#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:42:41 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179124 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/86/4308602.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_4308602
loop_
_publ_author_name
'Federica Bonadio'
'Maria-Cristina Senna'
'Jürgen Ensling'
'Andreas Sieber'
'Antonia Neels'
'Helen Stoeckli-Evans'
'Silvio Decurtins'
_publ_section_title
;
Cyano-Bridged Structures Based on [MnII(N3O2-Macrocycle)]2+: A Synthetic,
Structural, and Magnetic Study
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              969
_journal_page_last               978
_journal_paper_doi               10.1021/ic049209u
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C19 H21 Mn N7 Ni O2'
_chemical_formula_weight         493.08
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 90.408(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.7973(17)
_cell_length_b                   12.0677(12)
_cell_length_c                   9.6736(9)
_cell_measurement_reflns_used    4403
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      25.25
_cell_measurement_theta_min      2.05
_cell_volume                     2077.6(3)
_computing_cell_refinement       'CELL (Stoe IPDS Software, 2000)'
_computing_data_collection       'EXPOSE (Stoe IPDS Software, 2000)'
_computing_data_reduction        'INTEGRATE (Stoe IPDS Software, 2000)'
_computing_molecular_graphics    'PLATON99 (Spek, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_detector_area_resol_mean 0.81\%A
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'STOE IPDS'
_diffrn_measurement_method       'phi oscillation'
_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  0.1075
_diffrn_reflns_av_sigmaI/netI    0.0939
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6936
_diffrn_reflns_theta_full        25.82
_diffrn_reflns_theta_max         25.82
_diffrn_reflns_theta_min         2.04
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.545
_exptl_absorpt_correction_T_max  0
_exptl_absorpt_correction_T_min  0
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow-brown
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1012
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.857
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     140
_refine_ls_number_reflns         1935
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.857
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0362
_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)+(0.0357P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0799
_refine_ls_wR_factor_ref         0.0833
_reflns_number_gt                1359
_reflns_number_total             1935
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic049209usi20040617_113640_2.cif
_cod_data_source_block           compound_2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               4308602
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0000 0.6390(4) 0.7500 0.0515(16) Uani 1 2 d S . .
H1A H 1.0000 0.7177 0.7500 0.062 Uiso 1 2 calc SR . .
C2 C 0.9505(2) 0.5831(3) 0.6656(4) 0.0435(10) Uani 1 1 d . . .
H2A H 0.9166 0.6220 0.6068 0.052 Uiso 1 1 calc R . .
C3 C 0.95169(17) 0.4675(2) 0.6688(4) 0.0285(8) Uani 1 1 d . . .
C4 C 0.90156(17) 0.3944(2) 0.5823(4) 0.0302(8) Uani 1 1 d . . .
C5 C 0.8458(2) 0.4472(3) 0.4859(4) 0.0438(10) Uani 1 1 d . . .
H5A H 0.8695 0.5094 0.4380 0.066 Uiso 1 1 calc R . .
H5B H 0.8027 0.4742 0.5387 0.066 Uiso 1 1 calc R . .
H5C H 0.8286 0.3924 0.4178 0.066 Uiso 1 1 calc R . .
C6 C 0.86986(17) 0.2056(3) 0.5255(4) 0.0343(8) Uani 1 1 d . . .
H6A H 0.8919 0.1952 0.4327 0.041 Uiso 1 1 calc R . .
H6B H 0.8171 0.2298 0.5132 0.041 Uiso 1 1 calc R . .
C7 C 0.87176(17) 0.0976(2) 0.6028(4) 0.0340(9) Uani 1 1 d . . .
H7A H 0.8392 0.1017 0.6852 0.041 Uiso 1 1 calc R . .
H7B H 0.8536 0.0366 0.5428 0.041 Uiso 1 1 calc R . .
C8 C 0.95985(18) -0.0198(2) 0.7247(5) 0.0375(9) Uani 1 1 d . . .
H8A H 0.9499 -0.0865 0.6679 0.045 Uiso 1 1 calc R . .
H8B H 0.9251 -0.0202 0.8041 0.045 Uiso 1 1 calc R . .
C9 C 0.84877(16) 0.2268(2) 0.9465(4) 0.0234(7) Uani 1 1 d . . .
C10 C 0.76633(17) 0.1719(2) 1.1642(4) 0.0276(8) Uani 1 1 d . . .
N1 N 1.0000 0.4132(3) 0.7500 0.0251(9) Uani 1 2 d S . .
N2 N 0.91177(13) 0.29029(19) 0.6000(3) 0.0247(6) Uani 1 1 d . . .
N3 N 0.90957(13) 0.21525(19) 0.9071(3) 0.0249(6) Uani 1 1 d . . .
N4 N 0.77408(15) 0.1219(2) 1.2652(4) 0.0418(8) Uani 1 1 d . . .
