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

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

data_mefen1
_database_code_depnum_ccdc_archive 'CCDC 1441703'
_audit_update_record             
;
2015-12-10 deposited with the CCDC.
2016-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
Diaqua-bis(ethylenediamine)-copper(ii)bis(mefenamate)
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C15 H14 N O2), C4 H20 Cu N4 O2'
_chemical_formula_sum            'C34 H48 Cu N6 O6'
_chemical_formula_weight         700.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.6611(4)
_cell_length_b                   7.7237(4)
_cell_length_c                   17.5068(10)
_cell_angle_alpha                79.714(3)
_cell_angle_beta                 83.229(3)
_cell_angle_gamma                61.736(3)
_cell_volume                     897.08(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    295
_cell_measurement_reflns_used    10214
_cell_measurement_theta_min      2.
_cell_measurement_theta_max      27.

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale violet'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_F_000             371
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    0.659
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.542
_exptl_absorpt_correction_T_max  0.938
_exptl_absorpt_process_details   
;
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995)
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'φ scans and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10214
_diffrn_reflns_av_unetI/netI     0.0540
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.570
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             4278
_reflns_number_gt                3418
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Kappa CCD server software (Nonius, 1997)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al.,1999)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEPIII (Burnett & Johnson, 1996)'
_computing_publication_material  
;
SHELXL-2014/7 (Sheldrick, 2014); WINGX (Farrugia, 1999)
;
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0537P)²+0.0858P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4278
_refine_ls_number_parameters     230
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.1137
_refine_ls_wR_factor_gt          0.1061
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.0000 0.0000 0.5000 0.04013(13) Uani 1 2 d S . P . .
N1 N 0.0643(3) 0.0028(2) 0.38473(10) 0.0464(4) Uani 1 1 d . . . . .
H2N H 0.1020 0.0971 0.3666 0.056 Uiso 1 1 calc R U . . .
H3N H 0.1647 -0.1154 0.3754 0.056 Uiso 1 1 calc R U . . .
O1W O -0.1705(3) 0.3694(3) 0.47026(12) 0.0561(4) Uani 1 1 d . . . . .
N2 N -0.2461(3) -0.0071(2) 0.47470(10) 0.0447(4) Uani 1 1 d . . . . .
H4N H -0.2676 -0.0966 0.5095 0.054 Uiso 1 1 calc R U . . .
H5N H -0.3521 0.1128 0.4766 0.054 Uiso 1 1 calc R U . . .
C1 C -0.1144(4) 0.0438(3) 0.34496(12) 0.0521(5) Uani 1 1 d . . . . .
H1A H -0.0768 -0.0031 0.2948 0.063 Uiso 1 1 calc R U . . .
H1B H -0.2025 0.1855 0.3368 0.063 Uiso 1 1 calc R U . . .
C2 C -0.2174(4) -0.0624(3) 0.39565(14) 0.0553(6) Uani 1 1 d . . . . .
H2A H -0.3446 -0.0240 0.3749 0.066 Uiso 1 1 calc R U . . .
H2B H -0.1374 -0.2049 0.3974 0.066 Uiso 1 1 calc R U . . .
O1 O 0.1164(3) 0.3664(3) 0.35192(9) 0.0638(5) Uani 1 1 d . . . . .
O2 O 0.3309(2) 0.3268(2) 0.43556(8) 0.0522(4) Uani 1 1 d . . . . .
C3 C 0.2506(3) 0.3996(3) 0.37138(12) 0.0428(4) Uani 1 1 d . . . . .
C4 C 0.3140(3) 0.5339(3) 0.31584(11) 0.0378(4) Uani 1 1 d . . . . .
C5 C 0.4646(3) 0.5653(3) 0.33808(13) 0.0458(5) Uani 1 1 d . . . . .
H5 H 0.5185 0.5053 0.3865 0.055 Uiso 1 1 calc R U . . .
C6 C 0.5361(3) 0.6818(4) 0.29078(14) 0.0547(5) Uani 1 1 d . . . . .
H6 H 0.6358 0.7014 0.3072 0.066 Uiso 1 1 calc R U . . .
