#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:14:46 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179620 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/84/4508495.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_4508495
loop_
_publ_author_name
'Mukherjee, Sandip'
'Samanta, Dipak'
'Mukherjee, Partha Sarathi'
_publ_section_title
;
 New Structural Topologies in a Series of 3d Metal Complexes with Isomeric
 Phenylenediacetates and 1,3,5-Tris(1-imidazolyl)benzene Ligand:
 Syntheses, Structures, and Magnetic and Luminescence Properties
;
_journal_issue                   12
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5335
_journal_paper_doi               10.1021/cg4011967
_journal_volume                  13
_journal_year                    2013
_chemical_formula_moiety         'C30 H28 Mn N12 O2, 2(C10 H9 O4), 4(H2 O)'
_chemical_formula_sum            'C50 H54 Mn N12 O14'
_chemical_formula_weight         1101.99
_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                 98.933(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.5478(4)
_cell_length_b                   18.0515(7)
_cell_length_c                   16.6294(6)
_cell_measurement_reflns_used    7741
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.56
_cell_measurement_theta_min      1.68
_cell_volume                     2534.80(18)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1999)'
_computing_publication_material  WinGX
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0359
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            54089
_diffrn_reflns_theta_full        30.56
_diffrn_reflns_theta_max         30.56
_diffrn_reflns_theta_min         1.68
_exptl_absorpt_coefficient_mu    0.341
_exptl_absorpt_correction_T_max  0.9047
_exptl_absorpt_correction_T_min  0.8321
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             1150
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.853
_refine_diff_density_min         -0.656
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     377
_refine_ls_number_reflns         7741
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0489
_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)+(0.0600P)²+1.3737P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1212
_refine_ls_wR_factor_ref         0.1329
_reflns_number_gt                5804
_reflns_number_total             7741
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            cg4011967_si_002.cif
_cod_data_source_block           5
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4508495
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
C1 C 0.6427(2) 0.33158(12) 0.20985(11) 0.0401(4) Uani 1 1 d .
C2 C 0.7885(3) 0.36649(11) 0.21587(12) 0.0417(5) Uani 1 1 d .
H2 H 0.8143 0.4036 0.2545 0.050 Uiso 1 1 calc R
C3 C 0.8964(3) 0.34710(12) 0.16529(12) 0.0418(4) Uani 1 1 d .
H3 H 0.9930 0.3717 0.1698 0.050 Uiso 1 1 calc R
C4 C 0.8612(2) 0.29119(12) 0.10775(10) 0.0395(4) Uani 1 1 d .
C5 C 0.7184(3) 0.25453(13) 0.10453(12) 0.0465(5) Uani 1 1 d .
H5 H 0.6946 0.2155 0.0682 0.056 Uiso 1 1 calc R
C6 C 0.6101(3) 0.27478(14) 0.15440(13) 0.0465(5) Uani 1 1 d .
H6 H 0.5141 0.2498 0.1504 0.056 Uiso 1 1 calc R
C7 C 0.5246(3) 0.35544(15) 0.26377(13) 0.0536(6) Uani 1 1 d .
H7A H 0.5259 0.4090 0.2681 0.064 Uiso 1 1 calc R
H7B H 0.4192 0.3406 0.2387 0.064 Uiso 1 1 calc R
C8 C 0.5597(2) 0.32241(13) 0.34765(11) 0.0395(4) Uani 1 1 d .
C9 C 0.9739(3) 0.27048(16) 0.04989(13) 0.0554(6) Uani 1 1 d .
H9A H 1.0078 0.3154 0.0256 0.066 Uiso 1 1 calc R
H9B H 0.9174 0.2405 0.0064 0.066 Uiso 1 1 calc R
C10 C 1.1205(2) 0.22802(12) 0.08925(12) 0.0392(4) Uani 1 1 d .
C11 C 0.4496(2) 0.29673(9) 0.88090(9) 0.0260(3) Uani 1 1 d .
C12 C 0.4296(2) 0.32517(9) 0.80267(9) 0.0274(3) Uani 1 1 d .
H12 H 0.4609 0.2985 0.7600 0.033 Uiso 1 1 calc R
C13 C 0.3615(2) 0.39446(9) 0.78997(9) 0.0272(3) Uani 1 1 d .
