#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/85/2228580.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2228580
loop_
_publ_author_name
'Cai, Yaling'
'Dong, Weiqin'
'Jin, Hongxiao'
_publ_section_title
;
 Diaqua(2,6-dihydroxybenzoato-κ²O¹,O^1'^)bis(2,6-dihydroxybenzoato-κO¹)bis(1,10-phenanthroline-κ²N,N')lanthanum(III)--1,10-phenanthroline
 (1/1)
;
_journal_coeditor_code           VM2058
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1610
_journal_page_last               m1611
_journal_paper_doi               10.1107/S1600536810047318
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac
'[La (C7 H5 O4)3 (C12 H8 N2)3 (H2 O)2], C12 H8 N2'
_chemical_formula_moiety
'[La(C12 H8 N2)2(C7 H5 O4)3(H2 O)2][C12 H8 N2]'
_chemical_formula_sum            'C57 H43 La N6 O14'
_chemical_formula_weight         1174.88
_chemical_name_systematic
;
Diaqua(2,6-dihydroxybenzoato-κ²O¹,O^1'^)bis(2,6-
dihydroxybenzoato-κO¹)bis(1,10-phenanthroline-κ²N,
N')lanthanum(III)--1,10-phenanthroline (1/1)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.059(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.9735(3)
_cell_length_b                   19.6751(3)
_cell_length_c                   18.6337(3)
_cell_measurement_reflns_used    19311
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      29.1343
_cell_measurement_theta_min      2.9899
_cell_volume                     5072.37(16)
_computing_cell_refinement
;
CrysAlis PRO CCD (Oxford Diffraction, 2006)
;
_computing_data_collection
;
CrysAlis PRO CCD (Oxford Diffraction, 2006)
;
_computing_data_reduction
;
CrysAlis PRO RED (Oxford Diffraction, 2006)
;
_computing_molecular_graphics
;
DIAMOND (Brandenburg & Berndt, 1999)
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_detector_area_resol_mean 15.9149
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Oxford Diffraction Gemini S Ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_av_sigmaI/netI    0.0295
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            32940
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.00
_exptl_absorpt_coefficient_mu    0.919
_exptl_absorpt_correction_T_max  0.6988
_exptl_absorpt_correction_T_min  0.6565
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[ABSPACK in CrysAlis PRO (Oxford Diffraction, 2006)]
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2384
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.42
_refine_diff_density_max         0.952
_refine_diff_density_min         -0.490
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     721
_refine_ls_number_reflns         10312
_refine_ls_number_restraints     25
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0308
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0521P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0825
_refine_ls_wR_factor_ref         0.0856
_reflns_number_gt                7901
_reflns_number_total             10312
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            vm2058.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2228580
_cod_database_fobs_code          2228580
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'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
La La1 0.370753(10) 0.081073(8) 0.238632(7) 0.03468(6) Uani d D 1 . .
O O9 0.53465(13) 0.13343(10) 0.21766(10) 0.0453(4) Uani d . 1 . .
O O13 0.51050(13) 0.01072(11) 0.30096(9) 0.0464(5) Uani d D 1 . .
O O14 0.21124(15) 0.03227(12) 0.17926(10) 0.0547(5) Uani d D 1 . .
O O1 0.31357(14) -0.00908(10) 0.32214(10) 0.0490(5) Uani d U 1 . .
N N2 0.43187(17) 0.13969(12) 0.37167(11) 0.0439(5) Uani d . 1 . .
O O11 0.55321(16) 0.25517(13) 0.17366(15) 0.0744(7) Uani d . 1 . .
H H11 0.5250 0.2203 0.1825 0.112 Uiso calc R 1 . .
N N3 0.38115(16) 0.08988(11) 0.09173(11) 0.0406(5) Uani d . 1 . .
O O2 0.42323(16) -0.01459(13) 0.42242(12) 0.0710(6) Uani d U 1 . .
N N4 0.40066(16) -0.03365(12) 0.15917(11) 0.0444(5) Uani d . 1 . .
O O5 0.23093(17) 0.17180(11) 0.17268(11) 0.0627(6) Uani d . 1 . .
O O12 0.83139(16) 0.12522(14) 0.27052(17) 0.0824(8) Uani d . 1 . .
H H12 0.7917 0.0943 0.2678 0.124 Uiso calc R 1 . .
O O6 0.36459(15) 0.21446(12) 0.22776(11) 0.0613(6) Uani d . 1 . .
