#------------------------------------------------------------------------------
#$Date: 2019-11-17 09:09:33 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229025 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/15/7231575.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_7231575
loop_
_publ_author_name
'Chainok, Kittipong'
'Ponjan, Nutcha'
'Theppitak, Chatphorn'
'Khemthong, Phailyn'
'Kielar, Filip'
'Dungkaew, Winya'
'Zhou, Yan'
'Batten, Stuart R.'
_publ_section_title
;
 Temperature-dependent 3D structures of lanthanide coordination polymers
 based on dicarboxylate mixed ligands
;
_journal_issue                   46
_journal_name_full               CrystEngComm
_journal_page_first              7446
_journal_paper_doi               10.1039/C8CE01430B
_journal_volume                  20
_journal_year                    2018
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C16 H16 O16 Sm2, 2(H2 O)'
_chemical_formula_sum            'C16 H20 O18 Sm2'
_chemical_formula_weight         801.02
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-03-23
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-08-24 deposited with the CCDC.
2018-09-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.2380(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.0276(2)
_cell_length_b                   12.5114(3)
_cell_length_c                   10.4264(2)
_cell_measurement_reflns_used    2201
_cell_measurement_temperature    296
_cell_measurement_theta_max      30.574
_cell_measurement_theta_min      3.150
_cell_volume                     1146.35(4)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       'APEX 3 (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      296
_diffrn_detector                 'Bruker PHOTON 100 area detector'
_diffrn_detector_area_resol_mean 10.5
_diffrn_detector_type            'PHOTON area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST CMOS'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  'graphiteDouble Bounce Multilayer Mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0620
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            75933
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.574
_diffrn_reflns_theta_min         3.150
_diffrn_source                   'microfocus sealed x-ray tube'
_diffrn_source_type              'Incoatec I\mus'
_exptl_absorpt_coefficient_mu    5.161
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6837
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.0728 before and 0.0667 after correction. The Ratio of minimum to maximum transmission is 0.9164. The λ/2 correction factor is 0.0015.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.321
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.808
_refine_diff_density_min         -0.506
_refine_diff_density_rms         0.111
_refine_ls_abs_structure_details
;
 Flack x determined using 2994 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.002(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         7002
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0202
_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)+(0.0161P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0360
_refine_ls_wR_factor_ref         0.0368
_reflns_Friedel_coverage         0.919
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                6572
_reflns_number_total             7002
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce01430b2.cif
_cod_data_source_block           3sm
_cod_depositor_comments
'Adding full bibliography for 7231570--7231583.cif.'
_cod_database_code               7231575
_shelx_shelxl_version_number     2016/6
_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   0.820
_shelx_estimated_absorpt_t_min   0.532
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 O14-H14A = O16-H16A
 0.84 with sigma of 0.01
 O14-H14B
 0.84 with sigma of 0.01
 H14A-H14B
 1.37 with sigma of 0.02
 O13-H13A
 0.84 with sigma of 0.01
 O17-H17A
 0.84 with sigma of 0.01
 O16-H16B
 0.84 with sigma of 0.01
 H16A-H16B
 1.355 with sigma of 0.02
 O17-H17B
 0.84 with sigma of 0.01
 H17A-H17B
 1.35 with sigma of 0.02
 O13-H13B
 0.84 with sigma of 0.01
 H13B-H13A
 1.365 with sigma of 0.02
 O15-H15A
 0.84 with sigma of 0.01
 O15-H15B
 0.84 with sigma of 0.01
 H15B-H15A
 1.37 with sigma of 0.02
 O18-H18A
 0.84 with sigma of 0.01
 O18-H18B
 0.84 with sigma of 0.01
 H18A-H18B
 1.39 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C10(H10), C11(H11), C14(H14), C15(H15)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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
Sm1 Sm 0.38442(2) 0.58956(2) 0.67949(2) 0.01286(5) Uani 1 1 d .
Sm2 Sm 0.07391(2) 0.50560(2) 0.88305(2) 0.01226(5) Uani 1 1 d .
O1 O 0.4402(4) 0.6196(3) 0.4617(4) 0.0360(10) Uani 1 1 d .
O2 O 0.5999(3) 0.5142(4) 0.5885(3) 0.0305(8) Uani 1 1 d .
O3 O 0.8580(4) 0.5706(3) -0.0287(3) 0.0308(9) Uani 1 1 d .
