#------------------------------------------------------------------------------
#$Date: 2025-08-19 17:49:58 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301806 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/16/2231640.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2231640
loop_
_publ_author_name
'Shen, Jin-Bei'
'Liu, Jia-Lu'
'Zhao, Guo-Liang'
_publ_section_title
;
 Bis(μ-2-phenoxypropionato-κ²O:O')bis[(1,10-phenanthroline-κ²N,N')bis(2-phenoxypropionato-κ²O,O')samarium(III)]
;
_journal_coeditor_code           NG5218
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1319
_journal_paper_doi               10.1107/S1600536811034829
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Sm2 (C9 H9 O3)6 (C12 H8 N2)2]'
_chemical_formula_moiety         'C78 H70 N4 O18 Sm2'
_chemical_formula_sum            'C78 H70 N4 O18 Sm2'
_chemical_formula_weight         1652.08
_chemical_name_systematic
;
Bis(μ-2-phenoxypropionato-κ²O:O')bis[(1,10-phenanthroline-
κ²N,N')bis(2-phenoxypropionato-
κ²O,O')samarium(III)]
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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                99.111(3)
_cell_angle_beta                 91.116(3)
_cell_angle_gamma                114.381(3)
_cell_formula_units_Z            1
_cell_length_a                   11.3589(6)
_cell_length_b                   12.2144(6)
_cell_length_c                   14.1282(8)
_cell_measurement_reflns_used    9923
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      1.86
_cell_volume                     1754.98(17)
_computing_cell_refinement       'SAINT (Bruker, 2006)'
_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_data_reduction        'SAINT (Bruker, 2006)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEXII area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0275
_diffrn_reflns_av_sigmaI/netI    0.0279
_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       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            23059
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    1.732
_exptl_absorpt_correction_T_max  0.919
_exptl_absorpt_correction_T_min  0.556
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             834
_exptl_crystal_size_max          0.398
_exptl_crystal_size_mid          0.287
_exptl_crystal_size_min          0.049
_refine_diff_density_max         0.654
_refine_diff_density_min         -0.697
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         6164
