# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019

####################################################################### 
# 
# 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_mkd-857
_database_code_depnum_ccdc_archive 'CCDC 1528225'
_audit_update_record             
;
2017-01-20 deposited with the CCDC.	2019-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H20 Cu Eu N5 O15'
_chemical_formula_sum            'C19 H20 Cu Eu N5 O15'
_chemical_formula_weight         773.92

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'

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

_cell_length_a                   9.0405(6)
_cell_length_b                   28.426(2)
_cell_length_c                   10.3509(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.248(3)
_cell_angle_gamma                90.00
_cell_volume                     2566.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    250
_cell_measurement_theta_min      1.43
_cell_measurement_theta_max      27.52

_exptl_crystal_description       'Block shape'
_exptl_crystal_colour            'Dark green'
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_exptl_crystal_density_diffrn    2.003
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1524.0
_exptl_absorpt_coefficient_mu    3.335
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.491
_exptl_absorpt_correction_T_max  0.716
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER SMART APEX-II CCD'
_diffrn_measurement_method       Multi-scan
_diffrn_reflns_number            11855
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_sigmaI/netI    0.0573
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.43
_diffrn_reflns_theta_max         27.52
_reflns_number_total             5906
_reflns_number_gt                4726
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'BRUKER SMART APEX II CCD'
_computing_cell_refinement       'BRUKER SMART APEX II CCD'
_computing_data_reduction        'BRUKER SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    DIAMOND-3.1
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0689P)²+40.9429P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5906
_refine_ls_number_parameters     373
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0847
_refine_ls_R_factor_gt           0.0729
_refine_ls_wR_factor_ref         0.1794
_refine_ls_wR_factor_gt          0.1725
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.43029(5) 0.863092(17) 0.77354(5) 0.02839(16) Uani 1 1 d . . .
Cu1 Cu 0.26270(13) 0.89869(4) 0.44011(12) 0.0315(3) Uani 1 1 d . . .
O1 O 0.7009(7) 0.8767(3) 0.7615(7) 0.0385(16) Uani 1 1 d . . .
O2 O 0.4540(7) 0.9037(2) 0.5794(7) 0.0343(15) Uani 1 1 d . . .
O3 O 0.2146(7) 0.8615(2) 0.5828(6) 0.0326(15) Uani 1 1 d . . .
O4 O 0.2234(8) 0.8053(3) 0.7838(7) 0.0433(18) Uani 1 1 d . . .
O8 O 0.5533(9) 0.7848(3) 0.8316(8) 0.0494(19) Uani 1 1 d . . .
N4 N 0.5322(10) 0.8708(3) 1.0731(9) 0.040(2) Uani 1 1 d . . .
O11 O 0.3950(9) 0.8652(4) 1.0052(9) 0.066(3) Uani 1 1 d . . .
O12 O 0.5669(10) 0.8772(4) 1.1923(8) 0.059(2) Uani 1 1 d . . .
N2 N 0.0490(10) 0.8950(4) 0.3296(9) 0.045(2) Uani 1 1 d . . .
N1 N 0.3349(11) 0.9449(3) 0.3256(8) 0.0379(19) Uani 1 1 d . . .
O7 O 0.4706(10) 0.7985(3) 0.6230(8) 0.049(2) Uani 1 1 d . . .
O10 O 0.6282(11) 0.8667(4) 1.0086(9) 0.069(3) Uani 1 1 d . . .
C1 C 0.8360(12) 0.8563(5) 0.8488(13) 0.062(4) Uani 1 1 d . . .
H2A H 0.8969 0.8421 0.7962 0.093 Uiso 1 1 calc R . .
H2B H 0.8068 0.8329 0.9041 0.093 Uiso 1 1 calc R . .
H2C H 0.8947 0.8804 0.9044 0.093 Uiso 1 1 calc R . .
C2 C 0.7234(10) 0.9059(4) 0.6625(10) 0.037(2) Uani 1 1 d . . .
C7 C 0.5893(11) 0.9184(3) 0.5653(9) 0.0299(19) Uani 1 1 d . . .
C18 C 0.1006(10) 0.8310(3) 0.5704(10) 0.031(2) Uani 1 1 d . . .
C13 C -0.0252(11) 0.8311(4) 0.4568(11) 0.044(3) Uani 1 1 d . . .
C14 C -0.1447(12) 0.7973(5) 0.4510(13) 0.055(3) Uani 1 1 d . . .
H7 H -0.2291 0.7970 0.3767 0.066 Uiso 1 1 calc R . .
C15 C -0.1388(14) 0.7661(6) 0.5490(15) 0.068(4) Uani 1 1 d . . .
H8 H -0.2163 0.7439 0.5416 0.081 Uiso 1 1 calc R . .
C16 C -0.0145(14) 0.7672(4) 0.6625(13) 0.052(3) Uani 1 1 d . . .
H9 H -0.0095 0.7459 0.7316 0.062 Uiso 1 1 calc R . .