C7 C 0.4575(3) 0.7694(4) 0.21842(15) 0.0566(6) Uani 1 1 d . . . . .
H7 H 0.5048 0.8484 0.1860 0.068 Uiso 1 1 calc R U . . .
C8 C 0.3096(3) 0.7408(3) 0.19387(13) 0.0519(5) Uani 1 1 d . . . . .
H8 H 0.2615 0.7978 0.1444 0.062 Uiso 1 1 calc R U . . .
C9 C 0.2304(3) 0.6274(3) 0.24217(11) 0.0418(4) Uani 1 1 d . . . . .
N3 N 0.0799(3) 0.5994(3) 0.22037(11) 0.0559(5) Uani 1 1 d . . . . .
C10 C -0.0305(3) 0.6795(3) 0.15257(12) 0.0451(5) Uani 1 1 d . . . . .
C11 C -0.0895(3) 0.5575(3) 0.12337(12) 0.0470(5) Uani 1 1 d . . . . .
C12 C -0.2063(3) 0.6359(4) 0.05805(13) 0.0535(5) Uani 1 1 d . . . . .
C13 C -0.2565(4) 0.8257(4) 0.02267(14) 0.0612(6) Uani 1 1 d . . . . .
H13 H -0.3288 0.8744 -0.0222 0.073 Uiso 1 1 calc R U . . .
C14 C -0.2012(4) 0.9459(4) 0.05257(15) 0.0628(6) Uani 1 1 d . . . . .
H14 H -0.2384 1.0753 0.0285 0.075 Uiso 1 1 calc R U . . .
C15 C -0.0913(4) 0.8734(3) 0.11796(14) 0.0547(5) Uani 1 1 d . . . . .
H15 H -0.0575 0.9553 0.1391 0.066 Uiso 1 1 calc R U . . .
C16 C -0.0305(5) 0.3495(4) 0.16229(15) 0.0684(7) Uani 1 1 d . . . . .
H16A H -0.1145 0.3519 0.2078 0.103 Uiso 1 1 calc R U . . .
H16B H 0.1050 0.2882 0.1770 0.103 Uiso 1 1 calc R U . . .
H16C H -0.0442 0.2749 0.1271 0.103 Uiso 1 1 calc R U . . .
C17 C -0.2833(4) 0.5149(5) 0.02688(17) 0.0766(8) Uani 1 1 d . . . . .
H17A H -0.3565 0.5895 -0.0188 0.115 Uiso 1 1 calc R U . . .
H17B H -0.3685 0.4852 0.0657 0.115 Uiso 1 1 calc R U . . .
H17C H -0.1736 0.3934 0.0140 0.115 Uiso 1 1 calc R U . . .
H1W H -0.225(4) 0.459(4) 0.4960(16) 0.064(8) Uiso 1 1 d . . . . .
H1N H 0.050(4) 0.524(4) 0.2536(14) 0.055(7) Uiso 1 1 d . . . . .
H2W H -0.101(4) 0.390(4) 0.4403(17) 0.065(9) 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 N2 2.0147(16) . ?
Cu1 N2 2.0147(16) 2_556 ?
Cu1 N1 2.0188(17) 2_556 ?
Cu1 N1 2.0188(17) . ?
N1 C1 1.482(3) . ?
N1 H2N 0.9000 . ?
N1 H3N 0.9000 . ?
O1W H1W 0.80(3) . ?
O1W H2W 0.76(3) . ?
N2 C2 1.482(3) . ?
N2 H4N 0.9000 . ?
N2 H5N 0.9000 . ?
C1 C2 1.507(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
O1 C3 1.265(2) . ?
O2 C3 1.252(2) . ?
C3 C4 1.504(3) . ?
C4 C5 1.395(3) . ?
C4 C9 1.421(3) . ?
C5 C6 1.374(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.383(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.379(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.403(3) . ?
C8 H8 0.9300 . ?
C9 N3 1.375(3) . ?
N3 C10 1.409(3) . ?
N3 H1N 0.84(3) . ?
C10 C15 1.382(3) . ?
C10 C11 1.408(3) . ?
C11 C12 1.399(3) . ?
C11 C16 1.498(3) . ?
C12 C13 1.371(4) . ?