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0288
_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)+(0.0504P)²+0.4271P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0762
_refine_ls_wR_factor_ref         0.0785
_reflns_number_gt                5585
_reflns_number_total             6164
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            ng5218.cif
_cod_data_source_block           I
_cod_original_cell_volume        1754.98(16)
_cod_database_code               2231640
_cod_database_fobs_code          2231640
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Sm Sm1 0.821883(15) 0.887562(13) 0.604388(11) 0.03012(8) Uani d U 1 1
C C19 0.9324(4) 0.8368(3) 0.3955(3) 0.0417(9) Uani d . 1 1
O O9 0.7694(3) 0.6931(3) 0.2678(2) 0.0622(8) Uani d . 1 1
N N2 0.6794(3) 0.9250(3) 0.4929(2) 0.0459(8) Uani d . 1 1
O O2 1.0181(3) 0.8723(2) 0.6407(2) 0.0521(7) Uani d U 1 1
O O1 0.8364(3) 0.7135(2) 0.6450(2) 0.0582(7) Uani d U 1 1
O O8 1.0419(3) 0.9270(2) 0.4104(2) 0.0568(7) Uani d . 1 1
N N1 0.5970(3) 0.7250(3) 0.5784(3) 0.0507(8) Uani d . 1 1
O O3 0.9648(3) 0.6020(3) 0.7353(2) 0.0625(8) Uani d . 1 1
C C1 0.9580(4) 0.7664(3) 0.6573(3) 0.0444(8) Uani d U 1 1
O O6 0.6034(3) 0.9804(3) 0.8792(2) 0.0716(9) Uani d . 1 1
C C37 0.5571(4) 0.8368(4) 0.4654(3) 0.0470(9) Uani d . 1 1
C C20 0.9041(4) 0.7522(4) 0.2987(3) 0.0506(10) Uani d . 1 1
H H20A 0.9517 0.7981 0.2503 0.061 Uiso calc R 1 1
O O5 0.8677(3) 0.9529(3) 0.7753(2) 0.0679(9) Uani d U 1 1
O O7 0.8510(3) 0.8087(3) 0.4545(2) 0.0557(7) Uani d . 1 1
O O4 0.7112(3) 0.9757(3) 0.7047(2) 0.0663(8) Uani d U 1 1
C C10 0.7742(4) 0.9820(4) 0.7803(3) 0.0492(8) Uani d U 1 1
C C2 1.0366(4) 0.7021(4) 0.6887(3) 0.0534(10) Uani d . 1 1
H H2A 1.1122 0.7612 0.7320 0.064 Uiso calc R 1 1
C C11 0.7397(4) 1.0285(4) 0.8767(3) 0.0573(11) Uani d . 1 1
H H11A 0.7780 1.0048 0.9282 0.069 Uiso calc R 1 1
C C38 0.5137(4) 0.7313(4) 0.5106(3) 0.0492(10) Uani d . 1 1
C C22 0.7137(4) 0.7577(4) 0.2246(3) 0.0554(11) Uani d . 1 1
C C39 0.3889(4) 0.6380(4) 0.4844(3) 0.0594(11) Uani d . 1 1
C C35 0.5525(5) 0.6292(4) 0.6230(3) 0.0589(11) Uani d . 1 1
H H35A 0.6078 0.6249 0.6702 0.071 Uiso calc R 1 1
C C30 0.5161(5) 0.9533(5) 0.3591(3) 0.0643(12) Uani d . 1 1
H H30A 0.4620 0.9639 0.3147 0.077 Uiso calc R 1 1
C C28 0.7173(4) 1.0236(4) 0.4537(3) 0.0553(10) Uani d . 1 1
H H28A 0.8009 1.0841 0.4718 0.066 Uiso calc R 1 1
C C13 0.5368(5) 0.8547(4) 0.8707(3) 0.0605(11) Uani d . 1 1
C C33 0.3482(5) 0.5388(4) 0.5327(4) 0.0666(13) Uani d . 1 1
H H33A 0.2660 0.4750 0.5167 0.080 Uiso calc R 1 1
