#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/12/4321239.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_4321239
loop_
_publ_author_name
'Yann Bretonnière'
'Raphaël Wietzke'
'Colette Lebrun'
'Marinella Mazzanti'
'Jacques Pécaut'
_publ_section_title
;
 Solid-State and Solution Structure of Lanthanide Complexes of a New
 Nonadentate Tripodal Ligand Containing Phenanthroline Binding Units
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3499
_journal_page_last               3505
_journal_paper_doi               10.1021/ic991115a
_journal_volume                  39
_journal_year                    2000
_chemical_formula_sum            'C55 H50.5 F9 N11.5 Nd O13 S3'
_chemical_formula_weight         1491.99
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           147
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-P 3'
_symmetry_space_group_name_H-M   'P -3'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            2
_cell_length_a                   17.8653(19)
_cell_length_b                   17.8653(19)
_cell_length_c                   11.5697(17)
_cell_measurement_temperature    143(2)
_cell_volume                     3198.0(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      143(2)
_diffrn_measured_fraction_theta_full 0.930
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.1704
_diffrn_reflns_av_sigmaI/netI    0.2062
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20341
_diffrn_reflns_theta_full        29.11
_diffrn_reflns_theta_max         29.11
_diffrn_reflns_theta_min         2.20
_exptl_absorpt_coefficient_mu    1.005
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1508
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.5
_refine_diff_density_max         2.379
_refine_diff_density_min         -2.206
_refine_diff_density_rms         0.203
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         5333
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.1619
_refine_ls_R_factor_gt           0.0776
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1942
_refine_ls_wR_factor_ref         0.2231
_reflns_number_gt                2944
_reflns_number_total             5333
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic991115a_2.cif
_cod_data_source_block           struc
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Trigonal' changed to 'trigonal'
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_original_formula_sum        'C55 H50.50 F9 N11.50 Nd O13 S3'
_cod_database_code               4321239
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -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 0.6667 0.3333 0.97782(5) 0.0176(2) Uani 1 3 d S . .
O1 O 0.7647(4) 0.4181(4) 0.8380(5) 0.0431(15) Uani 1 1 d . . .
N1 N 0.6667 0.3333 0.5429(10) 0.041(3) Uani 1 3 d S . .
N2 N 0.7838(5) 0.5018(5) 0.6832(6) 0.0427(19) Uani 1 1 d . . .
H2N H 0.7824 0.5467 0.6546 0.051 Uiso 1 1 calc R . .
N3 N 0.6863(5) 0.4793(5) 0.9578(6) 0.0403(18) Uani 1 1 d . . .
N4 N 0.5819(5) 0.3685(5) 1.1210(6) 0.0388(18) Uani 1 1 d . . .
C1 C 0.7473(6) 0.4102(6) 0.5088(8) 0.049(2) Uani 1 1 d . . .
H1A H 0.7333 0.4522 0.4738 0.059 Uiso 1 1 calc R . .
H1B H 0.7755 0.3935 0.4484 0.059 Uiso 1 1 calc R . .
C2 C 0.8121(6) 0.4552(6) 0.6072(7) 0.045(2) Uani 1 1 d . . .
H2A H 0.8180 0.4115 0.6528 0.053 Uiso 1 1 calc R . .
H2B H 0.8694 0.4962 0.5744 0.053 Uiso 1 1 calc R . .
C3 C 0.7605(6) 0.4809(6) 0.7915(7) 0.037(2) Uani 1 1 d . . .
C4 C 0.7249(6) 0.5248(6) 0.8642(7) 0.041(2) Uani 1 1 d . . .
C5 C 0.7279(7) 0.6022(6) 0.8355(8) 0.048(2) Uani 1 1 d . . .
H5 H 0.7578 0.6337 0.7685 0.057 Uiso 1 1 calc R . .
C6 C 0.6870(7) 0.6315(7) 0.9057(9) 0.057(3) Uani 1 1 d . . .
H6 H 0.6898 0.6849 0.8888 0.068 Uiso 1 1 calc R . .
C7 C 0.6405(7) 0.5834(7) 1.0034(8) 0.055(3) Uani 1 1 d . . .
C8 C 0.5902(7) 0.6056(7) 1.0783(9) 0.061(3) Uani 1 1 d . . .
H8 H 0.5896 0.6579 1.0657 0.073 Uiso 1 1 calc R . .
C9 C 0.5441(7) 0.5535(7) 1.1658(9) 0.058(3) Uani 1 1 d . . .
H9 H 0.5144 0.5715 1.2166 0.070 Uiso 1 1 calc R . .
C10 C 0.5384(6) 0.4717(6) 1.1848(7) 0.044(2) Uani 1 1 d . . .
C11 C 0.4830(7) 0.4138(7) 1.2680(8) 0.051(3) Uani 1 1 d . . .