O4 O 1.0376(5) 0.4889(4) 0.1121(4) 0.0482(13) Uani 1 1 d .
O5 O 0.1344(4) 0.6558(3) 0.5788(3) 0.0258(8) Uani 1 1 d .
O6 O -0.0240(4) 0.6278(3) 0.7128(3) 0.0253(8) Uani 1 1 d .
O7 O -0.1855(4) 0.9444(3) 0.2892(3) 0.0208(7) Uani 1 1 d .
O8 O -0.2797(5) 0.9345(3) 0.4617(4) 0.0357(10) Uani 1 1 d .
O9 O 0.4880(4) 0.4741(3) 0.8588(3) 0.0237(7) Uani 1 1 d .
O10 O 0.3261(4) 0.4508(3) 0.9905(3) 0.0252(8) Uani 1 1 d .
O11 O 0.8559(5) 0.1767(3) 1.0031(4) 0.0447(11) Uani 1 1 d .
O12 O 0.7097(4) 0.1585(3) 1.1416(3) 0.0222(7) Uani 1 1 d .
O13 O 0.3920(5) 0.7856(3) 0.6403(5) 0.0459(11) Uani 1 1 d D
H13A H 0.467(5) 0.825(5) 0.644(7) 0.06(2) Uiso 1 1 d D
H13B H 0.379(12) 0.747(9) 0.573(8) 0.20(7) Uiso 1 1 d D
O14 O 0.6272(4) 0.6694(3) 0.8012(4) 0.0303(8) Uani 1 1 d D
H14A H 0.696(6) 0.630(5) 0.845(7) 0.09(3) Uiso 1 1 d D
H14B H 0.669(8) 0.721(5) 0.773(9) 0.13(4) Uiso 1 1 d D
O15 O 0.0752(5) 0.3104(3) 0.9317(5) 0.0433(10) Uani 1 1 d D
H15A H 0.017(12) 0.306(10) 0.984(11) 0.22(7) Uiso 1 1 d D
H15B H 0.138(8) 0.260(5) 0.946(9) 0.10(3) Uiso 1 1 d D
O16 O -0.1496(4) 0.4208(3) 0.7480(4) 0.0282(8) Uani 1 1 d D
H16A H -0.220(4) 0.456(3) 0.702(5) 0.032(16) Uiso 1 1 d D
H16B H -0.169(6) 0.3559(13) 0.736(5) 0.035(16) Uiso 1 1 d D
O17 O 0.6663(5) 0.8868(4) 0.7183(5) 0.0470(11) Uani 1 1 d D
H17A H 0.690(11) 0.934(5) 0.669(6) 0.12(4) Uiso 1 1 d D
H17B H 0.707(9) 0.905(6) 0.796(3) 0.08(3) Uiso 1 1 d D
O18 O -0.1950(7) 0.2094(4) 0.7181(5) 0.0622(14) Uani 1 1 d D
H18A H -0.195(11) 0.187(8) 0.794(3) 0.14(5) Uiso 1 1 d D
H18B H -0.259(6) 0.179(5) 0.659(5) 0.06(2) Uiso 1 1 d D
C1 C 0.6525(5) 0.5601(4) 0.3813(5) 0.0205(10) Uani 1 1 d .
C2 C 0.5977(6) 0.6050(5) 0.2574(5) 0.0314(13) Uani 1 1 d .
H2 H 0.504267 0.639933 0.238700 0.038 Uiso 1 1 calc R
C3 C 0.6814(5) 0.5980(6) 0.1617(5) 0.0305(12) Uani 1 1 d .
H3 H 0.643638 0.627167 0.078597 0.037 Uiso 1 1 calc R
C4 C 0.8223(6) 0.5472(4) 0.1904(5) 0.0232(10) Uani 1 1 d .
C5 C 0.8788(5) 0.5062(6) 0.3134(5) 0.0278(10) Uani 1 1 d .
H5 H 0.974518 0.474468 0.333189 0.033 Uiso 1 1 calc R
C6 C 0.7944(5) 0.5115(5) 0.4089(4) 0.0240(9) Uani 1 1 d .
H6 H 0.833097 0.482348 0.491820 0.029 Uiso 1 1 calc R
C7 C 0.5599(5) 0.5644(4) 0.4838(5) 0.0198(10) Uani 1 1 d .
