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

####################################################################### 
# 
# 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 
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data_s16lkc11-Cpd-1
_database_code_depnum_ccdc_archive 'CCDC 1586990'
_audit_update_record             
;
2017-11-21 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;
_audit_creation_date             2017-11-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C16 H9 O10 Sm, 0.65(H2 O), O'
_chemical_formula_sum            'C16 H12.30 O11.65 Sm'
_chemical_formula_weight         541.31
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -5.3236 12.2178 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.92621(12)
_cell_length_b                   12.74029(16)
_cell_length_c                   13.9980(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.8694(12)
_cell_angle_gamma                90
_cell_volume                     1766.19(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11923
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      72.6990
_cell_measurement_theta_min      4.6830
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    25.589
_exptl_absorpt_correction_T_max  0.855
_exptl_absorpt_correction_T_min  0.740
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.036
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1054
_exptl_crystal_size_max          0.079
_exptl_crystal_size_mid          0.058
_exptl_crystal_size_min          0.042
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0163
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            26509
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.959
_diffrn_reflns_theta_min         4.698
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector_area_resol_mean 8.1150
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3270
_reflns_number_total             3504
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.720
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         3504
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0241
_refine_ls_R_factor_gt           0.0219
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0271P)²+2.6125P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0531
_refine_ls_wR_factor_ref         0.0542
_refine_special_details          
;

The asymmetric unit comprises one lanthanide centre, 
one triply deprotonated tetracarboxylic acid, one 
water ligand and 1.65 lattice waters. The water 
fragement based on O11 has a site occupancy of 65%.
O12 (2nd lattice water moiety) is disordered over 
2 proximate sites in an 65:35 ratio. The associated 
ADPs were restrained to being similar in the final 
least-squares. However, the hydrogen atoms 
pertaining to this disordered water could not 
be reliably located and hence were omitted from 
the refinement. However, O...O distance in a 
typical radius around O12/O12A suggest the 
possibility of hydrogen bonding.

;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 O9-H9
 0.98 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
Uanis(O12A) = Uanis(O12)
4. Others
 Fixed Sof: O11(0.65) H11A(0.65) H11B(0.65) O12(0.65) O12A(0.35)
5.a Free rotating group:
 O11(H11A,H11B)
5.b Rotating group:
 O10(H10A,H10B)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C10(H10), C12(H12), C14(H14)
5.d Idealised tetrahedral OH refined as rotating group:
 O9(H9)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Sm1 Sm 0.22906(2) 0.00272(2) 0.41542(2) 0.00676(6) Uani 1 1 d . . . . .
O1 O 0.0773(2) -0.02238(16) 0.27416(15) 0.0149(4) Uani 1 1 d . . . . .
O2 O 0.20654(19) 0.11795(15) 0.26894(13) 0.0117(4) Uani 1 1 d . . . . .
O3 O 0.10533(19) 0.38616(15) 0.01494(14) 0.0141(4) Uani 1 1 d . . . . .
O4 O -0.08858(18) 0.37626(14) -0.07341(14) 0.0122(4) Uani 1 1 d . . . . .
O5 O -0.2472(2) 0.00928(14) -0.02248(15) 0.0131(4) Uani 1 1 d . . . . .
O6 O -0.4036(2) -0.36363(15) -0.04207(15) 0.0161(4) Uani 1 1 d . . . . .
O7 O -0.5707(2) -0.37122(16) 0.05544(15) 0.0181(4) Uani 1 1 d . . . . .
O8 O -0.62771(19) -0.06734(15) 0.28471(14) 0.0125(4) Uani 1 1 d . . . . .
O9 O -0.4672(2) 0.05501(19) 0.28180(17) 0.0270(5) Uani 1 1 d D . . . .
H9 H -0.5121 0.0817 0.3344 0.041 Uiso 1 1 calc DGR . . . .
O10 O 0.2454(3) 0.0389(2) 0.58779(16) 0.0301(6) Uani 1 1 d . . . . .
H10A H 0.3152 0.0059 0.6147 0.045 Uiso 1 1 d GR . . . .
H10B H 0.2220 0.0873 0.6236 0.045 Uiso 1 1 d GR . . . .
O11 O 0.0626(5) -0.2326(3) 0.2409(3) 0.0424(11) Uani 0.65 1 d . . P . .
H11A H 0.0773 -0.1653 0.2418 0.064 Uiso 0.65 1 d G . P . .
H11B H 0.1391 -0.2659 0.2488 0.064 Uiso 0.65 1 d G . P . .
O12 O -0.1750(5) -0.2240(3) 0.3259(3) 0.0447(10) Uani 0.65 1 d . . P A 1
O12A O -0.1344(9) -0.1689(6) 0.2843(6) 0.0447(10) Uani 0.35 1 d . . P B 2
C1 C 0.1083(3) 0.0639(2) 0.23524(19) 0.0109(5) Uani 1 1 d . . . . .
C2 C 0.0239(3) 0.1016(2) 0.14952(19) 0.0104(5) Uani 1 1 d . . . . .
C3 C 0.0477(3) 0.2003(2) 0.11190(19) 0.0097(5) Uani 1 1 d . . . . .
H3 H 0.1166 0.2438 0.1408 0.012 Uiso 1 1 calc R . . . .
C4 C -0.0300(3) 0.2348(2) 0.03181(19) 0.0088(5) Uani 1 1 d . . . . .
C5 C -0.1317(3) 0.1716(2) -0.01107(19) 0.0104(5) Uani 1 1 d . . . . .
H5 H -0.1855 0.1957 -0.0654 0.012 Uiso 1 1 calc R . . . .
C6 C -0.1526(3) 0.0729(2) 0.02705(19) 0.0102(5) Uani 1 1 d . . . . .
C7 C -0.0765(3) 0.0371(2) 0.1070(2) 0.0110(5) Uani 1 1 d . . . . .
H7 H -0.0925 -0.0305 0.1325 0.013 Uiso 1 1 calc R . . . .
C8 C -0.0021(2) 0.3398(2) -0.01020(18) 0.0087(5) Uani 1 1 d . . . . .
C9 C -0.3293(3) -0.0510(2) 0.03204(19) 0.0094(5) Uani 1 1 d . . . . .
C10 C -0.3593(3) -0.1522(2) 0.00017(19) 0.0100(5) Uani 1 1 d . . . . .
H10 H -0.3199 -0.1794 -0.0547 0.012 Uiso 1 1 calc R . . . .
C11 C -0.4481(3) -0.2134(2) 0.04974(19) 0.0092(5) Uani 1 1 d . . . . .
C12 C -0.5064(3) -0.1736(2) 0.12992(19) 0.0095(5) Uani 1 1 d . . . . .
H12 H -0.5682 -0.2148 0.1628 0.011 Uiso 1 1 calc R . . . .
C13 C -0.4727(3) -0.0723(2) 0.16127(19) 0.0100(5) Uani 1 1 d . . . . .
C14 C -0.3842(3) -0.0106(2) 0.1123(2) 0.0119(5) Uani 1 1 d . . . . .
H14 H -0.3620 0.0583 0.1339 0.014 Uiso 1 1 calc R . . . .
C15 C -0.4761(3) -0.3244(2) 0.01857(19) 0.0101(5) Uani 1 1 d . . . . .
C16 C -0.5314(3) -0.0287(2) 0.2473(2) 0.0117(5) 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
Sm1 O1 2.425(2) . ?
Sm1 O2 2.5194(18) . ?
Sm1 O3 2.3752(18) 2_545 ?
Sm1 O4 2.3749(19) 4_666 ?
Sm1 O6 2.3099(19) 4_656 ?
Sm1 O7 2.3030(19) 2_455 ?
Sm1 O8 2.5528(18) 1_655 ?
Sm1 O10 2.451(2) . ?
Sm1 C1 2.828(3) . ?
O1 C1 1.274(3) . ?
O2 C1 1.259(3) . ?
O3 Sm1 2.3752(18) 2 ?
O3 C8 1.249(3) . ?
O4 Sm1 2.3749(18) 4_565 ?
O4 C8 1.278(3) . ?
O5 C6 1.390(3) . ?
O5 C9 1.385(3) . ?
O6 Sm1 2.3098(19) 4 ?
O6 C15 1.253(3) . ?
O7 Sm1 2.3030(19) 2_445 ?
O7 C15 1.253(3) . ?
O8 Sm1 2.5528(18) 1_455 ?
O8 C16 1.224(3) . ?
O9 H9 0.9501 . ?
O9 C16 1.318(3) . ?
O10 H10A 0.8736 . ?
O10 H10B 0.8372 . ?
O11 H11A 0.8698 . ?
O11 H11B 0.8701 . ?
C1 C2 1.495(4) . ?
C2 C3 1.390(4) . ?
C2 C7 1.394(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(4) . ?
C4 C5 1.395(4) . ?
C4 C8 1.494(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.387(4) . ?
C6 C7 1.384(4) . ?
C7 H7 0.9500 . ?
C9 C10 1.390(4) . ?
C9 C14 1.381(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.396(4) . ?
C11 C12 1.393(4) . ?
C11 C15 1.500(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.397(4) . ?
C13 C14 1.393(4) . ?
C13 C16 1.481(4) . ?
C14 H14 0.9500 . ?

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 Sm1 O2 52.92(6) . . ?
O1 Sm1 O8 73.43(7) . 1_655 ?
O1 Sm1 O10 145.47(8) . . ?
O1 Sm1 C1 26.68(7) . . ?
O2 Sm1 O8 69.12(6) . 1_655 ?
O2 Sm1 C1 26.43(7) . . ?
O3 Sm1 O1 128.82(7) 2_545 . ?
O3 Sm1 O2 135.99(7) 2_545 . ?
O3 Sm1 O8 70.86(6) 2_545 1_655 ?
O3 Sm1 O10 73.46(7) 2_545 . ?
O3 Sm1 C1 141.12(7) 2_545 . ?
O4 Sm1 O1 124.62(7) 4_666 . ?
O4 Sm1 O2 72.58(6) 4_666 . ?
O4 Sm1 O3 82.85(7) 4_666 2_545 ?
O4 Sm1 O8 79.36(6) 4_666 1_655 ?
O4 Sm1 O10 79.26(8) 4_666 . ?
O4 Sm1 C1 98.92(7) 4_666 . ?
O6 Sm1 O1 77.01(7) 4_656 . ?
O6 Sm1 O2 129.49(7) 4_656 . ?
O6 Sm1 O3 78.79(7) 4_656 2_545 ?
O6 Sm1 O4 157.89(7) 4_656 4_666 ?
O6 Sm1 O8 105.74(7) 4_656 1_655 ?
O6 Sm1 O10 83.78(9) 4_656 . ?
O6 Sm1 C1 103.09(8) 4_656 . ?
O7 Sm1 O1 80.93(8) 2_455 . ?
O7 Sm1 O2 73.36(7) 2_455 . ?
O7 Sm1 O3 145.60(7) 2_455 2_545 ?
O7 Sm1 O4 93.56(7) 2_455 4_666 ?
O7 Sm1 O6 94.67(8) 2_455 4_656 ?
O7 Sm1 O8 142.25(7) 2_455 1_655 ?
O7 Sm1 O10 72.26(8) 2_455 . ?
O7 Sm1 C1 73.28(8) 2_455 . ?
O8 Sm1 C1 71.36(7) 1_655 . ?
O10 Sm1 O2 133.48(7) . . ?
O10 Sm1 O8 140.19(7) . 1_655 ?
O10 Sm1 C1 145.29(8) . . ?
C1 O1 Sm1 94.60(16) . . ?
C1 O2 Sm1 90.60(15) . . ?
C8 O3 Sm1 164.93(19) . 2 ?
C8 O4 Sm1 139.02(17) . 4_565 ?
C9 O5 C6 116.8(2) . . ?
C15 O6 Sm1 147.56(19) . 4 ?
C15 O7 Sm1 160.86(19) . 2_445 ?
C16 O8 Sm1 130.92(18) . 1_455 ?
C16 O9 H9 109.5 . . ?
Sm1 O10 H10A 109.4 . . ?
Sm1 O10 H10B 136.4 . . ?
H10A O10 H10B 109.9 . . ?
H11A O11 H11B 109.4 . . ?
O1 C1 Sm1 58.71(14) . . ?
O1 C1 C2 118.8(2) . . ?
O2 C1 Sm1 62.97(14) . . ?
O2 C1 O1 121.0(2) . . ?
O2 C1 C2 120.2(2) . . ?
C2 C1 Sm1 170.04(18) . . ?
C3 C2 C1 119.6(2) . . ?
C3 C2 C7 120.4(2) . . ?
C7 C2 C1 120.0(2) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.6(2) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 120.7(2) . . ?
C3 C4 C8 119.6(2) . . ?
C5 C4 C8 119.7(2) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 C4 118.7(2) . . ?
C6 C5 H5 120.6 . . ?
C5 C6 O5 116.8(2) . . ?
C7 C6 O5 121.6(2) . . ?
C7 C6 C5 121.5(2) . . ?
C2 C7 H7 120.4 . . ?
C6 C7 C2 119.1(2) . . ?
C6 C7 H7 120.4 . . ?
O3 C8 O4 122.9(2) . . ?
O3 C8 C4 119.3(2) . . ?
O4 C8 C4 117.7(2) . . ?
O5 C9 C10 117.3(2) . . ?
C14 C9 O5 121.4(2) . . ?
C14 C9 C10 121.2(2) . . ?
C9 C10 H10 120.4 . . ?
C9 C10 C11 119.2(2) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 C15 119.5(2) . . ?
C12 C11 C10 120.5(2) . . ?
C12 C11 C15 119.9(2) . . ?
C11 C12 H12 120.5 . . ?
C11 C12 C13 119.1(2) . . ?
C13 C12 H12 120.5 . . ?
C12 C13 C16 120.2(2) . . ?
C14 C13 C12 120.8(2) . . ?
C14 C13 C16 119.0(2) . . ?
C9 C14 C13 119.1(2) . . ?
C9 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
O6 C15 O7 124.7(3) . . ?
O6 C15 C11 118.0(2) . . ?
O7 C15 C11 117.3(2) . . ?
O8 C16 O9 122.8(3) . . ?
O8 C16 C13 124.0(2) . . ?
O9 C16 C13 113.2(2) . . ?

