#------------------------------------------------------------------------------
#$Date: 2017-04-08 03:20:44 +0300 (Sat, 08 Apr 2017) $
#$Revision: 195265 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/72/4087205.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_4087205
loop_
_publ_author_name
'Hupf, Emanuel'
'Do, Truong Giang'
'Nordheider, Andreas'
'Wehrhahn, Maren'
'Sanz Camacho, Paula'
'Ashbrook, Sharon E.'
'Lork, Enno'
'Slawin, Alexandra M. Z.'
'Mebs, Stefan'
'Woollins, J. Derek'
'Beckmann, Jens'
_publ_section_title
;
 Selective Oxidation and Functionalization of
 6-Diphenylphosphinoacenaphthyl-5-tellurenyl Species 6-Ph2P-Ace-5-TeX (X =
 Mes, Cl, O3SCF3). Various Types of P--E···Te(II,IV)
 Bonding Situations (E = O, S, Se)
;
_journal_name_full               Organometallics
_journal_paper_doi               10.1021/acs.organomet.7b00133
_journal_year                    2017
_chemical_formula_sum            'C24 H18 I3 O P Te'
_chemical_formula_weight         861.65
_chemical_name_systematic
; 
 ? 
;
_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                 93.3010(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.5535(4)
_cell_length_b                   12.2415(3)
_cell_length_c                   14.8388(4)
_cell_measurement_reflns_used    9554
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.03
_cell_measurement_theta_min      2.59
_cell_volume                     2457.90(12)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    Diamond
_computing_publication_material  WinGX
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Venture D8'
_diffrn_measurement_method       'φ and 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  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0113
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            138577
_diffrn_reflns_theta_full        30.06
_diffrn_reflns_theta_max         30.06
_diffrn_reflns_theta_min         2.24
_exptl_absorpt_coefficient_mu    5.058
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6599
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS (Bruker, 2000)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    2.329
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.697
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         7192
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0185
_refine_ls_R_factor_gt           0.0152
_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/[σ²(Fo²)+(0.0149P)²+1.9412P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0326
_refine_ls_wR_factor_ref         0.0336
_reflns_number_gt                6672
_reflns_number_total             7192
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om7b00133_si_002.cif
_cod_data_source_block           9O
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4087205
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
O1 O 0.38269(9) 0.12728(10) 0.03683(8) 0.0143(2) Uani 1 1 d .
C22 C 0.38128(13) -0.23090(14) -0.02676(12) 0.0170(3) Uani 1 1 d .
H22 H 0.3753 -0.2565 -0.0858 0.020 Uiso 1 1 calc R
C21 C 0.35740(12) -0.12327(14) -0.00790(12) 0.0152(3) Uani 1 1 d .
H21 H 0.3363 -0.0763 -0.0544 0.018 Uiso 1 1 calc R
C23 C 0.41412(13) -0.30037(14) 0.04289(13) 0.0183(3) Uani 1 1 d .
H23 H 0.4300 -0.3724 0.0301 0.022 Uiso 1 1 calc R
C30 C 0.36905(12) 0.09112(12) 0.21465(11) 0.0126(3) Uani 1 1 d .
C20 C 0.36521(12) -0.08590(13) 0.08139(11) 0.0124(3) Uani 1 1 d .
C24 C 0.42339(13) -0.26321(14) 0.13116(13) 0.0195(3) Uani 1 1 d .
H24 H 0.4462 -0.3100 0.1771 0.023 Uiso 1 1 calc R
C31 C 0.30173(13) 0.11362(14) 0.27975(12) 0.0171(3) Uani 1 1 d .
H31 H 0.2348 0.0994 0.2680 0.021 Uiso 1 1 calc R
C25 C 0.39863(13) -0.15570(14) 0.15117(12) 0.0169(3) Uani 1 1 d .
H25 H 0.4043 -0.1307 0.2104 0.020 Uiso 1 1 calc R
C1 C -0.10048(13) 0.24989(15) 0.13634(13) 0.0207(4) Uani 1 1 d .
H1A H -0.1490 0.2764 0.0909 0.025 Uiso 1 1 calc R
H1B H -0.1133 0.2830 0.1939 0.025 Uiso 1 1 calc R
C35 C 0.46984(13) 0.11015(15) 0.23312(12) 0.0186(3) Uani 1 1 d .
H35 H 0.5149 0.0936 0.1901 0.022 Uiso 1 1 calc R
C2 C -0.10398(13) 0.12362(15) 0.14282(13) 0.0198(3) Uani 1 1 d .
H2A H -0.1210 0.1008 0.2026 0.024 Uiso 1 1 calc R
H2B H -0.1523 0.0939 0.0987 0.024 Uiso 1 1 calc R
C34 C 0.50253(15) 0.15387(15) 0.31582(14) 0.0239(4) Uani 1 1 d .
H34 H 0.5696 0.1664 0.3286 0.029 Uiso 1 1 calc R
C32 C 0.33537(16) 0.15753(16) 0.36249(13) 0.0242(4) Uani 1 1 d .
H32 H 0.2910 0.1725 0.4064 0.029 Uiso 1 1 calc R
C33 C 0.43497(16) 0.17876(15) 0.37920(13) 0.0253(4) Uani 1 1 d .
H33 H 0.4568 0.2102 0.4338 0.030 Uiso 1 1 calc R
I3 I 0.414656(8) 0.402367(9) 0.141249(7) 0.01597(3) Uani 1 1 d .
