#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:40:04 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179418 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/15/4331507.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_4331507
loop_
_publ_author_name
'Evans, William J.'
'Miller, Kevin A.'
'Lee, David S.'
'Ziller, Joseph W.'
_publ_section_title
;
 Synthesis, Structure, and Ligand-Based Reduction Reactivity of Trivalent
 Organosamarium Benzene Chalcogenolate Complexes (C5Me5)2Sm(EPh)(THF) and
 [(C5Me5)2Sm(μ-EPh)]2
;
_journal_issue                   12
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4326
_journal_page_last               4332
_journal_paper_doi               10.1021/ic0502170
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C66 H86 Se2 Sm2'
_chemical_formula_weight         1337.97
_chemical_name_systematic
; 
 ? 
;
_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           SHELXTL
_cell_angle_alpha                111.0120(10)
_cell_angle_beta                 98.1180(10)
_cell_angle_gamma                97.3330(10)
_cell_formula_units_Z            1
_cell_length_a                   10.3260(4)
_cell_length_b                   10.6832(4)
_cell_length_c                   14.8928(7)
_cell_measurement_temperature    163(2)
_cell_volume                     1489.77(11)
_computing_cell_refinement       'Bruker SMART/SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      163(2)
_diffrn_measured_fraction_theta_full 0.942
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_sigmaI/netI    0.0252
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15797
_diffrn_reflns_theta_full        28.27
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         2.03
_diffrn_standards_decay_%        '< 1.0'
_diffrn_standards_interval_count 'initial 50 frames recollected'
_diffrn_standards_number         '50 frames'
_exptl_absorpt_coefficient_mu    3.211
_exptl_absorpt_correction_T_max  0.5385
_exptl_absorpt_correction_T_min  0.5385
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            ruby_red
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             674
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.22
_refine_diff_density_max         2.271
_refine_diff_density_min         -1.129
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         6949
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0314
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0348P)²+4.7511P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0786
_refine_ls_wR_factor_ref         0.0812
_reflns_number_gt                6403
_reflns_number_total             6949
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0502170sup5.cif
_cod_data_source_block           dl5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4331507
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Sm1 Sm 0.052510(16) 0.623304(16) 0.191383(12) 0.01928(6) Uani 1 1 d .
Se1 Se -0.11851(3) 0.57725(4) -0.00681(2) 0.02442(8) Uani 1 1 d .
C1 C -0.1771(4) 0.5469(4) 0.2407(3) 0.0311(8) Uani 1 1 d .
C2 C -0.0836(5) 0.6043(4) 0.3315(3) 0.0365(9) Uani 1 1 d .
C3 C 0.0089(4) 0.5172(5) 0.3276(3) 0.0396(10) Uani 1 1 d .
C4 C -0.0268(4) 0.4069(4) 0.2368(3) 0.0350(9) Uani 1 1 d .
C5 C -0.1428(4) 0.4233(4) 0.1836(3) 0.0291(8) Uani 1 1 d .
C6 C -0.2974(5) 0.6031(6) 0.2169(5) 0.0600(15) Uani 1 1 d .
H6A H -0.3721 0.5655 0.2396 0.090 Uiso 1 1 calc R
H6B H -0.3214 0.5775 0.1457 0.090 Uiso 1 1 calc R
H6C H -0.2775 0.7029 0.2499 0.090 Uiso 1 1 calc R
C7 C -0.1010(7) 0.7184(5) 0.4220(4) 0.0663(18) Uani 1 1 d .
H7A H -0.1547 0.6802 0.4587 0.100 Uiso 1 1 calc R
H7B H -0.1462 0.7827 0.4024 0.100 Uiso 1 1 calc R
H7C H -0.0134 0.7665 0.4635 0.100 Uiso 1 1 calc R
C8 C 0.1174(6) 0.5253(7) 0.4104(5) 0.073(2) Uani 1 1 d .
