#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:38:18 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179416 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/13/4331314.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_4331314
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 N O12 Pr'
_chemical_formula_weight         463.16
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 93.1100(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.9898(7)
_cell_length_b                   8.6316(7)
_cell_length_c                   20.9864(16)
_cell_measurement_temperature    120(1)
_cell_volume                     1626.1(2)
_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 1.000
_diffrn_measured_fraction_theta_max 0.947
_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  0.0359
_diffrn_reflns_av_sigmaI/netI    0.0282
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            8851
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.45
_diffrn_reflns_theta_min         1.94
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.054
_exptl_absorpt_correction_T_max  0.8876
_exptl_absorpt_correction_T_min  0.6408
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v. 1 (Sheldrick, 2008)'
_exptl_crystal_colour            'light green'
_exptl_crystal_density_diffrn    1.892
_exptl_crystal_description       'rectangular plate'
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.947
_refine_diff_density_min         -0.864
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.269
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1952
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.269
_refine_ls_R_factor_all          0.0202
_refine_ls_R_factor_gt           0.0197
_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)+(0.0304P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0567
_refine_ls_wR_factor_ref         0.0569
_reflns_number_gt                1910
_reflns_number_total             1952
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic301775d_si_001_3.cif
_cod_data_source_block           apx1458
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4331314
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'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Pr1 Pr 0.0000 0.398734(15) 0.2500 0.00809(8) Uani 1 2 d S
N1 N 0.6775(4) 0.1804(4) 0.02020(17) 0.0135(7) Uani 0.50 1 d P
O1 O -0.00993(19) 0.2557(2) 0.14692(8) 0.0175(4) Uani 1 1 d .
O2 O 0.18394(18) 0.19913(18) 0.23494(7) 0.0169(3) Uani 1 1 d .
O3 O 0.28399(16) -0.00209(17) 0.18687(7) 0.0148(3) Uani 1 1 d .
O4 O 0.1104(2) 0.58650(19) 0.17961(10) 0.0222(4) Uani 1 1 d .
O5 O 0.5816(3) 0.0897(2) 0.04984(12) 0.0356(6) Uani 1 1 d .
O6 O 0.6854(5) 0.1787(5) -0.03912(18) 0.0204(8) Uani 0.50 1 d P
O6' O 0.7633(5) 0.2700(5) 0.0519(2) 0.0213(9) Uani 0.50 1 d P
C1 C 0.0851(3) 0.1280(2) 0.13033(11) 0.0116(4) Uani 1 1 d .
C2 C -0.0083(3) -0.0156(3) 0.11907(13) 0.0214(5) Uani 1 1 d .
H2A H -0.0596 -0.0392 0.1568 0.032 Uiso 1 1 calc R
H2B H 0.0549 -0.1009 0.1091 0.032 Uiso 1 1 calc R
H2C H -0.0796 0.0020 0.0841 0.032 Uiso 1 1 calc R
C3 C 0.1703(3) 0.1707(3) 0.07273(11) 0.0210(5) Uani 1 1 d .
H3A H 0.1040 0.1697 0.0353 0.031 Uiso 1 1 calc R
H3B H 0.2489 0.0971 0.0678 0.031 Uiso 1 1 calc R
H3C H 0.2121 0.2724 0.0785 0.031 Uiso 1 1 calc R
C4 C 0.1932(3) 0.1055(2) 0.18866(13) 0.0124(5) Uani 1 1 d .
H1 H -0.055(5) 0.266(6) 0.126(2) 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'
Pr Pr -0.2180 2.8214 '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
O2 Pr1 O2 89.24(8) . 2
O2 Pr1 O4 95.19(6) . .
O2 Pr1 O4 148.77(6) 2 .
