#------------------------------------------------------------------------------
#$Date: 2017-07-11 15:10:40 +0300 (Tue, 11 Jul 2017) $
#$Revision: 198633 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/03/94/7039471.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_7039471
loop_
_publ_author_name
'Duan, Xin-E'
'Tong, Hong-Bo'
'Wei, Xue-Hong'
'Shi, He-Ping'
'Bai, Sheng-Di'
'Bai, Tao'
'Zhang, Jing'
'Zhang, Yong-Bin'
'Liu, Dian-Sheng'
_publ_section_title
;
 Coordination reactions of
 2-pyridinecarboxaldehyde-phenylhydrazonatolithium with selected
 transition metal (Zn, Sn, Fe, Co, Ni and Zr) chlorides and its coupling
 reaction with dichloromethane.
;
_journal_issue                   27
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11061
_journal_page_last               11070
_journal_paper_doi               10.1039/c6dt01183g
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C24 H20 Fe N6'
_chemical_formula_sum            'C24 H20 Fe N6'
_chemical_formula_weight         448.31
_chemical_melting_point          442.0(10)
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-03-23 deposited with the CCDC.
2016-06-10 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 107.839(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.647(4)
_cell_length_b                   9.818(2)
_cell_length_c                   11.893(3)
_cell_measurement_reflns_used    2506
_cell_measurement_temperature    238(2)
_cell_measurement_theta_max      27.72
_cell_measurement_theta_min      2.37
_cell_volume                     2072.6(8)
_computing_cell_refinement       SAINT
_computing_data_collection       SMART
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      238(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD AREA DETECOR'
_diffrn_measurement_method       /w
_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  0.0446
_diffrn_reflns_av_sigmaI/netI    0.0485
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5475
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         2.37
_exptl_absorpt_coefficient_mu    0.752
_exptl_absorpt_correction_T_max  0.8642
_exptl_absorpt_correction_T_min  0.8059
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         1833
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0322
_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)+(0.0293P)²+1.6681P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0813
_refine_ls_wR_factor_ref         0.0848
_reflns_number_gt                1619
_reflns_number_total             1833
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6dt01183g2.cif
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '441-443' was changed to '442.0(10)'
- the average value was taken and precision was estimated.

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7039469--7039475.cif.

The following automatic conversions were performed:

'_refine_ls_hydrogen_treatment' value 'constra' was replaced with the
value 'constr' as specified in the replacement file
'src/cod-tools/trunk/data/replacement-values/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 5376 2017-05-30 11:51:03Z andrius 
;
_cod_original_cell_volume        2072.7(8)
_cod_original_sg_symbol_H-M      'C2/c  '
_cod_database_code               7039471
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Fe1 Fe 0.5000 0.84202(4) 0.7500 0.03197(16) Uani 1 2 d S
N1 N 0.44604(9) 0.70984(17) 0.61797(15) 0.0344(4) Uani 1 1 d .
N2 N 0.56689(10) 0.86837(19) 0.55222(15) 0.0399(4) Uani 1 1 d .
N3 N 0.56622(9) 0.91018(17) 0.65993(13) 0.0310(4) Uani 1 1 d .
C1 C 0.52142(12) 0.7757(2) 0.49283(18) 0.0411(5) Uani 1 1 d .
H1 H 0.5281 0.7570 0.4192 0.049 Uiso 1 1 calc R
C2 C 0.46287(11) 0.6955(2) 0.51590(18) 0.0344(5) Uani 1 1 d .
C3 C 0.42375(13) 0.6015(2) 0.4306(2) 0.0457(6) Uani 1 1 d .
H3 H 0.4362 0.5918 0.3601 0.055 Uiso 1 1 calc R
C4 C 0.36763(13) 0.5237(3) 0.4491(2) 0.0534(6) Uani 1 1 d .
H4 H 0.3408 0.4614 0.3915 0.064 Uiso 1 1 calc R
C5 C 0.35119(14) 0.5384(3) 0.5535(2) 0.0585(7) Uani 1 1 d .
H5 H 0.3132 0.4856 0.5689 0.070 Uiso 1 1 calc R
C6 C 0.39085(13) 0.6309(3) 0.6343(2) 0.0491(6) Uani 1 1 d .
H6 H 0.3791 0.6401 0.7054 0.059 Uiso 1 1 calc R
C7 C 0.61909(10) 1.0147(2) 0.70445(17) 0.0306(4) Uani 1 1 d .
C8 C 0.66495(11) 1.0710(2) 0.64354(18) 0.0359(5) Uani 1 1 d .
H8 H 0.6624 1.0377 0.5683 0.043 Uiso 1 1 calc R
C9 C 0.71408(12) 1.1756(2) 0.6930(2) 0.0403(5) Uani 1 1 d .
H9 H 0.7441 1.2134 0.6503 0.048 Uiso 1 1 calc R
C10 C 0.71984(12) 1.2255(2) 0.8040(2) 0.0426(5) Uani 1 1 d .
H10 H 0.7539 1.2958 0.8374 0.051 Uiso 1 1 calc R
C11 C 0.67475(13) 1.1704(2) 0.8650(2) 0.0441(5) Uani 1 1 d .
H11 H 0.6779 1.2038 0.9405 0.053 Uiso 1 1 calc R
C12 C 0.62509(12) 1.0668(2) 0.81618(18) 0.0379(5) Uani 1 1 d .
H12 H 0.5947 1.0306 0.8589 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N3 Fe1 N3 140.55(10) . 2_656
N3 Fe1 N1 92.33(7) . .
N3 Fe1 N1 112.78(7) 2_656 .
N3 Fe1 N1 112.78(7) . 2_656
N3 Fe1 N1 92.33(7) 2_656 2_656
N1 Fe1 N1 101.35(10) . 2_656
C6 N1 C2 117.85(19) . .
C6 N1 Fe1 118.09(15) . .
C2 N1 Fe1 124.06(14) . .
C1 N2 N3 122.45(17) . .
N2 N3 C7 111.68(15) . .
N2 N3 Fe1 126.80(13) . .
C7 N3 Fe1 121.52(12) . .
N2 C1 C2 133.50(19) . .
N2 C1 H1 113.3 . .
C2 C1 H1 113.2 . .
N1 C2 C3 120.5(2) . .
N1 C2 C1 120.86(18) . .
C3 C2 C1 118.68(19) . .
C4 C3 C2 120.4(2) . .
C4 C3 H3 119.8 . .
C2 C3 H3 119.8 . .
C3 C4 C5 118.7(2) . .
C3 C4 H4 120.6 . .
C5 C4 H4 120.6 . .
C6 C5 C4 118.9(2) . .
C6 C5 H5 120.5 . .
C4 C5 H5 120.5 . .
N1 C6 C5 123.6(2) . .
N1 C6 H6 118.2 . .
C5 C6 H6 118.2 . .
C8 C7 C12 117.79(19) . .
C8 C7 N3 124.33(17) . .
C12 C7 N3 117.87(17) . .
C9 C8 C7 120.42(19) . .
C9 C8 H8 119.8 . .
C7 C8 H8 119.8 . .
C8 C9 C10 121.2(2) . .
C8 C9 H9 119.4 . .
C10 C9 H9 119.4 . .
C11 C10 C9 118.9(2) . .
C11 C10 H10 120.6 . .
C9 C10 H10 120.6 . .
C10 C11 C12 120.5(2) . .
C10 C11 H11 119.8 . .
C12 C11 H11 119.8 . .
C11 C12 C7 121.3(2) . .
C11 C12 H12 119.4 . .
C7 C12 H12 119.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 N3 1.9825(16) .
Fe1 N3 1.9825(16) 2_656
Fe1 N1 2.0480(17) .
Fe1 N1 2.0480(17) 2_656
N1 C6 1.349(3) .
N1 C2 1.351(3) .
N2 C1 1.295(3) .
N2 N3 1.349(2) .
N3 C7 1.409(3) .
C1 C2 1.439(3) .
C1 H1 0.9400 .
C2 C3 1.400(3) .
C3 C4 1.366(3) .
C3 H3 0.9400 .
C4 C5 1.375(4) .
C4 H4 0.9400 .
C5 C6 1.363(3) .
C5 H5 0.9400 .
C6 H6 0.9400 .
C7 C8 1.393(3) .
C7 C12 1.396(3) .
C8 C9 1.382(3) .
C8 H8 0.9400 .
C9 C10 1.382(3) .
C9 H9 0.9400 .
C10 C11 1.378(3) .
C10 H10 0.9400 .
C11 C12 1.378(3) .
C11 H11 0.9400 .
C12 H12 0.9400 .
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
N3 Fe1 N1 C6 179.91(17) .
N3 Fe1 N1 C6 -31.31(18) 2_656
N1 Fe1 N1 C6 66.12(16) 2_656
N3 Fe1 N1 C2 0.75(16) .
N3 Fe1 N1 C2 149.53(15) 2_656
N1 Fe1 N1 C2 -113.04(17) 2_656
C1 N2 N3 C7 -178.01(19) .
C1 N2 N3 Fe1 0.9(3) .
N3 Fe1 N3 N2 -132.21(17) 2_656
N1 Fe1 N3 N2 -0.98(17) .
N1 Fe1 N3 N2 102.37(16) 2_656
N3 Fe1 N3 C7 46.57(13) 2_656
N1 Fe1 N3 C7 177.80(15) .
N1 Fe1 N3 C7 -78.85(16) 2_656
N3 N2 C1 C2 -0.2(4) .
C6 N1 C2 C3 0.1(3) .
Fe1 N1 C2 C3 179.26(15) .
C6 N1 C2 C1 -179.6(2) .
Fe1 N1 C2 C1 -0.4(3) .
N2 C1 C2 N1 0.0(4) .
N2 C1 C2 C3 -179.7(2) .
N1 C2 C3 C4 0.5(3) .
C1 C2 C3 C4 -179.8(2) .
C2 C3 C4 C5 -0.9(4) .
C3 C4 C5 C6 0.6(4) .
C2 N1 C6 C5 -0.3(3) .
Fe1 N1 C6 C5 -179.5(2) .
C4 C5 C6 N1 0.0(4) .
N2 N3 C7 C8 1.8(3) .
Fe1 N3 C7 C8 -177.15(15) .
N2 N3 C7 C12 -179.32(17) .
Fe1 N3 C7 C12 1.7(2) .
C12 C7 C8 C9 -0.4(3) .
N3 C7 C8 C9 178.49(18) .
C7 C8 C9 C10 0.9(3) .
C8 C9 C10 C11 -0.9(3) .
C9 C10 C11 C12 0.3(3) .
C10 C11 C12 C7 0.1(3) .
C8 C7 C12 C11 -0.1(3) .
N3 C7 C12 C11 -179.08(19) .
