#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:39:18 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179982 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/76/7027691.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7027691
loop_
_publ_author_name
'Iveson, Peter B.'
'Drew, Michael G. B.'
'Hudson, Michael J.'
'Madic, Charles'
_publ_section_title
;
 Structural studies of lanthanide complexes with new hydrophobic
 malonamide solvent extraction agents †
;
_journal_issue                   20
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              3605
_journal_paper_doi               10.1039/a905579g
_journal_year                    1999
_chemical_formula_moiety         Nd(L3)2(NO3)3
_chemical_formula_sum            'C42 H52 N7 Nd O13'
_chemical_formula_weight         1007.15
_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
_cell_angle_beta                 96.725(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   26.48(3)
_cell_length_b                   9.833(12)
_cell_length_c                   18.58(2)
_cell_measurement_reflns_used    all
_cell_measurement_temperature    293(2)
_cell_volume                     4805(10)
_computing_cell_refinement       XDS
_computing_data_collection       'XDS (Kabsch, 1991)'
_computing_data_reduction        XDS
_computing_molecular_graphics    PLATON(Spek,1994)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Marresearch Image Plate'
_diffrn_measurement_method
'95 frames at 2^o intervals, counting time 2 min.'
_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  0.0477
_diffrn_reflns_av_sigmaI/netI    0.0470
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            7521
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         3.06
_diffrn_standards_number         n/a
_exptl_absorpt_coefficient_mu    1.147
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.43
_exptl_absorpt_correction_type   'DIFABS(Walker and Stuart, 1983)'
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2068
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         1.238
_refine_diff_density_min         -1.500
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       0.00042(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         4354
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0503
_refine_ls_shift/su_max          0.293
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0709P)²+12.2832P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1253
_refine_ls_wR_factor_ref         0.1333
_reflns_number_gt                3688
_reflns_number_total             4354
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            905579Gsup1.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0709P)^2^+12.2832P] where P=(Fo^2^+2Fc^2^)/3'
was changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0709P)^2^+12.2832P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7027691
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_calc_flag
_atom_site_refinement_flags
Nd Nd 0.0000 0.10219(4) 0.2500 0.04717(17) Uani 1 d S
O1 O -0.05504(19) -0.0996(4) 0.2348(2) 0.0748(13) Uani 1 d .
C2 C -0.0838(2) -0.1653(5) 0.2688(3) 0.0575(13) Uani 1 d .
C3 C -0.08235(19) -0.1583(5) 0.3506(3) 0.0491(11) Uani 1 d .
H3 H -0.1156 -0.1836 0.3648 0.059 Uiso 1 calc R
C4 C -0.06836(17) -0.0156(5) 0.3768(2) 0.0437(10) Uani 1 d .
O5 O -0.02624(13) 0.0337(4) 0.36649(17) 0.0536(8) Uani 1 d .
N11 N -0.10004(16) 0.0538(5) 0.4140(2) 0.0537(10) Uani 1 d .
C12 C -0.0844(3) 0.1898(8) 0.4417(4) 0.090(2) Uani 1 d .
H12A H -0.0617 0.1806 0.4856 0.108 Uiso 1 calc R
H12B H -0.1139 0.2403 0.4513 0.108 Uiso 1 calc R
H12C H -0.0674 0.2371 0.4062 0.108 Uiso 1 calc R
C13 C -0.15105(19) 0.0121(6) 0.4233(3) 0.0524(12) Uani 1 d .
C14 C -0.1598(3) -0.0503(9) 0.4872(3) 0.082(2) Uani 1 d .
H14 H -0.1333 -0.0699 0.5230 0.099 Uiso 1 calc R
C15 C -0.2101(3) -0.0830(10) 0.4962(4) 0.104(3) Uani 1 d .
H15 H -0.2171 -0.1241 0.5390 0.124 Uiso 1 calc R
C16 C -0.2487(3) -0.0562(10) 0.4439(5) 0.097(2) Uani 1 d .
H16 H -0.2818 -0.0804 0.4507 0.116 Uiso 1 calc R
C17 C -0.2394(3) 0.0070(8) 0.3802(4) 0.084(2) Uani 1 d .
H17 H -0.2661 0.0267 0.3446 0.101 Uiso 1 calc R
C18 C -0.1901(2) 0.0406(6) 0.3700(3) 0.0636(14) Uani 1 d .
