#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/96/2209677.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_2209677
loop_
_publ_author_name
'Guang-Bo Che'
_publ_section_title
Poly[bis[[4-(1H-1,3,7,8-tetraazacyclopenta[l]phenanthren-2-yl)phenol-κ²N⁷,N⁸]manganese(II)]-di-μ₃-benzene-1,3-dicarboxylato-κ⁴O:O':O'',O''']
_journal_coeditor_code           TK2053
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1686
_journal_page_last               m1688
_journal_paper_doi               10.1107/S160053680602424X
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Mn2 (C8 H4 O4)2 (C19 H12 N4 O)2]'
_chemical_formula_moiety         'C27 H16 Mn N4 O5'
_chemical_formula_sum            'C27 H16 Mn N4 O5'
_chemical_formula_weight         531.38
_chemical_name_systematic
;
Poly[bis[[4-(1H-1,3,7,8-tetraazacyclopenta[l]phenanthren-2-yl)phenol-
κ²N⁷,N⁸]manganese(II)]-di-μ₃-benzene-1,3-dicarboxylato-
κ⁴O:O':O'',O''']
;
_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
_cell_angle_beta                 109.78(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.318(3)
_cell_length_b                   16.453(3)
_cell_length_c                   18.660(4)
_cell_measurement_reflns_used    11871
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     4425.4(17)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       'PROCESS-AUTO (Rigaku Corporation, 1998)'
_computing_data_reduction        PROCESS-AUTO
_computing_molecular_graphics    'SHELXTL-Plus (Sheldrick, 1990)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      292(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotor target'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.113
_diffrn_reflns_av_sigmaI/netI    0.091
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            21264
_diffrn_reflns_theta_full        25.0
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         3.0
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_T_max  0.863
_exptl_absorpt_correction_T_min  0.811
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2168
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.62
_refine_diff_density_min         -0.44
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.04
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         5038
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.04
_refine_ls_R_factor_all          0.127
_refine_ls_R_factor_gt           0.063
_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)+(0.0546P)²+3.4614P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.123
_refine_ls_wR_factor_ref         0.144
_reflns_number_gt                2882
_reflns_number_total             5038
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            tk2053.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2209677
_cod_database_fobs_code          2209677
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 0.6184(3) 0.0580(2) 0.83394(19) 0.0289(9) Uani d . 1
C C2 0.6718(3) 0.0036(2) 0.89867(18) 0.0275(8) Uani d . 1
