#------------------------------------------------------------------------------
#$Date: 2016-09-13 09:16:47 +0300 (Tue, 13 Sep 2016) $
#$Revision: 186537 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/65/7226531.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_7226531
loop_
_publ_author_name
'Karmakar, Anirban'
'Rúbio, Guilherme M. D. M.'
'Guedes da Silva, M. Fátima C.'
'Ribeiro, Ana'
'Pombeiro, Armando J. L.'
_publ_section_title
;
 ZnII and CdII MOFs based on Amidoisophthalic acid ligand: Synthesis,
 Structure and Catalytic Application in Transesterification
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C6RA17518J
_journal_year                    2016
_chemical_formula_sum            'C48 H58 N8 O18 Zn2'
_chemical_formula_weight         1165.76
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2016-07-05 deposited with the CCDC.
2016-09-12 downloaded from the CCDC.
;
_cell_angle_alpha                115.964(6)
_cell_angle_beta                 103.286(7)
_cell_angle_gamma                90.579(7)
_cell_formula_units_Z            2
_cell_length_a                   11.777(2)
_cell_length_b                   15.197(3)
_cell_length_c                   17.163(3)
_cell_measurement_reflns_used    9867
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.21
_cell_measurement_theta_min      2.45
_cell_volume                     2666.2(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Mercury CSD 3.5.1, 2008'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1999)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            52466
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.333
_diffrn_reflns_theta_min         2.188
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.979
_exptl_absorpt_correction_T_max  0.8
_exptl_absorpt_correction_T_min  0.7
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_description       Block
_exptl_crystal_F_000             1212
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.190
_refine_diff_density_max         0.976
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     711
_refine_ls_number_reflns         13182
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0396
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0593P)²+0.7178P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0986
_refine_ls_wR_factor_ref         0.1062
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10717
_reflns_number_total             13182
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ra17518j2.cif
_cod_data_source_block           2
_cod_original_cell_volume        2666.3(9)
_cod_database_code               7226531
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.738
_shelx_estimated_absorpt_t_max   0.836
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.67588(2) 0.71953(2) 0.66757(2) 0.02455(6) Uani 1 1 d . . . . .
Zn2 Zn 1.13218(2) 1.20585(2) 0.62667(2) 0.02650(6) Uani 1 1 d . . . . .
O1 O 0.50938(11) 0.67087(10) 0.63034(10) 0.0351(3) Uani 1 1 d . . . . .
O15 O 0.14176(18) 0.55000(18) 0.24925(15) 0.0729(6) Uani 1 1 d . . . . .
O2 O 0.54849(13) 0.53466(12) 0.64215(14) 0.0521(4) Uani 1 1 d . . . . .
O5 O 0.0495(3) 0.75394(19) 0.8260(2) 0.1232(13) Uani 1 1 d . . . . .
O17 O 0.36918(19) 0.74327(16) 0.51987(14) 0.0697(6) Uani 1 1 d . . . . .
O18 O 0.3487(2) 0.9450(2) 0.73867(17) 0.0896(8) Uani 1 1 d . . . . .
O4 O 0.20457(12) 0.33587(9) 0.64823(10) 0.0340(3) Uani 1 1 d . . . . .
O6 O 0.71919(13) 0.84218(10) 0.66641(10) 0.0362(3) Uani 1 1 d . . . . .
O10 O 0.5520(3) 1.25029(18) 0.86247(18) 0.0970(9) Uani 1 1 d . . . . .
O8 O 0.97287(12) 1.19786(10) 0.64629(10) 0.0384(3) Uani 1 1 d . . . . .
O11 O 1.04760(12) 1.15560(10) 0.48329(10) 0.0370(3) Uani 1 1 d . . . . .
O9 O 1.00442(13) 1.04443(11) 0.61590(11) 0.0425(3) Uani 1 1 d . . . . .
O16 O 0.36541(18) 0.62445(13) 0.34392(14) 0.0612(5) Uani 1 1 d . . . . .
N1 N 0.14727(16) 0.76124(12) 0.73173(13) 0.0409(4) Uani 1 1 d . . . . .
H1 H 0.1606 0.7964 0.7061 0.049 Uiso 1 1 calc R U . . .
N5 N 0.78166(13) 0.63328(11) 0.59598(10) 0.0265(3) Uani 1 1 d . . . . .
N2 N 0.60558(16) 1.25612(12) 0.74757(12) 0.0379(4) Uani 1 1 d . . . . .
H2 H 0.6007 1.2881 0.7164 0.045 Uiso 1 1 calc R U . . .
N4 N 0.80085(16) 0.77351(13) 1.23306(11) 0.0365(4) Uani 1 1 d . . . . .
N6 N 1.26543(13) 1.12384(11) 0.58015(10) 0.0269(3) Uani 1 1 d . . . . .
N3 N 0.72384(15) 0.73592(12) 0.79651(11) 0.0341(4) Uani 1 1 d . . . . .
N8 N 0.6084(2) 0.15343(19) 0.04205(18) 0.0700(7) Uani 1 1 d . . . . .
C46 C 0.6080(3) 0.1167(2) 0.0987(2) 0.0668(8) Uani 1 1 d . . . . .
