# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_b140628b_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1403255'
_audit_update_record             
;
2015-05-27 deposited with the CCDC.
2016-03-21 downloaded from the CCDC.
;
_audit_creation_date             2014-10-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C32 H32 N4 O20 Zn3, 4(H2 O)'
_chemical_formula_sum            'C32 H40 N4 O24 Zn3'
_chemical_formula_weight         1060.79
_chemical_melting_point          ?
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   7.2055(3)
_cell_length_b                   10.5292(4)
_cell_length_c                   13.3705(5)
_cell_angle_alpha                79.6150(14)
_cell_angle_beta                 75.1800(15)
_cell_angle_gamma                75.8530(15)
_cell_volume                     943.38(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9892
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.56
_cell_measurement_theta_min      2.40
_exptl_absorpt_coefficient_mu    1.996
_exptl_absorpt_correction_T_max  0.8566
_exptl_absorpt_correction_T_min  0.6909
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.867
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             542
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            23678
_diffrn_reflns_theta_full        27.59
_diffrn_reflns_theta_max         27.59
_diffrn_reflns_theta_min         2.40
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                3725
_reflns_number_total             4368
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.434
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4368
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0250
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0218P)²+0.8090P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0542
_refine_ls_wR_factor_ref         0.0574
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C12(H12), C13(H13), C14(H14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Zn1 Zn 0.65812(3) 0.51568(2) 0.610238(16) 0.01037(6) Uani 1 d . . 1 . . .
Zn2 Zn 0.5000 0.5000 1.0000 0.00969(7) Uani 1 d . . 2 S T P
O1 O 0.38976(18) 0.51379(12) 0.68238(10) 0.0122(3) Uani 1 d . . 1 . . .
O2 O 0.11818(18) 0.44037(13) 0.75776(10) 0.0142(3) Uani 1 d . . 1 . . .
O3 O 0.44760(19) 0.39382(12) 0.89739(10) 0.0127(3) Uani 1 d . . 1 . . .
O4 O 0.3464(2) 0.22199(13) 1.00473(10) 0.0159(3) Uani 1 d . . 1 . . .
O5 O 0.32726(19) 0.38573(13) 0.52671(10) 0.0148(3) Uani 1 d . . 1 . . .
O6 O 0.5199(2) 0.20965(14) 0.45581(10) 0.0171(3) Uani 1 d . . 1 . . .
O7 O 0.7838(2) 0.57741(15) 0.70339(11) 0.0149(3) Uani 1 d . . 1 . . .
H7A H 0.888(4) 0.534(2) 0.7153(18) 0.022 Uiso 1 d . . 1 R . .
H7B H 0.716(4) 0.600(2) 0.752(2) 0.022 Uiso 1 d . . 1 R . .
O8 O 0.5307(2) 0.66334(14) 0.87443(10) 0.0130(3) Uani 1 d . . 1 . . .
H8A H 0.565(3) 0.712(2) 0.9044(18) 0.019 Uiso 1 d . . 1 R . .
H8B H 0.444(4) 0.706(2) 0.8457(18) 0.019 Uiso 1 d . . 1 R . .
O9 O 0.2033(2) 0.57025(14) 1.04501(12) 0.0152(3) Uani 1 d . . 1 . . .
H9A H 0.172(4) 0.636(3) 1.0729(19) 0.023 Uiso 1 d . . 1 R . .
H9B H 0.155(4) 0.589(2) 0.995(2) 0.023 Uiso 1 d . . 1 R . .
O10 O 0.8622(2) 0.19180(13) 0.88741(10) 0.0180(3) Uani 1 d . . 1 . . .
O11 O 1.0238(2) 0.64850(16) 0.88061(12) 0.0196(3) Uani 1 d . . 1 . . .
H11A H 1.019(4) 0.584(3) 0.860(2) 0.029 Uiso 1 d . . 1 R . .
H11B H 0.917(4) 0.677(3) 0.908(2) 0.029 Uiso 1 d . . 1 R . .
O12 O 0.7255(2) 0.20334(14) 0.25091(12) 0.0163(3) Uani 1 d . . 1 . . .
H12A H 0.666(4) 0.219(2) 0.309(2) 0.025 Uiso 1 d . . 1 R . .
H12B H 0.797(4) 0.253(3) 0.229(2) 0.025 Uiso 1 d . . 1 R . .
N1 N 0.8385(2) 0.33927(15) 0.58856(12) 0.0109(3) Uani 1 d . . 1 . . .
N2 N 1.0434(2) 0.05934(15) 0.76484(12) 0.0118(3) Uani 1 d . . 1 . . .
H2 H 1.1233 -0.0153 0.7563 0.014 Uiso 1 calc . . 1 R . .
C1 C 0.4039(2) 0.27683(17) 0.72537(14) 0.0085(3) Uani 1 d . . 1 . . .
C2 C 0.4561(3) 0.20507(17) 0.63964(13) 0.0088(3) Uani 1 d . . 1 . . .
C3 C 0.5366(3) 0.07004(18) 0.65191(14) 0.0115(4) Uani 1 d . . 1 . . .
H3 H 0.5714 0.0233 0.5948 0.014 Uiso 1 calc . . 1 R . .
C4 C 0.5653(3) 0.00486(18) 0.74809(15) 0.0131(4) Uani 1 d . . 1 . . .
H4 H 0.6180 -0.0853 0.7558 0.016 Uiso 1 calc . . 1 R . .
C5 C 0.5150(3) 0.07501(18) 0.83291(14) 0.0120(4) Uani 1 d . . 1 . . .
H5 H 0.5338 0.0313 0.8976 0.014 Uiso 1 calc . . 1 R . .
C6 C 0.4369(3) 0.20987(18) 0.82229(14) 0.0094(4) Uani 1 d . . 1 . . .
C7 C 0.2980(3) 0.42115(18) 0.71966(13) 0.0096(4) Uani 1 d . . 1 . . .
C8 C 0.4055(3) 0.28128(18) 0.91536(14) 0.0109(4) Uani 1 d . . 1 . . .
C9 C 0.4340(3) 0.26937(18) 0.53192(14) 0.0108(4) Uani 1 d . . 1 . . .
C10 C 0.8803(3) 0.26459(18) 0.67596(14) 0.0112(4) Uani 1 d . . 1 . . .
H10 H 0.8262 0.2974 0.7395 0.013 Uiso 1 calc . . 1 R . .
C11 C 1.0017(3) 0.14008(18) 0.67426(14) 0.0102(4) Uani 1 d . . 1 . . .
C12 C 1.0857(3) 0.09455(19) 0.57779(15) 0.0134(4) Uani 1 d . . 1 . . .
H12 H 1.1701 0.0124 0.5735 0.016 Uiso 1 calc . . 1 R . .
C13 C 1.0422(3) 0.17284(19) 0.48850(15) 0.0150(4) Uani 1 d . . 1 . . .
H13 H 1.0973 0.1436 0.4236 0.018 Uiso 1 calc . . 1 R . .
C14 C 0.9165(3) 0.29459(19) 0.49614(14) 0.0132(4) Uani 1 d . . 1 . . .
H14 H 0.8857 0.3463 0.4361 0.016 Uiso 1 calc . . 1 R . .
C15 C 0.9708(3) 0.08673(18) 0.86449(14) 0.0119(4) Uani 1 d . . 1 . . .
C16 C 1.0283(3) -0.02312(19) 0.94669(14) 0.0164(4) Uani 1 d . . 1 . . .
H16A H 1.1690 -0.0565 0.9288 0.020 Uiso 1 calc . . 1 R . .
H16B H 0.9643 -0.0948 0.9486 0.020 Uiso 1 calc . . 1 R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.9307(12) . ?
Zn1 O5 1.9264(13) 2_666 ?
Zn1 O7 1.9875(14) . ?
Zn1 N1 2.0112(15) . ?
Zn2 O3 2.0734(12) . ?
Zn2 O3 2.0734(12) 2_667 ?
Zn2 O8 2.1864(13) . ?
Zn2 O8 2.1864(13) 2_667 ?
Zn2 O9 2.0514(14) 2_667 ?
Zn2 O9 2.0514(14) . ?
O1 C7 1.268(2) . ?
O2 C7 1.245(2) . ?
O3 C8 1.261(2) . ?
O4 C8 1.265(2) . ?
O5 Zn1 1.9264(13) 2_666 ?
O5 C9 1.278(2) . ?
O6 C9 1.238(2) . ?
O7 H7A 0.81(3) . ?
O7 H7B 0.75(3) . ?
O8 H8A 0.82(2) . ?
O8 H8B 0.82(2) . ?
O9 H9A 0.80(3) . ?
O9 H9B 0.80(3) . ?
O10 C15 1.227(2) . ?
O11 H11A 0.79(3) . ?
O11 H11B 0.77(3) . ?
O12 H12A 0.81(3) . ?
O12 H12B 0.79(3) . ?
N1 C10 1.345(2) . ?
N1 C14 1.338(2) . ?
N2 H2 0.8600 . ?
N2 C11 1.404(2) . ?
N2 C15 1.356(2) . ?
C1 C2 1.407(2) . ?
C1 C6 1.407(2) . ?
C1 C7 1.523(2) . ?
C2 C3 1.395(3) . ?
C2 C9 1.507(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.387(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.389(3) . ?
C6 C8 1.508(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.387(2) . ?
C11 C12 1.393(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.383(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.381(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.503(3) . ?
C16 C16 1.514(4) 2_757 ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?

