# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2012


data_global
_journal_name_full               'Dalton Trans.'
_journal_coden_cambridge         0222
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_name        'Zhien Lin'
_publ_contact_author_email       zhienlin@scu.edu.cn
loop_
_publ_author_name
'Tingzhi Liu'
'Daibing Luo'
'Dingguo Xu'
'Hongmei Zeng'
'Zhien Lin'

data_1
_database_code_depnum_ccdc_archive 'CCDC 888692'
#TrackingRef '1.CIF'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H10 Mg N2 O5'
_chemical_formula_weight         286.53

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           monoclinic
_symmetry_space_group_name_H-M   P2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.8836(4)
_cell_length_b                   12.8681(4)
_cell_length_c                   10.9817(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.384(3)
_cell_angle_gamma                90.00
_cell_volume                     1378.00(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2080
_cell_measurement_theta_min      3.0145
_cell_measurement_theta_max      29.1555

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             592
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.99206
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean 16.0874
_diffrn_standards_number         6311
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            5287
_diffrn_reflns_av_R_equivalents  0.0153
_diffrn_reflns_av_sigmaI/netI    0.0335
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.02
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3506
_reflns_number_gt                2887
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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^)+(0.1537P)^2^+3.4349P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.3(12)
_refine_ls_number_reflns         3506
_refine_ls_number_parameters     351
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0901
_refine_ls_R_factor_gt           0.0783
_refine_ls_wR_factor_ref         0.2805
_refine_ls_wR_factor_gt          0.2689
_refine_ls_goodness_of_fit_ref   1.166
_refine_ls_restrained_S_all      1.166
_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
Mg1 Mg 0.3721(3) 0.2349(3) 0.2503(3) 0.0152(5) Uani 1 1 d . . .
Mg2 Mg 0.8750(3) 0.2357(3) 0.2474(3) 0.0161(5) Uani 1 1 d . . .
O1 O 0.2040(5) 0.2805(6) 0.1337(5) 0.0267(17) Uani 1 1 d . . .
O2 O -0.0176(6) 0.3168(6) 0.1353(6) 0.0271(16) Uani 1 1 d . . .
O3 O 0.2646(6) 0.1491(6) 0.3576(5) 0.0235(15) Uani 1 1 d . . .
O4 O 0.0503(6) 0.1936(6) 0.3713(5) 0.0254(16) Uani 1 1 d . . .
O5 O 0.5471(6) 0.1927(6) 0.3700(6) 0.0292(17) Uani 1 1 d . . .
O6 O 0.7638(6) 0.1542(6) 0.3590(6) 0.0280(16) Uani 1 1 d . . .
O7 O 0.5150(6) -0.1754(6) -0.1460(5) 0.0248(15) Uani 1 1 d . . .
O8 O 0.3026(5) -0.2275(6) -0.1288(5) 0.0255(16) Uani 1 1 d . . .
N1 N 0.1119(8) 0.5949(7) -0.1398(7) 0.0260(19) Uani 1 1 d . . .
N2 N 0.1364(7) -0.1191(7) 0.6445(6) 0.0192(17) Uani 1 1 d . . .
N3 N 0.6364(7) -0.1242(7) 0.6322(6) 0.0211(17) Uani 1 1 d . . .
N4 N 0.3835(8) 0.0976(7) 0.1305(7) 0.0249(18) Uani 1 1 d . . .
C1 C 0.0965(8) 0.3339(9) 0.1010(7) 0.020(2) Uani 1 1 d . . .
C2 C 0.1043(8) 0.4236(9) 0.0159(7) 0.021(2) Uani 1 1 d . . .
C3 C -0.0153(7) 0.4804(8) -0.0318(7) 0.0258(18) Uani 1 1 d . . .
H3A H -0.0995 0.4612 -0.0115 0.031 Uiso 1 1 calc R . .
C4 C -0.0069(8) 0.5638(8) -0.1079(7) 0.0281(19) Uani 1 1 d . . .