H8A H 0.0795 0.4806 0.4505 0.109 Uiso 1 1 calc R
H8B H 0.1557 0.6213 0.4514 0.109 Uiso 1 1 calc R
H8C H 0.1873 0.4792 0.3830 0.109 Uiso 1 1 calc R
C9 C 0.0354(6) 0.2813(6) 0.2029(5) 0.0677(19) Uani 1 1 d .
H9A H -0.0050 0.2134 0.2260 0.101 Uiso 1 1 calc R
H9B H 0.1315 0.3068 0.2298 0.101 Uiso 1 1 calc R
H9C H 0.0198 0.2426 0.1310 0.101 Uiso 1 1 calc R
C10 C -0.2259(6) 0.3232(5) 0.0884(3) 0.0554(14) Uani 1 1 d .
H10A H -0.2908 0.2593 0.1010 0.083 Uiso 1 1 calc R
H10B H -0.1684 0.2725 0.0478 0.083 Uiso 1 1 calc R
H10C H -0.2731 0.3721 0.0539 0.083 Uiso 1 1 calc R
C11 C 0.1850(4) 0.8669(3) 0.2002(3) 0.0246(7) Uani 1 1 d .
C12 C 0.1295(4) 0.8977(4) 0.2864(3) 0.0269(7) Uani 1 1 d .
C13 C 0.2008(4) 0.8466(4) 0.3499(3) 0.0294(8) Uani 1 1 d .
C14 C 0.2949(4) 0.7780(4) 0.3016(3) 0.0302(8) Uani 1 1 d .
C15 C 0.2867(3) 0.7922(4) 0.2091(3) 0.0266(7) Uani 1 1 d .
C16 C 0.1522(4) 0.9233(4) 0.1226(3) 0.0322(8) Uani 1 1 d .
H16A H 0.2118 1.0113 0.1404 0.048 Uiso 1 1 calc R
H16B H 0.0595 0.9362 0.1174 0.048 Uiso 1 1 calc R
H16C H 0.1638 0.8592 0.0594 0.048 Uiso 1 1 calc R
C17 C 0.0259(4) 0.9849(4) 0.3109(3) 0.0350(8) Uani 1 1 d .
H17A H 0.0699 1.0811 0.3449 0.052 Uiso 1 1 calc R
H17B H -0.0252 0.9571 0.3535 0.052 Uiso 1 1 calc R
H17C H -0.0343 0.9735 0.2502 0.052 Uiso 1 1 calc R
C18 C 0.2044(5) 0.8906(5) 0.4583(3) 0.0428(10) Uani 1 1 d .
H18A H 0.2693 0.9760 0.4939 0.064 Uiso 1 1 calc R
H18B H 0.2302 0.8196 0.4803 0.064 Uiso 1 1 calc R
H18C H 0.1159 0.9049 0.4713 0.064 Uiso 1 1 calc R
C19 C 0.4023(4) 0.7232(5) 0.3471(3) 0.0413(10) Uani 1 1 d .
H19A H 0.4795 0.7970 0.3829 0.062 Uiso 1 1 calc R
H19B H 0.4290 0.6503 0.2954 0.062 Uiso 1 1 calc R
H19C H 0.3681 0.6865 0.3927 0.062 Uiso 1 1 calc R
C20 C 0.3864(4) 0.7539(4) 0.1440(3) 0.0352(9) Uani 1 1 d .
H20A H 0.4616 0.8307 0.1644 0.053 Uiso 1 1 calc R
H20B H 0.3436 0.7320 0.0757 0.053 Uiso 1 1 calc R
H20C H 0.4188 0.6741 0.1495 0.053 Uiso 1 1 calc R
C21 C -0.2373(3) 0.6935(3) -0.0250(2) 0.0217(6) Uani 1 1 d .
C22 C -0.2334(4) 0.8200(4) 0.0460(3) 0.0332(8) Uani 1 1 d .
