#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/64/4306462.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_4306462
loop_
_publ_author_name
'Mathias U. Kramer'
'Dominique Robert'
'Stefan Arndt'
'Peter M. Zeimentz'
'Thomas P. Spaniol'
'Ahmed Yahia'
'Laurent Maron'
'Odile Eisenstein'
'Jun Okuda'
_publ_contact_author_address
;
        Institute for Inorganic Chemistry
        RWTH Aachen University
        Landoltweg 1
        D-52074 Aachen
        Germany
;
_publ_contact_author_email       jun.okuda@ac.rwth-aachen.de
_publ_contact_author_fax         '0049 241 8092644'
_publ_contact_author_name        'Jun Okuda'
_publ_contact_author_phone       '0049 241 8094645'
_publ_section_title
;
Cationic Methyl Complexes of the Rare-Earth Metals: An Experimental and
Computational Study on Synthesis, Structure, and Reactivity
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9265
_journal_page_last               9278
_journal_paper_doi               10.1021/ic801259n
_journal_volume                  47
_journal_year                    2008
_chemical_formula_moiety
;

  (C25 H51 Sm O6 2+), (C24 H16 B F4 -)2   

;
_chemical_formula_sum            'C36.5 H41.5 B F4 O3 Sm0.5'
_chemical_formula_weight         690.21
_chemical_name_systematic
;

 ?

;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.533(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.429(2)
_cell_length_b                   12.6552(18)
_cell_length_c                   18.243(3)
_cell_measurement_reflns_used    1967
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      18.73
_cell_measurement_theta_min      2.30
_cell_volume                     3238.7(8)
_computing_cell_refinement       'Bruker SMART (2001)'
_computing_data_collection       'Bruker SMART (2001)'
_computing_data_reduction        'Bruker SAINT+ (1999)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_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  0.0807
_diffrn_reflns_av_sigmaI/netI    0.0898
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            22171
_diffrn_reflns_theta_full        23.44
_diffrn_reflns_theta_max         23.44
_diffrn_reflns_theta_min         2.05
_exptl_absorpt_coefficient_mu    0.983
_exptl_absorpt_correction_T_max  0.9168
_exptl_absorpt_correction_T_min  0.7842
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1426
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.512
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.905
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         4739
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.905
_refine_ls_R_factor_all          0.0796
_refine_ls_R_factor_gt           0.0506
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0440P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0992
_refine_ls_wR_factor_ref         0.1077
_reflns_number_gt                3117
_reflns_number_total             4739
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic801259n_si_002_06.cif
_cod_data_source_block           4'-Sm
_cod_original_cell_volume        3238.8(8)
_cod_original_formula_sum        'C36.50 H41.50 B F4 O3 Sm0.50'
_cod_database_code               4306462
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sm Sm 0.45995(3) 0.03612(4) 0.48640(3) 0.03833(17) Uani 0.50 1 d P . 1
C1 C 0.3877(6) 0.2005(7) 0.4414(5) 0.048(2) Uiso 0.50 1 d P A 1
H1A H 0.3488 0.1914 0.3901 0.072 Uiso 0.50 1 calc PR A 1
H1B H 0.4374 0.2532 0.4413 0.072 Uiso 0.50 1 calc PR A 1
