# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

 
data_GDAC_24dnb
 
_audit_creation_method            'SHELXL-2017/1'
_shelx_SHELXL_version_number      '2017/1'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C22 H26 Gd2 N4 O24'
_chemical_formula_sum
 'C22 H26 Gd2 N4 O24' 
_chemical_formula_weight          1044.95

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0030   0.0020
 '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'   0.0060   0.0030
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0110   0.0060
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Gd'  'Gd'  -0.1650   3.9040
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       orthorhombic
_space_group_IT_number            61
_space_group_name_H-M_alt         'P b c a'
_space_group_name_Hall            '-P 2ac 2ab'
 
_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, z+1/2'
 '-x, y+1/2, -z+1/2'
 'x+1/2, -y+1/2, -z'
 '-x, -y, -z'
 'x-1/2, y, -z-1/2'
 'x, -y-1/2, z-1/2'
 '-x-1/2, y-1/2, z'
 
_cell_length_a                    14.1321(4)
_cell_length_b                    8.8970(3)
_cell_length_c                    25.7568(7)
_cell_angle_alpha                 90
_cell_angle_beta                  90
_cell_angle_gamma                 90
_cell_volume                      3238.49(17)
_cell_formula_units_Z             4
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used     9938
_cell_measurement_theta_min       2.37
_cell_measurement_theta_max       35.42
 
_exptl_crystal_description        'Needles'
_exptl_crystal_colour             'White'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_density_diffrn     2.143          
_exptl_crystal_F_000              2024
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.170
_exptl_crystal_size_mid           0.150
_exptl_crystal_size_min           0.130
_exptl_absorpt_coefficient_mu     4.166
_shelx_estimated_absorpt_T_min    0.538
_shelx_estimated_absorpt_T_max    0.613
_exptl_absorpt_correction_type    'Multi-scan'
_exptl_absorpt_correction_T_min   0.531
_exptl_absorpt_correction_T_max   0.619
_exptl_absorpt_process_details    
'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'
 
