#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:48:28 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178793 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/47/4104796.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_4104796
loop_
_publ_author_name
'Madhab C. Das'
'Parimal K. Bharadwaj'
_publ_section_title
;
 A Porous Coordination Polymer Exhibiting Reversible Single-Crystal to
 Single-Crystal Substitution Reactions at Mn(II) Centers by Nitrile Guest
 Molecules
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10942
_journal_page_last               10949
_journal_paper_doi               10.1021/ja9006035
_journal_volume                  131
_journal_year                    2009
_chemical_formula_sum            'C22 H20 Mn N4 O4'
_chemical_formula_weight         459.36
_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                 112.937(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   18.826(7)
_cell_length_b                   14.890(2)
_cell_length_c                   16.288(4)
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      28.4
_cell_measurement_theta_min      2.4
_cell_volume                     4205(2)
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_collection       'SMART 5.628 (Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45  (Bruker, 2003)'
_computing_molecular_graphics    'Diamond 2.1e'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       /w-scans
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0677
_diffrn_reflns_av_sigmaI/netI    0.0887
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13512
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         1.96
_exptl_absorpt_coefficient_mu    0.665
_exptl_absorpt_correction_T_max  0.8897
_exptl_absorpt_correction_T_min  0.8676
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABAS 2.10 (Bruker 2003)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_description       block
_exptl_crystal_F_000             1896
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.717
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.118
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     234
_refine_ls_number_reflns         5172
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.1072
_refine_ls_R_factor_gt           0.0701
_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)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1849
_refine_ls_wR_factor_ref         0.2352
_reflns_number_gt                2925
_reflns_number_total             5172
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja9006035_si_002_04.cif
_cod_data_source_block           complex4
_cod_database_code               4104796
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
Mn1 Mn 0.78215(5) 0.11054(6) 0.54992(5) 0.0334(4) Uani 1 1 d .
O4 O 0.7658(3) -0.0436(3) 0.5377(2) 0.0388(11) Uani 1 1 d .
O3 O 0.7908(3) 0.0252(3) 0.6651(3) 0.0407(11) Uani 1 1 d .
C4 C 0.6998(4) -0.2784(4) 0.6345(4) 0.0337(13) Uani 1 1 d .
O1 O 0.8064(3) 0.2370(3) 0.6109(3) 0.0402(11) Uani 1 1 d .
C5 C 0.6980(4) -0.2757(4) 0.7194(4) 0.0389(15) Uani 1 1 d .
H5 H 0.6794 -0.3246 0.7406 0.047 Uiso 1 1 calc R
C8 C 0.7703(4) -0.0442(4) 0.6179(4) 0.0334(13) Uani 1 1 d .
C2 C 0.7480(4) -0.1267(4) 0.6544(4) 0.0353(14) Uani 1 1 d .
O2 O 0.7572(3) 0.1328(3) 0.4142(3) 0.0405(11) Uani 1 1 d .
N2 N 0.9071(3) 0.0945(4) 0.5717(3) 0.0363(12) Uani 1 1 d .
N1 N 0.6754(3) -0.3541(4) 0.5791(3) 0.0414(13) Uani 1 1 d .
NH1 H 0.6782 -0.3539 0.5277 0.050 Uiso 1 1 calc R
C1 C 0.7495(4) -0.1266(4) 0.7395(4) 0.0344(13) Uani 1 1 d .
H1 H 0.7679 -0.0764 0.7756 0.041 Uiso 1 1 calc R
C6 C 0.7241(4) -0.1999(4) 0.7719(4) 0.0335(13) Uani 1 1 d .
C3 C 0.7240(4) -0.2024(4) 0.6029(4) 0.0353(14) Uani 1 1 d .
H3 H 0.7238 -0.2029 0.5457 0.042 Uiso 1 1 calc R
C11 C 0.5621(4) -0.4203(4) 0.5946(4) 0.0391(14) Uani 1 1 d .
C7 C 0.7749(4) 0.3006(4) 0.6349(4) 0.0324(13) Uani 1 1 d .
C14 C 0.6461(4) -0.4314(4) 0.6074(4) 0.0381(14) Uani 1 1 d .
H14A H 0.6769 -0.4426 0.6699 0.046 Uiso 1 1 calc R
H14B H 0.6508 -0.4833 0.5738 0.046 Uiso 1 1 calc R
C12 C 1.0149(5) 0.1408(6) 0.5389(6) 0.067(2) Uani 1 1 d .
H12 H 1.0341 0.1803 0.5083 0.081 Uiso 1 1 calc R
C10 C 1.0304(5) 0.0238(6) 0.6388(5) 0.064(2) Uani 1 1 d .
H10 H 1.0602 -0.0205 0.6769 0.077 Uiso 1 1 calc R
C13 C 0.9369(5) 0.1457(6) 0.5265(5) 0.068(3) Uani 1 1 d .