O O10 0.66549(16) 0.07249(11) 0.25757(13) 0.0582(6) Uani d . 1 . .
O O3 0.13794(19) -0.04061(15) 0.33528(14) 0.0836(7) Uani d U 1 . .
H H3 0.1846 -0.0313 0.3149 0.100 Uiso calc R 1 . .
O O7 0.07660(16) 0.24216(15) 0.15335(17) 0.0860(8) Uani d . 1 . .
H H7 0.1122 0.2097 0.1491 0.129 Uiso calc R 1 . .
N N1 0.23691(17) 0.12766(12) 0.32674(12) 0.0472(6) Uani d . 1 . .
C C5 0.37874(18) 0.03313(15) 0.05045(13) 0.0395(6) Uani d . 1 . .
C C53 0.0631(3) -0.0425(4) -0.1339(3) 0.117(2) Uani d . 1 . .
H H53 0.0401 -0.0347 -0.1825 0.140 Uiso calc R 1 . .
C C26 0.2802(2) 0.34560(17) 0.23416(15) 0.0546(8) Uani d . 1 . .
C C57 0.2677(2) 0.14228(14) 0.39758(14) 0.0459(7) Uani d . 1 . .
O O8 0.37449(19) 0.34162(15) 0.26058(17) 0.0866(8) Uani d . 1 . .
H H8 0.3947 0.3036 0.2528 0.130 Uiso calc R 1 . .
C C25 0.2286(2) 0.28831(14) 0.20674(13) 0.0410(6) Uani d . 1 . .
C C32 0.68839(19) 0.18505(14) 0.22081(14) 0.0424(6) Uani d . 1 . .
C C21 0.5021(3) 0.16812(17) 0.51614(17) 0.0680(10) Uani d . 1 . .
H H21 0.5262 0.1768 0.5644 0.082 Uiso calc R 1 . .
C C6 0.38765(18) -0.03198(15) 0.08544(14) 0.0412(6) Uani d . 1 . .
C C1 0.3779(2) 0.14897(16) 0.05841(14) 0.0482(7) Uani d . 1 . .
H H1 0.3812 0.1882 0.0866 0.058 Uiso calc R 1 . .
C C31 0.62605(19) 0.12679(15) 0.23241(14) 0.0410(6) Uani d . 1 . .
C C39 0.2617(2) -0.02689(15) 0.43750(16) 0.0533(6) Uani d U 1 . .
C C30 0.1304(2) 0.29608(18) 0.18138(16) 0.0558(8) Uani d . 1 . .
C C20 0.3690(2) 0.14768(14) 0.42102(14) 0.0444(7) Uani d . 1 . .
N N6 0.14051(19) 0.0521(2) 0.03302(15) 0.0701(9) Uani d . 1 . .
C C16 0.2025(3) 0.15139(17) 0.44877(18) 0.0618(9) Uani d . 1 . .
O O4 0.37425(19) -0.00989(16) 0.54696(13) 0.0834(8) Uani d U 1 . .
H H4 0.4104 -0.0074 0.5160 0.100 Uiso calc R 1 . .
C C24 0.2765(2) 0.22140(16) 0.20203(14) 0.0476(7) Uani d . 1 . .
C C33 0.7897(2) 0.18107(17) 0.23974(18) 0.0575(8) Uani d . 1 . .
C C10 0.3959(2) -0.15344(17) 0.07953(19) 0.0619(9) Uani d . 1 . .
H H10 0.3937 -0.1938 0.0533 0.074 Uiso calc R 1 . .
C C7 0.3848(2) -0.09133(16) 0.04329(16) 0.0506(7) Uani d . 1 . .
C C23 0.5250(2) 0.14743(16) 0.39463(15) 0.0538(8) Uani d . 1 . .
H H23 0.5678 0.1424 0.3610 0.065 Uiso calc R 1 . .
C C11 0.4098(2) -0.15506(17) 0.1532(2) 0.0637(9) Uani d . 1 . .
H H11A 0.4177 -0.1962 0.1779 0.076 Uiso calc R 1 . .
C C4 0.3692(2) 0.03634(16) -0.02681(14) 0.0457(7) Uani d . 1 . .
C C19 0.4028(3) 0.16075(16) 0.49545(16) 0.0585(9) Uani d . 1 . .
C C3 0.3653(2) 0.09972(18) -0.05871(15) 0.0575(8) Uani d . 1 . .
H H3A 0.3598 0.1035 -0.1089 0.069 Uiso calc R 1 . .
