#------------------------------------------------------------------------------
#$Date: 2016-03-25 11:26:16 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179790 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/86/7008676.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_7008676
loop_
_publ_author_name
'Davies, Christopher J.'
'Fawcett, John'
'Shutt, Richard'
'Solan, Gregory A.'
_publ_section_title
;
 Substituted N-picolylethylenediamines of the type
 (ArNHCH2CH2){(2-C5H4N)CH2}NR [R = Me, 4-CH2=CH(C6H4)CH2, (2-C5H4N)CH2]
 and their transition metal(II) halide complexes.
;
_journal_issue                   15
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2630
_journal_page_last               2640
_journal_paper_doi               10.1039/b505763a
_journal_year                    2005
_chemical_formula_sum            'C44 H52 Cl4 Mn2 N8'
_chemical_formula_weight         944.62
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 116.103(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.080(2)
_cell_length_b                   14.978(3)
_cell_length_c                   13.642(3)
_cell_measurement_reflns_used    934
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.53
_cell_measurement_theta_min      3.19
_cell_volume                     2216.5(8)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0352
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15715
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    0.852
_exptl_absorpt_correction_T_max  0.962
_exptl_absorpt_correction_T_min  0.815
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
absorption correction based on 9169 reflections (SADABS); Rint 0.037 before
correction and 0.024 after.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             980
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3891
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0306
_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)+(0.0379P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0693
_refine_ls_wR_factor_ref         0.0719
_reflns_number_gt                3301
_reflns_number_total             3891
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b505763a.txt
_cod_data_source_block           04156
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        2216.5(7)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7008676
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.87190(3) -0.000178(18) 0.35539(2) 0.01707(10) Uani 1 1 d . . .
Cl1 Cl 0.94117(5) -0.10955(3) 0.26312(4) 0.02228(13) Uani 1 1 d . . .
Cl2 Cl 1.08212(4) 0.07509(3) 0.46436(4) 0.01940(13) Uani 1 1 d . . .
N1 N 0.73728(14) 0.10546(10) 0.37910(12) 0.0180(4) Uani 1 1 d . . .
N2 N 0.67692(15) -0.05784(10) 0.28794(13) 0.0209(4) Uani 1 1 d . . .
N3 N 0.83231(15) 0.10574(10) 0.23028(13) 0.0203(4) Uani 1 1 d . . .
N4 N 0.85602(15) 0.28169(11) 0.60202(13) 0.0231(4) Uani 1 1 d . . .
H4 H 0.8993 0.2412 0.6455 0.028 Uiso 1 1 d R . .
C1 C 0.63445(19) -0.12677(14) 0.21869(17) 0.0269(5) Uani 1 1 d . . .
H1 H 0.6815 -0.1465 0.1825 0.032 Uiso 1 1 calc R . .
C2 C 0.5263(2) -0.17022(15) 0.1976(2) 0.0388(6) Uani 1 1 d . . .
H2 H 0.4980 -0.2180 0.1466 0.047 Uiso 1 1 calc R . .
C3 C 0.4601(2) -0.14274(17) 0.2521(2) 0.0509(8) Uani 1 1 d . . .
H3 H 0.3867 -0.1731 0.2417 0.061 Uiso 1 1 calc R . .
C4 C 0.5009(2) -0.07082(16) 0.3219(2) 0.0402(6) Uani 1 1 d . . .
H4A H 0.4549 -0.0501 0.3587 0.048 Uiso 1 1 calc R . .
C5 C 0.60948(18) -0.02917(14) 0.33790(17) 0.0236(5) Uani 1 1 d . . .
C6 C 0.65715(18) 0.05130(13) 0.41129(16) 0.0224(5) Uani 1 1 d . . .
H6A H 0.5868 0.0880 0.4067 0.027 Uiso 1 1 calc R . .
H6B H 0.7041 0.0314 0.4879 0.027 Uiso 1 1 calc R . .
C7 C 0.89779(19) 0.11409(13) 0.17295(16) 0.0249(5) Uani 1 1 d . . .
H7 H 0.9678 0.0769 0.1912 0.030 Uiso 1 1 calc R . .
