#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:17:06 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179569 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/35/4503581.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_4503581
loop_
_publ_author_name
'Qi, Yan'
'Che, Yun-Xia'
'Zheng, Ji-Min'
_publ_section_title
;
 Self-Penetrating and Interpenetrating 3D Metal−Organic Frameworks
 Constructed from the Rigid 1,4-Bis(1-imidazolyl)-benzene Ligand and
 Aromatic Carboxylate
;
_journal_issue                   10
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3602
_journal_paper_doi               10.1021/cg800087q
_journal_volume                  8
_journal_year                    2008
_chemical_formula_sum            'C21 H14 Mn N4 O6'
_chemical_formula_weight         473.30
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 113.52(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.719(3)
_cell_length_b                   10.405(2)
_cell_length_c                   16.210(3)
_cell_measurement_reflns_used    12888
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.55
_cell_measurement_theta_min      3.25
_cell_volume                     1967.0(8)
_computing_cell_refinement       'RAXIS-RAPID Auto(Rigaku, 2004)'
_computing_data_collection       'RAXIS-RAPID Auto(Rigaku, 2004)'
_computing_data_reduction        'CrystalStructure(Rigaku/MSC, 2004)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 2001)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'rigaku r-axis rapid IP area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0550
_diffrn_reflns_av_sigmaI/netI    0.0418
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18958
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.25
_diffrn_source                   'rotating anode'
_exptl_absorpt_coefficient_mu    0.721
_exptl_absorpt_correction_T_max  0.9354
_exptl_absorpt_correction_T_min  0.9077
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             964
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.451
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4510
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0398
_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)+(0.0338P)²+1.1719P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0822
_refine_ls_wR_factor_ref         0.0906
_reflns_number_gt                3330
_reflns_number_total             4510
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg800087q_si_003.cif
_cod_data_source_block           shelxl
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_hydrogen_treatment' value 'refu' changed to 'refU'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1967.0(7)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4503581
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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
C1 C 0.89122(18) 0.3714(2) -0.09363(15) 0.0262(5) Uani 1 1 d .
C2 C 0.81329(17) 0.2568(2) -0.13053(15) 0.0245(5) Uani 1 1 d .
C3 C 0.85826(17) 0.1326(2) -0.11262(15) 0.0256(5) Uani 1 1 d .
H3 H 0.9359 0.1210 -0.0774 0.031 Uiso 1 1 calc R
C4 C 0.78833(17) 0.0263(2) -0.14685(15) 0.0238(5) Uani 1 1 d .
C5 C 0.67395(17) 0.0448(2) -0.20239(15) 0.0264(5) Uani 1 1 d .
H5 H 0.6277 -0.0260 -0.2280 0.032 Uiso 1 1 calc R
C6 C 0.62743(17) 0.1673(2) -0.22038(15) 0.0262(5) Uani 1 1 d .
C7 C 0.69654(18) 0.2737(2) -0.18342(15) 0.0271(5) Uani 1 1 d .
H7 H 0.6651 0.3559 -0.1939 0.033 Uiso 1 1 calc R
C8 C 0.83551(18) -0.1074(2) -0.12360(15) 0.0248(5) Uani 1 1 d .
C9 C 0.50160(18) 0.1738(2) -0.27800(16) 0.0302(5) Uani 1 1 d .
C10 C 1.2508(2) 0.3953(3) 0.29074(16) 0.0388(6) Uani 1 1 d .
H10 H 1.2925 0.4258 0.2590 0.047 Uiso 1 1 calc R
C11 C 1.1187(2) 0.3116(3) 0.32175(19) 0.0540(8) Uani 1 1 d .
H11 H 1.0496 0.2736 0.3151 0.065 Uiso 1 1 calc R
C12 C 1.2040(2) 0.3419(4) 0.40134(19) 0.0588(9) Uani 1 1 d .
H12 H 1.2053 0.3276 0.4584 0.071 Uiso 1 1 calc R
C13 C 1.39661(19) 0.4494(2) 0.44163(16) 0.0337(6) Uani 1 1 d .
C14 C 1.4211(2) 0.4569(3) 0.53149(17) 0.0479(8) Uani 1 1 d .
H14 H 1.3680 0.4280 0.5534 0.058 Uiso 1 1 calc R
C15 C 1.4754(2) 0.4926(3) 0.40998(17) 0.0490(8) Uani 1 1 d .
H15 H 1.4591 0.4880 0.3488 0.059 Uiso 1 1 calc R
C16 C 0.81469(19) 0.4278(3) 0.07176(18) 0.0369(6) Uani 1 1 d .
H16 H 0.8244 0.5108 0.0547 0.044 Uiso 1 1 calc R
C17 C 0.8471(2) 0.2332(3) 0.1196(2) 0.0505(8) Uani 1 1 d .
