# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 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_1
_database_code_depnum_ccdc_archive 'CCDC 1455089'
_audit_update_record             
;
2016-02-22 deposited with the CCDC.
2016-04-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H6 Gd O8'
_chemical_formula_weight         363.36

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'
O O 0.0106 0.0060 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   10.8357(5)
_cell_length_b                   8.1649(4)
_cell_length_c                   10.2259(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.6720(10)
_cell_angle_gamma                90.00
_cell_volume                     808.44(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    301(2)
_cell_measurement_reflns_used    4590
_cell_measurement_theta_min      3.3
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.985
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             680
_exptl_absorpt_coefficient_mu    8.230
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.2647
_exptl_absorpt_correction_T_max  0.3189
_exptl_absorpt_process_details   CrystalClear

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      301(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  'D8 QUEST'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            11273
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_av_sigmaI/netI    0.0107
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.26
_diffrn_reflns_theta_max         25.01
_reflns_number_total             1424
_reflns_number_gt                1406
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0195P)²+1.1197P] 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         1424
_refine_ls_number_parameters     142
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0136
_refine_ls_R_factor_gt           0.0134
_refine_ls_wR_factor_ref         0.0376
_refine_ls_wR_factor_gt          0.0374
_refine_ls_goodness_of_fit_ref   1.240
_refine_ls_restrained_S_all      1.240
_refine_ls_shift/su_max          0.004
_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
O2 O 0.3492(2) 1.1997(3) 0.6157(2) 0.0182(5) Uani 1 1 d . . .
O1 O 0.4543(2) 0.9973(3) 0.7721(3) 0.0189(5) Uani 1 1 d . . .
C12 C 0.3489(3) 1.0700(4) 0.6832(3) 0.0115(6) Uani 1 1 d . . .
O4 O 0.2893(2) 0.6846(3) 0.7931(2) 0.0197(5) Uani 1 1 d . . .
O6 O -0.1278(2) 0.8512(3) 0.8158(2) 0.0175(5) Uani 1 1 d . . .
Gd1 Gd 0.304176(13) 1.020291(17) 1.143486(14) 0.00866(7) Uani 1 1 d . . .
O3 O 0.3511(2) 0.8147(3) 1.0038(2) 0.0165(5) Uani 1 1 d . . .
O7 O 0.2278(2) 1.0841(3) 0.8851(2) 0.0130(4) Uani 1 1 d . . .
O5 O 0.0882(2) 0.8748(3) 0.9893(2) 0.0166(4) Uani 1 1 d . . .
C7 C 0.1920(3) 0.9487(4) 0.7840(3) 0.0106(6) Uani 1 1 d . . .
O1W O 0.4164(2) 1.1355(3) 1.3861(2) 0.0232(5) Uani 1 1 d D . .
C11 C 0.2096(3) 0.9960(3) 0.6489(3) 0.0118(6) Uani 1 1 d . . .
H11A H 0.1964 0.8992 0.5890 0.014 Uiso 1 1 calc R . .
H11B H 0.1381 1.0740 0.5917 0.014 Uiso 1 1 calc R . .
C13 C 0.2865(3) 0.8043(4) 0.8663(3) 0.0108(6) Uani 1 1 d . . .
C14 C 0.0413(3) 0.9022(4) 0.7367(3) 0.0152(6) Uani 1 1 d . . .
H14A H -0.0169 0.9880 0.6734 0.018 Uiso 1 1 calc R . .
H14B H 0.0215 0.8027 0.6790 0.018 Uiso 1 1 calc R . .
C15 C 0.0007(3) 0.8753(4) 0.8589(3) 0.0129(6) Uani 1 1 d . . .
H1WA H 0.492(2) 1.185(4) 1.420(3) 0.015 Uiso 1 1 d D . .
H1WB H 0.402(3) 1.121(4) 1.459(2) 0.015 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
O2 0.0250(12) 0.0118(11) 0.0246(12) 0.0024(9) 0.0171(10) -0.0007(9)
O1 0.0097(12) 0.0239(12) 0.0215(13) -0.0005(9) 0.0057(10) 0.0012(8)
C12 0.0131(14) 0.0122(14) 0.0130(13) -0.0040(12) 0.0094(12) 0.0002(12)
O4 0.0266(12) 0.0132(11) 0.0161(11) -0.0047(9) 0.0068(9) 0.0051(9)
O6 0.0098(10) 0.0210(12) 0.0240(11) -0.0025(9) 0.0097(9) -0.0018(9)
Gd1 0.00756(10) 0.00906(10) 0.00974(10) -0.00042(5) 0.00422(7) 0.00004(5)
O3 0.0172(11) 0.0187(11) 0.0106(10) -0.0007(8) 0.0037(9) 0.0075(9)
O7 0.0183(10) 0.0080(11) 0.0133(10) -0.0024(8) 0.0075(8) -0.0020(9)
O5 0.0141(10) 0.0210(11) 0.0142(10) 0.0013(9) 0.0060(9) -0.0009(9)
C7 0.0118(14) 0.0102(13) 0.0113(14) -0.0001(11) 0.0064(11) -0.0010(12)
O1W 0.0208(12) 0.0356(14) 0.0162(11) -0.0109(10) 0.0109(10) -0.0168(10)
C11 0.0114(16) 0.0147(15) 0.0089(14) 0.0019(10) 0.0042(12) 0.0005(11)
C13 0.0090(13) 0.0119(14) 0.0127(14) -0.0004(11) 0.0058(11) -0.0008(11)
C14 0.0107(14) 0.0196(17) 0.0126(14) 0.0000(12) 0.0030(11) -0.0009(12)
C15 0.0109(14) 0.0099(13) 0.0190(15) 0.0007(12) 0.0078(12) 0.0001(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
O2 C12 1.265(4) . ?
O2 Gd1 2.381(2) 4_585 ?
O1 C12 1.245(4) . ?
O1 Gd1 2.364(2) 3_677 ?
C12 C11 1.513(4) . ?
O4 C13 1.239(4) . ?
O4 Gd1 2.321(2) 4_575 ?
O6 C15 1.273(3) . ?
O6 Gd1 2.375(2) 3_577 ?
Gd1 O4 2.321(2) 4_576 ?
Gd1 O1 2.364(2) 3_677 ?
Gd1 O6 2.375(2) 3_577 ?
Gd1 O2 2.381(2) 4_586 ?
Gd1 O3 2.401(2) . ?
Gd1 O1W 2.411(2) . ?
Gd1 O7 2.444(2) . ?
Gd1 O5 2.462(2) . ?
O3 C13 1.261(3) . ?
O7 C7 1.443(3) . ?
O5 C15 1.242(4) . ?
C7 C11 1.527(4) . ?
C7 C14 1.529(4) . ?
C7 C13 1.541(4) . ?
C14 C15 1.515(4) . ?

