# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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# 
#  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.
#
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#  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
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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
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data_183orgd2dmf

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H16 Gd N O7'
_chemical_formula_weight         407.48

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'
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   P21/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                   9.4084(5)
_cell_length_b                   17.0945(9)
_cell_length_c                   8.1850(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.862(2)
_cell_angle_gamma                90.00
_cell_volume                     1313.42(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9973
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      30.50

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.061
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             788
_exptl_absorpt_coefficient_mu    5.074
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.37
_exptl_absorpt_correction_T_max  0.44
_exptl_absorpt_process_details   'SADABS Bruker AXS Madison WI US'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'multilayer monochromator ImuS'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX II QUAZAR'
_diffrn_measurement_method       'ω and φ scans with narrow frames'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13546
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_av_sigmaI/netI    0.0205
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.38
_diffrn_reflns_theta_max         28.70
_reflns_number_total             3388
_reflns_number_gt                3241
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX 2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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. All non-hydrogens were
 refined anisotropically. All hydrogens were found in a difference
 Fourier map, placed geometrically on their carrier atom and refined with
 a riding model.
;

_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)+(0.0141P)²+1.4224P] where P=(Fo²+2Fc²)/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_number_reflns         3388
_refine_ls_number_parameters     168
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0178
_refine_ls_R_factor_gt           0.0167
_refine_ls_wR_factor_ref         0.0405
_refine_ls_wR_factor_gt          0.0397
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_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
Gd1 Gd 0.410810(9) 0.242835(6) 0.705131(10) 0.00916(4) Uani 1 1 d . . .
O1 O 0.36085(15) 0.17588(9) 0.96199(16) 0.0137(3) Uani 1 1 d . . .
O2 O 0.40897(18) 0.09672(9) 0.76426(18) 0.0201(3) Uani 1 1 d . . .
O3 O 0.50258(15) 0.18920(9) 0.46493(16) 0.0128(3) Uani 1 1 d . . .
O4 O 0.55737(15) 0.13596(9) 0.23449(17) 0.0151(3) Uani 1 1 d . . .
O5 O 0.20673(15) 0.18924(9) 0.56712(17) 0.0161(3) Uani 1 1 d . . .
O6 O 0.22868(15) 0.17637(9) 0.29763(17) 0.0155(3) Uani 1 1 d . . .
O7 O 0.66041(15) 0.20619(9) 0.76839(17) 0.0169(3) Uani 1 1 d . . .
N1 N 0.85606(18) 0.16463(11) 0.9215(2) 0.0169(4) Uani 1 1 d . . .
C1 C 0.3679(2) 0.10635(13) 0.9040(2) 0.0137(4) Uani 1 1 d . . .
C2 C 0.3241(2) 0.03857(13) 1.0058(3) 0.0187(4) Uani 1 1 d . . .
H2A H 0.3903 0.0336 1.1029 0.028 Uiso 1 1 calc R . .
H2B H 0.3258 -0.0096 0.9410 0.028 Uiso 1 1 calc R . .
H2C H 0.2275 0.0474 1.0398 0.028 Uiso 1 1 calc R . .
C3 C 0.5635(2) 0.13501(12) 0.3884(2) 0.0128(4) Uani 1 1 d . . .
C4 C 0.6441(2) 0.07178(13) 0.4813(3) 0.0182(4) Uani 1 1 d . . .
H4A H 0.6441 0.0242 0.4144 0.027 Uiso 1 1 calc R . .
H4B H 0.5985 0.0609 0.5831 0.027 Uiso 1 1 calc R . .
H4C H 0.7424 0.0889 0.5074 0.027 Uiso 1 1 calc R . .
C5 C 0.1852(2) 0.15436(12) 0.4324(2) 0.0134(4) Uani 1 1 d . . .
C6 C 0.0963(2) 0.08070(13) 0.4323(3) 0.0187(4) Uani 1 1 d . . .
H6A H 0.1174 0.0481 0.3385 0.028 Uiso 1 1 calc R . .
H6B H -0.0049 0.0946 0.4244 0.028 Uiso 1 1 calc R . .
H6C H 0.1190 0.0517 0.5340 0.028 Uiso 1 1 calc R . .
C7 C 0.7191(2) 0.18202(13) 0.8996(2) 0.0160(4) Uani 1 1 d . . .
H7A H 0.6617 0.1756 0.9899 0.019 Uiso 1 1 calc R . .
C8 C 0.9154(2) 0.13471(16) 1.0784(3) 0.0245(5) Uani 1 1 d . . .
H8A H 0.8443 0.1394 1.1600 0.037 Uiso 1 1 calc R . .
H8B H 1.0002 0.1650 1.1142 0.037 Uiso 1 1 calc R . .
H8C H 0.9415 0.0796 1.0665 0.037 Uiso 1 1 calc R . .
C9 C 0.9538(2) 0.17050(16) 0.7920(3) 0.0246(5) Uani 1 1 d . . .
H9A H 0.9045 0.1940 0.6947 0.037 Uiso 1 1 calc R . .
H9B H 0.9876 0.1182 0.7649 0.037 Uiso 1 1 calc R . .
H9C H 1.0351 0.2033 0.8290 0.037 Uiso 1 1 calc R . .


_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 O5 2.3473(14) . ?
Gd1 O6 2.3647(14) 4_566 ?
Gd1 O3 2.3833(14) . ?
Gd1 O1 2.4467(14) 4_565 ?
Gd1 O7 2.4519(14) . ?
Gd1 O1 2.4666(14) . ?
Gd1 O4 2.4914(15) 4_566 ?
Gd1 O3 2.5238(13) 4_566 ?
Gd1 O2 2.5445(16) . ?
Gd1 C1 2.889(2) . ?
Gd1 C3 2.895(2) 4_566 ?
O1 C1 1.283(3) . ?
O1 Gd1 2.4466(14) 4_566 ?
O2 C1 1.243(3) . ?
O3 C3 1.276(2) . ?
