#------------------------------------------------------------------------------
#$Date: 2016-03-26 19:25:55 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180434 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/03/7210346.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_7210346
loop_
_publ_author_name
'Hu, Dong-Hua'
'Sun, Chun-Yi'
'Liu, Fu-Hong'
'Qin, Chao'
'Wang, Xin-Long'
'Su, Zhong-Min'
_publ_section_title
;
 A series of coordination complexes based on unsymmetrical
 multicarboxylate ligands: syntheses, structures and properties
;
_journal_issue                   34
_journal_name_full               CrystEngComm
_journal_page_first              6769
_journal_paper_doi               10.1039/c3ce40782a
_journal_volume                  15
_journal_year                    2013
_chemical_formula_sum            'C21 H16 N2 O7 Zn'
_chemical_formula_weight         473.73
_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                 108.546(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.7045(17)
_cell_length_b                   13.064(2)
_cell_length_c                   16.586(3)
_cell_measurement_reflns_used    10716
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.01
_cell_volume                     2199.0(6)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL-PLUS (Sheldrick, 1990)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX CCD 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  0.0339
_diffrn_reflns_av_sigmaI/netI    0.0385
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10716
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.01
_exptl_absorpt_coefficient_mu    1.160
_exptl_absorpt_correction_T_max  0.8011
_exptl_absorpt_correction_T_min  0.7762
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.158
_refine_diff_density_min         -0.741
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         3838
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0840
_refine_ls_R_factor_gt           0.0653
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1476P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1853
_refine_ls_wR_factor_ref         0.2052
_reflns_number_gt                2876
_reflns_number_total             3838
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce40782a.txt
_cod_data_source_block           www
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7210346
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
C1 C -0.1936(4) 0.8400(3) 0.3200(3) 0.0440(9) Uani 1 1 d . . .
C2 C -0.1865(4) 0.7919(3) 0.3961(3) 0.0478(10) Uani 1 1 d . . .
H2A H -0.1175 0.7474 0.4217 0.057 Uiso 1 1 calc R . .
C3 C -0.2821(5) 0.8107(4) 0.4332(3) 0.0519(11) Uani 1 1 d . . .
C4 C -0.3856(5) 0.8767(4) 0.3964(3) 0.0573(12) Uani 1 1 d . . .
H4A H -0.4488 0.8898 0.4226 0.069 Uiso 1 1 calc R . .
C5 C -0.3936(4) 0.9233(4) 0.3190(3) 0.0561(11) Uani 1 1 d . A .
C6 C -0.2968(5) 0.9041(4) 0.2818(3) 0.0515(10) Uani 1 1 d . . .
H6A H -0.3020 0.9351 0.2303 0.062 Uiso 1 1 calc R . .
C7 C -0.0878(4) 0.8232(3) 0.2802(3) 0.0506(11) Uani 1 1 d . . .
C8 C -0.2735(6) 0.7635(4) 0.5180(4) 0.0619(13) Uani 1 1 d . . .
C9 C -0.5969(5) 1.0114(4) 0.3077(4) 0.0695(14) Uani 1 1 d . A .
H9A H -0.5624 1.0304 0.3679 0.083 Uiso 1 1 calc R . .
C10 C -0.6671(6) 1.1011(5) 0.2585(5) 0.0862(19) Uani 1 1 d . . .
H10A H -0.6073 1.1578 0.2665 0.129 Uiso 1 1 calc R . .
H10B H -0.7395 1.1195 0.2779 0.129 Uiso 1 1 calc R . .
H10C H -0.6997 1.0838 0.1992 0.129 Uiso 1 1 calc R . .
C11 C -0.6842(7) 0.9221(6) 0.2991(9) 0.102(3) Uani 1 1 d . . .
C17 C 0.0136(3) 0.6085(2) 0.16305(18) 0.0667(14) Uani 1 1 d G . .
H17A H -0.0219 0.6068 0.2074 0.080 Uiso 1 1 calc R . .
