#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:59:15 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179607 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/71/4507116.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_4507116
loop_
_publ_author_name
'Zhang, Liangliang'
'Liu, Fuling'
'Guo, Yu'
'Wang, Xingpo'
'Guo, Jie'
'Wei, Yanhui'
'Chen, Zhen'
'Sun, Daofeng'
_publ_section_title
;
 Crystal Structure Diversities Based on
 4,4′-(2,3,6,7-Tetramethoxyanthracene-9,10-diyl)dibenzoic Acid:
 From 2D Layer to 3D Net Framework
;
_journal_issue                   12
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              6215
_journal_paper_doi               10.1021/cg301403w
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C32 H28 Mn O10'
_chemical_formula_weight         627.48
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2012-08-10 # Formatted by publCIF
;
_cell_angle_alpha                90.036(4)
_cell_angle_beta                 97.870(5)
_cell_angle_gamma                97.971(4)
_cell_formula_units_Z            1
_cell_length_a                   4.6472(14)
_cell_length_b                   11.672(3)
_cell_length_c                   13.456(4)
_cell_measurement_reflns_used    2235
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.54
_cell_measurement_theta_min      3.53
_cell_volume                     715.9(4)
_computing_cell_refinement       'APEX2 Software Suite'
_computing_data_collection       'APEX2 Software Suite (Bruker,2005)'
_computing_data_reduction        'APEX2 Software Suite'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2008)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type
'Bruker APEX2 CCD area-detector diffractometer'
_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  0.0218
_diffrn_reflns_av_sigmaI/netI    0.0364
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3547
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    0.521
_exptl_absorpt_correction_T_max  0.9497
_exptl_absorpt_correction_T_min  0.9029
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'APEX2 Software Suite (Bruker,2005)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             325
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     198
_refine_ls_number_reflns         2486
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0341
_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)+(0.0619P)²+0.2701P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0983
_refine_ls_wR_factor_ref         0.1022
_reflns_number_gt                2263
_reflns_number_total             2486
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg301403w_si_002.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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      'P-1   '
_cod_database_code               4507116
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.5000 0.5000 0.5000 0.02282(16) Uani 1 2 d S
O1 O 0.1977(3) 0.49147(12) 0.61483(10) 0.0273(3) Uani 1 1 d .
O1W O 0.1997(3) 0.35559(12) 0.42436(11) 0.0334(4) Uani 1 1 d .
H1WA H 0.0324 0.3776 0.3989 0.050 Uiso 1 1 d R
H1WB H 0.2700 0.3286 0.3714 0.050 Uiso 1 1 d R
O2 O -0.2433(3) 0.38319(13) 0.58405(11) 0.0311(3) Uani 1 1 d .
O3 O 0.5077(4) -0.20363(15) 0.66989(11) 0.0480(5) Uani 1 1 d .
O4 O 0.7738(4) -0.32495(15) 0.79991(12) 0.0454(4) Uani 1 1 d .
C1 C 0.0153(4) 0.40286(17) 0.62762(14) 0.0237(4) Uani 1 1 d .
C2 C 0.1125(4) 0.31701(17) 0.70389(14) 0.0244(4) Uani 1 1 d .
C3 C -0.0522(5) 0.20935(18) 0.70957(15) 0.0298(5) Uani 1 1 d .
H3 H -0.2232 0.1893 0.6649 0.036 Uiso 1 1 calc R
C4 C 0.0354(5) 0.13162(18) 0.78085(16) 0.0309(5) Uani 1 1 d .
H4 H -0.0766 0.0594 0.7828 0.037 Uiso 1 1 calc R
C5 C 0.2863(5) 0.15893(17) 0.84949(14) 0.0258(4) Uani 1 1 d .
C6 C 0.4501(5) 0.26820(18) 0.84399(15) 0.0297(5) Uani 1 1 d .
H6 H 0.6184 0.2892 0.8897 0.036 Uiso 1 1 calc R
C7 C 0.3654(5) 0.34533(17) 0.77176(15) 0.0283(4) Uani 1 1 d .
H7 H 0.4792 0.4170 0.7686 0.034 Uiso 1 1 calc R
C8 C 0.3820(8) -0.1373(2) 0.59115(18) 0.0591(8) Uani 1 1 d .
H8A H 0.1860 -0.1281 0.6014 0.089 Uiso 1 1 calc R
H8B H 0.3767 -0.1765 0.5280 0.089 Uiso 1 1 calc R
H8C H 0.4982 -0.0627 0.5908 0.089 Uiso 1 1 calc R
C9 C 0.5283(5) -0.16336(19) 0.76559(15) 0.0322(5) Uani 1 1 d .