O1 O 0.94905(11) 0.07815(15) 0.6440(3) 0.0286(6) Uani 1 1 d . . .
Ni1 Ni 0.7500 0.2500 1.0000 0.02150(18) Uani 1 2 d S . .
Mn1 Mn 1.0000 0.22894(4) 0.7500 0.01856(19) Uani 1 2 d S . .
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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
C2 C1 C2 121.2(4) . 2_756 ?
C1 C2 C3 117.9(4) . . ?
N1 C3 C2 121.0(3) . . ?
N1 C3 C4 114.6(2) . . ?
C2 C3 C4 124.4(3) . . ?
N2 C4 C5 126.3(3) . . ?
N2 C4 C3 114.7(3) . . ?
C5 C4 C3 119.0(3) . . ?
N2 C6 C7 110.7(3) . . ?
O1 C7 C6 107.2(2) . . ?
O1 C8 C8 107.5(2) . 2_756 ?
N3 C9 Ni1 176.6(3) . . ?
N4 C10 Ni1 177.7(3) . . ?
C3 N1 C3 121.0(4) 2_756 . ?
C3 N1 Mn1 119.48(18) 2_756 . ?
C3 N1 Mn1 119.48(18) . . ?
C4 N2 C6 123.5(3) . . ?
C4 N2 Mn1 120.4(2) . . ?
C6 N2 Mn1 116.14(19) . . ?
C9 N3 Mn1 153.7(2) . . ?
C8 O1 C7 114.1(2) . . ?
C8 O1 Mn1 111.31(19) . . ?
C7 O1 Mn1 111.66(17) . . ?
C9 Ni1 C9 180.0 7_657 . ?
C9 Ni1 C10 91.09(14) 7_657 7_657 ?
C9 Ni1 C10 88.91(14) . 7_657 ?
C9 Ni1 C10 88.91(14) 7_657 . ?
C9 Ni1 C10 91.09(14) . . ?
C10 Ni1 C10 180.000(1) 7_657 . ?
N1 Mn1 N3 94.26(6) . 2_756 ?
N1 Mn1 N3 94.26(6) . . ?
N3 Mn1 N3 171.49(12) 2_756 . ?
N1 Mn1 N2 70.84(6) . 2_756 ?
N3 Mn1 N2 87.73(10) 2_756 2_756 ?
N3 Mn1 N2 95.07(10) . 2_756 ?
N1 Mn1 N2 70.84(6) . . ?
N3 Mn1 N2 95.07(10) 2_756 . ?
N3 Mn1 N2 87.73(10) . . ?
N2 Mn1 N2 141.67(13) 2_756 . ?
N1 Mn1 O1 143.14(6) . . ?
N3 Mn1 O1 85.44(8) 2_756 . ?
N3 Mn1 O1 87.75(9) . . ?
N2 Mn1 O1 145.73(9) 2_756 . ?
N2 Mn1 O1 72.48(8) . . ?
N1 Mn1 O1 143.14(6) . 2_756 ?
N3 Mn1 O1 87.75(9) 2_756 2_756 ?
N3 Mn1 O1 85.44(8) . 2_756 ?
N2 Mn1 O1 72.48(8) 2_756 2_756 ?
N2 Mn1 O1 145.73(9) . 2_756 ?
O1 Mn1 O1 73.72(11) . 2_756 ?
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
C1 C2 1.373(5) . ?
C1 C2 1.373(5) 2_756 ?
C2 C3 1.395(4) . ?
C3 N1 1.333(3) . ?
C3 C4 1.505(5) . ?
C4 N2 1.281(4) . ?
C4 C5 1.499(4) . ?
C6 N2 1.454(4) . ?
C6 C7 1.502(5) . ?
C7 O1 1.448(4) . ?
C8 O1 1.429(4) . ?
C8 C8 1.507(6) 2_756 ?
C9 N3 1.158(4) . ?
C9 Ni1 1.857(3) . ?
C10 N4 1.157(5) . ?
C10 Ni1 1.868(4) . ?
N1 C3 1.333(3) 2_756 ?
N1 Mn1 2.223(3) . ?
N2 Mn1 2.255(3) . ?
N3 Mn1 2.228(3) . ?
O1 Mn1 2.274(2) . ?
Ni1 C9 1.857(3) 7_657 ?
Ni1 C10 1.868(4) 7_657 ?
Mn1 N3 2.228(3) 2_756 ?
Mn1 N2 2.255(3) 2_756 ?
Mn1 O1 2.274(2) 2_756 ?
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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 C2 C3 0.4(2) 2_756 . . . ?
C1 C2 C3 N1 -0.8(5) . . . . ?
C1 C2 C3 C4 -179.6(3) . . . . ?
N1 C3 C4 N2 0.7(4) . . . . ?
C2 C3 C4 N2 179.6(3) . . . . ?
