#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:53:29 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179768 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/64/7006492.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_7006492
loop_
_publ_author_name
'Foreman, Mark R. S.'
'Hudson, Michael J.'
'Drew, Michael G. B.'
'Hill, Clément'
'Madic, Charles'
_publ_section_title
;
 Complexes formed between the quadridentate, heterocyclic molecules
 6,6'-bis-(5,6-dialkyl-1,2,4-triazin-3-yl)-2,2'-bipyridine (BTBP) and
 lanthanides(III): implications for the partitioning of actinides(III)
 and lanthanides(III).
;
_journal_issue                   13
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1645
_journal_page_last               1653
_journal_paper_doi               10.1039/b511321k
_journal_year                    2006
_chemical_formula_sum            'C26 H29 Ho N12 O9'
_chemical_formula_weight         818.54
_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
_cell_angle_alpha                92.403(10)
_cell_angle_beta                 95.251(10)
_cell_angle_gamma                106.591(10)
_cell_formula_units_Z            2
_cell_length_a                   9.998(12)
_cell_length_b                   10.142(14)
_cell_length_c                   16.836(18)
_cell_measurement_temperature    293(2)
_cell_volume                     1625(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_measured_fraction_theta_full 0.92
_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  0.0320
_diffrn_reflns_av_sigmaI/netI    0.0550
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10376
_diffrn_reflns_theta_full        25.73
_diffrn_reflns_theta_max         25.73
_diffrn_reflns_theta_min         1.22
_exptl_absorpt_coefficient_mu    2.503
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.442
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
DIFABS, Walker, N. and Stuart, D., Acta Cryst 1983 A39 158.
;
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.673
_exptl_crystal_description       needle
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         2.165
_refine_diff_density_min         -1.302
_refine_diff_density_rms         0.112
_refine_ls_extinction_coef       0.0036(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   0.856
_refine_ls_goodness_of_fit_obs   0.843
_refine_ls_matrix_type           full
_refine_ls_number_parameters     439
_refine_ls_number_reflns         5711
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.856
_refine_ls_restrained_S_obs      0.843
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_obs          0.0393
_refine_ls_shift/esd_max         0.007
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w=1/[σ²(Fo²)+(0.0602P)²+7.4719P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1053
_refine_ls_wR_factor_obs         0.1009
_reflns_number_observed          5435
_reflns_number_total             5711
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b511321k.txt
_cod_data_source_block           ho
_cod_original_cell_volume        1625.1(34)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7006492
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Ho1 Ho 0.25165(2) 0.25683(2) 0.227458(12) 0.03435(11) Uani 1 d . .
N1 N 0.2424(5) 0.4257(5) 0.0581(3) 0.0448(11) Uani 1 d . .
N2 N 0.1663(5) 0.3151(5) 0.0924(3) 0.0408(10) Uani 1 d . .
C3 C 0.0480(5) 0.2348(6) 0.0533(3) 0.0406(12) Uani 1 d . .
N4 N -0.0044(5) 0.2530(5) -0.0205(3) 0.0459(11) Uani 1 d . .
C5 C 0.0685(6) 0.3589(6) -0.0554(3) 0.0443(12) Uani 1 d . .
C6 C 0.1950(6) 0.4497(6) -0.0141(3) 0.0448(12) Uani 1 d . .
C7 C -0.0356(5) 0.1150(6) 0.0948(3) 0.0415(12) Uani 1 d . .
N8 N 0.0215(4) 0.0956(5) 0.1676(3) 0.0392(10) Uani 1 d . .
C9 C -0.0529(6) -0.0074(6) 0.2083(4) 0.0458(13) Uani 1 d . .
C10 C -0.1843(7) -0.0928(7) 0.1765(4) 0.059(2) Uani 1 d . .
H10 H -0.2335 -0.1635 0.2054 0.071 Uiso 1 calc R .
C11 C -0.2409(7) -0.0716(8) 0.1020(4) 0.063(2) Uani 1 d . .
H11 H -0.3285 -0.1277 0.0803 0.075 Uiso 1 calc R .
C12 C -0.1657(7) 0.0340(7) 0.0599(4) 0.0552(15) Uani 1 d . .
H12 H -0.2016 0.0501 0.0095 0.066 Uiso 1 calc R .
N21 N 0.5143(5) 0.3560(6) 0.3804(3) 0.0559(13) Uani 1 d . .
N22 N 0.3910(5) 0.2576(6) 0.3596(3) 0.0480(11) Uani 1 d . .
C23 C 0.3388(7) 0.1687(7) 0.4116(3) 0.0521(14) Uani 1 d . .
N24 N 0.3996(7) 0.1663(7) 0.4861(3) 0.0638(15) Uani 1 d . .
C25 C 0.5209(8) 0.2617(9) 0.5078(4) 0.066(2) Uani 1 d . .
