#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/14/2231469.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2231469
loop_
_publ_author_name
'Sithole, Sicelo V.'
'Staples, Richard J.'
'Van Zyl, Werner E.'
_publ_section_title
;
 Bis[bis(diphenylphosphinoyl)acetonitrile-κ²O,O']copper(II)
;
_journal_coeditor_code           FF2023
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1217
_journal_paper_doi               10.1107/S1600536811031564
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Cu (C26 H20 N1 O2 P2)2]'
_chemical_formula_moiety         'C52 H40 Cu N2 O4 P4'
_chemical_formula_sum            'C52 H40 Cu N2 O4 P4'
_chemical_formula_weight         944.28
_chemical_name_systematic
;
Bis[bis(diphenylphosphinoyl)acetonitrile-κ²O,O']copper(II)
;
_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                 111.5260(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.5917(7)
_cell_length_b                   25.8793(19)
_cell_length_c                   9.6648(7)
_cell_measurement_reflns_used    9929
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.67
_cell_measurement_theta_min      2.40
_cell_volume                     2231.7(3)
_computing_cell_refinement       'APEX2 (Bruker, 2009)'
_computing_data_collection       'COSMO (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 836.6
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'ω,and/f 0.5°'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_sigmaI/netI    0.0232
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            43689
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.05
_diffrn_reflns_theta_min         2.40
_exptl_absorpt_coefficient_mu    0.682
_exptl_absorpt_correction_T_max  0.9202
_exptl_absorpt_correction_T_min  0.8072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2009)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             974
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.488
_refine_diff_density_min         -0.324
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         5640
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0328
_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)+(0.0428P)²+1.1569P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0816
_refine_ls_wR_factor_ref         0.0862
_reflns_number_gt                4832
_reflns_number_total             5640
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ff2023.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2231469
_cod_database_fobs_code          2231469
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_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
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Cu Cu1 0.0000 0.0000 0.5000 0.01782(8) Uani d S 1 2
P P1 0.11652(4) 0.085542(15) 0.73438(4) 0.02022(9) Uani d . 1 1