H1C H 0.3472 0.2244 0.4745 0.072 Uiso 0.50 1 calc PR A 1
O3A O 0.2854(5) 0.0010(5) 0.4640(3) 0.0355(16) Uiso 0.50 1 d P B 1
C2A C 0.2456(8) -0.0953(9) 0.4836(7) 0.066(3) Uiso 0.50 1 d P B 1
H2A1 H 0.2558 -0.1010 0.5390 0.079 Uiso 0.50 1 calc PR B 1
H2A2 H 0.2765 -0.1566 0.4653 0.079 Uiso 0.50 1 calc PR B 1
C3A C 0.1439(8) -0.0939(10) 0.4482(7) 0.088(4) Uiso 0.50 1 d P B 1
H3A1 H 0.1313 -0.1362 0.4013 0.105 Uiso 0.50 1 calc PR B 1
H3A2 H 0.1079 -0.1257 0.4827 0.105 Uiso 0.50 1 calc PR B 1
C4A C 0.1136(8) 0.0110(8) 0.4315(6) 0.070(3) Uiso 0.50 1 d P B 1
H4A1 H 0.0918 0.0439 0.4738 0.084 Uiso 0.50 1 calc PR B 1
H4A2 H 0.0620 0.0151 0.3851 0.084 Uiso 0.50 1 calc PR B 1
C5A C 0.2029(7) 0.0605(9) 0.4209(6) 0.034(2) Uiso 0.50 1 d P B 1
H5A1 H 0.2034 0.0604 0.3667 0.041 Uiso 0.50 1 calc PR B 1
H5A2 H 0.2065 0.1348 0.4385 0.041 Uiso 0.50 1 calc PR B 1
O3B O 0.6310(5) -0.0212(6) 0.5271(4) 0.065(2) Uiso 0.50 1 d P C 2
C2B C 0.6703(9) -0.1210(11) 0.5533(8) 0.105(5) Uiso 0.50 1 d P C 2
H2B1 H 0.6669 -0.1698 0.5104 0.127 Uiso 0.50 1 calc PR C 2
H2B2 H 0.6345 -0.1526 0.5880 0.127 Uiso 0.50 1 calc PR C 2
C3B C 0.7686(14) -0.1036(14) 0.5923(11) 0.155(8) Uiso 0.50 1 d P C 2
H3B1 H 0.7750 -0.1013 0.6475 0.185 Uiso 0.50 1 calc PR C 2
H3B2 H 0.8097 -0.1609 0.5807 0.185 Uiso 0.50 1 calc PR C 2
C4B C 0.7947(17) -0.0047(17) 0.5657(12) 0.164(9) Uiso 0.50 1 d P C 2
H4B1 H 0.8365 -0.0172 0.5306 0.197 Uiso 0.50 1 calc PR C 2
H4B2 H 0.8312 0.0369 0.6089 0.197 Uiso 0.50 1 calc PR C 2
C5B C 0.7073(14) 0.0585(18) 0.5254(12) 0.159(9) Uiso 0.50 1 d P C 2
H5B1 H 0.6990 0.1236 0.5532 0.191 Uiso 0.50 1 calc PR C 2
H5B2 H 0.7099 0.0768 0.4731 0.191 Uiso 0.50 1 calc PR C 2
O1 O 0.5517(3) 0.0492(3) 0.3881(2) 0.0967(15) Uani 1 1 d . . .
O2 O 0.4454(3) -0.1428(3) 0.4143(2) 0.0937(14) Uani 1 1 d . . .
F1 F 0.82584(19) -0.5897(2) 0.74684(14) 0.0634(8) Uani 1 1 d . . .
F2 F 1.0267(2) -0.8127(3) 0.32019(18) 0.0886(11) Uani 1 1 d . . .
F3 F 0.38075(18) -0.6134(3) 0.26330(17) 0.1001(13) Uani 1 1 d . . .
F4 F 0.8601(2) -0.0852(2) 0.37958(15) 0.0709(9) Uani 1 1 d . . .
B B 0.7697(3) -0.5257(4) 0.4237(3) 0.0395(13) Uani 1 1 d . . .
C6 C 0.5433(3) 0.1480(5) 0.3471(3) 0.0680(17) Uani 1 1 d . . .
H6A H 0.5810 0.2039 0.3786 0.082 Uiso 1 1 calc R . .
H6B H 0.4758 0.1708 0.3326 0.082 Uiso 1 1 calc R . .
C7 C 0.5808(3) 0.1277(4) 0.2784(3) 0.0559(14) Uani 1 1 d . . .
H7A H 0.5297 0.1031 0.2356 0.067 Uiso 1 1 calc R . .
H7B H 0.6107 0.1918 0.2630 0.067 Uiso 1 1 calc R . .
C8 C 0.6533(3) 0.0426(4) 0.3051(3) 0.0524(13) Uani 1 1 d . . .
H8A H 0.6655 0.0012 0.2622 0.063 Uiso 1 1 calc R . .
H8B H 0.7141 0.0726 0.3343 0.063 Uiso 1 1 calc R . .
C9 C 0.6070(8) -0.0226(6) 0.3532(5) 0.121(4) Uani 1 1 d . . .
H9A H 0.565(5) -0.061(6) 0.328(4) 0.145 Uiso 1 1 d . . .
H9B H 0.647(6) -0.060(6) 0.380(5) 0.145 Uiso 1 1 d . . .
C10 C 0.4674(6) -0.2520(8) 0.4221(5) 0.146(4) Uani 1 1 d . . .
H10A H 0.4480 -0.2813 0.4666 0.175 Uiso 1 1 calc R . .
H10B H 0.5368 -0.2632 0.4287 0.175 Uiso 1 1 calc R . .
C11 C 0.4153(6) -0.3028(6) 0.3539(7) 0.164(5) Uani 1 1 d . . .
H11A H 0.4603 -0.3378 0.3283 0.197 Uiso 1 1 calc R . .
H11B H 0.3723 -0.3573 0.3665 0.197 Uiso 1 1 calc R . .
C12 C 0.3605(5) -0.2251(5) 0.3048(4) 0.100(2) Uani 1 1 d . . .
H12A H 0.3775 -0.2250 0.2553 0.120 Uiso 1 1 calc R . .
H12B H 0.2914 -0.2397 0.2968 0.120 Uiso 1 1 calc R . .
C13 C 0.3832(5) -0.1281(5) 0.3411(4) 0.119(3) Uani 1 1 d . . .
H13A H 0.3240 -0.0925 0.3464 0.143 Uiso 1 1 calc R . .
H13B H 0.4147 -0.0822 0.3103 0.143 Uiso 1 1 calc R . .