H22A H -0.1711 0.8506 0.1064 0.040 Uiso 1 1 calc R
C23 C -0.3195(4) 0.9033(4) 0.0302(4) 0.0414(10) Uani 1 1 d .
H23A H -0.3164 0.9899 0.0801 0.050 Uiso 1 1 calc R
C24 C -0.4095(4) 0.8608(5) -0.0578(4) 0.0399(10) Uani 1 1 d .
H24A H -0.4671 0.9186 -0.0691 0.048 Uiso 1 1 calc R
C25 C -0.4149(5) 0.7353(5) -0.1279(3) 0.0454(11) Uani 1 1 d .
H25A H -0.4773 0.7053 -0.1883 0.054 Uiso 1 1 calc R
C26 C -0.3301(4) 0.6504(5) -0.1124(3) 0.0380(9) Uani 1 1 d .
H26A H -0.3358 0.5627 -0.1618 0.046 Uiso 1 1 calc R
C27 C 0.4895(4) 0.2262(5) 0.3720(3) 0.078(2) Uani 1 1 d G
C28 C 0.5783(5) 0.3418(4) 0.3816(3) 0.104(3) Uani 1 1 d G
H28A H 0.5568 0.4297 0.4094 0.125 Uiso 1 1 calc R
C29 C 0.6983(5) 0.3287(5) 0.3504(3) 0.086(3) Uani 1 1 d G
H29A H 0.7590 0.4077 0.3570 0.103 Uiso 1 1 calc R
C30 C 0.7297(4) 0.2001(6) 0.3097(3) 0.090(3) Uani 1 1 d G
H30A H 0.8117 0.1912 0.2884 0.108 Uiso 1 1 calc R
C31 C 0.6409(4) 0.0846(4) 0.3001(3) 0.097(3) Uani 1 1 d G
H31A H 0.6623 -0.0034 0.2723 0.116 Uiso 1 1 calc R
C32 C 0.5208(4) 0.0976(4) 0.3312(3) 0.0613(15) Uani 1 1 d G
H32A H 0.4602 0.0186 0.3247 0.074 Uiso 1 1 calc R
C33 C 0.3698(8) 0.2314(10) 0.3983(6) 0.108(3) Uani 1 1 d .
H33A H 0.3589 0.3268 0.4254 0.162 Uiso 1 1 calc R
H33B H 0.3648 0.1917 0.4479 0.162 Uiso 1 1 calc R
H33C H 0.2989 0.1796 0.3405 0.162 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 0.0033 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'
Se Se -0.0929 2.2259 '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
Se1 Sm1 Se1 62.017(11) 2_565 .
Cnt1 Sm1 Se1 105.3 . .
Cnt2 Sm1 Se1 116.5 . .
Cnt1 Sm1 Se1 109.8 2_565 .
Cnt2 Sm1 Se1 113.0 2_565 .
Cnt1 Sm1 Cnt2 130.1 . .
C1 Sm1 C4 50.08(12) . .
C1 Sm1 C5 30.31(11) . .
C4 Sm1 C5 30.21(13) . .
C1 Sm1 C12 107.84(12) . .
C4 Sm1 C12 137.46(12) . .
C5 Sm1 C12 137.95(11) . .
C1 Sm1 C3 49.91(13) . .
C4 Sm1 C3 29.97(14) . .
C5 Sm1 C3 49.59(12) . .
C12 Sm1 C3 107.58(13) . .
C1 Sm1 C2 30.41(13) . .
C4 Sm1 C2 49.74(12) . .
C5 Sm1 C2 49.81(11) . .
C12 Sm1 C2 91.99(11) . .
C3 Sm1 C2 30.02(14) . .
C1 Sm1 C11 133.76(11) . .
C4 Sm1 C11 162.24(13) . .
C5 Sm1 C11 162.12(11) . .
C12 Sm1 C11 30.43(10) . .
C3 Sm1 C11 134.25(12) . .
C2 Sm1 C11 122.41(11) . .
C1 Sm1 C14 132.38(12) . .
