#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:32:59 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179924 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/19/7021969.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_7021969
loop_
_publ_author_name
'Zhang, Yu'
'Yuan, Pengfei'
'Zhu, Yanyan'
'Li, Gang'
_publ_section_title
;
 Syntheses, crystal structures and thermal properties of six coordination
 polymers based on 2-(p-methylphenyl)-imidazole dicarboxylate.
;
_journal_issue                   41
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14776
_journal_page_last               14785
_journal_paper_doi               10.1039/c3dt51747k
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C58 H42 Mn3 N10 O16'
_chemical_formula_weight         1299.84
_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                 101.164(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   19.2934(11)
_cell_length_b                   7.3673(4)
_cell_length_c                   20.4117(11)
_cell_measurement_reflns_used    796
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18.74
_cell_measurement_theta_min      2.45
_cell_volume                     2846.4(3)
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_collection       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_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      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω '
_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  0.0357
_diffrn_reflns_av_sigmaI/netI    0.0490
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11754
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.19
_exptl_absorpt_coefficient_mu    0.736
_exptl_absorpt_correction_T_max  0.9040
_exptl_absorpt_correction_T_min  0.8668
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube-shaped
_exptl_crystal_F_000             1326
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.726
_refine_diff_density_min         -0.920
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     400
_refine_ls_number_reflns         4996
_refine_ls_number_restraints     2454
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0514
_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)+(0.0704P)²+3.0637P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1287
_refine_ls_wR_factor_ref         0.1394
_reflns_number_gt                3868
_reflns_number_total             4996
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt51747k.txt
_cod_data_source_block           a
_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 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      p2(1)/n
_cod_database_code               7021969
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 0.1305(2) 0.7926(7) 0.4758(2) 0.0462(9) Uani 1 1 d U
H22 H 0.1641 0.7093 0.4961 0.055 Uiso 1 1 calc R
C2 C 0.0799(2) 0.8483(7) 0.5104(2) 0.0488(9) Uani 1 1 d U
H2 H 0.0801 0.8030 0.5530 0.059 Uiso 1 1 calc R
C3 C 0.0289(2) 0.9706(6) 0.4825(2) 0.0385(8) Uani 1 1 d U
C4 C 0.0342(3) 1.0326(7) 0.4208(2) 0.0537(9) Uani 1 1 d U
H4 H 0.0019 1.1177 0.3996 0.064 Uiso 1 1 calc R
C5 C 0.0867(2) 0.9713(7) 0.3893(2) 0.0492(9) Uani 1 1 d U
H5 H 0.0885 1.0179 0.3473 0.059 Uiso 1 1 calc R
C6 C 0.0140(2) 0.5596(5) 0.27593(19) 0.0313(7) Uani 1 1 d U
C7 C 0.0254(2) 0.5318(6) 0.3447(2) 0.0387(8) Uani 1 1 d U