N N5 0.1552(2) -0.0787(2) 0.0868(2) 0.0816(10) Uani d . 1 . .
C C27 0.2349(4) 0.40856(18) 0.2342(2) 0.0768(12) Uani d . 1 . .
H H27 0.2689 0.4470 0.2519 0.092 Uiso calc R 1 . .
C C37 0.6493(2) 0.24582(17) 0.18986(16) 0.0537(7) Uani d . 1 . .
C C8 0.3719(3) -0.08552(19) -0.03447(18) 0.0632(9) Uani d . 1 . .
H H8A 0.3682 -0.1248 -0.0625 0.076 Uiso calc R 1 . .
C C38 0.3389(2) -0.01706(16) 0.39193(15) 0.0510(6) Uani d U 1 . .
C C29 0.0853(3) 0.3571(2) 0.1822(2) 0.0738(10) Uani d . 1 . .
H H29 0.0195 0.3610 0.1658 0.089 Uiso calc R 1 . .
C C36 0.7088(3) 0.29931(19) 0.1764(2) 0.0799(11) Uani d . 1 . .
H H36 0.6827 0.3390 0.1547 0.096 Uiso calc R 1 . .
C C22 0.5633(3) 0.16273(17) 0.46626(17) 0.0634(9) Uani d . 1 . .
H H22 0.6294 0.1691 0.4793 0.076 Uiso calc R 1 . .
C C12 0.4120(2) -0.09409(15) 0.19086(18) 0.0545(8) Uani d . 1 . .
H H12A 0.4221 -0.0957 0.2412 0.065 Uiso calc R 1 . .
C C44 0.2853(3) -0.02329(18) 0.51560(18) 0.0641(8) Uani d U 1 . .
C C2 0.3696(2) 0.15638(18) -0.01716(16) 0.0591(8) Uani d . 1 . .
H H2 0.3672 0.1993 -0.0382 0.071 Uiso calc R 1 . .
C C43 0.2142(3) -0.0313(2) 0.55818(19) 0.0827(12) Uani d . 1 . .
H H43 0.2280 -0.0281 0.6084 0.099 Uiso calc R 1 . .
C C49 0.1184(2) 0.0010(3) -0.01247(18) 0.0718(11) Uani d . 1 . .
C C18 0.3357(4) 0.1663(2) 0.54486(18) 0.0800(12) Uani d . 1 . .
H H18 0.3580 0.1730 0.5938 0.096 Uiso calc R 1 . .
C C50 0.1264(2) -0.0668(3) 0.0140(2) 0.0785(13) Uani d . 1 . .
C C9 0.3650(2) -0.02496(19) -0.06744(16) 0.0601(9) Uani d . 1 . .
H H9 0.3573 -0.0230 -0.1178 0.072 Uiso calc R 1 . .
C C13 0.1424(2) 0.12352(18) 0.3062(2) 0.0614(8) Uani d . 1 . .
H H13 0.1207 0.1137 0.2579 0.074 Uiso calc R 1 . .
C C40 0.1652(3) -0.03815(18) 0.41086(19) 0.0700(10) Uani d . 1 . .
C C17 0.2401(4) 0.1622(2) 0.5229(2) 0.0884(14) Uani d . 1 . .
H H17 0.1976 0.1664 0.5568 0.106 Uiso calc R 1 . .
C C34 0.8477(3) 0.2355(2) 0.2272(2) 0.0786(11) Uani d . 1 . .
H H34 0.9143 0.2330 0.2403 0.094 Uiso calc R 1 . .
C C35 0.8069(3) 0.2928(2) 0.1955(3) 0.0868(12) Uani d . 1 . .
H H35 0.8468 0.3287 0.1865 0.104 Uiso calc R 1 . .
C C14 0.0735(3) 0.13304(19) 0.3526(2) 0.0745(11) Uani d . 1 . .
H H14 0.0079 0.1303 0.3354 0.089 Uiso calc R 1 . .
C C45 0.1328(3) 0.1150(3) 0.0061(2) 0.0856(13) Uani d . 1 . .
H H45 0.1488 0.1508 0.0381 0.103 Uiso calc R 1 . .
C C28 0.1376(4) 0.4122(2) 0.2073(2) 0.0817(13) Uani d . 1 . .
H H28 0.1069 0.4542 0.2063 0.098 Uiso calc R 1 . .
C C48 0.0860(3) 0.0128(3) -0.0888(2) 0.0863(14) Uani d . 1 . .
