#------------------------------------------------------------------------------
#$Date: 2016-03-23 21:24:02 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179448 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/45/4334515.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_4334515
loop_
_publ_author_name
'Ursula J. Williams'
'Brian D. Mahoney'
'Andrew J. Lewis'
'Patrick T. DeGregorio'
'Patrick J. Carroll'
'Eric J. Schelter'
_publ_section_title
;
 Single Crystal to Single Crystal Transformation and Hydrogen-Atom
 Transfer upon Oxidation of a Cerium Coordination Compound
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4142
_journal_page_last               4144
_journal_paper_doi               10.1021/ic4001973
_journal_volume                  52
_journal_year                    2013
_chemical_formula_sum            'C52 H60 Ce N8'
_chemical_formula_weight         937.20
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.146(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.620(3)
_cell_length_b                   18.510(3)
_cell_length_c                   16.014(2)
_cell_measurement_temperature    143(1)
_cell_volume                     5463.6(14)
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      143(1)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'CCD Area Detector'
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_sigmaI/netI    0.0145
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            45576
_diffrn_reflns_theta_full        27.56
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    0.871
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9026
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2007)'
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_F_000             1944
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.946
_refine_diff_density_min         -0.527
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         6291
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.138
_refine_ls_R_factor_all          0.0282
_refine_ls_R_factor_gt           0.0250
_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)+(0.0391P)²+5.5023P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0694
_refine_ls_wR_factor_ref         0.0718
_reflns_number_gt                5834
_reflns_number_total             6291
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic4001973_si_002_2.cif
_cod_data_source_block           UP491
_cod_original_sg_symbol_H-M      'C 2/c '
_cod_database_code               4334515
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ce1 Ce 0.5000 0.571612(7) 0.2500 0.02188(5) Uani 1 2 d S
N1 N 0.41939(8) 0.57253(7) 0.11592(9) 0.0224(3) Uani 1 1 d .
N2 N 0.51551(8) 0.67564(8) 0.15988(9) 0.0240(3) Uani 1 1 d .
N3 N 0.62203(8) 0.56985(8) 0.20795(10) 0.0238(3) Uani 1 1 d .
N4 N 0.52561(8) 0.46752(8) 0.16585(9) 0.0234(3) Uani 1 1 d .
C1 C 0.39069(10) 0.64264(10) 0.12009(10) 0.0258(3) Uani 1 1 d .
C2 C 0.31683(10) 0.66040(11) 0.11179(11) 0.0314(4) Uani 1 1 d .
H2 H 0.2827 0.6241 0.0978 0.042 Uiso 1 1 calc R
C3 C 0.29292(11) 0.72968(12) 0.12358(12) 0.0365(5) Uani 1 1 d .
C4 C 0.34371(12) 0.78438(12) 0.14703(12) 0.0370(4) Uani 1 1 d .
C5 C 0.41710(12) 0.76758(11) 0.15830(12) 0.0329(4) Uani 1 1 d .
H5 H 0.4507 0.8036 0.1759 0.044 Uiso 1 1 calc R
C6 C 0.44190(10) 0.69798(10) 0.14389(11) 0.0263(4) Uani 1 1 d .
C7 C 0.56870(10) 0.70894(10) 0.12930(11) 0.0281(4) Uani 1 1 d .
C8 C 0.63963(10) 0.68198(11) 0.14043(12) 0.0320(4) Uani 1 1 d .
H8 H 0.6746 0.7119 0.1226 0.043 Uiso 1 1 calc R
C9 C 0.66470(10) 0.61555(11) 0.17508(12) 0.0293(4) Uani 1 1 d .
C10 C 0.64239(10) 0.50011(10) 0.23768(11) 0.0269(4) Uani 1 1 d .
C11 C 0.70409(11) 0.48308(12) 0.29520(13) 0.0343(4) Uani 1 1 d .
H11 H 0.7388 0.5187 0.3100 0.046 Uiso 1 1 calc R
C12 C 0.71507(12) 0.41529(13) 0.33059(15) 0.0413(5) Uani 1 1 d .
C13 C 0.66304(12) 0.36125(12) 0.30944(14) 0.0403(5) Uani 1 1 d .
