#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/17/8101751.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_8101751
loop_
_publ_author_name
'B.-S. Zhang'
'X.-C. Zhu'
'Y.-Y. Yu'
'L. Chen'
'Z.-B. Chen'
'Y.-M. Hu'
_publ_section_title
;
Crystal structure of bis[(1,10-phenanthroline-N,N')-(2-bromobenzoato)
bis(μ-2-bromobenzoato)holmium(III)], [Ho(C₁₂H₈N₂)(BrC₇H₄O₂)
₃]₂
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              211
_journal_page_last               212
_journal_volume                  220
_journal_year                    2005
_chemical_formula_sum            'C66 H40 Br6 Ho2 N4 O12'
_chemical_formula_weight         1890.34
_chemical_name_systematic
; 
bis[(2-bromobenzoato)(1,10-phenanthroline-N,N')bis(μ-2-bromobenzoato)
holmium(III)]
;
_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                110.73(3)
_cell_angle_beta                 105.02(3)
_cell_angle_gamma                104.02(3)
_cell_formula_units_Z            1
_cell_length_a                   11.368(2)
_cell_length_b                   12.212(2)
_cell_length_c                   13.944(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1624.7(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker SMART APEX CCD II'
_diffrn_measurement_method       phi/omega
_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  0.0368
_diffrn_reflns_av_sigmaI/netI    0.0422
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            25743
_diffrn_reflns_theta_full        28.69
_diffrn_reflns_theta_max         28.69
_diffrn_reflns_theta_min         1.69
_exptl_absorpt_coefficient_mu    6.170
_exptl_crystal_colour            yellowish
_exptl_crystal_density_diffrn    1.932
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       pillar-like
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.338
_exptl_crystal_size_mid          0.202
_exptl_crystal_size_min          0.102
_refine_diff_density_max         2.383
_refine_diff_density_min         -2.418
_refine_diff_density_rms         0.167
_refine_ls_extinction_coef       0.0021(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         8231
_refine_ls_number_restraints     45
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0563
_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)+(0.1022P)²+3.4783P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1598
_refine_ls_wR_factor_ref         0.1710
_reflns_number_gt                6589
_reflns_number_total             8231
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-1492.cff
_cod_data_source_block           tref
_cod_original_cell_volume        1624.8(6)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               8101751
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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ho1 Ho 0.41498(3) 0.05978(3) 0.38521(2) 0.04098(13) Uani 1 2 i d . . .
O1 O 0.3952(5) 0.1397(5) 0.5551(4) 0.0597(13) Uani 1 2 i d . . .
O2 O 0.6233(5) 0.2228(5) 0.4995(5) 0.0619(13) Uani 1 2 i d . . .
O3 O 0.2641(6) -0.0522(7) 0.1992(5) 0.0776(18) Uani 1 2 i d . . .
O4 O 0.1792(5) 0.0106(6) 0.3215(5) 0.0640(14) Uani 1 2 i d . . .
O5 O 0.3408(7) -0.1138(6) 0.4081(7) 0.0802(19) Uani 1 2 i d . . .
O6 O 0.5448(6) -0.0510(5) 0.3348(5) 0.0614(14) Uani 1 2 i d . . .
N1 N 0.5072(7) 0.1569(7) 0.2728(6) 0.0619(16) Uani 1 2 i d . . .
N2 N 0.3730(6) 0.2550(6) 0.3926(5) 0.0538(14) Uani 1 2 i d . . .
Br1 Br -0.04168(18) 0.1005(2) 0.25479(17) 0.1640(9) Uani 1 2 i d . . .
Br2 Br 0.5899(2) 0.3049(2) 0.89406(11) 0.1397(6) Uani 1 2 i d . . .
Br3 Br 0.88422(15) 0.31620(17) 0.46624(12) 0.1211(5) Uani 1 2 i d . . .
C1 C 0.5715(12) 0.1101(13) 0.2130(10) 0.092(3) Uani 1 2 i d . . .
