# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Yuan-Gen Yao'
_publ_contact_author_email       YYG@FJIRSM.AC.CN

_publ_section_title              
;
Protonated 3-amino-1,2,4-triazole templated
luminescent lanthanide isophthalates with rare (3, 6)-connected
topology
;
loop_
_publ_author_name
'Yuan-Gen Yao'
'Zhao-Ji Li'
'Qi-Pu Lin'
'Ye-Yan Qin'
'Pei-Xiu Yin'
;
Jian Zhang
;
'Lei Zhang'

# Attachment '3_new_.CIF'

data_a
_database_code_depnum_ccdc_archive 'CCDC 727030'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H10 O9 Tb, C2 H5 N4'
_chemical_formula_sum            'C18 H15 N4 O9 Tb'
_chemical_formula_weight         590.27

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'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pna2(1)
_symmetry_space_group_name_Hall  'P 2c -2n'

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

_cell_length_a                   9.987(3)
_cell_length_b                   13.172(4)
_cell_length_c                   14.290(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1879.8(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1466
_cell_measurement_theta_min      2.1021
_cell_measurement_theta_max      27.4294

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.2600
_exptl_crystal_size_mid          0.2100
_exptl_crystal_size_min          0.2000
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.086
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1152
_exptl_absorpt_coefficient_mu    3.827
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  0.465
_exptl_absorpt_correction_T_min  0.396
_exptl_absorpt_process_details   crystalclear