N1 C3 C4 C5 -179.2(3) . . . . ?
C2 C3 C4 C5 -0.4(5) . . . . ?
N2 C6 C7 O1 -47.0(4) . . . . ?
C2 C3 N1 C3 0.4(2) . . . 2_756 ?
C4 C3 N1 C3 179.3(3) . . . 2_756 ?
C2 C3 N1 Mn1 -179.6(2) . . . . ?
C4 C3 N1 Mn1 -0.7(3) . . . . ?
C5 C4 N2 C6 0.7(6) . . . . ?
C3 C4 N2 C6 -179.2(3) . . . . ?
C5 C4 N2 Mn1 179.5(3) . . . . ?
C3 C4 N2 Mn1 -0.5(4) . . . . ?
C7 C6 N2 C4 -158.3(3) . . . . ?
C7 C6 N2 Mn1 22.9(3) . . . . ?
Ni1 C9 N3 Mn1 -7(5) . . . . ?
C8 C8 O1 C7 -172.3(3) 2_756 . . . ?
C8 C8 O1 Mn1 -44.9(4) 2_756 . . . ?
C6 C7 O1 C8 177.3(3) . . . . ?
C6 C7 O1 Mn1 50.0(3) . . . . ?
N3 C9 Ni1 C9 164(100) . . . 7_657 ?
N3 C9 Ni1 C10 0(4) . . . 7_657 ?
N3 C9 Ni1 C10 -180(100) . . . . ?
N4 C10 Ni1 C9 41(8) . . . 7_657 ?
N4 C10 Ni1 C9 -139(8) . . . . ?
N4 C10 Ni1 C10 -60(100) . . . 7_657 ?
C3 N1 Mn1 N3 -85.78(18) 2_756 . . 2_756 ?
C3 N1 Mn1 N3 94.22(18) . . . 2_756 ?
C3 N1 Mn1 N3 94.22(18) 2_756 . . . ?
C3 N1 Mn1 N3 -85.78(18) . . . . ?
C3 N1 Mn1 N2 0.32(17) 2_756 . . 2_756 ?
C3 N1 Mn1 N2 -179.68(17) . . . 2_756 ?
C3 N1 Mn1 N2 -179.68(17) 2_756 . . . ?
C3 N1 Mn1 N2 0.32(17) . . . . ?
C3 N1 Mn1 O1 -173.86(19) 2_756 . . . ?
C3 N1 Mn1 O1 6.14(19) . . . . ?
C3 N1 Mn1 O1 6.14(19) 2_756 . . 2_756 ?
C3 N1 Mn1 O1 -173.86(19) . . . 2_756 ?
C9 N3 Mn1 N1 65.0(5) . . . . ?
C9 N3 Mn1 N3 -115.0(5) . . . 2_756 ?
C9 N3 Mn1 N2 136.1(5) . . . 2_756 ?
C9 N3 Mn1 N2 -5.6(5) . . . . ?
C9 N3 Mn1 O1 -78.1(5) . . . . ?
C9 N3 Mn1 O1 -152.0(5) . . . 2_756 ?
C4 N2 Mn1 N1 0.1(2) . . . . ?
C6 N2 Mn1 N1 179.0(2) . . . . ?
C4 N2 Mn1 N3 -92.6(3) . . . 2_756 ?
C6 N2 Mn1 N3 86.2(2) . . . 2_756 ?
C4 N2 Mn1 N3 95.4(3) . . . . ?
C6 N2 Mn1 N3 -85.7(2) . . . . ?
C4 N2 Mn1 N2 0.1(2) . . . 2_756 ?
C6 N2 Mn1 N2 179.0(2) . . . 2_756 ?
C4 N2 Mn1 O1 -176.2(3) . . . . ?
C6 N2 Mn1 O1 2.6(2) . . . . ?
C4 N2 Mn1 O1 173.9(2) . . . 2_756 ?
C6 N2 Mn1 O1 -7.2(3) . . . 2_756 ?
C8 O1 Mn1 N1 -163.65(17) . . . . ?
C7 O1 Mn1 N1 -34.9(3) . . . . ?
C8 O1 Mn1 N3 105.3(2) . . . 2_756 ?
C7 O1 Mn1 N3 -125.9(2) . . . 2_756 ?
C8 O1 Mn1 N3 -69.6(2) . . . . ?
C7 O1 Mn1 N3 59.2(2) . . . . ?
C8 O1 Mn1 N2 26.2(3) . . . 2_756 ?
C7 O1 Mn1 N2 154.9(2) . . . 2_756 ?
C8 O1 Mn1 N2 -157.9(2) . . . . ?
C7 O1 Mn1 N2 -29.1(2) . . . . ?
C8 O1 Mn1 O1 16.35(17) . . . 2_756 ?
C7 O1 Mn1 O1 145.1(3) . . . 2_756 ?
