#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/59/2015976.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_2015976
loop_
_publ_author_name
'Yanko Moreno'
'Patricio Hermosilla'
'María Teresa Garland'
'Octavio Peña'
'Ricardo Baggio'
_publ_section_title
;
 Two polymorphic forms of a mixed zinc/copper biquinoline
 dihydrogenphosphate
;
_journal_coeditor_code           FA3081
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m249
_journal_page_last               m252
_journal_paper_doi               10.1107/S0108270107020033
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Zn0.88 Cu0.12 (H2 P O4)2 (C18 H12 N2)]'
_chemical_formula_moiety         'C18 H16 Cu0.12 N2 O8 P2 Zn0.88'
_chemical_formula_sum            'C18 H16 Cu0.12 N2 O8 P2 Zn0.88'
_chemical_formula_weight         515.42
_chemical_name_systematic
;
(2,2'-biquinoline-κ²N,N')bis(dihydrogenphosphato-\kO)copper(II)/zinc(II)
(0.88/0.12)
;
_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                91.787(2)
_cell_angle_beta                 91.722(2)
_cell_angle_gamma                106.632(3)
_cell_formula_units_Z            2
_cell_length_a                   7.8089(12)
_cell_length_b                   10.5225(17)
_cell_length_c                   12.3618(19)
_cell_measurement_reflns_used    4467
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.12
_cell_measurement_theta_min      3.67
_cell_volume                     972.0(3)
_computing_cell_refinement       'SAINT-NT (Bruker, 2000)'
_computing_data_collection       'SMART-NT (Bruker, 2001)'
_computing_data_reduction        SAINT-NT
_computing_molecular_graphics    'SHELXTL-NT (Sheldrick, 2000)'
_computing_publication_material
'SHELXTL-NT (Sheldrick, 2000) and PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.886
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'phi and omega 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  0.0254
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7214
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.12
_diffrn_reflns_theta_min         1.65
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.464
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2001)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.761
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             523.8
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.684
_refine_diff_density_min         -0.376
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         4216
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.137
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0573
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0585P)²+0.6420P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1299
_refine_ls_wR_factor_ref         0.1356
