#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/13/2211356.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_2211356
loop_
_publ_author_name
'Zhang, Tian-Le'
'Wang, Kai-Li'
'Ng, Seik Weng'
_publ_section_title
Bis[μ₂-phenylbis(2-pyridyl)phosphine]-κ³N,N':P;κ³P:N,N'-bis[chlorocopper(I)]
_journal_coeditor_code           CV2148
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m3494
_journal_page_last               m3495
_journal_paper_doi               10.1107/S1600536806049750
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Cu2 Cl2 (C16 H13 N2 P)2]'
_chemical_formula_moiety         'C32 H26 Cl2 Cu2 N4 P2'
_chemical_formula_sum            'C32 H26 Cl2 Cu2 N4 P2'
_chemical_formula_weight         726.49
_chemical_name_systematic
;
Bis[μ₂-phenylbis(2-pyridyl)phosphine]-κ³N,N':P;κ³P:N,N'-
bis[chlorocopper(I)]
;
_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                 93.0330(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.3050(10)
_cell_length_b                   10.8570(10)
_cell_length_c                   15.746(2)
_cell_measurement_reflns_used    3120
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      2.3
_cell_volume                     1588.5(3)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2006)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.97
_diffrn_measured_fraction_theta_max 0.97
_diffrn_measurement_device_type  'Bruker APEX area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.025
_diffrn_reflns_av_sigmaI/netI    0.035
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9241
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         2.3
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.637
_exptl_absorpt_correction_T_max  0.849
_exptl_absorpt_correction_T_min  0.760
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.519
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.44
_refine_diff_density_min         -0.24
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.04
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3548
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.04
_refine_ls_R_factor_all          0.045
_refine_ls_R_factor_gt           0.035
_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)+(0.0513P)²+0.1517P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.089
_refine_ls_wR_factor_ref         0.094
_reflns_number_gt                2901
_reflns_number_total             3548
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cv2148.cif
_cod_data_source_block           I
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2211356
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
Cu Cu1 0.58631(3) 0.34424(2) 0.50471(2) 0.03280(10) Uani d . 1
Cl Cl1 0.69581(7) 0.15323(5) 0.51186(4) 0.0376(2) Uani d . 1
P P1 0.36520(7) 0.52998(5) 0.59746(4) 0.0308(2) Uani d . 1
N N1 0.3716(2) 0.3057(2) 0.51910(10) 0.0328(4) Uani d . 1
N N2 0.6208(2) 0.4115(2) 0.62680(10) 0.0327(4) Uani d . 1
C C1 0.2869(2) 0.3813(2) 0.56180(10) 0.0318(5) Uani d . 1
C C2 0.1432(3) 0.3537(2) 0.5721(2) 0.0483(7) Uani d . 1
C C3 0.0864(3) 0.2448(3) 0.5386(2) 0.0571(8) Uani d . 1
C C4 0.1743(3) 0.1664(3) 0.4975(2) 0.0531(7) Uani d . 1
C C5 0.3150(3) 0.1991(2) 0.4889(2) 0.0442(6) Uani d . 1
C C6 0.5297(2) 0.4895(2) 0.66190(10) 0.0311(5) Uani d . 1
C C7 0.5637(3) 0.5455(3) 0.7401(2) 0.0450(6) Uani d . 1
C C8 0.6908(3) 0.5163(3) 0.7840(2) 0.0541(8) Uani d . 1
C C9 0.7802(3) 0.4313(3) 0.7498(2) 0.0555(8) Uani d . 1
C C10 0.7428(3) 0.3818(3) 0.6719(2) 0.0439(6) Uani d . 1
C C11 0.2416(3) 0.5753(2) 0.67750(10) 0.0335(5) Uani d . 1
C C12 0.1556(3) 0.6772(2) 0.6629(2) 0.0410(6) Uani d . 1
C C13 0.0562(3) 0.7095(2) 0.7222(2) 0.0496(7) Uani d . 1
C C14 0.0461(3) 0.6444(2) 0.7955(2) 0.0490(7) Uani d . 1
C C15 0.1313(3) 0.5436(3) 0.8107(2) 0.0477(7) Uani d . 1
C C16 0.2278(3) 0.5069(2) 0.7519(2) 0.0432(6) Uani d . 1
H H2 0.0855 0.4077 0.6010 0.058 Uiso calc R 1
H H3 -0.0100 0.2254 0.5440 0.069 Uiso calc R 1
H H4 0.1391 0.0920 0.4757 0.064 Uiso calc R 1
H H5 0.3742 0.1453 0.4608 0.053 Uiso calc R 1
H H7 0.5009 0.6022 0.7624 0.054 Uiso calc R 1
H H8 0.7157 0.5535 0.8359 0.065 Uiso calc R 1
H H9 0.8651 0.4077 0.7792 0.067 Uiso calc R 1
H H10 0.8046 0.3249 0.6489 0.053 Uiso calc R 1
H H12 0.1638 0.7240 0.6140 0.049 Uiso calc R 1
H H13 -0.0042 0.7767 0.7115 0.060 Uiso calc R 1
H H14 -0.0189 0.6685 0.8352 0.059 Uiso calc R 1
H H15 0.1245 0.4995 0.8610 0.057 Uiso calc R 1
H H16 0.2835 0.4368 0.7618 0.052 Uiso calc R 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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Cu1 N2 . . 94.18(7) yes
N1 Cu1 P1 . 3_666 116.63(6) yes
N1 Cu1 Cl1 . . 103.84(6) yes
N2 Cu1 P1 . 3_666 115.99(6) yes
N2 Cu1 Cl1 . . 103.04(6) yes
P1 Cu1 Cl1 3_666 . 119.42(3) yes
C11 P1 C6 . . 102.70(10) ?