C C3 0.7556(3) -0.0296(2) 0.8995(2) 0.0365(10) Uani d . 1
H H3 0.7779 -0.0185 0.8599 0.044 Uiso calc R 1
C C4 0.8057(3) -0.0787(3) 0.9588(2) 0.0452(12) Uani d . 1
H H4 0.8620 -0.1002 0.9593 0.054 Uiso calc R 1
C C5 0.7735(3) -0.0961(3) 1.0168(2) 0.0381(10) Uani d . 1
H H5 0.8088 -0.1285 1.0571 0.046 Uiso calc R 1
C C6 0.6885(3) -0.0659(2) 1.01651(18) 0.0267(8) Uani d . 1
C C7 0.6509(3) -0.0900(2) 1.07684(19) 0.0301(9) Uani d . 1
C C8 0.6374(3) -0.0155(2) 0.95669(18) 0.0280(9) Uani d . 1
H H8 0.5805 0.0052 0.9557 0.034 Uiso calc R 1
C C9 0.7070(3) 0.2486(3) 0.8264(2) 0.0415(11) Uani d . 1
H H9 0.7292 0.1981 0.8470 0.050 Uiso calc R 1
C C10 0.7426(3) 0.3175(3) 0.8694(2) 0.0508(13) Uani d . 1
H H10 0.7863 0.3126 0.9180 0.061 Uiso calc R 1
C C11 0.7129(3) 0.3922(3) 0.8399(2) 0.0438(11) Uani d . 1
H H11 0.7365 0.4387 0.8681 0.053 Uiso calc R 1
C C12 0.6468(3) 0.3987(2) 0.76704(19) 0.0303(9) Uani d . 1
C C13 0.6131(3) 0.3251(2) 0.72791(19) 0.0288(9) Uani d . 1
C C14 0.5419(3) 0.3270(2) 0.6535(2) 0.0285(8) Uani d . 1
C C15 0.4481(3) 0.2535(3) 0.5517(2) 0.0459(12) Uani d . 1
H H15 0.4282 0.2036 0.5286 0.055 Uiso calc R 1
C C16 0.4069(3) 0.3239(3) 0.5135(2) 0.0528(13) Uani d . 1
H H16 0.3608 0.3206 0.4659 0.063 Uiso calc R 1
C C17 0.4350(3) 0.3975(3) 0.5467(2) 0.0446(11) Uani d . 1
H H17 0.4086 0.4451 0.5220 0.053 Uiso calc R 1
C C18 0.5042(3) 0.4006(2) 0.6188(2) 0.0324(9) Uani d . 1
C C19 0.5410(3) 0.4734(2) 0.6591(2) 0.0298(9) Uani d . 1
C C20 0.6099(3) 0.4716(2) 0.7291(2) 0.0309(9) Uani d . 1
C C21 0.5708(3) 0.5974(2) 0.6909(2) 0.0334(9) Uani d . 1
C C22 0.5717(3) 0.6864(2) 0.6909(2) 0.0353(10) Uani d . 1
C C23 0.6228(3) 0.7330(3) 0.7524(2) 0.0410(11) Uani d . 1
H H23 0.6589 0.7074 0.7970 0.049 Uiso calc R 1
C C24 0.6212(3) 0.8166(3) 0.7490(2) 0.0477(12) Uani d . 1
H H24 0.6556 0.8471 0.7910 0.057 Uiso calc R 1
C C25 0.5682(4) 0.8548(3) 0.6829(2) 0.0527(13) Uani d . 1
C C26 0.5149(4) 0.8093(3) 0.6210(2) 0.0538(13) Uani d . 1
H H26 0.4786 0.8350 0.5766 0.065 Uiso calc R 1
C C27 0.5162(3) 0.7265(3) 0.6257(2) 0.0440(11) Uani d . 1
H H27 0.4792 0.6963 0.5844 0.053 Uiso calc R 1
N N1 0.6432(2) 0.25094(19) 0.75766(16) 0.0329(8) Uani d . 1
N N2 0.5139(2) 0.25426(19) 0.61904(16) 0.0344(8) Uani d . 1
N N3 0.5165(2) 0.55266(19) 0.63526(17) 0.0349(8) Uani d . 1
N N4 0.6289(2) 0.55152(18) 0.74939(17) 0.0341(8) Uani d . 1
H H4A 0.6693 0.5695 0.7906 0.041 Uiso calc R 1
O O1 0.64092(19) 0.05741(16) 0.77435(13) 0.0353(7) Uani d . 1
O O2 0.5568(2) 0.10252(17) 0.84231(14) 0.0373(7) Uani d . 1
O O3 0.5652(2) -0.09018(18) 1.06347(14) 0.0418(7) Uani d . 1
O O4 0.70570(19) -0.11241(17) 1.14181(13) 0.0389(7) Uani d . 1
O O5 0.5646(3) 0.93678(19) 0.67423(19) 0.0852(15) Uani d . 1
Mn Mn1 0.58149(4) 0.14015(3) 0.68095(3) 0.02754(17) Uani d . 1
H H5A 0.595(3) 0.957(3) 0.718(2) 0.041 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
_geom_angle_publ_flag
O2 C1 O1 . . 123.7(3) ?
O2 C1 C2 . . 118.6(3) ?
O1 C1 C2 . . 117.6(3) ?
C3 C2 C8 . . 119.7(3) ?
C3 C2 C1 . . 119.5(3) ?
C8 C2 C1 . . 120.8(3) ?
