#------------------------------------------------------------------------------
#$Date: 2019-11-17 10:23:33 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229331 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/67/7046719.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_7046719
loop_
_publ_author_name
'Beament, James'
'Kociok-Köhn, Gabriele'
'Jones, Matthew D.'
'Buchard, Antoine'
_publ_section_title
;
 Bipyrrolidine salan alkoxide complexes of lanthanides: synthesis,
 characterisation, activity in the polymerisation of lactide and
 mechanistic investigation by DOSY NMR.
;
_journal_issue                   27
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9164
_journal_page_last               9172
_journal_paper_doi               10.1039/c8dt02108b
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C58 H82 N4 O6 Sm2, C7 H8'
_chemical_formula_sum            'C65 H90 N4 O6 Sm2'
_chemical_formula_weight         1324.10
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-05-18 deposited with the CCDC.
2018-06-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 119.614(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.6223(9)
_cell_length_b                   11.6978(3)
_cell_length_c                   24.2817(9)
_cell_measurement_reflns_used    25791
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.1190
_cell_measurement_theta_min      3.7920
_cell_volume                     6080.2(5)
_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
'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565'
_computing_publication_material
;
 'WinGX publication routines, Farrugia, 
 L. J., J. Appl. Crystallogr., 1999, 32, 837-838
;
_computing_structure_refinement
;
 SHELXL-2014/8 (Sheldrick, 2014)
 Sheldrick GM (2008) Acta Crystallogr A64:112--122 and 
 C. B. Hübschle, G. M. Sheldrick and B. Dittrich
 ShelXle: a Qt graphical user interface for SHELXL
 J. Appl. Cryst., 44, (2011) 1281-1284.
;
_computing_structure_solution
; 
 SHELXT
 Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
;
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      150(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0734
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.920
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            50350
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.920
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.326
_diffrn_reflns_theta_min         3.310
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.966
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90428
_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            colourless
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_description       block
_exptl_crystal_F_000             2720
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.200
_refine_diff_density_max         1.087
_refine_diff_density_min         -0.578
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         8408
_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      1.148
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0262
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0167P)²+13.1320P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0529
_refine_ls_wR_factor_ref         0.0551
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7558
_reflns_number_total             8408
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt02108b2.cif
_cod_data_source_block           SmMe2OiPr
_cod_depositor_comments
'Adding full bibliography for 7046715--7046721.cif.'
_cod_original_cell_volume        6080.2(4)
_cod_database_code               7046719
_shelx_shelxl_version_number     2014/7
_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_min   0.590
_shelx_estimated_absorpt_t_max   0.695
_oxdiff_exptl_absorpt_empirical_full_min 0.899
_oxdiff_exptl_absorpt_empirical_full_max 1.171
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Sm1 Sm 0.32643(2) 0.71048(2) 0.50069(2) 0.01789(3) Uani 1 1 d . . . . .
O1 O 0.28495(7) 0.57564(14) 0.42912(7) 0.0278(3) Uani 1 1 d . . . . .
N1 N 0.40756(7) 0.54610(14) 0.55411(7) 0.0170(3) Uani 1 1 d . . . . .
C1 C 0.30606(10) 0.48527(18) 0.41250(9) 0.0222(4) Uani 1 1 d . . . . .
O2 O 0.25397(6) 0.65548(12) 0.53493(6) 0.0198(3) Uani 1 1 d . . . . .
N2 N 0.38875(8) 0.74102(14) 0.62409(8) 0.0188(3) Uani 1 1 d . . . . .
C2 C 0.28240(10) 0.45910(19) 0.34782(10) 0.0245(4) Uani 1 1 d . . . . .
O3 O 0.37977(7) 0.81170(14) 0.47267(7) 0.0285(3) Uani 1 1 d . . . . .
C3 C 0.30510(10) 0.3643(2) 0.33136(10) 0.0249(4) Uani 1 1 d . . . . .
H3 H 0.2892 0.3477 0.2877 0.030 Uiso 1 1 calc R U . . .
