#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:59:54 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179224 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/46/4314670.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_4314670
loop_
_publ_author_name
'Paraskevi O. Lagaditis'
'Alexandre A. Mikhailine'
'Alan J. Lough'
'Robert H. Morris'
_publ_section_title
;
 Template Synthesis of Iron(II) Complexes Containing Tridentate P-N-S,
 P-N-P, P-N-N, and Tetradentate P-N-N-P Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1094
_journal_page_last               1102
_journal_paper_doi               10.1021/ic901945c
_journal_volume                  49
_journal_year                    2010
_chemical_formula_moiety         'C32 H38 Fe N4 P2, C2 H3 N, Br4 Fe'
_chemical_formula_sum            'C34 H41 Br4 Fe2 N5 P2'
_chemical_formula_weight         1013.00
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   '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
_cell_angle_alpha                90.00
_cell_angle_beta                 106.2720(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.4373(4)
_cell_length_b                   15.6291(5)
_cell_length_c                   18.2926(4)
_cell_measurement_reflns_used    25111
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.7
_cell_volume                     4236.7(2)
_computing_cell_refinement       'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius B.V., 1997-2002)'
_computing_data_reduction        Denzo-SMN
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL V6.1'
_computing_structure_refinement  'SHELXTL V6.1 (Sheldrick, 2008)'
_computing_structure_solution    'SIR-92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans and ω scans with κ offsets'
_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  0.0534
_diffrn_reflns_av_sigmaI/netI    0.0679
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            25111
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         2.66
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.562
_exptl_absorpt_correction_T_max  0.577
_exptl_absorpt_correction_T_min  0.441
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995)
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2008
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.991
_refine_diff_density_min         -0.802
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         9678
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0463
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0544P)²+0.0656P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.1110
_reflns_number_gt                6717
_reflns_number_total             9678
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic901945c_si_001_2.cif
_cod_data_source_block           4c
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4314670
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.47822(3) 0.24378(3) 0.64550(2) 0.03274(12) Uani 1 1 d . . .
Br2 Br 0.31438(3) 0.42770(3) 0.65829(2) 0.03260(12) Uani 1 1 d . . .
Br3 Br 0.38316(3) 0.39623(3) 0.46454(2) 0.03586(12) Uani 1 1 d . . .
Br4 Br 0.22775(3) 0.22176(3) 0.50665(3) 0.04304(13) Uani 1 1 d . . .
Fe2 Fe 0.34504(4) 0.32062(3) 0.57116(3) 0.02697(14) Uani 1 1 d . . .
Fe1 Fe 0.67814(4) 0.32647(3) 0.50068(3) 0.01894(13) Uani 1 1 d . . .
P1 P 0.77415(7) 0.26581(6) 0.60363(5) 0.0224(2) Uani 1 1 d . . .
P2 P 0.71134(7) 0.26617(6) 0.39994(5) 0.0203(2) Uani 1 1 d . . .
N1 N 0.6302(2) 0.39045(19) 0.58008(17) 0.0237(7) Uani 1 1 d . . .
H1C H 0.6110 0.4439 0.5613 0.028 Uiso 1 1 calc R . .
H1D H 0.5807 0.3615 0.5860 0.028 Uiso 1 1 calc R . .
N2 N 0.5862(2) 0.39696(19) 0.42005(16) 0.0241(7) Uani 1 1 d . . .
H2C H 0.5360 0.4057 0.4369 0.029 Uiso 1 1 calc R . .
H2D H 0.6110 0.4497 0.4162 0.029 Uiso 1 1 calc R . .
N3 N 0.5862(2) 0.24256(19) 0.49125(16) 0.0202(7) Uani 1 1 d . . .
N4 N 0.7634(2) 0.41587(19) 0.50785(16) 0.0206(7) Uani 1 1 d . . .
C1 C 0.7372(3) 0.3140(3) 0.6815(2) 0.0306(9) Uani 1 1 d . . .
H1A H 0.6922 0.2766 0.6949 0.037 Uiso 1 1 calc R . .
H1B H 0.7894 0.3207 0.7271 0.037 Uiso 1 1 calc R . .
C2 C 0.6959(3) 0.4005(2) 0.6555(2) 0.0294(9) Uani 1 1 d . . .
H2A H 0.6653 0.4230 0.6924 0.035 Uiso 1 1 calc R . .
H2B H 0.7435 0.4416 0.6523 0.035 Uiso 1 1 calc R . .
C3 C 0.6400(3) 0.3299(2) 0.32158(19) 0.0232(8) Uani 1 1 d . . .