C8 C 0.9106(6) 0.5345(4) 0.0864(5) 0.0207(11) Uani 1 1 d .
C9 C 0.0147(5) 0.6738(4) 0.6194(4) 0.0200(9) Uani 1 1 d .
C10 C -0.0899(6) 0.7603(4) 0.5555(5) 0.0282(11) Uani 1 1 d .
H10 H -0.166216 0.780459 0.597208 0.034 Uiso 1 1 calc R
C11 C -0.0854(5) 0.8105(4) 0.4473(5) 0.0241(10) Uani 1 1 d .
H11 H -0.014451 0.789668 0.400034 0.029 Uiso 1 1 calc R
C12 C -0.1899(5) 0.9000(4) 0.3971(5) 0.0200(9) Uani 1 1 d .
C13 C 0.4453(5) 0.4294(4) 0.9519(5) 0.0193(9) Uani 1 1 d .
C14 C 0.5394(5) 0.3399(4) 1.0213(5) 0.0240(10) Uani 1 1 d .
H14 H 0.509667 0.308182 1.092049 0.029 Uiso 1 1 calc R
C15 C 0.6603(6) 0.3035(4) 0.9889(5) 0.0253(10) Uani 1 1 d .
H15 H 0.695426 0.339399 0.923562 0.030 Uiso 1 1 calc R
C16 C 0.7460(5) 0.2080(4) 1.0497(5) 0.0211(10) 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'
Sm Sm -0.1638 3.4418 '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
O1 Sm1 O2 51.33(12) . .
O1 Sm1 O7 120.64(13) . 2_546
O1 Sm1 O8 72.75(13) . 2_546
O1 Sm1 O13 71.32(16) . .
O1 Sm1 H13B 53.2(11) . .
O1 Sm1 O14 93.85(14) . .
O2 Sm1 O7 113.26(13) . 2_546
O2 Sm1 H13B 94(2) . .
O5 Sm1 O1 85.11(12) . .
O5 Sm1 O2 133.48(11) . .
O5 Sm1 O7 72.12(11) . 2_546
O5 Sm1 O8 79.58(14) . 2_546
O5 Sm1 O13 69.36(14) . .
O5 Sm1 H13B 65(3) . .
O5 Sm1 O14 135.67(14) . .
O7 Sm1 H13B 137(3) 2_546 .
O8 Sm1 O2 73.05(13) 2_546 .
O8 Sm1 O7 49.94(11) 2_546 2_546
O8 Sm1 O13 133.79(16) 2_546 .
O8 Sm1 H13B 115.3(10) 2_546 .
O9 Sm1 O1 133.64(12) . .
O9 Sm1 O2 82.59(11) . .
O9 Sm1 O5 135.44(11) . .
O9 Sm1 O7 68.85(11) . 2_546
O9 Sm1 O8 91.10(13) . 2_546
O9 Sm1 O12 75.57(12) . 2_657
O9 Sm1 O13 134.98(15) . .
O9 Sm1 H13B 151(2) . .
O9 Sm1 O14 72.53(13) . .
O12 Sm1 O1 148.36(12) 2_657 .
O12 Sm1 O2 150.50(11) 2_657 .
O12 Sm1 O5 75.53(12) 2_657 .
O12 Sm1 O7 77.07(10) 2_657 2_546
O12 Sm1 O8 126.21(11) 2_657 2_546
O12 Sm1 O13 78.46(16) 2_657 .
O12 Sm1 H13B 95.6(13) 2_657 .
O12 Sm1 O14 83.39(12) 2_657 .
O13 Sm1 O2 104.64(16) . .
O13 Sm1 O7 138.31(13) . 2_546
O13 Sm1 H13B 19.5(5) . .
O14 Sm1 O2 71.15(13) . .
O14 Sm1 O7 139.90(12) . 2_546
O14 Sm1 O8 142.14(14) . 2_546
O14 Sm1 O13 68.44(15) . .
O14 Sm1 H13B 80(2) . .
O3 Sm2 O4 51.99(12) 1_456 1_456
O3 Sm2 O12 115.90(12) 1_456 2_657
O3 Sm2 O15 102.35(15) 1_456 .
O4 Sm2 O12 113.24(15) 1_456 2_657
O4 Sm2 O15 73.65(18) 1_456 .