C14 C 0.7880(3) -0.5446(4) 0.5147(2) 0.0366(11) Uani 1 1 d . . .
C15 C 0.8376(3) -0.6302(4) 0.5530(3) 0.0459(12) Uani 1 1 d . . .
H15 H 0.8638 -0.6803 0.5247 0.055 Uiso 1 1 calc R . .
C16 C 0.8509(3) -0.6464(4) 0.6298(3) 0.0531(13) Uani 1 1 d . . .
H16 H 0.8844 -0.7067 0.6533 0.064 Uiso 1 1 calc R . .
C17 C 0.8147(3) -0.5739(4) 0.6708(3) 0.0462(13) Uani 1 1 d . . .
C18 C 0.7663(3) -0.4872(4) 0.6384(3) 0.0431(12) Uani 1 1 d . . .
C19 H 0.7412 -0.4374 0.6676 0.052 Uiso 1 1 calc R . .
H19 C 0.7544(3) -0.4735(4) 0.5613(3) 0.0412(11) Uani 1 1 d . . .
C20 H 0.7215 -0.4123 0.5388 0.049 Uiso 1 1 calc R . .
H20 C 0.8413(3) -0.6023(4) 0.3901(2) 0.0398(12) Uani 1 1 d . . .
C21 C 0.8208(3) -0.7097(4) 0.3765(2) 0.0456(13) Uani 1 1 d . . .
H21 H 0.7617 -0.7355 0.3836 0.055 Uiso 1 1 calc R . .
C22 C 0.8818(3) -0.7812(4) 0.3534(3) 0.0544(14) Uani 1 1 d . . .
H22 H 0.8655 -0.8538 0.3456 0.065 Uiso 1 1 calc R . .
C23 C 0.9656(4) -0.7428(5) 0.3424(3) 0.0599(15) Uani 1 1 d . . .
C24 C 0.9910(3) -0.6405(5) 0.3539(3) 0.0599(15) Uani 1 1 d . . .
H24 H 1.0500 -0.6159 0.3459 0.072 Uiso 1 1 calc R . .
C25 C 0.9292(3) -0.5719(4) 0.3777(3) 0.0493(13) Uani 1 1 d . . .
H25 H 0.9478 -0.5001 0.3860 0.059 Uiso 1 1 calc R . .
C26 C 0.6588(3) -0.5527(3) 0.3814(2) 0.0339(11) Uani 1 1 d . . .
C27 C 0.6335(3) -0.5681(3) 0.3038(3) 0.0415(12) Uani 1 1 d . . .
H27 H 0.6823 -0.5649 0.2769 0.050 Uiso 1 1 calc R . .
C28 C 0.5410(3) -0.5878(3) 0.2634(3) 0.0483(13) Uani 1 1 d . . .
H28 H 0.5266 -0.5977 0.2103 0.058 Uiso 1 1 calc R . .
C29 C 0.4723(3) -0.5923(4) 0.3023(3) 0.0585(15) Uani 1 1 d . . .
C30 C 0.4906(3) -0.5773(4) 0.3786(3) 0.0600(15) Uani 1 1 d . . .
H30 H 0.4408 -0.5803 0.4046 0.072 Uiso 1 1 calc R . .
C31 C 0.5844(3) -0.5576(3) 0.4172(3) 0.0395(11) Uani 1 1 d . . .
H31 H 0.5978 -0.5471 0.4702 0.047 Uiso 1 1 calc R . .
C32 C 0.7925(3) -0.4004(4) 0.4092(2) 0.0426(12) Uani 1 1 d . . .
C33 C 0.8715(3) -0.3505(4) 0.4547(3) 0.0541(14) Uani 1 1 d . . .
H33 H 0.9108 -0.3901 0.4943 0.065 Uiso 1 1 calc R . .
C34 C 0.8957(4) -0.2459(4) 0.4453(3) 0.0585(15) Uani 1 1 d . . .
H34 H 0.9505 -0.2148 0.4772 0.070 Uiso 1 1 calc R . .
C35 C 0.8386(4) -0.1899(4) 0.3893(3) 0.0541(14) Uani 1 1 d . . .
C36 C 0.7604(3) -0.2326(4) 0.3413(3) 0.0500(13) Uani 1 1 d . . .
H36 H 0.7227 -0.1920 0.3016 0.060 Uiso 1 1 calc R . .
C37 C 0.7378(3) -0.3376(4) 0.3526(2) 0.0435(12) Uani 1 1 d . . .
H37 H 0.6828 -0.3676 0.3203 0.052 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
B B 0.0010 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -0.1640 3.4420 '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
_geom_angle_publ_flag
Sm Sm C1 155.1(2) 3_656 . ?
Sm Sm O2 80.30(12) 3_656 3_656 ?
C1 Sm O2 84.0(2) . 3_656 ?
Sm Sm O1 76.92(12) 3_656 . ?
C1 Sm O1 87.6(2) . . ?
