# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1023444'
_audit_update_record             
;
2014-09-09 deposited with the CCDC.
2015-02-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H7 Gd N O7'
_chemical_formula_weight         386.40

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'
Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   4.5054(3)
_cell_length_b                   10.3354(7)
_cell_length_c                   10.8017(9)
_cell_angle_alpha                77.933(6)
_cell_angle_beta                 79.230(6)
_cell_angle_gamma                83.148(5)
_cell_volume                     481.52(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    128(1)
_cell_measurement_reflns_used    2420
_cell_measurement_theta_min      3.9350
_cell_measurement_theta_max      28.7570

_exptl_crystal_description       Strip
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.665
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             364
_exptl_absorpt_coefficient_mu    6.913
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.5448
_exptl_absorpt_correction_T_max  0.6818
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      128(1)
_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, Single source at offset, Eos'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean 16.2116
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2808
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_sigmaI/netI    0.0600
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.07
_diffrn_reflns_theta_max         25.01
_reflns_number_total             1698
_reflns_number_gt                1599
_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 F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0113P)²+0.0000P] where P=(Fo²+2Fc²)/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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1698
_refine_ls_number_parameters     158
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0288
_refine_ls_R_factor_gt           0.0267
_refine_ls_wR_factor_ref         0.0593
_refine_ls_wR_factor_gt          0.0572
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.040
_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
Gd1 Gd 1.17178(6) 0.11326(3) 0.57849(2) 0.00719(11) Uani 1 1 d . . .
O1 O 0.7849(8) 0.2520(4) 0.6800(3) 0.0107(8) Uani 1 1 d . . .
O2 O 1.3676(9) 0.1430(4) 0.7583(4) 0.0135(9) Uani 1 1 d . . .
O3 O 0.9482(9) -0.0494(4) 0.7518(3) 0.0107(9) Uani 1 1 d . . .
O4 O 0.7128(8) 0.0899(4) 0.4993(3) 0.0097(8) Uani 1 1 d . . .
O5 O 1.2490(9) 0.1775(4) 0.3498(4) 0.0128(9) Uani 1 1 d U . .
O6 O 1.2754(9) 0.3524(4) 0.5054(4) 0.0119(9) Uani 1 1 d . . .
H6A H 1.4613 0.3592 0.4658 0.018 Uiso 1 1 d R . .
H6B H 1.2485 0.3925 0.5705 0.018 Uiso 1 1 d R . .
O7 O 0.1775(9) 0.5543(4) 0.6494(4) 0.0183(10) Uani 1 1 d G . .
H7A H 0.1483 0.5364 0.7307 0.027 Uiso 1 1 d G . .
H7B H 0.0175 0.5928 0.6235 0.027 Uiso 1 1 d G . .
N1 N 0.9250(11) 0.4682(5) 1.0490(4) 0.0099(10) Uani 1 1 d . . .
C1 C 0.5733(12) 0.2089(5) 0.7692(5) 0.0098(12) Uani 1 1 d . . .
C2 C 0.5710(12) 0.2414(6) 0.8999(5) 0.0090(12) Uani 1 1 d U . .
C3 C 0.7525(12) 0.3366(5) 0.9078(5) 0.0097(12) Uani 1 1 d . . .
H3 H 0.8754 0.3778 0.8346 0.012 Uiso 1 1 calc R . .
C4 C 0.7509(12) 0.3708(5) 1.0264(5) 0.0104(12) Uani 1 1 d . . .
C5 C 0.5746(12) 0.3039(6) 1.1350(5) 0.0111(12) Uani 1 1 d . . .
H5 H 0.5754 0.3252 1.2144 0.013 Uiso 1 1 calc R . .
C6 C 0.3977(12) 0.2061(5) 1.1270(5) 0.0083(12) Uani 1 1 d U . .
C7 C 0.3916(13) 0.1750(6) 1.0094(5) 0.0109(12) Uani 1 1 d . . .
H7 H 0.2701 0.1108 1.0029 0.013 Uiso 1 1 calc R . .
