#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:21:14 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180423 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/92/7209235.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_7209235
loop_
_publ_author_name
'Luo, Yun'
'Bernot, Kevin'
'Calvez, Guillaume'
'Freslon, Stéphane'
'Daiguebonne, Carole'
'Guillou, Olivier'
'Kerbellec, Nicolas'
'Roisnel, Thierry'
_publ_section_title
;
 1,2,4,5-Benzene-tetra-carboxylic acid: a versatile ligand for high
 dimensional lanthanide-based coordination polymers
;
_journal_issue                   10
_journal_name_full               CrystEngComm
_journal_page_first              1882
_journal_paper_doi               10.1039/c2ce26940f
_journal_volume                  15
_journal_year                    2013
_chemical_formula_sum            'C15 H29 O25 Tm2'
_chemical_formula_weight         947.24
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_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                85.5810(10)
_cell_angle_beta                 69.2090(10)
_cell_angle_gamma                63.7550(10)
_cell_formula_units_Z            2
_cell_length_a                   10.2850(2)
_cell_length_b                   11.5717(3)
_cell_length_c                   13.5114(4)
_cell_measurement_temperature    293(2)
_cell_volume                     1342.23(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_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  0.0417
_diffrn_reflns_av_sigmaI/netI    0.0462
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            30939
_diffrn_reflns_theta_full        42.19
_diffrn_reflns_theta_max         42.19
_diffrn_reflns_theta_min         3.18
_exptl_absorpt_coefficient_mu    6.676
_exptl_crystal_density_diffrn    2.344
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             914
_refine_diff_density_max         7.397
_refine_diff_density_min         -6.231
_refine_diff_density_rms         0.313
_refine_ls_extinction_coef       0.0063(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.461
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         18620
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.461
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0465
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0595P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1371
_refine_ls_wR_factor_ref         0.1447
_reflns_number_gt                15066
_reflns_number_total             18620
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce26940f.txt
_cod_data_source_block           shelxl
_cod_database_code               7209235
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_calc_flag
_atom_site_refinement_flags
Tm1 Tm 0.555394(13) 0.275444(12) 0.320310(9) 0.01453(4) Uani 1 1 d .
Tm2 Tm 0.531178(14) -0.203020(12) 0.309302(10) 0.01488(4) Uani 1 1 d .
O03 O 0.3929(3) -0.0151(2) 0.43527(19) 0.0189(4) Uani 1 1 d .
O04 O 0.6196(3) -0.0462(2) 0.23173(18) 0.0193(4) Uani 1 1 d .
O05 O 0.4007(3) 0.4814(2) 0.4260(2) 0.0233(5) Uani 1 1 d .
O06 O 0.7152(3) 0.3024(3) 0.3885(2) 0.0229(4) Uani 1 1 d .
O07 O 0.7003(3) -0.2797(2) 0.13883(19) 0.0236(4) Uani 1 1 d .
O08 O 0.2967(3) 0.4332(3) 0.3280(2) 0.0253(5) Uani 1 1 d .
O09 O 0.6995(3) 0.0622(2) 0.3577(2) 0.0225(4) Uani 1 1 d .
O10 O 0.2716(3) 0.2253(3) 0.6345(2) 0.0237(4) Uani 1 1 d .
O11 O 0.5144(3) 0.1650(2) 0.2120(2) 0.0253(5) Uani 1 1 d .
O12 O 0.5806(4) 0.4223(3) 0.1940(3) 0.0374(7) Uani 1 1 d .
O13 O 0.8682(3) -0.2463(4) -0.0030(3) 0.0430(8) Uani 1 1 d .
O14 O 0.5972(4) 0.2726(4) 0.7725(3) 0.0386(7) Uani 1 1 d .
C15 C 0.1382(3) 0.2472(3) 0.5187(2) 0.0155(4) Uani 1 1 d .
O16 O 0.6529(3) -0.4222(3) 0.3256(2) 0.0311(6) Uani 1 1 d .
