#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:02:01 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180056 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/02/7050254.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_7050254
loop_
_publ_author_name
'Drew, Michael G. B.'
'Hill, Clement'
'Hudson, Michael J.'
'Iveson, Peter B.'
'Madic, Charles'
'Vaillant, Ludovic'
'Youngs, Tristan G. A.'
_publ_section_title
;
 Separation of lanthanides and actinides(iii) using tridentate
 benzimidazole, benzoxazole and benzothiazole ligands
;
_journal_issue                   4
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              462
_journal_paper_doi               10.1039/b314321j
_journal_volume                  28
_journal_year                    2004
_chemical_formula_sum            'C21 H14 N7 Nd O11'
_chemical_formula_weight         684.63
_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                98.736(10)
_cell_angle_beta                 100.343(10)
_cell_angle_gamma                93.335(10)
_cell_formula_units_Z            2
_cell_length_a                   9.094(13)
_cell_length_b                   9.561(13)
_cell_length_c                   15.038(17)
_cell_measurement_temperature    293(2)
_cell_volume                     1266(3)
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1042
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4581
_diffrn_reflns_theta_max         26.07
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    2.123
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.199
_exptl_absorpt_correction_type   DIFABS
_exptl_crystal_density_diffrn    1.795
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             674
_refine_diff_density_max         1.586
_refine_diff_density_min         -1.165
_refine_diff_density_rms         0.193
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         4581
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.977
_refine_ls_R_factor_all          0.1796
_refine_ls_R_factor_gt           0.0851
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1632P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2113
_refine_ls_wR_factor_ref         0.2579
_reflns_number_gt                2355
_reflns_number_total             4581
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b314321j.txt
_cod_data_source_block           Nd-2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1632P)^2^+0.0000P] 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^)+(0.1632P)^2^+0.0000P] 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      P-1
_cod_database_code               7050254
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Nd1 Nd 0.67053(9) 0.75014(8) 0.76178(5) 0.0720(4) Uani 1 d . . .
N21 N 0.4840(12) 0.6255(10) 0.8488(6) 0.065(3) Uani 1 d . . .
C22 C 0.4321(14) 0.4934(14) 0.8166(9) 0.065(3) Uani 1 d . . .
O23 O 0.3493(11) 0.4327(9) 0.8706(6) 0.072(2) Uani 1 d . . .
C24 C 0.3445(16) 0.5434(13) 0.9405(9) 0.068(3) Uani 1 d . . .
C25 C 0.2669(16) 0.5420(15) 1.0083(10) 0.081(4) Uani 1 d . . .
H25 H 0.2107 0.4605 1.0139 0.097 Uiso 1 calc R . .
C26 C 0.274(2) 0.6694(18) 1.0707(10) 0.094(5) Uani 1 d . . .
H26 H 0.2237 0.6738 1.1196 0.113 Uiso 1 calc R . .
C27 C 0.3583(19) 0.7892(17) 1.0576(12) 0.091(5) Uani 1 d . . .
H27 H 0.3661 0.8731 1.0991 0.110 Uiso 1 calc R . .
C28 C 0.4301(18) 0.7846(15) 0.9838(10) 0.084(4) Uani 1 d . . .
H28 H 0.4829 0.8653 0.9739 0.100 Uiso 1 calc R . .
C29 C 0.4218(14) 0.6599(13) 0.9263(8) 0.063(3) Uani 1 d . . .
N11 N 0.5488(11) 0.4812(10) 0.6902(7) 0.062(3) Uani 1 d . . .
C12 C 0.4605(15) 0.4079(13) 0.7339(9) 0.068(3) Uani 1 d . . .
C13 C 0.4069(15) 0.2689(13) 0.7036(10) 0.073(3) Uani 1 d . . .
H13 H 0.3496 0.2212 0.7369 0.087 Uiso 1 calc R . .