H7 H 0.0699 0.4993 0.3681 0.046 Uiso 1 1 calc R
C8 C -0.0303(2) 0.5529(7) 0.3779(2) 0.0476(9) Uani 1 1 d U
H8 H -0.0224 0.5359 0.4239 0.057 Uiso 1 1 calc R
C9 C -0.0966(3) 0.5983(7) 0.3446(2) 0.0519(9) Uani 1 1 d U
C10 C -0.1075(2) 0.6198(7) 0.2761(2) 0.0498(9) Uani 1 1 d U
H10 H -0.1526 0.6473 0.2527 0.060 Uiso 1 1 calc R
C11 C -0.0531(2) 0.6015(6) 0.2419(2) 0.0392(8) Uani 1 1 d U
H11 H -0.0616 0.6173 0.1958 0.047 Uiso 1 1 calc R
C12 C 0.07367(19) 0.5403(5) 0.24158(18) 0.0275(7) Uani 1 1 d U
C13 C -0.1567(3) 0.6222(11) 0.3824(3) 0.0877(17) Uani 1 1 d U
H13A H -0.1851 0.7243 0.3646 0.132 Uiso 1 1 calc R
H13B H -0.1375 0.6428 0.4288 0.132 Uiso 1 1 calc R
H13C H -0.1853 0.5147 0.3777 0.132 Uiso 1 1 calc R
C14 C 0.17929(18) 0.5236(5) 0.21919(17) 0.0236(7) Uani 1 1 d U
C15 C 0.13361(18) 0.4577(5) 0.16361(17) 0.0239(7) Uani 1 1 d U
C16 C 0.25799(18) 0.5373(5) 0.23798(16) 0.0226(7) Uani 1 1 d U
C18 C 0.5144(2) 0.5753(6) 0.2839(2) 0.0372(8) Uani 1 1 d U
H18 H 0.5013 0.6332 0.2428 0.045 Uiso 1 1 calc R
C19 C 0.4624(2) 0.5109(5) 0.31569(19) 0.0314(8) Uani 1 1 d U
H19 H 0.4151 0.5239 0.2957 0.038 Uiso 1 1 calc R
C20 C 0.5517(2) 0.4077(5) 0.40602(19) 0.0316(8) Uani 1 1 d U
H20 H 0.5648 0.3520 0.4475 0.038 Uiso 1 1 calc R
C21 C 0.6032(2) 0.4714(6) 0.3728(2) 0.0388(9) Uani 1 1 d U
H21 H 0.6506 0.4570 0.3922 0.047 Uiso 1 1 calc R
C22 C 0.5851(2) 0.5564(6) 0.3111(2) 0.0396(9) Uani 1 1 d U
C23 C 0.6414(3) 0.6264(8) 0.2755(3) 0.0657(14) Uani 1 1 d U
H23A H 0.6743 0.5309 0.2719 0.099 Uiso 1 1 calc R
H23B H 0.6659 0.7258 0.3002 0.099 Uiso 1 1 calc R
H23C H 0.6198 0.6671 0.2316 0.099 Uiso 1 1 calc R
C24 C 0.13904(19) 0.3722(5) 0.09804(17) 0.0236(7) Uani 1 1 d U
C25 C 0.2500(2) 0.3761(5) 0.45182(18) 0.0299(7) Uani 1 1 d U
C26 C 0.48048(19) 0.4268(5) 0.37737(18) 0.0254(7) Uani 1 1 d U
C27 C 0.42649(18) 0.3633(5) 0.41396(17) 0.0250(7) Uani 1 1 d U
C28 C 0.32520(19) 0.3420(5) 0.44875(17) 0.0257(7) Uani 1 1 d U
C29 C 0.37558(19) 0.2354(5) 0.48807(17) 0.0250(7) Uani 1 1 d U
C30 C 0.3731(2) 0.1194(5) 0.54730(18) 0.0296(8) Uani 1 1 d U
Mn1 Mn 0.0000 0.5000 0.0000 0.0243(2) Uani 1 2 d SU
Mn2 Mn 0.20820(3) 0.72913(7) 0.35349(2) 0.02143(17) Uani 1 1 d U
N1 N 0.13432(17) 0.8507(5) 0.41512(15) 0.0330(6) Uani 1 1 d U
N2 N 0.14073(15) 0.5770(4) 0.26685(14) 0.0263(6) Uani 1 1 d U
N3 N 0.06767(16) 0.4716(4) 0.17897(14) 0.0260(6) Uani 1 1 d U
H3 H 0.0287 0.4416 0.1531 0.031 Uiso 1 1 calc R
N5 N 0.35890(15) 0.4190(4) 0.40253(14) 0.0245(6) Uani 1 1 d U
H5A H 0.3398 0.4915 0.3712 0.029 Uiso 1 1 calc R
N6 N 0.43831(16) 0.2486(4) 0.46551(14) 0.0254(6) Uani 1 1 d U
O1 O 0.21433(14) 0.4827(4) 0.41203(13) 0.0344(6) Uani 1 1 d U
O2 O 0.22520(16) 0.2908(4) 0.49664(15) 0.0485(8) Uani 1 1 d U
O3 O 0.20276(13) 0.9764(3) 0.29855(12) 0.0306(6) Uani 1 1 d U
O4 O 0.28095(12) 0.6118(3) 0.29398(11) 0.0259(5) Uani 1 1 d U
O7 O 0.08087(13) 0.3441(3) 0.05951(12) 0.0307(6) Uani 1 1 d U
O8 O 0.19797(13) 0.3308(4) 0.08545(11) 0.0293(6) Uani 1 1 d U
O9 O -0.07165(14) 0.4632(4) 0.07293(12) 0.0338(6) Uani 1 1 d U
O10 O 0.31616(16) 0.1123(4) 0.56942(14) 0.0446(8) Uani 1 1 d U
H6 H 0.276(3) 0.181(9) 0.539(3) 0.10(2) 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
N1 C1 C2 123.9(4) . .
N1 C1 H22 118.1 . .
C2 C1 H22 118.1 . .
C3 C2 C1 120.3(4) . .
C3 C2 H2 119.8 . .
C1 C2 H2 119.8 . .
C4 C3 C2 115.3(4) . .