C4 C3 C2 . . 120.1(4) ?
C4 C3 H3 . . 119.9 ?
C2 C3 H3 . . 119.9 ?
C5 C4 C3 . . 120.6(4) ?
C5 C4 H4 . . 119.7 ?
C3 C4 H4 . . 119.7 ?
C4 C5 C6 . . 120.7(4) ?
C4 C5 H5 . . 119.6 ?
C6 C5 H5 . . 119.6 ?
C5 C6 C8 . . 119.0(3) ?
C5 C6 C7 . . 120.4(3) ?
C8 C6 C7 . . 120.5(3) ?
O3 C7 O4 . . 119.9(3) ?
O3 C7 C6 . . 120.1(3) ?
O4 C7 C6 . . 120.0(4) ?
C2 C8 C6 . . 119.8(4) ?
C2 C8 H8 . . 120.1 ?
C6 C8 H8 . . 120.1 ?
N1 C9 C10 . . 123.5(4) ?
N1 C9 H9 . . 118.2 ?
C10 C9 H9 . . 118.2 ?
C11 C10 C9 . . 119.4(4) ?
C11 C10 H10 . . 120.3 ?
C9 C10 H10 . . 120.3 ?
C10 C11 C12 . . 119.7(4) ?
C10 C11 H11 . . 120.1 ?
C12 C11 H11 . . 120.1 ?
C11 C12 C20 . . 126.0(4) ?
C11 C12 C13 . . 117.0(4) ?
C20 C12 C13 . . 117.0(3) ?
N1 C13 C12 . . 123.0(3) ?
N1 C13 C14 . . 116.9(3) ?
C12 C13 C14 . . 120.1(3) ?
N2 C14 C18 . . 121.9(3) ?
N2 C14 C13 . . 116.8(3) ?
C18 C14 C13 . . 121.4(3) ?
N2 C15 C16 . . 123.3(4) ?
N2 C15 H15 . . 118.4 ?
C16 C15 H15 . . 118.4 ?
C17 C16 C15 . . 119.1(4) ?
C17 C16 H16 . . 120.5 ?
C15 C16 H16 . . 120.5 ?
C16 C17 C18 . . 119.3(4) ?
C16 C17 H17 . . 120.4 ?
C18 C17 H17 . . 120.4 ?
C14 C18 C17 . . 118.1(4) ?
C14 C18 C19 . . 117.0(3) ?
C17 C18 C19 . . 124.9(4) ?
C20 C19 N3 . . 111.2(3) ?
C20 C19 C18 . . 121.5(3) ?
N3 C19 C18 . . 127.2(3) ?
N4 C20 C19 . . 105.4(3) ?
N4 C20 C12 . . 131.7(3) ?
C19 C20 C12 . . 122.9(4) ?
N3 C21 N4 . . 112.6(3) ?
N3 C21 C22 . . 124.3(4) ?
N4 C21 C22 . . 123.0(4) ?
C23 C22 C27 . . 118.0(4) ?
C23 C22 C21 . . 123.9(4) ?
C27 C22 C21 . . 118.1(4) ?
C24 C23 C22 . . 121.3(4) ?
C24 C23 H23 . . 119.3 ?
C22 C23 H23 . . 119.3 ?
C23 C24 C25 . . 119.5(4) ?
C23 C24 H24 . . 120.2 ?
C25 C24 H24 . . 120.2 ?
O5 C25 C24 . . 123.2(4) ?
O5 C25 C26 . . 116.6(4) ?
C24 C25 C26 . . 120.2(4) ?
C27 C26 C25 . . 119.6(4) ?
C27 C26 H26 . . 120.2 ?
C25 C26 H26 . . 120.2 ?
C26 C27 C22 . . 121.3(4) ?
C26 C27 H27 . . 119.3 ?
C22 C27 H27 . . 119.3 ?
C9 N1 C13 . . 117.4(3) ?
C9 N1 Mn1 . . 126.1(3) ?
C13 N1 Mn1 . . 116.5(2) ?
