#------------------------------------------------------------------------------
#$Date: 2025-08-20 23:21:57 +0200 (Wed, 20 Aug 2025) $
#$Revision: 301837 $
#$URL: svn://saulius.grazulis.lt/cod-secondary/cif/4/31/52/4315211.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_4315211
loop_
_publ_author_name
'Vivian C. Ezeh'
'Ashis K. Patra'
'Todd C. Harrop'
_publ_contact_author_address
;Department of Chemistry, The University of Georgia, 1001 Ceadr St,
 Athens, GA 30602,USA
;
_publ_contact_author_email       tharrop@chem.uga.edu
_publ_contact_author_fax         1-706-542-9454
_publ_contact_author_name        'Todd C. Harrop'
_publ_contact_author_phone       1-706-542-3486
_publ_section_title
;
 Four-Coordinate AsIII-N,S Complexes: Synthesis, Structure, Properties,
 and Biological Relevance
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2586
_journal_page_last               2588
_journal_paper_doi               10.1021/ic9025969
_journal_volume                  49
_journal_year                    2010
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C12 H10 As I N2 S'
_chemical_formula_sum            'C12 H10 As I N2 S'
_chemical_formula_weight         416.10
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 103.174(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.724(7)
_cell_length_b                   10.984(9)
_cell_length_c                   14.343(11)
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.5
_cell_measurement_theta_min      2.4
_cell_volume                     1338.2(18)
_computing_cell_refinement       'Bruker APEX II V2008.6-1'
_computing_data_collection       'Bruker APEX II V2008.6-1'
_computing_data_reduction        'Bruker APEX II V2008.6-1'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 0.5
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker Smart CCD Area Detector'
_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  0.0500
_diffrn_reflns_av_sigmaI/netI    0.0464
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13723
_diffrn_reflns_theta_full        28.50
_diffrn_reflns_theta_max         28.50
_diffrn_reflns_theta_min         2.36
_exptl_absorpt_coefficient_mu    4.981
_exptl_absorpt_correction_T_max  0.6914
_exptl_absorpt_correction_T_min  0.5220
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS(Sheldrick,1997)
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.065
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.924
_refine_diff_density_min         -0.818
_refine_diff_density_rms         0.161
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         3380
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0450
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0897P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1338
_refine_ls_wR_factor_ref         0.1557
_reflns_number_gt                2124
_reflns_number_total             3380
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic9025969_si_002.cif
_cod_data_source_block           ICcif1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        1338.3(18)
_cod_database_code               4315211
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.27758(7) 0.41218(5) 0.49361(4) 0.0703(2) Uani 1 1 d . . .
As1 As 0.02454(8) 0.26001(6) 0.47772(5) 0.0459(2) Uani 1 1 d . . .
S1 S -0.0073(2) 0.19627(16) 0.32232(12) 0.0523(4) Uani 1 1 d . . .
N1 N 0.1344(6) 0.1178(4) 0.5146(4) 0.0416(11) Uani 1 1 d . . .
N2 N 0.0650(7) 0.2620(5) 0.6497(4) 0.0516(13) Uani 1 1 d . . .
C12 C 0.0016(9) 0.3298(7) 0.7085(5) 0.0565(17) Uani 1 1 d . . .
H12 H -0.0540 0.3994 0.6841 0.068 Uiso 1 1 calc R . .
C8 C 0.1436(7) 0.1626(6) 0.6837(4) 0.0424(13) Uani 1 1 d . . .
C1 C 0.1306(7) 0.0783(5) 0.3482(4) 0.0435(14) Uani 1 1 d . . .
C6 C 0.1876(7) 0.0487(5) 0.4455(4) 0.0402(13) Uani 1 1 d . . .
C7 C 0.2092(8) 0.0922(6) 0.6130(4) 0.0465(15) Uani 1 1 d . . .
H7A H 0.3206 0.1100 0.6231 0.056 Uiso 1 1 calc R . .
H7B H 0.1986 0.0060 0.6248 0.056 Uiso 1 1 calc R . .
C5 C 0.2891(8) -0.0487(6) 0.4670(5) 0.0546(16) Uani 1 1 d . . .
H5 H 0.3289 -0.0705 0.5305 0.065 Uiso 1 1 calc R . .
C11 C 0.0150(8) 0.3015(7) 0.8037(5) 0.0580(18) Uani 1 1 d . . .
H11 H -0.0315 0.3501 0.8426 0.070 Uiso 1 1 calc R . .
C4 C 0.3321(9) -0.1138(7) 0.3955(6) 0.063(2) Uani 1 1 d . . .
H4 H 0.4000 -0.1797 0.4113 0.076 Uiso 1 1 calc R . .
C2 C 0.1777(8) 0.0125(7) 0.2781(5) 0.0528(17) Uani 1 1 d . . .
H2 H 0.1415 0.0341 0.2141 0.063 Uiso 1 1 calc R . .
C9 C 0.1642(8) 0.1282(6) 0.7795(4) 0.0483(15) Uani 1 1 d . . .