O3 Gd1 2.5238(13) 4_565 ?
O4 C3 1.257(2) . ?
O4 Gd1 2.4913(15) 4_565 ?
O5 C5 1.258(2) . ?
O6 C5 1.259(2) . ?
O6 Gd1 2.3647(14) 4_565 ?
O7 C7 1.245(2) . ?
N1 C7 1.323(3) . ?
N1 C9 1.453(3) . ?
N1 C8 1.458(3) . ?
C1 C2 1.501(3) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.498(3) . ?
C3 Gd1 2.895(2) 4_565 ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.512(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?

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
O5 Gd1 O6 78.18(5) . 4_566 ?
O5 Gd1 O3 77.46(5) . . ?
O6 Gd1 O3 143.07(5) 4_566 . ?
O5 Gd1 O1 73.99(5) . 4_565 ?
O6 Gd1 O1 79.92(5) 4_566 4_565 ?
O3 Gd1 O1 66.92(5) . 4_565 ?
O5 Gd1 O7 137.96(5) . . ?
O6 Gd1 O7 141.81(5) 4_566 . ?
O3 Gd1 O7 71.39(5) . . ?
O1 Gd1 O7 116.47(5) 4_565 . ?
O5 Gd1 O1 91.86(5) . . ?
O6 Gd1 O1 79.30(5) 4_566 . ?
O3 Gd1 O1 128.69(5) . . ?
O1 Gd1 O1 156.87(7) 4_565 . ?
O7 Gd1 O1 86.34(5) . . ?
O5 Gd1 O4 143.18(5) . 4_566 ?
O6 Gd1 O4 83.78(5) 4_566 4_566 ?
O3 Gd1 O4 99.82(5) . 4_566 ?
O1 Gd1 O4 71.39(5) 4_565 4_566 ?
O7 Gd1 O4 71.10(5) . 4_566 ?
O1 Gd1 O4 116.08(5) . 4_566 ?
O5 Gd1 O3 143.85(5) . 4_566 ?
O6 Gd1 O3 71.07(5) 4_566 4_566 ?
O3 Gd1 O3 138.57(6) . 4_566 ?
O1 Gd1 O3 117.39(5) 4_565 4_566 ?
O7 Gd1 O3 70.81(5) . 4_566 ?
O1 Gd1 O3 64.50(5) . 4_566 ?
O4 Gd1 O3 51.70(4) 4_566 4_566 ?
O5 Gd1 O2 72.09(5) . . ?
O6 Gd1 O2 119.87(5) 4_566 . ?
O3 Gd1 O2 77.69(5) . . ?
O1 Gd1 O2 135.14(5) 4_565 . ?
O7 Gd1 O2 74.20(5) . . ?
O1 Gd1 O2 51.56(5) . . ?
O4 Gd1 O2 143.98(5) 4_566 . ?
O3 Gd1 O2 107.33(5) 4_566 . ?
O5 Gd1 C1 79.35(5) . . ?
O6 Gd1 C1 99.18(6) 4_566 . ?
O3 Gd1 C1 103.08(5) . . ?
O1 Gd1 C1 152.95(5) 4_565 . ?
O7 Gd1 C1 80.95(5) . . ?
O1 Gd1 C1 26.24(5) . . ?
O4 Gd1 C1 135.62(5) 4_566 . ?
O3 Gd1 C1 87.12(5) 4_566 . ?
O2 Gd1 C1 25.45(5) . . ?
O5 Gd1 C3 153.13(5) . 4_566 ?
O6 Gd1 C3 75.99(5) 4_566 4_566 ?
O3 Gd1 C3 120.67(5) . 4_566 ?
O1 Gd1 C3 94.20(5) 4_565 4_566 ?
O7 Gd1 C3 68.91(5) . 4_566 ?
O1 Gd1 C3 90.55(5) . 4_566 ?
O4 Gd1 C3 25.60(5) 4_566 4_566 ?
O3 Gd1 C3 26.09(5) 4_566 4_566 ?
O2 Gd1 C3 128.24(5) . 4_566 ?
C1 Gd1 C3 111.95(6) . 4_566 ?
C1 O1 Gd1 144.57(12) . 4_566 ?
C1 O1 Gd1 95.58(12) . . ?
Gd1 O1 Gd1 113.12(6) 4_566 . ?
C1 O2 Gd1 92.96(13) . . ?
C3 O3 Gd1 152.15(13) . . ?
C3 O3 Gd1 93.44(11) . 4_565 ?
Gd1 O3 Gd1 113.30(6) . 4_565 ?
C3 O4 Gd1 95.46(12) . 4_565 ?
C5 O5 Gd1 133.23(13) . . ?
C5 O6 Gd1 137.73(13) . 4_565 ?
C7 O7 Gd1 129.02(14) . . ?
C7 N1 C9 122.98(18) . . ?
C7 N1 C8 120.65(18) . . ?
C9 N1 C8 116.31(18) . . ?
O2 C1 O1 119.34(19) . . ?
O2 C1 C2 121.5(2) . . ?
O1 C1 C2 119.15(18) . . ?
O2 C1 Gd1 61.60(11) . . ?
O1 C1 Gd1 58.19(10) . . ?
C2 C1 Gd1 172.01(14) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O4 C3 O3 119.40(18) . . ?
O4 C3 C4 120.39(19) . . ?
O3 C3 C4 120.20(17) . . ?
O4 C3 Gd1 58.93(11) . 4_565 ?
O3 C3 Gd1 60.47(10) . 4_565 ?
C4 C3 Gd1 179.17(15) . 4_565 ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O5 C5 O6 125.71(19) . . ?
O5 C5 C6 116.84(18) . . ?
O6 C5 C6 117.44(18) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O7 C7 N1 124.2(2) . . ?
O7 C7 H7A 117.9 . . ?
N1 C7 H7A 117.9 . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O5 Gd1 O1 C1 61.05(12) . . . . ?
O6 Gd1 O1 C1 138.65(12) 4_566 . . . ?
