#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/00/45/7004555.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_7004555
loop_
_publ_author_name
'Jura, Marek'
'Levason, William'
'Reid, Gillian'
'Webster, Michael'
_publ_section_title
;
 Preparation and properties of sterically demanding and chiral
 distibine ligands
;
_journal_issue                   42
_journal_name_full               'Dalton Transactions'
_journal_page_first              5774
_journal_page_last               5782
_journal_paper_doi               10.1039/b808493a
_journal_year                    2008
_chemical_formula_moiety         'C24 H24 Sb2'
_chemical_formula_sum            'C24 H24 Sb2'
_chemical_formula_weight         555.93
_chemical_name_common            2,2'-bis(dimethylstibino)-1,1'-binaphthyl
_chemical_name_systematic
;
2,2'-bis(dimethylstibino)-1,1'-binaphthyl
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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_date             2007-08-17
_audit_creation_method           'SHELXL-97 + hand edit'
_cell_angle_alpha                96.433(12)
_cell_angle_beta                 101.872(12)
_cell_angle_gamma                103.953(12)
_cell_formula_units_Z            2
_cell_length_a                   8.352(2)
_cell_length_b                   11.212(3)
_cell_length_c                   11.969(3)
_cell_measurement_reflns_used    22910
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1048.9(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.913
_diffrn_measured_fraction_theta_max 0.913
_diffrn_measurement_device_type  'area detector, Nonius Kappa ccd'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Nonius rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_sigmaI/netI    0.0596
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11174
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.60
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.580
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6034
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'G.M. Sheldrick, (2007). SADABS. Version 2007/2. Bruker AXS Inc.'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.760
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             540
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.991
_refine_diff_density_min         -0.831
_refine_diff_density_rms         0.134
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4392
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0358
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0260P)²+1.1653P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0740
_refine_ls_wR_factor_ref         0.0813
_reflns_number_gt                3415
_reflns_number_total             4392
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            b808493a.txt
_cod_data_source_block           07mj007a_[C24H24Sb2]
_cod_database_code               7004555
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb1 Sb 0.01719(4) 0.45759(3) 0.27883(2) 0.02285(10) Uani 1 1 d . . .
Sb2 Sb 0.23578(4) 0.80093(3) 0.21693(2) 0.02416(10) Uani 1 1 d . . .
C1 C -0.1641(5) 0.6520(4) 0.1842(3) 0.0189(9) Uani 1 1 d . . .
C2 C -0.1314(5) 0.5395(4) 0.1541(3) 0.0183(9) Uani 1 1 d . . .
C3 C -0.1934(5) 0.4768(4) 0.0360(4) 0.0209(9) Uani 1 1 d . . .
H3 H -0.1702 0.3997 0.0144 0.025 Uiso 1 1 calc R . .
C4 C -0.2843(5) 0.5256(4) -0.0454(4) 0.0233(10) Uani 1 1 d . . .
H4 H -0.3232 0.4823 -0.1230 0.028 Uiso 1 1 calc R . .
C5 C -0.4163(5) 0.6927(5) -0.1001(4) 0.0270(11) Uani 1 1 d . . .
H5 H -0.4549 0.6509 -0.1782 0.032 Uiso 1 1 calc R . .
C6 C -0.4528(6) 0.8017(5) -0.0710(4) 0.0297(11) Uani 1 1 d . . .
H6 H -0.5148 0.8361 -0.1287 0.036 Uiso 1 1 calc R . .
C7 C -0.3988(6) 0.8642(5) 0.0446(4) 0.0292(11) Uani 1 1 d . . .
H7 H -0.4271 0.9395 0.0650 0.035 Uiso 1 1 calc R . .
C8 C -0.3059(5) 0.8169(4) 0.1277(4) 0.0238(10) Uani 1 1 d . . .
H8 H -0.2688 0.8609 0.2050 0.029 Uiso 1 1 calc R . .
C9 C -0.2639(5) 0.7040(4) 0.1008(4) 0.0200(9) Uani 1 1 d . . .
C10 C -0.3221(5) 0.6396(4) -0.0168(4) 0.0224(10) Uani 1 1 d . . .
C11 C -0.0912(5) 0.7257(4) 0.3062(4) 0.0193(9) Uani 1 1 d . . .
C12 C 0.0758(5) 0.7971(4) 0.3394(4) 0.0209(9) Uani 1 1 d . . .
C13 C 0.1408(5) 0.8666(4) 0.4527(4) 0.0210(9) Uani 1 1 d . . .
H13 H 0.2567 0.9136 0.4762 0.025 Uiso 1 1 calc R . .
C14 C 0.0400(5) 0.8675(4) 0.5292(4) 0.0232(10) Uani 1 1 d . . .
H14 H 0.0859 0.9165 0.6043 0.028 Uiso 1 1 calc R . .
C15 C -0.2401(6) 0.7945(5) 0.5752(4) 0.0269(11) Uani 1 1 d . . .
H15 H -0.1970 0.8449 0.6498 0.032 Uiso 1 1 calc R . .
C16 C -0.4048(6) 0.7221(5) 0.5450(4) 0.0285(11) Uani 1 1 d . . .