_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 P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            13896
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_sigmaI/netI    0.0407
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.56
_diffrn_reflns_theta_max         27.50
_reflns_number_total             4317
_reflns_number_gt                3093
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_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)+(0.0415P)²+3.4222P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.56(3)
_refine_ls_number_reflns         4317
_refine_ls_number_parameters     290
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_ref         0.0970
_refine_ls_wR_factor_gt          0.0879
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Tb1 Tb 1.00089(3) 0.843884(17) 0.69639(15) 0.02099(10) Uani 1 1 d . . .
O1W O 0.9725(6) 0.6505(3) 0.7025(14) 0.043(2) Uani 1 1 d D . .
H1WA H 0.8935 0.6360 0.6946 0.064 Uiso 1 1 calc RD . .
H1WB H 0.9952 0.6182 0.7492 0.064 Uiso 1 1 d RD . .
O1 O 1.2291(5) 0.9719(4) 0.6890(7) 0.0379(14) Uani 1 1 d . . .
O2 O 1.0673(5) 0.9933(4) 0.7925(4) 0.0320(12) Uani 1 1 d . . .
O3 O 1.3453(8) 1.2886(5) 1.0848(4) 0.0292(17) Uani 1 1 d . . .
O4 O 1.1554(8) 1.2035(6) 1.0777(4) 0.0286(15) Uani 1 1 d . . .
O5 O 1.3471(8) 0.6959(6) 0.8157(5) 0.0313(15) Uani 1 1 d . . .
O6 O 1.1592(8) 0.7851(5) 0.8050(5) 0.0336(19) Uani 1 1 d . . .
O7 O 1.0299(5) 1.0064(4) 1.0858(4) 0.0286(12) Uani 1 1 d . . .
O8 O 1.1823(5) 1.0192(3) 1.1963(7) 0.0322(11) Uani 1 1 d . . .
C1 C 1.2649(7) 1.0924(5) 0.8114(5) 0.0251(15) Uani 1 1 d . . .
C2 C 1.2267(6) 1.1247(5) 0.9010(5) 0.0198(14) Uani 1 1 d . . .
H2 H 1.1477 1.1010 0.9276 0.024 Uiso 1 1 calc R . .
C3 C 1.3070(7) 1.1920(5) 0.9495(5) 0.0248(15) Uani 1 1 d . . .
C4 C 1.4233(8) 1.2269(5) 0.9099(5) 0.0326(17) Uani 1 1 d . . .
H4 H 1.4779 1.2712 0.9433 0.039 Uiso 1 1 calc R . .
C5 C 1.4596(9) 1.1972(7) 0.8217(7) 0.042(2) Uani 1 1 d . . .
H5 H 1.5378 1.2223 0.7950 0.050 Uiso 1 1 calc R . .
C6 C 1.3805(8) 1.1303(6) 0.7721(5) 0.0380(19) Uani 1 1 d . . .
H6 H 1.4052 1.1107 0.7120 0.046 Uiso 1 1 calc R . .
C7 C 1.1818(8) 1.0148(6) 0.7606(6) 0.0324(18) Uani 1 1 d . . .
C8 C 1.2664(8) 1.2295(6) 1.0470(7) 0.0223(18) Uani 1 1 d . . .
C9 C 1.2717(6) 0.7813(5) 0.9505(5) 0.0215(15) Uani 1 1 d . . .
C10 C 1.1956(7) 0.8606(5) 0.9899(5) 0.0233(15) Uani 1 1 d . . .
H10 H 1.1341 0.8954 0.9530 0.028 Uiso 1 1 calc R . .
C11 C 1.2115(7) 0.8873(5) 1.0825(5) 0.0234(14) Uani 1 1 d . . .