C4 C 0.35049(10) 0.29216(19) 0.37654(10) 0.0235(4) Uani 1 1 d . . . . .
C5 C 0.37330(10) 0.31905(18) 0.44014(10) 0.0217(4) Uani 1 1 d . . . . .
H5 H 0.4044 0.2715 0.4717 0.026 Uiso 1 1 calc R U . . .
C6 C 0.35189(9) 0.41355(18) 0.45874(9) 0.0205(4) Uani 1 1 d . . . . .
C7 C 0.23208(12) 0.5342(2) 0.29886(11) 0.0357(6) Uani 1 1 d . . . . .
H7A H 0.2240 0.5118 0.2566 0.054 Uiso 1 1 calc R U . . .
H7B H 0.2457 0.6142 0.3068 0.054 Uiso 1 1 calc R U . . .
H7C H 0.1937 0.5256 0.3013 0.054 Uiso 1 1 calc R U . . .
C8 C 0.37027(11) 0.1848(2) 0.35684(12) 0.0302(5) Uani 1 1 d . . . . .
H8A H 0.4133 0.1656 0.3886 0.045 Uiso 1 1 calc R U . . .
H8B H 0.3679 0.1971 0.3158 0.045 Uiso 1 1 calc R U . . .
H8C H 0.3425 0.1218 0.3533 0.045 Uiso 1 1 calc R U . . .
C9 C 0.37365(10) 0.43477(17) 0.52796(9) 0.0204(4) Uani 1 1 d . . . . .
H9A H 0.3368 0.4327 0.5341 0.024 Uiso 1 1 calc R U . . .
H9B H 0.4016 0.3714 0.5530 0.024 Uiso 1 1 calc R U . . .
C10 C 0.46392(9) 0.5519(2) 0.54678(10) 0.0233(4) Uani 1 1 d . . . . .
H10A H 0.4773 0.6323 0.5487 0.028 Uiso 1 1 calc R U . . .
H10B H 0.4549 0.5191 0.5055 0.028 Uiso 1 1 calc R U . . .
C11 C 0.51533(10) 0.4826(2) 0.60149(11) 0.0282(5) Uani 1 1 d . . . . .
H11A H 0.5562 0.5219 0.6190 0.034 Uiso 1 1 calc R U . . .
H11B H 0.5190 0.4055 0.5869 0.034 Uiso 1 1 calc R U . . .
C12 C 0.49442(10) 0.47461(19) 0.65186(10) 0.0238(4) Uani 1 1 d . . . . .
H12A H 0.5265 0.5077 0.6926 0.029 Uiso 1 1 calc R U . . .
H12B H 0.4872 0.3940 0.6589 0.029 Uiso 1 1 calc R U . . .
C13 C 0.43298(9) 0.54403(17) 0.62435(9) 0.0175(4) Uani 1 1 d . . . . .
H13 H 0.4029 0.5012 0.6331 0.021 Uiso 1 1 calc R U . . .
C14 C 0.44422(9) 0.66222(17) 0.65606(9) 0.0186(4) Uani 1 1 d . . . . .
H14 H 0.4516 0.6488 0.6999 0.022 Uiso 1 1 calc R U . . .
C15 C 0.50009(10) 0.73378(19) 0.66304(11) 0.0261(4) Uani 1 1 d . . . . .
H15A H 0.5299 0.7488 0.7083 0.031 Uiso 1 1 calc R U . . .
H15B H 0.5223 0.6927 0.6444 0.031 Uiso 1 1 calc R U . . .
C16 C 0.47305(12) 0.8445(2) 0.62817(13) 0.0373(6) Uani 1 1 d . . . . .
H16A H 0.5022 0.9089 0.6488 0.045 Uiso 1 1 calc R U . . .
H16B H 0.4633 0.8390 0.5835 0.045 Uiso 1 1 calc R U . . .
C17 C 0.41457(10) 0.85891(18) 0.63241(10) 0.0266(4) Uani 1 1 d . . . . .