C14 C 0.60214(11) 0.37678(11) 0.25277(13) 0.0331(4) Uani 1 1 d .
H14 H 0.5678 0.3407 0.2386 0.044 Uiso 1 1 calc R
C15 C 0.59032(10) 0.44514(10) 0.21580(12) 0.0264(4) Uani 1 1 d .
C16 C 0.49198(10) 0.43062(9) 0.10136(12) 0.0261(4) Uani 1 1 d .
C17 C 0.42958(10) 0.45698(10) 0.05199(11) 0.0286(4) Uani 1 1 d .
H17 H 0.4070 0.4255 0.0112 0.038 Uiso 1 1 calc R
C18 C 0.39685(9) 0.52451(10) 0.05613(11) 0.0263(4) Uani 1 1 d .
C19 C 0.55516(12) 0.77668(11) 0.07595(14) 0.0385(5) Uani 1 1 d .
H19a H 0.5076 0.7745 0.0438 0.058 Uiso 1 1 calc R
H19b H 0.5908 0.7801 0.0383 0.058 Uiso 1 1 calc R
H19c H 0.5586 0.8183 0.1120 0.058 Uiso 1 1 calc R
C20 C 0.74302(11) 0.59775(13) 0.16854(15) 0.0399(5) Uani 1 1 d .
H20a H 0.7734 0.6140 0.2185 0.060 Uiso 1 1 calc R
H20b H 0.7571 0.6215 0.1201 0.060 Uiso 1 1 calc R
H20c H 0.7482 0.5465 0.1629 0.060 Uiso 1 1 calc R
C21 C 0.51982(12) 0.35894(11) 0.07357(13) 0.0350(4) Uani 1 1 d .
H21a H 0.5712 0.3560 0.0911 0.052 Uiso 1 1 calc R
H21b H 0.5098 0.3552 0.0132 0.052 Uiso 1 1 calc R
H21c H 0.4961 0.3202 0.0987 0.052 Uiso 1 1 calc R
C22 C 0.33610(11) 0.54114(12) -0.01455(12) 0.0349(4) Uani 1 1 d .
H22a H 0.2909 0.5248 0.0009 0.052 Uiso 1 1 calc R
H22b H 0.3451 0.5169 -0.0650 0.052 Uiso 1 1 calc R
H22c H 0.3338 0.5923 -0.0243 0.052 Uiso 1 1 calc R
C23 C 0.21220(13) 0.74499(15) 0.11144(16) 0.0482(6) Uani 1 1 d .
H23a H 0.1859 0.7003 0.1044 0.072 Uiso 1 1 calc R
H23b H 0.1996 0.7745 0.0622 0.072 Uiso 1 1 calc R
H23c H 0.1998 0.7700 0.1600 0.072 Uiso 1 1 calc R
C24 C 0.32055(16) 0.86132(14) 0.16106(19) 0.0568(7) Uani 1 1 d .
H24a H 0.3622 0.8895 0.1830 0.085 Uiso 1 1 calc R
H24b H 0.2863 0.8616 0.2006 0.085 Uiso 1 1 calc R
H24c H 0.2984 0.8816 0.1085 0.085 Uiso 1 1 calc R
C25 C 0.78190(15) 0.40117(18) 0.3943(2) 0.0624(8) Uani 1 1 d .
H25a H 0.8115 0.4438 0.4006 0.094 Uiso 1 1 calc R
H25b H 0.8091 0.3620 0.3750 0.094 Uiso 1 1 calc R
H25c H 0.7674 0.3887 0.4477 0.094 Uiso 1 1 calc R
C26 C 0.67085(16) 0.28737(15) 0.3502(2) 0.0614(7) Uani 1 1 d .
H26a H 0.6285 0.2590 0.3313 0.092 Uiso 1 1 calc R
H26b H 0.6761 0.2925 0.4104 0.092 Uiso 1 1 calc R
H26c H 0.7129 0.2637 0.3347 0.092 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'
Ce Ce -0.2486 2.6331 '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'
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
N4 Ce1 N4 75.50(7) 2_655 .
N4 Ce1 N1 110.37(5) 2_655 .
N4 Ce1 N1 70.30(5) . .
