#------------------------------------------------------------------------------
#$Date: 2015-06-26 14:58:55 +0200 (vie 26 de jun de 2015) $
#$Revision: 139682 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/73/7117355.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_7117355
loop_
_publ_author_name
'Chitra Gurnani'
'Nemanja Dordevic'
'Senthilkumar Muthaiah'
'Dusan Dimic'
'Rakesh Ganguly'
'Milena Petkovic'
'Dragoslav Vidovic'
_publ_section_title
;
 Extending the chemistry of carbones: P-N bond cleavage via an SN2'-like
 mechanism
;
_journal_name_full               Chem.Commun.
_journal_page_first              10762
_journal_paper_doi               10.1039/C5cc03194J
_journal_volume                  51
_journal_year                    2015
_chemical_formula_sum            'C37 H30 Al Cl6 P3'
_chemical_formula_weight         807.20
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2015-04-09 deposited with the CCDC.
2015-05-29 downloaded from the CCDC.
;
_cell_angle_alpha                108.1778(13)
_cell_angle_beta                 100.8287(13)
_cell_angle_gamma                99.8863(13)
_cell_formula_units_Z            2
_cell_length_a                   10.7482(3)
_cell_length_b                   11.7146(3)
_cell_length_c                   16.2326(5)
_cell_measurement_reflns_used    9274
_cell_measurement_temperature    103.(2)
_cell_measurement_theta_max      31.0430
_cell_measurement_theta_min      2.6665
_cell_volume                     1848.28(9)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX2 (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2013)'
_computing_publication_material  'APEX2 (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      103.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            54649
_diffrn_reflns_theta_full        31.15
_diffrn_reflns_theta_max         31.15
_diffrn_reflns_theta_min         1.99
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.646
_exptl_absorpt_correction_T_max  0.86
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.240
_refine_diff_density_max         1.034
_refine_diff_density_min         -0.886
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         11898
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0326
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0388P)²+0.8901P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0786
_refine_ls_wR_factor_ref         0.0845
_reflns_number_gt                9903
_reflns_number_total             11898
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5cc03194j2.cif
_cod_data_source_block           I
_cod_database_code               7117355
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Al Al1 0.63469(4) 0.41584(4) 0.25750(3) 0.01521(8) Uani d . . . 1 . .
C C1 0.21415(12) 0.94656(11) 0.29991(8) 0.0107(2) Uani d . . . 1 . .
C C2 -0.03592(12) 0.88072(12) 0.15504(9) 0.0134(2) Uani d . . . 1 . .
C C3 -0.11067(14) 0.90944(14) 0.08685(10) 0.0199(3) Uani d . . . 1 . .
H H3 -0.0719 0.9716 0.0669 0.024 Uiso calc U . R 1 . .
C C4 -0.24115(14) 0.84691(15) 0.04864(10) 0.0237(3) Uani d . . . 1 . .
H H4 -0.2915 0.866 0.0023 0.028 Uiso calc U . R 1 . .
C C5 -0.29842(14) 0.75633(15) 0.07804(10) 0.0224(3) Uani d . . . 1 . .
H H5 -0.3879 0.7139 0.052 0.027 Uiso calc U . R 1 . .
C C6 -0.22528(14) 0.72800(14) 0.14516(10) 0.0193(3) Uani d . . . 1 . .
H H6 -0.2645 0.6657 0.1648 0.023 Uiso calc U . R 1 . .
C C7 -0.09418(13) 0.79050(12) 0.18418(9) 0.0151(2) Uani d . . . 1 . .
H H7 -0.0446 0.7713 0.2308 0.018 Uiso calc U . R 1 . .
C C8 0.12515(13) 1.12512(12) 0.22571(9) 0.0136(2) Uani d . . . 1 . .
C C9 0.21952(14) 1.21140(13) 0.21267(10) 0.0181(3) Uani d . . . 1 . .
H H9 0.2864 1.1856 0.1862 0.022 Uiso calc U . R 1 . .
