#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:22:30 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180335 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/04/7200447.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_7200447
loop_
_publ_author_name
'Koner, Rajesh'
'Goldberg, Israel'
_publ_section_title
;
 Supramolecular reactivity of naphthalene-1,4,5,8-tetracarboxylic acid
 towards transition metal ions: coordination polymers and discrete
 complexes with CuII, NiII and CoII
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              367
_journal_paper_doi               10.1039/b815885a
_journal_volume                  11
_journal_year                    2009
_chemical_formula_moiety         'C7 H8 Cu O7, 2(H2 O)'
_chemical_formula_sum            'C7 H12 Cu O9'
_chemical_formula_weight         303.71
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                68.7292(10)
_cell_angle_beta                 75.1539(10)
_cell_angle_gamma                70.660(2)
_cell_formula_units_Z            2
_cell_length_a                   7.3367(2)
_cell_length_b                   8.0935(2)
_cell_length_c                   10.9671(4)
_cell_measurement_reflns_used    1943
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      28.15
_cell_measurement_theta_min      2.80
_cell_volume                     565.71(3)
_computing_cell_refinement       Denzo
_computing_data_collection       'Collect, Nonius B.V.'
_computing_data_reduction        'Denzo and Scalepack'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      180(2)
_diffrn_detector_area_resol_mean 12.8
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Nonius CCD'
_diffrn_measurement_method       '1 deg. φ and 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  0.0360
_diffrn_reflns_av_sigmaI/netI    0.0525
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6132
_diffrn_reflns_theta_full        28.15
_diffrn_reflns_theta_max         28.15
_diffrn_reflns_theta_min         2.80
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.966
_exptl_absorpt_correction_T_max  0.6945
_exptl_absorpt_correction_T_min  0.5901
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.783
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             310
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.964
_refine_diff_density_min         -0.837
_refine_diff_density_rms         0.130
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2726
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0508
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0746P)²+0.7938P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1289
_refine_ls_wR_factor_ref         0.1386
_reflns_number_gt                2213
_reflns_number_total             2726
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b815885a.txt
_cod_data_source_block           Compound-3(ra7)
_cod_database_code               7200447
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Cu1 Cu 0.45318(6) 0.23368(6) 0.42749(4) 0.01806(17) Uani 1 1 d . . .
O2 O 0.4525(3) 0.0561(3) 0.6111(2) 0.0163(5) Uani 1 1 d . . .
C3 C 0.4404(5) 0.1332(5) 0.6967(3) 0.0165(7) Uani 1 1 d . . .
O4 O 0.4244(4) 0.3012(3) 0.6685(3) 0.0215(5) Uani 1 1 d . . .
C5 C 0.4271(5) 0.0211(5) 0.8408(3) 0.0163(7) Uani 1 1 d . . .
C6 C 0.2854(5) -0.0736(5) 0.8888(3) 0.0180(7) Uani 1 1 d . . .
H6 H 0.2269 -0.0925 0.8288 0.022 Uiso 1 1 calc R . .
C7 C 0.2270(5) -0.1424(5) 1.0257(3) 0.0179(7) Uani 1 1 d . . .
H7 H 0.1314 -0.2099 1.0572 0.021 Uiso 1 1 calc R . .
C8 C 0.3053(5) -0.1140(4) 1.1149(3) 0.0148(6) Uani 1 1 d . . .
C9 C 0.4691(5) -0.0344(4) 1.0700(3) 0.0142(6) Uani 1 1 d . . .
C10 C 0.1902(5) -0.1436(5) 1.2553(3) 0.0175(7) Uani 1 1 d . . .
O11 O 0.1517(4) -0.0128(4) 1.3041(3) 0.0222(5) Uani 1 1 d . . .
O12 O 0.1303(4) -0.2842(4) 1.3087(3) 0.0243(6) Uani 1 1 d . . .
O13 O 0.4458(5) 0.4046(4) 0.2428(3) 0.0350(7) Uani 1 1 d . . .
H13A H 0.5594 0.4420 0.1914 0.042 Uiso 1 1 d R . .
H13B H 0.3636 0.5247 0.2397 0.042 Uiso 1 1 d R . .
O14 O 0.7246(5) 0.2419(5) 0.4242(3) 0.0413(8) Uani 1 1 d . . .
H14A H 0.7734 0.1725 0.5055 0.050 Uiso 1 1 d R . .
H14B H 0.8155 0.2235 0.3480 0.050 Uiso 1 1 d R . .
O15 O 0.1644(4) 0.2720(5) 0.4457(3) 0.0407(8) Uani 1 1 d . . .
H15A H 0.0955 0.2386 0.5334 0.049 Uiso 1 1 d R . .
H15B H 0.1136 0.3879 0.3850 0.049 Uiso 1 1 d R . .
