#------------------------------------------------------------------------------
#$Date: 2025-08-21 00:01:10 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301838 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/39/4323946.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_4323946
loop_
_publ_author_name
'Smuruthi Kamepalli'
'Claire J. Carmalt'
'Robert D. Culp'
'Alan H. Cowley'
'Richard A. Jones'
'Nicholas C. Norman'
_publ_section_title
;
 Synthesis and Structures of Intramolecularly Base-Coordinated Aryl Group
 15 Compounds
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6179
_journal_page_last               6183
_journal_paper_doi               10.1021/ic960516c
_journal_volume                  35
_journal_year                    1996
_chemical_formula_structural     '((C H3)2 N C10 H6)3 As'
_chemical_formula_sum            'C36 H36 As N3'
_chemical_formula_weight         585.60
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 100.708(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.5744(12)
_cell_length_b                   16.273(2)
_cell_length_c                   18.884(3)
_cell_measurement_reflns_used    47
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      11.75
_cell_measurement_theta_min      9.20
_cell_volume                     2891.0(7)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measurement_device       'Siemens P3'
_diffrn_measurement_method       '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  0.0455
_diffrn_reflns_av_sigmaI/netI    0.0927
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            10341
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.16
_diffrn_standards_decay_%        '0.9414 < d < 1.000'
_diffrn_standards_interval_count 96
_diffrn_standards_number         4
_exptl_absorpt_coefficient_mu    1.206
_exptl_absorpt_correction_T_max  0.91417
_exptl_absorpt_correction_T_min  0.53076
_exptl_absorpt_correction_type   SHELXA
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.004
_refine_ls_goodness_of_fit_obs   1.068
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     369
_refine_ls_number_reflns         6646
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.007
_refine_ls_restrained_S_obs      1.068
_refine_ls_R_factor_all          0.1038
_refine_ls_R_factor_obs          0.0495
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0334P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0982
_refine_ls_wR_factor_obs         0.0815
_reflns_number_observed          4193
_reflns_number_total             6647
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic960516c_4.cif
_cod_data_source_block           Compound7
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0334P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0334P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2890.9(7)
_cod_database_code               4323946
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
As As 0.76505(4) 0.63787(2) 0.20316(2) 0.02502(9) Uani 1 d . .
N1 N 0.6152(3) 0.7793(2) 0.23102(15) 0.0412(8) Uani 1 d . .
N2 N 0.9716(3) 0.6906(2) 0.12542(14) 0.0326(7) Uani 1 d . .
N3 N 0.9149(3) 0.5762(2) 0.33757(14) 0.0320(7) Uani 1 d . .
C1 C 0.6261(3) 0.6640(2) 0.1129(2) 0.0286(8) Uani 1 d . .
C2 C 0.6232(4) 0.6147(2) 0.0534(2) 0.0366(9) Uani 1 d . .
H2 H 0.6838(4) 0.5680(2) 0.0574(2) 0.046(3) Uiso 1 calc R .
C3 C 0.5336(4) 0.6308(3) -0.0133(2) 0.0431(9) Uani 1 d . .
H3 H 0.5366(4) 0.5962(3) -0.0535(2) 0.046(3) Uiso 1 calc R .
C4 C 0.4436(4) 0.6953(3) -0.0198(2) 0.0429(10) Uani 1 d . .
H4 H 0.3830(4) 0.7057(3) -0.0647(2) 0.046(3) Uiso 1 calc R .
C5 C 0.3389(4) 0.8125(2) 0.0318(2) 0.0407(9) Uani 1 d . .
H5 H 0.2771(4) 0.8209(2) -0.0131(2) 0.046(3) Uiso 1 calc R .
C6 C 0.3304(4) 0.8631(3) 0.0877(2) 0.0474(10) Uani 1 d . .
H6 H 0.2625(4) 0.9063(3) 0.0821(2) 0.046(3) Uiso 1 calc R .
C7 C 0.4217(4) 0.8514(2) 0.1536(2) 0.0384(9) Uani 1 d . .
H7 H 0.4159(4) 0.8875(2) 0.1925(2) 0.046(3) Uiso 1 calc R .
C8 C 0.5192(4) 0.7893(2) 0.1637(2) 0.0316(8) Uani 1 d . .
C9 C 0.5313(3) 0.7333(2) 0.1065(2) 0.0274(7) Uani 1 d . .
