#------------------------------------------------------------------------------
#$Date: 2016-03-24 00:10:55 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179526 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/23/4342334.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_4342334
loop_
_publ_author_name
'Aulakh, Darpandeep'
'Varghese, Juby R.'
'Wriedt, Mario'
_publ_section_title
;
 A new design strategy to access zwitterionic metal-organic frameworks
 from anionic viologen derivates.
;
_journal_issue                   4
_journal_name_full               'Inorganic chemistry'
_journal_page_first              1756
_journal_page_last               1764
_journal_paper_doi               10.1021/ic5026813
_journal_volume                  54
_journal_year                    2015
_chemical_formula_moiety         'C28 H28 Mn N2 O13'
_chemical_formula_sum            'C28 H28 Mn N2 O13'
_chemical_formula_weight         655.46
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 98.5482(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.5007(2)
_cell_length_b                   12.7914(3)
_cell_length_c                   18.5855(5)
_cell_measurement_temperature    170(2)
_cell_volume                     2938.83(12)
_computing_cell_refinement       'APEX2 (Bruker, 2013)'
_computing_data_collection       'APEX2 (Bruker, 2013)'
_computing_data_reduction        'APEX2 (Bruker, 2013)'
_computing_molecular_graphics    'SHELXP-2014/6 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      170(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX II CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0658
_diffrn_reflns_av_unetI/netI     0.0578
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            40425
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.291
_diffrn_reflns_theta_min         1.844
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.520
_exptl_absorpt_correction_T_max  0.954
_exptl_absorpt_correction_T_min  0.926
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick 2014)'
_exptl_crystal_colour            '&#x00E7;lear white'
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_description       block
_exptl_crystal_F_000             1356
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.792
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         7292
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0909
_refine_ls_R_factor_gt           0.0533
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0855P)²+0.7439P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1362
_refine_ls_wR_factor_ref         0.1564
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4844
_reflns_number_total             7292
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic5026813_si_002.cif
_cod_data_source_block           jv92_sq
_cod_depositor_comments
'Adding full bibliography for 4342334--4342335.cif.'
_cod_database_code               4342334
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2014/6
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Mn1 Mn -0.71798(3) 0.93241(3) 0.50338(2) 0.02672(13) Uani 1 1 d . .
O1 O -0.61745(15) 0.90629(16) 0.60790(11) 0.0308(5) Uani 1 1 d . .
O2 O -0.73120(16) 0.80865(18) 0.66196(12) 0.0377(5) Uani 1 1 d . .
O3 O -0.49345(18) 0.7687(2) 0.98330(12) 0.0476(6) Uani 1 1 d . .
O4 O -0.64055(18) 0.71040(19) 0.91582(13) 0.0459(6) Uani 1 1 d . .
O5 O 0.63264(18) 0.77299(19) 0.59352(12) 0.0461(6) Uani 1 1 d . .
O6 O 0.4948(2) 0.69096(17) 0.52640(11) 0.0449(6) Uani 1 1 d . .
O7 O 0.76480(15) 0.64923(18) 0.83245(11) 0.0389(5) Uani 1 1 d . .
O8 O 0.66887(16) 0.55291(15) 0.89904(10) 0.0299(4) Uani 1 1 d . .
N1 N -0.20204(17) 0.90332(17) 0.78987(13) 0.0255(5) Uani 1 1 d . .
N2 N 0.21576(17) 0.56463(17) 0.72592(14) 0.0269(5) Uani 1 1 d . .
C1 C -0.6449(2) 0.8587(2) 0.66180(15) 0.0242(6) Uani 1 1 d . .
C2 C -0.56764(19) 0.8636(2) 0.73164(14) 0.0211(5) Uani 1 1 d . .
C3 C -0.5933(2) 0.8138(2) 0.79310(15) 0.0223(5) Uani 1 1 d . .
H3 H -0.6602 0.7778 0.7906 0.027 Uiso 1 1 calc R U
C4 C -0.52288(19) 0.8157(2) 0.85812(15) 0.0223(5) Uani 1 1 d . .
C5 C -0.5541(2) 0.7604(2) 0.92413(17) 0.0309(6) Uani 1 1 d . .
C6 C -0.4246(2) 0.8676(2) 0.86161(15) 0.0232(5) Uani 1 1 d . .
H6 H -0.3756 0.8686 0.9059 0.028 Uiso 1 1 calc R U
C7 C -0.3978(2) 0.91825(19) 0.80033(15) 0.0222(5) Uani 1 1 d . .
C8 C -0.4698(2) 0.91737(19) 0.73593(15) 0.0222(5) Uani 1 1 d . .
H8 H -0.4525 0.9536 0.6945 0.027 Uiso 1 1 calc R U
C9 C -0.2908(2) 0.9750(2) 0.80460(17) 0.0272(6) Uani 1 1 d . .
H9A H -0.2980 1.0327 0.7687 0.033 Uiso 1 1 calc R U
H9B H -0.2717 1.0059 0.8537 0.033 Uiso 1 1 calc R U
C10 C -0.2067(2) 0.8579(2) 0.72470(16) 0.0282(6) Uani 1 1 d . .