C17 C 0.8655(3) 0.2776(3) 0.4921(2) 0.0151(4) Uani 1 1 d .
O18 O 0.7992(3) 0.1776(3) 0.1801(2) 0.0355(6) Uani 1 1 d .
O19 O 0.3005(3) -0.0124(2) 0.3103(2) 0.0230(4) Uani 1 1 d .
O20 O 0.6383(3) 0.2454(3) 0.5516(2) 0.0270(5) Uani 1 1 d .
O22 O 0.3913(3) 0.2356(3) 0.4637(2) 0.0254(5) Uani 1 1 d .
C23 C 0.5567(3) 0.0487(3) 0.1840(2) 0.0169(4) Uani 1 1 d .
C24 C 0.1428(3) 0.1563(3) 0.4522(2) 0.0163(4) Uani 1 1 d .
C25 C 0.1397(3) 0.6281(3) 0.4457(2) 0.0162(4) Uani 1 1 d .
C26 C 1.0067(3) 0.1720(3) 0.4407(3) 0.0183(5) Uani 1 1 d .
H26 H 1.0105 0.1106 0.3978 0.022 Uiso 1 1 calc R
C28 C 0.2778(3) 0.2342(3) 0.5389(2) 0.0166(4) Uani 1 1 d .
C30 C 0.5280(3) 0.0214(3) 0.0892(2) 0.0161(4) Uani 1 1 d .
C31 C 0.4200(4) 0.1223(3) 0.0540(2) 0.0189(5) Uani 1 1 d .
H31 H 0.3654 0.2039 0.0913 0.023 Uiso 1 1 calc R
C32 C -0.0031(3) 0.3548(3) 0.5677(2) 0.0176(5) Uani 1 1 d .
H32 H -0.0070 0.4167 0.6102 0.021 Uiso 1 1 calc R
C33 C 0.7344(4) -0.2166(3) 0.0602(3) 0.0205(5) Uani 1 1 d .
C38 C 0.6068(3) -0.1028(3) 0.0350(2) 0.0163(4) Uani 1 1 d .
C39 C 0.7263(3) 0.2783(3) 0.4780(2) 0.0162(4) Uani 1 1 d .
C40 C 0.2873(3) 0.5081(3) 0.3966(3) 0.0193(5) Uani 1 1 d .
C41 C 0.2881(3) 0.0377(3) 0.3954(2) 0.0174(4) Uani 1 1 d .
O44 O 0.9571(5) 0.4140(5) 0.2607(5) 0.0842(18) Uani 1 1 d .
O43 O 0.0039(5) 0.7139(6) 0.1717(4) 0.0785(16) Uani 1 1 d .
O34 O 0.0999(6) 0.0951(8) 0.1713(5) 0.116(3) Uani 1 1 d .
O35 O 0.0799(8) 0.8704(7) 0.2790(6) 0.116(3) Uani 1 1 d .
O36 O 0.8144(8) 0.1566(8) 0.9757(4) 0.104(2) Uani 1 1 d .
O29 O 0.2264(6) 0.4470(5) 0.1487(4) 0.0692(13) Uani 1 1 d .
O27 O 0.4808(6) 0.6329(5) 0.0229(3) 0.0630(12) Uani 1 1 d .
O21 O 0.8281(4) 0.4518(3) 0.0585(3) 0.0476(9) 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tm Tm -0.3139 5.2483 '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
O22 Tm1 O11 90.53(10) . .
O22 Tm1 O06 102.47(10) . .
O11 Tm1 O06 151.16(10) . .
O22 Tm1 O12 145.40(10) . .
O11 Tm1 O12 91.61(11) . .
O06 Tm1 O12 91.88(11) . .
O22 Tm1 O18 143.77(11) . .
O11 Tm1 O18 76.54(11) . .
O06 Tm1 O18 77.89(10) . .
O12 Tm1 O18 69.74(11) . .
O22 Tm1 O09 73.83(9) . .
O11 Tm1 O09 81.50(9) . .
O06 Tm1 O09 77.70(9) . .