C17 C 0.0995(11) 0.7995(4) 0.6727(11) 0.037(2) Uani 1 1 d . . .
C19 C 0.2279(14) 0.7750(4) 0.8981(13) 0.053(3) Uani 1 1 d . . .
H11A H 0.1406 0.7814 0.9318 0.080 Uiso 1 1 calc R . .
H11B H 0.3202 0.7810 0.9672 0.080 Uiso 1 1 calc R . .
H11C H 0.2258 0.7427 0.8709 0.080 Uiso 1 1 calc R . .
C12 C -0.0437(12) 0.8634(5) 0.3477(11) 0.048(3) Uani 1 1 d . . .
H12 H -0.1353 0.8610 0.2812 0.058 Uiso 1 1 calc R . .
C11 C -0.0114(16) 0.9263(6) 0.2129(13) 0.070(4) Uani 1 1 d . . .
H13A H -0.0389 0.9564 0.2441 0.084 Uiso 1 1 calc R . .
H13B H -0.1034 0.9125 0.1554 0.084 Uiso 1 1 calc R . .
C10 C 0.1030(15) 0.9339(5) 0.1343(13) 0.056(3) Uani 1 1 d . . .
H14 H 0.0494 0.9497 0.0510 0.068 Uiso 1 1 calc R . .
C9 C 0.2376(16) 0.9643(5) 0.2011(12) 0.058(3) Uani 1 1 d . . .
H15A H 0.2999 0.9692 0.1390 0.070 Uiso 1 1 calc R . .
H15B H 0.1997 0.9947 0.2201 0.070 Uiso 1 1 calc R . .
C8 C 0.4735(14) 0.9582(4) 0.3483(11) 0.044(3) Uani 1 1 d . . .
H16 H 0.4945 0.9784 0.2845 0.053 Uiso 1 1 calc R . .
C6 C 0.6026(13) 0.9467(4) 0.4582(11) 0.040(2) Uani 1 1 d . . .
C5 C 0.7484(15) 0.9628(5) 0.4552(14) 0.055(3) Uani 1 1 d . . .
H18 H 0.7575 0.9825 0.3857 0.066 Uiso 1 1 calc R . .
C4 C 0.8758(16) 0.9506(5) 0.5503(15) 0.065(4) Uani 1 1 d . . .
H19 H 0.9713 0.9613 0.5452 0.078 Uiso 1 1 calc R . .
C3 C 0.8641(12) 0.9222(4) 0.6553(12) 0.044(3) Uani 1 1 d . . .
H20 H 0.9518 0.9140 0.7213 0.053 Uiso 1 1 calc R . .
O5 O 0.3540(13) 0.8343(3) 0.3445(10) 0.072(3) Uani 1 1 d . . .
N5 N 0.3332(18) 0.9559(5) 0.8403(12) 0.072(4) Uani 1 1 d . . .
O15 O 0.294(2) 0.9935(4) 0.8765(13) 0.129(6) Uani 1 1 d . . .
O14 O 0.2384(12) 0.9247(5) 0.7995(13) 0.095(4) Uani 1 1 d . . .
O13 O 0.4752(14) 0.9462(3) 0.8499(11) 0.075(3) Uani 1 1 d . . .
N3 N 0.5274(9) 0.7693(3) 0.7136(9) 0.039(2) Uani 1 1 d . . .
O9 O 0.5580(11) 0.7296(3) 0.6889(9) 0.064(3) Uani 1 1 d . . .
O6 O 0.1392(11) 0.8883(4) 0.1000(11) 0.078(3) Uani 1 1 d . . .
H6 H 0.2316 0.8864 0.1079 0.117 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O2 2.376(7) . ?
Eu1 O3 2.382(6) . ?
Eu1 O13 2.490(9) . ?
Eu1 O8 2.490(8) . ?
Eu1 O7 2.496(8) . ?
Eu1 O11 2.501(9) . ?
Eu1 O4 2.512(7) . ?
Eu1 O1 2.512(6) . ?
Eu1 O14 2.529(11) . ?
Eu1 O10 2.615(9) . ?
Eu1 N5 2.920(12) . ?
Eu1 N3 2.924(9) . ?
Cu1 O2 1.944(7) . ?
Cu1 O3 1.956(7) . ?
Cu1 N2 1.972(9) . ?
Cu1 N1 1.992(9) . ?
Cu1 O5 2.333(9) . ?
O1 C2 1.374(13) . ?
O1 C1 1.437(12) . ?
O2 C7 1.336(11) . ?
O3 C18 1.327(11) . ?
O4 C17 1.389(12) . ?
O4 C19 1.455(13) . ?
O8 N3 1.261(11) . ?
N4 O12 1.204(11) . ?
N4 O10 1.232(12) . ?
N4 O11 1.265(12) . ?
N2 C12 1.276(15) . ?
N2 C11 1.483(15) . ?
N1 C8 1.271(14) . ?
N1 C9 1.463(14) . ?
O7 N3 1.257(11) . ?
C1 H2A 0.9600 . ?
C1 H2B 0.9600 . ?