H13 H 0.9050 0.1862 0.4850 0.082 Uiso 1 1 calc R
C9 C 0.9559(5) 0.0341(5) 0.6263(5) 0.069(3) Uani 1 1 d .
H9 H 0.9366 -0.0037 0.6581 0.083 Uiso 1 1 calc R
C20 C 0.6295(3) 0.9305(3) 0.3393(2) 0.041(4) Uani 1 1 d .
H20A H 0.6798 0.9462 0.3836 0.075 Uiso 1 1 calc R
H20B H 0.5939 0.9794 0.3340 0.075 Uiso 1 1 calc R
C19 C 0.6027(3) 0.850(3) 0.3620(12) 0.038(4) Uani 1 1 d .
C21 C 0.6338(4) 0.9115(4) 0.2552(4) 0.037(3) Uani 1 1 d .
H21 H 0.6574 0.9552 0.2336 0.063 Uiso 1 1 calc R
C22 C 0.6083(3) 0.839(2) 0.2037(3) 0.036(4) Uani 1 1 d .
H22A H 0.5842 0.7929 0.2215 0.055 Uiso 1 1 calc R
H22B H 0.6147 0.8346 0.1500 0.055 Uiso 1 1 calc R
N4 N 0.580(3) 0.782(3) 0.375(3) 0.038(4) Uani 1 1 d .
N3 N 0.6560(3) 0.1214(4) 0.5242(3) 0.035(2) Uani 1 1 d .
C17 C 0.4700(4) 0.1500(4) 0.4010(4) 0.041(6) Uani 1 1 d D
H17 H 0.4175 0.1620 0.3808 0.066 Uiso 1 1 calc R
C15 C 0.5899(3) 0.1276(4) 0.5082(3) 0.036(3) Uani 1 1 d .
C16 C 0.5126(4) 0.1330(4) 0.4929(4) 0.036(4) Uani 1 1 d .
H16A H 0.5042 0.1811 0.5284 0.052 Uiso 1 1 calc R
H16B H 0.4956 0.0771 0.5099 0.052 Uiso 1 1 calc R
C18 C 0.5050(3) 0.1490(3) 0.3420(3) 0.041(3) Uani 1 1 d D
H18A H 0.5575 0.1371 0.3618 0.088 Uiso 1 1 calc R
H18B H 0.4764 0.1602 0.2819 0.088 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'
O O 0.0106 0.0060 '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
O1 Mn1 O2 106.00(17) . .
O1 Mn1 O3 100.57(16) . .
O2 Mn1 O3 153.27(18) . .
O1 Mn1 N3 92.43(13) . .
O2 Mn1 N3 90.34(13) . .
O3 Mn1 N3 85.56(13) . .
O1 Mn1 N2 89.98(18) . .
O2 Mn1 N2 88.48(18) . .
O3 Mn1 N2 94.52(18) . .
N3 Mn1 N2 177.54(14) . .
O1 Mn1 O4 158.38(15) . .
O2 Mn1 O4 95.61(16) . .
O3 Mn1 O4 57.88(14) . .
N3 Mn1 O4 87.70(12) . .
N2 Mn1 O4 90.25(17) . .
O1 Mn1 C8 129.28(18) . .
O2 Mn1 C8 124.47(18) . .
O3 Mn1 C8 28.80(16) . .
N3 Mn1 C8 83.32(14) . .
N2 Mn1 C8 95.56(19) . .
O4 Mn1 C8 29.32(15) . .
C8 O4 Mn1 88.0(4) . .
C8 O3 Mn1 92.8(3) . .
C3 C4 C5 118.7(5) . .
C3 C4 N1 119.2(5) . .
C5 C4 N1 122.0(5) . .
C7 O1 Mn1 141.5(4) . .
C6 C5 C4 119.7(6) . .
C6 C5 H5 120.2 . .
C4 C5 H5 120.2 . .
O3 C8 O4 120.2(5) . .
O3 C8 C2 119.9(5) . .
O4 C8 C2 119.9(5) . .
O3 C8 Mn1 58.3(3) . .
O4 C8 Mn1 62.6(3) . .
C2 C8 Mn1 168.7(4) . .
C3 C2 C1 119.4(6) . .
C3 C2 C8 120.5(5) . .
C1 C2 C8 120.1(5) . .
C7 O2 Mn1 130.0(4) 7_656 .
C13 N2 C9 115.1(6) . .
C13 N2 Mn1 119.6(5) . .
C9 N2 Mn1 125.3(5) . .
C4 N1 C14 120.7(5) . .
C4 N1 NH1 119.6 . .
C14 N1 NH1 119.6 . .
C2 C1 C6 120.7(5) . .
C2 C1 H1 119.6 . .
