#------------------------------------------------------------------------------
#$Date: 2019-11-07 22:08:13 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223710 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/32/7233244.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_7233244
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     direct
_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                104.652(4)
_cell_angle_beta                 107.923(4)
_cell_angle_gamma                97.114(4)
_cell_formula_units_Z            2
_cell_length_a                   10.4937(6)
_cell_length_b                   10.9559(4)
_cell_length_c                   12.5321(6)
_cell_measurement_reflns_used    5141
_cell_measurement_temperature    140.0
_cell_measurement_theta_max      31.7270
_cell_measurement_theta_min      2.0850
_cell_volume                     1294.06(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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      140.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            PILATUS2M
_diffrn_measured_fraction_theta_full 0.724
_diffrn_measured_fraction_theta_max 0.662
_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      0.0600547000
_diffrn_orient_matrix_UB_12      -0.0139527000
_diffrn_orient_matrix_UB_13      0.0363041000
_diffrn_orient_matrix_UB_21      -0.0288260000
_diffrn_orient_matrix_UB_22      -0.0676334000
_diffrn_orient_matrix_UB_23      -0.0272569000
_diffrn_orient_matrix_UB_31      0.0306145000
_diffrn_orient_matrix_UB_32      -0.0000800000
_diffrn_orient_matrix_UB_33      -0.0436279000
_diffrn_radiation_monochromator  'Si (111)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.7142
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.724
_diffrn_reflns_Laue_measured_fraction_max 0.662
_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            8291
_diffrn_reflns_point_group_measured_fraction_full 0.724
_diffrn_reflns_point_group_measured_fraction_max 0.662
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.432
_diffrn_reflns_theta_min         1.979
_diffrn_source
'European Synchrotron Radiation Facility, BM01 beamline'
_exptl_absorpt_coefficient_mu    2.798
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80033
_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    1.726
_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         1.295
_refine_diff_density_min         -1.448
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         4244
_refine_ls_number_restraints     58
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0295
_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)+(0.0703P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0857
_refine_ls_wR_factor_ref         0.0866
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4001
_reflns_number_total             4244
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce00941h5.cif
_cod_data_source_block           SION2_140K
_cod_depositor_comments
'Adding full bibliography for 7233243--7233257.cif.'
_cod_original_cell_volume        1294.06(11)
_cod_database_code               7233244
_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   0.828
_shelx_estimated_absorpt_t_min   0.604
_reflns_odcompleteness_completeness 71.19
_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 1.145
_oxdiff_exptl_absorpt_empirical_full_min 0.861
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 0.09582(2) 0.54674(2) 0.68278(2) 0.02516(10) Uani 1 1 d . . . . .
O2 O -0.0335(3) 0.3349(2) 0.5870(2) 0.0282(6) Uani 1 1 d . . . . .
O3 O 0.1555(3) 0.4864(2) 0.5170(3) 0.0318(5) Uani 1 1 d . U . . .
O4 O -0.0806(3) 0.2733(2) 0.3920(2) 0.0320(6) Uani 1 1 d . . . . .
O5 O 0.0588(3) 0.4843(3) 0.8406(3) 0.0371(7) Uani 1 1 d . . . . .
O6 O 0.1294(3) 0.4238(3) 0.3294(3) 0.0336(7) Uani 1 1 d . . . . .
O7 O 0.1658(3) 0.7625(3) 0.8505(3) 0.0343(7) Uani 1 1 d . . . . .
O8 O 0.3209(3) 0.6812(3) 0.7861(3) 0.0368(7) Uani 1 1 d . . . . .
O9 O 0.0453(4) -0.0490(3) 0.7131(3) 0.0503(9) Uani 1 1 d . . . . .
H9 H 0.0412 -0.1280 0.7051 0.075 Uiso 1 1 calc GR . . . .
O11 O 0.2515(3) 0.4069(3) 0.7355(3) 0.0457(8) Uani 1 1 d . . . . .
O12 O 0.6612(3) 0.6057(4) 0.7360(3) 0.0498(9) Uani 1 1 d . . . . .
H12 H 0.7436 0.6027 0.7468 0.075 Uiso 1 1 calc GR . . . .
N1 N -0.0117(4) 0.3094(4) 0.8915(4) 0.0411(9) Uani 1 1 d . . . . .