C1 H2C 0.9600 . ?
C2 C3 1.374(13) . ?
C2 C7 1.402(14) . ?
C7 C6 1.401(14) . ?
C18 C17 1.390(14) . ?
C18 C13 1.404(13) . ?
C13 C12 1.431(17) . ?
C13 C14 1.435(15) . ?
C14 C15 1.34(2) . ?
C14 H7 0.9300 . ?
C15 C16 1.397(18) . ?
C15 H8 0.9300 . ?
C16 C17 1.362(14) . ?
C16 H9 0.9300 . ?
C19 H11A 0.9600 . ?
C19 H11B 0.9600 . ?
C19 H11C 0.9600 . ?
C12 H12 0.9300 . ?
C11 C10 1.490(19) . ?
C11 H13A 0.9700 . ?
C11 H13B 0.9700 . ?
C10 O6 1.405(17) . ?
C10 C9 1.504(19) . ?
C10 H14 0.9800 . ?
C9 H15A 0.9700 . ?
C9 H15B 0.9700 . ?
C8 C6 1.436(16) . ?
C8 H16 0.9300 . ?
C6 C5 1.404(15) . ?
C5 C4 1.35(2) . ?
C5 H18 0.9300 . ?
C4 C3 1.380(18) . ?
C4 H19 0.9300 . ?
C3 H20 0.9300 . ?
N5 O15 1.217(15) . ?
N5 O14 1.228(17) . ?
N5 O13 1.291(17) . ?
N3 O9 1.207(12) . ?
O6 H6 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 Eu1 O3 62.9(2) . . ?
O2 Eu1 O13 76.3(3) . . ?
O3 Eu1 O13 108.1(3) . . ?
O2 Eu1 O8 120.3(3) . . ?
O3 Eu1 O8 113.6(2) . . ?
O13 Eu1 O8 138.3(4) . . ?
O2 Eu1 O7 76.6(2) . . ?
O3 Eu1 O7 72.0(2) . . ?
O13 Eu1 O7 149.0(3) . . ?
O8 Eu1 O7 50.5(3) . . ?
O2 Eu1 O11 149.5(3) . . ?
O3 Eu1 O11 120.8(3) . . ?
O13 Eu1 O11 74.0(3) . . ?
O8 Eu1 O11 87.2(3) . . ?
O7 Eu1 O11 133.8(3) . . ?
O2 Eu1 O4 126.0(2) . . ?
O3 Eu1 O4 64.3(2) . . ?
O13 Eu1 O4 131.9(3) . . ?
O8 Eu1 O4 72.3(3) . . ?
O7 Eu1 O4 77.2(3) . . ?
O11 Eu1 O4 72.0(3) . . ?
O2 Eu1 O1 65.0(2) . . ?
O3 Eu1 O1 123.8(2) . . ?
O13 Eu1 O1 77.9(3) . . ?
O8 Eu1 O1 76.8(3) . . ?
O7 Eu1 O1 77.2(3) . . ?
O11 Eu1 O1 114.5(2) . . ?
O4 Eu1 O1 148.0(3) . . ?
O2 Eu1 O14 88.3(4) . . ?
O3 Eu1 O14 70.5(3) . . ?
O13 Eu1 O14 50.8(4) . . ?
O8 Eu1 O14 150.3(4) . . ?
O7 Eu1 O14 142.4(3) . . ?
O11 Eu1 O14 67.5(4) . . ?
O4 Eu1 O14 84.8(4) . . ?
O1 Eu1 O14 127.1(4) . . ?
O2 Eu1 O10 125.2(3) . . ?
O3 Eu1 O10 169.1(3) . . ?
O13 Eu1 O10 69.7(4) . . ?
O8 Eu1 O10 70.0(3) . . ?
O7 Eu1 O10 115.7(3) . . ?
O11 Eu1 O10 48.4(3) . . ?
O4 Eu1 O10 108.7(3) . . ?
O1 Eu1 O10 66.6(3) . . ?
O14 Eu1 O10 101.2(3) . . ?
O2 Eu1 N5 82.0(3) . . ?
O3 Eu1 N5 88.9(3) . . ?
O13 Eu1 N5 26.1(4) . . ?
O8 Eu1 N5 153.3(3) . . ?
O7 Eu1 N5 156.1(3) . . ?
O11 Eu1 N5 68.3(3) . . ?
O4 Eu1 N5 107.9(4) . . ?
O1 Eu1 N5 103.3(4) . . ?
O14 Eu1 N5 24.7(4) . . ?
O10 Eu1 N5 85.4(3) . . ?
O2 Eu1 N3 99.5(2) . . ?
O3 Eu1 N3 91.9(2) . . ?
O13 Eu1 N3 154.1(3) . . ?
O8 Eu1 N3 25.4(2) . . ?
O7 Eu1 N3 25.3(2) . . ?
O11 Eu1 N3 110.3(3) . . ?
O4 Eu1 N3 71.4(3) . . ?
O1 Eu1 N3 77.3(2) . . ?