O6 Sm2 O3 82.83(12) . 1_456
O6 Sm2 O4 131.87(13) . 1_456
O6 Sm2 O7 77.92(12) . 2_546
O6 Sm2 O10 133.68(12) . .
O6 Sm2 O11 79.03(14) . 2_657
O6 Sm2 O12 68.61(11) . 2_657
O6 Sm2 O15 140.55(15) . .
O6 Sm2 O16 74.20(12) . .
O7 Sm2 O3 153.15(11) 2_546 1_456
O7 Sm2 O4 150.21(12) 2_546 1_456
O7 Sm2 O10 74.91(12) 2_546 .
O7 Sm2 O11 122.55(12) 2_546 2_657
O7 Sm2 O12 74.00(10) 2_546 2_657
O7 Sm2 O15 81.66(15) 2_546 .
O7 Sm2 O16 81.98(12) 2_546 .
O10 Sm2 O3 131.67(11) . 1_456
O10 Sm2 O4 81.19(12) . 1_456
O10 Sm2 O11 84.90(15) . 2_657
O10 Sm2 O12 68.20(11) . 2_657
O10 Sm2 O15 70.41(13) . .
O10 Sm2 O16 136.18(13) . .
O11 Sm2 O3 70.87(12) 2_657 1_456
O11 Sm2 O4 71.73(16) 2_657 1_456
O11 Sm2 O12 48.61(11) 2_657 2_657
O11 Sm2 O15 139.95(18) 2_657 .
O15 Sm2 O12 136.04(13) . 2_657
O16 Sm2 O3 74.84(13) . 1_456
O16 Sm2 O4 104.20(15) . 1_456
O16 Sm2 O11 138.54(14) . 2_657
O16 Sm2 O12 138.97(12) . 2_657
O16 Sm2 O15 69.76(14) . .
C7 O1 Sm1 95.5(3) . .
C7 O2 Sm1 92.7(3) . .
C8 O3 Sm2 94.5(3) . 1_654
C8 O4 Sm2 94.1(3) . 1_654
C9 O5 Sm1 134.5(3) . .
C9 O6 Sm2 139.8(3) . .
Sm2 O7 Sm1 106.92(11) 2_556 2_556
C12 O7 Sm1 91.8(3) . 2_556
C12 O7 Sm2 156.8(3) . 2_556
C12 O8 Sm1 99.0(3) . 2_556
C13 O9 Sm1 138.1(3) . .
C13 O10 Sm2 134.4(3) . .
C16 O11 Sm2 102.9(3) . 2_647
Sm1 O12 Sm2 101.95(11) 2_647 2_647
C16 O12 Sm1 170.4(3) . 2_647
C16 O12 Sm2 87.5(3) . 2_647
Sm1 O13 H13A 129(5) . .
Sm1 O13 H13B 64(9) . .
H13A O13 H13B 109(4) . .
Sm1 O14 H14A 119(5) . .
Sm1 O14 H14B 123(6) . .
H14A O14 H14B 108(4) . .
Sm2 O15 H15A 103(8) . .
Sm2 O15 H15B 138(6) . .
H15A O15 H15B 109(4) . .
Sm2 O16 H16A 122(3) . .
Sm2 O16 H16B 129(3) . .
H16A O16 H16B 109(3) . .
H17A O17 H17B 107(4) . .
H18A O18 H18B 113(4) . .
C2 C1 C7 120.6(4) . .
C6 C1 C2 119.0(4) . .
C6 C1 C7 120.4(4) . .
C1 C2 H2 119.8 . .
C3 C2 C1 120.4(5) . .
C3 C2 H2 119.8 . .
C2 C3 H3 120.1 . .
C2 C3 C4 119.8(5) . .
C4 C3 H3 120.1 . .
C3 C4 C8 120.4(4) . .
C5 C4 C3 119.9(4) . .
C5 C4 C8 119.6(4) . .
C4 C5 H5 119.8 . .
C4 C5 C6 120.5(5) . .
C6 C5 H5 119.8 . .
C1 C6 H6 119.8 . .
C5 C6 C1 120.3(4) . .
C5 C6 H6 119.8 . .
O1 C7 C1 118.9(4) . .
O2 C7 O1 120.3(4) . .
O2 C7 C1 120.7(4) . .