C C52 0.0727(4) -0.1068(4) -0.1105(3) 0.1101(19) Uani d . 1 . .
H H52 0.0600 -0.1425 -0.1432 0.132 Uiso calc R 1 . .
C C15 0.1046(3) 0.1464(2) 0.4234(2) 0.0811(12) Uani d . 1 . .
H H15 0.0597 0.1523 0.4554 0.097 Uiso calc R 1 . .
C C47 0.0801(3) 0.0789(3) -0.1119(2) 0.1025(18) Uani d . 1 . .
H H47 0.0600 0.0881 -0.1607 0.123 Uiso calc R 1 . .
C C46 0.1027(3) 0.1308(3) -0.0659(2) 0.1003(15) Uani d . 1 . .
H H46 0.0984 0.1756 -0.0818 0.120 Uiso calc R 1 . .
C C42 0.1231(4) -0.0438(3) 0.5259(3) 0.1072(16) Uani d U 1 . .
H H42 0.0755 -0.0500 0.5555 0.129 Uiso calc R 1 . .
C C56 0.1608(3) -0.1414(3) 0.1106(3) 0.1047(16) Uani d . 1 . .
H H56 0.1791 -0.1483 0.1600 0.126 Uiso calc R 1 . .
C C41 0.0965(3) -0.0482(3) 0.4522(3) 0.1018(14) Uani d U 1 . .
H H41 0.0332 -0.0577 0.4321 0.122 Uiso calc R 1 . .
C C51 0.1028(3) -0.1210(3) -0.0347(3) 0.1021(16) Uani d . 1 . .
C C54 0.1127(4) -0.1855(4) -0.0061(4) 0.125(2) Uani d . 1 . .
H H54 0.0995 -0.2219 -0.0378 0.151 Uiso calc R 1 . .
C C55 0.1403(4) -0.1999(3) 0.0653(4) 0.125(2) Uani d . 1 . .
H H55 0.1455 -0.2441 0.0831 0.150 Uiso calc R 1 . .
H H13B 0.508(2) -0.016(2) 0.337(2) 0.187 Uiso d D 1 . .
H H13A 0.5699(11) 0.017(3) 0.293(3) 0.187 Uiso d D 1 . .
H H14B 0.206(3) -0.0096(11) 0.182(3) 0.187 Uiso d D 1 . .
H H14A 0.193(3) 0.047(2) 0.1363(16) 0.187 Uiso d D 1 . .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O14 La1 O13 . . 124.49(7) ?
O14 La1 O1 . . 70.88(6) ?
O13 La1 O1 . . 68.27(6) ?
O14 La1 O9 . . 145.79(6) ?
O13 La1 O9 . . 69.28(6) ?
O1 La1 O9 . . 136.48(6) ?
O14 La1 O6 . . 109.08(7) ?
O13 La1 O6 . . 126.41(7) ?
O1 La1 O6 . . 136.70(6) ?
O9 La1 O6 . . 67.17(6) ?
O14 La1 N2 . . 133.88(7) ?
O13 La1 N2 . . 72.27(7) ?
O1 La1 N2 . . 80.05(6) ?
O9 La1 N2 . . 78.49(6) ?
O6 La1 N2 . . 69.82(7) ?
O14 La1 N4 . . 69.29(7) ?
O13 La1 N4 . . 68.61(6) ?
O1 La1 N4 . . 80.98(7) ?
O9 La1 N4 . . 92.33(6) ?
O6 La1 N4 . . 141.15(7) ?
N2 La1 N4 . . 140.53(7) ?
O14 La1 N3 . . 75.93(7) ?
O13 La1 N3 . . 110.07(6) ?
O1 La1 N3 . . 135.14(6) ?
O9 La1 N3 . . 69.86(6) ?
O6 La1 N3 . . 82.36(6) ?
N2 La1 N3 . . 144.11(7) ?
N4 La1 N3 . . 59.21(7) ?
O14 La1 O5 . . 62.17(7) ?
O13 La1 O5 . . 173.32(7) ?
O1 La1 O5 . . 116.77(6) ?
O9 La1 O5 . . 104.92(6) ?
O6 La1 O5 . . 46.96(6) ?
N2 La1 O5 . . 103.71(7) ?
N4 La1 O5 . . 115.73(6) ?
N3 La1 O5 . . 69.88(6) ?
O14 La1 N1 . . 76.23(7) ?
O13 La1 N1 . . 116.29(6) ?
