#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:02:01 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180056 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/02/7050255.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_7050255
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 O11 Pr'
_chemical_formula_weight         681.30
_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                99.735(10)
_cell_angle_beta                 98.239(10)
_cell_angle_gamma                93.805(10)
_cell_formula_units_Z            2
_cell_length_a                   8.769(12)
_cell_length_b                   9.483(12)
_cell_length_c                   15.525(17)
_cell_measurement_temperature    293(2)
_cell_volume                     1254(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    0.0229
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            4377
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         2.35
_exptl_absorpt_coefficient_mu    2.017
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.546
_exptl_absorpt_correction_type   DIFABS
_exptl_crystal_density_diffrn    1.805
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_refine_diff_density_max         1.601
_refine_diff_density_min         -1.929
_refine_diff_density_rms         0.240
_refine_ls_extinction_coef       0.015(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.961
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         4377
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.961
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0458
_refine_ls_shift/su_max          0.351
_refine_ls_shift/su_mean         0.016
_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          0.1487
_refine_ls_wR_factor_ref         0.1644
_reflns_number_gt                3957
_reflns_number_total             4377
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b314321j.txt
_cod_data_source_block           2-Pr
_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               7050255
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
Pr1 Pr 0.66466(3) 0.74912(2) 0.758107(16) 0.0340(2) Uani 1 d . . .
N21 N 0.4766(5) 0.6207(5) 0.8481(3) 0.0348(9) Uani 1 d . . .
C22 C 0.4280(6) 0.4857(6) 0.8197(4) 0.0361(11) Uani 1 d . . .
O23 O 0.3432(4) 0.4246(4) 0.8719(3) 0.0405(8) Uani 1 d . . .
C24 C 0.3322(6) 0.5353(6) 0.9426(4) 0.0389(12) Uani 1 d . . .
C25 C 0.2542(8) 0.5339(7) 1.0116(4) 0.0524(15) Uani 1 d . . .
H25 H 0.1981 0.4513 1.0190 0.063 Uiso 1 calc R . .
C26 C 0.2625(8) 0.6632(7) 1.0708(4) 0.0543(16) Uani 1 d . . .
H26 H 0.2123 0.6671 1.1199 0.065 Uiso 1 calc R . .
C27 C 0.3440(9) 0.7857(9) 1.0579(5) 0.0579(18) Uani 1 d . . .
H27 H 0.3490 0.8698 1.0992 0.069 Uiso 1 calc R . .
C28 C 0.4191(8) 0.7869(7) 0.9844(5) 0.0511(16) Uani 1 d . . .
H28 H 0.4700 0.8706 0.9746 0.061 Uiso 1 calc R . .
C29 C 0.4142(6) 0.6569(6) 0.9266(3) 0.0369(11) Uani 1 d . . .
N11 N 0.5425(5) 0.4751(5) 0.6917(3) 0.0369(10) Uani 1 d . . .
C12 C 0.4556(6) 0.4004(6) 0.7367(4) 0.0372(11) Uani 1 d . . .
C13 C 0.3956(7) 0.2595(6) 0.7056(4) 0.0482(14) Uani 1 d . . .
H13 H 0.3377 0.2108 0.7390 0.058 Uiso 1 calc R . .
C14 C 0.4233(8) 0.1924(6) 0.6239(5) 0.0540(16) Uani 1 d . . .
H14 H 0.3817 0.0986 0.6008 0.065 Uiso 1 calc R . .
C15 C 0.5123(7) 0.2648(6) 0.5774(4) 0.0453(13) Uani 1 d . . .
H15 H 0.5335 0.2209 0.5227 0.054 Uiso 1 calc R . .
C16 C 0.5711(6) 0.4066(6) 0.6138(4) 0.0364(11) Uani 1 d . . .
N31 N 0.7357(5) 0.6208(5) 0.6047(3) 0.0373(10) Uani 1 d . . .
C34 C 0.8032(6) 0.5418(6) 0.4718(4) 0.0383(11) Uani 1 d . . .
C35 C 0.8723(7) 0.5358(8) 0.3968(4) 0.0443(13) Uani 1 d . . .
H35 H 0.8545 0.4574 0.3505 0.053 Uiso 1 calc R . .
C36 C 0.9706(8) 0.6566(8) 0.3962(5) 0.0562(16) Uani 1 d . . .
H36 H 1.0212 0.6596 0.3478 0.067 Uiso 1 calc R . .
C37 C 0.9958(8) 0.7739(8) 0.4662(5) 0.0548(17) Uani 1 d . . .
H37 H 1.0615 0.8530 0.4624 0.066 Uiso 1 calc R . .
C38 C 0.9264(8) 0.7758(8) 0.5403(5) 0.0578(19) Uani 1 d . . .
H38 H 0.9456 0.8532 0.5873 0.069 Uiso 1 calc R . .
C39 C 0.8255(7) 0.6556(6) 0.5418(4) 0.0405(12) Uani 1 d . . .