C12 C 1.2972(8) 0.8324(6) 1.1382(6) 0.038(2) Uani 1 1 d . . .
H12 H 1.3059 0.8497 1.2010 0.046 Uiso 1 1 calc R . .
C13 C 1.3713(10) 0.7515(7) 1.1030(6) 0.050(2) Uani 1 1 d . . .
H13 H 1.4291 0.7151 1.1414 0.060 Uiso 1 1 calc R . .
C14 C 1.3571(7) 0.7265(6) 1.0096(5) 0.0329(17) Uani 1 1 d . . .
H14 H 1.4053 0.6721 0.9854 0.040 Uiso 1 1 calc R . .
C15 C 1.2572(6) 0.7523(4) 0.8521(7) 0.016(2) Uani 1 1 d . . .
C16 C 1.1369(7) 0.9765(5) 1.1250(5) 0.0255(15) Uani 1 1 d . . .
C17 C 1.2563(8) 0.9953(7) 1.4326(7) 0.0382(19) Uani 1 1 d . . .
C18 C 1.4576(10) 1.0336(8) 1.4770(9) 0.059(3) Uani 1 1 d . . .
H18 H 1.5312 1.0442 1.5156 0.070 Uiso 1 1 calc R . .
N1 N 1.4585(8) 1.0460(7) 1.3872(7) 0.056(2) Uani 1 1 d . . .
N2 N 1.3343(7) 1.0201(5) 1.3603(5) 0.0413(17) Uani 1 1 d . . .
H1 H 1.3080 1.0195 1.3030 0.050 Uiso 1 1 calc R . .
N3 N 1.3335(8) 1.0026(5) 1.5081(5) 0.0432(18) Uani 1 1 d . . .
H3 H 1.3106 0.9904 1.5650 0.052 Uiso 1 1 calc R . .
N4 N 1.1309(7) 0.9704(5) 1.4275(5) 0.0426(17) Uani 1 1 d . . .
H42 H 1.0871 0.9559 1.4776 0.051 Uiso 1 1 calc R . .
H41 H 1.0915 0.9683 1.3740 0.051 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
Tb1 O3 2.331(7) 4_744 ?
Tb1 O6 2.347(7) . ?
Tb1 O5 2.353(8) 3_465 ?
Tb1 O4 2.388(7) 2_774 ?
Tb1 O2 2.490(5) . ?
Tb1 O7 2.546(5) 2_774 ?
Tb1 O1W 2.564(4) . ?
Tb1 O8 2.569(4) 2_774 ?
Tb1 O1 2.837(5) . ?
Tb1 C16 2.921(7) 2_774 ?
Tb1 C7 3.028(7) . ?
O1W H1WA 0.8200 . ?
O1W H1WB 0.8230 . ?
O1 C7 1.260(12) . ?
O2 C7 1.263(10) . ?
O3 C8 1.233(11) . ?
O3 Tb1 2.331(7) 4_755 ?
O4 C8 1.240(11) . ?
O4 Tb1 2.388(7) 2_775 ?
O5 C15 1.276(10) . ?
O5 Tb1 2.353(8) 3_565 ?
O6 C15 1.264(11) . ?
O7 C16 1.269(9) . ?
O7 Tb1 2.546(5) 2_775 ?
O8 C16 1.248(11) . ?
O8 Tb1 2.569(4) 2_775 ?
C1 C6 1.377(10) . ?
C1 C2 1.402(9) . ?
C1 C7 1.504(10) . ?
C2 C3 1.382(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.371(10) . ?
C3 C8 1.533(12) . ?
C4 C5 1.370(11) . ?
C4 H4 0.9300 . ?
C5 C6 1.380(11) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C9 C14 1.400(9) . ?
C9 C10 1.410(10) . ?
C9 C15 1.465(12) . ?
C10 C11 1.378(10) . ?
C10 H10 0.9300 . ?
C11 C12 1.375(10) . ?
C11 C16 1.518(9) . ?
C12 C13 1.392(11) . ?
C12 H12 0.9300 . ?
C13 C14 1.381(11) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C16 Tb1 2.921(7) 2_775 ?
C17 N4 1.297(10) . ?
C17 N3 1.329(12) . ?
C17 N2 1.336(11) . ?
C18 N1 1.294(14) . ?
C18 N3 1.378(13) . ?
C18 H18 0.9300 . ?
N1 N2 1.342(11) . ?
N2 H1 0.8600 . ?
N3 H3 0.8600 . ?
N4 H42 0.8600 . ?
N4 H41 0.8600 . ?

