#------------------------------------------------------------------------------
#$Date: 2016-03-23 04:09:31 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179278 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/98/4319831.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_4319831
loop_
_publ_author_name
'Pascale Delangle'
'Christian Husson'
'Colette Lebrun'
'Jacques Pécaut'
'Philippe J. A. Vottéro'
_publ_section_title
;
 Solid State and Solution Studies of Lanthanide(III) Complexes of
 Cyclohexanetriols, Models of the Coordination Sites Found in Sugars
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2953
_journal_page_last               2962
_journal_paper_doi               10.1021/ic001160e
_journal_volume                  40
_journal_year                    2001
_chemical_formula_sum            'C14 H27 N4 Nd O15'
_chemical_formula_weight         635.64
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 107.3130(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.8771(2)
_cell_length_b                   9.6617(3)
_cell_length_c                   12.0966(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1102.07(5)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.911
_diffrn_measured_fraction_theta_max 0.911
_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  0.0289
_diffrn_reflns_av_sigmaI/netI    0.0451
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5101
_diffrn_reflns_theta_full        25.81
_diffrn_reflns_theta_max         25.81
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    2.440
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.915
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             638
_refine_diff_density_max         0.974
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.088
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.015(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         3164
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0235
_refine_ls_shift/su_max          0.386
_refine_ls_shift/su_mean         0.054
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0341P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0584
_refine_ls_wR_factor_ref         0.0643
_reflns_number_gt                3036
_reflns_number_total             3164
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic001160e_2.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4319831
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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
Nd Nd 0.229340(14) 0.25053(2) 0.142458(11) 0.01210(4) Uani 1 1 d . . .
O1 O 0.1354(2) 0.1182(3) -0.0382(2) 0.0155(6) Uani 1 1 d . . .
H1O H 0.095(4) 0.041(4) -0.035(3) 0.020(11) Uiso 1 1 d . . .
O2 O 0.4290(2) 0.1794(3) 0.0704(2) 0.0186(6) Uani 1 1 d . . .
H2O H 0.492(6) 0.200(6) 0.102(5) 0.07(2) Uiso 1 1 d . . .
O3 O 0.2301(3) 0.4010(3) -0.0230(2) 0.0211(6) Uani 1 1 d . . .
H3O H 0.181(5) 0.460(6) -0.025(5) 0.050(17) Uiso 1 1 d . . .
O4 O 0.1413(2) 0.2425(4) 0.31273(17) 0.0193(5) Uani 1 1 d . . .
H4O H 0.082(5) 0.263(7) 0.301(4) 0.052(15) Uiso 1 1 d . . .
O5 O 0.4271(3) 0.1833(3) 0.3135(2) 0.0224(7) Uani 1 1 d . . .
H5O H 0.484(5) 0.233(7) 0.333(4) 0.048(14) Uiso 1 1 d . . .
O6 O 0.2116(3) 0.0001(3) 0.1908(2) 0.0190(7) Uani 1 1 d . . .
H6O H 0.209(6) -0.049(7) 0.150(5) 0.06(2) Uiso 1 1 d . . .
O7 O 0.2028(3) 0.5010(3) 0.2002(3) 0.0236(8) Uani 1 1 d . . .
O8 O 0.4193(3) 0.4374(3) 0.2136(3) 0.0282(7) Uani 1 1 d . . .
O9 O 0.3814(4) 0.6401(3) 0.2773(3) 0.0417(9) Uani 1 1 d . . .
O10 O -0.0195(3) 0.3546(3) 0.0605(2) 0.0196(7) Uani 1 1 d . . .
O11 O -0.0653(3) 0.1395(3) 0.0799(2) 0.0209(7) Uani 1 1 d . . .
O12 O -0.2256(2) 0.2730(3) -0.0352(2) 0.0220(7) Uani 1 1 d . . .
O13 O 0.6851(3) 0.2992(3) 0.3709(2) 0.0273(8) Uani 1 1 d . . .
O14 O 0.8863(3) 0.3237(3) 0.3367(3) 0.0311(8) Uani 1 1 d . . .
O15 O 0.7086(2) 0.2326(4) 0.20582(19) 0.0289(7) Uani 1 1 d . . .
N1 N 0.3368(4) 0.5296(3) 0.2321(3) 0.0245(9) Uani 1 1 d . . .
N2 N -0.1071(2) 0.2543(5) 0.03380(19) 0.0157(6) Uani 1 1 d . . .
N3 N 0.7577(3) 0.2837(3) 0.3036(2) 0.0190(9) Uani 1 1 d . . .
N4 N 0.7615(5) -0.0559(5) 0.3996(3) 0.0454(11) Uani 1 1 d . . .
C1 C 0.1778(4) 0.1163(4) -0.1440(3) 0.0187(9) Uani 1 1 d . . .
H1 H 0.116(5) 0.054(5) -0.196(4) 0.035(12) Uiso 1 1 d . . .
C2 C 0.3299(4) 0.0694(4) -0.1177(3) 0.0182(9) Uani 1 1 d . . .
H2A H 0.352(4) 0.054(4) -0.184(3) 0.020(10) Uiso 1 1 d . . .
