# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Mg
_database_code_depnum_ccdc_archive 'CCDC 1455552'
_audit_update_record             
;
2016-02-24 deposited with the CCDC.
2016-04-25 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H8 Mg N2 O6'
_chemical_formula_weight         228.45

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.1246(4)
_cell_length_b                   12.2087(5)
_cell_length_c                   12.4991(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.394(3)
_cell_angle_gamma                90
_cell_volume                     1849.64(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3644
_cell_measurement_theta_min      2.8320
_cell_measurement_theta_max      27.9110

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_F_000             708
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.20
_exptl_absorpt_correction_T_min  0.98098
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      296(2)
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire1, long nozzle'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Sapphire1, long nozzle'
_diffrn_detector_area_resol_mean 8.4350
_diffrn_reflns_number            17019
_diffrn_reflns_av_unetI/netI     0.0538
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.852
_diffrn_reflns_theta_max         25.673
_diffrn_reflns_theta_full        25.673
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3500
_reflns_number_gt                2290
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0400P)²+0.2400P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3500
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0865
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1142
_refine_ls_wR_factor_gt          0.0966
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mg1 Mg 0.25858(6) 0.24887(6) -0.00578(6) 0.0155(2) Uani 1 1 d . . . . .
Mg2 Mg -0.24143(6) 0.25082(6) -0.00482(6) 0.0153(2) Uani 1 1 d . . . . .
O1 O -0.08067(14) 0.19522(14) 0.02680(14) 0.0255(4) Uani 1 1 d . . . . .
O2 O 0.41881(14) 0.29986(15) -0.01399(16) 0.0321(5) Uani 1 1 d . . . . .
O3 O 0.20258(15) 0.40913(14) -0.01649(14) 0.0256(4) Uani 1 1 d . . . . .
O4 O 0.31446(15) 0.08904(14) 0.00123(14) 0.0277(5) Uani 1 1 d . . . . .
O5 O 0.28581(16) 0.26378(16) 0.15881(13) 0.0329(5) Uani 1 1 d . . . . .
O6 O 0.10070(15) 0.19345(15) 0.02080(15) 0.0301(5) Uani 1 1 d . . . . .
O7 O -0.26486(17) 0.24065(16) 0.15742(14) 0.0372(5) Uani 1 1 d . . . . .
O8 O -0.40094(15) 0.30154(15) -0.02849(17) 0.0370(5) Uani 1 1 d . . . . .
O9 O -0.21109(17) 0.24291(16) -0.16584(14) 0.0356(5) Uani 1 1 d . . . . .
O10 O -0.19079(15) 0.41072(14) 0.00930(14) 0.0281(5) Uani 1 1 d . . . . .
O11 O -0.29248(16) 0.08905(14) -0.01761(15) 0.0320(5) Uani 1 1 d . . . . .
O12 O 0.22880(17) 0.24989(16) -0.16802(14) 0.0346(5) Uani 1 1 d . . . . .
C1 C 0.0094(2) 0.2256(2) -0.0088(2) 0.0254(6) Uani 1 1 d . . . . .
H1 H 0.0071 0.2777 -0.0631 0.031 Uiso 1 1 calc R U . . .
C2 C -0.2441(2) 0.2825(2) 0.2436(2) 0.0268(7) Uani 1 1 d . . . . .
H2 H -0.2028 0.3467 0.2425 0.032 Uiso 1 1 calc R U . . .
C3 C 0.2732(2) -0.0008(2) -0.0239(2) 0.0264(7) Uani 1 1 d . . . . .
H3 H 0.2222 -0.0006 -0.0806 0.032 Uiso 1 1 calc R U . . .
C4 C 0.2327(2) 0.5010(2) 0.0164(2) 0.0260(7) Uani 1 1 d . . . . .
H4 H 0.2923 0.5031 0.0647 0.031 Uiso 1 1 calc R U . . .
C5 C 0.2562(2) 0.2270(2) 0.2454(2) 0.0266(7) Uani 1 1 d . . . . .
H5 H 0.2040 0.1712 0.2431 0.032 Uiso 1 1 calc R U . . .
C6 C 0.5066(2) 0.2625(2) -0.0407(2) 0.0315(7) Uani 1 1 d . . . . .
H6 H 0.5032 0.1950 -0.0750 0.038 Uiso 1 1 calc R U . . .
N7 N -0.5497(2) 0.0435(2) 0.17499(19) 0.0391(6) Uani 1 1 d . . . . .
H7 H -0.5825 0.0591 0.1152 0.047 Uiso 1 1 calc R U . . .
C8 C -0.5777(3) -0.0384(3) 0.2401(3) 0.0470(9) Uani 1 1 d . . . . .
H8 H -0.6351 -0.0879 0.2290 0.056 Uiso 1 1 calc R U . . .
C9 C -0.5077(3) -0.0354(3) 0.3238(3) 0.0547(10) Uani 1 1 d . . . . .
H9 H -0.5066 -0.0819 0.3827 0.066 Uiso 1 1 calc R U . . .
N10 N -0.4387(2) 0.0491(2) 0.3056(2) 0.0463(7) Uani 1 1 d . . . . .
H10 H -0.3850 0.0688 0.3474 0.056 Uiso 1 1 calc R U . . .
C11 C -0.4657(3) 0.0957(3) 0.2157(3) 0.0458(9) Uani 1 1 d . . . . .
H11 H -0.4309 0.1559 0.1857 0.055 Uiso 1 1 calc R U . . .
N12 N 0.5480(2) 0.5783(2) -0.2181(2) 0.0414(7) Uani 1 1 d . . . . .
H12 H 0.5917 0.6303 -0.1979 0.050 Uiso 1 1 calc R U . . .
C13 C 0.5544(3) 0.5228(3) -0.3078(3) 0.0474(9) Uani 1 1 d . . . . .
H13 H 0.6062 0.5328 -0.3606 0.057 Uiso 1 1 calc R U . . .
N14 N 0.4735(2) 0.4499(2) -0.3090(2) 0.0447(7) Uani 1 1 d . . . . .
H14 H 0.4599 0.4032 -0.3591 0.054 Uiso 1 1 calc R U . . .
C15 C 0.4168(3) 0.4611(3) -0.2195(3) 0.0424(8) Uani 1 1 d . . . . .
H15 H 0.3559 0.4197 -0.2004 0.051 Uiso 1 1 calc R U . . .
C16 C 0.4619(3) 0.5406(3) -0.1632(2) 0.0364(7) Uani 1 1 d . . . . .
H16 H 0.4387 0.5663 -0.0974 0.044 Uiso 1 1 calc R U . . .


