#------------------------------------------------------------------------------
#$Date: 2016-08-11 15:41:50 +0300 (Thu, 11 Aug 2016) $
#$Revision: 185752 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/91/7119119.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_7119119
loop_
_publ_author_name
'Christoph Schoo'
'Svetlana V. Klementyeva'
'Michael T. Gamer'
'Sergey N. Konchenko'
'Peter W. Roesky'
_publ_section_title
;
 Samarocene oxide: from an undesired decomposition product to a new
 reagent
;
_journal_name_full               Chem.Commun.
_journal_page_first              6654
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C54 H70 O4 Sm2, 2(C7 H8)'
_chemical_formula_sum            'C68 H86 O4 Sm2'
_chemical_formula_weight         1268.06
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-10-02
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-02-26 deposited with the CCDC.
2016-04-13 downloaded from the CCDC.
;
_cell_angle_alpha                110.25(3)
_cell_angle_beta                 97.77(3)
_cell_angle_gamma                98.73(3)
_cell_formula_units_Z            1
_cell_length_a                   10.561(2)
_cell_length_b                   10.700(2)
_cell_length_c                   15.035(3)
_cell_measurement_reflns_used    30792
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      29.42
_cell_measurement_theta_min      1.99
_cell_volume                     1542.9(7)
_computing_cell_refinement       'STOE X-AREA, PLATON (A.L.Spek, 2005)'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED, PLATON (A.L.Spek, 2005)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      200.0
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, multiple pinhole'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            26833
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.999
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         1.992
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    1.929
_exptl_absorpt_correction_T_max  0.7587
_exptl_absorpt_correction_T_min  0.4933
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'STOE X-RED & X-SHAPE''
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_description       prism
_exptl_crystal_F_000             650
_exptl_crystal_size_max          0.401
_exptl_crystal_size_mid          0.289
_exptl_crystal_size_min          0.154
_refine_diff_density_max         1.180
_refine_diff_density_min         -0.983
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         6049
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.985
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0325
_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)+(0.0522P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0793
_refine_ls_wR_factor_ref         0.0812
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5171
_reflns_number_total             6049
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6cc02450e2.cif
_cod_data_source_block           7
_cod_original_cell_volume        1542.9(6)
_cod_database_code               7119119
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: C28(0.5) H28A(0.5) H28B(0.5) H28C(0.5) C34(0.5) H34(0.5) C29(0.5)
 C30(0.5) H30(0.5) C31(0.5) H31(0.5) C32(0.5) H32(0.5) C33(0.5) H33(0.5)
 C35(0.5) H35A(0.5) H35B(0.5) H35C(0.5) C38(0.5) H38(0.5) C37(0.5) H37(0.5)
 C36(0.5) C41(0.5) H41(0.5) C40(0.5) H40(0.5) C39(0.5) H39(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C7(H7), C6(H6), C34(H34), C30(H30), C31(H31),
 C32(H32), C33(H33), C38(H38), C37(H37), C41(H41), C40(H40), C39(H39)
3.b Fitted hexagon refined as free rotating group:
 C34(C29,C30,C31,C32,C33), C38(C37,C36,C41,C40,C39)
3.c Cp* refined as free rotating group:
 C18(C19,C20,C21,C22,C23,C24,C25,C26,C27)
3.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,
 H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C15(H15A,H15B,H15C), C13(H13A,
 H13B,H13C), C17(H17A,H17B,H17C), C16(H16A,H16B,H16C), C28(H28A,H28B,H28C),
 C35(H35A,H35B,H35C)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.56616(2) 0.64130(2) 0.69812(2) 0.03368(7) Uani 1 1 d . . . . .
O1 O 0.4258(3) 0.6614(3) 0.57341(19) 0.0434(6) Uani 1 1 d . . . . .
O2 O 0.3613(3) 0.5184(3) 0.4198(2) 0.0456(7) Uani 1 1 d . . . . .
C1 C 0.3542(4) 0.6212(4) 0.4905(3) 0.0377(8) Uani 1 1 d . . . . .
C2 C 0.2550(4) 0.7012(4) 0.4751(3) 0.0365(8) Uani 1 1 d . . . . .
C3 C 0.1609(5) 0.6516(5) 0.3899(3) 0.0548(11) Uani 1 1 d . . . . .
H3 H 0.1578 0.5649 0.3420 0.066 Uiso 1 1 calc R . . . .
C4 C 0.0713(5) 0.7285(6) 0.3746(4) 0.0653(14) Uani 1 1 d . . . . .
H4 H 0.0066 0.6937 0.3166 0.078 Uiso 1 1 calc R . . . .
C5 C 0.0762(5) 0.8541(6) 0.4428(4) 0.0652(14) Uani 1 1 d . . . . .
H5 H 0.0161 0.9072 0.4315 0.078 Uiso 1 1 calc R . . . .
