# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_rhmar08c
_database_code_depnum_ccdc_archive 'CCDC 1052582'
_audit_update_record             
;
2015-03-06 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H54 Cu N2 O2 S2'
_chemical_formula_sum            'C42 H54 Cu N2 O2 S2'
_chemical_formula_weight         746.53

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'
Cu Cu 0.3201 1.2651 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.8774(3)
_cell_length_b                   12.9817(11)
_cell_length_c                   13.7460(12)
_cell_angle_alpha                106.244(3)
_cell_angle_beta                 97.870(5)
_cell_angle_gamma                98.955(5)
_cell_volume                     976.48(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    20779
_cell_measurement_theta_min      0.41
_cell_measurement_theta_max      28.28

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark green'
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             397
_exptl_absorpt_coefficient_mu    0.703
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.782
_exptl_absorpt_correction_T_max  0.881
_exptl_absorpt_process_details   'Scalepack (W. Minor & Z. Otwinowski)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD

_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8775
_diffrn_reflns_av_R_equivalents  0.2029
_diffrn_reflns_av_sigmaI/netI    0.2938
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.07
_diffrn_reflns_theta_max         28.33
_reflns_number_total             4800
_reflns_number_gt                2285
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+8.5273P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0048(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4800
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2425
_refine_ls_R_factor_gt           0.1117
_refine_ls_wR_factor_ref         0.2284
_refine_ls_wR_factor_gt          0.1789
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          1.441
_refine_ls_shift/su_mean         0.010

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.5000 0.5000 0.5000 0.0105(4) Uani 1 2 d S . .
N N 0.5602(9) 0.4930(4) 0.6394(4) 0.0074(12) Uani 1 1 d . . .
O O 0.7438(8) 0.6249(4) 0.5224(3) 0.0098(11) Uani 1 1 d . . .
S S 0.9464(3) 0.87790(16) 0.90366(15) 0.0199(5) Uani 1 1 d . . .
C1 C 0.7524(11) 0.6569(6) 0.4412(5) 0.0106(15) Uani 1 1 d . . .
C2 C 0.0801(12) 0.2525(6) 0.5612(5) 0.0092(15) Uiso 1 1 d . . .
C3 C 0.0952(12) 0.2283(6) 0.6517(6) 0.0105(15) Uani 1 1 d . . .
H3A H 0.002(13) 0.177(6) 0.663(6) 0.02(2) Uiso 1 1 d . . .
C4 C 0.2544(11) 0.2895(6) 0.7443(5) 0.0101(15) Uiso 1 1 d . . .
C5 C 0.4199(13) 0.3758(6) 0.7426(6) 0.0092(15) Uani 1 1 d . . .
H5A H 0.532(13) 0.418(6) 0.798(6) 0.011(19) Uiso 1 1 d . . .
C6 C 0.4204(12) 0.4053(6) 0.6510(5) 0.0098(15) Uani 1 1 d . . .
C7 C -0.1022(12) 0.1886(6) 0.4636(5) 0.0131(16) Uani 1 1 d . . .
C8 C 0.2313(12) 0.2570(6) 0.8428(5) 0.0117(16) Uani 1 1 d . . .
C9 C 0.7454(11) 0.5591(6) 0.7206(5) 0.0104(15) Uiso 1 1 d . . .
C10 C 0.9393(12) 0.5168(6) 0.7513(5) 0.0125(15) Uani 1 1 d . . .
H10A H 0.937(10) 0.433(5) 0.719(5) 0.000(16) Uiso 1 1 d . . .
C11 C 1.1230(13) 0.5866(7) 0.8261(6) 0.0167(17) Uani 1 1 d . . .
H11A H 1.242(11) 0.558(5) 0.843(5) 0.000(17) Uiso 1 1 d . . .
C12 C 1.1189(13) 0.6953(6) 0.8697(6) 0.0131(16) Uiso 1 1 d . . .
H12A H 1.231(11) 0.737(5) 0.927(5) 0.000(16) Uiso 1 1 d . . .
C13 C 0.9296(12) 0.7383(6) 0.8400(5) 0.0121(16) Uani 1 1 d . . .
C14 C 0.7414(11) 0.6697(6) 0.7648(5) 0.0095(14) Uani 1 1 d . . .
H14A H 0.598(12) 0.704(6) 0.735(5) 0.011 Uiso 1 1 d . . .
C15 C 0.0175(14) 0.1371(7) 0.3751(6) 0.0174(17) Uani 1 1 d . . .
H15C H -0.114(13) 0.095(6) 0.302(6) 0.021 Uiso 1 1 d . . .
H15B H 0.088(13) 0.087(7) 0.395(6) 0.021 Uiso 1 1 d . . .
H15A H 0.117(14) 0.185(7) 0.357(6) 0.021 Uiso 1 1 d . . .
C16 C -0.2469(15) 0.2670(8) 0.4317(7) 0.0218(19) Uani 1 1 d . . .
H16A H -0.311(11) 0.299(6) 0.481(6) 0.000(19) Uiso 1 1 d . . .
H16B H -0.173(11) 0.329(6) 0.418(5) 0.000(17) Uiso 1 1 d . . .
H16C H -0.359(15) 0.221(7) 0.369(7) 0.04(3) Uiso 1 1 d . . .
C17 C -0.2754(14) 0.0972(7) 0.4816(7) 0.0226(19) Uani 1 1 d . . .
H17A H -0.387(11) 0.126(5) 0.536(5) 0.000(16) Uiso 1 1 d . . .