C14 C 0.4399(17) 0.1999(14) 0.6217(11) 0.084(4) Uani 1 d . . .
H14 H 0.4040 0.1056 0.5996 0.101 Uiso 1 calc R . .
C15 C 0.5262(15) 0.2725(13) 0.5732(9) 0.068(3) Uani 1 d . . .
H15 H 0.5456 0.2301 0.5171 0.081 Uiso 1 calc R . .
C16 C 0.5830(14) 0.4115(12) 0.6120(9) 0.065(3) Uani 1 d . . .
N31 N 0.7394(12) 0.6269(10) 0.6050(7) 0.067(3) Uani 1 d . . .
C34 C 0.8087(16) 0.5493(15) 0.4715(10) 0.074(4) Uani 1 d . . .
C35 C 0.8779(18) 0.5417(17) 0.3953(10) 0.083(4) Uani 1 d . . .
H35 H 0.8652 0.4626 0.3493 0.099 Uiso 1 calc R . .
C36 C 0.9654(19) 0.6614(18) 0.3954(12) 0.092(5) Uani 1 d . . .
H36 H 1.0113 0.6667 0.3453 0.111 Uiso 1 calc R . .
C37 C 0.9894(18) 0.7740(19) 0.4648(12) 0.094(5) Uani 1 d . . .
H37 H 1.0549 0.8508 0.4617 0.113 Uiso 1 calc R . .
C38 C 0.9205(17) 0.7790(19) 0.5401(11) 0.090(4) Uani 1 d . . .
H38 H 0.9360 0.8576 0.5865 0.108 Uiso 1 calc R . .
C39 C 0.8265(16) 0.6594(15) 0.5423(10) 0.072(4) Uani 1 d . . .
C32 C 0.6802(14) 0.5003(13) 0.5711(9) 0.068(3) Uani 1 d . . .
O33 O 0.7138(10) 0.4439(9) 0.4905(6) 0.073(2) Uani 1 d . . .
O51 O 0.6853(15) 0.9338(13) 0.6562(9) 0.105(4) Uani 1 d . . .
O52 O 0.7966(12) 1.0026(11) 0.7956(9) 0.092(3) Uani 1 d . . .
N53 N 0.7648(17) 1.0294(15) 0.7162(13) 0.094(4) Uani 1 d . . .
O54 O 0.8068(18) 1.1439(14) 0.6997(11) 0.141(5) Uani 1 d . . .
O41 O 0.4082(11) 0.7617(9) 0.6715(6) 0.083(3) Uani 1 d . . .
O42 O 0.4751(11) 0.9211(9) 0.7940(7) 0.080(3) Uani 1 d . . .
N43 N 0.3802(15) 0.8718(12) 0.7227(9) 0.077(3) Uani 1 d . . .
O44 O 0.2648(14) 0.9305(12) 0.7012(9) 0.100(3) Uani 1 d . . .
N71 N 0.7637(14) 0.8285(12) 0.9332(8) 0.084(4) Uani 1 d . . .
C72 C 0.824(2) 0.8637(18) 1.0079(13) 0.101(5) Uani 1 d . . .
C73 C 0.837(3) 0.918(3) 1.1053(14) 0.155(10) Uani 1 d . . .
H73A H 0.8719 1.0175 1.1172 0.186 Uiso 1 calc R . .
H73B H 0.9072 0.8672 1.1405 0.186 Uiso 1 calc R . .
H73C H 0.7408 0.9068 1.1224 0.186 Uiso 1 calc R . .
O61 O 0.8394(13) 0.5628(12) 0.8052(8) 0.094(3) Uani 1 d . . .
N63 N 0.9587(14) 0.635(2) 0.7978(7) 0.090(4) Uani 1 d . . .
O64 O 1.0775(15) 0.5719(17) 0.8114(9) 0.131(5) Uani 1 d . . .
O62 O 0.9605(15) 0.7545(14) 0.7763(13) 0.144(7) Uani 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
O61 Nd1 O41 137.9(4) . . ?
