#------------------------------------------------------------------------------
#$Date: 2019-11-07 22:08:13 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223710 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/32/7233251.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_7233251
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                104.523(4)
_cell_angle_beta                 108.540(5)
_cell_angle_gamma                96.829(4)
_cell_formula_units_Z            2
_cell_length_a                   10.5256(6)
_cell_length_b                   10.9947(5)
_cell_length_c                   12.6032(6)
_cell_measurement_reflns_used    5524
_cell_measurement_temperature    180.0
_cell_measurement_theta_max      31.7590
_cell_measurement_theta_min      1.9570
_cell_volume                     1306.91(13)
_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      180.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            PILATUS2M
_diffrn_measured_fraction_theta_full 0.736
_diffrn_measured_fraction_theta_max 0.673
_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      0.0602328000
_diffrn_orient_matrix_UB_12      -0.0139584000
_diffrn_orient_matrix_UB_13      0.0364861000
_diffrn_orient_matrix_UB_21      -0.0287806000
_diffrn_orient_matrix_UB_22      -0.0672994000
_diffrn_orient_matrix_UB_23      -0.0271044000
_diffrn_orient_matrix_UB_31      0.0302876000
_diffrn_orient_matrix_UB_32      -0.0001889000
_diffrn_orient_matrix_UB_33      -0.0433256000
_diffrn_radiation_monochromator  'Si (111)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.7142
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_Laue_measured_fraction_full 0.736
_diffrn_reflns_Laue_measured_fraction_max 0.673
_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            8523
_diffrn_reflns_point_group_measured_fraction_full 0.736
_diffrn_reflns_point_group_measured_fraction_max 0.673
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.433
_diffrn_reflns_theta_min         1.969
_diffrn_source
'European Synchrotron Radiation Facility, BM01 beamline'
_exptl_absorpt_coefficient_mu    2.771
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81662
_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    1.709
_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         2.068
_refine_diff_density_min         -3.813
_refine_diff_density_rms         0.157
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         4360
_refine_ls_number_restraints     58
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0430
_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)+(0.1080P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1160
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4129
_reflns_number_total             4360
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce00941h5.cif
_cod_data_source_block           SION2_180K
_cod_depositor_comments
'Adding full bibliography for 7233243--7233257.cif.'
_cod_original_cell_volume        1306.91(12)
_cod_database_code               7233251
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C21 H27 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   0.830
_shelx_estimated_absorpt_t_min   0.607
_reflns_odcompleteness_completeness 72.53
_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 1.218
_oxdiff_exptl_absorpt_empirical_full_min 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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Tb1 Tb 0.09785(2) 0.54715(2) 0.68290(2) 0.02741(13) Uani 1 1 d . . . . .
O2 O -0.0292(3) 0.3355(3) 0.5873(3) 0.0323(7) Uani 1 1 d . . . . .
O3 O 0.1574(3) 0.4885(3) 0.5186(3) 0.0345(6) Uani 1 1 d . U . . .
O4 O -0.0778(4) 0.2745(3) 0.3926(3) 0.0360(8) Uani 1 1 d . . . . .
O5 O 0.0613(4) 0.4835(3) 0.8398(3) 0.0414(8) Uani 1 1 d . . . . .
O6 O 0.1282(3) 0.4258(3) 0.3307(3) 0.0380(8) Uani 1 1 d . . . . .
O7 O 0.1680(3) 0.7608(3) 0.8504(3) 0.0378(8) Uani 1 1 d . . . . .
O8 O 0.3228(4) 0.6832(3) 0.7850(3) 0.0439(9) Uani 1 1 d . . . . .
O9 O 0.0454(6) -0.0491(4) 0.7126(4) 0.0581(13) Uani 1 1 d . . . . .
H9 H 0.0363 -0.1283 0.7042 0.087 Uiso 1 1 calc GR . . . .
O11 O 0.2560(4) 0.4102(4) 0.7390(4) 0.0556(11) Uani 1 1 d . . . . .
O12 O 0.6643(4) 0.6036(5) 0.7362(4) 0.0563(12) Uani 1 1 d . . . . .
H12 H 0.7449 0.5937 0.7477 0.084 Uiso 1 1 calc GR . . . .
N1 N -0.0088(6) 0.3100(5) 0.8916(5) 0.0488(12) Uani 1 1 d . . . . .