H17A H 0.4243 0.8906 0.6741 0.032 Uiso 1 1 calc R U . . .
H17B H 0.3847 0.9103 0.5986 0.032 Uiso 1 1 calc R U . . .
C18 C 0.34691(10) 0.73534(19) 0.65205(9) 0.0229(4) Uani 1 1 d . . . . .
H18A H 0.3135 0.7933 0.6313 0.027 Uiso 1 1 calc R U . . .
H18B H 0.3713 0.7548 0.6976 0.027 Uiso 1 1 calc R U . . .
C19 C 0.31758(9) 0.62036(19) 0.64516(9) 0.0219(4) Uani 1 1 d . . . . .
C20 C 0.33615(10) 0.5481(2) 0.69684(10) 0.0271(5) Uani 1 1 d . . . . .
H20 H 0.3656 0.5748 0.7379 0.033 Uiso 1 1 calc R U . . .
C21 C 0.31276(11) 0.4383(2) 0.68997(11) 0.0319(5) Uani 1 1 d . . . . .
C22 C 0.26940(10) 0.4014(2) 0.62908(11) 0.0295(5) Uani 1 1 d . . . . .
H22 H 0.2536 0.3257 0.6236 0.035 Uiso 1 1 calc R U . . .
C23 C 0.24835(9) 0.47208(19) 0.57589(10) 0.0235(4) Uani 1 1 d . . . . .
C24 C 0.27242(9) 0.58299(18) 0.58459(9) 0.0193(4) Uani 1 1 d . . . . .
C25 C 0.20100(11) 0.4318(2) 0.51097(11) 0.0305(5) Uani 1 1 d . . . . .
H25A H 0.1958 0.3488 0.5117 0.046 Uiso 1 1 calc R U . . .
H25B H 0.2153 0.4507 0.4809 0.046 Uiso 1 1 calc R U . . .
H25C H 0.1609 0.4695 0.4980 0.046 Uiso 1 1 calc R U . . .
C26 C 0.33461(13) 0.3610(3) 0.74684(13) 0.0455(7) Uani 1 1 d . . . . .
H26A H 0.3766 0.3327 0.7595 0.068 Uiso 1 1 calc R U . . .
H26B H 0.3059 0.2962 0.7360 0.068 Uiso 1 1 calc R U . . .
H26C H 0.3355 0.4039 0.7819 0.068 Uiso 1 1 calc R U . . .
C27 C 0.39693(11) 0.8800(2) 0.43654(11) 0.0291(5) Uani 1 1 d . . . . .
H27 H 0.3919 0.9618 0.4450 0.035 Uiso 1 1 calc R U . . .
C28 C 0.35422(15) 0.8569(3) 0.36678(12) 0.0460(7) Uani 1 1 d . . . . .
H28A H 0.3573 0.7762 0.3578 0.069 Uiso 1 1 calc R U . . .
H28B H 0.3666 0.9050 0.3418 0.069 Uiso 1 1 calc R U . . .
H28C H 0.3110 0.8746 0.3555 0.069 Uiso 1 1 calc R U . . .
C29 C 0.46463(13) 0.8605(3) 0.45529(14) 0.0469(7) Uani 1 1 d . . . . .
H29A H 0.4910 0.8740 0.5008 0.070 Uiso 1 1 calc R U . . .
H29B H 0.4766 0.9132 0.4317 0.070 Uiso 1 1 calc R U . . .
H29C H 0.4701 0.7815 0.4455 0.070 Uiso 1 1 calc R U . . .
