#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:03:08 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178592 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/03/4070336.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_4070336
loop_
_publ_author_name
'Arita, Manabu'
'Naka, Kensuke'
'Morisaki, Yasuhiro'
'Nakahashi, Akiko'
'Chujo, Yoshiki'
_publ_section_title
;
 Synthesis and Characterization of Stereoisomers of
 1,4-Dihydro-1,4-diarsinines
;
_journal_issue                   20
_journal_name_full               Organometallics
_journal_page_first              6109
_journal_paper_doi               10.1021/om900727c
_journal_volume                  28
_journal_year                    2009
_chemical_formula_moiety         'C26 H42 As2 O8'
_chemical_formula_sum            'C26 H42 As2 O8'
_chemical_formula_weight         632.44
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.0446(14)
_cell_length_b                   15.6598(13)
_cell_length_c                   17.0855(17)
_cell_measurement_temperature    115(2)
_cell_volume                     2955.0(5)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        'Yadokari-XG (Wakita, 2000)'
_computing_molecular_graphics    'Yadokari-XG (Wakita, 2000)'
_computing_publication_material  'Yadokari-XG (Wakita, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'Dirdif99.2(Beurskens et al., 1999)'
_diffrn_ambient_temperature      115(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0899
_diffrn_reflns_av_sigmaI/netI    0.0507
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            27098
_diffrn_reflns_theta_full        27.41
_diffrn_reflns_theta_max         27.41
_diffrn_reflns_theta_min         3.01
_exptl_absorpt_coefficient_mu    2.305
_exptl_absorpt_correction_T_max  0.6557
_exptl_absorpt_correction_T_min  0.4592
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.086
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         3367
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0394
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0443P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0776
_refine_ls_wR_factor_ref         0.0834
_reflns_number_gt                2526
_reflns_number_total             3367
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om900727c_si_001.cif
_cod_data_source_block           transDHDAtBu
_cod_database_code               4070336
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -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
As1 As 0.12173(3) 0.083021(16) 0.018867(16) 0.01622(9) Uani 1 1 d .
O2 O 0.05095(16) 0.22882(10) -0.06881(10) 0.0144(4) Uani 1 1 d .
O3 O 0.15682(16) -0.06750(11) 0.19071(10) 0.0140(4) Uani 1 1 d .
O4 O -0.15152(16) 0.21112(11) -0.08303(11) 0.0185(4) Uani 1 1 d .
O5 O 0.30831(17) -0.03289(12) 0.10653(11) 0.0199(4) Uani 1 1 d .
C6 C 0.2378(3) -0.08764(17) 0.25769(15) 0.0173(6) Uani 1 1 d .
C7 C -0.0053(3) 0.34468(18) -0.16013(16) 0.0233(7) Uani 1 1 d .
H1 H 0.0329 0.3094 -0.2006 0.035 Uiso 1 1 calc R
H2 H 0.0085 0.4051 -0.1719 0.035 Uiso 1 1 calc R
H3 H -0.0925 0.3332 -0.1590 0.035 Uiso 1 1 calc R
C8 C 0.0495(3) 0.32339(15) -0.08093(16) 0.0169(6) Uani 1 1 d .
C9 C 0.3168(3) -0.16350(19) 0.23777(17) 0.0248(7) Uani 1 1 d .
H4 H 0.2655 -0.2121 0.2233 0.037 Uiso 1 1 calc R
H5 H 0.3662 -0.1787 0.2833 0.037 Uiso 1 1 calc R
H6 H 0.3698 -0.1489 0.1938 0.037 Uiso 1 1 calc R
C10 C 0.1031(2) -0.03167(15) 0.06262(15) 0.0135(5) Uani 1 1 d .
C11 C 0.3116(3) -0.00926(18) 0.27895(17) 0.0253(7) Uani 1 1 d .