O1A O 0.2352(4) 0.9991(4) 0.9959(4) 0.0458(15) Uani 0.879(13) 1 d . . P A 1
H1A H 0.1823 0.9274 0.9553 0.069 Uiso 0.879(13) 1 calc GR . P A 1
O1B O 0.588(3) 0.801(3) 0.884(3) 0.056(11) Uani 0.121(13) 1 d . U P A 2
H1B H 0.5259 0.7358 0.8417 0.084 Uiso 0.121(13) 1 calc R . P A 2
N2 N 0.4321(6) 0.3322(5) 0.8313(5) 0.0578(14) Uani 1 1 d . . . . .
C1 C -0.0244(5) 0.1208(4) 0.4932(4) 0.0319(10) Uani 1 1 d . . . . .
C2 C 0.2059(5) 0.4652(4) 0.4391(5) 0.0336(7) Uani 1 1 d . U . . .
C3 C 0.3574(5) 0.4821(4) 0.4678(4) 0.0334(11) Uani 1 1 d . . . . .
C4 C -0.0451(5) 0.2534(4) 0.4907(4) 0.0317(10) Uani 1 1 d . . . . .
C5 C 0.4443(5) 0.5354(5) 0.5868(4) 0.0364(11) Uani 1 1 d . . . . .
H5 H 0.4062 0.5603 0.6458 0.044 Uiso 1 1 calc R . . . .
C6 C 0.5860(5) 0.5518(5) 0.6180(5) 0.0380(12) Uani 1 1 d . . . . .
C7 C 0.2899(5) 0.7720(4) 0.8494(4) 0.0323(10) Uani 1 1 d . . . . .
C8 C -0.0010(6) 0.0914(4) 0.5967(4) 0.0391(12) Uani 1 1 d . . . . .
H8 H -0.0016 0.1542 0.6637 0.047 Uiso 1 1 calc R . . . .
C9 C 0.0237(6) -0.0292(4) 0.6060(5) 0.0377(11) Uani 1 1 d . . . . .
C10 C -0.0289(6) 0.3887(5) 0.8277(5) 0.0483(14) Uani 1 1 d . . . . .
H10 H -0.1168 0.3735 0.7685 0.058 Uiso 1 1 calc R . . . .
N3 N 0.4779(8) 0.1531(6) 0.4543(7) 0.0747(17) Uani 1 1 d . U . . .
C11 C 0.3973(5) 0.8916(4) 0.9283(4) 0.0324(10) Uani 1 1 d . . . . .
C12 C 0.3646(5) 0.9954(5) 0.9952(5) 0.0371(11) Uani 1 1 d . . . . .
H12A H 0.2727 0.9928 0.9914 0.045 Uiso 0.121(13) 1 calc R . P A 2
C13 C 0.3750(7) 0.4235(7) 0.7977(6) 0.0519(14) Uani 1 1 d . . . . .
H13 H 0.4324 0.5064 0.8217 0.062 Uiso 1 1 calc R . . . .
C14 C 0.5325(5) 0.8964(5) 0.9319(4) 0.0344(11) Uani 1 1 d . . . . .
H14 H 0.5539 0.8259 0.8846 0.041 Uiso 0.879(13) 1 calc R . P A 1
C15 C -0.1183(10) 0.2027(8) 0.8729(8) 0.075(2) Uani 1 1 d . . . . .
H15A H -0.1406 0.2141 0.9440 0.112 Uiso 1 1 calc GR . . . .
H15B H -0.0876 0.1218 0.8551 0.112 Uiso 1 1 calc GR . . . .
H15C H -0.2000 0.2002 0.8069 0.112 Uiso 1 1 calc GR . . . .
O10 O 0.6090(9) 0.2257(10) 0.6467(7) 0.115(3) Uani 1 1 d . U . . .
C16 C 0.1171(10) 0.3290(9) 0.9891(8) 0.087(3) Uani 1 1 d . . . . .
H16A H 0.1726 0.4151 1.0084 0.131 Uiso 1 1 calc GR . . . .
H16B H 0.1684 0.2642 0.9677 0.131 Uiso 1 1 calc GR . . . .
H16C H 0.0958 0.3205 1.0575 0.131 Uiso 1 1 calc GR . . . .
C17 C 0.3580(10) 0.2013(9) 0.8004(10) 0.095(3) Uani 1 1 d . . . . .
H17A H 0.3435 0.1862 0.8695 0.142 Uiso 1 1 calc GR . . . .
