#------------------------------------------------------------------------------
#$Date: 2019-09-28 02:58:51 +0300 (Sat, 28 Sep 2019) $
#$Revision: 218887 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/42/7124246.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_7124246
loop_
_publ_author_name
'Chang, Kejian'
'Dong, Yifan'
'Xu, Xin'
_publ_section_title
;
 Dihydrogen activation by intermolecular rare-earth
 aryloxide/N-heterocyclic carbene Lewis pairs
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC06676D
_journal_year                    2019
_chemical_formula_sum            'C111 H177 La2 N4 O10'
_chemical_formula_weight         2005.39
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2019-08-26 deposited with the CCDC.    2019-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.496(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   21.2202(11)
_cell_length_b                   12.7080(6)
_cell_length_c                   22.4553(12)
_cell_measurement_reflns_used    9511
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      2.27
_cell_volume                     5672.1(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0801
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            91078
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.519
_diffrn_reflns_theta_min         2.445
_exptl_absorpt_coefficient_mu    0.797
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_description       block
_exptl_crystal_F_000             2130
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_refine_diff_density_max         1.360
_refine_diff_density_min         -1.197
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     611
_refine_ls_number_reflns         13023
_refine_ls_number_restraints     1230
_refine_ls_restrained_S_all      1.140
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0402
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0488P)²+7.1594P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1026
_refine_ls_wR_factor_ref         0.1200
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10344
_reflns_number_total             13064
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9cc06676d2.cif
_cod_data_source_block           mo_20190425c_0m_a
_cod_database_code               7124246
_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.
;
_shelx_estimated_absorpt_t_min   0.826
_shelx_estimated_absorpt_t_max   0.925
_shelxl_version_number           2013-2
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'
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
La1 La 0.76598(2) 0.48458(2) 0.34989(2) 0.02054(6) Uani 1 1 d . . .
O1 O 0.81463(12) 0.58351(17) 0.44453(10) 0.0293(5) Uani 1 1 d . . .
N1 N 0.81117(18) 0.6466(2) 0.58329(14) 0.0400(8) Uani 1 1 d . . .
C1 C 0.84920(18) 0.6422(3) 0.49001(17) 0.0313(7) Uani 1 1 d . U .
O2 O 0.90738(14) 0.6654(3) 0.50591(16) 0.0603(9) Uani 1 1 d . . .
N2 N 0.78058(15) 0.7825(2) 0.51859(13) 0.0310(6) Uani 1 1 d . . .
C2 C 0.81151(17) 0.6908(2) 0.53032(15) 0.0273(6) Uani 1 1 d . U .
O3 O 0.76053(10) 0.31460(16) 0.37321(11) 0.0251(5) Uani 1 1 d . . .
C3 C 0.7599(2) 0.8118(3) 0.5723(2) 0.0474(9) Uani 1 1 d . U .
H3A H 0.7109 0.8246 0.5580 0.057 Uiso 1 1 calc R U .
H3AB H 0.7839 0.8757 0.5938 0.057 Uiso 1 1 calc R U .
O4 O 0.82536(11) 0.51476(16) 0.28605(10) 0.0251(5) Uani 1 1 d . . .
C4 C 0.7790(3) 0.7190(3) 0.6155(2) 0.0556(10) Uani 1 1 d . U .
H4A H 0.8108 0.7393 0.6579 0.067 Uiso 1 1 calc R U .
H4AB H 0.7388 0.6862 0.6205 0.067 Uiso 1 1 calc R U .
O5 O 0.66279(11) 0.55770(17) 0.32218(10) 0.0275(5) Uani 1 1 d . . .
C5 C 0.8501(3) 0.5537(3) 0.61817(19) 0.0596(11) Uani 1 1 d . U .
C6 C 0.9205(4) 0.5930(4) 0.6572(3) 0.105(2) Uani 1 1 d . U .
H6A H 0.9415 0.6240 0.6288 0.158 Uiso 1 1 calc R U .
H6B H 0.9479 0.5338 0.6803 0.158 Uiso 1 1 calc R U .
H6C H 0.9174 0.6462 0.6876 0.158 Uiso 1 1 calc R U .
