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#$Date: 2017-02-04 15:55:35 +0200 (Sat, 04 Feb 2017) $
#$Revision: 191625 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/13/7041354.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_7041354
loop_
_publ_author_name
'Hanf, S.'
'García-Rodríguez, R'
'Feldmann, S.'
'Bond, A. D.'
'Hey-Hawkins, E'
'Wright, D. S.'
_publ_section_title
;
 Multidentate 2-pyridyl-phosphine ligands - towards ligand tuning and
 chirality.
;
_journal_issue                   3
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              814
_journal_page_last               824
_journal_paper_doi               10.1039/c6dt04390a
_journal_volume                  46
_journal_year                    2017
_chemical_formula_moiety         'C22 H22 Cl2 Cu2 N4 O2 P2, 2(C H4 O)'
_chemical_formula_sum            'C24 H30 Cl2 Cu2 N4 O4 P2'
_chemical_formula_weight         698.44
_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_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-09-22 deposited with the CCDC.
2016-12-07 downloaded from the CCDC.
;
_cell_angle_alpha                108.092(3)
_cell_angle_beta                 109.909(2)
_cell_angle_gamma                91.050(3)
_cell_formula_units_Z            1
_cell_length_a                   8.9283(5)
_cell_length_b                   9.4929(6)
_cell_length_c                   9.5208(6)
_cell_measurement_reflns_used    9762
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      66.63
_cell_measurement_theta_min      4.95
_cell_volume                     714.22(8)
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  SHELXL
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8-QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ-scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            18128
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        66.640
_diffrn_reflns_theta_max         66.640
_diffrn_reflns_theta_min         4.949
_diffrn_source                   'Incoatec I\mS Cu microsource'
_exptl_absorpt_coefficient_mu    4.938
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5833
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_description       block
_exptl_crystal_F_000             356
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.551
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2529
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0318
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0414P)²+0.9260P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0850
_refine_ls_wR_factor_ref         0.0885
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2244
_reflns_number_total             2529
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6dt04390a2.cif
_cod_data_source_block           11
_cod_depositor_comments
'Adding full bibliography for 7041350--7041357.cif.'
_cod_database_code               7041354
_cambridge_user_name             'Schirin Hanf'
_cambridge_user_crsid            sh811
_cambridge_supervisor_name       'Dominic Wright'
_cambridge_supervisor_crsid      dsw1000
_cambridge_crystallographer_name 'Andrew Bond'
_cambridge_crystallographer_crsid adb29
_cambridge_sample_id             SF022
_cambridge_data_id               DW_B2_0076
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.589
_shelx_estimated_absorpt_t_max   0.827
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Cu1 Cu 0.40572(4) 0.51292(4) 0.30394(4) 0.02212(14) Uani 1 1 d . .
Cl1 Cl 0.28635(8) 0.53371(7) 0.05223(7) 0.02786(18) Uani 1 1 d . .
P1 P 0.49700(8) 0.69006(7) 0.67572(7) 0.02061(17) Uani 1 1 d . .
O1 O 0.5094(2) 0.8294(2) 0.8308(2) 0.0295(5) Uani 1 1 d . .
N1 N 0.5563(3) 0.7159(2) 0.4241(3) 0.0225(5) Uani 1 1 d . .
N2 N 0.2354(3) 0.5875(2) 0.4026(3) 0.0227(5) Uani 1 1 d . .
O2 O 0.1367(3) 0.8174(3) -0.0098(3) 0.0526(6) Uani 1 1 d . .
H2 H 0.1768 0.7401 0.0002 0.079 Uiso 1 1 calc R U
C4 C -0.0172(5) 0.8112(4) 0.0020(5) 0.0560(10) Uani 1 1 d . .
H4A H -0.0297 0.9096 0.0671 0.084 Uiso 1 1 calc R U
H4B H -0.0278 0.7369 0.0514 0.084 Uiso 1 1 calc R U
H4C H -0.1006 0.7827 -0.1042 0.084 Uiso 1 1 calc R U
C11 C 0.5806(3) 0.7916(3) 0.5778(3) 0.0223(6) Uani 1 1 d . .
