# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 993632'
_audit_update_record             
;
2015-01-19 deposited with the CCDC.
2015-02-03 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            '[Cu(HTyrbenz)2].CH3OH.H2O'
_chemical_formula_moiety         'C32 H32 Cu N2 O6, C H4 O, H2 O'
_chemical_formula_sum            'C33 H38 Cu N2 O8'
_chemical_formula_iupac          ?
_chemical_formula_weight         654.21
_chemical_absolute_configuration rmad

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   12.7195(19)
_cell_length_b                   9.7533(14)
_cell_length_c                   14.170(2)
_cell_angle_alpha                90
_cell_angle_beta                 115.087(9)
_cell_angle_gamma                90
_cell_volume                     1592.1(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    130
_cell_measurement_theta_min      2.7405
_cell_measurement_theta_max      16.3246
_cell_measurement_temperature    260.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             686

_exptl_absorpt_coefficient_mu    0.739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.6852
_exptl_absorpt_correction_T_max  0.7452

_exptl_special_details           
;
;

_diffrn_ambient_temperature      260.(2)

_diffrn_source                   'Sealed tube'
_diffrn_source_type              'Fine Focus'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  Graphite

_diffrn_measurement_device_type  'Bruker Kappa APEX II'
_diffrn_measurement_method       'phi and omega scan'


_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            15183
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_sigmaI/netI    0.0620
_diffrn_reflns_theta_min         1.59
_diffrn_reflns_theta_max         25.26
_diffrn_reflns_theta_full        25.26
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16

_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.
;

_reflns_number_total             5589
_reflns_number_gt                4668
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_gt          0.0762
_refine_ls_wR_factor_ref         0.0831
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_restrained_S_all      0.936
_refine_ls_number_reflns         5589
_refine_ls_number_parameters     407
_refine_ls_number_restraints     2
_refine_ls_hydrogen_treatment    undef
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
w=1/[σ²(Fo²)+(0.0387P)²]
where P=(Fo²+2Fc²)/3
;

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.245
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack x determined using 1833 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.027(9)

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 V2011.4-1 (Bruker AXS)'
_computing_cell_refinement       'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Bruker AXS)'
_computing_publication_material  'SHELXTL (Bruker AXS)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.10077(4) 0.24686(6) 0.11605(4) 0.02975(16) Uani d . . . 1 . .
N N1 0.0629(3) 0.2245(5) 0.2401(3) 0.0356(11) Uani d . . . 1 . .
H H1 0.0873 0.1313 0.2661 0.043 Uiso calc U . R 1 . .
N N2 0.1689(3) 0.2274(4) 0.0117(3) 0.0273(9) Uani d . . . 1 . .
H H2A 0.2476 0.2654 0.0416 0.033 Uiso calc U . R 1 . .
O O1 0.5091(4) -0.1427(4) 0.3548(4) 0.0666(12) Uani d . . . 1 . .
H H2 0.4805 -0.2197 0.3424 0.1 Uiso calc U . R 1 . .
O O2 0.2647(4) 0.5038(4) 0.3464(3) 0.0568(12) Uani d . . . 1 . .
O O3 0.2102(3) 0.3832(3) 0.2007(3) 0.0418(9) Uani d . . . 1 . .
O O4 -0.0394(3) 0.3971(4) 0.0367(3) 0.0456(10) Uani d . . . 1 . .
O O5 0.0179(3) 0.0798(4) 0.0485(3) 0.0347(8) Uani d . . . 1 . .
O O6 0.6883(3) 0.2305(5) 0.0603(3) 0.0616(11) Uani d . . . 1 . .
H H5 0.7056 0.1853 0.0203 0.092 Uiso calc U . R 1 . .
O O7 0.4250(4) 0.6061(5) 0.2913(4) 0.0781(14) Uani d . . . 1 . .
H H51 0.3808 0.5825 0.3167 0.117 Uiso calc U . R 1 . .
O O8 0.7606(5) 0.1047(8) 0.9327(4) 0.106(2) Uani d . . . 1 . .
C C1 0.5901(4) 0.1776(6) 0.0630(5) 0.0468(14) Uani d . . . 1 . .
C C2 0.5647(4) 0.2155(7) 0.1443(4) 0.0555(18) Uani d . . . 1 . .
H H23 0.6131 0.2765 0.1943 0.067 Uiso calc U . R 1 . .
C C3 0.4678(4) 0.1639(6) 0.1526(4) 0.0471(14) Uani d . . . 1 . .
H H24 0.4523 0.1897 0.2086 0.056 Uiso calc U . R 1 . .
C C4 0.3943(4) 0.0752(5) 0.0795(4) 0.0358(12) Uani d . . . 1 . .
C C5 0.4199(4) 0.0388(6) -0.0029(4) 0.0442(13) Uani d . . . 1 . .
H H20 0.371 -0.0211 -0.0535 0.053 Uiso calc U . R 1 . .
C C6 0.5165(4) 0.0897(6) -0.0113(4) 0.0437(13) Uani d . . . 1 . .
H H21 0.5319 0.0645 -0.0674 0.052 Uiso calc U . R 1 . .
C C7 0.2864(4) 0.0192(5) 0.0860(4) 0.0359(12) Uani d . . . 1 . .
H H18A 0.288 0.0429 0.1531 0.043 Uiso calc U . R 1 . .
H H18B 0.2861 -0.08 0.0809 0.043 Uiso calc U . R 1 . .
C C8 0.1756(4) 0.0764(4) -0.0009(3) 0.0274(10) Uani d . . . 1 . .
H H16 0.1765 0.0574 -0.0684 0.033 Uiso calc U . R 1 . .
C C9 0.0686(4) 0.0108(5) 0.0021(3) 0.0291(11) Uani d . . . 1 . .
C C10 0.0999(4) 0.2956(5) -0.0894(4) 0.0399(13) Uani d . . . 1 . .
H H26B 0.0903 0.3916 -0.0768 0.048 Uiso calc U . R 1 . .
H H26A 0.0234 0.2544 -0.1207 0.048 Uiso calc U . R 1 . .
C C11 0.1546(4) 0.2860(4) -0.1655(4) 0.0332(12) Uani d . . . 1 . .
C C12 0.2617(5) 0.3432(6) -0.1408(4) 0.0487(14) Uani d . . . 1 . .
H H28 0.2994 0.3883 -0.0775 0.058 Uiso calc U . R 1 . .
C C13 0.3147(5) 0.3355(7) -0.2077(5) 0.0573(16) Uani d . . . 1 . .
H H57 0.3871 0.3753 -0.1899 0.069 Uiso calc U . R 1 . .
C C14 0.2597(5) 0.2686(8) -0.3004(4) 0.0600(18) Uani d . . . 1 . .
H H29 0.2957 0.2608 -0.3452 0.072 Uiso calc U . R 1 . .
C C15 0.1527(6) 0.2134(6) -0.3278(4) 0.063(2) Uani d . . . 1 . .
H H30 0.1145 0.1711 -0.3923 0.075 Uiso calc U . R 1 . .
C C16 0.0999(5) 0.2200(6) -0.2593(4) 0.0518(17) Uani d . . . 1 . .
H H31 0.0277 0.1797 -0.2772 0.062 Uiso calc U . R 1 . .
C C17 0.4365(5) -0.0566(7) 0.3731(4) 0.0509(15) Uani d . . . 1 . .
C C18 0.4739(5) 0.0760(7) 0.4015(4) 0.0519(15) Uani d . . . 1 . .
H H10 0.5475 0.1022 0.4095 0.062 Uiso calc U . R 1 . .
C C19 0.4018(5) 0.1706(6) 0.4181(4) 0.0509(14) Uani d . . . 1 . .
H H11 0.4282 0.2599 0.4367 0.061 Uiso calc U . R 1 . .
C C20 0.2920(5) 0.1360(6) 0.4079(4) 0.0448(14) Uani d . . . 1 . .
C C21 0.2577(6) -0.0003(7) 0.3833(5) 0.0547(17) Uani d . . . 1 . .
H H7 0.1861 -0.0279 0.3797 0.066 Uiso calc U . R 1 . .
C C22 0.3266(5) -0.0952(6) 0.3642(5) 0.0553(15) Uani d . . . 1 . .
H H8 0.3003 -0.1845 0.3454 0.066 Uiso calc U . R 1 . .
C C23 0.2141(4) 0.2400(8) 0.4239(3) 0.0485(12) Uani d . . . 1 . .
H H5B 0.2617 0.3056 0.4761 0.058 Uiso calc U . R 1 . .
H H5A 0.165 0.1939 0.4509 0.058 Uiso calc U . R 1 . .
C C24 0.1371(4) 0.3178(5) 0.3248(4) 0.0379(12) Uani d . . . 1 . .
H H2B 0.0854 0.3769 0.3421 0.046 Uiso calc U . R 1 . .
C C25 0.2090(4) 0.4103(5) 0.2885(4) 0.0407(12) Uani d . . . 1 . .
C C26 -0.0625(4) 0.2313(8) 0.2138(4) 0.0476(14) Uani d . . . 1 . .
H H12A -0.1016 0.1598 0.1634 0.057 Uiso calc U . R 1 . .
H H12B -0.092 0.3186 0.1803 0.057 Uiso calc U . R 1 . .
C C27 -0.0948(4) 0.2158(6) 0.3050(4) 0.0439(16) Uani d . . . 1 . .
C C28 -0.0871(6) 0.0914(8) 0.3531(5) 0.0644(18) Uani d . . . 1 . .
H H14 -0.0583 0.0154 0.3321 0.077 Uiso calc U . R 1 . .
C C29 -0.1225(6) 0.0788(9) 0.4338(5) 0.088(2) Uani d . . . 1 . .
H H56 -0.1173 -0.006 0.4655 0.105 Uiso calc U . R 1 . .
C C30 -0.1642(7) 0.1881(12) 0.4666(6) 0.092(3) Uani d . . . 1 . .
H H59 -0.1873 0.1789 0.5204 0.11 Uiso calc U . R 1 . .
C C31 -0.1717(7) 0.3130(11) 0.4187(6) 0.090(3) Uani d . . . 1 . .
H H58 -0.2007 0.3887 0.4399 0.108 Uiso calc U . R 1 . .
C C32 -0.1362(5) 0.3266(8) 0.3383(5) 0.0646(18) Uani d . . . 1 . .
H H15 -0.1407 0.4117 0.3071 0.077 Uiso calc U . R 1 . .
C C33 0.5113(6) 0.5060(8) 0.3122(6) 0.085(2) Uani d . . . 1 . .
H H10B 0.5598 0.5303 0.2782 0.127 Uiso calc U . R 1 . .
H H10A 0.4756 0.4188 0.2868 0.127 Uiso calc U . R 1 . .
H H10C 0.5576 0.5004 0.386 0.127 Uiso calc U . R 1 . .
H H12C 0.721(6) 0.111(11) 0.876(6) 0.127 Uiso d U . D 1 . .
H H12D 0.833(6) 0.085(9) 0.950(6) 0.127 Uiso d U . D 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O3 . 1.931(3) ?
Cu1 O5 . 1.957(3) ?
Cu1 N2 . 2.015(3) ?
Cu1 N1 . 2.022(3) ?
Cu1 O4 . 2.211(4) ?
N1 C26 . 1.478(5) ?
N1 C24 . 1.483(6) ?
N1 H1 . 0.98 ?
N2 C10 . 1.483(6) ?
N2 C8 . 1.490(6) ?
N2 H2A . 0.98 ?
O1 C17 . 1.352(7) ?
O1 H2 . 0.82 ?
O2 C25 . 1.231(6) ?
O3 C25 . 1.277(6) ?
O4 C9 2 1.223(5) ?
O5 C9 . 1.289(5) ?
O6 C1 . 1.367(6) ?
O6 H5 . 0.82 ?
O7 C33 . 1.403(8) ?
O7 H51 . 0.82 ?
O8 H12C . 0.75(8) ?
O8 H12D . 0.87(7) ?
C1 C2 . 1.373(8) ?
C1 C6 . 1.373(7) ?
C2 C3 . 1.382(7) ?
C2 H23 . 0.93 ?
C3 C4 . 1.369(7) ?
C3 H24 . 0.93 ?
C4 C5 . 1.385(6) ?
C4 C7 . 1.516(6) ?
C5 C6 . 1.375(6) ?
C5 H20 . 0.93 ?
C6 H21 . 0.93 ?
C7 C8 . 1.530(6) ?
C7 H18A . 0.97 ?
C7 H18B . 0.97 ?
C8 C9 . 1.521(6) ?
C8 H16 . 0.98 ?
C9 O4 2_545 1.223(5) ?
C10 C11 . 1.514(6) ?
C10 H26B . 0.97 ?
C10 H26A . 0.97 ?
C11 C16 . 1.371(7) ?
C11 C12 . 1.373(7) ?
C12 C13 . 1.379(7) ?
C12 H28 . 0.93 ?
C13 C14 . 1.364(8) ?
C13 H57 . 0.93 ?
C14 C15 . 1.358(8) ?
C14 H29 . 0.93 ?
C15 C16 . 1.396(7) ?
C15 H30 . 0.93 ?
C16 H31 . 0.93 ?
C17 C18 . 1.378(8) ?
C17 C22 . 1.400(8) ?
C18 C19 . 1.390(8) ?
C18 H10 . 0.93 ?
C19 C20 . 1.384(7) ?
C19 H11 . 0.93 ?
C20 C21 . 1.396(8) ?
C20 C23 . 1.501(8) ?
C21 C22 . 1.379(8) ?
C21 H7 . 0.93 ?
C22 H8 . 0.93 ?
C23 C24 . 1.530(7) ?
C23 H5B . 0.97 ?
C23 H5A . 0.97 ?
C24 C25 . 1.522(7) ?
C24 H2B . 0.98 ?
C26 C27 . 1.521(6) ?
C26 H12A . 0.97 ?
C26 H12B . 0.97 ?
C27 C32 . 1.370(8) ?
C27 C28 . 1.375(8) ?
C28 C29 . 1.401(8) ?
C28 H14 . 0.93 ?
C29 C30 . 1.357(11) ?
C29 H56 . 0.93 ?
C30 C31 . 1.377(11) ?
C30 H59 . 0.93 ?
C31 C32 . 1.399(9) ?
C31 H58 . 0.93 ?
C32 H15 . 0.93 ?
C33 H10B . 0.96 ?
C33 H10A . 0.96 ?
C33 H10C . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 Cu1 O5 . . 167.04(15) ?
O3 Cu1 N2 . . 95.73(14) ?
O5 Cu1 N2 . . 82.69(14) ?
O3 Cu1 N1 . . 84.77(16) ?
O5 Cu1 N1 . . 93.32(15) ?
N2 Cu1 N1 . . 164.36(17) ?
O3 Cu1 O4 . . 94.19(15) ?
O5 Cu1 O4 . . 98.74(14) ?
N2 Cu1 O4 . . 101.19(14) ?
N1 Cu1 O4 . . 94.35(15) ?
C26 N1 C24 . . 115.2(4) ?
C26 N1 Cu1 . . 113.9(3) ?
C24 N1 Cu1 . . 109.5(3) ?
C26 N1 H1 . . 105.8 ?
C24 N1 H1 . . 105.8 ?
Cu1 N1 H1 . . 105.8 ?
C10 N2 C8 . . 111.6(4) ?
C10 N2 Cu1 . . 113.9(3) ?
C8 N2 Cu1 . . 104.2(2) ?
C10 N2 H2A . . 109.0 ?
C8 N2 H2A . . 109.0 ?
Cu1 N2 H2A . . 109.0 ?
C17 O1 H2 . . 109.5 ?
C25 O3 Cu1 . . 116.4(3) ?
C9 O4 Cu1 2 . 148.7(3) ?
C9 O5 Cu1 . . 113.7(3) ?
C1 O6 H5 . . 109.5 ?
C33 O7 H51 . . 109.5 ?
H12C O8 H12D . . 118.(7) ?
O6 C1 C2 . . 117.7(5) ?
O6 C1 C6 . . 123.3(5) ?
C2 C1 C6 . . 119.0(5) ?
C1 C2 C3 . . 120.6(5) ?
C1 C2 H23 . . 119.7 ?
C3 C2 H23 . . 119.7 ?
C4 C3 C2 . . 120.8(5) ?
C4 C3 H24 . . 119.6 ?
C2 C3 H24 . . 119.6 ?
C3 C4 C5 . . 118.1(4) ?
C3 C4 C7 . . 121.8(4) ?
C5 C4 C7 . . 120.1(5) ?
C6 C5 C4 . . 121.2(5) ?
C6 C5 H20 . . 119.4 ?
C4 C5 H20 . . 119.4 ?
C1 C6 C5 . . 120.2(5) ?
C1 C6 H21 . . 119.9 ?
C5 C6 H21 . . 119.9 ?
C4 C7 C8 . . 111.6(4) ?
C4 C7 H18A . . 109.3 ?
C8 C7 H18A . . 109.3 ?
C4 C7 H18B . . 109.3 ?
C8 C7 H18B . . 109.3 ?
H18A C7 H18B . . 108.0 ?
N2 C8 C9 . . 108.4(3) ?
N2 C8 C7 . . 110.2(4) ?
C9 C8 C7 . . 110.7(4) ?
N2 C8 H16 . . 109.2 ?
C9 C8 H16 . . 109.2 ?
C7 C8 H16 . . 109.2 ?
O4 C9 O5 2_545 . 125.4(4) ?
O4 C9 C8 2_545 . 118.3(4) ?
O5 C9 C8 . . 116.2(4) ?
N2 C10 C11 . . 113.5(4) ?
N2 C10 H26B . . 108.9 ?
C11 C10 H26B . . 108.9 ?
N2 C10 H26A . . 108.9 ?
C11 C10 H26A . . 108.9 ?
H26B C10 H26A . . 107.7 ?
C16 C11 C12 . . 118.6(4) ?
C16 C11 C10 . . 121.5(4) ?
C12 C11 C10 . . 119.9(4) ?
C11 C12 C13 . . 121.6(5) ?
C11 C12 H28 . . 119.2 ?
C13 C12 H28 . . 119.2 ?
C14 C13 C12 . . 119.2(5) ?
C14 C13 H57 . . 120.4 ?
C12 C13 H57 . . 120.4 ?
C15 C14 C13 . . 120.5(5) ?
C15 C14 H29 . . 119.7 ?
C13 C14 H29 . . 119.7 ?
C14 C15 C16 . . 120.1(5) ?
C14 C15 H30 . . 119.9 ?
C16 C15 H30 . . 119.9 ?
C11 C16 C15 . . 120.0(5) ?
C11 C16 H31 . . 120.0 ?
C15 C16 H31 . . 120.0 ?
O1 C17 C18 . . 117.4(5) ?
O1 C17 C22 . . 123.5(6) ?
C18 C17 C22 . . 119.1(6) ?
C17 C18 C19 . . 120.1(5) ?
C17 C18 H10 . . 119.9 ?
C19 C18 H10 . . 119.9 ?
C20 C19 C18 . . 122.0(6) ?
C20 C19 H11 . . 119.0 ?
C18 C19 H11 . . 119.0 ?
C19 C20 C21 . . 117.0(5) ?
C19 C20 C23 . . 121.4(5) ?
C21 C20 C23 . . 121.7(5) ?
C22 C21 C20 . . 122.1(6) ?
C22 C21 H7 . . 119.0 ?
C20 C21 H7 . . 119.0 ?
C21 C22 C17 . . 119.7(6) ?
C21 C22 H8 . . 120.2 ?
C17 C22 H8 . . 120.2 ?
C20 C23 C24 . . 113.7(4) ?
C20 C23 H5B . . 108.8 ?
C24 C23 H5B . . 108.8 ?
C20 C23 H5A . . 108.8 ?
C24 C23 H5A . . 108.8 ?
H5B C23 H5A . . 107.7 ?
N1 C24 C25 . . 110.9(4) ?
N1 C24 C23 . . 112.3(4) ?
C25 C24 C23 . . 111.2(4) ?
N1 C24 H2B . . 107.4 ?
C25 C24 H2B . . 107.4 ?
C23 C24 H2B . . 107.4 ?
O2 C25 O3 . . 124.2(5) ?
O2 C25 C24 . . 118.1(4) ?
O3 C25 C24 . . 117.6(5) ?
N1 C26 C27 . . 115.6(4) ?
N1 C26 H12A . . 108.4 ?
C27 C26 H12A . . 108.4 ?
N1 C26 H12B . . 108.4 ?
C27 C26 H12B . . 108.4 ?
H12A C26 H12B . . 107.4 ?
C32 C27 C28 . . 118.8(6) ?
C32 C27 C26 . . 119.7(5) ?
C28 C27 C26 . . 121.4(5) ?
C27 C28 C29 . . 120.1(7) ?
C27 C28 H14 . . 119.9 ?
C29 C28 H14 . . 119.9 ?
C30 C29 C28 . . 121.2(8) ?
C30 C29 H56 . . 119.4 ?
C28 C29 H56 . . 119.4 ?
C29 C30 C31 . . 118.8(7) ?
C29 C30 H59 . . 120.6 ?
C31 C30 H59 . . 120.6 ?
C30 C31 C32 . . 120.4(7) ?
C30 C31 H58 . . 119.8 ?
C32 C31 H58 . . 119.8 ?
C27 C32 C31 . . 120.6(7) ?
C27 C32 H15 . . 119.7 ?
C31 C32 H15 . . 119.7 ?
O7 C33 H10B . . 109.5 ?
O7 C33 H10A . . 109.5 ?
H10B C33 H10A . . 109.5 ?
O7 C33 H10C . . 109.5 ?
H10B C33 H10C . . 109.5 ?
H10A C33 H10C . . 109.5 ?
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 993633'
_audit_update_record             
;
2015-01-19 deposited with the CCDC.
2015-02-03 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            '[Cu(HSerbenz)2].3(H2O)'
_chemical_formula_moiety         'C20 H24 Cu N2 O6, 3(H2 O)'
_chemical_formula_sum            'C20 H30 Cu N2 O9'
_chemical_formula_iupac          ?
_chemical_formula_weight         506.00
_chemical_absolute_configuration rmad