H46 H 0.5852 0.1562 0.1503 0.080 Uiso 1 1 calc R U . . .
O13 O 0.6343(2) 0.03694(17) 0.09068(15) 0.0778(6) Uani 1 1 d . . . . .
O12 O 0.8723(2) 0.45767(19) 0.91790(16) 0.0821(7) Uani 1 1 d . . . . .
C43 C 0.8901(3) 0.3768(3) 0.9098(2) 0.0711(8) Uani 1 1 d . . . . .
H43 H 0.9081 0.3336 0.8570 0.085 Uiso 1 1 calc R U . . .
N7 N 0.8867(2) 0.3427(2) 0.9691(2) 0.0763(7) Uani 1 1 d . . . . .
C1 C 0.48170(16) 0.59616(14) 0.64191(13) 0.0308(4) Uani 1 1 d . . . . .
C2 C 0.36529(15) 0.59087(13) 0.66149(12) 0.0261(3) Uani 1 1 d . . . . .
C8 C 0.30608(16) 0.67386(13) 0.68441(13) 0.0295(4) Uani 1 1 d . . . . .
H8 H 0.3362 0.7295 0.6825 0.035 Uiso 1 1 calc R U . . .
C7 C 0.20212(16) 0.67419(13) 0.71007(13) 0.0300(4) Uani 1 1 d . . . . .
C9 C 0.0770(2) 0.79599(18) 0.7873(2) 0.0549(6) Uani 1 1 d . . . . .
C10 C 0.0345(3) 0.8931(2) 0.7947(3) 0.0825(10) Uani 1 1 d . . . . .
H10A H 0.0956 0.9314 0.7890 0.099 Uiso 1 1 calc R U . . .
H10B H -0.0339 0.8789 0.7451 0.099 Uiso 1 1 calc R U . . .
C6 C 0.15592(16) 0.59016(13) 0.71123(13) 0.0290(4) Uani 1 1 d . . . . .
H6 H 0.0871 0.5903 0.7291 0.035 Uiso 1 1 calc R U . . .
C4 C 0.21289(15) 0.50595(13) 0.68556(12) 0.0256(3) Uani 1 1 d . . . . .
C5 C 0.15573(16) 0.41341(13) 0.68033(13) 0.0294(4) Uani 1 1 d . . . . .
O3 O 0.06608(16) 0.41706(13) 0.70610(16) 0.0660(6) Uani 1 1 d . . . . .
C3 C 0.31798(15) 0.50653(13) 0.66168(12) 0.0263(3) Uani 1 1 d . . . . .
H3 H 0.3567 0.4507 0.6458 0.032 Uiso 1 1 calc R U . . .
C33 C 0.85962(17) 0.67451(14) 0.57175(13) 0.0309(4) Uani 1 1 d . . . . .
H33 H 0.8559 0.7393 0.5809 0.037 Uiso 1 1 calc R U . . .
C34 C 0.94498(17) 0.62433(14) 0.53375(13) 0.0318(4) Uani 1 1 d . . . . .
H34 H 0.9972 0.6554 0.5176 0.038 Uiso 1 1 calc R U . . .
C35 C 0.95342(15) 0.52761(13) 0.51951(11) 0.0248(3) Uani 1 1 d . . . . .
C36 C 0.87055(17) 0.48469(14) 0.54290(14) 0.0335(4) Uani 1 1 d . . . . .
H36 H 0.8716 0.4196 0.5335 0.040 Uiso 1 1 calc R U . . .
C37 C 0.78697(18) 0.53887(14) 0.58006(14) 0.0340(4) Uani 1 1 d . . . . .
H37 H 0.7318 0.5087 0.5948 0.041 Uiso 1 1 calc R U . . .
C12 C 0.66180(16) 0.91486(13) 0.70005(12) 0.0273(4) Uani 1 1 d . . . . .
C13 C 0.70165(15) 1.00901(12) 0.69967(12) 0.0249(3) Uani 1 1 d . . . . .
C14 C 0.80129(15) 1.01633(13) 0.67102(12) 0.0260(3) Uani 1 1 d . . . . .
H14A H 0.8451 0.9637 0.6539 0.031 Uiso 1 1 calc R U . . .
C15 C 0.83507(15) 1.10265(13) 0.66814(12) 0.0260(3) Uani 1 1 d . . . . .
C17 C 0.76899(17) 1.18101(13) 0.69361(12) 0.0290(4) Uani 1 1 d . . . . .
H17 H 0.7909 1.2383 0.6907 0.035 Uiso 1 1 calc R U . . .
C18 C 0.67012(16) 1.17444(13) 0.72342(12) 0.0280(4) Uani 1 1 d . . . . .
C20 C 0.5511(2) 1.28889(18) 0.81414(19) 0.0525(6) Uani 1 1 d . . . . .
C21 C 0.4877(3) 1.3782(2) 0.8234(2) 0.0752(9) Uani 1 1 d D . . . .