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 Tb1 O6 84.58(16) 4_744 . ?
O3 Tb1 O5 148.86(17) 4_744 3_465 ?
O6 Tb1 O5 83.5(4) . 3_465 ?
O3 Tb1 O4 82.1(3) 4_744 2_774 ?
O6 Tb1 O4 145.47(17) . 2_774 ?
O5 Tb1 O4 91.69(16) 3_465 2_774 ?
O3 Tb1 O2 116.7(2) 4_744 . ?
O6 Tb1 O2 73.5(2) . . ?
O5 Tb1 O2 87.2(2) 3_465 . ?
O4 Tb1 O2 140.6(2) 2_774 . ?
O3 Tb1 O7 84.1(2) 4_744 2_774 ?
O6 Tb1 O7 138.4(2) . 2_774 ?
O5 Tb1 O7 122.9(2) 3_465 2_774 ?
O4 Tb1 O7 71.5(2) 2_774 2_774 ?
O2 Tb1 O7 76.25(16) . 2_774 ?
O3 Tb1 O1W 77.6(4) 4_744 . ?
O6 Tb1 O1W 74.0(4) . . ?
O5 Tb1 O1W 71.5(4) 3_465 . ?
O4 Tb1 O1W 72.1(4) 2_774 . ?
O2 Tb1 O1W 142.7(5) . . ?
O7 Tb1 O1W 141.0(5) 2_774 . ?
O3 Tb1 O8 133.5(3) 4_744 2_774 ?
O6 Tb1 O8 135.4(3) . 2_774 ?
O5 Tb1 O8 72.1(3) 3_465 2_774 ?
O4 Tb1 O8 73.6(3) 2_774 2_774 ?
O2 Tb1 O8 68.6(2) . 2_774 ?
O7 Tb1 O8 50.9(2) 2_774 2_774 ?
O1W Tb1 O8 128.22(17) . 2_774 ?
O3 Tb1 O1 68.4(2) 4_744 . ?
O6 Tb1 O1 71.3(3) . . ?
O5 Tb1 O1 133.1(3) 3_465 . ?
O4 Tb1 O1 130.9(3) 2_774 . ?
O2 Tb1 O1 48.4(2) . . ?
O7 Tb1 O1 67.3(2) 2_774 . ?
O1W Tb1 O1 132.88(17) . . ?
O8 Tb1 O1 98.90(15) 2_774 . ?
O3 Tb1 C16 109.0(2) 4_744 2_774 ?
O6 Tb1 C16 144.6(2) . 2_774 ?
O5 Tb1 C16 97.2(3) 3_465 2_774 ?
O4 Tb1 C16 69.9(2) 2_774 2_774 ?
O2 Tb1 C16 71.20(18) . 2_774 ?
O7 Tb1 C16 25.70(19) 2_774 2_774 ?
O1W Tb1 C16 139.8(3) . 2_774 ?
O8 Tb1 C16 25.3(2) 2_774 2_774 ?
O1 Tb1 C16 83.34(19) . 2_774 ?
O3 Tb1 C7 92.7(2) 4_744 . ?
O6 Tb1 C7 69.1(2) . . ?
O5 Tb1 C7 109.6(3) 3_465 . ?
O4 Tb1 C7 143.1(2) 2_774 . ?
O2 Tb1 C7 24.0(2) . . ?
O7 Tb1 C7 71.61(19) 2_774 . ?
O1W Tb1 C7 142.5(3) . . ?
O8 Tb1 C7 84.4(2) 2_774 . ?
O1 Tb1 C7 24.5(2) . . ?
C16 Tb1 C7 77.58(19) 2_774 . ?
Tb1 O1W H1WA 109.5 . . ?
Tb1 O1W H1WB 120.7 . . ?
H1WA O1W H1WB 104.8 . . ?
C7 O1 Tb1 86.3(5) . . ?
C7 O2 Tb1 102.6(4) . . ?
C8 O3 Tb1 156.7(7) . 4_755 ?
C8 O4 Tb1 155.2(7) . 2_775 ?
C15 O5 Tb1 152.1(7) . 3_565 ?
C15 O6 Tb1 170.6(7) . . ?
C16 O7 Tb1 93.9(4) . 2_775 ?
C16 O8 Tb1 93.3(4) . 2_775 ?
C6 C1 C2 119.4(6) . . ?
C6 C1 C7 120.8(7) . . ?
C2 C1 C7 119.8(6) . . ?
C3 C2 C1 119.7(6) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C4 C3 C2 120.0(6) . . ?
C4 C3 C8 119.4(6) . . ?
C2 C3 C8 120.6(6) . . ?
C5 C4 C3 120.6(7) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 120.3(7) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 120.1(7) . . ?
C1 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
O1 C7 O2 122.2(7) . . ?
O1 C7 C1 119.3(7) . . ?
O2 C7 C1 118.5(7) . . ?
O1 C7 Tb1 69.2(4) . . ?
O2 C7 Tb1 53.4(3) . . ?
C1 C7 Tb1 168.8(6) . . ?
O3 C8 O4 126.2(10) . . ?
O3 C8 C3 115.6(7) . . ?
O4 C8 C3 118.0(8) . . ?
C14 C9 C10 118.0(6) . . ?
C14 C9 C15 120.3(6) . . ?
C10 C9 C15 121.6(6) . . ?
C11 C10 C9 120.7(6) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C12 C11 C10 119.6(6) . . ?
C12 C11 C16 118.7(7) . . ?
C10 C11 C16 121.7(6) . . ?
C11 C12 C13 121.6(7) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C14 C13 C12 118.5(7) . . ?
C14 C13 H13 120.8 . . ?
C12 C13 H13 120.8 . . ?
C13 C14 C9 121.5(7) . . ?
C13 C14 H14 119.3 . . ?
C9 C14 H14 119.3 . . ?
O6 C15 O5 121.8(10) . . ?
O6 C15 C9 119.9(6) . . ?
O5 C15 C9 118.3(7) . . ?
O8 C16 O7 121.8(6) . . ?
O8 C16 C11 119.8(7) . . ?
O7 C16 C11 118.4(6) . . ?
O8 C16 Tb1 61.4(4) . 2_775 ?
O7 C16 Tb1 60.4(4) . 2_775 ?
C11 C16 Tb1 176.2(5) . 2_775 ?
N4 C17 N3 128.7(9) . . ?
N4 C17 N2 125.5(9) . . ?
N3 C17 N2 105.8(7) . . ?
N1 C18 N3 111.3(9) . . ?
N1 C18 H18 124.3 . . ?
N3 C18 H18 124.3 . . ?
C18 N1 N2 104.2(8) . . ?
C17 N2 N1 112.3(8) . . ?
C17 N2 H1 123.9 . . ?
N1 N2 H1 123.9 . . ?
C17 N3 C18 106.3(9) . . ?
C17 N3 H3 126.8 . . ?
C18 N3 H3 126.8 . . ?
C17 N4 H42 120.0 . . ?
C17 N4 H41 120.0 . . ?
H42 N4 H41 120.0 . . ?