C7 C 0.8102(5) 0.5106(4) 0.6584(3) 0.104(2) Uani 1 1 d . U .
H7A H 0.7630 0.5008 0.6314 0.156 Uiso 1 1 calc R U .
H7B H 0.8129 0.5605 0.6925 0.156 Uiso 1 1 calc R U .
H7C H 0.8293 0.4429 0.6770 0.156 Uiso 1 1 calc R U .
C8 C 0.8535(3) 0.4657(3) 0.57379(19) 0.0515(11) Uani 1 1 d . U .
H8A H 0.8082 0.4503 0.5440 0.077 Uiso 1 1 calc R U .
H8B H 0.8724 0.4025 0.5987 0.077 Uiso 1 1 calc R U .
H8C H 0.8822 0.4874 0.5500 0.077 Uiso 1 1 calc R U .
C9 C 0.7780(2) 0.8610(3) 0.46724(18) 0.0398(8) Uani 1 1 d . U .
C10 C 0.8461(3) 0.9104(4) 0.4843(2) 0.0778(17) Uani 1 1 d . U .
H10A H 0.8782 0.8584 0.4796 0.117 Uiso 1 1 calc R U .
H10B H 0.8611 0.9349 0.5285 0.117 Uiso 1 1 calc R U .
H10C H 0.8438 0.9702 0.4561 0.117 Uiso 1 1 calc R U .
C11 C 0.7242(3) 0.9440(4) 0.4658(3) 0.0870(18) Uani 1 1 d . U .
H11A H 0.7223 0.9978 0.4340 0.131 Uiso 1 1 calc R U .
H11B H 0.7361 0.9771 0.5078 0.131 Uiso 1 1 calc R U .
H11C H 0.6802 0.9099 0.4548 0.131 Uiso 1 1 calc R U .
C12 C 0.7537(2) 0.8095(3) 0.40292(17) 0.0417(9) Uani 1 1 d . U .
H12A H 0.7444 0.8636 0.3699 0.063 Uiso 1 1 calc R U .
H12B H 0.7126 0.7697 0.3975 0.063 Uiso 1 1 calc R U .
H12C H 0.7885 0.7617 0.3994 0.063 Uiso 1 1 calc R U .
C13 C 0.77158(15) 0.2155(2) 0.35735(14) 0.0235(6) Uani 1 1 d . U .
C14 C 0.71730(17) 0.1549(3) 0.31676(16) 0.0295(7) Uani 1 1 d . U .
C15 C 0.73247(19) 0.0597(3) 0.29418(16) 0.0345(7) Uani 1 1 d . U .
H15 H 0.6969 0.0184 0.2664 0.041 Uiso 1 1 calc R U .
C16 C 0.7977(2) 0.0238(3) 0.31102(17) 0.0355(8) Uani 1 1 d . U .
H16 H 0.8071 -0.0390 0.2927 0.043 Uiso 1 1 calc R U .
C17 C 0.84893(18) 0.0789(3) 0.35444(16) 0.0319(7) Uani 1 1 d . U .
H17 H 0.8934 0.0519 0.3670 0.038 Uiso 1 1 calc R U .
C18 C 0.83773(16) 0.1735(2) 0.38058(14) 0.0246(6) Uani 1 1 d . U .
C19 C 0.64393(17) 0.1911(3) 0.29922(18) 0.0359(8) Uani 1 1 d . U .
C20 C 0.6278(2) 0.2058(3) 0.3599(2) 0.0466(9) Uani 1 1 d . U .
H20A H 0.5815 0.2308 0.3489 0.070 Uiso 1 1 calc R U .
H20B H 0.6588 0.2576 0.3874 0.070 Uiso 1 1 calc R U .
H20C H 0.6330 0.1385 0.3824 0.070 Uiso 1 1 calc R U .
C21 C 0.5939(2) 0.1097(3) 0.2582(2) 0.0576(12) Uani 1 1 d . U .
H21A H 0.5478 0.1352 0.2489 0.086 Uiso 1 1 calc R U .
H21B H 0.5998 0.0428 0.2813 0.086 Uiso 1 1 calc R U .
