#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/18/2201853.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2201853
loop_
_publ_author_name
'Rabe, Gerd W.'
'Rhatigan, Brian'
'Golen, James A.'
'Rheingold, Arnold L.'
_publ_section_title
;Dichloro(2,2',4,4',6,6'-hexamethyl-m-terphenyl)bis(N-methylimidazole)(tetrahydrofuran)samarium(III)
 toluene disolvate
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m99
_journal_page_last               m101
_journal_paper_doi               10.1107/S1600536803003076
_journal_volume                  59
_journal_year                    2003
_chemical_formula_moiety
'[Sm (C24 H25) (C4 H6 N2)2 (C4 H8 O) Cl2] , 2C7 H8'
_chemical_formula_sum            'C50 H61 Cl2 N4 O Sm'
_chemical_formula_weight         955.28
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 116.5360(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.5031(2)
_cell_length_b                   13.9259(2)
_cell_length_c                   17.6668(2)
_cell_measurement_reflns_used    7462
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.20
_cell_measurement_theta_min      2.10
_cell_volume                     4733.01(10)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT and SHELXTL (Bruker, 2001)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type  'Bruker APEX CCD area-detector'
_diffrn_measurement_method       'φ and ω 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  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0292
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            10236
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         1.81
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.393
_exptl_absorpt_correction_T_max  0.7681
_exptl_absorpt_correction_T_min  0.5427
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1972
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.953
_refine_diff_density_min         -0.560
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.205
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         4686
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.205
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0429
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0301P)²+28.1537P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0973
_refine_ls_wR_factor_ref         0.1046
_reflns_number_gt                4054
_reflns_number_total             4686
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cf6236.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2201853
_cod_database_fobs_code          2201853
loop_
_symmetry_equiv_pos_as_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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Sm1 0.5000 0.00112(2) 0.7500 0.02381(10) Uani d S 1 . . Sm
Cl1 0.42150(6) 0.02205(8) 0.58340(7) 0.0366(3) Uani d . 1 . . Cl
O1 0.5000 0.1879(3) 0.7500 0.0415(12) Uani d S 1 . . O
N1 0.4023(2) 0.0618(2) 0.7775(2) 0.0296(8) Uani d . 1 . . N
N2 0.3473(2) 0.1300(3) 0.8428(2) 0.0355(9) Uani d . 1 . . N
C1 0.5000 -0.1807(4) 0.7500 0.0218(11) Uani d S 1 . . C
C2 0.4472(2) -0.2356(3) 0.7569(2) 0.0236(8) Uani d . 1 . . C
C3 0.4467(3) -0.3361(3) 0.7558(3) 0.0328(10) Uani d . 1 . . C