C8 C 0.2190(12) 0.1369(5) 1.2507(5) 0.0094(12) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Gd1 0.00818(16) 0.00853(19) 0.00615(16) -0.00285(12) -0.00182(11) -0.00234(11)
O1 0.011(2) 0.013(2) 0.009(2) -0.0029(17) -0.0017(17) -0.0015(16)
O2 0.013(2) 0.019(2) 0.012(2) -0.0059(18) -0.0055(17) -0.0056(18)
O3 0.016(2) 0.008(2) 0.008(2) 0.0008(16) -0.0011(17) -0.0070(17)
O4 0.008(2) 0.013(2) 0.009(2) -0.0030(16) -0.0029(16) 0.0014(16)
O5 0.0164(16) 0.0144(16) 0.0102(15) -0.0042(13) -0.0039(13) -0.0056(13)
O6 0.014(2) 0.011(2) 0.012(2) -0.0058(17) -0.0005(17) -0.0037(17)
O7 0.019(2) 0.019(3) 0.018(2) -0.003(2) -0.0057(19) -0.0030(19)
N1 0.012(3) 0.009(3) 0.010(2) -0.005(2) -0.0014(19) -0.0021(19)
C1 0.011(3) 0.009(3) 0.010(3) -0.006(2) -0.001(2) 0.002(2)
C2 0.0093(19) 0.0097(19) 0.0089(19) -0.0021(15) -0.0043(15) 0.0004(15)
C3 0.008(3) 0.007(3) 0.013(3) -0.003(2) -0.001(2) 0.002(2)
C4 0.010(3) 0.009(3) 0.013(3) -0.006(2) -0.002(2) 0.000(2)
C5 0.009(3) 0.016(3) 0.011(3) -0.008(3) -0.006(2) 0.002(2)
C6 0.0068(18) 0.0086(19) 0.0085(18) -0.0001(15) -0.0024(15) 0.0021(15)
C7 0.012(3) 0.010(3) 0.013(3) -0.006(2) -0.006(2) -0.001(2)
C8 0.011(3) 0.008(3) 0.009(3) -0.001(2) -0.002(2) 0.000(2)

_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
Gd1 O2 2.366(4) . ?
Gd1 O1 2.376(4) . ?
Gd1 O4 2.388(3) 2_756 ?
Gd1 O5 2.390(4) . ?
Gd1 O3 2.393(4) . ?
Gd1 O4 2.429(4) 1_655 ?
Gd1 O4 2.436(4) . ?
Gd1 O6 2.504(4) . ?
Gd1 Gd1 3.7760(5) 2_756 ?
Gd1 Gd1 3.9034(6) 2_856 ?
O1 C1 1.270(6) . ?
O2 C1 1.250(6) 1_655 ?
O3 C8 1.252(6) 2_657 ?
O4 Gd1 2.388(3) 2_756 ?
O4 Gd1 2.429(4) 1_455 ?
O5 C8 1.263(6) 1_654 ?
O6 H6A 0.8702 . ?
O6 H6B 0.8711 . ?
O7 H7A 0.8469 . ?
O7 H7B 0.8470 . ?
N1 N1 1.248(9) 2_767 ?
N1 C4 1.432(7) . ?
C1 O2 1.250(6) 1_455 ?
C1 C2 1.515(7) . ?
C2 C3 1.377(7) . ?
C2 C7 1.399(8) . ?
C3 C4 1.397(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(8) . ?
C5 C6 1.386(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.380(7) . ?
C6 C8 1.510(8) . ?
C7 H7 0.9300 . ?
C8 O3 1.252(6) 2_657 ?
C8 O5 1.263(6) 1_456 ?

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 Gd1 O1 76.40(13) . . ?
O2 Gd1 O4 120.62(13) . 2_756 ?
O1 Gd1 O4 145.37(13) . 2_756 ?
O2 Gd1 O5 140.65(13) . . ?
O1 Gd1 O5 112.29(13) . . ?
O4 Gd1 O5 74.88(13) 2_756 . ?
O2 Gd1 O3 75.73(13) . . ?
O1 Gd1 O3 80.54(13) . . ?
O4 Gd1 O3 75.87(12) 2_756 . ?
O5 Gd1 O3 142.30(12) . . ?