C18 C -0.0385(3) 0.5350(3) 0.1001(2) 0.0583(12) Uani 1 1 d G . .
H18A H -0.1055 0.4899 0.1006 0.070 Uiso 1 1 calc R . .
C19 C 0.0208(3) 0.5367(2) 0.03605(18) 0.0457(9) Uani 1 1 d G . .
C20 C 0.1197(3) 0.6083(3) 0.0394(2) 0.0704(15) Uani 1 1 d G . .
H20A H 0.1571 0.6153 -0.0038 0.085 Uiso 1 1 calc R . .
C21 C 0.1584(3) 0.6702(3) 0.11485(18) 0.0702(15) Uani 1 1 d G . .
H21A H 0.2340 0.7097 0.1240 0.084 Uiso 1 1 calc R . .
N1 N 0.0998(3) 0.6766(2) 0.17074(17) 0.0507(9) Uani 1 1 d G . .
O1 O -0.0961(4) 0.8622(3) 0.2093(2) 0.0680(10) Uani 1 1 d . . .
O2 O 0.0093(4) 0.7701(3) 0.3212(2) 0.0620(9) Uani 1 1 d . . .
O3 O -0.1737(4) 0.7010(3) 0.5471(2) 0.0772(11) Uani 1 1 d . . .
H1 H -0.1579 0.6882 0.6026 0.116 Uiso 1 1 d R . .
O4 O -0.3503(6) 0.7826(4) 0.5548(3) 0.1069(17) Uani 1 1 d . . .
O5 O -0.4875(4) 0.9921(3) 0.2769(3) 0.0741(10) Uani 1 1 d . . .
O7A O -0.7248(11) 0.9147(8) 0.3774(7) 0.078(3) Uani 0.50 1 d P A 1
O6A O -0.6620(14) 0.8498(11) 0.2306(10) 0.076(4) Uani 0.40 1 d P A 1
O7B O -0.7689(12) 0.9099(7) 0.3147(10) 0.095(3) Uani 0.50 1 d P . 2
O6B O -0.7212(11) 0.8679(10) 0.2446(7) 0.084(3) Uani 0.60 1 d P . 2
Zn1 Zn 0.15621(5) 0.76948(4) 0.27554(3) 0.0525(3) Uani 1 1 d . . .
N2 N 0.2830(4) 0.6731(3) 0.3607(3) 0.0575(10) Uani 1 1 d . . .
C13 C 0.4830(5) 0.5809(4) 0.4060(3) 0.0642(13) Uani 1 1 d . . .
H13A H 0.5626 0.5662 0.3972 0.077 Uiso 1 1 calc R B .
C14 C 0.4538(5) 0.5359(4) 0.4714(3) 0.0657(13) Uani 1 1 d . . .
C12 C 0.3969(5) 0.6478(4) 0.3529(3) 0.0655(13) Uani 1 1 d . B .
H12A H 0.4207 0.6769 0.3088 0.079 Uiso 1 1 calc R . .
C16B C 0.2740(18) 0.6515(17) 0.4414(11) 0.077(6) Uani 0.40 1 d P B 1
H16A H 0.2057 0.6815 0.4565 0.093 Uiso 0.40 1 calc PR B 1
C15B C 0.3583(16) 0.5899(13) 0.4986(9) 0.066(4) Uani 0.40 1 d P B 1
H15A H 0.3545 0.5828 0.5535 0.079 Uiso 0.40 1 calc PR B 1
C16A C 0.2363(12) 0.6084(11) 0.4051(9) 0.082(4) Uani 0.60 1 d P B 2
H16B H 0.1471 0.6109 0.3995 0.098 Uiso 0.60 1 calc PR B 2
C15A C 0.3149(11) 0.5368(10) 0.4599(9) 0.083(3) Uani 0.60 1 d P B 2
H15B H 0.2786 0.4903 0.4886 0.100 Uiso 0.60 1 calc PR B 2
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C6 C1 C2 119.9(4) . .
