#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:38:18 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179416 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/13/4331312.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_4331312
loop_
_publ_author_name
'Xiao-Yan Chen'
'George S. Goff'
'William C. Ewing'
'Brian L. Scott'
'Wolfgang Runde'
_publ_section_title
;
 Solid-State and Solution-State Coordination Chemistry of Lanthanide(III)
 Complexes with α-Hydroxyisobutyric Acid
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              13254
_journal_page_last               13263
_journal_paper_doi               10.1021/ic301775d
_journal_volume                  51
_journal_year                    2012
_chemical_formula_sum            'C8 H20 La N O12'
_chemical_formula_weight         461.16
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                104.3980(10)
_cell_angle_beta                 91.6040(10)
_cell_angle_gamma                92.3850(10)
_cell_formula_units_Z            4
_cell_length_a                   6.2849(4)
_cell_length_b                   12.5728(7)
_cell_length_c                   21.7514(13)
_cell_measurement_temperature    120(1)
_cell_volume                     1662.04(17)
_computing_cell_refinement       'SAINT+, v. 7.66a (Bruker AXS, 2009)'
_computing_data_collection       'APEX II, v. 7.0 (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT+, v. 7.66a (Bruker AXS, 2009)'
_computing_molecular_graphics    'SHELXTL, v. 6.14, (Bruker AXS, 2000)'
_computing_publication_material  'SHELXTL, v. 6.14, (Bruker AXS, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(1)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measurement_device_type  'Bruker D8 with APEXII CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0147
_diffrn_reflns_av_sigmaI/netI    0.0173
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            18873
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.37
_diffrn_reflns_theta_min         1.93
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.627
_exptl_absorpt_correction_T_max  0.9022
_exptl_absorpt_correction_T_min  0.5957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v. 1 (Sheldrick, 2008)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.843
_exptl_crystal_description       'rectangular slab'
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.050
_refine_diff_density_min         -0.603
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.556
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     444
_refine_ls_number_reflns         7586
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.561
_refine_ls_R_factor_all          0.0295
_refine_ls_R_factor_gt           0.0232
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0303P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0718
_refine_ls_wR_factor_ref         0.0796
_reflns_number_gt                5960
_reflns_number_total             7586
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic301775d_si_001_1.cif
_cod_data_source_block           apx1477
_cod_database_code               4331312
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.401915(19) 0.323884(10) 0.249462(6) 0.00903(6) Uani 1 1 d . . .
La2 La 0.393722(19) 0.824069(10) 0.250527(6) 0.00906(6) Uani 1 1 d . . .
N1 N 0.8648(3) 0.75903(18) 0.01842(11) 0.0196(5) Uani 1 1 d . . .
N2' N 0.4978(6) 0.8297(4) 0.5197(2) 0.0151(9) Uani 0.50 1 d PD A 1
O20' O 0.5046(8) 0.7972(5) 0.4603(3) 0.0218(11) Uani 0.50 1 d PD A 1
O21' O 0.4962(9) 0.7577(4) 0.5512(3) 0.0234(12) Uani 0.50 1 d PD A 1
O22 O 0.4940(5) 0.9377(2) 0.54910(11) 0.0392(6) Uani 1 1 d D A 1
N2 N 0.4966(7) 0.6702(4) 0.4806(2) 0.0159(9) Uani 0.50 1 d PD B 2
O20 O 0.4988(9) 0.7418(4) 0.4494(3) 0.0214(11) Uani 0.50 1 d PD B 2
O21 O 0.4901(9) 0.7020(5) 0.5400(3) 0.0234(12) Uani 0.50 1 d PD B 2
O23 O 0.5022(5) 0.5622(2) 0.45074(12) 0.0394(6) Uani 1 1 d D B 2
O1 O 0.0153(3) 0.31919(17) 0.26466(9) 0.0184(4) Uani 1 1 d . . .
O2 O -0.2828(3) 0.29568(16) 0.31333(9) 0.0181(4) Uani 1 1 d . . .
O3 O 0.2650(3) 0.29708(19) 0.35368(9) 0.0183(4) Uani 1 1 d . . .
O4 O 0.3776(3) 0.12268(15) 0.23456(9) 0.0197(4) Uani 1 1 d . . .
O5 O 0.2749(3) -0.05038(15) 0.18640(9) 0.0174(4) Uani 1 1 d . . .
O6 O 0.2555(3) 0.20272(15) 0.14433(9) 0.0156(4) Uani 1 1 d . . .
O7 O 0.6999(3) 0.3284(2) 0.17755(10) 0.0259(5) Uani 1 1 d . . .