O1 La1 N1 . . 65.22(6) ?
O9 La1 N1 . . 129.30(7) ?
O6 La1 N1 . . 72.69(7) ?
N2 La1 N1 . . 59.08(7) ?
N4 La1 N1 . . 137.96(7) ?
N3 La1 N1 . . 133.57(7) ?
O5 La1 N1 . . 64.40(7) ?
O14 La1 C24 . . 85.46(8) ?
O13 La1 C24 . . 149.76(8) ?
O1 La1 C24 . . 126.36(7) ?
O9 La1 C24 . . 88.26(7) ?
O6 La1 C24 . . 23.79(7) ?
N2 La1 C24 . . 83.89(7) ?
N4 La1 C24 . . 134.64(7) ?
N3 La1 C24 . . 78.80(7) ?
O5 La1 C24 . . 23.81(7) ?
N1 La1 C24 . . 62.62(7) ?
C31 O9 La1 . . 143.79(17) ?
La1 O13 H13B . . 125(2) ?
La1 O13 H13A . . 123(2) ?
H13B O13 H13A . . 111(4) ?
La1 O14 H14B . . 116(3) ?
La1 O14 H14A . . 114(3) ?
H14B O14 H14A . . 112(4) ?
C38 O1 La1 . . 128.55(18) ?
C23 N2 C20 . . 117.8(2) ?
C23 N2 La1 . . 120.41(17) ?
C20 N2 La1 . . 120.35(18) ?
C37 O11 H11 . . 109.5 ?
C1 N3 C5 . . 117.7(2) ?
C1 N3 La1 . . 121.26(17) ?
C5 N3 La1 . . 120.66(17) ?
C12 N4 C6 . . 117.5(2) ?
C12 N4 La1 . . 120.74(19) ?
C6 N4 La1 . . 120.83(18) ?
C24 O5 La1 . . 91.38(18) ?
C33 O12 H12 . . 109.5 ?
C24 O6 La1 . . 99.00(19) ?
C40 O3 H3 . . 109.5 ?
C30 O7 H7 . . 109.5 ?
C13 N1 C57 . . 117.4(3) ?
C13 N1 La1 . . 121.97(19) ?
C57 N1 La1 . . 119.32(18) ?
N3 C5 C4 . . 121.8(3) ?
N3 C5 C6 . . 119.0(2) ?
C4 C5 C6 . . 119.2(2) ?
C52 C53 C48 . . 122.7(5) ?
C52 C53 H53 . . 118.7 ?
C48 C53 H53 . . 118.7 ?
O8 C26 C27 . . 118.4(3) ?
O8 C26 C25 . . 121.1(3) ?
C27 C26 C25 . . 120.5(3) ?
N1 C57 C16 . . 122.2(3) ?
N1 C57 C20 . . 118.6(2) ?
C16 C57 C20 . . 119.2(3) ?
C26 O8 H8 . . 109.5 ?
C26 C25 C30 . . 117.9(3) ?
C26 C25 C24 . . 121.6(3) ?
C30 C25 C24 . . 120.5(3) ?
C37 C32 C33 . . 117.9(3) ?
C37 C32 C31 . . 121.2(3) ?
C33 C32 C31 . . 120.8(3) ?
C22 C21 C19 . . 120.2(3) ?
C22 C21 H21 . . 119.9 ?
C19 C21 H21 . . 119.9 ?
N4 C6 C7 . . 122.3(3) ?
N4 C6 C5 . . 118.1(2) ?
C7 C6 C5 . . 119.6(2) ?
N3 C1 C2 . . 123.9(3) ?
N3 C1 H1 . . 118.1 ?
C2 C1 H1 . . 118.1 ?
O10 C31 O9 . . 122.6(3) ?
O10 C31 C32 . . 118.5(2) ?
O9 C31 C32 . . 118.9(3) ?
C40 C39 C44 . . 116.1(3) ?
C40 C39 C38 . . 124.5(3) ?
C44 C39 C38 . . 119.3(3) ?
C29 C30 O7 . . 117.4(3) ?
C29 C30 C25 . . 122.0(3) ?
O7 C30 C25 . . 120.6(3) ?
N2 C20 C19 . . 121.3(3) ?
N2 C20 C57 . . 119.3(2) ?
C19 C20 C57 . . 119.4(3) ?
C49 N6 C45 . . 117.7(4) ?
C15 C16 C57 . . 117.3(3) ?