H2B H 0.339(3) -0.017(4) -0.078(3) 0.000(8) Uiso 1 1 d . . .
C3 C 0.4377(4) 0.1753(4) -0.0483(3) 0.0198(10) Uani 1 1 d . . .
H3 H 0.536(4) 0.137(4) -0.043(3) 0.021(10) Uiso 1 1 d . . .
C4 C 0.4100(4) 0.3173(4) -0.1048(3) 0.0206(9) Uani 1 1 d . . .
H4A H 0.453(4) 0.356(5) -0.070(3) 0.017(13) Uiso 1 1 d . . .
H4B H 0.422(4) 0.313(4) -0.185(4) 0.030(12) Uiso 1 1 d . . .
C5 C 0.2589(4) 0.3679(4) -0.1310(3) 0.0178(9) Uani 1 1 d . . .
H5 H 0.243(4) 0.456(4) -0.175(3) 0.013(9) Uiso 1 1 d . . .
C6 C 0.1527(3) 0.2622(5) -0.1983(3) 0.0184(8) Uani 1 1 d . . .
H6A H 0.164(3) 0.264(4) -0.278(2) 0.000(7) Uiso 1 1 d . . .
H6B H 0.056(4) 0.293(4) -0.208(3) 0.028(12) Uiso 1 1 d . . .
C11 C 0.1752(4) 0.1442(4) 0.4092(3) 0.0189(9) Uani 1 1 d . . .
H11 H 0.105(4) 0.170(4) 0.463(3) 0.016(10) Uiso 1 1 d . . .
C12 C 0.3335(4) 0.1582(4) 0.4764(3) 0.0209(10) Uani 1 1 d . . .
H12A H 0.359(3) 0.255(6) 0.500(2) 0.005(7) Uiso 1 1 d . . .
H12B H 0.336(5) 0.092(5) 0.546(4) 0.042(14) Uiso 1 1 d . . .
C13 C 0.4299(4) 0.0970(4) 0.4133(3) 0.0201(9) Uani 1 1 d . . .
H13 H 0.522(4) 0.119(4) 0.464(3) 0.023(11) Uiso 1 1 d . . .
C14 C 0.3894(4) -0.0510(4) 0.3754(3) 0.0237(10) Uani 1 1 d . . .
H14A H 0.401(3) -0.100(3) 0.448(3) 0.000(8) Uiso 1 1 d . . .
H14B H 0.447(4) -0.075(5) 0.330(4) 0.027(12) Uiso 1 1 d . . .
C15 C 0.2345(3) -0.0656(4) 0.3039(3) 0.0167(8) Uani 1 1 d . . .
H15 H 0.199(4) -0.163(4) 0.291(3) 0.013(10) Uiso 1 1 d . . .
C16 C 0.1377(4) -0.0024(4) 0.3650(3) 0.0216(9) Uani 1 1 d . . .
H16A H 0.128(5) -0.067(6) 0.429(4) 0.044(15) Uiso 1 1 d . . .
H16B H 0.045(3) -0.001(3) 0.312(3) 0.000(8) Uiso 1 1 d . . .
C21 C 0.8238(5) 0.0116(5) 0.4757(3) 0.0276(10) Uani 1 1 d . . .
C22 C 0.9014(5) 0.0950(5) 0.5719(4) 0.0346(13) Uani 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'
Nd Nd -0.1943 3.0179 '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
_geom_angle_publ_flag
O1 Nd O4 126.30(9) . . ?
O1 Nd O5 126.98(9) . . ?
O4 Nd O5 71.31(8) . . ?
O1 Nd O3 71.23(8) . . ?
O4 Nd O3 141.37(11) . . ?
O5 Nd O3 129.74(9) . . ?
O1 Nd O2 70.92(8) . . ?
O4 Nd O2 143.22(8) . . ?
O5 Nd O2 73.06(9) . . ?
O3 Nd O2 71.59(9) . . ?
O1 Nd O6 70.86(8) . . ?
O4 Nd O6 73.04(11) . . ?
O5 Nd O6 69.13(8) . . ?
O3 Nd O6 140.57(8) . . ?
O2 Nd O6 86.14(9) . . ?
O1 Nd O7 133.82(9) . . ?
O4 Nd O7 73.17(12) . . ?
O5 Nd O7 98.04(9) . . ?
O3 Nd O7 71.95(9) . . ?
O2 Nd O7 121.08(9) . . ?
O6 Nd O7 146.15(8) . . ?
O1 Nd O8 135.14(9) . . ?
O4 Nd O8 98.45(10) . . ?
O5 Nd O8 65.61(9) . . ?
O3 Nd O8 71.30(9) . . ?
O2 Nd O8 74.55(9) . . ?
O6 Nd O8 134.18(8) . . ?
O7 Nd O8 50.56(9) . . ?
O1 Nd O10 78.21(8) . . ?
O4 Nd O10 78.43(8) . . ?
O5 Nd O10 148.60(9) . . ?
O3 Nd O10 71.99(9) . . ?
O2 Nd O10 138.03(8) . . ?