O1A O 0.2343(4) 1.0038(3) 0.9940(4) 0.0400(12) Uani 0.873(10) 1 d . . P A 1
H1A H 0.1806 0.9321 0.9531 0.060 Uiso 0.873(10) 1 calc GR . P A 1
O1B O 0.593(3) 0.800(3) 0.880(2) 0.054(9) Uani 0.127(10) 1 d . U P A 2
H1B H 0.5324 0.7334 0.8376 0.080 Uiso 0.127(10) 1 calc R . P A 2
N2 N 0.4292(4) 0.3321(4) 0.8309(4) 0.0485(10) Uani 1 1 d . . . . .
C1 C -0.0266(4) 0.1205(3) 0.4933(4) 0.0298(8) Uani 1 1 d . . . . .
C2 C 0.2057(4) 0.4632(4) 0.4375(4) 0.0310(6) Uani 1 1 d . U . . .
C3 C 0.3577(4) 0.4815(4) 0.4677(4) 0.0294(9) Uani 1 1 d . . . . .
C4 C -0.0480(4) 0.2532(3) 0.4908(3) 0.0278(8) Uani 1 1 d . . . . .
C5 C 0.4427(4) 0.5356(4) 0.5865(4) 0.0354(10) Uani 1 1 d . . . . .
H5 H 0.4033 0.5605 0.6454 0.042 Uiso 1 1 calc R . . . .
C6 C 0.5845(4) 0.5528(4) 0.6184(4) 0.0342(10) Uani 1 1 d . . . . .
C7 C 0.2880(4) 0.7721(3) 0.8497(3) 0.0303(9) Uani 1 1 d . . . . .
C8 C -0.0027(5) 0.0911(4) 0.5971(4) 0.0356(9) Uani 1 1 d . . . . .
H8 H -0.0043 0.1537 0.6645 0.043 Uiso 1 1 calc R . . . .
C9 C 0.0240(5) -0.0288(4) 0.6061(4) 0.0331(9) Uani 1 1 d . . . . .
C10 C -0.0319(5) 0.3879(4) 0.8279(4) 0.0408(11) Uani 1 1 d . . . . .
H10 H -0.1195 0.3721 0.7686 0.049 Uiso 1 1 calc R . . . .
N3 N 0.4760(5) 0.1529(5) 0.4542(5) 0.0598(12) Uani 1 1 d . U . . .
C11 C 0.3963(4) 0.8909(3) 0.9287(3) 0.0299(9) Uani 1 1 d . . . . .
C12 C 0.3640(4) 0.9976(4) 0.9952(4) 0.0342(10) Uani 1 1 d . . . . .
H12A H 0.2721 0.9963 0.9917 0.041 Uiso 0.127(10) 1 calc R . P A 2
C13 C 0.3712(5) 0.4233(5) 0.7961(4) 0.0425(11) Uani 1 1 d . . . . .
H13 H 0.4274 0.5074 0.8204 0.051 Uiso 1 1 calc R . . . .
C14 C 0.5319(4) 0.8943(4) 0.9333(3) 0.0300(9) Uani 1 1 d . . . . .
H14 H 0.5530 0.8219 0.8871 0.036 Uiso 0.873(10) 1 calc R . P A 1
C15 C -0.1217(7) 0.1992(6) 0.8722(6) 0.0577(14) Uani 1 1 d . . . . .
H15A H -0.1498 0.2132 0.9412 0.087 Uiso 1 1 calc GR . . . .
H15B H -0.0876 0.1194 0.8602 0.087 Uiso 1 1 calc GR . . . .
H15C H -0.2005 0.1920 0.8023 0.087 Uiso 1 1 calc GR . . . .
O10 O 0.6075(7) 0.2234(7) 0.6479(5) 0.0956(17) Uani 1 1 d . U . . .
C16 C 0.1145(7) 0.3277(6) 0.9882(6) 0.0708(18) Uani 1 1 d . . . . .
H16A H 0.1752 0.4098 1.0013 0.106 Uiso 1 1 calc GR . . . .
H16B H 0.1599 0.2565 0.9691 0.106 Uiso 1 1 calc GR . . . .
H16C H 0.0941 0.3293 1.0597 0.106 Uiso 1 1 calc GR . . . .
C17 C 0.3539(7) 0.2018(6) 0.7991(6) 0.0690(17) Uani 1 1 d . . . . .
H17A H 0.3402 0.1855 0.8686 0.104 Uiso 1 1 calc GR . . . .