H4A H -0.0865 0.6001 -0.1386 0.034 Uiso 1 1 calc R . .
C5 C 0.2255(8) 0.4541(8) -0.0226(7) 0.0267(18) Uani 1 1 d . . .
H5A H 0.3066 0.4179 0.0029 0.032 Uiso 1 1 calc R . .
C6 C 0.2233(8) 0.5387(8) -0.0988(7) 0.0283(19) Uani 1 1 d . . .
H6A H 0.3052 0.5582 -0.1236 0.034 Uiso 1 1 calc R . .
C7 C 0.1529(8) 0.1410(8) 0.3971(7) 0.0149(18) Uani 1 1 d . . .
C8 C 0.1509(8) 0.0521(8) 0.4879(7) 0.0169(19) Uani 1 1 d . . .
C9 C 0.0286(7) 0.0274(8) 0.5286(7) 0.0273(19) Uani 1 1 d . . .
H9A H -0.0504 0.0663 0.5039 0.033 Uiso 1 1 calc R . .
C10 C 0.0278(8) -0.0574(8) 0.6075(8) 0.031(2) Uani 1 1 d . . .
H10A H -0.0534 -0.0722 0.6365 0.037 Uiso 1 1 calc R . .
C11 C 0.2635(7) -0.0075(8) 0.5276(7) 0.0236(17) Uani 1 1 d . . .
H11A H 0.3464 0.0074 0.5018 0.028 Uiso 1 1 calc R . .
C12 C 0.2542(8) -0.0903(8) 0.6065(7) 0.0262(18) Uani 1 1 d . . .
H12A H 0.3333 -0.1281 0.6348 0.031 Uiso 1 1 calc R . .
C13 C 0.6518(8) 0.1407(8) 0.3930(7) 0.0146(18) Uani 1 1 d . . .
C14 C 0.6495(8) 0.0477(8) 0.4779(8) 0.0168(19) Uani 1 1 d . . .
C15 C 0.6296(9) 0.0586(8) 0.5953(7) 0.030(2) Uani 1 1 d . . .
H15A H 0.6161 0.1243 0.6264 0.036 Uiso 1 1 calc R . .
C16 C 0.6292(9) -0.0286(8) 0.6706(8) 0.0301(19) Uani 1 1 d . . .
H16A H 0.6234 -0.0181 0.7534 0.036 Uiso 1 1 calc R . .
C17 C 0.6564(9) -0.0537(8) 0.4328(7) 0.031(2) Uani 1 1 d . . .
H17A H 0.6669 -0.0648 0.3512 0.037 Uiso 1 1 calc R . .
C18 C 0.6478(9) -0.1346(8) 0.5081(7) 0.031(2) Uani 1 1 d . . .
H18A H 0.6495 -0.2013 0.4756 0.038 Uiso 1 1 calc R . .
C19 C 0.4036(8) -0.1655(9) -0.1065(7) 0.021(2) Uani 1 1 d . . .
C20 C 0.3923(8) -0.0743(8) -0.0241(8) 0.021(2) Uani 1 1 d . . .
C21 C 0.3904(10) 0.0267(8) -0.0694(7) 0.035(2) Uani 1 1 d . . .
H21A H 0.3929 0.0389 -0.1524 0.041 Uiso 1 1 calc R . .
C22 C 0.3846(9) 0.1102(8) 0.0120(7) 0.032(2) Uani 1 1 d . . .
H22A H 0.3815 0.1774 -0.0195 0.039 Uiso 1 1 calc R . .
C23 C 0.3932(9) -0.0847(8) 0.0999(7) 0.033(2) Uani 1 1 d . . .
H23A H 0.3982 -0.1506 0.1351 0.040 Uiso 1 1 calc R . .
C24 C 0.3867(8) 0.0023(8) 0.1743(7) 0.0287(19) Uani 1 1 d . . .
H24A H 0.3845 -0.0073 0.2579 0.034 Uiso 1 1 calc R . .