H21C H 0.6020 0.0991 0.2183 0.086 Uiso 1 1 calc R U .
C22 C 0.6303(2) 0.2936(3) 0.2601(2) 0.0475(10) Uani 1 1 d . U .
H22A H 0.6471 0.2864 0.2249 0.071 Uiso 1 1 calc R U .
H22B H 0.6534 0.3522 0.2874 0.071 Uiso 1 1 calc R U .
H22C H 0.5818 0.3073 0.2432 0.071 Uiso 1 1 calc R U .
C23 C 0.89402(16) 0.2267(3) 0.43541(16) 0.0276(7) Uani 1 1 d . U .
C24 C 0.87183(19) 0.2303(3) 0.49356(16) 0.0365(8) Uani 1 1 d . U .
H24A H 0.8282 0.2658 0.4821 0.055 Uiso 1 1 calc R U .
H24B H 0.9053 0.2689 0.5280 0.055 Uiso 1 1 calc R U .
H24C H 0.8678 0.1584 0.5076 0.055 Uiso 1 1 calc R U .
C25 C 0.95978(18) 0.1639(3) 0.4547(2) 0.0426(9) Uani 1 1 d . U .
H25A H 0.9762 0.1616 0.4190 0.064 Uiso 1 1 calc R U .
H25B H 0.9517 0.0921 0.4663 0.064 Uiso 1 1 calc R U .
H25C H 0.9935 0.1980 0.4912 0.064 Uiso 1 1 calc R U .
C26 C 0.91015(19) 0.3396(3) 0.42007(19) 0.0405(9) Uani 1 1 d . U .
H26A H 0.9034 0.3449 0.3747 0.061 Uiso 1 1 calc R U .
H26B H 0.9570 0.3563 0.4452 0.061 Uiso 1 1 calc R U .
H26C H 0.8803 0.3893 0.4305 0.061 Uiso 1 1 calc R U .
C27 C 0.86252(17) 0.5259(2) 0.24824(16) 0.0272(6) Uani 1 1 d . U .
C28 C 0.84978(18) 0.4600(3) 0.19397(16) 0.0319(7) Uani 1 1 d . U .
C29 C 0.8898(2) 0.4737(3) 0.15683(19) 0.0411(8) Uani 1 1 d . U .
H29 H 0.8823 0.4296 0.1208 0.049 Uiso 1 1 calc R U .
C30 C 0.9396(2) 0.5480(3) 0.1701(2) 0.0469(9) Uani 1 1 d . U .
H30 H 0.9655 0.5558 0.1433 0.056 Uiso 1 1 calc R U .
C31 C 0.95166(19) 0.6114(3) 0.22277(19) 0.0404(8) Uani 1 1 d . U .
H31 H 0.9864 0.6625 0.2320 0.048 Uiso 1 1 calc R U .
C32 C 0.91454(17) 0.6029(3) 0.26283(16) 0.0309(7) Uani 1 1 d . U .
C33 C 0.79507(19) 0.3747(3) 0.17641(16) 0.0347(7) Uani 1 1 d . U .
C34 C 0.72587(19) 0.4236(3) 0.16404(18) 0.0412(8) Uani 1 1 d . U .
H34A H 0.7156 0.4730 0.1284 0.062 Uiso 1 1 calc R U .
H34B H 0.7259 0.4612 0.2022 0.062 Uiso 1 1 calc R U .
H34C H 0.6917 0.3680 0.1536 0.062 Uiso 1 1 calc R U .
C35 C 0.8120(2) 0.2924(3) 0.22975(18) 0.0429(9) Uani 1 1 d . U .
H35A H 0.7765 0.2389 0.2192 0.064 Uiso 1 1 calc R U .
H35B H 0.8152 0.3269 0.2697 0.064 Uiso 1 1 calc R U .
H35C H 0.8551 0.2590 0.2344 0.064 Uiso 1 1 calc R U .
C36 C 0.7905(2) 0.3146(3) 0.11533(18) 0.0476(10) Uani 1 1 d . U .
H36A H 0.7775 0.3634 0.0793 0.071 Uiso 1 1 calc R U .