H21A H 0.4513 1.3713 0.7639 0.090 Uiso 0.630(4) 1 calc R U P A 1
H21B H 0.4255 1.3793 0.8522 0.090 Uiso 0.630(4) 1 calc R U P A 1
H21C H 0.5257 1.4146 0.8000 0.090 Uiso 0.370(4) 1 calc R U P A 2
H21D H 0.4076 1.3551 0.7862 0.090 Uiso 0.370(4) 1 calc R U P A 2
C19 C 0.63638(16) 1.08827(13) 0.72651(12) 0.0271(4) Uani 1 1 d . . . . .
H19 H 0.5706 1.0835 0.7464 0.033 Uiso 1 1 calc R U . . .
C16 C 0.94501(16) 1.11355(14) 0.64040(12) 0.0294(4) Uani 1 1 d . . . . .
C42 C 1.27538(17) 1.03141(14) 0.56764(13) 0.0308(4) Uani 1 1 d . . . . .
H42 H 1.2190 0.9995 0.5797 0.037 Uiso 1 1 calc R U . . .
C41 C 1.36628(17) 0.98098(14) 0.53742(13) 0.0310(4) Uani 1 1 d . . . . .
H41 H 1.3709 0.9172 0.5311 0.037 Uiso 1 1 calc R U . . .
C40 C 1.45034(15) 1.02577(13) 0.51664(11) 0.0246(3) Uani 1 1 d . . . . .
C39 C 1.43765(17) 1.12110(14) 0.52800(14) 0.0338(4) Uani 1 1 d . . . . .
H39 H 1.4910 1.1539 0.5142 0.041 Uiso 1 1 calc R U . . .
C38 C 1.34588(17) 1.16718(14) 0.55977(14) 0.0340(4) Uani 1 1 d . . . . .
H38 H 1.3396 1.2312 0.5674 0.041 Uiso 1 1 calc R U . . .
O7 O 0.57999(14) 0.91032(11) 0.73205(12) 0.0461(4) Uani 1 1 d . . . . .
C27 C 0.7730(2) 0.66842(18) 0.81744(15) 0.0464(6) Uani 1 1 d . . . . .
H27 H 0.7983 0.6162 0.7738 0.056 Uiso 1 1 calc R U . . .
C26 C 0.7886(2) 0.67208(18) 0.90155(15) 0.0490(6) Uani 1 1 d . . . . .
H26 H 0.8220 0.6223 0.9128 0.059 Uiso 1 1 calc R U . . .
C25 C 0.75439(19) 0.74969(15) 0.96842(13) 0.0369(4) Uani 1 1 d . . . . .
C24 C 0.7075(3) 0.82218(19) 0.94696(16) 0.0589(7) Uani 1 1 d . . . . .
H24 H 0.6860 0.8773 0.9903 0.071 Uiso 1 1 calc R U . . .
C23 C 0.6930(3) 0.81224(19) 0.86128(16) 0.0554(7) Uani 1 1 d . . . . .
H23 H 0.6602 0.8611 0.8481 0.066 Uiso 1 1 calc R U . . .
C28 C 0.76831(19) 0.75665(16) 1.05952(13) 0.0366(4) Uani 1 1 d . . . . .
C32 C 0.8140(3) 0.68433(18) 1.08167(16) 0.0536(7) Uani 1 1 d . . . . .
H32 H 0.8342 0.6282 1.0385 0.064 Uiso 1 1 calc R U . . .
C31 C 0.8293(3) 0.69619(18) 1.16806(16) 0.0529(6) Uani 1 1 d . . . . .
H31 H 0.8613 0.6473 1.1816 0.064 Uiso 1 1 calc R U . . .
C30 C 0.7536(3) 0.84052(19) 1.21078(15) 0.0549(7) Uani 1 1 d . . . . .
H30 H 0.7302 0.8941 1.2543 0.066 Uiso 1 1 calc R U . . .
C29 C 0.7371(3) 0.8356(2) 1.12648(16) 0.0578(7) Uani 1 1 d . . . . .
H29 H 0.7049 0.8858 1.1151 0.069 Uiso 1 1 calc R U . . .
C47 C 0.5837(4) 0.2540(3) 0.0621(3) 0.0993(13) Uani 1 1 d . . . . .
H47A H 0.5445 0.2778 0.1094 0.149 Uiso 1 1 calc R U . . .
H47B H 0.5342 0.2545 0.0094 0.149 Uiso 1 1 calc R U . . .
H47C H 0.6562 0.2959 0.0808 0.149 Uiso 1 1 calc R U . . .
C44 C 0.9001(4) 0.2403(3) 0.9472(3) 0.1112(15) Uani 1 1 d . . . . .
H44A H 0.8249 0.2046 0.9341 0.167 Uiso 1 1 calc R U . . .
H44B H 0.9529 0.2369 0.9973 0.167 Uiso 1 1 calc R U . . .
H44C H 0.9315 0.2116 0.8958 0.167 Uiso 1 1 calc R U . . .
C48 C 0.6388(5) 0.0938(3) -0.0421(3) 0.1167(17) Uani 1 1 d . . . . .
H48A H 0.7216 0.0890 -0.0299 0.175 Uiso 1 1 calc R U . . .