C12 C17 1.516(3) . ?
C13 C14 1.384(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.373(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Cu1 N2 180.0 . 2_556 ?
N2 Cu1 N1 95.25(7) . 2_556 ?
N2 Cu1 N1 84.75(7) 2_556 2_556 ?
N2 Cu1 N1 84.75(7) . . ?
N2 Cu1 N1 95.25(7) 2_556 . ?
N1 Cu1 N1 180.0 2_556 . ?
C1 N1 Cu1 108.83(13) . . ?
C1 N1 H2N 109.9 . . ?
Cu1 N1 H2N 109.9 . . ?
C1 N1 H3N 109.9 . . ?
Cu1 N1 H3N 109.9 . . ?
H2N N1 H3N 108.3 . . ?
H1W O1W H2W 110(3) . . ?
C2 N2 Cu1 108.36(13) . . ?
C2 N2 H4N 110.0 . . ?
Cu1 N2 H4N 110.0 . . ?
C2 N2 H5N 110.0 . . ?
Cu1 N2 H5N 110.0 . . ?
H4N N2 H5N 108.4 . . ?
N1 C1 C2 107.99(17) . . ?
N1 C1 H1A 110.1 . . ?
C2 C1 H1A 110.1 . . ?
N1 C1 H1B 110.1 . . ?
C2 C1 H1B 110.1 . . ?
H1A C1 H1B 108.4 . . ?
N2 C2 C1 108.02(17) . . ?
N2 C2 H2A 110.1 . . ?
C1 C2 H2A 110.1 . . ?
N2 C2 H2B 110.1 . . ?
C1 C2 H2B 110.1 . . ?
H2A C2 H2B 108.4 . . ?
O2 C3 O1 122.47(19) . . ?
O2 C3 C4 118.69(18) . . ?
O1 C3 C4 118.83(17) . . ?
C5 C4 C9 118.81(18) . . ?
C5 C4 C3 117.71(17) . . ?
C9 C4 C3 123.47(17) . . ?
C6 C5 C4 122.2(2) . . ?
C6 C5 H5 118.9 . . ?
C4 C5 H5 118.9 . . ?
C5 C6 C7 118.9(2) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 H6 120.5 . . ?
C6 C7 C8 120.8(2) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
C7 C8 C9 121.2(2) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
N3 C9 C8 122.85(19) . . ?
N3 C9 C4 119.10(18) . . ?
C8 C9 C4 118.03(19) . . ?
C9 N3 C10 130.03(19) . . ?
C9 N3 H1N 113.5(16) . . ?
C10 N3 H1N 116.4(16) . . ?
C15 C10 C11 120.20(19) . . ?
C15 C10 N3 122.42(18) . . ?
C11 C10 N3 117.26(18) . . ?
C12 C11 C10 118.5(2) . . ?
C12 C11 C16 120.94(19) . . ?
C10 C11 C16 120.54(19) . . ?
C13 C12 C11 120.0(2) . . ?
C13 C12 C17 119.3(2) . . ?
C11 C12 C17 120.7(2) . . ?
C12 C13 C14 121.1(2) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C15 C14 C13 119.7(2) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C10 120.4(2) . . ?
C14 C15 H15 119.8 . . ?
C10 C15 H15 119.8 . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

_refine_diff_density_max         0.244
_refine_diff_density_min         -0.481
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_mefen3
_database_code_depnum_ccdc_archive 'CCDC 1441704'
_audit_update_record             
;
2015-12-10 deposited with the CCDC.
2016-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H46 Cu N4 O6, C42 H42 Cu N4 O4'
_chemical_formula_sum            'C84 H88 Cu2 N8 O10'
_chemical_formula_weight         1496.70

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.2953(5)
_cell_length_b                   11.3767(6)
_cell_length_c                   16.1337(7)
_cell_angle_alpha                93.629(3)
_cell_angle_beta                 99.882(3)
_cell_angle_gamma                108.993(3)
_cell_volume                     1915.41(16)
_cell_formula_units_Z            1
_cell_measurement_temperature    295
_cell_measurement_reflns_used    23161
_cell_measurement_theta_min      4.
_cell_measurement_theta_max      27.