C C10 0.21482(16) 1.33501(14) 0.23867(11) 0.0234(3) Uani d . . . 1 . .
H H10 0.2782 1.3939 0.2296 0.028 Uiso calc U . R 1 . .
C C11 0.11734(16) 1.37261(14) 0.27803(11) 0.0235(3) Uani d . . . 1 . .
H H11 0.1166 1.4578 0.298 0.028 Uiso calc U . R 1 . .
C C12 0.02149(15) 1.28683(14) 0.28826(10) 0.0217(3) Uani d . . . 1 . .
H H12 -0.0464 1.3128 0.3135 0.026 Uiso calc U . R 1 . .
C C13 0.02421(14) 1.16289(13) 0.26178(9) 0.0169(3) Uani d . . . 1 . .
H H13 -0.0423 1.1038 0.2681 0.02 Uiso calc U . R 1 . .
C C14 0.21859(13) 0.92346(12) 0.11637(9) 0.0128(2) Uani d . . . 1 . .
C C15 0.15494(14) 0.84503(13) 0.02827(9) 0.0172(3) Uani d . . . 1 . .
H H15 0.0628 0.8134 0.0113 0.021 Uiso calc U . R 1 . .
C C16 0.22710(16) 0.81343(14) -0.03443(10) 0.0214(3) Uani d . . . 1 . .
H H16 0.184 0.7607 -0.0945 0.026 Uiso calc U . R 1 . .
C C17 0.36229(16) 0.85886(14) -0.00945(10) 0.0220(3) Uani d . . . 1 . .
H H17 0.4114 0.8356 -0.0522 0.026 Uiso calc U . R 1 . .
C C18 0.42553(14) 0.93778(13) 0.07746(10) 0.0187(3) Uani d . . . 1 . .
H H18 0.5177 0.9694 0.0941 0.022 Uiso calc U . R 1 . .
C C19 0.35406(13) 0.97070(12) 0.14043(9) 0.0143(2) Uani d . . . 1 . .
H H19 0.3974 1.0254 0.1999 0.017 Uiso calc U . R 1 . .
C C20 0.22758(12) 0.68909(12) 0.19597(8) 0.0123(2) Uani d . . . 1 . .
C C21 0.11445(13) 0.59991(12) 0.18352(9) 0.0151(2) Uani d . . . 1 . .
H H21 0.065 0.6129 0.2269 0.018 Uiso calc U . R 1 . .
C C22 0.07408(15) 0.49243(13) 0.10803(10) 0.0209(3) Uani d . . . 1 . .
H H22 -0.0031 0.4321 0.0997 0.025 Uiso calc U . R 1 . .
C C23 0.14626(15) 0.47309(14) 0.04479(10) 0.0217(3) Uani d . . . 1 . .
H H23 0.1192 0.3989 -0.0064 0.026 Uiso calc U . R 1 . .
C C24 0.25775(15) 0.56164(14) 0.05599(10) 0.0199(3) Uani d . . . 1 . .
H H24 0.3062 0.5484 0.012 0.024 Uiso calc U . R 1 . .
C C25 0.29905(14) 0.66973(13) 0.13116(9) 0.0158(2) Uani d . . . 1 . .
H H25 0.3755 0.7303 0.1386 0.019 Uiso calc U . R 1 . .
C C26 0.46136(12) 0.86269(12) 0.31997(8) 0.0122(2) Uani d . . . 1 . .
C C27 0.52899(13) 0.76898(13) 0.30965(9) 0.0155(2) Uani d . . . 1 . .
H H27 0.482 0.6846 0.2886 0.019 Uiso calc U . R 1 . .
C C28 0.66428(13) 0.79941(14) 0.33012(10) 0.0180(3) Uani d . . . 1 . .
H H28 0.7102 0.7361 0.3254 0.022 Uiso calc U . R 1 . .
C C29 0.73301(13) 0.92257(14) 0.35756(10) 0.0186(3) Uani d . . . 1 . .
