#------------------------------------------------------------------------------
#$Date: 2019-01-24 05:00:03 +0200 (Thu, 24 Jan 2019) $
#$Revision: 213281 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/22/7232224.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_7232224
loop_
_publ_author_name
'Ren, Shanshan'
'Jiang, Wei'
'Wang, Qingwei'
'Li, Zhimin'
'Qiao, Yu'
'Che, Guangbo'
_publ_section_title
;
 Synthesis, structures and properties of six lanthanide complexes based on
 a 2-(2-carboxyphenyl)imidazo(4,5-f)-(1,10)phenanthroline ligand
;
_journal_issue                   6
_journal_name_full               'RSC Advances'
_journal_page_first              3102
_journal_paper_doi               10.1039/C8RA09207A
_journal_volume                  9
_journal_year                    2019
_chemical_formula_moiety         'C24 H15 N4 O6 Tb'
_chemical_formula_sum            'C24 H15 N4 O6 Tb'
_chemical_formula_weight         614.32
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-12-24 deposited with the CCDC.
2019-01-14 downloaded from the CCDC.
;
_cell_angle_alpha                107.168(4)
_cell_angle_beta                 93.018(5)
_cell_angle_gamma                100.793(4)
_cell_formula_units_Z            2
_cell_length_a                   9.425(3)
_cell_length_b                   9.631(3)
_cell_length_c                   12.716(3)
_cell_measurement_reflns_used    1328
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.41
_cell_measurement_theta_min      2.21
_cell_volume                     1076.1(5)
_computing_cell_refinement       'SMART (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0786
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5842
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.077
_diffrn_reflns_theta_min         1.687
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    3.338
_exptl_absorpt_correction_T_max  0.741
_exptl_absorpt_correction_T_min  0.677
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.896
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.090
_refine_diff_density_max         1.398
_refine_diff_density_min         -1.484
_refine_diff_density_rms         0.184
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4184
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0509
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0589P)²+0.2287P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1121
_refine_ls_wR_factor_ref         0.1213
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3475
_reflns_number_total             4184
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ra09207a2.cif
_cod_data_source_block           5
_cod_database_code               7232224
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.514
_shelx_estimated_absorpt_t_max   0.753
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C6 C 1.2012(9) 0.8496(9) 0.5608(6) 0.0325(18) Uani 1 1 d . .
C7 C 1.1694(9) 0.8698(8) 0.6730(6) 0.0307(18) Uani 1 1 d . .
C8 C 1.1652(11) 1.0091(9) 0.7487(7) 0.042(2) Uani 1 1 d . .
H8 H 1.1854 1.0954 0.7284 0.050 Uiso 1 1 calc R U
C9 C 1.1304(11) 1.0143(9) 0.8530(7) 0.045(2) Uani 1 1 d . .
H9 H 1.1206 1.1034 0.9032 0.054 Uiso 1 1 calc R U
C10 C 1.1098(10) 0.8838(9) 0.8828(7) 0.0351(19) Uani 1 1 d . .
H10 H 1.0903 0.8900 0.9548 0.042 Uiso 1 1 calc R U
C11 C 1.1445(9) 0.7432(8) 0.7097(6) 0.0274(17) Uani 1 1 d . .
C12 C 1.1495(8) 0.5976(8) 0.6331(6) 0.0279(17) Uani 1 1 d . .
C1 C 1.1270(9) 0.3456(9) 0.6051(6) 0.0314(18) Uani 1 1 d . .
H1 H 1.1076 0.2647 0.6317 0.038 Uiso 1 1 calc R U
C2 C 1.1613(9) 0.3211(9) 0.4976(7) 0.0357(19) Uani 1 1 d . .
H2 H 1.1640 0.2255 0.4539 0.043 Uiso 1 1 calc R U
C3 C 1.1912(9) 0.4372(9) 0.4557(6) 0.0304(18) Uani 1 1 d . .
H3 H 1.2157 0.4223 0.3839 0.036 Uiso 1 1 calc R U
C4 C 1.1840(8) 0.5802(8) 0.5237(6) 0.0246(16) Uani 1 1 d . .
C5 C 1.2071(8) 0.7112(8) 0.4918(6) 0.0257(17) Uani 1 1 d . .
C13 C 1.2502(8) 0.8829(9) 0.4066(6) 0.0296(17) Uani 1 1 d . .
C14 C 1.3050(9) 0.9587(8) 0.3264(6) 0.0293(17) Uani 1 1 d . .
C15 C 1.4033(9) 1.0947(9) 0.3731(7) 0.037(2) Uani 1 1 d . .
H15 H 1.4207 1.1340 0.4498 0.045 Uiso 1 1 calc R U
C16 C 1.4746(10) 1.1719(10) 0.3105(8) 0.044(2) Uani 1 1 d . .
