#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:23:34 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179841 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/37/7013747.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_7013747
loop_
_publ_author_name
'Mehdoui, Thouraya'
'Berthet, Jean-Claude'
'Thuéry, Pierre'
'Ephritikhine, Michel'
_publ_section_title
;
 Lanthanide(III)/actinide(III) differentiation in coordination of azine
 molecules to tris(cyclopentadienyl) complexes of cerium and uranium.
;
_journal_issue                   4
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              579
_journal_page_last               590
_journal_paper_doi               10.1039/b313992a
_journal_year                    2004
_chemical_formula_sum            'C32 H44 Ce N'
_chemical_formula_weight         582.80
_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                98.320(3)
_cell_angle_beta                 110.262(2)
_cell_angle_gamma                96.681(3)
_cell_formula_units_Z            2
_cell_length_a                   10.7142(5)
_cell_length_b                   10.8502(4)
_cell_length_c                   13.7197(6)
_cell_measurement_reflns_used    9932
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.67
_cell_measurement_theta_min      3.05
_cell_volume                     1456.49(11)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'Kappa-CCD software (Nonius B.V., 1998)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1999)'
_computing_publication_material  'SHELXTL (Sheldrick, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.916
_diffrn_measured_fraction_theta_max 0.916
_diffrn_measurement_device_type  'Nonius Kappa-CCD'
_diffrn_measurement_method       'φ 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  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0507
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9932
_diffrn_reflns_theta_full        25.67
_diffrn_reflns_theta_max         25.67
_diffrn_reflns_theta_min         3.05
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_exptl_absorpt_coefficient_mu    1.581
_exptl_absorpt_correction_T_max  0.843
_exptl_absorpt_correction_T_min  0.506
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   'program DELABS from PLATON (Spek, 2000)'
_exptl_crystal_colour            'translucent dark yellow'
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_meas      ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             602
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.489
_refine_diff_density_min         -0.455
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         5060
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0236
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+0.3733P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0571
_refine_ls_wR_factor_ref         0.0587
_reflns_number_gt                4643
_reflns_number_total             5060
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b313992a.txt
_cod_data_source_block           (Ce,Bu^t^,pyridine)
_cod_database_code               7013747
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ce Ce 0.497934(14) 0.721898(13) 0.277176(10) 0.01962(6) Uani 1 1 d . . .
N N 0.6229(2) 0.5199(2) 0.28897(17) 0.0244(5) Uani 1 1 d . . .
C1 C 0.7799(3) 0.8542(3) 0.3606(2) 0.0281(6) Uani 1 1 d . . .
C2 C 0.6988(3) 0.9419(3) 0.3173(2) 0.0273(6) Uani 1 1 d . . .
H2 H 0.6973 0.9745 0.2579 0.033 Uiso 1 1 calc R . .
C3 C 0.6210(3) 0.9716(3) 0.3788(2) 0.0288(6) Uani 1 1 d . . .
H3 H 0.5591 1.0264 0.3670 0.035 Uiso 1 1 calc R . .
C4 C 0.6537(3) 0.9038(3) 0.4609(2) 0.0296(6) Uani 1 1 d . . .
H4 H 0.6183 0.9070 0.5141 0.035 Uiso 1 1 calc R . .
C5 C 0.7488(3) 0.8301(3) 0.4494(2) 0.0286(6) Uani 1 1 d . . .
H5 H 0.7854 0.7747 0.4927 0.034 Uiso 1 1 calc R . .
C6 C 0.8952(3) 0.8157(3) 0.3295(2) 0.0320(6) Uani 1 1 d . . .
C7 C 0.9685(3) 0.7280(4) 0.4000(3) 0.0501(9) Uani 1 1 d . . .
H7A H 1.0034 0.7710 0.4729 0.075 Uiso 1 1 calc R . .
H7B H 1.0416 0.7060 0.3799 0.075 Uiso 1 1 calc R . .
H7C H 0.9060 0.6525 0.3912 0.075 Uiso 1 1 calc R . .
C8 C 0.9985(3) 0.9351(3) 0.3470(3) 0.0489(9) Uani 1 1 d . . .
H8A H 0.9574 0.9892 0.3004 0.073 Uiso 1 1 calc R . .
H8B H 1.0749 0.9116 0.3324 0.073 Uiso 1 1 calc R . .
H8C H 1.0280 0.9793 0.4192 0.073 Uiso 1 1 calc R . .
C9 C 0.8478(3) 0.7495(3) 0.2130(2) 0.0352(7) Uani 1 1 d . . .