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.2543(6)
_cell_length_b                   10.0380(8)
_cell_length_c                   23.8749(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2217.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3405
_cell_measurement_theta_min      2.3603
_cell_measurement_theta_max      24.8747
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1060

_exptl_absorpt_coefficient_mu    1.039
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.6818
_exptl_absorpt_correction_T_max  0.7452

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'Sealed tube'
_diffrn_source_type              'Fine Focus'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  Graphite

_diffrn_measurement_device_type  'Bruker Kappa APEX II'
_diffrn_measurement_method       'phi and omega scan'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            13150
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_av_sigmaI/netI    0.0648
_diffrn_reflns_theta_min         1.71
_diffrn_reflns_theta_max         25.14
_diffrn_reflns_theta_full        25.14
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       28

_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.
;

_reflns_number_total             3868
_reflns_number_gt                3282
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_gt          0.0616
_refine_ls_wR_factor_ref         0.0675
_refine_ls_goodness_of_fit_ref   0.916
_refine_ls_restrained_S_all      0.914
_refine_ls_number_reflns         3868
_refine_ls_number_parameters     309
_refine_ls_number_restraints     18
_refine_ls_hydrogen_treatment    undef
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
w=1/[σ²(Fo²)+(0.0269P)²+0.3562P]
where P=(Fo²+2Fc²)/3
;

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.315
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.014(10)