O14 Eu1 N3 155.1(3) . . ?
O10 Eu1 N3 93.6(3) . . ?
N5 Eu1 N3 178.5(3) . . ?
O2 Cu1 O3 79.1(3) . . ?
O2 Cu1 N2 168.2(3) . . ?
O3 Cu1 N2 91.8(3) . . ?
O2 Cu1 N1 91.5(3) . . ?
O3 Cu1 N1 168.2(3) . . ?
N2 Cu1 N1 96.5(4) . . ?
O2 Cu1 O5 91.6(4) . . ?
O3 Cu1 O5 94.0(3) . . ?
N2 Cu1 O5 96.6(4) . . ?
N1 Cu1 O5 93.3(3) . . ?
O2 Cu1 Eu1 39.41(19) . . ?
O3 Cu1 Eu1 39.71(18) . . ?
N2 Cu1 Eu1 130.9(3) . . ?
N1 Cu1 Eu1 130.3(3) . . ?
O5 Cu1 Eu1 94.6(3) . . ?
C2 O1 C1 116.4(8) . . ?
C2 O1 Eu1 117.9(5) . . ?
C1 O1 Eu1 125.8(7) . . ?
C7 O2 Cu1 127.1(6) . . ?
C7 O2 Eu1 122.2(6) . . ?
Cu1 O2 Eu1 109.3(3) . . ?
C18 O3 Cu1 126.9(6) . . ?
C18 O3 Eu1 122.6(6) . . ?
Cu1 O3 Eu1 108.7(3) . . ?
C17 O4 C19 116.5(8) . . ?
C17 O4 Eu1 119.4(6) . . ?
C19 O4 Eu1 124.0(6) . . ?
N3 O8 Eu1 96.9(6) . . ?
O12 N4 O10 122.7(10) . . ?
O12 N4 O11 122.8(9) . . ?
O10 N4 O11 114.4(9) . . ?
O12 N4 Eu1 174.8(8) . . ?
O10 N4 Eu1 60.1(6) . . ?
O11 N4 Eu1 55.0(5) . . ?
N4 O11 Eu1 100.5(6) . . ?
C12 N2 C11 115.3(10) . . ?
C12 N2 Cu1 122.2(8) . . ?
C11 N2 Cu1 122.4(9) . . ?
C8 N1 C9 112.7(10) . . ?
C8 N1 Cu1 123.2(8) . . ?
C9 N1 Cu1 123.8(8) . . ?
N3 O7 Eu1 96.8(6) . . ?
N4 O10 Eu1 95.8(7) . . ?
O1 C1 H2A 109.5 . . ?
O1 C1 H2B 109.5 . . ?
H2A C1 H2B 109.5 . . ?
O1 C1 H2C 109.5 . . ?
H2A C1 H2C 109.5 . . ?
H2B C1 H2C 109.5 . . ?
C3 C2 O1 124.4(10) . . ?
C3 C2 C7 120.9(10) . . ?
O1 C2 C7 114.7(8) . . ?
O2 C7 C6 122.5(9) . . ?
O2 C7 C2 119.1(8) . . ?
C6 C7 C2 118.4(9) . . ?
O3 C18 C17 120.6(8) . . ?
O3 C18 C13 121.2(9) . . ?
C17 C18 C13 118.1(9) . . ?
C18 C13 C12 124.2(10) . . ?
C18 C13 C14 118.0(11) . . ?
C12 C13 C14 117.8(10) . . ?
C15 C14 C13 122.2(11) . . ?
C15 C14 H7 118.9 . . ?
C13 C14 H7 118.9 . . ?
C14 C15 C16 119.0(11) . . ?
C14 C15 H8 120.5 . . ?
C16 C15 H8 120.5 . . ?
C17 C16 C15 120.4(12) . . ?
C17 C16 H9 119.8 . . ?
C15 C16 H9 119.8 . . ?
C16 C17 C18 122.2(10) . . ?
C16 C17 O4 125.0(11) . . ?
C18 C17 O4 112.8(8) . . ?
O4 C19 H11A 109.5 . . ?
O4 C19 H11B 109.5 . . ?
H11A C19 H11B 109.5 . . ?
O4 C19 H11C 109.5 . . ?
H11A C19 H11C 109.5 . . ?
H11B C19 H11C 109.5 . . ?
N2 C12 C13 128.6(9) . . ?
N2 C12 H12 115.7 . . ?
C13 C12 H12 115.7 . . ?
N2 C11 C10 111.8(10) . . ?
N2 C11 H13A 109.2 . . ?
C10 C11 H13A 109.2 . . ?
N2 C11 H13B 109.2 . . ?
C10 C11 H13B 109.2 . . ?
H13A C11 H13B 107.9 . . ?
O6 C10 C11 104.2(12) . . ?
O6 C10 C9 115.6(11) . . ?
C11 C10 C9 115.2(12) . . ?
O6 C10 H14 107.1 . . ?
C11 C10 H14 107.1 . . ?
C9 C10 H14 107.1 . . ?