_exptl_crystal_description       prismatic
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_F_000             786
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.619
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.819
_exptl_absorpt_correction_T_max  0.923
_exptl_absorpt_process_details   
;
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'φ scans and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23161
_diffrn_reflns_av_unetI/netI     0.0995
_diffrn_reflns_av_R_equivalents  0.0958
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.417
_diffrn_reflns_theta_max         27.069
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             8261
_reflns_number_gt                3939
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Kappa CCD server software (Nonius, 1997)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al.,1999)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEPIII (Burnett & Johnson, 1996)'
_computing_publication_material  
;
SHELXL-2014/7 (Sheldrick, 2014); WINGX (Farrugia, 1999)
;
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0866P)²+0.0623P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8261
_refine_ls_number_parameters     488
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1510
_refine_ls_R_factor_gt           0.0672
_refine_ls_wR_factor_ref         0.2003
_refine_ls_wR_factor_gt          0.1660
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.0000 0.0000 0.5000 0.0668(3) Uani 1 2 d S . P . .
N1 N 0.0689(3) 0.1393(3) 0.59624(19) 0.0609(8) Uani 1 1 d . . . . .
N2 N -0.2190(4) -0.3351(4) 0.7245(3) 0.0830(13) Uani 1 1 d . . . . .
O1 O 0.0212(3) -0.1148(3) 0.58031(17) 0.0701(8) Uani 1 1 d . . . . .
O2 O -0.1806(3) -0.2158(4) 0.5903(2) 0.0925(11) Uani 1 1 d . . . . .
C1 C 0.0076(4) 0.2209(4) 0.6058(3) 0.0667(11) Uani 1 1 d . . . . .
H1 H -0.0646 0.2132 0.5652 0.080 Uiso 1 1 calc R U . . .
C2 C 0.0464(5) 0.3157(4) 0.6729(3) 0.0820(14) Uani 1 1 d . . . . .
C3 C 0.1529(6) 0.3221(6) 0.7320(3) 0.1034(19) Uani 1 1 d . . . . .
H3 H 0.1805 0.3816 0.7798 0.124 Uiso 1 1 calc R U . . .
C4 C 0.2170(6) 0.2437(6) 0.7214(3) 0.1001(18) Uani 1 1 d . . . . .
H4 H 0.2922 0.2528 0.7595 0.120 Uiso 1 1 calc R U . . .
C5 C 0.1717(4) 0.1501(5) 0.6544(3) 0.0754(12) Uani 1 1 d . . . . .
H5 H 0.2139 0.0928 0.6494 0.091 Uiso 1 1 calc R U . . .
C6 C -0.0302(7) 0.4006(6) 0.6791(5) 0.125(2) Uani 1 1 d . . . . .
H6A H -0.0159 0.4358 0.7371 0.187 Uiso 1 1 calc R U . . .
H6B H -0.1194 0.3534 0.6593 0.187 Uiso 1 1 calc R U . . .
H6C H -0.0043 0.4667 0.6449 0.187 Uiso 1 1 calc R U . . .
O1W O -0.2406(3) -0.0309(4) 0.51247(19) 0.0686(9) Uani 1 1 d . . . . .
C7 C -0.0626(5) -0.1863(4) 0.6163(2) 0.0661(11) Uani 1 1 d . . . . .
C8 C -0.0097(4) -0.2313(3) 0.6947(2) 0.0554(9) Uani 1 1 d . . . . .
C9 C -0.0894(4) -0.3006(4) 0.7467(2) 0.0553(9) Uani 1 1 d . . . . .
C10 C -0.0298(4) -0.3280(4) 0.8239(2) 0.0653(11) Uani 1 1 d . . . . .
H10 H -0.0796 -0.3712 0.8599 0.078 Uiso 1 1 calc R U . . .
C11 C 0.1016(5) -0.2911(4) 0.8462(3) 0.0783(13) Uani 1 1 d . . . . .
H11 H 0.1395 -0.3106 0.8968 0.094 Uiso 1 1 calc R U . . .
C12 C 0.1763(5) -0.2266(5) 0.7949(3) 0.0836(14) Uani 1 1 d . . . . .