C4 C3 C3 122.7(5) . 3_576
C2 C3 C3 122.0(5) . 3_576
C3 C4 C5 121.1(4) . .
C3 C4 H4 119.5 . .
C5 C4 H4 119.5 . .
N1 C5 C4 123.8(4) . .
N1 C5 H5 118.1 . .
C4 C5 H5 118.1 . .
C11 C6 C7 119.3(4) . .
C11 C6 C12 121.8(3) . .
C7 C6 C12 118.9(3) . .
C8 C7 C6 119.4(4) . .
C8 C7 H7 120.3 . .
C6 C7 H7 120.3 . .
C9 C8 C7 121.5(4) . .
C9 C8 H8 119.3 . .
C7 C8 H8 119.3 . .
C8 C9 C10 118.4(4) . .
C8 C9 C13 120.4(5) . .
C10 C9 C13 121.2(5) . .
C11 C10 C9 121.4(4) . .
C11 C10 H10 119.3 . .
C9 C10 H10 119.3 . .
C10 C11 C6 120.0(4) . .
C10 C11 H11 120.0 . .
C6 C11 H11 120.0 . .
N2 C12 N3 110.0(3) . .
N2 C12 C6 126.3(3) . .
N3 C12 C6 123.7(3) . .
C9 C13 H13A 109.5 . .
C9 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C9 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C15 C14 N2 109.3(3) . .
C15 C14 C16 133.5(3) . .
N2 C14 C16 117.1(3) . .
N3 C15 C14 105.0(3) . .
N3 C15 C24 117.6(3) . .
C14 C15 C24 137.3(3) . .
O3 C16 O4 123.3(3) 2_545 .
O3 C16 C14 121.8(3) 2_545 .
O4 C16 C14 114.9(3) . .
C22 C18 C19 121.9(4) . .
C22 C18 H18 119.0 . .
C19 C18 H18 119.0 . .
C18 C19 C26 120.2(4) . .
C18 C19 H19 119.9 . .
C26 C19 H19 119.9 . .
C21 C20 C26 120.1(4) . .
C21 C20 H20 119.9 . .
C26 C20 H20 119.9 . .
C20 C21 C22 121.2(4) . .
C20 C21 H21 119.4 . .
C22 C21 H21 119.4 . .
C18 C22 C21 117.8(4) . .
C18 C22 C23 121.3(4) . .
C21 C22 C23 120.9(4) . .
C22 C23 H23A 109.5 . .
C22 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C22 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
O8 C24 O7 124.7(3) . .
O8 C24 C15 120.6(3) . .
O7 C24 C15 114.8(3) . .
O1 C25 O2 122.9(3) . .
O1 C25 C28 120.2(3) . .
O2 C25 C28 116.9(3) . .
C19 C26 C20 118.8(3) . .
C19 C26 C27 121.6(3) . .
C20 C26 C27 119.5(3) . .
N6 C27 N5 110.0(3) . .
N6 C27 C26 124.9(3) . .
N5 C27 C26 125.0(3) . .
N5 C28 C29 105.2(3) . .
N5 C28 C25 123.9(3) . .
C29 C28 C25 130.9(3) . .
N6 C29 C28 109.3(3) . .
N6 C29 C30 118.7(3) . .
C28 C29 C30 132.1(3) . .
O9 C30 O10 123.9(3) 4_666 .
O9 C30 C29 117.4(3) 4_666 .
O10 C30 C29 118.6(3) . .
O7 Mn1 O7 180.00(17) 3_565 .
O7 Mn1 N6 91.42(10) 3_565 2
O7 Mn1 N6 88.58(10) . 2
O7 Mn1 N6 88.58(10) 3_565 4_565
O7 Mn1 N6 91.42(10) . 4_565
N6 Mn1 N6 180.00(15) 2 4_565
O7 Mn1 O9 91.96(10) 3_565 3_565
O7 Mn1 O9 88.04(10) . 3_565
N6 Mn1 O9 75.45(10) 2 3_565
N6 Mn1 O9 104.55(10) 4_565 3_565
O7 Mn1 O9 88.04(10) 3_565 .
O7 Mn1 O9 91.96(10) . .
N6 Mn1 O9 104.55(10) 2 .
N6 Mn1 O9 75.45(10) 4_565 .
O9 Mn1 O9 180.00(11) 3_565 .
O8 Mn2 O3 87.54(10) 2 .
O8 Mn2 O1 91.28(10) 2 .
O3 Mn2 O1 178.28(10) . .
O8 Mn2 O4 84.29(9) 2 .