H7 H 0.3733 0.0006 0.2387 0.038 Uiso 1 1 calc R
H8 H 0.3510 -0.0183 0.3297 0.038 Uiso 1 1 calc R
H9 H 0.2581 0.0405 0.2822 0.038 Uiso 1 1 calc R
C12 C 0.0774(3) 0.14745(19) 0.11299(17) 0.0322(8) Uani 1 1 d .
H10 H 0.0741 0.2085 0.1006 0.048 Uiso 1 1 calc R
H11 H 0.1380 0.1376 0.1539 0.048 Uiso 1 1 calc R
H12 H -0.0021 0.1284 0.1316 0.048 Uiso 1 1 calc R
C13 C 0.2030(2) -0.04592(15) 0.12093(14) 0.0137(5) Uani 1 1 d .
C14 C 0.1835(3) 0.34434(18) -0.07816(18) 0.0264(7) Uani 1 1 d .
H13 H 0.2182 0.3224 -0.0294 0.040 Uiso 1 1 calc R
H14 H 0.1944 0.4064 -0.0805 0.040 Uiso 1 1 calc R
H15 H 0.2243 0.3177 -0.1228 0.040 Uiso 1 1 calc R
C15 C -0.0182(3) 0.36482(17) -0.01381(17) 0.0256(7) Uani 1 1 d .
H16 H -0.1006 0.3418 -0.0113 0.038 Uiso 1 1 calc R
H17 H -0.0217 0.4267 -0.0221 0.038 Uiso 1 1 calc R
H18 H 0.0240 0.3528 0.0354 0.038 Uiso 1 1 calc R
C16 C -0.0518(2) 0.18404(15) -0.06781(14) 0.0136(5) Uani 1 1 d .
C17 C 0.1486(3) -0.1095(2) 0.32193(17) 0.0275(7) Uani 1 1 d .
H19 H 0.0955 -0.0605 0.3315 0.041 Uiso 1 1 calc R
H20 H 0.1929 -0.1234 0.3700 0.041 Uiso 1 1 calc R
H21 H 0.0998 -0.1588 0.3059 0.041 Uiso 1 1 calc R
C18 C -0.0283(2) 0.09432(15) -0.04015(15) 0.0144(5) 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'
As As 0.0499 2.0058 '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'
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
C18 As1 C10 101.05(10) .
C18 As1 C12 99.53(12) .
C10 As1 C12 97.63(12) .
C16 O2 C8 120.9(2) .
C13 O3 C6 120.6(2) .
O3 C6 C9 109.9(2) .
O3 C6 C17 102.4(2) .
C9 C6 C17 111.1(2) .
O3 C6 C11 109.6(2) .
C9 C6 C11 112.3(2) .
C17 C6 C11 111.0(2) .
C8 C7 H1 109.5 .
C8 C7 H2 109.5 .
H1 C7 H2 109.5 .
C8 C7 H3 109.5 .
H1 C7 H3 109.5 .
H2 C7 H3 109.5 .
O2 C8 C15 109.0(2) .
O2 C8 C14 101.5(2) .
C15 C8 C14 111.4(2) .
O2 C8 C7 110.2(2) .
C15 C8 C7 112.6(2) .
C14 C8 C7 111.6(2) .
C6 C9 H4 109.5 .
C6 C9 H5 109.5 .
H4 C9 H5 109.5 .
C6 C9 H6 109.5 .
H4 C9 H6 109.5 .
H5 C9 H6 109.5 .
C18 C10 C13 122.3(2) 5
C18 C10 As1 128.9(2) 5
C13 C10 As1 108.18(17) .
C6 C11 H7 109.5 .
C6 C11 H8 109.5 .
H7 C11 H8 109.5 .
C6 C11 H9 109.5 .
H7 C11 H9 109.5 .
H8 C11 H9 109.5 .
As1 C12 H10 109.5 .
As1 C12 H11 109.5 .
H10 C12 H11 109.5 .
As1 C12 H12 109.5 .
H10 C12 H12 109.5 .