C7 C 0.2564(4) 0.8274(5) 0.5443(3) 0.0503(10) Uani 1 1 d . . . . .
H7 H 0.3187 0.8618 0.6036 0.060 Uiso 1 1 calc R . . . .
C8 C 0.6530(4) 0.9149(4) 0.7899(3) 0.0475(10) Uani 1 1 d . . . . .
C11 C 0.8095(4) 0.7926(5) 0.8028(3) 0.0512(10) Uani 1 1 d . . . . .
C10 C 0.8000(4) 0.8053(5) 0.7115(3) 0.0490(10) Uani 1 1 d . . . . .
C9 C 0.7025(4) 0.8818(4) 0.7035(3) 0.0456(9) Uani 1 1 d . . . . .
C12 C 0.7213(5) 0.8631(5) 0.8521(3) 0.0514(10) Uani 1 1 d . . . . .
C6 C 0.1677(5) 0.9035(6) 0.5275(4) 0.0649(13) Uani 1 1 d . . . . .
H6 H 0.1702 0.9904 0.5749 0.078 Uiso 1 1 calc R . . . .
C14 C 0.6676(5) 0.9332(5) 0.6243(3) 0.0607(12) Uani 1 1 d . . . . .
H14A H 0.7136 0.8952 0.5720 0.091 Uiso 1 1 calc GR . . . .
H14B H 0.6935 1.0330 0.6501 0.091 Uiso 1 1 calc GR . . . .
H14C H 0.5730 0.9051 0.5990 0.091 Uiso 1 1 calc GR . . . .
C18 C 0.3640(2) 0.4418(2) 0.68520(15) 0.0561(12) Uani 1 1 d . . . . .
C19 C 0.3333(2) 0.5627(2) 0.74683(17) 0.0533(11) Uani 1 1 d G . . . .
C20 C 0.4242(3) 0.6121(2) 0.83634(15) 0.0628(13) Uani 1 1 d G . . . .
C21 C 0.5111(2) 0.5217(3) 0.83004(17) 0.0688(15) Uani 1 1 d G . . . .
C22 C 0.4739(3) 0.4164(2) 0.7366(2) 0.0657(15) Uani 1 1 d G . . . .
C23 C 0.2924(4) 0.3554(4) 0.58297(17) 0.119(3) Uani 1 1 d G . . . .
H23A H 0.2060 0.3767 0.5720 0.179 Uiso 1 1 calc GR . . . .
H23B H 0.2821 0.2587 0.5733 0.179 Uiso 1 1 calc GR . . . .
H23C H 0.3426 0.3747 0.5372 0.179 Uiso 1 1 calc GR . . . .
C24 C 0.2233(3) 0.6274(4) 0.7216(3) 0.108(3) Uani 1 1 d G . . . .
H24A H 0.2555 0.7260 0.7430 0.162 Uiso 1 1 calc GR . . . .
H24B H 0.1522 0.6093 0.7541 0.162 Uiso 1 1 calc GR . . . .
H24C H 0.1907 0.5888 0.6514 0.162 Uiso 1 1 calc GR . . . .
C25 C 0.4278(4) 0.7384(3) 0.9230(2) 0.151(4) Uani 1 1 d G . . . .
H25A H 0.4956 0.8132 0.9248 0.227 Uiso 1 1 calc GR . . . .
H25B H 0.4474 0.7201 0.9823 0.227 Uiso 1 1 calc GR . . . .
H25C H 0.3426 0.7640 0.9181 0.227 Uiso 1 1 calc GR . . . .
C26 C 0.6233(3) 0.5351(5) 0.9088(3) 0.163(5) Uani 1 1 d G . . . .
H26A H 0.6178 0.4484 0.9181 0.245 Uiso 1 1 calc GR . . . .
H26B H 0.6186 0.6069 0.9693 0.245 Uiso 1 1 calc GR . . . .
H26C H 0.7063 0.5587 0.8901 0.245 Uiso 1 1 calc GR . . . .
C27 C 0.5396(4) 0.2984(3) 0.6987(3) 0.155(5) Uani 1 1 d G . . . .
H27A H 0.5769 0.3043 0.6436 0.233 Uiso 1 1 calc GR . . . .
H27B H 0.4751 0.2124 0.6777 0.233 Uiso 1 1 calc GR . . . .
H27C H 0.6095 0.3017 0.7500 0.233 Uiso 1 1 calc GR . . . .
C15 C 0.8899(5) 0.7599(6) 0.6432(4) 0.0672(14) Uani 1 1 d . . . . .
H15A H 0.8675 0.6603 0.6113 0.101 Uiso 1 1 calc GR . . . .
H15B H 0.9806 0.7888 0.6793 0.101 Uiso 1 1 calc GR . . . .
H15C H 0.8804 0.8008 0.5942 0.101 Uiso 1 1 calc GR . . . .
