#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:22:32 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180390 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/59/7205924.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_7205924
loop_
_publ_author_name
'Furman, Joshua D.'
'Burwood, Ryan P.'
'Tang, Min'
'Mikhailovsky, Alexander A.'
'Cheetham, Anthony K.'
_publ_section_title
;
 Understanding ligand-centred photoluminescence through flexibility and
 bonding of anthraquinone inorganic--organic frameworks
;
_journal_issue                   18
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              6595
_journal_paper_doi               10.1039/c0jm03907a
_journal_volume                  21
_journal_year                    2011
_chemical_formula_moiety         'C16 H16 Ni O11, 2(H2 O)'
_chemical_formula_sum            'C16 H20 Ni O13'
_chemical_formula_weight         479.03
_chemical_name_common            'Ni(II) Anthraquinone-2,3-Dicarboxylic Acid'
_chemical_name_systematic
;
?
;
_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                 106.064(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.308(3)
_cell_length_b                   7.4101(15)
_cell_length_c                   16.183(3)
_cell_measurement_reflns_used    900
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.12
_cell_measurement_theta_min      2.58
_cell_volume                     1879.3(6)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω 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  0.0809
_diffrn_reflns_av_sigmaI/netI    0.0845
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13851
_diffrn_reflns_theta_full        26.02
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         1.30
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.104
_exptl_absorpt_correction_T_max  0.758
_exptl_absorpt_correction_T_min  0.648
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.693
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             992
_exptl_crystal_size_max          .4
_exptl_crystal_size_mid          .35
_exptl_crystal_size_min          .25
_refine_diff_density_max         0.625
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         3675
_refine_ls_number_restraints     21
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.1131
_refine_ls_R_factor_gt           0.0622
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0778P)²+0.2922P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1284
_refine_ls_wR_factor_ref         0.1587
_reflns_number_gt                2430
_reflns_number_total             3675
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0jm03907a.txt
_cod_data_source_block           NiAQDC
_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 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_cell_volume        1879.2(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7205924
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_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
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 0.3620(2) 1.0703(5) 0.5594(2) 0.0339(9) Uani 1 1 d . . .
C6 C -0.0149(3) 0.7478(8) 0.3714(3) 0.0266(12) Uani 1 1 d . . .
Ni1 Ni 0.41465(4) 1.08704(9) 0.28644(4) 0.0211(2) Uani 1 1 d . . .
C1 C 0.1960(3) 0.8873(7) 0.5244(3) 0.0228(12) Uani 1 1 d . . .
H1 H 0.2192 0.9086 0.5829 0.027 Uiso 1 1 calc R . .
C2 C 0.2458(3) 0.9082(7) 0.4685(3) 0.0223(11) Uani 1 1 d . . .
C3 C 0.2102(3) 0.8826(7) 0.3801(3) 0.0217(11) Uani 1 1 d . . .
C4 C 0.1257(3) 0.8320(7) 0.3496(3) 0.0223(11) Uani 1 1 d . . .
H4 H 0.1022 0.8152 0.2909 0.027 Uiso 1 1 calc R . .
C5 C 0.0751(3) 0.8057(7) 0.4051(3) 0.0218(12) Uani 1 1 d . . .
C7 C -0.0637(3) 0.7056(7) 0.4348(3) 0.0242(12) Uani 1 1 d . . .
C8 C -0.1458(3) 0.6364(7) 0.4058(4) 0.0297(13) Uani 1 1 d . . .
H8 H -0.1691 0.6108 0.3478 0.036 Uiso 1 1 calc R . .
C9 C -0.1925(3) 0.6058(8) 0.4637(4) 0.0370(15) Uani 1 1 d . . .
H9 H -0.2477 0.5604 0.4442 0.044 Uiso 1 1 calc R . .
C10 C -0.1584(3) 0.6419(8) 0.5503(4) 0.0366(15) Uani 1 1 d . . .
H10 H -0.1907 0.6222 0.5886 0.044 Uiso 1 1 calc R . .
C11 C -0.0758(3) 0.7074(8) 0.5798(4) 0.0320(14) Uani 1 1 d . . .
H11 H -0.0522 0.7301 0.6381 0.038 Uiso 1 1 calc R . .
