#------------------------------------------------------------------------------
#$Date: 2019-11-07 22:08:13 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223710 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/32/7233245.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_7233245
loop_
_publ_author_name
'Gładysiak, Andrzej'
'Moosavi, Seyed Mohamad'
'Sarkisov, Lev'
'Smit, Berend'
'Stylianou, Kyriakos C.'
_publ_section_title
;
 Guest-dependent negative thermal expansion in a lanthanide-based
 metal--organic framework
;
_journal_issue                   35
_journal_name_full               CrystEngComm
_journal_page_first              5292
_journal_paper_doi               10.1039/C9CE00941H
_journal_volume                  21
_journal_year                    2019
_chemical_formula_moiety         'C18 H20 N2 O11 Tb, C3 H7 N O'
_chemical_formula_sum            'C21 H27 N3 O12 Tb'
_chemical_formula_weight         672.37
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2018-07-09
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-10-03 deposited with the CCDC.    2019-07-23 downloaded from the CCDC.
;
_cell_angle_alpha                104.589(4)
_cell_angle_beta                 108.172(5)
_cell_angle_gamma                96.992(4)
_cell_formula_units_Z            2
_cell_length_a                   10.5194(6)
_cell_length_b                   10.9889(4)
_cell_length_c                   12.5734(6)
_cell_measurement_reflns_used    5369
_cell_measurement_temperature    160.0
_cell_measurement_theta_max      31.7770
_cell_measurement_theta_min      1.9530
_cell_volume                     1304.34(12)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      160.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            PILATUS2M
_diffrn_measured_fraction_theta_full 0.729
_diffrn_measured_fraction_theta_max 0.666
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00 360.00   1.00    1.00    --    0.00   0.00   0.00  360
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  PILATUS@SNBL
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0600809000
_diffrn_orient_matrix_UB_12      -0.0138823000
_diffrn_orient_matrix_UB_13      0.0363571000
_diffrn_orient_matrix_UB_21      -0.0287156000
_diffrn_orient_matrix_UB_22      -0.0673955000
_diffrn_orient_matrix_UB_23      -0.0271216000
_diffrn_orient_matrix_UB_31      0.0304336000
_diffrn_orient_matrix_UB_32      -0.0001264000
_diffrn_orient_matrix_UB_33      -0.0434693000
_diffrn_radiation_monochromator  'Si (111)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.7142
_diffrn_reflns_av_R_equivalents  0.0166
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_Laue_measured_fraction_full 0.729
_diffrn_reflns_Laue_measured_fraction_max 0.666
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8395
_diffrn_reflns_point_group_measured_fraction_full 0.729
_diffrn_reflns_point_group_measured_fraction_max 0.666
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.427
_diffrn_reflns_theta_min         1.972
_diffrn_source
'European Synchrotron Radiation Facility, BM01 beamline'
_exptl_absorpt_coefficient_mu    2.776
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.712
_exptl_crystal_description       prism
_exptl_crystal_F_000             670
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.027
_refine_diff_density_min         -1.234
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         4303
_refine_ls_number_restraints     58
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0291
_refine_ls_R_factor_gt           0.0276
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0647P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0785
_refine_ls_wR_factor_ref         0.0792
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4075
_reflns_number_total             4303
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce00941h5.cif
_cod_data_source_block           SION2_160K
_cod_depositor_comments
'Adding full bibliography for 7233243--7233257.cif.'
