#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/28/2212861.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_2212861
loop_
_publ_author_name
'Zhe An'
'Rui-Hai Cui'
'Rong-Shun Wang'
_publ_section_title
;Poly[[bis[μ₂-1-cyclopropyl-6-fluoro-4-oxo-7-(1-piperazinyl)-1,4-dihydroquinoline-3-carboxylato]copper(II)]
 dihydrate]
;
_journal_coeditor_code           EZ2065
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1066
_journal_page_last               m1067
_journal_paper_doi               10.1107/S1600536807011580
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Cu (C17 H17 F N3 O3)2] , 2H2 O'
_chemical_formula_moiety         'C34 H34 Cu F2 N6 O6 , 2H2 O'
_chemical_formula_sum            'C34 H38 Cu F2 N6 O8'
_chemical_formula_weight         760.24
_chemical_name_systematic
;
Poly[[bis[μ₂-1-cyclopropyl-6-fluoro-4-oxo-7-(1-piperazinyl)-1,4-
dihydroquinoline-3-carboxylato]copper(II)] dihydrate]
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 101.5270(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.7108(3)
_cell_length_b                   21.8212(11)
_cell_length_c                   13.4418(7)
_cell_measurement_reflns_used    8399
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      25.5
_cell_measurement_theta_min      1.8
_cell_volume                     1641.29(15)
_computing_cell_refinement       'SAINT-Plus (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT-Plus
_computing_molecular_graphics    'SHELXTL (Bruker, 1998)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       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  0.030
_diffrn_reflns_av_sigmaI/netI    0.037
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8429
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.5
_diffrn_reflns_theta_min         1.8
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.740
_exptl_absorpt_correction_T_max  0.878
_exptl_absorpt_correction_T_min  0.798
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             790
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.621
_refine_diff_density_min         -0.341
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.02
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3045
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.02
_refine_ls_R_factor_all          0.052
_refine_ls_R_factor_gt           0.038
_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)+(0.046P)²+1.495P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.096
_refine_ls_wR_factor_ref         0.104
_reflns_number_gt                2409
_reflns_number_total             3045
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ez2065.cif
_cod_data_source_block           I
_cod_original_cell_volume        1641.28(15)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2212861
