#------------------------------------------------------------------------------
#$Date: 2016-03-25 17:04:47 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180002 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/96/7029605.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_7029605
loop_
_publ_author_name
'Moelands, Marcel A. H.'
'Schamhart, Daniel J.'
'Folkertsma, Emma'
'Lutz, Martin'
'Spek, Anthony L.'
'Klein Gebbink, Robertus J. M.'
_publ_section_title
;
 Facial triad modelling using ferrous pyridinyl prolinate complexes:
 synthesis and catalytic applications.
;
_journal_issue                   18
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6769
_journal_page_last               6785
_journal_paper_doi               10.1039/c3dt53266f
_journal_volume                  43
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C13 H20 Cl2 Fe N2 O3'
_chemical_formula_sum            'C13 H20 Cl2 Fe N2 O3'
_chemical_formula_weight         379.06
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.5923(1)
_cell_length_b                   11.6358(1)
_cell_length_c                   12.1043(2)
_cell_measurement_reflns_used    48227
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.02
_cell_volume                     1632.70(3)
_computing_cell_refinement       HKL2000
_computing_data_collection       'Nonius COLLECT'
_computing_data_reduction        'HKL2000, denzox, sadabs'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_sigmaI/netI    0.0228
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            28909
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         2.43
_exptl_absorpt_coefficient_mu    1.260
_exptl_absorpt_correction_T_max  0.8502
_exptl_absorpt_correction_T_min  0.4730
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.000(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         3728
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0251
_refine_ls_R_factor_gt           0.0223
_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)+(0.0211P)²+0.4822P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0491
_refine_ls_wR_factor_ref         0.0503
_reflns_number_gt                3538
_reflns_number_total             3728
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c3dt53266f2.cif
_cod_data_source_block           s4082a
_cod_database_code               7029605
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
Fe1 Fe 0.35452(2) 0.16494(2) 0.226006(19) 0.01886(6) Uani 1 1 d .
Cl1 Cl 0.41845(4) -0.02326(3) 0.15320(4) 0.02337(9) Uani 1 1 d .
Cl2 Cl 0.34073(5) 0.25888(4) 0.05649(4) 0.03232(11) Uani 1 1 d .
O1 O 0.31272(10) 0.31213(10) 0.33576(10) 0.0230(3) Uani 1 1 d .
O2 O 0.28498(11) 0.37038(11) 0.50956(11) 0.0258(3) Uani 1 1 d .
O3 O 0.52410(10) 0.22836(11) 0.26622(11) 0.0253(3) Uani 1 1 d .
H3O H 0.5263(18) 0.293(2) 0.2827(18) 0.028(6) Uiso 1 1 d .
N1 N 0.17396(12) 0.11411(12) 0.24368(12) 0.0222(3) Uani 1 1 d .
N2 N 0.34136(12) 0.08656(11) 0.39890(11) 0.0186(3) Uani 1 1 d .
C1 C 0.15147(16) 0.03723(14) 0.32329(13) 0.0218(3) Uani 1 1 d .
C2 C 0.04116(16) -0.00276(18) 0.34419(16) 0.0305(4) Uani 1 1 d .
H2 H 0.0275 -0.0573 0.4011 0.037 Uiso 1 1 calc R
C3 C -0.04874(16) 0.03836(19) 0.28052(17) 0.0357(5) Uani 1 1 d .
H3 H -0.1251 0.0115 0.2924 0.043 Uiso 1 1 calc R
C4 C -0.02649(17) 0.11895(18) 0.19941(16) 0.0328(5) Uani 1 1 d .
H4 H -0.0872 0.1491 0.1554 0.039 Uiso 1 1 calc R
C5 C 0.08588(16) 0.15484(16) 0.18367(15) 0.0270(4) Uani 1 1 d .
H5 H 0.1013 0.2105 0.1282 0.032 Uiso 1 1 calc R
C6 C 0.25455(15) -0.00593(15) 0.38613(15) 0.0232(4) Uani 1 1 d .
H6A H 0.2299 -0.0332 0.4599 0.028 Uiso 1 1 calc R
H6B H 0.2894 -0.0716 0.3462 0.028 Uiso 1 1 calc R
C7 C 0.30184(15) 0.17144(15) 0.48298(13) 0.0201(3) Uani 1 1 d .
H7 H 0.2221 0.1512 0.5078 0.024 Uiso 1 1 calc R
C8 C 0.38548(16) 0.16063(17) 0.58066(15) 0.0276(4) Uani 1 1 d .
H8A H 0.3941 0.2346 0.6202 0.033 Uiso 1 1 calc R
H8B H 0.3600 0.1007 0.6334 0.033 Uiso 1 1 calc R
C9 C 0.49646(17) 0.12641(18) 0.52262(17) 0.0304(4) Uani 1 1 d .