O8 O 0.4723(4) 0.51048(17) 0.32153(10) 0.0268(5) Uani 1 1 d . . .
O9 O 0.3778(3) 0.62316(15) 0.23398(9) 0.0199(4) Uani 1 1 d . . .
O10 O 0.2799(3) 0.44971(15) 0.18527(9) 0.0167(4) Uani 1 1 d . . .
O11 O 0.2241(3) 0.70454(15) 0.14774(9) 0.0149(4) Uani 1 1 d . . .
O12 O 0.0072(3) 0.82454(17) 0.26720(9) 0.0187(4) Uani 1 1 d . . .
O13 O -0.2905(3) 0.79673(16) 0.31529(9) 0.0165(4) Uani 1 1 d . . .
O14 O 0.2577(3) 0.7967(2) 0.35423(10) 0.0201(5) Uani 1 1 d . . .
O15 O 0.6983(3) 0.8208(2) 0.17865(10) 0.0287(5) Uani 1 1 d . . .
O16 O 0.4699(4) 1.01060(17) 0.32202(10) 0.0292(5) Uani 1 1 d . . .
O17 O 1.0374(3) 0.77639(16) 0.05099(9) 0.0229(4) Uani 1 1 d . . .
O18 O 0.8645(3) 0.72675(16) -0.03997(8) 0.0224(4) Uani 1 1 d . . .
O19 O 0.6890(3) 0.7754(2) 0.04675(11) 0.0377(6) Uani 1 1 d . . .
O24 O 0.6569(3) 0.2767(2) 0.05144(10) 0.0332(6) Uani 1 1 d . . .
C1 C -0.0853(4) 0.3022(2) 0.31120(13) 0.0135(5) Uani 1 1 d . . .
C2 C 0.0439(4) 0.2899(2) 0.36950(12) 0.0129(5) Uani 1 1 d . . .
C3 C 0.0022(5) 0.3840(2) 0.42667(14) 0.0233(6) Uani 1 1 d . . .
H3A H 0.0761 0.3731 0.4637 0.035 Uiso 1 1 calc R . .
H3B H -0.1480 0.3857 0.4335 0.035 Uiso 1 1 calc R . .
H3C H 0.0523 0.4524 0.4188 0.035 Uiso 1 1 calc R . .
C4 C -0.0083(5) 0.1792(2) 0.38209(15) 0.0235(6) Uani 1 1 d . . .
H4A H 0.0298 0.1222 0.3464 0.035 Uiso 1 1 calc R . .
H4B H -0.1582 0.1718 0.3884 0.035 Uiso 1 1 calc R . .
H4C H 0.0704 0.1732 0.4195 0.035 Uiso 1 1 calc R . .
C5 C 0.2945(4) 0.0488(2) 0.18786(13) 0.0144(5) Uani 1 1 d . . .
C6 C 0.2132(4) 0.0847(2) 0.12956(12) 0.0132(5) Uani 1 1 d . . .
C7 C -0.0245(4) 0.0593(2) 0.11946(15) 0.0214(6) Uani 1 1 d . . .
H7A H -0.0959 0.0979 0.1563 0.032 Uiso 1 1 calc R . .
H7B H -0.0539 -0.0183 0.1128 0.032 Uiso 1 1 calc R . .
H7C H -0.0747 0.0823 0.0830 0.032 Uiso 1 1 calc R . .
C8 C 0.3353(5) 0.0291(2) 0.07177(13) 0.0214(6) Uani 1 1 d . . .
H8A H 0.2766 0.0474 0.0347 0.032 Uiso 1 1 calc R . .
H8B H 0.3236 -0.0491 0.0661 0.032 Uiso 1 1 calc R . .
H8C H 0.4827 0.0540 0.0781 0.032 Uiso 1 1 calc R . .
C9 C 0.2938(4) 0.5491(2) 0.18724(13) 0.0139(5) Uani 1 1 d . . .
C10 C 0.2078(4) 0.5854(2) 0.12975(12) 0.0122(5) Uani 1 1 d . . .
C11 C 0.3469(5) 0.5437(2) 0.07368(13) 0.0209(6) Uani 1 1 d . . .
H11A H 0.2859 0.5611 0.0366 0.031 Uiso 1 1 calc R . .
H11B H 0.3555 0.4655 0.0661 0.031 Uiso 1 1 calc R . .
H11C H 0.4872 0.5783 0.0829 0.031 Uiso 1 1 calc R . .
C12 C -0.0224(4) 0.5463(2) 0.11523(15) 0.0215(6) Uani 1 1 d . . .