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
O1W H1WA O1 0.82 2.17 2.924(8) 152.2 3_465
O1W H1WB N1 0.82 2.24 3.06(2) 172.3 4_744
N2 H1 O8 0.86 1.97 2.791(12) 158.3 .
N3 H3 O1 0.86 1.96 2.816(12) 170.4 1_556
N4 H41 O2 0.86 2.03 2.805(9) 149.2 2_775
N4 H42 O7 0.86 2.00 2.791(9) 152.2 2_775

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.379
_refine_diff_density_min         -1.158
_refine_diff_density_rms         0.127


data_a
_database_code_depnum_ccdc_archive 'CCDC 727654'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H10 La O9, C2 H5 N4'
_chemical_formula_sum            'C18 H15 La N4 O9'
_chemical_formula_weight         570.25

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'
La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pna2(1)
_symmetry_space_group_name_Hall  'P 2c -2n'

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

_cell_length_a                   10.158(3)
_cell_length_b                   13.269(4)
_cell_length_c                   14.470(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1950.4(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3864
_cell_measurement_theta_min      3.0702
_cell_measurement_theta_max      27.4719

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.1200
_exptl_crystal_size_mid          0.1000
_exptl_crystal_size_min          0.0800
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.942
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1120
_exptl_absorpt_coefficient_mu    2.253
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  0.835
_exptl_absorpt_correction_T_min  0.763
_exptl_absorpt_process_details   crystalclear