C26 C 0.5793(7) 0.3583(9) 0.4522(4) 0.066(2) Uani 1 d . .
C27 C 0.2026(7) 0.0642(7) 0.3865(4) 0.056(2) Uani 1 d . .
N28 N 0.1362(5) 0.0728(5) 0.3129(3) 0.0434(10) Uani 1 d . .
C29 C 0.0151(7) -0.0221(7) 0.2894(4) 0.0543(15) Uani 1 d . .
C30 C -0.0449(11) -0.1248(11) 0.3378(6) 0.105(4) Uani 1 d . .
H30 H -0.1294 -0.1903 0.3195 0.126 Uiso 1 calc R .
C31 C 0.0183(13) -0.1307(12) 0.4114(6) 0.122(5) Uani 1 d . .
H31 H -0.0227 -0.1996 0.4439 0.146 Uiso 1 calc R .
C32 C 0.1443(11) -0.0336(11) 0.4381(5) 0.103(4) Uani 1 d . .
H32 H 0.1885 -0.0340 0.4892 0.123 Uiso 1 calc R .
C51 C 0.0180(8) 0.3847(8) -0.1394(4) 0.065(2) Uani 1 d . .
H51D H 0.0870 0.3767 -0.1748 0.078 Uiso 1 calc R .
H51E H 0.0120 0.4785 -0.1395 0.078 Uiso 1 calc R .
C52 C -0.1244(9) 0.2861(9) -0.1725(4) 0.076(2) Uani 1 d . .
H52A H -0.1235 0.1927 -0.1662 0.092 Uiso 1 calc R .
H52B H -0.1429 0.2987 -0.2282 0.092 Uiso 1 calc R .
H52C H -0.1965 0.3050 -0.1439 0.092 Uiso 1 calc R .
C61 C 0.2805(8) 0.5775(8) -0.0502(4) 0.062(2) Uani 1 d . .
H61A H 0.3112 0.5484 -0.0992 0.075 Uiso 1 calc R .
H61B H 0.2190 0.6333 -0.0646 0.075 Uiso 1 calc R .
C62 C 0.4061(9) 0.6667(9) 0.0007(5) 0.078(2) Uani 1 d . .
H62C H 0.3784 0.6947 0.0502 0.094 Uiso 1 calc R .
H62D H 0.4481 0.7469 -0.0267 0.094 Uiso 1 calc R .
H62E H 0.4729 0.6161 0.0112 0.094 Uiso 1 calc R .
C251 C 0.5914(11) 0.2642(12) 0.5908(5) 0.095(3) Uani 1 d . .
H25A H 0.6848 0.2558 0.5866 0.114 Uiso 1 calc R .
H25B H 0.6021 0.3534 0.6179 0.114 Uiso 1 calc R .
C252 C 0.5189(13) 0.1566(13) 0.6410(5) 0.116(4) Uani 1 d . .
H25C H 0.4303 0.1696 0.6508 0.139 Uiso 1 calc R .
H25D H 0.5757 0.1627 0.6910 0.139 Uiso 1 calc R .
H25E H 0.5037 0.0674 0.6140 0.139 Uiso 1 calc R .
C261 C 0.7169(11) 0.4676(15) 0.4729(6) 0.119(5) Uani 1 d . .
H26D H 0.7121 0.5181 0.5223 0.142 Uiso 1 calc R .
H26E H 0.7896 0.4225 0.4831 0.142 Uiso 1 calc R .
C262 C 0.7561(17) 0.5595(17) 0.4173(11) 0.184(8) Uani 1 d . .
H26A H 0.7386 0.5117 0.3652 0.221 Uiso 1 calc R .
H26B H 0.8544 0.6071 0.4284 0.221 Uiso 1 calc R .
H26C H 0.7032 0.6249 0.4187 0.221 Uiso 1 calc R .
O41 O 0.1779(5) 0.3702(6) 0.3469(3) 0.0628(12) Uani 1 d . .
O42 O 0.0633(5) 0.3685(5) 0.2331(3) 0.0574(11) Uani 1 d . .
N43 N 0.0891(6) 0.4142(6) 0.3068(3) 0.0555(13) Uani 1 d . .
O44 O 0.0321(7) 0.4943(7) 0.3333(4) 0.087(2) Uani 1 d . .
O51 O 0.2979(5) 0.1170(6) 0.1121(3) 0.0651(13) Uani 1 d . .
O52 O 0.3784(5) 0.0783(5) 0.2280(3) 0.0607(11) Uani 1 d . .
N53 N 0.3720(5) 0.0570(6) 0.1528(3) 0.0542(13) Uani 1 d . .
O54 O 0.4328(7) -0.0161(7) 0.1219(4) 0.090(2) Uani 1 d . .