O2 Sm O1 101.69(13) 3_656 . ?
Sm Sm O3A 129.02(16) 3_656 . ?
C1 Sm O3A 75.9(3) . . ?
O2 Sm O3A 126.55(18) 3_656 . ?
O1 Sm O3A 125.78(17) . . ?
Sm Sm O3B 22.73(17) 3_656 . ?
C1 Sm O3B 132.4(3) . . ?
O2 Sm O3B 66.1(2) 3_656 . ?
O1 Sm O3B 65.0(2) . . ?
O3A Sm O3B 151.7(2) . . ?
Sm Sm O1 69.36(11) 3_656 3_656 ?
C1 Sm O1 123.9(2) . 3_656 ?
O2 Sm O1 73.10(12) 3_656 3_656 ?
O1 Sm O1 146.28(5) . 3_656 ?
O3A Sm O1 78.29(18) . 3_656 ?
O3B Sm O1 83.09(19) . 3_656 ?
Sm Sm O2 65.97(11) 3_656 . ?
C1 Sm O2 127.4(2) . . ?
O2 Sm O2 146.27(6) 3_656 . ?
O1 Sm O2 71.63(12) . . ?
O3A Sm O2 78.64(17) . . ?
O3B Sm O2 81.71(19) . . ?
O1 Sm O2 94.06(12) 3_656 . ?
Sm C1 H1A 109.5 . . ?
Sm C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
Sm C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2A O3A C5A 104.4(8) . . ?
C2A O3A Sm 124.1(6) . . ?
C5A O3A Sm 130.9(6) . . ?
O3A C2A C3A 107.5(9) . . ?
O3A C2A H2A1 110.2 . . ?
C3A C2A H2A1 110.2 . . ?
O3A C2A H2A2 110.2 . . ?
C3A C2A H2A2 110.2 . . ?
H2A1 C2A H2A2 108.5 . . ?
C4A C3A C2A 109.7(10) . . ?
C4A C3A H3A1 109.7 . . ?
C2A C3A H3A1 109.7 . . ?
C4A C3A H3A2 109.7 . . ?
C2A C3A H3A2 109.7 . . ?
H3A1 C3A H3A2 108.2 . . ?
C3A C4A C5A 101.0(10) . . ?
C3A C4A H4A1 111.6 . . ?
C5A C4A H4A1 111.6 . . ?
C3A C4A H4A2 111.6 . . ?
C5A C4A H4A2 111.6 . . ?
H4A1 C4A H4A2 109.4 . . ?
O3A C5A C4A 109.4(10) . . ?
O3A C5A H5A1 109.8 . . ?
C4A C5A H5A1 109.8 . . ?
O3A C5A H5A2 109.8 . . ?
C4A C5A H5A2 109.8 . . ?
H5A1 C5A H5A2 108.2 . . ?
C2B O3B C5B 111.6(12) . . ?
C2B O3B Sm 130.1(7) . . ?
C5B O3B Sm 118.3(9) . . ?
O3B C2B C3B 107.4(12) . . ?
O3B C2B H2B1 110.2 . . ?
C3B C2B H2B1 110.2 . . ?
O3B C2B H2B2 110.2 . . ?
C3B C2B H2B2 110.2 . . ?
H2B1 C2B H2B2 108.5 . . ?
C4B C3B C2B 105.9(16) . . ?
C4B C3B H3B1 110.6 . . ?
C2B C3B H3B1 110.6 . . ?
C4B C3B H3B2 110.6 . . ?
C2B C3B H3B2 110.6 . . ?
H3B1 C3B H3B2 108.7 . . ?
C3B C4B C5B 112(2) . . ?
C3B C4B H4B1 109.3 . . ?
C5B C4B H4B1 109.3 . . ?
C3B C4B H4B2 109.3 . . ?
C5B C4B H4B2 109.3 . . ?
H4B1 C4B H4B2 107.9 . . ?
O3B C5B C4B 99.5(18) . . ?
O3B C5B H5B1 111.9 . . ?
C4B C5B H5B1 111.9 . . ?
O3B C5B H5B2 111.9 . . ?
C4B C5B H5B2 111.9 . . ?
H5B1 C5B H5B2 109.6 . . ?
C6 O1 C9 107.6(4) . . ?
C6 O1 Sm 115.9(3) . . ?
C9 O1 Sm 136.0(4) . . ?
C6 O1 Sm 143.8(3) . 3_656 ?
C9 O1 Sm 106.6(4) . 3_656 ?
Sm O1 Sm 33.72(5) . 3_656 ?
C10 O2 C13 107.3(5) . . ?
C10 O2 Sm 113.3(5) . 3_656 ?
C13 O2 Sm 138.3(4) . 3_656 ?
C10 O2 Sm 143.8(5) . . ?
C13 O2 Sm 108.4(3) . . ?
Sm O2 Sm 33.73(6) 3_656 . ?
C14 B H20 109.1(4) . . ?