C6 C1 H1 119.6 . .
C1 C6 C5 120.2(5) . .
C1 C6 C7 120.7(5) . 4_646
C5 C6 C7 119.1(5) . 4_646
C2 C3 C4 121.3(5) . .
C2 C3 H3 119.4 . .
C4 C3 H3 119.4 . .
C12 C11 C10 116.9(7) 3_445 3_445
C12 C11 C14 123.0(6) 3_445 .
C10 C11 C14 120.1(6) 3_445 .
O1 C7 O2 124.0(5) . 7_656
O1 C7 C6 119.1(5) . 4_656
O2 C7 C6 116.9(5) 7_656 4_656
N1 C14 C11 112.3(5) . .
N1 C14 H14A 109.1 . .
C11 C14 H14A 109.1 . .
N1 C14 H14B 109.1 . .
C11 C14 H14B 109.1 . .
H14A C14 H14B 107.9 . .
C11 C12 C13 120.7(7) 3 .
C11 C12 H12 119.6 3 .
C13 C12 H12 119.6 . .
C9 C10 C11 119.4(7) . 3
C9 C10 H10 120.3 . .
C11 C10 H10 120.3 3 .
N2 C13 C12 122.4(7) . .
N2 C13 H13 118.8 . .
C12 C13 H13 118.8 . .
N2 C9 C10 125.4(7) . .
N2 C9 H9 117.3 . .
C10 C9 H9 117.3 . .
C19 C20 C21 104.2(8) . .
C19 C20 H20A 110.9 . .
C21 C20 H20A 111.0 . .
C19 C20 H20B 110.8 . .
C21 C20 H20B 110.9 . .
H20A C20 H20B 108.9 . .
N4 C19 C20 175.3(15) . .
C22 C21 C20 128.3(11) . .
C22 C21 H21 115.9 . .
C20 C21 H21 115.8 . .
C21 C22 H22A 120.0 . .
C21 C22 H22B 120.0 . .
H22A C22 H22B 120.0 . .
C15 N3 Mn1 178.0(4) . .
C18 C17 C16 120.9(7) . .
C18 C17 H17 119.6 . .
C16 C17 H17 119.6 . .
N3 C15 C16 177.5(6) . .
C15 C16 C17 108.9(6) . .
C15 C16 H16A 109.9 . .
C17 C16 H16A 109.9 . .
C15 C16 H16B 109.9 . .
C17 C16 H16B 109.9 . .
H16A C16 H16B 108.3 . .
C17 C18 H18A 120.0 . .
C17 C18 H18B 120.0 . .
H18A C18 H18B 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O1 2.095(4) .
Mn1 O2 2.099(4) .
Mn1 O3 2.219(4) .
Mn1 N3 2.251(6) .
Mn1 N2 2.251(5) .
Mn1 O4 2.314(5) .
Mn1 C8 2.604(6) .
O4 C8 1.276(7) .
O3 C8 1.256(7) .
C4 C3 1.390(8) .
C4 C5 1.398(8) .
C4 N1 1.404(8) .
O1 C7 1.257(7) .
C5 C6 1.385(8) .
C5 H5 0.9300 .
C8 C2 1.495(8) .
C2 C3 1.373(9) .
C2 C1 1.375(8) .
O2 C7 1.270(7) 7_656
N2 C13 1.326(10) .
N2 C9 1.345(10) .
N1 C14 1.429(8) .
N1 NH1 0.8600 .
C1 C6 1.376(8) .
C1 H1 0.9300 .
C6 C7 1.512(7) 4_646
C3 H3 0.9300 .
C11 C12 1.347(10) 3_445
C11 C10 1.379(10) 3_445
C11 C14 1.520(9) .
C7 O2 1.270(7) 7_656
C7 C6 1.512(7) 4_656
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C12 C11 1.347(10) 3
C12 C13 1.403(12) .
C12 H12 0.9300 .
C10 C9 1.345(11) .
C10 C11 1.379(10) 3
C10 H10 0.9300 .
C13 H13 0.9300 .
C9 H9 0.9300 .
C20 C19 1.41(4) .
C20 C21 1.432(12) .
C20 H20A 0.9700 .
C20 H20B 0.9700 .
C19 N4 1.15(6) .
C21 C22 1.34(2) .
C21 H21 0.9300 .
C22 H22A 0.9300 .
C22 H22B 0.9300 .
N3 C15 1.171(8) .
C17 C18 1.361(9) .
C17 C16 1.419(9) .
C17 H17 0.9300 .
C15 C16 1.370(10) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C18 H18A 0.9300 .
C18 H18B 0.9300 .
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_4
O1 Mn1 O4 C8 10.4(7) . .
O2 Mn1 O4 C8 -170.5(4) . .
O3 Mn1 O4 C8 5.8(3) . .