C13 C 0.5529(5) 1.0015(6) 0.8142(4) 0.0651(13) Uani 1 1 d . . . . .
H13A H 0.4884 0.9830 0.7554 0.098 Uiso 1 1 calc GR . . . .
H13B H 0.5966 1.0981 0.8412 0.098 Uiso 1 1 calc GR . . . .
H13C H 0.5087 0.9796 0.8619 0.098 Uiso 1 1 calc GR . . . .
C17 C 0.7233(6) 0.9028(6) 0.9591(3) 0.0756(16) Uani 1 1 d . . . . .
H17A H 0.6495 0.9458 0.9751 0.113 Uiso 1 1 calc GR . . . .
H17B H 0.8055 0.9672 0.9961 0.113 Uiso 1 1 calc GR . . . .
H17C H 0.7163 0.8212 0.9753 0.113 Uiso 1 1 calc GR . . . .
C16 C 0.9108(5) 0.7324(7) 0.8462(4) 0.0750(16) Uani 1 1 d . . . . .
H16A H 0.9954 0.7971 0.8686 0.112 Uiso 1 1 calc GR . . . .
H16B H 0.9190 0.6471 0.7971 0.112 Uiso 1 1 calc GR . . . .
H16C H 0.8836 0.7141 0.9010 0.112 Uiso 1 1 calc GR . . . .
C28 C 1.2334(15) 1.1117(17) 0.7988(11) 0.094(4) Uiso 0.5 1 d . . P A 2
H28A H 1.1843 1.0175 0.7643 0.141 Uiso 0.5 1 calc GR . P A 2
H28B H 1.2947 1.1172 0.8558 0.141 Uiso 0.5 1 calc GR . P A 2
H28C H 1.2821 1.1406 0.7557 0.141 Uiso 0.5 1 calc GR . P A 2
C34 C 1.1701(6) 1.3439(7) 0.8527(6) 0.054(2) Uiso 0.5 1 d . . P A 2
H34 H 1.2528 1.3855 0.8465 0.064 Uiso 0.5 1 calc R . P A 2
C29 C 1.1394(6) 1.2041(7) 0.8305(5) 0.067(3) Uiso 0.5 1 d G . P A 2
C30 C 1.0184(7) 1.1431(6) 0.8396(6) 0.060(3) Uiso 0.5 1 d G . P A 2
H30 H 0.9973 1.0476 0.8244 0.072 Uiso 0.5 1 calc R . P A 2
C31 C 0.9282(6) 1.2220(9) 0.8709(7) 0.097(4) Uiso 0.5 1 d G . P A 2
H31 H 0.8455 1.1804 0.8771 0.117 Uiso 0.5 1 calc R . P A 2
C32 C 0.9590(8) 1.3618(9) 0.8931(8) 0.100(4) Uiso 0.5 1 d G . P A 2
H32 H 0.8973 1.4158 0.9145 0.120 Uiso 0.5 1 calc R . P A 2
C33 C 1.0799(9) 1.4228(6) 0.8840(7) 0.089(4) Uiso 0.5 1 d G . P A 2
H33 H 1.1010 1.5183 0.8992 0.107 Uiso 0.5 1 calc R . P A 2
C35 C 0.8843(19) 1.262(2) 0.8989(15) 0.132(6) Uiso 0.5 1 d . . P B 1
H35A H 0.8901 1.3611 0.9258 0.197 Uiso 0.5 1 calc GR . P B 1
H35B H 0.8714 1.2249 0.9488 0.197 Uiso 0.5 1 calc GR . P B 1
H35C H 0.8103 1.2196 0.8438 0.197 Uiso 0.5 1 calc GR . P B 1
C38 C 1.2205(7) 1.3218(8) 0.8446(7) 0.074(3) Uiso 0.5 1 d . . P B 1
H38 H 1.2858 1.3967 0.8492 0.089 Uiso 0.5 1 calc R . P B 1
C37 C 1.1032(8) 1.3439(7) 0.8728(7) 0.080(3) Uiso 0.5 1 d G . P B 1
H37 H 1.0883 1.4338 0.8967 0.096 Uiso 0.5 1 calc R . P B 1
C36 C 1.0078(7) 1.2343(9) 0.8660(7) 0.079(3) Uiso 0.5 1 d G . P B 1
C41 C 1.0296(8) 1.1027(8) 0.8311(7) 0.086(4) Uiso 0.5 1 d G . P B 1
H41 H 0.9643 1.0279 0.8265 0.103 Uiso 0.5 1 calc R . P B 1
C40 C 1.1469(9) 1.0806(7) 0.8029(7) 0.089(4) Uiso 0.5 1 d G . P B 1
H40 H 1.1618 0.9907 0.7790 0.107 Uiso 0.5 1 calc R . P B 1
C39 C 1.2424(7) 1.1902(9) 0.8097(7) 0.084(4) Uiso 0.5 1 d G . P B 1
H39 H 1.3225 1.1751 0.7904 0.101 Uiso 0.5 1 calc R . P B 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'
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 C8 93.45(12) . .