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 V2011.4-1 (Bruker AXS)'
_computing_cell_refinement       'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Bruker AXS)'
_computing_publication_material  'SHELXTL (Bruker AXS)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.54361(5) 0.89465(5) 0.98754(2) 0.01667(14) Uani d . . . 1 . .
O O1S 0.9366(3) 0.9848(3) 0.06541(15) 0.0328(9) Uani d . . D 1 . .
O O1 0.5267(4) 1.2514(3) 0.93756(16) 0.0439(10) Uani d . . . 1 . .
H H1 0.5081 1.331 0.9347 0.066 Uiso calc U . R 1 . .
O O2S 0.6892(4) 0.1250(4) 0.11663(17) 0.0430(10) Uani d . . D 1 . .
O O2 0.7243(3) 0.9921(3) 0.98475(14) 0.0217(7) Uani d . . . 1 . .
O O3S 0.1658(3) 0.1134(5) 0.93054(15) 0.0462(10) Uani d . . D 1 . .
O O3 0.8575(3) 1.1290(3) 0.93187(14) 0.0314(9) Uani d . . . 1 . .
O O4 0.3561(3) 0.8019(3) 0.99014(14) 0.0189(7) Uani d . . . 1 . .
O O5 0.3679(3) 1.0944(3) 1.02387(13) 0.0307(8) Uani d . . . 1 . .
H H5 0.3875 1.174 1.0254 0.046 Uiso calc U . R 1 . .
O O6 0.6605(3) 0.7058(3) 0.95548(13) 0.0217(8) Uani d . . . 1 . .
N N1 0.5090(3) 0.9706(4) 0.91086(15) 0.0156(9) Uani d . . . 1 . .
H H1A 0.4223 1.0261 0.9137 0.019 Uiso calc U . R 1 . .
N N2 0.5286(3) 0.8789(4) 1.07148(14) 0.0152(8) Uani d . . . 1 . .
H H2 0.5826 0.9519 1.089 0.018 Uiso calc U . R 1 . .
C C1 0.4784(4) 0.8689(4) 0.86693(18) 0.0248(11) Uani d . . . 1 . .
H H1C 0.3959 0.8163 0.8787 0.03 Uiso calc U . R 1 . .
H H1B 0.5607 0.8093 0.8643 0.03 Uiso calc U . R 1 . .
C C2 0.4479(5) 0.9249(4) 0.80957(18) 0.0208(10) Uani d . . . 1 . .
C C3 0.5430(5) 0.9010(5) 0.76623(19) 0.0275(10) Uani d . . . 1 . .
H H3 0.6247 0.8493 0.7726 0.033 Uiso calc U . R 1 . .
C C4 0.5180(5) 0.9530(5) 0.7133(2) 0.0331(13) Uani d . . . 1 . .
H H4 0.5824 0.9353 0.6843 0.04 Uiso calc U . R 1 . .
C C5 0.3988(6) 1.0304(5) 0.7036(2) 0.0373(14) Uani d . . . 1 . .
H H5A 0.3831 1.0669 0.6683 0.045 Uiso calc U . R 1 . .
C C6 0.3024(5) 1.0540(5) 0.7462(2) 0.0377(15) Uani d . . . 1 . .
H H6 0.2201 1.1047 0.7394 0.045 Uiso calc U . R 1 . .
C C7 0.3272(5) 1.0023(5) 0.7993(2) 0.0275(12) Uani d . . . 1 . .
H H7 0.2622 1.02 0.8281 0.033 Uiso calc U . R 1 . .
C C8 0.6304(4) 1.0622(4) 0.89579(19) 0.0188(11) Uani d . . . 1 . .
H H8 0.674 1.0294 0.861 0.023 Uiso calc U . R 1 . .
C C9 0.5786(5) 1.2028(5) 0.8855(2) 0.0316(13) Uani d . . . 1 . .
H H9B 0.6573 1.2579 0.872 0.038 Uiso calc U . R 1 . .
H H9A 0.502 1.2033 0.8578 0.038 Uiso calc U . R 1 . .
C C10 0.7475(4) 1.0614(4) 0.9412(2) 0.0196(11) Uani d . . . 1 . .
C C11 0.2889(4) 0.8250(4) 1.03561(19) 0.0145(10) Uani d . . . 1 . .
C C12 0.3716(4) 0.8990(5) 1.08129(18) 0.0164(10) Uani d . . . 1 . .
H H12 0.345 0.8635 1.1181 0.02 Uiso calc U . R 1 . .
C C13 0.5786(4) 0.7494(4) 1.09544(19) 0.0209(11) Uani d . . . 1 . .
H H13B 0.6771 0.7332 1.0833 0.025 Uiso calc U . R 1 . .
H H13A 0.5188 0.6784 1.0805 0.025 Uiso calc U . R 1 . .
C C14 0.5735(4) 0.7441(4) 1.1585(2) 0.0204(11) Uani d . . . 1 . .
C C15 0.6688(5) 0.8208(5) 1.1892(2) 0.0330(13) Uani d . . . 1 . .
H H15 0.7364 0.8732 1.1706 0.04 Uiso calc U . R 1 . .
C C16 0.6652(6) 0.8207(5) 1.2473(2) 0.0407(14) Uani d . . . 1 . .
H H16 0.73 0.8733 1.2673 0.049 Uiso calc U . R 1 . .
C C17 0.5669(6) 0.7438(5) 1.2754(2) 0.0429(15) Uani d . . . 1 . .
H H17 0.5636 0.7446 1.3143 0.051 Uiso calc U . R 1 . .
C C18 0.4721(5) 0.6645(5) 1.2449(2) 0.0385(14) Uani d . . . 1 . .
H H18 0.4053 0.6113 1.2635 0.046 Uiso calc U . R 1 . .
C C19 0.4769(5) 0.6646(5) 1.1868(2) 0.0312(12) Uani d . . . 1 . .
H H19 0.4141 0.6103 1.1668 0.037 Uiso calc U . R 1 . .
C C20 0.3344(5) 1.0469(5) 1.0784(2) 0.0263(12) Uani d . . . 1 . .
H H20A 0.2325 1.0599 1.0861 0.032 Uiso calc U . R 1 . .
H H20B 0.3897 1.0957 1.1061 0.032 Uiso calc U . R 1 . .
H H1SB 0.994(4) 0.919(3) 0.0615(18) 0.039 Uiso d U . D 1 . .
H H1SA 0.878(4) 0.985(4) 0.0378(13) 0.039 Uiso d U . D 1 . .
H H2SB 0.765(3) 0.090(4) 0.1027(18) 0.039 Uiso d U . D 1 . .
H H2SA 0.679(4) 0.203(2) 0.1028(19) 0.039 Uiso d U . D 1 . .
H H3SB 0.0765(15) 0.098(5) 0.9347(16) 0.039 Uiso d U . D 1 . .
H H3SA 0.207(4) 0.112(6) 0.9625(9) 0.039 Uiso d U . D 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O2 . 1.939(3) ?
Cu1 O4 . 1.970(3) ?
Cu1 N1 . 2.009(4) ?
Cu1 N2 . 2.015(3) ?
Cu1 O6 . 2.313(3) ?
O1S H1SB . 0.852(10) ?
O1S H1SA . 0.851(10) ?
O1 C9 . 1.419(6) ?
O1 H1 . 0.82 ?
O2S H2SB . 0.852(10) ?
O2S H2SA . 0.856(10) ?
O2 C10 . 1.269(5) ?
O3S H3SB . 0.847(10) ?
O3S H3SA . 0.852(10) ?
O3 C10 . 1.244(5) ?
O4 C11 . 1.273(5) ?
O5 C20 . 1.420(5) ?
O5 H5 . 0.82 ?
O6 C11 4_567 1.247(5) ?
N1 C1 . 1.491(5) ?
N1 C8 . 1.496(5) ?
N1 H1A . 0.98 ?
N2 C12 . 1.485(4) ?
N2 C13 . 1.494(5) ?
N2 H2 . 0.98 ?
C1 C2 . 1.507(6) ?
C1 H1C . 0.97 ?
C1 H1B . 0.97 ?
C2 C3 . 1.379(6) ?
C2 C7 . 1.383(6) ?
C3 C4 . 1.387(6) ?
C3 H3 . 0.93 ?
C4 C5 . 1.369(7) ?
C4 H4 . 0.93 ?
C5 C6 . 1.373(7) ?
C5 H5A . 0.93 ?
C6 C7 . 1.390(7) ?
C6 H6 . 0.93 ?
C7 H7 . 0.93 ?
C8 C9 . 1.511(6) ?
C8 C10 . 1.532(6) ?
C8 H8 . 0.98 ?
C9 H9B . 0.97 ?
C9 H9A . 0.97 ?
C11 O6 4_467 1.246(5) ?
C11 C12 . 1.525(6) ?
C12 C20 . 1.525(6) ?
C12 H12 . 0.98 ?
C13 C14 . 1.508(6) ?
C13 H13B . 0.97 ?
C13 H13A . 0.97 ?
C14 C19 . 1.375(6) ?
C14 C15 . 1.380(6) ?
C15 C16 . 1.389(7) ?
C15 H15 . 0.93 ?
C16 C17 . 1.369(7) ?
C16 H16 . 0.93 ?
C17 C18 . 1.390(7) ?
C17 H17 . 0.93 ?
C18 C19 . 1.389(7) ?
C18 H18 . 0.93 ?
C19 H19 . 0.93 ?
C20 H20A . 0.97 ?
C20 H20B . 0.97 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 Cu1 O4 . . 177.89(12) ?
O2 Cu1 N1 . . 85.10(13) ?
O4 Cu1 N1 . . 93.89(13) ?
O2 Cu1 N2 . . 97.65(14) ?
O4 Cu1 N2 . . 82.59(13) ?
N1 Cu1 N2 . . 157.70(15) ?
O2 Cu1 O6 . . 89.94(11) ?
O4 Cu1 O6 . . 92.00(10) ?
N1 Cu1 O6 . . 94.82(13) ?
N2 Cu1 O6 . . 107.28(13) ?
H1SB O1S H1SA . . 108.(2) ?
C9 O1 H1 . . 109.5 ?
H2SB O2S H2SA . . 109.(2) ?
C10 O2 Cu1 . . 116.7(3) ?
H3SB O3S H3SA . . 109.(2) ?
C11 O4 Cu1 . . 111.8(3) ?
C20 O5 H5 . . 109.5 ?
C11 O6 Cu1 4_567 . 126.4(3) ?
C1 N1 C8 . . 113.2(3) ?
C1 N1 Cu1 . . 114.3(3) ?
C8 N1 Cu1 . . 109.4(2) ?
C1 N1 H1A . . 106.4 ?
C8 N1 H1A . . 106.4 ?
Cu1 N1 H1A . . 106.4 ?
C12 N2 C13 . . 111.1(3) ?
C12 N2 Cu1 . . 102.3(2) ?
C13 N2 Cu1 . . 115.3(3) ?
C12 N2 H2 . . 109.3 ?
C13 N2 H2 . . 109.3 ?
Cu1 N2 H2 . . 109.3 ?
N1 C1 C2 . . 114.8(4) ?
N1 C1 H1C . . 108.6 ?
C2 C1 H1C . . 108.6 ?
N1 C1 H1B . . 108.6 ?
C2 C1 H1B . . 108.6 ?
H1C C1 H1B . . 107.5 ?
C3 C2 C7 . . 118.7(4) ?
C3 C2 C1 . . 119.8(4) ?
C7 C2 C1 . . 121.5(4) ?
C2 C3 C4 . . 120.8(5) ?
C2 C3 H3 . . 119.6 ?
C4 C3 H3 . . 119.6 ?
C5 C4 C3 . . 120.1(5) ?
C5 C4 H4 . . 120.0 ?
C3 C4 H4 . . 120.0 ?
C4 C5 C6 . . 119.8(5) ?
C4 C5 H5A . . 120.1 ?
C6 C5 H5A . . 120.1 ?
C5 C6 C7 . . 120.3(5) ?
C5 C6 H6 . . 119.9 ?
C7 C6 H6 . . 119.9 ?
C2 C7 C6 . . 120.3(4) ?
C2 C7 H7 . . 119.8 ?
C6 C7 H7 . . 119.8 ?
N1 C8 C9 . . 112.0(3) ?
N1 C8 C10 . . 111.0(3) ?
C9 C8 C10 . . 110.1(4) ?
N1 C8 H8 . . 107.9 ?
C9 C8 H8 . . 107.9 ?
C10 C8 H8 . . 107.9 ?
O1 C9 C8 . . 106.7(4) ?
O1 C9 H9B . . 110.4 ?
C8 C9 H9B . . 110.4 ?
O1 C9 H9A . . 110.4 ?
C8 C9 H9A . . 110.4 ?
H9B C9 H9A . . 108.6 ?
O3 C10 O2 . . 125.7(4) ?
O3 C10 C8 . . 116.7(4) ?
O2 C10 C8 . . 117.6(3) ?
O6 C11 O4 4_467 . 124.5(4) ?
O6 C11 C12 4_467 . 118.5(4) ?
O4 C11 C12 . . 117.0(4) ?
N2 C12 C11 . . 108.2(3) ?
N2 C12 C20 . . 110.2(4) ?
C11 C12 C20 . . 109.1(3) ?
N2 C12 H12 . . 109.8 ?
C11 C12 H12 . . 109.8 ?
C20 C12 H12 . . 109.8 ?
N2 C13 C14 . . 113.8(4) ?
N2 C13 H13B . . 108.8 ?
C14 C13 H13B . . 108.8 ?
N2 C13 H13A . . 108.8 ?
C14 C13 H13A . . 108.8 ?
H13B C13 H13A . . 107.7 ?
C19 C14 C15 . . 118.6(5) ?
C19 C14 C13 . . 122.1(4) ?
C15 C14 C13 . . 119.3(4) ?
C14 C15 C16 . . 121.0(5) ?
C14 C15 H15 . . 119.5 ?
C16 C15 H15 . . 119.5 ?
C17 C16 C15 . . 120.4(5) ?
C17 C16 H16 . . 119.8 ?
C15 C16 H16 . . 119.8 ?
C16 C17 C18 . . 119.1(5) ?
C16 C17 H17 . . 120.5 ?
C18 C17 H17 . . 120.5 ?
C19 C18 C17 . . 120.2(5) ?
C19 C18 H18 . . 119.9 ?
C17 C18 H18 . . 119.9 ?
C14 C19 C18 . . 120.8(5) ?
C14 C19 H19 . . 119.6 ?
C18 C19 H19 . . 119.6 ?
O5 C20 C12 . . 108.6(4) ?
O5 C20 H20A . . 110.0 ?
C12 C20 H20A . . 110.0 ?
O5 C20 H20B . . 110.0 ?
C12 C20 H20B . . 110.0 ?
H20A C20 H20B . . 108.3 ?
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 993634'
_audit_update_record             
;
2015-01-19 deposited with the CCDC.
2015-02-03 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            '[Cu2(HTyrthio)2].H2O'
_chemical_formula_moiety         'C28 H28 Cu N2 O6 S2, H2 O '
_chemical_formula_sum            'C28 H30 Cu N2 O7 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         634.20
_chemical_absolute_configuration rmad