N4 Ce1 N1 70.30(5) 2_655 2_655
N4 Ce1 N1 110.37(5) . 2_655
N1 Ce1 N1 179.20(6) . 2_655
N4 Ce1 N2 104.31(5) 2_655 2_655
N4 Ce1 N2 175.35(5) . 2_655
N1 Ce1 N2 113.84(5) . 2_655
N1 Ce1 N2 65.47(5) 2_655 2_655
N4 Ce1 N2 175.35(5) 2_655 .
N4 Ce1 N2 104.31(5) . .
N1 Ce1 N2 65.47(5) . .
N1 Ce1 N2 113.84(5) 2_655 .
N2 Ce1 N2 76.26(7) 2_655 .
N4 Ce1 N3 65.00(5) 2_655 2_655
N4 Ce1 N3 113.68(5) . 2_655
N1 Ce1 N3 76.35(5) . 2_655
N1 Ce1 N3 103.66(5) 2_655 2_655
N2 Ce1 N3 70.02(5) 2_655 2_655
N2 Ce1 N3 111.26(5) . 2_655
N4 Ce1 N3 113.68(5) 2_655 .
N4 Ce1 N3 65.00(5) . .
N1 Ce1 N3 103.66(5) . .
N1 Ce1 N3 76.35(5) 2_655 .
N2 Ce1 N3 111.26(5) 2_655 .
N2 Ce1 N3 70.02(5) . .
N3 Ce1 N3 178.48(7) 2_655 .
N4 Ce1 C15 27.98(5) 2_655 2_655
N4 Ce1 C15 68.90(5) . 2_655
N1 Ce1 C15 82.78(5) . 2_655
N1 Ce1 C15 97.85(5) 2_655 2_655
N2 Ce1 C15 113.14(5) 2_655 2_655
N2 Ce1 C15 147.52(5) . 2_655
N3 Ce1 C15 51.07(5) 2_655 2_655
N3 Ce1 C15 127.41(5) . 2_655
N4 Ce1 C15 68.90(5) 2_655 .
N4 Ce1 C15 27.98(5) . .
N1 Ce1 C15 97.85(5) . .
N1 Ce1 C15 82.78(5) 2_655 .
N2 Ce1 C15 147.52(5) 2_655 .
N2 Ce1 C15 113.14(5) . .
N3 Ce1 C15 127.41(5) 2_655 .
N3 Ce1 C15 51.07(5) . .
C15 Ce1 C15 76.36(7) 2_655 .
N4 Ce1 C10 50.93(5) 2_655 2_655
N4 Ce1 C10 86.07(5) . 2_655
N1 Ce1 C10 67.73(5) . 2_655
N1 Ce1 C10 112.65(5) 2_655 2_655
N2 Ce1 C10 97.43(5) 2_655 2_655
N2 Ce1 C10 124.47(5) . 2_655
N3 Ce1 C10 27.79(5) 2_655 2_655
N3 Ce1 C10 150.80(5) . 2_655
C15 Ce1 C10 27.40(5) 2_655 2_655
C15 Ce1 C10 101.13(5) . 2_655
N4 Ce1 C10 86.07(5) 2_655 .
N4 Ce1 C10 50.93(5) . .
N1 Ce1 C10 112.65(5) . .
N1 Ce1 C10 67.73(5) 2_655 .
N2 Ce1 C10 124.47(5) 2_655 .
N2 Ce1 C10 97.43(5) . .
N3 Ce1 C10 150.80(5) 2_655 .
N3 Ce1 C10 27.79(5) . .
C15 Ce1 C10 101.13(5) 2_655 .
C15 Ce1 C10 27.40(5) . .
C10 Ce1 C10 127.55(7) 2_655 .
C18 N1 C1 124.52(15) . .
C18 N1 Ce1 136.14(12) . .
C1 N1 Ce1 98.91(10) . .
C7 N2 C6 123.62(16) . .
C7 N2 Ce1 138.10(13) . .
C6 N2 Ce1 98.28(10) . .
C9 N3 C10 125.00(16) . .
C9 N3 Ce1 137.06(12) . .
C10 N3 Ce1 97.72(10) . .
C16 N4 C15 124.34(15) . .
C16 N4 Ce1 137.19(12) . .
C15 N4 Ce1 97.87(10) . .
C2 C1 N1 125.82(17) . .
