#------------------------------------------------------------------------------
#$Date: 2016-01-21 05:37:34 +0200 (Thu, 21 Jan 2016) $
#$Revision: 174645 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/85/7118518.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_7118518
loop_
_publ_author_name
'Donovan, Elizabeth S.'
'Barry, Brian M.'
'Larsen, Christopher A.'
'Wirtz, Melissa N.'
'Geiger, William E.'
'Kemp, Richard A.'
_publ_section_title
;
 Facilitated carbon dioxide reduction using a Zn(ii) complex.
;
_journal_issue                   8
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1685
_journal_page_last               1688
_journal_paper_doi               10.1039/c5cc07318a
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C34 H28 Cl2 N2 P2 Zn'
_chemical_formula_sum            'C34 H28 Cl2 N2 P2 Zn'
_chemical_formula_weight         662.79
_chemical_melting_point          450.0(10)
_chemical_name_systematic
dichloro[diphenyl-(2-pyridyl)phosphine-1-N]zinc(II)
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2014-10-16
_audit_creation_method
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_audit_update_record
;
2014-10-17 deposited with the CCDC.
2015-12-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.895(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.6754(6)
_cell_length_b                   11.3153(3)
_cell_length_c                   12.8588(3)
_cell_measurement_reflns_used    3685
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      25.98
_cell_measurement_theta_min      2.47
_cell_volume                     3074.26(14)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      173.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0645
_diffrn_reflns_av_unetI/netI     0.0489
_diffrn_reflns_laue_measured_fraction_full 1.000
_diffrn_reflns_laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            24258
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.327
_diffrn_reflns_theta_min         2.042
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.104
_exptl_absorpt_correction_T_max  0.8929
_exptl_absorpt_correction_T_min  0.7752
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker, SADABS'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             1360
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CH2Cl2'
_exptl_crystal_size_max          0.243
_exptl_crystal_size_mid          0.109
_exptl_crystal_size_min          0.105
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.070
_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     186
_refine_ls_number_reflns         3821
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0359
_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)+(0.0228P)²+3.2513P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0654
_refine_ls_wR_factor_ref         0.0741
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2755
_reflns_number_total             3821
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5cc07318a2.cif
_cod_data_source_block           Compound_2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '449-451' was changed to '450.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 
;
_cod_database_code               7118518
_shelxl_version_number           2014/6
_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_max   0.893
_shelx_estimated_absorpt_t_min   0.775
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11),
 C13(H13), C14(H14), C15(H15), C16(H16), C17(H17)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Zn1 Zn 1.0000 0.82689(3) 0.2500 0.02216(10) Uani 1 2 d S T P
P1 P 0.91191(3) 0.58524(5) 0.23724(4) 0.02313(13) Uani 1 1 d . . .
Cl1 Cl 1.06476(3) 0.92934(5) 0.16761(4) 0.03084(14) Uani 1 1 d . . .
N1 N 0.93099(8) 0.77218(15) 0.11776(13) 0.0232(4) Uani 1 1 d . . .
C1 C 0.89089(10) 0.68098(18) 0.11872(16) 0.0229(5) Uani 1 1 d . . .
C2 C 0.83804(11) 0.6645(2) 0.03611(17) 0.0304(5) Uani 1 1 d . . .
H2 H 0.8107 0.5992 0.0376 0.036 Uiso 1 1 calc R . .
C3 C 0.82545(11) 0.7432(2) -0.04809(18) 0.0322(6) Uani 1 1 d . . .
H3 H 0.7892 0.7335 -0.1045 0.039 Uiso 1 1 calc R . .
C4 C 0.86658(11) 0.8361(2) -0.04867(17) 0.0304(5) Uani 1 1 d . . .
H4 H 0.8591 0.8916 -0.1056 0.036 Uiso 1 1 calc R . .
C5 C 0.91864(11) 0.8473(2) 0.03444(17) 0.0286(5) Uani 1 1 d . . .
H5 H 0.9471 0.9107 0.0330 0.034 Uiso 1 1 calc R . .
C6 C 0.92209(10) 0.44314(18) 0.17579(16) 0.0222(5) Uani 1 1 d . . .
C7 C 0.91740(10) 0.34019(19) 0.23288(17) 0.0258(5) Uani 1 1 d . . .
H7 H 0.9069 0.3453 0.3006 0.031 Uiso 1 1 calc R . .
C8 C 0.92777(11) 0.2311(2) 0.19256(19) 0.0318(6) Uani 1 1 d . . .
H8 H 0.9234 0.1616 0.2318 0.038 Uiso 1 1 calc R . .
C9 C 0.94452(12) 0.2223(2) 0.09493(19) 0.0355(6) Uani 1 1 d . . .
H9 H 0.9513 0.1471 0.0667 0.043 Uiso 1 1 calc R . .
C10 C 0.95130(11) 0.3237(2) 0.03919(18) 0.0337(6) Uani 1 1 d . . .
H10 H 0.9639 0.3182 -0.0268 0.040 Uiso 1 1 calc R . .
C11 C 0.93995(11) 0.4336(2) 0.07846(17) 0.0278(5) Uani 1 1 d . . .
H11 H 0.9443 0.5028 0.0389 0.033 Uiso 1 1 calc R . .
C12 C 0.83390(10) 0.5714(2) 0.27015(17) 0.0257(5) Uani 1 1 d . . .
C13 C 0.79019(11) 0.4820(2) 0.2335(2) 0.0346(6) Uani 1 1 d . . .