C12 C -0.0284(3) 0.7389(7) 0.5218(3) 0.0219(11) Uani 1 1 d . . .
C13 C 0.0593(3) 0.8127(7) 0.5559(3) 0.0239(12) Uani 1 1 d . . .
C14 C 0.1112(3) 0.8343(7) 0.4934(3) 0.0217(11) Uani 1 1 d . . .
C15 C 0.3405(3) 0.9430(7) 0.5080(3) 0.0235(12) Uani 1 1 d . . .
C16 C 0.2631(3) 0.9131(7) 0.3180(3) 0.0223(11) Uani 1 1 d . . .
O1 O -0.0493(2) 0.7385(7) 0.2946(2) 0.0484(12) Uani 1 1 d . . .
O2 O 0.0881(2) 0.8531(6) 0.6308(2) 0.0399(11) Uani 1 1 d . . .
O4 O 0.3915(2) 0.8319(5) 0.4891(2) 0.0277(9) Uani 1 1 d . . .
O5 O 0.3129(2) 1.0467(5) 0.3335(2) 0.0245(8) Uani 1 1 d . . .
O6 O 0.2528(2) 0.8092(5) 0.2562(3) 0.0407(11) Uani 1 1 d . . .
O7 O 0.5246(2) 1.1090(5) 0.2472(3) 0.0307(9) Uani 1 1 d D . .
H7A H 0.537(3) 1.171(6) 0.206(3) 0.037 Uiso 1 1 d D . .
H7B H 0.556(3) 1.020(5) 0.236(3) 0.037 Uiso 1 1 d D . .
O8 O 0.3649(2) 0.9207(6) 0.1827(2) 0.0325(9) Uani 1 1 d D . .
H8A H 0.384(3) 0.965(6) 0.142(3) 0.039 Uiso 1 1 d D . .
H8B H 0.396(3) 0.825(4) 0.181(3) 0.039 Uiso 1 1 d D . .
O9 O 0.4747(2) 0.8762(5) 0.3663(2) 0.0236(8) Uani 1 1 d D . .
H9A H 0.457(3) 0.880(7) 0.411(2) 0.028 Uiso 1 1 d D . .
H9B H 0.5268(13) 0.889(7) 0.395(3) 0.028 Uiso 1 1 d D . .
O10 O 0.4699(2) 1.2703(5) 0.3803(2) 0.0311(9) Uani 1 1 d D . .
H10A H 0.505(3) 1.247(7) 0.4305(19) 0.037 Uiso 1 1 d D . .
H10B H 0.438(3) 1.334(7) 0.405(3) 0.037 Uiso 1 1 d D . .
O11 O 0.3562(2) 1.3107(5) 0.2178(2) 0.0283(9) Uani 1 1 d D . .
H11A H 0.307(2) 1.347(7) 0.224(3) 0.034 Uiso 1 1 d D . .
H11B H 0.335(3) 1.309(8) 0.1631(13) 0.034 Uiso 1 1 d D . .
O12 O 0.2201(2) 1.4402(6) 0.2615(3) 0.0405(10) Uani 1 1 d D . .
H12A H 0.203(3) 1.550(4) 0.245(4) 0.049 Uiso 1 1 d D . .
H12B H 0.1655(17) 1.407(7) 0.245(4) 0.049 Uiso 1 1 d D . .
O13 O 0.3566(4) 1.4826(9) 0.4210(5) 0.095(2) Uani 1 1 d D . .
H13A H 0.385(6) 1.446(11) 0.475(3) 0.114 Uiso 1 1 d D . .
H13B H 0.362(6) 1.592(5) 0.445(5) 0.114 Uiso 1 1 d D . .
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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
_geom_angle_publ_flag
O1 C6 C5 121.5(5) . . ?
O1 C6 C7 120.5(4) . . ?
C5 C6 C7 118.0(4) . . ?
O5 Ni1 O10 93.29(14) . . ?
O5 Ni1 O8 92.22(14) . . ?
O10 Ni1 O8 173.33(16) . . ?
O5 Ni1 O7 174.29(15) . . ?
O10 Ni1 O7 86.24(15) . . ?
O8 Ni1 O7 88.65(15) . . ?
O5 Ni1 O11 90.91(14) . . ?
