# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_1554530
_database_code_depnum_ccdc_archive 'CCDC 1554530'
_audit_update_record             
;
2017-10-12 deposited with the CCDC.
2017-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H18 N2 O5 Zn, H2 O'
_chemical_formula_sum            'C21 H20 N2 O6 Zn'
_chemical_formula_weight         461.78

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'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1940(18)
_cell_length_b                   10.227(2)
_cell_length_c                   10.861(2)
_cell_angle_alpha                83.01(3)
_cell_angle_beta                 80.83(3)
_cell_angle_gamma                81.89(3)
_cell_volume                     992.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    18481
_cell_measurement_theta_min      3.052
_cell_measurement_theta_max      27.53

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_F_000             476
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    1.279
_shelx_estimated_absorpt_T_min   0.831
_shelx_estimated_absorpt_T_max   0.905
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.835
_exptl_absorpt_correction_T_max  0.889
_exptl_absorpt_process_details   'SADABS; Bruker, 2008'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18481
_diffrn_reflns_av_unetI/netI     0.0182
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.841
_diffrn_reflns_theta_max         27.523
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4535
_reflns_number_gt                4074
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2009)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2010)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0351P)²+0.4233P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4535
_refine_ls_number_parameters     292
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0706
_refine_ls_wR_factor_gt          0.0679
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.45529(2) 0.02364(2) 0.21053(2) 0.03043(7) Uani 1 1 d . . . . .
N1 N 0.68008(15) -0.00759(12) 0.18650(12) 0.0280(3) Uani 1 1 d . . . . .
N2 N 1.16878(16) 0.18491(15) 0.48695(14) 0.0366(3) Uani 1 1 d . . . . .
O1 O 0.35998(14) 0.19270(10) 0.14007(12) 0.0369(3) Uani 1 1 d . . . . .
O2 O 0.47992(15) 0.26507(11) 0.27357(12) 0.0415(3) Uani 1 1 d . . . . .
O3 O 0.4981(9) 0.7493(3) 0.2574(10) 0.0487(18) Uani 0.70(3) 1 d . . P A 1
O3' O 0.430(3) 0.7513(6) 0.3141(19) 0.052(5) Uani 0.30(3) 1 d . . P A 2
O4 O 0.37842(14) 0.88946(11) 0.13183(13) 0.0416(3) Uani 1 1 d . . . . .
O5 O 0.37760(16) -0.00485(13) 0.39320(13) 0.0486(3) Uani 1 1 d . . . . .
H1W H 0.3049 0.0490 0.4225 0.073 Uiso 1 1 d R U . . .
H2W H 0.3709 -0.0858 0.4195 0.073 Uiso 1 1 d R U . . .
O6 O 0.3981(3) 0.7215(3) 0.5130(3) 0.0608(11) Uani 0.605(5) 1 d . . P B 1
H3W H 0.4433 0.6630 0.4665 0.091 Uiso 0.605(5) 1 d R U P B 1
H4W H 0.4536 0.6966 0.5871 0.091 Uiso 0.605(5) 1 d R U P B 1
O6' O 0.4173(7) 0.5949(8) 0.5482(5) 0.097(2) Uani 0.395(5) 1 d . . P B 2
H3W' H 0.4983 0.5434 0.5375 0.146 Uiso 0.395(5) 1 d R U P B 2
H4W' H 0.3765 0.6692 0.5720 0.146 Uiso 0.395(5) 1 d R U P B 2
C1 C 0.7523(2) -0.09293(17) 0.10611(16) 0.0368(4) Uani 1 1 d . . . . .
H1 H 0.6980 -0.1312 0.0566 0.044 Uiso 1 1 calc R U . . .
C2 C 0.9035(2) -0.1257(2) 0.0944(2) 0.0475(5) Uani 1 1 d . . . . .
H2 H 0.9517 -0.1860 0.0378 0.057 Uiso 1 1 calc R U . . .
C3 C 0.9844(2) -0.0696(2) 0.16647(19) 0.0435(4) Uani 1 1 d . . . . .
H3 H 1.0879 -0.0919 0.1594 0.052 Uiso 1 1 calc R U . . .
C4 C 0.91206(18) 0.01967(16) 0.24922(16) 0.0315(3) Uani 1 1 d . . . . .
C5 C 0.75874(17) 0.04692(15) 0.25596(15) 0.0287(3) Uani 1 1 d . . . . .
H5 H 0.7077 0.1066 0.3121 0.034 Uiso 1 1 calc R U . . .
C6 C 0.99659(19) 0.07973(18) 0.32663(17) 0.0367(4) Uani 1 1 d . . . . .
H6 H 1.0996 0.0538 0.3179 0.044 Uiso 1 1 calc R U . . .
C7 C 0.94113(19) 0.16658(18) 0.40721(16) 0.0372(4) Uani 1 1 d . . . . .
H7 H 0.8383 0.1934 0.4143 0.045 Uiso 1 1 calc R U . . .
C8 C 1.02289(19) 0.22583(17) 0.48706(16) 0.0352(4) Uani 1 1 d . . . . .
C9 C 0.9481(2) 0.3221(2) 0.5613(2) 0.0510(5) Uani 1 1 d . . . . .
H9 H 0.8458 0.3475 0.5616 0.061 Uiso 1 1 calc R U . . .
C10 C 1.0249(3) 0.3807(2) 0.6352(2) 0.0619(6) Uani 1 1 d . . . . .
H10 H 0.9759 0.4466 0.6856 0.074 Uiso 1 1 calc R U . . .
C11 C 1.1746(3) 0.3402(2) 0.6331(2) 0.0571(6) Uani 1 1 d . . . . .
H11 H 1.2303 0.3787 0.6812 0.069 Uiso 1 1 calc R U . . .
C12 C 1.2403(2) 0.2424(2) 0.55931(19) 0.0470(5) Uani 1 1 d . . . . .
H12 H 1.3421 0.2140 0.5597 0.056 Uiso 1 1 calc R U . . .
C13 C 0.35244(17) 0.42583(14) 0.13782(14) 0.0261(3) Uani 1 1 d . . . . .
C14 C 0.27188(18) 0.45012(14) 0.03746(15) 0.0301(3) Uani 1 1 d . . . . .
H14 H 0.2418 0.3783 0.0058 0.036 Uiso 1 1 calc R U . . .
C15 C 0.23488(18) 0.57830(15) -0.01695(15) 0.0310(3) Uani 1 1 d . . . . .
C16 C 0.27984(17) 0.68299(14) 0.03194(16) 0.0299(3) Uani 1 1 d . . . . .
H16 H 0.2566 0.7703 -0.0040 0.036 Uiso 1 1 calc R U . . .
C17 C 0.35870(17) 0.66036(14) 0.13318(16) 0.0302(3) Uani 1 1 d . . . . .
C18 C 0.39481(17) 0.53176(14) 0.18565(16) 0.0298(3) Uani 1 1 d . . . . .
H18 H 0.4483 0.5164 0.2540 0.036 Uiso 1 1 calc R U . . .
C19 C 0.40085(18) 0.28636(14) 0.18952(15) 0.0285(3) Uani 1 1 d . . . . .
C20 C 0.4105(2) 0.77271(16) 0.1838(2) 0.0448(5) Uani 1 1 d . . . . .
C21 C 0.1535(3) 0.60225(19) -0.12916(19) 0.0505(5) Uani 1 1 d . . . . .
H21A H 0.2248 0.6028 -0.2053 0.076 Uiso 1 1 calc R U . . .
H21B H 0.0915 0.6872 -0.1276 0.076 Uiso 1 1 calc R U . . .
H21C H 0.0919 0.5322 -0.1268 0.076 Uiso 1 1 calc R U . . .


_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 1.9512(13) . ?
Zn1 O4 1.9660(12) 1_545 ?
Zn1 O5 1.9994(15) . ?
Zn1 N1 2.0257(14) . ?
N1 C5 1.3390(19) . ?
N1 C1 1.343(2) . ?
N2 C12 1.335(2) . ?
N2 C8 1.347(2) . ?
O1 C19 1.2800(19) . ?
O2 C19 1.236(2) . ?
O3 C20 1.204(4) . ?
O3' C20 1.442(14) . ?
O4 C20 1.273(2) . ?
O4 Zn1 1.9659(12) 1_565 ?
O5 H1W 0.8499 . ?
O5 H2W 0.8500 . ?
O6 H3W 0.8500 . ?
O6 H4W 1.0097 . ?
O6' H3W' 0.8500 . ?
O6' H4W' 0.8500 . ?
C1 C2 1.372(3) . ?
C1 H1 0.9400 . ?
C2 C3 1.382(3) . ?
C2 H2 0.9400 . ?
C3 C4 1.386(3) . ?
C3 H3 0.9400 . ?
C4 C5 1.390(2) . ?
C4 C6 1.469(2) . ?
C5 H5 0.9400 . ?
C6 C7 1.317(3) . ?
C6 H6 0.9400 . ?
C7 C8 1.466(2) . ?
C7 H7 0.9400 . ?
C8 C9 1.385(3) . ?
C9 C10 1.385(3) . ?
C9 H9 0.9400 . ?
C10 C11 1.377(3) . ?
C10 H10 0.9400 . ?
C11 C12 1.371(3) . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C13 C18 1.384(2) . ?
C13 C14 1.392(2) . ?
C13 C19 1.501(2) . ?
C14 C15 1.390(2) . ?
C14 H14 0.9400 . ?
C15 C16 1.390(2) . ?
C15 C21 1.507(2) . ?
C16 C17 1.390(2) . ?
C16 H16 0.9400 . ?
C17 C18 1.385(2) . ?
C17 C20 1.497(2) . ?
C18 H18 0.9400 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 H21C 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 O4 104.31(5) . 1_545 ?
O1 Zn1 O5 109.15(6) . . ?
O4 Zn1 O5 105.51(6) 1_545 . ?
O1 Zn1 N1 118.09(6) . . ?
O4 Zn1 N1 109.71(6) 1_545 . ?
O5 Zn1 N1 109.30(6) . . ?
C5 N1 C1 118.65(14) . . ?
C5 N1 Zn1 121.59(11) . . ?
C1 N1 Zn1 119.56(11) . . ?
C12 N2 C8 117.67(17) . . ?
C19 O1 Zn1 108.49(10) . . ?
C20 O4 Zn1 111.96(11) . 1_565 ?
Zn1 O5 H1W 117.9 . . ?
Zn1 O5 H2W 113.5 . . ?
H1W O5 H2W 114.2 . . ?
H3W O6 H4W 98.8 . . ?
H3W' O6' H4W' 145.1 . . ?
N1 C1 C2 121.63(16) . . ?
N1 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C1 C2 C3 119.62(17) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C2 C3 C4 119.66(17) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 117.13(15) . . ?
C3 C4 C6 120.25(16) . . ?
C5 C4 C6 122.62(15) . . ?
N1 C5 C4 123.30(15) . . ?
N1 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
C7 C6 C4 125.93(16) . . ?
C7 C6 H6 117.0 . . ?
C4 C6 H6 117.0 . . ?
C6 C7 C8 126.83(16) . . ?
C6 C7 H7 116.6 . . ?
C8 C7 H7 116.6 . . ?
N2 C8 C9 121.57(16) . . ?
N2 C8 C7 119.24(16) . . ?
C9 C8 C7 119.19(16) . . ?
C10 C9 C8 119.66(19) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C11 C10 C9 118.6(2) . . ?
C11 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
C12 C11 C10 118.45(18) . . ?
C12 C11 H11 120.8 . . ?
C10 C11 H11 120.8 . . ?
N2 C12 C11 124.05(19) . . ?
N2 C12 H12 118.0 . . ?
C11 C12 H12 118.0 . . ?
C18 C13 C14 119.27(14) . . ?
C18 C13 C19 119.87(14) . . ?
C14 C13 C19 120.76(13) . . ?
C15 C14 C13 121.45(14) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C16 C15 C14 118.23(14) . . ?
C16 C15 C21 121.01(15) . . ?
C14 C15 C21 120.71(15) . . ?
C15 C16 C17 120.95(14) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C18 C17 C16 119.83(14) . . ?
C18 C17 C20 119.16(14) . . ?
C16 C17 C20 120.97(14) . . ?
C13 C18 C17 120.25(14) . . ?
C13 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
O2 C19 O1 122.53(14) . . ?
O2 C19 C13 120.56(14) . . ?
O1 C19 C13 116.88(14) . . ?
O3 C20 O4 121.7(2) . . ?
O4 C20 O3' 120.7(4) . . ?
O3 C20 C17 119.59(18) . . ?
O4 C20 C17 117.71(15) . . ?
O3' C20 C17 115.6(4) . . ?
C15 C21 H21A 109.5 . . ?
C15 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C15 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