C14 B C26 110.8(3) . . ?
H20 B C26 109.3(4) . . ?
C14 B C32 108.2(4) . . ?
H20 B C32 109.9(4) . . ?
C26 B C32 109.4(4) . . ?
O1 C6 C7 106.3(4) . . ?
O1 C6 H6A 110.5 . . ?
C7 C6 H6A 110.5 . . ?
O1 C6 H6B 110.5 . . ?
C7 C6 H6B 110.5 . . ?
H6A C6 H6B 108.7 . . ?
C8 C7 C6 102.2(4) . . ?
C8 C7 H7A 111.3 . . ?
C6 C7 H7A 111.3 . . ?
C8 C7 H7B 111.3 . . ?
C6 C7 H7B 111.3 . . ?
H7A C7 H7B 109.2 . . ?
C9 C8 C7 102.5(5) . . ?
C9 C8 H8A 111.3 . . ?
C7 C8 H8A 111.3 . . ?
C9 C8 H8B 111.3 . . ?
C7 C8 H8B 111.3 . . ?
H8A C8 H8B 109.2 . . ?
O1 C9 C8 106.5(5) . . ?
O1 C9 H9A 102(6) . . ?
C8 C9 H9A 112(6) . . ?
O1 C9 H9B 119(6) . . ?
C8 C9 H9B 109(6) . . ?
H9A C9 H9B 108(8) . . ?
O2 C10 C11 106.7(6) . . ?
O2 C10 H10A 110.4 . . ?
C11 C10 H10A 110.4 . . ?
O2 C10 H10B 110.4 . . ?
C11 C10 H10B 110.4 . . ?
H10A C10 H10B 108.6 . . ?
C12 C11 C10 109.4(7) . . ?
C12 C11 H11A 109.8 . . ?
C10 C11 H11A 109.8 . . ?
C12 C11 H11B 109.8 . . ?
C10 C11 H11B 109.8 . . ?
H11A C11 H11B 108.2 . . ?
C13 C12 C11 105.7(6) . . ?
C13 C12 H12A 110.6 . . ?
C11 C12 H12A 110.6 . . ?
C13 C12 H12B 110.6 . . ?
C11 C12 H12B 110.6 . . ?
H12A C12 H12B 108.7 . . ?
C12 C13 O2 110.7(5) . . ?
C12 C13 H13A 109.5 . . ?
O2 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
O2 C13 H13B 109.5 . . ?
H13A C13 H13B 108.1 . . ?
C15 C14 H19 114.0(4) . . ?
C15 C14 B 124.4(4) . . ?
H19 C14 B 121.6(4) . . ?
C16 C15 C14 123.8(5) . . ?
C16 C15 H15 118.1 . . ?
C14 C15 H15 118.1 . . ?
C17 C16 C15 118.4(4) . . ?
C17 C16 H16 120.8 . . ?
C15 C16 H16 120.8 . . ?
C18 C17 C16 121.8(4) . . ?
C18 C17 F1 119.0(5) . . ?
C16 C17 F1 119.1(4) . . ?
C17 C18 H19 118.1(5) . . ?
C17 C18 C19 120.9 . . ?
H19 C18 C19 120.9 . . ?
C18 H19 C14 123.9(4) . . ?
C18 H19 C20 118.1 . . ?
C14 H19 C20 118.1 . . ?
C25 H20 C21 113.7(4) . . ?
C25 H20 B 125.1(4) . . ?
C21 H20 B 121.0(4) . . ?
C22 C21 H20 124.1(4) . . ?
C22 C21 H21 117.9 . . ?
H20 C21 H21 117.9 . . ?
C23 C22 C21 117.3(5) . . ?
C23 C22 H22 121.4 . . ?
C21 C22 H22 121.4 . . ?
C24 C23 C22 122.5(5) . . ?
C24 C23 F2 119.6(5) . . ?
C22 C23 F2 117.8(6) . . ?
C23 C24 C25 118.7(5) . . ?
C23 C24 H24 120.7 . . ?
C25 C24 H24 120.7 . . ?
C24 C25 H20 123.7(5) . . ?
C24 C25 H25 118.1 . . ?
H20 C25 H25 118.1 . . ?
C31 C26 C27 115.3(4) . . ?
C31 C26 B 124.4(4) . . ?
C27 C26 B 120.2(4) . . ?
C28 C27 C26 123.8(4) . . ?
C28 C27 H27 118.1 . . ?
C26 C27 H27 118.1 . . ?
C29 C28 C27 117.5(5) . . ?
C29 C28 H28 121.3 . . ?
C27 C28 H28 121.3 . . ?
C28 C29 C30 122.7(4) . . ?
C28 C29 F3 118.1(5) . . ?
C30 C29 F3 119.2(5) . . ?
C29 C30 C31 118.2(5) . . ?
C29 C30 H30 120.9 . . ?
C31 C30 H30 120.9 . . ?
C26 C31 C30 122.6(4) . . ?