_reflns_number_gt                3529
_reflns_number_total             4216
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fa3081.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      ' P -1 '
_cod_database_code               2015976
_cod_database_fobs_code          2015976
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Zn Zn1 0.46617(5) 0.77449(3) 0.27694(3) 0.03122(10) Uani d P 0.88
Cu Cu1 0.46617(5) 0.77449(3) 0.27694(3) 0.03122(10) Uani d P 0.12
P P1 0.14005(11) 0.52919(8) 0.35059(7) 0.02984(19) Uani d . 1
P P2 0.60503(11) 0.55989(8) 0.16354(7) 0.0330(2) Uani d . 1
O O1 0.2544(4) 0.6637(3) 0.3266(3) 0.0650(9) Uani d . 1
O O2 -0.0510(3) 0.5230(2) 0.36773(18) 0.0390(6) Uani d . 1
O O3 0.1484(3) 0.4287(2) 0.2576(2) 0.0443(7) Uani d D 1
H H3P 0.240(3) 0.458(4) 0.224(2) 0.053 Uiso d D 1
O O4 0.2181(3) 0.4792(3) 0.4517(2) 0.0571(8) Uani d D 1
H H4P 0.164(4) 0.481(4) 0.5083(19) 0.069 Uiso d D 1
O O5 0.6316(4) 0.6855(3) 0.2305(3) 0.0671(9) Uani d . 1
O O6 0.4151(3) 0.4854(3) 0.13092(19) 0.0426(6) Uani d . 1
O O7 0.7153(4) 0.5987(4) 0.0621(2) 0.0735(11) Uani d D 1
H H7P 0.664(5) 0.569(5) 0.002(2) 0.088 Uiso d D 1
O O8 0.6866(4) 0.4649(2) 0.2257(2) 0.0547(8) Uani d D 1
H H8P 0.768(3) 0.501(4) 0.271(2) 0.066 Uiso d D 1
N N1 0.4098(3) 0.9084(2) 0.1772(2) 0.0290(6) Uani d . 1
N N2 0.5996(3) 0.9419(2) 0.3623(2) 0.0279(6) Uani d . 1
C C1 0.2997(4) 0.8804(3) 0.0857(3) 0.0303(7) Uani d . 1
C C2 0.2188(5) 0.7476(3) 0.0512(3) 0.0389(9) Uani d . 1
H H2 0.2386 0.6789 0.0906 0.047 Uiso calc R 1
C C3 0.1114(5) 0.7203(4) -0.0400(3) 0.0428(9) Uani d . 1
H H3 0.0587 0.6325 -0.0634 0.051 Uiso calc R 1
C C4 0.0789(5) 0.8228(4) -0.0993(3) 0.0432(9) Uani d . 1
H H4 0.0047 0.8025 -0.1615 0.052 Uiso calc R 1
C C5 0.1548(5) 0.9516(4) -0.0668(3) 0.0394(8) Uani d . 1
H H5 0.1319 1.0187 -0.1068 0.047 Uiso calc R 1
C C6 0.2676(4) 0.9844(3) 0.0267(3) 0.0332(8) Uani d . 1
C C7 0.3508(4) 1.1158(3) 0.0647(3) 0.0358(8) Uani d . 1
H H7 0.3310 1.1861 0.0275 0.043 Uiso calc R 1
C C8 0.4592(4) 1.1406(3) 0.1550(3) 0.0338(8) Uani d . 1
H H8 0.5136 1.2274 0.1803 0.041 Uiso calc R 1
C C9 0.4887(4) 1.0328(3) 0.2101(2) 0.0268(7) Uani d . 1
C C10 0.6037(4) 1.0530(3) 0.3113(2) 0.0289(7) Uani d . 1
C C11 0.7073(5) 1.1776(3) 0.3504(3) 0.0342(8) Uani d . 1
H H11 0.7112 1.2529 0.3119 0.041 Uiso calc R 1
C C12 0.8028(4) 1.1876(3) 0.4457(3) 0.0349(8) Uani d . 1
H H12 0.8731 1.2703 0.4724 0.042 Uiso calc R 1
C C13 0.7961(4) 1.0742(3) 0.5041(3) 0.0299(7) Uani d . 1
C C14 0.8882(4) 1.0785(4) 0.6058(3) 0.0387(8) Uani d . 1
H H14 0.9565 1.1594 0.6370 0.046 Uiso calc R 1
C C15 0.8765(5) 0.9656(4) 0.6567(3) 0.0428(9) Uani d . 1
H H15 0.9368 0.9693 0.7233 0.051 Uiso calc R 1
C C16 0.7747(5) 0.8414(4) 0.6113(3) 0.0431(9) Uani d . 1
H H16 0.7689 0.7645 0.6479 0.052 Uiso calc R 1