H9A H 0.7884 0.6709 0.2016 0.053 Uiso 1 1 calc R . .
H9B H 0.9248 0.7331 0.1960 0.053 Uiso 1 1 calc R . .
H9C H 0.8005 0.8029 0.1686 0.053 Uiso 1 1 calc R . .
C10 C 0.3611(3) 0.8181(2) 0.0877(2) 0.0248(6) Uani 1 1 d . . .
C11 C 0.4866(3) 0.8000(3) 0.08233(19) 0.0252(6) Uani 1 1 d . . .
H11 H 0.5560 0.8638 0.0878 0.030 Uiso 1 1 calc R . .
C12 C 0.4901(3) 0.6689(3) 0.0672(2) 0.0258(6) Uani 1 1 d . . .
H12 H 0.5616 0.6315 0.0612 0.031 Uiso 1 1 calc R . .
C13 C 0.3651(3) 0.6053(3) 0.0628(2) 0.0255(6) Uani 1 1 d . . .
H13 H 0.3395 0.5182 0.0532 0.031 Uiso 1 1 calc R . .
C14 C 0.2861(3) 0.6966(2) 0.0754(2) 0.0251(6) Uani 1 1 d . . .
H14 H 0.1990 0.6800 0.0755 0.030 Uiso 1 1 calc R . .
C15 C 0.3042(3) 0.9410(3) 0.0882(2) 0.0312(6) Uani 1 1 d . . .
C16 C 0.2253(4) 0.9508(3) 0.1625(3) 0.0434(8) Uani 1 1 d . . .
H16A H 0.1539 0.8787 0.1405 0.065 Uiso 1 1 calc R . .
H16B H 0.1874 1.0268 0.1598 0.065 Uiso 1 1 calc R . .
H16C H 0.2852 0.9531 0.2337 0.065 Uiso 1 1 calc R . .
C17 C 0.2085(3) 0.9403(3) -0.0251(3) 0.0444(8) Uani 1 1 d . . .
H17A H 0.2573 0.9336 -0.0720 0.067 Uiso 1 1 calc R . .
H17B H 0.1728 1.0175 -0.0265 0.067 Uiso 1 1 calc R . .
H17C H 0.1355 0.8695 -0.0476 0.067 Uiso 1 1 calc R . .
C18 C 0.4180(3) 1.0567(3) 0.1232(2) 0.0319(6) Uani 1 1 d . . .
H18A H 0.4770 1.0601 0.1949 0.048 Uiso 1 1 calc R . .
H18B H 0.3797 1.1323 0.1191 0.048 Uiso 1 1 calc R . .
H18C H 0.4685 1.0499 0.0775 0.048 Uiso 1 1 calc R . .
C19 C 0.2730(3) 0.5493(2) 0.2981(2) 0.0232(5) Uani 1 1 d . . .
C20 C 0.2428(3) 0.6733(2) 0.3025(2) 0.0249(6) Uani 1 1 d . . .
H20 H 0.1717 0.6982 0.2524 0.030 Uiso 1 1 calc R . .
C21 C 0.3388(3) 0.7526(3) 0.3956(2) 0.0260(6) Uani 1 1 d . . .
H21 H 0.3417 0.8384 0.4178 0.031 Uiso 1 1 calc R . .
C22 C 0.4293(3) 0.6783(3) 0.4487(2) 0.0266(6) Uani 1 1 d . . .
H22 H 0.5023 0.7062 0.5126 0.032 Uiso 1 1 calc R . .
C23 C 0.3899(3) 0.5554(2) 0.3882(2) 0.0233(5) Uani 1 1 d . . .
H23 H 0.4341 0.4879 0.4048 0.028 Uiso 1 1 calc R . .
C24 C 0.1816(3) 0.4268(3) 0.2272(2) 0.0283(6) Uani 1 1 d . . .
C25 C 0.1060(3) 0.3688(3) 0.2920(3) 0.0437(8) Uani 1 1 d . . .
H25A H 0.0532 0.4270 0.3106 0.066 Uiso 1 1 calc R . .
H25B H 0.1704 0.3523 0.3554 0.066 Uiso 1 1 calc R . .
H25C H 0.0475 0.2910 0.2503 0.066 Uiso 1 1 calc R . .
C26 C 0.2646(3) 0.3319(3) 0.1984(3) 0.0381(7) Uani 1 1 d . . .
H26A H 0.2051 0.2546 0.1567 0.057 Uiso 1 1 calc R . .
H26B H 0.3278 0.3149 0.2621 0.057 Uiso 1 1 calc R . .