C8 C 0.8680(2) 0.17409(14) 0.08890(17) 0.0287(5) Uani 1 1 d . . .
H8 H 0.9170 0.1789 0.0506 0.034 Uiso 1 1 calc R . .
C9 C 0.7652(2) 0.22729(14) 0.06134(17) 0.0289(5) Uani 1 1 d . . .
H9 H 0.7414 0.2683 0.0024 0.035 Uiso 1 1 calc R . .
C10 C 0.69768(19) 0.22024(13) 0.12014(16) 0.0246(5) Uani 1 1 d . . .
H10 H 0.6269 0.2564 0.1025 0.030 Uiso 1 1 calc R . .
C11 C 0.73446(18) 0.15951(13) 0.20549(15) 0.0202(4) Uani 1 1 d . . .
C12 C 0.66453(18) 0.15027(13) 0.27306(15) 0.0210(5) Uani 1 1 d . . .
H12A H 0.6400 0.2103 0.2867 0.025 Uiso 1 1 calc R . .
H12B H 0.5883 0.1156 0.2313 0.025 Uiso 1 1 calc R . .
C13 C 0.81759(18) 0.16738(13) 0.46493(15) 0.0205(4) Uani 1 1 d . . .
H13A H 0.8689 0.1998 0.4366 0.025 Uiso 1 1 calc R . .
H13B H 0.8742 0.1311 0.5277 0.025 Uiso 1 1 calc R . .
C14 C 0.75697(18) 0.23660(13) 0.50793(16) 0.0245(5) Uani 1 1 d . . .
H14A H 0.7106 0.2806 0.4502 0.029 Uiso 1 1 calc R . .
H14B H 0.6988 0.2071 0.5309 0.029 Uiso 1 1 calc R . .
C15 C 0.81201(18) 0.34584(13) 0.65401(16) 0.0216(5) Uani 1 1 d . . .
C16 C 0.80607(18) 0.32659(14) 0.75175(17) 0.0248(5) Uani 1 1 d . . .
C17 C 0.7552(2) 0.38966(15) 0.79488(19) 0.0318(5) Uani 1 1 d . . .
H17 H 0.7515 0.3775 0.8617 0.038 Uiso 1 1 calc R . .
C18 C 0.7099(2) 0.46966(15) 0.7420(2) 0.0353(6) Uani 1 1 d . . .
H18 H 0.6706 0.5106 0.7697 0.042 Uiso 1 1 calc R . .
C19 C 0.7221(2) 0.48962(14) 0.64895(19) 0.0347(6) Uani 1 1 d . . .
H19 H 0.6929 0.5454 0.6139 0.042 Uiso 1 1 calc R . .
C20 C 0.7764(2) 0.42995(14) 0.60480(17) 0.0291(5) Uani 1 1 d . . .
C21 C 0.8538(2) 0.23965(15) 0.80968(19) 0.0362(6) Uani 1 1 d . . .
H21A H 0.9436 0.2378 0.8378 0.054 Uiso 1 1 calc R . .
H21B H 0.8171 0.1901 0.7586 0.054 Uiso 1 1 calc R . .
H21C H 0.8317 0.2342 0.8705 0.054 Uiso 1 1 calc R . .
C22 C 0.8011(2) 0.45625(15) 0.50983(18) 0.0423(6) Uani 1 1 d . . .
H22A H 0.7297 0.4407 0.4414 0.063 Uiso 1 1 calc R . .
H22B H 0.8740 0.4244 0.5143 0.063 Uiso 1 1 calc R . .
H22C H 0.8156 0.5208 0.5119 0.063 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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
N3 Mn1 N2 97.18(6) . . ?
N3 Mn1 N1 72.67(6) . . ?
N2 Mn1 N1 70.30(6) . . ?
N3 Mn1 Cl1 95.18(5) . . ?
N2 Mn1 Cl1 93.76(4) . . ?
N1 Mn1 Cl1 157.94(4) . . ?
N3 Mn1 Cl2 160.58(4) . 3_756 ?
N2 Mn1 Cl2 88.31(4) . 3_756 ?
N1 Mn1 Cl2 91.92(4) . 3_756 ?