N1 C9 C10 114.6(10) . . ?
N1 C9 H15A 108.6 . . ?
C10 C9 H15A 108.6 . . ?
N1 C9 H15B 108.6 . . ?
C10 C9 H15B 108.6 . . ?
H15A C9 H15B 107.6 . . ?
N1 C8 C6 129.4(10) . . ?
N1 C8 H16 115.3 . . ?
C6 C8 H16 115.3 . . ?
C7 C6 C5 118.8(11) . . ?
C7 C6 C8 122.5(9) . . ?
C5 C6 C8 118.7(10) . . ?
C4 C5 C6 121.7(12) . . ?
C4 C5 H18 119.1 . . ?
C6 C5 H18 119.1 . . ?
C5 C4 C3 119.9(11) . . ?
C5 C4 H19 120.1 . . ?
C3 C4 H19 120.1 . . ?
C2 C3 C4 120.2(11) . . ?
C2 C3 H20 119.9 . . ?
C4 C3 H20 119.9 . . ?
O15 N5 O14 120.4(17) . . ?
O15 N5 O13 121.9(17) . . ?
O14 N5 O13 117.5(12) . . ?
O15 N5 Eu1 175.7(10) . . ?
O14 N5 Eu1 59.5(7) . . ?
O13 N5 Eu1 58.0(6) . . ?
N5 O14 Eu1 95.7(8) . . ?
N5 O13 Eu1 95.9(8) . . ?
O9 N3 O7 122.1(9) . . ?
O9 N3 O8 122.5(9) . . ?
O7 N3 O8 115.3(9) . . ?
O9 N3 Eu1 175.7(8) . . ?
O7 N3 Eu1 58.0(5) . . ?
O8 N3 Eu1 57.7(5) . . ?
C10 O6 H6 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.52
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.887
_refine_diff_density_min         -3.267
_refine_diff_density_rms         0.176
####################################################################### 
# 
# 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_mkd-553
_database_code_depnum_ccdc_archive 'CCDC 1535826'
_audit_update_record             
;
2017-03-03 deposited with the CCDC.	2019-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H20 Cu La N5 O15'
_chemical_formula_sum            'C19 H20 Cu La N5 O15'
_chemical_formula_weight         760.86

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'
Cu Cu 0.3201 1.2651 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'

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

_cell_length_a                   9.0598(5)
_cell_length_b                   28.5710(14)
_cell_length_c                   10.3072(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.404(5)
_cell_angle_gamma                90.00
_cell_volume                     2572.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    220
_cell_measurement_theta_min      2.96
_cell_measurement_theta_max      29.17

_exptl_crystal_description       'Block shape'
_exptl_crystal_colour            'Dark green'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.965
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1500.0
_exptl_absorpt_coefficient_mu    2.550
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.658
_exptl_absorpt_correction_T_max  0.815
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER SMART APEX-II CCD'
_diffrn_measurement_method       Multi-scan
_diffrn_reflns_number            26736
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_sigmaI/netI    0.0370
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.96
_diffrn_reflns_theta_max         29.17
_reflns_number_total             6956
_reflns_number_gt                5403
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'BRUKER SMART APEX II CCD'
_computing_cell_refinement       'BRUKER SMART APEX II CCD'
_computing_data_reduction        'BRUKER SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    DIAMOND-3.1
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0989P)²+19.0676P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6956
_refine_ls_number_parameters     373
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0645
_refine_ls_wR_factor_ref         0.1831
_refine_ls_wR_factor_gt          0.1748
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
La1 La 0.43342(4) 0.137530(12) 0.27059(4) 0.02792(14) Uani 1 1 d . . .
Cu1 Cu 0.26888(11) 0.10066(3) -0.06110(9) 0.0423(2) Uani 1 1 d . . .
O1 O 0.2210(6) 0.13830(19) 0.0835(6) 0.0433(12) Uani 1 1 d . . .
O2 O 0.7025(6) 0.1247(2) 0.2638(6) 0.0485(13) Uani 1 1 d . . .
O3 O 0.5558(8) 0.2140(2) 0.3329(7) 0.0609(16) Uani 1 1 d . . .
O4 O 0.4729(8) 0.2003(2) 0.1215(6) 0.0614(17) Uani 1 1 d . . .
O6 O 0.2301(7) 0.1953(2) 0.2821(6) 0.0559(15) Uani 1 1 d . . .
C50 C 0.5938(9) 0.0823(3) 0.0670(8) 0.0441(17) Uani 1 1 d . . .
O5 O 0.4611(7) 0.0979(2) 0.0799(6) 0.0492(13) Uani 1 1 d . . .
O8 O 0.3993(11) 0.1369(3) 0.5026(9) 0.093(3) Uani 1 1 d . . .
N3 N 0.332(2) 0.0477(4) 0.3382(10) 0.103(5) Uani 1 1 d . . .
O12 O 0.4739(16) 0.0560(3) 0.3411(14) 0.133(5) Uani 1 1 d . . .