C15 C16 C17 . . 123.6(3) ?
C57 C16 C17 . . 119.1(3) ?
C44 O4 H4 . . 109.5 ?
O5 C24 O6 . . 119.4(3) ?
O5 C24 C25 . . 120.8(3) ?
O6 C24 C25 . . 119.8(3) ?
O5 C24 La1 . . 64.81(17) ?
O6 C24 La1 . . 57.20(16) ?
C25 C24 La1 . . 163.66(17) ?
O12 C33 C34 . . 118.7(3) ?
O12 C33 C32 . . 121.0(3) ?
C34 C33 C32 . . 120.3(3) ?
C11 C10 C7 . . 120.0(3) ?
C11 C10 H10 . . 120.0 ?
C7 C10 H10 . . 120.0 ?
C10 C7 C6 . . 117.7(3) ?
C10 C7 C8 . . 123.1(3) ?
C6 C7 C8 . . 119.1(3) ?
N2 C23 C22 . . 124.2(3) ?
N2 C23 H23 . . 117.9 ?
C22 C23 H23 . . 117.9 ?
C10 C11 C12 . . 118.7(3) ?
C10 C11 H11A . . 120.7 ?
C12 C11 H11A . . 120.7 ?
C3 C4 C9 . . 122.8(3) ?
C3 C4 C5 . . 117.8(3) ?
C9 C4 C5 . . 119.4(3) ?
C21 C19 C18 . . 122.6(3) ?
C21 C19 C20 . . 118.0(3) ?
C18 C19 C20 . . 119.4(3) ?
C2 C3 C4 . . 120.1(3) ?
C2 C3 H3A . . 119.9 ?
C4 C3 H3A . . 119.9 ?
C56 N5 C50 . . 119.3(4) ?
C28 C27 C26 . . 118.1(4) ?
C28 C27 H27 . . 121.0 ?
C26 C27 H27 . . 121.0 ?
O11 C37 C36 . . 117.4(3) ?
O11 C37 C32 . . 121.8(3) ?
C36 C37 C32 . . 120.8(3) ?
C9 C8 C7 . . 121.6(3) ?
C9 C8 H8A . . 119.2 ?
C7 C8 H8A . . 119.2 ?
O2 C38 O1 . . 124.1(3) ?
O2 C38 C39 . . 117.9(3) ?
O1 C38 C39 . . 118.0(3) ?
C28 C29 C30 . . 118.9(4) ?
C28 C29 H29 . . 120.6 ?
C30 C29 H29 . . 120.6 ?
C35 C36 C37 . . 118.9(4) ?
C35 C36 H36 . . 120.5 ?
C37 C36 H36 . . 120.5 ?
C21 C22 C23 . . 118.5(3) ?
C21 C22 H22 . . 120.7 ?
C23 C22 H22 . . 120.7 ?
N4 C12 C11 . . 123.8(3) ?
N4 C12 H12A . . 118.1 ?
C11 C12 H12A . . 118.1 ?
O4 C44 C43 . . 118.8(3) ?
O4 C44 C39 . . 121.4(3) ?
C43 C44 C39 . . 119.8(3) ?
C3 C2 C1 . . 118.6(3) ?
C3 C2 H2 . . 120.7 ?
C1 C2 H2 . . 120.7 ?
C42 C43 C44 . . 118.6(4) ?
C42 C43 H43 . . 120.7 ?
C44 C43 H43 . . 120.7 ?
N6 C49 C50 . . 119.4(3) ?
N6 C49 C48 . . 121.3(5) ?
C50 C49 C48 . . 119.2(4) ?
C17 C18 C19 . . 121.4(3) ?
C17 C18 H18 . . 119.3 ?
C19 C18 H18 . . 119.3 ?
N5 C50 C51 . . 120.9(5) ?
N5 C50 C49 . . 119.9(4) ?
C51 C50 C49 . . 119.2(5) ?
C8 C9 C4 . . 121.1(3) ?
C8 C9 H9 . . 119.5 ?
C4 C9 H9 . . 119.5 ?
N1 C13 C14 . . 124.0(3) ?
N1 C13 H13 . . 118.0 ?
C14 C13 H13 . . 118.0 ?
C41 C40 C39 . . 124.2(4) ?
C41 C40 O3 . . 117.3(4) ?
C39 C40 O3 . . 118.5(3) ?
C18 C17 C16 . . 121.4(3) ?
C18 C17 H17 . . 119.3 ?
C16 C17 H17 . . 119.3 ?