H17B H -0.386(14) 0.059(7) 0.419(7) 0.03(2) Uiso 1 1 d . . .
H17C H -0.191(14) 0.040(7) 0.502(6) 0.02(2) Uiso 1 1 d . . .
C18 C 0.2957(18) 0.1440(7) 0.8299(7) 0.024(2) Uani 1 1 d . . .
H18A H 0.466(18) 0.147(8) 0.825(7) 0.05(3) Uiso 1 1 d . . .
H18B H 0.217(12) 0.092(6) 0.774(6) 0.008(19) Uiso 1 1 d . . .
H18C H 0.304(13) 0.119(7) 0.895(7) 0.03(2) Uiso 1 1 d . . .
C19 C -0.0203(16) 0.2498(10) 0.8580(8) 0.031(2) Uani 1 1 d . . .
H19A H -0.069(12) 0.321(6) 0.872(5) 0.007(19) Uiso 1 1 d . . .
H19B H -0.139(14) 0.208(6) 0.802(6) 0.02(2) Uiso 1 1 d . . .
H19C H -0.051(17) 0.245(8) 0.924(9) 0.06(3) Uiso 1 1 d . . .
C20 C 0.3893(15) 0.3404(7) 0.9394(6) 0.0201(18) Uani 1 1 d . . .
H20A H 0.362(12) 0.319(6) 1.002(6) 0.01(2) Uiso 1 1 d . . .
H20B H 0.559(15) 0.342(6) 0.933(6) 0.03(2) Uiso 1 1 d . . .
H20C H 0.362(16) 0.440(8) 0.968(7) 0.06(3) Uiso 1 1 d . . .
C21 C 0.6807(17) 0.9092(8) 0.8492(8) 0.025(2) Uani 1 1 d . . .
H21A H 0.580(18) 0.859(9) 0.841(8) 0.05(3) Uiso 1 1 d . . .
H21B H 0.660(12) 0.894(6) 0.773(6) 0.010(19) Uiso 1 1 d . . .
H21C H 0.709(16) 0.981(8) 0.889(7) 0.04(3) Uiso 1 1 d . . .


_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
Cu O 1.911(4) . ?
Cu O 1.911(4) 2_666 ?
Cu N 1.930(5) 2_666 ?
Cu N 1.930(5) . ?
N C6 1.358(8) . ?
N C9 1.417(8) . ?
O C1 1.299(8) . ?
S C13 1.758(7) . ?
S C21 1.792(9) . ?
C1 C2 1.423(10) 2_666 ?
C1 C6 1.453(9) 2_666 ?
C2 C3 1.361(10) . ?
C2 C1 1.423(10) 2_666 ?
C2 C7 1.531(9) . ?
C3 C4 1.416(10) . ?
C3 H3A 0.86(8) . ?
C4 C5 1.373(9) . ?
C4 C8 1.543(10) . ?
C5 C6 1.413(9) . ?
C5 H5A 0.91(7) . ?
C6 C1 1.453(9) 2_666 ?
C7 C15 1.532(11) . ?
C7 C17 1.537(10) . ?
C7 C16 1.539(11) . ?
C8 C19 1.514(11) . ?
C8 C20 1.531(11) . ?
C8 C18 1.540(11) . ?
C9 C14 1.400(9) . ?
C9 C10 1.404(9) . ?
C10 C11 1.383(10) . ?
C10 H10A 1.06(6) . ?
C11 C12 1.376(10) . ?
C11 H11A 0.87(7) . ?
C12 C13 1.383(10) . ?
C12 H12A 0.92(6) . ?
C13 C14 1.396(9) . ?
C14 H14A 1.09(7) . ?
C15 H15C 1.12(8) . ?
C15 H15B 0.90(8) . ?
C15 H15A 0.89(8) . ?
C16 H16A 0.86(7) . ?
C16 H16B 0.93(7) . ?
C16 H16C 0.98(9) . ?
C17 H17A 1.09(7) . ?
C17 H17B 0.96(8) . ?
C17 H17C 1.04(8) . ?
C18 H18A 1.00(10) . ?
C18 H18B 0.88(8) . ?
C18 H18C 1.03(9) . ?
C19 H19A 0.98(7) . ?
C19 H19B 0.94(8) . ?
C19 H19C 0.96(11) . ?
C20 H20A 1.00(8) . ?
C20 H20B 1.01(9) . ?
C20 H20C 1.28(10) . ?
C21 H21A 0.78(10) . ?
C21 H21B 0.99(8) . ?
C21 H21C 0.92(10) . ?

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
O Cu O 180.000(1) . 2_666 ?
O Cu N 84.2(2) . 2_666 ?
O Cu N 95.8(2) 2_666 2_666 ?
O Cu N 95.8(2) . . ?
O Cu N 84.2(2) 2_666 . ?
N Cu N 180.000(2) 2_666 . ?
C6 N C9 120.3(6) . . ?
C6 N Cu 112.3(4) . . ?
C9 N Cu 126.9(4) . . ?
C1 O Cu 113.4(4) . . ?
C13 S C21 105.4(4) . . ?
O C1 C2 123.7(6) . 2_666 ?
O C1 C6 116.7(6) . 2_666 ?
C2 C1 C6 119.6(6) 2_666 2_666 ?
C3 C2 C1 116.8(6) . 2_666 ?
C3 C2 C7 124.3(6) . . ?
C1 C2 C7 118.9(6) 2_666 . ?