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    'fine-focus sealed tube'
_diffrn_measurement_device_type   'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             30138
_diffrn_reflns_av_unetI/netI      0.0207
_diffrn_reflns_av_R_equivalents   0.0249
_diffrn_reflns_limit_h_min        -17
_diffrn_reflns_limit_h_max        22
_diffrn_reflns_limit_k_min        -8
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_l_min        -41
_diffrn_reflns_limit_l_max        33
_diffrn_reflns_theta_min          1.581
_diffrn_reflns_theta_max          35.442
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.980
_diffrn_measured_fraction_theta_full  0.999
_diffrn_reflns_Laue_measured_fraction_max    0.980
_diffrn_reflns_Laue_measured_fraction_full   0.999
_diffrn_reflns_point_group_measured_fraction_max   0.980
_diffrn_reflns_point_group_measured_fraction_full  0.999
_reflns_number_total              7216
_reflns_number_gt                 6412
_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         'Bruker APEX2'
_computing_cell_refinement        'Bruker SAINT'
_computing_data_reduction         'Bruker SAINT'
_computing_structure_solution     'Sir-92 (Altomare et al., 1993)'
_computing_structure_refinement 'SHELXL-2017/1 (Sheldrick, 2017)'
_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.All hydrogen atoms were 
fixed geometrically with their Uiso values 1.2 times of phenylene carbons. 
The hydrogen atoms of water molecules were located from the difference 
Fourier synthesis and were refined isotropically with distance of 0.82 � 
with Uiso values 1.2 times that of their carrier oxygen atoms.
hydrogen atoms of methyl groups of coordinated acetate group were fixed 
geometrically with their Uiso values 1.5 times of their carrier carbons
;
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0140P)²+7.9895P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary     difmap
_atom_sites_solution_hydrogens    mixed
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          7216
_refine_ls_number_parameters      249
_refine_ls_number_restraints      6
_refine_ls_R_factor_all           0.0325
_refine_ls_R_factor_gt            0.0270
_refine_ls_wR_factor_ref          0.0626
_refine_ls_wR_factor_gt           0.0603
_refine_ls_goodness_of_fit_ref    1.243
_refine_ls_restrained_S_all       1.243
_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_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
C1 C 0.11099(15) 0.2019(2) 0.14651(8) 0.0118(3) Uani 1 1 d . . . . .
C2 C 0.13510(16) 0.2920(2) 0.19423(8) 0.0122(3) Uani 1 1 d . . . . .
C3 C 0.07515(15) 0.3103(2) 0.23688(9) 0.0129(3) Uani 1 1 d . . . . .
C4 C 0.10220(16) 0.3831(3) 0.28205(9) 0.0138(3) Uani 1 1 d . . . . .
H4 H 0.060840 0.391735 0.310979 0.017 Uiso 1 1 calc R U . . .
C5 C 0.19256(16) 0.4427(2) 0.28280(8) 0.0136(3) Uani 1 1 d . . . . .
C6 C 0.25460(16) 0.4305(3) 0.24165(9) 0.0153(4) Uani 1 1 d . . . . .
H6 H 0.315831 0.474293 0.243446 0.018 Uiso 1 1 calc R U . . .