_cod_database_code               7233245
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C21 H37 N3 O12 Tb'
_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_max   0.829
_shelx_estimated_absorpt_t_min   0.607
_reflns_odcompleteness_completeness 71.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.51
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Rigid bond restraints
 O3, C2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.005
3. Uiso/Uaniso restraints and constraints
O3 \\sim C2: within 2A with sigma of 0.001 and sigma for terminal atoms of 0.01
Uanis(O1B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C1A, N3, C2A, C3A, O10
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O10, C1B, N3, C3B, C2B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C1B)=Sof(H1BA)=Sof(C2B)=Sof(H2BA)=Sof(H2BB)=Sof(H2BC)=Sof(C3B)=Sof(H3BA)=
 Sof(H3BB)=Sof(H3BC)=1-FVAR(1)
 Sof(C1A)=Sof(H1AA)=Sof(C2A)=Sof(H2AA)=Sof(H2AB)=Sof(H2AC)=Sof(C3A)=Sof(H3AA)=
 Sof(H3AB)=Sof(H3AC)=FVAR(1)
 Sof(O1B)=Sof(H1B)=Sof(H12A)=1-FVAR(2)
 Sof(O1A)=Sof(H1A)=Sof(H14)=FVAR(2)
6.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C8(H8), C10(H10), C12(H12A), C13(H13), C14(H14), C1A(H1AA), C1B(H1BA)
6.b Tetrahedral OH refined with riding coordinates:
 O1B(H1B)
6.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,
 H18C), C2A(H2AA,H2AB,H2AC), C3A(H3AA,H3AB,H3AC), C2B(H2BA,H2BB,H2BC), C3B(H3BA,
 H3BB,H3BC)
6.d Idealised tetrahedral OH refined as rotating group:
 O9(H9), O12(H12), O1A(H1A)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.142
_oxdiff_exptl_absorpt_empirical_full_min 0.897
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Tb1 Tb 0.09680(2) 0.54694(2) 0.68285(2) 0.02564(9) Uani 1 1 d . . . . .
O2 O -0.0311(3) 0.3351(2) 0.5872(2) 0.0297(6) Uani 1 1 d . . . . .
O3 O 0.1564(3) 0.4875(2) 0.5177(2) 0.0327(5) Uani 1 1 d . U . . .
O4 O -0.0789(3) 0.2740(2) 0.3923(2) 0.0338(6) Uani 1 1 d . . . . .
O5 O 0.0598(3) 0.4839(3) 0.8405(2) 0.0401(6) Uani 1 1 d . . . . .
O6 O 0.1288(2) 0.4250(2) 0.3300(2) 0.0343(6) Uani 1 1 d . . . . .
O7 O 0.1670(3) 0.7617(2) 0.8508(2) 0.0354(6) Uani 1 1 d . . . . .
O8 O 0.3217(3) 0.6822(2) 0.7857(2) 0.0390(6) Uani 1 1 d . . . . .
O9 O 0.0452(4) -0.0489(3) 0.7130(3) 0.0536(9) Uani 1 1 d . . . . .
H9 H 0.0369 -0.1281 0.7047 0.080 Uiso 1 1 calc GR . . . .
O11 O 0.2536(3) 0.4082(3) 0.7371(3) 0.0501(8) Uani 1 1 d . . . . .
O12 O 0.6625(3) 0.6046(4) 0.7360(3) 0.0520(8) Uani 1 1 d . . . . .
H12 H 0.7457 0.6073 0.7463 0.078 Uiso 1 1 calc GR . . . .
N1 N -0.0105(4) 0.3098(3) 0.8913(3) 0.0451(9) Uani 1 1 d . . . . .
O1A O 0.2345(3) 1.0019(3) 0.9952(3) 0.0420(11) Uani 0.864(9) 1 d . . P A 1
H1A H 0.1807 0.9310 0.9531 0.063 Uiso 0.864(9) 1 calc GR . P A 1
O1B O 0.590(2) 0.798(2) 0.882(2) 0.062(9) Uani 0.136(9) 1 d . U P A 2
H1B H 0.5276 0.7326 0.8395 0.093 Uiso 0.136(9) 1 calc R . P A 2
N2 N 0.4304(4) 0.3318(4) 0.8312(4) 0.0538(10) Uani 1 1 d . . . . .
C1 C -0.0256(4) 0.1209(3) 0.4933(3) 0.0305(8) Uani 1 1 d . . . . .
