#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:06:47 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178691 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/02/4080251.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_4080251
loop_
_publ_author_name
'Yan, KaKing'
'Schoendorff, George'
'Upton, Brianna M.'
'Ellern, Arkady'
'Windus, Theresa L.'
'Sadow, Aaron D.'
_publ_section_title
;
 Intermolecular β-Hydrogen Abstraction in Ytterbium, Calcium, and
 Potassium Tris(dimethylsilyl)methyl Compounds
;
_journal_issue                   5
_journal_name_full               Organometallics
_journal_page_first              1300
_journal_paper_doi               10.1021/om3010299
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C50 H24 B2 F30 O2 Yb'
_chemical_formula_weight         1421.35
_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                 104.0480(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.1779(6)
_cell_length_b                   15.8732(6)
_cell_length_c                   21.3796(9)
_cell_measurement_reflns_used    9332
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      2.28
_cell_volume                     4996.8(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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  0.0343
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            25675
_diffrn_reflns_theta_full        28.35
_diffrn_reflns_theta_max         28.35
_diffrn_reflns_theta_min         1.89
_exptl_absorpt_coefficient_mu    2.026
_exptl_absorpt_correction_T_max  0.7118
_exptl_absorpt_correction_T_min  0.5291
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.889
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2760
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.18
_refine_diff_density_max         1.131
_refine_diff_density_min         -1.041
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         6254
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0258
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0268P)²+7.2032P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0582
_refine_ls_wR_factor_ref         0.0601
_reflns_number_gt                5732
_reflns_number_total             6254
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om3010299_si_002.cif
_cod_data_source_block           sad85
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4080251
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_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
Yb1 Yb 1.0000 1.032769(8) 0.7500 0.02207(5) Uani 1 2 d S
B1 B 0.80998(18) 0.92110(15) 0.69173(12) 0.0228(5) Uani 1 1 d .
H10B H 0.8860(17) 0.9408(16) 0.7007(12) 0.027 Uiso 1 1 d .
C1 C 0.9816(3) 1.09936(19) 0.59489(13) 0.0576(9) Uani 1 1 d .
H1A H 1.0290 1.0609 0.5870 0.069 Uiso 1 1 calc R
H1B H 0.9221 1.0704 0.5817 0.069 Uiso 1 1 calc R
C2 C 0.9802(5) 1.1717(3) 0.56029(17) 0.146(3) Uani 1 1 d .
H2A H 0.9170 1.1843 0.5368 0.175 Uiso 1 1 calc R
H2B H 1.0166 1.1636 0.5281 0.175 Uiso 1 1 calc R
C3 C 1.0168(2) 1.24281(18) 0.60188(13) 0.0442(7) Uani 1 1 d .
H3A H 0.9784 1.2936 0.5899 0.053 Uiso 1 1 calc R
H3B H 1.0795 1.2561 0.5993 0.053 Uiso 1 1 calc R
C4 C 1.0148(2) 1.21223(16) 0.66852(12) 0.0367(6) Uani 1 1 d .
H4A H 1.0729 1.2251 0.6998 0.044 Uiso 1 1 calc R
H4B H 0.9648 1.2396 0.6833 0.044 Uiso 1 1 calc R
C5 C 0.77814(16) 1.07987(14) 0.66448(11) 0.0257(5) Uani 1 1 d .
C6 C 0.74143(17) 1.14969(15) 0.62977(12) 0.0307(5) Uani 1 1 d .
C7 C 0.67288(18) 1.13790(17) 0.57558(13) 0.0358(6) Uani 1 1 d .
C8 C 0.64327(18) 1.05739(18) 0.55715(13) 0.0353(6) Uani 1 1 d .
C9 C 0.68333(17) 0.98985(16) 0.59357(12) 0.0306(5) Uani 1 1 d .
C10 C 0.75374(16) 0.99755(15) 0.64817(11) 0.0247(5) Uani 1 1 d .
C11 C 0.83838(19) 0.82370(16) 0.60038(12) 0.0339(6) Uani 1 1 d .