H17B H 0.4055 0.1415 0.7690 0.104 Uiso 1 1 calc GR . . . .
H17C H 0.2644 0.1895 0.7379 0.104 Uiso 1 1 calc GR . . . .
C18 C 0.5748(7) 0.3630(7) 0.9024(7) 0.0753(19) Uani 1 1 d . . . . .
H18A H 0.6218 0.3054 0.8625 0.113 Uiso 1 1 calc GR . . . .
H18B H 0.5856 0.3512 0.9795 0.113 Uiso 1 1 calc GR . . . .
H18C H 0.6147 0.4529 0.9134 0.113 Uiso 1 1 calc GR . . . .
C1A C 0.5961(12) 0.1927(10) 0.5424(9) 0.067(3) Uani 0.640(10) 1 d . U P B 1
H1AA H 0.6775 0.1980 0.5239 0.080 Uiso 0.640(10) 1 calc R . P B 1
C2A C 0.4646(15) 0.1134(13) 0.3318(11) 0.081(3) Uani 0.640(10) 1 d . U P B 1
H2AA H 0.5547 0.1387 0.3262 0.122 Uiso 0.640(10) 1 calc GR . P B 1
H2AB H 0.3992 0.1554 0.2878 0.122 Uiso 0.640(10) 1 calc GR . P B 1
H2AC H 0.4323 0.0193 0.2985 0.122 Uiso 0.640(10) 1 calc GR . P B 1
C3A C 0.3443(12) 0.1374(12) 0.4739(12) 0.078(3) Uani 0.640(10) 1 d . U P B 1
H3AA H 0.2869 0.0518 0.4247 0.117 Uiso 0.640(10) 1 calc GR . P B 1
H3AB H 0.2969 0.2043 0.4529 0.117 Uiso 0.640(10) 1 calc GR . P B 1
H3AC H 0.3614 0.1457 0.5571 0.117 Uiso 0.640(10) 1 calc GR . P B 1
C1B C 0.493(2) 0.201(2) 0.5630(18) 0.075(5) Uani 0.360(10) 1 d . U P B 2
H1BA H 0.4157 0.2205 0.5823 0.091 Uiso 0.360(10) 1 calc R . P B 2
C2B C 0.598(3) 0.141(2) 0.422(2) 0.084(6) Uani 0.360(10) 1 d . U P B 2
H2BA H 0.6361 0.2236 0.4143 0.126 Uiso 0.360(10) 1 calc GR . P B 2
H2BB H 0.5725 0.0728 0.3471 0.126 Uiso 0.360(10) 1 calc GR . P B 2
H2BC H 0.6667 0.1201 0.4837 0.126 Uiso 0.360(10) 1 calc GR . P B 2
C3B C 0.343(2) 0.121(2) 0.361(2) 0.080(6) Uani 0.360(10) 1 d . U P B 2
H3BA H 0.2720 0.1361 0.3957 0.120 Uiso 0.360(10) 1 calc GR . P B 2
H3BB H 0.3224 0.0299 0.3141 0.120 Uiso 0.360(10) 1 calc GR . P B 2
H3BC H 0.3439 0.1757 0.3100 0.120 Uiso 0.360(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 126.79(9) . 2_566
O2 Tb1 O5 78.05(10) . .
O2 Tb1 O6 78.77(10) . 2_566
O2 Tb1 O7 151.35(10) . .
O2 Tb1 O8 145.87(10) . .
O2 Tb1 O11 74.10(10) . .
O3 Tb1 O2 77.29(10) . .
O3 Tb1 O4 76.04(10) . 2_566
O3 Tb1 O5 145.79(10) . .
O3 Tb1 O6 122.05(10) . 2_566
O3 Tb1 O7 131.26(9) . .
O3 Tb1 O8 88.49(10) . .
O3 Tb1 O11 78.32(12) . .
O4 Tb1 O7 68.41(9) 2_566 .
O4 Tb1 O8 77.73(10) 2_566 .
O4 Tb1 O11 141.01(12) 2_566 .
O5 Tb1 O4 138.15(11) . 2_566
O5 Tb1 O6 75.23(11) . 2_566
O5 Tb1 O7 76.60(10) . .
O5 Tb1 O8 99.03(11) . .
O5 Tb1 O11 72.35(12) . .
O6 Tb1 O4 77.82(10) 2_566 2_566
O6 Tb1 O7 82.05(9) 2_566 .