H36B H 0.7567 0.2587 0.1075 0.071 Uiso 1 1 calc R U .
H36C H 0.8343 0.2835 0.1205 0.071 Uiso 1 1 calc R U .
C37 C 0.93270(17) 0.6724(3) 0.32251(17) 0.0338(7) Uani 1 1 d . U .
C38 C 0.95455(19) 0.6044(3) 0.38254(17) 0.0413(9) Uani 1 1 d . U .
H38A H 0.9182 0.5557 0.3810 0.062 Uiso 1 1 calc R U .
H38B H 0.9647 0.6496 0.4201 0.062 Uiso 1 1 calc R U .
H38C H 0.9948 0.5642 0.3850 0.062 Uiso 1 1 calc R U .
C39 C 0.87275(19) 0.7412(3) 0.32036(19) 0.0415(9) Uani 1 1 d . U .
H39A H 0.8596 0.7854 0.2822 0.062 Uiso 1 1 calc R U .
H39B H 0.8854 0.7860 0.3582 0.062 Uiso 1 1 calc R U .
H39C H 0.8349 0.6962 0.3193 0.062 Uiso 1 1 calc R U .
C40 C 0.9909(2) 0.7486(3) 0.32890(19) 0.0481(10) Uani 1 1 d . U .
H40A H 1.0314 0.7083 0.3322 0.072 Uiso 1 1 calc R U .
H40B H 0.9997 0.7916 0.3672 0.072 Uiso 1 1 calc R U .
H40C H 0.9788 0.7943 0.2914 0.072 Uiso 1 1 calc R U .
C41 C 0.62117(15) 0.6372(2) 0.32245(17) 0.0285(6) Uani 1 1 d . U .
C42 C 0.59548(16) 0.6477(3) 0.37310(18) 0.0323(7) Uani 1 1 d . U .
C43 C 0.56339(18) 0.7422(3) 0.3773(2) 0.0404(8) Uani 1 1 d . U .
H43 H 0.5486 0.7525 0.4122 0.048 Uiso 1 1 calc R U .
C44 C 0.55265(19) 0.8202(3) 0.3328(2) 0.0426(9) Uani 1 1 d . U .
H44 H 0.5330 0.8851 0.3382 0.051 Uiso 1 1 calc R U .
C45 C 0.57056(18) 0.8039(3) 0.27986(19) 0.0384(8) Uani 1 1 d . U .
H45 H 0.5603 0.8565 0.2478 0.046 Uiso 1 1 calc R U .
C46 C 0.60320(16) 0.7126(3) 0.27227(17) 0.0308(7) Uani 1 1 d . U .
C47 C 0.59724(18) 0.5569(3) 0.41867(18) 0.0374(8) Uani 1 1 d . U .
C48 C 0.6673(2) 0.5116(4) 0.4536(3) 0.0653(14) Uani 1 1 d . U .
H48A H 0.6796 0.4637 0.4253 0.098 Uiso 1 1 calc R U .
H48B H 0.6670 0.4731 0.4913 0.098 Uiso 1 1 calc R U .
H48C H 0.7000 0.5691 0.4666 0.098 Uiso 1 1 calc R U .
C49 C 0.5667(3) 0.5867(5) 0.4689(3) 0.0824(16) Uani 1 1 d . U .
H49A H 0.5215 0.6154 0.4479 0.124 Uiso 1 1 calc R U .
H49B H 0.5951 0.6398 0.4976 0.124 Uiso 1 1 calc R U .
H49C H 0.5641 0.5241 0.4934 0.124 Uiso 1 1 calc R U .
C50 C 0.5541(2) 0.4677(4) 0.3794(2) 0.0597(12) Uani 1 1 d . U .
H50A H 0.5074 0.4917 0.3602 0.090 Uiso 1 1 calc R U .
H50B H 0.5560 0.4072 0.4071 0.090 Uiso 1 1 calc R U .
H50C H 0.5712 0.4471 0.3459 0.090 Uiso 1 1 calc R U .
C51 C 0.61814(17) 0.6939(3) 0.21135(17) 0.0338(7) Uani 1 1 d . U .