C2 C3 C4 125.3(7) . . ?
C2 C3 H3A 125(5) . . ?
C4 C3 H3A 109(5) . . ?
C5 C4 C3 118.5(7) . . ?
C5 C4 C8 123.1(6) . . ?
C3 C4 C8 118.4(6) . . ?
C4 C5 C6 119.9(7) . . ?
C4 C5 H5A 124(5) . . ?
C6 C5 H5A 116(5) . . ?
N C6 C5 126.8(6) . . ?
N C6 C1 113.2(6) . 2_666 ?
C5 C6 C1 119.9(6) . 2_666 ?
C2 C7 C15 110.7(6) . . ?
C2 C7 C17 111.9(6) . . ?
C15 C7 C17 108.6(7) . . ?
C2 C7 C16 109.2(6) . . ?
C15 C7 C16 109.3(7) . . ?
C17 C7 C16 107.1(6) . . ?
C19 C8 C20 108.1(7) . . ?
C19 C8 C18 109.0(7) . . ?
C20 C8 C18 109.1(6) . . ?
C19 C8 C4 109.1(6) . . ?
C20 C8 C4 112.3(6) . . ?
C18 C8 C4 109.2(6) . . ?
C14 C9 C10 120.1(6) . . ?
C14 C9 N 119.1(6) . . ?
C10 C9 N 120.7(6) . . ?
C11 C10 C9 118.6(7) . . ?
C11 C10 H10A 122(3) . . ?
C9 C10 H10A 119(3) . . ?
C12 C11 C10 121.3(7) . . ?
C12 C11 H11A 122(4) . . ?
C10 C11 H11A 116(4) . . ?
C11 C12 C13 120.8(7) . . ?
C11 C12 H12A 119(4) . . ?
C13 C12 H12A 119(4) . . ?
C12 C13 C14 119.0(7) . . ?
C12 C13 S 115.8(5) . . ?
C14 C13 S 125.1(5) . . ?
C13 C14 C9 120.2(6) . . ?
C13 C14 H14A 120(4) . . ?
C9 C14 H14A 120(4) . . ?
C7 C15 H15C 111(4) . . ?
C7 C15 H15B 106(5) . . ?
H15C C15 H15B 110(6) . . ?
C7 C15 H15A 115(5) . . ?
H15C C15 H15A 103(6) . . ?
H15B C15 H15A 112(7) . . ?
C7 C16 H16A 111(5) . . ?
C7 C16 H16B 120(4) . . ?
H16A C16 H16B 98(6) . . ?
C7 C16 H16C 105(5) . . ?
H16A C16 H16C 114(7) . . ?
H16B C16 H16C 108(7) . . ?
C7 C17 H17A 114(3) . . ?
C7 C17 H17B 109(5) . . ?
H17A C17 H17B 103(6) . . ?
C7 C17 H17C 112(4) . . ?
H17A C17 H17C 111(6) . . ?
H17B C17 H17C 107(7) . . ?
C8 C18 H18A 111(5) . . ?
C8 C18 H18B 115(5) . . ?
H18A C18 H18B 105(7) . . ?
C8 C18 H18C 115(5) . . ?
H18A C18 H18C 96(7) . . ?
H18B C18 H18C 112(7) . . ?
C8 C19 H19A 113(4) . . ?
C8 C19 H19B 118(5) . . ?
H19A C19 H19B 100(6) . . ?
C8 C19 H19C 117(6) . . ?
H19A C19 H19C 90(7) . . ?
H19B C19 H19C 114(8) . . ?
C8 C20 H20A 110(4) . . ?
C8 C20 H20B 109(5) . . ?
H20A C20 H20B 109(6) . . ?
C8 C20 H20C 120(4) . . ?
H20A C20 H20C 100(6) . . ?
H20B C20 H20C 108(6) . . ?
S C21 H21A 107(8) . . ?
S C21 H21B 113(4) . . ?
H21A C21 H21B 90(8) . . ?
S C21 H21C 97(6) . . ?
H21A C21 H21C 133(10) . . ?
H21B C21 H21C 117(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O Cu N C6 -176.3(5) . . . . ?
O Cu N C6 3.7(5) 2_666 . . . ?
N Cu N C6 -28(100) 2_666 . . . ?
O Cu N C9 -4.7(5) . . . . ?
O Cu N C9 175.3(5) 2_666 . . . ?
N Cu N C9 144(100) 2_666 . . . ?
O Cu O C1 175(100) 2_666 . . . ?
N Cu O C1 1.9(4) 2_666 . . . ?
N Cu O C1 -178.1(4) . . . . ?
Cu O C1 C2 -179.5(5) . . . 2_666 ?
Cu O C1 C6 0.2(7) . . . 2_666 ?
C1 C2 C3 C4 3.8(10) 2_666 . . . ?
C7 C2 C3 C4 -176.6(7) . . . . ?
C2 C3 C4 C5 -5.1(11) . . . . ?
C2 C3 C4 C8 174.0(7) . . . . ?
C3 C4 C5 C6 3.3(10) . . . . ?
C8 C4 C5 C6 -175.7(6) . . . . ?
C9 N C6 C5 7.4(10) . . . . ?
Cu N C6 C5 179.7(6) . . . . ?
C9 N C6 C1 -176.9(6) . . . 2_666 ?
Cu N C6 C1 -4.6(7) . . . 2_666 ?
C4 C5 C6 N 174.6(7) . . . . ?