H12 H 0.2648 -0.2026 0.8104 0.100 Uiso 1 1 calc R U . . .
C13 C 0.1211(4) -0.1970(4) 0.7207(3) 0.0681(11) Uani 1 1 d . . . . .
H13 H 0.1735 -0.1522 0.6865 0.082 Uiso 1 1 calc R U . . .
C14 C -0.3090(4) -0.4033(4) 0.7714(3) 0.0681(11) Uani 1 1 d . . . . .
C15 C -0.4009(4) -0.3550(4) 0.7925(3) 0.0703(12) Uani 1 1 d . . . . .
C16 C -0.4873(4) -0.4250(5) 0.8396(3) 0.0774(13) Uani 1 1 d . . . . .
C17 C -0.4814(5) -0.5372(5) 0.8616(3) 0.0814(14) Uani 1 1 d . . . . .
H17 H -0.5378 -0.5817 0.8936 0.098 Uiso 1 1 calc R U . . .
C18 C -0.3942(5) -0.5857(4) 0.8377(3) 0.0803(13) Uani 1 1 d . . . . .
H18 H -0.3937 -0.6635 0.8519 0.096 Uiso 1 1 calc R U . . .
C19 C -0.3078(5) -0.5194(4) 0.7929(3) 0.0735(12) Uani 1 1 d . . . . .
H19 H -0.2484 -0.5520 0.7768 0.088 Uiso 1 1 calc R U . . .
C20 C -0.4029(5) -0.2316(5) 0.7663(5) 0.107(2) Uani 1 1 d . . . . .
H20A H -0.3272 -0.1916 0.7451 0.160 Uiso 1 1 calc R U . . .
H20B H -0.4057 -0.1790 0.8143 0.160 Uiso 1 1 calc R U . . .
H20C H -0.4770 -0.2449 0.7226 0.160 Uiso 1 1 calc R U . . .
C21 C -0.5857(6) -0.3770(7) 0.8667(5) 0.120(2) Uani 1 1 d . . . . .
H21A H -0.6464 -0.4425 0.8878 0.180 Uiso 1 1 calc R U . . .
H21B H -0.6293 -0.3505 0.8189 0.180 Uiso 1 1 calc R U . . .
H21C H -0.5444 -0.3073 0.9105 0.180 Uiso 1 1 calc R U . . .
Cu2 Cu -0.5000 0.0000 0.5000 0.1416(6) Uani 1 2 d S . P . .
N3 N -0.4420(5) 0.1898(5) 0.5085(3) 0.121(2) Uani 1 1 d . . . . .
N4 N -0.1651(4) 0.1679(6) 0.8105(3) 0.1031(18) Uani 1 1 d . . . . .
O3 O -0.4933(4) 0.0111(4) 0.62057(19) 0.1161(15) Uani 1 1 d . . . . .
O4 O -0.2821(4) 0.0928(4) 0.6508(2) 0.0975(11) Uani 1 1 d . . . . .
C22 C -0.3547(8) 0.2467(6) 0.4652(4) 0.146(3) Uani 1 1 d . . . . .
H22 H -0.3259 0.1996 0.4294 0.175 Uiso 1 1 calc R U . . .
C23 C -0.3048(10) 0.3802(8) 0.4735(5) 0.163(4) Uani 1 1 d . . . . .
C24 C -0.3489(11) 0.4428(9) 0.5277(7) 0.161(4) Uani 1 1 d . . . . .
H24 H -0.3139 0.5299 0.5361 0.193 Uiso 1 1 calc R U . . .
C25 C -0.4416(9) 0.3867(9) 0.5712(6) 0.162(4) Uani 1 1 d . . . . .
H25 H -0.4745 0.4318 0.6054 0.195 Uiso 1 1 calc R U . . .
C26 C -0.4822(7) 0.2574(8) 0.5600(5) 0.127(3) Uani 1 1 d . . . . .
H26 H -0.5419 0.2147 0.5906 0.152 Uiso 1 1 calc R U . . .
C27 C -0.2049(15) 0.4402(12) 0.4268(9) 0.283(9) Uani 1 1 d . . . . .
H27A H -0.1713 0.5288 0.4448 0.425 Uiso 1 1 calc R U . . .