C2 C 0.2057(4) 0.4642(3) 0.4379(4) 0.0315(6) Uani 1 1 d . U . . .
C3 C 0.3574(4) 0.4818(3) 0.4674(3) 0.0305(8) Uani 1 1 d . . . . .
C4 C -0.0472(3) 0.2531(3) 0.4905(3) 0.0293(8) Uani 1 1 d . . . . .
C5 C 0.4433(4) 0.5350(4) 0.5865(4) 0.0360(9) Uani 1 1 d . . . . .
H5 H 0.4044 0.5591 0.6454 0.043 Uiso 1 1 calc R . . . .
C6 C 0.5858(4) 0.5523(4) 0.6182(3) 0.0344(9) Uani 1 1 d . . . . .
C7 C 0.2889(4) 0.7719(3) 0.8493(3) 0.0309(8) Uani 1 1 d . . . . .
C8 C -0.0021(4) 0.0908(3) 0.5965(3) 0.0358(9) Uani 1 1 d . . . . .
H8 H -0.0035 0.1532 0.6637 0.043 Uiso 1 1 calc R . . . .
C9 C 0.0240(4) -0.0292(3) 0.6058(3) 0.0344(8) Uani 1 1 d . . . . .
C10 C -0.0298(5) 0.3881(4) 0.8276(4) 0.0424(10) Uani 1 1 d . . . . .
H10 H -0.1170 0.3719 0.7676 0.051 Uiso 1 1 calc R . . . .
N3 N 0.4764(5) 0.1530(4) 0.4543(5) 0.0663(12) Uani 1 1 d . U . . .
C11 C 0.3970(4) 0.8915(3) 0.9283(3) 0.0318(8) Uani 1 1 d . . . . .
C12 C 0.3640(4) 0.9965(3) 0.9955(3) 0.0342(8) Uani 1 1 d . . . . .
H12A H 0.2723 0.9943 0.9924 0.041 Uiso 0.136(9) 1 calc R . P A 2
C13 C 0.3730(5) 0.4233(5) 0.7966(4) 0.0483(11) Uani 1 1 d . . . . .
H13 H 0.4300 0.5065 0.8202 0.058 Uiso 1 1 calc R . . . .
C14 C 0.5319(4) 0.8951(3) 0.9324(3) 0.0326(8) Uani 1 1 d . . . . .
H14 H 0.5530 0.8234 0.8860 0.039 Uiso 0.864(9) 1 calc R . P A 1
C15 C -0.1198(7) 0.2007(5) 0.8726(6) 0.0659(15) Uani 1 1 d . . . . .
H15A H -0.1457 0.2140 0.9424 0.099 Uiso 1 1 calc GR . . . .
H15B H -0.0867 0.1207 0.8587 0.099 Uiso 1 1 calc GR . . . .
H15C H -0.1998 0.1950 0.8041 0.099 Uiso 1 1 calc GR . . . .
O10 O 0.6086(7) 0.2248(6) 0.6471(5) 0.1046(18) Uani 1 1 d . U . . .
C16 C 0.1159(7) 0.3284(6) 0.9888(6) 0.0792(19) Uani 1 1 d . . . . .
H16A H 0.1748 0.4118 1.0041 0.119 Uiso 1 1 calc GR . . . .
H16B H 0.1634 0.2594 0.9690 0.119 Uiso 1 1 calc GR . . . .
H16C H 0.0950 0.3265 1.0591 0.119 Uiso 1 1 calc GR . . . .
C17 C 0.3561(7) 0.2017(6) 0.7989(6) 0.0782(18) Uani 1 1 d . . . . .
H17A H 0.3387 0.1862 0.8671 0.117 Uiso 1 1 calc GR . . . .
H17B H 0.4102 0.1420 0.7728 0.117 Uiso 1 1 calc GR . . . .