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
O5 H1W N2 0.85 1.86 2.701(2) 170.7 1_455

_refine_diff_density_max         0.301
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.049

####################################################################### 
# 
# 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_1554533
_database_code_depnum_ccdc_archive 'CCDC 1554533'
_audit_update_record             
;
2017-10-12 deposited with the CCDC.
2017-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H27 Ag2 N4 O4, C21 H16 Ag N2 O4, H2 O'
_chemical_formula_sum            'C54 H45 Ag3 N6 O9'
_chemical_formula_weight         1245.57

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'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P n'
_space_group_name_Hall           'P -2yac'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, z+1/2'

_cell_length_a                   13.311(3)
_cell_length_b                   9.802(2)
_cell_length_c                   19.394(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.96(3)
_cell_angle_gamma                90
_cell_volume                     2466.0(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    35729
_cell_measurement_theta_min      3.052
_cell_measurement_theta_max      27.53

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    1.244
_shelx_estimated_absorpt_T_min   0.865
_shelx_estimated_absorpt_T_max   0.907
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.843
_exptl_absorpt_correction_T_max  0.896
_exptl_absorpt_process_details   'SADABS; Bruker, 2008'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35729
_diffrn_reflns_av_unetI/netI     0.0711
_diffrn_reflns_av_R_equivalents  0.0649
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.938
_diffrn_reflns_theta_max         27.523
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             10493
_reflns_number_gt                7519
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.998
_reflns_Friedel_fraction_max     0.992
_reflns_Friedel_fraction_full    0.997

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2009)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2010)'
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0944P)²+19.3305P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2660 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.010(17)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         10493
_refine_ls_number_parameters     652
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1359
_refine_ls_R_factor_gt           0.0962
_refine_ls_wR_factor_ref         0.2412
_refine_ls_wR_factor_gt          0.2170
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.115
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Ag1 Ag 1.00000(13) 0.31550(18) 0.38994(11) 0.0650(5) Uani 1 1 d . . . . .
Ag2 Ag 0.94478(11) 0.28170(14) 0.22488(9) 0.0537(4) Uani 1 1 d . . . . .
Ag3 Ag 0.74998(15) 0.24814(19) 0.05784(14) 0.0764(7) Uani 1 1 d . . . . .
N1 N 0.9925(12) 0.5434(15) 0.4228(8) 0.042(3) Uani 1 1 d . . . . .
N2 N 1.1543(17) 1.236(2) 0.3759(13) 0.066(7) Uani 1 1 d . . . . .
N3 N 0.9123(11) 0.5005(16) 0.2307(8) 0.041(4) Uani 1 1 d . . . . .
N4 N 1.0828(13) 1.1799(15) 0.2007(9) 0.044(4) Uani 1 1 d . . . . .
N5 N 0.7927(14) 0.0257(13) 0.0579(11) 0.057(5) Uani 1 1 d . . . . .
N6 N 0.6180(13) -0.6612(16) 0.0954(10) 0.049(4) Uani 1 1 d . . . . .
O1 O 0.8401(15) 0.212(2) 0.3631(11) 0.087(6) Uani 1 1 d . . . . .
O2 O 0.8143(16) 0.168(3) 0.2462(13) 0.120(11) Uani 1 1 d . . . . .
O3 O 0.4131(12) -0.2024(19) 0.2035(9) 0.071(5) Uani 1 1 d . . . . .
H3O H 0.3775 -0.2267 0.1647 0.107 Uiso 1 1 calc R U . . .
O4 O 0.5016(14) -0.089(2) 0.1367(9) 0.089(6) Uani 1 1 d . . . . .
O5 O 0.8972(12) 0.3777(15) 0.0653(9) 0.060(4) Uani 1 1 d . . . . .
O6 O 0.8512(14) 0.324(2) -0.0492(10) 0.090(6) Uani 1 1 d . . . . .
O7 O 1.2021(15) 0.641(2) 0.1616(10) 0.086(6) Uani 1 1 d . . . . .
O8 O 1.2961(12) 0.7270(18) 0.0904(9) 0.065(4) Uani 1 1 d . . . . .
O9 O 0.9446(16) 0.136(3) 0.4936(10) 0.106(7) Uani 1 1 d . . . . .
H1W H 0.9822 0.0979 0.5295 0.159 Uiso 1 1 d R U . . .
H2W H 0.9483 0.1341 0.4504 0.159 Uiso 1 1 d R U . . .
C1 C 0.914(2) 0.594(2) 0.4503(12) 0.067(6) Uani 1 1 d . . . . .
H1 H 0.8686 0.5338 0.4663 0.081 Uiso 1 1 calc R U . . .
C2 C 0.901(2) 0.730(3) 0.4540(14) 0.075(7) Uani 1 1 d . . . . .
H2 H 0.8488 0.7627 0.4755 0.090 Uiso 1 1 calc R U . . .
C3 C 0.9578(17) 0.8218(19) 0.4290(11) 0.051(5) Uani 1 1 d . . . . .
H3 H 0.9445 0.9155 0.4322 0.061 Uiso 1 1 calc R U . . .
C4 C 1.0364(18) 0.778(2) 0.3984(11) 0.049(6) Uani 1 1 d . . . . .
C5 C 1.0541(13) 0.632(2) 0.4000(10) 0.040(4) Uani 1 1 d . . . . .
H5 H 1.1112 0.5979 0.3844 0.048 Uiso 1 1 calc R U . . .
C6 C 1.0993(16) 0.8500(17) 0.3564(11) 0.048(5) Uani 1 1 d . . . . .
H6 H 1.1736 0.8297 0.3734 0.058 Uiso 1 1 calc R U . . .
C7 C 1.0804(13) 1.0048(16) 0.3396(10) 0.039(4) Uani 1 1 d . . . . .
H7 H 1.0206 1.0368 0.3577 0.046 Uiso 1 1 calc R U . . .
C8 C 1.1713(15) 1.1024(17) 0.3635(12) 0.049(5) Uani 1 1 d . . . . .
C9 C 1.2679(13) 1.059(2) 0.3580(13) 0.051(5) Uani 1 1 d . . . . .
H9 H 1.2794 0.9670 0.3480 0.062 Uiso 1 1 calc R U . . .