C C36 0.4727(4) 0.8471(4) 0.3979(3) 0.0561(11) Uani d . 1 1
C C3 1.0824(6) 0.6470(5) 0.6017(4) 0.0744(14) Uani d . 1 1
H H3A 1.1328 0.6069 0.6222 0.112 Uiso calc R 1 1
H H3B 1.1348 0.7105 0.5685 0.112 Uiso calc R 1 1
H H3C 1.0086 0.5886 0.5593 0.112 Uiso calc R 1 1
C C29 0.6393(5) 1.0424(5) 0.3868(4) 0.0681(13) Uani d . 1 1
H H29A 0.6701 1.1138 0.3614 0.082 Uiso calc R 1 1
C C34 0.4293(5) 0.5363(4) 0.6030(4) 0.0653(12) Uani d . 1 1
H H34A 0.4022 0.4725 0.6374 0.078 Uiso calc R 1 1
C C4 0.9277(5) 0.6275(4) 0.8253(3) 0.0579(11) Uani d . 1 1
C C23 0.7806(5) 0.8736(4) 0.2077(4) 0.0692(13) Uani d . 1 1
H H23A 0.8681 0.9173 0.2294 0.083 Uiso calc R 1 1
C C9 0.9416(6) 0.7410(5) 0.8705(4) 0.0743(14) Uani d . 1 1
H H9A 0.9800 0.8088 0.8413 0.089 Uiso calc R 1 1
C C12 0.7871(6) 1.1663(4) 0.8946(4) 0.0785(15) Uani d . 1 1
H H12A 0.7644 1.1931 0.9563 0.118 Uiso calc R 1 1
H H12B 0.7471 1.1890 0.8453 0.118 Uiso calc R 1 1
H H12C 0.8797 1.2040 0.8935 0.118 Uiso calc R 1 1
C C21 0.9466(6) 0.6517(5) 0.3091(4) 0.0810(16) Uani d . 1 1
H H21A 0.9296 0.5975 0.2483 0.122 Uiso calc R 1 1
H H21B 0.8993 0.6068 0.3563 0.122 Uiso calc R 1 1
H H21C 1.0379 0.6874 0.3292 0.122 Uiso calc R 1 1
C C18 0.5918(6) 0.7774(5) 0.8792(4) 0.0735(14) Uani d . 1 1
H H18A 0.6817 0.8066 0.8883 0.088 Uiso calc R 1 1
C C32 0.3066(5) 0.6504(5) 0.4112(4) 0.0773(15) Uani d . 1 1
H H32A 0.2243 0.5880 0.3918 0.093 Uiso calc R 1 1
C C31 0.3475(5) 0.7507(5) 0.3710(4) 0.0744(14) Uani d . 1 1
H H31A 0.2926 0.7570 0.3246 0.089 Uiso calc R 1 1
C C27 0.5839(5) 0.6938(5) 0.1956(4) 0.0761(14) Uani d . 1 1
H H27A 0.5379 0.6161 0.2093 0.091 Uiso calc R 1 1
C C17 0.5140(7) 0.6548(6) 0.8743(4) 0.0881(17) Uani d . 1 1
H H17A 0.5521 0.6020 0.8821 0.106 Uiso calc R 1 1
C C25 0.5894(7) 0.8629(6) 0.1260(4) 0.0911(18) Uani d . 1 1
H H25A 0.5479 0.8978 0.0915 0.109 Uiso calc R 1 1
C C24 0.7171(7) 0.9254(6) 0.1581(4) 0.0879(18) Uani d . 1 1
H H24A 0.7626 1.0043 0.1464 0.105 Uiso calc R 1 1
C C5 0.8736(7) 0.5269(6) 0.8683(5) 0.099(2) Uani d . 1 1
H H5A 0.8649 0.4509 0.8362 0.118 Uiso calc R 1 1
C C16 0.3792(7) 0.6083(5) 0.8578(4) 0.0905(18) Uani d . 1 1
H H16A 0.3267 0.5255 0.8539 0.109 Uiso calc R 1 1
C C8 0.8972(6) 0.7520(6) 0.9608(4) 0.0894(17) Uani d . 1 1
H H8A 0.9042 0.8276 0.9924 0.107 Uiso calc R 1 1
C C14 0.4038(6) 0.8110(5) 0.8534(4) 0.0838(16) Uani d . 1 1
H H14A 0.3668 0.8646 0.8457 0.101 Uiso calc R 1 1
C C26 0.5222(6) 0.7471(6) 0.1455(4) 0.0929(19) Uani d . 1 1
H H26A 0.4344 0.7042 0.1248 0.112 Uiso calc R 1 1