OW1 O 0.2496(11) 0.2417(11) -0.2532(10) 0.110(4) Uiso 1 1 d . . .
OW2 O 0.0262(12) 0.2461(12) -0.2550(10) 0.112(4) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Mg1 0.0150(10) 0.0132(11) 0.0181(10) 0.0016(8) 0.0051(7) 0.0001(9)
Mg2 0.0159(10) 0.0137(11) 0.0198(10) 0.0000(8) 0.0066(8) 0.0007(9)
O1 0.010(3) 0.038(5) 0.031(3) 0.002(3) 0.001(2) 0.011(3)
O2 0.021(3) 0.031(4) 0.032(3) 0.003(3) 0.013(2) 0.005(3)
O3 0.019(3) 0.023(4) 0.030(3) 0.010(3) 0.009(2) -0.001(3)
O4 0.033(3) 0.020(4) 0.023(3) 0.009(3) 0.006(2) 0.003(3)
O5 0.027(3) 0.027(4) 0.033(3) 0.017(3) 0.004(2) 0.001(3)
O6 0.017(3) 0.031(4) 0.038(3) 0.014(3) 0.012(2) -0.001(3)
O7 0.023(3) 0.026(4) 0.028(3) -0.009(3) 0.013(2) -0.006(3)
O8 0.013(3) 0.031(4) 0.032(3) -0.003(3) 0.001(2) -0.009(3)
N1 0.029(4) 0.015(5) 0.035(4) 0.010(4) 0.009(3) 0.000(4)
N2 0.015(3) 0.020(4) 0.024(3) 0.003(3) 0.006(2) -0.001(3)
N3 0.021(4) 0.021(5) 0.021(3) 0.000(3) 0.003(3) -0.004(4)
N4 0.027(4) 0.022(5) 0.027(4) -0.007(4) 0.009(3) 0.005(4)
C1 0.015(4) 0.029(6) 0.016(4) -0.004(4) -0.001(3) -0.004(4)
C2 0.015(4) 0.025(6) 0.023(4) 0.008(4) 0.001(3) -0.002(4)
C3 0.017(3) 0.025(5) 0.037(4) 0.007(4) 0.010(3) -0.001(4)
C4 0.025(4) 0.029(5) 0.031(4) 0.011(4) 0.008(3) 0.004(4)
C5 0.020(4) 0.031(5) 0.029(4) 0.005(4) 0.004(3) -0.002(4)
C6 0.017(4) 0.031(5) 0.038(4) 0.001(4) 0.008(3) -0.004(4)
C7 0.019(4) 0.008(4) 0.020(4) 0.005(4) 0.011(3) -0.002(4)
C8 0.019(4) 0.015(5) 0.017(4) 0.000(4) 0.006(3) -0.001(4)
C9 0.017(3) 0.024(5) 0.043(4) 0.011(4) 0.010(3) 0.010(4)
C10 0.022(4) 0.029(5) 0.044(5) 0.017(4) 0.012(3) 0.004(4)
C11 0.014(3) 0.028(5) 0.031(4) 0.008(4) 0.009(3) 0.003(4)
C12 0.014(3) 0.028(5) 0.037(4) 0.004(4) 0.006(3) 0.006(4)
C13 0.015(4) 0.011(5) 0.019(4) 0.006(4) 0.007(3) -0.001(4)
C14 0.012(3) 0.013(5) 0.028(4) 0.003(4) 0.013(3) 0.000(4)
C15 0.044(5) 0.023(5) 0.026(4) 0.006(4) 0.013(4) -0.001(4)
C16 0.045(5) 0.016(5) 0.032(4) 0.006(4) 0.016(4) 0.003(4)
C17 0.050(5) 0.029(5) 0.017(4) 0.003(3) 0.016(4) 0.005(4)
C18 0.048(5) 0.015(4) 0.035(4) -0.002(4) 0.018(4) 0.000(4)
C19 0.017(4) 0.030(6) 0.012(4) 0.008(4) -0.006(3) 0.005(4)
C20 0.014(4) 0.018(6) 0.030(4) -0.004(4) 0.000(3) 0.000(4)
C21 0.055(5) 0.024(5) 0.025(4) -0.006(4) 0.007(4) 0.004(4)
C22 0.046(5) 0.024(5) 0.027(4) -0.005(4) 0.004(4) 0.004(4)
C23 0.055(6) 0.018(4) 0.025(4) 0.001(3) 0.004(4) 0.005(4)
C24 0.039(4) 0.029(5) 0.018(3) -0.004(4) 0.004(3) 0.007(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 O1 2.013(6) . ?