C10 C 1.346(2) 1.152(3) 0.3673(16) 0.079(7) Uani 1 1 d . . . . .
H10 H 1.4136 1.1241 0.3657 0.095 Uiso 1 1 calc R U . . .
C11 C 1.326(2) 1.283(3) 0.3788(18) 0.081(8) Uani 1 1 d . . . . .
H11 H 1.3778 1.3496 0.3824 0.098 Uiso 1 1 calc R U . . .
C12 C 1.2296(19) 1.319(2) 0.3851(12) 0.065(6) Uani 1 1 d . . . . .
H12 H 1.2180 1.4094 0.3968 0.078 Uiso 1 1 calc R U . . .
C13 C 0.8117(17) 0.545(2) 0.2337(11) 0.052(5) Uani 1 1 d . . . . .
H13 H 0.7585 0.4797 0.2282 0.062 Uiso 1 1 calc R U . . .
C14 C 0.7902(18) 0.676(2) 0.2442(12) 0.056(5) Uani 1 1 d . . . . .
H14 H 0.7230 0.7015 0.2466 0.067 Uiso 1 1 calc R U . . .
C15 C 0.8683(16) 0.774(2) 0.2517(11) 0.046(5) Uani 1 1 d . . . . .
H15 H 0.8533 0.8665 0.2571 0.055 Uiso 1 1 calc R U . . .
C16 C 0.9650(17) 0.7350(15) 0.2509(9) 0.041(5) Uani 1 1 d . . . . .
C17 C 0.9815(14) 0.5985(14) 0.2386(9) 0.033(4) Uani 1 1 d . . . . .
H17 H 1.0486 0.5734 0.2357 0.040 Uiso 1 1 calc R U . . .
C18 C 1.0613(12) 0.8238(15) 0.2723(10) 0.035(4) Uani 1 1 d . . . . .
H18 H 1.1181 0.7882 0.2521 0.042 Uiso 1 1 calc R U . . .
C19 C 1.0476(13) 0.9797(16) 0.2599(10) 0.039(4) Uani 1 1 d . . . . .
H19 H 0.9733 1.0006 0.2436 0.047 Uiso 1 1 calc R U . . .
C20 C 1.1061(14) 1.0482(16) 0.2112(10) 0.037(4) Uani 1 1 d . . . . .
C21 C 1.1823(15) 0.992(2) 0.1856(13) 0.052(5) Uani 1 1 d . . . . .
H21 H 1.1974 0.8982 0.1925 0.063 Uiso 1 1 calc R U . . .
C22 C 1.2389(19) 1.073(2) 0.1487(12) 0.060(6) Uani 1 1 d . . . . .
H22 H 1.2937 1.0337 0.1322 0.072 Uiso 1 1 calc R U . . .
C23 C 1.2173(18) 1.202(2) 0.1367(14) 0.065(6) Uani 1 1 d . . . . .
H23 H 1.2539 1.2557 0.1106 0.078 Uiso 1 1 calc R U . . .
C24 C 1.1376(19) 1.2563(18) 0.1641(15) 0.064(7) Uani 1 1 d . . . . .
H24 H 1.1215 1.3493 0.1570 0.077 Uiso 1 1 calc R U . . .
C25 C 0.8890(17) -0.010(2) 0.0596(14) 0.063(6) Uani 1 1 d . . . . .
H25 H 0.9388 0.0568 0.0577 0.076 Uiso 1 1 calc R U . . .
C26 C 0.9159(15) -0.146(2) 0.0640(14) 0.063(6) Uani 1 1 d . . . . .
H26 H 0.9851 -0.1693 0.0669 0.075 Uiso 1 1 calc R U . . .
C27 C 0.846(2) -0.247(2) 0.0645(14) 0.062(6) Uani 1 1 d . . . . .
H27 H 0.8658 -0.3391 0.0679 0.075 Uiso 1 1 calc R U . . .
C28 C 0.7397(17) -0.2059(15) 0.0595(13) 0.048(5) Uani 1 1 d . . . . .
C29 C 0.7165(14) -0.0720(17) 0.0591(10) 0.041(4) Uani 1 1 d . . . . .
H29 H 0.6491 -0.0442 0.0597 0.049 Uiso 1 1 calc R U . . .
C30 C 0.6656(15) -0.306(2) 0.0696(15) 0.061(6) Uani 1 1 d . . . . .
H30 H 0.6009 -0.2719 0.0727 0.074 Uiso 1 1 calc R U . . .
C31 C 0.6757(16) -0.4412(19) 0.0751(11) 0.046(4) Uani 1 1 d . . . . .
H31 H 0.7339 -0.4824 0.0639 0.056 Uiso 1 1 calc R U . . .
C32 C 0.6003(15) -0.5268(17) 0.0975(10) 0.042(4) Uani 1 1 d . . . . .
C33 C 0.5163(18) -0.478(2) 0.1275(12) 0.059(6) Uani 1 1 d . . . . .
H33 H 0.5011 -0.3840 0.1268 0.070 Uiso 1 1 calc R U . . .
C34 C 0.4605(19) -0.566(3) 0.1561(15) 0.079(8) Uani 1 1 d . . . . .
H34 H 0.4087 -0.5368 0.1786 0.095 Uiso 1 1 calc R U . . .
C35 C 0.484(2) -0.709(3) 0.1506(17) 0.085(9) Uani 1 1 d . . . . .
H35 H 0.4446 -0.7751 0.1682 0.103 Uiso 1 1 calc R U . . .
C36 C 0.5580(17) -0.749(2) 0.1219(14) 0.058(6) Uani 1 1 d . . . . .
H36 H 0.5706 -0.8427 0.1193 0.070 Uiso 1 1 calc R U . . .
C37 C 0.7050(13) 0.0575(19) 0.3149(10) 0.042(4) Uani 1 1 d . . . . .
C38 C 0.6840(15) 0.034(2) 0.3835(12) 0.055(5) Uani 1 1 d . . . . .
H38 H 0.7248 0.0756 0.4239 0.066 Uiso 1 1 calc R U . . .
C39 C 0.603(2) -0.050(2) 0.3891(11) 0.061(6) Uani 1 1 d . . . . .
C40 C 0.5416(15) -0.100(2) 0.3312(12) 0.053(5) Uani 1 1 d . . . . .
H40 H 0.4852 -0.1539 0.3359 0.064 Uiso 1 1 calc R U . . .
C41 C 0.5577(15) -0.0744(18) 0.2615(10) 0.044(4) Uani 1 1 d . . . . .
C42 C 0.6420(11) 0.0050(17) 0.2559(11) 0.037(4) Uani 1 1 d . . . . .
H42 H 0.6555 0.0224 0.2112 0.044 Uiso 1 1 calc R U . . .
C43 C 0.7943(12) 0.149(2) 0.3082(13) 0.050(5) Uani 1 1 d . . . . .
C44 C 0.4857(15) -0.127(2) 0.1938(14) 0.057(6) Uani 1 1 d . . . . .
C45 C 0.584(2) -0.075(3) 0.4610(13) 0.083(9) Uani 1 1 d . . . . .
H45A H 0.5199 -0.1256 0.4565 0.124 Uiso 1 1 calc R U . . .
H45B H 0.5779 0.0117 0.4840 0.124 Uiso 1 1 calc R U . . .
H45C H 0.6402 -0.1270 0.4891 0.124 Uiso 1 1 calc R U . . .
C46 C 1.0030(12) 0.4582(16) -0.0071(10) 0.036(4) Uani 1 1 d . . . . .
C47 C 1.0260(16) 0.462(2) -0.0750(10) 0.048(5) Uani 1 1 d . . . . .
H47 H 0.9837 0.4154 -0.1132 0.057 Uiso 1 1 calc R U . . .
C48 C 1.1113(17) 0.534(3) -0.0844(12) 0.060(6) Uani 1 1 d . . . . .
C49 C 1.1728(15) 0.603(2) -0.0282(11) 0.046(4) Uani 1 1 d . . . . .
H49 H 1.2297 0.6534 -0.0352 0.056 Uiso 1 1 calc R U . . .
C50 C 1.1507(12) 0.5981(16) 0.0387(10) 0.035(4) Uani 1 1 d . . . . .
C51 C 1.0653(15) 0.5271(17) 0.0470(10) 0.043(4) Uani 1 1 d . . . . .
H51 H 1.0491 0.5261 0.0918 0.052 Uiso 1 1 calc R U . . .
C52 C 0.9078(16) 0.379(2) 0.0062(16) 0.061(6) Uani 1 1 d . . . . .
C53 C 1.2190(18) 0.661(2) 0.1002(12) 0.057(5) Uani 1 1 d . . . . .
C54 C 1.138(3) 0.536(5) -0.1575(16) 0.140(18) Uani 1 1 d . . . . .
H54A H 1.1487 0.4429 -0.1719 0.210 Uiso 1 1 calc R U . . .
H54B H 1.2003 0.5883 -0.1551 0.210 Uiso 1 1 calc R U . . .
H54C H 1.0817 0.5766 -0.1918 0.210 Uiso 1 1 calc R U . . .