_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 P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            14294
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_sigmaI/netI    0.0341
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.53
_diffrn_reflns_theta_max         27.47
_reflns_number_total             4468
_reflns_number_gt                3500
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_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)+(0.0259P)²+2.5037P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.07(3)
_refine_ls_number_reflns         4468
_refine_ls_number_parameters     290
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0671
_refine_ls_wR_factor_gt          0.0618
_refine_ls_goodness_of_fit_ref   1.027
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
La1 La 1.00135(3) 0.842361(13) 0.69621(10) 0.01603(7) Uani 1 1 d . . .
O1W O 0.9690(4) 0.6435(2) 0.7071(5) 0.0445(14) Uani 1 1 d D . .
H1WA H 0.8911 0.6296 0.6993 0.067 Uiso 1 1 calc RD . .
H1WB H 0.9916 0.6112 0.7538 0.067 Uiso 1 1 d RD . .
O1 O 1.2252(4) 0.9740(3) 0.6886(5) 0.0353(10) Uani 1 1 d . . .
O2 O 1.0663(4) 0.9971(3) 0.7923(3) 0.0319(10) Uani 1 1 d . . .
O3 O 1.3407(6) 1.2876(4) 1.0829(3) 0.0323(13) Uani 1 1 d . . .
O4 O 1.1535(6) 1.2045(4) 1.0720(3) 0.0327(13) Uani 1 1 d . . .
O5 O 1.3451(6) 0.6964(4) 0.8195(3) 0.0311(12) Uani 1 1 d . . .
O6 O 1.1593(6) 0.7843(4) 0.8117(3) 0.0341(14) Uani 1 1 d . . .
O7 O 1.0379(4) 1.0023(3) 1.0877(3) 0.0309(9) Uani 1 1 d . . .
O8 O 1.1877(3) 1.0179(3) 1.1966(4) 0.0311(8) Uani 1 1 d . . .
C1 C 1.2615(5) 1.0947(4) 0.8099(4) 0.0241(12) Uani 1 1 d . . .
C2 C 1.2246(5) 1.1267(4) 0.8978(4) 0.0195(11) Uani 1 1 d . . .
H2 H 1.1474 1.1025 0.9243 0.023 Uiso 1 1 calc R . .
C3 C 1.3023(5) 1.1945(4) 0.9462(4) 0.0214(11) Uani 1 1 d . . .
C4 C 1.4178(6) 1.2299(4) 0.9067(4) 0.0326(13) Uani 1 1 d . . .
H4 H 1.4715 1.2739 0.9395 0.039 Uiso 1 1 calc R . .
C5 C 1.4532(6) 1.1999(5) 0.8186(4) 0.0398(15) Uani 1 1 d . . .
H5 H 1.5297 1.2252 0.7920 0.048 Uiso 1 1 calc R . .
C6 C 1.3764(6) 1.1332(4) 0.7703(4) 0.0365(14) Uani 1 1 d . . .
H6 H 1.4008 1.1135 0.7110 0.044 Uiso 1 1 calc R . .
C7 C 1.1784(6) 1.0176(4) 0.7613(4) 0.0261(13) Uani 1 1 d . . .
C8 C 1.2621(6) 1.2315(5) 1.0418(5) 0.0220(16) Uani 1 1 d . . .
C9 C 1.2760(5) 0.7826(4) 0.9531(3) 0.0217(12) Uani 1 1 d . . .
C10 C 1.2021(5) 0.8599(4) 0.9918(4) 0.0216(11) Uani 1 1 d . . .
H10 H 1.1397 0.8928 0.9559 0.026 Uiso 1 1 calc R . .
C11 C 1.2196(5) 0.8890(4) 1.0834(4) 0.0239(12) Uani 1 1 d . . .