Mg1 O3 2.036(7) . ?
Mg1 O5 2.067(7) . ?
Mg1 O7 2.075(7) 2_655 ?
Mg1 N4 2.217(10) . ?
Mg1 N3 2.234(10) 2_656 ?
Mg2 O2 2.039(7) 1_655 ?
Mg2 O6 2.061(7) . ?
Mg2 O8 2.062(6) 2_655 ?
Mg2 O4 2.093(7) 1_655 ?
Mg2 N1 2.178(10) 2_645 ?
Mg2 N2 2.227(10) 2_656 ?
O1 C1 1.267(11) . ?
O2 C1 1.265(10) . ?
O2 Mg2 2.039(7) 1_455 ?
O3 C7 1.255(9) . ?
O4 C7 1.213(11) . ?
O4 Mg2 2.093(7) 1_455 ?
O5 C13 1.224(11) . ?
O6 C13 1.237(9) . ?
O7 C19 1.254(10) . ?
O7 Mg1 2.075(7) 2_645 ?
O8 C19 1.271(12) . ?
O8 Mg2 2.062(6) 2_645 ?
N1 C6 1.332(11) . ?
N1 C4 1.340(11) . ?
N1 Mg2 2.178(10) 2_655 ?
N2 C10 1.344(12) . ?
N2 C12 1.351(10) . ?
N2 Mg2 2.227(10) 2_646 ?
N3 C16 1.306(14) . ?
N3 C18 1.393(11) . ?
N3 Mg1 2.234(10) 2_646 ?
N4 C22 1.314(11) . ?
N4 C24 1.315(14) . ?
C1 C2 1.495(14) . ?
C2 C5 1.391(11) . ?
C2 C3 1.416(12) . ?
C3 C4 1.371(11) . ?
C3 H3A 0.9300 . ?
C4 H4A 0.9300 . ?
C5 C6 1.370(12) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 C8 1.519(12) . ?
C8 C11 1.363(12) . ?
C8 C9 1.393(11) . ?
C9 C10 1.394(11) . ?
C9 H9A 0.9300 . ?
C10 H10A 0.9300 . ?
C11 C12 1.386(11) . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9300 . ?
C13 C14 1.520(13) . ?
C14 C15 1.342(11) . ?
C14 C17 1.401(14) . ?
C15 C16 1.395(11) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.341(12) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 C20 1.497(14) . ?
C20 C23 1.367(11) . ?
C20 C21 1.390(15) . ?
C21 C22 1.403(12) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.393(11) . ?
C23 H23A 0.9300 . ?
C24 H24A 0.9300 . ?

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 O3 94.1(3) . . ?
O1 Mg1 O5 178.2(5) . . ?
O3 Mg1 O5 87.2(3) . . ?
O1 Mg1 O7 87.1(3) . 2_655 ?
O3 Mg1 O7 178.2(4) . 2_655 ?
O5 Mg1 O7 91.6(3) . 2_655 ?
O1 Mg1 N4 88.3(3) . . ?
O3 Mg1 N4 89.6(3) . . ?
O5 Mg1 N4 92.8(3) . . ?
O7 Mg1 N4 91.8(3) 2_655 . ?
O1 Mg1 N3 91.5(3) . 2_656 ?
O3 Mg1 N3 91.9(3) . 2_656 ?
O5 Mg1 N3 87.3(3) . 2_656 ?