C C15 0.3266(6) 0.6900(6) 0.8476(5) 0.0959(19) Uani d . 1 1
H H15A 0.2371 0.6618 0.8366 0.115 Uiso calc R 1 1
C C6 0.8321(9) 0.5382(7) 0.9594(5) 0.126(3) Uani d . 1 1
H H6A 0.7979 0.4709 0.9897 0.151 Uiso calc R 1 1
C C7 0.8421(7) 0.6498(7) 1.0040(5) 0.113(2) Uani d . 1 1
H H7A 0.8116 0.6575 1.0642 0.136 Uiso calc R 1 1
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O8 Sm1 O7 2_776 . 91.47(11)
O8 Sm1 O4 2_776 . 88.17(12)
O7 Sm1 O4 . . 149.77(12)
O8 Sm1 O1 2_776 . 136.67(11)
O7 Sm1 O1 . . 83.32(11)
O4 Sm1 O1 . . 116.71(11)
O8 Sm1 O2 2_776 . 81.62(10)
O7 Sm1 O2 . . 80.95(11)
O4 Sm1 O2 . . 128.74(11)
O1 Sm1 O2 . . 55.06(10)
O8 Sm1 O5 2_776 . 87.81(12)
O7 Sm1 O5 . . 155.91(12)
O4 Sm1 O5 . . 54.29(11)
O1 Sm1 O5 . . 80.78(11)
O2 Sm1 O5 . . 75.13(10)
O8 Sm1 N2 2_776 . 82.55(11)
O7 Sm1 N2 . . 74.33(11)
O4 Sm1 N2 . . 75.66(11)
O1 Sm1 N2 . . 135.64(10)
O2 Sm1 N2 . . 150.16(11)
O5 Sm1 N2 . . 129.29(10)
O8 Sm1 N1 2_776 . 148.53(12)
O7 Sm1 N1 . . 87.20(11)
O4 Sm1 N1 . . 77.76(11)
O1 Sm1 N1 . . 74.40(11)
O2 Sm1 N1 . . 128.97(10)
O5 Sm1 N1 . . 105.65(12)
N2 Sm1 N1 . . 66.81(11)
O8 Sm1 C1 2_776 . 109.08(11)
O7 Sm1 C1 . . 82.08(12)
O4 Sm1 C1 . . 126.40(12)
O1 Sm1 C1 . . 27.59(10)
O2 Sm1 C1 . . 27.50(10)
O5 Sm1 C1 . . 75.45(11)
N2 Sm1 C1 . . 154.05(11)
N1 Sm1 C1 . . 101.87(11)
O8 Sm1 C10 2_776 . 89.10(12)
O7 Sm1 C10 . . 176.79(12)
O4 Sm1 C10 . . 27.08(11)
O1 Sm1 C10 . . 98.42(12)
O2 Sm1 C10 . . 102.26(12)
O5 Sm1 C10 . . 27.27(11)
N2 Sm1 C10 . . 102.62(12)
N1 Sm1 C10 . . 90.66(12)
C1 Sm1 C10 . . 100.72(12)
O7 C19 O8 . . 125.5(4)
O7 C19 C20 . . 118.2(3)
O8 C19 C20 . . 116.2(4)
C22 O9 C20 . . 118.2(3)
C28 N2 C37 . . 117.5(4)
C28 N2 Sm1 . . 123.5(3)
C37 N2 Sm1 . . 118.9(3)
C1 O2 Sm1 . . 91.7(2)
C1 O1 Sm1 . . 92.0(2)
C19 O8 Sm1 . 2_776 152.9(3)
C35 N1 C38 . . 117.4(4)
C35 N1 Sm1 . . 124.9(3)
C38 N1 Sm1 . . 117.6(3)
C4 O3 C2 . . 118.2(3)
O2 C1 O1 . . 121.1(3)
O2 C1 C2 . . 118.0(3)
O1 C1 C2 . . 120.8(3)
O2 C1 Sm1 . . 60.83(19)
O1 C1 Sm1 . . 60.40(19)
C2 C1 Sm1 . . 178.4(3)
C13 O6 C11 . . 117.2(4)
N2 C37 C36 . . 122.7(4)
N2 C37 C38 . . 117.7(4)
C36 C37 C38 . . 119.6(4)
O9 C20 C21 . . 106.4(4)
O9 C20 C19 . . 112.2(3)
C21 C20 C19 . . 108.5(4)
O9 C20 H20A . . 109.9
C21 C20 H20A . . 109.9
C19 C20 H20A . . 109.9
C10 O5 Sm1 . . 91.5(2)
C19 O7 Sm1 . . 138.2(3)
C10 O4 Sm1 . . 94.4(3)
O4 C10 O5 . . 119.5(4)
O4 C10 C11 . . 119.8(4)
O5 C10 C11 . . 120.6(4)
O4 C10 Sm1 . . 58.5(2)
O5 C10 Sm1 . . 61.3(2)
C11 C10 Sm1 . . 176.6(3)
O3 C2 C1 . . 113.8(3)
O3 C2 C3 . . 105.3(3)
C1 C2 C3 . . 109.8(4)
O3 C2 H2A . . 109.3