C12 C 0.8430(2) 0.74905(19) 0.56835(14) 0.0442(7) Uani 1 1 d .
C13 C 0.8122(2) 0.67591(17) 0.59024(15) 0.0457(7) Uani 1 1 d .
C14 C 0.7777(2) 0.67918(15) 0.64332(14) 0.0366(6) Uani 1 1 d .
C15 C 0.77488(17) 0.75500(15) 0.67432(12) 0.0302(5) Uani 1 1 d .
C16 C 0.80424(16) 0.83076(14) 0.65460(11) 0.0261(5) Uani 1 1 d .
C17 C 0.69597(18) 0.91051(14) 0.76767(12) 0.0305(5) Uani 1 1 d .
C18 C 0.6726(2) 0.90816(15) 0.82614(14) 0.0376(6) Uani 1 1 d .
C19 C 0.7392(2) 0.91480(16) 0.88232(13) 0.0395(7) Uani 1 1 d .
C20 C 0.8278(2) 0.92385(15) 0.87968(12) 0.0359(6) Uani 1 1 d .
C21 C 0.84760(17) 0.92563(14) 0.81984(12) 0.0278(5) Uani 1 1 d .
C22 C 0.78490(17) 0.91882(13) 0.76171(11) 0.0250(5) Uani 1 1 d .
C23 C 0.5000 0.2437(3) 0.7500 0.0628(14) Uani 1 2 d S
H23 H 0.5000 0.3036 0.7500 0.075 Uiso 1 2 calc SR
C24 C 0.4676(2) 0.2015(2) 0.7951(2) 0.0626(10) Uani 1 1 d .
H24 H 0.4454 0.2316 0.8265 0.075 Uiso 1 1 calc R
C25 C 0.4673(2) 0.1144(2) 0.79491(19) 0.0605(9) Uani 1 1 d .
H25 H 0.4444 0.0844 0.8260 0.073 Uiso 1 1 calc R
C26 C 0.5000 0.0718(3) 0.7500 0.0548(12) Uani 1 2 d S
H26 H 0.5000 0.0120 0.7500 0.066 Uiso 1 2 calc SR
F1 F 0.84590(9) 1.09533(8) 0.71930(6) 0.0290(3) Uani 1 1 d .
F2 F 0.77207(12) 1.22743(9) 0.64765(8) 0.0429(4) Uani 1 1 d .
F3 F 0.63514(13) 1.20466(11) 0.54060(9) 0.0549(5) Uani 1 1 d .
F4 F 0.57651(12) 1.04687(12) 0.50391(8) 0.0529(5) Uani 1 1 d .
F5 F 0.65047(11) 0.91320(10) 0.57295(8) 0.0421(4) Uani 1 1 d .
F6 F 0.87100(13) 0.89334(10) 0.57727(8) 0.0460(4) Uani 1 1 d .
F7 F 0.87789(17) 0.74735(13) 0.51625(9) 0.0695(6) Uani 1 1 d .
F8 F 0.81565(17) 0.60270(11) 0.55974(10) 0.0709(6) Uani 1 1 d .
F9 F 0.74726(13) 0.60843(9) 0.66541(9) 0.0523(5) Uani 1 1 d .
F10 F 0.74157(12) 0.75067(9) 0.72735(8) 0.0409(4) Uani 1 1 d .
F11 F 0.62846(10) 0.90155(10) 0.71414(8) 0.0403(4) Uani 1 1 d .
F12 F 0.58580(12) 0.89715(11) 0.82853(10) 0.0533(5) Uani 1 1 d .
F13 F 0.71777(15) 0.91047(12) 0.93946(9) 0.0605(5) Uani 1 1 d .
F14 F 0.89377(14) 0.93139(12) 0.93379(7) 0.0547(5) Uani 1 1 d .
F15 F 0.93840(10) 0.93551(10) 0.82110(7) 0.0340(3) Uani 1 1 d .