H12A H -0.1049 0.5761 0.1514 0.032 Uiso 1 1 calc R . .
H12B H -0.0337 0.4675 0.1056 0.032 Uiso 1 1 calc R . .
H12C H -0.0751 0.5705 0.0794 0.032 Uiso 1 1 calc R . .
C13 C -0.0928(4) 0.8044(2) 0.31334(13) 0.0132(5) Uani 1 1 d . . .
C14 C 0.0376(4) 0.7902(2) 0.37086(12) 0.0127(5) Uani 1 1 d . . .
C15 C -0.0015(5) 0.8843(2) 0.42839(13) 0.0231(6) Uani 1 1 d . . .
H15A H 0.0705 0.8720 0.4653 0.035 Uiso 1 1 calc R . .
H15B H -0.1517 0.8877 0.4351 0.035 Uiso 1 1 calc R . .
H15C H 0.0521 0.9525 0.4209 0.035 Uiso 1 1 calc R . .
C16 C -0.0153(5) 0.6794(2) 0.38311(15) 0.0230(6) Uani 1 1 d . . .
H16A H 0.0245 0.6225 0.3476 0.034 Uiso 1 1 calc R . .
H16B H -0.1655 0.6717 0.3888 0.034 Uiso 1 1 calc R . .
H16C H 0.0617 0.6734 0.4208 0.034 Uiso 1 1 calc R . .
H3 H 0.327(8) 0.306(4) 0.381(3) 0.080 Uiso 1 1 d . . .
H6 H 0.248(6) 0.223(3) 0.1074(19) 0.080 Uiso 1 1 d . . .
H11 H 0.142(6) 0.727(3) 0.118(2) 0.080 Uiso 1 1 d . . .
H14 H 0.325(8) 0.796(5) 0.375(3) 0.080 Uiso 1 1 d . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 La1 O4 86.80(6) . .
O1 La1 O2 134.07(6) . 1_655
O4 La1 O2 78.48(6) . 1_655
O1 La1 O7 148.57(6) . .
O4 La1 O7 96.51(7) . .
O2 La1 O7 76.86(6) 1_655 .
O1 La1 O10 78.42(6) . .
O4 La1 O10 134.09(6) . .
O2 La1 O10 140.13(6) 1_655 .
O7 La1 O10 76.97(7) . .
O1 La1 O8 94.91(7) . .
O4 La1 O8 148.95(6) . .
O2 La1 O8 78.22(7) 1_655 .
O7 La1 O8 97.87(8) . .
O10 La1 O8 76.19(6) . .
O1 La1 O6 77.43(6) . .
O4 La1 O6 60.82(6) . .
O2 La1 O6 127.94(6) 1_655 .
O7 La1 O6 77.07(7) . .
O10 La1 O6 73.54(6) . .
O8 La1 O6 149.68(6) . .
O1 La1 O3 60.85(6) . .
O4 La1 O3 75.62(7) . .
O2 La1 O3 73.36(6) 1_655 .
O7 La1 O3 150.14(6) . .
O10 La1 O3 129.12(6) . .
O8 La1 O3 78.23(7) . .
O6 La1 O3 120.55(6) . .
O9 La2 O12 89.55(6) . .
O9 La2 O5 134.00(6) . 1_565
O12 La2 O5 78.19(6) . 1_565
O9 La2 O13 78.22(6) . 1_655
O12 La2 O13 133.78(6) . 1_655
O5 La2 O13 139.71(6) 1_565 1_655
O9 La2 O16 149.53(7) . .
O12 La2 O16 94.30(8) . .
O5 La2 O16 76.19(6) 1_565 .
O13 La2 O16 77.37(7) 1_655 .
O9 La2 O15 92.76(8) . .
O12 La2 O15 150.01(7) . .
O5 La2 O15 78.80(7) 1_565 .
O13 La2 O15 75.73(6) 1_655 .
O16 La2 O15 98.60(8) . .
O9 La2 O14 76.67(7) . .
O12 La2 O14 60.77(6) . .
O5 La2 O14 129.62(7) 1_565 .
O13 La2 O14 73.03(6) 1_655 .
O16 La2 O14 78.95(8) . .
O15 La2 O14 148.43(6) . .
O9 La2 O11 60.95(6) . .
O12 La2 O11 75.06(6) . .
O5 La2 O11 73.05(6) 1_565 .
O13 La2 O11 130.92(6) 1_655 .
O16 La2 O11 148.89(6) . .
O15 La2 O11 80.03(7) . .
