# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1444448'
_audit_update_record             
;
2015-12-27 deposited with the CCDC.
2016-01-07 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         'C24 H8 Cl12 La2 O16'
_chemical_formula_sum            'C24 H8 Cl12 La2 O16'
_chemical_formula_weight         1255.52

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'
Cl Cl 0.1484 0.1585 '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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.951(4)
_cell_length_b                   14.594(4)
_cell_length_c                   17.472(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.722(6)
_cell_angle_gamma                90
_cell_volume                     4272.3(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    5723
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      27.23

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.952
_exptl_crystal_F_000             2392
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    2.784
_shelx_estimated_absorpt_T_min   0.634
_shelx_estimated_absorpt_T_max   0.680
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.63
_exptl_absorpt_correction_T_max  0.68
_exptl_absorpt_process_details   'SADABS; Bruker, 2008'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25244
_diffrn_reflns_av_unetI/netI     0.0831
_diffrn_reflns_av_R_equivalents  0.0716
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.215
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8382
_reflns_number_gt                6002
_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.
;

# SQUEEZE RESULTS (Version =  30715)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.000 347 22 ' '
2 0.000 0.500 0.500 347 22 ' '

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.01P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8382
_refine_ls_number_parameters     481
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0360
_refine_ls_wR_factor_ref         0.0734
_refine_ls_wR_factor_gt          0.0725
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3572(3) 0.3299(4) 0.4186(3) 0.0294(13) Uani 1 1 d . . . . .
C2 C 0.2923(3) 0.3253(4) 0.4683(3) 0.0260(12) Uani 1 1 d . . . . .
C3 C 0.2140(3) 0.3086(4) 0.4347(3) 0.0371(15) Uani 1 1 d . . . . .
C4 C 0.1560(3) 0.3045(4) 0.4833(3) 0.0342(14) Uani 1 1 d . . . . .
C5 C 0.1735(3) 0.3155(4) 0.5620(3) 0.0380(14) Uani 1 1 d . . . . .
C6 C 0.2516(3) 0.3331(4) 0.5928(3) 0.0296(13) Uani 1 1 d . . . . .
C7 C 0.3142(3) 0.3389(4) 0.5486(3) 0.0283(13) Uani 1 1 d . . . . .
C8 C 0.3970(3) 0.3573(4) 0.5799(2) 0.0248(12) Uani 1 1 d . . . . .
C9 C 0.3469(3) 0.0462(4) 0.6519(3) 0.0296(13) Uani 1 1 d . . . . .
C10 C 0.2904(3) -0.0168(4) 0.6032(3) 0.0299(13) Uani 1 1 d . . . . .
C11 C 0.2075(3) -0.0034(4) 0.6075(3) 0.0346(14) Uani 1 1 d . . . . .
C12 C 0.1521(3) -0.0635(4) 0.5703(3) 0.0346(14) Uani 1 1 d . . . . .
C13 C 0.1732(3) -0.1290(4) 0.5245(3) 0.0346(14) Uani 1 1 d . . . . .
C14 C 0.2518(3) -0.1452(4) 0.5194(3) 0.0315(13) Uani 1 1 d . . . . .
C15 C 0.3142(3) -0.0898(4) 0.5599(3) 0.0281(13) Uani 1 1 d . . . . .
C16 C 0.3989(3) -0.1041(4) 0.5549(2) 0.0274(13) Uani 1 1 d . . . . .
C17 C 0.3223(3) 0.0458(4) 0.3929(3) 0.0274(13) Uani 1 1 d . . . . .
C18 C 0.2729(3) -0.0229(4) 0.3436(3) 0.0264(12) Uani 1 1 d . . . . .
C19 C 0.1887(3) -0.0211(4) 0.3317(3) 0.0362(14) Uani 1 1 d . . . . .
C20 C 0.1461(3) -0.0856(4) 0.2874(3) 0.0433(16) Uani 1 1 d . . . . .
C21 C 0.1862(3) -0.1556(4) 0.2537(3) 0.0400(15) Uani 1 1 d . . . . .
C22 C 0.2698(3) -0.1604(4) 0.2679(3) 0.0364(15) Uani 1 1 d . . . . .
C23 C 0.3123(3) -0.0945(4) 0.3115(3) 0.0330(14) Uani 1 1 d . . . . .
C24 C 0.4024(3) -0.1017(4) 0.3256(3) 0.0308(13) Uani 1 1 d . . . . .
Cl1 Cl 0.27668(9) 0.34592(11) 0.69316(8) 0.0471(4) Uani 1 1 d . . . . .
Cl2 Cl 0.09974(9) 0.31126(12) 0.62000(9) 0.0547(4) Uani 1 1 d . . . . .
Cl3 Cl 0.05652(10) 0.28227(13) 0.43989(9) 0.0609(5) Uani 1 1 d . . . . .
Cl4 Cl 0.19101(9) 0.29753(12) 0.33597(8) 0.0521(4) Uani 1 1 d . . . . .
Cl5 Cl 0.18102(9) 0.08586(12) 0.66366(9) 0.0534(5) Uani 1 1 d . . . . .
Cl6 Cl 0.05250(10) -0.05036(14) 0.58426(9) 0.0621(5) Uani 1 1 d . . . . .
Cl7 Cl 0.10173(9) -0.19803(12) 0.47210(9) 0.0574(5) Uani 1 1 d . . . . .
Cl8 Cl 0.27963(9) -0.23315(11) 0.46197(8) 0.0463(4) Uani 1 1 d . . . . .
Cl9 Cl 0.13801(9) 0.06587(12) 0.36816(9) 0.0520(4) Uani 1 1 d . . . . .
Cl10 Cl 0.04292(10) -0.08323(13) 0.26779(9) 0.0597(5) Uani 1 1 d . . . . .
Cl11 Cl 0.13197(10) -0.24323(13) 0.20119(10) 0.0671(5) Uani 1 1 d . . . . .
Cl12 Cl 0.31877(10) -0.25300(12) 0.23241(9) 0.0561(5) Uani 1 1 d . . . . .
La1 La 0.44399(2) 0.13612(2) 0.50761(2) 0.02275(8) Uani 1 1 d . . . . .
La2 La 0.51843(2) -0.03254(2) 0.17809(2) 0.02500(9) Uani 1 1 d . . . . .
O1 O 0.3950(2) 0.2584(3) 0.40913(17) 0.0376(10) Uani 1 1 d . . . . .
O2 O 0.3731(2) 0.4052(3) 0.3899(2) 0.0416(10) Uani 1 1 d . . . . .
O3 O 0.4477(2) 0.2962(3) 0.57233(18) 0.0337(9) Uani 1 1 d . . . . .
O4 O 0.4113(2) 0.4331(2) 0.60728(19) 0.0343(9) Uani 1 1 d . . . . .
O5 O 0.3720(2) 0.1181(3) 0.62048(18) 0.0312(9) Uani 1 1 d . . . . .
O6 O 0.3661(2) 0.0250(3) 0.72046(18) 0.0317(9) Uani 1 1 d . . . . .
O7 O 0.43189(19) -0.1801(2) 0.56083(15) 0.0193(8) Uani 1 1 d . . . . .
O8 O 0.4404(2) -0.0334(3) 0.53990(17) 0.0307(9) Uani 1 1 d . . . . .
O9 O 0.3014(2) 0.0226(3) 0.4516(2) 0.0553(13) Uani 1 1 d . . . . .
O10 O 0.3910(2) 0.0656(2) 0.37400(17) 0.0281(8) Uani 1 1 d . . . . .
O11 O 0.4383(2) -0.0764(3) 0.27019(18) 0.0339(9) Uani 1 1 d . . . . .
O12 O 0.4363(2) -0.1326(2) 0.38869(17) 0.0302(9) Uani 1 1 d . . . . .
O13 O 0.4959(2) 0.1029(3) 0.26684(19) 0.048 Uani 1 1 d . . . . .
H13B H 0.5170 0.0871 0.3205 0.071 Uiso 1 1 d R U . . .
H13C H 0.4386 0.1158 0.2625 0.071 Uiso 1 1 d R U . . .
O14 O 0.54965(19) -0.2040(2) 0.22827(19) 0.0307(9) Uani 1 1 d . . . . .
H14A H 0.5916 -0.2303 0.2021 0.046 Uiso 1 1 d R U . . .
H14C H 0.5676 -0.2032 0.2843 0.046 Uiso 1 1 d R U . . .
O15 O 0.4263(2) -0.1287(3) 0.08366(18) 0.0432(11) Uani 1 1 d . . . . .
H15E H 0.4571 -0.1773 0.0631 0.065 Uiso 1 1 d R U . . .
H15F H 0.4007 -0.0904 0.0409 0.065 Uiso 1 1 d R U . . .
O16 O 0.5848(2) 0.0951(3) 0.1176(2) 0.0437(10) Uani 1 1 d . . . . .
H16B H 0.6235 0.1244 0.1575 0.066 Uiso 1 1 d R U . . .
H16C H 0.5449 0.1403 0.0955 0.066 Uiso 1 1 d R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.249(6) . ?
C1 O2 1.253(6) . ?
C1 C2 1.502(7) . ?
C2 C3 1.388(7) . ?
C2 C7 1.410(6) . ?
C3 C4 1.395(7) . ?
C3 Cl4 1.717(5) . ?
C4 C5 1.371(7) . ?
C4 Cl3 1.771(5) . ?
C5 C6 1.376(7) . ?
C5 Cl2 1.725(5) . ?
C6 C7 1.408(7) . ?
C6 Cl1 1.751(5) . ?
C7 C8 1.451(7) . ?
C8 O4 1.214(6) . ?
C8 O3 1.259(6) . ?
C9 O6 1.233(5) . ?
C9 O5 1.286(6) . ?
C9 C10 1.497(7) . ?
C10 C15 1.401(7) . ?
C10 C11 1.431(7) . ?
C11 C12 1.375(7) . ?
C11 Cl5 1.730(5) . ?
C12 C13 1.331(7) . ?
C12 Cl6 1.752(5) . ?
C13 C14 1.368(7) . ?
C13 Cl7 1.727(5) . ?
C14 C15 1.431(7) . ?
C14 Cl8 1.738(6) . ?
C15 C16 1.467(7) . ?
C16 O7 1.239(6) . ?
C16 O8 1.298(6) . ?
C16 La1 3.064(5) 3_656 ?
C17 O9 1.184(5) . ?
C17 O10 1.291(6) . ?
C17 C18 1.493(7) . ?
C17 La1 2.959(5) . ?
C18 C23 1.402(7) . ?
C18 C19 1.411(7) . ?
C19 C20 1.354(7) . ?
C19 Cl9 1.710(6) . ?
C20 C21 1.405(8) . ?
C20 Cl10 1.732(6) . ?
C21 C22 1.402(7) . ?
C21 Cl11 1.751(5) . ?
C22 C23 1.364(7) . ?
C22 Cl12 1.749(6) . ?
C23 C24 1.512(7) . ?
C24 O12 1.248(5) . ?
C24 O11 1.274(6) . ?
La1 O5 2.486(3) . ?
La1 O12 2.507(3) 3_656 ?
La1 O1 2.531(3) . ?
La1 O8 2.541(4) . ?
La1 O10 2.585(3) . ?
La1 O3 2.593(4) . ?
La1 O7 2.652(3) 3_656 ?
La1 O8 2.696(3) 3_656 ?
La1 O9 2.971(4) . ?
La1 C16 3.064(5) 3_656 ?
La2 O11 2.346(3) . ?
La2 O6 2.435(3) 3_656 ?
La2 O16 2.492(4) . ?
La2 O4 2.501(3) 4_565 ?
La2 O2 2.507(4) 2_645 ?
La2 O15 2.520(3) . ?
La2 O13 2.577(4) . ?
La2 O14 2.678(3) . ?
O2 La2 2.507(4) 2_655 ?
O4 La2 2.501(3) 4_566 ?
O6 La2 2.435(3) 3_656 ?
O7 La1 2.652(3) 3_656 ?
O8 La1 2.696(3) 3_656 ?
O12 La1 2.507(3) 3_656 ?
O13 H13B 0.9800 . ?
O13 H13C 0.9800 . ?
O14 H14A 0.9800 . ?
O14 H14C 0.9800 . ?
O15 H15E 0.9800 . ?
O15 H15F 0.9800 . ?
O16 H16B 0.9800 . ?
O16 H16C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 122.2(5) . . ?
O1 C1 C2 118.4(5) . . ?
O2 C1 C2 119.4(5) . . ?
C3 C2 C7 122.4(5) . . ?
C3 C2 C1 120.0(4) . . ?
C7 C2 C1 117.5(5) . . ?
C2 C3 C4 117.8(5) . . ?
C2 C3 Cl4 119.9(4) . . ?
C4 C3 Cl4 122.3(4) . . ?
C5 C4 C3 122.8(5) . . ?
C5 C4 Cl3 119.8(4) . . ?
C3 C4 Cl3 117.4(4) . . ?
C4 C5 C6 117.5(5) . . ?
C4 C5 Cl2 121.3(4) . . ?
C6 C5 Cl2 121.1(4) . . ?
C5 C6 C7 123.9(5) . . ?
C5 C6 Cl1 119.0(4) . . ?
C7 C6 Cl1 117.0(4) . . ?
C6 C7 C2 115.5(5) . . ?
C6 C7 C8 124.8(4) . . ?
C2 C7 C8 119.7(4) . . ?
O4 C8 O3 126.0(5) . . ?
O4 C8 C7 116.2(5) . . ?
O3 C8 C7 117.7(5) . . ?
O6 C9 O5 124.3(5) . . ?
O6 C9 C10 116.7(5) . . ?
O5 C9 C10 118.9(4) . . ?
C15 C10 C11 119.8(5) . . ?
C15 C10 C9 124.3(5) . . ?
C11 C10 C9 115.7(5) . . ?
C12 C11 C10 119.6(5) . . ?
C12 C11 Cl5 122.0(4) . . ?
C10 C11 Cl5 118.3(4) . . ?
C13 C12 C11 121.0(5) . . ?
C13 C12 Cl6 121.0(4) . . ?
C11 C12 Cl6 118.0(4) . . ?
C12 C13 C14 121.1(5) . . ?
C12 C13 Cl7 120.4(4) . . ?
C14 C13 Cl7 118.4(4) . . ?
C13 C14 C15 121.6(5) . . ?
C13 C14 Cl8 121.2(4) . . ?
C15 C14 Cl8 117.2(4) . . ?
C10 C15 C14 116.5(5) . . ?
C10 C15 C16 120.3(5) . . ?
C14 C15 C16 123.2(5) . . ?
O7 C16 O8 118.5(5) . . ?
O7 C16 C15 123.8(5) . . ?
O8 C16 C15 117.6(5) . . ?
O7 C16 La1 59.2(3) . 3_656 ?
O8 C16 La1 61.4(3) . 3_656 ?
C15 C16 La1 162.7(3) . 3_656 ?
O9 C17 O10 133.3(5) . . ?
O9 C17 C18 95.3(5) . . ?
O10 C17 C18 116.8(4) . . ?
O9 C17 La1 79.1(3) . . ?
O10 C17 La1 60.7(2) . . ?
C18 C17 La1 164.2(4) . . ?
C23 C18 C19 119.2(5) . . ?
C23 C18 C17 118.2(5) . . ?
C19 C18 C17 122.6(5) . . ?
C20 C19 C18 120.7(5) . . ?
C20 C19 Cl9 118.3(5) . . ?
C18 C19 Cl9 120.9(4) . . ?
C19 C20 C21 119.7(5) . . ?
C19 C20 Cl10 122.3(5) . . ?
C21 C20 Cl10 118.0(4) . . ?
C22 C21 C20 120.1(5) . . ?
C22 C21 Cl11 119.5(4) . . ?
C20 C21 Cl11 120.1(4) . . ?
C23 C22 C21 119.9(5) . . ?
C23 C22 Cl12 120.2(4) . . ?
C21 C22 Cl12 119.8(4) . . ?
C22 C23 C18 120.3(5) . . ?
C22 C23 C24 118.5(5) . . ?
C18 C23 C24 121.1(5) . . ?
O12 C24 O11 124.5(5) . . ?
O12 C24 C23 119.2(5) . . ?
O11 C24 C23 116.4(4) . . ?
O5 La1 O12 82.27(11) . 3_656 ?
O5 La1 O1 117.66(11) . . ?
O12 La1 O1 130.69(12) 3_656 . ?
O5 La1 O8 71.92(11) . . ?
O12 La1 O8 82.15(11) 3_656 . ?
O1 La1 O8 145.25(11) . . ?
O5 La1 O10 121.95(11) . . ?
O12 La1 O10 140.96(11) 3_656 . ?
O1 La1 O10 68.51(11) . . ?
O8 La1 O10 78.22(10) . . ?
O5 La1 O3 74.43(12) . . ?
O12 La1 O3 74.93(11) 3_656 . ?
O1 La1 O3 69.18(11) . . ?
O8 La1 O3 141.33(10) . . ?
O10 La1 O3 137.31(10) . . ?
O5 La1 O7 154.43(10) . 3_656 ?
O12 La1 O7 73.76(10) 3_656 3_656 ?
O1 La1 O7 73.95(11) . 3_656 ?
O8 La1 O7 112.53(10) . 3_656 ?
O10 La1 O7 83.11(10) . 3_656 ?
O3 La1 O7 90.57(11) . 3_656 ?
O5 La1 O8 130.75(11) . 3_656 ?
O12 La1 O8 70.41(10) 3_656 3_656 ?
O1 La1 O8 111.20(10) . 3_656 ?
O8 La1 O8 64.52(12) . 3_656 ?
O10 La1 O8 70.72(10) . 3_656 ?
O3 La1 O8 131.66(11) . 3_656 ?
O7 La1 O8 48.11(10) 3_656 3_656 ?
O5 La1 C17 96.56(13) . . ?
O12 La1 C17 152.23(13) 3_656 . ?
O1 La1 C17 74.37(14) . . ?
O8 La1 C17 71.27(13) . . ?
O10 La1 C17 25.81(11) . . ?
O3 La1 C17 131.70(13) . . ?
O7 La1 C17 108.78(12) 3_656 . ?
O8 La1 C17 90.49(12) 3_656 . ?
O5 La1 O9 74.30(10) . . ?
O12 La1 O9 139.05(12) 3_656 . ?
O1 La1 O9 90.16(12) . . ?
O8 La1 O9 58.96(12) . . ?
O10 La1 O9 47.66(10) . . ?
O3 La1 O9 127.66(11) . . ?
O7 La1 O9 130.39(9) 3_656 . ?
O8 La1 O9 100.46(11) 3_656 . ?
C17 La1 O9 23.03(11) . . ?
O5 La1 C16 145.56(12) . 3_656 ?
O12 La1 C16 66.58(11) 3_656 3_656 ?
O1 La1 C16 94.50(12) . 3_656 ?
O8 La1 C16 88.97(14) . 3_656 ?
O10 La1 C16 79.58(12) . 3_656 ?
O3 La1 C16 109.14(13) . 3_656 ?
O7 La1 C16 23.66(12) 3_656 3_656 ?
O8 La1 C16 25.02(12) 3_656 3_656 ?
C17 La1 C16 104.20(13) . 3_656 ?
O9 La1 C16 120.36(12) . 3_656 ?
O11 La2 O6 89.88(11) . 3_656 ?
O11 La2 O16 147.14(13) . . ?
O6 La2 O16 84.85(12) 3_656 . ?
O11 La2 O4 92.61(12) . 4_565 ?
O6 La2 O4 140.97(12) 3_656 4_565 ?
O16 La2 O4 72.36(12) . 4_565 ?
O11 La2 O2 140.22(13) . 2_645 ?
O6 La2 O2 78.18(11) 3_656 2_645 ?
O16 La2 O2 70.08(12) . 2_645 ?
O4 La2 O2 120.39(12) 4_565 2_645 ?
O11 La2 O15 86.06(12) . . ?
O6 La2 O15 148.38(12) 3_656 . ?
O16 La2 O15 114.43(12) . . ?
O4 La2 O15 70.61(12) 4_565 . ?
O2 La2 O15 85.08(13) 2_645 . ?
O11 La2 O13 69.07(13) . . ?
O6 La2 O13 72.75(12) 3_656 . ?
O16 La2 O13 78.42(13) . . ?
O4 La2 O13 71.90(12) 4_565 . ?
O2 La2 O13 138.59(13) 2_645 . ?
O15 La2 O13 133.44(13) . . ?
O11 La2 O14 68.06(11) . . ?
O6 La2 O14 72.96(11) 3_656 . ?
O16 La2 O14 139.27(11) . . ?
O4 La2 O14 142.85(11) 4_565 . ?
O2 La2 O14 72.16(11) 2_645 . ?
O15 La2 O14 76.46(11) . . ?
O13 La2 O14 124.06(11) . . ?
C1 O1 La1 128.4(3) . . ?
C1 O2 La2 136.5(4) . 2_655 ?
C8 O3 La1 135.4(3) . . ?
C8 O4 La2 144.1(3) . 4_566 ?
C9 O5 La1 131.2(3) . . ?
C9 O6 La2 139.6(3) . 3_656 ?
C16 O7 La1 97.1(3) . 3_656 ?
C16 O8 La1 148.3(3) . . ?
C16 O8 La1 93.5(3) . 3_656 ?
La1 O8 La1 115.47(12) . 3_656 ?
C17 O9 La1 77.9(3) . . ?
C17 O10 La1 93.5(3) . . ?
C24 O11 La2 173.3(3) . . ?
C24 O12 La1 149.3(3) . 3_656 ?
La2 O13 H13B 109.2 . . ?
La2 O13 H13C 109.6 . . ?
H13B O13 H13C 109.5 . . ?
La2 O14 H14A 109.6 . . ?
La2 O14 H14C 109.4 . . ?
H14A O14 H14C 109.5 . . ?
La2 O15 H15E 109.3 . . ?
La2 O15 H15F 109.8 . . ?
H15E O15 H15F 109.5 . . ?
La2 O16 H16B 108.8 . . ?
La2 O16 H16C 110.0 . . ?
H16B O16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -92.7(6) . . . . ?
O2 C1 C2 C3 89.1(7) . . . . ?
O1 C1 C2 C7 87.5(6) . . . . ?
O2 C1 C2 C7 -90.6(6) . . . . ?
C7 C2 C3 C4 -0.6(8) . . . . ?
C1 C2 C3 C4 179.7(5) . . . . ?
C7 C2 C3 Cl4 177.3(4) . . . . ?
C1 C2 C3 Cl4 -2.4(7) . . . . ?
C2 C3 C4 C5 -0.5(9) . . . . ?
Cl4 C3 C4 C5 -178.4(5) . . . . ?
C2 C3 C4 Cl3 -179.5(4) . . . . ?
Cl4 C3 C4 Cl3 2.7(7) . . . . ?
C3 C4 C5 C6 1.4(9) . . . . ?
Cl3 C4 C5 C6 -179.7(4) . . . . ?
C3 C4 C5 Cl2 179.2(5) . . . . ?
Cl3 C4 C5 Cl2 -1.8(7) . . . . ?
C4 C5 C6 C7 -1.1(8) . . . . ?
Cl2 C5 C6 C7 -179.0(4) . . . . ?
C4 C5 C6 Cl1 -179.1(4) . . . . ?
Cl2 C5 C6 Cl1 3.0(7) . . . . ?
C5 C6 C7 C2 0.1(8) . . . . ?
Cl1 C6 C7 C2 178.1(4) . . . . ?
C5 C6 C7 C8 180.0(5) . . . . ?
Cl1 C6 C7 C8 -2.0(7) . . . . ?
C3 C2 C7 C6 0.8(8) . . . . ?
C1 C2 C7 C6 -179.5(5) . . . . ?
C3 C2 C7 C8 -179.1(5) . . . . ?
C1 C2 C7 C8 0.6(7) . . . . ?
C6 C7 C8 O4 -66.7(7) . . . . ?
C2 C7 C8 O4 113.2(6) . . . . ?
C6 C7 C8 O3 117.4(6) . . . . ?
C2 C7 C8 O3 -62.7(7) . . . . ?
O6 C9 C10 C15 -92.0(6) . . . . ?
O5 C9 C10 C15 88.1(6) . . . . ?
O6 C9 C10 C11 83.3(6) . . . . ?
O5 C9 C10 C11 -96.6(6) . . . . ?
C15 C10 C11 C12 1.4(8) . . . . ?
C9 C10 C11 C12 -174.1(5) . . . . ?
C15 C10 C11 Cl5 178.4(4) . . . . ?
C9 C10 C11 Cl5 2.9(6) . . . . ?
C10 C11 C12 C13 -6.3(8) . . . . ?
Cl5 C11 C12 C13 176.8(4) . . . . ?
C10 C11 C12 Cl6 174.4(4) . . . . ?
Cl5 C11 C12 Cl6 -2.5(7) . . . . ?
C11 C12 C13 C14 7.2(9) . . . . ?
Cl6 C12 C13 C14 -173.5(4) . . . . ?
C11 C12 C13 Cl7 -174.7(4) . . . . ?
Cl6 C12 C13 Cl7 4.5(7) . . . . ?
C12 C13 C14 C15 -3.2(8) . . . . ?
Cl7 C13 C14 C15 178.7(4) . . . . ?
C12 C13 C14 Cl8 177.9(4) . . . . ?
Cl7 C13 C14 Cl8 -0.2(6) . . . . ?
C11 C10 C15 C14 2.3(7) . . . . ?
C9 C10 C15 C14 177.4(4) . . . . ?
C11 C10 C15 C16 179.8(4) . . . . ?
C9 C10 C15 C16 -5.0(7) . . . . ?
C13 C14 C15 C10 -1.6(7) . . . . ?
Cl8 C14 C15 C10 177.3(4) . . . . ?
C13 C14 C15 C16 -179.0(5) . . . . ?
Cl8 C14 C15 C16 -0.1(6) . . . . ?
C10 C15 C16 O7 136.1(5) . . . . ?
C14 C15 C16 O7 -46.5(7) . . . . ?
C10 C15 C16 O8 -47.1(6) . . . . ?
C14 C15 C16 O8 130.2(5) . . . . ?
C10 C15 C16 La1 -129.5(11) . . . 3_656 ?
C14 C15 C16 La1 47.9(15) . . . 3_656 ?
O9 C17 C18 C23 -110.9(5) . . . . ?
O10 C17 C18 C23 34.1(7) . . . . ?
La1 C17 C18 C23 -42.6(15) . . . . ?
O9 C17 C18 C19 65.7(6) . . . . ?
O10 C17 C18 C19 -149.3(5) . . . . ?
La1 C17 C18 C19 133.9(11) . . . . ?
C23 C18 C19 C20 -2.5(8) . . . . ?
C17 C18 C19 C20 -179.0(5) . . . . ?
C23 C18 C19 Cl9 -178.8(4) . . . . ?
C17 C18 C19 Cl9 4.7(7) . . . . ?
C18 C19 C20 C21 0.6(9) . . . . ?
Cl9 C19 C20 C21 177.1(5) . . . . ?
C18 C19 C20 Cl10 -177.1(4) . . . . ?
Cl9 C19 C20 Cl10 -0.7(7) . . . . ?
C19 C20 C21 C22 2.2(9) . . . . ?
Cl10 C20 C21 C22 -179.9(4) . . . . ?
C19 C20 C21 Cl11 176.1(4) . . . . ?
Cl10 C20 C21 Cl11 -6.0(7) . . . . ?
C20 C21 C22 C23 -3.2(9) . . . . ?
Cl11 C21 C22 C23 -177.2(4) . . . . ?
C20 C21 C22 Cl12 174.6(5) . . . . ?
Cl11 C21 C22 Cl12 0.7(7) . . . . ?
C21 C22 C23 C18 1.4(8) . . . . ?
Cl12 C22 C23 C18 -176.5(4) . . . . ?
C21 C22 C23 C24 -179.8(5) . . . . ?
Cl12 C22 C23 C24 2.3(7) . . . . ?
C19 C18 C23 C22 1.4(8) . . . . ?
C17 C18 C23 C22 178.1(5) . . . . ?
C19 C18 C23 C24 -177.3(5) . . . . ?
C17 C18 C23 C24 -0.7(7) . . . . ?
C22 C23 C24 O12 -100.5(6) . . . . ?
C18 C23 C24 O12 78.2(7) . . . . ?
C22 C23 C24 O11 78.4(6) . . . . ?
C18 C23 C24 O11 -102.9(6) . . . . ?
O2 C1 O1 La1 137.8(4) . . . . ?
C2 C1 O1 La1 -40.3(7) . . . . ?
O1 C1 O2 La2 -9.4(8) . . . 2_655 ?
C2 C1 O2 La2 168.6(3) . . . 2_655 ?
O4 C8 O3 La1 -173.3(3) . . . . ?
C7 C8 O3 La1 2.1(7) . . . . ?
O3 C8 O4 La2 -9.2(9) . . . 4_566 ?
C7 C8 O4 La2 175.3(4) . . . 4_566 ?
O6 C9 O5 La1 122.8(5) . . . . ?
C10 C9 O5 La1 -57.3(6) . . . . ?
O5 C9 O6 La2 -35.3(8) . . . 3_656 ?
C10 C9 O6 La2 144.8(4) . . . 3_656 ?
O8 C16 O7 La1 -16.9(4) . . . 3_656 ?
C15 C16 O7 La1 159.8(4) . . . 3_656 ?
O7 C16 O8 La1 173.6(3) . . . . ?
C15 C16 O8 La1 -3.3(8) . . . . ?
La1 C16 O8 La1 157.1(5) 3_656 . . . ?
O7 C16 O8 La1 16.6(4) . . . 3_656 ?
C15 C16 O8 La1 -160.4(4) . . . 3_656 ?
O10 C17 O9 La1 29.8(6) . . . . ?
C18 C17 O9 La1 165.1(4) . . . . ?
O9 C17 O10 La1 -34.1(7) . . . . ?
C18 C17 O10 La1 -162.3(4) . . . . ?
O11 C24 O12 La1 31.2(10) . . . 3_656 ?
C23 C24 O12 La1 -150.0(5) . . . 3_656 ?