O3 Gd1 O1 C1 -14.34(13) . . . . ?
O1 Gd1 O1 C1 112.24(11) 4_565 . . . ?
O7 Gd1 O1 C1 -76.90(11) . . . . ?
O4 Gd1 O1 C1 -143.78(11) 4_566 . . . ?
O3 Gd1 O1 C1 -147.35(12) 4_566 . . . ?
O2 Gd1 O1 C1 -4.21(11) . . . . ?
C3 Gd1 O1 C1 -145.72(12) 4_566 . . . ?
O5 Gd1 O1 Gd1 -140.23(6) . . . 4_566 ?
O6 Gd1 O1 Gd1 -62.62(6) 4_566 . . 4_566 ?
O3 Gd1 O1 Gd1 144.39(5) . . . 4_566 ?
O1 Gd1 O1 Gd1 -89.04(13) 4_565 . . 4_566 ?
O7 Gd1 O1 Gd1 81.83(6) . . . 4_566 ?
O4 Gd1 O1 Gd1 14.95(8) 4_566 . . 4_566 ?
O3 Gd1 O1 Gd1 11.37(5) 4_566 . . 4_566 ?
O2 Gd1 O1 Gd1 154.51(9) . . . 4_566 ?
C1 Gd1 O1 Gd1 158.72(14) . . . 4_566 ?
C3 Gd1 O1 Gd1 13.00(6) 4_566 . . 4_566 ?
O5 Gd1 O2 C1 -103.12(12) . . . . ?
O6 Gd1 O2 C1 -38.83(13) 4_566 . . . ?
O3 Gd1 O2 C1 176.26(13) . . . . ?
O1 Gd1 O2 C1 -145.76(11) 4_565 . . . ?
O7 Gd1 O2 C1 102.38(12) . . . . ?
O1 Gd1 O2 C1 4.33(11) . . . . ?
O4 Gd1 O2 C1 86.45(14) 4_566 . . . ?
O3 Gd1 O2 C1 38.89(13) 4_566 . . . ?
C3 Gd1 O2 C1 56.74(14) 4_566 . . . ?
O5 Gd1 O3 C3 -96.6(3) . . . . ?
O6 Gd1 O3 C3 -146.4(3) 4_566 . . . ?
O1 Gd1 O3 C3 -174.3(3) 4_565 . . . ?
O7 Gd1 O3 C3 54.8(3) . . . . ?
O1 Gd1 O3 C3 -14.4(3) . . . . ?
O4 Gd1 O3 C3 120.9(3) 4_566 . . . ?
O3 Gd1 O3 C3 79.9(3) 4_566 . . . ?
O2 Gd1 O3 C3 -22.5(3) . . . . ?
C1 Gd1 O3 C3 -20.8(3) . . . . ?
C3 Gd1 O3 C3 104.9(3) 4_566 . . . ?
O5 Gd1 O3 Gd1 66.17(6) . . . 4_565 ?
O6 Gd1 O3 Gd1 16.35(12) 4_566 . . 4_565 ?
O1 Gd1 O3 Gd1 -11.57(5) 4_565 . . 4_565 ?
O7 Gd1 O3 Gd1 -142.47(7) . . . 4_565 ?
O1 Gd1 O3 Gd1 148.38(5) . . . 4_565 ?
O4 Gd1 O3 Gd1 -76.37(6) 4_566 . . 4_565 ?
O3 Gd1 O3 Gd1 -117.39(7) 4_566 . . 4_565 ?
O2 Gd1 O3 Gd1 140.28(7) . . . 4_565 ?
C1 Gd1 O3 Gd1 141.93(6) . . . 4_565 ?
C3 Gd1 O3 Gd1 -92.34(7) 4_566 . . 4_565 ?
O6 Gd1 O5 C5 150.5(2) 4_566 . . . ?
O3 Gd1 O5 C5 -1.56(18) . . . . ?
O1 Gd1 O5 C5 67.70(19) 4_565 . . . ?
O7 Gd1 O5 C5 -44.3(2) . . . . ?
O1 Gd1 O5 C5 -130.87(19) . . . . ?
O4 Gd1 O5 C5 88.1(2) 4_566 . . . ?
O3 Gd1 O5 C5 -177.57(16) 4_566 . . . ?
O2 Gd1 O5 C5 -82.49(19) . . . . ?
C1 Gd1 O5 C5 -107.69(19) . . . . ?
C3 Gd1 O5 C5 134.25(19) 4_566 . . . ?
O5 Gd1 O7 C7 -103.20(18) . . . . ?
O6 Gd1 O7 C7 53.0(2) 4_566 . . . ?
O3 Gd1 O7 C7 -147.52(19) . . . . ?
O1 Gd1 O7 C7 161.52(17) 4_565 . . . ?
O1 Gd1 O7 C7 -14.48(18) . . . . ?
O4 Gd1 O7 C7 104.69(19) 4_566 . . . ?
O3 Gd1 O7 C7 49.76(18) 4_566 . . . ?
O2 Gd1 O7 C7 -65.48(18) . . . . ?
C1 Gd1 O7 C7 -40.33(18) . . . . ?
C3 Gd1 O7 C7 77.51(18) 4_566 . . . ?
Gd1 O2 C1 O1 -7.50(19) . . . . ?
Gd1 O2 C1 C2 171.49(17) . . . . ?
Gd1 O1 C1 O2 -137.09(19) 4_566 . . . ?
Gd1 O1 C1 O2 7.76(19) . . . . ?
Gd1 O1 C1 C2 43.9(3) 4_566 . . . ?
Gd1 O1 C1 C2 -171.25(16) . . . . ?
Gd1 O1 C1 Gd1 -144.9(2) 4_566 . . . ?
O5 Gd1 C1 O2 70.55(12) . . . . ?
O6 Gd1 C1 O2 146.58(12) 4_566 . . . ?
O3 Gd1 C1 O2 -3.75(13) . . . . ?
O1 Gd1 C1 O2 60.78(18) 4_565 . . . ?