H11 C12 H12 109.5 .
O5 C13 O3 126.3(2) .
O5 C13 C10 123.2(2) .
O3 C13 C10 110.3(2) .
C8 C14 H13 109.5 .
C8 C14 H14 109.5 .
H13 C14 H14 109.5 .
C8 C14 H15 109.5 .
H13 C14 H15 109.5 .
H14 C14 H15 109.5 .
C8 C15 H16 109.5 .
C8 C15 H17 109.5 .
H16 C15 H17 109.5 .
C8 C15 H18 109.5 .
H16 C15 H18 109.5 .
H17 C15 H18 109.5 .
O4 C16 O2 126.0(2) .
O4 C16 C18 123.5(2) .
O2 C16 C18 110.4(2) .
C6 C17 H19 109.5 .
C6 C17 H20 109.5 .
H19 C17 H20 109.5 .
C6 C17 H21 109.5 .
H19 C17 H21 109.5 .
H20 C17 H21 109.5 .
C10 C18 C16 119.2(2) 5
C10 C18 As1 127.36(19) 5
C16 C18 As1 113.21(18) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
As1 C18 1.947(3) .
As1 C10 1.956(2) .
As1 C12 1.961(3) .
O2 C16 1.334(3) .
O2 C8 1.495(3) .
O3 C13 1.340(3) .
O3 C6 1.486(3) .
O4 C16 1.209(3) .
O5 C13 1.206(3) .
C6 C9 1.512(4) .
C6 C17 1.514(4) .
C6 C11 1.517(4) .
C7 C8 1.519(4) .
C7 H1 0.9800 .
C7 H2 0.9800 .
C7 H3 0.9800 .
C8 C15 1.515(4) .
C8 C14 1.517(4) .
C9 H4 0.9800 .
C9 H5 0.9800 .
C9 H6 0.9800 .
C10 C18 1.339(3) 5
C10 C13 1.504(4) .
C11 H7 0.9800 .
C11 H8 0.9800 .
C11 H9 0.9800 .
C12 H10 0.9800 .
C12 H11 0.9800 .
C12 H12 0.9800 .
C14 H13 0.9800 .
C14 H14 0.9800 .
C14 H15 0.9800 .
C15 H16 0.9800 .
C15 H17 0.9800 .
C15 H18 0.9800 .
C16 C18 1.505(3) .
C17 H19 0.9800 .
C17 H20 0.9800 .
C17 H21 0.9800 .
C18 C10 1.339(3) 5
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_4
C13 O3 C6 C9 -60.8(3) . .
C13 O3 C6 C17 -179.0(2) . .
C13 O3 C6 C11 63.1(3) . .
C16 O2 C8 C15 62.8(3) . .
C16 O2 C8 C14 -179.5(2) . .
C16 O2 C8 C7 -61.2(3) . .
C18 As1 C10 C18 17.8(3) . 5
C12 As1 C10 C18 119.1(3) . 5
C18 As1 C10 C13 -171.12(17) . .
C12 As1 C10 C13 -69.79(19) . .
C6 O3 C13 O5 -7.2(4) . .
C6 O3 C13 C10 178.1(2) . .
C18 C10 C13 O5 121.3(3) 5 .
As1 C10 C13 O5 -50.5(3) . .
C18 C10 C13 O3 -63.8(3) 5 .
As1 C10 C13 O3 124.39(18) . .
C8 O2 C16 O4 7.1(4) . .
C8 O2 C16 C18 -169.6(2) . .
O4 C16 C18 C10 29.0(4) . 5
O2 C16 C18 C10 -154.2(2) . 5
O4 C16 C18 As1 -156.2(2) . .
O2 C16 C18 As1 20.6(3) . .
C10 As1 C18 C10 -17.4(3) . 5
C12 As1 C18 C10 -117.2(3) . 5
C10 As1 C18 C16 168.35(18) . .
C12 As1 C18 C16 68.6(2) . .