Te1 Te 0.331163(7) 0.288143(8) -0.017827(7) 0.01006(3) Uani 1 1 d .
I1 I 0.274473(8) 0.480549(9) -0.114471(7) 0.01717(3) Uani 1 1 d .
I2 I 0.240040(8) 0.152889(9) -0.162661(7) 0.01611(3) Uani 1 1 d .
P1 P 0.33120(3) 0.05243(3) 0.10162(3) 0.01060(7) Uani 1 1 d .
C16 C 0.04080(12) -0.01600(14) 0.12418(11) 0.0151(3) Uani 1 1 d .
H16 H 0.0033 -0.0781 0.1336 0.018 Uiso 1 1 calc R
C17 C 0.14272(12) -0.02362(13) 0.10999(11) 0.0141(3) Uani 1 1 d .
H17 H 0.1728 -0.0918 0.1149 0.017 Uiso 1 1 calc R
C18 C 0.20032(12) 0.06579(13) 0.08898(11) 0.0113(3) Uani 1 1 d .
C13 C 0.00294(12) 0.27584(14) 0.11027(11) 0.0134(3) Uani 1 1 d .
C14 C 0.05654(12) 0.17811(13) 0.10277(10) 0.0112(3) Uani 1 1 d .
C19 C 0.15622(12) 0.17240(13) 0.07932(10) 0.0104(3) Uani 1 1 d .
C10 C 0.19709(11) 0.27430(13) 0.05233(11) 0.0112(3) Uani 1 1 d .
C11 C 0.14540(13) 0.37041(13) 0.06291(11) 0.0143(3) Uani 1 1 d .
H11 H 0.1755 0.4361 0.0490 0.017 Uiso 1 1 calc R
C12 C 0.04866(13) 0.37325(14) 0.09395(11) 0.0150(3) Uani 1 1 d .
H12 H 0.0169 0.4394 0.1031 0.018 Uiso 1 1 calc R
C15 C -0.00092(12) 0.08597(14) 0.12370(11) 0.0138(3) 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Te Te -0.5308 1.6751 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
P1 O1 Te1 127.98(7)
C21 C22 C23 119.89(16)
C22 C21 C20 119.66(16)
C24 C23 C22 120.61(16)
C31 C30 C35 120.18(16)
C31 C30 P1 122.55(13)
C35 C30 P1 116.90(13)
C25 C20 C21 120.33(15)
C25 C20 P1 122.08(13)
C21 C20 P1 117.59(12)
C23 C24 C25 120.09(17)
C32 C31 C30 119.54(17)
C24 C25 C20 119.40(16)
C13 C1 C2 104.95(14)
C34 C35 C30 119.76(17)
C15 C2 C1 105.09(14)
C33 C34 C35 119.73(18)
C33 C32 C31 119.82(18)
C32 C33 C34 120.92(17)
C10 Te1 O1 90.57(5)
C10 Te1 I1 95.63(4)
O1 Te1 I1 170.86(3)
C10 Te1 I3 86.87(4)
O1 Te1 I3 91.74(3)
I1 Te1 I3 95.289(5)
C10 Te1 I2 88.76(4)
O1 Te1 I2 82.96(3)
I1 Te1 I2 90.454(4)
I3 Te1 I2 173.093(5)
O1 P1 C18 111.56(7)
O1 P1 C20 109.37(7)
C18 P1 C20 109.56(7)
O1 P1 C30 108.35(7)
C18 P1 C30 107.73(8)
C20 P1 C30 110.24(7)
C15 C16 C17 117.80(15)
C18 C17 C16 123.23(15)
C17 C18 C19 120.07(14)
C17 C18 P1 118.23(12)
C19 C18 P1 119.95(12)
C12 C13 C14 118.98(15)
C12 C13 C1 131.59(15)
C14 C13 C1 109.43(14)
C13 C14 C15 111.53(14)
C13 C14 C19 124.44(15)
C15 C14 C19 124.01(15)
C14 C19 C10 114.57(14)
C14 C19 C18 114.64(14)
C10 C19 C18 130.77(14)
C11 C10 C19 120.19(14)
C11 C10 Te1 115.80(11)
C19 C10 Te1 123.72(11)
C10 C11 C12 122.88(15)
C13 C12 C11 118.20(15)
C16 C15 C14 119.67(15)
C16 C15 C2 131.43(15)
C14 C15 C2 108.90(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 P1 1.5258(12)
O1 Te1 2.2267(12)
C22 C21 1.389(2)
C22 C23 1.392(3)
C21 C20 1.400(2)
C23 C24 1.385(3)
C30 C31 1.394(2)
C30 C35 1.397(2)
C30 P1 1.7892(17)
C20 C25 1.398(2)
C20 P1 1.7850(16)
C24 C25 1.394(2)
C31 C32 1.393(2)
C1 C13 1.509(2)
C1 C2 1.550(3)
C35 C34 1.388(3)
C2 C15 1.513(2)
C34 C33 1.384(3)
C32 C33 1.383(3)
I3 Te1 2.91549(15)
Te1 C10 2.1523(15)
Te1 I1 2.84036(15)
Te1 I2 2.92913(15)
P1 C18 1.7805(16)
C16 C15 1.370(2)
C16 C17 1.412(2)
C17 C18 1.390(2)
C18 C19 1.439(2)
C13 C12 1.372(2)
C13 C14 1.407(2)
C14 C15 1.415(2)
C14 C19 1.416(2)
C19 C10 1.431(2)
C10 C11 1.383(2)
C11 C12 1.415(2)
