#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:28:04 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179897 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/93/7019354.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_7019354
loop_
_publ_author_name
'Alhanash, Fatma B.'
'Barnes, Nicholas A.'
'Godfrey, Stephen M.'
'Hurst, Paul A.'
'Hutchinson, Adrian'
'Khan, Rana Z.'
'Pritchard, Robin G.'
_publ_section_title
;
 Structural isomerism in tris-tolyl halo-phosphonium and halo-arsonium
 tri-halides, [(CH(3)C(6)H(4))(3)EX][X(3)], (E = P, As; X = Br, I).
;
_journal_issue                   25
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7708
_journal_page_last               7728
_journal_paper_doi               10.1039/c2dt30235g
_journal_volume                  41
_journal_year                    2012
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C21 H21 I4 P1'
_chemical_formula_sum            'C21 H21 I4 P'
_chemical_formula_weight         811.78
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_creation_date             2010-07-07T19:00:10-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 91.8790(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.2712(5)
_cell_length_b                   12.1324(4)
_cell_length_c                   14.9303(6)
_cell_measurement_reflns_used    5770
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      1.018
_cell_measurement_wavelength     0.71073
_cell_volume                     2402.66(15)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_orient_matrix_type       'by Nonius Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      -0.673754E-1
_diffrn_orient_matrix_UB_12      -0.369805E-1
_diffrn_orient_matrix_UB_13      -0.24528E-2
_diffrn_orient_matrix_UB_21      -0.35269E-2
_diffrn_orient_matrix_UB_22      0.90134E-2
_diffrn_orient_matrix_UB_23      -0.666052E-1
_diffrn_orient_matrix_UB_31      0.336455E-1
_diffrn_orient_matrix_UB_32      -0.731088E-1
_diffrn_orient_matrix_UB_33      -0.69709E-2
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.081
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            27301
_diffrn_reflns_reduction_process
;
Scaled and merged with SORTAV
R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         3.07
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    5.258
_exptl_absorpt_correction_T_max  0.6784
_exptl_absorpt_correction_T_min  0.4867
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    2.244
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1496
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         4.802
_refine_diff_density_min         -2.326
_refine_diff_density_rms         0.422
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         4205
_refine_ls_number_restraints     156
