 O2 92.16(6) 2 4_665 ? O2 Mg1 O1 84.48(4) 6_565 5_565 ? O2 Mg1 O1 91.55(4) 2 5_565 ? O2 Mg1 O1 175.09(4) 4_665 5_565 ? O2 Mg1 O1 91.55(4) 6_565 3_665 ? O2 Mg1 O1 175.09(4) 2 3_665 ? O2 Mg1 O1 84.48(4) 4_665 3_665 ? O1 Mg1 O1 92.02(6) 5_565 3_665 ? O2 Mg1 O1 175.09(4) 6_565 . ? O2 Mg1 O1 84.48(4) 2 . ? O2 Mg1 O1 91.55(4) 4_665 . ? O1 Mg1 O1 92.02(6) 5_565 . ? O1 Mg1 O1 92.02(6) 3_665 . ? C1 O1 Mg1 127.35(10) . . ? C1 O2 Mg1 127.35(10) . 2_654 ? O1 C1 O2 128.64(13) . . ? O1 C1 H1 115.7 . . ? O2 C1 H1 115.7 . . ? N2 N1 N1 92.8(18) 5 5 ? N2 N1 N1 87.8(18) 5 3 ? N1 N1 N1 60.000(2) 5 3 ? N2 N1 N2 50.4(18) 5 3 ? N1 N1 N2 43.0(6) 5 3 ? N1 N1 N2 71.4(12) 3 3 ? N2 N1 N2 47.6(17) 5 . ? N1 N1 N2 65.2(11) 5 . ? N1 N1 N2 40.8(4) 3 . ? N2 N1 N2 44.3(12) 3 . ? N2 N1 H11 107(5) 5 . ? N1 N1 H11 153(6) 5 . ? N1 N1 H11 101(4) 3 . ? N2 N1 H11 155(3) 3 . ? N2 N1 H11 114.4(13) . . ? N2 N1 H12 71(3) 5 . ? N1 N1 H12 100(6) 5 . ? N1 N1 H12 151(3) 3 . ? N2 N1 H12 80(3) 3 . ? N2 N1 H12 113.6(12) . . ? H11 N1 H12 104.5(14) . . ? N2 N1 H13 148(4) 5 . ? N1 N1 H13 56(3) 5 . ? N1 N1 H13 83(3) 3 . ? N2 N1 H13 98(4) 3 . ? N2 N1 H13 113.9(12) . . ? H11 N1 H13 105.1(14) . . ? H12 N1 H13 104.3(14) . . ? N1 N2 N2 86.6(19) 3 5 ? N1 N2 N2 91.6(18) 3 3 ? N2 N2 N2 60.000(2) 5 3 ? N1 N2 N1 49.2(18) 3 5 ? N2 N2 N1 70.9(11) 5 5 ? N2 N2 N1 43.0(5) 3 5 ? N1 N2 N1 46.4(17) 3 . ? N2 N2 N1 40.8(4) 5 . ? N2 N2 N1 64.8(11) 3 . ? N1 N2 N1 43.4(12) 5 . ? N1 N2 H21 157(5) 3 . ? N2 N2 H21 77(2) 5 . ? N2 N2 H21 94(7) 3 . ? N1 N2 H21 135(6) 5 . ? N1 N2 H21 117.4(17) . . ? N1 N2 H22 93(5) 3 . ? N2 N2 H22 134(6) 5 . ? N2 N2 H22 74(6) 3 . ? N1 N2 H22 74(2) 5 . ? N1 N2 H22 117.1(17) . . ? H21 N2 H22 110.6(18) . . ? 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 N1 H11 O1 0.908(10) 1.99(2) 2.872(14) 163(2) . N1 H11 O2 0.908(10) 2.63(3) 3.386(14) 141(3) . N1 H12 O2 0.914(10) 2.24(2) 3.14(2) 168(4) 6 N1 H12 O1 0.914(10) 2.52(7) 3.052(16) 117(6) 5 N1 H13 N2 0.909(10) 2.17(5) 2.949(7) 143(6) 4_554 N1 H13 N2 0.909(10) 2.32(6) 3.120(7) 146(8) 2_554 N1 H13 N2 0.909(10) 2.36(8) 2.974(9) 125(8) 6_554 N2 H22 O2 0.886(10) 2.23(5) 3.063(14) 156(9) 4 N2 H22 O1 0.886(10) 2.50(10) 3.15(2) 130(9) 3 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.19 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.189 _refine_diff_density_min -0.201 _refine_diff_density_rms 0.038 #### End of 400 K, 4Mg #### #### End of data for 4Mg #### _database_code_depnum_ccdc_archive 'CCDC 958467'