O6 Tb1 O8 133.96(10) 2_566 .
O6 Tb1 O11 141.14(11) 2_566 .
O8 Tb1 O7 52.73(10) . .
O8 Tb1 O11 72.69(11) . .
O11 Tb1 O7 110.13(11) . .
C4 O2 Tb1 132.7(3) . .
C2 O3 Tb1 171.3(3) . .
C4 O4 Tb1 138.1(2) . 2_566
C10 O5 Tb1 124.5(3) . .
C2 O6 Tb1 108.0(3) . 2_566
C7 O7 Tb1 88.4(2) . .
C7 O8 Tb1 97.4(2) . .
C9 O9 H9 109.5 . .
C13 O11 Tb1 135.5(3) . .
C6 O12 H12 109.5 . .
C10 N1 C15 121.2(4) . .
C10 N1 C16 123.0(5) . .
C16 N1 C15 115.7(4) . .
C12 O1A H1A 109.5 . .
C14 O1B H1B 109.5 . .
C13 N2 C17 122.2(5) . .
C13 N2 C18 119.8(5) . .
C17 N2 C18 117.9(5) . .
C8 C1 C4 119.2(4) . .
C8 C1 C9 119.4(3) . 2_556
C9 C1 C4 121.3(4) 2_556 .
O3 C2 O6 121.1(4) . .
O3 C2 C3 120.5(4) . .
O6 C2 C3 118.4(4) . .
C5 C3 C2 118.4(4) . .
C6 C3 C2 121.7(4) 2_666 .
C6 C3 C5 119.8(4) 2_666 .
O2 C4 O4 125.2(3) . .
O2 C4 C1 117.5(3) . .
O4 C4 C1 117.3(3) . .
C3 C5 H5 119.9 . .
C6 C5 C3 120.2(5) . .
C6 C5 H5 119.9 . .
O12 C6 C3 123.0(4) . 2_666
O12 C6 C5 117.0(4) . .
C3 C6 C5 120.0(4) 2_666 .
O7 C7 C11 119.8(4) . .
O8 C7 O7 121.1(3) . .
O8 C7 C11 119.1(4) . .
C1 C8 H8 119.1 . .
C1 C8 C9 121.7(4) . .
C9 C8 H8 119.1 . .
O9 C9 C1 124.0(3) . 2_556
O9 C9 C8 117.2(4) . .
C1 C9 C8 118.9(4) 2_556 .
O5 C10 N1 124.0(4) . .
O5 C10 H10 118.0 . .
N1 C10 H10 118.0 . .
C1A N3 C2A 122.6(9) . .
C1A N3 C3A 122.4(8) . .
C2A N3 C3A 114.9(9) . .
C1B N3 C2B 118.2(15) . .
C1B N3 C3B 122.7(15) . .
C3B N3 C2B 118.9(15) . .
C12 C11 C7 121.4(4) . .
C12 C11 C14 120.0(3) . .
C14 C11 C7 118.5(4) . .
O1A C12 C11 123.9(3) . .
O1A C12 C14 116.9(4) . 2_677
C11 C12 H12A 120.4 . .
C14 C12 C11 119.2(4) 2_677 .
C14 C12 H12A 120.4 2_677 .
O11 C13 N2 124.8(5) . .
O11 C13 H13 117.6 . .
N2 C13 H13 117.6 . .
O1B C14 C11 131.7(11) . .
O1B C14 C12 107.5(11) . 2_677
C11 C14 H14 119.6 . .
C12 C14 C11 120.7(4) 2_677 .
C12 C14 H14 119.6 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 118.3 . .
O10 C1A N3 123.3(10) . .
O10 C1A H1AA 118.3 . .
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 124.4(19) . .
N3 C1B H1BA 117.8 . .
O10 C1B H1BA 117.8 . .
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 2.340(2) .
Tb1 O3 2.314(3) .
Tb1 O4 2.390(3) 2_566
Tb1 O5 2.371(3) .
Tb1 O6 2.389(3) 2_566
Tb1 O7 2.579(3) .
Tb1 O8 2.391(3) .
Tb1 O11 2.433(3) .
O2 C4 1.260(5) .
O3 C2 1.250(6) .
O4 Tb1 2.390(3) 2_566
O4 C4 1.262(5) .
O5 C10 1.272(6) .
O6 Tb1 2.389(3) 2_566
O6 C2 1.270(5) .
O7 C7 1.277(5) .
