#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/53/2235346.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_2235346
loop_
_publ_author_name
'Chen, Ling'
_publ_section_title
;
 catena-Poly[[(1,10-phenanthroline)zinc]-μ-3-[3-(carboxylatomethoxy)phenyl]acrylato]
;
_journal_coeditor_code           BG2464
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m882
_journal_paper_doi               10.1107/S1600536812024610
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Zn (C11 H8 O5) (C12 H8 N2)]'
_chemical_formula_moiety         'C23 H16 N2 O5 Zn'
_chemical_formula_sum            'C23 H16 N2 O5 Zn'
_chemical_formula_weight         465.75
_chemical_name_systematic
;
catena-Poly[[(1,10-phenanthroline)zinc]-
μ-3-[3-(carboxylatomethoxy)phenyl]acrylato]
;
_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                 127.347(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.2744(4)
_cell_length_b                   14.9979(6)
_cell_length_c                   15.9060(6)
_cell_measurement_reflns_used    9958
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.11
_cell_volume                     1948.51(14)
_computing_cell_refinement       'SAINT (Bruker, 2006)'
_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_data_reduction        'SAINT (Bruker, 2006)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEXII area-detector'
_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  0.0222
_diffrn_reflns_av_sigmaI/netI    0.0120
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            26006
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.11
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.301
_exptl_absorpt_correction_T_max  0.71
_exptl_absorpt_correction_T_min  0.56
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             952
_exptl_crystal_size_max          .46
_exptl_crystal_size_mid          .42
_exptl_crystal_size_min          .26
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.351
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         3430
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_gt           0.0232
_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)+(0.0426P)²+0.5701P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0666
_refine_ls_wR_factor_ref         0.0704
_reflns_number_gt                2980
_reflns_number_total             3430
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bg2464.cif
_cod_data_source_block           I
_cod_original_cell_volume        1948.51(13)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2235346
_cod_database_fobs_code          2235346
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
Zn Zn1 -0.30637(2) -0.253939(12) 0.368035(16) 0.03728(9) Uani d . 1 1
O O1 -0.33062(15) 0.25494(8) 0.04670(10) 0.0419(3) Uani d . 1 1
O O2 -0.36123(19) -0.15717(9) 0.26359(11) 0.0591(4) Uani d . 1 1
O O3 -0.13946(19) -0.12441(9) 0.42086(11) 0.0567(4) Uani d . 1 1
O O4 -0.66285(17) 0.13485(10) 0.00573(12) 0.0591(4) Uani d . 1 1
O O5 -0.56836(17) 0.26740(9) 0.07863(12) 0.0482(3) Uani d . 1 1