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
O9 H9 O4 0.95 1.63 2.580(3) 178.0 4_566
O11 H11A O1 0.87 1.88 2.721(4) 163.2 .

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
Sm1 O1 C1 O2 9.9(3) . . . . ?
Sm1 O1 C1 C2 -168.8(2) . . . . ?
Sm1 O2 C1 O1 -9.5(3) . . . . ?
Sm1 O2 C1 C2 169.2(2) . . . . ?
Sm1 O3 C8 O4 75.5(8) 2 . . . ?
Sm1 O3 C8 C4 -107.1(7) 2 . . . ?
Sm1 O4 C8 O3 -83.1(3) 4_565 . . . ?
Sm1 O4 C8 C4 99.5(3) 4_565 . . . ?
Sm1 O6 C15 O7 -50.0(5) 4 . . . ?
Sm1 O6 C15 C11 129.9(3) 4 . . . ?
Sm1 O7 C15 O6 -8.9(8) 2_445 . . . ?
Sm1 O7 C15 C11 171.2(5) 2_445 . . . ?
Sm1 O8 C16 O9 12.1(4) 1_455 . . . ?
Sm1 O8 C16 C13 -169.79(18) 1_455 . . . ?
O1 C1 C2 C3 173.6(2) . . . . ?
O1 C1 C2 C7 -7.4(4) . . . . ?
O2 C1 C2 C3 -5.2(4) . . . . ?
O2 C1 C2 C7 173.8(2) . . . . ?
O5 C6 C7 C2 175.3(2) . . . . ?
O5 C9 C10 C11 -176.2(2) . . . . ?
O5 C9 C14 C13 176.1(2) . . . . ?
C1 C2 C3 C4 179.5(2) . . . . ?
C1 C2 C7 C6 -179.3(2) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C2 C3 C4 C8 -178.4(2) . . . . ?
C3 C2 C7 C6 -0.3(4) . . . . ?
C3 C4 C5 C6 -0.8(4) . . . . ?
C3 C4 C8 O3 13.7(4) . . . . ?
C3 C4 C8 O4 -168.7(2) . . . . ?
C4 C5 C6 O5 -174.9(2) . . . . ?
C4 C5 C6 C7 1.0(4) . . . . ?
C5 C4 C8 O3 -164.8(2) . . . . ?
C5 C4 C8 O4 12.7(4) . . . . ?
C5 C6 C7 C2 -0.4(4) . . . . ?
C6 O5 C9 C10 -141.1(2) . . . . ?
C6 O5 C9 C14 41.9(4) . . . . ?
C7 C2 C3 C4 0.5(4) . . . . ?
C8 C4 C5 C6 177.7(2) . . . . ?
C9 O5 C6 C5 -141.1(2) . . . . ?
C9 O5 C6 C7 43.0(4) . . . . ?
C9 C10 C11 C12 0.3(4) . . . . ?
C9 C10 C11 C15 -177.2(2) . . . . ?
C10 C9 C14 C13 -0.8(4) . . . . ?
C10 C11 C12 C13 -1.3(4) . . . . ?
C10 C11 C15 O6 10.4(4) . . . . ?
C10 C11 C15 O7 -169.7(3) . . . . ?
C11 C12 C13 C14 1.3(4) . . . . ?
C11 C12 C13 C16 -178.9(2) . . . . ?
C12 C11 C15 O6 -167.1(3) . . . . ?
C12 C11 C15 O7 12.9(4) . . . . ?
C12 C13 C14 C9 -0.2(4) . . . . ?
C12 C13 C16 O8 -13.9(4) . . . . ?
C12 C13 C16 O9 164.3(3) . . . . ?
C14 C9 C10 C11 0.8(4) . . . . ?
C14 C13 C16 O8 165.8(3) . . . . ?
C14 C13 C16 O9 -15.9(4) . . . . ?
C15 C11 C12 C13 176.1(2) . . . . ?
C16 C13 C14 C9 180.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_s16lkc16-Cpd-5
_database_code_depnum_ccdc_archive 'CCDC 1586993'
_audit_update_record             
;
2017-11-21 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;
_audit_creation_date             2017-11-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C16 H9 Dy O10, 0.8(H2 O), O'
_chemical_formula_sum            'C16 H12.60 Dy O11.80'
_chemical_formula_weight         556.16
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Dy Dy -9.8046 9.8477 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.8077(2)
_cell_length_b                   12.7197(3)
_cell_length_c                   13.9411(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.756(2)
_cell_angle_gamma                90
_cell_volume                     1735.42(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2716
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      72.4320
_cell_measurement_theta_min      4.7010
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    23.679
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93527
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.129
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1076
_exptl_crystal_size_max          0.056
_exptl_crystal_size_mid          0.032
_exptl_crystal_size_min          0.025
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6659
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.852
_diffrn_reflns_theta_min         4.711
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector_area_resol_mean 8.1150
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2749
_reflns_number_total             3377
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.625
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.105
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     278
_refine_ls_number_reflns         3377
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0299
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0247P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0610
_refine_ls_wR_factor_ref         0.0652
_refine_special_details          
;
The asymmetric unit comprises one lanthanide centre, 
one triply deprotonated tetracarboxylic acid, one 
water ligand and 1.8 lattice waters.
The lattice water (80% occupancy) based on O11 is ordered. 
O12 (lattice water) is disordered over 2 proximate sites in 
a 75:25 ratio. The associated ADPs were restrained to being 
similar in the final least-squares. However, the hydrogen 
atoms pertaining to this disordered water could not be reliably 
located and hence were omitted from the refinement. However, 
O...O distance in a typical radius around O12/O12A suggest 
the possibility of hydrogen bonding.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All O(H) groups, All O(H,H) groups
2. Others
 Fixed Sof: O11(0.8) H11A(0.8) H11B(0.8) O12(0.75) O12A(0.25)
3.a Free rotating group:
 O11(H11A,H11B)
3.b Rotating group:
 O10(H10A,H10B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C10(H10), C12(H12), C14(H14)
3.d Idealised tetrahedral OH refined as rotating group:
 O9(H9)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Dy1 Dy 0.22835(2) 0.00313(2) 0.41688(2) 0.00687(7) Uani 1 1 d . . . . .
O1 O 0.0773(3) -0.0202(2) 0.2786(2) 0.0129(6) Uani 1 1 d . . . . .
O2 O 0.2100(3) 0.1189(2) 0.27218(19) 0.0104(5) Uani 1 1 d . . . . .
O3 O 0.1058(3) 0.3884(2) 0.0164(2) 0.0119(5) Uani 1 1 d . . . . .
O4 O -0.0914(3) 0.3789(2) -0.07017(19) 0.0107(5) Uani 1 1 d . . . . .
O5 O -0.2467(3) 0.0092(2) -0.02158(19) 0.0127(5) Uani 1 1 d . . . . .
O6 O -0.4014(3) -0.3653(2) -0.0422(2) 0.0133(6) Uani 1 1 d . . . . .
O7 O -0.5716(3) -0.3737(2) 0.0547(2) 0.0154(6) Uani 1 1 d . . . . .
O8 O -0.6336(3) -0.0688(2) 0.28610(19) 0.0112(5) Uani 1 1 d . . . . .
O9 O -0.4676(3) 0.0520(3) 0.2847(2) 0.0206(7) Uani 1 1 d . . . . .
H9 H -0.5080 0.0754 0.3410 0.025 Uiso 1 1 calc GR . . . .
O10 O 0.2414(4) 0.0364(3) 0.5862(2) 0.0259(8) Uani 1 1 d . . . . .
H10A H 0.2508 -0.0219 0.6172 0.05(2) Uiso 1 1 d GR . . . .
H10B H 0.1677 0.0666 0.6018 0.05(2) Uiso 1 1 d GR . . . .
O11 O 0.0602(5) -0.2303(3) 0.2377(4) 0.0357(12) Uani 0.8 1 d . . P . .
H11A H 0.1340 -0.2652 0.2454 0.043 Uiso 0.8 1 d G . P . .
H11B H 0.0764 -0.1658 0.2499 0.043 Uiso 0.8 1 d G . P . .
O12 O -0.1786(6) -0.2229(4) 0.3267(5) 0.0405(14) Uani 0.75 1 d . . P A 1
O12A O -0.140(2) -0.1728(16) 0.2880(13) 0.051(5) Uani 0.25 1 d . . P B 2
C1 C 0.1103(4) 0.0649(3) 0.2386(3) 0.0095(7) Uani 1 1 d . . . . .
C2 C 0.0255(4) 0.1029(3) 0.1520(3) 0.0101(7) Uani 1 1 d . . . . .
C3 C 0.0493(4) 0.2023(3) 0.1142(3) 0.0086(7) Uani 1 1 d . . . . .
H3 H 0.1176 0.2450 0.1423 0.010 Uiso 1 1 calc R . . . .
C4 C -0.0298(4) 0.2369(3) 0.0341(3) 0.0080(7) Uani 1 1 d . . . . .
C5 C -0.1322(4) 0.1730(3) -0.0092(3) 0.0092(7) Uani 1 1 d . . . . .
H5 H -0.1861 0.1969 -0.0620 0.011 Uiso 1 1 calc R . . . .
C6 C -0.1522(4) 0.0730(3) 0.0279(3) 0.0080(7) Uani 1 1 d . . . . .
C7 C -0.0752(4) 0.0383(3) 0.1090(3) 0.0102(7) Uani 1 1 d . . . . .
H7 H -0.0909 -0.0279 0.1344 0.012 Uiso 1 1 calc R . . . .
C8 C -0.0019(4) 0.3428(3) -0.0081(3) 0.0073(7) Uani 1 1 d . . . . .
C9 C -0.3294(4) -0.0515(3) 0.0324(3) 0.0089(7) Uani 1 1 d . . . . .
C10 C -0.3586(4) -0.1535(3) 0.0008(3) 0.0094(7) Uani 1 1 d . . . . .
H10 H -0.3183 -0.1801 -0.0526 0.011 Uiso 1 1 calc R . . . .
C11 C -0.4483(4) -0.2151(3) 0.0497(3) 0.0092(7) Uani 1 1 d . . . . .
C12 C -0.5088(4) -0.1760(3) 0.1308(3) 0.0084(7) Uani 1 1 d . . . . .
H12 H -0.5702 -0.2166 0.1630 0.010 Uiso 1 1 calc R . . . .
C13 C -0.4747(4) -0.0745(3) 0.1620(3) 0.0093(7) Uani 1 1 d . . . . .
C14 C -0.3858(4) -0.0125(3) 0.1131(3) 0.0101(7) Uani 1 1 d . . . . .
H14 H -0.3644 0.0551 0.1346 0.012 Uiso 1 1 calc R . . . .
C15 C -0.4760(4) -0.3268(3) 0.0181(3) 0.0099(7) Uani 1 1 d . . . . .
C16 C -0.5348(4) -0.0312(3) 0.2493(3) 0.0111(7) 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
Dy1 O1 2.372(3) . ?
Dy1 O2 2.495(3) . ?
Dy1 O3 2.333(3) 2_545 ?
Dy1 O4 2.317(3) 4_666 ?
Dy1 O6 2.262(3) 4_656 ?
Dy1 O7 2.248(3) 2_455 ?
Dy1 O8 2.513(3) 1_655 ?
Dy1 O10 2.393(3) . ?
Dy1 C1 2.786(4) . ?
O1 C1 1.270(5) . ?
O2 C1 1.260(5) . ?
O3 Dy1 2.333(3) 2 ?
O3 C8 1.233(5) . ?
O4 Dy1 2.317(3) 4_565 ?
O4 C8 1.277(5) . ?
O5 C6 1.382(5) . ?
O5 C9 1.379(5) . ?
O6 Dy1 2.262(3) 4 ?
O6 C15 1.250(5) . ?
O7 Dy1 2.248(3) 2_445 ?
O7 C15 1.248(5) . ?
O8 Dy1 2.513(3) 1_455 ?
O8 C16 1.223(5) . ?
O9 H9 0.9501 . ?
O9 C16 1.326(5) . ?
O10 H10A 0.8596 . ?
O10 H10B 0.8597 . ?
O11 H11A 0.8497 . ?
O11 H11B 0.8503 . ?
C1 C2 1.500(5) . ?
C2 C3 1.396(5) . ?
C2 C7 1.390(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.388(5) . ?
C4 C5 1.398(5) . ?
C4 C8 1.502(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.392(5) . ?
C6 C7 1.389(5) . ?
C7 H7 0.9300 . ?
C9 C10 1.393(5) . ?
C9 C14 1.378(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.390(5) . ?
C11 C12 1.402(5) . ?
C11 C15 1.506(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.396(5) . ?
C13 C14 1.388(5) . ?
C13 C16 1.492(5) . ?
C14 H14 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
O1 Dy1 O2 53.73(9) . . ?
O1 Dy1 O8 72.68(9) . 1_655 ?
O1 Dy1 O10 144.50(11) . . ?
O1 Dy1 C1 27.00(10) . . ?
O2 Dy1 O8 69.02(9) . 1_655 ?
O2 Dy1 C1 26.89(10) . . ?
O3 Dy1 O1 128.90(9) 2_545 . ?
O3 Dy1 O2 134.68(10) 2_545 . ?
O3 Dy1 O8 70.54(9) 2_545 1_655 ?
O3 Dy1 O10 74.12(10) 2_545 . ?
O3 Dy1 C1 140.38(10) 2_545 . ?
O4 Dy1 O1 125.24(9) 4_666 . ?
O4 Dy1 O2 72.23(9) 4_666 . ?
O4 Dy1 O3 82.28(10) 4_666 2_545 ?
O4 Dy1 O8 81.24(9) 4_666 1_655 ?
O4 Dy1 O10 79.48(11) 4_666 . ?
O4 Dy1 C1 99.04(10) 4_666 . ?
O6 Dy1 O1 77.07(10) 4_656 . ?
O6 Dy1 O2 130.53(10) 4_656 . ?
O6 Dy1 O3 78.66(10) 4_656 2_545 ?
O6 Dy1 O4 157.16(10) 4_656 4_666 ?
O6 Dy1 O8 103.85(9) 4_656 1_655 ?
O6 Dy1 O10 83.28(11) 4_656 . ?
O6 Dy1 C1 103.65(11) 4_656 . ?
O7 Dy1 O1 80.36(10) 2_455 . ?
O7 Dy1 O2 73.60(10) 2_455 . ?
O7 Dy1 O3 146.35(10) 2_455 2_545 ?
O7 Dy1 O4 93.56(10) 2_455 4_666 ?
O7 Dy1 O6 95.35(10) 2_455 4_656 ?
O7 Dy1 O8 142.06(9) 2_455 1_655 ?
O7 Dy1 O10 72.30(11) 2_455 . ?
O7 Dy1 C1 73.26(11) 2_455 . ?
O8 Dy1 C1 70.57(10) 1_655 . ?
O10 Dy1 O2 133.60(10) . . ?
O10 Dy1 O8 141.55(10) . 1_655 ?
O10 Dy1 C1 145.35(11) . . ?
C1 O1 Dy1 95.0(2) . . ?
C1 O2 Dy1 89.5(2) . . ?
C8 O3 Dy1 165.1(3) . 2 ?
C8 O4 Dy1 140.6(2) . 4_565 ?
