#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/01/2220116.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2220116
loop_
_publ_author_name
'Chen, Zhi-Qiang'
'Zhang, Wen-Zhi'
'Xu, Qun'
_publ_section_title
Poly[μ₂-aqua-[μ₂-1,1'-(butane-1,4-diyl)diimidazole]bis(μ₄-naphthalene-1,4-dicarboxylato)dimanganese(II)]
_journal_coeditor_code           CI2711
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1543
_journal_paper_doi               10.1107/S1600536808036787
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Mn2 (C12 H6 O4)2 (C10 H14 N4) (H2 O)]'
_chemical_formula_moiety         'C34 H28 Mn2 N4 O9'
_chemical_formula_sum            'C34 H28 Mn2 N4 O9'
_chemical_formula_weight         746.48
_chemical_name_systematic        1,4-dicarboxylato)dimanganese(II)]
_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                 126.3190(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.386(2)
_cell_length_b                   14.8887(18)
_cell_length_c                   13.9121(17)
_cell_measurement_reflns_used    3032
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.06
_cell_measurement_theta_min      1.08
_cell_volume                     3068.5(6)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX CCD area-detector'
_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  0.0203
_diffrn_reflns_av_sigmaI/netI    0.0240
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8475
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.06
_diffrn_reflns_theta_min         1.94
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.889
_exptl_absorpt_correction_T_max  0.814
_exptl_absorpt_correction_T_min  0.754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1998)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.616
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1528
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.244
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3032
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0318
_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)+(0.039P)²+3.0197P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0774
_refine_ls_wR_factor_ref         0.0806
_reflns_number_gt                2643
_reflns_number_total             3032
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci2711.cif
_cod_data_source_block           I
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2220116
_cod_database_fobs_code          2220116
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
C C1 0.62201(13) 0.35715(13) 0.80331(19) 0.0292(4) Uani d . 1
C C2 0.69094(14) 0.28719(14) 0.82714(18) 0.0284(4) Uani d . 1