C10 C 0.4382(3) 0.7473(2) 0.0390(2) 0.0316(8) Uani 1 d . .
C11 C 0.5493(6) 0.7853(3) 0.2944(2) 0.079(2) Uani 1 d . .
H11A H 0.5232(24) 0.8426(4) 0.3013(8) 0.074(3) Uiso 1 calc R .
H11B H 0.6165(11) 0.7665(15) 0.3369(3) 0.074(3) Uiso 1 calc R .
H11C H 0.4638(15) 0.7509(12) 0.2876(6) 0.074(3) Uiso 1 calc R .
C12 C 0.7375(5) 0.8339(3) 0.2349(3) 0.072(2) Uani 1 d . .
H12A H 0.8120(11) 0.8174(10) 0.2753(9) 0.074(3) Uiso 1 calc R .
H12B H 0.7083(8) 0.8906(3) 0.2423(13) 0.074(3) Uiso 1 calc R .
H12C H 0.7740(17) 0.8305(11) 0.1899(6) 0.074(3) Uiso 1 calc R .
C13 C 0.8443(3) 0.5369(2) 0.1664(2) 0.0266(7) Uani 1 d . .
C14 C 0.7889(4) 0.4616(2) 0.1788(2) 0.0328(8) Uani 1 d . .
H14 H 0.7082(4) 0.4598(2) 0.2014(2) 0.046(3) Uiso 1 calc R .
C15 C 0.8466(4) 0.3869(2) 0.1594(2) 0.0390(9) Uani 1 d . .
H15 H 0.8051(4) 0.3361(2) 0.1693(2) 0.046(3) Uiso 1 calc R .
C16 C 0.9608(4) 0.3877(2) 0.1270(2) 0.0366(9) Uani 1 d . .
H16 H 0.9993(4) 0.3373(2) 0.1140(2) 0.046(3) Uiso 1 calc R .
C17 C 1.1424(4) 0.4620(3) 0.0776(2) 0.0403(9) Uani 1 d . .
H17 H 1.1814(4) 0.4110(3) 0.0662(2) 0.046(3) Uiso 1 calc R .
C18 C 1.2017(4) 0.5331(3) 0.0604(2) 0.0451(10) Uani 1 d . .
H18 H 1.2823(4) 0.5319(3) 0.0377(2) 0.046(3) Uiso 1 calc R .
C19 C 1.1439(4) 0.6080(2) 0.0762(2) 0.0394(9) Uani 1 d . .
H19 H 1.1852(4) 0.6576(2) 0.0633(2) 0.046(3) Uiso 1 calc R .
C20 C 1.0290(4) 0.6118(2) 0.1099(2) 0.0303(8) Uani 1 d . .
C21 C 0.9646(3) 0.5386(2) 0.1306(2) 0.0268(7) Uani 1 d . .
C22 C 1.0231(4) 0.4623(2) 0.1122(2) 0.0324(8) Uani 1 d . .
C23 C 0.9273(5) 0.7414(2) 0.0616(2) 0.0520(11) Uani 1 d . .
H23A H 1.0114(5) 0.7595(13) 0.0431(8) 0.074(3) Uiso 1 calc R .
H23B H 0.8755(23) 0.7895(8) 0.0743(4) 0.074(3) Uiso 1 calc R .
H23C H 0.8654(22) 0.7093(5) 0.0245(5) 0.074(3) Uiso 1 calc R .
C24 C 1.0709(4) 0.7356(2) 0.1805(2) 0.0499(11) Uani 1 d . .
H24A H 1.0240(9) 0.7847(8) 0.1948(10) 0.074(3) Uiso 1 calc R .
H24B H 1.1546(13) 0.7518(13) 0.1608(5) 0.074(3) Uiso 1 calc R .
H24C H 1.1004(21) 0.7002(6) 0.2226(6) 0.074(3) Uiso 1 calc R .
C25 C 0.6249(3) 0.5865(2) 0.2556(2) 0.0276(7) Uani 1 d . .
C26 C 0.4859(4) 0.5758(2) 0.2219(2) 0.0369(9) Uani 1 d . .
H26 H 0.4639(4) 0.5780(2) 0.1708(2) 0.046(3) Uiso 1 calc R .
C27 C 0.3753(4) 0.5617(2) 0.2599(2) 0.0448(10) Uani 1 d . .