_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
Ag1 N2 2.27(2) 1_545 ?
Ag1 O1 2.311(18) . ?
Ag1 N1 2.331(15) . ?
Ag1 Ag2 3.137(3) . ?
Ag2 O2 2.18(2) . ?
Ag2 N3 2.195(16) . ?
Ag2 N4 2.231(16) 1_545 ?
Ag3 N6 2.232(18) 1_565 ?
Ag3 N5 2.253(14) . ?
Ag3 O5 2.312(14) . ?
N1 C5 1.33(2) . ?
N1 C1 1.37(3) . ?
N2 C12 1.27(3) . ?
N2 C8 1.36(3) . ?
N2 Ag1 2.27(2) 1_565 ?
N3 C17 1.32(2) . ?
N3 C13 1.42(3) . ?
N4 C20 1.33(2) . ?
N4 C24 1.35(3) . ?
N4 Ag2 2.231(16) 1_565 ?
N5 C25 1.32(3) . ?
N5 C29 1.40(2) . ?
N6 C32 1.34(2) . ?
N6 C36 1.35(3) . ?
N6 Ag3 2.232(18) 1_545 ?
O1 C43 1.26(3) . ?
O2 C43 1.30(3) . ?
O3 C44 1.27(3) . ?
O3 H3O 0.8300 . ?
O4 C44 1.23(3) . ?
O5 C52 1.19(3) . ?
O6 C52 1.28(3) . ?
O7 C53 1.27(3) . ?
O8 C53 1.26(3) . ?
O9 H1W 0.8500 . ?
O9 H2W 0.8501 . ?
C1 C2 1.35(3) . ?
C1 H1 0.9400 . ?
C2 C3 1.33(3) . ?
C2 H2 0.9400 . ?
C3 C4 1.38(3) . ?
C3 H3 0.9400 . ?
C4 C5 1.45(3) . ?
C4 C6 1.47(3) . ?
C5 H5 0.9400 . ?
C6 C7 1.56(2) . ?
C6 C18 1.62(3) . ?
C6 H6 0.9900 . ?
C7 C19 1.53(3) . ?
C7 C8 1.53(2) . ?
C7 H7 0.9900 . ?
C8 C9 1.38(3) . ?
C9 C10 1.37(3) . ?
C9 H9 0.9400 . ?
C10 C11 1.35(4) . ?
C10 H10 0.9400 . ?
C11 C12 1.36(4) . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C13 C14 1.34(3) . ?
C13 H13 0.9400 . ?
C14 C15 1.40(3) . ?
C14 H14 0.9400 . ?
C15 C16 1.35(3) . ?
C15 H15 0.9400 . ?
C16 C17 1.38(2) . ?
C16 C18 1.53(3) . ?
C17 H17 0.9400 . ?
C18 C19 1.55(2) . ?
C18 H18 0.9900 . ?
C19 C20 1.51(2) . ?
C19 H19 0.9900 . ?
C20 C21 1.35(3) . ?
C21 C22 1.40(3) . ?
C21 H21 0.9400 . ?
C22 C23 1.31(3) . ?
C22 H22 0.9400 . ?
C23 C24 1.40(3) . ?
C23 H23 0.9400 . ?
C24 H24 0.9400 . ?
C25 C26 1.37(3) . ?
C25 H25 0.9400 . ?
C26 C27 1.36(3) . ?
C26 H26 0.9400 . ?
C27 C28 1.45(3) . ?
C27 H27 0.9400 . ?
C28 C29 1.35(2) . ?
C28 C30 1.44(2) . ?
C29 H29 0.9400 . ?
C30 C31 1.33(3) . ?
C30 H30 0.9400 . ?
C31 C32 1.45(3) . ?
C31 H31 0.9400 . ?
C32 C33 1.45(3) . ?
C33 C34 1.34(4) . ?
C33 H33 0.9400 . ?
C34 C35 1.45(4) . ?
C34 H34 0.9400 . ?
C35 C36 1.30(4) . ?
C35 H35 0.9400 . ?
C36 H36 0.9400 . ?
C37 C42 1.36(3) . ?
C37 C38 1.44(3) . ?
C37 C43 1.52(3) . ?
C38 C39 1.38(3) . ?
C38 H38 0.9400 . ?
C39 C40 1.33(3) . ?
C39 C45 1.50(3) . ?
C40 C41 1.44(3) . ?
C40 H40 0.9400 . ?
C41 C42 1.39(3) . ?
C41 C44 1.53(3) . ?
C42 H42 0.9400 . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C45 H45C 0.9700 . ?
C46 C51 1.36(3) . ?
C46 C47 1.42(3) . ?
C46 C52 1.56(3) . ?
C47 C48 1.38(3) . ?
C47 H47 0.9400 . ?
C48 C49 1.38(3) . ?
C48 C54 1.54(4) . ?
C49 C50 1.39(3) . ?
C49 H49 0.9400 . ?
C50 C51 1.37(3) . ?
C50 C53 1.46(3) . ?
C51 H51 0.9400 . ?
C54 H54A 0.9700 . ?
C54 H54B 0.9700 . ?
C54 H54C 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
N2 Ag1 O1 129.4(8) 1_545 . ?
N2 Ag1 N1 117.3(6) 1_545 . ?
O1 Ag1 N1 112.9(7) . . ?
N2 Ag1 Ag2 81.5(6) 1_545 . ?
O1 Ag1 Ag2 74.4(5) . . ?
N1 Ag1 Ag2 111.5(4) . . ?
O2 Ag2 N3 108.4(8) . . ?
O2 Ag2 N4 122.7(8) . 1_545 ?
N3 Ag2 N4 128.9(5) . 1_545 ?
O2 Ag2 Ag1 82.8(6) . . ?
N3 Ag2 Ag1 81.3(4) . . ?
N4 Ag2 Ag1 104.3(4) 1_545 . ?
N6 Ag3 N5 127.0(6) 1_565 . ?
N6 Ag3 O5 118.6(6) 1_565 . ?
N5 Ag3 O5 108.7(6) . . ?
C5 N1 C1 118.4(17) . . ?
C5 N1 Ag1 117.6(13) . . ?
C1 N1 Ag1 122.3(13) . . ?
C12 N2 C8 119(2) . . ?
C12 N2 Ag1 118.0(19) . 1_565 ?
C8 N2 Ag1 123.0(13) . 1_565 ?
C17 N3 C13 114.5(15) . . ?
C17 N3 Ag2 125.3(12) . . ?
C13 N3 Ag2 119.8(12) . . ?
C20 N4 C24 118.9(17) . . ?
C20 N4 Ag2 125.1(13) . 1_565 ?
C24 N4 Ag2 115.4(12) . 1_565 ?
C25 N5 C29 121.3(16) . . ?
C25 N5 Ag3 120.1(13) . . ?
C29 N5 Ag3 118.6(12) . . ?
C32 N6 C36 119.4(18) . . ?
C32 N6 Ag3 123.8(14) . 1_545 ?
C36 N6 Ag3 116.6(13) . 1_545 ?
C43 O1 Ag1 130.6(16) . . ?
C43 O2 Ag2 125.8(15) . . ?
C44 O3 H3O 109.5 . . ?
C52 O5 Ag3 103.1(14) . . ?
H1W O9 H2W 129.9 . . ?
C2 C1 N1 120(2) . . ?
C2 C1 H1 120.2 . . ?
N1 C1 H1 120.2 . . ?
C3 C2 C1 124(2) . . ?
C3 C2 H2 118.1 . . ?
C1 C2 H2 118.1 . . ?
C2 C3 C4 120(2) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 115.6(19) . . ?
C3 C4 C6 132(2) . . ?
C5 C4 C6 112(2) . . ?
N1 C5 C4 122.6(18) . . ?
N1 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C4 C6 C7 119.8(18) . . ?
C4 C6 C18 113.2(16) . . ?
C7 C6 C18 86.8(13) . . ?
C4 C6 H6 111.6 . . ?
C7 C6 H6 111.6 . . ?
C18 C6 H6 111.6 . . ?
C19 C7 C8 115.7(15) . . ?
C19 C7 C6 92.9(13) . . ?
C8 C7 C6 117.7(16) . . ?
C19 C7 H7 109.8 . . ?
C8 C7 H7 109.8 . . ?
C6 C7 H7 109.8 . . ?
N2 C8 C9 120.5(17) . . ?
N2 C8 C7 120.2(18) . . ?
C9 C8 C7 118.0(17) . . ?
C10 C9 C8 119(2) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
C11 C10 C9 119(2) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C10 C11 C12 119(2) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
N2 C12 C11 124(2) . . ?
N2 C12 H12 118.2 . . ?
C11 C12 H12 118.2 . . ?
C14 C13 N3 122.2(18) . . ?
C14 C13 H13 118.9 . . ?
N3 C13 H13 118.9 . . ?
C13 C14 C15 120(2) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C16 C15 C14 119.5(19) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C17 117.7(18) . . ?
C15 C16 C18 125.5(15) . . ?
C17 C16 C18 116.2(16) . . ?
N3 C17 C16 126.3(17) . . ?
N3 C17 H17 116.8 . . ?
C16 C17 H17 116.8 . . ?
C16 C18 C19 117.2(13) . . ?
C16 C18 C6 114.7(14) . . ?
C19 C18 C6 89.9(13) . . ?
C16 C18 H18 111.1 . . ?
C19 C18 H18 111.1 . . ?
C6 C18 H18 111.1 . . ?
C20 C19 C7 119.4(15) . . ?
C20 C19 C18 118.4(14) . . ?
C7 C19 C18 90.3(13) . . ?
C20 C19 H19 109.1 . . ?
C7 C19 H19 109.1 . . ?
C18 C19 H19 109.1 . . ?
N4 C20 C21 120.8(17) . . ?
N4 C20 C19 113.1(15) . . ?
C21 C20 C19 125.8(15) . . ?
C20 C21 C22 119.4(18) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
C23 C22 C21 121(2) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C22 C23 C24 117.2(19) . . ?
C22 C23 H23 121.4 . . ?
C24 C23 H23 121.4 . . ?
N4 C24 C23 122.3(17) . . ?
N4 C24 H24 118.9 . . ?
C23 C24 H24 118.9 . . ?
N5 C25 C26 119.8(19) . . ?
N5 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C27 C26 C25 122(2) . . ?
C27 C26 H26 118.8 . . ?
C25 C26 H26 118.8 . . ?
C26 C27 C28 117.1(19) . . ?
C26 C27 H27 121.5 . . ?
C28 C27 H27 121.5 . . ?
C29 C28 C30 120.3(18) . . ?
C29 C28 C27 119.1(18) . . ?
C30 C28 C27 119.3(17) . . ?
C28 C29 N5 120.1(17) . . ?
C28 C29 H29 120.0 . . ?
N5 C29 H29 120.0 . . ?
C31 C30 C28 129.1(19) . . ?
C31 C30 H30 115.4 . . ?
C28 C30 H30 115.4 . . ?
C30 C31 C32 122.4(18) . . ?
C30 C31 H31 118.8 . . ?
C32 C31 H31 118.8 . . ?
N6 C32 C31 115.0(17) . . ?
N6 C32 C33 119.5(18) . . ?
C31 C32 C33 125.2(16) . . ?
C34 C33 C32 120(2) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C34 C35 117(2) . . ?
C33 C34 H34 121.7 . . ?
C35 C34 H34 121.7 . . ?
C36 C35 C34 121(2) . . ?
C36 C35 H35 119.4 . . ?
C34 C35 H35 119.4 . . ?
C35 C36 N6 123(2) . . ?
C35 C36 H36 118.4 . . ?
N6 C36 H36 118.4 . . ?
C42 C37 C38 120.5(18) . . ?
C42 C37 C43 120.0(18) . . ?
C38 C37 C43 119.4(18) . . ?
C39 C38 C37 119(2) . . ?
C39 C38 H38 120.5 . . ?
C37 C38 H38 120.5 . . ?
C40 C39 C38 120(2) . . ?
C40 C39 C45 122(2) . . ?
C38 C39 C45 118(2) . . ?
C39 C40 C41 122.5(19) . . ?
C39 C40 H40 118.7 . . ?
C41 C40 H40 118.7 . . ?
C42 C41 C40 117.7(17) . . ?
C42 C41 C44 118.8(19) . . ?
C40 C41 C44 123.5(19) . . ?
C37 C42 C41 120.2(19) . . ?
C37 C42 H42 119.9 . . ?
C41 C42 H42 119.9 . . ?
O1 C43 O2 123(2) . . ?
O1 C43 C37 117(2) . . ?
O2 C43 C37 119.3(19) . . ?
O4 C44 O3 127(2) . . ?
O4 C44 C41 118.1(19) . . ?
O3 C44 C41 115(2) . . ?
C39 C45 H45A 109.5 . . ?
C39 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C39 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C51 C46 C47 118.9(17) . . ?
C51 C46 C52 119.8(19) . . ?
C47 C46 C52 121.3(19) . . ?
C48 C47 C46 119.2(18) . . ?
C48 C47 H47 120.4 . . ?
C46 C47 H47 120.4 . . ?
C47 C48 C49 120.3(19) . . ?
C47 C48 C54 120(2) . . ?
C49 C48 C54 120(2) . . ?
C48 C49 C50 120.4(18) . . ?
C48 C49 H49 119.8 . . ?
C50 C49 H49 119.8 . . ?
C51 C50 C49 118.6(17) . . ?
C51 C50 C53 119.7(18) . . ?
C49 C50 C53 121.6(17) . . ?
C46 C51 C50 122.5(18) . . ?
C46 C51 H51 118.7 . . ?
C50 C51 H51 118.7 . . ?
O5 C52 O6 129(2) . . ?
O5 C52 C46 116(2) . . ?
O6 C52 C46 115(2) . . ?
O8 C53 O7 123(2) . . ?
O8 C53 C50 118.0(19) . . ?
O7 C53 C50 119(2) . . ?
C48 C54 H54A 109.5 . . ?
C48 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C48 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?

