#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/22/2232279.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_2232279
loop_
_publ_author_name
'Liu, Jian-Qiang'
'Huang, Yun-Sheng'
_publ_section_title
;
 catena-Poly[[[aqua(1,10-phenanthroline)manganese(II)]-μ-adamantane-1,3-dicarboxylato]
 monohydrate]
;
_journal_coeditor_code           HB6433
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1541
_journal_page_last               m1542
_journal_paper_doi               10.1107/S1600536811041900
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Mn (C12 H14 O4) (C12 H8 N2) (H2 O)], H2 O'
_chemical_formula_moiety         'C24 H24 Mn N2 O5, H2 O'
_chemical_formula_sum            'C24 H26 Mn N2 O6'
_chemical_formula_weight         493.41
_chemical_name_systematic
;
catena-Poly[[[aqua(1,10-phenanthroline)manganese(II)]-
μ-adamantane-1,3-dicarboxylato] monohydrate]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 105.283(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.248(2)
_cell_length_b                   18.345(3)
_cell_length_c                   9.3908(17)
_cell_measurement_reflns_used    3918
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.19
_cell_measurement_theta_min      1.59
_cell_volume                     2201.6(6)
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_collection       'SMART (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART 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  0.0456
_diffrn_reflns_av_sigmaI/netI    0.0645
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10943
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         1.59
_exptl_absorpt_coefficient_mu    0.644
_exptl_absorpt_correction_T_max  0.8984
_exptl_absorpt_correction_T_min  0.8302
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2008)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1028
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.258
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.832
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         3918
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      0.831
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0402
_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)+(0.0752P)²+0.1900P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1046
_refine_ls_wR_factor_ref         0.1159
_reflns_number_gt                2393
_reflns_number_total             3918
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb6433.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2232279
_cod_database_fobs_code          2232279
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_symmetry_multiplicity
Mn Mn2 0.19018(3) 0.04500(3) 0.66751(5) 0.03220(17) Uani d . 1 1
O O1 0.30979(16) 0.00888(12) 0.5476(2) 0.0446(6) Uani d . 1 1
O O2 0.14940(15) -0.03061(12) 0.4757(2) 0.0417(6) Uani d . 1 1
O O3 0.24611(15) -0.02364(12) -0.1439(2) 0.0402(5) Uani d . 1 1
O O4 0.09567(17) -0.06327(14) -0.1146(2) 0.0623(8) Uani d . 1 1
O O5 0.04001(16) 0.04967(12) 0.7192(2) 0.0415(5) Uani d D 1 1
N N1 0.28258(17) 0.13908(14) 0.7887(2) 0.0325(6) Uani d . 1 1
N N2 0.13230(18) 0.14711(14) 0.5316(2) 0.0356(6) Uani d . 1 1
C C19 0.2230(2) -0.04651(16) 0.1959(3) 0.0282(6) Uani d . 1 1
H H19A 0.2503 0.0023 0.1916 0.034 Uiso calc R 1 1