C9 O5 C6 117.1(3) . . ?
C15 O6 Dy1 146.8(3) . 4 ?
C15 O7 Dy1 161.1(3) . 2_445 ?
C16 O8 Dy1 129.9(3) . 1_455 ?
C16 O9 H9 109.5 . . ?
Dy1 O10 H10A 109.9 . . ?
Dy1 O10 H10B 109.6 . . ?
H10A O10 H10B 108.9 . . ?
H11A O11 H11B 109.4 . . ?
O1 C1 Dy1 57.99(19) . . ?
O1 C1 C2 119.0(3) . . ?
O2 C1 Dy1 63.6(2) . . ?
O2 C1 O1 121.0(4) . . ?
O2 C1 C2 120.0(3) . . ?
C2 C1 Dy1 170.0(3) . . ?
C3 C2 C1 119.9(4) . . ?
C7 C2 C1 119.8(3) . . ?
C7 C2 C3 120.2(4) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.6(4) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 120.7(3) . . ?
C3 C4 C8 119.5(3) . . ?
C5 C4 C8 119.8(3) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 C4 119.1(4) . . ?
C6 C5 H5 120.5 . . ?
O5 C6 C5 117.2(3) . . ?
O5 C6 C7 122.0(3) . . ?
C7 C6 C5 120.7(4) . . ?
C2 C7 H7 120.1 . . ?
C6 C7 C2 119.7(3) . . ?
C6 C7 H7 120.1 . . ?
O3 C8 O4 123.8(3) . . ?
O3 C8 C4 119.2(3) . . ?
O4 C8 C4 116.9(3) . . ?
O5 C9 C10 117.7(3) . . ?
C14 C9 O5 121.7(3) . . ?
C14 C9 C10 120.6(4) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.6(3) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 C12 120.7(4) . . ?
C10 C11 C15 119.8(3) . . ?
C12 C11 C15 119.5(3) . . ?
C11 C12 H12 120.9 . . ?
C13 C12 C11 118.3(3) . . ?
C13 C12 H12 120.9 . . ?
C12 C13 C16 119.7(3) . . ?
C14 C13 C12 121.2(3) . . ?
C14 C13 C16 119.1(3) . . ?
C9 C14 C13 119.7(3) . . ?
C9 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
O6 C15 C11 117.6(3) . . ?
O7 C15 O6 125.1(4) . . ?
O7 C15 C11 117.3(3) . . ?
O8 C16 O9 123.0(4) . . ?
O8 C16 C13 124.4(4) . . ?
O9 C16 C13 112.6(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
Dy1 O1 C1 O2 8.8(4) . . . . ?
Dy1 O1 C1 C2 -168.9(3) . . . . ?
Dy1 O2 C1 O1 -8.4(4) . . . . ?
Dy1 O2 C1 C2 169.4(3) . . . . ?
Dy1 O3 C8 O4 73.0(11) 2 . . . ?
Dy1 O3 C8 C4 -109.1(10) 2 . . . ?
Dy1 O4 C8 O3 -81.5(5) 4_565 . . . ?
Dy1 O4 C8 C4 100.6(4) 4_565 . . . ?
Dy1 O6 C15 O7 -47.9(7) 4 . . . ?
Dy1 O6 C15 C11 131.8(4) 4 . . . ?
Dy1 O7 C15 O6 -9.1(12) 2_445 . . . ?
Dy1 O7 C15 C11 171.1(7) 2_445 . . . ?
Dy1 O8 C16 O9 11.1(6) 1_455 . . . ?
Dy1 O8 C16 C13 -170.4(3) 1_455 . . . ?
O1 C1 C2 C3 172.0(3) . . . . ?
O1 C1 C2 C7 -9.0(5) . . . . ?
O2 C1 C2 C3 -5.8(5) . . . . ?
O2 C1 C2 C7 173.2(3) . . . . ?
O5 C6 C7 C2 175.3(3) . . . . ?
O5 C9 C10 C11 -176.1(3) . . . . ?
O5 C9 C14 C13 176.4(3) . . . . ?
C1 C2 C3 C4 -179.9(3) . . . . ?
C1 C2 C7 C6 -179.0(3) . . . . ?
C2 C3 C4 C5 -0.4(6) . . . . ?
C2 C3 C4 C8 -178.5(3) . . . . ?
C3 C2 C7 C6 0.0(6) . . . . ?
C3 C4 C5 C6 -1.3(6) . . . . ?
C3 C4 C8 O3 14.1(5) . . . . ?
C3 C4 C8 O4 -167.9(3) . . . . ?
C4 C5 C6 O5 -174.8(3) . . . . ?
C4 C5 C6 C7 2.3(6) . . . . ?
C5 C4 C8 O3 -164.1(3) . . . . ?
C5 C4 C8 O4 14.0(5) . . . . ?
C5 C6 C7 C2 -1.7(6) . . . . ?
C6 O5 C9 C10 -140.7(4) . . . . ?
C6 O5 C9 C14 41.5(5) . . . . ?
C7 C2 C3 C4 1.0(6) . . . . ?
C8 C4 C5 C6 176.8(3) . . . . ?
C9 O5 C6 C5 -140.3(4) . . . . ?
C9 O5 C6 C7 42.6(5) . . . . ?
C9 C10 C11 C12 -0.5(6) . . . . ?
C9 C10 C11 C15 -177.7(3) . . . . ?
C10 C9 C14 C13 -1.4(6) . . . . ?
C10 C11 C12 C13 -1.2(6) . . . . ?
C10 C11 C15 O6 10.6(6) . . . . ?
C10 C11 C15 O7 -169.7(4) . . . . ?
C11 C12 C13 C14 1.6(6) . . . . ?
C11 C12 C13 C16 -178.7(4) . . . . ?
C12 C11 C15 O6 -166.7(4) . . . . ?
C12 C11 C15 O7 13.1(6) . . . . ?
C12 C13 C14 C9 -0.3(6) . . . . ?
C12 C13 C16 O8 -15.4(6) . . . . ?
C12 C13 C16 O9 163.2(4) . . . . ?
C14 C9 C10 C11 1.8(6) . . . . ?
C14 C13 C16 O8 164.3(4) . . . . ?
C14 C13 C16 O9 -17.1(5) . . . . ?
C15 C11 C12 C13 176.1(3) . . . . ?
C16 C13 C14 C9 180.0(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_s16lkc17-Cpd-6
_database_code_depnum_ccdc_archive 'CCDC 1586994'
_audit_update_record             
;
2017-11-21 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;
_audit_creation_date             2017-11-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C16 H9 Er O10, 0.8(H2 O), O'
_chemical_formula_sum            'C16 H12.60 Er O11.80'
_chemical_formula_weight         560.92
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Er Er -9.4367 3.9380 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.76631(17)
_cell_length_b                   12.7056(2)
_cell_length_c                   13.9075(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.7181(16)
_cell_angle_gamma                90
_cell_volume                     1722.10(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2824
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      72.2220
_cell_measurement_theta_min      5.7050
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    9.694
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_correction_T_min  0.898
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.163
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1084
_exptl_crystal_size_max          0.111
_exptl_crystal_size_mid          0.046
_exptl_crystal_size_min          0.019
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5971
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.649
_diffrn_reflns_theta_min         4.719
_diffrn_ambient_temperature      150.01(10)
_diffrn_detector_area_resol_mean 8.1150
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2867
_reflns_number_total             3336
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.657
_refine_diff_density_min         -0.639
_refine_diff_density_rms         0.125
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         3336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0311
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0377P)²+1.5920P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0749
_refine_ls_wR_factor_ref         0.0792
_refine_special_details          
;
The asymmetric unit comprises one lanthanide centre, 
one triply deprotonated tetracarboxylic acid, one 
water ligand and 1.8 lattice waters.
The lattice water (80% occupancy) based on O11 is 
ordered over 2 proximate sites in a 80:20 ratio. 
The hydrogen atoms pertaining to this disordered 
water could not be reliably located and hence were 
omitted from the refinement. However, O...O distances 
in a typical radius around O11/O11A suggest the 
possibility of hydrogen bonding.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Others
 Fixed Sof: O12(0.8) H12A(0.8) H12B(0.8) O11(0.8) O11A(0.2)
3.a Free rotating group:
 O12(H12A,H12B)
3.b Rotating group:
 O10(H10A,H10B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C10(H10), C12(H12), C14(H14)
3.d Idealised tetrahedral OH refined as rotating group:
 O6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Er1 Er 1.22832(2) 0.49663(2) 0.41730(2) 0.00581(9) Uani 1 1 d . . . . .
O1 O 1.2113(3) 0.3807(2) 0.27351(18) 0.0097(5) Uani 1 1 d . . . . .
O2 O 1.0777(3) 0.5199(2) 0.2797(2) 0.0114(5) Uani 1 1 d . . . . .
O3 O 1.1067(3) 0.1106(2) 0.01704(19) 0.0115(5) Uani 1 1 d . . . . .
O4 O 0.9078(3) 0.1205(2) -0.06917(18) 0.0093(5) Uani 1 1 d . . . . .
O5 O 0.7537(3) 0.4909(2) -0.02156(19) 0.0106(5) Uani 1 1 d . . . . .
O6 O 0.5315(3) 0.4482(2) 0.2849(2) 0.0189(6) Uani 1 1 d . . . . .
H6 H 0.4953 0.4269 0.3345 0.028 Uiso 1 1 calc GR . . . .
O7 O 0.3646(3) 0.5686(2) 0.28662(18) 0.0098(5) Uani 1 1 d . . . . .
O8 O 0.5997(3) 0.8662(2) -0.0422(2) 0.0123(5) Uani 1 1 d . . . . .
O9 O 0.4278(3) 0.8744(2) 0.0545(2) 0.0134(6) Uani 1 1 d . . . . .
O10 O 1.2402(3) 0.4658(3) 0.5858(2) 0.0225(7) Uani 1 1 d . . . . .
H10A H 1.3242 0.4728 0.6105 0.034 Uiso 1 1 d GR . . . .
H10B H 1.2127 0.4019 0.5979 0.034 Uiso 1 1 d GR . . . .
C1 C 1.1106(4) 0.4343(3) 0.2397(3) 0.0099(7) Uani 1 1 d . . . . .
C2 C 1.0261(4) 0.3965(3) 0.1531(3) 0.0080(7) Uani 1 1 d . . . . .
C3 C 1.0496(4) 0.2977(3) 0.1150(3) 0.0083(7) Uani 1 1 d . . . . .
H3 H 1.1197 0.2540 0.1438 0.010 Uiso 1 1 calc R . . . .
C4 C 0.9703(4) 0.2629(3) 0.0348(3) 0.0081(7) Uani 1 1 d . . . . .
C5 C 0.8678(4) 0.3273(3) -0.0085(3) 0.0083(7) Uani 1 1 d . . . . .
H5 H 0.8123 0.3033 -0.0627 0.010 Uiso 1 1 calc R . . . .
C6 C 0.8490(4) 0.4264(3) 0.0290(3) 0.0078(7) Uani 1 1 d . . . . .
C7 C 0.9256(4) 0.4622(3) 0.1094(3) 0.0090(7) Uani 1 1 d . . . . .
H7 H 0.9101 0.5303 0.1347 0.011 Uiso 1 1 calc R . . . .
C8 C 0.9970(4) 0.1568(3) -0.0071(2) 0.0070(7) Uani 1 1 d . . . . .
C9 C 0.6708(4) 0.5522(3) 0.0323(3) 0.0088(7) Uani 1 1 d . . . . .
C10 C 0.6409(4) 0.6538(3) 0.0006(3) 0.0088(7) Uani 1 1 d . . . . .
H10 H 0.6816 0.6808 -0.0545 0.011 Uiso 1 1 calc R . . . .
C11 C 0.5513(4) 0.7157(3) 0.0499(3) 0.0077(7) Uani 1 1 d . . . . .
C12 C 0.4910(4) 0.6765(3) 0.1311(3) 0.0077(7) Uani 1 1 d . . . . .
H12 H 0.4284 0.7183 0.1640 0.009 Uiso 1 1 calc R . . . .
C13 C 0.5241(4) 0.5754(3) 0.1631(3) 0.0086(7) Uani 1 1 d . . . . .
C14 C 0.6139(4) 0.5127(3) 0.1139(3) 0.0096(7) Uani 1 1 d . . . . .
H14 H 0.6358 0.4436 0.1360 0.012 Uiso 1 1 calc R . . . .
C15 C 0.5242(4) 0.8274(3) 0.0182(3) 0.0092(7) Uani 1 1 d . . . . .
C16 C 0.4643(4) 0.5314(3) 0.2500(3) 0.0093(7) Uani 1 1 d . . . . .
O12 O 0.4403(5) 0.2300(3) 0.2634(3) 0.0272(10) Uani 0.8 1 d . . P . .
H12A H 0.3803 0.2736 0.2370 0.041 Uiso 0.8 1 d G . P . .
H12B H 0.4098 0.1659 0.2566 0.041 Uiso 0.8 1 d G . P . .
O11 O 0.8209(5) 0.7208(4) 0.3262(4) 0.0399(12) Uani 0.8 1 d . . P A 1
O11A O 0.862(2) 0.6760(19) 0.2876(15) 0.046(5) Uani 0.2 1 d . . P B 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
Er1 O1 2.481(3) . ?
Er1 O2 2.355(3) . ?
Er1 O3 2.310(3) 2_755 ?
Er1 O4 2.298(3) 4_666 ?
Er1 O7 2.495(2) 1_655 ?
Er1 O8 2.242(3) 4_676 ?
Er1 O9 2.229(3) 2_645 ?
Er1 O10 2.372(3) . ?
Er1 C1 2.772(4) . ?
O1 C1 1.262(5) . ?
O2 C1 1.272(5) . ?
O3 Er1 2.310(3) 2_745 ?
O3 C8 1.249(4) . ?
O4 Er1 2.298(3) 4_565 ?
O4 C8 1.272(4) . ?
O5 C6 1.396(4) . ?
O5 C9 1.379(4) . ?
O6 H6 0.8400 . ?
O6 C16 1.320(5) . ?
O7 Er1 2.495(2) 1_455 ?
O7 C16 1.222(5) . ?
O8 Er1 2.242(3) 4_575 ?
O8 C15 1.254(5) . ?
O9 Er1 2.229(3) 2_655 ?
O9 C15 1.249(5) . ?
O10 H10A 0.8738 . ?
O10 H10B 0.8747 . ?
C1 C2 1.494(5) . ?
C2 C3 1.387(5) . ?
C2 C7 1.396(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(5) . ?
C4 C5 1.398(5) . ?
C4 C8 1.498(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.380(5) . ?
C6 C7 1.381(5) . ?
C7 H7 0.9500 . ?
C9 C10 1.388(5) . ?
C9 C14 1.389(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(5) . ?
C11 C12 1.399(5) . ?
C11 C15 1.504(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.390(5) . ?
C13 C14 1.396(5) . ?
C13 C16 1.486(5) . ?
C14 H14 0.9500 . ?
O12 H12A 0.8703 . ?
O12 H12B 0.8697 . ?