O13 O 0.290(2) 0.0096(4) 0.3738(12) 0.178(7) Uani 1 1 d . . .
O11 O 0.2447(12) 0.0795(5) 0.3018(16) 0.162(7) Uani 1 1 d . . .
N5 N 0.3425(9) 0.0545(2) -0.1750(7) 0.0514(17) Uani 1 1 d . . .
C6 C 0.2425(14) 0.0350(4) -0.2980(10) 0.072(3) Uani 1 1 d . . .
H6A H 0.2035 0.0053 -0.2758 0.086 Uiso 1 1 calc R . .
H6B H 0.3043 0.0285 -0.3597 0.086 Uiso 1 1 calc R . .
C7 C 0.1093(13) 0.0642(4) -0.3704(10) 0.068(3) Uani 1 1 d . . .
H7 H 0.0568 0.0480 -0.4538 0.082 Uiso 1 1 calc R . .
O16 O 0.1439(13) 0.1101(5) -0.4033(11) 0.117(4) Uani 1 1 d . . .
H36 H 0.2227 0.1190 -0.3493 0.175 Uiso 1 1 calc R . .
C9 C -0.0042(15) 0.0721(5) -0.2890(12) 0.088(4) Uani 1 1 d . . .
H9A H -0.0969 0.0855 -0.3468 0.106 Uiso 1 1 calc R . .
H9B H -0.0306 0.0422 -0.2568 0.106 Uiso 1 1 calc R . .
N4 N 0.0548(8) 0.1037(3) -0.1720(7) 0.058(2) Uani 1 1 d . . .
C11 C -0.0406(10) 0.1350(4) -0.1552(10) 0.057(2) Uani 1 1 d . . .
H11 H -0.1336 0.1363 -0.2208 0.069 Uiso 1 1 calc R . .
C12 C -0.0207(9) 0.1681(4) -0.0472(9) 0.055(2) Uani 1 1 d . . .
C13 C -0.1393(12) 0.2006(5) -0.0545(12) 0.076(3) Uani 1 1 d . . .
H13 H -0.2237 0.2005 -0.1292 0.091 Uiso 1 1 calc R . .
C14 C -0.1332(14) 0.2324(5) 0.0458(14) 0.086(4) Uani 1 1 d . . .
H35 H -0.2099 0.2548 0.0368 0.103 Uiso 1 1 calc R . .
C15 C -0.0120(11) 0.2313(4) 0.1612(11) 0.064(3) Uani 1 1 d . . .
H15 H -0.0103 0.2517 0.2319 0.076 Uiso 1 1 calc R . .
C16 C 0.1062(9) 0.1997(3) 0.1707(8) 0.0470(18) Uani 1 1 d . . .
C17 C 0.2343(13) 0.2253(4) 0.3958(12) 0.072(3) Uani 1 1 d . . .
H17A H 0.2149 0.2570 0.3655 0.108 Uiso 1 1 calc R . .
H17B H 0.3334 0.2233 0.4589 0.108 Uiso 1 1 calc R . .
H17C H 0.1575 0.2154 0.4387 0.108 Uiso 1 1 calc R . .
C18 C 0.1063(9) 0.1683(3) 0.0669(8) 0.0451(17) Uani 1 1 d . . .
C19 C 0.4828(12) 0.0415(3) -0.1503(9) 0.057(2) Uani 1 1 d . . .
H19 H 0.5053 0.0209 -0.2125 0.069 Uiso 1 1 calc R . .
C20 C 0.6091(11) 0.0543(3) -0.0403(9) 0.052(2) Uani 1 1 d . . .
C21 C 0.7277(9) 0.0954(3) 0.1647(8) 0.0472(18) Uani 1 1 d . . .
C22 C 0.8385(11) 0.1448(4) 0.3539(13) 0.077(3) Uani 1 1 d . . .
H22A H 0.8904 0.1213 0.4160 0.115 Uiso 1 1 calc R . .
H22B H 0.8098 0.1703 0.4028 0.115 Uiso 1 1 calc R . .
H22C H 0.9054 0.1560 0.3026 0.115 Uiso 1 1 calc R . .
C23 C 0.8699(11) 0.0795(4) 0.1614(11) 0.063(3) Uani 1 1 d . . .
H23 H 0.9563 0.0882 0.2284 0.076 Uiso 1 1 calc R . .
C24 C 0.8838(14) 0.0501(4) 0.0563(13) 0.077(3) Uani 1 1 d . . .
H24 H 0.9793 0.0390 0.0532 0.093 Uiso 1 1 calc R . .
C25 C 0.7549(13) 0.0379(4) -0.0419(11) 0.066(3) Uani 1 1 d . . .
H25 H 0.7642 0.0182 -0.1113 0.079 Uiso 1 1 calc R . .
O15 O 0.3526(12) 0.1648(3) -0.1626(10) 0.094(3) Uani 1 1 d . . .
O9 O 0.6301(11) 0.1335(4) 0.5074(10) 0.110(4) Uani 1 1 d . . .