H17C H 0.2686 0.1879 0.7349 0.117 Uiso 1 1 calc GR . . . .
C18 C 0.5770(7) 0.3624(7) 0.9021(6) 0.085(2) Uani 1 1 d . . . . .
H18A H 0.6237 0.3064 0.8609 0.127 Uiso 1 1 calc GR . . . .
H18B H 0.5890 0.3485 0.9784 0.127 Uiso 1 1 calc GR . . . .
H18C H 0.6162 0.4526 0.9145 0.127 Uiso 1 1 calc GR . . . .
C1A C 0.5978(13) 0.1931(11) 0.5428(10) 0.074(3) Uani 0.597(10) 1 d . U P B 1
H1AA H 0.6789 0.1974 0.5244 0.089 Uiso 0.597(10) 1 calc R . P B 1
C2A C 0.4629(18) 0.1129(14) 0.3318(11) 0.092(4) Uani 0.597(10) 1 d . U P B 1
H2AA H 0.5508 0.1427 0.3248 0.138 Uiso 0.597(10) 1 calc GR . P B 1
H2AB H 0.3926 0.1502 0.2871 0.138 Uiso 0.597(10) 1 calc GR . P B 1
H2AC H 0.4362 0.0187 0.3004 0.138 Uiso 0.597(10) 1 calc GR . P B 1
C3A C 0.3450(13) 0.1385(12) 0.4748(12) 0.084(3) Uani 0.597(10) 1 d . U P B 1
H3AA H 0.2916 0.0501 0.4333 0.126 Uiso 0.597(10) 1 calc GR . P B 1
H3AB H 0.2929 0.1988 0.4454 0.126 Uiso 0.597(10) 1 calc GR . P B 1
H3AC H 0.3633 0.1570 0.5593 0.126 Uiso 0.597(10) 1 calc GR . P B 1
C1B C 0.497(2) 0.201(2) 0.5618(16) 0.093(5) Uani 0.403(10) 1 d . U P B 2
H1BA H 0.4196 0.2215 0.5809 0.112 Uiso 0.403(10) 1 calc R . P B 2
C2B C 0.603(2) 0.144(2) 0.425(2) 0.104(6) Uani 0.403(10) 1 d . U P B 2
H2BA H 0.6764 0.2181 0.4775 0.155 Uiso 0.403(10) 1 calc GR . P B 2
H2BB H 0.5833 0.1438 0.3430 0.155 Uiso 0.403(10) 1 calc GR . P B 2
H2BC H 0.6305 0.0642 0.4335 0.155 Uiso 0.403(10) 1 calc GR . P B 2
C3B C 0.345(2) 0.1205(18) 0.3619(17) 0.086(5) Uani 0.403(10) 1 d . U P B 2
H3BA H 0.2757 0.1455 0.3955 0.129 Uiso 0.403(10) 1 calc GR . P B 2
H3BB H 0.3198 0.0275 0.3221 0.129 Uiso 0.403(10) 1 calc GR . P B 2
H3BC H 0.3485 0.1665 0.3052 0.129 Uiso 0.403(10) 1 calc GR . P B 2
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
O2 Tb1 O4 126.67(8) . 2_566
O2 Tb1 O5 77.95(9) . .
O2 Tb1 O6 78.82(9) . 2_566
O2 Tb1 O7 151.45(9) . .
O2 Tb1 O8 145.78(9) . .
O2 Tb1 O11 74.05(10) . .
O3 Tb1 O2 77.27(9) . .
O3 Tb1 O4 76.08(9) . 2_566
O3 Tb1 O5 145.84(9) . .
O3 Tb1 O6 122.05(9) . 2_566
O3 Tb1 O7 131.21(9) . .
O3 Tb1 O8 88.23(9) . .
O3 Tb1 O11 78.64(11) . .
O4 Tb1 O6 77.63(9) 2_566 2_566
O4 Tb1 O7 68.70(8) 2_566 .