H17B H 0.4112 0.1416 0.7730 0.142 Uiso 1 1 calc GR . . . .
H17C H 0.2690 0.1874 0.7377 0.142 Uiso 1 1 calc GR . . . .
C18 C 0.5781(9) 0.3615(11) 0.9034(10) 0.098(3) Uani 1 1 d . . . . .
H18A H 0.6202 0.2920 0.8740 0.148 Uiso 1 1 calc GR . . . .
H18B H 0.5888 0.3695 0.9852 0.148 Uiso 1 1 calc GR . . . .
H18C H 0.6232 0.4426 0.8994 0.148 Uiso 1 1 calc GR . . . .
C1A C 0.596(2) 0.1920(17) 0.5408(15) 0.090(4) Uani 0.597(14) 1 d . U P B 1
H1AA H 0.6766 0.1950 0.5223 0.108 Uiso 0.597(14) 1 calc R . P B 1
C2A C 0.453(3) 0.113(3) 0.3319(19) 0.119(7) Uani 0.597(14) 1 d . U P B 1
H2AA H 0.5314 0.1550 0.3178 0.178 Uiso 0.597(14) 1 calc GR . P B 1
H2AB H 0.3698 0.1375 0.2896 0.178 Uiso 0.597(14) 1 calc GR . P B 1
H2AC H 0.4422 0.0196 0.3039 0.178 Uiso 0.597(14) 1 calc GR . P B 1
C3A C 0.3466(19) 0.1403(19) 0.4789(19) 0.099(5) Uani 0.597(14) 1 d . U P B 1
H3AA H 0.2890 0.0543 0.4339 0.149 Uiso 0.597(14) 1 calc GR . P B 1
H3AB H 0.2973 0.2053 0.4557 0.149 Uiso 0.597(14) 1 calc GR . P B 1
H3AC H 0.3682 0.1532 0.5631 0.149 Uiso 0.597(14) 1 calc GR . P B 1
C1B C 0.497(4) 0.204(3) 0.561(3) 0.109(8) Uani 0.403(14) 1 d . U P B 2
H1BA H 0.4204 0.2273 0.5785 0.131 Uiso 0.403(14) 1 calc R . P B 2
C2B C 0.601(3) 0.146(3) 0.419(3) 0.110(8) Uani 0.403(14) 1 d . U P B 2
H2BA H 0.6695 0.2264 0.4620 0.164 Uiso 0.403(14) 1 calc GR . P B 2
H2BB H 0.5731 0.1323 0.3345 0.164 Uiso 0.403(14) 1 calc GR . P B 2
H2BC H 0.6397 0.0740 0.4384 0.164 Uiso 0.403(14) 1 calc GR . P B 2
C3B C 0.341(3) 0.122(3) 0.364(2) 0.096(7) Uani 0.403(14) 1 d . U P B 2
H3BA H 0.2769 0.1553 0.4003 0.144 Uiso 0.403(14) 1 calc GR . P B 2
H3BB H 0.3104 0.0288 0.3289 0.144 Uiso 0.403(14) 1 calc GR . P B 2
H3BC H 0.3434 0.1623 0.3035 0.144 Uiso 0.403(14) 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 126.54(11) . 2_566
O2 Tb1 O5 77.78(12) . .
O2 Tb1 O6 78.74(12) . 2_566
O2 Tb1 O7 151.45(12) . .
O2 Tb1 O8 145.84(12) . .
O2 Tb1 O11 74.29(14) . .
O3 Tb1 O2 77.37(12) . .
O3 Tb1 O4 76.10(12) . 2_566
O3 Tb1 O5 145.83(12) . .
O3 Tb1 O6 122.09(12) . 2_566
O3 Tb1 O7 131.13(11) . .
O3 Tb1 O8 87.82(13) . .
O3 Tb1 O11 78.96(15) . .
O4 Tb1 O7 68.89(11) 2_566 .
O4 Tb1 O8 77.69(13) 2_566 .
O4 Tb1 O11 141.69(15) 2_566 .
O5 Tb1 O4 138.02(13) . 2_566
O5 Tb1 O6 74.91(13) . 2_566
O5 Tb1 O7 76.63(12) . .
O5 Tb1 O8 100.03(13) . .
O5 Tb1 O11 71.98(15) . .
O6 Tb1 O4 77.51(12) 2_566 2_566
O6 Tb1 O7 82.55(12) 2_566 .