C1 C2 H2A . . 109.3
C3 C2 H2A . . 109.3
O6 C11 C10 . . 110.6(4)
O6 C11 C12 . . 105.8(4)
C10 C11 C12 . . 111.4(4)
O6 C11 H11A . . 109.6
C10 C11 H11A . . 109.6
C12 C11 H11A . . 109.6
N1 C38 C39 . . 121.8(4)
N1 C38 C37 . . 118.4(3)
C39 C38 C37 . . 119.8(4)
C23 C22 C27 . . 120.9(5)
C23 C22 O9 . . 124.5(4)
C27 C22 O9 . . 114.6(4)
C33 C39 C38 . . 118.1(4)
C33 C39 C32 . . 123.1(4)
C38 C39 C32 . . 118.7(4)
N1 C35 C34 . . 123.8(5)
N1 C35 H35A . . 118.1
C34 C35 H35A . . 118.1
C29 C30 C36 . . 119.6(4)
C29 C30 H30A . . 120.2
C36 C30 H30A . . 120.2
N2 C28 C29 . . 123.8(4)
N2 C28 H28A . . 118.1
C29 C28 H28A . . 118.1
C18 C13 C14 . . 120.3(5)
C18 C13 O6 . . 125.2(5)
C14 C13 O6 . . 114.4(4)
C34 C33 C39 . . 119.6(4)
C34 C33 H33A . . 120.2
C39 C33 H33A . . 120.2
C30 C36 C37 . . 117.8(4)
C30 C36 C31 . . 122.4(4)
C37 C36 C31 . . 119.7(4)
C2 C3 H3A . . 109.5
C2 C3 H3B . . 109.5
H3A C3 H3B . . 109.5
C2 C3 H3C . . 109.5
H3A C3 H3C . . 109.5
H3B C3 H3C . . 109.5
C30 C29 C28 . . 118.6(5)
C30 C29 H29A . . 120.7
C28 C29 H29A . . 120.7
C33 C34 C35 . . 119.2(5)
C33 C34 H34A . . 120.4
C35 C34 H34A . . 120.4
C9 C4 C5 . . 121.4(5)
C9 C4 O3 . . 125.2(4)
C5 C4 O3 . . 113.4(4)
C22 C23 C24 . . 119.4(5)
C22 C23 H23A . . 120.3
C24 C23 H23A . . 120.3
C4 C9 C8 . . 118.5(5)
C4 C9 H9A . . 120.7
C8 C9 H9A . . 120.7
C11 C12 H12A . . 109.5
C11 C12 H12B . . 109.5
H12A C12 H12B . . 109.5
C11 C12 H12C . . 109.5
H12A C12 H12C . . 109.5
H12B C12 H12C . . 109.5
C20 C21 H21A . . 109.5
C20 C21 H21B . . 109.5
H21A C21 H21B . . 109.5
C20 C21 H21C . . 109.5
H21A C21 H21C . . 109.5
H21B C21 H21C . . 109.5
C13 C18 C17 . . 119.6(6)
C13 C18 H18A . . 120.2
C17 C18 H18A . . 120.2
C31 C32 C39 . . 120.8(5)
C31 C32 H32A . . 119.6
C39 C32 H32A . . 119.6
C32 C31 C36 . . 121.3(5)
C32 C31 H31A . . 119.3
C36 C31 H31A . . 119.3
C22 C27 C26 . . 118.8(6)
C22 C27 H27A . . 120.6
C26 C27 H27A . . 120.6
C18 C17 C16 . . 121.2(6)
C18 C17 H17A . . 119.4
C16 C17 H17A . . 119.4
C24 C25 C26 . . 119.0(6)
C24 C25 H25A . . 120.5
C26 C25 H25A . . 120.5
C25 C24 C23 . . 121.0(6)
C25 C24 H24A . . 119.5
C23 C24 H24A . . 119.5
C4 C5 C6 . . 120.1(6)
C4 C5 H5A . . 119.9
C6 C5 H5A . . 119.9
C15 C16 C17 . . 117.5(6)
C15 C16 H16A . . 121.3
C17 C16 H16A . . 121.3
C9 C8 C7 . . 119.9(6)
C9 C8 H8A . . 120.1
C7 C8 H8A . . 120.1
C15 C14 C13 . . 120.4(6)
C15 C14 H14A . . 119.8
C13 C14 H14A . . 119.8
C25 C26 C27 . . 120.9(6)
C25 C26 H26A . . 119.6
C27 C26 H26A . . 119.6
C14 C15 C16 . . 121.0(6)
C14 C15 H15A . . 119.5
C16 C15 H15A . . 119.5
C7 C6 C5 . . 119.0(7)