O61 Nd1 O42 151.8(4) . . ?
O41 Nd1 O42 50.6(3) . . ?
O61 Nd1 N71 76.6(4) . . ?
O41 Nd1 N71 127.3(4) . . ?
O42 Nd1 N71 81.0(4) . . ?
O61 Nd1 O52 115.0(4) . . ?
O41 Nd1 O52 106.5(3) . . ?
O42 Nd1 O52 71.5(3) . . ?
N71 Nd1 O52 69.1(4) . . ?
O61 Nd1 O51 132.1(4) . . ?
O41 Nd1 O51 71.9(4) . . ?
O42 Nd1 O51 74.1(4) . . ?
N71 Nd1 O51 118.3(4) . . ?
O52 Nd1 O51 49.7(4) . . ?
O61 Nd1 O62 51.5(4) . . ?
O41 Nd1 O62 152.2(5) . . ?
O42 Nd1 O62 138.7(4) . . ?
N71 Nd1 O62 77.7(5) . . ?
O52 Nd1 O62 67.9(4) . . ?
O51 Nd1 O62 85.6(5) . . ?
O61 Nd1 N21 84.6(4) . . ?
O41 Nd1 N21 74.0(3) . . ?
O42 Nd1 N21 72.2(3) . . ?
N71 Nd1 N21 72.1(4) . . ?
O52 Nd1 N21 129.9(3) . . ?
O51 Nd1 N21 142.4(4) . . ?
O62 Nd1 N21 131.4(5) . . ?
O61 Nd1 N31 74.8(4) . . ?
O41 Nd1 N31 87.0(3) . . ?
O42 Nd1 N31 131.5(3) . . ?
N71 Nd1 N31 145.6(4) . . ?
O52 Nd1 N31 106.7(4) . . ?
O51 Nd1 N31 70.4(4) . . ?
O62 Nd1 N31 69.7(4) . . ?
N21 Nd1 N31 123.2(3) . . ?
O61 Nd1 N11 66.7(3) . . ?
O41 Nd1 N11 71.2(3) . . ?
O42 Nd1 N11 113.0(3) . . ?
N71 Nd1 N11 121.9(4) . . ?
O52 Nd1 N11 168.0(4) . . ?
O51 Nd1 N11 119.7(4) . . ?
O62 Nd1 N11 108.3(4) . . ?
N21 Nd1 N11 61.4(3) . . ?
N31 Nd1 N11 61.8(3) . . ?
C22 N21 C29 104.2(11) . . ?
C22 N21 Nd1 118.2(9) . . ?
C29 N21 Nd1 137.5(8) . . ?
N21 C22 O23 114.4(11) . . ?
N21 C22 C12 126.3(13) . . ?
O23 C22 C12 119.2(11) . . ?
C22 O23 C24 103.0(10) . . ?
C25 C24 C29 124.0(12) . . ?
C25 C24 O23 126.8(12) . . ?
C29 C24 O23 109.0(11) . . ?
C24 C25 C26 117.2(15) . . ?
C27 C26 C25 118.6(14) . . ?
C28 C27 C26 121.0(14) . . ?
C29 C28 C27 118.3(15) . . ?
C24 C29 C28 120.6(13) . . ?
C24 C29 N21 109.1(11) . . ?
C28 C29 N21 130.2(13) . . ?
C12 N11 C16 117.2(10) . . ?
C12 N11 Nd1 121.7(8) . . ?
C16 N11 Nd1 120.9(8) . . ?
N11 C12 C13 123.3(12) . . ?
N11 C12 C22 112.1(11) . . ?
C13 C12 C22 124.5(14) . . ?
C12 C13 C14 118.7(14) . . ?
C15 C14 C13 119.8(12) . . ?
C14 C15 C16 117.4(12) . . ?
N11 C16 C15 123.4(12) . . ?