H48B H 0.6191 0.1243 -0.0812 0.175 Uiso 1 1 calc R U . . .
H48C H 0.5957 0.0290 -0.0704 0.175 Uiso 1 1 calc R U . . .
C45 C 0.8591(5) 0.4063(4) 1.0518(3) 0.1174(16) Uani 1 1 d . . . . .
H45A H 0.8915 0.4730 1.0714 0.176 Uiso 1 1 calc R U . . .
H45B H 0.8920 0.3856 1.0968 0.176 Uiso 1 1 calc R U . . .
H45C H 0.7752 0.4027 1.0424 0.176 Uiso 1 1 calc R U . . .
C11 C 0.0038(5) 0.9524(3) 0.8788(4) 0.135(2) Uani 1 1 d . . . . .
H11A H 0.0742 0.9807 0.9268 0.203 Uiso 1 1 calc R U . . .
H11B H -0.0447 0.9114 0.8910 0.203 Uiso 1 1 calc R U . . .
H11C H -0.0384 1.0042 0.8738 0.203 Uiso 1 1 calc R U . . .
C22A C 0.5629(7) 1.4703(4) 0.8741(6) 0.120(3) Uani 0.630(4) 1 d . . P A 1
H22A H 0.6016 1.4767 0.9324 0.180 Uiso 0.630(4) 1 calc R U P A 1
H22B H 0.5168 1.5236 0.8805 0.180 Uiso 0.630(4) 1 calc R U P A 1
H22C H 0.6208 1.4722 0.8433 0.180 Uiso 0.630(4) 1 calc R U P A 1
C22B C 0.4840(15) 1.4456(9) 0.9144(7) 0.127(6) Uani 0.370(4) 1 d D . P A 2
H22D H 0.4376 1.4131 0.9356 0.190 Uiso 0.370(4) 1 calc R U P A 2
H22E H 0.4496 1.5027 0.9145 0.190 Uiso 0.370(4) 1 calc R U P A 2
H22F H 0.5625 1.4656 0.9529 0.190 Uiso 0.370(4) 1 calc R U P A 2
O14A O 0.8158(2) 1.1769(2) 0.4094(2) 0.0608(10) Uani 0.630(4) 1 d . . P A 1
O14B O 0.8547(4) 1.2481(4) 0.5089(4) 0.0600(17) Uani 0.370(4) 1 d . . P A 2
H12O H 1.0404 1.0934 0.4502 0.090 Uiso 1 1 d . U . . .
H16A H 0.3000 0.5936 0.3104 0.090 Uiso 1 1 d . U . . .
H15B H 0.0757 0.5653 0.2645 0.090 Uiso 1 1 d . U . . .
H15A H 0.1239 0.5405 0.1939 0.090 Uiso 1 1 d . U . . .
H17B H 0.3709 0.6995 0.4617 0.090 Uiso 1 1 d . U . . .
H16B H 0.4002 0.5749 0.3364 0.090 Uiso 1 1 d . U . . .
H17O H 0.4073 0.7221 0.5556 0.090 Uiso 1 1 d . U . . .
H18A H 0.4221 0.9373 0.7310 0.090 Uiso 1 1 d . U . . .
H18B H 0.2847 0.9165 0.7058 0.090 Uiso 1 1 d . U . . .
H11O H 0.9787 1.1692 0.4687 0.090 Uiso 1 1 d . U . . .
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
O6 Zn1 O1 117.58(6) . .
O6 Zn1 N5 99.66(6) . .
O1 Zn1 N5 117.85(6) . .
O6 Zn1 N3 110.05(7) . .
O1 Zn1 N3 102.00(7) . .
N5 Zn1 N3 109.77(7) . .
O4 Zn2 O8 117.93(6) 1_665 .
O4 Zn2 N6 97.24(6) 1_665 .
O8 Zn2 N6 144.65(6) . .
O4 Zn2 O11 95.56(6) 1_665 .
O8 Zn2 O11 88.50(6) . .
N6 Zn2 O11 84.43(6) . .
O4 Zn2 N4 96.57(6) 1_665 2_777
O8 Zn2 N4 85.37(7) . 2_777
N6 Zn2 N4 94.54(6) . 2_777
O11 Zn2 N4 167.86(6) . 2_777
C1 O1 Zn1 116.48(12) . .
H15B O15 H15A 102.00 . .
H17B O17 H17O 108.00 . .
H18A O18 H18B 132.00 . .
C5 O4 Zn2 121.43(12) . 1_445
C12 O6 Zn1 118.26(12) . .
C16 O8 Zn2 110.24(12) . .
Zn2 O11 H12O 115.00 . .
Zn2 O11 H11O 118.00 . .
H12O O11 H11O 102.00 . .
H16A O16 H16B 96.00 . .
C9 N1 C7 128.2(2) . .
C9 N1 H1 115.9 . .
C7 N1 H1 115.9 . .
C33 N5 C37 117.70(15) . .
C33 N5 Zn1 118.91(12) . .
C37 N5 Zn1 122.95(12) . .
C20 N2 C18 126.80(18) . .
C20 N2 H2 116.6 . .
C18 N2 H2 116.6 . .
