#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:55:20 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178707 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/18/4081825.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_4081825
loop_
_publ_author_name
'Sircoglou, Marie'
'Saffon, Nathalie'
'Miqueu, Karinne'
'Bouhadir, Ghenwa'
'Bourissou, Didier'
_publ_section_title
;
 Activation of M--Cl Bonds with Phosphine--Alanes: Preparation and
 Characterization of Zwitterionic Gold and Copper Complexes
;
_journal_issue                   22
_journal_name_full               Organometallics
_journal_page_first              6780
_journal_paper_doi               10.1021/om4005884
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C25 H38 Al Cl4 Cu P2'
_chemical_formula_weight         632.81
_chemical_name_systematic
; 
 ? 
;
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 113.8940(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.5036(3)
_cell_length_b                   20.3451(4)
_cell_length_c                   13.3152(3)
_cell_measurement_reflns_used    6881
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.17
_cell_measurement_theta_min      2.68
_cell_volume                     3096.92(12)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and 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  0.0741
_diffrn_reflns_av_sigmaI/netI    0.0466
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            48438
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         5.12
_exptl_absorpt_coefficient_mu    1.195
_exptl_absorpt_correction_T_max  0.909
_exptl_absorpt_correction_T_min  0.866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.708
_refine_diff_density_min         -0.736
_refine_diff_density_rms         0.074
_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     306
_refine_ls_number_reflns         6293
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0396
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0358P)²+3.4963P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0843
_refine_ls_wR_factor_ref         0.0959
_reflns_number_gt                4645
_reflns_number_total             6293
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om4005884_si_002.cif
_cod_data_source_block           5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4081825
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu1 Cu 0.34418(3) 0.294676(17) 0.39130(3) 0.02424(11) Uani 1 1 d .
Al1 Al 0.36059(8) 0.17543(4) 0.12055(7) 0.02142(19) Uani 1 1 d .
P1 P 0.53626(7) 0.31907(4) 0.46789(6) 0.02424(17) Uani 1 1 d .
P2 P 0.16713(7) 0.34236(4) 0.33899(6) 0.02387(17) Uani 1 1 d .
Cl1 Cl 0.32187(7) 0.22619(3) 0.54493(6) 0.02595(16) Uani 1 1 d .
Cl2 Cl 0.33052(7) 0.19450(3) 0.27284(6) 0.02859(17) Uani 1 1 d .
C1 C 0.6257(3) 0.24648(15) 0.4662(3) 0.0304(7) Uani 1 1 d .
H1 H 0.5890 0.2282 0.3900 0.036 Uiso 1 1 calc R
C2 C 0.7538(3) 0.25901(19) 0.4890(3) 0.0463(9) Uani 1 1 d .
H2A H 0.7966 0.2712 0.5663 0.070 Uiso 1 1 calc R
H2B H 0.7590 0.2949 0.4420 0.070 Uiso 1 1 calc R
H2C H 0.7881 0.2191 0.4733 0.070 Uiso 1 1 calc R
C3 C 0.6146(3) 0.19301(17) 0.5416(3) 0.0395(8) Uani 1 1 d .
H3A H 0.6562 0.1535 0.5350 0.059 Uiso 1 1 calc R
H3B H 0.5318 0.1825 0.5204 0.059 Uiso 1 1 calc R
H3C H 0.6487 0.2086 0.6177 0.059 Uiso 1 1 calc R
C4 C 0.5765(3) 0.38320(16) 0.3916(3) 0.0330(7) Uani 1 1 d .
H4 H 0.6633 0.3891 0.4264 0.040 Uiso 1 1 calc R
C5 C 0.5415(4) 0.36184(19) 0.2728(3) 0.0477(9) Uani 1 1 d .
H5A H 0.4568 0.3546 0.2381 0.072 Uiso 1 1 calc R
H5B H 0.5822 0.3210 0.2710 0.072 Uiso 1 1 calc R
H5C H 0.5629 0.3962 0.2328 0.072 Uiso 1 1 calc R
C6 C 0.5194(4) 0.44787(17) 0.3991(3) 0.0468(9) Uani 1 1 d .
H6A H 0.4356 0.4409 0.3782 0.070 Uiso 1 1 calc R
H6B H 0.5307 0.4800 0.3494 0.070 Uiso 1 1 calc R
H6C H 0.5553 0.4644 0.4747 0.070 Uiso 1 1 calc R
C7 C 0.5966(3) 0.34974(14) 0.6097(2) 0.0259(6) Uani 1 1 d .