C12 C 1.3093(6) 0.8357(4) 1.1376(4) 0.0421(16) Uani 1 1 d . . .
H12 H 1.3198 0.8528 1.1995 0.051 Uiso 1 1 calc R . .
C13 C 1.3824(7) 0.7584(5) 1.1009(4) 0.0493(19) Uani 1 1 d . . .
H13 H 1.4428 0.7243 1.1377 0.059 Uiso 1 1 calc R . .
C14 C 1.3662(6) 0.7308(4) 1.0086(4) 0.0354(14) Uani 1 1 d . . .
H14 H 1.4152 0.6780 0.9840 0.043 Uiso 1 1 calc R . .
C15 C 1.2580(5) 0.7536(3) 0.8541(5) 0.0171(16) Uani 1 1 d . . .
C16 C 1.1442(6) 0.9750(4) 1.1259(4) 0.0277(13) Uani 1 1 d . . .
C17 C 1.2485(5) 0.9965(5) 1.4335(4) 0.0309(12) Uani 1 1 d . . .
C18 C 1.4488(7) 1.0285(6) 1.4770(5) 0.0534(18) Uani 1 1 d . . .
H18 H 1.5219 1.0374 1.5148 0.064 Uiso 1 1 calc R . .
N1 N 1.4511(6) 1.0386(4) 1.3873(4) 0.0527(14) Uani 1 1 d . . .
N2 N 1.3245(5) 1.0149(4) 1.3618(4) 0.0365(12) Uani 1 1 d . . .
H1 H 1.2979 1.0124 1.3054 0.044 Uiso 1 1 calc R . .
N3 N 1.3266(6) 1.0033(4) 1.5089(4) 0.0398(14) Uani 1 1 d . . .
H3 H 1.3039 0.9938 1.5655 0.048 Uiso 1 1 calc R . .
N4 N 1.1226(5) 0.9761(3) 1.4311(4) 0.0405(13) Uani 1 1 d . . .
H42 H 1.0820 0.9737 1.3790 0.049 Uiso 1 1 calc R . .
H41 H 1.0804 0.9649 1.4816 0.049 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
La1 O3 2.406(6) 4_744 ?
La1 O6 2.441(6) . ?
La1 O5 2.443(6) 3_465 ?
La1 O4 2.468(5) 2_774 ?
La1 O2 2.566(4) . ?
La1 O7 2.621(4) 2_774 ?
La1 O1W 2.664(3) . ?
La1 O8 2.669(3) 2_774 ?
La1 O1 2.869(4) . ?
La1 C16 3.016(6) 2_774 ?
La1 C7 3.087(6) . ?
O1W H1WA 0.8200 . ?
O1W H1WB 0.8325 . ?
O1 C7 1.292(8) . ?
O2 C7 1.253(7) . ?
O3 C8 1.244(8) . ?
O3 La1 2.406(5) 4_755 ?
O4 C8 1.239(8) . ?
O4 La1 2.468(5) 2_775 ?
O5 C15 1.269(8) . ?
O5 La1 2.443(6) 3_565 ?
O6 C15 1.244(8) . ?
O7 C16 1.267(7) . ?
O7 La1 2.621(4) 2_775 ?
O8 C16 1.252(8) . ?
O8 La1 2.669(3) 2_775 ?
C1 C2 1.394(7) . ?
C1 C6 1.397(7) . ?
C1 C7 1.500(7) . ?
C2 C3 1.386(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.387(7) . ?
C3 C8 1.524(9) . ?
C4 C5 1.382(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.373(7) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C9 C10 1.388(7) . ?
C9 C14 1.399(7) . ?
C9 C15 1.495(9) . ?
C10 C11 1.391(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.395(7) . ?
C11 C16 1.505(7) . ?
C12 C13 1.373(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.394(7) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C16 La1 3.016(6) 2_775 ?
C17 N4 1.308(7) . ?
C17 N2 1.316(8) . ?
C17 N3 1.352(8) . ?
C18 N1 1.305(8) . ?
C18 N3 1.366(8) . ?
C18 H18 0.9300 . ?
N1 N2 1.374(8) . ?
N2 H1 0.8600 . ?
N3 H3 0.8600 . ?
N4 H42 0.8600 . ?
N4 H41 0.8600 . ?

