#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/02/7220249.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_7220249
loop_
_publ_author_name
'Armaghan, Mahsa'
'Lu, Wei-Yu'
'Wu, Di'
'Wei, Yao'
'Yuan, Feng-Ling'
'Weng, Ng Seik'
'MOHHAMADPOUR AMINI, MOSTAFA'
'Zhang, Wen-Hua'
'Young, David James'
'Hor, Andy'
'Lang, Jian-Ping'
_publ_section_title
;
 Isolation of first row transition metal--carboxylate zwitterions
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA05564D
_journal_year                    2015
_chemical_formula_moiety         'C26 H24 N2 O8 Zn, H2 O'
_chemical_formula_sum            'C26 H26 N2 O9 Zn'
_chemical_formula_weight         575.86
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2014-07-10 deposited with the CCDC.
2015-05-07 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 114.801(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   26.264(2)
_cell_length_b                   8.4871(8)
_cell_length_c                   12.0334(11)
_cell_measurement_reflns_used    4245
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.33
_cell_measurement_theta_min      2.51
_cell_volume                     2434.9(4)
_computing_cell_refinement       'Apex II (Bruker, 2011)'
_computing_data_collection       'Apex II (Bruker, 2011)'
_computing_data_reduction        'Apex II (Bruker, 2011)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker ApexII'
_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  0.0143
_diffrn_reflns_av_sigmaI/netI    0.0169
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7396
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.71
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.069
_exptl_absorpt_correction_T_max  0.9194
_exptl_absorpt_correction_T_min  0.7398
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, (Sheldrick 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.411
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2777
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0281
_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)+(0.0543P)²+1.5654P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0827
_refine_ls_wR_factor_ref         0.0850
_reflns_number_gt                2542
_reflns_number_total             2777
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ra05564d2.cif
_cod_data_source_block           14
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7220249
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
'-x, -y, -z'
'-x, y, -z-1/2'
'-x+1/2, -y+1/2, -z'
'-x+1/2, 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
Zn1 Zn 0.5000 0.60441(3) 0.2500 0.02680(10) Uani 1 2 d S . .
O1 O 0.51778(5) 0.63716(17) 0.09840(11) 0.0352(3) Uani 1 1 d D . .
H1 H 0.5434(8) 0.607(3) 0.079(2) 0.053 Uiso 1 1 d D . .
O2 O 0.10533(5) 1.07485(19) 0.06700(13) 0.0437(3) Uani 1 1 d . . .
O3 O 0.13921(6) 0.9206(2) 0.23127(14) 0.0512(4) Uani 1 1 d . . .
O1W O 0.43975(5) 0.42323(17) 0.18534(12) 0.0364(3) Uani 1 1 d D . .
H11 H 0.4168(8) 0.417(3) 0.2170(18) 0.055 Uiso 1 1 d D . .
H12 H 0.4228(9) 0.413(3) 0.1095(9) 0.055 Uiso 1 1 d D . .
O2W O 0.4872(6) 0.1040(7) 0.247(2) 0.131(4) Uani 0.50 1 d PDU A -1
H21 H 0.465(4) 0.180(9) 0.212(10) 0.197 Uiso 0.50 1 d PD B -1
H22 H 0.491(6) 0.101(14) 0.321(5) 0.197 Uiso 0.50 1 d PD C -1
N1 N 0.43639(5) 0.76580(18) 0.13607(12) 0.0287(3) Uani 1 1 d . . .
C1 C 0.48892(7) 0.7541(2) 0.01216(17) 0.0366(4) Uani 1 1 d . . .
H1A H 0.4763 0.7114 -0.0699 0.044 Uiso 1 1 calc R . .
H1B H 0.5139 0.8416 0.0198 0.044 Uiso 1 1 calc R . .
C2 C 0.43924(6) 0.8110(2) 0.03283(15) 0.0291(3) Uani 1 1 d . . .
C3 C 0.39755(8) 0.9030(2) -0.05290(19) 0.0402(4) Uani 1 1 d . . .
H3 H 0.4008 0.9372 -0.1230 0.048 Uiso 1 1 calc R . .
C4 C 0.35120(8) 0.9431(3) -0.03289(18) 0.0404(4) Uani 1 1 d . . .
H4 H 0.3231 1.0047 -0.0899 0.049 Uiso 1 1 calc R . .
C5 C 0.34622(7) 0.8919(2) 0.07236(16) 0.0292(3) Uani 1 1 d . . .
C6 C 0.39118(6) 0.8060(2) 0.15518(15) 0.0302(3) Uani 1 1 d . . .