H18 H -0.1834 0.0824 0.3272 0.076 Uiso 1 calc R
N21 N -0.1181(2) -0.2496(5) 0.2314(3) 0.0714(14) Uani 1 d .
C22 C -0.1177(4) -0.2618(10) 0.1523(4) 0.134(4) Uani 1 d .
H22A H -0.1514 -0.2818 0.1299 0.161 Uiso 1 calc R
H22B H -0.0952 -0.3338 0.1421 0.161 Uiso 1 calc R
H22C H -0.1063 -0.1778 0.1334 0.161 Uiso 1 calc R
C23 C -0.1522(2) -0.3377(6) 0.2644(3) 0.0592(13) Uani 1 d .
C24 C -0.1966(2) -0.2890(7) 0.2850(3) 0.0692(15) Uani 1 d .
H24 H -0.2050 -0.1975 0.2790 0.083 Uiso 1 calc R
C25 C -0.2295(3) -0.3786(11) 0.3152(4) 0.097(3) Uani 1 d .
H25 H -0.2599 -0.3471 0.3295 0.117 Uiso 1 calc R
C26 C -0.2166(4) -0.5133(12) 0.3238(5) 0.111(3) Uani 1 d .
H26 H -0.2381 -0.5726 0.3447 0.133 Uiso 1 calc R
C27 C -0.1728(4) -0.5607(8) 0.3020(5) 0.102(3) Uani 1 d .
H27 H -0.1647 -0.6524 0.3072 0.122 Uiso 1 calc R
C28 C -0.1406(3) -0.4740(7) 0.2725(4) 0.0778(18) Uani 1 d .
H28 H -0.1106 -0.5071 0.2577 0.093 Uiso 1 calc R
N33 N 0.0000 0.4048(8) 0.2500 0.081(2) Uani 1 d S
O34 O 0.0000 0.5302(8) 0.2500 0.153(4) Uani 1 d S
O31 O 0.0030(2) 0.3389(5) 0.1933(3) 0.0948(15) Uani 1 d .
N43 N 0.10726(18) 0.1654(7) 0.3147(3) 0.0829(17) Uani 1 d .
O44 O 0.15122(18) 0.1868(12) 0.3399(3) 0.160(4) Uani 1 d .
O41 O 0.09345(16) 0.1757(5) 0.2477(2) 0.0775(12) Uani 1 d .
O42 O 0.07418(15) 0.1336(6) 0.3539(2) 0.0822(14) Uani 1 d .
C31 C -0.0413(2) -0.2597(6) 0.3840(4) 0.0734(16) Uani 1 d .
H31A H -0.0434 -0.3422 0.3552 0.088 Uiso 1 calc R
H31B H -0.0079 -0.2201 0.3817 0.088 Uiso 1 calc R
C32 C -0.0465(3) -0.2965(8) 0.4620(4) 0.092(2) Uani 1 d .
H32A H -0.0520 -0.2143 0.4889 0.111 Uiso 1 calc R
H32B H -0.0152 -0.3379 0.4839 0.111 Uiso 1 calc R
C33 C -0.0906(4) -0.3944(10) 0.4674(6) 0.127(4) Uani 1 d .
H33A H -0.1222 -0.3461 0.4538 0.153 Uiso 1 calc R
H33B H -0.0885 -0.4668 0.4325 0.153 Uiso 1 calc R
C34 C -0.0927(5) -0.4535(12) 0.5361(7) 0.155(5) Uani 1 d .
H34A H -0.1188 -0.5219 0.5327 0.186 Uiso 1 calc R
H34B H -0.1002 -0.3846 0.5698 0.186 Uiso 1 calc R
H34C H -0.0605 -0.4943 0.5525 0.186 Uiso 1 calc R
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
O5 Nd O5 148.03(18) . 2
O5 Nd O1 69.74(13) . .
O5 Nd O1 84.44(13) . 2
O1 Nd O1 72.4(3) . 2
O5 Nd O31 129.82(15) . .
O1 Nd O31 137.12(19) . .
O5 Nd O31 81.88(16) . 2
O1 Nd O31 137.20(17) . 2
O31 Nd O31 49.3(3) . 2
O5 Nd O41 117.61(12) . .