H16 H 1.5359 1.2641 0.3447 0.053 Uiso 1 1 calc R U
C17 C 1.4561(10) 1.1136(10) 0.1969(8) 0.045(2) Uani 1 1 d . .
H17 H 1.5087 1.1634 0.1541 0.054 Uiso 1 1 calc R U
C18 C 1.3590(10) 0.9810(9) 0.1474(7) 0.0352(19) Uani 1 1 d . .
H18 H 1.3466 0.9418 0.0705 0.042 Uiso 1 1 calc R U
C19 C 1.2778(9) 0.9029(8) 0.2101(6) 0.0290(17) Uani 1 1 d . .
C20 C 1.1651(8) 0.7670(8) 0.1448(6) 0.0258(16) Uani 1 1 d . .
C21 C 0.6217(9) 0.5261(10) 0.1578(7) 0.036(2) Uani 1 1 d . .
C22 C 0.4672(10) 0.5463(11) 0.1680(10) 0.062(3) Uani 1 1 d . .
H22A H 0.4513 0.5698 0.2455 0.075 Uiso 1 1 calc R U
H22B H 0.4555 0.6307 0.1442 0.075 Uiso 1 1 calc R U
C23 C 0.3537(10) 0.4149(13) 0.1029(8) 0.053(3) Uani 1 1 d . .
H23A H 0.3663 0.3302 0.1261 0.064 Uiso 1 1 calc R U
H23B H 0.3690 0.3922 0.0254 0.064 Uiso 1 1 calc R U
C24 C 0.1992(8) 0.4335(8) 0.1138(6) 0.0257(16) Uani 1 1 d . .
N3 N 1.2295(8) 0.9552(7) 0.5073(5) 0.0338(16) Uani 1 1 d . .
H3A H 1.2329 1.0490 0.5344 0.041 Uiso 1 1 calc R U
N4 N 1.2406(7) 0.7340(7) 0.3915(5) 0.0293(15) Uani 1 1 d . .
N2 N 1.1163(7) 0.7517(7) 0.8143(5) 0.0273(14) Uani 1 1 d . .
N1 N 1.1204(7) 0.4783(7) 0.6720(5) 0.0256(14) Uani 1 1 d . .
O2 O 1.1821(7) 0.7129(6) 0.0446(4) 0.0425(15) Uani 1 1 d . .
O1 O 1.0631(6) 0.7176(6) 0.1914(4) 0.0294(12) Uani 1 1 d . .
O4 O 0.7225(6) 0.6377(6) 0.1726(5) 0.0370(14) Uani 1 1 d . .
O3 O 0.6454(6) 0.3971(6) 0.1311(5) 0.0427(15) Uani 1 1 d . .
O5 O 0.1555(6) 0.4676(6) 0.2063(4) 0.0363(13) Uani 1 1 d . .
O6 O 0.1121(6) 0.4138(6) 0.0266(4) 0.0339(13) Uani 1 1 d . .
Tb Tb 0.90096(4) 0.48021(4) 0.12383(3) 0.02457(14) Uani 1 1 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'
Tb Tb -0.1723 4.1537 '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
C5 C6 N3 111.0(7) . .
C5 C6 C7 120.7(7) . .
N3 C6 C7 128.3(7) . .
C8 C7 C11 118.5(7) . .
C8 C7 C6 123.5(7) . .
C11 C7 C6 117.9(7) . .
C9 C8 C7 118.3(8) . .
C9 C8 H8 120.8 . .
C7 C8 H8 120.8 . .
C8 C9 C10 119.2(8) . .
C8 C9 H9 120.4 . .
C10 C9 H9 120.4 . .
N2 C10 C9 123.9(7) . .
N2 C10 H10 118.1 . .
C9 C10 H10 118.1 . .
N2 C11 C7 122.2(6) . .
N2 C11 C12 118.2(6) . .
C7 C11 C12 119.6(6) . .
N1 C12 C4 121.1(7) . .
N1 C12 C11 117.2(7) . .
C4 C12 C11 121.7(6) . .
N1 C1 C2 123.5(7) . .
N1 C1 H1 118.3 . .
C2 C1 H1 118.3 . .
C3 C2 C1 120.0(8) . .
C3 C2 H2 120.0 . .
C1 C2 H2 120.0 . .
C2 C3 C4 118.5(7) . .
C2 C3 H3 120.7 . .
C4 C3 H3 120.7 . .
C3 C4 C12 118.5(6) . .
C3 C4 C5 125.6(7) . .
C12 C4 C5 115.9(6) . .
C6 C5 N4 104.9(6) . .
C6 C5 C4 124.1(7) . .