H6 H 0.3899 0.7745 0.2280 0.036 Uiso 1 1 calc R . .
C7 C 0.29492(7) 0.9203(2) 0.09260(15) 0.0287(3) Uani 1 1 d . . .
C8 C 0.28280(7) 0.8261(2) 0.17403(17) 0.0372(4) Uani 1 1 d . . .
H8 H 0.3077 0.7470 0.2175 0.045 Uiso 1 1 calc R . .
C9 C 0.23422(7) 0.8493(3) 0.19064(17) 0.0371(4) Uani 1 1 d . . .
H9 H 0.2272 0.7869 0.2463 0.044 Uiso 1 1 calc R . .
C10 C 0.19581(6) 0.9647(2) 0.12512(15) 0.0290(3) Uani 1 1 d . . .
C11 C 0.20702(7) 1.0562(2) 0.04270(18) 0.0358(4) Uani 1 1 d . . .
H11A H 0.1814 1.1325 -0.0031 0.043 Uiso 1 1 calc R . .
C12 C 0.25627(7) 1.0350(2) 0.02792(18) 0.0378(4) Uani 1 1 d . . .
H12A H 0.2635 1.0991 -0.0265 0.045 Uiso 1 1 calc R . .
C13 C 0.14279(7) 0.9870(2) 0.14316(15) 0.0322(4) Uani 1 1 d . . .
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
O1 Zn1 O1 164.66(8) . 6_656
O1 Zn1 O1W 100.57(5) . .
O1 Zn1 O1W 90.64(5) 6_656 .
O1 Zn1 O1W 90.64(5) . 6_656
O1 Zn1 O1W 100.57(5) 6_656 6_656
O1W Zn1 O1W 86.29(8) . 6_656
O1 Zn1 N1 94.23(5) . 6_656
O1 Zn1 N1 75.90(5) 6_656 6_656
O1W Zn1 N1 164.22(5) . 6_656
O1W Zn1 N1 88.11(5) 6_656 6_656
O1 Zn1 N1 75.89(5) . .
O1 Zn1 N1 94.23(5) 6_656 .
O1W Zn1 N1 88.12(5) . .
O1W Zn1 N1 164.22(5) 6_656 .
N1 Zn1 N1 100.88(8) 6_656 .
C1 O1 Zn1 119.42(9) . .
C1 O1 H1 104.6(17) . .
Zn1 O1 H1 135.0(18) . .
Zn1 O1W H11 116.7(16) . .
Zn1 O1W H12 117.0(17) . .
H11 O1W H12 109.6(15) . .
H21 O2W H22 106.8(18) . .
C2 N1 C6 119.06(14) . .
C2 N1 Zn1 116.44(10) . .
C6 N1 Zn1 123.93(11) . .
O1 C1 C2 109.91(13) . .
O1 C1 H1A 109.7 . .
C2 C1 H1A 109.7 . .
O1 C1 H1B 109.7 . .
C2 C1 H1B 109.7 . .
H1A C1 H1B 108.2 . .
N1 C2 C3 121.32(14) . .
N1 C2 C1 116.95(14) . .
C3 C2 C1 121.71(15) . .
C4 C3 C2 119.22(17) . .
C4 C3 H3 120.4 . .
C2 C3 H3 120.4 . .
C3 C4 C5 120.47(17) . .
C3 C4 H4 119.8 . .
C5 C4 H4 119.8 . .
C6 C5 C4 116.04(15) . .
C6 C5 C7 121.57(15) . .
C4 C5 C7 122.33(15) . .
N1 C6 C5 123.78(15) . .
N1 C6 H6 118.1 . .
C5 C6 H6 118.1 . .
C12 C7 C8 117.76(15) . .
C12 C7 C5 121.51(16) . .
C8 C7 C5 120.67(15) . .
C9 C8 C7 120.87(16) . .
C9 C8 H8 119.6 . .
C7 C8 H8 119.6 . .
C8 C9 C10 120.76(17) . .
C8 C9 H9 119.6 . .
C10 C9 H9 119.6 . .
C11 C10 C9 118.66(15) . .
C11 C10 C13 121.25(16) . .
C9 C10 C13 120.08(16) . .
C10 C11 C12 120.52(16) . .
C10 C11 H11A 119.7 . .
C12 C11 H11A 119.7 . .
C7 C12 C11 121.41(17) . .
C7 C12 H12A 119.3 . .
C11 C12 H12A 119.3 . .
O3 C13 O2 124.88(15) . .