_refine_diff_density_max         2.234
_refine_diff_density_min         -1.092
_refine_diff_density_rms         0.137

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1444449'
_audit_update_record             
;
2015-12-27 deposited with the CCDC.
2016-01-07 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         'C16 H19 Cl4 La N2 O9'
_chemical_formula_sum            'C16 H19 Cl4 La N2 O9'
_chemical_formula_weight         664.04

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'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   9.450(3)
_cell_length_b                   10.965(3)
_cell_length_c                   12.524(4)
_cell_angle_alpha                89.565(7)
_cell_angle_beta                 72.551(8)
_cell_angle_gamma                79.820(7)
_cell_volume                     1217.1(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    1481
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      24.50

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.812
_exptl_crystal_F_000             652
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    2.241
_shelx_estimated_absorpt_T_min   0.615
_shelx_estimated_absorpt_T_max   0.663
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.668
_exptl_absorpt_correction_T_max  0.713
_exptl_absorpt_process_details   'SADABS; Bruker, 2008'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7309
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_av_R_equivalents  0.0174
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.706
_diffrn_reflns_theta_max         25.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             4717
_reflns_number_gt                3930
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.025P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4717
_refine_ls_number_parameters     294
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0313
_refine_ls_wR_factor_ref         0.0702
_refine_ls_wR_factor_gt          0.0684
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0768(5) 0.8495(4) 0.2178(3) 0.0379(10) Uani 1 1 d . . . . .
C2 C -0.0311(4) 0.9693(3) 0.2456(3) 0.0338(9) Uani 1 1 d . . . . .
C3 C -0.1571(4) 0.9898(4) 0.3403(3) 0.0320(9) Uani 1 1 d . . . . .
C4 C -0.2542(4) 1.1078(3) 0.3634(3) 0.0340(9) Uani 1 1 d . . . . .
C5 C -0.2276(4) 1.1995(3) 0.2883(3) 0.0331(9) Uani 1 1 d . . . . .
C6 C -0.1064(4) 1.1808(3) 0.1941(3) 0.0290(8) Uani 1 1 d . . . . .
C7 C -0.0191(4) 1.0716(4) 0.1721(3) 0.0352(9) Uani 1 1 d . . . . .
C8 C 0.2729(5) 0.3883(4) -0.1122(3) 0.0371(10) Uani 1 1 d . . . . .
C9 C 0.3520(5) 0.3074(4) -0.2153(3) 0.0490(11) Uani 1 1 d . . . . .
H9A H 0.4026 0.2287 -0.1952 0.073 Uiso 1 1 calc R U . . .
H9B H 0.4270 0.3490 -0.2666 0.073 Uiso 1 1 calc R U . . .
H9C H 0.2784 0.2914 -0.2519 0.073 Uiso 1 1 calc R U . . .
C10 C 0.4029(5) 0.3103(4) 0.1574(3) 0.0450(11) Uani 1 1 d . . . . .
H10 H 0.4875 0.3412 0.1115 0.054 Uiso 1 1 calc R U . . .
C11 C 0.5537(5) 0.1117(4) 0.1225(4) 0.0514(12) Uani 1 1 d . . . . .
H11A H 0.6158 0.0968 0.1731 0.077 Uiso 1 1 calc R U . . .
H11B H 0.6091 0.1478 0.0543 0.077 Uiso 1 1 calc R U . . .
H11C H 0.5300 0.0330 0.1028 0.077 Uiso 1 1 calc R U . . .
C12 C 0.3097(5) 0.1382(4) 0.2685(3) 0.0506(12) Uani 1 1 d . . . . .
H12A H 0.3275 0.1531 0.3400 0.076 Uiso 1 1 calc R U . . .
H12B H 0.3270 0.0487 0.2516 0.076 Uiso 1 1 calc R U . . .
H12C H 0.2053 0.1747 0.2735 0.076 Uiso 1 1 calc R U . . .
C13 C -0.0455(5) 0.4432(4) 0.3759(3) 0.0361(9) Uani 1 1 d . . . . .
H13 H 0.0255 0.3683 0.3522 0.043 Uiso 1 1 calc R U . . .
C14 C -0.1733(5) 0.3446(4) 0.5405(3) 0.0396(10) Uani 1 1 d . . . . .
H14A H -0.0971 0.2725 0.5040 0.059 Uiso 1 1 calc R U . . .
H14B H -0.2743 0.3258 0.5517 0.059 Uiso 1 1 calc R U . . .
H14C H -0.1616 0.3643 0.6132 0.059 Uiso 1 1 calc R U . . .
C15 C -0.2564(4) 0.5547(4) 0.5235(3) 0.0418(10) Uani 1 1 d . . . . .
H15A H -0.2021 0.6235 0.5210 0.063 Uiso 1 1 calc R U . . .
H15B H -0.3064 0.5390 0.6017 0.063 Uiso 1 1 calc R U . . .
H15C H -0.3321 0.5762 0.4842 0.063 Uiso 1 1 calc R U . . .
C16 C -0.0721(5) 1.2884(4) 0.1188(3) 0.0354(9) Uani 1 1 d . . . . .
Cl1 Cl -0.18333(12) 0.87523(10) 0.43230(9) 0.0455(3) Uani 1 1 d . . . . .
Cl2 Cl -0.40969(11) 1.12887(9) 0.48154(8) 0.0426(3) Uani 1 1 d . . . . .
Cl3 Cl -0.35375(11) 1.34021(9) 0.31384(8) 0.0345(2) Uani 1 1 d . . . . .
Cl4 Cl 0.13813(11) 1.05022(9) 0.05059(8) 0.0391(2) Uani 1 1 d . . . . .
La1 La 0.12133(2) 0.54265(2) 0.10904(2) 0.02996(8) Uani 1 1 d . . . . .
N1 N 0.4153(4) 0.1964(3) 0.1775(3) 0.0389(8) Uani 1 1 d . . . . .
N2 N -0.1546(4) 0.4482(3) 0.4716(2) 0.0323(7) Uani 1 1 d . . . . .
O1 O 0.0282(3) 0.7571(2) 0.1943(2) 0.0342(6) Uani 1 1 d . . . . .
O2 O 0.2034(3) 0.8486(2) 0.2305(2) 0.0392(7) Uani 1 1 d . . . . .
O3 O -0.1423(3) 1.3132(2) 0.0474(2) 0.0357(6) Uani 1 1 d . . . . .
O4 O 0.0246(3) 1.3428(2) 0.1385(2) 0.0342(6) Uani 1 1 d . . . . .
O5 O 0.1316(3) 0.4237(2) -0.0834(2) 0.0313(6) Uani 1 1 d . . . . .
O6 O 0.3477(3) 0.4196(2) -0.0520(2) 0.0335(6) Uani 1 1 d . . . . .
O7 O 0.2759(3) 0.3845(2) 0.1990(2) 0.0403(7) Uani 1 1 d . . . . .
O8 O -0.0334(3) 0.5330(2) 0.3166(2) 0.0358(6) Uani 1 1 d . . . . .
O9 O 0.3437(3) 0.6328(2) 0.1219(2) 0.0343(6) Uani 1 1 d . . . . .
H9D H 0.3300 0.6747 0.1794 0.041 Uiso 1 1 d R U . . .
H9E H 0.4204 0.6302 0.0684 0.041 Uiso 1 1 d R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.254(4) . ?
C1 O2 1.252(4) . ?
C1 C2 1.485(5) . ?
C2 C3 1.392(5) . ?
C2 C7 1.445(5) . ?
C3 C4 1.423(5) . ?
C3 Cl1 1.698(4) . ?
C4 C5 1.376(5) . ?
C4 Cl2 1.727(4) . ?
C5 C6 1.362(5) . ?
C5 Cl3 1.742(4) . ?
C6 C7 1.307(5) . ?
C6 C16 1.523(5) . ?
C7 Cl4 1.762(4) . ?
C8 O5 1.263(4) . ?
C8 O6 1.262(4) . ?
C8 C9 1.489(5) . ?
C8 La1 3.070(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 N1 1.264(5) . ?
C10 O7 1.289(4) . ?
C10 H10 0.9500 . ?
C11 N1 1.445(5) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 N1 1.494(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 O8 1.229(4) . ?
C13 N2 1.320(5) . ?
C13 H13 0.9500 . ?
C14 N2 1.426(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 N2 1.396(5) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 O4 1.258(4) . ?
C16 O3 1.265(4) . ?
La1 O5 2.470(2) 2_565 ?
La1 O1 2.487(3) . ?
La1 O3 2.491(2) 2_575 ?
La1 O4 2.503(3) 1_545 ?
La1 O9 2.522(2) . ?
La1 O7 2.544(2) . ?
La1 O8 2.584(3) . ?
La1 O6 2.627(3) . ?
La1 O5 2.717(3) . ?
O3 La1 2.491(2) 2_575 ?
O4 La1 2.503(3) 1_565 ?
O5 La1 2.470(2) 2_565 ?
O9 H9D 0.8201 . ?
O9 H9E 0.8225 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 126.3(4) . . ?
O1 C1 C2 117.2(4) . . ?
O2 C1 C2 116.1(3) . . ?
C3 C2 C7 114.3(3) . . ?
C3 C2 C1 123.2(3) . . ?
C7 C2 C1 122.4(3) . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 Cl1 118.4(3) . . ?
C4 C3 Cl1 121.1(3) . . ?
C5 C4 C3 119.5(3) . . ?
C5 C4 Cl2 121.6(3) . . ?
C3 C4 Cl2 118.7(3) . . ?
C6 C5 C4 121.1(3) . . ?
C6 C5 Cl3 120.0(3) . . ?
C4 C5 Cl3 118.9(3) . . ?
C7 C6 C5 119.2(3) . . ?
C7 C6 C16 121.3(4) . . ?
C5 C6 C16 119.5(3) . . ?
C6 C7 C2 125.2(4) . . ?
C6 C7 Cl4 118.3(3) . . ?
C2 C7 Cl4 116.2(3) . . ?
O5 C8 O6 119.9(4) . . ?
O5 C8 C9 120.5(4) . . ?
O6 C8 C9 119.5(4) . . ?
O5 C8 La1 62.0(2) . . ?
O6 C8 La1 57.9(2) . . ?
C9 C8 La1 176.1(3) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C10 O7 120.2(4) . . ?
N1 C10 H10 119.9 . . ?
O7 C10 H10 119.9 . . ?
N1 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O8 C13 N2 121.7(4) . . ?
O8 C13 H13 119.2 . . ?
N2 C13 H13 119.2 . . ?
N2 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 H15A 109.5 . . ?
N2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O4 C16 O3 128.3(3) . . ?
O4 C16 C6 113.2(3) . . ?
O3 C16 C6 118.4(3) . . ?
O5 La1 O1 81.63(8) 2_565 . ?
O5 La1 O3 76.26(8) 2_565 2_575 ?
O1 La1 O3 72.70(9) . 2_575 ?
O5 La1 O4 71.58(8) 2_565 1_545 ?
O1 La1 O4 134.88(8) . 1_545 ?
O3 La1 O4 131.13(8) 2_575 1_545 ?
O5 La1 O9 148.49(8) 2_565 . ?
O1 La1 O9 71.32(8) . . ?
O3 La1 O9 80.42(8) 2_575 . ?
O4 La1 O9 139.68(8) 1_545 . ?
O5 La1 O7 137.16(8) 2_565 . ?
O1 La1 O7 119.40(9) . . ?
O3 La1 O7 143.02(9) 2_575 . ?
O4 La1 O7 67.63(8) 1_545 . ?
O9 La1 O7 72.44(8) . . ?
O5 La1 O8 82.31(8) 2_565 . ?
O1 La1 O8 70.79(8) . . ?
O3 La1 O8 139.79(8) 2_575 . ?
O4 La1 O8 70.19(8) 1_545 . ?
O9 La1 O8 102.99(8) . . ?
O7 La1 O8 72.23(8) . . ?
O5 La1 O6 117.71(8) 2_565 . ?
O1 La1 O6 139.13(8) . . ?
O3 La1 O6 77.53(8) 2_575 . ?
O4 La1 O6 85.94(8) 1_545 . ?
O9 La1 O6 76.70(8) . . ?
O7 La1 O6 72.20(8) . . ?
O8 La1 O6 142.61(8) . . ?
O5 La1 O5 69.65(9) 2_565 . ?
O1 La1 O5 136.10(7) . . ?
O3 La1 O5 68.76(8) 2_575 . ?
O4 La1 O5 66.05(8) 1_545 . ?
O9 La1 O5 120.48(8) . . ?
O7 La1 O5 104.07(8) . . ?
O8 La1 O5 133.42(8) . . ?
O6 La1 O5 48.24(7) . . ?
O5 La1 C8 93.82(10) 2_565 . ?
O1 La1 C8 144.47(9) . . ?
O3 La1 C8 72.00(10) 2_575 . ?
O4 La1 C8 74.49(9) 1_545 . ?
O9 La1 C8 98.83(10) . . ?
O7 La1 C8 87.63(10) . . ?
O8 La1 C8 143.85(9) . . ?
O6 La1 C8 24.02(9) . . ?
O5 La1 C8 24.23(8) . . ?
C10 N1 C11 119.9(4) . . ?
C10 N1 C12 126.6(4) . . ?
C11 N1 C12 112.7(3) . . ?
C13 N2 C15 125.8(3) . . ?
C13 N2 C14 122.8(3) . . ?
C15 N2 C14 111.2(3) . . ?
C1 O1 La1 140.5(3) . . ?
C16 O3 La1 134.2(2) . 2_575 ?
C16 O4 La1 141.7(2) . 1_565 ?
C8 O5 La1 155.6(2) . 2_565 ?
C8 O5 La1 93.8(2) . . ?
La1 O5 La1 110.35(9) 2_565 . ?
C8 O6 La1 98.1(2) . . ?
C10 O7 La1 131.6(2) . . ?
C13 O8 La1 129.5(3) . . ?
La1 O9 H9D 115.7 . . ?
La1 O9 H9E 122.3 . . ?
H9D O9 H9E 121.3 . . ?