H9A H 0.5328 0.1931 0.4856 0.037 Uiso 1 1 calc R
H9B H 0.5523 0.0918 0.5749 0.037 Uiso 1 1 calc R
C10 C 0.45390(15) 0.03895(16) 0.43949(16) 0.0267(4) Uani 1 1 d .
H10A H 0.5094 0.0305 0.3779 0.032 Uiso 1 1 calc R
H10B H 0.4426 -0.0369 0.4749 0.032 Uiso 1 1 calc R
C11 C 0.30172(14) 0.29107(15) 0.43372(15) 0.0195(3) Uani 1 1 d .
C12 C 0.28626(17) 0.48845(16) 0.47171(17) 0.0300(4) Uani 1 1 d .
H12A H 0.3652 0.5102 0.4515 0.045 Uiso 1 1 calc R
H12B H 0.2586 0.5389 0.5309 0.045 Uiso 1 1 calc R
H12C H 0.2359 0.4962 0.4071 0.045 Uiso 1 1 calc R
C13 C 0.63241(16) 0.19058(17) 0.22571(19) 0.0357(4) Uani 1 1 d .
H13A H 0.6351 0.1064 0.2269 0.054 Uiso 1 1 calc R
H13B H 0.6941 0.2214 0.2725 0.054 Uiso 1 1 calc R
H13C H 0.6428 0.2178 0.1498 0.054 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'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
O3 Fe1 N1 160.73(5)
O3 Fe1 O1 78.46(5)
N1 Fe1 O1 86.63(5)
O3 Fe1 N2 89.47(5)
N1 Fe1 N2 74.86(5)
O1 Fe1 N2 75.27(5)
O3 Fe1 Cl2 95.79(4)
N1 Fe1 Cl2 98.48(4)
O1 Fe1 Cl2 98.63(3)
N2 Fe1 Cl2 171.04(4)
O3 Fe1 Cl1 96.33(4)
N1 Fe1 Cl1 94.71(4)
O1 Fe1 Cl1 163.93(3)
N2 Fe1 Cl1 89.60(4)
Cl2 Fe1 Cl1 97.011(18)
C11 O1 Fe1 116.75(11)
C11 O2 C12 116.29(14)
C13 O3 Fe1 128.57(11)
C13 O3 H3O 111.1(16)
Fe1 O3 H3O 114.7(15)
C5 N1 C1 118.53(16)
C5 N1 Fe1 125.53(12)
C1 N1 Fe1 115.92(12)
C6 N2 C7 110.11(13)
C6 N2 C10 110.90(13)
C7 N2 C10 106.76(13)
C6 N2 Fe1 103.85(10)
C7 N2 Fe1 112.39(10)
C10 N2 Fe1 112.88(11)
N1 C1 C2 122.37(17)
N1 C1 C6 115.61(16)
C2 C1 C6 121.98(16)
C3 C2 C1 118.58(19)
C3 C2 H2 120.7
C1 C2 H2 120.7
C2 C3 C4 119.38(18)
C2 C3 H3 120.3
C4 C3 H3 120.3
C5 C4 C3 118.63(18)
C5 C4 H4 120.7
C3 C4 H4 120.7
N1 C5 C4 122.49(18)
N1 C5 H5 118.8
C4 C5 H5 118.8
N2 C6 C1 110.49(14)
N2 C6 H6A 109.6
C1 C6 H6A 109.6
N2 C6 H6B 109.6
C1 C6 H6B 109.6
H6A C6 H6B 108.1
N2 C7 C11 109.92(13)
N2 C7 C8 106.13(14)
C11 C7 C8 112.29(15)
N2 C7 H7 109.5
C11 C7 H7 109.5
C8 C7 H7 109.5
C9 C8 C7 101.56(14)
C9 C8 H8A 111.5
C7 C8 H8A 111.5
C9 C8 H8B 111.5
C7 C8 H8B 111.5
H8A C8 H8B 109.3
C10 C9 C8 101.98(15)
C10 C9 H9A 111.4
C8 C9 H9A 111.4
C10 C9 H9B 111.4
C8 C9 H9B 111.4
H9A C9 H9B 109.2
N2 C10 C9 104.65(15)
N2 C10 H10A 110.8
C9 C10 H10A 110.8
N2 C10 H10B 110.8
C9 C10 H10B 110.8
H10A C10 H10B 108.9
O1 C11 O2 123.62(16)
O1 C11 C7 124.64(16)
O2 C11 C7 111.72(14)
O2 C12 H12A 109.5
O2 C12 H12B 109.5
H12A C12 H12B 109.5
O2 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
O3 C13 H13A 109.5
O3 C13 H13B 109.5
H13A C13 H13B 109.5