O7 Mg1 N3 86.7(3) 2_655 2_656 ?
N4 Mg1 N3 178.5(4) . 2_656 ?
O2 Mg2 O6 179.2(3) 1_655 . ?
O2 Mg2 O8 88.5(3) 1_655 2_655 ?
O6 Mg2 O8 90.7(3) . 2_655 ?
O2 Mg2 O4 93.9(3) 1_655 1_655 ?
O6 Mg2 O4 86.9(3) . 1_655 ?
O8 Mg2 O4 177.5(4) 2_655 1_655 ?
O2 Mg2 N1 90.9(3) 1_655 2_645 ?
O6 Mg2 N1 89.1(3) . 2_645 ?
O8 Mg2 N1 88.2(3) 2_655 2_645 ?
O4 Mg2 N1 91.2(3) 1_655 2_645 ?
O2 Mg2 N2 88.2(3) 1_655 2_656 ?
O6 Mg2 N2 91.8(3) . 2_656 ?
O8 Mg2 N2 91.8(3) 2_655 2_656 ?
O4 Mg2 N2 88.8(3) 1_655 2_656 ?
N1 Mg2 N2 179.1(4) 2_645 2_656 ?
C1 O1 Mg1 154.9(6) . . ?
C1 O2 Mg2 147.8(7) . 1_455 ?
C7 O3 Mg1 144.8(7) . . ?
C7 O4 Mg2 150.2(7) . 1_455 ?
C13 O5 Mg1 150.1(7) . . ?
C13 O6 Mg2 147.3(7) . . ?
C19 O7 Mg1 146.0(7) . 2_645 ?
C19 O8 Mg2 145.8(6) . 2_645 ?
C6 N1 C4 117.4(8) . . ?
C6 N1 Mg2 121.1(6) . 2_655 ?
C4 N1 Mg2 121.5(6) . 2_655 ?
C10 N2 C12 115.5(8) . . ?
C10 N2 Mg2 123.4(5) . 2_646 ?
C12 N2 Mg2 121.1(6) . 2_646 ?
C16 N3 C18 115.1(8) . . ?
C16 N3 Mg1 124.7(6) . 2_646 ?
C18 N3 Mg1 120.3(7) . 2_646 ?
C22 N4 C24 118.3(9) . . ?
C22 N4 Mg1 119.9(7) . . ?
C24 N4 Mg1 121.8(6) . . ?
O2 C1 O1 124.7(10) . . ?
O2 C1 C2 117.4(9) . . ?
O1 C1 C2 118.0(7) . . ?
C5 C2 C3 116.8(9) . . ?
C5 C2 C1 122.9(8) . . ?
C3 C2 C1 120.3(7) . . ?
C4 C3 C2 120.0(7) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 H3A 120.0 . . ?
N1 C4 C3 122.4(8) . . ?
N1 C4 H4A 118.8 . . ?
C3 C4 H4A 118.8 . . ?
C6 C5 C2 118.8(8) . . ?
C6 C5 H5A 120.6 . . ?
C2 C5 H5A 120.6 . . ?
N1 C6 C5 124.6(7) . . ?
N1 C6 H6A 117.7 . . ?
C5 C6 H6A 117.7 . . ?
O4 C7 O3 128.4(9) . . ?
O4 C7 C8 118.3(7) . . ?
O3 C7 C8 113.3(8) . . ?
C11 C8 C9 118.3(9) . . ?
C11 C8 C7 122.4(7) . . ?
C9 C8 C7 119.2(8) . . ?
C8 C9 C10 118.2(8) . . ?
C8 C9 H9A 120.9 . . ?
C10 C9 H9A 120.9 . . ?
N2 C10 C9 124.4(7) . . ?
N2 C10 H10A 117.8 . . ?
C9 C10 H10A 117.8 . . ?
C8 C11 C12 119.9(7) . . ?
C8 C11 H11A 120.1 . . ?
C12 C11 H11A 120.1 . . ?