H H29 0.8257 0.9429 0.37 0.022 Uiso calc U . R 1 . .
C C30 0.66704(13) 1.01570(13) 0.36689(9) 0.0171(3) Uani d . . . 1 . .
H H30 0.7144 1.0996 0.3855 0.021 Uiso calc U . R 1 . .
C C31 0.53104(13) 0.98621(12) 0.34897(9) 0.0137(2) Uani d . . . 1 . .
H H31 0.4859 1.0502 0.3565 0.016 Uiso calc U . R 1 . .
C C32 0.24708(13) 0.76423(12) 0.38557(8) 0.0125(2) Uani d . . . 1 . .
C C33 0.12314(13) 0.75742(13) 0.40168(9) 0.0156(2) Uani d . . . 1 . .
H H33 0.0635 0.7937 0.3737 0.019 Uiso calc U . R 1 . .
C C34 0.08688(14) 0.69760(13) 0.45857(10) 0.0191(3) Uani d . . . 1 . .
H H34 0.0022 0.6922 0.4688 0.023 Uiso calc U . R 1 . .
C C35 0.17442(16) 0.64591(14) 0.50029(10) 0.0214(3) Uani d . . . 1 . .
H H35 0.1491 0.6037 0.5381 0.026 Uiso calc U . R 1 . .
C C36 0.29870(16) 0.65578(14) 0.48688(10) 0.0224(3) Uani d . . . 1 . .
H H36 0.3592 0.6222 0.5169 0.027 Uiso calc U . R 1 . .
C C37 0.33549(14) 0.71458(13) 0.42980(9) 0.0178(3) Uani d . . . 1 . .
H H37 0.4209 0.721 0.4209 0.021 Uiso calc U . R 1 . .
Cl Cl1 0.07810(3) 1.07927(3) 0.43829(2) 0.01968(7) Uani d . . . 1 . .
Cl Cl2 0.33582(3) 1.22376(3) 0.41736(2) 0.01871(7) Uani d . . . 1 . .
Cl Cl3 0.56827(5) 0.50530(4) 0.37010(3) 0.03297(10) Uani d . . . 1 . .
Cl Cl4 0.63622(4) 0.23050(3) 0.24882(3) 0.02443(8) Uani d . . . 1 . .
Cl Cl5 0.82839(4) 0.51230(4) 0.26914(4) 0.03755(11) Uani d . . . 1 . .
Cl Cl6 0.51029(4) 0.41786(4) 0.13928(3) 0.03304(10) Uani d . . . 1 . .
P P1 0.13335(3) 0.96621(3) 0.20294(2) 0.01054(6) Uani d . . . 1 . .
P P2 0.28565(3) 0.82215(3) 0.29919(2) 0.00984(6) Uani d . . . 1 . .
P P3 0.25505(3) 1.04799(3) 0.41373(2) 0.01252(7) Uani d . . . 1 . .