C30 N4 C31 116.28(18) . .
C30 N4 Zn2 124.97(15) . 2_777
C31 N4 Zn2 117.57(14) . 2_777
C42 N6 C38 117.39(16) . .
C42 N6 Zn2 125.36(13) . .
C38 N6 Zn2 117.24(12) . .
C27 N3 C23 117.37(18) . .
C27 N3 Zn1 123.06(14) . .
C23 N3 Zn1 119.14(14) . .
C46 N8 C47 122.0(3) . .
C46 N8 C48 119.5(3) . .
C47 N8 C48 118.5(3) . .
O13 C46 N8 126.9(3) . .
O13 C46 H46 116.5 . .
N8 C46 H46 116.5 . .
O12 C43 N7 126.4(3) . .
O12 C43 H43 116.8 . .
N7 C43 H43 116.8 . .
C43 N7 C45 119.2(3) . .
C43 N7 C44 120.5(3) . .
C45 N7 C44 120.1(4) . .
O2 C1 O1 122.94(17) . .
O2 C1 C2 120.66(16) . .
O1 C1 C2 116.27(16) . .
C8 C2 C3 119.58(16) . .
C8 C2 C1 119.02(16) . .
C3 C2 C1 121.32(16) . .
C7 C8 C2 120.55(16) . .
C7 C8 H8 119.7 . .
C2 C8 H8 119.7 . .
C8 C7 C6 119.66(16) . .
C8 C7 N1 116.90(17) . .
C6 C7 N1 123.43(17) . .
O5 C9 N1 122.9(2) . .
O5 C9 C10 123.5(3) . .
N1 C9 C10 113.5(3) . .
C11 C10 C9 113.8(4) . .
C11 C10 H10A 108.8 . .
C9 C10 H10A 108.8 . .
C11 C10 H10B 108.8 . .
C9 C10 H10B 108.8 . .
H10A C10 H10B 107.7 . .
C7 C6 C4 119.94(16) . .
C7 C6 H6 120.0 . .
C4 C6 H6 120.0 . .
C3 C4 C6 120.23(16) . .
C3 C4 C5 120.96(15) . .
C6 C4 C5 118.75(16) . .
O3 C5 O4 124.34(17) . .
O3 C5 C4 119.02(17) . .
O4 C5 C4 116.64(16) . .
C4 C3 C2 119.99(16) . .
C4 C3 H3 120.0 . .
C2 C3 H3 120.0 . .
N5 C33 C34 122.40(17) . .
N5 C33 H33 118.8 . .
C34 C33 H33 118.8 . .
C33 C34 C35 120.32(17) . .
C33 C34 H34 119.8 . .
C35 C34 H34 119.8 . .
C34 C35 C36 116.89(16) . .
C34 C35 C35 121.4(2) . 2_766
C36 C35 C35 121.7(2) . 2_766
C37 C36 C35 119.80(17) . .
C37 C36 H36 120.1 . .
C35 C36 H36 120.1 . .
N5 C37 C36 122.85(17) . .
N5 C37 H37 118.6 . .
C36 C37 H37 118.6 . .
O7 C12 O6 123.39(17) . .
O7 C12 C13 120.75(16) . .
O6 C12 C13 115.86(15) . .
C14 C13 C19 120.32(16) . .
C14 C13 C12 120.34(15) . .
C19 C13 C12 119.33(15) . .
C15 C14 C13 119.81(16) . .
C15 C14 H14A 120.1 . .
C13 C14 H14A 120.1 . .
C17 C15 C14 119.82(16) . .
C17 C15 C16 119.43(16) . .
C14 C15 C16 120.72(16) . .
C15 C17 C18 120.54(16) . .
C15 C17 H17 119.7 . .
C18 C17 H17 119.7 . .
C19 C18 C17 119.70(16) . .
C19 C18 N2 122.24(17) . .
C17 C18 N2 118.04(16) . .
O10 C20 N2 122.7(2) . .
O10 C20 C21 122.6(2) . .
N2 C20 C21 114.7(2) . .
C22A C21 C20 113.7(4) . .
C22B C21 C20 115.4(6) . .
C22A C21 H21A 108.8 . .
C20 C21 H21A 108.8 . .
C22A C21 H21B 108.8 . .
C20 C21 H21B 108.8 . .
H21A C21 H21B 107.7 . .
C22B C21 H21C 108.4 . .
C20 C21 H21C 108.4 . .
C22B C21 H21D 108.4 . .
C20 C21 H21D 108.4 . .
H21C C21 H21D 107.5 . .
C18 C19 C13 119.79(16) . .
C18 C19 H19 120.1 . .
C13 C19 H19 120.1 . .
O9 C16 O8 123.33(17) . .
O9 C16 C15 120.84(17) . .
O8 C16 C15 115.81(16) . .
N6 C42 C41 122.85(17) . .
N6 C42 H42 118.6 . .
C41 C42 H42 118.6 . .
C42 C41 C40 119.98(17) . .
C42 C41 H41 120.0 . .
C40 C41 H41 120.0 . .
C39 C40 C41 116.67(16) . .