N2 C12 C11 123.6(8) . . ?
N2 C12 H12A 118.2 . . ?
C11 C12 H12A 118.2 . . ?
O5 C13 O6 129.0(9) . . ?
O5 C13 C14 117.4(7) . . ?
O6 C13 C14 113.6(8) . . ?
C15 C14 C17 117.4(9) . . ?
C15 C14 C13 121.7(9) . . ?
C17 C14 C13 120.7(7) . . ?
C14 C15 C16 120.0(9) . . ?
C14 C15 H15A 120.0 . . ?
C16 C15 H15A 120.0 . . ?
N3 C16 C15 124.1(8) . . ?
N3 C16 H16A 117.9 . . ?
C15 C16 H16A 117.9 . . ?
C18 C17 C14 119.6(7) . . ?
C18 C17 H17A 120.2 . . ?
C14 C17 H17A 120.2 . . ?
C17 C18 N3 123.5(8) . . ?
C17 C18 H18A 118.2 . . ?
N3 C18 H18A 118.2 . . ?
O7 C19 O8 125.2(10) . . ?
O7 C19 C20 116.4(9) . . ?
O8 C19 C20 118.4(7) . . ?
C23 C20 C21 116.5(9) . . ?
C23 C20 C19 122.4(9) . . ?
C21 C20 C19 121.0(8) . . ?
C20 C21 C22 119.1(8) . . ?
C20 C21 H21A 120.4 . . ?
C22 C21 H21A 120.4 . . ?
N4 C22 C21 123.0(9) . . ?
N4 C22 H22A 118.5 . . ?
C21 C22 H22A 118.5 . . ?
C20 C23 C24 120.8(9) . . ?
C20 C23 H23A 119.6 . . ?
C24 C23 H23A 119.6 . . ?
N4 C24 C23 122.4(7) . . ?
N4 C24 H24A 118.8 . . ?
C23 C24 H24A 118.8 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.412
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.116

# Attachment '2.CIF'

data_2
_database_code_depnum_ccdc_archive 'CCDC 888693'
#TrackingRef '2.CIF'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H8 Mg N2 O4'
_chemical_formula_weight         268.51

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           monoclinic
_symmetry_space_group_name_H-M   C2/c

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'
'-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                   13.9067(8)
_cell_length_b                   10.4327(5)
_cell_length_c                   8.4374(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.133(7)
_cell_angle_gamma                90.00
_cell_volume                     1133.93(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1158
_cell_measurement_theta_min      3.1561
_cell_measurement_theta_max      28.9574

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             552
_exptl_absorpt_coefficient_mu    0.168
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.89403
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean 16.0874
_diffrn_standards_number         2735
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            2205
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_av_sigmaI/netI    0.0241
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.16
_diffrn_reflns_theta_max         24.99
_reflns_number_total             998
_reflns_number_gt                896
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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^)+(0.0746P)^2^+1.3846P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.037(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         998
_refine_ls_number_parameters     115
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.1326
_refine_ls_wR_factor_gt          0.1293
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_restrained_S_all      1.127
_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 0.0000 0.88573(9) 0.2500 0.0188(4) Uani 1 2 d S . .
O1 O 0.41419(12) 0.51819(17) 0.3077(2) 0.0374(5) Uani 1 1 d . . .
O2 O 0.38637(11) 0.63613(14) 0.50554(18) 0.0245(5) Uani 1 1 d . . .
N1 N 0.09123(15) 0.7330(2) 0.1676(2) 0.0344(6) Uani 1 1 d . . .
C1 C 0.36044(15) 0.5885(2) 0.3587(3) 0.0214(5) Uani 1 1 d . . .
C2 C 0.25327(18) 0.6208(2) 0.2324(3) 0.0316(6) Uani 1 1 d . . .
C3 C 0.18683(17) 0.7013(2) 0.2707(3) 0.0270(6) Uani 1 1 d . . .
H1 H 0.2113 0.7372 0.3796 0.032 Uiso 1 1 calc R . .
