#------------------------------------------------------------------------------
#$Date: 2018-10-27 05:49:31 +0300 (Sat, 27 Oct 2018) $
#$Revision: 211684 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/26/2242697.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_2242697
loop_
_publ_author_name
'Wang, Sida'
'Liebing, Phil'
'Engelhardt, Felix'
'Hilfert, Liane'
'Busse, Sabine'
'Edelmann, Frank T.'
_publ_section_title
;
 Synthesis and structural characterization of four
 dichloridobis(cyclopropylalkynylamidine)metal complexes
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1658
_journal_page_last               1664
_journal_paper_doi               10.1107/S2056989018014895
_journal_volume                  74
_journal_year                    2018
_chemical_absolute_configuration ad
_chemical_formula_iupac          '[Fe Cl2 (C12 H20 N2)2]'
_chemical_formula_moiety         'C24 H40 Cl2 Fe N4'
_chemical_formula_sum            'C24 H40 Cl2 Fe N4'
_chemical_formula_weight         511.35
_chemical_name_systematic
Dichloridobis(3-cyclopropyl-N,N'-diisopropylprop-2-ynamidine)iron(II)
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
_space_group_name_H-M_alt        'F d d 2'
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.5703(9)
_cell_length_b                   30.9167(12)
_cell_length_c                   10.1110(6)
_cell_measurement_reflns_used    5377
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      25.987
_cell_measurement_theta_min      2.416
_cell_volume                     5492.5(5)
_computing_cell_refinement
;
X-Area (Stoe & Cie, 2002)
;
_computing_data_collection
;
X-Area (Stoe & Cie, 2002)
;
_computing_data_reduction
;
X-Area and X-Red (Stoe & Cie, 2002)
;
_computing_molecular_graphics
;
Diamond (Brandenburg, 1999)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014/5 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      153(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Stoe IPDS 2T'
_diffrn_measurement_method       'area detector'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5377
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.987
_diffrn_reflns_theta_min         2.416
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.761
_exptl_absorpt_correction_T_max  0.8876
_exptl_absorpt_correction_T_min  0.8366
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
X-Area and X-Red (Stoe & Cie, 2002)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_description       block
_exptl_crystal_F_000             2176
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.250
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.423
_refine_ls_abs_structure_details
;
Flack x determined using 846 quotients
[(I⁺)-(I⁻)]/[(I⁺)+(I⁻)]
(Parsons et al.,  2013).
;
_refine_ls_abs_structure_Flack   -0.03(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         2495