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
_geom_angle_publ_flag
O1 Zn1 O7 107.57(6) . . ?
O1 Zn1 N1 116.66(6) . . ?
O5 Zn1 O1 111.50(6) 2_666 . ?
O5 Zn1 O7 115.30(6) 2_666 . ?
O5 Zn1 N1 105.51(6) 2_666 . ?
O7 Zn1 N1 100.08(6) . . ?
O3 Zn2 O3 180.000(1) . 2_667 ?
O3 Zn2 O8 90.96(5) 2_667 . ?
O3 Zn2 O8 90.96(5) . 2_667 ?
O3 Zn2 O8 89.04(5) 2_667 2_667 ?
O3 Zn2 O8 89.04(5) . . ?
O8 Zn2 O8 180.000(1) . 2_667 ?
O9 Zn2 O3 89.22(6) 2_667 2_667 ?
O9 Zn2 O3 90.78(6) . 2_667 ?
O9 Zn2 O3 90.78(6) 2_667 . ?
O9 Zn2 O3 89.22(6) . . ?
O9 Zn2 O8 91.97(5) . . ?
O9 Zn2 O8 88.03(5) 2_667 . ?
O9 Zn2 O8 88.03(5) . 2_667 ?
O9 Zn2 O8 91.97(5) 2_667 2_667 ?
O9 Zn2 O9 180.000(1) 2_667 . ?
C7 O1 Zn1 132.75(12) . . ?
C8 O3 Zn2 128.56(12) . . ?
C9 O5 Zn1 116.42(11) . 2_666 ?
Zn1 O7 H7A 119.5(17) . . ?
Zn1 O7 H7B 114.6(19) . . ?
H7A O7 H7B 111(3) . . ?
Zn2 O8 H8A 98.9(16) . . ?
Zn2 O8 H8B 125.5(17) . . ?
H8A O8 H8B 109(2) . . ?
Zn2 O9 H9A 115.4(17) . . ?
Zn2 O9 H9B 109.9(18) . . ?
H9A O9 H9B 105(2) . . ?
H11A O11 H11B 105(3) . . ?
H12A O12 H12B 107(3) . . ?
C10 N1 Zn1 115.00(12) . . ?
C14 N1 Zn1 125.02(12) . . ?
C14 N1 C10 119.97(16) . . ?
C11 N2 H2 116.6 . . ?
C15 N2 H2 116.6 . . ?
C15 N2 C11 126.80(15) . . ?
C2 C1 C6 118.61(16) . . ?
C2 C1 C7 122.61(15) . . ?
C6 C1 C7 118.59(15) . . ?
C1 C2 C9 122.38(16) . . ?
C3 C2 C1 120.09(16) . . ?
C3 C2 C9 117.52(16) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.74(17) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.53(17) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.76(17) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C8 122.16(16) . . ?
C5 C6 C1 120.25(16) . . ?
C5 C6 C8 117.41(16) . . ?
O1 C7 C1 121.66(15) . . ?
O2 C7 O1 123.29(16) . . ?
O2 C7 C1 114.99(15) . . ?
O3 C8 O4 125.44(17) . . ?
O3 C8 C6 116.79(16) . . ?
O4 C8 C6 117.72(16) . . ?
O5 C9 C2 115.76(16) . . ?
O6 C9 O5 124.67(17) . . ?
O6 C9 C2 119.56(16) . . ?
N1 C10 H10 119.0 . . ?
N1 C10 C11 122.06(17) . . ?
C11 C10 H10 119.0 . . ?
C10 C11 N2 122.92(16) . . ?
C10 C11 C12 117.93(16) . . ?
C12 C11 N2 119.15(16) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 C11 119.33(17) . . ?
C13 C12 H12 120.3 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.68(18) . . ?
C14 C13 H13 120.2 . . ?
N1 C14 C13 121.01(17) . . ?
N1 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
O10 C15 N2 123.30(17) . . ?
O10 C15 C16 121.58(17) . . ?
N2 C15 C16 115.10(16) . . ?
C15 C16 C16 111.5(2) . 2_757 ?
C15 C16 H16A 109.3 . . ?
C15 C16 H16B 109.3 . . ?
C16 C16 H16A 109.3 2_757 . ?
C16 C16 H16B 109.3 2_757 . ?
H16A C16 H16B 108.0 . . ?

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
O7 H7A O2 0.81(3) 1.88(3) 2.6896(19) 174(2) 1_655
O7 H7B O8 0.75(3) 1.93(3) 2.680(2) 178(3) .
O8 H8A O4 0.82(2) 1.81(3) 2.610(2) 164(2) 2_667
O8 H8B O12 0.82(2) 1.96(3) 2.766(2) 168(2) 2_666
O9 H9A O10 0.80(3) 1.92(3) 2.709(2) 167(2) 2_667
O9 H9B O11 0.80(3) 1.93(3) 2.732(2) 174(3) 1_455
O11 H11A O2 0.79(3) 2.09(3) 2.821(2) 154(3) 1_655
O11 H11B O4 0.77(3) 2.10(3) 2.865(2) 168(3) 2_667
O12 H12A O6 0.81(3) 1.97(3) 2.765(2) 165(2) .
O12 H12B O11 0.79(3) 2.01(3) 2.748(2) 156(2) 2_766
N2 H2 O12 0.86 2.02 2.872(2) 170.9 2_756