C7 C6 H6A . . 120.5
C5 C6 H6A . . 120.5
C6 C7 C8 . . 121.0(6)
C6 C7 H7A . . 119.5
C8 C7 H7A . . 119.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Sm1 O8 2_776 2.199(3)
Sm1 O7 . 2.272(3)
Sm1 O4 . 2.335(3)
Sm1 O1 . 2.356(3)
Sm1 O2 . 2.366(3)
Sm1 O5 . 2.396(3)
Sm1 N2 . 2.459(3)
Sm1 N1 . 2.480(3)
Sm1 C1 . 2.708(4)
Sm1 C10 . 2.731(4)
C19 O7 . 1.237(5)
C19 O8 . 1.261(5)
C19 C20 . 1.517(5)
O9 C22 . 1.395(5)
O9 C20 . 1.420(5)
N2 C28 . 1.318(5)
N2 C37 . 1.361(5)
O2 C1 . 1.251(5)
O1 C1 . 1.255(5)
O8 Sm1 2_776 2.199(3)
N1 C35 . 1.333(5)
N1 C38 . 1.366(5)
O3 C4 . 1.376(5)
O3 C2 . 1.430(5)
C1 C2 . 1.512(5)
O6 C13 . 1.387(5)
O6 C11 . 1.415(5)
C37 C36 . 1.396(6)
C37 C38 . 1.436(6)
C20 C21 . 1.517(6)
C20 H20A . 0.9800
O5 C10 . 1.252(5)
O4 C10 . 1.247(5)
C10 C11 . 1.513(6)
C2 C3 . 1.512(6)
C2 H2A . 0.9800
C11 C12 . 1.516(6)
C11 H11A . 0.9800
C38 C39 . 1.400(6)
C22 C23 . 1.365(7)
C22 C27 . 1.370(6)
C39 C33 . 1.400(7)
C39 C32 . 1.447(7)
C35 C34 . 1.377(6)
C35 H35A . 0.9300
C30 C29 . 1.372(7)
C30 C36 . 1.390(7)
C30 H30A . 0.9300
C28 C29 . 1.391(6)
C28 H28A . 0.9300
C13 C18 . 1.347(7)
C13 C14 . 1.380(7)
C33 C34 . 1.355(7)
C33 H33A . 0.9300
C36 C31 . 1.417(7)
C3 H3A . 0.9600
C3 H3B . 0.9600
C3 H3C . 0.9600
C29 H29A . 0.9300
C34 H34A . 0.9300
C4 C9 . 1.374(6)
C4 C5 . 1.373(7)
C23 C24 . 1.382(7)
C23 H23A . 0.9300
C9 C8 . 1.389(7)
C9 H9A . 0.9300
C12 H12A . 0.9600
C12 H12B . 0.9600
C12 H12C . 0.9600
C21 H21A . 0.9600
C21 H21B . 0.9600
C21 H21C . 0.9600
C18 C17 . 1.379(8)
C18 H18A . 0.9300
C32 C31 . 1.342(8)
C32 H32A . 0.9300
C31 H31A . 0.9300
C27 C26 . 1.384(8)
C27 H27A . 0.9300
C17 C16 . 1.396(9)
C17 H17A . 0.9300
C25 C24 . 1.357(8)
C25 C26 . 1.378(9)
C25 H25A . 0.9300
C24 H24A . 0.9300
C5 C6 . 1.385(9)
C5 H5A . 0.9300
C16 C15 . 1.381(8)
C16 H16A . 0.9300
C8 C7 . 1.390(9)
C8 H8A . 0.9300
C14 C15 . 1.359(8)
C14 H14A . 0.9300
C26 H26A . 0.9300
C15 H15A . 0.9300
C6 C7 . 1.365(9)
C6 H6A . 0.9300
C7 H7A . 0.9300
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
O8 Sm1 N2 C28 2_776 . 5.0(3)
O7 Sm1 N2 C28 . . -88.7(3)
O4 Sm1 N2 C28 . . 95.0(3)
O1 Sm1 N2 C28 . . -151.3(3)
O2 Sm1 N2 C28 . . -53.5(4)
O5 Sm1 N2 C28 . . 86.0(3)
N1 Sm1 N2 C28 . . 177.6(3)
C1 Sm1 N2 C28 . . -114.0(4)
C10 Sm1 N2 C28 . . 92.4(3)
O8 Sm1 N2 C37 2_776 . -178.9(3)
O7 Sm1 N2 C37 . . 87.4(3)
O4 Sm1 N2 C37 . . -88.9(3)
O1 Sm1 N2 C37 . . 24.8(3)
O2 Sm1 N2 C37 . . 122.6(3)
O5 Sm1 N2 C37 . . -97.9(3)
N1 Sm1 N2 C37 . . -6.3(3)
C1 Sm1 N2 C37 . . 62.1(4)
C10 Sm1 N2 C37 . . -91.5(3)
O8 Sm1 O2 C1 2_776 . 176.9(2)
O7 Sm1 O2 C1 . . -90.2(2)