O6 Tb1 O8 134.22(12) 2_566 .
O6 Tb1 O11 140.80(14) 2_566 .
O8 Tb1 O7 52.67(13) . .
O8 Tb1 O11 72.72(14) . .
O11 Tb1 O7 109.10(14) . .
C4 O2 Tb1 133.2(3) . .
C2 O3 Tb1 172.0(3) . .
C4 O4 Tb1 138.8(3) . 2_566
C10 O5 Tb1 125.1(4) . .
C2 O6 Tb1 108.4(3) . 2_566
C7 O7 Tb1 88.7(3) . .
C7 O8 Tb1 97.2(3) . .
C9 O9 H9 109.5 . .
C13 O11 Tb1 137.6(4) . .
C6 O12 H12 109.5 . .
C10 N1 C15 121.2(6) . .
C10 N1 C16 122.7(6) . .
C16 N1 C15 116.0(6) . .
C12 O1A H1A 109.5 . .
C14 O1B H1B 109.5 . .
C13 N2 C17 123.5(6) . .
C13 N2 C18 119.8(7) . .
C17 N2 C18 116.7(6) . .
C8 C1 C4 119.0(4) . .
C8 C1 C9 119.6(4) . 2_556
C9 C1 C4 121.3(4) 2_556 .
O3 C2 O6 121.3(4) . .
O3 C2 C3 121.0(5) . .
O6 C2 C3 117.8(5) . .
C5 C3 C2 118.0(5) . .
C6 C3 C2 122.4(4) 2_666 .
C6 C3 C5 119.6(5) 2_666 .
O2 C4 C1 117.5(4) . .
O4 C4 O2 124.8(4) . .
O4 C4 C1 117.7(4) . .
C3 C5 H5 119.9 . .
C6 C5 C3 120.1(5) . .
C6 C5 H5 119.9 . .
O12 C6 C3 122.9(5) . 2_666
O12 C6 C5 116.8(5) . .
C5 C6 C3 120.3(5) . 2_666
O7 C7 C11 119.7(4) . .
O8 C7 O7 121.1(4) . .
O8 C7 C11 119.2(4) . .
C1 C8 H8 119.1 . .
C1 C8 C9 121.8(5) . .
C9 C8 H8 119.1 . .
O9 C9 C1 124.1(4) . 2_556
O9 C9 C8 117.3(5) . .
C1 C9 C8 118.6(5) 2_556 .
O5 C10 N1 124.3(5) . .
O5 C10 H10 117.9 . .
N1 C10 H10 117.9 . .
C1A N3 C2A 127.6(16) . .
C1A N3 C3A 120.1(13) . .
C2A N3 C3A 112.2(15) . .
C1B N3 C2B 118(2) . .
C1B N3 C3B 121(2) . .
C3B N3 C2B 120.1(19) . .
C12 C11 C7 121.5(4) . .
C12 C11 C14 120.3(4) . .
C14 C11 C7 118.2(4) . .
O1A C12 C11 124.0(4) . .
O1A C12 C14 116.4(5) . 2_677
C11 C12 H12A 120.2 . .
C11 C12 C14 119.6(5) . 2_677
C14 C12 H12A 120.2 2_677 .
O11 C13 N2 125.3(7) . .
O11 C13 H13 117.3 . .
N2 C13 H13 117.3 . .
O1B C14 C11 129.3(15) . .
O1B C14 C12 110.1(14) . 2_677
C11 C14 H14 119.9 . .
C12 C14 C11 120.1(5) 2_677 .
C12 C14 H14 119.9 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 118.1 . .
O10 C1A N3 123.9(18) . .
O10 C1A H1AA 118.1 . .
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 126(3) . .
N3 C1B H1BA 117.0 . .
O10 C1B H1BA 117.0 . .
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 2.342(3) .
Tb1 O3 2.313(4) .
Tb1 O4 2.388(3) 2_566
Tb1 O5 2.380(4) .
Tb1 O6 2.390(3) 2_566
Tb1 O7 2.574(3) .
Tb1 O8 2.399(3) .
Tb1 O11 2.433(4) .
O2 C4 1.269(6) .
O3 C2 1.248(7) .
O4 Tb1 2.388(3) 2_566
O4 C4 1.261(6) .
O5 C10 1.266(7) .
O6 Tb1 2.390(3) 2_566
O6 C2 1.277(6) .
O7 C7 1.278(6) .