C C3 0.78080(14) 0.30737(15) 0.90435(19) 0.0365(5) Uani d . 1
H H3 0.7985 0.3593 0.9502 0.044 Uiso calc R 1
C C4 0.84703(15) 0.25114(16) 0.9159(2) 0.0380(5) Uani d . 1
H H4 0.9076 0.2671 0.9671 0.046 Uiso calc R 1
C C5 0.82279(14) 0.17325(14) 0.85222(18) 0.0312(5) Uani d . 1
C C6 0.89049(15) 0.12254(14) 0.84487(19) 0.0340(5) Uani d . 1
C C7 0.73108(15) 0.14565(14) 0.77897(19) 0.0311(5) Uani d . 1
C C8 0.66391(14) 0.20353(14) 0.76583(18) 0.0287(4) Uani d . 1
C C9 0.57318(16) 0.17399(16) 0.6942(2) 0.0412(5) Uani d . 1
H H9 0.5284 0.2108 0.6844 0.049 Uiso calc R 1
C C10 0.70427(18) 0.06162(16) 0.7191(2) 0.0433(6) Uani d . 1
H H10 0.7475 0.0238 0.7262 0.052 Uiso calc R 1
C C11 0.6163(2) 0.03575(17) 0.6515(3) 0.0547(7) Uani d . 1
H H11 0.5998 -0.0196 0.6132 0.066 Uiso calc R 1
C C12 0.55052(19) 0.09235(19) 0.6395(3) 0.0562(7) Uani d . 1
H H12 0.4905 0.0739 0.5934 0.067 Uiso calc R 1
C C13 0.26433(15) 0.55518(18) 0.4740(2) 0.0458(6) Uani d . 1
H H13 0.2502 0.5058 0.5011 0.055 Uiso calc R 1
C C14 0.12054(17) 0.6389(3) 0.3926(3) 0.0710(10) Uani d . 1
H H14A 0.1202 0.6951 0.4277 0.085 Uiso calc R 1
H H14B 0.1097 0.5909 0.4298 0.085 Uiso calc R 1
C C15 0.04623(15) 0.6403(2) 0.2644(2) 0.0521(7) Uani d . 1
H H15A 0.0518 0.5883 0.2273 0.062 Uiso calc R 1
H H15B 0.0525 0.6934 0.2295 0.062 Uiso calc R 1
C C16 0.25299(18) 0.68327(19) 0.3927(2) 0.0509(7) Uani d . 1
H H16 0.2318 0.7383 0.3541 0.061 Uiso calc R 1
C C17 0.33284(16) 0.64368(16) 0.4330(2) 0.0420(6) Uani d . 1
H H17 0.3763 0.6682 0.4265 0.050 Uiso calc R 1
N N1 0.34027(11) 0.56325(13) 0.48419(16) 0.0334(4) Uani d . 1
N N2 0.21024(13) 0.62621(16) 0.42028(18) 0.0474(5) Uani d . 1
O O1 0.56289(11) 0.37653(11) 0.69574(14) 0.0431(4) Uani d . 1
O O2 0.63083(10) 0.39108(10) 0.89143(13) 0.0384(4) Uani d . 1
O O1W 0.5000 0.54659(13) 0.7500 0.0258(4) Uani d S 1
O O3 0.88390(16) 0.13596(16) 0.75292(18) 0.0801(8) Uani d . 1
O O4 0.94753(9) 0.07087(9) 0.92823(12) 0.0271(3) Uani d . 1
Mn Mn1 0.456815(18) 0.470697(19) 0.58778(3) 0.02220(10) Uani d . 1
H H1W1 0.542(2) 0.578(2) 0.760(3) 0.080(11) Uiso d . 1
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O2 C1 O1 . . 126.60(18)
O2 C1 C2 . . 117.30(18)
O1 C1 C2 . . 116.07(18)
C3 C2 C8 . . 119.57(18)
C3 C2 C1 . . 119.00(19)
C8 C2 C1 . . 121.33(18)
C2 C3 C4 . . 121.3(2)
C2 C3 H3 . . 119.3
C4 C3 H3 . . 119.3
C5 C4 C3 . . 120.3(2)
C5 C4 H4 . . 119.9
C3 C4 H4 . . 119.9
C4 C5 C7 . . 120.31(18)
C4 C5 C6 . . 120.2(2)
C7 C5 C6 . . 118.88(19)
O3 C6 O4 . . 124.86(19)
O3 C6 C5 . . 114.36(18)
O4 C6 C5 . . 120.78(18)
C5 C7 C10 . . 121.9(2)
C5 C7 C8 . . 119.17(19)
C10 C7 C8 . . 119.0(2)
C9 C8 C2 . . 122.82(19)
C9 C8 C7 . . 118.2(2)
C2 C8 C7 . . 118.94(19)
C12 C9 C8 . . 120.9(2)