C39 C40 C40 121.3(2) . 2_876
C41 C40 C40 122.0(2) . 2_876
C38 C39 C40 120.05(17) . .
C38 C39 H39 120.0 . .
C40 C39 H39 120.0 . .
N6 C38 C39 123.02(17) . .
N6 C38 H38 118.5 . .
C39 C38 H38 118.5 . .
N3 C27 C26 123.0(2) . .
N3 C27 H27 118.5 . .
C26 C27 H27 118.5 . .
C25 C26 C27 120.0(2) . .
C25 C26 H26 120.0 . .
C27 C26 H26 120.0 . .
C26 C25 C24 116.57(19) . .
C26 C25 C28 122.09(19) . .
C24 C25 C28 121.33(19) . .
C23 C24 C25 119.9(2) . .
C23 C24 H24 120.1 . .
C25 C24 H24 120.1 . .
N3 C23 C24 123.1(2) . .
N3 C23 H23 118.4 . .
C24 C23 H23 118.4 . .
C29 C28 C32 116.4(2) . .
C29 C28 C25 121.7(2) . .
C32 C28 C25 121.96(19) . .
C31 C32 C28 119.6(2) . .
C31 C32 H32 120.2 . .
C28 C32 H32 120.2 . .
N4 C31 C32 123.8(2) . .
N4 C31 H31 118.1 . .
C32 C31 H31 118.1 . .
N4 C30 C29 123.8(2) . .
N4 C30 H30 118.1 . .
C29 C30 H30 118.1 . .
C28 C29 C30 120.0(2) . .
C28 C29 H29 120.0 . .
C30 C29 H29 120.0 . .
N8 C47 H47A 109.5 . .
N8 C47 H47B 109.5 . .
H47A C47 H47B 109.5 . .
N8 C47 H47C 109.5 . .
H47A C47 H47C 109.5 . .
H47B C47 H47C 109.5 . .
N7 C44 H44A 109.5 . .
N7 C44 H44B 109.5 . .
H44A C44 H44B 109.5 . .
N7 C44 H44C 109.5 . .
H44A C44 H44C 109.5 . .
H44B C44 H44C 109.5 . .
N8 C48 H48A 109.5 . .
N8 C48 H48B 109.5 . .
H48A C48 H48B 109.5 . .
N8 C48 H48C 109.5 . .
H48A C48 H48C 109.5 . .
H48B C48 H48C 109.5 . .
N7 C45 H45A 109.5 . .
N7 C45 H45B 109.5 . .
H45A C45 H45B 109.5 . .
N7 C45 H45C 109.5 . .
H45A C45 H45C 109.5 . .
H45B C45 H45C 109.5 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C21 C22A H22A 109.5 . .
C21 C22A H22B 109.5 . .
H22A C22A H22B 109.5 . .
C21 C22A H22C 109.5 . .
H22A C22A H22C 109.5 . .
H22B C22A H22C 109.5 . .
C21 C22B H22D 109.5 . .
C21 C22B H22E 109.5 . .
H22D C22B H22E 109.5 . .
C21 C22B H22F 109.5 . .
H22D C22B H22F 109.5 . .
H22E C22B H22F 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O6 1.9373(13) .
Zn1 O1 1.9446(14) .
Zn1 N5 2.0264(15) .
Zn1 N3 2.0539(17) .
Zn2 O4 1.9871(13) 1_665
Zn2 O8 1.9925(14) .
Zn2 N6 2.0970(15) .
Zn2 O11 2.2007(15) .
Zn2 N4 2.2311(17) 2_777
O1 C1 1.286(2) .
O15 H15B 0.88000 .
O15 H15A 0.87000 .
O2 C1 1.228(2) .
O5 C9 1.192(4) .
O17 H17B 0.93000 .
O17 H17O 0.85000 .
O18 H18A 0.91000 .
O18 H18B 0.81000 .
O4 C5 1.270(2) .
O4 Zn2 1.9871(13) 1_445
O6 C12 1.283(2) .
O10 C20 1.206(3) .
O8 C16 1.274(2) .
O11 H12O 0.85000 .
O11 H11O 0.85000 .
O9 C16 1.238(2) .
O16 H16A 0.83000 .
O16 H16B 0.83000 .
N1 C9 1.344(3) .
N1 C7 1.415(2) .
N1 H1 0.8600 .
N5 C33 1.342(2) .
N5 C37 1.343(2) .
N2 C20 1.345(3) .
N2 C18 1.415(2) .
N2 H2 0.8600 .
N4 C30 1.322(3) .
N4 C31 1.330(3) .
N4 Zn2 2.2311(17) 2_777
N6 C42 1.336(2) .
N6 C38 1.340(2) .
N3 C27 1.325(3) .
N3 C23 1.333(3) .
N8 C46 1.317(4) .
N8 C47 1.460(4) .
N8 C48 1.461(5) .
C46 O13 1.210(4) .
C46 H46 0.9300 .
O12 C43 1.201(4) .
C43 N7 1.336(4) .
C43 H43 0.9300 .
N7 C45 1.440(5) .
N7 C44 1.453(5) .
C1 C2 1.494(2) .