H27B H -0.2408 0.4249 0.3671 0.425 Uiso 1 1 calc R U . . .
H27C H -0.1373 0.4060 0.4380 0.425 Uiso 1 1 calc R U . . .
C28 C -0.3864(5) 0.0602(4) 0.6728(3) 0.0782(14) Uani 1 1 d . . . . .
C29 C -0.3949(4) 0.0811(3) 0.7638(2) 0.0547(9) Uani 1 1 d . . . . .
C30 C -0.2844(4) 0.1310(4) 0.8287(2) 0.0589(10) Uani 1 1 d . . . . .
C31 C -0.3005(5) 0.1416(4) 0.9130(2) 0.0682(11) Uani 1 1 d . . . . .
H31 H -0.2286 0.1739 0.9565 0.082 Uiso 1 1 calc R U . . .
C32 C -0.4164(5) 0.1064(5) 0.9323(3) 0.0870(15) Uani 1 1 d . . . . .
H32 H -0.4240 0.1143 0.9887 0.104 Uiso 1 1 calc R U . . .
C33 C -0.5233(5) 0.0590(5) 0.8700(4) 0.0933(16) Uani 1 1 d . . . . .
H33 H -0.6037 0.0349 0.8838 0.112 Uiso 1 1 calc R U . . .
C34 C -0.5122(4) 0.0469(4) 0.7865(3) 0.0769(13) Uani 1 1 d . . . . .
H34 H -0.5860 0.0148 0.7444 0.092 Uiso 1 1 calc R U . . .
C35 C -0.0488(4) 0.2197(5) 0.8713(3) 0.0699(11) Uani 1 1 d . . . . .
C36 C 0.0272(5) 0.1473(5) 0.8922(3) 0.0776(13) Uani 1 1 d . . . . .
C37 C 0.1443(5) 0.2064(6) 0.9510(3) 0.0854(14) Uani 1 1 d . . . . .
C38 C 0.1778(5) 0.3294(6) 0.9833(3) 0.0870(15) Uani 1 1 d . . . . .
H38 H 0.2556 0.3674 1.0210 0.104 Uiso 1 1 calc R U . . .
C39 C 0.1014(5) 0.3974(5) 0.9622(3) 0.0848(14) Uani 1 1 d . . . . .
H39 H 0.1261 0.4808 0.9854 0.102 Uiso 1 1 calc R U . . .
C40 C -0.0126(5) 0.3424(5) 0.9063(3) 0.0850(14) Uani 1 1 d . . . . .
H40 H -0.0660 0.3884 0.8920 0.102 Uiso 1 1 calc R U . . .
C41 C -0.0120(8) 0.0149(6) 0.8520(6) 0.146(3) Uani 1 1 d . . . . .
H41A H -0.1036 -0.0215 0.8396 0.219 Uiso 1 1 calc R U . . .
H41B H 0.0231 -0.0323 0.8902 0.219 Uiso 1 1 calc R U . . .
H41C H 0.0192 0.0133 0.8004 0.219 Uiso 1 1 calc R U . . .
C42 C 0.2309(9) 0.1325(10) 0.9783(6) 0.177(4) Uani 1 1 d . . . . .
H42A H 0.3049 0.1853 1.0188 0.265 Uiso 1 1 calc R U . . .
H42B H 0.2571 0.1036 0.9297 0.265 Uiso 1 1 calc R U . . .
H42C H 0.1856 0.0619 1.0038 0.265 Uiso 1 1 calc R U . . .
H2N H -0.243(4) -0.303(4) 0.686(3) 0.050(11) Uiso 1 1 d . . . . .
H4N H -0.173(6) 0.151(7) 0.760(5) 0.13(2) Uiso 1 1 d . . . . .
H1W H -0.228(6) -0.091(7) 0.539(4) 0.12(2) Uiso 1 1 d . . . . .
H2W H -0.272(5) 0.009(5) 0.532(4) 0.08(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 O1 1.938(3) . ?
Cu1 O1 1.938(3) 2_556 ?
Cu1 N1 2.000(3) . ?
Cu1 N1 2.000(3) 2_556 ?