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0331
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0450P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0722
_refine_ls_wR_factor_ref         0.0741
_reflns_number_gt                2239
_reflns_number_total             2495
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zl2740sup1.cif
_cod_data_source_block           4
_cod_database_code               2242697
_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   0.821
_shelx_estimated_absorpt_t_max   0.833
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/4, y+1/4, z+1/4'
'x+3/4, -y+3/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/4, y+3/4, z+3/4'
'x+3/4, -y+5/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+3/4, y+1/4, z+3/4'
'x+5/4, -y+3/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+3/4, y+3/4, z+1/4'
'x+5/4, -y+5/4, z+1/4'
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_occupancy
C C1 0.3709(2) 0.54820(11) 0.4918(4) 0.0256(7) Uani d 1
C C2 0.3378(2) 0.57953(11) 0.5794(4) 0.0295(8) Uani d 1
C C3 0.3110(2) 0.60671(12) 0.6491(4) 0.0311(8) Uani d 1
C C4 0.2823(2) 0.63943(13) 0.7355(4) 0.0370(9) Uani d 1
H H2 0.320708 0.652558 0.796514 0.044 Uiso calc 1
C C5 0.2031(3) 0.63654(17) 0.7896(5) 0.0516(12) Uani d 1
H H4 0.171514 0.611617 0.761998 0.062 Uiso calc 1
H H3 0.194600 0.646416 0.881537 0.062 Uiso calc 1
C C6 0.2208(3) 0.66945(15) 0.6897(5) 0.0506(12) Uani d 1
H H5 0.223392 0.699970 0.718986 0.061 Uiso calc 1
H H6 0.200305 0.665170 0.599444 0.061 Uiso calc 1
C C7 0.4920(2) 0.58015(12) 0.5319(4) 0.0309(8) Uani d 1
H H7 0.462208 0.593479 0.605717 0.037 Uiso calc 1
C C8 0.5106(3) 0.61521(13) 0.4324(6) 0.0506(12) Uani d 1
H H8 0.463312 0.628650 0.401441 0.076 Uiso calc 1
H H9 0.537663 0.602488 0.357185 0.076 Uiso calc 1
H H10 0.542756 0.637176 0.474331 0.076 Uiso calc 1
C C9 0.5635(2) 0.56028(15) 0.5897(6) 0.0531(13) Uani d 1
H H11 0.549567 0.536538 0.649137 0.080 Uiso calc 1
H H12 0.591635 0.582334 0.639198 0.080 Uiso calc 1
H H13 0.595472 0.549128 0.517965 0.080 Uiso calc 1
C C10 0.24171(19) 0.51490(12) 0.4677(4) 0.0313(8) Uani d 1
H H14 0.232841 0.527648 0.557256 0.038 Uiso calc 1
C C11 0.1912(3) 0.5375(2) 0.3711(7) 0.0717(17) Uani d 1
H H15 0.204279 0.568265 0.368259 0.108 Uiso calc 1
H H16 0.137983 0.534183 0.398571 0.108 Uiso calc 1
H H17 0.198034 0.524779 0.283094 0.108 Uiso calc 1
C C12 0.2255(3) 0.46742(15) 0.4745(7) 0.0597(14) Uani d 1
H H18 0.261781 0.453556 0.534649 0.090 Uiso calc 1
H H19 0.230443 0.454738 0.386081 0.090 Uiso calc 1
H H20 0.173590 0.462874 0.507208 0.090 Uiso calc 1
Cl Cl 0.41255(5) 0.47033(3) 0.20952(10) 0.0389(3) Uani d 1
N N1 0.44457(15) 0.54633(9) 0.4699(3) 0.0251(6) Uani d 1
N N2 0.32222(17) 0.52105(11) 0.4330(4) 0.0323(7) Uani d 1
H H1 0.341(2) 0.5058(13) 0.369(4) 0.039 Uiso d 1
Fe Fe 0.500000 0.500000 0.35458(7) 0.02332(17) Uani d 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'