O1 O 1.00053(14) 1.12141(11) 0.66260(8) 0.0362(4) Uani 1 1 d .
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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Yb Yb -0.3850 5.5486 '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 Yb1 O1 106.10(9) 2_756 .
O1 Yb1 F1 74.55(6) 2_756 2_756
O1 Yb1 F1 77.56(6) . 2_756
O1 Yb1 F1 77.56(6) 2_756 .
O1 Yb1 F1 74.55(6) . .
F1 Yb1 F1 132.76(6) 2_756 .
O1 Yb1 F15 158.48(6) 2_756 2_756
O1 Yb1 F15 79.15(6) . 2_756
F1 Yb1 F15 86.58(5) 2_756 2_756
F1 Yb1 F15 123.66(4) . 2_756
O1 Yb1 F15 79.15(6) 2_756 .
O1 Yb1 F15 158.48(6) . .
F1 Yb1 F15 123.66(4) 2_756 .
F1 Yb1 F15 86.58(5) . .
F15 Yb1 F15 103.79(7) 2_756 .
O1 Yb1 H10B 126.6(6) 2_756 .
O1 Yb1 H10B 99.4(6) . .
F1 Yb1 H10B 158.0(6) 2_756 .
F1 Yb1 H10B 65.1(6) . .
F15 Yb1 H10B 71.5(6) 2_756 .
F15 Yb1 H10B 62.5(6) . .
C16 B1 C22 115.47(18) . .
C16 B1 C10 114.57(19) . .
C22 B1 C10 109.42(18) . .
C16 B1 H10B 104.5(13) . .
C22 B1 H10B 107.3(13) . .
C10 B1 H10B 104.7(13) . .
C2 C1 O1 108.2(3) . .
C2 C1 H1A 110.1 . .
O1 C1 H1A 110.1 . .
C2 C1 H1B 110.1 . .
O1 C1 H1B 110.1 . .
H1A C1 H1B 108.4 . .
C1 C2 C3 111.5(3) . .
C1 C2 H2A 109.3 . .
C3 C2 H2A 109.3 . .
C1 C2 H2B 109.3 . .
C3 C2 H2B 109.3 . .
H2A C2 H2B 108.0 . .
C2 C3 C4 103.5(2) . .
C2 C3 H3A 111.1 . .
C4 C3 H3A 111.1 . .
C2 C3 H3B 111.1 . .
C4 C3 H3B 111.1 . .
H3A C3 H3B 109.0 . .
O1 C4 C3 105.8(2) . .
O1 C4 H4A 110.6 . .
C3 C4 H4A 110.6 . .
O1 C4 H4B 110.6 . .
C3 C4 H4B 110.6 . .
H4A C4 H4B 108.7 . .
C6 C5 C10 125.3(2) . .
C6 C5 F1 115.8(2) . .
C10 C5 F1 118.8(2) . .
F2 C6 C7 120.4(2) . .
F2 C6 C5 121.4(2) . .
C7 C6 C5 118.2(2) . .
F3 C7 C6 119.8(2) . .
F3 C7 C8 120.4(2) . .
C6 C7 C8 119.7(2) . .
F4 C8 C9 121.6(2) . .
F4 C8 C7 119.0(2) . .
C9 C8 C7 119.4(2) . .
F5 C9 C8 116.1(2) . .
F5 C9 C10 120.3(2) . .
C8 C9 C10 123.6(2) . .
C5 C10 C9 113.7(2) . .
C5 C10 B1 119.1(2) . .
C9 C10 B1 127.1(2) . .
F6 C11 C12 117.0(2) . .
F6 C11 C16 119.0(2) . .
C12 C11 C16 124.1(2) . .
F7 C12 C13 120.0(2) . .
F7 C12 C11 120.4(3) . .
C13 C12 C11 119.6(2) . .
F8 C13 C14 120.5(3) . .
F8 C13 C12 120.6(3) . .
C14 C13 C12 118.9(2) . .
F9 C14 C13 119.7(2) . .
F9 C14 C15 120.4(2) . .