H26C H 0.3128 0.3666 0.1585 0.057 Uiso 1 1 calc R . .
C27 C 0.0763(3) 0.4485(3) 0.1260(2) 0.0357(7) Uani 1 1 d . . .
H27A H 0.0241 0.5078 0.1440 0.054 Uiso 1 1 calc R . .
H27B H 0.0175 0.3697 0.0873 0.054 Uiso 1 1 calc R . .
H27C H 0.1210 0.4815 0.0831 0.054 Uiso 1 1 calc R . .
C28 C 0.6842(3) 0.4917(3) 0.3843(2) 0.0278(6) Uani 1 1 d . . .
H28 H 0.6824 0.5440 0.4436 0.033 Uiso 1 1 calc R . .
C29 C 0.7499(3) 0.3893(3) 0.3996(2) 0.0307(6) Uani 1 1 d . . .
H29 H 0.7909 0.3738 0.4674 0.037 Uiso 1 1 calc R . .
C30 C 0.7534(3) 0.3109(3) 0.3127(2) 0.0339(7) Uani 1 1 d . . .
H30 H 0.7969 0.2416 0.3206 0.041 Uiso 1 1 calc R . .
C31 C 0.6907(3) 0.3375(3) 0.2129(2) 0.0319(6) Uani 1 1 d . . .
H31 H 0.6917 0.2864 0.1527 0.038 Uiso 1 1 calc R . .
C32 C 0.6269(3) 0.4410(3) 0.2049(2) 0.0276(6) Uani 1 1 d . . .
H32 H 0.5842 0.4574 0.1377 0.033 Uiso 1 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'
Ce Ce -0.2486 2.6331 '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
N Ce C21 117.24(7) . . ?
N Ce C22 89.80(7) . . ?
C21 Ce C22 29.50(8) . . ?
N Ce C3 125.47(8) . . ?
C21 Ce C3 84.15(8) . . ?
C22 Ce C3 91.56(8) . . ?
N Ce C13 84.18(7) . . ?
C21 Ce C13 116.70(8) . . ?
C22 Ce C13 128.13(8) . . ?
C3 Ce C13 132.68(8) . . ?
N Ce C4 105.88(8) . . ?
C21 Ce C4 73.47(8) . . ?
C22 Ce C4 68.91(8) . . ?
C3 Ce C4 28.90(8) . . ?
C13 Ce C4 161.06(8) . . ?
N Ce C12 81.00(7) . . ?
C21 Ce C12 143.25(8) . . ?
C22 Ce C12 155.76(8) . . ?
C3 Ce C12 112.07(8) . . ?
C13 Ce C12 29.01(8) . . ?
C4 Ce C12 135.17(8) . . ?
N Ce C14 111.97(7) . . ?
C21 Ce C14 96.18(8) . . ?
C22 Ce C14 118.67(8) . . ?
C3 Ce C14 114.67(8) . . ?
C13 Ce C14 28.70(8) . . ?
C4 Ce C14 141.13(8) . . ?
C12 Ce C14 47.26(8) . . ?
N Ce C20 112.40(7) . . ?
C21 Ce C20 29.02(8) . . ?
C22 Ce C20 47.48(8) . . ?
C3 Ce C20 107.96(8) . . ?
C13 Ce C20 88.06(8) . . ?
C4 Ce C20 102.28(8) . . ?
C12 Ce C20 116.06(8) . . ?
C14 Ce C20 71.43(8) . . ?
N Ce C2 107.62(7) . . ?
C21 Ce C2 112.86(8) . . ?
C22 Ce C2 115.86(8) . . ?
C3 Ce C2 28.73(8) . . ?
C13 Ce C2 115.03(8) . . ?
C4 Ce C2 47.00(8) . . ?
C12 Ce C2 88.35(8) . . ?
C14 Ce C2 110.62(8) . . ?
C20 Ce C2 135.49(8) . . ?
N Ce C5 79.69(8) . . ?
C21 Ce C5 95.31(8) . . ?
C22 Ce C5 79.54(8) . . ?
C3 Ce C5 47.25(8) . . ?
C13 Ce C5 147.96(8) . . ?
C4 Ce C5 28.53(8) . . ?
C12 Ce C5 120.19(8) . . ?
C14 Ce C5 157.18(8) . . ?
C20 Ce C5 123.67(8) . . ?
C2 Ce C5 46.59(8) . . ?
N Ce C11 106.71(7) . . ?
C21 Ce C11 131.54(8) . . ?
C22 Ce C11 160.89(8) . . ?
C3 Ce C11 86.65(8) . . ?