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
O3 H3O O8 0.83 1.66 2.49(2) 174.3 1_445

_refine_diff_density_max         2.435
_refine_diff_density_min         -1.271
_refine_diff_density_rms         0.156

####################################################################### 
# 
# 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_1554532
_database_code_depnum_ccdc_archive 'CCDC 1554532'
_audit_update_record             
;
2017-10-12 deposited with the CCDC.
2017-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H27 Ag2 N4 O4, C21 H16 Ag N2 O4, H2 O'
_chemical_formula_sum            'C54 H45 Ag3 N6 O9'
_chemical_formula_weight         1245.57

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'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P n'
_space_group_name_Hall           'P -2yac'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, z+1/2'

_cell_length_a                   13.251(3)
_cell_length_b                   9.797(2)
_cell_length_c                   20.209(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.23(3)
_cell_angle_gamma                90
_cell_volume                     2505.8(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    11199
_cell_measurement_theta_min      3.052
_cell_measurement_theta_max      27.53

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    1.224
_shelx_estimated_absorpt_T_min   0.838
_shelx_estimated_absorpt_T_max   0.898
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.822
_exptl_absorpt_correction_T_max  0.882
_exptl_absorpt_process_details   'SADABS; Bruker, 2008'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11199
_diffrn_reflns_av_unetI/netI     0.0470
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.963
_diffrn_reflns_theta_max         27.562
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             11199
_reflns_number_gt                8695
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.998
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    0.998

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2009)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2010)'
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1090P)²+12.0866P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3384 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.008(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         11199
_refine_ls_number_parameters     640
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1081
_refine_ls_R_factor_gt           0.0818
_refine_ls_wR_factor_ref         0.2239
_refine_ls_wR_factor_gt          0.2074
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Ag1 Ag 0.25944(12) 1.20783(14) 0.38528(10) 0.0624(4) Uani 1 1 d . . . . .
Ag2 Ag 0.19335(11) 1.25885(11) 0.22027(8) 0.0537(4) Uani 1 1 d . . . . .
Ag3 Ag 0.01777(10) 1.27314(13) 0.05365(8) 0.0600(4) Uani 1 1 d . . . . .
N1 N 0.2366(11) 0.9909(15) 0.4129(8) 0.048(3) Uani 1 1 d . . . . .
N2 N 0.3957(12) 0.3034(15) 0.3664(8) 0.052(4) Uani 1 1 d . . . . .
N3 N 0.1543(10) 1.0431(10) 0.2278(7) 0.038(3) Uani 1 1 d . . . . .
N4 N 0.3205(10) 0.3495(11) 0.1819(7) 0.036(3) Uani 1 1 d . . . . .
N5 N 0.0543(11) 1.4978(13) 0.0490(8) 0.046(3) Uani 1 1 d . . . . .
N6 N -0.1132(13) 2.1902(14) 0.0914(8) 0.048(3) Uani 1 1 d . . . . .
O1 O 0.0937(11) 1.3000(16) 0.3597(8) 0.072(4) Uani 1 1 d . . . . .
O2 O 0.0857(12) 1.3934(16) 0.2576(9) 0.079(4) Uani 1 1 d . . . . .
O3 O -0.3310(13) 1.7381(19) 0.1941(9) 0.090(5) Uani 1 1 d . . . . .
H3O H -0.3683 1.7638 0.1554 0.135 Uiso 1 1 calc R U . . .
O4 O -0.2305(14) 1.632(2) 0.1367(8) 0.085(5) Uani 1 1 d . . . . .
O5 O 0.1432(15) 1.1485(18) 0.0301(11) 0.096(6) Uani 1 1 d . . . . .
O6 O 0.0907(14) 1.192(2) -0.0807(12) 0.112(7) Uani 1 1 d . . . . .
O7 O 0.4634(15) 0.911(3) 0.1413(11) 0.122(9) Uani 1 1 d . . . . .
O8 O 0.5490(12) 0.7974(19) 0.0803(10) 0.090(5) Uani 1 1 d . . . . .
O9 O 0.2120(13) 1.374(2) 0.4947(8) 0.094(5) Uani 1 1 d . . . . .
H1W H 0.1505 1.3398 0.4828 0.141 Uiso 1 1 d R U . . .
H2W H 0.2312 1.4058 0.5358 0.141 Uiso 1 1 d R U . . .
C1 C 0.1547(17) 0.956(2) 0.4343(12) 0.067(6) Uani 1 1 d . . . . .
H1 H 0.1100 1.0246 0.4424 0.081 Uiso 1 1 calc R U . . .
C2 C 0.1327(17) 0.814(3) 0.4456(13) 0.073(6) Uani 1 1 d . . . . .
H2 H 0.0744 0.7910 0.4609 0.087 Uiso 1 1 calc R U . . .
C3 C 0.1980(18) 0.712(2) 0.4337(11) 0.061(5) Uani 1 1 d . . . . .
H3 H 0.1854 0.6196 0.4418 0.073 Uiso 1 1 calc R U . . .
C4 C 0.2847(16) 0.7493(17) 0.4090(10) 0.049(5) Uani 1 1 d . . . . .
C5 C 0.2967(11) 0.8935(17) 0.4008(9) 0.046(4) Uani 1 1 d . . . . .
H5 H 0.3537 0.9209 0.3852 0.055 Uiso 1 1 calc R U . . .
C6 C 0.3534(10) 0.6625(13) 0.3892(8) 0.035(3) Uani 1 1 d . . . . .
H6 H 0.4070 0.7017 0.3736 0.042 Uiso 1 1 calc R U . . .
C7 C 0.3478(12) 0.5298(17) 0.3910(9) 0.045(4) Uani 1 1 d . . . . .
H7 H 0.2928 0.4920 0.4057 0.054 Uiso 1 1 calc R U . . .
C8 C 0.4246(13) 0.4283(18) 0.3710(9) 0.045(4) Uani 1 1 d . . . . .
C9 C 0.5043(16) 0.483(2) 0.3517(11) 0.061(5) Uani 1 1 d . . . . .
H9 H 0.5137 0.5782 0.3529 0.073 Uiso 1 1 calc R U . . .