H1 H 0.5810 0.0348 0.2071 0.111 Uiso 1 2 i calc R . .
C2 C 0.6258(15) 0.1716(17) 0.1580(12) 0.118(5) Uani 1 2 i d . . .
H2 H 0.6711 0.1372 0.1165 0.141 Uiso 1 2 i calc R . .
C3 C 0.6127(12) 0.2782(16) 0.1652(12) 0.109(5) Uani 1 2 i d . . .
H3 H 0.6456 0.3156 0.1252 0.130 Uiso 1 2 i calc R . .
C4 C 0.5525(10) 0.3360(12) 0.2296(9) 0.087(3) Uani 1 2 i d . . .
C5 C 0.5313(12) 0.4555(12) 0.2436(12) 0.104(5) Uani 1 2 i d . . .
H5 H 0.5686 0.5019 0.2114 0.125 Uiso 1 2 i calc R . .
C6 C 0.4620(13) 0.4982(11) 0.2996(11) 0.096(4) Uani 1 2 i d . . .
H6 H 0.4505 0.5730 0.3061 0.115 Uiso 1 2 i calc R . .
C7 C 0.4068(10) 0.4314(8) 0.3482(8) 0.076(3) Uani 1 2 i d . . .
C8 C 0.3257(13) 0.4699(9) 0.4060(11) 0.103(5) Uani 1 2 i d . . .
H8 H 0.3093 0.5421 0.4102 0.124 Uiso 1 2 i calc R . .
C9 C 0.2722(10) 0.4048(9) 0.4546(10) 0.086(3) Uani 1 2 i d . . .
H9 H 0.2191 0.4303 0.4915 0.103 Uiso 1 2 i calc R . .
C10 C 0.2997(9) 0.2981(8) 0.4473(8) 0.068(2) Uani 1 2 i d . . .
H10 H 0.2655 0.2538 0.4823 0.081 Uiso 1 2 i calc R . .
C11 C 0.4231(8) 0.3202(7) 0.3450(7) 0.0579(19) Uani 1 2 i d . . .
C12 C 0.4974(8) 0.2705(8) 0.2819(7) 0.065(2) Uani 1 2 i d . . .
C13 C 0.8227(7) 0.3100(8) 0.6502(7) 0.0566(17) Uani 1 2 i d D . .
C14 C 0.8522(11) 0.3557(12) 0.7646(10) 0.108(4) Uani 1 2 i d D . .
H14 H 0.7950 0.3166 0.7901 0.130 Uiso 1 2 i calc R . .
C15 C 0.9624(14) 0.4554(16) 0.8379(10) 0.142(7) Uani 1 2 i d D . .
H15 H 0.9810 0.4845 0.9135 0.171 Uiso 1 2 i calc R . .
C16 C 1.0478(14) 0.5147(16) 0.8014(11) 0.138(6) Uani 1 2 i d D . .
H16 H 1.1244 0.5825 0.8530 0.165 Uiso 1 2 i calc R . .
C17 C 1.0223(10) 0.4760(12) 0.6916(10) 0.107(4) Uani 1 2 i d D . .
H17 H 1.0787 0.5180 0.6673 0.128 Uiso 1 2 i calc R . .
C18 C 0.9108(8) 0.3731(9) 0.6174(9) 0.076(2) Uani 1 2 i d D . .
C19 C 0.6936(7) 0.2078(6) 0.5741(7) 0.0509(16) Uani 1 2 i d . . .
C20 C 0.0434(9) -0.0861(10) 0.1255(8) 0.082(3) Uani 1 2 i d D . .
C21 C -0.0569(11) -0.0359(12) 0.1331(12) 0.117(5) Uani 1 2 i d D . .
C22 C -0.1727(14) -0.0803(15) 0.0386(11) 0.137(6) Uani 1 2 i d D . .
H22 H -0.2357 -0.0441 0.0397 0.164 Uiso 1 2 i calc R . .