H3A H 0.6738 0.3806 0.3122 0.028 Uiso 1 1 calc R . .
H3B H 0.6228 0.2952 0.2744 0.028 Uiso 1 1 calc R . .
C4 C 0.5563(3) 0.3580(2) 0.3422(2) 0.0259(9) Uani 1 1 d . . .
H4A H 0.5225 0.4005 0.3049 0.031 Uiso 1 1 calc R . .
H4B H 0.5165 0.3084 0.3422 0.031 Uiso 1 1 calc R . .
C5 C 0.5279(3) 0.1957(3) 0.4809(2) 0.0268(9) Uani 1 1 d . . .
C6 C 0.4533(3) 0.1342(3) 0.4642(3) 0.0487(13) Uani 1 1 d . . .
H6A H 0.4308 0.1258 0.4090 0.073 Uiso 1 1 calc R . .
H6B H 0.4045 0.1562 0.4836 0.073 Uiso 1 1 calc R . .
H6C H 0.4746 0.0795 0.4889 0.073 Uiso 1 1 calc R . .
C7 C 0.8126(3) 0.4708(3) 0.5147(2) 0.0286(9) Uani 1 1 d . . .
C8 C 0.8776(3) 0.5416(3) 0.5267(3) 0.0504(13) Uani 1 1 d . . .
H8A H 0.8450 0.5961 0.5164 0.076 Uiso 1 1 calc R . .
H8B H 0.9156 0.5352 0.4922 0.076 Uiso 1 1 calc R . .
H8C H 0.9156 0.5408 0.5795 0.076 Uiso 1 1 calc R . .
C11 C 0.8914(3) 0.2967(3) 0.6203(2) 0.0304(9) Uani 1 1 d . . .
C12 C 0.9401(3) 0.2653(3) 0.5725(2) 0.0404(11) Uani 1 1 d . . .
H12A H 0.9112 0.2272 0.5327 0.048 Uiso 1 1 calc R . .
C13 C 1.0287(3) 0.2876(4) 0.5809(3) 0.0600(16) Uani 1 1 d . . .
H13A H 1.0611 0.2632 0.5489 0.072 Uiso 1 1 calc R . .
C14 C 1.0691(4) 0.3454(4) 0.6359(3) 0.0715(19) Uani 1 1 d . . .
H14A H 1.1302 0.3613 0.6422 0.086 Uiso 1 1 calc R . .
C15 C 1.0225(4) 0.3806(4) 0.6819(3) 0.0666(18) Uani 1 1 d . . .
H15A H 1.0510 0.4221 0.7188 0.080 Uiso 1 1 calc R . .
C16 C 0.9329(3) 0.3560(3) 0.6753(2) 0.0437(12) Uani 1 1 d . . .
H16A H 0.9013 0.3798 0.7082 0.052 Uiso 1 1 calc R . .
C21 C 0.7757(3) 0.1521(3) 0.6263(2) 0.0270(9) Uani 1 1 d . . .
C22 C 0.8512(3) 0.0996(3) 0.6352(2) 0.0391(11) Uani 1 1 d . . .
H22A H 0.9066 0.1237 0.6323 0.047 Uiso 1 1 calc R . .
C23 C 0.8459(4) 0.0129(3) 0.6483(3) 0.0574(14) Uani 1 1 d . . .
H23A H 0.8964 -0.0228 0.6508 0.069 Uiso 1 1 calc R . .
C24 C 0.7683(4) -0.0219(3) 0.6577(3) 0.0547(14) Uani 1 1 d . . .
H24A H 0.7658 -0.0812 0.6683 0.066 Uiso 1 1 calc R . .
C25 C 0.6938(4) 0.0291(3) 0.6518(2) 0.0440(12) Uani 1 1 d . . .
H25A H 0.6403 0.0052 0.6592 0.053 Uiso 1 1 calc R . .
C26 C 0.6971(3) 0.1150(2) 0.6350(2) 0.0305(10) Uani 1 1 d . . .
H26A H 0.6449 0.1494 0.6292 0.037 Uiso 1 1 calc R . .
C31 C 0.8210(3) 0.2698(3) 0.3795(2) 0.0261(9) Uani 1 1 d . . .
C32 C 0.8531(3) 0.3481(3) 0.3618(2) 0.0331(10) Uani 1 1 d . . .
H32A H 0.8182 0.3984 0.3609 0.040 Uiso 1 1 calc R . .
C33 C 0.9355(3) 0.3536(3) 0.3456(2) 0.0451(12) Uani 1 1 d . . .