C4 C5 C6 C1 -0.8(10) . . . 2_666 ?
C3 C2 C7 C15 -118.2(8) . . . . ?
C1 C2 C7 C15 61.4(8) 2_666 . . . ?
C3 C2 C7 C17 3.1(10) . . . . ?
C1 C2 C7 C17 -177.4(7) 2_666 . . . ?
C3 C2 C7 C16 121.4(8) . . . . ?
C1 C2 C7 C16 -59.0(9) 2_666 . . . ?
C5 C4 C8 C19 127.6(8) . . . . ?
C3 C4 C8 C19 -51.4(9) . . . . ?
C5 C4 C8 C20 7.8(10) . . . . ?
C3 C4 C8 C20 -171.3(6) . . . . ?
C5 C4 C8 C18 -113.4(8) . . . . ?
C3 C4 C8 C18 67.5(8) . . . . ?
C6 N C9 C14 -118.1(7) . . . . ?
Cu N C9 C14 70.9(8) . . . . ?
C6 N C9 C10 66.6(9) . . . . ?
Cu N C9 C10 -104.4(7) . . . . ?
C14 C9 C10 C11 0.5(11) . . . . ?
N C9 C10 C11 175.7(7) . . . . ?
C9 C10 C11 C12 -0.4(11) . . . . ?
C10 C11 C12 C13 0.2(12) . . . . ?
C11 C12 C13 C14 0.1(11) . . . . ?
C11 C12 C13 S 179.0(6) . . . . ?
C21 S C13 C12 179.9(6) . . . . ?
C21 S C13 C14 -1.3(8) . . . . ?
C12 C13 C14 C9 0.0(10) . . . . ?
S C13 C14 C9 -178.8(6) . . . . ?
C10 C9 C14 C13 -0.2(10) . . . . ?
N C9 C14 C13 -175.6(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        28.33
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.677
_refine_diff_density_min         -0.925
_refine_diff_density_rms         0.164
####################################################################### 
# 
# 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_ac81p1
_database_code_depnum_ccdc_archive 'CCDC 1052583'
_audit_update_record             
;
2015-03-06 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C92 H0 Cu2 N4 O6 S4'
_chemical_formula_weight         1512.28

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'
Cu Cu 0.3201 1.2651 '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'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.555(2)
_cell_length_b                   13.145(3)
_cell_length_c                   15.565(3)
_cell_angle_alpha                91.68(3)
_cell_angle_beta                 96.48(3)
_cell_angle_gamma                111.32(3)
_cell_volume                     2182.0(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             750
_exptl_absorpt_coefficient_mu    0.633
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8246
_exptl_absorpt_correction_T_max  0.9516
_exptl_absorpt_process_details   'Blessing, 1995'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            94448
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_sigmaI/netI    0.0320
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.32
_diffrn_reflns_theta_max         30.59
_reflns_number_total             13368
_reflns_number_gt                10651
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         13368
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1129
_refine_ls_R_factor_gt           0.0922
_refine_ls_wR_factor_ref         0.3049
_refine_ls_wR_factor_gt          0.2912
_refine_ls_goodness_of_fit_ref   2.312
_refine_ls_restrained_S_all      2.312
_refine_ls_shift/su_max          0.614
_refine_ls_shift/su_mean         0.024

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.51557(4) 0.03070(3) 0.26665(3) 0.01093(14) Uiso 1 1 d . . .
S1 S 0.71578(9) 0.03293(8) 0.16112(7) 0.0213(2) Uiso 1 1 d . . .
S4 S 0.36164(11) -0.22003(10) -0.01320(8) 0.0309(3) Uiso 1 1 d . . .
O3 O 0.4239(2) 0.1052(2) 0.19923(16) 0.0134(5) Uiso 1 1 d . . .
O4 O 0.5882(2) -0.0345(2) 0.35683(16) 0.0139(5) Uiso 1 1 d . . .
N3 N 0.6358(3) 0.1777(2) 0.29588(19) 0.0129(6) Uiso 1 1 d . . .
N4 N 0.3846(3) -0.1151(2) 0.24910(19) 0.0124(5) Uiso 1 1 d . . .
C1 C 0.5141(3) -0.1323(3) 0.3696(2) 0.0110(6) Uiso 1 1 d . . .
C2 C 0.5393(3) -0.1922(3) 0.4398(2) 0.0123(6) Uiso 1 1 d . . .
C3 C 0.4533(3) -0.2966(3) 0.4458(2) 0.0142(6) Uiso 1 1 d . . .
C4 C 0.3409(3) -0.3460(3) 0.3865(2) 0.0142(6) Uiso 1 1 d . . .
C5 C 0.3147(3) -0.2889(3) 0.3192(2) 0.0144(6) Uiso 1 1 d . . .
C6 C 0.3986(3) -0.1806(3) 0.3102(2) 0.0118(6) Uiso 1 1 d . . .
C7 C 0.6548(3) -0.1383(3) 0.5068(2) 0.0146(7) Uiso 1 1 d . . .
C8 C 0.6421(4) -0.0390(3) 0.5541(3) 0.0205(8) Uiso 1 1 d . . .
C9 C 0.7756(4) -0.1003(3) 0.4641(3) 0.0207(8) Uiso 1 1 d . . .
C10 C 0.6663(4) -0.2165(3) 0.5762(3) 0.0231(8) Uiso 1 1 d . . .
C11 C 0.2517(3) -0.4647(3) 0.3954(2) 0.0172(7) Uiso 1 1 d . . .