C32 C 0.6717(6) 0.4932(6) 0.5713(3) 0.0350(11) Uani 1 d . . .
O33 O 0.7037(4) 0.4349(4) 0.4912(3) 0.0413(9) Uani 1 d . . .
O51 O 0.6751(7) 0.9310(5) 0.6535(3) 0.0602(13) Uani 1 d . . .
O52 O 0.7949(6) 1.0056(6) 0.7861(4) 0.0648(14) Uani 1 d . . .
N53 N 0.7573(7) 1.0306(6) 0.7084(4) 0.0549(14) Uani 1 d . . .
O54 O 0.7942(9) 1.1430(6) 0.6879(6) 0.103(2) Uani 1 d . . .
O41 O 0.3925(5) 0.7565(5) 0.6783(3) 0.0535(11) Uani 1 d . . .
O42 O 0.4609(5) 0.9207(4) 0.7939(3) 0.0477(10) Uani 1 d . . .
N43 N 0.3609(6) 0.8695(5) 0.7268(4) 0.0422(12) Uani 1 d . . .
O44 O 0.2463(6) 0.9293(6) 0.7066(4) 0.0605(14) Uani 1 d . . .
N71 N 0.7706(7) 0.8394(6) 0.9296(4) 0.0535(14) Uani 1 d . . .
C72 C 0.8091(7) 0.8769(8) 1.0025(4) 0.0527(16) Uani 1 d . . .
C73 C 0.8523(12) 0.9301(15) 1.0976(5) 0.099(4) Uani 1 d . . .
H73A H 0.9083 1.0233 1.1072 0.119 Uiso 1 calc R . .
H73B H 0.9163 0.8650 1.1234 0.119 Uiso 1 calc R . .
H73C H 0.7605 0.9369 1.1246 0.119 Uiso 1 calc R . .
O61 O 0.8371(6) 0.5631(5) 0.8028(3) 0.0571(11) Uani 1 d . . .
N63 N 0.9647(7) 0.6298(10) 0.7959(5) 0.066(2) Uani 1 d . . .
O64 O 1.0856(7) 0.5727(10) 0.8084(4) 0.086(2) Uani 1 d . . .
O62 O 0.9579(6) 0.7509(7) 0.7758(4) 0.0662(14) 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'
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
_geom_angle_publ_flag
O61 Pr1 O41 138.00(16) . . ?
O61 Pr1 O62 50.10(19) . . ?
O41 Pr1 O62 156.76(19) . . ?
O61 Pr1 O42 149.28(16) . . ?
O41 Pr1 O42 49.99(14) . . ?
O62 Pr1 O42 138.99(17) . . ?
O61 Pr1 O52 115.1(2) . . ?
O41 Pr1 O52 106.63(17) . . ?
O62 Pr1 O52 68.7(2) . . ?
O42 Pr1 O52 72.21(19) . . ?
O61 Pr1 O51 134.55(18) . . ?
O41 Pr1 O51 71.86(19) . . ?
O62 Pr1 O51 89.6(2) . . ?
O42 Pr1 O51 74.09(17) . . ?
O52 Pr1 O51 49.66(19) . . ?
O61 Pr1 N31 76.92(16) . . ?
O41 Pr1 N31 87.86(16) . . ?
O62 Pr1 N31 72.39(15) . . ?
O42 Pr1 N31 131.68(14) . . ?
O52 Pr1 N31 105.94(17) . . ?
O51 Pr1 N31 70.33(17) . . ?
O61 Pr1 N71 74.56(18) . . ?
O41 Pr1 N71 127.33(17) . . ?
O62 Pr1 N71 73.54(18) . . ?
O42 Pr1 N71 81.46(17) . . ?
O52 Pr1 N71 69.07(19) . . ?
O51 Pr1 N71 118.21(19) . . ?
N31 Pr1 N71 144.76(17) . . ?
O61 Pr1 N21 81.68(17) . . ?
O41 Pr1 N21 74.16(18) . . ?
O62 Pr1 N21 126.76(18) . . ?
O42 Pr1 N21 72.97(16) . . ?
O52 Pr1 N21 131.15(16) . . ?
O51 Pr1 N21 142.95(17) . . ?
N31 Pr1 N21 122.77(15) . . ?
N71 Pr1 N21 72.81(17) . . ?
O61 Pr1 N11 66.66(17) . . ?
O41 Pr1 N11 71.63(14) . . ?
O62 Pr1 N11 107.63(17) . . ?
O42 Pr1 N11 113.19(15) . . ?
O52 Pr1 N11 167.22(18) . . ?
O51 Pr1 N11 119.34(18) . . ?
N31 Pr1 N11 61.59(14) . . ?
N71 Pr1 N11 122.44(17) . . ?
N21 Pr1 N11 61.18(15) . . ?
C22 N21 C29 104.3(5) . . ?
C22 N21 Pr1 118.6(4) . . ?
C29 N21 Pr1 137.1(4) . . ?
N21 C22 O23 115.5(5) . . ?
N21 C22 C12 125.2(5) . . ?