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.2891(10)
_cell_length_b                   9.0692(9)
_cell_length_c                   14.9871(17)
_cell_angle_alpha                90
_cell_angle_beta                 91.668(7)
_cell_angle_gamma                90
_cell_volume                     1397.9(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1927
_cell_measurement_theta_min      2.3692
_cell_measurement_theta_max      22.6627
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       rectangular
_exptl_crystal_colour            'clear purple'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             658

_exptl_absorpt_coefficient_mu    0.980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_T_max  0.87

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'Sealed tube'
_diffrn_source_type              'Fine Focus'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  Graphite

_diffrn_measurement_device_type  'Bruker Kappa APEX II'
_diffrn_measurement_method       'phi and omega scan'


_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            8182
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_sigmaI/netI    0.0768
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         25.14
_diffrn_reflns_theta_full        25.14
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17

_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.
;

_reflns_number_total             4273
_reflns_number_gt                3435
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_gt          0.0776
_refine_ls_wR_factor_ref         0.0858
_refine_ls_goodness_of_fit_ref   0.941
_refine_ls_restrained_S_all      0.941
_refine_ls_number_reflns         4273
_refine_ls_number_parameters     371
_refine_ls_number_restraints     4
_refine_ls_hydrogen_treatment    undef
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
w=1/[σ²(Fo²)+(0.0282P)²]
where P=(Fo²+2Fc²)/3
;

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.309
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack x determined using 1151 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.011(13)

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 V2011.4-1 (Bruker AXS)'
_computing_cell_refinement       'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Bruker AXS)'
_computing_publication_material  'SHELXTL (Bruker AXS)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.89882(7) 0.92744(7) 0.18734(5) 0.0355(2) Uani d . . . 1 . .
S S1 0.8848(2) 0.8845(2) 0.42398(14) 0.0710(7) Uani d . . . 1 . .
S S2 1.1361(2) 0.7072(2) 0.27844(15) 0.0641(6) Uani d . . . 1 . .
O O1 0.8966(5) 0.5433(5) 0.0660(4) 0.0569(14) Uani d . . . 1 . .
O O1S 0.9156(5) 0.2445(4) 0.0486(3) 0.0434(12) Uani d . . D 1 . .
O O2 0.9394(4) 0.7724(4) 0.1047(3) 0.0438(12) Uani d . . . 1 . .
O O3 0.2764(5) 0.5513(5) -0.0722(3) 0.0539(13) Uani d . . . 1 . .
H H3 0.2179 0.6062 -0.0568 0.081 Uiso calc U . R 1 . .
O O4 0.8504(4) 1.0970(4) 0.2529(3) 0.0406(11) Uani d . . . 1 . .
O O5 0.9136(5) 1.3204(5) 0.2933(3) 0.0634(15) Uani d . . . 1 . .
O O6 1.6598(5) 1.2404(8) 0.3770(4) 0.089(2) Uani d . . . 1 . .
H H6 1.727(11) 1.222(12) 0.348(7) 0.133 Uiso d U . . 1 . .
N N1 0.7474(5) 0.7947(5) 0.2144(3) 0.0320(12) Uani d . . . 1 . .
H H1 0.6803 0.817 0.1686 0.038 Uiso calc U . R 1 . .
N N2 1.0648(5) 1.0355(5) 0.1692(3) 0.0323(12) Uani d . . . 1 . .
H H2 1.0549 1.083 0.1107 0.039 Uiso calc U . R 1 . .
C C1 0.6825(6) 0.8139(6) 0.3025(4) 0.0376(15) Uani d . . . 1 . .
H H1B 0.658 0.9164 0.3095 0.045 Uiso calc U . R 1 . .
H H1A 0.6038 0.755 0.3026 0.045 Uiso calc U . R 1 . .
C C2 0.7687(7) 0.7694(7) 0.3789(4) 0.0444(17) Uani d . . . 1 . .
C C3 0.9361(9) 0.7557(13) 0.4990(5) 0.084(3) Uani d . . . 1 . .
H H3A 1.0033 0.7708 0.5409 0.101 Uiso calc U . R 1 . .
C C4 0.8694(11) 0.6307(11) 0.4913(6) 0.088(3) Uani d . . . 1 . .
H H4 0.8856 0.549 0.5274 0.105 Uiso calc U . R 1 . .
C C5 0.7702(9) 0.6335(8) 0.4223(5) 0.063(2) Uani d . . . 1 . .
H H5 0.7146 0.5555 0.4083 0.076 Uiso calc U . R 1 . .
C C6 0.7916(6) 0.6422(6) 0.1951(4) 0.0322(14) Uani d . . . 1 . .
H H6A 0.8483 0.6143 0.246 0.039 Uiso calc U . R 1 . .
C C7 0.8798(6) 0.6497(7) 0.1154(4) 0.0354(15) Uani d . . . 1 . .
C C8 0.6862(6) 0.5239(6) 0.1896(4) 0.0358(15) Uani d . . . 1 . .
H H8A 0.7284 0.4298 0.1801 0.043 Uiso calc U . R 1 . .
H H8B 0.646 0.5189 0.2473 0.043 Uiso calc U . R 1 . .
C C9 0.5795(6) 0.5406(6) 0.1194(4) 0.0323(14) Uani d . . . 1 . .
C C10 0.5910(6) 0.4816(7) 0.0344(4) 0.0448(17) Uani d . . . 1 . .
H H10 0.6693 0.4389 0.0188 0.054 Uiso calc U . R 1 . .
C C11 0.4885(7) 0.4847(7) -0.0279(4) 0.0517(19) Uani d . . . 1 . .
H H11 0.4983 0.4425 -0.0838 0.062 Uiso calc U . R 1 . .
C C12 0.3735(6) 0.5494(6) -0.0074(4) 0.0380(16) Uani d . . . 1 . .
C C13 0.3584(7) 0.6085(6) 0.0768(4) 0.0424(16) Uani d . . . 1 . .
H H13 0.28 0.6517 0.0918 0.051 Uiso calc U . R 1 . .
C C14 0.4611(6) 0.6028(6) 0.1386(4) 0.0400(16) Uani d . . . 1 . .
H H14 0.4498 0.6422 0.1951 0.048 Uiso calc U . R 1 . .
C C15 0.9368(7) 1.2004(7) 0.2615(4) 0.0422(17) Uani d . . . 1 . .
C C16 1.0735(6) 1.1579(6) 0.2353(4) 0.0359(16) Uani d . . . 1 . .
H H16 1.1152 1.1157 0.2891 0.043 Uiso calc U . R 1 . .
C C17 1.1854(5) 0.9436(7) 0.1649(4) 0.0365(14) Uani d . . . 1 . .
H H17B 1.1744 0.8722 0.1172 0.044 Uiso calc U . R 1 . .
H H17A 1.2578 1.0069 0.1504 0.044 Uiso calc U . R 1 . .
C C18 1.2178(6) 0.8639(6) 0.2497(4) 0.0382(15) Uani d . . . 1 . .
C C19 1.2236(9) 0.6921(10) 0.3755(5) 0.073(3) Uani d . . . 1 . .
H H19 1.2119 0.617 0.4168 0.087 Uiso calc U . R 1 . .
C C20 1.3117(9) 0.8005(10) 0.3864(6) 0.076(3) Uani d . . . 1 . .
H H20 1.368 0.8088 0.4358 0.092 Uiso calc U . R 1 . .
C C21 1.3089(6) 0.8995(7) 0.3147(5) 0.0501(18) Uani d . . . 1 . .
H H21 1.3634 0.981 0.3116 0.06 Uiso calc U . R 1 . .
C C22 1.1625(6) 1.2878(6) 0.2070(5) 0.054(2) Uani d . . . 1 . .
H H22A 1.1695 1.2868 0.1426 0.064 Uiso calc U . R 1 . .
H H22B 1.1221 1.3802 0.2234 0.064 Uiso calc U . R 1 . .
C C23 1.2981(7) 1.2807(6) 0.2498(5) 0.0440(18) Uani d . . . 1 . .
C C24 1.4047(7) 1.2423(6) 0.2020(5) 0.0450(18) Uani d . . . 1 . .
H H24 1.3951 1.2265 0.1408 0.054 Uiso calc U . R 1 . .
C C25 1.5269(7) 1.2264(7) 0.2431(5) 0.0455(17) Uani d . . . 1 . .
H H25 1.5976 1.1983 0.2097 0.055 Uiso calc U . R 1 . .
C C26 1.5429(7) 1.2522(8) 0.3323(5) 0.0513(19) Uani d . . . 1 . .
C C27 1.4367(8) 1.2926(9) 0.3806(5) 0.068(2) Uani d . . . 1 . .
H H27 1.4463 1.3114 0.4414 0.081 Uiso calc U . R 1 . .
C C28 1.3159(7) 1.3051(8) 0.3386(6) 0.060(2) Uani d . . . 1 . .
H H28 1.2448 1.3311 0.3721 0.072 Uiso calc U . R 1 . .
H H1SB 0.913(8) 0.335(3) 0.063(5) 0.091 Uiso d U . D 1 . .
H H1SA 0.952(7) 0.239(7) -0.002(3) 0.091 Uiso d U . D 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O4 . 1.899(4) ?
Cu1 O2 . 1.928(4) ?
Cu1 N2 . 1.994(5) ?
Cu1 N1 . 2.019(5) ?
S1 C3 . 1.695(9) ?
S1 C2 . 1.712(7) ?
S2 C19 . 1.694(8) ?
S2 C18 . 1.713(6) ?
O1 C7 . 1.231(7) ?
O1S H1SB . 0.849(13) ?
O1S H1SA . 0.850(13) ?
O2 C7 . 1.283(7) ?
O3 C12 . 1.373(7) ?
O3 H3 . 0.82 ?
O4 C15 . 1.296(7) ?
O5 C15 . 1.215(7) ?
O6 C26 . 1.364(8) ?
O6 H6 . 0.84(11) ?
N1 C6 . 1.487(6) ?
N1 C1 . 1.507(7) ?
N1 H1 . 0.98 ?
N2 C16 . 1.488(7) ?
N2 C17 . 1.498(7) ?
N2 H2 . 0.98 ?
C1 C2 . 1.483(8) ?
C1 H1B . 0.97 ?
C1 H1A . 0.97 ?
C2 C5 . 1.393(9) ?
C3 C4 . 1.328(13) ?
C3 H3A . 0.93 ?
C4 C5 . 1.432(11) ?
C4 H4 . 0.93 ?
C5 H5 . 0.93 ?
C6 C7 . 1.522(8) ?
C6 C8 . 1.526(7) ?
C6 H6A . 0.98 ?
C8 C9 . 1.506(8) ?
C8 H8A . 0.97 ?
C8 H8B . 0.97 ?
C9 C14 . 1.380(8) ?
C9 C10 . 1.391(8) ?
C10 C11 . 1.388(8) ?
C10 H10 . 0.93 ?
C11 C12 . 1.364(9) ?
C11 H11 . 0.93 ?
C12 C13 . 1.384(8) ?
C13 C14 . 1.385(8) ?
C13 H13 . 0.93 ?
C14 H14 . 0.93 ?
C15 C16 . 1.521(9) ?
C16 C22 . 1.559(8) ?
C16 H16 . 0.98 ?
C17 C18 . 1.491(8) ?
C17 H17B . 0.97 ?
C17 H17A . 0.97 ?
C18 C21 . 1.371(8) ?
C19 C20 . 1.344(11) ?
C19 H19 . 0.93 ?
C20 C21 . 1.399(10) ?
C20 H20 . 0.93 ?
C21 H21 . 0.93 ?
C22 C23 . 1.520(9) ?
C22 H22A . 0.97 ?
C22 H22B . 0.97 ?
C23 C28 . 1.356(10) ?
C23 C24 . 1.373(9) ?
C24 C25 . 1.391(9) ?
C24 H24 . 0.93 ?
C25 C26 . 1.364(9) ?
C25 H25 . 0.93 ?
C26 C27 . 1.377(10) ?
C27 C28 . 1.381(10) ?
C27 H27 . 0.93 ?
C28 H28 . 0.93 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O4 Cu1 O2 . . 171.11(19) ?
O4 Cu1 N2 . . 84.90(19) ?
O2 Cu1 N2 . . 93.93(18) ?
O4 Cu1 N1 . . 99.39(19) ?
O2 Cu1 N1 . . 82.94(18) ?
N2 Cu1 N1 . . 171.5(2) ?
C3 S1 C2 . . 92.4(4) ?
C19 S2 C18 . . 91.7(4) ?
H1SB O1S H1SA . . 108.(3) ?
C7 O2 Cu1 . . 116.0(4) ?
C12 O3 H3 . . 109.5 ?
C15 O4 Cu1 . . 116.6(4) ?
C26 O6 H6 . . 119.(8) ?
C6 N1 C1 . . 115.1(4) ?
C6 N1 Cu1 . . 105.9(3) ?
C1 N1 Cu1 . . 118.1(3) ?
C6 N1 H1 . . 105.6 ?
C1 N1 H1 . . 105.6 ?
Cu1 N1 H1 . . 105.6 ?
C16 N2 C17 . . 114.2(5) ?
C16 N2 Cu1 . . 108.1(4) ?
C17 N2 Cu1 . . 116.5(3) ?
C16 N2 H2 . . 105.7 ?
C17 N2 H2 . . 105.7 ?
Cu1 N2 H2 . . 105.7 ?
C2 C1 N1 . . 112.0(5) ?
C2 C1 H1B . . 109.2 ?
N1 C1 H1B . . 109.2 ?
C2 C1 H1A . . 109.2 ?
N1 C1 H1A . . 109.2 ?
H1B C1 H1A . . 107.9 ?
C5 C2 C1 . . 126.8(6) ?
C5 C2 S1 . . 110.9(5) ?
C1 C2 S1 . . 122.2(5) ?
C4 C3 S1 . . 112.3(7) ?
C4 C3 H3A . . 123.8 ?
S1 C3 H3A . . 123.8 ?
C3 C4 C5 . . 113.8(8) ?
C3 C4 H4 . . 123.1 ?
C5 C4 H4 . . 123.1 ?
C2 C5 C4 . . 110.5(8) ?
C2 C5 H5 . . 124.7 ?
C4 C5 H5 . . 124.7 ?
N1 C6 C7 . . 107.7(4) ?
N1 C6 C8 . . 116.3(5) ?
C7 C6 C8 . . 115.4(5) ?
N1 C6 H6A . . 105.5 ?
C7 C6 H6A . . 105.5 ?
C8 C6 H6A . . 105.5 ?
O1 C7 O2 . . 121.9(6) ?
O1 C7 C6 . . 122.3(5) ?
O2 C7 C6 . . 115.8(5) ?
C9 C8 C6 . . 118.0(5) ?
C9 C8 H8A . . 107.8 ?
C6 C8 H8A . . 107.8 ?
C9 C8 H8B . . 107.8 ?
C6 C8 H8B . . 107.8 ?
H8A C8 H8B . . 107.1 ?
C14 C9 C10 . . 116.6(6) ?
C14 C9 C8 . . 121.7(6) ?
C10 C9 C8 . . 121.5(6) ?
C11 C10 C9 . . 121.7(6) ?
C11 C10 H10 . . 119.2 ?
C9 C10 H10 . . 119.2 ?
C12 C11 C10 . . 120.3(6) ?
C12 C11 H11 . . 119.9 ?
C10 C11 H11 . . 119.9 ?
C11 C12 O3 . . 117.6(6) ?
C11 C12 C13 . . 119.6(6) ?
O3 C12 C13 . . 122.8(6) ?
C12 C13 C14 . . 119.4(6) ?
C12 C13 H13 . . 120.3 ?
C14 C13 H13 . . 120.3 ?
C9 C14 C13 . . 122.4(6) ?
C9 C14 H14 . . 118.8 ?
C13 C14 H14 . . 118.8 ?
O5 C15 O4 . . 123.1(7) ?
O5 C15 C16 . . 121.5(6) ?
O4 C15 C16 . . 115.3(5) ?
N2 C16 C15 . . 108.8(5) ?
N2 C16 C22 . . 114.0(5) ?
C15 C16 C22 . . 115.7(5) ?
N2 C16 H16 . . 105.8 ?
C15 C16 H16 . . 105.8 ?
C22 C16 H16 . . 105.8 ?
C18 C17 N2 . . 113.4(5) ?
C18 C17 H17B . . 108.9 ?
N2 C17 H17B . . 108.9 ?
C18 C17 H17A . . 108.9 ?
N2 C17 H17A . . 108.9 ?
H17B C17 H17A . . 107.7 ?
C21 C18 C17 . . 128.5(6) ?
C21 C18 S2 . . 110.3(5) ?
C17 C18 S2 . . 121.1(5) ?
C20 C19 S2 . . 112.6(6) ?
C20 C19 H19 . . 123.7 ?
S2 C19 H19 . . 123.7 ?
C19 C20 C21 . . 112.2(7) ?
C19 C20 H20 . . 123.9 ?
C21 C20 H20 . . 123.9 ?
C18 C21 C20 . . 113.1(7) ?
C18 C21 H21 . . 123.4 ?
C20 C21 H21 . . 123.4 ?
C23 C22 C16 . . 113.1(5) ?
C23 C22 H22A . . 109.0 ?
C16 C22 H22A . . 109.0 ?
C23 C22 H22B . . 109.0 ?
C16 C22 H22B . . 109.0 ?
H22A C22 H22B . . 107.8 ?
C28 C23 C24 . . 117.8(7) ?
C28 C23 C22 . . 120.2(7) ?
C24 C23 C22 . . 121.9(7) ?
C23 C24 C25 . . 121.4(7) ?
C23 C24 H24 . . 119.3 ?
C25 C24 H24 . . 119.3 ?
C26 C25 C24 . . 119.9(7) ?
C26 C25 H25 . . 120.1 ?
C24 C25 H25 . . 120.1 ?
C25 C26 O6 . . 123.2(7) ?
C25 C26 C27 . . 119.1(7) ?
O6 C26 C27 . . 117.7(7) ?
C26 C27 C28 . . 119.9(7) ?
C26 C27 H27 . . 120.0 ?
C28 C27 H27 . . 120.0 ?
C23 C28 C27 . . 121.9(7) ?
C23 C28 H28 . . 119.1 ?
C27 C28 H28 . . 119.1 ?
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 993635'
_audit_update_record             
;
2015-01-19 deposited with the CCDC.
2015-02-03 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            '[Cu(HTyr-4pyr)2(H2O)].2H2O'
_chemical_formula_moiety         'C30 H32 Cu N4 O7, 2 (H2 O)'
_chemical_formula_sum            'C30 H36 Cu N4 O9'
_chemical_formula_iupac          ?
_chemical_formula_weight         660.17
_chemical_absolute_configuration rmad