C6 C1 C7 119.8(4) . .
C2 C1 C7 120.2(4) . .
C3 C2 C1 119.6(4) . .
C3 C2 H2A 120.2 . .
C1 C2 H2A 120.2 . .
C2 C3 C4 121.2(4) . .
C2 C3 C8 120.7(5) . .
C4 C3 C8 118.0(4) . .
C3 C4 C5 119.0(4) . .
C3 C4 H4A 120.5 . .
C5 C4 H4A 120.5 . .
O5 C5 C6 115.1(4) . .
O5 C5 C4 125.3(4) . .
C6 C5 C4 119.5(4) . .
C1 C6 C5 120.7(4) . .
C1 C6 H6A 119.6 . .
C5 C6 H6A 119.6 . .
O2 C7 O1 122.0(4) . .
O2 C7 C1 117.0(4) . .
O1 C7 C1 121.0(4) . .
O4 C8 O3 123.7(6) . .
O4 C8 C3 122.7(6) . .
O3 C8 C3 113.6(5) . .
O5 C9 C11 112.8(6) . .
O5 C9 C10 105.6(4) . .
C11 C9 C10 112.1(5) . .
O5 C9 H9A 108.7 . .
C11 C9 H9A 108.7 . .
C10 C9 H9A 108.7 . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
O7B C11 O6B 89.5(12) . .
O7B C11 C9 132.8(12) . .
O6B C11 C9 129.1(13) . .
O7B C11 O7A 41.6(10) . .
O6B C11 O7A 122.4(11) . .
C9 C11 O7A 108.5(9) . .
O7B C11 O6A 116.2(13) . .
O6B C11 O6A 28.3(9) . .
C9 C11 O6A 108.2(8) . .
O7A C11 O6A 138.6(9) . .
O7B C11 Zn1 47.5(7) . 1_455
O6B C11 Zn1 48.6(7) . 1_455
C9 C11 Zn1 176.8(7) . 1_455
O7A C11 Zn1 73.8(6) . 1_455
O6A C11 Zn1 70.5(8) . 1_455
N1 C17 C18 131.8 . .
N1 C17 H17A 114.1 . .
C18 C17 H17A 114.1 . .
C17 C18 C19 112.7 . .
C17 C18 H18A 123.6 . .
C19 C18 H18A 123.6 . .
C18 C19 C20 120.0 . .
C18 C19 C19 120.5(4) . 3_565
C20 C19 C19 119.5(4) . 3_565
C19 C20 C21 114.6 . .
C19 C20 H20A 122.7 . .
C21 C20 H20A 122.7 . .
N1 C21 C20 126.7 . .
N1 C21 H21A 116.7 . .
C20 C21 H21A 116.7 . .
C17 N1 C21 113.2 . .
C17 N1 Zn1 120.92(15) . .
C21 N1 Zn1 125.09(15) . .
C7 O2 Zn1 115.0(3) . .
C8 O3 H1 111.1 . .
C5 O5 C9 118.9(4) . .
C11 O7B O6B 47.6(9) . .
C11 O7B Zn1 110.4(10) . 1_455
O6B O7B Zn1 67.7(6) . 1_455
C11 O6B O7B 42.9(7) . .
C11 O6B Zn1 106.8(9) . 1_455
O7B O6B Zn1 68.3(6) . 1_455
O2 Zn1 O6B 140.0(4) . 1_655
O2 Zn1 O7B 99.1(4) . 1_655
O6B Zn1 O7B 44.0(5) 1_655 1_655
O2 Zn1 N1 105.99(14) . .
O6B Zn1 N1 101.6(4) 1_655 .
O7B Zn1 N1 142.1(4) 1_655 .
O2 Zn1 N2 100.01(16) . .
O6B Zn1 N2 103.0(3) 1_655 .
O7B Zn1 N2 103.2(4) 1_655 .
N1 Zn1 N2 99.96(15) . .