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
O1 C1 C2 C3 65.8(5) . . . . ?
O2 C1 C2 C3 -107.7(4) . . . . ?
O1 C1 C2 C7 -110.0(4) . . . . ?
O2 C1 C2 C7 76.6(5) . . . . ?
C7 C2 C3 C4 -5.3(5) . . . . ?
C1 C2 C3 C4 178.6(4) . . . . ?
C7 C2 C3 Cl1 179.6(3) . . . . ?
C1 C2 C3 Cl1 3.5(5) . . . . ?
C2 C3 C4 C5 3.5(6) . . . . ?
Cl1 C3 C4 C5 178.5(3) . . . . ?
C2 C3 C4 Cl2 179.7(3) . . . . ?
Cl1 C3 C4 Cl2 -5.4(5) . . . . ?
C3 C4 C5 C6 -2.5(6) . . . . ?
Cl2 C4 C5 C6 -178.5(3) . . . . ?
C3 C4 C5 Cl3 176.4(3) . . . . ?
Cl2 C4 C5 Cl3 0.3(5) . . . . ?
C4 C5 C6 C7 3.8(6) . . . . ?
Cl3 C5 C6 C7 -175.0(3) . . . . ?
C4 C5 C6 C16 -174.1(4) . . . . ?
Cl3 C5 C6 C16 7.1(5) . . . . ?
C5 C6 C7 C2 -6.4(6) . . . . ?
C16 C6 C7 C2 171.5(4) . . . . ?
C5 C6 C7 Cl4 -179.3(3) . . . . ?
C16 C6 C7 Cl4 -1.5(5) . . . . ?
C3 C2 C7 C6 7.1(6) . . . . ?
C1 C2 C7 C6 -176.9(4) . . . . ?
C3 C2 C7 Cl4 -179.8(3) . . . . ?
C1 C2 C7 Cl4 -3.7(5) . . . . ?
C7 C6 C16 O4 -81.8(5) . . . . ?
C5 C6 C16 O4 96.1(4) . . . . ?
C7 C6 C16 O3 99.0(5) . . . . ?
C5 C6 C16 O3 -83.1(5) . . . . ?
O7 C10 N1 C11 174.4(4) . . . . ?
O7 C10 N1 C12 -16.6(7) . . . . ?
O8 C13 N2 C15 -7.6(6) . . . . ?
O8 C13 N2 C14 178.4(3) . . . . ?
O2 C1 O1 La1 -21.7(7) . . . . ?
C2 C1 O1 La1 165.6(2) . . . . ?
O4 C16 O3 La1 8.4(6) . . . 2_575 ?
C6 C16 O3 La1 -172.6(2) . . . 2_575 ?
O3 C16 O4 La1 18.2(7) . . . 1_565 ?
C6 C16 O4 La1 -160.8(3) . . . 1_565 ?
O6 C8 O5 La1 168.6(4) . . . 2_565 ?
C9 C8 O5 La1 -12.7(8) . . . 2_565 ?
La1 C8 O5 La1 170.6(6) . . . 2_565 ?
O6 C8 O5 La1 -2.0(4) . . . . ?
C9 C8 O5 La1 176.7(3) . . . . ?
O5 C8 O6 La1 2.1(4) . . . . ?
C9 C8 O6 La1 -176.6(3) . . . . ?
N1 C10 O7 La1 -129.5(3) . . . . ?
N2 C13 O8 La1 -164.1(2) . . . . ?

_refine_diff_density_max         1.278
_refine_diff_density_min         -1.190
_refine_diff_density_rms         0.099

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1444450'
_audit_update_record             
;
2015-12-27 deposited with the CCDC.
2016-01-07 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         'C18 H23 Cl4 La N2 O9'
_chemical_formula_sum            'C18 H23 Cl4 La N2 O9'
_chemical_formula_weight         692.09

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'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   9.4625(18)
_cell_length_b                   10.899(2)
_cell_length_c                   13.354(3)
_cell_angle_alpha                98.582(4)
_cell_angle_beta                 99.984(4)
_cell_angle_gamma                103.542(3)
_cell_volume                     1292.5(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    5989
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      30.10

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.778
_exptl_crystal_F_000             684
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    2.115
_shelx_estimated_absorpt_T_min   0.609
_shelx_estimated_absorpt_T_max   0.653
_exptl_absorpt_correction_type   'multi-scan '
_exptl_absorpt_correction_T_min  0.610
_exptl_absorpt_correction_T_max  0.654
_exptl_absorpt_process_details   'SADABS; Bruker, 2008'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7741
_diffrn_reflns_av_unetI/netI     0.0473
_diffrn_reflns_av_R_equivalents  0.0763
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.580
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             5025
_reflns_number_gt                4770
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.05P)²+1.44P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5025
_refine_ls_number_parameters     314
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0332
_refine_ls_R_factor_gt           0.0316
_refine_ls_wR_factor_ref         0.0821
_refine_ls_wR_factor_gt          0.0808
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7076(4) 0.2133(3) 0.2036(2) 0.0269(6) Uani 1 1 d . . . . .
C2 C 0.6081(3) 0.0952(3) 0.2270(2) 0.0244(6) Uani 1 1 d . . . . .
C3 C 0.5837(3) -0.0275(3) 0.1671(2) 0.0235(6) Uani 1 1 d . . . . .
C4 C 0.5352(4) 0.1046(3) 0.3091(2) 0.0255(6) Uani 1 1 d . . . . .
C5 C 0.4387(4) -0.0038(3) 0.3296(2) 0.0269(6) Uani 1 1 d . . . . .
C6 C 0.4218(4) -0.1234(3) 0.2693(2) 0.0264(6) Uani 1 1 d . . . . .
C7 C 0.4965(4) -0.1376(3) 0.1880(2) 0.0250(6) Uani 1 1 d . . . . .
C8 C 0.4856(3) -0.2702(3) 0.1277(2) 0.0246(6) Uani 1 1 d . . . . .
C9 C 0.7014(3) 0.5855(3) -0.0996(3) 0.0272(6) Uani 1 1 d . . . . .
C10 C 0.6951(5) 0.6219(5) -0.2034(4) 0.0501(10) Uani 1 1 d . . . . .
H10A H 0.7881 0.6852 -0.2026 0.075 Uiso 1 1 calc R U . . .
H10B H 0.6112 0.6594 -0.2193 0.075 Uiso 1 1 calc R U . . .
H10C H 0.6818 0.5452 -0.2565 0.075 Uiso 1 1 calc R U . . .
C11 C 0.9493(5) 0.8256(4) 0.1936(4) 0.0474(10) Uani 1 1 d . . . . .
C12 C 0.9081(5) 0.9020(5) 0.2855(4) 0.0523(10) Uani 1 1 d . . . . .
H12A H 0.8038 0.8642 0.2868 0.078 Uiso 1 1 calc R U . . .
H12B H 0.9216 0.9918 0.2778 0.078 Uiso 1 1 calc R U . . .
H12C H 0.9724 0.8987 0.3505 0.078 Uiso 1 1 calc R U . . .
C13 C 1.0888(5) 0.8164(5) 0.0623(4) 0.0534(10) Uani 1 1 d . . . . .
H13A H 1.0683 0.7258 0.0684 0.080 Uiso 1 1 calc R U . . .
H13B H 1.1953 0.8505 0.0655 0.080 Uiso 1 1 calc R U . . .
H13C H 1.0314 0.8237 -0.0040 0.080 Uiso 1 1 calc R U . . .
C14 C 1.0997(6) 1.0316(4) 0.1744(5) 0.0657(14) Uani 1 1 d . . . . .
H14A H 1.0226 1.0689 0.1426 0.099 Uiso 1 1 calc R U . . .
H14B H 1.1902 1.0602 0.1486 0.099 Uiso 1 1 calc R U . . .
H14C H 1.1215 1.0598 0.2500 0.099 Uiso 1 1 calc R U . . .
C15 C 0.7640(6) 0.6030(5) 0.3865(3) 0.0546(11) Uani 1 1 d . . . . .
C16 C 0.6362(7) 0.6355(6) 0.4308(4) 0.0659(13) Uani 1 1 d . . . . .
H16A H 0.5443 0.6058 0.3769 0.099 Uiso 1 1 calc R U . . .
H16B H 0.6587 0.7289 0.4545 0.099 Uiso 1 1 calc R U . . .
H16C H 0.6234 0.5927 0.4894 0.099 Uiso 1 1 calc R U . . .
C17 C 0.9273(8) 0.7268(6) 0.5546(4) 0.0747(16) Uani 1 1 d . . . . .
H17A H 0.9999 0.8084 0.5572 0.112 Uiso 1 1 calc R U . . .
H17B H 0.9685 0.6817 0.6060 0.112 Uiso 1 1 calc R U . . .
H17C H 0.8355 0.7439 0.5702 0.112 Uiso 1 1 calc R U . . .
C18 C 1.0223(7) 0.6128(6) 0.4062(4) 0.0693(14) Uani 1 1 d . . . . .
H18A H 1.0197 0.6367 0.3382 0.104 Uiso 1 1 calc R U . . .
H18B H 1.0116 0.5200 0.3987 0.104 Uiso 1 1 calc R U . . .
H18C H 1.1174 0.6600 0.4532 0.104 Uiso 1 1 calc R U . . .
Cl1 Cl 0.66841(10) -0.04552(8) 0.06196(6) 0.03550(18) Uani 1 1 d . . . . .
Cl2 Cl 0.56837(13) 0.25273(8) 0.38970(7) 0.0444(2) Uani 1 1 d . . . . .
Cl3 Cl 0.30772(11) -0.25866(8) 0.29363(8) 0.0439(2) Uani 1 1 d . . . . .
Cl4 Cl 0.34042(11) 0.01280(10) 0.42616(7) 0.0419(2) Uani 1 1 d . . . . .
La1 La 0.69608(2) 0.49796(2) 0.10545(2) 0.01968(8) Uani 1 1 d . . . . .
N1 N 1.0464(4) 0.8900(4) 0.1474(3) 0.0542(9) Uani 1 1 d . . . . .
N2 N 0.8945(6) 0.6463(5) 0.4507(4) 0.0723(12) Uani 1 1 d . . . . .
O1 O 0.6419(3) 0.2888(2) 0.16708(18) 0.0317(5) Uani 1 1 d . . . . .
O2 O 0.8448(3) 0.2240(3) 0.2229(2) 0.0427(6) Uani 1 1 d . . . . .
O3 O 0.5785(3) -0.3228(2) 0.1640(2) 0.0376(6) Uani 1 1 d . . . . .
O4 O 0.3832(3) -0.3115(2) 0.04811(17) 0.0291(5) Uani 1 1 d . . . . .
O5 O 0.8149(3) 0.5588(3) -0.05370(19) 0.0345(5) Uani 1 1 d . . . . .
O6 O 0.5872(2) 0.58068(19) -0.05888(16) 0.0229(4) Uani 1 1 d . . . . .
O7 O 0.9002(3) 0.7067(2) 0.16758(18) 0.0306(5) Uani 1 1 d . . . . .
O8 O 0.7473(3) 0.5369(3) 0.30252(19) 0.0423(6) Uani 1 1 d . . . . .
O9 O 0.9382(3) 0.4328(2) 0.1404(2) 0.0362(5) Uani 1 1 d . . . . .
H9A H 0.9341 0.3743 0.1728 0.043 Uiso 1 1 d R U . . .
H9B H 1.0037 0.4514 0.1079 0.043 Uiso 1 1 d R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.247(4) . ?
C1 O2 1.253(4) . ?
C1 C2 1.515(4) . ?
C2 C4 1.396(5) . ?
C2 C3 1.397(4) . ?
C3 C7 1.384(4) . ?
C3 Cl1 1.742(3) . ?
C4 C5 1.408(5) . ?
C4 Cl2 1.730(3) . ?
C5 C6 1.384(4) . ?
C5 Cl4 1.728(3) . ?
C6 C7 1.404(4) . ?
C6 Cl3 1.722(3) . ?
C7 C8 1.516(4) . ?
C8 O3 1.228(4) . ?
C8 O4 1.252(4) . ?
C9 O5 1.258(4) . ?
C9 O6 1.285(4) . ?
C9 C10 1.494(5) . ?
C9 La1 3.035(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 O7 1.242(5) . ?
C11 N1 1.320(6) . ?
C11 C12 1.538(7) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 N1 1.460(6) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 N1 1.474(6) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 O8 1.203(5) . ?
C15 N2 1.312(7) . ?
C15 C16 1.524(7) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 N2 1.467(7) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 N2 1.530(8) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
La1 O1 2.510(2) . ?
La1 O4 2.531(2) 2_655 ?
La1 O7 2.533(2) . ?
La1 O9 2.542(2) . ?
La1 O8 2.543(2) . ?
La1 O6 2.549(2) 2_665 ?
La1 O3 2.555(2) 1_565 ?
La1 O6 2.633(2) . ?
La1 O5 2.668(2) . ?
O3 La1 2.555(2) 1_545 ?
O4 La1 2.531(2) 2_655 ?
O6 La1 2.549(2) 2_665 ?
O9 H9A 0.8200 . ?
O9 H9B 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 127.7(3) . . ?
O1 C1 C2 115.4(3) . . ?
O2 C1 C2 116.9(3) . . ?
C4 C2 C3 117.0(3) . . ?
C4 C2 C1 121.2(3) . . ?
C3 C2 C1 121.8(3) . . ?
C7 C3 C2 123.2(3) . . ?
C7 C3 Cl1 117.5(2) . . ?
C2 C3 Cl1 119.3(2) . . ?
C2 C4 C5 121.8(3) . . ?
C2 C4 Cl2 119.0(2) . . ?
C5 C4 Cl2 119.2(2) . . ?
C6 C5 C4 118.6(3) . . ?
C6 C5 Cl4 120.7(3) . . ?
C4 C5 Cl4 120.6(2) . . ?
C5 C6 C7 121.4(3) . . ?
C5 C6 Cl3 120.0(2) . . ?
C7 C6 Cl3 118.6(2) . . ?
C3 C7 C6 117.9(3) . . ?
C3 C7 C8 121.4(3) . . ?
C6 C7 C8 120.7(3) . . ?
O3 C8 O4 128.7(3) . . ?
O3 C8 C7 115.4(3) . . ?
O4 C8 C7 115.9(3) . . ?
O5 C9 O6 120.9(3) . . ?
O5 C9 C10 120.9(3) . . ?
O6 C9 C10 118.2(3) . . ?
O5 C9 La1 61.24(17) . . ?
O6 C9 La1 59.72(16) . . ?
C10 C9 La1 176.3(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O7 C11 N1 121.0(4) . . ?
O7 C11 C12 121.4(4) . . ?
N1 C11 C12 117.4(4) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O8 C15 N2 121.9(5) . . ?
O8 C15 C16 123.6(5) . . ?
N2 C15 C16 114.3(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N2 C17 H17A 109.5 . . ?
N2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 H18A 109.5 . . ?
N2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O1 La1 O4 70.09(8) . 2_655 ?
O1 La1 O7 133.66(8) . . ?
O4 La1 O7 137.30(8) 2_655 . ?
O1 La1 O9 72.43(8) . . ?
O4 La1 O9 85.24(8) 2_655 . ?
O7 La1 O9 74.31(8) . . ?
O1 La1 O8 69.20(8) . . ?
O4 La1 O8 139.23(8) 2_655 . ?
O7 La1 O8 74.34(8) . . ?
O9 La1 O8 80.62(9) . . ?
O1 La1 O6 76.40(7) . 2_665 ?
O4 La1 O6 70.84(7) 2_655 2_665 ?
O7 La1 O6 139.61(7) . 2_665 ?
O9 La1 O6 145.70(7) . 2_665 ?
O8 La1 O6 101.44(8) . 2_665 ?
O1 La1 O3 121.43(8) . 1_565 ?
O4 La1 O3 132.68(8) 2_655 1_565 ?
O7 La1 O3 71.61(8) . 1_565 ?
O9 La1 O3 141.44(9) . 1_565 ?
O8 La1 O3 73.34(9) . 1_565 ?
O6 La1 O3 68.84(8) 2_665 1_565 ?
O1 La1 O6 135.11(7) . . ?
O4 La1 O6 71.93(7) 2_655 . ?
O7 La1 O6 90.88(7) . . ?
O9 La1 O6 126.90(7) . . ?
O8 La1 O6 144.51(8) . . ?
O6 La1 O6 69.18(7) 2_665 . ?
O3 La1 O6 71.39(7) 1_565 . ?
O1 La1 O5 130.09(8) . . ?
O4 La1 O5 68.28(8) 2_655 . ?
O7 La1 O5 70.94(8) . . ?
O9 La1 O5 77.86(8) . . ?
O8 La1 O5 142.90(9) . . ?
O6 La1 O5 113.35(7) 2_665 . ?
O3 La1 O5 106.88(8) 1_565 . ?
O6 La1 O5 49.33(7) . . ?
O1 La1 C9 137.45(8) . . ?
O4 La1 C9 67.40(8) 2_655 . ?
O7 La1 C9 80.58(8) . . ?
O9 La1 C9 102.07(8) . . ?
O8 La1 C9 153.07(8) . . ?
O6 La1 C9 91.26(7) 2_665 . ?
O3 La1 C9 89.69(8) 1_565 . ?
O6 La1 C9 24.93(8) . . ?
O5 La1 C9 24.42(8) . . ?
C11 N1 C13 117.2(4) . . ?
C11 N1 C14 121.3(4) . . ?
C13 N1 C14 121.3(4) . . ?
C15 N2 C17 126.5(5) . . ?
C15 N2 C18 114.2(4) . . ?
C17 N2 C18 119.3(5) . . ?
C1 O1 La1 140.4(2) . . ?
C8 O3 La1 139.1(2) . 1_545 ?
C8 O4 La1 137.56(19) . 2_655 ?
C9 O5 La1 94.35(19) . . ?
C9 O6 La1 141.27(19) . 2_665 ?
C9 O6 La1 95.35(18) . . ?
La1 O6 La1 110.82(7) 2_665 . ?
C11 O7 La1 154.4(3) . . ?
C15 O8 La1 152.7(3) . . ?
La1 O9 H9A 113.3 . . ?
La1 O9 H9B 122.8 . . ?
H9A O9 H9B 121.4 . . ?

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
O1 C1 C2 C4 -70.6(4) . . . . ?
O2 C1 C2 C4 109.4(4) . . . . ?
O1 C1 C2 C3 108.6(3) . . . . ?
O2 C1 C2 C3 -71.4(4) . . . . ?
C4 C2 C3 C7 -2.4(5) . . . . ?
C1 C2 C3 C7 178.3(3) . . . . ?
C4 C2 C3 Cl1 178.7(2) . . . . ?
C1 C2 C3 Cl1 -0.5(4) . . . . ?
C3 C2 C4 C5 -1.3(4) . . . . ?
C1 C2 C4 C5 177.9(3) . . . . ?
C3 C2 C4 Cl2 176.9(2) . . . . ?
C1 C2 C4 Cl2 -3.8(4) . . . . ?
C2 C4 C5 C6 3.0(5) . . . . ?
Cl2 C4 C5 C6 -175.2(2) . . . . ?
C2 C4 C5 Cl4 -175.5(2) . . . . ?
Cl2 C4 C5 Cl4 6.2(4) . . . . ?
C4 C5 C6 C7 -1.1(5) . . . . ?
Cl4 C5 C6 C7 177.5(3) . . . . ?
C4 C5 C6 Cl3 178.7(2) . . . . ?
Cl4 C5 C6 Cl3 -2.7(4) . . . . ?
C2 C3 C7 C6 4.2(5) . . . . ?
Cl1 C3 C7 C6 -176.9(2) . . . . ?
C2 C3 C7 C8 -173.7(3) . . . . ?
Cl1 C3 C7 C8 5.2(4) . . . . ?
C5 C6 C7 C3 -2.4(5) . . . . ?
Cl3 C6 C7 C3 177.8(2) . . . . ?
C5 C6 C7 C8 175.6(3) . . . . ?
Cl3 C6 C7 C8 -4.3(4) . . . . ?
C3 C7 C8 O3 89.7(4) . . . . ?
C6 C7 C8 O3 -88.1(4) . . . . ?
C3 C7 C8 O4 -90.6(4) . . . . ?
C6 C7 C8 O4 91.6(4) . . . . ?
O7 C11 N1 C13 2.2(6) . . . . ?
C12 C11 N1 C13 178.1(4) . . . . ?
O7 C11 N1 C14 177.0(4) . . . . ?
C12 C11 N1 C14 -7.1(6) . . . . ?
O8 C15 N2 C17 -179.7(5) . . . . ?
C16 C15 N2 C17 -3.9(8) . . . . ?
O8 C15 N2 C18 3.8(7) . . . . ?
C16 C15 N2 C18 179.6(5) . . . . ?
O2 C1 O1 La1 -0.1(6) . . . . ?
C2 C1 O1 La1 179.9(2) . . . . ?
O4 C8 O3 La1 20.8(6) . . . 1_545 ?
C7 C8 O3 La1 -159.5(2) . . . 1_545 ?
O3 C8 O4 La1 -10.2(5) . . . 2_655 ?
C7 C8 O4 La1 170.1(2) . . . 2_655 ?
O6 C9 O5 La1 2.6(3) . . . . ?
C10 C9 O5 La1 -176.6(3) . . . . ?
O5 C9 O6 La1 -136.1(3) . . . 2_665 ?
C10 C9 O6 La1 43.2(5) . . . 2_665 ?
La1 C9 O6 La1 -133.4(3) . . . 2_665 ?
O5 C9 O6 La1 -2.7(3) . . . . ?
C10 C9 O6 La1 176.6(3) . . . . ?
N1 C11 O7 La1 -124.3(6) . . . . ?
C12 C11 O7 La1 60.0(8) . . . . ?
N2 C15 O8 La1 -109.5(7) . . . . ?
C16 C15 O8 La1 75.1(9) . . . . ?