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   12.0163(8)
_cell_length_b                   7.7380(5)
_cell_length_c                   17.1859(14)
_cell_angle_alpha                90
_cell_angle_beta                 107.324(2)
_cell_angle_gamma                90
_cell_volume                     1525.49(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2064
_cell_measurement_theta_min      2.4829
_cell_measurement_theta_max      22.9383
_cell_measurement_temperature    250.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             690

_exptl_absorpt_coefficient_mu    0.776
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.6436
_exptl_absorpt_correction_T_max  0.7452

_exptl_special_details           
;
;

_diffrn_ambient_temperature      250.(2)

_diffrn_source                   'Sealed tube'
_diffrn_source_type              'Fine Focus'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  Graphite

_diffrn_measurement_device_type  'Bruker Kappa APEX II'
_diffrn_measurement_method       'phi and omega scan'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            5711
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_sigmaI/netI    0.0550
_diffrn_reflns_theta_min         2.48
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18

_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.
;

_reflns_number_total             2469
_reflns_number_gt                2291
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_gt          0.0691
_refine_ls_wR_factor_ref         0.0711
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_restrained_S_all      0.936
_refine_ls_number_reflns         2469
_refine_ls_number_parameters     218
_refine_ls_number_restraints     9
_refine_ls_hydrogen_treatment    undef
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
w=1/[σ²(Fo²)+(0.0317P)²]
where P=(Fo²+2Fc²)/3
;

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.196
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack x determined using 837 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.022(11)