C10 C 0.5750(14) 0.397(2) 0.3295(12) 0.067(6) Uani 1 1 d . . . . .
H10 H 0.6330 0.4313 0.3170 0.080 Uiso 1 1 calc R U . . .
C11 C 0.551(2) 0.256(2) 0.3277(13) 0.073(7) Uani 1 1 d . . . . .
H11 H 0.5954 0.1928 0.3155 0.088 Uiso 1 1 calc R U . . .
C12 C 0.4628(17) 0.212(2) 0.3437(11) 0.064(6) Uani 1 1 d . . . . .
H12 H 0.4460 0.1184 0.3396 0.076 Uiso 1 1 calc R U . . .
C13 C 0.0693(13) 1.0007(17) 0.2484(9) 0.046(4) Uani 1 1 d . . . . .
H13 H 0.0257 1.0667 0.2598 0.055 Uiso 1 1 calc R U . . .
C14 C 0.0454(11) 0.8602(14) 0.2532(8) 0.038(3) Uani 1 1 d . . . . .
H14 H -0.0155 0.8346 0.2649 0.045 Uiso 1 1 calc R U . . .
C15 C 0.1108(13) 0.7631(13) 0.2408(9) 0.035(4) Uani 1 1 d . . . . .
H15 H 0.0975 0.6705 0.2473 0.041 Uiso 1 1 calc R U . . .
C16 C 0.2022(12) 0.8012(12) 0.2173(8) 0.032(3) Uani 1 1 d . . . . .
C17 C 0.2142(11) 0.9432(14) 0.2132(8) 0.035(3) Uani 1 1 d . . . . .
H17 H 0.2716 0.9722 0.1984 0.042 Uiso 1 1 calc R U . . .
C18 C 0.2695(11) 0.7108(14) 0.2003(8) 0.035(3) Uani 1 1 d . . . . .
H18 H 0.3250 0.7497 0.1866 0.042 Uiso 1 1 calc R U . . .
C19 C 0.2663(12) 0.5731(12) 0.2008(8) 0.036(3) Uani 1 1 d . . . . .
H19 H 0.2132 0.5308 0.2157 0.043 Uiso 1 1 calc R U . . .
C20 C 0.3393(15) 0.4878(15) 0.1799(8) 0.047(4) Uani 1 1 d . . . . .
C21 C 0.4217(14) 0.5286(19) 0.1581(11) 0.057(4) Uani 1 1 d . . . . .
H21 H 0.4370 0.6223 0.1588 0.068 Uiso 1 1 calc R U . . .
C22 C 0.4851(15) 0.4383(19) 0.1347(11) 0.059(5) Uani 1 1 d . . . . .
H22 H 0.5402 0.4716 0.1187 0.071 Uiso 1 1 calc R U . . .
C23 C 0.4669(17) 0.305(2) 0.1351(12) 0.067(5) Uani 1 1 d . . . . .
H23 H 0.5088 0.2419 0.1200 0.080 Uiso 1 1 calc R U . . .
C24 C 0.3806(17) 0.2599(15) 0.1595(11) 0.053(5) Uani 1 1 d . . . . .
H24 H 0.3658 0.1661 0.1598 0.063 Uiso 1 1 calc R U . . .
C25 C 0.1341(13) 1.5387(17) 0.0254(10) 0.049(4) Uani 1 1 d . . . . .
H25 H 0.1774 1.4724 0.0141 0.059 Uiso 1 1 calc R U . . .
C26 C 0.1548(17) 1.674(2) 0.0174(11) 0.060(5) Uani 1 1 d . . . . .
H26 H 0.2130 1.6989 0.0023 0.072 Uiso 1 1 calc R U . . .
C27 C 0.0918(15) 1.773(2) 0.0310(12) 0.051(5) Uani 1 1 d . . . . .
H27 H 0.1051 1.8665 0.0268 0.062 Uiso 1 1 calc R U . . .
C28 C 0.0109(15) 1.7297(12) 0.0505(9) 0.042(2) Uani 1 1 d . . . . .
C29 C -0.0063(14) 1.5917(12) 0.0605(9) 0.042(2) Uani 1 1 d . . . . .
H29 H -0.0638 1.5666 0.0761 0.050 Uiso 1 1 calc R U . . .
C30 C -0.0682(14) 1.8276(13) 0.0707(9) 0.042(2) Uani 1 1 d . . . . .
H30 H -0.1223 1.7860 0.0848 0.050 Uiso 1 1 calc R U . . .
C31 C -0.0677(15) 1.9611(19) 0.0700(10) 0.053(4) Uani 1 1 d . . . . .
H31 H -0.0171 2.0017 0.0520 0.063 Uiso 1 1 calc R U . . .
C32 C -0.1328(11) 2.0519(14) 0.0927(8) 0.036(3) Uani 1 1 d . . . . .
C33 C -0.2183(14) 2.0059(19) 0.1147(10) 0.054(4) Uani 1 1 d . . . . .
H33 H -0.2357 1.9128 0.1138 0.065 Uiso 1 1 calc R U . . .
C34 C -0.271(3) 2.096(2) 0.1361(14) 0.086(8) Uani 1 1 d . . . . .
H34 H -0.3266 2.0646 0.1525 0.104 Uiso 1 1 calc R U . . .
C35 C -0.2537(17) 2.236(2) 0.1371(12) 0.062(5) Uani 1 1 d . . . . .
H35 H -0.2951 2.2981 0.1534 0.075 Uiso 1 1 calc R U . . .
C36 C -0.1733(18) 2.278(2) 0.1131(13) 0.060(5) Uani 1 1 d . . . . .
H36 H -0.1596 2.3724 0.1118 0.073 Uiso 1 1 calc R U . . .
C37 C -0.0357(12) 1.4725(16) 0.3156(8) 0.043(3) Uani 1 1 d . . . . .
C38 C -0.0554(13) 1.4926(18) 0.3788(9) 0.047(4) Uani 1 1 d . . . . .
H38 H -0.0129 1.4503 0.4192 0.057 Uiso 1 1 calc R U . . .
C39 C -0.1375(14) 1.5750(19) 0.3811(8) 0.052(4) Uani 1 1 d . . . . .
C40 C -0.2044(12) 1.6301(17) 0.3208(10) 0.048(4) Uani 1 1 d . . . . .
H40 H -0.2631 1.6823 0.3224 0.057 Uiso 1 1 calc R U . . .
C41 C -0.1847(12) 1.6086(17) 0.2591(9) 0.047(4) Uani 1 1 d . . . . .
C42 C -0.0983(11) 1.5298(14) 0.2562(8) 0.035(3) Uani 1 1 d . . . . .
H42 H -0.0835 1.5166 0.2140 0.042 Uiso 1 1 calc R U . . .
C43 C 0.0544(11) 1.3796(17) 0.3123(9) 0.043(3) Uani 1 1 d . . . . .
C44 C -0.2577(15) 1.661(2) 0.1869(11) 0.067(6) Uani 1 1 d . . . . .
C45 C -0.157(2) 1.598(3) 0.4495(13) 0.096(9) Uani 1 1 d . . . . .
H45A H -0.1433 1.5142 0.4762 0.144 Uiso 1 1 calc R U . . .
H45B H -0.2295 1.6257 0.4420 0.144 Uiso 1 1 calc R U . . .
H45C H -0.1099 1.6691 0.4745 0.144 Uiso 1 1 calc R U . . .
C46 C 0.2401(11) 1.0427(14) -0.0338(8) 0.039(3) Uani 1 1 d . . . . .
C47 C 0.2507(13) 1.0131(18) -0.0994(9) 0.050(4) Uani 1 1 d . . . . .
H47 H 0.2020 1.0507 -0.1389 0.060 Uiso 1 1 calc R U . . .
C48 C 0.3311(14) 0.9298(19) -0.1075(10) 0.057(5) Uani 1 1 d . . . . .
C49 C 0.4034(12) 0.8842(18) -0.0437(12) 0.061(5) Uani 1 1 d . . . . .
H49 H 0.4603 0.8284 -0.0453 0.073 Uiso 1 1 calc R U . . .
C50 C 0.3930(13) 0.9186(15) 0.0197(9) 0.047(4) Uani 1 1 d . . . . .
C51 C 0.3096(12) 0.9946(16) 0.0211(10) 0.049(4) Uani 1 1 d . . . . .
H51 H 0.3006 1.0144 0.0645 0.059 Uiso 1 1 calc R U . . .
C52 C 0.1467(16) 1.133(2) -0.0251(14) 0.070(6) Uani 1 1 d . . . . .
C53 C 0.476(2) 0.867(2) 0.0860(12) 0.074(6) Uani 1 1 d . . . . .
C54 C 0.343(2) 0.891(4) -0.1771(15) 0.103(10) Uani 1 1 d . . . . .
H54A H 0.3179 0.7987 -0.1885 0.154 Uiso 1 1 calc R U . . .
H54B H 0.4165 0.8975 -0.1755 0.154 Uiso 1 1 calc R U . . .
H54C H 0.3012 0.9533 -0.2122 0.154 Uiso 1 1 calc R U . . .