H13 H 0.7995 0.4238 0.1860 0.042 Uiso 1 1 calc R . .
C14 C 0.73310(12) 0.4772(3) 0.2657(2) 0.0466(7) Uani 1 1 d . . .
H14 H 0.7039 0.4152 0.2411 0.056 Uiso 1 1 calc R . .
C15 C 0.71892(13) 0.5616(3) 0.3328(2) 0.0511(8) Uani 1 1 d . . .
H15 H 0.6801 0.5578 0.3553 0.061 Uiso 1 1 calc R . .
C16 C 0.76069(14) 0.6518(3) 0.3676(2) 0.0528(8) Uani 1 1 d . . .
H16 H 0.7501 0.7113 0.4127 0.063 Uiso 1 1 calc R . .
C17 C 0.81841(12) 0.6571(2) 0.33737(19) 0.0386(6) Uani 1 1 d . . .
H17 H 0.8472 0.7194 0.3627 0.046 Uiso 1 1 calc R . .
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'
Zn Zn 0.2839 1.4301 '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
Cl1 Zn1 Cl1 118.24(3) . 2_755
N1 Zn1 Cl1 97.27(5) . 2_755
N1 Zn1 Cl1 97.27(5) 2_755 .
N1 Zn1 Cl1 100.20(5) . .
N1 Zn1 Cl1 100.20(5) 2_755 2_755
N1 Zn1 N1 145.58(10) 2_755 .
C6 P1 C1 101.02(9) . .
C6 P1 C12 103.34(10) . .
C12 P1 C1 99.79(10) . .
C1 N1 Zn1 124.29(14) . .
C5 N1 Zn1 116.04(14) . .
C5 N1 C1 118.37(18) . .
N1 C1 P1 114.57(15) . .
N1 C1 C2 121.2(2) . .
C2 C1 P1 124.24(17) . .
C3 C2 C1 119.8(2) . .
C4 C3 C2 118.7(2) . .
C5 C4 C3 119.0(2) . .
N1 C5 C4 122.9(2) . .
C7 C6 P1 118.57(16) . .
C7 C6 C11 118.4(2) . .
C11 C6 P1 122.76(17) . .
C8 C7 C6 121.0(2) . .
C7 C8 C9 120.2(2) . .
C10 C9 C8 119.5(2) . .
C9 C10 C11 120.6(2) . .
C10 C11 C6 120.3(2) . .
C13 C12 P1 125.04(18) . .
C17 C12 P1 116.50(18) . .
C17 C12 C13 118.5(2) . .
C14 C13 C12 120.7(2) . .
C15 C14 C13 120.1(3) . .
C14 C15 C16 120.1(3) . .
C15 C16 C17 120.7(3) . .
C12 C17 C16 120.0(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 Cl1 2.2586(6) 2_755
Zn1 Cl1 2.2585(6) .
Zn1 N1 2.0921(17) .
Zn1 N1 2.0921(17) 2_755
P1 C1 1.842(2) .
P1 C6 1.827(2) .
P1 C12 1.839(2) .
N1 C1 1.351(3) .
N1 C5 1.347(3) .
C1 C2 1.390(3) .
C2 C3 1.381(3) .
C3 C4 1.380(3) .
C4 C5 1.376(3) .
C6 C7 1.393(3) .
C6 C11 1.394(3) .
C7 C8 1.377(3) .
C8 C9 1.386(3) .
C9 C10 1.378(3) .
C10 C11 1.384(3) .
C12 C13 1.394(3) .
C12 C17 1.389(3) .
C13 C14 1.391(3) .
C14 C15 1.366(4) .
C15 C16 1.372(4) .
C16 C17 1.392(4) .
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
Zn1 N1 C1 P1 -12.8(2)
Zn1 N1 C1 C2 166.38(16)
Zn1 N1 C5 C4 -166.52(18)
P1 C1 C2 C3 178.24(18)
P1 C6 C7 C8 -176.76(17)
P1 C6 C11 C10 175.44(17)
P1 C12 C13 C14 177.95(18)
P1 C12 C17 C16 -178.9(2)
N1 C1 C2 C3 -0.9(3)
C1 P1 C6 C7 -158.65(17)
C1 P1 C6 C11 27.3(2)
C1 P1 C12 C13 91.8(2)
C1 P1 C12 C17 -88.62(18)
C1 N1 C5 C4 1.0(3)
C1 C2 C3 C4 0.9(4)
C2 C3 C4 C5 0.0(4)
C3 C4 C5 N1 -1.0(4)
C5 N1 C1 P1 -179.27(16)
C5 N1 C1 C2 -0.1(3)
C6 P1 C1 N1 -120.19(16)
C6 P1 C1 C2 60.6(2)
C6 P1 C12 C13 -12.1(2)
C6 P1 C12 C17 167.47(17)
C6 C7 C8 C9 1.5(3)
C7 C6 C11 C10 1.4(3)
C7 C8 C9 C10 0.6(4)
C8 C9 C10 C11 -1.7(4)
C9 C10 C11 C6 0.7(4)
C11 C6 C7 C8 -2.4(3)
C12 P1 C1 N1 134.01(16)
C12 P1 C1 C2 -45.2(2)
C12 P1 C6 C7 -55.69(19)
C12 P1 C6 C11 130.26(19)
C12 C13 C14 C15 1.0(4)
C13 C12 C17 C16 0.7(3)
C13 C14 C15 C16 0.6(4)
C14 C15 C16 C17 -1.5(4)
C15 C16 C17 C12 0.9(4)
C17 C12 C13 C14 -1.6(3)