Cl Cl 0.1484 0.1585 '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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
N1 C1 N2 . . 121.8(3)
N1 C1 C2 . . 122.1(3)
N2 C1 C2 . . 116.1(3)
C3 C2 C1 . . 177.6(4)
C2 C3 C4 . . 177.3(4)
C3 C4 C5 . . 120.6(4)
C3 C4 C6 . . 120.3(4)
C5 C4 C6 . . 58.6(3)
C3 C4 H2 . . 115.2
C5 C4 H2 . . 115.2
C6 C4 H2 . . 115.2
C6 C5 C4 . . 60.7(3)
C6 C5 H4 . . 117.7
C4 C5 H4 . . 117.7
C6 C5 H3 . . 117.7
C4 C5 H3 . . 117.7
H4 C5 H3 . . 114.8
C5 C6 C4 . . 60.7(3)
C5 C6 H5 . . 117.7
C4 C6 H5 . . 117.7
C5 C6 H6 . . 117.7
C4 C6 H6 . . 117.7
H5 C6 H6 . . 114.8
N1 C7 C8 . . 110.2(3)
N1 C7 C9 . . 110.1(3)
C8 C7 C9 . . 111.6(4)
N1 C7 H7 . . 108.3
C8 C7 H7 . . 108.3
C9 C7 H7 . . 108.3
C7 C8 H8 . . 109.5
C7 C8 H9 . . 109.5
H8 C8 H9 . . 109.5
C7 C8 H10 . . 109.5
H8 C8 H10 . . 109.5
H9 C8 H10 . . 109.5
C7 C9 H11 . . 109.5
C7 C9 H12 . . 109.5
H11 C9 H12 . . 109.5
C7 C9 H13 . . 109.5
H11 C9 H13 . . 109.5
H12 C9 H13 . . 109.5
N2 C10 C11 . . 110.8(4)
N2 C10 C12 . . 108.7(3)
C11 C10 C12 . . 112.0(4)
N2 C10 H14 . . 108.4
C11 C10 H14 . . 108.4
C12 C10 H14 . . 108.4
C10 C11 H15 . . 109.5
C10 C11 H16 . . 109.5
H15 C11 H16 . . 109.5
C10 C11 H17 . . 109.5
H15 C11 H17 . . 109.5
H16 C11 H17 . . 109.5
C10 C12 H18 . . 109.5
C10 C12 H19 . . 109.5
H18 C12 H19 . . 109.5
C10 C12 H20 . . 109.5
H18 C12 H20 . . 109.5
H19 C12 H20 . . 109.5
C1 N1 C7 . . 116.9(3)
C1 N1 Fe . . 125.7(2)
C7 N1 Fe . . 117.4(2)
C1 N2 C10 . . 126.2(3)
C1 N2 H1 . . 115(3)
C10 N2 H1 . . 118(3)
N1 Fe N1 2_665 . 112.13(17)
N1 Fe Cl 2_665 . 113.06(9)
N1 Fe Cl . . 108.42(8)
N1 Fe Cl 2_665 2_665 108.42(8)
N1 Fe Cl . 2_665 113.06(9)
Cl Fe Cl . 2_665 101.32(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.315(4)
C1 N2 1.337(5)
C1 C2 1.435(5)
C2 C3 1.193(5)
C3 C4 1.429(5)
C4 C5 1.497(6)
C4 C6 1.498(6)
C4 H2 1.0000
C5 C6 1.467(7)
C5 H4 0.9900
C5 H3 0.9900
C6 H5 0.9900
C6 H6 0.9900
C7 N1 1.477(5)
C7 C8 1.514(6)
C7 C9 1.515(6)
C7 H7 1.0000
C8 H8 0.9800
C8 H9 0.9800
C8 H10 0.9800
C9 H11 0.9800
C9 H12 0.9800
C9 H13 0.9800
C10 N2 1.470(4)
C10 C11 1.493(6)
C10 C12 1.497(6)
C10 H14 1.0000
C11 H15 0.9800
C11 H16 0.9800
C11 H17 0.9800
C12 H18 0.9800
C12 H19 0.9800
C12 H20 0.9800
Cl Fe 2.3139(10)
N1 Fe 2.088(3)
N2 H1 0.87(2)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H1 Cl . 0.87(2) 2.32(3) 3.175(3) 169(4) yes
C8 H9 Cl 2_665 0.98 2.84 3.728(5) 151.2 yes
C5 H4 Cl 10_565 0.99 2.98 3.963(5) 171.9 yes
C10 H14 Cl 10_565 1.00 2.98 3.679(4) 127.5 yes
C4 H2 Cl 11 1.00 2.68 3.510(4) 140.3 yes
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
C3 C4 C5 C6 -109.0(5)
C3 C4 C6 C5 109.5(4)
N2 C1 N1 C7 175.2(3)
C2 C1 N1 C7 -4.4(5)
N2 C1 N1 Fe -4.5(5)
C2 C1 N1 Fe 175.9(3)
C8 C7 N1 C1 -99.4(4)
C9 C7 N1 C1 137.1(4)
C8 C7 N1 Fe 80.4(3)
C9 C7 N1 Fe -43.2(4)
N1 C1 N2 C10 168.1(4)
C2 C1 N2 C10 -12.3(6)
C11 C10 N2 C1 102.8(5)
C12 C10 N2 C1 -133.6(5)

_cod_database_fobs_code 2242697