O2 Pr1 O4 148.77(6) . 2
O2 Pr1 O4 95.19(6) 2 2
O4 Pr1 O4 96.75(10) . 2
O2 Pr1 O3 134.95(5) . 3_455
O2 Pr1 O3 77.99(5) 2 3_455
O4 Pr1 O3 77.09(6) . 3_455
O4 Pr1 O3 76.01(6) 2 3_455
O2 Pr1 O3 77.99(5) . 4
O2 Pr1 O3 134.94(5) 2 4
O4 Pr1 O3 76.01(6) . 4
O4 Pr1 O3 77.09(6) 2 4
O3 Pr1 O3 139.02(7) 3_455 4
O2 Pr1 O1 76.58(6) . 2
O2 Pr1 O1 61.70(5) 2 2
O4 Pr1 O1 149.24(6) . 2
O4 Pr1 O1 78.45(6) 2 2
O3 Pr1 O1 129.40(5) 3_455 2
O3 Pr1 O1 73.30(5) 4 2
O2 Pr1 O1 61.70(5) . .
O2 Pr1 O1 76.58(6) 2 .
O4 Pr1 O1 78.45(6) . .
O4 Pr1 O1 149.25(6) 2 .
O3 Pr1 O1 73.30(5) 3_455 .
O3 Pr1 O1 129.40(5) 4 .
O1 Pr1 O1 120.51(8) 2 .
O6 N1 O6' 117.9(4) . .
O6 N1 O5 121.8(4) . .
O6' N1 O5 120.3(4) . .
O6 N1 O6' 21.9(2) . 7_655
O6' N1 O6' 96.0(3) . 7_655
O5 N1 O6' 143.7(3) . 7_655
O6 N1 O6 98.9(3) . 7_655
O6' N1 O6 18.9(3) . 7_655
O5 N1 O6 139.2(3) . 7_655
O6' N1 O6 77.0(2) 7_655 7_655
C1 O1 Pr1 126.35(12) . .
C1 O1 H1 110(5) . .
Pr1 O1 H1 124(5) . .
C4 O2 Pr1 128.80(15) . .
C4 O3 Pr1 138.71(15) . 3_545
O6' O6 N1 116.5(7) 7_655 .
O6' O6 N1 35.4(5) 7_655 7_655
N1 O6 N1 81.1(3) . 7_655
O6 O6' N1 125.6(7) 7_655 .
O6 O6' N1 41.6(5) 7_655 7_655
N1 O6' N1 84.1(3) . 7_655
O1 C1 C2 109.4(2) . .
O1 C1 C3 109.75(19) . .
C2 C1 C3 112.1(2) . .
O1 C1 C4 105.13(17) . .
C2 C1 C4 110.14(18) . .
C3 C1 C4 110.0(2) . .
C1 C2 H2A 109.5 . .
C1 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
C1 C2 H2C 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
C1 C3 H3A 109.5 . .
C1 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
C1 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
O3 C4 O2 124.9(2) . .
O3 C4 C1 117.4(2) . .
O2 C4 C1 117.70(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pr1 O2 2.4206(15) .
Pr1 O2 2.4206(15) 2
Pr1 O4 2.4399(18) .
Pr1 O4 2.4400(18) 2
Pr1 O3 2.4454(14) 3_455
Pr1 O3 2.4454(14) 4
Pr1 O1 2.4880(16) 2
Pr1 O1 2.4880(16) .
N1 O6 1.251(5) .
N1 O6' 1.257(5) .
N1 O5 1.342(4) .
N1 O6' 1.686(6) 7_655
N1 O6 1.762(6) 7_655
O1 C1 1.449(3) .
O1 H1 0.58(5) .
O2 C4 1.270(3) .
O3 C4 1.238(3) .
O3 Pr1 2.4454(14) 3_545
O6 O6' 0.703(4) 7_655
O6 N1 1.762(6) 7_655
O6' O6 0.703(4) 7_655
O6' N1 1.686(6) 7_655
C1 C2 1.508(3) .
C1 C3 1.511(3) .
C1 C4 1.534(3) .
C2 H2A 0.9600 .
C2 H2B 0.9600 .
C2 H2C 0.9600 .
C3 H3A 0.9600 .
C3 H3B 0.9600 .
C3 H3C 0.9600 .