_refine_diff_density_max         1.914
_refine_diff_density_min         -1.180
_refine_diff_density_rms         0.142

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1444451'
_audit_update_record             
;
2015-12-27 deposited with the CCDC.
2016-01-07 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         'C15 H13 Cl6 La N O10'
_chemical_formula_sum            'C15 H13 Cl6 La N O10'
_chemical_formula_weight         718.87

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'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   10.379(2)
_cell_length_b                   11.008(3)
_cell_length_c                   11.165(2)
_cell_angle_alpha                66.507(4)
_cell_angle_beta                 82.540(4)
_cell_angle_gamma                76.892(4)
_cell_volume                     1138.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    6370
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      30.26

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.097
_exptl_crystal_F_000             698
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.260
_exptl_absorpt_coefficient_mu    2.634
_shelx_estimated_absorpt_T_min   0.526
_shelx_estimated_absorpt_T_max   0.547
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6806
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_av_R_equivalents  0.0116
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.991
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             4406
_reflns_number_gt                4260
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.04P)²+1.55P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4406
_refine_ls_number_parameters     300
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0218
_refine_ls_R_factor_gt           0.0210
_refine_ls_wR_factor_ref         0.0760
_refine_ls_wR_factor_gt          0.0755
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2470(3) 0.4166(3) 0.0917(3) 0.0238(7) Uani 1 1 d . . . . .
C2 C 0.3770(3) 0.4604(3) 0.0390(3) 0.0217(6) Uani 1 1 d . . . . .
C3 C 0.3847(3) 0.5951(3) -0.0141(3) 0.0216(6) Uani 1 1 d . . . . .
C4 C 0.5073(3) 0.6346(3) -0.0500(3) 0.0232(7) Uani 1 1 d . . . . .
C5 C 0.0475(3) 0.0876(3) 0.7168(3) 0.0201(6) Uani 1 1 d . . . . .
C6 C 0.0222(3) 0.0435(3) 0.8637(3) 0.0185(6) Uani 1 1 d . . . . .
C7 C -0.0900(3) -0.0079(3) 0.9238(3) 0.0202(6) Uani 1 1 d . . . . .
C8 C 0.1119(3) 0.0502(3) 0.9421(3) 0.0194(6) Uani 1 1 d . . . . .
C9 C -0.2126(3) 0.4306(3) 0.4825(3) 0.0192(6) Uani 1 1 d . . . . .
C10 C -0.3618(3) 0.4697(3) 0.4922(3) 0.0174(6) Uani 1 1 d . . . . .
C11 C -0.4345(3) 0.5392(3) 0.3807(3) 0.0189(6) Uani 1 1 d . . . . .
C12 C -0.4295(3) 0.4303(3) 0.6111(3) 0.0195(6) Uani 1 1 d . . . . .
C13 C 0.4129(3) 0.2367(4) 0.4280(4) 0.0312(8) Uani 1 1 d . . . . .
H13 H 0.4148 0.2834 0.3357 0.037 Uiso 1 1 calc R U . . .
C14 C 0.6486(4) 0.1623(5) 0.4040(5) 0.0487(11) Uani 1 1 d . . . . .
H14D H 0.6397 0.2383 0.3193 0.073 Uiso 1 1 calc R U . . .
H14E H 0.6684 0.0773 0.3902 0.073 Uiso 1 1 calc R U . . .
H14F H 0.7207 0.1664 0.4500 0.073 Uiso 1 1 calc R U . . .
C15 C 0.5297(5) 0.0977(5) 0.6215(4) 0.0491(11) Uani 1 1 d . . . . .
H15A H 0.6057 0.0224 0.6422 0.074 Uiso 1 1 calc R U . . .
H15B H 0.4478 0.0627 0.6547 0.074 Uiso 1 1 calc R U . . .
H15C H 0.5382 0.1592 0.6624 0.074 Uiso 1 1 calc R U . . .
Cl1 Cl 0.24149(8) 0.71496(9) -0.03424(9) 0.03231(19) Uani 1 1 d . . . . .
Cl2 Cl 0.51661(9) 0.80142(9) -0.10288(10) 0.0383(2) Uani 1 1 d . . . . .
Cl3 Cl -0.20274(9) -0.01869(11) 0.83095(8) 0.0369(2) Uani 1 1 d . . . . .
Cl4 Cl 0.25313(9) 0.10961(10) 0.87127(8) 0.0359(2) Uani 1 1 d . . . . .
Cl5 Cl -0.35172(9) 0.60102(12) 0.23287(8) 0.0428(3) Uani 1 1 d . . . . .
Cl6 Cl -0.34072(8) 0.33998(10) 0.74881(8) 0.0350(2) Uani 1 1 d . . . . .
La1 La 0.07834(2) 0.35356(2) 0.40123(2) 0.02059(8) Uani 1 1 d . . . . .
N1 N 0.5258(3) 0.1694(3) 0.4817(3) 0.0366(7) Uani 1 1 d . . . . .
O1 O 0.2392(3) 0.3580(4) 0.2136(3) 0.0503(8) Uani 1 1 d . . . . .
O2 O 0.1610(3) 0.4397(4) 0.0183(3) 0.0550(9) Uani 1 1 d . . . . .
O3 O 0.0433(2) 0.2110(2) 0.6508(2) 0.0256(5) Uani 1 1 d . . . . .
O4 O 0.0694(3) -0.0034(2) 0.6742(2) 0.0331(6) Uani 1 1 d . . . . .
O5 O -0.1659(2) 0.3394(3) 0.4421(3) 0.0304(5) Uani 1 1 d . . . . .
O6 O -0.1412(2) 0.4924(2) 0.5111(2) 0.0250(5) Uani 1 1 d . . . . .
O7 O 0.3053(2) 0.2445(3) 0.4864(3) 0.0372(6) Uani 1 1 d . . . . .
O8 O 0.1022(3) 0.1173(2) 0.4173(2) 0.0327(6) Uani 1 1 d . . . . .
H8A H 0.0393 0.1142 0.3607 0.049 Uiso 1 1 d R U . . .
H8B H 0.0841 0.0589 0.5080 0.049 Uiso 1 1 d R U . . .
O9 O -0.0265(2) 0.3504(3) 0.2062(2) 0.0335(6) Uani 1 1 d . . . . .
H9D H 0.0296 0.3837 0.1270 0.050 Uiso 1 1 d R U . . .
H9E H -0.1143 0.4089 0.1943 0.050 Uiso 1 1 d R U . . .
O10 O -0.0027(3) 0.5954(3) 0.2440(2) 0.0366(6) Uani 1 1 d . . . . .
H10D H 0.0375 0.6569 0.2644 0.055 Uiso 1 1 d R U . . .
H10E H -0.0993 0.6186 0.2540 0.055 Uiso 1 1 d R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.205(4) . ?
C1 O1 1.253(4) . ?
C1 C2 1.504(4) . ?
C2 C3 1.377(5) . ?
C2 C4 1.384(4) 2_665 ?
C3 C4 1.395(4) . ?
C3 Cl1 1.721(3) . ?
C4 C2 1.384(4) 2_665 ?
C4 Cl2 1.713(3) . ?
C5 O4 1.237(4) . ?
C5 O3 1.254(4) . ?
C5 C6 1.518(4) . ?
C6 C7 1.386(4) . ?
C6 C8 1.390(4) . ?
C7 C8 1.384(4) 2_557 ?
C7 Cl3 1.713(3) . ?
C8 C7 1.384(4) 2_557 ?
C8 Cl4 1.710(3) . ?
C9 O5 1.237(4) . ?
C9 O6 1.254(4) . ?
C9 C10 1.512(4) . ?
C9 La1 3.066(3) . ?
C10 C12 1.371(4) . ?
C10 C11 1.388(4) . ?
C11 C12 1.375(4) 2_466 ?
C11 Cl5 1.711(3) . ?
C12 C11 1.375(4) 2_466 ?
C12 Cl6 1.713(3) . ?
C13 O7 1.222(4) . ?
C13 N1 1.310(5) . ?
C13 H13 0.9500 . ?
C14 N1 1.451(5) . ?
C14 H14D 0.9800 . ?
C14 H14E 0.9800 . ?
C14 H14F 0.9800 . ?
C15 N1 1.442(5) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
La1 O8 2.492(2) . ?
La1 O1 2.496(3) . ?
La1 O6 2.501(2) 2_566 ?
La1 O7 2.506(2) . ?
La1 O5 2.546(2) . ?
La1 O10 2.553(2) . ?
La1 O9 2.572(2) . ?
La1 O3 2.621(2) . ?
La1 O6 2.867(2) . ?
O6 La1 2.501(2) 2_566 ?
O8 H8A 0.9800 . ?
O8 H8B 0.9800 . ?
O9 H9D 0.9800 . ?
O9 H9E 0.9800 . ?
O10 H10D 0.9800 . ?
O10 H10E 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1 O1 125.7(3) . . ?
O2 C1 C2 120.2(3) . . ?
O1 C1 C2 114.1(3) . . ?
C3 C2 C4 118.6(3) . 2_665 ?
C3 C2 C1 120.8(3) . . ?
C4 C2 C1 120.5(3) 2_665 . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 Cl1 119.4(2) . . ?
C4 C3 Cl1 120.0(3) . . ?
C2 C4 C3 120.7(3) 2_665 . ?
C2 C4 Cl2 119.1(3) 2_665 . ?
C3 C4 Cl2 120.1(3) . . ?
O4 C5 O3 126.5(3) . . ?
O4 C5 C6 115.7(3) . . ?
O3 C5 C6 117.8(3) . . ?
C7 C6 C8 118.0(3) . . ?
C7 C6 C5 120.7(3) . . ?
C8 C6 C5 121.3(3) . . ?
C8 C7 C6 120.6(3) 2_557 . ?
C8 C7 Cl3 119.8(2) 2_557 . ?
C6 C7 Cl3 119.6(2) . . ?
C7 C8 C6 121.3(3) 2_557 . ?
C7 C8 Cl4 119.5(2) 2_557 . ?
C6 C8 Cl4 119.2(2) . . ?
O5 C9 O6 122.6(3) . . ?
O5 C9 C10 117.1(3) . . ?
O6 C9 C10 120.3(3) . . ?
O5 C9 La1 54.10(15) . . ?
O6 C9 La1 69.03(16) . . ?
C10 C9 La1 166.8(2) . . ?
C12 C10 C11 118.1(3) . . ?
C12 C10 C9 120.8(3) . . ?
C11 C10 C9 121.0(3) . . ?
C12 C11 C10 121.1(3) 2_466 . ?
C12 C11 Cl5 119.9(2) 2_466 . ?
C10 C11 Cl5 118.7(2) . . ?
C10 C12 C11 120.7(3) . 2_466 ?
C10 C12 Cl6 118.4(2) . . ?
C11 C12 Cl6 120.8(2) 2_466 . ?
O7 C13 N1 125.6(3) . . ?
O7 C13 H13 117.2 . . ?
N1 C13 H13 117.2 . . ?
N1 C14 H14D 109.5 . . ?
N1 C14 H14E 109.5 . . ?
H14D C14 H14E 109.5 . . ?
N1 C14 H14F 109.5 . . ?
H14D C14 H14F 109.5 . . ?
H14E C14 H14F 109.5 . . ?
N1 C15 H15A 109.5 . . ?
N1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O8 La1 O1 80.02(10) . . ?
O8 La1 O6 146.77(8) . 2_566 ?
O1 La1 O6 104.79(9) . 2_566 ?
O8 La1 O7 76.73(10) . . ?
O1 La1 O7 70.97(9) . . ?
O6 La1 O7 74.12(8) 2_566 . ?
O8 La1 O5 82.60(8) . . ?
O1 La1 O5 133.28(9) . . ?
O6 La1 O5 113.18(7) 2_566 . ?
O7 La1 O5 144.48(9) . . ?
O8 La1 O10 139.93(9) . . ?
O1 La1 O10 81.03(10) . . ?
O6 La1 O10 72.56(9) 2_566 . ?
O7 La1 O10 128.53(10) . . ?
O5 La1 O10 85.27(9) . . ?
O8 La1 O9 69.63(9) . . ?
O1 La1 O9 66.79(9) . . ?
O6 La1 O9 142.94(8) 2_566 . ?
O7 La1 O9 129.30(9) . . ?
O5 La1 O9 66.53(8) . . ?
O10 La1 O9 70.49(9) . . ?
O8 La1 O3 74.91(7) . . ?
O1 La1 O3 140.57(9) . . ?
O6 La1 O3 81.96(8) 2_566 . ?
O7 La1 O3 73.94(8) . . ?
O5 La1 O3 72.95(8) . . ?
O10 La1 O3 136.47(8) . . ?
O9 La1 O3 128.45(8) . . ?
O8 La1 O6 124.68(8) . . ?
O1 La1 O6 148.70(10) . . ?
O6 La1 O6 66.20(8) 2_566 . ?
O7 La1 O6 128.91(7) . . ?
O5 La1 O6 47.15(7) . . ?
O10 La1 O6 67.67(8) . . ?
O9 La1 O6 101.54(7) . . ?
O3 La1 O6 69.93(7) . . ?
O8 La1 C9 104.29(9) . . ?
O1 La1 C9 145.25(8) . . ?
O6 La1 C9 90.31(8) 2_566 . ?
O7 La1 C9 143.78(8) . . ?
O5 La1 C9 23.18(8) . . ?
O10 La1 C9 73.85(8) . . ?
O9 La1 C9 82.21(8) . . ?
O3 La1 C9 71.58(8) . . ?
O6 La1 C9 24.11(7) . . ?
C13 N1 C15 119.9(3) . . ?
C13 N1 C14 121.8(3) . . ?
C15 N1 C14 118.3(3) . . ?
C1 O1 La1 139.6(3) . . ?
C5 O3 La1 133.9(2) . . ?
C9 O5 La1 102.72(18) . . ?
C9 O6 La1 159.3(2) . 2_566 ?
C9 O6 La1 86.86(17) . . ?
La1 O6 La1 113.80(8) 2_566 . ?
C13 O7 La1 130.3(2) . . ?
La1 O8 H8A 109.5 . . ?
La1 O8 H8B 109.5 . . ?
H8A O8 H8B 109.5 . . ?
La1 O9 H9D 109.5 . . ?
La1 O9 H9E 109.1 . . ?
H9D O9 H9E 109.5 . . ?
La1 O10 H10D 109.2 . . ?
La1 O10 H10E 109.4 . . ?
H10D O10 H10E 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 C3 69.1(5) . . . . ?
O1 C1 C2 C3 -110.3(4) . . . . ?
O2 C1 C2 C4 -114.7(4) . . . 2_665 ?
O1 C1 C2 C4 65.8(4) . . . 2_665 ?
C4 C2 C3 C4 -3.1(5) 2_665 . . . ?
C1 C2 C3 C4 173.1(3) . . . . ?
C4 C2 C3 Cl1 177.6(2) 2_665 . . . ?
C1 C2 C3 Cl1 -6.2(4) . . . . ?
C2 C3 C4 C2 3.2(5) . . . 2_665 ?
Cl1 C3 C4 C2 -177.5(2) . . . 2_665 ?
C2 C3 C4 Cl2 -174.5(2) . . . . ?
Cl1 C3 C4 Cl2 4.8(4) . . . . ?
O4 C5 C6 C7 -66.5(4) . . . . ?
O3 C5 C6 C7 112.9(3) . . . . ?
O4 C5 C6 C8 111.9(3) . . . . ?
O3 C5 C6 C8 -68.7(4) . . . . ?
C8 C6 C7 C8 0.5(5) . . . 2_557 ?
C5 C6 C7 C8 178.9(3) . . . 2_557 ?
C8 C6 C7 Cl3 -179.7(2) . . . . ?
C5 C6 C7 Cl3 -1.3(4) . . . . ?
C7 C6 C8 C7 -0.5(5) . . . 2_557 ?
C5 C6 C8 C7 -178.9(3) . . . 2_557 ?
C7 C6 C8 Cl4 178.6(2) . . . . ?
C5 C6 C8 Cl4 0.1(4) . . . . ?
O5 C9 C10 C12 104.4(4) . . . . ?
O6 C9 C10 C12 -77.6(4) . . . . ?
La1 C9 C10 C12 150.0(8) . . . . ?
O5 C9 C10 C11 -71.6(4) . . . . ?
O6 C9 C10 C11 106.3(4) . . . . ?
La1 C9 C10 C11 -26.0(11) . . . . ?
C12 C10 C11 C12 1.0(5) . . . 2_466 ?
C9 C10 C11 C12 177.1(3) . . . 2_466 ?
C12 C10 C11 Cl5 174.8(2) . . . . ?
C9 C10 C11 Cl5 -9.1(4) . . . . ?
C11 C10 C12 C11 -1.0(5) . . . 2_466 ?
C9 C10 C12 C11 -177.1(3) . . . 2_466 ?
C11 C10 C12 Cl6 178.0(2) . . . . ?
C9 C10 C12 Cl6 1.9(4) . . . . ?
O7 C13 N1 C15 -0.7(7) . . . . ?
O7 C13 N1 C14 178.1(4) . . . . ?
O2 C1 O1 La1 -42.2(7) . . . . ?
C2 C1 O1 La1 137.3(3) . . . . ?
O4 C5 O3 La1 -1.3(5) . . . . ?
C6 C5 O3 La1 179.30(19) . . . . ?
O6 C9 O5 La1 -9.5(4) . . . . ?
C10 C9 O5 La1 168.4(2) . . . . ?
O5 C9 O6 La1 -170.5(4) . . . 2_566 ?
C10 C9 O6 La1 11.7(8) . . . 2_566 ?
La1 C9 O6 La1 -178.7(6) . . . 2_566 ?
O5 C9 O6 La1 8.2(3) . . . . ?
C10 C9 O6 La1 -169.6(3) . . . . ?
N1 C13 O7 La1 -175.3(3) . . . . ?

_refine_diff_density_max         0.623
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.087

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1444452'
_audit_update_record             
;
2015-12-27 deposited with the CCDC.
2016-01-07 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         'C19 H19 Cl6 La N O9'
_chemical_formula_sum            'C19 H19 Cl6 La N O9'
_chemical_formula_weight         756.96

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   10.5749(11)
_cell_length_b                   11.5384(12)
_cell_length_c                   12.1502(12)
_cell_angle_alpha                103.246(2)
_cell_angle_beta                 95.911(3)
_cell_angle_gamma                92.019(2)
_cell_volume                     1432.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    3739
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      28.12

