#------------------------------------------------------------------------------
#$Date: 2017-12-10 06:34:49 +0200 (Sun, 10 Dec 2017) $
#$Revision: 204134 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/36/7043681.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_7043681
loop_
_publ_author_name
'Skoch, Karel'
'Cisarova, Ivana'
'Schulz, Jiri'
'Siemeling, Ulrich'
'Stepnicka, Petr'
_publ_section_title
;
 Synthesis and characterization of
 1'-(diphenylphosphino)-1-isocyanoferrocene, an organometallic ligand
 combining two different soft donor moieties, and its Group 11 metal
 complexes
;
_journal_name_full               'Dalton Trans.'
_journal_paper_doi               10.1039/C7DT02336G
_journal_year                    2017
_chemical_formula_moiety         'C23 H18 Fe N P'
_chemical_formula_sum            'C23 H18 Fe N P'
_chemical_formula_weight         395.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        '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
_audit_update_record
;
2017-06-26 deposited with the CCDC.
2017-07-17 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 108.1841(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.9430(2)
_cell_length_b                   16.7677(4)
_cell_length_c                   12.9894(3)
_cell_measurement_reflns_used    9559
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.07
_cell_measurement_theta_min      2.40
_cell_volume                     1850.53(7)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker Instrument Service v2014.11.0.1'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0344
_diffrn_reflns_av_sigmaI/netI    0.0241
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            28019
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.05
_exptl_absorpt_coefficient_mu    0.907
_exptl_absorpt_correction_T_max  0.854
_exptl_absorpt_correction_T_min  0.719
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            orange-brown
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4258
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0295
_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)+(0.0364P)²+0.6910P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0718
_refine_ls_wR_factor_ref         0.0763
_reflns_number_gt                3581
_reflns_number_total             4258
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7dt02336g2.cif
_cod_data_source_block           ks387
_cod_database_code               7043681
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 '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
Fe Fe 0.24683(3) 0.606025(14) 0.173542(19) 0.02725(8) Uani 1 1 d .
P P 0.26355(5) 0.41075(3) 0.25634(3) 0.02646(10) Uani 1 1 d .
N N 0.55840(17) 0.59044(9) 0.12508(12) 0.0332(3) Uani 1 1 d .
C1 C 0.3989(2) 0.60886(10) 0.08713(14) 0.0298(4) Uani 1 1 d .
C2 C 0.3359(2) 0.68637(11) 0.08975(14) 0.0336(4) Uani 1 1 d .
H2 H 0.3934 0.7333 0.1182 0.040 Uiso 1 1 calc R
C3 C 0.1709(2) 0.67994(11) 0.04166(15) 0.0372(4) Uani 1 1 d .
H3 H 0.0978 0.7225 0.0321 0.045 Uiso 1 1 calc R
C4 C 0.1325(2) 0.59957(11) 0.01002(14) 0.0367(4) Uani 1 1 d .
H4 H 0.0297 0.5794 -0.0242 0.044 Uiso 1 1 calc R
C5 C 0.2743(2) 0.55438(11) 0.03839(13) 0.0330(4) Uani 1 1 d .
H5 H 0.2841 0.4989 0.0271 0.040 Uiso 1 1 calc R
C6 C 0.24995(18) 0.51659(10) 0.28098(12) 0.0274(3) Uani 1 1 d .
C7 C 0.3717(2) 0.57360(10) 0.32756(13) 0.0309(4) Uani 1 1 d .
H7 H 0.4812 0.5625 0.3537 0.037 Uiso 1 1 calc R
C8 C 0.3012(2) 0.64961(12) 0.32811(14) 0.0408(4) Uani 1 1 d .
H8 H 0.3551 0.6979 0.3544 0.049 Uiso 1 1 calc R
C9 C 0.1354(2) 0.64027(12) 0.28223(15) 0.0430(5) Uani 1 1 d .
H9 H 0.0594 0.6815 0.2729 0.052 Uiso 1 1 calc R
C10 C 0.1028(2) 0.55937(12) 0.25283(14) 0.0361(4) Uani 1 1 d .
H10 H 0.0014 0.5371 0.2201 0.043 Uiso 1 1 calc R
C11 C 0.6924(2) 0.57821(13) 0.15607(17) 0.0433(5) Uani 1 1 d .
C12 C 0.24164(17) 0.36908(10) 0.38201(13) 0.0269(3) Uani 1 1 d .
C13 C 0.2138(2) 0.41440(11) 0.46304(14) 0.0333(4) Uani 1 1 d .
H13 H 0.2090 0.4708 0.4564 0.040 Uiso 1 1 calc R
C14 C 0.1926(2) 0.37853(13) 0.55436(15) 0.0399(4) Uani 1 1 d .