C4 Sm1 C14 113.40(13) . .
C5 Sm1 C14 141.79(12) . .
C12 Sm1 C14 49.75(11) . .
C3 Sm1 C14 92.77(13) . .
C2 Sm1 C14 102.32(13) . .
C11 Sm1 C14 49.70(11) . .
C1 Sm1 C15 156.36(12) . .
C4 Sm1 C15 137.88(12) . .
C5 Sm1 C15 167.64(12) . .
C12 Sm1 C15 49.89(11) . .
C3 Sm1 C15 122.67(12) . .
C2 Sm1 C15 130.08(12) . .
C11 Sm1 C15 30.00(11) . .
C14 Sm1 C15 30.22(11) . .
C1 Sm1 C13 107.76(12) . .
C4 Sm1 C13 113.49(13) . .
C5 Sm1 C13 130.27(11) . .
C12 Sm1 C13 30.06(11) . .
C3 Sm1 C13 84.71(13) . .
C2 Sm1 C13 81.11(12) . .
C11 Sm1 C13 49.59(11) . .
C14 Sm1 C13 29.78(11) . .
C15 Sm1 C13 49.46(11) . .
C1 Sm1 Se1 116.74(9) . 2_565
C4 Sm1 Se1 87.40(9) . 2_565
C5 Sm1 Se1 88.69(8) . 2_565
C12 Sm1 Se1 131.92(8) . 2_565
C3 Sm1 Se1 114.31(11) . 2_565
C2 Sm1 Se1 135.93(9) . 2_565
C11 Sm1 Se1 101.59(7) . 2_565
C14 Sm1 Se1 104.57(8) . 2_565
C15 Sm1 Se1 86.89(7) . 2_565
C13 Sm1 Se1 133.73(8) . 2_565
C1 Sm1 Se1 86.18(9) . .
C4 Sm1 Se1 107.56(10) . .
C5 Sm1 Se1 81.68(8) . .
C12 Sm1 Se1 105.94(8) . .
C3 Sm1 Se1 130.97(9) . .
C2 Sm1 Se1 115.78(10) . .
C11 Sm1 Se1 90.20(7) . .
C14 Sm1 Se1 136.26(8) . .
C15 Sm1 Se1 106.27(8) . .
C13 Sm1 Se1 135.79(8) . .
C21 Se1 Sm1 116.83(10) . 2_565
C21 Se1 Sm1 123.73(10) . .
Sm1 Se1 Sm1 117.983(11) 2_565 .
C5 C1 C2 107.7(3) . .
C5 C1 C6 127.4(4) . .
C2 C1 C6 124.7(4) . .
C5 C1 Sm1 75.2(2) . .
C2 C1 Sm1 76.0(2) . .
C6 C1 Sm1 119.6(3) . .
C3 C2 C1 107.5(3) . .
C3 C2 C7 126.4(5) . .
C1 C2 C7 124.8(5) . .
C3 C2 Sm1 74.6(2) . .
C1 C2 Sm1 73.5(2) . .
C7 C2 Sm1 128.1(3) . .
C4 C3 C2 108.5(4) . .
C4 C3 C8 123.5(5) . .
C2 C3 C8 127.5(5) . .
C4 C3 Sm1 74.2(2) . .
C2 C3 Sm1 75.3(2) . .
C8 C3 Sm1 123.4(3) . .
C3 C4 C5 108.2(4) . .
C3 C4 C9 127.6(5) . .
C5 C4 C9 123.9(5) . .
C3 C4 Sm1 75.8(2) . .
C5 C4 Sm1 75.2(2) . .
C9 C4 Sm1 120.5(3) . .
C4 C5 C1 108.1(3) . .
C4 C5 C10 127.2(4) . .
C1 C5 C10 124.4(4) . .
C4 C5 Sm1 74.6(2) . .
C1 C5 Sm1 74.5(2) . .
C10 C5 Sm1 121.8(3) . .