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C7 O2 -174.70(12) . . . . ?
Zn1 O1 C7 C1 8.2(3) . . . . ?
Zn1 O5 C9 O6 -11.7(2) 2_666 . . . ?
Zn1 O5 C9 C2 167.00(11) 2_666 . . . ?
Zn1 N1 C10 C11 179.66(14) . . . . ?
Zn1 N1 C14 C13 178.76(14) . . . . ?
Zn2 O3 C8 O4 15.9(3) . . . . ?
Zn2 O3 C8 C6 -161.38(11) . . . . ?
O1 Zn1 N1 C10 -68.28(14) . . . . ?
O1 Zn1 N1 C14 112.15(15) . . . . ?
O3 Zn2 O3 C8 -159(100) 2_667 . . . ?
O5 Zn1 O1 C7 120.27(16) 2_666 . . . ?
O5 Zn1 N1 C10 167.33(12) 2_666 . . . ?
O5 Zn1 N1 C14 -12.25(16) 2_666 . . . ?
O7 Zn1 O1 C7 -112.40(16) . . . . ?
O7 Zn1 N1 C10 47.34(14) . . . . ?
O7 Zn1 N1 C14 -132.24(15) . . . . ?
O8 Zn2 O3 C8 3.23(15) 2_667 . . . ?
O8 Zn2 O3 C8 -176.77(15) . . . . ?
O9 Zn2 O3 C8 95.21(15) 2_667 . . . ?
O9 Zn2 O3 C8 -84.79(15) . . . . ?
O10 C15 C16 C16 -11.6(3) . . . 2_757 ?
N1 Zn1 O1 C7 -1.03(18) . . . . ?
N1 C10 C11 N2 -178.43(17) . . . . ?
N1 C10 C11 C12 1.8(3) . . . . ?
N2 C11 C12 C13 178.86(17) . . . . ?
N2 C15 C16 C16 170.0(2) . . . 2_757 ?
C1 C2 C3 C4 0.3(3) . . . . ?
C1 C2 C9 O5 -14.5(2) . . . . ?
C1 C2 C9 O6 164.28(17) . . . . ?
C1 C6 C8 O3 -35.6(2) . . . . ?
C1 C6 C8 O4 146.91(17) . . . . ?
C2 C1 C6 C5 -1.6(3) . . . . ?
C2 C1 C6 C8 173.40(16) . . . . ?
C2 C1 C7 O1 -81.9(2) . . . . ?
C2 C1 C7 O2 100.8(2) . . . . ?
C2 C3 C4 C5 -0.6(3) . . . . ?
C3 C2 C9 O5 167.24(16) . . . . ?
C3 C2 C9 O6 -14.0(3) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C4 C5 C6 C1 1.4(3) . . . . ?
C4 C5 C6 C8 -173.90(17) . . . . ?
C5 C6 C8 O3 139.57(17) . . . . ?
C5 C6 C8 O4 -37.9(2) . . . . ?
C6 C1 C2 C3 0.8(3) . . . . ?
C6 C1 C2 C9 -177.42(16) . . . . ?
C6 C1 C7 O1 103.2(2) . . . . ?
C6 C1 C7 O2 -74.1(2) . . . . ?
C7 C1 C2 C3 -174.08(16) . . . . ?
C7 C1 C2 C9 7.7(3) . . . . ?
C7 C1 C6 C5 173.48(16) . . . . ?
C7 C1 C6 C8 -11.5(2) . . . . ?
C9 C2 C3 C4 178.60(16) . . . . ?
C10 N1 C14 C13 -0.8(3) . . . . ?
C10 C11 C12 C13 -1.4(3) . . . . ?
C11 N2 C15 O10 -3.2(3) . . . . ?
C11 N2 C15 C16 175.16(17) . . . . ?
C11 C12 C13 C14 0.0(3) . . . . ?
C12 C13 C14 N1 1.2(3) . . . . ?
C14 N1 C10 C11 -0.7(3) . . . . ?
C15 N2 C11 C10 2.0(3) . . . . ?
C15 N2 C11 C12 -178.25(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_b140621b_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1447946'
_audit_update_record             
;
2016-01-16 deposited with the CCDC.
2016-03-21 downloaded from the CCDC.
;
_audit_creation_date             2014-11-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C16 H16 Co0.12 N2 O10 Zn1.38, 2(H2 O)'
_chemical_formula_sum            'C16 H20 Co0.12 N2 O12 Zn1.38'
_chemical_formula_weight         529.62
_chemical_melting_point          ?
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'
Co Co 0.3494 0.9721 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   7.2017(5)
_cell_length_b                   10.5220(7)
_cell_length_c                   13.3762(9)
_cell_angle_alpha                79.622(3)
_cell_angle_beta                 75.172(3)
_cell_angle_gamma                75.896(3)
_cell_volume                     942.78(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9865
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.324
_cell_measurement_theta_min      2.401
_exptl_absorpt_coefficient_mu    1.950
_exptl_absorpt_correction_T_max  0.8289
_exptl_absorpt_correction_T_min  0.5923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.866
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             541
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0753
_diffrn_reflns_av_unetI/netI     0.0492
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            37804
_diffrn_reflns_theta_full        28.33
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         2.40
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                3757
_reflns_number_total             4691
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.630
_refine_diff_density_min         -0.655
_refine_diff_density_rms         0.105
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4691
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0384
_refine_ls_restrained_S_all      1.019
_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)+(0.0204P)²+1.6314P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0682
_refine_ls_wR_factor_ref         0.0743
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Shared sites
{Zn2, Co1}
3. Uiso/Uaniso restraints and constraints
Uanis(Zn2) = Uanis(Co1)
4. Others
 Fixed Sof: Zn2(0.38) Co1(0.12)
5.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
5.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C12(H12), C13(H13), C14(H14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Zn1 Zn 0.65807(4) 0.51581(3) 0.61027(2) 0.01055(8) Uani 1 d . . 1 . . .
Zn2 Zn 0.5000 0.5000 1.0000 0.00863(10) Uani 0.76 d . 1 2 S T P
Co1 Co 0.5000 0.5000 1.0000 0.00863(10) Uani 0.24 d . 2 2 S T P
O1 O 0.3898(2) 0.51385(16) 0.68249(13) 0.0119(4) Uani 1 d . . 1 . . .
O2 O 0.1179(2) 0.44046(17) 0.75784(14) 0.0137(4) Uani 1 d . . 1 . . .
O3 O 0.4473(3) 0.39392(16) 0.89753(13) 0.0127(4) Uani 1 d . . 1 . . .
O4 O 0.3465(3) 0.22185(18) 1.00466(13) 0.0160(4) Uani 1 d . . 1 . . .
O5 O 0.3271(3) 0.38592(17) 0.52680(13) 0.0141(4) Uani 1 d . . 1 . . .
O6 O 0.5198(3) 0.20966(18) 0.45588(13) 0.0173(4) Uani 1 d . . 1 . . .
O7 O 0.7835(3) 0.57735(19) 0.70365(15) 0.0150(4) Uani 1 d . . 1 . . .
H7A H 0.884(5) 0.533(3) 0.714(2) 0.023 Uiso 1 d . . 1 R . .
H7B H 0.716(5) 0.600(3) 0.758(3) 0.023 Uiso 1 d . . 1 R . .
O8 O 0.5307(3) 0.66308(18) 0.87473(14) 0.0126(4) Uani 1 d . . 1 . . .
H8A H 0.562(4) 0.716(3) 0.906(2) 0.019 Uiso 1 d . . 1 R . .
H8B H 0.442(5) 0.706(3) 0.846(2) 0.019 Uiso 1 d . . 1 R . .
O9 O 0.2032(3) 0.57051(19) 1.04475(15) 0.0149(4) Uani 1 d . . 1 . . .
H9A H 0.173(5) 0.635(3) 1.074(3) 0.022 Uiso 1 d . . 1 R . .
H9B H 0.153(5) 0.590(3) 0.993(3) 0.022 Uiso 1 d . . 1 R . .
O10 O 0.8620(3) 0.19161(17) 0.88747(14) 0.0175(4) Uani 1 d . . 1 . . .
O11 O 1.0237(3) 0.6486(2) 0.88063(16) 0.0198(4) Uani 1 d . . 1 . . .
H11A H 1.029(5) 0.584(4) 0.856(3) 0.030 Uiso 1 d . . 1 R . .
H11B H 0.919(5) 0.678(3) 0.907(3) 0.030 Uiso 1 d . . 1 R . .
O12 O 0.7254(3) 0.20364(19) 0.25077(16) 0.0161(4) Uani 1 d . . 1 . . .
H12A H 0.668(5) 0.218(3) 0.306(3) 0.024 Uiso 1 d . . 1 R . .
H12B H 0.802(5) 0.253(3) 0.229(3) 0.024 Uiso 1 d . . 1 R . .
N1 N 0.8388(3) 0.3394(2) 0.58852(16) 0.0103(4) Uani 1 d . . 1 . . .
N2 N 1.0434(3) 0.0594(2) 0.76490(16) 0.0116(4) Uani 1 d . . 1 . . .
H2 H 1.1234 -0.0152 0.7564 0.014 Uiso 1 calc . . 1 R . .
C1 C 0.4038(3) 0.2768(2) 0.72521(19) 0.0083(5) Uani 1 d . . 1 . . .
C2 C 0.4562(3) 0.2051(2) 0.63963(19) 0.0093(5) Uani 1 d . . 1 . . .
C3 C 0.5365(4) 0.0701(2) 0.65194(19) 0.0115(5) Uani 1 d . . 1 . . .
H3 H 0.5714 0.0234 0.5948 0.014 Uiso 1 calc . . 1 R . .
C4 C 0.5652(4) 0.0045(2) 0.74834(19) 0.0125(5) Uani 1 d . . 1 . . .
H4 H 0.6175 -0.0857 0.7560 0.015 Uiso 1 calc . . 1 R . .
C5 C 0.5151(4) 0.0745(2) 0.8328(2) 0.0115(5) Uani 1 d . . 1 . . .
H5 H 0.5338 0.0307 0.8975 0.014 Uiso 1 calc . . 1 R . .
C6 C 0.4372(3) 0.2096(2) 0.82233(19) 0.0097(5) Uani 1 d . . 1 . . .
C7 C 0.2981(4) 0.4213(2) 0.71971(18) 0.0096(5) Uani 1 d . . 1 . . .
C8 C 0.4053(3) 0.2811(2) 0.91558(19) 0.0109(5) Uani 1 d . . 1 . . .
C9 C 0.4341(4) 0.2693(2) 0.53195(19) 0.0110(5) Uani 1 d . . 1 . . .
C10 C 0.8807(4) 0.2645(2) 0.67597(19) 0.0108(5) Uani 1 d . . 1 . . .
H10 H 0.8268 0.2974 0.7395 0.013 Uiso 1 calc . . 1 R . .
C11 C 1.0019(3) 0.1400(2) 0.67426(19) 0.0103(5) Uani 1 d . . 1 . . .
C12 C 1.0856(4) 0.0945(2) 0.5779(2) 0.0123(5) Uani 1 d . . 1 . . .
H12 H 1.1701 0.0123 0.5736 0.015 Uiso 1 calc . . 1 R . .
C13 C 1.0419(4) 0.1728(3) 0.48842(19) 0.0144(5) Uani 1 d . . 1 . . .
H13 H 1.0966 0.1433 0.4236 0.017 Uiso 1 calc . . 1 R . .
C14 C 0.9167(4) 0.2948(3) 0.49597(19) 0.0133(5) Uani 1 d . . 1 . . .
H14 H 0.8861 0.3468 0.4360 0.016 Uiso 1 calc . . 1 R . .
C15 C 0.9705(4) 0.0869(2) 0.86423(19) 0.0119(5) Uani 1 d . . 1 . . .
C16 C 1.0280(4) -0.0229(3) 0.94675(19) 0.0164(6) Uani 1 d . . 1 . . .
H16A H 1.1688 -0.0562 0.9288 0.020 Uiso 1 calc . . 1 R . .
H16B H 0.9641 -0.0947 0.9487 0.020 Uiso 1 calc . . 1 R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.9298(17) . ?
Zn1 O5 1.9268(17) 2_666 ?
Zn1 O7 1.9874(19) . ?
Zn1 N1 2.012(2) . ?
Zn2 O3 2.0719(17) 2_667 ?
Zn2 O3 2.0719(17) . ?
Zn2 O8 2.1819(18) 2_667 ?
Zn2 O8 2.1819(18) . ?
Zn2 O9 2.0515(18) 2_667 ?
Zn2 O9 2.0515(18) . ?
O1 C7 1.266(3) . ?
O2 C7 1.247(3) . ?
O3 C8 1.262(3) . ?
O4 C8 1.261(3) . ?
O5 Zn1 1.9268(17) 2_666 ?
O5 C9 1.280(3) . ?
O6 C9 1.237(3) . ?
O7 H7A 0.79(3) . ?
O7 H7B 0.81(3) . ?
O8 H8A 0.85(3) . ?
O8 H8B 0.82(3) . ?
O9 H9A 0.80(3) . ?
O9 H9B 0.83(3) . ?
O10 C15 1.225(3) . ?
O11 H11A 0.79(4) . ?
O11 H11B 0.76(4) . ?
O12 H12A 0.77(3) . ?
O12 H12B 0.81(3) . ?
N1 C10 1.346(3) . ?
N1 C14 1.339(3) . ?
N2 H2 0.8600 . ?
N2 C11 1.403(3) . ?
N2 C15 1.353(3) . ?
C1 C2 1.405(3) . ?
C1 C6 1.411(3) . ?
C1 C7 1.524(3) . ?
C2 C3 1.394(3) . ?
C2 C9 1.507(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.388(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.391(3) . ?
C6 C8 1.510(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.387(3) . ?
C11 C12 1.392(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.382(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.505(3) . ?
C16 C16 1.511(5) 2_757 ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?