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 O6 86.14(11) 4_744 . ?
O3 La1 O5 150.16(13) 4_744 3_465 ?
O6 La1 O5 82.0(3) . 3_465 ?
O3 La1 O4 81.5(3) 4_744 2_774 ?
O6 La1 O4 146.91(12) . 2_774 ?
O5 La1 O4 93.72(11) 3_465 2_774 ?
O3 La1 O2 116.04(17) 4_744 . ?
O6 La1 O2 73.31(15) . . ?
O5 La1 O2 86.55(16) 3_465 . ?
O4 La1 O2 139.47(16) 2_774 . ?
O3 La1 O7 86.03(16) 4_744 2_774 ?
O6 La1 O7 139.29(17) . 2_774 ?
O5 La1 O7 120.27(17) 3_465 2_774 ?
O4 La1 O7 70.42(16) 2_774 2_774 ?
O2 La1 O7 74.60(11) . 2_774 ?
O3 La1 O1W 79.85(18) 4_744 . ?
O6 La1 O1W 74.2(2) . . ?
O5 La1 O1W 70.61(19) 3_465 . ?
O4 La1 O1W 73.4(2) 2_774 . ?
O2 La1 O1W 142.4(2) . . ?
O7 La1 O1W 142.7(2) 2_774 . ?
O3 La1 O8 133.70(18) 4_744 2_774 ?
O6 La1 O8 133.68(18) . 2_774 ?
O5 La1 O8 71.16(18) 3_465 2_774 ?
O4 La1 O8 73.62(19) 2_774 2_774 ?
O2 La1 O8 68.17(15) . 2_774 ?
O7 La1 O8 49.14(14) 2_774 2_774 ?
O1W La1 O8 126.80(12) . 2_774 ?
O3 La1 O1 68.22(18) 4_744 . ?
O6 La1 O1 72.40(19) . . ?
O5 La1 O1 132.16(17) 3_465 . ?
O4 La1 O1 129.07(18) 2_774 . ?
O2 La1 O1 47.93(14) . . ?
O7 La1 O1 67.59(15) 2_774 . ?
O1W La1 O1 134.68(12) . . ?
O8 La1 O1 98.48(10) 2_774 . ?
O3 La1 C16 109.86(18) 4_744 2_774 ?
O6 La1 C16 143.79(16) . 2_774 ?
O5 La1 C16 95.56(18) 3_465 2_774 ?
O4 La1 C16 69.16(17) 2_774 2_774 ?
O2 La1 C16 70.48(14) . 2_774 ?
O7 La1 C16 24.72(14) 2_774 2_774 ?
O1W La1 C16 139.06(17) . 2_774 ?
O8 La1 C16 24.47(16) 2_774 2_774 ?
O1 La1 C16 83.48(14) . 2_774 ?
O3 La1 C7 92.69(18) 4_744 . ?
O6 La1 C7 69.27(17) . . ?
O5 La1 C7 108.30(18) 3_465 . ?
O4 La1 C7 141.56(16) 2_774 . ?
O2 La1 C7 23.36(14) . . ?
O7 La1 C7 71.28(14) 2_774 . ?
O1W La1 C7 143.14(18) . . ?
O8 La1 C7 83.98(14) 2_774 . ?
O1 La1 C7 24.71(16) . . ?
C16 La1 C7 77.48(13) 2_774 . ?
La1 O1W H1WA 109.5 . . ?
La1 O1W H1WB 121.6 . . ?
H1WA O1W H1WB 105.2 . . ?
C7 O1 La1 87.1(3) . . ?
C7 O2 La1 102.4(3) . . ?
C8 O3 La1 159.2(5) . 4_755 ?
C8 O4 La1 153.7(5) . 2_775 ?
C15 O5 La1 150.1(5) . 3_565 ?
C15 O6 La1 166.1(5) . . ?
C16 O7 La1 95.4(3) . 2_775 ?
C16 O8 La1 93.5(3) . 2_775 ?
C2 C1 C6 119.2(5) . . ?
C2 C1 C7 119.0(5) . . ?
C6 C1 C7 121.8(5) . . ?
C3 C2 C1 120.4(5) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 119.6(5) . . ?
C2 C3 C8 121.0(5) . . ?
C4 C3 C8 119.5(5) . . ?
C5 C4 C3 120.2(5) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C6 C5 C4 120.5(5) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C1 120.1(5) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
O2 C7 O1 121.9(5) . . ?
O2 C7 C1 119.5(5) . . ?
O1 C7 C1 118.7(5) . . ?
O2 C7 La1 54.3(3) . . ?
O1 C7 La1 68.2(3) . . ?
C1 C7 La1 169.7(4) . . ?
O4 C8 O3 125.2(7) . . ?
O4 C8 C3 117.7(6) . . ?
O3 C8 C3 117.1(5) . . ?
C10 C9 C14 119.0(5) . . ?
C10 C9 C15 120.7(5) . . ?
C14 C9 C15 120.2(4) . . ?
C9 C10 C11 121.4(5) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C10 C11 C12 118.5(5) . . ?
C10 C11 C16 122.3(5) . . ?
C12 C11 C16 119.1(5) . . ?
C13 C12 C11 121.0(5) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C14 120.2(5) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C13 C14 C9 119.8(5) . . ?
C13 C14 H14 120.1 . . ?
C9 C14 H14 120.1 . . ?
O6 C15 O5 124.2(7) . . ?
O6 C15 C9 119.2(5) . . ?
O5 C15 C9 116.6(5) . . ?
O8 C16 O7 121.8(5) . . ?
O8 C16 C11 120.0(5) . . ?
O7 C16 C11 118.2(5) . . ?
O8 C16 La1 62.0(3) . 2_775 ?
O7 C16 La1 59.9(3) . 2_775 ?
C11 C16 La1 175.0(4) . 2_775 ?
N4 C17 N2 126.2(6) . . ?
N4 C17 N3 127.5(6) . . ?
N2 C17 N3 106.3(5) . . ?
N1 C18 N3 112.2(6) . . ?
N1 C18 H18 123.9 . . ?
N3 C18 H18 123.9 . . ?
C18 N1 N2 103.1(6) . . ?
C17 N2 N1 112.3(5) . . ?
C17 N2 H1 123.9 . . ?
N1 N2 H1 123.9 . . ?
C17 N3 C18 106.0(6) . . ?
C17 N3 H3 127.0 . . ?
C18 N3 H3 127.0 . . ?
C17 N4 H42 120.0 . . ?
C17 N4 H41 120.0 . . ?
H42 N4 H41 120.0 . . ?

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
O1W H1WA O1 0.82 2.18 2.939(6) 153.8 3_465
O1W H1WB N1 0.83 2.24 3.065(9) 174.2 4_744
N2 H1 O8 0.86 1.93 2.766(8) 162.3 .
N3 H3 O1 0.86 1.97 2.823(9) 171.6 1_556
N4 H42 O2 0.86 2.00 2.801(7) 154.8 2_775
N4 H41 O7 0.86 2.00 2.806(7) 156.3 2_775

_diffrn_measured_fraction_theta_max 0.967
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         1.728
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.087