P P2 0.19258(4) 0.090614(15) 0.46718(4) 0.01886(9) Uani d . 1 1
O O1 -0.01591(12) 0.05965(4) 0.61444(12) 0.0222(2) Uani d . 1 1
O O2 0.12911(12) 0.03636(4) 0.42218(12) 0.0230(2) Uani d . 1 1
N N1 0.49225(17) 0.14605(6) 0.81575(19) 0.0374(4) Uani d . 1 1
C C1 0.24792(17) 0.10182(6) 0.65683(17) 0.0217(3) Uani d . 1 1
C C2 0.38298(18) 0.12620(6) 0.74163(18) 0.0243(3) Uani d . 1 1
C C3 0.04936(19) 0.14124(6) 0.80190(19) 0.0259(3) Uani d . 1 1
C C4 -0.1033(2) 0.15090(8) 0.7557(2) 0.0349(4) Uani d . 1 1
H H4 -0.1730 0.1273 0.6911 0.042 Uiso calc R 1 1
C C5 -0.1545(3) 0.19521(8) 0.8038(3) 0.0474(5) Uani d . 1 1
H H5 -0.2590 0.2017 0.7729 0.057 Uiso calc R 1 1
C C6 -0.0534(3) 0.22945(8) 0.8963(3) 0.0525(6) Uani d . 1 1
H H6 -0.0884 0.2598 0.9284 0.063 Uiso calc R 1 1
C C7 0.0989(3) 0.22001(9) 0.9432(3) 0.0571(7) Uani d . 1 1
H H7 0.1680 0.2438 1.0074 0.069 Uiso calc R 1 1
C C8 0.1504(2) 0.17605(8) 0.8966(3) 0.0442(5) Uani d . 1 1
H H8 0.2550 0.1695 0.9291 0.053 Uiso calc R 1 1
C C9 0.19949(18) 0.04236(6) 0.88816(18) 0.0241(3) Uani d . 1 1
C C10 0.2915(2) 0.00309(7) 0.87194(19) 0.0289(4) Uani d . 1 1
H H10 0.3206 0.0028 0.7880 0.035 Uiso calc R 1 1
C C11 0.3408(2) -0.03571(7) 0.9783(2) 0.0336(4) Uani d . 1 1
H H11 0.4036 -0.0625 0.9670 0.040 Uiso calc R 1 1
C C12 0.2983(2) -0.03529(8) 1.1009(2) 0.0356(4) Uani d . 1 1
H H12 0.3309 -0.0621 1.1729 0.043 Uiso calc R 1 1
C C13 0.2088(3) 0.00393(8) 1.1186(2) 0.0389(4) Uani d . 1 1
H H13 0.1812 0.0044 1.2035 0.047 Uiso calc R 1 1
C C14 0.1591(2) 0.04268(7) 1.0126(2) 0.0335(4) Uani d . 1 1
H H14 0.0972 0.0696 1.0249 0.040 Uiso calc R 1 1
C C15 0.05405(18) 0.13679(6) 0.36258(18) 0.0248(3) Uani d . 1 1
C C16 0.0541(2) 0.18605(7) 0.4181(3) 0.0440(5) Uani d . 1 1
H H16 0.1279 0.1955 0.5112 0.053 Uiso calc R 1 1
C C17 -0.0536(3) 0.22178(9) 0.3379(3) 0.0625(7) Uani d . 1 1
H H17 -0.0526 0.2558 0.3750 0.075 Uiso calc R 1 1
C C18 -0.1616(3) 0.20742(10) 0.2045(3) 0.0596(7) Uani d . 1 1
H H18 -0.2361 0.2316 0.1505 0.072 Uiso calc R 1 1
C C19 -0.1631(2) 0.15861(10) 0.1484(2) 0.0463(5) Uani d . 1 1
H H19 -0.2383 0.1493 0.0561 0.056 Uiso calc R 1 1
C C20 -0.05537(19) 0.12307(8) 0.22608(19) 0.0316(4) Uani d . 1 1
H H20 -0.0557 0.0894 0.1868 0.038 Uiso calc R 1 1
C C21 0.35557(17) 0.09861(6) 0.42016(17) 0.0226(3) Uani d . 1 1
C C22 0.3618(2) 0.13313(7) 0.3125(2) 0.0322(4) Uani d . 1 1
H H22 0.2780 0.1543 0.2610 0.039 Uiso calc R 1 1
C C23 0.4920(2) 0.13646(9) 0.2805(2) 0.0445(5) Uani d . 1 1
H H23 0.4968 0.1599 0.2069 0.053 Uiso calc R 1 1
C C24 0.6140(2) 0.10571(8) 0.3557(2) 0.0406(5) Uani d . 1 1
H H24 0.7030 0.1085 0.3347 0.049 Uiso calc R 1 1
C C25 0.6072(2) 0.07084(8) 0.4614(2) 0.0344(4) Uani d . 1 1
H H25 0.6909 0.0494 0.5118 0.041 Uiso calc R 1 1
C C26 0.47879(18) 0.06714(7) 0.49360(19) 0.0272(3) Uani d . 1 1
H H26 0.4743 0.0431 0.5661 0.033 Uiso calc R 1 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'