O7 Gd1 C1 O2 -72.11(12) . . . . ?
O1 Gd1 C1 O2 -172.31(19) . . . . ?
O4 Gd1 C1 O2 -122.95(12) 4_566 . . . ?
O3 Gd1 C1 O2 -143.13(12) 4_566 . . . ?
C3 Gd1 C1 O2 -134.92(12) 4_566 . . . ?
O5 Gd1 C1 O1 -117.14(12) . . . . ?
O6 Gd1 C1 O1 -41.11(12) 4_566 . . . ?
O3 Gd1 C1 O1 168.55(11) . . . . ?
O1 Gd1 C1 O1 -126.92(15) 4_565 . . . ?
O7 Gd1 C1 O1 100.19(11) . . . . ?
O4 Gd1 C1 O1 49.36(14) 4_566 . . . ?
O3 Gd1 C1 O1 29.18(11) 4_566 . . . ?
O2 Gd1 C1 O1 172.31(19) . . . . ?
C3 Gd1 C1 O1 37.39(12) 4_566 . . . ?
Gd1 O4 C3 O3 -0.69(19) 4_565 . . . ?
Gd1 O4 C3 C4 -179.44(17) 4_565 . . . ?
Gd1 O3 C3 O4 164.83(18) . . . . ?
Gd1 O3 C3 O4 0.68(19) 4_565 . . . ?
Gd1 O3 C3 C4 -16.4(4) . . . . ?
Gd1 O3 C3 C4 179.44(17) 4_565 . . . ?
Gd1 O3 C3 Gd1 164.2(3) . . . 4_565 ?
Gd1 O5 C5 O6 -47.7(3) . . . . ?
Gd1 O5 C5 C6 133.88(17) . . . . ?
Gd1 O6 C5 O5 22.3(3) 4_565 . . . ?
Gd1 O6 C5 C6 -159.24(15) 4_565 . . . ?
Gd1 O7 C7 N1 -179.15(16) . . . . ?
C9 N1 C7 O7 -1.2(4) . . . . ?
C8 N1 C7 O7 -178.4(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        28.70
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.897
_refine_diff_density_min         -0.848
_refine_diff_density_rms         0.095
_database_code_depnum_ccdc_archive 'CCDC 971619'
#######################################################################
#
#                 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_orz116

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H23 Gd O10, H2 O'
_chemical_formula_sum            'C12 H25 Gd O11'
_chemical_formula_weight         502.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0020 0.0020
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
H H 0.0000 0.0000
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
O O -0.0041 0.0074
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
Gd Gd -0.2659 4.5393
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

loop_
_symmetry_equiv_pos_as_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                   6.2169(4)
_cell_length_b                   10.5404(6)
_cell_length_c                   25.9134(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.9200(10)
_cell_angle_gamma                90.00
_cell_volume                     1695.86(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5549
_cell_measurement_theta_min      3.43
_cell_measurement_theta_max      33.58

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.968
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             996
_exptl_absorpt_coefficient_mu    4.960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.78
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_process_details   'SADABS v2.10 Bruker AXS Madison WI US'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.77490
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         'Advanced Light Source station 11.3.1'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_measurement_device_type  'Bruker APEX II CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15366
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_sigmaI/netI    0.0497
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.33
_diffrn_reflns_theta_max         32.55
_reflns_number_total             4728
_reflns_number_gt                3774
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX 2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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. All non-hydrogens were
 refined anisotropically. Hydrogens were placed geometrically on their 
 carrier atom and refined with a riding model, except those on the water
 molecule O10 and O1W that were found in a difference Fourier map and
 refined with their thermal parameters 1.2 times that of 10 and O1W and
 soft distance restraints.
;

_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)+(0.0228P)²+3.9972P] 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         4728
_refine_ls_number_parameters     226
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0761
_refine_ls_wR_factor_gt          0.0720
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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 0.25528(3) 0.125002(18) 0.010520(7) 0.01061(6) Uani 1 1 d . . .
O1 O 0.5886(4) 0.2251(3) 0.04444(11) 0.0166(6) Uani 1 1 d . . .
O2 O 0.3047(4) 0.3470(3) 0.04074(12) 0.0176(6) Uani 1 1 d . . .
O3 O 1.0852(5) 0.5529(3) 0.07244(13) 0.0234(7) Uani 1 1 d . . .
H3 H 1.1568 0.4888 0.0644 0.035 Uiso 1 1 calc R . .
O4 O 0.1396(4) 0.1366(3) 0.09981(10) 0.0149(5) Uani 1 1 d . . .
O5 O -0.0616(4) 0.0149(3) 0.04895(10) 0.0123(5) Uani 1 1 d . . .
O6 O -0.4273(5) 0.0531(3) 0.22551(14) 0.0293(8) Uani 1 1 d D . .
H6 H -0.520(8) -0.004(3) 0.237(2) 0.044 Uiso 1 1 d D . .
O7 O 0.4463(4) -0.0535(2) 0.04495(10) 0.0122(5) Uani 1 1 d . . .
O8 O 0.6266(5) -0.2244(3) 0.06848(11) 0.0157(6) Uani 1 1 d . . .
O9 O 0.3185(6) -0.1543(3) 0.23918(13) 0.0284(8) Uani 1 1 d . . .
H9 H 0.2391 -0.1552 0.2645 0.043 Uiso 1 1 calc R . .
O10 O -0.0588(4) 0.2392(3) -0.01446(11) 0.0170(6) Uani 1 1 d D . .
H10C H -0.0820 0.2804 -0.0440 0.020 Uiso 1 1 d RD . .
H10D H -0.0901 0.2978 0.0088 0.020 Uiso 1 1 d RD . .
C1 C 0.5039(6) 0.3334(4) 0.05103(16) 0.0146(7) Uani 1 1 d . . .
C2 C 0.6405(7) 0.4460(4) 0.06627(18) 0.0210(9) Uani 1 1 d . . .
H2A H 0.5464 0.5144 0.0784 0.025 Uiso 1 1 calc R . .