H14 H 0.1743 0.4104 0.6097 0.048 Uiso 1 1 calc R
C15 C 0.1983(2) 0.29663(13) 0.56403(16) 0.0428(5) Uani 1 1 d .
H15 H 0.1844 0.2720 0.6263 0.051 Uiso 1 1 calc R
C16 C 0.2242(2) 0.25040(12) 0.48320(16) 0.0423(5) Uani 1 1 d .
H16 H 0.2274 0.1940 0.4898 0.051 Uiso 1 1 calc R
C17 C 0.2457(2) 0.28600(11) 0.39257(15) 0.0347(4) Uani 1 1 d .
H17 H 0.2632 0.2538 0.3373 0.042 Uiso 1 1 calc R
C18 C 0.47624(18) 0.39761(9) 0.28183(13) 0.0246(3) Uani 1 1 d .
C19 C 0.58634(19) 0.40357(10) 0.38477(14) 0.0288(4) Uani 1 1 d .
H19 H 0.5521 0.4158 0.4452 0.035 Uiso 1 1 calc R
C20 C 0.7455(2) 0.39180(10) 0.39984(15) 0.0326(4) Uani 1 1 d .
H20 H 0.8195 0.3961 0.4703 0.039 Uiso 1 1 calc R
C21 C 0.7964(2) 0.37375(11) 0.31201(16) 0.0354(4) Uani 1 1 d .
H21 H 0.9052 0.3657 0.3221 0.042 Uiso 1 1 calc R
C22 C 0.6881(2) 0.36746(11) 0.20962(15) 0.0344(4) Uani 1 1 d .
H22 H 0.7227 0.3552 0.1494 0.041 Uiso 1 1 calc R
C23 C 0.5291(2) 0.37900(10) 0.19463(14) 0.0298(4) Uani 1 1 d .
H23 H 0.4555 0.3742 0.1241 0.036 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'
Fe Fe 0.3463 0.8444 '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
C1 Fe C7 107.15(7)
C1 Fe C10 158.79(7)
C7 Fe C10 68.94(7)
C1 Fe C5 41.20(7)
C7 Fe C5 123.75(7)
C10 Fe C5 122.44(8)
C1 Fe C6 122.00(6)
C7 Fe C6 41.12(7)
C10 Fe C6 41.38(6)
C5 Fe C6 107.26(7)
C1 Fe C2 40.97(7)
C7 Fe C2 120.91(7)
C10 Fe C2 159.15(7)
C5 Fe C2 69.50(7)
C6 Fe C2 157.42(7)
C1 Fe C8 122.86(8)
C7 Fe C8 40.78(7)
C10 Fe C8 68.64(8)
C5 Fe C8 160.04(8)
C6 Fe C8 69.13(7)
C2 Fe C8 105.92(8)
C1 Fe C9 159.25(8)
C7 Fe C9 68.49(7)
C10 Fe C9 40.49(8)
C5 Fe C9 158.04(8)
C6 Fe C9 68.94(7)
C2 Fe C9 122.47(8)
C8 Fe C9 40.68(8)
C1 Fe C3 68.01(7)
C7 Fe C3 156.74(8)
C10 Fe C3 123.85(7)
C5 Fe C3 68.60(7)
C6 Fe C3 160.86(7)
C2 Fe C3 40.46(7)
C8 Fe C3 121.25(8)
C9 Fe C3 107.52(7)
C1 Fe C4 68.27(7)
C7 Fe C4 160.99(7)
C10 Fe C4 108.25(7)
C5 Fe C4 40.71(7)
C6 Fe C4 124.36(7)
C2 Fe C4 68.58(7)
C8 Fe C4 157.32(8)
C9 Fe C4 122.39(8)
C3 Fe C4 40.48(7)
C6 P C18 102.00(7)
C6 P C12 100.56(8)
C18 P C12 100.67(7)
C11 N C1 177.31(19)
N C1 C2 124.39(16)
N C1 C5 125.98(15)
C2 C1 C5 109.62(15)
N C1 Fe 126.36(12)
C2 C1 Fe 70.55(10)
C5 C1 Fe 70.30(10)
C3 C2 C1 106.62(16)
C3 C2 Fe 70.04(10)
C1 C2 Fe 68.48(10)
C3 C2 H2 126.7
C1 C2 H2 126.7
Fe C2 H2 126.3
C2 C3 C4 108.96(16)
C2 C3 Fe 69.50(10)
C4 C3 Fe 69.83(10)
C2 C3 H3 125.5
C4 C3 H3 125.5
Fe C3 H3 126.7