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
_geom_angle_publ_flag
O1 Zn1 O7 107.42(8) . . ?
O1 Zn1 N1 116.72(8) . . ?
O5 Zn1 O1 111.56(7) 2_666 . ?
O5 Zn1 O7 115.53(8) 2_666 . ?
O5 Zn1 N1 105.36(8) 2_666 . ?
O7 Zn1 N1 100.02(8) . . ?
O3 Zn2 O3 180.000(1) 2_667 . ?
O3 Zn2 O8 90.98(7) . 2_667 ?
O3 Zn2 O8 89.02(7) 2_667 2_667 ?
O3 Zn2 O8 89.02(7) . . ?
O3 Zn2 O8 90.98(7) 2_667 . ?
O8 Zn2 O8 180.000(1) . 2_667 ?
O9 Zn2 O3 89.14(7) . . ?
O9 Zn2 O3 90.86(7) . 2_667 ?
O9 Zn2 O3 90.86(7) 2_667 . ?
O9 Zn2 O3 89.14(7) 2_667 2_667 ?
O9 Zn2 O8 88.14(7) 2_667 . ?
O9 Zn2 O8 91.86(7) 2_667 2_667 ?
O9 Zn2 O8 88.14(7) . 2_667 ?
O9 Zn2 O8 91.86(7) . . ?
O9 Zn2 O9 180.000(1) 2_667 . ?
C7 O1 Zn1 132.72(16) . . ?
C8 O3 Zn2 128.50(16) . . ?
C9 O5 Zn1 116.27(16) . 2_666 ?
Zn1 O7 H7A 117(2) . . ?
Zn1 O7 H7B 118(2) . . ?
H7A O7 H7B 109(3) . . ?
Zn2 O8 H8A 100(2) . . ?
Zn2 O8 H8B 125(2) . . ?
H8A O8 H8B 107(3) . . ?
Zn2 O9 H9A 115(2) . . ?
Zn2 O9 H9B 110(2) . . ?
H9A O9 H9B 107(3) . . ?
H11A O11 H11B 111(4) . . ?
H12A O12 H12B 109(3) . . ?
C10 N1 Zn1 115.02(16) . . ?
C14 N1 Zn1 124.94(17) . . ?
C14 N1 C10 120.0(2) . . ?
C11 N2 H2 116.6 . . ?
C15 N2 H2 116.6 . . ?
C15 N2 C11 126.8(2) . . ?
C2 C1 C6 118.6(2) . . ?
C2 C1 C7 122.8(2) . . ?
C6 C1 C7 118.5(2) . . ?
C1 C2 C9 122.4(2) . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 C9 117.5(2) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.9(2) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.4(2) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.9(2) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C8 122.2(2) . . ?
C5 C6 C1 120.2(2) . . ?
C5 C6 C8 117.5(2) . . ?
O1 C7 C1 121.7(2) . . ?
O2 C7 O1 123.3(2) . . ?
O2 C7 C1 114.9(2) . . ?
O3 C8 C6 116.7(2) . . ?
O4 C8 O3 125.5(2) . . ?
O4 C8 C6 117.8(2) . . ?
O5 C9 C2 115.7(2) . . ?
O6 C9 O5 124.6(2) . . ?
O6 C9 C2 119.6(2) . . ?
N1 C10 H10 119.0 . . ?
N1 C10 C11 122.1(2) . . ?
C11 C10 H10 119.0 . . ?
C10 C11 N2 122.8(2) . . ?
C10 C11 C12 117.9(2) . . ?
C12 C11 N2 119.3(2) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 C11 119.4(2) . . ?
C13 C12 H12 120.3 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.7(2) . . ?
C14 C13 H13 120.2 . . ?
N1 C14 C13 120.9(2) . . ?
N1 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
O10 C15 N2 123.6(2) . . ?
O10 C15 C16 121.2(2) . . ?
N2 C15 C16 115.2(2) . . ?
C15 C16 C16 111.9(3) . 2_757 ?
C15 C16 H16A 109.2 . . ?
C15 C16 H16B 109.2 . . ?
C16 C16 H16A 109.2 2_757 . ?
C16 C16 H16B 109.2 2_757 . ?
H16A C16 H16B 107.9 . . ?

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
O7 H7A O2 0.79(3) 1.90(3) 2.688(3) 170(3) 1_655
O7 H7B O8 0.81(3) 1.88(3) 2.679(3) 172(3) .
O8 H8A O4 0.85(3) 1.78(3) 2.609(3) 162(3) 2_667
O8 H8B O12 0.82(3) 1.96(3) 2.768(3) 167(3) 2_666
O9 H9A O10 0.80(3) 1.93(3) 2.708(3) 165(3) 2_667
O9 H9B O11 0.83(3) 1.90(3) 2.730(3) 175(3) 1_455
O11 H11A O2 0.79(4) 2.06(4) 2.821(3) 161(3) 1_655
O11 H11B O4 0.76(4) 2.12(4) 2.865(3) 169(4) 2_667
O12 H12A O6 0.77(3) 2.01(4) 2.768(3) 166(3) .
O12 H12B O11 0.81(3) 1.99(3) 2.744(3) 156(3) 2_766
N2 H2 O12 0.86 2.02 2.874(3) 170.8 2_756
C10 H10 O10 0.93 2.13 2.772(3) 125.0 .

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C7 O2 -174.59(17) . . . . ?
Zn1 O1 C7 C1 8.1(3) . . . . ?
Zn1 O5 C9 O6 -11.7(3) 2_666 . . . ?
Zn1 O5 C9 C2 167.07(16) 2_666 . . . ?
Zn1 N1 C10 C11 179.51(19) . . . . ?
Zn1 N1 C14 C13 179.05(18) . . . . ?
Zn2 O3 C8 O4 16.0(4) . . . . ?
Zn2 O3 C8 C6 -161.19(15) . . . . ?
O1 Zn1 N1 C10 -68.22(19) . . . . ?
O1 Zn1 N1 C14 112.2(2) . . . . ?
O3 Zn2 O3 C8 -27(100) 2_667 . . . ?
O5 Zn1 O1 C7 120.1(2) 2_666 . . . ?
O5 Zn1 N1 C10 167.38(17) 2_666 . . . ?
O5 Zn1 N1 C14 -12.2(2) 2_666 . . . ?
O7 Zn1 O1 C7 -112.3(2) . . . . ?
O7 Zn1 N1 C10 47.21(18) . . . . ?
O7 Zn1 N1 C14 -132.4(2) . . . . ?
O8 Zn2 O3 C8 3.1(2) 2_667 . . . ?
O8 Zn2 O3 C8 -176.9(2) . . . . ?
O9 Zn2 O3 C8 94.9(2) 2_667 . . . ?
O9 Zn2 O3 C8 -85.1(2) . . . . ?
O10 C15 C16 C16 -11.5(4) . . . 2_757 ?
N1 Zn1 O1 C7 -1.1(2) . . . . ?
N1 C10 C11 N2 -178.4(2) . . . . ?
N1 C10 C11 C12 1.9(4) . . . . ?
N2 C11 C12 C13 178.8(2) . . . . ?
N2 C15 C16 C16 169.9(3) . . . 2_757 ?
C1 C2 C3 C4 0.3(4) . . . . ?
C1 C2 C9 O5 -14.4(3) . . . . ?
C1 C2 C9 O6 164.4(2) . . . . ?
C1 C6 C8 O3 -35.7(3) . . . . ?
C1 C6 C8 O4 146.9(2) . . . . ?
C2 C1 C6 C5 -1.9(3) . . . . ?
C2 C1 C6 C8 173.5(2) . . . . ?
C2 C1 C7 O1 -81.7(3) . . . . ?
C2 C1 C7 O2 100.8(3) . . . . ?
C2 C3 C4 C5 -0.7(4) . . . . ?
C3 C2 C9 O5 167.2(2) . . . . ?
C3 C2 C9 O6 -13.9(3) . . . . ?
C3 C4 C5 C6 -0.2(4) . . . . ?
C4 C5 C6 C1 1.5(4) . . . . ?
C4 C5 C6 C8 -174.1(2) . . . . ?
C5 C6 C8 O3 139.8(2) . . . . ?
C5 C6 C8 O4 -37.7(3) . . . . ?
C6 C1 C2 C3 1.0(3) . . . . ?
C6 C1 C2 C9 -177.3(2) . . . . ?
C6 C1 C7 O1 103.2(3) . . . . ?
C6 C1 C7 O2 -74.3(3) . . . . ?
C7 C1 C2 C3 -174.2(2) . . . . ?
C7 C1 C2 C9 7.5(4) . . . . ?
C7 C1 C6 C5 173.5(2) . . . . ?
C7 C1 C6 C8 -11.2(3) . . . . ?
C9 C2 C3 C4 178.7(2) . . . . ?
C10 N1 C14 C13 -0.6(4) . . . . ?
C10 C11 C12 C13 -1.5(4) . . . . ?
C11 N2 C15 O10 -3.3(4) . . . . ?
C11 N2 C15 C16 175.2(2) . . . . ?
C11 C12 C13 C14 0.2(4) . . . . ?
C12 C13 C14 N1 0.9(4) . . . . ?
C14 N1 C10 C11 -0.8(4) . . . . ?
C15 N2 C11 C10 2.2(4) . . . . ?
C15 N2 C11 C12 -178.1(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_g140902a
_database_code_depnum_ccdc_archive 'CCDC 1447947'
_audit_update_record             
;
2016-01-16 deposited with the CCDC.
2016-03-21 downloaded from the CCDC.
;
_audit_creation_date             2014-11-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C16 H16 Co0.3 N2 O10 Zn1.2, 2(H2 O)'
_chemical_formula_sum            'C16 H20 Co0.30 N2 O12 Zn1.20'
_chemical_formula_weight         528.46
_chemical_melting_point          ?
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'
Co Co 0.3494 0.9721 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   7.2538(4)
_cell_length_b                   10.5659(10)
_cell_length_c                   13.3762(9)
_cell_angle_alpha                79.593(7)
_cell_angle_beta                 75.556(5)
_cell_angle_gamma                75.382(7)
_cell_volume                     953.04(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5728
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.9190
_cell_measurement_theta_min      3.0610
_exptl_absorpt_coefficient_mu    1.859
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark pink'
_exptl_crystal_density_diffrn    1.842
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             540
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10115
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.97
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.4471
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -55.00   43.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       13.6514  -57.0000    0.0000 98