N2 N 0.5358(9) 0.1301(3) 0.5702(8) 0.0538(18) Uani 1 1 d . . .
O10 O 0.5719(10) 0.1224(3) 0.6910(8) 0.082(2) Uani 1 1 d . . .
N1 N 0.5315(9) 0.2294(3) 0.2120(8) 0.0558(18) Uani 1 1 d . . .
O7 O 0.5639(10) 0.2693(3) 0.1879(9) 0.085(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
La1 O1 2.335(6) . ?
La1 O5 2.338(5) . ?
La1 O12 2.439(9) . ?
La1 O4 2.449(6) . ?
La1 O3 2.457(7) . ?
La1 O11 2.463(10) . ?
La1 O2 2.485(6) . ?
La1 O8 2.492(9) . ?
La1 O6 2.499(6) . ?
La1 O9 2.614(10) . ?
Cu1 O5 1.951(6) . ?
Cu1 N4 1.974(7) . ?
Cu1 O1 1.977(5) . ?
Cu1 N5 1.995(7) . ?
Cu1 O15 2.335(8) . ?
O1 C18 1.322(9) . ?
O2 C21 1.386(10) . ?
O2 C22 1.449(11) . ?
O3 N1 1.284(10) . ?
O4 N1 1.257(9) . ?
O6 C16 1.382(10) . ?
O6 C17 1.444(11) . ?
C50 O5 1.322(9) . ?
C50 C20 1.402(12) . ?
C50 C21 1.406(12) . ?
O8 N2 1.263(11) . ?
N3 O11 1.195(18) . ?
N3 O13 1.238(13) . ?
N3 O12 1.305(17) . ?
N5 C19 1.283(12) . ?
N5 C6 1.459(12) . ?
C6 C7 1.494(16) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 O16 1.412(16) . ?
C7 C9 1.507(17) . ?
C7 H7 0.9800 . ?
O16 H36 0.8200 . ?
C9 N4 1.487(13) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
N4 C11 1.288(13) . ?
C11 C12 1.436(14) . ?
C11 H11 0.9300 . ?
C12 C13 1.407(14) . ?
C12 C18 1.410(12) . ?
C13 C14 1.366(18) . ?
C13 H13 0.9300 . ?
C14 C15 1.388(16) . ?
C14 H35 0.9300 . ?
C15 C16 1.384(11) . ?
C15 H15 0.9300 . ?
C16 C18 1.397(12) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C19 C20 1.428(14) . ?
C19 H19 0.9300 . ?
C20 C25 1.406(13) . ?
C21 C23 1.375(11) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.403(16) . ?
C23 H23 0.9300 . ?
C24 C25 1.372(16) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
O9 N2 1.205(12) . ?
N2 O10 1.220(10) . ?
N1 O7 1.220(10) . ?

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 La1 O5 63.84(19) . . ?
O1 La1 O12 106.3(4) . . ?
O5 La1 O12 75.4(3) . . ?
O1 La1 O4 72.6(2) . . ?
O5 La1 O4 76.1(2) . . ?
O12 La1 O4 148.3(3) . . ?
O1 La1 O3 115.0(2) . . ?
O5 La1 O3 120.5(2) . . ?
O12 La1 O3 138.6(4) . . ?
O4 La1 O3 51.8(2) . . ?
O1 La1 O11 70.5(3) . . ?
O5 La1 O11 91.0(5) . . ?
O12 La1 O11 51.2(4) . . ?
O4 La1 O11 142.8(3) . . ?
O3 La1 O11 147.7(5) . . ?
O1 La1 O2 125.31(19) . . ?
O5 La1 O2 65.2(2) . . ?
O12 La1 O2 78.3(3) . . ?
O4 La1 O2 77.4(2) . . ?
O3 La1 O2 76.1(2) . . ?
O11 La1 O2 128.7(4) . . ?
O1 La1 O8 120.5(3) . . ?
O5 La1 O8 150.7(3) . . ?
O12 La1 O8 75.8(3) . . ?
O4 La1 O8 133.1(3) . . ?
O3 La1 O8 85.3(3) . . ?
O11 La1 O8 66.6(5) . . ?
O2 La1 O8 113.5(2) . . ?
O1 La1 O6 64.95(19) . . ?
O5 La1 O6 127.2(2) . . ?
O12 La1 O6 132.1(3) . . ?
O4 La1 O6 77.2(2) . . ?
O3 La1 O6 71.8(2) . . ?
O11 La1 O6 83.8(4) . . ?
O2 La1 O6 147.1(2) . . ?
O8 La1 O6 71.2(2) . . ?
O1 La1 O9 168.3(3) . . ?
O5 La1 O9 124.4(3) . . ?
O12 La1 O9 70.7(5) . . ?
O4 La1 O9 116.2(3) . . ?
O3 La1 O9 69.3(3) . . ?
O11 La1 O9 100.0(4) . . ?
O2 La1 O9 65.7(3) . . ?
O8 La1 O9 48.0(3) . . ?
O6 La1 O9 108.2(3) . . ?