C31 C 0.5367(3) 0.8487(4) 0.2801(2) 0.083(3) Uani 0.5 1 d G U P A -1
C32 C 0.5268(3) 0.8469(5) 0.2186(3) 0.052(2) Uani 0.5 1 d G U P A -1
H32 H 0.5614 0.8427 0.2114 0.062 Uiso 0.5 1 calc R U P A -1
C33 C 0.4664(3) 0.8514(5) 0.1675(2) 0.068(2) Uani 0.5 1 d G U P A -1
H33 H 0.4596 0.8502 0.1255 0.082 Uiso 0.5 1 calc R U P A -1
C34 C 0.4158(2) 0.8575(6) 0.1780(4) 0.096(4) Uani 0.5 1 d G U P A -1
H34 H 0.3745 0.8606 0.1431 0.116 Uiso 0.5 1 calc R U P A -1
C35 C 0.4257(4) 0.8593(7) 0.2395(5) 0.112(4) Uani 0.5 1 d G U P A -1
H35 H 0.3912 0.8635 0.2467 0.135 Uiso 0.5 1 calc R U P A -1
C36 C 0.4862(5) 0.8548(6) 0.2906(3) 0.118(6) Uani 0.5 1 d G U P A -1
H36 H 0.4930 0.8560 0.3326 0.142 Uiso 0.5 1 calc R U P A -1
C37 C 0.6013(7) 0.8331(11) 0.3366(7) 0.127(6) Uani 0.5 1 d . U P A -1
H37A H 0.6025 0.8659 0.3743 0.191 Uiso 0.5 1 calc R U P A -1
H37B H 0.6320 0.8720 0.3287 0.191 Uiso 0.5 1 calc R U P A -1
H37C H 0.6112 0.7514 0.3435 0.191 Uiso 0.5 1 calc R U P A -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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O3 Sm1 O1 105.56(6) . .
O3 Sm1 O2 93.01(6) . 7_566
O1 Sm1 O2 102.26(5) . 7_566
O3 Sm1 O2 161.46(6) . .
O1 Sm1 O2 86.95(6) . .
O2 Sm1 O2 70.62(5) 7_566 .
O3 Sm1 N1 97.35(6) . .
O1 Sm1 N1 78.81(5) . .
O2 Sm1 N1 168.89(5) 7_566 .
O2 Sm1 N1 98.50(5) . .
O3 Sm1 N2 100.67(6) . .
O1 Sm1 N2 141.50(6) . .
O2 Sm1 N2 103.99(5) 7_566 .
O2 Sm1 N2 75.91(5) . .
N1 Sm1 N2 70.21(5) . .
O3 Sm1 Sm1 128.39(4) . 7_566
O1 Sm1 Sm1 95.46(4) . 7_566
O2 Sm1 Sm1 35.89(3) 7_566 7_566
O2 Sm1 Sm1 34.73(3) . 7_566
N1 Sm1 Sm1 133.19(4) . 7_566
N2 Sm1 Sm1 89.70(4) . 7_566
C1 O1 Sm1 135.77(13) . .
C10 N1 C13 104.34(14) . .
C10 N1 C9 110.18(16) . .
C13 N1 C9 107.35(15) . .
C10 N1 Sm1 115.95(12) . .
C13 N1 Sm1 111.36(11) . .
C9 N1 Sm1 107.38(11) . .
O1 C1 C6 120.80(18) . .
O1 C1 C2 120.20(19) . .
C6 C1 C2 119.00(19) . .
C24 O2 Sm1 126.91(12) . 7_566
C24 O2 Sm1 119.76(11) . .
Sm1 O2 Sm1 109.38(5) 7_566 .
C18 N2 C17 108.93(16) . .
C18 N2 C14 113.14(15) . .
C17 N2 C14 106.20(15) . .
C18 N2 Sm1 111.59(11) . .
C17 N2 Sm1 104.47(12) . .
C14 N2 Sm1 111.96(11) . .
C3 C2 C1 119.4(2) . .
C3 C2 C7 122.08(19) . .
C1 C2 C7 118.6(2) . .
C27 O3 Sm1 161.90(15) . .
C2 C3 C4 122.45(19) . .
C2 C3 H3 118.8 . .
C4 C3 H3 118.8 . .
C5 C4 C3 117.5(2) . .
C5 C4 C8 121.5(2) . .
C3 C4 C8 120.8(2) . .