O8 C7 1.262(6) .
O9 H9 0.8400 .
O9 C9 1.367(7) .
O11 C13 1.204(7) .
O12 H12 0.8400 .
O12 C6 1.380(6) .
N1 C10 1.315(7) .
N1 C15 1.463(9) .
N1 C16 1.442(9) .
O1A H1A 0.8400 .
O1A C12 1.370(7) .
O1B H1B 0.8400 .
O1B C14 1.36(3) .
N2 C13 1.321(7) .
N2 C17 1.446(10) .
N2 C18 1.462(10) .
C1 C4 1.506(6) .
C1 C8 1.376(7) .
C1 C9 1.397(7) 2_556
C2 C3 1.496(7) .
C3 C5 1.410(6) .
C3 C6 1.388(9) 2_666
C5 H5 0.9500 .
C5 C6 1.392(7) .
C6 C3 1.388(9) 2_666
C7 C11 1.508(6) .
C8 H8 0.9500 .
C8 C9 1.408(6) .
C9 C1 1.397(7) 2_556
C10 H10 0.9500 .
N3 C1A 1.300(18) .
N3 C2A 1.42(2) .
N3 C3A 1.51(2) .
N3 C1B 1.26(3) .
N3 C2B 1.50(3) .
N3 C3B 1.46(3) .
C11 C12 1.388(7) .
C11 C14 1.403(7) .
C12 H12A 0.9500 .
C12 C14 1.394(6) 2_677
C13 H13 0.9500 .
C14 C12 1.394(6) 2_677
C14 H14 0.9500 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
O10 C1A 1.249(19) .
O10 C1B 1.27(3) .
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 -51.0(7) . .
Tb1 O2 C4 C1 129.6(4) . .
Tb1 O4 C4 O2 11.4(8) 2_566 .
Tb1 O4 C4 C1 -169.2(3) 2_566 .
Tb1 O5 C10 N1 140.0(5) . .
Tb1 O6 C2 O3 12.1(5) 2_566 .
Tb1 O6 C2 C3 -168.1(3) 2_566 .
Tb1 O7 C7 O8 -5.6(5) . .
Tb1 O7 C7 C11 175.9(4) . .
Tb1 O8 C7 O7 6.0(5) . .
Tb1 O8 C7 C11 -175.5(4) . .
Tb1 O11 C13 N2 167.4(5) . .
O3 C2 C3 C5 -5.3(7) . .
O3 C2 C3 C6 175.2(4) . 2_666
O6 C2 C3 C5 174.9(4) . .
O6 C2 C3 C6 -4.6(7) . 2_666
O7 C7 C11 C12 -5.6(7) . .
O7 C7 C11 C14 175.0(4) . .
O8 C7 C11 C12 175.8(5) . .
O8 C7 C11 C14 -3.5(7) . .
C1 C8 C9 O9 -179.8(5) . .
C1 C8 C9 C1 0.1(9) . 2_556
C2 C3 C5 C6 179.3(5) . .
C3 C5 C6 O12 -179.5(5) . .
C3 C5 C6 C3 1.2(8) . 2_666
C4 C1 C8 C9 -177.8(5) . .
C6 C3 C5 C6 -1.1(8) 2_666 .
C7 C11 C12 O1A 0.0(8) . .
C7 C11 C12 C14 179.2(4) . 2_677
C7 C11 C14 O1B -8(2) . .
C7 C11 C14 C12 -179.2(4) . 2_677
C8 C1 C4 O2 5.3(7) . .
C8 C1 C4 O4 -174.1(5) . .
C9 C1 C4 O2 -172.3(5) 2_556 .
C9 C1 C4 O4 8.2(7) 2_556 .
C9 C1 C8 C9 -0.1(9) 2_556 .
C12 C11 C14 O1B 172(2) . .
C12 C11 C14 C12 1.4(8) . 2_677
C14 C11 C12 O1A 179.4(5) . .
C14 C11 C12 C14 -1.4(8) . 2_677
C15 N1 C10 O5 179.7(7) . .
C16 N1 C10 O5 4.4(11) . .
C17 N2 C13 O11 0.7(12) . .
C18 N2 C13 O11 -179.6(8) . .
C2A N3 C1A O10 180.0(18) . .
C3A N3 C1A O10 -3(2) . .
C2B N3 C1B O10 -16(4) . .
C3B N3 C1B O10 175(2) . .