O1 Sm1 C11 131.45(13) . .
O1 Sm1 C10 104.15(12) . .
O1 Sm1 C9 82.29(12) . .
O1 Sm1 C12 123.33(13) . .
O1 Sm1 C18 83.55(9) . .
O1 Sm1 C19 81.85(9) . .
O1 Sm1 C20 108.74(9) . .
O1 Sm1 C21 129.72(9) . .
O1 Sm1 C22 112.26(10) . .
O2 Sm1 O1 87.08(10) 2_666 .
O2 Sm1 C8 131.66(12) 2_666 .
O2 Sm1 C11 96.61(13) 2_666 .
O2 Sm1 C10 83.28(12) 2_666 .
O2 Sm1 C9 102.88(12) 2_666 .
O2 Sm1 C12 126.26(13) 2_666 .
O2 Sm1 C18 88.78(9) 2_666 .
O2 Sm1 C19 118.56(10) 2_666 .
O2 Sm1 C20 130.53(9) 2_666 .
O2 Sm1 C21 105.67(10) 2_666 .
O2 Sm1 C22 81.45(9) 2_666 .
C8 Sm1 C11 49.45(14) . .
C8 Sm1 C10 49.74(13) . .
C8 Sm1 C9 30.24(13) . .
C8 Sm1 C12 29.88(14) . .
C8 Sm1 C18 139.37(11) . .
C8 Sm1 C19 109.30(11) . .
C8 Sm1 C20 94.90(11) . .
C8 Sm1 C21 110.49(11) . .
C8 Sm1 C22 140.18(11) . .
C11 Sm1 C12 29.67(14) . .
C11 Sm1 C20 105.05(11) . .
C11 Sm1 C21 95.89(11) . .
C10 Sm1 C11 29.86(13) . .
C10 Sm1 C12 49.20(13) . .
C10 Sm1 C19 157.89(11) . .
C10 Sm1 C20 132.81(11) . .
C10 Sm1 C21 125.28(11) . .
C9 Sm1 C11 49.60(14) . .
C9 Sm1 C10 30.27(14) . .
C9 Sm1 C12 49.45(13) . .
C9 Sm1 C19 134.47(11) . .
C9 Sm1 C20 125.11(10) . .
C9 Sm1 C21 137.40(10) . .
C9 Sm1 C22 165.17(11) . .
C12 Sm1 C20 84.21(11) . .
C12 Sm1 C21 88.02(11) . .
C18 Sm1 C11 144.68(11) . .
C18 Sm1 C10 168.58(11) . .
C18 Sm1 C9 161.12(11) . .
C18 Sm1 C12 133.07(11) . .
C18 Sm1 C19 30.1 . .
C18 Sm1 C20 49.3 . .
C18 Sm1 C21 49.4 . .
C18 Sm1 C22 30.2 . .
C19 Sm1 C11 134.18(11) . .
C19 Sm1 C12 109.60(11) . .
C19 Sm1 C20 29.6 . .
C19 Sm1 C21 49.0 . .
C21 Sm1 C20 29.5 . .
C22 Sm1 C11 116.17(12) . .
C22 Sm1 C10 139.47(11) . .
C22 Sm1 C12 116.59(11) . .
C22 Sm1 C19 49.5 . .
C22 Sm1 C20 49.1 . .
C22 Sm1 C21 29.8 . .
C1 O1 Sm1 155.8(3) . .
Sm1 O2 Sm1 116.61(10) 2_666 .
C1 O2 Sm1 164.3(3) . 2_666
C1 O2 Sm1 53.9(2) . .
Sm1 C1 Sm1 103.52(10) . 2_666
O1 C1 Sm1 15.73(17) . .
O1 C1 Sm1 117.5(2) . 2_666
O1 C1 O2 124.2(3) . .
O1 C1 C2 117.8(3) . .
O2 C1 Sm1 10.14(17) . 2_666
O2 C1 Sm1 109.3(2) . .
O2 C1 C2 117.9(3) . .
C2 C1 Sm1 123.9(2) . 2_666
C2 C1 Sm1 132.5(2) . .
C3 C2 C1 120.5(4) . .
C7 C2 C1 120.8(3) . .
C7 C2 C3 118.7(4) . .
C2 C3 H3 119.9 . .
C4 C3 C2 120.2(4) . .
C4 C3 H3 119.9 . .
C3 C4 H4 119.9 . .
C5 C4 C3 120.1(4) . .
C5 C4 H4 119.9 . .
C4 C5 H5 119.9 . .
C4 C5 C6 120.2(4) . .
C6 C5 H5 119.9 . .
C2 C7 H7 119.8 . .