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
C12 O2 Gd1 133.51(18) . 4_585 ?
C12 O1 Gd1 142.9(2) . 3_677 ?
O1 C12 O2 124.8(3) . . ?
O1 C12 C11 118.1(3) . . ?
O2 C12 C11 117.0(3) . . ?
C13 O4 Gd1 173.7(2) . 4_575 ?
C15 O6 Gd1 135.44(19) . 3_577 ?
O4 Gd1 O1 96.24(8) 4_576 3_677 ?
O4 Gd1 O6 84.46(8) 4_576 3_577 ?
O1 Gd1 O6 144.01(8) 3_677 3_577 ?
O4 Gd1 O2 148.13(7) 4_576 4_586 ?
O1 Gd1 O2 81.35(7) 3_677 4_586 ?
O6 Gd1 O2 79.67(7) 3_577 4_586 ?
O4 Gd1 O3 89.08(8) 4_576 . ?
O1 Gd1 O3 71.30(7) 3_677 . ?
O6 Gd1 O3 144.55(7) 3_577 . ?
O2 Gd1 O3 119.41(7) 4_586 . ?
O4 Gd1 O1W 75.82(8) 4_576 . ?
O1 Gd1 O1W 71.56(8) 3_677 . ?
O6 Gd1 O1W 73.81(8) 3_577 . ?
O2 Gd1 O1W 73.28(8) 4_586 . ?
O3 Gd1 O1W 137.83(8) . . ?
O4 Gd1 O7 140.90(7) 4_576 . ?
O1 Gd1 O7 100.95(8) 3_677 . ?
O6 Gd1 O7 100.74(7) 3_577 . ?
O2 Gd1 O7 69.80(7) 4_586 . ?
O3 Gd1 O7 64.26(7) . . ?
O1W Gd1 O7 143.04(8) . . ?
O4 Gd1 O5 75.32(7) 4_576 . ?
O1 Gd1 O5 141.53(7) 3_677 . ?
O6 Gd1 O5 73.55(7) 3_577 . ?
O2 Gd1 O5 125.01(7) 4_586 . ?
O3 Gd1 O5 71.10(7) . . ?
O1W Gd1 O5 137.95(7) . . ?
O7 Gd1 O5 69.36(7) . . ?
C13 O3 Gd1 123.42(18) . . ?
C7 O7 Gd1 117.58(16) . . ?
C15 O5 Gd1 137.20(19) . . ?
O7 C7 C11 110.6(2) . . ?
O7 C7 C14 108.8(2) . . ?
C11 C7 C14 109.0(2) . . ?
O7 C7 C13 107.2(2) . . ?
C11 C7 C13 111.5(2) . . ?
C14 C7 C13 109.7(2) . . ?
C12 C11 C7 114.1(2) . . ?
O4 C13 O3 125.1(3) . . ?
O4 C13 C7 117.6(2) . . ?
O3 C13 C7 117.2(2) . . ?
C15 C14 C7 116.1(2) . . ?
O5 C15 O6 124.0(3) . . ?
O5 C15 C14 121.5(3) . . ?
O6 C15 C14 114.5(2) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.565
_refine_diff_density_min         -0.985
_refine_diff_density_rms         0.137