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.0645 0.0514 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
Cl3 Al1 Cl6 . . 108.95(3)
Cl3 Al1 Cl4 . . 110.07(2)
Cl6 Al1 Cl4 . . 110.98(3)
Cl3 Al1 Cl5 . . 110.53(3)
Cl6 Al1 Cl5 . . 107.85(3)
Cl4 Al1 Cl5 . . 108.43(2)
P1 C1 P2 . . 124.00(7)
P1 C1 P3 . . 129.34(7)
P2 C1 P3 . . 106.41(6)
C7 C2 C3 . . 119.43(12)
C7 C2 P1 . . 122.59(10)
C3 C2 P1 . . 117.96(10)
C4 C3 C2 . . 119.96(14)
C4 C3 H3 . . 120.0
C2 C3 H3 . . 120.0
C3 C4 C5 . . 120.15(13)
C3 C4 H4 . . 119.9
C5 C4 H4 . . 119.9
C6 C5 C4 . . 120.05(13)
C6 C5 H5 . . 120.0
C4 C5 H5 . . 120.0
C5 C6 C7 . . 120.27(14)
C5 C6 H6 . . 119.9
C7 C6 H6 . . 119.9
C2 C7 C6 . . 120.14(13)
C2 C7 H7 . . 119.9
C6 C7 H7 . . 119.9
C13 C8 C9 . . 119.91(12)
C13 C8 P1 . . 117.98(10)
C9 C8 P1 . . 122.03(10)
C10 C9 C8 . . 119.59(13)
C10 C9 H9 . . 120.2
C8 C9 H9 . . 120.2
C9 C10 C11 . . 120.05(14)
C9 C10 H10 . . 120.0
C11 C10 H10 . . 120.0
C12 C11 C10 . . 120.43(14)
C12 C11 H11 . . 119.8
C10 C11 H11 . . 119.8
C11 C12 C13 . . 120.11(14)
C11 C12 H12 . . 119.9
C13 C12 H12 . . 119.9
C12 C13 C8 . . 119.82(13)
C12 C13 H13 . . 120.1
C8 C13 H13 . . 120.1
C19 C14 C15 . . 119.70(12)
C19 C14 P1 . . 117.50(10)
C15 C14 P1 . . 122.79(10)
C16 C15 C14 . . 119.75(13)
C16 C15 H15 . . 120.1
C14 C15 H15 . . 120.1
C15 C16 C17 . . 120.18(13)
C15 C16 H16 . . 119.9
C17 C16 H16 . . 119.9
C18 C17 C16 . . 120.26(13)
C18 C17 H17 . . 119.9
C16 C17 H17 . . 119.9
C17 C18 C19 . . 119.96(13)
C17 C18 H18 . . 120.0
C19 C18 H18 . . 120.0
C18 C19 C14 . . 120.13(13)
C18 C19 H19 . . 119.9
C14 C19 H19 . . 119.9
C21 C20 C25 . . 119.47(12)
C21 C20 P2 . . 119.35(10)
C25 C20 P2 . . 121.03(10)
C22 C21 C20 . . 120.20(13)
C22 C21 H21 . . 119.9
C20 C21 H21 . . 119.9
C23 C22 C21 . . 120.03(13)
C23 C22 H22 . . 120.0
C21 C22 H22 . . 120.0
C24 C23 C22 . . 120.21(13)
C24 C23 H23 . . 119.9
C22 C23 H23 . . 119.9
C23 C24 C25 . . 120.32(13)
C23 C24 H24 . . 119.8
C25 C24 H24 . . 119.8
C24 C25 C20 . . 119.77(13)
C24 C25 H25 . . 120.1
C20 C25 H25 . . 120.1
C31 C26 C27 . . 119.59(12)
C31 C26 P2 . . 120.91(10)
C27 C26 P2 . . 119.47(10)
C28 C27 C26 . . 120.04(12)
C28 C27 H27 . . 120.0
C26 C27 H27 . . 120.0
C27 C28 C29 . . 120.03(13)
C27 C28 H28 . . 120.0
C29 C28 H28 . . 120.0
C30 C29 C28 . . 120.34(12)
C30 C29 H29 . . 119.8
C28 C29 H29 . . 119.8
C29 C30 C31 . . 119.99(13)
C29 C30 H30 . . 120.0