O5 Cu1 N4 168.0(3) . . ?
O5 Cu1 O1 78.0(2) . . ?
N4 Cu1 O1 92.0(3) . . ?
O5 Cu1 N5 92.3(3) . . ?
N4 Cu1 N5 96.8(3) . . ?
O1 Cu1 N5 167.9(3) . . ?
O5 Cu1 O15 91.9(3) . . ?
N4 Cu1 O15 95.3(4) . . ?
O1 Cu1 O15 94.2(3) . . ?
N5 Cu1 O15 93.2(3) . . ?
C18 O1 Cu1 125.2(5) . . ?
C18 O1 La1 124.1(5) . . ?
Cu1 O1 La1 108.6(2) . . ?
C21 O2 C22 115.6(7) . . ?
C21 O2 La1 117.7(5) . . ?
C22 O2 La1 126.7(6) . . ?
N1 O3 La1 95.8(5) . . ?
N1 O4 La1 97.0(5) . . ?
C16 O6 C17 117.4(7) . . ?
C16 O6 La1 117.9(5) . . ?
C17 O6 La1 124.7(6) . . ?
O5 C50 C20 123.7(8) . . ?
O5 C50 C21 118.2(7) . . ?
C20 C50 C21 118.0(7) . . ?
C50 O5 Cu1 126.5(5) . . ?
C50 O5 La1 123.4(5) . . ?
Cu1 O5 La1 109.5(2) . . ?
N2 O8 La1 100.2(6) . . ?
O11 N3 O13 122.2(18) . . ?
O11 N3 O12 115.6(10) . . ?
O13 N3 O12 122.1(18) . . ?
N3 O12 La1 95.6(8) . . ?
N3 O11 La1 97.6(9) . . ?
C19 N5 C6 114.6(8) . . ?
C19 N5 Cu1 122.9(6) . . ?
C6 N5 Cu1 122.4(7) . . ?
N5 C6 C7 117.0(9) . . ?
N5 C6 H6A 108.0 . . ?
C7 C6 H6A 108.0 . . ?
N5 C6 H6B 108.1 . . ?
C7 C6 H6B 108.0 . . ?
H6A C6 H6B 107.3 . . ?
O16 C7 C6 116.0(10) . . ?
O16 C7 C9 102.8(11) . . ?
C6 C7 C9 112.7(10) . . ?
O16 C7 H7 108.3 . . ?
C6 C7 H7 108.3 . . ?
C9 C7 H7 108.3 . . ?
C7 O16 H36 109.5 . . ?
N4 C9 C7 113.0(9) . . ?
N4 C9 H9A 109.0 . . ?
C7 C9 H9A 109.0 . . ?
N4 C9 H9B 109.0 . . ?
C7 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
C11 N4 C9 114.9(9) . . ?
C11 N4 Cu1 123.0(7) . . ?
C9 N4 Cu1 122.0(8) . . ?
N4 C11 C12 127.7(8) . . ?
N4 C11 H11 116.1 . . ?
C12 C11 H11 116.1 . . ?
C13 C12 C18 119.0(10) . . ?
C13 C12 C11 117.2(9) . . ?
C18 C12 C11 123.7(8) . . ?
C14 C13 C12 121.4(10) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C13 C14 C15 119.8(10) . . ?
C13 C14 H35 120.1 . . ?
C15 C14 H35 120.1 . . ?
C16 C15 C14 119.8(10) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
O6 C16 C15 124.2(8) . . ?
O6 C16 C18 114.3(7) . . ?
C15 C16 C18 121.5(8) . . ?
O6 C17 H17A 109.5 . . ?
O6 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O6 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O1 C18 C16 118.5(7) . . ?
O1 C18 C12 123.0(8) . . ?
C16 C18 C12 118.3(8) . . ?
N5 C19 C20 128.8(8) . . ?
N5 C19 H19 115.6 . . ?
C20 C19 H19 115.6 . . ?
C50 C20 C25 119.3(9) . . ?
C50 C20 C19 123.1(8) . . ?
C25 C20 C19 117.5(8) . . ?
C23 C21 O2 123.9(9) . . ?
C23 C21 C50 122.0(9) . . ?
O2 C21 C50 114.1(7) . . ?
O2 C22 H22A 109.5 . . ?
O2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 C24 119.6(10) . . ?
C21 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C25 C24 C23 119.3(9) . . ?
C25 C24 H24 120.4 . . ?
C23 C24 H24 120.4 . . ?
C24 C25 C20 121.7(9) . . ?
C24 C25 H25 119.2 . . ?
C20 C25 H25 119.2 . . ?
N2 O9 La1 95.8(7) . . ?
O9 N2 O10 121.8(9) . . ?
O9 N2 O8 114.9(9) . . ?
O10 N2 O8 123.2(9) . . ?
O7 N1 O4 122.9(8) . . ?
O7 N1 O3 122.0(8) . . ?
O4 N1 O3 115.1(7) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        29.17
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.787
_refine_diff_density_min         -2.086
_refine_diff_density_rms         0.177