H10 H -0.2666 0.8715 0.6881 0.034 Uiso 1 1 calc R U
C11 C -0.1261(2) 0.7918(2) 0.70990(17) 0.0291(6) Uani 1 1 d . .
H11 H -0.1312 0.7594 0.6635 0.035 Uiso 1 1 calc R U
C12 C -0.0370(2) 0.7720(2) 0.76268(17) 0.0280(6) Uani 1 1 d . .
C13 C -0.0333(2) 0.8219(2) 0.82909(18) 0.0330(7) Uani 1 1 d . .
H13 H 0.0269 0.8115 0.8660 0.040 Uiso 1 1 calc R U
C14 C -0.1169(2) 0.8869(2) 0.84197(18) 0.0316(7) Uani 1 1 d . .
H14 H -0.1141 0.9201 0.8879 0.038 Uiso 1 1 calc R U
C15 C 0.0516(2) 0.6990(2) 0.74885(17) 0.0280(6) Uani 1 1 d . .
C16 C 0.0645(2) 0.6676(2) 0.67909(18) 0.0345(7) Uani 1 1 d . .
H16 H 0.0163 0.6926 0.6384 0.041 Uiso 1 1 calc R U
C17 C 0.1471(2) 0.6002(2) 0.66880(18) 0.0336(7) Uani 1 1 d . .
H17 H 0.1553 0.5789 0.6210 0.040 Uiso 1 1 calc R U
C18 C 0.2045(2) 0.5925(2) 0.79353(17) 0.0312(6) Uani 1 1 d . .
H18 H 0.2532 0.5657 0.8334 0.037 Uiso 1 1 calc R U
C19 C 0.1231(2) 0.6596(2) 0.80634(18) 0.0327(7) Uani 1 1 d . .
H19 H 0.1161 0.6789 0.8548 0.039 Uiso 1 1 calc R U
C20 C 0.3067(2) 0.4925(2) 0.71519(17) 0.0291(6) Uani 1 1 d . .
H20A H 0.2889 0.4563 0.6678 0.035 Uiso 1 1 calc R U
H20B H 0.3152 0.4388 0.7540 0.035 Uiso 1 1 calc R U
C21 C 0.4123(2) 0.55138(19) 0.71690(15) 0.0231(6) Uani 1 1 d . .
C22 C 0.4320(2) 0.6034(2) 0.65435(14) 0.0235(5) Uani 1 1 d . .
H22 H 0.3787 0.6031 0.6122 0.028 Uiso 1 1 calc R U
C23 C 0.5291(2) 0.6559(2) 0.65310(14) 0.0225(5) Uani 1 1 d . .
C24 C 0.5532(2) 0.7116(2) 0.58566(16) 0.0310(6) Uani 1 1 d . .
C25 C 0.60569(19) 0.65500(19) 0.71528(14) 0.0201(5) Uani 1 1 d . .
H25 H 0.6720 0.6911 0.7148 0.024 Uiso 1 1 calc R U
C26 C 0.58861(19) 0.60301(19) 0.77828(14) 0.0188(5) Uani 1 1 d . .
C27 C 0.6805(2) 0.6023(2) 0.84195(14) 0.0235(5) Uani 1 1 d . .
C28 C 0.4899(2) 0.55117(19) 0.77826(14) 0.0213(5) Uani 1 1 d . .
H28 H 0.4762 0.5155 0.8208 0.026 Uiso 1 1 calc R U
O1W O -0.78174(17) 0.77644(17) 0.52020(12) 0.0408(5) Uani 1 1 d . .
H1O1 H -0.8472 0.7601 0.5091 0.061 Uiso 1 1 d R U
H2O1 H -0.7798 0.7795 0.5655 0.061 Uiso 1 1 d R U
O2W O -0.63269(17) 1.08058(16) 0.50722(12) 0.0391(5) Uani 1 1 d . .
H1O2 H -0.5783 1.0942 0.5381 0.059 Uiso 1 1 d R U
H2O2 H -0.6451 1.1278 0.4757 0.059 Uiso 1 1 d R U
O3W O -0.84246(16) 1.00637(17) 0.55446(12) 0.0407(5) Uani 1 1 d . .
H1O3 H -0.8949 0.9680 0.5605 0.061 Uiso 1 1 d R U
H2O3 H -0.8565 1.0703 0.5575 0.061 Uiso 1 1 d R U
O4W O -0.58753(15) 0.86257(16) 0.44912(11) 0.0326(5) Uani 1 1 d . .
H1O4 H -0.6256 0.8517 0.4086 0.049 Uiso 1 1 d R U
H2O4 H -0.5734 0.8071 0.4728 0.049 Uiso 1 1 d R U
O5W O -1.01349(17) 0.88990(17) 0.58140(12) 0.0396(5) Uani 1 1 d . .
H1O5 H -1.0290 0.8457 0.5481 0.059 Uiso 1 1 d R U
H2O5 H -1.0724 0.9222 0.5719 0.059 Uiso 1 1 d R U
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_3
O3W Mn1 O2W 89.17(9) .