C13 C14 C15 119.8(2) . .
F10 C15 C14 114.9(2) . .
F10 C15 C16 120.9(2) . .
C14 C15 C16 124.2(2) . .
C15 C16 C11 113.5(2) . .
C15 C16 B1 126.8(2) . .
C11 C16 B1 119.5(2) . .
F11 C17 C18 117.2(2) . .
F11 C17 C22 119.2(2) . .
C18 C17 C22 123.6(3) . .
F12 C18 C19 119.8(2) . .
F12 C18 C17 120.6(3) . .
C19 C18 C17 119.6(3) . .
F13 C19 C20 120.1(3) . .
F13 C19 C18 120.2(3) . .
C20 C19 C18 119.6(2) . .
F14 C20 C19 120.7(2) . .
F14 C20 C21 120.8(3) . .
C19 C20 C21 118.5(3) . .
C22 C21 F15 119.7(2) . .
C22 C21 C20 125.2(2) . .
F15 C21 C20 115.1(2) . .
C21 C22 C17 113.5(2) . .
C21 C22 B1 124.3(2) . .
C17 C22 B1 122.2(2) . .
C24 C23 C24 121.0(5) 2_656 .
C24 C23 H23 119.5 2_656 .
C24 C23 H23 119.5 . .
C23 C24 C25 119.4(4) . .
C23 C24 H24 120.3 . .
C25 C24 H24 120.3 . .
C26 C25 C24 119.8(4) . .
C26 C25 H25 120.1 . .
C24 C25 H25 120.1 . .
C25 C26 C25 120.5(5) . 2_656
C25 C26 H26 119.8 . .
C25 C26 H26 119.8 2_656 .
C5 F1 Yb1 127.89(12) . .
C21 F15 Yb1 125.23(13) . .
C1 O1 C4 108.35(19) . .
C1 O1 Yb1 127.89(16) . .
C4 O1 Yb1 123.65(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Yb1 O1 2.3406(16) 2_756
Yb1 O1 2.3406(16) .
Yb1 F1 2.4783(14) 2_756
Yb1 F1 2.4783(14) .
Yb1 F15 2.5016(14) 2_756
Yb1 F15 2.5016(14) .
Yb1 H10B 2.31(3) .
B1 C16 1.631(3) .
B1 C22 1.631(3) .
B1 C10 1.638(3) .
B1 H10B 1.16(3) .
C1 C2 1.364(5) .
C1 O1 1.449(3) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C2 C3 1.460(5) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 C4 1.512(3) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 O1 1.459(3) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 C6 1.374(3) .
C5 C10 1.380(3) .
C5 F1 1.381(3) .
C6 F2 1.341(3) .
C6 C7 1.369(4) .
C7 F3 1.343(3) .
C7 C8 1.380(4) .
C8 F4 1.338(3) .
C8 C9 1.377(4) .
C9 F5 1.348(3) .
C9 C10 1.383(3) .
C11 F6 1.353(3) .
C11 C12 1.379(4) .
C11 C16 1.384(3) .
C12 F7 1.345(3) .
C12 C13 1.376(4) .
C13 F8 1.340(3) .
C13 C14 1.361(4) .
C14 F9 1.343(3) .
C14 C15 1.380(3) .
C15 F10 1.350(3) .
C15 C16 1.383(3) .
C17 F11 1.346(3) .
C17 C18 1.380(4) .
C17 C22 1.392(3) .
C18 F12 1.342(3) .
C18 C19 1.373(4) .
C19 F13 1.340(3) .
C19 C20 1.367(4) .
C20 F14 1.339(3) .
C20 C21 1.384(3) .
C21 C22 1.374(3) .
C21 F15 1.381(3) .
C23 C24 1.361(5) 2_656
C23 C24 1.361(5) .
C23 H23 0.9500 .
C24 C25 1.382(5) .
C24 H24 0.9500 .
C25 C26 1.362(4) .
C25 H25 0.9500 .
C26 C25 1.362(4) 2_656
C26 H26 0.9500 .