H17 H 0.8848 0.1561 0.1419 0.061 Uiso 1 1 calc R
C18 C 0.7355(2) 0.2560(3) 0.0995(2) 0.0582(9) Uani 1 1 d .
H18 H 0.6828 0.1988 0.1054 0.070 Uiso 1 1 calc R
C19 C 0.6051(2) 0.4423(3) 0.0333(2) 0.0434(7) Uani 1 1 d .
C20 C 0.5940(2) 0.5642(3) 0.0617(2) 0.0554(8) Uani 1 1 d .
H20 H 0.6572 0.6067 0.1035 0.066 Uiso 1 1 calc R
C21 C 0.5123(2) 0.3775(3) -0.0273(2) 0.0571(9) Uani 1 1 d .
H21 H 0.5211 0.2946 -0.0450 0.068 Uiso 1 1 calc R
H5A H 0.3875(9) 0.283(4) -0.316(2) 0.081(12) Uiso 1 1 d D
Mn1 Mn 1.06865(3) 0.34012(3) 0.10026(2) 0.02338(10) Uani 1 1 d .
N1 N 1.28893(16) 0.3985(2) 0.38074(13) 0.0347(5) Uani 1 1 d .
N2 N 1.14839(16) 0.3445(2) 0.25257(13) 0.0374(5) Uani 1 1 d .
N3 N 0.89696(15) 0.3412(2) 0.10209(14) 0.0364(5) Uani 1 1 d .
N4 N 0.71458(16) 0.3800(2) 0.06870(17) 0.0427(6) Uani 1 1 d .
O1 O 0.84677(13) 0.48024(15) -0.11441(11) 0.0363(4) Uani 1 1 d .
O2 O 0.99555(12) 0.35043(15) -0.04521(10) 0.0307(4) Uani 1 1 d .
O3 O 0.94018(12) -0.12580(15) -0.10196(12) 0.0359(4) Uani 1 1 d .
O4 O 0.76883(13) -0.19932(14) -0.12497(11) 0.0309(4) Uani 1 1 d .
O5 O 0.45826(15) 0.28840(19) -0.28885(17) 0.0648(7) Uani 1 1 d D
O6 O 0.44354(14) 0.08003(19) -0.30758(15) 0.0554(6) Uani 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
O1 C1 O2 125.0(2) . .
O1 C1 C2 116.93(18) . .
O2 C1 C2 118.02(19) . .
C3 C2 C7 119.40(19) . .
C3 C2 C1 119.86(18) . .
C7 C2 C1 120.74(19) . .
C4 C3 C2 120.69(18) . .
C4 C3 H3 119.7 . .
C2 C3 H3 119.7 . .
C5 C4 C3 119.20(19) . .
C5 C4 C8 120.17(19) . .
C3 C4 C8 120.63(18) . .
C4 C5 C6 120.9(2) . .
C4 C5 H5 119.5 . .
C6 C5 H5 119.5 . .
C5 C6 C7 119.85(19) . .
C5 C6 C9 115.62(19) . .
C7 C6 C9 124.5(2) . .
C6 C7 C2 119.8(2) . .
C6 C7 H7 120.1 . .
C2 C7 H7 120.1 . .
O3 C8 O4 121.2(2) . .
O3 C8 C4 119.12(19) . .
O4 C8 C4 119.65(18) . .
O6 C9 O5 122.2(2) . .
O6 C9 C6 123.1(2) . .
O5 C9 C6 114.6(2) . .
N2 C10 N1 112.5(2) . .
N2 C10 H10 123.7 . .
N1 C10 H10 123.7 . .
C12 C11 N2 110.3(2) . .
C12 C11 H11 124.8 . .
N2 C11 H11 124.8 . .
C11 C12 N1 106.0(3) . .
C11 C12 H12 127.0 . .
N1 C12 H12 127.0 . .
C14 C13 C15 119.4(2) . .
C14 C13 N1 120.3(2) . .
C15 C13 N1 120.3(2) . .
C13 C14 C15 120.2(3) . 3_866
C13 C14 H14 119.9 . .
C15 C14 H14 119.9 3_866 .
C13 C15 C14 120.4(2) . 3_866
C13 C15 H15 119.8 . .
C14 C15 H15 119.8 3_866 .
N3 C16 N4 111.0(2) . .
N3 C16 H16 124.5 . .
N4 C16 H16 124.5 . .
C18 C17 N3 109.6(2) . .
C18 C17 H17 125.2 . .
N3 C17 H17 125.2 . .
C17 C18 N4 106.7(2) . .
C17 C18 H18 126.6 . .
N4 C18 H18 126.6 . .
C21 C19 C20 121.2(2) . .
C21 C19 N4 119.0(3) . .