O2 Zn1 C11 121.1(3) . 1_655
O6B Zn1 C11 24.6(3) 1_655 1_655
O7B Zn1 C11 22.1(3) 1_655 1_655
N1 Zn1 C11 126.2(4) . 1_655
N2 Zn1 C11 96.3(2) . 1_655
C12 N2 C16A 115.0(7) . .
C12 N2 C16B 113.1(8) . .
C16A N2 C16B 35.3(9) . .
C12 N2 Zn1 121.4(3) . .
C16A N2 Zn1 119.5(6) . .
C16B N2 Zn1 123.4(7) . .
C14 C13 C12 120.8(5) . .
C14 C13 H13A 119.6 . .
C12 C13 H13A 119.6 . .
C13 C14 C15B 114.2(7) . .
C13 C14 C15A 112.6(6) . .
C15B C14 C15A 39.1(7) . .
C13 C14 C14 120.9(6) . 3_666
C15B C14 C14 120.9(8) . 3_666
C15A C14 C14 123.0(7) . 3_666
N2 C12 C13 123.8(5) . .
N2 C12 H12A 118.1 . .
C13 C12 H12A 118.1 . .
C15B C16B N2 123.9(12) . .
C15B C16B H16A 118.1 . .
N2 C16B H16A 118.1 . .
C16B C15B C14 117.4(11) . .
C16B C15B H15A 121.3 . .
C14 C15B H15A 121.3 . .
N2 C16A C15A 122.6(11) . .
N2 C16A H16B 118.7 . .
C15A C16A H16B 118.7 . .
C16A C15A C14 118.6(10) . .
C16A C15A H15B 120.7 . .
C14 C15A H15B 120.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.370(6) .
C1 C2 1.390(6) .
C1 C7 1.497(6) .
C2 C3 1.374(7) .
C2 H2A 0.9300 .
C3 C4 1.383(7) .
C3 C8 1.510(7) .
C4 C5 1.398(7) .
C4 H4A 0.9300 .
C5 O5 1.363(6) .
C5 C6 1.388(7) .
C6 H6A 0.9300 .
C7 O2 1.256(6) .
C7 O1 1.259(6) .
C8 O4 1.196(7) .
C8 O3 1.308(7) .
C9 O5 1.442(6) .
C9 C11 1.474(10) .
C9 C10 1.488(8) .
C9 H9A 0.9800 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C11 O7B 1.031(12) .
C11 O6B 1.117(12) .
C11 O7A 1.497(16) .
C11 O6A 1.554(19) .
C11 Zn1 2.573(8) 1_455
C17 N1 1.2582(18) .
C17 C18 1.3975(19) .
C17 H17A 0.9300 .
C18 C19 1.400(2) .
C18 H18A 0.9300 .
C19 C20 1.400(2) .
C19 C19 1.486(7) 3_565
C20 C21 1.436(2) .
C20 H20A 0.9300 .
C21 N1 1.2768(18) .
C21 H21A 0.9300 .
N1 Zn1 2.047(3) .
O2 Zn1 1.950(4) .
O3 H1 0.8966 .
O7B O6B 1.514(17) .
O7B Zn1 2.025(11) 1_455
O6B Zn1 2.017(11) 1_455
Zn1 O6B 2.017(11) 1_655
Zn1 O7B 2.025(11) 1_655
Zn1 N2 2.050(4) .
Zn1 C11 2.573(8) 1_655
N2 C12 1.308(6) .
N2 C16A 1.320(15) .
N2 C16B 1.402(18) .
C13 C14 1.354(7) .
C13 C12 1.368(7) .
C13 H13A 0.9300 .
C14 C15B 1.427(14) .
C14 C15A 1.438(13) .
C14 C14 1.471(9) 3_666
C12 H12A 0.9300 .
C16B C15B 1.35(2) .
C16B H16A 0.9300 .
C15B H15A 0.9300 .
C16A C15A 1.386(17) .
C16A H16B 0.9300 .
C15A H15B 0.9300 .