O3 C13 C10 118.17(16) . .
O2 C13 C10 116.95(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 2.0827(12) .
Zn1 O1 2.0828(12) 6_656
Zn1 O1W 2.1074(13) .
Zn1 O1W 2.1075(13) 6_656
Zn1 N1 2.1507(14) 6_656
Zn1 N1 2.1507(14) .
O1 C1 1.406(2) .
O1 H1 0.841(10) .
O2 C13 1.268(2) .
O3 C13 1.239(2) .
O1W H11 0.839(10) .
O1W H12 0.836(9) .
O2W H21 0.852(10) .
O2W H22 0.853(10) .
N1 C2 1.332(2) .
N1 C6 1.3445(19) .
C1 C2 1.507(2) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C2 C3 1.388(2) .
C3 C4 1.379(2) .
C3 H3 0.9300 .
C4 C5 1.396(2) .
C4 H4 0.9300 .
C5 C6 1.390(2) .
C5 C7 1.486(2) .
C6 H6 0.9300 .
C7 C12 1.386(2) .
C7 C8 1.401(3) .
C8 C9 1.386(2) .
C8 H8 0.9300 .
C9 C10 1.390(3) .
C9 H9 0.9300 .
C10 C11 1.385(3) .
C10 C13 1.508(2) .
C11 C12 1.389(2) .
C11 H11A 0.9300 .
C12 H12A 0.9300 .
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
O1 H1 O2 0.841(10) 1.712(12) 2.5374(17) 166(3) 3_545
O1W H11 O3 0.839(10) 1.822(11) 2.6558(19) 172(2) 8_546
O1W H12 O2 0.836(9) 1.937(10) 2.758(2) 167(2) 7_565
O2W H21 O1W 0.852(10) 2.15(5) 2.944(9) 155(11) .
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
_geom_torsion_site_symmetry_1
O1 Zn1 O1 C1 -42.12(13) 6_656
O1W Zn1 O1 C1 94.25(14) .
O1W Zn1 O1 C1 -179.41(14) 6_656
N1 Zn1 O1 C1 -91.25(14) 6_656
N1 Zn1 O1 C1 8.92(13) .
O1 Zn1 N1 C2 -2.02(12) .
O1 Zn1 N1 C2 166.08(13) 6_656
O1W Zn1 N1 C2 -103.41(13) .
O1W Zn1 N1 C2 -34.2(3) 6_656
N1 Zn1 N1 C2 89.65(13) 6_656
O1 Zn1 N1 C6 169.18(15) .
O1 Zn1 N1 C6 -22.72(14) 6_656
O1W Zn1 N1 C6 67.78(14) .
O1W Zn1 N1 C6 137.01(18) 6_656
N1 Zn1 N1 C6 -99.16(14) 6_656
Zn1 O1 C1 C2 -13.3(2) .
C6 N1 C2 C3 2.3(3) .
Zn1 N1 C2 C3 173.95(14) .
C6 N1 C2 C1 -176.15(16) .
Zn1 N1 C2 C1 -4.5(2) .
O1 C1 C2 N1 11.2(2) .
O1 C1 C2 C3 -167.24(17) .
N1 C2 C3 C4 -2.6(3) .
C1 C2 C3 C4 175.77(19) .
C2 C3 C4 C5 0.0(3) .
C3 C4 C5 C6 2.6(3) .
C3 C4 C5 C7 -174.53(19) .
C2 N1 C6 C5 0.6(3) .
Zn1 N1 C6 C5 -170.38(13) .
C4 C5 C6 N1 -3.0(3) .
C7 C5 C6 N1 174.14(16) .
C6 C5 C7 C12 164.28(18) .
C4 C5 C7 C12 -18.7(3) .
C6 C5 C7 C8 -18.8(3) .
C4 C5 C7 C8 158.20(19) .
C12 C7 C8 C9 -1.1(3) .
C5 C7 C8 C9 -178.18(18) .
C7 C8 C9 C10 1.2(3) .
C8 C9 C10 C11 0.0(3) .
C8 C9 C10 C13 179.25(17) .
C9 C10 C11 C12 -1.3(3) .
C13 C10 C11 C12 179.48(17) .
C8 C7 C12 C11 -0.2(3) .
C5 C7 C12 C11 176.87(17) .
C10 C11 C12 C7 1.4(3) .
C11 C10 C13 O3 -168.44(19) .
C9 C10 C13 O3 12.4(3) .
C11 C10 C13 O2 10.7(3) .
C9 C10 C13 O2 -168.53(17) .