C C17 0.6852(5) 0.8336(3) 0.5144(3) 0.0362(8) Uani d . 1
H H17 0.6186 0.7515 0.4845 0.043 Uiso calc R 1
C C18 0.6931(4) 0.9498(3) 0.4592(3) 0.0306(7) Uani 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'
P P 0.1023 0.0942 '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
O1 Zn1 O5 114.53(13)
O1 Zn1 N2 120.53(11)
O5 Zn1 N2 108.98(11)
O1 Zn1 N1 109.71(13)
O5 Zn1 N1 117.75(13)
N2 Zn1 N1 81.62(10)
O1 P1 O2 113.76(16)
O1 P1 O4 109.63(18)
O2 P1 O4 109.32(14)
O1 P1 O3 109.80(15)
O2 P1 O3 109.34(14)
O4 P1 O3 104.59(16)
O5 P2 O6 116.24(16)
O5 P2 O7 106.2(2)
O6 P2 O7 110.10(15)
O5 P2 O8 109.25(17)
O6 P2 O8 107.69(15)
O7 P2 O8 107.0(2)
P1 O1 Zn1 150.5(2)
P1 O3 H3P 110(3)
P1 O4 H4P 116(3)
P2 O5 Zn1 131.04(18)
P2 O7 H7P 117(3)
P2 O8 H8P 116(3)
C9 N1 C1 120.6(3)
C9 N1 Zn1 112.9(2)
C1 N1 Zn1 126.5(2)
C10 N2 C18 119.7(3)
C10 N2 Zn1 113.5(2)
C18 N2 Zn1 126.6(2)
N1 C1 C2 119.7(3)
N1 C1 C6 120.1(3)
C2 C1 C6 120.2(3)
C3 C2 C1 119.5(3)
C3 C2 H2 120.2
C1 C2 H2 120.2
C2 C3 C4 120.8(3)
C2 C3 H3 119.6
C4 C3 H3 119.6
C5 C4 C3 120.6(3)
C5 C4 H4 119.7
C3 C4 H4 119.7
C4 C5 C6 120.6(3)
C4 C5 H5 119.7
C6 C5 H5 119.7
C5 C6 C7 123.5(3)
C5 C6 C1 118.4(3)
C7 C6 C1 118.2(3)
C8 C7 C6 120.5(3)
C8 C7 H7 119.8
C6 C7 H7 119.8
C7 C8 C9 119.0(3)
C7 C8 H8 120.5
C9 C8 H8 120.5
N1 C9 C8 121.7(3)
N1 C9 C10 116.5(3)
C8 C9 C10 121.8(3)
N2 C10 C11 122.2(3)
N2 C10 C9 114.9(3)
C11 C10 C9 122.9(3)
C12 C11 C10 119.0(3)
C12 C11 H11 120.5
C10 C11 H11 120.5
C11 C12 C13 120.5(3)
C11 C12 H12 119.7
C13 C12 H12 119.7
C12 C13 C18 118.2(3)
C12 C13 C14 123.3(3)
C18 C13 C14 118.5(3)
C15 C14 C13 119.9(3)
C15 C14 H14 120.0
C13 C14 H14 120.0
C14 C15 C16 121.4(3)
C14 C15 H15 119.3
C16 C15 H15 119.3
C17 C16 C15 120.3(3)
C17 C16 H16 119.9
C15 C16 H16 119.9
C16 C17 C18 119.9(3)
C16 C17 H17 120.0
C18 C17 H17 120.0
N2 C18 C17 119.8(3)
N2 C18 C13 120.2(3)
C17 C18 C13 120.0(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 O1 1.863(3) y
Zn1 O5 1.892(3) y
Zn1 N2 2.017(2) y
Zn1 N1 2.033(3) y
P1 O1 1.486(3) y
P1 O2 1.496(2) y
P1 O4 1.546(3) y
P1 O3 1.553(2) y
P2 O5 1.496(3) y
P2 O6 1.502(2) y
P2 O7 1.542(3) y
P2 O8 1.542(3) y
O3 H3P 0.82(3) ?
O4 H4P 0.83(3) ?
O7 H7P 0.84(3) ?
O8 H8P 0.83(3) ?
N1 C9 1.322(4) ?
N1 C1 1.371(4) ?
N2 C10 1.339(4) ?
N2 C18 1.372(4) ?
C1 C2 1.405(4) ?
C1 C6 1.410(5) ?
C2 C3 1.357(5) ?
C2 H2 0.9300 ?
C3 C4 1.400(5) ?
C3 H3 0.9300 ?
C4 C5 1.357(5) ?
C4 H4 0.9300 ?
C5 C6 1.404(5) ?
C5 H5 0.9300 ?
C6 C7 1.408(5) ?
C7 C8 1.352(5) ?
C7 H7 0.9300 ?
C8 C9 1.412(4) ?
C8 H8 0.9300 ?
C9 C10 1.490(4) ?
C10 C11 1.392(4) ?
C11 C12 1.360(5) ?
C11 H11 0.9300 ?
C12 C13 1.402(5) ?
C12 H12 0.9300 ?
C13 C18 1.412(4) ?
C13 C14 1.423(5) ?
C14 C15 1.344(5) ?
C14 H14 0.9300 ?
C15 C16 1.409(5) ?
C15 H15 0.9300 ?
C16 C17 1.357(5) ?
C16 H16 0.9300 ?
C17 C18 1.405(5) ?
C17 H17 0.9300 ?