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 Er1 O7 69.00(9) . 1_655 ?
O1 Er1 C1 27.08(10) . . ?
O2 Er1 O1 54.11(9) . . ?
O2 Er1 O7 72.34(9) . 1_655 ?
O2 Er1 O10 144.24(11) . . ?
O2 Er1 C1 27.21(10) . . ?
O3 Er1 O1 134.40(9) 2_755 . ?
O3 Er1 O2 128.72(9) 2_755 . ?
O3 Er1 O7 70.55(9) 2_755 1_655 ?
O3 Er1 O10 74.03(10) 2_755 . ?
O3 Er1 C1 140.34(10) 2_755 . ?
O4 Er1 O1 72.08(9) 4_666 . ?
O4 Er1 O2 125.49(9) 4_666 . ?
O4 Er1 O3 82.23(9) 4_666 2_755 ?
O4 Er1 O7 81.78(9) 4_666 1_655 ?
O4 Er1 O10 79.86(11) 4_666 . ?
O4 Er1 C1 99.09(10) 4_666 . ?
O7 Er1 C1 70.46(10) 1_655 . ?
O8 Er1 O1 130.92(9) 4_676 . ?
O8 Er1 O2 77.06(10) 4_676 . ?
O8 Er1 O3 78.53(10) 4_676 2_755 ?
O8 Er1 O4 156.92(10) 4_676 4_666 ?
O8 Er1 O7 103.42(9) 4_676 1_655 ?
O8 Er1 O10 82.66(11) 4_676 . ?
O8 Er1 C1 103.85(11) 4_676 . ?
O9 Er1 O1 73.57(9) 2_645 . ?
O9 Er1 O2 80.36(10) 2_645 . ?
O9 Er1 O3 146.57(10) 2_645 2_755 ?
O9 Er1 O4 93.49(10) 2_645 4_666 ?
O9 Er1 O7 141.91(9) 2_645 1_655 ?
O9 Er1 O8 95.56(10) 2_645 4_676 ?
O9 Er1 O10 72.58(10) 2_645 . ?
O9 Er1 C1 73.08(10) 2_645 . ?
O10 Er1 O1 134.01(10) . . ?
O10 Er1 O7 141.85(10) . 1_655 ?
O10 Er1 C1 145.51(11) . . ?
C1 O1 Er1 89.4(2) . . ?
C1 O2 Er1 95.0(2) . . ?
C8 O3 Er1 164.9(3) . 2_745 ?
C8 O4 Er1 140.8(2) . 4_565 ?
C9 O5 C6 117.0(3) . . ?
C16 O6 H6 109.5 . . ?
C16 O7 Er1 129.7(2) . 1_455 ?
C15 O8 Er1 146.9(3) . 4_575 ?
C15 O9 Er1 161.2(3) . 2_655 ?
Er1 O10 H10A 110.8 . . ?
Er1 O10 H10B 110.4 . . ?
H10A O10 H10B 108.1 . . ?
O1 C1 Er1 63.49(19) . . ?
O1 C1 O2 120.7(3) . . ?
O1 C1 C2 120.2(3) . . ?
O2 C1 Er1 57.83(19) . . ?
O2 C1 C2 119.0(3) . . ?
C2 C1 Er1 170.2(3) . . ?
C3 C2 C1 120.1(3) . . ?
C3 C2 C7 120.3(3) . . ?
C7 C2 C1 119.6(3) . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.8(3) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 120.4(3) . . ?
C3 C4 C8 119.8(3) . . ?
C5 C4 C8 119.8(3) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 C4 118.7(3) . . ?
C6 C5 H5 120.7 . . ?
C5 C6 O5 116.5(3) . . ?
C5 C6 C7 121.9(3) . . ?
C7 C6 O5 121.5(3) . . ?
C2 C7 H7 120.5 . . ?
C6 C7 C2 118.9(3) . . ?
C6 C7 H7 120.5 . . ?
O3 C8 O4 123.3(3) . . ?
O3 C8 C4 119.1(3) . . ?
O4 C8 C4 117.5(3) . . ?
O5 C9 C10 118.1(3) . . ?
O5 C9 C14 121.3(3) . . ?
C10 C9 C14 120.6(3) . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.7(3) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 C12 120.5(3) . . ?
C10 C11 C15 119.6(3) . . ?
C12 C11 C15 119.9(3) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 C11 119.1(3) . . ?
C13 C12 H12 120.5 . . ?
C12 C13 C14 120.7(3) . . ?
C12 C13 C16 120.8(3) . . ?
C14 C13 C16 118.5(3) . . ?
C9 C14 C13 119.4(3) . . ?
C9 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
O8 C15 C11 117.8(3) . . ?
O9 C15 O8 125.1(4) . . ?
O9 C15 C11 117.1(3) . . ?
O6 C16 C13 112.8(3) . . ?
O7 C16 O6 123.2(3) . . ?
O7 C16 C13 124.0(3) . . ?
H12A O12 H12B 109.5 . . ?

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
O6 H6 O4 0.84 1.74 2.580(4) 175.0 4_566
O10 H10A O6 0.87 2.20 2.979(5) 148.4 3_766
O10 H10B O11 0.87 1.92 2.751(6) 157.5 3_766
O10 H10B O11A 0.87 2.05 2.75(2) 136.7 3_766
O12 H12A O1 0.87 2.22 2.955(5) 141.6 1_455
O12 H12B O2 0.87 1.93 2.739(5) 154.4 2_645