C4 C 0.0708(6) 0.7108(8) -0.0044(9) 0.0489(19) Uani 0.50 1 d P . .
C4' C 0.0453(5) 0.6520(7) 0.0377(10) 0.0501(19) Uani 0.50 1 d P . .
C5 C 0.1356(6) 0.6386(9) -0.0594(8) 0.075(3) Uani 0.50 1 d P . .
C5' C 0.1002(6) 0.5571(9) -0.0071(10) 0.069(2) Uani 0.50 1 d P . .
C6 C 0.2311(6) 0.5989(8) 0.0565(9) 0.055(2) Uani 0.50 1 d P . .
C6' C 0.2046(6) 0.5367(7) 0.0940(10) 0.0473(18) Uani 0.50 1 d P . .

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 0.0132(6) 0.0259(6) 0.0157(6) 0.000 0.0035(4) 0.000
O1 0.0287(9) 0.0498(11) 0.0294(10) -0.0068(8) 0.0059(7) 0.0172(8)
O2 0.0178(8) 0.0338(9) 0.0179(8) -0.0024(6) 0.0022(6) 0.0027(6)
N1 0.0251(11) 0.0449(12) 0.0244(10) -0.0085(9) -0.0007(8) 0.0122(9)
C1 0.0185(11) 0.0254(11) 0.0197(11) 0.0014(8) 0.0064(9) 0.0025(8)
C2 0.0263(13) 0.0403(14) 0.0220(12) -0.0057(9) 0.0019(10) 0.0124(10)
C3 0.0219(11) 0.0379(13) 0.0178(10) -0.0043(9) 0.0038(9) 0.0055(9)
C4 0.040(4) 0.074(5) 0.023(3) -0.005(3) 0.001(2) 0.029(4)
C4' 0.029(3) 0.063(5) 0.040(4) -0.021(4) -0.008(3) 0.017(3)
C5 0.062(5) 0.126(8) 0.017(3) -0.014(4) -0.008(3) 0.064(5)
C5' 0.045(4) 0.090(6) 0.043(4) -0.041(4) -0.017(3) 0.030(4)
C6 0.049(5) 0.085(6) 0.022(3) -0.008(4) 0.002(3) 0.043(4)
C6' 0.035(4) 0.059(5) 0.034(4) -0.019(3) -0.004(3) 0.018(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
Mg1 O1 2.0021(17) 4 ?
Mg1 O1 2.0021(17) 3_455 ?
Mg1 O2 2.0851(14) 8_465 ?
Mg1 O2 2.0851(14) 7_566 ?
Mg1 N1 2.301(2) 2 ?
Mg1 N1 2.301(2) . ?
O1 C1 1.235(3) . ?
O1 Mg1 2.0021(17) 3_545 ?
O2 C1 1.255(2) . ?
O2 Mg1 2.0851(14) 7_566 ?
N1 C3 1.327(3) . ?
N1 C4' 1.340(7) . ?
N1 C4 1.389(7) . ?
C1 C2 1.508(3) . ?
C2 C3 1.374(3) . ?
C2 C6' 1.413(7) . ?
C2 C6 1.416(7) . ?
C3 H1 0.9300 . ?
C4 C4' 0.850(9) . ?
C4 C5 1.382(10) . ?
C4 C5' 1.657(12) . ?
C4' C5' 1.387(10) . ?
C4' C5 1.744(12) . ?
C5 C5' 1.152(12) . ?
C5 C6 1.383(10) . ?
C5 C6' 1.670(10) . ?
C5' C6' 1.396(10) . ?
C5' C6 1.749(12) . ?
C6 C6' 0.862(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 O1 92.71(11) 4 3_455 ?
O1 Mg1 O2 97.69(6) 4 8_465 ?
O1 Mg1 O2 90.98(6) 3_455 8_465 ?
O1 Mg1 O2 90.98(6) 4 7_566 ?
O1 Mg1 O2 97.69(6) 3_455 7_566 ?