O3 Mn2 O4 90.98(9) . .
O1 Mn2 O4 90.15(10) . .
O8 Mn2 N1 95.24(11) 2 .
O3 Mn2 N1 88.98(11) . .
O1 Mn2 N1 89.88(11) . .
O4 Mn2 N1 179.53(11) . .
O8 Mn2 N2 157.32(10) 2 .
O3 Mn2 N2 92.84(11) . .
O1 Mn2 N2 88.73(11) . .
O4 Mn2 N2 73.03(10) . .
N1 Mn2 N2 107.45(11) . .
C5 N1 C1 115.6(3) . .
C5 N1 Mn2 120.8(3) . .
C1 N1 Mn2 123.1(3) . .
C12 N2 C14 106.5(3) . .
C12 N2 Mn2 140.5(2) . .
C14 N2 Mn2 112.3(2) . .
C12 N3 C15 109.2(3) . .
C12 N3 H3 125.4 . .
C15 N3 H3 125.4 . .
C27 N5 C28 109.2(3) . .
C27 N5 H5A 125.4 . .
C28 N5 H5A 125.4 . .
C27 N6 C29 106.3(3) . .
C27 N6 Mn1 140.4(2) . 2_545
C29 N6 Mn1 106.7(2) . 2_545
C25 O1 Mn2 149.1(3) . .
C25 O2 H6 114(3) . .
C16 O3 Mn2 130.5(2) 2 .
C16 O4 Mn2 121.2(2) . .
C24 O7 Mn1 137.6(2) . .
C24 O8 Mn2 132.1(2) . 2_545
C30 O9 Mn1 111.5(2) 4_565 .
C30 O10 H6 112(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.325(5) .
C1 C2 1.376(6) .
C1 H22 0.9300 .
C2 C3 1.374(6) .
C2 H2 0.9300 .
C3 C4 1.363(6) .
C3 C3 1.499(8) 3_576
C4 C5 1.376(6) .
C4 H4 0.9300 .
C5 N1 1.313(5) .
C5 H5 0.9300 .
C6 C11 1.381(6) .
C6 C7 1.393(5) .
C6 C12 1.466(5) .
C7 C8 1.385(6) .
C7 H7 0.9300 .
C8 C9 1.369(7) .
C8 H8 0.9300 .
C9 C10 1.382(6) .
C9 C13 1.522(7) .
C10 C11 1.375(6) .
C10 H10 0.9300 .
C11 H11 0.9300 .
C12 N2 1.325(5) .
C12 N3 1.358(5) .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C14 C15 1.383(5) .
C14 N2 1.391(4) .
C14 C16 1.496(5) .
C15 N3 1.372(4) .
C15 C24 1.501(5) .
C16 O3 1.245(4) 2_545
C16 O4 1.268(4) .
C18 C22 1.376(6) .
C18 C19 1.381(5) .
C18 H18 0.9300 .
C19 C26 1.386(5) .
C19 H19 0.9300 .
C20 C21 1.387(6) .
C20 C26 1.393(5) .
C20 H20 0.9300 .
C21 C22 1.390(6) .
C21 H21 0.9300 .
C22 C23 1.511(6) .
C23 H23A 0.9600 .
C23 H23B 0.9600 .
C23 H23C 0.9600 .
C24 O8 1.251(4) .
C24 O7 1.256(4) .
C25 O1 1.239(4) .
C25 O2 1.277(5) .
C25 C28 1.485(5) .
C26 C27 1.471(5) .
C27 N6 1.335(5) .
C27 N5 1.344(4) .
C28 N5 1.368(5) .
C28 C29 1.380(5) .
C29 N6 1.379(5) .
C29 C30 1.488(5) .
C30 O9 1.250(4) 4_666
C30 O10 1.268(5) .
Mn1 O7 2.120(2) 3_565
Mn1 O7 2.120(2) .
Mn1 N6 2.223(3) 2
Mn1 N6 2.223(3) 4_565
Mn1 O9 2.235(3) 3_565
Mn1 O9 2.235(3) .
Mn2 O8 2.125(2) 2
Mn2 O3 2.131(2) .
Mn2 O1 2.164(3) .
Mn2 O4 2.203(2) .
Mn2 N1 2.261(3) .
Mn2 N2 2.277(3) .
N3 H3 0.8600 .
N5 H5A 0.8600 .
N6 Mn1 2.223(3) 2_545
O3 C16 1.245(4) 2
O8 Mn2 2.125(2) 2_545
O9 C30 1.250(4) 4_565
O10 H6 1.03(7) .