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.755
_exptl_crystal_F_000             742
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    2.095
_shelx_estimated_absorpt_T_min   0.612
_shelx_estimated_absorpt_T_max   0.656
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.61
_exptl_absorpt_correction_T_max  0.66
_exptl_absorpt_process_details   'SASABS; Bruker, 2008'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9449
_diffrn_reflns_av_unetI/netI     0.0835
_diffrn_reflns_av_R_equivalents  0.0862
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.733
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6091
_reflns_number_gt                5052
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0809P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6091
_refine_ls_number_parameters     375
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0527
_refine_ls_wR_factor_ref         0.1431
_refine_ls_wR_factor_gt          0.1379
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7309(5) 0.4645(5) 0.4158(5) 0.0384(13) Uani 1 1 d . . . . .
C2 C 0.8725(6) 0.4837(5) 0.4599(5) 0.0389(13) Uani 1 1 d . . . . .
C3 C 0.9497(6) 0.3906(5) 0.4409(5) 0.0385(13) Uani 1 1 d . . . . .
C4 C 0.9188(6) 0.5931(5) 0.5219(5) 0.0407(14) Uani 1 1 d . . . . .
C5 C 0.5046(5) 0.2548(5) 0.0087(5) 0.0311(11) Uani 1 1 d . . . . .
C6 C 0.5046(5) 0.1229(5) 0.0043(5) 0.0321(11) Uani 1 1 d . . . . .
C7 C 0.4229(5) 0.0734(4) 0.0668(5) 0.0324(12) Uani 1 1 d . . . . .
C8 C 0.4164(5) -0.0483(5) 0.0624(5) 0.0342(12) Uani 1 1 d . . . . .
C9 C 0.2727(5) 0.5386(5) 0.0778(5) 0.0360(12) Uani 1 1 d . . . . .
C10 C 0.1329(5) 0.5192(4) 0.0376(4) 0.0292(11) Uani 1 1 d . . . . .
C11 C 0.0522(5) 0.4497(5) 0.0845(4) 0.0286(11) Uani 1 1 d . . . . .
C12 C 0.0760(5) 0.5715(5) -0.0466(4) 0.0285(11) Uani 1 1 d . . . . .
N1 N 0.9601(18) 0.7708(15) 0.2286(15) 0.064(4) Uani 0.5 1 d . . P A 1
O7 O 0.7672(10) 0.6697(9) 0.1945(6) 0.027 Uani 0.5 1 d . . P A 1
C13 C 0.8674(18) 0.6979(14) 0.2510(14) 0.072(5) Uani 0.5 1 d . . P A 1
H13A H 0.8836 0.6669 0.3167 0.086 Uiso 0.5 1 calc R U P A 1
C14 C 1.074(4) 0.787(2) 0.298(3) 0.097(11) Uani 0.5 1 d . . P A 1
H14A H 1.1441 0.7832 0.2498 0.116 Uiso 0.5 1 calc R U P A 1
H14B H 1.0804 0.7194 0.3358 0.116 Uiso 0.5 1 calc R U P A 1
C15 C 1.0901(18) 0.8962(15) 0.3835(13) 0.077(5) Uani 0.5 1 d . . P A 1
H15A H 1.0097 0.9131 0.4159 0.116 Uiso 0.5 1 calc R U P A 1
H15B H 1.1154 0.9614 0.3494 0.116 Uiso 0.5 1 calc R U P A 1
H15C H 1.1564 0.8891 0.4438 0.116 Uiso 0.5 1 calc R U P A 1
C16 C 0.922(3) 0.839(2) 0.148(2) 0.072(7) Uani 0.5 1 d . . P A 1
H16A H 0.8354 0.8111 0.1098 0.087 Uiso 0.5 1 calc R U P A 1
H16B H 0.9816 0.8307 0.0893 0.087 Uiso 0.5 1 calc R U P A 1
C17 C 0.923(3) 0.9672(17) 0.212(2) 0.110(8) Uani 0.5 1 d . . P A 1
H17A H 0.9033 1.0172 0.1579 0.165 Uiso 0.5 1 calc R U P A 1
H17B H 1.0077 0.9923 0.2535 0.165 Uiso 0.5 1 calc R U P A 1
H17C H 0.8593 0.9755 0.2657 0.165 Uiso 0.5 1 calc R U P A 1
C18 C 0.4460(10) 0.7498(8) 0.4001(7) 0.082(3) Uani 1 1 d . U . . .
H18A H 0.4404 0.6900 0.4466 0.098 Uiso 1 1 calc R U . . .
H18B H 0.3700 0.7327 0.3429 0.098 Uiso 1 1 calc R U . . .
C19 C 0.4249(9) 0.8676(4) 0.4787(8) 0.112(4) Uani 1 1 d D . . . .
H19A H 0.3769 0.9170 0.4356 0.167 Uiso 1 1 calc R U . . .
H19B H 0.5074 0.9088 0.5120 0.167 Uiso 1 1 calc R U . . .
H19C H 0.3768 0.8534 0.5396 0.167 Uiso 1 1 calc R U . . .
N1' N 0.914(2) 0.809(2) 0.1911(19) 0.057(5) Uani 0.5 1 d . . P A 2
O7' O 0.7584(13) 0.6782(11) 0.2174(8) 0.042 Uani 0.5 1 d . . P A 2
C13' C 0.8036(11) 0.7404(11) 0.1562(12) 0.046(3) Uani 0.5 1 d . . P A 2
H13B H 0.7593 0.7395 0.0838 0.055 Uiso 0.5 1 calc R U P A 2
C14' C 0.9770(18) 0.8264(16) 0.3059(17) 0.067(5) Uani 0.5 1 d . . P A 2
H14C H 1.0242 0.9054 0.3300 0.080 Uiso 0.5 1 calc R U P A 2
H14D H 0.9139 0.8216 0.3597 0.080 Uiso 0.5 1 calc R U P A 2
C15' C 1.063(2) 0.732(2) 0.302(2) 0.070(6) Uani 0.5 1 d . . P A 2
H15D H 1.1009 0.7331 0.3796 0.105 Uiso 0.5 1 calc R U P A 2
H15E H 1.1310 0.7438 0.2558 0.105 Uiso 0.5 1 calc R U P A 2
H15F H 1.0167 0.6550 0.2687 0.105 Uiso 0.5 1 calc R U P A 2
C16' C 0.9568(17) 0.8755(15) 0.0985(17) 0.057(5) Uani 0.5 1 d . . P A 2
H16C H 1.0502 0.8749 0.0970 0.068 Uiso 0.5 1 calc R U P A 2
H16D H 0.9149 0.8352 0.0219 0.068 Uiso 0.5 1 calc R U P A 2
C17' C 0.9179(19) 0.9999(15) 0.1307(14) 0.072(5) Uani 0.5 1 d . . P A 2
H17D H 0.9377 1.0422 0.0726 0.108 Uiso 0.5 1 calc R U P A 2
H17E H 0.9642 1.0405 0.2043 0.108 Uiso 0.5 1 calc R U P A 2
H17F H 0.8262 0.9993 0.1365 0.108 Uiso 0.5 1 calc R U P A 2
Cl1 Cl 0.88646(16) 0.24982(14) 0.36532(13) 0.0486(4) Uani 1 1 d . . . . .
Cl2 Cl 0.82123(15) 0.70910(14) 0.55102(14) 0.0503(4) Uani 1 1 d . . . . .
Cl3 Cl 0.31927(16) 0.16300(13) 0.14192(15) 0.0490(4) Uani 1 1 d . . . . .
Cl4 Cl 0.31245(15) -0.10782(13) 0.13530(14) 0.0461(4) Uani 1 1 d . . . . .
Cl5 Cl 0.11903(13) 0.38641(13) 0.19141(12) 0.0398(3) Uani 1 1 d . . . . .
Cl6 Cl 0.16808(13) 0.66015(13) -0.10599(13) 0.0410(3) Uani 1 1 d . . . . .
La1 La 0.55439(3) 0.54877(2) 0.17790(2) 0.02840(12) Uani 1 1 d . . . . .
O1 O 0.6969(6) 0.5141(5) 0.3395(5) 0.041 Uani 0.75 1 d . . P A 1
O2 O 0.6621(6) 0.3914(5) 0.4412(5) 0.042 Uani 0.75 1 d . . P A 1
O1' O 0.7095(17) 0.4673(15) 0.2981(14) 0.041 Uani 0.25 1 d . . P A 2
O2' O 0.6561(17) 0.4499(16) 0.4807(15) 0.042 Uani 0.25 1 d . . P A 2
O3 O 0.5360(4) 0.3270(3) 0.1003(3) 0.0344(8) Uani 1 1 d . . . . .
O4 O 0.4754(4) 0.2793(3) -0.0877(3) 0.0381(9) Uani 1 1 d . . . . .
O5 O 0.3536(3) 0.4943(3) 0.0121(3) 0.0318(8) Uani 1 1 d . . . . .
O6 O 0.3057(4) 0.5984(3) 0.1771(3) 0.0382(9) Uani 1 1 d . . . . .
O8 O 0.5387(5) 0.7227(4) 0.3447(4) 0.0610(13) Uani 1 1 d . U . . .
H8A H 0.6187 0.7639 0.3467 0.073 Uiso 1 1 d R U . . .
O1W O 0.4369(4) 0.4610(3) 0.3195(3) 0.0438(10) Uani 1 1 d . . . . .
H1WB H 0.4826 0.4113 0.3443 0.053 Uiso 1 1 d R U . . .
H1WC H 0.3673 0.4245 0.2860 0.053 Uiso 1 1 d R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2' 1.207(19) . ?
C1 O2 1.207(8) . ?
C1 O1 1.227(8) . ?
C1 O1' 1.433(17) . ?
C1 C2 1.529(8) . ?
C2 C4 1.358(8) . ?
C2 C3 1.364(8) . ?
C3 C4 1.410(8) 2_766 ?
C3 Cl1 1.744(6) . ?
C4 C3 1.410(8) 2_766 ?
C4 Cl2 1.713(6) . ?
C5 O3 1.234(6) . ?
C5 O4 1.276(6) . ?
C5 C6 1.510(7) . ?
C6 C7 1.396(7) . ?
C6 C8 1.402(8) 2_655 ?
C7 C8 1.392(7) . ?
C7 Cl3 1.720(5) . ?
C8 C6 1.402(8) 2_655 ?
C8 Cl4 1.700(5) . ?
C9 O6 1.253(7) . ?
C9 O5 1.271(6) . ?
C9 C10 1.501(7) . ?
C9 La1 3.087(6) . ?
C10 C12 1.397(7) . ?
C10 C11 1.399(7) . ?
C11 C12 1.380(7) 2_565 ?
C11 Cl5 1.733(5) . ?
C12 C11 1.380(7) 2_565 ?
C12 Cl6 1.712(5) . ?
N1 C13 1.36(2) . ?
N1 C14 1.37(4) . ?
N1 C16 1.43(3) . ?
O7 C13 1.19(2) . ?
O7 La1 2.571(10) . ?
C13 H13A 0.9500 . ?
C14 C15 1.43(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.50(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 O8 1.254(10) . ?
C18 C19 1.510(11) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
N1' C13' 1.36(2) . ?
N1' C14' 1.45(3) . ?
N1' C16' 1.59(2) . ?
O7' C13' 1.262(17) . ?
O7' La1 2.519(13) . ?
C13' H13B 0.9500 . ?
C14' C15' 1.44(3) . ?
C14' H14C 0.9900 . ?
C14' H14D 0.9900 . ?
C15' H15D 0.9800 . ?
C15' H15E 0.9800 . ?
C15' H15F 0.9800 . ?
C16' C17' 1.48(2) . ?
C16' H16C 0.9900 . ?
C16' H16D 0.9900 . ?
C17' H17D 0.9800 . ?
C17' H17E 0.9800 . ?
C17' H17F 0.9800 . ?
La1 O1' 2.439(16) . ?
La1 O1 2.466(5) . ?
La1 O4 2.491(3) 2_665 ?
La1 O3 2.509(4) . ?
La1 O8 2.528(4) . ?
La1 O5 2.548(4) 2_665 ?
La1 O1W 2.584(4) . ?
La1 O6 2.711(4) . ?
La1 O5 2.721(4) . ?
O4 La1 2.491(3) 2_665 ?
O5 La1 2.548(4) 2_665 ?
O8 H8A 0.9499 . ?
O1W H1WB 0.8500 . ?
O1W H1WC 0.8500 . ?

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
O2 C1 O1 121.9(6) . . ?
O2' C1 O1' 130.1(12) . . ?
O2' C1 C2 118.6(9) . . ?
O2 C1 C2 122.1(5) . . ?
O1 C1 C2 115.0(6) . . ?
O1' C1 C2 111.3(8) . . ?
C4 C2 C3 120.8(6) . . ?
C4 C2 C1 119.1(5) . . ?
C3 C2 C1 120.1(5) . . ?
C2 C3 C4 121.1(5) . 2_766 ?
C2 C3 Cl1 119.8(5) . . ?
C4 C3 Cl1 119.1(5) 2_766 . ?
C2 C4 C3 118.0(5) . 2_766 ?
C2 C4 Cl2 121.1(5) . . ?
C3 C4 Cl2 120.8(5) 2_766 . ?
O3 C5 O4 126.6(5) . . ?
O3 C5 C6 119.2(5) . . ?
O4 C5 C6 114.2(5) . . ?
C7 C6 C8 118.9(5) . 2_655 ?
C7 C6 C5 119.5(5) . . ?
C8 C6 C5 121.6(4) 2_655 . ?
C8 C7 C6 121.5(5) . . ?
C8 C7 Cl3 119.3(4) . . ?
C6 C7 Cl3 119.0(4) . . ?
C7 C8 C6 119.5(5) . 2_655 ?
C7 C8 Cl4 120.8(4) . . ?
C6 C8 Cl4 119.6(4) 2_655 . ?
O6 C9 O5 121.9(5) . . ?
O6 C9 C10 117.9(5) . . ?
O5 C9 C10 120.1(5) . . ?
O6 C9 La1 61.0(3) . . ?
O5 C9 La1 61.5(3) . . ?
C10 C9 La1 171.7(4) . . ?
C12 C10 C11 116.5(5) . . ?
C12 C10 C9 122.0(5) . . ?
C11 C10 C9 121.5(5) . . ?
C12 C11 C10 122.2(5) 2_565 . ?
C12 C11 Cl5 120.0(4) 2_565 . ?
C10 C11 Cl5 117.7(4) . . ?
C11 C12 C10 121.2(5) 2_565 . ?
C11 C12 Cl6 119.6(4) 2_565 . ?
C10 C12 Cl6 119.2(4) . . ?
C13 N1 C14 117.3(17) . . ?
C13 N1 C16 116(2) . . ?
C14 N1 C16 125.9(19) . . ?
C13 O7 La1 144.1(9) . . ?
O7 C13 N1 125.1(16) . . ?
O7 C13 H13A 117.4 . . ?
N1 C13 H13A 117.4 . . ?
N1 C14 C15 115(3) . . ?
N1 C14 H14A 108.6 . . ?
C15 C14 H14A 108.6 . . ?
N1 C14 H14B 108.6 . . ?
C15 C14 H14B 108.6 . . ?
H14A C14 H14B 107.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 C16 C17 108(2) . . ?
N1 C16 H16A 110.2 . . ?
C17 C16 H16A 110.2 . . ?
N1 C16 H16B 110.2 . . ?
C17 C16 H16B 110.2 . . ?
H16A C16 H16B 108.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O8 C18 C19 128.1(9) . . ?
O8 C18 H18A 105.3 . . ?
C19 C18 H18A 105.3 . . ?
O8 C18 H18B 105.3 . . ?
C19 C18 H18B 105.3 . . ?
H18A C18 H18B 106.0 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C13' N1' C14' 121.6(16) . . ?
C13' N1' C16' 113.2(18) . . ?
C14' N1' C16' 124.9(18) . . ?
C13' O7' La1 128.6(10) . . ?
O7' C13' N1' 121.7(15) . . ?
O7' C13' H13B 119.2 . . ?
N1' C13' H13B 119.2 . . ?
C15' C14' N1' 105.6(19) . . ?
C15' C14' H14C 110.6 . . ?
N1' C14' H14C 110.6 . . ?
C15' C14' H14D 110.6 . . ?
N1' C14' H14D 110.6 . . ?
H14C C14' H14D 108.8 . . ?
C14' C15' H15D 109.5 . . ?
C14' C15' H15E 109.5 . . ?
H15D C15' H15E 109.5 . . ?
C14' C15' H15F 109.5 . . ?
H15D C15' H15F 109.5 . . ?
H15E C15' H15F 109.5 . . ?
C17' C16' N1' 107.4(19) . . ?
C17' C16' H16C 110.2 . . ?
N1' C16' H16C 110.2 . . ?
C17' C16' H16D 110.2 . . ?
N1' C16' H16D 110.2 . . ?
H16C C16' H16D 108.5 . . ?
C16' C17' H17D 109.5 . . ?
C16' C17' H17E 109.5 . . ?
H17D C17' H17E 109.5 . . ?
C16' C17' H17F 109.5 . . ?
H17D C17' H17F 109.5 . . ?
H17E C17' H17F 109.5 . . ?
O1' La1 O4 141.8(4) . 2_665 ?
O1 La1 O4 134.30(15) . 2_665 ?
O1' La1 O3 74.0(4) . . ?
O1 La1 O3 87.57(15) . . ?
O4 La1 O3 133.00(12) 2_665 . ?
O1' La1 O7' 70.8(5) . . ?
O4 La1 O7' 71.0(3) 2_665 . ?
O3 La1 O7' 125.5(3) . . ?
O1' La1 O8 88.8(4) . . ?
O1 La1 O8 73.03(18) . . ?
O4 La1 O8 76.44(15) 2_665 . ?
O3 La1 O8 147.82(15) . . ?
O7' La1 O8 70.6(3) . . ?
O1' La1 O5 102.4(4) . 2_665 ?
O1 La1 O5 114.99(17) . 2_665 ?
O4 La1 O5 70.45(12) 2_665 2_665 ?
O3 La1 O5 72.42(12) . 2_665 ?
O7' La1 O5 76.1(2) . 2_665 ?
O8 La1 O5 138.96(15) . 2_665 ?
O1 La1 O7 70.7(2) . . ?
O4 La1 O7 69.8(2) 2_665 . ?
O3 La1 O7 121.2(2) . . ?
O8 La1 O7 76.8(2) . . ?
O5 La1 O7 69.47(18) 2_665 . ?
O1' La1 O1W 71.0(4) . . ?
O1 La1 O1W 66.47(16) . . ?
O4 La1 O1W 134.95(13) 2_665 . ?
O3 La1 O1W 73.93(13) . . ?
O7' La1 O1W 128.2(2) . . ?
O8 La1 O1W 74.83(15) . . ?
O5 La1 O1W 146.18(12) 2_665 . ?
O7 La1 O1W 133.8(2) . . ?
O1' La1 O6 136.3(4) . . ?
O1 La1 O6 126.80(17) . . ?
O4 La1 O6 72.64(12) 2_665 . ?
O3 La1 O6 101.14(12) . . ?
O7' La1 O6 133.0(3) . . ?
O8 La1 O6 72.67(15) . . ?
O5 La1 O6 117.68(11) 2_665 . ?
O7 La1 O6 135.9(2) . . ?
O1W La1 O6 66.08(12) . . ?
O1' La1 O5 144.9(4) . . ?
O1 La1 O5 154.58(15) . . ?
O4 La1 O5 70.85(11) 2_665 . ?
O3 La1 O5 71.54(11) . . ?
O7' La1 O5 137.0(3) . . ?
O8 La1 O5 117.90(14) . . ?
O5 La1 O5 73.08(12) 2_665 . ?
O7 La1 O5 132.5(2) . . ?
O1W La1 O5 93.23(11) . . ?
O6 La1 O5 47.93(11) . . ?
O1' La1 C9 145.6(4) . . ?
O1 La1 C9 143.69(17) . . ?
O4 La1 C9 71.88(13) 2_665 . ?
O3 La1 C9 84.76(13) . . ?
O7' La1 C9 142.5(3) . . ?
O8 La1 C9 95.76(16) . . ?
O5 La1 C9 96.32(13) 2_665 . ?
O7 La1 C9 141.6(3) . . ?
O1W La1 C9 77.31(14) . . ?
O6 La1 C9 23.84(13) . . ?
O5 La1 C9 24.24(12) . . ?
C1 O1 La1 155.5(5) . . ?
C1 O1' La1 136.7(11) . . ?
C5 O3 La1 138.6(3) . . ?
C5 O4 La1 141.7(3) . 2_665 ?
C9 O5 La1 152.9(4) . 2_665 ?
C9 O5 La1 94.2(3) . . ?
La1 O5 La1 106.92(12) 2_665 . ?
C9 O6 La1 95.2(3) . . ?
C18 O8 La1 128.8(6) . . ?
C18 O8 H8A 131.4 . . ?
La1 O8 H8A 99.5 . . ?
La1 O1W H1WB 109.7 . . ?
La1 O1W H1WC 109.8 . . ?
H1WB O1W H1WC 108.2 . . ?

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
O2' C1 C2 C4 -79.1(12) . . . . ?
O2 C1 C2 C4 -120.6(7) . . . . ?
O1 C1 C2 C4 70.5(8) . . . . ?
O1' C1 C2 C4 100.8(10) . . . . ?
O2' C1 C2 C3 98.1(12) . . . . ?
O2 C1 C2 C3 56.6(9) . . . . ?
O1 C1 C2 C3 -112.3(7) . . . . ?
O1' C1 C2 C3 -82.0(10) . . . . ?
C4 C2 C3 C4 -4.5(10) . . . 2_766 ?
C1 C2 C3 C4 178.3(5) . . . 2_766 ?
C4 C2 C3 Cl1 177.6(5) . . . . ?
C1 C2 C3 Cl1 0.5(8) . . . . ?
C3 C2 C4 C3 4.4(10) . . . 2_766 ?
C1 C2 C4 C3 -178.4(5) . . . 2_766 ?
C3 C2 C4 Cl2 -177.4(5) . . . . ?
C1 C2 C4 Cl2 -0.2(8) . . . . ?
O3 C5 C6 C7 62.6(7) . . . . ?
O4 C5 C6 C7 -119.9(6) . . . . ?
O3 C5 C6 C8 -118.2(6) . . . 2_655 ?
O4 C5 C6 C8 59.3(7) . . . 2_655 ?
C8 C6 C7 C8 -1.4(9) 2_655 . . . ?
C5 C6 C7 C8 177.8(5) . . . . ?
C8 C6 C7 Cl3 -176.2(4) 2_655 . . . ?
C5 C6 C7 Cl3 3.0(7) . . . . ?
C6 C7 C8 C6 1.4(9) . . . 2_655 ?
Cl3 C7 C8 C6 176.2(4) . . . 2_655 ?
C6 C7 C8 Cl4 -177.7(4) . . . . ?
Cl3 C7 C8 Cl4 -2.9(7) . . . . ?
O6 C9 C10 C12 111.5(6) . . . . ?
O5 C9 C10 C12 -69.0(7) . . . . ?
O6 C9 C10 C11 -67.1(7) . . . . ?
O5 C9 C10 C11 112.4(6) . . . . ?
C12 C10 C11 C12 3.0(9) . . . 2_565 ?
C9 C10 C11 C12 -178.4(5) . . . 2_565 ?
C12 C10 C11 Cl5 -178.5(4) . . . . ?
C9 C10 C11 Cl5 0.2(7) . . . . ?
C11 C10 C12 C11 -2.9(9) . . . 2_565 ?
C9 C10 C12 C11 178.4(5) . . . 2_565 ?
C11 C10 C12 Cl6 178.7(4) . . . . ?
C9 C10 C12 Cl6 0.1(7) . . . . ?
La1 O7 C13 N1 -178.8(12) . . . . ?
C14 N1 C13 O7 -175(2) . . . . ?
C16 N1 C13 O7 15(3) . . . . ?
C13 N1 C14 C15 -101(2) . . . . ?
C16 N1 C14 C15 67(4) . . . . ?
C13 N1 C16 C17 110(2) . . . . ?
C14 N1 C16 C17 -59(4) . . . . ?
La1 O7' C13' N1' 178.2(15) . . . . ?
C14' N1' C13' O7' -8(3) . . . . ?
C16' N1' C13' O7' 177.6(17) . . . . ?
C13' N1' C14' C15' 91(3) . . . . ?
C16' N1' C14' C15' -96(3) . . . . ?
C13' N1' C16' C17' 99(2) . . . . ?
C14' N1' C16' C17' -74(3) . . . . ?
O2 C1 O1 La1 -8.0(17) . . . . ?
C2 C1 O1 La1 160.9(10) . . . . ?
O2' C1 O1' La1 41(2) . . . . ?
C2 C1 O1' La1 -139.3(11) . . . . ?
O4 C5 O3 La1 5.1(9) . . . . ?
C6 C5 O3 La1 -177.7(3) . . . . ?
O3 C5 O4 La1 -3.1(9) . . . 2_665 ?
C6 C5 O4 La1 179.6(4) . . . 2_665 ?
O6 C9 O5 La1 -132.9(6) . . . 2_665 ?
C10 C9 O5 La1 47.5(10) . . . 2_665 ?
La1 C9 O5 La1 -141.8(8) . . . 2_665 ?
O6 C9 O5 La1 8.9(5) . . . . ?
C10 C9 O5 La1 -170.7(4) . . . . ?
O5 C9 O6 La1 -8.9(6) . . . . ?
C10 C9 O6 La1 170.6(4) . . . . ?
C19 C18 O8 La1 -163.2(7) . . . . ?