N N1 -0.41141(18) -0.35805(9) 0.25550(12) 0.0408(3) Uani d . 1 1
N N2 -0.10093(17) -0.33092(9) 0.42815(12) 0.0373(3) Uani d . 1 1
C C1 -0.20554(19) 0.21845(11) 0.14171(12) 0.0320(3) Uani d . 1 1
C C2 -0.22189(19) 0.14486(10) 0.18669(13) 0.0335(4) Uani d . 1 1
H H2A -0.3230 0.1168 0.1518 0.040 Uiso calc R 1 1
C C3 -0.0880(2) 0.11214(11) 0.28402(13) 0.0353(4) Uani d . 1 1
C C4 0.0613(2) 0.15579(13) 0.33550(14) 0.0442(4) Uani d . 1 1
H H4A 0.1511 0.1361 0.4015 0.053 Uiso calc R 1 1
C C5 0.0764(2) 0.22891(13) 0.28838(15) 0.0449(4) Uani d . 1 1
H H5A 0.1773 0.2571 0.3227 0.054 Uiso calc R 1 1
C C6 -0.0547(2) 0.26020(11) 0.19240(15) 0.0377(4) Uani d . 1 1
H H6A -0.0429 0.3089 0.1614 0.045 Uiso calc R 1 1
C C7 -0.1050(2) 0.03192(12) 0.32975(14) 0.0412(4) Uani d . 1 1
H H7A -0.0254 0.0223 0.4017 0.049 Uiso calc R 1 1
C C8 -0.2224(3) -0.02701(12) 0.27791(15) 0.0473(5) Uani d . 1 1
H H8A -0.3011 -0.0182 0.2056 0.057 Uiso calc R 1 1
C C9 -0.2398(3) -0.10691(12) 0.32551(15) 0.0457(4) Uani d . 1 1
C C10 -0.4780(2) 0.20433(14) -0.01510(13) 0.0433(4) Uani d . 1 1
H H10A -0.4506 0.1438 -0.0206 0.052 Uiso calc R 1 1
H H10B -0.5465 0.2291 -0.0859 0.052 Uiso calc R 1 1
C C11 -0.5770(2) 0.20077(12) 0.02659(13) 0.0386(4) Uani d . 1 1
C C12 -0.5648(2) -0.37041(13) 0.17056(16) 0.0511(5) Uani d . 1 1
H H12A -0.6440 -0.3295 0.1562 0.061 Uiso calc R 1 1
C C13 -0.6122(3) -0.44236(15) 0.10171(17) 0.0602(6) Uani d . 1 1
H H13A -0.7209 -0.4489 0.0429 0.072 Uiso calc R 1 1
C C14 -0.4975(3) -0.50280(14) 0.12172(17) 0.0583(5) Uani d . 1 1
H H14A -0.5279 -0.5515 0.0771 0.070 Uiso calc R 1 1
C C15 -0.3334(3) -0.49139(12) 0.20977(16) 0.0486(5) Uani d . 1 1
C C16 -0.2961(2) -0.41737(11) 0.27537(14) 0.0382(4) Uani d . 1 1
C C17 -0.2041(3) -0.55048(13) 0.23654(19) 0.0583(6) Uani d . 1 1
H H17A -0.2280 -0.5997 0.1938 0.070 Uiso calc R 1 1
C C18 -0.0487(3) -0.53644(13) 0.32207(19) 0.0564(6) Uani d . 1 1
H H18A 0.0330 -0.5756 0.3367 0.068 Uiso calc R 1 1
C C19 -0.0068(2) -0.46234(12) 0.39092(16) 0.0447(4) Uani d . 1 1
C C20 -0.1308(2) -0.40297(11) 0.36709(14) 0.0369(4) Uani d . 1 1
C C21 0.1518(2) -0.44575(13) 0.48294(17) 0.0506(5) Uani d . 1 1
H H21A 0.2373 -0.4837 0.5020 0.061 Uiso calc R 1 1
C C22 0.1806(2) -0.37366(14) 0.54458(16) 0.0503(5) Uani d . 1 1
H H22A 0.2852 -0.3625 0.6061 0.060 Uiso calc R 1 1
C C23 0.0510(2) -0.31708(12) 0.51406(15) 0.0443(4) Uani d . 1 1
H H23A 0.0720 -0.2675 0.5557 0.053 Uiso calc R 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'
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'
Zn Zn 0.2839 1.4301 '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
O5 Zn1 O2 2_445 . 108.22(6)
O5 Zn1 N2 2_445 . 130.55(6)
O2 Zn1 N2 . . 118.81(6)
O5 Zn1 N1 2_445 . 110.93(6)
O2 Zn1 N1 . . 95.18(6)
N2 Zn1 N1 . . 80.34(6)
O5 Zn1 O3 2_445 . 103.69(5)
O2 Zn1 O3 . . 58.93(5)
N2 Zn1 O3 . . 88.72(5)
N1 Zn1 O3 . . 142.20(5)
O5 Zn1 C9 2_445 . 109.35(6)
O2 Zn1 C9 . . 29.86(6)
N2 Zn1 C9 . . 104.25(6)
N1 Zn1 C9 . . 120.11(6)
O3 Zn1 C9 . . 29.10(6)
C1 O1 C10 . . 116.18(13)
C9 O2 Zn1 . . 97.87(11)