C26 C31 H31 118.7 . . ?
C30 C31 H31 118.7 . . ?
C37 C32 C33 115.2(4) . . ?
C37 C32 B 124.6(4) . . ?
C33 C32 B 120.3(4) . . ?
C34 C33 C32 123.5(4) . . ?
C34 C33 H33 118.2 . . ?
C32 C33 H33 118.2 . . ?
C35 C34 C33 117.7(5) . . ?
C35 C34 H34 121.1 . . ?
C33 C34 H34 121.1 . . ?
C34 C35 C36 122.8(5) . . ?
C34 C35 F4 118.9(5) . . ?
C36 C35 F4 118.3(5) . . ?
C35 C36 C37 118.0(4) . . ?
C35 C36 H36 121.0 . . ?
C37 C36 H36 121.0 . . ?
C32 C37 C36 122.8(4) . . ?
C32 C37 H37 118.6 . . ?
C36 C37 H37 118.6 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sm Sm 1.4661(9) 3_656 ?
Sm C1 2.385(8) . ?
Sm O2 2.411(4) 3_656 ?
Sm O1 2.472(3) . ?
Sm O3A 2.495(6) . ?
Sm O3B 2.512(8) . ?
Sm O1 2.573(4) 3_656 ?
Sm O2 2.603(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
O3A C2A 1.428(13) . ?
O3A C5A 1.472(13) . ?
C2A C3A 1.459(14) . ?
C2A H2A1 0.9900 . ?
C2A H2A2 0.9900 . ?
C3A C4A 1.408(14) . ?
C3A H3A1 0.9900 . ?
C3A H3A2 0.9900 . ?
C4A C5A 1.487(15) . ?
C4A H4A1 0.9900 . ?
C4A H4A2 0.9900 . ?
C5A H5A1 0.9900 . ?
C5A H5A2 0.9900 . ?
O3B C2B 1.421(13) . ?
O3B C5B 1.50(2) . ?
C2B C3B 1.447(19) . ?
C2B H2B1 0.9900 . ?
C2B H2B2 0.9900 . ?
C3B C4B 1.42(2) . ?
C3B H3B1 0.9900 . ?
C3B H3B2 0.9900 . ?
C4B C5B 1.53(3) . ?
C4B H4B1 0.9900 . ?
C4B H4B2 0.9900 . ?
C5B H5B1 0.9900 . ?
C5B H5B2 0.9900 . ?
O1 C6 1.447(6) . ?
O1 C9 1.450(9) . ?
O1 Sm 2.573(4) 3_656 ?
O2 C10 1.417(8) . ?
O2 C13 1.435(6) . ?
O2 Sm 2.411(4) 3_656 ?
F1 C17 1.373(5) . ?
F2 C23 1.374(5) . ?
F3 C29 1.373(5) . ?
F4 C35 1.381(5) . ?
B C14 1.636(6) . ?
B H20 1.638(7) . ?
B C26 1.642(6) . ?
B C32 1.653(6) . ?
C6 C7 1.501(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.500(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.473(8) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.82(7) . ?
C9 H9B 0.82(7) . ?
C10 C11 1.445(10) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.437(9) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.397(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.392(5) . ?
C14 H19 1.400(6) . ?
C15 C16 1.384(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.364(6) . ?
C16 H16 0.9500 . ?
C17 C18 1.360(6) . ?
C18 H19 1.387(6) . ?
C18 C19 0.9500 . ?
H19 C20 0.9500 . ?
H20 C25 1.394(6) . ?
H20 C21 1.400(6) . ?
C21 C22 1.395(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.361(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.350(7) . ?
C24 C25 1.383(6) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C31 1.382(5) . ?
C26 C27 1.390(6) . ?
C27 C28 1.387(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.350(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.368(6) . ?
C30 C31 1.394(6) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 C37 1.392(6) . ?
C32 C33 1.395(6) . ?
C33 C34 1.390(6) . ?
C33 H33 0.9500 . ?
C34 C35 1.354(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.366(6) . ?
C36 C37 1.396(6) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sm Sm O3A C2A 6.6(7) 3_656 . . . ?
C1 Sm O3A C2A -174.0(7) . . . . ?
O2 Sm O3A C2A -102.7(7) 3_656 . . . ?
O1 Sm O3A C2A 109.6(6) . . . . ?
O3B Sm O3A C2A 5.6(9) . . . . ?
O1 Sm O3A C2A -44.2(6) 3_656 . . . ?
O2 Sm O3A C2A 52.4(6) . . . . ?
Sm Sm O3A C5A -163.5(6) 3_656 . . . ?
C1 Sm O3A C5A 15.9(7) . . . . ?
O2 Sm O3A C5A 87.1(7) 3_656 . . . ?
O1 Sm O3A C5A -60.5(7) . . . . ?
O3B Sm O3A C5A -164.6(6) . . . . ?
O1 Sm O3A C5A 145.6(7) 3_656 . . . ?
O2 Sm O3A C5A -117.8(7) . . . . ?