C12 C 0.6670(3) 0.9349(3) 0.6570(3) 0.0271(6) Uani 1 1 d . .
H12 H 0.6830 0.9856 0.7652 0.033 Uiso 1 1 calc R U
C13 C 0.7287(4) 1.0015(3) 0.5748(4) 0.0332(7) Uani 1 1 d . .
H13 H 0.7883 1.0990 0.6261 0.040 Uiso 1 1 calc R U
C14 C 0.7030(4) 0.9252(3) 0.4169(4) 0.0333(7) Uani 1 1 d . .
H14 H 0.7442 0.9696 0.3584 0.040 Uiso 1 1 calc R U
C15 C 0.6163(3) 0.7833(3) 0.3462(3) 0.0271(6) Uani 1 1 d . .
H15 H 0.5984 0.7313 0.2379 0.033 Uiso 1 1 calc R U
C21 C 0.2809(3) 0.6678(3) 0.5589(3) 0.0227(6) Uani 1 1 d . .
C22 C 0.1713(3) 0.7268(3) 0.6278(3) 0.0279(6) Uani 1 1 d . .
H22 H 0.2062 0.7826 0.7379 0.033 Uiso 1 1 calc R U
C23 C 0.0096(4) 0.7022(4) 0.5321(4) 0.0349(7) Uani 1 1 d . .
H23 H -0.0683 0.7392 0.5766 0.042 Uiso 1 1 calc R U
C24 C -0.0371(4) 0.6237(3) 0.3720(4) 0.0332(7) Uani 1 1 d . .
H24 H -0.1469 0.6079 0.3045 0.040 Uiso 1 1 calc R U
C25 C 0.0785(3) 0.5685(3) 0.3113(3) 0.0276(6) Uani 1 1 d . .
H25 H 0.0460 0.5150 0.2009 0.033 Uiso 1 1 calc R U
C31 C 0.5513(5) 0.8115(4) 0.9823(4) 0.0455(9) Uani 1 1 d . .
H31A H 0.5308 0.7052 0.9682 0.068 Uiso 1 1 calc R U
H31B H 0.4863 0.8682 1.0389 0.068 Uiso 1 1 calc R U
H31C H 0.6656 0.8487 1.0440 0.068 Uiso 1 1 calc R U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
N2 Cu1 N1 92.93(9) . .
N2 Cu1 P1 119.75(7) . 2_666
N1 Cu1 P1 118.80(6) . 2_666
N2 Cu1 Cl1 100.71(6) . .
N1 Cu1 Cl1 100.49(7) . .
P1 Cu1 Cl1 119.28(3) 2_666 .
O1 P1 C11 98.53(11) . .
O1 P1 C21 100.12(12) . .
C11 P1 C21 100.73(12) . .
O1 P1 Cu1 121.41(8) . 2_666
C11 P1 Cu1 116.46(9) . 2_666
C21 P1 Cu1 116.01(9) . 2_666
C31 O1 P1 120.81(19) . .
C15 N1 C11 118.2(2) . .
C15 N1 Cu1 120.55(18) . .
C11 N1 Cu1 120.79(18) . .
C25 N2 C21 118.1(2) . .
C25 N2 Cu1 121.08(18) . .
C21 N2 Cu1 120.55(18) . .
C4 O2 H2 109.5 . .
O2 C4 H4A 109.5 . .
O2 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
O2 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
N1 C11 C12 122.2(3) . .
N1 C11 P1 115.24(19) . .
C12 C11 P1 122.5(2) . .
C13 C12 C11 118.6(3) . .
C13 C12 H12 120.7 . .
C11 C12 H12 120.7 . .
C12 C13 C14 119.5(3) . .
C12 C13 H13 120.2 . .
C14 C13 H13 120.2 . .
C15 C14 C13 118.7(3) . .
C15 C14 H14 120.7 . .
C13 C14 H14 120.7 . .