O3 C8 Sm2 59.4(2) . 1_654
O3 C8 C4 120.1(4) . .
O4 C8 Sm2 60.1(2) . 1_654
O4 C8 O3 119.4(4) . .
O4 C8 C4 120.5(4) . .
C4 C8 Sm2 178.3(3) . 1_654
O5 C9 C10 118.8(4) . .
O6 C9 O5 126.2(4) . .
O6 C9 C10 115.0(4) . .
C9 C10 H10 116.7 . .
C11 C10 C9 126.6(5) . .
C11 C10 H10 116.7 . .
C10 C11 H11 119.1 . .
C10 C11 C12 121.8(5) . .
C12 C11 H11 119.1 . .
O7 C12 Sm1 62.9(2) . 2_556
O7 C12 C11 119.9(4) . .
O8 C12 Sm1 56.4(2) . 2_556
O8 C12 O7 119.2(4) . .
O8 C12 C11 120.9(4) . .
C11 C12 Sm1 174.5(4) . 2_556
O9 C13 O10 126.0(4) . .
O9 C13 C14 118.0(4) . .
O10 C13 C14 116.0(4) . .
C13 C14 H14 118.0 . .
C15 C14 C13 123.9(4) . .
C15 C14 H14 118.0 . .
C14 C15 H15 118.0 . .
C14 C15 C16 124.0(4) . .
C16 C15 H15 118.0 . .
O11 C16 Sm2 52.9(2) . 2_647
O11 C16 C15 117.6(4) . .
O12 C16 Sm2 68.0(3) . 2_647
O12 C16 O11 120.7(4) . .
O12 C16 C15 121.7(4) . .
C15 C16 Sm2 168.3(3) . 2_647
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sm1 O1 2.465(3) .
Sm1 O2 2.534(3) .
Sm1 O5 2.408(3) .
Sm1 O7 2.627(3) 2_546
Sm1 O8 2.487(4) 2_546
Sm1 O9 2.378(3) .
Sm1 O12 2.381(3) 2_657
Sm1 O13 2.490(4) .
Sm1 H13B 2.26(13) .
Sm1 O14 2.477(4) .
Sm2 O3 2.476(3) 1_456
Sm2 O4 2.492(3) 1_456
Sm2 O6 2.356(3) .
Sm2 O7 2.378(3) 2_546
Sm2 O10 2.396(3) .
Sm2 O11 2.459(4) 2_657
Sm2 O12 2.788(3) 2_657
Sm2 O15 2.494(4) .
Sm2 O16 2.424(3) .
O1 C7 1.258(6) .
O2 C7 1.238(6) .
O3 C8 1.268(6) .
O4 C8 1.254(6) .
O5 C9 1.268(6) .
O6 C9 1.249(5) .
O7 C12 1.264(5) .
O8 C12 1.244(6) .
O9 C13 1.255(5) .
O10 C13 1.262(5) .
O11 C16 1.263(6) .
O12 C16 1.246(5) .
O13 H13A 0.832(14) .
O13 H13B 0.837(14) .
O14 H14A 0.842(14) .
O14 H14B 0.838(15) .
O15 H15A 0.840(15) .
O15 H15B 0.837(14) .
O16 H16A 0.831(14) .
O16 H16B 0.834(14) .
O17 H17A 0.840(14) .
O17 H17B 0.837(14) .
O18 H18A 0.838(14) .
O18 H18B 0.835(14) .
C1 C2 1.391(7) .
C1 C6 1.387(6) .
C1 C7 1.502(6) .
C2 H2 0.9300 .
C2 C3 1.386(6) .
C3 H3 0.9300 .
C3 C4 1.392(7) .
C4 C5 1.367(7) .
C4 C8 1.494(6) .
C5 H5 0.9300 .
C5 C6 1.387(6) .
C6 H6 0.9300 .
C9 C10 1.490(6) .
C10 H10 0.9300 .
C10 C11 1.300(7) .
C11 H11 0.9300 .
C11 C12 1.480(6) .
C13 C14 1.489(6) .
C14 H14 0.9300 .
C14 C15 1.296(7) .
C15 H15 0.9300 .
C15 C16 1.485(6) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O13 H13A O17 0.832(14) 1.95(3) 2.734(6) 157(7) .
O14 H14A O3 0.842(14) 1.88(3) 2.706(5) 166(8) 1_556
O14 H14B O17 0.838(15) 2.15(5) 2.900(6) 150(8) .