Cl1 Mn1 Cl2 103.06(2) . 3_756 ?
N3 Mn1 Cl2 87.43(4) . . ?
N2 Mn1 Cl2 168.11(4) . . ?
N1 Mn1 Cl2 100.91(4) . . ?
Cl1 Mn1 Cl2 96.75(2) . . ?
Cl2 Mn1 Cl2 83.913(19) 3_756 . ?
Mn1 Cl2 Mn1 96.087(19) 3_756 . ?
C6 N1 C13 113.56(15) . . ?
C6 N1 C12 110.84(15) . . ?
C13 N1 C12 113.00(15) . . ?
C6 N1 Mn1 104.58(11) . . ?
C13 N1 Mn1 105.94(11) . . ?
C12 N1 Mn1 108.31(11) . . ?
C1 N2 C5 118.35(18) . . ?
C1 N2 Mn1 125.57(14) . . ?
C5 N2 Mn1 115.00(13) . . ?
C7 N3 C11 118.45(17) . . ?
C7 N3 Mn1 122.12(13) . . ?
C11 N3 Mn1 119.27(13) . . ?
C15 N4 C14 113.74(15) . . ?
N2 C1 C2 123.2(2) . . ?
C1 C2 C3 118.1(2) . . ?
C2 C3 C4 119.5(2) . . ?
C3 C4 C5 119.3(2) . . ?
N2 C5 C4 121.5(2) . . ?
N2 C5 C6 116.91(17) . . ?
C4 C5 C6 121.61(19) . . ?
N1 C6 C5 110.58(16) . . ?
N3 C7 C8 122.86(19) . . ?
C7 C8 C9 118.6(2) . . ?
C10 C9 C8 119.30(19) . . ?
C9 C10 C11 119.08(19) . . ?
N3 C11 C10 121.68(19) . . ?
N3 C11 C12 117.31(17) . . ?
C10 C11 C12 121.00(18) . . ?
N1 C12 C11 112.81(16) . . ?
N1 C13 C14 118.22(16) . . ?
N4 C14 C13 107.57(16) . . ?
C16 C15 C20 120.55(19) . . ?
C16 C15 N4 121.46(18) . . ?
C20 C15 N4 117.99(18) . . ?
C17 C16 C15 118.79(19) . . ?
C17 C16 C21 120.35(19) . . ?
C15 C16 C21 120.86(18) . . ?
C18 C17 C16 121.0(2) . . ?
C19 C18 C17 119.5(2) . . ?
C18 C19 C20 121.5(2) . . ?
C19 C20 C15 118.2(2) . . ?
C19 C20 C22 120.9(2) . . ?
C15 C20 C22 120.8(2) . . ?
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
Mn1 N3 2.2226(16) . ?
Mn1 N2 2.2876(17) . ?
Mn1 N1 2.3907(16) . ?
Mn1 Cl1 2.4279(6) . ?
Mn1 Cl2 2.5321(7) 3_756 ?
Mn1 Cl2 2.5706(7) . ?
Cl2 Mn1 2.5321(7) 3_756 ?
N1 C6 1.470(2) . ?
N1 C13 1.474(2) . ?
N1 C12 1.482(2) . ?
N2 C1 1.340(2) . ?
N2 C5 1.342(2) . ?
N3 C7 1.341(2) . ?
N3 C11 1.345(2) . ?
N4 C15 1.428(2) . ?
N4 C14 1.478(2) . ?
C1 C2 1.372(3) . ?
C2 C3 1.373(3) . ?
C3 C4 1.378(3) . ?
C4 C5 1.380(3) . ?
C5 C6 1.510(3) . ?
C7 C8 1.374(3) . ?
C8 C9 1.381(3) . ?
C9 C10 1.377(3) . ?
C10 C11 1.387(3) . ?
C11 C12 1.506(3) . ?
C13 C14 1.527(3) . ?
C15 C16 1.397(3) . ?
C15 C20 1.403(3) . ?
C16 C17 1.391(3) . ?
C16 C21 1.500(3) . ?
C17 C18 1.382(3) . ?
C18 C19 1.373(3) . ?
C19 C20 1.392(3) . ?
C20 C22 1.504(3) . ?