C5A O3A C2A C3A 3.7(10) . . . . ?
Sm O3A C2A C3A -168.7(7) . . . . ?
O3A C2A C3A C4A -21.2(13) . . . . ?
C2A C3A C4A C5A 28.2(13) . . . . ?
C2A O3A C5A C4A 13.9(10) . . . . ?
Sm O3A C5A C4A -174.5(6) . . . . ?
C3A C4A C5A O3A -25.9(11) . . . . ?
Sm Sm O3B C2B -1.2(8) 3_656 . . . ?
C1 Sm O3B C2B -179.7(9) . . . . ?
O2 Sm O3B C2B 124.3(9) 3_656 . . . ?
O1 Sm O3B C2B -118.9(9) . . . . ?
O3A Sm O3B C2B 0.9(11) . . . . ?
O1 Sm O3B C2B 49.8(9) 3_656 . . . ?
O2 Sm O3B C2B -45.4(9) . . . . ?
Sm Sm O3B C5B 179.1(12) 3_656 . . . ?
C1 Sm O3B C5B 0.7(11) . . . . ?
O2 Sm O3B C5B -55.3(10) 3_656 . . . ?
O1 Sm O3B C5B 61.5(10) . . . . ?
O3A Sm O3B C5B -178.8(11) . . . . ?
O1 Sm O3B C5B -129.9(10) 3_656 . . . ?
O2 Sm O3B C5B 135.0(10) . . . . ?
C5B O3B C2B C3B 18.4(17) . . . . ?
Sm O3B C2B C3B -161.2(10) . . . . ?
O3B C2B C3B C4B -20.4(19) . . . . ?
C2B C3B C4B C5B 16(2) . . . . ?
C2B O3B C5B C4B -8.5(17) . . . . ?
Sm O3B C5B C4B 171.2(10) . . . . ?
C3B C4B C5B O3B -5(2) . . . . ?
Sm Sm O1 C6 -152.5(3) 3_656 . . . ?
C1 Sm O1 C6 7.8(4) . . . . ?
O2 Sm O1 C6 -75.5(3) 3_656 . . . ?
O3A Sm O1 C6 78.5(4) . . . . ?
O3B Sm O1 C6 -132.0(4) . . . . ?
O1 Sm O1 C6 -152.5(3) 3_656 . . . ?
O2 Sm O1 C6 138.8(4) . . . . ?
Sm Sm O1 C9 35.6(7) 3_656 . . . ?
C1 Sm O1 C9 -164.0(8) . . . . ?
O2 Sm O1 C9 112.7(7) 3_656 . . . ?
O3A Sm O1 C9 -93.4(8) . . . . ?
O3B Sm O1 C9 56.2(8) . . . . ?
O1 Sm O1 C9 35.6(7) 3_656 . . . ?
O2 Sm O1 C9 -33.1(7) . . . . ?
C1 Sm O1 Sm 160.4(2) . . . 3_656 ?
O2 Sm O1 Sm 77.02(12) 3_656 . . 3_656 ?
O3A Sm O1 Sm -129.0(2) . . . 3_656 ?
O3B Sm O1 Sm 20.56(18) . . . 3_656 ?
O1 Sm O1 Sm 0.0 3_656 . . 3_656 ?
O2 Sm O1 Sm -68.69(12) . . . 3_656 ?
Sm Sm O2 C10 32.7(7) 3_656 . . . ?
C1 Sm O2 C10 -171.9(8) . . . . ?
O2 Sm O2 C10 32.7(7) 3_656 . . . ?
O1 Sm O2 C10 116.2(8) . . . . ?
O3A Sm O2 C10 -109.8(8) . . . . ?
O3B Sm O2 C10 49.8(8) . . . . ?
O1 Sm O2 C10 -32.6(8) 3_656 . . . ?
Sm Sm O2 C13 -156.8(4) 3_656 . . . ?
C1 Sm O2 C13 -1.4(5) . . . . ?
O2 Sm O2 C13 -156.8(4) 3_656 . . . ?
O1 Sm O2 C13 -73.3(4) . . . . ?
O3A Sm O2 C13 60.8(4) . . . . ?
O3B Sm O2 C13 -139.6(5) . . . . ?
O1 Sm O2 C13 138.0(4) 3_656 . . . ?
C1 Sm O2 Sm 155.4(3) . . . 3_656 ?
O2 Sm O2 Sm 0.0 3_656 . . 3_656 ?
O1 Sm O2 Sm 83.51(14) . . . 3_656 ?
O3A Sm O2 Sm -142.45(17) . . . 3_656 ?
O3B Sm O2 Sm 17.14(17) . . . 3_656 ?
O1 Sm O2 Sm -65.26(11) 3_656 . . 3_656 ?
C9 O1 C6 C7 9.4(7) . . . . ?
Sm O1 C6 C7 -164.6(3) . . . . ?
Sm O1 C6 C7 169.7(4) 3_656 . . . ?