_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 2.0450(19) . ?
Mg1 O12 2.0512(19) . ?
Mg1 O6 2.0647(19) . ?
Mg1 O4 2.0668(19) . ?
Mg1 O3 2.0743(19) . ?
Mg1 O5 2.0836(18) . ?
Mg2 O8 2.045(2) . ?
Mg2 O10 2.0528(19) . ?
Mg2 O9 2.0570(19) . ?
Mg2 O7 2.0583(19) . ?
Mg2 O11 2.0746(19) . ?
Mg2 O1 2.0925(19) . ?
O1 C1 1.246(3) . ?
O2 C6 1.212(3) . ?
O3 C4 1.247(3) . ?
O4 C3 1.243(3) . ?
O5 C5 1.233(3) . ?
O6 C1 1.223(3) . ?
O7 C2 1.214(3) . ?
O8 C6 1.225(3) 1_455 ?
O9 C5 1.226(3) 4_565 ?
O10 C4 1.231(3) 3_565 ?
O11 C3 1.216(3) 3 ?
O12 C2 1.225(3) 4_665 ?
C1 H1 0.9300 . ?
C2 O12 1.225(3) 4_566 ?
C2 H2 0.9300 . ?
C3 O11 1.216(3) 3 ?
C3 H3 0.9300 . ?
C4 O10 1.231(3) 3_565 ?
C4 H4 0.9300 . ?
C5 O9 1.226(3) 4_666 ?
C5 H5 0.9300 . ?
C6 O8 1.225(3) 1_655 ?
C6 H6 0.9300 . ?
N7 C11 1.295(4) . ?
N7 C8 1.338(4) . ?
N7 H7 0.8600 . ?
C8 C9 1.331(4) . ?
C8 H8 0.9300 . ?
C9 N10 1.350(4) . ?
C9 H9 0.9300 . ?
N10 C11 1.295(4) . ?
N10 H10 0.8600 . ?
C11 H11 0.9300 . ?
N12 C13 1.314(4) . ?
N12 C16 1.344(4) . ?
N12 H12 0.8600 . ?
C13 N14 1.324(4) . ?
C13 H13 0.9300 . ?
N14 C15 1.335(4) . ?
N14 H14 0.8600 . ?
C15 C16 1.311(4) . ?
C15 H15 0.9300 . ?
C16 H16 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
O2 Mg1 O12 95.34(8) . . ?
O2 Mg1 O6 173.41(8) . . ?
O12 Mg1 O6 91.12(8) . . ?
O2 Mg1 O4 88.78(8) . . ?
O12 Mg1 O4 95.58(8) . . ?
O6 Mg1 O4 89.31(8) . . ?
O2 Mg1 O3 91.12(8) . . ?
O12 Mg1 O3 83.17(8) . . ?
O6 Mg1 O3 90.93(8) . . ?
O4 Mg1 O3 178.73(8) . . ?
O2 Mg1 O5 83.97(8) . . ?
O12 Mg1 O5 174.55(8) . . ?
O6 Mg1 O5 89.72(8) . . ?
O4 Mg1 O5 89.81(8) . . ?
O3 Mg1 O5 91.43(8) . . ?
O8 Mg2 O10 90.25(8) . . ?
O8 Mg2 O9 93.65(9) . . ?
O10 Mg2 O9 93.93(8) . . ?
O8 Mg2 O7 90.46(9) . . ?
O10 Mg2 O7 91.19(8) . . ?
O9 Mg2 O7 173.42(9) . . ?
O8 Mg2 O11 89.87(8) . . ?
O10 Mg2 O11 179.48(8) . . ?
O9 Mg2 O11 86.56(8) . . ?
O7 Mg2 O11 88.31(8) . . ?
O8 Mg2 O1 177.05(9) . . ?
O10 Mg2 O1 90.97(8) . . ?
O9 Mg2 O1 88.95(8) . . ?