H H19B 0.1478 -0.0429 0.1795 0.034 Uiso calc R 1 1
C C5 0.2538(2) 0.20657(16) 0.7326(3) 0.0309(7) Uani d . 1 1
C C9 0.1728(2) 0.21121(16) 0.5955(3) 0.0314(7) Uani d . 1 1
C C14 0.2711(2) -0.07909(16) 0.3488(3) 0.0292(7) Uani d . 1 1
C C7 0.1847(3) 0.34353(18) 0.6131(4) 0.0496(9) Uani d . 1 1
H H7 0.1618 0.3891 0.5744 0.060 Uiso calc R 1 1
C C4 0.2981(2) 0.27062(18) 0.8028(3) 0.0376(8) Uani d . 1 1
C C17 0.2031(2) -0.17043(17) 0.0829(3) 0.0370(7) Uani d . 1 1
H H17A 0.1278 -0.1674 0.0663 0.044 Uiso calc R 1 1
H H17B 0.2177 -0.2013 0.0068 0.044 Uiso calc R 1 1
C C1 0.3574(2) 0.13474(19) 0.9138(3) 0.0395(8) Uani d . 1 1
H H1 0.3787 0.0888 0.9519 0.047 Uiso calc R 1 1
C C10 0.0618(2) 0.28050(19) 0.4005(3) 0.0440(8) Uani d . 1 1
H H10 0.0381 0.3247 0.3554 0.053 Uiso calc R 1 1
C C13 0.2427(2) -0.03075(16) 0.4641(3) 0.0322(7) Uani d . 1 1
C C18 0.2479(2) -0.09385(16) 0.0732(3) 0.0300(7) Uani d . 1 1
C C8 0.1389(2) 0.27964(18) 0.5349(3) 0.0376(8) Uani d . 1 1
C C23 0.3666(2) -0.09953(18) 0.1002(3) 0.0388(8) Uani d . 1 1
H H23A 0.3960 -0.0514 0.0953 0.047 Uiso calc R 1 1
H H23B 0.3831 -0.1296 0.0245 0.047 Uiso calc R 1 1
C C3 0.3762(2) 0.2630(2) 0.9355(3) 0.0460(9) Uani d . 1 1
H H3 0.4080 0.3042 0.9858 0.055 Uiso calc R 1 1
C C20 0.3902(2) -0.08430(19) 0.3729(3) 0.0393(8) Uani d . 1 1
H H20A 0.4221 -0.1045 0.4698 0.047 Uiso calc R 1 1
H H20B 0.4190 -0.0360 0.3682 0.047 Uiso calc R 1 1
C C15 0.2259(2) -0.15618(16) 0.3527(3) 0.0357(7) Uani d . 1 1
H H15A 0.2552 -0.1778 0.4490 0.043 Uiso calc R 1 1
H H15B 0.1506 -0.1532 0.3364 0.043 Uiso calc R 1 1
C C11 0.0218(2) 0.2171(2) 0.3362(4) 0.0475(9) Uani d . 1 1
H H11 -0.0296 0.2173 0.2469 0.057 Uiso calc R 1 1
C C24 0.1921(2) -0.05850(17) -0.0733(3) 0.0354(8) Uani d . 1 1
C C21 0.3698(3) -0.20887(19) 0.2604(4) 0.0527(10) Uani d . 1 1
H H21A 0.4006 -0.2303 0.3565 0.063 Uiso calc R 1 1
H H21B 0.3864 -0.2399 0.1860 0.063 Uiso calc R 1 1
C C2 0.4056(2) 0.19561(19) 0.9908(3) 0.0456(9) Uani d . 1 1
H H2 0.4573 0.1902 1.0789 0.055 Uiso calc R 1 1
C C16 0.2516(3) -0.20380(18) 0.2341(3) 0.0448(9) Uani d . 1 1
H H16 0.2228 -0.2527 0.2382 0.054 Uiso calc R 1 1
C C12 0.0587(2) 0.15148(19) 0.4056(3) 0.0442(8) Uani d . 1 1
H H12 0.0299 0.1083 0.3607 0.053 Uiso calc R 1 1
C C6 0.2598(3) 0.33959(18) 0.7406(4) 0.0468(9) Uani d . 1 1
H H6 0.2873 0.3822 0.7891 0.056 Uiso calc R 1 1
C C22 0.4146(2) -0.1333(2) 0.2532(3) 0.0441(9) Uani d . 1 1
H H22 0.4906 -0.1369 0.2697 0.053 Uiso calc R 1 1
O O6 0.5446(2) 0.0628(2) 0.2049(4) 0.0980(11) Uani d D 1 1
H H5WB 0.053(4) 0.0136(19) 0.775(5) 0.147 Uiso d D 1 1
H H5WA -0.016(2) 0.046(3) 0.654(4) 0.147 Uiso d D 1 1
H H6WB 0.557(4) 0.042(3) 0.287(3) 0.147 Uiso d D 1 1
H H6WA 0.595(3) 0.090(3) 0.200(5) 0.147 Uiso d D 1 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'
Mn Mn 0.3368 0.7283 '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'
H H 0.0000 0.0000 '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
O3 Mn2 O5 1_556 . 88.62(8) ?
O3 Mn2 O2 1_556 . 105.10(9) ?
O5 Mn2 O2 . . 99.46(8) ?
O3 Mn2 N1 1_556 . 90.53(9) ?
O5 Mn2 N1 . . 105.42(8) ?
O2 Mn2 N1 . . 150.90(8) ?
O3 Mn2 O1 1_556 . 95.98(8) ?
O5 Mn2 O1 . . 157.34(8) ?
O2 Mn2 O1 . . 57.92(7) y
N1 Mn2 O1 . . 96.73(8) ?
O3 Mn2 N2 1_556 . 159.65(9) ?
O5 Mn2 N2 . . 84.25(8) ?
O2 Mn2 N2 . . 94.88(8) ?
N1 Mn2 N2 . . 73.16(9) ?