C12 C 0.2625(4) -0.5403(3) 0.3221(3) 0.0231(8) Uiso 1 1 d . . .
C13 C 0.2836(4) -0.5075(4) 0.4822(3) 0.0310(10) Uiso 1 1 d . . .
C14 C 0.1148(4) -0.4719(4) 0.3887(3) 0.0290(9) Uiso 1 1 d . . .
C20 C 0.7553(3) 0.1992(3) 0.3441(2) 0.0123(6) Uiso 1 1 d . . .
C21 C 0.7736(3) 0.2202(3) 0.4342(2) 0.0167(7) Uiso 1 1 d . . .
C22 C 0.8859(4) 0.2265(3) 0.4817(3) 0.0200(7) Uiso 1 1 d . . .
C23 C 0.9794(4) 0.2128(3) 0.4405(3) 0.0200(7) Uiso 1 1 d . . .
C24 C 0.9616(4) 0.1924(3) 0.3507(3) 0.0194(7) Uiso 1 1 d . . .
C25 C 0.8505(3) 0.1856(3) 0.3013(2) 0.0158(7) Uiso 1 1 d . . .
C26 C 0.8329(4) 0.1654(3) 0.2045(3) 0.0218(8) Uiso 1 1 d . . .
C27 C 0.7860(5) -0.0579(4) 0.2093(3) 0.0350(10) Uiso 1 1 d . . .
C30 C 0.4791(3) 0.2112(3) 0.2091(2) 0.0112(6) Uiso 1 1 d . . .
C31 C 0.4261(3) 0.2848(3) 0.1707(2) 0.0126(6) Uiso 1 1 d . . .
C32 C 0.4973(3) 0.3955(3) 0.1845(2) 0.0140(6) Uiso 1 1 d . . .
C33 C 0.6195(3) 0.4397(3) 0.2341(2) 0.0121(6) Uiso 1 1 d . . .
C34 C 0.6705(3) 0.3697(3) 0.2718(2) 0.0126(6) Uiso 1 1 d . . .
C35 C 0.6008(3) 0.2556(3) 0.2614(2) 0.0106(6) Uiso 1 1 d . . .
C36 C 0.2965(3) 0.2406(3) 0.1162(2) 0.0127(6) Uiso 1 1 d . . .
C37 C 0.1971(4) 0.1704(3) 0.1712(3) 0.0206(8) Uiso 1 1 d . . .
C38 C 0.2987(4) 0.1696(3) 0.0364(3) 0.0190(7) Uiso 1 1 d . . .
C39 C 0.2552(4) 0.3333(3) 0.0844(3) 0.0191(7) Uiso 1 1 d . . .
C40 C 0.6879(3) 0.5644(3) 0.2412(2) 0.0155(7) Uiso 1 1 d . . .
C41 C 0.7048(4) 0.6032(3) 0.1494(3) 0.0220(8) Uiso 1 1 d . . .
C42 C 0.6095(4) 0.6188(3) 0.2853(3) 0.0233(8) Uiso 1 1 d . . .
C43 C 0.8179(4) 0.6002(3) 0.2971(3) 0.0225(8) Uiso 1 1 d . . .
C50 C 0.2674(3) -0.1366(3) 0.1981(2) 0.0129(6) Uiso 1 1 d . . .
C51 C 0.2610(3) -0.1282(3) 0.1077(2) 0.0153(7) Uiso 1 1 d . . .
C52 C 0.1469(4) -0.1384(3) 0.0604(3) 0.0201(7) Uiso 1 1 d . . .
C53 C 0.0402(4) -0.1569(3) 0.1016(3) 0.0228(8) Uiso 1 1 d . . .
C54 C 0.0467(4) -0.1652(3) 0.1901(3) 0.0206(8) Uiso 1 1 d . . .
C55 C 0.1591(3) -0.1559(3) 0.2386(2) 0.0165(7) Uiso 1 1 d . . .
C56 C 0.3748(4) -0.1073(3) 0.0619(3) 0.0202(7) Uiso 1 1 d . . .
C58 C 0.3768(6) -0.3155(5) 0.0648(4) 0.0518(15) Uiso 1 1 d . . .
O5 O 0.9952(5) 0.5433(4) 0.0309(4) 0.0760(15) Uiso 1 1 d . . .
C60 C 1.0320(6) 0.5274(5) 0.1266(4) 0.0501(14) Uiso 1 1 d . . .
C61 C 0.9614(8) 0.4271(7) 0.1474(6) 0.083(2) Uiso 1 1 d . . .

_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
Cu1 N3 1.930(3) . ?
Cu1 O3 1.935(2) . ?
Cu1 O4 1.933(3) . ?
Cu1 N4 1.950(3) . ?
S1 C27 1.807(5) . ?
S1 C26 1.825(4) . ?
S4 C56 1.811(4) . ?
S4 C58 1.812(7) . ?
O3 C30 1.300(4) . ?
O4 C1 1.296(4) . ?
N3 C35 1.336(4) . ?
N3 C20 1.421(4) . ?
N4 C6 1.337(4) . ?
N4 C50 1.417(4) . ?
C1 C2 1.430(5) . ?
C1 C6 1.453(5) . ?
C2 C3 1.385(5) . ?
C2 C7 1.525(5) . ?
C3 C4 1.429(5) . ?
C4 C5 1.374(5) . ?
C4 C11 1.547(5) . ?
C5 C6 1.423(5) . ?
C7 C8 1.540(5) . ?