H16 H -0.4739 0.7208 0.5991 0.034 Uiso 1 1 calc R . .
C17 C -0.4718(6) 0.6494(5) 0.4333(4) 0.0283(11) Uani 1 1 d . . .
H17 H -0.5864 0.5996 0.4119 0.034 Uiso 1 1 calc R . .
C18 C -0.3720(5) 0.6505(4) 0.3557(4) 0.0231(10) Uani 1 1 d . . .
H18 H -0.4186 0.6019 0.2805 0.028 Uiso 1 1 calc R . .
C19 C -0.2005(5) 0.7229(4) 0.3857(4) 0.0200(9) Uani 1 1 d . . .
C20 C -0.1326(5) 0.7960(4) 0.4978(4) 0.0199(9) Uani 1 1 d . . .
C21 C -0.0485(6) 0.2759(5) 0.1736(4) 0.0319(11) Uani 1 1 d . . .
H21A H 0.0255 0.2766 0.1197 0.048 Uiso 1 1 calc R . .
H21B H -0.1673 0.2546 0.1297 0.048 Uiso 1 1 calc R . .
H21C H -0.0336 0.2139 0.2235 0.048 Uiso 1 1 calc R . .
C22 C -0.1736(6) 0.4036(5) 0.3738(4) 0.0304(11) Uani 1 1 d . . .
H22A H -0.1691 0.4750 0.4307 0.046 Uiso 1 1 calc R . .
H22B H -0.1523 0.3353 0.4138 0.046 Uiso 1 1 calc R . .
H22C H -0.2862 0.3759 0.3200 0.046 Uiso 1 1 calc R . .
C23 C 0.1350(6) 0.9298(5) 0.1222(4) 0.0338(12) Uani 1 1 d . . .
H23A H 0.1919 0.9456 0.0593 0.051 Uiso 1 1 calc R . .
H23B H 0.1546 1.0084 0.1746 0.051 Uiso 1 1 calc R . .
H23C H 0.0126 0.8941 0.0897 0.051 Uiso 1 1 calc R . .
C24 C 0.4528(6) 0.9433(4) 0.3236(4) 0.0291(11) Uani 1 1 d . . .
H24A H 0.5434 0.9594 0.2821 0.044 Uiso 1 1 calc R . .
H24B H 0.4938 0.9151 0.3960 0.044 Uiso 1 1 calc R . .
H24C H 0.4197 1.0202 0.3410 0.044 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'
Sb Sb -0.5866 1.5461 '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
C22 Sb1 C21 93.7(2) . . ?
C22 Sb1 C2 96.39(17) . . ?
C21 Sb1 C2 96.12(18) . . ?
C23 Sb2 C24 94.1(2) . . ?
C23 Sb2 C12 95.42(18) . . ?
C24 Sb2 C12 96.59(17) . . ?
C2 C1 C9 121.1(4) . . ?
C2 C1 C11 120.6(4) . . ?
C9 C1 C11 118.3(4) . . ?
C1 C2 C3 118.8(4) . . ?
C1 C2 Sb1 121.9(3) . . ?
C3 C2 Sb1 119.2(3) . . ?
C4 C3 C2 121.3(4) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C10 121.1(4) . . ?
C3 C4 H4 119.4 . . ?
C10 C4 H4 119.4 . . ?
C6 C5 C10 121.5(4) . . ?
C6 C5 H5 119.2 . . ?
C10 C5 H5 119.2 . . ?
C5 C6 C7 120.1(4) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C8 C7 C6 120.3(5) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 121.4(4) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C8 C9 C1 123.5(4) . . ?
C8 C9 C10 118.0(4) . . ?
C1 C9 C10 118.5(4) . . ?
C4 C10 C5 122.3(4) . . ?
C4 C10 C9 119.1(4) . . ?
C5 C10 C9 118.7(4) . . ?
C12 C11 C19 120.6(4) . . ?
C12 C11 C1 120.3(4) . . ?
C19 C11 C1 119.1(4) . . ?
C11 C12 C13 119.5(4) . . ?
C11 C12 Sb2 119.7(3) . . ?
C13 C12 Sb2 120.8(3) . . ?
C14 C13 C12 121.2(4) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 C20 120.7(4) . . ?
C13 C14 H14 119.6 . . ?
C20 C14 H14 119.6 . . ?
C16 C15 C20 121.5(4) . . ?
C16 C15 H15 119.3 . . ?
C20 C15 H15 119.3 . . ?
C15 C16 C17 119.8(4) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C18 C17 C16 120.2(4) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 121.1(4) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C20 C19 C18 119.0(4) . . ?
C20 C19 C11 118.5(4) . . ?
C18 C19 C11 122.5(4) . . ?
C19 C20 C15 118.5(4) . . ?
C19 C20 C14 119.4(4) . . ?
C15 C20 C14 122.1(4) . . ?
Sb1 C21 H21A 109.5 . . ?
Sb1 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
Sb1 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
Sb1 C22 H22A 109.5 . . ?
Sb1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
Sb1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
Sb2 C23 H23A 109.5 . . ?