_refine_diff_density_max         1.604
_refine_diff_density_min         -1.680
_refine_diff_density_rms         0.194

####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 1444453'
_audit_update_record             
;
2015-12-27 deposited with the CCDC.
2016-01-07 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         'C20 H20 Cl6 La N2 O9, C4 H9 N O'
_chemical_formula_sum            'C24 H29 Cl6 La N3 O10'
_chemical_formula_weight         871.11

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'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   10.1071(8)
_cell_length_b                   13.0894(10)
_cell_length_c                   13.6696(11)
_cell_angle_alpha                97.0740(10)
_cell_angle_beta                 109.8430(10)
_cell_angle_gamma                95.596(2)
_cell_volume                     1669.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    7160
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      29.96

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_F_000             866
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.260
_exptl_absorpt_coefficient_mu    1.815
_shelx_estimated_absorpt_T_min   0.630
_shelx_estimated_absorpt_T_max   0.650
_exptl_absorpt_correction_type   'multi-scan '
_exptl_absorpt_correction_T_min  0.632
_exptl_absorpt_correction_T_max  0.650
_exptl_absorpt_process_details   'SADABS; Bruker, 2008'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10048
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_av_R_equivalents  0.0176
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.606
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             6439
_reflns_number_gt                6024
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.09P)²+1.88P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6439
_refine_ls_number_parameters     406
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0303
_refine_ls_wR_factor_ref         0.1194
_refine_ls_wR_factor_gt          0.1172
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9996(5) 0.2787(2) -0.0629(3) 0.0284(9) Uani 1 1 d D . . . .
C2 C 1.0010(5) 0.3931(2) -0.0276(3) 0.0247(8) Uani 1 1 d D . . . .
C3 C 1.1265(5) 0.4598(3) 0.0200(3) 0.0283(8) Uani 1 1 d . . . . .
C4 C 0.8713(5) 0.4336(3) -0.0483(3) 0.0304(9) Uani 1 1 d . . . . .
C5 C 1.2216(5) 0.0575(3) 0.3862(3) 0.0307(9) Uani 1 1 d . . . . .
C6 C 1.3662(4) 0.0286(3) 0.4463(3) 0.0246(8) Uani 1 1 d . . . . .
C7 C 1.4749(4) 0.1004(3) 0.5235(3) 0.0248(8) Uani 1 1 d . . . . .
C8 C 1.6065(4) 0.0728(3) 0.5758(3) 0.0246(8) Uani 1 1 d . . . . .
C9 C 0.7336(4) -0.0684(3) -0.0576(3) 0.0213(7) Uani 1 1 d . . . . .
C10 C 0.6130(4) -0.0334(3) -0.0271(3) 0.0198(7) Uani 1 1 d . . . . .
C11 C 0.5685(4) -0.0786(3) 0.0457(3) 0.0222(8) Uani 1 1 d . . . . .
C12 C 0.5410(4) 0.0437(3) -0.0745(3) 0.0219(7) Uani 1 1 d . . . . .
C13 C 1.1947(7) 0.3808(4) 0.2805(4) 0.0519(12) Uani 1 1 d . U . . .
C14 C 1.3538(8) 0.3701(7) 0.3261(7) 0.082(2) Uani 1 1 d . U . . .
H14A H 1.4066 0.4126 0.2933 0.124 Uiso 1 1 calc R U . . .
H14B H 1.3654 0.2970 0.3114 0.124 Uiso 1 1 calc R U . . .
H14C H 1.3904 0.3940 0.4025 0.124 Uiso 1 1 calc R U . . .
C15 C 1.2656(12) 0.5608(5) 0.3650(7) 0.097(3) Uani 1 1 d . . . . .
H15A H 1.2622 0.5685 0.4364 0.146 Uiso 1 1 calc R U . . .
H15B H 1.2387 0.6229 0.3343 0.146 Uiso 1 1 calc R U . . .
H15C H 1.3622 0.5524 0.3683 0.146 Uiso 1 1 calc R U . . .
C16 C 1.0072(10) 0.4764(7) 0.2545(7) 0.087(2) Uani 1 1 d . U . . .
H16A H 0.9615 0.4207 0.1936 0.131 Uiso 1 1 calc R U . . .
H16B H 0.9929 0.5441 0.2321 0.131 Uiso 1 1 calc R U . . .
H16C H 0.9650 0.4679 0.3084 0.131 Uiso 1 1 calc R U . . .
C17 C 0.7423(5) 0.1901(4) 0.2183(4) 0.0379(10) Uani 1 1 d . . . . .
C18 C 0.6669(8) 0.2744(5) 0.1693(5) 0.0595(16) Uani 1 1 d . . . . .
H18A H 0.6865 0.2826 0.1050 0.089 Uiso 1 1 calc R U . . .
H18B H 0.7007 0.3400 0.2193 0.089 Uiso 1 1 calc R U . . .
H18C H 0.5642 0.2556 0.1516 0.089 Uiso 1 1 calc R U . . .
C19 C 0.6157(9) 0.2004(7) 0.3428(6) 0.077(2) Uani 1 1 d . . . . .
H19A H 0.5999 0.2683 0.3214 0.115 Uiso 1 1 calc R U . . .
H19B H 0.6583 0.2093 0.4199 0.115 Uiso 1 1 calc R U . . .
H19C H 0.5245 0.1540 0.3185 0.115 Uiso 1 1 calc R U . . .
C20 C 0.7773(7) 0.0696(5) 0.3412(5) 0.0600(16) Uani 1 1 d . . . . .
H20A H 0.7296 0.0037 0.2945 0.090 Uiso 1 1 calc R U . . .
H20B H 0.7685 0.0684 0.4103 0.090 Uiso 1 1 calc R U . . .
H20C H 0.8782 0.0792 0.3496 0.090 Uiso 1 1 calc R U . . .
C21 C 0.3272(9) 0.3983(6) 0.7571(6) 0.084(2) Uani 1 1 d . . . . .
H21A H 0.3744 0.3363 0.7573 0.125 Uiso 1 1 calc R U . . .
H21B H 0.2626 0.3917 0.7964 0.125 Uiso 1 1 calc R U . . .
H21C H 0.3989 0.4602 0.7905 0.125 Uiso 1 1 calc R U . . .
C22 C 0.2462(8) 0.4082(6) 0.6483(6) 0.0672(18) Uani 1 1 d . . . . .
C23 C 0.1130(9) 0.2305(6) 0.6286(6) 0.0718(19) Uani 1 1 d . . . . .
H23A H 0.1966 0.2207 0.6873 0.108 Uiso 1 1 calc R U . . .
H23B H 0.0898 0.1719 0.5707 0.108 Uiso 1 1 calc R U . . .
H23C H 0.0321 0.2340 0.6524 0.108 Uiso 1 1 calc R U . . .
C24 C 0.0620(10) 0.3342(8) 0.4827(6) 0.088(3) Uani 1 1 d . . . . .
H24A H 0.0796 0.4055 0.4700 0.132 Uiso 1 1 calc R U . . .
H24B H -0.0396 0.3150 0.4691 0.132 Uiso 1 1 calc R U . . .
H24C H 0.0910 0.2863 0.4355 0.132 Uiso 1 1 calc R U . . .
Cl1 Cl 1.28370(14) 0.40952(10) 0.04438(12) 0.0487(3) Uani 1 1 d . . . . .
Cl2 Cl 0.71349(14) 0.35118(10) -0.10757(12) 0.0512(3) Uani 1 1 d . . . . .
Cl3 Cl 1.43827(13) 0.22433(9) 0.55303(10) 0.0425(3) Uani 1 1 d . . . . .
Cl4 Cl 1.73850(11) 0.16382(8) 0.66688(8) 0.0331(2) Uani 1 1 d . . . . .
Cl5 Cl 0.64767(12) -0.17975(9) 0.09792(9) 0.0369(3) Uani 1 1 d . . . . .
Cl6 Cl 0.59136(12) 0.09426(9) -0.16881(9) 0.0363(3) Uani 1 1 d . . . . .
La1 La 1.03628(2) 0.11963(2) 0.13967(2) 0.01769(10) Uani 1 1 d . . . . .
N1 N 1.1683(7) 0.4709(4) 0.3008(4) 0.0677(13) Uani 1 1 d . U . . .
N2 N 0.7119(5) 0.1549(4) 0.2958(3) 0.0467(11) Uani 1 1 d . . . . .
N3 N 0.1437(6) 0.3280(4) 0.5918(4) 0.0577(13) Uani 1 1 d . . . . .
O1 O 0.9840(4) 0.2168(2) -0.0026(3) 0.0379(8) Uani 1 1 d . . . . .
O2 O 1.0153(4) 0.2543(2) -0.1485(3) 0.0427(8) Uani 1 1 d . . . . .
O3 O 1.2182(4) 0.1078(3) 0.3129(3) 0.0405(8) Uani 1 1 d . . . . .
O4 O 1.1218(4) 0.0260(4) 0.4121(3) 0.0497(9) Uani 1 1 d . . . . .
O5 O 0.8531(3) -0.0090(2) -0.0194(2) 0.0224(5) Uani 1 1 d . . . . .
O6 O 0.7122(3) -0.1508(2) -0.1205(3) 0.0368(7) Uani 1 1 d . . . . .
O7 O 1.1024(4) 0.3018(3) 0.2276(3) 0.0444(8) Uani 1 1 d . . . . .
O8 O 0.8288(4) 0.1502(3) 0.1835(3) 0.0427(8) Uani 1 1 d . . . . .
O9 O 0.9741(3) -0.0487(2) 0.1964(2) 0.0307(6) Uani 1 1 d . . . . .
H9A H 0.9774 -0.0247 0.2557 0.037 Uiso 1 1 d R U . . .
H9B H 0.9921 -0.1074 0.1831 0.037 Uiso 1 1 d R U . . .
O10 O 0.2676(8) 0.4853(5) 0.6104(5) 0.104(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.241(5) . ?
C1 O1 1.262(5) . ?
C1 C2 1.5126(19) . ?
C2 C3 1.371(6) . ?
C2 C4 1.414(6) . ?
C3 C4 1.398(6) 2_765 ?
C3 Cl1 1.723(4) . ?
C4 C3 1.398(6) 2_765 ?
C4 Cl2 1.714(5) . ?
C5 O4 1.229(6) . ?
C5 O3 1.258(5) . ?
C5 C6 1.524(6) . ?
C6 C8 1.399(6) 2_856 ?
C6 C7 1.404(6) . ?
C7 C8 1.386(6) . ?
C7 Cl3 1.729(4) . ?
C8 C6 1.399(6) 2_856 ?
C8 Cl4 1.717(4) . ?
C9 O6 1.245(5) . ?
C9 O5 1.275(5) . ?
C9 C10 1.509(5) . ?
C9 La1 3.002(4) 2_755 ?
C10 C11 1.393(5) . ?
C10 C12 1.396(5) . ?
C11 C12 1.392(5) 2_655 ?
C11 Cl5 1.719(4) . ?
C12 C11 1.392(5) 2_655 ?
C12 Cl6 1.718(4) . ?
C13 N1 1.253(8) . ?
C13 O7 1.278(7) . ?
C13 C14 1.542(10) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 N1 1.434(9) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 N1 1.547(11) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 O8 1.254(6) . ?
C17 N2 1.321(7) . ?
C17 C18 1.499(8) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 N2 1.468(7) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 N2 1.450(8) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.463(10) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 O10 1.224(8) . ?
C22 N3 1.348(10) . ?
C23 N3 1.471(8) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 N3 1.457(8) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
La1 O1 2.391(3) . ?
La1 O8 2.424(3) . ?
La1 O7 2.452(3) . ?
La1 O3 2.490(3) . ?
La1 O9 2.516(3) . ?
La1 O5 2.598(3) . ?
La1 O6 2.641(3) 2_755 ?
La1 O5 2.651(3) 2_755 ?
La1 C9 3.002(4) 2_755 ?
O5 La1 2.651(3) 2_755 ?
O6 La1 2.641(3) 2_755 ?
O9 H9A 0.8200 . ?
O9 H9B 0.8200 . ?

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
O2 C1 O1 125.8(3) . . ?
O2 C1 C2 116.9(3) . . ?
O1 C1 C2 117.3(3) . . ?
C3 C2 C4 119.0(3) . . ?
C3 C2 C1 121.0(4) . . ?
C4 C2 C1 119.9(4) . . ?
C2 C3 C4 121.4(4) . 2_765 ?
C2 C3 Cl1 118.5(3) . . ?
C4 C3 Cl1 120.0(4) 2_765 . ?
C3 C4 C2 119.6(4) 2_765 . ?
C3 C4 Cl2 120.9(4) 2_765 . ?
C2 C4 Cl2 119.5(3) . . ?
O4 C5 O3 127.8(4) . . ?
O4 C5 C6 116.7(4) . . ?
O3 C5 C6 115.4(4) . . ?
C8 C6 C7 118.0(4) 2_856 . ?
C8 C6 C5 119.5(4) 2_856 . ?
C7 C6 C5 122.4(4) . . ?
C8 C7 C6 121.4(4) . . ?
C8 C7 Cl3 120.9(3) . . ?
C6 C7 Cl3 117.7(3) . . ?
C7 C8 C6 120.6(4) . 2_856 ?
C7 C8 Cl4 120.0(3) . . ?
C6 C8 Cl4 119.4(3) 2_856 . ?
O6 C9 O5 122.9(4) . . ?
O6 C9 C10 119.6(3) . . ?
O5 C9 C10 117.4(3) . . ?
O6 C9 La1 61.3(2) . 2_755 ?
O5 C9 La1 61.88(19) . 2_755 ?
C10 C9 La1 172.5(3) . 2_755 ?
C11 C10 C12 118.8(3) . . ?
C11 C10 C9 121.3(3) . . ?
C12 C10 C9 119.9(3) . . ?
C12 C11 C10 120.4(4) 2_655 . ?
C12 C11 Cl5 120.2(3) 2_655 . ?
C10 C11 Cl5 119.4(3) . . ?
C11 C12 C10 120.8(3) 2_655 . ?
C11 C12 Cl6 120.9(3) 2_655 . ?
C10 C12 Cl6 118.3(3) . . ?
N1 C13 O7 125.5(7) . . ?
N1 C13 C14 114.1(6) . . ?
O7 C13 C14 120.4(6) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 H15A 109.5 . . ?
N1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 C16 H16A 109.5 . . ?
N1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O8 C17 N2 120.1(5) . . ?
O8 C17 C18 120.7(5) . . ?
N2 C17 C18 119.1(5) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N2 C19 H19A 109.5 . . ?
N2 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N2 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O10 C22 N3 121.3(7) . . ?
O10 C22 C21 122.5(8) . . ?
N3 C22 C21 116.3(6) . . ?
N3 C23 H23A 109.5 . . ?
N3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N3 C24 H24A 109.5 . . ?
N3 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N3 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O1 La1 O8 95.36(13) . . ?
O1 La1 O7 75.98(12) . . ?
O8 La1 O7 78.14(13) . . ?
O1 La1 O3 143.36(11) . . ?
O8 La1 O3 103.36(13) . . ?
O7 La1 O3 77.44(12) . . ?
O1 La1 O9 145.15(11) . . ?
O8 La1 O9 77.90(11) . . ?
O7 La1 O9 133.79(11) . . ?
O3 La1 O9 70.54(10) . . ?
O1 La1 O5 75.70(10) . . ?
O8 La1 O5 83.68(11) . . ?
O7 La1 O5 144.52(11) . . ?
O3 La1 O5 136.91(10) . . ?
O9 La1 O5 69.61(9) . . ?
O1 La1 O6 79.43(12) . 2_755 ?
O8 La1 O6 161.25(12) . 2_755 ?
O7 La1 O6 83.12(11) . 2_755 ?
O3 La1 O6 72.73(12) . 2_755 ?
O9 La1 O6 116.47(10) . 2_755 ?
O5 La1 O6 111.97(9) . 2_755 ?
O1 La1 O5 81.81(10) . 2_755 ?
O8 La1 O5 148.18(11) . 2_755 ?
O7 La1 O5 130.65(11) . 2_755 ?
O3 La1 O5 97.11(11) . 2_755 ?
O9 La1 O5 86.46(9) . 2_755 ?
O5 La1 O5 64.84(9) . 2_755 ?
O6 La1 O5 49.46(9) 2_755 2_755 ?
O1 La1 C9 80.98(11) . 2_755 ?
O8 La1 C9 172.53(12) . 2_755 ?
O7 La1 C9 107.05(12) . 2_755 ?
O3 La1 C9 83.22(11) . 2_755 ?
O9 La1 C9 101.35(10) . 2_755 ?
O5 La1 C9 89.09(9) . 2_755 ?
O6 La1 C9 24.44(10) 2_755 2_755 ?
O5 La1 C9 25.09(9) 2_755 2_755 ?
C13 N1 C15 128.0(8) . . ?
C13 N1 C16 111.7(6) . . ?
C15 N1 C16 120.1(7) . . ?
C17 N2 C20 120.5(5) . . ?
C17 N2 C19 122.9(5) . . ?
C20 N2 C19 116.5(5) . . ?
C22 N3 C24 117.9(6) . . ?
C22 N3 C23 125.5(6) . . ?
C24 N3 C23 116.4(6) . . ?
C1 O1 La1 161.1(3) . . ?
C5 O3 La1 135.0(3) . . ?
C9 O5 La1 147.9(2) . . ?
C9 O5 La1 93.0(2) . 2_755 ?
La1 O5 La1 115.16(9) . 2_755 ?
C9 O6 La1 94.2(2) . 2_755 ?
C13 O7 La1 151.9(4) . . ?
C17 O8 La1 164.1(4) . . ?
La1 O9 H9A 98.3 . . ?
La1 O9 H9B 131.5 . . ?
H9A O9 H9B 121.4 . . ?

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
O2 C1 C2 C3 -81.0(5) . . . . ?
O1 C1 C2 C3 98.4(5) . . . . ?
O2 C1 C2 C4 95.9(5) . . . . ?
O1 C1 C2 C4 -84.7(5) . . . . ?
C4 C2 C3 C4 0.0(7) . . . 2_765 ?
C1 C2 C3 C4 176.9(4) . . . 2_765 ?
C4 C2 C3 Cl1 -179.7(3) . . . . ?
C1 C2 C3 Cl1 -2.9(5) . . . . ?
C3 C2 C4 C3 0.0(7) . . . 2_765 ?
C1 C2 C4 C3 -176.9(4) . . . 2_765 ?
C3 C2 C4 Cl2 -179.9(3) . . . . ?
C1 C2 C4 Cl2 3.2(5) . . . . ?
O4 C5 C6 C8 75.7(5) . . . 2_856 ?
O3 C5 C6 C8 -101.7(5) . . . 2_856 ?
O4 C5 C6 C7 -104.6(5) . . . . ?
O3 C5 C6 C7 78.0(5) . . . . ?
C8 C6 C7 C8 0.8(6) 2_856 . . . ?
C5 C6 C7 C8 -178.9(4) . . . . ?
C8 C6 C7 Cl3 -178.0(3) 2_856 . . . ?
C5 C6 C7 Cl3 2.3(5) . . . . ?
C6 C7 C8 C6 -0.9(7) . . . 2_856 ?
Cl3 C7 C8 C6 178.0(3) . . . 2_856 ?
C6 C7 C8 Cl4 178.1(3) . . . . ?
Cl3 C7 C8 Cl4 -3.1(5) . . . . ?
O6 C9 C10 C11 77.6(5) . . . . ?
O5 C9 C10 C11 -104.7(4) . . . . ?
O6 C9 C10 C12 -100.5(5) . . . . ?
O5 C9 C10 C12 77.2(5) . . . . ?
C12 C10 C11 C12 -3.3(6) . . . 2_655 ?
C9 C10 C11 C12 178.6(4) . . . 2_655 ?
C12 C10 C11 Cl5 175.5(3) . . . . ?
C9 C10 C11 Cl5 -2.6(5) . . . . ?
C11 C10 C12 C11 3.3(6) . . . 2_655 ?
C9 C10 C12 C11 -178.6(4) . . . 2_655 ?
C11 C10 C12 Cl6 -176.9(3) . . . . ?
C9 C10 C12 Cl6 1.3(5) . . . . ?
O7 C13 N1 C15 175.6(7) . . . . ?
C14 C13 N1 C15 -4.0(10) . . . . ?
O7 C13 N1 C16 0.5(9) . . . . ?
C14 C13 N1 C16 -179.2(6) . . . . ?
O8 C17 N2 C20 -0.3(8) . . . . ?
C18 C17 N2 C20 176.8(5) . . . . ?
O8 C17 N2 C19 177.7(6) . . . . ?
C18 C17 N2 C19 -5.2(9) . . . . ?
O10 C22 N3 C24 2.1(11) . . . . ?
C21 C22 N3 C24 -179.1(7) . . . . ?
O10 C22 N3 C23 177.6(7) . . . . ?
C21 C22 N3 C23 -3.6(10) . . . . ?
O2 C1 O1 La1 98.0(9) . . . . ?
C2 C1 O1 La1 -81.4(10) . . . . ?
O4 C5 O3 La1 -28.6(8) . . . . ?
C6 C5 O3 La1 148.4(3) . . . . ?
O6 C9 O5 La1 -146.3(4) . . . . ?
C10 C9 O5 La1 36.1(6) . . . . ?
La1 C9 O5 La1 -152.4(5) 2_755 . . . ?
O6 C9 O5 La1 6.1(4) . . . 2_755 ?
C10 C9 O5 La1 -171.5(3) . . . 2_755 ?
O5 C9 O6 La1 -6.1(4) . . . 2_755 ?
C10 C9 O6 La1 171.4(3) . . . 2_755 ?
N1 C13 O7 La1 173.0(5) . . . . ?
C14 C13 O7 La1 -7.4(11) . . . . ?
N2 C17 O8 La1 -110.5(12) . . . . ?
C18 C17 O8 La1 72.4(14) . . . . ?

_refine_diff_density_max         1.311
_refine_diff_density_min         -0.929
_refine_diff_density_rms         0.171

####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 1444454'
_audit_update_record             
;
2015-12-27 deposited with the CCDC.
2016-01-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H29 Cl6 La N3 O10'
_chemical_formula_weight         907.14

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'
Cl Cl 0.1484 0.1585 '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'
La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   10.2000(14)
_cell_length_b                   13.0205(17)
_cell_length_c                   14.0655(19)
_cell_angle_alpha                95.320(2)
_cell_angle_beta                 110.326(3)
_cell_angle_gamma                94.655(3)
_cell_volume                     1731.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6153
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      29.26