O3W Mn1 O1 91.90(8) .
O2W Mn1 O1 83.63(8) .
O3W Mn1 O1W 92.01(9) .
O2W Mn1 O1W 168.25(8) .
O1 Mn1 O1W 84.65(8) .
O3W Mn1 O4W 177.63(8) .
O2W Mn1 O4W 88.63(8) .
O1 Mn1 O4W 88.74(7) .
O1W Mn1 O4W 90.33(8) .
O3W Mn1 O8 86.56(8) 4_475
O2W Mn1 O8 101.53(8) 4_475
O1 Mn1 O8 174.57(8) 4_475
O1W Mn1 O8 90.21(8) 4_475
O4W Mn1 O8 93.01(7) 4_475
C1 O1 Mn1 126.37(17) .
C27 O8 Mn1 123.45(17) 4_776
C10 N1 C14 120.5(2) .
C10 N1 C9 119.9(2) .
C14 N1 C9 119.6(2) .
C18 N2 C17 120.7(2) .
C18 N2 C20 118.5(2) .
C17 N2 C20 120.8(3) .
O2 C1 O1 125.7(2) .
O2 C1 C2 117.6(2) .
O1 C1 C2 116.8(2) .
C3 C2 C8 119.2(2) .
C3 C2 C1 119.7(2) .
C8 C2 C1 121.1(2) .
C4 C3 C2 121.0(2) .
C3 C4 C6 119.5(2) .
C3 C4 C5 119.4(2) .
C6 C4 C5 121.1(2) .
O3 C5 O4 123.8(3) .
O3 C5 C4 118.6(3) .
O4 C5 C4 117.5(3) .
C4 C6 C7 120.2(2) .
C8 C7 C6 119.8(2) .
C8 C7 C9 120.3(2) .
C6 C7 C9 119.9(2) .
C7 C8 C2 120.3(2) .
N1 C9 C7 111.8(2) .
N1 C10 C11 120.9(3) .
C10 C11 C12 120.3(3) .
C13 C12 C11 117.4(3) .
C13 C12 C15 120.8(3) .
C11 C12 C15 121.7(3) .
C14 C13 C12 120.4(3) .
N1 C14 C13 120.4(3) .
C19 C15 C16 117.7(3) .
C19 C15 C12 120.2(3) .
C16 C15 C12 122.1(3) .
C17 C16 C15 120.2(3) .
N2 C17 C16 120.4(3) .
N2 C18 C19 120.8(3) .
C18 C19 C15 120.2(3) .
N2 C20 C21 111.4(2) .
C28 C21 C22 120.0(2) .
C28 C21 C20 121.2(2) .
C22 C21 C20 118.8(2) .
C23 C22 C21 120.5(2) .
C25 C23 C22 118.6(2) .
C25 C23 C24 119.8(2) .
C22 C23 C24 121.6(2) .
O6 C24 O5 125.4(3) .
O6 C24 C23 117.8(3) .
O5 C24 C23 116.7(3) .
C23 C25 C26 122.2(2) .
C25 C26 C28 118.1(2) .
C25 C26 C27 117.7(2) .
C28 C26 C27 124.1(2) .
O7 C27 O8 124.4(2) .
O7 C27 C26 116.3(2) .
O8 C27 C26 119.3(2) .
C21 C28 C26 120.6(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O3W 2.158(2) .
Mn1 O2W 2.171(2) .
Mn1 O1 2.1769(19) .
Mn1 O1W 2.188(2) .
Mn1 O4W 2.228(2) .
Mn1 O8 2.2318(19) 4_475
O1 C1 1.263(3) .
O2 C1 1.255(3) .
O3 C5 1.244(4) .
O4 C5 1.246(4) .
O5 C24 1.257(4) .
O6 C24 1.256(4) .
O7 C27 1.248(3) .
O8 C27 1.262(3) .
O8 Mn1 2.2318(19) 4_776
N1 C10 1.337(4) .
N1 C14 1.345(4) .
N1 C9 1.495(3) .
N2 C18 1.333(4) .
N2 C17 1.342(4) .
N2 C20 1.501(3) .
C1 C2 1.500(3) .
C2 C3 1.387(4) .
C2 C8 1.395(4) .
C3 C4 1.385(4) .
C4 C6 1.389(3) .
C4 C5 1.516(4) .
C6 C7 1.394(4) .
C7 C8 1.387(4) .
C7 C9 1.513(3) .
C10 C11 1.374(4) .
C11 C12 1.394(4) .
C12 C13 1.384(4) .
C12 C15 1.500(4) .
C13 C14 1.383(4) .
C15 C19 1.382(4) .
C15 C16 1.389(4) .
C16 C17 1.380(4) .
C18 C19 1.380(4) .
C20 C21 1.516(4) .
C21 C28 1.383(4) .
C21 C22 1.393(4) .
C22 C23 1.390(4) .
C23 C25 1.387(3) .
C23 C24 1.511(4) .
C25 C26 1.390(4) .
C26 C28 1.401(3) .
C26 C27 1.522(3) .