H2B H 0.7113 0.4778 0.0354 0.025 Uiso 1 1 calc R . .
C3 C 0.8130(7) 0.4166(4) 0.10857(16) 0.0192(8) Uani 1 1 d . . .
H3A H 0.7427 0.3981 0.1412 0.023 Uiso 1 1 calc R . .
H3B H 0.8934 0.3399 0.0988 0.023 Uiso 1 1 calc R . .
C4 C 0.9699(7) 0.5256(4) 0.11746(17) 0.0216(9) Uani 1 1 d . . .
H4A H 0.8899 0.6022 0.1275 0.026 Uiso 1 1 calc R . .
H4B H 1.0737 0.5039 0.1464 0.026 Uiso 1 1 calc R . .
C5 C -0.0176(6) 0.0636(4) 0.09350(15) 0.0147(7) Uani 1 1 d . . .
C6 C -0.1585(7) 0.0288(4) 0.13706(15) 0.0179(8) Uani 1 1 d . . .
H6A H -0.3036 0.0652 0.1296 0.021 Uiso 1 1 calc R . .
H6B H -0.1739 -0.0646 0.1378 0.021 Uiso 1 1 calc R . .
C7 C -0.0773(7) 0.0731(5) 0.18988(16) 0.0213(9) Uani 1 1 d . . .
H7A H -0.0871 0.1667 0.1917 0.026 Uiso 1 1 calc R . .
H7B H 0.0761 0.0491 0.1956 0.026 Uiso 1 1 calc R . .
C8 C -0.2079(7) 0.0145(5) 0.23230(17) 0.0278(10) Uani 1 1 d . . .
H8A H -0.1984 -0.0792 0.2307 0.033 Uiso 1 1 calc R . .
H8B H -0.1483 0.0424 0.2666 0.033 Uiso 1 1 calc R . .
C9 C 0.4819(6) -0.1453(3) 0.07653(14) 0.0111(7) Uani 1 1 d . . .
C10 C 0.3489(6) -0.1539(4) 0.12335(15) 0.0148(7) Uani 1 1 d . . .
H10A H 0.1964 -0.1662 0.1116 0.018 Uiso 1 1 calc R . .
H10B H 0.3589 -0.0719 0.1419 0.018 Uiso 1 1 calc R . .
C11 C 0.4125(7) -0.2591(4) 0.16113(16) 0.0180(8) Uani 1 1 d . . .
H11A H 0.4013 -0.3418 0.1430 0.022 Uiso 1 1 calc R . .
H11B H 0.5645 -0.2472 0.1734 0.022 Uiso 1 1 calc R . .
C12 C 0.2717(7) -0.2618(4) 0.20728(16) 0.0203(8) Uani 1 1 d . . .
H12A H 0.1179 -0.2607 0.1953 0.024 Uiso 1 1 calc R . .
H12B H 0.2991 -0.3406 0.2273 0.024 Uiso 1 1 calc R . .
O1W O 0.3923(6) 0.2704(3) 0.17660(13) 0.0274(7) Uani 1 1 d D . .
H1W H 0.464(7) 0.205(4) 0.1922(19) 0.033 Uiso 1 1 d D . .
H2W H 0.292(6) 0.234(4) 0.1560(17) 0.033 Uiso 1 1 d D . .


_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 O10 2.357(3) . ?
Gd1 O7 2.374(3) . ?
Gd1 O5 2.411(3) 3 ?
Gd1 O8 2.446(3) 3_655 ?
Gd1 O1 2.448(3) . ?
Gd1 O4 2.461(3) . ?
Gd1 O2 2.482(3) . ?
Gd1 O7 2.520(3) 3_655 ?
Gd1 O5 2.533(3) . ?
Gd1 C1 2.855(4) . ?
Gd1 C9 2.860(4) 3_655 ?
Gd1 C5 2.880(4) . ?
O1 C1 1.272(5) . ?
O2 C1 1.262(5) . ?
O3 C4 1.429(5) . ?
O3 H3 0.8400 . ?
O4 C5 1.248(5) . ?
O5 C5 1.280(5) . ?
O5 Gd1 2.411(3) 3 ?
O6 C8 1.426(6) . ?
O6 H6 0.890(17) . ?
O7 C9 1.279(4) . ?
O7 Gd1 2.520(3) 3_655 ?
O8 C9 1.252(4) . ?
O8 Gd1 2.446(3) 3_655 ?
O9 C12 1.424(5) . ?
O9 H9 0.8400 . ?
O10 H10C 0.8864 . ?
O10 H10D 0.8908 . ?
C1 C2 1.501(6) . ?
C2 C3 1.526(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.517(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.509(5) . ?
C6 C7 1.509(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.529(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.505(5) . ?
C9 Gd1 2.860(4) 3_655 ?
C10 C11 1.519(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.518(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
O1W H1W 0.904(19) . ?
O1W H2W 0.888(19) . ?

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
O10 Gd1 O7 154.12(9) . . ?
O10 Gd1 O5 75.94(10) . 3 ?
O7 Gd1 O5 88.83(9) . 3 ?
O10 Gd1 O8 80.27(9) . 3_655 ?
O7 Gd1 O8 119.23(9) . 3_655 ?
O5 Gd1 O8 83.60(9) 3 3_655 ?
O10 Gd1 O1 123.56(10) . . ?
O7 Gd1 O1 78.96(9) . . ?
O5 Gd1 O1 151.56(9) 3 . ?
O8 Gd1 O1 80.28(10) 3_655 . ?
O10 Gd1 O4 87.43(9) . . ?
O7 Gd1 O4 81.40(9) . . ?
O5 Gd1 O4 118.10(9) 3 . ?
O8 Gd1 O4 151.70(9) 3_655 . ?
O1 Gd1 O4 85.62(9) . . ?
O10 Gd1 O2 72.08(10) . . ?
O7 Gd1 O2 125.24(9) . . ?
O5 Gd1 O2 145.93(9) 3 . ?