C12 C9 H9 . . 119.5
C8 C9 H9 . . 119.5
C11 C10 C7 . . 120.9(2)
C11 C10 H10 . . 119.6
C7 C10 H10 . . 119.6
C10 C11 C12 . . 120.1(2)
C10 C11 H11 . . 119.9
C12 C11 H11 . . 119.9
C9 C12 C11 . . 120.9(2)
C9 C12 H12 . . 119.5
C11 C12 H12 . . 119.5
N1 C13 N2 . . 112.1(2)
N1 C13 H13 . . 123.9
N2 C13 H13 . . 123.9
N2 C14 C15 . . 114.4(2)
N2 C14 H14A . . 108.7
C15 C14 H14A . . 108.7
N2 C14 H14B . . 108.7
C15 C14 H14B . . 108.7
H14A C14 H14B . . 107.6
C14 C15 C15 . 2 114.7(3)
C14 C15 H15A . . 108.6
C15 C15 H15A 2 . 108.6
C14 C15 H15B . . 108.6
C15 C15 H15B 2 . 108.6
H15A C15 H15B . . 107.6
C17 C16 N2 . . 106.1(2)
C17 C16 H16 . . 127.0
N2 C16 H16 . . 127.0
C16 C17 N1 . . 110.4(2)
C16 C17 H17 . . 124.8
N1 C17 H17 . . 124.8
C13 N1 C17 . . 104.58(19)
C13 N1 Mn1 . . 124.47(16)
C17 N1 Mn1 . . 130.37(15)
C13 N2 C16 . . 106.84(19)
C13 N2 C14 . . 126.7(2)
C16 N2 C14 . . 126.5(2)
C1 O1 Mn1 . . 140.78(13)
C1 O2 Mn1 . 2_656 133.19(13)
Mn1 O1W Mn1 . 2_656 118.46(9)
Mn1 O1W H1W1 . . 101(2)
Mn1 O1W H1W1 2_656 . 112(2)
C6 O4 Mn1 . 8_556 128.35(12)
C6 O4 Mn1 . 4_646 123.05(12)
Mn1 O4 Mn1 8_556 4_646 106.99(5)
O1 Mn1 O2 . 2_656 89.34(6)
O1 Mn1 O1W . . 89.50(6)
O2 Mn1 O1W 2_656 . 89.38(5)
O1 Mn1 O4 . 8_455 91.01(6)
O2 Mn1 O4 2_656 8_455 111.20(5)
O1W Mn1 O4 . 8_455 159.42(5)
O1 Mn1 N1 . . 174.19(6)
O2 Mn1 N1 2_656 . 85.26(6)
O1W Mn1 N1 . . 88.30(6)
O4 Mn1 N1 8_455 . 92.93(6)
O1 Mn1 O4 . 4_656 93.37(6)
O2 Mn1 O4 2_656 4_656 174.98(6)
O1W Mn1 O4 . 4_656 86.42(4)
O4 Mn1 O4 8_455 4_656 73.01(5)
N1 Mn1 O4 . 4_656 91.86(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O2 . 1.245(2) ?
C1 O1 . 1.256(2) ?
C1 C2 . 1.518(3) ?
C2 C3 . 1.368(3) ?
C2 C8 . 1.423(3) ?
C3 C4 . 1.406(3) ?
C3 H3 . 0.93 ?
C4 C5 . 1.364(3) ?
C4 H4 . 0.93 ?
C5 C7 . 1.420(3) ?
C5 C6 . 1.510(3) ?
C6 O3 . 1.228(3) ?
C6 O4 . 1.263(2) ?
C7 C10 . 1.420(3) ?
C7 C8 . 1.426(3) ?
C8 C9 . 1.414(3) ?
C9 C12 . 1.362(4) ?
C9 H9 . 0.93 ?
C10 C11 . 1.359(4) ?
C10 H10 . 0.93 ?
C11 C12 . 1.401(4) ?
C11 H11 . 0.93 ?
C12 H12 . 0.93 ?
C13 N1 . 1.323(3) ?
C13 N2 . 1.336(3) ?
C13 H13 . 0.93 ?
C14 N2 . 1.467(3) ?
C14 C15 . 1.470(4) ?
C14 H14A . 0.97 ?
C14 H14B . 0.97 ?
C15 C15 2 1.497(4) ?
C15 H15A . 0.97 ?
C15 H15B . 0.97 ?
C16 C17 . 1.357(3) ?
C16 N2 . 1.358(3) ?
C16 H16 . 0.93 ?
C17 N1 . 1.358(3) ?
C17 H17 . 0.93 ?
Mn1 N1 . 2.2157(17) y
Mn1 O1 . 2.1343(15) y
Mn1 O2 2_656 2.1535(14) ?
Mn1 O1W . 2.2085(11) y
O1W Mn1 2_656 2.2085(11) ?
O1W H1W1 . 0.83(3) ?
O4 Mn1 8_556 2.2115(14) ?
O4 Mn1 4_646 2.4148(13) ?
Mn1 O2 2_656 2.1535(14) y
Mn1 O4 8_455 2.2115(14) y
Mn1 O4 4_656 2.4148(13) y
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1W H1W1 O3 4_656 0.83(3) 1.72(3) 2.5361(19) 166(3)