C11 P1 C1 . . 101.10(10) ?
C6 P1 C1 . . 105.20(10) ?
C11 P1 Cu1 . 3_666 120.41(8) ?
C6 P1 Cu1 . 3_666 110.95(7) ?
C1 P1 Cu1 . 3_666 114.72(8) ?
C1 N1 C5 . . 118.2(2) ?
C1 N1 Cu1 . . 121.9(2) ?
C5 N1 Cu1 . . 119.8(2) ?
C6 N2 C10 . . 118.0(2) ?
C6 N2 Cu1 . . 122.5(2) ?
C10 N2 Cu1 . . 119.4(2) ?
N1 C1 C2 . . 121.4(2) ?
N1 C1 P1 . . 117.0(2) ?
C2 C1 P1 . . 121.4(2) ?
C3 C2 C1 . . 119.3(3) ?
C4 C3 C2 . . 119.1(3) ?
C5 C4 C3 . . 118.9(3) ?
N1 C5 C4 . . 123.0(3) ?
N2 C6 C7 . . 121.4(2) ?
N2 C6 P1 . . 116.7(2) ?
C7 C6 P1 . . 121.7(2) ?
C8 C7 C6 . . 119.5(3) ?
C9 C8 C7 . . 118.8(2) ?
C8 C9 C10 . . 119.0(3) ?
N2 C10 C9 . . 123.1(3) ?
C12 C11 C16 . . 119.1(2) ?
C12 C11 P1 . . 119.1(2) ?
C16 C11 P1 . . 121.8(2) ?
C11 C12 C13 . . 119.5(2) ?
C14 C13 C12 . . 121.0(3) ?
C13 C14 C15 . . 120.0(2) ?
C14 C15 C16 . . 120.3(3) ?
C15 C16 C11 . . 120.0(2) ?
C3 C2 H2 . . 120.4 ?
C1 C2 H2 . . 120.4 ?
C4 C3 H3 . . 120.5 ?
C2 C3 H3 . . 120.5 ?
C5 C4 H4 . . 120.5 ?
C3 C4 H4 . . 120.5 ?
N1 C5 H5 . . 118.5 ?
C4 C5 H5 . . 118.5 ?
C8 C7 H7 . . 120.3 ?
C6 C7 H7 . . 120.3 ?
C9 C8 H8 . . 120.6 ?
C7 C8 H8 . . 120.6 ?
C8 C9 H9 . . 120.5 ?
C10 C9 H9 . . 120.5 ?
N2 C10 H10 . . 118.4 ?
C9 C10 H10 . . 118.4 ?
C11 C12 H12 . . 120.3 ?
C13 C12 H12 . . 120.3 ?
C14 C13 H13 . . 119.5 ?
C12 C13 H13 . . 119.5 ?
C13 C14 H14 . . 120.0 ?
C15 C14 H14 . . 120.0 ?
C14 C15 H15 . . 119.8 ?
C16 C15 H15 . . 119.8 ?
C15 C16 H16 . . 120.0 ?
C11 C16 H16 . . 120.0 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N1 . 2.065(2) yes
Cu1 N2 . 2.066(2) yes
Cu1 P1 3_666 2.1757(7) yes
Cu1 Cl1 . 2.3107(6) yes
P1 C11 . 1.818(2) ?
P1 C6 . 1.844(2) ?
P1 C1 . 1.847(2) ?
N1 C1 . 1.343(3) ?