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.740
_exptl_crystal_F_000             902
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.260
_exptl_absorpt_coefficient_mu    1.754
_shelx_estimated_absorpt_T_min   0.639
_shelx_estimated_absorpt_T_max   0.658
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6123
_exptl_absorpt_correction_T_max  0.6345
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10693
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.557
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             6917
_reflns_number_gt                6271
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0530P)²+1.2000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6917
_refine_ls_number_parameters     544
_refine_ls_number_restraints     388
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0297
_refine_ls_wR_factor_ref         0.0880
_refine_ls_wR_factor_gt          0.0834
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      0.999
_refine_ls_shift/su_max          0.002
_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 0.46332(2) 0.38440(2) 0.86699(2) 0.02177(7) Uani 1 1 d . . . . .
O1 O 0.3518(2) 0.49379(17) 0.98215(18) 0.0276(5) Uani 1 1 d . . . . .
O2 O 0.2178(3) 0.3537(2) 0.8885(2) 0.0419(6) Uani 1 1 d . . . . .
O3 O 0.5116(3) 0.28310(19) 1.0059(2) 0.0445(7) Uani 1 1 d . . . . .
O4 O 0.4993(4) 0.2418(2) 1.1517(2) 0.0573(9) Uani 1 1 d . . . . .
O5 O 0.2762(3) 0.3979(2) 0.7013(2) 0.0590(9) Uani 1 1 d . . . . .
O6 O 0.3745(3) 0.4721(3) 0.6034(3) 0.0650(10) Uani 1 1 d . . . . .
O7 O 0.4156(4) 0.2050(2) 0.7805(3) 0.0662(10) Uani 1 1 d D . . . .
O8 O 0.6740(3) 0.3571(3) 0.8298(3) 0.0577(8) Uani 1 1 d D . . . .
O9 O 0.5189(3) 0.55386(18) 0.8072(2) 0.0395(6) Uani 1 1 d D . . . .
H9A H 0.513(5) 0.6143(15) 0.827(3) 0.059 Uiso 1 1 d D U . . .
H9B H 0.494(5) 0.539(3) 0.7450(9) 0.059 Uiso 1 1 d D U . . .
C1 C 0.2360(3) 0.4354(2) 0.9468(3) 0.0274(7) Uani 1 1 d . . . . .
C2 C 0.1138(3) 0.4687(2) 0.9751(2) 0.0246(6) Uani 1 1 d . . . . .
C3 C 0.0429(3) 0.5482(2) 0.9305(2) 0.0258(6) Uani 1 1 d . . . . .
C4 C 0.0689(3) 0.4195(2) 1.0439(3) 0.0265(6) Uani 1 1 d . . . . .
C5 C 0.5048(4) 0.2204(2) 1.0662(3) 0.0348(8) Uani 1 1 d . . . . .
C6 C 0.5021(4) 0.1060(2) 1.0299(3) 0.0328(8) Uani 1 1 d . . . . .
C7 C 0.6256(4) 0.0641(3) 1.0398(3) 0.0358(8) Uani 1 1 d . . . . .
C8 C 0.6239(4) -0.0415(3) 1.0102(3) 0.0361(8) Uani 1 1 d . . . . .
C9 C 0.2733(4) 0.4442(3) 0.6268(3) 0.0419(9) Uani 1 1 d . . . . .
C10 C 0.1305(4) 0.4722(3) 0.5614(3) 0.0318(7) Uani 1 1 d . . . . .
C11 C 0.0317(4) 0.4002(3) 0.4874(3) 0.0334(7) Uani 1 1 d . . . . .
C12 C 0.0977(4) 0.5727(3) 0.5729(3) 0.0305(7) Uani 1 1 d . . . . .
Cl1 Cl 0.09319(10) 0.60457(7) 0.84067(8) 0.0409(2) Uani 1 1 d . . . . .
Cl2 Cl 0.15229(10) 0.31760(7) 1.09687(8) 0.0436(2) Uani 1 1 d . . . . .
Cl3 Cl 0.78327(13) 0.14436(9) 1.08875(11) 0.0653(3) Uani 1 1 d . . . . .
Cl4 Cl 0.77867(13) -0.09219(9) 1.02235(12) 0.0663(3) Uani 1 1 d . . . . .
Cl5 Cl 0.07008(13) 0.27436(8) 0.47038(9) 0.0560(3) Uani 1 1 d . . . . .
Cl6 Cl 0.22140(10) 0.66481(7) 0.66308(7) 0.0403(2) Uani 1 1 d . . . . .
N2 N 0.8322(6) 0.2962(5) 0.7650(5) 0.0530(16) Uani 0.681(6) 1 d D U P A 1
C18 C 0.7389(16) 0.3528(11) 0.7721(11) 0.048(2) Uani 0.681(6) 1 d D U P A 1
C19 C 0.7209(12) 0.4280(9) 0.6975(9) 0.067(3) Uani 0.681(6) 1 d D U P A 1
H19A H 0.7439 0.4984 0.7325 0.080 Uiso 0.681(6) 1 calc R U P A 1
H19B H 0.6241 0.4196 0.6503 0.080 Uiso 0.681(6) 1 calc R U P A 1
C20 C 0.8192(9) 0.4071(8) 0.6399(6) 0.074(2) Uani 0.681(6) 1 d D U P A 1
H20A H 0.8938 0.4643 0.6559 0.089 Uiso 0.681(6) 1 calc R U P A 1
H20B H 0.7684 0.3958 0.5666 0.089 Uiso 0.681(6) 1 calc R U P A 1
C21 C 0.8803(13) 0.3049(11) 0.6803(10) 0.075(3) Uani 0.681(6) 1 d D U P A 1
H21A H 0.8421 0.2451 0.6283 0.090 Uiso 0.681(6) 1 calc R U P A 1
H21B H 0.9823 0.3126 0.7030 0.090 Uiso 0.681(6) 1 calc R U P A 1
C22 C 0.8757(11) 0.2165(7) 0.8280(9) 0.084(3) Uani 0.681(6) 1 d D . P A 1
H22A H 0.8367 0.2215 0.8810 0.126 Uiso 0.681(6) 1 calc R U P A 1
H22B H 0.9767 0.2246 0.8581 0.126 Uiso 0.681(6) 1 calc R U P A 1
H22C H 0.8432 0.1498 0.7872 0.126 Uiso 0.681(6) 1 calc R U P A 1
N2B N 0.7881(12) 0.3635(8) 0.7086(9) 0.046(3) Uani 0.319(6) 1 d D U P A 2
C18B C 0.748(4) 0.335(3) 0.781(3) 0.057(4) Uani 0.319(6) 1 d D U P A 2
C19B C 0.811(2) 0.2375(19) 0.8048(17) 0.076(4) Uani 0.319(6) 1 d D U P A 2
H19C H 0.7373 0.1800 0.7911 0.091 Uiso 0.319(6) 1 calc R U P A 2
H19D H 0.8706 0.2442 0.8763 0.091 Uiso 0.319(6) 1 calc R U P A 2
C20B C 0.8977(18) 0.2186(15) 0.7364(15) 0.079(4) Uani 0.319(6) 1 d D U P A 2
H20C H 0.8516 0.1616 0.6823 0.094 Uiso 0.319(6) 1 calc R U P A 2
H20D H 0.9912 0.2034 0.7760 0.094 Uiso 0.319(6) 1 calc R U P A 2
C21B C 0.904(3) 0.323(2) 0.692(2) 0.065(4) Uani 0.319(6) 1 d D U P A 2
H21C H 0.9921 0.3676 0.7295 0.078 Uiso 0.319(6) 1 calc R U P A 2
H21D H 0.8914 0.3127 0.6200 0.078 Uiso 0.319(6) 1 calc R U P A 2
C22B C 0.744(2) 0.4581(13) 0.673(2) 0.076(9) Uani 0.319(6) 1 d D . P A 2
H22D H 0.6600 0.4707 0.6868 0.114 Uiso 0.319(6) 1 calc R U P A 2
H22E H 0.7246 0.4535 0.6013 0.114 Uiso 0.319(6) 1 calc R U P A 2
H22F H 0.8169 0.5142 0.7085 0.114 Uiso 0.319(6) 1 calc R U P A 2
N1 N 0.3605(11) 0.0354(8) 0.7130(8) 0.062(2) Uani 0.681(6) 1 d . U P A 1
C13 C 0.344(2) 0.1243(11) 0.7363(8) 0.053(3) Uani 0.681(6) 1 d D U P A 1
C14 C 0.1717(10) 0.1305(8) 0.7004(7) 0.072(2) Uani 0.681(6) 1 d . U P A 1
H14A H 0.1427 0.1406 0.7591 0.086 Uiso 0.681(6) 1 calc R U P A 1
H14B H 0.1440 0.1861 0.6589 0.086 Uiso 0.681(6) 1 calc R U P A 1
C15 C 0.1142(13) 0.0315(10) 0.6425(11) 0.124(4) Uani 0.681(6) 1 d D U P A 1
H15A H 0.0712 0.0389 0.5706 0.149 Uiso 0.681(6) 1 calc R U P A 1
H15B H 0.0424 -0.0002 0.6648 0.149 Uiso 0.681(6) 1 calc R U P A 1
C16 C 0.2395(12) -0.0396(8) 0.6593(9) 0.074(3) Uani 0.681(6) 1 d D U P A 1
H16A H 0.2313 -0.0941 0.7001 0.088 Uiso 0.681(6) 1 calc R U P A 1
H16B H 0.2424 -0.0704 0.5947 0.088 Uiso 0.681(6) 1 calc R U P A 1
C17 C 0.4979(14) 0.0041(10) 0.7359(12) 0.103(6) Uani 0.681(6) 1 d D U P A 1
H17A H 0.5603 0.0420 0.7996 0.154 Uiso 0.681(6) 1 calc R U P A 1
H17B H 0.5322 0.0183 0.6824 0.154 Uiso 0.681(6) 1 calc R U P A 1
H17C H 0.4936 -0.0690 0.7411 0.154 Uiso 0.681(6) 1 calc R U P A 1
N1B N 0.437(4) 0.042(2) 0.732(2) 0.092(8) Uani 0.319(6) 1 d . U P A 2
C13B C 0.330(5) 0.129(3) 0.7411(19) 0.063(5) Uani 0.319(6) 1 d D U P A 2
C14B C 0.210(3) 0.0758(14) 0.6931(14) 0.078(4) Uani 0.319(6) 1 d . U P A 2
H14C H 0.1614 0.1165 0.6400 0.094 Uiso 0.319(6) 1 calc R U P A 2
H14D H 0.1606 0.0786 0.7410 0.094 Uiso 0.319(6) 1 calc R U P A 2
C15B C 0.181(3) -0.024(2) 0.6472(18) 0.076(5) Uani 0.319(6) 1 d . U P A 2
H15C H 0.1287 -0.0282 0.5743 0.092 Uiso 0.319(6) 1 calc R U P A 2
H15D H 0.1282 -0.0670 0.6776 0.092 Uiso 0.319(6) 1 calc R U P A 2
C16B C 0.338(3) -0.0553(13) 0.6704(15) 0.080(4) Uani 0.319(6) 1 d D U P A 2
H16C H 0.3530 -0.1134 0.7099 0.097 Uiso 0.319(6) 1 calc R U P A 2
H16D H 0.3537 -0.0743 0.6072 0.097 Uiso 0.319(6) 1 calc R U P A 2
C17B C 0.558(3) 0.063(3) 0.758(3) 0.150(14) Uani 0.319(6) 1 d D U P A 2
H17D H 0.5827 0.1360 0.7811 0.225 Uiso 0.319(6) 1 calc R U P A 2
H17E H 0.5882 0.0452 0.7016 0.225 Uiso 0.319(6) 1 calc R U P A 2
H17F H 0.6036 0.0245 0.8128 0.225 Uiso 0.319(6) 1 calc R U P A 2
O10 O 0.2757(7) 0.0286(5) 0.4457(5) 0.147(3) Uani 1 1 d . . . . .
N3 N 0.2844(5) 0.1553(4) 0.3479(3) 0.0665(11) Uani 1 1 d . . . . .
C23 C 0.3314(7) 0.1128(6) 0.4337(5) 0.0857(19) Uani 1 1 d . . . . .
C24 C 0.4488(8) 0.1843(7) 0.5103(5) 0.104(2) Uani 1 1 d . . . . .
H24A H 0.4222 0.2108 0.5669 0.125 Uiso 1 1 calc R U . . .
H24B H 0.5318 0.1491 0.5366 0.125 Uiso 1 1 calc R U . . .
C25 C 0.4756(10) 0.2688(7) 0.4550(6) 0.119(3) Uani 1 1 d . . . . .
H25A H 0.5645 0.2650 0.4448 0.143 Uiso 1 1 calc R U . . .
H25B H 0.4797 0.3356 0.4932 0.143 Uiso 1 1 calc R U . . .
C26 C 0.3560(8) 0.2554(5) 0.3539(5) 0.0834(18) Uani 1 1 d . . . . .
H26A H 0.2942 0.3087 0.3517 0.100 Uiso 1 1 calc R U . . .
H26B H 0.3909 0.2587 0.2981 0.100 Uiso 1 1 calc R U . . .
C27 C 0.1659(9) 0.1125(6) 0.2597(6) 0.108(3) Uani 1 1 d . . . . .
H27A H 0.1288 0.0463 0.2705 0.162 Uiso 1 1 calc R U . . .
H27B H 0.1944 0.1038 0.2014 0.162 Uiso 1 1 calc R U . . .
H27C H 0.0947 0.1587 0.2476 0.162 Uiso 1 1 calc R U . . .


_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 O3 2.390(3) . ?
La1 O8 2.427(3) . ?
La1 O7 2.460(3) . ?
La1 O5 2.479(3) . ?
La1 O9 2.524(2) . ?
La1 O1 2.585(2) 2_667 ?
La1 O2 2.628(2) . ?
La1 O1 2.657(2) . ?
La1 C1 3.000(3) . ?
O1 C1 1.264(4) . ?
O1 La1 2.585(2) 2_667 ?
O2 C1 1.240(4) . ?
O3 C5 1.246(4) . ?
O4 C5 1.231(5) . ?
O5 C9 1.250(5) . ?
O6 C9 1.226(5) . ?
O7 C13 1.209(6) . ?
O7 C13B 1.218(8) . ?
O8 C18 1.211(6) . ?
O8 C18B 1.220(8) . ?
O9 H9A 0.823(10) . ?
O9 H9B 0.821(10) . ?
C1 C2 1.516(4) . ?
C2 C3 1.383(4) . ?
C2 C4 1.391(4) . ?
C3 C4 1.394(4) 2_567 ?
C3 Cl1 1.720(3) . ?
C4 C3 1.394(4) 2_567 ?
C4 Cl2 1.722(3) . ?
C5 C6 1.525(4) . ?
C6 C7 1.381(5) . ?
C6 C8 1.382(5) 2_657 ?
C7 C8 1.395(5) . ?
C7 Cl3 1.726(4) . ?
C8 C6 1.382(5) 2_657 ?
C8 Cl4 1.721(4) . ?
C9 C10 1.522(5) . ?
C10 C11 1.384(5) . ?
C10 C12 1.386(5) . ?
C11 C12 1.392(5) 2_566 ?
C11 Cl5 1.730(4) . ?
C12 C11 1.392(5) 2_566 ?
C12 Cl6 1.732(4) . ?
N2 C18 1.275(10) . ?
N2 C22 1.425(11) . ?
N2 C21 1.447(13) . ?
C18 C19 1.476(16) . ?
C19 C20 1.517(13) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.585(17) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
N2B C18B 1.29(2) . ?
N2B C21B 1.42(2) . ?
N2B C22B 1.420(13) . ?
C18B C19B 1.48(4) . ?
C19B C20B 1.53(3) . ?
C19B H19C 0.9700 . ?
C19B H19D 0.9700 . ?
C20B C21B 1.56(3) . ?
C20B H20C 0.9700 . ?
C20B H20D 0.9700 . ?
C21B H21C 0.9700 . ?
C21B H21D 0.9700 . ?
C22B H22D 0.9600 . ?
C22B H22E 0.9600 . ?
C22B H22F 0.9600 . ?
N1 C13 1.22(2) . ?
N1 C17 1.427(16) . ?
N1 C16 1.438(14) . ?
C13 C14 1.66(2) . ?
C14 C15 1.421(14) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.603(16) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
N1B C17B 1.16(4) . ?
N1B C16B 1.54(3) . ?
N1B C13B 1.66(7) . ?
C13B C14B 1.27(3) . ?
C14B C15B 1.36(3) . ?
C14B H14C 0.9700 . ?
C14B H14D 0.9700 . ?
C15B C16B 1.62(3) . ?
C15B H15C 0.9700 . ?
C15B H15D 0.9700 . ?
C16B H16C 0.9700 . ?
C16B H16D 0.9700 . ?
C17B H17D 0.9600 . ?
C17B H17E 0.9600 . ?
C17B H17F 0.9600 . ?
O10 C23 1.246(8) . ?
N3 C23 1.326(7) . ?
N3 C26 1.421(7) . ?
N3 C27 1.425(8) . ?
C23 C24 1.483(10) . ?
C24 C25 1.465(10) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.502(10) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?