O8 Gd1 O2 79.78(10) 3_655 . ?
O1 Gd1 O2 52.52(9) . . ?
O4 Gd1 O2 72.18(9) . . ?
O10 Gd1 O7 128.33(9) . 3_655 ?
O7 Gd1 O7 66.95(10) . 3_655 ?
O5 Gd1 O7 79.08(9) 3 3_655 ?
O8 Gd1 O7 52.38(9) 3_655 3_655 ?
O1 Gd1 O7 72.51(9) . 3_655 ?
O4 Gd1 O7 144.12(9) . 3_655 ?
O2 Gd1 O7 112.30(9) . 3_655 ?
O10 Gd1 O5 72.05(9) . . ?
O7 Gd1 O5 82.74(9) . . ?
O5 Gd1 O5 66.30(10) 3 . ?
O8 Gd1 O5 142.92(9) 3_655 . ?
O1 Gd1 O5 135.81(9) . . ?
O4 Gd1 O5 51.88(9) . . ?
O2 Gd1 O5 113.20(9) . . ?
O7 Gd1 O5 134.19(9) 3_655 . ?
O10 Gd1 C1 97.67(11) . . ?
O7 Gd1 C1 102.72(11) . . ?
O5 Gd1 C1 161.68(10) 3 . ?
O8 Gd1 C1 78.36(10) 3_655 . ?
O1 Gd1 C1 26.35(10) . . ?
O4 Gd1 C1 78.16(10) . . ?
O2 Gd1 C1 26.18(10) . . ?
O7 Gd1 C1 92.26(10) 3_655 . ?
O5 Gd1 C1 128.68(10) . . ?
O10 Gd1 C9 104.12(10) . 3_655 ?
O7 Gd1 C9 93.48(10) . 3_655 ?
O5 Gd1 C9 80.12(9) 3 3_655 ?
O8 Gd1 C9 25.82(10) 3_655 3_655 ?
O1 Gd1 C9 75.16(10) . 3_655 ?
O4 Gd1 C9 160.74(10) . 3_655 ?
O2 Gd1 C9 96.43(10) . 3_655 ?
O7 Gd1 C9 26.56(9) 3_655 3_655 ?
O5 Gd1 C9 146.22(9) . 3_655 ?
C1 Gd1 C9 84.96(10) . 3_655 ?
O10 Gd1 C5 78.95(10) . . ?
O7 Gd1 C5 81.02(10) . . ?
O5 Gd1 C5 92.62(11) 3 . ?
O8 Gd1 C5 159.18(10) 3_655 . ?
O1 Gd1 C5 110.42(11) . . ?
O4 Gd1 C5 25.51(10) . . ?
O2 Gd1 C5 92.54(11) . . ?
O7 Gd1 C5 146.90(10) 3_655 . ?
O5 Gd1 C5 26.37(10) . . ?
C1 Gd1 C5 103.11(11) . . ?
C9 Gd1 C5 171.02(11) 3_655 . ?
C1 O1 Gd1 95.0(2) . . ?
C1 O2 Gd1 93.6(2) . . ?
C4 O3 H3 109.5 . . ?
C5 O4 Gd1 96.4(2) . . ?
C5 O5 Gd1 154.0(3) . 3 ?
C5 O5 Gd1 92.1(2) . . ?
Gd1 O5 Gd1 113.70(10) 3 . ?
C8 O6 H6 113(4) . . ?
C9 O7 Gd1 155.0(2) . . ?
C9 O7 Gd1 91.7(2) . 3_655 ?
Gd1 O7 Gd1 113.05(10) . 3_655 ?
C9 O8 Gd1 95.9(2) . 3_655 ?
C12 O9 H9 109.5 . . ?
Gd1 O10 H10C 125.7 . . ?
Gd1 O10 H10D 112.0 . . ?
H10C O10 H10D 102.4 . . ?
O2 C1 O1 118.8(4) . . ?
O2 C1 C2 120.1(4) . . ?
O1 C1 C2 120.8(4) . . ?
O2 C1 Gd1 60.2(2) . . ?
O1 C1 Gd1 58.7(2) . . ?
C2 C1 Gd1 173.6(3) . . ?
C1 C2 C3 113.3(4) . . ?
C1 C2 H2A 108.9 . . ?
C3 C2 H2A 108.9 . . ?
C1 C2 H2B 108.9 . . ?
C3 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C4 C3 C2 112.2(4) . . ?
C4 C3 H3A 109.2 . . ?
C2 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
C2 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
O3 C4 C3 112.0(3) . . ?
O3 C4 H4A 109.2 . . ?
C3 C4 H4A 109.2 . . ?
O3 C4 H4B 109.2 . . ?
C3 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
O4 C5 O5 119.7(3) . . ?
O4 C5 C6 122.2(4) . . ?
O5 C5 C6 118.2(4) . . ?
O4 C5 Gd1 58.12(19) . . ?
O5 C5 Gd1 61.53(19) . . ?
C6 C5 Gd1 178.8(3) . . ?
C7 C6 C5 115.0(3) . . ?
C7 C6 H6A 108.5 . . ?
C5 C6 H6A 108.5 . . ?
C7 C6 H6B 108.5 . . ?
C5 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
C6 C7 C8 111.2(4) . . ?
C6 C7 H7A 109.4 . . ?
C8 C7 H7A 109.4 . . ?
C6 C7 H7B 109.4 . . ?
C8 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
O6 C8 C7 109.6(4) . . ?
O6 C8 H8A 109.7 . . ?
C7 C8 H8A 109.7 . . ?
O6 C8 H8B 109.7 . . ?
C7 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
O8 C9 O7 120.0(3) . . ?
O8 C9 C10 121.5(3) . . ?
O7 C9 C10 118.5(3) . . ?
O8 C9 Gd1 58.27(19) . 3_655 ?
O7 C9 Gd1 61.71(18) . 3_655 ?
C10 C9 Gd1 178.2(3) . 3_655 ?