C35 C34 C33 . . 119.7(3) ?
C35 C34 H34 . . 120.1 ?
C33 C34 H34 . . 120.1 ?
C34 C35 C36 . . 122.2(3) ?
C34 C35 H35 . . 118.9 ?
C36 C35 H35 . . 118.9 ?
C15 C14 C13 . . 118.4(3) ?
C15 C14 H14 . . 120.8 ?
C13 C14 H14 . . 120.8 ?
N6 C45 C46 . . 124.8(5) ?
N6 C45 H45 . . 117.6 ?
C46 C45 H45 . . 117.6 ?
C29 C28 C27 . . 122.6(4) ?
C29 C28 H28 . . 118.7 ?
C27 C28 H28 . . 118.7 ?
C47 C48 C53 . . 123.8(5) ?
C47 C48 C49 . . 117.3(4) ?
C53 C48 C49 . . 119.0(5) ?
C53 C52 C51 . . 120.3(5) ?
C53 C52 H52 . . 119.8 ?
C51 C52 H52 . . 119.9 ?
C14 C15 C16 . . 120.7(3) ?
C14 C15 H15 . . 119.6 ?
C16 C15 H15 . . 119.6 ?
C46 C47 C48 . . 121.5(5) ?
C46 C47 H47 . . 119.3 ?
C48 C47 H47 . . 119.3 ?
C47 C46 C45 . . 117.5(5) ?
C47 C46 H46 . . 121.3 ?
C45 C46 H46 . . 121.3 ?
C43 C42 C41 . . 124.2(4) ?
C43 C42 H42 . . 117.9 ?
C41 C42 H42 . . 117.9 ?
N5 C56 C55 . . 124.0(5) ?
N5 C56 H56 . . 118.0 ?
C55 C56 H56 . . 118.0 ?
C40 C41 C42 . . 117.0(4) ?
C40 C41 H41 . . 121.5 ?
C42 C41 H41 . . 121.5 ?
C54 C51 C50 . . 116.5(6) ?
C54 C51 C52 . . 123.9(6) ?
C50 C51 C52 . . 119.6(6) ?
C55 C54 C51 . . 124.8(6) ?
C55 C54 H54 . . 117.6 ?
C51 C54 H54 . . 117.6 ?
C54 C55 C56 . . 114.4(6) ?
C54 C55 H55 . . 122.8 ?
C56 C55 H55 . . 122.8 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
La1 O14 . 2.534(2) ?
La1 O13 . 2.5381(18) ?
La1 O1 . 2.5601(19) ?
La1 O9 . 2.5904(18) ?
La1 O6 . 2.633(2) ?
La1 N2 . 2.759(2) ?
La1 N4 . 2.763(2) ?
La1 N3 . 2.767(2) ?
La1 O5 . 2.800(2) ?
La1 N1 . 2.810(2) ?
La1 C24 . 3.093(3) ?
O9 C31 . 1.275(3) ?
O13 H13B . 0.86(4) ?
O13 H13A . 0.872(10) ?
O14 H14B . 0.829(19) ?
O14 H14A . 0.858(19) ?
O1 C38 . 1.308(3) ?
N2 C23 . 1.320(3) ?
N2 C20 . 1.367(3) ?
O11 C37 . 1.347(4) ?
O11 H11 . 0.8200 ?
N3 C1 . 1.316(3) ?
N3 C5 . 1.354(3) ?
O2 C38 . 1.235(3) ?
N4 C12 . 1.327(4) ?
N4 C6 . 1.361(3) ?
O5 C24 . 1.249(3) ?
O12 C33 . 1.335(4) ?
O12 H12 . 0.8200 ?
O6 C24 . 1.264(3) ?
O10 C31 . 1.262(3) ?
O3 C40 . 1.407(4) ?
O3 H3 . 0.8200 ?
O7 C30 . 1.362(4) ?
O7 H7 . 0.8200 ?
N1 C13 . 1.325(4) ?
N1 C57 . 1.360(3) ?
C5 C4 . 1.428(3) ?
C5 C6 . 1.435(4) ?
C53 C52 . 1.339(8) ?
C53 C48 . 1.385(7) ?
C53 H53 . 0.9300 ?
C26 O8 . 1.342(4) ?
C26 C27 . 1.392(5) ?
C26 C25 . 1.396(4) ?
C57 C16 . 1.421(4) ?
C57 C20 . 1.425(4) ?
O8 H8 . 0.8200 ?