C8 C 0.7115(3) 0.37338(16) 0.6548(3) 0.0347(8) Uani 1 1 d .
H8 H 0.7568 0.3719 0.6123 0.042 Uiso 1 1 calc R
C9 C 0.0503(3) 0.29078(16) 0.3523(3) 0.0302(7) Uani 1 1 d .
H9 H 0.0742 0.2846 0.4330 0.036 Uiso 1 1 calc R
C10 C -0.0689(3) 0.3245(2) 0.3106(3) 0.0465(9) Uani 1 1 d .
H10A H -0.0983 0.3307 0.2309 0.070 Uiso 1 1 calc R
H10B H -0.0611 0.3674 0.3464 0.070 Uiso 1 1 calc R
H10C H -0.1238 0.2972 0.3277 0.070 Uiso 1 1 calc R
C11 C 0.0428(3) 0.22142(16) 0.3046(3) 0.0397(8) Uani 1 1 d .
H11A H -0.0085 0.1942 0.3269 0.059 Uiso 1 1 calc R
H11B H 0.1211 0.2019 0.3323 0.059 Uiso 1 1 calc R
H11C H 0.0110 0.2239 0.2243 0.059 Uiso 1 1 calc R
C12 C 0.1030(3) 0.38015(16) 0.2010(2) 0.0316(7) Uani 1 1 d .
H12 H 0.0322 0.4058 0.1942 0.038 Uiso 1 1 calc R
C14 C 0.1922(3) 0.42740(18) 0.1888(3) 0.0447(9) Uani 1 1 d .
H14A H 0.2569 0.4022 0.1844 0.067 Uiso 1 1 calc R
H14B H 0.2223 0.4568 0.2525 0.067 Uiso 1 1 calc R
H14C H 0.1544 0.4534 0.1217 0.067 Uiso 1 1 calc R
C15 C 0.1779(3) 0.40849(14) 0.4362(2) 0.0252(6) Uani 1 1 d .
C16 C 0.1155(3) 0.46764(15) 0.4029(3) 0.0328(7) Uani 1 1 d .
H16 H 0.0685 0.4747 0.3272 0.039 Uiso 1 1 calc R
C13 C 0.0665(3) 0.32823(18) 0.1100(3) 0.0421(9) Uani 1 1 d .
H13A H 0.0437 0.3499 0.0386 0.063 Uiso 1 1 calc R
H13B H 0.0001 0.3030 0.1109 0.063 Uiso 1 1 calc R
H13C H 0.1323 0.2985 0.1222 0.063 Uiso 1 1 calc R
C17 C 0.1212(3) 0.51569(15) 0.4780(3) 0.0354(8) Uani 1 1 d .
H17 H 0.0783 0.5554 0.4542 0.042 Uiso 1 1 calc R
C18 C 0.1893(3) 0.50570(15) 0.5876(3) 0.0333(7) Uani 1 1 d .
H18 H 0.1936 0.5384 0.6399 0.040 Uiso 1 1 calc R
C19 C 0.2494(3) 0.10280(14) 0.0477(2) 0.0242(6) Uani 1 1 d .
C20 C 0.2519(3) 0.05244(14) 0.1214(3) 0.0298(7) Uani 1 1 d .
H20 H 0.2984 0.0585 0.1975 0.036 Uiso 1 1 calc R
C21 C 0.5271(3) 0.14872(13) 0.1712(2) 0.0235(6) Uani 1 1 d .
C22 C 0.5795(3) 0.12066(14) 0.2762(2) 0.0280(7) Uani 1 1 d .
H22 H 0.5347 0.1173 0.3190 0.034 Uiso 1 1 calc R
C23 C 0.6938(3) 0.09747(15) 0.3207(3) 0.0338(8) Uani 1 1 d .
H23 H 0.7258 0.0792 0.3925 0.041 Uiso 1 1 calc R
C24 C 0.7605(3) 0.10125(16) 0.2599(3) 0.0361(8) Uani 1 1 d .
H24 H 0.8393 0.0865 0.2900 0.043 Uiso 1 1 calc R
C25 C 0.7627(5) 0.5643(2) 0.0884(4) 0.0703(14) Uani 1 1 d .
H25A H 0.7701 0.5922 0.1519 0.084 Uiso 1 1 calc R
H25B H 0.7448 0.5934 0.0241 0.084 Uiso 1 1 calc R
Cl3 Cl 0.6496(2) 0.51066(12) 0.0619(2) 0.1643(10) Uani 1 1 d .
Cl4 Cl 0.89470(15) 0.52492(9) 0.11685(11) 0.1078(6) 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'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
P1 Cu1 P2 141.18(3) . .