O4 Tb1 O8 77.80(9) 2_566 .
O4 Tb1 O11 141.44(11) 2_566 .
O5 Tb1 O4 138.04(10) . 2_566
O5 Tb1 O6 75.04(10) . 2_566
O5 Tb1 O7 76.57(9) . .
O5 Tb1 O8 99.47(10) . .
O5 Tb1 O11 72.19(11) . .
O6 Tb1 O7 82.36(9) 2_566 .
O6 Tb1 O8 134.09(9) 2_566 .
O6 Tb1 O11 140.91(11) 2_566 .
O8 Tb1 O7 52.63(9) . .
O8 Tb1 O11 72.76(10) . .
O11 Tb1 O7 109.63(10) . .
C4 O2 Tb1 133.3(2) . .
C2 O3 Tb1 171.7(2) . .
C4 O4 Tb1 138.6(2) . 2_566
C10 O5 Tb1 124.5(3) . .
C2 O6 Tb1 108.2(2) . 2_566
C7 O7 Tb1 88.4(2) . .
C7 O8 Tb1 97.4(2) . .
C9 O9 H9 109.5 . .
C13 O11 Tb1 136.4(3) . .
C6 O12 H12 109.5 . .
C10 N1 C15 121.6(4) . .
C10 N1 C16 122.7(4) . .
C16 N1 C15 115.6(4) . .
C12 O1A H1A 109.5 . .
C14 O1B H1B 109.5 . .
C13 N2 C17 122.9(5) . .
C13 N2 C18 119.4(5) . .
C17 N2 C18 117.7(5) . .
C8 C1 C4 119.5(3) . .
C8 C1 C9 119.1(3) . 2_556
C9 C1 C4 121.3(3) 2_556 .
O3 C2 O6 121.2(3) . .
O3 C2 C3 120.7(3) . .
O6 C2 C3 118.1(4) . .
C5 C3 C2 118.2(4) . .
C6 C3 C2 122.0(3) 2_666 .
C6 C3 C5 119.8(3) 2_666 .
O2 C4 C1 117.3(3) . .
O4 C4 O2 125.0(3) . .
O4 C4 C1 117.7(3) . .
C3 C5 H5 119.9 . .
C6 C5 C3 120.1(4) . .
C6 C5 H5 119.9 . .
O12 C6 C3 123.3(3) . 2_666
O12 C6 C5 116.7(4) . .
C3 C6 C5 120.0(4) 2_666 .
O7 C7 C11 119.6(3) . .
O8 C7 O7 121.2(3) . .
O8 C7 C11 119.2(3) . .
C1 C8 H8 118.9 . .
C1 C8 C9 122.2(4) . .
C9 C8 H8 118.9 . .
O9 C9 C1 124.2(3) . 2_556
O9 C9 C8 117.1(3) . .
C1 C9 C8 118.7(3) 2_556 .
O5 C10 N1 124.4(4) . .
O5 C10 H10 117.8 . .
N1 C10 H10 117.8 . .
C1A N3 C2A 123.0(10) . .
C1A N3 C3A 122.2(8) . .
C2A N3 C3A 114.6(9) . .
C1B N3 C2B 115.5(15) . .
C1B N3 C3B 124.2(15) . .
C3B N3 C2B 119.9(13) . .
C12 C11 C7 121.2(3) . .
C14 C11 C7 118.3(3) . .
C14 C11 C12 120.5(3) . .
O1A C12 C11 124.3(3) . .
O1A C12 C14 116.7(3) . 2_677
C11 C12 H12A 120.5 . .
C14 C12 C11 119.0(4) 2_677 .
C14 C12 H12A 120.5 2_677 .
O11 C13 N2 124.8(5) . .
O11 C13 H13 117.6 . .
N2 C13 H13 117.6 . .
O1B C14 C11 130.0(11) . .