C10 C 0.4339(5) -0.06616(18) 0.79387(15) 0.0289(5) Uani 1 1 d .
H10 H 0.3462 -0.0209 0.7450 0.035 Uiso 1 1 calc R
C11 C 0.4646(4) -0.03023(17) 0.89721(15) 0.0254(4) Uani 1 1 d .
C12 C 0.3851(4) 0.07517(17) 0.92663(15) 0.0262(4) Uani 1 1 d .
C13 C 0.4126(4) 0.10474(17) 1.02911(15) 0.0257(4) Uani 1 1 d .
C14 C 0.3041(5) 0.20489(18) 1.06244(15) 0.0304(5) Uani 1 1 d .
H14 H 0.2140 0.2515 1.0153 0.036 Uiso 1 1 calc R
C15 C 0.6705(5) -0.23318(18) 0.83923(16) 0.0323(5) Uani 1 1 d .
C16 C 0.9392(6) -0.3923(2) 0.8672(2) 0.0528(7) Uani 1 1 d .
H16A H 1.0151 -0.4488 0.8300 0.079 Uiso 1 1 calc R
H16B H 0.8155 -0.4310 0.9121 0.079 Uiso 1 1 calc R
H16C H 1.0989 -0.3429 0.9052 0.079 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'
Mn Mn 0.3368 0.7283 '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'
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
O2 Mn1 O2 180.0 1_655 2_566
O2 Mn1 O1W 91.46(6) 1_655 .
O2 Mn1 O1W 88.54(6) 2_566 .
O2 Mn1 O1W 88.54(6) 1_655 2_666
O2 Mn1 O1W 91.46(6) 2_566 2_666
O1W Mn1 O1W 180.00(6) . 2_666
O2 Mn1 O1 89.10(6) 1_655 2_666
O2 Mn1 O1 90.90(6) 2_566 2_666
O1W Mn1 O1 93.65(6) . 2_666
O1W Mn1 O1 86.35(6) 2_666 2_666
O2 Mn1 O1 90.90(6) 1_655 .
O2 Mn1 O1 89.10(6) 2_566 .
O1W Mn1 O1 86.35(6) . .
O1W Mn1 O1 93.65(6) 2_666 .
O1 Mn1 O1 180.0 2_666 .
C1 O1 Mn1 123.57(12) . .
Mn1 O1W H1WA 111.2 . .
Mn1 O1W H1WB 111.6 . .
H1WA O1W H1WB 104.5 . .
C1 O2 Mn1 128.76(13) . 1_455
C9 O3 C8 118.23(18) . .
C15 O4 C16 117.52(17) . .
O2 C1 O1 125.10(17) . .
O2 C1 C2 117.22(17) . .
O1 C1 C2 117.63(17) . .
C7 C2 C3 118.64(18) . .
C7 C2 C1 120.50(18) . .
C3 C2 C1 120.84(18) . .
C4 C3 C2 120.61(19) . .
C4 C3 H3 119.7 . .
C2 C3 H3 119.7 . .
C3 C4 C5 121.40(19) . .
C3 C4 H4 119.3 . .
C5 C4 H4 119.3 . .
C4 C5 C6 117.71(18) . .
C4 C5 C12 121.97(18) . .
C6 C5 C12 120.31(18) . .
C7 C6 C5 120.97(19) . .
C7 C6 H6 119.5 . .
C5 C6 H6 119.5 . .
C6 C7 C2 120.66(19) . .
C6 C7 H7 119.7 . .
C2 C7 H7 119.7 . .
O3 C8 H8A 109.5 . .
O3 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
O3 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C10 C9 O3 125.76(19) . .
C10 C9 C15 120.10(19) . .
O3 C9 C15 114.13(18) . .
C9 C10 C11 121.95(19) . .
C9 C10 H10 119.0 . .
C11 C10 H10 119.0 . .
C12 C11 C13 120.21(18) . 2_657
C12 C11 C10 122.16(18) . .
C13 C11 C10 117.61(18) 2_657 .
C11 C12 C13 119.79(18) . .
C11 C12 C5 120.38(18) . .
C13 C12 C5 119.75(17) . .
C12 C13 C14 121.38(18) . .
C12 C13 C11 119.92(18) . 2_657
C14 C13 C11 118.60(18) . 2_657
C15 C14 C13 121.44(19) 2_657 .
C15 C14 H14 119.3 2_657 .
C13 C14 H14 119.3 . .
C14 C15 O4 125.80(19) 2_657 .
C14 C15 C9 120.05(19) 2_657 .
O4 C15 C9 114.14(18) . .