H11 H 0.4512 0.4293 1.3190 0.061 Uiso 1 1 calc R . .
C12 C 0.4759(6) 0.3325(7) 1.2734(7) 0.048(2) Uani 1 1 d . . .
H12 H 0.4369 0.2905 1.3265 0.057 Uiso 1 1 calc R . .
C13 C 0.5257(6) 0.3129(6) 1.2018(7) 0.045(2) Uani 1 1 d . . .
H13 H 0.5205 0.2575 1.2092 0.054 Uiso 1 1 calc R . .
C14 C 0.5859(6) 0.4470(6) 1.1129(7) 0.040(2) Uani 1 1 d . . .
C15 C 0.6397(6) 0.5054(6) 1.0236(7) 0.041(2) Uani 1 1 d . . .
S1 S 1.08640(19) 0.6957(2) 0.5405(2) 0.0608(8) Uani 1 1 d . . .
F13 F 1.0303(6) 0.8041(6) 0.5603(7) 0.111(3) Uani 1 1 d . . .
O13 O 1.1354(6) 0.7280(6) 0.6464(7) 0.089(3) Uani 1 1 d . . .
F12 F 0.9517(6) 0.6941(6) 0.4546(9) 0.127(3) Uani 1 1 d . . .
F11 F 0.9513(6) 0.6817(7) 0.6450(8) 0.136(4) Uani 1 1 d . . .
O12 O 1.0408(8) 0.6032(6) 0.5233(10) 0.133(5) Uani 1 1 d . . .
O11 O 1.1339(7) 0.7448(10) 0.4402(8) 0.153(6) Uani 1 1 d . . .
C21 C 1.0017(9) 0.7200(9) 0.5517(12) 0.080(4) Uani 1 1 d . . .
C42 C 1.133(2) 0.1675(16) 0.272(3) 0.149(12) Uani 0.67 1 d P . .
C41 C 1.0665(16) 0.0820(16) 0.3438(19) 0.102(7) Uani 0.67 1 d P . .
O2 O 0.984(2) 0.0545(16) 0.285(2) 0.093(9) Uani 0.33 1 d P . .
N5 N 0.8746(18) 0.686(3) 0.037(3) 0.178(17) Uani 0.50 1 d P . .
C32 C 0.8067(19) 0.7591(17) 0.150(2) 0.098(10) Uani 0.50 1 d P . .
C31 C 0.8489(14) 0.7215(16) 0.097(2) 0.062(6) Uani 0.50 1 d P . .
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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 O1 76.3(2) 2_655 . ?
O1 Nd O1 76.3(2) 2_655 3_665 ?
O1 Nd O1 76.3(2) . 3_665 ?
O1 Nd N3 130.1(2) 2_655 3_665 ?
O1 Nd N3 65.1(2) . 3_665 ?
O1 Nd N3 65.1(2) 3_665 3_665 ?
O1 Nd N3 65.1(2) 2_655 2_655 ?
O1 Nd N3 130.1(2) . 2_655 ?
O1 Nd N3 65.1(2) 3_665 2_655 ?
N3 Nd N3 119.13(5) 3_665 2_655 ?
O1 Nd N3 65.1(2) 2_655 . ?
O1 Nd N3 65.1(2) . . ?
O1 Nd N3 130.1(2) 3_665 . ?
N3 Nd N3 119.13(5) 3_665 . ?
N3 Nd N3 119.13(5) 2_655 . ?
O1 Nd N4 130.5(2) 2_655 2_655 ?
O1 Nd N4 143.3(2) . 2_655 ?
O1 Nd N4 85.9(2) 3_665 2_655 ?
N3 Nd N4 78.3(2) 3_665 2_655 ?
N3 Nd N4 65.4(2) 2_655 2_655 ?
N3 Nd N4 143.4(2) . 2_655 ?
O1 Nd N4 143.3(2) 2_655 3_665 ?
O1 Nd N4 85.9(2) . 3_665 ?
O1 Nd N4 130.5(2) 3_665 3_665 ?
N3 Nd N4 65.4(2) 3_665 3_665 ?
N3 Nd N4 143.4(2) 2_655 3_665 ?
N3 Nd N4 78.3(2) . 3_665 ?
N4 Nd N4 81.7(2) 2_655 3_665 ?
O1 Nd N4 85.9(2) 2_655 . ?
O1 Nd N4 130.5(2) . . ?
O1 Nd N4 143.3(2) 3_665 . ?
N3 Nd N4 143.4(2) 3_665 . ?
N3 Nd N4 78.3(2) 2_655 . ?
N3 Nd N4 65.4(2) . . ?
N4 Nd N4 81.7(2) 2_655 . ?
N4 Nd N4 81.7(2) 3_665 . ?
C3 O1 Nd 120.8(6) . . ?