C9 C10 C11 115.3(3) . . ?
C9 C10 H10A 108.4 . . ?
C11 C10 H10A 108.4 . . ?
C9 C10 H10B 108.4 . . ?
C11 C10 H10B 108.4 . . ?
H10A C10 H10B 107.5 . . ?
C12 C11 C10 112.3(3) . . ?
C12 C11 H11A 109.1 . . ?
C10 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
C10 C11 H11B 109.1 . . ?
H11A C11 H11B 107.9 . . ?
O9 C12 C11 109.5(3) . . ?
O9 C12 H12A 109.8 . . ?
C11 C12 H12A 109.8 . . ?
O9 C12 H12B 109.8 . . ?
C11 C12 H12B 109.8 . . ?
H12A C12 H12B 108.2 . . ?
H1W O1W H2W 105(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O10 Gd1 O1 C1 12.0(3) . . . . ?
O7 Gd1 O1 C1 -154.1(2) . . . . ?
O5 Gd1 O1 C1 139.8(2) 3 . . . ?
O8 Gd1 O1 C1 83.4(2) 3_655 . . . ?
O4 Gd1 O1 C1 -72.0(2) . . . . ?
O2 Gd1 O1 C1 -1.1(2) . . . . ?
O7 Gd1 O1 C1 136.8(2) 3_655 . . . ?
O5 Gd1 O1 C1 -86.7(3) . . . . ?
C9 Gd1 O1 C1 109.3(2) 3_655 . . . ?
C5 Gd1 O1 C1 -78.1(2) . . . . ?
O10 Gd1 O2 C1 -167.4(3) . . . . ?
O7 Gd1 O2 C1 34.3(3) . . . . ?
O5 Gd1 O2 C1 -146.4(2) 3 . . . ?
O8 Gd1 O2 C1 -84.4(2) 3_655 . . . ?
O1 Gd1 O2 C1 1.2(2) . . . . ?
O4 Gd1 O2 C1 99.5(2) . . . . ?
O7 Gd1 O2 C1 -42.5(3) 3_655 . . . ?
O5 Gd1 O2 C1 132.0(2) . . . . ?
C9 Gd1 O2 C1 -64.6(2) 3_655 . . . ?
C5 Gd1 O2 C1 115.1(2) . . . . ?
O10 Gd1 O4 C5 69.4(2) . . . . ?
O7 Gd1 O4 C5 -87.1(2) . . . . ?
O5 Gd1 O4 C5 -3.1(3) 3 . . . ?
O8 Gd1 O4 C5 133.3(3) 3_655 . . . ?
O1 Gd1 O4 C5 -166.6(2) . . . . ?
O2 Gd1 O4 C5 141.4(2) . . . . ?
O7 Gd1 O4 C5 -114.9(2) 3_655 . . . ?
O5 Gd1 O4 C5 0.3(2) . . . . ?
C1 Gd1 O4 C5 167.8(3) . . . . ?
C9 Gd1 O4 C5 -162.9(3) 3_655 . . . ?
O10 Gd1 O5 C5 -101.5(2) . . . . ?
O7 Gd1 O5 C5 84.4(2) . . . . ?
O5 Gd1 O5 C5 176.3(3) 3 . . . ?
O8 Gd1 O5 C5 -145.2(2) 3_655 . . . ?
O1 Gd1 O5 C5 18.5(3) . . . . ?
O4 Gd1 O5 C5 -0.3(2) . . . . ?
O2 Gd1 O5 C5 -40.9(2) . . . . ?
O7 Gd1 O5 C5 132.0(2) 3_655 . . . ?
C1 Gd1 O5 C5 -16.1(3) . . . . ?
C9 Gd1 O5 C5 169.8(2) 3_655 . . . ?
O10 Gd1 O5 Gd1 82.14(12) . . . 3 ?
O7 Gd1 O5 Gd1 -91.91(12) . . . 3 ?
O5 Gd1 O5 Gd1 0.0 3 . . 3 ?
O8 Gd1 O5 Gd1 38.5(2) 3_655 . . 3 ?
O1 Gd1 O5 Gd1 -157.83(10) . . . 3 ?
O4 Gd1 O5 Gd1 -176.66(17) . . . 3 ?
O2 Gd1 O5 Gd1 142.76(11) . . . 3 ?
O7 Gd1 O5 Gd1 -44.32(17) 3_655 . . 3 ?
C1 Gd1 O5 Gd1 167.58(12) . . . 3 ?
C9 Gd1 O5 Gd1 -6.5(2) 3_655 . . 3 ?
C5 Gd1 O5 Gd1 -176.3(3) . . . 3 ?
O10 Gd1 O7 C9 -40.7(7) . . . . ?
O5 Gd1 O7 C9 -93.9(6) 3 . . . ?
O8 Gd1 O7 C9 -175.9(6) 3_655 . . . ?
O1 Gd1 O7 C9 111.9(6) . . . . ?
O4 Gd1 O7 C9 24.7(6) . . . . ?
O2 Gd1 O7 C9 85.6(6) . . . . ?
O7 Gd1 O7 C9 -172.6(7) 3_655 . . . ?
O5 Gd1 O7 C9 -27.7(6) . . . . ?
C1 Gd1 O7 C9 100.4(6) . . . . ?
C9 Gd1 O7 C9 -174.0(5) 3_655 . . . ?
C5 Gd1 O7 C9 -1.1(6) . . . . ?
O10 Gd1 O7 Gd1 131.83(19) . . . 3_655 ?
O5 Gd1 O7 Gd1 78.62(11) 3 . . 3_655 ?
O8 Gd1 O7 Gd1 -3.37(16) 3_655 . . 3_655 ?
O1 Gd1 O7 Gd1 -75.54(12) . . . 3_655 ?
O4 Gd1 O7 Gd1 -162.72(12) . . . 3_655 ?
O2 Gd1 O7 Gd1 -101.79(13) . . . 3_655 ?
O7 Gd1 O7 Gd1 0.0 3_655 . . 3_655 ?