C20 C19 N4 119.8(2) . .
C19 C20 C21 119.0(3) . 3_665
C19 C20 H20 120.5 . .
C21 C20 H20 120.5 3_665 .
C19 C21 C20 119.8(3) . 3_665
C19 C21 H21 120.1 . .
C20 C21 H21 120.1 3_665 .
O1 Mn1 O2 93.03(7) 3_765 .
O1 Mn1 N3 117.24(8) 3_765 .
O2 Mn1 N3 90.99(8) . .
O1 Mn1 O3 154.63(6) 3_765 3_755
O2 Mn1 O3 93.50(6) . 3_755
N3 Mn1 O3 87.13(7) . 3_755
O1 Mn1 N2 82.94(7) 3_765 .
O2 Mn1 N2 175.87(7) . .
N3 Mn1 N2 90.01(8) . .
O3 Mn1 N2 90.55(7) 3_755 .
O1 Mn1 O4 98.73(6) 3_765 3_755
O2 Mn1 O4 100.17(7) . 3_755
N3 Mn1 O4 141.74(7) . 3_755
O3 Mn1 O4 55.97(5) 3_755 3_755
N2 Mn1 O4 81.45(7) . 3_755
C10 N1 C12 105.9(2) . .
C10 N1 C13 126.1(2) . .
C12 N1 C13 128.0(2) . .
C10 N2 C11 105.2(2) . .
C10 N2 Mn1 116.84(18) . .
C11 N2 Mn1 137.89(17) . .
C16 N3 C17 105.8(2) . .
C16 N3 Mn1 130.11(18) . .
C17 N3 Mn1 122.79(17) . .
C16 N4 C18 106.8(2) . .
C16 N4 C19 126.9(2) . .
C18 N4 C19 126.1(2) . .
C1 O1 Mn1 127.82(14) . 3_765
C1 O2 Mn1 125.01(15) . .
C8 O3 Mn1 95.92(13) . 3_755
C8 O4 Mn1 86.16(12) . 3_755
C9 O5 H5A 109(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.250(3) .
C1 O2 1.262(2) .
C1 C2 1.513(3) .
C2 C3 1.396(3) .
C2 C7 1.398(3) .
C3 C4 1.389(3) .
C3 H3 0.9300 .
C4 C5 1.385(3) .
C4 C8 1.502(3) .
C5 C6 1.387(3) .
C5 H5 0.9300 .
C6 C7 1.392(3) .
C6 C9 1.498(3) .
C7 H7 0.9300 .
C8 O3 1.249(2) .
C8 O4 1.272(3) .
C9 O6 1.202(3) .
C9 O5 1.296(3) .
C10 N2 1.310(3) .
C10 N1 1.342(3) .
C10 H10 0.9300 .
C11 C12 1.350(4) .
C11 N2 1.362(4) .
C11 H11 0.9300 .
C12 N1 1.383(3) .
C12 H12 0.9300 .
C13 C14 1.365(4) .
C13 C15 1.371(4) .
C13 N1 1.432(3) .
C14 C15 1.383(3) 3_866
C14 H14 0.9300 .
C15 C14 1.383(3) 3_866
C15 H15 0.9300 .
C16 N3 1.318(3) .
C16 N4 1.349(3) .
C16 H16 0.9300 .
C17 C18 1.344(4) .
C17 N3 1.375(3) .
C17 H17 0.9300 .
C18 N4 1.371(4) .
C18 H18 0.9300 .
C19 C21 1.373(4) .
C19 C20 1.375(4) .
C19 N4 1.432(3) .
C20 C21 1.381(4) 3_665
C20 H20 0.9300 .
C21 C20 1.381(4) 3_665
C21 H21 0.9300 .
Mn1 O1 2.1229(16) 3_765
Mn1 O2 2.1649(17) .
Mn1 N3 2.196(2) .
Mn1 O3 2.2336(17) 3_755
Mn1 N2 2.265(2) .
Mn1 O4 2.4328(16) 3_755
O1 Mn1 2.1229(16) 3_765
O3 Mn1 2.2336(17) 3_755
O4 Mn1 2.4328(16) 3_755
O5 H5A 0.830(10) .
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 C1 C2 C3 177.7(2) . .
O2 C1 C2 C3 -1.7(3) . .
O1 C1 C2 C7 -1.6(3) . .
O2 C1 C2 C7 179.0(2) . .
C7 C2 C3 C4 0.1(4) . .
C1 C2 C3 C4 -179.2(2) . .
C2 C3 C4 C5 2.8(4) . .
C2 C3 C4 C8 -176.8(2) . .
C3 C4 C5 C6 -3.3(4) . .
C8 C4 C5 C6 176.3(2) . .
C4 C5 C6 C7 1.0(4) . .