O8 C7 1.265(5) .
O9 H9 0.8400 .
O9 C9 1.369(6) .
O11 C13 1.215(6) .
O12 H12 0.8400 .
O12 C6 1.371(5) .
N1 C10 1.307(6) .
N1 C15 1.477(7) .
N1 C16 1.445(7) .
O1A H1A 0.8400 .
O1A C12 1.366(6) .
O1B H1B 0.8400 .
O1B C14 1.41(3) .
N2 C13 1.329(6) .
N2 C17 1.436(7) .
N2 C18 1.459(7) .
C1 C4 1.505(5) .
C1 C8 1.374(6) .
C1 C9 1.399(6) 2_556
C2 C3 1.496(6) .
C3 C5 1.403(6) .
C3 C6 1.388(7) 2_666
C5 H5 0.9500 .
C5 C6 1.392(6) .
C6 C3 1.388(7) 2_666
C7 C11 1.502(5) .
C8 H8 0.9500 .
C8 C9 1.401(5) .
C9 C1 1.399(6) 2_556
C10 H10 0.9500 .
N3 C1A 1.328(11) .
N3 C2A 1.447(13) .
N3 C3A 1.474(13) .
N3 C1B 1.28(2) .
N3 C2B 1.46(2) .
N3 C3B 1.45(2) .
C11 C12 1.398(6) .
C11 C14 1.402(6) .
C12 H12A 0.9500 .
C12 C14 1.393(5) 2_677
C13 H13 0.9500 .
C14 C12 1.393(5) 2_677
C14 H14 0.9500 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
O10 C1A 1.242(12) .
O10 C1B 1.28(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 -52.6(5) . .
Tb1 O2 C4 C1 128.3(3) . .
Tb1 O4 C4 O2 13.5(7) 2_566 .
Tb1 O4 C4 C1 -167.3(3) 2_566 .
Tb1 O5 C10 N1 139.6(4) . .
Tb1 O6 C2 O3 12.7(4) 2_566 .
Tb1 O6 C2 C3 -167.2(3) 2_566 .
Tb1 O7 C7 O8 -6.1(4) . .
Tb1 O7 C7 C11 176.2(3) . .
Tb1 O8 C7 O7 6.7(4) . .
Tb1 O8 C7 C11 -175.7(3) . .
Tb1 O11 C13 N2 166.3(4) . .
O3 C2 C3 C5 -5.4(5) . .
O3 C2 C3 C6 175.0(4) . 2_666
O6 C2 C3 C5 174.6(4) . .
O6 C2 C3 C6 -5.0(6) . 2_666
O7 C7 C11 C12 -6.4(6) . .
O7 C7 C11 C14 174.7(4) . .
O8 C7 C11 C12 176.0(4) . .
O8 C7 C11 C14 -3.0(6) . .
C1 C8 C9 O9 -179.4(4) . .
C1 C8 C9 C1 0.2(7) . 2_556
C2 C3 C5 C6 179.3(4) . .
C3 C5 C6 O12 -179.8(4) . .
C3 C5 C6 C3 1.2(7) . 2_666
C4 C1 C8 C9 -177.1(4) . .
C6 C3 C5 C6 -1.1(7) 2_666 .
C7 C11 C12 O1A -0.5(7) . .
C7 C11 C12 C14 -179.7(4) . 2_677
C7 C11 C14 O1B -4.1(19) . .
C7 C11 C14 C12 179.7(4) . 2_677
C8 C1 C4 O2 4.8(6) . .
C8 C1 C4 O4 -174.4(4) . .
C9 C1 C4 O2 -172.1(4) 2_556 .
C9 C1 C4 O4 8.7(6) 2_556 .
C9 C1 C8 C9 -0.2(7) 2_556 .
C12 C11 C14 O1B 176.9(19) . .
C12 C11 C14 C12 0.8(7) . 2_677
C14 C11 C12 O1A 178.5(4) . .
C14 C11 C12 C14 -0.8(7) . 2_677
C15 N1 C10 O5 180.0(5) . .
C16 N1 C10 O5 3.5(8) . .
C17 N2 C13 O11 0.1(9) . .
C18 N2 C13 O11 179.1(6) . .
C2A N3 C1A O10 -177.9(10) . .
C3A N3 C1A O10 -2.1(14) . .
C2B N3 C1B O10 -10(3) . .
C3B N3 C1B O10 176.1(16) . .