N1 C5 1.328(5) . ?
N1 C1 1.342(5) . ?
N2 C9 1.361(5) . ?
N2 C14 1.426(6) . ?
N2 H2N 0.79(4) . ?
O1 C7 1.282(5) . ?
O2 C7 1.250(5) . ?
C1 C2 1.382(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.379(8) . ?
C2 C6 1.500(8) . ?
C3 C4 1.340(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.369(7) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
O1W H1W 0.87(7) . ?
O1W H2W 0.74(6) . ?
C7 C8 1.496(5) . ?
C8 C13 1.379(6) . ?
C8 C9 1.421(5) . ?
C9 C10 1.414(5) . ?
C10 C11 1.378(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.359(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.367(6) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C19 1.390(6) . ?
C14 C15 1.401(6) . ?
C15 C16 1.411(7) . ?
C15 C20 1.498(7) . ?
C16 C17 1.365(7) . ?
C16 C21 1.503(7) . ?
C17 C18 1.372(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.370(6) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
Cu2 O3 1.928(3) 2_456 ?
Cu2 O3 1.928(3) . ?
Cu2 N3 2.031(6) . ?
Cu2 N3 2.031(6) 2_456 ?
N3 C22 1.326(8) . ?
N3 C26 1.329(10) . ?
N4 C30 1.365(6) . ?
N4 C35 1.420(6) . ?
N4 H4N 0.80(7) . ?
O3 C28 1.278(5) . ?
O4 C28 1.236(6) . ?
C22 C23 1.425(11) . ?
C22 H22 0.9300 . ?
C23 C24 1.351(13) . ?
C23 C27 1.470(13) . ?
C24 C25 1.367(13) . ?
C24 H24 0.9300 . ?
C25 C26 1.380(12) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 C29 1.496(6) . ?
C29 C34 1.376(6) . ?
C29 C30 1.411(5) . ?
C30 C31 1.406(5) . ?
C31 C32 1.336(6) . ?
C31 H31 0.9300 . ?
C32 C33 1.360(8) . ?
C32 H32 0.9300 . ?
C33 C34 1.376(7) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 C40 1.373(7) . ?
C35 C36 1.387(7) . ?
C36 C37 1.419(7) . ?
C36 C41 1.493(8) . ?
C37 C38 1.367(8) . ?
C37 C42 1.513(8) . ?
C38 C39 1.352(7) . ?
C38 H38 0.9300 . ?
C39 C40 1.366(7) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?

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 Cu1 O1 180.0 . 2_556 ?
O1 Cu1 N1 88.58(13) . . ?
O1 Cu1 N1 91.41(13) 2_556 . ?
O1 Cu1 N1 91.42(13) . 2_556 ?
O1 Cu1 N1 88.58(13) 2_556 2_556 ?
N1 Cu1 N1 180.0 . 2_556 ?
C5 N1 C1 118.3(4) . . ?
C5 N1 Cu1 121.3(3) . . ?
C1 N1 Cu1 120.2(3) . . ?
C9 N2 C14 126.3(4) . . ?
C9 N2 H2N 114(3) . . ?
C14 N2 H2N 119(3) . . ?
C7 O1 Cu1 128.7(3) . . ?
N1 C1 C2 123.3(5) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
C3 C2 C1 116.2(5) . . ?
C3 C2 C6 124.4(5) . . ?
C1 C2 C6 119.4(5) . . ?
C4 C3 C2 120.8(5) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 119.9(5) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
N1 C5 C4 121.3(5) . . ?
N1 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
H1W O1W H2W 118(6) . . ?
O2 C7 O1 123.7(4) . . ?
O2 C7 C8 121.2(4) . . ?
O1 C7 C8 115.1(4) . . ?
C13 C8 C9 118.7(3) . . ?
C13 C8 C7 119.1(4) . . ?
C9 C8 C7 122.1(4) . . ?
N2 C9 C10 121.1(4) . . ?
N2 C9 C8 121.0(4) . . ?
C10 C9 C8 117.9(4) . . ?
C11 C10 C9 120.6(4) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C12 C11 C10 120.7(4) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C13 119.9(4) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 C8 122.2(4) . . ?