C4 C5 C6 C9 -177.3(2) . .
C5 C6 C7 C2 1.9(4) . .
C9 C6 C7 C2 -180.0(2) . .
C3 C2 C7 C6 -2.4(4) . .
C1 C2 C7 C6 176.8(2) . .
C5 C4 C8 O3 155.0(2) . .
C3 C4 C8 O3 -25.4(3) . .
C5 C4 C8 O4 -26.0(3) . .
C3 C4 C8 O4 153.6(2) . .
C5 C6 C9 O6 -0.3(4) . .
C7 C6 C9 O6 -178.5(3) . .
C5 C6 C9 O5 175.4(2) . .
C7 C6 C9 O5 -2.8(4) . .
N2 C11 C12 N1 1.3(4) . .
C15 C13 C14 C15 -0.2(5) . 3_866
N1 C13 C14 C15 -179.3(3) . 3_866
C14 C13 C15 C14 0.2(5) . 3_866
N1 C13 C15 C14 179.3(3) . 3_866
N3 C17 C18 N4 0.1(4) . .
C21 C19 C20 C21 -1.0(6) . 3_665
N4 C19 C20 C21 -179.6(3) . 3_665
C20 C19 C21 C20 1.0(6) . 3_665
N4 C19 C21 C20 179.6(3) . 3_665
N2 C10 N1 C12 1.5(3) . .
N2 C10 N1 C13 -179.1(2) . .
C11 C12 N1 C10 -1.7(4) . .
C11 C12 N1 C13 179.0(3) . .
C14 C13 N1 C10 174.3(3) . .
C15 C13 N1 C10 -4.8(4) . .
C14 C13 N1 C12 -6.4(4) . .
C15 C13 N1 C12 174.5(3) . .
N1 C10 N2 C11 -0.7(3) . .
N1 C10 N2 Mn1 177.42(17) . .
C12 C11 N2 C10 -0.4(4) . .
C12 C11 N2 Mn1 -177.9(2) . .
O1 Mn1 N2 C10 -36.0(2) 3_765 .
O2 Mn1 N2 C10 -49.4(10) . .
N3 Mn1 N2 C10 -153.5(2) . .
O3 Mn1 N2 C10 119.4(2) 3_755 .
O4 Mn1 N2 C10 64.0(2) 3_755 .
O1 Mn1 N2 C11 141.2(3) 3_765 .
O2 Mn1 N2 C11 127.9(9) . .
N3 Mn1 N2 C11 23.8(3) . .
O3 Mn1 N2 C11 -63.4(3) 3_755 .
O4 Mn1 N2 C11 -118.8(3) 3_755 .
N4 C16 N3 C17 -0.2(3) . .
N4 C16 N3 Mn1 166.93(18) . .
C18 C17 N3 C16 0.1(4) . .
C18 C17 N3 Mn1 -168.3(2) . .
O1 Mn1 N3 C16 34.0(3) 3_765 .
O2 Mn1 N3 C16 -59.9(2) . .
O3 Mn1 N3 C16 -153.4(2) 3_755 .
N2 Mn1 N3 C16 116.1(2) . .
O4 Mn1 N3 C16 -167.80(19) 3_755 .
O1 Mn1 N3 C17 -160.7(2) 3_765 .
O2 Mn1 N3 C17 105.4(2) . .
O3 Mn1 N3 C17 11.9(2) 3_755 .
N2 Mn1 N3 C17 -78.6(2) . .
O4 Mn1 N3 C17 -2.5(3) 3_755 .
N3 C16 N4 C18 0.3(3) . .
N3 C16 N4 C19 -175.0(3) . .
C17 C18 N4 C16 -0.3(4) . .
C17 C18 N4 C19 175.1(3) . .
C21 C19 N4 C16 129.5(3) . .
C20 C19 N4 C16 -51.9(4) . .
C21 C19 N4 C18 -44.9(5) . .
C20 C19 N4 C18 133.7(4) . .
O2 C1 O1 Mn1 13.6(4) . 3_765
C2 C1 O1 Mn1 -165.80(15) . 3_765
O1 C1 O2 Mn1 86.6(3) . .
C2 C1 O2 Mn1 -94.0(2) . .
O1 Mn1 O2 C1 -107.52(17) 3_765 .
N3 Mn1 O2 C1 9.82(18) . .
O3 Mn1 O2 C1 97.01(17) 3_755 .
N2 Mn1 O2 C1 -94.3(10) . .
O4 Mn1 O2 C1 153.04(17) 3_755 .
O4 C8 O3 Mn1 9.1(2) . 3_755
C4 C8 O3 Mn1 -171.96(18) . 3_755
O3 C8 O4 Mn1 -8.3(2) . 3_755
C4 C8 O4 Mn1 172.74(19) . 3_755