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 V2011.4-1 (Bruker AXS)'
_computing_cell_refinement       'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Bruker AXS)'
_computing_publication_material  'SHELXTL (Bruker AXS)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0 0.08913(6) 0 0.0251(2) Uani d T P DS 1 . .
N N1 0.0836(2) 0.0546(5) 0.12142(18) 0.0230(9) Uani d . . . 1 . .
H H1 0.0415 -0.0341 0.1421 0.028 Uiso calc U . R 1 . .
N N2 0.2377(4) 0.1439(6) 0.4275(2) 0.0546(13) Uani d . . . 1 . .
O O1 0.1111(3) -0.4152(8) 0.42571(16) 0.0601(9) Uani d . . . 1 . .
H H1A 0.1657 -0.3905 0.4658 0.09 Uiso calc U . R 1 . .
O O2 0 0.3757(6) 0 0.0385(11) Uani d T P DS 1 . .
O O3 -0.15382(19) 0.0726(5) 0.01246(14) 0.0314(7) Uani d . . . 1 . .
O O4 -0.3407(2) 0.0462(5) -0.05780(17) 0.0423(10) Uani d . . . 1 . .
O O5 0.5 0.8206(8) 0.5 0.0713(17) Uani d T P DS 1 . .
O O6 0.3549(6) 0.3985(8) 0.1516(4) 0.0368(15) Uani d . P D 0.5 . .
C C1 0.1378(4) -0.3690(6) 0.3568(3) 0.0368(13) Uani d . . . 1 . .
C C2 0.2451(4) -0.2975(6) 0.3597(3) 0.0395(12) Uani d . . . 1 . .
H H2A 0.3022 -0.2819 0.4094 0.047 Uiso calc U . R 1 . .
C C3 0.2660(4) -0.2500(6) 0.2879(3) 0.0358(11) Uani d . . . 1 . .
H H3 0.3379 -0.2025 0.2902 0.043 Uiso calc U . R 1 . .
C C4 0.1831(4) -0.2707(6) 0.2124(2) 0.0305(10) Uani d . . . 1 . .
C C5 0.0776(4) -0.3427(6) 0.2118(3) 0.0368(12) Uani d . . . 1 . .
H H5 0.0201 -0.3578 0.1623 0.044 Uiso calc U . R 1 . .
C C6 0.0555(4) -0.3932(9) 0.2833(3) 0.0413(12) Uani d . . . 1 . .
H H6 -0.0156 -0.4436 0.2811 0.05 Uiso calc U . R 1 . .
C C7 0.2058(4) -0.2081(6) 0.1351(3) 0.0364(11) Uani d . . . 1 . .
H H7A 0.148 -0.2578 0.0885 0.044 Uiso calc U . R 1 . .
H H7B 0.2819 -0.2482 0.1343 0.044 Uiso calc U . R 1 . .
C C8 0.2013(3) -0.0125(6) 0.1277(2) 0.0267(10) Uani d . . . 1 . .
H H8 0.2572 0.0372 0.1762 0.032 Uiso calc U . R 1 . .
C C9 0.0858(4) 0.2165(6) 0.1694(3) 0.0352(11) Uani d . . . 1 . .
H H9A 0.0067 0.2594 0.1585 0.042 Uiso calc U . R 1 . .
H H9B 0.1305 0.3036 0.1512 0.042 Uiso calc U . R 1 . .
C C10 0.1374(4) 0.1916(6) 0.2595(3) 0.0346(12) Uani d . . . 1 . .
C C11 0.2482(4) 0.2532(7) 0.2992(3) 0.0431(12) Uani d . . . 1 . .
H H11 0.2909 0.3124 0.2705 0.052 Uiso calc U . R 1 . .
C C12 0.2941(5) 0.2253(8) 0.3817(3) 0.0576(15) Uani d . . . 1 . .
H H12 0.369 0.2656 0.4072 0.069 Uiso calc U . R 1 . .
C C13 0.1308(4) 0.0893(10) 0.3887(3) 0.0528(12) Uani d . . . 1 . .
H H13 0.0886 0.0348 0.419 0.063 Uiso calc U . R 1 . .
C C14 0.0789(4) 0.1087(9) 0.3062(3) 0.0443(13) Uani d . . . 1 . .
H H14 0.0042 0.0658 0.2822 0.053 Uiso calc U . R 1 . .
C C15 -0.2361(3) 0.0418(5) -0.0519(2) 0.0274(11) Uani d . . . 1 . .
H H2 -0.050(3) 0.435(3) 0.013(3) 0.041 Uiso d U . D 1 . .
H H6B 0.332(7) 0.463(7) 0.110(3) 0.041 Uiso d U P D 0.5 . .
H H6A 0.359(8) 0.296(4) 0.136(4) 0.041 Uiso d U P D 0.5 . .
H H5A 0.537(4) 0.891(5) 0.477(3) 0.041 Uiso d U . D 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O3 . 1.927(2) ?
Cu1 O3 2 1.927(2) ?
Cu1 N1 2 2.046(3) ?
Cu1 N1 . 2.046(3) ?
Cu1 O2 . 2.218(4) ?
N1 C8 . 1.480(5) ?
N1 C9 . 1.496(5) ?
N1 H1 . 0.98 ?
N2 C13 . 1.327(6) ?
N2 C12 . 1.339(7) ?
O1 C1 . 1.363(5) ?
O1 H1A . 0.82 ?
O2 H2 . 0.843(9) ?
O3 C15 . 1.267(4) ?
O4 C15 . 1.230(4) ?
O5 H5A . 0.870(13) ?
O6 H6B . 0.843(14) ?
O6 H6A . 0.844(14) ?
C1 C6 . 1.366(6) ?
C1 C2 . 1.390(6) ?
C2 C3 . 1.379(6) ?
C2 H2A . 0.93 ?
C3 C4 . 1.390(6) ?
C3 H3 . 0.93 ?
C4 C5 . 1.382(6) ?
C4 C7 . 1.513(5) ?
C5 C6 . 1.388(6) ?
C5 H5 . 0.93 ?
C6 H6 . 0.93 ?
C7 C8 . 1.518(6) ?
C7 H7A . 0.97 ?
C7 H7B . 0.97 ?
C8 C15 2 1.542(5) ?
C8 H8 . 0.98 ?
C9 C10 . 1.499(6) ?
C9 H9A . 0.97 ?
C9 H9B . 0.97 ?
C10 C14 . 1.374(6) ?
C10 C11 . 1.387(6) ?
C11 C12 . 1.376(7) ?
C11 H11 . 0.93 ?
C12 H12 . 0.93 ?
C13 C14 . 1.376(6) ?
C13 H13 . 0.93 ?
C14 H14 . 0.93 ?
C15 C8 2 1.542(5) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 Cu1 O3 . 2 172.4(2) ?
O3 Cu1 N1 . 2 84.78(10) ?
O3 Cu1 N1 2 2 94.22(10) ?
O3 Cu1 N1 . . 94.22(10) ?
O3 Cu1 N1 2 . 84.78(10) ?
N1 Cu1 N1 2 . 165.0(2) ?
O3 Cu1 O2 . . 93.81(12) ?
O3 Cu1 O2 2 . 93.81(12) ?
N1 Cu1 O2 2 . 97.50(10) ?
N1 Cu1 O2 . . 97.50(10) ?
C8 N1 C9 . . 113.2(3) ?
C8 N1 Cu1 . . 106.8(2) ?
C9 N1 Cu1 . . 112.1(3) ?
C8 N1 H1 . . 108.2 ?
C9 N1 H1 . . 108.2 ?
Cu1 N1 H1 . . 108.2 ?
C13 N2 C12 . . 115.9(4) ?
C1 O1 H1A . . 109.5 ?
Cu1 O2 H2 . . 123.3(17) ?
C15 O3 Cu1 . . 116.1(2) ?
H6B O6 H6A . . 109.(3) ?
O1 C1 C6 . . 118.3(4) ?
O1 C1 C2 . . 121.9(4) ?
C6 C1 C2 . . 119.7(4) ?
C3 C2 C1 . . 119.2(4) ?
C3 C2 H2A . . 120.4 ?
C1 C2 H2A . . 120.4 ?
C2 C3 C4 . . 122.3(4) ?
C2 C3 H3 . . 118.9 ?
C4 C3 H3 . . 118.9 ?
C5 C4 C3 . . 117.0(4) ?
C5 C4 C7 . . 121.8(4) ?
C3 C4 C7 . . 121.1(4) ?
C4 C5 C6 . . 121.6(4) ?
C4 C5 H5 . . 119.2 ?
C6 C5 H5 . . 119.2 ?
C1 C6 C5 . . 120.2(4) ?
C1 C6 H6 . . 119.9 ?
C5 C6 H6 . . 119.9 ?
C4 C7 C8 . . 112.4(3) ?
C4 C7 H7A . . 109.1 ?
C8 C7 H7A . . 109.1 ?
C4 C7 H7B . . 109.1 ?
C8 C7 H7B . . 109.1 ?
H7A C7 H7B . . 107.9 ?
N1 C8 C7 . . 111.4(3) ?
N1 C8 C15 . 2 109.7(3) ?
C7 C8 C15 . 2 109.3(3) ?
N1 C8 H8 . . 108.8 ?
C7 C8 H8 . . 108.8 ?
C15 C8 H8 2 . 108.8 ?
N1 C9 C10 . . 113.3(4) ?
N1 C9 H9A . . 108.9 ?
C10 C9 H9A . . 108.9 ?
N1 C9 H9B . . 108.9 ?
C10 C9 H9B . . 108.9 ?
H9A C9 H9B . . 107.7 ?
C14 C10 C11 . . 117.1(4) ?
C14 C10 C9 . . 122.5(4) ?
C11 C10 C9 . . 120.4(4) ?
C12 C11 C10 . . 119.0(5) ?
C12 C11 H11 . . 120.5 ?
C10 C11 H11 . . 120.5 ?
N2 C12 C11 . . 124.2(5) ?
N2 C12 H12 . . 117.9 ?
C11 C12 H12 . . 117.9 ?
N2 C13 C14 . . 123.9(5) ?
N2 C13 H13 . . 118.1 ?
C14 C13 H13 . . 118.1 ?
C10 C14 C13 . . 119.9(5) ?
C10 C14 H14 . . 120.0 ?
C13 C14 H14 . . 120.0 ?
O4 C15 O3 . . 125.4(4) ?
O4 C15 C8 . 2 117.7(4) ?
O3 C15 C8 . 2 116.8(3) ?
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 993636'
_audit_update_record             
;
2015-01-19 deposited with the CCDC.
2015-02-03 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            '[Cu(HSerthio)2(H2O)]'
_chemical_formula_moiety         'C16 H22 Cu N2 O7 S2'
_chemical_formula_sum            'C16 H22 Cu N2 O7 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         482.01
_chemical_absolute_configuration rmad

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.635(2)
_cell_length_b                   7.9884(15)
_cell_length_c                   23.468(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.130(3)
_cell_angle_gamma                90
_cell_volume                     1988.6(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3194
_cell_measurement_theta_min      3.0898
_cell_measurement_theta_max      19.9622
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       rectangular
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             996

_exptl_absorpt_coefficient_mu    1.349
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.71
_exptl_absorpt_correction_T_max  0.82

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'Sealed tube'
_diffrn_source_type              'Fine Focus'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  Graphite

_diffrn_measurement_device_type  'Bruker Kappa APEX II'
_diffrn_measurement_method       'phi and omega scan'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            17388
_diffrn_reflns_av_R_equivalents  0.0768
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_theta_min         1.92
_diffrn_reflns_theta_max         24.96
_diffrn_reflns_theta_full        24.96
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       25

_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.
;

_reflns_number_total             6862
_reflns_number_gt                4195
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1118
_refine_ls_R_factor_gt           0.0590
_refine_ls_wR_factor_gt          0.1251
_refine_ls_wR_factor_ref         0.1490
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.003
_refine_ls_number_reflns         6862
_refine_ls_number_parameters     514
_refine_ls_number_restraints     18
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0670P)²+0.0000P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.578
_refine_diff_density_min         -0.729
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0161(17)
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.001(13)