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
O3 La1 O8 96.13(11) . . ?
O3 La1 O7 77.05(11) . . ?
O8 La1 O7 75.63(12) . . ?
O3 La1 O5 140.29(11) . . ?
O8 La1 O5 106.46(12) . . ?
O7 La1 O5 77.54(12) . . ?
O3 La1 O9 146.75(9) . . ?
O8 La1 O9 77.61(11) . . ?
O7 La1 O9 130.70(10) . . ?
O5 La1 O9 71.45(9) . . ?
O3 La1 O1 76.44(9) . 2_667 ?
O8 La1 O1 80.27(9) . 2_667 ?
O7 La1 O1 141.70(10) . 2_667 ?
O5 La1 O1 138.58(9) . 2_667 ?
O9 La1 O1 70.33(8) . 2_667 ?
O3 La1 O2 77.21(10) . . ?
O8 La1 O2 162.72(10) . . ?
O7 La1 O2 87.28(11) . . ?
O5 La1 O2 71.59(11) . . ?
O9 La1 O2 116.62(9) . . ?
O1 La1 O2 112.93(7) 2_667 . ?
O3 La1 O1 81.10(8) . . ?
O8 La1 O1 146.43(9) . . ?
O7 La1 O1 134.72(10) . . ?
O5 La1 O1 95.97(10) . . ?
O9 La1 O1 86.56(8) . . ?
O1 La1 O1 66.50(8) 2_667 . ?
O2 La1 O1 49.12(7) . . ?
O3 La1 C1 79.55(10) . . ?
O8 La1 C1 170.50(10) . . ?
O7 La1 C1 111.25(11) . . ?
O5 La1 C1 81.87(11) . . ?
O9 La1 C1 101.31(9) . . ?
O1 La1 C1 90.46(8) 2_667 . ?
O2 La1 C1 24.33(8) . . ?
O1 La1 C1 24.88(8) . . ?
C1 O1 La1 149.0(2) . 2_667 ?
C1 O1 La1 92.91(18) . . ?
La1 O1 La1 113.50(8) 2_667 . ?
C1 O2 La1 94.9(2) . . ?
C5 O3 La1 165.3(3) . . ?
C9 O5 La1 133.4(3) . . ?
C13 O7 La1 156.1(11) . . ?
C13B O7 La1 147(3) . . ?
C18 O8 La1 151.7(8) . . ?
C18B O8 La1 159(2) . . ?
La1 O9 H9A 132(3) . . ?
La1 O9 H9B 104(3) . . ?
H9A O9 H9B 114.7(19) . . ?
O2 C1 O1 122.7(3) . . ?
O2 C1 C2 119.1(3) . . ?
O1 C1 C2 118.2(3) . . ?
O2 C1 La1 60.81(17) . . ?
O1 C1 La1 62.21(16) . . ?
C2 C1 La1 172.5(2) . . ?
C3 C2 C4 118.7(3) . . ?
C3 C2 C1 119.9(3) . . ?
C4 C2 C1 121.3(3) . . ?
C2 C3 C4 120.8(3) . 2_567 ?
C2 C3 Cl1 118.6(2) . . ?
C4 C3 Cl1 120.6(3) 2_567 . ?
C2 C4 C3 120.4(3) . 2_567 ?
C2 C4 Cl2 119.3(2) . . ?
C3 C4 Cl2 120.2(3) 2_567 . ?
O4 C5 O3 126.4(3) . . ?
O4 C5 C6 117.0(3) . . ?
O3 C5 C6 116.6(3) . . ?
C7 C6 C8 118.8(3) . 2_657 ?
C7 C6 C5 120.8(3) . . ?
C8 C6 C5 120.4(3) 2_657 . ?
C6 C7 C8 120.9(4) . . ?
C6 C7 Cl3 119.1(3) . . ?
C8 C7 Cl3 120.0(3) . . ?
C6 C8 C7 120.3(3) 2_657 . ?
C6 C8 Cl4 119.4(3) 2_657 . ?
C7 C8 Cl4 120.3(3) . . ?
O6 C9 O5 126.4(4) . . ?
O6 C9 C10 117.2(4) . . ?
O5 C9 C10 116.4(4) . . ?
C11 C10 C12 118.0(3) . . ?
C11 C10 C9 121.8(3) . . ?
C12 C10 C9 120.2(3) . . ?
C10 C11 C12 121.2(3) . 2_566 ?
C10 C11 Cl5 119.1(3) . . ?
C12 C11 Cl5 119.7(3) 2_566 . ?
C10 C12 C11 120.8(3) . 2_566 ?
C10 C12 Cl6 118.8(3) . . ?
C11 C12 Cl6 120.4(3) 2_566 . ?
C18 N2 C22 122.6(8) . . ?
C18 N2 C21 117.6(9) . . ?
C22 N2 C21 119.3(7) . . ?
O8 C18 N2 131.8(11) . . ?
O8 C18 C19 119.5(10) . . ?
N2 C18 C19 108.5(6) . . ?
C18 C19 C20 107.6(8) . . ?
C18 C19 H19A 110.2 . . ?
C20 C19 H19A 110.2 . . ?
C18 C19 H19B 110.2 . . ?
C20 C19 H19B 110.2 . . ?
H19A C19 H19B 108.5 . . ?
C19 C20 C21 102.9(6) . . ?
C19 C20 H20A 111.2 . . ?
C21 C20 H20A 111.2 . . ?
C19 C20 H20B 111.2 . . ?
C21 C20 H20B 111.2 . . ?
H20A C20 H20B 109.1 . . ?
N2 C21 C20 101.8(7) . . ?
N2 C21 H21A 111.4 . . ?
C20 C21 H21A 111.4 . . ?
N2 C21 H21B 111.4 . . ?
C20 C21 H21B 111.4 . . ?
H21A C21 H21B 109.3 . . ?
N2 C22 H22A 109.5 . . ?
N2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18B N2B C21B 120.2(19) . . ?
C18B N2B C22B 115.5(18) . . ?
C21B N2B C22B 120.9(15) . . ?
O8 C18B N2B 143(3) . . ?
O8 C18B C19B 113(2) . . ?
N2B C18B C19B 104.6(12) . . ?
C18B C19B C20B 106.9(18) . . ?
C18B C19B H19C 110.3 . . ?
C20B C19B H19C 110.3 . . ?
C18B C19B H19D 110.3 . . ?
C20B C19B H19D 110.3 . . ?
H19C C19B H19D 108.6 . . ?
C19B C20B C21B 103.3(13) . . ?
C19B C20B H20C 111.1 . . ?
C21B C20B H20C 111.1 . . ?
C19B C20B H20D 111.1 . . ?
C21B C20B H20D 111.1 . . ?
H20C C20B H20D 109.1 . . ?
N2B C21B C20B 99.2(15) . . ?
N2B C21B H21C 111.9 . . ?
C20B C21B H21C 111.9 . . ?
N2B C21B H21D 111.9 . . ?
C20B C21B H21D 111.9 . . ?
H21C C21B H21D 109.6 . . ?
N2B C22B H22D 109.5 . . ?
N2B C22B H22E 109.5 . . ?
H22D C22B H22E 109.5 . . ?
N2B C22B H22F 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?
C13 N1 C17 121.3(12) . . ?
C13 N1 C16 119.5(12) . . ?
C17 N1 C16 119.1(9) . . ?
O7 C13 N1 138(2) . . ?
O7 C13 C14 113.9(16) . . ?
N1 C13 C14 107.6(8) . . ?
C15 C14 C13 102.3(10) . . ?
C15 C14 H14A 111.3 . . ?
C13 C14 H14A 111.3 . . ?
C15 C14 H14B 111.3 . . ?
C13 C14 H14B 111.3 . . ?
H14A C14 H14B 109.2 . . ?
C14 C15 C16 108.1(9) . . ?
C14 C15 H15A 110.1 . . ?
C16 C15 H15A 110.1 . . ?
C14 C15 H15B 110.1 . . ?
C16 C15 H15B 110.1 . . ?
H15A C15 H15B 108.4 . . ?
N1 C16 C15 101.3(8) . . ?
N1 C16 H16A 111.5 . . ?
C15 C16 H16A 111.5 . . ?
N1 C16 H16B 111.5 . . ?
C15 C16 H16B 111.5 . . ?
H16A C16 H16B 109.3 . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C17B N1B C16B 132(4) . . ?
C17B N1B C13B 123(3) . . ?
C16B N1B C13B 104(2) . . ?
O7 C13B C14B 158(5) . . ?
O7 C13B N1B 100(3) . . ?
C14B C13B N1B 101(3) . . ?
C13B C14B C15B 129(4) . . ?
C13B C14B H14C 105.1 . . ?
C15B C14B H14C 105.1 . . ?
C13B C14B H14D 105.1 . . ?
C15B C14B H14D 105.1 . . ?
H14C C14B H14D 105.9 . . ?
C14B C15B C16B 101(2) . . ?
C14B C15B H15C 111.6 . . ?
C16B C15B H15C 111.6 . . ?
C14B C15B H15D 111.6 . . ?
C16B C15B H15D 111.6 . . ?
H15C C15B H15D 109.4 . . ?
N1B C16B C15B 105(2) . . ?
N1B C16B H16C 110.7 . . ?
C15B C16B H16C 110.7 . . ?
N1B C16B H16D 110.7 . . ?
C15B C16B H16D 110.7 . . ?
H16C C16B H16D 108.8 . . ?
N1B C17B H17D 109.5 . . ?
N1B C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
N1B C17B H17F 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
C23 N3 C26 113.4(6) . . ?
C23 N3 C27 125.2(6) . . ?
C26 N3 C27 121.2(5) . . ?
O10 C23 N3 122.9(7) . . ?
O10 C23 C24 127.8(6) . . ?
N3 C23 C24 109.2(6) . . ?
C25 C24 C23 105.1(6) . . ?
C25 C24 H24A 110.7 . . ?
C23 C24 H24A 110.7 . . ?
C25 C24 H24B 110.7 . . ?
C23 C24 H24B 110.7 . . ?
H24A C24 H24B 108.8 . . ?
C24 C25 C26 106.6(6) . . ?
C24 C25 H25A 110.4 . . ?
C26 C25 H25A 110.4 . . ?
C24 C25 H25B 110.4 . . ?
C26 C25 H25B 110.4 . . ?
H25A C25 H25B 108.6 . . ?
N3 C26 C25 104.4(6) . . ?
N3 C26 H26A 110.9 . . ?
C25 C26 H26A 110.9 . . ?
N3 C26 H26B 110.9 . . ?
C25 C26 H26B 110.9 . . ?
H26A C26 H26B 108.9 . . ?
N3 C27 H27A 109.5 . . ?
N3 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
N3 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
La1 O2 C1 O1 -6.9(4) . . . . ?
La1 O2 C1 C2 171.4(3) . . . . ?
La1 O1 C1 O2 -142.4(3) 2_667 . . . ?
La1 O1 C1 O2 6.9(4) . . . . ?
La1 O1 C1 C2 39.2(6) 2_667 . . . ?
La1 O1 C1 C2 -171.5(3) . . . . ?
La1 O1 C1 La1 -149.3(4) 2_667 . . . ?
O2 C1 C2 C3 -103.9(4) . . . . ?
O1 C1 C2 C3 74.5(4) . . . . ?
O2 C1 C2 C4 74.8(4) . . . . ?
O1 C1 C2 C4 -106.8(4) . . . . ?
C4 C2 C3 C4 1.8(5) . . . 2_567 ?
C1 C2 C3 C4 -179.4(3) . . . 2_567 ?
C4 C2 C3 Cl1 -176.8(2) . . . . ?
C1 C2 C3 Cl1 1.9(4) . . . . ?
C3 C2 C4 C3 -1.8(5) . . . 2_567 ?
C1 C2 C4 C3 179.5(3) . . . 2_567 ?
C3 C2 C4 Cl2 177.9(3) . . . . ?
C1 C2 C4 Cl2 -0.8(4) . . . . ?
La1 O3 C5 O4 -107.3(10) . . . . ?
La1 O3 C5 C6 72.3(11) . . . . ?
O4 C5 C6 C7 -96.9(5) . . . . ?
O3 C5 C6 C7 83.5(5) . . . . ?
O4 C5 C6 C8 80.7(5) . . . 2_657 ?
O3 C5 C6 C8 -98.9(4) . . . 2_657 ?
C8 C6 C7 C8 -0.1(6) 2_657 . . . ?
C5 C6 C7 C8 177.6(3) . . . . ?
C8 C6 C7 Cl3 179.5(3) 2_657 . . . ?
C5 C6 C7 Cl3 -2.9(5) . . . . ?
C6 C7 C8 C6 0.1(6) . . . 2_657 ?
Cl3 C7 C8 C6 -179.5(3) . . . 2_657 ?
C6 C7 C8 Cl4 179.6(3) . . . . ?
Cl3 C7 C8 Cl4 0.0(5) . . . . ?
La1 O5 C9 O6 23.1(7) . . . . ?
La1 O5 C9 C10 -154.4(3) . . . . ?
O6 C9 C10 C11 101.6(5) . . . . ?
O5 C9 C10 C11 -80.7(5) . . . . ?
O6 C9 C10 C12 -76.4(5) . . . . ?
O5 C9 C10 C12 101.3(4) . . . . ?
C12 C10 C11 C12 -0.9(6) . . . 2_566 ?
C9 C10 C11 C12 -179.0(3) . . . 2_566 ?
C12 C10 C11 Cl5 179.4(3) . . . . ?
C9 C10 C11 Cl5 1.3(5) . . . . ?
C11 C10 C12 C11 0.9(6) . . . 2_566 ?
C9 C10 C12 C11 179.0(3) . . . 2_566 ?
C11 C10 C12 Cl6 -178.6(3) . . . . ?
C9 C10 C12 Cl6 -0.5(5) . . . . ?
La1 O8 C18 N2 -146.2(10) . . . . ?
La1 O8 C18 C19 38(3) . . . . ?
C22 N2 C18 O8 3(3) . . . . ?
C21 N2 C18 O8 174.7(16) . . . . ?
C22 N2 C18 C19 179.1(10) . . . . ?
C21 N2 C18 C19 -9.5(17) . . . . ?
O8 C18 C19 C20 177.4(13) . . . . ?
N2 C18 C19 C20 1.0(17) . . . . ?
C18 C19 C20 C21 6.4(14) . . . . ?
C18 N2 C21 C20 13.2(14) . . . . ?
C22 N2 C21 C20 -175.1(8) . . . . ?
C19 C20 C21 N2 -10.7(11) . . . . ?
La1 O8 C18B N2B 64(10) . . . . ?
La1 O8 C18B C19B -110(4) . . . . ?
C21B N2B C18B O8 166(6) . . . . ?
C22B N2B C18B O8 7(8) . . . . ?
C21B N2B C18B C19B -19(4) . . . . ?
C22B N2B C18B C19B -178(2) . . . . ?
O8 C18B C19B C20B 179(3) . . . . ?
N2B C18B C19B C20B 2(4) . . . . ?
C18B C19B C20B C21B 12(3) . . . . ?
C18B N2B C21B C20B 26(3) . . . . ?
C22B N2B C21B C20B -175.6(16) . . . . ?
C19B C20B C21B N2B -20(2) . . . . ?
La1 O7 C13 N1 -165.8(11) . . . . ?
La1 O7 C13 C14 10(2) . . . . ?
C17 N1 C13 O7 -3(2) . . . . ?
C16 N1 C13 O7 178.8(15) . . . . ?
C17 N1 C13 C14 -178.5(11) . . . . ?
C16 N1 C13 C14 2.8(12) . . . . ?
O7 C13 C14 C15 174.2(11) . . . . ?
N1 C13 C14 C15 -8.7(11) . . . . ?
C13 C14 C15 C16 10.4(13) . . . . ?
C13 N1 C16 C15 3.6(14) . . . . ?
C17 N1 C16 C15 -175.1(12) . . . . ?
C14 C15 C16 N1 -9.3(14) . . . . ?
La1 O7 C13B C14B 30(8) . . . . ?
La1 O7 C13B N1B -167.8(19) . . . . ?
C17B N1B C13B O7 -1(3) . . . . ?
C16B N1B C13B O7 -173(2) . . . . ?
C17B N1B C13B C14B 172(4) . . . . ?
C16B N1B C13B C14B 0.2(5) . . . . ?
O7 C13B C14B C15B 162(7) . . . . ?
N1B C13B C14B C15B -0.1(3) . . . . ?
C13B C14B C15B C16B -0.1(3) . . . . ?
C17B N1B C16B C15B -172(4) . . . . ?
C13B N1B C16B C15B -0.3(6) . . . . ?
C14B C15B C16B N1B 0.2(5) . . . . ?
C26 N3 C23 O10 174.9(7) . . . . ?
C27 N3 C23 O10 0.6(11) . . . . ?
C26 N3 C23 C24 -1.1(7) . . . . ?
C27 N3 C23 C24 -175.4(6) . . . . ?
O10 C23 C24 C25 177.9(8) . . . . ?
N3 C23 C24 C25 -6.3(8) . . . . ?
C23 C24 C25 C26 10.8(9) . . . . ?
C23 N3 C26 C25 7.8(7) . . . . ?
C27 N3 C26 C25 -177.6(6) . . . . ?
C24 C25 C26 N3 -11.3(8) . . . . ?

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 H9A O4 0.823(10) 1.892(14) 2.705(4) 170(4) 2_667
O9 H9B O6 0.821(10) 2.01(2) 2.787(4) 158(5) .
C19 H19B O6 0.97 2.57 3.434(12) 148.9 .
C21B H21C O2 0.97 2.63 3.39(3) 135.3 1_655
C22B H22F Cl1 0.96 2.86 3.76(2) 155.2 1_655
C14 H14B Cl5 0.97 2.87 3.763(9) 153.4 .
C16B H16D O10 0.97 2.66 3.31(2) 124.7 .
C17B H17D O7 0.96 1.99 2.51(4) 111.6 .
C26 H26B O4 0.97 2.66 3.618(7) 171.8 1_554

_refine_diff_density_max         0.700
_refine_diff_density_min         -0.918
_refine_diff_density_rms         0.119

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_8
_database_code_depnum_ccdc_archive 'CCDC 1444455'
_audit_update_record             
;
2015-12-27 deposited with the CCDC.
2016-01-07 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         'C12 H2 Cl6 La O7'
_chemical_formula_sum            'C12 H2 Cl6 La O7'
_chemical_formula_weight         609.75

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'
Cl Cl 0.1484 0.1585 '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           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

_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, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   8.8870(16)
_cell_length_b                   25.0530(19)
_cell_length_c                   10.0390(17)
_cell_angle_alpha                90
_cell_angle_beta                 101.565(3)
_cell_angle_gamma                90
_cell_volume                     2189.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    1711
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      26.95

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.850
_exptl_crystal_F_000             1156
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    2.710
_shelx_estimated_absorpt_T_min   0.641
_shelx_estimated_absorpt_T_max   0.687
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.635
_exptl_absorpt_correction_T_max  0.688
_exptl_absorpt_process_details   'SADABS; Bruker, 2008'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6702
_diffrn_reflns_av_unetI/netI     0.0475
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.626
_diffrn_reflns_theta_max         26.996
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2428
_reflns_number_gt                1990
_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.
;

# SQUEEZE RESULTS (Version =  30715)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.001 0.500 -0.013 259 5 ' '
2 0.499 0.000 0.626 259 5 ' '

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.04P)²+1.22P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2428
_refine_ls_number_parameters     120
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0789
_refine_ls_wR_factor_gt          0.0765
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3505(5) 0.26685(16) 0.2478(5) 0.0361(10) Uani 1 1 d . . . . .
C2 C 0.3024(5) 0.25817(16) 0.3795(4) 0.0354(10) Uani 1 1 d . . . . .
C3 C 0.2601(5) 0.30109(16) 0.4527(4) 0.0344(9) Uani 1 1 d . U . . .
C4 C 0.2949(5) 0.20754(17) 0.4327(4) 0.0335(9) Uani 1 1 d . U . . .
C5 C 0.0000 0.1159(2) 0.0000 0.0351(14) Uani 1 2 d S T P . .
C6 C 0.0000 0.0565(2) 0.0000 0.0349(14) Uani 1 2 d S T P . .
C7 C 0.0241(5) 0.02670(16) 0.1279(4) 0.0387(11) Uani 1 1 d . . . . .
Cl1 Cl 0.26937(12) 0.36493(4) 0.38424(11) 0.0376(3) Uani 1 1 d . U . . .
Cl2 Cl 0.35364(12) 0.15378(4) 0.34406(10) 0.0340(2) Uani 1 1 d . U . . .
Cl3 Cl 0.04586(13) 0.06292(4) 0.27250(11) 0.0405(3) Uani 1 1 d . . . . .
La1 La 0.0000 0.23412(2) 0.0000 0.02991(12) Uani 1 2 d S T P . .
O1 O 0.2668(3) 0.25516(11) 0.1341(3) 0.0348(7) Uani 1 1 d . . . . .
O2 O 0.4887(3) 0.28225(12) 0.2482(3) 0.0377(7) Uani 1 1 d . . . . .
O3 O -0.1251(3) 0.14100(11) -0.0061(3) 0.0390(7) Uani 1 1 d . . . . .
O4 O 0.0000 0.33256(17) 0.0000 0.0519(13) Uani 1 2 d S T P . .
H4A H -0.1030 0.3456 0.0037 0.062 Uiso 0.25 1 d R U P A 1
H4B H 0.0697 0.3626 0.0215 0.062 Uiso 0.25 1 d R U P A 1
H4C H 0.1030 0.3456 -0.0037 0.062 Uiso 0.25 1 d R U P B 2
H4D H -0.0668 0.3635 -0.0149 0.062 Uiso 0.25 1 d R U 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
C1 O1 1.266(5) . ?
C1 O2 1.287(5) . ?
C1 C2 1.485(7) . ?
C1 La1 3.046(5) 7 ?
C2 C4 1.383(6) . ?
C2 C3 1.395(6) . ?
C3 C4 1.355(6) 7_556 ?
C3 Cl1 1.749(4) . ?
C4 C3 1.355(6) 7_556 ?
C4 Cl2 1.750(4) . ?
C5 O3 1.269(4) . ?
C5 O3 1.269(4) 2 ?
C5 C6 1.489(8) . ?
C5 La1 2.963(6) . ?
C6 C7 1.462(5) 2 ?
C6 C7 1.462(5) . ?
C7 C7 1.338(8) 6 ?
C7 Cl3 1.690(4) . ?
La1 O4 2.466(4) . ?
La1 O1 2.536(3) 2 ?
La1 O1 2.536(3) . ?
La1 O2 2.547(3) 7 ?
La1 O2 2.547(3) 8_455 ?
La1 O3 2.580(3) 2 ?
La1 O3 2.580(3) . ?
La1 O1 2.702(3) 7 ?
La1 O1 2.702(3) 8_455 ?
La1 C1 3.047(5) 8_455 ?
La1 C1 3.047(5) 7 ?
O1 La1 2.702(3) 7 ?
O2 La1 2.547(3) 7 ?
O4 H4A 0.9800 . ?
O4 H4B 0.9704 . ?
O4 H4C 0.9800 . ?
O4 H4D 0.9696 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 117.4(4) . . ?
O1 C1 C2 123.2(4) . . ?
O2 C1 C2 119.1(4) . . ?
O1 C1 La1 62.3(2) . 7 ?
O2 C1 La1 55.4(2) . 7 ?
C2 C1 La1 167.6(3) . 7 ?
C4 C2 C3 117.7(4) . . ?
C4 C2 C1 121.5(4) . . ?
C3 C2 C1 120.8(4) . . ?
C4 C3 C2 120.3(4) 7_556 . ?
C4 C3 Cl1 122.2(3) 7_556 . ?
C2 C3 Cl1 117.3(3) . . ?
C3 C4 C2 121.8(4) 7_556 . ?
C3 C4 Cl2 120.3(3) 7_556 . ?
C2 C4 Cl2 117.9(3) . . ?
O3 C5 O3 120.5(5) . 2 ?
O3 C5 C6 119.8(3) . . ?
O3 C5 C6 119.8(3) 2 . ?
O3 C5 La1 60.2(3) . . ?
O3 C5 La1 60.2(3) 2 . ?
C6 C5 La1 180.0 . . ?
C7 C6 C7 118.7(5) 2 . ?
C7 C6 C5 120.6(2) 2 . ?
C7 C6 C5 120.6(2) . . ?
C7 C7 C6 120.6(2) 6 . ?
C7 C7 Cl3 122.47(15) 6 . ?
C6 C7 Cl3 116.9(3) . . ?
O4 La1 O1 78.01(6) . 2 ?
O4 La1 O1 78.00(6) . . ?
O1 La1 O1 156.01(13) 2 . ?
O4 La1 O2 99.27(7) . 7 ?
O1 La1 O2 74.34(10) 2 7 ?
O1 La1 O2 109.68(9) . 7 ?
O4 La1 O2 99.27(7) . 8_455 ?
O1 La1 O2 109.68(9) 2 8_455 ?
O1 La1 O2 74.34(10) . 8_455 ?
O2 La1 O2 161.46(14) 7 8_455 ?
O4 La1 O3 154.73(7) . 2 ?
O1 La1 O3 123.58(9) 2 2 ?
O1 La1 O3 79.79(9) . 2 ?
O2 La1 O3 77.06(10) 7 2 ?
O2 La1 O3 86.13(10) 8_455 2 ?
O4 La1 O3 154.73(7) . . ?
O1 La1 O3 79.79(9) 2 . ?
O1 La1 O3 123.58(9) . . ?
O2 La1 O3 86.13(10) 7 . ?
O2 La1 O3 77.06(10) 8_455 . ?
O3 La1 O3 50.54(14) 2 . ?
O4 La1 O1 84.30(6) . 7 ?
O1 La1 O1 116.34(10) 2 7 ?
O1 La1 O1 60.99(11) . 7 ?
O2 La1 O1 48.99(8) 7 7 ?
O2 La1 O1 133.49(9) 8_455 7 ?
O3 La1 O1 74.43(9) 2 7 ?
O3 La1 O1 116.62(9) . 7 ?
O4 La1 O1 84.30(6) . 8_455 ?
O1 La1 O1 60.99(11) 2 8_455 ?
O1 La1 O1 116.34(10) . 8_455 ?
O2 La1 O1 133.49(9) 7 8_455 ?
O2 La1 O1 48.99(8) 8_455 8_455 ?
O3 La1 O1 116.62(9) 2 8_455 ?
O3 La1 O1 74.43(9) . 8_455 ?
O1 La1 O1 168.59(12) 7 8_455 ?
O4 La1 C5 180.0 . . ?
O1 La1 C5 101.99(6) 2 . ?
O1 La1 C5 102.00(6) . . ?
O2 La1 C5 80.73(7) 7 . ?
O2 La1 C5 80.73(7) 8_455 . ?
O3 La1 C5 25.27(7) 2 . ?
O3 La1 C5 25.27(7) . . ?
O1 La1 C5 95.70(6) 7 . ?
O1 La1 C5 95.70(6) 8_455 . ?
O4 La1 C1 90.46(8) . 8_455 ?
O1 La1 C1 85.47(10) 2 8_455 ?
O1 La1 C1 94.72(10) . 8_455 ?
O2 La1 C1 155.07(10) 7 8_455 ?
O2 La1 C1 24.57(9) 8_455 8_455 ?
O3 La1 C1 103.29(10) 2 8_455 ?
O3 La1 C1 75.86(11) . 8_455 ?
O1 La1 C1 155.71(9) 7 8_455 ?
O1 La1 C1 24.51(9) 8_455 8_455 ?
C5 La1 C1 89.54(8) . 8_455 ?
O4 La1 C1 90.46(8) . 7 ?
O1 La1 C1 94.72(10) 2 7 ?
O1 La1 C1 85.47(10) . 7 ?
O2 La1 C1 24.57(9) 7 7 ?
O2 La1 C1 155.07(10) 8_455 7 ?
O3 La1 C1 75.86(11) 2 7 ?
O3 La1 C1 103.29(10) . 7 ?
O1 La1 C1 24.51(9) 7 7 ?
O1 La1 C1 155.71(9) 8_455 7 ?
C5 La1 C1 89.54(8) . 7 ?
C1 La1 C1 179.08(15) 8_455 7 ?
C1 O1 La1 147.7(3) . . ?
C1 O1 La1 93.2(3) . 7 ?
La1 O1 La1 119.01(11) . 7 ?
C1 O2 La1 100.0(2) . 7 ?
C5 O3 La1 94.5(3) . . ?
La1 O4 H4A 109.5 . . ?
La1 O4 H4B 140.8 . . ?
H4A O4 H4B 107.0 . . ?
La1 O4 H4C 109.5 . . ?
La1 O4 H4D 143.1 . . ?
H4C O4 H4D 106.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C4 72.5(6) . . . . ?
O2 C1 C2 C4 -100.8(5) . . . . ?
La1 C1 C2 C4 -40.2(14) 7 . . . ?
O1 C1 C2 C3 -106.2(5) . . . . ?
O2 C1 C2 C3 80.5(5) . . . . ?
La1 C1 C2 C3 141.1(11) 7 . . . ?
C4 C2 C3 C4 -3.9(7) . . . 7_556 ?
C1 C2 C3 C4 174.9(4) . . . 7_556 ?
C4 C2 C3 Cl1 -179.8(3) . . . . ?
C1 C2 C3 Cl1 -1.0(5) . . . . ?
C3 C2 C4 C3 3.9(7) . . . 7_556 ?
C1 C2 C4 C3 -174.8(4) . . . 7_556 ?
C3 C2 C4 Cl2 -178.0(3) . . . . ?
C1 C2 C4 Cl2 3.2(5) . . . . ?
O3 C5 C6 C7 88.8(3) . . . 2 ?
O3 C5 C6 C7 -91.2(3) 2 . . 2 ?
O3 C5 C6 C7 -91.2(3) . . . . ?
O3 C5 C6 C7 88.8(3) 2 . . . ?
C7 C6 C7 C7 0.003(1) 2 . . 6 ?
C5 C6 C7 C7 180.002(0) . . . 6 ?
C7 C6 C7 Cl3 -178.1(4) 2 . . . ?
C5 C6 C7 Cl3 1.9(4) . . . . ?
O2 C1 O1 La1 -168.4(3) . . . . ?
C2 C1 O1 La1 18.2(8) . . . . ?
La1 C1 O1 La1 -174.7(5) 7 . . . ?
O2 C1 O1 La1 6.3(4) . . . 7 ?
C2 C1 O1 La1 -167.0(4) . . . 7 ?
O1 C1 O2 La1 -6.8(4) . . . 7 ?
C2 C1 O2 La1 166.8(3) . . . 7 ?
O3 C5 O3 La1 0.0 2 . . . ?
C6 C5 O3 La1 180.0 . . . . ?

_refine_diff_density_max         1.861
_refine_diff_density_min         -0.573
_refine_diff_density_rms         0.120