O2 Gd1 O4 79.28(12) . 1_655 ?
O1 Gd1 O4 142.85(12) . 1_655 ?
O4 Gd1 O4 71.71(14) 2_756 1_655 ?
O5 Gd1 O4 71.83(13) . 1_655 ?
O3 Gd1 O4 119.83(13) . 1_655 ?
O2 Gd1 O4 144.73(13) . . ?
O1 Gd1 O4 74.36(12) . . ?
O4 Gd1 O4 76.96(14) 2_756 . ?
O5 Gd1 O4 70.28(13) . . ?
O3 Gd1 O4 80.38(13) . . ?
O4 Gd1 O4 135.70(15) 1_655 . ?
O2 Gd1 O6 81.18(13) . . ?
O1 Gd1 O6 69.19(13) . . ?
O4 Gd1 O6 138.60(12) 2_756 . ?
O5 Gd1 O6 68.00(12) . . ?
O3 Gd1 O6 145.46(12) . . ?
O4 Gd1 O6 79.71(13) 1_655 . ?
O4 Gd1 O6 105.99(12) . . ?
O2 Gd1 Gd1 148.07(10) . 2_756 ?
O1 Gd1 Gd1 110.27(9) . 2_756 ?
O4 Gd1 Gd1 38.94(9) 2_756 2_756 ?
O5 Gd1 Gd1 67.50(8) . 2_756 ?
O3 Gd1 Gd1 74.80(8) . 2_756 ?
O4 Gd1 Gd1 105.27(8) 1_655 2_756 ?
O4 Gd1 Gd1 38.02(8) . 2_756 ?
O6 Gd1 Gd1 130.70(9) . 2_756 ?
O2 Gd1 Gd1 101.29(10) . 2_856 ?
O1 Gd1 Gd1 177.68(9) . 2_856 ?
O4 Gd1 Gd1 36.21(9) 2_756 2_856 ?
O5 Gd1 Gd1 69.30(10) . 2_856 ?
O3 Gd1 Gd1 99.22(9) . 2_856 ?
O4 Gd1 Gd1 35.50(8) 1_655 2_856 ?
O4 Gd1 Gd1 107.90(8) . 2_856 ?
O6 Gd1 Gd1 110.34(9) . 2_856 ?
Gd1 Gd1 Gd1 71.823(10) 2_756 2_856 ?
C1 O1 Gd1 124.0(3) . . ?
C1 O2 Gd1 132.6(4) 1_655 . ?
C8 O3 Gd1 129.0(3) 2_657 . ?
Gd1 O4 Gd1 108.29(14) 2_756 1_455 ?
Gd1 O4 Gd1 103.04(14) 2_756 . ?
Gd1 O4 Gd1 135.70(15) 1_455 . ?
C8 O5 Gd1 141.1(4) 1_654 . ?
Gd1 O6 H6A 110.4 . . ?
Gd1 O6 H6B 110.8 . . ?
H6A O6 H6B 108.4 . . ?
H7A O7 H7B 109.8 . . ?
N1 N1 C4 115.3(6) 2_767 . ?
O2 C1 O1 125.8(5) 1_455 . ?
O2 C1 C2 117.5(5) 1_455 . ?
O1 C1 C2 116.7(5) . . ?
C3 C2 C7 121.2(5) . . ?
C3 C2 C1 118.1(5) . . ?
C7 C2 C1 120.6(5) . . ?
C2 C3 C4 119.6(5) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 119.0(5) . . ?
C5 C4 N1 115.2(5) . . ?
C3 C4 N1 125.8(5) . . ?
C6 C5 C4 121.2(5) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C7 C6 C5 119.9(5) . . ?
C7 C6 C8 122.8(5) . . ?
C5 C6 C8 117.3(5) . . ?
C6 C7 C2 119.1(5) . . ?
C6 C7 H7 120.5 . . ?
C2 C7 H7 120.5 . . ?
O3 C8 O5 125.5(5) 2_657 1_456 ?
O3 C8 C6 119.7(5) 2_657 . ?
O5 C8 C6 114.8(5) 1_456 . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.215
_refine_diff_density_min         -1.291
_refine_diff_density_rms         0.192