#__ type_ start__ end____ width___ exp.time_
  2 omega  -60.00   41.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       13.6514  -77.0000  120.0000 101

#__ type_ start__ end____ width___ exp.time_
  3 omega  -18.00   54.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       13.6514  -99.0000 -120.0000 72

#__ type_ start__ end____ width___ exp.time_
  4 omega  -23.00    4.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       13.6514  -57.0000  -30.0000 27

#__ type_ start__ end____ width___ exp.time_
  5 omega  -14.00   28.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.4327  -99.0000 -120.0000 42

#__ type_ start__ end____ width___ exp.time_
  6 omega  -20.00   92.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       13.6514   77.0000   90.0000 112
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0965704000
_diffrn_orient_matrix_UB_12      -0.0055542000
_diffrn_orient_matrix_UB_13      0.0250843000
_diffrn_orient_matrix_UB_21      -0.0241489000
_diffrn_orient_matrix_UB_22      0.0064222000
_diffrn_orient_matrix_UB_23      -0.0491639000
_diffrn_orient_matrix_UB_31      0.0281784000
_diffrn_orient_matrix_UB_32      -0.0694127000
_diffrn_orient_matrix_UB_33      0.0004276000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3315
_reflns_number_total             3877
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.464
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         3877
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0311
_refine_ls_restrained_S_all      1.029
_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)+(0.0355P)²+0.4198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0738
_refine_ls_wR_factor_ref         0.0797
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Shared sites
{Zn2, Co1}
3. Uiso/Uaniso restraints and constraints
Uanis(Zn2) = Uanis(Co1)
4. Others
 Fixed Sof: Zn2(0.2) Co1(0.3)
5.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
5.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C12(H12), C13(H13), C14(H14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Zn1 Zn 0.65769(4) 0.51466(3) 0.61026(2) 0.02392(10) Uani 1 d . . 1 . . .
Zn2 Zn 0.5000 0.5000 1.0000 0.02060(12) Uani 0.40 d . 1 2 S T P
Co1 Co 0.5000 0.5000 1.0000 0.02060(12) Uani 0.60 d . 2 2 S T P
O1 O 0.3932(2) 0.51392(16) 0.68293(13) 0.0262(4) Uani 1 d . . 1 . . .
O2 O 0.1223(2) 0.44428(18) 0.75657(14) 0.0304(4) Uani 1 d . . 1 . . .
O3 O 0.4487(3) 0.39360(16) 0.89750(13) 0.0272(4) Uani 1 d . . 1 . . .
O4 O 0.3539(3) 0.22154(18) 1.00360(13) 0.0346(4) Uani 1 d . . 1 . . .
O5 O 0.3287(3) 0.38833(17) 0.52651(13) 0.0320(4) Uani 1 d . . 1 . . .
O6 O 0.5146(3) 0.21193(19) 0.45672(13) 0.0368(5) Uani 1 d . . 1 . . .
O7 O 0.7830(3) 0.5761(2) 0.70365(15) 0.0336(5) Uani 1 d . . 1 . . .
H7A H 0.897(5) 0.529(3) 0.711(2) 0.050 Uiso 1 d . . 1 R . .
H7B H 0.719(5) 0.593(4) 0.746(3) 0.050 Uiso 1 d . . 1 R . .
O8 O 0.5294(3) 0.66183(19) 0.87526(14) 0.0289(4) Uani 1 d . . 1 . . .
H8A H 0.560(5) 0.708(3) 0.907(2) 0.043 Uiso 1 d . . 1 R . .
H8B H 0.451(5) 0.698(3) 0.849(3) 0.043 Uiso 1 d . . 1 R . .
O9 O 0.2037(3) 0.5706(2) 1.04393(16) 0.0337(5) Uani 1 d . . 1 . . .
H9A H 0.173(5) 0.634(4) 1.072(3) 0.050 Uiso 1 d . . 1 R . .
H9B H 0.154(5) 0.593(3) 0.990(3) 0.050 Uiso 1 d . . 1 R . .
O10 O 0.8699(3) 0.19303(18) 0.88647(15) 0.0415(5) Uani 1 d . . 1 . . .
O11 O 1.0201(3) 0.6514(2) 0.88086(19) 0.0456(6) Uani 1 d . . 1 . . .
H11A H 1.024(6) 0.594(4) 0.856(3) 0.068 Uiso 1 d . . 1 R . .
H11B H 0.906(6) 0.681(4) 0.908(3) 0.068 Uiso 1 d . . 1 R . .
O12 O 0.7266(3) 0.2043(2) 0.25317(17) 0.0378(5) Uani 1 d . . 1 . . .
H12A H 0.674(5) 0.213(3) 0.312(3) 0.057 Uiso 1 d . . 1 R . .
H12B H 0.797(5) 0.250(4) 0.233(3) 0.057 Uiso 1 d . . 1 R . .
N1 N 0.8386(3) 0.3389(2) 0.58941(15) 0.0241(4) Uani 1 d . . 1 . . .
N2 N 1.0434(3) 0.05923(19) 0.76527(15) 0.0266(5) Uani 1 d . . 1 . . .
H2 H 1.1197 -0.0167 0.7570 0.032 Uiso 1 calc . . 1 R . .
C1 C 0.4047(3) 0.2786(2) 0.72555(17) 0.0181(5) Uani 1 d . . 1 . . .
C2 C 0.4551(3) 0.2077(2) 0.63961(18) 0.0201(5) Uani 1 d . . 1 . . .
C3 C 0.5351(3) 0.0730(2) 0.65207(19) 0.0245(5) Uani 1 d . . 1 . . .
H3 H 0.5691 0.0265 0.5951 0.029 Uiso 1 calc . . 1 R . .
C4 C 0.5648(4) 0.0076(2) 0.74754(19) 0.0270(6) Uani 1 d . . 1 . . .
H4 H 0.6172 -0.0826 0.7550 0.032 Uiso 1 calc . . 1 R . .
C5 C 0.5164(4) 0.0766(2) 0.83201(18) 0.0253(5) Uani 1 d . . 1 . . .
H5 H 0.5358 0.0324 0.8965 0.030 Uiso 1 calc . . 1 R . .
C6 C 0.4390(3) 0.2112(2) 0.82167(17) 0.0207(5) Uani 1 d . . 1 . . .
C7 C 0.3008(3) 0.4229(2) 0.71936(17) 0.0203(5) Uani 1 d . . 1 . . .
C8 C 0.4088(3) 0.2814(2) 0.91517(18) 0.0227(5) Uani 1 d . . 1 . . .
C9 C 0.4324(3) 0.2720(2) 0.53251(18) 0.0225(5) Uani 1 d . . 1 . . .
C10 C 0.8804(4) 0.2639(2) 0.67628(19) 0.0251(5) Uani 1 d . . 1 . . .
H10 H 0.8254 0.2962 0.7398 0.030 Uiso 1 calc . . 1 R . .
C11 C 1.0027(3) 0.1400(2) 0.67489(19) 0.0229(5) Uani 1 d . . 1 . . .
C12 C 1.0848(4) 0.0949(3) 0.5790(2) 0.0295(6) Uani 1 d . . 1 . . .
H12 H 1.1684 0.0124 0.5747 0.035 Uiso 1 calc . . 1 R . .
C13 C 1.0415(4) 0.1732(3) 0.4899(2) 0.0323(6) Uani 1 d . . 1 . . .
H13 H 1.0970 0.1443 0.4252 0.039 Uiso 1 calc . . 1 R . .
C14 C 0.9162(4) 0.2941(3) 0.49724(19) 0.0284(6) Uani 1 d . . 1 . . .
H14 H 0.8847 0.3457 0.4372 0.034 Uiso 1 calc . . 1 R . .
C15 C 0.9760(4) 0.0875(2) 0.8641(2) 0.0280(6) Uani 1 d . . 1 . . .
C16 C 1.0327(5) -0.0211(3) 0.9470(2) 0.0387(7) Uani 1 d . . 1 . . .
H16A H 0.9760 -0.0946 0.9458 0.046 Uiso 1 calc . . 1 R . .
H16B H 1.1734 -0.0515 0.9319 0.046 Uiso 1 calc . . 1 R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.9234(17) . ?
Zn1 O5 1.9212(17) 2_666 ?
Zn1 O7 1.991(2) . ?
Zn1 N1 2.006(2) . ?
Zn2 O3 2.0748(16) 2_667 ?
Zn2 O3 2.0748(16) . ?
Zn2 O8 2.1746(19) 2_667 ?
Zn2 O8 2.1746(19) . ?
Zn2 O9 2.0595(19) 2_667 ?
Zn2 O9 2.0595(19) . ?
O1 C7 1.267(3) . ?
O2 C7 1.244(3) . ?
O3 C8 1.258(3) . ?
O4 C8 1.257(3) . ?
O5 Zn1 1.9212(16) 2_666 ?
O5 C9 1.270(3) . ?
O6 C9 1.235(3) . ?
O7 H7A 0.87(3) . ?
O7 H7B 0.66(4) . ?
O8 H8A 0.80(3) . ?
O8 H8B 0.74(3) . ?
O9 H9A 0.79(4) . ?
O9 H9B 0.85(3) . ?
O10 C15 1.224(3) . ?
O11 H11A 0.73(4) . ?
O11 H11B 0.82(4) . ?
O12 H12A 0.79(4) . ?
O12 H12B 0.76(4) . ?
N1 C10 1.339(3) . ?
N1 C14 1.338(3) . ?
N2 H2 0.8600 . ?
N2 C11 1.398(3) . ?
N2 C15 1.350(3) . ?
C1 C2 1.407(3) . ?
C1 C6 1.400(3) . ?
C1 C7 1.518(3) . ?
C2 C3 1.391(3) . ?
C2 C9 1.500(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.378(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.379(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.387(3) . ?
C6 C8 1.509(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.384(3) . ?
C11 C12 1.387(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.379(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.371(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.498(4) . ?
C16 C16 1.490(5) 2_757 ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?