O2 Mg1 O2 167.44(9) 8_465 7_566 ?
O1 Mg1 N1 176.61(6) 4 2 ?
O1 Mg1 N1 87.56(8) 3_455 2 ?
O2 Mg1 N1 85.67(6) 8_465 2 ?
O2 Mg1 N1 85.64(6) 7_566 2 ?
O1 Mg1 N1 87.56(8) 4 . ?
O1 Mg1 N1 176.61(6) 3_455 . ?
O2 Mg1 N1 85.64(6) 8_465 . ?
O2 Mg1 N1 85.67(6) 7_566 . ?
N1 Mg1 N1 92.37(12) 2 . ?
C1 O1 Mg1 171.66(17) . 3_545 ?
C1 O2 Mg1 139.64(13) . 7_566 ?
C3 N1 C4' 115.4(3) . . ?
C3 N1 C4 113.8(3) . . ?
C4' N1 C4 36.2(4) . . ?
C3 N1 Mg1 120.30(14) . . ?
C4' N1 Mg1 122.5(3) . . ?
C4 N1 Mg1 120.8(3) . . ?
O1 C1 O2 126.35(19) . . ?
O1 C1 C2 116.97(19) . . ?
O2 C1 C2 116.68(18) . . ?
C3 C2 C6' 114.8(3) . . ?
C3 C2 C6 116.4(3) . . ?
C6' C2 C6 35.5(4) . . ?
C3 C2 C1 122.9(2) . . ?
C6' C2 C1 118.9(3) . . ?
C6 C2 C1 118.1(3) . . ?
N1 C3 C2 126.5(2) . . ?
N1 C3 H1 116.8 . . ?
C2 C3 H1 116.8 . . ?
C4' C4 C5 100.0(11) . . ?
C4' C4 N1 68.7(7) . . ?
C5 C4 N1 122.6(5) . . ?
C4' C4 C5' 56.7(9) . . ?
C5 C4 C5' 43.4(5) . . ?
N1 C4 C5' 102.8(6) . . ?
C4 C4' N1 75.0(8) . . ?
C4 C4' C5' 92.5(11) . . ?
N1 C4' C5' 122.1(6) . . ?
C4 C4' C5 51.3(8) . . ?
N1 C4' C5 103.2(6) . . ?
C5' C4' C5 41.2(5) . . ?
C5' C5 C4 81.2(8) . . ?
C5' C5 C6 86.7(8) . . ?
C4 C5 C6 120.0(6) . . ?
C5' C5 C6' 55.7(6) . . ?
C4 C5 C6' 110.1(6) . . ?
C6 C5 C6' 31.0(4) . . ?
C5' C5 C4' 52.5(6) . . ?
C4 C5 C4' 28.7(4) . . ?
C6 C5 C4' 111.2(6) . . ?
C6' C5 C4' 89.6(6) . . ?
C5 C5' C4' 86.3(8) . . ?
C5 C5' C6' 81.3(7) . . ?
C4' C5' C6' 119.7(6) . . ?
C5 C5' C4 55.5(6) . . ?
C4' C5' C4 30.8(4) . . ?
C6' C5' C4 110.1(7) . . ?
C5 C5' C6 52.2(6) . . ?
C4' C5' C6 110.8(6) . . ?
C6' C5' C6 29.2(4) . . ?
C4 C5' C6 89.3(6) . . ?
C6' C6 C5 93.2(11) . . ?
C6' C6 C2 72.1(8) . . ?
C5 C6 C2 117.7(6) . . ?
C6' C6 C5' 52.1(9) . . ?
C5 C6 C5' 41.1(5) . . ?
C2 C6 C5' 98.7(6) . . ?
C6 C6' C5' 98.7(10) . . ?
C6 C6' C2 72.4(8) . . ?
C5' C6' C2 118.3(6) . . ?
C6 C6' C5 55.8(9) . . ?
C5' C6' C5 43.0(5) . . ?
C2 C6' C5 101.6(5) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.069