C7 C9 1.537(5) . ?
C7 C10 1.541(5) . ?
C11 C13 1.536(6) . ?
C11 C12 1.535(5) . ?
C11 C14 1.542(6) . ?
C20 C21 1.399(5) . ?
C20 C25 1.410(5) . ?
C21 C22 1.392(5) . ?
C22 C23 1.380(5) . ?
C23 C24 1.393(5) . ?
C24 C25 1.393(5) . ?
C25 C26 1.500(5) . ?
C30 C31 1.432(5) . ?
C30 C35 1.448(5) . ?
C31 C32 1.383(5) . ?
C31 C36 1.534(5) . ?
C32 C33 1.435(5) . ?
C33 C34 1.374(5) . ?
C33 C40 1.534(5) . ?
C34 C35 1.415(5) . ?
C36 C38 1.540(5) . ?
C36 C39 1.536(5) . ?
C36 C37 1.550(5) . ?
C40 C41 1.540(5) . ?
C40 C42 1.544(5) . ?
C40 C43 1.549(5) . ?
C50 C55 1.408(5) . ?
C50 C51 1.410(5) . ?
C51 C52 1.394(5) . ?
C51 C56 1.508(5) . ?
C52 C53 1.401(5) . ?
C53 C54 1.380(6) . ?
C54 C55 1.389(5) . ?
O5 O5 1.513(10) 2_765 ?
O5 C60 1.544(8) . ?
C60 C61 1.346(10) . ?

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
N3 Cu1 O3 82.96(12) . . ?
N3 Cu1 O4 95.20(12) . . ?
O3 Cu1 O4 165.98(10) . . ?
N3 Cu1 N4 173.09(11) . . ?
O3 Cu1 N4 96.83(12) . . ?
O4 Cu1 N4 83.33(12) . . ?
C27 S1 C26 100.3(2) . . ?
C56 S4 C58 98.6(2) . . ?
C30 O3 Cu1 112.7(2) . . ?
C1 O4 Cu1 112.6(2) . . ?
C35 N3 C20 123.4(3) . . ?
C35 N3 Cu1 114.3(2) . . ?
C20 N3 Cu1 122.1(2) . . ?
C6 N4 C50 121.5(3) . . ?
C6 N4 Cu1 112.5(2) . . ?
C50 N4 Cu1 122.5(2) . . ?
O4 C1 C2 123.3(3) . . ?
O4 C1 C6 117.3(3) . . ?
C2 C1 C6 119.4(3) . . ?
C3 C2 C1 117.7(3) . . ?
C3 C2 C7 122.6(3) . . ?
C1 C2 C7 119.7(3) . . ?
C2 C3 C4 123.3(3) . . ?
C5 C4 C3 119.6(3) . . ?
C5 C4 C11 120.0(3) . . ?
C3 C4 C11 120.3(3) . . ?
C4 C5 C6 119.8(3) . . ?
N4 C6 C5 126.4(3) . . ?
N4 C6 C1 113.5(3) . . ?
C5 C6 C1 120.1(3) . . ?
C2 C7 C8 108.8(3) . . ?
C2 C7 C9 111.4(3) . . ?
C8 C7 C9 109.5(3) . . ?
C2 C7 C10 111.7(3) . . ?
C8 C7 C10 107.0(3) . . ?
C9 C7 C10 108.3(3) . . ?
C13 C11 C4 112.2(3) . . ?
C13 C11 C12 108.1(3) . . ?
C4 C11 C12 109.2(3) . . ?
C13 C11 C14 108.0(3) . . ?
C4 C11 C14 110.6(3) . . ?
C12 C11 C14 108.7(3) . . ?
C21 C20 C25 120.3(3) . . ?
C21 C20 N3 120.5(3) . . ?
C25 C20 N3 118.8(3) . . ?
C22 C21 C20 119.7(3) . . ?
C23 C22 C21 120.5(4) . . ?
C22 C23 C24 120.0(4) . . ?
C25 C24 C23 121.0(3) . . ?
C24 C25 C20 118.6(3) . . ?
C24 C25 C26 120.7(3) . . ?
C20 C25 C26 120.7(3) . . ?
C25 C26 S1 115.3(3) . . ?
O3 C30 C31 123.4(3) . . ?
O3 C30 C35 117.5(3) . . ?
C31 C30 C35 119.1(3) . . ?
C32 C31 C30 117.1(3) . . ?
C32 C31 C36 122.4(3) . . ?
C30 C31 C36 120.5(3) . . ?
C31 C32 C33 124.0(3) . . ?
C34 C33 C32 119.3(3) . . ?
C34 C33 C40 123.1(3) . . ?
C32 C33 C40 117.6(3) . . ?
C33 C34 C35 119.2(3) . . ?
N3 C35 C34 126.3(3) . . ?
N3 C35 C30 112.4(3) . . ?
C34 C35 C30 121.3(3) . . ?
C31 C36 C38 109.8(3) . . ?
C31 C36 C39 112.0(3) . . ?
C38 C36 C39 108.3(3) . . ?
C31 C36 C37 110.0(3) . . ?
C38 C36 C37 109.2(3) . . ?
C39 C36 C37 107.5(3) . . ?
C33 C40 C41 108.8(3) . . ?
C33 C40 C42 109.3(3) . . ?
C41 C40 C42 110.1(3) . . ?
C33 C40 C43 111.8(3) . . ?
C41 C40 C43 109.3(3) . . ?
C42 C40 C43 107.5(3) . . ?