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
_geom_angle_publ_flag
O1 Zn1 O7 106.94(8) . . ?
O1 Zn1 N1 117.01(8) . . ?
O5 Zn1 O1 112.10(8) 2_666 . ?
O5 Zn1 O7 115.48(9) 2_666 . ?
O5 Zn1 N1 105.26(8) 2_666 . ?
O7 Zn1 N1 99.77(8) . . ?
O3 Zn2 O3 180.000(1) 2_667 . ?
O3 Zn2 O8 90.79(7) . 2_667 ?
O3 Zn2 O8 89.21(7) 2_667 2_667 ?
O3 Zn2 O8 89.21(7) . . ?
O3 Zn2 O8 90.79(7) 2_667 . ?
O8 Zn2 O8 180.000(1) . 2_667 ?
O9 Zn2 O3 89.04(8) . . ?
O9 Zn2 O3 90.96(8) . 2_667 ?
O9 Zn2 O3 90.96(8) 2_667 . ?
O9 Zn2 O3 89.04(8) 2_667 2_667 ?
O9 Zn2 O8 87.86(8) 2_667 . ?
O9 Zn2 O8 92.14(8) 2_667 2_667 ?
O9 Zn2 O8 87.86(8) . 2_667 ?
O9 Zn2 O8 92.14(8) . . ?
O9 Zn2 O9 180.000(1) 2_667 . ?
C7 O1 Zn1 133.22(15) . . ?
C8 O3 Zn2 128.71(15) . . ?
C9 O5 Zn1 116.52(15) . 2_666 ?
Zn1 O7 H7A 116(2) . . ?
Zn1 O7 H7B 111(3) . . ?
H7A O7 H7B 118(4) . . ?
Zn2 O8 H8A 97(2) . . ?
Zn2 O8 H8B 124(3) . . ?
H8A O8 H8B 112(3) . . ?
Zn2 O9 H9A 115(3) . . ?
Zn2 O9 H9B 110(2) . . ?
H9A O9 H9B 105(3) . . ?
H11A O11 H11B 109(4) . . ?
H12A O12 H12B 110(4) . . ?
C10 N1 Zn1 115.37(16) . . ?
C14 N1 Zn1 124.91(16) . . ?
C14 N1 C10 119.7(2) . . ?
C11 N2 H2 116.5 . . ?
C15 N2 H2 116.5 . . ?
C15 N2 C11 127.1(2) . . ?
C2 C1 C7 122.13(19) . . ?
C6 C1 C2 118.7(2) . . ?
C6 C1 C7 118.98(19) . . ?
C1 C2 C9 122.7(2) . . ?
C3 C2 C1 119.6(2) . . ?
C3 C2 C9 117.6(2) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.0(2) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.6(2) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C8 122.3(2) . . ?
C5 C6 C1 120.3(2) . . ?
C5 C6 C8 117.2(2) . . ?
O1 C7 C1 121.5(2) . . ?
O2 C7 O1 123.2(2) . . ?
O2 C7 C1 115.2(2) . . ?
O3 C8 C6 116.5(2) . . ?
O4 C8 O3 125.6(2) . . ?
O4 C8 C6 117.8(2) . . ?
O5 C9 C2 116.1(2) . . ?
O6 C9 O5 124.1(2) . . ?
O6 C9 C2 119.8(2) . . ?
N1 C10 H10 118.8 . . ?
N1 C10 C11 122.3(2) . . ?
C11 C10 H10 118.8 . . ?
C10 C11 N2 122.9(2) . . ?
C10 C11 C12 117.6(2) . . ?
C12 C11 N2 119.5(2) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 C11 119.5(2) . . ?
C13 C12 H12 120.2 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.7(2) . . ?
C14 C13 H13 120.1 . . ?
N1 C14 C13 121.0(2) . . ?
N1 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
O10 C15 N2 123.0(2) . . ?
O10 C15 C16 121.1(2) . . ?
N2 C15 C16 115.8(2) . . ?
C15 C16 H16A 109.1 . . ?
C15 C16 H16B 109.1 . . ?
C16 C16 C15 112.6(3) 2_757 . ?
C16 C16 H16A 109.1 2_757 . ?
C16 C16 H16B 109.1 2_757 . ?
H16A C16 H16B 107.8 . . ?

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
O7 H7A O2 0.87(3) 1.85(3) 2.699(3) 166(3) 1_655
O7 H7B O8 0.66(4) 2.04(4) 2.698(3) 175(4) .
O8 H8A O4 0.80(3) 1.82(3) 2.606(3) 167(3) 2_667
O8 H8B O12 0.74(3) 2.07(3) 2.791(3) 168(4) 2_666
O9 H9A O10 0.79(4) 1.93(4) 2.703(3) 167(4) 2_667
O9 H9B O11 0.85(3) 1.88(3) 2.732(3) 174(3) 1_455
O11 H11A O2 0.73(4) 2.12(4) 2.825(3) 161(4) 1_655
O11 H11B O4 0.82(4) 2.09(4) 2.893(3) 166(4) 2_667
O12 H12A O6 0.79(4) 1.99(4) 2.777(3) 170(4) .
O12 H12B O11 0.76(4) 2.07(4) 2.774(3) 155(4) 2_766
N2 H2 O12 0.86 2.02 2.880(3) 173.5 2_756
C10 H10 O10 0.93 2.12 2.763(3) 124.9 .