C13 Ce C11 47.11(8) . . ?
C4 Ce C11 113.99(8) . . ?
C12 Ce C11 28.64(7) . . ?
C14 Ce C11 46.51(7) . . ?
C20 Ce C11 115.31(7) . . ?
C2 Ce C11 68.89(7) . . ?
C5 Ce C11 112.28(8) . . ?
C28 N C32 116.1(2) . . ?
C2 C1 C5 106.3(3) . . ?
C2 C1 C6 125.3(2) . . ?
C5 C1 C6 127.5(3) . . ?
C3 C2 C1 108.9(2) . . ?
C4 C3 C2 107.7(3) . . ?
C5 C4 C3 108.4(2) . . ?
C4 C5 C1 108.7(3) . . ?
C1 C6 C9 112.7(2) . . ?
C1 C6 C8 108.6(3) . . ?
C9 C6 C8 108.1(2) . . ?
C1 C6 C7 110.8(2) . . ?
C9 C6 C7 109.0(3) . . ?
C8 C6 C7 107.5(3) . . ?
C11 C10 C14 106.9(2) . . ?
C11 C10 C15 127.5(2) . . ?
C14 C10 C15 124.8(2) . . ?
C10 C11 C12 109.0(2) . . ?
C13 C12 C11 107.4(2) . . ?
C14 C13 C12 108.0(2) . . ?
C13 C14 C10 108.7(2) . . ?
C10 C15 C18 110.9(2) . . ?
C10 C15 C16 110.5(2) . . ?
C18 C15 C16 109.4(3) . . ?
C10 C15 C17 108.4(2) . . ?
C18 C15 C17 108.4(2) . . ?
C16 C15 C17 109.2(3) . . ?
C23 C19 C20 106.4(2) . . ?
C23 C19 C24 124.7(2) . . ?
C20 C19 C24 127.4(2) . . ?
C21 C20 C19 108.7(2) . . ?
C22 C21 C20 107.6(2) . . ?
C23 C22 C21 107.8(2) . . ?
C22 C23 C19 109.5(2) . . ?
C27 C24 C19 113.0(2) . . ?
C27 C24 C26 109.4(2) . . ?
C19 C24 C26 111.2(2) . . ?
C27 C24 C25 108.0(2) . . ?
C19 C24 C25 106.7(2) . . ?
C26 C24 C25 108.3(2) . . ?
N C28 C29 123.9(3) . . ?
C30 C29 C28 118.8(3) . . ?
C29 C30 C31 118.7(3) . . ?
C32 C31 C30 118.7(3) . . ?
N C32 C31 123.7(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
Ce N 2.694(2) . ?
Ce C21 2.748(3) . ?
Ce C22 2.782(3) . ?
Ce C3 2.798(3) . ?
Ce C13 2.808(3) . ?
Ce C4 2.813(3) . ?
Ce C12 2.825(2) . ?
Ce C14 2.859(2) . ?
Ce C20 2.871(3) . ?
Ce C2 2.870(3) . ?
Ce C5 2.872(3) . ?
Ce C11 2.887(2) . ?
Ce C23 2.907(3) . ?
Ce C10 2.915(3) . ?
Ce C1 2.935(3) . ?
Ce C19 2.997(3) . ?
N C28 1.343(3) . ?
N C32 1.350(3) . ?
C1 C2 1.418(4) . ?
C1 C5 1.420(4) . ?
C1 C6 1.522(4) . ?
C2 C3 1.408(4) . ?
C3 C4 1.400(4) . ?
C4 C5 1.402(4) . ?
C6 C9 1.532(4) . ?
C6 C8 1.535(4) . ?
C6 C7 1.540(4) . ?
C10 C11 1.407(4) . ?
C10 C14 1.417(4) . ?
C10 C15 1.529(4) . ?
C11 C12 1.414(4) . ?
C12 C13 1.411(4) . ?
C13 C14 1.405(4) . ?
C15 C18 1.535(4) . ?
C15 C16 1.533(4) . ?
C15 C17 1.535(4) . ?
C19 C23 1.410(4) . ?
C19 C20 1.417(4) . ?
C19 C24 1.528(4) . ?
C20 C21 1.413(4) . ?
C21 C22 1.409(4) . ?
C22 C23 1.398(4) . ?
C24 C27 1.526(4) . ?
C24 C26 1.531(4) . ?
C24 C25 1.545(4) . ?
C28 C29 1.387(4) . ?
C29 C30 1.374(4) . ?
C30 C31 1.390(4) . ?
C31 C32 1.380(4) . ?