C15 N2 C14 . . 118.4(3) ?
C15 N2 Mn1 . . 123.3(3) ?
C14 N2 Mn1 . . 118.2(2) ?
C21 N3 C19 . . 104.1(3) ?
C20 N4 C21 . . 106.7(3) ?
C20 N4 H4A . . 126.7 ?
C21 N4 H4A . . 126.7 ?
C1 O1 Mn1 . . 122.5(2) ?
C1 O2 Mn1 . 2_656 154.0(3) ?
C7 O3 Mn1 . 6_556 92.5(2) ?
C7 O4 Mn1 . 6_556 90.6(2) ?
C25 O5 H5A . . 107(3) ?
O2 Mn1 O1 2_656 . 95.80(11) y
O2 Mn1 N2 2_656 . 83.35(12) y
O1 Mn1 N2 . . 158.72(11) y
O2 Mn1 O3 2_656 6 85.44(11) y
O1 Mn1 O3 . 6 115.44(11) y
N2 Mn1 O3 . 6 85.74(11) y
O2 Mn1 O4 2_656 6 139.26(10) y
O1 Mn1 O4 . 6 87.89(10) y
N2 Mn1 O4 . 6 106.67(11) y
O3 Mn1 O4 6 6 57.02(10) y
O2 Mn1 N1 2_656 . 122.07(12) y
O1 Mn1 N1 . . 91.44(10) y
N2 Mn1 N1 . . 71.49(11) y
O3 Mn1 N1 6 . 140.35(11) y
O4 Mn1 N1 6 . 98.29(11) y
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(4) ?
C1 O1 . 1.271(4) ?
C1 C2 . 1.504(5) ?
C2 C3 . 1.390(5) ?
C2 C8 . 1.391(5) ?
C3 C4 . 1.374(5) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.364(6) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.392(5) ?
C5 H5 . 0.9300 ?
C6 C8 . 1.398(5) ?
C6 C7 . 1.482(5) ?
C7 O3 . 1.250(5) ?
C7 O4 . 1.274(4) ?
C8 H8 . 0.9300 ?
C9 N1 . 1.325(5) ?
C9 C10 . 1.389(6) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.361(6) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.397(5) ?
C11 H11 . 0.9300 ?
C12 C20 . 1.411(5) ?
C12 C13 . 1.417(5) ?
C13 N1 . 1.355(5) ?
C13 C14 . 1.448(5) ?
C14 N2 . 1.357(5) ?
C14 C18 . 1.402(5) ?
C15 N2 . 1.318(5) ?
C15 C16 . 1.394(6) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.362(6) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.403(5) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.426(5) ?
C19 C20 . 1.374(5) ?
C19 N3 . 1.388(5) ?
C20 N4 . 1.372(5) ?
C21 N3 . 1.314(5) ?
C21 N4 . 1.377(5) ?
C21 C22 . 1.464(5) ?
C22 C23 . 1.383(5) ?
C22 C27 . 1.393(5) ?
C23 C24 . 1.376(6) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.377(6) ?
C24 H24 . 0.9300 ?
C25 O5 . 1.358(5) ?
C25 C26 . 1.387(6) ?
C26 C27 . 1.364(6) ?
C26 H26 . 0.9300 ?
C27 H27 . 0.9300 ?
Mn1 O1 . 2.155(2) y
Mn1 N1 . 2.313(3) y
Mn1 N2 . 2.263(3) y
N4 H4A . 0.8600 ?
O2 Mn1 2_656 2.106(3) y
O3 Mn1 6_556 2.275(3) y
O4 Mn1 6_556 2.303(3) y
O5 H5A . 0.86(4) ?
Mn1 O2 2_656 2.106(3) ?
Mn1 O3 6 2.275(3) ?
Mn1 O4 6 2.303(3) ?
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
O5 H5A O1 1_565 0.86(4) 1.95(4) 2.705(4) 145(4)
N4 H4A O4 7_657 0.86 2.03 2.839(4) 156