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C7 O2 -173.48(16) . . . . ?
Zn1 O1 C7 C1 9.8(3) . . . . ?
Zn1 O5 C9 O6 -11.8(3) 2_666 . . . ?
Zn1 O5 C9 C2 167.28(16) 2_666 . . . ?
Zn1 N1 C10 C11 179.87(18) . . . . ?
Zn1 N1 C14 C13 178.9(2) . . . . ?
Zn2 O3 C8 O4 15.1(4) . . . . ?
Zn2 O3 C8 C6 -161.92(15) . . . . ?
O1 Zn1 N1 C10 -66.85(19) . . . . ?
O1 Zn1 N1 C14 112.9(2) . . . . ?
O3 Zn2 O3 C8 63(100) 2_667 . . . ?
O5 Zn1 O1 C7 118.6(2) 2_666 . . . ?
O5 Zn1 N1 C10 167.93(17) 2_666 . . . ?
O5 Zn1 N1 C14 -12.3(2) 2_666 . . . ?
O7 Zn1 O1 C7 -113.8(2) . . . . ?
O7 Zn1 N1 C10 47.96(19) . . . . ?
O7 Zn1 N1 C14 -132.3(2) . . . . ?
O8 Zn2 O3 C8 2.8(2) 2_667 . . . ?
O8 Zn2 O3 C8 -177.2(2) . . . . ?
O9 Zn2 O3 C8 -85.0(2) . . . . ?
O9 Zn2 O3 C8 95.0(2) 2_667 . . . ?
O10 C15 C16 C16 -7.1(5) . . . 2_757 ?
N1 Zn1 O1 C7 -3.1(2) . . . . ?
N1 C10 C11 N2 -178.2(2) . . . . ?
N1 C10 C11 C12 0.8(4) . . . . ?
N2 C11 C12 C13 178.6(2) . . . . ?
N2 C15 C16 C16 175.1(3) . . . 2_757 ?
C1 C2 C3 C4 0.4(4) . . . . ?
C1 C2 C9 O5 -14.0(3) . . . . ?
C1 C2 C9 O6 165.1(2) . . . . ?
C1 C6 C8 O3 -35.1(3) . . . . ?
C1 C6 C8 O4 147.7(2) . . . . ?
C2 C1 C6 C5 -1.7(3) . . . . ?
C2 C1 C6 C8 173.6(2) . . . . ?
C2 C1 C7 O1 -82.3(3) . . . . ?
C2 C1 C7 O2 100.8(3) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
C3 C2 C9 O5 168.0(2) . . . . ?
C3 C2 C9 O6 -12.9(3) . . . . ?
C3 C4 C5 C6 -0.3(4) . . . . ?
C4 C5 C6 C1 1.5(4) . . . . ?
C4 C5 C6 C8 -174.1(2) . . . . ?
C5 C6 C8 O3 140.4(2) . . . . ?
C5 C6 C8 O4 -36.9(3) . . . . ?
C6 C1 C2 C3 0.7(3) . . . . ?
C6 C1 C2 C9 -177.2(2) . . . . ?
C6 C1 C7 O1 102.4(3) . . . . ?
C6 C1 C7 O2 -74.5(3) . . . . ?
C7 C1 C2 C3 -174.5(2) . . . . ?
C7 C1 C2 C9 7.5(3) . . . . ?
C7 C1 C6 C5 173.8(2) . . . . ?
C7 C1 C6 C8 -10.9(3) . . . . ?
C9 C2 C3 C4 178.5(2) . . . . ?
C10 N1 C14 C13 -1.3(4) . . . . ?
C10 C11 C12 C13 -0.4(4) . . . . ?
C11 N2 C15 O10 -1.6(4) . . . . ?
C11 N2 C15 C16 176.1(2) . . . . ?
C11 C12 C13 C14 -0.7(4) . . . . ?
C12 C13 C14 N1 1.7(4) . . . . ?
C14 N1 C10 C11 0.1(4) . . . . ?
C15 N2 C11 C10 -0.9(4) . . . . ?
C15 N2 C11 C12 -179.9(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_b140628a_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1447948'
_audit_update_record             
;
2016-01-16 deposited with the CCDC.
2016-03-21 downloaded from the CCDC.
;
_audit_creation_date             2014-10-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C32 H32 Co N4 O20 Zn2, 4(H2 O)'
_chemical_formula_sum            'C32 H40 Co N4 O24 Zn2'
_chemical_formula_weight         1054.35
_chemical_melting_point          ?
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'
Co Co 0.3494 0.9721 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   7.2078(3)
_cell_length_b                   10.5186(4)
_cell_length_c                   13.3785(5)
_cell_angle_alpha                79.5060(14)
_cell_angle_beta                 75.0310(15)
_cell_angle_gamma                75.7820(15)
_cell_volume                     942.21(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9958
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.561
_cell_measurement_theta_min      2.719
_exptl_absorpt_coefficient_mu    1.802
_exptl_absorpt_correction_T_max  0.7145
_exptl_absorpt_correction_T_min  0.6323
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.858
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             539
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            33390
_diffrn_reflns_theta_full        27.58
_diffrn_reflns_theta_max         27.58
_diffrn_reflns_theta_min         2.40
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                3799
_reflns_number_total             4360
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.458
_refine_diff_density_min         -0.465
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4360
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0260
_refine_ls_restrained_S_all      1.062
_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)+(0.0162P)²+1.1828P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0547
_refine_ls_wR_factor_ref         0.0576
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C12(H12), C13(H13), C14(H14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Zn1 Zn 0.65788(3) 0.51593(2) 0.610353(16) 0.01108(6) Uani 1 d . . 1 . . .
Co1 Co 0.5000 0.5000 1.0000 0.00788(8) Uani 1 d . . 2 S T P
O1 O 0.38959(19) 0.51373(12) 0.68212(10) 0.0119(3) Uani 1 d . . 1 . . .
O2 O 0.11757(19) 0.44043(13) 0.75792(10) 0.0138(3) Uani 1 d . . 1 . . .
O3 O 0.4461(2) 0.39395(13) 0.89721(10) 0.0124(3) Uani 1 d . . 1 . . .
O4 O 0.3474(2) 0.22127(14) 1.00501(10) 0.0152(3) Uani 1 d . . 1 . . .
O5 O 0.3263(2) 0.38573(13) 0.52702(10) 0.0146(3) Uani 1 d . . 1 . . .
O6 O 0.5196(2) 0.20989(14) 0.45583(10) 0.0170(3) Uani 1 d . . 1 . . .
O7 O 0.7831(2) 0.57671(15) 0.70401(11) 0.0147(3) Uani 1 d . . 1 . . .
H7A H 0.886(4) 0.533(3) 0.7162(19) 0.022 Uiso 1 d . . 1 R . .
H7B H 0.716(4) 0.598(3) 0.756(2) 0.022 Uiso 1 d . . 1 R . .
O8 O 0.5304(2) 0.66221(14) 0.87607(10) 0.0124(3) Uani 1 d . . 1 . . .
H8A H 0.566(4) 0.713(2) 0.9042(19) 0.019 Uiso 1 d . . 1 R . .
H8B H 0.447(4) 0.702(2) 0.8473(19) 0.019 Uiso 1 d . . 1 R . .
O9 O 0.2027(2) 0.57104(15) 1.04424(11) 0.0146(3) Uani 1 d . . 1 . . .
H9A H 0.175(4) 0.634(3) 1.069(2) 0.022 Uiso 1 d . . 1 R . .
H9B H 0.149(4) 0.589(2) 0.994(2) 0.022 Uiso 1 d . . 1 R . .
O10 O 0.8620(2) 0.19176(14) 0.88708(11) 0.0180(3) Uani 1 d . . 1 . . .
O11 O 1.0226(2) 0.64867(16) 0.88037(12) 0.0192(3) Uani 1 d . . 1 . . .
H11A H 1.022(4) 0.584(3) 0.858(2) 0.029 Uiso 1 d . . 1 R . .
H11B H 0.916(4) 0.677(3) 0.909(2) 0.029 Uiso 1 d . . 1 R . .
O12 O 0.7242(2) 0.20459(15) 0.25003(12) 0.0157(3) Uani 1 d . . 1 . . .
H12A H 0.666(4) 0.216(3) 0.304(2) 0.024 Uiso 1 d . . 1 R . .
H12B H 0.801(4) 0.251(3) 0.228(2) 0.024 Uiso 1 d . . 1 R . .
N1 N 0.8384(2) 0.33915(15) 0.58855(12) 0.0110(3) Uani 1 d . . 1 . . .
N2 N 1.0432(2) 0.05873(15) 0.76476(12) 0.0117(3) Uani 1 d . . 1 . . .
H2 H 1.1225 -0.0163 0.7564 0.014 Uiso 1 calc . . 1 R . .
C1 C 0.4035(3) 0.27658(17) 0.72547(14) 0.0079(3) Uani 1 d . . 1 . . .
C2 C 0.4556(3) 0.20496(18) 0.63980(14) 0.0090(4) Uani 1 d . . 1 . . .
C3 C 0.5364(3) 0.07000(18) 0.65219(14) 0.0108(4) Uani 1 d . . 1 . . .
H3 H 0.5713 0.0233 0.5951 0.013 Uiso 1 calc . . 1 R . .
C4 C 0.5654(3) 0.00424(19) 0.74834(15) 0.0130(4) Uani 1 d . . 1 . . .
H4 H 0.6181 -0.0861 0.7559 0.016 Uiso 1 calc . . 1 R . .
C5 C 0.5152(3) 0.07436(19) 0.83308(14) 0.0114(4) Uani 1 d . . 1 . . .
H5 H 0.5342 0.0306 0.8978 0.014 Uiso 1 calc . . 1 R . .
C6 C 0.4365(3) 0.20949(18) 0.82235(14) 0.0092(4) Uani 1 d . . 1 . . .
C7 C 0.2973(3) 0.42090(18) 0.71975(13) 0.0094(4) Uani 1 d . . 1 . . .
C8 C 0.4052(3) 0.28110(18) 0.91552(14) 0.0098(4) Uani 1 d . . 1 . . .
C9 C 0.4342(3) 0.26931(19) 0.53198(14) 0.0104(4) Uani 1 d . . 1 . . .
C10 C 0.8800(3) 0.26440(18) 0.67594(14) 0.0106(4) Uani 1 d . . 1 . . .
H10 H 0.8254 0.2971 0.7396 0.013 Uiso 1 calc . . 1 R . .
C11 C 1.0019(3) 0.13978(18) 0.67409(14) 0.0103(4) Uani 1 d . . 1 . . .
C12 C 1.0860(3) 0.09437(19) 0.57744(15) 0.0130(4) Uani 1 d . . 1 . . .
H12 H 1.1706 0.0121 0.5730 0.016 Uiso 1 calc . . 1 R . .
C13 C 1.0424(3) 0.1729(2) 0.48826(15) 0.0146(4) Uani 1 d . . 1 . . .
H13 H 1.0976 0.1436 0.4234 0.018 Uiso 1 calc . . 1 R . .
C14 C 0.9165(3) 0.29490(19) 0.49577(14) 0.0127(4) Uani 1 d . . 1 . . .
H14 H 0.8857 0.3469 0.4358 0.015 Uiso 1 calc . . 1 R . .
C15 C 0.9707(3) 0.08682(18) 0.86429(14) 0.0116(4) Uani 1 d . . 1 . . .
C16 C 1.0280(3) -0.02326(19) 0.94663(14) 0.0159(4) Uani 1 d . . 1 . . .
H16A H 1.1686 -0.0572 0.9285 0.019 Uiso 1 calc . . 1 R . .
H16B H 0.9633 -0.0948 0.9489 0.019 Uiso 1 calc . . 1 R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.9279(13) . ?
Zn1 O5 1.9282(13) 2_666 ?
Zn1 O7 1.9881(14) . ?
Zn1 N1 2.0121(16) . ?
Co1 O3 2.0820(13) 2_667 ?
Co1 O3 2.0820(13) . ?
Co1 O8 2.1619(14) . ?
Co1 O8 2.1619(14) 2_667 ?
Co1 O9 2.0541(14) 2_667 ?
Co1 O9 2.0541(14) . ?
O1 C7 1.271(2) . ?
O2 C7 1.244(2) . ?
O3 C8 1.259(2) . ?
O4 C8 1.265(2) . ?
O5 Zn1 1.9282(13) 2_666 ?
O5 C9 1.280(2) . ?
O6 C9 1.236(2) . ?
O7 H7A 0.81(3) . ?
O7 H7B 0.77(3) . ?
O8 H8A 0.83(3) . ?
O8 H8B 0.79(3) . ?
O9 H9A 0.76(3) . ?
O9 H9B 0.84(3) . ?
O10 C15 1.225(2) . ?
O11 H11A 0.80(3) . ?
O11 H11B 0.78(3) . ?
O12 H12A 0.75(3) . ?
O12 H12B 0.79(3) . ?
N1 C10 1.344(2) . ?
N1 C14 1.340(2) . ?
N2 H2 0.8600 . ?
N2 C11 1.404(2) . ?
N2 C15 1.357(2) . ?
C1 C2 1.405(2) . ?
C1 C6 1.407(2) . ?
C1 C7 1.521(2) . ?
C2 C3 1.393(3) . ?
C2 C9 1.507(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.386(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.386(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.391(3) . ?
C6 C8 1.512(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.388(3) . ?
C11 C12 1.395(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.383(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.381(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.503(3) . ?
C16 C16 1.517(4) 2_757 ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?