H27 H 0.2815(4) 0.5521(2) 0.2344(2) 0.046(3) Uiso 1 calc R .
C28 C 0.4024(4) 0.5616(2) 0.3331(2) 0.0442(10) Uani 1 d . .
H28 H 0.3264(4) 0.5552(2) 0.3586(2) 0.046(3) Uiso 1 calc R .
C29 C 0.5701(4) 0.5733(2) 0.4476(2) 0.0454(10) Uani 1 d . .
H29 H 0.4930(4) 0.5701(2) 0.4727(2) 0.046(3) Uiso 1 calc R .
C30 C 0.7061(5) 0.5800(2) 0.4854(2) 0.0514(11) Uani 1 d . .
H30 H 0.7229(5) 0.5833(2) 0.5365(2) 0.046(3) Uiso 1 calc R .
C31 C 0.8200(4) 0.5820(2) 0.4489(2) 0.0406(9) Uani 1 d . .
H31 H 0.9144(4) 0.5840(2) 0.4755(2) 0.046(3) Uiso 1 calc R .
C32 C 0.7974(4) 0.5810(2) 0.3749(2) 0.0281(7) Uani 1 d . .
C33 C 0.6573(4) 0.5792(2) 0.3334(2) 0.0275(7) Uani 1 d . .
C34 C 0.5432(4) 0.5710(2) 0.3717(2) 0.0351(8) Uani 1 d . .
C35 C 0.9771(4) 0.4938(2) 0.3414(2) 0.0506(11) Uani 1 d . .
H35A H 1.0444(20) 0.4902(5) 0.3082(10) 0.074(3) Uiso 1 calc R .
H35B H 0.9015(5) 0.4530(3) 0.3278(13) 0.074(3) Uiso 1 calc R .
H35C H 1.0270(22) 0.4830(6) 0.3907(4) 0.074(3) Uiso 1 calc R .
C36 C 1.0242(4) 0.6372(3) 0.3614(2) 0.0597(12) Uani 1 d . .
H36A H 1.0970(14) 0.6341(10) 0.3313(9) 0.074(3) Uiso 1 calc R .
H36B H 1.0678(18) 0.6267(9) 0.4118(5) 0.074(3) Uiso 1 calc R .
H36C H 0.9815(6) 0.6922(3) 0.3573(12) 0.074(3) Uiso 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'
N N 0.0061 0.0033 '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
C13 As C25 99.42(14) . . ?
C13 As C1 96.54(12) . . ?
C25 As C1 96.31(13) . . ?
C13 As N2 73.61(11) . . ?
C25 As N2 173.03(11) . . ?
C1 As N2 84.90(11) . . ?
C13 As N1 169.24(10) . . ?
C25 As N1 80.56(11) . . ?
C1 As N1 72.82(11) . . ?
N2 As N1 106.32(9) . . ?
C13 As N3 81.91(10) . . ?
C25 As N3 71.62(11) . . ?
C1 As N3 167.27(11) . . ?
N2 As N3 106.60(8) . . ?
N1 As N3 108.09(8) . . ?
C8 N1 C11 114.6(3) . . ?
C8 N1 C12 110.6(3) . . ?
C11 N1 C12 112.5(4) . . ?
C8 N1 As 101.1(2) . . ?
C11 N1 As 121.5(2) . . ?
C12 N1 As 94.4(2) . . ?
C20 N2 C23 113.4(3) . . ?
C20 N2 C24 111.5(3) . . ?
C23 N2 C24 110.7(3) . . ?
C20 N2 As 99.6(2) . . ?
C23 N2 As 118.7(2) . . ?
C24 N2 As 102.0(2) . . ?
C32 N3 C36 113.3(3) . . ?
C32 N3 C35 112.0(3) . . ?
C36 N3 C35 110.4(3) . . ?
C32 N3 As 96.1(2) . . ?
C36 N3 As 104.5(2) . . ?
C35 N3 As 119.9(2) . . ?
C2 C1 C9 118.2(3) . . ?
C2 C1 As 118.7(2) . . ?
C9 C1 As 123.1(2) . . ?
C1 C2 C3 122.5(3) . . ?
C4 C3 C2 119.9(3) . . ?
C3 C4 C10 120.9(3) . . ?
C6 C5 C10 121.3(3) . . ?