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
Er1 O1 C1 O2 8.8(3) . . . . ?
Er1 O1 C1 C2 -169.7(3) . . . . ?
Er1 O2 C1 O1 -9.3(4) . . . . ?
Er1 O2 C1 C2 169.3(3) . . . . ?
Er1 O3 C8 O4 -73.9(10) 2_745 . . . ?
Er1 O3 C8 C4 109.2(9) 2_745 . . . ?
Er1 O4 C8 O3 82.2(5) 4_565 . . . ?
Er1 O4 C8 C4 -100.9(4) 4_565 . . . ?
Er1 O7 C16 O6 -10.0(6) 1_455 . . . ?
Er1 O7 C16 C13 171.0(2) 1_455 . . . ?
Er1 O8 C15 O9 47.5(7) 4_575 . . . ?
Er1 O8 C15 C11 -132.3(4) 4_575 . . . ?
Er1 O9 C15 O8 8.6(11) 2_655 . . . ?
Er1 O9 C15 C11 -171.5(6) 2_655 . . . ?
O1 C1 C2 C3 6.2(5) . . . . ?
O1 C1 C2 C7 -172.3(3) . . . . ?
O2 C1 C2 C3 -172.3(3) . . . . ?
O2 C1 C2 C7 9.1(5) . . . . ?
O5 C6 C7 C2 -175.6(3) . . . . ?
O5 C9 C10 C11 176.3(3) . . . . ?
O5 C9 C14 C13 -176.3(3) . . . . ?
C1 C2 C3 C4 179.7(3) . . . . ?
C1 C2 C7 C6 179.5(3) . . . . ?
C2 C3 C4 C5 0.7(5) . . . . ?
C2 C3 C4 C8 179.1(3) . . . . ?
C3 C2 C7 C6 1.0(5) . . . . ?
C3 C4 C5 C6 1.1(5) . . . . ?
C3 C4 C8 O3 -15.0(5) . . . . ?
C3 C4 C8 O4 167.9(3) . . . . ?
C4 C5 C6 O5 174.7(3) . . . . ?
C4 C5 C6 C7 -1.9(6) . . . . ?
C5 C4 C8 O3 163.5(3) . . . . ?
C5 C4 C8 O4 -13.6(5) . . . . ?
C5 C6 C7 C2 0.9(6) . . . . ?
C6 O5 C9 C10 141.1(3) . . . . ?
C6 O5 C9 C14 -41.5(5) . . . . ?
C7 C2 C3 C4 -1.8(5) . . . . ?
C8 C4 C5 C6 -177.3(3) . . . . ?
C9 O5 C6 C5 140.5(3) . . . . ?
C9 O5 C6 C7 -42.8(5) . . . . ?
C9 C10 C11 C12 0.0(6) . . . . ?
C9 C10 C11 C15 177.2(3) . . . . ?
C10 C9 C14 C13 1.1(6) . . . . ?
C10 C11 C12 C13 1.3(5) . . . . ?
C10 C11 C15 O8 -11.0(5) . . . . ?
C10 C11 C15 O9 169.1(3) . . . . ?
C11 C12 C13 C14 -1.4(5) . . . . ?
C11 C12 C13 C16 178.9(3) . . . . ?
C12 C11 C15 O8 166.2(3) . . . . ?
C12 C11 C15 O9 -13.7(5) . . . . ?
C12 C13 C14 C9 0.2(6) . . . . ?
C12 C13 C16 O6 -163.3(3) . . . . ?
C12 C13 C16 O7 15.7(6) . . . . ?
C14 C9 C10 C11 -1.2(6) . . . . ?
C14 C13 C16 O6 17.0(5) . . . . ?
C14 C13 C16 O7 -163.9(4) . . . . ?
C15 C11 C12 C13 -175.9(3) . . . . ?
C16 C13 C14 C9 179.9(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_s16lkc18-Cpd-3
_database_code_depnum_ccdc_archive 'CCDC 1586991'
_audit_update_record             
;
2017-11-21 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;
_audit_creation_date             2017-11-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C16 H9 Gd O10, H2 O, O'
_chemical_formula_sum            'C16 H13 Gd O12'
_chemical_formula_weight         554.51
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -8.8380 11.9157 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.8450(5)
_cell_length_b                   12.7548(6)
_cell_length_c                   13.9951(8)
_cell_angle_alpha                90
_cell_angle_beta                 93.753(5)
_cell_angle_gamma                90
_cell_volume                     1753.62(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3535
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      72.4560
_cell_measurement_theta_min      5.3050
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    25.113
_exptl_absorpt_correction_T_max  0.708
_exptl_absorpt_correction_T_min  0.297
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.

Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.100
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1076
_exptl_crystal_size_max          0.078
_exptl_crystal_size_mid          0.019
_exptl_crystal_size_min          0.015
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5691
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.850
_diffrn_reflns_theta_min         4.695
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector_area_resol_mean 8.1150
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4080
_reflns_number_total             5691
_reflns_special_details          
;
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.829
_refine_diff_density_min         -0.596
_refine_diff_density_rms         0.120
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.892
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         5691
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0282
_refine_ls_restrained_S_all      0.892
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0436P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0695
_refine_ls_wR_factor_ref         0.0718
_refine_special_details          
;
The asymmetric unit comprises one lanthanide centre, 
one triply deprotonated tetracarboxylic acid, one water 
ligand and 2 lattice waters.
The lattice water (80% occupancy) based on O11 is ordered. 
O12 (lattice water) is disordered over 2 proximate sites in 
a 80:20 ratio. However, the hydrogen atoms pertaining to 
this disordered water could not be reliably located and 
hence were omitted from the refinement. However, O...O 
distances in a typical radius around O12/O12A suggest 
the possibility of hydrogen bonding.
Data were integrated to take account of twinning which 
manifested itself as a 180o rotation about the 1,0,0 
reciprocal direction. The twin fractions are in a 75:25 ratio.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.7458(6)
 0.2542(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All O(H) groups
 At 1.5 times of:
  All O(H,H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(C4) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.001
4. Others
 Fixed Sof: O12(0.8) O12A(0.2)
5.a Free rotating group:
 O11(H11A,H11B)
5.b Rotating group:
 O10(H10A,H10B)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C10(H10), C12(H12), C14(H14)
5.d Idealised tetrahedral OH refined as rotating group:
 O9(H9)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Gd1 Gd 0.22782(2) 0.00279(3) 0.41613(2) 0.00665(8) Uani 1 1 d . . . . .
O1 O 0.0773(4) -0.0205(3) 0.2759(3) 0.0134(8) Uani 1 1 d . . . . .
O2 O 0.2090(4) 0.1186(3) 0.2704(2) 0.0117(7) Uani 1 1 d . . . . .
O3 O 0.1065(4) 0.3870(3) 0.0152(3) 0.0125(7) Uani 1 1 d . . . . .
O4 O -0.0899(4) 0.3781(3) -0.0710(3) 0.0098(7) Uani 1 1 d . . . . .
O5 O -0.2477(4) 0.0100(3) -0.0215(2) 0.0120(7) Uani 1 1 d . . . . .
O6 O -0.4026(4) -0.3638(3) -0.0422(3) 0.0126(8) Uani 1 1 d . . . . .
O7 O -0.5698(4) -0.3718(3) 0.0563(3) 0.0154(9) Uani 1 1 d . . . . .
O8 O -0.6322(4) -0.0682(3) 0.2855(2) 0.0112(7) Uani 1 1 d . . . . .
O9 O -0.4655(4) 0.0513(3) 0.2854(3) 0.0202(9) Uani 1 1 d . . . . .
H9 H -0.5181 0.0854 0.3307 0.024 Uiso 1 1 calc GR . . . .
O10 O 0.2406(5) 0.0375(3) 0.5867(3) 0.0227(10) Uani 1 1 d . . . . .
H10A H 0.3192 0.0112 0.6178 0.06(3) Uiso 1 1 d GR . . . .
H10B H 0.1689 0.0078 0.6173 0.12(5) Uiso 1 1 d GR . . . .
O11 O 0.0624(8) -0.2326(5) 0.2379(5) 0.0553(18) Uani 1 1 d . . . . .
H11A H 0.1049 -0.1747 0.2439 0.083 Uiso 1 1 d G . . . .
H11B H -0.0087 -0.2302 0.2693 0.083 Uiso 1 1 d G . . . .
O12 O -0.1783(8) -0.2227(5) 0.3264(5) 0.0403(17) Uani 0.8 1 d . . P A 1
C1 C 0.1103(5) 0.0651(4) 0.2361(4) 0.0100(10) Uani 1 1 d . . . . .
C2 C 0.0257(5) 0.1033(4) 0.1508(4) 0.0092(10) Uani 1 1 d . . . . .
C3 C 0.0492(5) 0.2016(4) 0.1128(3) 0.0099(10) Uani 1 1 d . . . . .
H3 H 0.1177 0.2443 0.1403 0.012 Uiso 1 1 calc R . . . .
C4 C -0.0311(5) 0.2360(4) 0.0329(4) 0.0083(9) Uani 1 1 d . U . . .
C5 C -0.1317(5) 0.1733(4) -0.0094(3) 0.0097(10) Uani 1 1 d . . . . .
H5 H -0.1852 0.1971 -0.0623 0.012 Uiso 1 1 calc R . . . .
C6 C -0.1525(5) 0.0736(4) 0.0280(3) 0.0085(9) Uani 1 1 d . . . . .
C7 C -0.0749(5) 0.0380(4) 0.1075(3) 0.0091(10) Uani 1 1 d . . . . .
H7 H -0.0894 -0.0286 0.1319 0.011 Uiso 1 1 calc R . . . .
C8 C -0.0020(7) 0.3416(4) -0.0096(4) 0.0077(9) Uani 1 1 d . . . . .
C9 C -0.3292(5) -0.0506(4) 0.0326(4) 0.0104(10) Uani 1 1 d . . . . .
C10 C -0.3590(6) -0.1522(4) 0.0009(3) 0.0112(10) Uani 1 1 d . . . . .
H10 H -0.3196 -0.1787 -0.0527 0.013 Uiso 1 1 calc R . . . .
C11 C -0.4483(5) -0.2137(4) 0.0500(4) 0.0097(10) Uani 1 1 d . . . . .
C12 C -0.5064(5) -0.1750(4) 0.1310(3) 0.0092(10) Uani 1 1 d . . . . .
H12 H -0.5666 -0.2158 0.1635 0.011 Uiso 1 1 calc R . . . .
C13 C -0.4727(5) -0.0738(4) 0.1627(3) 0.0093(10) Uani 1 1 d . . . . .
C14 C -0.3851(5) -0.0111(4) 0.1136(3) 0.0106(9) Uani 1 1 d . . . . .
H14 H -0.3643 0.0565 0.1348 0.013 Uiso 1 1 calc R . . . .
C15 C -0.4757(5) -0.3249(4) 0.0183(3) 0.0092(10) Uani 1 1 d . . . . .
C16 C -0.5337(6) -0.0304(4) 0.2489(4) 0.0127(11) Uani 1 1 d . . . . .
O12A O -0.149(3) -0.177(3) 0.2871(19) 0.044(7) Uani 0.2 1 d . . P B 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 O1 2.399(4) . ?
Gd1 O2 2.515(3) . ?
Gd1 O3 2.358(4) 2_545 ?
Gd1 O4 2.350(4) 4_666 ?
Gd1 O6 2.287(4) 4_656 ?
Gd1 O7 2.281(4) 2_455 ?
Gd1 O8 2.528(3) 1_655 ?
Gd1 O10 2.422(4) . ?
Gd1 C1 2.817(5) . ?
O1 C1 1.277(6) . ?
O2 C1 1.257(6) . ?
O3 Gd1 2.358(4) 2 ?
O3 C8 1.244(7) . ?
O4 Gd1 2.350(3) 4_565 ?
O4 C8 1.267(7) . ?
O5 C6 1.390(6) . ?
O5 C9 1.376(6) . ?
O6 Gd1 2.287(4) 4 ?
O6 C15 1.249(6) . ?
O7 Gd1 2.281(4) 2_445 ?
O7 C15 1.251(6) . ?
O8 Gd1 2.528(3) 1_455 ?
O8 C16 1.225(7) . ?
O9 H9 0.9501 . ?
O9 C16 1.324(6) . ?
O10 H10A 0.9259 . ?
O10 H10B 0.9298 . ?
O11 H11A 0.8494 . ?
O11 H11B 0.8506 . ?
C1 C2 1.492(7) . ?
C2 C3 1.387(7) . ?
C2 C7 1.401(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.397(7) . ?
C4 C5 1.376(7) . ?
C4 C8 1.508(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.396(6) . ?
C6 C7 1.383(7) . ?
C7 H7 0.9300 . ?
C9 C10 1.395(7) . ?
C9 C14 1.387(7) . ?
C10 H10 0.9300 . ?
C10 C11 1.394(7) . ?
C11 C12 1.393(7) . ?
C11 C15 1.505(7) . ?
C12 H12 0.9300 . ?
C12 C13 1.397(7) . ?
C13 C14 1.390(7) . ?
C13 C16 1.490(7) . ?
C14 H14 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
O1 Gd1 O2 53.18(11) . . ?
O1 Gd1 O8 72.59(13) . 1_655 ?
O1 Gd1 O10 144.90(14) . . ?
O1 Gd1 C1 26.84(13) . . ?
O2 Gd1 O8 68.81(12) . 1_655 ?
O2 Gd1 C1 26.50(13) . . ?
O3 Gd1 O1 129.01(12) 2_545 . ?
O3 Gd1 O2 135.28(13) 2_545 . ?
O3 Gd1 O8 71.04(12) 2_545 1_655 ?
O3 Gd1 O10 73.91(13) 2_545 . ?
O3 Gd1 C1 140.70(14) 2_545 . ?
O4 Gd1 O1 124.81(12) 4_666 . ?
O4 Gd1 O2 72.41(12) 4_666 . ?
O4 Gd1 O3 82.49(13) 4_666 2_545 ?
O4 Gd1 O8 80.64(12) 4_666 1_655 ?
O4 Gd1 O10 79.39(14) 4_666 . ?
O4 Gd1 C1 98.83(14) 4_666 . ?
O6 Gd1 O1 77.63(13) 4_656 . ?
O6 Gd1 O2 130.50(13) 4_656 . ?
O6 Gd1 O3 78.19(14) 4_656 2_545 ?
O6 Gd1 O4 157.00(13) 4_656 4_666 ?
O6 Gd1 O8 104.40(13) 4_656 1_655 ?
O6 Gd1 O10 83.34(15) 4_656 . ?
O6 Gd1 C1 104.02(15) 4_656 . ?
O7 Gd1 O1 80.43(14) 2_455 . ?
O7 Gd1 O2 73.19(13) 2_455 . ?
O7 Gd1 O3 146.22(13) 2_455 2_545 ?
O7 Gd1 O4 93.41(13) 2_455 4_666 ?
O7 Gd1 O6 95.73(13) 2_455 4_656 ?
O7 Gd1 O8 141.57(13) 2_455 1_655 ?
O7 Gd1 O10 72.38(14) 2_455 . ?
O7 Gd1 C1 73.08(14) 2_455 . ?
O8 Gd1 C1 70.47(13) 1_655 . ?
O10 Gd1 O2 133.47(13) . . ?
O10 Gd1 O8 141.47(13) . 1_655 ?
O10 Gd1 C1 145.23(13) . . ?
C1 O1 Gd1 95.2(3) . . ?
C1 O2 Gd1 90.3(3) . . ?
C8 O3 Gd1 164.4(4) . 2 ?
C8 O4 Gd1 140.7(3) . 4_565 ?
C9 O5 C6 116.9(4) . . ?
C15 O6 Gd1 147.1(4) . 4 ?
C15 O7 Gd1 160.0(4) . 2_445 ?
C16 O8 Gd1 130.2(3) . 1_455 ?
C16 O9 H9 109.5 . . ?
Gd1 O10 H10A 112.7 . . ?
Gd1 O10 H10B 112.8 . . ?
H10A O10 H10B 105.8 . . ?
H11A O11 H11B 109.6 . . ?
O1 C1 Gd1 58.0(2) . . ?
O1 C1 C2 119.0(5) . . ?
O2 C1 Gd1 63.2(3) . . ?
O2 C1 O1 120.6(5) . . ?
O2 C1 C2 120.3(5) . . ?
C2 C1 Gd1 169.3(4) . . ?
C3 C2 C1 120.2(5) . . ?
C3 C2 C7 120.2(5) . . ?
C7 C2 C1 119.5(5) . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.4(5) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C8 118.9(5) . . ?
C5 C4 C3 121.1(5) . . ?
C5 C4 C8 119.9(5) . . ?
C4 C5 H5 120.5 . . ?
C4 C5 C6 119.1(5) . . ?
C6 C5 H5 120.5 . . ?
O5 C6 C5 117.0(4) . . ?
C7 C6 O5 121.9(4) . . ?
C7 C6 C5 121.0(5) . . ?
C2 C7 H7 120.4 . . ?
C6 C7 C2 119.3(5) . . ?
C6 C7 H7 120.4 . . ?
O3 C8 O4 123.6(5) . . ?
O3 C8 C4 119.2(5) . . ?
O4 C8 C4 117.2(5) . . ?
O5 C9 C10 117.7(5) . . ?
O5 C9 C14 121.5(5) . . ?
C14 C9 C10 120.8(5) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 C9 119.5(5) . . ?
C11 C10 H10 120.3 . . ?
C10 C11 C15 119.4(5) . . ?
C12 C11 C10 120.5(5) . . ?
C12 C11 C15 120.0(5) . . ?
C11 C12 H12 120.5 . . ?
C11 C12 C13 119.0(5) . . ?
C13 C12 H12 120.5 . . ?
C12 C13 C16 120.0(5) . . ?
C14 C13 C12 121.1(5) . . ?
C14 C13 C16 118.8(5) . . ?
C9 C14 C13 119.1(5) . . ?
C9 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
O6 C15 O7 125.0(5) . . ?
O6 C15 C11 118.3(5) . . ?
O7 C15 C11 116.6(5) . . ?
O8 C16 O9 123.0(5) . . ?
O8 C16 C13 124.4(5) . . ?
O9 C16 C13 112.6(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
Gd1 O1 C1 O2 9.0(5) . . . . ?
Gd1 O1 C1 C2 -168.1(4) . . . . ?
Gd1 O2 C1 O1 -8.5(5) . . . . ?
Gd1 O2 C1 C2 168.6(4) . . . . ?
Gd1 O3 C8 O4 73.3(15) 2 . . . ?
Gd1 O3 C8 C4 -108.4(13) 2 . . . ?
Gd1 O4 C8 O3 -82.3(8) 4_565 . . . ?
Gd1 O4 C8 C4 99.3(5) 4_565 . . . ?
Gd1 O6 C15 O7 -47.7(9) 4 . . . ?
Gd1 O6 C15 C11 131.1(5) 4 . . . ?
Gd1 O7 C15 O6 -12.4(14) 2_445 . . . ?
Gd1 O7 C15 C11 168.8(9) 2_445 . . . ?
Gd1 O8 C16 O9 12.6(8) 1_455 . . . ?
Gd1 O8 C16 C13 -170.8(3) 1_455 . . . ?
Gd1 C1 C2 C3 102.1(19) . . . . ?
Gd1 C1 C2 C7 -80(2) . . . . ?
O1 C1 C2 C3 172.5(5) . . . . ?
O1 C1 C2 C7 -9.5(7) . . . . ?
O2 C1 C2 C3 -4.6(8) . . . . ?
O2 C1 C2 C7 173.4(5) . . . . ?
O5 C6 C7 C2 175.9(4) . . . . ?
O5 C9 C10 C11 -175.8(5) . . . . ?
O5 C9 C14 C13 176.5(5) . . . . ?
C1 C2 C3 C4 179.9(5) . . . . ?
C1 C2 C7 C6 -179.6(5) . . . . ?
C2 C3 C4 C5 -0.8(8) . . . . ?
C2 C3 C4 C8 -178.2(5) . . . . ?
C3 C2 C7 C6 -1.5(8) . . . . ?
C3 C4 C5 C6 -0.6(8) . . . . ?
C3 C4 C8 O3 13.3(8) . . . . ?
C3 C4 C8 O4 -168.2(5) . . . . ?
C4 C5 C6 O5 -175.0(4) . . . . ?
C4 C5 C6 C7 1.0(8) . . . . ?
C5 C4 C8 O3 -164.1(5) . . . . ?
C5 C4 C8 O4 14.3(8) . . . . ?
C5 C6 C7 C2 0.1(8) . . . . ?
C6 O5 C9 C10 -140.8(5) . . . . ?
C6 O5 C9 C14 42.1(7) . . . . ?
C7 C2 C3 C4 1.9(8) . . . . ?
C8 C4 C5 C6 176.8(5) . . . . ?
C9 O5 C6 C5 -141.1(5) . . . . ?
C9 O5 C6 C7 43.0(7) . . . . ?
C9 C10 C11 C12 -0.8(8) . . . . ?
C9 C10 C11 C15 -177.4(4) . . . . ?
C10 C9 C14 C13 -0.6(8) . . . . ?
C10 C11 C12 C13 -0.6(8) . . . . ?
C10 C11 C15 O6 10.4(7) . . . . ?
C10 C11 C15 O7 -170.7(5) . . . . ?
C11 C12 C13 C14 1.4(8) . . . . ?
C11 C12 C13 C16 179.8(5) . . . . ?
C12 C11 C15 O6 -166.2(5) . . . . ?
C12 C11 C15 O7 12.7(7) . . . . ?
C12 C13 C14 C9 -0.8(8) . . . . ?
C12 C13 C16 O8 -14.6(8) . . . . ?
C12 C13 C16 O9 162.2(5) . . . . ?
C14 C9 C10 C11 1.4(8) . . . . ?
C14 C13 C16 O8 163.8(5) . . . . ?
C14 C13 C16 O9 -19.3(7) . . . . ?
C15 C11 C12 C13 176.0(4) . . . . ?
C16 C13 C14 C9 -179.3(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.7458(6)
2 0.2542(6)