N4 C5 C4 131.0(6) . .
N3 C13 N4 112.2(6) . .
N3 C13 C14 122.9(7) . .
N4 C13 C14 123.9(7) . .
C15 C14 C19 117.8(7) . .
C15 C14 C13 115.0(7) . .
C19 C14 C13 126.9(7) . .
C16 C15 C14 122.6(8) . .
C16 C15 H15 118.7 . .
C14 C15 H15 118.7 . .
C15 C16 C17 120.1(8) . .
C15 C16 H16 120.0 . .
C17 C16 H16 120.0 . .
C16 C17 C18 119.2(8) . .
C16 C17 H17 120.4 . .
C18 C17 H17 120.4 . .
C17 C18 C19 121.7(8) . .
C17 C18 H18 119.1 . .
C19 C18 H18 119.1 . .
C14 C19 C18 118.3(7) . .
C14 C19 C20 125.7(7) . .
C18 C19 C20 115.9(7) . .
O1 C20 O2 124.9(7) . .
O1 C20 C19 119.4(7) . .
O2 C20 C19 115.7(7) . .
O3 C21 O4 121.4(8) . .
O3 C21 C22 119.0(8) . .
O4 C21 C22 119.5(8) . .
O3 C21 Tb 59.6(4) . .
O4 C21 Tb 61.8(4) . .
C22 C21 Tb 176.2(7) . .
C23 C22 C21 114.6(8) . .
C23 C22 H22A 108.6 . .
C21 C22 H22A 108.6 . .
C23 C22 H22B 108.6 . .
C21 C22 H22B 108.6 . .
H22A C22 H22B 107.6 . .
C22 C23 C24 115.0(8) . .
C22 C23 H23A 108.5 . .
C24 C23 H23A 108.5 . .
C22 C23 H23B 108.5 . .
C24 C23 H23B 108.5 . .
H23A C23 H23B 107.5 . .
O5 C24 O6 119.7(7) . .
O5 C24 C23 120.3(7) . .
O6 C24 C23 120.0(7) . .
O5 C24 Tb 62.6(4) . 1_455
O6 C24 Tb 57.2(4) . 1_455
C23 C24 Tb 176.2(6) . 1_455
C13 N3 C6 105.6(7) . .
C13 N3 H3A 127.2 . .
C6 N3 H3A 127.2 . .
C13 N4 C5 106.3(6) . .
C10 N2 C11 117.8(6) . .
C10 N2 Tb 122.9(5) . 2_766
C11 N2 Tb 119.1(5) . 2_766
C1 N1 C12 118.4(6) . .
C1 N1 Tb 120.9(5) . 2_766
C12 N1 Tb 119.8(5) . 2_766
C20 O2 Tb 146.9(5) . 2_765
C20 O1 Tb 126.8(5) . .
C21 O4 Tb 91.4(5) . .
C21 O3 Tb 93.7(5) . .
C24 O5 Tb 92.4(4) . 1_455
C24 O6 Tb 137.8(5) . 2_665
C24 O6 Tb 96.9(4) . 1_455
Tb O6 Tb 102.2(2) 2_665 1_455
O2 Tb O1 139.65(19) 2_765 .
O2 Tb O3 74.8(2) 2_765 .
O1 Tb O3 133.13(19) . .
O2 Tb O6 70.62(19) 2_765 2_665
O1 Tb O6 75.48(18) . 2_665
O3 Tb O6 99.6(2) . 2_665
O2 Tb O4 110.8(2) 2_765 .
O1 Tb O4 80.77(19) . .
O3 Tb O4 53.44(19) . .
O6 Tb O4 76.12(18) 2_665 .
O2 Tb O6 70.4(2) 2_765 1_655
O1 Tb O6 81.73(18) . 1_655
O3 Tb O6 143.9(2) . 1_655
O6 Tb O6 77.8(2) 2_665 1_655
O4 Tb O6 151.47(19) . 1_655
O2 Tb N1 137.25(19) 2_765 2_766
O1 Tb N1 82.81(18) . 2_766
O3 Tb N1 75.9(2) . 2_766
O6 Tb N1 145.18(19) 2_665 2_766
O4 Tb N1 73.74(19) . 2_766
O6 Tb N1 125.91(19) 1_655 2_766
O2 Tb N2 78.1(2) 2_765 2_766
O1 Tb N2 130.81(19) . 2_766
O3 Tb N2 75.3(2) . 2_766
O6 Tb N2 148.47(19) 2_665 2_766
O4 Tb N2 120.11(19) . 2_766
O6 Tb N2 88.34(19) 1_655 2_766
N1 Tb N2 64.80(19) 2_766 2_766
O2 Tb O5 111.6(2) 2_765 1_655
O1 Tb O5 67.02(18) . 1_655
O3 Tb O5 141.46(19) . 1_655
O6 Tb O5 118.56(18) 2_665 1_655
O4 Tb O5 137.58(18) . 1_655
O6 Tb O5 50.83(17) 1_655 1_655
N1 Tb O5 75.43(19) 2_766 1_655
N2 Tb O5 69.51(19) 2_766 1_655
O2 Tb C21 92.6(2) 2_765 .