C52 C 0.58938(19) 0.5867(3) 0.18227(18) 0.0399(8) Uani 1 1 d . U .
H52A H 0.5403 0.5874 0.1702 0.060 Uiso 1 1 calc R U .
H52B H 0.6083 0.5309 0.2136 0.060 Uiso 1 1 calc R U .
H52C H 0.6012 0.5736 0.1445 0.060 Uiso 1 1 calc R U .
C53 C 0.5849(2) 0.7770(3) 0.1598(2) 0.0493(10) Uani 1 1 d . U .
H53A H 0.5931 0.7588 0.1207 0.074 Uiso 1 1 calc R U .
H53B H 0.6043 0.8464 0.1747 0.074 Uiso 1 1 calc R U .
H53C H 0.5364 0.7787 0.1513 0.074 Uiso 1 1 calc R U .
C54 C 0.69398(18) 0.7007(3) 0.2242(2) 0.0411(9) Uani 1 1 d . U .
H54A H 0.7026 0.6852 0.1850 0.062 Uiso 1 1 calc R U .
H54B H 0.7177 0.6494 0.2570 0.062 Uiso 1 1 calc R U .
H54C H 0.7101 0.7717 0.2389 0.062 Uiso 1 1 calc R U .
C55 C 0.5805(5) 0.2131(8) 0.5144(4) 0.061(2) Uani 0.5 1 d . U P
H55A H 0.6219 0.2347 0.5078 0.092 Uiso 0.5 1 calc R U P
H55B H 0.5854 0.2241 0.5590 0.092 Uiso 0.5 1 calc R U P
H55C H 0.5427 0.2552 0.4871 0.092 Uiso 0.5 1 calc R U P
C56 C 0.5674(4) 0.0998(7) 0.4980(3) 0.0475(19) Uani 0.5 1 d . U P
H56A H 0.5609 0.0898 0.4525 0.057 Uiso 0.5 1 calc R U P
H56B H 0.6073 0.0584 0.5233 0.057 Uiso 0.5 1 calc R U P
C57 C 0.5087(4) 0.0598(7) 0.5099(3) 0.0446(19) Uani 0.5 1 d . U P
H57A H 0.4694 0.1037 0.4862 0.054 Uiso 0.5 1 calc R U P
H57B H 0.5162 0.0673 0.5557 0.054 Uiso 0.5 1 calc R U P
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'
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'
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
O3 La1 O4 113.63(8) . .
O3 La1 O5 109.74(8) . .
O4 La1 O5 117.40(8) . .
O3 La1 O1 110.14(8) . .
O4 La1 O1 108.40(8) . .
O5 La1 O1 96.01(8) . .
C1 O1 La1 168.4(2) . .
C2 N1 C4 109.0(3) . .
C2 N1 C5 129.3(3) . .
C4 N1 C5 120.0(3) . .
O2 C1 O1 129.1(3) . .
O2 C1 C2 114.9(3) . .
O1 C1 C2 116.0(3) . .
C2 N2 C3 109.3(3) . .
C2 N2 C9 128.2(3) . .
C3 N2 C9 121.2(3) . .
N1 C2 N2 113.4(3) . .
N1 C2 C1 122.0(3) . .
N2 C2 C1 124.4(3) . .
C13 O3 La1 144.18(19) . .
N2 C3 C4 104.1(3) . .
N2 C3 H3A 110.9 . .
C4 C3 H3A 110.9 . .
N2 C3 H3AB 110.9 . .
C4 C3 H3AB 110.9 . .
H3A C3 H3AB 109.0 . .
C27 O4 La1 176.02(19) . .
N1 C4 C3 104.0(3) . .
N1 C4 H4A 111.0 . .
C3 C4 H4A 111.0 . .
N1 C4 H4AB 111.0 . .
C3 C4 H4AB 111.0 . .
H4A C4 H4AB 109.0 . .
C41 O5 La1 152.2(2) . .
N1 C5 C8 112.5(3) . .
N1 C5 C6 107.0(4) . .
C8 C5 C6 110.8(5) . .
N1 C5 C7 105.8(4) . .
C8 C5 C7 106.6(4) . .
C6 C5 C7 114.1(5) . .