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
_geom_angle_publ_flag
O1 Zn1 O5 111.57(6) . 2_666 ?
O1 Zn1 O7 107.63(6) . . ?
O1 Zn1 N1 116.53(6) . . ?
O5 Zn1 O7 115.67(6) 2_666 . ?
O5 Zn1 N1 105.23(6) 2_666 . ?
O7 Zn1 N1 99.98(6) . . ?
O3 Co1 O3 180.0 2_667 . ?
O3 Co1 O8 90.85(5) 2_667 . ?
O3 Co1 O8 89.15(5) . . ?
O3 Co1 O8 90.85(5) . 2_667 ?
O3 Co1 O8 89.15(5) 2_667 2_667 ?
O8 Co1 O8 180.000(1) . 2_667 ?
O9 Co1 O3 91.28(6) 2_667 . ?
O9 Co1 O3 88.72(6) . . ?
O9 Co1 O3 88.72(6) 2_667 2_667 ?
O9 Co1 O3 91.28(6) . 2_667 ?
O9 Co1 O8 88.40(6) 2_667 . ?
O9 Co1 O8 91.60(6) 2_667 2_667 ?
O9 Co1 O8 88.40(6) . 2_667 ?
O9 Co1 O8 91.60(6) . . ?
O9 Co1 O9 180.000(1) 2_667 . ?
C7 O1 Zn1 132.96(12) . . ?
C8 O3 Co1 128.28(12) . . ?
C9 O5 Zn1 115.98(12) . 2_666 ?
Zn1 O7 H7A 119.0(18) . . ?
Zn1 O7 H7B 116.8(19) . . ?
H7A O7 H7B 108(3) . . ?
Co1 O8 H8A 101.1(16) . . ?
Co1 O8 H8B 125.0(18) . . ?
H8A O8 H8B 110(2) . . ?
Co1 O9 H9A 114(2) . . ?
Co1 O9 H9B 111.9(17) . . ?
H9A O9 H9B 106(3) . . ?
H11A O11 H11B 108(3) . . ?
H12A O12 H12B 112(3) . . ?
C10 N1 Zn1 114.91(12) . . ?
C14 N1 Zn1 124.83(13) . . ?
C14 N1 C10 120.25(16) . . ?
C11 N2 H2 116.7 . . ?
C15 N2 H2 116.7 . . ?
C15 N2 C11 126.59(16) . . ?
C2 C1 C6 118.68(16) . . ?
C2 C1 C7 122.53(15) . . ?
C6 C1 C7 118.59(15) . . ?
C1 C2 C9 122.52(16) . . ?
C3 C2 C1 119.95(16) . . ?
C3 C2 C9 117.50(16) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 120.99(17) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.39(17) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.67(17) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C8 122.17(16) . . ?
C5 C6 C1 120.32(16) . . ?
C5 C6 C8 117.32(16) . . ?
O1 C7 C1 121.51(16) . . ?
O2 C7 O1 123.25(17) . . ?
O2 C7 C1 115.18(16) . . ?
O3 C8 O4 125.56(17) . . ?
O3 C8 C6 116.73(16) . . ?
O4 C8 C6 117.66(16) . . ?
O5 C9 C2 115.54(16) . . ?
O6 C9 O5 124.60(17) . . ?
O6 C9 C2 119.86(17) . . ?
N1 C10 H10 119.0 . . ?
N1 C10 C11 121.95(17) . . ?
C11 C10 H10 119.0 . . ?
C10 C11 N2 122.85(17) . . ?
C10 C11 C12 117.91(17) . . ?
C12 C11 N2 119.24(17) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 C11 119.33(18) . . ?
C13 C12 H12 120.3 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.83(18) . . ?
C14 C13 H13 120.1 . . ?
N1 C14 C13 120.70(17) . . ?
N1 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
O10 C15 N2 123.47(17) . . ?
O10 C15 C16 121.58(17) . . ?
N2 C15 C16 114.92(16) . . ?
C15 C16 C16 111.6(2) . 2_757 ?
C15 C16 H16A 109.3 . . ?
C15 C16 H16B 109.3 . . ?
C16 C16 H16A 109.3 2_757 . ?
C16 C16 H16B 109.3 2_757 . ?
H16A C16 H16B 108.0 . . ?

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
O7 H7A O2 0.81(3) 1.88(3) 2.685(2) 173(3) 1_655
O7 H7B O8 0.77(3) 1.92(3) 2.685(2) 174(3) .
O8 H8A O4 0.83(3) 1.80(3) 2.603(2) 162(2) 2_667
O8 H8B O12 0.79(3) 1.99(3) 2.766(2) 169(2) 2_666
O9 H9A O10 0.76(3) 1.96(3) 2.707(2) 170(3) 2_667
O9 H9B O11 0.84(3) 1.90(3) 2.731(2) 174(2) 1_455
O11 H11A O2 0.80(3) 2.07(3) 2.818(2) 156(3) 1_655
O11 H11B O4 0.78(3) 2.10(3) 2.863(2) 169(3) 2_667
O12 H12A O6 0.75(3) 2.03(3) 2.770(2) 169(3) .
O12 H12B O11 0.79(3) 1.99(3) 2.742(2) 157(3) 2_766
N2 H2 O12 0.86 2.02 2.876(2) 171.6 2_756

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C7 O2 -175.01(12) . . . . ?
Zn1 O1 C7 C1 7.9(3) . . . . ?
Zn1 O5 C9 O6 -12.3(2) 2_666 . . . ?
Zn1 O5 C9 C2 167.05(12) 2_666 . . . ?
Zn1 N1 C10 C11 179.85(14) . . . . ?
Zn1 N1 C14 C13 178.69(14) . . . . ?
Co1 O3 C8 O4 16.3(3) . . . . ?
Co1 O3 C8 C6 -161.01(12) . . . . ?
O1 Zn1 N1 C10 -68.55(14) . . . . ?
O1 Zn1 N1 C14 111.97(15) . . . . ?
O3 Co1 O3 C8 -27(100) 2_667 . . . ?
O5 Zn1 O1 C7 120.29(16) 2_666 . . . ?
O5 Zn1 N1 C10 167.27(13) 2_666 . . . ?
O5 Zn1 N1 C14 -12.21(17) 2_666 . . . ?
O7 Zn1 O1 C7 -111.80(16) . . . . ?
O7 Zn1 N1 C10 47.02(14) . . . . ?
O7 Zn1 N1 C14 -132.45(15) . . . . ?
O8 Co1 O3 C8 2.59(16) 2_667 . . . ?
O8 Co1 O3 C8 -177.41(16) . . . . ?
O9 Co1 O3 C8 94.20(16) 2_667 . . . ?
O9 Co1 O3 C8 -85.80(16) . . . . ?
O10 C15 C16 C16 -12.1(3) . . . 2_757 ?
N1 Zn1 O1 C7 -0.58(18) . . . . ?
N1 C10 C11 N2 -178.35(17) . . . . ?
N1 C10 C11 C12 1.7(3) . . . . ?
N2 C11 C12 C13 178.71(17) . . . . ?
N2 C15 C16 C16 170.0(2) . . . 2_757 ?
C1 C2 C3 C4 0.4(3) . . . . ?
C1 C2 C9 O5 -15.0(3) . . . . ?
C1 C2 C9 O6 164.32(17) . . . . ?
C1 C6 C8 O3 -35.1(2) . . . . ?
C1 C6 C8 O4 147.42(17) . . . . ?
C2 C1 C6 C5 -1.5(3) . . . . ?
C2 C1 C6 C8 173.34(16) . . . . ?
C2 C1 C7 O1 -81.9(2) . . . . ?
C2 C1 C7 O2 100.7(2) . . . . ?
C2 C3 C4 C5 -0.7(3) . . . . ?
C3 C2 C9 O5 167.00(16) . . . . ?
C3 C2 C9 O6 -13.7(3) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C4 C5 C6 C1 1.2(3) . . . . ?
C4 C5 C6 C8 -173.87(17) . . . . ?
C5 C6 C8 O3 139.87(18) . . . . ?
C5 C6 C8 O4 -37.6(2) . . . . ?
C6 C1 C2 C3 0.7(3) . . . . ?
C6 C1 C2 C9 -177.23(16) . . . . ?
C6 C1 C7 O1 103.3(2) . . . . ?
C6 C1 C7 O2 -74.1(2) . . . . ?
C7 C1 C2 C3 -174.11(16) . . . . ?
C7 C1 C2 C9 8.0(3) . . . . ?
C7 C1 C6 C5 173.55(16) . . . . ?
C7 C1 C6 C8 -11.7(3) . . . . ?
C9 C2 C3 C4 178.41(17) . . . . ?
C10 N1 C14 C13 -0.8(3) . . . . ?
C10 C11 C12 C13 -1.3(3) . . . . ?
C11 N2 C15 O10 -2.6(3) . . . . ?
C11 N2 C15 C16 175.31(17) . . . . ?
C11 C12 C13 C14 0.0(3) . . . . ?
C12 C13 C14 N1 1.1(3) . . . . ?
C14 N1 C10 C11 -0.6(3) . . . . ?
C15 N2 C11 C10 1.4(3) . . . . ?
C15 N2 C11 C12 -178.62(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