C23 C -0.1862(14) -0.1824(16) -0.0566(12) 0.141(6) Uani 1 2 i d D . .
H23 H -0.2622 -0.2140 -0.1191 0.169 Uiso 1 2 i calc R . .
C24 C -0.0945(14) -0.2410(16) -0.0653(12) 0.149(7) Uani 1 2 i d D . .
H24 H -0.1161 -0.3137 -0.1293 0.179 Uiso 1 2 i calc R . .
C25 C 0.0289(13) -0.1923(13) 0.0203(10) 0.164(9) Uani 1 2 i d D . .
H25 H 0.0954 -0.2225 0.0131 0.197 Uiso 1 2 i calc R . .
C26 C 0.1686(8) -0.0384(8) 0.2239(7) 0.0595(19) Uani 1 2 i d . . .
C27 C 0.3426(9) 0.1879(9) 0.7143(8) 0.071(2) Uani 1 2 i d D . .
C28 C 0.4192(16) 0.2679(9) 0.8323(10) 0.129(7) Uani 1 2 i d D . .
C29 C 0.3493(17) 0.3212(14) 0.8913(13) 0.123(6) Uani 1 2 i d D . .
H29 H 0.3930 0.3747 0.9667 0.147 Uiso 1 2 i calc R . .
C30 C 0.2184(17) 0.2981(19) 0.8428(17) 0.155(9) Uani 1 2 i d D . .
H30 H 0.1772 0.3351 0.8874 0.186 Uiso 1 2 i calc R . .
C31 C 0.145(2) 0.2225(19) 0.7308(18) 0.161(9) Uani 1 2 i d D . .
H31 H 0.0566 0.2095 0.7000 0.193 Uiso 1 2 i calc R . .
C32 C 0.2096(12) 0.1658(15) 0.6652(13) 0.113(5) Uani 1 2 i d D . .
H32 H 0.1639 0.1140 0.5896 0.135 Uiso 1 2 i calc R . .
C33 C 0.4028(7) 0.1202(7) 0.6388(6) 0.0517(16) Uani 1 2 i 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'
Br Br -0.2901 2.4595 '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
O5 Ho1 O6 76.3(2) . . ?
O5 Ho1 O1 77.1(2) . . ?
O6 Ho1 O1 128.25(18) . . ?
O5 Ho1 O3 88.5(3) . . ?
O6 Ho1 O3 88.3(2) . . ?
O1 Ho1 O3 134.2(2) . . ?
O5 Ho1 O2 123.7(2) . . ?
O6 Ho1 O2 81.3(2) . . ?
O1 Ho1 O2 77.9(2) . . ?
O3 Ho1 O2 141.8(2) . . ?
O5 Ho1 O4 77.6(2) . . ?
O6 Ho1 O4 133.9(2) . . ?
O1 Ho1 O4 80.6(2) . . ?
O3 Ho1 O4 53.7(2) . . ?
O2 Ho1 O4 144.5(2) . . ?
O5 Ho1 N2 142.8(2) . . ?
O6 Ho1 N2 140.7(2) . . ?
O1 Ho1 N2 78.2(2) . . ?
O3 Ho1 N2 89.1(2) . . ?
O2 Ho1 N2 76.83(19) . . ?
O4 Ho1 N2 71.3(2) . . ?
O5 Ho1 N1 147.7(3) . . ?
O6 Ho1 N1 77.3(2) . . ?
O1 Ho1 N1 134.7(2) . . ?
O3 Ho1 N1 72.4(3) . . ?
O2 Ho1 N1 69.5(2) . . ?
O4 Ho1 N1 108.9(2) . . ?
N2 Ho1 N1 64.6(2) . . ?
O5 Ho1 C26 83.6(3) . . ?
O6 Ho1 C26 112.7(2) . . ?
O1 Ho1 C26 107.4(2) . . ?
O3 Ho1 C26 27.0(2) . . ?