_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
Ag1 N2 2.166(15) 1_565 ?
Ag1 N1 2.240(15) . ?
Ag1 O1 2.288(13) . ?
Ag1 Ag2 3.226(3) . ?
Ag2 N3 2.192(10) . ?
Ag2 O2 2.232(13) . ?
Ag2 N4 2.236(12) 1_565 ?
Ag3 O5 2.225(16) . ?
Ag3 N6 2.244(15) 1_545 ?
Ag3 N5 2.261(13) . ?
N1 C5 1.31(2) . ?
N1 C1 1.33(2) . ?
N2 C8 1.28(2) . ?
N2 C12 1.43(3) . ?
N2 Ag1 2.166(14) 1_545 ?
N3 C17 1.347(17) . ?
N3 C13 1.376(18) . ?
N4 C24 1.35(2) . ?
N4 C20 1.380(17) . ?
N4 Ag2 2.236(12) 1_545 ?
N5 C29 1.29(2) . ?
N5 C25 1.34(2) . ?
N6 C36 1.34(3) . ?
N6 C32 1.381(19) . ?
N6 Ag3 2.244(15) 1_565 ?
O1 C43 1.23(2) . ?
O2 C43 1.30(2) . ?
O3 C44 1.27(3) . ?
O3 H3O 0.8300 . ?
O4 C44 1.21(3) . ?
O5 C52 1.14(3) . ?
O6 C52 1.28(3) . ?
O7 C53 1.26(3) . ?
O8 C53 1.22(3) . ?
O9 H1W 0.8501 . ?
O9 H2W 0.8501 . ?
C1 C2 1.46(3) . ?
C1 H1 0.9400 . ?
C2 C3 1.39(3) . ?
C2 H2 0.9400 . ?
C3 C4 1.43(3) . ?
C3 H3 0.9400 . ?
C4 C6 1.39(3) . ?
C4 C5 1.44(2) . ?
C5 H5 0.9400 . ?
C6 C7 1.30(2) . ?
C6 H6 0.9400 . ?
C7 C8 1.56(2) . ?
C7 H7 0.9400 . ?
C8 C9 1.34(3) . ?
C9 C10 1.43(3) . ?
C9 H9 0.9400 . ?
C10 C11 1.41(3) . ?
C10 H10 0.9400 . ?
C11 C12 1.37(4) . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C13 C14 1.42(2) . ?
C13 H13 0.9400 . ?
C14 C15 1.36(2) . ?
C14 H14 0.9400 . ?
C15 C16 1.47(2) . ?
C15 H15 0.9400 . ?
C16 C18 1.37(2) . ?
C16 C17 1.405(18) . ?
C17 H17 0.9400 . ?
C18 C19 1.349(18) . ?
C18 H18 0.9400 . ?
C19 C20 1.43(2) . ?
C19 H19 0.9400 . ?
C20 C21 1.35(3) . ?
C21 C22 1.40(3) . ?
C21 H21 0.9400 . ?
C22 C23 1.33(3) . ?
C22 H22 0.9400 . ?
C23 C24 1.44(3) . ?
C23 H23 0.9400 . ?
C24 H24 0.9400 . ?
C25 C26 1.38(3) . ?
C25 H25 0.9400 . ?
C26 C27 1.36(3) . ?
C26 H26 0.9400 . ?
C27 C28 1.32(3) . ?
C27 H27 0.9400 . ?
C28 C29 1.396(16) . ?
C28 C30 1.56(2) . ?
C29 H29 0.9400 . ?
C30 C31 1.31(2) . ?
C30 H30 0.9400 . ?
C31 C32 1.41(2) . ?
C31 H31 0.9400 . ?
C32 C33 1.41(2) . ?
C33 C34 1.28(3) . ?
C33 H33 0.9400 . ?
C34 C35 1.39(3) . ?
C34 H34 0.9400 . ?
C35 C36 1.36(3) . ?
C35 H35 0.9400 . ?
C36 H36 0.9400 . ?
C37 C42 1.36(2) . ?
C37 C38 1.39(2) . ?
C37 C43 1.52(2) . ?
C38 C39 1.37(2) . ?
C38 H38 0.9400 . ?
C39 C40 1.39(3) . ?
C39 C45 1.49(3) . ?
C40 C41 1.36(3) . ?
C40 H40 0.9400 . ?
C41 C42 1.40(2) . ?
C41 C44 1.58(2) . ?
C42 H42 0.9400 . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C45 H45C 0.9700 . ?
C46 C51 1.30(2) . ?
C46 C47 1.40(2) . ?
C46 C52 1.58(2) . ?
C47 C48 1.39(2) . ?
C47 H47 0.9400 . ?
C48 C49 1.43(3) . ?
C48 C54 1.51(3) . ?
C49 C50 1.37(3) . ?
C49 H49 0.9400 . ?
C50 C51 1.34(2) . ?
C50 C53 1.54(3) . ?
C51 H51 0.9400 . ?
C54 H54A 0.9700 . ?
C54 H54B 0.9700 . ?
C54 H54C 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
N2 Ag1 N1 129.4(6) 1_565 . ?
N2 Ag1 O1 125.8(6) 1_565 . ?
N1 Ag1 O1 103.8(6) . . ?
N2 Ag1 Ag2 74.7(4) 1_565 . ?
N1 Ag1 Ag2 112.9(4) . . ?
O1 Ag1 Ag2 75.9(4) . . ?
N3 Ag2 O2 111.0(5) . . ?
N3 Ag2 N4 128.7(4) . 1_565 ?
O2 Ag2 N4 120.4(5) . 1_565 ?
N3 Ag2 Ag1 77.1(3) . . ?
O2 Ag2 Ag1 75.3(5) . . ?
N4 Ag2 Ag1 114.7(3) 1_565 . ?
O5 Ag3 N6 125.1(6) . 1_545 ?
O5 Ag3 N5 110.0(6) . . ?
N6 Ag3 N5 124.3(5) 1_545 . ?
C5 N1 C1 118.3(17) . . ?
C5 N1 Ag1 120.7(12) . . ?
C1 N1 Ag1 120.6(14) . . ?
C8 N2 C12 115.0(17) . . ?
C8 N2 Ag1 130.5(15) . 1_545 ?
C12 N2 Ag1 114.5(13) . 1_545 ?
C17 N3 C13 115.8(12) . . ?
C17 N3 Ag2 121.3(9) . . ?
C13 N3 Ag2 122.9(10) . . ?
C24 N4 C20 119.9(15) . . ?
C24 N4 Ag2 115.9(10) . 1_545 ?
C20 N4 Ag2 124.2(11) . 1_545 ?
C29 N5 C25 116.7(14) . . ?
C29 N5 Ag3 122.4(11) . . ?
C25 N5 Ag3 120.4(11) . . ?
C36 N6 C32 119.7(17) . . ?
C36 N6 Ag3 118.3(13) . 1_565 ?
C32 N6 Ag3 122.0(11) . 1_565 ?
C43 O1 Ag1 125.7(12) . . ?
C43 O2 Ag2 128.6(12) . . ?
C44 O3 H3O 109.5 . . ?
C52 O5 Ag3 122.0(18) . . ?
H1W O9 H2W 113.9 . . ?
N1 C1 C2 121(2) . . ?
N1 C1 H1 119.4 . . ?
C2 C1 H1 119.4 . . ?
C3 C2 C1 120(2) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 118.7(19) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C6 C4 C3 127.3(15) . . ?
C6 C4 C5 117.7(18) . . ?
C3 C4 C5 114.9(18) . . ?
N1 C5 C4 126.9(17) . . ?
N1 C5 H5 116.6 . . ?
C4 C5 H5 116.6 . . ?
C7 C6 C4 123.7(14) . . ?
C7 C6 H6 118.1 . . ?
C4 C6 H6 118.1 . . ?
C6 C7 C8 125.6(14) . . ?
C6 C7 H7 117.2 . . ?
C8 C7 H7 117.2 . . ?
N2 C8 C9 127.4(19) . . ?
N2 C8 C7 115.1(16) . . ?
C9 C8 C7 116.8(16) . . ?
C8 C9 C10 120.1(19) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C11 C10 C9 114.7(19) . . ?
C11 C10 H10 122.6 . . ?
C9 C10 H10 122.6 . . ?
C12 C11 C10 120.4(19) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 N2 122.0(19) . . ?
C11 C12 H12 119.0 . . ?
N2 C12 H12 119.0 . . ?
N3 C13 C14 122.1(15) . . ?
N3 C13 H13 118.9 . . ?
C14 C13 H13 118.9 . . ?
C15 C14 C13 119.9(13) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C16 120.7(12) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C18 C16 C17 122.1(13) . . ?
C18 C16 C15 125.0(12) . . ?
C17 C16 C15 112.9(12) . . ?
N3 C17 C16 128.5(12) . . ?
N3 C17 H17 115.8 . . ?
C16 C17 H17 115.8 . . ?
C19 C18 C16 128.3(13) . . ?
C19 C18 H18 115.8 . . ?
C16 C18 H18 115.8 . . ?
C18 C19 C20 123.7(13) . . ?
C18 C19 H19 118.1 . . ?
C20 C19 H19 118.1 . . ?
C21 C20 N4 118.1(17) . . ?
C21 C20 C19 127.2(14) . . ?
N4 C20 C19 114.8(14) . . ?
C20 C21 C22 123.3(17) . . ?
C20 C21 H21 118.4 . . ?
C22 C21 H21 118.4 . . ?
C23 C22 C21 119.5(17) . . ?
C23 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?
C22 C23 C24 117.7(16) . . ?
C22 C23 H23 121.1 . . ?
C24 C23 H23 121.1 . . ?
N4 C24 C23 121.5(15) . . ?
N4 C24 H24 119.2 . . ?
C23 C24 H24 119.2 . . ?
N5 C25 C26 122.4(17) . . ?
N5 C25 H25 118.8 . . ?
C26 C25 H25 118.8 . . ?
C27 C26 C25 120.5(19) . . ?
C27 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?
C28 C27 C26 115.7(18) . . ?
C28 C27 H27 122.1 . . ?
C26 C27 H27 122.1 . . ?
C27 C28 C29 122.5(17) . . ?
C27 C28 C30 123.3(14) . . ?
C29 C28 C30 114.0(15) . . ?
N5 C29 C28 122.0(16) . . ?
N5 C29 H29 119.0 . . ?
C28 C29 H29 119.0 . . ?
C31 C30 C28 127.2(16) . . ?
C31 C30 H30 116.4 . . ?
C28 C30 H30 116.4 . . ?
C30 C31 C32 128.6(17) . . ?
C30 C31 H31 115.7 . . ?
C32 C31 H31 115.7 . . ?
N6 C32 C31 118.5(14) . . ?
N6 C32 C33 119.6(15) . . ?
C31 C32 C33 121.9(15) . . ?
C34 C33 C32 117.4(18) . . ?
C34 C33 H33 121.3 . . ?
C32 C33 H33 121.3 . . ?
C33 C34 C35 125(2) . . ?
C33 C34 H34 117.4 . . ?
C35 C34 H34 117.4 . . ?
C36 C35 C34 116(2) . . ?
C36 C35 H35 121.9 . . ?
C34 C35 H35 121.9 . . ?
N6 C36 C35 122(2) . . ?
N6 C36 H36 119.1 . . ?
C35 C36 H36 119.1 . . ?
C42 C37 C38 121.3(14) . . ?
C42 C37 C43 119.3(14) . . ?
C38 C37 C43 119.3(14) . . ?
C39 C38 C37 118.9(15) . . ?
C39 C38 H38 120.6 . . ?
C37 C38 H38 120.6 . . ?
C38 C39 C40 120.5(15) . . ?
C38 C39 C45 118.4(18) . . ?
C40 C39 C45 121.0(19) . . ?
C41 C40 C39 119.9(14) . . ?
C41 C40 H40 120.0 . . ?
C39 C40 H40 120.0 . . ?
C40 C41 C42 120.2(14) . . ?
C40 C41 C44 124.3(17) . . ?
C42 C41 C44 115.4(17) . . ?
C37 C42 C41 119.0(14) . . ?
C37 C42 H42 120.5 . . ?
C41 C42 H42 120.5 . . ?
O1 C43 O2 124.3(15) . . ?
O1 C43 C37 120.2(15) . . ?
O2 C43 C37 115.4(14) . . ?
O4 C44 O3 132(2) . . ?
O4 C44 C41 117(2) . . ?
O3 C44 C41 112(2) . . ?
C39 C45 H45A 109.5 . . ?
C39 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C39 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C51 C46 C47 119.1(15) . . ?
C51 C46 C52 119.3(17) . . ?
C47 C46 C52 121.6(16) . . ?
C48 C47 C46 121.8(16) . . ?
C48 C47 H47 119.1 . . ?
C46 C47 H47 119.1 . . ?
C47 C48 C49 114.1(17) . . ?
C47 C48 C54 123(2) . . ?
C49 C48 C54 122.5(19) . . ?
C50 C49 C48 122.7(15) . . ?
C50 C49 H49 118.7 . . ?
C48 C49 H49 118.7 . . ?
C51 C50 C49 117.9(16) . . ?
C51 C50 C53 122.9(19) . . ?
C49 C50 C53 119.2(17) . . ?
C46 C51 C50 124.2(18) . . ?
C46 C51 H51 117.9 . . ?
C50 C51 H51 117.9 . . ?
O5 C52 O6 128(2) . . ?
O5 C52 C46 116(2) . . ?
O6 C52 C46 115.2(19) . . ?
O8 C53 O7 127(2) . . ?
O8 C53 C50 119(2) . . ?
O7 C53 C50 114(2) . . ?
C48 C54 H54A 109.5 . . ?
C48 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C48 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?