O10 Ni1 O11 84.84(16) . . ?
O8 Ni1 O11 91.30(16) . . ?
O7 Ni1 O11 94.72(14) . . ?
O5 Ni1 O9 87.12(13) . . ?
O10 Ni1 O9 90.13(15) . . ?
O8 Ni1 O9 93.92(15) . . ?
O7 Ni1 O9 87.19(14) . . ?
O11 Ni1 O9 174.49(14) . . ?
C2 C1 C14 120.1(5) . . ?
C2 C1 H1 120.0 . . ?
C14 C1 H1 120.0 . . ?
C1 C2 C3 120.1(4) . . ?
C1 C2 C15 117.2(4) . . ?
C3 C2 C15 122.5(4) . . ?
C4 C3 C2 119.4(4) . . ?
C4 C3 C16 120.0(4) . . ?
C2 C3 C16 120.5(4) . . ?
C3 C4 C5 121.3(5) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C4 C5 C14 118.7(4) . . ?
C4 C5 C6 120.5(5) . . ?
C14 C5 C6 120.8(4) . . ?
C12 C7 C8 119.9(5) . . ?
C12 C7 C6 120.6(4) . . ?
C8 C7 C6 119.4(5) . . ?
C9 C8 C7 119.6(5) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 120.8(5) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C9 C10 C11 119.8(5) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C11 C12 119.7(5) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C7 C12 C11 120.2(4) . . ?
C7 C12 C13 121.8(4) . . ?
C11 C12 C13 118.0(5) . . ?
O2 C13 C12 121.9(5) . . ?
O2 C13 C14 121.1(4) . . ?
C12 C13 C14 117.0(5) . . ?
C1 C14 C5 120.4(4) . . ?
C1 C14 C13 118.5(5) . . ?
C5 C14 C13 121.1(4) . . ?
O3 C15 O4 125.0(5) . . ?
O3 C15 C2 118.3(4) . . ?
O4 C15 C2 116.5(5) . . ?
O6 C16 O5 125.9(4) . . ?
O6 C16 C3 118.0(4) . . ?
O5 C16 C3 116.0(5) . . ?
C16 O5 Ni1 126.1(3) . . ?
Ni1 O7 H7A 132(3) . . ?
Ni1 O7 H7B 127(3) . . ?
H7A O7 H7B 89(2) . . ?
Ni1 O8 H8A 104(4) . . ?
Ni1 O8 H8B 114(4) . . ?
H8A O8 H8B 88(2) . . ?
Ni1 O9 H9A 107(3) . . ?
Ni1 O9 H9B 119(4) . . ?
H9A O9 H9B 93(2) . . ?
Ni1 O10 H10A 127(4) . . ?
Ni1 O10 H10B 120(4) . . ?
H10A O10 H10B 90(2) . . ?
Ni1 O11 H11A 119(3) . . ?
Ni1 O11 H11B 123(4) . . ?
H11A O11 H11B 90(2) . . ?
H12A O12 H12B 87(2) . . ?
H13A O13 H13B 84(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 C15 1.243(6) . ?
C6 O1 1.217(6) . ?
C6 C5 1.481(7) . ?
C6 C7 1.494(7) . ?
Ni1 O5 2.031(3) . ?
Ni1 O10 2.050(4) . ?
Ni1 O8 2.060(4) . ?
Ni1 O7 2.068(3) . ?
Ni1 O11 2.074(4) . ?
Ni1 O9 2.090(4) . ?
C1 C2 1.382(7) . ?
C1 C14 1.391(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.401(7) . ?
C2 C15 1.521(6) . ?
C3 C4 1.381(6) . ?
C3 C16 1.512(6) . ?
C4 C5 1.391(7) . ?
C4 H4 0.9300 . ?
C5 C14 1.402(7) . ?
C7 C12 1.388(7) . ?
C7 C8 1.389(7) . ?
C8 C9 1.380(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.383(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.386(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.390(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.488(7) . ?
C13 O2 1.209(6) . ?
C13 C14 1.496(7) . ?
C15 O4 1.266(6) . ?
C16 O6 1.236(6) . ?
C16 O5 1.260(6) . ?
O7 H7A 0.878(19) . ?