C55 C50 C51 119.7(3) . . ?
C55 C50 N4 119.9(3) . . ?
C51 C50 N4 120.1(3) . . ?
C52 C51 C50 118.9(3) . . ?
C52 C51 C56 119.8(3) . . ?
C50 C51 C56 121.3(3) . . ?
C51 C52 C53 120.7(4) . . ?
C54 C53 C52 120.2(4) . . ?
C53 C54 C55 120.1(4) . . ?
C54 C55 C50 120.3(3) . . ?
C51 C56 S4 113.5(3) . . ?
O5 O5 C60 112.4(6) 2_765 . ?
C61 C60 O5 110.7(6) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        30.59
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         3.974
_refine_diff_density_min         -2.322
_refine_diff_density_rms         0.180
####################################################################### 
# 
# 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_h12
_database_code_depnum_ccdc_archive 'CCDC 1052584'
_audit_update_record             
;
2015-03-06 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H54 Cu N2 O4'
_chemical_formula_sum            'C42 H54 Cu N2 O4'
_chemical_formula_weight         714.41

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   23.912(6)
_cell_length_b                   13.712(2)
_cell_length_c                   12.129(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.501(17)
_cell_angle_gamma                90.00
_cell_volume                     3951.3(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    39
_cell_measurement_theta_min      4.7
_cell_measurement_theta_max      12.2

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1524
_exptl_absorpt_coefficient_mu    0.594
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4536
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_sigmaI/netI    0.0717
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3879
_reflns_number_gt                2608
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0844P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3879
_refine_ls_number_parameters     230
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_ref         0.1368
_refine_ls_wR_factor_gt          0.1293
_refine_ls_goodness_of_fit_ref   0.904
_refine_ls_restrained_S_all      0.904
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.0000 0.0000 0.0000 0.02804(17) Uani 1 2 d S . .
N N 0.01163(9) 0.13702(18) -0.0280(2) 0.0265(5) Uani 1 1 d . . .
O1 O -0.07767(9) 0.03008(16) -0.04452(19) 0.0332(5) Uani 1 1 d . . .
C1 C -0.08581(11) 0.1220(2) -0.0654(2) 0.0233(6) Uani 1 1 d . . .
O2 O 0.05758(10) 0.1807(2) 0.17669(18) 0.0451(6) Uani 1 1 d . . .
C2 C -0.14034(11) 0.1633(2) -0.0952(2) 0.0212(6) Uani 1 1 d . . .
C3 C -0.14297(12) 0.2630(2) -0.1076(2) 0.0228(6) Uani 1 1 d . . .
H3A H -0.1792 0.2915 -0.1239 0.027 Uiso 1 1 calc R . .
C4 C -0.09555(11) 0.3270(2) -0.0977(2) 0.0224(6) Uani 1 1 d . . .
C5 C -0.04258(12) 0.2870(2) -0.0742(2) 0.0237(6) Uani 1 1 d . . .
H5A H -0.0102 0.3277 -0.0695 0.028 Uiso 1 1 calc R . .
C6 C -0.03660(11) 0.1851(2) -0.0572(2) 0.0212(6) Uani 1 1 d . . .
C7 C -0.10439(12) 0.4380(2) -0.1043(3) 0.0272(7) Uani 1 1 d . . .
C8 C -0.1088(2) 0.4748(3) 0.0133(3) 0.0567(11) Uani 1 1 d . . .
H8A H -0.0758 0.4531 0.0626 0.085 Uiso 1 1 calc R . .
H8B H -0.1430 0.4487 0.0398 0.085 Uiso 1 1 calc R . .
H8C H -0.1104 0.5462 0.0130 0.085 Uiso 1 1 calc R . .
C9 C -0.15799(17) 0.4656(3) -0.1784(4) 0.0527(10) Uani 1 1 d . . .
H9A H -0.1577 0.4350 -0.2514 0.079 Uiso 1 1 calc R . .
H9B H -0.1598 0.5367 -0.1871 0.079 Uiso 1 1 calc R . .
H9C H -0.1909 0.4430 -0.1443 0.079 Uiso 1 1 calc R . .
C10 C -0.05574(17) 0.4877(3) -0.1515(5) 0.0674(14) Uani 1 1 d . . .
H10A H -0.0526 0.4626 -0.2261 0.101 Uiso 1 1 calc R . .
H10B H -0.0208 0.4746 -0.1035 0.101 Uiso 1 1 calc R . .
H10C H -0.0624 0.5582 -0.1552 0.101 Uiso 1 1 calc R . .
C11 C -0.19237(11) 0.0968(2) -0.1107(2) 0.0256(6) Uani 1 1 d . . .
C12 C -0.20044(14) 0.0439(3) -0.0027(3) 0.0417(8) Uani 1 1 d . . .
H12A H -0.1685 0.0003 0.0175 0.063 Uiso 1 1 calc R . .
H12B H -0.2353 0.0057 -0.0129 0.063 Uiso 1 1 calc R . .
H12C H -0.2028 0.0919 0.0565 0.063 Uiso 1 1 calc R . .
C13 C -0.24622(12) 0.1550(3) -0.1466(3) 0.0339(7) Uani 1 1 d . . .
H13A H -0.2519 0.2038 -0.0899 0.051 Uiso 1 1 calc R . .
H13B H -0.2785 0.1106 -0.1557 0.051 Uiso 1 1 calc R . .
H13C H -0.2426 0.1879 -0.2172 0.051 Uiso 1 1 calc R . .