C31 C30 H30 . . 120.0
C30 C31 C26 . . 119.96(12)
C30 C31 H31 . . 120.0
C26 C31 H31 . . 120.0
C37 C32 C33 . . 119.22(12)
C37 C32 P2 . . 120.45(10)
C33 C32 P2 . . 120.01(10)
C34 C33 C32 . . 120.23(13)
C34 C33 H33 . . 119.9
C32 C33 H33 . . 119.9
C35 C34 C33 . . 119.96(13)
C35 C34 H34 . . 120.0
C33 C34 H34 . . 120.0
C36 C35 C34 . . 120.09(13)
C36 C35 H35 . . 120.0
C34 C35 H35 . . 120.0
C35 C36 C37 . . 120.36(14)
C35 C36 H36 . . 119.8
C37 C36 H36 . . 119.8
C36 C37 C32 . . 120.09(13)
C36 C37 H37 . . 120.0
C32 C37 H37 . . 120.0
C1 P1 C8 . . 110.90(6)
C1 P1 C14 . . 110.08(6)
C8 P1 C14 . . 108.73(6)
C1 P1 C2 . . 116.12(6)
C8 P1 C2 . . 103.19(6)
C14 P1 C2 . . 107.40(6)
C1 P2 C26 . . 113.69(6)
C1 P2 C20 . . 114.81(6)
C26 P2 C20 . . 105.67(6)
C1 P2 C32 . . 109.56(6)
C26 P2 C32 . . 107.46(6)
C20 P2 C32 . . 105.06(6)
C1 P3 Cl2 . . 107.21(4)
C1 P3 Cl1 . . 105.08(4)
Cl2 P3 Cl1 . . 97.48(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Al1 Cl3 . 2.1215(6)
Al1 Cl6 . 2.1322(5)
Al1 Cl4 . 2.1346(5)
Al1 Cl5 . 2.1349(6)
C1 P1 . 1.7509(13)
C1 P2 . 1.7585(12)
C1 P3 . 1.7789(13)
C2 C7 . 1.3887(18)
C2 C3 . 1.4054(18)
C2 P1 . 1.8096(13)
C3 C4 . 1.387(2)
C3 H3 . 0.95
C4 C5 . 1.391(2)
C4 H4 . 0.95
C5 C6 . 1.381(2)
C5 H5 . 0.95
C6 C7 . 1.3943(19)
C6 H6 . 0.95
C7 H7 . 0.95
C8 C13 . 1.3991(19)
C8 C9 . 1.3991(19)
C8 P1 . 1.8025(13)
C9 C10 . 1.389(2)
C9 H9 . 0.95
C10 C11 . 1.391(2)
C10 H10 . 0.95
C11 C12 . 1.383(2)
C11 H11 . 0.95
C12 C13 . 1.387(2)
C12 H12 . 0.95
C13 H13 . 0.95
C14 C19 . 1.3978(18)
C14 C15 . 1.3978(18)
C14 P1 . 1.8075(13)
C15 C16 . 1.391(2)
C15 H15 . 0.95
C16 C17 . 1.392(2)
C16 H16 . 0.95
C17 C18 . 1.385(2)
C17 H17 . 0.95
C18 C19 . 1.3909(19)
C18 H18 . 0.95
C19 H19 . 0.95
C20 C21 . 1.3965(18)
C20 C25 . 1.4011(19)
C20 P2 . 1.8083(13)
C21 C22 . 1.3876(19)
C21 H21 . 0.95
C22 C23 . 1.386(2)
C22 H22 . 0.95
C23 C24 . 1.385(2)
C23 H23 . 0.95
C24 C25 . 1.3888(19)
C24 H24 . 0.95
C25 H25 . 0.95
C26 C31 . 1.3952(18)
C26 C27 . 1.4024(18)
C26 P2 . 1.8051(13)
C27 C28 . 1.3852(19)
C27 H27 . 0.95
C28 C29 . 1.391(2)
C28 H28 . 0.95
C29 C30 . 1.385(2)
C29 H29 . 0.95
C30 C31 . 1.3946(18)
C30 H30 . 0.95
C31 H31 . 0.95
C32 C37 . 1.3966(18)
C32 C33 . 1.3989(18)
C32 P2 . 1.8205(13)
C33 C34 . 1.3932(19)
C33 H33 . 0.95
C34 C35 . 1.387(2)
C34 H34 . 0.95
C35 C36 . 1.385(2)
C35 H35 . 0.95
C36 C37 . 1.3898(19)
C36 H36 . 0.95
C37 H37 . 0.95
Cl1 P3 . 2.0842(5)
Cl2 P3 . 2.0708(5)