P1 Cu1 Cl2 104.43(3) . .
P2 Cu1 Cl2 110.06(3) . .
P1 Cu1 Cl1 101.41(3) . .
P2 Cu1 Cl1 93.98(3) . .
Cl2 Cu1 Cl1 93.29(3) . .
C21 Al1 C19 113.03(12) . .
C21 Al1 Cl1 114.17(9) . 4_565
C19 Al1 Cl1 118.07(9) . 4_565
C21 Al1 Cl2 106.08(9) . .
C19 Al1 Cl2 103.26(9) . .
Cl1 Al1 Cl2 99.78(4) 4_565 .
C7 P1 C4 103.66(14) . .
C7 P1 C1 106.51(14) . .
C4 P1 C1 104.84(15) . .
C7 P1 Cu1 117.32(10) . .
C4 P1 Cu1 112.67(11) . .
C1 P1 Cu1 110.85(10) . .
C15 P2 C12 105.94(14) . .
C15 P2 C9 100.54(14) . .
C12 P2 C9 106.70(15) . .
C15 P2 Cu1 108.38(10) . .
C12 P2 Cu1 117.56(11) . .
C9 P2 Cu1 115.95(10) . .
Al1 Cl1 Cu1 78.33(3) 4_566 .
Al1 Cl2 Cu1 135.00(4) . .
C3 C1 C2 110.9(3) . .
C3 C1 P1 110.1(2) . .
C2 C1 P1 116.9(2) . .
C6 C4 C5 111.8(3) . .
C6 C4 P1 109.6(2) . .
C5 C4 P1 110.0(2) . .
C8 C7 C21 120.6(3) . 4_566
C8 C7 P1 118.7(2) . .
C21 C7 P1 120.7(2) 4_566 .
C24 C8 C7 121.4(3) 4_566 .
C10 C9 C11 112.1(3) . .
C10 C9 P2 113.5(2) . .
C11 C9 P2 113.5(2) . .
C14 C12 C13 110.2(3) . .
C14 C12 P2 109.0(2) . .
C13 C12 P2 111.7(2) . .
C16 C15 C19 120.4(3) . 4_566
C16 C15 P2 122.2(2) . .
C19 C15 P2 117.3(2) 4_566 .
C17 C16 C15 121.3(3) . .
C18 C17 C16 119.5(3) . .
C17 C18 C20 119.7(3) . 4_566
C15 C19 C20 116.2(3) 4_565 .
C15 C19 Al1 130.9(2) 4_565 .
C20 C19 Al1 112.7(2) . .
C18 C20 C19 122.9(3) 4_565 .
C22 C21 C7 115.9(3) . 4_565
C22 C21 Al1 116.9(2) . .
C7 C21 Al1 127.0(2) 4_565 .
C23 C22 C21 123.3(3) . .
C24 C23 C22 119.5(3) . .
C8 C24 C23 119.4(3) 4_565 .
Cl3 C25 Cl4 112.7(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 P1 2.2518(8) .
Cu1 P2 2.2534(8) .
Cu1 Cl2 2.5403(8) .
Cu1 Cl1 2.5818(8) .
Al1 C21 1.986(3) .
Al1 C19 1.991(3) .
Al1 Cl1 2.2045(11) 4_565
Al1 Cl2 2.2408(11) .
P1 C7 1.836(3) .
P1 C4 1.844(3) .
P1 C1 1.858(3) .
P2 C15 1.833(3) .
P2 C12 1.848(3) .
P2 C9 1.864(3) .
Cl1 Al1 2.2044(11) 4_566
C1 C3 1.524(5) .
C1 C2 1.527(4) .
C4 C6 1.519(5) .
C4 C5 1.524(4) .
C7 C8 1.399(4) .
C7 C21 1.415(4) 4_566
C8 C24 1.379(4) 4_566
C9 C10 1.527(4) .
C9 C11 1.534(5) .
C12 C14 1.530(5) .
C12 C13 1.531(4) .
C15 C16 1.405(4) .
C15 C19 1.408(4) 4_566
C16 C17 1.380(4) .
C17 C18 1.374(5) .
C18 C20 1.389(4) 4_566
C19 C15 1.408(4) 4_565
C19 C20 1.410(4) .
C20 C18 1.389(4) 4_565
C21 C22 1.403(4) .
C21 C7 1.415(4) 4_565
C22 C23 1.389(4) .
C23 C24 1.380(5) .
C24 C8 1.379(4) 4_565
C25 Cl3 1.706(5) .
C25 Cl4 1.734(5) .