C7 C 0.22581(16) 0.3529(3) 0.19745(9) 0.0152(4) Uani 1 1 d . . . . .
H7 H 0.268405 0.341296 0.169202 0.018 Uiso 1 1 calc R U . . .
C8 C 0.00842(18) -0.4141(3) 0.11371(12) 0.0219(5) Uani 1 1 d . . . . .
H8A H 0.042998 -0.447601 0.144586 0.033 Uiso 1 1 calc R U . . .
H8B H 0.019735 -0.484509 0.085130 0.033 Uiso 1 1 calc R U . . .
H8C H -0.059446 -0.410414 0.121433 0.033 Uiso 1 1 calc R U . . .
C9 C 0.04182(15) -0.2614(2) 0.09847(8) 0.0112(3) Uani 1 1 d . . . . .
C10 C 0.13824(18) -0.2957(3) -0.07441(10) 0.0191(4) Uani 1 1 d . . . . .
H10A H 0.085006 -0.292377 -0.098765 0.029 Uiso 1 1 calc R U . . .
H10B H 0.140985 -0.395032 -0.058026 0.029 Uiso 1 1 calc R U . . .
H10C H 0.197368 -0.276858 -0.093199 0.029 Uiso 1 1 calc R U . . .
C11 C 0.12509(15) -0.1781(2) -0.03360(8) 0.0110(3) Uani 1 1 d . . . . .
N1 N -0.02322(14) 0.2569(2) 0.23459(8) 0.0172(4) Uani 1 1 d . . . . .
N2 N 0.22350(15) 0.5206(2) 0.33008(8) 0.0171(3) Uani 1 1 d . . . . .
O1 O 0.07903(13) 0.07085(19) 0.15133(7) 0.0168(3) Uani 1 1 d . . . . .
O2 O 0.12944(12) 0.25841(18) 0.10255(7) 0.0135(3) Uani 1 1 d . . . . .
O3 O -0.06515(14) 0.2682(3) 0.19324(8) 0.0245(4) Uani 1 1 d . . . . .
O4 O -0.05804(15) 0.2069(3) 0.27469(9) 0.0301(5) Uani 1 1 d . . . . .
O5 O 0.17888(16) 0.4979(2) 0.36993(8) 0.0259(4) Uani 1 1 d . . . . .
O6 O 0.29287(15) 0.6034(2) 0.32684(8) 0.0272(4) Uani 1 1 d . . . . .
O7 O -0.01657(12) -0.16315(19) 0.08374(7) 0.0153(3) Uani 1 1 d . . . . .
O8 O 0.12992(11) -0.23125(18) 0.09860(7) 0.0148(3) Uani 1 1 d . . . . .
O9 O 0.04563(11) -0.11297(18) -0.02752(7) 0.0130(3) Uani 1 1 d . . . . .
O10 O 0.19237(12) -0.1459(2) -0.00347(7) 0.0170(3) Uani 1 1 d . . . . .
O1W O 0.26321(11) 0.02264(18) 0.08334(7) 0.0147(3) Uani 1 1 d D . . . .
H11W H 0.298(2) -0.049(2) 0.0874(14) 0.018 Uiso 1 1 d D U . . .
H12W H 0.298(2) 0.095(2) 0.0879(13) 0.018 Uiso 1 1 d D U . . .
O2W O 0.14759(12) 0.1904(2) -0.00825(7) 0.0171(3) Uani 1 1 d D . . . .
H22W H 0.122(2) 0.191(4) -0.0367(9) 0.021 Uiso 1 1 d D U . . .
H21W H 0.1943(17) 0.242(3) -0.0111(12) 0.021 Uiso 1 1 d D U . . .
Gd1 Gd 0.10294(2) 0.01653(2) 0.05664(2) 0.00852(3) Uani 1 1 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
C1 O1 1.256(3) . ?
C1 O2 1.266(3) . ?
C1 C2 1.507(3) . ?
C2 C7 1.394(3) . ?
C2 C3 1.397(3) . ?
C3 C4 1.386(3) . ?
C3 N1 1.470(3) . ?
C4 C5 1.383(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.380(3) . ?
C5 N2 1.468(3) . ?
C6 C7 1.392(3) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.490(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 O7 1.261(3) . ?
C9 O8 1.274(3) . ?
C10 C11 1.495(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 O10 1.260(3) . ?
C11 O9 1.273(3) . ?
N1 O3 1.223(3) . ?
N1 O4 1.228(3) . ?
N2 O5 1.222(3) . ?
N2 O6 1.229(3) . ?
O1 Gd1 2.5093(18) . ?
O2 Gd1 2.4839(16) . ?
O7 Gd1 2.4280(17) . ?
O8 Gd1 2.4847(17) . ?
O9 Gd1 2.3890(16) 5 ?
O9 Gd1 2.5850(17) . ?
O10 Gd1 2.4664(17) . ?
O1W Gd1 2.3678(16) . ?
O1W H11W 0.815(17) . ?
O1W H12W 0.812(17) . ?
O2W Gd1 2.3629(17) . ?
O2W H22W 0.814(17) . ?
O2W H21W 0.807(17) . ?
 