N3 Mn1 O4 C8 -80.4(3) . .
N2 Mn1 O4 C8 101.0(4) . .
O1 Mn1 O3 C8 175.9(4) . .
O2 Mn1 O3 C8 2.3(6) . .
N3 Mn1 O3 C8 84.2(4) . .
N2 Mn1 O3 C8 -93.3(4) . .
O4 Mn1 O3 C8 -5.9(3) . .
O2 Mn1 O1 C7 95.1(6) . .
O3 Mn1 O1 C7 -81.9(6) . .
N3 Mn1 O1 C7 4.1(6) . .
N2 Mn1 O1 C7 -176.5(6) . .
O4 Mn1 O1 C7 -85.8(8) . .
C8 Mn1 O1 C7 -79.3(7) . .
C3 C4 C5 C6 -3.5(10) . .
N1 C4 C5 C6 178.8(6) . .
Mn1 O3 C8 O4 10.5(6) . .
Mn1 O3 C8 C2 -167.0(5) . .
Mn1 O4 C8 O3 -10.0(6) . .
Mn1 O4 C8 C2 167.4(5) . .
O1 Mn1 C8 O3 -5.3(5) . .
O2 Mn1 C8 O3 -178.8(3) . .
N3 Mn1 C8 O3 -92.9(4) . .
N2 Mn1 C8 O3 89.3(4) . .
O4 Mn1 C8 O3 169.8(6) . .
O1 Mn1 C8 O4 -175.1(3) . .
O2 Mn1 C8 O4 11.4(4) . .
O3 Mn1 C8 O4 -169.8(6) . .
N3 Mn1 C8 O4 97.2(3) . .
N2 Mn1 C8 O4 -80.5(4) . .
O1 Mn1 C8 C2 79(2) . .
O2 Mn1 C8 C2 -94(2) . .
O3 Mn1 C8 C2 85(2) . .
N3 Mn1 C8 C2 -8(2) . .
N2 Mn1 C8 C2 174(2) . .
O4 Mn1 C8 C2 -106(2) . .
O3 C8 C2 C3 178.6(6) . .
O4 C8 C2 C3 1.2(9) . .
Mn1 C8 C2 C3 101(2) . .
O3 C8 C2 C1 0.3(9) . .
O4 C8 C2 C1 -177.2(6) . .
Mn1 C8 C2 C1 -78(2) . .
O1 Mn1 O2 C7 -32.9(6) . 7_656
O3 Mn1 O2 C7 140.5(5) . 7_656
N3 Mn1 O2 C7 59.7(6) . 7_656
N2 Mn1 O2 C7 -122.4(6) . 7_656
O4 Mn1 O2 C7 147.4(6) . 7_656
C8 Mn1 O2 C7 141.9(5) . 7_656
O1 Mn1 N2 C13 -68.9(6) . .
O2 Mn1 N2 C13 37.1(6) . .
O3 Mn1 N2 C13 -169.5(6) . .
O4 Mn1 N2 C13 132.7(6) . .
C8 Mn1 N2 C13 161.6(6) . .
O1 Mn1 N2 C9 113.2(6) . .
O2 Mn1 N2 C9 -140.8(7) . .
O3 Mn1 N2 C9 12.6(7) . .
O4 Mn1 N2 C9 -45.2(6) . .
C8 Mn1 N2 C9 -16.3(7) . .
C3 C4 N1 C14 -176.4(6) . .
C5 C4 N1 C14 1.3(9) . .
C3 C2 C1 C6 -2.8(9) . .
C8 C2 C1 C6 175.6(6) . .
C2 C1 C6 C5 1.2(10) . .
C2 C1 C6 C7 -179.4(6) . 4_646
C4 C5 C6 C1 2.0(10) . .
C4 C5 C6 C7 -177.4(5) . 4_646
C1 C2 C3 C4 1.2(10) . .
C8 C2 C3 C4 -177.2(6) . .
C5 C4 C3 C2 2.0(10) . .
N1 C4 C3 C2 179.7(6) . .
Mn1 O1 C7 O2 -90.4(8) . 7_656
Mn1 O1 C7 C6 90.7(7) . 4_656
C4 N1 C14 C11 80.5(7) . .
C12 C11 C14 N1 19.4(9) 3_445 .
C10 C11 C14 N1 -162.7(7) 3_445 .
C9 N2 C13 C12 -3.8(13) . .
Mn1 N2 C13 C12 178.1(7) . .
C11 C12 C13 N2 3.7(15) 3 .
C13 N2 C9 C10 1.3(13) . .
Mn1 N2 C9 C10 179.3(7) . .
C11 C10 C9 N2 1.4(15) 3 .
C19 C20 C21 C22 8(3) . .
C18 C17 C16 C15 6.9(8) . .