C14 C 0.3138(2) 0.43481(10) 0.85254(9) 0.0319(4) Uani 1 1 d .
H14 H 0.2667 0.4810 0.8426 0.038 Uiso 1 1 calc R
C15 C 0.3373(2) 0.40501(10) 0.93056(9) 0.0316(4) Uani 1 1 d .
C16 C 0.4053(2) 0.33572(10) 0.94513(9) 0.0317(4) Uani 1 1 d .
H16 H 0.4208 0.3158 0.9973 0.038 Uiso 1 1 calc R
C17 C 0.4585(2) 0.17022(9) 0.93893(9) 0.0274(3) Uani 1 1 d .
H17 H 0.3734 0.1760 0.9671 0.033 Uiso 1 1 calc R
C18 C 0.6386(2) 0.19487(11) 0.86272(12) 0.0371(4) Uani 1 1 d .
H18 H 0.7003 0.2187 0.8292 0.045 Uiso 1 1 calc R
C19 C 0.6538(2) 0.12441(10) 0.88980(12) 0.0359(4) Uani 1 1 d .
H19 H 0.7303 0.0912 0.8781 0.043 Uiso 1 1 calc R
C20 C 0.1958(2) 0.45117(10) 0.67118(9) 0.0306(4) Uani 1 1 d .
H20 H 0.1052 0.4567 0.6952 0.037 Uiso 1 1 calc R
C21 C 0.4382(2) 0.42373(11) 0.65424(10) 0.0356(4) Uani 1 1 d .
H21 H 0.5428 0.4076 0.6628 0.043 Uiso 1 1 calc R
C22 C 0.3570(2) 0.45192(11) 0.58478(10) 0.0360(4) Uani 1 1 d .
H22 H 0.3983 0.4588 0.5367 0.043 Uiso 1 1 calc R
C23 C 0.2909(4) 0.42477(15) 1.07236(12) 0.0678(8) Uani 1 1 d .
H23 H 0.3140 0.3765 1.0900 0.081 Uiso 1 1 calc R
C24 C 0.2351(5) 0.53693(16) 1.07307(16) 0.0889(12) Uani 1 1 d .
H24 H 0.2055 0.5833 1.0900 0.107 Uiso 1 1 calc R
C25 C 0.2678(5) 0.52133(16) 0.99801(16) 0.0906(13) Uani 1 1 d .
H25 H 0.2707 0.5548 0.9557 0.109 Uiso 1 1 calc R
N1 N 0.53965(17) 0.10875(8) 0.93727(8) 0.0279(3) Uani 1 1 d .
N2 N 0.51406(17) 0.22416(8) 0.89464(8) 0.0266(3) Uani 1 1 d .
N3 N 0.20548(18) 0.46893(8) 0.59523(8) 0.0298(3) Uani 1 1 d .
N4 N 0.33461(17) 0.42387(8) 0.70949(7) 0.0281(3) Uani 1 1 d .
N5 N 0.2512(3) 0.47646(12) 1.11943(11) 0.0635(6) Uani 1 1 d .
N6 N 0.2957(2) 0.44713(9) 0.99621(9) 0.0408(4) Uani 1 1 d .
O1 O 0.5560(2) 0.37042(10) 0.40593(10) 0.0531(4) Uani 1 1 d .
O2 O 0.5872(2) 0.25768(10) 0.35991(9) 0.0583(4) Uani 1 1 d .
O3 O 1.1675(2) 0.17714(9) 0.04691(9) 0.0514(4) Uani 1 1 d .
O4 O 1.1828(2) 0.24414(11) 0.15874(12) 0.0697(6) Uani 1 1 d .
O1W O 0.33283(19) 0.04887(9) 1.07432(8) 0.0385(3) Uani 1 1 d .
O2W O 0.3612(3) 0.16337(13) 0.27575(16) 0.0856(7) Uani 1 1 d .
O3W O 0.3581(3) 0.02040(11) 0.23670(10) 0.0618(5) Uani 1 1 d .
Mn1 Mn 0.5000 0.0000 1.0000 0.02151(9) Uani 1 2 d S
H1W H 0.333(3) 0.0373(16) 1.1195(18) 0.057(8) Uiso 1 1 d .