O1 Nd O41 141.21(17) . .
O31 Nd O41 70.37(17) . .
O5 Nd O41 71.99(13) . 2
O1 Nd O41 70.91(18) . 2
O31 Nd O41 80.02(18) . 2
O41 Nd O41 147.5(2) . 2
O5 Nd O42 69.11(14) . .
O1 Nd O42 124.41(17) . .
O31 Nd O42 98.14(18) . .
O41 Nd O42 48.62(14) . .
O5 Nd O42 114.92(14) . 2
O1 Nd O42 68.04(18) . 2
O31 Nd O42 69.10(19) . 2
O41 Nd O42 126.51(14) . 2
O42 Nd O42 166.4(3) . 2
C2 O1 Nd 139.5(3) . .
O1 C2 N21 118.5(5) . .
O1 C2 C3 123.1(5) . .
N21 C2 C3 118.4(5) . .
C4 C3 C2 109.9(4) . .
C4 C3 C31 109.5(4) . .
C2 C3 C31 107.9(5) . .
O5 C4 N11 120.5(5) . .
O5 C4 C3 119.7(4) . .
N11 C4 C3 119.7(4) . .
C4 O5 Nd 126.4(3) . .
C4 N11 C13 124.8(4) . .
C4 N11 C12 118.5(4) . .
C13 N11 C12 116.4(4) . .
C18 C13 C14 121.5(5) . .
C18 C13 N11 119.5(5) . .
C14 C13 N11 118.9(5) . .
C13 C14 C15 117.5(6) . .
C16 C15 C14 121.4(7) . .
C15 C16 C17 120.5(7) . .
C18 C17 C16 119.3(6) . .
C13 C18 C17 119.7(6) . .
C2 N21 C23 124.4(5) . .
C2 N21 C22 118.4(5) . .
C23 N21 C22 117.0(5) . .
C24 C23 C28 119.9(6) . .
C24 C23 N21 120.8(6) . .
C28 C23 N21 119.3(5) . .
C23 C24 C25 119.2(7) . .
C26 C25 C24 119.6(7) . .
C27 C26 C25 120.6(8) . .
C26 C27 C28 120.1(8) . .
C27 C28 C23 120.6(7) . .
O34 N33 O31 121.2(4) . 2
O34 N33 O31 121.3(4) . .
O31 N33 O31 117.5(8) 2 .
N33 O31 Nd 96.7(4) . .
O42 N43 O44 121.6(6) . .
O44 N43 O41 121.2(5) . .
O42 N43 O41 117.2(5) . .
N43 O41 Nd 97.4(3) . .
N43 O44 Nd 96.7(3) . .
C32 C31 C3 113.4(6) . .
C31 C32 C33 111.7(7) . .
C34 C33 C32 115.5(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Nd O5 2.444(4) .
Nd O5 2.444(4) 2
Nd O1 2.456(4) .
Nd O1 2.456(4) 2
Nd O31 2.560(6) .
Nd O31 2.560(6) 2
Nd O41 2.581(5) .
Nd O41 2.581(5) 2
Nd O42 2.606(5) .
Nd O42 2.606(5) 2
O1 C2 1.227(6) .
C2 N21 1.358(7) .
C2 C3 1.518(7) .
C3 C4 1.517(7) .
C3 C31 1.552(8) .
C4 O5 1.250(6) .
C4 N11 1.336(6) .
N11 C13 1.440(6) .
N11 C12 1.474(8) .
C13 C18 1.376(8) .
C13 C14 1.380(8) .
C14 C15 1.397(10) .
C15 C16 1.352(11) .
C16 C17 1.383(11) .
C17 C18 1.379(9) .
N21 C23 1.435(7) .
N21 C22 1.477(8) .
C23 C24 1.368(8) .
C23 C28 1.380(9) .
C24 C25 1.401(11) .
C25 C26 1.373(13) .
C26 C27 1.356(13) .
C27 C28 1.364(11) .
N33 O34 1.234(11) .
N33 O31 1.248(6) 2
N33 O31 1.249(6) .
N43 O42 1.220(7) .
N43 O44 1.243(6) .
N43 O41 1.260(6) .
C31 C32 1.515(10) .
C32 C33 1.523(11) .
C33 C34 1.409(13) .