O1 C6 C7 C8 -29.6(5) . . . . ?
C6 C7 C8 C9 38.1(6) . . . . ?
C6 O1 C9 C8 15.2(8) . . . . ?
Sm O1 C9 C8 -172.5(3) . . . . ?
Sm O1 C9 C8 -152.8(5) 3_656 . . . ?
C7 C8 C9 O1 -33.5(8) . . . . ?
C13 O2 C10 C11 -1.8(9) . . . . ?
Sm O2 C10 C11 -172.2(6) 3_656 . . . ?
Sm O2 C10 C11 168.7(5) . . . . ?
O2 C10 C11 C12 -0.7(11) . . . . ?
C10 C11 C12 C13 3.0(10) . . . . ?
C11 C12 C13 O2 -4.2(9) . . . . ?
C10 O2 C13 C12 3.9(8) . . . . ?
Sm O2 C13 C12 170.5(4) 3_656 . . . ?
Sm O2 C13 C12 -170.3(5) . . . . ?
H20 B C14 C15 -15.2(6) . . . . ?
C26 B C14 C15 105.3(5) . . . . ?
C32 B C14 C15 -134.7(4) . . . . ?
H20 B C14 H19 164.5(4) . . . . ?
C26 B C14 H19 -75.1(5) . . . . ?
C32 B C14 H19 44.9(5) . . . . ?
H19 C14 C15 C16 1.7(6) . . . . ?
B C14 C15 C16 -178.6(4) . . . . ?
C14 C15 C16 C17 -1.0(7) . . . . ?
C15 C16 C17 C18 0.1(7) . . . . ?
C15 C16 C17 F1 178.9(4) . . . . ?
C16 C17 C18 H19 -0.2(7) . . . . ?
F1 C17 C18 H19 -179.0(4) . . . . ?
C17 C18 H19 C14 1.1(6) . . . . ?
C15 C14 H19 C18 -1.8(6) . . . . ?
B C14 H19 C18 178.5(4) . . . . ?
C14 B H20 C25 -95.9(5) . . . . ?
C26 B H20 C25 142.8(4) . . . . ?
C32 B H20 C25 22.6(6) . . . . ?
C14 B H20 C21 79.0(5) . . . . ?
C26 B H20 C21 -42.4(5) . . . . ?
C32 B H20 C21 -162.5(4) . . . . ?
C25 H20 C21 C22 0.4(6) . . . . ?
B H20 C21 C22 -175.0(4) . . . . ?
H20 C21 C22 C23 -1.0(7) . . . . ?
C21 C22 C23 C24 0.9(7) . . . . ?
C21 C22 C23 F2 179.4(4) . . . . ?
C22 C23 C24 C25 -0.2(8) . . . . ?
F2 C23 C24 C25 -178.7(4) . . . . ?
C23 C24 C25 H20 -0.4(7) . . . . ?
C21 H20 C25 C24 0.3(6) . . . . ?
B H20 C25 C24 175.5(4) . . . . ?
C14 B C26 C31 19.1(6) . . . . ?
H20 B C26 C31 139.4(4) . . . . ?
C32 B C26 C31 -100.1(5) . . . . ?
C14 B C26 C27 -163.6(4) . . . . ?
H20 B C26 C27 -43.3(5) . . . . ?
C32 B C26 C27 77.1(5) . . . . ?
C31 C26 C27 C28 -0.4(6) . . . . ?
B C26 C27 C28 -177.9(4) . . . . ?
C26 C27 C28 C29 -0.1(7) . . . . ?
C27 C28 C29 C30 0.7(8) . . . . ?
C27 C28 C29 F3 -179.0(4) . . . . ?
C28 C29 C30 C31 -0.6(8) . . . . ?
F3 C29 C30 C31 179.0(4) . . . . ?
C27 C26 C31 C30 0.4(6) . . . . ?
B C26 C31 C30 177.8(4) . . . . ?
C29 C30 C31 C26 0.0(7) . . . . ?
C14 B C32 C37 -138.7(4) . . . . ?
H20 B C32 C37 102.3(5) . . . . ?
C26 B C32 C37 -17.8(6) . . . . ?
C14 B C32 C33 41.8(6) . . . . ?
H20 B C32 C33 -77.2(5) . . . . ?
C26 B C32 C33 162.7(4) . . . . ?
C37 C32 C33 C34 -0.3(7) . . . . ?
B C32 C33 C34 179.3(4) . . . . ?
C32 C33 C34 C35 0.7(8) . . . . ?
C33 C34 C35 C36 -1.5(8) . . . . ?
C33 C34 C35 F4 178.8(4) . . . . ?
C34 C35 C36 C37 1.8(8) . . . . ?
F4 C35 C36 C37 -178.4(4) . . . . ?
C33 C32 C37 C36 0.7(7) . . . . ?
B C32 C37 C36 -178.8(4) . . . . ?
C35 C36 C37 C32 -1.4(7) . . . . ?