H3A 0.4097 -0.3701 0.7591 0.039 Uiso calc R 1 . . H
C4 0.5000 -0.3860(4) 0.7500 0.0381(16) Uani d S 1 . . C
H4A 0.5000 -0.4542 0.7500 0.046 Uiso calc SR 1 . . H
C5 0.3268(2) -0.1626(3) 0.6954(3) 0.0289(9) Uani d . 1 . . C
C6 0.2729(2) -0.1211(3) 0.7072(3) 0.0330(10) Uani d . 1 . . C
H6A 0.2313 -0.1037 0.6591 0.040 Uiso calc R 1 . . H
C7 0.2781(3) -0.1043(3) 0.7876(3) 0.0360(10) Uani d . 1 . . C
C8 0.3388(3) -0.1306(3) 0.8572(3) 0.0349(10) Uani d . 1 . . C
H8A 0.3426 -0.1207 0.9123 0.042 Uiso calc R 1 . . H
C9 0.3945(2) -0.1710(3) 0.8487(3) 0.0280(9) Uani d . 1 . . C
C10 0.3885(2) -0.1878(3) 0.7670(2) 0.0245(8) Uani d . 1 . . C
C11 0.3181(2) -0.1813(4) 0.6068(3) 0.0377(11) Uani d . 1 . . C
H11A 0.2751 -0.1510 0.5656 0.057 Uiso calc R 1 . . H
H11B 0.3158 -0.2507 0.5965 0.057 Uiso calc R 1 . . H
H11C 0.3578 -0.1543 0.6008 0.057 Uiso calc R 1 . . H
C12 0.2184(3) -0.0596(5) 0.7987(4) 0.0575(15) Uani d . 1 . . C
H12A 0.2320 -0.0506 0.8591 0.086 Uiso calc R 1 . . H
H12B 0.1778 -0.1020 0.7741 0.086 Uiso calc R 1 . . H
H12C 0.2067 0.0028 0.7699 0.086 Uiso calc R 1 . . H
C13 0.4611(3) -0.1948(4) 0.9268(3) 0.0382(11) Uani d . 1 . . C
H13A 0.4558 -0.1787 0.9776 0.057 Uiso calc R 1 . . H
H13B 0.4995 -0.1575 0.9262 0.057 Uiso calc R 1 . . H
H13C 0.4711 -0.2635 0.9270 0.057 Uiso calc R 1 . . H
C14 0.4011(2) 0.0756(3) 0.8510(3) 0.0327(10) Uani d . 1 . . C
H14A 0.4344 0.0498 0.9032 0.039 Uiso calc R 1 . . H
C15 0.3107(3) 0.1532(4) 0.7585(3) 0.0408(11) Uani d . 1 . . C
H15A 0.2701 0.1917 0.7333 0.049 Uiso calc R 1 . . H
C16 0.3442(3) 0.1101(4) 0.7190(3) 0.0398(11) Uani d . 1 . . C
H16A 0.3302 0.1124 0.6598 0.048 Uiso calc R 1 . . H
C17 0.3300(3) 0.1593(4) 0.9111(3) 0.0498(13) Uani d . 1 . . C
H17A 0.3646 0.1330 0.9650 0.075 Uiso calc R 1 . . H
H17B 0.2838 0.1349 0.8993 0.075 Uiso calc R 1 . . H
H17C 0.3301 0.2295 0.9146 0.075 Uiso calc R 1 . . H
C18 0.4905(4) 0.2485(4) 0.6794(4) 0.0607(17) Uani d . 1 . . C
H18A 0.5291 0.2391 0.6641 0.073 Uiso calc R 1 . . H
H18B 0.4462 0.2325 0.6296 0.073 Uiso calc R 1 . . H
C19 0.4891(5) 0.3474(4) 0.7051(4) 0.093(3) Uani d . 1 . . C
H19A 0.4416 0.3741 0.6747 0.111 Uiso calc R 1 . . H
H19B 0.5210 0.3873 0.6917 0.111 Uiso calc R 1 . . H
C20 0.1582(4) 0.0697(6) 0.5155(5) 0.081(2) Uani d . 1 . . C
C21 0.1296(3) 0.0760(5) 0.5734(4) 0.0617(18) Uani d . 1 . . C
H21A 0.1373 0.1322 0.6069 0.074 Uiso calc R 1 . . H
C22 0.0909(4) 0.0026(6) 0.5821(5) 0.084(3) Uani d . 1 . . C
H22A 0.0728 0.0088 0.6221 0.101 Uiso calc R 1 . . H
C23 0.0781(4) -0.0763(6) 0.5366(4) 0.077(2) Uani d . 1 . . C
H23A 0.0513 -0.1266 0.5437 0.092 Uiso calc R 1 . . H
C24 0.1045(3) -0.0850(5) 0.4777(4) 0.0600(17) Uani d . 1 . . C
H24A 0.0943 -0.1418 0.4446 0.072 Uiso calc R 1 . . H
C25 0.1443(4) -0.0162(5) 0.4651(4) 0.0658(18) Uani d . 1 . . C
H25A 0.1620 -0.0247 0.4250 0.079 Uiso calc R 1 . . H
C26 0.2002(6) 0.1452(7) 0.5039(6) 0.118(4) Uani d . 1 . . C
H26A 0.2049 0.1988 0.5419 0.177 Uiso calc R 1 . . H
H26B 0.1776 0.1676 0.4451 0.177 Uiso calc R 1 . . H
H26C 0.2463 0.1197 0.5167 0.177 Uiso calc R 1 . . H
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Sm1 N1 2_656 . 140.56(16) yes
N1 Sm1 C1 2_656 . 109.72(8) ?