H9 H 0.2209 0.0585 0.8024 0.058 Uiso 1 1 calc R . .
C10 C 0.0992(8) 0.1989(7) 0.8394(5) 0.0527(16) Uani 1 1 d . . .
H10 H 0.1119 0.1778 0.9035 0.063 Uiso 1 1 calc R . .
C3 C 0.2766(9) -0.0836(7) 0.3013(6) 0.061(2) Uani 1 1 d . . .
H3 H 0.3065 -0.1287 0.2535 0.074 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.0957(5) 0.0596(3) 0.0599(3) -0.0068(2) 0.0266(3) -0.0272(3)
As1 0.0457(4) 0.0478(4) 0.0454(4) 0.0033(3) 0.0129(3) 0.0062(3)
S1 0.0527(10) 0.0586(10) 0.0428(9) 0.0015(7) 0.0053(7) 0.0015(8)
N1 0.041(3) 0.040(3) 0.044(3) 0.001(2) 0.013(2) 0.004(2)
N2 0.055(3) 0.055(3) 0.047(3) 0.001(2) 0.016(3) 0.000(3)
C12 0.060(4) 0.060(4) 0.051(4) -0.001(3) 0.016(3) 0.010(3)
C8 0.038(3) 0.044(3) 0.046(3) 0.000(3) 0.012(3) -0.008(3)
C1 0.037(3) 0.050(4) 0.046(3) -0.003(3) 0.013(3) -0.011(3)
C6 0.035(3) 0.042(3) 0.046(3) -0.001(3) 0.016(3) -0.006(2)
C7 0.044(4) 0.055(4) 0.042(3) 0.007(3) 0.012(3) 0.002(3)
C5 0.049(4) 0.053(4) 0.061(4) 0.002(3) 0.012(3) 0.006(3)
C11 0.052(4) 0.070(5) 0.054(4) -0.013(3) 0.016(3) -0.005(3)
C4 0.051(4) 0.057(4) 0.087(6) -0.012(4) 0.026(4) -0.001(3)
C2 0.050(4) 0.067(4) 0.045(4) -0.013(3) 0.017(3) -0.014(3)
C9 0.051(4) 0.052(4) 0.042(4) 0.003(3) 0.012(3) -0.006(3)
C10 0.052(4) 0.068(4) 0.038(3) 0.000(3) 0.009(3) -0.008(3)
C3 0.058(4) 0.075(5) 0.059(4) -0.021(4) 0.028(4) -0.007(4)
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'
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
N1 As1 S1 87.71(17) . . ?
N1 As1 I1 97.86(17) . . ?
S1 As1 I1 100.61(6) . . ?
C1 S1 As1 95.5(2) . . ?
C6 N1 C7 115.9(5) . . ?
C6 N1 As1 119.2(4) . . ?
C7 N1 As1 122.4(4) . . ?
C8 N2 C12 118.9(6) . . ?
N2 C12 C11 123.0(7) . . ?
N2 C12 H12 118.5 . . ?
C11 C12 H12 118.5 . . ?
N2 C8 C9 121.6(6) . . ?
N2 C8 C7 115.2(5) . . ?
C9 C8 C7 123.2(6) . . ?
C2 C1 C6 120.4(6) . . ?
C2 C1 S1 122.7(5) . . ?
C6 C1 S1 116.8(5) . . ?
C5 C6 N1 124.0(6) . . ?
C5 C6 C1 117.6(6) . . ?
N1 C6 C1 118.3(5) . . ?
N1 C7 C8 114.0(5) . . ?
N1 C7 H7A 108.7 . . ?
C8 C7 H7A 108.7 . . ?
N1 C7 H7B 108.7 . . ?
C8 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C4 C5 C6 120.6(7) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C10 C11 C12 118.1(7) . . ?
C10 C11 H11 121.0 . . ?
C12 C11 H11 121.0 . . ?
C3 C4 C5 121.1(7) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.4 . . ?
C3 C2 C1 120.6(7) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C10 C9 C8 119.0(6) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C9 C10 C11 119.4(6) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C2 C3 C4 119.6(7) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
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
I1 As1 2.7367(18) . ?
As1 N1 1.846(5) . ?
As1 S1 2.292(2) . ?
S1 C1 1.750(7) . ?
N1 C6 1.408(8) . ?
N1 C7 1.441(8) . ?
N2 C8 1.322(8) . ?
N2 C12 1.336(8) . ?
C12 C11 1.379(10) . ?
C12 H12 0.9300 . ?
C8 C9 1.397(8) . ?
C8 C7 1.488(9) . ?
C1 C2 1.375(9) . ?
C1 C6 1.409(9) . ?
C6 C5 1.378(9) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C5 C4 1.370(10) . ?
C5 H5 0.9300 . ?
C11 C10 1.378(10) . ?
C11 H11 0.9300 . ?
C4 C3 1.368(12) . ?
C4 H4 0.9300 . ?
C2 C3 1.356(11) . ?
C2 H2 0.9300 . ?
C9 C10 1.373(9) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C3 H3 0.9300 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660969
2 PubChem 139131865