O23 C22 C12 119.3(5) . . ?
C22 O23 C24 105.1(4) . . ?
C25 C24 C29 124.4(5) . . ?
C25 C24 O23 129.6(5) . . ?
C29 C24 O23 105.9(4) . . ?
C24 C25 C26 116.2(6) . . ?
C27 C26 C25 121.2(6) . . ?
C26 C27 C28 121.9(7) . . ?
C29 C28 C27 116.9(6) . . ?
C24 C29 C28 119.3(5) . . ?
C24 C29 N21 109.2(5) . . ?
C28 C29 N21 131.4(5) . . ?
C16 N11 C12 117.1(5) . . ?
C16 N11 Pr1 121.0(4) . . ?
C12 N11 Pr1 121.9(3) . . ?
N11 C12 C13 123.1(5) . . ?
N11 C12 C22 112.8(5) . . ?
C13 C12 C22 124.1(6) . . ?
C14 C13 C12 118.7(6) . . ?
C15 C14 C13 119.5(5) . . ?
C14 C15 C16 118.6(5) . . ?
N11 C16 C15 123.0(5) . . ?
N11 C16 C32 113.5(5) . . ?
C15 C16 C32 123.4(5) . . ?
C32 N31 C39 104.3(5) . . ?
C32 N31 Pr1 118.2(4) . . ?
C39 N31 Pr1 137.4(4) . . ?
C39 C34 C35 124.9(6) . . ?
C39 C34 O33 108.3(5) . . ?
C35 C34 O33 126.8(5) . . ?
C34 C35 C36 114.4(6) . . ?
C37 C36 C35 122.1(6) . . ?
C38 C37 C36 122.0(6) . . ?
C37 C38 C39 116.8(6) . . ?
C34 C39 N31 107.7(5) . . ?
C34 C39 C38 119.8(6) . . ?
N31 C39 C38 132.5(6) . . ?
N31 C32 O33 116.5(5) . . ?
N31 C32 C16 125.5(5) . . ?
O33 C32 C16 118.0(4) . . ?
C32 O33 C34 103.1(4) . . ?
N53 O51 Pr1 96.9(4) . . ?
N53 O52 Pr1 97.2(4) . . ?
O54 N53 O51 121.2(7) . . ?
O54 N53 O52 122.5(7) . . ?
O51 N53 O52 116.2(5) . . ?
N43 O41 Pr1 97.1(3) . . ?
N43 O42 Pr1 96.6(3) . . ?
O44 N43 O42 122.1(5) . . ?
O44 N43 O41 121.8(6) . . ?
O42 N43 O41 116.0(5) . . ?
C72 N71 Pr1 177.1(5) . . ?
N71 C72 C73 177.0(9) . . ?
N63 O61 Pr1 96.7(5) . . ?
O62 N63 O64 123.7(9) . . ?
O62 N63 O61 116.8(6) . . ?
O64 N63 O61 119.6(10) . . ?
N63 O62 Pr1 96.4(4) . . ?
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
Pr1 O61 2.519(5) . ?
Pr1 O41 2.537(5) . ?
Pr1 O62 2.545(6) . ?
Pr1 O42 2.552(5) . ?
Pr1 O52 2.558(6) . ?
Pr1 O51 2.568(5) . ?
Pr1 N31 2.662(5) . ?
Pr1 N71 2.664(6) . ?
Pr1 N21 2.669(5) . ?
Pr1 N11 2.715(5) . ?
N21 C22 1.303(7) . ?
N21 C29 1.405(7) . ?
C22 O23 1.349(7) . ?
C22 C12 1.461(8) . ?
O23 C24 1.405(6) . ?
C24 C25 1.352(8) . ?
C24 C29 1.395(8) . ?
C25 C26 1.393(9) . ?
C26 C27 1.383(11) . ?
C27 C28 1.398(10) . ?
C28 C29 1.391(8) . ?
N11 C16 1.339(7) . ?
N11 C12 1.349(8) . ?
C12 C13 1.382(8) . ?
C13 C14 1.381(9) . ?
C14 C15 1.363(9) . ?
C15 C16 1.400(8) . ?
C16 C32 1.463(8) . ?
N31 C32 1.290(7) . ?
N31 C39 1.407(8) . ?
C34 C39 1.377(8) . ?
C34 C35 1.383(8) . ?
C34 O33 1.393(7) . ?
C35 C36 1.389(10) . ?
C36 C37 1.398(10) . ?
C37 C38 1.375(10) . ?
C38 C39 1.401(9) . ?
C32 O33 1.349(6) . ?
O51 N53 1.265(7) . ?
O52 N53 1.270(8) . ?
N53 O54 1.200(8) . ?
O41 N43 1.271(7) . ?
O42 N43 1.265(7) . ?
N43 O44 1.215(8) . ?
N71 C72 1.123(8) . ?
C72 C73 1.463(10) . ?
O61 N63 1.275(9) . ?
N63 O62 1.243(10) . ?
N63 O64 1.228(9) . ?