_twin_special_details            
;
Component 2 rotated by -179.8907° 
 around [1.00 0.00 -0.09] (reciprocal) or [1.00 0.00 0.00] (direct)
;
####################################################################### 
# 
# 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_s16lkc10-Cpd-4
_database_code_depnum_ccdc_archive 'CCDC 1586992'
_audit_update_record             
;
2017-11-21 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;
_audit_creation_date             2017-11-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C16 H9 O10 Tb, H2 O, O'
_chemical_formula_sum            'C16 H13 O12 Tb'
_chemical_formula_weight         556.18
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -9.1472 9.1891 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.8243(2)
_cell_length_b                   12.7350(3)
_cell_length_c                   13.9772(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.8140(19)
_cell_angle_gamma                90
_cell_volume                     1744.85(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3136
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      72.7740
_cell_measurement_theta_min      4.6890
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    20.585
_exptl_absorpt_correction_T_max  0.913
_exptl_absorpt_correction_T_min  0.765
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.117
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.079
_exptl_crystal_size_mid          0.054
_exptl_crystal_size_min          0.029
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0431
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7002
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.836
_diffrn_reflns_theta_min         4.702
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector_area_resol_mean 8.1150
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2881
_reflns_number_total             3383
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.541
_refine_diff_density_min         -0.557
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         3383
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.149
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0230P)²+4.8480P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0789
_refine_ls_wR_factor_ref         0.0824
_refine_special_details          
;
The asymmetric unit comprises one lanthanide centre, 
one triply deprotonated tetracarboxylic acid, one 
water ligand and 2 lattice waters.
O12 (lattice water) is disordered over 2 proximate 
sites in an 80:20 ratio. The associated ADPs were 
restrained to being similar in the final least-squares. 
However, the hydrogen atoms pertaining to this 
disordered water could not be reliably located and 
hence were omitted from the refinement. However, 
O...O distance in a typical radius around O12/O12A 
suggest the possibility of hydrogen bonding.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 O9-H9
 0.98 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
Uanis(O12A) = Uanis(O12)
4. Others
 Fixed Sof: O12(0.8) O12A(0.2)
5.a Free rotating group:
 O11(H11A,H11B)
5.b Rotating group:
 O10(H10A,H10B)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C10(H10), C12(H12), C14(H14)
5.d Idealised tetrahedral OH refined as rotating group:
 O9(H9)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Tb1 Tb 0.22802(3) 0.00314(2) 0.41649(2) 0.00726(9) Uani 1 1 d . . . . .
O1 O 0.0778(3) -0.0202(3) 0.2774(2) 0.0122(7) Uani 1 1 d . . . . .
O2 O 0.2105(3) 0.1192(3) 0.2714(2) 0.0113(7) Uani 1 1 d . . . . .
O3 O 0.1072(3) 0.3882(3) 0.0159(2) 0.0126(7) Uani 1 1 d . . . . .
O4 O -0.0905(3) 0.3786(3) -0.0702(2) 0.0109(7) Uani 1 1 d . . . . .
O5 O -0.2472(3) 0.0097(3) -0.0212(2) 0.0118(7) Uani 1 1 d . . . . .
O6 O -0.4018(4) -0.3643(3) -0.0422(3) 0.0149(7) Uani 1 1 d . . . . .
O7 O -0.5707(4) -0.3731(3) 0.0559(3) 0.0145(7) Uani 1 1 d . . . . .
O8 O -0.6328(3) -0.0690(3) 0.2860(2) 0.0112(7) Uani 1 1 d . . . . .
O9 O -0.4665(4) 0.0514(3) 0.2848(3) 0.0189(8) Uani 1 1 d D . . . .
H9 H -0.5088 0.0768 0.3394 0.028 Uiso 1 1 calc DGR . . . .
O10 O 0.2403(4) 0.0363(3) 0.5863(3) 0.0248(9) Uani 1 1 d . . . . .
H10A H 0.3150 0.0073 0.6139 0.037 Uiso 1 1 d GR . . . .
H10B H 0.2248 0.0889 0.6121 0.037 Uiso 1 1 d GR . . . .
O11 O 0.0600(6) -0.2303(4) 0.2375(4) 0.0487(14) Uani 1 1 d . . . . .
H11A H 0.1320 -0.2698 0.2349 0.073 Uiso 1 1 d G . . . .
H11B H 0.0850 -0.1656 0.2480 0.073 Uiso 1 1 d G . . . .
O12 O -0.1776(6) -0.2227(5) 0.3269(5) 0.0371(14) Uani 0.8 1 d . . P A 1
O12A O -0.140(3) -0.178(2) 0.2870(19) 0.0371(14) Uani 0.2 1 d . . P B 2
C1 C 0.1106(5) 0.0651(4) 0.2375(3) 0.0104(9) Uani 1 1 d . . . . .
C2 C 0.0260(5) 0.1035(4) 0.1514(3) 0.0098(9) Uani 1 1 d . . . . .
C3 C 0.0495(5) 0.2021(4) 0.1136(3) 0.0095(9) Uani 1 1 d . . . . .
H3 H 0.1193 0.2458 0.1421 0.011 Uiso 1 1 calc R . . . .
C4 C -0.0299(5) 0.2365(4) 0.0338(3) 0.0088(9) Uani 1 1 d . . . . .
C5 C -0.1316(5) 0.1727(4) -0.0094(3) 0.0093(9) Uani 1 1 d . . . . .
H5 H -0.1857 0.1965 -0.0640 0.011 Uiso 1 1 calc R . . . .
C6 C -0.1523(5) 0.0741(4) 0.0285(3) 0.0095(9) Uani 1 1 d . . . . .
C7 C -0.0753(5) 0.0387(4) 0.1084(3) 0.0094(9) Uani 1 1 d . . . . .
H7 H -0.0912 -0.0291 0.1338 0.011 Uiso 1 1 calc R . . . .
C8 C -0.0021(5) 0.3421(4) -0.0090(3) 0.0083(9) Uani 1 1 d . . . . .
C9 C -0.3296(5) -0.0511(4) 0.0327(3) 0.0094(9) Uani 1 1 d . . . . .
C10 C -0.3597(5) -0.1528(4) 0.0011(3) 0.0091(9) Uani 1 1 d . . . . .
H10 H -0.3199 -0.1798 -0.0539 0.011 Uiso 1 1 calc R . . . .
C11 C -0.4480(5) -0.2144(4) 0.0505(3) 0.0095(9) Uani 1 1 d . . . . .
C12 C -0.5068(5) -0.1757(4) 0.1308(3) 0.0108(9) Uani 1 1 d . . . . .
H12 H -0.5684 -0.2177 0.1639 0.013 Uiso 1 1 calc R . . . .
C13 C -0.4743(5) -0.0739(4) 0.1625(3) 0.0096(9) Uani 1 1 d . . . . .
C14 C -0.3852(5) -0.0120(4) 0.1135(3) 0.0110(9) Uani 1 1 d . . . . .
H14 H -0.3628 0.0569 0.1356 0.013 Uiso 1 1 calc R . . . .
C15 C -0.4752(5) -0.3257(4) 0.0186(3) 0.0099(9) Uani 1 1 d . . . . .
C16 C -0.5346(5) -0.0313(4) 0.2494(3) 0.0106(9) 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
Tb1 O1 2.380(3) . ?
Tb1 O2 2.506(3) . ?
Tb1 O3 2.335(3) 2_545 ?
Tb1 O4 2.332(3) 4_666 ?
Tb1 O6 2.277(3) 4_656 ?
Tb1 O7 2.258(3) 2_455 ?
Tb1 O8 2.525(3) 1_655 ?
Tb1 O10 2.406(4) . ?
Tb1 C1 2.798(5) . ?
O1 C1 1.272(6) . ?
O2 C1 1.265(6) . ?
O3 Tb1 2.336(3) 2 ?
O3 C8 1.252(6) . ?
O4 Tb1 2.332(3) 4_565 ?
O4 C8 1.266(6) . ?
O5 C6 1.393(6) . ?
O5 C9 1.381(6) . ?
O6 Tb1 2.276(3) 4 ?
O6 C15 1.251(6) . ?
O7 Tb1 2.258(3) 2_445 ?
O7 C15 1.258(6) . ?
O8 Tb1 2.525(3) 1_455 ?
O8 C16 1.219(6) . ?
O9 H9 0.9501 . ?
O9 C16 1.326(6) . ?
O10 H10A 0.8862 . ?
O10 H10B 0.7808 . ?
O11 H11A 0.8698 . ?
O11 H11B 0.8697 . ?
C1 C2 1.498(6) . ?
C2 C3 1.388(7) . ?
C2 C7 1.398(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(7) . ?
C4 C5 1.394(6) . ?
C4 C8 1.505(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.383(7) . ?
C6 C7 1.381(7) . ?
C7 H7 0.9500 . ?
C9 C10 1.394(7) . ?
C9 C14 1.380(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.387(7) . ?
C11 C12 1.387(6) . ?
C11 C15 1.505(6) . ?
C12 H12 0.9500 . ?
C12 C13 1.400(7) . ?
C13 C14 1.392(7) . ?
C13 C16 1.489(6) . ?
C14 H14 0.9500 . ?