N1 Sm1 C1 . . 109.72(8) yes
N1 Sm1 O1 2_656 . 70.28(8) ?
N1 Sm1 O1 . . 70.28(8) yes
C1 Sm1 O1 . . 180 yes
N1 Sm1 Cl1 2_656 . 85.48(9) .
N1 Sm1 Cl1 . . 90.30(9) yes
C1 Sm1 Cl1 . . 96.25(2) yes
O1 Sm1 Cl1 . . 83.75(2) yes
N1 Sm1 Cl1 2_656 2_656 90.30(9) ?
N1 Sm1 Cl1 . 2_656 85.48(9) yes
C1 Sm1 Cl1 . 2_656 96.25(2) ?
O1 Sm1 Cl1 . 2_656 83.75(2) ?
Cl1 Sm1 Cl1 . 2_656 167.50(5) yes
C18 O1 C18 . 2_656 108.5(5) ?
C18 O1 Sm1 . . 125.8(3) ?
C18 O1 Sm1 2_656 . 125.8(3) ?
C14 N1 C16 . . 104.8(4) ?
C14 N1 Sm1 . . 128.7(3) ?
C16 N1 Sm1 . . 124.8(3) ?
C14 N2 C15 . . 107.4(4) ?
C14 N2 C17 . . 126.4(4) ?
C15 N2 C17 . . 126.2(4) ?
C2 C1 C2 2_656 . 114.7(5) ?
C2 C1 Sm1 2_656 . 122.6(2) ?
C2 C1 Sm1 . . 122.6(2) ?
C3 C2 C1 . . 122.7(4) ?
C3 C2 C10 . . 116.1(4) ?
C1 C2 C10 . . 121.1(4) ?
C2 C3 C4 . . 120.0(4) ?
C2 C3 H3A . . 120.0 ?
C4 C3 H3A . . 120.0 ?
C3 C4 C3 2_656 . 119.7(6) ?
C3 C4 H4A 2_656 . 120.1 ?
C3 C4 H4A . . 120.1 ?
C6 C5 C10 . . 118.8(4) ?
C6 C5 C11 . . 120.0(4) ?
C10 C5 C11 . . 121.2(4) ?
C5 C6 C7 . . 122.0(4) ?
C5 C6 H6A . . 119.0 ?
C7 C6 H6A . . 119.0 ?
C8 C7 C6 . . 118.3(4) ?
C8 C7 C12 . . 120.8(5) ?
C6 C7 C12 . . 120.9(5) ?
C7 C8 C9 . . 121.9(4) ?
C7 C8 H8A . . 119.1 ?
C9 C8 H8A . . 119.1 ?
C8 C9 C10 . . 119.2(4) ?
C8 C9 C13 . . 120.0(4) ?
C10 C9 C13 . . 120.8(4) ?
C5 C10 C9 . . 119.8(4) ?
C5 C10 C2 . . 120.4(4) ?
C9 C10 C2 . . 119.8(4) ?
C5 C11 H11A . . 109.5 ?
C5 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C5 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C7 C12 H12A . . 109.5 ?
C7 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C7 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C9 C13 H13A . . 109.5 ?
C9 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C9 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
N1 C14 N2 . . 111.8(4) ?
N1 C14 H14A . . 124.1 ?
N2 C14 H14A . . 124.1 ?
C16 C15 N2 . . 106.1(4) ?
C16 C15 H15A . . 127.0 ?
N2 C15 H15A . . 127.0 ?
C15 C16 N1 . . 109.9(4) ?
C15 C16 H16A . . 125.0 ?
N1 C16 H16A . . 125.0 ?
N2 C17 H17A . . 109.5 ?
N2 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
N2 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C19 C18 O1 . . 107.4(5) ?
C19 C18 H18A . . 110.2 ?
O1 C18 H18A . . 110.2 ?
C19 C18 H18B . . 110.2 ?
O1 C18 H18B . . 110.2 ?
H18A C18 H18B . . 108.5 ?
C18 C19 C19 . 2_656 107.6(4) ?