O7 H7B 0.877(19) . ?
O8 H8A 0.866(19) . ?
O8 H8B 0.877(19) . ?
O9 H9A 0.855(19) . ?
O9 H9B 0.856(19) . ?
O10 H10A 0.871(19) . ?
O10 H10B 0.873(19) . ?
O11 H11A 0.874(19) . ?
O11 H11B 0.858(19) . ?
O12 H12A 0.88(2) . ?
O12 H12B 0.89(2) . ?
O13 H13A 0.91(2) . ?
O13 H13B 0.89(2) . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 C1 C2 C3 2.3(8) . . . . ?
C14 C1 C2 C15 -172.4(5) . . . . ?
C1 C2 C3 C4 -1.6(8) . . . . ?
C15 C2 C3 C4 172.9(5) . . . . ?
C1 C2 C3 C16 177.3(5) . . . . ?
C15 C2 C3 C16 -8.2(8) . . . . ?
C2 C3 C4 C5 -0.1(8) . . . . ?
C16 C3 C4 C5 -179.0(5) . . . . ?
C3 C4 C5 C14 1.0(8) . . . . ?
C3 C4 C5 C6 -178.7(5) . . . . ?
O1 C6 C5 C4 -7.1(8) . . . . ?
C7 C6 C5 C4 174.5(5) . . . . ?
O1 C6 C5 C14 173.2(6) . . . . ?
C7 C6 C5 C14 -5.2(7) . . . . ?
O1 C6 C7 C12 -171.4(5) . . . . ?
C5 C6 C7 C12 7.0(8) . . . . ?
O1 C6 C7 C8 7.1(8) . . . . ?
C5 C6 C7 C8 -174.6(5) . . . . ?
C12 C7 C8 C9 1.7(8) . . . . ?
C6 C7 C8 C9 -176.8(5) . . . . ?
C7 C8 C9 C10 -0.5(9) . . . . ?
C8 C9 C10 C11 -0.8(9) . . . . ?
C9 C10 C11 C12 1.0(9) . . . . ?
C8 C7 C12 C11 -1.6(8) . . . . ?
C6 C7 C12 C11 176.9(5) . . . . ?
C8 C7 C12 C13 179.9(5) . . . . ?
C6 C7 C12 C13 -1.7(8) . . . . ?
C10 C11 C12 C7 0.2(8) . . . . ?
C10 C11 C12 C13 178.8(5) . . . . ?
C7 C12 C13 O2 175.0(5) . . . . ?
C11 C12 C13 O2 -3.6(8) . . . . ?
C7 C12 C13 C14 -5.3(7) . . . . ?
C11 C12 C13 C14 176.1(5) . . . . ?
C2 C1 C14 C5 -1.4(8) . . . . ?
C2 C1 C14 C13 179.9(5) . . . . ?
C4 C5 C14 C1 -0.2(8) . . . . ?
C6 C5 C14 C1 179.5(5) . . . . ?
C4 C5 C14 C13 178.4(5) . . . . ?
C6 C5 C14 C13 -1.9(8) . . . . ?
O2 C13 C14 C1 5.5(8) . . . . ?
C12 C13 C14 C1 -174.3(5) . . . . ?
O2 C13 C14 C5 -173.2(5) . . . . ?
C12 C13 C14 C5 7.1(7) . . . . ?
C1 C2 C15 O3 -53.8(7) . . . . ?
C3 C2 C15 O3 131.6(5) . . . . ?
C1 C2 C15 O4 122.3(5) . . . . ?
C3 C2 C15 O4 -52.3(7) . . . . ?
C4 C3 C16 O6 -39.3(7) . . . . ?
C2 C3 C16 O6 141.8(5) . . . . ?
C4 C3 C16 O5 139.1(5) . . . . ?
C2 C3 C16 O5 -39.8(7) . . . . ?
O6 C16 O5 Ni1 -20.2(7) . . . . ?
C3 C16 O5 Ni1 161.5(3) . . . . ?
O10 Ni1 O5 C16 -160.5(4) . . . . ?
O8 Ni1 O5 C16 23.3(4) . . . . ?
O11 Ni1 O5 C16 114.6(4) . . . . ?
O9 Ni1 O5 C16 -70.6(4) . . . . ?