_refine_ls_restrained_S_all      1.14
_refine_ls_R_factor_all          0.1371
_refine_ls_R_factor_gt           0.088
_refine_ls_shift/su_max          0.03
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0300P)²+167.6900P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1744
_refine_ls_wR_factor_ref         0.2038
_reflns_number_gt                2765
_reflns_number_total             4205
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c2dt30235g.txt
_cod_data_source_block           robin2
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7019354
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
C1 C 0.6274(14) 0.5754(15) 0.7125(13) 0.033(4) Uani 1 1 d U
C2 C 0.5412(14) 0.5663(16) 0.6538(14) 0.037(5) Uani 1 1 d U
H2 H 0.5397 0.6001 0.5964 0.044 Uiso 1 1 calc R
C3 C 0.4595(13) 0.5067(17) 0.6827(14) 0.039(5) Uani 1 1 d U
C4 C 0.4595(15) 0.4513(14) 0.7600(14) 0.038(5) Uani 1 1 d U
H4 H 0.4029 0.4087 0.7765 0.046 Uiso 1 1 calc R
C5 C 0.5470(15) 0.4584(16) 0.8165(12) 0.036(5) Uani 1 1 d U
H5 H 0.5485 0.4198 0.8719 0.043 Uiso 1 1 calc R
C6 C 0.6326(14) 0.5211(16) 0.7935(12) 0.034(4) Uani 1 1 d U
H6 H 0.6908 0.5254 0.8321 0.04 Uiso 1 1 calc R
C7 C 0.3661(18) 0.497(2) 0.6190(14) 0.053(6) Uani 1 1 d U
H7A H 0.3237 0.436 0.6384 0.08 Uiso 1 1 calc R
H7B H 0.3878 0.483 0.5579 0.08 Uiso 1 1 calc R
H7C H 0.3276 0.5658 0.6201 0.08 Uiso 1 1 calc R
C8 C 0.7054(13) 0.7649(13) 0.6141(11) 0.024(4) Uani 1 1 d U
C9 C 0.7722(14) 0.8105(15) 0.5529(15) 0.039(5) Uani 1 1 d U
H9 H 0.8321 0.7712 0.5403 0.047 Uiso 1 1 calc R
C10 C 0.7541(13) 0.9118(13) 0.5097(13) 0.029(4) Uani 1 1 d U
C11 C 0.6665(13) 0.9650(13) 0.5279(10) 0.023(4) Uani 1 1 d U
H11 H 0.6506 1.0322 0.498 0.028 Uiso 1 1 calc R
C12 C 0.5986(14) 0.9223(18) 0.5905(13) 0.040(5) Uani 1 1 d U
H12 H 0.539 0.9617 0.6035 0.048 Uiso 1 1 calc R
C13 C 0.6194(12) 0.8232(16) 0.6322(11) 0.029(4) Uani 1 1 d U
H13 H 0.5738 0.7947 0.6741 0.034 Uiso 1 1 calc R
C14 C 0.8296(14) 0.9566(15) 0.4452(12) 0.032(4) Uani 1 1 d U
H14A H 0.8122 0.9309 0.3844 0.048 Uiso 1 1 calc R
H14B H 0.8973 0.9306 0.4629 0.048 Uiso 1 1 calc R
H14C H 0.8283 1.0373 0.4465 0.048 Uiso 1 1 calc R
C15 C 0.8256(13) 0.6741(14) 0.7627(13) 0.032(4) Uani 1 1 d U
C16 C 0.9287(13) 0.6578(15) 0.7583(13) 0.032(4) Uani 1 1 d U
H16 H 0.9546 0.6249 0.7062 0.038 Uiso 1 1 calc R
C17 C 0.9961(14) 0.6884(16) 0.8285(14) 0.038(5) Uani 1 1 d U
C18 C 0.9546(14) 0.7372(14) 0.9016(13) 0.034(4) Uani 1 1 d U
H18 H 0.999 0.7602 0.9491 0.041 Uiso 1 1 calc R
C19 C 0.8521(15) 0.7552(16) 0.9109(14) 0.041(5) Uani 1 1 d U
H19 H 0.8282 0.7843 0.9653 0.049 Uiso 1 1 calc R
C20 C 0.7853(13) 0.7309(16) 0.8413(13) 0.036(5) Uani 1 1 d U
H20 H 0.716 0.7499 0.8437 0.044 Uiso 1 1 calc R
C21 C 1.1078(16) 0.6687(16) 0.8189(13) 0.042(5) Uani 1 1 d U
H21A H 1.1454 0.7063 0.8675 0.062 Uiso 1 1 calc R