C9 O3 Zn1 . . 81.63(12)
C11 O5 Zn1 . 2_455 110.61(11)
C12 N1 C16 . . 118.40(16)
C12 N1 Zn1 . . 130.30(13)
C16 N1 Zn1 . . 111.24(12)
C23 N2 C20 . . 118.40(15)
C23 N2 Zn1 . . 128.60(12)
C20 N2 Zn1 . . 112.97(11)
O1 C1 C2 . . 124.29(14)
O1 C1 C6 . . 115.46(15)
C2 C1 C6 . . 120.24(15)
C1 C2 C3 . . 120.56(15)
C1 C2 H2A . . 119.7
C3 C2 H2A . . 119.7
C4 C3 C2 . . 118.79(16)
C4 C3 C7 . . 120.96(16)
C2 C3 C7 . . 120.24(15)
C3 C4 C5 . . 119.93(16)
C3 C4 H4A . . 120.0
C5 C4 H4A . . 120.0
C6 C5 C4 . . 121.12(17)
C6 C5 H5A . . 119.4
C4 C5 H5A . . 119.4
C5 C6 C1 . . 119.32(17)
C5 C6 H6A . . 120.3
C1 C6 H6A . . 120.3
C8 C7 C3 . . 125.61(17)
C8 C7 H7A . . 117.2
C3 C7 H7A . . 117.2
C7 C8 C9 . . 125.05(18)
C7 C8 H8A . . 117.5
C9 C8 H8A . . 117.5
O3 C9 O2 . . 121.44(17)
O3 C9 C8 . . 121.79(19)
O2 C9 C8 . . 116.76(17)
O3 C9 Zn1 . . 69.26(10)
O2 C9 Zn1 . . 52.27(9)
C8 C9 Zn1 . . 168.31(14)
O1 C10 C11 . . 115.57(15)
O1 C10 H10A . . 108.4
C11 C10 H10A . . 108.4
O1 C10 H10B . . 108.4
C11 C10 H10B . . 108.4
H10A C10 H10B . . 107.4
O4 C11 O5 . . 124.43(17)
O4 C11 C10 . . 118.21(17)
O5 C11 C10 . . 117.33(16)
N1 C12 C13 . . 122.7(2)
N1 C12 H12A . . 118.7
C13 C12 H12A . . 118.7
C14 C13 C12 . . 119.3(2)
C14 C13 H13A . . 120.3
C12 C13 H13A . . 120.3
C13 C14 C15 . . 119.82(19)
C13 C14 H14A . . 120.1
C15 C14 H14A . . 120.1
C14 C15 C16 . . 117.25(19)
C14 C15 C17 . . 123.94(19)
C16 C15 C17 . . 118.80(19)
N1 C16 C15 . . 122.52(17)
N1 C16 C20 . . 117.81(15)
C15 C16 C20 . . 119.67(16)
C18 C17 C15 . . 121.51(19)
C18 C17 H17A . . 119.2
C15 C17 H17A . . 119.2
C17 C18 C19 . . 121.12(19)
C17 C18 H18A . . 119.4
C19 C18 H18A . . 119.4
C21 C19 C20 . . 117.30(17)
C21 C19 C18 . . 123.79(18)
C20 C19 C18 . . 118.90(19)
N2 C20 C19 . . 122.48(17)
N2 C20 C16 . . 117.53(15)
C19 C20 C16 . . 119.99(16)
C22 C21 C19 . . 119.86(17)
C22 C21 H21A . . 120.1
C19 C21 H21A . . 120.1
C21 C22 C23 . . 119.14(19)
C21 C22 H22A . . 120.4
C23 C22 H22A . . 120.4
N2 C23 C22 . . 122.81(18)
N2 C23 H23A . . 118.6
C22 C23 H23A . . 118.6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Zn1 O5 2_445 1.9502(13)
Zn1 O2 . 2.0119(13)
Zn1 N2 . 2.0626(14)
Zn1 N1 . 2.1126(15)
Zn1 O3 . 2.3818(15)
Zn1 C9 . 2.5197(19)
O1 C1 . 1.371(2)
O1 C10 . 1.425(2)
O2 C9 . 1.266(2)
O3 C9 . 1.239(2)
O4 C11 . 1.229(2)
O5 C11 . 1.266(2)
O5 Zn1 2_455 1.9502(13)
N1 C12 . 1.327(2)
N1 C16 . 1.357(2)
N2 C23 . 1.326(2)
N2 C20 . 1.358(2)
C1 C2 . 1.380(2)
C1 C6 . 1.389(2)
C2 C3 . 1.395(2)
C2 H2A . 0.9300
C3 C4 . 1.388(2)
C3 C7 . 1.470(2)
C4 C5 . 1.389(3)
C4 H4A . 0.9300
C5 C6 . 1.367(3)
C5 H5A . 0.9300
C6 H6A . 0.9300
C7 C8 . 1.307(3)
C7 H7A . 0.9300
C8 C9 . 1.485(2)
C8 H8A . 0.9300
C10 C11 . 1.515(2)
C10 H10A . 0.9700
C10 H10B . 0.9700
C12 C13 . 1.398(3)
C12 H12A . 0.9300
C13 C14 . 1.363(3)
C13 H13A . 0.9300
C14 C15 . 1.403(3)
C14 H14A . 0.9300
C15 C16 . 1.408(2)
C15 C17 . 1.430(3)
C16 C20 . 1.433(3)
C17 C18 . 1.345(3)
C17 H17A . 0.9300
C18 C19 . 1.431(3)
C18 H18A . 0.9300
C19 C21 . 1.402(3)
C19 C20 . 1.405(2)
C21 C22 . 1.366(3)
C21 H21A . 0.9300
C22 C23 . 1.394(3)
C22 H22A . 0.9300
C23 H23A . 0.9300