C15 C11 C12 107.9(3) . .
C15 C11 C16 127.3(3) . .
C12 C11 C16 124.2(3) . .
C15 C11 Sm1 75.5(2) . .
C12 C11 Sm1 73.9(2) . .
C16 C11 Sm1 123.1(2) . .
C13 C12 C11 108.0(3) . .
C13 C12 C17 125.9(3) . .
C11 C12 C17 125.7(3) . .
C13 C12 Sm1 77.0(2) . .
C11 C12 Sm1 75.63(19) . .
C17 C12 Sm1 119.7(2) . .
C14 C13 C12 108.1(3) . .
C14 C13 C18 124.3(4) . .
C12 C13 C18 125.5(4) . .
C14 C13 Sm1 74.5(2) . .
C12 C13 Sm1 73.0(2) . .
C18 C13 Sm1 131.4(3) . .
C13 C14 C15 108.1(3) . .
C13 C14 C19 125.6(4) . .
C15 C14 C19 125.3(4) . .
C13 C14 Sm1 75.8(2) . .
C15 C14 Sm1 75.0(2) . .
C19 C14 Sm1 124.1(3) . .
C11 C15 C14 107.8(3) . .
C11 C15 C20 127.6(3) . .
C14 C15 C20 123.9(3) . .
C11 C15 Sm1 74.5(2) . .
C14 C15 Sm1 74.8(2) . .
C20 C15 Sm1 124.5(2) . .
C22 C21 C26 118.5(3) . .
C22 C21 Se1 122.0(3) . .
C26 C21 Se1 119.5(3) . .
C21 C22 C23 120.7(4) . .
C24 C23 C22 120.3(4) . .
C25 C24 C23 119.3(4) . .
C24 C25 C26 120.8(4) . .
C21 C26 C25 120.3(4) . .
C33 C27 C28 123.0(5) . .
C33 C27 C32 117.0(5) . .
C28 C27 C32 120.0 . .
C27 C28 C29 120.0 . .
C30 C29 C28 120.0 . .
C29 C30 C31 120.0 . .
C32 C31 C30 120.0 . .
C31 C32 C27 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sm1 C1 2.693(4) .
Sm1 C4 2.695(4) .
Sm1 C5 2.703(4) .
Sm1 C12 2.710(3) .
Sm1 C3 2.716(4) .
Sm1 C2 2.725(4) .
Sm1 C11 2.731(3) .
Sm1 C14 2.743(4) .
Sm1 C15 2.745(4) .
Sm1 C13 2.760(3) .
Sm1 Se1 3.0478(4) 2_565
Sm1 Se1 3.0558(4) .
Se1 C21 1.912(3) .
Se1 Sm1 3.0478(4) 2_565
Sm1 Cnt1 2.427 .
Sm1 Cnt2 2.456 .
C1 C5 1.411(5) .
C1 C2 1.421(6) .
C1 C6 1.500(6) .
C2 C3 1.409(6) .
C2 C7 1.510(6) .
C3 C4 1.400(6) .
C3 C8 1.514(6) .
C4 C5 1.406(6) .
C4 C9 1.514(6) .
C5 C10 1.491(6) .
C11 C15 1.417(5) .
C11 C12 1.428(5) .
C11 C16 1.501(5) .
C12 C13 1.419(5) .
C12 C17 1.505(5) .
C13 C14 1.414(5) .
C13 C18 1.504(5) .
C14 C15 1.431(5) .
C14 C19 1.507(5) .
C15 C20 1.509(5) .
C21 C22 1.376(5) .
C21 C26 1.390(5) .
C22 C23 1.390(5) .
C23 C24 1.381(6) .
C24 C25 1.361(7) .
C25 C26 1.393(6) .
C27 C33 1.350(10) .
C27 C28 1.3900 .
C27 C32 1.3900 .
C28 C29 1.3900 .
C29 C30 1.3900 .
C30 C31 1.3900 .
C31 C32 1.3900 .