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 V2011.4-1 (Bruker AXS)'
_computing_cell_refinement       'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Bruker AXS)'
_computing_publication_material  'SHELXTL (Bruker AXS)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.61850(12) 0.45622(17) 0.54912(6) 0.0361(4) Uani d . . . 1.0 . .
Cu Cu2 0.05002(13) 0.04220(19) 0.92338(6) 0.0417(4) Uani d . . D 1.0 . .
S S1A 0.4878(7) 0.8664(11) 0.7142(3) 0.065(3) Uiso d . P D 0.605(16) A 1
C C6A 0.590(3) 0.610(4) 0.7607(9) 0.060(13) Uiso d . P D 0.605(16) A 1
H H6A 0.6376 0.5123 0.7652 0.072 Uiso calc U P R 0.605(16) A 1
C C7A 0.534(3) 0.684(4) 0.8065(13) 0.067(11) Uiso d . P D 0.605(16) A 1
H H7A 0.5423 0.6508 0.8446 0.08 Uiso calc U P R 0.605(16) A 1
C C8A 0.462(3) 0.816(4) 0.7836(8) 0.049(10) Uiso d . P D 0.605(16) A 1
H H8A 0.4049 0.8734 0.8043 0.059 Uiso calc U P R 0.605(16) A 1
S S1B 0.5999(14) 0.5769(19) 0.7675(5) 0.058(5) Uiso d . P D 0.395(16) A 2
C C6B 0.476(4) 0.808(5) 0.721(2) 0.072(17) Uiso d . P D 0.395(16) A 2
H H6B 0.4251 0.857 0.6916 0.086 Uiso calc U P R 0.395(16) A 2
C C7B 0.460(6) 0.848(6) 0.7782(18) 0.08(2) Uiso d . P D 0.395(16) A 2
H H7B 0.4306 0.9461 0.7943 0.094 Uiso calc U P R 0.395(16) A 2
C C8B 0.501(3) 0.699(4) 0.8037(17) 0.045(13) Uiso d . P D 0.395(16) A 2
H H8B 0.4755 0.667 0.8392 0.055 Uiso calc U P R 0.395(16) A 2
S S2 0.9532(4) 0.4283(6) 0.6368(2) 0.0832(14) Uani d . . . 1.0 . .
S S3 0.1496(4) 0.2305(7) 0.80621(18) 0.0824(14) Uani d . . . 1.0 . .
S S4 0.1178(4) -0.2374(7) 0.7998(2) 0.0880(15) Uani d . . . 1.0 . .
N N1 0.7618(8) 0.3405(11) 0.5166(4) 0.033(2) Uani d . . . 1.0 . .
H H1 0.726 0.2767 0.4836 0.039 Uiso calc U . R 1.0 . .
N N2 0.5236(8) 0.5744(11) 0.6078(4) 0.034(2) Uani d . . . 1.0 . .
H H2 0.4792 0.6707 0.59 0.041 Uiso calc U . R 1.0 . .
N N3 0.2091(8) 0.1630(12) 0.9482(4) 0.037(2) Uani d . . . 1.0 . .
H H3 0.194 0.2073 0.986 0.044 Uiso calc U . R 1.0 . .
N N4 -0.1067(9) -0.0779(12) 0.8954(4) 0.045(3) Uani d . . . 1.0 . .
H H4 -0.1373 -0.1231 0.9307 0.054 Uiso calc U . R 1.0 . .
O O1 0.4923(8) 0.4203(10) 0.4648(4) 0.046(2) Uani d . . D 1.0 . .
O O2 0.5408(7) 0.2574(9) 0.5760(3) 0.0380(19) Uani d . . . 1.0 . .
O O3 0.3838(8) 0.1684(10) 0.6264(4) 0.050(2) Uani d . . . 1.0 . .
O O4 0.6969(7) 0.6591(9) 0.5253(3) 0.039(2) Uani d . . . 1.0 . .
O O5 0.8610(7) 0.7611(10) 0.4830(4) 0.048(2) Uani d . . . 1.0 . .
O O6 0.2742(7) 0.5280(11) 0.5549(4) 0.053(2) Uani d . . . 1.0 . .
H H6 0.2286 0.4521 0.5422 0.08 Uiso calc U . R 1.0 . .
O O7 0.7609(8) 0.3983(10) 0.3979(4) 0.052(2) Uani d . . . 1.0 . .
H H7 0.7106 0.4735 0.4032 0.077 Uiso calc U . R 1.0 . .
O O8 -0.0107(8) 0.0439(13) 1.0191(3) 0.056(2) Uani d . . D 1.0 . .
O O9 0.1421(7) -0.1585(10) 0.9410(4) 0.045(2) Uani d . . . 1.0 . .
O O10 0.3276(8) -0.2516(12) 0.9770(4) 0.068(3) Uani d . . . 1.0 . .
O O11 0.3020(11) 0.1063(11) 1.0599(4) 0.067(3) Uani d . . . 1.0 . .
H H11 0.2916 0.0187 1.0772 0.101 Uiso calc U . R 1.0 . .
O O12 -0.0486(8) 0.2432(10) 0.9101(4) 0.047(2) Uani d . . . 1.0 . .
O O13 -0.2397(9) 0.3333(12) 0.8781(4) 0.069(3) Uani d . . . 1.0 . .
O O14 -0.3051(11) -0.0275(14) 0.9639(4) 0.071(3) Uani d . . D 1.0 . .
H H14A -0.2893 0.0614 0.9803 0.107 Uiso calc U . DR 1.0 . .
C C1 0.2953(10) 0.5100(16) 0.6139(6) 0.047(3) Uani d . . . 1.0 . .
H H1C 0.238 0.4266 0.6273 0.057 Uiso calc U . R 1.0 . .
H H1D 0.2782 0.6154 0.6324 0.057 Uiso calc U . R 1.0 . .
C C2 0.4299(9) 0.4573(15) 0.6302(4) 0.033(2) Uani d . . . 1.0 . .
H H2A 0.4422 0.458 0.6719 0.04 Uiso calc U . R 1.0 . .
C C3 0.4508(10) 0.2793(15) 0.6100(5) 0.034(3) Uani d . . . 1.0 . .
C C4 0.6206(11) 0.6350(18) 0.6521(5) 0.047(3) Uani d . . . 1.0 . .
H H4A 0.6652 0.7283 0.6364 0.056 Uiso calc U . R 1.0 . .
H H4B 0.6813 0.5461 0.6602 0.056 Uiso calc U . R 1.0 . .
C C5 0.5706(11) 0.6904(13) 0.7076(5) 0.044(3) Uiso d . . D 1.0 . .
C C9 0.8731(11) 0.4255(17) 0.4326(5) 0.049(3) Uani d . . . 1.0 . .
H H9B 0.9185 0.5182 0.4171 0.059 Uiso calc U . R 1.0 . .
H H9A 0.9259 0.3268 0.4313 0.059 Uiso calc U . R 1.0 . .
C C10 0.8512(10) 0.4632(16) 0.4939(5) 0.038(3) Uani d . . . 1.0 . .
H H10 0.932 0.4537 0.5165 0.046 Uiso calc U . R 1.0 . .
C C11 0.8005(10) 0.6411(16) 0.5012(5) 0.036(3) Uani d . . . 1.0 . .
C C12 0.8279(11) 0.2167(15) 0.5558(5) 0.041(3) Uani d . . . 1.0 . .
H H12A 0.9088 0.1902 0.5413 0.05 Uiso calc U . R 1.0 . .
H H12B 0.7787 0.1143 0.5551 0.05 Uiso calc U . R 1.0 . .
C C13 0.8498(10) 0.2732(15) 0.6163(5) 0.041(3) Uani d . . . 1.0 . .
C C14 0.7874(11) 0.2138(16) 0.6654(5) 0.040(3) Uani d . . . 1.0 . .
H H14 0.7242 0.1332 0.6644 0.048 Uiso calc U . R 1.0 . .
C C15 0.8376(16) 0.297(2) 0.7148(7) 0.072(5) Uani d . . . 1.0 . .
H H15 0.8112 0.2747 0.7509 0.086 Uiso calc U . R 1.0 . .
C C16 0.9235(15) 0.408(2) 0.7061(7) 0.079(5) Uani d . . . 1.0 . .
H H16 0.9646 0.4708 0.7353 0.094 Uiso calc U . R 1.0 . .
C C17 0.3855(11) 0.0782(19) 1.0163(7) 0.063(4) Uani d . . . 1.0 . .
H H17B 0.4417 -0.0139 1.0272 0.076 Uiso calc U . R 1.0 . .
H H17A 0.4365 0.1773 1.0117 0.076 Uiso calc U . R 1.0 . .
C C18 0.3117(10) 0.0369(17) 0.9595(5) 0.044(3) Uani d . . . 1.0 . .
H H18 0.3694 0.0442 0.9289 0.053 Uiso calc U . R 1.0 . .
C C19 0.2564(11) -0.1383(18) 0.9594(6) 0.044(3) Uani d . . . 1.0 . .
C C20 0.2503(12) 0.3131(16) 0.9155(5) 0.049(3) Uani d . . . 1.0 . .
H H20A 0.186 0.3991 0.9163 0.059 Uiso calc U . R 1.0 . .
H H20B 0.3272 0.3575 0.9345 0.059 Uiso calc U . R 1.0 . .
C C21 0.2726(12) 0.2759(15) 0.8557(5) 0.044(3) Uani d . . . 1.0 . .
C C22 0.3846(13) 0.2791(18) 0.8294(7) 0.062(4) Uani d . . . 1.0 . .
H H22 0.4624 0.3029 0.8483 0.075 Uiso calc U . R 1.0 . .
C C23 0.3681(18) 0.243(2) 0.7710(8) 0.084(5) Uani d . . . 1.0 . .
H H23 0.4346 0.2353 0.7475 0.1 Uiso calc U . R 1.0 . .
C C24 0.2485(19) 0.219(2) 0.7523(7) 0.083(5) Uani d . . . 1.0 . .
H H24 0.2218 0.199 0.7143 0.1 Uiso calc U . R 1.0 . .
C C25 -0.3294(11) 0.0018(17) 0.9050(6) 0.057(4) Uani d . . . 1.0 . .
H H25B -0.3882 0.094 0.8992 0.068 Uiso calc U . R 1.0 . .
H H25A -0.3675 -0.0969 0.887 0.068 Uiso calc U . R 1.0 . .
C C26 -0.2052(11) 0.0443(19) 0.8770(5) 0.054(3) Uani d . . . 1.0 . .
H H26 -0.2215 0.0339 0.8355 0.065 Uiso calc U . R 1.0 . .
C C27 -0.1604(14) 0.2212(18) 0.8898(6) 0.050(3) Uani d . . . 1.0 . .
C C28 -0.1026(11) -0.2318(15) 0.8577(5) 0.041(3) Uani d . . . 1.0 . .
H H28B -0.058 -0.3205 0.879 0.049 Uiso calc U . R 1.0 . .
H H28A -0.188 -0.27 0.848 0.049 Uiso calc U . R 1.0 . .
C C29 -0.0388(11) -0.1990(16) 0.8036(5) 0.045(3) Uani d . . . 1.0 . .
C C30 -0.0964(11) -0.1443(14) 0.7496(5) 0.035(3) Uani d . . . 1.0 . .
H H30 -0.181 -0.1185 0.7415 0.042 Uiso calc U . R 1.0 . .
C C31 -0.002(2) -0.137(2) 0.7116(8) 0.090(6) Uani d . . . 1.0 . .
H H31 -0.018 -0.0988 0.6744 0.108 Uiso calc U . R 1.0 . .
C C32 0.1111(18) -0.187(2) 0.7305(7) 0.086(6) Uani d . . . 1.0 . .
H H32 0.1796 -0.1926 0.7081 0.103 Uiso calc U . R 1.0 . .
H H1A 0.425(9) 0.367(19) 0.469(8) 0.103 Uiso d U . D 1.0 . .
H H1B 0.472(14) 0.514(10) 0.450(6) 0.103 Uiso d U . D 1.0 . .
H H8C -0.033(15) -0.050(8) 1.032(3) 0.129 Uiso d U . D 1.0 . .
H H8D 0.039(11) 0.093(16) 1.044(2) 0.129 Uiso d U . D 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O2 . 1.917(8) ?
Cu1 O4 . 1.924(7) ?
Cu1 N1 . 1.982(9) ?
Cu1 N2 . 2.001(9) ?
Cu1 O1 . 2.327(9) ?
Cu2 O9 . 1.909(8) ?
Cu2 O12 . 1.931(8) ?
Cu2 N4 . 1.993(10) ?
Cu2 N3 . 1.998(9) ?
Cu2 O8 . 2.382(9) ?
S1A C5 . 1.672(10) ?
S1A C8A . 1.716(13) ?
C6A C7A . 1.397(14) ?
C6A C5 . 1.406(14) ?