O1B C14 C12 109.2(10) . 2_677
C11 C14 C12 120.5(3) . 2_677
C11 C14 H14 119.7 . .
C12 C14 H14 119.7 2_677 .
N1 C15 H15A 109.5 . .
N1 C15 H15B 109.5 . .
N1 C15 H15C 109.5 . .
H15A C15 H15B 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
N1 C16 H16A 109.5 . .
N1 C16 H16B 109.5 . .
N1 C16 H16C 109.5 . .
H16A C16 H16B 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
N2 C17 H17A 109.5 . .
N2 C17 H17B 109.5 . .
N2 C17 H17C 109.5 . .
H17A C17 H17B 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
N2 C18 H18A 109.5 . .
N2 C18 H18B 109.5 . .
N2 C18 H18C 109.5 . .
H18A C18 H18B 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
N3 C1A H1AA 118.6 . .
O10 C1A N3 122.7(11) . .
O10 C1A H1AA 118.6 . .
N3 C2A H2AA 109.5 . .
N3 C2A H2AB 109.5 . .
N3 C2A H2AC 109.5 . .
H2AA C2A H2AB 109.5 . .
H2AA C2A H2AC 109.5 . .
H2AB C2A H2AC 109.5 . .
N3 C3A H3AA 109.5 . .
N3 C3A H3AB 109.5 . .
N3 C3A H3AC 109.5 . .
H3AA C3A H3AB 109.5 . .
H3AA C3A H3AC 109.5 . .
H3AB C3A H3AC 109.5 . .
N3 C1B O10 127(2) . .
N3 C1B H1BA 116.6 . .
O10 C1B H1BA 116.6 . .
N3 C2B H2BA 109.5 . .
N3 C2B H2BB 109.5 . .
N3 C2B H2BC 109.5 . .
H2BA C2B H2BB 109.5 . .
H2BA C2B H2BC 109.5 . .
H2BB C2B H2BC 109.5 . .
N3 C3B H3BA 109.5 . .
N3 C3B H3BB 109.5 . .
N3 C3B H3BC 109.5 . .
H3BA C3B H3BB 109.5 . .
H3BA C3B H3BC 109.5 . .
H3BB C3B H3BC 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Tb1 O2 2.344(2) .
Tb1 O3 2.315(3) .
Tb1 O4 2.391(2) 2_566
Tb1 O5 2.381(3) .
Tb1 O6 2.392(3) 2_566
Tb1 O7 2.582(3) .
Tb1 O8 2.397(3) .
Tb1 O11 2.438(3) .
O2 C4 1.265(4) .
O3 C2 1.252(5) .
O4 Tb1 2.391(2) 2_566
O4 C4 1.262(5) .
O5 C10 1.266(5) .
O6 Tb1 2.392(3) 2_566
O6 C2 1.272(5) .
O7 C7 1.280(5) .
O8 C7 1.260(5) .
O9 H9 0.8400 .
O9 C9 1.372(5) .
O11 C13 1.211(5) .
O12 H12 0.8400 .
O12 C6 1.374(5) .
N1 C10 1.308(5) .
N1 C15 1.472(7) .
N1 C16 1.450(7) .
O1A H1A 0.8400 .
O1A C12 1.369(5) .
O1B H1B 0.8400 .
O1B C14 1.40(2) .
N2 C13 1.330(5) .
N2 C17 1.434(7) .
N2 C18 1.467(7) .
C1 C4 1.505(4) .
C1 C8 1.374(5) .
C1 C9 1.398(5) 2_556
C2 C3 1.498(5) .
C3 C5 1.410(5) .
C3 C6 1.381(7) 2_666
C5 H5 0.9500 .
C5 C6 1.400(5) .
C6 C3 1.381(7) 2_666
C7 C11 1.510(4) .
C8 H8 0.9500 .
C8 C9 1.406(5) .
C9 C1 1.398(5) 2_556
C10 H10 0.9500 .