Sb2 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
Sb2 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
Sb2 C24 H24A 109.5 . . ?
Sb2 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
Sb2 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
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
Sb1 C22 2.152(4) . ?
Sb1 C21 2.154(5) . ?
Sb1 C2 2.169(4) . ?
Sb2 C23 2.155(5) . ?
Sb2 C24 2.158(4) . ?
Sb2 C12 2.174(4) . ?
C1 C2 1.379(6) . ?
C1 C9 1.432(6) . ?
C1 C11 1.519(6) . ?
C2 C3 1.436(6) . ?
C3 C4 1.356(6) . ?
C3 H3 0.9500 . ?
C4 C10 1.411(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.355(7) . ?
C5 C10 1.416(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.408(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.368(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.413(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.435(6) . ?
C11 C12 1.381(6) . ?
C11 C19 1.445(6) . ?
C12 C13 1.414(6) . ?
C13 C14 1.366(6) . ?
C13 H13 0.9500 . ?
C14 C20 1.419(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.368(7) . ?
C15 C20 1.416(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.412(7) . ?
C16 H16 0.9500 . ?
C17 C18 1.369(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.415(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.417(6) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
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
C9 C1 C2 C3 2.5(6) . . . . ?
C11 C1 C2 C3 -175.9(4) . . . . ?
C9 C1 C2 Sb1 -179.4(3) . . . . ?
C11 C1 C2 Sb1 2.1(5) . . . . ?
C22 Sb1 C2 C1 72.7(4) . . . . ?
C21 Sb1 C2 C1 167.1(3) . . . . ?
C22 Sb1 C2 C3 -109.3(3) . . . . ?
C21 Sb1 C2 C3 -14.8(3) . . . . ?
C1 C2 C3 C4 -0.7(6) . . . . ?
Sb1 C2 C3 C4 -178.9(3) . . . . ?
C2 C3 C4 C10 -0.3(7) . . . . ?
C10 C5 C6 C7 -0.9(7) . . . . ?
C5 C6 C7 C8 1.6(7) . . . . ?
C6 C7 C8 C9 -1.1(7) . . . . ?
C7 C8 C9 C1 178.7(4) . . . . ?
C7 C8 C9 C10 -0.1(7) . . . . ?
C2 C1 C9 C8 177.9(4) . . . . ?
C11 C1 C9 C8 -3.5(6) . . . . ?
C2 C1 C9 C10 -3.3(6) . . . . ?
C11 C1 C9 C10 175.3(4) . . . . ?
C3 C4 C10 C5 179.8(4) . . . . ?
C3 C4 C10 C9 -0.4(6) . . . . ?
C6 C5 C10 C4 179.5(4) . . . . ?
C6 C5 C10 C9 -0.3(7) . . . . ?
C8 C9 C10 C4 -179.0(4) . . . . ?
C1 C9 C10 C4 2.2(6) . . . . ?
C8 C9 C10 C5 0.8(6) . . . . ?
C1 C9 C10 C5 -178.1(4) . . . . ?
C2 C1 C11 C12 79.5(6) . . . . ?
C9 C1 C11 C12 -99.1(5) . . . . ?
C2 C1 C11 C19 -102.4(5) . . . . ?
C9 C1 C11 C19 79.0(5) . . . . ?
C19 C11 C12 C13 0.9(7) . . . . ?
C1 C11 C12 C13 179.0(4) . . . . ?
C19 C11 C12 Sb2 -179.2(3) . . . . ?
C1 C11 C12 Sb2 -1.2(6) . . . . ?
C23 Sb2 C12 C11 78.8(4) . . . . ?
C24 Sb2 C12 C11 173.6(4) . . . . ?
C23 Sb2 C12 C13 -101.3(4) . . . . ?
C24 Sb2 C12 C13 -6.5(4) . . . . ?
C11 C12 C13 C14 -2.0(7) . . . . ?
Sb2 C12 C13 C14 178.2(4) . . . . ?
C12 C13 C14 C20 1.5(7) . . . . ?
C20 C15 C16 C17 -1.7(8) . . . . ?
C15 C16 C17 C18 0.5(7) . . . . ?
C16 C17 C18 C19 0.6(7) . . . . ?
C17 C18 C19 C20 -0.5(7) . . . . ?
C17 C18 C19 C11 179.6(4) . . . . ?
C12 C11 C19 C20 0.6(6) . . . . ?
C1 C11 C19 C20 -177.5(4) . . . . ?
C12 C11 C19 C18 -179.6(4) . . . . ?
C1 C11 C19 C18 2.3(7) . . . . ?
C18 C19 C20 C15 -0.6(6) . . . . ?
C11 C19 C20 C15 179.3(4) . . . . ?
C18 C19 C20 C14 179.1(4) . . . . ?
C11 C19 C20 C14 -1.0(6) . . . . ?
C16 C15 C20 C19 1.7(7) . . . . ?
C16 C15 C20 C14 -177.9(5) . . . . ?
C13 C14 C20 C19 0.0(7) . . . . ?
C13 C14 C20 C15 179.7(5) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 25933230