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
O3 H3O O8 0.83 1.62 2.45(2) 172.6 1_465

_refine_diff_density_max         2.307
_refine_diff_density_min         -1.871
_refine_diff_density_rms         0.151

####################################################################### 
# 
# 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_1554531
_database_code_depnum_ccdc_archive 'CCDC 1554531'
_audit_update_record             
;
2017-10-12 deposited with the CCDC.
2017-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H18 N2 O5 Zn, H2 O'
_chemical_formula_sum            'C21 H20 N2 O6 Zn'
_chemical_formula_weight         461.78

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'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1976(18)
_cell_length_b                   10.206(2)
_cell_length_c                   10.783(2)
_cell_angle_alpha                86.48(3)
_cell_angle_beta                 85.66(3)
_cell_angle_gamma                79.80(3)
_cell_volume                     992.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    17286
_cell_measurement_theta_min      3.052
_cell_measurement_theta_max      27.53

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_F_000             476
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    1.280
_shelx_estimated_absorpt_T_min   0.831
_shelx_estimated_absorpt_T_max   0.894
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.832
_exptl_absorpt_correction_T_max  0.884
_exptl_absorpt_process_details   'SADABS; Bruker, 2008'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17286
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.206
_diffrn_reflns_theta_max         27.515
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4500
_reflns_number_gt                3928
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2009)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2010)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0362P)²+1.3320P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4500
_refine_ls_number_parameters     282
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0446
_refine_ls_wR_factor_ref         0.1054
_refine_ls_wR_factor_gt          0.1000
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.45658(3) 0.55665(3) 0.22251(3) 0.03333(11) Uani 1 1 d . . . . .
N1 N 0.6809(2) 0.5079(2) 0.21005(19) 0.0270(4) Uani 1 1 d . . . . .
N2 N 1.1648(3) 0.7126(3) 0.5036(2) 0.0405(6) Uani 1 1 d . . . . .
O1 O 0.3853(2) 0.41131(17) 0.1450(2) 0.0390(5) Uani 1 1 d . . . . .
O2 O 0.416(3) 0.2853(9) 0.3258(8) 0.044(4) Uani 0.41(4) 1 d . . P A 1
O2' O 0.493(3) 0.2717(7) 0.282(2) 0.077(7) Uani 0.59(4) 1 d . . P A 2
O3 O 0.4854(3) -0.2140(2) 0.2690(2) 0.0544(6) Uani 1 1 d . . . . .
O4 O 0.3554(3) -0.28289(19) 0.1322(2) 0.0486(5) Uani 1 1 d . . . . .
O5 O 0.3916(2) 0.5332(2) 0.40384(19) 0.0420(5) Uani 1 1 d . . . . .
H1W H 0.3894 0.4514 0.3951 0.063 Uiso 1 1 d R U . . .
H2W H 0.3158 0.5863 0.4313 0.063 Uiso 1 1 d R U . . .
O6 O 0.3827(6) 0.1396(8) 0.5356(5) 0.194(3) Uani 1 1 d . . . . .
H3W H 0.3932 0.2165 0.5052 0.290 Uiso 1 1 d R U . . .
H4W H 0.4421 0.1428 0.5916 0.290 Uiso 1 1 d R U . . .
C1 C 0.7468(3) 0.4343(3) 0.1168(2) 0.0359(6) Uani 1 1 d . . . . .
H1 H 0.6886 0.4077 0.0582 0.043 Uiso 1 1 calc R U . . .
C2 C 0.8978(4) 0.3968(4) 0.1044(3) 0.0515(8) Uani 1 1 d . . . . .
H2 H 0.9428 0.3482 0.0363 0.062 Uiso 1 1 calc R U . . .
C3 C 0.9829(3) 0.4312(4) 0.1934(3) 0.0482(8) Uani 1 1 d . . . . .
H3 H 1.0865 0.4068 0.1852 0.058 Uiso 1 1 calc R U . . .
C4 C 0.9164(3) 0.5016(3) 0.2949(2) 0.0307(5) Uani 1 1 d . . . . .
C5 C 0.7644(3) 0.5413(2) 0.2968(2) 0.0269(5) Uani 1 1 d . . . . .
H5 H 0.7171 0.5940 0.3616 0.032 Uiso 1 1 calc R U . . .
C6 C 1.0116(3) 0.5209(3) 0.3980(2) 0.0320(6) Uani 1 1 d . . . . .
H6 H 1.1032 0.5506 0.3619 0.038 Uiso 1 1 calc R U . . .
C7 C 0.9470(3) 0.6056(3) 0.5100(2) 0.0320(6) Uani 1 1 d . . . . .
H7 H 0.8383 0.6329 0.5081 0.038 Uiso 1 1 calc R U . . .
C8 C 1.0194(3) 0.7208(3) 0.5351(2) 0.0346(6) Uani 1 1 d . . . . .
C9 C 0.9409(4) 0.8246(3) 0.6026(3) 0.0503(8) Uani 1 1 d . . . . .
H9 H 0.8390 0.8291 0.6228 0.060 Uiso 1 1 calc R U . . .
C10 C 1.0134(5) 0.9213(4) 0.6399(4) 0.0683(11) Uani 1 1 d . . . . .
H10 H 0.9619 0.9914 0.6871 0.082 Uiso 1 1 calc R U . . .
C11 C 1.1618(5) 0.9138(4) 0.6073(4) 0.0689(11) Uani 1 1 d . . . . .
H11 H 1.2138 0.9785 0.6312 0.083 Uiso 1 1 calc R U . . .
C12 C 1.2324(4) 0.8089(4) 0.5385(4) 0.0576(9) Uani 1 1 d . . . . .
H12 H 1.3335 0.8047 0.5148 0.069 Uiso 1 1 calc R U . . .
C13 C 0.3634(3) 0.1842(2) 0.1380(3) 0.0306(5) Uani 1 1 d . . . . .
C14 C 0.2810(3) 0.2084(2) 0.0341(2) 0.0318(5) Uani 1 1 d . . . . .
H14 H 0.2572 0.2960 0.0004 0.038 Uiso 1 1 calc R U . . .
C15 C 0.2327(3) 0.1059(3) -0.0214(3) 0.0377(6) Uani 1 1 d . . . . .
C16 C 0.2723(3) -0.0234(3) 0.0286(3) 0.0391(6) Uani 1 1 d . . . . .
H16 H 0.2414 -0.0941 -0.0080 0.047 Uiso 1 1 calc R U . . .
C17 C 0.3567(3) -0.0500(2) 0.1318(3) 0.0333(6) Uani 1 1 d . . . . .
C18 C 0.4013(3) 0.0547(2) 0.1871(3) 0.0336(6) Uani 1 1 d . . . . .
H18 H 0.4571 0.0377 0.2577 0.040 Uiso 1 1 calc R U . . .
C19 C 0.4077(3) 0.2976(3) 0.2009(3) 0.0431(7) Uani 1 1 d . . . . .
C20 C 0.4025(3) -0.1897(3) 0.1821(3) 0.0383(6) Uani 1 1 d . . . . .
C21 C 0.1424(5) 0.1340(4) -0.1346(3) 0.0654(11) Uani 1 1 d . . . . .
H21A H 0.0772 0.2195 -0.1279 0.098 Uiso 1 1 calc R U . . .
H21B H 0.0837 0.0645 -0.1393 0.098 Uiso 1 1 calc R U . . .
H21C H 0.2082 0.1361 -0.2090 0.098 Uiso 1 1 calc R U . . .


_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 O4 1.975(2) 1_565 ?
Zn1 O1 1.9770(18) . ?
Zn1 O5 2.013(2) . ?
Zn1 N1 2.031(2) . ?
Zn1 O3 2.486(2) 1_565 ?
Zn1 C20 2.565(3) 1_565 ?
Zn1 H1W 2.1941 . ?
N1 C1 1.335(3) . ?
N1 C5 1.350(3) . ?
N2 C12 1.338(4) . ?
N2 C8 1.344(4) . ?
O1 C19 1.265(3) . ?
O2 C19 1.351(8) . ?
O2' C19 1.204(6) . ?
O3 C20 1.239(4) . ?
O3 Zn1 2.486(2) 1_545 ?
O4 C20 1.275(3) . ?
O4 Zn1 1.975(2) 1_545 ?
O5 H1W 0.8499 . ?
O5 H2W 0.8500 . ?
O6 H3W 0.8501 . ?
O6 H4W 0.8500 . ?
C1 C2 1.372(4) . ?
C1 H1 0.9400 . ?
C2 C3 1.382(4) . ?
C2 H2 0.9400 . ?
C3 C4 1.389(4) . ?
C3 H3 0.9400 . ?
C4 C5 1.383(4) . ?
C4 C6 1.510(3) . ?
C5 H5 0.9400 . ?
C6 C7 1.549(4) . ?
C6 C7 1.588(4) 2_766 ?
C6 H6 0.9900 . ?
C7 C8 1.497(4) . ?
C7 C6 1.587(4) 2_766 ?
C7 H7 0.9900 . ?
C8 C9 1.385(4) . ?
C9 C10 1.380(5) . ?
C9 H9 0.9400 . ?
C10 C11 1.373(6) . ?
C10 H10 0.9400 . ?
C11 C12 1.377(5) . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C13 C14 1.385(4) . ?
C13 C18 1.389(4) . ?
C13 C19 1.507(3) . ?
C14 C15 1.390(4) . ?
C14 H14 0.9400 . ?
C15 C16 1.391(4) . ?
C15 C21 1.512(4) . ?
C16 C17 1.390(4) . ?
C16 H16 0.9400 . ?
C17 C18 1.391(4) . ?
C17 C20 1.494(4) . ?
C18 H18 0.9400 . ?
C20 Zn1 2.565(3) 1_545 ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 H21C 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
O4 Zn1 O1 102.40(9) 1_565 . ?
O4 Zn1 O5 116.22(10) 1_565 . ?
O1 Zn1 O5 103.49(9) . . ?
O4 Zn1 N1 120.76(9) 1_565 . ?
O1 Zn1 N1 105.48(9) . . ?
O5 Zn1 N1 106.45(9) . . ?
O4 Zn1 O3 57.41(8) 1_565 1_565 ?
O1 Zn1 O3 159.79(8) . 1_565 ?
O5 Zn1 O3 86.65(9) . 1_565 ?
N1 Zn1 O3 87.87(9) . 1_565 ?
O4 Zn1 C20 29.08(9) 1_565 1_565 ?
O1 Zn1 C20 131.49(9) . 1_565 ?
O5 Zn1 C20 103.03(9) . 1_565 ?
N1 Zn1 C20 104.89(9) . 1_565 ?
O3 Zn1 C20 28.34(9) 1_565 1_565 ?
O4 Zn1 H1W 130.8 1_565 . ?
O1 Zn1 H1W 82.6 . . ?
O5 Zn1 H1W 22.8 . . ?
N1 Zn1 H1W 104.0 . . ?
O3 Zn1 H1W 109.3 1_565 . ?
C20 Zn1 H1W 124.6 1_565 . ?
C1 N1 C5 119.1(2) . . ?
C1 N1 Zn1 118.79(17) . . ?
C5 N1 Zn1 122.01(17) . . ?
C12 N2 C8 118.0(3) . . ?
C19 O1 Zn1 116.69(18) . . ?
C20 O3 Zn1 79.35(16) . 1_545 ?
C20 O4 Zn1 102.08(19) . 1_545 ?
Zn1 O5 H1W 90.6 . . ?
Zn1 O5 H2W 117.2 . . ?
H1W O5 H2W 121.6 . . ?
H3W O6 H4W 91.9 . . ?
N1 C1 C2 121.4(2) . . ?
N1 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C1 C2 C3 119.2(3) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 116.5(2) . . ?
C5 C4 C6 125.0(2) . . ?
C3 C4 C6 118.4(2) . . ?
N1 C5 C4 123.1(2) . . ?
N1 C5 H5 118.5 . . ?
C4 C5 H5 118.5 . . ?
C4 C6 C7 121.1(2) . . ?
C4 C6 C7 115.1(2) . 2_766 ?
C7 C6 C7 90.1(2) . 2_766 ?
C4 C6 H6 109.6 . . ?
C7 C6 H6 109.6 . . ?
C7 C6 H6 109.6 2_766 . ?
C8 C7 C6 117.6(2) . . ?
C8 C7 C6 113.8(2) . 2_766 ?
C6 C7 C6 89.9(2) . 2_766 ?
C8 C7 H7 111.3 . . ?
C6 C7 H7 111.3 . . ?
C6 C7 H7 111.3 2_766 . ?
N2 C8 C9 121.5(3) . . ?
N2 C8 C7 118.3(2) . . ?
C9 C8 C7 119.7(3) . . ?
C10 C9 C8 119.5(3) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C11 C10 C9 119.1(3) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C10 C11 C12 118.2(3) . . ?
C10 C11 H11 120.9 . . ?
C12 C11 H11 120.9 . . ?
N2 C12 C11 123.6(3) . . ?
N2 C12 H12 118.2 . . ?
C11 C12 H12 118.2 . . ?
C14 C13 C18 119.6(2) . . ?
C14 C13 C19 120.6(2) . . ?
C18 C13 C19 119.7(2) . . ?
C13 C14 C15 121.5(2) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C14 C15 C16 118.0(3) . . ?
C14 C15 C21 120.8(3) . . ?
C16 C15 C21 121.1(3) . . ?
C17 C16 C15 121.3(2) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C18 119.5(2) . . ?
C16 C17 C20 120.7(2) . . ?
C18 C17 C20 119.8(3) . . ?
C13 C18 C17 120.0(3) . . ?
C13 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
O2' C19 O1 121.8(4) . . ?
O1 C19 O2 120.9(4) . . ?
O2' C19 C13 118.5(4) . . ?
O1 C19 C13 117.1(3) . . ?
O2 C19 C13 117.4(4) . . ?
O3 C20 O4 121.1(3) . . ?
O3 C20 C17 120.6(3) . . ?
O4 C20 C17 118.3(3) . . ?
O3 C20 Zn1 72.31(16) . 1_545 ?
O4 C20 Zn1 48.83(14) . 1_545 ?
C17 C20 Zn1 166.7(2) . 1_545 ?
C15 C21 H21A 109.5 . . ?
C15 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C15 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

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
O5 H2W N2 0.85 1.88 2.722(3) 172.7 1_455

_refine_diff_density_max         1.031
_refine_diff_density_min         -0.713
_refine_diff_density_rms         0.069