O3 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Fe1 O3 2.1554(12)
Fe1 N1 2.1856(14)
Fe1 O1 2.2210(12)
Fe1 N2 2.2880(13)
Fe1 Cl2 2.3303(5)
Fe1 Cl1 2.4742(5)
O1 C11 1.218(2)
O2 C11 1.316(2)
O2 C12 1.448(2)
O3 C13 1.418(2)
O3 H3O 0.77(2)
N1 C5 1.340(2)
N1 C1 1.340(2)
N2 C6 1.481(2)
N2 C7 1.490(2)
N2 C10 1.500(2)
C1 C2 1.384(3)
C1 C6 1.503(3)
C2 C3 1.382(3)
C2 H2 0.9500
C3 C4 1.382(3)
C3 H3 0.9500
C4 C5 1.381(3)
C4 H4 0.9500
C5 H5 0.9500
C6 H6A 0.9900
C6 H6B 0.9900
C7 C11 1.514(2)
C7 C8 1.534(2)
C7 H7 1.0000
C8 C9 1.519(3)
C8 H8A 0.9900
C8 H8B 0.9900
C9 C10 1.514(3)
C9 H9A 0.9900
C9 H9B 0.9900
C10 H10A 0.9900
C10 H10B 0.9900
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
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
O3 H3O Cl1 0.77(2) 2.37(2) 3.1221(14) 165(2) 4_655
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
O3 Fe1 O1 C11 -92.27(12)
N1 Fe1 O1 C11 75.47(12)
N2 Fe1 O1 C11 0.25(12)
Cl2 Fe1 O1 C11 173.54(11)
Cl1 Fe1 O1 C11 -19.9(2)
N1 Fe1 O3 C13 144.31(18)
O1 Fe1 O3 C13 -175.69(17)
N2 Fe1 O3 C13 109.23(16)
Cl2 Fe1 O3 C13 -78.04(16)
Cl1 Fe1 O3 C13 19.70(16)
O3 Fe1 N1 C5 123.42(18)
O1 Fe1 N1 C5 84.31(14)
N2 Fe1 N1 C5 159.95(15)
Cl2 Fe1 N1 C5 -13.92(14)
Cl1 Fe1 N1 C5 -111.75(14)
O3 Fe1 N1 C1 -55.2(2)
O1 Fe1 N1 C1 -94.34(12)
N2 Fe1 N1 C1 -18.69(11)
Cl2 Fe1 N1 C1 167.43(11)
Cl1 Fe1 N1 C1 69.61(11)
O3 Fe1 N2 C6 -157.04(10)
N1 Fe1 N2 C6 34.29(10)
O1 Fe1 N2 C6 124.76(10)
Cl1 Fe1 N2 C6 -60.71(10)
O3 Fe1 N2 C7 83.96(11)
N1 Fe1 N2 C7 -84.71(11)
O1 Fe1 N2 C7 5.76(10)
Cl1 Fe1 N2 C7 -179.70(10)
O3 Fe1 N2 C10 -36.86(11)
N1 Fe1 N2 C10 154.47(12)
O1 Fe1 N2 C10 -115.06(12)
Cl1 Fe1 N2 C10 59.48(11)
C5 N1 C1 C2 1.1(2)
Fe1 N1 C1 C2 179.89(13)
C5 N1 C1 C6 179.16(15)
Fe1 N1 C1 C6 -2.10(18)
N1 C1 C2 C3 0.0(3)
C6 C1 C2 C3 -177.94(17)
C1 C2 C3 C4 -0.9(3)
C2 C3 C4 C5 0.8(3)
C1 N1 C5 C4 -1.3(3)
Fe1 N1 C5 C4 -179.89(13)
C3 C4 C5 N1 0.3(3)
C7 N2 C6 C1 74.12(17)
C10 N2 C6 C1 -167.94(14)
Fe1 N2 C6 C1 -46.42(15)
N1 C1 C6 N2 34.8(2)
C2 C1 C6 N2 -147.13(16)
C6 N2 C7 C11 -125.20(14)
C10 N2 C7 C11 114.34(14)
Fe1 N2 C7 C11 -9.94(16)
C6 N2 C7 C8 113.15(15)
C10 N2 C7 C8 -7.31(17)
Fe1 N2 C7 C8 -131.59(12)
N2 C7 C8 C9 31.14(18)
C11 C7 C8 C9 -88.97(17)
C7 C8 C9 C10 -42.66(17)
C6 N2 C10 C9 -139.66(15)
C7 N2 C10 C9 -19.70(17)
Fe1 N2 C10 C9 104.28(13)
C8 C9 C10 N2 39.10(17)
Fe1 O1 C11 O2 175.10(12)
Fe1 O1 C11 C7 -6.9(2)
C12 O2 C11 O1 -3.3(2)
C12 O2 C11 C7 178.46(14)
N2 C7 C11 O1 11.7(2)
C8 C7 C11 O1 129.60(17)
N2 C7 C11 O2 -170.05(13)
C8 C7 C11 O2 -52.16(19)