C2 C1 C6 118.07(17) . .
N1 C1 C6 115.73(16) . .
C2 C1 Ce1 136.76(12) . .
N1 C1 Ce1 53.45(8) . .
C6 C1 Ce1 76.43(10) . .
C3 C2 C1 122.44(19) . .
C2 C3 C4 119.36(18) . .
C2 C3 C23 119.3(2) . .
C4 C3 C23 121.3(2) . .
C5 C4 C3 119.21(19) . .
C5 C4 C24 119.2(2) . .
C3 C4 C24 121.6(2) . .
C4 C5 C6 121.80(19) . .
C5 C6 C1 119.06(17) . .
C5 C6 N2 124.85(17) . .
C1 C6 N2 115.74(16) . .
C5 C6 Ce1 136.50(12) . .
C1 C6 Ce1 76.31(10) . .
N2 C6 Ce1 53.81(8) . .
N2 C7 C8 122.08(17) . .
N2 C7 C19 121.44(18) . .
C8 C7 C19 116.40(17) . .
C7 C8 C9 128.22(17) . .
N3 C9 C8 122.32(17) . .
N3 C9 C20 121.90(18) . .
C8 C9 C20 115.71(18) . .
C11 C10 N3 125.72(17) . .
C11 C10 C15 118.02(18) . .
N3 C10 C15 115.66(16) . .
C11 C10 Ce1 134.94(12) . .
N3 C10 Ce1 54.49(8) . .
C15 C10 Ce1 75.65(10) . .
C12 C11 C10 122.3(2) . .
C11 C12 C13 119.55(19) . .
C11 C12 C25 119.5(2) . .
C13 C12 C25 120.9(2) . .
C14 C13 C12 119.1(2) . .
C14 C13 C26 119.5(2) . .
C12 C13 C26 121.4(2) . .
C13 C14 C15 122.1(2) . .
C14 C15 N4 125.12(17) . .
C14 C15 C10 118.92(17) . .
N4 C15 C10 115.44(16) . .
C14 C15 Ce1 133.72(13) . .
N4 C15 Ce1 54.15(8) . .
C10 C15 Ce1 76.95(10) . .
N4 C16 C17 121.75(16) . .
N4 C16 C21 122.64(18) . .
C17 C16 C21 115.56(17) . .
C16 C17 C18 128.26(17) . .
N1 C18 C17 122.49(16) . .
N1 C18 C22 121.89(17) . .
C17 C18 C22 115.55(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ce1 N4 2.4367(15) 2_655
Ce1 N4 2.4367(15) .
Ce1 N1 2.4393(15) .
Ce1 N1 2.4393(15) 2_655
Ce1 N2 2.4479(15) 2_655
Ce1 N2 2.4479(15) .
Ce1 N3 2.4600(15) 2_655
Ce1 N3 2.4600(16) .
Ce1 C15 2.9781(18) 2_655
Ce1 C15 2.9781(18) .
Ce1 C10 2.9947(18) 2_655
Ce1 C10 2.9947(18) .
N1 C18 1.330(2) .
N1 C1 1.409(2) .
N2 C7 1.318(2) .
N2 C6 1.420(2) .
N3 C9 1.320(2) .
N3 C10 1.409(2) .
N4 C16 1.320(2) .
N4 C15 1.411(2) .
C1 C2 1.402(3) .
C1 C6 1.415(3) .
C2 C3 1.379(3) .
C3 C4 1.400(3) .
C3 C23 1.515(3) .
C4 C5 1.388(3) .
C4 C24 1.514(3) .
C5 C6 1.399(3) .
C7 C8 1.399(3) .
C7 C19 1.518(3) .
C8 C9 1.401(3) .
C9 C20 1.513(3) .
C10 C11 1.403(3) .
C10 C15 1.415(3) .
C11 C12 1.380(3) .
C12 C13 1.400(3) .
C12 C25 1.516(3) .
C13 C14 1.379(3) .
C13 C26 1.513(3) .
C14 C15 1.401(3) .
C16 C17 1.398(3) .
C16 C21 1.514(3) .
C17 C18 1.396(3) .
C18 C22 1.514(2) .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.000 0.007 690 93 ' '
2 1.000 0.500 -0.019 690 93 ' '
