#------------------------------------------------------------------------------
#$Date: 2020-08-06 16:52:52 +0300 (Thu, 06 Aug 2020) $
#$Revision: 254954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/47/7704748.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_7704748
loop_
_publ_author_name
'Gericke, Robert'
'Wagler, Jörg'
_publ_section_title
;
 (2-Pyridyloxy)arsines as ligands in transition metal chemistry: a
 stepwise As(iii) → As(ii) → As(i) reduction.
;
_journal_issue                   29
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10042
_journal_page_last               10051
_journal_paper_doi               10.1039/d0dt01538e
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C16 H13 As N2 O2'
_chemical_formula_sum            'C16 H13 As N2 O2'
_chemical_formula_weight         340.20
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2020-04-04 deposited with the CCDC.	2020-07-03 downloaded from the CCDC.
;
_cell_angle_alpha                85.179(4)
_cell_angle_beta                 73.420(3)
_cell_angle_gamma                70.026(3)
_cell_formula_units_Z            2
_cell_length_a                   8.3588(4)
_cell_length_b                   9.2389(4)
_cell_length_c                   10.3537(5)
_cell_measurement_reflns_used    20049
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      28.53
_cell_measurement_theta_min      2.05
_cell_volume                     720.15(6)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_molecular_graphics    'ORTEP32 (Farugia)'
_computing_publication_material  'Ciftab (Sheldrick)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Stoe IPDS-2T'
_diffrn_measurement_method       'omega 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  0.0584
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            18924
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        27.999
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_min         2.053
_exptl_absorpt_coefficient_mu    2.365
_exptl_absorpt_correction_T_max  0.7399
_exptl_absorpt_correction_T_min  0.4659
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   XShape
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_description       block
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.701
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       0.0079(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3465
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.111
_refine_ls_R_factor_all          0.0277
_refine_ls_R_factor_gt           0.0257
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0313P)²+0.3427P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0662
_refine_ls_wR_factor_ref         0.0673
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3298
_reflns_number_total             3465
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt01538e2.cif
_cod_data_source_block           RGP10901
_cod_depositor_comments
'Adding full bibliography for 7704746--7704751.cif.'
_cod_original_cell_volume        720.16(6)
_cod_database_code               7704748
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.416
_shelx_estimated_absorpt_t_max   0.718
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
As1 As 0.71948(2) 0.65026(2) 0.67844(2) 0.02325(7) Uani 1 1 d . . . . .
N1 N 0.8678(2) 0.34319(16) 0.69282(15) 0.0259(3) Uani 1 1 d . . . . .
N2 N 0.6554(2) 0.95531(17) 0.61682(15) 0.0285(3) Uani 1 1 d . . . . .
O1 O 0.62727(16) 0.53223(14) 0.81143(13) 0.0276(3) Uani 1 1 d . . . . .
O2 O 0.53385(16) 0.80907(14) 0.77616(13) 0.0294(3) Uani 1 1 d . . . . .
C1 C 0.7223(2) 0.38084(18) 0.79467(17) 0.0231(3) Uani 1 1 d . . . . .
C2 C 0.6643(2) 0.2753(2) 0.88300(18) 0.0285(3) Uani 1 1 d . . . . .
H2 H 0.5584 0.3073 0.9545 0.034 Uiso 1 1 calc R U . . .
C3 C 0.7670(3) 0.1230(2) 0.8619(2) 0.0353(4) Uani 1 1 d . . . . .
H3 H 0.7330 0.0468 0.9198 0.042 Uiso 1 1 calc R U . . .
C4 C 0.9206(3) 0.0801(2) 0.7563(2) 0.0381(4) Uani 1 1 d . . . . .
H4 H 0.9928 -0.0250 0.7410 0.046 Uiso 1 1 calc R U . . .
C5 C 0.9661(3) 0.1929(2) 0.67417(19) 0.0322(4) Uani 1 1 d . . . . .
H5 H 1.0708 0.1637 0.6015 0.039 Uiso 1 1 calc R U . . .
C6 C 0.5220(2) 0.94809(19) 0.72015(17) 0.0250(3) Uani 1 1 d . . . . .
C7 C 0.3721(2) 1.0743(2) 0.7734(2) 0.0321(4) Uani 1 1 d . . . . .
H7 H 0.2781 1.0633 0.8465 0.039 Uiso 1 1 calc R U . . .
C8 C 0.3659(3) 1.2152(2) 0.7162(2) 0.0358(4) Uani 1 1 d . . . . .
H8 H 0.2669 1.3044 0.7497 0.043 Uiso 1 1 calc R U . . .
C9 C 0.5053(3) 1.2262(2) 0.6091(2) 0.0361(4) Uani 1 1 d . . . . .
H9 H 0.5041 1.3227 0.5689 0.043 Uiso 1 1 calc R U . . .
C10 C 0.6453(3) 1.0943(2) 0.56217(19) 0.0340(4) Uani 1 1 d . . . . .
H10 H 0.7395 1.1018 0.4875 0.041 Uiso 1 1 calc R U . . .
C11 C 0.9036(2) 0.66103(17) 0.75327(16) 0.0217(3) Uani 1 1 d . . . . .
C12 C 1.0710(2) 0.63666(19) 0.66561(17) 0.0263(3) Uani 1 1 d . . . . .
H12 H 1.0913 0.6185 0.5724 0.032 Uiso 1 1 calc R U . . .