C1 N1 C1 113.0(5) 2_655 . ?
C1 N1 C1 113.0(5) 2_655 3_665 ?
C1 N1 C1 113.0(5) . 3_665 ?
C3 N2 C2 124.1(8) . . ?
C4 N3 C15 117.7(8) . . ?
C4 N3 Nd 118.9(6) . . ?
C15 N3 Nd 121.2(6) . . ?
C13 N4 C14 115.7(8) . . ?
C13 N4 Nd 125.5(6) . . ?
C14 N4 Nd 118.5(5) . . ?
N1 C1 C2 115.0(8) . . ?
N2 C2 C1 111.1(8) . . ?
O1 C3 N2 120.1(8) . . ?
O1 C3 C4 116.8(7) . . ?
N2 C3 C4 123.1(8) . . ?
N3 C4 C5 123.6(9) . . ?
N3 C4 C3 111.5(8) . . ?
C5 C4 C3 124.9(8) . . ?
C6 C5 C4 118.5(9) . . ?
C5 C6 C7 120.6(10) . . ?
C15 C7 C6 116.6(9) . . ?
C15 C7 C8 118.3(9) . . ?
C6 C7 C8 124.9(10) . . ?
C9 C8 C7 120.9(10) . . ?
C8 C9 C10 122.0(9) . . ?
C11 C10 C14 119.3(9) . . ?
C11 C10 C9 121.6(9) . . ?
C14 C10 C9 118.9(8) . . ?
C12 C11 C10 117.6(9) . . ?
C13 C12 C11 120.1(9) . . ?
N4 C13 C12 123.8(9) . . ?
N4 C14 C10 123.3(8) . . ?
N4 C14 C15 117.7(8) . . ?
C10 C14 C15 119.0(8) . . ?
N3 C15 C7 122.5(8) . . ?
N3 C15 C14 116.8(8) . . ?
C7 C15 C14 120.7(9) . . ?
O12 S1 O11 114.0(8) . . ?
O12 S1 O13 117.1(6) . . ?
O11 S1 O13 112.5(7) . . ?
O12 S1 C21 103.1(7) . . ?
O11 S1 C21 102.9(6) . . ?
O13 S1 C21 105.1(6) . . ?
F13 C21 F11 107.2(13) . . ?
F13 C21 F12 105.2(12) . . ?
F11 C21 F12 109.2(12) . . ?
F13 C21 S1 112.9(10) . . ?
F11 C21 S1 111.6(10) . . ?
F12 C21 S1 110.5(10) . . ?
O2 C41 O2 88(3) 3_765 . ?
O2 C41 C42 103(2) 3_765 . ?
O2 C41 C42 103(2) . . ?
C41 O2 C41 110(3) 2_645 . ?
N5 C31 C32 169(3) . . ?
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 2.307(6) 2_655 ?
Nd O1 2.307(6) . ?
Nd O1 2.308(6) 3_665 ?
Nd N3 2.462(8) 3_665 ?
Nd N3 2.462(8) 2_655 ?
Nd N3 2.462(8) . ?
Nd N4 2.527(7) 2_655 ?
Nd N4 2.527(7) 3_665 ?
Nd N4 2.527(7) . ?
O1 C3 1.280(10) . ?
N1 C1 1.463(10) 2_655 ?
N1 C1 1.463(10) . ?
N1 C1 1.463(10) 3_665 ?
N2 C3 1.314(10) . ?
N2 C2 1.464(11) . ?
N3 C4 1.323(11) . ?
N3 C15 1.370(11) . ?
N4 C13 1.368(11) . ?
N4 C14 1.370(11) . ?
C1 C2 1.534(12) . ?
C3 C4 1.492(12) . ?
C4 C5 1.397(12) . ?
C5 C6 1.359(13) . ?
C6 C7 1.412(13) . ?
C7 C15 1.406(13) . ?
C7 C8 1.440(14) . ?
C8 C9 1.343(14) . ?
C9 C10 1.430(13) . ?
C10 C11 1.397(13) . ?
C10 C14 1.409(12) . ?
C11 C12 1.396(14) . ?
C12 C13 1.382(12) . ?
C14 C15 1.441(12) . ?
S1 O12 1.445(9) . ?
S1 O11 1.446(10) . ?
S1 O13 1.448(8) . ?
S1 C21 1.776(15) . ?
F13 C21 1.326(15) . ?
F12 C21 1.364(15) . ?
F11 C21 1.352(14) . ?
C42 C41 1.62(3) . ?
C41 O2 1.39(3) 3_765 ?
C41 O2 1.46(3) . ?
O2 C41 1.39(3) 2_645 ?
N5 C31 1.18(3) . ?
C32 C31 1.38(3) . ?
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
N2 H2N O11 0.88 1.93 2.771(12) 158.6 5_566