C2 C8 1.393(2) .
C2 C3 1.394(2) .
C8 C7 1.393(3) .
C8 H8 0.9300 .
C7 C6 1.393(3) .
C9 C10 1.524(4) .
C10 C11 1.461(5) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C6 C4 1.393(2) .
C6 H6 0.9300 .
C4 C3 1.391(2) .
C4 C5 1.511(2) .
C5 O3 1.228(2) .
C3 H3 0.9300 .
C33 C34 1.378(3) .
C33 H33 0.9300 .
C34 C35 1.389(2) .
C34 H34 0.9300 .
C35 C36 1.391(2) .
C35 C35 1.490(3) 2_766
C36 C37 1.378(3) .
C36 H36 0.9300 .
C37 H37 0.9300 .
C12 O7 1.229(2) .
C12 C13 1.504(2) .
C13 C14 1.393(2) .
C13 C19 1.396(2) .
C14 C15 1.392(2) .
C14 H14A 0.9300 .
C15 C17 1.391(3) .
C15 C16 1.510(2) .
C17 C18 1.394(3) .
C17 H17 0.9300 .
C18 C19 1.391(2) .
C20 C21 1.520(3) .
C21 C22A 1.434(7) .
C21 C22B 1.456(9) .
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C21 H21C 0.9700 .
C21 H21D 0.9700 .
C19 H19 0.9300 .
C42 C41 1.388(3) .
C42 H42 0.9300 .
C41 C40 1.390(3) .
C41 H41 0.9300 .
C40 C39 1.389(3) .
C40 C40 1.497(3) 2_876
C39 C38 1.381(3) .
C39 H39 0.9300 .
C38 H38 0.9300 .
C27 C26 1.389(3) .
C27 H27 0.9300 .
C26 C25 1.381(3) .
C26 H26 0.9300 .
C25 C24 1.389(3) .
C25 C28 1.490(3) .
C24 C23 1.380(3) .
C24 H24 0.9300 .
C23 H23 0.9300 .
C28 C29 1.375(3) .
C28 C32 1.388(3) .
C32 C31 1.381(3) .
C32 H32 0.9300 .
C31 H31 0.9300 .
C30 C29 1.383(3) .
C30 H30 0.9300 .
C29 H29 0.9300 .
C47 H47A 0.9600 .
C47 H47B 0.9600 .
C47 H47C 0.9600 .
C44 H44A 0.9600 .
C44 H44B 0.9600 .
C44 H44C 0.9600 .
C48 H48A 0.9600 .
C48 H48B 0.9600 .
C48 H48C 0.9600 .
C45 H45A 0.9600 .
C45 H45B 0.9600 .
C45 H45C 0.9600 .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C22A H22A 0.9600 .
C22A H22B 0.9600 .
C22A H22C 0.9600 .
C22B H22D 0.9600 .
C22B H22E 0.9600 .
C22B H22F 0.9600 .
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
N1 H1 O14A 0.86 2.26 3.068(4) 155.6 2_676
N2 H2 O16 0.86 2.09 2.934(2) 165.4 2_676
C6 H6 O5 0.93 2.43 2.924(3) 113.5 .
O11 H12O O9 0.85000 1.89000 2.732(2) 168.00 2_776
O16 H16A O15 0.83000 1.87000 2.687(3) 168.00 .
O15 H15B O3 0.88000 1.84000 2.717(2) 173.00 2_566
O15 H15A O12 0.87000 1.94000 2.785(3) 163.40(17) 2_666
O17 H17B O16 0.93000 1.82000 2.747(3) 173.00 .
O16 H16B O2 0.83000 1.93000 2.716(2) 156.28(14) 2_666
O17 H17O O1 0.85000 1.97000 2.821(2) 173.00 .
O18 H18A O7 0.91000 1.91000 2.798(3) 168.00 .
O18 H18B O14A 0.81000 1.939(4) 2.681(4) 151.70(18) 2_676
O11 H11O O14A 0.85000 1.985(3) 2.820(3) 167.79(14) .
O11 H11O O14B 0.85000 1.954(5) 2.704(5) 146.8(2) .
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
_geom_torsion_site_symmetry_4
C47 N8 C46 O13 -175.1(3) . .
C48 N8 C46 O13 2.4(6) . .
O12 C43 N7 C45 0.1(6) . .
O12 C43 N7 C44 174.7(4) . .
Zn1 O1 C1 O2 -27.7(3) . .
Zn1 O1 C1 C2 148.31(13) . .
O2 C1 C2 C8 162.9(2) . .
O1 C1 C2 C8 -13.2(3) . .
O2 C1 C2 C3 -13.8(3) . .
O1 C1 C2 C3 170.08(17) . .
C3 C2 C8 C7 2.0(3) . .
C1 C2 C8 C7 -174.82(17) . .
C2 C8 C7 C6 -1.2(3) . .
C2 C8 C7 N1 -179.63(17) . .
C9 N1 C7 C8 -153.0(2) . .
C9 N1 C7 C6 28.6(3) . .
C7 N1 C9 O5 -1.3(5) . .
C7 N1 C9 C10 179.6(2) . .