H2W H 0.288(3) 0.0873(17) 1.0682(16) 0.056(8) Uiso 1 1 d .
H3W H 0.311(4) 0.188(2) 0.232(2) 0.085(11) Uiso 1 1 d .
H4W H 0.462(6) 0.187(3) 0.298(3) 0.16(2) Uiso 1 1 d .
H5W H 0.362(4) 0.071(2) 0.2503(19) 0.087(11) Uiso 1 1 d .
H6W H 0.321(4) -0.0048(17) 0.273(2) 0.077(10) Uiso 1 1 d .
H1C H 0.588(4) 0.348(2) 0.458(2) 0.105(12) Uiso 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'
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
C6 C1 C2 118.25(19) . .
C6 C1 C7 121.6(2) . .
C2 C1 C7 120.2(2) . .
C1 C2 C3 121.11(19) . .
C1 C2 H2 119.4 . .
C3 C2 H2 119.4 . .
C2 C3 C4 120.5(2) . .
C2 C3 H3 119.8 . .
C4 C3 H3 119.8 . .
C5 C4 C3 117.99(18) . .
C5 C4 C9 120.2(2) . .
C3 C4 C9 121.8(2) . .
C4 C5 C6 121.3(2) . .
C4 C5 H5 119.4 . .
C6 C5 H5 119.4 . .
C1 C6 C5 120.8(2) . .
C1 C6 H6 119.6 . .
C5 C6 H6 119.6 . .
C8 C7 C1 112.41(17) . .
C8 C7 H7A 109.1 . .
C1 C7 H7A 109.1 . .
C8 C7 H7B 109.1 . .
C1 C7 H7B 109.1 . .
H7A C7 H7B 107.9 . .
O2 C8 O1 123.10(19) . .
O2 C8 C7 123.2(2) . .
O1 C8 C7 113.7(2) . .
C4 C9 C10 114.41(16) . .
C4 C9 H9A 108.7 . .
C10 C9 H9A 108.7 . .
C4 C9 H9B 108.7 . .
C10 C9 H9B 108.7 . .
H9A C9 H9B 107.6 . .
O4 C10 O3 124.61(19) . .
O4 C10 C9 119.42(19) . .
O3 C10 C9 115.96(19) . .
C16 C11 C12 121.96(15) . .
C16 C11 N2 119.35(13) . .
C12 C11 N2 118.67(14) . .
C13 C12 C11 117.84(15) . .
C13 C12 H12 121.1 . .
C11 C12 H12 121.1 . .
C12 C13 C14 121.90(14) . .
C12 C13 N4 118.91(14) . .
C14 C13 N4 119.15(14) . .
C13 C14 C15 118.80(15) . .
C13 C14 H14 120.6 . .
C15 C14 H14 120.6 . .
C16 C15 C14 120.59(15) . .
C16 C15 N6 119.83(14) . .
C14 C15 N6 119.55(16) . .
C11 C16 C15 118.91(14) . .
C11 C16 H16 120.5 . .
C15 C16 H16 120.5 . .
N1 C17 N2 111.50(15) . .
N1 C17 H17 124.3 . .
N2 C17 H17 124.3 . .
C19 C18 N2 105.99(16) . .
C19 C18 H18 127.0 . .
N2 C18 H18 127.0 . .
C18 C19 N1 110.20(16) . .
C18 C19 H19 124.9 . .
N1 C19 H19 124.9 . .
N3 C20 N4 111.08(15) . .
N3 C20 H20 124.5 . .
N4 C20 H20 124.5 . .
C22 C21 N4 105.83(16) . .
C22 C21 H21 127.1 . .
N4 C21 H21 127.1 . .
C21 C22 N3 110.27(15) . .
C21 C22 H22 124.9 . .
N3 C22 H22 124.9 . .
N5 C23 N6 113.9(2) . .
N5 C23 H23 123.1 . .
N6 C23 H23 123.1 . .
N5 C24 C25 110.3(2) . .
N5 C24 H24 124.9 . .
C25 C24 H24 124.9 . .
C24 C25 N6 106.7(2) . .
C24 C25 H25 126.6 . .
N6 C25 H25 126.6 . .
C17 N1 C19 105.23(14) . .
C17 N1 Mn1 127.17(12) . .