N1 C5 . 1.348(3) ?
N2 C6 . 1.338(3) ?
N2 C10 . 1.345(3) ?
C1 C2 . 1.388(4) ?
C2 C3 . 1.388(4) ?
C3 C4 . 1.366(4) ?
C4 C5 . 1.371(4) ?
C6 C7 . 1.396(3) ?
C7 C8 . 1.375(4) ?
C8 C9 . 1.371(4) ?
C9 C10 . 1.368(4) ?
C11 C12 . 1.377(3) ?
C11 C16 . 1.399(3) ?
C12 C13 . 1.394(4) ?
C13 C14 . 1.361(4) ?
C14 C15 . 1.365(4) ?
C15 C16 . 1.382(3) ?
C2 H2 . 0.93 ?
C3 H3 . 0.93 ?
C4 H4 . 0.93 ?
C5 H5 . 0.93 ?
C7 H7 . 0.93 ?
C8 H8 . 0.93 ?
C9 H9 . 0.93 ?
C10 H10 . 0.93 ?
C12 H12 . 0.93 ?
C13 H13 . 0.93 ?
C14 H14 . 0.93 ?
C15 H15 . 0.93 ?
C16 H16 . 0.93 ?
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
N2 Cu1 N1 C1 . 39.4(2)
P1 Cu1 N1 C1 3_666 -82.5(2)
Cl1 Cu1 N1 C1 . 144.0(2)
N2 Cu1 N1 C5 . -137.2(2)
P1 Cu1 N1 C5 3_666 100.9(2)
Cl1 Cu1 N1 C5 . -32.7(2)
N1 Cu1 N2 C6 . -45.1(2)
P1 Cu1 N2 C6 3_666 77.3(2)
Cl1 Cu1 N2 C6 . -150.4(2)
N1 Cu1 N2 C10 . 138.6(2)
P1 Cu1 N2 C10 3_666 -99.1(2)
Cl1 Cu1 N2 C10 . 33.3(2)
C5 N1 C1 C2 . -2.5(3)
Cu1 N1 C1 C2 . -179.2(2)
C5 N1 C1 P1 . -176.9(2)
Cu1 N1 C1 P1 . 6.4(2)
C11 P1 C1 N1 . -162.6(2)
C6 P1 C1 N1 . -56.0(2)
Cu1 P1 C1 N1 3_666 66.2(2)
C11 P1 C1 C2 . 23.0(2)
C6 P1 C1 C2 . 129.6(2)
Cu1 P1 C1 C2 3_666 -108.2(2)
N1 C1 C2 C3 . 1.0(4)
P1 C1 C2 C3 . 175.2(2)
C1 C2 C3 C4 . 1.0(5)
C2 C3 C4 C5 . -1.5(5)
C1 N1 C5 C4 . 2.0(4)
Cu1 N1 C5 C4 . 178.8(2)
C3 C4 C5 N1 . 0.0(5)
C10 N2 C6 C7 . 4.4(3)
Cu1 N2 C6 C7 . -172.0(2)
C10 N2 C6 P1 . 179.0(2)
Cu1 N2 C6 P1 . 2.6(2)
C11 P1 C6 N2 . 156.0(2)
C1 P1 C6 N2 . 50.6(2)
Cu1 P1 C6 N2 3_666 -74.0(2)
C11 P1 C6 C7 . -29.4(2)
C1 P1 C6 C7 . -134.9(2)
Cu1 P1 C6 C7 3_666 100.6(2)
N2 C6 C7 C8 . -2.7(4)
P1 C6 C7 C8 . -177.1(2)
C6 C7 C8 C9 . -0.8(4)
C7 C8 C9 C10 . 2.4(5)
C6 N2 C10 C9 . -2.8(4)
Cu1 N2 C10 C9 . 173.7(2)
C8 C9 C10 N2 . -0.7(5)
C6 P1 C11 C12 . 138.0(2)
C1 P1 C11 C12 . -113.5(2)
Cu1 P1 C11 C12 3_666 14.1(2)
C6 P1 C11 C16 . -44.4(2)
C1 P1 C11 C16 . 64.2(2)
Cu1 P1 C11 C16 3_666 -168.3(2)
C16 C11 C12 C13 . -0.4(4)
P1 C11 C12 C13 . 177.3(2)
C11 C12 C13 C14 . 2.2(4)
C12 C13 C14 C15 . -1.8(4)
C13 C14 C15 C16 . -0.3(4)
C14 C15 C16 C11 . 2.0(4)
C12 C11 C16 C15 . -1.6(4)
P1 C11 C16 C15 . -179.2(2)