O2 Ho1 C26 152.3(2) . . ?
O4 Ho1 C26 26.8(2) . . ?
N2 Ho1 C26 77.7(2) . . ?
N1 Ho1 C26 89.7(2) . . ?
C33 O1 Ho1 141.9(5) . . ?
C19 O2 Ho1 116.5(5) . . ?
C26 O3 Ho1 93.8(5) . . ?
C26 O4 Ho1 90.7(5) . . ?
C19 O5 Ho1 176.4(7) 2_656 . ?
C33 O6 Ho1 139.6(5) 2_656 . ?
C1 N1 C12 117.9(8) . . ?
C1 N1 Ho1 124.1(6) . . ?
C12 N1 Ho1 117.8(6) . . ?
C11 N2 C10 117.5(7) . . ?
C11 N2 Ho1 121.8(5) . . ?
C10 N2 Ho1 120.7(5) . . ?
N1 C1 C2 121.3(12) . . ?
N1 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C3 C2 C1 120.0(13) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 122.3(11) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C3 C4 C12 115.9(11) . . ?
C3 C4 C5 127.1(11) . . ?
C12 C4 C5 116.8(12) . . ?
C6 C5 C4 122.8(10) . . ?
C6 C5 H5 118.6 . . ?
C4 C5 H5 118.6 . . ?
C5 C6 C7 119.4(10) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C6 C7 C11 123.6(11) . . ?
C6 C7 C8 122.1(10) . . ?
C11 C7 C8 114.3(9) . . ?
C9 C8 C7 122.1(8) . . ?
C9 C8 H8 118.9 . . ?
C7 C8 H8 118.9 . . ?
C8 C9 C10 117.3(11) . . ?
C8 C9 H9 121.4 . . ?
C10 C9 H9 121.4 . . ?
N2 C10 C9 123.8(10) . . ?
N2 C10 H10 118.1 . . ?
C9 C10 H10 118.1 . . ?
N2 C11 C7 124.9(9) . . ?
N2 C11 C12 117.4(7) . . ?
C7 C11 C12 117.7(8) . . ?
N1 C12 C4 122.4(10) . . ?
N1 C12 C11 118.0(7) . . ?
C4 C12 C11 119.6(9) . . ?
C18 C13 C14 116.9(9) . . ?
C18 C13 C19 125.0(7) . . ?
C14 C13 C19 117.7(8) . . ?
C15 C14 C13 120.7(11) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C16 120.3(11) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 121.3(11) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C16 C17 C18 118.1(11) . . ?
C16 C17 H17 120.9 . . ?
C18 C17 H17 120.9 . . ?
C17 C18 C13 122.6(10) . . ?
C17 C18 Br3 116.9(8) . . ?
C13 C18 Br3 120.5(7) . . ?
O2 C19 O5 123.4(8) . 2_656 ?
O2 C19 C13 118.1(6) . . ?
O5 C19 C13 118.4(7) 2_656 . ?
C21 C20 C26 121.4(9) . . ?
C21 C20 C25 122.5(10) . . ?
C26 C20 C25 116.1(8) . . ?
C22 C21 C20 120.4(13) . . ?
C22 C21 Br1 114.3(10) . . ?
C20 C21 Br1 124.9(8) . . ?
C23 C22 C21 115.9(13) . . ?
C23 C22 H22 122.1 . . ?
C21 C22 H22 122.1 . . ?
C22 C23 C24 125.4(12) . . ?
C22 C23 H23 117.3 . . ?
C24 C23 H23 117.3 . . ?
C25 C24 C23 121.6(13) . . ?
C25 C24 H24 119.2 . . ?
C23 C24 H24 119.2 . . ?
C24 C25 C20 113.5(13) . . ?
C24 C25 H25 123.2 . . ?
C20 C25 H25 123.2 . . ?
O4 C26 O3 121.5(7) . . ?
O4 C26 C20 124.3(8) . . ?
O3 C26 C20 114.2(8) . . ?