O5 C9 C10 C11 26.2(6) . .
N1 C9 C10 C11 -154.8(4) . .
C8 C7 C6 C4 -0.9(3) . .
N1 C7 C6 C4 177.44(18) . .
C7 C6 C4 C3 2.2(3) . .
C7 C6 C4 C5 -175.15(17) . .
Zn2 O4 C5 O3 5.0(3) 1_445 .
Zn2 O4 C5 C4 -174.37(12) 1_445 .
C3 C4 C5 O3 176.5(2) . .
C6 C4 C5 O3 -6.2(3) . .
C3 C4 C5 O4 -4.1(3) . .
C6 C4 C5 O4 173.25(17) . .
C6 C4 C3 C2 -1.4(3) . .
C5 C4 C3 C2 175.88(16) . .
C8 C2 C3 C4 -0.7(3) . .
C1 C2 C3 C4 176.04(17) . .
C37 N5 C33 C34 -1.6(3) . .
Zn1 N5 C33 C34 171.10(15) . .
N5 C33 C34 C35 -0.3(3) . .
C33 C34 C35 C36 1.8(3) . .
C33 C34 C35 C35 -178.6(2) . 2_766
C34 C35 C36 C37 -1.3(3) . .
C35 C35 C36 C37 179.0(2) 2_766 .
C33 N5 C37 C36 2.0(3) . .
Zn1 N5 C37 C36 -170.32(16) . .
C35 C36 C37 N5 -0.6(3) . .
Zn1 O6 C12 O7 -0.8(3) . .
Zn1 O6 C12 C13 178.30(12) . .
O7 C12 C13 C14 173.96(19) . .
O6 C12 C13 C14 -5.2(3) . .
O7 C12 C13 C19 -7.4(3) . .
O6 C12 C13 C19 173.46(17) . .
C19 C13 C14 C15 -0.8(3) . .
C12 C13 C14 C15 177.88(16) . .
C13 C14 C15 C17 -0.2(3) . .
C13 C14 C15 C16 177.87(16) . .
C14 C15 C17 C18 1.0(3) . .
C16 C15 C17 C18 -177.06(17) . .
C15 C17 C18 C19 -0.9(3) . .
C15 C17 C18 N2 -179.36(17) . .
C20 N2 C18 C19 37.1(3) . .
C20 N2 C18 C17 -144.4(2) . .
C18 N2 C20 O10 0.2(5) . .
C18 N2 C20 C21 -179.5(2) . .
O10 C20 C21 C22A 97.1(6) . .
N2 C20 C21 C22A -83.2(6) . .
O10 C20 C21 C22B 32.1(9) . .
N2 C20 C21 C22B -148.2(8) . .
C17 C18 C19 C13 -0.1(3) . .
N2 C18 C19 C13 178.32(17) . .
C14 C13 C19 C18 0.9(3) . .
C12 C13 C19 C18 -177.75(16) . .
Zn2 O8 C16 O9 -7.4(2) . .
Zn2 O8 C16 C15 170.73(12) . .
C17 C15 C16 O9 -178.73(18) . .
C14 C15 C16 O9 3.2(3) . .
C17 C15 C16 O8 3.0(3) . .
C14 C15 C16 O8 -175.03(17) . .
C38 N6 C42 C41 1.9(3) . .
Zn2 N6 C42 C41 -179.38(14) . .
N6 C42 C41 C40 -1.6(3) . .
C42 C41 C40 C39 0.1(3) . .
C42 C41 C40 C40 -179.7(2) . 2_876
C41 C40 C39 C38 0.9(3) . .
C40 C40 C39 C38 -179.3(2) 2_876 .
C42 N6 C38 C39 -0.8(3) . .
Zn2 N6 C38 C39 -179.61(16) . .
C40 C39 C38 N6 -0.6(3) . .
C23 N3 C27 C26 2.8(4) . .
Zn1 N3 C27 C26 -169.6(2) . .
N3 C27 C26 C25 -1.4(4) . .
C27 C26 C25 C24 -1.3(4) . .
C27 C26 C25 C28 179.5(2) . .
C26 C25 C24 C23 2.5(4) . .
C28 C25 C24 C23 -178.3(3) . .
C27 N3 C23 C24 -1.6(4) . .
Zn1 N3 C23 C24 171.2(2) . .
C25 C24 C23 N3 -1.1(5) . .
C26 C25 C28 C29 178.1(2) . .
C24 C25 C28 C29 -1.0(4) . .
C26 C25 C28 C32 -1.5(4) . .
C24 C25 C28 C32 179.4(3) . .
C29 C28 C32 C31 -2.1(4) . .
C25 C28 C32 C31 177.5(3) . .
C30 N4 C31 C32 1.2(4) . .
Zn2 N4 C31 C32 -167.0(2) 2_777 .
C28 C32 C31 N4 1.1(5) . .
C31 N4 C30 C29 -2.4(4) . .
Zn2 N4 C30 C29 164.8(2) 2_777 .
C32 C28 C29 C30 1.0(4) . .
C25 C28 C29 C30 -178.6(3) . .
N4 C30 C29 C28 1.3(5) . .