C6 C7 C2 120.4(4) . .
C6 C7 H7 119.8 . .
C9 C8 Sm1 75.2(2) . .
C9 C8 C13 125.4(4) . .
C12 C8 Sm1 77.2(3) . .
C12 C8 C9 108.4(4) . .
C12 C8 C13 126.1(4) . .
C13 C8 Sm1 118.1(3) . .
C10 C11 Sm1 74.7(2) . .
C10 C11 C16 125.7(4) . .
C12 C11 Sm1 75.8(3) . .
C12 C11 C10 108.3(4) . .
C12 C11 C16 125.4(4) . .
C16 C11 Sm1 122.6(4) . .
C11 C10 Sm1 75.5(3) . .
C11 C10 C9 107.7(4) . .
C11 C10 C15 124.4(4) . .
C9 C10 Sm1 74.0(2) . .
C9 C10 C15 127.5(4) . .
C15 C10 Sm1 122.1(3) . .
C8 C9 Sm1 74.6(2) . .
C8 C9 C10 107.6(4) . .
C8 C9 C14 124.9(4) . .
C10 C9 Sm1 75.8(2) . .
C10 C9 C14 127.2(4) . .
C14 C9 Sm1 120.9(3) . .
C8 C12 Sm1 72.9(2) . .
C8 C12 C17 125.8(5) . .
C11 C12 Sm1 74.6(3) . .
C11 C12 C8 107.9(4) . .
C11 C12 C17 124.9(5) . .
C17 C12 Sm1 128.9(3) . .
C5 C6 C7 120.3(5) . .
C5 C6 H6 119.8 . .
C7 C6 H6 119.8 . .
Sm1 C14 H14A 103.3 . .
Sm1 C14 H14B 141.8 . .
Sm1 C14 H14C 76.3 . .
C9 C14 Sm1 38.9(2) . .
C9 C14 H14A 109.5 . .
C9 C14 H14B 109.5 . .
C9 C14 H14C 109.5 . .
H14A C14 H14B 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C19 C18 Sm1 76.44(8) . .
C19 C18 C22 108.0 . .
C19 C18 C23 126.0 . .
C22 C18 Sm1 75.67(8) . .
C22 C18 C23 126.0 . .
C23 C18 Sm1 114.20(8) . .
C18 C19 Sm1 73.47(8) . .
C18 C19 C24 126.0 . .
C20 C19 Sm1 76.84(8) . .
C20 C19 C18 108.0 . .
C20 C19 C24 126.0 . .
C24 C19 Sm1 115.83(7) . .
C19 C20 Sm1 73.51(8) . .
C19 C20 C21 108.0 . .
C19 C20 C25 126.0 . .
C21 C20 Sm1 74.82(8) . .
C21 C20 C25 126.0 . .
C25 C20 Sm1 117.65(8) . .
C20 C21 Sm1 75.69(8) . .
C20 C21 C22 108.0 . .
C20 C21 C26 126.0 . .
C22 C21 Sm1 73.15(8) . .
C22 C21 C26 126.0 . .
C26 C21 Sm1 117.18(7) . .
C18 C22 Sm1 74.13(8) . .
C18 C22 C27 126.0 . .
C21 C22 Sm1 77.05(8) . .
C21 C22 C18 108.0 . .
C21 C22 C27 126.0 . .
C27 C22 Sm1 115.05(7) . .
Sm1 C23 H23A 116.7 . .
Sm1 C23 H23B 132.1 . .
Sm1 C23 H23C 66.9 . .
C18 C23 Sm1 43.4 . .
C18 C23 H23A 109.5 . .
C18 C23 H23B 109.5 . .
C18 C23 H23C 109.5 . .
H23A C23 H23B 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
Sm1 C24 H24A 79.4 . .
Sm1 C24 H24B 150.1 . .
Sm1 C24 H24C 93.1 . .
C19 C24 Sm1 42.5 . .
C19 C24 H24A 109.5 . .
C19 C24 H24B 109.5 . .
C19 C24 H24C 109.5 . .
H24A C24 H24B 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
Sm1 C25 H25A 68.8 . .
Sm1 C25 H25B 131.3 . .
Sm1 C25 H25C 116.8 . .
C20 C25 Sm1 41.4 . .
C20 C25 H25A 109.5 . .
C20 C25 H25B 109.5 . .
C20 C25 H25C 109.5 . .
H25A C25 H25B 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
Sm1 C26 H26A 136.0 . .
Sm1 C26 H26B 111.9 . .
Sm1 C26 H26C 69.8 . .
C21 C26 Sm1 41.7 . .
C21 C26 H26A 109.5 . .
C21 C26 H26B 109.5 . .
C21 C26 H26C 109.5 . .
H26A C26 H26B 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
Sm1 C27 H27A 70.2 . .
Sm1 C27 H27B 140.1 . .