N1 C15 C14 122.8(3) . .
N1 C15 H15 118.6 . .
C14 C15 H15 118.6 . .
N2 C21 C22 122.3(2) . .
N2 C21 P1 115.69(19) . .
C22 C21 P1 122.0(2) . .
C23 C22 C21 118.5(3) . .
C23 C22 H22 120.8 . .
C21 C22 H22 120.8 . .
C24 C23 C22 119.4(3) . .
C24 C23 H23 120.3 . .
C22 C23 H23 120.3 . .
C23 C24 C25 119.0(3) . .
C23 C24 H24 120.5 . .
C25 C24 H24 120.5 . .
N2 C25 C24 122.6(3) . .
N2 C25 H25 118.7 . .
C24 C25 H25 118.7 . .
O1 C31 H31A 109.5 . .
O1 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
O1 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N2 2.073(2) .
Cu1 N1 2.078(2) .
Cu1 P1 2.1641(8) 2_666
Cu1 Cl1 2.3409(7) .
P1 O1 1.6163(19) .
P1 C11 1.833(3) .
P1 C21 1.839(3) .
P1 Cu1 2.1642(8) 2_666
O1 C31 1.427(4) .
N1 C15 1.341(4) .
N1 C11 1.353(3) .
N2 C25 1.347(3) .
N2 C21 1.354(3) .
O2 C4 1.418(5) .
O2 H2 0.8400 .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
C11 C12 1.394(4) .
C12 C13 1.380(4) .
C12 H12 0.9500 .
C13 C14 1.385(4) .
C13 H13 0.9500 .
C14 C15 1.383(4) .
C14 H14 0.9500 .
C15 H15 0.9500 .
C21 C22 1.389(4) .
C22 C23 1.389(4) .
C22 H22 0.9500 .
C23 C24 1.380(4) .
C23 H23 0.9500 .
C24 C25 1.382(4) .
C24 H24 0.9500 .
C25 H25 0.9500 .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
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
_geom_torsion_site_symmetry_1
C11 P1 O1 C31 -142.5(3) .
C21 P1 O1 C31 114.9(3) .
Cu1 P1 O1 C31 -14.2(3) 2_666
C15 N1 C11 C12 -0.9(4) .
Cu1 N1 C11 C12 -173.1(2) .
C15 N1 C11 P1 -179.2(2) .
Cu1 N1 C11 P1 8.6(3) .
O1 P1 C11 N1 -165.72(19) .
C21 P1 C11 N1 -63.6(2) .
Cu1 P1 C11 N1 62.7(2) 2_666
O1 P1 C11 C12 16.0(2) .
C21 P1 C11 C12 118.1(2) .
Cu1 P1 C11 C12 -115.6(2) 2_666
N1 C11 C12 C13 0.4(4) .
P1 C11 C12 C13 178.5(2) .
C11 C12 C13 C14 0.2(4) .
C12 C13 C14 C15 -0.3(5) .
C11 N1 C15 C14 0.8(4) .
Cu1 N1 C15 C14 173.1(2) .
C13 C14 C15 N1 -0.3(5) .
C25 N2 C21 C22 1.9(4) .
Cu1 N2 C21 C22 176.4(2) .
C25 N2 C21 P1 -179.6(2) .
Cu1 N2 C21 P1 -5.1(3) .
O1 P1 C21 N2 162.5(2) .
C11 P1 C21 N2 61.7(2) .
Cu1 P1 C21 N2 -64.9(2) 2_666
O1 P1 C21 C22 -19.0(3) .
C11 P1 C21 C22 -119.8(2) .
Cu1 P1 C21 C22 113.6(2) 2_666
N2 C21 C22 C23 -0.2(4) .
P1 C21 C22 C23 -178.6(2) .
C21 C22 C23 C24 -1.5(4) .
C22 C23 C24 C25 1.4(5) .
C21 N2 C25 C24 -2.0(4) .
Cu1 N2 C25 C24 -176.5(2) .
C23 C24 C25 N2 0.4(5) .