C25 C30 . 1.396(4) ?
C25 C24 . 1.485(4) ?
C32 C37 . 1.404(4) ?
C32 C33 . 1.412(4) ?
C32 C31 . 1.474(4) ?
C21 C22 . 1.353(5) ?
C21 C19 . 1.394(5) ?
C21 H21 . 0.9300 ?
C6 C7 . 1.405(4) ?
C1 C2 . 1.404(4) ?
C1 H1 . 0.9300 ?
C39 C40 . 1.388(5) ?
C39 C44 . 1.448(4) ?
C39 C38 . 1.476(4) ?
C30 C29 . 1.358(5) ?
C20 C19 . 1.424(4) ?
N6 C49 . 1.323(5) ?
N6 C45 . 1.333(6) ?
C16 C15 . 1.387(5) ?
C16 C17 . 1.423(5) ?
O4 C44 . 1.324(4) ?
O4 H4 . 0.8200 ?
C33 C34 . 1.383(5) ?
C10 C11 . 1.360(5) ?
C10 C7 . 1.394(4) ?
C10 H10 . 0.9300 ?
C7 C8 . 1.439(4) ?
C23 C22 . 1.400(4) ?
C23 H23 . 0.9300 ?
C11 C12 . 1.388(4) ?
C11 H11A . 0.9300 ?
C4 C3 . 1.379(5) ?
C4 C9 . 1.421(4) ?
C19 C18 . 1.408(5) ?
C3 C2 . 1.354(4) ?
C3 H3A . 0.9300 ?
N5 C56 . 1.308(6) ?
N5 C50 . 1.380(5) ?
C27 C28 . 1.384(6) ?
C27 H27 . 0.9300 ?
C37 C36 . 1.386(5) ?
C8 C9 . 1.338(5) ?
C8 H8A . 0.9300 ?
C29 C28 . 1.353(6) ?
C29 H29 . 0.9300 ?
C36 C35 . 1.374(5) ?
C36 H36 . 0.9300 ?
C22 H22 . 0.9300 ?
C12 H12A . 0.9300 ?
C44 C43 . 1.365(5) ?
C2 H2 . 0.9300 ?
C43 C42 . 1.351(6) ?
C43 H43 . 0.9300 ?
C49 C50 . 1.422(6) ?
C49 C48 . 1.449(5) ?
C18 C17 . 1.343(6) ?
C18 H18 . 0.9300 ?
C50 C51 . 1.409(6) ?
C9 H9 . 0.9300 ?
C13 C14 . 1.393(5) ?
C13 H13 . 0.9300 ?
C40 C41 . 1.327(5) ?
C17 H17 . 0.9300 ?
C34 C35 . 1.359(5) ?
C34 H34 . 0.9300 ?
C35 H35 . 0.9300 ?
C14 C15 . 1.356(5) ?
C14 H14 . 0.9300 ?
C45 C46 . 1.385(6) ?
C45 H45 . 0.9300 ?
C28 H28 . 0.9300 ?
C48 C47 . 1.370(6) ?
C52 C51 . 1.442(7) ?
C52 H52 . 0.9300 ?
C15 H15 . 0.9300 ?
C47 C46 . 1.342(7) ?
C47 H47 . 0.9300 ?
C46 H46 . 0.9300 ?
C42 C41 . 1.375(6) ?
C42 H42 . 0.9300 ?
C56 C55 . 1.434(7) ?
C56 H56 . 0.9300 ?
C41 H41 . 0.9300 ?
C51 C54 . 1.376(8) ?
C54 C55 . 1.361(8) ?
C54 H54 . 0.9300 ?
C55 H55 . 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O11 H11 O9 . 0.82 1.83 2.557(3) 147.2
O12 H12 O10 . 0.82 1.80 2.520(3) 145.9
O3 H3 O1 . 0.82 1.84 2.576(3) 148.6
O7 H7 O5 . 0.82 1.82 2.545(3) 147.4
O8 H8 O6 . 0.82 1.85 2.575(4) 147.0
O4 H4 O2 . 0.82 1.78 2.512(3) 147.2
O13 H13A O10 . 0.872(10) 1.92(2) 2.704(3) 150(4)
O13 H13B O2 . 0.86(4) 2.11(3) 2.762(3) 132(4)
O14 H14A N6 . 0.858(19) 1.96(2) 2.793(4) 162(4)
O14 H14B N5 . 0.829(19) 2.26(4) 2.824(4) 125(4)