O7 Mg2 O1 86.82(8) . . ?
O11 Mg2 O1 88.89(8) . . ?
C1 O1 Mg2 131.05(18) . . ?
C6 O2 Mg1 137.79(19) . . ?
C4 O3 Mg1 137.28(18) . . ?
C3 O4 Mg1 133.90(18) . . ?
C5 O5 Mg1 142.37(19) . . ?
C1 O6 Mg1 132.97(18) . . ?
C2 O7 Mg2 145.0(2) . . ?
C6 O8 Mg2 139.4(2) 1_455 . ?
C5 O9 Mg2 144.11(19) 4_565 . ?
C4 O10 Mg2 133.57(18) 3_565 . ?
C3 O11 Mg2 139.16(19) 3 . ?
C2 O12 Mg1 147.60(19) 4_665 . ?
O6 C1 O1 126.2(3) . . ?
O6 C1 H1 116.9 . . ?
O1 C1 H1 116.9 . . ?
O7 C2 O12 127.6(3) . 4_566 ?
O7 C2 H2 116.2 . . ?
O12 C2 H2 116.2 4_566 . ?
O11 C3 O4 127.0(3) 3 . ?
O11 C3 H3 116.5 3 . ?
O4 C3 H3 116.5 . . ?
O10 C4 O3 125.9(3) 3_565 . ?
O10 C4 H4 117.1 3_565 . ?
O3 C4 H4 117.1 . . ?
O9 C5 O5 126.2(3) 4_666 . ?
O9 C5 H5 116.9 4_666 . ?
O5 C5 H5 116.9 . . ?
O2 C6 O8 128.8(3) . 1_655 ?
O2 C6 H6 115.6 . . ?
O8 C6 H6 115.6 1_655 . ?
C11 N7 C8 109.7(3) . . ?
C11 N7 H7 125.1 . . ?
C8 N7 H7 125.1 . . ?
C9 C8 N7 106.9(3) . . ?
C9 C8 H8 126.5 . . ?
N7 C8 H8 126.5 . . ?
C8 C9 N10 105.9(3) . . ?
C8 C9 H9 127.0 . . ?
N10 C9 H9 127.0 . . ?
C11 N10 C9 109.7(3) . . ?
C11 N10 H10 125.1 . . ?
C9 N10 H10 125.1 . . ?
N7 C11 N10 107.7(3) . . ?
N7 C11 H11 126.1 . . ?
N10 C11 H11 126.1 . . ?
C13 N12 C16 108.8(3) . . ?
C13 N12 H12 125.6 . . ?
C16 N12 H12 125.6 . . ?
N12 C13 N14 107.3(3) . . ?
N12 C13 H13 126.3 . . ?
N14 C13 H13 126.3 . . ?
C13 N14 C15 108.5(3) . . ?
C13 N14 H14 125.7 . . ?
C15 N14 H14 125.7 . . ?
C16 C15 N14 108.0(3) . . ?
C16 C15 H15 126.0 . . ?
N14 C15 H15 126.0 . . ?
C15 C16 N12 107.4(3) . . ?
C15 C16 H16 126.3 . . ?
N12 C16 H16 126.3 . . ?

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
N7 H7 O4 0.86 1.91 2.751(3) 166.6 1_455
N10 H10 O3 0.86 2.00 2.820(3) 158.9 4_566
C11 H11 O7 0.93 2.30 3.111(4) 145.5 .
N12 H12 O5 0.86 2.02 2.873(3) 170.6 3_665
N14 H14 O1 0.86 1.92 2.778(3) 175.7 4_665
C16 H16 O8 0.93 2.31 3.176(4) 155.2 3_565

_refine_diff_density_max         0.292
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.056