C5 C6 H6A 109.5 . .
C5 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C5 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C5 C7 H7A 109.5 . .
C5 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C5 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C5 C8 H8A 109.5 . .
C5 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C5 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C10 C9 C12 113.8(4) . .
C10 C9 N2 107.9(3) . .
C12 C9 N2 110.8(3) . .
C10 C9 C11 111.0(4) . .
C12 C9 C11 106.0(4) . .
N2 C9 C11 107.2(4) . .
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 . .
C9 C11 H11A 109.5 . .
C9 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C9 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C9 C12 H12A 109.5 . .
C9 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C9 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
O3 C13 C14 119.8(3) . .
O3 C13 C18 119.6(3) . .
C14 C13 C18 120.5(3) . .
C15 C14 C13 117.8(3) . .
C15 C14 C19 120.6(3) . .
C13 C14 C19 121.6(3) . .
C16 C15 C14 121.7(3) . .
C16 C15 H15 119.1 . .
C14 C15 H15 119.1 . .
C17 C16 C15 119.7(3) . .
C17 C16 H16 120.1 . .
C15 C16 H16 120.1 . .
C16 C17 C18 122.0(3) . .
C16 C17 H17 119.0 . .
C18 C17 H17 119.0 . .
C17 C18 C13 117.5(3) . .
C17 C18 C23 121.1(3) . .
C13 C18 C23 121.3(3) . .
C20 C19 C14 109.3(3) . .
C20 C19 C21 107.1(3) . .
C14 C19 C21 112.2(3) . .
C20 C19 C22 110.4(3) . .
C14 C19 C22 111.7(3) . .
C21 C19 C22 106.0(3) . .
C19 C20 H20A 109.5 . .
C19 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C19 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C19 C21 H21A 109.5 . .
C19 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C19 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C19 C22 H22A 109.5 . .
C19 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C19 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C25 C23 C24 107.2(3) . .
C25 C23 C18 111.9(3) . .
C24 C23 C18 108.0(3) . .
C25 C23 C26 107.2(3) . .
C24 C23 C26 108.7(3) . .
C18 C23 C26 113.6(3) . .
C23 C24 H24A 109.5 . .
C23 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C23 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C23 C25 H25A 109.5 . .
C23 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C23 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C23 C26 H26A 109.5 . .
C23 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C23 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
O4 C27 C32 120.1(3) . .
O4 C27 C28 119.9(3) . .
C32 C27 C28 120.0(3) . .
C29 C28 C27 117.8(3) . .
C29 C28 C33 119.9(3) . .
C27 C28 C33 122.3(3) . .
C30 C29 C28 122.8(4) . .
C30 C29 H29 118.6 . .
C28 C29 H29 118.6 . .
C29 C30 C31 119.1(3) . .
C29 C30 H30 120.5 . .
C31 C30 H30 120.5 . .
C30 C31 C32 122.2(4) . .
C30 C31 H31 118.9 . .
C32 C31 H31 118.9 . .
C31 C32 C27 118.2(3) . .
C31 C32 C37 119.5(3) . .
C27 C32 C37 122.2(3) . .
C34 C33 C28 110.6(3) . .
C34 C33 C35 111.5(3) . .
C28 C33 C35 109.3(3) . .
C34 C33 C36 106.4(3) . .
C28 C33 C36 112.6(3) . .
C35 C33 C36 106.4(3) . .
C33 C34 H34A 109.5 . .
C33 C34 H34B 109.5 . .
H34A C34 H34B 109.5 . .
C33 C34 H34C 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
C33 C35 H35A 109.5 . .
C33 C35 H35B 109.5 . .
H35A C35 H35B 109.5 . .
C33 C35 H35C 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
C33 C36 H36A 109.5 . .
C33 C36 H36B 109.5 . .
H36A C36 H36B 109.5 . .
C33 C36 H36C 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
C38 C37 C39 110.0(3) . .
C38 C37 C40 106.7(3) . .
C39 C37 C40 106.0(3) . .
C38 C37 C32 110.4(3) . .
C39 C37 C32 110.4(3) . .
C40 C37 C32 113.0(3) . .
C37 C38 H38A 109.5 . .