O12 Tm1 O09 140.55(10) . .
O18 Tm1 O09 70.87(10) . .
O22 Tm1 O05 76.60(10) . .
O11 Tm1 O05 134.10(9) . .
O06 Tm1 O05 74.46(9) . .
O12 Tm1 O05 77.26(11) . .
O18 Tm1 O05 135.71(10) . .
O09 Tm1 O05 133.36(9) . .
O22 Tm1 O08 75.14(10) . .
O11 Tm1 O08 80.14(9) . .
O06 Tm1 O08 127.87(9) . .
O12 Tm1 O08 71.24(10) . .
O18 Tm1 O08 133.42(10) . .
O09 Tm1 O08 143.56(9) . .
O05 Tm1 O08 54.03(8) . .
O22 Tm1 C40 73.14(10) . .
O11 Tm1 C40 107.09(9) . .
O06 Tm1 C40 101.32(9) . .
O12 Tm1 C40 73.24(10) . .
O18 Tm1 C40 142.91(11) . .
O09 Tm1 C40 145.88(9) . .
O05 Tm1 C40 27.01(8) . .
O08 Tm1 C40 27.05(8) . .
O20 Tm2 O07 142.12(10) 2_656 .
O20 Tm2 O16 73.50(10) 2_656 .
O07 Tm2 O16 78.81(10) . .
O20 Tm2 O10 105.61(10) 2_656 2_656
O07 Tm2 O10 91.98(9) . 2_656
O16 Tm2 O10 76.10(10) . 2_656
O20 Tm2 O04 146.20(9) 2_656 .
O07 Tm2 O04 70.95(8) . .
O16 Tm2 O04 134.46(9) . .
O10 Tm2 O04 71.86(9) 2_656 .
O20 Tm2 O14 76.57(11) 2_656 2_656
O07 Tm2 O14 74.32(10) . 2_656
O16 Tm2 O14 81.81(12) . 2_656
O10 Tm2 O14 155.95(11) 2_656 2_656
O04 Tm2 O14 119.80(10) . 2_656
O20 Tm2 O03 74.03(9) 2_656 .
O07 Tm2 O03 142.99(9) . .
O16 Tm2 O03 132.79(10) . .
O10 Tm2 O03 80.74(9) 2_656 .
O04 Tm2 O03 72.31(8) . .
O14 Tm2 O03 122.03(10) 2_656 .
O20 Tm2 O19 83.47(10) 2_656 .
O07 Tm2 O19 110.46(9) . .
O16 Tm2 O19 149.59(9) . .
O10 Tm2 O19 130.33(9) 2_656 .
O04 Tm2 O19 74.69(8) . .
O14 Tm2 O19 73.60(10) 2_656 .
O03 Tm2 O19 54.43(8) . .
O20 Tm2 C41 75.66(10) 2_656 .
O07 Tm2 C41 131.54(9) . .
O16 Tm2 C41 148.49(10) . .
O10 Tm2 C41 106.51(9) 2_656 .
O04 Tm2 C41 73.10(8) . .
O14 Tm2 C41 97.28(11) 2_656 .
O03 Tm2 C41 27.23(8) . .
O19 Tm2 C41 27.30(8) . .
C41 O03 Tm2 92.54(18) . .
C23 O04 Tm2 127.92(19) . .
C40 O05 Tm1 93.20(18) . .
C39 O06 Tm1 128.4(2) . .
C33 O07 Tm2 129.0(2) . .
C40 O08 Tm1 91.75(19) . .
C28 O10 Tm2 124.8(2) . 2_656
C23 O11 Tm1 137.7(2) . .
C32 C15 C24 118.5(2) . .
C32 C15 C28 118.3(2) . .
C24 C15 C28 123.2(3) . .
C26 C17 C25 119.5(2) . 2_666
C26 C17 C39 115.6(2) . .
C25 C17 C39 124.9(2) 2_666 .
C41 O19 Tm2 91.71(18) . .