N N 0.0061 0.0033 '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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O2 Cu1 O2 . 3_556 180.0
O2 Cu1 O1 . 3_556 88.26(5)
O2 Cu1 O1 3_556 3_556 91.74(5)
O2 Cu1 O1 . . 91.74(5)
O2 Cu1 O1 3_556 . 88.26(5)
O1 Cu1 O1 3_556 . 180.0
O1 P1 C1 . . 108.19(7)
O1 P1 C9 . . 110.39(7)
C1 P1 C9 . . 109.66(8)
O1 P1 C3 . . 108.61(7)
C1 P1 C3 . . 112.06(8)
C9 P1 C3 . . 107.93(8)
O2 P2 C1 . . 112.92(7)
O2 P2 C21 . . 109.10(7)
C1 P2 C21 . . 106.93(7)
O2 P2 C15 . . 108.40(7)
C1 P2 C15 . . 111.07(8)
C21 P2 C15 . . 108.31(8)
P1 O1 Cu1 . . 124.47(6)
P2 O2 Cu1 . . 125.94(6)
C2 C1 P2 . . 123.44(12)
C2 C1 P1 . . 121.15(12)
P2 C1 P1 . . 115.20(9)
N1 C2 C1 . . 177.44(19)
C4 C3 C8 . . 119.55(16)
C4 C3 P1 . . 120.28(13)
C8 C3 P1 . . 120.13(14)
C3 C4 C5 . . 120.01(19)
C3 C4 H4 . . 120.0
C5 C4 H4 . . 120.0
C6 C5 C4 . . 119.8(2)
C6 C5 H5 . . 120.1
C4 C5 H5 . . 120.1
C5 C6 C7 . . 120.49(19)
C5 C6 H6 . . 119.8
C7 C6 H6 . . 119.8
C8 C7 C6 . . 120.0(2)
C8 C7 H7 . . 120.0
C6 C7 H7 . . 120.0
C7 C8 C3 . . 120.1(2)
C7 C8 H8 . . 120.0
C3 C8 H8 . . 120.0
C14 C9 C10 . . 119.37(16)
C14 C9 P1 . . 122.14(13)
C10 C9 P1 . . 117.91(13)
C11 C10 C9 . . 120.14(17)
C11 C10 H10 . . 119.9
C9 C10 H10 . . 119.9
C12 C11 C10 . . 119.92(17)
C12 C11 H11 . . 120.0
C10 C11 H11 . . 120.0
C13 C12 C11 . . 120.17(17)
C13 C12 H12 . . 119.9
C11 C12 H12 . . 119.9
C12 C13 C14 . . 120.08(18)
C12 C13 H13 . . 120.0
C14 C13 H13 . . 120.0
C13 C14 C9 . . 120.30(18)
C13 C14 H14 . . 119.9
C9 C14 H14 . . 119.9
C16 C15 C20 . . 119.59(17)
C16 C15 P2 . . 119.98(14)
C20 C15 P2 . . 120.42(13)
C15 C16 C17 . . 120.1(2)
C15 C16 H16 . . 119.9
C17 C16 H16 . . 119.9
C18 C17 C16 . . 119.5(2)
C18 C17 H17 . . 120.3
C16 C17 H17 . . 120.3
C19 C18 C17 . . 120.9(2)
C19 C18 H18 . . 119.5
C17 C18 H18 . . 119.5
C18 C19 C20 . . 120.0(2)
C18 C19 H19 . . 120.0
C20 C19 H19 . . 120.0
C19 C20 C15 . . 119.80(19)
C19 C20 H20 . . 120.1
C15 C20 H20 . . 120.1
C22 C21 C26 . . 119.65(15)
C22 C21 P2 . . 123.05(13)
C26 C21 P2 . . 117.27(12)
C21 C22 C23 . . 119.59(17)
C21 C22 H22 . . 120.2
C23 C22 H22 . . 120.2
C24 C23 C22 . . 120.19(18)
C24 C23 H23 . . 119.9
C22 C23 H23 . . 119.9
C23 C24 C25 . . 120.25(17)
C23 C24 H24 . . 119.9
C25 C24 H24 . . 119.9
C26 C25 C24 . . 120.03(18)
C26 C25 H25 . . 120.0
C24 C25 H25 . . 120.0
C25 C26 C21 . . 120.27(17)
C25 C26 H26 . . 119.9
C21 C26 H26 . . 119.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 O2 . 1.9153(10)
Cu1 O2 3_556 1.9153(10)
Cu1 O1 3_556 1.9373(10)
Cu1 O1 . 1.9373(10)
P1 O1 . 1.5250(11)
P1 C1 . 1.7381(16)
P1 C9 . 1.7953(17)
P1 C3 . 1.7963(16)
P2 O2 . 1.5287(11)
P2 C1 . 1.7353(16)
P2 C21 . 1.7929(16)
P2 C15 . 1.7972(16)
N1 C2 . 1.151(2)
C1 C2 . 1.403(2)
C3 C4 . 1.388(2)
C3 C8 . 1.392(3)
C4 C5 . 1.393(3)
C4 H4 . 0.9500
C5 C6 . 1.374(3)
C5 H5 . 0.9500