O5 Gd1 O7 Gd1 144.87(12) . . . 3_655 ?
C1 Gd1 O7 Gd1 -87.02(13) . . . 3_655 ?
C9 Gd1 O7 Gd1 -1.40(12) 3_655 . . 3_655 ?
C5 Gd1 O7 Gd1 171.46(14) . . . 3_655 ?
Gd1 O2 C1 O1 -2.0(4) . . . . ?
Gd1 O2 C1 C2 172.7(3) . . . . ?
Gd1 O1 C1 O2 2.0(4) . . . . ?
Gd1 O1 C1 C2 -172.6(3) . . . . ?
O10 Gd1 C1 O2 12.1(2) . . . . ?
O7 Gd1 C1 O2 -151.8(2) . . . . ?
O5 Gd1 C1 O2 80.2(4) 3 . . . ?
O8 Gd1 C1 O2 90.5(2) 3_655 . . . ?
O1 Gd1 C1 O2 -177.9(4) . . . . ?
O4 Gd1 C1 O2 -73.6(2) . . . . ?
O7 Gd1 C1 O2 141.3(2) 3_655 . . . ?
O5 Gd1 C1 O2 -61.0(3) . . . . ?
C9 Gd1 C1 O2 115.7(2) 3_655 . . . ?
C5 Gd1 C1 O2 -68.2(2) . . . . ?
O10 Gd1 C1 O1 -169.9(2) . . . . ?
O7 Gd1 C1 O1 26.1(2) . . . . ?
O5 Gd1 C1 O1 -101.8(4) 3 . . . ?
O8 Gd1 C1 O1 -91.6(2) 3_655 . . . ?
O4 Gd1 C1 O1 104.3(2) . . . . ?
O2 Gd1 C1 O1 177.9(4) . . . . ?
O7 Gd1 C1 O1 -40.8(2) 3_655 . . . ?
O5 Gd1 C1 O1 116.9(2) . . . . ?
C9 Gd1 C1 O1 -66.3(2) 3_655 . . . ?
C5 Gd1 C1 O1 109.7(2) . . . . ?
O2 C1 C2 C3 141.6(4) . . . . ?
O1 C1 C2 C3 -43.8(5) . . . . ?
C1 C2 C3 C4 171.2(4) . . . . ?
C2 C3 C4 O3 -61.8(5) . . . . ?
Gd1 O4 C5 O5 -0.6(4) . . . . ?
Gd1 O4 C5 C6 178.7(3) . . . . ?
Gd1 O5 C5 O4 172.9(4) 3 . . . ?
Gd1 O5 C5 O4 0.6(4) . . . . ?
Gd1 O5 C5 C6 -6.4(8) 3 . . . ?
Gd1 O5 C5 C6 -178.7(3) . . . . ?
Gd1 O5 C5 Gd1 172.3(6) 3 . . . ?
O10 Gd1 C5 O4 -107.6(2) . . . . ?
O7 Gd1 C5 O4 88.8(2) . . . . ?
O5 Gd1 C5 O4 177.2(2) 3 . . . ?
O8 Gd1 C5 O4 -103.9(3) 3_655 . . . ?
O1 Gd1 C5 O4 14.2(3) . . . . ?
O2 Gd1 C5 O4 -36.5(2) . . . . ?
O7 Gd1 C5 O4 103.3(3) 3_655 . . . ?
O5 Gd1 C5 O4 -179.4(4) . . . . ?
C1 Gd1 C5 O4 -12.2(3) . . . . ?
O10 Gd1 C5 O5 71.8(2) . . . . ?
O7 Gd1 C5 O5 -91.8(2) . . . . ?
O5 Gd1 C5 O5 -3.4(3) 3 . . . ?
O8 Gd1 C5 O5 75.5(4) 3_655 . . . ?
O1 Gd1 C5 O5 -166.3(2) . . . . ?
O4 Gd1 C5 O5 179.4(4) . . . . ?
O2 Gd1 C5 O5 143.0(2) . . . . ?
O7 Gd1 C5 O5 -77.3(3) 3_655 . . . ?
C1 Gd1 C5 O5 167.2(2) . . . . ?
O4 C5 C6 C7 -8.4(6) . . . . ?
O5 C5 C6 C7 170.9(4) . . . . ?
C5 C6 C7 C8 -170.2(4) . . . . ?
C6 C7 C8 O6 -61.5(5) . . . . ?
Gd1 O8 C9 O7 1.1(4) 3_655 . . . ?
Gd1 O8 C9 C10 -177.9(3) 3_655 . . . ?
Gd1 O7 C9 O8 172.1(4) . . . . ?
Gd1 O7 C9 O8 -1.0(4) 3_655 . . . ?
Gd1 O7 C9 C10 -8.8(8) . . . . ?
Gd1 O7 C9 C10 178.0(3) 3_655 . . . ?
Gd1 O7 C9 Gd1 173.2(6) . . . 3_655 ?
O8 C9 C10 C11 3.7(5) . . . . ?
O7 C9 C10 C11 -175.3(3) . . . . ?
C9 C10 C11 C12 179.9(3) . . . . ?
C10 C11 C12 O9 -70.2(5) . . . . ?

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
O10 H10D O1 0.89 2.37 2.738(4) 104.9 1_455
O10 H10C O3 0.89 1.91 2.657(4) 141.6 3_665
O1W H2W O4 0.888(19) 1.98(2) 2.846(4) 164(5) .
O1W H1W O6 0.904(19) 1.93(2) 2.822(5) 171(5) 1_655
O6 H6 O9 0.890(17) 1.880(17) 2.731(5) 159(5) 1_455
O9 H9 O1W 0.84 1.93 2.720(5) 155.3 2_545
O3 H3 O2 0.84 1.87 2.713(4) 174.9 1_655

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        32.55
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         1.940
_refine_diff_density_min         -1.135
_refine_diff_density_rms         0.159
_database_code_depnum_ccdc_archive 'CCDC 971620'