C19 N1 Mn1 127.61(12) . .
C17 N2 C18 107.09(14) . .
C17 N2 C11 126.14(14) . .
C18 N2 C11 126.72(14) . .
C20 N3 C22 105.59(14) . .
C20 N3 Mn1 125.30(12) . 2_556
C22 N3 Mn1 128.21(10) . 2_556
C20 N4 C21 107.22(13) . .
C20 N4 C13 125.54(15) . .
C21 N4 C13 126.99(15) . .
C23 N5 C24 104.70(19) . .
C23 N6 C25 104.19(18) . .
C23 N6 C15 127.97(17) . .
C25 N6 C15 127.53(17) . .
C8 O1 H1C 111(2) . .
Mn1 O1W H1W 122(2) . .
Mn1 O1W H2W 128.3(19) . .
H1W O1W H2W 107(3) . .
H3W O2W H4W 112(4) . .
H5W O3W H6W 111(3) . .
O1W Mn1 O1W 180.000(1) 3_657 .
O1W Mn1 N3 90.50(6) 3_657 2_546
O1W Mn1 N3 89.50(6) . 2_546
O1W Mn1 N3 89.50(6) 3_657 4_666
O1W Mn1 N3 90.50(6) . 4_666
N3 Mn1 N3 180.0 2_546 4_666
O1W Mn1 N1 93.85(6) 3_657 3_657
O1W Mn1 N1 86.15(6) . 3_657
N3 Mn1 N1 87.24(5) 2_546 3_657
N3 Mn1 N1 92.76(5) 4_666 3_657
O1W Mn1 N1 86.15(6) 3_657 .
O1W Mn1 N1 93.85(6) . .
N3 Mn1 N1 92.76(5) 2_546 .
N3 Mn1 N1 87.24(5) 4_666 .
N1 Mn1 N1 180.000(1) 3_657 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.378(3) .
C1 C2 1.386(3) .
C1 C7 1.514(3) .
C2 C3 1.386(3) .
C2 H2 0.9300 .
C3 C4 1.391(3) .
C3 H3 0.9300 .
C4 C5 1.382(3) .
C4 C9 1.511(3) .
C5 C6 1.385(3) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 C8 1.504(3) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 O2 1.203(3) .
C8 O1 1.304(3) .
C9 C10 1.527(3) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 O4 1.230(3) .
C10 O3 1.260(2) .
C11 C16 1.381(2) .
C11 C12 1.384(2) .
C11 N2 1.426(2) .
C12 C13 1.382(2) .
C12 H12 0.9300 .
C13 C14 1.383(2) .
C13 N4 1.4249(18) .
C14 C15 1.390(2) .
C14 H14 0.9300 .
C15 C16 1.385(2) .
C15 N6 1.420(2) .
C16 H16 0.9300 .
C17 N1 1.311(2) .
C17 N2 1.351(2) .
C17 H17 0.9300 .
C18 C19 1.349(3) .
C18 N2 1.367(2) .
C18 H18 0.9300 .
C19 N1 1.376(2) .
C19 H19 0.9300 .
C20 N3 1.318(2) .
C20 N4 1.350(2) .
C20 H20 0.9300 .
C21 C22 1.351(2) .
C21 N4 1.372(2) .
C21 H21 0.9300 .
C22 N3 1.368(2) .
C22 H22 0.9300 .
C23 N5 1.297(3) .
C23 N6 1.336(2) .
C23 H23 0.9300 .
C24 N5 1.331(4) .
C24 C25 1.351(3) .
C24 H24 0.9300 .
C25 N6 1.362(3) .
C25 H25 0.9300 .
N1 Mn1 2.2730(13) .
N3 Mn1 2.2459(13) 2_556
O1 H1C 0.96(4) .
O1W Mn1 2.2127(14) .
O1W H1W 0.78(3) .
O1W H2W 0.79(3) .
O2W H3W 0.90(4) .
O2W H4W 0.98(5) .
O3W H5W 0.94(4) .
O3W H6W 0.85(3) .
Mn1 O1W 2.2127(14) 3_657
Mn1 N3 2.2459(13) 2_546
Mn1 N3 2.2459(13) 4_666
Mn1 N1 2.2730(13) 3_657