H21B H 1.1287 0.6977 0.7611 0.062 Uiso 1 1 calc R
H21C H 1.1216 0.5894 0.8218 0.062 Uiso 1 1 calc R
I1 I 0.81976(9) 0.51443(10) 0.57612(8) 0.0325(3) Uani 1 1 d U
I2 I 0.92312(9) 0.28670(10) 0.47434(9) 0.0360(3) Uani 1 1 d U
I3 I 1.04788(9) 0.30666(10) 0.64491(8) 0.0325(3) Uani 1 1 d U
I4 I 1.16759(9) 0.31826(11) 0.80822(9) 0.0388(4) Uani 1 1 d U
P1 P 0.7391(4) 0.6418(4) 0.6727(3) 0.0287(10) Uani 1 1 d U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.474 1.812 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.102 0.094 '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
C6 C1 C2 121.4(17)
C6 C1 P1 119.0(15)
C2 C1 P1 119.0(15)
C3 C2 C1 118.1(18)
C3 C2 H2 120.9
C1 C2 H2 120.9
C4 C3 C2 123.6(19)
C4 C3 C7 118.2(18)
C2 C3 C7 118.0(19)
C3 C4 C5 117.5(19)
C3 C4 H4 121.3
C5 C4 H4 121.3
C4 C5 C6 122.4(18)
C4 C5 H5 118.8
C6 C5 H5 118.8
C1 C6 C5 116.8(17)
C1 C6 H6 121.6
C5 C6 H6 121.6
C3 C7 H7A 109.5
C3 C7 H7B 109.5
H7A C7 H7B 109.5
C3 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C13 C8 C9 118.1(16)
C13 C8 P1 122.0(13)
C9 C8 P1 119.7(13)
C10 C9 C8 122.6(17)
C10 C9 H9 118.7
C8 C9 H9 118.7
C11 C10 C9 117.1(16)
C11 C10 C14 123.0(15)
C9 C10 C14 119.9(17)
C10 C11 C12 121.6(16)
C10 C11 H11 119.2
C12 C11 H11 119.2
C13 C12 C11 119.7(18)
C13 C12 H12 120.2
C11 C12 H12 120.2
C8 C13 C12 120.9(17)
C8 C13 H13 119.5
C12 C13 H13 119.5
C10 C14 H14A 109.5
C10 C14 H14B 109.5
H14A C14 H14B 109.5
C10 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C16 C15 C20 119.2(17)
C16 C15 P1 123.1(14)
C20 C15 P1 117.4(13)
C15 C16 C17 122.2(18)
C15 C16 H16 118.9
C17 C16 H16 118.9
C18 C17 C16 116.3(18)
C18 C17 C21 124.3(18)
C16 C17 C21 119.3(18)
C17 C18 C19 124.6(18)
C17 C18 H18 117.7
C19 C18 H18 117.7
C20 C19 C18 120.0(19)
C20 C19 H19 120
C18 C19 H19 120
C19 C20 C15 117.3(17)
C19 C20 H20 121.3
C15 C20 H20 121.3
C17 C21 H21A 109.5
C17 C21 H21B 109.5
H21A C21 H21B 109.5
C17 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
I4 I3 I2 178.18(6)
C15 P1 C8 109.4(8)
C15 P1 C1 111.4(9)
C8 P1 C1 109.9(8)
C15 P1 I1 107.9(6)
C8 P1 I1 110.8(6)
C1 P1 I1 107.4(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.38(3)
C1 C2 1.42(3)
C1 P1 1.805(19)
C2 C3 1.38(3)
C2 H2 0.95
C3 C4 1.34(3)
C3 C7 1.54(3)
C4 C5 1.42(3)
C4 H4 0.95
C5 C6 1.42(3)
C5 H5 0.95
C6 H6 0.95
C7 H7A 0.98
C7 H7B 0.98
C7 H7C 0.98
C8 C13 1.38(2)
C8 C9 1.41(3)
C8 P1 1.781(17)
C9 C10 1.41(2)
C9 H9 0.95
C10 C11 1.36(2)
C10 C14 1.51(2)
C11 C12 1.42(2)
C11 H11 0.95
C12 C13 1.38(3)
C12 H12 0.95
C13 H13 0.95
C14 H14A 0.98
C14 H14B 0.98
C14 H14C 0.98
C15 C16 1.39(2)
C15 C20 1.48(2)
C15 P1 1.782(19)
C16 C17 1.40(3)
C16 H16 0.95
C17 C18 1.37(3)
C17 C21 1.51(3)
C18 C19 1.39(3)
C18 H18 0.95
C19 C20 1.38(3)
C19 H19 0.95
C20 H20 0.95
C21 H21A 0.98
C21 H21B 0.98
C21 H21C 0.98
I1 P1 2.390(5)
I2 I3 3.0015(18)
I3 I4 2.8697(18)