C14 C -0.18487(13) 0.0222(2) -0.2034(3) 0.0368(8) Uani 1 1 d . . .
H14A H -0.1502 -0.0149 -0.1839 0.055 Uiso 1 1 calc R . .
H14B H -0.1826 0.0568 -0.2735 0.055 Uiso 1 1 calc R . .
H14C H -0.2171 -0.0224 -0.2116 0.055 Uiso 1 1 calc R . .
C15 C 0.06459(11) 0.1859(2) -0.0133(2) 0.0235(6) Uani 1 1 d . . .
C16 C 0.09367(14) 0.2087(3) -0.1028(3) 0.0352(7) Uani 1 1 d . . .
H16A H 0.0769 0.1964 -0.1763 0.042 Uiso 1 1 calc R . .
C17 C 0.14702(15) 0.2493(3) -0.0852(3) 0.0419(8) Uani 1 1 d . . .
H17A H 0.1666 0.2648 -0.1468 0.050 Uiso 1 1 calc R . .
C18 C 0.17162(13) 0.2672(2) 0.0205(3) 0.0372(8) Uani 1 1 d . . .
H18A H 0.2083 0.2947 0.0319 0.045 Uiso 1 1 calc R . .
C19 C 0.14325(13) 0.2455(3) 0.1110(3) 0.0336(8) Uani 1 1 d . . .
H19A H 0.1603 0.2583 0.1841 0.040 Uiso 1 1 calc R . .
C20 C 0.08946(12) 0.2048(2) 0.0941(2) 0.0270(6) Uani 1 1 d . . .
C21 C 0.08121(19) 0.1972(4) 0.2883(3) 0.0713(15) Uani 1 1 d . . .
H21A H 0.0563 0.1699 0.3392 0.107 Uiso 1 1 calc R . .
H21B H 0.0855 0.2675 0.3014 0.107 Uiso 1 1 calc R . .
H21C H 0.1181 0.1657 0.3011 0.107 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu O1 1.919(2) 5 ?
Cu O1 1.919(2) . ?
Cu N 1.935(3) . ?
Cu N 1.935(3) 5 ?
N C6 1.341(3) . ?
N C15 1.426(3) . ?
O1 C1 1.297(4) . ?
C1 C2 1.430(4) . ?
C1 C6 1.455(4) . ?
O2 C20 1.366(4) . ?
O2 C21 1.425(4) . ?
C2 C3 1.376(4) . ?
C2 C11 1.537(4) . ?
C3 C4 1.428(4) . ?
C4 C5 1.380(4) . ?
C4 C7 1.537(4) . ?
C5 C6 1.417(4) . ?
C7 C10 1.515(5) . ?
C7 C9 1.528(4) . ?
C7 C8 1.529(5) . ?
C11 C12 1.528(4) . ?
C11 C13 1.536(4) . ?
C11 C14 1.545(4) . ?
C15 C16 1.389(4) . ?
C15 C20 1.394(4) . ?
C16 C17 1.386(5) . ?
C17 C18 1.371(5) . ?
C18 C19 1.386(5) . ?
C19 C20 1.396(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu O1 180.00(19) 5 . ?
O1 Cu N 95.99(9) 5 . ?
O1 Cu N 84.01(9) . . ?
O1 Cu N 84.01(9) 5 5 ?
O1 Cu N 95.99(9) . 5 ?
N Cu N 180.00(13) . 5 ?
C6 N C15 121.8(2) . . ?
C6 N Cu 112.82(19) . . ?
C15 N Cu 125.27(18) . . ?
C1 O1 Cu 112.53(18) . . ?
O1 C1 C2 123.2(3) . . ?
O1 C1 C6 117.6(2) . . ?
C2 C1 C6 119.3(3) . . ?
C20 O2 C21 117.7(3) . . ?
C3 C2 C1 116.8(3) . . ?
C3 C2 C11 123.4(2) . . ?
C1 C2 C11 119.9(3) . . ?
C2 C3 C4 125.1(3) . . ?
C5 C4 C3 118.3(3) . . ?
C5 C4 C7 121.4(3) . . ?
C3 C4 C7 120.0(2) . . ?
C4 C5 C6 119.8(3) . . ?
N C6 C5 126.4(3) . . ?
N C6 C1 113.0(3) . . ?
C5 C6 C1 120.6(2) . . ?
C10 C7 C9 107.1(3) . . ?
C10 C7 C8 109.9(3) . . ?
C9 C7 C8 109.0(3) . . ?
C10 C7 C4 111.0(3) . . ?
C9 C7 C4 112.2(3) . . ?
C8 C7 C4 107.6(3) . . ?
C12 C11 C13 107.9(3) . . ?
C12 C11 C2 110.8(2) . . ?
C13 C11 C2 111.5(2) . . ?
C12 C11 C14 110.3(3) . . ?
C13 C11 C14 107.5(2) . . ?
C2 C11 C14 108.8(2) . . ?
C16 C15 C20 119.3(3) . . ?
C16 C15 N 121.6(3) . . ?
C20 C15 N 118.9(3) . . ?
C17 C16 C15 120.3(3) . . ?
C18 C17 C16 120.4(3) . . ?
C17 C18 C19 120.3(3) . . ?
C18 C19 C20 119.7(3) . . ?
O2 C20 C15 115.2(3) . . ?
O2 C20 C19 124.8(3) . . ?
C15 C20 C19 120.0(3) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.910
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.080
