# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# 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 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_goz17
_database_code_depnum_ccdc_archive 'CCDC 1577737'
_audit_update_record             
;
2017-10-02 deposited with the CCDC.
2018-11-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C4 H12 La N18 O5, 2(H2 O), H3 O '
_chemical_formula_sum            'C2 H9.50 La0.50 N9 O4'
_chemical_formula_weight         293.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 21/m'
_space_group_name_Hall           '-P 2yb'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.7684(6)
_cell_length_b                   12.9163(10)
_cell_length_c                   9.8493(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.421(3)
_cell_angle_gamma                90
_cell_volume                     971.97(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    9803
_cell_measurement_theta_min      2.102
_cell_measurement_theta_max      28.406

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.003
_exptl_crystal_F_000             580
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.366
_exptl_crystal_size_mid          0.132
_exptl_crystal_size_min          0.087
_exptl_absorpt_coefficient_mu    2.278
_shelx_estimated_absorpt_T_min   0.489
_shelx_estimated_absorpt_T_max   0.826
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.704
_exptl_absorpt_correction_T_max  0.820
_exptl_absorpt_process_details   'Sadabs, Bruker-AXS'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'ImuS micro-focus'
_diffrn_measurement_device_type  'ApexDuo, Bruker-AXS'
_diffrn_measurement_method       '0.5 deg. φ and ω scans'
_diffrn_detector_area_resol_mean 1.75
_diffrn_reflns_number            9803
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.102
_diffrn_reflns_theta_max         28.406
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2533
_reflns_number_gt                2434
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Apex2, Bruker-AXS'
_computing_cell_refinement       'Saint, Bruker-AXS'
_computing_data_reduction        'Saint, Bruker-AXS'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0206P)²+0.6900P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2533
_refine_ls_number_parameters     185
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0199
_refine_ls_R_factor_gt           0.0189
_refine_ls_wR_factor_ref         0.0456
_refine_ls_wR_factor_gt          0.0448
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
La1 La 0.18268(2) 0.7500 0.28238(2) 0.00521(5) Uani 1 2 d S T P . .
N1 N 0.2166(2) 0.58327(12) 0.44891(14) 0.0088(3) Uani 1 1 d . . . . .
N2 N 0.3245(2) 0.58333(13) 0.57538(15) 0.0100(3) Uani 1 1 d . . . . .
N3 N 0.3573(2) 0.48898(13) 0.61653(15) 0.0102(3) Uani 1 1 d . . . . .
N4 N 0.2727(2) 0.42134(13) 0.52135(15) 0.0104(3) Uani 1 1 d . . . . .
C5 C 0.1893(2) 0.48282(15) 0.42080(17) 0.0090(3) Uani 1 1 d . . . . .
N6 N 0.0878(2) 0.44149(14) 0.30563(17) 0.0155(4) Uani 1 1 d . . . . .
H6 H 0.103(3) 0.383(2) 0.287(3) 0.022(7) Uiso 1 1 d . . . . .
C7 C -0.0226(2) 0.49461(15) 0.20480(17) 0.0093(4) Uani 1 1 d . . . . .
N8 N -0.0329(2) 0.59710(12) 0.19007(15) 0.0095(3) Uani 1 1 d . . . . .
N9 N -0.1615(2) 0.61090(13) 0.07651(16) 0.0120(3) Uani 1 1 d . . . . .
N10 N -0.2189(2) 0.52079(13) 0.02927(15) 0.0123(3) Uani 1 1 d . . . . .
N11 N -0.1344(2) 0.44427(13) 0.10803(15) 0.0107(3) Uani 1 1 d . . . . .
O12 O 0.4921(3) 0.7500 0.4170(2) 0.0112(4) Uani 1 2 d S T P . .
H12 H 0.548(3) 0.6972(19) 0.441(3) 0.024(7) Uiso 1 1 d . . . . .
O13 O -0.0604(3) 0.7500 0.4197(2) 0.0147(4) Uani 1 2 d S T P . .
H13 H -0.114(4) 0.700(2) 0.433(3) 0.034(8) Uiso 1 1 d . . . . .
O14 O 0.37587(18) 0.89718(11) 0.19040(14) 0.0107(3) Uani 1 1 d . . . . .
H14 H 0.450(4) 0.929(2) 0.244(3) 0.027(7) Uiso 1 1 d . . . . .
O15 O 0.1488(3) 0.7500 0.02252(19) 0.0105(4) Uani 1 2 d S T P . .
H15A H 0.142(4) 0.698(2) -0.022(3) 0.037(8) Uiso 1 1 d . . . . .
H15B H 0.337(4) 0.944(2) 0.131(3) 0.037(8) Uiso 1 1 d . . . . .
O16 O 0.4608(3) 0.7500 0.7424(2) 0.0154(4) Uani 1 2 d S T P . .
H16A H 0.424(4) 0.696(2) 0.703(3) 0.041(9) Uiso 1 1 d . . . . .
O18 O 0.8176(3) 0.7500 0.7927(2) 0.0161(4) Uani 1 2 d S T P . .
H18B H 0.848(7) 0.7500 0.874(5) 0.062(16) Uiso 1 2 d S . P . .
H18A H 0.705(5) 0.7500 0.773(3) 0.022(10) Uiso 1 2 d S . P . .
O17 O 0.5333(3) 0.7500 1.0296(2) 0.0291(5) Uani 1 2 d S T P . .
H17A H 0.5077 0.6939 1.0781 0.246 Uiso 1 1 d . . . . .
H17B H 0.4965 0.7500 0.9366 0.050 Uiso 1 2 d S . P . .