O1 Tb C21 107.1(2) . .
O3 Tb C21 26.7(2) . .
O6 Tb C21 87.3(2) 2_665 .
O4 Tb C21 26.8(2) . .
O6 Tb C21 160.3(2) 1_655 .
N1 Tb C21 73.4(2) 2_766 .
N2 Tb C21 98.1(2) 2_766 .
O5 Tb C21 148.8(2) 1_655 .
O2 Tb C24 91.8(2) 2_765 1_655
O1 Tb C24 72.0(2) . 1_655
O3 Tb C24 152.3(2) . 1_655
O6 Tb C24 98.4(2) 2_665 1_655
O4 Tb C24 152.7(2) . 1_655
O6 Tb C24 25.86(18) 1_655 1_655
N1 Tb C24 100.3(2) 2_766 1_655
N2 Tb C24 78.4(2) 2_766 1_655
O5 Tb C24 24.98(18) 1_655 1_655
C21 Tb C24 173.7(2) . 1_655
O2 Tb Tb 64.62(14) 2_765 2_765
O1 Tb Tb 75.36(13) . 2_765
O3 Tb Tb 129.11(15) . 2_765
O6 Tb Tb 39.42(13) 2_665 2_765
O4 Tb Tb 114.74(13) . 2_765
O6 Tb Tb 38.36(12) 1_655 2_765
N1 Tb Tb 154.47(14) 2_766 2_765
N2 Tb Tb 121.49(14) 2_766 2_765
O5 Tb Tb 83.87(12) 1_655 2_765
C21 Tb Tb 125.57(18) . 2_765
C24 Tb Tb 60.56(14) 1_655 2_765
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C6 C5 1.375(11) .
C6 N3 1.375(10) .
C6 C7 1.437(10) .
C7 C8 1.411(11) .
C7 C11 1.414(10) .
C8 C9 1.372(12) .
C8 H8 0.9300 .
C9 C10 1.399(11) .
C9 H9 0.9300 .
C10 N2 1.328(10) .
C10 H10 0.9300 .
C11 N2 1.352(9) .
C11 C12 1.463(10) .
C12 N1 1.368(9) .
C12 C4 1.414(10) .
C1 N1 1.324(10) .
C1 C2 1.383(11) .
C1 H1 0.9300 .
C2 C3 1.365(11) .
C2 H2 0.9300 .
C3 C4 1.410(10) .
C3 H3 0.9300 .
C4 C5 1.418(10) .
C5 N4 1.399(9) .
C13 N3 1.309(10) .
C13 N4 1.374(10) .
C13 C14 1.482(10) .
C14 C15 1.398(11) .
C14 C19 1.406(11) .
C15 C16 1.362(12) .
C15 H15 0.9300 .
C16 C17 1.375(13) .
C16 H16 0.9300 .
C17 C18 1.376(12) .
C17 H17 0.9300 .
C18 C19 1.412(11) .
C18 H18 0.9300 .
C19 C20 1.508(10) .
C20 O1 1.248(9) .
C20 O2 1.257(9) .
C21 O3 1.253(10) .
C21 O4 1.254(10) .
C21 C22 1.512(12) .
C21 Tb 2.785(8) .
C22 C23 1.487(14) .
C22 H22A 0.9700 .
C22 H22B 0.9700 .
C23 C24 1.509(11) .
C23 H23A 0.9700 .
C23 H23B 0.9700 .
C24 O5 1.240(9) .
C24 O6 1.289(9) .
C24 Tb 2.932(8) 1_455
N3 H3A 0.8600 .
N2 Tb 2.558(6) 2_766
N1 Tb 2.532(6) 2_766
O2 Tb 2.363(5) 2_765
O1 Tb 2.386(5) .
O4 Tb 2.455(6) .
O3 Tb 2.408(6) .
O5 Tb 2.605(6) 1_455
O6 Tb 2.427(5) 2_665
O6 Tb 2.483(6) 1_455
Tb O2 2.363(5) 2_765
Tb O6 2.427(5) 2_665
Tb O6 2.483(6) 1_655
Tb N1 2.532(6) 2_766
Tb N2 2.558(6) 2_766
Tb O5 2.605(6) 1_655
Tb C24 2.932(8) 1_655
Tb Tb 3.8220(10) 2_765