C6A H6A . 0.93 ?
C7A C8A . 1.386(14) ?
C7A H7A . 0.93 ?
C8A H8A . 0.93 ?
S1B C5 . 1.684(12) ?
S1B C8B . 1.705(14) ?
C6B C7B . 1.410(14) ?
C6B C5 . 1.424(14) ?
C6B H6B . 0.93 ?
C7B C8B . 1.391(14) ?
C7B H7B . 0.93 ?
C8B H8B . 0.93 ?
S2 C16 . 1.688(17) ?
S2 C13 . 1.702(12) ?
S3 C24 . 1.704(16) ?
S3 C21 . 1.724(13) ?
S4 C32 . 1.672(18) ?
S4 C29 . 1.702(12) ?
N1 C10 . 1.490(14) ?
N1 C12 . 1.492(14) ?
N1 H1 . 0.98 ?
N2 C2 . 1.489(13) ?
N2 C4 . 1.492(14) ?
N2 H2 . 0.98 ?
N3 C18 . 1.495(14) ?
N3 C20 . 1.505(15) ?
N3 H3 . 0.98 ?
N4 C26 . 1.473(15) ?
N4 C28 . 1.516(14) ?
N4 H4 . 0.98 ?
O1 H1A . 0.850(15) ?
O1 H1B . 0.851(15) ?
O2 C3 . 1.302(13) ?
O3 C3 . 1.217(13) ?
O4 C11 . 1.283(12) ?
O5 C11 . 1.246(13) ?
O6 C1 . 1.394(14) ?
O6 H6 . 0.82 ?
O7 C9 . 1.412(13) ?
O7 H7 . 0.82 ?
O8 H8C . 0.850(15) ?
O8 H8D . 0.848(15) ?
O9 C19 . 1.271(14) ?
O10 C19 . 1.231(15) ?
O11 C17 . 1.421(15) ?
O11 H11 . 0.82 ?
O12 C27 . 1.260(15) ?
O13 C27 . 1.247(15) ?
O14 C25 . 1.408(15) ?
O14 H14A . 0.82 ?
C1 C2 . 1.515(14) ?
C1 H1C . 0.97 ?
C1 H1D . 0.97 ?
C2 C3 . 1.520(16) ?
C2 H2A . 0.98 ?
C4 C5 . 1.508(15) ?
C4 H4A . 0.97 ?
C4 H4B . 0.97 ?
C9 C10 . 1.504(15) ?
C9 H9B . 0.97 ?
C9 H9A . 0.97 ?
C10 C11 . 1.534(17) ?
C10 H10 . 0.98 ?
C12 C13 . 1.492(16) ?
C12 H12A . 0.97 ?
C12 H12B . 0.97 ?
C13 C14 . 1.449(16) ?
C14 C15 . 1.41(2) ?
C14 H14 . 0.93 ?
C15 C16 . 1.30(2) ?
C15 H15 . 0.93 ?
C16 H16 . 0.93 ?
C17 C18 . 1.533(18) ?
C17 H17B . 0.97 ?
C17 H17A . 0.97 ?
C18 C19 . 1.518(18) ?
C18 H18 . 0.98 ?
C20 C21 . 1.471(17) ?
C20 H20A . 0.97 ?
C20 H20B . 0.97 ?
C21 C22 . 1.382(17) ?
C22 C23 . 1.40(2) ?
C22 H22 . 0.93 ?
C23 C24 . 1.33(2) ?
C23 H23 . 0.93 ?
C24 H24 . 0.93 ?
C25 C26 . 1.554(17) ?
C25 H25B . 0.97 ?
C25 H25A . 0.97 ?
C26 C27 . 1.515(19) ?
C26 H26 . 0.98 ?
C28 C29 . 1.506(15) ?
C28 H28B . 0.97 ?
C28 H28A . 0.97 ?
C29 C30 . 1.435(16) ?
C30 C31 . 1.39(2) ?
C30 H30 . 0.93 ?
C31 C32 . 1.31(2) ?
C31 H31 . 0.93 ?
C32 H32 . 0.93 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 Cu1 O4 . . 177.7(4) ?
O2 Cu1 N1 . . 95.8(3) ?
O4 Cu1 N1 . . 85.4(3) ?
O2 Cu1 N2 . . 85.1(3) ?
O4 Cu1 N2 . . 93.1(3) ?
N1 Cu1 N2 . . 157.7(3) ?
O2 Cu1 O1 . . 86.6(3) ?
O4 Cu1 O1 . . 95.3(3) ?
N1 Cu1 O1 . . 91.6(3) ?
N2 Cu1 O1 . . 110.8(3) ?
O9 Cu2 O12 . . 176.3(4) ?
O9 Cu2 N4 . . 94.1(4) ?
O12 Cu2 N4 . . 85.1(4) ?
O9 Cu2 N3 . . 86.1(4) ?
O12 Cu2 N3 . . 94.8(4) ?
N4 Cu2 N3 . . 177.7(4) ?
O9 Cu2 O8 . . 88.3(4) ?
O12 Cu2 O8 . . 88.1(3) ?
N4 Cu2 O8 . . 92.1(4) ?
N3 Cu2 O8 . . 90.2(3) ?
C5 S1A C8A . . 90.6(11) ?
C7A C6A C5 . . 116.(3) ?
C7A C6A H6A . . 121.8 ?
C5 C6A H6A . . 121.8 ?
C8A C7A C6A . . 106.(3) ?
C8A C7A H7A . . 127.0 ?
C6A C7A H7A . . 127.0 ?
C7A C8A S1A . . 115.(2) ?
C7A C8A H8A . . 122.3 ?
S1A C8A H8A . . 122.3 ?
C5 S1B C8B . . 91.4(17) ?
C7B C6B C5 . . 120.(4) ?
C7B C6B H6B . . 120.1 ?
C5 C6B H6B . . 120.1 ?
C8B C7B C6B . . 99.(4) ?
C8B C7B H7B . . 130.5 ?
C6B C7B H7B . . 130.5 ?
C7B C8B S1B . . 118.(3) ?
C7B C8B H8B . . 121.2 ?
S1B C8B H8B . . 121.2 ?
C16 S2 C13 . . 92.4(8) ?
C24 S3 C21 . . 91.9(8) ?
C32 S4 C29 . . 92.0(8) ?
C10 N1 C12 . . 111.8(8) ?
C10 N1 Cu1 . . 111.0(7) ?
C12 N1 Cu1 . . 114.4(7) ?
C10 N1 H1 . . 106.3 ?
C12 N1 H1 . . 106.3 ?
Cu1 N1 H1 . . 106.3 ?
C2 N2 C4 . . 113.9(9) ?
C2 N2 Cu1 . . 109.2(6) ?
C4 N2 Cu1 . . 106.0(6) ?
C2 N2 H2 . . 109.2 ?
C4 N2 H2 . . 109.2 ?
Cu1 N2 H2 . . 109.2 ?
C18 N3 C20 . . 113.1(9) ?
C18 N3 Cu2 . . 108.5(7) ?
C20 N3 Cu2 . . 120.5(7) ?
C18 N3 H3 . . 104.3 ?
C20 N3 H3 . . 104.3 ?
Cu2 N3 H3 . . 104.3 ?
C26 N4 C28 . . 114.6(9) ?
C26 N4 Cu2 . . 109.7(8) ?
C28 N4 Cu2 . . 121.6(7) ?
C26 N4 H4 . . 102.7 ?
C28 N4 H4 . . 102.7 ?
Cu2 N4 H4 . . 102.7 ?
Cu1 O1 H1A . . 113.(10) ?
Cu1 O1 H1B . . 111.(10) ?
H1A O1 H1B . . 107.(10) ?
C3 O2 Cu1 . . 116.4(7) ?
C11 O4 Cu1 . . 116.0(8) ?
C1 O6 H6 . . 109.5 ?
C9 O7 H7 . . 109.5 ?
Cu2 O8 H8C . . 116.(7) ?
Cu2 O8 H8D . . 117.(7) ?
H8C O8 H8D . . 109.(4) ?
C19 O9 Cu2 . . 115.5(8) ?
C17 O11 H11 . . 109.5 ?
C27 O12 Cu2 . . 115.6(9) ?
C25 O14 H14A . . 109.5 ?
O6 C1 C2 . . 111.1(10) ?
O6 C1 H1C . . 109.4 ?
C2 C1 H1C . . 109.4 ?
O6 C1 H1D . . 109.4 ?
C2 C1 H1D . . 109.4 ?
H1C C1 H1D . . 108.0 ?
N2 C2 C1 . . 112.4(9) ?
N2 C2 C3 . . 111.2(8) ?
C1 C2 C3 . . 109.7(9) ?
N2 C2 H2A . . 107.8 ?
C1 C2 H2A . . 107.8 ?
C3 C2 H2A . . 107.8 ?
O3 C3 O2 . . 124.8(11) ?
O3 C3 C2 . . 118.7(10) ?
O2 C3 C2 . . 116.5(10) ?
N2 C4 C5 . . 115.4(9) ?
N2 C4 H4A . . 108.4 ?
C5 C4 H4A . . 108.4 ?
N2 C4 H4B . . 108.4 ?
C5 C4 H4B . . 108.4 ?
H4A C4 H4B . . 107.5 ?
C6A C5 C4 . . 126.4(15) ?
C6B C5 C4 . . 133.(2) ?
C6A C5 S1A . . 110.3(15) ?
C4 C5 S1A . . 123.2(9) ?
C6B C5 S1B . . 105.(2) ?
C4 C5 S1B . . 120.5(9) ?
O7 C9 C10 . . 113.6(9) ?
O7 C9 H9B . . 108.9 ?
C10 C9 H9B . . 108.9 ?
O7 C9 H9A . . 108.9 ?
C10 C9 H9A . . 108.9 ?
H9B C9 H9A . . 107.7 ?
N1 C10 C9 . . 110.9(10) ?
N1 C10 C11 . . 109.4(8) ?
C9 C10 C11 . . 111.8(10) ?
N1 C10 H10 . . 108.2 ?
C9 C10 H10 . . 108.2 ?
C11 C10 H10 . . 108.2 ?
O5 C11 O4 . . 123.1(11) ?
O5 C11 C10 . . 118.7(9) ?
O4 C11 C10 . . 118.2(10) ?
N1 C12 C13 . . 114.9(10) ?
N1 C12 H12A . . 108.6 ?
C13 C12 H12A . . 108.6 ?
N1 C12 H12B . . 108.6 ?
C13 C12 H12B . . 108.6 ?
H12A C12 H12B . . 107.5 ?
C14 C13 C12 . . 127.4(10) ?
C14 C13 S2 . . 109.7(9) ?
C12 C13 S2 . . 122.8(9) ?
C15 C14 C13 . . 109.3(12) ?
C15 C14 H14 . . 125.3 ?
C13 C14 H14 . . 125.3 ?
C16 C15 C14 . . 115.0(15) ?
C16 C15 H15 . . 122.5 ?
C14 C15 H15 . . 122.5 ?
C15 C16 S2 . . 113.4(13) ?
C15 C16 H16 . . 123.3 ?
S2 C16 H16 . . 123.3 ?
O11 C17 C18 . . 110.7(10) ?
O11 C17 H17B . . 109.5 ?
C18 C17 H17B . . 109.5 ?
O11 C17 H17A . . 109.5 ?
C18 C17 H17A . . 109.5 ?
H17B C17 H17A . . 108.1 ?
N3 C18 C19 . . 110.1(9) ?
N3 C18 C17 . . 109.3(11) ?
C19 C18 C17 . . 111.9(11) ?
N3 C18 H18 . . 108.5 ?
C19 C18 H18 . . 108.5 ?
C17 C18 H18 . . 108.5 ?
O10 C19 O9 . . 124.8(13) ?
O10 C19 C18 . . 116.7(11) ?
O9 C19 C18 . . 118.6(11) ?
C21 C20 N3 . . 113.4(10) ?
C21 C20 H20A . . 108.9 ?
N3 C20 H20A . . 108.9 ?
C21 C20 H20B . . 108.9 ?
N3 C20 H20B . . 108.9 ?
H20A C20 H20B . . 107.7 ?
C22 C21 C20 . . 128.8(13) ?
C22 C21 S3 . . 109.8(11) ?
C20 C21 S3 . . 121.3(9) ?
C21 C22 C23 . . 112.5(14) ?
C21 C22 H22 . . 123.7 ?
C23 C22 H22 . . 123.7 ?
C24 C23 C22 . . 113.7(14) ?
C24 C23 H23 . . 123.1 ?
C22 C23 H23 . . 123.1 ?
C23 C24 S3 . . 112.0(13) ?
C23 C24 H24 . . 124.0 ?
S3 C24 H24 . . 124.0 ?
O14 C25 C26 . . 110.5(10) ?
O14 C25 H25B . . 109.5 ?
C26 C25 H25B . . 109.5 ?
O14 C25 H25A . . 109.5 ?
C26 C25 H25A . . 109.5 ?
H25B C25 H25A . . 108.1 ?
N4 C26 C27 . . 110.7(10) ?
N4 C26 C25 . . 109.8(11) ?
C27 C26 C25 . . 112.6(11) ?
N4 C26 H26 . . 107.8 ?
C27 C26 H26 . . 107.8 ?
C25 C26 H26 . . 107.8 ?
O13 C27 O12 . . 126.0(13) ?
O13 C27 C26 . . 115.3(12) ?
O12 C27 C26 . . 118.6(12) ?
C29 C28 N4 . . 112.6(10) ?
C29 C28 H28B . . 109.1 ?
N4 C28 H28B . . 109.1 ?
C29 C28 H28A . . 109.1 ?
N4 C28 H28A . . 109.1 ?
H28B C28 H28A . . 107.8 ?
C30 C29 C28 . . 127.5(10) ?
C30 C29 S4 . . 111.4(9) ?
C28 C29 S4 . . 121.0(9) ?
C31 C30 C29 . . 107.2(13) ?
C31 C30 H30 . . 126.4 ?
C29 C30 H30 . . 126.4 ?
C32 C31 C30 . . 117.2(16) ?
C32 C31 H31 . . 121.4 ?
C30 C31 H31 . . 121.4 ?
C31 C32 S4 . . 112.1(13) ?
C31 C32 H32 . . 123.9 ?
S4 C32 H32 . . 123.9 ?


#
_vrf_PLAT201_5                   
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s)
RESPONSE: Attempts to refine the atoms for one of the thiophene
rings that is modelled appropriately for the disorder did not 
provide the converged refinement of the structure. 
Thus these atoms were refined isotropically.
;
#

#===END