O15 H15A O11 0.840(15) 2.21(11) 2.819(6) 129(12) 1_455
O15 H15B O3 0.837(14) 2.52(6) 3.178(6) 137(8) 2_646
O16 H16A O2 0.831(14) 1.921(18) 2.743(5) 170(5) 1_455
O16 H16B O18 0.834(14) 1.852(15) 2.683(6) 175(5) .
O17 H17A O8 0.840(14) 2.24(6) 2.889(6) 134(7) 1_655
O17 H17B O4 0.837(14) 2.52(6) 3.120(6) 130(7) 2_756
O17 H17B O10 0.837(14) 2.39(5) 3.124(6) 147(8) 2_657
O18 H18A O11 0.838(14) 2.13(3) 2.930(7) 160(8) 1_455
O18 H18B O1 0.835(14) 1.97(2) 2.789(6) 168(7) 2_546
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
Sm1 O1 C7 O2 4.3(5) . .
Sm1 O1 C7 C1 -175.9(3) . .
Sm1 O2 C7 O1 -4.2(5) . .
Sm1 O2 C7 C1 176.1(4) . .
Sm1 O5 C9 O6 -27.3(8) . .
Sm1 O5 C9 C10 150.2(4) . .
Sm1 O7 C12 O8 3.4(5) 2_556 .
Sm1 O7 C12 C11 -174.6(4) 2_556 .
Sm1 O8 C12 O7 -3.6(5) 2_556 .
Sm1 O8 C12 C11 174.4(4) 2_556 .
Sm1 O9 C13 O10 -13.5(8) . .
Sm1 O9 C13 C14 164.1(3) . .
Sm2 O3 C8 O4 2.3(5) 1_654 .
Sm2 O3 C8 C4 -178.2(4) 1_654 .
Sm2 O4 C8 O3 -2.3(5) 1_654 .
Sm2 O4 C8 C4 178.2(4) 1_654 .
Sm2 O6 C9 O5 7.9(9) . .
Sm2 O6 C9 C10 -169.8(4) . .
Sm2 O7 C12 Sm1 144.3(8) 2_556 2_556
Sm2 O7 C12 O8 147.7(6) 2_556 .
Sm2 O7 C12 C11 -30.3(11) 2_556 .
Sm2 O10 C13 O9 34.8(8) . .
Sm2 O10 C13 C14 -142.8(4) . .
Sm2 O11 C16 O12 6.6(6) 2_647 .
Sm2 O11 C16 C15 -171.9(4) 2_647 .
Sm2 O12 C16 O11 -5.7(5) 2_647 .
Sm2 O12 C16 C15 172.7(4) 2_647 .
O5 C9 C10 C11 11.4(8) . .
O6 C9 C10 C11 -170.8(5) . .
O9 C13 C14 C15 -2.0(8) . .
O10 C13 C14 C15 175.8(5) . .
C1 C2 C3 C4 -1.0(9) . .
C2 C1 C6 C5 -1.2(8) . .
C2 C1 C7 O1 -8.0(7) . .
C2 C1 C7 O2 171.7(5) . .
C2 C3 C4 C5 -1.2(9) . .
C2 C3 C4 C8 177.1(5) . .
C3 C4 C5 C6 2.2(9) . .
C3 C4 C8 O3 0.4(7) . .
C3 C4 C8 O4 179.9(6) . .
C4 C5 C6 C1 -1.0(9) . .
C5 C4 C8 O3 178.8(5) . .
C5 C4 C8 O4 -1.7(8) . .
C6 C1 C2 C3 2.2(8) . .
C6 C1 C7 O1 171.7(5) . .
C6 C1 C7 O2 -8.5(7) . .
C7 C1 C2 C3 -178.0(5) . .
C7 C1 C6 C5 179.0(5) . .
C8 C4 C5 C6 -176.1(5) . .
C9 C10 C11 C12 -176.2(5) . .
C10 C11 C12 O7 -177.5(5) . .
C10 C11 C12 O8 4.5(8) . .
C13 C14 C15 C16 -174.1(5) . .
C14 C15 C16 Sm2 141.4(14) . 2_647
C14 C15 C16 O11 175.3(6) . .
C14 C15 C16 O12 -3.1(8) . .