O4 C16 H16A 109.5 . .
O4 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
O4 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O2 2.1551(14) 1_655
Mn1 O2 2.1551(14) 2_566
Mn1 O1W 2.1867(15) .
Mn1 O1W 2.1867(15) 2_666
Mn1 O1 2.2198(14) 2_666
Mn1 O1 2.2198(14) .
O1 C1 1.271(2) .
O1W H1WA 0.8775 .
O1W H1WB 0.8974 .
O2 C1 1.253(2) .
O2 Mn1 2.1551(14) 1_455
O3 C9 1.357(3) .
O3 C8 1.421(3) .
O4 C15 1.367(3) .
O4 C16 1.417(3) .
C1 C2 1.504(3) .
C2 C7 1.387(3) .
C2 C3 1.386(3) .
C3 C4 1.380(3) .
C3 H3 0.9300 .
C4 C5 1.384(3) .
C4 H4 0.9300 .
C5 C6 1.399(3) .
C5 C12 1.496(3) .
C6 C7 1.380(3) .
C6 H6 0.9300 .
C7 H7 0.9300 .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
C9 C10 1.344(3) .
C9 C15 1.433(3) .
C10 C11 1.435(3) .
C10 H10 0.9300 .
C11 C12 1.404(3) .
C11 C13 1.431(3) 2_657
C12 C13 1.406(3) .
C13 C14 1.431(3) .
C13 C11 1.431(3) 2_657
C14 C15 1.349(3) 2_657
C14 H14 0.9300 .
C15 C14 1.349(3) 2_657
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1WA O1 0.88 1.98 2.743(2) 144.9 2_566
O1W H1WB O3 0.90 2.02 2.782(2) 142.1 2_656
O1W H1WB O4 0.90 2.29 3.060(2) 144.2 2_656
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
O2 Mn1 O1 C1 -71.28(15) 1_655 .
O2 Mn1 O1 C1 108.72(15) 2_566 .
O1W Mn1 O1 C1 20.13(14) . .
O1W Mn1 O1 C1 -159.87(14) 2_666 .
O1 Mn1 O1 C1 -179(100) 2_666 .
Mn1 O2 C1 O1 -14.1(3) 1_455 .
Mn1 O2 C1 C2 163.35(12) 1_455 .
Mn1 O1 C1 O2 -90.0(2) . .
Mn1 O1 C1 C2 92.53(18) . .
O2 C1 C2 C7 -164.46(19) . .
O1 C1 C2 C7 13.2(3) . .
O2 C1 C2 C3 13.9(3) . .
O1 C1 C2 C3 -168.48(18) . .
C7 C2 C3 C4 -0.5(3) . .
C1 C2 C3 C4 -178.87(18) . .
C2 C3 C4 C5 0.9(3) . .
C3 C4 C5 C6 -0.3(3) . .
C3 C4 C5 C12 -179.50(19) . .
C4 C5 C6 C7 -0.7(3) . .
C12 C5 C6 C7 178.47(18) . .
C5 C6 C7 C2 1.2(3) . .
C3 C2 C7 C6 -0.5(3) . .
C1 C2 C7 C6 177.84(18) . .
C8 O3 C9 C10 1.5(4) . .
C8 O3 C9 C15 -177.2(2) . .
O3 C9 C10 C11 179.9(2) . .
C15 C9 C10 C11 -1.5(3) . .
C9 C10 C11 C12 175.5(2) . .
C9 C10 C11 C13 -3.0(3) . 2_657
C13 C11 C12 C13 -3.2(3) 2_657 .
C10 C11 C12 C13 178.36(19) . .
C13 C11 C12 C5 173.57(18) 2_657 .
C10 C11 C12 C5 -4.9(3) . .
C4 C5 C12 C11 62.9(3) . .
C6 C5 C12 C11 -116.3(2) . .
C4 C5 C12 C13 -120.3(2) . .
C6 C5 C12 C13 60.5(3) . .
C11 C12 C13 C14 -173.01(19) . .
C5 C12 C13 C14 10.2(3) . .
C11 C12 C13 C11 3.2(3) . 2_657
C5 C12 C13 C11 -173.60(18) . 2_657
C12 C13 C14 C15 179.8(2) . 2_657
C11 C13 C14 C15 3.5(3) 2_657 2_657
C16 O4 C15 C14 -4.4(4) . 2_657
C16 O4 C15 C9 174.7(2) . .
C10 C9 C15 C14 3.5(3) . 2_657
O3 C9 C15 C14 -177.7(2) . 2_657
C10 C9 C15 O4 -175.6(2) . .
O3 C9 C15 O4 3.1(3) . .