Sm1 C27 H27C 107.8 . .
C22 C27 Sm1 42.9 . .
C22 C27 H27A 109.5 . .
C22 C27 H27B 109.5 . .
C22 C27 H27C 109.5 . .
H27A C27 H27B 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
Sm1 C15 H15A 73.2 . .
Sm1 C15 H15B 134.3 . .
Sm1 C15 H15C 112.2 . .
C10 C15 Sm1 38.1(2) . .
C10 C15 H15A 109.5 . .
C10 C15 H15B 109.5 . .
C10 C15 H15C 109.5 . .
H15A C15 H15B 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
Sm1 C13 H13A 84.1 . .
Sm1 C13 H13B 149.8 . .
Sm1 C13 H13C 89.9 . .
C8 C13 Sm1 40.7(2) . .
C8 C13 H13A 109.5 . .
C8 C13 H13B 109.5 . .
C8 C13 H13C 109.5 . .
H13A C13 H13B 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
Sm1 C17 H17A 99.9 . .
Sm1 C17 H17B 140.6 . .
Sm1 C17 H17C 83.6 . .
C12 C17 Sm1 33.5(2) . .
C12 C17 H17A 109.5 . .
C12 C17 H17B 109.5 . .
C12 C17 H17C 109.5 . .
H17A C17 H17B 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
Sm1 C16 H16A 146.0 . .
Sm1 C16 H16B 83.2 . .
Sm1 C16 H16C 94.6 . .
C11 C16 Sm1 37.7(2) . .
C11 C16 H16A 109.5 . .
C11 C16 H16B 109.5 . .
C11 C16 H16C 109.5 . .
H16A C16 H16B 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
H28A C28 H28B 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C29 C28 H28A 109.5 . .
C29 C28 H28B 109.5 . .
C29 C28 H28C 109.5 . .
C29 C34 H34 120.0 . .
C29 C34 C33 120.0 . .
C33 C34 H34 120.0 . .
C34 C29 C28 123.3(8) . .
C34 C29 C30 120.0 . .
C30 C29 C28 116.7(8) . .
C29 C30 H30 120.0 . .
C29 C30 C31 120.0 . .
C31 C30 H30 120.0 . .
C30 C31 H31 120.0 . .
C30 C31 C32 120.0 . .
C32 C31 H31 120.0 . .
C31 C32 H32 120.0 . .
C33 C32 C31 120.0 . .
C33 C32 H32 120.0 . .
C34 C33 H33 120.0 . .
C32 C33 C34 120.0 . .
C32 C33 H33 120.0 . .
H35A C35 H35B 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
C36 C35 H35A 109.5 . .
C36 C35 H35B 109.5 . .
C36 C35 H35C 109.5 . .
C37 C38 H38 120.0 . .
C37 C38 C39 120.0 . .
C39 C38 H38 120.0 . .
C38 C37 H37 120.0 . .
C36 C37 C38 120.0 . .
C36 C37 H37 120.0 . .
C37 C36 C35 118.4(10) . .
C41 C36 C35 121.5(10) . .
C41 C36 C37 120.0 . .
C36 C41 H41 120.0 . .
C36 C41 C40 120.0 . .
C40 C41 H41 120.0 . .
C41 C40 H40 120.0 . .
C39 C40 C41 120.0 . .
C39 C40 H40 120.0 . .
C38 C39 H39 120.0 . .
C40 C39 C38 120.0 . .
C40 C39 H39 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sm1 O1 2.320(3) .
Sm1 O2 2.306(3) 2_666
Sm1 C8 2.714(4) .
Sm1 C11 2.754(5) .
Sm1 C10 2.744(4) .
Sm1 C9 2.720(4) .
Sm1 C12 2.769(5) .
Sm1 C18 2.715(2) .
Sm1 C19 2.753(2) .
Sm1 C20 2.796(2) .
Sm1 C21 2.785(2) .
Sm1 C22 2.735(2) .
O1 C1 1.259(5) .
O2 Sm1 2.306(3) 2_666
O2 C1 1.259(5) .
C1 Sm1 3.534(4) 2_666
C1 C2 1.492(5) .
C2 C3 1.391(6) .
C2 C7 1.387(6) .
C3 H3 0.9500 .
C3 C4 1.390(6) .
C4 H4 0.9500 .
C4 C5 1.368(8) .
C5 H5 0.9500 .
C5 C6 1.371(8) .
C7 H7 0.9500 .
C7 C6 1.384(6) .
C8 C9 1.417(6) .
C8 C12 1.415(6) .
C8 C13 1.508(6) .
C11 C10 1.416(6) .
C11 C12 1.414(7) .
C11 C16 1.516(7) .
C10 C9 1.427(6) .
C10 C15 1.501(6) .
C9 C14 1.501(6) .
C12 C17 1.511(6) .