C37 C38 H38B 109.5 . .
H38A C38 H38B 109.5 . .
C37 C38 H38C 109.5 . .
H38A C38 H38C 109.5 . .
H38B C38 H38C 109.5 . .
C37 C39 H39A 109.5 . .
C37 C39 H39B 109.5 . .
H39A C39 H39B 109.5 . .
C37 C39 H39C 109.5 . .
H39A C39 H39C 109.5 . .
H39B C39 H39C 109.5 . .
C37 C40 H40A 109.5 . .
C37 C40 H40B 109.5 . .
H40A C40 H40B 109.5 . .
C37 C40 H40C 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
O5 C41 C46 119.7(3) . .
O5 C41 C42 120.6(3) . .
C46 C41 C42 119.7(3) . .
C43 C42 C41 117.7(3) . .
C43 C42 C47 119.9(3) . .
C41 C42 C47 122.2(3) . .
C44 C43 C42 122.1(4) . .
C44 C43 H43 119.0 . .
C42 C43 H43 119.0 . .
C43 C44 C45 119.6(3) . .
C43 C44 H44 120.2 . .
C45 C44 H44 120.2 . .
C44 C45 C46 121.9(4) . .
C44 C45 H45 119.1 . .
C46 C45 H45 119.1 . .
C45 C46 C41 118.0(3) . .
C45 C46 C51 120.5(3) . .
C41 C46 C51 121.5(3) . .
C48 C47 C50 107.2(4) . .
C48 C47 C49 107.5(4) . .
C50 C47 C49 106.6(4) . .
C48 C47 C42 114.7(3) . .
C50 C47 C42 107.7(3) . .
C49 C47 C42 112.7(3) . .
C47 C48 H48A 109.5 . .
C47 C48 H48B 109.5 . .
H48A C48 H48B 109.5 . .
C47 C48 H48C 109.5 . .
H48A C48 H48C 109.5 . .
H48B C48 H48C 109.5 . .
C47 C49 H49A 109.5 . .
C47 C49 H49B 109.5 . .
H49A C49 H49B 109.5 . .
C47 C49 H49C 109.5 . .
H49A C49 H49C 109.5 . .
H49B C49 H49C 109.5 . .
C47 C50 H50A 109.5 . .
C47 C50 H50B 109.5 . .
H50A C50 H50B 109.5 . .
C47 C50 H50C 109.5 . .
H50A C50 H50C 109.5 . .
H50B C50 H50C 109.5 . .
C46 C51 C54 110.8(3) . .
C46 C51 C52 109.9(3) . .
C54 C51 C52 111.3(3) . .
C46 C51 C53 112.5(3) . .
C54 C51 C53 106.0(3) . .
C52 C51 C53 106.2(3) . .
C51 C52 H52A 109.5 . .
C51 C52 H52B 109.5 . .
H52A C52 H52B 109.5 . .
C51 C52 H52C 109.5 . .
H52A C52 H52C 109.5 . .
H52B C52 H52C 109.5 . .
C51 C53 H53A 109.5 . .
C51 C53 H53B 109.5 . .
H53A C53 H53B 109.5 . .
C51 C53 H53C 109.5 . .
H53A C53 H53C 109.5 . .
H53B C53 H53C 109.5 . .
C51 C54 H54A 109.5 . .
C51 C54 H54B 109.5 . .
H54A C54 H54B 109.5 . .
C51 C54 H54C 109.5 . .
H54A C54 H54C 109.5 . .
H54B C54 H54C 109.5 . .
C56 C55 H55A 109.5 . .
C56 C55 H55B 109.5 . .
H55A C55 H55B 109.5 . .
C56 C55 H55C 109.5 . .
H55A C55 H55C 109.5 . .
H55B C55 H55C 109.5 . .
C57 C56 C55 113.0(7) . .
C57 C56 H56A 109.0 . .
C55 C56 H56A 109.0 . .
C57 C56 H56B 109.0 . .
C55 C56 H56B 109.0 . .
H56A C56 H56B 107.8 . .
C56 C57 C57 114.4(8) . 3_656
C56 C57 H57A 108.7 . .