O61 O 0.4813(4) 0.3731(5) 0.1901(3) 0.0526(10) Uani 1 d . .
O62 O 0.3711(5) 0.5037(5) 0.2415(3) 0.0590(11) Uani 1 d . .
N63 N 0.4819(6) 0.4938(6) 0.2139(3) 0.0569(14) Uani 1 d . .
O64 O 0.5817(6) 0.5938(6) 0.2087(4) 0.092(2) Uani 1 d . .
N71 N 0.8200(17) 0.1575(15) 0.3830(7) 0.167(6) Uani 1 d . .
C72 C 0.7784(11) 0.1881(10) 0.3254(6) 0.089(3) Uani 1 d . .
C73 C 0.7253(9) 0.2241(11) 0.2514(6) 0.085(3) Uani 1 d . .
H73A H 0.6902 0.3017 0.2602 0.102 Uiso 1 calc R .
H73B H 0.6505 0.1473 0.2267 0.102 Uiso 1 calc R .
H73C H 0.7989 0.2476 0.2171 0.102 Uiso 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ho Ho -0.2175 4.6783 '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 Ho1 O62 52.64(15) . . ?
O61 Ho1 N28 140.4(2) . . ?
O62 Ho1 N28 138.1(2) . . ?
O61 Ho1 O42 123.2(2) . . ?
O62 Ho1 O42 74.8(2) . . ?
N28 Ho1 O42 92.2(2) . . ?
O61 Ho1 O52 75.0(2) . . ?
O62 Ho1 O52 123.2(2) . . ?
N28 Ho1 O52 71.6(2) . . ?
O42 Ho1 O52 161.6(2) . . ?
O61 Ho1 O51 72.0(2) . . ?
O62 Ho1 O51 118.1(2) . . ?
N28 Ho1 O51 101.4(2) . . ?
O42 Ho1 O51 128.0(2) . . ?
O52 Ho1 O51 50.6(2) . . ?
O61 Ho1 N2 84.1(2) . . ?
O62 Ho1 N2 82.2(2) . . ?
N28 Ho1 N2 129.8(2) . . ?
O42 Ho1 N2 67.4(2) . . ?
O52 Ho1 N2 116.0(2) . . ?
O51 Ho1 N2 65.4(2) . . ?
O61 Ho1 N8 140.13(15) . . ?
O62 Ho1 N8 138.8(2) . . ?
N28 Ho1 N8 64.2(2) . . ?
O42 Ho1 N8 69.6(2) . . ?
O52 Ho1 N8 94.8(2) . . ?
O51 Ho1 N8 72.1(2) . . ?
N2 Ho1 N8 65.67(15) . . ?
O61 Ho1 N22 82.1(2) . . ?
O62 Ho1 N22 83.4(2) . . ?
N28 Ho1 N22 65.9(2) . . ?
O42 Ho1 N22 114.6(2) . . ?
O52 Ho1 N22 67.5(2) . . ?
O51 Ho1 N22 116.8(2) . . ?
N2 Ho1 N22 164.2(2) . . ?
N8 Ho1 N22 130.1(2) . . ?
O61 Ho1 O41 115.5(2) . . ?
O62 Ho1 O41 69.4(2) . . ?
N28 Ho1 O41 71.7(2) . . ?
O42 Ho1 O41 50.5(2) . . ?
O52 Ho1 O41 127.7(2) . . ?
O51 Ho1 O41 172.3(2) . . ?
N2 Ho1 O41 116.0(2) . . ?
N8 Ho1 O41 101.4(2) . . ?
N22 Ho1 O41 64.1(2) . . ?
C6 N1 N2 118.0(5) . . ?
C3 N2 N1 119.6(5) . . ?
C3 N2 Ho1 120.1(4) . . ?
N1 N2 Ho1 120.3(3) . . ?
N2 C3 N4 125.1(5) . . ?
N2 C3 C7 117.8(5) . . ?
N4 C3 C7 117.1(5) . . ?
C5 N4 C3 116.4(5) . . ?
N4 C5 C6 120.0(5) . . ?
N4 C5 C51 119.6(6) . . ?
C6 C5 C51 120.4(6) . . ?
N1 C6 C5 120.9(5) . . ?
N1 C6 C61 116.8(5) . . ?
C5 C6 C61 122.3(5) . . ?
N8 C7 C12 123.2(5) . . ?
N8 C7 C3 116.1(4) . . ?
C12 C7 C3 120.6(5) . . ?
C7 N8 C9 118.0(5) . . ?
C7 N8 Ho1 120.2(4) . . ?
C9 N8 Ho1 121.6(4) . . ?
N8 C9 C10 121.6(6) . . ?
N8 C9 C29 115.5(5) . . ?
C10 C9 C29 122.9(6) . . ?
C11 C10 C9 119.6(6) . . ?