O1 Mn2 N2 . . 97.92(9) ?
C13 O1 Mn2 . . 90.40(18) ?
C13 O2 Mn2 . . 92.09(17) ?
C24 O3 Mn2 . 1_554 127.51(19) ?
Mn2 O5 H5WB . . 94(4) ?
Mn2 O5 H5WA . . 122(4) ?
H5WB O5 H5WA . . 113(3) ?
C1 N1 C5 . . 117.8(3) ?
C1 N1 Mn2 . . 125.7(2) ?
C5 N1 Mn2 . . 116.35(18) ?
C12 N2 C9 . . 116.9(3) ?
C12 N2 Mn2 . . 127.6(2) ?
C9 N2 Mn2 . . 115.25(18) ?
C14 C19 C18 . . 111.2(2) ?
C14 C19 H19A . . 109.4 ?
C18 C19 H19A . . 109.4 ?
C14 C19 H19B . . 109.4 ?
C18 C19 H19B . . 109.4 ?
H19A C19 H19B . . 108.0 ?
N1 C5 C4 . . 122.8(3) ?
N1 C5 C9 . . 117.7(3) ?
C4 C5 C9 . . 119.4(3) ?
N2 C9 C8 . . 123.1(3) ?
N2 C9 C5 . . 117.0(3) ?
C8 C9 C5 . . 119.9(3) ?
C13 C14 C19 . . 108.7(2) ?
C13 C14 C20 . . 111.6(2) ?
C19 C14 C20 . . 108.6(2) ?
C13 C14 C15 . . 110.4(2) ?
C19 C14 C15 . . 108.2(2) ?
C20 C14 C15 . . 109.3(2) ?
C6 C7 C8 . . 121.9(3) ?
C6 C7 H7 . . 119.1 ?
C8 C7 H7 . . 119.1 ?
C5 C4 C3 . . 117.1(3) ?
C5 C4 C6 . . 119.4(3) ?
C3 C4 C6 . . 123.4(3) ?
C16 C17 C18 . . 110.3(2) ?
C16 C17 H17A . . 109.6 ?
C18 C17 H17A . . 109.6 ?
C16 C17 H17B . . 109.6 ?
C18 C17 H17B . . 109.6 ?
H17A C17 H17B . . 108.1 ?
N1 C1 C2 . . 123.1(3) ?
N1 C1 H1 . . 118.4 ?
C2 C1 H1 . . 118.4 ?
C11 C10 C8 . . 120.0(3) ?
C11 C10 H10 . . 120.0 ?
C8 C10 H10 . . 120.0 ?
O1 C13 O2 . . 119.5(3) ?
O1 C13 C14 . . 121.1(3) ?
O2 C13 C14 . . 119.4(3) ?
C24 C18 C23 . . 114.3(2) ?
C24 C18 C17 . . 109.8(2) ?
C23 C18 C17 . . 108.9(2) ?
C24 C18 C19 . . 106.6(2) ?
C23 C18 C19 . . 109.1(2) ?
C17 C18 C19 . . 107.9(2) ?
C10 C8 C9 . . 117.1(3) ?
C10 C8 C7 . . 124.3(3) ?
C9 C8 C7 . . 118.5(3) ?
C18 C23 C22 . . 109.6(2) ?
C18 C23 H23A . . 109.7 ?
C22 C23 H23A . . 109.7 ?
C18 C23 H23B . . 109.7 ?
C22 C23 H23B . . 109.7 ?
H23A C23 H23B . . 108.2 ?
C2 C3 C4 . . 120.0(3) ?
C2 C3 H3 . . 120.0 ?
C4 C3 H3 . . 120.0 ?
C14 C20 C22 . . 109.5(2) ?
C14 C20 H20A . . 109.8 ?
C22 C20 H20A . . 109.8 ?
C14 C20 H20B . . 109.8 ?
C22 C20 H20B . . 109.8 ?
H20A C20 H20B . . 108.2 ?
C16 C15 C14 . . 110.3(2) ?
C16 C15 H15A . . 109.6 ?
C14 C15 H15A . . 109.6 ?
C16 C15 H15B . . 109.6 ?
C14 C15 H15B . . 109.6 ?
H15A C15 H15B . . 108.1 ?
C10 C11 C12 . . 119.0(3) ?
C10 C11 H11 . . 120.5 ?
C12 C11 H11 . . 120.5 ?
O4 C24 O3 . . 123.4(3) ?
O4 C24 C18 . . 117.9(3) ?
O3 C24 C18 . . 118.6(3) ?