C18 C19 H19A . . 110.2 ?
C19 C19 H19A 2_656 . 110.2 ?
C18 C19 H19B . . 110.2 ?
C19 C19 H19B 2_656 . 110.2 ?
H19A C19 H19B . . 108.5 ?
C25 C20 C21 . . 117.5(7) ?
C25 C20 C26 . . 118.8(9) ?
C21 C20 C26 . . 123.7(8) ?
C22 C21 C20 . . 121.2(7) ?
C22 C21 H21A . . 119.4 ?
C20 C21 H21A . . 119.4 ?
C23 C22 C21 . . 121.7(9) ?
C23 C22 H22A . . 119.1 ?
C21 C22 H22A . . 119.1 ?
C22 C23 C24 . . 118.9(9) ?
C22 C23 H23A . . 120.5 ?
C24 C23 H23A . . 120.5 ?
C25 C24 C23 . . 123.6(7) ?
C25 C24 H24A . . 118.2 ?
C23 C24 H24A . . 118.2 ?
C24 C25 C20 . . 116.9(7) ?
C24 C25 H25A . . 121.5 ?
C20 C25 H25A . . 121.5 ?
C20 C26 H26A . . 109.5 ?
C20 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C20 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Sm1 N1 2_656 2.505(4) ?
Sm1 N1 . 2.505(4) yes
Sm1 C1 . 2.532(5) yes
Sm1 O1 . 2.601(4) yes
Sm1 Cl1 . 2.6754(10) yes
Sm1 Cl1 2_656 2.6754(10) ?
O1 C18 . 1.442(6) ?
O1 C18 2_656 1.442(6) ?
N1 C14 . 1.324(6) ?
N1 C16 . 1.388(6) ?
N2 C14 . 1.335(6) ?
N2 C15 . 1.377(6) ?
N2 C17 . 1.470(6) ?
C1 C2 2_656 1.418(5) ?
C1 C2 . 1.418(5) ?
C2 C3 . 1.400(6) ?
C2 C10 . 1.507(6) ?
C3 C4 . 1.383(6) ?
C3 H3A . 0.950 ?
C4 C3 2_656 1.383(6) ?
C4 H4A . 0.950 ?
C5 C6 . 1.392(6) ?
C5 C10 . 1.409(6) ?
C5 C11 . 1.514(6) ?
C6 C7 . 1.394(7) ?
C6 H6A . 0.950 ?
C7 C8 . 1.384(7) ?
C7 C12 . 1.515(7) ?
C8 C9 . 1.390(7) ?
C8 H8A . 0.950 ?
C9 C10 . 1.410(6) ?
C9 C13 . 1.516(6) ?
C11 H11A . 0.980 ?
C11 H11B . 0.980 ?
C11 H11C . 0.980 ?
C12 H12A . 0.980 ?
C12 H12B . 0.980 ?
C12 H12C . 0.980 ?
C13 H13A . 0.980 ?
C13 H13B . 0.980 ?
C13 H13C . 0.980 ?
C14 H14A . 0.950 ?
C15 C16 . 1.348(7) ?
C15 H15A . 0.950 ?
C16 H16A . 0.950 ?
C17 H17A . 0.980 ?
C17 H17B . 0.980 ?
C17 H17C . 0.980 ?
C18 C19 . 1.455(8) ?
C18 H18A . 0.990 ?
C18 H18B . 0.990 ?
C19 C19 2_656 1.440(14) ?
C19 H19A . 0.990 ?
C19 H19B . 0.990 ?
C20 C25 . 1.441(10) ?
C20 C21 . 1.411(11) ?
C20 C26 . 1.459(12) ?
C21 C22 . 1.369(11) ?
C21 H21A . 0.950 ?
C22 C23 . 1.316(10) ?
C22 H22A . 0.950 ?
C23 C24 . 1.395(10) ?
C23 H23A . 0.950 ?
C24 C25 . 1.367(10) ?
C24 H24A . 0.950 ?
C25 H25A . 0.950 ?
C26 H26A . 0.980 ?
C26 H26B . 0.980 ?
C26 H26C . 0.980 ?