C10 C11 C12 119.3(6) . . ?
C11 C12 C7 118.3(6) . . ?
C26 N21 N22 118.4(6) . . ?
C23 N22 N21 119.6(5) . . ?
C23 N22 Ho1 119.9(4) . . ?
N21 N22 Ho1 120.3(4) . . ?
N22 C23 N24 124.9(6) . . ?
N22 C23 C27 117.5(5) . . ?
N24 C23 C27 117.6(6) . . ?
C23 N24 C25 116.7(6) . . ?
N24 C25 C26 119.1(6) . . ?
N24 C25 C251 118.5(8) . . ?
C26 C25 C251 122.4(7) . . ?
N21 C26 C25 121.3(7) . . ?
N21 C26 C261 117.1(7) . . ?
C25 C26 C261 121.6(7) . . ?
N28 C27 C32 122.5(7) . . ?
N28 C27 C23 117.5(5) . . ?
C32 C27 C23 120.0(6) . . ?
C29 N28 C27 117.8(5) . . ?
C29 N28 Ho1 123.1(4) . . ?
C27 N28 Ho1 119.0(4) . . ?
N28 C29 C30 121.7(7) . . ?
N28 C29 C9 115.4(5) . . ?
C30 C29 C9 122.9(6) . . ?
C31 C30 C29 120.5(8) . . ?
C31 C32 C27 117.8(7) . . ?
C30 C31 C32 119.5(7) . . ?
C5 C51 C52 114.1(6) . . ?
C62 C61 C6 116.8(6) . . ?
C252 C251 C25 116.0(8) . . ?
C262 C261 C26 116.0(10) . . ?
N43 O41 Ho1 95.5(4) . . ?
N43 O42 Ho1 98.6(3) . . ?
O44 N43 O41 124.3(6) . . ?
O42 N43 O44 121.1(6) . . ?
O41 N43 O42 114.5(5) . . ?
N53 O51 Ho1 96.3(3) . . ?
N53 O52 Ho1 97.2(4) . . ?
O52 N53 O54 122.5(6) . . ?
O54 N53 O51 122.1(6) . . ?
O52 N53 O51 115.4(5) . . ?
N63 O61 Ho1 96.1(3) . . ?
N63 O62 Ho1 95.2(4) . . ?
O64 N63 O62 122.3(6) . . ?
O64 N63 O61 121.7(6) . . ?
O62 N63 O61 115.9(5) . . ?
N71 C72 C73 178.7(15) . . ?
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
Ho1 O61 2.416(5) . ?
Ho1 O62 2.437(5) . ?
Ho1 N28 2.487(5) . ?
Ho1 O42 2.466(5) . ?
Ho1 O52 2.489(5) . ?
Ho1 O51 2.511(5) . ?
Ho1 N2 2.509(5) . ?
Ho1 N8 2.505(5) . ?
Ho1 N22 2.514(5) . ?
Ho1 O41 2.544(5) . ?
N1 C6 1.322(8) . ?
N2 C3 1.326(7) . ?
N2 N1 1.348(6) . ?
C3 C7 1.503(8) . ?
N4 C3 1.346(7) . ?
C5 N4 1.309(8) . ?
C5 C51 1.517(8) . ?
C6 C5 1.432(9) . ?
C6 C61 1.519(8) . ?
C7 N8 1.351(7) . ?
C7 C12 1.386(8) . ?
C9 N8 1.350(7) . ?
C9 C29 1.501(9) . ?
C10 C9 1.394(8) . ?
C11 C10 1.379(10) . ?
C12 C11 1.384(10) . ?
N21 N22 1.351(7) . ?
C23 N22 1.316(8) . ?
C23 N24 1.347(8) . ?
N24 C25 1.326(10) . ?
C25 C26 1.425(11) . ?
C25 C251 1.501(9) . ?
C26 N21 1.315(8) . ?
C26 C261 1.500(12) . ?
C27 N28 1.369(8) . ?
C27 C23 1.480(9) . ?
C29 N28 1.328(8) . ?
C29 C30 1.383(9) . ?
C30 C31 1.350(13) . ?
C32 C31 1.382(14) . ?
C32 C27 1.384(10) . ?
C52 C51 1.527(11) . ?
C61 C62 1.489(11) . ?
C251 C252 1.472(14) . ?
C262 C261 1.35(2) . ?
O41 N43 1.259(8) . ?
N43 O44 1.211(7) . ?
N43 O42 1.282(7) . ?
O51 N53 1.261(8) . ?
N53 O54 1.213(7) . ?
N53 O52 1.268(7) . ?
N63 O64 1.216(7) . ?
N63 O62 1.268(7) . ?
N63 O61 1.271(7) . ?
N71 C72 1.111(14) . ?
C72 C73 1.412(14) . ?