O4 Sm1 O2 C1 . . 96.1(3)
O1 Sm1 O2 C1 . . -2.1(2)
O5 Sm1 O2 C1 . . 87.0(2)
N2 Sm1 O2 C1 . . -124.4(3)
N1 Sm1 O2 C1 . . -11.3(3)
C10 Sm1 O2 C1 . . 89.7(2)
O8 Sm1 O1 C1 2_776 . 0.6(3)
O7 Sm1 O1 C1 . . 85.7(3)
O4 Sm1 O1 C1 . . -118.1(2)
O2 Sm1 O1 C1 . . 2.1(2)
O5 Sm1 O1 C1 . . -76.2(3)
N2 Sm1 O1 C1 . . 145.1(2)
N1 Sm1 O1 C1 . . 174.6(3)
C10 Sm1 O1 C1 . . -97.0(3)
O7 C19 O8 Sm1 . 2_776 -103.3(7)
C20 C19 O8 Sm1 . 2_776 81.0(7)
O8 Sm1 N1 C35 2_776 . -162.4(3)
O7 Sm1 N1 C35 . . 109.3(3)
O4 Sm1 N1 C35 . . -97.1(3)
O1 Sm1 N1 C35 . . 25.5(3)
O2 Sm1 N1 C35 . . 33.3(4)
O5 Sm1 N1 C35 . . -50.0(3)
N2 Sm1 N1 C35 . . -176.5(4)
C1 Sm1 N1 C35 . . 28.0(3)
C10 Sm1 N1 C35 . . -73.1(3)
O8 Sm1 N1 C38 2_776 . 20.3(4)
O7 Sm1 N1 C38 . . -68.0(3)
O4 Sm1 N1 C38 . . 85.6(3)
O1 Sm1 N1 C38 . . -151.8(3)
O2 Sm1 N1 C38 . . -144.0(3)
O5 Sm1 N1 C38 . . 132.7(3)
N2 Sm1 N1 C38 . . 6.2(3)
C1 Sm1 N1 C38 . . -149.3(3)
C10 Sm1 N1 C38 . . 109.6(3)
Sm1 O2 C1 O1 . . 3.7(4)
Sm1 O2 C1 C2 . . -178.7(3)
Sm1 O1 C1 O2 . . -3.8(4)
Sm1 O1 C1 C2 . . 178.8(3)
O8 Sm1 C1 O2 2_776 . -3.2(3)
O7 Sm1 C1 O2 . . 85.6(2)
O4 Sm1 C1 O2 . . -105.5(2)
O1 Sm1 C1 O2 . . 176.3(4)
O5 Sm1 C1 O2 . . -85.7(2)
N2 Sm1 C1 O2 . . 110.2(3)
N1 Sm1 C1 O2 . . 171.0(2)
C10 Sm1 C1 O2 . . -96.0(2)
O8 Sm1 C1 O1 2_776 . -179.5(2)
O7 Sm1 C1 O1 . . -90.7(2)
O4 Sm1 C1 O1 . . 78.2(3)
O2 Sm1 C1 O1 . . -176.3(4)
O5 Sm1 C1 O1 . . 98.0(3)
N2 Sm1 C1 O1 . . -66.1(4)
N1 Sm1 C1 O1 . . -5.3(3)
C10 Sm1 C1 O1 . . 87.7(3)
C28 N2 C37 C36 . . 0.5(6)
Sm1 N2 C37 C36 . . -175.9(3)
C28 N2 C37 C38 . . -177.7(4)
Sm1 N2 C37 C38 . . 6.0(4)
C22 O9 C20 C21 . . -160.5(4)
C22 O9 C20 C19 . . 81.0(4)
O7 C19 C20 O9 . . 32.5(5)
O8 C19 C20 O9 . . -151.6(3)
O7 C19 C20 C21 . . -84.8(5)
O8 C19 C20 C21 . . 91.2(4)
O8 Sm1 O5 C10 2_776 . 92.3(3)
O7 Sm1 O5 C10 . . -179.0(2)
O4 Sm1 O5 C10 . . 2.9(2)
O1 Sm1 O5 C10 . . -129.7(3)
O2 Sm1 O5 C10 . . 174.2(3)
N2 Sm1 O5 C10 . . 13.7(3)
N1 Sm1 O5 C10 . . -58.9(3)
C1 Sm1 O5 C10 . . -157.4(3)
O8 C19 O7 Sm1 . . 7.0(7)
C20 C19 O7 Sm1 . . -177.4(3)
O8 Sm1 O7 C19 2_776 . 21.0(4)
O4 Sm1 O7 C19 . . 109.9(4)
O1 Sm1 O7 C19 . . -115.8(4)
O2 Sm1 O7 C19 . . -60.3(4)
O5 Sm1 O7 C19 . . -66.9(5)
N2 Sm1 O7 C19 . . 102.9(4)
N1 Sm1 O7 C19 . . 169.5(4)
C1 Sm1 O7 C19 . . -88.1(4)
O8 Sm1 O4 C10 2_776 . -91.6(3)
O7 Sm1 O4 C10 . . 178.6(2)
O1 Sm1 O4 C10 . . 51.4(3)
O2 Sm1 O4 C10 . . -13.9(3)
O5 Sm1 O4 C10 . . -3.0(2)
N2 Sm1 O4 C10 . . -174.4(3)
N1 Sm1 O4 C10 . . 116.8(3)
C1 Sm1 O4 C10 . . 20.9(3)
Sm1 O4 C10 O5 . . 5.3(4)
Sm1 O4 C10 C11 . . -176.6(3)
Sm1 O5 C10 O4 . . -5.2(4)