O14 La2 O11 117.99(6) . .
O18 N1 O17 120.7(2) . .
O18 N1 O19 120.2(2) . .
O17 N1 O19 119.1(2) . .
O20' N2' O21' 117.7(5) . .
O20' N2' O22 121.4(4) . .
O21' N2' O22 120.9(4) . .
O21 N2 O20 117.9(5) . .
O21 N2 O23 121.5(4) . .
O20 N2 O23 120.6(4) . .
C1 O1 La1 129.17(17) . .
C1 O2 La1 138.32(17) . 1_455
C2 O3 La1 126.01(14) . .
C5 O4 La1 128.85(17) . .
C5 O5 La2 138.17(18) . 1_545
C6 O6 La1 126.29(15) . .
C9 O9 La2 129.04(17) . .
C9 O10 La1 138.46(18) . .
C10 O11 La2 126.01(15) . .
C13 O12 La2 128.71(17) . .
C13 O13 La2 137.96(17) . 1_455
C14 O14 La2 126.57(15) . .
O2 C1 O1 124.7(3) . .
O2 C1 C2 117.3(2) . .
O1 C1 C2 118.1(2) . .
O3 C2 C4 109.6(2) . .
O3 C2 C3 109.4(2) . .
C4 C2 C3 111.8(2) . .
O3 C2 C1 105.77(19) . .
C4 C2 C1 110.2(2) . .
C3 C2 C1 109.9(2) . .
O5 C5 O4 124.5(3) . .
O5 C5 C6 117.6(2) . .
O4 C5 C6 117.9(2) . .
O6 C6 C7 109.3(2) . .
O6 C6 C8 110.0(2) . .
C7 C6 C8 112.1(2) . .
O6 C6 C5 105.7(2) . .
C7 C6 C5 109.9(2) . .
C8 C6 C5 109.7(2) . .
O10 C9 O9 124.3(3) . .
O10 C9 C10 117.8(2) . .
O9 C9 C10 117.8(2) . .
O11 C10 C12 109.6(2) . .
O11 C10 C11 109.2(2) . .
C12 C10 C11 112.3(2) . .
O11 C10 C9 105.8(2) . .
C12 C10 C9 110.3(2) . .
C11 C10 C9 109.5(2) . .
O13 C13 O12 124.4(3) . .
O13 C13 C14 117.5(2) . .
O12 C13 C14 118.0(2) . .
O14 C14 C16 109.7(2) . .
O14 C14 C15 109.4(2) . .
C16 C14 C15 112.0(2) . .
O14 C14 C13 105.57(19) . .
C16 C14 C13 110.5(2) . .
C15 C14 C13 109.5(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
La1 O1 2.4615(17) .
La1 O4 2.4667(19) .
La1 O2 2.4761(18) 1_655
La1 O7 2.481(2) .
La1 O10 2.4860(18) .
La1 O8 2.491(2) .
La1 O6 2.5358(19) .
La1 O3 2.5414(19) .
La2 O9 2.4586(19) .
La2 O12 2.4664(17) .
La2 O5 2.4758(18) 1_565
La2 O13 2.4864(18) 1_655
La2 O16 2.490(2) .
La2 O15 2.500(2) .
La2 O14 2.531(2) .
La2 O11 2.5409(18) .
N1 O18 1.233(3) .
N1 O17 1.259(3) .
N1 O19 1.279(3) .
N2' O20' 1.257(6) .
N2' O21' 1.264(6) .
N2' O22 1.351(5) .
N2 O21 1.255(7) .
N2 O20 1.256(6) .
N2 O23 1.353(5) .
O1 C1 1.266(3) .
O2 C1 1.243(3) .
O2 La1 2.4761(18) 1_455
O3 C2 1.445(3) .
O4 C5 1.276(3) .
O5 C5 1.241(3) .
O5 La2 2.4757(18) 1_545
O6 C6 1.449(3) .
O9 C9 1.280(3) .
O10 C9 1.239(3) .
O11 C10 1.450(3) .
O12 C13 1.271(3) .
O13 C13 1.245(3) .
O13 La2 2.4864(18) 1_455
O14 C14 1.444(3) .
C1 C2 1.530(4) .
C2 C4 1.509(4) .
C2 C3 1.525(4) .
C5 C6 1.530(4) .
C6 C7 1.513(4) .
C6 C8 1.523(4) .
C9 C10 1.527(4) .
C10 C12 1.507(3) .
C10 C11 1.519(4) .
C13 C14 1.528(4) .
C14 C16 1.507(4) .
C14 C15 1.527(4) .