C22 C21 C16 . . 109.6(3) ?
C22 C21 H21A . . 109.8 ?
C16 C21 H21A . . 109.8 ?
C22 C21 H21B . . 109.8 ?
C16 C21 H21B . . 109.8 ?
H21A C21 H21B . . 108.2 ?
C3 C2 C1 . . 119.1(3) ?
C3 C2 H2 . . 120.4 ?
C1 C2 H2 . . 120.4 ?
C21 C16 C15 . . 109.6(3) ?
C21 C16 C17 . . 109.8(3) ?
C15 C16 C17 . . 109.3(3) ?
C21 C16 H16 . . 109.4 ?
C15 C16 H16 . . 109.4 ?
C17 C16 H16 . . 109.4 ?
N2 C12 C11 . . 123.7(3) ?
N2 C12 H12 . . 118.1 ?
C11 C12 H12 . . 118.1 ?
C7 C6 C4 . . 120.8(3) ?
C7 C6 H6 . . 119.6 ?
C4 C6 H6 . . 119.6 ?
C21 C22 C20 . . 110.0(3) ?
C21 C22 C23 . . 109.8(3) ?
C20 C22 C23 . . 109.4(3) ?
C21 C22 H22 . . 109.2 ?
C20 C22 H22 . . 109.2 ?
C23 C22 H22 . . 109.2 ?
H6WB O6 H6WA . . 111(3) ?
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
Mn2 O3 1_556 2.140(2) y
Mn2 O5 . 2.170(2) y
Mn2 O2 . 2.224(2) y
Mn2 N1 . 2.244(2) y
Mn2 O1 . 2.271(2) y
Mn2 N2 . 2.282(2) y
O1 C13 . 1.251(3) ?
O2 C13 . 1.269(3) ?
O3 C24 . 1.269(4) ?
O3 Mn2 1_554 2.140(2) ?
O4 C24 . 1.236(4) ?
O5 H5WB . 0.833(10) ?
O5 H5WA . 0.835(10) ?
N1 C1 . 1.325(3) ?
N1 C5 . 1.360(4) ?
N2 C12 . 1.323(3) ?
N2 C9 . 1.364(4) ?
C19 C14 . 1.530(4) ?
C19 C18 . 1.547(4) ?
C19 H19A . 0.9700 ?
C19 H19B . 0.9700 ?
C5 C4 . 1.398(4) ?
C5 C9 . 1.445(4) ?
C9 C8 . 1.402(4) ?
C14 C13 . 1.521(4) ?
C14 C20 . 1.536(4) ?
C14 C15 . 1.540(4) ?
C7 C6 . 1.342(4) ?
C7 C8 . 1.431(4) ?
C7 H7 . 0.9300 ?
C4 C3 . 1.402(4) ?
C4 C6 . 1.429(4) ?
C17 C16 . 1.524(4) ?
C17 C18 . 1.537(4) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C1 C2 . 1.390(4) ?
C1 H1 . 0.9300 ?
C10 C11 . 1.353(5) ?
C10 C8 . 1.398(4) ?
C10 H10 . 0.9300 ?
C18 C24 . 1.524(4) ?
C18 C23 . 1.529(4) ?
C23 C22 . 1.539(4) ?
C23 H23A . 0.9700 ?
C23 H23B . 0.9700 ?
C3 C2 . 1.358(5) ?
C3 H3 . 0.9300 ?
C20 C22 . 1.539(4) ?
C20 H20A . 0.9700 ?
C20 H20B . 0.9700 ?
C15 C16 . 1.523(4) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C11 C12 . 1.395(4) ?
C11 H11 . 0.9300 ?
C21 C22 . 1.517(5) ?
C21 C16 . 1.522(5) ?
C21 H21A . 0.9700 ?
C21 H21B . 0.9700 ?
C2 H2 . 0.9300 ?
C16 H16 . 0.9800 ?
C12 H12 . 0.9300 ?
C6 H6 . 0.9300 ?
C22 H22 . 0.9800 ?
O6 H6WB . 0.839(10) ?
O6 H6WA . 0.844(10) ?
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 H5WA O2 3_556 0.835(10) 1.881(13) 2.711(3) 173(5)
O5 H5WB O4 1_556 0.833(10) 1.755(12) 2.582(3) 172(5)
O6 H6WA O3 3_655 0.844(10) 2.60(6) 3.062(4) 116(5)
O6 H6WB O1 3_656 0.839(10) 2.22(4) 2.914(4) 140(5)