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 C1 O2 122.1(2) . . ?
O1 C1 C2 119.6(2) . . ?
O2 C1 C2 118.13(19) . . ?
C7 C2 C3 117.8(2) . . ?
C7 C2 C1 117.60(19) . . ?
C3 C2 C1 124.5(2) . . ?
C4 C3 C2 123.2(2) . . ?
C4 C3 N1 116.5(2) . . ?
C2 C3 N1 120.3(2) . . ?
C5 C4 C3 116.5(2) . . ?
C5 C4 H4 121.8 . . ?
C3 C4 H4 121.8 . . ?
C6 C5 C4 123.1(2) . . ?
C6 C5 N2 119.0(2) . . ?
C4 C5 N2 117.9(2) . . ?
C5 C6 C7 118.8(2) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C6 C7 C2 120.7(2) . . ?
C6 C7 H7 119.7 . . ?
C2 C7 H7 119.7 . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C9 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O7 C9 O8 119.6(2) . . ?
O7 C9 C8 120.3(2) . . ?
O8 C9 C8 120.1(2) . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O10 C11 O9 119.11(19) . . ?
O10 C11 C10 119.9(2) . . ?
O9 C11 C10 121.0(2) . . ?
O3 N1 O4 124.6(2) . . ?
O3 N1 C3 117.8(2) . . ?
O4 N1 C3 117.5(2) . . ?
O5 N2 O6 124.6(2) . . ?
O5 N2 C5 117.7(2) . . ?
O6 N2 C5 117.7(2) . . ?
C1 O1 Gd1 91.96(14) . . ?
C1 O2 Gd1 92.89(13) . . ?
C9 O7 Gd1 95.05(13) . . ?
C9 O8 Gd1 92.05(13) . . ?
C11 O9 Gd1 154.15(15) . 5 ?
C11 O9 Gd1 91.69(13) . . ?
Gd1 O9 Gd1 112.25(6) 5 . ?
C11 O10 Gd1 97.64(13) . . ?
Gd1 O1W H11W 127(2) . . ?
Gd1 O1W H12W 129(2) . . ?
H11W O1W H12W 104(2) . . ?
Gd1 O2W H22W 122(2) . . ?
Gd1 O2W H21W 131(2) . . ?
H22W O2W H21W 106(2) . . ?
O2W Gd1 O1W 86.27(6) . . ?
O2W Gd1 O9 77.15(6) . 5 ?
O1W Gd1 O9 157.47(6) . 5 ?
O2W Gd1 O7 145.09(6) . . ?
O1W Gd1 O7 126.65(6) . . ?
O9 Gd1 O7 73.47(6) 5 . ?
O2W Gd1 O10 78.62(7) . . ?
O1W Gd1 O10 72.88(6) . . ?
O9 Gd1 O10 117.63(6) 5 . ?
O7 Gd1 O10 98.69(6) . . ?
O2W Gd1 O2 74.30(6) . . ?
O1W Gd1 O2 72.40(6) . . ?
O9 Gd1 O2 88.33(6) 5 . ?
O7 Gd1 O2 122.58(6) . . ?
O10 Gd1 O2 136.83(6) . . ?
O2W Gd1 O8 147.94(6) . . ?
O1W Gd1 O8 75.36(6) . . ?
O9 Gd1 O8 126.17(5) 5 . ?
O7 Gd1 O8 52.95(5) . . ?
O10 Gd1 O8 71.01(6) . . ?
O2 Gd1 O8 122.58(6) . . ?
O2W Gd1 O1 126.68(6) . . ?
O1W Gd1 O1 80.91(6) . . ?
O9 Gd1 O1 96.76(6) 5 . ?
O7 Gd1 O1 75.74(6) . . ?
O10 Gd1 O1 142.37(6) . . ?
O2 Gd1 O1 52.46(5) . . ?
O8 Gd1 O1 76.62(6) . . ?
O2W Gd1 O9 77.43(6) . . ?
O1W Gd1 O9 123.61(6) . . ?
O9 Gd1 O9 67.75(6) 5 . ?
O7 Gd1 O9 74.31(6) . . ?
O10 Gd1 O9 51.17(5) . . ?
O2 Gd1 O9 146.37(5) . . ?
O8 Gd1 O9 91.00(5) . . ?
O1 Gd1 O9 149.17(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
O1 C1 C2 C7 126.3(2) . . . . ?
O2 C1 C2 C7 -49.4(3) . . . . ?
O1 C1 C2 C3 -49.2(3) . . . . ?
O2 C1 C2 C3 135.1(2) . . . . ?
C7 C2 C3 C4 -1.2(3) . . . . ?
C1 C2 C3 C4 174.4(2) . . . . ?
C7 C2 C3 N1 176.2(2) . . . . ?
C1 C2 C3 N1 -8.3(3) . . . . ?
C2 C3 C4 C5 1.9(3) . . . . ?
N1 C3 C4 C5 -175.6(2) . . . . ?
C3 C4 C5 C6 -0.8(3) . . . . ?
C3 C4 C5 N2 -180.0(2) . . . . ?
C4 C5 C6 C7 -1.0(4) . . . . ?
N2 C5 C6 C7 178.2(2) . . . . ?
C5 C6 C7 C2 1.7(3) . . . . ?
C3 C2 C7 C6 -0.7(3) . . . . ?
C1 C2 C7 C6 -176.5(2) . . . . ?
C4 C3 N1 O3 141.4(2) . . . . ?
C2 C3 N1 O3 -36.2(3) . . . . ?
C4 C3 N1 O4 -37.2(3) . . . . ?
C2 C3 N1 O4 145.3(2) . . . . ?
C6 C5 N2 O5 -161.7(2) . . . . ?
C4 C5 N2 O5 17.6(3) . . . . ?
C6 C5 N2 O6 17.9(3) . . . . ?
C4 C5 N2 O6 -162.9(2) . . . . ?
O2 C1 O1 Gd1 8.0(2) . . . . ?
C2 C1 O1 Gd1 -167.52(17) . . . . ?
O1 C1 O2 Gd1 -8.1(2) . . . . ?
C2 C1 O2 Gd1 167.50(16) . . . . ?
O8 C9 O7 Gd1 5.8(2) . . . . ?
C8 C9 O7 Gd1 -171.8(2) . . . . ?
O7 C9 O8 Gd1 -5.6(2) . . . . ?
C8 C9 O8 Gd1 172.0(2) . . . . ?
O10 C11 O9 Gd1 152.2(2) . . . 5 ?
C10 C11 O9 Gd1 -30.2(5) . . . 5 ?
O10 C11 O9 Gd1 -6.1(2) . . . . ?
C10 C11 O9 Gd1 171.44(19) . . . . ?
O9 C11 O10 Gd1 6.5(2) . . . . ?
C10 C11 O10 Gd1 -171.12(18) . . . . ?
 
_refine_diff_density_max    2.483
_refine_diff_density_min   -1.556
_refine_diff_density_rms    0.136