C6 C5 C4 121.9(2) . .
C6 C5 H5 119.0 . .
C4 C5 H5 119.0 . .
C5 C6 C1 119.78(18) . .
C5 C6 C9 120.54(18) . .
C1 C6 C9 119.51(18) . .
C2 C7 H7A 109.5 . .
C2 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C2 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C4 C8 H8A 109.5 . .
C4 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C4 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
N1 C9 C6 115.38(16) . .
N1 C9 H9A 108.4 . .
C6 C9 H9A 108.4 . .
N1 C9 H9B 108.4 . .
C6 C9 H9B 108.4 . .
H9A C9 H9B 107.5 . .
N1 C10 C11 106.94(17) . .
N1 C10 H10A 110.3 . .
C11 C10 H10A 110.3 . .
N1 C10 H10B 110.3 . .
C11 C10 H10B 110.3 . .
H10A C10 H10B 108.6 . .
C10 C11 C12 105.17(16) . .
C10 C11 H11A 110.7 . .
C12 C11 H11A 110.7 . .
C10 C11 H11B 110.7 . .
C12 C11 H11B 110.7 . .
H11A C11 H11B 108.8 . .
C11 C12 C13 105.26(16) . .
C11 C12 H12A 110.7 . .
C13 C12 H12A 110.7 . .
C11 C12 H12B 110.7 . .
C13 C12 H12B 110.7 . .
H12A C12 H12B 108.8 . .
N1 C13 C14 115.18(15) . .
N1 C13 C12 105.61(15) . .
C14 C13 C12 111.06(16) . .
N1 C13 H13 108.3 . .
C14 C13 H13 108.3 . .
C12 C13 H13 108.3 . .
N2 C14 C13 113.48(15) . .
N2 C14 C15 104.84(16) . .
C13 C14 C15 118.12(17) . .
N2 C14 H14 106.6 . .
C13 C14 H14 106.6 . .
C15 C14 H14 106.6 . .
C16 C15 C14 106.32(18) . .
C16 C15 H15A 110.5 . .
C14 C15 H15A 110.5 . .
C16 C15 H15B 110.5 . .
C14 C15 H15B 110.5 . .
H15A C15 H15B 108.7 . .
C17 C16 C15 103.3(2) . .
C17 C16 H16A 111.1 . .
C15 C16 H16A 111.1 . .
C17 C16 H16B 111.1 . .
C15 C16 H16B 111.1 . .
H16A C16 H16B 109.1 . .
N2 C17 C16 104.23(18) . .
N2 C17 H17A 110.9 . .
C16 C17 H17A 110.9 . .
N2 C17 H17B 110.9 . .
C16 C17 H17B 110.9 . .
H17A C17 H17B 108.9 . .
N2 C18 C19 113.17(17) . .
N2 C18 H18A 108.9 . .
C19 C18 H18A 108.9 . .
N2 C18 H18B 108.9 . .
C19 C18 H18B 108.9 . .
H18A C18 H18B 107.8 . .
C20 C19 C24 119.6(2) . .
C20 C19 C18 121.3(2) . .
C24 C19 C18 119.03(18) . .
C21 C20 C19 121.6(2) . .
C21 C20 H20 119.2 . .
C19 C20 H20 119.2 . .
C20 C21 C22 118.0(2) . .
C20 C21 C26 120.5(2) . .
C22 C21 C26 121.6(2) . .
C21 C22 C23 122.4(2) . .
C21 C22 H22 118.8 . .
C23 C22 H22 118.8 . .
C24 C23 C22 118.2(2) . .
C24 C23 C25 120.11(19) . .
C22 C23 C25 121.7(2) . .
O2 C24 C23 121.02(18) . .
O2 C24 C19 118.71(19) . .
C23 C24 C19 120.26(18) . .
C23 C25 H25A 109.5 . .
C23 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C23 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C21 C26 H26A 109.5 . .
C21 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C21 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
O3 C27 C28 110.0(2) . .