C6 H6 0.9500 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C18 C19 1.4200 .
C18 C22 1.4200 .
C18 C23 1.5095 .
C19 C20 1.4200 .
C19 C24 1.5095 .
C20 C21 1.4200 .
C20 C25 1.5095 .
C21 C22 1.4200 .
C21 C26 1.5095 .
C22 C27 1.5095 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
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 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C28 C29 1.513(15) .
C34 H34 0.9500 .
C34 C29 1.3900 .
C34 C33 1.3900 .
C29 C30 1.3900 .
C30 H30 0.9500 .
C30 C31 1.3900 .
C31 H31 0.9500 .
C31 C32 1.3900 .
C32 H32 0.9500 .
C32 C33 1.3900 .
C33 H33 0.9500 .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C35 C36 1.49(2) .
C38 H38 0.9500 .
C38 C37 1.3900 .
C38 C39 1.3900 .
C37 H37 0.9500 .
C37 C36 1.3900 .
C36 C41 1.3900 .
C41 H41 0.9500 .
C41 C40 1.3900 .
C40 H40 0.9500 .
C40 C39 1.3900 .
C39 H39 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
Sm1 O1 C1 Sm1 -28.5(7) . . . 2_666
Sm1 O1 C1 O2 -19.6(9) . . . .
Sm1 O1 C1 C2 160.7(5) . . . .
Sm1 O2 C1 Sm1 56.6(10) . . . 2_666
Sm1 O2 C1 Sm1 -56.6(10) 2_666 . . .
Sm1 O2 C1 O1 -51.1(12) 2_666 . . .
Sm1 O2 C1 O1 5.5(3) . . . .
Sm1 O2 C1 C2 -174.8(4) . . . .
Sm1 O2 C1 C2 128.6(8) 2_666 . . .
Sm1 C1 C2 C3 19.1(5) 2_666 . . .
Sm1 C1 C2 C3 -163.8(3) . . . .
Sm1 C1 C2 C7 17.6(5) . . . .
Sm1 C1 C2 C7 -159.5(3) 2_666 . . .
Sm1 C8 C9 C10 -69.2(3) . . . .
Sm1 C8 C9 C14 117.2(4) . . . .
Sm1 C8 C12 C11 66.9(3) . . . .
Sm1 C8 C12 C17 -126.0(5) . . . .
Sm1 C11 C10 C9 67.5(3) . . . .
Sm1 C11 C10 C15 -119.2(5) . . . .
Sm1 C11 C12 C8 -65.8(3) . . . .
Sm1 C11 C12 C17 127.0(5) . . . .
Sm1 C10 C9 C8 68.4(3) . . . .
Sm1 C10 C9 C14 -118.2(5) . . . .
Sm1 C18 C19 C20 -69.75(8) . . . .
Sm1 C18 C19 C24 110.25(8) . . . .
Sm1 C18 C22 C21 70.28(8) . . . .
Sm1 C18 C22 C27 -109.72(8) . . . .
Sm1 C19 C20 C21 -67.47(8) . . . .
Sm1 C19 C20 C25 112.53(8) . . . .
Sm1 C20 C21 C22 -66.59(8) . . . .
Sm1 C20 C21 C26 113.41(8) . . . .
Sm1 C21 C22 C18 -68.29(8) . . . .
Sm1 C21 C22 C27 111.71(8) . . . .
O1 C1 C2 C3 -170.8(4) . . . .
O1 C1 C2 C7 10.7(6) . . . .
O2 C1 C2 C3 9.5(6) . . . .
O2 C1 C2 C7 -169.0(4) . . . .
C1 C2 C3 C4 -177.9(4) . . . .
C1 C2 C7 C6 177.1(4) . . . .
C2 C3 C4 C5 0.7(8) . . . .
C2 C7 C6 C5 0.9(8) . . . .
C3 C2 C7 C6 -1.5(7) . . . .
C3 C4 C5 C6 -1.3(9) . . . .
C4 C5 C6 C7 0.5(9) . . . .
C7 C2 C3 C4 0.7(7) . . . .
C8 C9 C14 Sm1 -92.3(5) . . . .
C8 C12 C17 Sm1 96.7(6) . . . .
C11 C10 C9 Sm1 -68.5(3) . . . .
C11 C10 C9 C8 -0.1(5) . . . .
C11 C10 C9 C14 173.3(4) . . . .
C11 C10 C15 Sm1 94.1(5) . . . .
C11 C12 C17 Sm1 -98.4(6) . . . .
C10 C11 C12 Sm1 68.2(3) . . . .
C10 C11 C12 C8 2.4(5) . . . .
C10 C11 C12 C17 -164.8(5) . . . .
C10 C11 C16 Sm1 -94.2(6) . . . .
C10 C9 C14 Sm1 95.4(5) . . . .
C9 C8 C12 Sm1 -69.4(3) . . . .