O4 C26 Ho1 62.6(4) . . ?
O3 C26 Ho1 59.2(4) . . ?
C20 C26 Ho1 171.6(7) . . ?
C32 C27 C28 122.5(10) . . ?
C32 C27 C33 116.4(9) . . ?
C28 C27 C33 121.1(7) . . ?
C29 C28 C27 114.4(13) . . ?
C29 C28 Br2 122.4(11) . . ?
C27 C28 Br2 123.0(6) . . ?
C30 C29 C28 122.8(15) . . ?
C30 C29 H29 118.6 . . ?
C28 C29 H29 118.6 . . ?
C29 C30 C31 123.3(16) . . ?
C29 C30 H30 118.4 . . ?
C31 C30 H30 118.4 . . ?
C30 C31 C32 117.1(16) . . ?
C30 C31 H31 121.5 . . ?
C32 C31 H31 121.5 . . ?
C27 C32 C31 119.9(14) . . ?
C27 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
O6 C33 O1 126.3(7) 2_656 . ?
O6 C33 C27 117.4(7) 2_656 . ?
O1 C33 C27 116.4(6) . . ?
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 O5 2.249(6) . ?
Ho1 O6 2.309(5) . ?
Ho1 O1 2.316(5) . ?
Ho1 O3 2.363(6) . ?
Ho1 O2 2.371(6) . ?
Ho1 O4 2.437(5) . ?
Ho1 N2 2.515(6) . ?
Ho1 N1 2.555(7) . ?
Ho1 C26 2.746(8) . ?
O1 C33 1.256(9) . ?
O2 C19 1.238(9) . ?
O3 C26 1.251(11) . ?
O4 C26 1.237(10) . ?
O5 C19 1.251(9) 2_656 ?
O6 C33 1.247(8) 2_656 ?
N1 C1 1.319(13) . ?
N1 C12 1.382(11) . ?
N2 C11 1.323(10) . ?
N2 C10 1.346(11) . ?
Br1 C21 1.841(14) . ?
Br2 C28 1.774(16) . ?
Br3 C18 1.883(11) . ?
C1 C2 1.399(15) . ?
C1 H1 0.9300 . ?
C2 C3 1.32(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.370(19) . ?
C3 H3 0.9300 . ?
C4 C12 1.404(12) . ?
C4 C5 1.490(18) . ?
C5 C6 1.315(19) . ?
C5 H5 0.9300 . ?
C6 C7 1.372(16) . ?
C6 H6 0.9300 . ?
C7 C11 1.401(10) . ?
C7 C8 1.432(18) . ?
C8 C9 1.350(18) . ?
C8 H8 0.9300 . ?
C9 C10 1.388(11) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.452(14) . ?
C13 C18 1.386(10) . ?
C13 C14 1.404(11) . ?
C13 C19 1.485(11) . ?
C14 C15 1.347(12) . ?
C14 H14 0.9300 . ?
C15 C16 1.380(12) . ?
C15 H15 0.9300 . ?
C16 C17 1.358(12) . ?
C16 H16 0.9300 . ?
C17 C18 1.372(11) . ?
C17 H17 0.9300 . ?
C19 O5 1.251(9) 2_656 ?
C20 C21 1.429(12) . ?
C20 C26 1.506(11) . ?
C20 C25 1.511(14) . ?
C21 C22 1.418(12) . ?
C22 C23 1.404(13) . ?
C22 H22 0.9300 . ?
C23 C24 1.407(13) . ?
C23 H23 0.9300 . ?
C24 C25 1.405(12) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C27 C32 1.402(12) . ?
C27 C28 1.459(13) . ?
C27 C33 1.514(11) . ?
C28 C29 1.394(11) . ?
C29 C30 1.375(14) . ?
C29 H29 0.9300 . ?
C30 C31 1.385(14) . ?
C30 H30 0.9300 . ?
C31 C32 1.417(13) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 O6 1.247(8) 2_656 ?