C57 C57 H57A 108.6 3_656 .
C56 C57 H57B 108.6 . .
C57 C57 H57B 108.7 3_656 .
H57A C57 H57B 107.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
La1 O3 2.235(2) .
La1 O4 2.248(2) .
La1 O5 2.257(2) .
La1 O1 2.372(2) .
O1 C1 1.270(4) .
N1 C2 1.317(4) .
N1 C4 1.476(5) .
N1 C5 1.496(5) .
C1 O2 1.196(4) .
C1 C2 1.532(4) .
N2 C2 1.318(4) .
N2 C3 1.469(4) .
N2 C9 1.510(4) .
O3 C13 1.352(4) .
C3 C4 1.489(6) .
C3 H3A 0.9900 .
C3 H3AB 0.9900 .
O4 C27 1.353(4) .
C4 H4A 0.9900 .
C4 H4AB 0.9900 .
O5 C41 1.344(4) .
C5 C8 1.517(5) .
C5 C6 1.528(8) .
C5 C7 1.539(8) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 C10 1.499(6) .
C9 C12 1.503(5) .
C9 C11 1.546(6) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 C14 1.419(4) .
C13 C18 1.419(4) .
C14 C15 1.393(5) .
C14 C19 1.536(5) .
C15 C16 1.378(5) .
C15 H15 0.9500 .
C16 C17 1.372(5) .
C16 H16 0.9500 .
C17 C18 1.394(4) .
C17 H17 0.9500 .
C18 C23 1.539(4) .
C19 C20 1.528(6) .
C19 C21 1.537(5) .
C19 C22 1.540(5) .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 C25 1.532(5) .
C23 C24 1.536(5) .
C23 C26 1.541(5) .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 C32 1.425(5) .
C27 C28 1.424(5) .
C28 C29 1.395(5) .
C28 C33 1.536(5) .
C29 C30 1.370(6) .
C29 H29 0.9500 .
C30 C31 1.379(6) .
C30 H30 0.9500 .
C31 C32 1.392(5) .
C31 H31 0.9500 .
C32 C37 1.537(5) .
C33 C34 1.528(5) .
C33 C35 1.534(5) .
C33 C36 1.543(5) .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
C34 H34C 0.9800 .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
C37 C38 1.530(5) .
C37 C39 1.530(5) .
C37 C40 1.536(5) .
C38 H38A 0.9800 .
C38 H38B 0.9800 .
C38 H38C 0.9800 .
C39 H39A 0.9800 .
C39 H39B 0.9800 .
C39 H39C 0.9800 .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
C41 C46 1.425(5) .
C41 C42 1.429(5) .
C42 C43 1.399(5) .
C42 C47 1.535(5) .
C43 C44 1.370(6) .
C43 H43 0.9500 .
C44 C45 1.384(6) .
C44 H44 0.9500 .
C45 C46 1.392(5) .
C45 H45 0.9500 .
C46 C51 1.527(5) .
C47 C48 1.529(6) .
C47 C50 1.527(6) .
C47 C49 1.532(6) .
C48 H48A 0.9800 .
C48 H48B 0.9800 .
C48 H48C 0.9800 .
C49 H49A 0.9800 .
C49 H49B 0.9800 .
C49 H49C 0.9800 .
C50 H50A 0.9800 .
C50 H50B 0.9800 .
C50 H50C 0.9800 .
C51 C54 1.535(5) .
C51 C52 1.542(5) .
C51 C53 1.543(5) .
C52 H52A 0.9800 .
C52 H52B 0.9800 .
C52 H52C 0.9800 .
C53 H53A 0.9800 .
C53 H53B 0.9800 .
C53 H53C 0.9800 .
C54 H54A 0.9800 .
C54 H54B 0.9800 .
C54 H54C 0.9800 .
C55 C56 1.488(13) .
C55 H55A 0.9800 .
C55 H55B 0.9800 .
C55 H55C 0.9800 .
C56 C57 1.454(11) .
C56 H56A 0.9900 .
C56 H56B 0.9900 .
C57 C57 1.589(18) 3_656
C57 H57A 0.9900 .
C57 H57B 0.9900 .