N11 C16 C32 112.5(10) . . ?
C15 C16 C32 124.0(12) . . ?
C32 N31 C39 103.7(11) . . ?
C32 N31 Nd1 117.8(9) . . ?
C39 N31 Nd1 138.4(8) . . ?
C39 C34 O33 107.4(12) . . ?
C39 C34 C35 126.3(15) . . ?
O33 C34 C35 126.3(13) . . ?
C36 C35 C34 113.0(14) . . ?
C35 C36 C37 123.3(15) . . ?
C36 C37 C38 122.7(16) . . ?
C37 C38 C39 116.2(15) . . ?
C34 C39 N31 109.2(13) . . ?
C34 C39 C38 118.4(13) . . ?
N31 C39 C38 132.3(12) . . ?
N31 C32 O33 115.9(13) . . ?
N31 C32 C16 126.8(13) . . ?
O33 C32 C16 117.3(11) . . ?
C32 O33 C34 103.7(10) . . ?
N53 O51 Nd1 96.3(10) . . ?
N53 O52 Nd1 97.1(9) . . ?
O54 N53 O52 120.0(17) . . ?
O54 N53 O51 123.1(18) . . ?
O52 N53 O51 116.9(14) . . ?
N43 O41 Nd1 95.3(8) . . ?
N43 O42 Nd1 95.6(8) . . ?
O44 N43 O42 121.1(11) . . ?
O44 N43 O41 120.5(12) . . ?
O42 N43 O41 118.3(12) . . ?
C72 N71 Nd1 171.3(14) . . ?
N71 C72 C73 157(2) . . ?
N63 O61 Nd1 93.7(10) . . ?
O62 N63 O64 121.4(16) . . ?
O62 N63 O61 124.2(14) . . ?
O64 N63 O61 114.4(17) . . ?
N63 O62 Nd1 90.7(10) . . ?
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
Nd1 O61 2.512(10) . ?
Nd1 O41 2.542(10) . ?
Nd1 O42 2.544(9) . ?
Nd1 N71 2.545(11) . ?
Nd1 O52 2.549(10) . ?
Nd1 O51 2.553(12) . ?
Nd1 O62 2.604(14) . ?
Nd1 N21 2.654(11) . ?
Nd1 N31 2.667(11) . ?
Nd1 N11 2.720(10) . ?
N21 C22 1.310(15) . ?
N21 C29 1.389(16) . ?
C22 O23 1.369(16) . ?
C22 C12 1.453(17) . ?
O23 C24 1.383(14) . ?
C24 C25 1.341(19) . ?
C24 C29 1.348(18) . ?
C25 C26 1.411(19) . ?
C26 C27 1.40(2) . ?
C27 C28 1.38(2) . ?
C28 C29 1.352(18) . ?
N11 C12 1.353(17) . ?
N11 C16 1.356(15) . ?
C12 C13 1.369(17) . ?
C13 C14 1.40(2) . ?
C14 C15 1.39(2) . ?
C15 C16 1.397(17) . ?
C16 C32 1.465(19) . ?
N31 C32 1.286(15) . ?
N31 C39 1.393(18) . ?
C34 C39 1.358(18) . ?
C34 O33 1.385(16) . ?
C34 C35 1.398(19) . ?
C35 C36 1.36(2) . ?
C36 C37 1.36(2) . ?
C37 C38 1.38(2) . ?
C38 C39 1.40(2) . ?
C32 O33 1.344(15) . ?
O51 N53 1.269(18) . ?
O52 N53 1.246(18) . ?
N53 O54 1.214(17) . ?
O41 N43 1.273(14) . ?
O42 N43 1.258(15) . ?
N43 O44 1.235(15) . ?
N71 C72 1.15(2) . ?
C72 C73 1.46(3) . ?
O61 N63 1.284(17) . ?
N63 O62 1.231(19) . ?
N63 O64 1.270(17) . ?