Sm1 O5 C10 C11 . . 176.8(4)
O8 Sm1 C10 O4 2_776 . 87.8(3)
O1 Sm1 C10 O4 . . -135.1(3)
O2 Sm1 C10 O4 . . 169.0(2)
O5 Sm1 C10 O4 . . 174.7(4)
N2 Sm1 C10 O4 . . 5.6(3)
N1 Sm1 C10 O4 . . -60.8(3)
C1 Sm1 C10 O4 . . -163.0(3)
O8 Sm1 C10 O5 2_776 . -87.0(3)
O4 Sm1 C10 O5 . . -174.7(4)
O1 Sm1 C10 O5 . . 50.2(3)
O2 Sm1 C10 O5 . . -5.8(3)
N2 Sm1 C10 O5 . . -169.1(3)
N1 Sm1 C10 O5 . . 124.5(3)
C1 Sm1 C10 O5 . . 22.3(3)
C4 O3 C2 C1 . . -69.5(5)
C4 O3 C2 C3 . . 170.2(4)
O2 C1 C2 O3 . . 160.7(4)
O1 C1 C2 O3 . . -21.7(6)
O2 C1 C2 C3 . . -81.6(5)
O1 C1 C2 C3 . . 96.0(5)
C13 O6 C11 C10 . . 63.1(5)
C13 O6 C11 C12 . . -176.1(4)
O4 C10 C11 O6 . . 41.7(6)
O5 C10 C11 O6 . . -140.3(4)
O4 C10 C11 C12 . . -75.8(5)
O5 C10 C11 C12 . . 102.3(5)
C35 N1 C38 C39 . . -3.6(6)
Sm1 N1 C38 C39 . . 173.9(3)
C35 N1 C38 C37 . . 176.7(4)
Sm1 N1 C38 C37 . . -5.8(5)
N2 C37 C38 N1 . . 0.0(5)
C36 C37 C38 N1 . . -178.2(4)
N2 C37 C38 C39 . . -179.7(4)
C36 C37 C38 C39 . . 2.1(6)
C20 O9 C22 C23 . . 1.6(6)
C20 O9 C22 C27 . . 179.1(4)
N1 C38 C39 C33 . . 2.8(6)
C37 C38 C39 C33 . . -177.5(4)
N1 C38 C39 C32 . . -179.3(4)
C37 C38 C39 C32 . . 0.4(6)
C38 N1 C35 C34 . . 1.4(6)
Sm1 N1 C35 C34 . . -175.9(3)
C37 N2 C28 C29 . . 0.4(6)
Sm1 N2 C28 C29 . . 176.5(3)
C11 O6 C13 C18 . . 13.9(7)
C11 O6 C13 C14 . . -167.1(4)
C38 C39 C33 C34 . . 0.4(7)
C32 C39 C33 C34 . . -177.4(5)
C29 C30 C36 C37 . . 1.1(7)
C29 C30 C36 C31 . . -178.8(5)
N2 C37 C36 C30 . . -1.2(6)
C38 C37 C36 C30 . . 177.0(4)
N2 C37 C36 C31 . . 178.7(4)
C38 C37 C36 C31 . . -3.2(6)
C36 C30 C29 C28 . . -0.3(7)
N2 C28 C29 C30 . . -0.5(7)
C39 C33 C34 C35 . . -2.6(7)
N1 C35 C34 C33 . . 1.7(7)
C2 O3 C4 C9 . . 7.5(7)
C2 O3 C4 C5 . . -172.4(5)
C27 C22 C23 C24 . . -2.0(8)
O9 C22 C23 C24 . . 175.4(5)
C5 C4 C9 C8 . . -1.3(8)
O3 C4 C9 C8 . . 178.8(5)
C14 C13 C18 C17 . . -2.5(8)
O6 C13 C18 C17 . . 176.5(5)
C33 C39 C32 C31 . . 176.0(5)
C38 C39 C32 C31 . . -1.8(8)
C39 C32 C31 C36 . . 0.7(9)
C30 C36 C31 C32 . . -178.3(5)
C37 C36 C31 C32 . . 1.8(8)
C23 C22 C27 C26 . . 2.4(8)
O9 C22 C27 C26 . . -175.3(4)
C13 C18 C17 C16 . . 1.9(9)
C26 C25 C24 C23 . . 1.4(9)
C22 C23 C24 C25 . . 0.1(9)
C9 C4 C5 C6 . . -0.2(10)
O3 C4 C5 C6 . . 179.6(7)
C18 C17 C16 C15 . . -0.6(9)
C4 C9 C8 C7 . . 1.1(9)
C18 C13 C14 C15 . . 1.9(9)
O6 C13 C14 C15 . . -177.2(5)
C24 C25 C26 C27 . . -1.1(9)
C22 C27 C26 C25 . . -0.8(9)
C13 C14 C15 C16 . . -0.6(10)
C17 C16 C15 C14 . . 0.0(10)
C4 C5 C6 C7 . . 2.0(13)
C5 C6 C7 C8 . . -2.3(13)
C9 C8 C7 C6 . . 0.7(12)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139081924