O16 O 0.1676(4) 0.3260(4) 0.1330(3) 0.0323(7) Uani 1 1 d . . .
H16A H 0.0571 0.4224 0.1484 0.039 Uiso 1 1 d R . .
H16B H 0.1658 0.2038 0.1850 0.039 Uiso 1 1 d R . .
O17 O -0.1988(4) 0.5472(4) 0.1345(3) 0.0345(7) Uani 1 1 d . . .
H17A H -0.2736 0.6123 0.1953 0.041 Uiso 1 1 d R . .
H17B H -0.1890 0.6151 0.0431 0.041 Uiso 1 1 d R . .
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'
Cu Cu 0.3201 1.2651 '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
O13 Cu1 O15 88.11(13) . . ?
O13 Cu1 O2 177.21(11) . . ?
O15 Cu1 O2 89.94(12) . . ?
O13 Cu1 O14 91.90(13) . . ?
O15 Cu1 O14 167.59(15) . . ?
O2 Cu1 O14 90.44(12) . . ?
O13 Cu1 O2 101.01(11) . 2_656 ?
O15 Cu1 O2 96.19(12) . 2_656 ?
O2 Cu1 O2 77.22(9) . 2_656 ?
O14 Cu1 O2 95.98(12) . 2_656 ?
C3 O2 Cu1 111.9(2) . . ?
C3 O2 Cu1 143.3(2) . 2_656 ?
Cu1 O2 Cu1 102.78(9) . 2_656 ?
O4 C3 O2 123.3(3) . . ?
O4 C3 C5 117.7(3) . . ?
O2 C3 C5 118.7(3) . . ?
C6 C5 C9 120.3(3) . 2_657 ?
C6 C5 C3 116.2(3) . . ?
C9 C5 C3 122.6(3) 2_657 . ?
C5 C6 C7 120.5(3) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C8 C7 C6 121.2(3) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 120.0(3) . . ?
C7 C8 C10 115.8(3) . . ?
C9 C8 C10 123.6(3) . . ?
C5 C9 C9 118.6(4) 2_657 2_657 ?
C5 C9 C8 122.8(3) 2_657 . ?
C9 C9 C8 118.5(4) 2_657 . ?
O12 C10 O11 125.2(3) . . ?
O12 C10 C8 118.7(3) . . ?
O11 C10 C8 115.9(3) . . ?
Cu1 O13 H13A 120.3 . . ?
Cu1 O13 H13B 112.7 . . ?
H13A O13 H13B 96.6 . . ?
Cu1 O14 H14A 113.5 . . ?
Cu1 O14 H14B 115.2 . . ?
H14A O14 H14B 113.9 . . ?
Cu1 O15 H15A 116.7 . . ?
Cu1 O15 H15B 107.9 . . ?
H15A O15 H15B 119.3 . . ?
H16A O16 H16B 117.9 . . ?
H17A O17 H17B 117.2 . . ?
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
Cu1 O13 1.999(3) . ?
Cu1 O15 2.004(3) . ?
Cu1 O2 2.005(2) . ?
Cu1 O14 2.005(3) . ?
Cu1 O2 2.378(2) 2_656 ?
O2 C3 1.274(4) . ?
O2 Cu1 2.378(2) 2_656 ?
C3 O4 1.251(4) . ?
C3 C5 1.507(5) . ?
C5 C6 1.379(5) . ?
C5 C9 1.435(5) 2_657 ?
C6 C7 1.404(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.371(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.442(5) . ?
C8 C10 1.530(5) . ?
C9 C5 1.435(5) 2_657 ?
C9 C9 1.436(6) 2_657 ?
C10 O12 1.243(4) . ?
C10 O11 1.274(4) . ?
O13 H13A 0.9524 . ?
O13 H13B 0.9529 . ?
O14 H14A 0.9514 . ?
O14 H14B 0.9514 . ?
O15 H15A 0.9517 . ?
O15 H15B 0.9512 . ?
O16 H16A 0.9493 . ?
O16 H16B 0.9482 . ?
O17 H17A 0.9488 . ?
O17 H17B 0.9496 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O13 H13A O17 0.95 2.08 2.992(4) 161.0 1_655
O13 H13B O12 0.95 2.08 2.971(4) 155.0 1_564
O14 H14A O11 0.95 2.12 3.066(4) 173.2 2_657
O14 H14B O11 0.95 2.63 3.373(4) 135.5 1_654
O15 H15A O12 0.95 2.11 3.001(4) 154.5 2_557
O15 H15B O12 0.95 2.51 3.302(4) 140.5 1_564
O16 H16A O17 0.95 1.83 2.691(4) 149.5 .
O16 H16B O11 0.95 1.78 2.723(4) 171.2 1_554
O17 H17A O4 0.95 1.83 2.768(4) 170.0 2_566
O17 H17B O16 0.95 1.79 2.709(4) 161.8 2_565