H33A H 0.9556 0.4071 0.3318 0.054 Uiso 1 1 calc R . .
C34 C 0.9883(3) 0.2818(4) 0.3494(3) 0.0526(14) Uani 1 1 d . . .
H34A H 1.0449 0.2856 0.3387 0.063 Uiso 1 1 calc R . .
C35 C 0.9583(3) 0.2041(4) 0.3691(3) 0.0474(13) Uani 1 1 d . . .
H35A H 0.9953 0.1548 0.3733 0.057 Uiso 1 1 calc R . .
C36 C 0.8746(3) 0.1976(3) 0.3828(2) 0.0345(10) Uani 1 1 d . . .
H36A H 0.8538 0.1435 0.3944 0.041 Uiso 1 1 calc R . .
C41 C 0.6727(3) 0.1556(2) 0.3814(2) 0.0240(8) Uani 1 1 d . . .
C42 C 0.5981(3) 0.1336(3) 0.3205(2) 0.0279(9) Uani 1 1 d . . .
H42A H 0.5689 0.1761 0.2850 0.034 Uiso 1 1 calc R . .
C43 C 0.5671(3) 0.0507(3) 0.3121(3) 0.0395(11) Uani 1 1 d . . .
H43A H 0.5161 0.0365 0.2711 0.047 Uiso 1 1 calc R . .
C44 C 0.6093(4) -0.0121(3) 0.3625(3) 0.0462(12) Uani 1 1 d . . .
H44A H 0.5882 -0.0694 0.3552 0.055 Uiso 1 1 calc R . .
C45 C 0.6817(4) 0.0080(3) 0.4229(3) 0.0436(12) Uani 1 1 d . . .
H45A H 0.7104 -0.0354 0.4577 0.052 Uiso 1 1 calc R . .
C46 C 0.7133(3) 0.0922(3) 0.4336(2) 0.0342(10) Uani 1 1 d . . .
H46A H 0.7624 0.1062 0.4764 0.041 Uiso 1 1 calc R . .
N5 N 0.1096(8) 0.0525(7) 0.7442(9) 0.225(6) Uani 1 1 d . . .
C9 C 0.2331(7) 0.1538(7) 0.7322(7) 0.168(5) Uani 1 1 d . . .
H9A H 0.2917 0.1288 0.7588 0.252 Uiso 1 1 calc R . .
H9B H 0.2262 0.2091 0.7553 0.252 Uiso 1 1 calc R . .
H9C H 0.2299 0.1623 0.6784 0.252 Uiso 1 1 calc R . .
C10 C 0.1618(8) 0.0969(8) 0.7381(8) 0.166(5) Uani 1 1 d . . .
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'
Br Br -0.2901 2.4595 '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
_geom_angle_publ_flag
Br4 Fe2 Br1 110.85(3) . . ?
Br4 Fe2 Br2 119.95(3) . . ?
Br1 Fe2 Br2 105.08(2) . . ?
Br4 Fe2 Br3 103.29(3) . . ?
Br1 Fe2 Br3 108.86(3) . . ?
Br2 Fe2 Br3 108.49(2) . . ?
N4 Fe1 N3 176.06(13) . . ?
N4 Fe1 N2 88.93(13) . . ?
N3 Fe1 N2 87.53(13) . . ?
N4 Fe1 N1 88.48(12) . . ?
N3 Fe1 N1 89.56(12) . . ?
N2 Fe1 N1 86.19(12) . . ?
N4 Fe1 P2 92.98(9) . . ?
N3 Fe1 P2 88.41(9) . . ?
N2 Fe1 P2 84.66(9) . . ?
N1 Fe1 P2 170.71(9) . . ?
N4 Fe1 P1 88.33(10) . . ?
N3 Fe1 P1 94.86(9) . . ?
N2 Fe1 P1 169.99(9) . . ?
N1 Fe1 P1 84.11(9) . . ?
P2 Fe1 P1 105.09(4) . . ?
C11 P1 C21 105.77(19) . . ?
C11 P1 C1 105.8(2) . . ?
C21 P1 C1 102.16(18) . . ?
C11 P1 Fe1 114.83(13) . . ?
C21 P1 Fe1 124.33(13) . . ?
C1 P1 Fe1 101.59(14) . . ?
C41 P2 C31 105.24(18) . . ?
C41 P2 C3 105.92(17) . . ?
C31 P2 C3 102.14(17) . . ?
C41 P2 Fe1 114.21(12) . . ?
C31 P2 Fe1 126.03(13) . . ?
C3 P2 Fe1 100.81(12) . . ?