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 Tb1 O2 53.63(11) . . ?
O1 Tb1 O8 72.60(11) . 1_655 ?
O1 Tb1 O10 144.62(13) . . ?
O1 Tb1 C1 26.93(13) . . ?
O2 Tb1 O8 68.97(11) . 1_655 ?
O2 Tb1 C1 26.87(13) . . ?
O3 Tb1 O1 128.91(12) 2_545 . ?
O3 Tb1 O2 134.87(12) 2_545 . ?
O3 Tb1 O8 70.73(11) 2_545 1_655 ?
O3 Tb1 O10 73.90(12) 2_545 . ?
O3 Tb1 C1 140.54(13) 2_545 . ?
O4 Tb1 O1 125.11(11) 4_666 . ?
O4 Tb1 O2 72.22(11) 4_666 . ?
O4 Tb1 O3 82.33(12) 4_666 2_545 ?
O4 Tb1 O8 81.05(11) 4_666 1_655 ?
O4 Tb1 O10 79.64(14) 4_666 . ?
O4 Tb1 C1 99.02(13) 4_666 . ?
O6 Tb1 O1 77.48(12) 4_656 . ?
O6 Tb1 O2 130.84(12) 4_656 . ?
O6 Tb1 O3 78.20(13) 4_656 2_545 ?
O6 Tb1 O4 156.84(12) 4_656 4_666 ?
O6 Tb1 O8 103.91(12) 4_656 1_655 ?
O6 Tb1 O10 82.98(14) 4_656 . ?
O6 Tb1 C1 103.98(14) 4_656 . ?
O7 Tb1 O1 80.32(13) 2_455 . ?
O7 Tb1 O2 73.48(12) 2_455 . ?
O7 Tb1 O3 146.34(12) 2_455 2_545 ?
O7 Tb1 O4 93.69(12) 2_455 4_666 ?
O7 Tb1 O6 95.58(13) 2_455 4_656 ?
O7 Tb1 O8 141.91(11) 2_455 1_655 ?
O7 Tb1 O10 72.50(13) 2_455 . ?
O7 Tb1 C1 73.12(13) 2_455 . ?
O8 Tb1 C1 70.58(12) 1_655 . ?
O10 Tb1 O2 133.73(12) . . ?
O10 Tb1 O8 141.50(12) . 1_655 ?
O10 Tb1 C1 145.42(13) . . ?
C1 O1 Tb1 95.2(3) . . ?
C1 O2 Tb1 89.5(3) . . ?
C8 O3 Tb1 164.7(3) . 2 ?
C8 O4 Tb1 141.0(3) . 4_565 ?
C9 O5 C6 117.1(4) . . ?
C15 O6 Tb1 146.7(3) . 4 ?
C15 O7 Tb1 160.6(3) . 2_445 ?
C16 O8 Tb1 129.9(3) . 1_455 ?
C16 O9 H9 109.5 . . ?
Tb1 O10 H10A 110.1 . . ?
Tb1 O10 H10B 127.4 . . ?
H10A O10 H10B 109.7 . . ?
H11A O11 H11B 109.5 . . ?
O1 C1 Tb1 57.9(2) . . ?
O1 C1 C2 119.2(4) . . ?
O2 C1 Tb1 63.6(2) . . ?
O2 C1 O1 120.9(4) . . ?
O2 C1 C2 119.9(4) . . ?
C2 C1 Tb1 169.7(3) . . ?
C3 C2 C1 120.3(4) . . ?
C3 C2 C7 120.1(4) . . ?
C7 C2 C1 119.6(4) . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.5(4) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 120.8(4) . . ?
C3 C4 C8 119.6(4) . . ?
C5 C4 C8 119.5(4) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 C4 118.8(4) . . ?
C6 C5 H5 120.6 . . ?
C5 C6 O5 117.0(4) . . ?
C7 C6 O5 121.6(4) . . ?
C7 C6 C5 121.3(4) . . ?
C2 C7 H7 120.3 . . ?
C6 C7 C2 119.4(4) . . ?
C6 C7 H7 120.3 . . ?
O3 C8 O4 123.5(4) . . ?
O3 C8 C4 118.9(4) . . ?
O4 C8 C4 117.6(4) . . ?
O5 C9 C10 117.9(4) . . ?
C14 C9 O5 121.5(4) . . ?
C14 C9 C10 120.5(4) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.6(4) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 C15 119.3(4) . . ?
C12 C11 C10 120.7(4) . . ?
C12 C11 C15 120.0(4) . . ?
C11 C12 H12 120.4 . . ?
C11 C12 C13 119.1(4) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 C16 120.1(4) . . ?
C14 C13 C12 120.5(4) . . ?
C14 C13 C16 119.5(4) . . ?
C9 C14 C13 119.6(4) . . ?
C9 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
O6 C15 O7 125.0(5) . . ?
O6 C15 C11 118.2(4) . . ?
O7 C15 C11 116.8(4) . . ?
O8 C16 O9 123.4(5) . . ?
O8 C16 C13 124.5(4) . . ?
O9 C16 C13 112.0(4) . . ?

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
Tb1 O1 C1 O2 9.1(5) . . . . ?
Tb1 O1 C1 C2 -168.5(4) . . . . ?
Tb1 O2 C1 O1 -8.6(5) . . . . ?
Tb1 O2 C1 C2 169.0(4) . . . . ?
Tb1 O3 C8 O4 73.1(13) 2 . . . ?
Tb1 O3 C8 C4 -108.4(12) 2 . . . ?
Tb1 O4 C8 O3 -82.0(6) 4_565 . . . ?
Tb1 O4 C8 C4 99.4(5) 4_565 . . . ?
Tb1 O6 C15 O7 -48.2(9) 4 . . . ?
Tb1 O6 C15 C11 131.5(5) 4 . . . ?
Tb1 O7 C15 O6 -10.9(14) 2_445 . . . ?
Tb1 O7 C15 C11 169.5(8) 2_445 . . . ?
Tb1 O8 C16 O9 12.0(7) 1_455 . . . ?
Tb1 O8 C16 C13 -170.1(3) 1_455 . . . ?
Tb1 C1 C2 C3 101.7(19) . . . . ?
Tb1 C1 C2 C7 -79(2) . . . . ?
O1 C1 C2 C3 172.2(4) . . . . ?
O1 C1 C2 C7 -8.9(7) . . . . ?
O2 C1 C2 C3 -5.5(7) . . . . ?
O2 C1 C2 C7 173.5(4) . . . . ?
O5 C6 C7 C2 175.1(4) . . . . ?
O5 C9 C10 C11 -176.5(4) . . . . ?
O5 C9 C14 C13 176.1(4) . . . . ?
C1 C2 C3 C4 180.0(4) . . . . ?
C1 C2 C7 C6 -179.4(4) . . . . ?
C2 C3 C4 C5 -0.8(7) . . . . ?
C2 C3 C4 C8 -178.3(4) . . . . ?
C3 C2 C7 C6 -0.5(7) . . . . ?
C3 C4 C5 C6 -0.1(7) . . . . ?
C3 C4 C8 O3 13.7(7) . . . . ?
C3 C4 C8 O4 -167.7(4) . . . . ?
C4 C5 C6 O5 -175.0(4) . . . . ?
C4 C5 C6 C7 0.7(7) . . . . ?
C5 C4 C8 O3 -163.9(4) . . . . ?
C5 C4 C8 O4 14.7(7) . . . . ?
C5 C6 C7 C2 -0.4(7) . . . . ?
C6 O5 C9 C10 -141.2(4) . . . . ?
C6 O5 C9 C14 41.2(6) . . . . ?
C7 C2 C3 C4 1.0(7) . . . . ?
C8 C4 C5 C6 177.5(4) . . . . ?
C9 O5 C6 C5 -141.3(4) . . . . ?
C9 O5 C6 C7 43.1(6) . . . . ?
C9 C10 C11 C12 0.1(7) . . . . ?
C9 C10 C11 C15 -177.3(4) . . . . ?
C10 C9 C14 C13 -1.4(7) . . . . ?
C10 C11 C12 C13 -1.0(7) . . . . ?
C10 C11 C15 O6 10.7(7) . . . . ?
C10 C11 C15 O7 -169.6(4) . . . . ?
C11 C12 C13 C14 0.7(7) . . . . ?
C11 C12 C13 C16 -179.1(4) . . . . ?
C12 C11 C15 O6 -166.8(4) . . . . ?
C12 C11 C15 O7 12.9(7) . . . . ?
C12 C13 C14 C9 0.5(7) . . . . ?
C12 C13 C16 O8 -15.8(7) . . . . ?
C12 C13 C16 O9 162.4(4) . . . . ?
C14 C9 C10 C11 1.1(7) . . . . ?
C14 C13 C16 O8 164.5(5) . . . . ?
C14 C13 C16 O9 -17.3(6) . . . . ?
C15 C11 C12 C13 176.5(4) . . . . ?
C16 C13 C14 C9 -179.7(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_s16lkc22
_database_code_depnum_ccdc_archive 'CCDC 1586995'
_audit_update_record             
;
2017-11-21 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;
_audit_creation_date             2017-11-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C16 H10 O9, H2 O'
_chemical_formula_sum            'C16 H12 O10'
_chemical_formula_weight         364.26
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7677(7)
_cell_length_b                   8.5957(6)
_cell_length_c                   12.8044(10)
_cell_angle_alpha                73.373(7)
_cell_angle_beta                 72.777(8)
_cell_angle_gamma                70.317(7)
_cell_volume                     752.19(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2502
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      72.6400
_cell_measurement_theta_min      3.6710
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.193
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.

Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.114
_exptl_crystal_size_mid          0.084
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4848
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.806
_diffrn_reflns_theta_min         3.694
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector_area_resol_mean 8.1150
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2473
_reflns_number_total             2910
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2910
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0408
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0593P)²+0.1372P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1139
_refine_special_details          
;
All hydrogens included at calculated positions. Those 
involved in hydrogen-bonding were refined with free Uiso values
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Free rotating group:
 O10(C11,C12,C13,C14,C15,C16,C17,C18,C19,C20,C21,C22,C23,C24,C25,C26,H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C14(H14), C17(H17), C19(H19), C26(H26)
2.c Tetrahedral OH refined with riding coordinates:
 O5(H5)
2.d Idealised tetrahedral OH refined as rotating group:
 O2(H2), O3(H3), O7(H7)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O1 O 0.44969(16) 0.79612(15) 0.08327(10) 0.0224(3) Uani 1 1 d . . . . .
O2 O 0.60246(19) 0.78007(14) -0.75377(10) 0.0247(3) Uani 1 1 d . . . . .
H2 H 0.5777 0.7491 -0.8029 0.061(8) Uiso 1 1 calc GR . . . .
O3 O 0.37888(17) 0.88663(14) -0.08446(10) 0.0224(3) Uani 1 1 d . . . . .
H3 H 0.2989 0.9640 -0.0541 0.037(6) Uiso 1 1 calc GR . . . .
O4 O 1.11648(18) 0.13426(16) -0.00134(10) 0.0295(3) Uani 1 1 d . . . . .
O5 O 0.93801(17) 0.25100(15) 0.14314(9) 0.0256(3) Uani 1 1 d . . . . .
H5 H 1.0059 0.1671 0.1789 0.050(7) Uiso 1 1 calc R . . . .
O6 O 0.78441(18) 1.12750(15) -0.45428(10) 0.0250(3) Uani 1 1 d . . . . .
O7 O 0.7151(2) 1.17514(15) -0.61986(10) 0.0279(3) Uani 1 1 d . . . . .
H7 H 0.7076 1.2753 -0.6207 0.074(10) Uiso 1 1 calc GR . . . .
O8 O 0.83586(18) 0.48309(14) -0.32202(9) 0.0236(3) Uani 1 1 d . . . . .
O9 O 0.6512(2) 0.50717(15) -0.67451(10) 0.0289(3) Uani 1 1 d . . . . .
O10 O 0.14473(13) 0.97599(12) 0.23958(5) 0.0444(4) Uani 1 1 d . . . . .
C11 C 0.98816(10) 0.24453(8) 0.03731(5) 0.0179(3) Uani 1 1 d G . . . .
C12 C 0.79779(6) 0.77786(6) -0.42031(3) 0.0187(3) Uani 1 1 d G . . . .
H12 H 0.8335 0.8056 -0.3646 0.022 Uiso 1 1 calc R . . . .
C13 C 0.74111(8) 0.57093(7) -0.49124(4) 0.0185(3) Uani 1 1 d G . . . .
H13 H 0.7365 0.4590 -0.4833 0.022 Uiso 1 1 calc R . . . .
C14 C 0.70650(8) 0.85859(7) -0.59749(3) 0.0176(3) Uani 1 1 d G . . . .
H14 H 0.6775 0.9418 -0.6617 0.021 Uiso 1 1 calc R . . . .
C15 C 0.87405(8) 0.38594(6) -0.03415(4) 0.0167(3) Uani 1 1 d G . . . .
C16 C 0.70113(8) 0.69387(8) -0.58567(4) 0.0171(3) Uani 1 1 d G . . . .
C17 C 0.90644(8) 0.38088(6) -0.14616(4) 0.0175(3) Uani 1 1 d G . . . .
H17 H 1.0021 0.2912 -0.1755 0.021 Uiso 1 1 calc R . . . .
C18 C 0.62885(7) 0.64289(6) -0.06057(3) 0.0158(3) Uani 1 1 d G . . . .
C19 C 0.73570(8) 0.51754(7) 0.00912(3) 0.0160(3) Uani 1 1 d G . . . .
H19 H 0.7144 0.5218 0.0854 0.019 Uiso 1 1 calc R . . . .
C20 C 0.79901(6) 0.50676(5) -0.21488(4) 0.0174(3) Uani 1 1 d G . . . .
C21 C 0.78776(6) 0.61512(6) -0.40908(3) 0.0183(3) Uani 1 1 d G . . . .
C22 C 0.64977(11) 0.64785(10) -0.67402(4) 0.0187(3) Uani 1 1 d G . . . .
C23 C 0.47857(8) 0.78225(7) -0.01326(4) 0.0170(3) Uani 1 1 d G . . . .
C24 C 0.75448(8) 0.90016(6) -0.51488(3) 0.0175(3) Uani 1 1 d G . . . .
C25 C 0.75460(11) 1.07703(6) -0.52470(4) 0.0185(3) Uani 1 1 d G . . . .
C26 C 0.65701(6) 0.63752(5) -0.17252(3) 0.0171(3) Uani 1 1 d G . . . .
H26 H 0.5805 0.7217 -0.2189 0.020 Uiso 1 1 calc R . . . .
H10A H 0.1770 0.9491 0.3034 0.075(10) Uiso 1 1 d G . . . .
H10B H 0.2427 0.9436 0.1881 0.073(10) Uiso 1 1 d G . . . .


_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
O1 C23 1.2225(12) . ?
O2 H2 0.8400 . ?
O2 C22 1.3214(13) . ?
O3 H3 0.8400 . ?
O3 C23 1.3106(12) . ?
O4 C11 1.2152(13) . ?
O5 H5 0.8400 . ?
O5 C11 1.3066(13) . ?
O6 C25 1.2124(13) . ?
O7 H7 0.8400 . ?
O7 C25 1.3226(13) . ?
O8 C20 1.3759(12) . ?
O8 C21 1.3810(12) . ?
O9 C22 1.2075(14) . ?
O10 H10A 0.8702 . ?
O10 H10B 0.8697 . ?
C11 C15 1.4894 . ?
C12 H12 0.9500 . ?
C12 C21 1.3911 . ?
C12 C24 1.3997 . ?
C13 H13 0.9500 . ?
C13 C16 1.3947 . ?
C13 C21 1.3891 . ?
C14 H14 0.9500 . ?
C14 C16 1.3938 . ?
C14 C24 1.3874 . ?
C15 C17 1.3917 . ?
C15 C19 1.3888 . ?
C16 C22 1.4917 . ?
C17 H17 0.9500 . ?
C17 C20 1.3868 . ?
C18 C19 1.3900 . ?
C18 C23 1.4897 . ?
C18 C26 1.3965 . ?
C19 H19 0.9500 . ?
C20 C26 1.3905 . ?
C24 C25 1.4895 . ?
C26 H26 0.9500 . ?

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
C22 O2 H2 109.5 . . ?
C23 O3 H3 109.5 . . ?
C11 O5 H5 109.5 . . ?
C25 O7 H7 109.5 . . ?
C20 O8 C21 121.87(8) . . ?
H10A O10 H10B 109.5 . . ?
O4 C11 O5 123.96(8) . . ?
O4 C11 C15 121.88(6) . . ?
O5 C11 C15 114.16(6) . . ?
C21 C12 H12 120.5 . . ?
C21 C12 C24 119.1 . . ?
C24 C12 H12 120.5 . . ?
C16 C13 H13 120.6 . . ?
C21 C13 H13 120.6 . . ?
C21 C13 C16 118.8 . . ?
C16 C14 H14 120.2 . . ?
C24 C14 H14 120.2 . . ?
C24 C14 C16 119.5 . . ?
C17 C15 C11 118.0 . . ?
C19 C15 C11 121.6 . . ?
C19 C15 C17 120.3 . . ?
C13 C16 C22 119.2 . . ?
C14 C16 C13 120.8 . . ?
C14 C16 C22 120.0 . . ?
C15 C17 H17 120.0 . . ?
C20 C17 C15 120.0 . . ?
C20 C17 H17 120.0 . . ?
C19 C18 C23 118.9 . . ?
C19 C18 C26 121.2 . . ?
C26 C18 C23 119.9 . . ?
C15 C19 C18 119.1 . . ?
C15 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
O8 C20 C17 114.8 . . ?
O8 C20 C26 124.5 . . ?
C17 C20 C26 120.5 . . ?
O8 C21 C12 123.84(5) . . ?
O8 C21 C13 114.71(5) . . ?
C13 C21 C12 121.3 . . ?
O2 C22 C16 112.05(6) . . ?
O9 C22 O2 123.01(8) . . ?
O9 C22 C16 124.94(6) . . ?
O1 C23 O3 123.39(8) . . ?
O1 C23 C18 123.04(6) . . ?
O3 C23 C18 113.56(5) . . ?
C12 C24 C25 119.5 . . ?
C14 C24 C12 120.4 . . ?
C14 C24 C25 120.1 . . ?
O6 C25 O7 123.37(9) . . ?
O6 C25 C24 124.91(6) . . ?
O7 C25 C24 111.71(6) . . ?
C18 C26 H26 120.6 . . ?
C20 C26 C18 118.8 . . ?
C20 C26 H26 120.6 . . ?

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
O2 H2 O1 0.84 1.88 2.6405(16) 150.3 1_554
O3 H3 O4 0.84 1.79 2.6282(16) 174.0 1_465
O5 H5 O10 0.84 1.74 2.5765(14) 171.3 1_645
O7 H7 O9 0.84 1.86 2.6438(17) 155.6 1_565
O10 H10A O6 0.87 1.93 2.7962(14) 170.7 2_675
O10 H10B O1 0.87 2.08 2.9161(12) 161.7 .

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
O4 C11 C15 C17 5.94(10) . . . . ?
O4 C11 C15 C19 -175.69(10) . . . . ?
O5 C11 C15 C17 -174.24(8) . . . . ?
O5 C11 C15 C19 4.14(8) . . . . ?
O8 C20 C26 C18 177.10(7) . . . . ?
C11 C15 C17 C20 177.7 . . . . ?
C11 C15 C19 C18 -177.6 . . . . ?
C12 C24 C25 O6 -2.38(9) . . . . ?
C12 C24 C25 O7 178.57(8) . . . . ?
C13 C16 C22 O2 175.28(7) . . . . ?
C13 C16 C22 O9 -5.05(10) . . . . ?
C14 C16 C22 O2 -3.95(7) . . . . ?
C14 C16 C22 O9 175.72(10) . . . . ?
C14 C24 C25 O6 175.78(9) . . . . ?
C14 C24 C25 O7 -3.27(8) . . . . ?
C15 C17 C20 O8 -176.21(6) . . . . ?
C15 C17 C20 C26 -0.8 . . . . ?
C16 C13 C21 O8 -176.33(6) . . . . ?
C16 C13 C21 C12 -1.0 . . . . ?
C16 C14 C24 C12 0.2 . . . . ?
C16 C14 C24 C25 -178.0 . . . . ?
C17 C15 C19 C18 0.7 . . . . ?
C17 C20 C26 C18 2.2 . . . . ?
C19 C15 C17 C20 -0.7 . . . . ?
C19 C18 C23 O1 3.36(8) . . . . ?
C19 C18 C23 O3 -175.65(7) . . . . ?
C19 C18 C26 C20 -2.1 . . . . ?
C20 O8 C21 C12 36.69(14) . . . . ?
C20 O8 C21 C13 -148.07(8) . . . . ?
C21 O8 C20 C17 -159.53(8) . . . . ?
C21 O8 C20 C26 25.27(14) . . . . ?
C21 C12 C24 C14 -1.5 . . . . ?
C21 C12 C24 C25 176.7 . . . . ?
C21 C13 C16 C14 -0.4 . . . . ?
C21 C13 C16 C22 -179.6 . . . . ?
C23 C18 C19 C15 179.0 . . . . ?
C23 C18 C26 C20 179.6 . . . . ?
C24 C12 C21 O8 176.84(7) . . . . ?
C24 C12 C21 C13 1.9 . . . . ?
C24 C14 C16 C13 0.8 . . . . ?
C24 C14 C16 C22 -180.0 . . . . ?
C26 C18 C19 C15 0.7 . . . . ?
C26 C18 C23 O1 -178.31(8) . . . . ?
C26 C18 C23 O3 2.68(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

#===end