C13 C 1.2085(2) 0.6388(2) 0.71435(19) 0.0305(4) Uani 1 1 d . . . . .
H13 H 1.3230 0.6224 0.6543 0.037 Uiso 1 1 calc R U . . .
C14 C 1.1796(2) 0.6647(2) 0.8499(2) 0.0325(4) Uani 1 1 d . . . . .
H14 H 1.2742 0.6655 0.8831 0.039 Uiso 1 1 calc R U . . .
C15 C 1.0125(3) 0.6895(2) 0.93725(19) 0.0349(4) Uani 1 1 d . . . . .
H15 H 0.9924 0.7080 1.0303 0.042 Uiso 1 1 calc R U . . .
C16 C 0.8743(2) 0.6872(2) 0.88948(17) 0.0294(4) Uani 1 1 d . . . . .
H16 H 0.7599 0.7036 0.9498 0.035 Uiso 1 1 calc R U . . .
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'
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'
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
O2 As1 O1 82.78(5) . . ?
O2 As1 C11 98.60(6) . . ?
O1 As1 C11 97.26(6) . . ?
C1 N1 C5 117.56(15) . . ?
C6 N2 C10 117.12(16) . . ?
C1 O1 As1 112.48(10) . . ?
C6 O2 As1 113.47(11) . . ?
N1 C1 O1 116.24(15) . . ?
N1 C1 C2 124.29(16) . . ?
O1 C1 C2 119.47(15) . . ?
C3 C2 C1 116.95(17) . . ?
C3 C2 H2 121.5 . . ?
C1 C2 H2 121.5 . . ?
C2 C3 C4 120.05(17) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 118.60(18) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
N1 C5 C4 122.54(18) . . ?
N1 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
N2 C6 O2 116.99(15) . . ?
N2 C6 C7 124.17(16) . . ?
O2 C6 C7 118.85(16) . . ?
C8 C7 C6 117.44(18) . . ?
C8 C7 H7 121.3 . . ?
C6 C7 H7 121.3 . . ?
C7 C8 C9 119.47(18) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C10 C9 C8 118.59(18) . . ?
C10 C9 H9 120.7 . . ?
C8 C9 H9 120.7 . . ?
N2 C10 C9 123.18(18) . . ?
N2 C10 H10 118.4 . . ?
C9 C10 H10 118.4 . . ?
C12 C11 C16 119.93(16) . . ?
C12 C11 As1 117.50(12) . . ?
C16 C11 As1 122.55(12) . . ?
C13 C12 C11 119.90(16) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C14 C13 C12 120.26(16) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 119.83(17) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 120.31(17) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C11 119.77(16) . . ?
C15 C16 H16 120.1 . . ?
C11 C16 H16 120.1 . . ?
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
As1 O2 1.8391(12) . ?
As1 O1 1.8427(12) . ?
As1 C11 1.9431(16) . ?
N1 C1 1.324(2) . ?
N1 C5 1.347(2) . ?
N2 C6 1.323(2) . ?
N2 C10 1.344(2) . ?
O1 C1 1.349(2) . ?
O2 C6 1.348(2) . ?
C1 C2 1.394(2) . ?
C2 C3 1.373(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.387(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.375(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.396(2) . ?
C7 C8 1.375(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.386(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.376(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.388(2) . ?
C11 C16 1.388(2) . ?
C12 C13 1.387(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.382(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.385(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.387(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
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
O2 As1 O1 C1 -178.86(12) . . . . ?
C11 As1 O1 C1 -81.05(12) . . . . ?
O1 As1 O2 C6 -177.45(12) . . . . ?
C11 As1 O2 C6 86.25(12) . . . . ?
C5 N1 C1 O1 179.55(15) . . . . ?
C5 N1 C1 C2 -0.3(3) . . . . ?
As1 O1 C1 N1 3.58(19) . . . . ?
As1 O1 C1 C2 -176.60(12) . . . . ?
N1 C1 C2 C3 0.4(3) . . . . ?
O1 C1 C2 C3 -179.38(16) . . . . ?
C1 C2 C3 C4 -0.2(3) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
C1 N1 C5 C4 -0.1(3) . . . . ?
C3 C4 C5 N1 0.3(3) . . . . ?
C10 N2 C6 O2 -178.92(16) . . . . ?
C10 N2 C6 C7 1.1(3) . . . . ?
As1 O2 C6 N2 -9.5(2) . . . . ?
As1 O2 C6 C7 170.55(13) . . . . ?
N2 C6 C7 C8 -1.5(3) . . . . ?
O2 C6 C7 C8 178.47(17) . . . . ?
C6 C7 C8 C9 0.5(3) . . . . ?
C7 C8 C9 C10 0.8(3) . . . . ?
C6 N2 C10 C9 0.4(3) . . . . ?
C8 C9 C10 N2 -1.3(3) . . . . ?
C16 C11 C12 C13 -0.1(3) . . . . ?
As1 C11 C12 C13 -178.22(13) . . . . ?
C11 C12 C13 C14 0.2(3) . . . . ?
C12 C13 C14 C15 -0.4(3) . . . . ?
C13 C14 C15 C16 0.5(3) . . . . ?
C14 C15 C16 C11 -0.4(3) . . . . ?
C12 C11 C16 C15 0.2(3) . . . . ?
As1 C11 C16 C15 178.24(14) . . . . ?