O3 C27 C29 110.8(2) . .
C28 C27 C29 111.3(2) . .
O3 C27 H27 108.2 . .
C28 C27 H27 108.2 . .
C29 C27 H27 108.2 . .
C27 C28 H28A 109.5 . .
C27 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C27 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C27 C29 H29A 109.5 . .
C27 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C27 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C32 C31 C36 120.0 . .
C32 C31 C37 121.4(9) . .
C36 C31 C37 118.4(9) . .
C31 C32 C33 120.0 . .
C31 C32 H32 120.0 . .
C33 C32 H32 120.0 . .
C34 C33 C32 120.0 . .
C34 C33 H33 120.0 . .
C32 C33 H33 120.0 . .
C33 C34 C35 120.0 . .
C33 C34 H34 120.0 . .
C35 C34 H34 120.0 . .
C36 C35 C34 120.0 . .
C36 C35 H35 120.0 . .
C34 C35 H35 120.0 . .
C35 C36 C31 120.0 . .
C35 C36 H36 120.0 . .
C31 C36 H36 120.0 . .
C31 C37 H37A 109.5 . .
C31 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C31 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sm1 O3 2.1148(16) .
Sm1 O1 2.1902(15) .
Sm1 O2 2.3310(14) 7_566
Sm1 O2 2.3989(14) .
Sm1 N1 2.6095(16) .
Sm1 N2 2.6299(16) .
Sm1 Sm1 3.8599(2) 7_566
O1 C1 1.326(3) .
N1 C10 1.485(3) .
N1 C13 1.499(2) .
N1 C9 1.507(3) .
C1 C6 1.409(3) .
C1 C2 1.412(3) .
O2 C24 1.356(2) .
O2 Sm1 2.3310(14) 7_566
N2 C18 1.489(3) .
N2 C17 1.490(3) .
N2 C14 1.507(2) .
C2 C3 1.387(3) .
C2 C7 1.505(3) .
O3 C27 1.397(3) .
C3 C4 1.397(3) .
C3 H3 0.9500 .
C4 C5 1.394(3) .
C4 C8 1.508(3) .
C5 C6 1.393(3) .
C5 H5 0.9500 .
C6 C9 1.511(3) .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.537(3) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 C12 1.547(3) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 C13 1.548(3) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C14 1.540(3) .
C13 H13 1.0000 .
C14 C15 1.546(3) .
C14 H14 1.0000 .
C15 C16 1.510(3) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 C17 1.503(4) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 C19 1.496(3) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C19 C20 1.389(3) .
C19 C24 1.405(3) .
C20 C21 1.384(4) .
C20 H20 0.9500 .
C21 C22 1.397(4) .
C21 C26 1.510(3) .
C22 C23 1.399(3) .
C22 H22 0.9500 .
C23 C24 1.398(3) .
C23 C25 1.500(3) .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 C28 1.512(3) .
C27 C29 1.513(4) .
C27 H27 1.0000 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C31 C32 1.3900 .
C31 C36 1.3900 .
C31 C37 1.513(14) .
C32 C33 1.3900 .
C32 H32 0.9500 .
C33 C34 1.3900 .
C33 H33 0.9500 .
C34 C35 1.3900 .
C34 H34 0.9500 .
C35 C36 1.3900 .
C35 H35 0.9500 .
C36 H36 0.9500 .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 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
Sm1 O1 C1 C6 41.9(3) .
Sm1 O1 C1 C2 -138.60(18) .
O1 C1 C2 C3 179.9(2) .
C6 C1 C2 C3 -0.5(3) .
O1 C1 C2 C7 -1.4(3) .
C6 C1 C2 C7 178.2(2) .
C1 C2 C3 C4 0.6(3) .
C7 C2 C3 C4 -178.1(2) .
C2 C3 C4 C5 -0.5(3) .
C2 C3 C4 C8 175.1(2) .
C3 C4 C5 C6 0.4(3) .
C8 C4 C5 C6 -175.2(2) .