C5 C6 C7 119.6(4) . . ?
C8 C7 C6 121.6(3) . . ?
C7 C8 N1 121.2(3) . . ?
C7 C8 C9 121.0(3) . . ?
N1 C8 C9 117.8(3) . . ?
C10 C9 C8 116.5(3) . . ?
C10 C9 C1 118.5(3) . . ?
C8 C9 C1 125.0(3) . . ?
C4 C10 C5 120.0(3) . . ?
C4 C10 C9 120.1(3) . . ?
C5 C10 C9 120.0(3) . . ?
C14 C13 C21 117.8(3) . . ?
C14 C13 As 119.5(3) . . ?
C21 C13 As 122.6(2) . . ?
C13 C14 C15 122.9(3) . . ?
C16 C15 C14 119.9(3) . . ?
C15 C16 C22 120.6(3) . . ?
C18 C17 C22 121.1(4) . . ?
C17 C18 C19 119.7(4) . . ?
C20 C19 C18 121.6(4) . . ?
C19 C20 C21 120.9(3) . . ?
C19 C20 N2 120.2(3) . . ?
C21 C20 N2 119.0(3) . . ?
C20 C21 C22 116.7(3) . . ?
C20 C21 C13 124.6(3) . . ?
C22 C21 C13 118.7(3) . . ?
C16 C22 C17 119.8(3) . . ?
C16 C22 C21 120.2(3) . . ?
C17 C22 C21 120.0(3) . . ?
C26 C25 C33 117.8(3) . . ?
C26 C25 As 120.4(2) . . ?
C33 C25 As 120.1(2) . . ?
C25 C26 C27 122.7(3) . . ?
C28 C27 C26 120.1(4) . . ?
C27 C28 C34 120.5(3) . . ?
C30 C29 C34 120.7(4) . . ?
C29 C30 C31 119.9(3) . . ?
C32 C31 C30 120.9(4) . . ?
C31 C32 C33 120.9(3) . . ?
C31 C32 N3 120.7(3) . . ?
C33 C32 N3 118.3(3) . . ?
C32 C33 C34 117.2(3) . . ?
C32 C33 C25 124.0(3) . . ?
C34 C33 C25 118.8(3) . . ?
C29 C34 C28 120.2(3) . . ?
C29 C34 C33 120.1(3) . . ?
C28 C34 C33 119.7(3) . . ?
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
As C13 1.989(3) . ?
As C25 1.994(3) . ?
As C1 2.003(3) . ?
As N2 2.807(3) . ?
As N1 2.813(3) . ?
As N3 2.855(3) . ?
N1 C8 1.433(4) . ?
N1 C11 1.457(5) . ?
N1 C12 1.460(5) . ?
N2 C20 1.446(4) . ?
N2 C23 1.458(4) . ?
N2 C24 1.467(4) . ?
N3 C32 1.436(4) . ?
N3 C36 1.452(5) . ?
N3 C35 1.464(4) . ?
C1 C2 1.376(4) . ?
C1 C9 1.439(4) . ?
C2 C3 1.410(4) . ?
C3 C4 1.349(5) . ?
C4 C10 1.403(5) . ?
C5 C6 1.353(5) . ?
C5 C10 1.415(5) . ?
C6 C7 1.395(5) . ?
C7 C8 1.364(4) . ?
C8 C9 1.434(4) . ?
C9 C10 1.432(4) . ?
C13 C14 1.372(4) . ?
C13 C21 1.440(4) . ?
C14 C15 1.412(5) . ?
C15 C16 1.348(5) . ?
C16 C22 1.404(5) . ?
C17 C18 1.354(5) . ?
C17 C22 1.418(5) . ?
C18 C19 1.393(5) . ?
C19 C20 1.371(5) . ?
C20 C21 1.428(4) . ?
C21 C22 1.431(5) . ?
C25 C26 1.375(4) . ?
C25 C33 1.449(4) . ?
C26 C27 1.404(5) . ?
C27 C28 1.358(5) . ?
C28 C34 1.417(5) . ?
C29 C30 1.368(5) . ?
C29 C34 1.408(5) . ?
C30 C31 1.396(5) . ?
C31 C32 1.374(4) . ?
C32 C33 1.422(4) . ?
C33 C34 1.424(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 28551655
2 PubChem 71349470