_cod_database_fobs_code          2212861
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
O O1W 1.2772(14) -0.01779(19) 0.0391(3) 0.202(3) Uani d . 1
H H1W1 1.3009 -0.0147 0.1034 0.303 Uiso d R 1
H H1W2 1.1325 -0.0084 0.0150 0.303 Uiso d R 1
Cu Cu1 0.0000 0.5000 0.0000 0.01978(15) Uani d S 1
F F1 0.2800(3) 0.25267(7) 0.31838(14) 0.0402(5) Uani d . 1
O O1 1.2072(3) -0.00596(8) 0.39700(14) 0.0247(4) Uani d . 1
O O2 1.3233(4) -0.00601(9) 0.25049(16) 0.0420(6) Uani d . 1
O O3 0.7916(3) 0.07032(8) 0.39401(14) 0.0285(4) Uani d . 1
N N1 0.9877(4) 0.15130(10) 0.14769(17) 0.0255(5) Uani d . 1
N N2 0.4153(4) 0.31567(10) 0.15909(17) 0.0251(5) Uani d . 1
N N3 0.2450(4) 0.43606(10) 0.08009(17) 0.0231(5) Uani d D 1
C C1 1.2000(5) 0.01511(11) 0.3085(2) 0.0238(6) Uani d . 1
C C2 1.0439(5) 0.06976(11) 0.27158(19) 0.0221(6) Uani d . 1
C C3 0.8572(5) 0.09301(11) 0.31890(19) 0.0225(6) Uani d . 1
C C4 0.7445(5) 0.14950(11) 0.27407(19) 0.0216(6) Uani d . 1
C C5 0.5651(5) 0.17687(11) 0.3155(2) 0.0247(6) Uani d . 1
H H5 0.5137 0.1579 0.3693 0.030 Uiso calc R 1
C C6 0.4646(5) 0.23053(12) 0.2787(2) 0.0249(6) Uani d . 1
C C7 0.5340(5) 0.26263(11) 0.19832(19) 0.0228(6) Uani d . 1
C C8 0.7097(5) 0.23480(12) 0.1561(2) 0.0255(6) Uani d . 1
H H8 0.7609 0.2541 0.1026 0.031 Uiso calc R 1
C C9 0.8124(5) 0.17873(11) 0.1913(2) 0.0232(6) Uani d . 1
C C10 1.0951(5) 0.10011(12) 0.1891(2) 0.0247(6) Uani d . 1
H H10 1.2148 0.0837 0.1593 0.030 Uiso calc R 1
C C11 1.0656(5) 0.18174(13) 0.0634(2) 0.0314(7) Uani d . 1
H H11 1.1443 0.2214 0.0799 0.038 Uiso calc R 1
C C12 1.1554(7) 0.14560(17) -0.0137(3) 0.0564(10) Uani d . 1
H H12A 1.1562 0.1013 -0.0072 0.068 Uiso calc R 1
H H12B 1.2869 0.1624 -0.0408 0.068 Uiso calc R 1
C C13 0.9197(7) 0.17684(17) -0.0406(2) 0.0504(9) Uani d . 1
H H13A 0.9079 0.2127 -0.0839 0.060 Uiso calc R 1
H H13B 0.7771 0.1516 -0.0503 0.060 Uiso calc R 1
C C14 0.4684(6) 0.33860(13) 0.0648(2) 0.0379(8) Uani d . 1
H H14A 0.4758 0.3047 0.0189 0.045 Uiso calc R 1
H H14B 0.6228 0.3588 0.0782 0.045 Uiso calc R 1
C C15 0.2774(6) 0.38343(13) 0.0159(2) 0.0365(7) Uani d . 1
H H15A 0.3180 0.3986 -0.0464 0.044 Uiso calc R 1
H H15B 0.1267 0.3617 -0.0023 0.044 Uiso calc R 1
C C16 0.2076(5) 0.41273(12) 0.1784(2) 0.0298(6) Uani d . 1
H H16A 0.0522 0.3931 0.1686 0.036 Uiso calc R 1
H H16B 0.2062 0.4471 0.2241 0.036 Uiso calc R 1
C C17 0.3972(5) 0.36712(12) 0.2281(2) 0.0303(7) Uani d . 1
H H17A 0.5505 0.3877 0.2458 0.036 Uiso calc R 1
H H17B 0.3564 0.3516 0.2901 0.036 Uiso calc R 1
H H3N 0.378(3) 0.4564(13) 0.091(3) 0.049(10) Uiso d 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'
F F 0.0171 0.0103 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
H1W1 O1W H1W2 . . 108.3
O1 Cu1 O1 4_465 2_655 180.0