_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
La1 O13 2.514(2) . ?
La1 O15 2.5252(19) . ?
La1 O12 2.5262(19) . ?
La1 N8 2.6420(16) 4_575 ?
La1 N8 2.6420(16) . ?
La1 O14 2.6793(14) . ?
La1 O14 2.6793(14) 4_575 ?
La1 N1 2.6909(15) 4_575 ?
La1 N1 2.6910(15) . ?
N1 C5 1.336(2) . ?
N1 N2 1.3698(19) . ?
N2 N3 1.295(2) . ?
N3 N4 1.361(2) . ?
N4 C5 1.341(2) . ?
C5 N6 1.367(2) . ?
N6 C7 1.373(2) . ?
N6 H6 0.79(3) . ?
C7 N8 1.332(2) . ?
C7 N11 1.336(2) . ?
N8 N9 1.370(2) . ?
N9 N10 1.302(2) . ?
N10 N11 1.351(2) . ?
O12 H12 0.82(2) . ?
O13 H13 0.79(3) . ?
O14 H14 0.82(3) . ?
O14 H15B 0.86(3) . ?
O15 H15A 0.80(3) . ?
O16 H16A 0.82(3) . ?
O18 H18B 0.80(5) . ?
O18 H18A 0.86(4) . ?
O17 H17A 0.9088 . ?
O17 H17B 0.9085 . ?

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
O13 La1 O15 126.48(7) . . ?
O13 La1 O12 116.99(7) . . ?
O15 La1 O12 116.53(6) . . ?
O13 La1 N8 72.18(5) . 4_575 ?
O15 La1 N8 73.01(4) . 4_575 ?
O12 La1 N8 131.62(3) . 4_575 ?
O13 La1 N8 72.18(5) . . ?
O15 La1 N8 73.02(4) . . ?
O12 La1 N8 131.62(3) . . ?
N8 La1 N8 96.75(7) 4_575 . ?
O13 La1 O14 134.68(3) . . ?
O15 La1 O14 67.62(4) . . ?
O12 La1 O14 68.87(4) . . ?
N8 La1 O14 73.27(5) 4_575 . ?
N8 La1 O14 140.62(4) . . ?
O13 La1 O14 134.68(3) . 4_575 ?
O15 La1 O14 67.62(4) . 4_575 ?
O12 La1 O14 68.87(4) . 4_575 ?
N8 La1 O14 140.62(4) 4_575 4_575 ?
N8 La1 O14 73.27(5) . 4_575 ?
O14 La1 O14 90.39(6) . 4_575 ?
O13 La1 N1 70.88(4) . 4_575 ?
O15 La1 N1 126.77(3) . 4_575 ?
O12 La1 N1 72.61(4) . 4_575 ?
N8 La1 N1 66.27(4) 4_575 4_575 ?
N8 La1 N1 142.57(5) . 4_575 ?
O14 La1 N1 68.85(4) . 4_575 ?
O14 La1 N1 140.79(4) 4_575 4_575 ?
O13 La1 N1 70.88(4) . . ?
O15 La1 N1 126.77(3) . . ?
O12 La1 N1 72.61(4) . . ?
N8 La1 N1 142.57(5) 4_575 . ?
N8 La1 N1 66.27(4) . . ?
O14 La1 N1 140.79(4) . . ?
O14 La1 N1 68.85(4) 4_575 . ?
N1 La1 N1 106.32(6) 4_575 . ?
C5 N1 N2 103.73(14) . . ?
C5 N1 La1 131.05(11) . . ?
N2 N1 La1 122.02(11) . . ?
N3 N2 N1 109.73(15) . . ?
N2 N3 N4 110.20(14) . . ?
C5 N4 N3 103.72(15) . . ?
N1 C5 N4 112.62(15) . . ?
N1 C5 N6 126.69(16) . . ?
N4 C5 N6 120.69(17) . . ?
C5 N6 C7 126.58(17) . . ?
C5 N6 H6 118.2(19) . . ?
C7 N6 H6 114.4(18) . . ?
N8 C7 N11 112.79(16) . . ?
N8 C7 N6 126.32(16) . . ?
N11 C7 N6 120.88(17) . . ?
C7 N8 N9 103.80(14) . . ?
C7 N8 La1 133.12(12) . . ?
N9 N8 La1 120.45(11) . . ?
N10 N9 N8 109.12(15) . . ?
N9 N10 N11 110.44(14) . . ?
C7 N11 N10 103.84(15) . . ?
La1 O12 H12 123.6(18) . . ?
La1 O13 H13 124(2) . . ?
La1 O14 H14 120.8(18) . . ?
La1 O14 H15B 125.6(19) . . ?
H14 O14 H15B 102(3) . . ?
La1 O15 H15A 123(2) . . ?
H18B O18 H18A 110(4) . . ?
H17A O17 H17B 118.1 . . ?

_refine_diff_density_max         0.661
_refine_diff_density_min         -0.915
_refine_diff_density_rms         0.095