C6 C7 . 1.383(4)
C6 H6 . 0.9500
C7 C8 . 1.380(3)
C7 H7 . 0.9500
C8 H8 . 0.9500
C9 C14 . 1.392(2)
C9 C10 . 1.392(2)
C10 C11 . 1.390(2)
C10 H10 . 0.9500
C11 C12 . 1.388(3)
C11 H11 . 0.9500
C12 C13 . 1.380(3)
C12 H12 . 0.9500
C13 C14 . 1.387(3)
C13 H13 . 0.9500
C14 H14 . 0.9500
C15 C16 . 1.383(3)
C15 C20 . 1.397(2)
C16 C17 . 1.391(3)
C16 H16 . 0.9500
C17 C18 . 1.376(4)
C17 H17 . 0.9500
C18 C19 . 1.373(4)
C18 H18 . 0.9500
C19 C20 . 1.381(3)
C19 H19 . 0.9500
C20 H20 . 0.9500
C21 C22 . 1.389(2)
C21 C26 . 1.396(2)
C22 C23 . 1.395(3)
C22 H22 . 0.9500
C23 C24 . 1.381(3)
C23 H23 . 0.9500
C24 C25 . 1.382(3)
C24 H24 . 0.9500
C25 C26 . 1.380(2)
C25 H25 . 0.9500
C26 H26 . 0.9500
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion
C1 P1 O1 Cu1 . 54.82(10)
C9 P1 O1 Cu1 . -65.18(10)
C3 P1 O1 Cu1 . 176.68(8)
O2 Cu1 O1 P1 . -59.93(8)
O2 Cu1 O1 P1 3_556 120.07(8)
O1 Cu1 O1 P1 3_556 -147(6)
C1 P2 O2 Cu1 . 40.14(11)
C21 P2 O2 Cu1 . 158.90(8)
C15 P2 O2 Cu1 . -83.36(10)
O2 Cu1 O2 P2 3_556 -122(9)
O1 Cu1 O2 P2 3_556 -174.51(9)
O1 Cu1 O2 P2 . 5.49(9)
O2 P2 C1 C2 . 135.75(13)
C21 P2 C1 C2 . 15.74(16)
C15 P2 C1 C2 . -102.24(15)
O2 P2 C1 P1 . -49.44(11)
C21 P2 C1 P1 . -169.45(9)
C15 P2 C1 P1 . 72.57(11)
O1 P1 C1 C2 . -179.75(13)
C9 P1 C1 C2 . -59.30(15)
C3 P1 C1 C2 . 60.54(16)
O1 P1 C1 P2 . 5.31(11)
C9 P1 C1 P2 . 125.76(9)
C3 P1 C1 P2 . -114.40(10)
P2 C1 C2 N1 . 18E1(10)
P1 C1 C2 N1 . 4(4)
O1 P1 C3 C4 . 6.89(17)
C1 P1 C3 C4 . 126.36(15)
C9 P1 C3 C4 . -112.80(15)
O1 P1 C3 C8 . -170.65(15)
C1 P1 C3 C8 . -51.19(18)
C9 P1 C3 C8 . 69.66(17)
C8 C3 C4 C5 . 0.1(3)
P1 C3 C4 C5 . -177.50(15)
C3 C4 C5 C6 . 0.5(3)
C4 C5 C6 C7 . -0.6(3)
C5 C6 C7 C8 . 0.3(4)
C6 C7 C8 C3 . 0.3(4)
C4 C3 C8 C7 . -0.4(3)
P1 C3 C8 C7 . 177.14(18)
O1 P1 C9 C14 . -94.03(15)
C1 P1 C9 C14 . 146.86(15)
C3 P1 C9 C14 . 24.52(17)
O1 P1 C9 C10 . 77.18(14)
C1 P1 C9 C10 . -41.93(15)
C3 P1 C9 C10 . -164.26(13)
C14 C9 C10 C11 . 0.8(3)
P1 C9 C10 C11 . -170.67(14)
C9 C10 C11 C12 . 0.0(3)
C10 C11 C12 C13 . -0.9(3)
C11 C12 C13 C14 . 1.0(3)
C12 C13 C14 C9 . -0.2(3)
C10 C9 C14 C13 . -0.7(3)
P1 C9 C14 C13 . 170.41(15)
O2 P2 C15 C16 . 154.64(15)
C1 P2 C15 C16 . 30.03(18)
C21 P2 C15 C16 . -87.11(17)
O2 P2 C15 C20 . -24.48(16)
C1 P2 C15 C20 . -149.10(14)
C21 P2 C15 C20 . 93.76(15)
C20 C15 C16 C17 . -0.4(3)
P2 C15 C16 C17 . -179.55(19)
C15 C16 C17 C18 . 1.2(4)
C16 C17 C18 C19 . -1.0(4)
C17 C18 C19 C20 . 0.1(4)
C18 C19 C20 C15 . 0.7(3)
C16 C15 C20 C19 . -0.5(3)
P2 C15 C20 C19 . 178.61(14)
O2 P2 C21 C22 . 113.92(15)
C1 P2 C21 C22 . -123.65(15)
C15 P2 C21 C22 . -3.87(17)
O2 P2 C21 C26 . -64.13(14)
C1 P2 C21 C26 . 58.30(14)
C15 P2 C21 C26 . 178.08(13)
C26 C21 C22 C23 . -0.9(3)
P2 C21 C22 C23 . -178.91(15)
C21 C22 C23 C24 . -0.1(3)
C22 C23 C24 C25 . 1.0(3)
C23 C24 C25 C26 . -0.9(3)
C24 C25 C26 C21 . -0.2(3)
C22 C21 C26 C25 . 1.1(3)
P2 C21 C26 C25 . 179.18(14)