O6 Nd O10 110.04(9) . . ?
O7 Nd O10 64.54(8) . . ?
O8 Nd O10 112.05(8) . . ?
O1 Nd N1 142.33(8) . . ?
O4 Nd N1 84.29(11) . . ?
O5 Nd N1 79.99(9) . . ?
O3 Nd N1 71.12(8) . . ?
O2 Nd N1 98.29(9) . . ?
O6 Nd N1 146.09(8) . . ?
O7 Nd N1 25.57(9) . . ?
O8 Nd N1 25.08(9) . . ?
O10 Nd N1 89.02(9) . . ?
C1 O1 Nd 130.8(2) . . ?
C3 O2 Nd 129.6(2) . . ?
C5 O3 Nd 130.3(2) . . ?
C11 O4 Nd 129.3(2) . . ?
C13 O5 Nd 131.2(2) . . ?
C15 O6 Nd 129.4(2) . . ?
N1 O7 Nd 96.0(2) . . ?
N1 O8 Nd 96.3(2) . . ?
N2 O10 Nd 107.5(2) . . ?
O9 N1 O8 121.8(4) . . ?
O9 N1 O7 121.4(4) . . ?
O8 N1 O7 116.8(3) . . ?
O9 N1 Nd 174.9(3) . . ?
O8 N1 Nd 58.67(17) . . ?
O7 N1 Nd 58.41(18) . . ?
O12 N2 O11 123.5(4) . . ?
O12 N2 O10 119.8(4) . . ?
O11 N2 O10 116.8(2) . . ?
O15 N3 O13 122.3(3) . . ?
O15 N3 O14 119.5(3) . . ?
O13 N3 O14 118.2(3) . . ?
O1 C1 C2 110.3(3) . . ?
O1 C1 C6 108.0(3) . . ?
C2 C1 C6 112.8(3) . . ?
C1 C2 C3 113.6(3) . . ?
O2 C3 C4 111.1(3) . . ?
O2 C3 C2 108.7(3) . . ?
C4 C3 C2 110.7(3) . . ?
C5 C4 C3 114.9(3) . . ?
O3 C5 C4 109.1(3) . . ?
O3 C5 C6 109.9(3) . . ?
C4 C5 C6 112.1(3) . . ?
C5 C6 C1 112.9(3) . . ?
O4 C11 C16 110.5(3) . . ?
O4 C11 C12 108.6(3) . . ?
C16 C11 C12 111.7(3) . . ?
C13 C12 C11 113.2(3) . . ?
O5 C13 C12 109.6(3) . . ?
O5 C13 C14 110.4(3) . . ?
C12 C13 C14 111.9(3) . . ?
C13 C14 C15 112.9(3) . . ?
O6 C15 C16 109.9(3) . . ?
O6 C15 C14 109.9(3) . . ?
C16 C15 C14 111.3(3) . . ?
C15 C16 C11 115.3(3) . . ?
N4 C21 C22 179.4(5) . . ?
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
Nd O1 2.462(2) . ?
Nd O4 2.464(2) . ?
Nd O5 2.472(2) . ?
Nd O3 2.475(3) . ?
Nd O2 2.479(3) . ?
Nd O6 2.508(3) . ?
Nd O7 2.553(3) . ?
Nd O8 2.562(3) . ?
Nd O10 2.566(2) . ?
Nd N1 2.981(3) . ?
O1 C1 1.460(5) . ?
O2 C3 1.464(5) . ?
O3 C5 1.452(4) . ?
O4 C11 1.464(5) . ?
O5 C13 1.460(5) . ?
O6 C15 1.463(4) . ?
O7 N1 1.294(4) . ?
O8 N1 1.271(4) . ?
O9 N1 1.221(4) . ?
O10 N2 1.274(5) . ?
O11 N2 1.255(5) . ?
O12 N2 1.232(3) . ?
O13 N3 1.245(4) . ?
O14 N3 1.273(4) . ?
O15 N3 1.239(4) . ?
N4 C21 1.146(6) . ?
C1 C2 1.509(5) . ?
C1 C6 1.543(6) . ?
C2 C3 1.534(5) . ?
C3 C4 1.521(5) . ?
C4 C5 1.511(6) . ?
C5 C6 1.517(6) . ?
C11 C16 1.521(6) . ?
C11 C12 1.538(5) . ?
C12 C13 1.507(6) . ?
C13 C14 1.519(6) . ?
C14 C15 1.524(5) . ?
C15 C16 1.500(6) . ?
C21 C22 1.435(6) . ?
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
O1 H1O O10 0.85(4) 1.94(4) 2.773(4) 166(4) 2_545
O2 H2O O15 0.66(5) 2.15(5) 2.807(3) 170(6) .
O3 H3O O11 0.74(6) 2.08(6) 2.787(4) 161(6) 2
O4 H4O O14 0.59(5) 2.19(5) 2.735(4) 156(6) 1_455
O5 H5O O13 0.73(6) 2.00(5) 2.679(4) 155(7) .
O6 H6O O12 0.67(6) 2.25(7) 2.921(4) 172(6) 2_545