O1 Cu1 N3 4_465 3_565 91.58(8)
O1 Cu1 N3 2_655 3_565 88.42(8)
O1 Cu1 N3 4_465 . 88.42(8)
O1 Cu1 N3 2_655 . 91.58(8)
N3 Cu1 N3 3_565 . 180.00(8)
O1 Cu1 O3 4_465 2_655 94.73(7)
O1 Cu1 O3 2_655 2_655 85.27(7)
N3 Cu1 O3 3_565 2_655 94.84(8)
N3 Cu1 O3 . 2_655 85.16(8)
O1 Cu1 O3 4_465 4_465 85.27(7)
O1 Cu1 O3 2_655 4_465 94.73(7)
N3 Cu1 O3 3_565 4_465 85.16(8)
N3 Cu1 O3 . 4_465 94.84(8)
O3 Cu1 O3 2_655 4_465 180.0
C1 O1 Cu1 . 2_645 135.57(17)
C3 O3 Cu1 . 2_645 124.97(17)
C10 N1 C9 . . 119.4(2)
C10 N1 C11 . . 121.1(2)
C9 N1 C11 . . 119.2(2)
C7 N2 C14 . . 116.6(2)
C7 N2 C17 . . 119.1(2)
C14 N2 C17 . . 109.9(2)
C15 N3 C16 . . 108.4(2)
C15 N3 Cu1 . . 111.39(17)
C16 N3 Cu1 . . 119.09(17)
C15 N3 H3N . . 107(2)
C16 N3 H3N . . 108(2)
Cu1 N3 H3N . . 102(2)
O2 C1 O1 . . 122.6(2)
O2 C1 C2 . . 117.3(2)
O1 C1 C2 . . 120.0(2)
C10 C2 C3 . . 118.9(2)
C10 C2 C1 . . 116.0(2)
C3 C2 C1 . . 125.0(2)
O3 C3 C2 . . 125.9(2)
O3 C3 C4 . . 119.3(2)
C2 C3 C4 . . 114.8(2)
C5 C4 C9 . . 117.6(2)
C5 C4 C3 . . 119.6(2)
C9 C4 C3 . . 122.7(2)
C6 C5 C4 . . 121.1(2)
C6 C5 H5 . . 119.4
C4 C5 H5 . . 119.4
C5 C6 F1 . . 118.0(2)
C5 C6 C7 . . 123.1(2)
F1 C6 C7 . . 118.8(2)
C8 C7 N2 . . 123.1(2)
C8 C7 C6 . . 115.7(2)
N2 C7 C6 . . 120.9(2)
C7 C8 C9 . . 122.3(2)
C7 C8 H8 . . 118.9
C9 C8 H8 . . 118.9
N1 C9 C8 . . 121.5(2)
N1 C9 C4 . . 118.3(2)
C8 C9 C4 . . 120.2(2)
N1 C10 C2 . . 125.8(2)
N1 C10 H10 . . 117.1
C2 C10 H10 . . 117.1
N1 C11 C12 . . 120.4(3)
N1 C11 C13 . . 119.9(3)
C12 C11 C13 . . 60.5(2)
N1 C11 H11 . . 115.1
C12 C11 H11 . . 115.1
C13 C11 H11 . . 115.1
C11 C12 C13 . . 60.0(2)
C11 C12 H12A . . 117.8
C13 C12 H12A . . 117.8
C11 C12 H12B . . 117.8
C13 C12 H12B . . 117.8
H12A C12 H12B . . 114.9
C11 C13 C12 . . 59.5(2)
C11 C13 H13A . . 117.8
C12 C13 H13A . . 117.8
C11 C13 H13B . . 117.8
C12 C13 H13B . . 117.8
H13A C13 H13B . . 115.0
N2 C14 C15 . . 110.2(2)
N2 C14 H14A . . 109.6
C15 C14 H14A . . 109.6
N2 C14 H14B . . 109.6
C15 C14 H14B . . 109.6
H14A C14 H14B . . 108.1
N3 C15 C14 . . 114.4(2)
N3 C15 H15A . . 108.7
C14 C15 H15A . . 108.7
N3 C15 H15B . . 108.7
C14 C15 H15B . . 108.7
H15A C15 H15B . . 107.6
N3 C16 C17 . . 113.7(2)
N3 C16 H16A . . 108.8
C17 C16 H16A . . 108.8
N3 C16 H16B . . 108.8
C17 C16 H16B . . 108.8
H16A C16 H16B . . 107.7
N2 C17 C16 . . 110.8(2)
N2 C17 H17A . . 109.5
C16 C17 H17A . . 109.5
N2 C17 H17B . . 109.5
C16 C17 H17B . . 109.5
H17A C17 H17B . . 108.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O1W H1W1 . 0.8500
O1W H1W2 . 0.8500
Cu1 O1 4_465 1.9971(18)
Cu1 O1 2_655 1.9971(18)
Cu1 N3 3_565 2.112(2)
Cu1 N3 . 2.112(2)
Cu1 O3 2_655 2.2635(18)
Cu1 O3 4_465 2.2635(18)
F1 C6 . 1.362(3)
O1 C1 . 1.269(3)
O1 Cu1 2_645 1.9971(18)
O2 C1 . 1.239(3)
O3 C3 . 1.247(3)
O3 Cu1 2_645 2.2635(18)
N1 C10 . 1.341(3)
N1 C9 . 1.392(3)