C4 C5 C6 C1 -0.3(3) .
C4 C5 C6 C9 174.92(19) .
O1 C1 C6 C5 179.94(19) .
C2 C1 C6 C5 0.4(3) .
O1 C1 C6 C9 4.6(3) .
C2 C1 C6 C9 -174.89(19) .
C10 N1 C9 C6 -59.2(2) .
C13 N1 C9 C6 -172.19(16) .
Sm1 N1 C9 C6 67.97(18) .
C5 C6 C9 N1 119.6(2) .
C1 C6 C9 N1 -65.1(2) .
C13 N1 C10 C11 34.2(2) .
C9 N1 C10 C11 -80.77(19) .
Sm1 N1 C10 C11 157.05(13) .
N1 C10 C11 C12 -19.6(2) .
C10 C11 C12 C13 -2.1(2) .
C10 N1 C13 C14 87.75(19) .
C9 N1 C13 C14 -155.32(16) .
Sm1 N1 C13 C14 -38.05(18) .
C10 N1 C13 C12 -35.2(2) .
C9 N1 C13 C12 81.75(18) .
Sm1 N1 C13 C12 -160.99(12) .
C11 C12 C13 N1 22.8(2) .
C11 C12 C13 C14 -102.76(19) .
C18 N2 C14 C13 92.5(2) .
C17 N2 C14 C13 -148.01(17) .
Sm1 N2 C14 C13 -34.59(19) .
C18 N2 C14 C15 -137.16(17) .
C17 N2 C14 C15 -17.7(2) .
Sm1 N2 C14 C15 95.71(15) .
N1 C13 C14 N2 50.5(2) .
C12 C13 C14 N2 170.46(16) .
N1 C13 C14 C15 -72.8(2) .
C12 C13 C14 C15 47.2(2) .
N2 C14 C15 C16 -6.5(2) .
C13 C14 C15 C16 121.1(2) .
C14 C15 C16 C17 27.7(2) .
C18 N2 C17 C16 157.71(17) .
C14 N2 C17 C16 35.6(2) .
Sm1 N2 C17 C16 -82.94(16) .
C15 C16 C17 N2 -38.9(2) .
C17 N2 C18 C19 179.03(16) .
C14 N2 C18 C19 -63.1(2) .
Sm1 N2 C18 C19 64.21(18) .
N2 C18 C19 C20 107.9(2) .
N2 C18 C19 C24 -69.1(2) .
C24 C19 C20 C21 2.2(3) .
C18 C19 C20 C21 -174.8(2) .
C19 C20 C21 C22 -0.1(3) .
C19 C20 C21 C26 179.0(2) .
C20 C21 C22 C23 -1.3(3) .
C26 C21 C22 C23 179.6(2) .
C21 C22 C23 C24 0.6(3) .
C21 C22 C23 C25 -179.0(2) .
Sm1 O2 C24 C23 93.3(2) 7_566
Sm1 O2 C24 C23 -111.52(18) .
Sm1 O2 C24 C19 -88.2(2) 7_566
Sm1 O2 C24 C19 66.9(2) .
C22 C23 C24 O2 179.90(18) .
C25 C23 C24 O2 -0.5(3) .
C22 C23 C24 C19 1.5(3) .
C25 C23 C24 C19 -178.91(19) .
C20 C19 C24 O2 178.70(18) .
C18 C19 C24 O2 -4.2(3) .
C20 C19 C24 C23 -2.8(3) .
C18 C19 C24 C23 174.22(18) .
Sm1 O3 C27 C28 -25.3(6) .
Sm1 O3 C27 C29 -148.8(4) .
C36 C31 C32 C33 0.0 .
C37 C31 C32 C33 174.3(7) .
C31 C32 C33 C34 0.0 .
C32 C33 C34 C35 0.0 .
C33 C34 C35 C36 0.0 .
C34 C35 C36 C31 0.0 .
C32 C31 C36 C35 0.0 .
C37 C31 C36 C35 -174.5(6) .