C9 C8 C12 C11 -2.4(5) . . . .
C9 C8 C12 C17 164.6(5) . . . .
C9 C8 C13 Sm1 91.3(5) . . . .
C9 C10 C15 Sm1 -94.0(5) . . . .
C12 C8 C9 Sm1 70.8(3) . . . .
C12 C8 C9 C10 1.6(5) . . . .
C12 C8 C9 C14 -172.0(4) . . . .
C12 C8 C13 Sm1 -94.5(5) . . . .
C12 C11 C10 Sm1 -68.9(3) . . . .
C12 C11 C10 C9 -1.4(5) . . . .
C12 C11 C10 C15 171.9(4) . . . .
C12 C11 C16 Sm1 95.6(6) . . . .
C18 C19 C20 Sm1 67.47(8) . . . .
C18 C19 C20 C21 0.0 . . . .
C18 C19 C20 C25 180.0 . . . .
C18 C19 C24 Sm1 -87.76(9) . . . .
C18 C22 C27 Sm1 88.07(9) . . . .
C19 C18 C22 Sm1 -70.28(8) . . . .
C19 C18 C22 C21 0.0 . . . .
C19 C18 C22 C27 180.0 . . . .
C19 C18 C23 Sm1 90.51(9) . . . .
C19 C20 C21 Sm1 66.59(8) . . . .
C19 C20 C21 C22 0.0 . . . .
C19 C20 C21 C26 180.0 . . . .
C19 C20 C25 Sm1 -89.12(9) . . . .
C20 C19 C24 Sm1 92.24(10) . . . .
C20 C21 C22 Sm1 68.29(8) . . . .
C20 C21 C22 C18 0.0 . . . .
C20 C21 C22 C27 180.0 . . . .
C20 C21 C26 Sm1 -91.70(9) . . . .
C21 C20 C25 Sm1 90.88(9) . . . .
C21 C22 C27 Sm1 -91.93(9) . . . .
C22 C18 C19 Sm1 69.75(8) . . . .
C22 C18 C19 C20 0.0 . . . .
C22 C18 C19 C24 180.0 . . . .
C22 C18 C23 Sm1 -89.49(9) . . . .
C22 C21 C26 Sm1 88.30(9) . . . .
C23 C18 C19 Sm1 -110.25(8) . . . .
C23 C18 C19 C20 180.0 . . . .
C23 C18 C19 C24 0.0 . . . .
C23 C18 C22 Sm1 109.72(8) . . . .
C23 C18 C22 C21 180.0 . . . .
C23 C18 C22 C27 0.0 . . . .
C24 C19 C20 Sm1 -112.53(8) . . . .
C24 C19 C20 C21 180.0 . . . .
C24 C19 C20 C25 0.0 . . . .
C25 C20 C21 Sm1 -113.41(8) . . . .
C25 C20 C21 C22 180.0 . . . .
C25 C20 C21 C26 0.0 . . . .
C26 C21 C22 Sm1 -111.71(8) . . . .
C26 C21 C22 C18 180.0 . . . .
C26 C21 C22 C27 0.0 . . . .
C15 C10 C9 Sm1 118.5(5) . . . .
C15 C10 C9 C8 -173.1(4) . . . .
C15 C10 C9 C14 0.3(8) . . . .
C13 C8 C9 Sm1 -114.1(5) . . . .
C13 C8 C9 C10 176.6(4) . . . .
C13 C8 C9 C14 3.1(7) . . . .
C13 C8 C12 Sm1 115.6(5) . . . .
C13 C8 C12 C11 -177.5(5) . . . .
C13 C8 C12 C17 -10.5(8) . . . .
C16 C11 C10 Sm1 119.5(5) . . . .
C16 C11 C10 C9 -173.0(5) . . . .
C16 C11 C10 C15 0.2(8) . . . .
C16 C11 C12 Sm1 -120.2(5) . . . .
C16 C11 C12 C8 174.0(5) . . . .
C16 C11 C12 C17 6.9(8) . . . .
C28 C29 C30 C31 178.3(9) . . . .
C34 C29 C30 C31 0.0 . . . .
C29 C34 C33 C32 0.0 . . . .
C29 C30 C31 C32 0.0 . . . .
C30 C31 C32 C33 0.0 . . . .
C31 C32 C33 C34 0.0 . . . .
C33 C34 C29 C28 -178.2(10) . . . .
C33 C34 C29 C30 0.0 . . . .
C35 C36 C41 C40 -178.7(12) . . . .
C38 C37 C36 C35 178.7(11) . . . .
C38 C37 C36 C41 0.0 . . . .
C37 C38 C39 C40 0.0 . . . .
C37 C36 C41 C40 0.0 . . . .
C36 C41 C40 C39 0.0 . . . .
C41 C40 C39 C38 0.0 . . . .
C39 C38 C37 C36 0.0 . . . .