C12 C13 H13 118.9 . . ?
C8 C13 H13 118.9 . . ?
C19 C14 C15 120.6(4) . . ?
C19 C14 N2 119.6(4) . . ?
C15 C14 N2 119.7(4) . . ?
C14 C15 C16 117.8(4) . . ?
C14 C15 C20 119.7(4) . . ?
C16 C15 C20 122.5(5) . . ?
C17 C16 C15 120.0(5) . . ?
C17 C16 C21 119.3(5) . . ?
C15 C16 C21 120.7(5) . . ?
C16 C17 C18 121.5(5) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 H17 119.2 . . ?
C19 C18 C17 120.0(5) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C14 120.0(5) . . ?
C18 C19 H19 120.0 . . ?
C14 C19 H19 120.0 . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O3 Cu2 O3 180.0 2_456 . ?
O3 Cu2 N3 90.30(19) 2_456 . ?
O3 Cu2 N3 89.70(19) . . ?
O3 Cu2 N3 89.71(19) 2_456 2_456 ?
O3 Cu2 N3 90.29(19) . 2_456 ?
N3 Cu2 N3 180.0 . 2_456 ?
C22 N3 C26 119.9(7) . . ?
C22 N3 Cu2 118.0(7) . . ?
C26 N3 Cu2 122.0(5) . . ?
C30 N4 C35 125.1(4) . . ?
C30 N4 H4N 108(5) . . ?
C35 N4 H4N 127(5) . . ?
C28 O3 Cu2 120.4(3) . . ?
N3 C22 C23 120.0(9) . . ?
N3 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C24 C23 C22 116.9(8) . . ?
C24 C23 C27 124.5(10) . . ?
C22 C23 C27 118.6(11) . . ?
C23 C24 C25 124.3(9) . . ?
C23 C24 H24 117.9 . . ?
C25 C24 H24 117.9 . . ?
C24 C25 C26 114.4(11) . . ?
C24 C25 H25 122.8 . . ?
C26 C25 H25 122.8 . . ?
N3 C26 C25 124.4(8) . . ?
N3 C26 H26 117.8 . . ?
C25 C26 H26 117.8 . . ?
C23 C27 H27A 109.5 . . ?
C23 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C23 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O4 C28 O3 123.3(4) . . ?
O4 C28 C29 121.1(4) . . ?
O3 C28 C29 115.5(5) . . ?
C34 C29 C30 118.1(4) . . ?
C34 C29 C28 120.1(4) . . ?
C30 C29 C28 121.7(4) . . ?
N4 C30 C31 120.7(4) . . ?
N4 C30 C29 121.1(4) . . ?
C31 C30 C29 118.1(4) . . ?
C32 C31 C30 121.8(4) . . ?
C32 C31 H31 119.1 . . ?
C30 C31 H31 119.1 . . ?
C31 C32 C33 120.4(5) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
C32 C33 C34 119.9(5) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C29 C34 C33 121.7(4) . . ?
C29 C34 H34 119.2 . . ?
C33 C34 H34 119.2 . . ?
C40 C35 C36 121.5(4) . . ?
C40 C35 N4 118.7(5) . . ?
C36 C35 N4 119.8(5) . . ?
C35 C36 C37 116.8(5) . . ?
C35 C36 C41 120.9(5) . . ?
C37 C36 C41 122.3(5) . . ?
C38 C37 C36 119.8(5) . . ?
C38 C37 C42 120.4(6) . . ?
C36 C37 C42 119.8(6) . . ?
C39 C38 C37 122.0(4) . . ?
C39 C38 H38 119.0 . . ?
C37 C38 H38 119.0 . . ?
C38 C39 C40 119.3(5) . . ?
C38 C39 H39 120.4 . . ?
C40 C39 H39 120.4 . . ?
C39 C40 C35 120.5(5) . . ?
C39 C40 H40 119.7 . . ?
C35 C40 H40 119.7 . . ?
C36 C41 H41A 109.5 . . ?
C36 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C36 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C37 C42 H42A 109.5 . . ?
C37 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C37 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?

_refine_diff_density_max         0.585
_refine_diff_density_min         -0.972
_refine_diff_density_rms         0.051