N1 C11 . 1.458(3)
N2 C7 . 1.391(3)
N2 C14 . 1.450(3)
N2 C17 . 1.473(3)
N3 C15 . 1.471(3)
N3 C16 . 1.472(3)
N3 H3N . 0.865(10)
C1 C2 . 1.512(3)
C2 C10 . 1.372(4)
C2 C3 . 1.439(4)
C3 C4 . 1.464(3)
C4 C5 . 1.394(4)
C4 C9 . 1.403(3)
C5 C6 . 1.353(4)
C5 H5 . 0.9300
C6 C7 . 1.410(4)
C7 C8 . 1.388(4)
C8 C9 . 1.398(3)
C8 H8 . 0.9300
C10 H10 . 0.9300
C11 C12 . 1.473(4)
C11 C13 . 1.481(4)
C11 H11 . 0.9800
C12 C13 . 1.488(5)
C12 H12A . 0.9700
C12 H12B . 0.9700
C13 H13A . 0.9700
C13 H13B . 0.9700
C14 C15 . 1.514(4)
C14 H14A . 0.9700
C14 H14B . 0.9700
C15 H15A . 0.9700
C15 H15B . 0.9700
C16 C17 . 1.523(4)
C16 H16A . 0.9700
C16 H16B . 0.9700
C17 H17A . 0.9700
C17 H17B . 0.9700
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
O1W H1W1 O2 . 0.85 1.97 2.812(5) 174.6
O1W H1W2 O1W 3_755 0.85 2.38 3.225(15) 175.5
N3 H3N O1 2_755 0.865(10) 2.484(13) 3.331(3) 167(3)
N3 H3N O2 2_755 0.865(10) 2.58(3) 3.258(3) 136(3)
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_site_symmetry_1
_geom_torsion
O1 Cu1 N3 C15 4_465 -56.95(19)
O1 Cu1 N3 C15 2_655 123.05(19)
N3 Cu1 N3 C15 3_565 -9E1(10)
O3 Cu1 N3 C15 2_655 -151.8(2)
O3 Cu1 N3 C15 4_465 28.2(2)
O1 Cu1 N3 C16 4_465 175.80(19)
O1 Cu1 N3 C16 2_655 -4.20(19)
N3 Cu1 N3 C16 3_565 15E1(10)
O3 Cu1 N3 C16 2_655 80.92(19)
O3 Cu1 N3 C16 4_465 -99.08(19)
Cu1 O1 C1 O2 2_645 -163.5(2)
Cu1 O1 C1 C2 2_645 19.1(4)
O2 C1 C2 C10 . -15.3(4)
O1 C1 C2 C10 . 162.3(2)
O2 C1 C2 C3 . 167.5(3)
O1 C1 C2 C3 . -14.9(4)
Cu1 O3 C3 C2 2_645 15.2(4)
Cu1 O3 C3 C4 2_645 -162.75(17)
C10 C2 C3 O3 . -180.0(3)
C1 C2 C3 O3 . -2.9(4)
C10 C2 C3 C4 . -1.9(3)
C1 C2 C3 C4 . 175.1(2)
O3 C3 C4 C5 . -0.3(4)
C2 C3 C4 C5 . -178.5(2)
O3 C3 C4 C9 . 178.3(2)
C2 C3 C4 C9 . 0.1(4)
C9 C4 C5 C6 . -1.7(4)
C3 C4 C5 C6 . 177.0(2)
C4 C5 C6 F1 . 175.9(2)
C4 C5 C6 C7 . -0.8(4)
C14 N2 C7 C8 . 5.3(4)
C17 N2 C7 C8 . -130.3(3)
C14 N2 C7 C6 . -168.5(3)
C17 N2 C7 C6 . 56.0(4)
C5 C6 C7 C8 . 1.8(4)
F1 C6 C7 C8 . -174.8(2)
C5 C6 C7 N2 . 176.0(2)
F1 C6 C7 N2 . -0.6(4)
N2 C7 C8 C9 . -174.4(2)
C6 C7 C8 C9 . -0.3(4)
C10 N1 C9 C8 . 174.6(2)
C11 N1 C9 C8 . -0.1(4)
C10 N1 C9 C4 . -3.7(4)
C11 N1 C9 C4 . -178.3(2)
C7 C8 C9 N1 . 179.7(2)
C7 C8 C9 C4 . -2.1(4)
C5 C4 C9 N1 . -178.7(2)
C3 C4 C9 N1 . 2.7(4)
C5 C4 C9 C8 . 3.1(4)
C3 C4 C9 C8 . -175.6(2)
C9 N1 C10 C2 . 1.9(4)
C11 N1 C10 C2 . 176.5(3)
C3 C2 C10 N1 . 1.0(4)
C1 C2 C10 N1 . -176.3(2)
C10 N1 C11 C12 . 34.2(4)
C9 N1 C11 C12 . -151.2(3)
C10 N1 C11 C13 . 105.5(3)
C9 N1 C11 C13 . -80.0(3)
N1 C11 C12 C13 . 109.4(3)
N1 C11 C13 C12 . -110.2(3)
C7 N2 C14 C15 . 162.9(2)
C17 N2 C14 C15 . -57.7(3)
C16 N3 C15 C14 . -52.8(3)
Cu1 N3 C15 C14 . 174.4(2)
N2 C14 C15 N3 . 57.5(4)
C15 N3 C16 C17 . 51.5(3)
Cu1 N3 C16 C17 . -179.89(17)
C7 N2 C17 C16 . -164.5(2)
C14 N2 C17 C16 . 57.3(3)
N3 C16 C17 N2 . -55.4(3)