C2 N1 Fe1 115.0(2) . . ?
C4 N2 Fe1 115.5(2) . . ?
C5 N3 Fe1 174.9(3) . . ?
C7 N4 Fe1 176.7(3) . . ?
C2 C1 P1 108.6(3) . . ?
N1 C2 C1 108.5(3) . . ?
C4 C3 P2 109.3(2) . . ?
N2 C4 C3 107.4(3) . . ?
N3 C5 C6 177.4(4) . . ?
N4 C7 C8 177.8(4) . . ?
C16 C11 C12 118.0(4) . . ?
C16 C11 P1 122.5(3) . . ?
C12 C11 P1 119.3(3) . . ?
C13 C12 C11 122.3(5) . . ?
C14 C13 C12 118.9(5) . . ?
C13 C14 C15 120.6(5) . . ?
C14 C15 C16 120.8(5) . . ?
C11 C16 C15 119.2(5) . . ?
C26 C21 C22 117.8(4) . . ?
C26 C21 P1 118.3(3) . . ?
C22 C21 P1 123.8(3) . . ?
C23 C22 C21 120.6(5) . . ?
C24 C23 C22 120.4(5) . . ?
C23 C24 C25 120.1(5) . . ?
C24 C25 C26 119.8(5) . . ?
C25 C26 C21 121.2(4) . . ?
C36 C31 C32 118.4(4) . . ?
C36 C31 P2 122.6(3) . . ?
C32 C31 P2 118.9(3) . . ?
C33 C32 C31 120.8(4) . . ?
C34 C33 C32 120.2(5) . . ?
C33 C34 C35 119.5(5) . . ?
C34 C35 C36 120.5(5) . . ?
C35 C36 C31 120.5(4) . . ?
C46 C41 C42 118.7(4) . . ?
C46 C41 P2 118.9(3) . . ?
C42 C41 P2 122.1(3) . . ?
C43 C42 C41 120.2(4) . . ?
C42 C43 C44 120.8(4) . . ?
C45 C44 C43 120.2(4) . . ?
C44 C45 C46 120.2(4) . . ?
C41 C46 C45 120.0(4) . . ?
N5 C10 C9 178.0(14) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Fe2 2.4396(7) . ?
Br2 Fe2 2.4470(7) . ?
Br3 Fe2 2.4879(7) . ?
Br4 Fe2 2.4209(7) . ?
Fe1 N4 1.899(3) . ?
Fe1 N3 1.904(3) . ?
Fe1 N2 2.057(3) . ?
Fe1 N1 2.064(3) . ?
Fe1 P2 2.2531(10) . ?
Fe1 P1 2.2534(11) . ?
P1 C11 1.814(4) . ?
P1 C21 1.823(4) . ?
P1 C1 1.837(4) . ?
P2 C41 1.828(4) . ?
P2 C31 1.833(4) . ?
P2 C3 1.837(4) . ?
N1 C2 1.474(5) . ?
N2 C4 1.497(4) . ?
N3 C5 1.135(5) . ?
N4 C7 1.130(5) . ?
C1 C2 1.514(6) . ?
C3 C4 1.509(5) . ?
C5 C6 1.465(6) . ?
C7 C8 1.468(6) . ?
C11 C16 1.386(6) . ?
C11 C12 1.392(6) . ?
C12 C13 1.378(6) . ?
C13 C14 1.366(8) . ?
C14 C15 1.366(8) . ?
C15 C16 1.408(7) . ?
C21 C26 1.393(6) . ?
C21 C22 1.396(6) . ?
C22 C23 1.383(6) . ?
C23 C24 1.369(7) . ?
C24 C25 1.378(7) . ?
C25 C26 1.382(6) . ?
C31 C36 1.391(6) . ?
C31 C32 1.393(6) . ?
C32 C33 1.388(6) . ?
C33 C34 1.377(7) . ?
C34 C35 1.381(7) . ?
C35 C36 1.386(6) . ?
C41 C46 1.398(5) . ?
C41 C42 1.402(5) . ?
C42 C43 1.374(5) . ?
C43 C44 1.378(6) . ?
C44 C45 1.370(7) . ?
C45 C46 1.398(6) . ?
N5 C10 1.092(13) . ?
C9 C10 1.443(14) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1C Br3 0.92 2.55 3.425(3) 159.2 3_666
N1 H1D Br1 0.92 2.83 3.710(3) 159.4 .
N2 H2C Br3 0.92 2.55 3.452(3) 165.7 .
N2 H2D Br2 0.92 2.78 3.627(3) 153.3 3_666