C39 O20 Tm2 175.3(2) . 2_656
C28 O22 Tm1 167.6(2) . .
O11 C23 O04 124.3(3) . .
O11 C23 C30 117.9(3) . .
O04 C23 C30 117.9(3) . .
C26 C24 C15 119.9(3) 1_455 .
C26 C24 C41 117.0(3) 1_455 .
C15 C24 C41 123.0(2) . .
C17 C25 C32 119.3(2) 2_666 2_566
C17 C25 C40 120.7(2) 2_666 .
C32 C25 C40 120.0(3) 2_566 .
C17 C26 C24 121.2(3) . 1_655
O22 C28 O10 123.3(3) . .
O22 C28 C15 120.0(3) . .
O10 C28 C15 116.6(3) . .
C31 C30 C38 119.4(3) . .
C31 C30 C23 119.1(2) . .
C38 C30 C23 121.5(3) . .
C38 C31 C30 121.2(3) 2_655 .
C15 C32 C25 121.4(3) . 2_566
O13 C33 O07 124.1(3) . .
O13 C33 C38 115.7(3) . .
O07 C33 C38 120.1(3) . .
C31 C38 C30 119.3(3) 2_655 .
C31 C38 C33 116.1(3) 2_655 .
C30 C38 C33 124.2(3) . .
O20 C39 O06 124.8(3) . .
O20 C39 C17 118.6(3) . .
O06 C39 C17 116.3(3) . .
O05 C40 O08 120.9(3) . .
O05 C40 C25 119.2(3) . .
O08 C40 C25 119.9(3) . .
O05 C40 Tm1 59.79(16) . .
O08 C40 Tm1 61.20(16) . .
C25 C40 Tm1 175.4(2) . .
O03 C41 O19 120.9(3) . .
O03 C41 C24 120.1(3) . .
O19 C41 C24 119.0(3) . .
O03 C41 Tm2 60.23(16) . .
O19 C41 Tm2 60.99(16) . .
C24 C41 Tm2 170.8(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Tm1 O22 2.246(3) .
Tm1 O11 2.270(2) .
Tm1 O06 2.284(2) .
Tm1 O12 2.345(3) .
Tm1 O18 2.368(3) .
Tm1 O09 2.376(3) .
Tm1 O05 2.411(2) .
Tm1 O08 2.442(2) .
Tm1 C40 2.785(3) .
Tm2 O20 2.259(3) 2_656
Tm2 O07 2.286(2) .
Tm2 O16 2.313(3) .
Tm2 O10 2.314(2) 2_656
Tm2 O04 2.389(2) .
Tm2 O14 2.393(3) 2_656
Tm2 O03 2.401(2) .
Tm2 O19 2.418(3) .
Tm2 C41 2.764(3) .
O03 C41 1.266(4) .
O04 C23 1.264(4) .
O05 C40 1.267(4) .
O06 C39 1.253(4) .
O07 C33 1.276(4) .
O08 C40 1.267(4) .
O10 C28 1.269(4) .
O10 Tm2 2.314(2) 2_656
O11 C23 1.260(4) .
O13 C33 1.238(4) .
O14 Tm2 2.393(3) 2_656
C15 C32 1.394(4) .
C15 C24 1.410(4) .
C15 C28 1.497(4) .
C17 C26 1.390(4) .
C17 C25 1.399(4) 2_666
C17 C39 1.507(4) .
O19 C41 1.268(4) .
O20 C39 1.249(4) .
O20 Tm2 2.259(3) 2_656
O22 C28 1.252(4) .
C23 C30 1.497(4) .
C24 C26 1.394(4) 1_455
C24 C41 1.497(4) .
C25 C17 1.399(4) 2_666
C25 C32 1.405(4) 2_566
C25 C40 1.496(4) .
C26 C24 1.394(4) 1_655
C30 C31 1.402(4) .
C30 C38 1.403(4) .
C31 C38 1.381(4) 2_655
C32 C25 1.405(4) 2_566
C33 C38 1.514(4) .
C38 C31 1.381(4) 2_655