N3 C1A 1.338(12) .
N3 C2A 1.448(14) .
N3 C3A 1.481(13) .
N3 C1B 1.26(2) .
N3 C2B 1.49(2) .
N3 C3B 1.437(17) .
C11 C12 1.400(6) .
C11 C14 1.399(6) .
C12 H12A 0.9500 .
C12 C14 1.399(5) 2_677
C13 H13 0.9500 .
C14 C12 1.399(5) 2_677
C14 H14 0.9500 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
O10 C1A 1.234(13) .
O10 C1B 1.27(2) .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C1A H1AA 0.9500 .
C2A H2AA 0.9800 .
C2A H2AB 0.9800 .
C2A H2AC 0.9800 .
C3A H3AA 0.9800 .
C3A H3AB 0.9800 .
C3A H3AC 0.9800 .
C1B H1BA 0.9500 .
C2B H2BA 0.9800 .
C2B H2BB 0.9800 .
C2B H2BC 0.9800 .
C3B H3BA 0.9800 .
C3B H3BB 0.9800 .
C3B H3BC 0.9800 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
Tb1 O2 C4 O4 -50.6(5) . .
Tb1 O2 C4 C1 128.8(3) . .
Tb1 O4 C4 O2 11.2(6) 2_566 .
Tb1 O4 C4 C1 -168.3(3) 2_566 .
Tb1 O5 C10 N1 140.1(4) . .
Tb1 O6 C2 O3 12.3(4) 2_566 .
Tb1 O6 C2 C3 -167.7(2) 2_566 .
Tb1 O7 C7 O8 -6.2(4) . .
Tb1 O7 C7 C11 176.1(3) . .
Tb1 O8 C7 O7 6.7(4) . .
Tb1 O8 C7 C11 -175.5(3) . .
Tb1 O11 C13 N2 166.5(4) . .
O3 C2 C3 C5 -5.0(5) . .
O3 C2 C3 C6 175.0(3) . 2_666
O6 C2 C3 C5 175.0(3) . .
O6 C2 C3 C6 -5.0(5) . 2_666
O7 C7 C11 C12 -5.8(5) . .
O7 C7 C11 C14 174.4(3) . .
O8 C7 C11 C12 176.4(4) . .
O8 C7 C11 C14 -3.3(5) . .
C1 C8 C9 O9 -179.6(4) . .
C1 C8 C9 C1 -0.2(7) . 2_556
C2 C3 C5 C6 179.5(3) . .
C3 C5 C6 O12 -180.0(4) . .
C3 C5 C6 C3 0.5(6) . 2_666
C4 C1 C8 C9 -177.5(4) . .
C6 C3 C5 C6 -0.5(6) 2_666 .
C7 C11 C12 O1A -0.9(6) . .
C7 C11 C12 C14 179.9(3) . 2_677
C7 C11 C14 O1B -6.6(18) . .
C7 C11 C14 C12 -179.8(3) . 2_677
C8 C1 C4 O2 5.9(5) . .
C8 C1 C4 O4 -174.7(4) . .
C9 C1 C4 O2 -171.8(4) 2_556 .
C9 C1 C4 O4 7.6(5) 2_556 .
C9 C1 C8 C9 0.2(7) 2_556 .
C12 C11 C14 O1B 173.6(17) . .
C12 C11 C14 C12 0.4(6) . 2_677
C14 C11 C12 O1A 178.8(4) . .
C14 C11 C12 C14 -0.4(6) . 2_677
C15 N1 C10 O5 179.3(5) . .
C16 N1 C10 O5 3.0(8) . .
C17 N2 C13 O11 1.5(8) . .
C18 N2 C13 O11 179.3(6) . .
C2A N3 C1A O10 -178.5(10) . .
C3A N3 C1A O10 -2.5(15) . .
C2B N3 C1B O10 -11(3) . .
C3B N3 C1B O10 175.8(16) . .