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
O3 H3P O6 . 0.82(3) 1.78(2) 2.586(3) 166(4)
O4 H4P O2 2_566 0.83(3) 1.79(2) 2.616(3) 177(5)
O7 H7P O6 2_665 0.84(3) 1.75(2) 2.592(4) 173(4)
O8 H8P O2 1_655 0.83(3) 1.78(2) 2.580(3) 161(4)
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
O2 P1 O1 Zn1 -165.1(4)
O4 P1 O1 Zn1 72.2(5)
O3 P1 O1 Zn1 -42.2(5)
O5 Zn1 O1 P1 0.4(5)
N2 Zn1 O1 P1 -132.8(4)
N1 Zn1 O1 P1 135.4(4)
O6 P2 O5 Zn1 -3.7(4)
O7 P2 O5 Zn1 119.2(3)
O8 P2 O5 Zn1 -125.7(3)
O1 Zn1 O5 P2 43.0(3)
N2 Zn1 O5 P2 -178.6(3)
N1 Zn1 O5 P2 -88.2(3)
O1 Zn1 N1 C9 122.5(2)
O5 Zn1 N1 C9 -104.2(2)
N2 Zn1 N1 C9 2.9(2)
O1 Zn1 N1 C1 -56.0(3)
O5 Zn1 N1 C1 77.4(3)
N2 Zn1 N1 C1 -175.5(3)
O1 Zn1 N2 C10 -114.3(2)
O5 Zn1 N2 C10 110.3(2)
N1 Zn1 N2 C10 -6.3(2)
O1 Zn1 N2 C18 71.0(3)
O5 Zn1 N2 C18 -64.5(3)
N1 Zn1 N2 C18 178.9(3)
C9 N1 C1 C2 179.2(3)
Zn1 N1 C1 C2 -2.4(4)
C9 N1 C1 C6 -0.9(5)
Zn1 N1 C1 C6 177.4(2)
N1 C1 C2 C3 -179.3(3)
C6 C1 C2 C3 0.8(5)
C1 C2 C3 C4 -0.7(6)
C2 C3 C4 C5 0.2(6)
C3 C4 C5 C6 0.2(6)
C4 C5 C6 C7 179.9(3)
C4 C5 C6 C1 0.0(5)
N1 C1 C6 C5 179.7(3)
C2 C1 C6 C5 -0.5(5)
N1 C1 C6 C7 -0.2(5)
C2 C1 C6 C7 179.6(3)
C5 C6 C7 C8 -179.4(3)
C1 C6 C7 C8 0.4(5)
C6 C7 C8 C9 0.4(5)
C1 N1 C9 C8 1.8(5)
Zn1 N1 C9 C8 -176.7(2)
C1 N1 C9 C10 179.2(3)
Zn1 N1 C9 C10 0.6(3)
C7 C8 C9 N1 -1.6(5)
C7 C8 C9 C10 -178.8(3)
C18 N2 C10 C11 3.2(5)
Zn1 N2 C10 C11 -171.9(3)
C18 N2 C10 C9 -176.5(3)
Zn1 N2 C10 C9 8.3(3)
N1 C9 C10 N2 -6.1(4)
C8 C9 C10 N2 171.3(3)
N1 C9 C10 C11 174.2(3)
C8 C9 C10 C11 -8.5(5)
N2 C10 C11 C12 -2.4(5)
C9 C10 C11 C12 177.3(3)
C10 C11 C12 C13 -0.4(5)
C11 C12 C13 C18 2.3(5)
C11 C12 C13 C14 -177.9(3)
C12 C13 C14 C15 -179.5(3)
C18 C13 C14 C15 0.3(5)
C13 C14 C15 C16 0.2(5)
C14 C15 C16 C17 -0.2(6)
C15 C16 C17 C18 -0.3(5)
C10 N2 C18 C17 178.3(3)
Zn1 N2 C18 C17 -7.3(4)
C10 N2 C18 C13 -1.3(4)
Zn1 N2 C18 C13 173.2(2)
C16 C17 C18 N2 -178.7(3)
C16 C17 C18 C13 0.8(5)
C12 C13 C18 N2 -1.5(5)
C14 C13 C18 N2 178.7(3)
C12 C13 C18 C17 179.0(3)
C14 C13 C18 C17 -0.8(5)