C3 C4 C5 108.35(16)
C3 C4 Fe 69.69(10)
C5 C4 Fe 69.17(10)
C3 C4 H4 125.8
C5 C4 H4 125.8
Fe C4 H4 126.9
C4 C5 C1 106.45(16)
C4 C5 Fe 70.12(10)
C1 C5 Fe 68.50(10)
C4 C5 H5 126.8
C1 C5 H5 126.8
Fe C5 H5 126.2
C7 C6 C10 106.75(15)
C7 C6 P 130.02(12)
C10 C6 P 123.22(13)
C7 C6 Fe 69.24(9)
C10 C6 Fe 69.20(9)
P C6 Fe 125.81(8)
C8 C7 C6 108.67(16)
C8 C7 Fe 70.00(10)
C6 C7 Fe 69.64(9)
C8 C7 H7 125.7
C6 C7 H7 125.7
Fe C7 H7 126.3
C7 C8 C9 107.73(18)
C7 C8 Fe 69.22(10)
C9 C8 Fe 69.68(11)
C7 C8 H8 126.1
C9 C8 H8 126.1
Fe C8 H8 126.5
C10 C9 C8 108.58(16)
C10 C9 Fe 69.43(10)
C8 C9 Fe 69.64(10)
C10 C9 H9 125.7
C8 C9 H9 125.7
Fe C9 H9 126.8
C9 C10 C6 108.27(16)
C9 C10 Fe 70.07(11)
C6 C10 Fe 69.42(9)
C9 C10 H10 125.9
C6 C10 H10 125.9
Fe C10 H10 126.2
C13 C12 C17 118.55(16)
C13 C12 P 124.10(13)
C17 C12 P 117.26(13)
C12 C13 C14 121.01(17)
C12 C13 H13 119.5
C14 C13 H13 119.5
C15 C14 C13 119.74(18)
C15 C14 H14 120.1
C13 C14 H14 120.1
C14 C15 C16 119.99(17)
C14 C15 H15 120.0
C16 C15 H15 120.0
C15 C16 C17 120.30(18)
C15 C16 H16 119.8
C17 C16 H16 119.8
C16 C17 C12 120.40(17)
C16 C17 H17 119.8
C12 C17 H17 119.8
C23 C18 C19 118.61(15)
C23 C18 P 118.35(12)
C19 C18 P 123.02(12)
C20 C19 C18 120.71(15)
C20 C19 H19 119.6
C18 C19 H19 119.6
C21 C20 C19 119.99(16)
C21 C20 H20 120.0
C19 C20 H20 120.0
C22 C21 C20 119.76(16)
C22 C21 H21 120.1
C20 C21 H21 120.1
C21 C22 C23 120.24(16)
C21 C22 H22 119.9
C23 C22 H22 119.9
C22 C23 C18 120.69(16)
C22 C23 H23 119.7
C18 C23 H23 119.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Fe C1 2.0160(16)
Fe C7 2.0373(16)
Fe C10 2.0396(17)
Fe C5 2.0399(17)
Fe C6 2.0427(16)
Fe C2 2.0435(17)
Fe C8 2.0476(18)
Fe C9 2.0480(18)
Fe C3 2.0507(17)
Fe C4 2.0526(18)
P C6 1.8142(17)
P C18 1.8393(16)
P C12 1.8415(16)
N C11 1.157(2)
N C1 1.391(2)
C1 C2 1.421(2)
C1 C5 1.427(2)
C2 C3 1.416(2)
C2 H2 0.9500
C3 C4 1.419(3)
C3 H3 0.9500
C4 C5 1.424(2)
C4 H4 0.9500
C5 H5 0.9500
C6 C7 1.433(2)
C6 C10 1.442(2)
C7 C8 1.423(3)
C7 H7 0.9500
C8 C9 1.424(3)
C8 H8 0.9500
C9 C10 1.415(3)
C9 H9 0.9500
C10 H10 0.9500
C12 C13 1.382(2)
C12 C17 1.399(2)
C13 C14 1.395(3)
C13 H13 0.9500
C14 C15 1.379(3)
C14 H14 0.9500
C15 C16 1.382(3)
C15 H15 0.9500
C16 C17 1.385(3)
C16 H16 0.9500
C17 H17 0.9500
C18 C23 1.392(2)
C18 C19 1.395(2)
C19 C20 1.389(2)
C19 H19 0.9500
C20 C21 1.387(3)
C20 H20 0.9500
C21 C22 1.384(3)
C21 H21 0.9500
C22 C23 1.387(2)
C22 H22 0.9500
C23 H23 0.9500
